Tallboy Medium could seriously damage many of the structures, Tallboy Large (Slam) would render them unusable.
That was Harris' greatest folly; not that he focussed on cities instead of industry, but that he didn't support Wallis until he was shown the Upkeep trials footage. That meant that Slams weren't used until March 1945, by which time many of the intended targets had been overrun by ground troops.
Just one of the objectives destroyed was the
Valentin U-boat complex. Photographs in the article show typical damage when dropped onto concrete. More effective was often to drop the bomb onto the earth adjacent to the structure, causing a crater up to 125' in diameter and 30' deep into which the attacked structure would drop or topple.