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Related Experiment Videos

p-methoxybenzaldehyde benzoylhydrazone monohydrate

Shanmuga Sundara Raj S1, Fun, Lu

  • 1X-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia.

Acta Crystallographica. Section C, Crystal Structure Communications
|August 16, 2000
PubMed
Summary

This study reveals the keto tautomeric form and E-configuration of a novel compound

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Area of Science:

  • Crystallography
  • Organic Chemistry
  • Supramolecular Chemistry

Background:

  • Understanding the solid-state structure of organic compounds is crucial for predicting their properties.
  • Hydrazone derivatives are known for diverse applications, necessitating detailed structural characterization.
  • Tautomerism and molecular conformation significantly influence chemical behavior and intermolecular interactions.

Purpose of the Study:

  • To determine the precise crystal structure of the title compound, C(15)H(14)N(2)O(2). H(2)O.
  • To elucidate the tautomeric form and stereochemistry around the azomethine bond.
  • To investigate the intermolecular interactions, including hydrogen bonding, that stabilize the crystal lattice.

Main Methods:

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

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  • The crystallographic data were refined to obtain precise atomic coordinates and bond parameters.
  • Analysis of the crystal structure included determination of molecular geometry, conformation, and hydrogen bonding networks.
  • Main Results:

    • The title compound crystallizes in the keto tautomeric form.
    • The configuration of the azomethine (C=N) double bond was determined to be E.
    • The molecule exhibits a non-planar geometry, with a dihedral angle of 27.3 (1) degrees between the aromatic rings.
    • Extensive intermolecular hydrogen bonding, involving the water molecule and the hydrazone moiety, was observed, stabilizing the crystal structure.

    Conclusions:

    • The crystal structure determination provides fundamental insights into the solid-state behavior of this hydrazone derivative.
    • The observed keto form and E-configuration are key structural features influencing the compound's properties.
    • The extensive hydrogen bonding network highlights the role of supramolecular interactions in organizing the crystal packing.