(1R*,3′S*,4′R*)-4′-(4-Chlorophenyl)-3′-[(4-hydroxy-2-oxo-1,2-dihydroquinolin-3-yl)carbonyl]-1′-methylspiro[acenaphthylene-1,2′-pyrrolidin]-2-one

Abstract

The title compound, C32H23ClN2O4, has a quinoline, a chlorophenyl and an acenaphthalene ring system attached to a central pyrrolidine ring, which has three stereogenic centers. Nevertheless, the compound crystallizes as a racemate with two molecules of identical chirality in the asymmetric unit. They differ in the conformation of the five-membered pyrrolidine ring; in one molecule it has an envelope conformation, while in the other molecule it has a twisted conformation. In each molecule there is an intramolecular O—H...O hydrogen bond making an S(6) ring motif. In the crystal, pairs of N—H...O hydrogen bonds produce inversion dimers with R22(8) motifs. There are also C—H...O interactions present. The crystal structure contains voids (60 Å3) within which there is no evidence of solvent molecules.