You just reminded me about the first couple of nights we brought home our bigger dog. He was maybe 7 months old, so almost fully grown, but still in need of crate training. He howled the first night nearly ALL. NIGHT. LONG. I totally forgot. I CIO'd with my dog.
Actually, the thing that got him to stop crying from his crate was me sticking my head out the bedroom door at 2 am, shouting "Cut it out!" each time he'd start to whine. Like, I cut him off the second he made a peep. DH was amazed that it worked. Either I had the touch, or our big boy's a fast learner.
Maybe you could let puppy Molly drag her leash around the house so she starts to get used to it?