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Is $\pi(n)=\left\lfloor \frac{n}{\log n} \right\rfloor$ for infinitely many $n$? If so, are there any conditions that a set or progression contains infinitely many such $n$'s? Do they have a distribution or any properties?

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Something related to what you want can be found in this paper. Here I prove that for infinitely many $n$ $$\pi(n)=\frac{n}{\lfloor\ln{n}-1/2\rfloor}$$ holds true.