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Updated: Jun 5, 2026

Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions

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N-(2,6-Dichloro-phen-yl)benzamide.

B Thimme Gowda, Miroslav Tokarčík, Jozef Kožíšek

Acta Crystallographica. Section E, Structure Reports Online

|January 5, 2011

Summary

The crystal structure of N-(2,6-dichlorophenyl)benzamide (N26DCPBA) reveals anti conformations of N-H and C=O bonds. Hydrogen bonds form infinite chains, similar to related benzanilides.

Area of Science:

Crystallography
Organic Chemistry
Materials Science

Background:

Benzanilides are a significant class of organic compounds with diverse applications.
Understanding the conformational preferences and intermolecular interactions of benzanilides is crucial for predicting their properties and designing new materials.
Previous studies have characterized the structures of various substituted benzanilides, providing a basis for comparison.

Purpose of the Study:

To elucidate the crystal structure of N-(2,6-dichlorophenyl)benzamide (N26DCPBA).
To investigate the conformational characteristics of the amide group and the relative orientation of the phenyl rings.
To identify and analyze intermolecular interactions, such as hydrogen bonding, within the crystal lattice.

Main Methods:

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Single-crystal X-ray diffraction was employed to determine the three-dimensional structure of N26DCPBA.

Analysis of bond lengths, bond angles, and dihedral angles was performed to characterize the molecular geometry.

Identification and analysis of intermolecular interactions, including hydrogen bonds, were conducted using crystallographic data.

Main Results:

The asymmetric unit of N26DCPBA contains two molecules, both exhibiting an anti conformation of the N-H and C=O bonds.
The dihedral angles of the amide group with the benzoyl ring are 30.8(1)° and 35.1(2)° for the two molecules.
The dihedral angles between the benzoyl and aniline rings are 56.8(1)° and 59.1(1)°.
N-H⋯O hydrogen bonds were observed, leading to the formation of infinite chains along the crystallographic a axis.

Conclusions:

The crystal structure of N26DCPBA is characterized by anti conformations of the amide group and significant dihedral angles between the aromatic rings.
The observed hydrogen bonding pattern contributes to the formation of one-dimensional chains in the crystal structure.
The structural features of N26DCPBA are comparable to those of other related benzanilides, suggesting conserved conformational preferences within this class of compounds.