From diiodo Tröger's bases towards halogen-bonded porous organic crystalline materials

Racemic 2,8-diiodo-6H,12H-5,11-methanodibenzodiazocine (rac-1) and racemic 2,8-diiodoethynyl-6H,12H-5,11-methano-dibenzodiazocine (rac-2) proved to be self-complementary tectons that are particularly suitable for the formation of porous supramolecular structures by halogen bonding. Crystals structures of clathrate rac-1CH(2)Cl(2) and rac-2 show channels, which represent 20% of the cell volume, and these are stabilized by strong C-IN and C-I-(Ar) halogen bonds.