Crystal structure of (E)-3-(2-ethoxyphenyl)-4-(2-fluorobenzylideneamino)-1H-1,2,4-triazole-5(4H)-thione, C17H15FN4OS

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.

Section: Related Literaturementioning

confidence: 98%

Section: S1 Commentmentioning

confidence: 99%

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

Sarojini¹,

Manjula²,

Kaur³

et al. 2013

“…ethylidene]hydrazinyl}-8-(trifluoromethyl) quinoline (Kubicki et al, 2012); (E)-N′-(4-Methoxybenzylidene)-2-m-tolylacetohydrazide (Praveen et al, 2012) (Kant et al, 2012); (E)-3-(2-ethoxyphenyl)-4-(2-fluorobenzylideneamino)-1H-1,2,4triazole-5(4H)-thione (Ding et al, 2009) have been reported. Crystal structures of some Schiff bases were also reported by our group (Sarojini et al, 2007a,b).…”

Section: S1 Commentmentioning

confidence: 99%

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

“…For the biological activity of sulfur-and nitrogencontaining compounds, see: Malik et al (2011); Wei & Bell (1982). For related structures, see: Ding et al (2009); Vinduvahini et al (2011); Almutairi et al (2012); Sarojini et al (2013Sarojini et al ( , 2014a. For standard bond-lengths, see: Allen et al (1987).…”

Section: Related Literaturementioning

confidence: 99%

“…Since many compounds containing sulfur and nitrogen atoms are antihypertensive (Wei et al, 1982) and fungicidal (Malik et al, 2011), synthesis of the corresponding heterocyclic compounds could be of interest from the viewpoint of chemical reactivity and biological activity. The crystal structures of some of the related Schiff's bases viz: (Ding et al, 2009) have been reported. In the title compound (I) ( Fig.…”

Section: Related Literaturementioning

confidence: 99%

Crystal structure of 4-[(E)-(4-chlorobenzylidene)amino]-3-(2-methylbenzyl)-1H-1,2,4-triazole-5(4H)-thione

Kamni

Sarojini

Manjula³

et al. 2014

In the title molecule, C17H15ClN4S, the benzene rings form dihedral angles of 16.6 (1) and 77.2 (1)° with the triazole ring. The dihedral angle between the benzene rings is 86.6 (1)°. In the crystal, pairs of N—H...S hydrogen bonds form inversion dimers with graph-set notationR22(8). Weak C—H...S hydrogen bonds link these dimers into layers parallel to (100). Weak intramolecular C—H...S and C—H...N contacts are observed.