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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...

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Detalles Bibliográficos
Autores principales: Arfan, Mohammad, Tahir, M. Nawaz, Khan, Rasool, Iqbal, Mohammad S.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
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].
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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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