instruction: Is the next sentence syntactically and semantically acceptable?

The longer he has to wait, the angrier John gets.

response: acceptable

instruction: Is the next sentence syntactically and semantically acceptable?

That you will marry any particular student is not certain.

response: acceptable

instruction: Is the next sentence syntactically and semantically acceptable?

John spoke French intimately to Mary.

response: acceptable

instruction: Is the next sentence syntactically and semantically acceptable?

Susan begged to be allowed to sing in the concert.

response:
acceptable