H-bond mediated self-assembly 1-dimensional array of 3,6-bis(3'-pyridyl)-1,2,4,5-tetrazine with trimesic acid

3,6-Bis(3'-pyridyl)-1,2,4,5-tetrazine was prepared by reaction of 3-cyanopyridine with hydrazine. Slow evaporation of 3,6-bis(3'-pyridyl)-1,2,4,5-tetrazine with trimesic acid, in a 2:1 molar ratio in methanol afforded single crystals of I C33H22N12O6 suitable for X-ray analysis. The product was characterized by spectroscopic and single-crystal X-ray diffraction studies. The hydrogen bond mediated self-assembly of 3,6-bis(3'-pyridyl)-1,2,4,5-tetrazine with trimesic acid molecules generates 1-dimensional multi-compartmental arrays in the solid state as revealed by X-ray crystallographic analysis. The crystal structure of 1 is monoclinic with a = 28.445(3), b = 6.7088(10), c = 33.846(4) angstrom, alpha = 90 degrees, beta = 108.112(7 degrees, gamma = 90 degrees, Z = 8, and space group C2/c. The directional intermolecular hydrogen bonding between 3,6-bis(3'-pyridyl)-1,2,4,5-tetrazine and trimesic acid molecules uses O-H center dot center dot center dot N and C-H center dot center dot center dot O interactions together with intramolecular C-H center dot center dot center dot N hydrogen bonding, to build up the one-dimensional network structure.