The crystal structure of l-chiro-inositol

Crystal structure of 1,3,5/2,4,6-hexahydroxycyclohexane, C6H12O6, scyllo-inositol

“…Inositol (cyclohexanehexol) exists in the form of eight diastereomers; all of them have been characterized by crystal structure analysis [2][3][4][5][6][7][8][9]. For the scyllo- (1,3,5/2,4,6)-isomer, a triclinic and amonoclinic polymorph have been observed, however, single crystals could only be obtained for the triclinic form [9].…”

Quest for inosito-inositols: synthesis of novel, annulated and conformationally locked inositols

“…Once again the energy minimized structure of 23 revealed a 4a/2e conformation, whereas the crystal structure of the parent chiro-inositol showed it to be in a 4e/2a conformation. 12 In short, we have accomplished the synthesis of novel cyclohexa-annulated neo-and chiro-inositols, bearing two additional hydroxyl groups, from naphthalene following short, stereoselective protocols. These new inositols are locked in conformations not present in natural inositols and pave the way for the evaluation of their physico-chemical and biological profiles.…”

On the correlation between hydrogen bonding and melting points in the inositols

“…The structure of d-1-A was derived from the known crystal structure of its enantiomer, l-1-A [Cambridge Structural Database (CSD; Allen, 2002) reference code FOPKOK, Jeffrey & Yeon, 1987]. The crystal structures of rac-1, 5-A, 5-D, 5-E and 7-C were solved from laboratory X-ray powder diffraction data using real-space methods within the program DASH3.1 (David et al, 2006).…”

“…For structure solution, the starting molecular geometry for rac-1 was taken from the single-crystal structure of the known polymorph of l-chiro-inositol (l-1-A) (CSD reference code FOPKOK; Jeffrey & Yeon, 1987), for 5-A, 5-D and 5-E from cis-inositol monohydrate (5ÁH 2 O) (CSD reference code TAZMOW; Freeman et al, 1996) and for 7-C from polymorph B 7-B (CSD reference code MYINOL01; Khan et al, 2007). The crystal structures were solved without any problems.…”