Large Language Models (LLMs) show promise as a writing aid for professionals performing legal analyses. However, LLMs can often hallucinate in this setting, in ways difficult to recognize by non-professionals and existing text evaluation metrics. In this work, we pose the question: when can machine-generated legal analysis be evaluated as acceptable? We introduce the neutral notion of gaps – as opposed to hallucinations in a strict erroneous sense – to refer to the difference between human-written and machine-generated legal analysis. Gaps do not always equate to invalid generation. Working with legal experts, we consider the CLERC generation task proposed in Hou et al. (2024b), leading to a taxonomy, a fine-grained detector for predicting gap categories, and an annotated dataset for automatic evaluation. Our best detector achieves 67% F1 score and 80% precision on the test set. Employing this detector as an automated metric on legal analysis generated by SOTA LLMs, we find around 80% contain hallucinations of different kinds.

In recent years, large-scale transformer decoders such as the GPT-x family of models have become increasingly popular. Studies examining the behavior of these models tend to focus only on the output of the language modeling head and avoid analysis of the internal states of the transformer decoder. In this study, we present a collection of methods to analyze the hidden states of GPT-2 and use the model’s navigation of garden path sentences as a case study. To enable this, we compile the largest currently available dataset of garden path sentences. We show that Manhattan distances and cosine similarities provide more reliable insights compared to established surprisal methods that analyze next-token probabilities computed by a language modeling head. Using these methods, we find that negating tokens have minimal impacts on the model’s representations for unambiguous forms of sentences with ambiguity solely over what the object of a verb is, but have a more substantial impact of representations for unambiguous sentences whose ambiguity would stem from the voice of a verb. Further, we find that analyzing the decoder model’s hidden states reveals periods of ambiguity that might conclude in a garden path effect but happen not to, whereas surprisal analyses routinely miss this detail.