Hydrogen bonds between zwitterions: intermediate between classical and charge-assisted ones. A case study

J Phys Chem A. 2009 Apr 16;113(15):3615-20. doi: 10.1021/jp809898g.

Abstract

Detailed investigation of the electron density distribution function of N-succinopyridine in the crystal and in isolated state within Bader's Atoms in Molecules theory has been carried out to analyze the charge density and energetical aspects of zwitterionic H-bonding. By means of comparative analysis of H-bonds formed between molecular, zwitterionic, and likely charged species, it was shown that, according to the criteria of H-bonding, all these interactions do not differ from each other.