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HYDROGEN BONDING IN THE CRYSTAL OF 1,1′-((1E,1′E)-(PYRIDINE-3,4-DIYLBIS (AZANYLYLIDENE))BIS(METHANYLYLIDENE))- BIS(NAPHTHALEN-2-OL) ACETONITRILE SOLVATE: COMBINED EXPERIMENTAL AND THEORETICAL STUDY

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Abstract

The title compound, 1,1′-((1E,1′E)-(pyridine-3,4-diylbis(azanylylidene))bis(methanylylidene))bis (naphthalen-2-ol) (1), was synthesized and structurally characterized. The compound cocrystallized with one MeCN molecule. Interestingly, one of two salicylaldehyde Schiff base fragments exists in enol form, while the other one - in a ketone form. Moreover, cocrystallized acetonitrile molecule forms hydrogen bonding with three hydrogen atoms of the dye molecule. The nature and energies of intermolecular and intramolecular hydrogen bonds were studied theoretically using DFT calculations and topological analysis of the electron density distribution within the formalism of Bader′s theory (QTAIM method).

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Funding

Funding for this research was provided by RFBR (project number 20-53-00006) and Belarusian Foundation for Fundamental Research (grant X20P-066).

This work was supported by the RUDN University Strategic Academic Leadership Program.

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Authors and Affiliations

  1. Semenov Federal Research Center for Chemical Physics, Russian Academy of Sciences, Moscow, Russia

    I. R. Mardaleishvili, A. I. Shienok, L. S. Kol′tsova, N. L. Zaichenko, V. A. Nadtochenko & A. G. Tskhovrebov

  2. People`s Friendship University of Russia, Moscow, Russia

    A. G. Tskhovrebov

  3. St. Petersburg State University, St. Petersburg, Russia

    A. S. Novikov

  4. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Scieces, Moscow, Russia

    A. V. Vologzhanina

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  1. I. R. Mardaleishvili
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Text © The Author(s), 2022, published in Zhurnal Strukturnoi Khimii, 2022, Vol. 63, No. 4, pp. 510-512.https://doi.org/10.26902/JSC_id91711

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Mardaleishvili, I.R., Vologzhanina, A.V., Novikov, A.S. et al. HYDROGEN BONDING IN THE CRYSTAL OF 1,1′-((1E,1′E)-(PYRIDINE-3,4-DIYLBIS (AZANYLYLIDENE))BIS(METHANYLYLIDENE))- BIS(NAPHTHALEN-2-OL) ACETONITRILE SOLVATE: COMBINED EXPERIMENTAL AND THEORETICAL STUDY. J Struct Chem 63, 626–633 (2022). https://doi.org/10.1134/S002247662204014X

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