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2-(4-Hy­droxy­phen­yl)-1H-benzimidazol-3-ium chloride monohydrate

The title mol­ecular salt, C(13)H(11)N(2)O(+)·Cl(−)·H(2)O, crystallizes as a monohydrate. In the cation, the phenol and benzimidazole rings are almost coplanar, making a dihedral angle of 3.18 (4)°. The chloride anion and benzimidazole cation are linked by two N(+)—H⋯Cl(−) hydrogen bonds, forming ch...

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Autores principales: González-Padilla, Jazmin E., Rosales-Hernández, Martha Cecila, Padilla-Martínez, Itzia I., García-Báez, Efren V., Rojas-Lima, Susana
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3884505/
https://www.ncbi.nlm.nih.gov/pubmed/24427105
http://dx.doi.org/10.1107/S1600536813023441
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author González-Padilla, Jazmin E.
Rosales-Hernández, Martha Cecila
Padilla-Martínez, Itzia I.
García-Báez, Efren V.
Rojas-Lima, Susana
author_facet González-Padilla, Jazmin E.
Rosales-Hernández, Martha Cecila
Padilla-Martínez, Itzia I.
García-Báez, Efren V.
Rojas-Lima, Susana
author_sort González-Padilla, Jazmin E.
collection PubMed
description The title mol­ecular salt, C(13)H(11)N(2)O(+)·Cl(−)·H(2)O, crystallizes as a monohydrate. In the cation, the phenol and benzimidazole rings are almost coplanar, making a dihedral angle of 3.18 (4)°. The chloride anion and benzimidazole cation are linked by two N(+)—H⋯Cl(−) hydrogen bonds, forming chains propagating along [010]. These chains are linked through O—H⋯Cl hydrogen bonds involving the water mol­ecule and the chloride anion, which form a diamond core, giving rise to the formation of two-dimensional networks lying parallel to (10-2). Two π–π inter­actions involving the imidazolium ring with the benzene and phenol rings [centroid–centroid distances = 3.859 (3) and 3.602 (3) Å, respectively], contribute to this second dimension. A strong O—H⋯O hydrogen bond involving the water mol­ecule and the phenol substituent on the benzimidazole unit links the networks, forming a three-dimensional structure.
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spelling pubmed-38845052014-01-14 2-(4-Hy­droxy­phen­yl)-1H-benzimidazol-3-ium chloride monohydrate González-Padilla, Jazmin E. Rosales-Hernández, Martha Cecila Padilla-Martínez, Itzia I. García-Báez, Efren V. Rojas-Lima, Susana Acta Crystallogr Sect E Struct Rep Online Organic Papers The title mol­ecular salt, C(13)H(11)N(2)O(+)·Cl(−)·H(2)O, crystallizes as a monohydrate. In the cation, the phenol and benzimidazole rings are almost coplanar, making a dihedral angle of 3.18 (4)°. The chloride anion and benzimidazole cation are linked by two N(+)—H⋯Cl(−) hydrogen bonds, forming chains propagating along [010]. These chains are linked through O—H⋯Cl hydrogen bonds involving the water mol­ecule and the chloride anion, which form a diamond core, giving rise to the formation of two-dimensional networks lying parallel to (10-2). Two π–π inter­actions involving the imidazolium ring with the benzene and phenol rings [centroid–centroid distances = 3.859 (3) and 3.602 (3) Å, respectively], contribute to this second dimension. A strong O—H⋯O hydrogen bond involving the water mol­ecule and the phenol substituent on the benzimidazole unit links the networks, forming a three-dimensional structure. International Union of Crystallography 2013-08-31 /pmc/articles/PMC3884505/ /pubmed/24427105 http://dx.doi.org/10.1107/S1600536813023441 Text en © González-Padilla et al. 2013 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
González-Padilla, Jazmin E.
Rosales-Hernández, Martha Cecila
Padilla-Martínez, Itzia I.
García-Báez, Efren V.
Rojas-Lima, Susana
2-(4-Hy­droxy­phen­yl)-1H-benzimidazol-3-ium chloride monohydrate
title 2-(4-Hy­droxy­phen­yl)-1H-benzimidazol-3-ium chloride monohydrate
title_full 2-(4-Hy­droxy­phen­yl)-1H-benzimidazol-3-ium chloride monohydrate
title_fullStr 2-(4-Hy­droxy­phen­yl)-1H-benzimidazol-3-ium chloride monohydrate
title_full_unstemmed 2-(4-Hy­droxy­phen­yl)-1H-benzimidazol-3-ium chloride monohydrate
title_short 2-(4-Hy­droxy­phen­yl)-1H-benzimidazol-3-ium chloride monohydrate
title_sort 2-(4-hy­droxy­phen­yl)-1h-benzimidazol-3-ium chloride monohydrate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3884505/
https://www.ncbi.nlm.nih.gov/pubmed/24427105
http://dx.doi.org/10.1107/S1600536813023441
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