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24-Acetyl-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-28-one

The title compound, C(25)H(28)N(2)O(5), is a product of the Petrenko–Kritchenko condensation of N-acetyl­piperidone with 1,5-bis­(2-formyl­phen­oxy)-3-oxapentane and ammonium acetate. The mol­ecule comprises a fused penta­cyclic system containing an aza-14-crown-3-ether macrocycle, two piperidone an...

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Autores principales: Anh, Le Tuan, Hieu, Truong Hong, 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/PMC3393972/
https://www.ncbi.nlm.nih.gov/pubmed/22798837
http://dx.doi.org/10.1107/S1600536812027274
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author Anh, Le Tuan
Hieu, Truong Hong
Soldatenkov, Anatoly T.
Kolyadina, Nadezhda M.
Khrustalev, Victor N.
author_facet Anh, Le Tuan
Hieu, Truong Hong
Soldatenkov, Anatoly T.
Kolyadina, Nadezhda M.
Khrustalev, Victor N.
author_sort Anh, Le Tuan
collection PubMed
description The title compound, C(25)H(28)N(2)O(5), is a product of the Petrenko–Kritchenko condensation of N-acetyl­piperidone with 1,5-bis­(2-formyl­phen­oxy)-3-oxapentane and ammonium acetate. The mol­ecule comprises a fused penta­cyclic system containing an aza-14-crown-3-ether macrocycle, two piperidone and two benzene rings. The aza-14-crown-3-ether ring adopts a bowl conformation. The dihedral angle between the benzene rings fused to the aza-14-crown-4-ether unit is 70.18 (4)°. The central piperidone ring has a boat conformation, whereas the terminal piperidone ring adopts a chair conformation. The conformation of the central piperidone ring is determined by two intra­molecular N—H⋯O hydrogen bonds. In the crystal, mol­ecules are linked by weak C—H⋯O inter­actions into chains along [010].
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spelling pubmed-33939722012-07-13 24-Acetyl-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-28-one Anh, Le Tuan Hieu, Truong Hong Soldatenkov, Anatoly T. Kolyadina, Nadezhda M. Khrustalev, Victor N. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(25)H(28)N(2)O(5), is a product of the Petrenko–Kritchenko condensation of N-acetyl­piperidone with 1,5-bis­(2-formyl­phen­oxy)-3-oxapentane and ammonium acetate. The mol­ecule comprises a fused penta­cyclic system containing an aza-14-crown-3-ether macrocycle, two piperidone and two benzene rings. The aza-14-crown-3-ether ring adopts a bowl conformation. The dihedral angle between the benzene rings fused to the aza-14-crown-4-ether unit is 70.18 (4)°. The central piperidone ring has a boat conformation, whereas the terminal piperidone ring adopts a chair conformation. The conformation of the central piperidone ring is determined by two intra­molecular N—H⋯O hydrogen bonds. In the crystal, mol­ecules are linked by weak C—H⋯O inter­actions into chains along [010]. International Union of Crystallography 2012-06-23 /pmc/articles/PMC3393972/ /pubmed/22798837 http://dx.doi.org/10.1107/S1600536812027274 Text en © Anh 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
Anh, Le Tuan
Hieu, Truong Hong
Soldatenkov, Anatoly T.
Kolyadina, Nadezhda M.
Khrustalev, Victor N.
24-Acetyl-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-28-one
title 24-Acetyl-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-28-one
title_full 24-Acetyl-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-28-one
title_fullStr 24-Acetyl-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-28-one
title_full_unstemmed 24-Acetyl-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-28-one
title_short 24-Acetyl-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-28-one
title_sort 24-acetyl-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-28-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3393972/
https://www.ncbi.nlm.nih.gov/pubmed/22798837
http://dx.doi.org/10.1107/S1600536812027274
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