1-Carboxy­methyl-3-hydroxy­pyridinium nitrate–3-hydroxy­pyridinium-1-acetate (1/1)

Zhang, Z.-Y.; Gao, S.; Huo, L.-H.; Zhao, J.-G.

doi:10.1107/S1600536805030618

Buy article online - an online subscription or single-article purchase is required to access this article.

1-Carboxymethyl-3-hydroxypyridinium nitrate-3-hydroxypyridinium-1-acetate (1/1)

Z.-Y. Zhang, S. Gao, L.-H. Huo and J.-G. Zhao

In the crystal structure of the title 1:1 co-crystal, C₇H₈NO₃⁺·NO₃^-·C₇H₇NO₃, two cations interact with two zwitterions to form a hydrogen-bonded ring, the nitrate anions being located outside of the ring.

Read article Similar articles

Supporting information

	Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805030618/jh6021sup1.cif Contains datablocks global, I
	Structure factor file (CIF format) https://doi.org/10.1107/S1600536805030618/jh6021Isup2.hkl Contains datablock I

CCDC reference: 287617

checkCIF report

Key indicators

Single-crystal X-ray study
T = 295 K
Mean (C-C) = 0.003 Å
R factor = 0.050
wR factor = 0.181
Data-to-parameter ratio = 13.1

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT242_ALERT_2_B Check Low       Ueq as Compared to Neighbors for         N1

Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT066_ALERT_1_C Predicted and Reported Transmissions Identical .          ?

   0 ALERT level A = In general: serious problem
   1 ALERT level B = Potentially serious problem
   2 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   1 ALERT type 2 Indicator that the structure model may be wrong or deficient
   0 ALERT type 3 Indicator that the structure quality may be low
   0 ALERT type 4 Improvement, methodology, query or suggestion

Comment top

Zwitterionic pyridinioacetate (Szafran et al., 1998) is a betaine that affords a plethora of metal carboxylate complexes (Cambridge Structural Database, Version 5.25; Allen, 2002). With a hydroxy substituent at the 3-position of the pyridine ring, the resulting compound exists in either a zwitterionic or an uncharged configuration (Zhao et al., 2004). We changed experimental conditions to yield a new compound, (I), whose crystal structure is reported here.

One of the O atoms of the delocalized carboxyl group (–CO₂⁻) of the 3-hydroxypyridinium-1-acetate zwitterion is linked to the carboxylic acid group of the adjacent cation through a short hydrogen bond [O4···O7 = 2.482 (2) Å] (Fig. 1). This is shorter than that reported in 1-carboxymethyl-3-hydroxypyridinium chloride–3-hydroxypyridinium-1-acetate (1/1) [2.519 (2) Å; Zhao et al., 2004]. The other O atom of the zwitterion forms a hydrogen bond to the 3-hydroxy group of an adjacent cation, giving rise to a cation ring motif with the nitrate anions beside the ring and linked through hydrogen bonds (Fig. 2).

Experimental top

An aqueous solution of 3-hydroxypyridine (9.55 g, 0.10 mol) and sodium hydroxide (4.00 g, 0.10 mol) was reacted with an aqueous solution of chloroacetic acid (14.18 g, 0.10 mol) that had been neutralized with sodium hydroxide (6.00 g, 0.15 mol). The pH of the mixture was approximately 9–10. The mixture was refluxed for 5 h and the cooled solution was treated with 0.05 M nitric acid to a pH of 2–3. The solution was then filtered and colourless crystals of (I) were obtained after several days. Analysis calculated for C₁₄H₁₅N₃O₉: C 45.54, H 4.09, N 11.38%; found: C 45.66, H 4.19, N 11.26%.

Computing details top

Data collection: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.

Figures top

	Fig. 1. The title compound, showing the atom-numbering scheme, with displacement ellipsoids drawn at the 50% probability level; the O—H···O hydrogen bond is shown as a dashed line.
	Fig. 2. A plot of the layer structure of (I), with hydrogen bonds shown as dashed lines.

