Car-Parrinello and path integral molecular dynamics study of the intramolecular hydrogen bonds in the crystals of benzoylacetone and dideuterobenzoylacetone

Physical Chemistry Chemical Physics

Volumn 16, Issue 42, 2014, Pages 23026-23037

  Durlak, Piotr ^a   Latajka, Zdzisław ^a  

^a UNIVERSITY OF WROC AW   (Poland)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 84908066775     PISSN: 14639076     EISSN: None     Source Type: Journal    
DOI: 10.1039/c4cp02569e     Document Type: Article

References (59)

1. T. Steiner Angew. Chem., Int. Ed., 2002, 41, 48.
2. G. A. Jeffrey, An Introduction of Hydrogen Bonding, Oxford University Press, New York, USA, 1997
3. W. W. Cleland, M. M. Kreevoy Science, 1994, 264, 1887.
4. A. Warshel, A. Papazyan, P. A. Kollman Science, 1995, 269, 102.
5. G. R. Desiraju, and T. Steiner, The Weak Hydrogen Bond: In Structural Chemistry and Biology.(International Union of Crystallography Monographs on Crystallography; no. 23), Oxford University Press, USA, 1997
6. P. Durlak, K. Mierzwicki, Z. Latajka J. Phys. Chem. B, 2013, 117, 5430.
7. P. Sanz, O. Mó, M. Yáñez, J. Elguero J. Phys. Chem. A, 2007, 111, 3585.
8. R. N. Singh, A. Kumar, R. K. Tiwari, P. Rawat, V. Baboo, D. Verma Spectrochim. Acta, Part A, 2012, 92, 295.
9. H. Karabıyık, R. Sevinçek, H. Petek, M. Aygün J. Mol. Model., 2012, 17, 1295.
10. S. W. Rick, and S. J. Stuart, Potentials and Algorithms for Incorporating Polarizability in Computer Simulations, in Reviews in Computational Chemistry, ed. K. B. Lipkowitz, T. R. Cundari, V. J. Gillet and D. B. Boyd, Wiley-VCH, Hoboken, New Jersey, 2002, vol. 18, pp. 89-146
11. P. Gilli, V. Bertolasi, L. Pretto, L. Antonov, G. Gilli J. Am. Chem. Soc., 2005, 127, 4943.
12. P. Gilli, V. Bertolasi, L. Pretto, V. Ferretti, G. Gilli J. Am. Chem. Soc., 2004, 126, 3845.
13. P. Gilli, V. Bertolasi, V. Ferretti, G. Gilli J. Am. Chem. Soc., 1994, 116, 909.
14. V. Bertolasi, P. Gilli, V. Ferretti, G. Gilli J. Am. Chem. Soc., 1991, 113, 4917.
15. G. Gilli, F. Bellucci, V. Ferretti, V. Bertolasi J. Am. Chem. Soc., 1989, 111, 1023.
16. G. Gilli, and P. Gilli, The Nature of the Hydrogen Bond: Outline of a Comprehensive Hydrogen Bond Theory (International Union of Crystallography Monographs on Crystallography; no. 23), Oxford University Press, USA, 2009
17. N. V. Belova, V. V. Sliznev, H. Oberhammer, G. V. Girichev J. Mol. Struct., 2010, 978, 282.
18. F. Gomez-Garibay, J. S. Calderon, L. Quijano, O. Tellez, M. Soccoro-Olivares, T. Rios Phytochemistry, 2001, 46, 1285.
19. F. Wetz, C. Routaboul, D. Lavabre, J. C. Garrigues, I. Rico-Latters, I. Pernet, A. Denis Photochem. Photobiol., 2004, 80, 316.
20. V. Bertolasi, V. Ferretti, P. Gilli, X. Yao, Ch.-J. Li New J. Chem., 2008, 32, 694.
21. C. M. Silvernail, G. Yap, R. D. Sommer, A. L. Rheingold, V. W. Day, J. A. Belot Polyhedron, 2001, 20, 3113.
22. J. A. Belot, J. Clark, J. A. Cowan, G. S. Harbison, A. I. Kolesnikov, Y.-S. Kye, A. J. Schultz, C. Silvernail, X. Zhao J. Phys. Chem. B, 2004, 108, 6922.
23. N. V. Belova, G. V. Girichev, H. Oberhammer, T. N. Hoang, S. A. Shlykov J. Phys. Chem. A, 2012, 116, 3428.
24. G. K. H. Madsen, B. B. Iversen, F. K. Larsen, M. Kapon, G. M. Reisner, F. H. Herbstein J. Am. Chem. Soc., 1998, 120, 10040.
25. G. K. H. Madsen, G. J. McIntyre, B. Schiøtt, F. K. Larsen Chem. - Eur. J., 2007, 13, 5539.
26. F. H. Herbstein, B. B. Iversen, M. Kapon, F. K. Larsen, G. K. H. Madsen, G. M. Reisner Acta Crystallogr., Sect. B: Struct. Sci., 1999, 55, 767.
27. S. I. Chan, L. Lin, D. Clutter, P. Dea Proc. Natl. Acad. Sci. U. S. A., 1970, 65, 816.
