## HO=CH (*see note)

 H3 | H1 C2 \ / O4
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

H1 charge= 0.379
C2 charge=-0.472
H3 charge= 0.264
O4 charge=-0.171
with a dipole moment of 3.65348 Debye

## Bond Lengths:

between H1 and O4: distance=0.994 ang___ between C2 and H3: distance=1.138 ang___
between C2 and O4: distance=1.325 ang___

## Bond Angles:

for H3-H1-C2: angle=32.07 deg___ for O4-H1-C2: angle=36.64 deg___

## Bond Orders (Mulliken):

between H1 and O4: order=0.841___ between C2 and H3: order=0.927___
between C2 and O4: order=1.036___

## 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.

### Hybridization in the Best Lewis Structure

1. A bonding orbital for H1-O4 with 1.9937 electrons
__has 25.31% H 1 character in a s orbital
__has 74.69% O 4 character in a s0.81 p3 hybrid

2. A bonding orbital for C2-H3 with 1.9880 electrons
__has 50.64% C 2 character in a s0.72 p3 hybrid
__has 49.36% H 3 character in a s orbital

3. A bonding orbital for C2-O4 with 1.9994 electrons
__has 10.59% C 2 character in a p-pi orbital ( 98.85% p 1.15% d)
__has 89.41% O 4 character in a p-pi orbital ( 99.91% p 0.09% d)

4. A bonding orbital for C2-O4 with 1.9967 electrons
__has 27.31% C 2 character in a s0.91 p3 hybrid
__has 72.69% O 4 character in a sp1.64 hybrid

7. A lone pair orbital for C2 with 1.9802 electrons

8. A lone pair orbital for O4 with 1.9885 electrons

-With core pairs on: C 2 O 4 -

#### 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, 2, for C2-H3 with the second antibonding acceptor orbital, 60, for C2-O4 is 23.4 kJ/mol.

The interaction of lone pair donor orbital, 7, for C2 with the antibonding acceptor orbital, 57, for H1-O4 is 31.2 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.

12 ----- 4.309

11 ----- 2.600

10 ----- -0.340

9 ----- -3.179

8 -^-v- -5.038

7 -^-v- -9.878

6 -^-v- -10.69

5 -^-v- -13.51

4 -^-v- -16.91

3 -^-v- -27.73

2 -^-v- -268.4

1 -^-v- -509.0

## 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 = -114.4525978799 Hartrees