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OmniGraffle is perfectly capable of handling this task. (For the love of God do not use Word!) I tried to reproduce your instructions and didn't have any problems with OG, (although I did have a little trouble understanding exactly what you were trying to draw). Anyway, I think the trick is to make sure that the line actually is configured as an orthogonal line -- you can do that in the Lines and Shapes inspector. Also if you are getting funny little loops and turns in your orthogonal lines, you've probably added too many points to the line. Try deleting one of them.