## C2O6, CO3 dimer

 O3 - O8 / \ O5 = C1 C2 = O6 \ / O4 - O7
Tell me about the atomic charges, dipole moment, bond lengths, angles, bond orders,
molecular orbital energies, or total energy.
Tell me about the best Lewis structure.

## Atomic Charges and Dipole Moment

C1 charge= 0.713
C2 charge= 0.717
O3 charge=-0.168
O4 charge=-0.169
O5 charge=-0.375
O6 charge=-0.377
O7 charge=-0.170
O8 charge=-0.170
with a dipole moment of 0.00212 Debye

## Bond Lengths:

between C1 and C2: distance=2.827 ang___ between C1 and O3: distance=1.364 ang___
between C1 and O4: distance=1.364 ang___ between C1 and O5: distance=1.210 ang___
between C1 and O7: distance=2.413 ang___ between C1 and O8: distance=2.415 ang___
between C2 and O3: distance=2.415 ang___ between C2 and O4: distance=2.412 ang___
between C2 and O6: distance=1.210 ang___ between C2 and O7: distance=1.364 ang___
between C2 and O8: distance=1.363 ang___ between O3 and O4: distance=2.326 ang___
between O3 and O5: distance=2.246 ang___ between O3 and O8: distance=1.534 ang___
between O4 and O5: distance=2.247 ang___ between O4 and O7: distance=1.533 ang___
between O6 and O7: distance=2.248 ang___ between O6 and O8: distance=2.245 ang___
between O7 and O8: distance=2.326 ang___

## Bond Angles:

for O3-C1-C2: angle=58.56 deg___ for O4-C1-C2: angle=58.45 deg___
for O5-C1-C2: angle=179.8 deg___ for O6-C2-C1: angle=179.8 deg___
for O7-C2-C1: angle=58.46 deg___ for O8-C2-C1: angle=58.55 deg___

## Bond Orders (Mulliken):

between C1 and C2: order=0.050___ between C1 and O3: order=1.034___
between C1 and O4: order=1.030___ between C1 and O5: order=2.107___
between C1 and O7: order=0.100___ between C1 and O8: order=0.102___
between C2 and O3: order=0.102___ between C2 and O4: order=0.100___
between C2 and O6: order=2.107___ between C2 and O7: order=1.034___
between C2 and O8: order=1.030___ between O3 and O4: order=-0.158___
between O3 and O5: order=-0.108___ between O3 and O8: order=0.724___
between O4 and O5: order=-0.108___ between O4 and O7: order=0.724___
between O6 and O7: order=-0.107___ between O6 and O8: order=-0.109___
between O7 and O8: order=-0.158___

## Best Lewis Structure

The Lewis structure that is closest to your structure is determined. The hybridization of the atoms in this idealized Lewis structure is given in the table below. Please note that your structure can't be well described by a single Lewis structure, because of extensive delocalization.

### Hybridization in the Best Lewis Structure

1. A bonding orbital for C1-O3 with 1.9898 electrons
__has 33.40% C 1 character in a sp2.31 hybrid
__has 66.60% O 3 character in a sp2.57 hybrid

2. A bonding orbital for C1-O4 with 1.9898 electrons
__has 33.41% C 1 character in a sp2.31 hybrid
__has 66.59% O 4 character in a sp2.58 hybrid

3. A bonding orbital for C1-O5 with 1.9929 electrons
__has 37.00% C 1 character in a sp1.51 hybrid
__has 63.00% O 5 character in a sp1.79 hybrid

4. A bonding orbital for C1-O5 with 1.9905 electrons
__has 27.84% C 1 character in a p3 hybrid
__has 72.16% O 5 character in a p3 hybrid

5. A bonding orbital for C2-O6 with 1.9929 electrons
__has 37.00% C 2 character in a sp1.50 hybrid
__has 63.00% O 6 character in a sp1.79 hybrid

