4-Phenyl-1,2,4-triazaspiro[4.4]non-1-ene-3-thione

Abstract

In the title compound, C12H13N3S, the 4,5-di­hydro-3H-1,2,4-triazole system is nearly planar [maximum deviation = 0.014 (2) Å], while the cyclo­pentane ring adopts a half-chair conformation. The dihedral angle between the mean plane of the 4,5-di­hydro-3H-1,2,4-triazole-3-thione ring and the phenyl ring is 85.49 (14)°, with the S atom 0.046 (1) Å out of the former plane. The crystal structure is stabilized only by van der Waals inter­actions. The investigated crystal was found to be a non-merohedral two-component twin by a 180° rotation about c*, with a refined value of the minor twin fraction of 0.12203 (18).

4-Phenyl-1,2,4-triazaspiro[4.6]undec-1-ene-3-thione

“…The phenyl ring (C3-C8) makes a dihedral angle of 74.90 (4)° with the triazathione ring (C1/C2/N1-N3). All bond lengths and bond angles in (I) are comparable with those for the similar compounds that we have reported previously (Akkurt et al, 2013;Mague et al, 2014).…”

“…For industrial uses of heterocyclic spiro compounds, see: Sarma et al (2010). For the crystal structures of two similar compounds, see: Akkurt et al (2013); Mague et al (2014). For ring-puckering parameters, see: Cremer & Pople (1975).…”