Complex leopard installation involving backups and new HD

Hi,
I am running a macbook with 2gb ram and 1.83 core duo with OS X Tiger and a 60gb hard drive. I want a new HD because my current is not sufficient for me. The new HD is a WD scorpio 250gb hd.
I also want to install leopard on my macbook. My current plan is to make a backup of my current HD to an external USB HD using Carbon Copy Cloner, replace my current HD with the new HD, then install Leopard on this fresh 250gb HD.
My question is once I install leopard on my fresh HD how can i restore all of my files, apps, settings etc from my backup i made using carbon copy cloner on my external USB HD? Also, when i restore this backup to leopard, will it preserve all the file/folder locations, for example, if I have a folder called "skating" in the documents folder, will the same folder appear in the documents folder when i restore the backup? When I restore the backup i made, will my macbook be essentially the same as before I upgraded to leopard (same files, apps, settings etc in same locations) ??
Thank you very much!

Yes, it should all work as you expect/explained. You may want to do the backup with the latest CCC that is also Leopard compatible (and has a better user interface). After you back up the existing system, test out the backup and make sure everything is there and that it is bootable (so in case something fails during the upgrade, you'll still have a bootable machine). For bootability you'd want to partition the USB drive with GUID partition table (GPT) before the back up. If the USB drive is large enough, you may want to create more than one partition so you can test out Time Machine on the second partition later without deleting the original backup.
When you install Leopard on the new HDD and creating an Admin user before using Migration Assistant, I'd suggest making an initial Admin account with a name different from the existing one on the current machine, so there won't be any issues bringing back the data using Migration Assistant (you can set up the account brought back to have Admin rights later - in case it doesn't, using the first account you created when installing Leopard). In the Migration Assistant, you can choose the option to preserve all settings you need.
After everything is installed and data brought back from the backup, keep the backup for a while (a few weeks) to make sure everything is works as it should.
There are alternates, such as installing Leopard on the USB drive (GUID partition table) and testing it out, or having both Tiger and Leopard installed etc.
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