Publication Date:
2015-08-23
Description:
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 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 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 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.
Keywords:
crystal structuresynthesisaziridine rearrangementC—H...O and C—H...O interactions
Electronic ISSN:
1600-5368
Topics:
Chemistry and Pharmacology
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Geosciences