Selected bond length, bond angle, and dihedral angle values for hydroxytyrosol after optimization with B3LYP or M05-2X, at 6-31G or 6-31G+(d) in the gas or in the liquid (n-heptane) phase employing IEF-PCM or SMD models
Selected bonds, angles, and dihedral angles of hydroxytyrosol structure
Gas-phase
Liquid phase
A*
B**
C**
D**
E**
F**
G**
H**
I**
J**
K**
L**
R11(5,8)
1.3843
–0.02
–0.01
–0.02
0.00
–0.02
0.00
–0.02
0.00
–0.02
–0.01
–0.02
R12(6,7)
1.4015
–0.02
–0.01
–0.03
0.00
–0.02
0.00
–0.02
–0.01
–0.02
–0.01
–0.03
R13(7,15)
0.9740
–0.01
–0.01
–0.01
0.00
0.00
0.00
0.00
0.00
0.00
0.00
–0.01
R14(8,16)
0.9801
–0.01
–0.01
–0.01
0.00
–0.01
0.00
–0.01
0.00
–0.01
0.00
–0.01
R18(10,11)
1.4538
–0.03
–0.01
–0.04
0.00
–0.03
0.00
–0.03
–0.01
–0.03
–0.01
–0.03
R21(11,21)
0.9798
–0.01
–0.01
–0.01
0.00
–0.01
0.00
–0.01
–0.01
–0.01
0.00
–0.01
A14(4,5,8)
119.983
–0.26
0.26
0.12
–0.02
–0.32
0.00
–0.31
0.23
–0.31
0.27
0.06
A17(1,6,7)
125.377
–0.51
–0.08
–0.53
0.06
–0.47
0.00
–0.52
0.01
–0.52
–0.07
–0.50
A18(5,6,7)
114.206
0.87
–0.09
0.69
0.06
0.93
0.07
0.97
–0.05
0.97
–0.02
0.77
A19(6,7,15)
112.713
–2.09
0.94
–2.01
0.21
–1.97
0.08
–2.07
1.12
–2.07
1.01
–1.88
A20(5,8,16)
109.469
–0.93
0.81
–0.90
0.01
–0.83
0.12
–0.74
0.83
–0.74
0.91
–0.80
A21(3,9,10)
112.673
0.22
–1.51
–1.65
0.07
0.36
0.25
0.55
–1.51
0.55
–1.30
–1.65
A27(9,10,11)
112.378
0.71
–1.06
–0.49
0.04
0.70
0.24
0.91
–1.05
0.91
–0.87
–0.53
A33(10,11,21)
109.143
–0.95
0.87
–1.13
–0.01
–0.96
–0.05
–0.99
0.79
–0.99
0.77
–1.15
D17(2,3,9,10)
–84.5004
–10.72
–2.03
–11.18
–0.86
–13.04
–0.72
–12.04
–4.05
–12.04
–3.07
–13.15
D35(3,9,10,11)
62.2989
0.28
–1.34
–1.65
0.43
0.77
0.85
1.07
–1.02
1.07
–0.67
–1.37
D44(9,10,11,21)
–62.5456
3.53
–0.23
4.49
0.70
3.58
0.45
3.20
1.81
3.20
0.57
5.21
The characters in the first column: R: bonds; A: angles; D: dihedrals. The characters in the header: A: B3LYP/6-31G; B: M05-2X/6-31G; C: B3LYP/6-31+G(d); D: M05-2X/6-31+G(d); E: B3LYP/6-31G (IEF-PCM); F: B3LYP/6-31+G(d) (IEF-PCM); G: M05-2X/6-31G (IEF-PCM); H: M05-2X/6-31+G(d) (IEF-PCM); I: B3LYP/6-31G (SMD); J: B3LYP/6-31+G(d) (SMD); K: M05-2X/6-31G (SMD); L: M05-2X/6-31+G(d) (SMD). * Bond length in angstrom (Å), angle, and dihedral angle in degrees; ** relative difference from the values of column A
The authors would like to acknowledge the support provided by the IT Center of the Aristotle University of Thessaloniki (AUTh) throughout the progress of this research work.
Author contributions
NN: Conceptualization, Investigation, Validation, Writing—original draft, Writing—review & editing. MZT: Conceptualization, Writing—original draft, Writing—review & editing. Both authors read and approved the submitted version.
Conflicts of interest
The authors declare that they have no conflicts of interest.
Ethical approval
Not applicable.
Consent to participate
Not applicable.
Consent to publication
Not applicable.
Availability of data and materials
The raw data supporting the conclusions of this manuscript will be made available by the authors, without undue reservation, to any qualified researcher.
Funding
M.Z.T. undertook this work within the frame of the project Dissemination and further Use of Research Achievements of the Laboratory of Food Chemistry and Technology, School of Chemistry AUTH [AUTH Research Committee code 96677]. The funders had no role in study design, data collection and analysis, decision to publish, or preparation of the manuscript.
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