Generally, you should use data version = same as mid-level release version. I.e. if your Jira version is 5.2.x then your data version should be 5.2
There is a good reason it's not hard-coded for you. When you specify version X, the plugin kit downloads a pre-set block of data for that version and uses it for your dev system. Most of the time, that's great, but sometimes, you are specifically wanting to test the upgrade process. My most complex plugin currently has Jira version 6, but data version 5.0, because that's what the client needed to do. (It's not very interesting putting the data on a higher version, but at least you get to test the "this version of Jira is too old for your data" message)
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