Whenever there is more than one path for the load to go you have to look at relative stiffness to determine how much of the load goes along each path. In this case the load path from block to plate is very stiff. The path going through the u-bolt, however, includes a transverse load on a near cantilever section of the u-bolt. The cantilever section is not stiff in bending compared to the stiff solid block so little of the load would pass through it.
One approach to equalizing the 2 load paths would be to apply the external load to the middle of the cantilever section of the u-bolt. That may, of course, not be practical in your application. Another approach would be to make the block load path more compliant or the cantilever load path more stiff (in bending I'd think but maybe also in shear).