N-(4-Sulfamoylphen-yl)acetamide.

Area of Science:

• Crystallography
• Supramolecular Chemistry
• Organic Chemistry

Background:

• Understanding molecular packing and interactions is crucial for designing materials with specific properties.
• The title compound, C(8)H(10)N(2)O(3)S, presents an interesting case for studying intermolecular forces.
• Previous research has not fully elucidated the crystal structure and supramolecular assembly of this specific molecule.

Purpose of the Study:

• To determine the precise three-dimensional crystal structure of the title compound.
• To investigate the nature of intermolecular interactions, including hydrogen bonding, in the solid state.
• To characterize the resulting supramolecular architecture formed by the molecules in the crystal lattice.

Main Methods:

• Single-crystal X-ray diffraction was employed to collect diffraction data.
• The crystal structure was solved and refined using established crystallographic software.
• Analysis of the structure included determination of bond lengths, bond angles, torsion angles, and intermolecular interactions.

Main Results:

• The dihedral angle between the acetamide group and the benzene ring was determined to be 15.59°.
• The amino group was found to be nearly perpendicular to the benzene ring, with a torsion angle of 109.4°.
• Molecules self-assemble into supramolecular tubes via amine-amide N-H⋯O interactions, further connected by amide-sulfonamide N-H⋯O hydrogen bonds into a 3D network.
• The studied crystal was identified as a racemic twin.

Conclusions:

• The crystal structure reveals specific conformational preferences of the acetamide and amino groups relative to the benzene ring.
• Hydrogen bonding plays a critical role in directing the self-assembly of molecules into extended supramolecular structures.
• The observed supramolecular architecture highlights the importance of intermolecular forces in dictating solid-state properties.