Synthesis,Characterization, and Antibacterial Activities of Organotin(IV) Complexes with 2‐Acetylpyridine‐N(4)‐cyclohexylthiosemicarbazone (HAPCT)

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 wileyonlinelibrary.com . DOI 10.1002/hc.21061