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

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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.

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Acknowledgments

We are grateful to the Isfahan University of Technology (IUT) and University of Sistan and Baluchestan (USB) for financial support.

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Authors and Affiliations

  1. Department of Chemistry, Isfahan University of Technology, Isfahan, 84156-83111, Iran

    Hassan Hadadzadeh, Mahmood Karimi Abdolmaleki & Marzieh Daryanavard

  2. Department of Chemistry, University of Sistan and Baluchestan, P.O. Box 98135-674, Zahedan, Iran

    Ali Reza Rezvani, Khaled Ghasemi & Hadi Esfandiari

Authors
  1. Hassan Hadadzadeh
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  2. Ali Reza Rezvani
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  3. Mahmood Karimi Abdolmaleki
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  4. Khaled Ghasemi
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  5. Hadi Esfandiari
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  6. Marzieh Daryanavard
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Corresponding author

Correspondence to Hassan Hadadzadeh.

Additional information

Crystallographic data for the structural analyses have been deposited with the Cambridge Crystallographic Data Centre, CCDC No. 693657 for (1) and 693656 for (2).

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Hadadzadeh, H., Rezvani, A.R., Abdolmaleki, M.K. et al. Pyridine-2,6-Dicarboxylic Acid (Dipic): Crystal Structure from Co-Crystal to a Mixed Ligand Nickel(II) Complex. J Chem Crystallogr 40, 48–57 (2010). https://doi.org/10.1007/s10870-009-9604-2

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  • DOI: https://doi.org/10.1007/s10870-009-9604-2

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