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Acta Cryst. (2009). E65, m1634    [ doi:10.1107/S1600536809048387 ]

Bis(2-aminopyrazine-[kappa]N1)tetraaquacadmium(II) bis(perchlorate)-2-aminopyrazine (1/4)

X.-L. Cheng, S. Gao and S. W. Ng

Abstract top

In the title compound, [Cd(C4H5N3)2(H2O)4](ClO4)2·4C4H5N3, the CdII atom (site symmetry \overline{1}) is coordinated by two N-heterocycles and four water molecules, resulting in a distorted trans-CdN2O4 octahedral geometry for the metal. In the crystal, the cation, anion and free N-heterocycle molecules are linked by N-H...N, N-H...O, O-H...N and O-H...O hydrogen bonds, forming a three-dimensional network.

Related literature top

For the cadmium nitrate adduct of 2-aminopyrazine, see: Tai et al. (2008).

Experimental top

To an aqueous solution of 2-aminopyrimidine (0.19 g, 2 mmol) was added cadmium perchlorate hydrate (0.662 g, 2 mmol). Colorless prisms of (I) separated from the solution after a few days.

Refinement top

Carbon-bound H-atoms were placed in calculated positions (C—H = 0.93 Å) and were included in the refinement in the riding model approximation, with Uiso(H) = 1.2Ueq(C). The amino and water H-atoms were located in a difference Fourier map, and were refined with a distance restraint of N–H = O–H = 0.85±0.01 Å; their Uiso values were refined.

Computing details top

Data collection: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO (Rigaku, 1998); data reduction: CrystalClear (Rigaku/MSC, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2009).

