title: Water-mediated intermolecular interactions in 1,2-O-cyclohexylidene-myo-inositol: a quantitative analysis.
abstract: 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, C12H20O6·2H2O, 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.
authors.affiliation: Discipline of Biological Engineering, Indian Institute of Technology Gandhinagar, Palaj Campus, Gandhinagar 382 355, Gujarat, India.
authors.forename: Gayathri
authors.initials: G
authors.lastname: Purushothaman
authors.affiliation: Discipline of Chemistry, Indian Institute of Technology Gandhinagar, Palaj Campus, Gandhinagar 382 355, Gujarat, India.
authors.forename: Kapil
authors.initials: K
authors.lastname: Juvale
authors.affiliation: Discipline of Biological Engineering, Indian Institute of Technology Gandhinagar, Palaj Campus, Gandhinagar 382 355, Gujarat, India.
authors.forename: Sivapriya
authors.initials: S
authors.lastname: Kirubakaran
authors.affiliation: Institute for Stem Cell Biology and Regenerative Medicine (inStem), UAS-GKVK Campus, Bellary Road, Bangalore 560 065, India.
authors.forename: Praveen Kumar
authors.initials: PK
authors.lastname: Vemula
authors.affiliation: Discipline of Biological Engineering, Indian Institute of Technology Gandhinagar, Palaj Campus, Gandhinagar 382 355, Gujarat, India.
authors.forename: Vijay
authors.initials: V
authors.lastname: Thiruvenkatam
keywords: Hirshfeld surface analysis; crystal structure; geometry optimization; lattice energy; myo-inositol; potential chemotherapeutic agent; transmembrane signalling