The purpose of this study was to investigate the effect of complex structure on dimensionality assessment in compensatory and noncompensatory multidimensional item response models (MIRT) of assessment data using dimensionality assessment procedures based on conditional covariances (i.e., DETECT) and a factor analytical approach (i.e., NOHARM). The DETECT-based methods typically outperformed the NOHARM-based methods in both two- (2D) and three-dimensional (3D) compensatory MIRT conditions. The DETECT-based methods yielded high proportion correct, especially when correlations were .60 or smaller, data exhibited 30% or less complexity, and larger sample size. As the complexity increased and the sample size decreased, the performance typically diminished. As the complexity increased, it also became more difficult to label the resulting sets of items from DETECT in terms of the dimensions. DETECT was consistent in classification of simple items, but less consistent in classification of complex items. Out of the three NOHARM-based methods, χ2G/D and ALR generally outperformed RMSR. χ2G/D was more accurate when N = 500 and complexity levels were 30% or lower. As the number of items increased, ALR performance improved at correlation of .60 and 30% or less complexity. When the data followed a noncompensatory MIRT model, the NOHARM-based methods, specifically χ2G/D and ALR, were the most accurate of all five methods. The marginal proportions for labeling sets of items as dimension-like were typically low, suggesting that the methods generally failed to label two (three) sets of items as dimension-like in 2D (3D) noncompensatory situations. The DETECT-based methods were more consistent in classifying simple items across complexity levels, sample sizes, and correlations. However, as complexity and correlation levels increased the classification rates for all methods decreased. In most conditions, the DETECT-based methods classified complex items equally or more consistent than the NOHARM-based methods. In particular, as complexity, the number of items, and the true dimensionality increased, the DETECT-based methods were notably more consistent than any NOHARM-based method. Despite DETECT's consistency, when data follow a noncompensatory MIRT model, the NOHARM-based method should be preferred over the DETECT-based methods to assess dimensionality due to poor performance of DETECT in identifying the true dimensionality.