Table 1.

M05-2X/6-311+G(2df,2p) interaction energies for Na⁺ with C₆H₅X [E_int(C₆H₅X)] and the additive model [E_int(HX + C₆H₆ – H₂)], and ESPs for C₆H₅X and (HX + C₆H₆ – H₂), all in kcal mol⁻¹. All quantities evaluated at the corresponding equilibrium C₆H₅X^⋯Na⁺ distance. CCSD(T)/AVTZ interaction energies are in parentheses.

X	Eint(C6H5X)	Eint(HX + C6H6 – H2)a	ESP(C6H5X)	ESP(HX + C6H6 – H2)b
N(CH3)2	33.9	30.0	21.1	17.3
NHCH3	33.1	30.0	21.0	17.9
NH2	31.8 (28.2)	29.5 (26.0)	19.9	17.7
CH2OH	29.5	28.5	17.4	16.4
NHOH	29.1	26.5	17.0	14.4
SCH3	28.6	28.8	15.4	14.8
OCH3	28.5	24.2	16.4	12.2
CH3	28.3 (25.0)	28.1 (24.7)	16.4	16.1
H	26.9 (23.5)	26.9 (23.5)	15.9	15.9
OH	26.6	23.1	15.2	11.7
SH	26.3	26.7	13.6	13.4
SiH3	26.0	29.9	13.3	16.2
CCH	25.4	24.7	12.4	12.2
CO2CH3	23.6	24.4	10.9	12.0
COCH3	22.2	23.9	9.5	11.2
F	21.8 (19.0)	18.0 (15.3)	10.4	7.1
COOH	21.5	22.3	9.0	10.1
OCF3	20.7	17.5	8.4	5.5
BF2	20.2	22.7	8.0	10.4
CHO	19.7	21.8	7.2	9.4
CF3	19.4	19.5	7.2	7.5
SiF3	18.5	21.2	6.0	8.3
NO	17.4	19.6	5.0	7.1
CN	16.0 (13.5)	15.6 (13.1)	3.4	3.6
NO2	14.0	13.9	1.6	1.8

^aE_int(HX + C₆H₆ – H₂) = E_int(HX) + E_int(C₆H₆) – E_int(HH)

^bESP(HX + C₆H₆ – H₂) = ESP(HX) + ESP(C₆H₆) – ESP(HH).