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4-Acetamido-3-chloro-phenyl acetate.

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Summary
This summary is machine-generated.

This study details the molecular structure of a chloro-benzene compound, C10H10ClNO3. Researchers analyzed dihedral angles and observed N-H⋯O hydrogen bonds forming chains in its crystal structure.

Keywords:
chlorinated acetamino­phencrystal structurehypochlorite–hypo­chlorous acid oxidation

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Area of Science:

  • Crystallography
  • Organic Chemistry
  • Molecular Structure Analysis

Background:

  • Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
  • Crystal structure analysis provides detailed insights into molecular conformations and intermolecular interactions.

Purpose of the Study:

  • To elucidate the specific molecular geometry and intermolecular interactions of the title compound, C10H10ClNO3.
  • To characterize the hydrogen bonding network and its role in the crystal packing.

Main Methods:

  • Single-crystal X-ray diffraction was employed to determine the precise atomic coordinates and bond parameters.
  • Analysis of dihedral angles between key molecular planes (chloro-benzene, acetamide, acetate).
  • Identification and characterization of intermolecular hydrogen bonds (N-H⋯O).

Main Results:

  • The dihedral angles between the chloro-benzene ring and the acetamide plane were 40.70(8)°, and with the acetate plane were 88.07(8)°.
  • The acetamide and acetate planes exhibited a dihedral angle of 51.39(9)°.
  • N-H⋯O hydrogen bonds involving the acetamide group were identified, leading to the formation of C(4) chains propagating along the [010] direction.

Conclusions:

  • The title compound exhibits a specific non-planar conformation dictated by the relative orientations of its aromatic and functional group planes.
  • The observed hydrogen bonding pattern is a key factor in the self-assembly of molecules in the solid state, forming extended chain structures.