Hi,
No , in-case of DL transmission Enb has to make sure that DL & UL transfer and measurement gap is not colliding , same way before 4 Sf ENB can stop transmitting data so that it wont collide.
If suppose UL TB scheduled near to measurement gap (within 4 SF before measurement gap)then If UE not received HARQ feedback from ENb because of measurement gap then UE treat that transmitted TB as ACK and waits for the next DCI0 to decide whether to do new-tx or retx.