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9H-fluorene-2-carboxaldehyde

A J Dobson1, R E Gerkin

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

Acta Crystallographica. Section C, Crystal Structure Communications
|January 28, 1999
PubMed
Summary
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This study details the crystal structure of a C14H10O compound, revealing a nearly planar molecular core and the formation of cyclic dimers through specific C-H...O interactions. These findings offer insights into molecular packing and intermolecular forces in organic crystals.

Area of Science:

  • Crystallography
  • Organic Chemistry
  • Solid-State Chemistry

Background:

  • Understanding the crystal structure of organic molecules is crucial for predicting their physical and chemical properties.
  • Intermolecular interactions, such as C-H...O bonds, significantly influence crystal packing and molecular assembly.
  • Previous studies on similar compounds like dibenzofuran-4-carboxaldehyde provide a basis for comparison.

Purpose of the Study:

  • To determine the precise crystal structure of the title compound (C14H10O).
  • To investigate the nature and significance of intermolecular interactions, specifically C-H...O bonds, in the crystal lattice.
  • To compare the molecular disposition with geometrically similar compounds.

Main Methods:

  • Single-crystal X-ray diffraction analysis was employed to elucidate the crystal structure.

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  • The crystallographic data were analyzed to determine space group, unit cell parameters, and molecular coordinates.
  • Geometric parameters, including bond lengths, bond angles, and dihedral angles, were calculated.

    • Main Results:

    • The title compound crystallized in the centrosymmetric space group P2(1)/c, with one molecule per asymmetric unit.
    • A significant C-H...O interaction was identified, leading to the formation of a cyclic dimer about a center of symmetry.
    • The molecular core was found to be nearly planar, with a small dihedral angle (4.4(9) degrees) between the aldehyde group and the attached ring.
    • The observed molecular arrangement shares similarities with dibenzofuran-4-carboxaldehyde.

    Conclusions:

    • The crystal structure of C14H10O is characterized by a nearly planar core and dimer formation via C-H...O interactions.
    • The identified intermolecular interactions play a key role in the self-assembly of these molecules in the solid state.
    • The structural similarities to dibenzofuran-4-carboxaldehyde suggest conserved packing motifs in related organic structures.