Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
권호 표지
DOI QR코드

DOI QR Code

Effects of Intramolecular Basis Set Superpositon Error on Conformational Energy Difference of 1,2-Difluoroethane and 1.2-Dimethoxyethane

  • Published : 2002.09.20
Download PDF
⟨ Previous Next ⟩

Abstract

The conformation dependences of basis set superposition errors (BSSE) for 1,2-difluoroethane (DFE) and 1,2-dimethoxyethane (DME) molecules have been estimated using counterpoise method at the Moller-Plesset second order perturbation (MP2) level of theory with various basis sets, assuming that all BSSE dependences on conformations are due to the change in CC bond. The BSSE on the energy differences between eclipsed and gauche forms of DFE are in the range of 0.2-1.2 kcal/mol and those between local minima, gauche and anti forms, are less than 0.2 kcal/mol. For the larger DME molecule, the BSSE differences between local minima are still less than 0.4 kcal/mol, but may not be ignored compared to the energy differences of 0.2-3.0 kcal/mol between conformers.

Keywords

References

  1. Dixon, D. A.; Smart, B. E.; Fukunaga, T. Chem. Phys. Lett. 1986, 125, 447. https://doi.org/10.1016/0009-2614(86)87076-2
  2. Wiberg, K. B.; Murcko, M. A.; Laidig, K. E.; MacDougall, P. J. J. Phys. Chem. 1990, 94, 6956. https://doi.org/10.1021/j100381a008
  3. Allinger, N. L.; Grev, R. S.; Yates, B. F.; Schaefer III, H. F. J. Am. Chem. Soc. 1990, 112, 114. https://doi.org/10.1021/ja00157a018
  4. Jaffe, R. L.; Smith, G. D.; Yoon, D. Y. J. Phys. Chem. 1993, 97, 12745. https://doi.org/10.1021/j100151a020
  5. Chen, Y.; Paddison, S. J.; Tschuikow-Roux, E. J. Phys. Chem. 1994, 98, 1100. https://doi.org/10.1021/j100055a010
  6. Boys, S. F.; Bernardi, F. Mol. Phys. 1970, 19, 553. https://doi.org/10.1080/00268977000101561
  7. Van Diujneveldt, F. B.; Van Diujneveldt-van de Rijdt, J. G. C. M.; van Lenthe, J. H. Chem. Rev. 1994, 94, 1873. https://doi.org/10.1021/cr00031a007
  8. Xantheas, S. S. J. Chem. Phys. 1996, 104, 8821. https://doi.org/10.1063/1.471605
  9. Mayer, I.; Surjan, P. R. Chem. Phys. Lett. 1992, 191, 497. https://doi.org/10.1016/0009-2614(92)85415-7
  10. Davison, E. R.; Chakravorty, S. J. Chem. Phys. Lett. 1994, 217, 48. https://doi.org/10.1016/0009-2614(93)E1356-L
  11. Gutowski, M., Szczesniak, M. M.; Chalasinski, G. Chem. Phys. Lett. 1995, 241, 140. https://doi.org/10.1016/0009-2614(95)00611-7
  12. Davison, E. R.; Chakravorty, S. J. Chem. Phys. Lett. 1995, 241, 146. https://doi.org/10.1016/0009-2614(95)00612-8
  13. Lee, C.; Yang, W.; Parr, R. G. Phys. Rev. B 1998, 37, 785. https://doi.org/10.1103/PhysRevB.37.785
  14. Becke, A. D. J. Chem. Phys. 1993, 98, 5648. https://doi.org/10.1063/1.464913
  15. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Zakrzewski, V. G.; Montgomery Jr., J. A.; Stratmann, R. E.; Burant, J. C.; Dapprich, S.; Millam, J. M.; Daniels, A. D.; Kudin, K. N.; Strain, M. C.; Farkas, O.; Tomasi, J.; Barone, V.; Cossi, M.; Cammi, R.; Mennucci, B.; Pomelli, C.; Adamo, C.; Clifford, S.; Ochterski, J.; Petersson, G. A.; Ayala, P.; Cui, Y.; Morokuma, Q.; Salvador, K. P.; Dannenberg, J. J.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Cioslowski, J.; Ortiz, J. V.; Baboul, A. G.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Gomperts, R.; Martin, R. L.; Fox, D.; Keith, J. T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Challacombe, M.; Gill, P. M. W.; Johnson, B.; Chen, W.; Wong, M. W.; Andres, J. L.; Gonzalez, C.; Head-Gordon, M.; Replogle, E. S.; Pople, J. A. Gaussian 98 (Revision A.1x); Gaussian, Inc.: Pittsburgh, PA, 2001.
  16. Dixon, D. A.; Smart, B. E. J. Phys. Chem. 1998, 92, 2729. https://doi.org/10.1021/j100321a007
  17. Tsuzuki, S.; Uchimaru, T.; Tanabe, K; Hirano, T. J. Phys. Chem. 1993, 97, 1346. https://doi.org/10.1021/j100109a016

Cited by

  1. Enthalpy difference between conformations of normal alkanes: effects of basis set and chain length on intramolecular basis set superposition error vol.109, pp.6, 2011, https://doi.org/10.1080/00268976.2011.558858
  2. ′-diphenylurea Conformations vol.118, pp.28, 2014, https://doi.org/10.1021/jp503539m
  3. Hydroxyl-Functionalized 1-(2-Hydroxyethyl)-3-methyl Imidazolium Ionic Liquids: Thermodynamic and Structural Properties using Molecular Dynamics Simulations and ab Initio Calculations vol.118, pp.49, 2014, https://doi.org/10.1021/jp5083714
  4. Solutions vol.120, pp.35, 2016, https://doi.org/10.1021/acs.jpcc.6b07733
  5. Intramolecular BSSE and dispersion affect the structure of a dipeptide conformer pp.1362-3028, 2017, https://doi.org/10.1080/00268976.2017.1418029
  6. Evaluation of the intramolecular basis set superposition error in the calculations of larger molecules: [n]helicenes and Phe-Gly-Phe tripeptide vol.29, pp.6, 2008, https://doi.org/10.1002/jcc.20841
  7. The Rearrangement Reaction of CH3SNO2 to CH3SONO Studied by a Density Functional Theory Method vol.25, pp.11, 2002, https://doi.org/10.5012/bkcs.2004.25.11.1657
  8. The &agr;-Effect in Reactions of sp-Hybridized Carbon Atom: Michael-Type Reactions of 1-Aryl-2-propyn-1-ones with Primary Amines vol.70, pp.19, 2002, https://doi.org/10.1021/jo050624t