N-(3,4-Dichlorophenyl)thiourea

In the title compound, C7H6Cl2N2S, the benzene ring and the mean plane of the thiourea fragment [—N—C(=S)—N] make a dihedral angle of 66.77 (3)°. Intermolecular N—H⋯S and N—H⋯Cl hydrogen bonds link the molecules into a three-dimensional network.

In the title compound, C 7 H 6 Cl 2 N 2 S, the benzene ring and the mean plane of the thiourea fragment [-N-C( S)-N] make a dihedral angle of 66.77 (3) . Intermolecular N-HÁ Á ÁS and N-HÁ Á ÁCl hydrogen bonds link the molecules into a threedimensional network.

N-(3,4-Dichlorophenyl)thiourea
Hai-Bo Shi, Wei-Xiao Hu and Yan-Fang Lin S1. Comment Thiazoles and their derivatives are found to be associated with various biological activities such as antibacterial, antifungal, anti-inflammatory activities (Holla et al., 2003).The title compound, N-(3,4-dichlorophenyl)thiourea(I),is an important intermediate in the synthesis of thiazole and their derivatives. In our work, we present its crystal structure. In  (Table 1) link the molecules into a three-dimensional network.

S2. Experimental
The title compound was obtained by refluxing 3,4-dichloroaniline(48.6 g, 0.3 mol), 36% aqueous HCl(30.4 g,0.3 mol) and ammonium thiocyanate(22.8 g, 0.3 mol) in water for 7 hr, then a white precipitate was observed and filtered. The solid was recrystallized from alcohol to give the pure product. This was dissolved in THF, and the solution evaporated gradually at room temperature to afford single crystals of (I).

Special details
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s 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 > 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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å 2 )
x y z U iso */U eq