title: Different interaction motifs of dipolar S=O...C=O contacts that associate diastereomers of 2,4(6)-di-O-benzoyl-6(4)-O-{[(1S)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-ylmethyl]sulfonyl}-myo-inositol 1,3,5-orthoacetate.
abstract: Diastereomeric mixtures of 2,4(6)-di-O-benzoyl-6(4)-O-[(1S)-10-camphorsulfonyl]-myo-inositol 1,3,5-orthoesters associate in their crystal structures via different geometries of S=O...C=O short contacts, depending upon the substitution. A comparison of the dimeric association in the orthoacetate and orthoformate (solvated) derivatives shows a sheared parallel motif of dipolar S=O...C=O contacts bridging the former, whereas perpendicular S=O...C=O contacts occur in the latter. The title compound, C(32)H(34)O(11)S, is chiral, owing to the presence of the camphor moiety.
authors.affiliation: Centre for Materials Characterization, National Chemical Laboratory, Pune 411 008, India. k.manoj@ncl.res.in
authors.forename: K
authors.initials: K
authors.lastname: Manoj
authors.forename: R G
authors.initials: RG
authors.lastname: Gonnade
authors.forename: M M
authors.initials: MM
authors.lastname: Bhadbhade
authors.forename: M S
authors.initials: MS
authors.lastname: Shashidhar
mesh_terms: D000085:Acetates / Q000737:chemistry*; D001593:Benzyl Compounds / Q000737:chemistry*; D001643:Bridged Bicyclo Compounds / Q000737:chemistry*; D018360:Crystallography, X-Ray; D007294:Inositol / Q000031:analogs & derivatives* / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D013237:Stereoisomerism
chemical_list: C524203:2,4(6)-di-O-benzoyl-6(4)-O-((7,7-dimethyl-2-oxobicyclo(2.2.1)heptan-1-ylmethyl)sulfonyl)-myo-inositol 1,3,5-orthoacetate; D000085:Acetates; D001593:Benzyl Compounds; D001643:Bridged Bicyclo Compounds; D007294:Inositol