Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807033041/is2188sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807033041/is2188Isup2.hkl |
CCDC reference: 1277977
All chemicals used were purchased from Jinan Henghua Sci & Tec Co. Ltd. A mixture of Zinc(II) acetate dihydrate (0.5 mmol), potassium hydroxide (0.5 mmol), 2-pyrazine caboxylic acid (0.5 mmol), EtOH (8 ml) and H2O (8 ml) in a 25 ml Teflon-lined stainless steel autoclave was kept at 413 K for 2 d, and then cooled to room temperature. Colorless crystals of (I) were obtained in a yield of 36%. Anal. Calc. for C10H8ZnN4O5: C 36.62, H 2.44, N 17.09%; Found: C 36.59, H 2.47, N 17.01%.
C-bound H atoms were generated geometrically (C—H = 0.93 Å) and refined as riding, with Uiso(H) = 1.2Ueq(C). H atoms of the water molecule were located in a difference density map and were refined with distance restraints of O—H = 0.82 (1) and H—H = 1.38 (2) Å.
The title compound, (I), [Zn(C5H3N2O2)2(H2O)]n, is isostructural with its FeII, CoII, NiII, and CuII analogues (Hao & Liu, 2007; Hao et al., 2007; Gao et al., 2007a,b). The ZnII atoms is coordinated in a bidentate fashion by two O and two N atoms from two independent pyrazine-2-carboxylate anions. The distorted octhedral coordiantion is completed by another N atom from a third pyrazine-2-carboxylate ligand, and by the O atom of a water molecule (Fig. 1). The Zn—N and Zn—O bond lengths are in the range of 2.058 (3)–2.105 (3) and 2.042 (3)–2.073 (3) Å, respectively. One pyrazine-2-carboxylate ligand coordinates to a neighboring ZnII atom via its second N atom, leading to polymeric structure with zigzag chains extending parallel to the b axis (Fig. 2). Hydrogen bonds between the water molecule and the carboxylate groups stabilize the structure. The refined Flack parameter of 0.469 (18) indicates inversion twinning.
For the isostructural FeII, CoII, NiII and CuII analogues, see: Hao & Liu (2007); Hao et al. (2007); Gao et al. (2007a,b).
Data collection: APEX2 (Bruker, 2001); cell refinement: SAINT-Plus (Bruker, 2001); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2001); software used to prepare material for publication: SHELXTL.
[Zn(C5H3N2O2)2(H2O)] | F(000) = 664 |
Mr = 329.57 | Dx = 1.908 Mg m−3 |
Orthorhombic, P212121 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: P 2ac 2ab | Cell parameters from 2347 reflections |
a = 7.8932 (6) Å | θ = 2.5–26.7° |
b = 9.7615 (10) Å | µ = 2.17 mm−1 |
c = 14.8921 (15) Å | T = 298 K |
V = 1147.43 (19) Å3 | Cube, colorless |
Z = 4 | 0.10 × 0.10 × 0.10 mm |
Bruker APEX II CCD area-detector diffractometer | 2353 independent reflections |
Radiation source: fine-focus sealed tube | 2200 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.027 |
φ and ω scans | θmax = 26.5°, θmin = 2.5° |
Absorption correction: multi-scan (SADABS; Bruker, 2001) | h = −8→9 |
Tmin = 0.812, Tmax = 0.812 | k = −12→11 |
6232 measured reflections | l = −18→9 |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.034 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.096 | w = 1/[σ2(Fo2) + (0.072P)2 + 0.4177P] where P = (Fo2 + 2Fc2)/3 |
