I got rid of my old PPC iMac G5 2 years ago, but kept the hard drive.

I have been trashing stuff, but I can't seem to empty the trash. I'm getting this message:
There is no clue as to what I was doing before that came up, so I don't know what to do to fully empty the trash. I do wish the system would give me some kind of clue as to what I was ACTUALLY doing/did so that I could correct the situation.
The hard drive is encased in a caddy and connected to my current iMac via a USB 3 connecting cable.
Any help would be appreciated. Be advised: I don't get on well with technical 'jargon'. The key phrase is: keep it simple, please!

I've had a look through the trash, and yes, there are items that were originally on the old drive such as Epson
printer instructions in the form of gif's, but what I can't find are the backup files that I trashed, i.e. the ones with the umbrella icon.
For what it's worth, when I bought my current machine, it was already bundled with Mountain Lion, but a few months ago, I updated to Mavericks (10.9.1) which you correctly identified.
A large quantity of the stuff I trashed were photos. Surely those shouldn't make any difference? In fact, some of the photos that were on the old hard drive, seemed to safely migrate to the current machine without any problems.
Admittedly, there were some applications that wouldn't open because they were created in Tiger. If I trash those, would they be the reason why I can't empty the trash i.e. Tiger applications in a Mavericks Trash bin?'
Here's a screenshot from the trash of the folder 'Applications'. Notice the greyed out 'No Entry' logo over most of them. Those were from Tiger-based creations. One final question: would it be any easier just to have the hard drive totally purged and start afresh?

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