High-accuracy extrapolated ab initio thermochemistry of the propargyl radical and the singlet C3H2 Carbenes

Journal of Physical Chemistry A

Volumn 113, Issue 45, 2009, Pages 12447-12453

  Vázquez, Juana ^a,b   Harding, Michael E ^a,b   Gauss, Jürgen ^b   Stanton, John F ^a  

^a UNIVERSITY OF TEXAS AT AUSTIN   (United States)

^b JOHANNES GUTENBERG UNIVERSITY   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

AB INITIO; ATOMIZATION ENERGIES; CARBENES; CYCLOPROPENYLIDENES; ENTHALPIES OF FORMATION; ENTHALPY OF FORMATION; HEATS OF FORMATION; HIGH-ACCURACY; PROPADIENYLIDENE; PROPARGYL; PROPARGYL RADICAL; TEMPERATURE CORRECTION;

EXTRAPOLATION; THERMOCHEMISTRY;

ENTHALPY;

CARBENE; DRUG DERIVATIVE; FREE RADICAL; METHANE;

ARTICLE; CHEMICAL MODEL; CHEMISTRY; COMPUTER SIMULATION; QUANTUM THEORY; THERMODYNAMICS;

COMPUTER SIMULATION; FREE RADICALS; METHANE; MODELS, CHEMICAL; QUANTUM THEORY; THERMODYNAMICS;

EID: 70449376979     PISSN: 10895639     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp9029908     Document Type: Article

References (119)

