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2-Acetyl­pyridinium 3-amino-2-chloro­pyridinium tetra­chloridocobaltate(II)

Identifieur interne : 000A09 ( Pmc/Curation ); précédent : 000A08; suivant : 000A10

2-Acetyl­pyridinium 3-amino-2-chloro­pyridinium tetra­chloridocobaltate(II)

Auteurs : Ariel Adamski [Pologne] ; Violetta Patroniak [Pologne] ; Maciej Kubicki [Pologne]

Source :

RBID : PMC:2968359

Abstract

In the title complex, (C5H6ClN2)(C7H8NO)[CoCl4], the CoII ions are tetra­hedrally coordinated. The crystal structure is built from hydrogen-bonded centrosymmetric tetra­mers of tetra­chloridocobaltate(II) dianions and 3-amino-2-chloro­pyridinium cations, additionally strengthened by significant π–π stacking of pyridinium rings [interplanar distance 3.389 (3) Å]. The tetra­mers are linked by N—H⋯Cl hydrogen bonds into chains; the second kind of cations, viz. 2-acetyl­pyridinium, are connected by N—H⋯Cl hydrogen bonds to both sides of the chain. The Co—Cl bond lengths in the dianion correlate with the number of hydrogen bonds accepted by the Cl atom. An intramolecular C—H⋯Cl interaction is also present.


