N-(4-Bromo-phen-yl)-2-(2-thien-yl)acetamide

Area of Science:

• Crystallography
• Organic Chemistry
• Supramolecular Chemistry

Background:

• Understanding the crystal packing and intermolecular interactions of organic molecules is crucial for predicting material properties.
• The compound C(12)H(10)BrNOS, containing a brominated thienyl and a benzene ring, presents an interesting case for structural analysis due to potential conformational flexibility.
• Disorder in crystal structures can significantly influence bulk properties and requires detailed investigation.

Purpose of the Study:

• To elucidate the crystal structure of the title compound, C(12)H(10)BrNOS.
• To analyze the nature of disorder within the thienyl ring and its impact on molecular conformation.
• To identify and characterize the intermolecular interactions responsible for the observed crystal packing.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the three-dimensional structure of the compound.
• Crystallographic data were analyzed to identify atomic positions, bond lengths, and angles.
• Analysis of intermolecular distances and angles was performed to characterize hydrogen bonding and other interactions.

Main Results:

• The crystal structure of C(12)H(10)BrNOS was successfully determined.
• The thienyl ring exhibits positional disorder, occupying two orientations with a major component site-occupancy factor of 0.660(5).
• Significant twisting of the molecule was observed, with dihedral angles of 70.0(4)° and 70.5(6)° between the benzene ring and the two thienyl orientations.
• Linear supramolecular chains were formed along the a-axis via N-H⋯O hydrogen bonding.

Conclusions:

• The study provides a detailed structural characterization of C(12)H(10)BrNOS, highlighting the presence of molecular disorder and conformational flexibility.
• The identified N-H⋯O hydrogen bonding is the primary driving force for the formation of linear supramolecular chains in the crystal.
• The findings contribute to the understanding of structure-property relationships in organic crystalline materials with disordered components.