The first images show the normal position, at rest. The mechanism has a spring that has pushed it into winding mode. Node that the clutch is pushed upward, engaged with the minute wheel just below the center of the movement. In this mode, turning the stem turns the minute wheel, and thus the hands. The hands slip on the center shaft when this happens.
The clutch moves in the opposite direction from that of the arbor in the case. That is, when the crown is push inward, the clutch lever presses the clutch down against the winding pinion. When it does this it is working against the spring in the watch that wants to hold the clutch against the minute wheel
Problems develop if the spring in the case neck, called a sleeve, is broken or not strong enough to hold the arbor inward against the spring in the movement, or if the arbor in the case does not go into the movement far enough, or too far, for the clutch to fully engage in both modes.