Bis(2-amino-3-carboxypyrazin-1-ium) sulfate dihydrate

Berrah, Fadila; Ouakkaf, Amira; Bouacida, Sofiane; Roisnel, Thierry

doi:10.1107/s1600536811005824

Cited by 5 publications

(2 citation statements)

References 14 publications

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“…1). Both entities display geometry similar to that reported in related compounds (Akriche & Rzaigui 2007;Berrah et al, 2011b;Shao et al, 2010). dihydrogen phosphate anions linked through strong O-H•••O hydrogen bonds (Table 1), form double infinite chains running parallel to the b axis (Fig.…”

Section: Methodssupporting

confidence: 77%

2-Amino-3-carboxypyrazin-1-ium dihydrogen phosphate

Berrah¹,

Bouacida²,

Roisnel

2011

Acta Cryst E

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In the crystal structure of the title compound, C5H6N3O2 +·H2PO4 −, the dihydrogen phosphate anions are linked through short O—H⋯O hydrogen bonds, forming infinite double chains running parallel to the b axis. Centrosymetric N—H⋯O hydrogen-bonded cationic dimers form bridges between these chains by means of intermolecular N—H⋯O and O—H⋯O hydrogen bonds, leading to a two-dimensional network parallel to (100) in which R 3 3(12), R 4 3(10) R 2 2(8) and C(4) graph-set motifs are generated. Weak intermolecular C—H⋯O hydrogen bonds connect these layers, forming a three-dimensional network.

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Section: Methodssupporting

confidence: 77%

2-Amino-3-carboxypyrazin-1-ium dihydrogen phosphate

Berrah¹,

Bouacida²,

Roisnel

2011

Acta Cryst E

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“…In this regard, aminopyrazine carboxylic acids (L), of the forms L, and L + , for the construction of hydrogen-bonded organic co-crystals [26][27][28][29][30][31], and L − functioning as a polydentate ligand in the preparation of coordination compounds [32][33][34][35][36][37][38][39] are reported in the literature. The presence of aromatic N-atoms and carboxylic acid/carboxylate groups within the same ligand may enhance the N-M bond strengths, often assisted by the polydentate bonding nature of O-atoms [26].…”

Section: Introductionmentioning

confidence: 99%

Hydrogen and Halogen Bond Mediated Coordination Polymers of Chloro-Substituted Pyrazin-2-Amine Copper(I) Bromide Complexes

et al. 2020

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A new class of six mono- (1; 3-Cl-, 2; 5-Cl-, 3; 6-Cl-) and di-(4; 3,6-Cl, 5; 5,6-Cl-, 6; 3,5-Cl-) chloro-substituted pyrazin-2-amine ligands (1–6) form complexes with copper (I) bromide, to give 1D and 2D coordination polymers through a combination of halogen and hydrogen bonding that were characterized by X-ray diffraction analysis. These Cu(I) complexes were prepared indirectly from the ligands and CuBr2 via an in situ redox process in moderate to high yields. Four of the pyrazine ligands, 1, 4–6 were found to favor a monodentate mode of coordination to one CuI ion. The absence of a C6-chloro substituent in ligands 1, 2 and 6 supported N1–Cu coordination over the alternative N4–Cu coordination mode evidenced for ligands 4 and 5. These monodentate systems afforded predominantly hydrogen bond (HB) networks containing a catenated (μ3-bromo)-CuI ‘staircase’ motif, with a network of ‘cooperative’ halogen bonds (XB), leading to infinite polymeric structures. Alternatively, ligands 2 and 3 preferred a μ2-N,N’ bridging mode leading to three different polymeric structures. These adopt the (μ3-bromo)-CuI ‘staircase’ motif observed in the monodentate ligands, a unique single (μ2-bromo)-CuI chain, or a discrete Cu2Br2 rhomboid (μ2-bromo)-CuI dimer. Two main HB patterns afforded by self-complimentary dimerization of the amino pyrazines described by the graph set notation R22(8) and non-cyclic intermolecular N–H∙∙∙N’ or N–H∙∙∙Br–Cu leading to infinite polymeric structures are discussed. The cooperative halogen bonding between C–Cl∙∙∙Cl–C and the C–Cl∙∙∙Br–Cu XB contacts are less than the sum of the van der Waals radii of participating atoms, with the latter ranging from 3.4178(14) to 3.582(15) Å. In all cases, the mode of coordination and pyrazine ring substituents affect the pattern of HBs and XBs in these supramolecular structures.

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Bis(2-amino-3-carboxypyridinium) sulfate trihydrate

et al. 2011

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In the title compound, 2C6H7N2O2 +·SO4 2−·3H2O, there are two independent cations which are connected into N—H⋯O hydrogen-bonded dimers. In the crystal, O—H⋯O hydrogen-bonded sulfate–water sheets run parallel to (001) and are linked into a three-dimensional network via intermolecular N—H⋯O and O—H⋯O hydrogen bonds through the 2-aminonicotinium dimers. Further stabilization is provided by weak intermolecular C—H⋯O hydrogen bonds. R 4 3(10) and R 2 2(8) graph-set rings are observed. The crystal studied was an inversion twin with refined components of 0.45 (6) and 0.55 (6).

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Bis(2-amino-3-carboxypyrazin-1-ium) sulfate dihydrate

Cited by 5 publications

References 14 publications

2-Amino-3-carboxypyrazin-1-ium dihydrogen phosphate

2-Amino-3-carboxypyrazin-1-ium dihydrogen phosphate

Hydrogen and Halogen Bond Mediated Coordination Polymers of Chloro-Substituted Pyrazin-2-Amine Copper(I) Bromide Complexes

Bis(2-amino-3-carboxypyridinium) sulfate trihydrate

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