Figures top
[Figure 1] Fig. 1. The molecular structure of (I) shown at the 50% probability level; hydrogen atoms are drawn as spheres of arbitrary radius. Unlabelled atoms are generated by the symmetry operation (1–x, 1–y, 1–z).
Bis(2-aminopyrazine-κN1)tetraaquacadmium(II) bis(perchlorate)–2-aminopyrazine (1/4) top
Crystal data top
[Cd(C4H5N3)2(H2O)4](ClO4)2·4C4H5N3F(000) = 972
Mr = 954.02Dx = 1.647 Mg m−3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 16676 reflections
a = 8.8912 (2) Åθ = 3.0–27.5°
b = 23.2402 (4) ŵ = 0.79 mm−1
c = 9.3689 (2) ÅT = 293 K
β = 96.4263 (7)°Prism, colorless
V = 1923.76 (7) Å30.18 × 0.15 × 0.15 mm
Z = 2
Data collection top
Rigaku R-AXIS RAPID IP
diffractometer		4393 independent reflections
Radiation source: fine-focus sealed tube3982 reflections with I > 2σ(I)
graphiteRint = 0.024
ω scanθmax = 27.5°, θmin = 3.1°
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)		h = −11→11
Tmin = 0.871, Tmax = 0.891k = −30→30
18645 measured reflectionsl = −12→12
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)] = 0.026Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.072H atoms treated by a mixture of independent and constrained refinement
S = 1.08 w = 1/[σ2(Fo2) + (0.041P)2 + 0.6531P]
where P = (Fo2 + 2Fc2)/3
4393 reflections(Δ/σ)max = 0.001
299 parametersΔρmax = 0.34 e Å−3
10 restraintsΔρmin = −0.58 e Å−3
Crystal data top
[Cd(C4H5N3)2(H2O)4](ClO4)2·4C4H5N3V = 1923.76 (7) Å3
Mr = 954.02Z = 2
Monoclinic, P21/cMo Kα radiation
a = 8.8912 (2) ŵ = 0.79 mm−1
b = 23.2402 (4) ÅT = 293 K
c = 9.3689 (2) Å0.18 × 0.15 × 0.15 mm
β = 96.4263 (7)°
Data collection top
Rigaku R-AXIS RAPID IP
diffractometer		4393 independent reflections
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)		3982 reflections with I > 2σ(I)
Tmin = 0.871, Tmax = 0.891Rint = 0.024
18645 measured reflectionsθmax = 27.5°
Refinement top
R[F2 > 2σ(F2)] = 0.026H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.072Δρmax = 0.34 e Å−3
S = 1.08Δρmin = −0.58 e Å−3
4393 reflectionsAbsolute structure: ?
299 parametersFlack parameter: ?
10 restraintsRogers parameter: ?
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Cd10.50000.50000.50000.02847 (7)
Cl10.09644 (5)0.653770 (19)0.68436 (5)0.04031 (11)
O10.2212 (2)0.61643 (9)0.6674 (2)0.0791 (6)
O2−0.03933 (19)0.62083 (7)0.6713 (2)0.0740 (5)
O30.1197 (3)0.67800 (11)0.8235 (2)0.0915 (7)
O40.0861 (3)0.69789 (9)0.5810 (2)0.0915 (7)
O1W0.24457 (16)0.49525 (6)0.50677 (16)0.0390 (3)
H110.191 (3)0.5138 (10)0.443 (2)0.058 (7)*
H120.214 (3)0.5019 (9)0.5870 (18)0.057 (8)*
O2W0.50795 (16)0.59683 (5)0.57870 (14)0.0396 (3)
H210.534 (3)0.6274 (7)0.541 (3)0.067 (8)*
H220.4296 (19)0.6048 (11)0.618 (3)0.064 (8)*
N10.46982 (16)0.52799 (6)0.26042 (14)0.0307 (3)
