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Methyl 3-(2-chlorophenyl)-2-(1H-indol-3-ylmethyl)-5-[1-(4-methoxyphenyl)-4-oxo-3-phenylazetidin-2-yl]-4-nitropyr­rolidine-2-carboxylate

In the mol­ecule of the title compound, C(37)H(33)ClN(4)O(6), the four-membered β-lactam ring is essentially planar and is oriented at dihedral angles of 30.0 (1), 76.3 (1) and 30.9 (1)° with respect to the methoxy­phenyl ring, the phenyl ring and the indole unit, respectively. The pyrrolidine ring...

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Autores principales: Nirmala, S., Kamala, E. Theboral Sugi, Sudha, L., Arumugam, N., Raghunathan, R.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2961341/
https://www.ncbi.nlm.nih.gov/pubmed/21202589
http://dx.doi.org/10.1107/S1600536808013585
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author Nirmala, S.
Kamala, E. Theboral Sugi
Sudha, L.
Arumugam, N.
Raghunathan, R.
author_facet Nirmala, S.
Kamala, E. Theboral Sugi
Sudha, L.
Arumugam, N.
Raghunathan, R.
author_sort Nirmala, S.
collection PubMed
description In the mol­ecule of the title compound, C(37)H(33)ClN(4)O(6), the four-membered β-lactam ring is essentially planar and is oriented at dihedral angles of 30.0 (1), 76.3 (1) and 30.9 (1)° with respect to the methoxy­phenyl ring, the phenyl ring and the indole unit, respectively. The pyrrolidine ring adopts a twist conformation. Intra­molecular C—H⋯Cl and C—H⋯O hydrogen bonds result in the formation of two five- and one six-membered rings. In the crystal structure, inter­molecular C—H⋯O and N—H⋯O hydrogen bonds link the mol­ecules. A weak π⋯π inter­action between the pyrrole rings further stabilizes the structure, with a centroid–centroid distance of 3.806 (2) Å.
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spelling pubmed-29613412010-12-30 Methyl 3-(2-chlorophenyl)-2-(1H-indol-3-ylmethyl)-5-[1-(4-methoxyphenyl)-4-oxo-3-phenylazetidin-2-yl]-4-nitropyr­rolidine-2-carboxylate Nirmala, S. Kamala, E. Theboral Sugi Sudha, L. Arumugam, N. Raghunathan, R. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the mol­ecule of the title compound, C(37)H(33)ClN(4)O(6), the four-membered β-lactam ring is essentially planar and is oriented at dihedral angles of 30.0 (1), 76.3 (1) and 30.9 (1)° with respect to the methoxy­phenyl ring, the phenyl ring and the indole unit, respectively. The pyrrolidine ring adopts a twist conformation. Intra­molecular C—H⋯Cl and C—H⋯O hydrogen bonds result in the formation of two five- and one six-membered rings. In the crystal structure, inter­molecular C—H⋯O and N—H⋯O hydrogen bonds link the mol­ecules. A weak π⋯π inter­action between the pyrrole rings further stabilizes the structure, with a centroid–centroid distance of 3.806 (2) Å. International Union of Crystallography 2008-05-14 /pmc/articles/PMC2961341/ /pubmed/21202589 http://dx.doi.org/10.1107/S1600536808013585 Text en © Nirmala et al. 2008 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Nirmala, S.
Kamala, E. Theboral Sugi
Sudha, L.
Arumugam, N.
Raghunathan, R.
Methyl 3-(2-chlorophenyl)-2-(1H-indol-3-ylmethyl)-5-[1-(4-methoxyphenyl)-4-oxo-3-phenylazetidin-2-yl]-4-nitropyr­rolidine-2-carboxylate
title Methyl 3-(2-chlorophenyl)-2-(1H-indol-3-ylmethyl)-5-[1-(4-methoxyphenyl)-4-oxo-3-phenylazetidin-2-yl]-4-nitropyr­rolidine-2-carboxylate
title_full Methyl 3-(2-chlorophenyl)-2-(1H-indol-3-ylmethyl)-5-[1-(4-methoxyphenyl)-4-oxo-3-phenylazetidin-2-yl]-4-nitropyr­rolidine-2-carboxylate
title_fullStr Methyl 3-(2-chlorophenyl)-2-(1H-indol-3-ylmethyl)-5-[1-(4-methoxyphenyl)-4-oxo-3-phenylazetidin-2-yl]-4-nitropyr­rolidine-2-carboxylate
title_full_unstemmed Methyl 3-(2-chlorophenyl)-2-(1H-indol-3-ylmethyl)-5-[1-(4-methoxyphenyl)-4-oxo-3-phenylazetidin-2-yl]-4-nitropyr­rolidine-2-carboxylate
title_short Methyl 3-(2-chlorophenyl)-2-(1H-indol-3-ylmethyl)-5-[1-(4-methoxyphenyl)-4-oxo-3-phenylazetidin-2-yl]-4-nitropyr­rolidine-2-carboxylate
title_sort methyl 3-(2-chlorophenyl)-2-(1h-indol-3-ylmethyl)-5-[1-(4-methoxyphenyl)-4-oxo-3-phenylazetidin-2-yl]-4-nitropyr­rolidine-2-carboxylate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2961341/
https://www.ncbi.nlm.nih.gov/pubmed/21202589
http://dx.doi.org/10.1107/S1600536808013585
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AT sudhal methyl32chlorophenyl21hindol3ylmethyl514methoxyphenyl4oxo3phenylazetidin2yl4nitropyrrolidine2carboxylate
AT arumugamn methyl32chlorophenyl21hindol3ylmethyl514methoxyphenyl4oxo3phenylazetidin2yl4nitropyrrolidine2carboxylate
AT raghunathanr methyl32chlorophenyl21hindol3ylmethyl514methoxyphenyl4oxo3phenylazetidin2yl4nitropyrrolidine2carboxylate