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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...

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Autores principales: Yoon, Yeong Keng, Ali, Mohamed Ashraf, Choon, Tan Soo, Arshad, Suhana, Razak, Ibrahim Abdul
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
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.
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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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