## CH3NC, Methyl isocyanide

 H3 \ H5 - C1 - N2 = C6 / H4
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=-0.625
N2 charge= 0.457
H3 charge= 0.213
H4 charge= 0.213
H5 charge= 0.213
C6 charge=-0.473
with a dipole moment of 4.02850 Debye

## Bond Lengths:

between C1 and N2: distance=1.425 ang___ between C1 and H3: distance=1.103 ang___
between C1 and H4: distance=1.103 ang___ between C1 and H5: distance=1.103 ang___
between N2 and C6: distance=1.184 ang___

## Bond Angles:

for H3-C1-N2: angle=109.9 deg___ for H4-C1-N2: angle=109.9 deg___
for H5-C1-N2: angle=109.9 deg___ for C6-N2-C1: angle=179.8 deg___

## Bond Orders (Mulliken):

between C1 and N2: order=0.742___ between C1 and H3: order=0.977___
between C1 and H4: order=0.977___ between C1 and H5: order=0.977___
between N2 and C6: order=2.155___

## 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 1.9937 electrons
__has 36.11% C 1 character in a sp2.97 hybrid
__has 63.89% N 2 character in a sp1.21 hybrid

2. A bonding orbital for C1-H3 with 1.9853 electrons
__has 60.12% C 1 character in a sp2.99 hybrid
__has 39.88% H 3 character in a s orbital

3. A bonding orbital for C1-H4 with 1.9853 electrons
__has 60.12% C 1 character in a sp2.99 hybrid
__has 39.88% H 4 character in a s orbital

4. A bonding orbital for C1-H5 with 1.9853 electrons
__has 60.12% C 1 character in a sp2.99 hybrid
__has 39.88% H 5 character in a s orbital

5. A bonding orbital for N2-C6 with 1.9953 electrons
__has 68.31% N 2 character in a sp0.82 hybrid
__has 31.69% C 6 character in a sp2.11 hybrid

6. A bonding orbital for N2-C6 with 1.9824 electrons
__has 74.75% N 2 character in a p-pi orbital ( 99.90% p 0.10% d)
__has 25.25% C 6 character in a p-pi orbital ( 99.36% p 0.64% d)

7. A bonding orbital for N2-C6 with 1.9824 electrons
__has 74.74% N 2 character in a p-pi orbital ( 99.90% p 0.10% d)
__has 25.26% C 6 character in a p-pi orbital ( 99.36% p 0.64% d)

11. A lone pair orbital for C6 with 1.9773 electrons

-With core pairs on: C 1 N 2 C 6 -

#### 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, 89, for N2-C6 is 21.0 kJ/mol.

The interaction of bonding donor orbital, 5, for N2-C6 with the antibonding acceptor orbital, 84, for C1-N2 is 20.5 kJ/mol.

The interaction of the second bonding donor orbital, 6, for N2-C6 with the antibonding acceptor orbital, 85, for C1-H3 is 24.9 kJ/mol.

The interaction of lone pair donor orbital, 11, for C6 with the antibonding acceptor orbital, 84, for C1-N2 is 76.8 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.

15 ----- 1.636

14 ----- 1.244

13 ----- -0.657 12 ----- -0.658

11 -^-v- -7.073

10 -^-v- -8.401 9 -^-v- -8.403

8 -^-v- -11.86 7 -^-v- -11.86

6 -^-v- -13.93

5 -^-v- -19.27

4 -^-v- -23.73

3 -^-v- -267.3

2 -^-v- -268.3

1 -^-v- -378.4

## 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 = -132.7553725201 Hartrees