Molecular Structures, Polymorphism and the Role of F…F Interactions in Crystal Packing of Fluorinated TosylatesстатьяИсследовательская статья
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Дата последнего поиска статьи во внешних источниках: 31 июля 2019 г.
Аннотация:The peculiarities of interatomic interactions formed by fluorine atoms were studied
in four tosylate derivatives p-CH3C6H4OSO2CH2CF2CF3 and p-CH3C6H4OSO2CH2(CF2)nCHF2
(n = 1, 5, 7) using X-ray diffraction and quantum chemical calculations. Compounds
p-CH3C6H4OSO2CH2(CF2)nCHF2 (n = 1, 5) were crystallized in several polymorph modifications.
Analysis of intermolecular bonding was carried out using QTAIM approach and energy partitioning.
All compounds are characterized by crystal packing of similar type and the contribution of
intermolecular interactions formed by fluorine atoms to lattice energy is raised along with the
increase of their amount. The energy of intra- and intermolecular F...F interactions is varied in
range 0.5–13.0 kJ/mol. Total contribution of F...F interactions to lattice energy does not exceed 40%.
Crystal structures of studied compounds are stabilized mainly by C-H...O and C-H...F weak
hydrogen bonds. The analysis of intermolecular interactions and lattice energies in polymorphs of
p-CH3C6H4OSO2CH2(CF2)nCHF2 (n = 1, 5) has shown that most stabilized are characterized by the
least contribution of F...F interactions.