2-(2-Benzylphenyl)propan-2-ol
Identifieur interne : 000A25 ( Pmc/Corpus ); précédent : 000A24; suivant : 000A262-(2-Benzylphenyl)propan-2-ol
Auteurs : Richard Betz ; Thomas Gerber ; Eric Hosten ; B. P. Siddaraju ; Hemmige S. Yathirajan ; A. R. RameshaSource :
- Acta Crystallographica Section E: Structure Reports Online [ 1600-5368 ] ; 2011.
Abstract
There are two molecules in the asymmetric unit of the title compound, C16H18O, a tertiary alcohol featuring a 2-benzylphenyl substituent. Co-operative O—H⋯O hydrogen bonds connect the molecules into tetramers.
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DOI: 10.1107/S1600536811047143
PubMed: 22199804
PubMed Central: 3238955
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<record><TEI><teiHeader><fileDesc><titleStmt><title xml:lang="en">2-(2-Benzylphenyl)propan-2-ol</title><author><name sortKey="Betz, Richard" sort="Betz, Richard" uniqKey="Betz R" first="Richard" last="Betz">Richard Betz</name><affiliation><nlm:aff id="a">Nelson Mandela Metropolitan University, Summerstrand Campus, Department of Chemistry, University Way, Summerstrand, PO Box 77000, Port Elizabeth 6031,<country>South Africa</country></nlm:aff></affiliation></author><author><name sortKey="Gerber, Thomas" sort="Gerber, Thomas" uniqKey="Gerber T" first="Thomas" last="Gerber">Thomas Gerber</name><affiliation><nlm:aff id="a">Nelson Mandela Metropolitan University, Summerstrand Campus, Department of Chemistry, University Way, Summerstrand, PO Box 77000, Port Elizabeth 6031,<country>South Africa</country></nlm:aff></affiliation></author><author><name sortKey="Hosten, Eric" sort="Hosten, Eric" uniqKey="Hosten E" first="Eric" last="Hosten">Eric Hosten</name><affiliation><nlm:aff id="a">Nelson Mandela Metropolitan University, Summerstrand Campus, Department of Chemistry, University Way, Summerstrand, PO Box 77000, Port Elizabeth 6031,<country>South Africa</country></nlm:aff></affiliation></author><author><name sortKey="Siddaraju, B P" sort="Siddaraju, B P" uniqKey="Siddaraju B" first="B. P." last="Siddaraju">B. P. Siddaraju</name><affiliation><nlm:aff id="b">University of Mysore, Department of Studies in Chemistry, Manasagangotri, Mysore 570 006,<country>India</country></nlm:aff></affiliation></author><author><name sortKey="Yathirajan, Hemmige S" sort="Yathirajan, Hemmige S" uniqKey="Yathirajan H" first="Hemmige S." last="Yathirajan">Hemmige S. Yathirajan</name><affiliation><nlm:aff id="b">University of Mysore, Department of Studies in Chemistry, Manasagangotri, Mysore 570 006,<country>India</country></nlm:aff></affiliation></author><author><name sortKey="Ramesha, A R" sort="Ramesha, A R" uniqKey="Ramesha A" first="A. R." last="Ramesha">A. R. Ramesha</name><affiliation><nlm:aff id="c">R. L. Fine Chem., Bangalore 560 064,<country>India</country></nlm:aff></affiliation></author></titleStmt><publicationStmt><idno type="wicri:source">PMC</idno><idno type="pmid">22199804</idno><idno type="pmc">3238955</idno><idno type="url">http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3238955</idno><idno type="RBID">PMC:3238955</idno><idno type="doi">10.1107/S1600536811047143</idno><date when="2011">2011</date><idno type="wicri:Area/Pmc/Corpus">000A25</idno><idno type="wicri:explorRef" wicri:stream="Pmc" wicri:step="Corpus" wicri:corpus="PMC">000A25</idno></publicationStmt><sourceDesc><biblStruct><analytic><title xml:lang="en" level="a" type="main">2-(2-Benzylphenyl)propan-2-ol</title><author><name sortKey="Betz, Richard" sort="Betz, Richard" uniqKey="Betz R" first="Richard" last="Betz">Richard Betz</name><affiliation><nlm:aff id="a">Nelson Mandela Metropolitan University, Summerstrand Campus, Department of Chemistry, University Way, Summerstrand, PO Box 77000, Port Elizabeth 6031,<country>South Africa</country></nlm:aff></affiliation></author><author><name sortKey="Gerber, Thomas" sort="Gerber, Thomas" uniqKey="Gerber T" first="Thomas" last="Gerber">Thomas Gerber</name><affiliation><nlm:aff id="a">Nelson Mandela Metropolitan University, Summerstrand Campus, Department of Chemistry, University Way, Summerstrand, PO Box 77000, Port Elizabeth 6031,<country>South Africa</country></nlm:aff></affiliation></author><author><name sortKey="Hosten, Eric" sort="Hosten, Eric" uniqKey="Hosten E" first="Eric" last="Hosten">Eric Hosten</name><affiliation><nlm:aff id="a">Nelson Mandela Metropolitan University, Summerstrand Campus, Department of Chemistry, University Way, Summerstrand, PO Box 77000, Port Elizabeth 6031,<country>South Africa</country></nlm:aff></affiliation></author><author><name sortKey="Siddaraju, B P" sort="Siddaraju, B P" uniqKey="Siddaraju B" first="B. P." last="Siddaraju">B. P. Siddaraju</name><affiliation><nlm:aff id="b">University of Mysore, Department of Studies in Chemistry, Manasagangotri, Mysore 570 006,<country>India</country></nlm:aff></affiliation></author><author><name sortKey="Yathirajan, Hemmige S" sort="Yathirajan, Hemmige S" uniqKey="Yathirajan H" first="Hemmige S." last="Yathirajan">Hemmige S. Yathirajan</name><affiliation><nlm:aff id="b">University of Mysore, Department of Studies in Chemistry, Manasagangotri, Mysore 570 006,<country>India</country></nlm:aff></affiliation></author><author><name sortKey="Ramesha, A R" sort="Ramesha, A R" uniqKey="Ramesha A" first="A. R." last="Ramesha">A. R. Ramesha</name><affiliation><nlm:aff id="c">R. L. Fine Chem., Bangalore 560 064,<country>India</country></nlm:aff></affiliation></author></analytic><series><title level="j">Acta Crystallographica Section E: Structure Reports Online</title><idno type="eISSN">1600-5368</idno><imprint><date when="2011">2011</date></imprint></series></biblStruct></sourceDesc></fileDesc><profileDesc><textClass></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en"><p>There are two molecules in the asymmetric unit of the title compound, C<sub>16</sub>H<sub>18</sub>O, a tertiary alcohol featuring a 2-benzylphenyl substituent. Co-operative O—H⋯O hydrogen bonds connect the molecules into tetramers.</p></div></front><back><div1 type="bibliography"><listBibl><biblStruct></biblStruct><biblStruct></biblStruct><biblStruct></biblStruct><biblStruct></biblStruct><biblStruct></biblStruct><biblStruct></biblStruct><biblStruct></biblStruct><biblStruct></biblStruct><biblStruct></biblStruct><biblStruct></biblStruct><biblStruct></biblStruct><biblStruct></biblStruct><biblStruct></biblStruct><biblStruct></biblStruct><biblStruct></biblStruct></listBibl></div1></back></TEI><pmc article-type="research-article"><pmc-dir>properties open_access</pmc-dir>
<front><journal-meta><journal-id journal-id-type="nlm-ta">Acta Crystallogr Sect E Struct Rep Online</journal-id><journal-id journal-id-type="publisher-id">Acta Cryst. E</journal-id><journal-title-group><journal-title>Acta Crystallographica Section E: Structure Reports Online</journal-title></journal-title-group><issn pub-type="epub">1600-5368</issn><publisher><publisher-name>International Union of Crystallography</publisher-name></publisher></journal-meta><article-meta><article-id pub-id-type="pmid">22199804</article-id><article-id pub-id-type="pmc">3238955</article-id><article-id pub-id-type="publisher-id">hg5130</article-id><article-id pub-id-type="doi">10.1107/S1600536811047143</article-id><article-id pub-id-type="coden">ACSEBH</article-id><article-id pub-id-type="pii">S1600536811047143</article-id><article-categories><subj-group subj-group-type="heading"><subject>Organic Papers</subject></subj-group></article-categories><title-group><article-title>2-(2-Benzylphenyl)propan-2-ol</article-title><alt-title><italic>C<sub>16</sub>H<sub>18</sub>O</italic></alt-title></title-group><contrib-group><contrib contrib-type="author"><name><surname>Betz</surname><given-names>Richard</given-names></name><xref ref-type="aff" rid="a">a</xref><xref ref-type="corresp" rid="cor">*</xref></contrib><contrib contrib-type="author"><name><surname>Gerber</surname><given-names>Thomas</given-names></name><xref ref-type="aff" rid="a">a</xref></contrib><contrib contrib-type="author"><name><surname>Hosten</surname><given-names>Eric</given-names></name><xref ref-type="aff" rid="a">a</xref></contrib><contrib contrib-type="author"><name><surname>Siddaraju</surname><given-names>B. P.</given-names></name><xref ref-type="aff" rid="b">b</xref></contrib><contrib contrib-type="author"><name><surname>Yathirajan</surname><given-names>Hemmige S.</given-names></name><xref ref-type="aff" rid="b">b</xref></contrib><contrib contrib-type="author"><name><surname>Ramesha</surname><given-names>A. R.</given-names></name><xref ref-type="aff" rid="c">c</xref></contrib><aff id="a"><label>a</label>Nelson Mandela Metropolitan University, Summerstrand Campus, Department of Chemistry, University Way, Summerstrand, PO Box 77000, Port Elizabeth 6031,<country>South Africa</country></aff><aff id="b"><label>b</label>University of Mysore, Department of Studies in Chemistry, Manasagangotri, Mysore 570 006,<country>India</country></aff><aff id="c"><label>c</label>R. L. Fine Chem., Bangalore 560 064,<country>India</country></aff></contrib-group><author-notes><corresp id="cor">Correspondence e-mail: <email>richard.betz@webmail.co.za</email></corresp></author-notes><pub-date pub-type="collection"><day>01</day><month>12</month><year>2011</year></pub-date><pub-date pub-type="epub"><day>12</day><month>11</month><year>2011</year></pub-date><pub-date pub-type="pmc-release"><day>12</day><month>11</month><year>2011</year></pub-date><pmc-comment> PMC Release delay is 0 months and 0 days and was based on the
