Purushothaman Gayathri, Juvale Kapil, Kirubakaran Sivapriya, Vemula Praveen Kumar, Thiruvenkatam Vijay
Discipline of Biological Engineering, Indian Institute of Technology Gandhinagar, Palaj Campus, Gandhinagar 382 355, Gujarat, India.
Discipline of Chemistry, Indian Institute of Technology Gandhinagar, Palaj Campus, Gandhinagar 382 355, Gujarat, India.
Acta Crystallogr C Struct Chem. 2017 Jan 1;73(Pt 1):20-27. doi: 10.1107/S2053229616018581.
The syntheses of new myo-inositol derivatives have received much attention due to their important biological activities. 1,2-O-Cyclohexylidene-myo-inositol is an important intermediate formed during the syntheses of certain myo-inositol derivatives. We report herein the crystal structure of 1,2-O-cyclohexylidene-myo-inositol dihydrate, CHO·2HO, which is an intermediate formed during the syntheses of myo-inositol phosphate derivatives, to demonstrate the participation of water molecules and hydroxy groups in the formation of several intermolecular O-H...O interactions, and to determine a low-energy conformation. The title myo-inositol derivative crystallizes with two water molecules in the asymmetric unit in the space group C2/c, with Z = 8. The water molecules facilitate the formation of an extensive O-H...O hydrogen-bonding network that assists in the formation of a dense crystal packing. Furthermore, geometrical optimization and frequency analysis was carried out using density functional theory (DFT) calculations with B3LYP hybrid functionals and 6-31G(d), 6-31G(d,p) and 6-311G(d,p) basis sets. The theoretical and experimental structures were found to be very similar, with only slight deviations. The intermolecular interactions were quantitatively analysed using Hirshfeld surface analysis and 2D (two-dimensional) fingerplot plots, and the total lattice energy was calculated.
