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Related Experiment Videos

1,8-bis(hydroxymethyl)anthracene

W D Aumiller1, R E Gerkin

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

Acta Crystallographica. Section C, Crystal Structure Communications
|June 15, 1997
PubMed
Summary
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Head-to-tail square-shaped cyclic hydrogen bonds leading to dimeric aggregates: 1,8-dibenzoyl-2,7-dihydroxynaphthalene and a comparison with its analogous benzoylnaphthalene.

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Anthracene-1,8-dimethanol crystallizes similarly to its naphthalene analog. Its structure features a planar anthracene core and zigzag hydrogen bonds, forming infinite chains.

Area of Science:

  • Crystal engineering
  • Supramolecular chemistry
  • Organic solid-state chemistry

Background:

  • Anthracene derivatives are important in materials science.
  • Understanding intermolecular interactions is key to designing functional materials.
  • Previous studies have characterized related naphthalene compounds.

Purpose of the Study:

  • To characterize the crystal structure of anthracene-1,8-dimethanol.
  • To investigate the hydrogen bonding network and molecular packing.
  • To compare the structural features with naphthalene analogs.

Main Methods:

  • Single-crystal X-ray diffraction analysis.
  • Analysis of crystallographic data.
  • Comparison with existing structural data.

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Main Results:

  • Anthracene-1,8-dimethanol crystallizes in the P21/n space group.
  • The anthracene core is nearly planar.
  • A similar zigzag hydrogen bonding chain along the [010] direction was observed as in the naphthalene analog.
  • The molecular packing is also similar to the naphthalene analog.

Conclusions:

  • The crystal structure of anthracene-1,8-dimethanol exhibits significant similarities to its naphthalene counterpart.
  • The observed hydrogen bonding pattern dictates the supramolecular architecture.
  • This study provides insights into structure-property relationships in polycyclic aromatic hydrocarbons.