A second triclinic polymorph of (1-ammonio-1-phosphonoethyl)phosphonate

Abstract

The asymmetric unit of the second polymorph of the title compound, C2H9NO6P2, contains one mol­ecule existing as a zwitterion. The N atom of the ammonio group is protonated and one of the phospho­nic acid groups is deprotonated. Bond lengths and angles are similar in both polymorphs. Besides the differences in cell parameters, the most significant structural difference between this structure and that of the first polymorph [Dudko, Bon, Kozachkova, Tsarik & Pekhno (2008 ▶), Ukr. Khim. Zh. 74, 104–106] is the presence of strong symmetric hydrogen bonds between neighbouring phospho­nate groups. H atoms involved in these hydrogen bonds are located at inversion centres and O⋯O distances are observed in the range 2.458 (5)–2.523 (5) Å. These bonds and additional O—H⋯O and N—H⋯O hydrogen bonds inter­link the mol­ecules, giving a three-dimensional supromolecular network.

New amino bisphosphonate compound for skeletal imaging: Comparison study with methylenediphosphonic acid (MDP) and (1-hydroxyethane-1,1-diyl) diphosphonic acid (HEDP)

“…The N atom of the amino group is protonated and one of the phosphonic acid groups is deprotonated. Bond lengths and angles are similar to those obtained from single crystal data [16]. H atoms involved in these hydrogen bonds are located at inversion centers.…”

“…For phase identifi cation, a Crystallography Open [15] was used. This program reports that the crystal structure of this compound was published by Tsaryk et al [16] as a second triclinic polymorph of (1-ammonio-1-phosphonoethyl)phosphonate. Moreover, Rietveld analysis of the powder pattern for this compound (Fig.…”

Crystal structure of bis[(1-ammonio-1-phosphonoethyl)phosphonato]tetraaquacadmium dihydrate: a powder X-ray diffraction study

“…1), contains one half of the complex molecule [CdL 2 (H 2 O) 4 ] [L = (1-ammonio-1-phosphonoethyl)phosphonate] and one lattice water molecule. All bond lengths and angles in (I) are normal and correspond to those observed in bisphosphonate complexes with transition metals (Shkol'nikova et al, 1991;Sergienko et al, 1997Sergienko et al, , 1999Yin et al, 2005;Li et al, 2006;Lin et al, 2007;Xiang et al, 2007;Dudko et al, 2009Dudko et al, , 2010Bon et al, 2010;Tsaryk et al, 2010Tsaryk et al, , 2011. The Cd II atom occupies a special position on an inversion centre and shows a slightly distorted octahedral coordination environment formed by two phosphonic O atoms in trans positions and four aqua O atoms in the equatorial plane.…”

Tetramethylammonium hydrogen terephthalate

“…For recent reports of acidic salts of dicarboxylic acids with short intra-and intermolecular O-HÁ Á ÁO hydrogen bonds, see: Starosta & Leciejewicz (2010); Hemamalini & Fun (2010); Sun et al (2002); Sharma et al (2006); Wang et al (2004); Taka et al (1998). For examples of diphosphonates with strong O-HÁ Á ÁO hydrogen bonds, see: Tsaryk et al (2011); Courtney et al (2006); Cheng & Lin (2006). For background to symmetric and asymmetric O-HÁ Á ÁO hydrogen bonds, see: Misaki et al (1986); Catti & Ferraris (1976).…”