Molecular Crystals and Liquid Crystals, Vol.390, 27-34, 2003
Guest inclusion within molecular pens
A convenient synthetic procedure has been developed for the preparation of a series of new C-2-symmetric clathrate hosts each containing three hey structural components: two planar aromatic wings, two protruding sensor groups, and a central linker unit. The dibromo compound 4 described here is built around the flexible bicyclo [3.3.0]octane ring system and has quinoline-based wings. Two molecules of the host wrap around a guest trapping it within a cyclophane-like molecular pen. The aromatic wings function like the fences enclosing an animal in a stockyard. With differing guests the wings slip relative to each other to give the best host-guest combination using a quadrilateral pen. The structures of the 2:1 inclusion compounds formed between 4 with 1,1,1-trichloroethane (methyl chloroform) and 1,1,2,2-tetrachloroethane are discussed.
Keywords:crystal engineering;aryl-aryl interactions;inclusion compounds;C-H center dot center dot center dot N weak hydrogen bonds;supramolecular synthons;halogen-halogen interactions