2-Amino-3-carboxypyridinium nitrate

Berrah, Fadila; Bouacida, Sofiane; Roisnel, Thierry

doi:10.1107/s1600536811027978

Cited by 8 publications

(3 citation statements)

References 7 publications

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“…1, contains one protonated 4acetamidoanilinium cation, one nitrate anion and one water molecule. The NO 3anion geometry agrees with that observed in similar compounds (Dai & Chen, 2011;Pourayoubi et al, 2011;Berrah et al, 2011). In the organic cation the bond length distance N1-C7 = 1.349 2 (2) Å) contributes to the robustness of the crystal architecture but it is not influencing the overall crystal packing pattern (Table 1, Fig.…”

Section: S1 Commentsupporting

confidence: 84%

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4-Acetamidoanilinium nitrate monohydrate

Riahi¹,

Mrad²,

Ferretti

et al. 2012

Acta Cryst E

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In the title hydrated salt, C8H11N2O+·NO3−·H2O, the N—C bond distances [1.349 (2) and 1.413 (2) Å] along with the sum of the angles (359.88°) around the acetamide N atom clearly indicate that the heteroatom has an sp2 character. The ammonium group is involved in a total of three N—H...O hydrogen bonds, two of these are with a water molecule, which forms two O—H...O hydrogen bonds. All these hydrogen bonds link the ionic units and the water molecule into infinite planar layers parallel to (100). The remaining two N—H...O interactions in which the ammoniun group is involved link these layers into an infinite three-dimensional network

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Section: S1 Commentsupporting

confidence: 84%

“…For the structural diversity of amine salts, see: Tooke et al (2004). For related nitrate compounds, see: Dai & Chen (2011); Pourayoubi et al (2011); Berrah et al (2011). For hydrogen-bond patterns in related compounds, see: Flores-Alamo et al (2010).…”

Section: Related Literaturementioning

confidence: 99%

4-Acetamidoanilinium nitrate monohydrate

Riahi¹,

Mrad²,

Ferretti

et al. 2012

Acta Cryst E

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“…Similar dimers have been also observed in the structures with dihydrogen phosphate and sulfate anions (Akriche & Rzaigui 2007;Berrah et al 2011a), while cations in the nitrate structure adopt a different configuration (Berrah et al 2011b). …”

Section: Methodssupporting

confidence: 73%

2-Amino-3-carboxypyridinium perchlorate

Berrah

Bouacida

Anana

et al. 2012

Acta Crystallogr E Struct Rep Online

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Key indicators: single-crystal X-ray study; T = 150 K; mean (C-C) = 0.003 Å; R factor = 0.049; wR factor = 0.110; data-to-parameter ratio = 15.2.The asymmetric unit includes two crystallographically independent equivalents of the title salt, C 6 H 7 N 2 O 2 + ÁClO 4 À . The cations and anions form separate layers alternating along the c axis, which are linked by N-HÁ Á ÁO, O-HÁ Á ÁO and C-HÁ Á ÁO hydrogen bonds into a two-dimensional network parallel to (100). Further C-HÁ Á ÁO contacts connect these layers, forming a three-dimensional network, in which R 4 4 (20) rings and C 2 2 (11) infinite chains can be identified. Related literature

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Enhanced Coplanarity and Giant Birefringence in Hydroxypyridinium Nitrate via Hydrogen Bonding between Planar Donors and Planar Acceptors

Yin,

Guo,

Huo

et al. 2024

Angewandte Chemie

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Birefringent crystals, which possess optical anisotropy, are important optical components. However, designing and synthesizing birefringent crystals faces the challenge of achieving anisotropic structures, especially coplanar geometries. Herein, we achieve a significant birefringence in an ionic compound (C5H6ON)+(NO3)–, (4‐hydroxypyridinium nitrate, 4HPN) by hydrogen bonding between planar donors and planar acceptors. We demonstrate that the interactions between the planar hydrogen bond donor ((C5H6ON)+) and planar hydrogen bond acceptor ((NO3)–) ensure the coplanarity during the crystal packing, generating the desired giant optical anisotropy. On two manually cut crystal chips, we observe a = 0.494 ( = 0.593), which is the largest among nitrates, or hydroxypyridinium derivatives. This value already surpasses those of the benchmark crystals, e.g., YVO4 and CaCO3, commonly used in the UV to visible and near IR spectral range. 4HPN also exhibits a strong second harmonic generation response (9.55 × KDP). This strategy offers a promising avenue for the design and development of birefringent crystals with potential applications in optical communication, sensing and signal processing devices.

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2-Amino-3-carboxypyridinium nitrate

Cited by 8 publications

References 7 publications

4-Acetamidoanilinium nitrate monohydrate

4-Acetamidoanilinium nitrate monohydrate

2-Amino-3-carboxypyridinium perchlorate

Enhanced Coplanarity and Giant Birefringence in Hydroxypyridinium Nitrate via Hydrogen Bonding between Planar Donors and Planar Acceptors

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