Acta Crystallographica Section E Structure Reports Online · 2007 · 22 citations · 1 references
Natural SciencesChemistryMedicinal ChemistryDrug DesignOrganic ChemistryStructure-activity RelationshipsCoordination ChemistryFunctional Group SubstitutionFunctional GroupsMolecular SimilarityMolecular StructureMolecular SymmetryBiological Activity FeaturesHydrogen Bond GeometryHydrogen-bond NetworksNitro CompoundsSubstituent Effects On Biological Activity
The structure of the title compound (4NPMSA), C7H8N2O4S, closely resembles those of N-phenylmethanesulfonamide (PMSA) and N-(3-nitrophenyl)methanesulfonamide (4NPMSA), with slightly different geometric parameters. The substitution of a nitro group at the para position of PMSA does not change the space group, unlike the case of meta substitution (3NPMSA), where it changes from monoclinic P21/c to triclinic P\overline{1} [Gowda, Foro & Fuess (2007c). Acta Cryst. E63, o2337]. The N—H H atom and the methylsulfonyl group are trans to one another across the plane of the benzene ring. Thus, the amide H atom is available to a receptor molecule during biological activity. An N—H⋯O hydrogen bond links the molecules into centrosymmetric dimers.
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