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. 2017 Mar 14;73(Pt 4):503-506.
doi: 10.1107/S2056989017003607. eCollection 2017 Apr 1.

Crystal structure of methyl (4 R)-4-(4-meth-oxy-benzo-yl)-4-{[(1 R)-1-phenyl-eth-yl]carbamo-yl}butano-ate

Alejandro Manchado  1 , Mateo M Salgado  1 , Álvaro Vicente  1 , David Díez  1 , Francisca Sanz  2 , Narciso M Garrido  1
Affiliations

Crystal structure of methyl (4 R)-4-(4-meth-oxy-benzo-yl)-4-{[(1 R)-1-phenyl-eth-yl]carbamo-yl}butano-ate

Alejandro Manchado et al. Acta Crystallogr E Crystallogr Commun. .

Abstract

The title compound, C22H25NO5, was prepared by CAN [cerium(IV) ammonium nitrate] oxidation of the corresponding β-lactam. The dihedral angle between the benzene rings is 13.3 (4)° and the C-N-C(=O)-C torsion angle is 176.1 (6)°. In the crystal, amide-C(4) N-H⋯O and reinforcing C-H⋯O hydrogen bonds link the mol-ecules into infinite [010] chains. Further C-H⋯O hydrogen bonds cross-link the chains in the c-axis direction.

Keywords: CAN oxidation; crystal structure; glutarate; hydrogen bonds; β-lactame.

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Figures

Figure 1
Figure 1
The mol­ecular structure of the title compound. Displacement ellipsoids are drawn at the 50% probability level. H atoms are shown as spheres of arbitrary radius.
Figure 2
Figure 2
A view of the C20—H20A⋯O2 (dotted blue lines), N1—H1⋯O3 (dotted light-blue lines) and C9—H9⋯O3 (dotted orange lines) hydrogen bonds (see Table 1 ▸), which link the mol­ecules into [010] chains.
Figure 3
Figure 3
A view of the C17—H17⋯O5 (dotted pink lines) hydrogen bonds in the extended structure of the title compound.
Figure 4
Figure 4
Crystal packing of the title compound, viewed along the [010] direction.
See this image and copyright information in PMC

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