<volume>67</volume><issue>Pt 12</issue><issue-id pub-id-type="publisher-id">e111200</issue-id><fpage>o3302</fpage><lpage>o3302</lpage><history><date date-type="received"><day>28</day><month>10</month><year>2011</year></date><date date-type="accepted"><day>08</day><month>11</month><year>2011</year></date></history><permissions><copyright-statement>© Betz et al. 2011</copyright-statement><copyright-year>2011</copyright-year><license license-type="open-access" xlink:href="http://creativecommons.org/licenses/by/2.0/uk/"><license-p>This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.</license-p></license></permissions><self-uri xlink:type="simple" xlink:href="http://dx.doi.org/10.1107/S1600536811047143">A full version of this article is available from Crystallography Journals Online.</self-uri><abstract><p>There are two molecules in the asymmetric unit of the title compound, C<sub>16</sub>H<sub>18</sub>O, a tertiary alcohol featuring a 2-benzylphenyl substituent. Co-operative O—H⋯O hydrogen bonds connect the molecules into tetramers.</p></abstract></article-meta></front><body><sec id="sec1"><title>Related literature</title><p>For general background to the use of benzhydrols in pharmaceutical synthesis, see: Ohkuma <italic>et al.</italic> (2000<xref ref-type="bibr" rid="bb10"> ▶</xref>). For related structures, see: Ferguson <italic>et al.</italic> (1995<xref ref-type="bibr" rid="bb6"> ▶</xref>); Fun <italic>et al.</italic> (2010<xref ref-type="bibr" rid="bb7"> ▶</xref>); Siddaraju <italic>et al.</italic> (2010<xref ref-type="bibr" rid="bb13"> ▶</xref>, 2011<xref ref-type="bibr" rid="bb12"> ▶</xref>); Zeng & Liu (2010<xref ref-type="bibr" rid="bb15"> ▶</xref>); Gu <italic>et al.</italic> (2009<xref ref-type="bibr" rid="bb8"> ▶</xref>). For graph-set analysis of hydrogen bonds, see: Etter <italic>et al.</italic> (1990<xref ref-type="bibr" rid="bb4"> ▶</xref>); Bernstein <italic>et al.</italic> (1995<xref ref-type="bibr" rid="bb1"> ▶</xref>).<chem-struct id="scheme1"><graphic xlink:href="e-67-o3302-scheme1.jpg" position="float"></graphic></chem-struct></p></sec><sec id="sec2"><title>Experimental</title><sec id="sec2.1"><title></title><sec id="sec2.1.1"><title>Crystal data</title><p><list list-type="simple"><list-item><p>C<sub>16</sub>H<sub>18</sub>O</p></list-item><list-item><p><italic>M</italic><italic><sub>r</sub></italic> = 226.30</p></list-item><list-item><p>Monoclinic, <inline-formula><inline-graphic xlink:href="e-67-o3302-efi1.jpg" mimetype="image" mime-subtype="gif"></inline-graphic></inline-formula></p></list-item><list-item><p><italic>a</italic> = 12.2252 (3) Å</p></list-item><list-item><p><italic>b</italic> = 17.2508 (4) Å</p></list-item><list-item><p><italic>c</italic> = 16.7784 (3) Å</p></list-item><list-item><p>β = 132.549 (1)°</p></list-item><list-item><p><italic>V</italic> = 2606.79 (10) Å<sup>3</sup></p></list-item><list-item><p><italic>Z</italic> = 8</p></list-item><list-item><p>Mo <italic>K</italic>α radiation</p></list-item><list-item><p>μ = 0.07 mm<sup>−1</sup></p></list-item><list-item><p><italic>T</italic> = 200 K</p></list-item><list-item><p>0.59 × 0.51 × 0.34 mm</p></list-item></list></p></sec><sec id="sec2.1.2"><title>Data collection</title><p><list list-type="simple"><list-item><p>Bruker APEXII CCD diffractometer</p></list-item><list-item><p>Absorption correction: multi-scan (<italic>SADABS</italic>; Bruker, 2008<xref ref-type="bibr" rid="bb2"> ▶</xref>) <italic>T</italic><sub>min</sub> = 0.901, <italic>T</italic><sub>max</sub> = 1.000</p></list-item><list-item><p>24429 measured reflections</p></list-item><list-item><p>6480 independent reflections</p></list-item><list-item><p>5035 reflections with <italic>I</italic> > 2σ(<italic>I</italic>)</p></list-item><list-item><p><italic>R</italic><sub>int</sub> = 0.015</p></list-item></list></p></sec><sec id="sec2.1.3"><title>Refinement</title><p><list list-type="simple"><list-item><p><italic>R</italic>[<italic>F</italic><sup>2</sup> > 2σ(<italic>F</italic><sup>2</sup>)] = 0.053</p></list-item><list-item><p><italic>wR</italic>(<italic>F</italic><sup>2</sup>) = 0.148</p></list-item><list-item><p><italic>S</italic> = 1.05</p></list-item><list-item><p>6480 reflections</p></list-item><list-item><p>311 parameters</p></list-item><list-item><p>H-atom parameters constrained</p></list-item><list-item><p>Δρ<sub>max</sub> = 0.67 e Å<sup>−3</sup></p></list-item><list-item><p>Δρ<sub>min</sub> = −0.57 e Å<sup>−3</sup></p></list-item></list></p></sec></sec><sec id="d5e461"><title></title><p>Data collection: <italic>APEX2</italic> (Bruker, 2010<xref ref-type="bibr" rid="bb3"> ▶</xref>); cell refinement: <italic>SAINT</italic> (Bruker, 2010<xref ref-type="bibr" rid="bb3"> ▶</xref>); data reduction: <italic>SAINT</italic>; program(s) used to solve structure: <italic>SHELXS97</italic> (Sheldrick, 2008<xref ref-type="bibr" rid="bb11"> ▶</xref>); program(s) used to refine structure: <italic>SHELXL97</italic> (Sheldrick, 2008<xref ref-type="bibr" rid="bb11"> ▶</xref>); molecular graphics: <italic>ORTEP-3</italic> (Farrugia, 1997<xref ref-type="bibr" rid="bb5"> ▶</xref>) and <italic>Mercury</italic> (Macrae <italic>et al.</italic>, 2008<xref ref-type="bibr" rid="bb9"> ▶</xref>); software used to prepare material for publication: <italic>SHELXL97</italic> and <italic>PLATON</italic> (Spek, 2009<xref ref-type="bibr" rid="bb14"> ▶</xref>).</p></sec></sec><sec sec-type="supplementary-material"><title>Supplementary Material</title><supplementary-material content-type="local-data" xlink:href="e-67-o3302-sup1.cif" position="float" xlink:type="simple"><p>Crystal structure: contains datablock(s) I, global. DOI: <ext-link ext-link-type="uri" xlink:type="simple" xlink:href="http://dx.doi.org/10.1107/S1600536811047143/hg5130sup1.cif">10.1107/S1600536811047143/hg5130sup1.cif</ext-link></p><media mimetype="chemical" mime-subtype="x-cif" xlink:href="e-67-o3302-sup1.cif" position="float" xlink:type="simple"></media></supplementary-material><supplementary-material content-type="local-data" xlink:href="e-67-o3302-Isup2.cdx" mimetype="chemical" mime-subtype="x-cdx" position="float" xlink:type="simple"><p>Supplementary material file. DOI: <ext-link ext-link-type="uri" xlink:type="simple" xlink:href="http://dx.doi.org/10.1107/S1600536811047143/hg5130Isup2.cdx">10.1107/S1600536811047143/hg5130Isup2.cdx</ext-link></p></supplementary-material><supplementary-material content-type="local-data" xlink:href="e-67-o3302-Isup3.hkl" position="float" xlink:type="simple"><p>Structure factors: contains datablock(s) I. DOI: <ext-link ext-link-type="uri" xlink:type="simple" xlink:href="http://dx.doi.org/10.1107/S1600536811047143/hg5130Isup3.hkl">10.1107/S1600536811047143/hg5130Isup3.hkl</ext-link></p><media mimetype="text" mime-subtype="plain" xlink:href="e-67-o3302-Isup3.hkl" position="float" xlink:type="simple"></media></supplementary-material><supplementary-material content-type="local-data" xlink:href="e-67-o3302-Isup4.cml" mimetype="chemical" mime-subtype="x-cml" position="float" xlink:type="simple"><p>Supplementary material file. DOI: <ext-link ext-link-type="uri" xlink:type="simple" xlink:href="http://dx.doi.org/10.1107/S1600536811047143/hg5130Isup4.cml">10.1107/S1600536811047143/hg5130Isup4.cml</ext-link></p></supplementary-material><supplementary-material position="float" xlink:type="simple"><p>Additional supplementary materials: <ext-link ext-link-type="uri" xlink:href="http://scripts.iucr.org/cgi-bin/sendsupfiles?hg5130&file=hg5130sup0.html&mime=text/html" xlink:type="simple"> crystallographic information</ext-link>; <ext-link ext-link-type="uri" xlink:href="http://scripts.iucr.org/cgi-bin/sendcif?hg5130sup1&Qmime=cif" xlink:type="simple">3D view</ext-link>; <ext-link ext-link-type="uri" xlink:href="http://scripts.iucr.org/cgi-bin/paper?hg5130&checkcif=yes" xlink:type="simple">checkCIF report</ext-link></p></supplementary-material></sec></body><back><fn-group><fn id="fnu1"><p>Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: <ext-link ext-link-type="uri" xlink:href="http://scripts.iucr.org/cgi-bin/sendsup?hg5130">HG5130</ext-link>).</p></fn></fn-group><ack><p>BPS thanks the University of Mysore for research facilities.</p></ack><app-group><app><title>supplementary crystallographic
information</title><sec id="comment"><title>Comment </title><p>2-(2-Benzylphenyl)propan-2-ol is used in synthetic organic chemistry for the
preparation of many organic compounds including anthrone. Benzhydrols are
widely used as intermediates for the synthesis of pharmaceuticals (Ohkuma
<italic>et al.</italic>, 2000). The crystal structures of
2-(5-bromo-2-methylphenyl)propan-2-ol (Zeng & Liu, 2010),
10,10-dimethylanthrone (Fun <italic>et al.</italic>, 2010),
(2-methylphenyl)(phenyl)methanol (Siddaraju <italic>et al.</italic>, 2010),
9,9-dimethyl-9,10-dihydroanthracene (Siddaraju <italic>et al.</italic>, 2011) and
a
<italic>N,N</italic>-dimethylamino-substituted analogue of the title compound (Gu <italic>et
al.</italic>, 2009) have been reported earlier. In view of the importance of
the
title compound, its crystal structure was determined.</p><p>The asymmetric unit contains two complete molecules. The least-squares planes
defined by the carbon atoms of the different phenyl moieties in each molecule
enclose angles of 82.58 (10)° and 88.66 (13)°, respectively (Fig. 1).</p><p>In the crystal, cooperative hydrogen bonds connect the molecules to discrete
tetramers. The plane defined by the atoms of the participating hydroxyl groups
is perpendicular to the crystallographic <italic>b</italic> axis. In terms of graph-set
analysis (Etter <italic>et al.</italic>, 1990; Bernstein <italic>et al.</italic>,
1995), the
descriptor for the hydrogen bonds is <italic>DD</italic> on the unitary level and
<italic>R</italic><sup>4</sup><sub>4</sub>(8) on the binary level. The shortest intercentroid distance
between two aromatic systems was measured at 4.9147 (14) Å and is observed
between the two different phenyl rings of one of the molecules present in the
asymmetric unit and its symmetry-generated equivalent (Fig. 2).</p><p>The packing of the title compound in the crystal is shown in Figure 3.</p></sec><sec id="experimental"><title>Experimental </title><p>The title compound was obtained as a gift sample from <italic>R. L</italic>. Fine Chem,
Bangalore, India. X-ray quality crystals were obtained by slow evaporation
from toluene solution at room temperature.</p></sec><sec id="refinement"><title>Refinement </title><p>Carbon-bound H atoms were placed in calculated positions (C—H 0.95 Å for
aromatic carbon atoms, C—H 0.99 Å for methylene groups) and were included
in the refinement in the riding model approximation, with <italic>U</italic>(H) set to
1.2<italic>U</italic><sub>eq</sub>(C). The H atoms of the methyl groups were allowed to rotate
with a fixed angle around the C—C bond to best fit the experimental electron
density (HFIX 137 in the <italic>SHELX</italic> program suite (Sheldrick, 2008),
with
<italic>U</italic>(H) set to 1.5<italic>U</italic><sub>eq</sub>(C). Both oxygen-bound H atoms were placed
in calculated positions (O—H 0.94 Å) and were included in the refinement
