(4-Nitrophenyl)methyl 2,3-dihydro-1H-pyrrole-1-carboxylate: crystal structure and Hirshfeld analysis

• Main Authors: Julio Zukerman-Schpector, Monica Soto-Monsalve, Regina H. De Almeida Santos, Ariel L. L. Garcia, Carlos Roque D. Correia, Mukesh M. Jotani, Edward R. T. Tiekink
• Format: Article
• Language: English
• Published: International Union of Crystallography 2018-03-01
• Series: Acta Crystallographica Section E: Crystallographic Communications
• Subjects: crystal structure; dihydropyrrole; ester; nitro-O...π interactions; Hirshfeld surface analysis
• Online Access: http://scripts.iucr.org/cgi-bin/paper?S2056989018002451
• ISSN: 2056-9890

In the title compound, C12H12N2O4, the dihydropyrrole ring is almost planar (r.m.s. deviation = 0.0049 Å) and is nearly coplanar with the adjacent C2O2 residue [dihedral angle = 4.56 (9)°], which links to the 4-nitrobenzene substituent [dihedral angle = 4.58 (8)°]. The molecule is concave, with the outer rings lying to the same side of the central C2O2 residue and being inclined to each other [dihedral angle = 8.30 (7)°]. In the crystal, supramolecular layers parallel to (10-5) are sustained by nitrobenzene-C—H...O(carbonyl) and pyrrole-C—H...O(nitro) interactions. The layers are connected into a three-dimensional architecture by π(pyrrole)–π(nitrobenzene) stacking [inter-centroid separation = 3.7414 (10) Å] and nitro-O...π(pyrrole) interactions.