Cargando…

Methyl 7,8-diacet­oxy-11-oxo-5-(2-oxo­pyrrolidin-1-yl)-7,9-epoxy­cyclo­penta­[4,5]pyrido[1,2-a]quinoline-10-carboxyl­ate sesquihydrate

The title compound, C(26)H(28)N(2)O(9)·1.5H(2)O, the product of an acid-catalysed Wagner–Meerwein skeletal rearrangement, crystallizes as a sesquihydrate with the O atom of one of the two independent water mol­ecules occupying a special position on a twofold axis. The organic mol­ecule comprises a f...

Descripción completa

Detalles Bibliográficos
Autores principales: Gurbanov, Atash V., Nikitina, Eugeniya V., Zaytsev, Vladimir P., Zubkov, Fedor I., Khrustalev, Victor N.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2980137/
https://www.ncbi.nlm.nih.gov/pubmed/21580091
http://dx.doi.org/10.1107/S160053680905363X
_version_ 1782191586392670208
author Gurbanov, Atash V.
Nikitina, Eugeniya V.
Zaytsev, Vladimir P.
Zubkov, Fedor I.
Khrustalev, Victor N.
author_facet Gurbanov, Atash V.
Nikitina, Eugeniya V.
Zaytsev, Vladimir P.
Zubkov, Fedor I.
Khrustalev, Victor N.
author_sort Gurbanov, Atash V.
collection PubMed
description The title compound, C(26)H(28)N(2)O(9)·1.5H(2)O, the product of an acid-catalysed Wagner–Meerwein skeletal rearrangement, crystallizes as a sesquihydrate with the O atom of one of the two independent water mol­ecules occupying a special position on a twofold axis. The organic mol­ecule comprises a fused penta­cyclic system containing two five-membered rings (cyclo­pentane and tetra­hydro­furan) and three six-membered rings (piperidinone, tetra­hydro­pyridine and benzene). The five-membered rings have the usual envelope conformations, and the central six-membered piperidinone and tetra­hydro­pyridine rings adopt boat and sofa conformations, respectively. In the crystal, there are three independent O—H⋯O hydrogen bonds, which link the organic mol­ecules and water mol­ecules into complex two-tier layers parallel to (001). The layers are further linked into a three-dimensional framework by attractive inter­molecular carbon­yl–carbonyl inter­actions.
format Text
id pubmed-2980137
institution National Center for Biotechnology Information
language English
publishDate 2009
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-29801372010-12-30 Methyl 7,8-diacet­oxy-11-oxo-5-(2-oxo­pyrrolidin-1-yl)-7,9-epoxy­cyclo­penta­[4,5]pyrido[1,2-a]quinoline-10-carboxyl­ate sesquihydrate Gurbanov, Atash V. Nikitina, Eugeniya V. Zaytsev, Vladimir P. Zubkov, Fedor I. Khrustalev, Victor N. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(26)H(28)N(2)O(9)·1.5H(2)O, the product of an acid-catalysed Wagner–Meerwein skeletal rearrangement, crystallizes as a sesquihydrate with the O atom of one of the two independent water mol­ecules occupying a special position on a twofold axis. The organic mol­ecule comprises a fused penta­cyclic system containing two five-membered rings (cyclo­pentane and tetra­hydro­furan) and three six-membered rings (piperidinone, tetra­hydro­pyridine and benzene). The five-membered rings have the usual envelope conformations, and the central six-membered piperidinone and tetra­hydro­pyridine rings adopt boat and sofa conformations, respectively. In the crystal, there are three independent O—H⋯O hydrogen bonds, which link the organic mol­ecules and water mol­ecules into complex two-tier layers parallel to (001). The layers are further linked into a three-dimensional framework by attractive inter­molecular carbon­yl–carbonyl inter­actions. International Union of Crystallography 2009-12-19 /pmc/articles/PMC2980137/ /pubmed/21580091 http://dx.doi.org/10.1107/S160053680905363X Text en © Gurbanov et al. 2010 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
Gurbanov, Atash V.
Nikitina, Eugeniya V.
Zaytsev, Vladimir P.
Zubkov, Fedor I.
Khrustalev, Victor N.
Methyl 7,8-diacet­oxy-11-oxo-5-(2-oxo­pyrrolidin-1-yl)-7,9-epoxy­cyclo­penta­[4,5]pyrido[1,2-a]quinoline-10-carboxyl­ate sesquihydrate
title Methyl 7,8-diacet­oxy-11-oxo-5-(2-oxo­pyrrolidin-1-yl)-7,9-epoxy­cyclo­penta­[4,5]pyrido[1,2-a]quinoline-10-carboxyl­ate sesquihydrate
title_full Methyl 7,8-diacet­oxy-11-oxo-5-(2-oxo­pyrrolidin-1-yl)-7,9-epoxy­cyclo­penta­[4,5]pyrido[1,2-a]quinoline-10-carboxyl­ate sesquihydrate
title_fullStr Methyl 7,8-diacet­oxy-11-oxo-5-(2-oxo­pyrrolidin-1-yl)-7,9-epoxy­cyclo­penta­[4,5]pyrido[1,2-a]quinoline-10-carboxyl­ate sesquihydrate
title_full_unstemmed Methyl 7,8-diacet­oxy-11-oxo-5-(2-oxo­pyrrolidin-1-yl)-7,9-epoxy­cyclo­penta­[4,5]pyrido[1,2-a]quinoline-10-carboxyl­ate sesquihydrate
title_short Methyl 7,8-diacet­oxy-11-oxo-5-(2-oxo­pyrrolidin-1-yl)-7,9-epoxy­cyclo­penta­[4,5]pyrido[1,2-a]quinoline-10-carboxyl­ate sesquihydrate
title_sort methyl 7,8-diacet­oxy-11-oxo-5-(2-oxo­pyrrolidin-1-yl)-7,9-epoxy­cyclo­penta­[4,5]pyrido[1,2-a]quinoline-10-carboxyl­ate sesquihydrate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2980137/
https://www.ncbi.nlm.nih.gov/pubmed/21580091
http://dx.doi.org/10.1107/S160053680905363X
work_keys_str_mv AT gurbanovatashv methyl78diacetoxy11oxo52oxopyrrolidin1yl79epoxycyclopenta45pyrido12aquinoline10carboxylatesesquihydrate
AT nikitinaeugeniyav methyl78diacetoxy11oxo52oxopyrrolidin1yl79epoxycyclopenta45pyrido12aquinoline10carboxylatesesquihydrate
AT zaytsevvladimirp methyl78diacetoxy11oxo52oxopyrrolidin1yl79epoxycyclopenta45pyrido12aquinoline10carboxylatesesquihydrate
AT zubkovfedori methyl78diacetoxy11oxo52oxopyrrolidin1yl79epoxycyclopenta45pyrido12aquinoline10carboxylatesesquihydrate
AT khrustalevvictorn methyl78diacetoxy11oxo52oxopyrrolidin1yl79epoxycyclopenta45pyrido12aquinoline10carboxylatesesquihydrate