In the title complex, [Zn(H2IDC)2(H2O)2] (where H2IDC− is the 5-carboxy-1H-imidazole-4-carboxylate monoanion, C5H3N2O4), the ZnII atom is located on an inversion centre, is trans-coordinated by two N,O-bidentate H2IDC− ligands and two water molecules and shows an approximately octahedral configuration. A three-dimensional supramolecular architecture is formed via hydrogen-bond interactions.
Supporting information
CCDC reference: 255460
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.002 Å
- R factor = 0.023
- wR factor = 0.064
- Data-to-parameter ratio = 12.9
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density .... 2.04
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
2 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
0 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
1 ALERT type 4 Improvement, methodology, query or suggestion
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: SHELXS97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976).
Diaquabis(5-carboxy-1
H-imidazole-4-carboxylato-
κ2N3,
O4)zinc(II)
top
Crystal data top
[Zn(C5H3N2O4)2(H2O)2] | F(000) = 416 |
Mr = 411.61 | Dx = 1.965 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 6098 reflections |
a = 5.0974 (10) Å | θ = 3.5–27.5° |
b = 22.414 (5) Å | µ = 1.84 mm−1 |
c = 6.5617 (13) Å | T = 293 K |
β = 111.87 (3)° | Prism, colorless |
V = 695.7 (3) Å3 | 0.37 × 0.24 × 0.19 mm |
Z = 2 | |
Data collection top
Rigaku R-AXIS RAPID diffractometer | 1599 independent reflections |
Radiation source: fine-focus sealed tube | 1441 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.024 |
Detector resolution: 10 pixels mm-1 | θmax = 27.5°, θmin = 3.5° |
ω scan | h = −5→6 |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | k = −29→28 |
Tmin = 0.595, Tmax = 0.706 | l = −8→8 |
6667 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)] = 0.023 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.064 | H-atom parameters constrained |
S = 1.05 | w = 1/[σ2(Fo2) + (0.0382P)2 + 0.2368P] where P = (Fo2 + 2Fc2)/3 |
1599 reflections | (Δ/σ)max = 0.001 |
124 parameters | Δρmax = 0.38 e Å−3 |
4 restraints | Δρmin = −0.19 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Zn1 | 0.5000 | 0.5000 | 0.5000 | 0.02317 (10) | |
N1 | 0.3455 (3) | 0.58612 (6) | 0.4239 (2) | 0.0221 (3) | |
N2 | 0.2242 (3) | 0.68032 (6) | 0.3835 (2) | 0.0252 (3) | |
O1 | 0.6583 (2) | 0.52117 (5) | 0.24825 (18) | 0.0258 (2) | |
