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Crystal structure of ethyl 2-(4-chlorophenyl)-3-cyclopentyl-4-oxo-1-propylimidazolidine-5-carboxylate
The title compound, C(20)H(27)ClN(2)O(3), was obtained via an original synthesis method. The central heterocyclic ring adopts a shallow envelope conformation, with the N atom bearing the cyclopentane ring as the flap [deviation from the other atoms = 0.442 (2) Å]. The cyclopentane ring adopts a tw...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2015
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4555374/ https://www.ncbi.nlm.nih.gov/pubmed/26396903 http://dx.doi.org/10.1107/S2056989015015364 |
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author | Tabarki, Mohamed Ali Ben Smida, Youssef Guesmi, Abderrahmen Besbes, Rafâa |
author_facet | Tabarki, Mohamed Ali Ben Smida, Youssef Guesmi, Abderrahmen Besbes, Rafâa |
author_sort | Tabarki, Mohamed Ali |
collection | PubMed |
description | The title compound, C(20)H(27)ClN(2)O(3), was obtained via an original synthesis method. The central heterocyclic ring adopts a shallow envelope conformation, with the N atom bearing the cyclopentane ring as the flap [deviation from the other atoms = 0.442 (2) Å]. The cyclopentane ring adopts a twisted conformation about one of the C(N)—C bonds: the exocyclic C—N bond adopts an equatorial orientation. The dihedral angles between the central ring (all atoms) and the pendant five- and six-membered rings are 10.3 (2) and 87.76 (14)°, respectively. In the crystal, C—H⋯O interactions link the molecules into [011] chains. A weak C—H⋯Cl interaction links the chains into (100) sheets. A mechanism for the cyclization reaction is proposed. |
format | Online Article Text |
id | pubmed-4555374 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-45553742015-09-22 Crystal structure of ethyl 2-(4-chlorophenyl)-3-cyclopentyl-4-oxo-1-propylimidazolidine-5-carboxylate Tabarki, Mohamed Ali Ben Smida, Youssef Guesmi, Abderrahmen Besbes, Rafâa Acta Crystallogr E Crystallogr Commun Data Reports The title compound, C(20)H(27)ClN(2)O(3), was obtained via an original synthesis method. The central heterocyclic ring adopts a shallow envelope conformation, with the N atom bearing the cyclopentane ring as the flap [deviation from the other atoms = 0.442 (2) Å]. The cyclopentane ring adopts a twisted conformation about one of the C(N)—C bonds: the exocyclic C—N bond adopts an equatorial orientation. The dihedral angles between the central ring (all atoms) and the pendant five- and six-membered rings are 10.3 (2) and 87.76 (14)°, respectively. In the crystal, C—H⋯O interactions link the molecules into [011] chains. A weak C—H⋯Cl interaction links the chains into (100) sheets. A mechanism for the cyclization reaction is proposed. International Union of Crystallography 2015-08-22 /pmc/articles/PMC4555374/ /pubmed/26396903 http://dx.doi.org/10.1107/S2056989015015364 Text en © Tabarki et al. 2015 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 | Data Reports Tabarki, Mohamed Ali Ben Smida, Youssef Guesmi, Abderrahmen Besbes, Rafâa Crystal structure of ethyl 2-(4-chlorophenyl)-3-cyclopentyl-4-oxo-1-propylimidazolidine-5-carboxylate |
title | Crystal structure of ethyl 2-(4-chlorophenyl)-3-cyclopentyl-4-oxo-1-propylimidazolidine-5-carboxylate |
title_full | Crystal structure of ethyl 2-(4-chlorophenyl)-3-cyclopentyl-4-oxo-1-propylimidazolidine-5-carboxylate |
title_fullStr | Crystal structure of ethyl 2-(4-chlorophenyl)-3-cyclopentyl-4-oxo-1-propylimidazolidine-5-carboxylate |
title_full_unstemmed | Crystal structure of ethyl 2-(4-chlorophenyl)-3-cyclopentyl-4-oxo-1-propylimidazolidine-5-carboxylate |
title_short | Crystal structure of ethyl 2-(4-chlorophenyl)-3-cyclopentyl-4-oxo-1-propylimidazolidine-5-carboxylate |
title_sort | crystal structure of ethyl 2-(4-chlorophenyl)-3-cyclopentyl-4-oxo-1-propylimidazolidine-5-carboxylate |
topic | Data Reports |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4555374/ https://www.ncbi.nlm.nih.gov/pubmed/26396903 http://dx.doi.org/10.1107/S2056989015015364 |
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