## cis-dibromoethylene, CHBr=CHBr

 H3 H6 \ / C1 = C2 / \ BR4 BR5
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=-0.235
C2 charge=-0.231
H3 charge= 0.228
BR4 charge= 0.005
BR5 charge= 0.004
H6 charge= 0.227
with a dipole moment of 1.69870 Debye

## Bond Lengths:

between C1 and C2: distance=1.337 ang___ between C1 and H3: distance=1.094 ang___
between C1 and BR4: distance=1.909 ang___ between C1 and H6: distance=2.124 ang___
between C2 and H3: distance=2.122 ang___ between C2 and BR5: distance=1.909 ang___
between C2 and H6: distance=1.094 ang___ between BR4 and BR5: distance=3.568 ang___

## Bond Angles:

for H3-C1-C2: angle=121.3 deg___ for BR4-C1-C2: angle=125.7 deg___
for BR5-C2-C1: angle=125.7 deg___ for H6-C2-C1: angle=121.4 deg___

## Bond Orders (Mulliken):

between C1 and C2: order=2.124___ between C1 and H3: order=0.852___
between C1 and BR4: order=1.048___ between C1 and H6: order=0.056___
between C2 and H3: order=0.056___ between C2 and BR5: order=1.048___
between C2 and H6: order=0.853___ between BR4 and BR5: order=0.067___

## 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 sp1.36 hybrid
__has 50.00% C 2 character in a sp1.35 hybrid

2. A bonding orbital for C1-C2 with 1.9957 electrons
__has 50.00% C 1 character in a p-pi orbital ( 99.81% p 0.19% d)
__has 50.00% C 2 character in a p-pi orbital ( 99.81% p 0.19% d)

3. A bonding orbital for C1-H3 with 1.9762 electrons
__has 63.23% C 1 character in a sp1.95 hybrid
__has 36.77% H 3 character in a s orbital

4. A bonding orbital for C1-Br4 with 1.9885 electrons
__has 49.13% C 1 character in a s0.95 p3 hybrid
__has 50.87% Br 4 character in a s0.49 p3 hybrid

5. A bonding orbital for C2-Br5 with 1.9884 electrons
__has 49.10% C 2 character in a s0.94 p3 hybrid
__has 50.90% Br 5 character in a s0.49 p3 hybrid

6. A bonding orbital for C2-H6 with 1.9762 electrons
__has 63.23% C 2 character in a sp1.95 hybrid
__has 36.77% H 6 character in a s orbital

37. A lone pair orbital for Br4 with 1.9945 electrons

38. A lone pair orbital for Br4 with 1.9817 electrons

39. A lone pair orbital for Br4 with 1.9479 electrons
__made from a p-pi orbital ( 99.96% p)

40. A lone pair orbital for Br5 with 1.9945 electrons

41. A lone pair orbital for Br5 with 1.9818 electrons

42. A lone pair orbital for Br5 with 1.9480 electrons
__made from a p-pi orbital ( 99.96% p)

112. A antibonding orbital for C1-C2 with 0.1001 electrons
__has 50.00% C 1 character in a p-pi orbital ( 99.81% p 0.19% d)
__has 50.00% C 2 character in a p-pi orbital ( 99.81% p 0.19% d)

-With core pairs on: C 1 C 2 Br 4 Br 4 Br 4 Br 4 Br 4 Br 4 Br 4 Br 4 Br 4 Br 4 Br 4 Br 4 Br 4 Br 4 Br 5 Br 5 Br 5 Br 5 Br 5 Br 5 Br 5 Br 5 Br 5 Br 5 Br 5 Br 5 Br 5 Br 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-H3 with the antibonding acceptor orbital, 115, for C2-Br5 is 48.1 kJ/mol.

The interaction of bonding donor orbital, 4, for C1-Br4 with the antibonding acceptor orbital, 116, for C2-H6 is 20.7 kJ/mol.

The interaction of bonding donor orbital, 5, for C2-Br5 with the antibonding acceptor orbital, 113, for C1-H3 is 20.7 kJ/mol.

The interaction of bonding donor orbital, 6, for C2-H6 with the antibonding acceptor orbital, 114, for C1-Br4 is 47.9 kJ/mol.

The interaction of the second lone pair donor orbital, 38, for Br4 with the antibonding acceptor orbital, 111, for C1-C2 is 21.0 kJ/mol.

The interaction of the third lone pair donor orbital, 39, for Br4 with the second antibonding acceptor orbital, 112, for C1-C2 is 75.4 kJ/mol.

The interaction of the second lone pair donor orbital, 41, for Br5 with the antibonding acceptor orbital, 111, for C1-C2 is 21.0 kJ/mol.

The interaction of the third lone pair donor orbital, 42, for Br5 with the second antibonding acceptor orbital, 112, for C1-C2 is 75.2 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.

46 ----- 1.652

45 ----- -0.620

44 ----- -1.865
43 ----- -1.948

42 -^-v- -6.355

41 -^-v- -7.061

40 -^-v- -7.532

39 -^-v- -7.768

38 -^-v- -9.238

37 -^-v- -9.606

36 -^-v- -11.21

35 -^-v- -12.51

34 -^-v- -14.21

33 -^-v- -18.27

32 -^-v- -20.25

31 -^-v- -21.44

30 -^-v- -68.69 29 -^-v- -68.69 28 -^-v- -68.69 27 -^-v- -68.69

26 -^-v- -68.98 25 -^-v- -68.99
24 -^-v- -69.01 23 -^-v- -69.01

22 -^-v- -69.11 21 -^-v- -69.12

20 -^-v- -171.9 19 -^-v- -171.9
18 -^-v- -171.9 17 -^-v- -171.9

16 -^-v- -172.3 15 -^-v- -172.4

14 -^-v- -229.4 13 -^-v- -229.4

12 -^-v- -268.4
11 -^-v- -268.4

10 -^-v- -1517. 9 -^-v- -1517. 8 -^-v- -1517. 7 -^-v- -1517.
6 -^-v- -1518. 5 -^-v- -1518.

4 -^-v- -1681. 3 -^-v- -1681.

2 -^-v- -13067 1 -^-v- -13067

## 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 = -5225.3932733683 Hartrees