Synthesis, characterization, structural analysis and antimicrobial activity of bis(m-phenylenediamine)tetraoxime

Abstract

The synthesis of a new tetraoxime H₄L∙2DMF (1) in a 60% yield was achieved by the interaction of dichloroglyoxime (DClH₂) with m-phenylenediamine in a 1:1 molar ratio in ethanol and DMF. Its structure was confirmed by spectral FTIR and ¹H, ¹³C and ¹⁵N NMR analyses, and single crystal X-ray diffraction. In addition, the antimicrobial activities of this compound have been investigated.  Under similar conditions and the presence of Zn(II) ions a new polymorph of compound 1 - H₄L∙2DMF (2) was obtained, and in the presence of Mn(II) or Gd(III) ions two new solvatomorphs H₄L∙3.5H₂O (3) and H₄L∙2C₂H₅OH∙0.33H₂O (4) were obtained. Their structures were confirmed by single crystal X-ray analysis.