Water-mediated multicenter synthon and aromatic C-H → N isostructurality

Abstract

A strong, cooperative ⋯O hydrogen bond network directs isostructurality in pyrazine tetracarboxylic acid, pyridine tetracarboxylic acid, and pyromellitic acid dihydrates. H2O and COOH groups reorganize their H bonding groups in an invariant network leading to O w-H⋯N → C-H⋯OW mimicry. The degree of similarity is related to the size of the multicenter synthon and the strength of the Oacid-H⋯OWater hydrogen bond. © 2006 American Chemical Society.