The reaction of (Z)-2-(phenyl(2-(pyridin-2-yl)hydrazono)methyl)pyridine (L) and copper(II) salt in methanol yields a series of five pentacoordinated mononuclear complexes. The molecular formulations of these complexes are as [Cu(L)(ImH)2](ClO4)2(1), [Cu(L)(2-MeImH)2](ClO4)2(2), [Cu(L)(2-EthImH)2](ClO4)2(3), [Cu(L)(BenzImH)2](ClO4)2(4) and [Cu(L)(2-MeBenzImH)2](ClO4)2(5) (where ImH = Imidazole, 2-MeImH = 2-Methylimidazole, 2-EthImH = 2-Ethylimidazole, BenzImH = Benzimidazole, 2-MeBenzImH = 2-Methylbenzimidazole). The room temperature magnetic moment values are in the range 1.79–1.81 B M. The conductance measurements suggest that they are electrolytic in nature. The DFT calculations were performed to get information about the structures of the complexes. The copper(II) centre in all complexes is a Penta-coordinated. The proligand has NNN donor sites viz., two pyridine N and one azomethine N atoms, whereas co-ligand coordinates through pyridine N atom forming two five-membered chelate rings. The τ5 values of these complexes are in the range 0.177–0.495. Both pro and co-ligands are neutral. X-band Epr spectral measurements have been carried out to authenticate the paramagnetic behaviours of all complexes. The stability of the copper(II) centre was examined using cyclic and differential pulse Voltammetry. The IC50 and SOD activity values for all complexes reveal that they are good SOD active complexes. The IC50 value of present complexes remains in the range 26–43 μM.