Evolution of the technogenic world, the development of networked and cyber-physical systems includes mechanisms of socioenvironmental self-organization of techno-society through the transformation of human experience within the cycles of autopoietic selforganization of the techno-environment. An essential role in the issues of creating new forms of emerging socio-technical systems that include artificial intelligence technologies at the stages of formation and implementation of a technical project is played by the concept of including mechanisms of self-organization and system development, which is related to the methodology of assessing the ergonomic properties of the systems being created. Ergonomic assessment plays a unique harmonizing and corrective role in creating man-machine socio-technical systems. The determining role in the formation of ergonomic assessment of socio-technical systems is shown to be played by reduction mechanisms, which determine the evolution of these systems in the required direction. A socio-technical system with artificial intelligence does not have a priori predetermined, clearly known and intelligible to authors and user’s properties, and displays them only in a working context, which does not allow applying the usual methods of ergonomic assessment used in assessing the permanent qualities of a socio-technical system concerning a human user. We noted the unique role of symbiotic relations in maintaining the effective operation of socio-technical systems with distributed artificial intelligence considered to the processes of coherence-decoherence, influencing the change of forms of organized complexity, and determining the system’s viability in the environment. We pointed to the problem of inactivating technologically generated elements of the techno-environment into the socio-technical system’s evolving part. Using the Internet as an example, we show that the free evolution of the techno-environment associated with excessive information diversity of the social component of the network leads to acceleration of its evolution but reduces its social stability and sustainability.