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Synthesis, crystal structure and Hirshfeld surface analysis of N-(4-fluoro­phen­yl)-N-isopropyl-2-(methyl­sulfon­yl)acetamide

The synthesis and crystal structure of the title compound, C(12)H(16)FNO(3)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 methyl­su...

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Detalles Bibliográficos
Autores principales: Geetha, Doreswamy, Anil Kumar, Haleyur G., Mohan Kumar, Thaluru M., Srinivasa, Gejjalagere R., Basavaraju, Yeriyur B., Yathirajan, Hemmige S., Parkin, Sean
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10162089/
https://www.ncbi.nlm.nih.gov/pubmed/37151839
http://dx.doi.org/10.1107/S2056989023003675
Descripción
Sumario:The synthesis and crystal structure of the title compound, C(12)H(16)FNO(3)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 methyl­sulfonyl substituent relative to the amide group is 106.91 (11)°. In the crystal, inversion-related mol­ecules form dimers as a result of pairwise C—H⋯O hydrogen bonds, which appear to be reinforced by short O⋯π contacts [O⋯Cg = 3.0643 (11) Å]. A Hirshfeld surface analysis was used to qu­antify the various types of inter­molecular contacts, which are dominated by H atoms.