S = 1.00 | (Δ/σ)max < 0.001 |
2353 reflections | Δρmax = 0.98 e Å−3 |
188 parameters | Δρmin = −0.34 e Å−3 |
3 restraints | Absolute structure: Flack (1983), 974 Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.469 (18) |
[Zn(C5H3N2O2)2(H2O)] | V = 1147.43 (19) Å3 |
Mr = 329.57 | Z = 4 |
Orthorhombic, P212121 | Mo Kα radiation |
a = 7.8932 (6) Å | µ = 2.17 mm−1 |
b = 9.7615 (10) Å | T = 298 K |
c = 14.8921 (15) Å | 0.10 × 0.10 × 0.10 mm |
Bruker APEX II CCD area-detector diffractometer | 2353 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 2001) | 2200 reflections with I > 2σ(I) |
Tmin = 0.812, Tmax = 0.812 | Rint = 0.027 |
6232 measured reflections |
R[F2 > 2σ(F2)] = 0.034 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.096 | Δρmax = 0.98 e Å−3 |
S = 1.00 | Δρmin = −0.34 e Å−3 |
2353 reflections | Absolute structure: Flack (1983), 974 Friedel pairs |
188 parameters | Absolute structure parameter: 0.469 (18) |
3 restraints |
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) 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. |
x | y | z | Uiso*/Ueq | ||
Zn1 | 0.92678 (6) | 0.86587 (4) | 0.90927 (3) | 0.02030 (14) | |
C1 | 0.6936 (5) | 0.6911 (4) | 0.8171 (2) | 0.0175 (7) | |
C2 | 1.1621 (5) | 0.6694 (4) | 0.7997 (3) | 0.0207 (8) | |
H2 | 1.2562 | 0.7111 | 0.8254 | 0.025* | |
C3 | 0.8722 (4) | 0.6460 (4) | 0.7893 (2) | 0.0155 (7) | |
C4 | 1.1047 (5) | 1.0415 (4) | 0.7732 (2) | 0.0182 (8) | |
H4 | 1.1989 | 0.9959 | 0.7960 | 0.022* | |
C5 | 0.8158 (5) | 1.0668 (4) | 0.7636 (3) | 0.0230 (8) | |
H5 | 0.7069 | 1.0406 | 0.7801 | 0.028* | |
C6 | 0.6757 (5) | 1.0566 (4) | 1.0101 (3) | 0.0241 (8) | |
H6 | 0.5873 | 1.0211 | 0.9760 | 0.029* | |
C7 | 0.6414 (5) | 1.1488 (4) | 1.0786 (3) | 0.0278 (8) | |
H7 | 0.5299 | 1.1738 | 1.0901 | 0.033* | |
C8 | 0.9257 (6) | 1.1651 (4) | 1.1088 (3) | 0.0307 (9) | |
H8 | 1.0146 | 1.2021 | 1.1418 | 0.037* | |
C9 | 0.9613 (5) | 1.0733 (4) | 1.0410 (3) | 0.0218 (8) | |
C10 | 1.1434 (5) | 1.0288 (4) | 1.0192 (3) | 0.0214 (8) | |
H1W | 1.011 (4) | 0.703 (6) | 1.031 (5) | 0.080* | |
H2W | 0.839 (5) | 0.680 (5) | 1.015 (5) | 0.080* | |
N1 | 0.7664 (5) | 1.2023 (4) | 1.1284 (3) | 0.0361 (9) | |
N2 | 0.8349 (4) | 1.0186 (3) | 0.9928 (2) | 0.0183 (6) | |
N3 | 1.0061 (4) | 0.7089 (3) | 0.8242 (2) | 0.0171 (6) | |
N4 | 0.9497 (4) | 1.0051 (3) | 0.80119 (19) | 0.0189 (6) | |
O1 | 1.1531 (3) | 0.9352 (3) | 0.95911 (17) | 0.0196 (5) | |
O2 | 1.2633 (4) | 1.0798 (4) | 1.0587 (2) | 0.0402 (8) | |
O3 | 0.6936 (3) | 0.7969 (3) | 0.86870 (17) | 0.0191 (5) | |
O4 | 0.5686 (3) | 0.6308 (3) | 0.79110 (18) | 0.0275 (6) | |
O5 | 0.9181 (4) | 0.7349 (3) | 1.01674 (18) | 0.0253 (6) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Zn1 | 0.0199 (2) | 0.0205 (2) | 0.0205 (2) | 0.00011 (17) | 0.00053 (17) | −0.00065 (17) |
C1 | 0.0161 (17) | 0.0199 (17) | 0.0166 (17) | 0.0015 (14) | 0.0025 (14) | 0.0033 (14) |
C2 | 0.0168 (18) | 0.022 (2) | 0.0236 (18) | 0.0008 (15) | −0.0016 (15) | −0.0049 (15) |
