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Dichloromaleic anhydride.

A J Blake1, R M Griffiths, S M Howdle

  • 1School of Chemistry, The University of Nottingham, University Park, Nottingham NG7 2RD, England.

Acta Crystallographica. Section C, Crystal Structure Communications
|July 21, 2004
PubMed
Summary
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This study details the crystal structure of dichloromaleic anhydride, revealing significant deviations in chlorine atom positions and unique intermolecular contacts that form molecular chains.

Area of Science:

  • Crystallography
  • Organic Chemistry
  • Materials Science

Background:

  • Dichloromaleic anhydride is a chemical compound with potential applications in organic synthesis.
  • Understanding its solid-state structure is crucial for predicting its reactivity and properties.

Purpose of the Study:

  • To elucidate the crystal structure of 3,4-dichloro-2,5-dihydrofuran-2,5-dione.
  • To analyze the molecular geometry and intermolecular interactions in the solid state.

Main Methods:

  • Single-crystal X-ray diffraction analysis was performed.
  • Molecular structure and intermolecular contacts were characterized.

Main Results:

  • Molecules exhibit approximate C(2v) symmetry, but chlorine substituents deviate from the ring plane.

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  • Significant differences in the magnitude of chlorine deviations were observed (0.0356 Å and 0.0167 Å).
  • A close intermolecular contact (2.888 Å) between a carbonyl oxygen and a carbonyl carbon was identified, forming infinite molecular chains along the crystallographic b direction.

    • Conclusions:

    • The crystal packing of dichloromaleic anhydride is influenced by specific intermolecular interactions.
    • The observed structural features provide insights into the solid-state behavior of this compound.