4-(5-Chloro-2-methylphenyl)-1-[2-oxo-5- (trifluoromethoxy)indolin-3-ylidene]thio semicarbazide

Abstract

The asymmetric unit of the title compound, C17H12ClF3N4O2S, contains two molecules, which differ in their planarity and hydrogen bonding. In one molecule, the 2-oxoindolin (C8/N/O A), thiosemicarbazide (N3/C/S B) and 5-chloro-2-methyl phenyl (C7/Cl C) units are planar with r.m.s. deviations of 0.0110, 0.0173 and 0.0259 A˚ , respectively. The dihedral angles A/B, B/C and A/C are 1.74 (15), 40.70 (13) and 41.00 (11) , respectively. In the other molecule the deviations are 0.0455, 0.0007 and 0.0143 A˚ , respectively, and the dihedral angles are 5.01 (14), 4.53 (16) and 3.38 (13) , respectively. In both molecules, intramolecular N—H N and N—H O hydrogen bonds form S(5) and S(6) ring motifs, respectively and C—H S interactions occur. In one of the molecules, an intramolecular C—H F interaction is also present. In the crystal, the molecules are linked by N—H O, C—H F, C— H O and N—H S hydrogen bonding, forming a polymeric network.