The effect of fluorinated/non-fluorinated β-diketones and side-chain branching of N-protected amino acids on the antibacterial potential of new heptacoordinated monobutyltin(IV) complexes was investigated. New heptacoordinated monobutyltin(IV) complexes having the general formulae BuSn(A) 2 B and BuSnAA 2 H; and BH = R'COCH 2 COR″ (βdiketones), R′ = R″ = -CH 3 : B 1 H; R′ = -CH 3 , R″ = -C 6 H 5 : B 2 H; R′ = -CF 3 , R ″ = -C 6 H 5 : B 3 H] were synthesized. Complexes BuSn(A) 2 B and BuSnA(B) 2 were generated by the reaction of sodium salts of the ligands AH and BH with BuSnCl 3 in 2:1:1 and 1:2:1 molar ratios, respectively. These newly generated complexes were characterized in physicochemical and spectroscopic studies. These complexes contain heptacoordinated tin centres as revealed by 119 Sn NMR chemical shift values. Some of the newly generated complexes and their corresponding ligands were screened for their antibacterial activity to study the structure-activity relationship.