Crystal structure of 2,3,5,6-tetra-bromo-tereph-thalo--nitrile

Area of Science:

• Crystal Engineering
• Supramolecular Chemistry
• Halogen Bonding

Background:

• Investigating non-bonded interactions in halogenated aromatic compounds.
• Exploring the role of cyano and halogen substituents in crystal packing.
• Previous studies on chloro-analogs provide a comparative basis.

Purpose of the Study:

• To synthesize and characterize the 2,3,5,6-tetra-bromo-benzene-1,4-dicarbonitrile crystal.
• To elucidate the intermolecular interactions, specifically cyano-halo contacts (C≡N⋯X).
• To analyze the resulting crystal structure and network formation.

Main Methods:

• Single-crystal X-ray diffraction analysis.
• Crystallographic structure determination and refinement.
• Analysis of intermolecular contacts and network topology.

Main Results:

• The title crystal, C8Br4N2, was successfully synthesized and characterized.
• A detailed crystal structure revealed a network of C≡N⋯Br interactions.
• The interactions lead to the formation of nearly planar sheet structures propagating in the (01) plane.

Conclusions:

• The first bromo analog of halogenated di-cyano-benzenes exhibits unique cyano-halo interactions.
• The observed sheet structure is analogous to related chloro-analogs, highlighting trends in halogen bonding.
• This work contributes to the understanding of supramolecular assembly driven by halogen bonding in organic materials.