Dipolar S=O...C=O and C-H...O interactions in the molecular organization of 4,6-di-O-acetyl-2-O-tosyl-myo-inositol 1,3,5-orthoesters.
In the absence of conventional hydrogen bonding, the molecules of 4,6-di-O-acetyl-2-O-tosyl-myo-inositol 1,3,5-orthoformate, C(18)H(20)O(10)S, (I), and 4,6-di-O-acetyl-2-O-tosyl-myo-inositol 1,3,5-orthobenzoate, C(24)H(24)O(10)S, (II), are associated via C-H...O interactions. Molecules of (II) are additionally linked via dipolar S=O...C=O contacts. It is interesting to note that the sulfonyl O atom involved in the dipolar S=O...C=O contacts does not take part in any other interaction, indicating the competitive nature of this contact relative to the weak hydrogen-bonding interactions.
Manoj
K
K
Centre for Materials Characterization, National Chemical Laboratory, Pune 411 008, India. k.manoj@ncl.res.in
Gonnade
R G
RG
Bhadbhade
M M
MM
Shashidhar
M S
MS
D001565:Benzoates / Q000737:chemistry*; D018360:Crystallography, X-Ray; D005561:Formates / Q000737:chemistry*; D006860:Hydrogen Bonding; D007294:Inositol / Q000031:analogs & derivatives* / Q000737:chemistry; D007659:Ketones / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure
C542997:4,6-di-O-acetyl-2-O-tosyl-myo-inositol 1,3,5-orthobenzoate; C542996:4,6-di-O-acetyl-2-O-tosyl-myo-inositol 1,3,5-orthoformate; D001565:Benzoates; D005561:Formates; D007659:Ketones; D007294:Inositol