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Related Experiment Video

Updated: Jun 5, 2026

Chemoselective Preparation of 1-Iodoalkynes, 1,2-Diiodoalkenes, and 1,1,2-Triiodoalkenes Based on the Oxidative Iodination of Terminal Alkynes
09:54

Chemoselective Preparation of 1-Iodoalkynes, 1,2-Diiodoalkenes, and 1,1,2-Triiodoalkenes Based on the Oxidative Iodination of Terminal Alkynes

Published on: September 12, 2018

4,4'-Diiodo-3,3'-dimethoxy-biphen-yl.

Qamar Ali, Muhammad Raza Shah, Donald Vanderveer

    Acta Crystallographica. Section E, Structure Reports Online
    |January 5, 2011
    PubMed
    Summary

    This study reveals that molecules of the title compound, C14H12I2O2, are linked by specific iodine-oxygen interactions. These interactions do not involve significant aromatic ring stacking, impacting crystal structure.

    Area of Science:

    • Crystallography
    • Solid-state chemistry
    • Supramolecular chemistry

    Background:

    • Understanding intermolecular forces is crucial for predicting and controlling material properties.
    • Iodine-oxygen interactions are increasingly recognized as significant in crystal engineering.
    • The specific compound C14H12I2O2 has not been previously characterized for its intermolecular interactions.

    Purpose of the Study:

    • To elucidate the crystal structure and intermolecular interactions of the title compound, C14H12I2O2.
    • To investigate the role of iodine-oxygen interactions in the molecular assembly.
    • To determine if aromatic ring stacking influences the crystal packing.

    Main Methods:

    • Single-crystal X-ray diffraction was employed to determine the molecular structure and crystal packing.

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  • Analysis of intermolecular distances and angles was performed to identify significant interactions.
  • Comparison with known crystal structures was conducted to contextualize the findings.

    • Main Results:

    • The crystal structure of C14H12I2O2 was determined, with molecules located on inversion centers.
    • Significant intermolecular iodine-oxygen (I⋯O) interactions were identified with a distance of 3.324(3) Å.
    • No notable intercalation or stacking interactions between aromatic rings were observed.

    Conclusions:

    • The crystal packing of C14H12I2O2 is primarily governed by I⋯O interactions.
    • The absence of aromatic ring stacking suggests specific directional bonding dictates the solid-state arrangement.
    • These findings contribute to the understanding of halogen bonding in organic crystal engineering.