First off the length of the file has nothing to do with it.

Riamus I believe you are correct. I noticed that the id3 tags on the 4 files were different from all the other files.

One being v2.2.0, two being v2.4.0, and one being null

All of the others are v2.3.0

I do not know why this is an issue, if it is the problem, but i will continue looking into it and how to correct it.