N-(2,3-Dimethyl-phen-yl)-2-nitro-benzene-sulfonamide

Area of Science:

• Crystallography
• Organic Chemistry
• Molecular Structure Analysis

Background:

• Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
• Sulfonyl benzene derivatives and aniline derivatives are important classes of compounds with diverse applications.

Purpose of the Study:

• To elucidate the crystal structure and molecular geometry of the title compound, C(14)H(14)N(2)O(4)S.
• To investigate the nature of intramolecular and intermolecular interactions within the crystal lattice.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the crystal structure.
• Analysis of bond lengths, bond angles, torsion angles, and dihedral angles provided insights into molecular geometry.
• Identification and analysis of hydrogen bonding networks (intramolecular and intermolecular).

Main Results:

• The asymmetric unit contains two independent molecules of C(14)H(14)N(2)O(4)S.
• The N-H bonds exhibit specific orientations relative to the nitro and methyl groups.
• Significant twisting at the S-N bonds (torsion angles) and dihedral angles between the aromatic rings were observed.
• Intramolecular hydrogen bonds form S(7) motifs involving amide H atoms.
• Intermolecular N-H⋯O(S) hydrogen bonds link molecules into inversion dimers in the crystal.

Conclusions:

• The crystal structure of C(14)H(14)N(2)O(4)S is characterized by specific molecular conformations and significant deviations from planarity.
• Intramolecular hydrogen bonding plays a role in stabilizing the molecular conformation.
• The formation of inversion dimers through intermolecular hydrogen bonding is a key feature of the crystal packing.