Disk startup full- can't boot normally. Now in target disk mode.

Hello all, so here's my dilemma-
My disk startup is full and now I am unable to boot my computer past the apple logo and the loading circle.
Here's what I've tried,
I am now in target disk mode attempting to transfer over my files to an external HD via a good computer and then wipe/restore the OS on my bad computer THEN transfer my files over to the bad(now good) computer however..... some of my files won't transfer, especially in my iphoto library (It's HUGE 82 gigs) & my very elaborate final cut pro projects that have taken me h o u r s to do.... For example, some video icons don't show up with a snapshot of the video as they are suppose to but instead they're shown with a a default video icon which almost makes me think they're damaged files but the thing is- I was just working with these files.. My comp passed all HD tests. I don't think it's damaged...I don't know what's going on. If I could just find a way to delete some files...especially from my trash(30 gigs in there) so I'm able to at least  boot properly, that would be great
Is there anyway to retrieve these stubborn files via target disk mode or another option?
Also do you maybe have an easier way for me to go about this entire process instead of transferring 500gb of data back and forth? I tried to access my trashcan via target disk mode and delete the 30 gigs I have in there but I was unable to delete it- and I do have "read and write" switched on.
Thanks in Advance!! ANY help is appreciated. I'm at wits end here.
Details
-I have a mid 2012 macbook pro connected with the mid 2012 imac that I'm running on target disc mode via thunderbolt cable (I also tried a 2013 air- same issues)

Before you spend a lot of money with a professional recovery service, look over these links:
http://support.apple.com/en-us/HT201583
http://www.thexlab.com/faqs/trash.html
Ciao.

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