3-Acetyl-1-(2-methylphenyl)thiourea

In the title compound, C10H12N2OS, the toluene and the N-carbamothioylacetamide units are oriented at dihedral angle of 78.75 (5)°. An intramolecular N—H⋯O hydrogen bond generates an S(6) ring. In the crystal, molecules are linked into [101] chains by pairs of N—H⋯S hydrogen bonds [which generate R 2 2(8) loops] and pairs of O—H⋯O hydrogen bonds [which generate R 2 2(4) loops]. The two motifs alternate in the chain.

In the title compound, C 10 H 12 N 2 OS, the toluene and the Ncarbamothioylacetamide units are oriented at dihedral angle of 78.75 (5) . An intramolecular N-HÁ Á ÁO hydrogen bond generates an S(6) ring. In the crystal, molecules are linked into

Raza Comment
The title compound I (Fig. 1) has been synthesized in continuation of our efforts to find new enzyme inhibitors.
The crystal structures of N-(phenylcarbamothioyl)acetamide (Shahwar et al., 2012) has been published which is related to the title compound (I).

Experimental
The title compound (I) was synthesized by adding (0.1 mol, 7.13 ml) of acetylchloride dropwise to a stirred solution of KSCN (0.11 mol) in dry acetone (50 ml), followed by slow addition of toluidine (0.1 mol) in dry acetone (25 ml). The mixture was refluxed for 5-10 min, then poured on ice cooled water, which resulted in crude precipitate.
Recrystallization of the precipitate in ethylacetate yielded colourless needles.

Refinement
The H-atoms were positioned geometrically (C-H = 0.93-0.96 Å, N-H = 0.86 Å) and refined as riding with U iso (H) = xU eq (C, N), where x = 1.5 for methyl groups and x = 1.2 for other H atoms.

3-Acetyl-1-(2-methylphenyl)thiourea
Crystal data Special details Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The threshold expression of F 2 > σ(F 2 ) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.