The Chamonix web site doesn't list the specifications for the F1, but the N1 shows a 395mm maximum bellows extension. Assuming the F1 is the same, with a 300mm lens that needs exactly 300mm extension at infinity (most are a little shorter, see this article for more information:
http://www.ebonycamera.com/articles/lenses.html), you can focus to about 1.3m, or 50", which should be enough for portraiture unless you like a very tight head shot. With a 250mm lens, you'll be in the 750-800mm close focus range, and that's plenty close enough for most portrait work.
For portrait work, I use a 165mm f/3.5 Zeiss Tessar from c. 1950, a 180/4.5 Schneider Xenar (Tessar design) from c. 1960, and a 250/4.7 Fujinar (also a Tessar design) from I'm guessing the '70's or maybe early '80's. Yes, I like the look of single-coated Tessars for portraiture.
For used, of course the classifieds here should be your first stop, but also
http://www.keh.com, and I've had good luck with
http://www.cameraeccentric.com/sale.html as well. There are threads here about other sellers.
The 150 will do 1:1 macro with your camera, assuming 395mm of bellows extension. If you don't need 1:1, I do most of my close-up but not quite macro work with a 200/8 Nikkor-M, which is a very nice, very compact lens. At f/8, it's a little slow for portrait work, but for portability, it's hard to beat.
A 180mm lens might be a good choice for both macro and portrait work, as you'll have a little more distance from your subjects than your 150, but it will still do 1:1 on your 395mm bellows (you need 2x the focal length for 1:1). A lens designed for macro work will give you better results at close distances than a general purpose lens, but you may not personally find that you need, or want, the higher resolution. There are plenty of 180/5.6 and 210/5.6 Plasmat design lenses out there to choose from. 240/5.6 lenses require a #3 shutter, so are quite larger than the 180/5.6 or 210/5.6 lenses, but the Fuji 250/6.3 and 250/6.7 use a #1 shutter, if weight and portability are of concern to you.
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