1379797-83-7Relevant academic research and scientific papers
Hydrogen bonded supramolecular assembly in N6-benzyladeninium nitrate and N6-benzyladeninium 3-hydroxy picolinate: A synthetic cytokinin
Nirmalram, Jeyaraman Selvaraj,Tamilselvi, Duraisamy,Muthiah, Packianathan Thomas
, p. 864 - 867 (2011)
N 6-benzyladeninium nitrate, (1), C12H 12N5 + NO3 - crystallizes in P2 1/c, with a = 15.0035(13), b = 5.3788(5), c = 16.8954(13) A, β = 107.331(6)°, Z = 4 and N 6-benzyladeninium 3-hydroxy picolinate, (2), C12H12N5 + C6H4NO3 -, crystallizes in P1, with a = 8.3017(4), b = 14.6170(7), c = 14.7909 (8) A, α = 78.801 (4), β = 81.979 (4),γ = 88.849 (4)°, Z = 4. In both the salts, the cation exists as N(7)H tautomer with protonation at the N3 atom. The dihedral angle of 76.64 (16)° for (1), 67.91(12)° for (cation A) and 68.27 (13)° for (cation B) in (2), between the adenine plane and phenyl ring plane, the distal orientation of the N6 substituent with respect to the imidazole ring and the free N1 position, make these benzyladeninium cations meet all the requirements necessary for cytokinin activity. The crystal structures are stabilized by N-H???N, N-H???O, C-H???O hydrogen bonds and C-H???π stacking interaction between symmetry related benzyladenine molecule.
