Recently emerging data-driven citizen sciences need to harness increasing amount of massive data with varying quality. This paper develops essential theoretical frameworks and example models and examine its computational complexity for interactive data-driven citizen science within the context of guided self-organization. We first define a conceptual model that incorporates quality of observation in terms of accuracy and reproducibility, ranging between subjectivity, inter-subjectivity, and objectivity. Next, we examine the database's algebraic and topological structure in relation to informational complexity measures, and evaluate its computational complexities with respect to exhaustive optimization. Conjectures of criticality are obtained on self-organizing processes of observation and dynamical model development. Example analysis is demonstrated with the use of biodiversity assessment database, the process that inevitably involves human subjectivity for the management in open complex systems.