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<record><TEI><teiHeader><fileDesc><titleStmt><title xml:lang="en">Bis(2-methylanilinium) diaquabis[dihydrogendiphosphato(2−)]cobaltate(II)</title><author><name sortKey="Selmi, Ahmed" sort="Selmi, Ahmed" uniqKey="Selmi A" first="Ahmed" last="Selmi">Ahmed Selmi</name><affiliation><nlm:aff id="a">Laboratoire de Chimie des Matériaux, Faculté des Sciences de Bizerte, 7021 Zarzouna Bizerte,<country>Tunisia</country></nlm:aff></affiliation></author><author><name sortKey="Akriche, Samah" sort="Akriche, Samah" uniqKey="Akriche S" first="Samah" last="Akriche">Samah Akriche</name><affiliation><nlm:aff id="a">Laboratoire de Chimie des Matériaux, Faculté des Sciences de Bizerte, 7021 Zarzouna Bizerte,<country>Tunisia</country></nlm:aff></affiliation></author><author><name sortKey="Rzaigui, Mohamed" sort="Rzaigui, Mohamed" uniqKey="Rzaigui M" first="Mohamed" last="Rzaigui">Mohamed Rzaigui</name><affiliation><nlm:aff id="a">Laboratoire de Chimie des Matériaux, Faculté des Sciences de Bizerte, 7021 Zarzouna Bizerte,<country>Tunisia</country></nlm:aff></affiliation></author></titleStmt><publicationStmt><idno type="wicri:source">PMC</idno><idno type="pmid">21578209</idno><idno type="pmc">2971134</idno><idno type="url">http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2971134</idno><idno type="RBID">PMC:2971134</idno><idno type="doi">10.1107/S1600536809044079</idno><date when="2009">2009</date><idno type="wicri:Area/Pmc/Corpus">000387</idno><idno type="wicri:explorRef" wicri:stream="Pmc" wicri:step="Corpus" wicri:corpus="PMC">000387</idno></publicationStmt><sourceDesc><biblStruct><analytic><title xml:lang="en" level="a" type="main">Bis(2-methylanilinium) diaquabis[dihydrogendiphosphato(2−)]cobaltate(II)</title><author><name sortKey="Selmi, Ahmed" sort="Selmi, Ahmed" uniqKey="Selmi A" first="Ahmed" last="Selmi">Ahmed Selmi</name><affiliation><nlm:aff id="a">Laboratoire de Chimie des Matériaux, Faculté des Sciences de Bizerte, 7021 Zarzouna Bizerte,<country>Tunisia</country></nlm:aff></affiliation></author><author><name sortKey="Akriche, Samah" sort="Akriche, Samah" uniqKey="Akriche S" first="Samah" last="Akriche">Samah Akriche</name><affiliation><nlm:aff id="a">Laboratoire de Chimie des Matériaux, Faculté des Sciences de Bizerte, 7021 Zarzouna Bizerte,<country>Tunisia</country></nlm:aff></affiliation></author><author><name sortKey="Rzaigui, Mohamed" sort="Rzaigui, Mohamed" uniqKey="Rzaigui M" first="Mohamed" last="Rzaigui">Mohamed Rzaigui</name><affiliation><nlm:aff id="a">Laboratoire de Chimie des Matériaux, Faculté des Sciences de Bizerte, 7021 Zarzouna Bizerte,<country>Tunisia</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="2009">2009</date></imprint></series></biblStruct></sourceDesc></fileDesc><profileDesc><textClass></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en"><p>In the title cobalt(II) complex with 2-methylanilinium and diphosphate, (C<sub>7</sub>H<sub>10</sub>N)<sub>2</sub>[Co(H<sub>2</sub>P<sub>2</sub>O<sub>7</sub>)<sub>2</sub>(H<sub>2</sub>O)<sub>2</sub>], a three-dimensional network is built up from anionic layers of [Co(H<sub>2</sub>P<sub>2</sub>O<sub>7</sub>)<sub>2</sub>(H<sub>2</sub>O)<sub>2</sub>]<sup>2−</sup> units and 2-methylanilinium cations located between these layers. The dihydrogendiphosphate groups present a bent eclipsed conformation, while the Co<sup>2+</sup> ions lie on inversion centers. An intricate network of O—H⋯O and N—H⋯O hydrogen bonds is established between the different components, assuring the cohesion of the network with other interactions, being of electrostatic and van der Waals nature.</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></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">21578209</article-id><article-id pub-id-type="pmc">2971134</article-id><article-id pub-id-type="publisher-id">fl2278</article-id><article-id pub-id-type="doi">10.1107/S1600536809044079</article-id><article-id pub-id-type="coden">ACSEBH</article-id><article-id pub-id-type="pii">S1600536809044079</article-id><article-categories><subj-group subj-group-type="heading"><subject>Metal-Organic Papers</subject></subj-group></article-categories><title-group><article-title>Bis(2-methylanilinium) diaquabis[dihydrogendiphosphato(2−)]cobaltate(II)</article-title><alt-title><italic>(C<sub>7</sub>H<sub>10</sub>N)<sub>2</sub>[Co(H<sub>2</sub>P<sub>2</sub>O<sub>7</sub>)<sub>2</sub>(H<sub>2</sub>O)<sub>2</sub>]</italic></alt-title></title-group><contrib-group><contrib contrib-type="author"><name><surname>Selmi</surname><given-names>Ahmed</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>Akriche</surname><given-names>Samah</given-names></name><xref ref-type="aff" rid="a">a</xref></contrib><contrib contrib-type="author"><name><surname>Rzaigui</surname><given-names>Mohamed</given-names></name><xref ref-type="aff" rid="a">a</xref></contrib><aff id="a"><label>a</label>Laboratoire de Chimie des Matériaux, Faculté des Sciences de Bizerte, 7021 Zarzouna Bizerte,<country>Tunisia</country></aff></contrib-group><author-notes><corresp id="cor">Correspondence e-mail: <email>ahmedselmi09@yahoo.fr</email></corresp></author-notes><pub-date pub-type="collection"><day>01</day><month>11</month><year>2009</year></pub-date><pub-date pub-type="epub"><day>31</day><month>10</month><year>2009</year></pub-date><pub-date pub-type="pmc-release"><day>31</day><month>10</month><year>2009</year></pub-date><pmc-comment> PMC Release delay is 0 months and 0 days and was based on the
<volume>65</volume><issue>Pt 11</issue><issue-id pub-id-type="publisher-id">e091100</issue-id><fpage>m1487</fpage><lpage>m1487</lpage><history><date date-type="received"><day>07</day><month>10</month><year>2009</year></date><date date-type="accepted"><day>23</day><month>10</month><year>2009</year></date></history><permissions><copyright-statement>© Selmi et al. 2009</copyright-statement><copyright-year>2009</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/S1600536809044079">A full version of this article is available from Crystallography Journals Online.</self-uri><abstract><p>In the title cobalt(II) complex with 2-methylanilinium and diphosphate, (C<sub>7</sub>H<sub>10</sub>N)<sub>2</sub>[Co(H<sub>2</sub>P<sub>2</sub>O<sub>7</sub>)<sub>2</sub>(H<sub>2</sub>O)<sub>2</sub>], a three-dimensional network is built up from anionic layers of [Co(H<sub>2</sub>P<sub>2</sub>O<sub>7</sub>)<sub>2</sub>(H<sub>2</sub>O)<sub>2</sub>]<sup>2−</sup> units and 2-methylanilinium cations located between these layers. The dihydrogendiphosphate groups present a bent eclipsed conformation, while the Co<sup>2+</sup> ions lie on inversion centers. An intricate network of O—H⋯O and N—H⋯O hydrogen bonds is established between the different components, assuring the cohesion of the network with other interactions, being of electrostatic and van der Waals nature.</p></abstract></article-meta></front><body><sec id="sec1"><title>Related literature</title><p>For organic-inorganic transition metal frameworks, see: Cheetham <italic>et al.</italic> (1999<xref ref-type="bibr" rid="bb2"> ▶</xref>); Clearfield (1998<xref ref-type="bibr" rid="bb3"> ▶</xref>). For the role played by diphosphates in interactions between metal centers, see: Xu <italic>et al.