Solid state synthesis under supramolecular control of a 2D heterotetratopic self-complementary tecton tailored to halogen bonding

We describe the synthesis and characterization, by single crystal X-ray analysis, of a 1D heteroditopic self-complementary tecton for halogen bonding. It was designed to also incorporate double bonds and to possess heteropolar pi - pi stacking groups in order to carefully control its supramolecular organization in the solid state. As a result of this supramolecular control, by UV irradiation in the solid state the compound dimerizes forming a 2D heterotetratopic self-complementary tecton tailored to halogen bonding based self-assembly. This 2D tecton crystallizes clathrating chloroform molecules.