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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...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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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. |
format | Online Article Text |
id | pubmed-3884505 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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