1-dehydro-propanal cation, CH3CH2CO+, ethylacylium cation

H5H6
\ |
C4 - H7
/
O1 E C2 - C3 - H9
\
H8
The ion charge is 1.

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

O1 charge=-0.004
C2 charge= 0.530
C3 charge=-0.128
C4 charge=-0.286
H5 charge= 0.155
H6 charge= 0.155
H7 charge= 0.176
H8 charge= 0.200
H9 charge= 0.199
with a dipole moment of 10.72434 Debye

Bond Lengths:

between O1 and C2: distance=1.138 ang___ between O1 and C3: distance=2.560 ang___
between C2 and C3: distance=1.423 ang___ between C3 and C4: distance=1.572 ang___
between C3 and H8: distance=1.115 ang___ between C3 and H9: distance=1.115 ang___
between C4 and H5: distance=1.100 ang___ between C4 and H6: distance=1.100 ang___
between C4 and H7: distance=1.102 ang___

Bond Angles:

for C3-C2-O1: angle=178.2 deg___ for C4-C3-C2: angle=112.1 deg___
for H5-C4-C3: angle=111.0 deg___ for H6-C4-C3: angle=111.0 deg___
for H7-C4-C3: angle=106.1 deg___ for H8-C3-C2: angle=106.2 deg___
for H9-C3-C2: angle=106.3 deg___

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Bond Orders (Mulliken):

between O1 and C2: order=2.311___ between O1 and C3: order=-0.053___
between C2 and C3: order=0.866___ between C3 and C4: order=0.866___
between C3 and H8: order=0.902___ between C3 and H9: order=0.902___
between C4 and H5: order=0.946___ between C4 and H6: order=0.946___
between C4 and H7: order=0.948___

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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 O1-C2 with 1.9994 electrons
__has 66.54% O 1 character in a sp1.29 hybrid
__has 33.46% C 2 character in a sp1.42 hybrid

2. A bonding orbital for O1-C2 with 1.9966 electrons
__has 74.15% O 1 character in a p3 hybrid
__has 25.85% C 2 character in a p3 hybrid

3. A bonding orbital for O1-C2 with 1.9963 electrons
__has 74.15% O 1 character in a p-pi orbital ( 99.68% p 0.32% d)
__has 25.85% C 2 character in a p-pi orbital ( 99.37% p 0.63% d)

4. A bonding orbital for C2-C3 with 1.9945 electrons
__has 53.43% C 2 character in a sp0.68 hybrid
__has 46.57% C 3 character in a s0.84 p3 hybrid

5. A bonding orbital for C3-C4 with 1.9538 electrons
__has 57.74% C 3 character in a sp2.28 hybrid
__has 42.26% C 4 character in a s0.97 p3 hybrid

6. A bonding orbital for C3-H8 with 1.9449 electrons
__has 65.12% C 3 character in a s0.94 p3 hybrid
__has 34.88% H 8 character in a s orbital

7. A bonding orbital for C3-H9 with 1.9450 electrons
__has 65.12% C 3 character in a s0.94 p3 hybrid
__has 34.88% H 9 character in a s orbital

8. A bonding orbital for C4-H5 with 1.9926 electrons
__has 61.35% C 4 character in a sp2.91 hybrid
__has 38.65% H 5 character in a s orbital

9. A bonding orbital for C4-H6 with 1.9926 electrons
__has 61.35% C 4 character in a sp2.91 hybrid
__has 38.65% H 6 character in a s orbital

10. A bonding orbital for C4-H7 with 1.9828 electrons
__has 62.18% C 4 character in a s0.98 p3 hybrid
__has 37.82% H 7 character in a s orbital

15. A lone pair orbital for O1 with 1.9782 electrons
__made from a sp0.76 hybrid

-With core pairs on: O 1 C 2 C 3 C 4 -

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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, 5, for C3-C4 with the antibonding acceptor orbital, 117, for O1-C2 is 22.4 kJ/mol.

The interaction of bonding donor orbital, 5, for C3-C4 with the second antibonding acceptor orbital, 118, for O1-C2 is 50.5 kJ/mol.

The interaction of bonding donor orbital, 6, for C3-H8 with the third antibonding acceptor orbital, 119, for O1-C2 is 53.9 kJ/mol.

The interaction of bonding donor orbital, 7, for C3-H9 with the third antibonding acceptor orbital, 119, for O1-C2 is 54.0 kJ/mol.

The interaction of bonding donor orbital, 10, for C4-H7 with the antibonding acceptor orbital, 120, for C2-C3 is 20.3 kJ/mol.

The interaction of lone pair donor orbital, 15, for O1 with the antibonding acceptor orbital, 120, for C2-C3 is 32.6 kJ/mol.

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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.

19 ----- -3.435


18 ----- -5.331


17 ----- -9.349
16 ----- -9.424


15 -^-v- -14.89

14 -^-v- -15.10


13 -^-v- -16.13


12 -^-v- -17.46


11 -^-v- -18.72

10 -^-v- -19.48
9 -^-v- -19.50

8 -^-v- -20.44


7 -^-v- -22.83


6 -^-v- -27.20


5 -^-v- -36.31


4 -^-v- -272.3


3 -^-v- -274.5


2 -^-v- -277.9


1 -^-v- -516.6

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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 = -192.3084506484 Hartrees

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