Open AccessNeutron diffraction studies of the 1:1 and 2:1 cocrystals of benzene‐1,2,4,5‐tetracarboxylic acid and 4,4′‐bipyridine
Author(s) -
Cowan John A.,
Howard Judith A. K.,
Mason Sax A.,
McIntyre Garry J.,
Lo Samuel M.F.,
Mak Toby,
Chui Stephen S.Y.,
Cai Jiwen,
Cha John A.,
Williams Ian D.
Publication year - 2006
Publication title -
acta crystallographica section c
Language(s) - English
Resource type - Journals
eISSN - 1600-5759
pISSN - 0108-2701
DOI - 10.1107/s0108270106004008
Subject(s) - cocrystal , hydrogen bond , crystallography , chemistry , hydrate , neutron diffraction , 4,4' bipyridine , benzene , crystal structure , molecule , organic chemistry
The 1:1 and 2:1 cocrystals of benzene‐1,2,4,5‐tetracarboxylic acid (BTA) and 4,4′‐bipyridine (BPY) have been studied using neutron diffraction at 215 and 20 K, respectively. BTA and BPY crystallize in a 1:1 ratio with 1.8 molecules of water, viz . 4,4′‐bipyridinium 2,5‐dicarboxybenzene‐1,4‐dicarboxylate 1.8‐hydrate, C 10 H 12 N 2 2+ ·C 10 H 4 O 8 2− ·1.8H 2 O, (I), in the space group P , with both BTA and BPY lying on inversion centres. BTA and BPY crystallize in a 2:1 ratio, viz . 4,4′‐bipyridinium bis(2,4,5‐tricarboxybenzoate), C 10 H 12 N 2 2+ ·2C 10 H 5 O 8 − , (II), in the space group Cc . The crystal structure of the 1:1 cocrystal contains one short N—H⋯O hydrogen bond [N⋯O = 2.6047 (19) Å] and one intramolecular O—H⋯O hydrogen bond [O⋯O = 2.423 (3) Å]. The crystal structure of the 2:1 cocrystal contains two N—H⋯O hydrogen bonds [N⋯O = 2.639 (3) and 2.674 (2) Å], and two intramolecular [O⋯O = 2.404 (3) and 2.420 (3) Å] and four strong intermolecular O—H⋯O hydrogen bonds [O⋯O = 2.613 (3), 2.718 (3), 2.628 (3) and 2.739 (3) Å].