Cyclohexane-1,2,3,4,5-pentol

In the title compound, C6H12O5, the cyclohexane ring adopts a chair conformation. The absolute configuration is not defined. However, the relative configuration can be assigned as 1R*,3R*,4S*,S*. In the crystal structure, molecules are linked by strong intermolecular O—H⋯O hydrogen bonds, producing a three-dimensional network.

In the title compound, C 6 H 12 O 5 , the cyclohexane ring adopts a chair conformation. The absolute configuration is not defined. However, the relative configuration can be assigned as 1R*,3R*,4S*,S*. In the crystal structure, molecules are linked by strong intermolecular O-HÁ Á ÁO hydrogen bonds, producing a three-dimensional network.

Comment
Cyclohexanes are either prepared from natural sources or entirely via synthetic routes. The reason for their preparation is a variety of medical effects. The molecules provide anticonvulsant, antimalarial, antiinflamatory and cardiovascular effects (Eddington et al., 2000). Cyclohexanes are also important intermediates for many biologically active compounds (Padmavathi et al., 2001;Padmavathi et al., 2000). A number of their derivatives have fungicidal and antitumor activities (Li & Strobel, 2001). Taking into consideration of these aspects, and in order to obtain a detailed information on the molecular structure in the solid state, the X-ray study of the title compound has been carried out.
The atom O1 acts as a donor to the atom O3 of the neighbouring molecule. This hydrogen bond is involved in a motif C(6) forming an infinite chain along a axis, and also the atom O5 acts as a donor to the atom O2. This hydrogen bond is involved in a motif C(7) forming an infinite chain along c axis. The crystal packing is defined by O-H···O hydrogen bonds (

Experimental
The compound was isolated from Manilkara zapota(L) Van Royan leaves of ethyl acetate fraction by column chromatography. Single crystals of the title compound suitable for X-ray diffraction were obtained from a mixture of ethyl acetate and methanol (3:1) by slow evaporation.

Refinement
All the H atoms were positioned geometrically, with O-H = 0.82 Å and C-H = 0.93 -0.98 Å and constrained to ride on their parent atom, with U iso H=1.2U eq (C).