If possible, I'd just add a field to the main table and flag it as emailed. I didn't read anything in your posts that suggest you want to know which emails went where, just that they were emailed. The table is already not normalized and I doubt you want to worry about that, so adding another field to the main table should be no big deal. You would not have to worry about synchronizing two tables either.
The more we hear silence, the more we begin to think about our value in this universe.
Paraphrase of Professor Brian Cox.