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3-(2-Benzamidophenyl)-4-(4-hydroxyphenyl)-5-methyl-4H-1,2,4-triazol-1-ium chloride
In the molecule of the title compound, C(22)H(19)N(4)O(2) (+)·Cl(−), the 1,2,4-triazole ring is oriented at dihedral angles of 75.57 (14), 53.23 (13) and 68.11 (13)° with respect to the benzamide, aniline and phenol atomatic rings, respectively. An intramolecular C—H⋯O hydrogen bond results in the...
Autores principales: | , , , |
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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/PMC2962132/ https://www.ncbi.nlm.nih.gov/pubmed/21203214 http://dx.doi.org/10.1107/S160053680802148X |
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author | Arfan, Mohammad Tahir, M. Nawaz Khan, Rasool Iqbal, Mohammad S. |
author_facet | Arfan, Mohammad Tahir, M. Nawaz Khan, Rasool Iqbal, Mohammad S. |
author_sort | Arfan, Mohammad |
collection | PubMed |
description | In the molecule of the title compound, C(22)H(19)N(4)O(2) (+)·Cl(−), the 1,2,4-triazole ring is oriented at dihedral angles of 75.57 (14), 53.23 (13) and 68.11 (13)° with respect to the benzamide, aniline and phenol atomatic rings, respectively. An intramolecular C—H⋯O hydrogen bond results in the formation of a non-planar ten-membered ring. In the crystal structure, intermolecular O—H⋯Cl and N—H⋯Cl hydrogen bonds link the molecules. There is a C—H⋯π contact between the methyl group and the phenyl ring, and a π–π contact between the hydroxyphenyl and phenyl rings [centroid–centroid distance = 4.687 (2) Å]. |
format | Text |
id | pubmed-2962132 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2008 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29621322010-12-30 3-(2-Benzamidophenyl)-4-(4-hydroxyphenyl)-5-methyl-4H-1,2,4-triazol-1-ium chloride Arfan, Mohammad Tahir, M. Nawaz Khan, Rasool Iqbal, Mohammad S. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the molecule of the title compound, C(22)H(19)N(4)O(2) (+)·Cl(−), the 1,2,4-triazole ring is oriented at dihedral angles of 75.57 (14), 53.23 (13) and 68.11 (13)° with respect to the benzamide, aniline and phenol atomatic rings, respectively. An intramolecular C—H⋯O hydrogen bond results in the formation of a non-planar ten-membered ring. In the crystal structure, intermolecular O—H⋯Cl and N—H⋯Cl hydrogen bonds link the molecules. There is a C—H⋯π contact between the methyl group and the phenyl ring, and a π–π contact between the hydroxyphenyl and phenyl rings [centroid–centroid distance = 4.687 (2) Å]. International Union of Crystallography 2008-07-16 /pmc/articles/PMC2962132/ /pubmed/21203214 http://dx.doi.org/10.1107/S160053680802148X Text en © Arfan 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 Arfan, Mohammad Tahir, M. Nawaz Khan, Rasool Iqbal, Mohammad S. 3-(2-Benzamidophenyl)-4-(4-hydroxyphenyl)-5-methyl-4H-1,2,4-triazol-1-ium chloride |
title | 3-(2-Benzamidophenyl)-4-(4-hydroxyphenyl)-5-methyl-4H-1,2,4-triazol-1-ium chloride |
title_full | 3-(2-Benzamidophenyl)-4-(4-hydroxyphenyl)-5-methyl-4H-1,2,4-triazol-1-ium chloride |
title_fullStr | 3-(2-Benzamidophenyl)-4-(4-hydroxyphenyl)-5-methyl-4H-1,2,4-triazol-1-ium chloride |
title_full_unstemmed | 3-(2-Benzamidophenyl)-4-(4-hydroxyphenyl)-5-methyl-4H-1,2,4-triazol-1-ium chloride |
title_short | 3-(2-Benzamidophenyl)-4-(4-hydroxyphenyl)-5-methyl-4H-1,2,4-triazol-1-ium chloride |
title_sort | 3-(2-benzamidophenyl)-4-(4-hydroxyphenyl)-5-methyl-4h-1,2,4-triazol-1-ium chloride |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2962132/ https://www.ncbi.nlm.nih.gov/pubmed/21203214 http://dx.doi.org/10.1107/S160053680802148X |
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