The CN⋯C–X σ-hole interaction acts as a conformational lock†
Zhenfeng Zhang,Li Wang,Xiaopeng Xuan
New Journal of Chemistry Pub Date : 10/26/2016 00:00:00 , DOI:10.1039/C6NJ02622B
Abstract

An interesting C[double bond, length as m-dash]N⋯C–X conformation lock, which determines the linear alignment of the C[double bond, length as m-dash]N and C–X fragments, has been found for the first time and is rationalized by density functional theory calculations. Second-order perturbation theory analysis based on the NBO method further reveals that the nature of the C[double bond, length as m-dash]N⋯C–X interaction is mainly the lp(C[double bond, length as m-dash]N) → σ*(C–X) interaction.

Graphical abstract: The C [[double bond, length as m-dash]] N⋯C–X σ-hole interaction acts as a conformational lock