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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...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2016
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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 |
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. |
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