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Bis[4-(salicylideneamino)phenyl]methane.

Henrik Birkedal1, Philip Pattison

  • 1Laboratory of Crystallography, Ecole Polytechnique Fédérale de Lausanne, BSP Dorigny, CH-1015 Lausanne, Switzerland. hbirkedal@chem.au.dk

Acta Crystallographica. Section C, Crystal Structure Communications
|March 7, 2006
PubMed
Summary
This summary is machine-generated.

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This study details the crystal structure of a Schiff base, revealing intramolecular hydrogen bonds and a specific molecular geometry. The findings contribute to understanding Schiff base structures and their unique chemical properties.

Area of Science:

  • Crystallography
  • Organic Chemistry
  • Supramolecular Chemistry

Background:

  • Schiff bases are versatile organic compounds with diverse applications.
  • Understanding their crystal structures provides insights into their chemical behavior and potential uses.
  • Hydrogen bonding plays a crucial role in molecular assembly and material properties.

Purpose of the Study:

  • To determine the detailed crystal structure of the Schiff base 2,2'-[methylenedi-p-phenylenebis(nitrilomethylidyne)]diphenol.
  • To analyze the hydrogen bonding interactions within the crystal lattice.
  • To investigate the molecular geometry, including the displacement of the central methane carbon atom and its relation to bond angles.

Main Methods:

  • Single-crystal X-ray diffraction was employed to elucidate the three-dimensional crystal structure.

Related Experiment Videos

  • Analysis of bond lengths, bond angles, and intermolecular interactions (hydrogen bonds) was performed.
  • Geometric parameters, such as atomic displacements and angles, were precisely measured.

    • Main Results:

    • The crystal structure reveals intramolecularly hydrogen-bonded molecules.
    • The Schiff base exists in the enol form and is situated on a twofold rotation axis.
    • The central methane carbon atom exhibits an out-of-plane displacement of 0.124 (2) Å, with a C-C-C angle of 110.18 (19) degrees.

    Conclusions:

    • The study successfully characterized the crystal structure of the title Schiff base.
    • The observed molecular geometry and hydrogen bonding patterns are significant for understanding its solid-state properties.
    • The findings correlate the out-of-plane displacement with the C-C-C angle, offering comparative insights into similar molecular motifs.