title: Pyramidalization of a carbonyl C atom in (2S)-N-(seleno-acet-yl)proline methyl ester.
abstract: The title compound, C8H13NO2Se, crystallizes as a non-merohedral twin with an approximate 9:1 component ratio with two symmetry-independent mol-ecules in the asymmetric unit. Our density-functional theory (DFT) computations indicate that the carb-oxy C atom is expected to be slightly pyramidal due to an n→ π* inter-action, wherein the lone pair (n) of the Se atom overlap with the anti-bonding orbital (π*) of the carbonyl group. Such pyramidalization is observed in one mol-ecule of the title compound but not the other.
authors.affiliation: Department of Chemistry, University of Wisconsin-Madison, 1101 University Ave, Madison, WI 53706-1322, USA.
authors.forename: Ilia A
authors.initials: IA
authors.lastname: Guzei
authors.forename: Amit
authors.initials: A
authors.lastname: Choudhary
authors.forename: Ronald T
authors.initials: RT
authors.lastname: Raines