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Crystal structure of (1RS,21SR,22RS,24SR)-28-oxo-24-propyl-8,11,14-trioxa-24,27-di­aza­penta­cyclo[19.5.1.1(22,26).0(2,7).0(15,20)]octa­cosa-2,4,6,15(20),16,18-hexa­ene acetic acid monosolvate

The title compound, C(26)H(32)N(2)O(4)(M)·C(2)H(4)O(2), (I), is the product of the Petrenko–Kritchenko condensation of N-propyl­piperidinone with 1,5-bis­(2-formyl­phen­oxy)-3-oxa­pentane and ammonium acetate. In M, the aza-14-crown-3-ether ring adopts a bowl conformation, with the configuration of...

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Detalles Bibliográficos
Autores principales: Hieu, Truong Hong, Anh, Le Tuan, Soldatenkov, Anatoly T., Tuyen, Nguyen Van, Khrustalev, Victor N.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4908554/
https://www.ncbi.nlm.nih.gov/pubmed/27308052
http://dx.doi.org/10.1107/S2056989016007556
Descripción
Sumario:The title compound, C(26)H(32)N(2)O(4)(M)·C(2)H(4)O(2), (I), is the product of the Petrenko–Kritchenko condensation of N-propyl­piperidinone with 1,5-bis­(2-formyl­phen­oxy)-3-oxa­pentane and ammonium acetate. In M, the aza-14-crown-3-ether ring adopts a bowl conformation, with the configuration 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 62.75 (5)°. The central piperidinone ring has a boat conformation, whereas the terminal piperidinone ring adopts a chair conformation. The boat conformation of the central piperidinone ring is supported by the bifurcated intra­molecular N—H⋯O hydrogen bond. In the crystal, each solvent mol­ecule is linked to mol­ecule M via strong O—H⋯N hydrogen bonding, forming hydrogen-bonded pairs of mol­ecules, which further inter­act through weak C—H⋯O hydrogen bonds, forming layers parallel to the ac plane.