Simple question, does TM delete oldest files to make room for the newest?

"Time machine could not complete the backup. This backup is too large for the backup disk." (requires 12.37 Gb, only 7.34 available)
On the 500Gb TC, why can't it delete 12.37 and continue?
It was working fine, using TM for three systems, 2 MBAir, 1 MMini.
Nothing was changed.
Does TM delete oldest files to make room for the newest?
If the backup were bigger than the TC, that seems to be the only thing TM/TC can't handle. True?

I'm taking this Q down because I know the answer is true, so I've stated the wrong Q.

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