dehydro-methylethylether cation, CH3CH2OCH2+

H10H4
/ |
H11 - C9H6 - C3 - H5
\\ /
O1 - C2 - H8
|
H7
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=-0.168
C2 charge= 0.132
C3 charge=-0.383
H4 charge= 0.159
H5 charge= 0.179
H6 charge= 0.159
H7 charge= 0.142
H8 charge= 0.142
C9 charge= 0.384
H10 charge= 0.098
H11 charge= 0.153
with a dipole moment of 4.89322 Debye

Bond Lengths:

between O1 and C2: distance=1.540 ang___ between O1 and C9: distance=1.254 ang___
between C2 and C3: distance=1.502 ang___ between C2 and H7: distance=1.104 ang___
between C2 and H8: distance=1.104 ang___ between C2 and C9: distance=2.458 ang___
between C3 and H4: distance=1.105 ang___ between C3 and H5: distance=1.107 ang___
between C3 and H6: distance=1.105 ang___ between C9 and H10: distance=1.104 ang___
between C9 and H11: distance=1.103 ang___

Bond Angles:

for C3-C2-O1: angle=115.1 deg___ for H4-C3-C2: angle=113.5 deg___
for H5-C3-C2: angle=106.0 deg___ for H6-C3-C2: angle=113.4 deg___
for H7-C2-O1: angle=100.6 deg___ for H8-C2-O1: angle=100.6 deg___
for C9-O1-C2: angle=122.9 deg___ for H10-C9-O1: angle=121.3 deg___
for H11-C9-O1: angle=115.7 deg___

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Bond Orders (Mulliken):

between O1 and C2: order=0.532___ between O1 and C9: order=1.554___
between C2 and C3: order=0.840___ between C2 and H7: order=0.941___
between C2 and H8: order=0.942___ between C2 and C9: order=0.051___
between C3 and H4: order=0.959___ between C3 and H5: order=0.946___
between C3 and H6: order=0.958___ between C9 and H10: order=0.936___
between C9 and H11: order=0.913___

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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.

Hybridization in the Best Lewis Structure

1. A bonding orbital for O1-C2 with 1.9846 electrons
__has 75.66% O 1 character in a sp2.48 hybrid
__has 24.34% C 2 character in a s0.58 p3 hybrid

2. A bonding orbital for O1-C9 with 1.9975 electrons
__has 68.34% O 1 character in a sp1.70 hybrid
__has 31.66% C 9 character in a sp2.20 hybrid

3. A bonding orbital for O1-C9 with 1.9935 electrons
__has 79.44% O 1 character in a p-pi orbital ( 99.87% p 0.13% d)
__has 20.56% C 9 character in a p-pi orbital ( 99.14% p 0.86% d)

4. A bonding orbital for C2-C3 with 1.9957 electrons
__has 51.73% C 2 character in a sp1.98 hybrid
__has 48.27% C 3 character in a sp2.64 hybrid

5. A bonding orbital for C2-H7 with 1.9814 electrons
__has 61.08% C 2 character in a sp2.95 hybrid
__has 38.92% H 7 character in a s orbital

6. A bonding orbital for C2-H8 with 1.9815 electrons
__has 61.08% C 2 character in a sp2.95 hybrid
__has 38.92% H 8 character in a s orbital

7. A bonding orbital for C3-H4 with 1.9895 electrons
__has 60.78% C 3 character in a s0.98 p3 hybrid
__has 39.22% H 4 character in a s orbital

8. A bonding orbital for C3-H5 with 1.9717 electrons
__has 62.69% C 3 character in a s0.91 p3 hybrid
__has 37.31% H 5 character in a s orbital

9. A bonding orbital for C3-H6 with 1.9894 electrons
__has 60.77% C 3 character in a s0.98 p3 hybrid
__has 39.23% H 6 character in a s orbital

10. A bonding orbital for C9-H10 with 1.9939 electrons
__has 60.15% C 9 character in a sp1.84 hybrid
__has 39.85% H10 character in a s orbital

11. A bonding orbital for C9-H11 with 1.9879 electrons
__has 60.79% C 9 character in a sp1.92 hybrid
__has 39.21% H11 character in a s orbital

16. A lone pair orbital for O1 with 1.9678 electrons
__made from a sp1.89 hybrid

-With core pairs on: O 1 C 2 C 3 C 9 -

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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, 8, for C3-H5 with the antibonding acceptor orbital, 128, for O1-C2 is 44.6 kJ/mol.

The interaction of bonding donor orbital, 11, for C9-H11 with the antibonding acceptor orbital, 128, for O1-C2 is 26.8 kJ/mol.

The interaction of lone pair donor orbital, 16, for O1 with the antibonding acceptor orbital, 137, for C9-H10 is 32.5 kJ/mol.

The interaction of lone pair donor orbital, 16, for O1 with the antibonding acceptor orbital, 138, for C9-H11 is 20.5 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.

20 ----- -3.403

19 ----- -3.863


18 ----- -5.586


17 ----- -10.06


16 -^-v- -14.13

15 -^-v- -14.60

14 -^-v- -14.80


13 -^-v- -15.92

12 -^-v- -16.19


11 -^-v- -18.55
10 -^-v- -18.60


9 -^-v- -19.61


8 -^-v- -20.92


7 -^-v- -23.31


6 -^-v- -25.55


5 -^-v- -34.81


4 -^-v- -271.6


3 -^-v- -274.0


2 -^-v- -276.1


1 -^-v- -515.9

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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 = -193.4970980904 Hartrees

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