(CH3)2C(+)OCH3, 2-dehydroisopropylmethyl ether cation, (see note)

H9H10
\ /
C6 - H11
|
H3O8
\ /
H4 - C1 - C2 - C7 - H13
| | \
H5H14H12
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

C1 charge=-0.616
C2 charge= 0.693
H3 charge= 0.239
H4 charge= 0.223
H5 charge= 0.230
C6 charge=-0.195
C7 charge=-0.637
O8 charge=-0.189
H9 charge= 0.158
H10 charge= 0.163
H11 charge= 0.207
H12 charge= 0.244
H13 charge= 0.231
H14 charge= 0.247
with a dipole moment of 6.52674 Debye

Bond Lengths:

between C1 and C2: distance=1.480 ang___ between C1 and H3: distance=1.111 ang___
between C1 and H4: distance=1.099 ang___ between C1 and H5: distance=1.108 ang___
between C1 and C6: distance=2.883 ang___ between C1 and C7: distance=2.593 ang___
between C2 and H4: distance=2.146 ang___ between C2 and C7: distance=1.476 ang___
between C2 and O8: distance=1.291 ang___ between C2 and H13: distance=2.152 ang___
between H4 and C7: distance=2.695 ang___ between C6 and O8: distance=1.484 ang___
between C6 and H9: distance=1.101 ang___ between C6 and H10: distance=1.102 ang___
between C6 and H11: distance=1.097 ang___ between C7 and O8: distance=2.337 ang___
between C7 and H12: distance=1.109 ang___ between C7 and H13: distance=1.100 ang___
between C7 and H14: distance=1.110 ang___

Bond Angles:

for H3-C1-C2: angle=109.4 deg___ for H4-C1-C2: angle=111.7 deg___
for H5-C1-C2: angle=111.2 deg___ for C6-C2-C1: angle=91.43 deg___
for C7-C2-C1: angle=122.6 deg___ for O8-C2-C1: angle=122.2 deg___
for H9-C6-C2: angle=94.78 deg___ for H10-C6-C2: angle=95.78 deg___
for H11-C6-C2: angle=130.7 deg___ for H12-C7-C2: angle=109.3 deg___
for H13-C7-C2: angle=112.5 deg___ for H14-C7-C2: angle=108.7 deg___

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Bond Orders (Mulliken):

between C1 and C2: order=0.726___ between C1 and H3: order=0.945___
between C1 and H4: order=0.959___ between C1 and H5: order=0.945___
between C1 and C6: order=-0.061___ between C1 and C7: order=-0.057___
between C2 and H4: order=-0.073___ between C2 and C7: order=0.728___
between C2 and O8: order=1.377___ between C2 and H13: order=-0.084___
between H4 and C7: order=0.053___ between C6 and O8: order=0.596___
between C6 and H9: order=0.950___ between C6 and H10: order=0.960___
between C6 and H11: order=0.960___ between C7 and O8: order=-0.055___
between C7 and H12: order=0.946___ between C7 and H13: order=1.008___
between C7 and H14: order=0.917___

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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 C1-C2 with 1.9916 electrons
__has 49.45% C 1 character in a sp2.64 hybrid
__has 50.55% C 2 character in a sp1.75 hybrid

2. A bonding orbital for C1-H3 with 1.9576 electrons
__has 62.90% C 1 character in a s0.90 p3 hybrid
__has 37.10% H 3 character in a s orbital

3. A bonding orbital for C1-H4 with 1.9851 electrons
__has 62.62% C 1 character in a sp2.92 hybrid
__has 37.38% H 4 character in a s orbital

4. A bonding orbital for C1-H5 with 1.9676 electrons
__has 62.68% C 1 character in a s0.95 p3 hybrid
__has 37.32% H 5 character in a s orbital

5. A bonding orbital for C2-C7 with 1.9849 electrons
__has 51.53% C 2 character in a sp1.77 hybrid
__has 48.47% C 7 character in a sp2.62 hybrid

6. A bonding orbital for C2-O8 with 1.9948 electrons
__has 31.45% C 2 character in a sp2.58 hybrid
__has 68.55% O 8 character in a sp1.69 hybrid

