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Related Experiment Videos

(+-)-Tartaric acid.

Paul E Luner1, Aditya D Patel, Dale C Swenson

  • 1Division of Pharmaceutics, College of Pharmacy, University of Iowa, Iowa City, IA 52242, USA.

Acta Crystallographica. Section C, Crystal Structure Communications
|June 7, 2002
PubMed
Summary
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This study details the crystal structure of racemic tartaric acid, revealing unique hydrogen bonding patterns. These findings offer insights into molecular assembly and comparisons with its chiral counterpart.

Area of Science:

  • Crystallography
  • Materials Science
  • Chemical Physics

Background:

  • Tartaric acid is a widely used organic acid with various industrial applications.
  • Understanding the crystal structure of tartaric acid is crucial for predicting its physical and chemical properties.
  • Racemic tartaric acid, a mixture of enantiomers, exhibits different properties compared to its chiral forms.

Purpose of the Study:

  • To elucidate the crystal structure of racemic (±)-tartaric acid.
  • To identify and characterize the hydrogen bonding network within the crystal lattice.
  • To compare the structural features of racemic tartaric acid with homochiral (+)-tartaric acid.

Main Methods:

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

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  • The crystal structure was analyzed to identify hydrogen bond donors and acceptors.
  • Structural comparisons were performed using crystallographic data.

    • Main Results:

    • (±)-Tartaric acid crystallized in the space group P 1̄.
    • The structure features an extensive hydrogen bonding network involving carboxylic acid and hydroxyl groups.
    • Infinite chains of centrosymmetric carboxylic acid dimers were observed, extending along the body diagonal.
    • These chains formed sheets through hydrogen bonding between α-hydroxyl groups.
    • The sheets were interconnected by a bifurcated hydrogen bond.

    Conclusions:

    • The determined crystal structure of racemic tartaric acid reveals a complex hydrogen bonding arrangement.
    • The observed structural motifs, including infinite chains and sheets, are key to understanding its solid-state properties.
    • Comparison with homochiral tartaric acid provides insights into the influence of stereochemistry on crystal packing.