Cargando…
2-Methyl-6-(6-methyl-1H-benzimidazol-2-yl)phenol–2-methyl-6-(5-methyl-1H-benzimidazol-2-yl)phenol (3/1)
The title compound, 0.75C(15)H(14)N(2)O·0.25C(15)H(14)N(2)O, is a co-crystal of 2-methyl-6-(6-methyl-1H-benzimidazol-2-yl)phenol as the major component and 2-methyl-6-(5-methyl-1H-benzimidazol-2-yl)phenol as the minor component. The refined site-occupancy ratio is 0.746 (4)/0.254 (4). The conformat...
Autores principales: | , , , , |
---|---|
Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2009
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2972110/ https://www.ncbi.nlm.nih.gov/pubmed/21578934 http://dx.doi.org/10.1107/S1600536809049770 |
_version_ | 1782190746689863680 |
---|---|
author | Eltayeb, Naser Eltaher Teoh, Siang Guan Adnan, Rohana Fun, Hoong-Kun Chantrapromma, Suchada |
author_facet | Eltayeb, Naser Eltaher Teoh, Siang Guan Adnan, Rohana Fun, Hoong-Kun Chantrapromma, Suchada |
author_sort | Eltayeb, Naser Eltaher |
collection | PubMed |
description | The title compound, 0.75C(15)H(14)N(2)O·0.25C(15)H(14)N(2)O, is a co-crystal of 2-methyl-6-(6-methyl-1H-benzimidazol-2-yl)phenol as the major component and 2-methyl-6-(5-methyl-1H-benzimidazol-2-yl)phenol as the minor component. The refined site-occupancy ratio is 0.746 (4)/0.254 (4). The conformations of both components are identical except for that of the methyl substituent on the benzene ring of the benzimidazole unit which is positionally disordered over two positions. The molecule is essentially planar, the dihedral angle between the benzimidazole plane and the benzene ring being 3.49 (4)°. An intramolecular O—H⋯N hydrogen bond generates an S(6) ring motif. In the crystal packing, molecules are linked through N—H⋯O hydrogen bonds into chains along [201]. These chains are stacked approximately along the a-axis direction. The crystal packing is further stabilized by weak N—H⋯O and O⋯H⋯N hydrogen bonds, together with weak intermolecular C—H⋯π interactions. A π–π interaction with a centroid–centroid distance of 3.6241 (6) Å is also observed between the substituted phenyl ring and that of the benzimidazole system. |
format | Text |
id | pubmed-2972110 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29721102010-12-30 2-Methyl-6-(6-methyl-1H-benzimidazol-2-yl)phenol–2-methyl-6-(5-methyl-1H-benzimidazol-2-yl)phenol (3/1) Eltayeb, Naser Eltaher Teoh, Siang Guan Adnan, Rohana Fun, Hoong-Kun Chantrapromma, Suchada Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, 0.75C(15)H(14)N(2)O·0.25C(15)H(14)N(2)O, is a co-crystal of 2-methyl-6-(6-methyl-1H-benzimidazol-2-yl)phenol as the major component and 2-methyl-6-(5-methyl-1H-benzimidazol-2-yl)phenol as the minor component. The refined site-occupancy ratio is 0.746 (4)/0.254 (4). The conformations of both components are identical except for that of the methyl substituent on the benzene ring of the benzimidazole unit which is positionally disordered over two positions. The molecule is essentially planar, the dihedral angle between the benzimidazole plane and the benzene ring being 3.49 (4)°. An intramolecular O—H⋯N hydrogen bond generates an S(6) ring motif. In the crystal packing, molecules are linked through N—H⋯O hydrogen bonds into chains along [201]. These chains are stacked approximately along the a-axis direction. The crystal packing is further stabilized by weak N—H⋯O and O⋯H⋯N hydrogen bonds, together with weak intermolecular C—H⋯π interactions. A π–π interaction with a centroid–centroid distance of 3.6241 (6) Å is also observed between the substituted phenyl ring and that of the benzimidazole system. International Union of Crystallography 2009-11-28 /pmc/articles/PMC2972110/ /pubmed/21578934 http://dx.doi.org/10.1107/S1600536809049770 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 Adnan, Rohana Fun, Hoong-Kun Chantrapromma, Suchada 2-Methyl-6-(6-methyl-1H-benzimidazol-2-yl)phenol–2-methyl-6-(5-methyl-1H-benzimidazol-2-yl)phenol (3/1) |
title | 2-Methyl-6-(6-methyl-1H-benzimidazol-2-yl)phenol–2-methyl-6-(5-methyl-1H-benzimidazol-2-yl)phenol (3/1) |
title_full | 2-Methyl-6-(6-methyl-1H-benzimidazol-2-yl)phenol–2-methyl-6-(5-methyl-1H-benzimidazol-2-yl)phenol (3/1) |
title_fullStr | 2-Methyl-6-(6-methyl-1H-benzimidazol-2-yl)phenol–2-methyl-6-(5-methyl-1H-benzimidazol-2-yl)phenol (3/1) |
title_full_unstemmed | 2-Methyl-6-(6-methyl-1H-benzimidazol-2-yl)phenol–2-methyl-6-(5-methyl-1H-benzimidazol-2-yl)phenol (3/1) |
title_short | 2-Methyl-6-(6-methyl-1H-benzimidazol-2-yl)phenol–2-methyl-6-(5-methyl-1H-benzimidazol-2-yl)phenol (3/1) |
title_sort | 2-methyl-6-(6-methyl-1h-benzimidazol-2-yl)phenol–2-methyl-6-(5-methyl-1h-benzimidazol-2-yl)phenol (3/1) |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2972110/ https://www.ncbi.nlm.nih.gov/pubmed/21578934 http://dx.doi.org/10.1107/S1600536809049770 |
work_keys_str_mv | AT eltayebnasereltaher 2methyl66methyl1hbenzimidazol2ylphenol2methyl65methyl1hbenzimidazol2ylphenol31 AT teohsiangguan 2methyl66methyl1hbenzimidazol2ylphenol2methyl65methyl1hbenzimidazol2ylphenol31 AT adnanrohana 2methyl66methyl1hbenzimidazol2ylphenol2methyl65methyl1hbenzimidazol2ylphenol31 AT funhoongkun 2methyl66methyl1hbenzimidazol2ylphenol2methyl65methyl1hbenzimidazol2ylphenol31 AT chantraprommasuchada 2methyl66methyl1hbenzimidazol2ylphenol2methyl65methyl1hbenzimidazol2ylphenol31 |