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Right now iFresh just generates a name that is fresh with respect to the current context, but doesn't ensure that the generated name will not be returned again by subsequent calls to iFresh. As a result, the following pattern fails:

    let H1 := iFresh in
    let H2 := eval vm_compute in (match H1 with
              | IAnon x => IAnon (1 + x)
              | INamed x => IAnon 1
              end) in
    let pat :=constr:(IList [cons (IIdent H1) (cons (IIdent H2) nil)]) in 
    iDestruct "H" as pat.

because iDestruct will also use iFresh and gets a name that conflicts with H1.

One solution would be to add a counter to the envs record which is incremented each time iFresh is called. This would actually also probably make iFresh more efficient anyway.