C-H•••F, C-H•••O interactions in the crystal structure of 2-(2-nitrophenyl)-3-pentafluorophenyl-oxirane and 2-pentafluorophenyl-3-phenyl-1-(p-tosyl)-aziridine

被引:1
|
作者
Zhang, Xiu-Lian [1 ]
Yin, Wei [1 ]
Zhu, Shi-fa [2 ]
Cao, Man Li [1 ]
Zhu, Shi-Zheng [2 ]
机构
[1] Guangdong Univ Educ, Dept Chem, Guangzhou 510310, Guangdong, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
Self-assembly; Hydrogen bonding; Oxirane and aziridine derivatives; HYDROGEN-BONDS; WATER CHAINS; FLUORINE; COMPLEXES; INTERPLAY; MELAMINE;
D O I
10.1016/j.molstruc.2011.10.055
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Existence and nature of C-H center dot center dot center dot F, C-H center dot center dot center dot O interactions in 2-(2-nitrophenyl)-3-pentafluorophenyl-oxirane (1) and 2-pentafluorophenyl-3-phenyl-1-(p-tosyl)-aziridine (2) are discussed. In compound 1 with a linear molecule, C-H center dot center dot center dot F, C-H center dot center dot center dot O hydrogen bonds assemble adjacent molecules into the two-dimensional layers, F center dot center dot center dot F, O center dot center dot center dot F interactions connect adjacent layers into three-dimensional supramolecular networks. Owing to the inductive effect of nitro group, the C-H acidity of nitrophenyl increases and the numbers of C-H center dot center dot center dot F, C-H center dot center dot center dot O hydrogen bonds also increase, C-H center dot center dot center dot F, C-H center dot center dot center dot O interactions become stronger and more important. 1D ribbons of compound 2 are stabilized by C-H center dot center dot center dot F, C-H center dot center dot center dot O intermolecular interactions. Nonplanar tritopic molecule would demand the formation of a pi center dot center dot center dot pi packing interactions between benzene rings and pentafluorobenzene rings in 2. (C) 2011 Published by Elsevier B.V.
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页码:252 / 256
页数:5
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