( S )-6-Chloro-4-cyclopropylethynyl-4-trifluoromethyl-1 H -3,1-benzoxazin-2(4 H )-one
- Autores
- Cuffini, Silvia Lucia; Howie, R. Alan; Tiekink, Edward R. T.; Wardell, James L.; Wardell, Solange M. S. V.
- Año de publicación
- 2009
- Idioma
- inglés
- Tipo de recurso
- artículo
- Estado
- versión publicada
- Descripción
- Two independent molecules comprise the crystallographic asymmetric unit in the title antiretroviral agent Efavirenz, C14H9ClF3NO2, and these have noteworthy differences in conformation. The major difference relates to the orientation of the 2-cyclopropylethynyl residue relative to the sixmembered heterocycle: this approaches an orthogonal disposition in molecule a compared to a more flattened conformation in molecule b, the difference being reflected in the Oring— C—C—Cethyne torsion angles of 65 (4) and 159 (5), respectively. The independent molecules are connected via the eightmembered { HNC (O)}2 amide synthon. Disorder is noted in the cyclopropane ring of molecule b in that two orientations of equal weight were discerned14H9ClF3NO2, and these have noteworthy differences in conformation. The major difference relates to the orientation of the 2-cyclopropylethynyl residue relative to the sixmembered heterocycle: this approaches an orthogonal disposition in molecule a compared to a more flattened conformation in molecule b, the difference being reflected in the Oring— C—C—Cethyne torsion angles of 65 (4) and 159 (5), respectively. The independent molecules are connected via the eightmembered { HNC (O)}2 amide synthon. Disorder is noted in the cyclopropane ring of molecule b in that two orientations of equal weight were discerneda compared to a more flattened conformation in molecule b, the difference being reflected in the Oring— C—C—Cethyne torsion angles of 65 (4) and 159 (5), respectively. The independent molecules are connected via the eightmembered { HNC (O)}2 amide synthon. Disorder is noted in the cyclopropane ring of molecule b in that two orientations of equal weight were discernedb, the difference being reflected in the Oring— C—C—Cethyne torsion angles of 65 (4) and 159 (5), respectively. The independent molecules are connected via the eightmembered { HNC (O)}2 amide synthon. Disorder is noted in the cyclopropane ring of molecule b in that two orientations of equal weight were discernedethyne torsion angles of 65 (4) and 159 (5), respectively. The independent molecules are connected via the eightmembered { HNC (O)}2 amide synthon. Disorder is noted in the cyclopropane ring of molecule b in that two orientations of equal weight were discernedvia the eightmembered { HNC (O)}2 amide synthon. Disorder is noted in the cyclopropane ring of molecule b in that two orientations of equal weight were discerned HNC (O)}2 amide synthon. Disorder is noted in the cyclopropane ring of molecule b in that two orientations of equal weight were discernedb in that two orientations of equal weight were discerned
Fil: Cuffini, Silvia Lucia. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina
Fil: Howie, R. Alan. University of Aberdeen; Reino Unido
Fil: Tiekink, Edward R. T.. University of Malaya; Malasia
Fil: Wardell, James L.. Fundación Oswaldo Cruz; Brasil
Fil: Wardell, Solange M. S. V.. No especifíca; - Materia
- Efavirenz
- Nivel de accesibilidad
- acceso abierto
- Condiciones de uso
- https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
- Repositorio
- Institución
- Consejo Nacional de Investigaciones Científicas y Técnicas
- OAI Identificador
- oai:ri.conicet.gov.ar:11336/240756
Ver los metadatos del registro completo
