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Related Experiment Video

Updated: Jun 1, 2026

Facile Preparation of 4-Substituted Quinazoline Derivatives
11:51

Facile Preparation of 4-Substituted Quinazoline Derivatives

Published on: February 15, 2016

6-(4-Nitro-benz-yloxy)quinoline.

Min Min Zhao1, Yong Hua Li, Yuan Zhang

  • 1Ordered Matter Science Research Center, College of Chemistry and Chemical Engineering, Southeast University, Nanjing 211189, People's Republic of China.

Acta Crystallographica. Section E, Structure Reports Online
|May 18, 2011
PubMed
Summary
This summary is machine-generated.

The crystal structure of a nitrobenzene compound reveals a specific dihedral angle between its nitrobenzene and quinoline rings. This arrangement is further stabilized by aromatic pi-pi stacking interactions between benzene rings.

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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.
  • Nitrobenzene and quinoline moieties are common structural motifs in various functional materials and pharmaceuticals.

Purpose of the Study:

  • To elucidate the crystal structure of the title compound, C(16)H(12)N(2)O(3).
  • To analyze the spatial relationship between the nitrobenzene and quinoline ring systems within the crystal lattice.
  • To identify and characterize intermolecular interactions stabilizing the crystal structure.

Main Methods:

  • Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
  • Analysis of the crystal structure included measuring dihedral angles between ring systems.
  • Intermolecular interactions, such as pi-pi stacking, were identified and quantified.

Main Results:

  • The nitrobenzene ring and the quinoline ring system exhibit a dihedral angle of 23.8(8)°.
  • The crystal structure is stabilized by aromatic pi-pi stacking interactions.
  • The centroid-centroid distance for the pi-pi stacking was determined to be 3.663(2) Å.

Conclusions:

  • The determined dihedral angle provides precise geometric information about the molecular conformation.
  • Aromatic pi-pi stacking plays a significant role in the crystal packing and stability of this compound.
  • The findings contribute to the understanding of structure-property relationships in related organic molecules.