in the riding model approximation, with <italic>U</italic>(H) set to 1.5<italic>U</italic><sub>eq</sub>(O).</p></sec><sec id="figures"><title>Figures</title><fig id="Fap1"><label>Fig. 1.</label><caption><p>The molecular structure of the title compound, with atom labels and anisotropic displacement ellipsoids (drawn at 50% probability level). For clarity, only one of the molecules present in the asymmetric unit is shown.</p></caption><graphic xlink:href="e-67-o3302-fig1"></graphic></fig><fig id="Fap2"><label>Fig. 2.</label><caption><p>Intermolecular contacts, viewed along [0 1 0]. Symmetry operator: i -x + 1, -y, -z.</p></caption><graphic xlink:href="e-67-o3302-fig2"></graphic></fig><fig id="Fap3"><label>Fig. 3.</label><caption><p>Molecular packing of the title compound, viewed along [0 1 0] (anisotropic displacement ellipsoids drawn at 50% probability level).</p></caption><graphic xlink:href="e-67-o3302-fig3"></graphic></fig></sec><sec id="tablewrapcrystaldatalong"><title>Crystal data</title><table-wrap position="anchor" id="d1e190"><table rules="all" frame="box" style="table-layout:fixed" summary=""><colgroup span="2"><col span="1"></col><col span="1"></col></colgroup><tr><td rowspan="1" colspan="1">C<sub>16</sub>H<sub>18</sub>O</td><td rowspan="1" colspan="1"><italic>F</italic>(000) = 976</td></tr><tr><td rowspan="1" colspan="1"><italic>M</italic><italic><sub>r</sub></italic> = 226.30</td><td rowspan="1" colspan="1"><italic>D</italic><sub>x</sub> = 1.153 Mg m<sup>−</sup><sup>3</sup></td></tr><tr><td rowspan="1" colspan="1">Monoclinic, <italic>P</italic>2<sub>1</sub>/<italic>c</italic></td><td rowspan="1" colspan="1">Melting point = 333–335 K</td></tr><tr><td rowspan="1" colspan="1">Hall symbol: -P 2ybc</td><td rowspan="1" colspan="1">Mo <italic>K</italic>α radiation, λ = 0.71073 Å</td></tr><tr><td rowspan="1" colspan="1"><italic>a</italic> = 12.2252 (3) Å</td><td rowspan="1" colspan="1">Cell parameters from 9880 reflections</td></tr><tr><td rowspan="1" colspan="1"><italic>b</italic> = 17.2508 (4) Å</td><td rowspan="1" colspan="1">θ = 2.6–28.3°</td></tr><tr><td rowspan="1" colspan="1"><italic>c</italic> = 16.7784 (3) Å</td><td rowspan="1" colspan="1">µ = 0.07 mm<sup>−</sup><sup>1</sup></td></tr><tr><td rowspan="1" colspan="1">β = 132.549 (1)°</td><td rowspan="1" colspan="1"><italic>T</italic> = 200 K</td></tr><tr><td rowspan="1" colspan="1"><italic>V</italic> = 2606.79 (10) Å<sup>3</sup></td><td rowspan="1" colspan="1">Block, colourless</td></tr><tr><td rowspan="1" colspan="1"><italic>Z</italic> = 8</td><td rowspan="1" colspan="1">0.59 × 0.51 × 0.34 mm</td></tr></table></table-wrap></sec><sec id="tablewrapdatacollectionlong"><title>Data collection</title><table-wrap position="anchor" id="d1e316"><table rules="all" frame="box" style="table-layout:fixed" summary=""><colgroup span="2"><col span="1"></col><col span="1"></col></colgroup><tr><td rowspan="1" colspan="1">Bruker APEXII CCD diffractometer</td><td rowspan="1" colspan="1">6480 independent reflections</td></tr><tr><td rowspan="1" colspan="1">Radiation source: fine-focus sealed tube</td><td rowspan="1" colspan="1">5035 reflections with <italic>I</italic> > 2σ(<italic>I</italic>)</td></tr><tr><td rowspan="1" colspan="1">graphite</td><td rowspan="1" colspan="1"><italic>R</italic><sub>int</sub> = 0.015</td></tr><tr><td rowspan="1" colspan="1">φ and ω scans</td><td rowspan="1" colspan="1">θ<sub>max</sub> = 28.3°, θ<sub>min</sub> = 2.0°</td></tr><tr><td rowspan="1" colspan="1">Absorption correction: multi-scan (<italic>SADABS</italic>; Bruker, 2008)</td><td rowspan="1" colspan="1"><italic>h</italic> = −16→16</td></tr><tr><td rowspan="1" colspan="1"><italic>T</italic><sub>min</sub> = 0.901, <italic>T</italic><sub>max</sub> = 1.000</td><td rowspan="1" colspan="1"><italic>k</italic> = −23→21</td></tr><tr><td rowspan="1" colspan="1">24429 measured reflections</td><td rowspan="1" colspan="1"><italic>l</italic> = −22→20</td></tr></table></table-wrap></sec><sec id="tablewraprefinementdatalong"><title>Refinement</title><table-wrap position="anchor" id="d1e433"><table rules="all" frame="box" style="table-layout:fixed" summary=""><colgroup span="2"><col span="1"></col><col span="1"></col></colgroup><tr><td rowspan="1" colspan="1">Refinement on <italic>F</italic><sup>2</sup></td><td rowspan="1" colspan="1">Primary atom site location: structure-invariant direct methods</td></tr><tr><td rowspan="1" colspan="1">Least-squares matrix: full</td><td rowspan="1" colspan="1">Secondary atom site location: difference Fourier map</td></tr><tr><td rowspan="1" colspan="1"><italic>R</italic>[<italic>F</italic><sup>2</sup> > 2σ(<italic>F</italic><sup>2</sup>)] = 0.053</td><td rowspan="1" colspan="1">Hydrogen site location: inferred from neighbouring sites</td></tr><tr><td rowspan="1" colspan="1"><italic>wR</italic>(<italic>F</italic><sup>2</sup>) = 0.148</td><td rowspan="1" colspan="1">H-atom parameters constrained</td></tr><tr><td rowspan="1" colspan="1"><italic>S</italic> = 1.05</td><td rowspan="1" colspan="1"><italic>w</italic> = 1/[σ<sup>2</sup>(<italic>F</italic><sub>o</sub><sup>2</sup>) + (0.0593<italic>P</italic>)<sup>2</sup> + 0.964<italic>P</italic>] where <italic>P</italic> = (<italic>F</italic><sub>o</sub><sup>2</sup> + 2<italic>F</italic><sub>c</sub><sup>2</sup>)/3</td></tr><tr><td rowspan="1" colspan="1">6480 reflections</td><td rowspan="1" colspan="1">(Δ/σ)<sub>max</sub> < 0.001</td></tr><tr><td rowspan="1" colspan="1">311 parameters</td><td rowspan="1" colspan="1">Δρ<sub>max</sub> = 0.67 e Å<sup>−</sup><sup>3</sup></td></tr><tr><td rowspan="1" colspan="1">0 restraints</td><td rowspan="1" colspan="1">Δρ<sub>min</sub> = −0.57 e Å<sup>−</sup><sup>3</sup></td></tr></table></table-wrap></sec><sec id="tablewrapcoords"><title>Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å<sup>2</sup>)</title><table-wrap position="anchor" id="d1e592"><table rules="all" frame="box" style="table-layout:fixed" summary=""><tr><td rowspan="1" colspan="1"></td><td rowspan="1" colspan="1"><italic>x</italic></td><td rowspan="1" colspan="1"><italic>y</italic></td><td rowspan="1" colspan="1"><italic>z</italic></td><td rowspan="1" colspan="1"><italic>U</italic><sub>iso</sub>*/<italic>U</italic><sub>eq</sub></td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">O1</td><td rowspan="1" colspan="1">0.57510 (11)</td><td rowspan="1" colspan="1">−0.02752 (6)</td><td rowspan="1" colspan="1">0.13404 (8)</td><td rowspan="1" colspan="1">0.0415 (2)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H1</td><td rowspan="1" colspan="1">0.4865</td><td rowspan="1" colspan="1">−0.0134</td><td rowspan="1" colspan="1">0.0848</td><td rowspan="1" colspan="1">0.062*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C1</td><td rowspan="1" colspan="1">0.61107 (17)</td><td rowspan="1" colspan="1">−0.03064 (8)</td><td rowspan="1" colspan="1">0.23555 (12)</td><td rowspan="1" colspan="1">0.0402 (3)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C2</td><td rowspan="1" colspan="1">0.77983 (18)</td><td rowspan="1" colspan="1">−0.02453 (11)</td><td rowspan="1" colspan="1">0.32472 (13)</td><td rowspan="1" colspan="1">0.0528 (4)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H2A</td><td rowspan="1" colspan="1">0.8256</td><td rowspan="1" colspan="1">−0.0677</td><td rowspan="1" colspan="1">0.3183</td><td rowspan="1" colspan="1">0.079*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H2B</td><td rowspan="1" colspan="1">0.8096</td><td rowspan="1" colspan="1">−0.0267</td><td rowspan="1" colspan="1">0.3955</td><td rowspan="1" colspan="1">0.079*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H2C</td><td rowspan="1" colspan="1">0.8126</td><td rowspan="1" colspan="1">0.0247</td><td rowspan="1" colspan="1">0.3176</td><td rowspan="1" colspan="1">0.079*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C3</td><td rowspan="1" colspan="1">0.5637 (2)</td><td rowspan="1" colspan="1">−0.11099 (9)</td><td rowspan="1" colspan="1">0.24153 (17)</td><td rowspan="1" colspan="1">0.0610 (5)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H3A</td><td rowspan="1" colspan="1">0.4554</td><td rowspan="1" colspan="1">−0.1156</td><td rowspan="1" colspan="1">0.1850</td><td rowspan="1" colspan="1">0.092*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H3B</td><td rowspan="1" colspan="1">0.5955</td><td rowspan="1" colspan="1">−0.1179</td><td rowspan="1" colspan="1">0.3126</td><td rowspan="1" colspan="1">0.092*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H3C</td><td rowspan="1" colspan="1">0.6098</td><td rowspan="1" colspan="1">−0.1509</td><td rowspan="1" colspan="1">0.2308</td><td rowspan="1" colspan="1">0.092*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C4</td><td rowspan="1" colspan="1">0.6403 (3)</td><td rowspan="1" colspan="1">0.13895 (10)</td><td rowspan="1" colspan="1">0.2002 (2)</td><td rowspan="1" colspan="1">0.0778 (7)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H4A</td><td rowspan="1" colspan="1">0.7456</td><td rowspan="1" colspan="1">0.1355</td><td rowspan="1" colspan="1">0.2687</td><td rowspan="1" colspan="1">0.093*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H4B</td><td rowspan="1" colspan="1">0.6259</td><td rowspan="1" colspan="1">0.1020</td><td rowspan="1" colspan="1">0.1487</td><td rowspan="1" colspan="1">0.093*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C11</td><td rowspan="1" colspan="1">0.53379 (15)</td><td rowspan="1" colspan="1">0.03600 (8)</td><td rowspan="1" colspan="1">0.24184 (11)</td><td rowspan="1" colspan="1">0.0357 (3)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C12</td><td rowspan="1" colspan="1">0.45154 (19)</td><td rowspan="1" colspan="1">0.01992 (9)</td><td rowspan="1" colspan="1">0.26930 (13)</td><td rowspan="1" colspan="1">0.0477 (4)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H12</td><td rowspan="1" colspan="1">0.4452</td><td rowspan="1" colspan="1">−0.0323</td><td rowspan="1" colspan="1">0.2840</td><td rowspan="1" colspan="1">0.057*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C13</td><td rowspan="1" colspan="1">0.3783 (2)</td><td rowspan="1" colspan="1">0.07688 (10)</td><td rowspan="1" colspan="1">0.27620 (14)</td><td rowspan="1" colspan="1">0.0505 (4)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H13</td><td