Abstract
The conformation of 1,6-bis-O-(N-propionyl-L-alanyl)-1,6-hexanediol (PrAHAPr) has been investigated in the crystalline state by X-ray analysis. PrAHAPr crystallizes in the monoclinic system, space group P21 with a = 4.861(4), b = 26.24 (1), c = 8.716 (3) Å and β = 105.25 (1)°. In the crystal, the molecules are hydrogen bonded in a single direction that runs parallel to the a crystallographic axis. In spite of its chemical symmetry the molecule adopts an asymmetric conformation, where one of the alanine residues takes a folded conformation. PrAHAPr belongs to a series of model compounds for poly(ester amide)s derived from amino acids that we are presently investigating.
Similar content being viewed by others
References
Paredes, N.; Rodríguez-Galán, A.; Puiggalí, J. J. Polym. Sci., Polym. Chem. Ed. 1998, 36, 1271.
Paredes, N.; Rodríguez-Galán, A.; Puiggalí, J.; Peraire, C. J. Appl. Poly. Sci. 1998, in press.
Xenopoulos, A.; Clark, E.S. Nylon Plastics Handbook; Kohan, M.I., Ed.; Hanser Publishers: Munich, Vienna, New York, 1995; pp 107–137.
Miller, R.L. Polymer Handbook; Brandrup, J.; Immergut, E.H., Eds.; John Wiley & Sons: New York, 1989; ch. VI.
Urpí, L.; Rodríguez-Galán, A.; Puiggalí, J. Macromol. Chem. 1998, 199, 1167.
Urpí, L.; Rodríguez-Galán, A.; Puiggalí, J. J. Chem. Crystallogr. 1998, submitted.
Sheldrick, G.M. SHELXS-86, A Program for Crystal Structure Determination; University of Oxford: England, 1986.
Sheldrick, G.M. SHELXL-93, A Program for Refinement of Crystal Structures; Institut für Anorganische Chemie der Universitat Göttingen: Germany, 1993.
Ingwall, R.T.; Goodman, M. Macromolecules 1974, 7, 598.
Allen, F.H.; Kennard, O.; Taylor, R. Acc. Chem. Res. 1983, 16, 146.
Aylwin, P.A.; Boyd, R.H. Polymer 1984, 25, 323.
Kanamoto, T.; Tanaka, K. J. Polym. Sci. Part A-2 1974, 9, 2043.
Bocelli, G.; Grenier-Loustalot, M.F. Acta Crystallogr. Sect. C (Cryst. Struct. Comm.) 1986, 42, 127. (b) Bocelli, G.; Grenier-Loustalot, M.F.; Marsh, R.E. Acta Crystallogr. Sect. C (Cryst. Struct. Comm.) 1986, 42, 127. (c) Born, L. Z. Kristallogr. 1984, 167, 145. (d) Perez, S.; Brisse, F. Acta Crystallogr. Sect. B 1977, 33, 1673. (e) Li, X.; Brisse, F. Macromolecules 1994, 27, 7718.
Alemán, C.; Puiggalí, J. J. Org. Chem. 1997, 62, 3076.
Ueda, A.S.; Chatani, Y.; Tadokoro, H. Polym. J. 1971, 2, 387.
Turner-Jones, A.; Bunn, C.W. Acta Crystallogr. 1962, 15, 105.
Bunn, C.W.; Garner, E.V. Proc. R. Soc. London 1947, A189, 39.
Dasgupta, S.; Hammond, W.B.; Goddart, W.A. J. Am. Chem. Soc. 1996, 118, 12291.
Liau, W.B.; Boyd, R.H. Macromolecules 1990, 23, 1531.
Tadokoro, H. Structure of Crystalline Polymers; Wiley-Interscience: New York, 1979.
Kinoshita, Y. Makromol. Chem. 1959, 33, 1.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Urpí, L., Rodríguez-Galán, A. & Puiggalí, J. Study of 1,6-bis-O-(N-propionyl-L-alanyl)-1,6-hexanediol as a model compound of poly(ester amide)s derived from L-alanine. Journal of Chemical Crystallography 28, 605–610 (1998). https://doi.org/10.1023/A:1022408925519
Issue Date:
DOI: https://doi.org/10.1023/A:1022408925519