Playing log(N)-Questions over Wikipedia Abstracts: How Per-Round Errors Compound Under Information Asymmetry

We evaluate six frontier language models on the two-agent (N) -Questions game. A questioner sees N Wikipedia lead paragraphs and must identify a secretly chosen target using exactly 2 N yes/no questions. An answerer sees only the target and the question, and replies with one word. Both roles run on the same provider, so the game measures how well a model communicates with itself across an information asymmetry. We run 408 games over document sets of 4 to 1024 paragraphs at a total API cost of 363. One model finishes well behind the others: Claude Opus 5 wins 28 of 68 games, against 45 to 56 for GLM-5.3, GPT-5.6 Sol, Grok 4.6, Gemini 3.8 Flash and Kimi K3. The leading five are only marginally separable. Pooling those five, win rate declines with set size at r=-0.973 and is fit by a single per-round reliability parameter. The form is win=p 2 N with p=0.928. Losses divide into answer errors and discrimination failures in roughly equal measure, and models almost never name a document their own evidence excludes. Every unanimous answer error from the weakest model was inspected: 32 of 34 are ``No'' answers, on properties stated in the document's first sentence, under an instruction that explicitly warns against defaulting to ``No''. Information per question, estimated from answer balance, correlates with win rate at r=+0.88. The only two models to extract a full bit per question are the only two that partition on document titles, a strategy absent below N = 32 and used in a quarter of questions above it. Reasoning-token expenditure varies 4.5 times across models with little relation to success, and the trace grows as the candidate set shrinks without a matching gain in reliability.