Tim, thanks for the detailed explanation. It makes lots of sense. The flash I have is actually the 430EX...that was my mistake.
How would you have shot it? Assuming that your ISO 1600 f/5.6 still wasn't giving you enough light without flash, would you adjust the flash in the settings and shoot directly? A little direction would be greatly appreciated.
The 430EX II has a guide number of 43 meters (or 141'). So now the math is 141 ÷ 5.6 = 25'. At ISO 1600 (4 stops up) you get to pull 4 stops off f/5.6 or pretend you're using 1.4. 141 ÷ 1.4 = 100'.
That means your 430EX II can take the shot as long as you are within 100' and the flash is fully zoomed in (the 430EX II electronically zooms the reflector on the flash head. At the 105mm zoom point is where it's giving you the max guide number of 43 meters). That means if you're camera lens is 50mm and the head is matching the lens you wont get the same distance (light will be dispersing about twice as much in all directions and this impacts the light by the SQUARE of the difference (which means you'd get about 1/4 of the light)). You can either take over the zoom control on the flash (press the "Zoom" button, then press the "+" button a bunch of times until the display reads "M Zoom 105mm" then press the Sel/Set button (and don't forget to undo this when you're done shooting or it'll stay in that mode forever -- it even remembers it after power off and back on. So press "Zoom", then "-" a bunch of times until the "M" (for manual zoom control) disappears, then press the "Sel/Set" button.))
If you were actually using the 50mm f/1.4 lens at f/1.4 then the natural math gives you 100' even at ISO 100 (because you really have an f/1.4 aperture... not at f/5.6 aperture as you'd have with most variable focal ratio zooms). Only the central area of the shot is going to be illuminated. If the flash head matches the camera then you only get 1/4 of the light (which means you have to pretend you are shooting 2 stops up to compensate... shooting at f/1.4 with a 50mm angle of view is like shooting at f/2.8 with a 100mm angle of view. The light would only carry to about 50' for an adequate shot (instead of 100')
Keep in mind that the 50mm lens is "full frame". On the APS-C camera you don't need to illuminate the full frame.
Using a 50mm lens, your camera will have the angle of view that a full-frame camera would have with an 80mm lens. This means that if you "zoom" the flash-head to 70mm you'd still actually cover the entire area that your APS-C camera can capture. That saves you 1 stop and THAT means you can now be about 70' away.
To sum up:
The math is pretty easy when using the 430EX II with a lens at f/1.4 because the 141' (lets just round that to a nice neat 140) works out to provide effective flash coverage at 100'. BUT ... this assumes the flash head is zoomed all the way to the 105mm length. If we "round" this to 100mm for 100' then the focal length and flash distance actually MATCH UP! The flash will handle a 50' distance if you have to illuminate a 50mm angle of view.
Since you've got an APS-C sensor camera, a 50mm lens actually provides the angle of view of an 80mm lens on a full-frame camera. That means if you manually zoom the flash head to the 80mm setting you can adequately get a subject 80' away (and we're still talking about using ISO 100. If you boost the ISO then you go even farther.)
Keep in mind that anything closer will get a lot more light. Assume you're well back in the audience... you'll get quite a bright amount of light on the backs of the heads of audience members in front of you. You could try to baffle that (this is why we use "barn doors" on studio flashes) -- basically some flaps that keep light from going into places where we don't want it to go.
All of this will create "adequate" lighting. For better lighting, you do want some shadows (to have good light, you need good shadows... "good" shadows are shadows that you control). For that I'd use a 2nd flash which is off to one side (a side-light) but remotely triggered to go with the main light. This helps avoid the "flat" light appearance of the straight on flash. You're too far away to use diffusers or to think about bouncing off the ceiling. A 2nd light is, of course, more expensive. A 430EX II cannot act as a "master" (commander) to remote trigger another flash. But it can act as a slave. You could use a 580EX II on the camera and a 430EX II off camera and the 580 will remotely trigger the 430. That's more money of course, but it will improve the look.
The nice thing about flash photography is that it only 'seems' mysterious. I tell people it's kind of like a magic trick. It only seems like magic when you don't know how it works. Once you learn the trick you realize it wasn't so tough after all. "It's easy once you know the secret." Full stops on cameras alter the exposure based on the SQUARE ROOT OF 2 (i.e. 1.4) and it turns out lighting distances work on the exact same number (the inverse square law of light).
So here's something to think about... if you've learned the basics of the "exposure triangle" than you know that when you change one setting you are allowed to change either of the other 2 settings to compensate. E.g. change the shutter speed down by 1 "stop" (half as fast) then you can increase the aperture by 1 "stop" and you'll get the same exposure. That means you ALREADY KNOW how to use flash. But instead of an "exposure triangle" you've now got an "exposure square" (there are four things that impact the exposure. Changing the light power by halving or doubling it is the same thing as changing the shutter speed or aperture or ISO by a stop.) The only difference is that it's not just the light power output level that impact the light... it's also the physical distance from the light or the rate at which the light is allowed to disperse (beam angle). I can double the distance of a light bulb if my reflector allows me to concentrate the light into a tighter beam which is half as wide.
I actually do have both the 580 and 430 speedlights, so sometimes I will use that 2nd off-camera flash so that each flash helps fill the shadows created by the other flash. This provides a nice 3D look and the shadows are weak instead of dark. The edges aren't as soft but the only way to create a "soft" edge is to diffuse the light and the only way to diffuse the light is to make it appear to originate from a broad source (not a pinpoint source). That would require being close - which is not an option in a lot of shooting situations. The cross-wash of two flashes is the next best thing.