Url:
DOI: 10.1107/S1600536809000713
PubMed: 21581781
PubMed Central: 2968359

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<title xml:lang="en">2-Acetyl­pyridinium 3-amino-2-chloro­pyridinium tetra­chloridocobaltate(II)</title>
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<name sortKey="Adamski, Ariel" sort="Adamski, Ariel" uniqKey="Adamski A" first="Ariel" last="Adamski">Ariel Adamski</name>
<affiliation wicri:level="1">
<nlm:aff id="a">Department of Chemistry, Adam Mickiewicz University, Grunwaldzka 6, 60-780 Poznań,
<country>Poland</country>
</nlm:aff>
<country xml:lang="fr">Pologne</country>
<wicri:regionArea># see nlm:aff country strict</wicri:regionArea>
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<author>
<name sortKey="Patroniak, Violetta" sort="Patroniak, Violetta" uniqKey="Patroniak V" first="Violetta" last="Patroniak">Violetta Patroniak</name>
<affiliation wicri:level="1">
<nlm:aff id="a">Department of Chemistry, Adam Mickiewicz University, Grunwaldzka 6, 60-780 Poznań,
<country>Poland</country>
</nlm:aff>
<country xml:lang="fr">Pologne</country>
<wicri:regionArea># see nlm:aff country strict</wicri:regionArea>
</affiliation>
</author>
<author>
<name sortKey="Kubicki, Maciej" sort="Kubicki, Maciej" uniqKey="Kubicki M" first="Maciej" last="Kubicki">Maciej Kubicki</name>
<affiliation wicri:level="1">
<nlm:aff id="a">Department of Chemistry, Adam Mickiewicz University, Grunwaldzka 6, 60-780 Poznań,
<country>Poland</country>
</nlm:aff>
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<title xml:lang="en" level="a" type="main">2-Acetyl­pyridinium 3-amino-2-chloro­pyridinium tetra­chloridocobaltate(II)</title>
<author>
<name sortKey="Adamski, Ariel" sort="Adamski, Ariel" uniqKey="Adamski A" first="Ariel" last="Adamski">Ariel Adamski</name>
<affiliation wicri:level="1">
<nlm:aff id="a">Department of Chemistry, Adam Mickiewicz University, Grunwaldzka 6, 60-780 Poznań,
<country>Poland</country>
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<country xml:lang="fr">Pologne</country>
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<author>
<name sortKey="Patroniak, Violetta" sort="Patroniak, Violetta" uniqKey="Patroniak V" first="Violetta" last="Patroniak">Violetta Patroniak</name>
<affiliation wicri:level="1">
<nlm:aff id="a">Department of Chemistry, Adam Mickiewicz University, Grunwaldzka 6, 60-780 Poznań,
<country>Poland</country>
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<wicri:regionArea># see nlm:aff country strict</wicri:regionArea>
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<name sortKey="Kubicki, Maciej" sort="Kubicki, Maciej" uniqKey="Kubicki M" first="Maciej" last="Kubicki">Maciej Kubicki</name>
<affiliation wicri:level="1">
<nlm:aff id="a">Department of Chemistry, Adam Mickiewicz University, Grunwaldzka 6, 60-780 Poznań,
<country>Poland</country>
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<country xml:lang="fr">Pologne</country>
<wicri:regionArea># see nlm:aff country strict</wicri:regionArea>
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<series>
<title level="j">Acta Crystallographica Section E: Structure Reports Online</title>
<idno type="eISSN">1600-5368</idno>
<imprint>
<date when="2009">2009</date>
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<front>
<div type="abstract" xml:lang="en">
<p>In the title complex, (C
<sub>5</sub>
H
<sub>6</sub>
ClN
<sub>2</sub>
)(C
<sub>7</sub>
H
<sub>8</sub>
NO)[CoCl
<sub>4</sub>
], the Co
<sup>II</sup>
ions are tetra­hedrally coordinated. The crystal structure is built from hydrogen-bonded centrosymmetric tetra­mers of tetra­chloridocobaltate(II) dianions and 3-amino-2-chloro­pyridinium cations, additionally strengthened by significant π–π stacking of pyridinium rings [interplanar distance 3.389 (3) Å]. The tetra­mers are linked by N—H⋯Cl hydrogen bonds into chains; the second kind of cations,
<italic>viz.</italic>
2-acetyl­pyridinium, are connected by N—H⋯Cl hydrogen bonds to both sides of the chain. The Co—Cl bond lengths in the dianion correlate with the number of hydrogen bonds accepted by the Cl atom. An intramolecular C—H⋯Cl interaction is also present.</p>
</div>
</front>
<back>
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<biblStruct></biblStruct>
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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">21581781</article-id>
<article-id pub-id-type="pmc">2968359</article-id>
<article-id pub-id-type="publisher-id">lx2085</article-id>
<article-id pub-id-type="doi">10.1107/S1600536809000713</article-id>
<article-id pub-id-type="coden">ACSEBH</article-id>
<article-id pub-id-type="pii">S1600536809000713</article-id>
<article-categories>
<subj-group subj-group-type="heading">
<subject>Metal-Organic Papers</subject>
</subj-group>
</article-categories>
<title-group>
<article-title>2-Acetyl­pyridinium 3-amino-2-chloro­pyridinium tetra­chloridocobaltate(II)</article-title>
<alt-title>
<italic>(C
<sub>5</sub>
H
<sub>6</sub>
ClN
<sub>2</sub>
