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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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Autores principales: Gotoh, Kazuma, Nagoshi, Hirokazu, Ishida, Hiroyuki
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
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].
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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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