
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.
1. A bonding orbital for O1C2 with 0.9976 electrons
__has 67.94% O 1 character in a sp1.81 hybrid
__has 32.06% C 2 character in a sp2.67 hybrid
2. A bonding orbital for O1C2 with 0.9971 electrons
__has 86.71% O 1 character in a p3 hybrid
__has 13.29% C 2 character in a p3 hybrid
3. A bonding orbital for O1H16 with 0.9935 electrons
__has 76.67% O 1 character in a s0.87 p3 hybrid
__has 23.33% H16 character in a s orbital
4. A bonding orbital for C2C3 with 0.9929 electrons
__has 51.87% C 2 character in a sp1.69 hybrid
__has 48.13% C 3 character in a sp2.75 hybrid
5. A bonding orbital for C2C12 with 0.9955 electrons
__has 51.01% C 2 character in a sp1.78 hybrid
__has 48.99% C12 character in a sp2.63 hybrid
6. A bonding orbital for C3C4 with 0.9501 electrons
__has 59.40% C 3 character in a s0.95 p3 hybrid
__has 40.60% C 4 character in a s0.76 p3 hybrid
7. A bonding orbital for C3H10 with 0.9866 electrons
__has 63.01% C 3 character in a s0.99 p3 hybrid
__has 36.99% H10 character in a s orbital
8. A bonding orbital for C3H11 with 0.9870 electrons
__has 62.02% C 3 character in a s0.97 p3 hybrid
__has 37.98% H11 character in a s orbital
9. A bonding orbital for C4C5 with 0.9955 electrons
__has 52.20% C 4 character in a sp2.17 hybrid
__has 47.80% C 5 character in a sp1.77 hybrid
10. A bonding orbital for C4H8 with 0.9941 electrons
__has 59.38% C 4 character in a s0.95 p3 hybrid
__has 40.62% H 8 character in a s orbital
11. A bonding orbital for C4H9 with 0.9935 electrons
__has 59.92% C 4 character in a s0.96 p3 hybrid
__has 40.08% H 9 character in a s orbital
12. A bonding orbital for C5H6 with 0.9953 electrons
__has 61.49% C 5 character in a sp2.13 hybrid
__has 38.51% H 6 character in a s orbital
13. A bonding orbital for C5H7 with 0.9952 electrons
__has 61.55% C 5 character in a sp2.13 hybrid
__has 38.45% H 7 character in a s orbital
14. A bonding orbital for C12H13 with 0.9766 electrons
__has 63.38% C12 character in a s0.90 p3 hybrid
__has 36.62% H13 character in a s orbital
15. A bonding orbital for C12H14 with 0.9847 electrons
__has 62.97% C12 character in a s0.96 p3 hybrid
__has 37.03% H14 character in a s orbital
16. A bonding orbital for C12H15 with 0.9937 electrons
__has 61.76% C12 character in a sp2.96 hybrid
__has 38.24% H15 character in a s orbital
23. A lone pair orbital for O1 with 0.9895 electrons
__made from a sp1.39 hybrid
24. A lone pair orbital for C5 with 0.9437 electrons
__made from a p3 hybrid
166. A antibonding orbital for O1C2 with 0.1003 electrons
__has 13.29% O 1 character in a p3 hybrid
__has 86.71% C 2 character in a p3 hybrid
With core pairs on: O 1 C 2 C 3 C 4 C 5 C12 
1. A bonding orbital for O1C2 with 0.9979 electrons
__has 67.86% O 1 character in a sp1.79 hybrid
__has 32.14% C 2 character in a sp2.64 hybrid
2. A bonding orbital for O1C2 with 0.9971 electrons
__has 86.46% O 1 character in a ppi orbital ( 99.90% p 0.10% d)
__has 13.54% C 2 character in a p3 hybrid
3. A bonding orbital for O1H16 with 0.9934 electrons
__has 76.64% O 1 character in a s0.87 p3 hybrid
__has 23.36% H16 character in a s orbital
4. A bonding orbital for C2C3 with 0.9927 electrons
__has 51.53% C 2 character in a sp1.71 hybrid
__has 48.47% C 3 character in a sp2.58 hybrid
5. A bonding orbital for C2C12 with 0.9954 electrons
