Journal of Thermal Analysis and Calorimetry

, Volume 119, Issue 1, pp 15–25 | Cite as

Preparation, thermal behavior, luminescent properties, and crystal structures of aminoguanidinium 2,n-pyridine-dicarboxylate (n = 3, 4, 5, and 6) salts

  • S. Packiaraj
  • A. Pushpaveni
  • C. Senthil
  • S. Govindarajan
  • J. M. Rawson


The reaction of 2,n-pyridinedicarboxylic acids (H2pydc) (n = 3, 4, 5, and 6) with the base guanylhydrazine bicarbonate [(H2N)2C=N(H)NH2][HCO3] in different mole ratios has yielded three types of salts, viz. the 1:1 salt, [(H2N)2C=N(H)NH2][Hpydc] (1), the 2:1 salt [(H2N)2C=N(H)NH2]2[pydc] (2), and the 1:3 complex [(H2N)2C=N(H)NH2][Hpydc].2[H2pydc] (3) in which the 1:1 salt co-crystallizes with the acid. These salts have been characterized by IR, thermal analysis, and luminescence properties, and their antioxidant activity has been investigated. The structures of 1 (n = 3 and 6) have been determined by X-ray crystallography. The quinolinate salt [(H2N)2C=N(H)NH2][Hpydc] (n = 3) crystallizes as a monohydrate whereas the dipicolinate salt [(H2N)2C=N(H)NH2][Hpydc] (n = 6) crystallizes without lattice water. The structure of the quinolinate derivative reveals a conventional mono-deprotonated dicarboxylic acid, NC5H3(COOH)(COO), whereas the dipicolinate derivative exhibits an unusual zwitterionic anion, HNC5H3(COO)2. These structures are stabilized through extensive hydrogen bonding and ππ stacking. Both the parent acids and their salts display strong fluorescent emission at room temperature.


2,n-Pyridinedicarboxylic acid Guanyl hydrazine Thermal behavior Crystal structure Luminescence property Antioxidant activity 



The authors (S.P, A.P and S.G) thank the UGC-SAP-DRS II, New Delhi (India) for financial support. A.P. is also thankful for the award of Research Fellowship in Sciences for Meritorious Students (RFSMS) scheme by UGC, New Delhi, India, and J.M.R. would like to thank the CRC program for financial support.

Supplementary material

10973_2014_4098_MOESM1_ESM.doc (266 kb)
Supplementary material 1 (DOC 266 kb)


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Copyright information

© Akadémiai Kiadó, Budapest, Hungary 2014

Authors and Affiliations

  • S. Packiaraj
    • 1
  • A. Pushpaveni
    • 1
  • C. Senthil
    • 1
  • S. Govindarajan
    • 1
  • J. M. Rawson
    • 2
  1. 1.Department of ChemistryBharathiar UniversityCoimbatoreIndia
  2. 2.Department of Chemistry and BiochemistryThe University of WindsorWindsorCanada

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