1. Carbenes; Jones, M., Moss, R. A., Eds.; Wiley: New York, 1973; Vols. I and II.
2. Skell, P. S.; Klebe, J. J. Am. Chem. Soc. 1960, 82, 247.
3. (a) Bernheim, R. A.; Kempf, R. J.; Gramas, J. V.; Skell, P. S. J. Chem. Phys. 1965, 43, 196.
4. (b) Bernheim, R. A.; Kempf, R. J.; Reichenbecher, E. F. J. Magn. Reson. 1970, 3, 5.
5. (a) DeFrees, D. J.; McLean, A. D. Astrophys. J. 1986, 308, L31.
6. (b) Čársky, P.; Špirko, V.; Hess, B. A.; Schaad, L. J. J. Phys. Chem. 1990, 94, 5493.
7. (c) Jonas, V.; Böhme, M.; Frenking, G. J. Phys. Chem. 1992, 96, 1640.
8. (a) Herges, R.; Mebel, A. J. Am. Chem. Soc. 1994, 776, 8229.
9. (b) Hehre, W. J.; Pople, J. A.; Lathan, W. A.; Radom, L.; Wasserman, E.; Wasserman, Z. R. J. Am. Chem. Soc. 1976, 98, 4378.
10. (a) Maier, G.; Reisenauer, H. P.; Schwab, W.; Čársky, P.; Hess, B. A.; Schaad, L. J. J. Am. Chem. Soc. 1987, 109, 5183.
11. (b) Seburg, R. A.; MacMahon, R. Angew. Chem., Int. Ed. Engl. 1995, 34, 2009.
12. (c) Seburg, R. A.; DePinto, J. T.; Patterson, E. V.; McMahon, R. J. J. Am. Chem. Soc. 1995, 777, 835.
13. (d) Seburg, R. A.; Patterson, E. V.; Stanton, J. F.; McMahon, R. J. J. Am. Chem. Soc. 1997, 119, 5847, and references therein.
14. MacAllister, T.; Nicholson, A. J. C. Chem. Soc, Faraday Trans. 1981, 77, 821.
15. Reisenauer, H. P.; Maier, G.; Riemann, A.; Hoffmann, R. W. Angew. Chem. 1984, 96, 596.
16. Reisenauer, H. P.; Maier, G.; Riemann, A.; Hoffmann, R. W. Angew. Chem., Int. Ed. Engl. 1984, 23, 641.
17. Lee, T. J.; Bunge, A.; Schaefer, H. F., III J. Am. Chem. Soc. 1985, 107, 137.
18. Maier, G.; Reisenauer, H. P.; Schwab, W.; Cársky, P.; Hess, B. A., Jr.; Schaad, L. J. J. Am. Chem. Soc. 1987, 109, 5183.
19. Maier, G.; Reisenauer, H. P.; Schwab, W.; Čársky, P.; Špirko, V.; Hess, B. A.; Schaad, L. J. J. Chem. Phys. 1989, 91, 4763.
20. (a) Thaddeus, P.; Vrtilek, J. M.; Gottlieb, A. C. Astrophys. J. 1985, 299, L63.
21. (b) Bogey, M.; Demuynck, C.; Destombes, L. J. Chem. Phys. Lett. 1986, 125, 383.
22. (c) Hirahara, Y.; Masuda, A.; Kawaguchi, K. J. Chem. Phys. 1991, 95, 3975.
23. (a) Vrtilek, J. M.; Gottlieb, C. A.; Gottlieb, E. W.; Killian, T. C.; Thaddeus, P. Astrophys. J. 1990, 364, L53.
24. (b) Gottlieb, C. A.; Killian, T. C.; Thaddeus, P.; Botschwina, P.; Flügge, J.; Ostwald, M. J. Chem. Phys. 1993, 98, 4478.
25. Thaddeus, P.; Guélin, M.; Linke, R. A. Astrophys. J. 1981, 246, L41.
26. Cernicharo, J.; Gottlieb, C. A.; Guélin, M.; Killian, T. C.; Paubert, G.; Thaddeus, P.; Vrtilek, J. M. Astrophys. J. 1991, 368, L39.
27. (a) Clauberg, H.; Chen, P. J. Am. Chem. Soc. 1991, 113, 1445.
28. (b) Clauberg, H.; Minsek, D. W.; Chen, P. J. Am. Chem. Soc. 1992, 114, 99.
29. Chyall, L. J.; Squires, R. R. Int. J. Mass Spectrom. Ion Processes 1995, 149, 257.
30. Wong, M. W.; Radom, L. J. Am. Chem. Soc. 1993, 115, 1507.
31. Montgomery Jr, J. A.; Ochterski, J. W.; Petersson, G. A. J. Chem. Phys. 1994, 101, 5900.
32. Nguyen, T. L.; Mebel, A. M.; Kaiser, R. I. J. Phys. Chem. A 2001, 105, 3284.
