Crystal structure of N-ethyl-2-(1,2,3,4-tetrahydronaphthalen-1-ylidene)hydrazinecarbothioamide

Abstract

There are two crystallographically independent molecules in the asymmetric unit of the title compound, C13H17N3S, one of them being disordered over the methyl group [site-occupancy ratio = 0.705(5):0.295(5)]. The maximum r.m.s. deviations from the mean plane of the non-H atoms for the tetralone fragments amount to 0.4572(17) and 0.4558(15)Å. The N - N - C - N fragments are not planar and torsion angles are -9.4(2) and 8.3(2)°. In the crystal, the molecules are linked by weak N - H⋯S interactions into chains along [100] with graph-set motif C(4) and connected by weak N - H⋯S and C - H⋯S interactions, forming R2 1(10) rings. The Hirshfeld surface analysis indicates that the most important contributions for the crystal packing are the H⋯H (64.20%), H⋯S (12.60%) and H⋯C (12.00%) interactions. The crystal packing resembles a herringbone arrangement when viewed along [001].