The synthesis and characterisation of a new azo Schiff base ligand generated from a semicarbazone moiety are reported in this study, in addition to its metal complexes. The title ligand, (E)-2-((2-hydroxy-3-((E)-(2-nitrophenyl) diazenyl) naphthalen-1-yl) methylene) hydrazine-1-carboxamide (HL), was synthesised by reacting ((E)-2-hydroxy-3-((2-nitrophenyl) diazenyl)-1-naphthaldehyde) with semicarbazidein a 1:1 molar ratio. Afterward, the interplay between HL and other metal ions (CrШ, MnII, CoII, NiII and CuII) produced monomeric coordination complexes in a 1:1 ligand-to-metal ratio. A range of spectroscopic and analytical techniques, such as magnetic susceptibility, conductance tests, 1H and 13C-NMR, FT-IR, electronic and mass spectroscopy, and elemental microanalysis, were used to extensively characterize these complexes. The synthesis of coordination compounds with six-coordinate geometries was verified by the characterization data. The study also assessed the antimicrobial efficacy of the synthesised compounds against various bacterial and fungal species, revealing that After the complex formed, the ligand's antimicrobial activity was greatly increased.