When the little skeleton broke the Dimensional Crystals, even though its Master did not give permission to do something to the precious object, it would not do something absurd to upset its Master.
After all, Masters were absolute, and servants or summons like them whose freedom was restricted to follow their Masters could not go against them.
Unless the little skeleton planned to rebel, which was impossible.
Why?
Because the little skeleton was willing to enter the Master and Servant contracts under the Path's jurisdiction.
And Draven, who was more cautious than anyone else, accepted the contract, even if he felt once the little skeleton rebelled and killed him, he couldn't do anything aside from getting killed helplessly. He entered the contract because he trusted the Path's administration, and for the other reason, he knew why the little skeleton willingly became his servant.