Ethyl 2-amino-1-(4-fluorophenyl)-5-oxo-4,5-dihydro-1H-pyrrole-3-carboxylate: crystal structure and Hirshfeld surface analysis

Abstract

In the title molecule, C12H13FN2O3, the central pyrrole ring makes a dihedral angle of 9.2 (3)° with the ethoxy carbonyl moiety whereas the fluorophenyl ring is rotated by 67.6 (2)° from the pyrrole ring. Supramolecular aggregation is due to off-centric π–π stacking interactions involving screw-related pairs of molecules, which are further connected by N—H...O and C—H...O interactions, forming a sinusoidal pattern along the [001] direction on the bc plane. Three-dimensional Hirshfeld surface analysis and two-dimensional fingerprint plots confirm the contributions of these interactions.

Keywords

• crystal structure
• halogen-substituted pyrrole derivative
• X-ray crystallography
• Hirshfeld surface analysis
• hydrogen bonding