Abstract
Single crystal X-ray structures are presented for three amino acid arenesulfonate salts:l-alanine 2,4-dinitrobenzenesulfonate hydrate (1), 2∶1 glycine 1,5-naphthalene-disulfonate dihydrate (2), andl-serine 4-hydroxybenzenesulfonate (3). Hydrogen bond patterns of each salt are analyzed systematically by using hydrogen bond graph set notation. First-, second-, and selected third-level graph set motifs of the three salts are presented and discussed. Hydrogen-bonded diad, chain, ring, ribbon, and two-dimensional sheet patterns are identified in these structures. Even though the three salts contain apparently similar types of hydrogen-bonding interactions, their graph sets are quite different.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Sudbeck, E. A.; Etter, M. C.; Gleason, W. B.Chem. Mater. 1994,6, 1192–1199
Sudbeck, E. A., Ph. D. Thesis, University of Minnesota (1995), USA, 1995.
For a discussion of the use of graph set notation for describing hydrogen bond patterns in crystals see: Etter, M. C.Acc. Chem. Res. 1990,23, 120–126
Etter, M. C.; MacDonald, J. C.; Bernstein, J.Acta. Crystallogr. 1990, B46, 256–262
Bernstein, J.; Etter, M. C.; MacDonald, J. C.J. Chem. Soc. Perkin Trans. 1990,2, 695–698
Etter, M. C.J. Phys. Chem. 1991,95, 4601
Bernstein, J.; Davis, R. E.; Shimoni, L.; Chang, N.-L.Angew. Chem. Int. Ed. Engl. 1995,34, 1555–1573.
Bernstein, J.Acta Crystallogr. 1991, B47, 1004–1010
Shimoni, L.; Carrell, H. L.; Glusker, J. P.; Coombs, M. M.J. Am. Chem. Soc. 1994,116, 8162–8168
Aakeröy, C. B.; Nieuwenhuyzen, M.J. Am. Chem. Soc. 1994,116, 10983–10991
Several other examples can be found in:Chem. Mater.1994,6.
Gilmore, C. J.J. Appl. Crystallogr. 1984,17, 42–46.
Beurskens, P.T.DIRDIF: Direct Methods for Difference Structures—An Automatic Procedure for Phase Extension and Refinement of Difference Structure Factors: Technical Report 1984/1; Crystallography Laboratory: Toernooiveld, Nijmegen, The Netherlands.
Molecular Structure Corporation, TEXSAN Structure Analysis Package. MSC, 3200A Research Forest Drive, The Woodlands, TX, 1985.
Cromer, D. T.; Waber, J. T.International Tables for X-Ray Crystallography, Vol IV, The Kynoch Press: Birmingham, England, Table 2.2A, 1974.
Johnson, C. K.ORTEP-II, A FORTRAN Thermal-Ellipsoid Plot Program, Report ORNL2-5138, 1976. Oak Ridge National Laboratory: Oak Ridge, TN.
Spek, A. L.,PLUTOn, Program for Molecular Graphics; Utrecht University: The Netherlands, 1992.
Motherwell, W. D. S.; Clegg, W.PLUTO, Program for Plotting Molecular and Crystal Structures; Cambridge University: England, 1978.
Author information
Authors and Affiliations
Additional information
Deceased June 10, 1992.
Rights and permissions
About this article
Cite this article
Sudbeck, E.A., Gleason, W.B. & Etter, M.C. Crystal structures and hydrogen bond analysis of three arenesulfonate salts ofl-alanine, glycine, andl-serine. J Chem Crystallogr 25, 555–567 (1995). https://doi.org/10.1007/BF01667024
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF01667024