4',5-dihydroxy-7-methoxyflavanone dihydrate

Autores
Brito, Iván; Bórquez, Jorge; Simirgiotis, Mario Juan; Cárdenas, Alejandro; López Rodríguez, Matías
Año de publicación
2012
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The title compound, C 16H 14O 5· 2H 2O [systematic name: 5-hydroxy-2-(4-hydroxyphenyl)-7- methoxychroman-4-one dihydrate], is a natural phytoalexin flavone isolated from the native chilean species Heliotropium taltalense and crystallizes with an organic molecule and two water molecules in the asymmetric unit. The 5-hydroxy group forms a strong intramolecular hydrogen bond with the carbonyl group, resulting in a six-membered ring. In the crystal, the components are linked by O-H··· O hydrogen bonds, forming a three-dimensional network. The 4-hydroxyphenyl benzene ring is bonded equatorially to the pyrone ring, which adopts a slightly distorted sofa conformation. The title compound is the hydrated form of a previously reported structure [Shoja (1990). Acta Cryst. C46, 1969-1971]. There are only slight variations in the molecular geometry between the two compounds.
Fil: Brito, Iván. Universidad de Antofagasta; Chile
Fil: Bórquez, Jorge. Universidad de Antofagasta; Chile
Fil: Simirgiotis, Mario Juan. Universidad de Antofagasta; Chile. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Centro de Investigaciones en Hidratos de Carbono; Argentina
Fil: Cárdenas, Alejandro. Universidad de Antofagasta; Chile
Fil: López Rodríguez, Matías. Universidad de La Laguna; España
Materia
DATA-TO-PARAMETER RATIO = 9.0
MEAN Σ(C-C) = 0.007 Å
R FACTOR = 0.075
SINGLE-CRYSTAL X-RAY STUDY
T = 293 K
WR FACTOR = 0.180
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/68802
Acceder
id CONICETDig_d1a181eca64dc6bdc94c9de965f05c67
oai_identifier_str oai:ri.conicet.gov.ar:11336/68802
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling 4',5-dihydroxy-7-methoxyflavanone dihydrateBrito, IvánBórquez, JorgeSimirgiotis, Mario JuanCárdenas, AlejandroLópez Rodríguez, MatíasDATA-TO-PARAMETER RATIO = 9.0MEAN Σ(C-C) = 0.007 ÅR FACTOR = 0.075SINGLE-CRYSTAL X-RAY STUDYT = 293 KWR FACTOR = 0.180https://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The title compound, C 16H 14O 5· 2H 2O [systematic name: 5-hydroxy-2-(4-hydroxyphenyl)-7- methoxychroman-4-one dihydrate], is a natural phytoalexin flavone isolated from the native chilean species Heliotropium taltalense and crystallizes with an organic molecule and two water molecules in the asymmetric unit. The 5-hydroxy group forms a strong intramolecular hydrogen bond with the carbonyl group, resulting in a six-membered ring. In the crystal, the components are linked by O-H··· O hydrogen bonds, forming a three-dimensional network. The 4-hydroxyphenyl benzene ring is bonded equatorially to the pyrone ring, which adopts a slightly distorted sofa conformation. The title compound is the hydrated form of a previously reported structure [Shoja (1990). Acta Cryst. C46, 1969-1971]. There are only slight variations in the molecular geometry between the two compounds.Fil: Brito, Iván. Universidad de Antofagasta; ChileFil: Bórquez, Jorge. Universidad de Antofagasta; ChileFil: Simirgiotis, Mario Juan. Universidad de Antofagasta; Chile. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Centro de Investigaciones en Hidratos de Carbono; ArgentinaFil: Cárdenas, Alejandro. Universidad de Antofagasta; ChileFil: López Rodríguez, Matías. Universidad de La Laguna; EspañaInternational Union of Crystallography2012-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/68802Brito, Iván; Bórquez, Jorge; Simirgiotis, Mario Juan; Cárdenas, Alejandro; López Rodríguez, Matías; 4',5-dihydroxy-7-methoxyflavanone dihydrate; International Union of Crystallography; Acta Crystallographica Section E; 68; 1; 1-2012; 32-331600-5368CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1107/S1600536811051221info:eu-repo/semantics/altIdentifier/url/http://scripts.iucr.org/cgi-bin/paper?S1600536811051221info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-10T13:21:20Zoai:ri.conicet.gov.ar:11336/68802instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-09-10 13:21:20.904CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv 4',5-dihydroxy-7-methoxyflavanone dihydrate
title 4',5-dihydroxy-7-methoxyflavanone dihydrate
spellingShingle 4',5-dihydroxy-7-methoxyflavanone dihydrate
Brito, Iván
DATA-TO-PARAMETER RATIO = 9.0
