Syntheses and crystal structures of two N-substituted thio-imidazoles

The syntheses and structures of two N-substituted thio-imidazoles are reported. The geometrical parameters for both compounds, including essentially planar imidazole rings, are consistent with previous structural studies of related materials. The only possible non-van der Waals' interactions influencing the molecular packing are weak C-H...pi bonds. Crystal data: C12H14N2S (N-methyl-N'-2-phenylethyl-imidazol-2-thione), M-r = 218.31, monoclinic, P2(1)/n, (No. 14), a=6.8441(2) angstrom, b=12.9960(4) angstrom, c=13.4703(4) angstrom, beta = 97.7729(16)degrees, V = 1187.12(6) angstrom(3), Z = 4, R(F) 0.039, wR(F-2) = 0.104. C19H20N2S (N,N'-bis((s)-1-phenylethyl)imidazol-2-thione), M-r = 308.43, orthorhombic, P2(1)2(1)2(1) (No. 19), a = 10.4060(3) angstrom, b = 10.6712(3) angstrom, c = 14.8932(3) angstrom, V = 1653.81(7) angstrom(3), Z = 4, R(F) = 0.038, wR(F-2) = 0.085.