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Monoclinic polymorph of 4-[(1H-benzimidazol-1-yl)methyl]benzoic acid
Three polymorphs of the title compound, C(15)H(12)N(2)O(2), were obtained accidentally as single crystals in the hydrothermal reaction of the title compound with manganese bromide in the presence of N,N′-dimethylformamide at 373 K. Here we report the structure of the first polymorph. The benzimida...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2011
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3201311/ https://www.ncbi.nlm.nih.gov/pubmed/22058821 http://dx.doi.org/10.1107/S1600536811039043 |
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author | Kuai, Hai-Wei Cheng, Xiao-Chun |
author_facet | Kuai, Hai-Wei Cheng, Xiao-Chun |
author_sort | Kuai, Hai-Wei |
collection | PubMed |
description | Three polymorphs of the title compound, C(15)H(12)N(2)O(2), were obtained accidentally as single crystals in the hydrothermal reaction of the title compound with manganese bromide in the presence of N,N′-dimethylformamide at 373 K. Here we report the structure of the first polymorph. The benzimidazole ring is almost planar, the maximum deviation from the mean plane being 0.016 (1) Å. The benzimidazole and benzene rings are approximately perpendicular, making a dihedral angle 85.56 (7)°, which is a reflection of the axial rotation of the flexible benzimidazolyl arm. In the crystal, adjacent molecules are connected through O—H⋯N hydrogen bonds into a chain along [100], and neighboring chains are further linked by via weak C—H⋯O hydrogen-bonding interactions, forming a two-dimensional network. |
format | Online Article Text |
id | pubmed-3201311 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32013112011-11-06 Monoclinic polymorph of 4-[(1H-benzimidazol-1-yl)methyl]benzoic acid Kuai, Hai-Wei Cheng, Xiao-Chun Acta Crystallogr Sect E Struct Rep Online Organic Papers Three polymorphs of the title compound, C(15)H(12)N(2)O(2), were obtained accidentally as single crystals in the hydrothermal reaction of the title compound with manganese bromide in the presence of N,N′-dimethylformamide at 373 K. Here we report the structure of the first polymorph. The benzimidazole ring is almost planar, the maximum deviation from the mean plane being 0.016 (1) Å. The benzimidazole and benzene rings are approximately perpendicular, making a dihedral angle 85.56 (7)°, which is a reflection of the axial rotation of the flexible benzimidazolyl arm. In the crystal, adjacent molecules are connected through O—H⋯N hydrogen bonds into a chain along [100], and neighboring chains are further linked by via weak C—H⋯O hydrogen-bonding interactions, forming a two-dimensional network. International Union of Crystallography 2011-09-30 /pmc/articles/PMC3201311/ /pubmed/22058821 http://dx.doi.org/10.1107/S1600536811039043 Text en © Kuai and Cheng 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 Kuai, Hai-Wei Cheng, Xiao-Chun Monoclinic polymorph of 4-[(1H-benzimidazol-1-yl)methyl]benzoic acid |
title | Monoclinic polymorph of 4-[(1H-benzimidazol-1-yl)methyl]benzoic acid |
title_full | Monoclinic polymorph of 4-[(1H-benzimidazol-1-yl)methyl]benzoic acid |
title_fullStr | Monoclinic polymorph of 4-[(1H-benzimidazol-1-yl)methyl]benzoic acid |
title_full_unstemmed | Monoclinic polymorph of 4-[(1H-benzimidazol-1-yl)methyl]benzoic acid |
title_short | Monoclinic polymorph of 4-[(1H-benzimidazol-1-yl)methyl]benzoic acid |
title_sort | monoclinic polymorph of 4-[(1h-benzimidazol-1-yl)methyl]benzoic acid |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3201311/ https://www.ncbi.nlm.nih.gov/pubmed/22058821 http://dx.doi.org/10.1107/S1600536811039043 |
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