## CH2NH2+, Methaniminonium ion

 H3 H6 \ / C1 = N2 / \ H4 H5
The ion charge is 1.

## Atomic Charges and Dipole Moment

C1 charge= 0.114
N2 charge=-0.364
H3 charge= 0.216
H4 charge= 0.216
H5 charge= 0.407
H6 charge= 0.408
with a dipole moment of 0.41270 Debye

## Bond Lengths:

between C1 and N2: distance=1.288 ang___ between C1 and H3: distance=1.098 ang___
between C1 and H4: distance=1.098 ang___ between N2 and H5: distance=1.032 ang___
between N2 and H6: distance=1.032 ang___

## Bond Angles:

for H3-C1-N2: angle=119.6 deg___ for H4-C1-N2: angle=119.6 deg___
for H5-N2-C1: angle=121.8 deg___ for H6-N2-C1: angle=121.8 deg___

## Bond Orders (Mulliken):

between C1 and N2: order=1.618___ between C1 and H3: order=0.947___
between C1 and H4: order=0.947___ between N2 and H5: order=0.841___
between N2 and H6: order=0.841___

## 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 1.9997 electrons
__has 25.56% C 1 character in a p-pi orbital ( 99.57% p 0.43% d)
__has 74.44% N 2 character in a p-pi orbital ( 99.91% p 0.09% d)

2. A bonding orbital for C1-N2 with 1.9987 electrons
__has 37.42% C 1 character in a sp1.91 hybrid
__has 62.58% N 2 character in a sp1.46 hybrid

3. A bonding orbital for C1-H3 with 1.9889 electrons
__has 61.62% C 1 character in a sp2.01 hybrid
__has 38.38% H 3 character in a s orbital

4. A bonding orbital for C1-H4 with 1.9889 electrons
__has 61.61% C 1 character in a sp2.02 hybrid
__has 38.39% H 4 character in a s orbital

5. A bonding orbital for N2-H5 with 1.9903 electrons
__has 73.18% N 2 character in a sp2.35 hybrid
__has 26.82% H 5 character in a s orbital

6. A bonding orbital for N2-H6 with 1.9903 electrons
__has 73.17% N 2 character in a sp2.35 hybrid
__has 26.83% H 6 character in a s orbital

-With core pairs on: C 1 N 2 -

#### 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, 3, for C1-H3 with the antibonding acceptor orbital, 71, for N2-H5 is 21.7 kJ/mol.

The interaction of bonding donor orbital, 4, for C1-H4 with the antibonding acceptor orbital, 72, for N2-H6 is 21.7 kJ/mol.

## 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.

12 ----- -3.790

11 ----- -4.648

10 ----- -5.451

9 ----- -10.04

8 -^-v- -16.85

7 -^-v- -17.03

6 -^-v- -19.90

5 -^-v- -21.47

4 -^-v- -23.97

3 -^-v- -31.43

2 -^-v- -275.8

1 -^-v- -386.7

## 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 = -95.0047650150 Hartrees