</italic> (2008<xref ref-type="bibr" rid="bb12"> ▶</xref>). For related structures, see: Essehli <italic>et al.</italic> (2006<xref ref-type="bibr" rid="bb5"> ▶</xref>); Gharbi <italic>et al.</italic> (1994<xref ref-type="bibr" rid="bb9"> ▶</xref>); Gharbi & Jouini (2004<xref ref-type="bibr" rid="bb8"> ▶</xref>).<chem-struct id="scheme1"><graphic xlink:href="e-65-m1487-scheme1.jpg" position="float"></graphic></chem-struct></p></sec><sec sec-type="" 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>7</sub>H<sub>10</sub>N)<sub>2</sub>[Co(H<sub>2</sub>P<sub>2</sub>O<sub>7</sub>)<sub>2</sub>(H<sub>2</sub>O)<sub>2</sub>]</p></list-item><list-item><p><italic>M</italic><italic><sub>r</sub></italic> = 663.19</p></list-item><list-item><p>Triclinic, <inline-formula><inline-graphic xlink:href="e-65-m1487-efi1.jpg" mimetype="image" mime-subtype="gif"></inline-graphic></inline-formula></p></list-item><list-item><p><italic>a</italic> = 7.440 (4) Å</p></list-item><list-item><p><italic>b</italic> = 7.455 (2) Å</p></list-item><list-item><p><italic>c</italic> = 11.747 (3) Å</p></list-item><list-item><p>α = 91.92 (3)°</p></list-item><list-item><p>β = 94.09 (5)°</p></list-item><list-item><p>γ = 104.67 (2)°</p></list-item><list-item><p><italic>V</italic> = 627.8 (4) Å<sup>3</sup></p></list-item><list-item><p><italic>Z</italic> = 1</p></list-item><list-item><p>Ag <italic>K</italic>α radiation</p></list-item><list-item><p>μ = 0.53 mm<sup>−1</sup></p></list-item><list-item><p><italic>T</italic> = 298 K</p></list-item><list-item><p>0.33 × 0.26 × 0.23 mm</p></list-item></list></p></sec><sec id="sec2.1.2"><title>Data collection</title><p><list list-type="simple"><list-item><p>Enraf–Nonius CAD-4 diffractometer</p></list-item><list-item><p>Absorption correction: none</p></list-item><list-item><p>4678 measured reflections</p></list-item><list-item><p>4486 independent reflections</p></list-item><list-item><p>3911 reflections with <italic>I</italic> > 2σ(<italic>I</italic>)</p></list-item><list-item><p><italic>R</italic><sub>int</sub> = 0.008</p></list-item><list-item><p>2 standard reflections frequency: 120 min intensity decay: 7%</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>)] = 0.028</p></list-item><list-item><p><italic>wR</italic>(<italic>F</italic><sup>2</sup>) = 0.078</p></list-item><list-item><p><italic>S</italic> = 1.08</p></list-item><list-item><p>4486 reflections</p></list-item><list-item><p>181 parameters</p></list-item><list-item><p>3 restraints</p></list-item><list-item><p>H atoms treated by a mixture of independent and constrained refinement</p></list-item><list-item><p>Δρ<sub>max</sub> = 0.43 e Å<sup>−3</sup></p></list-item><list-item><p>Δρ<sub>min</sub> = −0.29 e Å<sup>−3</sup></p></list-item></list></p></sec></sec><sec id="d5e610"><title></title><p>Data collection: <italic>CAD-4 EXPRESS</italic> (Enraf–Nonius, 1994<xref ref-type="bibr" rid="bb4"> ▶</xref>); cell refinement: <italic>CAD-4 EXPRESS</italic>; data reduction: <italic>XCAD4</italic> (Harms & Wocadlo, 1996<xref ref-type="bibr" rid="bb10"> ▶</xref>); program(s) used to solve structure: <italic>SHELXS86</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 for Windows</italic> (Farrugia, 1997<xref ref-type="bibr" rid="bb6"> ▶</xref>) and <italic>DIAMOND</italic> (Brandenburg & Putz, 2005<xref ref-type="bibr" rid="bb1"> ▶</xref>); software used to prepare material for publication: <italic>WinGX</italic> (Farrugia, 1999<xref ref-type="bibr" rid="bb7"> ▶</xref>).</p></sec></sec><sec sec-type="supplementary-material"><title>Supplementary Material</title><supplementary-material content-type="local-data" xlink:href="e-65-m1487-sup1.cif" position="float" xlink:type="simple"><p>Crystal structure: contains datablocks I, global. DOI: <ext-link ext-link-type="uri" xlink:type="simple" xlink:href="http://dx.doi.org/10.1107/S1600536809044079/fl2278sup1.cif">10.1107/S1600536809044079/fl2278sup1.cif</ext-link></p><media mimetype="chemical" mime-subtype="x-cif" xlink:href="e-65-m1487-sup1.cif" position="float" xlink:type="simple"></media></supplementary-material><supplementary-material content-type="local-data" xlink:href="e-65-m1487-Isup2.hkl" position="float" xlink:type="simple"><p>Structure factors: contains datablocks I. DOI: <ext-link ext-link-type="uri" xlink:type="simple" xlink:href="http://dx.doi.org/10.1107/S1600536809044079/fl2278Isup2.hkl">10.1107/S1600536809044079/fl2278Isup2.hkl</ext-link></p><media mimetype="text" mime-subtype="plain" xlink:href="e-65-m1487-Isup2.hkl" position="float" xlink:type="simple"></media></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?fl2278&file=fl2278sup0.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?fl2278sup1&Qmime=cif" xlink:type="simple">3D view</ext-link>; <ext-link ext-link-type="uri" xlink:href="http://scripts.iucr.org/cgi-bin/paper?fl2278&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?fl2278">FL2278</ext-link>).</p></fn></fn-group><app-group><app><title>supplementary crystallographic
information</title><sec id="comment"><title>Comment </title><p>Organic inorganic transition metal frameworks can be usefully employed in
diverse areas, such as shape selective catalysis or adsorption (Cheetham <italic>et
al.</italic>, 1999; Clearfield, 1998). In such compounds the
transition metal plays
a key role for building interesting topologies with one-, two- or
three-dimensional networks. In these atomic arrangements, the transition
element is coordinated generally to ligands <italic>via</italic> several donor atoms
such as oxygen or nitrogen. In recent years, many researchers have focused on
diphosphates because they are powerful ligands that can link metal ions
through their oxygen atoms, and can play an essential role in the interaction
between the metallic centers (Xu <italic>et al.</italic>, 2008).</p><p>The title compound, is built up from a
diaquabis[dihydrogendiphosphato(2)]cobaltate(II) anion and two organic
2-methylanilinium cations (Fig. 1). A half of the complex anion and one
organic cation constitute the asymmetric unit of (I).</p><p>The metal complex anions, interconnected <italic>via</italic> hydrogen bonds involving
the two hydroxyl groups of H<sub>2</sub>P<sub>2</sub>O<sub>7</sub><sup>2-</sup> and the water molecule, develop a
thick bi-dimensional layer of formula [Co(H<sub>2</sub>P<sub>2</sub>O<sub>7</sub>)<sub>2</sub>(H<sub>2</sub>O)<sub>2</sub>]<sup>2n-</sup>perpendicular to the <italic>c</italic> axis (Fig. 2). The protonated organic cations
2-CH<sub>3</sub>C<sub>6</sub>H<sub>4</sub>NH<sub>3</sub><sup>+</sup> are anchored between these layers .</p><p>With regard to the inorganic arrangement, the Co atom is located on an
inversion center and is surrounded by two symmetry related
dihydrogendiphosphate ligands with a bent eclipsed conformation as seen by the
P1—O4—P2 angle of 129.26 (7)% , and two water molecules in an octahedral
coordination. Four external O atoms, OE, in the basal plane from two bidendate
[H<sub>2</sub>P<sub>2</sub>O<sub>7</sub>] groups and the two remaining O atoms, OW, in the apical
positions from the water molecule give a slightly distorted CoO<sub>6</sub> octahedron.
