Tris( cis -2-hydroxycyclohexane-1,3,5-triaminium) hydrogen sulfate octachloride dihydrate

The 2-hydroxycyclohexane-1,3,5-triaminium (= H 3 L 3+ ) cation of the title compound, 3C 6 H 18 N 3 O 3+ ·8Cl − ·HSO 4 − ·2H 2 O, exhibits a cyclohexane chair with three equatorial ammonium groups and one axial hydroxy group in an all- cis configuration. The hydrogen sulfate anion and two water molecules lie on or in proximity to a threefold axis and are disordered. The crystal structure features N—H...Cl and O—H...Cl hydrogen bonds. Three C 3 -symmetric motifs can be identified in the structure: (i) Two chloride ions (on the C 3 -axis) together with three H 3 L 3+ cations constitute an [(H 3 L ) 3 Cl 2 ] 7+ cage. (ii) The lipophilic C 6 H 6 -sides of three H 3 L 3+ cations, which are oriented directly towards the C 3 -axis, generate a lipophilic void. The void is filled with the disordered water molecules and with the disordered part of the hydrogen sulfate ion. The hydrogen atoms of these disordered moieties were not located. (iii) Three H 3 L 3+ cations together with one HSO 4 − and three Cl − counter-ions form an [(HSO 4 )(H 3 L ) 3 Cl 3 ] 5+ cage. Looking along the C 3 -axis, these three motifs are arranged in the order (cage 1)...(lipophilic void)...(cage 2). The crystal studied was found to be a racemic twin.