Preheat oven to 375 degrees F, and line two baking sheets with parchment paper.

Put 1 1/2 cups sugar, butter, vanilla extract and salt into the large bowl of a stand mixer. Beat until fluffy. Beat in eggs, then add in cream of tartar and baking soda.

Combine 1/4 cup sugar and 1/2 teaspoon cinnamon in a bowl, and set aside.

Add in cocoa powder, 1/2 teaspoon cinnamon, and cayenne powder, beating the dry ingredients to combine with wet ingredients. Beat in flour. Stir chocolate chips into the cookie dough.

Roll tablespoons of cookie dough into round balls. Then roll balls in the cinnamon-sugar mixture and place on cookie sheets.

Bake in oven until centers set and the edges are slightly cracked. Cool on cookie sheets for about 5 minutes, then transfer to a cooling rack and dig in!