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Advances in Physical Chemistry
Volume 2012 (2012), Article ID 362608, 9 pages
The NHF Interactions in the X-Pyridazine Complexes: Substituent Effects and Energy Components
Department of Chemistry, University of Sistan and Baluchestan, P.O. Box 98135-674, Zahedan, Iran
Received 31 October 2011; Revised 4 January 2012; Accepted 24 January 2012
Academic Editor: Laimutis Bytautas
Copyright © 2012 Ali Ebrahimi et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
- S. Breda, I. D. Reva, L. Lapinski, M. J. Nowak, and R. Fausto, “Infrared spectra of pyrazine, pyrimidine and pyridazine in solid argon,” Journal of Molecular Structure, vol. 786, no. 2-3, pp. 193–206, 2006.
- X. J. Zou, G. Y. Jin, and Z. X. Zhang, “Synthesis, fungicidal activity, and QSAR of pyridazinonethiadiazoles,” Journal of Agricultural and Food Chemistry, vol. 50, no. 6, pp. 1451–1454, 2002.
- S. G. Lee, J. J. Kim, H. K. Kim et al., “Recent progress in pyridazin-3(2H)-ones chemistry,” Current Organic Chemistry, vol. 8, no. 15, pp. 1463–1480, 2004.
- R. V. A. Orru and M. de Greef, “Recent advances in solution-phase multicomponent methodology for the synthesis of heterocyclic compounds,” Synthesis, no. 10, pp. 1471–1499, 2003.
- N. G. Kandile, M. I. Mohamed, H. Zaky, and H. M. Mohamed, “Novel pyridazine derivatives: synthesis and antimicrobial activity evaluation,” European Journal of Medicinal Chemistry, vol. 44, no. 5, pp. 1989–1996, 2009.
- G. R. Desiraju and T. Steiner, The Weak Hydrogen Bond in Structural Chemistry and Biology, Oxford University Press, Oxford, UK, 1997.
- G. R. Desiraju and T. Steiner, The Weak Hydrogen Bond, Oxford University Press, Oxford, UK, 1999.
- M. Nishio, M. Hirota, and Y. Umezawa, The CH/π Interaction, Wiley-VCH, New York, NY, USA, 1998.
- S. Scheiner, Ed., Molecular Interactions: from van der Waals to Strong Bound Complexes, John Wiley & Sons, Chichester, UK, 1997.
- S. Scheiner, Ed., Hydrogen Bonding: A Theoretical Perspective, Oxford University Press, Oxford, UK, 1997.
- G. A. Jeffrey and W. Saenger, Hydrogen Bonding in Biological Structures, Springer, Berlin, Germany, 1991.
- G. A. Jeffrey, An Introduction to Hydrogen Bonding, Oxford University Press, Oxford, UK, 1997.
- W. Wang, Y. Zhang, and K. Huang, “Unconventional interaction in N(P)-related systems,” Chemical Physics Letters, vol. 411, no. 4–6, pp. 439–444, 2005.
- W. Chen and M. S. Gordon, “Energy decomposition analyses for many-body interaction and applications to water complexes,” Journal of Physical Chemistry, vol. 100, no. 34, pp. 14316–14328, 1996.
- A. D. Kulkarni, R. K. Pathak, and L. J. Bartolotti, “Effect of additional hydrogen peroxide to H2O2⋯(H2O)n, and 2 complexes: quantum chemical study,” Journal of Chemical Physics, vol. 124, no. 21, Article ID 214309, 7 pages, 2006.
- Q. Li, X. An, F. Luan et al., “Cooperativity between two types of hydrogen bond in H3 C-HCN-HCN and H3 C-HNC-HNC complexes,” Journal of Chemical Physics, vol. 128, no. 15, Article ID 154102, 6 pages, 2008.
- Y. L. Zhao and Y. D. Wu, “A theoretical study of β-sheet models: is the formation of hydrogen-bond networks cooperative?” Journal of the American Chemical Society, vol. 124, no. 8, pp. 1570–1571, 2002.
- R. Wieczorek and J. J. Dannenberg, “H-bonding cooperativity and energetics of α-helix formation of five 17-amino acid peptides,” Journal of the American Chemical Society, vol. 125, no. 27, pp. 8124–8129, 2003.
- Q. Li, X. An, B. Gong, and J. Cheng, “Cooperativity between OH⋯O and CH⋯O hydrogen bonds involving dimethyl sulfoxide-H2O-H2O complex,” Journal of Physical Chemistry A, vol. 111, no. 40, pp. 10166–10169, 2007.
- H. Guo, N. Gresh, B. P. Roques, and D. R. Salahub, “Many-body effects in systems of peptide hydrogen-bonded networks and their contributions to ligand binding: a comparison of the performances of DFT and polarizable molecular mechanics,” Journal of Physical Chemistry B, vol. 104, no. 41, pp. 9746–9754, 2000.
