The reaction of N-(4-aminophenyl)aza-15-crown-5 (1) with anti-chlorophenylglyoxime (2) produces a novel azacrown ether containing vic-dioxime, N-(4-aminophenyl)aza-15-crown-5-phenylglyoxime (LH2). LH2 reacts with Ni(II), Cu(II), Co(II), Cd(II), and Zn(II) ions to yield the mononuclear transition and nontransition metal complexes [M(LH)(2)] (M = Ni and Cu), [M(LH)(2) (H2O)(2)] (M = Co), and [M(LH)(H2O) (Cl)] (M = Cd and Zn). The structural features of LH2 were studied using several techniques including elemental analysis. Fourier transform infrared spectroscopy (FT-IR,), ultraviolet visible (UV-Vis), mass spectrometry (MS), 1-dimensional (1D) H-1-NMR and (CNMR)-C-13, distortionless enhancement by polarization transfer (DEPT) 2-dimensional (2D) heteronuclear single-quantum coherence (HSQC), and heteronuclear multiple-bond correlation (HMBC) techniques. The structures of the complexes were confirmed by elemental analyses and with the use of magnetic susceptibility measurements, MS, UV-Vis, FT-IR, H-1-NMR and C-13-NMR techniques. The redox behaviors of the ligand and its Complexes were verified with cyclic voltammetry (CV) at a. glassy carbon (GC) electrode in 0.1 M tetrabutylammoniumtetrafluoroborate (TBATFB) in dimethyl sulfoxide (DMSO).