Ethylenediammonium tetraaquadisulfatomagnesium(II)
Identifieur interne : 000386 ( Pmc/Corpus ); précédent : 000385; suivant : 000387Ethylenediammonium tetraaquadisulfatomagnesium(II)
Auteurs : Walid Rekik ; Houcine Naïli ; Tahar Mhiri ; Thierry BatailleSource :
- Acta Crystallographica Section E: Structure Reports Online [ 1600-5368 ] ; 2009.
Abstract
The title compound, [NH3(CH2)2NH3][Mg(SO4)2(H2O)4], was synthesized by the slow evaporation method. Its crystal structure can be described as an alternate stacking of inorganic layers of tetraaquabis(sulfato-
Url:
DOI: 10.1107/S1600536809041981
PubMed: 21578145
PubMed Central: 2971149
Links to Exploration step
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<record><TEI><teiHeader><fileDesc><titleStmt><title xml:lang="en">Ethylenediammonium tetraaquadisulfatomagnesium(II)</title>
<author><name sortKey="Rekik, Walid" sort="Rekik, Walid" uniqKey="Rekik W" first="Walid" last="Rekik">Walid Rekik</name>
<affiliation><nlm:aff id="a">Laboratoire de l’Etat Solide, Département de Chimie, Faculté des Sciences de Sfax, BP 802, 3018 SFAX,<country>Tunisia</country>
</nlm:aff>
</affiliation>
</author>
<author><name sortKey="Naili, Houcine" sort="Naili, Houcine" uniqKey="Naili H" first="Houcine" last="Naïli">Houcine Naïli</name>
<affiliation><nlm:aff id="a">Laboratoire de l’Etat Solide, Département de Chimie, Faculté des Sciences de Sfax, BP 802, 3018 SFAX,<country>Tunisia</country>
</nlm:aff>
</affiliation>
</author>
<author><name sortKey="Mhiri, Tahar" sort="Mhiri, Tahar" uniqKey="Mhiri T" first="Tahar" last="Mhiri">Tahar Mhiri</name>
<affiliation><nlm:aff id="a">Laboratoire de l’Etat Solide, Département de Chimie, Faculté des Sciences de Sfax, BP 802, 3018 SFAX,<country>Tunisia</country>
</nlm:aff>
</affiliation>
</author>
<author><name sortKey="Bataille, Thierry" sort="Bataille, Thierry" uniqKey="Bataille T" first="Thierry" last="Bataille">Thierry Bataille</name>
<affiliation><nlm:aff id="b">Laboratoire de Chimie du Solide et Inorganique Moléculaire (CNRS, UMR 6511), Université de Rennes I, Avenue du Général Leclerc, 35042 Rennes CEDEX,<country>France</country>
</nlm:aff>
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<idno type="pmid">21578145</idno>
<idno type="pmc">2971149</idno>
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<idno type="RBID">PMC:2971149</idno>
<idno type="doi">10.1107/S1600536809041981</idno>
<date when="2009">2009</date>
<idno type="wicri:Area/Pmc/Corpus">000386</idno>
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<sourceDesc><biblStruct><analytic><title xml:lang="en" level="a" type="main">Ethylenediammonium tetraaquadisulfatomagnesium(II)</title>
<author><name sortKey="Rekik, Walid" sort="Rekik, Walid" uniqKey="Rekik W" first="Walid" last="Rekik">Walid Rekik</name>
<affiliation><nlm:aff id="a">Laboratoire de l’Etat Solide, Département de Chimie, Faculté des Sciences de Sfax, BP 802, 3018 SFAX,<country>Tunisia</country>
</nlm:aff>
</affiliation>
</author>
<author><name sortKey="Naili, Houcine" sort="Naili, Houcine" uniqKey="Naili H" first="Houcine" last="Naïli">Houcine Naïli</name>
<affiliation><nlm:aff id="a">Laboratoire de l’Etat Solide, Département de Chimie, Faculté des Sciences de Sfax, BP 802, 3018 SFAX,<country>Tunisia</country>
</nlm:aff>
</affiliation>
</author>
<author><name sortKey="Mhiri, Tahar" sort="Mhiri, Tahar" uniqKey="Mhiri T" first="Tahar" last="Mhiri">Tahar Mhiri</name>
<affiliation><nlm:aff id="a">Laboratoire de l’Etat Solide, Département de Chimie, Faculté des Sciences de Sfax, BP 802, 3018 SFAX,<country>Tunisia</country>
</nlm:aff>
</affiliation>
</author>
<author><name sortKey="Bataille, Thierry" sort="Bataille, Thierry" uniqKey="Bataille T" first="Thierry" last="Bataille">Thierry Bataille</name>
<affiliation><nlm:aff id="b">Laboratoire de Chimie du Solide et Inorganique Moléculaire (CNRS, UMR 6511), Université de Rennes I, Avenue du Général Leclerc, 35042 Rennes CEDEX,<country>France</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>
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<front><div type="abstract" xml:lang="en"><p>The title compound, [NH<sub>3</sub>
(CH<sub>2</sub>
)<sub>2</sub>
NH<sub>3</sub>
][Mg(SO<sub>4</sub>
)<sub>2</sub>
(H<sub>2</sub>
O)<sub>4</sub>
], was synthesized by the slow evaporation method. Its crystal structure can be described as an alternate stacking of inorganic layers of tetraaquabis(sulfato-<italic>O</italic>
)magnesium [Mg(SO<sub>4</sub>
)<sub>2</sub>
(H<sub>2</sub>
O)<sub>4</sub>
]<sup>2−</sup>
anions (<inline-formula><inline-graphic xlink:href="e-65-m1404-efi1.jpg" mimetype="image" mime-subtype="gif"></inline-graphic>
</inline-formula>
symmetry) and organic layers of [NH<sub>3</sub>
(CH<sub>2</sub>
)<sub>2</sub>
NH<sub>3</sub>
]<sup>2+</sup>
cations along the crystallographic <italic>b</italic>
axis. The anions, built up from tetrahedral SO<sub>4</sub>
units and octahedral Mg(H<sub>2</sub>
O)<sub>4</sub>
O<sub>2</sub>
units, and the cations are linked together through N—H⋯O hydrogen bonds, forming a three-dimensional network. O—H⋯O interactions are also present.</p>
</div>
</front>
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<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">21578145</article-id>
<article-id pub-id-type="pmc">2971149</article-id>
<article-id pub-id-type="publisher-id">pb2011</article-id>
<article-id pub-id-type="doi">10.1107/S1600536809041981</article-id>
<article-id pub-id-type="coden">ACSEBH</article-id>
<article-id pub-id-type="pii">S1600536809041981</article-id>
<article-categories><subj-group subj-group-type="heading"><subject>Metal-Organic Papers</subject>
</subj-group>
