Pyridine-2,6-Dicarboxylic Acid (Dipic): Crystal Structure from Co-Crystal to a Mixed Ligand Nickel(II) Complex

  • Hassan Hadadzadeh
  • Ali Reza Rezvani
  • Mahmood Karimi Abdolmaleki
  • Khaled Ghasemi
  • Hadi Esfandiari
  • Marzieh Daryanavard
ORIGINAL PAPER

Abstract

Pyridine-2,6-dicarboxylic acid (dipic) was used for the synthesis of a co-crystal with 1,10-phenanthroline-5,6-dione (phen-dione) and a nickel(II) complex. The co-crystal dipic·phen-dione·4H2O (1) has been synthesized and studied by X-ray crystallography. The structure is stabilized with hydrogen bonds between dipic, H2O and phen-dione. It is surprising that there is no direct hydrogen bonding between phen-dione and dipic and yet the molecules co-crystallize in aqueous solution. A new complex of nickel(II), [Ni(phen)(dipic)(H2O)]·4H2O (2), (where phen = 1,10-phenanthroline) has been synthesized and characterized by elemental and thermogravimetric analyses, FT-IR, UV–Vis and 1H-NMR spectroscopy. The structure of (2) has been studied by X-ray crystallography. The coordination around Ni(II) is a distorted octahedron. The crystal packing shows that the dimensionality of (2) is enlarged to 3D, through hydrogen bonds and π–π interactions. Cyclic voltammetry of (2) shows that the Ni(II/I) couple is irreversible.

Graphical Abstract

Pyridine-2,6-dicarboxylic acid (dipic) was used for the synthesis of a co-crystal with 1,10-phenanthroline-5,6-dione (phen-dione) and a mononuclear nickel(II) complex. The co-crystal, dipic·phen-dione·4H2O, and the mononuclear nickel(II) complex, [Ni(phen)(dipic)(H2O)]·4H2O (where phen = 1,10-phenanthroline) have been prepared and characterized by spectroscopic methods and X-ray crystallography.

Keywords

Ni(II) complex 1,10-Phenanthroline-5,6-dione Dipic ligand Co-crystal Crystal structure 1,10-Phenanthroline 

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Copyright information

© Springer Science+Business Media, LLC 2009

Authors and Affiliations

  • Hassan Hadadzadeh
    • 1
  • Ali Reza Rezvani
    • 2
  • Mahmood Karimi Abdolmaleki
    • 1
  • Khaled Ghasemi
    • 2
  • Hadi Esfandiari
    • 2
  • Marzieh Daryanavard
    • 1
  1. 1.Department of ChemistryIsfahan University of TechnologyIsfahanIran
  2. 2.Department of ChemistryUniversity of Sistan and BaluchestanZahedanIran

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