Crystal structure of 4-fluoro-N-[2-(4-fluorobenzoyl)hydrazine-1-carbonothioyl] benzamide

Abstract

In the title compound, C1511HF2N3O2S, the dihedral angle between the fluorobenzene rings is 88.43 (10)° and that between the central semithiocarbazide grouping is 47.00 (11)°. The dihedral angle between the amide group and attached fluorobenzene ring is 50.52 (11)°; the equivalent angle between the carbonylthioamide group and its attached ring is 12.98 (10)°. The major twists in the molecule occur about the C - N - N - C bonds [torsion angle = -138.7 (2)°] and the Car - Car - C - N (ar = aromatic) bonds [-132.0 (2)°]. An intramolecular N - H⋯O hydrogen bond occurs, which generates an S(6) ring. In the crystal, the molecules are linked by N - H⋯O and N - H⋯S hydrogen bonds, generating (001) sheets. Weak C - H⋯O and C - H⋯F interactions are also observed.