Hydrogen bonding and molecular association in 2-(quinuclidinium)-butyric acid bromide hydrate studied by X-ray diffraction, DFT calculations, FTIR and NMR spectroscopy, and potentiometric titration

Journal of Molecular Structure

Volumn 975, Issue 1-3, 2010, Pages 357-366

  Dega Szafran, Z ^a   Katrusiak, A ^a   Szafran, M ^a   Barczynski P ^a  

^a ADAM MICKIEWICZ UNIVERSITY   (Poland)

Author keywords

DFT calculations; Hydrogen bonds; Potentiometric titration; Quinuclidine betaine derivatives; Spectroscopic methods; X ray diffraction

Indexed keywords

DFT CALCULATION; DFT CALCULATIONS; POTENTIOMETRIC TITRATIONS; QUINUCLIDINE BETAINE DERIVATIVES; QUINUCLIDINES; SPECTROSCOPIC METHOD;

ACIDS; BROMINE COMPOUNDS; DEUTERIUM; FATTY ACIDS; HYDRATES; HYDRATION; HYDROGEN; MOLECULES; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; POTENTIOMETERS (ELECTRIC MEASURING INSTRUMENTS); SPECTROSCOPIC ANALYSIS; TITRATION; X RAY DIFFRACTION; X RAYS;

HYDROGEN BONDS;

EID: 77953609949     PISSN: 00222860     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molstruc.2010.05.004     Document Type: Article

References (47)

