Acta Crystallographica Section E

Structure Reports Online

Volume 69, Part 4 (April 2013)


organic compounds



cv5393 scheme

Acta Cryst. (2013). E69, o565-o566    [ doi:10.1107/S1600536813007241 ]

Ethyl 23-benzyl-8,11,14-trioxa-23,28,29-triazapentacyclo[19.7.1.02,7.015,20.022,27]nonacosa-2,4,6,15(20),16,18,21,26-octaene-26-carboxylate

T. H. Hieu, L. T. Anh, A. T. Soldatenkov, V. G. Vasil'ev and V. N. Khrustalev

Abstract: The title compound, C33H35N3O5, is the product of the multicomponent condensation of 1-benzyl-4-ethoxycarbonylpiperidin-3-one with 1,5-bis(2-formylphenoxy)-3-oxapentane and ammonium acetate. The molecule comprises a pentacyclic system containing the aza-14-crown-4-ether macrocycle, tetrahydropyrimidine, tetrahydropyridine and two benzene rings. The aza-14-crown-4-ether ring adopts a bowl conformation with a dihedral angle of 62.37 (5)° between the benzene rings. The tetrahydropyrimidine ring has an envelope conformation with the chiral C atom as the flap, whereas the tetrahydropyridine ring adopts a distorted chair conformation. Two amino groups are involved in intramolecular N-H...O hydrogen bonds. In the crystal, weak C-H...O hydrogen bonds link the molecules into layers parallel to the ab plane.


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