The title compound, {[Zn(HIDC)(H
2O)]·0.5H
2O}
n (HIDC
2− is the imidazole-4,5-dicarboxylate dianion, C
5H
2N
2O
4), exists as a one-dimensional coordination polymer formed by HIDC
2− ligands bridging Zn
II atoms, with a Zn
Zn separation of 6.156 (2) Å. The Zn
II ion exists in a distorted square-pyramidal coordination, involving two N and two O atoms from two symmetry-related bidentate HIDC
2− groups, and one water molecule.
Supporting information
CCDC reference: 620733
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.004 Å
Some non-H atoms missing
- Disorder in main residue
- R factor = 0.039
- wR factor = 0.106
- Data-to-parameter ratio = 13.7
checkCIF/PLATON results
No syntax errors found
Alert level A
ABSMU01_ALERT_1_A The ratio of given/expected absorption coefficient lies
outside the range 0.90 <> 1.10
Calculated value of mu = 6.454
Value of mu given = 3.227
CHEMW01_ALERT_1_A The ratio of given/expected molecular weight as calculated
from the _chemical_formula_sum lies outside
the range 0.90 <> 1.10
Calculated formula weight = 492.9692
Formula weight given = 246.4800
Alert level B
PLAT430_ALERT_2_B Short Inter D...A Contact O2 .. O2W .. 2.71 Ang.
Alert level C
CHEMW01_ALERT_1_C The difference between the given and expected weight for
compound is greater 1 mass unit. Check that all hydrogen
atoms have been taken into account.
PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings Differ .... ?
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT045_ALERT_1_C Calculated and Reported Z Differ by ............ 0.25 Ratio
PLAT068_ALERT_1_C Reported F000 Differs from Calcd (or Missing)... ?
PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent ..... ?
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 2.17
PLAT301_ALERT_3_C Main Residue Disorder ......................... 1.00 Perc.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 2
PLAT764_ALERT_4_C Overcomplete CIF Bond List Detected (Rep/Expd) . 1.19 Ratio
Alert level G
FORMU01_ALERT_1_G There is a discrepancy between the atom counts in the
_chemical_formula_sum and _chemical_formula_moiety. This is
usually due to the moiety formula being in the wrong format.
Atom count from _chemical_formula_sum: C10 H10 N4 O11 Zn2
Atom count from _chemical_formula_moiety:C5 H5 N2 O5.5 Zn1
FORMU01_ALERT_2_G There is a discrepancy between the atom counts in the
_chemical_formula_sum and the formula from the _atom_site* data.
Atom count from _chemical_formula_sum:C10 H10 N4 O11 Zn2
Atom count from the _atom_site data: C5 H4 N2 O5.5 Zn1
CELLZ01_ALERT_1_G Difference between formula and atom_site contents detected.
CELLZ01_ALERT_1_G ALERT: Large difference may be due to a
symmetry error - see SYMMG tests
From the CIF: _cell_formula_units_Z 8
From the CIF: _chemical_formula_sum C10 H10 N4 O11 Zn2
TEST: Compare cell contents of formula and atom_site data
atom Z*formula cif sites diff
C 80.00 40.00 40.00
H 80.00 32.00 48.00
N 32.00 16.00 16.00
O 88.00 44.00 44.00
Zn 16.00 8.00 8.00
PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K
PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature . 293 K
2 ALERT level A = In general: serious problem
1 ALERT level B = Potentially serious problem
10 ALERT level C = Check and explain
6 ALERT level G = General alerts; check
13 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
3 ALERT type 2 Indicator that the structure model may be wrong or deficient
1 ALERT type 3 Indicator that the structure quality may be low
2 ALERT type 4 Improvement, methodology, query or suggestion
0 ALERT type 5 Informative message, check
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: SHELXTL (Bruker, 1998); software used to prepare material for publication: SHELXL97.