- R. Viswanathan, A. Asensio, and J. J. Dannenberg, “Cooperative hydrogen-bonding in models of antiparallel β-sheets,” Journal of Physical Chemistry A, vol. 108, no. 42, pp. 9205–9212, 2004.
- F. H. Allen, J. A. K. Howard, V. J. Hoy, G. R. Desiraju, D. Shekhar Reddy, and C. C. Wilson, “First neutron diffraction analysis of an O-H⋯π hydrogen bond: 2-ethynyladamantan-2-ol,” Journal of the American Chemical Society, vol. 118, no. 17, pp. 4081–4084, 1996.
- B. S. Hudson, D. A. Braden, D. G. Allis et al., “The crystalline enol of 1,3-cyclohexanedione and its complex with benzene: vibrational spectra, simulation of structure and dynamics and evidence for cooperative hydrogen bonding,” Journal of Physical Chemistry A, vol. 108, no. 36, pp. 7356–7363, 2004.
- R. F. W. Bader, Atoms in Molecules: A Quantum Theory, Oxford University Press, Oxford, UK, 1990.
- A. E. Reed, L. A. Curtiss, and F. Weinhold, “Intermolecular interactions from a natural bond orbital, donor-acceptor viewpoint,” Chemical Reviews, vol. 88, no. 6, pp. 899–926, 1988.
- B. Jeziorski, R. Moszynski, and K. Szalewicz, “Perturbation theory approach to intermolecular potential energy surfaces of van der waals complexes,” Chemical Reviews, vol. 94, no. 7, pp. 1887–1930, 1994.
- A. D. Becke, “Density-functional thermochemistry. III. The role of exact exchange,” Journal of Chemical Physics, vol. 98, no. 7, pp. 5648–5652, 1993.
- M. J. Frisch, G. W. Trucks, H. B. Schlegel, et al., Gaussian 03 (Revision B.03), Gaussian, Pittsburgh, Pa, USA, 2003.
- C. Møller and M. S. Plesset, “Note on an approximation treatment for many-electron systems,” Physical Review, vol. 46, no. 7, pp. 618–622, 1934.
- Y. Zhao and D. G. Truhlar, “Benchmark databases for nonbonded interactions and their use to test density functional theory,” Journal of Chemical Theory and Computation, vol. 1, no. 3, pp. 415–432, 2005.
- S. F. Boys and F. Bernardi, “Calculation of small molecular interactions by differences of separate total energies—some procedures with reduced errors,” Molecular Physics, vol. 19, no. 4, pp. 553–566, 1970.
- F. B. König, J. Schönbohm, and D. Bayles, “AIM2000—A program to analyze and visualize atoms in molecules,” Journal of Computational Chemistry, vol. 22, no. 5, pp. 545–559, 2001.
- C. M. Breneman and K. B. Wiberg, “Determining atom-centered monopoles from molecular electrostatic potentials. The need for high sampling density in formamide conformational analysis,” Journal of Computational Chemistry, vol. 11, no. 3, pp. 361–373, 1990.
- P. Flukiger, H. P. Luthi, S. Portmann, and J. Weber, Molekel 4.0, Swiss Center for Scientific Computing, Manno, Switzerland, 2000.
- M. W. Schmidt, K. K. Baldridge, J. A. Boatz, et al., “General atomic and molecular electronic structure system,” Journal of Computational Chemistry, vol. 14, no. 11, pp. 1347–1363, 1993.
- R. Bukowski, W. Cencek, P. Jankowski, et al., An Ab Initio Program for Many-Body Symmetry-Adapted Perturbation Theory Calculations of Intermolecular Interaction Energies. Sequential and Parallel Versions, University of Delaware, Newark, Del, USA; University of Warsaw, Warsaw, Poland, 2008.
- C. Hansch, A. Leo, and R. W. Taft, “A survey of hammett substituent constants and resonance and field parameters,” Chemical Reviews, vol. 91, no. 2, pp. 165–195, 1991.
- L. P. Hammett, “Some relations between reaction rates and equilibrium constants,” Chemical Reviews, vol. 17, no. 1, pp. 125–136, 1935.
- F. Cozzi, F. Ponzini, R. Annunziata, M. Cinquini, and J. S. Siegel, “Polar interactions between stacked π systems in fluorinated 1,8-diarylnaphthalenes: Importance of quadrupole moments in molecular recognition,” Angewandte Chemie, vol. 34, no. 9, pp. 1019–1020, 1995.
- M. Alcamí, O. Mó, and M. Yáñez, “Modelling intrinsic basicities: the use of the electrostatic potentials and the atoms-in-molecules theory,” Theoretical and Computational Chemistry, vol. 3, pp. 407–456, 1996.
- C. H. Suresh and S. R. Gadre, “Electrostatic potential minimum on aromatic ring as a measure of substituent constant,” Inorganic Chemistry, vol. 111, no. 4, pp. 710–714, 2007.
