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Related Experiment Videos

Xanthene-9-carboxylic acid

A C Blackburn1, A J Dobson, R E Gerkin

  • 1Department of Chemistry, Ohio State University, Columbus 43210, USA.

Acta Crystallographica. Section C, Crystal Structure Communications
|June 15, 1996
PubMed
Summary
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Xanthene-9-carboxylic acid forms cyclic dimer hydrogen bonds using two unique molecules. The study details the ordered carboxylic acid groups and the distinct dihedral angles of the xanthene core in its crystal structure.

Area of Science:

  • Organic Chemistry
  • Crystallography
  • Molecular Structure

Background:

  • Xanthene-9-carboxylic acid is a derivative of xanthene with potential applications in various chemical syntheses.
  • Understanding the intermolecular interactions and solid-state structure is crucial for predicting its reactivity and properties.

Purpose of the Study:

  • To elucidate the crystal structure of xanthene-9-carboxylic acid.
  • To investigate the hydrogen bonding patterns and molecular conformation in the solid state.

Main Methods:

  • Single-crystal X-ray diffraction analysis was employed to determine the three-dimensional structure.
  • Analysis of hydrogen bonding networks and geometric parameters.

Main Results:

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  • The crystal structure reveals cyclic dimer hydrogen bonding involving two crystallographically inequivalent molecules.
  • Carboxylic acid hydrogen atoms are ordered, and the dihedral angles of the xanthene core are 14.2(1)° (molecule A) and 11.3(2)° (molecule B).
  • The carboxyl group planes are nearly perpendicular to the xanthene cores.

    • Conclusions:

    • The study provides detailed insights into the supramolecular assembly of xanthene-9-carboxylic acid in the solid state.
    • The observed hydrogen bonding and conformational features are important for understanding its chemical behavior.