N-(3-Bromo-phen-yl)acetamide.

Area of Science:

• Crystallography and Molecular Structure
• Organic Chemistry
• Supramolecular Chemistry

Background:

• Understanding molecular conformation is crucial for predicting chemical properties and reactivity.
• Hydrogen bonding plays a key role in the self-assembly of molecules into larger structures.
• The specific arrangement of substituents on aromatic rings influences molecular packing and interactions.

Purpose of the Study:

• To determine the precise three-dimensional structure of the title compound, C(8)H(8)BrNO.
• To investigate the conformational preferences of the N-H bond relative to other functional groups.
• To elucidate the intermolecular interactions and resulting supramolecular architecture.

Main Methods:

• Single-crystal X-ray diffraction was employed to obtain the molecular structure.
• Analysis of bond distances, angles, and torsion angles characterized the molecular conformation.
• Identification of hydrogen bonding networks revealed the supramolecular assembly.

Main Results:

• The N-H bond was found to be in an anti conformation relative to the C=O bond.
• The N-H bond was also anti to the meta-bromo substituent on the aromatic ring.
• Molecules self-assembled into supramolecular chains through N-H⋯O hydrogen bonding, exhibiting a twisted topology.

Conclusions:

• The observed anti conformation of the N-H bond is a significant structural feature of C(8)H(8)BrNO.
• The N-H⋯O hydrogen bonding dictates the formation of extended supramolecular chains.
• The study provides insights into the interplay between molecular conformation and supramolecular organization in organic solids.