rowspan="1" colspan="1">0.3235</td><td rowspan="1" colspan="1">0.0637</td><td rowspan="1" colspan="1">0.2956</td><td rowspan="1" colspan="1">0.061*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C14</td><td rowspan="1" colspan="1">0.38553 (18)</td><td rowspan="1" colspan="1">0.15206 (9)</td><td rowspan="1" colspan="1">0.25495 (13)</td><td rowspan="1" colspan="1">0.0458 (3)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H14</td><td rowspan="1" colspan="1">0.3343</td><td rowspan="1" colspan="1">0.1916</td><td rowspan="1" colspan="1">0.2579</td><td rowspan="1" colspan="1">0.055*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C15</td><td rowspan="1" colspan="1">0.46826 (19)</td><td rowspan="1" colspan="1">0.16975 (9)</td><td rowspan="1" colspan="1">0.22906 (15)</td><td rowspan="1" colspan="1">0.0499 (4)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H15</td><td rowspan="1" colspan="1">0.4744</td><td rowspan="1" colspan="1">0.2223</td><td rowspan="1" colspan="1">0.2155</td><td rowspan="1" colspan="1">0.060*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C16</td><td rowspan="1" colspan="1">0.54339 (17)</td><td rowspan="1" colspan="1">0.11350 (8)</td><td rowspan="1" colspan="1">0.22197 (13)</td><td rowspan="1" colspan="1">0.0428 (3)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C21</td><td rowspan="1" colspan="1">0.61156 (17)</td><td rowspan="1" colspan="1">0.21996 (8)</td><td rowspan="1" colspan="1">0.15524 (13)</td><td rowspan="1" colspan="1">0.0428 (3)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C22</td><td rowspan="1" colspan="1">0.70386 (17)</td><td rowspan="1" colspan="1">0.27937 (10)</td><td rowspan="1" colspan="1">0.22356 (13)</td><td rowspan="1" colspan="1">0.0495 (4)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H22</td><td rowspan="1" colspan="1">0.7828</td><td rowspan="1" colspan="1">0.2697</td><td rowspan="1" colspan="1">0.2987</td><td rowspan="1" colspan="1">0.059*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C23</td><td rowspan="1" colspan="1">0.6818 (2)</td><td rowspan="1" colspan="1">0.35404 (11)</td><td rowspan="1" colspan="1">0.1827 (2)</td><td rowspan="1" colspan="1">0.0677 (6)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H23</td><td rowspan="1" colspan="1">0.7459</td><td rowspan="1" colspan="1">0.3952</td><td rowspan="1" colspan="1">0.2294</td><td rowspan="1" colspan="1">0.081*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C24</td><td rowspan="1" colspan="1">0.5661 (3)</td><td rowspan="1" colspan="1">0.36713 (14)</td><td rowspan="1" colspan="1">0.0742 (2)</td><td rowspan="1" colspan="1">0.0802 (8)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H24</td><td rowspan="1" colspan="1">0.5495</td><td rowspan="1" colspan="1">0.4177</td><td rowspan="1" colspan="1">0.0455</td><td rowspan="1" colspan="1">0.096*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C25</td><td rowspan="1" colspan="1">0.4755 (3)</td><td rowspan="1" colspan="1">0.30789 (18)</td><td rowspan="1" colspan="1">0.00804 (18)</td><td rowspan="1" colspan="1">0.0823 (8)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H25</td><td rowspan="1" colspan="1">0.3949</td><td rowspan="1" colspan="1">0.3173</td><td rowspan="1" colspan="1">−0.0669</td><td rowspan="1" colspan="1">0.099*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C26</td><td rowspan="1" colspan="1">0.49900 (19)</td><td rowspan="1" colspan="1">0.23568 (14)</td><td rowspan="1" colspan="1">0.04793 (15)</td><td rowspan="1" colspan="1">0.0637 (5)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H26</td><td rowspan="1" colspan="1">0.4355</td><td rowspan="1" colspan="1">0.1948</td><td rowspan="1" colspan="1">0.0000</td><td rowspan="1" colspan="1">0.076*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">O2</td><td rowspan="1" colspan="1">0.70453 (11)</td><td rowspan="1" colspan="1">−0.02771 (7)</td><td rowspan="1" colspan="1">0.04946 (8)</td><td rowspan="1" colspan="1">0.0462 (3)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H2</td><td rowspan="1" colspan="1">0.6841</td><td rowspan="1" colspan="1">−0.0321</td><td rowspan="1" colspan="1">0.0880</td><td rowspan="1" colspan="1">0.069*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C5</td><td rowspan="1" colspan="1">0.85971 (15)</td><td rowspan="1" colspan="1">−0.04565 (9)</td><td rowspan="1" colspan="1">0.11354 (12)</td><td rowspan="1" colspan="1">0.0438 (3)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C6</td><td rowspan="1" colspan="1">0.8862 (2)</td><td rowspan="1" colspan="1">−0.04113 (13)</td><td rowspan="1" colspan="1">0.03673 (15)</td><td rowspan="1" colspan="1">0.0625 (5)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H6A</td><td rowspan="1" colspan="1">0.8188</td><td rowspan="1" colspan="1">−0.0769</td><td rowspan="1" colspan="1">−0.0239</td><td rowspan="1" colspan="1">0.094*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H6B</td><td rowspan="1" colspan="1">0.9892</td><td rowspan="1" colspan="1">−0.0555</td><td rowspan="1" colspan="1">0.0757</td><td rowspan="1" colspan="1">0.094*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H6C</td><td rowspan="1" colspan="1">0.8677</td><td rowspan="1" colspan="1">0.0119</td><td rowspan="1" colspan="1">0.0091</td><td rowspan="1" colspan="1">0.094*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C7</td><td rowspan="1" colspan="1">0.8837 (2)</td><td rowspan="1" colspan="1">−0.12903 (10)</td><td rowspan="1" colspan="1">0.15236 (17)</td><td rowspan="1" colspan="1">0.0607 (5)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H7A</td><td rowspan="1" colspan="1">0.8622</td><td rowspan="1" colspan="1">−0.1333</td><td rowspan="1" colspan="1">0.1989</td><td rowspan="1" colspan="1">0.091*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H7B</td><td rowspan="1" colspan="1">0.9870</td><td rowspan="1" colspan="1">−0.1440</td><td rowspan="1" colspan="1">0.1933</td><td rowspan="1" colspan="1">0.091*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H7C</td><td rowspan="1" colspan="1">0.8172</td><td rowspan="1" colspan="1">−0.1634</td><td rowspan="1" colspan="1">0.0898</td><td rowspan="1" colspan="1">0.091*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C8</td><td rowspan="1" colspan="1">0.81113 (17)</td><td rowspan="1" colspan="1">0.13174 (10)</td><td rowspan="1" colspan="1">0.07974 (14)</td><td rowspan="1" colspan="1">0.0516 (4)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H8A</td><td rowspan="1" colspan="1">0.7657</td><td rowspan="1" colspan="1">0.0919</td><td rowspan="1" colspan="1">0.0226</td><td rowspan="1" colspan="1">0.062*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H8B</td><td rowspan="1" colspan="1">0.7324</td><td rowspan="1" colspan="1">0.1520</td><td rowspan="1" colspan="1">0.0765</td><td rowspan="1" colspan="1">0.062*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C31</td><td rowspan="1" colspan="1">0.95608 (15)</td><td rowspan="1" colspan="1">0.01350 (9)</td><td rowspan="1" colspan="1">0.20631 (11)</td><td rowspan="1" colspan="1">0.0376 (3)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C32</td><td rowspan="1" colspan="1">1.07226 (16)</td><td rowspan="1" colspan="1">−0.01306 (10)</td><td rowspan="1" colspan="1">0.31153 (12)</td><td rowspan="1" colspan="1">0.0449 (3)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H32</td><td rowspan="1" colspan="1">1.0915</td><td rowspan="1" colspan="1">−0.0671</td><td rowspan="1" colspan="1">0.3237</td><td rowspan="1" colspan="1">0.054*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C33</td><td rowspan="1" colspan="1">1.16028 (18)</td><td rowspan="1" colspan="1">0.03729 (11)</td><td rowspan="1" colspan="1">0.39872 (13)</td><td rowspan="1" colspan="1">0.0538 (4)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H33</td><td rowspan="1" colspan="1">1.2398</td><td rowspan="1" colspan="1">0.0179</td><td rowspan="1" colspan="1">0.4693</td><td rowspan="1" colspan="1">0.065*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C34</td><td rowspan="1" colspan="1">1.1315 (2)</td><td rowspan="1" colspan="1">0.11554 (12)</td><td rowspan="1" colspan="1">0.38212 (14)</td><td rowspan="1" colspan="1">0.0579 (4)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H34</td><td rowspan="1" colspan="1">1.1888</td><td rowspan="1" colspan="1">0.1504</td><td rowspan="1" colspan="1">0.4415</td><td rowspan="1" colspan="1">0.069*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C35</td><td rowspan="1" colspan="1">1.01901 (19)</td><td rowspan="1" colspan="1">0.14296 (10)</td><td rowspan="1" colspan="1">0.27878 (14)</td><td rowspan="1" colspan="1">0.0530 (4)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H35</td><td rowspan="1" colspan="1">1.0008</td><td rowspan="1" colspan="1">0.1972</td><td rowspan="1" colspan="1">0.2679</td><td rowspan="1" colspan="1">0.064*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C36</td><td rowspan="1" colspan="1">0.93098 (16)</td><td rowspan="1" colspan="1">0.09365 (9)</td><td rowspan="1" colspan="1">0.18956 (12)</td><td rowspan="1" colspan="1">0.0416 (3)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C41</td><td rowspan="1" colspan="1">0.86805 (17)</td><td rowspan="1" colspan="1">0.19740 (9)</td><td rowspan="1" colspan="1">0.05614 (12)</td><td rowspan="1" colspan="1">0.0436 (3)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C42</td><td rowspan="1" colspan="1">0.7984 (2)</td><td rowspan="1" colspan="1">0.26888 (10)</td><td rowspan="1" colspan="1">0.02209 (14)</td><td rowspan="1" colspan="1">0.0553 (4)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H42</td><td rowspan="1" colspan="1">0.7161</td><td rowspan="1" colspan="1">0.2775</td><td rowspan="1" colspan="1">0.0159</td><td rowspan="1" colspan="1">0.066*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C43</td><td rowspan="1" colspan="1">0.8475 (3)</td><td rowspan="1" colspan="1">0.32829 (10)</td><td rowspan="1" colspan="1">−0.00309 (15)</td><td rowspan="1" colspan="1">0.0645 (5)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H43</td><td rowspan="1" colspan="1">0.7988</td><td rowspan="1" colspan="1">0.3771</td><td rowspan="1" colspan="1">−0.0261</td><td rowspan="1" colspan="1">0.077*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C44</td><td rowspan="1" colspan="1">0.9662 (2)</td><td rowspan="1" colspan="1">0.31676 (11)</td><td rowspan="1" colspan="1">0.00512 (14)</td><td rowspan="1" colspan="1">0.0609 (5)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H44</td><td rowspan="1" colspan="1">0.9992</td><td rowspan="1" colspan="1">0.3573</td><td rowspan="1" colspan="1">−0.0127</td><td rowspan="1" colspan="1">0.073*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C45</td><td rowspan="1" colspan="1">1.0364 (2)</td><td rowspan="1" colspan="1">0.24642 (12)</td><td rowspan="1" colspan="1">0.03907 (15)</td><td rowspan="1" colspan="1">0.0602 (5)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H45</td><td rowspan="1" colspan="1">1.1188</td><td rowspan="1" colspan="1">0.2382</td><td rowspan="1" colspan="1">0.0452</td><td rowspan="1" colspan="1">0.072*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C46</td><td rowspan="1" colspan="1">0.98818 (18)</td><td rowspan="1" colspan="1">0.18725 (10)</td><td rowspan="1" colspan="1">0.06445 (14)</td><td rowspan="1" colspan="1">0.0523 (4)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H46</td><td rowspan="1" colspan="1">1.0381</td><td rowspan="1" colspan="1">0.1387</td><td rowspan="1" colspan="1">0.0880</td><td rowspan="1" colspan="1">0.063*</td><td rowspan="1" colspan="1"></td></tr></table></table-wrap></sec><sec id="tablewrapadps"><title>Atomic displacement parameters (Å<sup>2</sup>)</title><table-wrap position="anchor" id="d1e1530"><table rules="all" frame="box" style="table-layout:fixed" summary=""><tr><td rowspan="1" colspan="1"></td><td rowspan="1" colspan="1"><italic>U</italic><sup>11</sup></td><td rowspan="1" colspan="1"><italic>U</italic><sup>22</sup></td><td rowspan="1" colspan="1"><italic>U</italic><sup>33</sup></td><td rowspan="1" colspan="1"><italic>U</italic><sup>12</sup></td><td rowspan="1" colspan="1"><italic>U</italic><sup>13</sup></td><td rowspan="1" colspan="1"><italic>U</italic><sup>23</sup></td></tr><tr><td rowspan="1" colspan="1">O1</td><td rowspan="1" colspan="1">0.0422 (5)</td><td rowspan="1" colspan="1">0.0485 (6)</td><td rowspan="1" colspan="1">0.0408 (5)</td><td rowspan="1" colspan="1">0.0068 (4)</td><td rowspan="1" colspan="1">0.0309 (5)</td><td rowspan="1" colspan="1">0.0031 (4)</td></tr><tr><td rowspan="1" colspan="1">C1</td><td rowspan="1" colspan="1">0.0500 (8)</td><td rowspan="1" colspan="1">0.0371 (7)</td><td rowspan="1" colspan="1">0.0435 (7)</td><td rowspan="1" colspan="1">0.0075 (6)</td><td rowspan="1" colspan="1">0.0357 (7)</td><td rowspan="1" colspan="1">0.0070 (6)</td></tr><tr><td rowspan="1" colspan="1">C2</td><td rowspan="1" colspan="1">0.0503 (9)</td><td rowspan="1" colspan="1">0.0608 (10)</td><td rowspan="1" colspan="1">0.0449 (8)</td><td rowspan="1" colspan="1">0.0198 (8)</td><td rowspan="1" colspan="1">0.0312 (8)</td><td rowspan="1" colspan="1">0.0135 (7)</td></tr><tr><td rowspan="1" colspan="1">C3</td><td rowspan="1" colspan="1">0.0907 (14)</td><td rowspan="1" colspan="1">0.0371 (8)</td><td rowspan="1" colspan="1">0.0856 (13)</td><td rowspan="1" colspan="1">0.0084 (8)</td><td rowspan="1" colspan="1">0.0718 (12)</td><td rowspan="1" colspan="1">0.0095 (8)</td></tr><tr><td rowspan="1" colspan="1">C4</td><td rowspan="1" colspan="1">0.1053 (16)</td><td rowspan="1" colspan="1">0.0417 (9)</td><td rowspan="1" colspan="1">0.155 (2)</td><td rowspan="1" colspan="1">0.0107 (10)</td><td rowspan="1" colspan="1">0.1157 (18)</td><td rowspan="1" colspan="1">0.0167 (11)</td></tr><tr><td rowspan="1" colspan="1">C11</td><td rowspan="1" colspan="1">0.0390 (7)</td><td rowspan="1" colspan="1">0.0374 (7)</td><td rowspan="1" colspan="1">0.0348 (6)</td><td rowspan="1" colspan="1">0.0026 (5)</td><td rowspan="1" colspan="1">0.0266 (6)</td><td rowspan="1" colspan="1">0.0025 (5)</td></tr><tr><td rowspan="1" colspan="1">C12</td><td rowspan="1" colspan="1">0.0650 (10)</td><td rowspan="1" colspan="1">0.0435 (8)</td><td rowspan="1" colspan="1">0.0574 (9)</td><td rowspan="1" colspan="1">0.0039 (7)</td><td rowspan="1" colspan="1">0.0505 (9)</td><td rowspan="1" colspan="1">0.0076 (7)</td></tr><tr><td rowspan="1" colspan="1">C13</td><td rowspan="1" colspan="1">0.0627 (10)</td><td rowspan="1" colspan="1">0.0563 (9)</td><td rowspan="1" colspan="1">0.0594 (9)</td><td rowspan="1" colspan="1">0.0027 (8)</td><td rowspan="1" colspan="1">0.0521 (9)</td><td rowspan="1" colspan="1">0.0028 (7)</td></tr><tr><td rowspan="1" colspan="1">C14</td><td rowspan="1" colspan="1">0.0511 (8)</td><td rowspan="1" colspan="1">0.0482 (8)</td><td rowspan="1" colspan="1">0.0511 (8)</td><td rowspan="1" colspan="1">0.0061 (7)</td><td rowspan="1" colspan="1">0.0397 (8)</td><td rowspan="1" colspan="1">−0.0009 (7)</td></tr><tr><td rowspan="1" colspan="1">C15</td><td rowspan="1" colspan="1">0.0612 (10)</td><td rowspan="1" colspan="1">0.0369 (7)</td><td rowspan="1" colspan="1">0.0721 (11)</td><td rowspan="1" colspan="1">0.0035 (7)</td><td rowspan="1" colspan="1">0.0534 (9)</td><td rowspan="1" colspan="1">0.0023 (7)</td></tr><tr><td rowspan="1" colspan="1">C16</td><td rowspan="1" colspan="1">0.0488 (8)</td><td rowspan="1" colspan="1">0.0370 (7)</td><td rowspan="1" colspan="1">0.0592 (9)</td><td rowspan="1" colspan="1">0.0019 (6)</td><td rowspan="1" colspan="1">0.0431 (8)</td><td rowspan="1" colspan="1">0.0027 (6)</td></tr><tr><td rowspan="1" colspan="1">C21</td><td rowspan="1" colspan="1">0.0469 (8)</td><td rowspan="1" colspan="1">0.0382 (7)</td><td rowspan="1" colspan="1">0.0617 (9)</td><td rowspan="1" colspan="1">0.0000 (6)</td><td rowspan="1" colspan="1">0.0441 (8)</td><td rowspan="1" colspan="1">0.0013 (6)</td></tr><tr><td rowspan="1" colspan="1">C22</td><td rowspan="1" colspan="1">0.0394 (8)</td><td rowspan="1" colspan="1">0.0564 (9)</td><td rowspan="1" colspan="1">0.0490 (8)</td><td rowspan="1" colspan="1">0.0028 (7)</td><td rowspan="1" colspan="1">0.0284 (7)</td><td rowspan="1" colspan="1">−0.0002 (7)</td></tr><tr><td rowspan="1" colspan="1">C23</td><td rowspan="1" colspan="1">0.0699 (12)</td><td rowspan="1" colspan="1">0.0452 (9)</td><td rowspan="1" colspan="1">0.1210 (18)</td><td rowspan="1" colspan="1">−0.0125 (9)</td><td rowspan="1" colspan="1">0.0779 (14)</td><td rowspan="1" colspan="1">−0.0186 (10)</td></tr><tr><td rowspan="1" colspan="1">C24</td><td rowspan="1" colspan="1">0.1033 (17)</td><td rowspan="1" colspan="1">0.0689 (13)</td><td rowspan="1" colspan="1">0.131 (2)</td><td rowspan="1" colspan="1">0.0483 (13)</td><td rowspan="1" colspan="1">0.1041 (18)</td><td rowspan="1" colspan="1">0.0576 (14)</td></tr><tr><td rowspan="1" colspan="1">C25</td><td rowspan="1" colspan="1">0.0711 (13)</td><td rowspan="1" colspan="1">0.130 (2)</td><td rowspan="1" colspan="1">0.0627 (12)</td><td rowspan="1" colspan="1">0.0475 (15)</td><td rowspan="1" colspan="1">0.0519 (12)</td><td rowspan="1" colspan="1">0.0401 (14)</td></tr><tr><td rowspan="1" colspan="1">C26</td><td rowspan="1" colspan="1">0.0414 (8)</td><td rowspan="1" colspan="1">0.0981 (15)</td><td rowspan="1" colspan="1">0.0513 (9)</td><td rowspan="1" colspan="1">−0.0025 (9)</td><td rowspan="1" colspan="1">0.0312 (8)</td><td rowspan="1" colspan="1">−0.0142 (10)</td></tr><tr><td rowspan="1" colspan="1">O2</td><td rowspan="1" colspan="1">0.0325 (5)</td><td rowspan="1" colspan="1">0.0694 (7)</td><td rowspan="1" colspan="1">0.0390 (5)</td><td rowspan="1" colspan="1">−0.0031 (5)</td><td rowspan="1" colspan="1">0.0250 (4)</td><td rowspan="1" colspan="1">−0.0037 (5)</td></tr><tr><td rowspan="1" colspan="1">C5</td><td rowspan="1" colspan="1">0.0329 (7)</td><td rowspan="1" colspan="1">0.0575 (9)</td><td rowspan="1" colspan="1">0.0430 (7)</td><td rowspan="1" colspan="1">−0.0033 (6)</td><td rowspan="1" colspan="1">0.0264 (6)</td><td rowspan="1" colspan="1">−0.0094 (6)</td></tr><tr><td rowspan="1" colspan="1">C6</td><td rowspan="1" colspan="1">0.0501 (9)</td><td rowspan="1" colspan="1">0.0949 (14)</td><td rowspan="1" colspan="1">0.0561 (10)</td><td rowspan="1" colspan="1">−0.0121 (9)</td><td rowspan="1" colspan="1">0.0413 (9)</td><td rowspan="1" colspan="1">−0.0238 (9)</td></tr><tr><td rowspan="1" colspan="1">C7</td><td rowspan="1" colspan="1">0.0496 (9)</td><td rowspan="1" colspan="1">0.0517 (10)</td><td rowspan="1" colspan="1">0.0764 (12)</td><td rowspan="1" colspan="1">−0.0062 (8)</td><td rowspan="1" colspan="1">0.0407 (9)</td><td rowspan="1" colspan="1">−0.0144 (9)</td></tr><tr><td rowspan="1" colspan="1">C8</td><td rowspan="1" colspan="1">0.0389 (8)</td><td rowspan="1" colspan="1">0.0609 (10)</td><td rowspan="1" colspan="1">0.0589 (9)</td><td rowspan="1" colspan="1">0.0083 (7)</td><td rowspan="1" colspan="1">0.0346 (8)</td><td rowspan="1" colspan="1">0.0143 (8)</td></tr><tr><td rowspan="1" colspan="1">C31</td><td rowspan="1" colspan="1">0.0324 (6)</td><td rowspan="1" colspan="1">0.0485 (8)</td><td rowspan="1" colspan="1">0.0387 (7)</td><td rowspan="1" colspan="1">−0.0004 (6)</td><td rowspan="1" colspan="1">0.0267 (6)</td><td rowspan="1" colspan="1">−0.0020 (6)</td></tr><tr><td rowspan="1" colspan="1">C32</td><td rowspan="1" colspan="1">0.0381 (7)</td><td rowspan="1" colspan="1">0.0542 (9)</td><td rowspan="1" colspan="1">0.0436 (8)</td><td rowspan="1" colspan="1">0.0022 (6)</td><td rowspan="1" colspan="1">0.0281 (7)</td><td rowspan="1" colspan="1">0.0033 (6)</td></tr><tr><td rowspan="1" colspan="1">C33</td><td rowspan="1" colspan="1">0.0401 (8)</td><td rowspan="1" colspan="1">0.0783 (12)</td><td rowspan="1" colspan="1">0.0377 (8)</td><td rowspan="1" colspan="1">−0.0057 (8)</td><td rowspan="1" colspan="1">0.0242 (7)</td><td rowspan="1" colspan="1">−0.0019 (7)</td></tr><tr><td rowspan="1" colspan="1">C34</td><td rowspan="1" colspan="1">0.0540 (9)</td><td rowspan="1" colspan="1">0.0730 (12)</td><td rowspan="1" colspan="1">0.0513 (9)</td><td rowspan="1" colspan="1">−0.0205 (9)</td><td rowspan="1" colspan="1">0.0375 (8)</td><td rowspan="1" colspan="1">−0.0225 (8)</td></tr><tr><td rowspan="1" colspan="1">C35</td><td rowspan="1" colspan="1">0.0561 (9)</td><td rowspan="1" colspan="1">0.0486 (9)</td><td rowspan="1" colspan="1">0.0644 (10)</td><td rowspan="1" colspan="1">−0.0069 (7)</td><td rowspan="1" colspan="1">0.0448 (9)</td><td rowspan="1" colspan="1">−0.0094 (7)</td></tr><tr><td rowspan="1" colspan="1">C36</td><td rowspan="1" colspan="1">0.0372 (7)</td><td rowspan="1" colspan="1">0.0492 (8)</td><td rowspan="1" colspan="1">0.0463 (8)</td><td rowspan="1" colspan="1">0.0002 (6)</td><td rowspan="1" colspan="1">0.0314 (7)</td><td