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The Compare with Other Resource action is enabled for one or more selected items in Package Explorer. However, when four or more files are selected Compare with Other dialog is populated with only three first items. The question is: what should be done with other selected resources? One option is to add them to a drop down menu for every field in the dialog -- but this would mix them with history items.
One option is to construct drop down menu for each file as follows: --- previously added --- /dir1/file1 /dir2/file2 ... --- initially selected --- /dir3/file3 /dir4/file2 ... Since SWT combo doesn't support separators, adding items such as "--- previously added ---" and "--- initially selected ---" is the only option. Another idea is to use additional combo field or a list populated with all selected items (located i.e. to the right from the "file" panels). One could then drag desired resources to one of the sections.
IMO this bug has the lowest priority comparing to others you're working on. I think we can come back to it later. Lowering Priority.
After 10 years, lets assume this low prio item will not be worked on.