33. Taatjes, C. A.; Klippenstein, S. J.; Hansen, N.; Miller, J. A.; Cool, T. A.; Wang, J.; Law, M. E.; Westmoreland, P. R. Phys. Chem. Chem. Phys. 2005, 7, 806.
34. (a) Lau, K.-Ch.; Ng, Ch.-Y. Chin. J. Chem. Phys. 2006, 19, 29.
35. (b) Lau, K.-Ch.; Ng, Ch.-Y. Acc Chem. Res. 2006, 39, 823.
36. (a) Miller, J. A.; Klippenstein, S. J. J. Phys. Chem. A 2003, 107, 7783.
37. (b) Giri, B. R.; Hippler, H.; Olzmann, M.; Unterreiner, A. N. Phys. Chem. Chem. Phys. 2003, 5, 4641.
38. (a) Miller, J. A.; Pilling, M. J.; Troe, J. J. Proc. Combust. Inst. 2005, 30, 43.
39. (b) Frenklanch, M. Phys. Chem. Chem. Phys. 2002, 4, 2028.
40. (c) Richter, H.; Howard, J. B. Phys. Chem. Chem. Phys. 2002, 4, 2038.
41. (d) Miller, J. A.; Melius, C. F. Combust. Flame 1992, 91, 21.
42. (a) Walch, S. P. J. Chem. Phys. 1995, 103, 8544.
43. (b) Guadagnini, R.; Schatz, G. C.; Walch, S. P. J. Phys. Chem. A 1998, 102, 5857.
44. (c) Nguyen, T. L.; Mebel, A. M.; Kaiser, R. I. J. Phys. Chem. A 2001, 105, 3284.
45. 2 symmetry.
46. Tajti, A.; Szalay, P. G.; Császár, A. G.; Kállay, M.; Gauss, J.; Valeev, E. F.; Flowers, B. A.; Vázquez, J.; Stanton, J. F. J. Chem. Phys. 2004, 121, 11599.
47. Bomble, Y. J.; Vázquez, J.; Kállay, M.; Michauk, C.; Szalay, P. G.; Császár, A. G.; Gauss, J.; Stanton, J. F. J. Chem. Phys. 2006, 125, 064108.
48. Harding, M. E.; Vázquez, J.; Ruscic, B.; Wilson, A. K.; Gauss, J.; Stanton, J. F. J. Chem. Phys. 2008, 128, 024806.
49. Császár, A. G.; Allen, W. D.; Schaefer, H. F., III J. Chem. Phys. 1998, 108, 9751.
50. Boese, A. D.; Oren, M.; Atasoylu, O.; Martin, J. M. L.; Kállay, M.; Gauss, J. J. Chem. Phys. 2004, 120, 4129.
51. Karton, A.; Rabinovich, E.; Martin, J. M. L.; Ruscic, B. J. Chem. Phys. 2006, 125, 144108.
52. Recently, a modified HEAT scheme has been applied to the thermochemistry of vinyl chloride, see:
53. (a) Harding, M. E.; Gauss, J.; Pflüger, K.; Werner, H.-J. J. Phys. Chem. A 2007, 111, 13623.
54. (b) Harding, M. E.; Gauss, J.; Pflüger, K.; Werner, H.-J. J. Phys. Chem. A 2008, 112, 5024.
55. Harding, M. E.; Metzroth, T.; Gauss, J.; Auer, A. A. J. Chem. Theory Comput. 2008, 4, 64.
56. Dunning, T. H., Jr. J. Chem. Phys. 1989, 90, 1007.
57. Woon, D. E.; Dunning, T. H., Jr. J. Chem. Phys. 1993, 98, 1358.
58. Woon, D. E.; Dunning, T. H., Jr. J. Chem. Phys. 1995, 103, 4572.
59. Kendall, R. A.; Dunning, T. H., Jr.; Harrison, R. J. J. Chem. Phys. 1992, 96, 6796.
60. Peterson, K. A.; Dunning, T. H., Jr. J. Chem. Phys. 2002, 117, 10548.
61. Feller, D. J. Chem. Phys. 1992, 96, 6104.
62. Raghavachari, K.; Trucks, G. W.; Pople, J. A.; Head-Gordon, M. Chem. Phys. Lett. 1989, 157, 479.
63. Helgaker, T.; Klopper, W.; Koch, H.; Noga, J. J. Chem. Phys. 1997, 106, 9639.
64. (a) Noga, J.; Bartlett, R. J. J. Chem. Phys. 1987, 86, 1041.
65. (b) Scuseria, G. E.; Schaefer, H. F., III Chem. Phys., Lett. 1988, 132, 382.
66. (c) Watts, J. D.; Bartlett, R. J. J. Chem. Phys. 1993, 93, 6104.
67. Bomble, Y. J.; Stanton, J. F.; Kállay, M.; Gauss, J. J. Chem. Phys. 2005, 123, 054101.
