The addition of either sodium hydroxide or tetramethylammonium hydroxide to 3-nitrophenol led to orange-red crystals of sodium 3-nitrophenolate dihydrate or a complex of 3-nitrophenol and tetramethylammonium 3-nitrophenolate. For the sodium salt, 11707 Mo-Kα reflections were measured at 150 K via Bruker SMART 1-K CCD diffractometer. For the tetramethylammonium salt, 12664 Mo-Kα reflections were measured at 173 K via Bruker SMART 2-K CCD diffractometer. The unit cell of the sodium salt has: a = 6.814(1) Å, b = 6.5437(8) Å, c = 18.206(4) Å, β = 94.46(3)°, V = 809.4(3) Å3, space group = P21/n. The unit cell of the tetramethylammonium salt has: a = 23.543(4) Å, b = 5.636(1) Å, c = 16.387(3) Å, β = 128.513(3)°, V = 1701.4(9) Å3, space group = C2/c. The bond lengths of the 3-nitrophenolate moiety were statistically the same in the two crystal structures, showing that it is not affected by the cation.
"Comparison of Crystal Structures of the Tetramethylammonium and Sodium Salts of 3-Nitrophenolate,"
Georgia Journal of Science, Vol. 66, No. 2, Article 6.
Available at: https://digitalcommons.gaacademy.org/gjs/vol66/iss2/6