Acta Cryst. (2009). C65, o414-o418 [ doi:10.1107/S0108270109025724 ]
O and O-HO hydrogen-bonded supramolecular networks in 4-chloroanilinium, 2-hydroxyanilinium and 3-hydroxyanilinium hydrogen phthalatesAbstract: The title salts, 4-chloroanilinium hydrogen phthalate (PCAHP), C6H7ClN+·C8H5O4-, 2-hydroxyanilinium hydrogen phthalate (2HAHP), C6H8NO+·C8H5O4-, and 3-hydroxyanilinium hydrogen phthalate (3HAHP), C6H8NO+·C8H5O4-, all crystallize in the space group P21/c. The asymmetric unit of 2HAHP contains two independent ion pairs. The hydrogen phthalate ions of 2HAHP and 3HAHP show a short intramolecular O-HO hydrogen bond, with OO distances ranging from 2.3832 (15) to 2.3860 (14) Å. N-HO and O-HO hydrogen bonds, together with short C-HO contacts in PCAHP and 3HAHP, generate extended hydrogen-bond networks. PCAHP forms a two-dimensional supramolecular sheet extending in the (100) plane, whereas 2HAHP has a supramolecular chain running parallel to the [100] direction and 3HAHP has a two-dimensional network extending parallel to the (001) plane.
Formula: C6H7ClN+·C8H5O4- and two forms of C6H8NO+·C8H5O4-
 |   Structure factor file (CIF format) (121.4 kbytes) |
| Structure factor file (CIF format) (313.5 kbytes) |
| Structure factor file (CIF format) (186.9 kbytes) |
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