- A. Ebrahimi, M. Habibi, and H. R. Masoodi, “Theoretical study of the influence of para- and meta-substituents on X-pyridine⋯HF hydrogen bonding,” Chemical Physics, vol. 340, no. 1–3, pp. 85–92, 2007.
- S. J. Grabowski and M. Małecka, “Intramolecular H-bonds: DFT and QTAIM studies on 3-(aminomethylene)pyran-2, 4-dione and its derivatives,” Journal of Physical Chemistry A, vol. 110, no. 42, pp. 11847–11854, 2006.
- S. J. Grabowski, “Ab initio calculations on conventional and unconventional hydrogen bonds-study of the hydrogen bond strength,” Journal of Physical Chemistry A, vol. 105, no. 47, pp. 10739–10746, 2001.
- E. Espinosa, C. Lecomte, N. E. Ghermani et al., “Hydrogen bonds: First quantitative agreement between electrostatic potential calculations from experimental X-(X + N) and theoretical ab initio SCF models,” Journal of the American Chemical Society, vol. 118, no. 10, pp. 2501–2502, 1996.
- B. Galabov and P. Bobadova-Parvanova, “Molecular electrostatic potential as reactivity index in hydrogen bonding: ab initio molecular orbital study of complexes of nitrile and carbonyl compounds with hydrogen fluoride,” Journal of Physical Chemistry A, vol. 103, no. 34, pp. 6793–6799, 1999.
- V. Dimitrova, S. Ilieva, and B. Galabov, “Electrostatic potential at atomic sites as a reactivity descriptor for hydrogen bonding. Complexes of monosubstituted acetylenes and ammonia,” Journal of Physical Chemistry A, vol. 106, no. 48, pp. 11801–11805, 2002.
- I. Mata, E. Molins, I. Alkorta, and E. Espinosa, “Topological properties of the electrostatic potential in weak and moderate N⋯H hydrogen bonds,” Journal of Physical Chemistry A, vol. 111, no. 28, pp. 6425–6433, 2007.
- P. Politzer, J. S. Murray, and M. C. Concha, “Halogen bonding and the design of new materials: organic bromides, chlorides and perhaps even fluorides as donors,” Journal of Molecular Modeling, vol. 13, no. 6-7, pp. 643–650, 2007.
- P. W. Kenny, “Hydrogen bonding, electrostatic potential, and molecular design,” Journal of Chemical Information and Modeling, vol. 49, no. 5, pp. 1234–1244, 2009.
- D. J. R. Duarte, M. M. de las Vallejos, and N. M. Peruchena, “Topological analysis of aromatic halogen/hydrogen bonds by electron charge density and electrostatic potentials,” Journal of Molecular Modeling, vol. 16, no. 4, pp. 737–748, 2010.
- J. S. Murray, J. M. Seminario, M. C. Concha, and P. Politzer, “An analysis of molecular electrostatic potentials obtained by a local density functional approach,” International Journal of Quantum Chemistry, vol. 44, no. 2, pp. 113–122, 1992.
- G. Chałasiński and M. M. Szczȩśniak, “State of the art and challenges of the ab initio theory of intermolecular interactions,” Chemical Reviews, vol. 100, no. 11, pp. 4227–4252, 2000.
- A. J. Stone, The Theory of Intermolecular Forces, Clarendon Press, Oxford, UK, 1996.
- S. Tsuzuki and A. Fujii, “Nature and physical origin of CH/π interaction: significant difference from conventional hydrogen bonds,” Physical Chemistry Chemical Physics, vol. 10, no. 19, pp. 2584–2594, 2008.
- H. L. Williams and C. F. Chabalowski, “Using Kohn-Sham orbitals in symmetry-adapted perturbation theory to investigate intermolecular interactions,” Journal of Physical Chemistry A, vol. 105, no. 3, pp. 646–659, 2001.
- R. Bukowski, K. Szalewicz, and C. F. Chabalowski, “Ab initio interaction potentials for simulations of dimethylnitramine solutions in supercritical carbon dioxide with cosolvents,” Journal of Physical Chemistry A, vol. 103, no. 36, pp. 7322–7340, 1999.
- D. Kim, S. Hu, P. Tarakeshwar, K. S. Kim, and J. M. Lisy, “Cation-π interactions: a theoretical investigation of the interaction of metallic and organic cations with alkenes, arenes, and heteroarenes,” Journal of Physical Chemistry A, vol. 107, no. 8, pp. 1228–1238, 2003.
- A. L. Ringer, M. S. Figgs, M. O. Sinnokrot, and C. D. Sherrill, “Aliphatic C-H/π interactions: methane-benzene, methane-phenol, and methane-indole complexes,” Journal of Physical Chemistry A, vol. 110, no. 37, pp. 10822–10828, 2006.