1-[2,4,6-Trimethyl-3,5-bis(4-oxopiperidin-1-ylmethyl)benzyl]piperidin-4-one

Abstract

In the structure of the title compound, C27H39N3O3, each of the (4-oxopiperidin-1-yl)methyl residues adopts a flattened chair conformation (with the N and carbonyl groups being oriented to either side of the central C4 plane) and they occupy positions approximately orthogonal to the central benzene ring [Cbenzene—C—Cmethyl­ene—N torsion angles 103.4 (2), −104.4 (3) and 71.9 (3)°]; further, two of these residues are oriented to one side of the central benzene ring with the third to the other side. In the crystal packing, supra­molecular layers in the ab plane are sustained by C—H⋯O inter­actions.

Crystal structures of two chiral piperidine derivatives: 1-[(1R)-2-hydroxy-1-phenylethyl]piperidin-4-one and 8-[(1S)-1-phenylethyl]-1,4-dioxa-8-azaspiro[4.5]decane-7-thione

“…The chair conformation for the piperidone in (I) was previously observed in related compounds based on the same heterocycle (Vijayakumar et al, 2010;Rajesh et al, 2010aRajesh et al, , 2012. Apparently, the only significant variation allowed for this system is for the N atom, which may approach a planartrigonal geometry (Shahani et al, 2010; Rajesh et al, 2010b).…”

1-{3-[(4-Oxopiperidin-1-yl)carbonyl]benzoyl}piperidin-4-one

“…For the background on the use of N-substituted-4-piperidones in organic synthesis, see: Dyakov et al (1991); Scherer et al (1993). For related structures, see: Vijayakumar et al (2010); Rajesh et al (2010). 12 restraints H-atom parameters constrained Á max = 0.32 e Å À3 Á min = À0.32 e Å À3 Table 1 Hydrogen-bond geometry (Å , ).…”

“…For the background on the use of N-substituted-4-piperidones in organic synthesis, see: Dyakov et al (1991); Scherer et al (1993). For related structures, see: Vijayakumar et al (2010); Rajesh et al (2010).…”