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Ethyl 1-phenyl-2-[4-(trifluoromethoxy)phenyl]-1H-benzimidazole-5-carboxylate
In the title compound, C(23)H(17)F(3)N(2)O(3), an intramolecular C—H⋯F hydrogen bond generates an S(6) ring motif. The essentially planar 1H-benzimidazole ring system [maximum deviation = 0.021 (2) Å] forms dihedral angles of 25.00 (10) and 62.53 (11)° with the trifluoromethoxy-substituted benzen...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3435731/ https://www.ncbi.nlm.nih.gov/pubmed/22969602 http://dx.doi.org/10.1107/S1600536812034903 |
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author | Yoon, Yeong Keng Ali, Mohamed Ashraf Choon, Tan Soo Arshad, Suhana Razak, Ibrahim Abdul |
author_facet | Yoon, Yeong Keng Ali, Mohamed Ashraf Choon, Tan Soo Arshad, Suhana Razak, Ibrahim Abdul |
author_sort | Yoon, Yeong Keng |
collection | PubMed |
description | In the title compound, C(23)H(17)F(3)N(2)O(3), an intramolecular C—H⋯F hydrogen bond generates an S(6) ring motif. The essentially planar 1H-benzimidazole ring system [maximum deviation = 0.021 (2) Å] forms dihedral angles of 25.00 (10) and 62.53 (11)° with the trifluoromethoxy-substituted benzene and phenyl rings, respectively. The twist of the ethyl acetate group from the least-squares plane of the 1H-benzimidazole ring system is defined by a C(=O)—O—C—C torsion angle of 79.5 (3)°. In the crystal, molecules are linked into a two-dimensional network parallel to the bc plane by weak C—H⋯N and C—H⋯O hydrogen bonds. Weak C—H⋯π interactions also observed. |
format | Online Article Text |
id | pubmed-3435731 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-34357312012-09-11 Ethyl 1-phenyl-2-[4-(trifluoromethoxy)phenyl]-1H-benzimidazole-5-carboxylate Yoon, Yeong Keng Ali, Mohamed Ashraf Choon, Tan Soo Arshad, Suhana Razak, Ibrahim Abdul Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(23)H(17)F(3)N(2)O(3), an intramolecular C—H⋯F hydrogen bond generates an S(6) ring motif. The essentially planar 1H-benzimidazole ring system [maximum deviation = 0.021 (2) Å] forms dihedral angles of 25.00 (10) and 62.53 (11)° with the trifluoromethoxy-substituted benzene and phenyl rings, respectively. The twist of the ethyl acetate group from the least-squares plane of the 1H-benzimidazole ring system is defined by a C(=O)—O—C—C torsion angle of 79.5 (3)°. In the crystal, molecules are linked into a two-dimensional network parallel to the bc plane by weak C—H⋯N and C—H⋯O hydrogen bonds. Weak C—H⋯π interactions also observed. International Union of Crystallography 2012-08-15 /pmc/articles/PMC3435731/ /pubmed/22969602 http://dx.doi.org/10.1107/S1600536812034903 Text en © Yoon et al. 2012 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 Yoon, Yeong Keng Ali, Mohamed Ashraf Choon, Tan Soo Arshad, Suhana Razak, Ibrahim Abdul Ethyl 1-phenyl-2-[4-(trifluoromethoxy)phenyl]-1H-benzimidazole-5-carboxylate |
title | Ethyl 1-phenyl-2-[4-(trifluoromethoxy)phenyl]-1H-benzimidazole-5-carboxylate |
title_full | Ethyl 1-phenyl-2-[4-(trifluoromethoxy)phenyl]-1H-benzimidazole-5-carboxylate |
title_fullStr | Ethyl 1-phenyl-2-[4-(trifluoromethoxy)phenyl]-1H-benzimidazole-5-carboxylate |
title_full_unstemmed | Ethyl 1-phenyl-2-[4-(trifluoromethoxy)phenyl]-1H-benzimidazole-5-carboxylate |
title_short | Ethyl 1-phenyl-2-[4-(trifluoromethoxy)phenyl]-1H-benzimidazole-5-carboxylate |
title_sort | ethyl 1-phenyl-2-[4-(trifluoromethoxy)phenyl]-1h-benzimidazole-5-carboxylate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3435731/ https://www.ncbi.nlm.nih.gov/pubmed/22969602 http://dx.doi.org/10.1107/S1600536812034903 |
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