C3 | 0.0178 (17) | 0.0162 (16) | 0.0124 (14) | 0.0000 (13) | 0.0005 (12) | 0.0004 (14) |
C4 | 0.0180 (19) | 0.0184 (17) | 0.0182 (16) | −0.0013 (14) | −0.0005 (14) | 0.0040 (14) |
C5 | 0.0190 (19) | 0.0247 (19) | 0.025 (2) | −0.0006 (16) | −0.0003 (15) | 0.0044 (16) |
C6 | 0.0194 (19) | 0.0221 (19) | 0.031 (2) | −0.0023 (15) | −0.0030 (16) | −0.0006 (16) |
C7 | 0.0216 (18) | 0.028 (2) | 0.034 (2) | 0.0025 (16) | 0.0026 (17) | −0.0086 (19) |
C8 | 0.027 (2) | 0.032 (2) | 0.033 (2) | −0.002 (2) | −0.0027 (19) | −0.0137 (16) |
C9 | 0.021 (2) | 0.0233 (19) | 0.0217 (18) | −0.0011 (15) | −0.0001 (14) | 0.0029 (15) |
C10 | 0.0188 (19) | 0.0220 (19) | 0.0233 (18) | 0.0022 (15) | 0.0001 (15) | 0.0042 (15) |
N1 | 0.032 (2) | 0.037 (2) | 0.039 (2) | 0.0051 (17) | 0.0042 (17) | −0.0166 (17) |
N2 | 0.0179 (15) | 0.0165 (15) | 0.0205 (15) | 0.0002 (12) | 0.0003 (13) | −0.0005 (12) |
N3 | 0.0175 (14) | 0.0179 (15) | 0.0160 (15) | −0.0017 (12) | 0.0005 (12) | 0.0019 (12) |
N4 | 0.0208 (16) | 0.0175 (14) | 0.0182 (14) | 0.0007 (13) | −0.0019 (13) | 0.0012 (12) |
O1 | 0.0165 (12) | 0.0192 (13) | 0.0230 (13) | 0.0023 (10) | −0.0012 (11) | −0.0033 (11) |
O2 | 0.0228 (15) | 0.047 (2) | 0.051 (2) | −0.0052 (14) | −0.0092 (14) | −0.0173 (16) |
O3 | 0.0145 (12) | 0.0234 (14) | 0.0195 (13) | 0.0001 (11) | 0.0021 (10) | −0.0048 (11) |
O4 | 0.0161 (12) | 0.0330 (14) | 0.0333 (14) | −0.0063 (15) | 0.0019 (12) | −0.0075 (12) |
O5 | 0.0220 (13) | 0.0283 (14) | 0.0255 (13) | −0.0088 (13) | −0.0038 (13) | 0.0119 (11) |
Zn1—O5 | 2.049 (2) | C5—N4 | 1.339 (5) |
Zn1—O1 | 2.050 (3) | C5—C2ii | 1.386 (5) |
Zn1—O3 | 2.051 (3) | C5—H5 | 0.9300 |
Zn1—N2 | 2.073 (3) | C6—N2 | 1.335 (5) |
Zn1—N3 | 2.085 (3) | C6—C7 | 1.386 (6) |
Zn1—N4 | 2.114 (3) | C6—H6 | 0.9300 |
C1—O4 | 1.213 (5) | C7—N1 | 1.340 (6) |
C1—O3 | 1.287 (5) | C7—H7 | 0.9300 |
C1—C3 | 1.534 (5) | C8—N1 | 1.341 (6) |
C2—N3 | 1.341 (5) | C8—C9 | 1.379 (6) |
C2—C5i | 1.386 (5) | C8—H8 | 0.9300 |
C2—H2 | 0.9300 | C9—N2 | 1.339 (5) |
C3—N3 | 1.328 (5) | C9—C10 | 1.537 (5) |
C3—C4i | 1.392 (5) | C10—O2 | 1.220 (5) |
C4—N4 | 1.341 (5) | C10—O1 | 1.281 (5) |
C4—C3ii | 1.392 (5) | O5—H1W | 0.82 (4) |
C4—H4 | 0.9300 | O5—H2W | 0.82 (4) |
O5—Zn1—O1 | 87.28 (11) | N2—C6—C7 | 120.4 (4) |
O5—Zn1—O3 | 89.72 (11) | N2—C6—H6 | 119.8 |
O1—Zn1—O3 | 175.86 (11) | C7—C6—H6 | 119.8 |
O5—Zn1—N2 | 88.17 (12) | N1—C7—C6 | 121.1 (4) |
O1—Zn1—N2 | 81.37 (12) | N1—C7—H7 | 119.5 |
O3—Zn1—N2 | 95.68 (12) | C6—C7—H7 | 119.5 |
O5—Zn1—N3 | 91.51 (12) | N1—C8—C9 | 121.8 (4) |
O1—Zn1—N3 | 101.61 (12) | N1—C8—H8 | 119.1 |
O3—Zn1—N3 | 81.32 (11) | C9—C8—H8 | 119.1 |
N2—Zn1—N3 | 176.98 (13) | N2—C9—C8 | 120.0 (4) |
O5—Zn1—N4 | 176.63 (14) | N2—C9—C10 | 118.1 (3) |
O1—Zn1—N4 | 89.35 (12) | C8—C9—C10 | 121.9 (4) |
O3—Zn1—N4 | 93.64 (11) | O2—C10—O1 | 125.5 (4) |
N2—Zn1—N4 | 91.41 (12) | O2—C10—C9 | 120.6 (4) |
N3—Zn1—N4 | 89.09 (11) | O1—C10—C9 | 113.9 (3) |
O4—C1—O3 | 125.4 (3) | C7—N1—C8 | 117.6 (4) |
O4—C1—C3 | 121.5 (3) | C6—N2—C9 | 119.1 (3) |
O3—C1—C3 | 113.1 (3) | C6—N2—Zn1 | 130.2 (3) |
N3—C2—C5i | 120.5 (4) | C9—N2—Zn1 | 110.3 (3) |
