Abstract
In the title mol-ecule, C12H13FN2O3, the central pyrrole ring makes a dihedral angle of 9.2 (3)° with the eth-oxy carbonyl moiety whereas the fluoro-phenyl ring is rotated by 67.6 (2)° from the pyrrole ring. Supra-molecular aggregation is due to off-centric π-π stacking inter-actions involving screw-related pairs of mol-ecules, which are further connected by N-H⋯O and C-H⋯O inter-actions, 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 inter-actions.
Highlights
0.5 al., 2012) and 2-amino-1-(4-methoxyphenyl)-5-oxo-4,5-dihydro-1H-pyrrole-3-carboxylic acid ethyl ester (Patel et al, 2013), in which the fluorophenyl ring of the title compound is replaced by a bromo or methoxyphenyl ring, are reported in the Cambridge Structural Database (Groom et al, 2016)
The stirring was continued until the chloroacetamide derivative had been consumed (20 min), monitored TLC
This was taken into a separating funnel and the aqueous phase was neutralized with glacial acetic acid
Summary
An electron-rich five-membered unsaturated ring, and its derivatives are widely used as intermediates in the synthesis of organic compounds, medicines, pharmaceuticals, agrochemicals, perfumes etc. Substitution by a halogen (Cl, Br, F, I) is known to increase the activities of drug molecules and this group of molecules interact with receptors via halogen bonding. Specific halogen-bonding interactions are responsible for the supramolecular architecture in halogen-substituted heterocycles. Bearing in mind the importance of pyrrole and the role of halogens, we have synthesized a series of halogen-substituted pyrrole derivatives. Bromo and methoxy derivatives of the title molecule have been reported earlier (Patel et al, 2012, 2013). The intramolecular N6—H61 O19 hydrogen bond involving the carbonyl oxygen atom O19 leads to the formation of a pseudo-six-membered ring with an S(6) graph-set motif. ORTEP view of the title molecule with the atom-labelling scheme and displacement ellipsoids drawn at the 50% probability level
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callMore From: Acta crystallographica. Section E, Crystallographic communications
Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
