Exploring the simultaneous σ-hole/π-hole bonding characteristics of a Br•••π interaction in an ebselen derivative via experimental and theoretical electron-density analysis

被引：19

作者：

Shukla, Rahul ^{[1
]}

Claiser, Nicolas ^{[2
,3
]}

Souhassou, Mohamed ^{[2
,3
]}

Lecomte, Claude ^{[2
,3
]}

Balkrishna, Shah Jaimin ^{[1
]}

Kumar, Sangit ^{[1
]}

Chopra, Deepak ^{[1
]}

机构：

[1] Indian Inst Sci Educ & Res IISER Bhopal, Dept Chem, Bhopal By Pass Rd, Bhopal 462066, Madhya Pradesh, India

[2] CNRS, Inst Jean Barriol, UMR 7036, Cristallog Resonance Magnet & Modelisat,CRM2, BP 239, F-54506 Vandoeuvre Les Nancy, France

[3] Univ Lorraine, BP 239, F-54506 Vandoeuvre Les Nancy, France

来源：

IUCRJ | 2018年 / 5卷

关键词：

sigma-hole bonding; pi-hole bonding; ebselen; electron density; molecular electrostatic potentials; crystal engineering; charge; spin and momentum densities; computational modelling; molecular crystals; HALOGEN; INSIGHTS; PROTEIN;

D O I：

10.1107/S2052252518011041

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

In this study, the nature and characteristics of a short Br center dot center dot center dot pi interaction observed in an ebselen derivative, 2-(2-bromophenyl)benzo[d][1,2]selenazol-3(2H)-one, has been explored. The electronic nature of this Br center dot center dot center dot pi interaction was investigated via high-resolution X-ray diffraction and periodic density functional theory calculations using atoms-in-molecules (AIM) analysis. This study unravels the simultaneous presence of sigma-hole and pi-hole bonding characteristics in the same interaction. The dual characteristics of this unique Br center dot center dot center dot pi interaction are further established via molecular electrostatic potentials (MESPs) and natural bond orbitals (NBOs).

引用

页码：647 / 653

页数：7