Co-crystal formation with 1,2,3,5-dithiadiazolyl radicals

Abstract

The crystal structure of a novel dithiadiazolyl co-crystal, the second such co-crystal to be reported, has been determined, and is described in the context of the structures of the co-crystal formers. It is also shown that both known dithiadiazolyl co-crystals ([PhCN₂S₂][C₆F₅CN₂S₂] and [PhCN₂S₂][NC₅F₄CN₂S₂]) can be made via co-sublimation or by mixing co-crystal formers in solution, but not mechanochemically. DSC and theoretical calculations reveal that the thermodynamics of co-crystal formation in these systems is very finely balanced.