(1R*,2S*,4S*,5S*)-Cyclohexane-1,2,4,5-tetrol

Abstract

The title compound, C6H12O4, exists in a chair form, with three of the four OH groups equatorially disposed. All four hydr­oxy groups participate in extensive inter­molecular O—H·O hydrogen bonding.

(1S*,2S*,4S*,5S*)-Cyclohexane-1,2,4,5-tetrol monohydrate

“…Hence, the crystal structure reported in this communication corresponds to any one of the enantiomers of the title compound. Such a spontaneous resolution for a different cyclohexanetetrol, (II) (also obtained as a racemic modi®cation through synthesis), has been recently reported by us (Mehta et al, 2005). It is well known that 90% of the compounds that are capable of crystallizing in racemic or chiral space groups prefer the former (Gavezzotti, 2002;Brock et al, 1991).…”

From Molecular to Supramolecular: An Exploration into the Modes of Self- assembly in Conformationally Locked Polycyclitols

“…3). [18] It is worth mentioning at this point that intramolecular O-H•••O hydrogen bonding has not been observed even in the crystal structure of epi-inosi-tol where a 1,3-syndiaxial conformation of hydroxy groups is unavoidable. [6a,19] In comparison, our studies on the crystal structures of the annulated inositols (7, 13 and 14) [20] and the unsaturated tetrol 15 [21] revealed that the formation of intramolecular O-H•••O hydrogen bonds between the 1,3-syndiaxial OH groups is an invariant feature of molecular packing in conformationally locked polycyclitols.…”