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3-Benzyl-4-ethyl-1H-1,2,4-triazole-5(4H)-thione.

ABSTRACT: The title compound, C(11)H(13)N(3)S, exists in the 5-thioxo tautomeric form. The benzene ring exhibits disorder with a refined ratio of 0.77?(2):0.23?(2) for components A and B with a common bridgehead C atom. The 1,2,4-triazole ring is essentially planar, with a maximum deviation of 0.002?(3)?Å for the benzyl-substituted C atom, and forms dihedral angles of 88.94?(18) and 86.56?(49)° with the benzene rings of components A and B, respectively. The angle between the plane of the ethyl chain and the mean plane of 1,2,4-triazole ring is 88.55?(15)° and this conformation is stabilized by an intra-molecular C-H?S contact. In the crystal, pairs of N-H?S hydrogen bonds link mol-ecules into inversion dimers. ?-? inter-actions are observed between the triazole and benzene rings, with centroid-centroid separations of 3.547?(4) and 3.544?(12)?Å for components A and B, and slippages of 0.49?(6) and 0.58?(15)?Å, respectively.

SUBMITTER: Karczmarzyk Z

PROVIDER: S-EPMC3569223 | biostudies-literature | 2013 Feb

REPOSITORIES: biostudies-literature

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