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The anion binding features of diphenylpyrrole‐strapped calix[4]pyrrole 1 have been investigated by means of 1H NMR spectroscopy and ITC (isothermal titration calorimetry), as well as single crystal X‐ray diffraction analyses. Receptor 1 bearing an auxiliary pyrrolic NH donor and solubilizing phenyl groups on the strap was found to bind F−, Cl−, and Br− as their tetrabutylammonium salts with high affinity...