Selected ATcT [1, 2] enthalpy of formation based on version 1.176 of the Thermochemical Network [3]

This version of ATcT results[3] was generated by additional expansion of version 1.172 to include species related to Criegee intermediates that are involved in several ongoing studies[4].

Hexafluorobenzene anion

Formula: [C6F6]- (g)

CAS RN: 37551-90-9

ATcT ID: 37551-90-9*0

SMILES: Fc1c(F)c(F)c(F)c(F)c1[F-]

InChI: InChI=1S/C6F6/c7-1-2(8)4(10)6(12)5(11)3(1)9/q-1

InChIKey: XURLBMJAXFYKCC-UHFFFAOYSA-N

Hills Formula: C6F6-

2D Image:

Aliases: [C6F6]-; Hexafluorobenzene anion; Hexafluorobenzene ion (1-); 1,2,3,4,5,6-Hexafluorocyclohexa-3,5-dien-2-id-1-yl; 1,2,3,4,5,6-Hexafluorobenzene anion; 1,2,3,4,5,6-Hexafluorobenzene ion (1-); Perfluorobenzene anion; Perfluorobenzene ion (1-); C6F6-

Relative Molecular Mass: 186.0552 ± 0.0048

Δ_fH°(0 K)	Δ_fH°(298.15 K)	Uncertainty	Units
-992.7	-995.0	± 3.5	kJ/mol

3D Image of [C6F6]- (g)

spin ON spin OFF

Top contributors to the provenance of Δ_fH° of [C6F6]- (g)

The 9 contributors listed below account for 92.7% of the provenance of Δ_fH° of [C6F6]- (g).

Please note: The list is limited to 20 most important contributors or, if less, a number sufficient to account for 90% of the provenance. The Reference acts as a further link to the relevant references and notes for the measurement. The Measured Quantity is normaly given in the original units; in cases where we have reinterpreted the original measurement, the listed value may differ from that given by the authors. The quoted uncertainty is the a priori uncertainty used as input when constructing the initial Thermochemical Network, and corresponds either to the value proposed by the original authors or to our estimate; if an additional multiplier is given in parentheses immediately after the prior uncertainty, it corresponds to the factor by which the prior uncertainty needed to be multiplied during the ATcT analysis in order to make that particular measurement consistent with the prevailing knowledge contained in the Thermochemical Network.

Contribution (%)	TN ID	Reaction	Measured Quantity	Reference
15.8	7290.7	[C6F6]- (g) → C6F6 (g)	Δ_rH°(0 K) = 0.470 ± 0.085 eV	Ruscic G3X
14.1	7290.11	[C6F6]- (g) → C6F6 (g)	Δ_rH°(0 K) = 0.500 ± 0.090 eV	Ruscic CBS-n
13.5	7290.10	[C6F6]- (g) → C6F6 (g)	Δ_rH°(0 K) = 0.520 ± 0.092 eV	Ruscic CBS-n
11.4	7290.8	[C6F6]- (g) → C6F6 (g)	Δ_rH°(0 K) = 0.454 ± 0.100 eV	Miller 2004
11.3	7294.2	[C6F6]- (g) + OSO (g) → C6F6 (g) + [OSO]- (g)	Δ_rG°(423 K) = -11.3 ± 2.3 kcal/mol	Chowdhury 1986a
9.5	7294.1	[C6F6]- (g) + OSO (g) → C6F6 (g) + [OSO]- (g)	Δ_rG°(423 K) = -11.2 ± 2.5 kcal/mol	Dillow 1989
8.4	7290.9	[C6F6]- (g) → C6F6 (g)	Δ_rH°(0 K) = 0.636 ± 0.061 (×1.915) eV	Ruscic G4
5.4	7297.1	999 C6F6 (cr,l) + 999 O2 (g) → 999 CO2 (g) + 999 CF4 (g) + 834 F2 (g)	Δ_rH°(298.15 K) = -469109 ± 200 kcal/mol	Krech 1972
2.8	7290.6	[C6F6]- (g) → C6F6 (g)	Δ_rH°(0 K) = 0.477 ± 0.20 eV	Christophorou 1995, est unc

Top 10 species with enthalpies of formation correlated to the Δ_fH° of [C6F6]- (g)

Please note: The correlation coefficients are obtained by renormalizing the off-diagonal elements of the covariance matrix by the corresponding variances.
The correlation coefficient is a number from -1 to 1, with 1 representing perfectly correlated species, -1 representing perfectly anti-correlated species, and 0 representing perfectly uncorrelated species.

Correlation Coefficent (%)	Species Name	Formula	Δ_fH°(0 K)	Δ_fH°(298.15 K)	Uncertainty	Units	Relative Molecular Mass	ATcT ID
24.9	Hexafluorobenzene	C6F6 (g)	-942.57	-947.57	± 0.87	kJ/mol	186.0546 ± 0.0048	392-56-3*0
24.8	Hexafluorobenzene cation	[C6F6]+ (g)	13.68	9.89	± 0.87	kJ/mol	186.0541 ± 0.0048	34528-23-9*0
24.7	Hexafluorobenzene	C6F6 (cr,l)	-997.17	-983.38	± 0.87	kJ/mol	186.0546 ± 0.0048	392-56-3*500
9.3	Fluorobenzene	C6H5F (g)	-96.05	-111.73	± 0.39	kJ/mol	96.1023 ± 0.0048	462-06-6*0
9.2	Fluorobenzene cation	[C6H5F]+ (g)	791.92	776.90	± 0.39	kJ/mol	96.1018 ± 0.0048	34468-25-2*0
9.2	Fluorobenzene	C6H5F (cr,l)	-148.77	-146.36	± 0.39	kJ/mol	96.1023 ± 0.0048	462-06-6*500
6.9	Tetrafluoromethane	CF4 (g)	-927.65	-933.62	± 0.23	kJ/mol	88.00431 ± 0.00080	75-73-0*0
5.7	Polytetrafluoroethylene	CF2CF2 (s)		-829.96	± 0.54	kJ/mol	100.0150 ± 0.0016	9002-84-0*591
4.6	Sulfur dioxide anion	[OSO]- (g)	-401.27	-403.53	± 0.73	kJ/mol	64.0653 ± 0.0060	12143-17-8*0
2.2	Carbon dioxide	CO2 (g)	-393.111	-393.478	± 0.015	kJ/mol	44.00950 ± 0.00100	124-38-9*0

