4-Chloro-N-o-tolyl-benzamide
Acta Crystallographica. Section E, Structure Reports Online
|January 5, 2011
Summary
The crystal structure of C(14)H(12)ClNO reveals near-planar benzene rings. Molecules form chains through intermolecular hydrogen bonds, offering insights into crystal packing and molecular interactions.
Area of Science:
- Crystallography
- Organic Chemistry
- Molecular Structure
Background:
- Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their chemical and physical properties.
- Crystal structure analysis provides detailed insights into molecular conformation and intermolecular interactions.
Purpose of the Study:
- To determine the crystal structure of the title compound, C(14)H(12)ClNO.
- To analyze the molecular geometry, including the planarity of benzene rings and the orientation of the amide group.
- To investigate the intermolecular interactions, specifically hydrogen bonding, within the crystal lattice.
Main Methods:
- Single-crystal X-ray diffraction was employed to collect diffraction data.
- The crystal structure was solved and refined using standard crystallographic methods.
- Geometric parameters, such as dihedral angles and bond lengths/angles, were analyzed.
Main Results:
- The molecule C(14)H(12)ClNO exhibits two benzene rings that are nearly coplanar, with a small dihedral angle of 7.85(4)°.
- The amide N-C=O plane is oriented at dihedral angles of 34.04(4)° and 39.90(3)° with respect to the 4-chloro- and 2-methyl-phenyl rings, respectively.
- Intermolecular N-H⋯O hydrogen bonds were identified, linking the molecules into one-dimensional chains in the crystal structure.
Conclusions:
- The crystal structure of C(14)H(12)ClNO is characterized by a specific arrangement of its aromatic rings and amide group.
- The observed hydrogen bonding pattern dictates the formation of molecular chains, influencing the bulk properties of the solid.
- This structural information contributes to the understanding of structure-property relationships in related organic compounds.
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