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Crystal and molecular structure of noscapine 1

Published/Copyright: July 28, 2010

Abstract

Noscapine, C22H24NO7 · HCl, has been elucidated as (S)-6,7-dimethoxy-3-(5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-ly)-1 (3H)-isobenzofuranone, orthorhombic, P212121, a = 8.584(1) Å, b = 22.318(2) Å, c = 25.062(1) Å, Z = 8, Dx = 1.245 mgm−3, μ = 1.75 mm−1, F(000) = 1804.0, Mw = 450.88, R = 0.070 and Rw = 0.073. The molecule consists of one isoquinoline ring with an endocyclic substituent. There are two molecules in the asymmetric unit and they are similar in their conformations except the conformation of the methoxy group at the isobenzofuranone moiety. In both molecules the dioxolo ring and the oxolo ring are in the envelop conformation and the heterocyclic rings of isoquinolines are in half-chair conformation. The methoxy groups attached to the benzene ring of the isoquinoline are rotated from the mean plane by − 29(2)° and −16(2)° in the two molecules. The angle between the heterocyclic and oxolo rings in the two molecules are 48.6(4)° and 42.6(3)°, respectively. The structure is stabilized by van-der-Waals interactions.

Published Online: 2010-7-28
Published in Print: 1995-2-1

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