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Redetermination of pyridine-4-carbonitrile–chloranilic acid (1/1) at 180 K
In the crystal structure of the title compound, C(6)H(4)N(2)·C(6)H(2)Cl(2)O(4), two chloranilic acid (systematic name: 2,5-dichloro-3,6-dihydroxy-1,4-benzoquinone) molecules are connected by O—H⋯O hydrogen bonds to form a dimeric unit. The pyridine-4-carbonitrile molecules are linked on both side...
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2008
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2961658/ https://www.ncbi.nlm.nih.gov/pubmed/21202894 http://dx.doi.org/10.1107/S1600536808017182 |
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author | Gotoh, Kazuma Nagoshi, Hirokazu Ishida, Hiroyuki |
author_facet | Gotoh, Kazuma Nagoshi, Hirokazu Ishida, Hiroyuki |
author_sort | Gotoh, Kazuma |
collection | PubMed |
description | In the crystal structure of the title compound, C(6)H(4)N(2)·C(6)H(2)Cl(2)O(4), two chloranilic acid (systematic name: 2,5-dichloro-3,6-dihydroxy-1,4-benzoquinone) molecules are connected by O—H⋯O hydrogen bonds to form a dimeric unit. The pyridine-4-carbonitrile molecules are linked on both sides of the dimer via N⋯H⋯O hydrogen bonds to give a centrosymmetric 2:2 complex of pyridine-4-carbonitrile and chloranilic acid. The H atom in the N⋯H⋯O hydrogen bond is disordered over two positions with approximately equal occupancies. The pyridine ring makes a dihedral angle of 61.54 (14)° with the chloranilic acid plane. The 2:2 units are further linked by intermolecular C—H⋯O and C—H⋯Cl hydrogen bonds. This determination presents a siginficantly higher precision crystal structure than the previously published structure [Tomura & Yamasshita (2008 ▶). X-ray Struct. Anal. Online, 24, x31–x32]. |
format | Text |
id | pubmed-2961658 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2008 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29616582010-12-30 Redetermination of pyridine-4-carbonitrile–chloranilic acid (1/1) at 180 K Gotoh, Kazuma Nagoshi, Hirokazu Ishida, Hiroyuki Acta Crystallogr Sect E Struct Rep Online Organic Papers In the crystal structure of the title compound, C(6)H(4)N(2)·C(6)H(2)Cl(2)O(4), two chloranilic acid (systematic name: 2,5-dichloro-3,6-dihydroxy-1,4-benzoquinone) molecules are connected by O—H⋯O hydrogen bonds to form a dimeric unit. The pyridine-4-carbonitrile molecules are linked on both sides of the dimer via N⋯H⋯O hydrogen bonds to give a centrosymmetric 2:2 complex of pyridine-4-carbonitrile and chloranilic acid. The H atom in the N⋯H⋯O hydrogen bond is disordered over two positions with approximately equal occupancies. The pyridine ring makes a dihedral angle of 61.54 (14)° with the chloranilic acid plane. The 2:2 units are further linked by intermolecular C—H⋯O and C—H⋯Cl hydrogen bonds. This determination presents a siginficantly higher precision crystal structure than the previously published structure [Tomura & Yamasshita (2008 ▶). X-ray Struct. Anal. Online, 24, x31–x32]. International Union of Crystallography 2008-06-13 /pmc/articles/PMC2961658/ /pubmed/21202894 http://dx.doi.org/10.1107/S1600536808017182 Text en © Gotoh et al. 2008 http://creativecommons.org/licenses/by/2.0/uk/ 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. |
spellingShingle | Organic Papers Gotoh, Kazuma Nagoshi, Hirokazu Ishida, Hiroyuki Redetermination of pyridine-4-carbonitrile–chloranilic acid (1/1) at 180 K |
title | Redetermination of pyridine-4-carbonitrile–chloranilic acid (1/1) at 180 K |
title_full | Redetermination of pyridine-4-carbonitrile–chloranilic acid (1/1) at 180 K |
title_fullStr | Redetermination of pyridine-4-carbonitrile–chloranilic acid (1/1) at 180 K |
title_full_unstemmed | Redetermination of pyridine-4-carbonitrile–chloranilic acid (1/1) at 180 K |
title_short | Redetermination of pyridine-4-carbonitrile–chloranilic acid (1/1) at 180 K |
title_sort | redetermination of pyridine-4-carbonitrile–chloranilic acid (1/1) at 180 k |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2961658/ https://www.ncbi.nlm.nih.gov/pubmed/21202894 http://dx.doi.org/10.1107/S1600536808017182 |
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