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Coffee Booster makes it so your 'Mons in one habitat won't fall asleep for the set duration (10 hours), so it can boost a high income, low wake time earner. 

The pill is medicine to be used if a 'Mon gets sick (part of unlocks at day 12) it is the mid-tier of three medicines. My 'Mons haven't gotten sick yet, so specifics are beyond me

I bought energy drink to answer your question- 2 hours of double coins for a habitat, so meant to be used on your highest income habitat.

I don't have the points right now to buy public health. I want to guess it cures any sick 'Mons within a habitat but not certain.

Callout to anybody who has Public Health or is willing to fork the 1000 points over. What it do?

Grinding the flappy bird parody also slowly gives diamonds.

Provided you have a decently strong Mon (700ish?), you can also get a few diamonds a week from the battle feature. Wait until it says nobody else is searching for a fight, then select your toughest mon. After a minute passes without finding a human competitor, you'll fight an AI with mid 600 power- likely normal or electric type so Fighting, Rock, Ground, or Ghost can get a big 25% effective power boost. DONT FIGHT IF PLAYERS ARE SEARCHING, many of them are rocking out 1300+ power mons and will punt your ass like a football.

Getting 100 rank points (20 point shift on victroy or loss, so five straight wins) gets the first ranking bonus of five diamonds, resetting weekly. at higher ranks, the AI has stronger Mons, and you're more likely be unlucky enough to run into a player.

From what I can tell, Dev likes releasing new patches on the 7th of the month.  Its happened pretty consistently since I started playing.