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First you have a bad port on computer you probably need to plug your cable in the back of the computer. If you keep letting your ipod freeze like that your going to seriously mess it up. I'm going to teach you a way to fix your problem with freezing. the next time your ipod freezes hold the "MENU" and "CENTER" button at the same time. After that you need to take your ipod and restore it through iTunes. Please rate this response I would like to know if I helped.
First, make sure the pictures are in jpg format, and put the ones that you want on the iPod into a specific folder - you can even call it "iPod photos folder" if you want.
Then conenct the iPod to the computer, and then open up iTunes.
Left-click on the tab that says iPod Nano, if it doesn't come up automatically, and then select the Photos tab.
Select the drop down next to the line that says "Sync Photos from," and locate the folder that the photos are stored in.
It will add all photos that are in that folder to your iPod - may take several minutes depending on how many photos you are addding.
Once this option is selected, any photos that you add to this folder from here on out will be automatically added to the iPod whenever you connect the iPod to the computer.
On the iPod Nano, horizontally-biased photos display the best - wil ltake up the full screen of your Nano; but vertically-biased photos wil lstill show up.
The only thing that i can think of that would help would be to restore your iPod through iTunes. One of the updates might have gotten corrupted. Also, does it only freeze on certain songs or does it just freeze randomly?
When you plug the iPod into the computer, iTunes should recognize the Nano after a minute or less. When it does, click on the icon of the Nano, and then click the Photos tab. Then check the box that says Sync from folder, and select the folder that your photos are stored in. The iTunes tool is not very precise or suer-friendly, and needs a lot of work. But, that is how it works. It usually only gives you an all-or-nothing choice - either load EVERY photo in a given folder, or load none of them. You may have to create a special folder on your desktop that you plan on storing only photos that you intend to sync to your iPod.
When you disconnect the iPod from your computer, you will be able to access your photos. You will also see that iTunes has created a "Photos" folder on your iPod where there wasn't one before.
when you plug your iPod into iTunes and go to the menu in iTunes where it shows all the information about it with the picture on it and such, there should be a tab that says photos. from there you can go through your files and put folders upon folders of pictures onto your iPod. when your done selecting the ones you want, just click "apply" in the lower right hand corner and sync again. good luck! please rate =]