N20.33224 (18)0.53698 (7)0.02729 (15)0.0390 (3)
N30.29425 (19)0.45974 (7)0.17037 (16)0.0410 (3)
H310.322 (3)0.4384 (8)0.2423 (18)0.052 (6)*
H320.235 (2)0.4467 (9)0.1011 (18)0.047 (6)*
N40.09370 (18)0.56440 (7)0.29843 (16)0.0388 (3)
N5−0.08831 (18)0.58548 (7)0.09866 (17)0.0442 (4)
N6−0.0911 (2)0.49855 (7)0.2172 (2)0.0469 (4)
H61−0.151 (2)0.4875 (10)0.1456 (19)0.048 (6)*
H62−0.031 (2)0.4731 (8)0.256 (3)0.055 (7)*
N70.5948 (2)0.69581 (7)0.44802 (18)0.0450 (4)
N80.5465 (2)0.78730 (7)0.3350 (2)0.0517 (4)
N90.3655 (3)0.74176 (11)0.4486 (3)0.0756 (7)
H910.304 (3)0.7695 (9)0.432 (3)0.077 (9)*
H920.329 (3)0.7163 (10)0.500 (3)0.079 (9)*
C10.5453 (2)0.57603 (8)0.23394 (18)0.0374 (4)
H10.61960.58920.30410.045*
C20.5189 (2)0.60663 (8)0.1092 (2)0.0445 (4)
H20.57280.63980.09270.053*
C30.4069 (2)0.58525 (9)0.00885 (19)0.0436 (4)
H30.38270.6058−0.07580.052*
C40.3672 (2)0.50879 (7)0.15276 (18)0.0314 (3)
C5−0.0272 (3)0.63751 (9)0.0928 (2)0.0507 (5)
H5−0.06910.66300.02280.061*
C60.0952 (3)0.65560 (9)0.1854 (2)0.0514 (5)
H60.13680.69210.17910.062*
C70.1519 (2)0.61674 (9)0.2871 (2)0.0456 (4)
H70.23470.62740.35120.055*
C8−0.02538 (19)0.55082 (8)0.20305 (18)0.0351 (3)
C90.6867 (3)0.78674 (9)0.3004 (2)0.0515 (5)
H90.71900.81760.24850.062*
C100.7873 (3)0.74272 (10)0.3375 (3)0.0541 (5)
H100.88590.74350.31340.065*
C110.7340 (2)0.69784 (9)0.4116 (2)0.0506 (5)
H11A0.79890.66730.43770.061*
C120.5058 (2)0.74143 (8)0.4095 (2)0.0443 (4)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cd10.03046 (10)0.03085 (10)0.02343 (9)−0.00094 (6)0.00002 (6)0.00250 (5)
Cl10.0351 (2)0.0404 (2)0.0463 (2)0.00001 (17)0.00821 (17)0.00029 (18)
O10.0470 (9)0.0858 (13)0.1065 (15)0.0166 (9)0.0179 (9)−0.0229 (11)
O20.0410 (8)0.0577 (10)0.1204 (16)−0.0111 (7)−0.0042 (9)0.0201 (10)
O30.0815 (14)0.1346 (19)0.0612 (11)−0.0055 (13)0.0194 (10)−0.0369 (12)
O40.1003 (16)0.0766 (13)0.0950 (15)−0.0187 (11)−0.0007 (12)0.0428 (11)
O1W0.0313 (6)0.0494 (8)0.0356 (7)0.0028 (5)0.0013 (5)0.0050 (5)
O2W0.0476 (7)0.0292 (6)0.0440 (7)0.0020 (5)0.0133 (6)0.0006 (5)
N10.0335 (7)0.0336 (7)0.0243 (6)−0.0003 (5)0.0007 (5)0.0016 (5)
N20.0413 (8)0.0463 (8)0.0276 (6)0.0034 (6)−0.0034 (6)0.0030 (6)
N30.0487 (9)0.0396 (8)0.0320 (7)−0.0089 (7)−0.0069 (7)0.0004 (6)
N40.0375 (8)0.0432 (8)0.0338 (7)0.0055 (6)−0.0039 (6)−0.0007 (6)
N50.0398 (8)0.0505 (9)0.0401 (8)0.0005 (7)−0.0047 (6)0.0119 (7)
N60.0480 (10)0.0432 (9)0.0463 (10)−0.0037 (7)−0.0091 (8)0.0079 (7)
N70.0522 (10)0.0364 (8)0.0461 (9)−0.0054 (7)0.0046 (7)0.0029 (7)
N80.0538 (10)0.0419 (9)0.0593 (10)−0.0003 (8)0.0061 (8)0.0089 (8)
N90.0579 (13)0.0616 (14)0.113 (2)0.0022 (11)0.0351 (13)0.0136 (13)
C10.0378 (9)0.0410 (9)0.0325 (8)−0.0051 (7)0.0009 (7)0.0019 (7)
C20.0506 (11)0.0431 (10)0.0397 (9)−0.0076 (8)0.0054 (8)0.0101 (8)
