# Intermolecular interaction between aniline and dichloromethane

Short background

As it is known there are interactions between:

1. Charges
2. Charge and dipole
3. Hydrogen bonding
4. van der Waals (VDW) forces

From stronger (1) to weaker (4).

VDW forces are divided into dipole-dipole, dipole-induced dipole, induced-induced dipole; also from stronger to weaker.

The problem

Reading about solutions I found interesting the intermolecular forces involved on aniline and dichloromethane mixing. Below both structrures are shown:

Aniline Dichloromethane

Question

What is the most important intermolecular force between those molecules and why? It might be interesting to see an AIM analysis of aniline, but I have no idea how to do that. Also, I'm not sure about what experiment could give valuable information on this case.

My attempt

Those previous interactions aren't mutually exclusive. $\ce{-NH2}$ might be a negative density region of the molecule (inductive attraction), but it is also donor by resonance, so the ring has partially a negative charge density. In consecuence, it is not easy to see the dipole. Dichloromethane, on the contrary, is an easy-to-see dipole.

It might result that London dispersion is the most relevant interaction here, but I can't very well justify it.