68. (a) Kucharski, S. A.; Bartlett, R. J. Theor. Chim. Acta 1991, 80, 387.
69. Kucharski, S. A.; Bartlett, R. J. J. Chem. Phys 1992, 97, 4282.
70. (b) Oliphant, N.; Adamowicz, L. J. Chem. Phys. 1991, 94, 1229.
71. Mills, I. M. In Modem Spectroscopy: Modem Research; Rao, K. N., Matthews, C. W., Eds.; Academic: New York, 1972; pp 115-140.
72. ij .) The final equation is free of resonance denominators. Additional contributions resulting by the inclusion of the pseudopotential term of the nuclear Hamiltonian, Û (Watson term), in the VPT2 treatment were also taken into account.
73. Cowan, R. D.; Griffin, D. C. J. Opt. Soc. Am. 1976, 66, 1010.
74. Davidson, E. R.; Ishikawa, Y.; Malli, G. L. Chem. Phys. Lett. 1981, 84, 226.
75. 27 The first-order spin-orbit correction of the carbon atom decreases the molecular atomization energies and consequently increases the molecular enthalpies of formation relative to the value obtained if this correction is not included. See Tables 1 and 2.
76. Gauss, J.; Tajti, A.; Kállay, M.; Stanton, J. F.; Szalay, P. G. J. Chem. Phys. 2006, 125, 144111.
77. Perhaps one of the first thermochemistry protocols using temperature corrections was the Gaussian-n (Gn) thermochemical series of Pople and co-workers. See for example: Curtiss, A.; Raghavachari, K.; Redfern, P. C.; Pople, J. A. J. Chem. Phys. 1997, 106, 1063.
78. Laurendeau, N. M. Statistical Thermodynamics: fundamentals and applications; Cambridge University Press: New York, 2005.
79. 5) = (120.51°). See Figure 1 for numeration of atoms.
80. Szalay, P. G.; Vázquez, J.; Simmons, C.; Stanton, J. F. J. Chem. Phys. 2004, 121, 7624.
81. fH° calculated using the TAE scheme. The magnitude of this error is proportional to the number of carbon atoms.
82. Chase, M. W., Jr. NIST-JANAF Thermochemical Tables, 4th ed.; Monographic No.9 J. Phys. Chem. Ref. Data 1998.
83. CFOUR, Coupled Cluster techniques for Computational Chemistry, a quantum-chemical program package by Stanton, J. F.; Gauss, J.; Harding, M. E.; Szalay, P. G. with contributions from Auer, A. A.; Bartlett, R. J.; Benedikt, U.; Berger, C.; Bernholdt, D. E.; Bomble, Y. J.; Christiansen, O.; Heckert, M.; Heun, O.; Huber, C.; Jonsson, D.; Jusélius, J.; Klein, K.; Lauderdale, W. J.; Matthews, D.; Metzroth, T.; O'Neill, D. P.; Price, D. R.; Prochnow, E.; Ruud, K.; Schiffmann, F.; Stopkowicz, S. M.; Varner, E.; Vázquez, J.; Wang, F.; Watts J. D. and the integral packages MOLECULE (Almlöf, J.; Taylor, P. R.), PROPS (Taylor, P. R.), ABACUS (Helgaker, T.; Jensen, H. J. Aa.; Jørgensen, P.; Olsen, J.), and ECP routines by Mitin, A. V.; van Wüllen, C. For the current version, see http://www.cfour.de.
84. Kállay, M. MRCC, a string-based many-body program; For current version, see http://www.mrcc.hu.
85. 2 required 6 h on 84 nodes of the TACC Dell Linux Cluster ("Lonestar") based on Intel Xeon 5100 series 2.66 GHz dual core processors, 8 GB RAM using a parallel Lustre file system. The CCSD(T)/aug-cc-pCV5Z (UHF) calculation of propargyl needed 19 h on 26 cores of the local Supermicro Linux Cluster in Mainz based on Intel Xeon 5100 series 3.0 GHz dual core processors with 16 GB memory and 8 striped SATA hard drives for direct attached storage.