C30.0505 (11)0.0491 (10)0.0307 (8)0.0048 (8)0.0027 (7)0.0111 (7)
C40.0327 (8)0.0350 (8)0.0264 (7)0.0046 (6)0.0022 (6)−0.0012 (6)
C50.0529 (12)0.0493 (11)0.0491 (11)0.0058 (9)0.0018 (9)0.0169 (9)
C60.0549 (12)0.0396 (10)0.0602 (12)−0.0035 (9)0.0084 (10)0.0019 (9)
C70.0423 (10)0.0480 (10)0.0455 (10)−0.0015 (8)0.0006 (8)−0.0093 (8)
C80.0323 (8)0.0416 (9)0.0311 (8)0.0040 (7)0.0022 (6)0.0019 (7)
C90.0599 (13)0.0458 (10)0.0491 (11)−0.0110 (9)0.0079 (9)0.0050 (9)
C100.0427 (11)0.0554 (12)0.0649 (13)−0.0085 (9)0.0098 (10)−0.0018 (10)
C110.0462 (11)0.0441 (10)0.0597 (12)0.0000 (8)−0.0018 (9)−0.0013 (9)
C120.0478 (10)0.0378 (9)0.0475 (10)−0.0050 (8)0.0061 (8)−0.0028 (8)
Geometric parameters (Å, °) top
Cd1—O1W2.282 (1)N6—C81.361 (2)
Cd1—O2W2.367 (1)N6—H610.85 (1)
Cd1—O1Wi2.282 (1)N6—H620.85 (1)
Cd1—N1i2.323 (1)N7—C111.321 (3)
Cd1—N12.323 (1)N7—C121.348 (3)
Cd1—O2Wi2.367 (1)N8—C91.323 (3)
Cl1—O41.406 (2)N8—C121.345 (3)
Cl1—O31.414 (2)N9—C121.338 (3)
Cl1—O21.423 (2)N9—H910.85 (1)
Cl1—O11.431 (2)N9—H920.85 (1)
O1W—H110.84 (1)C1—C21.366 (2)
O1W—H120.84 (1)C1—H10.9300
O2W—H210.84 (1)C2—C31.383 (3)
O2W—H220.84 (1)C2—H20.9300
N1—C11.340 (2)C3—H30.9300
N1—C41.358 (2)C5—C61.380 (3)
N2—C31.324 (3)C5—H50.9300
N2—C41.351 (2)C6—C71.367 (3)
N3—C41.331 (2)C6—H60.9300
N3—H310.85 (1)C7—H70.9300
N3—H320.85 (1)C9—C101.378 (3)
N4—C71.331 (3)C9—H90.9300
N4—C81.344 (2)C10—C111.367 (3)
N5—C51.329 (3)C10—H100.9300
N5—C81.340 (2)C11—H11A0.9300
O1W—Cd1—O1Wi180.0C9—N8—C12115.77 (18)
O1W—Cd1—N1i88.13 (5)C12—N9—H91124 (2)
O1Wi—Cd1—N1i91.87 (5)C12—N9—H92125 (2)
O1W—Cd1—N191.87 (5)H91—N9—H92111 (3)
O1Wi—Cd1—N188.13 (5)N1—C1—C2123.39 (16)
N1i—Cd1—N1180.0N1—C1—H1118.3
O1W—Cd1—O2Wi88.14 (5)C2—C1—H1118.3
O1Wi—Cd1—O2Wi91.86 (5)C1—C2—C3115.88 (17)
N1i—Cd1—O2Wi91.78 (5)C1—C2—H2122.1
N1—Cd1—O2Wi88.22 (5)C3—C2—H2122.1
O1W—Cd1—O2W91.86 (5)N2—C3—C2123.28 (16)
O1Wi—Cd1—O2W88.14 (5)N2—C3—H3118.4
N1i—Cd1—O2W88.22 (5)C2—C3—H3118.4
N1—Cd1—O2W91.78 (5)N3—C4—N2117.09 (16)
O2Wi—Cd1—O2W180.0N3—C4—N1119.05 (15)
O4—Cl1—O3109.65 (15)N2—C4—N1123.85 (16)
O4—Cl1—O2110.08 (12)N5—C5—C6123.28 (18)
O3—Cl1—O2109.20 (14)N5—C5—H5118.4
O4—Cl1—O1110.95 (15)C6—C5—H5118.4
O3—Cl1—O1107.97 (14)C7—C6—C5116.11 (19)
O2—Cl1—O1108.96 (12)C7—C6—H6121.9
Cd1—O1W—H11116.4 (19)C5—C6—H6121.9
Cd1—O1W—H12116 (2)N4—C7—C6122.90 (18)
H11—O1W—H12109 (3)N4—C7—H7118.5
Cd1—O2W—H21132.5 (19)C6—C7—H7118.5
Cd1—O2W—H22110.3 (18)N5—C8—N4125.27 (17)
H21—O2W—H22106 (3)N5—C8—N6117.33 (16)
C1—N1—C4116.43 (14)N4—C8—N6117.34 (16)
C1—N1—Cd1113.95 (10)N8—C9—C10123.3 (2)
C4—N1—Cd1128.40 (11)N8—C9—H9118.4
C3—N2—C4117.02 (15)C10—C9—H9118.4
C4—N3—H31119.6 (16)C11—C10—C9116.3 (2)
C4—N3—H32119.0 (15)C11—C10—H10121.9
H31—N3—H32120 (2)C9—C10—H10121.9
C7—N4—C8116.48 (16)N7—C11—C10123.1 (2)