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( S )-6-Chloro-4-cyclopropylethynyl-4-trifluoromethyl-1 H -3,1-benzoxazin-2(4 H )-oneCuffini, Silvia LuciaHowie, R. AlanTiekink, Edward R. T.Wardell, James L.Wardell, Solange M. S. V.Efavirenzhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Two independent molecules comprise the crystallographic asymmetric unit in the title antiretroviral agent Efavirenz, C14H9ClF3NO2, and these have noteworthy differences in conformation. The major difference relates to the orientation of the 2-cyclopropylethynyl residue relative to the sixmembered heterocycle: this approaches an orthogonal disposition in molecule a compared to a more flattened conformation in molecule b, the difference being reflected in the Oring— C—C—Cethyne torsion angles of 65 (4) and 159 (5), respectively. The independent molecules are connected via the eightmembered { HNC (O)}2 amide synthon. Disorder is noted in the cyclopropane ring of molecule b in that two orientations of equal weight were discerned14H9ClF3NO2, and these have noteworthy differences in conformation. The major difference relates to the orientation of the 2-cyclopropylethynyl residue relative to the sixmembered heterocycle: this approaches an orthogonal disposition in molecule a compared to a more flattened conformation in molecule b, the difference being reflected in the Oring— C—C—Cethyne torsion angles of 65 (4) and 159 (5), respectively. The independent molecules are connected via the eightmembered { HNC (O)}2 amide synthon. Disorder is noted in the cyclopropane ring of molecule b in that two orientations of equal weight were discerneda compared to a more flattened conformation in molecule b, the difference being reflected in the Oring— C—C—Cethyne torsion angles of 65 (4) and 159 (5), respectively. The independent molecules are connected via the eightmembered { HNC (O)}2 amide synthon. Disorder is noted in the cyclopropane ring of molecule b in that two orientations of equal weight were discernedb, the difference being reflected in the Oring— C—C—Cethyne torsion angles of 65 (4) and 159 (5), respectively. The independent molecules are connected via the eightmembered { HNC (O)}2 amide synthon. Disorder is noted in the cyclopropane ring of molecule b in that two orientations of equal weight were discernedethyne torsion angles of 65 (4) and 159 (5), respectively. The independent molecules are connected via the eightmembered { HNC (O)}2 amide synthon. Disorder is noted in the cyclopropane ring of molecule b in that two orientations of equal weight were discernedvia the eightmembered { HNC (O)}2 amide synthon. Disorder is noted in the cyclopropane ring of molecule b in that two orientations of equal weight were discerned HNC (O)}2 amide synthon. Disorder is noted in the cyclopropane ring of molecule b in that two orientations of equal weight were discernedb in that two orientations of equal weight were discernedFil: Cuffini, Silvia Lucia. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; ArgentinaFil: Howie, R. Alan. University of Aberdeen; Reino UnidoFil: Tiekink, Edward R. T.. University of Malaya; MalasiaFil: Wardell, James L.. Fundación Oswaldo Cruz; BrasilFil: Wardell, Solange M. S. V.. No especifíca;Wiley Blackwell Publishing, Inc2009-11info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/240756Cuffini, Silvia Lucia; Howie, R. Alan; Tiekink, Edward R. T.; Wardell, James L.; Wardell, Solange M. S. V.; ( S )-6-Chloro-4-cyclopropylethynyl-4-trifluoromethyl-1 H -3,1-benzoxazin-2(4 H )-one; Wiley Blackwell Publishing, Inc; Acta Crystallographica Section E; 65; 12; 11-2009; o3170-o31711600-5368CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://journals.iucr.org/e/issues/2009/12/00/hg2596/index.htmlinfo:eu-repo/semantics/altIdentifier/doi/10.1107/S1600536809049101info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T10:11:31Zoai:ri.conicet.gov.ar:11336/240756instacron: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:34982025-09-29 10:11:31.617CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse |
dc.title.none.fl_str_mv |
( S )-6-Chloro-4-cyclopropylethynyl-4-trifluoromethyl-1 H -3,1-benzoxazin-2(4 H )-one |
title |
( S )-6-Chloro-4-cyclopropylethynyl-4-trifluoromethyl-1 H -3,1-benzoxazin-2(4 H )-one |
spellingShingle |
( S )-6-Chloro-4-cyclopropylethynyl-4-trifluoromethyl-1 H -3,1-benzoxazin-2(4 H )-one Cuffini, Silvia Lucia Efavirenz |
title_short |
