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  3. Propyl 4-amino-benzoate.
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Alexander J Gutzwiller1, Christine K F Hermann1, George N Harakas1

  • 1PO Box 6949, Radford University, Radford, Virginia 24142, USA.

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|June 8, 2026

View abstract on PubMed

Summary
This summary is machine-generated.

This study details the molecular structure of C10H13NO2, revealing an n-propyl group perpendicular to the molecule. Crystal analysis shows specific hydrogen bonding within double layers and disordered methyl group hydrogens.

Keywords:
crystal structurehydrogen bonding

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Area of Science:

  • Crystallography
  • Molecular structure analysis
  • Organic chemistry

Background:

  • Understanding molecular conformation and intermolecular interactions is crucial in organic chemistry.
  • Crystal structure analysis provides detailed insights into the spatial arrangement of atoms and molecules.

Purpose of the Study:

  • To elucidate the crystal structure of the compound C10H13NO2.
  • To determine the conformation of the n-propyl group and identify hydrogen bonding patterns.
  • To investigate the disorder of methyl group hydrogens within the crystal lattice.

Main Methods:

  • Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
  • Analysis of torsion angles, including the carboxylate-C-O-C-C(n-propyl) angle, was performed.
  • Hydrogen bonding interactions and atomic site disorder were characterized.

    • Main Results:

    • The n-propyl group was found to be oriented perpendicularly to the main molecular framework, with a specific torsion angle of -87.05(19)°.
    • Amine N-H⋯O(carbonyl) and weaker amine N-H⋯N(amine) hydrogen bonds were observed, forming double layers parallel to the ab plane.
    • The methyl group hydrogens exhibited disorder over two sites with a ratio of 0.89(3) to 0.11(3).

    Conclusions:

    • The study provides a precise description of the molecular geometry and crystal packing of C10H13NO2.
    • The identified hydrogen bonding network influences the overall crystal structure and stability.
    • The observed methyl group disorder offers insights into dynamic processes within the crystal.