rowspan="1" colspan="1">0.0001 (6)</td></tr><tr><td rowspan="1" colspan="1">C41</td><td rowspan="1" colspan="1">0.0424 (7)</td><td rowspan="1" colspan="1">0.0478 (8)</td><td rowspan="1" colspan="1">0.0458 (8)</td><td rowspan="1" colspan="1">0.0049 (6)</td><td rowspan="1" colspan="1">0.0319 (7)</td><td rowspan="1" colspan="1">0.0033 (6)</td></tr><tr><td rowspan="1" colspan="1">C42</td><td rowspan="1" colspan="1">0.0642 (10)</td><td rowspan="1" colspan="1">0.0543 (10)</td><td rowspan="1" colspan="1">0.0572 (10)</td><td rowspan="1" colspan="1">0.0153 (8)</td><td rowspan="1" colspan="1">0.0450 (9)</td><td rowspan="1" colspan="1">0.0058 (8)</td></tr><tr><td rowspan="1" colspan="1">C43</td><td rowspan="1" colspan="1">0.0912 (14)</td><td rowspan="1" colspan="1">0.0414 (9)</td><td rowspan="1" colspan="1">0.0548 (10)</td><td rowspan="1" colspan="1">0.0062 (9)</td><td rowspan="1" colspan="1">0.0469 (11)</td><td rowspan="1" colspan="1">0.0019 (7)</td></tr><tr><td rowspan="1" colspan="1">C44</td><td rowspan="1" colspan="1">0.0717 (12)</td><td rowspan="1" colspan="1">0.0561 (10)</td><td rowspan="1" colspan="1">0.0462 (9)</td><td rowspan="1" colspan="1">−0.0214 (9)</td><td rowspan="1" colspan="1">0.0364 (9)</td><td rowspan="1" colspan="1">−0.0070 (8)</td></tr><tr><td rowspan="1" colspan="1">C45</td><td rowspan="1" colspan="1">0.0528 (10)</td><td rowspan="1" colspan="1">0.0733 (12)</td><td rowspan="1" colspan="1">0.0604 (10)</td><td rowspan="1" colspan="1">−0.0111 (9)</td><td rowspan="1" colspan="1">0.0406 (9)</td><td rowspan="1" colspan="1">−0.0002 (9)</td></tr><tr><td rowspan="1" colspan="1">C46</td><td rowspan="1" colspan="1">0.0474 (9)</td><td rowspan="1" colspan="1">0.0530 (9)</td><td rowspan="1" colspan="1">0.0646 (10)</td><td rowspan="1" colspan="1">0.0060 (7)</td><td rowspan="1" colspan="1">0.0412 (8)</td><td rowspan="1" colspan="1">0.0072 (8)</td></tr></table></table-wrap></sec><sec id="tablewrapgeomlong"><title>Geometric parameters (Å, °)</title><table-wrap position="anchor" id="d1e2139"><table rules="all" frame="box" style="table-layout:fixed" summary=""><colgroup span="4"><col span="1"></col><col span="1"></col><col span="1"></col><col span="1"></col></colgroup><tr><td rowspan="1" colspan="1">O1—C1</td><td rowspan="1" colspan="1">1.4437 (16)</td><td rowspan="1" colspan="1">O2—C5</td><td rowspan="1" colspan="1">1.4464 (17)</td></tr><tr><td rowspan="1" colspan="1">O1—H1</td><td rowspan="1" colspan="1">0.8400</td><td rowspan="1" colspan="1">O2—H2</td><td rowspan="1" colspan="1">0.8399</td></tr><tr><td rowspan="1" colspan="1">C1—C2</td><td rowspan="1" colspan="1">1.527 (2)</td><td rowspan="1" colspan="1">C5—C7</td><td rowspan="1" colspan="1">1.523 (2)</td></tr><tr><td rowspan="1" colspan="1">C1—C3</td><td rowspan="1" colspan="1">1.531 (2)</td><td rowspan="1" colspan="1">C5—C6</td><td rowspan="1" colspan="1">1.529 (2)</td></tr><tr><td rowspan="1" colspan="1">C1—C11</td><td rowspan="1" colspan="1">1.5364 (19)</td><td rowspan="1" colspan="1">C5—C31</td><td rowspan="1" colspan="1">1.540 (2)</td></tr><tr><td rowspan="1" colspan="1">C2—H2A</td><td rowspan="1" colspan="1">0.9800</td><td rowspan="1" colspan="1">C6—H6A</td><td rowspan="1" colspan="1">0.9800</td></tr><tr><td rowspan="1" colspan="1">C2—H2B</td><td rowspan="1" colspan="1">0.9800</td><td rowspan="1" colspan="1">C6—H6B</td><td rowspan="1" colspan="1">0.9800</td></tr><tr><td rowspan="1" colspan="1">C2—H2C</td><td rowspan="1" colspan="1">0.9800</td><td rowspan="1" colspan="1">C6—H6C</td><td rowspan="1" colspan="1">0.9800</td></tr><tr><td rowspan="1" colspan="1">C3—H3A</td><td rowspan="1" colspan="1">0.9800</td><td rowspan="1" colspan="1">C7—H7A</td><td rowspan="1" colspan="1">0.9800</td></tr><tr><td rowspan="1" colspan="1">C3—H3B</td><td rowspan="1" colspan="1">0.9800</td><td rowspan="1" colspan="1">C7—H7B</td><td rowspan="1" colspan="1">0.9800</td></tr><tr><td rowspan="1" colspan="1">C3—H3C</td><td rowspan="1" colspan="1">0.9800</td><td rowspan="1" colspan="1">C7—H7C</td><td rowspan="1" colspan="1">0.9800</td></tr><tr><td rowspan="1" colspan="1">C4—C21</td><td rowspan="1" colspan="1">1.512 (2)</td><td rowspan="1" colspan="1">C8—C41</td><td rowspan="1" colspan="1">1.515 (2)</td></tr><tr><td rowspan="1" colspan="1">C4—C16</td><td rowspan="1" colspan="1">1.522 (2)</td><td rowspan="1" colspan="1">C8—C36</td><td rowspan="1" colspan="1">1.524 (2)</td></tr><tr><td rowspan="1" colspan="1">C4—H4A</td><td rowspan="1" colspan="1">0.9900</td><td rowspan="1" colspan="1">C8—H8A</td><td rowspan="1" colspan="1">0.9900</td></tr><tr><td rowspan="1" colspan="1">C4—H4B</td><td rowspan="1" colspan="1">0.9900</td><td rowspan="1" colspan="1">C8—H8B</td><td rowspan="1" colspan="1">0.9900</td></tr><tr><td rowspan="1" colspan="1">C11—C12</td><td rowspan="1" colspan="1">1.3881 (19)</td><td rowspan="1" colspan="1">C31—C32</td><td rowspan="1" colspan="1">1.397 (2)</td></tr><tr><td rowspan="1" colspan="1">C11—C16</td><td rowspan="1" colspan="1">1.4018 (19)</td><td rowspan="1" colspan="1">C31—C36</td><td rowspan="1" colspan="1">1.403 (2)</td></tr><tr><td rowspan="1" colspan="1">C12—C13</td><td rowspan="1" colspan="1">1.386 (2)</td><td rowspan="1" colspan="1">C32—C33</td><td rowspan="1" colspan="1">1.387 (2)</td></tr><tr><td rowspan="1" colspan="1">C12—H12</td><td rowspan="1" colspan="1">0.9500</td><td rowspan="1" colspan="1">C32—H32</td><td rowspan="1" colspan="1">0.9500</td></tr><tr><td rowspan="1" colspan="1">C13—C14</td><td rowspan="1" colspan="1">1.364 (2)</td><td rowspan="1" colspan="1">C33—C34</td><td rowspan="1" colspan="1">1.375 (3)</td></tr><tr><td rowspan="1" colspan="1">C13—H13</td><td rowspan="1" colspan="1">0.9500</td><td rowspan="1" colspan="1">C33—H33</td><td rowspan="1" colspan="1">0.9500</td></tr><tr><td rowspan="1" colspan="1">C14—C15</td><td rowspan="1" colspan="1">1.378 (2)</td><td rowspan="1" colspan="1">C34—C35</td><td rowspan="1" colspan="1">1.377 (3)</td></tr><tr><td rowspan="1" colspan="1">C14—H14</td><td rowspan="1" colspan="1">0.9500</td><td rowspan="1" colspan="1">C34—H34</td><td rowspan="1" colspan="1">0.9500</td></tr><tr><td rowspan="1" colspan="1">C15—C16</td><td rowspan="1" colspan="1">1.396 (2)</td><td rowspan="1" colspan="1">C35—C36</td><td rowspan="1" colspan="1">1.394 (2)</td></tr><tr><td rowspan="1" colspan="1">C15—H15</td><td rowspan="1" colspan="1">0.9500</td><td rowspan="1" colspan="1">C35—H35</td><td rowspan="1" colspan="1">0.9500</td></tr><tr><td rowspan="1" colspan="1">C21—C26</td><td rowspan="1" colspan="1">1.363 (2)</td><td rowspan="1" colspan="1">C41—C42</td><td rowspan="1" colspan="1">1.384 (2)</td></tr><tr><td rowspan="1" colspan="1">C21—C22</td><td rowspan="1" colspan="1">1.374 (2)</td><td rowspan="1" colspan="1">C41—C46</td><td rowspan="1" colspan="1">1.389 (2)</td></tr><tr><td rowspan="1" colspan="1">C22—C23</td><td rowspan="1" colspan="1">1.397 (3)</td><td rowspan="1" colspan="1">C42—C43</td><td rowspan="1" colspan="1">1.390 (3)</td></tr><tr><td rowspan="1" colspan="1">C22—H22</td><td rowspan="1" colspan="1">0.9500</td><td rowspan="1" colspan="1">C42—H42</td><td rowspan="1" colspan="1">0.9500</td></tr><tr><td rowspan="1" colspan="1">C23—C24</td><td rowspan="1" colspan="1">1.372 (3)</td><td rowspan="1" colspan="1">C43—C44</td><td rowspan="1" colspan="1">1.377 (3)</td></tr><tr><td rowspan="1" colspan="1">C23—H23</td><td rowspan="1" colspan="1">0.9500</td><td rowspan="1" colspan="1">C43—H43</td><td rowspan="1" colspan="1">0.9500</td></tr><tr><td rowspan="1" colspan="1">C24—C25</td><td rowspan="1" colspan="1">1.357 (4)</td><td rowspan="1" colspan="1">C44—C45</td><td rowspan="1" colspan="1">1.368 (3)</td></tr><tr><td rowspan="1" colspan="1">C24—H24</td><td rowspan="1" colspan="1">0.9500</td><td rowspan="1" colspan="1">C44—H44</td><td rowspan="1" colspan="1">0.9500</td></tr><tr><td rowspan="1" colspan="1">C25—C26</td><td rowspan="1" colspan="1">1.350 (3)</td><td rowspan="1" colspan="1">C45—C46</td><td rowspan="1" colspan="1">1.382 (2)</td></tr><tr><td rowspan="1" colspan="1">C25—H25</td><td rowspan="1" colspan="1">0.9500</td><td rowspan="1" colspan="1">C45—H45</td><td rowspan="1" colspan="1">0.9500</td></tr><tr><td rowspan="1" colspan="1">C26—H26</td><td rowspan="1" colspan="1">0.9500</td><td rowspan="1" colspan="1">C46—H46</td><td rowspan="1" colspan="1">0.9500</td></tr><tr><td rowspan="1" colspan="1"></td><td rowspan="1" colspan="1"></td><td rowspan="1" colspan="1"></td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C1—O1—H1</td><td rowspan="1" colspan="1">109.4</td><td rowspan="1" colspan="1">C5—O2—H2</td><td rowspan="1" colspan="1">109.3</td></tr><tr><td rowspan="1" colspan="1">O1—C1—C2</td><td rowspan="1" colspan="1">106.57 (12)</td><td rowspan="1" colspan="1">O2—C5—C7</td><td rowspan="1" colspan="1">107.22 (12)</td></tr><tr><td rowspan="1" colspan="1">O1—C1—C3</td><td rowspan="1" colspan="1">106.50 (13)</td><td rowspan="1" colspan="1">O2—C5—C6</td><td rowspan="1" colspan="1">106.36 (13)</td></tr><tr><td rowspan="1" colspan="1">C2—C1—C3</td><td rowspan="1" colspan="1">108.58 (14)</td><td rowspan="1" colspan="1">C7—C5—C6</td><td rowspan="1" colspan="1">108.63 (14)</td></tr><tr><td rowspan="1" colspan="1">O1—C1—C11</td><td rowspan="1" colspan="1">110.01 (11)</td><td rowspan="1" colspan="1">O2—C5—C31</td><td rowspan="1" colspan="1">109.39 (11)</td></tr><tr><td rowspan="1" colspan="1">C2—C1—C11</td><td rowspan="1" colspan="1">111.55 (12)</td><td rowspan="1" colspan="1">C7—C5—C31</td><td rowspan="1" colspan="1">113.51 (13)</td></tr><tr><td rowspan="1" colspan="1">C3—C1—C11</td><td rowspan="1" colspan="1">113.30 (12)</td><td rowspan="1" colspan="1">C6—C5—C31</td><td rowspan="1" colspan="1">111.40 (12)</td></tr><tr><td rowspan="1" colspan="1">C1—C2—H2A</td><td rowspan="1" colspan="1">109.5</td><td rowspan="1" colspan="1">C5—C6—H6A</td><td rowspan="1" colspan="1">109.5</td></tr><tr><td rowspan="1" colspan="1">C1—C2—H2B</td><td rowspan="1" colspan="1">109.5</td><td rowspan="1" colspan="1">C5—C6—H6B</td><td rowspan="1" colspan="1">109.5</td></tr><tr><td rowspan="1" colspan="1">H2A—C2—H2B</td><td rowspan="1" colspan="1">109.5</td><td rowspan="1" colspan="1">H6A—C6—H6B</td><td rowspan="1" colspan="1">109.5</td></tr><tr><td rowspan="1" colspan="1">C1—C2—H2C</td><td rowspan="1" colspan="1">109.5</td><td rowspan="1" colspan="1">C5—C6—H6C</td><td rowspan="1" colspan="1">109.5</td></tr><tr><td