Synthesis, crystal structure and Hirshfeld surface analysis of N -(4-fluoro-phen-yl)- N -isopropyl-2-(methyl-sulfon-yl)acetamide

The synthesis and crystal structure of the title compound, C H FNO S, which is related to the herbicide flufenacet, are presented. The dihedral angle between the amide group and the fluorinated benzene ring is 87.30 (5)° and the N-C-C-S torsion angle defining the orientation of the methyl-sulfonyl s...

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Veröffentlicht in:Acta crystallographica. Section E, Crystallographic communications Crystallographic communications, 2023-05, Vol.79 (Pt 5), p.512-515
Hauptverfasser: Geetha, Doreswamy, Anil Kumar, Haleyur G, Mohan Kumar, Thaluru M, Srinivasa, Gejjalagere R, Basavaraju, Yeriyur B, Yathirajan, Hemmige S, Parkin, Sean
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Sprache:eng
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Zusammenfassung:The synthesis and crystal structure of the title compound, C H FNO S, which is related to the herbicide flufenacet, are presented. The dihedral angle between the amide group and the fluorinated benzene ring is 87.30 (5)° and the N-C-C-S torsion angle defining the orientation of the methyl-sulfonyl substituent relative to the amide group is 106.91 (11)°. In the crystal, inversion-related mol-ecules form dimers as a result of pairwise C-H⋯O hydrogen bonds, which appear to be reinforced by short O⋯π contacts [O⋯ = 3.0643 (11) Å]. A Hirshfeld surface analysis was used to qu-antify the various types of inter-molecular contacts, which are dominated by H atoms.
ISSN:2056-9890
2056-9890
DOI:10.1107/S2056989023003675