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2,4-Bis(4-ethoxyphenyl)-1-methyl-3-azabicyclo[3.3.1]nonan-9-one
In the title compound, C(25)H(30)NO(3), a crystallographic mirror plane bisects the molecule. Although it is a positional isomer of 2,4-bis(4-ethoxyphenyl)-7-methyl-3-azabicyclo[3.3.1]nonan-9-one [C(25)H(31)NO(3), M (r) = 393.51; Park et al. (2012c ▶). Acta Cryst. E68, o779–780], its molecu...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3470358/ https://www.ncbi.nlm.nih.gov/pubmed/23125771 http://dx.doi.org/10.1107/S1600536812039840 |
Sumario: | In the title compound, C(25)H(30)NO(3), a crystallographic mirror plane bisects the molecule. Although it is a positional isomer of 2,4-bis(4-ethoxyphenyl)-7-methyl-3-azabicyclo[3.3.1]nonan-9-one [C(25)H(31)NO(3), M (r) = 393.51; Park et al. (2012c ▶). Acta Cryst. E68, o779–780], its molecular weight is 392.50 due to the 50:50 ratio of the methyl group at bridgehead C atoms. However, the title compound exists in the same twin-chair conformation as its 7-methyl isomer. Also, the 4-ethoxyphenyl groups are equatorially oriented on the bicycle as in its isomer. In the title compound, the cyclohexanone ring deviates from an ideal chair (total puckering amplitude Q (T) = 0.5390 Å) and the piperidone ring is closer to an ideal chair (Q (T) = 0.6064 Å). These Q (T) values are very similar to those of its isomer. Even though a center of symmetry passes through the 7-methyl analog, the benzene rings are oriented 26.11 (3)° with respect to each other, whereas the orientation is 53.10 (3)° for the title compound. The title compound exhibits intermolecular N—H⋯O interactions [H⋯A = 2.25 (2) Å, versus 2.26 (2) Å for the analog]. |
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