rowspan="1" colspan="1">H2A—C2—H2C</td><td rowspan="1" colspan="1">109.5</td><td rowspan="1" colspan="1">H6A—C6—H6C</td><td rowspan="1" colspan="1">109.5</td></tr><tr><td rowspan="1" colspan="1">H2B—C2—H2C</td><td rowspan="1" colspan="1">109.5</td><td rowspan="1" colspan="1">H6B—C6—H6C</td><td rowspan="1" colspan="1">109.5</td></tr><tr><td rowspan="1" colspan="1">C1—C3—H3A</td><td rowspan="1" colspan="1">109.5</td><td rowspan="1" colspan="1">C5—C7—H7A</td><td rowspan="1" colspan="1">109.5</td></tr><tr><td rowspan="1" colspan="1">C1—C3—H3B</td><td rowspan="1" colspan="1">109.5</td><td rowspan="1" colspan="1">C5—C7—H7B</td><td rowspan="1" colspan="1">109.5</td></tr><tr><td rowspan="1" colspan="1">H3A—C3—H3B</td><td rowspan="1" colspan="1">109.5</td><td rowspan="1" colspan="1">H7A—C7—H7B</td><td rowspan="1" colspan="1">109.5</td></tr><tr><td rowspan="1" colspan="1">C1—C3—H3C</td><td rowspan="1" colspan="1">109.5</td><td rowspan="1" colspan="1">C5—C7—H7C</td><td rowspan="1" colspan="1">109.5</td></tr><tr><td rowspan="1" colspan="1">H3A—C3—H3C</td><td rowspan="1" colspan="1">109.5</td><td rowspan="1" colspan="1">H7A—C7—H7C</td><td rowspan="1" colspan="1">109.5</td></tr><tr><td rowspan="1" colspan="1">H3B—C3—H3C</td><td rowspan="1" colspan="1">109.5</td><td rowspan="1" colspan="1">H7B—C7—H7C</td><td rowspan="1" colspan="1">109.5</td></tr><tr><td rowspan="1" colspan="1">C21—C4—C16</td><td rowspan="1" colspan="1">115.49 (14)</td><td rowspan="1" colspan="1">C41—C8—C36</td><td rowspan="1" colspan="1">113.72 (13)</td></tr><tr><td rowspan="1" colspan="1">C21—C4—H4A</td><td rowspan="1" colspan="1">108.4</td><td rowspan="1" colspan="1">C41—C8—H8A</td><td rowspan="1" colspan="1">108.8</td></tr><tr><td rowspan="1" colspan="1">C16—C4—H4A</td><td rowspan="1" colspan="1">108.4</td><td rowspan="1" colspan="1">C36—C8—H8A</td><td rowspan="1" colspan="1">108.8</td></tr><tr><td rowspan="1" colspan="1">C21—C4—H4B</td><td rowspan="1" colspan="1">108.4</td><td rowspan="1" colspan="1">C41—C8—H8B</td><td rowspan="1" colspan="1">108.8</td></tr><tr><td rowspan="1" colspan="1">C16—C4—H4B</td><td rowspan="1" colspan="1">108.4</td><td rowspan="1" colspan="1">C36—C8—H8B</td><td rowspan="1" colspan="1">108.8</td></tr><tr><td rowspan="1" colspan="1">H4A—C4—H4B</td><td rowspan="1" colspan="1">107.5</td><td rowspan="1" colspan="1">H8A—C8—H8B</td><td rowspan="1" colspan="1">107.7</td></tr><tr><td rowspan="1" colspan="1">C12—C11—C16</td><td rowspan="1" colspan="1">117.75 (13)</td><td rowspan="1" colspan="1">C32—C31—C36</td><td rowspan="1" colspan="1">118.29 (13)</td></tr><tr><td rowspan="1" colspan="1">C12—C11—C1</td><td rowspan="1" colspan="1">119.36 (12)</td><td rowspan="1" colspan="1">C32—C31—C5</td><td rowspan="1" colspan="1">119.27 (14)</td></tr><tr><td rowspan="1" colspan="1">C16—C11—C1</td><td rowspan="1" colspan="1">122.89 (12)</td><td rowspan="1" colspan="1">C36—C31—C5</td><td rowspan="1" colspan="1">122.44 (13)</td></tr><tr><td rowspan="1" colspan="1">C13—C12—C11</td><td rowspan="1" colspan="1">122.68 (14)</td><td rowspan="1" colspan="1">C33—C32—C31</td><td rowspan="1" colspan="1">121.87 (16)</td></tr><tr><td rowspan="1" colspan="1">C13—C12—H12</td><td rowspan="1" colspan="1">118.7</td><td rowspan="1" colspan="1">C33—C32—H32</td><td rowspan="1" colspan="1">119.1</td></tr><tr><td rowspan="1" colspan="1">C11—C12—H12</td><td rowspan="1" colspan="1">118.7</td><td rowspan="1" colspan="1">C31—C32—H32</td><td rowspan="1" colspan="1">119.1</td></tr><tr><td rowspan="1" colspan="1">C14—C13—C12</td><td rowspan="1" colspan="1">119.51 (14)</td><td rowspan="1" colspan="1">C34—C33—C32</td><td rowspan="1" colspan="1">119.43 (16)</td></tr><tr><td rowspan="1" colspan="1">C14—C13—H13</td><td rowspan="1" colspan="1">120.2</td><td rowspan="1" colspan="1">C34—C33—H33</td><td rowspan="1" colspan="1">120.3</td></tr><tr><td rowspan="1" colspan="1">C12—C13—H13</td><td rowspan="1" colspan="1">120.2</td><td rowspan="1" colspan="1">C32—C33—H33</td><td rowspan="1" colspan="1">120.3</td></tr><tr><td rowspan="1" colspan="1">C13—C14—C15</td><td rowspan="1" colspan="1">118.97 (14)</td><td rowspan="1" colspan="1">C33—C34—C35</td><td rowspan="1" colspan="1">119.54 (16)</td></tr><tr><td rowspan="1" colspan="1">C13—C14—H14</td><td rowspan="1" colspan="1">120.5</td><td rowspan="1" colspan="1">C33—C34—H34</td><td rowspan="1" colspan="1">120.2</td></tr><tr><td rowspan="1" colspan="1">C15—C14—H14</td><td rowspan="1" colspan="1">120.5</td><td rowspan="1" colspan="1">C35—C34—H34</td><td rowspan="1" colspan="1">120.2</td></tr><tr><td rowspan="1" colspan="1">C14—C15—C16</td><td rowspan="1" colspan="1">122.58 (15)</td><td rowspan="1" colspan="1">C34—C35—C36</td><td rowspan="1" colspan="1">122.06 (17)</td></tr><tr><td rowspan="1" colspan="1">C14—C15—H15</td><td rowspan="1" colspan="1">118.7</td><td rowspan="1" colspan="1">C34—C35—H35</td><td rowspan="1" colspan="1">119.0</td></tr><tr><td rowspan="1" colspan="1">C16—C15—H15</td><td rowspan="1" colspan="1">118.7</td><td rowspan="1" colspan="1">C36—C35—H35</td><td rowspan="1" colspan="1">119.0</td></tr><tr><td rowspan="1" colspan="1">C15—C16—C11</td><td rowspan="1" colspan="1">118.50 (13)</td><td rowspan="1" colspan="1">C35—C36—C31</td><td rowspan="1" colspan="1">118.74 (14)</td></tr><tr><td rowspan="1" colspan="1">C15—C16—C4</td><td rowspan="1" colspan="1">118.95 (14)</td><td rowspan="1" colspan="1">C35—C36—C8</td><td rowspan="1" colspan="1">116.63 (15)</td></tr><tr><td rowspan="1" colspan="1">C11—C16—C4</td><td rowspan="1" colspan="1">122.44 (13)</td><td rowspan="1" colspan="1">C31—C36—C8</td><td rowspan="1" colspan="1">124.63 (14)</td></tr><tr><td rowspan="1" colspan="1">C26—C21—C22</td><td rowspan="1" colspan="1">118.66 (16)</td><td rowspan="1" colspan="1">C42—C41—C46</td><td rowspan="1" colspan="1">117.88 (15)</td></tr><tr><td rowspan="1" colspan="1">C26—C21—C4</td><td rowspan="1" colspan="1">121.96 (18)</td><td rowspan="1" colspan="1">C42—C41—C8</td><td rowspan="1" colspan="1">120.72 (14)</td></tr><tr><td rowspan="1" colspan="1">C22—C21—C4</td><td rowspan="1" colspan="1">119.35 (17)</td><td rowspan="1" colspan="1">C46—C41—C8</td><td rowspan="1" colspan="1">121.37 (14)</td></tr><tr><td rowspan="1" colspan="1">C21—C22—C23</td><td rowspan="1" colspan="1">120.08 (17)</td><td rowspan="1" colspan="1">C41—C42—C43</td><td rowspan="1" colspan="1">120.72 (17)</td></tr><tr><td rowspan="1" colspan="1">C21—C22—H22</td><td rowspan="1" colspan="1">120.0</td><td rowspan="1" colspan="1">C41—C42—H42</td><td rowspan="1" colspan="1">119.6</td></tr><tr><td rowspan="1" colspan="1">C23—C22—H22</td><td rowspan="1" colspan="1">120.0</td><td rowspan="1" colspan="1">C43—C42—H42</td><td rowspan="1" colspan="1">119.6</td></tr><tr><td rowspan="1" colspan="1">C24—C23—C22</td><td rowspan="1" colspan="1">119.11 (19)</td><td rowspan="1" colspan="1">C44—C43—C42</td><td rowspan="1" colspan="1">120.39 (17)</td></tr><tr><td rowspan="1" colspan="1">C24—C23—H23</td><td rowspan="1" colspan="1">120.4</td><td rowspan="1" colspan="1">C44—C43—H43</td><td rowspan="1" colspan="1">119.8</td></tr><tr><td rowspan="1" colspan="1">C22—C23—H23</td><td rowspan="1" colspan="1">120.4</td><td rowspan="1" colspan="1">C42—C43—H43</td><td rowspan="1" colspan="1">119.8</td></tr><tr><td rowspan="1" colspan="1">C25—C24—C23</td><td rowspan="1" colspan="1">120.03 (18)</td><td rowspan="1" colspan="1">C45—C44—C43</td><td rowspan="1" colspan="1">119.46 (17)</td></tr><tr><td rowspan="1" colspan="1">C25—C24—H24</td><td rowspan="1" colspan="1">120.0</td><td rowspan="1" colspan="1">C45—C44—H44</td><td rowspan="1" colspan="1">120.3</td></tr><tr><td rowspan="1" colspan="1">C23—C24—H24</td><td rowspan="1" colspan="1">120.0</td><td rowspan="1" colspan="1">C43—C44—H44</td><td rowspan="1" colspan="1">120.3</td></tr><tr><td rowspan="1" colspan="1">C26—C25—C24</td><td rowspan="1" colspan="1">120.5 (2)</td><td rowspan="1" colspan="1">C44—C45—C46</td><td rowspan="1" colspan="1">120.31 (17)</td></tr><tr><td rowspan="1" colspan="1">C26—C25—H25</td><td rowspan="1" colspan="1">119.8</td><td rowspan="1" colspan="1">C44—C45—H45</td><td rowspan="1" colspan="1">119.8</td></tr><tr><td rowspan="1" colspan="1">C24—C25—H25</td><td rowspan="1" colspan="1">119.8</td><td rowspan="1" colspan="1">C46—C45—H45</td><td rowspan="1" colspan="1">119.8</td></tr><tr><td rowspan="1" colspan="1">C25—C26—C21</td><td rowspan="1" colspan="1">121.7 (2)</td><td rowspan="1" colspan="1">C45—C46—C41</td><td rowspan="1" colspan="1">121.23 (16)</td></tr><tr><td rowspan="1" colspan="1">C25—C26—H26</td><td rowspan="1" colspan="1">119.2</td><td rowspan="1" colspan="1">C45—C46—H46</td><td rowspan="1" colspan="1">119.4</td></tr><tr><td rowspan="1" colspan="1">C21—C26—H26</td><td rowspan="1" colspan="1">119.2</td><td rowspan="1" colspan="1">C41—C46—H46</td><td rowspan="1" colspan="1">119.4</td></tr><tr><td rowspan="1" colspan="1"></td><td rowspan="1" colspan="1"></td><td rowspan="1" colspan="1"></td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">O1—C1—C11—C12</td><td rowspan="1" colspan="1">129.43 (14)</td><td rowspan="1" colspan="1">O2—C5—C31—C32</td><td rowspan="1" colspan="1">131.82 (13)</td></tr><tr><td rowspan="1" colspan="1">C2—C1—C11—C12</td><td rowspan="1" colspan="1">−112.53 (16)</td><td rowspan="1" colspan="1">C7—C5—C31—C32</td><td rowspan="1" colspan="1">12.12 (18)</td></tr><tr><td rowspan="1" colspan="1">C3—C1—C11—C12</td><td rowspan="1" colspan="1">10.4 (2)</td><td rowspan="1" colspan="1">C6—C5—C31—C32</td><td rowspan="1" colspan="1">−110.88 (16)</td></tr><tr><td rowspan="1" colspan="1">O1—C1—C11—C16</td><td rowspan="1" colspan="1">−51.21 (18)</td><td rowspan="1" colspan="1">O2—C5—C31—C36</td><td rowspan="1" colspan="1">−47.57 (17)</td></tr><tr><td rowspan="1" colspan="1">C2—C1—C11—C16</td><td rowspan="1" colspan="1">66.83 (18)</td><td rowspan="1" colspan="1">C7—C5—C31—C36</td><td rowspan="1" colspan="1">−167.27 (13)</td></tr><tr><td rowspan="1" colspan="1">C3—C1—C11—C16</td><td rowspan="1" colspan="1">−170.28 (15)</td><td rowspan="1" colspan="1">C6—C5—C31—C36</td><td rowspan="1" colspan="1">69.72 (18)</td></tr><tr><td rowspan="1" colspan="1">C16—C11—C12—C13</td><td rowspan="1" colspan="1">0.9 (2)</td><td rowspan="1" colspan="1">C36—C31—C32—C33</td><td rowspan="1" colspan="1">1.1 (2)</td></tr><tr><td rowspan="1" colspan="1">C1—C11—C12—C13</td><td