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Updated: Jun 1, 2026
19:58
Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
Published on: July 30, 2017
2,4-Dimethyl-N-phenyl-benzene-sulfonamide
Summary
This study details the crystal structure of C(14)H(15)NO(2)S, revealing distinct molecular conformations and orientations. Hydrogen bonds organize these molecules into a two-dimensional network, offering insights into crystal packing. Keywords: crystal structure, molecular conformation, hydrogen bonding, C(14)H(15)NO(2)S.
Area of Science:
- Crystallography
- Organic Chemistry
- Materials Science
Background:
- Understanding the precise three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
- Crystal structure analysis provides fundamental insights into molecular geometry, intermolecular interactions, and solid-state packing.
Purpose of the Study:
- To elucidate the crystal structure of the title compound, C(14)H(15)NO(2)S.
- To characterize the molecular conformation, including torsion angles and substituent orientations.
- To investigate the intermolecular interactions and resulting network formation in the solid state.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the crystal structure.
- Analysis of bond lengths, bond angles, and torsion angles characterized molecular geometry.
- Identification of hydrogen bonds (N-H⋯O and C-H⋯O) and their role in crystal packing.
Main Results:
- The asymmetric unit contains two molecules with distinct conformations regarding N-C bond torsion angles (trans and gauche).
- Specific torsion angles for the C-SO(2)-NH-C groups were measured as 46.1(3)° and 47.7(3)° for the two molecules.
- Ortho-methyl groups on the sulfonyl benzene ring are oriented away from the S=O bonds, and benzene rings exhibit significant tilting (67.5(1)° and 72.9(1)°).
- N-H⋯O and C-H⋯O hydrogen bonds facilitate the formation of one-dimensional chains, which assemble into a two-dimensional network.
Conclusions:
- The crystal structure of C(14)H(15)NO(2)S reveals complex molecular conformations and specific intermolecular interactions.
- Hydrogen bonding plays a key role in organizing the molecules into a stable two-dimensional network.
- The findings contribute to the understanding of structure-property relationships in organic sulfonamides.
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