5-Benzyl­idene-3-phenyl-2-phenyl­imino-1,3-thia­zolidin-4-one

The title compound, C(22)H(16)N(2)OS, is a chalcone analog with a thia­zolidinone core that was synthesized as a potential cytotoxic and anti­cancer agent. The structure is commensurately modulated by unit-cell doubling along the direction of the a axis of the cell. The two crystallographically independent mol­ecules are differerentiated by the dihedral angle between the mean planes of the benzyl­idene phenyl group against the thia­zolidin-4-one moiety, which is 5.01 (7)° in one mol­ecule, and 17.41 (6)° in the other. The two mol­ecules are otherwise close to being indistinguishable and are related by crystallographic pseudo-translation. The two mol­ecules are not planar but are slightly bent with the benzyl­idene and phenyl­imino substituents being bent upwards with respect to the center planes of the two mol­ecules. The degree of bending of the two halves of the thia­zolidin-4-one moieties (defined as the planes that inter­sect at the S atom) are 11.08 (7) and 15.88 (7)°. Packing of the mol­ecules is facilitated by C—H⋯π inter­actions and slipped π–π stacking between one of the phenyl rings and a neighboring ethylene π system [distance between the centroid of the ethylene group and the closest phenyl C atom = 3.267 (2) Å, Cg(phenyl)⋯Cg(ethylene) = 3.926 Å].