Draw Inside won’t work with live compound shapes
Draw Inside is great. Draw Inside lets you create a clipping mask in a fraction of the time it takes to create it with Object > Clipping mask > Make. But it's got some annoying issues.
- Draw a shape.
- Draw another shape over it.
- Make these two shapes into a compound shape.
- Select the whole compound shape.
- Draw Inside won't work.
- But you can put some other shapes under the compound shape, select them all, and do Object > Clipping path > Make.
The other case is Draw Inside doesn’t work when a clipping group is selected, requires to select its clipping mask specifically — http://illustrator.uservoice.com/forums/601447/suggestions/49065740
It'd be great to see these weird, annoying edge cases fixed someday.
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Compound paths and compound shapes are very different things, yes. Paths are just fine :)
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Margaret Trauth commented
Okay, I figured out a thing.
Draw Inside *does* work with compound paths made via object>compound path>create, or other methods like expanding type or whatever.
Draw Inside does NOT work with compound SHAPES made by alt-clicking on a top-row Pathfinder button.
You can make a clipping mask out of a compound shape, but not via Draw Inside, and if you do make one via object>clipping mask>make, you can't get into it via Draw Inside.
This continues to be a weird, annoying edge case that I'd love to see fixed sometime. :)
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A related report:
Clipping compound shape doesn't have edges drawn
http://illustrator.uservoice.com/forums/601447/suggestions/45269581