instruction: Is the next sentence syntactically and semantically acceptable?

Smith loaned, and his widow later donated, a valuable collection of manuscripts to the library.

response: acceptable

instruction: Is the next sentence syntactically and semantically acceptable?

John is easy to please and to love Mary.

response: unacceptable

instruction: Is the next sentence syntactically and semantically acceptable?

John ate a carrot and Mary did so a radish.

response: unacceptable

instruction: Is the next sentence syntactically and semantically acceptable?

Mary considered John to have loved her.

response:
acceptable