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

In the title mol­ecule, C(12)H(13)FN(2)O(3), 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 involvi...

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Autores principales: Patel, U. H., Jotaniya, Chintan, Shah, D. A., Socha, Bhavesh
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2017
Materias:
Research Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5588575/
https://www.ncbi.nlm.nih.gov/pubmed/28932469
http://dx.doi.org/10.1107/S2056989017011628
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author Patel, U. H.
Jotaniya, Chintan
Shah, D. A.
Socha, Bhavesh
author_facet Patel, U. H.
Jotaniya, Chintan
Shah, D. A.
Socha, Bhavesh
author_sort Patel, U. H.
collection PubMed
description In the title mol­ecule, C(12)H(13)FN(2)O(3), 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.
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spelling pubmed-55885752017-09-20 Ethyl 2-amino-1-(4-fluoro­phen­yl)-5-oxo-4,5-di­hydro-1H-pyrrole-3-carboxyl­ate: crystal structure and Hirshfeld surface analysis Patel, U. H. Jotaniya, Chintan Shah, D. A. Socha, Bhavesh Acta Crystallogr E Crystallogr Commun Research Communications In the title mol­ecule, C(12)H(13)FN(2)O(3), 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. International Union of Crystallography 2017-08-11 /pmc/articles/PMC5588575/ /pubmed/28932469 http://dx.doi.org/10.1107/S2056989017011628 Text en © Patel et al. 2017 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/2.0/uk/
spellingShingle Research Communications
Patel, U. H.
Jotaniya, Chintan
Shah, D. A.
Socha, Bhavesh
Ethyl 2-amino-1-(4-fluoro­phen­yl)-5-oxo-4,5-di­hydro-1H-pyrrole-3-carboxyl­ate: crystal structure and Hirshfeld surface analysis
title Ethyl 2-amino-1-(4-fluoro­phen­yl)-5-oxo-4,5-di­hydro-1H-pyrrole-3-carboxyl­ate: crystal structure and Hirshfeld surface analysis
title_full Ethyl 2-amino-1-(4-fluoro­phen­yl)-5-oxo-4,5-di­hydro-1H-pyrrole-3-carboxyl­ate: crystal structure and Hirshfeld surface analysis
title_fullStr Ethyl 2-amino-1-(4-fluoro­phen­yl)-5-oxo-4,5-di­hydro-1H-pyrrole-3-carboxyl­ate: crystal structure and Hirshfeld surface analysis
title_full_unstemmed Ethyl 2-amino-1-(4-fluoro­phen­yl)-5-oxo-4,5-di­hydro-1H-pyrrole-3-carboxyl­ate: crystal structure and Hirshfeld surface analysis
title_short Ethyl 2-amino-1-(4-fluoro­phen­yl)-5-oxo-4,5-di­hydro-1H-pyrrole-3-carboxyl­ate: crystal structure and Hirshfeld surface analysis
title_sort ethyl 2-amino-1-(4-fluoro­phen­yl)-5-oxo-4,5-di­hydro-1h-pyrrole-3-carboxyl­ate: crystal structure and hirshfeld surface analysis
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5588575/
https://www.ncbi.nlm.nih.gov/pubmed/28932469
http://dx.doi.org/10.1107/S2056989017011628
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AT shahda ethyl2amino14fluorophenyl5oxo45dihydro1hpyrrole3carboxylatecrystalstructureandhirshfeldsurfaceanalysis
AT sochabhavesh ethyl2amino14fluorophenyl5oxo45dihydro1hpyrrole3carboxylatecrystalstructureandhirshfeldsurfaceanalysis

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