O2 | 0.6875 (3) | 0.59671 (5) | 0.03532 (19) | 0.0296 (3) | |
O3 | 0.5530 (3) | 0.70545 (6) | −0.0123 (2) | 0.0388 (3) | |
O4 | 0.3488 (3) | 0.77010 (5) | 0.1343 (2) | 0.0416 (3) | |
O1W | 0.8725 (3) | 0.54055 (6) | 0.73704 (19) | 0.0316 (3) | |
C1 | 0.2163 (3) | 0.62926 (7) | 0.4873 (3) | 0.0246 (3) | |
C2 | 0.6061 (3) | 0.57368 (7) | 0.1770 (2) | 0.0216 (3) | |
C3 | 0.4383 (3) | 0.61098 (6) | 0.2715 (2) | 0.0207 (3) | |
C4 | 0.3632 (3) | 0.66998 (7) | 0.2453 (3) | 0.0229 (3) | |
C5 | 0.4190 (4) | 0.71938 (7) | 0.1177 (3) | 0.0291 (3) | |
H1W1 | 0.846 (4) | 0.5532 (10) | 0.849 (2) | 0.047* | |
H1W2 | 1.023 (3) | 0.5203 (10) | 0.773 (3) | 0.047* | |
H1 | 0.1317 | 0.6248 | 0.5898 | 0.030* | |
H6 | 0.1537 | 0.7139 | 0.4011 | 0.030* | |
H7 | 0.595 (6) | 0.6686 (5) | −0.007 (4) | 0.058* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.02980 (16) | 0.01694 (14) | 0.02761 (15) | 0.00371 (9) | 0.01629 (11) | 0.00407 (9) |
N1 | 0.0274 (6) | 0.0189 (6) | 0.0249 (6) | 0.0024 (5) | 0.0152 (5) | 0.0025 (5) |
N2 | 0.0314 (7) | 0.0168 (6) | 0.0321 (7) | 0.0040 (5) | 0.0175 (6) | −0.0014 (5) |
O1 | 0.0318 (6) | 0.0207 (5) | 0.0308 (6) | 0.0054 (5) | 0.0186 (5) | 0.0015 (5) |
O2 | 0.0408 (6) | 0.0259 (6) | 0.0325 (6) | 0.0015 (5) | 0.0257 (5) | 0.0012 (5) |
O3 | 0.0580 (8) | 0.0245 (6) | 0.0489 (8) | 0.0026 (6) | 0.0372 (7) | 0.0088 (5) |
O4 | 0.0568 (8) | 0.0217 (6) | 0.0553 (8) | 0.0074 (6) | 0.0313 (7) | 0.0101 (6) |
O1W | 0.0301 (6) | 0.0350 (7) | 0.0325 (6) | 0.0052 (5) | 0.0150 (5) | −0.0061 (5) |
C1 | 0.0290 (8) | 0.0230 (7) | 0.0276 (7) | 0.0022 (6) | 0.0171 (6) | 0.0006 (6) |
C2 | 0.0238 (7) | 0.0211 (7) | 0.0223 (7) | 0.0000 (6) | 0.0114 (5) | −0.0020 (6) |
C3 | 0.0245 (7) | 0.0183 (7) | 0.0223 (7) | 0.0005 (6) | 0.0121 (6) | 0.0002 (5) |
C4 | 0.0256 (7) | 0.0193 (7) | 0.0273 (7) | −0.0001 (6) | 0.0137 (6) | 0.0009 (6) |
C5 | 0.0341 (8) | 0.0212 (7) | 0.0350 (8) | 0.0001 (7) | 0.0162 (7) | 0.0052 (6) |
Geometric parameters (Å, º) top
Zn1—N1 | 2.0742 (13) | N1—C3 | 1.3736 (18) |
Zn1—O1 | 2.1445 (12) | N2—C1 | 1.340 (2) |
Zn1—O1W | 2.1565 (14) | N2—C4 | 1.362 (2) |
O1—C2 | 1.2578 (19) | N2—H6 | 0.8600 |
O2—C2 | 1.2611 (18) | O3—H7 | 0.85 (2) |
O3—C5 | 1.314 (2) | O1W—H1W1 | 0.84 (3) |
O4—C5 | 1.209 (2) | O1W—H1W2 | 0.85 (3) |
Zn1—N1i | 2.0742 (13) | C1—H1 | 0.9300 |
Zn1—O1i | 2.1445 (12) | C2—C3 | 1.486 (2) |
Zn1—O1Wi | 2.1565 (14) | C3—C4 | 1.370 (2) |
N1—C1 | 1.322 (2) | C4—C5 | 1.478 (2) |
| | | |
