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

Abstract

ABSTRACT The reaction of 2‐acetylpyridine‐ N (4)‐cyclohexylthiosemicarbazone [(HAPCT), ( 1 )] ligand with organotin(IV) chloride(s) afforded the five new organotin(IV) complexes: [MeSnCl 2 (APCT)] ( 2 ), [BuSnCl 2 (APCT)] ( 3 ), [PhSnCl 2 (APCT)] ( 4 ), [Me 2 SnCl(APCT)] ( 5 ), and [Ph 2 SnCl(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, 1 H, 13 C, and 119 Sn NMR spectral studies. The single crystal X‐ray diffraction studies indicated that [PhSnCl 2 (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 P 21/ 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