1,3-Diammonio-1,2,3-trideoxy-cis-inositol sulfate

Abstract

In the crystal structure of the title compound, C6H16N2O3 2+·SO4 2−, each cation forms three O—H⋯O and five N—H⋯O hydrogen bonds to six neighbouring sulfate anions. In addition, interlinking of the cations by N—H⋯O interactions is also observed. The cyclo­hexane ring adopts a chair conformation with two axial hy­droxy groups. Although the separation of 2.928 Å is almost ideal for a hydrogen bond, intra­molecular hydrogen bonding between these two hy­droxy groups is not observed.

Redetermination of 1,3-diammonio-1,2,3-trideoxy-cis-inositol dichloride

“…It is thus noteworthy that in both cations of the title compound, such intramolecular O-H•••O stabilisation is not required. Also in a corresponding sulphate salt (Neis et al, 2012) no intramolecular hydrogen bonding between the two axial hydroxy groups has been found.…”

“…An earlier, less accurate structure determination of the title compound was performed by Palm (1967). The crystal structure of 1,3-diammonio-1,2,3-trideoxy-cis-inositol sulfate has been reported by Neis et al (2012). The importance of intramolecular hydrogen bonding in 1,3,5-trisubstituted cyclohexane derivatives has been described by Gencheva et al (2000), Saaidi et al (2008) and Neis et al (2010), and the implication of increased 1,3-diaxial repulsion on the conformation of a cyclohexane ring has been discussed by Fritsche-Lang et al (1985), Kramer et al (1998) and Kuppert et al (2006).…”