This is expected behavior.  These two stacks are incompatible, and while
they use symbol versions so will not cause overt ABI problems when
loaded into the same namespace, there are still some opaque structures
that could be problems when passed between two libraries that each
depend on different versions of openssl.  So the value of making the
-dev packages coinstallable is small from the perspective of the
distribution, the costs large given that relocating one or the other
library means reverse-dependencies would also need updating to be able
to find it at build time, and the risks of anything built against both
versions of libssl significant.

** Changed in: openssl1.0 (Ubuntu Cosmic)
       Status: Confirmed => Won't Fix

** Changed in: openssl1.0 (Ubuntu Bionic)
       Status: Confirmed => Won't Fix

** Changed in: openssl1.0 (Ubuntu)
       Status: Confirmed => Won't Fix

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https://bugs.launchpad.net/bugs/1794589

Title:
  libssl1.0-dev conflicts libssl-dev

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