Abstract
The crystal structure of ethiprole {systematic name: 5-Amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-ethanesulfinyl-1H-imidazole-3-carbonitrile}, C13H9Cl2F3N4OS, a phenylpyrazole-based insecticide, is presented. The pyrazole ring carries four substituents: An N-bound 2,6-dichloro-4-Trifluoromethylphenyl ring and C-bound amine, ethanesulfinyl, and cyano groups. The sulfur atom of the ethanesulfinyl group is trigonal-pyramidal and stereogenic. The structure exhibits whole-molecule configurational disorder due to superposition of enantiomers. The crystal packing is dominated by strong N-H O and N-H N hydrogen bonds, which form R 44 (18) and R 22 (12) ring motifs. Since the ethiprole molecule is quite small, and structure solution and refinement were straightforward, the structure presents a convenient instructional example for modelling whole-body disorder of a non-rigid molecule. To this end, a step-by-step overview of the model-building and refinement process is also given. The structure could form the basis of a useful classroom, practical, or workshop-style example.
Original language | English |
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Pages (from-to) | 54-59 |
Number of pages | 6 |
Journal | Acta Crystallographica Section E: Crystallographic Communications |
Volume | 79 |
DOIs | |
State | Published - Jan 19 2023 |
Bibliographical note
Publisher Copyright:© 2023 International Union of Crystallography. All rights reserved.
Keywords
- configurational disorder
- crystal structure
- ethiprole
- instructional tool
- phenylpyrazole insecticide
- refinement strategy
- whole-molecule disorder
ASJC Scopus subject areas
- General Chemistry
- General Materials Science
- Condensed Matter Physics