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In the title compound, C4H7N4O2+·SO42−·H2O, the asymmetric unit contains two amino­pyrimidinium cations, a sulfate anion and a water mol­ecule. These species are connected by N—H...O and O—H...O hydrogen bonds, resulting in a three-dimensional network.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804025747/hb6111sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536804025747/hb6111Isup2.hkl
Contains datablock I

CCDC reference: 255906

Key indicators

  • Single-crystal X-ray study
  • T = 293 K
  • Mean [sigma](C-C) = 0.007 Å
  • R factor = 0.075
  • wR factor = 0.251
  • Data-to-parameter ratio = 12.5

checkCIF/PLATON results

No syntax errors found



Alert level C RFACR01_ALERT_3_C The value of the weighted R factor is > 0.25 Weighted R factor given 0.251 RINTA01_ALERT_3_C The value of Rint is greater than 0.10 Rint given 0.102 PLAT020_ALERT_3_C The value of Rint is greater than 0.10 ......... 0.10 PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 2.19 PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 2.05 PLAT340_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 7 PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 2
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 8 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 2 ALERT type 2 Indicator that the structure model may be wrong or deficient 4 ALERT type 3 Indicator that the structure quality may be low 1 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: FEBO (Belleti, 1996); cell refinement: MolEN (Fair, 1990); data reduction: MolEN; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 1997); software used to prepare material for publication: PLATON.

Bis(2,4-diamino-6-oxopyrimidinium) sulfate monohydrate top
Crystal data top
2C4H7N4O+·O4S2·H2OF(000) = 768
Mr = 368.36Dx = 1.690 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71069 Å
Hall symbol: -P 2ybcCell parameters from 25 reflections
a = 15.014 (3) Åθ = 1.4–25.6°
b = 6.568 (2) ŵ = 0.28 mm1
c = 15.330 (3) ÅT = 293 K
β = 106.69 (2)°Plate, colourless
V = 1448.0 (6) Å30.37 × 0.29 × 0.22 mm
Z = 4
Data collection top
Philips PW 1100
diffractometer
Rint = 0.102
Radiation source: fine-focus sealed tubeθmax = 25.6°, θmin = 1.4°
Graphite monochromatorh = 1817
ω scansk = 07
2811 measured reflectionsl = 018
2715 independent reflections1 standard reflections every 100 reflections
2210 reflections with I > 2σ(I) intensity decay: none
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.075Hydrogen site location: difmap (O-H) and geom (others)
wR(F2) = 0.251H-atom parameters constrained
S = 1.13 w = 1/[σ2(Fo2) + (0.1166P)2 + 5.4696P]
where P = (Fo2 + 2Fc2)/3
2715 reflections(Δ/σ)max < 0.001
217 parametersΔρmax = 0.57 e Å3
0 restraintsΔρmin = 0.87 e Å3
Special details top

Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All e.s.d.'s are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles

