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The title compounds, 2,6-di-iodo-4-nitro-toluene (DINT, C 7 H 5 I 2 NO 2 ) and 2,4,6-tri-bromo-toluene (TBT, C 7 H 5 Br 3 ,), are tris-ubstituted toluene mol-ecules. Both mol-ecules are planar, only the H atoms of the methyl group, and the nitro group in DINT, deviate significantly from the plane of the benzene ring. In the crystals of both compounds, mol-ecules stack in columns up the shortest crystallographic axis, viz . the a axis in DINT and the b axis in TBT. In the crystal of DINT, mol-ecules are linked via short N-O⋯I contacts, forming chains along [100]. In TBT, mol-ecules are linked by C-H⋯Br hydrogen bonds, forming chains along [010]. Hirshfeld surface analysis was used to explore the inter-molecular contacts in the crystals of both DINT and TBT.

Crystal structure and Hirshfeld surface analysis of 2,6-diiodo-4-nitrotoluene and 2,4,6-tribromotoluene