Exploring the simultaneous σ-hole/π-hole bonding characteristics of a Br-π interaction in an ebselen derivative

Rahul Shukla; Nicolas Claiser; Mohamed Souhassou; Claude Lecomte; Shah Jaimin Balkrishna; Sangit Kumar; Deepak Chopra

doi:10.1107/S2052252518011041

Exploring the simultaneous σ-hole/π-hole bonding characteristics of a Br-π interaction in an ebselen derivative

Rahul Shukla
, Nicolas Claiser
, Mohamed Souhassou
, Claude Lecomte
, Shah Jaimin Balkrishna
, Sangit Kumar
, Deepak Chopra

Research output: Contribution to journal › Article › peer-review

26 Scopus citations

Abstract

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).

Original language	English
Pages (from-to)	647-653
Number of pages	7
Journal	IUCrJ
Volume	5
DOIs	https://doi.org/10.1107/S2052252518011041
State	Published - 1 Jan 2018
Externally published	Yes

Keywords

Charge
Computational modelling
Crystal engineering
Ebselen
Electron density
Molecular crystals
Molecular electrostatic potentials
Spin and momentum densities
π-hole bonding
σ-hole bonding

ASJC Scopus subject areas

General Chemistry
Biochemistry
General Materials Science
Condensed Matter Physics

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10.1107/S2052252518011041

Cite this

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title = "Exploring the simultaneous σ-hole/π-hole bonding characteristics of a Br-π interaction in an ebselen derivative",

abstract = "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).",

keywords = "Charge, Computational modelling, Crystal engineering, Ebselen, Electron density, Molecular crystals, Molecular electrostatic potentials, Spin and momentum densities, π-hole bonding, σ-hole bonding",

author = "Rahul Shukla and Nicolas Claiser and Mohamed Souhassou and Claude Lecomte and Balkrishna, \{Shah Jaimin\} and Sangit Kumar and Deepak Chopra",

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doi = "10.1107/S2052252518011041",

language = "English",

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T1 - Exploring the simultaneous σ-hole/π-hole bonding characteristics of a Br-π interaction in an ebselen derivative

AU - Shukla, Rahul

AU - Claiser, Nicolas

AU - Souhassou, Mohamed

AU - Lecomte, Claude

AU - Balkrishna, Shah Jaimin

AU - Kumar, Sangit

AU - Chopra, Deepak

PY - 2018/1/1

Y1 - 2018/1/1

N2 - 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).

AB - 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).

KW - Charge

KW - Computational modelling

KW - Crystal engineering

KW - Ebselen

KW - Electron density

KW - Molecular crystals

KW - Molecular electrostatic potentials

KW - Spin and momentum densities

KW - π-hole bonding

KW - σ-hole bonding

UR - https://www.scopus.com/pages/publications/85053161670

U2 - 10.1107/S2052252518011041

DO - 10.1107/S2052252518011041

M3 - Article

AN - SCOPUS:85053161670

SN - 2052-2525

VL - 5

SP - 647

EP - 653

JO - IUCrJ

JF - IUCrJ

ER -

Exploring the simultaneous σ-hole/π-hole bonding characteristics of a Br-π interaction in an ebselen derivative

Abstract

Keywords

ASJC Scopus subject areas

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