2-Methyl-N-(4-nitro-benzo-yl)benzene-sulfonamide

Area of Science:

• Crystallography
• Organic Chemistry
• Molecular Structure Analysis

Background:

• Understanding molecular conformation is crucial for predicting chemical properties and reactivity.
• Sulfonyl and amide functional groups play significant roles in various organic compounds and pharmaceuticals.
• Crystal structure analysis provides detailed insights into intermolecular interactions.

Purpose of the Study:

• To elucidate the three-dimensional molecular structure of the title compound, C(14)H(12)N(2)O(5)S.
• To investigate the conformational preferences around the C-SO(2)-NH-C(O) segment.
• To characterize the intermolecular interactions and crystal packing in the solid state.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of torsion angles and dihedral angles provided insights into molecular conformation.
• Identification of hydrogen bonding patterns revealed the crystal packing.

Main Results:

• The molecule exhibits gauche torsions around the N-C bond within the C-SO(2)-NH-C(O) segment.
• Significant twisting at the sulfur atom was observed, with a C-S(O(2))-NH-C(O) torsion angle of 61.8°.
• Dihedral angles indicated near-orthogonal arrangements between the aromatic rings and the central functional group.
• Molecules form zigzag chains along the a-axis through N-H⋯O hydrogen bonds.

Conclusions:

• The study provides a detailed structural characterization of the title compound.
• The observed conformation and hydrogen bonding significantly influence the molecule's packing in the crystal lattice.
• These findings contribute to the understanding of structure-property relationships in related organic molecules.