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-N2 with 1.9929 electrons
__has 40.99% C 1 character in a s0.95 p3 hybrid
__has 59.01% N 2 character in a sp2.25 hybrid
2. A bonding orbital for C1-C5 with 1.9860 electrons
__has 50.59% C 1 character in a sp2.64 hybrid
__has 49.41% C 5 character in a sp2.66 hybrid
3. A bonding orbital for C1-C12 with 1.9886 electrons
__has 50.94% C 1 character in a sp2.63 hybrid
__has 49.06% C12 character in a sp2.50 hybrid
4. A bonding orbital for C1-H16 with 1.9822 electrons
__has 57.13% C 1 character in a s0.80 p3 hybrid
__has 42.87% H16 character in a s orbital
5. A bonding orbital for N2-H3 with 1.9917 electrons
__has 67.37% N 2 character in a s0.95 p3 hybrid
__has 32.63% H 3 character in a s orbital
6. A bonding orbital for N2-H4 with 1.9912 electrons
__has 67.43% N 2 character in a s0.95 p3 hybrid
__has 32.57% H 4 character in a s orbital
7. A bonding orbital for C5-C6 with 1.9934 electrons
__has 50.26% C 5 character in a sp2.52 hybrid
__has 49.74% C 6 character in a sp2.40 hybrid
8. A bonding orbital for C5-H10 with 1.9845 electrons
__has 59.24% C 5 character in a s0.87 p3 hybrid
__has 40.76% H10 character in a s orbital
9. A bonding orbital for C5-H11 with 1.9834 electrons
__has 58.60% C 5 character in a s0.85 p3 hybrid
__has 41.40% H11 character in a s orbital
10. A bonding orbital for C6-H7 with 1.9921 electrons
__has 59.34% C 6 character in a s0.93 p3 hybrid
__has 40.66% H 7 character in a s orbital
11. A bonding orbital for C6-H8 with 1.9920 electrons
__has 58.94% C 6 character in a s0.92 p3 hybrid
__has 41.06% H 8 character in a s orbital
12. A bonding orbital for C6-H9 with 1.9923 electrons
__has 58.84% C 6 character in a s0.92 p3 hybrid
__has 41.16% H 9 character in a s orbital
13. A bonding orbital for C12-H13 with 1.9922 electrons
__has 59.58% C12 character in a s0.95 p3 hybrid
__has 40.42% H13 character in a s orbital
14. A bonding orbital for C12-H14 with 1.9911 electrons
__has 59.12% C12 character in a s0.93 p3 hybrid
__has 40.88% H14 character in a s orbital
15. A bonding orbital for C12-H15 with 1.9925 electrons
__has 58.87% C12 character in a s0.93 p3 hybrid
__has 41.13% H15 character in a s orbital
21. A lone pair orbital for N2 with 1.9706 electrons
__made from a s0.80 p3 hybrid
-With core pairs on: C 1 N 2 C 5 C 6 C12 -
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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 lone pair donor orbital, 21, for N2 with
the antibonding acceptor orbital, 175, for C1-H16 is 41.9 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.
25 ----- 2.302
24 ----- 1.985
23 ----- 1.382
22 ----- 0.967
21 -^-v- -5.390
20 -^-v- -7.806
19 -^-v- -7.929
18 -^-v- -8.131
17 -^-v- -8.679
16 -^-v- -8.904
15 -^-v- -9.817
14 -^-v- -10.12
13 -^-v- -10.34
12 -^-v- -11.82
11 -^-v- -11.88
10 -^-v- -13.61
9 -^-v- -15.29
8 -^-v- -17.59
7 -^-v- -18.75
6 -^-v- -21.73
5 -^-v- -265.8
4 -^-v- -265.9
3 -^-v- -266.0
2 -^-v- -267.0
1 -^-v- -376.6
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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 = -213.8692851831 Hartrees
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