[Big Ideas]

The TENSION required to transmit the driving force will be a function of degrees of wrap around the cog not the number of teeth engaged. This is because driving force creates a force that lifts the belt away from the cog. It will take less belt tension to transmit a given force for a single segment wrapped twice as far then the 2 segments shown. This is assuming the tooth phasing problem mentioned above is solved. One more note. I have never seen this configuration used or recommended. It is a clever thought, but likely wont yield the hoped for result.

When you evaluate variations like this always look at the forces generated and if EXTRA structure has to be added to deal with those forces.