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Crystallographic Analyses of High-Z Value Structure of a Pyridinium–Carboxylate Complex

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Abstract

Equimolar amounts of the proton acceptor 2-aminopyridine 1 and proton donor picolinic acid 2 were solvent-free grinded to give complex 5. X-ray diffraction was used to determine the crystal structure of the new complex 5 that found to be ionic, with proton transfer occurring to the aromatic nitrogen of the 2-aminopyridine moiety. Nonclassical hydrogen bonding exist in the solid state structure of 5, such as, 2-aminopyridine-carboxylic acid supramolecular heterosynthon was carefully investigated and compared to those exist in cocrystals in terms of supramolecular chemistry and crystal engineering. Complex 5 crystallizes in the monoclinic P2(1)/n space group with unit cell parameters of: a = 8.7714(12) Å, b = 12.1579(17) Å, c = 10.8546(15) Å, with α = 90°, β = 110.100(4)°, γ = 90°, and Z = 4.

Graphical Abstract

Equimolar amounts of the proton acceptor 2-aminopyridine 1 and proton donor picolinic acid 2 were solvent-free grinded to give complex 5. X-ray diffraction was used to determine the crystal structure of the new complex 5 that found to be ionic, with proton transfer occurring to the aromatic nitrogen of the 2-aminopyridine moiety. Nonclassical hydrogen bonding exist in the solid state structure of 5, such as, 2-aminopyridine-carboxylic acid supramolecular heterosynthon was carefully investigated and compared to those exist in cocrystals in terms of supramolecular chemistry and crystal engineering.

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Acknowledgments

The authors thank Mutah University for support needed to finish this work, Prof. Koh Lip Lin and Geok Kheng Tan from the National University of Singapore for their technical support and assistance. Many thanks are also due to Prof. M. J. Zaworotko (University of South Florida) for his great help and unlimited support.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, Mutah University, P.O. BOX 7, Mutah, 61710, Karak, Jordan

    Solhe F. Alshahateet & Nawash M. Alghezawi

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  1. Solhe F. Alshahateet
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  2. Nawash M. Alghezawi
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Correspondence to Solhe F. Alshahateet.

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Alshahateet, S.F., Alghezawi, N.M. Crystallographic Analyses of High-Z Value Structure of a Pyridinium–Carboxylate Complex. J Chem Crystallogr 41, 708–714 (2011). https://doi.org/10.1007/s10870-010-9958-5

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  • DOI: https://doi.org/10.1007/s10870-010-9958-5

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