Jean-Claude Bunzli - 3-[2,6-Bis(diethylcarbamoyl)pyridin-4-yl]-N-(tert-butoxycarbonyl) alanine methyl ester: a chiral tridentate ligand that causes a diastereomeric excess of its lanthanide complexes in solution

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  Publication Details (including relevant citation   information):

  Muller,G., Schmidt,B., Jiricek,J., Bunzli,J.C.G., Schenk,K.J.   Acta Crystallographica Section C-Crystal Structure   Communications 2003 59 O353-O356

  Abstract: L-4, or 3-[2,6-bis(diethylcarbamoyl)   pyridin-4-yl]-N-(tert-butoxycarbonyl) alanine methyl ester,   C24H38N4O6, crystallizes in neat [010] laths stabilized by   abundant intra- and intermolecular hydrogen bonds. The strongest   of these form [ 010] chains of molecules, thus rationalizing the   fastest growth direction, while the slowest direction coincides   with the normal to the (110) layers, which are linked by very   weak hydrogen bonds. There exist two independent molecules, the   distances and bond angles of which differ in a random manner   only. The torsion and dihedral angles, however, differ so as to   achieve optimal packing. The influence of the chiral group in the   4-position of the pyridine ring on the helical wrapping and on   the ensuing diastereomeric induction is briefly discussed

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