Even though she did not win an Oscar for "Best Director," Sofia Coppola became the first American female director and the second female director to be nominated for that award. No woman had ever won "Best Director." Interesting enough, she was nominated nearly exactly a decade after the first female director (for "The Piano") was nominated. See more...
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Deliberate "mistake": In the scene where Bob and Charlotte first glance at each other in the elevator, the film has been reversed. 3 mistakes are visible. The first one is that the woman's Kimono is reversed, left side tucked into the right. All Japanese garments are always tucked in right side first. Only on the day of your funeral is the left side tucked in first. The second mistake is the lapel hole on Bob's jacket; it is shown on his right. The lapel hole is almost always on the left side of a men's suit or sport jacket. And in every other scene in the film, his lapel hole is on his left. The third is the birthmark by the ear and the 1 inch vertical scar on Bill Murray's cheek are shown on his right side. When in actuality, they are on the left side of his face.
Other: When Charlotte stubs her toe there are numerous shots of her walking normally in bare feet and sitting by the window there is a close up of her feet, for one her toes look fine, and if she had damaged the middle toe on her foot to extent it needed hospital treatment she would have had some trouble walking about normally. Even if she hadn't broken it, the doctor did put a support onto it suggesting it was hurt enough to warrant that.
Revealing: During the still photo shoot, the photographer asks Harris to pause so he can change films. The assistant can be seen sliding the lightproof cover into the film magazine on the back of the camera, and then immediately removing the sliding cover, all without actually changing films or magazines.
Continuity: When Bob carries Charlotte to her room he unlocks the door with a key which appears to be in his hand. However, there was no key in his hand while he was carrying her down the corridor, and he didn't retrieve from anywhere (which would have been difficult anyway with her still in his arms).