"Bowman's movement in the field of view must have triggered something in the unfathomable mind that was now ruling over the ship; for suddenly, Hal spoke. "Too bad about Frank, isn't it?” "Yes," Bowman answered, after a long pause. "It is.” "I suppose you're pretty broken up about it?”"
January 1, 1970
https://en.wikiquote.org/wiki/2001%3A_A_Space_Odyssey_(novel)