1-Carboxymethyl-3-hydroxypyridinium nitrate–3-hydroxypyridinium-1-acetate (1/1) top

Crystal data top

C₇H₈NO₃⁺·NO₃⁻·C₇H₇NO₃	Z = 2
M_r = 369.29	F(000) = 384
Triclinic, P1	D_x = 1.562 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.0054 (14) Å	Cell parameters from 5868 reflections
b = 8.2661 (17) Å	θ = 3.0–26.4°
c = 14.445 (3) Å	µ = 0.13 mm⁻¹
α = 74.50 (3)°	T = 295 K
β = 77.09 (3)°	Prism, colorless
γ = 88.37 (3)°	0.39 × 0.26 × 0.18 mm
V = 785.2 (3) Å³

Data collection top

Rigaku R-AXIS RAPID diffractometer	3206 independent reflections
Radiation source: fine-focus sealed tube	2417 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.020
Detector resolution: 10 pixels mm^-1	θ_max = 26.5°, θ_min = 3.0°
ω scans	h = −8→8
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	k = −10→10
T_min = 0.959, T_max = 0.976	l = −18→18
6964 measured reflections

Refinement top

Refinement on F²	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F² > 2σ(F²)] = 0.050	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.181	H atoms treated by a mixture of independent and constrained refinement
S = 1.06	w = 1/[σ²(F_o²) + (0.1204P)² + 0.0897P] where P = (F_o² + 2F_c²)/3
3206 reflections	(Δ/σ)_max < 0.001
244 parameters	Δρ_max = 0.44 e Å⁻³
3 restraints	Δρ_min = −0.48 e Å⁻³

Crystal data top

C₇H₈NO₃⁺·NO₃⁻·C₇H₇NO₃	γ = 88.37 (3)°
M_r = 369.29	V = 785.2 (3) Å³
Triclinic, P1	Z = 2
a = 7.0054 (14) Å	Mo Kα radiation
b = 8.2661 (17) Å	µ = 0.13 mm⁻¹
c = 14.445 (3) Å	T = 295 K
α = 74.50 (3)°	0.39 × 0.26 × 0.18 mm
β = 77.09 (3)°

Data collection top

Rigaku R-AXIS RAPID diffractometer	3206 independent reflections
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	2417 reflections with I > 2σ(I)
T_min = 0.959, T_max = 0.976	R_int = 0.020
6964 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.050	3 restraints
wR(F²) = 0.181	H atoms treated by a mixture of independent and constrained refinement
S = 1.06	Δρ_max = 0.44 e Å⁻³
3206 reflections	Δρ_min = −0.48 e Å⁻³
244 parameters

