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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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Detalles Bibliográficos
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
Descripción
Sumario: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.