The first observation of nitrogen–carbonyl bonding: self-assembly of N-oxalyl 2,4-dinitroanilide assisted by a weak N⋯OC interaction

Abstract

A new type of weak bond, i.e., the N⋯OC interaction, that determines the crystal packing of N-oxalyl 2,4-dinitroanilide (1) in cooperation with C–H⋯O hydrogen bonds, has been found and is rationalized by ab initio calculations as being the result of electrostatic interactions.