Synthesis, structural characterization, Hirshfeld surface analysis and in vitro-antimicrobial activities of triphenyltin (IV) compounds of azo-carboxylates derived from 2- or 4-amino benzoic acids and naphthalen-1 or 2-ol

Abstract

Synthesis of three new triphenyltin(IV) compounds 1–3 were reported by the reaction of azo-carboxylic acid ligands viz.2/4-(2-hydroxynaphthylazo)-benzoic acids [compounds 1 and 2] or 2-(4-hydroxynaphthylazo)-benzoic acid [compound 3] with triphenyltin(IV) hydroxide. The compounds were completely characterized with the help of elemental analysis, IR and multinuclear [1H, 13C and 119Sn]-NMR spectroscopy. The mode of coordination and geometry around tin atoms in compounds 1 and 3 were determined by X-ray crystallography. Compounds 1 and 3 exhibited monomeric structure with intermediate deformation between the trigonal bipyramidal and square-pyramidal geometry or distorted tetrahedral geometry around tin atom respectively. Hirshfeld surface analysis for both structures was also performed. The main difference between 1 and 3 is observed for stacking interactions. 119Sn NMR spectral study of all the compounds suggested that the compounds adopted 4-coordinated tetrahedral structures in solution. The antimicrobial activities of the compounds showed effective antibacterial activity against S. aureus and antifungal activity against F. oxysporum. The antimicrobial activity of these compounds was found to be higher than the tested standard compounds against some selected microbes.