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The problem here is that the pasted list items have indents 0, 1, 2. The first one gets merged into the list item in which we paste, the second one keeps its indent=1 which creates and outdented list, instead of nested list, under "NumbrereBullet list item 1".
The solution here may be to process the content on DataController#insertContent. All list items at the beginning of the data fragment should have indents increased by the indentation of the item to which you're pasting.
This should be fairly simple. However, I'm not sure that it's gonna help with all situations.
Copy:
Paste here:
Result:
Expected something like:
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