Crystals of the Kemp's triacid salts. Part IV: Supramolecular architecture in the crystal of tetra(melaminium) bis(5-carboxy-1,3,5-trimethylcyclo-hexane-1,3-dicarboxylate) pentahydrate

Journal of Molecular Structure

Volumn 922, Issue 1-3, 2009, Pages 77-82

  Huczyński, Adam ^a   Janczak, Jan ^b   Brzezinski, Bogumil ^a  

^a ADAM MICKIEWICZ UNIVERSITY   (Poland)

^b INSTITUTE OF LOW TEMPERATURE AND STRUCTURE RESEARCH   (Poland)

Author keywords

FT IR; Hydrogen bond; Kemp's triacid (KTA); Melamine; Supramolecular complex; X ray

Indexed keywords

BINDING SITES; CARBOXYLATION; COMPLEXATION; CRYSTAL STRUCTURE; HEXANE; HYDROGEN; MELAMINE FORMALDEHYDE RESINS; MOLECULES; PROTONS; SUPRAMOLECULAR CHEMISTRY; THREE DIMENSIONAL;

AXIAL POSITIONS; CARBOXYLIC GROUPS; CHAIR CONFORMATIONS; CRYSTAL FORMATIONS; EQUATORIAL POSITIONS; FT-IR; HYDROGEN-BONDED CHAINS; HYDROGEN-BONDED NETWORKS; INTERMOLECULAR HYDROGEN BONDS; INTRAMOLECULAR HYDROGEN BONDS; IR SPECTRUM; KEMP'S TRIACID (KTA); METHYL GROUPS; PROTONATED; SINGLE BONDS; SPECTROSCOPIC EVIDENCES; STACKING STRUCTURES; SUPRAMOLECULAR ARCHITECTURES; SUPRAMOLECULAR COMPLEX; WATER MOLECULES; X-RAY; X-RAY STUDIES;

HYDROGEN BONDS;

TETRA;

EID: 61849185678     PISSN: 00222860     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molstruc.2009.01.045     Document Type: Article

References (63)

