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Actually, it's because of his rep that you would expect him to have bad social skills and a constant need for organization. He has obviously been trained for a long time and has a genius level intelligence.
Many characters in media and real life who are on that level of intelligence are usually not very good in the social department since they are often on a completely different level of thinking when interacting with other.
And while he may have some OCD, I think he mostly hatches his plans through the same tools that someone like Sherlock Holmes would: using both very keen abductive and deductive reasoning. He seems to use all to observations that he notes around him, and can make a very accurate hypothesis based on that information. And that's why he is rarely wrong.
The only thing he can't predict/deduce is human behavior without having observed that human before, such as in Shoko's case. Or when there are complete aberrations such as with Haruto becoming a space vampire.
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