Enhanced stability of a rubrene analogue with a brickwork packing motif

Abstract

In this study, a rubrene analogue (SF₁₀-RUB) was designed and synthesised. Due to the introduction of pentafluorobenzene into the molecular structure, the packing motif of this material changed from a nonclassical herringbone packing to a brickwork packing. Moreover, intermolecular interactions, including C–H⋯π, S⋯F, C–H⋯F, and F⋯H interactions, were much more in SF₁₀-RUB than those in its courterpart (SF₀-RUB and RUB), together with its lower HOMO level, which made this material much more stable than other materials.