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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
N-(3,5-Dimethyl-phen-yl)-2-nitro-benzene-sulfonamide
U Chaithanya1, Sabine Foro, B Thimme Gowda
1Department of Chemistry, Mangalore University, Mangalagangotri 574 199, Mangalore, India.
Acta Crystallographica. Section E, Structure Reports Online
|November 6, 2012
Summary
This study details the crystal structure of C(14)H(14)N(2)O(4)S, revealing two independent molecules with specific torsion and dihedral angles. Hydrogen bonding patterns dictate crystal packing and helical chain formation.
Area of Science:
- Crystallography
- Chemical Physics
- Materials Science
Background:
- Understanding molecular structure and intermolecular interactions is crucial for predicting material properties.
- Crystal engineering utilizes hydrogen bonding to design novel materials with specific architectures.
Purpose of the Study:
- To elucidate the crystal structure of the title compound, C(14)H(14)N(2)O(4)S.
- To analyze the molecular conformation, including torsion and dihedral angles.
- To investigate the hydrogen bonding network and its influence on crystal packing.
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.
- Identification and characterization of intra- and intermolecular hydrogen bonds.
Main Results:
- The asymmetric unit contains two independent, twisted molecules of C(14)H(14)N(2)O(4)S.
- Specific C-S-N-C torsion angles (44.2(3)° and -49.3(3)°) and benzene ring dihedral angles (71.53(7)° and 72.11(7)°) were observed.
- Intramolecular hydrogen bonds form S(7) motifs, while intermolecular hydrogen bonds create C(4) motifs, helical chains, and inversion dimers.
- The crystal was identified as a pseudo-merohedral twin with a refined domain ratio.
Conclusions:
- The crystal structure of C(14)H(14)N(2)O(4)S is characterized by distinct molecular conformations and an intricate hydrogen bonding network.
- The observed hydrogen bonding patterns dictate the formation of specific supramolecular architectures, including helical chains and dimers.
- The compound exhibits pseudo-merohedral twinning, a factor to consider in crystallographic analysis.
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