1,3-Bis(4-nitrophenyl)triazene

Area of Science:

• Crystallography
• Molecular Chemistry
• Supramolecular Chemistry

Background:

• Understanding molecular structure and intermolecular forces is crucial for predicting material properties.
• Aryl-substituted diazoamine compounds exhibit diverse electronic and structural characteristics.

Purpose of the Study:

• To elucidate the detailed crystal structure of the title compound, C(12)H(9)N(5)O(4).
• To investigate the molecular conformation and the nature of intermolecular interactions.
• To understand how these interactions influence the supramolecular assembly.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the three-dimensional structure.
• Analysis of bond lengths, bond angles, and interplanar angles to describe molecular geometry.
• Identification and analysis of intermolecular interactions, including hydrogen bonds and pi-pi stacking.

Main Results:

• The molecule C(12)H(9)N(5)O(4) exhibits an almost planar conformation with minimal deviation.
• Small interplanar angles between phenyl rings (5.7°) and phenyl to nitro group (8.8°) indicate significant pi-electron delocalization.
• Intermolecular N-H···O and C-H···O interactions lead to the formation of helical chains and molecular sheets.
• Pi-pi interactions (N···C and O···O) further stabilize the crystal lattice.

Conclusions:

• The studied compound possesses a near-planar structure facilitating electron delocalization.
• Specific intermolecular interactions dictate the formation of a 3D supramolecular architecture.
• The findings contribute to the understanding of structure-property relationships in organic crystalline materials.