Thiourea compounds are excellent bioactive agents. A number of biological activities are associated with substituted thiourea derivatives, and some N-substituted-N'-alkoxycarbonyl-thiourea have been used as antifungal agents. On the other hand, N-substituted-N'-alkoxycarbonyl-thiourea have attracted considerable attention in recent years because of its coordination ability with transition metal ions such as Cu(Ⅰ), Zn(Ⅱ) and Cd(Ⅱ).As a part of our works in researching coordination behaviours, synthesis and biological activities of N-substituted-N'-alkoxycarbonyl-thiourea, the present work was reported on the crystal structure of N-phenyl-N'- ethoxycarbonyl-thiourea.Fig. 1 Molecular structure of the title compound Fig. 2 Packing diagram of molecules shows the hydrogen bond intermolecular contacts.Ethyl chloroformate was treated with potassium thiocyanate in ethyl acetate under the condition of solid-liquid phase transfer catalysis using 3% polyethylene glycol-400 as the catalyst to give the corresponding ethoxycarbonyl isothiocyanate, which was reacted with aniline to give the title compound. The solid was separated from the liquid phase by filtration, washed with ethyl acetate and then dried in air. The single crystals of the title compound was obtained by the slow evaporation of its ethanol solution after 2 weeks, one of them was selected optically for the diffraction study and glued to a glass fibre.The crystals structure in the triclinic system and space group of P-1 of N-phenyl-N'-ethoxycarbonyl-thiourea was determined from single-crystal X-ray diffraction analysis,a = 5.787 (1) A, b = 10.218 (2) A, c = 10.501 (2) A, a = 109.39(2)°, a = 94.41(2)°, a = 100.04(1) °,Ⅴ = 570.6 (2) A3, Z = 2, Dc = 1.305 Mg/m3, i (Mo Ka)= 0.266 mm-1, F(000) = 236. The final R andu R are 0.0358 and 0.0919 for 1823 observed reflections [Ⅰ＞2o(Ⅰ)].Fig. 1 shows the molecular crystal structure indicating that the carbonyl and thiocarbonyl moieties are pointing in approximate opposite directions. The compound adopts a cis-trans conformation,where the phenyl moiety and the ethoxycarbonyl moiety lie respectively cis and trans relative to the S atom across the thiourea C-N bonds. Fig. 2 shows both H atoms connecting with N atoms participate in intermolecular hydrogen bonds: one of them exists between N(2) and S atoms with N(2)...S = 3.3556(16)A, N(2)-H = 0.86A and H...S = 2.51A, whereas the other one exists between N(1) and O(1) atoms with N(1)...O(1) = 3.2082(19)A, N(1)-H = 0.86A and H...O(1) = 2.52A. The molecules in the crystal pack in stacks of alternating orientation and are hydrogen bonded in a ribbon-like fashion approximately parallel to the b direction.
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