3-Ethyl-4-[( E )-(4-fluorobenzylidene)amino]-1 H -1,2,4-triazole-5(4 H )-thione

Section: Database Surveymentioning

confidence: 99%

The crystal structures of three 3-methyl-1H-1,2,4-triazole-5-thiones, including a second polymorph of 4-[(E)-(5-bromo-2-hydroxybenzylidene)amino]-3-methyl-1H-1,2,4-triazole-5(4H)-thione and a redetermination of 4-amino-3-methyl-1H-1,2,4-triazole-5(4H)-thione

Manjula¹,

Sarojini

Yathirajan

et al. 2015

4-[(E)-(4-Chlorobenzylidene)amino]-3-methyl-1H-1,2,4-triazole-5(4H)-thione

Sarojini¹,

Manjula²,

Kaur³

et al. 2013

In the title compound, C10H9ClN4S, the dihedral angle between the mean planes of the phenyl and 1H-1,2,4-triazole-5(4H)-thione rings is 25.3 (9)°. The latter ring is essentially planar, with maximum deviations of 0.010 and −0.010 Å for the ring N atom in the 4-position and ring C atom bearing the methyl group, respectively. An intramolecular C—H⋯S contact occurs. In the crystal, pairs of weak N—H⋯S interactions link the molecules into inversion dimers in the ac plane, forming R 2 2(8) graph-set motifs. In addition, weak π–π interactions [centroid–centroid distances = 3.3463 (14) and 3.6127 (13)Å] are observed.

4-[(E)-(4-Hydroxybenzylidene)amino]-3-methyl-1H-1,2,4-triazole-5(4H)-thione

Sarojini

Manjula²,

Narayana

et al. 2014

Key indicators: single-crystal X-ray study; T = 173 K; mean (C-C) = 0.004 Å; R factor = 0.054; wR factor = 0.151; data-to-parameter ratio = 13.5.The title compound, C 10 H 10 N 4 OS, is nearly planar with the mean planes of the hydroxybenzyl and triazole rings inclined at an angle of only 3.2 (7) . In the crystal, O-HÁ Á ÁN hydrogen bonds between the hydroxy group and the triazole ring in concert with weak N-HÁ Á ÁS intermolecular interactions between the triazole ring and thione group form chains along