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Put half the blackberries into a large bowl and mash with a whisk or wooden spoon until they lose their shape and release their juice; stir in vinegar.
Drizzle oil into blackberry mixture in a thin stream while whisking constantly to make a dressing; season with salt and pepper.
Add salad greens, romaine and cucumbers to bowl with dressing and toss gently to coat.
Arrange salad on plates and top with chicken and remaining blackberries.
Drizzle with any dressing left in the bowl and serve.