Attempted metallations of the expectedly acidic sulfonylamide (PSA) in the presence of the phosphine oxide HMPA all fail, giving instead the very stable 1 : 1 adduct PSA-HMPA; its solid-state structure consists of layers of PSA molecules linked by intercalated HMPA molecules, such aggregation resulting in particular from a large number of significant C-H-0 hydrogen-bonding interactions per PSA-HMPA unit.We reported earlier the first structurally characterised aminephosphine oxide adduct, 2-aminobenzothiazole.HMPA [HMPA = O=P(NMe2)3].1 Its essential unit consists of an amine base pair formed by two N-H--(heterocyclic)N hydrogen bonds of moderate strength and with the second H of each base's NH2 group interacting rather more strongly with the 0 atom of an HMPA molecule. However, these (baseha2HMPA 'dimers' then link further by relatively weak (HMPA)O.-H-C (of the C6H4 ring) interactions, so giving crystal packing involving [-base-.HMPA-(ba~e)~-HMPA--base-] repeat units. Here we report the isolation and crystal structure of an adduct of HMPA with a sulfonylamide base, phenylsulfonylacetamide (PSA).
2-aminobenzothiazolephenylsulfonylacetamide (PSA)
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