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dc.contributor.author
Zinczuk, Juan  
dc.contributor.author
Ruveda, Edmundo  
dc.contributor.author
Lalancette, Roger A.  
dc.contributor.author
Thompson, Hugh W.  
dc.date.available
2021-06-16T12:06:58Z  
dc.date.issued
2006-06  
dc.identifier.citation
Zinczuk, Juan; Ruveda, Edmundo; Lalancette, Roger A.; Thompson, Hugh W.; (-)-Isosantonic acid: Alteration of the hydrogen-bonding mode by configurational inversion at a single centre in a γ,ε- diketocarboxylic acid; Wiley Blackwell Publishing, Inc; Acta Crystallographica Section E; 62; 6; 6-2006; 1-4  
dc.identifier.issn
1600-5368  
dc.identifier.uri
http://hdl.handle.net/11336/133973  
dc.description.abstract
The title diketo acid, (1R,3aS,6aS,7R,9S)-(-)-α,3a,7-trimethyl-5,8- dioxo-1,4-ethanoperhydropentalene-1-acetic acid (C15H 20O4), is shown to aggregate in the crystal structure as acid-to-ketone hydrogen-bonding catemers, whose chains follow 21 screw axes from each carboxyl to a ketone in a neighbouring molecule [O⋯O = 2.7472(13) and O⋯H - O = 172.7(17)°]. Two parallel counterdirectional screw-related single-strand hydrogen-bonding chains pass through the cell in the a direction. Six intermolecular C - H⋯O=C close contacts are found. Comparisons are drawn with a diastereomer having the opposite configuration at the methylated chiral centre adjacent to the carboxyl group.  
dc.format
application/pdf  
dc.language.iso
eng  
dc.publisher
Wiley Blackwell Publishing, Inc  
dc.rights
info:eu-repo/semantics/openAccess  
dc.rights.uri
https://creativecommons.org/licenses/by/2.5/ar/  
dc.subject
Single-crystal X-ray study  
dc.subject
Mean (C–C) = 0.002 A  
dc.subject
Data-to-parameter ratio = 9.2  
dc.subject.classification
Química Orgánica  
dc.subject.classification
Ciencias Químicas  
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CIENCIAS NATURALES Y EXACTAS  
dc.title
(-)-Isosantonic acid: Alteration of the hydrogen-bonding mode by configurational inversion at a single centre in a γ,ε- diketocarboxylic acid  
dc.type
info:eu-repo/semantics/article  
dc.type
info:ar-repo/semantics/artículo  
dc.type
info:eu-repo/semantics/publishedVersion  
dc.date.updated
2021-06-07T16:15:31Z  
dc.journal.volume
62  
dc.journal.number
6  
dc.journal.pagination
1-4  
dc.journal.pais
Reino Unido  
dc.journal.ciudad
Londres  
dc.description.fil
Fil: Zinczuk, Juan. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina  
dc.description.fil
Fil: Ruveda, Edmundo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina  
dc.description.fil
Fil: Lalancette, Roger A.. Rutgers University; Estados Unidos  
dc.description.fil
Fil: Thompson, Hugh W.. Rutgers University; Estados Unidos  
dc.journal.title
Acta Crystallographica Section E  
dc.relation.isreferencedin
info:eu-repo/semantics/reference/doi/https://doi.org/10.1107/S160053680601405X/lh2039sup1.cif  
dc.relation.isreferencedin
info:eu-repo/semantics/reference/doi/https://doi.org/10.1107/S160053680601405X/lh2039Isup2.hkl  
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/url/https://onlinelibrary.wiley.com/doi/full/10.1107/S160053680601405X?sentby=iucr  
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/doi/http://dx.doi.org/10.1107/S160053680601405X  
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/url/http://scripts.iucr.org/cgi-bin/paper?S160053680601405X  

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