A new macrocycle Schiff base, by the reaction between benzene-1,2-diamine and 3-bromo-pentane-2,4-dione, is introduced and a series of its complexes with Co(II), Ni(II), Cu(II) and Zn(II) have been synthesized. FTIR, 1H and 13C NMR, and TGA, also biological activities of all complexes and the electronic spectral data have been investigated. The results show that there are no water molecules, also that macrocycle Schiff base is bonded to the metal ions through nitrogen atoms of four azomethine groups via an octahedral arrangement containing N4 tetra-dentate donor sites on planar and two Cl atoms occupying the other two opposed sites. The corresponding Cu(II) and Zn(II) complexes showed good antibacterial and antifungal activities. The molecular geometry, frontier molecular orbitals and Mulliken atomic charge of the compounds are investigated theoretically using DFT method.