</article-categories>
<title-group><article-title>Ethylenediammonium tetraaquadisulfatomagnesium(II)</article-title>
<alt-title><italic>(C<sub>2</sub>
H<sub>10</sub>
N<sub>2</sub>
)[Mg(SO<sub>4</sub>
)<sub>2</sub>
(H<sub>2</sub>
O)<sub>4</sub>
]</italic>
</alt-title>
</title-group>
<contrib-group><contrib contrib-type="author"><name><surname>Rekik</surname>
<given-names>Walid</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>Naïli</surname>
<given-names>Houcine</given-names>
</name>
<xref ref-type="aff" rid="a">a</xref>
</contrib>
<contrib contrib-type="author"><name><surname>Mhiri</surname>
<given-names>Tahar</given-names>
</name>
<xref ref-type="aff" rid="a">a</xref>
</contrib>
<contrib contrib-type="author"><name><surname>Bataille</surname>
<given-names>Thierry</given-names>
</name>
<xref ref-type="aff" rid="b">b</xref>
</contrib>
<aff id="a"><label>a</label>
Laboratoire de l’Etat Solide, Département de Chimie, Faculté des Sciences de Sfax, BP 802, 3018 SFAX,<country>Tunisia</country>
</aff>
<aff id="b"><label>b</label>
Laboratoire de Chimie du Solide et Inorganique Moléculaire (CNRS, UMR 6511), Université de Rennes I, Avenue du Général Leclerc, 35042 Rennes CEDEX,<country>France</country>
</aff>
</contrib-group>
<author-notes><corresp id="cor">Correspondence e-mail: <email>w_rekik@alinto.com</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>23</day>
<month>10</month>
<year>2009</year>
</pub-date>
<pub-date pub-type="pmc-release"><day>23</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
. </pmc-comment>
<volume>65</volume>
<issue>Pt 11</issue>
<issue-id pub-id-type="publisher-id">e091100</issue-id>
<fpage>m1404</fpage>
<lpage>m1405</lpage>
<history><date date-type="received"><day>01</day>
<month>10</month>
<year>2009</year>
</date>
<date date-type="accepted"><day>13</day>
<month>10</month>
<year>2009</year>
</date>
</history>
<permissions><copyright-statement>© Rekik 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/S1600536809041981">A full version of this article is available from Crystallography Journals Online.</self-uri>
<abstract><p>The title compound, [NH<sub>3</sub>
(CH<sub>2</sub>
)<sub>2</sub>
NH<sub>3</sub>
][Mg(SO<sub>4</sub>
)<sub>2</sub>
(H<sub>2</sub>
O)<sub>4</sub>
], was synthesized by the slow evaporation method. Its crystal structure can be described as an alternate stacking of inorganic layers of tetraaquabis(sulfato-<italic>O</italic>
)magnesium [Mg(SO<sub>4</sub>
)<sub>2</sub>
(H<sub>2</sub>
O)<sub>4</sub>
]<sup>2−</sup>
anions (<inline-formula><inline-graphic xlink:href="e-65-m1404-efi1.jpg" mimetype="image" mime-subtype="gif"></inline-graphic>
</inline-formula>
symmetry) and organic layers of [NH<sub>3</sub>
(CH<sub>2</sub>
)<sub>2</sub>
NH<sub>3</sub>
]<sup>2+</sup>
cations along the crystallographic <italic>b</italic>
axis. The anions, built up from tetrahedral SO<sub>4</sub>
units and octahedral Mg(H<sub>2</sub>
O)<sub>4</sub>
O<sub>2</sub>
units, and the cations are linked together through N—H⋯O hydrogen bonds, forming a three-dimensional network. O—H⋯O interactions are also present.</p>
</abstract>
</article-meta>
</front>
<body><sec id="sec1"><title>Related literature</title>
<p>For organic–inorganic hybrid solids composed of 3<italic>d</italic>
transition metals, sulfate groups and protonated diamines, see: Held (2003<xref ref-type="bibr" rid="bb4"> ▶</xref>
); Naïli <italic>et al.</italic>
(2006<xref ref-type="bibr" rid="bb6"> ▶</xref>
); Rekik <italic>et al.</italic>
(2005<xref ref-type="bibr" rid="bb11"> ▶</xref>
, 2007<xref ref-type="bibr" rid="bb12"> ▶</xref>
, 2008<xref ref-type="bibr" rid="bb13"> ▶</xref>
, 2009<xref ref-type="bibr" rid="bb14"> ▶</xref>
); Rekik, Naïli, Bataille & Mhiri (2006<xref ref-type="bibr" rid="bb9"> ▶</xref>
); Rekik, Naïli, Bataille <italic>et al.</italic>
(2006<xref ref-type="bibr" rid="bb10"> ▶</xref>
); Yahyaoui <italic>et al.</italic>
(2007<xref ref-type="bibr" rid="bb16"> ▶</xref>
). For the isostructural manganese, iron and cobalt compounds, see: Chaabouni <italic>et al.</italic>
(1996<xref ref-type="bibr" rid="bb2"> ▶</xref>
); Held (2003<xref ref-type="bibr" rid="bb4"> ▶</xref>
); Rekik <italic>et al.</italic>
(2008<xref ref-type="bibr" rid="bb13"> ▶</xref>
).<chem-struct id="scheme1"><graphic xlink:href="e-65-m1404-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>2</sub>
H<sub>10</sub>
N<sub>2</sub>
)[Mg(SO<sub>4</sub>
)<sub>2</sub>
(H<sub>2</sub>
O)<sub>4</sub>
]</p>
</list-item>
<list-item><p><italic>M</italic>
<italic><sub>r</sub>
</italic>
= 350.61</p>
</list-item>
<list-item><p>Triclinic, <inline-formula><inline-graphic xlink:href="e-65-m1404-efi2.jpg" mimetype="image" mime-subtype="gif"></inline-graphic>
</inline-formula>
</p>
</list-item>
<list-item><p><italic>a</italic>
= 6.7847 (4) Å</p>
</list-item>
<list-item><p><italic>b</italic>
= 7.0721 (4) Å</p>
</list-item>
<list-item><p><italic>c</italic>
= 7.2217 (4) Å</p>
</list-item>
<list-item><p>α = 74.909 (2)°</p>
</list-item>
<list-item><p>β = 72.378 (2)°</p>
</list-item>
<list-item><p>γ = 79.564 (3)°</p>
</list-item>
<list-item><p><italic>V</italic>
= 316.89 (3) Å<sup>3</sup>
</p>
</list-item>
<list-item><p><italic>Z</italic>
= 1</p>
</list-item>
<list-item><p>Mo <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>
= 293 K</p>
</list-item>
<list-item><p>0.19 × 0.15 × 0.10 mm</p>
</list-item>
</list>
</p>
</sec>
<sec id="sec2.1.2"><title>Data collection</title>
<p><list list-type="simple"><list-item><p>Nonius KappaCCD diffractometer</p>
</list-item>
<list-item><p>Absorption correction: analytical (de Meulenaer & Tompa, 1965<xref ref-type="bibr" rid="bb5"> ▶</xref>
) <italic>T</italic>
<sub>min</sub>