catena-Poly[[aqua(µ-5-carboxyimidazole-4-carboxylato-
κ4N3,
O4:
N1,
O5)zinc(II)] hemihydrate]
top
Crystal data top
[Zn(C5H2N2O4)(H2O)]·0.5H2O | F(000) = 984 |
Mr = 246.48 | Dx = 2.152 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2yc | Cell parameters from 5755 reflections |
a = 13.735 (3) Å | θ = 3.1–27.6° |
b = 12.088 (2) Å | µ = 3.23 mm−1 |
c = 9.942 (2) Å | T = 293 K |
β = 112.79 (3)° | Block, colourless |
V = 1521.8 (5) Å3 | 0.10 × 0.08 × 0.06 mm |
Z = 8 | |
Data collection top
Rigaku R-AXIS RAPID diffractometer | 1740 independent reflections |
Radiation source: fine-focus sealed tube | 1472 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.049 |
Detector resolution: 10.00 pixels mm-1 | θmax = 27.5°, θmin = 3.2° |
ω scans | h = −17→17 |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | k = −15→15 |
Tmin = 0.739, Tmax = 0.830 | l = −11→12 |
7258 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)] = 0.039 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.107 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.06 | w = 1/[σ2(Fo2) + (0.0574P)2 + 2.183P] where P = (Fo2 + 2Fc2)/3 |
1740 reflections | (Δ/σ)max = 0.001 |
127 parameters | Δρmax = 0.66 e Å−3 |
3 restraints | Δρmin = −0.43 e Å−3 |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Zn1 | 0.78333 (3) | 0.57263 (3) | 0.30836 (4) | 0.03301 (17) | |
N1 | 0.7458 (2) | 0.4137 (2) | 0.2726 (3) | 0.0297 (6) | |
N2 | 0.7335 (2) | 0.2313 (2) | 0.2472 (3) | 0.0291 (6) | |
C1 | 0.6346 (3) | 0.4597 (3) | 0.4029 (4) | 0.0323 (7) | |
C2 | 0.6806 (2) | 0.3765 (2) | 0.3367 (3) | 0.0262 (6) | |
C3 | 0.6725 (2) | 0.2632 (2) | 0.3209 (3) | 0.0253 (6) | |
C4 | 0.6155 (2) | 0.1778 (2) | 0.3681 (3) | 0.0283 (7) | |
C5 | 0.7759 (3) | 0.3239 (2) | 0.2204 (4) | 0.0323 (7) | |
H5A | 0.8212 | 0.3257 | 0.1711 | 0.039* | |
O1 | 0.5718 (3) | 0.4274 (2) | 0.4634 (4) | 0.0577 (9) | |
H1 | 0.563 (4) | 0.3579 (11) | 0.467 (5) | 0.069* | |
O2 | 0.6596 (2) | 0.55913 (17) | 0.3968 (3) | 0.0396 (6) | |
O3 | 0.62697 (19) | 0.07898 (16) | 0.3329 (3) | 0.0313 (5) | |
O4 | 0.56061 (19) | 0.20487 (19) | 0.4387 (3) | 0.0363 (5) | |
O1W | 0.9072 (2) | 0.58122 (18) | 0.5023 (3) | 0.0400 (6) | |
