There are a lot of third party app's that will allow you to search for and remove duplicates, some are specific for photos, others include all data types. Regarding duplicates, that's a bit tricky. You can also select which specific folders to clone. This method will remove the file from one HD and transfer it to the other or if you wish to keep both copies (which I suggest is safer) you could clone the smaller drive to the new, larger drive using my favorite cloning software Carbon Copy Cloner (CCC). As far as transferring the data from one external HD to another it is really just a matter of plugging them both in and using Drag & Drop from one to the other.
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