The hooker 5208's are more like partial fenderwells with two tubes going thru but are still 1 5/8. Hedman hustlers have 1 3/4 or 1/7/8 tubes but are full fenderwell(all tubes thru). The double master cylinder will be a prob. with these also. The TTI units might be a good choice for your set up. They step up from 1 5/8 to 1 3/4 with 3 inch collector & are not fenderwell. Here's a link to the TTI's http://www.ttiexhaust.com/Header-TTI636A/63-66Abodyheaders.htm
I have the Hustlers, they are close but I have no issues with heat. I had them coated by Jet Hot and that made a big difference, you can almost touch them when they are hot and they just feel warm.
I have my engine raised 1/2" so you would have more clearence than mine.