= 0.924, <italic>T</italic>
<sub>max</sub>
= 0.958</p>
</list-item>
<list-item><p>3254 measured reflections</p>
</list-item>
<list-item><p>1408 independent reflections</p>
</list-item>
<list-item><p>1238 reflections with <italic>I</italic>
> 2σ(<italic>I</italic>
)</p>
</list-item>
<list-item><p><italic>R</italic>
<sub>int</sub>
= 0.099</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>
) = 0.142</p>
</list-item>
<list-item><p><italic>S</italic>
= 1.05</p>
</list-item>
<list-item><p>1408 reflections</p>
</list-item>
<list-item><p>104 parameters</p>
</list-item>
<list-item><p>4 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>
= 0.69 e Å<sup>−3</sup>
</p>
</list-item>
<list-item><p>Δρ<sub>min</sub>
= −0.58 e Å<sup>−3</sup>
</p>
</list-item>
</list>
</p>
</sec>
</sec>
<sec id="d5e721"><title></title>
<p>Data collection: <italic>COLLECT</italic>
(Nonius, 1998<xref ref-type="bibr" rid="bb7"> ▶</xref>
); cell refinement: <italic>HKL</italic>
<italic>SCALEPACK</italic>
(Otwinowski & Minor, 1997<xref ref-type="bibr" rid="bb8"> ▶</xref>
); data reduction: <italic>HKL</italic>
<italic>DENZO</italic>
(Otwinowski & Minor, 1997<xref ref-type="bibr" rid="bb8"> ▶</xref>
) and <italic>SCALEPACK</italic>
; program(s) used to solve structure: <italic>SHELXS97</italic>
(Sheldrick, 2008<xref ref-type="bibr" rid="bb15"> ▶</xref>
); program(s) used to refine structure: <italic>SHELXL97</italic>
(Sheldrick, 2008<xref ref-type="bibr" rid="bb15"> ▶</xref>
); molecular graphics: <italic>DIAMOND</italic>
(Brandenburg & Berndt, 1999<xref ref-type="bibr" rid="bb1"> ▶</xref>
); software used to prepare material for publication: <italic>WinGX</italic>
publication routines (Farrugia, 1999<xref ref-type="bibr" rid="bb3"> ▶</xref>
).</p>
</sec>
</sec>
<sec sec-type="supplementary-material"><title>Supplementary Material</title>
<supplementary-material content-type="local-data" xlink:href="e-65-m1404-sup1.cif" position="float" xlink:type="simple"><p>Crystal structure: contains datablocks global, I. DOI: <ext-link ext-link-type="uri" xlink:type="simple" xlink:href="http://dx.doi.org/10.1107/S1600536809041981/pb2011sup1.cif">10.1107/S1600536809041981/pb2011sup1.cif</ext-link>
</p>
<media mimetype="chemical" mime-subtype="x-cif" xlink:href="e-65-m1404-sup1.cif" position="float" xlink:type="simple"></media>
</supplementary-material>
<supplementary-material content-type="local-data" xlink:href="e-65-m1404-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/S1600536809041981/pb2011Isup2.hkl">10.1107/S1600536809041981/pb2011Isup2.hkl</ext-link>
</p>
<media mimetype="text" mime-subtype="plain" xlink:href="e-65-m1404-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?pb2011&file=pb2011sup0.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?pb2011sup1&Qmime=cif" xlink:type="simple">3D view</ext-link>
; <ext-link ext-link-type="uri" xlink:href="http://scripts.iucr.org/cgi-bin/paper?pb2011&checkcif=yes" xlink:type="simple">checkCIF report</ext-link>
</p>
</supplementary-material>
<supplementary-material position="float" xlink:type="simple"><p>Enhanced figure: <ext-link ext-link-type="uri" xlink:type="simple" xlink:href="http://scripts.iucr.org/cgi-bin/cr.cgi?rm=fignum&cnor=pb2011&fignum=3">interactive version of Fig. 3</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?pb2011">PB2011</ext-link>
).</p>
</fn>
</fn-group>
<ack><p>Grateful thanks are expressed to Dr T. Roisnel (Centre de Diffractométrie <italic>X</italic>
, Université de Rennes 1) for the X-ray data collection.</p>
</ack>
<app-group><app><title>supplementary crystallographic
information</title>
<sec id="comment"><title>Comment </title>
<p>Organic-inorganic hybrid materials is the subject of major interest, allowing to
combines some properties of an inorganic material (or a molecule), and some
properties of an organic molecule (or a polymer). This symbiosis between two
worlds of chemistry too long regarded as opposites can also lead to completely
new properties, and opens a wide field of investigations for the chemist. The
applications of these "new" materials cover diverse areas as the properties of
strength, optics, ferroelectricity and ferroelasticity, electronics and ionic
solid ··· Recently, we reported some new organic-inorganic hybrid solids
composed of 3d transition metal, sulfate groups and protonated diamine (Rekik
<italic>et al.</italic>
, 2005; Naïli, <italic>et al.</italic>
, 2006; Rekik <italic>et
al.</italic>
, 2007;
Yahyaoui <italic>et al.</italic>
, 2007; Rekik <italic>et al.</italic>
, 2008; Rekik
<italic>et al.</italic>
,
2009). In the field of our investigations in the organic-inorganic
hybrid
materials, we report here the chemical preparation and the structural
characterization of a new magnesium ethylenediammonium
bis(sulfate)tetrahydrate,[NH<sub>3</sub>
(CH<sub>2</sub>
)<sub>2</sub>
NH<sub>3</sub>
][Mg(SO<sub>4</sub>
)<sub>2</sub>
(H<sub>2</sub>
O)<sub>4</sub>
]. The
title compound is isostructural with the manganese, iron and cobalt related
phases (Chaabouni <italic>et al.</italic>
, 1996; Held <italic>et al.</italic>
, 2003; Rekik
<italic>et
al.</italic>
, 2008). As it can be seen in figure 1, the asymmetric unit of
the
title compound contains only one magnesium atom located at a symmetry centre,
only one sulfate tetrahedron and ethylenediammonium cation lying about
inversion centre. The Mg(II) central atom is octahedrally coordinated by one
oxygen atom of sulfate group, two water molecules and the corresponding
centrosymmetrically located atoms. Each octahedron around Mg shares two oxygen
with two sulfate groups to form trimeric units, [Mg(SO<sub>4</sub>
)<sub>2</sub>
(H<sub>2</sub>
O)<sub>4</sub>
]<sup>2-</sup>
.
