Molecular Structures Polymorphism the Role of F...F Interactions in Crystal Packing of Fluorinated Tosylates

被引：18
作者：
Arkhipov, Dmitry E. [1 ]
Lyubeshkin, Alexander, V [2 ]
Volodin, Alexander D. [1 ]
Korlyukov, Alexander A. [1 ]
机构：
[1] Russian Acad Sci, AN Nesmeyanov Inst Organoelement Cpds, Moscow 119991, Russia
[2] Russian Acad Sci, Fed Sci Res Ctr Crystallog & Photon, Moscow 119333, Russia
来源：
CRYSTALS | 2019年 / 9卷 / 05期
基金：
俄罗斯科学基金会; 俄罗斯基础研究基金会;
关键词：
organofluorine compounds; polymorphism; QTAIM; NCI; quantum chemical calculations; lattice energy; intermolecular interactions; F; F interactions; TOTAL-ENERGY CALCULATIONS; CENTER-DOT-X; INTERMOLECULAR INTERACTIONS; TOPOLOGICAL ANALYSIS; ORGANIC FLUORINE; DENSITY; DYNAMICS; HALOGEN; MODEL;
D O I：
10.3390/cryst9050242
中图分类号：
O7 [晶体学];
学科分类号：
0702 ; 070205 ; 0703 ; 080501 ;
摘要：
The peculiarities of interatomic interactions formed by fluorine atoms were studied in four tosylate derivatives p-CH3C6H4OSO2CH2CF2CF3 and p-CH3C6H4OSO2CH2(CF2)(n)CHF2 (n = 1, 5, 7) using X-ray diffraction and quantum chemical calculations. Compounds p-CH3C6H4OSO2CH2(CF2)(n)CHF2 (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)(n)CHF2 (n = 1, 5) has shown that most stabilized are characterized by the least contribution of F...F interactions.
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页数：15
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