"Not enough free space" error message when there is enough free space

Last night I decided to put a few more songs on my iPod, but when I tried I got the following error message:
"The iPod cannot be synced because there is not enough free space to hold all of the items in the selected playlists."
I know that is a load of crap because it says I have 2.59 gigabytes of free space, and I'm only trying to put 11 or 12 new songs on there. I have checked the settings to make sure that it isn't trying to upload my entire iTunes library, and it's not. I have the latest version of both iTunes and the iPod software. I've tried restarting, reinstalling, and all that... Any suggestions?

First of all, thanks for the replies.
I gave it another try today; I deleted the old files and ripped them to my computer again, this time using Windows Media Player instead of iTunes. I tried transferring them to my iPod again and this time it worked. As always iTunes had to convert them to files that it could read, but then it took just a few seconds and all of them made it to my iPod.
I don't know what the problem was the first time around. I checked the file sizes, and the largest was 4.2 MB. There were about 11 songs. It was just a typical audio CD and its total length was 44 minutes.
I guess from now on I'll just import CDs with Windows Media Player and then let iTunes convert them so that I can have even more files on my computer. Oh well. If that's what it takes... Sometime when I have a lot of time to fool around I'll try to see if something is going wrong when I'm importing them with iTunes.
Thanks again for the responses!

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