Crystal structure of cafenstrole.

Area of Science:

• Agricultural Chemistry
• Crystallography
• Organic Chemistry

Background:

• Triazole herbicides are vital in modern agriculture for crop protection.
• Understanding the molecular structure of herbicides informs their efficacy and environmental impact.
• N,N-diethyl-3-mesitylsulfonyl-1H-1,2,4-triazole-1-carboxamide is a specific compound within this class.

Purpose of the Study:

• To elucidate the crystal structure of N,N-diethyl-3-mesitylsulfonyl-1H-1,2,4-triazole-1-carboxamide.
• To analyze the molecular geometry, including the dihedral angle between the triazole and benzene rings.
• To identify intermolecular interactions governing crystal packing.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of bond lengths, bond angles, and dihedral angles was performed.
• Identification of hydrogen bonds (C-H⋯O) and weak interactions (C-H⋯π) was conducted.

Main Results:

• The systematic name N,N-diethyl-3-mesitylsulfonyl-1H-1,2,4-triazole-1-carboxamide (C16H22N4O3S) was confirmed.
• A dihedral angle of 88.14° was measured between the triazole and mesityl ring planes.
• One-dimensional chains were observed along the a axis, formed by C-H⋯O hydrogen bonds and C-H⋯π interactions.

Conclusions:

• The crystal structure provides a detailed understanding of the solid-state arrangement of this triazole herbicide.
• The identified intermolecular interactions are key to the compound's packing and potentially its physical properties.
• This structural information can aid in the design of new, more effective triazole-based herbicides.