Artificial intelligent assistant

unfelicitous

unfeˈlicitous, a.
  (un-1 7 and 5 b.)

1802–12 Bentham Ration. Judic. Evid. (1827) IV. 487 In principle, the arrangement [is]..correct, howsoever in the application misguided and unfelicitous. 1876 M. Collins Midnight to Midn. III. viii. 136 Let us predict for them premature and unfelicitous exit into the land of scoundrels.

Oxford English Dictionary

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