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Interplay between Aryl···Perfluoroaryl and Hydrogen Bonding Interactions in Cocrystals of Pentafluorophenol with Molecules of Trigonal Symmetry
Abstract
Cocrystals of seven star-shaped triaryl compounds with pentafluorophenol (pfp) were prepared and structurally characterized by the single-crystal X-ray diffraction method. Cocrystallization of pfp with planar (or almost planar) compounds gave six 3:1 molecular complexes with well-defined layered structures. The layers are composed of alternating pfp3 trimers, linked by hydrogen bonding, and triaryl molecules held together in planes by the weak C–H···F interactions. Stacking interactions of the triaryl-substituted molecules with the perfluorinated rings of pfp are responsible for the overall crystal packing, but most likely also stabilize the trimers in the solid state, as the assembly of the pfp into trimers provide an optimal geometry for the π···π interaction. The layers are flat for the cases of components with almost planar geometry and corrugated for those with more twisted geometry. In the case of nonplanar triphenyl isocyanurate, the pfp cocrystal does not contain pfp3 trimers, the stoichiometry changes from 3:1 to 3:2 (3 refers to pfp), and the packing is mainly controlled by intermolecular O–H···O=C hydrogen bonding.
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- Accepted or Published Version
- DOI:
- Digital Object Identifier (open in new tab) 10.1021/acs.cgd.2c00276
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- Category:
- Articles
- Type:
- artykuły w czasopismach
- Published in:
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CRYSTAL GROWTH & DESIGN
no. 22,
pages 3493 - 3504,
ISSN: 1528-7483 - Language:
- English
- Publication year:
- 2022
- Bibliographic description:
- Alfuth J., Chojnacki J., Połoński T., Herman A., Milewska M., Olszewska T.: Interplay between Aryl···Perfluoroaryl and Hydrogen Bonding Interactions in Cocrystals of Pentafluorophenol with Molecules of Trigonal Symmetry// CRYSTAL GROWTH & DESIGN -Vol. 22,iss. 5 (2022), s.3493-3504
- DOI:
- Digital Object Identifier (open in new tab) 10.1021/acs.cgd.2c00276
- Sources of funding:
-
- COST_FREE
- Verified by:
- Gdańsk University of Technology
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