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Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
Published on: July 30, 2017
4-Chloro-N-(2,3-dimethyl-phen-yl)benzamide
Acta Crystallographica. Section E, Structure Reports Online
|January 20, 2012
Summary
This study details the crystal structure of a specific chloro-substituted aniline derivative. Molecular analysis reveals specific substituent orientations and intermolecular interactions, including hydrogen bonds and C-H⋯π interactions, influencing crystal packing.
Area of Science:
- Organic Chemistry
- Crystallography
- Molecular Structure
Background:
- Aniline derivatives are crucial in various chemical applications.
- Understanding the solid-state structure of substituted anilines provides insights into their chemical properties and reactivity.
- The specific compound C(15)H(14)ClNO presents unique structural features due to its methyl and chloro substituents.
Purpose of the Study:
- To elucidate the three-dimensional molecular structure of the title compound, C(15)H(14)ClNO.
- To investigate the influence of ortho- and meta-methyl substituents on the conformation of the aniline ring relative to the N-H bond.
- To identify and characterize the intermolecular interactions governing the crystal packing.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of bond lengths, bond angles, and dihedral angles provided conformational information.
- Intermolecular interactions, such as hydrogen bonds (N-H⋯O) and C-H⋯π interactions, were identified and analyzed.
Main Results:
- The crystal structure of C(15)H(14)ClNO was successfully determined.
- Ortho- and meta-methyl groups on the aniline ring were observed to be anti to the N-H bond.
- A significant dihedral angle of 95.0(1)° was measured between the benzoyl and aniline benzene rings.
- The crystal lattice is stabilized by N-H⋯O hydrogen bonds and C-H⋯π interactions.
Conclusions:
- The specific arrangement of substituents in C(15)H(14)ClNO dictates its solid-state conformation.
- Intermolecular hydrogen bonding and C-H⋯π interactions play a key role in the observed crystal packing.
- This structural data contributes to the understanding of structure-property relationships in substituted anilines.
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