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C-F...π, F...H, and F...F intermolecular interactions and F-aggregation: Role in crystal engineering of fluoroorganic compounds

  • Proceedings of the XIV Seminar on Intermolecular Interactions and Molecule Conformations
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Abstract

Systematization of the available literature data on C-F...π, F...H, and F...F interactions, namely, statistical studies of the geometry of the corresponding contacts were carried out using the Cambridge Structural Database (CSD) and theoretical quantum-chemical estimations of their energies. The most typical supramolecular motifs (finite or infinite) involving the F atom were revealed based on recent X-ray studies of a few dozens of fluoroarenes carried out at the Novosibirsk Institute of Organic Chemistry. Our recent data were summarized. To assess the role of the above interactions, we used topological analysis of electron density distribution in terms of Bader’s QTAIM theory. Our DFT/PBE/3z quantum-chemical calculations of the interaction energies of molecular pairs in diazafluorene crystals formed by C-F...π, C-F...H, and F...F nonvalent short contacts are presented.

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Authors and Affiliations

  1. N. N. Vorozhtsov Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, Novosibirsk, Russia

    T. V. Rybalova & I. Yu. Bagryanskaya

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  1. T. V. Rybalova
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  2. I. Yu. Bagryanskaya
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Correspondence to I. Yu. Bagryanskaya.

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Original Russian Text Copyright © 2009 by T. V. Rybalova and I. Yu. Bagryanskaya

__________

Translated from Zhurnal Strukturnoi Khimii, Vol. 50, No. 4, pp. 767–779, July–August, 2009.

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Rybalova, T.V., Bagryanskaya, I.Y. C-F...π, F...H, and F...F intermolecular interactions and F-aggregation: Role in crystal engineering of fluoroorganic compounds. J Struct Chem 50, 741–753 (2009). https://doi.org/10.1007/s10947-009-0113-0

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  • DOI: https://doi.org/10.1007/s10947-009-0113-0

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