catena-Poly[[aqua­(μ-5-carboxy­imidazole-4-carboxyl­ato-κ⁴N³,O⁴:N¹,O⁵)zinc(II)] hemihydrate]

The title compound, {[Zn(HIDC)(H₂O)]·0.5H₂O}_n (HIDC²⁻ is the imidazole-4,5-dicarboxyl­ate dianion, C₅H₂N₂O₄), exists as a one-dimensional coordination polymer formed by HIDC²⁻ 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 HIDC²⁻ groups, and one water mol­ecule.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](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

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Computing details

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]

Crystal data

[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) Å^3	0.10 × 0.08 × 0.06 mm
Z = 8

Data collection

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

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.039	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.107	H atoms treated by a mixture of independent and constrained refinement
S = 1.06	w = 1/[σ^2(Fo^2) + (0.0574P)^2 + 2.183P] where P = (Fo^2 + 2Fc^2)/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

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 (Ų)

	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 (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
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)

Zn1—N1	1.985 (2)	C1—C2	1.472 (4)
Zn1—N2^i	1.985 (2)	C2—C3	1.378 (4)
Zn1—O2	2.201 (3)	C3—C4	1.478 (4)
Zn1—O3^i	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—Zn1^ii	2.199 (3)
N2—C3	1.365 (4)	O1W—H1WA	0.8423
N2—Zn1^ii	1.985 (2)	O1W—H1WB	0.8455
C1—O2	1.257 (4)	O2W—O2W^iii	1.412 (5)
C1—O1	1.289 (5)
N2^i—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—O3^i	95.19 (10)	C3—C2—C1	134.5 (3)
N1—Zn1—O1W	106.56 (10)	N2—C3—C2	107.6 (3)
N2^i—Zn1—O2	99.12 (10)	N2—C3—C4	118.9 (3)
N2^i—Zn1—O3^i	79.74 (10)	C2—C3—C4	133.4 (3)
N2^i—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—O3^i	97.74 (10)	O3—C4—C3	115.5 (3)
O3^i—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—Zn1^ii	140.1 (2)	C4—O3—Zn1^ii	111.7 (2)
C3—N2—Zn1^ii	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)
N2^i—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)
O3^i—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)
N2^i—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)
O3^i—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)	Zn1^ii—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)	N2^i—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)
Zn1^ii—N2—C3—C2	−172.45 (19)	O3^i—Zn1—O2—C1	77.5 (4)
C5—N2—C3—C4	−179.2 (3)	O4—C4—O3—Zn1^ii	174.3 (2)
Zn1^ii—N2—C3—C4	8.5 (3)	C3—C4—O3—Zn1^ii	−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)

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···O3^iv	0.84	1.89	2.693 (3)	158
O1W—H1WB···O4^v	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.