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Methyl 11-hy­droxy-9-[1-(4-meth­oxy­phen­yl)-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(17),13,15-triene-8-carboxyl­ate

In the title compound, C(34)H(32)N(2)O(7), the furan ring adopts a twist conformation and both the pyrrolidine rings adopt envelope conformations with O and C as flap atoms. The β-lactam ring makes a dihedral angles of 80.20 (10)° with the furan ring, of 75.55 (10)° with the pyrrolidine ring, of 12....

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Autores principales: Suhitha, Sivasubramanian, Srinivasan, Thothadri, Rajesh, Raju, Raghunathan, Raghavachary, Velmurugan, Devadasan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588541/
https://www.ncbi.nlm.nih.gov/pubmed/23476608
http://dx.doi.org/10.1107/S1600536813004789
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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(34)H(32)N(2)O(7), the furan ring adopts a twist conformation and both the pyrrolidine rings adopt envelope conformations with O and C as flap atoms. The β-lactam ring makes a dihedral angles of 80.20 (10)° with the furan ring, of 75.55 (10)° with the pyrrolidine ring, of 12.26 (10)° with the meth­oxy­phenyl ring and of 73.77 (13)° with the phenyl ring. The O atom attached to the β-lactam ring deviates by 0.0385 (13) Å from the ring plane. The mol­ecular conformation is stabilized by intra­molecular O—H⋯N and C—H⋯O hydrogen bonds. The packing of the crystal is stabilized by inter­molecular C—H⋯O hydrogen bonds, which form a chain running along the b axis.
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spelling pubmed-35885412013-03-08 Methyl 11-hy­droxy-9-[1-(4-meth­oxy­phen­yl)-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(17),13,15-triene-8-carboxyl­ate Suhitha, Sivasubramanian Srinivasan, Thothadri Rajesh, Raju Raghunathan, Raghavachary Velmurugan, Devadasan Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(34)H(32)N(2)O(7), the furan ring adopts a twist conformation and both the pyrrolidine rings adopt envelope conformations with O and C as flap atoms. The β-lactam ring makes a dihedral angles of 80.20 (10)° with the furan ring, of 75.55 (10)° with the pyrrolidine ring, of 12.26 (10)° with the meth­oxy­phenyl ring and of 73.77 (13)° with the phenyl ring. The O atom attached to the β-lactam ring deviates by 0.0385 (13) Å from the ring plane. The mol­ecular conformation is stabilized by intra­molecular O—H⋯N and C—H⋯O hydrogen bonds. The packing of the crystal is stabilized by inter­molecular C—H⋯O hydrogen bonds, which form a chain running along the b axis. International Union of Crystallography 2013-02-23 /pmc/articles/PMC3588541/ /pubmed/23476608 http://dx.doi.org/10.1107/S1600536813004789 Text en © Suhitha et al. 2013 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
Methyl 11-hy­droxy-9-[1-(4-meth­oxy­phen­yl)-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(17),13,15-triene-8-carboxyl­ate
title Methyl 11-hy­droxy-9-[1-(4-meth­oxy­phen­yl)-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(17),13,15-triene-8-carboxyl­ate
title_full Methyl 11-hy­droxy-9-[1-(4-meth­oxy­phen­yl)-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(17),13,15-triene-8-carboxyl­ate
title_fullStr Methyl 11-hy­droxy-9-[1-(4-meth­oxy­phen­yl)-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(17),13,15-triene-8-carboxyl­ate
title_full_unstemmed Methyl 11-hy­droxy-9-[1-(4-meth­oxy­phen­yl)-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(17),13,15-triene-8-carboxyl­ate
title_short Methyl 11-hy­droxy-9-[1-(4-meth­oxy­phen­yl)-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(17),13,15-triene-8-carboxyl­ate
title_sort methyl 11-hy­droxy-9-[1-(4-meth­oxy­phen­yl)-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(17),13,15-triene-8-carboxyl­ate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588541/
https://www.ncbi.nlm.nih.gov/pubmed/23476608
http://dx.doi.org/10.1107/S1600536813004789
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