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4'-Iodo-2,2':6',2''-terpyridine.

Reza Ali Fallahpour1, Anthony Linden

  • 1Institute of Organic Chemistry, University of Zurich, Winterthurerstrasse 190, CH-8057 Zurich, Switzerland.

Acta Crystallographica. Section C, Crystal Structure Communications
|May 3, 2008
PubMed
Summary
This summary is machine-generated.

This study details the crystal structure of a nearly planar iodine-containing compound, C(15)H(10)IN(3). Molecules form ribbons via weak interactions and pi-pi stacking, creating a 3D framework with diverse packing observed in related terpyridines.

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Area of Science:

  • Crystal Engineering
  • Supramolecular Chemistry
  • Organic Chemistry

Background:

  • Terpyridines are versatile ligands in coordination chemistry and materials science.
  • Understanding intermolecular interactions is crucial for designing functional molecular architectures.
  • Previous studies have explored various 4'-substituted terpyridines, revealing diverse packing arrangements.

Purpose of the Study:

  • To elucidate the crystal structure and intermolecular interactions of the title compound, C(15)H(10)IN(3).
  • To investigate the role of weak hydrogen bonding (C-H...N, C-H...I) and pi-pi stacking in the solid-state assembly.
  • To compare the observed packing motif with those of other 4'-substituted terpyridines.

Main Methods:

  • Single-crystal X-ray diffraction analysis was employed to determine the molecular and crystal structure.
  • Analysis of intermolecular contacts, including hydrogen bonds and pi-pi stacking, was performed.
  • Comparison with crystallographic data of related terpyridine derivatives.

Main Results:

  • The title compound, C(15)H(10)IN(3), adopts a nearly planar conformation with transoid orientations of its pyridine rings.
  • Molecules are interconnected into 1D ribbons through weak C-H...N and C-H...I hydrogen bonding.
  • Extensive pi-pi stacking between molecules from adjacent ribbons contributes to a 3D supramolecular framework.
  • Four distinct packing motifs were identified across known simple 4'-substituted terpyridine structures.

Conclusions:

  • The study provides detailed structural insights into a novel iodine-containing terpyridine derivative.
  • Weak interactions and pi-pi stacking play a significant role in dictating the three-dimensional crystal packing.
  • The observed structural diversity highlights the tunability of terpyridine-based supramolecular assemblies.