Crystal structure and Hirshfeld surface analysis of rac-2-[2-(4-chlorophenyl)-3,4-dihydro-2H-1-benzopyran-4-ylidene]hydrazine-1-carbothioamide

In the title compound, C16H14N3OSCl, a Schiff base derivative of a thiosemicarbazide with a flavanone, the 4-chlorophenyl ring is inclined to the benzene ring of the chromane ring system by 30.72 (12)degrees. The pyran ring has an envelope conformation with the methine C atom as the flap. The mean plane of the thiourea unit is twisted with respect to the benzene ring of the chromanone ring system, subtending a dihedral angle of 19.78 (19)degrees. In the crystal, molecules are linked by two pairs of N-H center dot center dot center dot S hydrogen bonds, forming inversion dimers enclosing R-2(2)(8) ring motifs, which are linked to form ribbons propagating along the b-axis direction. The intermolecular contacts in the crystal have been analysed using Hirshfeld surface analysis.