Crystal structure of the piperazine-1,4-diium (DL-)hydrogen malate (1:2)
Tóm tắt
The crystalline salt of piperazine-1,4-diium (DL-)hydrogen malate (1:2), (C4H12N2)2+ (C4H5O5)2−, has been prepared and characterized by X-ray crystallography. The title salt crystallizes in monoclinic space group P21/n with a = 7.073(1), b = 14.180(2), c = 7.526(1) Å, β = 94.66(1), V = 752.33(18) Å3 and Z = 2. Results indicate that the title salt exists as a racemic compound but a conglomerate. In the structure, axial and equatorial hydrogen atoms of piperiaine-1,4-diium are all involved in different bifurcated hydrogen bonds. The integral structure, formed by the hard hydrogen bonds of N–H⋅sO and O–H⋅sO, is stabilized further by soft hydrogen bond of C–H⋅sO.
Tài liệu tham khảo
Desiraju, G.R. Crystal Engineering: The Design of Organic Solids, Elsevier: Amsterdam, 1989.
Lehn, J. M. Supramolecular Chemistry, VCH: Weinheim, 1995.
Aakeroy, C. B. Acta Crystallogr. B 1997, 53, 569.
Desiraju, G. R. (ed). Perspectives in Supramolecular Chemistry; Wiley: Chichester, 1995; Vol. 2.
Garcia-Tellado, F.; Goswami S.J.; Hamilton, A.D. J. Am. Chem. Soc. 1991, 113, 265.
Fan, E.; Vincent, C.; Geib, S.J.; Hamilton, A.D. Chem. Mater. 1994, 6, 1113.
Coe, S.; Kane, J.J.; Nguyen, T.L. J. Am. Chem. Soc. 1997, 119, 119.
Palemore, G.T.R.; McBride, M.T. Chem. Commun. 1998, 145.
Ermer, O.; Eling, A. J. Chem. Soc. Perkin Trans II, 1994, 925.
Leiserowitz, L. Acta Crystallogr. B 1976, 32, 775.
Aakeroy, C.B.; Beatty, A.M.; Nieuwenhuyzen, M.; Zou, M. Tetrahedron 2000, 56, 6693.
Pang, W.Z.; Huang, H.H.; Koh, L.L. J. Mol. Struct. 1997, 415, 17.
Coupar, P.I.; George, F.; Chrisstopher, G. Acta. Crystallogr. C 1996, 52, 3052.
George, F.; Christopher, G.; Greguson Richard, M.; Meehan Paul, R. Acta. Crystallogr. B 1998, 54, 129.
Loehlin, J.H.; Etter, M.C.; Gendreau, C.; Cervasio, E. Chem. Mater. 1994, 6, 1218.
Sheldrick, G.M. SHELX93, Program for Crystal Structure Refinement, University of Göttingen: Germany, 1993.
International Tables for X-ray Crystallography; Kynoch Press: Birmingham, England (Present distributor: Kluwer Academic Publisher: Dordrecht), 1994; Vol. IV, p 72.
Bois, C. Acta Crystallogr. B 1970, 26, 2086.
Jin, Z.M.; Xu, D.J.; Pan, Y.J.; Xu, Y. ZH. J. Mol. Struct. 2001, 559, 1.
MacLean, E.J.; Wheatley, P.S.; Ferguson, G.; Glidewell, C.; Lough, A.J. Acta. Crystallogr. C 1999, 55, 1896.
Borthwick, P.W. Acta Crystallogr. B 1980, 36, 628.
Van Haver, W.K.L.; Beurskens, P.T. J. Crystallogr. Spec. Res. 1985, 15, 45.
Miyazawa, T.; Pitzer, K.S. J. Chem. Phys. 1959, 30, 1076.
Lide, D.R.; Annu, Jr. Rev. Phys. Chem. 1964, 15, 225.
Pan, Y.J.; Jin, Z.M.; Sun, C.R. Chem. Lett. 2001, 10, 1008.
Herzberg, G. Molecular Spectra and Molecular Structure II Infrared and Raman Spectra of Polyatomic Molecules, D. Van Nostrand Company, Inc, New York, 1966.
Nakamoto K. Infrared and Raman Spectra of Inorganic and Coordination Compounds, 4th edn, Wiley Interscience, New York, 1986, p. 231.
Silverstein, R.M.; Webster, F.X. Spectrometric Identification of Organic Compounds, 6th edn, Wiley Interscience, New York, 1998, p. 122.
Goluck, K.; Altun, A.; Kumru, M. J. Mol. Struct. 2003, 657, 385.
Acevedo-Cahvez, R.; Engenia Costas, M.; Excuderi-Derat, R. J. Solid State Chem. 1994, 21, 113.
Silverstein, R.M.; Bassler, G.C.; Morril, T.C. Spectrometric Identification of Organic Compounds, 5th edn, Wiley Interscience, New York, 1991, p. 117.