4-(2-Chloro-anilino)-3-phenyl-furan-2(5H)-one

Acta Crystallogr Sect E Struct Rep Online. 2011 Nov;67(Pt 11):o3091. doi: 10.1107/S1600536811044308. Epub 2011 Oct 29.

Abstract

The title compound, C(16)H(12)ClNO(2), featuring a furan-2(5H)-one (γ-butyrolactone) core, contains two mol-ecules (A and B) in the asymmetric unit, with different dihedral angles between the central ring and the pendant phenyl and chloro-benzene rings [43.33 (8) and 20.16 (8)°, respectively, for A, and 47.79 (8) and 13.87 (8)°, respectively, for B]. In the crystal, the A mol-ecules are linked into [001] chains by single C-H⋯O inter-actions. The B mol-ecules also form [001] chains, but their relative orientations in the chains are quite different to those of the A mol-ecules so that adjacent B mol-ecules are linked by two C-H⋯O hydrogen bonds. Finally, C-H⋯O inter-actions and aromatic π-π stacking contacts [centroid-centroid separations = 3.754 (1) and 3.817 (1) Å] link the chains into a two-dimensional array parallel to (010).