Abstract
A cyclic pentamer was obtained fromp-(1,1,3,3-tetramethylbutyl) phenol. It crystallizes from a mixture of acetone and toluene at room temperature giving a 1 : 1 complex with toluene (compound A), whereas at 50°C the empty form (compound B) is obtained. Crystals of A are orthorhombic, space groupPna21,a = 20.083(2),b = 12.936(6),c = 28,423(1) Å,Z = 4, finalR value = 0.067. The empty form, B, is monoclinicP21/c,a = 18.695(2),b = 11.673(5),c = 35.100(4) Å, β = 114.33(1),Z = 4, finalR value = 0.135. The macrocycle is in the cone conformation for both compounds; the toluene molecule lies in the cone as often found for calix[4]arenes.
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References
C. D. Gutsche,Top. Curr. Chem.,123, 1 (1984).
G. D. Andreetti, R. Ungaro and A. Pochini,J. Chem. Soc., Chem. Commun., 1005 (1979).
R. Ungaro, A. Pochini, G. D. Andreetti and P. Domiano,J. Chem. Soc., Perkin Trans. 2, 197 (1985)
G. D. Andreetti, A. Pochini, R. Ungaro,J. Chem. Soc., Perkin Trans. 2, 1773 (1983).
R. Ungaro, A. Pochini, G. D. Andreetti and V. Sangermano,J. Chem. Soc., Perkin Trans 2, 1979 (1884).
E. Weber and H. P. Josel,J. Incl. Phenom.,1, 79 (1983).
M. Halit, D. Oehler, M. Perrin, A. Thozet, R. Perrin, J. Vicens and M. Bourakhouadar,J. Incl. Phenom.,6, 613 (1988).
C. D. Gutsche, A. E. Gutsche and A. I. Karaulov,J. Incl. Phenom.,3, 447 (1985).
G. Happel, B. Mathiasch and H. Kammerer,Makromol. Chem.,176, 3317 (1975): H. Kammerer and G. Happel,ibid.,181, 2049 (1980).
M. Coruzzi, G. D. Andreetti, V. Bocchi, A. Pochini and R. Ungaro,J. Chem. Soc., Perkin Trans. 2, 1133 (1982).
M. Perrin, S. Lecocq and Z. Asfari,C.R. Acad. Sc.,310, Serie 11, 515 (1990).
Z. Asfari and J. Vicens; to be published.
B. A. Frenz, ‘The Enraf-Nonius CAD 4 SDP, A Real-time system for Concurrent X-Ray Data Collection and Crystal Structure Determination’, inComputing in Crystallography, H. Schenk, R. Olthof-Hazekamp, H. van Koningsveld, and G. C. Bassi (Eds.), Delft University Press, Delft, The Netherlands, 1978, pp. 64–71.
P. Main, S. J. Fiske, S. E. Hull, L. Lessinger, G. Germain, J. P. Declercq and M. M. Woolfson:MULTAN 80. A system of computer programs for the automatic solution of crystal structures from X-Ray diffraction data. Univs. of York, England and Louvain, Belgium (1980).
G. M. Sheldrick,SHELX, Program for crystal structure determination, Univ. of Cambridge, England (1976).
International Tables for X-Ray Crystallography, Vol. IV, Kynoch Press, Birmingham, England (1974), pp. 72–98. Distr. Kluwer Academic Publishers, Dordrecht, The Netherlands.
R. F. Stewart, E. R. Davidson and W. T. Simpson:J. Chem. Phys. 42, 3175 (1965).
M. Perrin, E. Mahdar, S. Lecocq and C. Bavoux:J. Incl. Phenom. 9, 153 (1990).
C D. Gutsche, A. E. Gutsche and A. I. Karaulov:J. Incl Phenom. 3, 447 (1985).
G. D. Andreetti, O. Ori, F. Ugozzoli, C. Alfieri, A. Pochini and R. Ungaro:J. Incl. Phenom. 6, 523 (1988).
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Perrin, M., Lecocq, S. Crystal and molecular structures ofp-(1,1,3,3-tetramethylbutyl)calix[5]arene and its 1 : 1 complex with toluene. J Incl Phenom Macrocycl Chem 11, 171–183 (1991). https://doi.org/10.1007/BF01153300
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DOI: https://doi.org/10.1007/BF01153300