H1WA | 0.9122 | 0.5371 | 0.5702 | 0.048* | |
H1WB | 0.9675 | 0.6107 | 0.5287 | 0.048* | |
O2W | 0.9847 (2) | 0.77485 (18) | 0.6735 (3) | 0.118 (4) | 0.50 |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.0462 (3) | 0.0128 (2) | 0.0403 (3) | −0.00290 (13) | 0.01707 (19) | 0.00180 (13) |
N1 | 0.0386 (14) | 0.0161 (12) | 0.0366 (14) | −0.0014 (10) | 0.0169 (12) | −0.0005 (10) |
N2 | 0.0393 (14) | 0.0155 (12) | 0.0343 (13) | −0.0014 (10) | 0.0161 (11) | −0.0016 (10) |
C1 | 0.0397 (17) | 0.0207 (14) | 0.0378 (17) | 0.0017 (12) | 0.0164 (14) | −0.0012 (13) |
C2 | 0.0299 (15) | 0.0181 (14) | 0.0301 (15) | −0.0002 (11) | 0.0109 (12) | −0.0008 (11) |
C3 | 0.0315 (14) | 0.0170 (13) | 0.0269 (14) | 0.0002 (11) | 0.0107 (12) | −0.0018 (11) |
C4 | 0.0322 (15) | 0.0198 (13) | 0.0274 (15) | −0.0003 (11) | 0.0056 (13) | 0.0000 (11) |
C5 | 0.0484 (18) | 0.0167 (14) | 0.0397 (17) | −0.0023 (12) | 0.0257 (15) | −0.0025 (12) |
O1 | 0.071 (2) | 0.0348 (15) | 0.089 (2) | −0.0061 (13) | 0.0544 (19) | −0.0081 (14) |
O2 | 0.0502 (14) | 0.0163 (10) | 0.0589 (16) | 0.0015 (9) | 0.0285 (13) | −0.0040 (10) |
O3 | 0.0430 (13) | 0.0158 (10) | 0.0383 (13) | −0.0006 (8) | 0.0193 (10) | 0.0017 (8) |
O4 | 0.0425 (13) | 0.0311 (12) | 0.0408 (13) | −0.0019 (10) | 0.0221 (11) | −0.0023 (10) |
O1W | 0.0430 (13) | 0.0364 (13) | 0.0405 (14) | −0.0079 (10) | 0.0160 (11) | 0.0051 (10) |
O2W | 0.124 (8) | 0.082 (6) | 0.177 (11) | 0.007 (6) | 0.093 (9) | 0.000 (5) |
Geometric parameters (Å, º) top
Zn1—N1 | 1.985 (2) | C1—C2 | 1.472 (4) |
Zn1—N2i | 1.985 (2) | C2—C3 | 1.378 (4) |
Zn1—O2 | 2.201 (3) | C3—C4 | 1.478 (4) |
Zn1—O3i | 2.199 (3) | C4—O4 | 1.256 (4) |
Zn1—O1W | 2.020 (3) | C4—O3 | 1.271 (3) |
N1—C5 | 1.336 (4) | C5—H5A | 0.93 |
N1—C2 | 1.361 (4) | O1—H1 | 0.853 (10) |
N2—C5 | 1.335 (4) | O3—Zn1ii | 2.199 (3) |
N2—C3 | 1.365 (4) | O1W—H1WA | 0.8423 |
N2—Zn1ii | 1.985 (2) | O1W—H1WB | 0.8455 |
C1—O2 | 1.257 (4) | O2W—O2Wiii | 1.412 (5) |
C1—O1 | 1.289 (5) | | |
| | | |
N2i—Zn1—N1 | 153.04 (12) | N1—C2—C3 | 108.3 (3) |
N1—Zn1—O2 | 79.20 (10) | N1—C2—C1 | 117.2 (3) |
N1—Zn1—O3i | 95.19 (10) | C3—C2—C1 | 134.5 (3) |
N1—Zn1—O1W | 106.56 (10) | N2—C3—C2 | 107.6 (3) |
