title: Synthesis, crystal structure, characterization and biological activity of 2,5-hexanedione bis(isonicotinylhydrazone) and N-(2,5-dimethyl-1H-pyrrol-1-yl)isonicotinamide complexes.
abstract: The reaction between 2,5-hexanedione and isonicotinic acid hydrazide in EtOH gave two products. The ethanol insoluble product was identified as 2,5-hexanedione bis(isonicotinylhydrazone) [HINH] and the soluble ethanol product as N-(2,5-dimethyl-1H-pyrrol-1-yl)isonicotinamide [DINA]. A series of Cr(3+), Fe(3+), Co(2+), Ni(2+), Cu(2+), Zn(2+), Cd(2+), Hg(2+) and Pd(2+) complexes of HINH and Co(2+), Cu(2+), Zn(2+) and Hg(2+) complexes of DINA have been synthesized and structurally characterized. Based on the elemental analysis, mass spectra and molar conductance, the complexes have assigned the proposed imperical formulae. The crystal structures of N-(2,5-dimethyl-1H-pyrrol-1-yl)isonicotinamide and its Zn(2+) and Hg(2+) complexes have been solved by X-ray diffraction having [Zn(DINA)2Cl2] and [Hg(DINA)2Cl2] in a tetrahedral structure. In the DINH complexes, the ligand coordinates as a monodentate through the pyridine nitrogen. On the other hand, HINH behaves as a tetradentate (neutral or binegative) manner with the two metal ions. The magnetic moments and electronic spectra of all complexes provide tetrahedral, square-planar, trigonal biyramid and/or octahedral structure. The thermal decomposition of the complexes revealed the outer and inner solvents as well as the end product. The steady part of [Zn(DINA)2Cl2] and [Hg(DINA)2Cl2] thermograms till 303 and 286 °C indicates the absence of any outside solvents. All compounds have activity against bacteria more than fungi. [Cd4(HINH)Cl8]·3H2O has the highest values.
authors.affiliation: Chemistry Department, Faculty of Science, Kuwait University, Kuwait.
authors.forename: Bakir
authors.initials: B
authors.lastname: Jeragh
authors.affiliation: Chemistry Department, Faculty of Science, Kuwait University, Kuwait.
authors.forename: Mayada S
authors.initials: MS
authors.lastname: Ali
authors.affiliation: Chemistry Department, Faculty of Science, Kuwait University, Kuwait. Electronic address: aelasmy@yahoo.com.
authors.forename: Ahmed A
authors.initials: AA
authors.lastname: El-Asmy
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D056831:Coordination Complexes / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D018360:Crystallography, X-Ray; D006835:Hydrazones / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D007539:Isonicotinic Acids / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008826:Microbial Sensitivity Tests; D008958:Models, Molecular; D008968:Molecular Conformation; D009536:Niacinamide / Q000737:chemistry*; D014961:X-Ray Diffraction
chemical_list: C550480:2,5-hexanedione bis(isonicotinylhydrazone); D000900:Anti-Bacterial Agents; D056831:Coordination Complexes; D006835:Hydrazones; D007539:Isonicotinic Acids; D009536:Niacinamide; C027681:isonicotinamide
keywords: 2,5-Hexanedione bis(isonicotinylhydrazone); Biological activity; N-(2,5-dimethyl-1H-pyrrol-1-yl)iso-nicotinamide; X-ray crystallography