Can you share the AI file? See if it crashes for someone else as well? Either you are triggering a bug somehow, or its running out of memory or similar trying to CH and AI at the same time. Or maybe incompatible versions of CH and Illustrator...?
The "linking" between AI and CH is minimal (it is not "dynamic linking" like between CH and Prem Pro or After Effects). AI writes a file to disk and CH reads it afterwards. Edit Original from the menu effectively double clicks on the file for you. That is the only integration that I know of (unless it has changed in a recent release). If you can share the AI file, can see if it crashes for other people. (I cannot check until next week, but others may be able to try.)