This work deals with the synthesis and characterization of a series of three N-Dehydroacetic acid-4-phenyl-3-thiosemicarbazide (H²dha-ptsc) Schiff base Cu(II) complexes based on combined experimentaland theoretical approach, having the general composition formula as [Cu(dha-ptsc)(L-L)], where L-L is H²O,2,2-bipyridine (bipy) or 1,10-phenanthroline (phen). H²O containing complex acts as origin for the latter twocomplexes and in due course, the geometry of the complex changes from square planar to square pyramidal.DFT calculations were carried out for both the geometrical forms. B3LYP/LANL2DZ level of theory was usedto carry out the required computations. From the overall DFT computations, square pyramidal geometry wasfound to be more stable as compared to the square planar conformation for the complexes under investigation.Super oxide dismutation, thermal behaviour and electrochemical activity were also studied. The results haveshown satisfactory super oxide scavenging potential, high degree of thermal resistance and efficient redoxproperties for the title complexes. Moreover, charge analysis and nonlinear optical properties were computedto establish a comprehensive note of atomic constituents differing in nature of charge delocalization.