Supramolecular hydrogen-bonded 1D arrangement in the crystals of 2,4-diamino-6-benzyl-1,3,5-triazine and 2,4-diamino-6-(4′-methylbenzyl)-1,3,5-triazine

Two crystals of triazine derivatives, 2.4-diamino-6-benzyl-1,3,5-triazine (1) and 2,4-diamino-6-(4'-methylbenzyl)-1,3,5-triazine (2), are synthesised by a direct reaction of cyanoguanidine with the respective cyanocompounds. The IR spectra of the compounds are very similar. in the crystals the molecules are interconnected by N-H center dot center dot center dot N hydrogen bonds forming one-dimensional hydrogen bonded polymer in 1 and three-dimensional hydrogen bonded network in 2. The arrangement of molecules in the crystal of 1 is denser than in 2 due to the pi-pi interactions between the pi-clouds of the aromatic triazine rings that are absent in the crystal of 2. The geometries of the molecules in the crystals have been compared with those obtained by ab-initio molecular orbital calculated results that represent the geometries of molecules in the gas-phase. (C) 2008 Elsevier B.V. All rights reserved.