No, if you have losses you can't write 50% of any subsequent capital gain off those losses. They come off at 100% of the losses.
Hence Scenario 2 is incorrect. The fact that both parcels of shares are sold at the same time doesn't mean you can claim the 50% cap.gain off a loss. You can never claim any cap.gain discount off an existing loss. It requires 100% to be written against any existing loss.
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