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Published on: July 30, 2017
4-Chloro-N-(3,5-dimethyl-phen-yl)benzamide
Acta Crystallographica. Section E, Structure Reports Online
|March 14, 2012
Summary
This study details the molecular structure of a chloro-substituted amide compound. Crystal analysis reveals specific dihedral angles and N-H⋯O hydrogen bonds forming infinite chains.
Area of Science:
- Crystallography and Molecular Structure
- Organic Chemistry
- Solid-State Chemistry
Background:
- Understanding the precise three-dimensional arrangement of atoms in organic molecules is crucial for predicting their chemical and physical properties.
- Amide functional groups and aromatic rings are common structural motifs in many pharmaceuticals and materials, making their conformational analysis important.
- Hydrogen bonding plays a significant role in the self-assembly and stability of crystal structures.
Purpose of the Study:
- To elucidate the detailed molecular structure of the title compound, C(15)H(14)ClNO.
- To quantify the dihedral angles between the amide group and the aromatic rings (benzoyl and aniline).
- To investigate the intermolecular interactions, specifically hydrogen bonding, that stabilize the crystal lattice.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of the crystallographic data provided precise bond lengths, bond angles, and dihedral angles.
- Identification and analysis of intermolecular interactions, such as hydrogen bonds, were performed.
Main Results:
- The molecular structure of C(15)H(14)ClNO was determined.
- The amide group exhibited dihedral angles of 15.8(2)° and 27.2(2)° with the benzoyl and aniline rings, respectively.
- The benzoyl and aniline rings were found to be at an angle of 11.5(1)° to each other.
- The crystal structure is characterized by N-H⋯O hydrogen bonds, leading to the formation of infinite chains along the c-axis.
Conclusions:
- The study provides precise geometric parameters for the title compound, offering insights into its conformational preferences.
- The identified N-H⋯O hydrogen bonding network is the primary stabilizing force in the crystal structure.
- The formation of infinite chains via hydrogen bonding dictates the solid-state packing and may influence bulk properties.
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