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Basically, Blizzard does not want addons/macros to be able to automatically check conditions and choose which ability to use. They want the player to have to make that decision.
They have given us a very limited number of conditions we can check for in macros, but if there is no macro conditional available for something you want to check, then there is no way for an addon or macro to be able to check it and choose which spell to cast on the fly.
If you only want your button to work out of combat, you can get around the restrictions by writing an addon that responds to events, checks conditions, and edits a macro or sets attributes on a secure action button, but there is no way to make this work in combat. All of the functions for editing macros, changing button attributes, casting spells, running macros, targeting units, stopping macros, etc. are protected and cannot be called by addons.
Even if you found a loophole, Blizzard would hotfix it immediately.
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