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(±)-2'-Phenyl-cyclo-hexa-nespiro-4'-(aze-pano[1,2-b]isoxazolidine).


ABSTRACT: In the crystal structure of the racemic title isoxazolidine, C(19)H(27)NO, the relative stereochemistry between the phenyl group and the bridgehead H atom is shown to be syn. There are two mol-ecules in the asymmetric unit, one of which is the 7R*,13R* enanti-omer, and one of which is the 7S*,13S* enanti-omer. These enanti-omers adopt different orientations of the phenyl ring with respect to the isoxazolidine ring, with C-C-C-C torsion angles of 63.6?(4) and 86.8?(4)°, respectively. In both enanti-omers, the six-membered ring adopts a chair conformation, while the seven-membered ring adopts a twist-chair conformation.

SUBMITTER: Crimmins D 

PROVIDER: S-EPMC2962160 | biostudies-literature | 2008 Jul

REPOSITORIES: biostudies-literature

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(±)-2'-Phenyl-cyclo-hexa-nespiro-4'-(aze-pano[1,2-b]isoxazolidine).

Crimmins Daryl D   Choi Ka Wai KW   Boyd Peter D W PD   Brimble Margaret A MA  

Acta crystallographica. Section E, Structure reports online 20080719 Pt 8


In the crystal structure of the racemic title isoxazolidine, C(19)H(27)NO, the relative stereochemistry between the phenyl group and the bridgehead H atom is shown to be syn. There are two mol-ecules in the asymmetric unit, one of which is the 7R*,13R* enanti-omer, and one of which is the 7S*,13S* enanti-omer. These enanti-omers adopt different orientations of the phenyl ring with respect to the isoxazolidine ring, with C-C-C-C torsion angles of 63.6 (4) and 86.8 (4)°, respectively. In both enan  ...[more]

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