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
N1	0.1570 (3)	0.5130 (2)	0.88150 (14)	0.0457 (5)
N2	0.7792 (3)	0.81471 (19)	0.36826 (11)	0.0369 (4)
N3	0.6761 (2)	0.18412 (17)	0.88093 (11)	0.0298 (4)
O1	0.2039 (3)	0.5897 (3)	0.93462 (16)	0.0917 (8)
O2	0.0679 (3)	0.5859 (3)	0.81886 (17)	0.0921 (8)
O3	0.1928 (3)	0.3654 (2)	0.8883 (2)	0.0863 (8)
O4	0.6803 (3)	0.58880 (18)	0.54027 (11)	0.0487 (4)
O5	0.8277 (3)	0.37764 (17)	0.48665 (12)	0.0528 (5)
O6	0.3700 (2)	1.07759 (17)	0.35358 (13)	0.0516 (4)
O7	0.6636 (3)	0.39480 (16)	0.70618 (10)	0.0504 (4)
O8	0.6126 (3)	0.61937 (16)	0.76520 (11)	0.0504 (4)
O9	1.0834 (2)	−0.0822 (2)	0.88579 (15)	0.0584 (5)
C1	0.6003 (3)	0.8686 (2)	0.36050 (14)	0.0375 (5)
C2	0.5519 (3)	1.0319 (2)	0.36105 (14)	0.0364 (4)
C3	0.6916 (3)	1.1373 (2)	0.37024 (17)	0.0447 (5)
C4	0.8744 (4)	1.0779 (3)	0.37873 (19)	0.0526 (6)
C5	0.9174 (3)	0.9152 (3)	0.37777 (17)	0.0465 (5)
C6	0.8243 (4)	0.6381 (2)	0.37083 (15)	0.0455 (5)
C7	0.7766 (3)	0.5209 (2)	0.47368 (15)	0.0378 (5)
C8	0.8559 (3)	0.1281 (2)	0.88375 (14)	0.0348 (4)
C9	0.8989 (3)	−0.0370 (2)	0.88359 (15)	0.0375 (5)
C10	0.7510 (3)	−0.1416 (2)	0.87995 (15)	0.0388 (5)
C11	0.5677 (3)	−0.0795 (2)	0.87716 (15)	0.0383 (5)
C12	0.5311 (3)	0.0840 (2)	0.87748 (14)	0.0342 (4)
C13	0.6396 (3)	0.3623 (2)	0.87735 (14)	0.0347 (4)
C14	0.6384 (3)	0.4689 (2)	0.77397 (14)	0.0325 (4)
H1	0.5076	0.7957	0.3547	0.045*
H3	0.6627	1.2476	0.3707	0.054*
H4	0.9690	1.1483	0.3851	0.063*
H5	1.0406	0.8749	0.3836	0.056*
H6A	0.9625	0.6319	0.3422	0.055*
H6B	0.7506	0.6006	0.3305	0.055*
H8	0.9534	0.2002	0.8858	0.042*
H10	0.7756	−0.2526	0.8794	0.047*
H11	0.4677	−0.1491	0.8750	0.046*
H12	0.4070	0.1256	0.8753	0.041*
H13A	0.7403	0.4065	0.9012	0.042*
H13B	0.5143	0.3700	0.9209	0.042*
H15	0.672 (5)	0.522 (3)	0.5981 (11)	0.073*
H16	0.363 (5)	1.1833 (14)	0.332 (2)	0.077*
H17	1.097 (5)	−0.1873 (15)	0.894 (2)	0.088*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
N1	0.0386 (10)	0.0383 (9)	0.0582 (11)	0.0021 (7)	−0.0061 (8)	−0.0134 (8)
N2	0.0462 (10)	0.0315 (8)	0.0319 (8)	0.0074 (7)	−0.0099 (7)	−0.0064 (6)
N3	0.0339 (9)	0.0253 (7)	0.0298 (8)	0.0023 (6)	−0.0089 (6)	−0.0052 (5)
O1	0.0885 (16)	0.1116 (17)	0.0848 (15)	−0.0427 (13)	0.0049 (12)	−0.0583 (13)
O2	0.0726 (15)	0.1006 (16)	0.0807 (15)	0.0332 (12)	−0.0136 (12)	0.0079 (12)
O3	0.0506 (11)	0.0359 (9)	0.181 (2)	0.0104 (7)	−0.0378 (13)	−0.0357 (11)
O4	0.0689 (11)	0.0376 (8)	0.0369 (8)	0.0161 (7)	−0.0121 (7)	−0.0064 (6)
O5	0.0753 (12)	0.0300 (8)	0.0592 (10)	0.0133 (7)	−0.0262 (8)	−0.0143 (6)
O6	0.0427 (9)	0.0338 (8)	0.0751 (11)	0.0063 (6)	−0.0210 (8)	−0.0034 (7)
O7	0.0854 (12)	0.0310 (7)	0.0342 (8)	0.0032 (7)	−0.0147 (8)	−0.0063 (6)
O8	0.0729 (11)	0.0264 (7)	0.0541 (10)	0.0115 (6)	−0.0228 (8)	−0.0085 (6)
O9	0.0395 (9)	0.0426 (8)	0.1017 (14)	0.0125 (7)	−0.0259 (8)	−0.0269 (8)
C1	0.0446 (12)	0.0290 (9)	0.0395 (11)	−0.0002 (8)	−0.0150 (9)	−0.0051 (7)
C2	0.0401 (11)	0.0315 (9)	0.0355 (10)	0.0025 (7)	−0.0106 (8)	−0.0037 (7)
C3	0.0534 (14)	0.0281 (9)	0.0554 (13)	0.0018 (8)	−0.0180 (10)	−0.0113 (8)
C4	0.0515 (14)	0.0421 (12)	0.0695 (16)	−0.0037 (9)	−0.0247 (12)	−0.0139 (10)
C5	0.0409 (12)	0.0485 (12)	0.0500 (13)	0.0063 (9)	−0.0155 (10)	−0.0091 (9)
C6	0.0616 (14)	0.0363 (11)	0.0404 (11)	0.0155 (9)	−0.0129 (10)	−0.0136 (8)
C7	0.0448 (12)	0.0296 (9)	0.0454 (11)	0.0077 (8)	−0.0201 (9)	−0.0132 (8)
C8	0.0349 (11)	0.0311 (9)	0.0407 (10)	−0.0001 (7)	−0.0131 (8)	−0.0093 (7)
C9	0.0360 (11)	0.0341 (10)	0.0438 (11)	0.0043 (7)	−0.0119 (8)	−0.0109 (8)
C10	0.0447 (12)	0.0262 (9)	0.0470 (11)	0.0035 (7)	−0.0123 (9)	−0.0108 (8)
C11	0.0392 (11)	0.0350 (10)	0.0418 (11)	−0.0048 (8)	−0.0110 (8)	−0.0101 (8)
C12	0.0308 (10)	0.0351 (9)	0.0374 (10)	0.0016 (7)	−0.0115 (8)	−0.0077 (7)
C13	0.0422 (11)	0.0285 (9)	0.0375 (10)	0.0053 (7)	−0.0148 (8)	−0.0111 (7)
C14	0.0327 (10)	0.0267 (9)	0.0386 (10)	0.0018 (7)	−0.0113 (8)	−0.0070 (7)

