Bis(6-nitro-1,10-phenanthrolin-1-ium) 2,5-dicarboxyterephthalate

Abstract

In the structure of the title 2:1 proton-transfer compound, 2C 12H8N3O2+·C 10H4O82-, the 6-nitro-1,10- phenanthroline molecules act as proton sponges, accepting protons from pyromellitic acid. The -NO2 group of one of the 6-nitro-1,10-phenanthrolin-1-ium cations is disordered and was refined with a site-occupancy ratio of 0.624 (15):0.376 (15). Two -COOH(-COO-) groups of the 2,5- dicarboxyterephthalate dianion are disordered and were refined with site-occupancy ratios of 0.769 (4):0.231 (4) and 0.766 (5):0.234 (5). The -NO2 group of the second cation is also disordered about a pseudo-twofold rotation axis and was refined with a site-occupancy ratio of 0.903 (3):0.097 (3). There is an intramolecular O - H⋯O hydrogen bond in the anion. The phenanthroline rings of the two cations are inclined to one another by 31.3 (1)°. In the anions, considering the major components only, the carboxylic acid groups (-COOH) are inclined to the benzene ring by 17.3 (2) and 22.3 (3)°. The carboxylate groups (-COO-) are twisted by 9.3 (2) and 13.6 (6)° with respect to the benzene ring. In the crystal, adjacent 2,5-dicarboxyterephthalate anions are linked via O - H⋯O hydrogen bonds, forming chains propagating along [010]. The cations are attached to the chain of anions by N - H⋯O hydrogen bonds.