1-(3-Bromophenyl)thiourea

In the title compound, C7H7BrN2S, the thiourea moiety is nearly planar (r.m.s. deviation = 0.004 Å) and it forms a dihedral angle of 66.72 (15)° with the benzene ring. The C—N—C—N2 torsion angle is 15.1 (4)°. In the crystal, molecules are linked via N—H⋯S and N—H⋯N hydrogen bonds into sheets lying parallel to (101).

In the title compound, C 7 H 7 BrN 2 S, the thiourea moiety is nearly planar (r.m.s. deviation = 0.004 Å ) and it forms a dihedral angle of 66.72 (15) with the benzene ring. The C-N-C-N2 torsion angle is 15.1 (4) . In the crystal, molecules are linked via N-HÁ Á ÁS and N-HÁ Á ÁN hydrogen bonds into sheets lying parallel to (101).

Comment
In continuation of our work on synthesis of thiourea derivatives (Fun et al., 2012;Sarojini et al., 2007), the title compound was prepared and its crystal structure is reported here.

Experimental
3-Bromoaniline (1.39 g, 0.0081 mol) was refluxed with potassium thiocyanate (1.4 g, 0.0142 mol) in 20 ml of water and 1.6 ml of conc. HCl for 3 h. The reaction mixture was then cooled to room temperature and stirred overnight. The precipitated product was then filtered, washed with water, dried and recrystallised from ethyl acetate as colourless plates (m.p. = 389-391 K).

Refinement
N-bound hydrogen atoms were located in a difference Fourier map and refined using a riding model with U iso (H) = 1.2U eq (N) [N-H = 0.9156-1.0468 Å]. The remaining H atoms were positioned geometrically and refined using a riding model with C-H = 0.95 Å and U iso (H) = 1.2U eq (C).

Figure 2
The crystal structure of the title compound, viewed along the b axis. H atoms not involved in hydrogen bonds (dashed lines) have been omitted for clarity.  (Cosier & Glazer, 1986) operating at 100.0 (1) K. 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 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.