Within this octahedron, the Co—O distances range from 2.057 (1) to 2.149 (1) Å with Cu—OW distances longer than those of Co—OE. A similar
coordination geometry around the central atom has also been observed in other
<italic>M</italic><sup>II</sup>O<sub>6</sub> octahedra, <italic>M</italic><sup>II</sup> = Co or Ni, in organic diphosphate
compounds (Essehli <italic>et al.</italic>, 2006; Gharbi <italic>et al.</italic>,
1994; Gharbi
<italic>et al.</italic>, 2004).</p><p>Analysis of hydrogen bonds within (I), revealed an intricate network of
O—H···O and N—H···O bonds which along with other interactions
(electrostatic and Van der Waals) stabilize the whole structure. The O—H···O
contacts, with O—H···O distances ranging from 2.522 (2) to 3.020 (2) Å, link
the complex anions while the N—H···O bonds linking the anions and cations
are weaker since the N—H···O distances are longer, ranging from 2.779 (2) to
3.105 (2) Å. These H-bonds (Table 1) participate in the cohesion of the
three-dimensional network (Fig 2).</p></sec><sec id="experimental"><title>Experimental </title><p>Crystals of the title compound were prepared by adding an ethanol solution (10 ml) of 2-methylaniline (7.52 mmol) dropwise to a mixture of H<sub>4</sub>P<sub>2</sub>O<sub>7</sub> (3.75 mmol) and CoCl<sub>2</sub> (1.88 mmol) in water (20 ml). Good quality green prisms were
obtained after a slow evaporation during few days at ambient temperature. The
diphosphoric acid, H<sub>4</sub>P<sub>2</sub>O<sub>7</sub>, was produced from Na<sub>4</sub>P<sub>2</sub>O<sub>7</sub> by using an
ion-exchange resin (Amberlite IR 120).</p></sec><sec id="figures"><title>Figures</title><fig id="Fap1"><label>Fig. 1.</label><caption><p>An ORTEP view of (I) with the atom-labelling scheme. Displacement ellipsoids are drawn at the 30% probability level. H atoms are represented as small spheres of arbitrary radii. Hydrogen bonds are represented as dashed lines.[Symmetry code: (i) 1 - x, 1 - y, 1 - z.]</p></caption><graphic xlink:href="e-65-m1487-fig1"></graphic></fig><fig id="Fap2"><label>Fig. 2.</label><caption><p>Projection of (I) along the a axis.</p></caption><graphic xlink:href="e-65-m1487-fig2"></graphic></fig></sec><sec id="tablewrapcrystaldatalong"><title>Crystal data</title><table-wrap position="anchor" id="d1e235"><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>7</sub>H<sub>10</sub>N)<sub>2</sub>[Co(H<sub>2</sub>P<sub>2</sub>O<sub>7</sub>)<sub>2</sub>(H<sub>2</sub>O)<sub>2</sub>]</td><td rowspan="1" colspan="1"><italic>Z</italic> = 1</td></tr><tr><td rowspan="1" colspan="1"><italic>M</italic><italic><sub>r</sub></italic> = 663.19</td><td rowspan="1" colspan="1"><italic>F</italic>(000) = 341</td></tr><tr><td rowspan="1" colspan="1">Triclinic, <italic>P</italic>1</td><td rowspan="1" colspan="1"><italic>D</italic><sub>x</sub> = 1.754 Mg m<sup>−</sup><sup>3</sup></td></tr><tr><td rowspan="1" colspan="1"><italic>a</italic> = 7.440 (4) Å</td><td rowspan="1" colspan="1">Ag <italic>K</italic>α radiation, λ = 0.56085 Å</td></tr><tr><td rowspan="1" colspan="1"><italic>b</italic> = 7.455 (2) Å</td><td rowspan="1" colspan="1">Cell parameters from 25 reflections</td></tr><tr><td rowspan="1" colspan="1"><italic>c</italic> = 11.747 (3) Å</td><td rowspan="1" colspan="1">θ = 9–11°</td></tr><tr><td rowspan="1" colspan="1">α = 91.92 (3)°</td><td rowspan="1" colspan="1">µ = 0.53 mm<sup>−</sup><sup>1</sup></td></tr><tr><td rowspan="1" colspan="1">β = 94.09 (5)°</td><td rowspan="1" colspan="1"><italic>T</italic> = 298 K</td></tr><tr><td rowspan="1" colspan="1">γ = 104.67 (2)°</td><td rowspan="1" colspan="1">Prism, pink</td></tr><tr><td rowspan="1" colspan="1"><italic>V</italic> = 627.8 (4) Å<sup>3</sup></td><td rowspan="1" colspan="1">0.33 × 0.26 × 0.23 mm</td></tr></table></table-wrap></sec><sec id="tablewrapdatacollectionlong"><title>Data collection</title><table-wrap position="anchor" id="d1e383"><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">Enraf–Nonius CAD-4 diffractometer</td><td rowspan="1" colspan="1"><italic>R</italic><sub>int</sub> = 0.008</td></tr><tr><td rowspan="1" colspan="1">Radiation source: Enraf Nonius FR590</td><td rowspan="1" colspan="1">θ<sub>max</sub> = 25.0°, θ<sub>min</sub> = 2.2°</td></tr><tr><td rowspan="1" colspan="1">graphite</td><td rowspan="1" colspan="1"><italic>h</italic> = −11→11</td></tr><tr><td rowspan="1" colspan="1">Non–profiled ω scans</td><td rowspan="1" colspan="1"><italic>k</italic> = −11→11</td></tr><tr><td rowspan="1" colspan="1">4678 measured reflections</td><td rowspan="1" colspan="1"><italic>l</italic> = 0→17</td></tr><tr><td rowspan="1" colspan="1">4486 independent reflections</td><td rowspan="1" colspan="1">2 standard reflections every 120 min</td></tr><tr><td rowspan="1" colspan="1">3911 reflections with <italic>I</italic> > 2σ(<italic>I</italic>)</td><td rowspan="1" colspan="1"> intensity decay: 7%</td></tr></table></table-wrap></sec><sec id="tablewraprefinementdatalong"><title>Refinement</title><table-wrap position="anchor" id="d1e481"><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>)] = 0.028</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>) = 0.078</td><td rowspan="1" colspan="1">H atoms treated by a mixture of independent and constrained refinement</td></tr><tr><td rowspan="1" colspan="1"><italic>S</italic> = 1.08</td><td rowspan="1" colspan="1"><italic>w</italic> = 1/[σ<sup>2</sup>(<italic>F</italic><sub>o</sub><sup>2</sup>) + (0.0409<italic>P</italic>)<sup>2</sup> + 0.209<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">4486 reflections</td><td rowspan="1" colspan="1">(Δ/σ)<sub>max</sub> = 0.001</td></tr><tr><td rowspan="1" colspan="1">181 parameters</td><td rowspan="1" colspan="1">Δρ<sub>max</sub> = 0.43 e Å<sup>−</sup><sup>3</sup></td></tr><tr><td rowspan="1" colspan="1">3 restraints</td><td rowspan="1" colspan="1">Δρ<sub>min</sub> = −0.29 e Å<sup>−</sup><sup>3</sup></td></tr></table></table-wrap></sec><sec id="specialdetails"><title>Special details</title><table-wrap position="anchor" id="d1e638"><table rules="all" frame="box" style="table-layout:fixed"><tr><td rowspan="1" colspan="1">Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s.
