Was the Puerto Rico countermark used on copper? I've seen examples only on silver so far and Greg Brunk mentions only silver coins. It's not impossible, but it would need to be compared with other PR punches to determine if they're the same.
The countermark is of reasonably good quality, so it could be official, but it could also be private. In this case, it's likely we will never know who punched it and why, unless there's enough evidence that it comes from some specific place, for example if others have been reported all from the same country or area.
I checked Brunk's books on countermarks. From there I went to
Wood's article on West Indies coinages, where he reports fleur-de-lys countermarks on bronze which circulated in St Martin (fig. 34; see also fig. 125).
In Numista, check
the Numisdoc on countermarks and
my own thread for many links.
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