This study focuses on the synthesis, the structural studies of four new divalent metal coordination complexes of (1-methyl-1H-imidazol-2-yl)methanol (Hmim), and the assessment of their antimicrobial activity against five pathogenic microorganisms as well as their antioxidant potential. M(II) complexes were prepared by condensation of Hmim with Zn(OAc)₂, Cu(OAc)₂, NiCl₂.6H₂O, or CuCl₂ in dry 1,2-dimethoxyethane at rt.. The ligand and its complexes have been characterized systematically by elemental analysis, FT-IR and UV-Vis spectroscopy, and single-crystal X-ray diffraction. In [Zn(Hmim)₂(OAc)₂] (1)four donor atoms surround the metal ion displaying tetra-coordinated compound in distorted tetrahedral geometry, while in [Cu(Hmim)₃OAc].AcOH (2), the Cu(II) ion is coordinated by three Hmim ligands and one acetate ligand displaying a tetragonally distorted octahedral environment. In [Ni(Hmim)₂(H₂O)₂]Cl₂ (3), and [Cu(Hmim)₃]Cl₂ (4), the ligand is coordinated to M(II) ions in bidentate fashion exhibiting a distorted octahedral environment, the chloride anions act only as counter ions. The free ligand and its complexes 1-4 were tested in vitro for their antimicrobial activity against the growth of five strains including Gram (+) and Gram (-) bacteria, a Gram (+) phytopathogenic bacteria, a yeast and a fungus using the agar diffusion method. The SAR study of the antibacterial activity revealed significant differences in their inhibition activity profile, where 1 gave the best results displaying significant inhibition effects with a broad spectrum. The free-radical scavenging activity of synthesized compounds was investigated through their DPPH radical scavenging capacity, and has shown moderate to interesting antioxidant potential.