Phenyl N-(5-chloro-2-nitro-phenyl)carbamate

Area of Science:

• Crystallography
• Organic Chemistry
• Molecular Structure Analysis

Background:

• Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
• Chlorinated nitrobenzene derivatives are important intermediates in various chemical syntheses.
• Crystal structure analysis provides precise details on molecular conformation and intermolecular interactions.

Purpose of the Study:

• To elucidate the detailed molecular structure and crystal packing of the title compound, C(13)H(9)ClN(2)O(4).
• To investigate the spatial relationship between the aromatic rings and the carbamate functional group.
• To identify and characterize the intermolecular interactions present in the solid state.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Geometric parameters, including bond lengths, bond angles, and dihedral angles, were precisely measured.
• Analysis of intermolecular interactions, such as hydrogen bonding and van der Waals forces, was performed.

Main Results:

• The dihedral angle between the two benzene rings in the molecule was determined to be 79.5(1)°.
• The carbamate group exhibited distinct dihedral angles of 7.4(2)° and 73.6(2)° with respect to the mean planes of the two benzene rings.
• Weak C-H⋯O interactions were identified, leading to the formation of a two-dimensional molecular network in the crystal.

Conclusions:

• The study provides a precise structural characterization of the C(13)H(9)ClN(2)O(4) compound.
• The observed dihedral angles highlight the non-planar conformation of the molecule.
• The identified C-H⋯O interactions are key to the observed crystal packing and network formation.