1,3,5-Trinitro-2,4-bis-(2-phenyl-ethen-yl)benzene

Area of Science:

• Crystallography
• Organic Chemistry
• Supramolecular Chemistry

Background:

• Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties.
• Intermolecular forces, such as hydrogen bonding and pi-pi interactions, play a significant role in crystal packing and material stability.

Purpose of the Study:

• To elucidate the crystal structure of the title compound, C(22)H(15)N(3)O(6).
• To analyze the molecular conformation, including dihedral angles between aromatic rings.
• To identify and characterize intra- and intermolecular interactions contributing to crystal stabilization.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of bond lengths, bond angles, and dihedral angles provided conformational details.
• Intermolecular interactions, including hydrogen bonds (C-H⋯N, C-H⋯O) and pi-pi stacking, were identified and quantified.

Main Results:

• The crystal structure of C(22)H(15)N(3)O(6) was successfully determined.
• A small dihedral angle (1.35°) between the central benzene ring and one phenyl ring was observed, indicating near-parallel orientation.
• A larger dihedral angle (83.56°) was found between the two phenyl rings.
• Intra-molecular hydrogen bonds (C-H⋯N, C-H⋯O) were present.
• Intermolecular C-H⋯O hydrogen bonds and offset face-to-face pi-pi interactions (centroid-centroid distance 3.644 Å) were key stabilizing forces in the crystal.

Conclusions:

• The title compound exhibits a specific molecular conformation influenced by intramolecular hydrogen bonding.
• The crystal structure is stabilized by a combination of intermolecular C-H⋯O hydrogen bonds and pi-pi interactions.
• This structural characterization provides fundamental insights into the solid-state behavior of this organic compound.