Complexes of N-chloroquinuclidinium with chloride: strong halogen bonding via chlorine atoms†

Abstract

Crystallization of N-chlorosaccharin with quinuclidine (QN) produced QN-Cl⁺ cations showing a covalent bond between chlorine and a tertiary nitrogen atom. Strong (supramolecular) halogen bonds between the QN-Cl⁺ and Cl⁻ anions in their 2 : 1 and 1 : 1 complexes comprise a large contribution of orbital (covalent) interactions.