In general, cocrystals are formed due to the preference of heteromolecular synthons over homomolecular synthons. It has been shown that halogen-bonded cocrystals can undergo interconversions via exchange of donor or acceptor components. Such transformations may involve switching between different types of halogen bonding, or even between halogen-and hydrogen bonding. The thermodynamic outcomes of such transformations are controlled by the relative lattice stability of the corresponding cocrystals, which, in turn, is related to the strength of the individual supramolecular interactions present in their crystal structures. In terms of their ability to act as halogen bond acceptor atoms, nitrogen and sulfur have been shown to form the strongest interactions, resulting in favourable cocrystal formation. Sulfur is well known as a halogen bond acceptor, particularly against iodine. Also, I•••S interactions were identified as critical players in thyroid chemistry, 41 some biological processes, and in organic catalysis. A Cambridge Structural Database (CSD) search for the potential S-containing coformers for halogen-substituted benzenes was performed and the coformers which exhibited I•••S interactions were considered (see details in ESI, Table ). The tpss acceptor was found to form cocrystals with all the substituted iodobenzenes, which makes it a promising coformer molecule to be tested for cocrystal interconversion reactions.