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Hopeahainol C monohydrate

In the structure of the title compound, C(28)H(16)O(6)·H(2)O [systematic name 3,11-bis(4-hydroxyphenyl)-4,12-dioxapentacyclo[8.6.1.1(2,5).0(13,17).0(9,18)]octadeca-1(16),2,5(18),6,8,10,13(17),14-octaene-7,15-diol monohydrate], the hopeahainol C mol­ecule lies about an inversion center with the solve...

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Autores principales: Fun, Hoong-Kun, Sudto, Kanokorn, Ge, Hui-Ming, Tan, Ren-Xiang, Hannongbua, Supa, Chantrapromma, Suchada
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3120350/
https://www.ncbi.nlm.nih.gov/pubmed/21754780
http://dx.doi.org/10.1107/S1600536811017053
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author Fun, Hoong-Kun
Sudto, Kanokorn
Ge, Hui-Ming
Tan, Ren-Xiang
Hannongbua, Supa
Chantrapromma, Suchada
author_facet Fun, Hoong-Kun
Sudto, Kanokorn
Ge, Hui-Ming
Tan, Ren-Xiang
Hannongbua, Supa
Chantrapromma, Suchada
author_sort Fun, Hoong-Kun
collection PubMed
description In the structure of the title compound, C(28)H(16)O(6)·H(2)O [systematic name 3,11-bis(4-hydroxyphenyl)-4,12-dioxapentacyclo[8.6.1.1(2,5).0(13,17).0(9,18)]octadeca-1(16),2,5(18),6,8,10,13(17),14-octaene-7,15-diol monohydrate], the hopeahainol C mol­ecule lies about an inversion center with the solvent water mol­ecule located on a crystallographic twofold axis. Hopeahainol C is an oligostillbenoid compound and was isolated from the bark of Shorea roxburghii G. Don. The five central fused rings are essentially planar with an r.m.s. deviation of 0.0173 (3) Å. The 4-hy­droxy­phenyl ring is twisted with respect to this plane, with the dihedral angle between the phenyl ring and the fused-ring system being 41.70 (10)°. The crystal features inter­molecular O—H⋯O hydrogen bonds. These inter­actions link the hopeahainol C mol­ecules into chains along the b axis. Water mol­ecules are located inter­stitially between the hopeahainol C mol­ecules linked by O(water)—H⋯O(hy­droxy) and O(hy­droxy)—H⋯O(water) hydrogen bonds. π–π inter­actions are also observed with centroid–centroid distances of 3.6056 (17) and 3.5622 (17) Å. Short O⋯O contacts [2.703 (2)–2.720 (3) Å] are also present in the crystal.
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spelling pubmed-31203502011-07-13 Hopeahainol C monohydrate Fun, Hoong-Kun Sudto, Kanokorn Ge, Hui-Ming Tan, Ren-Xiang Hannongbua, Supa Chantrapromma, Suchada Acta Crystallogr Sect E Struct Rep Online Organic Papers In the structure of the title compound, C(28)H(16)O(6)·H(2)O [systematic name 3,11-bis(4-hydroxyphenyl)-4,12-dioxapentacyclo[8.6.1.1(2,5).0(13,17).0(9,18)]octadeca-1(16),2,5(18),6,8,10,13(17),14-octaene-7,15-diol monohydrate], the hopeahainol C mol­ecule lies about an inversion center with the solvent water mol­ecule located on a crystallographic twofold axis. Hopeahainol C is an oligostillbenoid compound and was isolated from the bark of Shorea roxburghii G. Don. The five central fused rings are essentially planar with an r.m.s. deviation of 0.0173 (3) Å. The 4-hy­droxy­phenyl ring is twisted with respect to this plane, with the dihedral angle between the phenyl ring and the fused-ring system being 41.70 (10)°. The crystal features inter­molecular O—H⋯O hydrogen bonds. These inter­actions link the hopeahainol C mol­ecules into chains along the b axis. Water mol­ecules are located inter­stitially between the hopeahainol C mol­ecules linked by O(water)—H⋯O(hy­droxy) and O(hy­droxy)—H⋯O(water) hydrogen bonds. π–π inter­actions are also observed with centroid–centroid distances of 3.6056 (17) and 3.5622 (17) Å. Short O⋯O contacts [2.703 (2)–2.720 (3) Å] are also present in the crystal. International Union of Crystallography 2011-05-14 /pmc/articles/PMC3120350/ /pubmed/21754780 http://dx.doi.org/10.1107/S1600536811017053 Text en © Fun 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
Fun, Hoong-Kun
Sudto, Kanokorn
Ge, Hui-Ming
Tan, Ren-Xiang
Hannongbua, Supa
Chantrapromma, Suchada
Hopeahainol C monohydrate
title Hopeahainol C monohydrate
title_full Hopeahainol C monohydrate
title_fullStr Hopeahainol C monohydrate
title_full_unstemmed Hopeahainol C monohydrate
title_short Hopeahainol C monohydrate
title_sort hopeahainol c monohydrate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3120350/
https://www.ncbi.nlm.nih.gov/pubmed/21754780
http://dx.doi.org/10.1107/S1600536811017053
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