Your document would require a Document_ContentControlOnExit macro for this, to both test the checkbox state and update the output which, presumably, would be sent to another content control, bookmark, table, etc. There have been plenty of threads here discussing the conditional output of text, etc, according to content control choices. See, for example:
https://www.msofficeforums.com/word-...html#post60848
https://www.msofficeforums.com/word-...html#post60185
https://www.msofficeforums.com/word-...html#post47254
You should examine the way such threads have been solved and adapt them to your own needs.