Two structures of the closely related piperazinium salts, [1,4-bis-(2-methoxy-2-carbonylethyl)piperazinium (2+)] chloride (1) and [1,4-bis-(2-amidoethyl)piperazinium (2+)] perchlorate (2) reveal the persistence of a layer structure, interspersed with anions, held in place by N–H···Cl, C–H···O and C–H···Cl interactions in the case of 1, and N–H···O and C–H···O interactions in the case of 2. Compound 1 crystallizes in the triclinic space group P-1 with a=6.7667(6) Å, b = 6.9467(6) Å, c=9.3880(18) Å, α=105.845(9)°, β=99.896(16)°, γ=103.600(9)°, and Z=1. Compound 2 crystallizes in the monoclinic space group P21/c with a = 9.0930(8) Å, b=10.0525(11) Å c=10.2104(13) Å, β=114.279(9)°, and Z=2.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Varala, R.; Alam, M.M.; Adapa, S.R. Synlett. 2003, 720.
Choudary, B.M.; Sridhar, C.; Sateesh, M.; Sreedhar, B. J. Mol. Cat. A. Chem. 2004, 212, 237.
Kantam, M.L.; Neeraja, V.; Kavita, B.; Neelima, B.; Chaudhuri, M.K.; Hussain, S. Adv. Synth. Cat. 2005, 347, 763.
Minifuji, M.; Kurokawa, H.; Oonishi, A. Jpn. Pat. 05178831 A2 19930720 (Chem. Abs., 1993, 119, 271201).
Anderson, D.G.; Akins. A.; Langer, R.S. US Pat. 2003-446444 20030528 (Chem. Abs. 2004, 140, 344891).
Taylor, R.; Kennard, O. J. Am. Chem. Soc. 1982, 104, 5063.
Desiraju, G.R. Science, 1997, 278, 404.
Lai, C.S.; Mohr, F.; Tiekink, E.R.T. Cryst. Eng. Comm, 2006, 8, 909.
Desiraju, G.R.; Steiner, T. The Weak Hydrogen Bond in Structural Chemistry and Biology; Oxford University Press: Oxford, UK, 1999.
Burley, S.K.; Petsko, G.A. Science 1985, 229, 23.
McGaughey, G.B.; Gagne, M.; Rappe, A.K. J. Biol. Chem. 1998, 273, 15458.
Hooft, R.W.W. COLLECT data collection software, Nonius B.V., The Netherlands, 1998.
Sheldrick, G.M. SADABS. Version 2.10. University of Göttingen, Germany, 2003.
Otwinowski, Z.; Minor, W. In Methods in Enzymology, Vol. 276, Macromolecular Crystallography, Part A; Carter, C.W. Jr.; Sweet, R.M., Eds.; Academic Press: New York, 1997; pp. 307–326.
Altomare, A.; Cascarano, M.; Giacovazzo, C.; Guagliardi, A.; Burla, M.C.; Polidori, G.; Camalli, M. J. Appl. Cryst. 1994, 27, 435.
Sheldrick, G.M. SHELXL97; University of Göttingen: Germany, 1997.
Johnson, C.K. ORTEP II, Report ORNL-5136, Oak Ridge National Laboratory, Oak Ridge, TN,1976.
Crystal Impact. DIAMOND. Version 3.1. Crystal Impact GbR, Postfach 1251, D-53002 Bonn, Germany, 2006.
teXsan, Structure Analysis Package, Molecular Structure Corporation, Houston, TX, 1992.
Spek, A.L. PLATON, A Multipurpose Crystallographic Tool, Utrecht University, Utrecht, The Netherlands, 2005.
Allen, F.H.; Kennard, O.; Watson, D.G.; Brammer, L.; Orpen, A.G.; Taylor, R. J. Chem. Soc. Perkin Trans. 1987, 2 S1.
Acknowledgments
X-ray data were collected at the EPSRC X-ray Crystallographic Service, University of Southampton, England; the authors thank the staff of the Service for help and advice.
Author information
Authors and Affiliations
Corresponding authors
Additional information
Supplementary material
CCDC-613065 and CCDC-613066 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge via www.ccdc.cam.ac.uk/data_request/cif, by e-mailing data_request@ccdc.cam.ac.uk or by contacting The Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK; fax +44(0)1223-336033.
Rights and permissions
About this article
Cite this article
Antunes, O.A.C., Bordinhão, J., Carvalho, N.M.F. et al. Persistence of layer motifs in the crystal structures of [1,4-bis-(2-methoxy-2-carbonylethyl)piperazinium (2’)] chloride and [1,4-bis-(2-amidoethyl)piperazinium (2’)] perchlorate. J Chem Crystallogr 37, 291–298 (2007). https://doi.org/10.1007/s10870-006-9176-3
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10870-006-9176-3