## trans-dichloroethylene, CHCl=CHCl

 CL3 H6 \ / C1 = C2 / \ H4 CL5
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=-0.159
C2 charge=-0.154
CL3 charge=-0.052
H4 charge= 0.210
CL5 charge=-0.053
H6 charge= 0.209
with a dipole moment of 0 Debye

## Bond Lengths:

between C1 and C2: distance=1.338 ang___ between C1 and CL3: distance=1.754 ang___
between C1 and H4: distance=1.094 ang___ between C2 and CL5: distance=1.754 ang___
between C2 and H6: distance=1.094 ang___

## Bond Angles:

for CL3-C1-C2: angle=121.0 deg___ for H4-C1-C2: angle=124.6 deg___
for CL5-C2-C1: angle=121.0 deg___ for H6-C2-C1: angle=124.6 deg___

## Bond Orders (Mulliken):

between C1 and C2: order=1.888___ between C1 and CL3: order=0.867___
between C1 and H4: order=0.908___ between C2 and CL5: order=0.867___
between C2 and H6: order=0.908___

## 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 1.9965 electrons
__has 50.00% C 1 character in a sp1.39 hybrid
__has 50.00% C 2 character in a sp1.39 hybrid

2. A bonding orbital for C1-C2 with 1.9943 electrons
__has 50.00% C 1 character in a p-pi orbital ( 99.85% p 0.15% d)
__has 50.00% C 2 character in a p-pi orbital ( 99.85% p 0.15% d)

3. A bonding orbital for C1-Cl3 with 1.9870 electrons
__has 45.32% C 1 character in a sp2.91 hybrid
__has 54.68% Cl 3 character in a s0.60 p3 hybrid

4. A bonding orbital for C1-H4 with 1.9861 electrons
__has 61.75% C 1 character in a sp2.04 hybrid
__has 38.25% H 4 character in a s orbital

5. A bonding orbital for C2-Cl5 with 1.9870 electrons
__has 45.32% C 2 character in a sp2.91 hybrid
__has 54.68% Cl 5 character in a s0.60 p3 hybrid

6. A bonding orbital for C2-H6 with 1.9861 electrons
__has 61.75% C 2 character in a sp2.04 hybrid
__has 38.25% H 6 character in a s orbital

19. A lone pair orbital for Cl3 with 1.9953 electrons

20. A lone pair orbital for Cl3 with 1.9749 electrons

21. A lone pair orbital for Cl3 with 1.9505 electrons
__made from a p-pi orbital ( 99.97% p)

22. A lone pair orbital for Cl5 with 1.9953 electrons

23. A lone pair orbital for Cl5 with 1.9749 electrons

24. A lone pair orbital for Cl5 with 1.9505 electrons
__made from a p-pi orbital ( 99.97% p)

-With core pairs on: C 1 C 2 Cl 3 Cl 3 Cl 3 Cl 3 Cl 3 Cl 5 Cl 5 Cl 5 Cl 5 Cl 5 -

#### 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-Cl3 with the antibonding acceptor orbital, 121, for C2-Cl5 is 23.3 kJ/mol.

The interaction of bonding donor orbital, 4, for C1-H4 with the antibonding acceptor orbital, 122, for C2-H6 is 20.5 kJ/mol.

The interaction of bonding donor orbital, 5, for C2-Cl5 with the antibonding acceptor orbital, 119, for C1-Cl3 is 23.3 kJ/mol.

The interaction of bonding donor orbital, 6, for C2-H6 with the antibonding acceptor orbital, 120, for C1-H4 is 20.5 kJ/mol.

The interaction of the second lone pair donor orbital, 20, for Cl3 with the antibonding acceptor orbital, 117, for C1-C2 is 24.5 kJ/mol.

The interaction of the second lone pair donor orbital, 20, for Cl3 with the antibonding acceptor orbital, 120, for C1-H4 is 25.7 kJ/mol.

The interaction of the third lone pair donor orbital, 21, for Cl3 with the second antibonding acceptor orbital, 118, for C1-C2 is 81.1 kJ/mol.

The interaction of the second lone pair donor orbital, 23, for Cl5 with the antibonding acceptor orbital, 117, for C1-C2 is 24.5 kJ/mol.

The interaction of the second lone pair donor orbital, 23, for Cl5 with the antibonding acceptor orbital, 122, for C2-H6 is 25.7 kJ/mol.

The interaction of the third lone pair donor orbital, 24, for Cl5 with the second antibonding acceptor orbital, 118, for C1-C2 is 81.1 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.

28 ----- 1.489

27 ----- 0.137

26 ----- -1.326

25 ----- -1.901

24 -^-v- -6.423

23 -^-v- -7.935
22 -^-v- -8.027

21 -^-v- -8.668

20 -^-v- -9.835

19 -^-v- -10.29

18 -^-v- -12.05

17 -^-v- -12.39

16 -^-v- -14.74

15 -^-v- -18.25

14 -^-v- -21.67

13 -^-v- -22.49

12 -^-v- -190.7 11 -^-v- -190.7
10 -^-v- -190.7 9 -^-v- -190.7

8 -^-v- -191.1 7 -^-v- -191.1

6 -^-v- -249.1 5 -^-v- -249.1

4 -^-v- -268.5
3 -^-v- -268.5

2 -^-v- -2730. 1 -^-v- -2730.

## 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 = -997.8978607625 Hartrees