4-{[2-(2,4-Dinitro-phen-yl)hydrazinyl-idene]meth-yl}phenol ethanol hemisolvate

Area of Science:

• Crystallography
• Supramolecular Chemistry
• Organic Chemistry

Background:

• Understanding the three-dimensional arrangement of molecules in crystals is crucial for predicting material properties.
• Intermolecular forces, such as hydrogen bonds and pi-pi interactions, play a significant role in crystal lattice formation and stability.

Purpose of the Study:

• To elucidate the crystal structure of the title compound, C(13)H(10)N(4)O(5)·0.5C(2)H(5)OH.
• To analyze the intermolecular interactions governing the crystal packing.
• To quantify geometric parameters, including dihedral angles and contact distances.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of the crystal structure involved identifying hydrogen bonds, pi-pi interactions, and short intermolecular contacts.
• Disordered solvent molecules (ethanol) were modeled with fixed occupancies.

Main Results:

• The crystal structure revealed a dihedral angle of 4.29(9)° between the two benzene rings in the title compound.
• Crystal packing is stabilized by intermolecular O-H⋯O and N-H⋯O hydrogen bonds, alongside pi-pi interactions between benzene rings (centroid-centroid distance of 3.7299(7) Å).
• Short intermolecular O⋯O contacts of 2.8226(3) Å were observed, indicating close packing.

Conclusions:

• The study provides a detailed structural characterization of the title compound.
• The observed intermolecular interactions and packing motifs offer insights into the solid-state behavior of this molecule.
• The findings contribute to the understanding of crystal engineering principles involving hydrogen bonding and pi-stacking.