Maybe to your question regarding the medical deduction
If the only reason she is not your dependent is the fact that she earned more than $4050 during 2016, then yes. Otherwise no.
From IRS pub 502
Dependent
You can include medical expenses you paid for your dependent. For you to include these expenses, the person must have been your dependent either at the time the medical services were provided or at the time you paid the expenses. A person generally qualifies as your dependent for purposes of the medical expense deduction if both of the following requirements are met.
• The person was a qualifying child (defined later) or a qualifying relative (defined later), and
• The person was a U.S. citizen or national or a resident of the United States, Canada, or Mexico. If your qualifying child was adopted, see Exception for adopted child , later.
•
You can include medical expenses you paid for an individual that would have been your dependent except that:
• He or she received gross income of $4,050 or more in 2016,
• He or she filed a joint return for 2016, or
• You, or your spouse if filing jointly, could be claimed as a dependent on someone else's 2016 return.
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