__has 50.91% C 2 character in a sp1.78 hybrid
__has 49.09% C12 character in a sp2.63 hybrid
6. A bonding orbital for C3C4 with 0.9584 electrons
__has 52.39% C 3 character in a s0.88 p3 hybrid
__has 47.61% C 4 character in a s0.77 p3 hybrid
7. A bonding orbital for C3H10 with 0.9873 electrons
__has 62.44% C 3 character in a s0.99 p3 hybrid
__has 37.56% H10 character in a s orbital
8. A bonding orbital for C3H11 with 0.9876 electrons
__has 61.45% C 3 character in a s0.97 p3 hybrid
__has 38.55% H11 character in a s orbital
9. A bonding orbital for C4C5 with 0.9955 electrons
__has 56.93% C 4 character in a sp2.09 hybrid
__has 43.07% C 5 character in a sp1.79 hybrid
10. A bonding orbital for C4H8 with 0.9923 electrons
__has 60.71% C 4 character in a s0.93 p3 hybrid
__has 39.29% H 8 character in a s orbital
11. A bonding orbital for C4H9 with 0.9914 electrons
__has 61.48% C 4 character in a s0.93 p3 hybrid
__has 38.52% H 9 character in a s orbital
12. A bonding orbital for C5H6 with 0.9961 electrons
__has 56.06% C 5 character in a sp2.11 hybrid
__has 43.94% H 6 character in a s orbital
13. A bonding orbital for C5H7 with 0.9960 electrons
__has 56.13% C 5 character in a sp2.11 hybrid
__has 43.87% H 7 character in a s orbital
14. A bonding orbital for C12H13 with 0.9762 electrons
__has 63.44% C12 character in a s0.89 p3 hybrid
__has 36.56% H13 character in a s orbital
15. A bonding orbital for C12H14 with 0.9846 electrons
__has 62.99% C12 character in a s0.96 p3 hybrid
__has 37.01% H14 character in a s orbital
16. A bonding orbital for C12H15 with 0.9934 electrons
__has 61.84% C12 character in a sp2.95 hybrid
__has 38.16% H15 character in a s orbital
23. A lone pair orbital for O1 with 0.9895 electrons
__made from a sp1.39 hybrid
With core pairs on: O 1 C 2 C 3 C 4 C 5 C12 
The interaction of bonding donor orbital, 6, for C3C4 with the lone pair acceptor orbital, 24, for C5 is 20.8 kJ/mol.
The interaction of bonding donor orbital, 6, for C3C4 with the second antibonding acceptor orbital, 166, for O1C2 is 38.4 kJ/mol.
The interaction of bonding donor orbital, 14, for C12H13 with the second antibonding acceptor orbital, 166, for O1C2 is 32.0 kJ/mol.
The interaction of lone pair donor orbital, 23, for O1 with the antibonding acceptor orbital, 169, for C2C12 is 19.9 kJ/mol.
28  2.867
27  3.134
26  4.606
25  8.317
24 ^ 9.623
23 ^v 13.09
22 ^v 14.06
21 ^v 14.20
20 ^v 14.48
19 ^v 14.59
18 ^v 14.79
17 ^v 15.24
16 ^v 16.39
15 ^v 16.70
14 ^v 17.19
13 ^v 18.02
12 ^v 19.22
11 ^v 20.87
10 ^v 22.64
9 ^v 23.90
8 ^v 25.41
7 ^v 33.09
6 ^v 271.6
5 ^v 271.7
4 ^v 271.7
3 ^v 272.0
2 ^v 274.9
1 ^v 513.9
Total electronic energy = 271.5320200892 Hartrees
Note: This ion results from the McLafferty rearrangemnt of
2pentanone rad
ical cation, CH_{3}CH_{2}CH_{2}COCH_{3}^{
+}•.
Some other conformations of this ion dissociate in
calculations to ethylene and
propenol radical
cation, H_{2}C=COHCH_{3}^{+}•.
So this calculation should be considered a transient intermediate, at best.
A lower energy conformer, which is closer to the McLafferty
tansition state, is also available:
pentenol radical
cation.
^{*} The Lewis Structure calculation (NBO analysis) was run without
diffuse functions to decrease the size of the calculation.
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