Journal of the Iranian Chemical Society

, Volume 7, Issue 4, pp 825–833 | Cite as

Synthesis, crystal structure, electrochemical and fluorescence studies of a novel Zn(II)-fluorophore, 1,10-phenanthroline-5,6-dione (phen-dione)



The crystal structure of 1,10-phenanthroline-5,6-dione ligand with Zn(II), tris(1,10-phenanthroline-5,6-dione)zinc(II) hexafluorophosphate, [Zn(phen-dione)3](PF6)2, is reported. The complex was characterized by elemental analysis, IR, 1H NMR, electronic absorption spectroscopies, cyclic voltammetry and X-ray crystallography. Yellow crystals of [Zn(phen-dione)3](PF6)2 were formed by ether diffusion into an acetonitrile solution of the complex. The title complex crystallized in monoclinic crystal system (Z = 2) with space groups of P2 1, a = 12.0299(15) Å, b = 14.5306(19) Å, c = 13.1879(17) Å, β = 94.058(2)º and V = 2299.5(5) Å3. The structure was refined by using 10048 independent reflections, with I > 2σ(I) to an R factor of 0.0490. Single-crystal structure showed that the coordination geometry around the Zn(II) was a distorted octahedron. The complex showed an intense fluorescence band at visible region (690 nm) in CH3CN with an excitation wavelength of 310 nm at 25.0 ± 0.1 ºC.

Cyclic voltammogram of the title complex showed two quasi-reversible reduction couples at negative potential, which were assigned to the consecutive reduction of phen-dione ligand to phen-semiquinonate and phen-diolate respectively by analogy to other phen-dione complexes at scan rate 200 mV s-1.


Zn(II) complex 1,10-Phenanthroline-5,6-dione Zn(II)-Fluorophore Phen-semiquinonate Fluorescence 


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Copyright information

© Iranian Chemical Society 2010

Authors and Affiliations

  1. 1.Department of ChemistryUniversity of Sistan and BaluchestanZahedanIran
  2. 2.Department of ChemistryIsfahan University of TechnologyIsfahanIran

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