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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...

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Detalles Bibliográficos
Autores principales: Suhitha, Sivasubramanian, Srinivasan, Thothadri, Rajesh, Raju, Raghunathan, Raghavachary, Velmurugan, Devadasan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
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.
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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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