The reactions of bis(cyclopentadienyl)titanium(IV)/zirconium(IV) dichloride with Schiff base derived by condensing thiophene-2-carboxaldehyde (tc), pyridine-2-carboxaldehyde (pc), and 5-methylthiophene-2-caroxaldehyde (mtc) with sulfamethoxazole (sm) have been studied in refluxing tetrahydrofuran under nitrogen atmosphere. The complexes of the type [Cp 2 MCl(L)]Cl (L D tc-sm, pc-sm, and mtc-sm; M D Ti/Zr) have been isolated and have been characterized using elemental analyses, molar conductance, mass, 1 H NMR, 13 C NMR, IR, UV-Vis, CV, TGA, powder XRD, and SEM. The results show that the Schiff base ligands are coordinated to the metal ions in a bidentate manner. Antimicrobial studies were conducted to assess growth inhibition potential of complexes and ligands against various fungal and bacterial strains.