Crystal structure of penoxsulam

Area of Science:

• Agrochemical science
• Crystallography
• Organic chemistry

Background:

• Herbicides are crucial for modern agriculture.
• Understanding the molecular structure of herbicides can inform the development of more effective and selective agrochemicals.
• The specific compound 2-(2,2-di-fluoro-eth-oxy)-N-(5,8-dimeth-oxy-1,2,4-triazolo[1,5-c]pyrimidin-2-yl)-6-(tri-fluoro-meth-yl)benzene-sulfonamide is a herbicide with potential agricultural applications.

Purpose of the Study:

• To elucidate the crystal structure of the herbicide C16H14F5N5O5S.
• To analyze the molecular conformation and intermolecular interactions within the crystal lattice.
• To provide a structural basis for understanding the herbicide's properties and potential efficacy.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the crystal structure.
• Analysis of the asymmetric unit, including the identification of independent molecules (A and B).
• Detailed examination of dihedral angles, π-π interactions, and hydrogen bonding networks (C-H⋯O, C-H⋯F, F⋯F contacts).

Main Results:

• The asymmetric unit contains two independent molecules (A and B) of the herbicide.
• Significant dihedral angles between the triazolo-pyrimidine and benzene rings were observed (68.84° for A, 68.05° for B).
• The crystal structure is stabilized by weak intermolecular π-π interactions, C-F⋯π contacts, C-H⋯O and C-H⋯F hydrogen bonds, and F⋯F contacts, forming a three-dimensional network.

Conclusions:

• The crystal structure of the herbicide C16H14F5N5O5S has been successfully determined.
• The identified intermolecular interactions and packing arrangement provide insights into the compound's solid-state properties.
• This structural information can aid in the design and optimization of new herbicide molecules.