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Yes, if you didn't deposit the funds within 60 days into the IRA then you made a distribution instead of a rollover and your distribution will be taxable.
To enter your Form 1099-R:
It depends. Was the check made out to you or was the check instead made out to the bank (particularly to the IRA at the bank) for your benefit? If it was made out to you, it's too late to roll over the funds. If the check was made out to the receiving IRA (or less ideally, to the bank for your benefit), there is no 60-day deadline because the rollover is a direct rollover where you never have control of the funds.
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