N. C. Khalib, K. Thanigaimani, S. Arshad
Oct 7, 2014
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Influential Citations
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Journal
Journal of Chemical Crystallography
Abstract
Four molecular salts, 2-amino-4-methylpyridinium 2-chlorobenzoate [(2A4MP)+·(2CBA)−] (A), 2-amino-4-methylpyridinium 4-chlorobenzoate [(2A4MP)+·(4CBA)−] (B), 2-amino-4-methylpyridinium 3-methylbenzoate [(2A4MP)+·(3MBA)−] (C), and 2-amino-4-methylpyridinium 4-methylbenzoate dihydrate [(2A4MP)+·(4MBA)−·(2H2O)] (D), were obtained from self-assembly of the corresponding acid with the 2-amino-4-methylpyridine, and their structures were fully characterized. All the four compounds are organic salts, with proton transfer occurring to the pyridine N of the 2-amino-4-methylpyridine moiety. All four molecular salts adopt supramolecular [R22(8)] heterosynthons [N+–H···O− (±) charge-assisted hydrogen bonds]. These heterosynthons are further connected via N–H···O hydrogen bonds to form supramolecular chain in all of the salts except in D. All supramolecular architectures of the adducts A–D involve extensive classical hydrogen bonds as well as other noncovalent interactions. The role of weak and strong noncovalent interactions in the crystal packing is ascertained. All the complexes displayed 1D–3D frameworks structure for the synergistic effect of the various non-covalent interactions.Graphical AbstractThe crystal structure determinations of the proton-transfer compounds of 2-amino-4-methylpyridine with the aromatic carboxylic acids, 2-chloro, 4-chloro, 3-methyl and 4-methylbenzoic acid have allowed the description of the hydrogen-bonding features of the respective 1D–3D frameworks structures.