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Aromatic Hydrocarbon Cations: Structural Overview

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3,6-Diiodo-9H-carbazole.

Yu-Zhong Xie¹, Jing-Yi Jin, Guang-De Jin

¹Department of Chemistry, Yanbian University, Yanji Jilin 133002, People's Republic of China.

Acta Crystallographica. Section E, Structure Reports Online

|May 19, 2012

Summary

This study details the crystal structure of a novel diiodo-substituted carbazole derivative. The research found the tricyclic aromatic system to be nearly planar, with iodine atoms slightly deviating from this plane.

Area of Science:

Organic Chemistry
Crystallography
Materials Science

Background:

Carbazole derivatives are important scaffolds in organic electronics and medicinal chemistry.
Understanding the solid-state structure of halogenated carbazoles is crucial for predicting their properties and designing new materials.

Purpose of the Study:

To elucidate the three-dimensional crystal structure of the title compound, C(12)H(7)I(2)N.
To analyze the planarity of the carbazole ring system and the orientation of the iodine substituents.

Main Methods:

Single-crystal X-ray diffraction analysis was employed to determine the molecular and crystal structure.
Analysis of atomic deviations from the mean plane and bond angles provided insights into molecular geometry.

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Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions

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Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions

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Main Results:

The tricyclic aromatic ring system of the compound exhibits near-planarity, with a root-mean-square deviation of 0.0272 Å.
The two iodine atoms are positioned slightly out of the plane of their respective benzene rings, with C-I bonds angled at 3.9(2)° and 1.1(2)°.
No classical hydrogen bonds were identified in the observed crystal structure.

Conclusions:

The crystal structure reveals a nearly planar carbazole core with specific out-of-plane orientations for the iodine atoms.
The absence of classical hydrogen bonding suggests intermolecular interactions are dominated by other forces.