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Crystal Engineering Studies on Ionic Crystals of Pyridine and Carboxylic Acid Derivatives Containing Amide Functional Groups

Lalit Rajput A , Ramkinkar Santra A and Kumar Biradha A B
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A Department of Chemistry, Indian Institute of Technology, Kharagpur-721302, India.

B Corresponding author. Email: kbiradha@chem.iitkgp.ernet.in

Australian Journal of Chemistry 63(4) 578-588 https://doi.org/10.1071/CH09415
Submitted: 28 July 2009  Accepted: 3 September 2009   Published: 8 April 2010

Abstract

Seven crystal structures of pyromellitic acid or trimesic acid salts of molecules that contain pyridine and amide functionalities were determined and their structures were analyzed in detail in terms of various intermolecular interactions. The presence of multiple functionalities (acid, pyridine, amide, and hydroxy groups) in these structures resulted in diversified supramolecular architectures. Amide-to-amide hydrogen bonds are not observed in any of these structures because of interference by the anions, water molecules, or pyridinium cations. The symmetry of the components was found to be important in determining the resultant supramolecular synthon and, therefore, the overall architecture. The pyromellitate anions exhibited four types of geometries which, differ in valencies and intramolecular hydrogen bonding, and these anions also exhibit self stacks when they have planar geometries.


Acknowledgements

The authors gratefully acknowledge financial support from CSIR, and the DST-FIST for use of the single crystal X-ray facility. L.R. and R.S. thank IIT, Kharagpur and UGC, respectively, for research fellowships.


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