2-(1,2,3,4-Tetrahydronaphthalen-1-ylidene)hydrazinecarbothioamide

Abstract

Key indicators: single-crystal X-ray study; T = 293 K; mean (C-C) = 0.003 Å; R factor = 0.045; wR factor = 0.126; data-to-parameter ratio = 17.7.The molecular structure of the title compound, C 11 H 13 N 3 S, is not planar: the maximum deviation from the mean plane of the non-H atoms is 0.521 (2) Å for an aliphatic C atom, which corresponds to an envelope conformation for the nonaromatic ring. The hydrazinecarbothioamide substituent and the benzene ring have maximum deviations from the mean planes through the non-H atoms of 0.0288 (16) and 0.0124 (27) Å , respectively, and the dihedral angle between the two planes is 8.84 (13) . In the crystal, molecules are linked into chains along [110] by pairs of N-HÁ Á ÁS hydrogen bonds between molecules related by centres of symmetry. Related literature

Crystal structure of the charge-transfer complex 2-(1,2,3,4-tetrahydronaphthalen-1-ylidene)hydrazinecarbothioamide–pyrazine-2,3,5,6-tetracarbonitrile (2/1)

“…TTSC has the maximum deviation from the mean plane of the non-H atoms of 0.448 (2) Å for C3, which corresponds to an envelope conformation for the non-aromatic ring. The structure of the thiosemicarbazone derivative is quite similar to the structure reported in the literature (Oliveira et al, 2012). The molecule shows an E conformation for the atoms about the N1-N2 bond.…”

(5E)-1-Benzyl-5-(3,3,3-trichloro-2-oxopropylidene)pyrrolidin-2-one

“…of 0.0032 Å) revealed a dihedral angle of 87.03 (8)° with respect to the second plane formed by C1/C2/O21/C3/C4/C5/C6/C7/N1/C8/O71 atoms (r.m.s. of 0.0978 Å; Bandeira et al, 2013;de Oliveira et al, 2012). This almost orthogonal configuration ( Fig.…”

“…For non-classical weak contacts, see: Irving & Irving (1994); Bissantz et al (2010). For related structures, see: Bandeira et al (2013); de Oliveira et al (2012); de Bittencourt et al (2014).…”

N-Phenyl-2-(1,2,3,4-tetrahydronaphthalen-1-ylidene)hydrazinecarbothioamide

“…For one of the first reports of the synthesis of thiosemicarbazone derivatives, see: Freund & Schander (1902). For the synthesis and crystal structure of 2-(1,2,3,4-tetrahydronaphthalen-1-ylidene)hydrazinecarbothioamide, see: de Oliveira et al (2012).…”

“…E70, o205 [doi:10.1107/S1600536814001585] -2-(1,2,3,4-tetrahydronaphthalen-1-ylidene show pharmacological activity against melanogenesis in melanoma B16 cells (Thanigaimalai et al, 2011). As part of our study on synthesis of thiosemicarbazone compounds, we report herein the crystal structure of a derivative of 2-(1,2,3,4-Tetrahydronaphthalen-1-ylidene)hydrazinecarbothioamide (Oliveira et al, 2012). The title compound (Figure 1), in which the molecular structure matches the asymmetric unit, is not planar and the dihedral angle between the two aromatic rings is 36.49 (06)°.…”