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2-Meth­oxy-6-(6-methyl-1H-benzimid­azol-2-yl)phenol

In the title mol­ecule, C(15)H(14)N(2)O(2), the substituted benzene ring forms a dihedral angle of 4.15 (1)° with the benzimidazole ring system. An intra­molecular O—H⋯N hydrogen bond generates an S(6) ring motif. In the solid state, mol­ecules are linked into chains along the [001] via inter­molecu...

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Autores principales: Eltayeb, Naser Eltaher, Teoh, Siang Guan, Quah, Ching Kheng, Fun, Hoong-Kun, Adnan, Rohana
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969490/
https://www.ncbi.nlm.nih.gov/pubmed/21582885
http://dx.doi.org/10.1107/S1600536809022478
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author Eltayeb, Naser Eltaher
Teoh, Siang Guan
Quah, Ching Kheng
Fun, Hoong-Kun
Adnan, Rohana
author_facet Eltayeb, Naser Eltaher
Teoh, Siang Guan
Quah, Ching Kheng
Fun, Hoong-Kun
Adnan, Rohana
author_sort Eltayeb, Naser Eltaher
collection PubMed
description In the title mol­ecule, C(15)H(14)N(2)O(2), the substituted benzene ring forms a dihedral angle of 4.15 (1)° with the benzimidazole ring system. An intra­molecular O—H⋯N hydrogen bond generates an S(6) ring motif. In the solid state, mol­ecules are linked into chains along the [001] via inter­molecular bifurcated N—H⋯(O,O) hydrogen bonds, which generate R (1) (2)(5) ring motifs. The crystal packing is also consolidated by C—H⋯π inter­actions, and π–π stacking inter­actions between the imidazole and substituted benzene rings [centroid–centroid distance = 3.5746 (13) Å]. The methyl group attached to the benzimidazole ring system is disordered over two positions with occupancies of 0.587 (6) and 0.413 (6), suggesting 180° rotational disorder for the benzimidazole group.
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spelling pubmed-29694902010-12-30 2-Meth­oxy-6-(6-methyl-1H-benzimid­azol-2-yl)phenol Eltayeb, Naser Eltaher Teoh, Siang Guan Quah, Ching Kheng Fun, Hoong-Kun Adnan, Rohana Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title mol­ecule, C(15)H(14)N(2)O(2), the substituted benzene ring forms a dihedral angle of 4.15 (1)° with the benzimidazole ring system. An intra­molecular O—H⋯N hydrogen bond generates an S(6) ring motif. In the solid state, mol­ecules are linked into chains along the [001] via inter­molecular bifurcated N—H⋯(O,O) hydrogen bonds, which generate R (1) (2)(5) ring motifs. The crystal packing is also consolidated by C—H⋯π inter­actions, and π–π stacking inter­actions between the imidazole and substituted benzene rings [centroid–centroid distance = 3.5746 (13) Å]. The methyl group attached to the benzimidazole ring system is disordered over two positions with occupancies of 0.587 (6) and 0.413 (6), suggesting 180° rotational disorder for the benzimidazole group. International Union of Crystallography 2009-06-17 /pmc/articles/PMC2969490/ /pubmed/21582885 http://dx.doi.org/10.1107/S1600536809022478 Text en © Eltayeb et al. 2009 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
Eltayeb, Naser Eltaher
Teoh, Siang Guan
Quah, Ching Kheng
Fun, Hoong-Kun
Adnan, Rohana
2-Meth­oxy-6-(6-methyl-1H-benzimid­azol-2-yl)phenol
title 2-Meth­oxy-6-(6-methyl-1H-benzimid­azol-2-yl)phenol
title_full 2-Meth­oxy-6-(6-methyl-1H-benzimid­azol-2-yl)phenol
title_fullStr 2-Meth­oxy-6-(6-methyl-1H-benzimid­azol-2-yl)phenol
title_full_unstemmed 2-Meth­oxy-6-(6-methyl-1H-benzimid­azol-2-yl)phenol
title_short 2-Meth­oxy-6-(6-methyl-1H-benzimid­azol-2-yl)phenol
title_sort 2-meth­oxy-6-(6-methyl-1h-benzimid­azol-2-yl)phenol
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969490/
https://www.ncbi.nlm.nih.gov/pubmed/21582885
http://dx.doi.org/10.1107/S1600536809022478
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