28. E. V. Borisov, E. V. Skorodumov, V. M. Pachevskaya, P. E. Hansen Magn. Reson. Chem., 2005, 43, 992.
29. J. W. Bunting, J. P. Kanter, R. Nelander, Z. Wu Can. J. Chem., 1995, 73, 1305.
30. B. Schiøtt, B. B. Iversen, G. K. H. Madsen, T. C. Bruice J. Am. Chem. Soc., 1998, 120, 12117.
31. D. Marx, Advanced Car-Parrinello Techniques: Path Integrals and Nonadiabaticity in Condensed Matter Simulations, in Computer Simulations in Condensed Matter Systems: From Materials to Chemical Biology Volume 2, Lect. Notes Phys., ed. M. Ferrario, G. Ciccotti and K. Binder, Springer, Berlin, 2006, vol. 704, pp. 507-539
32. M. E. Tuckerman, Path Integration via Molecular Dynamics, in Quantum Simulation of Complex Many-Body Systems: From Theory to Algorithms, ed. J. Grotendorst, D. Marx, A. Muramatsu, John von Neumann Institiute for Computing (NIC), Juelich, Germany, 2002, vol. 10, pp. 269-298
33. S. J. Grimme J. Comput. Chem., 2006, 27, 1787.
34. R. Dovesi, V. R. Saunders, C. Roetti, R. Orlando, C. M. Zicovich-Wilson, F. Pascale, B. Civalleri, K. Doll, N. M. Harrison, I. J. Bush, Ph. D’Arco, and M. Llunell, CRYSTAL09 User’s Manual, University of Torino, Torino, 2009
35. R. Dovesi, R. Orlando, B. Civalleri, C. Roetti, V. R. Saunders, C. M. Zicovich-Wilson Z. Kristallogr., 2005, 220, 571.
36. J. P. Perdew, K. Burke, M. Ernzerhof Phys. Rev. Lett., 1996, 77, 3865.
37. H. J. Monkhorst, J. D. Pack Phys. Rev. B: Solid State, 1976, 13, 5188.
38. M. F. Peintinger, D. Vilela Oliveira, T. Bredow J. Comput. Chem., 2013, 34, 451.
39. CPMD, version 3.15.3; Copyright IBM Corp 1990-2008, Copyright MPI für Festkörperforschung Stuttgart 1997-2001; http://www.cpmd.org
40. G. J. Martyna, M. L. Klein, M. Tuckerman J. Chem. Phys., 1992, 97, 2635.
41. N. Troullier, J. L. Martins Phys. Rev. B: Condens. Matter Mater. Phys., 1991, 43, 1993.
42. W. Humphrey, A. Dalke, K. Schulten J. Mol. Graphics, 1996, 14, 33.
43. T. Williams, and C. Kelley, Gnuplot 4.5 (patchlevel 5), 2014, http://gnuplot.info
44. A. Kohlmeyer, and H. Forbert, traj2xyz.pl, version 1.4, 2004
45. H. Forbert, and A. Kohlmeyer, Fourier, version 2, 2002-2005
46. P. Durlak, Z. Latajka J. Mol. Model., 2011, 17, 2159.
47. P. Durlak, Z. Latajka J. Chem. Theory Comput., 2013, 9, 65.
48. C. A. Morrison, M. M. Siddick, P. J. Capm, C. C. Wilson J. Am. Chem. Soc., 2005, 127, 4042.
49. S. Pantano, F. Alber, P. J. Carloni THEOCHEM, 2000, 530, 177.
50. C. C. Wilson, N. Shankland, A. J. Florence Chem. Phys. Lett., 1996, 253, 103.
51. W. W. Cleland Biochemistry, 1992, 31, 317.
52. R. N. Musin, Y. H. Marian J. Phys. Org. Chem., 2006, 19, 425.
53. S. F. Tayyari, J. S. Emampour, M. Vakili, A. R. Nekoei, H. Eshghi, S. Salemi, M. Hassanpour J. Mol. Struct., 2006, 794, 204.
54. NIST/EPA Gas-Phase Infrared Database JCAMP Format. http://webbook.nist.gov/cgi/cbook.cgi?ID=C93914&Mask=80#Refs
55. S. F. Tayyari, F. Milani-Nejad Spectrochim. Acta, Part A, 2000, 56, 2679.
56. R. R. Lozada-Garcia, J. Ceponkus, W. Chin, M. Chevalier, C. Crépin Chem. Phys. Lett., 2011, 504, 142.
57. Z. Yoshida, H. Ogoshi, T. Tokumitsu Tetrahedron, 1970, 26, 5691.
58. S. F. Tayyari, T. Zeegers-Huyskens, J. L. Wood Spectrochim. Acta, Part A, 1979, 35, 1265.
59. Z. Latajka, and L. Sobczyk, The Potential Energy Shape for the Proton Motion In Protonated Naphthalene Proton Sponges (DMAN-s) and its Manifestations, in Practical Aspects of Computational Chemistry. Methods, Concepts and Applications, ed. J. Leszczynski and M. K. Shukla, Springer, Heidelberg, Dordrecht, London, New York, 2010, pp. 371-386