6. A bonding orbital for C2-O6 with 1.9905 electrons
__has 27.84% C 2 character in a p-pi orbital ( 99.31% p 0.68% d)
__has 72.16% O 6 character in a p-pi orbital ( 99.78% p 0.22% d)

7. A bonding orbital for C2-O7 with 1.9898 electrons
__has 33.42% C 2 character in a sp2.31 hybrid
__has 66.58% O 7 character in a sp2.58 hybrid

8. A bonding orbital for C2-O8 with 1.9898 electrons
__has 33.39% C 2 character in a sp2.32 hybrid
__has 66.61% O 8 character in a sp2.57 hybrid

9. A bonding orbital for O3-O8 with 1.9695 electrons
__has 50.01% O 3 character in a s0.33 p3 hybrid
__has 49.99% O 8 character in a s0.33 p3 hybrid

10. A bonding orbital for O4-O7 with 1.9693 electrons
__has 49.99% O 4 character in a s0.33 p3 hybrid
__has 50.01% O 7 character in a s0.33 p3 hybrid

19. A lone pair orbital for O3 with 1.9796 electrons

20. A lone pair orbital for O3 with 1.9027 electrons

21. A lone pair orbital for O4 with 1.9797 electrons

22. A lone pair orbital for O4 with 1.9036 electrons

23. A lone pair orbital for O5 with 1.9773 electrons

24. A lone pair orbital for O5 with 1.8357 electrons
__made from a p-pi orbital ( 99.86% p 0.14% d)

25. A lone pair orbital for O6 with 1.9773 electrons

26. A lone pair orbital for O6 with 1.8357 electrons
__made from a p-pi orbital ( 99.86% p 0.14% d)

27. A lone pair orbital for O7 with 1.9797 electrons

28. A lone pair orbital for O7 with 1.9036 electrons

29. A lone pair orbital for O8 with 1.9796 electrons

30. A lone pair orbital for O8 with 1.9027 electrons

186. A antibonding orbital for C1-O5 with 0.1777 electrons
__has 72.16% C 1 character in a p3 hybrid
__has 27.84% O 5 character in a p3 hybrid

188. A antibonding orbital for C2-O6 with 0.1777 electrons
__has 72.16% C 2 character in a p-pi orbital ( 99.31% p 0.68% d)
__has 27.84% O 6 character in a p-pi orbital ( 99.78% p 0.22% d)

-With core pairs on: C 1 C 2 O 3 O 4 O 5 O 6 O 7 O 8 -

#### Donor Acceptor Interactions in the Best Lewis Structure

The localized orbitals in your best Lewis structure can interact strongly. A filled bonding or lone pair orbital can act as a donor and an empty or filled bonding, antibonding, or lone pair orbital can act as an acceptor. These interactions can strengthen and weaken bonds. For example, a lone pair donor->antibonding acceptor orbital interaction will weaken the bond associated with the antibonding orbital. Conversly, an interaction with a bonding pair as the acceptor will strengthen the bond. Strong electron delocalization in your best Lewis structure will also show up as donor-acceptor interactions.
Interactions greater than 20 kJ/mol for bonding and lone pair orbitals are listed below.

The interaction of bonding donor orbital, 9, for O3-O8 with the antibonding acceptor orbital, 185, for C1-O5 is 22.4 kJ/mol.

The interaction of bonding donor orbital, 9, for O3-O8 with the antibonding acceptor orbital, 187, for C2-O6 is 22.2 kJ/mol.

The interaction of bonding donor orbital, 10, for O4-O7 with the antibonding acceptor orbital, 185, for C1-O5 is 21.6 kJ/mol.

The interaction of bonding donor orbital, 10, for O4-O7 with the antibonding acceptor orbital, 187, for C2-O6 is 21.7 kJ/mol.

The interaction of lone pair donor orbital, 19, for O3 with the antibonding acceptor orbital, 184, for C1-O4 is 23.8 kJ/mol.

The interaction of the second lone pair donor orbital, 20, for O3 with the second antibonding acceptor orbital, 186, for C1-O5 is 175. kJ/mol.

