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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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Detalles Bibliográficos
Autor principal: Han, Li-Lu
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
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].
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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