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The tetrachloro and tetrabromo substituted bisimidazoles 1,4-bis(4,5-bis(4-chlorophenyl)-1 H -imidazol-2-yl)benzene ( 1 ) and 1,4-bis(4,5-bis(4-bromophenyl)-1 H -imidazol-2-yl)benzene ( 2 ), respectively, as well as a corresponding aldehydic intermediate imidazole 4-(4,5-bis(4-bromophenyl)-1 H -imidazol-2-yl)benzaldehyde ( 3 ) have been synthesized. Respective solvated complexes [ 1  DMSO (1:2)] ( 1a ), [ 2  (1,4-dioxane) (1:5)]  ( 2a ) and [ 3  DMSO · H 2 O (1:1:1)] ( 3a ) were isolated and structurally studied by single crystal X-ray diffraction. Although the central three-membered ring systems in  1  and  2  are almost coplanar, there is no relevant stacking between the molecules. However,  1  and  2  show a distinct difference in conformation with respect to the orientation of the imidazole rings which is  cisoid  in  1a  and  transoid  in  2a , being attributed to the specific solvent interactions. Hydrogen bonds of N—H···O, C—H···O and C—H···π type are found in all structures while Cl···Cl contacts are characteristic of  1a , Br···O and C—H···Br of  2a , and O—H···O and Br···Br contacts of the crystal structure of  3a . Owing to the formation of solvated crystals, especially the compounds  1  and  2  are represented as potential new inclusion hosts.

X-ray crystal structures of solvated bisimidazole derivatives including a half-way analogous lophine-type compound