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12-Anilinomethyl-9α-hy­droxy-4,8-dimethyl-3,14-dioxatricyclo­[9.3.0.0(2,4)]tetra­dec-7-en-13-one

The title compound, C(21)H(27)NO(4), was synthesized from 9α-hy­droxy­parthenolide, which was isolated from the chloro­form extract of the aerial parts of Anvillea radiata. The asymmetric unit contains two independent mol­ecules. In each, the ten-membered ring displays an approximative chair-chair c...

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Autores principales: Moumou, Mohamed, Benharref, Ahmed, Berraho, Moha, Avignant, Daniel, Oudahmane, Abdelghani, Akssira, Mohamed
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3120288/
https://www.ncbi.nlm.nih.gov/pubmed/21754777
http://dx.doi.org/10.1107/S1600536811015303
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author Moumou, Mohamed
Benharref, Ahmed
Berraho, Moha
Avignant, Daniel
Oudahmane, Abdelghani
Akssira, Mohamed
author_facet Moumou, Mohamed
Benharref, Ahmed
Berraho, Moha
Avignant, Daniel
Oudahmane, Abdelghani
Akssira, Mohamed
author_sort Moumou, Mohamed
collection PubMed
description The title compound, C(21)H(27)NO(4), was synthesized from 9α-hy­droxy­parthenolide, which was isolated from the chloro­form extract of the aerial parts of Anvillea radiata. The asymmetric unit contains two independent mol­ecules. In each, the ten-membered ring displays an approximative chair-chair conformation. Each of the five-membered rings adopts a flattened envelope conformation, the C(H)—C—C(H) atoms representing the flap lie out of the mean plane through the remaining four atoms by 0.443 (2) and 0.553 (2) Å. The dihedral angle between the least-squares planes through the ten- and five-membered rings in the two mol­ecules are similar [22.54 (17) and 23.39 (14)°]. In the crystal, mol­ecules are linked by O—H⋯O, O—H⋯N and N—H⋯O hydrogen bonds.
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spelling pubmed-31202882011-07-13 12-Anilinomethyl-9α-hy­droxy-4,8-dimethyl-3,14-dioxatricyclo­[9.3.0.0(2,4)]tetra­dec-7-en-13-one Moumou, Mohamed Benharref, Ahmed Berraho, Moha Avignant, Daniel Oudahmane, Abdelghani Akssira, Mohamed Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(21)H(27)NO(4), was synthesized from 9α-hy­droxy­parthenolide, which was isolated from the chloro­form extract of the aerial parts of Anvillea radiata. The asymmetric unit contains two independent mol­ecules. In each, the ten-membered ring displays an approximative chair-chair conformation. Each of the five-membered rings adopts a flattened envelope conformation, the C(H)—C—C(H) atoms representing the flap lie out of the mean plane through the remaining four atoms by 0.443 (2) and 0.553 (2) Å. The dihedral angle between the least-squares planes through the ten- and five-membered rings in the two mol­ecules are similar [22.54 (17) and 23.39 (14)°]. In the crystal, mol­ecules are linked by O—H⋯O, O—H⋯N and N—H⋯O hydrogen bonds. International Union of Crystallography 2011-05-11 /pmc/articles/PMC3120288/ /pubmed/21754777 http://dx.doi.org/10.1107/S1600536811015303 Text en © Moumou et al. 2011 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
Moumou, Mohamed
Benharref, Ahmed
Berraho, Moha
Avignant, Daniel
Oudahmane, Abdelghani
Akssira, Mohamed
12-Anilinomethyl-9α-hy­droxy-4,8-dimethyl-3,14-dioxatricyclo­[9.3.0.0(2,4)]tetra­dec-7-en-13-one
title 12-Anilinomethyl-9α-hy­droxy-4,8-dimethyl-3,14-dioxatricyclo­[9.3.0.0(2,4)]tetra­dec-7-en-13-one
title_full 12-Anilinomethyl-9α-hy­droxy-4,8-dimethyl-3,14-dioxatricyclo­[9.3.0.0(2,4)]tetra­dec-7-en-13-one
title_fullStr 12-Anilinomethyl-9α-hy­droxy-4,8-dimethyl-3,14-dioxatricyclo­[9.3.0.0(2,4)]tetra­dec-7-en-13-one
title_full_unstemmed 12-Anilinomethyl-9α-hy­droxy-4,8-dimethyl-3,14-dioxatricyclo­[9.3.0.0(2,4)]tetra­dec-7-en-13-one
title_short 12-Anilinomethyl-9α-hy­droxy-4,8-dimethyl-3,14-dioxatricyclo­[9.3.0.0(2,4)]tetra­dec-7-en-13-one
title_sort 12-anilinomethyl-9α-hy­droxy-4,8-dimethyl-3,14-dioxatricyclo­[9.3.0.0(2,4)]tetra­dec-7-en-13-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3120288/
https://www.ncbi.nlm.nih.gov/pubmed/21754777
http://dx.doi.org/10.1107/S1600536811015303
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