instruction: Is the next sentence syntactically and semantically acceptable?

It's to Mary that Joe said Holly can talk.

response: acceptable


instruction: Is the next sentence syntactically and semantically acceptable?

I poured 20 liters of acid into the beaker.

response: acceptable


instruction: Is the next sentence syntactically and semantically acceptable?

I went out with a girl who that John showed up pleased.

response: unacceptable


instruction: Is the next sentence syntactically and semantically acceptable?

He can simply not have been working.

response:
acceptable