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2-(1H-Benzimidazol-2-yl)phenol

The title mol­ecule, C(13)H(10)N(2)O, is essentially planar, the maximum deviation from the plane of the non-H atoms being 0.016 (2) Å. The imidazole ring makes a dihedral angle of 0.37 (13)° with the attached benzene ring. An intra­molecular O—H⋯N hydrogen bond generates an S(6) ring motif. In the...

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Detalles Bibliográficos
Autores principales: Prakash, S. M., Thiruvalluvar, A., Rosepriya, S., Srinivasan, N.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998336/
https://www.ncbi.nlm.nih.gov/pubmed/24764897
http://dx.doi.org/10.1107/S1600536814001366
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author Prakash, S. M.
Thiruvalluvar, A.
Rosepriya, S.
Srinivasan, N.
author_facet Prakash, S. M.
Thiruvalluvar, A.
Rosepriya, S.
Srinivasan, N.
author_sort Prakash, S. M.
collection PubMed
description The title mol­ecule, C(13)H(10)N(2)O, is essentially planar, the maximum deviation from the plane of the non-H atoms being 0.016 (2) Å. The imidazole ring makes a dihedral angle of 0.37 (13)° with the attached benzene ring. An intra­molecular O—H⋯N hydrogen bond generates an S(6) ring motif. In the crystal, mol­ecules are linked through N—H⋯O hydrogen bonds, forming chains propagating in [001]. The crystal packing also features four π–π stacking inter­actions involving the imidazole ring, fused benzene ring and attached benzene ring system [centroid–centroid distances = 3.6106 (17), 3.6108 (17), 3.6666 (17) and 3.6668 (17) Å].
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spelling pubmed-39983362014-04-24 2-(1H-Benzimidazol-2-yl)phenol Prakash, S. M. Thiruvalluvar, A. Rosepriya, S. Srinivasan, N. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title mol­ecule, C(13)H(10)N(2)O, is essentially planar, the maximum deviation from the plane of the non-H atoms being 0.016 (2) Å. The imidazole ring makes a dihedral angle of 0.37 (13)° with the attached benzene ring. An intra­molecular O—H⋯N hydrogen bond generates an S(6) ring motif. In the crystal, mol­ecules are linked through N—H⋯O hydrogen bonds, forming chains propagating in [001]. The crystal packing also features four π–π stacking inter­actions involving the imidazole ring, fused benzene ring and attached benzene ring system [centroid–centroid distances = 3.6106 (17), 3.6108 (17), 3.6666 (17) and 3.6668 (17) Å]. International Union of Crystallography 2014-01-22 /pmc/articles/PMC3998336/ /pubmed/24764897 http://dx.doi.org/10.1107/S1600536814001366 Text en © Prakash et al. 2014 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
Prakash, S. M.
Thiruvalluvar, A.
Rosepriya, S.
Srinivasan, N.
2-(1H-Benzimidazol-2-yl)phenol
title 2-(1H-Benzimidazol-2-yl)phenol
title_full 2-(1H-Benzimidazol-2-yl)phenol
title_fullStr 2-(1H-Benzimidazol-2-yl)phenol
title_full_unstemmed 2-(1H-Benzimidazol-2-yl)phenol
title_short 2-(1H-Benzimidazol-2-yl)phenol
title_sort 2-(1h-benzimidazol-2-yl)phenol
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998336/
https://www.ncbi.nlm.nih.gov/pubmed/24764897
http://dx.doi.org/10.1107/S1600536814001366
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