86. Prodnuk, S. D.; DePuy, C. H.; Bierbaum, V. M. Int. J. Mass Spectrom. Ion Processes 1990, 100, 693.
87. Matthews, C. S.; Warneck, P. J. Chem. Phys. 1969, 57, 854.
88. (a) Parr, A. C.; Elder, F. A. J. Chem. Phys. 1968, 49, 2659.
89. (b) Parr, A. C.; Jason, A. J.; Stockbauer, R. Int. J. Mass Spectrom. Ion Phys. 1978, 26, 23.
90. (c) Parr, A. C.; Jason, A. J.; Stockbauer, R. Int. J. Mass Spectrom. Ion Phys. 1980, 33, 243.
91. Smith, D.; Adams, N. G.; Ferguson, E. E. Int. J. Mass Spectrom. Ion Processes 1984, 61, 15.
92. Smith, D.; Adams, N. G. Int. J. Mass Spectrom. Ion Processes 1987, 76, 307.
93. Dannacher, J.; Heilbronner, E.; Stadelamnn, J.; Vogt, J. Helv. Chim. Acta 1979, 62, 2186.
94. Vereecken, L.; Pierloot, K.; Peeters, J. J. Chem. Phys. 1998, 108, 1068.
95. Aguilera-Iparraguirre, J.; Boese, A. D.; Klopper, W.; Ruscic, B. Chem. Phys. 2008, 346, 56.
96. Roth, W. R.; Hopf, H.; Horn, C. Chem. Ber. 1994, 127, 1781.
97. Robinson, M. S.; Polak, M. L.; DePuy, C. H.; Lineberger, W. C. J. Am. Chem. Soc. 1995, 117, 6766.
98. Walsh, R. Trans. Faraday Soc. 1971, 67, 2085.
99. Tsang, W. Int. J. Chem. Kinet. 1970, 2, 23.
100. Tsang, W. Int. J. Chem. Kinet. 1978, 10, 687.
101. King, K. D. Int. J. Chem. Kinet. 1978, 10, 545.
102. King, K. D.; Nguyen, T. T. Phys. Chem. 1979, 83, 1940.
103. McMillen, D. F.; Golden, D. M. Annu. Rev. Phys. Chem. 1982, 33, 493.
104. Harkless, J. A. W.; Lester, W. A. J. Chem. Phys. 2000, 113, 2680.
105. Saeys, M.; Reyniers, M. F.; Marin, G. B.; Speybroeck, V. V.; Waroquier, M. J. Phys. Chem. A 2003, 107, 9147.
106. Melius, C. F. BAC-MP4 Heats of Formation and Free Energies; Sandia National Laboratories: Levermore, CA, 1996.
107. Miller, J. A.; Klippenstein, S. J. Chem. Phys. 2003, 113, 2680.
108. Wheeler, S. E.; Robertson, K. A.; Allen, W. D.; Schaefer, H. F.; Bomble, Y. J.; Stanton, J. F. J. Phys. Chem. A 2007, 111, 3819.
109. Tsang, W. In Energetics of Organic Free Radicals; Martinho Simões, J. A., Greenberg, A., Liebman, J. F., Eds.; Academic and Professional: London, 1996; p 22.
110. Curtiss, L. A.; Raghavachari, K.; Redfern, P. C.; Rassolov, V.; Pople, J. A. J. Chem. Phys. 1998, 109, 7764.
111. Handy, N. C.; Yamaguchi, Y.; Schaefer, H. F., III J. Chem. Phys. 1986, 84, 4481.
112. Jochnowitz, E. B.; Zhang, X.; Nimios, M. R.; Varner, M. E.; Stanton, J. F.; Ellison, G. B. J. Phys. Chem. A 2005, 109, 3812.
113. -1 for the same molecules.
114. Valeev, E. F.; Sherrill, C. D. J. Chem. Phys. 2003, 118, 3921.
115. Tajti, A.; Szalay, P. G.; Gauss, J. J. Chem Phys. 2007, 127, 014102.
116. 2, respectively.
117. Knowles, P. J.; Hampel, C.; Werner, H.-J. J. Chem. Phys. 1993, 99, 5219.
118. Knowles, P. J.; Hampel, C.; Werner, H.-J. J. Chem. Phys. 2000, 712, 712.
119. Knowles, P. J.; Andrews, J. S.; Amos, R. D.; Handy, N. C.; Pople, J. A. Chem. Phys. Lett. 1991, 186, 130.