Refinement. Refinement on F2 for ALL reflections except those flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The observed criterion of F2 > σ(F2) is used only for calculating -R-factor-obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
O60.9433 (3)0.2052 (6)0.3260 (3)0.0540 (14)
N10.8721 (3)0.4855 (6)0.2518 (3)0.0347 (12)
N20.7978 (3)0.7686 (7)0.1734 (3)0.0433 (14)
N30.9207 (3)0.8085 (6)0.3033 (3)0.0325 (11)
N41.0419 (3)0.8692 (7)0.4318 (3)0.0401 (14)
C20.8625 (4)0.6878 (7)0.2416 (3)0.0325 (14)
C40.9906 (3)0.7319 (7)0.3751 (3)0.0313 (14)
C51.0015 (4)0.5219 (7)0.3837 (3)0.0356 (14)
C60.9410 (4)0.3953 (8)0.3224 (3)0.0358 (16)
O6'0.5772 (3)0.2706 (5)0.6978 (3)0.0515 (15)
N1'0.5040 (3)0.0093 (6)0.6221 (3)0.0355 (12)
N2'0.4244 (3)0.2868 (7)0.5463 (3)0.0419 (16)
N3'0.5545 (3)0.3328 (6)0.6690 (3)0.0326 (11)
N4'0.6805 (3)0.3970 (7)0.7935 (3)0.0395 (14)
C2'0.4933 (3)0.2101 (7)0.6113 (3)0.0336 (14)
C4'0.6259 (3)0.2581 (7)0.7405 (3)0.0314 (14)
C5'0.6356 (4)0.0516 (7)0.7531 (3)0.0346 (14)
C6'0.5748 (4)0.0816 (7)0.6930 (3)0.0356 (16)
S10.71820 (8)0.22463 (17)0.52743 (8)0.0302 (4)
O10.6211 (3)0.2917 (6)0.4887 (3)0.0429 (12)
O20.7188 (3)0.0021 (5)0.5300 (2)0.0422 (11)
O30.7582 (3)0.3025 (6)0.6202 (2)0.0444 (11)
O40.7748 (3)0.2920 (6)0.4684 (2)0.0405 (11)
O1W0.8049 (4)0.7181 (8)0.4316 (4)0.081 (2)
H10.834200.408000.213200.0420*
H2A0.760600.691200.134100.0520*
H2B0.792800.898800.168000.0520*
H30.914100.938300.297800.0390*
H4A1.030400.997000.422400.0480*
H4B1.086400.830100.477800.0480*
H51.049300.467000.430500.0420*
H1'0.466000.069000.584000.0420*
H2A'0.385300.207100.510000.0510*
H2B'0.418200.416600.540100.0510*
H3'0.549100.462400.661200.0390*
H5'0.682700.000100.801500.0410*
H41'0.725500.359100.839300.0480*
H42'0.670600.524500.781800.0480*
H1W0.786500.579500.434800.0420*
H2W0.781200.794400.474000.0420*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
O60.078 (3)0.0182 (19)0.058 (2)0.0000 (18)0.007 (2)0.0000 (16)
N10.048 (2)0.021 (2)0.036 (2)0.0019 (17)0.0135 (18)0.0029 (16)
N20.053 (3)0.027 (2)0.042 (2)0.0016 (19)0.001 (2)0.0004 (18)
N30.046 (2)0.0157 (18)0.038 (2)0.0013 (16)0.0154 (18)0.0000 (15)
N40.049 (3)0.025 (2)0.043 (2)0.0020 (18)0.008 (2)0.0046 (18)
C20.043 (3)0.023 (2)0.035 (2)0.0006 (19)0.017 (2)0.0010 (19)
C40.037 (3)0.026 (2)0.035 (2)0.0007 (19)0.017 (2)0.0020 (19)
C50.046 (3)0.026 (2)0.035 (2)0.006 (2)0.012 (2)0.0016 (19)
C60.048 (3)0.025 (2)0.038 (3)0.002 (2)0.018 (2)0.0034 (19)
O6'0.063 (3)0.0150 (18)0.069 (3)0.0001 (16)0.007 (2)0.0009 (17)
N1'0.040 (2)0.024 (2)0.043 (2)0.0010 (17)0.0129 (18)0.0049 (17)
N2'0.046 (3)0.026 (2)0.049 (3)0.0007 (19)0.006 (2)0.0014 (19)
N3'0.044 (2)0.0182 (19)0.038 (2)0.0013 (16)0.0158 (18)0.0015 (16)
N4'0.051 (3)0.027 (2)0.037 (2)0.0040 (19)0.0069 (19)0.0011 (17)
C2'0.041 (3)0.025 (2)0.039 (2)0.000 (2)0.018 (2)0.0000 (19)
C4'0.040 (3)0.028 (2)0.031 (2)0.0008 (19)0.018 (2)0.0007 (18)
C5'0.046 (3)0.021 (2)0.038 (2)0.001 (2)0.014 (2)0.0023 (19)
C6'0.045 (3)0.019 (2)0.046 (3)0.000 (2)0.018 (2)0.005 (2)
S10.0375 (7)0.0216 (6)0.0324 (6)0.0001 (4)0.0114 (5)0.0004 (4)