planes.</td></tr><tr><td rowspan="1" colspan="1">Refinement. Refinement of <italic>F</italic><sup>2</sup> against ALL reflections. The weighted <italic>R</italic>-factor
<italic>wR</italic> and goodness of fit <italic>S</italic> are based on <italic>F</italic><sup>2</sup>, conventional
<italic>R</italic>-factors <italic>R</italic> are based on <italic>F</italic>, with <italic>F</italic> set to zero for
negative <italic>F</italic><sup>2</sup>. The threshold expression of <italic>F</italic><sup>2</sup> >
σ(<italic>F</italic><sup>2</sup>) is used only for calculating <italic>R</italic>-factors(gt) <italic>etc</italic>.
and is not relevant to the choice of reflections for refinement.
<italic>R</italic>-factors based on <italic>F</italic><sup>2</sup> are statistically about twice as large
as those based on <italic>F</italic>, and <italic>R</italic>- factors based on ALL data will be
even larger.</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="d1e737"><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">Co1</td><td rowspan="1" colspan="1">0.5000</td><td rowspan="1" colspan="1">0.5000</td><td rowspan="1" colspan="1">0.5000</td><td rowspan="1" colspan="1">0.01548 (6)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">P1</td><td rowspan="1" colspan="1">0.21765 (4)</td><td rowspan="1" colspan="1">0.73669 (4)</td><td rowspan="1" colspan="1">0.39318 (3)</td><td rowspan="1" colspan="1">0.01617 (7)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">P2</td><td rowspan="1" colspan="1">0.27309 (4)</td><td rowspan="1" colspan="1">0.74457 (4)</td><td rowspan="1" colspan="1">0.64170 (3)</td><td rowspan="1" colspan="1">0.01643 (7)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">O1</td><td rowspan="1" colspan="1">0.37007 (14)</td><td rowspan="1" colspan="1">0.64107 (14)</td><td rowspan="1" colspan="1">0.38682 (8)</td><td rowspan="1" colspan="1">0.02204 (18)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">O2</td><td rowspan="1" colspan="1">0.29044 (15)</td><td rowspan="1" colspan="1">0.94783 (14)</td><td rowspan="1" colspan="1">0.37491 (11)</td><td rowspan="1" colspan="1">0.0272 (2)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H2</td><td rowspan="1" colspan="1">0.4017</td><td rowspan="1" colspan="1">0.9718</td><td rowspan="1" colspan="1">0.3647</td><td rowspan="1" colspan="1">0.041*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">O3</td><td rowspan="1" colspan="1">0.04241 (14)</td><td rowspan="1" colspan="1">0.65899 (15)</td><td rowspan="1" colspan="1">0.31845 (9)</td><td rowspan="1" colspan="1">0.0253 (2)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">O4</td><td rowspan="1" colspan="1">0.15097 (14)</td><td rowspan="1" colspan="1">0.73056 (16)</td><td rowspan="1" colspan="1">0.52080 (9)</td><td rowspan="1" colspan="1">0.02389 (19)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">O5</td><td rowspan="1" colspan="1">0.39173 (14)</td><td rowspan="1" colspan="1">0.61111 (14)</td><td rowspan="1" colspan="1">0.63563 (8)</td><td rowspan="1" colspan="1">0.02138 (18)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">O6</td><td rowspan="1" colspan="1">0.11785 (15)</td><td rowspan="1" colspan="1">0.68728 (15)</td><td rowspan="1" colspan="1">0.72493 (9)</td><td rowspan="1" colspan="1">0.0258 (2)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H6</td><td rowspan="1" colspan="1">0.0630</td><td rowspan="1" colspan="1">0.5776</td><td rowspan="1" colspan="1">0.7116</td><td rowspan="1" colspan="1">0.039*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">O7</td><td rowspan="1" colspan="1">0.37403 (15)</td><td rowspan="1" colspan="1">0.94287 (14)</td><td rowspan="1" colspan="1">0.67018 (10)</td><td rowspan="1" colspan="1">0.0275 (2)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">O8</td><td rowspan="1" colspan="1">0.25633 (15)</td><td rowspan="1" colspan="1">0.27064 (15)</td><td rowspan="1" colspan="1">0.49415 (11)</td><td rowspan="1" colspan="1">0.0291 (2)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">N1</td><td rowspan="1" colspan="1">0.29299 (18)</td><td rowspan="1" colspan="1">0.25923 (18)</td><td rowspan="1" colspan="1">0.76160 (10)</td><td rowspan="1" colspan="1">0.0234 (2)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H1A</td><td rowspan="1" colspan="1">0.3161</td><td rowspan="1" colspan="1">0.1554</td><td rowspan="1" colspan="1">0.7340</td><td rowspan="1" colspan="1">0.035*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H1B</td><td rowspan="1" colspan="1">0.3821</td><td rowspan="1" colspan="1">0.3566</td><td rowspan="1" colspan="1">0.7445</td><td rowspan="1" colspan="1">0.035*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H1C</td><td rowspan="1" colspan="1">0.1832</td><td rowspan="1" colspan="1">0.2687</td><td rowspan="1" colspan="1">0.7308</td><td rowspan="1" colspan="1">0.035*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C1</td><td rowspan="1" colspan="1">0.2890 (2)</td><td rowspan="1" colspan="1">0.2541 (2)</td><td rowspan="1" colspan="1">0.88612 (12)</td><td rowspan="1" colspan="1">0.0242 (3)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C2</td><td rowspan="1" colspan="1">0.4492 (2)</td><td rowspan="1" colspan="1">0.2523 (2)</td><td rowspan="1" colspan="1">0.95316 (14)</td><td rowspan="1" colspan="1">0.0313 (3)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C3</td><td rowspan="1" colspan="1">0.4354 (3)</td><td rowspan="1" colspan="1">0.2471 (3)</td><td rowspan="1" colspan="1">1.07075 (16)</td><td rowspan="1" colspan="1">0.0469 (5)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H3</td><td rowspan="1" colspan="1">0.5407</td><td rowspan="1" colspan="1">0.2471</td><td rowspan="1" colspan="1">1.1184</td><td rowspan="1" colspan="1">0.056*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C4</td><td rowspan="1" colspan="1">0.2716 (4)</td><td rowspan="1" colspan="1">0.2419 (4)</td><td rowspan="1" colspan="1">1.11818 (16)</td><td