I ran into another thing in that vein:

To measure the artistic merit of texts, Kolmogorov also employed a letter-guessing method to evaluate the entropy of natural language. In information theory, entropy is a measure of uncertainty or unpredictability, corresponding to the information content of a message: the more unpredictable the message, the more information it carries. Kolmogorov turned entropy into a measure of artistic originality. His group conducted a series of experiments, showing volunteers a fragment of Russian prose or poetry and asking them to guess the next letter, then the next, and so on. Kolmogorov privately remarked that, from the viewpoint of information theory, Soviet newspapers were less informative than poetry, since political discourse employed a large number of stock phrases and was highly predictable in its content. The verses of great poets, on the other hand, were much more difficult to predict, despite the strict limitations imposed on them by the poetic form. According to Kolmogorov, this was a mark of their originality. True art was unlikely, a quality probability theory could help to measure.

--The Man Who Invented Modern Probability - Issue 4: The Unlikely - Nautilus