1-Bromo-2,4,6-tricyclohexylbenzene

Abstract

The title compound, C24H25Br, packs efficiently in the crystal structure with no solvent-accessible voids and several inter­molecular H⋯H contacts approximating the sum of the van der Waals radii. The mol­ecule is quite crowded, with intra­molecular Br⋯H and C⋯H contacts ca 0.38 and 0.30 Å, respectively, less than the sum of the corresponding van der Waals radii. All cyclo­hexyl rings adopt chair conformations with the ‘seat’ of the chair inclined at approximately 57–81° to the mean plane of the benzene ring, while those ortho to bromine have their centroids displaced in opposite directions from this plane.

Monoclinic form of 1,2,4,5-tetracyclohexylbenzene

“…The cyclohexyl rings adopt the chair conformation and are oriented with their methine hydrogen atoms pointed towards one another (H•••H distance 1.99 Å). This contrasts with the structure of 1bromo-2,4,6-tricyclohexylbenzene (Mague et al, 2008b) where the methine hydrogen atoms of the meta-disposed cyclohexyl groups point towards the intervening ring substituent. This is presumably to minimize intramolecular contacts between the ortho-disposed cyclohexyl rings.…”