The interaction of lone pair donor orbital, 21, for O4 with the antibonding acceptor orbital, 183, for C1-O3 is 23.7 kJ/mol.

The interaction of the second lone pair donor orbital, 22, for O4 with the second antibonding acceptor orbital, 186, for C1-O5 is 169. kJ/mol.

The interaction of the second lone pair donor orbital, 24, for O5 with the antibonding acceptor orbital, 183, for C1-O3 is 172. kJ/mol.

The interaction of the second lone pair donor orbital, 24, for O5 with the antibonding acceptor orbital, 184, for C1-O4 is 172. kJ/mol.

The interaction of the second lone pair donor orbital, 26, for O6 with the antibonding acceptor orbital, 189, for C2-O7 is 172. kJ/mol.

The interaction of the second lone pair donor orbital, 26, for O6 with the antibonding acceptor orbital, 190, for C2-O8 is 172. kJ/mol.

The interaction of lone pair donor orbital, 27, for O7 with the antibonding acceptor orbital, 190, for C2-O8 is 23.7 kJ/mol.

The interaction of the second lone pair donor orbital, 28, for O7 with the second antibonding acceptor orbital, 188, for C2-O6 is 170. kJ/mol.

The interaction of lone pair donor orbital, 29, for O8 with the antibonding acceptor orbital, 189, for C2-O7 is 23.8 kJ/mol.

The interaction of the second lone pair donor orbital, 30, for O8 with the second antibonding acceptor orbital, 188, for C2-O6 is 174. kJ/mol.

The interaction of the second antibonding donor orbital, 186, for C1-O5 with the antibonding acceptor orbital, 191, for O3-O8 is 26.1 kJ/mol.

The interaction of the second antibonding donor orbital, 186, for C1-O5 with the antibonding acceptor orbital, 192, for O4-O7 is 30.8 kJ/mol.

The interaction of the second antibonding donor orbital, 188, for C2-O6 with the antibonding acceptor orbital, 191, for O3-O8 is 26.9 kJ/mol.

The interaction of the second antibonding donor orbital, 188, for C2-O6 with the antibonding acceptor orbital, 192, for O4-O7 is 29.7 kJ/mol.

## Molecular Orbital Energies

The orbital energies are given in eV, where 1 eV=96.49 kJ/mol. Orbitals with very low energy are core 1s orbitals. More antibonding orbitals than you might expect are sometimes listed, because d orbitals are always included for heavy atoms and p orbitals are included for H atoms. Up spins are shown with a ^ and down spins are shown as v.

34 ----- -2.163

33 ----- -2.474

32 ----- -5.448
31 ----- -5.473

30 -^-v- -8.446

29 -^-v- -9.323
28 -^-v- -9.422
27 -^-v- -9.472

26 -^-v- -9.851

25 -^-v- -11.11

24 -^-v- -11.87

23 -^-v- -12.15

22 -^-v- -12.43

21 -^-v- -12.83

20 -^-v- -13.04

19 -^-v- -14.33

18 -^-v- -14.50

17 -^-v- -14.76

16 -^-v- -17.80

15 -^-v- -18.46

14 -^-v- -25.78

13 -^-v- -26.11

12 -^-v- -27.92

11 -^-v- -29.41

10 -^-v- -29.63

9 -^-v- -31.83

8 -^-v- -272.8 7 -^-v- -272.8

6 -^-v- -508.4 5 -^-v- -508.4

4 -^-v- -511.2 3 -^-v- -511.2 2 -^-v- -511.2 1 -^-v- -511.2

## Total Electronic Energy

The total electronic energy is a very large number, so by convention the units are given in atomic units, that is Hartrees (H). One Hartree is 2625.5 kJ/mol. The energy reference is for totally dissociated atoms. In other words, the reference state is a gas consisting of nuclei and electrons all at infinite distance from each other. The electronic energy includes all electric interactions and the kinetic energy of the electrons. This energy does not include translation, rotation, or vibration of the the molecule.

Total electronic energy = -527.6060320335 Hartrees