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Structure of ( R , R )-4-bromo-2-{4-[4-bromo-1-(4-toluene-sulfon-yl)-1 H -pyrrol-2-yl]-1,3-di-nitro-butan-2-yl}-1-(4-toluene-sulfon-yl)-1 H -pyrrole, another ostensible by-product in the synthesis of geminal -dimethyl hydro-dipyrrins.

Harry C SampleBrendan TwamleyElisabeth Sitte
Published in: Acta crystallographica. Section E, Crystallographic communications (2023)
The crystal structure of ( R , R )-4-bromo-2-{4-[4-bromo-1-(4-toluene-sulfon-yl)-1 H -pyrrol-2-yl]-1,3-di-nitro-butan-2-yl}-1-(4-toluene-sulfon-yl)-1 H -pyrrole ( 1 , C 26 H 24 Br 2 N 4 O 8 S 2 ) is presented. The title compound was isolated in suitable yield as a by-product in our synthesis of geminal -dimethyl hydro-dipyrrins. We observe an unforeseen enanti-omeric resolution both in the bulk sample and the crystal of 1 , with distinct C-H⋯O (C meth-yl -H⋯O nitro , C sp 3 -H⋯O sulfon-yl ) inter-actions observed in the enanti-omers present, along with other inter-actions, namely C 5-pyrrol-yl -H⋯O sulfon-yl , forming a polymer along the crystallographic c -axis direction. Whilst pyrrolic fragments are well documented in the literature, little data is found surrounding the 1,3-di-nitro-butane scaffold.
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