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(1S,2E,6R,7aR)-2-Benzyl-idene-1,6-dihy-droxy-2,3,5,6,7,7a-hexa-hydro-1H-pyrrolizin-3-one.

ABSTRACT: In the title compound, C(14)H(15)NO(3), the conformation of the double bond was determined to be E, confirming the result obtained from two-dimensional NMR data. The five-membered rings of the pyrrolizine unit exhibit C-envelope conformations, with C atoms displaced from the mean planes formed by the remaining rings atoms by 0.1468?(15) and 0.5405?(17)?Å. The mean planes of these rings (through all ring atoms) have a dihedral angle of 49.03?(10)°. In the crystal, mol-ecules are linked by O-H?O hydrogen bonds. The absolute configuration of the mol-ecule was established, as judged by the, as judged by the obtained values for the Hooft and Flack parameters.

SUBMITTER: Oliveira FL

PROVIDER: S-EPMC3344667 | biostudies-literature | 2012 May

REPOSITORIES: biostudies-literature

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(1S,2E,6R,7aR)-2-Benzyl-idene-1,6-dihy-droxy-2,3,5,6,7,7a-hexa-hydro-1H-pyrrolizin-3-one.

Oliveira F L FL Freire K R L KR Aparicio R R Coelho F F

Acta crystallographica. Section E, Structure reports online 20120428 Pt 5

In the title compound, C(14)H(15)NO(3), the conformation of the double bond was determined to be E, confirming the result obtained from two-dimensional NMR data. The five-membered rings of the pyrrolizine unit exhibit C-envelope conformations, with C atoms displaced from the mean planes formed by the remaining rings atoms by 0.1468 (15) and 0.5405 (17) Å. The mean planes of these rings (through all ring atoms) have a dihedral angle of 49.03 (10)°. In the crystal, mol-ecules are linked by O-H⋯O h ...[more]

PMID: 22590429

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