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In general, the use case for displaying a sidebar in a small window, such as a login authentication window or debugging tool, is rare. These types of windows are typically designed to perform a specific task and do not require the additional screen real estate or functionality that a sidebar would provide. Additionally, the limited size of these windows may make it difficult to effectively utilize a sidebar without compromising the usability of the primary content.
For these reasons, it may be more appropriate to omit the sidebar in small windows that utilize the Window API or do not have an omnibox. This allows for a streamlined user experience that is focused on the primary task at hand, rather than being cluttered with unnecessary features.