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X-Ray Diffraction Study of Perfluoro- 9,10-Diphenylanthracene and Perfluoro- 9,10-Diphenyldihydroanthracenes

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Abstract

The molecular and crystal structure of perfluoro-9,10-diphenylanthracene and its perfluorinated dihydro derivatives (9,10-diphenyl-1,4-dihydroanthracene, 9,10-diphenyl-2,9-dihydroanthracene, and cis,trans- 9,10-diphenyl-9,10-dihydroanthracenes) is determined by single crystal X-ray diffraction. 9,10-Diphenyl- 2,9-dihydroanthracene is analyzed in cocrystal with 9,10-diphenyl-1,4-dihydroanthracene (2:1). It is shown that in the studied compounds the angles between the planes of the phenyl rings and the anthracene core are close to 90°. According to the DFT/B3LYP/6-31G(d) calculations, 9,10-diphenyl-1,4-dihydroanthracene is most thermodynamically stable among the studied dihydroanthracenes. There are C–F…π interactions and no π-stacking interactions in the crystals of the studied compounds.

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Authors and Affiliations

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

    Yu. V. Gatilov, T. V. Mezhenkova & V. M. Karpov

  2. Novosibirsk State University, Novosibirsk, Russia

    Yu. V. Gatilov

Authors
  1. Yu. V. Gatilov
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  2. T. V. Mezhenkova
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  3. V. M. Karpov
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Correspondence to Yu. V. Gatilov.

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Original Russian Text © 2018 Yu. V. Gatilov, T. V. Mezhenkova, V. M. Karpov.

Translated from Zhurnal Strukturnoi Khimii, Vol. 59, No. 2, pp. 461–466, March–April, 2018.

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Gatilov, Y.V., Mezhenkova, T.V. & Karpov, V.M. X-Ray Diffraction Study of Perfluoro- 9,10-Diphenylanthracene and Perfluoro- 9,10-Diphenyldihydroanthracenes. J Struct Chem 59, 449–454 (2018). https://doi.org/10.1134/S0022476618020282

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  • DOI: https://doi.org/10.1134/S0022476618020282

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