C5—N5—C8115.96 (16)N7—C11—H11A118.4
C8—N6—H61115.5 (17)C10—C11—H11A118.4
C8—N6—H62114.2 (18)N9—C12—N8116.8 (2)
H61—N6—H62116 (2)N9—C12—N7117.91 (19)
C11—N7—C12116.22 (17)N8—C12—N7125.3 (2)
O1W—Cd1—N1—C1127.25 (12)Cd1—N1—C4—N2162.47 (13)
O1Wi—Cd1—N1—C1−52.75 (12)C8—N5—C5—C61.1 (3)
O2Wi—Cd1—N1—C1−144.67 (12)N5—C5—C6—C7−0.5 (3)
O2W—Cd1—N1—C135.33 (12)C8—N4—C7—C60.4 (3)
O1W—Cd1—N1—C4−39.56 (14)C5—C6—C7—N4−0.3 (3)
O1Wi—Cd1—N1—C4140.44 (14)C5—N5—C8—N4−1.1 (3)
O2Wi—Cd1—N1—C448.52 (14)C5—N5—C8—N6176.16 (19)
O2W—Cd1—N1—C4−131.48 (14)C7—N4—C8—N50.3 (3)
C4—N1—C1—C22.8 (3)C7—N4—C8—N6−176.88 (18)
Cd1—N1—C1—C2−165.63 (16)C12—N8—C9—C10−0.3 (3)
N1—C1—C2—C30.3 (3)N8—C9—C10—C111.1 (3)
C4—N2—C3—C21.5 (3)C12—N7—C11—C10−0.8 (3)
C1—C2—C3—N2−2.6 (3)C9—C10—C11—N7−0.4 (3)
C3—N2—C4—N3−178.82 (18)C9—N8—C12—N9178.4 (2)
C3—N2—C4—N12.0 (3)C9—N8—C12—N7−1.1 (3)
C1—N1—C4—N3176.72 (17)C11—N7—C12—N9−177.8 (2)
Cd1—N1—C4—N3−16.7 (2)C11—N7—C12—N81.7 (3)
C1—N1—C4—N2−4.1 (2)
Symmetry codes: (i) −x+1, −y+1, −z+1.
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O1w—H11···N40.84 (1)1.92 (1)2.758 (2)171 (3)
O1w—H12···N6ii0.84 (1)2.24 (1)3.059 (3)165 (2)
O2w—H21···N70.84 (1)1.92 (1)2.756 (2)178 (3)
O2w—H22···O10.84 (1)1.98 (1)2.806 (2)167 (3)
N3—H31···O2wi0.85 (1)2.28 (1)3.070 (2)154 (2)
N3—H32···N5iii0.85 (1)2.28 (1)3.127 (2)175 (2)
N6—H61···N2iii0.85 (1)2.23 (1)3.071 (2)173 (2)
N6—H62···O2ii0.85 (1)2.35 (1)3.140 (2)155 (2)
N9—H91···O3iv0.85 (1)2.20 (1)3.009 (4)159 (3)
N9—H92···O40.85 (1)2.41 (2)3.073 (3)135 (3)
Symmetry codes: (ii) −x, −y+1, −z+1; (i) −x+1, −y+1, −z+1; (iii) −x, −y+1, −z; (iv) x, −y+3/2, z−1/2.
Table 1
Selected geometric parameters (Å) top
Cd1—O1W2.282 (1)Cd1—N12.323 (1)
Cd1—O2W2.367 (1)
Table 2
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O1w—H11···N40.84 (1)1.92 (1)2.758 (2)171 (3)
O1w—H12···N6i0.84 (1)2.24 (1)3.059 (3)165 (2)
O2w—H21···N70.84 (1)1.92 (1)2.756 (2)178 (3)
O2w—H22···O10.84 (1)1.98 (1)2.806 (2)167 (3)
N3—H31···O2wii0.85 (1)2.28 (1)3.070 (2)154 (2)
N3—H32···N5iii0.85 (1)2.28 (1)3.127 (2)175 (2)
N6—H61···N2iii0.85 (1)2.23 (1)3.071 (2)173 (2)
N6—H62···O2i0.85 (1)2.35 (1)3.140 (2)155 (2)
N9—H91···O3iv0.85 (1)2.20 (1)3.009 (4)159 (3)
N9—H92···O40.85 (1)2.41 (2)3.073 (3)135 (3)
Symmetry codes: (i) −x, −y+1, −z+1; (ii) −x+1, −y+1, −z+1; (iii) −x, −y+1, −z; (iv) x, −y+3/2, z−1/2.
Acknowledgements top

We thank the Key Project of Natural Science Foundation of Heilongjiang Province (No. ZD200903), the Scientific Fund of Remarkable Teachers of Heilongjiang Province (No. 1054 G036), Heilongjiang University and the University of Malaya for supporting this study.

references
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Westrip, S. P. (2009). publCIF. In preparation.