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Crystal structure of ethyl 2-(4-chlorophenyl)-3-cyclopentyl-4-oxo-1-propyl-imidazolidine-5-carboxylate.

ABSTRACT: The title compound, C20H27ClN2O3, was obtained via an original synthesis method. The central heterocyclic ring adopts a shallow envelope conformation, with the N atom bearing the cyclo-pentane ring as the flap [deviation from the other atoms = 0.442?(2)?Å]. The cyclo-pentane ring adopts a twisted conformation about one of the CN-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 inter-actions link the mol-ecules into [011] chains. A weak C-H?Cl inter-action links the chains into (100) sheets. A mechanism for the cyclization reaction is proposed.

SUBMITTER: Tabarki MA

PROVIDER: S-EPMC4555374 | biostudies-literature | 2015 Sep

REPOSITORIES: biostudies-literature

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Crystal structure of ethyl 2-(4-chlorophenyl)-3-cyclopentyl-4-oxo-1-propyl-imidazolidine-5-carboxylate.

Tabarki Mohamed Ali MA Ben Smida Youssef Y Guesmi Abderrahmen A Besbes Rafâa R

Acta crystallographica. Section E, Crystallographic communications 20150822 Pt 9

The title compound, C20H27ClN2O3, was obtained via an original synthesis method. The central heterocyclic ring adopts a shallow envelope conformation, with the N atom bearing the cyclo-pentane ring as the flap [deviation from the other atoms = 0.442 (2) Å]. The cyclo-pentane ring adopts a twisted conformation about one of the CN-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 a ...[more]

PMID: 26396903

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