The nature of interactions of benzene with CF3I and CF3CH2I

Maciej Bujak; Hans-Georg Stammler; Sebastian Blomeyer; Norbert W. Mitzel

doi:10.1039/C8CC08980A

The nature of interactions of benzene with CF₃I and CF₃CH₂I†

Maciej Bujak,

*^ab Hans-Georg Stammler,^b Sebastian Blomeyer

^b and Norbert W. Mitzel

*^b

Author affiliations

* Corresponding authors

^a Faculty of Chemistry, University of Opole, Oleska 48, 45-052 Opole, Poland
E-mail: mbujak@uni.opole.pl

^b Lehrstuhl für Anorganische Chemie und Strukturchemie and Centrum für Molekulare Materialien CM2, Fakultät für Chemie, Universität Bielefeld, Lehrstuhl für Anorganische Chemie und Strukturchemie, Fakultät für Chemie, Universität Bielefeld, Universitätsstraße 25, 33615 Bielefeld, Germany
E-mail: mitzel@uni-bielefeld.de

Abstract

In situ grown crystals of CF₃I and CF₃CH₂I are dominated by I⋯I and F⋯F interactions. Their co-crystals with benzene, (CF₃I)₂·C₆H₆ and CF₃CH₂I·C₆H₆, contain two completely different sets of intermolecular interactions. (CF₃I)₂·C₆H₆ shows a unique halogen-bond type: above-the-bond C–I⋯π_C₆H₆ interactions. CF₃CH₂I·C₆H₆ shows above-the-centre C–H⋯π_C₆H₆ interactions. These interactions are electrostatically dominated type II halogen bonds between single halogenoalkane molecules and weaker dispersion dominated interactions between the co-crystal components. The observed preferences for benzene for the two binding partners match with calculated molecular electrostatic potentials.

This article is part of the themed collection: 1st International Conference on Noncovalent Interactions

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Article information

DOI: https://doi.org/10.1039/C8CC08980A
Article type: Communication
Submitted: 12 Nov 2018
Accepted: 28 Nov 2018
First published: 28 Nov 2018

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Chem. Commun., 2019,55, 175-178

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The nature of interactions of benzene with CF₃I and CF₃CH₂I

M. Bujak, H. Stammler, S. Blomeyer and N. W. Mitzel, Chem. Commun., 2019, 55, 175 DOI: 10.1039/C8CC08980A

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