2,4-Dichloro-N-o-tolyl-benzamide
Summary
This study details the crystal structure of a dichloro-containing compound, revealing specific dihedral angles between its amide and aromatic rings. Molecular interactions like hydrogen bonds and C-Cl contacts stabilize its crystal lattice.
Area of Science:
- Crystallography
- Organic Chemistry
- Supramolecular Chemistry
Background:
- Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
- The study of intermolecular forces, such as hydrogen bonding and van der Waals interactions, is key to understanding crystal packing and material stability.
Purpose of the Study:
- To elucidate the crystal structure of the title compound, C(14)H(11)Cl(2)NO.
- To analyze the conformational preferences of the amide unit and the relative orientation of the aromatic rings.
- To identify and characterize the intermolecular interactions responsible for crystal lattice stabilization.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular structure and crystal packing.
- Analysis of dihedral angles and inter-ring inclination provided insights into the molecule's conformation.
- Identification of hydrogen bonds (N-H⋯O) and other non-covalent interactions (C-H⋯Cl, C-H⋯O, C-Cl⋯π) was performed.
Main Results:
- The central amide unit exhibits dihedral angles of 68.71° and 54.92° with the dichloro-benzene and tolyl rings, respectively.
- The two aromatic rings are inclined at an angle of 16.25° relative to each other.
- The crystal structure is stabilized by N-H⋯O hydrogen bonds forming zigzag chains, C-H⋯Cl contacts, C-H⋯O contacts forming stacks, and weak C-H⋯π and C-Cl⋯π interactions.
Conclusions:
- The detailed crystal structure of C(14)H(11)Cl(2)NO has been determined.
- The conformational analysis reveals specific spatial arrangements of the functional groups.
- Intermolecular interactions play a significant role in the stabilization of the observed crystal packing.
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