Question
I've read that you can plant tomatoes in the drainage hole of a terracotta pot so that the plant grows downward while planting flowers or herbs in the top portion. Any idea of what plants would be synergistic or at least non-combative with the tomato plant?

Answer
Any of these: nasturtium, parsley, cucumber, basil, chive, garlic, lettuce, mint, peppers, or marigold. You could inter-plant cucumbers in the top edge of the pot and let them hang down over the side of the pot, and let them grow among the tomatoes.