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(3RS,4SR)-Methyl 4-(2-chloro-5,8-di-methoxy-quinolin-3-yl)-1-phenyl-pyrrolidine-3-carboxyl-ate.

ABSTRACT: The mol-ecule of the title compound, C(23)H(23)ClN(2)O(4), contains a quinolyl unit linked to a functionalized pyrrolidine system with a 3,4-trans arrangement of the substituents. The unit cell contains two stereoisomers that have the absolute stereochemistry 3S,4R and 3R,4S. The pyrrolidine ring adopts a twist conformation with pseudo-rotation parameters P = 258.2 (3)° and τ(M) = 35.3 (1)°. The packing is stabilized by C-H⋯π inter-actions and offset π-π stacking (centroid-to-centroid distance = 3.849 Å, inter-planar distance = 3.293 Å and slippage = 1.994 Å) between phenyl rings, leading to a two-dimensional network.

SUBMITTER: Benzerka S 

PROVIDER: S-EPMC2959501 | biostudies-literature | 2008 Oct

REPOSITORIES: biostudies-literature

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(3RS,4SR)-Methyl 4-(2-chloro-5,8-di-methoxy-quinolin-3-yl)-1-phenyl-pyrrolidine-3-carboxyl-ate.

Benzerka Saida S   Bouraiou Abdelmalek A   Bouacida Sofiane S   Rhouati Salah S   Belfaitah Ali A  

Acta crystallographica. Section E, Structure reports online 20081009 Pt 11

The mol-ecule of the title compound, C(23)H(23)ClN(2)O(4), contains a quinolyl unit linked to a functionalized pyrrolidine system with a 3,4-trans arrangement of the substituents. The unit cell contains two stereoisomers that have the absolute stereochemistry 3S,4R and 3R,4S. The pyrrolidine ring adopts a twist conformation with pseudo-rotation parameters P = 258.2 (3)° and τ(M) = 35.3 (1)°. The packing is stabilized by C-H⋯π inter-actions and offset π-π stacking (centroid-to-centroid distance =  ...[more]

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