Geometric parameters (Å, º) top

N2—C1	1.336 (3)	C8—C9	1.390 (3)
N2—C5	1.346 (3)	C9—C10	1.387 (3)
N2—C6	1.477 (2)	C10—C11	1.374 (3)
N3—C8	1.335 (2)	C11—C12	1.370 (3)
N3—C12	1.346 (2)	C13—C14	1.519 (3)
N3—C13	1.477 (2)	O4—H15	0.86 (2)
O1—N1	1.218 (3)	O6—H16	0.85 (2)
O2—N1	1.229 (3)	O9—H17	0.85 (3)
O3—N1	1.221 (2)	C1—H1	0.9300
O4—C7	1.293 (3)	C3—H3	0.9300
O5—C7	1.206 (2)	C4—H4	0.9300
O6—C2	1.338 (2)	C5—H5	0.9300
O7—C14	1.266 (2)	C6—H6A	0.9700
O8—C14	1.228 (2)	C6—H6B	0.9700
O9—C9	1.340 (3)	C8—H8	0.9300
C1—C2	1.384 (3)	C10—H10	0.9300
C2—C3	1.380 (3)	C11—H11	0.9300
C3—C4	1.377 (3)	C12—H12	0.9300
C4—C5	1.373 (3)	C13—H13A	0.9700
C6—C7	1.511 (3)	C13—H13B	0.9700

N2—C1—C2	120.53 (18)	C12—C11—C10	120.58 (17)
N2—C5—C4	119.3 (2)	N2—C1—H1	119.7
N2—C6—C7	113.26 (16)	N2—C5—H5	120.4
N3—C8—C9	120.67 (17)	N2—C6—H6A	108.9
N3—C12—C11	119.52 (17)	N2—C6—H6B	108.9
N3—C13—C14	112.42 (14)	N3—C8—H8	119.7
O1—N1—O3	122.9 (2)	N3—C12—H12	120.2
O1—N1—O2	119.0 (2)	N3—C13—H13A	109.1
O3—N1—O2	118.2 (2)	N3—C13—H13B	109.1
O4—C7—C6	114.23 (16)	C2—O6—H16	112 (2)
O5—C7—O4	126.4 (2)	C2—C1—H1	119.7
O5—C7—C6	119.37 (18)	C2—C3—H3	120.3
O6—C2—C3	123.78 (18)	C3—C4—H4	119.9
O6—C2—C1	117.55 (17)	C4—C3—H3	120.3
O7—C14—C13	117.32 (15)	C4—C5—H5	120.4
O8—C14—O7	126.76 (18)	C5—C4—H4	119.9
O8—C14—C13	115.92 (16)	C7—O4—H15	110 (2)
O9—C9—C10	124.90 (17)	C7—C6—H6A	108.9
O9—C9—C8	116.67 (17)	C7—C6—H6B	108.9
C1—N2—C5	121.77 (17)	C9—O9—H17	112 (2)
C1—N2—C6	119.24 (17)	C9—C8—H8	119.7
C3—C2—C1	118.67 (19)	C9—C10—H10	120.4
C4—C3—C2	119.48 (18)	C10—C11—H11	119.7
C5—N2—C6	118.94 (18)	C11—C10—H10	120.4
C5—C4—C3	120.3 (2)	C11—C12—H12	120.2
C8—N3—C12	121.56 (15)	C12—C11—H11	119.7
C8—N3—C13	118.63 (15)	C14—C13—H13A	109.1
C12—N3—C13	119.76 (16)	C14—C13—H13B	109.1
C10—C9—C8	118.43 (18)	H6A—C6—H6B	107.7
C11—C10—C9	119.24 (17)	H13A—C13—H13B	107.9

