Crystal structure of <em>N</em>-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&sdot;&sdot;&sdot;S interactions into chains along [100] with graph-set motif <em>C</em>(4) and connected by weak N—H&sdot;&sdot;&sdot;S and C—H&sdot;&sdot;&sdot;S interactions, forming <em>R</em>₂¹(10) rings. The Hirshfeld surface analysis indicates that the most important contributions for the crystal packing are the H&sdot;&sdot;&sdot;H (64.20%), H&sdot;&sdot;&sdot;S (12.60%) and H&sdot;&sdot;&sdot;C (12.00%) interactions. The crystal packing resembles a herringbone arrangement when viewed along [001].