rowspan="1" colspan="1">0.0550 (6)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H4</td><td rowspan="1" colspan="1">0.2668</td><td rowspan="1" colspan="1">0.2390</td><td rowspan="1" colspan="1">1.1970</td><td rowspan="1" colspan="1">0.066*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C5</td><td rowspan="1" colspan="1">0.1146 (3)</td><td rowspan="1" colspan="1">0.2411 (4)</td><td rowspan="1" colspan="1">1.04945 (18)</td><td rowspan="1" colspan="1">0.0579 (6)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H5</td><td rowspan="1" colspan="1">0.0026</td><td rowspan="1" colspan="1">0.2356</td><td rowspan="1" colspan="1">1.0815</td><td rowspan="1" colspan="1">0.069*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C6</td><td rowspan="1" colspan="1">0.1229 (3)</td><td rowspan="1" colspan="1">0.2486 (3)</td><td rowspan="1" colspan="1">0.93204 (15)</td><td rowspan="1" colspan="1">0.0439 (5)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H6A</td><td rowspan="1" colspan="1">0.0173</td><td rowspan="1" colspan="1">0.2499</td><td rowspan="1" colspan="1">0.8849</td><td rowspan="1" colspan="1">0.053*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">C7</td><td rowspan="1" colspan="1">0.6297 (3)</td><td rowspan="1" colspan="1">0.2562 (4)</td><td rowspan="1" colspan="1">0.90335 (19)</td><td rowspan="1" colspan="1">0.0530 (6)</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H7A</td><td rowspan="1" colspan="1">0.6174</td><td rowspan="1" colspan="1">0.1429</td><td rowspan="1" colspan="1">0.8587</td><td rowspan="1" colspan="1">0.079*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H7B</td><td rowspan="1" colspan="1">0.7264</td><td rowspan="1" colspan="1">0.2685</td><td rowspan="1" colspan="1">0.9639</td><td rowspan="1" colspan="1">0.079*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H7C</td><td rowspan="1" colspan="1">0.6609</td><td rowspan="1" colspan="1">0.3596</td><td rowspan="1" colspan="1">0.8555</td><td rowspan="1" colspan="1">0.079*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H2W</td><td rowspan="1" colspan="1">0.266 (3)</td><td rowspan="1" colspan="1">0.174 (2)</td><td rowspan="1" colspan="1">0.458 (2)</td><td rowspan="1" colspan="1">0.052 (7)*</td><td rowspan="1" colspan="1"></td></tr><tr><td rowspan="1" colspan="1">H1W</td><td rowspan="1" colspan="1">0.149 (2)</td><td rowspan="1" colspan="1">0.287 (4)</td><td rowspan="1" colspan="1">0.481 (2)</td><td rowspan="1" colspan="1">0.070 (9)*</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="d1e1172"><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">Co1</td><td rowspan="1" colspan="1">0.01533 (10)</td><td rowspan="1" colspan="1">0.01613 (11)</td><td rowspan="1" colspan="1">0.01672 (11)</td><td rowspan="1" colspan="1">0.00681 (8)</td><td rowspan="1" colspan="1">0.00249 (8)</td><td rowspan="1" colspan="1">0.00182 (8)</td></tr><tr><td rowspan="1" colspan="1">P1</td><td rowspan="1" colspan="1">0.01346 (13)</td><td rowspan="1" colspan="1">0.01654 (13)</td><td rowspan="1" colspan="1">0.01897 (14)</td><td rowspan="1" colspan="1">0.00477 (10)</td><td rowspan="1" colspan="1">0.00046 (10)</td><td rowspan="1" colspan="1">0.00225 (10)</td></tr><tr><td rowspan="1" colspan="1">P2</td><td rowspan="1" colspan="1">0.01503 (13)</td><td rowspan="1" colspan="1">0.01627 (13)</td><td rowspan="1" colspan="1">0.01831 (14)</td><td rowspan="1" colspan="1">0.00417 (10)</td><td rowspan="1" colspan="1">0.00368 (10)</td><td rowspan="1" colspan="1">−0.00060 (10)</td></tr><tr><td rowspan="1" colspan="1">O1</td><td rowspan="1" colspan="1">0.0232 (4)</td><td rowspan="1" colspan="1">0.0268 (5)</td><td rowspan="1" colspan="1">0.0211 (4)</td><td rowspan="1" colspan="1">0.0146 (4)</td><td rowspan="1" colspan="1">0.0039 (3)</td><td rowspan="1" colspan="1">0.0048 (3)</td></tr><tr><td rowspan="1" colspan="1">O2</td><td rowspan="1" colspan="1">0.0226 (5)</td><td rowspan="1" colspan="1">0.0166 (4)</td><td rowspan="1" colspan="1">0.0435 (6)</td><td rowspan="1" colspan="1">0.0046 (3)</td><td rowspan="1" colspan="1">0.0094 (4)</td><td rowspan="1" colspan="1">0.0045 (4)</td></tr><tr><td rowspan="1" colspan="1">O3</td><td rowspan="1" colspan="1">0.0192 (4)</td><td rowspan="1" colspan="1">0.0266 (5)</td><td rowspan="1" colspan="1">0.0276 (5)</td><td rowspan="1" colspan="1">0.0033 (4)</td><td rowspan="1" colspan="1">−0.0058 (4)</td><td rowspan="1" colspan="1">0.0029 (4)</td></tr><tr><td rowspan="1" colspan="1">O4</td><td rowspan="1" colspan="1">0.0175 (4)</td><td rowspan="1" colspan="1">0.0356 (5)</td><td rowspan="1" colspan="1">0.0208 (4)</td><td rowspan="1" colspan="1">0.0104 (4)</td><td rowspan="1" colspan="1">0.0031 (3)</td><td rowspan="1" colspan="1">0.0036 (4)</td></tr><tr><td rowspan="1" colspan="1">O5</td><td rowspan="1" colspan="1">0.0249 (4)</td><td rowspan="1" colspan="1">0.0240 (4)</td><td rowspan="1" colspan="1">0.0188 (4)</td><td rowspan="1" colspan="1">0.0124 (4)</td><td rowspan="1" colspan="1">0.0029 (3)</td><td rowspan="1" colspan="1">0.0005 (3)</td></tr><tr><td rowspan="1" colspan="1">O6</td><td rowspan="1" colspan="1">0.0244 (5)</td><td rowspan="1" colspan="1">0.0267 (5)</td><td rowspan="1" colspan="1">0.0252 (5)</td><td rowspan="1" colspan="1">0.0023 (4)</td><td rowspan="1" colspan="1">0.0113 (4)</td><td rowspan="1" colspan="1">−0.0023 (4)</td></tr><tr><td rowspan="1" colspan="1">O7</td><td rowspan="1" colspan="1">0.0236 (5)</td><td rowspan="1" colspan="1">0.0172 (4)</td><td rowspan="1" colspan="1">0.0402 (6)</td><td rowspan="1" colspan="1">0.0018 (4)</td><td rowspan="1" colspan="1">0.0081 (4)</td><td rowspan="1" colspan="1">−0.0043 (4)</td></tr><tr><td rowspan="1" colspan="1">O8</td><td rowspan="1" colspan="1">0.0194 (5)</td><td rowspan="1" colspan="1">0.0226 (5)</td><td rowspan="1" colspan="1">0.0449 (6)</td><td rowspan="1" colspan="1">0.0051 (4)</td><td rowspan="1" colspan="1">0.0037 (4)</td><td rowspan="1" colspan="1">−0.0048 (4)</td></tr><tr><td