4-Nitro-phthalo-nitrile.

Area of Science:

• Crystallography
• Organic Chemistry
• Materials Science

Background:

• Understanding molecular structure and intermolecular forces is crucial for predicting material properties.
• Benzene derivatives with nitro and nitrile functional groups exhibit diverse chemical behaviors and potential applications.

Purpose of the Study:

• To elucidate the crystal structure of 4-nitro-benzene-1,2-dicarbo-nitrile.
• To analyze the molecular conformation, specifically the nitro group's orientation.
• To investigate the intermolecular interactions governing crystal packing.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the three-dimensional molecular and crystal structure.
• Analysis of torsion angles provided insights into the nitro group's deviation from planarity.
• Identification of hydrogen bonding and other non-covalent interactions informed the crystal packing analysis.

Main Results:

• The crystal structure of C8H3N3O2 (4-nitro-benzene-1,2-dicarbo-nitrile) was successfully determined.
• A significant O-N-Cring-Cring torsion angle of 9.80° was observed, indicating the nitro group is twisted out of the benzene ring plane.
• Crystal packing analysis revealed the formation of supra-molecular layers with a zigzag topology in the ac plane.
• These layers are stabilized by C-H⋯N intermolecular interactions.

Conclusions:

• The non-planar conformation of the nitro group in 4-nitro-benzene-1,2-dicarbo-nitrile is a key structural feature.
• The observed zigzag supra-molecular architecture, driven by C-H⋯N interactions, dictates the material's solid-state organization.
• This structural understanding provides a foundation for exploring related compounds in materials science and organic chemistry.