2-{[3-Chloro-4-(4-chloro-phen-oxy)phen-yl]imino-meth-yl}-4-nitro-phenol

Area of Science:

• Crystallography
• Organic Chemistry
• Materials Science

Background:

• Understanding the solid-state structure of organic molecules is essential for predicting their physical and chemical properties.
• Benzene derivatives with nitro and chloro substituents are important in various chemical applications.

Purpose of the Study:

• To elucidate the crystal structure of a specific dichloronitrobenzene derivative (C19H12Cl2N2O4).
• To analyze the molecular geometry, including bond lengths and dihedral angles.
• To investigate intermolecular interactions and their role in crystal packing.

Main Methods:

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

Main Results:

• The imine bond length was confirmed as typical for a double bond (1.257 Å).
• Significant dihedral angles were observed between the substituted benzene rings (12.06° and 73.81°).
• An intramolecular hydrogen bond formed an S(6) ring motif, and C-H⋯O interactions led to inversion dimers in the crystal lattice. A short Cl⋯Cl contact of 3.232 Å was noted.

Conclusions:

• The crystal structure reveals specific geometric parameters and intermolecular forces governing the packing of this dichloronitrobenzene derivative.
• The identified hydrogen bonds and short chlorine-chlorine contact provide insights into the molecule's solid-state behavior.
• This structural data is fundamental for further research into the properties and potential applications of this compound.