1lb Adipose tissue tissue is not equal 1lb of pure fat/lipid. Also the chemical formula for adipose tissue is an approximation of all the different types of fatty acids that comprises adipose tissue. Different fatty acids chains have different lengths which translates to slightly different potential energy
if you drank a pound of oil it would pass through your body like a hot knife through butter. you would have no bowel continence as the oil and everything it carries would soil your pants before you realize what’s happening. it might even put you in the er or kill you.
the 3500 calories per lb of weight loss/gain is an approximation. it may be significantly different for different people. our bodies are unique and complex, and nutrition science is almost always approximate.
I thought the 3500 calories to a pound referred just to human fat as a rule of thumb for losing or gaining weight. I haven’t ever seen it applied to a pound of food. Oil seems denser than fat. Maybe you should use a pound of unrendered animal fat in your thought experiment.