N2i—Zn1—O2 | 99.12 (10) | N2—C3—C4 | 118.9 (3) |
N2i—Zn1—O3i | 79.74 (10) | C2—C3—C4 | 133.4 (3) |
N2i—Zn1—O1W | 100.37 (10) | O4—C4—O3 | 124.4 (3) |
O1W—Zn1—O2 | 96.76 (11) | O4—C4—C3 | 120.1 (3) |
O1W—Zn1—O3i | 97.74 (10) | O3—C4—C3 | 115.5 (3) |
O3i—Zn1—O2 | 165.43 (10) | N2—C5—N1 | 112.3 (3) |
C5—N1—C2 | 105.8 (3) | N2—C5—H5A | 123.9 |
C5—N1—Zn1 | 139.3 (2) | N1—C5—H5A | 123.9 |
C2—N1—Zn1 | 114.1 (2) | C1—O1—H1 | 117 (4) |
C5—N2—C3 | 106.1 (2) | C1—O2—Zn1 | 110.9 (2) |
C5—N2—Zn1ii | 140.1 (2) | C4—O3—Zn1ii | 111.7 (2) |
C3—N2—Zn1ii | 113.14 (19) | Zn1—O1W—H1WA | 120.7 |
O2—C1—O1 | 123.8 (3) | Zn1—O1W—H1WB | 132.9 |
O2—C1—C2 | 117.4 (3) | H1WA—O1W—H1WB | 104.5 |
O1—C1—C2 | 118.8 (3) | | |
| | | |
N2i—Zn1—N1—C5 | 94.2 (4) | N1—C2—C3—N2 | 0.2 (3) |
O1W—Zn1—N1—C5 | −83.0 (4) | C1—C2—C3—N2 | 179.3 (3) |
O3i—Zn1—N1—C5 | 16.7 (4) | N1—C2—C3—C4 | 179.1 (3) |
O2—Zn1—N1—C5 | −176.9 (4) | C1—C2—C3—C4 | −1.8 (6) |
N2i—Zn1—N1—C2 | −98.2 (3) | N2—C3—C4—O4 | 178.5 (3) |
O1W—Zn1—N1—C2 | 84.6 (2) | C2—C3—C4—O4 | −0.3 (5) |
O3i—Zn1—N1—C2 | −175.8 (2) | N2—C3—C4—O3 | −1.2 (4) |
O2—Zn1—N1—C2 | −9.3 (2) | C2—C3—C4—O3 | −180.0 (3) |
C5—N1—C2—C3 | −0.2 (3) | C3—N2—C5—N1 | 0.0 (4) |
Zn1—N1—C2—C3 | −171.8 (2) | Zn1ii—N2—C5—N1 | 168.9 (3) |
C5—N1—C2—C1 | −179.5 (3) | C2—N1—C5—N2 | 0.1 (4) |
Zn1—N1—C2—C1 | 9.0 (3) | Zn1—N1—C5—N2 | 168.3 (3) |
O2—C1—C2—N1 | −0.6 (4) | O1—C1—O2—Zn1 | 173.0 (3) |
O1—C1—C2—N1 | 179.4 (3) | C2—C1—O2—Zn1 | −7.0 (4) |
O2—C1—C2—C3 | −179.6 (3) | N2i—Zn1—O2—C1 | 161.8 (2) |
O1—C1—C2—C3 | 0.4 (6) | N1—Zn1—O2—C1 | 9.1 (2) |
C5—N2—C3—C2 | −0.1 (3) | O1W—Zn1—O2—C1 | −96.5 (2) |
Zn1ii—N2—C3—C2 | −172.45 (19) | O3i—Zn1—O2—C1 | 77.5 (4) |
C5—N2—C3—C4 | −179.2 (3) | O4—C4—O3—Zn1ii | 174.3 (2) |
Zn1ii—N2—C3—C4 | 8.5 (3) | C3—C4—O3—Zn1ii | −5.9 (3) |
Symmetry codes: (i) −x+3/2, y+1/2, −z+1/2; (ii) −x+3/2, y−1/2, −z+1/2; (iii) −x+2, y, −z+3/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H1···O4 | 0.85 (1) | 1.87 (2) | 2.700 (3) | 165 (5) |
O1W—H1WA···O3iv | 0.84 | 1.89 | 2.693 (3) | 158 |
O1W—H1WB···O4v | 0.85 | 2.15 | 2.847 (3) | 140 |
O1W—H1WB···O2W | 0.85 | 2.41 | 2.847 (2) | 113 |
Symmetry codes: (iv) −x+3/2, −y+1/2, −z+1; (v) x+1/2, y+1/2, z. |