Honestly, the flowers would freak me out. Everyone is different and some women might like it, but I think it's a tad too forward for most. Better to be in the relationship first before sending flowers, imo.
As for asking her out, do you ever get to be alone with this woman? I would begin with something simple like asking her out for a coffee at lunchtime - something like that. (Obviously she doesn't have to have coffee; she can have tea, a soft drink, or whatever. I can drink coffee but I know some folks with Crohn's have issues with it.)
Dx Crohn's in June 2000. (Yay )
Tried: 5-ASAs, azathioprine, 6MP, Remicade, methotrexate, Humira, diets.
1st surgery 20/2/13 - subtotal colectomy with end ileostomy.
2nd surgery 10/7/15 - ileorectal anastomosis. Stoma reversed and ileum connected to the rectum.
Current status: Chronic flare. Do I have any other kind?
Current meds: 50mg 6MP; Entyvio (started 3/11/16)