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Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
Published on: January 3, 2018
2,5-Dichloro-N-(3-methyl-phen-yl)benzenesulfonamide
Acta Crystallographica. Section E, Structure Reports Online
|August 21, 2012
Summary
This study details the molecular structure of a novel dichloro-nitro-sulfonamide compound. Crystal analysis reveals specific dihedral and torsion angles, along with intra-molecular hydrogen bonding and intermolecular interactions.
Area of Science:
- Crystallography
- Organic Chemistry
- Molecular Structure
Background:
- Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
- Sulfonamide derivatives are a significant class of compounds with diverse applications in medicine and materials science.
Purpose of the Study:
- To elucidate the detailed molecular structure and crystal packing of a novel dichloro-nitro-sulfonamide compound.
- To investigate the conformational preferences and intermolecular interactions within the crystal lattice.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the precise atomic coordinates and bond parameters.
- Analysis of the crystal structure included determination of dihedral and torsion angles, and identification of hydrogen bonding networks.
Main Results:
- The dihedral angle between the two aromatic rings was found to be 76.62°.
- The C-S-N-C linkage exhibited a gauche conformation with a torsion angle of -51.4°.
- An intra-molecular C-H⋯O interaction was observed, forming an S(6) ring, and crystal packing was characterized by inversion dimers linked via N-H⋯O hydrogen bonds forming R(2)(2)(8) loops.
Conclusions:
- The study provides a comprehensive structural characterization of the title compound at the molecular and crystalline levels.
- The observed conformational features and hydrogen bonding patterns offer insights into the solid-state behavior and potential intermolecular interactions of this class of sulfonamides.
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