O10.043 (2)0.032 (2)0.054 (2)0.0048 (16)0.0143 (17)0.0050 (16)
O20.056 (2)0.0201 (18)0.046 (2)0.0002 (15)0.0074 (17)0.0006 (14)
O30.061 (2)0.036 (2)0.0377 (19)0.0023 (18)0.0166 (18)0.0025 (16)
O40.046 (2)0.040 (2)0.0382 (19)0.0056 (16)0.0166 (16)0.0004 (15)
O1W0.108 (4)0.055 (3)0.107 (4)0.002 (3)0.073 (4)0.001 (3)
Geometric parameters (Å, º) top
S1—O31.468 (3)N4—H4B0.8596
S1—O11.475 (5)N1'—C6'1.416 (7)
S1—O21.490 (3)N1'—C2'1.333 (6)
S1—O41.476 (4)N2'—C2'1.313 (6)
O6—C61.250 (7)N3'—C4'1.384 (6)
O6'—C6'1.243 (6)N3'—C2'1.345 (6)
O1W—H1W0.9567N4'—C4'1.335 (6)
O1W—H2W0.9660N1'—H1'0.8601
N1—C21.341 (6)N2'—H2A'0.8606
N1—C61.396 (7)N2'—H2B'0.8599
N2—C21.317 (7)N3'—H3'0.8602
N3—C41.379 (6)N4'—H42'0.8604
N3—C21.346 (7)N4'—H41'0.8596
N4—C41.333 (6)C4—C51.391 (7)
N1—H10.8600C5—C61.382 (7)
N2—H2A0.8603C5—H50.9295
N2—H2B0.8604C4'—C5'1.372 (7)
N3—H30.8596C5'—C6'1.402 (7)
N4—H4A0.8607C5'—H5'0.9298
O3—S1—O4110.0 (2)C4'—N4'—H42'119.95
O1—S1—O4109.9 (2)C4'—N4'—H41'120.03
O1—S1—O2107.9 (2)H41'—N4'—H42'120.02
O1—S1—O3111.6 (3)N1—C2—N2121.5 (5)
O2—S1—O3109.0 (2)N1—C2—N3118.4 (4)
O2—S1—O4108.4 (2)N2—C2—N3120.2 (4)
H1W—O1W—H2W106.95N4—C4—C5125.4 (4)
C2—N1—C6122.8 (4)N3—C4—C5118.6 (4)
C2—N3—C4122.5 (4)N3—C4—N4116.0 (4)
C2—N1—H1118.59C4—C5—C6119.7 (5)
C6—N1—H1118.60O6—C6—C5124.5 (5)
C2—N2—H2A120.02N1—C6—C5117.9 (5)
H2A—N2—H2B119.92O6—C6—N1117.6 (5)
C2—N2—H2B120.06C4—C5—H5120.11
C4—N3—H3118.68C6—C5—H5120.17
C2—N3—H3118.81N1'—C2'—N3'118.4 (4)
H4A—N4—H4B120.00N2'—C2'—N3'120.6 (4)
C4—N4—H4A120.00N1'—C2'—N2'120.9 (4)
C4—N4—H4B120.01N4'—C4'—C5'124.6 (4)
C2'—N1'—C6'123.3 (4)N3'—C4'—C5'119.3 (4)
C2'—N3'—C4'122.4 (4)N3'—C4'—N4'116.1 (4)
C6'—N1'—H1'118.33C4'—C5'—C6'120.1 (4)
C2'—N1'—H1'118.32N1'—C6'—C5'116.4 (4)
C2'—N2'—H2A'119.98O6'—C6'—N1'118.0 (5)
H2A'—N2'—H2B'119.97O6'—C6'—C5'125.6 (5)
C2'—N2'—H2B'120.06C4'—C5'—H5'119.94
C4'—N3'—H3'118.78C6'—C5'—H5'119.94
C2'—N3'—H3'118.83
C6—N1—C2—N2178.8 (5)C2'—N3'—C4'—N4'178.8 (5)
C6—N1—C2—N31.4 (8)C2'—N3'—C4'—C5'0.5 (7)
C2—N1—C6—O6179.4 (5)C4'—N3'—C2'—N1'2.1 (7)
C2—N1—C6—C50.2 (8)C4'—N3'—C2'—N2'177.5 (5)
C4—N3—C2—N11.4 (8)N4—C4—C5—C6177.2 (5)
C2—N3—C4—C50.3 (7)N3—C4—C5—C61.9 (8)
C4—N3—C2—N2178.9 (5)C4—C5—C6—N11.8 (8)
C2—N3—C4—N4178.9 (5)C4—C5—C6—O6177.7 (5)
C2'—N1'—C6'—C5'0.4 (8)N3'—C4'—C5'—C6'1.2 (8)
C6'—N1'—C2'—N3'2.1 (7)N4'—C4'—C5'—C6'179.5 (5)
C2'—N1'—C6'—O6'178.5 (5)C4'—C5'—C6'—O6'179.9 (5)
C6'—N1'—C2'—N2'177.5 (5)C4'—C5'—C6'—N1'1.3 (8)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N1—H1···O3i0.862.082.931 (6)172
N1—H1···O1ii0.862.062.914 (6)170
N2—H2A···O2ii0.862.022.836 (6)158
O1W—H1W···O40.961.982.916 (7)166
N2—H2B···O1iii0.862.022.865 (6)169
N2—H2A···O2i0.861.982.794 (6)158
N2—H2B···O3iv0.862.112.945 (6)165
O1W—H2W···O2v0.971.972.906 (7)164
N3—H3···O6v0.861.832.638 (6)156
N3—H3···O6v0.861.852.648 (5)153
N4—H4A···O6v0.862.162.883 (6)142
N4—H4B···O4vi0.862.162.935 (6)149
N4—H41···O4vii0.862.152.925 (6)150
N4—H42···O6v0.862.102.831 (6)143
Symmetry codes: (i) x, y+1/2, z1/2; (ii) x+1, y, z+1; (iii) x+1, y+1, z+1; (iv) x, y+3/2, z1/2; (v) x, y+1, z; (vi) x+2, y+1, z+1; (vii) x, y+1/2, z+1/2.
 

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