Two copper(II) coordination complexes, formulated as [Cu(tmen)(ClBA)2] (1) and [Cu(tmen)(Hsal)2.H2O] (2), (where tmen = N,N,N′,N′-tetramethylethylenediamine (C6H16N2), ClBA = 2-chlorobenzoate (C7H4ClO2 1-) and Hsal 1-(C7H5O3 1-) = monoanion of o-hydroxybenzoic acid (salicylic acid), have been synthesized and characterized by elemental combustion analysis, spectroscopic techniques, thermal studies and single crystal X-ray analyses. The complex (1) consists of two distinct monomeric units in which coordination environment around the central copper(II) ion is a distorted octahedron with CuN2O4 chromophore, constituted by; a chelating tmen molecule, and two 2-chlorobenzoate 1anions coordinated through their carboxylate-O atoms in an asymmetrical bidentate fashion. The complex (2), is also a monomer and consists of CuN2O3 chromophore, in which tmen is coordinated to Cu(II) through its two N atoms in a chelating bidentate fashion, an aqua-O and the two o-hydroxybenzoate 1-(HSal 1-) anions coordinated through one of their carboxylate-O atoms in a monodentate mode, forming a square pyramidal structure. Hydrogen bonding interactions especially of O-HO, N-HO, and C-HCl types interweave monomeric units and stabilize the overall crystal structures in both complexes. Thermal analysis and antibacterial activities of 1 and 2, against various bacterial strains are also investigated.