C5—N2—C1—C2	0.6 (3)	C1—C2—C3—C4	−0.1 (3)
C6—N2—C1—C2	177.95 (17)	C2—C3—C4—C5	0.2 (4)
N2—C1—C2—O6	−179.62 (17)	C3—C4—C5—N2	0.1 (4)
N2—C1—C2—C3	−0.3 (3)	C5—N2—C6—C7	88.7 (2)
N2—C6—C7—O4	9.1 (3)	C6—N2—C5—C4	−177.9 (2)
N2—C6—C7—O5	−171.46 (18)	C8—N3—C12—C11	0.2 (3)
N3—C8—C9—O9	179.52 (18)	C8—N3—C13—C14	100.6 (2)
N3—C8—C9—C10	0.3 (3)	C8—C9—C10—C11	−0.3 (3)
N3—C13—C14—O7	1.4 (3)	C9—C10—C11—C12	0.3 (3)
N3—C13—C14—O8	−178.63 (16)	C10—C11—C12—N3	−0.3 (3)
O6—C2—C3—C4	179.2 (2)	C12—N3—C13—C14	−76.8 (2)
O9—C9—C10—C11	−179.5 (2)	C12—N3—C8—C9	−0.3 (3)
C1—N2—C5—C4	−0.5 (3)	C13—N3—C8—C9	−177.67 (16)
C1—N2—C6—C7	−88.6 (2)	C13—N3—C12—C11	177.61 (16)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O4—H15···O7	0.86 (2)	1.62 (2)	2.482 (2)	178 (3)
O6—H16···O8ⁱ	0.85 (2)	1.83 (2)	2.619 (2)	154 (3)
O9—H17···O1ⁱⁱ	0.85 (3)	1.96 (3)	2.772 (3)	159 (3)
O9—H17···O2ⁱⁱ	0.85 (3)	2.44 (2)	3.155 (3)	142 (3)

Symmetry codes: (i) −x+1, −y+2, −z+1; (ii) x+1, y−1, z.

Experimental details

Crystal data
Chemical formula	C₇H₈NO₃⁺·NO₃⁻·C₇H₇NO₃
M_r	369.29
Crystal system, space group	Triclinic, P1
Temperature (K)	295
a, b, c (Å)	7.0054 (14), 8.2661 (17), 14.445 (3)
α, β, γ (°)	74.50 (3), 77.09 (3), 88.37 (3)
V (Å³)	785.2 (3)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	0.13
Crystal size (mm)	0.39 × 0.26 × 0.18

Data collection
Diffractometer	Rigaku R-AXIS RAPID diffractometer
Absorption correction	Multi-scan (ABSCOR; Higashi, 1995)
T_min, T_max	0.959, 0.976
No. of measured, independent and observed [I > 2σ(I)] reflections	6964, 3206, 2417
R_int	0.020
(sin θ/λ)_max (Å⁻¹)	0.628

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.050, 0.181, 1.06
No. of reflections	3206
No. of parameters	244
No. of restraints	3
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.44, −0.48

Computer programs: RAPID-AUTO (Rigaku, 1998), RAPID-AUTO, CrystalStructure (Rigaku/MSC, 2002), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), ORTEPII (Johnson, 1976), SHELXL97.