)(C
<sub>7</sub>
H
<sub>8</sub>
NO)[CoCl
<sub>4</sub>
]</italic>
</alt-title>
</title-group>
<contrib-group>
<contrib contrib-type="author">
<name>
<surname>Adamski</surname>
<given-names>Ariel</given-names>
</name>
<xref ref-type="aff" rid="a">a</xref>
</contrib>
<contrib contrib-type="author">
<name>
<surname>Patroniak</surname>
<given-names>Violetta</given-names>
</name>
<xref ref-type="aff" rid="a">a</xref>
</contrib>
<contrib contrib-type="author">
<name>
<surname>Kubicki</surname>
<given-names>Maciej</given-names>
</name>
<xref ref-type="aff" rid="a">a</xref>
<xref ref-type="corresp" rid="cor">*</xref>
</contrib>
<aff id="a">
<label>a</label>
Department of Chemistry, Adam Mickiewicz University, Grunwaldzka 6, 60-780 Poznań,
<country>Poland</country>
</aff>
</contrib-group>
<author-notes>
<corresp id="cor">Correspondence e-mail:
<email>mkubicki@amu.edu.pl</email>
</corresp>
</author-notes>
<pub-date pub-type="collection">
<day>01</day>
<month>2</month>
<year>2009</year>
</pub-date>
<pub-date pub-type="epub">
<day>10</day>
<month>1</month>
<year>2009</year>
</pub-date>
<pub-date pub-type="pmc-release">
<day>10</day>
<month>1</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 2</issue>
<issue-id pub-id-type="publisher-id">e090200</issue-id>
<fpage>m175</fpage>
<lpage>m176</lpage>
<history>
<date date-type="received">
<day>18</day>
<month>12</month>
<year>2008</year>
</date>
<date date-type="accepted">
<day>07</day>
<month>1</month>
<year>2009</year>
</date>
</history>
<permissions>
<copyright-statement>© Adamski 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/S1600536809000713">A full version of this article is available from Crystallography Journals Online.</self-uri>
<abstract>
<p>In the title complex, (C
<sub>5</sub>
H
<sub>6</sub>
ClN
<sub>2</sub>
)(C
<sub>7</sub>
H
<sub>8</sub>
NO)[CoCl
<sub>4</sub>
], the Co
<sup>II</sup>
ions are tetra­hedrally coordinated. The crystal structure is built from hydrogen-bonded centrosymmetric tetra­mers of tetra­chloridocobaltate(II) dianions and 3-amino-2-chloro­pyridinium cations, additionally strengthened by significant π–π stacking of pyridinium rings [interplanar distance 3.389 (3) Å]. The tetra­mers are linked by N—H⋯Cl hydrogen bonds into chains; the second kind of cations,
<italic>viz.</italic>
2-acetyl­pyridinium, are connected by N—H⋯Cl hydrogen bonds to both sides of the chain. The Co—Cl bond lengths in the dianion correlate with the number of hydrogen bonds accepted by the Cl atom. An intramolecular C—H⋯Cl interaction is also present.</p>
</abstract>
</article-meta>
</front>
<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">N1
<italic>B</italic>
—H1
<italic>B</italic>
⋯Cl1</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">0.88 (3)</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">2.28 (4)</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">3.126 (2)</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">161 (3)</td>
</tr>
<tr>
<td style="" rowspan="1" colspan="1" align="left" valign="top">N1
<italic>A</italic>
—H1
<italic>A</italic>
⋯Cl2
<sup>i</sup>
</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">0.84 (3)</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">2.41 (3)</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">3.127 (2)</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">145 (3)</td>
</tr>
<tr>
<td style="" rowspan="1" colspan="1" align="left" valign="top">N31
<italic>A</italic>
—H31
<italic>A</italic>
⋯Cl2
<sup>ii</sup>
</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">0.90 (4)</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">2.51 (4)</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">3.323 (3)</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">151 (3)</td>
</tr>
<tr>
<td style="" rowspan="1" colspan="1" align="left" valign="top">N31
<italic>A</italic>
—H31
<italic>B</italic>
⋯Cl3</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">0.96 (4)</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">2.33 (4)</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">3.267 (3)</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">167 (3)</td>
</tr>
<tr>
<td style="" rowspan="1" colspan="1" align="left" valign="top">C6
<italic>B</italic>
—H6
<italic>B</italic>
⋯Cl4</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">0.95</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">2.71</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">3.647 (3)</td>
<td style="" rowspan="1" colspan="1" align="left" valign="top">171</td>
</tr>
</tbody>
</table>
<table-wrap-foot>
<p>Symmetry codes: (i)
<inline-formula>
<inline-graphic xlink:href="e-65-0m175-efi2.jpg" mimetype="image" mime-subtype="gif"></inline-graphic>
</inline-formula>
; (ii)
<inline-formula>
<inline-graphic xlink:href="e-65-0m175-efi3.jpg" mimetype="image" mime-subtype="gif"></inline-graphic>
</inline-formula>
.</p>
</table-wrap-foot>
</table-wrap>
</floats-group>
</pmc>
</record>

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