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Waka Nakanishi¹, Shunpei Hitosugi, Anna Piskareva

¹Department of Chemistry, Tohoku University, Aoba-ku, Sendai 980-8578, Japan.

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|May 19, 2011

Summary

This summary is machine-generated.

This study examines the crystal structure of a nearly planar C(14)H(8)I(2) molecule, revealing a unique sandwich-herringbone packing arrangement. This contrasts with related compounds, highlighting the impact of halogen substituents on molecular packing in organic materials.

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Area of Science:

Organic Chemistry
Crystallography
Materials Science

Background:

The synthesis of advanced organic materials often relies on understanding molecular structure and packing.
Halogenated aromatic compounds exhibit diverse crystal packing influenced by substituent type and position.

Purpose of the Study:

To elucidate the crystal structure and molecular arrangement of the title compound, C(14)H(8)I(2).
To compare the observed packing with related halogenated anthracenes and analyze the effect of iodine substituents.

Main Methods:

Single-crystal X-ray diffraction was used to determine the molecular and crystal structure.
Analysis of atomic deviations from the mean molecular plane.

Main Results:

The C(14)H(8)I(2) molecule is nearly planar, with maximum deviations of 0.032(1) Å for carbon and 0.082(2) Å for iodine atoms.
A sandwich-herringbone arrangement was observed in the crystal structure.
This packing differs from the columnar π-stacking reported for 1,8-dichloro-anthracene.

Conclusions:

The study demonstrates that iodine substituents significantly influence the crystal packing of anthracene derivatives.
The findings contribute to understanding structure-property relationships in halogenated organic materials.
The observed packing modulation by halogens is consistent with trends in other polycyclic aromatic hydrocarbons.