Theoretical and Experimental Studies on Alkali Metal Phenoxyacetates
Table 1
The bond lengths, angles, aromatic indices, values of dipole moment, and energy calculated (B3LYP/6-311++G**) for alkali metal phenoxyacetates (MPA).
Atoms
LiPA
NaPA
KPA
Bond lengths (Å)a
C1–C2
1.3981
1.3992
1.3996
C2–C3
1.3978
1.3977
1.3976
C3–C4
1.3899
1.3901
1.3902
C4–C5
1.3982
1.3984
1.3985
C5–C6
1.3875
1.3873
1.3873
C6–C1
1.4013
1.4024
1.4029
C1–O7
1.3649
1.3617
1.3599
O7–C8
1.4121
1.4162
1.4183
C8–C9
1.5222
1.5290
1.5330
C9–O10
1.2601
1.2559
1.2544
C9–O11
1.2727
1.2689
1.2675
O10–M
1.8691
2.2199
2.5286
O11–M
1.8647
2.2169
2.5288
Angles (°)
C1–C2–C3
119.48
119.55
119.58
C2–C3–C4
120.97
121.01
121.04
C3–C4–C5
119.13
119.07
119.05
C4–C5–C6
120.62
120.63
120.63
C5–C6–C1
120.03
120.14
120.20
C6–C1–C2
119.77
119.59
119.50
C6–C1–O7
115.45
115.55
115.61
C2–C1–O7
124.78
124.87
124.89
C1–O7–C8
118.63
118.64
118.70
O7–C8–C9
111.03
111.45
111.67
C8–C9–O10
121.99
120.84
120.52
C8–C9–O11
115.83
114.37
113.94
C9–O11–M
82.55
87.23
90.75
O10–C9–O11
122.18
124.79
125.54
M–O10–C9
72.85
87.41
91.07
Aromaticity indices
HOMAb
0.979262
0.976809
0.975763
0.99714
0.99672
0.99656
BACd
0.92688
0.92338
0.92207
95.81867
95.52024
95.41015
NICSf
−9.1055
−8.8957
−8.9725
Dipole moment
4.30
6.99
8.67
Energy (hartree)g
−542.55
−697.26
−1134.90
1 Å = 10−10 m; babbreviation from harmonic oscillator model of aromaticity; cnormalized function of variance of bond lengths; dbond alternation coefficient; eBird’s index [5]; fnuclear independent chemical shifts; g1 hartree = 2625.5 kJ/mol.
