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(E,E,E)-1,6-Bis(2,4-dichlorophenyl)hexa-1,3,5-triene.

Yoriko Sonoda1, Yuji Kawanishi, Midori Goto

  • 1Nanotechnology Research Institute, National Institute of Advanced Industrial Science and Technology (AIST), 1-1-1 Higashi, Tsukuba, Ibaraki 305-8565, Japan. y.sonoda@aist.go.jp

Acta Crystallographica. Section C, Crystal Structure Communications
|June 10, 2003
PubMed
Summary

This study details the crystal structure of a chlorinated hydrocarbon, C(18)H(12)Cl(4), revealing planar hexatriene chains and specific molecular arrangements. It highlights pi-pi stacking and chlorine-chlorine interactions in its solid-state structure.

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Area of Science:

  • Crystallography
  • Organic Chemistry
  • Materials Science

Background:

  • Understanding the solid-state structure of organic molecules is crucial for predicting their physical and chemical properties.
  • Chlorinated hydrocarbons exhibit diverse packing motifs influenced by intermolecular forces.
  • The specific molecule C(18)H(12)Cl(4) has not been previously characterized in detail.

Purpose of the Study:

  • To elucidate the crystal structure of the title molecule, C(18)H(12)Cl(4).
  • To investigate the molecular conformation, including planarity and torsion angles.
  • To identify and analyze intermolecular interactions governing the crystal packing.

Main Methods:

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

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  • Analysis of bond lengths, bond angles, torsion angles, and intermolecular distances was performed.
  • Crystal structure visualization and analysis of packing motifs were conducted.

    • Main Results:

    • The molecule C(18)H(12)Cl(4) crystallizes with the molecule lying about an inversion center.
    • The hexatriene chain within the molecule is planar, with a torsion angle of -8.6(3) degrees between the chain and the benzene ring.
    • Adjacent molecules exhibit a dihedral angle of 50.0(2) degrees, with the shortest intermolecular Cl-Cl distance being 3.514(1) Å, indicating significant Cl-Cl interactions.

    Conclusions:

    • The crystal structure of C(18)H(12)Cl(4) is characterized by planar hexatriene chains and specific molecular orientation.
    • Pi-pi stacking and strong chlorine-chlorine interactions are the dominant forces driving the observed crystal packing.
    • These findings contribute to the understanding of structure-property relationships in chlorinated organic compounds.