Crystal structure of fenbuconazole

• Main Authors: Gihaeng Kang, Jineun Kim, Hyunjin Park, Tae Ho Kim
• Format: Article
• Language: English
• Published: International Union of Crystallography 2015-09-01
• Series: Acta Crystallographica Section E: Crystallographic Communications
• Subjects: crystal structure; fungicide; fenbuconazole; C—Cl...π interactions; π–π interactions
• Online Access: http://scripts.iucr.org/cgi-bin/paper?S205698901501542X

In the title compound, C19H17ClN4 [systematic name: (RS)-4-(4-chlorophenyl)-2-phenyl-2-(1H-1,2,4-triazol-1-ylmethyl)butyronitrile], which is the conazole fungicide fenbuconazole, the dihedral angles between the planes of the central benzene and the terminal chlorophenyl and triazole rings are 32.77 (5) and 32.97 (5)°, respectively. The C—C—C—C linkage between the tertiary C atom and the benzene ring has an anti orientation [torsion angle = 174.47 (12)°]. In the crystal, C—H...N hydrogen bonds and very weak C—Cl...π interactions [Cl...π = 3.7892 (9) Å] link adjacent molecules, forming two-dimensional networks lying parellel to the (101) plane. The planes are linked by weak π–π interactions [centroid–centroid separation = 3.8597 (9) Å], resulting in a three-dimensional architecture.