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
. 2014 Feb 12;70(Pt 3):o270-1.
doi: 10.1107/S160053681400261X. eCollection 2014 Mar 1.

1-Piperonylpiperazinium 4-nitro-benzoate monohydrate

Channappa N Kavitha  1 , Manpreet Kaur  1 , Brian J Anderson  2 , Jerry P Jasinski  2 , H S Yathirajan  1
Affiliations

1-Piperonylpiperazinium 4-nitro-benzoate monohydrate

Channappa N Kavitha et al. Acta Crystallogr Sect E Struct Rep Online. .

Abstract

IN THE TITLE HYDRATED SALT [SYSTEMATIC NAME: 1-(1,3-benzodioxol-5-ylmeth-yl)piperazin-1-ium 4-nitro-benzoate monohydrate], C12H17N2O2 (+)·C7H4NO4 (-)·H2O, the piperazinium ring of the cation adopts a slightly distorted chair conformation. The piperonyl and piperazine rings are rotated with respect to each other with an N-C-C-C torsion angle of 45.6 (2)°. In the anion, the nitro group is almost coplanar with the adjacent benzene ring, forming a dihedral angle of only 3.9 (4)°. In the crystal, the cations, anions and water mol-ecules are linked through N-H⋯O and O-H⋯O hydrogen bonds into chains along the a axis. In addition, weaker inter-molecular C-H⋯O inter-actions are also observed within the chains. The anions form centrosymmetric couples through π-stacking inter-actions, with an inter-centroid distance of 3.681 (4) Å between the benzene rings.

PubMed Disclaimer

Figures

Fig. 1.
Fig. 1.
ORTEP drawing of one independent monocation-monoanion-water molecule unit in the asymmetric unit of (I) (C12H17N2O2+ . C7H4NO4- . H2O) showing the labeling scheme with 30% probability displacement ellipsoids.
Fig. 2.
Fig. 2.
Molecular packing for (I) viewed along the b axis. Dashed lines indicate N—H···O, O—H···O intermolecular hydrogen bonds and weak C—H···O intermolecular interactions. H atoms not involved in hydrogen bonding have been removed for clarity.
See this image and copyright information in PMC

References

    1. Agilent (2012). CrysAlis PRO and CrysAlis RED Agilent Technologies, Yarnton, England.
    1. Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1–19.
    1. Bogatcheva, E., Hanrahan, C., Nikonenko, B., Samala, R., Chen, P., Gearhart, J., Barbosa, F., Einck, L., Nacy, C. A. & Protopopova, M. (2006). J. Med. Chem. 49, 3045–3048. - PMC - PubMed
    1. Brockunier, L. L., He, J., Colwell, L. F. Jr, Habulihaz, B., He, H., Leiting, B., Lyons, K. A., Marsilio, F., Patel, R. A., Teffera, Y., Wu, J. K., Thornberry, N. A., Weber, A. E. & Parmee, E. R. (2004). Bioorg. Med. Chem. Lett. 14, 4763–4766. - PubMed
    1. Capuano, B., Crosby, I. T., Gable, R. W. & Lloyd, E. J. (2000). Acta Cryst. C56, 339–340. - PubMed