I have ripped the whole film disc with SmartRipper and have tried to run it through IC7, it just comes up saying "CSS not supported when reading from Hard Disk"

I then tried using DVD Shrink and it comes up saying "DVD Shrink encountered an error and cannot continue this operation"

Does anyone know why this is happening, never had a problem doing any other films before.

the disk is dirty or there is a deep scratch on the disk. at least that is the reason why dvdshrik gave you tha error. if the disk is not scratched up, I would give it a good clean to get rid of any fingerprints and try again. That usually does the trick for me.