The negative charge of the inorganic part is compensated by ethylenediammonium
cations which are located on inversion centres in the inorganic framework
cavities. The structure cohesion and stability are assured by two types of
hydrogen bonds, OW—H···O and N—H···O. Figure 2 shows that the structure
can be described as an alternation between organic and inorganic layers along
the crystallographic <italic>b</italic>
axis.</p>
</sec>
<sec id="experimental"><title>Experimental </title>
<p>Single-crystals of the title compound were grown by slow evaporation at room
temperature of an aqueous solution of MgSO<sub>4</sub>
.7(H<sub>2</sub>
O)/C<sub>2</sub>
H<sub>8</sub>
N<sub>2</sub>
/H<sub>2</sub>
SO<sub>4</sub>
in a ratio 1:1:1. The product was filtered off and washed with a
small amount of distilled water.</p>
</sec>
<sec id="refinement"><title>Refinement </title>
<p>The aqua H atoms were located in difference map and refined with O—H distance
restraints of 0.85 (2) Å and H—H distance restraints of 1.39 (2) Å. H
atoms bonded to C and N atomswere positioned geometrically and allowed to ride
on their parent atom, with C—H = 0.97 Å, N—H = 0.89 Å and
<italic>U</italic>
<sub>iso</sub>
= 1.2<italic>U</italic>
<sub>eq</sub>
(C, N).</p>
</sec>
<sec id="figures"><title>Figures</title>
<fig id="Fap1"><label>Fig. 1.</label>
<caption><p>A part of the crystal structure of the title compound showing the asymmetric unit (expanded by symmetry to give complete organic cation and trimeric unit) and atom numbering. Displacement ellipsoids are drawn at the 50% probability level. Hydrogen bonds are represented by dashed lines.[Symmetry codes: (I) -x, -y - 1, -z; (II) -x - 1, -y + 2, -z + 1.]</p>
</caption>
<graphic xlink:href="e-65-m1404-fig1"></graphic>
</fig>
<fig id="Fap2"><label>Fig. 2.</label>
<caption><p>Projection of the crystal structure of the title compound along the c axis, with hydrogen bonds indicated as dashed lines.</p>
</caption>
<graphic xlink:href="e-65-m1404-fig2"></graphic>
</fig>
<fig id="Fap3"><label>Fig. 3.</label>
<caption><p>The asymmetric unit of the title compound.</p>
</caption>
<graphic xlink:href="e-65-m1404-fig3"></graphic>
</fig>
</sec>
<sec id="tablewrapcrystaldatalong"><title>Crystal data</title>
<table-wrap position="anchor" id="d1e228"><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>2</sub>
H<sub>10</sub>
N<sub>2</sub>
)[Mg(SO<sub>4</sub>
)<sub>2</sub>
(HO)<sub>4</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>
= 350.61</td>
<td rowspan="1" colspan="1"><italic>F</italic>
(000) = 184</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>
= 1.837 Mg m<sup>−</sup>
<sup>3</sup>
</td>
</tr>
<tr><td rowspan="1" colspan="1">Hall symbol: -P 1</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>
= 6.7847 (4) Å</td>
<td rowspan="1" colspan="1">Cell parameters from 3254 reflections</td>
</tr>
<tr><td rowspan="1" colspan="1"><italic>b</italic>
= 7.0721 (4) Å</td>
<td rowspan="1" colspan="1">θ = 3.0–27.4°</td>
</tr>
<tr><td rowspan="1" colspan="1"><italic>c</italic>
= 7.2217 (4) Å</td>
<td rowspan="1" colspan="1">µ = 0.53 mm<sup>−</sup>
<sup>1</sup>
</td>
</tr>
<tr><td rowspan="1" colspan="1">α = 74.909 (2)°</td>
<td rowspan="1" colspan="1"><italic>T</italic>
= 293 K</td>
</tr>
<tr><td rowspan="1" colspan="1">β = 72.378 (2)°</td>
<td rowspan="1" colspan="1">Prism, colourless</td>
</tr>
<tr><td rowspan="1" colspan="1">γ = 79.564 (3)°</td>
<td rowspan="1" colspan="1">0.19 × 0.15 × 0.10 mm</td>
</tr>
<tr><td rowspan="1" colspan="1"><italic>V</italic>
= 316.89 (3) Å<sup>3</sup>
</td>
<td rowspan="1" colspan="1"></td>
</tr>
</table>
</table-wrap>
</sec>
<sec id="tablewrapdatacollectionlong"><title>Data collection</title>
<table-wrap position="anchor" id="d1e372"><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">Nonius KappaCCD diffractometer</td>
<td rowspan="1" colspan="1">1408 independent reflections</td>
</tr>
<tr><td rowspan="1" colspan="1">Radiation source: fine-focus sealed tube</td>
<td rowspan="1" colspan="1">1238 reflections with <italic>I</italic>
> 2σ(<italic>I</italic>
)</td>
</tr>
<tr><td rowspan="1" colspan="1">horizonally mounted graphite crystal</td>
<td rowspan="1" colspan="1"><italic>R</italic>
<sub>int</sub>
= 0.099</td>
</tr>
<tr><td rowspan="1" colspan="1">Detector resolution: 9 pixels mm<sup>-1</sup>
</td>
<td rowspan="1" colspan="1">θ<sub>max</sub>
= 27.4°, θ<sub>min</sub>
= 3.0°</td>
</tr>
<tr><td rowspan="1" colspan="1">CCD rotation images, thick slices scans</td>
<td rowspan="1" colspan="1"><italic>h</italic>
= −8→8</td>
</tr>
<tr><td rowspan="1" colspan="1">Absorption correction: analytical (de Meulenaer & Tompa, 1965)</td>
<td rowspan="1" colspan="1"><italic>k</italic>
= −9→9</td>
</tr>
<tr><td rowspan="1" colspan="1"><italic>T</italic>
<sub>min</sub>
= 0.924, <italic>T</italic>
<sub>max</sub>
= 0.958</td>
<td rowspan="1" colspan="1"><italic>l</italic>
= −9→9</td>
</tr>
<tr><td rowspan="1" colspan="1">3254 measured reflections</td>
<td rowspan="1" colspan="1"></td>
</tr>
</table>
</table-wrap>
</sec>
<sec id="tablewraprefinementdatalong"><title>Refinement</title>
<table-wrap position="anchor" id="d1e487"><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>
) = 0.142</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>
= 1.05</td>
<td rowspan="1" colspan="1"><italic>w</italic>
= 1/[σ<sup>2</sup>
(<italic>F</italic>
<sub>o</sub>
<sup>2</sup>
) + (0.0725<italic>P</italic>
)<sup>2</sup>
+ 0.1042<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">1408 reflections</td>
<td rowspan="1" colspan="1">(Δ/σ)<sub>max</sub>
= 0.001</td>
