Preparation and Molecular Structure Determination of a 1,2,3,4-Tetracyclohexylcyclohexane Existing in a Twist-Boat Conformation

Proton‐Driven Conformational Switch of a Cyclohexyl Skeleton Coupled with NH···O Hydrogen‐Bond Formation

“…Systematic research has been done by Biali et al and they reported that some of the alkyl-substituted cyclohexane compounds give a twist-boat conformation. [9,10] A similar twist-boat conformation has also been observed in an alkynylcyclohexanol upon coordination to Co 2 (CO) 6 . [11] A twist-boat conformation has also been reported for the cis,trans epimer of Kemp's acid.…”

A New Atom/Functional Group Volume Additivity Data Base for the Calculation of the Crystal Densities of C, H, N, O and F-Containing Compounds

“…One notable case involves YEKJOP and YEKFUP, stereo isomers of 1,2,3,4-tetracyclohexylcyclohexane. The reported densities (11) for the structures are 1.366 and 1.040 g cm À3 , respectively; we calculate 1.052 g cm À3 for both. There must be errors in one or more unit cell parameters in the case of YEKJOP and, in fact, the CSDS entry contains a comment on a sizable discrepancy between the reported and calculated unit cell volumes.…”

1-Bromo-2,4,6-tricyclohexylbenzene

“…Additionally, the center of gravity of the C7-C12 ring lies 0.23 (1) Å above the mean plane of the aromatic ring while that of the C19-C24 ring lies 0.51 (1) Å below it. This contrasts with 2,6-dicyclohexyl-3,5-di-tertbutylphenol (Vilardo et al, 2000) and 2,3,6-tricyclohexylbiphenyl (Columbus et al, 1994) where the centers of gravity of the corresponding cyclohexyl groups are essentially in the plane of the aromatic ring (in the former this is required by symmetry). The methine H atoms H7 and H19 point towards the bromine which is the orientation seen in 2,3,6-tricyclohexylbiphenyl but opposite from that in 2,6-dicyclohexyl-3,5-di-tert-butylphenol.…”

“…For related structures see: Columbus et al (1994); Vilardo et al (2000). For the synthesis see: Kouldelka et al (1985).…”