Moving all user data and applications

Ok,  so my previous problem was moving from an old HD to a new one.  Now I know how to do that by booting to the HD Recovery Disk and using Disk Utility.  The problem I have is that DU won't move my files from the 2TB to the 1TB because it says the 1TB has enough space.  I know for certain that the files on the 2TB are totalling less than 1TB by using "get info."
So my question is two-fold:
1.  Why would it not allow me to move it?
2.  Is there a way to just move the OS, applications, and user information (ie logins, passwords, bookmarks)?  I can manually move the documents, photos, music, and videos to a third hard drive temporarily.  What if I installed OSX Mavericks on the new 1TB hard drive first, could I then port the applications and user info?

Use Carbon Copy Cloner to migrate an OS or selectively move user files and data to a new drive.
Depends on what the 1TB drive has on it. DU would not do a smart update, it would want to erase and restore or install a new system. 
Erase and clone. Or erase and install. Setup Assistant afterwards can import files, but many of us want to isolate the user from the syst em and have each on separate drives, less I/O contention, better performace. One drive does not need to wait on the other.
How to relocate system and user data to another drive:
http://support.apple.com/kb/HT4337
http://chris.pirillo.com/how-to-move-the-home-folder-in-os-x-and-why/
I would hope folks save the system inst aller first before running the install or update so they don't need to redownload again.
How to clone your system:
http://macperformanceguide.com/Mac-HowToClone-backup.html
http://macperformanceguide.com/Mac-HowToClone.html
http://www.macupdate.com/app/mac/7032/carbon-copy-cloner
http://www.macperformanceguide.com/blog/2012/20120711_2-MacPro-internal-clone-ba ckup.html
Using Cloning as a Backup Strategy
http://www.bombich.com/
Create an OS X Lion Install disc
OS X Lion Install to Different Drive
How to create an OS X Lion installation disc MacFixIt
Migration Assistant Update for Mac OS X Snow Leopard
http://www.apple.com/support/lion/installrecovery/
http://reviews.cnet.com/8301-13727_7-20080989-263/how-to-create-an-os-x-lion-ins tallation-disc
http://www.coolestguyplanettech.com/how-to-make-a-bootable-osx-10-8-mountain-lio n-disc-or-drive-from-the-downloaded-mountain-lion-app/

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