( S )-6-Chloro-4-cyclopropylethynyl-4-trifluoromethyl-1 H -3,1-benzoxazin-2(4 H )-one |
title_full |
( S )-6-Chloro-4-cyclopropylethynyl-4-trifluoromethyl-1 H -3,1-benzoxazin-2(4 H )-one |
title_fullStr |
( S )-6-Chloro-4-cyclopropylethynyl-4-trifluoromethyl-1 H -3,1-benzoxazin-2(4 H )-one |
title_full_unstemmed |
( S )-6-Chloro-4-cyclopropylethynyl-4-trifluoromethyl-1 H -3,1-benzoxazin-2(4 H )-one |
title_sort |
( S )-6-Chloro-4-cyclopropylethynyl-4-trifluoromethyl-1 H -3,1-benzoxazin-2(4 H )-one |
dc.creator.none.fl_str_mv |
Cuffini, Silvia Lucia Howie, R. Alan Tiekink, Edward R. T. Wardell, James L. Wardell, Solange M. S. V. |
author |
Cuffini, Silvia Lucia |
author_facet |
Cuffini, Silvia Lucia Howie, R. Alan Tiekink, Edward R. T. Wardell, James L. Wardell, Solange M. S. V. |
author_role |
author |
author2 |
Howie, R. Alan Tiekink, Edward R. T. Wardell, James L. Wardell, Solange M. S. V. |
author2_role |
author author author author |
dc.subject.none.fl_str_mv |
Efavirenz |
topic |
Efavirenz |
purl_subject.fl_str_mv |
https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1 |
dc.description.none.fl_txt_mv |
Two independent molecules comprise the crystallographic asymmetric unit in the title antiretroviral agent Efavirenz, C14H9ClF3NO2, and these have noteworthy differences in conformation. The major difference relates to the orientation of the 2-cyclopropylethynyl residue relative to the sixmembered heterocycle: this approaches an orthogonal disposition in molecule a compared to a more flattened conformation in molecule b, the difference being reflected in the Oring— C—C—Cethyne torsion angles of 65 (4) and 159 (5), respectively. The independent molecules are connected via the eightmembered { HNC (O)}2 amide synthon. Disorder is noted in the cyclopropane ring of molecule b in that two orientations of equal weight were discerned14H9ClF3NO2, and these have noteworthy differences in conformation. The major difference relates to the orientation of the 2-cyclopropylethynyl residue relative to the sixmembered heterocycle: this approaches an orthogonal disposition in molecule a compared to a more flattened conformation in molecule b, the difference being reflected in the Oring— C—C—Cethyne torsion angles of 65 (4) and 159 (5), respectively. The independent molecules are connected via the eightmembered { HNC (O)}2 amide synthon. Disorder is noted in the cyclopropane ring of molecule b in that two orientations of equal weight were discerneda compared to a more flattened conformation in molecule b, the difference being reflected in the Oring— C—C—Cethyne torsion angles of 65 (4) and 159 (5), respectively. The independent molecules are connected via the eightmembered { HNC (O)}2 amide synthon. Disorder is noted in the cyclopropane ring of molecule b in that two orientations of equal weight were discernedb, the difference being reflected in the Oring— C—C—Cethyne torsion angles of 65 (4) and 159 (5), respectively. The independent molecules are connected via the eightmembered { HNC (O)}2 amide synthon. Disorder is noted in the cyclopropane ring of molecule b in that two orientations of equal weight were discernedethyne torsion angles of 65 (4) and 159 (5), respectively. The independent molecules are connected via the eightmembered { HNC (O)}2 amide synthon. Disorder is noted in the cyclopropane ring of molecule b in that two orientations of equal weight were discernedvia the eightmembered { HNC (O)}2 amide synthon. Disorder is noted in the cyclopropane ring of molecule b in that two orientations of equal weight were discerned HNC (O)}2 amide synthon. Disorder is noted in the cyclopropane ring of molecule b in that two orientations of equal weight were discernedb in that two orientations of equal weight were discerned Fil: Cuffini, Silvia Lucia. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina Fil: Howie, R. Alan. University of Aberdeen; Reino Unido Fil: Tiekink, Edward R. T.. University of Malaya; Malasia Fil: Wardell, James L.. Fundación Oswaldo Cruz; Brasil Fil: Wardell, Solange M. S. V.. No especifíca; |
