Eva Coré, was perhaps TIM's personal robot girlfriend. So just add it up, and you realize that the infiltration unit that EDI took over that formerly went by Dr. Poor Eva died at the end of the comic, and I think Jack was forever impacted by it as a result.
Now, had you read the Mass Effect: Evolution comics, you'll realize Jack Harper (TIM's real name) has a love interest named Eva Coré. We first encounter the infiltration unit on Mars, and Liara says she went by the name of Dr. I just realized why EDI's physical form looks the way it does.