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Dimethyl 2-[24-acetyl-28-oxo-8,11,14-trioxa-24,27-diaza­penta­cyclo­[19.5.1.1(22,26).0(2,7).0(15,20)]octa­cosa-2,4,6,15(20),16,18-hexaen-27-yl]but-2-enedioate

The title compound, C(31)H(34)N(2)O(9), is a product of the Michael addition of the cyclic secondary amine subunit of the (bis­pidino)aza-14-crown-4 ether to dimethyl acetyl­ene­dicarboxyl­ate. The mol­ecule comprises a tricyclic system containing the aza-14-crown-3 ether macrocycle and two six-memb...

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Autores principales: Hieu, Truong Hong, Anh, Le Tuan, Soldatenkov, Anatoly T., Kolyadina, Nadezhda M., Khrustalev, Victor N.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3414347/
https://www.ncbi.nlm.nih.gov/pubmed/22904880
http://dx.doi.org/10.1107/S1600536812030644
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author Hieu, Truong Hong
Anh, Le Tuan
Soldatenkov, Anatoly T.
Kolyadina, Nadezhda M.
Khrustalev, Victor N.
author_facet Hieu, Truong Hong
Anh, Le Tuan
Soldatenkov, Anatoly T.
Kolyadina, Nadezhda M.
Khrustalev, Victor N.
author_sort Hieu, Truong Hong
collection PubMed
description The title compound, C(31)H(34)N(2)O(9), is a product of the Michael addition of the cyclic secondary amine subunit of the (bis­pidino)aza-14-crown-4 ether to dimethyl acetyl­ene­dicarboxyl­ate. The mol­ecule comprises a tricyclic system containing the aza-14-crown-3 ether macrocycle and two six-membered piperidinone rings. The aza-14-crown-3-ether ring adopts a bowl conformation with a dihedral angle between the planes of the fused benzene rings of 51.14 (5)°. The central piperidone ring has a boat conformation, whereas the terminal piperidone ring adopts a chair conformation. The dimethyl ethyl­enedicarboxyl­ate fragment has a cis configuration with a dihedral angle of 56.56 (7)° between the two carboxyl­ate groups. The crystal packing is stabilized by weak C—H⋯O hydrogen bonds.
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spelling pubmed-34143472012-08-17 Dimethyl 2-[24-acetyl-28-oxo-8,11,14-trioxa-24,27-diaza­penta­cyclo­[19.5.1.1(22,26).0(2,7).0(15,20)]octa­cosa-2,4,6,15(20),16,18-hexaen-27-yl]but-2-enedioate Hieu, Truong Hong Anh, Le Tuan Soldatenkov, Anatoly T. Kolyadina, Nadezhda M. Khrustalev, Victor N. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(31)H(34)N(2)O(9), is a product of the Michael addition of the cyclic secondary amine subunit of the (bis­pidino)aza-14-crown-4 ether to dimethyl acetyl­ene­dicarboxyl­ate. The mol­ecule comprises a tricyclic system containing the aza-14-crown-3 ether macrocycle and two six-membered piperidinone rings. The aza-14-crown-3-ether ring adopts a bowl conformation with a dihedral angle between the planes of the fused benzene rings of 51.14 (5)°. The central piperidone ring has a boat conformation, whereas the terminal piperidone ring adopts a chair conformation. The dimethyl ethyl­enedicarboxyl­ate fragment has a cis configuration with a dihedral angle of 56.56 (7)° between the two carboxyl­ate groups. The crystal packing is stabilized by weak C—H⋯O hydrogen bonds. International Union of Crystallography 2012-07-10 /pmc/articles/PMC3414347/ /pubmed/22904880 http://dx.doi.org/10.1107/S1600536812030644 Text en © Hieu 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
Hieu, Truong Hong
Anh, Le Tuan
Soldatenkov, Anatoly T.
Kolyadina, Nadezhda M.
Khrustalev, Victor N.
Dimethyl 2-[24-acetyl-28-oxo-8,11,14-trioxa-24,27-diaza­penta­cyclo­[19.5.1.1(22,26).0(2,7).0(15,20)]octa­cosa-2,4,6,15(20),16,18-hexaen-27-yl]but-2-enedioate
title Dimethyl 2-[24-acetyl-28-oxo-8,11,14-trioxa-24,27-diaza­penta­cyclo­[19.5.1.1(22,26).0(2,7).0(15,20)]octa­cosa-2,4,6,15(20),16,18-hexaen-27-yl]but-2-enedioate
title_full Dimethyl 2-[24-acetyl-28-oxo-8,11,14-trioxa-24,27-diaza­penta­cyclo­[19.5.1.1(22,26).0(2,7).0(15,20)]octa­cosa-2,4,6,15(20),16,18-hexaen-27-yl]but-2-enedioate
title_fullStr Dimethyl 2-[24-acetyl-28-oxo-8,11,14-trioxa-24,27-diaza­penta­cyclo­[19.5.1.1(22,26).0(2,7).0(15,20)]octa­cosa-2,4,6,15(20),16,18-hexaen-27-yl]but-2-enedioate
title_full_unstemmed Dimethyl 2-[24-acetyl-28-oxo-8,11,14-trioxa-24,27-diaza­penta­cyclo­[19.5.1.1(22,26).0(2,7).0(15,20)]octa­cosa-2,4,6,15(20),16,18-hexaen-27-yl]but-2-enedioate
title_short Dimethyl 2-[24-acetyl-28-oxo-8,11,14-trioxa-24,27-diaza­penta­cyclo­[19.5.1.1(22,26).0(2,7).0(15,20)]octa­cosa-2,4,6,15(20),16,18-hexaen-27-yl]but-2-enedioate
title_sort dimethyl 2-[24-acetyl-28-oxo-8,11,14-trioxa-24,27-diaza­penta­cyclo­[19.5.1.1(22,26).0(2,7).0(15,20)]octa­cosa-2,4,6,15(20),16,18-hexaen-27-yl]but-2-enedioate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3414347/
https://www.ncbi.nlm.nih.gov/pubmed/22904880
http://dx.doi.org/10.1107/S1600536812030644
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