rowspan="1" colspan="1">−179.75 (15)</td><td rowspan="1" colspan="1">C5—C31—C32—C33</td><td rowspan="1" colspan="1">−178.27 (13)</td></tr><tr><td rowspan="1" colspan="1">C11—C12—C13—C14</td><td rowspan="1" colspan="1">0.3 (3)</td><td rowspan="1" colspan="1">C31—C32—C33—C34</td><td rowspan="1" colspan="1">1.2 (2)</td></tr><tr><td rowspan="1" colspan="1">C12—C13—C14—C15</td><td rowspan="1" colspan="1">−1.2 (3)</td><td rowspan="1" colspan="1">C32—C33—C34—C35</td><td rowspan="1" colspan="1">−2.2 (2)</td></tr><tr><td rowspan="1" colspan="1">C13—C14—C15—C16</td><td rowspan="1" colspan="1">1.1 (3)</td><td rowspan="1" colspan="1">C33—C34—C35—C36</td><td rowspan="1" colspan="1">0.9 (2)</td></tr><tr><td rowspan="1" colspan="1">C14—C15—C16—C11</td><td rowspan="1" colspan="1">0.1 (3)</td><td rowspan="1" colspan="1">C34—C35—C36—C31</td><td rowspan="1" colspan="1">1.4 (2)</td></tr><tr><td rowspan="1" colspan="1">C14—C15—C16—C4</td><td rowspan="1" colspan="1">−176.00 (18)</td><td rowspan="1" colspan="1">C34—C35—C36—C8</td><td rowspan="1" colspan="1">−179.60 (14)</td></tr><tr><td rowspan="1" colspan="1">C12—C11—C16—C15</td><td rowspan="1" colspan="1">−1.0 (2)</td><td rowspan="1" colspan="1">C32—C31—C36—C35</td><td rowspan="1" colspan="1">−2.39 (19)</td></tr><tr><td rowspan="1" colspan="1">C1—C11—C16—C15</td><td rowspan="1" colspan="1">179.59 (14)</td><td rowspan="1" colspan="1">C5—C31—C36—C35</td><td rowspan="1" colspan="1">177.01 (12)</td></tr><tr><td rowspan="1" colspan="1">C12—C11—C16—C4</td><td rowspan="1" colspan="1">174.93 (18)</td><td rowspan="1" colspan="1">C32—C31—C36—C8</td><td rowspan="1" colspan="1">178.73 (12)</td></tr><tr><td rowspan="1" colspan="1">C1—C11—C16—C4</td><td rowspan="1" colspan="1">−4.4 (3)</td><td rowspan="1" colspan="1">C5—C31—C36—C8</td><td rowspan="1" colspan="1">−1.9 (2)</td></tr><tr><td rowspan="1" colspan="1">C21—C4—C16—C15</td><td rowspan="1" colspan="1">−17.7 (3)</td><td rowspan="1" colspan="1">C41—C8—C36—C35</td><td rowspan="1" colspan="1">51.16 (19)</td></tr><tr><td rowspan="1" colspan="1">C21—C4—C16—C11</td><td rowspan="1" colspan="1">166.40 (17)</td><td rowspan="1" colspan="1">C41—C8—C36—C31</td><td rowspan="1" colspan="1">−129.93 (15)</td></tr><tr><td rowspan="1" colspan="1">C16—C4—C21—C26</td><td rowspan="1" colspan="1">−81.9 (2)</td><td rowspan="1" colspan="1">C36—C8—C41—C42</td><td rowspan="1" colspan="1">−129.26 (16)</td></tr><tr><td rowspan="1" colspan="1">C16—C4—C21—C22</td><td rowspan="1" colspan="1">100.1 (2)</td><td rowspan="1" colspan="1">C36—C8—C41—C46</td><td rowspan="1" colspan="1">52.9 (2)</td></tr><tr><td rowspan="1" colspan="1">C26—C21—C22—C23</td><td rowspan="1" colspan="1">−0.2 (2)</td><td rowspan="1" colspan="1">C46—C41—C42—C43</td><td rowspan="1" colspan="1">0.1 (3)</td></tr><tr><td rowspan="1" colspan="1">C4—C21—C22—C23</td><td rowspan="1" colspan="1">177.91 (14)</td><td rowspan="1" colspan="1">C8—C41—C42—C43</td><td rowspan="1" colspan="1">−177.79 (16)</td></tr><tr><td rowspan="1" colspan="1">C21—C22—C23—C24</td><td rowspan="1" colspan="1">0.8 (2)</td><td rowspan="1" colspan="1">C41—C42—C43—C44</td><td rowspan="1" colspan="1">0.2 (3)</td></tr><tr><td rowspan="1" colspan="1">C22—C23—C24—C25</td><td rowspan="1" colspan="1">−0.3 (3)</td><td rowspan="1" colspan="1">C42—C43—C44—C45</td><td rowspan="1" colspan="1">−0.5 (3)</td></tr><tr><td rowspan="1" colspan="1">C23—C24—C25—C26</td><td rowspan="1" colspan="1">−0.7 (3)</td><td rowspan="1" colspan="1">C43—C44—C45—C46</td><td rowspan="1" colspan="1">0.3 (3)</td></tr><tr><td rowspan="1" colspan="1">C24—C25—C26—C21</td><td rowspan="1" colspan="1">1.3 (3)</td><td rowspan="1" colspan="1">C44—C45—C46—C41</td><td rowspan="1" colspan="1">0.1 (3)</td></tr><tr><td rowspan="1" colspan="1">C22—C21—C26—C25</td><td rowspan="1" colspan="1">−0.8 (2)</td><td rowspan="1" colspan="1">C42—C41—C46—C45</td><td rowspan="1" colspan="1">−0.3 (3)</td></tr><tr><td rowspan="1" colspan="1">C4—C21—C26—C25</td><td rowspan="1" colspan="1">−178.88 (16)</td><td rowspan="1" colspan="1">C8—C41—C46—C45</td><td rowspan="1" colspan="1">177.62 (16)</td></tr></table></table-wrap></sec><sec id="tablewraphbondslong"><title>Hydrogen-bond geometry (Å, °)</title><table-wrap position="anchor" id="d1e3367"><table rules="all" frame="box" style="table-layout:fixed" summary=""><colgroup span="5"><col span="1"></col><col span="1"></col><col span="1"></col><col span="1"></col><col span="1"></col></colgroup><tr><td rowspan="1" colspan="1"><italic>D</italic>—H···<italic>A</italic></td><td rowspan="1" colspan="1"><italic>D</italic>—H</td><td rowspan="1" colspan="1">H···<italic>A</italic></td><td rowspan="1" colspan="1"><italic>D</italic>···<italic>A</italic></td><td rowspan="1" colspan="1"><italic>D</italic>—H···<italic>A</italic></td></tr><tr><td rowspan="1" colspan="1">O1—H1···O2<sup>i</sup></td><td rowspan="1" colspan="1">0.84</td><td rowspan="1" colspan="1">1.98</td><td rowspan="1" colspan="1">2.7997 (14)</td><td rowspan="1" colspan="1">166.</td></tr><tr><td rowspan="1" colspan="1">O2—H2···O1</td><td rowspan="1" colspan="1">0.84</td><td rowspan="1" colspan="1">1.94</td><td rowspan="1" colspan="1">2.7486 (14)</td><td rowspan="1" colspan="1">161.</td></tr></table></table-wrap><p>Symmetry codes: (i) −<italic>x</italic>+1, −<italic>y</italic>, −<italic>z</italic>.</p></sec></app></app-group><ref-list><title>References</title><ref id="bb1"><mixed-citation publication-type="other">Bernstein, J., Davis, R. E., Shimoni, L. & Chang, N.-L. (1995). <italic>Angew. Chem. Int. Ed. Engl.</italic>
<bold>34</bold>, 1555–1573.</mixed-citation></ref><ref id="bb2"><mixed-citation publication-type="other">Bruker (2008). <italic>SADABS</italic> Bruker Inc., Madison, Wisconsin, USA.</mixed-citation></ref><ref id="bb3"><mixed-citation publication-type="other">Bruker (2010). <italic>APEX2</italic> and <italic>SAINT</italic> Bruker AXS Inc., Madison, Wisconsin, USA.</mixed-citation></ref><ref id="bb4"><mixed-citation publication-type="other">Etter, M. C., MacDonald, J. C. & Bernstein, J. (1990). <italic>Acta Cryst.</italic> B<bold>46</bold>, 256–262.</mixed-citation></ref><ref id="bb5"><mixed-citation publication-type="other">Farrugia, L. J. (1997). <italic>J. Appl. Cryst.</italic>
<bold>30</bold>, 565.</mixed-citation></ref><ref id="bb6"><mixed-citation publication-type="other">Ferguson, G., Carroll, C. D., Glidewell, C., Zakaria, C. M. & Lough, A. J. (1995). <italic>Acta Cryst.</italic> B<bold>51</bold>, 367–377.</mixed-citation></ref><ref id="bb7"><mixed-citation publication-type="other">Fun, H.-K., Hemamalini, M., Siddaraju, B. P., Yathirajan, H. S. & Siddegowda, M. S. (2010). <italic>Acta Cryst.</italic> E<bold>66</bold>, o808–o809.</mixed-citation></ref><ref id="bb8"><mixed-citation publication-type="other">Gu, L., Yang, B., Liu, F. & Bai, Y. (2009). <italic>Chin. J. Chem.</italic>
<bold>27</bold>, 1199–1201.</mixed-citation></ref><ref id="bb9"><mixed-citation publication-type="other">Macrae, C. F., Bruno, I. J., Chisholm, J. A., Edgington, P. R., McCabe, P., Pidcock, E., Rodriguez-Monge, L., Taylor, R., van de Streek, J. & Wood, P. A. (2008). <italic>J. Appl. Cryst.</italic>
<bold>41</bold>, 466–470.</mixed-citation></ref><ref id="bb10"><mixed-citation publication-type="other">Ohkuma, T., Koizumi, M., Ikehira, H., Yokozawa, T. & Noyori, R. (2000). <italic>Org. Lett.</italic>
<bold>2</bold>, 659–662.</mixed-citation></ref><ref id="bb11"><mixed-citation publication-type="other">Sheldrick, G. M. (2008). <italic>Acta Cryst.</italic> A<bold>64</bold>, 112–122.</mixed-citation></ref><ref id="bb12"><mixed-citation publication-type="other">Siddaraju, B. P., Jasinski, J. P., Golen, J. A., Yathirajan, H. S. & Raju, C. R. (2011). <italic>Acta Cryst.</italic> E<bold>67</bold>, o2397.</mixed-citation></ref><ref id="bb13"><mixed-citation publication-type="other">Siddaraju, B. P., Yathirajan, H. S., Narayana, B., Ng, S. W. & Tiekink, E. R. T. (2010). <italic>Acta Cryst.</italic> E<bold>66</bold>, o2136.</mixed-citation></ref><ref id="bb14"><mixed-citation publication-type="other">Spek, A. L. (2009). <italic>Acta Cryst.</italic> D<bold>65</bold>, 148–155.</mixed-citation></ref><ref id="bb15"><mixed-citation publication-type="other">Zeng, H. & Liu, X.-L. (2010). <italic>Acta Cryst.</italic> E<bold>66</bold>, o2956.</mixed-citation></ref></ref-list></back><floats-group><table-wrap id="table1" position="float"><label>Table 1</label><caption><title>Hydrogen-bond geometry (Å, °)</title></caption><table frame="hsides" rules="groups"><thead valign="bottom"><tr><th style="border-bottom:1px solid black;" rowspan="1" colspan="1" align="left" valign="bottom"><italic>D</italic>—H⋯<italic>A</italic></th><th style="border-bottom:1px solid black;" rowspan="1" colspan="1" align="left" valign="bottom"><italic>D</italic>—H</th><th style="border-bottom:1px solid black;" rowspan="1" colspan="1" align="left" valign="bottom">H⋯<italic>A</italic></th><th style="border-bottom:1px solid black;" rowspan="1" colspan="1" align="left" valign="bottom"><italic>D</italic>⋯<italic>A</italic></th><th style="border-bottom:1px solid black;" rowspan="1" colspan="1" align="left" valign="bottom"><italic>D</italic>—H⋯<italic>A</italic></th></tr></thead><tbody valign="top"><tr><td style="" rowspan="1" colspan="1" align="left" valign="top">O1—H1⋯O2<sup>i</sup></td><td style="" rowspan="1" colspan="1" align="left" valign="top">0.84</td><td style="" rowspan="1" colspan="1" align="left" valign="top">1.98</td><td style="" rowspan="1" colspan="1" align="left" valign="top">2.7997 (14)</td><td style="" rowspan="1" colspan="1" align="left" valign="top">166</td></tr><tr><td style="" rowspan="1" colspan="1" align="left" valign="top">O2—H2⋯O1</td><td style="" rowspan="1" colspan="1" align="left" valign="top">0.84</td><td style="" rowspan="1" colspan="1" align="left" valign="top">1.94</td><td style="" rowspan="1" colspan="1" align="left" valign="top">2.7486 (14)</td><td style="" rowspan="1" colspan="1" align="left" valign="top">161</td></tr></tbody></table><table-wrap-foot><p>Symmetry code: (i) <inline-formula><inline-graphic xlink:href="e-67-o3302-efi2.jpg" mimetype="image" mime-subtype="gif"></inline-graphic></inline-formula>.</p></table-wrap-foot></table-wrap></floats-group></pmc></record>Pour manipuler ce document sous Unix (Dilib)
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