Yep. The only solution would be to use echo-scanners or similar sonars, so that you can get some sort of silhouette of what's below, but even in that way it might not be easy: think about the intricate pipework, subway and sewage systems of modern cities.
I'm also afraid about the instability of fuzes and explosives in general after 70+ years. The dramatic thing is that many cities have a lot of subterranean caves (natural or artificial) which could expand the shockwave in unexpected and really dangerous ways.
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