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11-Hydroxy-9-[1-(4-methylphenyl)-4-oxo-3-phenylazetidin-2-yl]-18-oxo-10-oxa-2-azapentacyclo[9.7.0.0(1,8).0(2,6).0(12,17)]octadeca-12,14,16-triene-8-carbonitrile
In the title compound, C(33)H(29)N(3)O(5), the four-membered ring of the β-lactam fragment is essentially planar (r.m.s. deviation = 0.0122 Å), with the carbonyl O atom displaced from this ring by 0.856 (9) Å. The mean planes of the methoxyphenyl and phenyl rings are inclined at dihedral angles 85...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588836/ https://www.ncbi.nlm.nih.gov/pubmed/23468801 http://dx.doi.org/10.1107/S1600536812044479 |
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author | Suhitha, Sivasubramanian Srinivasan, Thothadri Rajesh, Raju Raghunathan, Raghavachary Velmurugan, Devadasan |
author_facet | Suhitha, Sivasubramanian Srinivasan, Thothadri Rajesh, Raju Raghunathan, Raghavachary Velmurugan, Devadasan |
author_sort | Suhitha, Sivasubramanian |
collection | PubMed |
description | In the title compound, C(33)H(29)N(3)O(5), the four-membered ring of the β-lactam fragment is essentially planar (r.m.s. deviation = 0.0122 Å), with the carbonyl O atom displaced from this ring by 0.856 (9) Å. The mean planes of the methoxyphenyl and phenyl rings are inclined at dihedral angles 85.10 (7) and 21.56 (14)°, respectively, with respect to the mean plane of the four-membered ring. The pyrrolidine rings adopt envelope conformations with C atoms lying 0.535 (4) and 0.519 (4) Å out of the planes formed by the remaining ring atoms. The furan ring also adopts an envelope conformation with a C atom 0.560 (3) Å out of the plane formed by the remaining ring atoms. The nine-membered indene ring is almost planar (r.m.s. deviation = 0.0240 Å), with the carbonyl O atom displaced by 0.145 (3) Å from this ring. The molecular structure is stabilized by a strong intramolecular O—H⋯N hydrogen bond and the crystal structure is consolidated by C—H⋯O hydrogen bonds. |
format | Online Article Text |
id | pubmed-3588836 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-35888362013-03-06 11-Hydroxy-9-[1-(4-methylphenyl)-4-oxo-3-phenylazetidin-2-yl]-18-oxo-10-oxa-2-azapentacyclo[9.7.0.0(1,8).0(2,6).0(12,17)]octadeca-12,14,16-triene-8-carbonitrile Suhitha, Sivasubramanian Srinivasan, Thothadri Rajesh, Raju Raghunathan, Raghavachary Velmurugan, Devadasan Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(33)H(29)N(3)O(5), the four-membered ring of the β-lactam fragment is essentially planar (r.m.s. deviation = 0.0122 Å), with the carbonyl O atom displaced from this ring by 0.856 (9) Å. The mean planes of the methoxyphenyl and phenyl rings are inclined at dihedral angles 85.10 (7) and 21.56 (14)°, respectively, with respect to the mean plane of the four-membered ring. The pyrrolidine rings adopt envelope conformations with C atoms lying 0.535 (4) and 0.519 (4) Å out of the planes formed by the remaining ring atoms. The furan ring also adopts an envelope conformation with a C atom 0.560 (3) Å out of the plane formed by the remaining ring atoms. The nine-membered indene ring is almost planar (r.m.s. deviation = 0.0240 Å), with the carbonyl O atom displaced by 0.145 (3) Å from this ring. The molecular structure is stabilized by a strong intramolecular O—H⋯N hydrogen bond and the crystal structure is consolidated by C—H⋯O hydrogen bonds. International Union of Crystallography 2012-11-07 /pmc/articles/PMC3588836/ /pubmed/23468801 http://dx.doi.org/10.1107/S1600536812044479 Text en © Suhitha et al. 2012 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 Suhitha, Sivasubramanian Srinivasan, Thothadri Rajesh, Raju Raghunathan, Raghavachary Velmurugan, Devadasan 11-Hydroxy-9-[1-(4-methylphenyl)-4-oxo-3-phenylazetidin-2-yl]-18-oxo-10-oxa-2-azapentacyclo[9.7.0.0(1,8).0(2,6).0(12,17)]octadeca-12,14,16-triene-8-carbonitrile |
title | 11-Hydroxy-9-[1-(4-methylphenyl)-4-oxo-3-phenylazetidin-2-yl]-18-oxo-10-oxa-2-azapentacyclo[9.7.0.0(1,8).0(2,6).0(12,17)]octadeca-12,14,16-triene-8-carbonitrile |
title_full | 11-Hydroxy-9-[1-(4-methylphenyl)-4-oxo-3-phenylazetidin-2-yl]-18-oxo-10-oxa-2-azapentacyclo[9.7.0.0(1,8).0(2,6).0(12,17)]octadeca-12,14,16-triene-8-carbonitrile |
title_fullStr | 11-Hydroxy-9-[1-(4-methylphenyl)-4-oxo-3-phenylazetidin-2-yl]-18-oxo-10-oxa-2-azapentacyclo[9.7.0.0(1,8).0(2,6).0(12,17)]octadeca-12,14,16-triene-8-carbonitrile |
title_full_unstemmed | 11-Hydroxy-9-[1-(4-methylphenyl)-4-oxo-3-phenylazetidin-2-yl]-18-oxo-10-oxa-2-azapentacyclo[9.7.0.0(1,8).0(2,6).0(12,17)]octadeca-12,14,16-triene-8-carbonitrile |
title_short | 11-Hydroxy-9-[1-(4-methylphenyl)-4-oxo-3-phenylazetidin-2-yl]-18-oxo-10-oxa-2-azapentacyclo[9.7.0.0(1,8).0(2,6).0(12,17)]octadeca-12,14,16-triene-8-carbonitrile |
title_sort | 11-hydroxy-9-[1-(4-methylphenyl)-4-oxo-3-phenylazetidin-2-yl]-18-oxo-10-oxa-2-azapentacyclo[9.7.0.0(1,8).0(2,6).0(12,17)]octadeca-12,14,16-triene-8-carbonitrile |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588836/ https://www.ncbi.nlm.nih.gov/pubmed/23468801 http://dx.doi.org/10.1107/S1600536812044479 |
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