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Crystal structure of fipronil.

ABSTRACT: The title compound, C₁₂H₄Cl₂F₆N₄OS {systematic name: 5-amino-1-[2,6-di-chloro-4-(tri-fluoro-meth-yl)phen-yl]-4-[(tri-fluoro-methane)sulfinyl]-1H-pyrazole-3-carbo-nitrile}, is a member of the phenyl-pyrazole group of acaricides, and one of the phenyl-pyrazole group of insecticides. The dihedral angle between the planes of the pyrazole and benzene rings is 89.03?(9)°. The fluorine atoms of the tri-fluoro-methyl substituent on the benzene ring are disordered over two sets of sites, with occupancy ratios 0.620?(15):0.380?(15). In the crystal, C-N?? inter-actions [N?ring centroid = 3.607?(4)?Å] together with N-H?N and C-H?F hydrogen bonds form a looped chain structure along [10[Formula: see text]]. Finally, N-H?O hydrogen bonds and C-Cl?? inter-actions [Cl?ring centroid = 3.5159?(16)?Å] generate a three-dimensional structure. Additionally, there are a short inter-molecular F? F contacts present.

SUBMITTER: Park H

PROVIDER: S-EPMC5730297 | biostudies-literature | 2017 Oct

REPOSITORIES: biostudies-literature

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Crystal structure of fipronil.

Park Hyunjin H Kim Jineun J Kwon Eunjin E Kim Tae Ho TH

Acta crystallographica. Section E, Crystallographic communications 20170915 Pt 10

The title compound, C12H4Cl2F6N4OS {systematic name: 5-amino-1-[2,6-di-chloro-4-(tri-fluoro-meth-yl)phen-yl]-4-[(tri-fluoro-methane)sulfinyl]-1H-pyrazole-3-carbo-nitrile}, is a member of the phenyl-pyrazole group of acaricides, and one of the phenyl-pyrazole group of insecticides. The dihedral angle between the planes of the pyrazole and benzene rings is 89.03 (9)°. The fluorine atoms of the tri-fluoro-methyl substituent on the benzen ...[more]

PMID: 29250360

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