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Look at the first comment by Jon Shields (on volokh.com, not here), addressing exactly that aspect of US v Fricosu (a prior recent case where the defendant was ordered to turn over a decrypted copy of the disk).

They had wiretaps of Fricosu admitting to someone else that specific information existed on his laptop. Although the prosecution did not have the plaintext documents that Fricosu was referring to, his admission over the phone was deemed enough for it to be a foregone conclusion that the documents existed on his laptop, and therefore the court could order Fricosu to decrypt.

Quoting footnote 27 of Fricosu: [In the wiretap transcript], Friscosu essentially admitted every testimonial communication that may have been implicit in the production of the unencrypted contents.




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