4-Phenyl-1H-imidazole-2(3H)-thione.
In the asymmetric unit of the title compound, C(9)H(8)N(2)S, there are four symmetry-independent mol-ecules (Z' = 4). The geometrical features of these mol-ecules are quite similar: in the normal probability plots the R(2) correlation factors for bond lengths and angles are generally around 0.95. The twist angles between the imidazole and phenyl rings (which are planar within 3σ) range from 9.0 (6) to 13.1 (5)°. In the crystal, pairs of independent molecules are joined by linear N-H⋯S and weak C-H⋯S hydrogen bonds, forming infinite ribbons, of the type ∼ABABAB∼ and ∼CDCDCD∼, propagating along [110]. Second-order hydrogen-bonded R(2) (2)(8) rings are formed via inter-weaving infinite C(2) (2)(8) chains.
Department of Chemistry, Adam Mickiewicz University, Grunwaldzka 6, 60-780 Poznań,  Poland.
Anita M
AM
Owczarzak
Maciej
M
Kubicki