It would take a force of 250lb in the upward direction at the point of attachment of the rope to the crate to lift one end off the floor. The total tensile strength of the rope is only 200lb so there will be no tilting to worry about.
The force of static friction is the static friction coefficient times the weight of the crate minus the lifting force from the tow rope, or 0.4*(500-T*sin(30)), where T is the tension in the tow rope. The horizontal force available is the the T*cos(30). Using the max strength of the rope for T we can see if there is enough horizontal force available to break the static friction forces and get the box moving. Force available is 200*0.866=173.2lb. Force required is 0.4*(500-200*0.5)=160lb so we can get the crate moving.
Once moving the force required to keep it moving is 0.3*(500-200*0.5)=120lb. The force available is 173.2lb. the difference, 53.2lb, goes into accelerating the crate. The acceleration is 53.2lb/15.53 slugs=3.43f/s/s
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