Anhydrous guanidinium hydrogen fumarate: a two-dimensional hydrogen-bonded network structure

Smith, Graham; Wermuth, Urs D.; Young, David J.; Healy, Peter Conrad

doi:10.1107/s1600536806056042

Cited by 3 publications

(3 citation statements)

References 9 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…For applications of intermolecular interactions, see: Lam & Mak (2000). For related structures, see: Bü yü kgü ngö r & Odabą sog lu (2006); Hosomi et al (2000); Smith et al (2007); Cao et al (2004); Natarajan et al (2009). For hydrogen-bond motifs, see: Bernstein et al (1995).…”

Section: Related Literaturementioning

confidence: 99%

“…Data collection: APEX2 (Bruker, 2009); cell refinement: SAINT (Bruker, 2009); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and PLATON (Spek, 2009 (Hosomi et al, 2000), anhydrous guanidinium hydrogen fumarate (Smith et al, 2007), tiamulin hydrogen fumarate methanol (Cao et al, 2004) and glycinium hydrogen fumarate glycine solvate monohydrate (Natarajan et al, 2009) have been reported. The present study has been undertaken to study the hydrogen bonding patterns involving the hydrogen fumarate anion with the 2-amino-4methylpyridinium cation.…”

Section: Data Collectionmentioning

confidence: 99%

See 1 more Smart Citation

2-Amino-4-methylpyridinium (E)-3-carboxyprop-2-enoate

Hemamalini

Fun

2010

Acta Cryst E

View full text Add to dashboard Cite

In the title salt, C6H9N2 +·C4H3O4 −, the dihedral angle between the pyridine ring and the plane formed by the hydrogen fumarate anion is 85.67 (6)°. Excluding the amino and methyl groups, the atoms of the cation are coplanar, with a maximum deviation of 0.005 (1) Å. In the crystal structure, the protonated N atom and the 2-amino group of the cation are hydrogen bonded to the carboxylate O atoms of the anion via a pair of N—H⋯O hydrogen bonds, forming an R 2 2(8) ring motif. These motifs are further connected through N—H⋯O and C—H⋯O hydrogen bonds, leading to a supramolecular chain along the c axis. These chains are further cross-linked via a pair of O—H⋯O hydrogen bonds involving centrosymmetrically related hydrogen fumarate anions, forming a two-dimensional network parallel to (101). These planes are further interconnected by O—H⋯O interactions into a three-dimensional network.

show abstract

Section: Related Literaturementioning

confidence: 99%

Section: Data Collectionmentioning

confidence: 99%

2-Amino-4-methylpyridinium (E)-3-carboxyprop-2-enoate

Hemamalini

Fun

2010

Acta Cryst E

View full text Add to dashboard Cite

show abstract

“…[9][10][11]33 The syntheses of guanidinium and/or aminoguanidinium salts of organic acids have been widely explored with a few examples of organic salts, viz. formate, 34 hemioxalate, 35 hydrogen Ltartrates, 36,37 squarates, 38,39 fumarates, [40][41][42][43] succinates, 44 oxalates, [45][46][47][48] benzoates, 49 maleates, 50,51 pyromellitate, 52 oxamate, 48 malonate, 48 sulfoacetate 48 and glutamate. 53 From our literature survey, we identified a small number of crystal structures with 6-membered heteroaromatic dicarboxylic acids; the guanidinium/aminoguanidinium salts of chelidamate dipicolinates and quinolinate [54][55][56] reveal that the guanidinium/aminoguanidinium ions in these salts exist solely in the mono-protonated form.…”

Section: Introductionmentioning

confidence: 99%