Not enough free space in iTunes???

Ok after 4 hours of messing with this, I NEED help.
I tried to put some music into iTunes library and I went to "Update songs" and I get an error saying there is not enough free space in the iTunes library.... So I'm stuck with an Ipod nano that I can't add any songs to. I need help ASAP
There is also a lock at the bottom beside free space, does that matter at all?

It tells you what's wrong!
The content of your iTunes Library that you are trying to put onto your iPod is greater than the space on the iPod. It states that you need another 15.06GB on the iPod in order to put everything onto it.
It looks to me as though you have a 32GB iPod and you have 8Gb of audio (that's Music, Podcasts and Audiobooks), 10GB of video and 5.9Gb of Apps. Although the amount of "Other" is a little high, it's not the problem. You have about 3.1GB of space remaining that can be used.
So, what are you now trying to put onto your iPod that is new? Is it music or video? Or have you changed the "Pictures" folder that iTunes is using to Sync pictures?
If it's music, that's a lot! Have you have added a lot more music to your iTunes Library? 15.06GB plus the 3.1GB free space means about 18Gb more music. You only have 8Gb on there at the moment, so that would mean you've added more than twice as much as you already had.
If it's video, since you currently have 10Gb of video on the iPod, adding another 18GB is also a lot of extra, nearly as much as you already had.
As for pictures. When your iPod is connected to your iTunes Library, look on the Device/Photos pane and check which folder is being used by iTunes to put pictures onto the iPod. Then in Windows Explorer, have a look at that folder. Have you added a lot more pictures to it, say from your camera? Or does the folder have a lot of sub-folders in it that have recently been added?
The main Sync (parent) folder appears on the iPod as Photo Library and the Sub-folders (child) appear on the iPod as named folders listed below the Photo Library. So on the iPod, the parent folder has every single picture in it that is in both the parent and child folders.

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