Superstructural Variety from an Alkylated Triazine: Formation of One-Dimensional Hydrogen-Bonded Arrays or Cyclic Rosettes

Abstract

The propensity of an alkylated 2,6-diamino-1,3,5-triazine to establish dimeric hydrogen bonding motifs has been examined. Either alone, or when partnered with a linear aromatic diimide, the triazine crystallizes in extended one-dimensional hydrogen-bonded arrays. In contrast, the cocrystal with thiophene-2,5-dicarboxylic acid presents closed cyclic hexameric arrays comprised of alternating triazine and diacid units. In all cases, the triazine employs the same hydrogen bond donor and acceptor sites in establishing these extended structures, using only the sites that flank the smallest of the triazine substituents.