Preparation, spectral, X-ray powder diffraction and computational studies and genotoxic properties of new azo-azomethine metal chelates


Bitmez S., SAYIN K. , AVAR B., KÖSE M., KAYRALDIZ A., KURTOĞLU M.

JOURNAL OF MOLECULAR STRUCTURE, cilt.1076, ss.213-226, 2014 (SCI İndekslerine Giren Dergi) identifier identifier

  • Cilt numarası: 1076
  • Basım Tarihi: 2014
  • Doi Numarası: 10.1016/j.molstruc.2014.07.005
  • Dergi Adı: JOURNAL OF MOLECULAR STRUCTURE
  • Sayfa Sayıları: ss.213-226

Özet

A new tridentate azo-azomethine ligand, N'-[{2-hydroxy-5-[(4-nitrophenyl)diazenyl]phenl}methylidene]benzohydrazidemonohydrate, (sbH center dot H2O) (1), is prepared by condensation of benzohydrazide and 2-hydroxy-5-[(4-nitrophenyl)diazenyl]benzaldehyde (a) with treatment of a solution of diazonium salt of p-nitroaniline and 2-hydroxybenzaldehyde in EtOH. The five coordination compounds, [Co(sb)(2)]center dot 4H(2)O (2), [Ni(sb)(2)]center dot H2O (3), [Cu(sb)(2)]center dot 4H(2)O (4), [Zn(sb)(2)]center dot H2O (5) and [Cd(sb)(2)]center dot H2O (6) are prepared by reacting the Co(II), Ni(II), Cu(II), Zn(II) and Cd(II) ions with the ligand. The structures of the compounds are elucidated from the elemental analyses data and spectroscopic studies. It is found the ligand acts as a tridentate bending through phenolic and carbonyl oxygens and nitrogen atom of the C=N- group similar to the most of salicylaldimines. Comparison of the infrared spectra of the ligand and its metal complexes confirm that azo-Schiff base behaves as a monobasic tridentate ligand towards the central metal ion with an ONO donor sequence. Upon complexation with the ligand, the Cd(II), and Zn(II) ions form monoclinic structures, while Co(II), Cu(ID and Ni(II) ions form orthorhombic structures. Quantum chemical calculations are performed on tautomers and its metal chelates by using DFT/B3LYP method. Most stable tautomer is determined as tautomer (la). The geometrical parameters of its metal chelates are obtained as theoretically. The NLO properties of tautomer (la) and its metal complexes are investigated. Finally, the ligand and its metal complexes are assessed for their genotoxicity. (C) 2014 Elsevier B.V. All rights reserved.