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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...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2009
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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. |
format | Text |
id | pubmed-2969490 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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