5-Benzyl-idene-3-phenyl-2-phenyl-imino-1,3-thia-zolidin-4-one.

ABSTRACT: The title compound, C(22)H(16)N(2)OS, is a chalcone analog with a thia-zolidinone core that was synthesized as a potential cytotoxic and anti-cancer agent. The structure is commensurately modulated by unit-cell doubling along the direction of the a axis of the cell. The two crystallographically independent mol-ecules are differerentiated by the dihedral angle between the mean planes of the benzyl-idene phenyl group against the thia-zolidin-4-one moiety, which is 5.01?(7)° in one mol-ecule, and 17.41?(6)° in the other. The two mol-ecules are otherwise close to being indistinguishable and are related by crystallographic pseudo-translation. The two mol-ecules are not planar but are slightly bent with the benzyl-idene and phenyl-imino substituents being bent upwards with respect to the center planes of the two mol-ecules. The degree of bending of the two halves of the thia-zolidin-4-one moieties (defined as the planes that inter-sect at the S atom) are 11.08?(7) and 15.88?(7)°. Packing of the mol-ecules is facilitated by C-H?? inter-actions and slipped ?-? stacking between one of the phenyl rings and a neighboring ethylene ? 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].

SUBMITTER: Zeller M 

PROVIDER: S-EPMC3152016 | biostudies-literature | 2011 Jul

REPOSITORIES: biostudies-literature