description |
Two independent molecules comprise the crystallographic asymmetric unit in the title antiretroviral agent Efavirenz, C14H9ClF3NO2, and these have noteworthy differences in conformation. The major difference relates to the orientation of the 2-cyclopropylethynyl residue relative to the sixmembered heterocycle: this approaches an orthogonal disposition in molecule a compared to a more flattened conformation in molecule b, the difference being reflected in the Oring— C—C—Cethyne torsion angles of 65 (4) and 159 (5), respectively. The independent molecules are connected via the eightmembered { HNC (O)}2 amide synthon. Disorder is noted in the cyclopropane ring of molecule b in that two orientations of equal weight were discerned14H9ClF3NO2, and these have noteworthy differences in conformation. The major difference relates to the orientation of the 2-cyclopropylethynyl residue relative to the sixmembered heterocycle: this approaches an orthogonal disposition in molecule a compared to a more flattened conformation in molecule b, the difference being reflected in the Oring— C—C—Cethyne torsion angles of 65 (4) and 159 (5), respectively. The independent molecules are connected via the eightmembered { HNC (O)}2 amide synthon. Disorder is noted in the cyclopropane ring of molecule b in that two orientations of equal weight were discerneda compared to a more flattened conformation in molecule b, the difference being reflected in the Oring— C—C—Cethyne torsion angles of 65 (4) and 159 (5), respectively. The independent molecules are connected via the eightmembered { HNC (O)}2 amide synthon. Disorder is noted in the cyclopropane ring of molecule b in that two orientations of equal weight were discernedb, the difference being reflected in the Oring— C—C—Cethyne torsion angles of 65 (4) and 159 (5), respectively. The independent molecules are connected via the eightmembered { HNC (O)}2 amide synthon. Disorder is noted in the cyclopropane ring of molecule b in that two orientations of equal weight were discernedethyne torsion angles of 65 (4) and 159 (5), respectively. The independent molecules are connected via the eightmembered { HNC (O)}2 amide synthon. Disorder is noted in the cyclopropane ring of molecule b in that two orientations of equal weight were discernedvia the eightmembered { HNC (O)}2 amide synthon. Disorder is noted in the cyclopropane ring of molecule b in that two orientations of equal weight were discerned HNC (O)}2 amide synthon. Disorder is noted in the cyclopropane ring of molecule b in that two orientations of equal weight were discernedb in that two orientations of equal weight were discerned |
publishDate |
2009 |
dc.date.none.fl_str_mv |
2009-11 |
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/11336/240756 Cuffini, Silvia Lucia; Howie, R. Alan; Tiekink, Edward R. T.; Wardell, James L.; Wardell, Solange M. S. V.; ( S )-6-Chloro-4-cyclopropylethynyl-4-trifluoromethyl-1 H -3,1-benzoxazin-2(4 H )-one; Wiley Blackwell Publishing, Inc; Acta Crystallographica Section E; 65; 12; 11-2009; o3170-o3171 1600-5368 CONICET Digital CONICET |
url |
http://hdl.handle.net/11336/240756 |
identifier_str_mv |
Cuffini, Silvia Lucia; Howie, R. Alan; Tiekink, Edward R. T.; Wardell, James L.; Wardell, Solange M. S. V.; ( S )-6-Chloro-4-cyclopropylethynyl-4-trifluoromethyl-1 H -3,1-benzoxazin-2(4 H )-one; Wiley Blackwell Publishing, Inc; Acta Crystallographica Section E; 65; 12; 11-2009; o3170-o3171 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/url/https://journals.iucr.org/e/issues/2009/12/00/hg2596/index.html info:eu-repo/semantics/altIdentifier/doi/10.1107/S1600536809049101 |
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 |
dc.publisher.none.fl_str_mv |
Wiley Blackwell Publishing, Inc |
publisher.none.fl_str_mv |
Wiley Blackwell Publishing, Inc |
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 |
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1844614014890409984 |
score |
13.070432 |