Ethyl 1-[3-(2-oxopyrrolidin-1-yl)propyl]-2-phenyl-1H-benzimidazole-5-carboxylate
In the title compound, C23H25N3O3, the benzimidazole ring system is essentially planar [maximum deviation = 0.0240 (18) Å]. The mean plane through this ring system forms a dihedral angle of 42.23 (7)° with the benzene ring. The pyrrolidine ring is in an envelope conformation with the flap atom disor...
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International Union of Crystallography
2012
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Online Access: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3274946/ |
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pubmed-32749462012-02-15 Ethyl 1-[3-(2-oxopyrrolidin-1-yl)propyl]-2-phenyl-1H-benzimidazole-5-carboxylate Yoon, Yeong Keng Ali, Mohamed Ashraf Choon, Tan Soo Asik, Safra Izuani Jama Razak, Ibrahim Abdul Organic Papers In the title compound, C23H25N3O3, the benzimidazole ring system is essentially planar [maximum deviation = 0.0240 (18) Å]. The mean plane through this ring system forms a dihedral angle of 42.23 (7)° with the benzene ring. The pyrrolidine ring is in an envelope conformation with the flap atom disordered over two sites with occupancies of 0.813 (11) and 0.187 (11). In the crystal, weak C—H⋯O hydrogen bonds form R 2 2(10) ring motifs, which are connected by further C—H⋯O interactions, forming ribbons along the b axis. The crystal structure is further stabilized by weak π–π interactions involving the imidazole and benzene rings of the benzimidazole ring system [centroid–centroid distances = 3.6788 (11) and 3.6316 (10) Å] and weak C—H⋯π interactions. International Union of Crystallography 2012-01-07 /pmc/articles/PMC3274946/ /pubmed/22346899 http://dx.doi.org/10.1107/S1600536811054833 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. |
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Open Access Journal |
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institution |
US National Center for Biotechnology Information |
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NCBI PubMed |
collection |
Online Access |
language |
English |
format |
Online |
author |
Yoon, Yeong Keng Ali, Mohamed Ashraf Choon, Tan Soo Asik, Safra Izuani Jama Razak, Ibrahim Abdul |
spellingShingle |
Yoon, Yeong Keng Ali, Mohamed Ashraf Choon, Tan Soo Asik, Safra Izuani Jama Razak, Ibrahim Abdul Ethyl 1-[3-(2-oxopyrrolidin-1-yl)propyl]-2-phenyl-1H-benzimidazole-5-carboxylate |
author_facet |
Yoon, Yeong Keng Ali, Mohamed Ashraf Choon, Tan Soo Asik, Safra Izuani Jama Razak, Ibrahim Abdul |
author_sort |
Yoon, Yeong Keng |
title |
Ethyl 1-[3-(2-oxopyrrolidin-1-yl)propyl]-2-phenyl-1H-benzimidazole-5-carboxylate |
title_short |
Ethyl 1-[3-(2-oxopyrrolidin-1-yl)propyl]-2-phenyl-1H-benzimidazole-5-carboxylate |
title_full |
Ethyl 1-[3-(2-oxopyrrolidin-1-yl)propyl]-2-phenyl-1H-benzimidazole-5-carboxylate |
title_fullStr |
Ethyl 1-[3-(2-oxopyrrolidin-1-yl)propyl]-2-phenyl-1H-benzimidazole-5-carboxylate |
title_full_unstemmed |
Ethyl 1-[3-(2-oxopyrrolidin-1-yl)propyl]-2-phenyl-1H-benzimidazole-5-carboxylate |
title_sort |
ethyl 1-[3-(2-oxopyrrolidin-1-yl)propyl]-2-phenyl-1h-benzimidazole-5-carboxylate |
description |
In the title compound, C23H25N3O3, the benzimidazole ring system is essentially planar [maximum deviation = 0.0240 (18) Å]. The mean plane through this ring system forms a dihedral angle of 42.23 (7)° with the benzene ring. The pyrrolidine ring is in an envelope conformation with the flap atom disordered over two sites with occupancies of 0.813 (11) and 0.187 (11). In the crystal, weak C—H⋯O hydrogen bonds form R
2
2(10) ring motifs, which are connected by further C—H⋯O interactions, forming ribbons along the b axis. The crystal structure is further stabilized by weak π–π interactions involving the imidazole and benzene rings of the benzimidazole ring system [centroid–centroid distances = 3.6788 (11) and 3.6316 (10) Å] and weak C—H⋯π interactions. |
publisher |
International Union of Crystallography |
publishDate |
2012 |
url |
https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3274946/ |
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1611504651065098240 |