You can use the adjective infelicitous when something doesn't work quite right, whether it's a remark or a wrong turn down a dark street or an unfortunate outfit worn to a job interview.

If the ultimate outcome is awkward or unhappy, it's infelicitous. It would be infelicitous to complain about the broken air conditioning in your Mercedes while volunteering at a homeless shelter. In other words, it would be dreadfully inappropriate. Since the 1530s, infelicitous has been used to mean the opposite of felicitous, meaning "happy," which comes from the Latin word for "happiness," felicitas.

Definitions of infelicitous
  1. adjective
    not appropriate in application; defective
    “an infelicitous remark”
    infelicitous phrasing”
    “the infelicitous typesetting was due to illegible copy”
    awkward, clumsy, cumbersome, ill-chosen, inapt, inept
    not elegant or graceful in expression
    unsuitable or regrettable
    experiencing or marked by or causing sadness or sorrow or discontent
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    exhibiting an agreeably appropriate manner or style
    congratulatory, gratulatory
    expressive of sympathetic pleasure or joy on account of someone's success or good fortune
    happy, well-chosen
    well expressed and to the point
    (of language) aptly and pleasingly expressed
    extending good wishes for success
    enjoying or showing or marked by joy or pleasure
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  2. adjective
    marked by or producing unhappiness
    infelicitous circumstances”
    synonyms: unhappy
    not favored by fortune; marked or accompanied by or resulting in ill fortune
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