</tr>
<tr><td rowspan="1" colspan="1">104 parameters</td>
<td rowspan="1" colspan="1">Δρ<sub>max</sub>
= 0.69 e Å<sup>−</sup>
<sup>3</sup>
</td>
</tr>
<tr><td rowspan="1" colspan="1">4 restraints</td>
<td rowspan="1" colspan="1">Δρ<sub>min</sub>
= −0.58 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="d1e644"><table rules="all" frame="box" style="table-layout:fixed"><tr><td rowspan="1" colspan="1">Experimental. Data were corrected for Lorentz-polarization effects and an analytical
absorption correction (de Meulenaer & Tompa, 1965) was applied. The structure
was solved in the P -1 space group by the direct methods (Mg and S) and
subsequent difference Fourier syntheses (all other atoms), with an exception
for H atoms bonded to C and N atoms which are positioned geometrically.</td>
</tr>
<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="d1e749"><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">Mg</td>
<td rowspan="1" colspan="1">0.0000</td>
<td rowspan="1" colspan="1">0.5000</td>
<td rowspan="1" colspan="1">0.0000</td>
<td rowspan="1" colspan="1">0.0186 (3)</td>
<td rowspan="1" colspan="1"></td>
</tr>
<tr><td rowspan="1" colspan="1">S</td>
<td rowspan="1" colspan="1">0.19880 (7)</td>
<td rowspan="1" colspan="1">0.72309 (7)</td>
<td rowspan="1" colspan="1">0.25068 (7)</td>
<td rowspan="1" colspan="1">0.0178 (3)</td>
<td rowspan="1" colspan="1"></td>
</tr>
<tr><td rowspan="1" colspan="1">OW1</td>
<td rowspan="1" colspan="1">0.0843 (3)</td>
<td rowspan="1" colspan="1">0.2584 (3)</td>
<td rowspan="1" colspan="1">0.2036 (3)</td>
<td rowspan="1" colspan="1">0.0330 (5)</td>
<td rowspan="1" colspan="1"></td>
</tr>
<tr><td rowspan="1" colspan="1">OW2</td>
<td rowspan="1" colspan="1">0.2566 (3)</td>
<td rowspan="1" colspan="1">0.4397 (3)</td>
<td rowspan="1" colspan="1">−0.2311 (3)</td>
<td rowspan="1" colspan="1">0.0278 (4)</td>
<td rowspan="1" colspan="1"></td>
</tr>
<tr><td rowspan="1" colspan="1">O1</td>
<td rowspan="1" colspan="1">0.3220 (3)</td>
<td rowspan="1" colspan="1">0.5558 (3)</td>
<td rowspan="1" colspan="1">0.3453 (3)</td>
<td rowspan="1" colspan="1">0.0282 (4)</td>
<td rowspan="1" colspan="1"></td>
</tr>
<tr><td rowspan="1" colspan="1">O2</td>
<td rowspan="1" colspan="1">−0.0021 (3)</td>
<td rowspan="1" colspan="1">0.7650 (3)</td>
<td rowspan="1" colspan="1">0.3921 (2)</td>
<td rowspan="1" colspan="1">0.0298 (4)</td>
<td rowspan="1" colspan="1"></td>
</tr>
<tr><td rowspan="1" colspan="1">O3</td>
<td rowspan="1" colspan="1">0.3142 (3)</td>
<td rowspan="1" colspan="1">0.8975 (2)</td>
<td rowspan="1" colspan="1">0.1783 (2)</td>
<td rowspan="1" colspan="1">0.0258 (4)</td>
<td rowspan="1" colspan="1"></td>
</tr>
<tr><td rowspan="1" colspan="1">O4</td>
<td rowspan="1" colspan="1">0.1602 (3)</td>
<td rowspan="1" colspan="1">0.6817 (2)</td>
<td rowspan="1" colspan="1">0.0741 (2)</td>
<td rowspan="1" colspan="1">0.0254 (4)</td>
<td rowspan="1" colspan="1"></td>
</tr>
<tr><td rowspan="1" colspan="1">N</td>
<td rowspan="1" colspan="1">−0.3262 (3)</td>
<td rowspan="1" colspan="1">1.0074 (3)</td>
<td rowspan="1" colspan="1">0.2425 (3)</td>
<td rowspan="1" colspan="1">0.0259 (5)</td>
<td rowspan="1" colspan="1"></td>
</tr>
<tr><td rowspan="1" colspan="1">H0A</td>
<td rowspan="1" colspan="1">−0.2677</td>
<td rowspan="1" colspan="1">1.1054</td>
<td rowspan="1" colspan="1">0.1482</td>
<td rowspan="1" colspan="1">0.039*</td>
<td rowspan="1" colspan="1"></td>
</tr>
<tr><td rowspan="1" colspan="1">H0B</td>
<td rowspan="1" colspan="1">−0.4085</td>
<td rowspan="1" colspan="1">0.9564</td>
<td rowspan="1" colspan="1">0.1974</td>
<td rowspan="1" colspan="1">0.039*</td>
<td rowspan="1" colspan="1"></td>
</tr>
<tr><td rowspan="1" colspan="1">H0C</td>
<td rowspan="1" colspan="1">−0.2274</td>
<td rowspan="1" colspan="1">0.9145</td>
<td rowspan="1" colspan="1">0.2752</td>
<td rowspan="1" colspan="1">0.039*</td>
<td rowspan="1" colspan="1"></td>
</tr>
<tr><td rowspan="1" colspan="1">C</td>
<td rowspan="1" colspan="1">−0.4508 (4)</td>
<td rowspan="1" colspan="1">1.0834 (3)</td>
<td rowspan="1" colspan="1">0.4201 (3)</td>
<td rowspan="1" colspan="1">0.0246 (5)</td>
<td rowspan="1" colspan="1"></td>
</tr>
<tr><td rowspan="1" colspan="1">H0D</td>
<td rowspan="1" colspan="1">−0.5582</td>
<td rowspan="1" colspan="1">1.1854</td>
<td rowspan="1" colspan="1">0.3852</td>
<td rowspan="1" colspan="1">0.029*</td>
<td rowspan="1" colspan="1"></td>
</tr>
<tr><td rowspan="1" colspan="1">H0E</td>
<td rowspan="1" colspan="1">−0.3622</td>
<td rowspan="1" colspan="1">1.1406</td>
<td rowspan="1" colspan="1">0.4691</td>
<td rowspan="1" colspan="1">0.029*</td>
<td rowspan="1" colspan="1"></td>
</tr>
<tr><td rowspan="1" colspan="1">H11</td>
<td rowspan="1" colspan="1">0.045 (6)</td>
<td rowspan="1" colspan="1">0.262 (6)</td>
<td rowspan="1" colspan="1">0.329 (3)</td>
<td rowspan="1" colspan="1">0.053 (10)*</td>
<td rowspan="1" colspan="1"></td>
</tr>
<tr><td rowspan="1" colspan="1">H12</td>
<td rowspan="1" colspan="1">0.156 (5)</td>
<td rowspan="1" colspan="1">0.145 (3)</td>
<td rowspan="1" colspan="1">0.193 (5)</td>
<td rowspan="1" colspan="1">0.038 (8)*</td>
<td rowspan="1" colspan="1"></td>
</tr>
<tr><td rowspan="1" colspan="1">H21</td>
<td rowspan="1" colspan="1">0.378 (3)</td>
<td rowspan="1" colspan="1">0.444 (5)</td>
<td rowspan="1" colspan="1">−0.227 (5)</td>
<td rowspan="1" colspan="1">0.040 (9)*</td>
<td rowspan="1" colspan="1"></td>
</tr>
<tr><td rowspan="1" colspan="1">H22</td>
<td rowspan="1" colspan="1">0.255 (7)</td>
<td rowspan="1" colspan="1">0.458 (6)</td>
<td rowspan="1" colspan="1">−0.355 (3)</td>
