Actually, I do have a clue. I'm a police officer in Wisconsin.
If the person was issued a citation, that is a municipal ordinance violation in Wisconsin. A criminal charge of obstructing would yield in no paper issued, just a book/release in the jail with charges pending through the DA's office.
The bond on Obstructing/Resisting is set by the state at $300 (my error, it's $300, not $200) per the bond book that we're issued. If the council adopts an ordinance of the statue 961.41, that's generally what the bond amount will be, however, the council has the discretion of either A) Changing that amount for their particular municipality within the statutory limitations or B) Creating their own ordinance borrowing some of that language. A good case and point here would be that our city has three different Disorderly Conduct ordinances. One is the adopted state statue of 947.01, the other two are muni DC's that were drafted by the city with basically the same language. The only difference on the three is the price.
BTW, from CCAP, this is an ordinance citation that I wrote to a girl for providing me with a false name. You'll notice the lack of indication that it's criminal:
http://wcca.wicourts.gov/caseDetails.do;jsessionid=400FFE2E0F0726A633B0AC3768E26584.render4?caseNo=2002FO000078&countyNo=24&cacheId=0A768671106114C4E7279693A9129076&recordCount=18&offset=9
For comparison, here is the same statue, but in a criminal form (Note: In WI, resisting and obstructing are the same statue of 946.41):
http://wcca.wicourts.gov/caseDetails.do;jsessionid=400FFE2E0F0726A633B0AC3768E26584.render4?caseNo=2002CF000088&countyNo=24&cacheId=C193A3588E578D23374F17508989D53B&recordCount=42&offset=8
The only things entered into a person's criminal history in WI are things which are actual criminal violations or bookings into the jail on items such as an OWI. Since an ordinance violation is not criminal (it's actually a civil violation in WI (and yes, you read that right CIVIL)) it will not be entered onto one's criminal history. If you check out CCAP, you'll see the court records and such in there, but the case type will be FO (Forfeiture Ordinance), not CM (Criminal Misdemeanor).
As for your third question, as I stated above, an ordinance violation is not criminal. Therefore, if a bail/bond agreement or DPA stipulates that the defendant shall commit no crimes, an the defendant is issued an ordinance citation which is not criminal, it does not meet the requirements of that document. Now, that isn't to say the terms of the DPA don't stipulate "Defendant shall have no violations," which, the ordinance violation would satisfy the requirements of that. Since we don't know what the DPA stipulates or the exact verbage contained therein, I offered what I know the conditions generally are.
If you don't believe me, Paradise, feel free to refer to either the Wisconsin State Statues, or call any one of the 71 Clerk of Courts offices in the state. I'm sure you'll get the same response.