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4-(3-phenanthryl)butanoic acid

R E Gerkin1

  • 1Department of Chemistry, Ohio State University, Columbus 43210, USA. gerkin@chemistry.ohio-state.edu

Acta Crystallographica. Section C, Crystal Structure Communications
|October 6, 1997
PubMed
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This study details the crystal structure of a C18H16O2 compound, revealing ordered hydrogen bonds forming cyclic dimers. The structure features layered aromatic and aliphatic components, similar to related aryl-substituted carboxylic acids.

Area of Science:

  • Crystallography
  • Solid-state chemistry
  • Organic chemistry

Background:

  • Understanding the packing and intermolecular interactions of organic molecules is crucial for predicting material properties.
  • Carboxylic acids are known for their ability to form strong hydrogen bonds, influencing crystal structures.
  • Aryl-substituted n-aliphatic carboxylic acids exhibit diverse structural motifs.

Purpose of the Study:

  • To elucidate the detailed crystal structure of the title compound (C18H16O2).
  • To characterize the nature of hydrogen bonding and molecular arrangement in the solid state.
  • To compare the observed structure with related terminally aryl-substituted n-aliphatic carboxylic acids.

Main Methods:

  • Single-crystal X-ray diffraction analysis was performed.

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  • The crystal system and space group were determined.
  • Hydrogen bonding and intermolecular packing were analyzed.

    • Main Results:

    • The title compound crystallized in the centrosymmetric space group P2(1)/a.
    • A single type of carboxylic hydrogen bond was observed, forming cyclic dimers about centers of symmetry.
    • The crystal structure consists of alternating double layers of aromatic rings (herring-bone array) and hydrogen-bonded aliphatic chains.
    • The structure is a close analog to those of 4-(2-naphthyl)butanoic acid and similar compounds.

    Conclusions:

    • The crystal structure of C18H16O2 is well-defined with ordered carboxylic hydrogen bonds.
    • The layered arrangement of aromatic and aliphatic components dictates the packing in the solid state.
    • The structural similarity to other aryl-substituted carboxylic acids highlights a common packing motif in this class of compounds.