Okuniewski Andrzej, Rosiak Damian, Chojnacki Jarosław, Becker Barbara
Department of Inorganic Chemistry, Faculty of Chemistry, Gdańsk University of Technology, G. Narutowicza 11/12, 80-233 Gdańsk, Poland.
Acta Crystallogr C Struct Chem. 2017 Jan 1;73(Pt 1):52-56. doi: 10.1107/S2053229616019495.
1-Benzoylthioureas contain both carbonyl and thiocarbonyl functional groups and are of interest for their biological activity, metal coordination ability and involvement in hydrogen-bond formation. Two novel 1-benzoylthiourea derivatives, namely 1-benzoyl-3-(3,4-dimethoxyphenyl)thiourea, CHNOS, (I), and 1-benzoyl-3-(2-hydroxypropyl)thiourea, CHNOS, (II), have been synthesized and characterized. Compound (I) crystallizes in the space group P-1, while (II) crystallizes in the space group P2/c. In both structures, intramolecular N-H...O hydrogen bonding is present. The resulting six-membered pseudo-rings are quasi-aromatic and, in each case, interact with phenyl rings via stacking-type interactions. C-H...O, C-H...S and C-H...π interactions are also present. In (I), there is one molecule in the asymmetric unit. Pairs of molecules are connected via two intermolecular N-H...S hydrogen bonds, forming centrosymmetric dimers. In (II), there are two symmetry-independent molecules that differ mainly in the relative orientations of the phenyl rings with respect to the thiourea cores. Additional strong hydrogen-bond donor and acceptor -OH groups participate in the formation of intermolecular N-H...O and O-H...S hydrogen bonds that join molecules into chains extending in the [001] direction.
1-苯甲酰基硫脲含有羰基和硫羰基官能团，因其生物活性、金属配位能力以及参与氢键形成而备受关注。已合成并表征了两种新型的1-苯甲酰基硫脲衍生物，即1-苯甲酰基-3-(3,4-二甲氧基苯基)硫脲，CHNOS，(I)，和1-苯甲酰基-3-(2-羟丙基)硫脲，CHNOS，(II)。化合物(I)以P-1空间群结晶，而(II)以P2/c空间群结晶。在这两种结构中，均存在分子内N-H...O氢键。由此形成的六元假环具有准芳香性，并且在每种情况下，都通过堆积型相互作用与苯环相互作用。还存在C-H...O、C-H...S和C-H...π相互作用。在(I)中，不对称单元中有一个分子。分子对通过两个分子间N-H...S氢键相连，形成中心对称二聚体。在(II)中，有两个对称独立的分子，它们主要在苯环相对于硫脲核心的相对取向上有所不同。额外的强氢键供体和受体-OH基团参与形成分子间N-H...O和O-H...S氢键，这些氢键将分子连接成沿[001]方向延伸的链。
