3-(2,6-Dioxopiperidin-3-yl)-3-azabicyclo[3.2.0]heptane-2,4-dione

Abstract

The title mol­ecule, C11H12N2O4, consists of a 3-aza­bicyclo­[3.2.0]heptane group containing a nearly planar cyclo­butane ring (r.m.s. deviation of fitted atoms is 0.0609 Å), fused to a pyrrolidine ring, bonded to a 2,6-dioxopiperidine ring at the 3-position. The angle between the mean planes of the cyclo­butane and fused pyrrolidine ring is 67.6 (6)°. The dihedral angles between the mean planes of the pyrrolidine and cyclo­butane rings and the dioxopiperidine ring are 73.9 (2) and 62.4 (4)°, respectively. The pyrrolidine and dioxopiperidine rings are twisted about the 3-yl group [torsion angles = −55.0 (1) and 115.0 (1)°] in a nearly perpendicular manner. Crystal packing is influenced by extensive inter­molecular C—H⋯O and N—H⋯O inter­actions between all four carbonyl O atoms and H atoms from the cyclo­butane and dioxopiperidine rings, as well as between the N atom and an H atom from the cyclo­butane ring. In addition, weak π-ring interactions also occur between H atoms from the cyclobutane ring and the five-membered pyrrolidine ring. As a result, mol­ecules are linked into infinite chains diagonally along the [101] plane of the unit cell in an alternate inverted pattern.