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Anthracene-1-carboxylic acid

L J Fitzgerald1, R E Gerkin

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

Acta Crystallographica. Section C, Crystal Structure Communications
|August 15, 1997
PubMed
Summary
This summary is machine-generated.

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This study details the crystal structure of a C15H10O2 compound, revealing cyclic dimer hydrogen bonding and a near-planar anthracene core. The carboxyl group exhibits a slight dihedral angle relative to the anthracene plane.

Area of Science:

  • Crystallography
  • Organic Chemistry
  • Materials Science

Background:

  • Understanding the solid-state structure of organic molecules is crucial for predicting their properties.
  • Anthracene derivatives are important in various fields, including organic electronics and medicinal chemistry.
  • Detailed structural analysis provides insights into intermolecular interactions and molecular packing.

Purpose of the Study:

  • To elucidate the crystal structure of the title compound, C15H10O2.
  • To investigate the hydrogen bonding patterns and their influence on molecular arrangement.
  • To compare the anthracene core geometry with related compounds.

Main Methods:

  • Single-crystal X-ray diffraction analysis was employed.
  • The crystal structure was solved and refined.

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  • Geometric parameters, including bond lengths, bond angles, and dihedral angles, were analyzed.

    • Main Results:

    • The compound crystallizes in the centrosymmetric space group P2(1)/n.
    • Cyclic dimer hydrogen bonding was observed around a center of symmetry.
    • The carboxyl oxygen and hydrogen atoms were found to be ordered.
    • The anthracene core, though not perfectly planar, showed good agreement with related structures.
    • A dihedral angle of 12.4(2) degrees was measured between the carboxyl group plane and the best-fit anthracene core plane.

    Conclusions:

    • The crystal structure of C15H10O2 is characterized by specific hydrogen bonding and anthracene core geometry.
    • The findings contribute to the understanding of structure-property relationships in anthracene derivatives.
    • This detailed crystallographic data can inform the design of new materials with tailored properties.