Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2011 Jun 1;67(Pt 6):o1505-6.
doi: 10.1107/S1600536811018587. Epub 2011 May 25.

1-Benzyl-3,5-bis-(4-chloro-benzyl-idene)piperidin-4-one

Volodymyr V Nesterov, Sergey S Sarkisov, Vladimir Shulaev, Vladimir N Nesterov

1-Benzyl-3,5-bis-(4-chloro-benzyl-idene)piperidin-4-one

Volodymyr V Nesterov et al. Acta Crystallogr Sect E Struct Rep Online. .

Abstract

The title compound, C(26)H(21)Cl(2)NO, crystallizes with two symmetry-independent mol-ecules (A and B) in the asymmetric unit. In both mol-ecules, the central heterocyclic ring adopts a sofa conformation. The dihedral angles between the planar part of this central heterocyclic ring [maximum deviations of 0.011 (1) and 0.036 (1) Å in mol-ecules A and B, respectively] and the two almost planar [maximum deviations of 0.020 (1) and 0.008 (1) Å in A and 0.007 (1) and 0.011 (1) in B] side-chain fragments that include the aromatic ring and bridging atoms are 20.1 (1) and 31.2 (1)° in mol-ecule A, and 26.4 (1) and 19.6 (1)° in mol-ecule B. The dihedral angles between the planar part of the heterocyclic ring and the benzyl substituent are 79.7 (1) and 53.2 (1)° in mol-ecules A and B, respectively. In the crystal, weak inter-molecular C-H⋯O hydrogen bonds link the two independent mol-ecules into dimers.

PubMed Disclaimer

Figures

Fig. 1.
Fig. 1.
Perspective view of the asymmetric unit in (I), with hydrogen bonds shown as dashed lines. Displacement ellipsoids are shown at the 30% probability level.
Fig. 2.
Fig. 2.
Projection of the crystal packing of the title compound along the a-axis. Dashed lines denote weak intermolecular C—H···O hydrogen bonds.
See this image and copyright information in PMC

References

    1. Bruker (2001). SADABS Bruker AXS Inc., Madison, Wisconsin, USA.
    1. Bruker (2007). APEX2 and SAINT Bruker AXS Inc., Madison, Wisconsin, USA.
    1. Desiraju, G. R. & Steiner, T. (1999). The Weak Hydrogen Bond Oxford University Press.
    1. Dimmock, J. R., Padmanilayam, M. P., Puthucode, R. N., Nazarali, A. J., Motaganahalli, N. L., Zell, G. A., Quail, J. W., Oloo, E. O., Kraatz, H. B., Prisciak, J. S., Allen, T. M., Santos, C. L., Balzarini, J., De Clercq, E. & Manavathu, E. K. (2001). J. Med. Chem. 44, 586–593. - PubMed
    1. Jia, Z., Quail, J. W., Arora, V. K. & Dimmock, J. R. (1988). Acta Cryst. C44, 2114–2117.