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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Main Authors: Yoon, Yeong Keng, Ali, Mohamed Ashraf, Choon, Tan Soo, Asik, Safra Izuani Jama, Razak, Ibrahim Abdul
Format: Online
Language:English
Published: International Union of Crystallography 2012
Online Access:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3274946/
id pubmed-3274946
recordtype oai_dc
spelling 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.
repository_type Open Access Journal
institution_category Foreign Institution
institution US National Center for Biotechnology Information
building 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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