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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...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2008
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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. |
format | Text |
id | pubmed-2961341 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2008 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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