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How N-(pyridin-4-yl)pyridin-4-amine and its methyl and nitro derivatives are arranged in the interlayer space of zirconium sulfophenylphosphonate: a problem solved by experimental and calculation methods

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Abstract

Classical molecular simulation methods were used for a description of an arrangement of intercalated molecules N-(pyridin-4-yl)pyridin-4-amine (AH) and its derivatives, 3-methyl-N-(pyridin-4-yl)pyridin-4-amine (AMe), and 3-nitro-N-(pyridin-4-yl)pyridin-4-amine (ANO2) within a layered structure of zirconium 4-sulfophenylphosphonate. The intercalated molecules were placed between SO3H groups of the host layers. Their mutual positions and orientations were solved by molecular simulation methods and compared with the presented experimental results. Final calculated data showed differences of partially disordered arrangement of the intercalated molecules between zirconium 4-sulfophenylphosphonate layers. The calculation results revealed a dense net of hydrogen bonds connecting water molecules and the guests in the interlayer space and the sulfo groups of the host layers. We calculated the dipole moments of the AH, AMe and ANO2 guests in the final models in order to illustrate potential use of these materials in non-linear optics.

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Acknowledgements

The authors thank to the Czech Science Foundation (Projects No. 17-10639S); J. Š. thanks to project SVV260 443 "Studentský výzkum v oboru biofyzika a chemická fyzika" for financial support.

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Authors and Affiliations

  1. Faculty of Mathematics and Physics, Charles University, Ke Karlovu 3, 121 16, Prague 2, Czech Republic

    Petr Kovář, Jakub Škoda & Miroslav Pospíšil

  2. Institute of Macromolecular Chemistry, Academy of Sciences of the Czech Republic, Heyrovského nám. 2, 162 06, Prague 6, Czech Republic

    Klára Melánová & Vítězslav Zima

  3. Institute of Organic Chemistry and Technology, Faculty of Chemical Technology, University of Pardubice, Studentská 573, 532 10, Pardubice, Czech Republic

    Jan Svoboda & Filip Bureš

  4. Joint Laboratory of Solid State Chemistry, Faculty of Chemical Technology, University of Pardubice, Studentská 84, 532 10, Pardubice, Czech Republic

    Klára Melánová, Ludvík Beneš & Petr Kutálek

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  1. Petr Kovář
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  2. Jakub Škoda
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Correspondence to Miroslav Pospíšil.

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Kovář, P., Škoda, J., Pospíšil, M. et al. How N-(pyridin-4-yl)pyridin-4-amine and its methyl and nitro derivatives are arranged in the interlayer space of zirconium sulfophenylphosphonate: a problem solved by experimental and calculation methods. J Comput Aided Mol Des 34, 683–695 (2020). https://doi.org/10.1007/s10822-020-00299-w

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  • DOI: https://doi.org/10.1007/s10822-020-00299-w

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