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Updated: May 19, 2026

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
N-(2-Chloro-phen-yl)-2-nitro-benzene-sulfonamide
This study details the molecular structure of a novel compound, C(12)H(9)ClN(2)O(4)S. The research highlights specific bond orientations and hydrogen bonding patterns influencing its crystal structure.
Area of Science:
- Crystallography
- Organic Chemistry
- Molecular Structure Analysis
Background:
- Understanding the three-dimensional arrangement of atoms in organic compounds is crucial for predicting their properties.
- Sulfonyl-containing compounds and substituted anilines are important structural motifs in medicinal chemistry and materials science.
Purpose of the Study:
- To elucidate the detailed molecular and crystal structure of the compound C(12)H(9)ClN(2)O(4)S.
- To investigate the stereochemical features, including bond torsions and dihedral angles.
- To characterize the intermolecular interactions, specifically hydrogen bonding, within the crystal lattice.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of bond lengths, bond angles, torsion angles, and dihedral angles.
- Identification and analysis of hydrogen bonding networks and crystal packing.
Main Results:
- The N-H bond in the -SO(2)-NH- segment is oriented syn to both the ortho-nitro group and the ortho-Cl atom.
- Significant twisting at the S-N bond (torsion angle of 75.0(2)°) and a dihedral angle of 54.97(11)° between the aromatic rings were observed.
- Bifurcated hydrogen bonding involving the amide H atom was identified, forming S(7) and C(4) motifs.
- N-H⋯O(S) hydrogen bonds link molecules into chains within the crystal.
Conclusions:
- The study provides a precise structural characterization of C(12)H(9)ClN(2)O(4)S.
- The observed molecular conformation and hydrogen bonding patterns are key features of its solid-state structure.
- These findings contribute to the understanding of structure-property relationships in related organic compounds.
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