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2,7-Dimethoxynaphthalene.

P Prince1, F R Fronczek, R D Gandour

  • 1Department of Chemistry, Louisiana State University, Baton Rouge 70803-1804.

Acta Crystallographica. Section C, Crystal Structure Communications
|August 15, 1989
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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This study details the crystal structure of C12H12O2, revealing steric interactions influencing molecular geometry. These findings provide insights into the packing and bonding of organic molecules in solid states.

Area of Science:

  • Crystallography
  • Organic Chemistry
  • Solid-State Chemistry

Background:

  • Understanding the precise three-dimensional arrangement of atoms in organic molecules is crucial for predicting their physical and chemical properties.
  • Crystallographic studies provide fundamental data on molecular structure, conformation, and intermolecular interactions.

Purpose of the Study:

  • To determine the crystal structure of C12H12O2 using X-ray diffraction.
  • To analyze the molecular geometry, including bond angles and deviations from planarity.
  • To investigate the influence of steric interactions on the observed molecular conformation.

Main Methods:

  • Single-crystal X-ray diffraction was employed to collect diffraction data.
  • The crystal structure was solved and refined using standard crystallographic software.

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  • Unit cell parameters, space group, and atomic coordinates were determined.

    • Main Results:

    • The crystal structure of C12H12O2 was determined in the orthorhombic system (space group P2(1)2(1)2(1)).
    • The average deviation from planarity was found to be minimal (0.013(3) Å), with fused rings showing slight deviations.
    • Significant steric interactions between methyl groups and adjacent hydrogen atoms were observed, affecting the methoxyl group angles.

    Conclusions:

    • The crystal structure analysis elucidated the precise molecular arrangement of C12H12O2 in the solid state.
    • Steric hindrance plays a key role in dictating the specific conformation of the methoxyl groups.
    • The detailed structural data contributes to the understanding of structure-property relationships in organic compounds.