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N-(2-Meth-oxy-phen-yl)phthalamic acid.

Paul G Waddell1, Rupert J Rutledge, Jacqueline M Cole

  • 1Cavendish Laboratory, University of Cambridge, J. J. Thomson Avenue, Cambridge CB3 0HE, England.

Acta Crystallographica. Section E, Structure Reports Online
|June 25, 2013
PubMed
Summary
This summary is machine-generated.

This study reveals the crystal structure of C14H13NO3, showing a twisted molecular conformation. Molecules form hydrogen-bonded chains through O-H⋯O interactions, creating a specific crystal packing arrangement.

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Area of Science:

  • Crystallography
  • Molecular structure analysis
  • Supramolecular chemistry

Background:

  • Understanding molecular conformation is crucial for predicting chemical properties.
  • Crystal engineering utilizes intermolecular interactions to design materials with desired structures.
  • Hydrogen bonding plays a key role in the self-assembly of molecules in the solid state.

Purpose of the Study:

  • To determine the precise three-dimensional structure of the title compound, C14H13NO3, in the crystalline state.
  • To investigate the intermolecular interactions governing crystal packing.
  • To characterize the hydrogen bonding network and its influence on the overall structure.

Main Methods:

  • Single-crystal X-ray diffraction was employed to collect diffraction data.
  • The crystal structure was solved and refined using standard crystallographic software.
  • Analysis of intermolecular interactions, including hydrogen bonds and pi-pi stacking, was performed.

Main Results:

  • The title compound, C14H13NO3, exhibits a significantly twisted conformation in the crystal.
  • An inter-planar angle of 87.30(5)° was measured between the two benzene rings.
  • Molecules are interconnected by O-H⋯O hydrogen bonds, forming a C(7) chain motif along the [001] glide plane.

Conclusions:

  • The crystal structure of C14H13NO3 is characterized by a highly twisted conformation and a robust hydrogen-bonded chain.
  • The observed supramolecular architecture is dictated by specific intermolecular forces, primarily O-H⋯O interactions.
  • This structural insight contributes to the understanding of crystal packing in related organic molecules.