<p>Hydrazones and their metal complexes have acquired a lot of interest because of their various biological and catalytic applications. The reaction of the symmetrical hydrazone (NBHD) with Cu(II) salts, including Cl⁻, Br⁻, and SO₄²⁻, has been investigated. The structures of Cu-NBHD complexes were explored by using various spectroscopic and analytical tools. Fluorescence spectra for NBHD and Cu(II)-NBHD complexes were recorded in a large number of solvents to probe their solvatochromic manners. Theoretical calculations for NBHD and Cu-NBHD complexes were conducted, and the results were correlated with the experimental data. The anticancer action of Cu-NBHD complexes was investigated towards Hepatocellular carcinoma and the results were supported by molecular docking studies. The Cu-NBHD complexes have distorted octahedral geometrical structures as evidenced from magnetic moment, electronic and ESR spectral data. NBHD acts as a <i>bis</i>(monoanionic bidentate) in case of Cl⁻ and Br⁻ ions and <i>bis</i>(neutral bidentate) in case of SO₄²⁻ ion. The coordinating sites are phenolic oxygen and azomethine nitrogen atoms. In case of bromo and sulfato complexes, binuclear complexes were obtained. However, a tetranuclear complex was obtained in case of the chloro complex. DFT calculations for NBHD and Cu-NBHD complexes were performed, and the results were correlated with the practical results. All Cu-NBHD complexes exhibited anticancer activity towards Hepatocellular carcinoma. The bromo complex <b>2</b> showed an enhanced activity than that of <i>cis</i>Pt. Using different copper(II) salts gives different bi- and tetra-nuclear complexes. Al complexes exhibited anticancer activity towards Hepatocellular carcinoma and the bromo complex <b>2</b> showed enhanced activity than that of <i>cis</i>Pt. The encouraging activity prompts further studies about the complex as an antitumor agent.</p>