Structure of (R,R)-4-bromo-2-{4-[4-bromo-1-(4-toluene­sulfon­yl)-1H-pyrrol-2-yl]-1,3-di­nitro­butan-2-yl}-1-(4-toluene­sulfon­yl)-1H-pyrrole, another ostensible by-product in the synthesis of geminal-dimethyl hydro­dipyrrins

Abstract

The crystal structure of (R,R)-4-bromo-2-{4-[4-bromo-1-(4-toluene­sulfon­yl)-1H-pyrrol-2-yl]-1,3-di­nitro­butan-2-yl}-1-(4-toluene­sulfon­yl)-1H-pyrrole (1, C26H24Br2N4O8S2) is presented. The title compound was isolated in suitable yield as a by-product in our synthesis of geminal-dimethyl hydro­dipyrrins. We observe an unforeseen enanti­omeric resolution both in the bulk sample and the crystal of 1, with distinct C—H...O (Cmeth­yl—H...Onitro, Csp3—H...Osulfon­yl) inter­actions observed in the enanti­omers present, along with other inter­actions, namely C5-pyrrol­yl—H...Osulfon­yl, 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-di­nitro­butane scaffold.