Two novel series of the macrocyclic complexes [5, 7, 12, 14-Me4-2, 3 9, 10- Bzo2 [14]-1, 4, 8, 11-N4- 2, 4, 7, 9, 11, 14-hexene] M(II) (1a-d) and [2, 5, 10, 13-tetraoxo-7, 8, 15, 16-Bzo2 [16]-1, 6, 9, 14-N4-7, 16- diene] M(II) (2a-d), where M(II)=Co(II), Ni(II), Cu(II) and Zn(II), were synthesized by the reaction of acetylacetone / succinic acid and o-phenylenediamine in presence of metal salts by adopting template method. The synthesized macrocyclic complexes were characterized by repeated melting point determinations, running single spot on TLC, elemental analyses, IR, magnetic moment values and electronic spectral studies. The electronic spectral studies and magnetic moment values suggested distorted octahedral geometry for Cu(II) and octahedral geometry for Co(II) and Ni(II) macrocyclic complexes. The antimicrobial activity of the complexes have been screened by serial dilution method in vitro against two bacteria Staphylococcus aureus and Pseudomonas aeruginosa and two fungi Aspergillus niger and Aspergillus flavus to access their biocidal potential.