title: Crystal structure, complexation, spectroscopic characterization and antimicrobial evaluation of 3,4-dihydroxybenzylidene isonicotinyl-hydrazone.
abstract: A single crystal of 3,4-dihydroxybenzylidene isonicotinylhydrazone, HBINH, has been grown and solved by X-ray crystallography. The VO(2+), Zr(4+), Co(2+), Ni(2+), Cu(2+), Zn(2+), Cd(2+), Hg(2+) and Pd(2+) complexes of HBINH have been prepared and spectroscopically characterized. The data confirmed the formulae [Co(HBINH)(H2O)Cl]Cl·H2O, [Pd(HBINH)Cl2], [Zn(HBINH)2Cl2], [Cd(HBINH)(H2O)2Cl2]·1½H2O, [(VO)2(HBINH-3H)(OH)(H2O)], [Ni2(HBINH)(H2O)6Cl2]Cl2, [Cu2(HBINH-3H)(H2O)2(OAc)]·3H2O, [Zr2(HBINH-3H)Cl4]Cl, [Hg2(HBINH)Cl4] and the dimer {[Cu(HBINH)Cl]Cl}2. Most of the complexes have intense colors and high melting points and some are electrolytes in DMSO solution. The ligand behaves as a neutral bidentate in the Co(II), Cu(II), Pd(II), Zn(II) and Cd(II) complexes; dibasic tetradentate in [Ni2(HBINH)(H2O)6Cl2]Cl2 and tribasic tetradentate in [Cu2(HBINH-3H)(OAc)]·5H2O, [(VO)2(HBINH-3H)(OH)(H2O)] and [Zr2(HBINH-3H)Cl4]Cl by the loss of 3H(+) due to the deprotonation of the two hydroxyl groups and the enolization of the amide (OCNH) group. A tetrahedral geometry was proposed for the Co(II), Cu(II), Zn(II) and Hg(II) complexes; square-planar for the Pd(II) complex; square-pyramid for the VO(2+) complex and octahedral for the Ni(II) and Cd(II) complexes. The complexes [Cd(HBINH)(H2O)2Cl2]·1½H2O, [(VO)2(HBINH-3H)(OH)(H2O)] and [Cu2(HBINH-3H)-(H2O)2(OAc)]·3H2O have activities against Bacillus sp. M3010, Candida albicans, Escherichia coli, Staphylococcus aureus and Slamonella sp. PA393.
authors: Chemistry Department, Faculty of Science, Kuwait University, Kuwait.
authors: Bakir
authors: B
authors: Jeragh
authors: Chemistry Department, Faculty of Science, Kuwait University, Kuwait.
authors: Mayada S
authors: MS
authors: Ali
authors: Chemistry Department, Faculty of Science, Kuwait University, Kuwait. Electronic address: aelasmy@yahoo.com.
authors: Ahmed A
authors: AA
authors: El-Asmy
mesh_terms: D000890:Anti-Infective Agents / Q000737:chemistry* / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects; D066241:Carbon-13 Magnetic Resonance Spectroscopy; D003116:Color; D056831:Coordination Complexes / Q000737:chemistry* / Q000494:pharmacology*; D018360:Crystallography, X-Ray; D004583:Electrons; D005658:Fungi / Q000187:drug effects; D006835:Hydrazones / Q000737:chemistry* / Q000494:pharmacology*; D007538:Isoniazid / Q000737:chemistry* / Q000494:pharmacology*; D008024:Ligands; D060328:Magnetic Phenomena; D013058:Mass Spectrometry; D008826:Microbial Sensitivity Tests; D008968:Molecular Conformation; D008970:Molecular Weight; D066244:Proton Magnetic Resonance Spectroscopy; D013055:Spectrophotometry, Infrared; D013818:Thermogravimetry; D044366:Transition Temperature
chemical_list: D000890:Anti-Infective Agents; D056831:Coordination Complexes; D006835:Hydrazones; D008024:Ligands; D007538:Isoniazid
keywords: 3,4-Dihydroxybenzylidene isonicotinylhydrazone; Microbial activity; Spectra; Thermal analysis; Transition metal complexes; X-ray crystallography