1,1-Dibenzyl-3-(4-fluorobenzoyl)thiourea

In the title compound, C22H19FN2OS, the 2-fluorobenzoyl group adopts a trans conformation with respect to the thiono S atom across the N—C bond. In the crystal, intermolecular N—H⋯S, C—H⋯S and C—H⋯O hydrogen bonds link the molecules, forming a two-dimensional network parallel to (101).

In the title compound, C 22 H 19 FN 2 OS, the 2-fluorobenzoyl group adopts a trans conformation with respect to the thiono S atom across the N-C bond. In the crystal, intermolecular N-HÁ Á ÁS, C-HÁ Á ÁS and C-HÁ Á ÁO hydrogen bonds link the molecules, forming a two-dimensional network parallel to (101).

Experimental
The title compound was synthesized according to a previously reported compound (Hassan et al., 2008a). A colourless crystal, suitable for X-ray crystallography, was obtained by a slow evaporation from ethanolic solution at room temperature (yield 87%).

Refinement
H atoms of C and N atoms were positioned geometrically and allowed to ride on their parent atoms, with U iso = 1.2U eq (C) for aromatic 0.93 Å, U iso = 1.2U eq (C) for CH 2 0.97 Å, U iso = 1.2U eq (N) for N-H 0.86 Å. Fig. 1. The molecular structure of (I), with the atoms labeling scheme and displacement ellipsoids are drawn at the 50% probability level. H atoms are represented as small spheres of arbitrary radii.

Special details
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds supplementary materials sup-3 in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.
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 > 2sigma(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.
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å 2 )