(E)-2-[1-(3-Chloro-4-fluoro-phen-yl)ethyl-idene]hydrazinecarbothio-amide

Area of Science:

• Crystal Engineering
• Supramolecular Chemistry
• Materials Science

Background:

• Understanding intermolecular forces is crucial for designing novel materials.
• Hydrogen bonding and π-π interactions are key non-covalent forces dictating crystal packing.

Purpose of the Study:

• To elucidate the crystal structure of the title compound, C(9)H(9)ClFN(3)S.
• To analyze the types and arrangements of intermolecular interactions present in the crystal lattice.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the three-dimensional molecular arrangement.
• Analysis of hydrogen bonding (N-H⋯S, N-H⋯F) and π-π interactions was performed.

Main Results:

• Molecules self-assemble into infinite chains along the b-axis via strong N-H⋯S hydrogen bonds (C(4) motif).
• These chains combine into a 2D network through weaker N-H⋯S interactions (R(2)(2)(8) motif).
• Layers are formed parallel to the (102) plane by N-H⋯F hydrogen bonds (R(2)(2)(22) motif), with additional weak π-π stacking (3.8997 Å).

Conclusions:

• The crystal structure of C(9)H(9)ClFN(3)S is characterized by a complex, hierarchical assembly of hydrogen bonds and π-π interactions.
• The identified supramolecular architecture provides insights into crystal engineering strategies for related compounds.