Crystal structure of anilazine

Area of Science:

• * Agricultural Chemistry
• * Crystallography
• * Organic Chemistry

Background:

• * Triazine fungicides are vital in crop protection.
• * Understanding molecular structure is key to optimizing efficacy.
• * The specific compound 4,6-di-chloro-N-(2-chloro-phenyl)-1,3,5-triazin-2-amine is a notable example.

Purpose of the Study:

• * To elucidate the crystal structure of the triazine fungicide.
• * To analyze the intermolecular interactions governing its solid-state architecture.
• * To provide insights into structure-activity relationships for triazine-based fungicides.

Main Methods:

• * Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• * Analysis of bond lengths, angles, and non-covalent interactions (hydrogen bonds, Cl-Cl contacts, π-π interactions).

Main Results:

• * The dihedral angle between the triazine and benzene rings is 4.04(8)°.
• * Molecules are linked by weak C-H⋯N hydrogen bonds and short Cl⋯Cl contacts (3.4222(4) Å).
• * These interactions form 2D networks parallel to the (112) plane, further connected by π-π interactions into a 3D architecture.

Conclusions:

• * The determined crystal structure reveals a complex 3D network driven by specific intermolecular forces.
• * This detailed structural information is fundamental for the design and development of novel triazine fungicides.
• * The findings contribute to the broader understanding of structure-property relationships in agrochemicals.