1-(3-Chloro­phen­yl)-2-methyl-4-nitro-1H-imidazole-5-carboxamide

In the crystal structure of the title compound, C(11)H(9)ClN(4)O(3), pairs of N—H⋯N(imidazole) hydrogen bonds connect the mol­ecules into centrosymmetric dimers, which are further connected by N—H⋯O(carbamo­yl) hydrogen bonds into C(4) chains along [010]. Inter­play of these two kinds of hydrogen bo...

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Autores principales: Korzański, Artur, Wagner, Paweł, Kubicki, Maciej
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3201265/
https://www.ncbi.nlm.nih.gov/pubmed/22058768
http://dx.doi.org/10.1107/S1600536811036609
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author Korzański, Artur
Wagner, Paweł
Kubicki, Maciej
author_facet Korzański, Artur
Wagner, Paweł
Kubicki, Maciej
author_sort Korzański, Artur
collection PubMed
description In the crystal structure of the title compound, C(11)H(9)ClN(4)O(3), pairs of N—H⋯N(imidazole) hydrogen bonds connect the mol­ecules into centrosymmetric dimers, which are further connected by N—H⋯O(carbamo­yl) hydrogen bonds into C(4) chains along [010]. Inter­play of these two kinds of hydrogen bonds connect the mol­ecules into layers perpendicular to [101]. The imidazole [maximum deviation 0.0069 (9) Å] and phenyl rings are inclined at a dihedral angle of 58.44 (6)°; the nitro group is almost coplanar [dihedral angle 5.8 (2)°] with the imidazole ring while the carbamoyl group is almost perpendicular [70.15 (13)°] to it.
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spelling pubmed-32012652011-11-06 1-(3-Chloro­phen­yl)-2-methyl-4-nitro-1H-imidazole-5-carboxamide Korzański, Artur Wagner, Paweł Kubicki, Maciej Acta Crystallogr Sect E Struct Rep Online Organic Papers In the crystal structure of the title compound, C(11)H(9)ClN(4)O(3), pairs of N—H⋯N(imidazole) hydrogen bonds connect the mol­ecules into centrosymmetric dimers, which are further connected by N—H⋯O(carbamo­yl) hydrogen bonds into C(4) chains along [010]. Inter­play of these two kinds of hydrogen bonds connect the mol­ecules into layers perpendicular to [101]. The imidazole [maximum deviation 0.0069 (9) Å] and phenyl rings are inclined at a dihedral angle of 58.44 (6)°; the nitro group is almost coplanar [dihedral angle 5.8 (2)°] with the imidazole ring while the carbamoyl group is almost perpendicular [70.15 (13)°] to it. International Union of Crystallography 2011-09-14 /pmc/articles/PMC3201265/ /pubmed/22058768 http://dx.doi.org/10.1107/S1600536811036609 Text en © Korzański et al. 2011 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
Korzański, Artur
Wagner, Paweł
Kubicki, Maciej
1-(3-Chloro­phen­yl)-2-methyl-4-nitro-1H-imidazole-5-carboxamide
title 1-(3-Chloro­phen­yl)-2-methyl-4-nitro-1H-imidazole-5-carboxamide
title_full 1-(3-Chloro­phen­yl)-2-methyl-4-nitro-1H-imidazole-5-carboxamide
title_fullStr 1-(3-Chloro­phen­yl)-2-methyl-4-nitro-1H-imidazole-5-carboxamide
title_full_unstemmed 1-(3-Chloro­phen­yl)-2-methyl-4-nitro-1H-imidazole-5-carboxamide
title_short 1-(3-Chloro­phen­yl)-2-methyl-4-nitro-1H-imidazole-5-carboxamide
title_sort 1-(3-chloro­phen­yl)-2-methyl-4-nitro-1h-imidazole-5-carboxamide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3201265/
https://www.ncbi.nlm.nih.gov/pubmed/22058768
http://dx.doi.org/10.1107/S1600536811036609
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AT wagnerpaweł 13chlorophenyl2methyl4nitro1himidazole5carboxamide
AT kubickimaciej 13chlorophenyl2methyl4nitro1himidazole5carboxamide

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