Quinoline-2-sulfonamide.

Area of Science:

• Crystallography
• Chemical Physics
• Materials Science

Background:

• Understanding intermolecular forces is crucial for predicting and controlling crystal structures.
• Hydrogen bonding plays a significant role in the self-assembly of organic molecules.
• Quinoline derivatives are important in various chemical and pharmaceutical applications.

Purpose of the Study:

• To elucidate the crystal structure and intermolecular interactions of a novel quinoline derivative (C9H8N2O2S).
• To investigate the role of hydrogen bonding and other interactions in molecular self-assembly.
• To quantify interaction energies using computational methods.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the three-dimensional crystal structure.
• Analysis of hydrogen bonding networks, including R2(2)(10) and C(4) motifs.
• Density Functional Theory (DFT) calculations (B3LYP/6-31G(d,p)) for structural optimization and interaction energy determination.

Main Results:

• The crystal structure exhibits intermolecular hydrogen bonding between sulfamoyl -NH2, sulfonamide O, and quinoline N atoms.
• Molecules form dimers via N-H⋯N hydrogen bonds (R2(2)(10) motif), which further assemble into chains via N-H⋯O hydrogen bonds (C(4) motif).
• DFT calculations yielded interaction energies of approximately 4.4 kcal mol⁻¹ for the C(4) chain and 5.9 kcal mol⁻¹ for the R2(2)(10) motif.

Conclusions:

• The crystal packing of C9H8N2O2S is primarily governed by a combination of N-H⋯N and N-H⋯O hydrogen bonds, forming defined supramolecular architectures.
• DFT calculations provide valuable insights into the energetics of these intermolecular interactions, correlating with observed structural motifs.
• The study highlights the predictable nature of self-assembly in crystalline organic compounds driven by specific hydrogen bonding patterns.