Cargando…
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...
Autores principales: | , , , |
---|---|
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 |
_version_ | 1782313340180103168 |
---|---|
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]. |
format | Online Article Text |
id | pubmed-3998336 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT prakashsm 21hbenzimidazol2ylphenol AT thiruvalluvara 21hbenzimidazol2ylphenol AT rosepriyas 21hbenzimidazol2ylphenol AT srinivasann 21hbenzimidazol2ylphenol |