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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...

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Autores principales: Tabarki, Mohamed Ali, Ben Smida, Youssef, Guesmi, Abderrahmen, Besbes, Rafâa
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
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.
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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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