1. Nangia A. Curr. Opin. Solid State Mater. Sci. 5 (2001) 115
2. Addadi L., and Geva M. Crystal Eng. Commun. 5 (2003) 140
3. Almarsson O., and Zwaorotoko M. J. Chem. Commun. 17 (2004) 1889
4. Joanna A.B., and Zaworotko M.J. Cryst. Growth Des. 5 (2005) 1169
5. Huczyński A., Pospieszny T., Ratajczak-Sitarz M., Katrusiak A., and Brzezinski B. J. Mol. Struct. 875 (2008) 501
6. Matulková I., Němec I., Teubner K., Němec P., and Mička Z. J. Mol. Struct. 873 (2008) 46
7. Moghimi A., Moosavi S.M., Kordestani D., Maddah B., Shamsipur M., Aghabozorg H., Ramezanipour F., and Kickelbick G. J. Mol. Struct. 828 (2007) 38
8. Bhogala B.R., and Nangia A. Cryst. Growth Des. 3 (2003) 547
9. Remenar J.F., Morissette S.L., Peterson M.L., Moulton B., MacPhee J.M., Guzman H.R., and Almarsson O. J. Am. Chem. Soc. 125 (2003) 8456
10. Cowan J.A., Howard K., McIntyre G.J., Lo S.M.F., and Williams I.D. Acta Crystallogr. B59 (2003) 794
11. Childs S.L., Chyall L.J., Dunlap J.T., Smolenskaya V.N., Stahly B.C., and Stahly G.P. J. Am. Chem. Soc. 126 (2004) 13335
12. Li Z.J., Abramov Y., Bordner J., Leonard J., Medek A., and Trask A.V. J. Am. Chem. Soc. 128 (2006) 8199
13. Sobczyk L., Lis T., Olejnik Z., and Majerz I. J. Mol. Struct. 552 (2000) 233
14. Vaidhyanathan R., Natarajan S., and Rao C.N.R. J. Mol. Struct. 608 (2002) 123
15. B Jerzykiewicz L., Malarski Z., Sobczyk L., Lis T., and Grech E. J. Mol. Struct. 440 (1998) 175
16. Huczyński A., Ratajczak-Sitarz M., Katrusiak A., and Brzezinski B. J. Mol. Struct. 888 (2008) 84
17. Huczyński A., Ratajczak-Sitarz M., Katrusiak A., and Brzezinski B. J. Mol. Struct. 889 (2008) 64
18. Huczyński A., Ratajczak-Sitarz M., Katrusiak A., and Brzezinski B. J. Mol. Struct. 892 (2008) 414
19. Hirose T., Baldwin B., Wang Z., and Kennard C.H. Acta Crystallogr. C54 (1998) 1143
20. Rebek J., Marshall L., Wolak R., Parris K., Killoran M., Askew B., Nameth D., and Islam N. J. Am. Chem. Soc. 107 (1985) 7476
21. Kemp D.S., and Petrakis K.S. J. Org. Chem. 46 (1981) 5140
22. Hirose T., Naitoa K., Shitaraa H., Nohiraa H., and Baldwin B.W. Tetrahedron: Asymm. 12 (2001) 375
23. Brzezinski B., Urjasz H., and Zundel G. Biochem. Biophys. Res. Commun. 219 (1996) 273
24. Brzezinski B., Urjasz H., Zundel G., and Bartl F. Biochem. Biophys. Res. Commun. 231 (1997) 473
25. Perpétuo G.J., and Janczak J. Acta Crystallogr. C62 (2006) o372
26. Janczak J., and Perpétuo G.J. Acta Crystallogr. C58 (2006) o455
27. Ranganathan A., Pedireddi V.R., and Rao C.N.R. J. Am. Chem. Soc. 121 (1999) 1752
28. Janczak J., and Perpétuo G.J. Acta Crystallogr. C57 (2001) 123
29. Janczak J., and Perpétuo G.J. Acta Crystallogr. C57 (2001) 873
30. Janczak J., and Perpétuo G.J. Acta Crystallogr. C57 (2001) 1120
31. Janczak J., and Perpétuo G.J. Acta Crystallogr. C57 (2001) 1431
32. Perpétuo G.J., and Janczak J. Acta Crystallogr. C58 (2002) o112;
33. Janczak J., and Perpétuo G.J. Acta Crystallogr. C58 (2002) o339;
34. Janczak J., and Perpétuo G.J. Acta Crystallogr. C59 (2003) o349;
35. Perpétuo G.J., and Janczak J. Polish J. Chem. 77 (2003) 1323
36. Janczak J., and Perpétuo G.J. Acta Crystallogr. C60 (2004) o211
37. Perpétuo G.J., Ribero M.A., and Janczak J. Acta Crystallogr. E61 (2005) o287
38. Allen F.A. Acta Crystallogr. B58 (2002) 380
39. Zhang X.L., Ye B.H., and Chen X.M. Cryst. Growth Des. 5 (2005) 1609
40. Janczak J., and Perpétuo G.J. Acta Crystallogr. C64 (2008) o91
41. Perpétuo G.J., and Janczak J. J. Mol. Struct. 891 (2008) 429
42. Oxford Diffraction Poland, CrysAlis CCD and CrysAlis Red Version 171.32.8, 2006
43. G.M. Sheldrick, SHELXS97, SHELXL97, Programs for Crystal Structures Solution and Refinement, University of Göttingen, Göttingen, Germany, 1997.
44. K. Brandenburg, H. Putz, Diamond, Ver. 3.0, Crystal and Molecular Struture Visualization, University of Bonn, Germany, 2006.
45. J.M. Frisch, G.W. Trucks, H.B. Schlegel, P.M.W. Gill, B.G. Johnson, M.A. Robb, J. Cheeseman, T. Keith, G.A. Petersson, J.A. Montgomery, K. Raghavachari, M.A. Al-Laham, V.G. Zakrzewski, J.V. Ortiz, J.B. Foresman, J. Cislowski, B.B. Stefanov, A. Nanayakkara, M. Challacombe, C.Y. Peng, P.Y. Ayala, W. Chen, W.M. Wong, J.L. Andres, E.S. Replogle, R. Gomperts, R.L. Martin, D.J. Fox, J.S. Binkley, D.J. Defrees, J. Baker, B.B. Stewart, M. Head-Gordon, C. Gonzales, J.A. Pople, Gaussian98, Revision A.3, Gaussian, Inc., Pittsburgh, PA, 1998.
46. Becke A.D. J. Chem. Phys. 104 (1996) 1040-1046
47. Lee C., Yang W., and Parr R.G. Phys. Rev. B37 (1988) 785
48. Gillespie R.J. Chem. Soc. Rev. 21 (1992) 59
49. Drozd M., and Marchewka M.K. J. Mol. Struct. (THEOCHEM) 716 (2005) 175
50. Rebek J., Marshall L., Wolak R., Parris K., Killoran M., Askew B., Nemeth D., and Islam N. J. Am. Chem. Soc. 107 (1985) 7476
51. Chen T.L., Cui Y.X., Mak T.C.W., Wang R.J., and Wong H.N.C. J. Crystallogr. Spectrosc. Res. 21 (1991) 297
52. Hazell A., and Toftlund H. Acta Crystallogr. C55 (1999)
53. Childs S.L., and Hagen K.S. CrystEngCommun 4 (2002) 265
54. Bencini A., Bianchi A., Burguete M.I., Depperto P., Domeneck A., Garcia-Espana E., Luis S.V., Paoli P., and Ramirez J.A. J. Chem. Soc. Perkin Trans. 2 (1994) 569
55. Smith G., Bott R.S., and Wermuth U.D. Acta Crystallogr. C56 (2000) 1505
56. Smith G., Wermuth U.D., and White J.M. Chem. Commun. (2000) 2349
57. Menger F.M., Bian J., and Azov V.A. Angew. Chem. Int. Ed. 41 (2002) 2581
58. Pauling L. The Nature of the Chemical Bond. third ed. (1960), Coronell University Press, Ithaca
59. Hadzi D., and Bartos S. In: Schuster P., Zundel G., and Sandfory G. (Eds). The Hydrogen Bond vol. 2 (1976), Amsterdam, North Holland 565
60. Sobczyk L. Mol. Phys. Rep. 14 (1996) 19
61. Langner R., and Zundel G. J. Chem. Soc., Faraday Trans. 94 (1998) 1805
62. Zundel G. Hydrogen bonds with large proton polarizability and proton-transfer processes in electrochemistry and biology. In: Prigogine I., and Rice S.A. (Eds). Advances in Chemical Physics vol. 111 (2000), Wiley, New York 1-219
63. Huczyński A., Przybylski P., Brzezinski B., and Bartl F. J. Phys. Chem. B 110 (2006) 15615