The role of weak intermolecular C-H•••F interactions in supramolecular assembly: Structural investigations on 3,5-dibenzylidene-piperidin-4-one and database analysis

被引：14
|
作者：
Rathore, R. S. [1 ]
Karthikeyan, N. S. [2 ]
Alekhya, Y. [1 ]
Sathiyanarayanan, K. [2 ]
Aravindan, P. G. [3 ]
机构：
[1] Univ Hyderabad, Sch Life Sci, Dept Biotechnol, Bioinformat Infrastruct Facil, Hyderabad 500046, Andhra Pradesh, India
[2] VIT Univ, Sch Adv Sci, Div Chem, Vellore 632014, Tamil Nadu, India
[3] VIT Univ, Sch Adv Sci, Div Phys, Vellore 632014, Tamil Nadu, India
来源：
JOURNAL OF CHEMICAL SCIENCES | 2011年 / 123卷 / 04期
关键词：
Dibenzylidene-4-piperidones; C-H center dot center dot center dot F interaction; fluorine interactions; weak intermolecular interactions; crystal structure; X-ray diffraction; HYDROGEN-BOND ACCEPTOR; ORGANIC FLUORINE; PACKING FEATURES; COMPETITIVE SITUATIONS; CARBONYL; INSIGHTS; OXYGEN; ATOMS; AMINO;
D O I：
10.1007/s12039-011-0091-6
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The fluorinated and non-fluorinated dibenzylidene-4-piperidones were synthesized and their structures examined using X-ray crystallography. Interestingly, the para-fluorosubstituted dibenzylidene compound, in contrast to other analogs, is characterized by C-H center dot center dot center dot F bonded one-dimensional packing motif. To evaluate the ability of hydrogen bond donors and acceptors for forming interactions, in general and competitive situation, we have defined statistical descriptors. Analysis of Cambridge Structural Database using these newly defined parameters reveals high propensity of C-H center dot center dot center dot F interactions in organic crystals. The present structural study suggests much larger role of fluorine driven intermolecular interactions that are even though weak, but possess significant ability to direct and alter the packing.
引用
收藏
页码：403 / 409
页数：7
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