X-ray crystal structures of solvated bisimidazole derivatives including a half-way analogous lophine-type compound
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Marika Felsmann
Abstract
The tetrachloro and tetrabromo substituted bisimidazoles 1,4-bis(4,5-bis(4-chlorophenyl)-1H-imidazol-2-yl)benzene (1) and 1,4-bis(4,5-bis(4-bromophenyl)-1H-imidazol-2-yl)benzene (2), respectively, as well as a corresponding aldehydic intermediate imidazole 4-(4,5-bis(4-bromophenyl)-1H-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 · H2O (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.
© by Oldenbourg Wissenschaftsverlag, Freiberg, Germany
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Articles in the same Issue
- Reconstructions of electron density by the Maximum Entropy Method from X-ray powder diffraction data based on incomplete and complete crystal structure models: a case study of apatites with different intercalated metal atoms
- X-ray powder diffraction investigation of the faulted crystal structure of MnH2P3O10 · 2H2O
- Exit wave reconstruction from focal series of HRTEM images, single crystal XRD and total energy studies on SbxWO3+y (x ∼ 0.11)
- TPO transfer from a rhenium(V) complex onto a salicylaldoxime-bridged complex with [MnIII3O] core
- X-ray crystal structures of solvated bisimidazole derivatives including a half-way analogous lophine-type compound
- Supramolecular isomerism in coordination polymers sustained by hydrogen bonding: bis[Zn(S2CN(Me)CH2CH2OH)2](N,N‘-bis(pyridin-3-ylmethyl)thioxalamide)
- Structures of 1-(substituted-phenyl)-4-hydroxymethyl- and -4-fluoromethyl-1,2,3-triazoles
- Crystal structure of betulinic acid-DMSO solvate
