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5-(Trifluoro-meth-oxy)isatin.

M Schutte1, C Pretorius, H G Visser

  • 1Department of Chemistry, University of the Free State, PO Box 339, Bloemfontein, 9301, South Africa.

Acta Crystallographica. Section E, Structure Reports Online
|March 12, 2013
PubMed
Summary
This summary is machine-generated.

This study details the crystal structure of 5-(trifluoro-methoxy)-1H-indole-2,3-dione. The compound forms layered structures through intermolecular hydrogen bonds and exhibits pi-pi stacking interactions.

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Area of Science:

  • Crystallography
  • Organic Chemistry
  • Materials Science

Background:

  • Isatin derivatives are important scaffolds in medicinal chemistry.
  • Understanding the solid-state structure of functionalized isatins is crucial for material design.

Purpose of the Study:

  • To determine the crystal structure of 5-(trifluoro-methoxy)-1H-indole-2,3-dione.
  • To investigate the intermolecular interactions governing its solid-state packing.

Main Methods:

  • Single-crystal X-ray diffraction analysis.
  • Analysis of intermolecular interactions including hydrogen bonding and pi-pi stacking.

Main Results:

  • The compound crystallized with two molecules in the asymmetric unit.
  • Intermolecular N-H⋯O hydrogen bonds form layers parallel to the ab plane.
  • Pi-pi stacking interactions were observed with a centroid-centroid distance of 3.721 Å.

Conclusions:

  • The crystal structure reveals a layered arrangement driven by hydrogen bonding.
  • The near planarity of the isatin ring systems facilitates pi-pi stacking.
  • This structural information is valuable for designing related organic materials.