rowspan="1" colspan="1">N1</td><td rowspan="1" colspan="1">0.0260 (5)</td><td rowspan="1" colspan="1">0.0274 (6)</td><td rowspan="1" colspan="1">0.0187 (5)</td><td rowspan="1" colspan="1">0.0100 (4)</td><td rowspan="1" colspan="1">0.0022 (4)</td><td rowspan="1" colspan="1">0.0020 (4)</td></tr><tr><td rowspan="1" colspan="1">C1</td><td rowspan="1" colspan="1">0.0268 (6)</td><td rowspan="1" colspan="1">0.0295 (7)</td><td rowspan="1" colspan="1">0.0181 (5)</td><td rowspan="1" colspan="1">0.0105 (5)</td><td rowspan="1" colspan="1">0.0013 (5)</td><td rowspan="1" colspan="1">0.0029 (5)</td></tr><tr><td rowspan="1" colspan="1">C2</td><td rowspan="1" colspan="1">0.0302 (7)</td><td rowspan="1" colspan="1">0.0405 (8)</td><td rowspan="1" colspan="1">0.0249 (7)</td><td rowspan="1" colspan="1">0.0136 (6)</td><td rowspan="1" colspan="1">−0.0025 (5)</td><td rowspan="1" colspan="1">0.0005 (6)</td></tr><tr><td rowspan="1" colspan="1">C3</td><td rowspan="1" colspan="1">0.0520 (11)</td><td rowspan="1" colspan="1">0.0671 (14)</td><td rowspan="1" colspan="1">0.0254 (8)</td><td rowspan="1" colspan="1">0.0252 (10)</td><td rowspan="1" colspan="1">−0.0082 (7)</td><td rowspan="1" colspan="1">0.0032 (8)</td></tr><tr><td rowspan="1" colspan="1">C4</td><td rowspan="1" colspan="1">0.0703 (15)</td><td rowspan="1" colspan="1">0.0815 (17)</td><td rowspan="1" colspan="1">0.0207 (7)</td><td rowspan="1" colspan="1">0.0315 (13)</td><td rowspan="1" colspan="1">0.0095 (8)</td><td rowspan="1" colspan="1">0.0077 (9)</td></tr><tr><td rowspan="1" colspan="1">C5</td><td rowspan="1" colspan="1">0.0507 (12)</td><td rowspan="1" colspan="1">0.101 (2)</td><td rowspan="1" colspan="1">0.0299 (9)</td><td rowspan="1" colspan="1">0.0290 (13)</td><td rowspan="1" colspan="1">0.0178 (8)</td><td rowspan="1" colspan="1">0.0089 (11)</td></tr><tr><td rowspan="1" colspan="1">C6</td><td rowspan="1" colspan="1">0.0314 (8)</td><td rowspan="1" colspan="1">0.0799 (15)</td><td rowspan="1" colspan="1">0.0262 (7)</td><td rowspan="1" colspan="1">0.0233 (9)</td><td rowspan="1" colspan="1">0.0067 (6)</td><td rowspan="1" colspan="1">0.0074 (8)</td></tr><tr><td rowspan="1" colspan="1">C7</td><td rowspan="1" colspan="1">0.0297 (9)</td><td rowspan="1" colspan="1">0.0902 (18)</td><td rowspan="1" colspan="1">0.0426 (10)</td><td rowspan="1" colspan="1">0.0239 (10)</td><td rowspan="1" colspan="1">−0.0023 (8)</td><td rowspan="1" colspan="1">−0.0015 (11)</td></tr></table></table-wrap></sec><sec id="tablewrapgeomlong"><title>Geometric parameters (Å, °)</title><table-wrap position="anchor" id="d1e1521"><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">Co1—O1</td><td rowspan="1" colspan="1">2.0574 (12)</td><td rowspan="1" colspan="1">N1—C1</td><td rowspan="1" colspan="1">1.4667 (18)</td></tr><tr><td rowspan="1" colspan="1">Co1—O1<sup>i</sup></td><td rowspan="1" colspan="1">2.0574 (12)</td><td rowspan="1" colspan="1">N1—H1A</td><td rowspan="1" colspan="1">0.8900</td></tr><tr><td rowspan="1" colspan="1">Co1—O5</td><td rowspan="1" colspan="1">2.0752 (12)</td><td rowspan="1" colspan="1">N1—H1B</td><td rowspan="1" colspan="1">0.8900</td></tr><tr><td rowspan="1" colspan="1">Co1—O5<sup>i</sup></td><td rowspan="1" colspan="1">2.0752 (12)</td><td rowspan="1" colspan="1">N1—H1C</td><td rowspan="1" colspan="1">0.8900</td></tr><tr><td rowspan="1" colspan="1">Co1—O8</td><td rowspan="1" colspan="1">2.1491 (14)</td><td rowspan="1" colspan="1">C1—C6</td><td rowspan="1" colspan="1">1.375 (2)</td></tr><tr><td rowspan="1" colspan="1">Co1—O8<sup>i</sup></td><td rowspan="1" colspan="1">2.1491 (14)</td><td rowspan="1" colspan="1">C1—C2</td><td rowspan="1" colspan="1">1.384 (2)</td></tr><tr><td rowspan="1" colspan="1">P1—O1</td><td rowspan="1" colspan="1">1.4892 (11)</td><td rowspan="1" colspan="1">C2—C3</td><td rowspan="1" colspan="1">1.394 (2)</td></tr><tr><td rowspan="1" colspan="1">P1—O3</td><td rowspan="1" colspan="1">1.4919 (14)</td><td rowspan="1" colspan="1">C2—C7</td><td rowspan="1" colspan="1">1.496 (3)</td></tr><tr><td rowspan="1" colspan="1">P1—O2</td><td rowspan="1" colspan="1">1.5570 (11)</td><td rowspan="1" colspan="1">C3—C4</td><td rowspan="1" colspan="1">1.368 (3)</td></tr><tr><td rowspan="1" colspan="1">P1—O4</td><td rowspan="1" colspan="1">1.6108 (12)</td><td rowspan="1" colspan="1">C3—H3</td><td rowspan="1" colspan="1">0.9300</td></tr><tr><td rowspan="1" colspan="1">P2—O5</td><td rowspan="1" colspan="1">1.4909 (11)</td><td rowspan="1" colspan="1">C4—C5</td><td rowspan="1" colspan="1">1.371 (3)</td></tr><tr><td rowspan="1" colspan="1">P2—O7</td><td rowspan="1" colspan="1">1.4933 (12)</td><td rowspan="1" colspan="1">C4—H4</td><td rowspan="1" colspan="1">0.9300</td></tr><tr><td rowspan="1" colspan="1">P2—O6</td><td rowspan="1" colspan="1">1.5529 (13)</td><td rowspan="1" colspan="1">C5—C6</td><td rowspan="1" colspan="1">1.387 (3)</td></tr><tr><td rowspan="1" colspan="1">P2—O4</td><td rowspan="1" colspan="1">1.6160 (13)</td><td rowspan="1" colspan="1">C5—H5</td><td rowspan="1" colspan="1">0.9300</td></tr><tr><td rowspan="1" colspan="1">O2—H2</td><td rowspan="1" colspan="1">0.8200</td><td rowspan="1" colspan="1">C6—H6A</td><td rowspan="1" colspan="1">0.9300</td></tr><tr><td rowspan="1" colspan="1">O6—H6</td><td rowspan="1" colspan="1">0.8200</td><td rowspan="1" colspan="1">C7—H7A</td><td rowspan="1" colspan="1">0.9600</td></tr><tr><td rowspan="1" colspan="1">O8—H2W</td><td rowspan="1" colspan="1">0.842 (9)</td><td rowspan="1" colspan="1">C7—H7B</td><td rowspan="1" colspan="1">0.9600</td></tr><tr><td rowspan="1" colspan="1">O8—H1W</td><td rowspan="1" colspan="1">0.842 (9)</td><td rowspan="1" colspan="1">C7—H7C</td><td rowspan="1" colspan="1">0.9600</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—Co1—O1<sup>i</sup></td><td rowspan="1" colspan="1">180.00 (4)</td><td rowspan="1" colspan="1">Co1—O8—H1W</td><td rowspan="1" colspan="1">121 (2)</td></tr><tr><td rowspan="1" colspan="1">O1—Co1—O5</td><td rowspan="1" colspan="1">90.50 (5)</td><td rowspan="1" colspan="1">H2W—O8—H1W</td><td rowspan="1" colspan="1">111 (2)</td></tr><tr><td rowspan="1" colspan="1">O1<sup>i</sup>—Co1—O5</td><td rowspan="1" colspan="1">89.50 (5)</td><td rowspan="1" colspan="1">C1—N1—H1A</td><td rowspan="1" colspan="1">109.5</td></tr><tr><td rowspan="1" colspan="1">O1—Co1—O5<sup>i</sup></td><td rowspan="1" colspan="1">89.50 (5)</td><td rowspan="1" colspan="1">C1—N1—H1B</td><td rowspan="1" colspan="1">109.5</td></tr><tr><td rowspan="1" colspan="1">O1<sup>i</sup>—Co1—O5<sup>i</sup></td><td rowspan="1" colspan="1">90.50 (5)</td><td rowspan="1" colspan="1">H1A—N1—H1B</td><td rowspan="1" colspan="1">109.5</td></tr><tr><td rowspan="1" colspan="1">O5—Co1—O5<sup>i</sup></td><td rowspan="1" colspan="1">180.00 (3)</td><td rowspan="1" colspan="1">C1—N1—H1C</td><td rowspan="1" colspan="1">109.5</td></tr><tr><td rowspan="1" colspan="1">O1—Co1—O8</td><td rowspan="1" colspan="1">91.82 (6)</td><td rowspan="1" colspan="1">H1A—N1—H1C</td><td rowspan="1" colspan="1">109.5</td></tr><tr><td rowspan="1" colspan="1">O1<sup>i</sup>—Co1—O8</td><td rowspan="1" colspan="1">88.18 (6)</td><td rowspan="1" colspan="1">H1B—N1—H1C</td><td rowspan="1" colspan="1">109.5</td></tr><tr><td rowspan="1" colspan="1">O5—Co1—O8</td><td rowspan="1" colspan="1">86.64 (6)</td><td rowspan="1" colspan="1">C6—C1—C2</td><td rowspan="1" colspan="1">122.21 (15)</td></tr><tr><td rowspan="1" colspan="1">O5<sup>i</sup>—Co1—O8</td><td rowspan="1" colspan="1">93.36 (6)</td><td rowspan="1" colspan="1">C6—C1—N1</td><td rowspan="1" colspan="1">118.02 (14)</td></tr><tr><td rowspan="1" colspan="1">O1—Co1—O8<sup>i</sup></td><td rowspan="1" colspan="1">88.18 (6)</td><td rowspan="1" colspan="1">C2—C1—N1</td><td rowspan="1" colspan="1">119.77 (14)</td></tr><tr><td rowspan="1" colspan="1">O1<sup>i</sup>—Co1—O8<sup>i</sup></td><td rowspan="1" colspan="1">91.82 (6)</td><td rowspan="1" colspan="1">C1—C2—C3</td><td rowspan="1" colspan="1">116.73 (17)</td></tr><tr><td rowspan="1" colspan="1">O5—Co1—O8<sup>i</sup></td><td rowspan="1" colspan="1">93.36 (6)</td><td rowspan="1" colspan="1">C1—C2—C7</td><td rowspan="1" colspan="1">122.34 (15)</td></tr><tr><td rowspan="1" colspan="1">O5<sup>i</sup>—Co1—O8<sup>i</sup></td><td rowspan="1" colspan="1">86.64 (6)</td><td rowspan="1" colspan="1">C3—C2—C7</td><td rowspan="1" colspan="1">120.94 (17)</td></tr><tr><td rowspan="1" colspan="1">O8—Co1—O8<sup>i</sup></td><td rowspan="1" colspan="1">180.0</td><td rowspan="1" colspan="1">C4—C3—C2</td><td rowspan="1" colspan="1">122.00 (18)</td></tr><tr><td rowspan="1" colspan="1">O1—P1—O3</td><td rowspan="1" colspan="1">117.53 (7)</td><td rowspan="1" colspan="1">C4—C3—H3</td><td rowspan="1" colspan="1">119.0</td></tr><tr><td rowspan="1" colspan="1">O1—P1—O2</td><td rowspan="1" colspan="1">110.90 (7)</td><td rowspan="1" colspan="1">C2—C3—H3</td><td rowspan="1" colspan="1">119.0</td></tr><tr><td rowspan="1" colspan="1">O3—P1—O2</td><td rowspan="1" colspan="1">109.47 (7)</td><td rowspan="1" colspan="1">C3—C4—C5</td><td rowspan="1" colspan="1">119.95 (18)</td></tr><tr><td rowspan="1" colspan="1">O1—P1—O4</td><td rowspan="1" colspan="1">109.65 (7)</td><td rowspan="1" colspan="1">C3—C4—H4</td><td rowspan="1" colspan="1">120.0</td></tr><tr><td rowspan="1" colspan="1">O3—P1—O4</td><td rowspan="1" colspan="1">104.33 (7)</td><td rowspan="1" colspan="1">C5—C4—H4</td><td rowspan="1" colspan="1">120.0</td></tr><tr><td rowspan="1" colspan="1">O2—P1—O4</td><td rowspan="1" colspan="1">103.91 (7)</td><td rowspan="1" colspan="1">C4—C5—C6</td><td rowspan="1" colspan="1">119.9 (2)</td></tr><tr><td rowspan="1" colspan="1">O5—P2—O7</td><td rowspan="1" colspan="1">115.99 (7)</td><td rowspan="1" colspan="1">C4—C5—H5</td><td rowspan="1" colspan="1">120.1</td></tr><tr><td rowspan="1" colspan="1">O5—P2—O6</td><td rowspan="1" colspan="1">112.76 (7)</td><td rowspan="1" colspan="1">C6—C5—H5</td><td rowspan="1" colspan="1">120.1</td></tr><tr><td rowspan="1" colspan="1">O7—P2—O6</td><td rowspan="1" colspan="1">108.25 (7)</td><td rowspan="1" colspan="1">C1—C6—C5</td><td rowspan="1" colspan="1">119.22 (18)</td></tr><tr><td rowspan="1" colspan="1">O5—P2—O4</td><td rowspan="1" colspan="1">108.51 (6)</td><td rowspan="1" colspan="1">C1—C6—H6A</td><td rowspan="1" colspan="1">120.4</td></tr><tr><td rowspan="1" colspan="1">O7—P2—O4</td><td rowspan="1" colspan="1">108.93 (7)</td><td rowspan="1" colspan="1">C5—C6—H6A</td><td rowspan="1" colspan="1">120.4</td></tr><tr><td rowspan="1" colspan="1">O6—P2—O4</td><td rowspan="1" colspan="1">101.36 (7)</td><td rowspan="1" colspan="1">C2—C7—H7A</td><td rowspan="1" colspan="1">109.5</td></tr><tr><td rowspan="1" colspan="1">P1—O1—Co1</td><td rowspan="1" colspan="1">134.55 (7)</td><td rowspan="1" colspan="1">C2—C7—H7B</td><td rowspan="1" colspan="1">109.5</td></tr><tr><td rowspan="1" colspan="1">P1—O2—H2</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">P1—O4—P2</td><td rowspan="1" colspan="1">129.26 (7)</td><td rowspan="1" colspan="1">C2—C7—H7C</td><td rowspan="1" colspan="1">109.5</td></tr><tr><td rowspan="1" colspan="1">P2—O5—Co1</td><td rowspan="1" colspan="1">132.40 (6)</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">P2—O6—H6</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">Co1—O8—H2W</td><td rowspan="1" colspan="1">114.2 (17)</td><td rowspan="1" colspan="1"></td><td rowspan="1" colspan="1"></td></tr></table></table-wrap><p>Symmetry codes: (i) −<italic>x</italic>+1, −<italic>y</italic>+1, −<italic>z</italic>+1.