2010
DOI: 10.1107/s1600536810012092
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Bis[3-(dihydroxyboryl)anilinium] sulfate

Abstract: In the title compound, 2C6H9BNO2 +·SO4 2−, the dihydroxy­boryl group of one of the two independent boronic acid mol­ecules participates in (B)O—H⋯OB and N—H⋯OB hydrogen bonds, while the second is involved mainly in the formation of the charge-assisted heterodimeric synthon –B(OH)2⋯−O2SO2 −. These aggregates are further connected through N—H⋯Osulfate inter­actions, forming a complex three-dimensional hydrogen-bonded network.

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Cited by 5 publications
(5 citation statements)
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References 21 publications
(26 reference statements)
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“…In the crystal of 3-aminophenyl boronic acid hydrochloride, each chloride ion is connected four organic ions by N-H···Cl and O-H···Cl hydrogen bonds (Li et al, 1995). Bis[3-(dihydroxyboryl)anilinium] sulfate can provide a complex three-dimensional supramolecular network by hydrogen bonds (Vega et al, 2010).…”
Section: Methodsmentioning
confidence: 99%
See 1 more Smart Citation
“…In the crystal of 3-aminophenyl boronic acid hydrochloride, each chloride ion is connected four organic ions by N-H···Cl and O-H···Cl hydrogen bonds (Li et al, 1995). Bis[3-(dihydroxyboryl)anilinium] sulfate can provide a complex three-dimensional supramolecular network by hydrogen bonds (Vega et al, 2010).…”
Section: Methodsmentioning
confidence: 99%
“…For related structures, see: Li et al (1995); SeethaLekshmi & Pedireddi (2006); Sokolov & MacGillivray (2006); Vega et al (2010). Table 1 Hydrogen-bond geometry (Å , ).…”
Section: Related Literaturementioning
confidence: 99%
“…With strong acceptor groups, boronic acids can form strong double‐bridged hydrogen bonding synthons such as the ‐B(OH) 2 ··· – OOC motif formed with carboxylate groups . Although this capability has received attention for applications in molecular recognition, [25] structurally related heterodimeric synthons with other anions such as halides, sulfates/sulfonates and phosphate/phosphonates are practically unexplored.…”
Section: Introductionmentioning
confidence: 99%
“…[1][2][3][4][5] A further motivation for the continuing interest is that the building block approach for constructing hydrogen bonded networks requires a library of useful tectons. Some of the many classes of compounds that have been examined in this regard include derivatives of 2-pyridone, 6,7 boronic acid, 4,[8][9][10][11][12][13][14][15][16][17][18][19] and aniline. [20][21][22] An interesting feature of aminopyridines, unlike the structurally similar anilines, is their ability to form homoconjugated dimers, as shown in Scheme 1.…”
Section: Introductionmentioning
confidence: 99%