<td rowspan="1" colspan="1">0.058 (11)*</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="d1e1036"><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">Mg</td>
<td rowspan="1" colspan="1">0.0188 (5)</td>
<td rowspan="1" colspan="1">0.0196 (5)</td>
<td rowspan="1" colspan="1">0.0190 (5)</td>
<td rowspan="1" colspan="1">−0.0045 (4)</td>
<td rowspan="1" colspan="1">−0.0084 (4)</td>
<td rowspan="1" colspan="1">−0.0013 (4)</td>
</tr>
<tr><td rowspan="1" colspan="1">S</td>
<td rowspan="1" colspan="1">0.0169 (3)</td>
<td rowspan="1" colspan="1">0.0199 (4)</td>
<td rowspan="1" colspan="1">0.0175 (3)</td>
<td rowspan="1" colspan="1">−0.0035 (2)</td>
<td rowspan="1" colspan="1">−0.0079 (2)</td>
<td rowspan="1" colspan="1">−0.0006 (2)</td>
</tr>
<tr><td rowspan="1" colspan="1">OW1</td>
<td rowspan="1" colspan="1">0.0485 (11)</td>
<td rowspan="1" colspan="1">0.0264 (9)</td>
<td rowspan="1" colspan="1">0.0244 (9)</td>
<td rowspan="1" colspan="1">0.0062 (8)</td>
<td rowspan="1" colspan="1">−0.0186 (8)</td>
<td rowspan="1" colspan="1">−0.0026 (7)</td>
</tr>
<tr><td rowspan="1" colspan="1">OW2</td>
<td rowspan="1" colspan="1">0.0193 (8)</td>
<td rowspan="1" colspan="1">0.0409 (10)</td>
<td rowspan="1" colspan="1">0.0242 (8)</td>
<td rowspan="1" colspan="1">−0.0047 (7)</td>
<td rowspan="1" colspan="1">−0.0079 (7)</td>
<td rowspan="1" colspan="1">−0.0054 (7)</td>
</tr>
<tr><td rowspan="1" colspan="1">O1</td>
<td rowspan="1" colspan="1">0.0244 (8)</td>
<td rowspan="1" colspan="1">0.0259 (9)</td>
<td rowspan="1" colspan="1">0.0313 (9)</td>
<td rowspan="1" colspan="1">−0.0002 (7)</td>
<td rowspan="1" colspan="1">−0.0143 (7)</td>
<td rowspan="1" colspan="1">0.0052 (7)</td>
</tr>
<tr><td rowspan="1" colspan="1">O2</td>
<td rowspan="1" colspan="1">0.0214 (8)</td>
<td rowspan="1" colspan="1">0.0410 (10)</td>
<td rowspan="1" colspan="1">0.0230 (8)</td>
<td rowspan="1" colspan="1">−0.0011 (7)</td>
<td rowspan="1" colspan="1">−0.0043 (7)</td>
<td rowspan="1" colspan="1">−0.0039 (7)</td>
</tr>
<tr><td rowspan="1" colspan="1">O3</td>
<td rowspan="1" colspan="1">0.0279 (9)</td>
<td rowspan="1" colspan="1">0.0249 (9)</td>
<td rowspan="1" colspan="1">0.0290 (9)</td>
<td rowspan="1" colspan="1">−0.0111 (7)</td>
<td rowspan="1" colspan="1">−0.0134 (7)</td>
<td rowspan="1" colspan="1">−0.0013 (7)</td>
</tr>
<tr><td rowspan="1" colspan="1">O4</td>
<td rowspan="1" colspan="1">0.0287 (9)</td>
<td rowspan="1" colspan="1">0.0314 (9)</td>
<td rowspan="1" colspan="1">0.0198 (8)</td>
<td rowspan="1" colspan="1">−0.0136 (7)</td>
<td rowspan="1" colspan="1">−0.0086 (7)</td>
<td rowspan="1" colspan="1">−0.0026 (7)</td>
</tr>
<tr><td rowspan="1" colspan="1">N</td>
<td rowspan="1" colspan="1">0.0257 (10)</td>
<td rowspan="1" colspan="1">0.0291 (10)</td>
<td rowspan="1" colspan="1">0.0204 (9)</td>
<td rowspan="1" colspan="1">−0.0045 (8)</td>
<td rowspan="1" colspan="1">−0.0059 (8)</td>
<td rowspan="1" colspan="1">−0.0005 (8)</td>
</tr>
<tr><td rowspan="1" colspan="1">C</td>
<td rowspan="1" colspan="1">0.0287 (11)</td>
<td rowspan="1" colspan="1">0.0240 (12)</td>
<td rowspan="1" colspan="1">0.0196 (10)</td>
<td rowspan="1" colspan="1">−0.0073 (9)</td>
<td rowspan="1" colspan="1">−0.0056 (9)</td>
<td rowspan="1" colspan="1">−0.0004 (9)</td>
</tr>
</table>
</table-wrap>
</sec>
<sec id="tablewrapgeomlong"><title>Geometric parameters (Å, °)</title>
<table-wrap position="anchor" id="d1e1287"><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">Mg—OW1</td>
<td rowspan="1" colspan="1">2.0632 (18)</td>
<td rowspan="1" colspan="1">OW1—H12</td>
<td rowspan="1" colspan="1">0.869 (18)</td>
</tr>
<tr><td rowspan="1" colspan="1">Mg—OW1<sup>i</sup>
</td>
<td rowspan="1" colspan="1">2.0632 (18)</td>
<td rowspan="1" colspan="1">OW2—H21</td>
<td rowspan="1" colspan="1">0.841 (19)</td>
</tr>
<tr><td rowspan="1" colspan="1">Mg—O4<sup>i</sup>
</td>
<td rowspan="1" colspan="1">2.0826 (15)</td>
<td rowspan="1" colspan="1">OW2—H22</td>
<td rowspan="1" colspan="1">0.871 (19)</td>
</tr>
<tr><td rowspan="1" colspan="1">Mg—O4</td>
<td rowspan="1" colspan="1">2.0826 (15)</td>
<td rowspan="1" colspan="1">N—C</td>
<td rowspan="1" colspan="1">1.479 (3)</td>
</tr>
<tr><td rowspan="1" colspan="1">Mg—OW2</td>
<td rowspan="1" colspan="1">2.0833 (18)</td>
<td rowspan="1" colspan="1">N—H0A</td>
<td rowspan="1" colspan="1">0.8900</td>
</tr>
<tr><td rowspan="1" colspan="1">Mg—OW2<sup>i</sup>
</td>
<td rowspan="1" colspan="1">2.0833 (18)</td>
<td rowspan="1" colspan="1">N—H0B</td>
<td rowspan="1" colspan="1">0.8900</td>
</tr>
<tr><td rowspan="1" colspan="1">S—O1</td>
<td rowspan="1" colspan="1">1.4605 (17)</td>
<td rowspan="1" colspan="1">N—H0C</td>
<td rowspan="1" colspan="1">0.8900</td>
</tr>
<tr><td rowspan="1" colspan="1">S—O2</td>
<td rowspan="1" colspan="1">1.4688 (17)</td>
<td rowspan="1" colspan="1">C—C<sup>ii</sup>
</td>
<td rowspan="1" colspan="1">1.510 (4)</td>
</tr>
<tr><td rowspan="1" colspan="1">S—O3</td>
<td rowspan="1" colspan="1">1.4748 (16)</td>
<td rowspan="1" colspan="1">C—H0D</td>
<td rowspan="1" colspan="1">0.9700</td>
</tr>
<tr><td rowspan="1" colspan="1">S—O4</td>
<td rowspan="1" colspan="1">1.4844 (15)</td>
<td rowspan="1" colspan="1">C—H0E</td>
<td rowspan="1" colspan="1">0.9700</td>
</tr>
<tr><td rowspan="1" colspan="1">OW1—H11</td>
<td rowspan="1" colspan="1">0.866 (19)</td>
<td rowspan="1" colspan="1"></td>
<td rowspan="1" colspan="1"></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">OW1—Mg—OW1<sup>i</sup>
</td>
<td rowspan="1" colspan="1">180.00 (13)</td>
<td rowspan="1" colspan="1">O3—S—O4</td>
