2Ch-2N square and hexagon interactions: a combined crystallographic data analysis and computational study

doi:10.1039/c9cp04562g

	2Ch-2N square and hexagon interactions: a combined crystallographic data analysis and computational study
	Lu, Yunxiang 2,3; Li, Wenxia 2,3; Yang, Weiwei 2,3; Zhu, Zhengdan 1; Xu, Zhijian 1; Liu, Honglai 2,3
刊名	PHYSICAL CHEMISTRY CHEMICAL PHYSICS
	2019-10-14
卷号	21 期号:38 页码:21568-21576
ISSN号	1463-9076
DOI	10.1039/c9cp04562g
通讯作者	Lu, Yunxiang(yxlu@ecust.edu.cn)
英文摘要	In recent years, chalcogen bonding (ChB), a typical sigma-hole interaction, has shown great potential as a bottom-up design approach for specific applications. According to our survey of the Cambridge Structural Database (CSD), a large number of crystal structures containing 2Ch-2N square and hexagon interaction motifs were extracted. On the basis of the CSD search results, the 2Ch-2N square interactions in the dimers of 2,1,3-benzochalcogenadiazole 1 and 2,1,3-pyridochalcogenadiazole 2, together with 2Ch-2N hexagon interactions in the dimers of chalcogenazolo-pyridine 3 and triazolo-chalcogenadiazole 4, were firstly studied. Then, substituent effects on these peculiar interactions were thoroughly examined by introducing a diversity of small, non-aromatic substituents at the 4,7-positions of the 1S scaffold and various aryl substituents at the 2-position of the 3Te scaffold. Our calculations showed that the major contribution to the attraction of such bidentate ChB interactions is electrostatics, while the orbital term also plays an important role. Some strong electron-withdrawing substituents, such as NO2, CN, and CF3, tend to enhance square ChB interactions, while C6F5 and CF3 substituents with a strong electron-withdrawing ability strengthen hexagon ChB interactions. Particularly, a good linear correlation has been established between the binding energies of the dimers under study and both the surface electrostatic potential (ESP) maxima for the Ch sigma-holes and the minimum surface ESP of the N atoms, which provides reasonable models to evaluate these interactions. The results reported in this work will provide design guidance for the applications of 2Ch-2N cyclic motifs in materials science and biochemistry.
资助项目	National Natural Science Foundation of China[21473054] ; National Natural Science Foundation of China[91834301]
WOS关键词	CHALCOGEN-CHALCOGEN INTERACTIONS ; THEORETICAL INVESTIGATIONS ; HALOGEN ; BONDS ; ATOMS ; PNICOGEN ; ASSOCIATION ; PHASES ; CHARGE
WOS研究方向	Chemistry ; Physics
语种	英语
出版者	ROYAL SOC CHEMISTRY
WOS记录号	WOS:000488835000034
内容类型	期刊论文
源URL	[http://119.78.100.183/handle/2S10ELR8/282717]
专题	中国科学院上海药物研究所
通讯作者	Lu, Yunxiang
作者单位	1.Chinese Acad Sci, Shanghai Inst Mat Med, Drug Discovery & Design Ctr, Shanghai 201203, Peoples R China 2.East China Univ Sci & Technol, Dept Chem, Shanghai 200237, Peoples R China 3.East China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China
推荐引用方式 GB/T 7714	Lu, Yunxiang,Li, Wenxia,Yang, Weiwei,et al. 2Ch-2N square and hexagon interactions: a combined crystallographic data analysis and computational study[J]. PHYSICAL CHEMISTRY CHEMICAL PHYSICS,2019,21(38):21568-21576.
APA	Lu, Yunxiang,Li, Wenxia,Yang, Weiwei,Zhu, Zhengdan,Xu, Zhijian,&Liu, Honglai.(2019).2Ch-2N square and hexagon interactions: a combined crystallographic data analysis and computational study.PHYSICAL CHEMISTRY CHEMICAL PHYSICS,21(38),21568-21576.
MLA	Lu, Yunxiang,et al."2Ch-2N square and hexagon interactions: a combined crystallographic data analysis and computational study".PHYSICAL CHEMISTRY CHEMICAL PHYSICS 21.38(2019):21568-21576.