Date Published: June 01, 2012
Publisher: International Union of Crystallography
Author(s): Bakr F. Abdel-Wahab, Ehab Abdel-Latif, Seik Weng Ng, Edward R. T. Tiekink.
http://doi.org/10.1107/S1600536812024245
Abstract
In the title compound, C20H19FN6S, the pyrazole ring has an envelope conformation, with the methine C atom being the flap atom. The dihedral angle between the least-squares plane through the pyrazole and triazole rings is 7.59 (9)°, and the triazole and attached benzene ring form a dihedral angle of 74.79 (9)°. The thiourea group is coplanar with the pyrazole ring [N—N—C—S torsion angle = −179.93 (11)°], which enables the formation of an intramolecular N—H⋯N hydrogen bond. In the crystal, inversion-related molecules associate via N—H⋯S hydrogen bonds and eight-membered {⋯HNCS}2 synthons feature in the crystal packing. These synthons are connected into supramolecular chains along the a axis via N—H⋯F hydrogen bonds, and the chains are consolidated into layers in the ab plane via C—H⋯S and C—H⋯F contacts.
Partial Text
For the biological activity of pyrazolyl-1,2,3-triazoles, see: Abdel-Wahab et al. (2012a ▶); Booth & Ross (1982 ▶); Curran (1982 ▶). For a related pyrazolyl-1,2,3-triazole structure, see: Abdel-Wahab et al. (2012b ▶).
Source:
http://doi.org/10.1107/S1600536812024245