<td rowspan="1" colspan="1">106.73 (9)</td>
</tr>
<tr><td rowspan="1" colspan="1">OW1—Mg—O4<sup>i</sup>
</td>
<td rowspan="1" colspan="1">87.87 (7)</td>
<td rowspan="1" colspan="1">Mg—OW1—H11</td>
<td rowspan="1" colspan="1">119 (3)</td>
</tr>
<tr><td rowspan="1" colspan="1">OW1<sup>i</sup>
—Mg—O4<sup>i</sup>
</td>
<td rowspan="1" colspan="1">92.13 (7)</td>
<td rowspan="1" colspan="1">Mg—OW1—H12</td>
<td rowspan="1" colspan="1">133 (2)</td>
</tr>
<tr><td rowspan="1" colspan="1">OW1—Mg—O4</td>
<td rowspan="1" colspan="1">92.13 (7)</td>
<td rowspan="1" colspan="1">H11—OW1—H12</td>
<td rowspan="1" colspan="1">108 (4)</td>
</tr>
<tr><td rowspan="1" colspan="1">OW1<sup>i</sup>
—Mg—O4</td>
<td rowspan="1" colspan="1">87.87 (7)</td>
<td rowspan="1" colspan="1">Mg—OW2—H21</td>
<td rowspan="1" colspan="1">121 (2)</td>
</tr>
<tr><td rowspan="1" colspan="1">O4<sup>i</sup>
—Mg—O4</td>
<td rowspan="1" colspan="1">180.000 (1)</td>
<td rowspan="1" colspan="1">Mg—OW2—H22</td>
<td rowspan="1" colspan="1">125 (3)</td>
</tr>
<tr><td rowspan="1" colspan="1">OW1—Mg—OW2</td>
<td rowspan="1" colspan="1">93.30 (8)</td>
<td rowspan="1" colspan="1">H21—OW2—H22</td>
<td rowspan="1" colspan="1">109 (4)</td>
</tr>
<tr><td rowspan="1" colspan="1">OW1<sup>i</sup>
—Mg—OW2</td>
<td rowspan="1" colspan="1">86.70 (8)</td>
<td rowspan="1" colspan="1">S—O4—Mg</td>
<td rowspan="1" colspan="1">140.66 (9)</td>
</tr>
<tr><td rowspan="1" colspan="1">O4<sup>i</sup>
—Mg—OW2</td>
<td rowspan="1" colspan="1">88.50 (7)</td>
<td rowspan="1" colspan="1">C—N—H0A</td>
<td rowspan="1" colspan="1">109.5</td>
</tr>
<tr><td rowspan="1" colspan="1">O4—Mg—OW2</td>
<td rowspan="1" colspan="1">91.50 (7)</td>
<td rowspan="1" colspan="1">C—N—H0B</td>
<td rowspan="1" colspan="1">109.5</td>
</tr>
<tr><td rowspan="1" colspan="1">OW1—Mg—OW2<sup>i</sup>
</td>
<td rowspan="1" colspan="1">86.70 (8)</td>
<td rowspan="1" colspan="1">H0A—N—H0B</td>
<td rowspan="1" colspan="1">109.5</td>
</tr>
<tr><td rowspan="1" colspan="1">OW1<sup>i</sup>
—Mg—OW2<sup>i</sup>
</td>
<td rowspan="1" colspan="1">93.30 (8)</td>
<td rowspan="1" colspan="1">C—N—H0C</td>
<td rowspan="1" colspan="1">109.5</td>
</tr>
<tr><td rowspan="1" colspan="1">O4<sup>i</sup>
—Mg—OW2<sup>i</sup>
</td>
<td rowspan="1" colspan="1">91.50 (7)</td>
<td rowspan="1" colspan="1">H0A—N—H0C</td>
<td rowspan="1" colspan="1">109.5</td>
</tr>
<tr><td rowspan="1" colspan="1">O4—Mg—OW2<sup>i</sup>
</td>
<td rowspan="1" colspan="1">88.50 (7)</td>
<td rowspan="1" colspan="1">H0B—N—H0C</td>
<td rowspan="1" colspan="1">109.5</td>
</tr>
<tr><td rowspan="1" colspan="1">OW2—Mg—OW2<sup>i</sup>
</td>
<td rowspan="1" colspan="1">180.00 (8)</td>
<td rowspan="1" colspan="1">N—C—C<sup>ii</sup>
</td>
<td rowspan="1" colspan="1">109.3 (2)</td>
</tr>
<tr><td rowspan="1" colspan="1">O1—S—O2</td>
<td rowspan="1" colspan="1">110.22 (10)</td>
<td rowspan="1" colspan="1">N—C—H0D</td>
<td rowspan="1" colspan="1">109.8</td>
</tr>
<tr><td rowspan="1" colspan="1">O1—S—O3</td>
<td rowspan="1" colspan="1">109.88 (10)</td>
<td rowspan="1" colspan="1">C<sup>ii</sup>
—C—H0D</td>
<td rowspan="1" colspan="1">109.8</td>
</tr>
<tr><td rowspan="1" colspan="1">O2—S—O3</td>
<td rowspan="1" colspan="1">110.33 (11)</td>
<td rowspan="1" colspan="1">N—C—H0E</td>
<td rowspan="1" colspan="1">109.8</td>
</tr>
<tr><td rowspan="1" colspan="1">O1—S—O4</td>
<td rowspan="1" colspan="1">110.76 (10)</td>
<td rowspan="1" colspan="1">C<sup>ii</sup>
—C—H0E</td>
<td rowspan="1" colspan="1">109.8</td>
</tr>
<tr><td rowspan="1" colspan="1">O2—S—O4</td>
<td rowspan="1" colspan="1">108.85 (9)</td>
<td rowspan="1" colspan="1">H0D—C—H0E</td>
<td rowspan="1" colspan="1">108.3</td>
</tr>
</table>
</table-wrap>
<p>Symmetry codes: (i) −<italic>x</italic>
, −<italic>y</italic>
+1, −<italic>z</italic>
; (ii) −<italic>x</italic>
−1, −<italic>y</italic>
+2, −<italic>z</italic>
+1.</p>
</sec>
<sec id="tablewraphbondslong"><title>Hydrogen-bond geometry (Å, °)</title>
<table-wrap position="anchor" id="d1e1663"><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">N—H0A···O4<sup>iii</sup>
</td>
<td rowspan="1" colspan="1">0.89</td>
<td rowspan="1" colspan="1">1.95</td>
<td rowspan="1" colspan="1">2.838 (2)</td>
<td rowspan="1" colspan="1">174</td>
</tr>
<tr><td rowspan="1" colspan="1">N—H0B···O3<sup>iv</sup>
</td>
<td rowspan="1" colspan="1">0.89</td>
<td rowspan="1" colspan="1">2.05</td>
<td rowspan="1" colspan="1">2.886 (3)</td>
<td rowspan="1" colspan="1">156</td>
</tr>
<tr><td rowspan="1" colspan="1">N—H0C···O2</td>
<td rowspan="1" colspan="1">0.89</td>
<td rowspan="1" colspan="1">1.97</td>
<td rowspan="1" colspan="1">2.837 (3)</td>
<td rowspan="1" colspan="1">163</td>
</tr>
<tr><td rowspan="1" colspan="1">OW1—H11···O2<sup>v</sup>
</td>
<td rowspan="1" colspan="1">0.87 (2)</td>
<td rowspan="1" colspan="1">1.91 (2)</td>
<td rowspan="1" colspan="1">2.767 (2)</td>
<td rowspan="1" colspan="1">169 (4)</td>
</tr>
<tr><td rowspan="1" colspan="1">OW1—H12···O3<sup>vi</sup>
</td>
<td rowspan="1" colspan="1">0.87 (2)</td>
<td rowspan="1" colspan="1">1.89 (2)</td>
<td rowspan="1" colspan="1">2.758 (3)</td>
<td rowspan="1" colspan="1">178 (3)</td>
</tr>
<tr><td rowspan="1" colspan="1">OW2—H21···O1<sup>vii</sup>
</td>
<td rowspan="1" colspan="1">0.84 (2)</td>
<td rowspan="1" colspan="1">1.95 (2)</td>
<td rowspan="1" colspan="1">2.729 (2)</td>
<td rowspan="1" colspan="1">153 (3)</td>
</tr>
<tr><td rowspan="1" colspan="1">OW2—H22···O1<sup>viii</sup>
</td>
<td rowspan="1" colspan="1">0.87 (2)</td>
<td rowspan="1" colspan="1">2.03 (2)</td>
<td rowspan="1" colspan="1">2.869 (2)</td>
