N-H...O hydrogen bonding and π- π interactions in 2-Amino-1- (4-methoxy-phenyl)-5-oxo-4,5-dihydro-1H-pyrrole-3- carboxylic acid ethyl ester

Abstract

The pyrrole derivatives show a broad spectrum of biological activities such as anticancer, antidiabetic, aldose reductase inhibition, anti-inflammatory and analgesic activities and therefore these derivatives attracted much attention. The title compound, 2-Amino-1-(4-methoxy-phenyl)-5-oxo-4,5- dihydro-1H-pyrrole-3-carboxylic acid ethyl ester, C14H16N2O4, a novel Pyrrole derivative has been synthesized and characterized by NMR. The crystal structure of it is determined using X-ray crystallographic technique. It crystallizes in to monoclinic space group P21/n with lattice parameters a = 4.088, b = 27.696, c = 11.763 A and β = 93.76(0)°. In the title compound, the pyrrole ring is planar. The configuration of the substituted ethoxy carbonyl moiety is an extended zigzag chain lying parallel along b-axis. N-H…O (intra) and N-H…O (inter) interactions along with C-H…O interactions form a ring and chain of (14) graph-set motifs respectively. Another C-H…O interactions interlinked the rings forming molecular chain along [001] direction. An off-centric π-π interaction involving pyrrole ring and symmetry related phenyl ring of the superimposed molecular chain responsible for the stability of the molecule along [100] direction.