Artículo
(-)-Isosantonic acid: Alteration of the hydrogen-bonding mode by configurational inversion at a single centre in a γ,ε- diketocarboxylic acid
Fecha de publicación:
06/2006
Editorial:
Wiley Blackwell Publishing, Inc
Revista:
Acta Crystallographica Section E
ISSN:
1600-5368
Idioma:
Inglés
Tipo de recurso:
Artículo publicado
Clasificación temática:
Resumen
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.
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Articulos(IQUIR)
Articulos de INST.DE QUIMICA ROSARIO
Articulos de INST.DE QUIMICA ROSARIO
Citación
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
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