## CH3CH2CH2OH, propanol

 H9 H10 O5 - H6 \ | / C3 - C4 - H12 / \ H1 - C2 H11 | \ H8 H7
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= 0.138
C2 charge=-0.546
C3 charge= 0.203
C4 charge= 0.149
O5 charge=-0.692
H6 charge= 0.429
H7 charge= 0.130
H8 charge= 0.129
H9 charge= 0.014
H10 charge= 0.015
H11 charge= 0.013
H12 charge= 0.013
with a dipole moment of 1.65032 Debye

## Bond Lengths:

between H1 and C2: distance=1.103 ang___ between C2 and C3: distance=1.540 ang___
between C2 and C4: distance=2.543 ang___ between C2 and H7: distance=1.105 ang___
between C2 and H8: distance=1.105 ang___ between C3 and C4: distance=1.530 ang___
between C3 and O5: distance=2.415 ang___ between C3 and H9: distance=1.106 ang___
between C3 and H10: distance=1.106 ang___ between C4 and O5: distance=1.447 ang___
between C4 and H11: distance=1.113 ang___ between C4 and H12: distance=1.112 ang___
between O5 and H6: distance=0.974 ang___

## Bond Angles:

for C3-C2-H1: angle=111.2 deg___ for C4-C3-C2: angle=111.8 deg___
for O5-C4-C3: angle=108.3 deg___ for H6-O5-C4: angle=108.3 deg___
for H7-C2-H1: angle=107.4 deg___ for H8-C2-H1: angle=107.5 deg___
for H9-C3-C2: angle=110.3 deg___ for H10-C3-C2: angle=110.3 deg___
for H11-C4-C3: angle=109.5 deg___ for H12-C4-C3: angle=109.4 deg___

## Bond Orders (Mulliken):

between H1 and C2: order=0.991___ between C2 and C3: order=0.824___
between C2 and C4: order=-0.055___ between C2 and H7: order=0.988___
between C2 and H8: order=0.988___ between C3 and C4: order=0.854___
between C3 and O5: order=-0.104___ between C3 and H9: order=0.972___
between C3 and H10: order=0.972___ between C4 and O5: order=0.858___
between C4 and H11: order=0.998___ between C4 and H12: order=0.997___
between O5 and H6: order=0.861___

## 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-C2 with 1.9924 electrons
__has 40.56% H 1 character in a s orbital
__has 59.44% C 2 character in a s0.94 p3 hybrid

2. A bonding orbital for C2-C3 with 1.9918 electrons
__has 49.57% C 2 character in a sp2.44 hybrid
__has 50.43% C 3 character in a sp2.54 hybrid

3. A bonding orbital for C2-H7 with 1.9927 electrons
__has 58.95% C 2 character in a s0.92 p3 hybrid
__has 41.05% H 7 character in a s orbital

4. A bonding orbital for C2-H8 with 1.9927 electrons
__has 58.94% C 2 character in a s0.92 p3 hybrid
__has 41.06% H 8 character in a s orbital

5. A bonding orbital for C3-C4 with 1.9913 electrons
__has 49.76% C 3 character in a sp2.74 hybrid
__has 50.24% C 4 character in a sp2.35 hybrid

6. A bonding orbital for C3-H9 with 1.9843 electrons
__has 59.21% C 3 character in a s0.88 p3 hybrid
__has 40.79% H 9 character in a s orbital

7. A bonding orbital for C3-H10 with 1.9843 electrons
__has 59.22% C 3 character in a s0.88 p3 hybrid
__has 40.78% H10 character in a s orbital

8. A bonding orbital for C4-O5 with 1.9957 electrons
__has 33.53% C 4 character in a s0.89 p3 hybrid
__has 66.47% O 5 character in a sp2.52 hybrid

9. A bonding orbital for C4-H11 with 1.9906 electrons
__has 57.18% C 4 character in a s0.94 p3 hybrid
__has 42.82% H11 character in a s orbital

10. A bonding orbital for C4-H12 with 1.9906 electrons
__has 57.19% C 4 character in a s0.94 p3 hybrid
__has 42.81% H12 character in a s orbital

11. A bonding orbital for O5-H6 with 1.9907 electrons
__has 73.09% O 5 character in a s0.78 p3 hybrid
__has 26.91% H 6 character in a s orbital

16. A lone pair orbital for O5 with 1.9882 electrons

17. A lone pair orbital for O5 with 1.9711 electrons
__made from a p-pi orbital ( 99.96% p)

-With core pairs on: C 2 C 3 C 4 O 5 -

#### 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 the second lone pair donor orbital, 17, for O5 with the antibonding acceptor orbital, 142, for C4-H11 is 33.3 kJ/mol.

The interaction of the second lone pair donor orbital, 17, for O5 with the antibonding acceptor orbital, 143, for C4-H12 is 33.8 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.

21 ----- 2.424

20 ----- 2.062

19 ----- 1.585

18 ----- 0.583

17 -^-v- -6.185

16 -^-v- -7.727

15 -^-v- -7.936

14 -^-v- -8.717

13 -^-v- -8.912

12 -^-v- -9.750

11 -^-v- -10.47

10 -^-v- -11.56

9 -^-v- -12.53

8 -^-v- -14.20

7 -^-v- -16.44

6 -^-v- -19.11

5 -^-v- -25.03

4 -^-v- -266.0

3 -^-v- -266.1

2 -^-v- -267.4

1 -^-v- -506.3

## 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 = -194.4200555997 Hartrees