Phenomena such as anticooperativity and competition among non-covalent bond donors and acceptors are key considerations when exploring the polymorphic and stoichiomorphic landscapes of binary and higher-order cocrystalline architectures. We describe the preparation of four cocrystals of 1,3,5-trifluoro-2,4,6-triiodobenzene with N-heterocyclic compounds, namely acridine, 3-aminopyridine, 4-methylaminopyridine, and 1,2-di(4-pyridyl)ethane. The cocrystals, which are characterized by single-crystal and powder X-ray diffraction experiments, all show moderately strong and directional iodine⋅⋅⋅nitrogen halogen bonds with reduced distance parameters ranging from 0.
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