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We investigated orientation categories in the guidance of attention in visual search. In the first two experiments, participants had a limited amount of time to find a target line among distractors lines. We systematically varied the orientation of the target and the angular difference between the target and distractors. We find vertical, horizontal, and 45° targets require the least target/distractor angular difference to be found reliably and that the rate at which increases in target/distractor difference decrease search difficulty to be independent of target identity. Unexpectedly, even when the angular difference between the target and distractors was large, search performance was never optimal when the target orientation was 45°. A third experiment investigates this unexpected finding by correlating target/distractor difference and error rate with performance on tasks that measure a specific perceptual or cognitive …