Holding Down Ctrl in background

I have done extensive research on this question and have not found anything that works. I am trying to select multiple items from a list on the web and can achieve this by holding down ctrl and clickingeach item. This needs to run on an unattended bot, here is what i have tried:

1. Attempt: Click with key modifier set to KeyModifiers.Ctrl and simulate click
   Result: Error - RemoteException wrapping UiPath.Core.ElementOperationException: Timeout reached. —> RemoteException wrapping

2. Attempt: Click with key modifier set to KeyModifiers.Ctrl and send window messages
   Result: No Error - Nothing is clicked at all

3. Attempt: Type into activity with [d(lctrl)] as text before clicking items and Type into activity with [u(lctrl)] as text after clicking items with simulate type set for both type activities
   Result: Items are clicked one by one, ctrl key is not held down

4. Attempt: Type into activity with [d(lctrl)] as text before clicking items and Type into activity with [u(lctrl)] as text after clicking items with send window messages set for both type activities
   Result: Same as above…Items are clicked one by one, ctrl key is not held down

All results were observed after the bot ran unattended, i logged into the VM that the bot was running on and checked to see if items were selected/ if the query was submitted with the items selected/

I have spent quite some time trying to figure this out if anyone has any insight on this it would be greatly appreciated!

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