N3—C2—H2 | 119.7 | C3—N3—C2 | 119.5 (3) |
C5i—C2—H2 | 119.7 | C3—N3—Zn1 | 109.8 (2) |
N3—C3—C4i | 119.7 (3) | C2—N3—Zn1 | 130.7 (3) |
N3—C3—C1 | 119.5 (3) | C5—N4—C4 | 118.1 (3) |
C4i—C3—C1 | 120.7 (3) | C5—N4—Zn1 | 122.7 (3) |
N4—C4—C3ii | 121.4 (3) | C4—N4—Zn1 | 119.0 (2) |
N4—C4—H4 | 119.3 | C10—O1—Zn1 | 115.9 (2) |
C3ii—C4—H4 | 119.3 | C1—O3—Zn1 | 116.0 (2) |
N4—C5—C2ii | 120.7 (4) | Zn1—O5—H1W | 114 (5) |
N4—C5—H5 | 119.7 | Zn1—O5—H2W | 114 (5) |
C2ii—C5—H5 | 119.7 | H1W—O5—H2W | 116 (3) |
Symmetry codes: (i) −x+2, y−1/2, −z+3/2; (ii) −x+2, y+1/2, −z+3/2. |
D—H···A | D—H | H···A | D···A | D—H···A |
O5—H1W···O3iii | 0.82 (4) | 2.08 (4) | 2.781 (4) | 144 (7) |
O5—H2W···O1iv | 0.82 (4) | 1.89 (2) | 2.695 (4) | 166 (8) |
Symmetry codes: (iii) x+1/2, −y+3/2, −z+2; (iv) x−1/2, −y+3/2, −z+2. |
Experimental details
Crystal data | |
Chemical formula | [Zn(C5H3N2O2)2(H2O)] |
Mr | 329.57 |
Crystal system, space group | Orthorhombic, P212121 |
Temperature (K) | 298 |
a, b, c (Å) | 7.8932 (6), 9.7615 (10), 14.8921 (15) |
V (Å3) | 1147.43 (19) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 2.17 |
Crystal size (mm) | 0.10 × 0.10 × 0.10 |
Data collection | |
Diffractometer | Bruker APEX II CCD area-detector |
Absorption correction | Multi-scan (SADABS; Bruker, 2001) |
Tmin, Tmax | 0.812, 0.812 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 6232, 2353, 2200 |
Rint | 0.027 |
(sin θ/λ)max (Å−1) | 0.628 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.034, 0.096, 1.00 |
No. of reflections | 2353 |
No. of parameters | 188 |
No. of restraints | 3 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement |
Δρmax, Δρmin (e Å−3) | 0.98, −0.34 |
Absolute structure | Flack (1983), 974 Friedel pairs |
Absolute structure parameter | 0.469 (18) |
Computer programs: APEX2 (Bruker, 2001), SAINT-Plus (Bruker, 2001), SAINT-Plus, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Bruker, 2001), SHELXTL.
D—H···A | D—H | H···A | D···A | D—H···A |
O5—H1W···O3i | 0.82 (4) | 2.08 (4) | 2.781 (4) | 144 (7) |
O5—H2W···O1ii | 0.82 (4) | 1.89 (2) | 2.695 (4) | 166 (8) |
Symmetry codes: (i) x+1/2, −y+3/2, −z+2; (ii) x−1/2, −y+3/2, −z+2. |
The title compound, (I), [Zn(C5H3N2O2)2(H2O)]n, is isostructural with its FeII, CoII, NiII, and CuII analogues (Hao & Liu, 2007; Hao et al., 2007; Gao et al., 2007a,b). The ZnII atoms is coordinated in a bidentate fashion by two O and two N atoms from two independent pyrazine-2-carboxylate anions. The distorted octhedral coordiantion is completed by another N atom from a third pyrazine-2-carboxylate ligand, and by the O atom of a water molecule (Fig. 1). The Zn—N and Zn—O bond lengths are in the range of 2.058 (3)–2.105 (3) and 2.042 (3)–2.073 (3) Å, respectively. One pyrazine-2-carboxylate ligand coordinates to a neighboring ZnII atom via its second N atom, leading to polymeric structure with zigzag chains extending parallel to the b axis (Fig. 2). Hydrogen bonds between the water molecule and the carboxylate groups stabilize the structure. The refined Flack parameter of 0.469 (18) indicates inversion twinning.