MEAN Σ(C-C) = 0.007 Å
R FACTOR = 0.075
SINGLE-CRYSTAL X-RAY STUDY
T = 293 K
WR FACTOR = 0.180
title_short 4',5-dihydroxy-7-methoxyflavanone dihydrate
title_full 4',5-dihydroxy-7-methoxyflavanone dihydrate
title_fullStr 4',5-dihydroxy-7-methoxyflavanone dihydrate
title_full_unstemmed 4',5-dihydroxy-7-methoxyflavanone dihydrate
title_sort 4',5-dihydroxy-7-methoxyflavanone dihydrate
dc.creator.none.fl_str_mv Brito, Iván
Bórquez, Jorge
Simirgiotis, Mario Juan
Cárdenas, Alejandro
López Rodríguez, Matías
author Brito, Iván
author_facet Brito, Iván
Bórquez, Jorge
Simirgiotis, Mario Juan
Cárdenas, Alejandro
López Rodríguez, Matías
author_role author
author2 Bórquez, Jorge
Simirgiotis, Mario Juan
Cárdenas, Alejandro
López Rodríguez, Matías
author2_role author
author
author
author
dc.subject.none.fl_str_mv DATA-TO-PARAMETER RATIO = 9.0
MEAN Σ(C-C) = 0.007 Å
R FACTOR = 0.075
SINGLE-CRYSTAL X-RAY STUDY
T = 293 K
WR FACTOR = 0.180
topic DATA-TO-PARAMETER RATIO = 9.0
MEAN Σ(C-C) = 0.007 Å
R FACTOR = 0.075
SINGLE-CRYSTAL X-RAY STUDY
T = 293 K
WR FACTOR = 0.180
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv The title compound, C 16H 14O 5· 2H 2O [systematic name: 5-hydroxy-2-(4-hydroxyphenyl)-7- methoxychroman-4-one dihydrate], is a natural phytoalexin flavone isolated from the native chilean species Heliotropium taltalense and crystallizes with an organic molecule and two water molecules in the asymmetric unit. The 5-hydroxy group forms a strong intramolecular hydrogen bond with the carbonyl group, resulting in a six-membered ring. In the crystal, the components are linked by O-H··· O hydrogen bonds, forming a three-dimensional network. The 4-hydroxyphenyl benzene ring is bonded equatorially to the pyrone ring, which adopts a slightly distorted sofa conformation. The title compound is the hydrated form of a previously reported structure [Shoja (1990). Acta Cryst. C46, 1969-1971]. There are only slight variations in the molecular geometry between the two compounds.
Fil: Brito, Iván. Universidad de Antofagasta; Chile
Fil: Bórquez, Jorge. Universidad de Antofagasta; Chile
Fil: Simirgiotis, Mario Juan. Universidad de Antofagasta; Chile. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Centro de Investigaciones en Hidratos de Carbono; Argentina
Fil: Cárdenas, Alejandro. Universidad de Antofagasta; Chile
Fil: López Rodríguez, Matías. Universidad de La Laguna; España
description The title compound, C 16H 14O 5· 2H 2O [systematic name: 5-hydroxy-2-(4-hydroxyphenyl)-7- methoxychroman-4-one dihydrate], is a natural phytoalexin flavone isolated from the native chilean species Heliotropium taltalense and crystallizes with an organic molecule and two water molecules in the asymmetric unit. The 5-hydroxy group forms a strong intramolecular hydrogen bond with the carbonyl group, resulting in a six-membered ring. In the crystal, the components are linked by O-H··· O hydrogen bonds, forming a three-dimensional network. The 4-hydroxyphenyl benzene ring is bonded equatorially to the pyrone ring, which adopts a slightly distorted sofa conformation. The title compound is the hydrated form of a previously reported structure [Shoja (1990). Acta Cryst. C46, 1969-1971]. There are only slight variations in the molecular geometry between the two compounds.
publishDate 2012
dc.date.none.fl_str_mv 2012-01
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/68802
Brito, Iván; Bórquez, Jorge; Simirgiotis, Mario Juan; Cárdenas, Alejandro; López Rodríguez, Matías; 4',5-dihydroxy-7-methoxyflavanone dihydrate; International Union of Crystallography; Acta Crystallographica Section E; 68; 1; 1-2012; 32-33
1600-5368
CONICET Digital
CONICET
url http://hdl.handle.net/11336/68802
identifier_str_mv Brito, Iván; Bórquez, Jorge; Simirgiotis, Mario Juan; Cárdenas, Alejandro; López Rodríguez, Matías; 4',5-dihydroxy-7-methoxyflavanone dihydrate; International Union of Crystallography; Acta Crystallographica Section E; 68; 1; 1-2012; 32-33
1600-5368
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1107/S1600536811051221
info:eu-repo/semantics/altIdentifier/url/http://scripts.iucr.org/cgi-bin/paper?S1600536811051221
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv International Union of Crystallography
publisher.none.fl_str_mv International Union of Crystallography
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
_version_ 1842981170946506752
score 12.48226

Publicaciones similares