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2,2,4,4-Tetramethyl-1,5-diphenyl-6,7,8-trioxa-3-thiabicyclo

Cuthbertson1, Frampton, MacNicol

  • 1Department of Chemistry, University of Glasgow, Glasgow G12 8QQ, Scotland.

Acta Crystallographica. Section C, Crystal Structure Communications
|December 19, 2000
PubMed
Summary
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The crystal structure of a title ozonide (C20H22O3S) was determined without ozone. Its ozonide and 1,4-oxathiane rings adopt specific conformations, revealing key structural details.

Area of Science:

  • Crystallography
  • Organic Chemistry
  • Molecular Structure

Background:

  • Ozonides are a class of organic compounds containing the O-O bond.
  • Understanding the structural properties of ozonides is crucial for their synthesis and reactivity studies.
  • The title ozonide, C20H22O3S, was synthesized without direct ozone application.

Purpose of the Study:

  • To elucidate the three-dimensional molecular structure of the title ozonide.
  • To determine the conformation of the ozonide and 1,4-oxathiane rings within the crystal lattice.
  • To provide precise bond length and torsion angle data for the ozonide functional group.

Main Methods:

  • Single-crystal X-ray diffraction analysis.
  • Structure determination at low temperature (123(1) K).

Related Experiment Videos

  • Analysis of molecular symmetry and ring conformations.
  • Main Results:

    • The crystal structure of C20H22O3S was successfully determined in the triclinic crystal system.
    • The molecule exhibits approximate Cs symmetry.
    • The ozonide ring adopts an envelope conformation, while the 1,4-oxathiane ring adopts a chair conformation.

    Conclusions:

    • The study provides the first crystallographic data for this specific title ozonide.
    • The determined O-O bond length is 1.4721 (12) Å, and the C-O-O-C torsion angle is -1.45 (12) degrees.
    • The conformational analysis offers insights into the stereochemistry of ozonides and related heterocyclic systems.