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2-(1H-Benzimidazol-2-yl)-4,6-dichlorophenol
The title compound, C(13)H(8)Cl(2)N(2)O, was prepared by the reaction of 3,5-dichloro-2-hydroxybenzaldehyde with 1,2-diaminobenzene in methanol at ambient temperature. The title molecule is essentially planar, the mean deviation from the plane of the non-H atoms being 0.037 (2) Å. There is an in...
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2010
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3007443/ https://www.ncbi.nlm.nih.gov/pubmed/21588354 http://dx.doi.org/10.1107/S1600536810027844 |
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author | Han, Li-Lu |
author_facet | Han, Li-Lu |
author_sort | Han, Li-Lu |
collection | PubMed |
description | The title compound, C(13)H(8)Cl(2)N(2)O, was prepared by the reaction of 3,5-dichloro-2-hydroxybenzaldehyde with 1,2-diaminobenzene in methanol at ambient temperature. The title molecule is essentially planar, the mean deviation from the plane of the non-H atoms being 0.037 (2) Å. There is an intramolecular O—H⋯N hydrogen bond in the molecule. In the crystal, symmetry-related molecules are linked through N—H⋯O hydrogen bonds, forming polymeric chains propagating in [001]. The chains are linked by π–π interactions involving the dichlorophenol ring and the benzoimidazole ring system [centroid–centroid distances = 3.535 (2) and 3.724 (2) Å]. |
format | Text |
id | pubmed-3007443 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-30074432010-12-30 2-(1H-Benzimidazol-2-yl)-4,6-dichlorophenol Han, Li-Lu Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(13)H(8)Cl(2)N(2)O, was prepared by the reaction of 3,5-dichloro-2-hydroxybenzaldehyde with 1,2-diaminobenzene in methanol at ambient temperature. The title molecule is essentially planar, the mean deviation from the plane of the non-H atoms being 0.037 (2) Å. There is an intramolecular O—H⋯N hydrogen bond in the molecule. In the crystal, symmetry-related molecules are linked through N—H⋯O hydrogen bonds, forming polymeric chains propagating in [001]. The chains are linked by π–π interactions involving the dichlorophenol ring and the benzoimidazole ring system [centroid–centroid distances = 3.535 (2) and 3.724 (2) Å]. International Union of Crystallography 2010-07-17 /pmc/articles/PMC3007443/ /pubmed/21588354 http://dx.doi.org/10.1107/S1600536810027844 Text en © Li-Lu Han 2010 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 Han, Li-Lu 2-(1H-Benzimidazol-2-yl)-4,6-dichlorophenol |
title | 2-(1H-Benzimidazol-2-yl)-4,6-dichlorophenol |
title_full | 2-(1H-Benzimidazol-2-yl)-4,6-dichlorophenol |
title_fullStr | 2-(1H-Benzimidazol-2-yl)-4,6-dichlorophenol |
title_full_unstemmed | 2-(1H-Benzimidazol-2-yl)-4,6-dichlorophenol |
title_short | 2-(1H-Benzimidazol-2-yl)-4,6-dichlorophenol |
title_sort | 2-(1h-benzimidazol-2-yl)-4,6-dichlorophenol |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3007443/ https://www.ncbi.nlm.nih.gov/pubmed/21588354 http://dx.doi.org/10.1107/S1600536810027844 |
work_keys_str_mv | AT hanlilu 21hbenzimidazol2yl46dichlorophenol |