Self-assembly of 1- and 2-Dimensional Multicompartmental Arrays via the 2-Aminopyrimidine H-Bonding Motif and Selective Guest Inclusion

The H-bond mediated self-assembly of aminopyrimidine substituted anthracene derivatives 4 and 5, respectively, generate 1- and 2-dimensional multicompartmental arrays in the solid state as revealed by X-ray crystallographic analysis. The derived ‘pigeon-hole’ lattice is defined by syn-coplanar positioning of anthracene moieties at a distance of ca. 7 Å, allowing the formation of selective clathrate-type inclusion entities with guests of appropriate shape and size, in particular phenazine, which presents both structural and interactional complementarity. These data provide insight into the interplay of the different structural and interactional features of the molecular components to the controlled generation of electron donor–acceptor (EDA) and charge transfer arrays directed toward the design of functional supramolecular materials.