Doesn't your pharmacy have some type of "formula" timetable, something that would indicate Med X is BID, QID, daily am, daily bedtime, that sort of thing? Empty stomach meds before meals, but the rest should be grouped.
Looks like the patient you're using as an example should have meds given at probably four times throughout the day, that's it.
What's you facility's policy on time windows for med administration? I just read a great article on medscape about time windows to be considered on time for med administration and some medication safety group (the name escapes me but The Joint Commission follows their recommendations) has said that for meds spaced further apart than Q4 hours that are not otherwise time sensitive, an hour before or an hour after is an acceptable window. For daily or less frequently given meds they say two hours before or after the scheduled time is also OK.
I wish someone would stop the insanity. I have had exactly one resident that has a particular and oddly unreasonable schedule similar to the one you listed with meds given all night long and she is the only one who will raise a huge ruckus , making accusations about getting wrong meds at wrong times and calling in the care manager and threatening to call the managment, etc. They need to change the schedule to avoid all of her outbursts and games, instead they cater to her so much she thinks she runs the place.