Concomitant polymorphism in the stereoselective synthesis of a β-benzyl-β-hydroxyaspartate analogue - Archive ouverte HAL
Article Dans Une Revue Acta Crystallographica Section C : Crystal Structure Communications [1968-2013] Année : 2011

Concomitant polymorphism in the stereoselective synthesis of a β-benzyl-β-hydroxyaspartate analogue

Résumé

Two concomitant polymorphs, (I) and (II), of a β-benzyl-β-hy­droxy­aspartate analogue [systematic name: dibenzyl 2-benzyl-2-hy­droxy-3-(4-methyl­phenyl­sulfonamido)­succinate], C32H31NO7S, crystallize from a mixture of ethyl acetate and cyclo­hexane at ambient temperature. The structure of (I) has triclinic (P\overline{1}) symmetry and that of (II) monoclinic (P21/c) symmetry. Both crystal structures are made up of a stacking of homochiral racemic dimers (2S,3S and 2R,3R) which are inter­nally connected by a similar R22(9) hydrogen-bonding pattern consisting of inter­molecular N—H...O and O—H...O hydrogen bonds. The centroid of the racemic dimer lies on an inversion centre. The main structural difference between the two polymorphs is the conformational orientation of two of the four aromatic rings present in the mol­ecule. Polymorph (II) is found to be twinned by reticular merohedry with twin index 3 and twin fractions 0.854 (1) and 0.146.
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hal-04715198 , version 1 (30-09-2024)

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Sofiane Mekki, Valérie Rolland, Salima Bellahouel-Benzine, Arie van Der Lee, Marc Rolland. Concomitant polymorphism in the stereoselective synthesis of a β-benzyl-β-hydroxyaspartate analogue. Acta Crystallographica Section C : Crystal Structure Communications [1968-2013], 2011, 67 (8), pp.o301-o305. ⟨10.1107/S0108270111024632⟩. ⟨hal-04715198⟩
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