First approach of showing options in another child layer is better, since context is preserved or easy to understand, compared to showing the those 4 options in a popup(title of the popup may give the context, but not inline context). For, first approach if the options are limited to only four it may be better to use ratio buttons instead of combo dropdown, ...
I think having any buttons inside tree bar is not good because user have to position precisely to select one of possible actions after pressing tree bar. So how about tooltip located to the right from tree bar, containing your icon which links to detailed information pages? Tooltip appears immediately on hover but styled as single icon button for example.
I have to say this was a little interesting problem. Thanks! Let's start with the radio buttons that are redundant because they are being repeated all the time. They are also universal to all directories, so we can put them on top of the hierarchy. This will deliver user from one redundant level in the hierarchy. Multiple selection choice will allow user ...
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