N1—Zn1—N1i | 180.0 | O1i—Zn1—O1Wi | 88.81 (5) |
N1i—Zn1—O1 | 99.98 (5) | O1—Zn1—O1Wi | 91.19 (5) |
N1—Zn1—O1 | 80.02 (5) | O1—C2—O2 | 125.08 (14) |
N1—Zn1—O1W | 86.26 (5) | O1—C2—C3 | 116.52 (13) |
N1i—Zn1—O1W | 93.74 (5) | O2—C2—C3 | 118.40 (13) |
O1i—Zn1—O1 | 180.000 (1) | O3—C5—C4 | 116.50 (14) |
O1i—Zn1—O1W | 91.19 (5) | O4—C5—O3 | 121.66 (15) |
O1—Zn1—O1W | 88.81 (5) | O4—C5—C4 | 121.83 (16) |
O1Wi—Zn1—O1W | 180.00 (6) | C1—N1—Zn1 | 142.58 (11) |
Zn1—O1W—H1W1 | 112.5 (16) | C1—N1—C3 | 106.24 (12) |
Zn1—O1W—H1W2 | 116.1 (16) | C1—N2—C4 | 108.35 (13) |
N1—Zn1—O1i | 99.98 (5) | C1—N2—H6 | 125.8 |
N1i—Zn1—O1i | 80.02 (5) | C2—O1—Zn1 | 113.89 (9) |
N1—Zn1—O1Wi | 93.74 (5) | C3—N1—Zn1 | 110.49 (9) |
N1i—Zn1—O1Wi | 86.26 (5) | C3—C4—C5 | 133.66 (15) |
N1—C1—N2 | 110.59 (13) | C4—N2—H6 | 125.8 |
N1—C1—H1 | 124.7 | C4—C3—N1 | 109.09 (13) |
N1—C3—C2 | 118.88 (13) | C4—C3—C2 | 131.92 (14) |
N2—C1—H1 | 124.7 | C5—O3—H7 | 112.8 (19) |
N2—C4—C3 | 105.72 (13) | H1W1—O1W—H1W2 | 111.1 (14) |
N2—C4—C5 | 120.47 (14) | | |
| | | |
Zn1—N1—C1—N2 | 168.31 (13) | O2—C2—C3—C4 | −4.9 (3) |
Zn1—N1—C3—C2 | 4.30 (16) | O1Wi—Zn1—N1—C1 | 97.15 (18) |
Zn1—N1—C3—C4 | −172.44 (10) | O1W—Zn1—N1—C1 | −82.85 (18) |
Zn1—O1—C2—O2 | 177.16 (12) | O1Wi—Zn1—N1—C3 | −94.45 (10) |
Zn1—O1—C2—C3 | −1.98 (17) | O1W—Zn1—N1—C3 | 85.55 (10) |
N1i—Zn1—O1—C2 | −176.67 (11) | O1Wi—Zn1—O1—C2 | 96.93 (11) |
N1—Zn1—O1—C2 | 3.33 (11) | O1W—Zn1—O1—C2 | −83.07 (11) |
N1—C3—C4—N2 | −0.03 (17) | C1—N1—C3—C2 | 176.98 (13) |
N1—C3—C4—C5 | 175.49 (17) | C1—N1—C3—C4 | 0.24 (17) |
N2—C4—C5—O3 | −179.68 (15) | C1—N2—C4—C3 | −0.20 (17) |
N2—C4—C5—O4 | 1.3 (3) | C1—N2—C4—C5 | −176.44 (14) |
O1i—Zn1—N1—C1 | 7.70 (19) | C2—C3—C4—N2 | −176.19 (15) |
O1—Zn1—N1—C1 | −172.30 (19) | C2—C3—C4—C5 | −0.7 (3) |
O1i—Zn1—N1—C3 | 176.10 (10) | C3—N1—C1—N2 | −0.37 (18) |
O1—Zn1—N1—C3 | −3.90 (10) | C3—C4—C5—O3 | 5.3 (3) |
O1—C2—C3—N1 | −1.6 (2) | C3—C4—C5—O4 | −173.68 (18) |
O1—C2—C3—C4 | 174.26 (16) | C4—N2—C1—N1 | 0.36 (19) |
O2—C2—C3—N1 | 179.19 (13) | | |
Symmetry code: (i) −x+1, −y+1, −z+1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H6···O3ii | 0.86 | 2.02 | 2.869 (3) | 170 |
N2—H6···O4ii | 0.86 | 2.58 | 3.155 (3) | 125 |
O3—H7···O2 | 0.85 (2) | 1.67 (2) | 2.519 (3) | 173 (3) |
O1W—H1W1···O2iii | 0.84 (3) | 1.96 (3) | 2.772 (3) | 162 (2) |
O1W—H1W2···O1iv | 0.85 (3) | 1.92 (3) | 2.733 (3) | 160 (2) |
Symmetry codes: (ii) x−1/2, −y+3/2, z+1/2; (iii) x, y, z+1; (iv) −x+2, −y+1, −z+1. |