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Crystal structure of (1RS,21SR,22RS,24SR)-28-oxo-24-propyl-8,11,14-trioxa-24,27-di-aza-penta-cyclo[19.5.1.1(22,26).0(2,7).0(15,20)]octa-cosa-2,4,6,15(20),16,18-hexa-ene acetic acid monosolvate
- Source :
- Acta Crystallographica Section E: Crystallographic Communications, Acta Crystallographica Section E: Crystallographic Communications, Vol 72, Iss 6, Pp 829-832 (2016)
- Publication Year :
- 2016
-
Abstract
- The crystal structure of a product of the Petrenko–Kritchenko condensation of N-propyl­piperidone with 1,5-bis­(2-formyl­phen­oxy)-3-oxa­pentane and ammonium acetate was studied by X-ray diffraction<br />The title compound, C26H32N2O4(M)·C2H4O2, (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.
- Subjects :
- crystal structure
aza-14-crown-3-ether
010405 organic chemistry
Chemistry
Stereochemistry
Hydrogen bond
Petrenko–Kritchenko condensation
Cyclohexane conformation
General Chemistry
Crystal structure
Dihedral angle
010403 inorganic & nuclear chemistry
Condensed Matter Physics
Ring (chemistry)
01 natural sciences
Medicinal chemistry
0104 chemical sciences
Research Communications
lcsh:Chemistry
chemistry.chemical_compound
lcsh:QD1-999
Moiety
General Materials Science
Ammonium acetate
Ene reaction
Subjects
Details
- ISSN :
- 20569890
- Volume :
- 72
- Issue :
- Pt 6
- Database :
- OpenAIRE
- Journal :
- Acta crystallographica. Section E, Crystallographic communications
- Accession number :
- edsair.doi.dedup.....182256c8b5467ebe41469aeefa8014ff