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4-Nitro-phenyl 2-chloro-benzoate.

Asma Iqbal1, Toheed Akhter, Humaira Masood Siddiqi

  • 1Department of Chemistry, Quaid-I-Azam University, Islamabad 45320, Pakistan.

Acta Crystallographica. Section E, Structure Reports Online
|March 12, 2013
PubMed
Summary
This summary is machine-generated.

This study details the crystal structure of a chlorinated nitroaromatic compound (C13H8ClNO4). Molecular analysis reveals specific dihedral angles between aromatic rings and nitro group orientation, with crystal packing facilitated by hydrogen bonds.

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Area of Science:

  • Crystallography
  • Organic Chemistry
  • Molecular Structure

Background:

  • Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
  • Chlorinated nitroaromatic compounds are important intermediates in various chemical syntheses.
  • Detailed structural analysis provides fundamental insights into intermolecular interactions.

Purpose of the Study:

  • To elucidate the detailed crystal structure of the title compound, C13H8ClNO4.
  • To quantify the spatial relationship between the aromatic rings and the nitro group.
  • To investigate the intermolecular interactions governing crystal packing.

Main Methods:

  • Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
  • Dihedral angles were precisely measured to describe the conformation.
  • Analysis of intermolecular contacts, specifically hydrogen bonds, was performed.

Main Results:

  • The dihedral angle between the aromatic rings was determined to be 39.53(3)°.
  • The nitro group exhibited near-planarity with its attached ring, with a dihedral angle of 4.31(1)°.
  • Molecules were observed to form chains along the [001] direction through C-H⋯O hydrogen bonds.

Conclusions:

  • The study provides precise structural data for C13H8ClNO4, highlighting significant conformational features.
  • The observed hydrogen bonding network dictates the crystal packing, influencing bulk properties.
  • This structural information serves as a basis for further studies on related compounds.