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I can send midi CC from an ableton clip envelope and I thought it would be great to automate the state of the patch active/bypass by drawing automation in the clip envelope for the corresponding midi CC. I'm using CC3 for Bypass and CC4 for Active.
Disclaimer: I'm familiar with Ableton Live (in the past), but I've used Sonar and other DAWs for years now. First question: Is there a reason that you need to use two separate CCs for Active and Bypass? I would go with a single CC message bound to one or the other, or use the 'Toggle between Active & Bypass' setting (my preference).
I'm guessing here. I don't have any knowledge of your system setup, that plug-in, or how you have the envelopes drawn. But you only need a single CC value to turn a 'switch-type' parameter on & off. You may have an envelope drawn that is transmitting many 'OFF' values in a series, before it reaches an 'ON' value. But I would think that would result in many converted CC-to-Program Change messages in a series. Perhaps too many for the PitchFactor to handle. Again, only a guess.
My Pitchfactor is on the latest 5.0.0 beta 4 firmware so I could update the pedal with the H9 software.
Try something like this: If you're using CC#4 for Active, draw an envelope with a sharp, vertical step; up & down. In effect, a square wave. When the value for CC#4 goes to 64 through 127, the PF should be Active. When the CC#4 envelope snaps down to 0 through 63 for a value, the PitchFactor should go into Bypass.
I have V. 5.0.0  loaded here. It shouldn't be that much different. You may find that you like the TOG parameter action for working with externally generated envelopes.