Research Article: 4,4′-Dinitro-2,2′-[propane-1,3-diylbis(iminiumylmethanylyl­idene)]diphenolate

Date Published: May 01, 2012

Publisher: International Union of Crystallography

Author(s): Kwang Ha.


The title compound, C17H16N4O6, is a Schiff base, which is found as a bis-zwitterion in the solid state. The geometry around the iminium N atom indicates sp2-hybridization. The diiminiumpropyl­ene chain is in an approximate double-gauche conformation, with average N—C—C—C torsion angles of 69.3°. The zwitterion shows strong intra­molecular N—H⋯O hydrogen bonds between the iminium N and phenolate O atom. In the crystal, bifurcated N—H⋯(O,O) hydrogen bonds assemble pairs of molecules into inversion dimers.

Partial Text

For the crystal structure of the related zwitterion, 4-nitro-2-{[(tricyclo­[,7]decan-1-yl)iminium­yl]meth­yl}phenolate, see: Ha (2012 ▶).