1. Domingo X. In: Lomax E.G. (Ed). Amphoteric Surfactants (1996), Marcel Dekker Inc., New York
2. Albers J. Ferroelectrics 78 (1988) 3
3. Schildkamp W., and Spilker J. Z. Kristallogr. 168 (1984) 159
4. Schildkamp W., Schäfer G., and Spilker J. Z. Kristallogr. 168 (1984) 187
5. Haussühl S. Z. Kristallogr. 199 (1989) 311
6. Schaack G. Ferroelectrics 104 (1990) 147
7. Ilczyszyn M.M., and Ratajczak H. J. Mol. Struct. 375 (1996) 23
8. In: Schrader K., and Domsch A. (Eds). Cosmetology, Theory and Practice vols. 1-3 (2005), Verlag für chemische Industrie, H. Ziolkowsky GmbH, Augsburg
9. Staley R.H., and Beauchamp J.L. J. Am. Chem. Soc. 96 (1974) 1604
10. Brown H.C., and Wang K.K. J. Org. Chem. 45 (1980) 1748
11. Dega-Szafran Z., Katrusiak A., and Szafran M. J. Mol. Struct. 921 (2009) 295
12. Dega-Szafran Z., Katrusiak A., and Szafran M. J. Mol. Struct. 929 (2009) 182
13. Dega-Szafran Z., Katrusiak A., and Szafran M. J. Mol. Struct. 971 (2010) 53
14. KUMA KM4 CCD Software, Version 161, Kuma Diffraction, Wroclaw, Poland, 1999.
15. CrysAlis 162, Kuma Diffraction, Wroclaw, Poland, 1999.
16. Sheldrick G.M. SHELXS-97, Program for Solution of the Crystal Structures (1997), University of Göttingen, Germany
17. Sheldrick G.M. Program for Crystal Structure Refinement, University of Göttingen (1997), University of Göttingen, Germany
18. Dega-Szafran Z., Jaskólski M., Kurzyca I., Barczyński P., and Szafran M. J. Mol. Struct. 614 (2002) 23
19. Barczyński P., Dega-Szafran Z., and Szafran M. Pol. J. Chem. 72 (1998) 277
20. Frisch M.J., Trucks G.W., Schlegel H.B., Scuseria G.E., Robb M.A., Cheeseman J.R., Montgomery Jr. J.A., Vreven T., Kudin K.N., Burant J.C., Millam J.M., Iyengar S.S., Tomasi J., Barone V., Mennucci B., Cossi M., Scalmani G., Rega N., Petersson G.A., Nakatsuji H., Hada M., Ehara M., Toyota K., Fukuda R., Hasegawa J., Ishida M., Nakajima T., Honda Y., Kitao O., Nakai H., Klene M., Li X., Knox J.E., Hratchian H.P., Cross J.B., Bakken V., Adamo C., Jaramillo J., Gomperts R., Stratmann R.E., Yazyev O., Austin A.J., Cammi R., Pomelli C., Ochterski J.W., Ayala P.Y., Morokuma K., Voth G.A., Salvador P., Dannenberg J.J., Zakrzewski V.G., Dapprich S., Daniels A.D., Strain M.C., Farkas O., Malick D.K., Rabuck A.D., Raghavachari K., Foresman J.B., Ortiz J.V., Cui Q., Baboul A.G., Clifford S., Cioslowski J., Stefanov B.B., Liu G., Liashenko A., Piskorz P., Komaromi I., Martin R.L., Fox D.J., Keith T., Al-Laham M.A., Peng C.Y., Nanayakkara A., Challacombe M., Gill P.M.W., Johnson B., Chen W., Wong M.W., Gonzalez C., and Pople J.A. GAUSSIAN-03, Revision D.02 (2004), Gaussian, Inc., Wallingford, CT
21. Becke A.D. J. Chem. Phys. 98 (1993) 5648
22. Becke A.D. J. Chem. Phys. 107 (1997) 8554
23. Lee C., Yang W., and Parr G.R. Phys. Rev. B 37 (1988) 785
24. Hehre W.J., Random L., Schleyer P.V.R., and Pople J.A. Ab Initio Molecular Orbital Theory (1986), Wiley, New York
25. Dega-Szafran Z., Katrusiak A., and Szafran M. Polish J. Chem. 83 (2009) 723
26. Dega-Szafran Z., Katrusiak A., and Szafran M. J. Mol. Struct. 936 (2009) 9
27. Dega-Szafran Z., Katrusiak A., and Szafran M. J. Mol. Struct. 967 (2010) 80
28. Wu D.-D., and Mak T.C.W. J. Chem. Crystallogr. 27 (1997) 11
29. Żogał O.J., Galewski Z., Grech E., and Malarski Z. Mol. Phys. 56 (1985) 673
30. Katrusiak A., and Szafrański M. Phys. Rev. Lett. 82 (1999) 576
31. Katrusiak A., Ratajczak-Sitarz M., and Grech E. J. Mol. Struct. 474 (1999) 135
32. Głowiak T., Sobczyk L., and Grech E. Chem. Phys. Lett. 36 (1975) 106
33. Budzianowski A., Katrusiak A., and Szafrański M. J. Phys. Chem. 112B (2008) 16619
34. Barczyński P., Dega-Szafran Z., Katrusiak A., Perdoch W., and Szafran M. J. Mol. Struct. 938 (2009) 283
35. Barczyński P., Dega-Szafran Z., Katrusiak A., Perdoch W., and Szafran M. J. Mol. Struct. 933 (2009) 46
36. Gauss View 3.0, Gaussian Inc., Pittsburg, PA 15106, USA.
37. Crews P., Rodriques J., and Jaspars M. Organic Structure Analysis (1998), Oxford University Press, Oxford, New York
38. Scott A.P., and Random L. J. Phys. Chem. 100 (1996) 16502
39. Brown S., Kalinowski H.-O., and Berger S. 100 and More basic NMR Experiments. A Practical Course (1996), VCH, Weinheim
40. Dega-Szafran Z., Dulewicz E., and Petryna M. J. Mol. Struct. 651-653 (2003) 635
41. Lambert J.B., Keske R.G., Carhart R.E., and Javanovich A.P. J. Am. Chem. Soc. 89 (1967) 3761
42. Pavia D.L., Lampman G.M., Kriz G.S., and Vyvyan J.R. Introduction to Spectroscopy (2009), Brooks/Cole, Belmont, CA, USA
43. Binsch G. J. Am. Chem. Soc. 95 (1973) 190
44. Forsyth D.A., and Sebag A.B. J. Am. Chem. Soc. 119 (1997) 9483
45. Sebag A.B., Forsyth D.A., and Plante M.A. J. Org. Chem. 66 (2001) 7967
46. Ośmiałowski B., Kolehmainen E., and Gawinecki R. Magn. Reson. Chem. 39 (2001) 334
47. Katrusiak A. J. Mol. Graph. Model. 19 (2001) 363