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The reaction of 2‐acetylpyridine‐N(4)‐cyclohexylthiosemicarbazone [(HAPCT), (1)] ligand with organotin(IV) chloride(s) afforded the five new organotin(IV) complexes: [MeSnCl2(APCT)] (2), [BuSnCl2(APCT)] (3), [PhSnCl2(APCT)] (4), [Me2SnCl(APCT)] (5), and [Ph2SnCl(APCT)] (6). The ligand (1) and its organotin(IV) complexes (2–6) have been synthesized and characterized by CHN analyses, molar conductivity, UV–vis, FT IR, 1H, 13C, and 119Sn NMR spectral studies. The single crystal X‐ray diffraction studies indicated that [PhSnCl2(APCT)] (4) is six coordinated and strongly adopts a distorted octahedral configuration with the coordination through pyridine‐N, azomethine‐N, and thiolato‐S atoms of the ligand. The compound crystallizes into a monoclinic lattice with the space group P21/n. The ligand (1) and its organotin(IV) complexes (2–6) were assayed for in vitro antibacterial activity against Staphylococcus aureus, Escherichia coli, Enterobacter aerogenes, and Salmonella typhi. The screening results have shown that the organotin(IV) complexes (2–6) have better antibacterial activity than the free ligand. Furthermore, it has been shown that the diphenyltin(IV) derivative (6) exhibits significantly better activities than the other organotin(IV) derivatives (2–5). © 2012 Wiley Periodicals, Inc. Heteroatom Chem 24:43–52, 2013; View this article online at http://wileyonlinelibrary.com. DOI 10.1002/hc.21061

Sn NMR spectral studies. The molecular structure of complex (5) has also been determined by single-crystal X-ray diffraction. The crystal structure of complex (5) showed that the ligand is doubly deprotonated at the oxygen and sulfur atoms and is coordinated to the tin(IV) atom through thiolate-S, azomethine-N and phenoxide-O atoms. X-ray diffraction studies indicated that complex (5) is a monomer and the central tin(IV) atom is five coordinated in a distorted trigonal bipyramidal geometry. The cytotoxicity of the ligand (1) as well as its organotin(IV) complexes (2-5) was studied against Artemia salina. The in vitro antibacterial activities of these compounds were also evaluated. The screening results have shown that the organotin(IV) complexes (2-5) have better antibacterial activity than the free ligand. Furthermore, it has been shown that diphenyltin(IV) derivative (5) exhibits significantly better activity than the monoorganotin(IV) derivatives (2-4).

The title dimethyl sulfoxide (DMSO) solvate, C17H18N4O3·C2H6OS, shows the disubstituted urea derivative to adopt an almost planar geometry (r.m.s. deviation for non-H atoms = 0.132 Å); the mol­ecule has non-crystallographic twofold mol­ecular symmetry. This conformation is stabilized by two intra­molecular O—H⋯N hydrogen bonds. The components of the crystal are connected by N—H⋯O hydrogen bonds, whereby both amine H atoms are connected to a DMSO O atom, and C—H⋯O contacts involving the DMSO H and urea carbonyl atoms, forming a supra­molecular chain along the c axis. The chains associate via C—H⋯π inter­actions.

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