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. Author manuscript; available in PMC: 2020 Oct 12.
Published in final edited form as: J Chem Theory Comput. 2020 Mar 20;16(4):2766–2777. doi: 10.1021/acs.jctc.9b01079

Table 2.

Calculated standard reaction free energies ΔG (kcal mol−1) and populations from EC-RISM calculations for selected tautomeric forms of 6-11 relative to the tautomers [6-11]a.

CCSD(T)[a] EC-RISM[b] EC-RISM/CCSD(T)[c] Average ΔG (EC-RISM) Average population (EC-RISM)
6a 0 0 0 0 > 0.9999
6b 11.65 8.83 8.34 8.6 ± 0.3 < 10−6
6c 28.25 16.71 13.25 15.0 ± 2.4 < 10−10
7a 0 0 0 0 > 0.9999
7b 15.68 19.67 19.44 19.6 ± 0.2 < 10−14
7c 1.04 6.54 6.72 6.6 ± 0.1 < 10−4
8a 0 0 0 0 > 0.9999
8b 16.50 12.19 11.30 11.8 ± 0.6 < 10−8
8c 11.81 8.92 8.67 8.8 ± 0.2 < 10−6
9a[d] 0 0 0 0 0.9999
9b 4.19 14.20 13.91 14.1 ± 0.2 < 10−10
9c −3.12 5.57 5.02 5.3 ± 0.5 0.0001
10a[e] 0 0 0 0 > 0.9999
10b 8.03 10.76 10.47 10.6 ± 0.2 < 10−7
10c 27.12 17.68 16.20 16.9 ± 1.0 < 10−12
10d 28.88 26.02 24.93 25.5 ± 0.8 < 10−18
11a[f] 0 0 0 0 0.998
11b −3.19 3.18 4.33 3.8 ± 0.8 0.002
11c 19.75 19.01 18.80 18.91 ± 0.2 < 10−13 ± < 10−14
[a]

CCSD(T)/cc-pVTZ gas phase reaction free energy using the RI and F12 corrections. The results using this level of theory for compounds 1-5 are within an error of 0.12 kcal mol−1 compared to the CCSD(T)/aug-cc-pVTZ approach (Table 1).

[b]

MP2/6-311+G(d,p)/EC-RISM.

[c]

MP2/6-311+G(d,p) hydration free energy differences/CCSD(T)/cc-pVTZ gas phase reaction free energy.

[d]

9 corresponds to hachimoji “S”.

[e]

10 corresponds to hachimoji “P”.

[f]

11 corresponds to hachimoji “Z”.