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13-(N,N-Di­methyl­amino)­micheliolide 0.08-hydrate

The title compound, C(17)H(27)NO(3)·0.08H(2)O {sytematic name: (3R,3aS,9R,9aS,9bS)-3-[(di­methyl­amino)­meth­yl]-9-hy­droxy-6,9-dimethyl-3,3a,4,5,7,8,9,9a-octa­hydro­azuleno[4,5-b]furan-2(9bH)-one 0.08-hydrate}, exhibits intra­molecular O—H⋯O hydrogen bonding to form a ring of graph-set motif S(6)....

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Autores principales: Bommagani, Shobanbabu, Penthala, Narsimha Reddy, Janganati, Venumadhav, Parkin, Sean, Crooks, Peter A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3885054/
https://www.ncbi.nlm.nih.gov/pubmed/24454230
http://dx.doi.org/10.1107/S1600536813030304
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author Bommagani, Shobanbabu
Penthala, Narsimha Reddy
Janganati, Venumadhav
Parkin, Sean
Crooks, Peter A.
author_facet Bommagani, Shobanbabu
Penthala, Narsimha Reddy
Janganati, Venumadhav
Parkin, Sean
Crooks, Peter A.
author_sort Bommagani, Shobanbabu
collection PubMed
description The title compound, C(17)H(27)NO(3)·0.08H(2)O {sytematic name: (3R,3aS,9R,9aS,9bS)-3-[(di­methyl­amino)­meth­yl]-9-hy­droxy-6,9-dimethyl-3,3a,4,5,7,8,9,9a-octa­hydro­azuleno[4,5-b]furan-2(9bH)-one 0.08-hydrate}, exhibits intra­molecular O—H⋯O hydrogen bonding to form a ring of graph-set motif S(6). As well as this intra­molecular hydrogen bond with the lactone-ring O atom, the hy­droxy H atom forms an O—H⋯O hydrogen bond to the low-occupancy partial water mol­ecule [occupancy = 0.078 (2)]. The water mol­ecule is correlated with disorder of the N(CH(3))(2) group [major–minor occupancy factors are 0.922 (2):0.078 (2)]. The dihedral angle between the mean planes of the trans-fused seven-membered ring and the lactone ring is 4.42 (9)°.
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spelling pubmed-38850542014-01-17 13-(N,N-Di­methyl­amino)­micheliolide 0.08-hydrate Bommagani, Shobanbabu Penthala, Narsimha Reddy Janganati, Venumadhav Parkin, Sean Crooks, Peter A. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(17)H(27)NO(3)·0.08H(2)O {sytematic name: (3R,3aS,9R,9aS,9bS)-3-[(di­methyl­amino)­meth­yl]-9-hy­droxy-6,9-dimethyl-3,3a,4,5,7,8,9,9a-octa­hydro­azuleno[4,5-b]furan-2(9bH)-one 0.08-hydrate}, exhibits intra­molecular O—H⋯O hydrogen bonding to form a ring of graph-set motif S(6). As well as this intra­molecular hydrogen bond with the lactone-ring O atom, the hy­droxy H atom forms an O—H⋯O hydrogen bond to the low-occupancy partial water mol­ecule [occupancy = 0.078 (2)]. The water mol­ecule is correlated with disorder of the N(CH(3))(2) group [major–minor occupancy factors are 0.922 (2):0.078 (2)]. The dihedral angle between the mean planes of the trans-fused seven-membered ring and the lactone ring is 4.42 (9)°. International Union of Crystallography 2013-11-20 /pmc/articles/PMC3885054/ /pubmed/24454230 http://dx.doi.org/10.1107/S1600536813030304 Text en © Bommagani et al. 2013 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
Bommagani, Shobanbabu
Penthala, Narsimha Reddy
Janganati, Venumadhav
Parkin, Sean
Crooks, Peter A.
13-(N,N-Di­methyl­amino)­micheliolide 0.08-hydrate
title 13-(N,N-Di­methyl­amino)­micheliolide 0.08-hydrate
title_full 13-(N,N-Di­methyl­amino)­micheliolide 0.08-hydrate
title_fullStr 13-(N,N-Di­methyl­amino)­micheliolide 0.08-hydrate
title_full_unstemmed 13-(N,N-Di­methyl­amino)­micheliolide 0.08-hydrate
title_short 13-(N,N-Di­methyl­amino)­micheliolide 0.08-hydrate
title_sort 13-(n,n-di­methyl­amino)­micheliolide 0.08-hydrate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3885054/
https://www.ncbi.nlm.nih.gov/pubmed/24454230
http://dx.doi.org/10.1107/S1600536813030304
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