Dibenzothiophene Derivatives: From Herringbone to Lamellar Packing Motif

It is generally believed that π−π stacking would be much more efficient than herringbone stacking for the transporting of charge carriers. The electron-withdrawing group sulphone unit was introduced into dibenzothiophene (DBT) derivatives, and lamellar structures were observed in the single crystals of the products along with strong, long-range π−π intermolecular interactions. As a contrast, the reduced materials adopted herringbone packing. We contributed this change of packing motif to the polarity of the sulphone unit. These results are meaningful to the molecular design to obtain π−π stacking.