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Methyl 11-hy­droxy-9-[1-(4-meth­oxy­phen­yl)-4-oxo-3-phen­oxy­azetidin-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(8), one of the pyrrolidine rings in the pyrrolizidine ring system adopts a twist conformation, whereas the other ring adopts an envelope conformation (C atom as flap). The five-membered ring in the indene ring system and the fused furan ring also adopt envelope...

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Autores principales: Sundaramoorthy, S., Rajesh, R., Raghunathan, R., Velmurugan, D.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3393998/
https://www.ncbi.nlm.nih.gov/pubmed/22798863
http://dx.doi.org/10.1107/S1600536812027341
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author Sundaramoorthy, S.
Rajesh, R.
Raghunathan, R.
Velmurugan, D.
author_facet Sundaramoorthy, S.
Rajesh, R.
Raghunathan, R.
Velmurugan, D.
author_sort Sundaramoorthy, S.
collection PubMed
description In the title compound, C(34)H(32)N(2)O(8), one of the pyrrolidine rings in the pyrrolizidine ring system adopts a twist conformation, whereas the other ring adopts an envelope conformation (C atom as flap). The five-membered ring in the indene ring system and the fused furan ring also adopt envelope conformations (C and O atoms as flaps, respectively). The β-lactam ring makes dihedral angles of 23.41 (2) and 25.98 (2)°, respectively, with the attached meth­oxy­phenyl and phen­oxy rings. The mol­ecular conformation is stabilized by an intra­molecular O—H⋯N hydrogen bond, generating an S(5) motif. In the crystal, mol­ecules are linked into C(12) chains running along the a axis by C—H⋯O hydrogen bonds. The structure is further consolidated by weak inter­molecular C—H⋯π and π–π inter­actions [centroid–centroid distance = 3.7987 (14) Å].
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spelling pubmed-33939982012-07-13 Methyl 11-hy­droxy-9-[1-(4-meth­oxy­phen­yl)-4-oxo-3-phen­oxy­azetidin-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 Sundaramoorthy, S. Rajesh, R. Raghunathan, R. Velmurugan, D. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(34)H(32)N(2)O(8), one of the pyrrolidine rings in the pyrrolizidine ring system adopts a twist conformation, whereas the other ring adopts an envelope conformation (C atom as flap). The five-membered ring in the indene ring system and the fused furan ring also adopt envelope conformations (C and O atoms as flaps, respectively). The β-lactam ring makes dihedral angles of 23.41 (2) and 25.98 (2)°, respectively, with the attached meth­oxy­phenyl and phen­oxy rings. The mol­ecular conformation is stabilized by an intra­molecular O—H⋯N hydrogen bond, generating an S(5) motif. In the crystal, mol­ecules are linked into C(12) chains running along the a axis by C—H⋯O hydrogen bonds. The structure is further consolidated by weak inter­molecular C—H⋯π and π–π inter­actions [centroid–centroid distance = 3.7987 (14) Å]. International Union of Crystallography 2012-06-23 /pmc/articles/PMC3393998/ /pubmed/22798863 http://dx.doi.org/10.1107/S1600536812027341 Text en © Sundaramoorthy 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
Sundaramoorthy, S.
Rajesh, R.
Raghunathan, R.
Velmurugan, D.
Methyl 11-hy­droxy-9-[1-(4-meth­oxy­phen­yl)-4-oxo-3-phen­oxy­azetidin-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-phen­oxy­azetidin-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-phen­oxy­azetidin-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-phen­oxy­azetidin-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-phen­oxy­azetidin-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-phen­oxy­azetidin-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-phen­oxy­azetidin-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/PMC3393998/
https://www.ncbi.nlm.nih.gov/pubmed/22798863
http://dx.doi.org/10.1107/S1600536812027341
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