So, Iris stayed out the whole night just to get Monozu's attention? Despite struggling all day to do it? Wow, she's defiantly putting a lot of blood, sweat, and tears into helping the dragon.
Is that struggle though? It would be if the writers showing a flaw in Iris' approach. Something to work on, something to learn, but actually it seems like the writers are doing the opposite. Iris is shown to do nothing really but standing there and the Deino magically overcomes his shyness and fears because Iris' radiant sainthood apparantly cures all woes and by just standing there pokémon will naturally gravitate towards her and have their ailments cured! But... nowhere do we see Iris, her character, her methods actually being the problem, nor do we seem to see anything seemingly learned by her, which in turn makes the emotion kinda hollow since Iris doesn't really seem to have to earn this Deino's affection by coming about a realization about herself, or learning some knowledge about Dragon.
I find it a little unbelievable that apparantly Bobby has never decided to just wait it out since that's apparantly all it took to get Deino to come around, but then again, he's only a character whose job it is to take care of pokémon and raise them, so it's perfectly logical that he should fail where a 10 years old girl who doesn't do jack about training her own pokémon suddenly succeeds in one night where he failed before... cause she's such a special snowflake apparantly.[/sarcasm]