Large Language Models (LLMs) have achieved significant progress in language understanding and reasoning. Evaluating and analyzing their logical reasoning abilities has therefore become essential. However, existing datasets and benchmarks are often limited to overly simplistic, unnatural, or contextually constrained examples. In response to the growing demand, we introduce SmartyPat-Bench, a challenging, naturally expressed, and systematically labeled benchmark derived from real-world high-quality Reddit posts containing subtle logical fallacies. Unlike existing datasets and benchmarks, it provides more detailed annotations of logical fallacies and features more diverse data. To further scale up the study and address the limitations of manual data collection and labeling - such as fallacy-type imbalance and labor-intensive annotation - we introduce SmartyPat, an automated framework powered by logic programming-based oracles. SmartyPat utilizes Prolog rules to systematically generate logically fallacious statements, which are then refined into fluent natural-language sentences by LLMs, ensuring precise fallacy representation. Extensive evaluation demonstrates that SmartyPat produces fallacies comparable in subtlety and quality to human-generated content and significantly outperforms baseline methods. Finally, experiments reveal nuanced insights into LLM capabilities, highlighting that while excessive reasoning steps hinder fallacy detection accuracy, structured reasoning enhances fallacy categorization performance.