Selected geometric parameters (Å, º) top

N2—C1	1.336 (3)	O8—C14	1.228 (2)
N2—C5	1.346 (3)	O9—C9	1.340 (3)
N2—C6	1.477 (2)	C1—C2	1.384 (3)
N3—C8	1.335 (2)	C2—C3	1.380 (3)
N3—C12	1.346 (2)	C3—C4	1.377 (3)
N3—C13	1.477 (2)	C4—C5	1.373 (3)
O1—N1	1.218 (3)	C6—C7	1.511 (3)
O2—N1	1.229 (3)	C8—C9	1.390 (3)
O3—N1	1.221 (2)	C9—C10	1.387 (3)
O4—C7	1.293 (3)	C10—C11	1.374 (3)
O5—C7	1.206 (2)	C11—C12	1.370 (3)
O6—C2	1.338 (2)	C13—C14	1.519 (3)
O7—C14	1.266 (2)

N2—C1—C2	120.53 (18)	O8—C14—C13	115.92 (16)
N2—C5—C4	119.3 (2)	O9—C9—C10	124.90 (17)
N2—C6—C7	113.26 (16)	O9—C9—C8	116.67 (17)
N3—C8—C9	120.67 (17)	C1—N2—C5	121.77 (17)
N3—C12—C11	119.52 (17)	C1—N2—C6	119.24 (17)
N3—C13—C14	112.42 (14)	C3—C2—C1	118.67 (19)
O1—N1—O3	122.9 (2)	C4—C3—C2	119.48 (18)
O1—N1—O2	119.0 (2)	C5—N2—C6	118.94 (18)
O3—N1—O2	118.2 (2)	C5—C4—C3	120.3 (2)
O4—C7—C6	114.23 (16)	C8—N3—C12	121.56 (15)
O5—C7—O4	126.4 (2)	C8—N3—C13	118.63 (15)
O5—C7—C6	119.37 (18)	C12—N3—C13	119.76 (16)
O6—C2—C3	123.78 (18)	C10—C9—C8	118.43 (18)
O6—C2—C1	117.55 (17)	C11—C10—C9	119.24 (17)
O7—C14—C13	117.32 (15)	C12—C11—C10	120.58 (17)
O8—C14—O7	126.76 (18)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O4—H15···O7	0.86 (2)	1.62 (2)	2.482 (2)	178 (3)
O6—H16···O8ⁱ	0.85 (2)	1.83 (2)	2.619 (2)	154 (3)
O9—H17···O1ⁱⁱ	0.85 (3)	1.96 (3)	2.772 (3)	159 (3)
O9—H17···O2ⁱⁱ	0.85 (3)	2.44 (2)	3.155 (3)	142 (3)

Symmetry codes: (i) −x+1, −y+2, −z+1; (ii) x+1, y−1, z.

Subscribe to Acta Crystallographica Section E: Crystallographic Communications

Buy online

You may purchase this article in PDF and/or HTML formats. For purchasers in the European Community who do not have a VAT number, VAT will be added at the local rate. Payments to the IUCr are handled by WorldPay, who will accept payment by credit card in several currencies. To purchase the article, please complete the form below (fields marked * are required), and then click on `Continue'.

E-mail address*
Repeat e-mail address* (for error checking)

Format*	PDF (US $40)
	HTML (US $40)
	PDF+HTML (US $50)
In order for VAT to be shown for your country javascript needs to be enabled.

VAT number (non-UK EC countries only)
Country*

Terms and conditions of use
Contact us

Format		BIBTeX
		EndNote
		RefMan
		Refer
		Medline
		CIF
		SGML
		Text
		Plain Text

Format		BIBTeX
		EndNote
		RefMan
		Refer
		Medline
		CIF
		SGML
		Text
		Plain Text

Search IUCr Journals		doi		Advanced search
Author		volume	page

1-Carboxy­methyl-3-hydroxy­pyridinium nitrate-3-hydroxy­pyridinium-1-acetate (1/1)