Synthesis, characterization, nano-sized binuclear nickel complexes, DFT calculations and antibacterial evaluation of new macrocyclic Schiff base compounds

Some new macrocyclic bridged dianilines tetradentate with N(4)coordination sphere Schiff base ligands and their nickel(II)complexes with general formula [(Ni2LCl4) where L = (C20H14N2X)(2), X = SO2, O, CH2] have been synthesized. The compounds have been characterized by FT-IR, H-1 and C-13 NMR, mass spectroscopy, TGA, elemental analysis, molar conductivity and magnetic moment techniques. Scanning electron microscopy (SEM) shows nano-sized structures under 100 nm for nickel (II) complexes. NiO nanoparticle was achieved via the thermal decomposition method and analyzed by FT-IR, SEM and X-ray powder diffraction which indicates closeaccordance to standard pattern of NiO nanoparticle. All the Schiff bases and their complexes have been detected in vitro both for antibacterial activity against two gram-negative and two gram-positive bacteria. The nickel(II) complexes were found to be more active than the free macrocycle Schiff bases. In addition, computational studies of three ligands have been carried out at the DFT-B3LYP/6-31G+(d,p) level of theory on the spectroscopic properties, including IR, (HNMR)-H-1 and (CNMR)-C-13 spectroscopy. The correlation between the theoretical and the experimental vibrational frequencies, H-1 NMR and C-13 NMR of the ligands were 0.999, 0.930-0.973 and 0.917-0.995, respectively. Also, the energy gap was determined and by using HOMO and LUMO energy values, chemical hardness softness, electronegativity and electrophilic index were calculated. (C) 2017 Elsevier B.V. All rights reserved.