(1R*,3'S*,4'R*)-4'-(4-Chloro-phen-yl)-3'-[(4-hy-droxy-2-oxo-1,2-dihydro-quinolin-3-yl)carbon-yl]-1'-methyl-spiro-[ace-naphthyl-ene-1,2'-pyrrolidin]-2-one

Abstract

The title compound, C(32)H(23)ClN(2)O(4), has a quinoline, a chloro-phenyl 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 mol-ecules 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 intra-molecular 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 R(2) (2)(8) motifs. There are also C-H⋯O interactions present. The crystal structure contains voids (60 Å(3)) within which there is no evidence of solvent mol-ecules.

Fig. 1.

View of the title molecule showing thermal ellipsoids at the 50% probability level.

Fig. 2.

View of the motifs with hydrogen bonds (dotted lines) formed between the molecules.