Five new copper(II), nickel(II) and zinc(II) complexes derived from 2-((2-(pyrrolidin-1-yl)ethylimino)methyl)phenol were synthesized and structurally characterized. Single crystal X-ray analysis indicates that the Cu atoms in the tetranuclear complexes 1 and 2 are in a square pyramidal coordination, the Ni atoms in the trinuclear complexes 3 and 4 are in an octahedral coordination and the Zn atom in the mononuclear complex 5 is in a tetrahedral coordination. In vitro bacterial viability revealed that the copper and zinc complexes have effective antimicrobial activity against B. subtilis , S. aureus , E. coli and P. fluorescens , and general activity against the fungal strains C. albicans and A. niger. [Display omitted] Five new copper(II), nickel(II) and zinc(II) complexes, [Cu 4 Cl 2 (μ 1,1 -N 3) 4 (DMF) 2 ] (1), [Cu 4 Br 2 (μ 1,1 -N 3) 4 (DMF) 2 ] (2), [Ni 3 L 2 (CH 3 COO) 4 ]CH 3 OH (3), [Ni 3 L 2 (CH 3 COO) 2 (μ 1,1 -N 3) 2 (CH 3 OH) 2 ] (4) and [Zn(LH)I 2 ]CH 3 OH (5), were designed and successfully synthesized using the Schiff base ligand 2-((2-(pyrrolidin-1-yl)ethylimino)methyl)phenol (HL). All the synthesized complexes were characterized using different physico-chemical and spectroscopic methods, like elemental analysis, infrared spectra and single crystal X-ray diffraction. The X-ray structural analysis showed that the Cu atoms in the tetranuclear complexes 1 and 2 are in a square pyramidal coordination, the Ni atoms in the trinuclear complexes 3 and 4 are in an octahedral coordination and the Zn atom in the mononuclear complex 5 is in a tetrahedral coordination. The Schiff base ligand was coordinated to the metal atoms through the phenolate oxygen, imino nitrogen and/or pyrrolidine nitrogen atoms. The biological study indicated that the copper and zinc complexes have interesting antimicrobial activity against B. subtilis , S. aureus , E. coli and P. fluorescens , with MIC values of 0.6–2.3 μmol/L. [ABSTRACT FROM AUTHOR]