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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
3-Chloro-N-(3-methyl-phen-yl)benzamide
Acta Crystallographica. Section E, Structure Reports Online
|December 27, 2011
Summary
This study details the molecular structure of a novel compound, C(14)H(12)ClNO. The research focuses on the spatial arrangement of its chemical bonds and how molecules interact in crystal form.
Area of Science:
- Organic Chemistry
- Crystallography
- Molecular Structure Analysis
Background:
- Understanding the precise three-dimensional arrangement of atoms within organic molecules is fundamental to predicting their chemical behavior and physical properties.
- Intermolecular interactions, such as hydrogen bonding, play a critical role in determining the bulk properties of crystalline solids.
- The specific substitution patterns on aromatic rings can significantly influence molecular conformation and crystal packing.
Purpose of the Study:
- To elucidate the detailed molecular structure of the title compound, C(14)H(12)ClNO.
- To analyze the conformational preferences of the benzoyl and aniline rings, including the relative positioning of substituents (meta-Cl and meta-methyl).
- To investigate the intermolecular interactions governing the crystal packing and identify the resulting supramolecular architecture.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the precise atomic coordinates and bond parameters of the title compound.
- Analysis of the crystal structure data to identify and characterize hydrogen bonding networks.
- Computational methods may have been used to analyze conformational energy, though not explicitly stated in the abstract.
Main Results:
- The molecular structure reveals a specific orientation of the meta-chlorine atom (syn to the carbonyl group) and the meta-methyl group (anti to the N-H bond).
- A significant dihedral angle of 77.4(1)° was measured between the two aromatic rings, indicating a non-planar conformation.
- The crystal structure is characterized by N-H⋯O hydrogen bonds, which organize the molecules into C(4) chains propagating along the [010] direction.
Conclusions:
- The study provides a definitive structural characterization of C(14)H(12)ClNO, highlighting the influence of substituents on molecular conformation.
- The identified hydrogen bonding motif (C(4) chains) dictates the crystal packing, offering insights into solid-state properties.
- This structural data serves as a foundation for further investigations into the reactivity, properties, and potential applications of this class of compounds.
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