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Related Experiment Videos

4-Chloro-3-ethyl-phenol.

Sean H Majer1, Joseph M Tanski1

  • 1Department of Chemistry, Vassar College, Poughkeepsie, NY 12604, USA.

Acta Crystallographica. Section E, Structure Reports Online
|August 28, 2014
PubMed
Summary
This summary is machine-generated.

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This study details the crystal structure of a compound (C8H9ClO), revealing molecular packing influenced by hydrogen bonding and pi-stacking interactions. The findings provide insights into intermolecular forces governing solid-state arrangements.

Area of Science:

  • Crystallography
  • Solid-state chemistry
  • Organic chemistry

Background:

  • Understanding molecular packing is crucial for predicting material properties.
  • Intermolecular forces, such as hydrogen bonding and pi-stacking, dictate crystal structures.
  • The specific compound C8H9ClO's solid-state behavior warrants detailed investigation.

Purpose of the Study:

  • To elucidate the crystal structure of the title compound C8H9ClO.
  • To analyze the intermolecular interactions, including hydrogen bonding and pi-stacking, within the crystal lattice.
  • To characterize the molecular arrangement and its implications for solid-state properties.

Main Methods:

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

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  • Analysis of bond lengths, bond angles, and torsion angles provided insights into molecular geometry.
  • Identification and characterization of intermolecular interactions (hydrogen bonds, pi-stacking, Cl-Cl contacts).

    • Main Results:

    • The asymmetric unit contains two independent molecules with similar geometries.
    • Ethyl group orientation is nearly perpendicular to the aromatic ring (torsion angles ~81°).
    • Molecules form O-H⋯O hydrogen-bonded chains along the b-axis, with disordered H atoms.
    • Chains assemble into sheets parallel to (001) via offset face-to-face pi-stacking (centroid-centroid distance 3.580 Å).
    • A short intermolecular Cl⋯Cl contact (3.412 Å) was observed.

    Conclusions:

    • The crystal structure of C8H9ClO is characterized by hydrogen-bonded chains and pi-stacking interactions.
    • The observed intermolecular contacts, including Cl⋯Cl, influence the overall solid-state packing.
    • This detailed structural analysis contributes to the understanding of intermolecular forces in organic crystalline materials.