So your thinking a wye - wye can never be considered separately derived unless HO or XO are floated?
I do not agree with that. First let's note that grounded conductors between different systems are always bonded together, just sometimes not "directly" (i.e. may be through grounding and bonding connections). A grounded conductor can't float.
Take a wye wye transformer. If the HO and XO are common, as in the same terminal or buss then that is a direct connection, it's a non SDS.
Let's look at other possible configurations where the HO and XO have SEPARATE terminals.
1. HO landed but floating, XO grounded. This would clearly be an SDS. If we are talking a single point grounded MV system, this may be how it is setup and there would be a bonding jumper going from the tranny case back to the MV neutral somewhere.
2. HO and XO landed AND grounded. I think this is still and SDS as the neutrals are not "directly" connected. It's really no different than how the neutrals of a typical <600v Delta wye transformer are indirectly connected. This is how utilities usually do it, and how it would be for a NEC MGN MV system. Note I don't believe you can do this with low voltage as you are making a neutral to ground connection with the primary neutral which is generally prohibited past the service disconnect.
So to summarize, IMO, any sort of accessible strap connecting the bushings/terminals of the O's makes it an direct connection.