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
Rahul Shukla,
Nicolas Claiser,
Mohamed Souhassou,
Claude Lecomte,
Shah Jaimin Balkrishna,
Sangit Kumar,
Deepak Chopra
Affiliations
Rahul Shukla
Department of Chemistry, Indian Institute of Science Education and Research (IISER) Bhopal, Bhopal By-Pass Road, Bhauri, Bhopal, Madhya Pradesh 462066, India
Nicolas Claiser
Cristallographie, Résonance Magnétique et Modélisations, CRM2, UMR 7036, Institut Jean Barriol, CNRS and Université de Lorraine, BP 239, Vandoeuvre-les-Nancy CEDEX F54506, France
Mohamed Souhassou
Cristallographie, Résonance Magnétique et Modélisations, CRM2, UMR 7036, Institut Jean Barriol, CNRS and Université de Lorraine, BP 239, Vandoeuvre-les-Nancy CEDEX F54506, France
Claude Lecomte
Cristallographie, Résonance Magnétique et Modélisations, CRM2, UMR 7036, Institut Jean Barriol, CNRS and Université de Lorraine, BP 239, Vandoeuvre-les-Nancy CEDEX F54506, France
Shah Jaimin Balkrishna
Department of Chemistry, Indian Institute of Science Education and Research (IISER) Bhopal, Bhopal By-Pass Road, Bhauri, Bhopal, Madhya Pradesh 462066, India
Sangit Kumar
Department of Chemistry, Indian Institute of Science Education and Research (IISER) Bhopal, Bhopal By-Pass Road, Bhauri, Bhopal, Madhya Pradesh 462066, India
Deepak Chopra
Department of Chemistry, Indian Institute of Science Education and Research (IISER) Bhopal, Bhopal By-Pass Road, Bhauri, Bhopal, Madhya Pradesh 462066, India
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).
