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2,6-Diiodopyridine.

Brian T Holmes1, Clifford W Padgett, William T Pennington

  • 1H L Hunter Research Laboratories, Chemistry Department, Clemson University, Clemson, SC 29634-0973, USA.

Acta Crystallographica. Section C, Crystal Structure Communications
|October 3, 2002
PubMed
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This study details the crystal structure of a diiodopyridine compound. Molecules form chains via hydrogen bonds and layers through halogen bonds, revealing its polar arrangement.

Area of Science:

  • Crystallography
  • Solid-state chemistry
  • Supramolecular chemistry

Background:

  • Understanding the crystal packing and intermolecular interactions of organic molecules is crucial for predicting material properties.
  • Pyridine derivatives are important scaffolds in medicinal chemistry and materials science.
  • Halogen bonding and hydrogen bonding are key non-covalent interactions that dictate crystal structures.

Purpose of the Study:

  • To determine the crystal structure of the title compound, C(5)H(3)I(2)N.
  • To elucidate the intermolecular interactions, including hydrogen bonding and halogen bonding, governing the crystal packing.
  • To investigate the polar nature and absolute structure of the crystalline material.

Main Methods:

  • Single-crystal X-ray diffraction was employed to analyze the crystal structure.

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  • Symmetry analysis was performed to understand the crystallographic symmetry of the molecule and crystal.
  • Analysis of intermolecular distances and angles was conducted to identify hydrogen and halogen bonding interactions.

    • Main Results:

    • The compound C(5)H(3)I(2)N crystallizes in the polar space group Fmm2.
    • Molecules self-assemble into chains through C-H...N hydrogen bonds.
    • These chains further aggregate into layers via I...I halogen bonding interactions.
    • The pyridine ring is oriented along the polar z-axis, with the nitrogen atom directed towards +z.
    • The layers exhibit polar stacking along the a-axis, and the absolute structure was determined.

    Conclusions:

    • The crystal structure of C(5)H(3)I(2)N is characterized by a polar arrangement driven by hydrogen and halogen bonding.
    • The specific orientation of the pyridine ring and the layered stacking contribute to the compound's polar nature.
    • The determined absolute structure provides a complete understanding of the molecule's three-dimensional arrangement in the solid state.