(E)-1-[1-(3-Chloro-phen-yl)ethyl-idene]-2-(2,4-dinitro-phen-yl)hydrazine

Area of Science:

• Crystallography
• Chemical Physics
• Materials Science

Background:

• Understanding the solid-state structure of organic compounds is crucial for predicting their physical and chemical properties.
• The presence of nitro groups and aromatic rings suggests potential applications in energetic materials or as intermediates in organic synthesis.

Purpose of the Study:

• To elucidate the crystal structure of the title compound, C14H11ClN4O4.
• To analyze the molecular conformation, intermolecular interactions, and crystal packing of the compound.

Main Methods:

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

Main Results:

• Two crystallographically independent molecules were identified in the asymmetric unit, both exhibiting an E conformation around the C=N double bond.
• Molecules are nearly planar, with small dihedral angles between benzene rings (10.24(12)° and 4.73(12)°).
• Intramolecular N-H⋯O hydrogen bonds form S(6) ring motifs, and crystal packing is characterized by sheets linked by C-H⋯O interactions and stacked by π-π interactions.

Conclusions:

• The crystal structure of C14H11ClN4O4 has been determined, revealing detailed molecular arrangements and interactions.
• The observed packing motifs, including hydrogen bonding and π-π stacking, influence the solid-state properties of the compound.
• A significant Cl⋯O short contact was noted, potentially influencing intermolecular forces within the crystal lattice.