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Microcrystal Electron Diffraction of Small Molecules
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Crystal structure of difenoconazole.

Seonghwa Cho1, Gihaeng Kang1, Sangjin Lee1

  • 1Department of Chemistry and Research Institute of Natural Sciences, Gyeongsang National University, Jinju 660-701, Republic of Korea.

Acta Crystallographica. Section E, Structure Reports Online
|December 9, 2014
PubMed
Summary

This study details the crystal structure of difenoconazole, a triazole fungicide. It reveals specific dihedral angles and intermolecular hydrogen bonding that form its three-dimensional crystal architecture.

Keywords:
crystal structuredifenoconazolehydrogen bondstriazole fungicide

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Area of Science:

  • Chemical Crystallography
  • Fungicide Research
  • Organic Chemistry

Background:

  • Difenoconazole is a widely used triazole fungicide.
  • Understanding its crystal structure is crucial for its application and development.
  • Previous structural data may be limited or require further elucidation.

Purpose of the Study:

  • To determine the precise crystal structure of difenoconazole.
  • To analyze the molecular conformation, including dihedral angles between key ring systems.
  • To investigate intermolecular interactions, such as hydrogen bonding, and their role in crystal packing.

Main Methods:

  • Single-crystal X-ray diffraction analysis was performed on difenoconazole.
  • The crystal structure was solved and refined to determine atomic positions and bond parameters.
  • Analysis of intermolecular interactions (hydrogen bonds) and molecular geometry was conducted.

Main Results:

  • The crystal structure of difenoconazole (C19H17Cl2N3O3) was elucidated.
  • Key dihedral angles were measured: 79.34° between chlorophenyl rings and 59.45° between the triazole and dioxolanyl groups.
  • C-H⋯N and C-H⋯O hydrogen bonds were identified, forming dimers and a 3D architecture.
  • Disorder in the dioxolanyl group was modeled with specific occupancy ratios.

Conclusions:

  • The detailed crystal structure provides insights into the solid-state behavior of difenoconazole.
  • The observed hydrogen bonding network explains the formation of a stable three-dimensional crystal lattice.
  • This structural information can aid in the design of new fungicides and optimization of existing ones.