Molecular Organization in Crystals of Bis(diaminotriazinyl)-Substituted Derivatives of Benzene, Pyridine, and Pyrazine

The bis­(diaminotriazinyl)-substituted derivatives of benzene, pyridine, and pyrazine 1–6 were made to test the ability of the 4,6-diamino-1,3,5-triazinyl group (DAT) to direct molecular organization by hydrogen bonding. Analysis of the structures of compounds 1–6 by X-ray crystallography revealed that the DAT groups control association by forming hydrogen bonds according to the well-established motifs I–III. The resulting association normally produces complex networks consisting of tapes, rings, and sheets. 1,2-Disubstituted compounds 1–3 have structures in which the DAT groups do not lie close to the plane of the aryl or heteroaryl core, whereas 1,3-disubstituted compounds 4–6 adopt flattened conformations. The observed structures of compounds 1–6, which include novel embraces and rings held together by hydrogen bonds, highlight the special ability of motifs based on DAT groups to direct molecular association