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

IUCrJ

Claiser, N.¹  Shukla, R.² 

[1]Cristallographie, Rsonance Magntique et Modlisations, CRM2, UMR 7036, Institut Jean Barriol, CNRS and Universit de Lorraine, BP239, Vandoeuvre-les-Nancy CEDEX F54506, France

[2]Department of Chemistry, Indian Institute of Science Education and Research (IISER) Bhopal, Bhopal By-Pass Road, Bhauri, Bhopal, Madhya Pradesh 462066, India

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;   

DOI  :  10.1107/S2052252518011041

学科分类：数学（综合）

来源: International Union of Crystallography

【 摘 要 】

In this study, the nature and characteristics of a short Br⋯π 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⋯π 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 σ-hole and π-hole bonding characteristics in the same interaction. The dual characteristics of this unique Br⋯π interaction are further established via molecular electrostatic potentials (MESPs) and natural bond orbitals (NBOs).

【 授权许可】

CC BY