Cocrystal trimorphism as a consequence of the orthogonality of halogen- and hydrogen-bonds synthons

Chem Commun (Camb). 2019 Nov 19;55(93):14066-14069. doi: 10.1039/c9cc06735c.

Abstract

True trimorphic cocrystals, i.e. multi-component molecular crystals of identical composition that exhibit three polymorphic structures, are exceedingly rare and so far no halogen-bonded cocrystal system has been reported to exhibit trimorphism. Here we describe a unique example of a trimorphic cocrystal exhibiting both hydrogen and halogen bonds in which the differences between polymorphs reveal their orthogonality, evident by the apparently independent variation of well-defined hydrogen- and halogen-bonded motifs.