Methyl N-(4-nitro-phen-yl)carbamate

Area of Science:

• Crystallography
• Organic Chemistry
• Molecular Structure

Background:

• Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
• Nitroaromatic compounds are important in various chemical applications, necessitating detailed structural characterization.

Purpose of the Study:

• To elucidate the crystal structure of the molecule C8H8N2O4.
• To analyze the molecular conformation, including the orientation of functional groups relative to the aromatic ring.
• To investigate the intermolecular interactions governing crystal packing.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of bond lengths, bond angles, and torsion angles provided insights into molecular geometry.
• Intermolecular interactions, such as hydrogen bonds and van der Waals forces, were identified and analyzed.

Main Results:

• The nitro and methoxycarbonyl groups are significantly twisted from the aromatic ring plane by 5.1(1)° and 6.2(1)°, respectively.
• Intermolecular N-H⋯O hydrogen bonds link molecules into chains along the b-axis.
• Weak C-H⋯O interactions further assemble these chains into sheets parallel to the bc plane.

Conclusions:

• The crystal structure of C8H8N2O4 is characterized by non-planar functional groups and extensive intermolecular interactions.
• Hydrogen bonding and C-H⋯O interactions play a key role in the supramolecular assembly, forming a layered structure.
• This detailed structural information provides a foundation for understanding the compound's physical and chemical behavior.