I honestly don't know. Suppose I have a thumbdrive with the names of undercover agents, I put it in my briefcase, set my briefcase down in a hotel lobby, get distracted, and it gets stolen. Nothing I did there was intentionally negligent, and I may not even remember putting the thumbdrive in there. Would I be prosecuted if an agent was killed because of my negligence? I don't know. Like you say, it's in the eye of the beholder.
Better yet, actually not! I am told not to use thumb drive, and I do because the POTUS has one. I am annoyed that I can't, and ignore hundreds of red flags! Numerous secrets are outed because of my arrogance. People die from my lack of security.
It is called. Hillliary 2016!