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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...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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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. |
format | Online Article Text |
id | pubmed-3414347 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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