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The default behavior for lines and objects is for a line drawn to an object to connect to the center of the object. Subsequently the line will be invisible inside the object. Unfortunately OG considers its bounding box to be the boundary of an image regardless of transparency. The schematic symbols in the other example are vector objects, so that doesn't apply.

There are two ways around this:

Hold down the option key when drawing the line. Then it won't connect to the object and it will show through transparent areas in the image.

If you need the line to be connected in the interior of the image's bounding box add a magnet to the image object with the magnet tool and connect to it. Transparency in the image will now act as you'd expect.