Conformational polymorphism in racemic 2,4-Di-o-Benzoyl-6-o-Tosyl myo-Inositol 1,3,5-Orthoacetate

TitleConformational polymorphism in racemic 2,4-Di-o-Benzoyl-6-o-Tosyl myo-Inositol 1,3,5-Orthoacetate
Publication TypeJournal Article
Year of Publication2010
AuthorsManoj, K, Gonnade, RG, Bhadbhade, MM, Shashidhar, MS
JournalJournal of Structural Chemistry
Volume51
Issue4
Pagination725-730
Date PublishedAUG
ISSN0022-4766
KeywordsConformation, crystal structure, dipolar interactions, Inositol, non-covalent interactions, polymorphism, sulfonyl-carbonyl contact
Abstract

The title compound, C(29)H(26)O(10)S, yields two conformational polymorphs concomitantly from dichloromethane-methanol mixture; the major polymorph grows as plates (Form I, monoclinic, P2(1)/n) and the minor polymorph grows as needles (Form II, triclinic, P-1). The two forms differ mainly in orientation of the tosyl group. In Form I, sulfonyl oxygen of the tosyl group makes intermolecular C -HaEuro broken vertical bar O interactions, whereas the same group in Form II is involved in an intramolecular short dipolar S=OaEuro broken vertical bar C=O (sulfonyl-carbonyl) contact. The molecular organization and the influence of various weak non-covalent interactions that stabilize these conformers in the crystal lattices are discussed.

DOI10.1007/s10947-010-0107-y
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)0.547
Divison category: 
Center for Material Characterization (CMC)
Organic Chemistry