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Related Experiment Videos

1-Chloro-3-ethynyl-2,4-dimethoxybenzene.

K L Evans1, F R Fronczek, R D Gandour

  • 1Department of Chemistry, Louisiana State University, Baton Rouge 70803-1804.

Acta Crystallographica. Section C, Crystal Structure Communications
|November 15, 1989
PubMed
Summary

This study details the crystal structure of a chlorinated organic molecule, revealing specific bond lengths and angles. The research highlights the distinct orientations of two methoxy groups and a notable intermolecular hydrogen bond.

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Area of Science:

  • Crystallography
  • Organic Chemistry
  • Solid-State Chemistry

Background:

  • Understanding molecular structure is crucial for predicting chemical properties and reactivity.
  • Organic compounds with chloro, methoxy, and ethynyl groups exhibit diverse electronic and steric characteristics.
  • Crystal structure analysis provides precise atomic-level information about molecular arrangement and interactions.

Purpose of the Study:

  • To determine the precise three-dimensional crystal structure of the title compound (C10H9ClO2).
  • To analyze the conformation of the molecule, focusing on the orientation of methoxy groups and their impact on molecular geometry.
  • To investigate intermolecular interactions, such as hydrogen bonding, within the crystal lattice.

Main Methods:

  • Single-crystal X-ray diffraction was employed to collect diffraction data.

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  • The crystal structure was solved and refined using standard crystallographic software.
  • Lattice parameters, bond lengths, bond angles, and torsion angles were accurately determined.

    • Main Results:

    • The compound crystallizes in the monoclinic space group P2(1)/c with specific lattice parameters.
    • Two methoxy groups exhibit different conformations: one is nearly coplanar with the benzene ring, while the other is nearly orthogonal.
    • A nearly linear intermolecular hydrogen bond (C-H...O) was observed between an ethynyl group and a methoxy oxygen of a symmetry-related molecule.

    Conclusions:

    • The crystal structure provides definitive information on the molecular geometry and conformation of C10H9ClO2.
    • The differing orientations of the methoxy groups influence the molecule's packing and potential intermolecular interactions.
    • The identified C-H...O interaction contributes to the stabilization of the crystal structure.