7. A bonding orbital for C2-O8 with 1.9842 electrons
__has 15.91% C 2 character in a p-pi orbital ( 99.15% p 0.85% d)
__has 84.09% O 8 character in a p-pi orbital ( 99.90% p 0.10% d)

8. A bonding orbital for C6-O8 with 1.9887 electrons
__has 27.17% C 6 character in a s0.72 p3 hybrid
__has 72.83% O 8 character in a sp2.44 hybrid

9. A bonding orbital for C6-H9 with 1.9929 electrons
__has 59.83% C 6 character in a sp2.71 hybrid
__has 40.17% H 9 character in a s orbital

10. A bonding orbital for C6-H10 with 1.9925 electrons
__has 59.85% C 6 character in a sp2.72 hybrid
__has 40.15% H10 character in a s orbital

11. A bonding orbital for C6-H11 with 1.9929 electrons
__has 61.39% C 6 character in a sp2.68 hybrid
__has 38.61% H11 character in a s orbital

12. A bonding orbital for C7-H12 with 1.9597 electrons
__has 62.50% C 7 character in a s0.91 p3 hybrid
__has 37.50% H12 character in a s orbital

13. A bonding orbital for C7-H13 with 1.9886 electrons
__has 62.89% C 7 character in a sp2.80 hybrid
__has 37.11% H13 character in a s orbital

14. A bonding orbital for C7-H14 with 1.9564 electrons
__has 62.57% C 7 character in a s0.90 p3 hybrid
__has 37.43% H14 character in a s orbital

20. A lone pair orbital for O8 with 1.9665 electrons
__made from a sp1.94 hybrid

167. A antibonding orbital for C2-O8 with 0.1356 electrons
__has 84.09% C 2 character in a p-pi orbital ( 99.15% p 0.85% d)
__has 15.91% O 8 character in a p-pi orbital ( 99.90% p 0.10% d)

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

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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, 2, for C1-H3 with the second antibonding acceptor orbital, 167, for C2-O8 is 56.2 kJ/mol.

The interaction of bonding donor orbital, 3, for C1-H4 with the antibonding acceptor orbital, 166, for C2-O8 is 33.5 kJ/mol.

The interaction of bonding donor orbital, 4, for C1-H5 with the second antibonding acceptor orbital, 167, for C2-O8 is 36.4 kJ/mol.

The interaction of bonding donor orbital, 5, for C2-C7 with the antibonding acceptor orbital, 168, for C6-O8 is 25.9 kJ/mol.

The interaction of bonding donor orbital, 12, for C7-H12 with the second antibonding acceptor orbital, 167, for C2-O8 is 46.0 kJ/mol.

The interaction of bonding donor orbital, 13, for C7-H13 with the antibonding acceptor orbital, 161, for C1-C2 is 25.8 kJ/mol.

The interaction of bonding donor orbital, 14, for C7-H14 with the second antibonding acceptor orbital, 167, for C2-O8 is 52.9 kJ/mol.

The interaction of lone pair donor orbital, 20, for O8 with the antibonding acceptor orbital, 161, for C1-C2 is 47.8 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.

24 ----- -2.741

23 ----- -3.587


22 ----- -4.708


21 ----- -8.669


20 -^-v- -13.87

19 -^-v- -14.16

18 -^-v- -14.69

17 -^-v- -15.15

16 -^-v- -15.28

15 -^-v- -15.46

14 -^-v- -15.92


13 -^-v- -17.71

12 -^-v- -17.97

11 -^-v- -18.09


10 -^-v- -19.62


9 -^-v- -22.82

8 -^-v- -23.79


7 -^-v- -25.64


6 -^-v- -33.67


5 -^-v- -271.7

4 -^-v- -272.1


3 -^-v- -273.1


2 -^-v- -275.6


1 -^-v- -514.6

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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 = -232.8654001932 Hartrees

Note: This ion results from hydride abstraction from isopropylmethyl ether or from rearrangement of the tert-butyloxy cation.

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