Synthesis by deamination reaction and crystal structure at 120 K of (16Z,19E)-18-oxo-N-(pyridin-2-yl)-6,7,9,10-tetra-hydro-18H-dibenzo[h,o][1,4,7]trioxa-cyclo-hexa-decine-17-carboxamide.

ABSTRACT: The title compound, C₂₇H₂₄N₂O₅, is a product of the deamination reaction from aza-14-crown-4 ether containing the γ-piperidone subunit. The title mol-ecule contains a 16-membered macrocycle with the conformation of the C-O-C-C-O-C-C-O-C polyether chain being t-g ^(-)-t-t-g ⁽⁺⁾-t (t = trans, 180°; g = gauche, ±60°). The dihedral angle between the planes of the benzene rings fused to the aza-14-crown-4-ether moiety is 31.11 (14)°. The cavity size inside the macrocycle is 4.72 Å. The macrocycle is significantly flattened as a result of the extended conjugated system. Steric repulsion between the pyridyl-carboxamide fragment and the benzene ring results in a sl

SUBMITTER: Wodajo AT 

PROVIDER: S-EPMC7472769 | biostudies-literature | 2020 Sep

REPOSITORIES: biostudies-literature