TY - JOUR
T1 - Bis(benzyltrimethylammonium) bis[(4SR,12SR,18RS,26RS)-4,18,26-trihydroxy-12-oxido-13,17-dioxaheptacyclo[14.10.0.03,14.04,12.06,11.018,26.019,24]hexacosa-1,3(14),6,8,10,15,19,21,23-nonaene-5,25-dione] sesquihydrate
T2 - Dimeric structure formation via [O-H-O]- negative charge-assisted hydrogen bonds (-CAHB) with benzyltrimethylammonium counter-ions
AU - Bengiat, Ravell
AU - Gil, Maayan
AU - Klein, Asne
AU - Bogoslavsky, Benny
AU - Cohen, Shmuel
AU - Almog, Joseph
N1 - Publisher Copyright:
© 2016 Bengiat et al.s.
PY - 2016
Y1 - 2016
N2 - The reaction between bis-ninhydrin resorcinol and benzyltrimethylammonium fluoride in ethanol has produced the title compound, 2C10H16N+·2C24H13O8 -·1.5H2O, which contains a unique centrosymmetric supramolecular dimeric entity, where two deprotonated ligands are held together via two strong and short [O⋯O = 2.4395(13)Å] [O-H-O]- bonds of the type negative charge-assisted hydrogen bonds (-CAHB). The central aromatic rings of the ligands create parallel-displaced π-π stacking at an interplanar distance of 3.381(1)Å, which helps stabilize the dimer. In the crystal, two symmetry-related solvent water molecules with a site occupancy of 0.75 are attached to the carbonyl groups of the dimer by weaker O-H⋯O hydrogen bonds, forming chains along [101].
AB - The reaction between bis-ninhydrin resorcinol and benzyltrimethylammonium fluoride in ethanol has produced the title compound, 2C10H16N+·2C24H13O8 -·1.5H2O, which contains a unique centrosymmetric supramolecular dimeric entity, where two deprotonated ligands are held together via two strong and short [O⋯O = 2.4395(13)Å] [O-H-O]- bonds of the type negative charge-assisted hydrogen bonds (-CAHB). The central aromatic rings of the ligands create parallel-displaced π-π stacking at an interplanar distance of 3.381(1)Å, which helps stabilize the dimer. In the crystal, two symmetry-related solvent water molecules with a site occupancy of 0.75 are attached to the carbonyl groups of the dimer by weaker O-H⋯O hydrogen bonds, forming chains along [101].
KW - crystal structure
KW - negative charge-assisted hydrogen bond [(-)CAHB]
KW - ninhydrin
KW - supramolecular dimer
KW - vasarene
UR - http://www.scopus.com/inward/record.url?scp=84960155660&partnerID=8YFLogxK
U2 - 10.1107/S2056989016002899
DO - 10.1107/S2056989016002899
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AN - SCOPUS:84960155660
SN - 2056-9890
VL - 72
SP - 399
EP - 402
JO - Acta Crystallographica Section E: Crystallographic Communications
JF - Acta Crystallographica Section E: Crystallographic Communications
ER -