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Crystal structure of 22,24,25-trimethyl-8,11,14-trioxa-25-aza-tetra-cyclo-[19.3.1.02,7.015,20]penta-cosa-2,4,6,15(20),16,18-hexaen-23-one.


ABSTRACT: The title compound, C24H29NO4, is the product of a Petrenko-Kritchenko condensation of 1,5-bis-(2-formyl-phen-oxy)-3-oxa-pentane, pentan-3-one and methyl-ammonium acetate in ethanol. The mol-ecule has mirror symmetry. The aza-14-crown-3 ether ring adopts a bowl conformation stabilized by a weak intra-molecular C-H?O hydrogen bond. The conformation of the C-O-C-C-O-C-C-O-C polyether chain is t-g+-t-t-g--t (t = trans, 180°; g = gauche, ±60°). The dihedral angle between the benzene rings fused to the aza-14-crown-4-ether moiety is 72.68?(4)°. The piperidinone ring adopts a chair conformation. The nitro-gen atom has a trigonal-pyramidal geometry, the sum of the bond angles being 335.9°. In the crystal, the mol-ecules are linked by weak C-H?O inter-actions, forming zigzag chains propagating along the [100] direction.

SUBMITTER: Nguyen VT 

PROVIDER: S-EPMC5290547 | biostudies-literature | 2017 Feb

REPOSITORIES: biostudies-literature

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Crystal structure of 22,24,25-trimethyl-8,11,14-trioxa-25-aza-tetra-cyclo-[19.3.1.0<sup>2,7</sup>.0<sup>15,20</sup>]penta-cosa-2,4,6,15(20),16,18-hexaen-23-one.

Nguyen Van Tuyen VT   Truong Hong Hieu HH   Le Tuan Anh TA   Soldatenkov Anatoly T AT   Thi Tuyet Anh Dang TA   Tran Thi Thanh Van TT   Esina Natalia Ya NY   Khrustalev Victor N VN  

Acta crystallographica. Section E, Crystallographic communications 20170106 Pt 2


The title compound, C<sub>24</sub>H<sub>29</sub>NO<sub>4</sub>, is the product of a Petrenko-Kritchenko condensation of 1,5-bis-(2-formyl-phen-oxy)-3-oxa-pentane, pentan-3-one and methyl-ammonium acetate in ethanol. The mol-ecule has mirror symmetry. The aza-14-crown-3 ether ring adopts a <i>bowl</i> conformation stabilized by a weak intra-molecular C-H⋯O hydrogen bond. The conformation of the C-O-C-C-O-C-C-O-C polyether chain is t-g<sup>+</sup>-t-t-g<sup>-</sup>-t (t = <i>trans</i>, 180°; g = <  ...[more]

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