Most Influential reactions involving [C6F6]- (g)

Please note: The list, which is based on a hat (projection) matrix analysis, is limited to no more than 20 largest influences.

Influence Coefficient	TN ID	Reaction	Measured Quantity	Reference
0.169	7290.7	[C6F6]- (g) → C6F6 (g)	Δ_rH°(0 K) = 0.470 ± 0.085 eV	Ruscic G3X
0.151	7290.11	[C6F6]- (g) → C6F6 (g)	Δ_rH°(0 K) = 0.500 ± 0.090 eV	Ruscic CBS-n
0.144	7290.10	[C6F6]- (g) → C6F6 (g)	Δ_rH°(0 K) = 0.520 ± 0.092 eV	Ruscic CBS-n
0.126	7294.2	[C6F6]- (g) + OSO (g) → C6F6 (g) + [OSO]- (g)	Δ_rG°(423 K) = -11.3 ± 2.3 kcal/mol	Chowdhury 1986a
0.122	7290.8	[C6F6]- (g) → C6F6 (g)	Δ_rH°(0 K) = 0.454 ± 0.100 eV	Miller 2004
0.106	7294.1	[C6F6]- (g) + OSO (g) → C6F6 (g) + [OSO]- (g)	Δ_rG°(423 K) = -11.2 ± 2.5 kcal/mol	Dillow 1989
0.089	7290.9	[C6F6]- (g) → C6F6 (g)	Δ_rH°(0 K) = 0.636 ± 0.061 (×1.915) eV	Ruscic G4
0.030	7290.6	[C6F6]- (g) → C6F6 (g)	Δ_rH°(0 K) = 0.477 ± 0.20 eV	Christophorou 1995, est unc
0.029	7290.2	[C6F6]- (g) → C6F6 (g)	Δ_rH°(0 K) = 0.72 ± 0.20 (×1.022) eV	Eustis 2007, est unc
0.015	7290.3	[C6F6]- (g) → C6F6 (g)	Δ_rH°(0 K) = 0.80 ± 0.20 (×1.414) eV	Nakajima 1993, est unc
0.012	7290.4	[C6F6]- (g) → C6F6 (g)	Δ_rH°(0 K) = 0.83 ± 0.20 (×1.576) eV	Chen 1994c
0.010	7290.5	[C6F6]- (g) → C6F6 (g)	Δ_rH°(0 K) = 0.86 ± 0.20 (×1.719) eV	Chen 1994c, est unc

References

1		B. Ruscic, R. E. Pinzon, M. L. Morton, G. von Laszewski, S. Bittner, S. G. Nijsure, K. A. Amin, M. Minkoff, and A. F. Wagner, Introduction to Active Thermochemical Tables: Several "Key" Enthalpies of Formation Revisited. J. Phys. Chem. A 108, 9979-9997 (2004) [DOI: 10.1021/jp047912y]
2		B. Ruscic, R. E. Pinzon, G. von Laszewski, D. Kodeboyina, A. Burcat, D. Leahy, D. Montoya, and A. F. Wagner, Active Thermochemical Tables: Thermochemistry for the 21^st Century. J. Phys. Conf. Ser. 16, 561-570 (2005) [DOI: 10.1088/1742-6596/16/1/078]
3		B. Ruscic and D. H. Bross, Active Thermochemical Tables (ATcT) values based on ver. 1.176 of the Thermochemical Network (2024); available at ATcT.anl.gov
4		T. L. Nguyen et al, ongoing studies (2024)
5		B. Ruscic, Uncertainty Quantification in Thermochemistry, Benchmarking Electronic Structure Computations, and Active Thermochemical Tables. Int. J. Quantum Chem. 114, 1097-1101 (2014) [DOI: 10.1002/qua.24605]
6		B. Ruscic and D. H. Bross, Thermochemistry Computer Aided Chem. Eng. 45, 3-114 (2019) [DOI: 10.1016/B978-0-444-64087-1.00001-2]

Formula

The aggregate state is given in parentheses following the formula, such as: g - gas-phase, cr - crystal, l - liquid, etc.

Uncertainties

The listed uncertainties correspond to estimated 95% confidence limits, as customary in thermochemistry (see, for example, Ruscic [5] and Ruscic and Bross[6]).
Note that an uncertainty of ± 0.000 kJ/mol indicates that the estimated uncertainty is < ± 0.000₅ kJ/mol.

Website Functionality Credits

The reorganization of the website was developed and implemented by David H. Bross (ANL).
The find function is based on the complete Species Dictionary entries for the appropriate version of the ATcT TN.
The molecule images are rendered by Indigo-depict.
The XYZ renderings are based on Jmol: an open-source Java viewer for chemical structures in 3D. http://www.jmol.org/.

Acknowledgement

This work was supported by the U.S. Department of Energy, Office of Science, Office of Basic Energy Sciences, Division of Chemical Sciences, Geosciences and Biosciences under Contract No. DE-AC02-06CH11357.