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5,8-dimethoxy-2,3-bis(2-pyridyl)quinoxaline.

Xiao-Jun Zhao1, Miao Du

  • 1College of Chemistry and Life Science, Tianjin Normal University, Tianjin 300074, People's Republic of China.

Acta Crystallographica. Section C, Crystal Structure Communications
|August 29, 2003
PubMed
Summary

The crystal structure of C(20)H(16)N(4)O(2) reveals a cis-cis conformation of pyridine rings. Significant pi-pi interactions facilitate crystal stacking along the a axis.

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Area of Science:

  • Crystallography
  • Materials Science
  • Organic Chemistry

Background:

  • Understanding molecular interactions is crucial for designing novel materials.
  • Crystal structure analysis provides insights into intermolecular forces and packing arrangements.
  • Quinoxaline derivatives are known for their diverse applications in materials science.

Purpose of the Study:

  • To elucidate the crystal structure of the title compound, C(20)H(16)N(4)O(2).
  • To investigate the spatial arrangement and interactions of the pyridine and quinoxaline moieties.
  • To identify the driving forces behind crystal packing and potential supramolecular assembly.

Main Methods:

  • Single-crystal X-ray diffraction was employed to determine the three-dimensional structure.
  • Geometric parameters, including dihedral angles and bond lengths, were analyzed.
  • Intermolecular interactions, such as pi-pi stacking, were identified and quantified.

Main Results:

  • The crystal structure exhibits a unique cis-cis conformation where the two pyridine rings face each other.
  • Dihedral angles between the pyridine rings and the quinoxaline plane were measured at 39.0(1) and 43.4(2) degrees.
  • Significant pi-pi interactions were observed, leading to the formation of molecular stacks along the crystallographic a axis with a N-N separation of 3.169(2) Å.

Conclusions:

  • The determined crystal structure of C(20)H(16)N(4)O(2) highlights a specific molecular conformation and packing motif.
  • The observed pi-pi interactions and cis-cis conformation are key features influencing the material's properties.
  • This structural information can guide the design of related compounds for targeted applications.

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