<td rowspan="1" colspan="1">162 (4)</td>
</tr>
</table>
</table-wrap>
<p>Symmetry codes: (iii) −<italic>x</italic>
, −<italic>y</italic>
+2, −<italic>z</italic>
; (iv) <italic>x</italic>
−1, <italic>y</italic>
, <italic>z</italic>
; (v) −<italic>x</italic>
, −<italic>y</italic>
+1, −<italic>z</italic>
+1; (vi) <italic>x</italic>
, <italic>y</italic>
−1, <italic>z</italic>
; (vii) −<italic>x</italic>
+1, −<italic>y</italic>
+1, −<italic>z</italic>
; (viii) <italic>x</italic>
, <italic>y</italic>
, <italic>z</italic>
−1.</p>
</sec>
</app>
</app-group>
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</back>
<floats-group><table-wrap id="table1" position="float"><label>Table 1</label>
<caption><title>Selected bond distances (Å)</title>
</caption>
<table frame="hsides" rules="groups"><tbody valign="top"><tr><td style="" rowspan="1" colspan="1" align="left" valign="top">Mg—O<italic>W</italic>
1</td>
<td style="" rowspan="1" colspan="1" align="char" valign="top">2.0632 (18)</td>
</tr>
<tr><td style="" rowspan="1" colspan="1" align="left" valign="top">Mg—O4</td>
<td style="" rowspan="1" colspan="1" align="char" valign="top">2.0826 (15)</td>
</tr>
<tr><td style="" rowspan="1" colspan="1" align="left" valign="top">Mg—O<italic>W</italic>
2</td>
<td style="" rowspan="1" colspan="1" align="char" valign="top">2.0833 (18)</td>
</tr>
<tr><td style="" rowspan="1" colspan="1" align="left" valign="top">S—O1</td>
<td style="" rowspan="1" colspan="1" align="char" valign="top">1.4605 (17)</td>
</tr>
<tr><td style="" rowspan="1" colspan="1" align="left" valign="top">S—O2</td>
<td style="" rowspan="1" colspan="1" align="char" valign="top">1.4688 (17)</td>
</tr>
<tr><td style="" rowspan="1" colspan="1" align="left" valign="top">S—O3</td>
<td style="" rowspan="1" colspan="1" align="char" valign="top">1.4748 (16)</td>
</tr>
<tr><td style="" rowspan="1" colspan="1" align="left" valign="top">S—O4</td>
<td style="" rowspan="1" colspan="1" align="char" valign="top">1.4844 (15)</td>
</tr>
</tbody>
</table>
</table-wrap>
<table-wrap id="table2" position="float"><label>Table 2</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">N—H0<italic>A</italic>
⋯O4<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">1.95</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">2.838 (2)</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">174</td>
</tr>
<tr><td style="" rowspan="1" colspan="1" align="left" valign="top">N—H0<italic>B</italic>
⋯O3<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">2.05</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">2.886 (3)</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">156</td>
</tr>
<tr><td style="" rowspan="1" colspan="1" align="left" valign="top">N—H0<italic>C</italic>
⋯O2</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">0.89</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">1.97</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">2.837 (3)</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">163</td>
</tr>
<tr><td style="" rowspan="1" colspan="1" align="left" valign="top">O<italic>W</italic>
1—H11⋯O2<sup>v</sup>
</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">0.866 (19)</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">1.91 (2)</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">2.767 (2)</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">169 (4)</td>
</tr>
<tr><td style="" rowspan="1" colspan="1" align="left" valign="top">O<italic>W</italic>
1—H12⋯O3<sup>vi</sup>
</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">0.869 (18)</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">1.890 (19)</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">2.758 (3)</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">178 (3)</td>
</tr>
<tr><td style="" rowspan="1" colspan="1" align="left" valign="top">O<italic>W</italic>
2—H21⋯O1<sup>vii</sup>
</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">0.841 (19)</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">1.95 (2)</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">2.729 (2)</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">153 (3)</td>
</tr>
<tr><td style="" rowspan="1" colspan="1" align="left" valign="top">O<italic>W</italic>
2—H22⋯O1<sup>viii</sup>
</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">0.871 (19)</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">2.03 (2)</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">2.869 (2)</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">162 (4)</td>
</tr>
</tbody>
</table>
<table-wrap-foot><p>Symmetry codes: (iii) <inline-formula><inline-graphic xlink:href="e-65-m1404-efi3.jpg" mimetype="image" mime-subtype="gif"></inline-graphic>
</inline-formula>
; (iv) <inline-formula><inline-graphic xlink:href="e-65-m1404-efi4.jpg" mimetype="image" mime-subtype="gif"></inline-graphic>
</inline-formula>
; (v) <inline-formula><inline-graphic xlink:href="e-65-m1404-efi5.jpg" mimetype="image" mime-subtype="gif"></inline-graphic>
</inline-formula>
; (vi) <inline-formula><inline-graphic xlink:href="e-65-m1404-efi6.jpg" mimetype="image" mime-subtype="gif"></inline-graphic>
</inline-formula>
; (vii) <inline-formula><inline-graphic xlink:href="e-65-m1404-efi7.jpg" mimetype="image" mime-subtype="gif"></inline-graphic>
</inline-formula>
; (viii) <inline-formula><inline-graphic xlink:href="e-65-m1404-efi8.jpg" mimetype="image" mime-subtype="gif"></inline-graphic>
</inline-formula>
.</p>
</table-wrap-foot>
</table-wrap>
</floats-group>
</pmc>
</record>
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