Methyl 2-(4-chloro-3,5-dinitro-benz-amido)-acetate

Area of Science:

• Crystallography
• Organic Chemistry
• Molecular Structure

Background:

• Understanding the three-dimensional structure of organic molecules is crucial for predicting their properties and reactivity.
• Crystal packing forces significantly influence molecular conformation and intermolecular interactions.

Purpose of the Study:

• To elucidate the detailed molecular geometry and crystal structure of the title compound, C(10)H(8)ClN(3)O(7).
• To investigate the intermolecular interactions governing the 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 conformation.
• Hydrogen bonding and other non-covalent interactions were identified to understand crystal packing.

Main Results:

• The molecule exhibits a twisted conformation, with a dihedral angle of 38.75° between the amide and benzene rings.
• Significant torsion angles were observed between amide and acetyl groups (-150.1°) and nitro groups (34.0° and -64.5°).
• Crystal structure is characterized by linear supramolecular chains along the [010] direction, mediated by N-H⋯O hydrogen bonds between amide groups, further consolidated by C-H⋯O contacts.

Conclusions:

• The C(10)H(8)ClN(3)O(7) molecule possesses a non-planar conformation due to steric hindrance and electronic effects.
• Hydrogen bonding plays a critical role in the self-assembly of molecules into extended linear chains within the crystal lattice.
• The identified structural features provide a basis for understanding the compound's physical and chemical behavior.