</p></sec><sec id="tablewraphbondslong"><title>Hydrogen-bond geometry (Å, °)</title><table-wrap position="anchor" id="d1e2058"><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">O6—H6···O3<sup>ii</sup></td><td rowspan="1" colspan="1">0.82</td><td rowspan="1" colspan="1">1.75</td><td rowspan="1" colspan="1">2.5712 (17)</td><td rowspan="1" colspan="1">177</td></tr><tr><td rowspan="1" colspan="1">O2—H2···O7<sup>iii</sup></td><td rowspan="1" colspan="1">0.82</td><td rowspan="1" colspan="1">1.71</td><td rowspan="1" colspan="1">2.522 (2)</td><td rowspan="1" colspan="1">169</td></tr><tr><td rowspan="1" colspan="1">O8—H2W···O2<sup>iv</sup></td><td rowspan="1" colspan="1">0.84 (1)</td><td rowspan="1" colspan="1">1.98 (1)</td><td rowspan="1" colspan="1">2.8199 (18)</td><td rowspan="1" colspan="1">179 (3)</td></tr><tr><td rowspan="1" colspan="1">O8—H1W···O4<sup>ii</sup></td><td rowspan="1" colspan="1">0.84 (1)</td><td rowspan="1" colspan="1">2.20 (1)</td><td rowspan="1" colspan="1">3.020 (2)</td><td rowspan="1" colspan="1">164 (3)</td></tr><tr><td rowspan="1" colspan="1">N1—H1A···O7<sup>iv</sup></td><td rowspan="1" colspan="1">0.89</td><td rowspan="1" colspan="1">1.89</td><td rowspan="1" colspan="1">2.7788 (18)</td><td rowspan="1" colspan="1">177</td></tr><tr><td rowspan="1" colspan="1">N1—H1B···O5</td><td rowspan="1" colspan="1">0.89</td><td rowspan="1" colspan="1">2.31</td><td rowspan="1" colspan="1">3.0083 (19)</td><td rowspan="1" colspan="1">135</td></tr><tr><td rowspan="1" colspan="1">N1—H1B···O1<sup>i</sup></td><td rowspan="1" colspan="1">0.89</td><td rowspan="1" colspan="1">2.48</td><td rowspan="1" colspan="1">3.105 (2)</td><td rowspan="1" colspan="1">127</td></tr><tr><td rowspan="1" colspan="1">N1—H1C···O3<sup>ii</sup></td><td rowspan="1" colspan="1">0.89</td><td rowspan="1" colspan="1">1.94</td><td rowspan="1" colspan="1">2.821 (2)</td><td rowspan="1" colspan="1">168</td></tr></table></table-wrap><p>Symmetry codes: (ii) −<italic>x</italic>, −<italic>y</italic>+1, −<italic>z</italic>+1; (iii) −<italic>x</italic>+1, −<italic>y</italic>+2, −<italic>z</italic>+1; (iv) <italic>x</italic>, <italic>y</italic>−1, <italic>z</italic>; (i) −<italic>x</italic>+1, −<italic>y</italic>+1, −<italic>z</italic>+1.</p></sec></app></app-group><ref-list><title>References</title><ref id="bb1"><mixed-citation publication-type="other">Brandenburg, K. & Putz, H. 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Commun.</italic><bold>11</bold>, 69–72.</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">O6—H6⋯O3<sup>i</sup></td><td style="" rowspan="1" colspan="1" align="left" valign="top">0.82</td><td style="" rowspan="1" colspan="1" align="left" valign="top">1.75</td><td style="" rowspan="1" colspan="1" align="left" valign="top">2.5712 (17)</td><td style="" rowspan="1" colspan="1" align="left" valign="top">177</td></tr><tr><td style="" rowspan="1" colspan="1" align="left" valign="top">O2—H2⋯O7<sup>ii</sup></td><td style="" rowspan="1" colspan="1" align="left" valign="top">0.82</td><td style="" rowspan="1" colspan="1" align="left" valign="top">1.71</td><td style="" rowspan="1" colspan="1" align="left" valign="top">2.522 (2)</td><td style="" rowspan="1" colspan="1" align="left" valign="top">169</td></tr><tr><td style="" rowspan="1" colspan="1" align="left" valign="top">O8—H2<italic>W</italic>⋯O2<sup>iii</sup></td><td style="" rowspan="1" colspan="1" align="left" valign="top">0.842 (9)</td><td style="" rowspan="1" colspan="1" align="left" valign="top">1.978 (10)</td><td style="" rowspan="1" colspan="1" align="left" valign="top">2.8199 (18)</td><td style="" rowspan="1" colspan="1" align="left" valign="top">179 (3)</td></tr><tr><td style="" rowspan="1" colspan="1" align="left" valign="top">O8—H1<italic>W</italic>⋯O4<sup>i</sup></td><td style="" rowspan="1" colspan="1" align="left" valign="top">0.842 (9)</td><td style="" rowspan="1" colspan="1" align="left" valign="top">2.202 (13)</td><td style="" rowspan="1" colspan="1" align="left" valign="top">3.020 (2)</td><td style="" rowspan="1" colspan="1" align="left" valign="top">164 (3)</td></tr><tr><td style="" rowspan="1" colspan="1" align="left" valign="top">N1—H1<italic>A</italic>⋯O7<sup>iii</sup></td><td style="" rowspan="1" colspan="1" align="left" valign="top">0.89</td><td style="" rowspan="1" colspan="1" align="left" valign="top">1.89</td><td style="" rowspan="1" colspan="1" align="left" valign="top">2.7788 (18)</td><td style="" rowspan="1" colspan="1" align="left" valign="top">177</td></tr><tr><td style="" rowspan="1" colspan="1" align="left" valign="top">N1—H1<italic>B</italic>⋯O5</td><td style="" rowspan="1" colspan="1" align="left" valign="top">0.89</td><td style="" rowspan="1" colspan="1" align="left" valign="top">2.31</td><td style="" rowspan="1" colspan="1" align="left" valign="top">3.0083 (19)</td><td style="" rowspan="1" colspan="1" align="left" valign="top">135</td></tr><tr><td style="" rowspan="1" colspan="1" align="left" valign="top">N1—H1<italic>B</italic>⋯O1<sup>iv</sup></td><td style="" rowspan="1" colspan="1" align="left" valign="top">0.89</td><td style="" rowspan="1" colspan="1" align="left" valign="top">2.48</td><td style="" rowspan="1" colspan="1" align="left" valign="top">3.105 (2)</td><td style="" rowspan="1" colspan="1" align="left" valign="top">127</td></tr><tr><td style="" rowspan="1" colspan="1" align="left" valign="top">N1—H1<italic>C</italic>⋯O3<sup>i</sup></td><td style="" rowspan="1" colspan="1" align="left" valign="top">0.89</td><td style="" rowspan="1" colspan="1" align="left" valign="top">1.94</td><td style="" rowspan="1" colspan="1" align="left" valign="top">2.821 (2)</td><td style="" rowspan="1" colspan="1" align="left" valign="top">168</td></tr></tbody></table><table-wrap-foot><p>Symmetry codes: (i) <inline-formula><inline-graphic xlink:href="e-65-m1487-efi2.jpg" mimetype="image" mime-subtype="gif"></inline-graphic></inline-formula>; (ii) <inline-formula><inline-graphic xlink:href="e-65-m1487-efi3.jpg" mimetype="image" mime-subtype="gif"></inline-graphic></inline-formula>; (iii) <inline-formula><inline-graphic xlink:href="e-65-m1487-efi4.jpg" mimetype="image" mime-subtype="gif"></inline-graphic></inline-formula>; (iv) <inline-formula><inline-graphic xlink:href="e-65-m1487-efi5.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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