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1-Iodo-triptycene.

Richard Betz¹, Cedric McCleland, André Scheffer

¹Nelson Mandela Metropolitan University, Summerstrand Campus, Department of Chemistry, University Way, Summerstrand, PO Box 77000, Port Elizabeth, 6031, South Africa.

Acta Crystallographica. Section E, Structure Reports Online

|November 8, 2011

Summary

This study details a new halogenated triptycene derivative, C(20)H(13)I. The compound exhibits unique C(3) symmetry and forms dimers through dispersive iodine-iodine contacts in its crystal structure.

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Area of Science:

Organic Chemistry
Crystallography
Supramolecular Chemistry

Background:

Triptycene derivatives are of interest due to their unique three-dimensional structures.
Halogenated organic compounds can exhibit interesting intermolecular interactions.
Understanding molecular symmetry and packing is crucial in crystal engineering.

Purpose of the Study:

To synthesize and characterize a novel halogenated triptycene derivative.
To investigate the crystallographic properties and intermolecular interactions of the title compound.
To explore the self-assembly behavior driven by halogen bonding.

Main Methods:

Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
The crystal structure analysis focused on identifying symmetry elements and intermolecular contacts.
Spectroscopic methods were used for compound characterization (data not shown in abstract).

Main Results:

The title compound, C(20)H(13)I, was synthesized and structurally characterized.
The molecule displays both crystallographic and non-crystallographic C(3) symmetry.
Dispersive iodine-iodine (I⋯I) contacts of 3.6389(3) Å link molecules into dimers, and π-π stacking occurs at 3.8403(12) Å.

Conclusions:

The halogenated triptycene derivative C(20)H(13)I self-assembles into dimers via weak I⋯I interactions.
The observed symmetry and packing motifs provide insights into the solid-state behavior of triptycene derivatives.
This study contributes to the understanding of halogen bonding in complex organic architectures.