catena-Poly[[[aqua(5-amino-1H-1,2,4-triazole-κN⁴)zinc(II)]-μ-5-carboxy­benzene-1,3-dicarboxyl­ato] dihydrate]

The structure of the title complex, {[Zn(C₉H₄O₆)(C₂H₄N₄)(H₂O)]·2H₂O}_n, contains extended one-dimensional chains with 5-carboxy­benzene-1,3-dicarboxyl­ate anions bridging Zn^II atoms. The unique Zn^II atom is in a distorted tetra­hedral coordination environment. In the crystal structure, inter­molecular N—H...O, O—H...O and O—H...N hydrogen bonds link the chains and solvent water mol­ecules into a three-dimensional network.

Key indicators

• Single-crystal X-ray study
• T = 294 K
• Mean [sigma](C-C) = 0.008 Å
• R factor = 0.055
• wR factor = 0.152
• Data-to-parameter ratio = 11.9

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low .......       0.97
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...          8
PLAT369_ALERT_2_C Long   C(sp2)-C(sp2) Bond  C4     -   C5     ...       1.53 Ang.

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   4 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   1 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
   2 ALERT type 3 Indicator that the structure quality may be low
   0 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

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Computing details

Data collection: APEX2 (Bruker, 2003); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Bruker, 2001); program(s) used to refine structure: SHELXTL; molecular graphics: PLATON (Spek, 2003) and DIAMOND (Brandenburg & Berndt, 1999); software used to prepare material for publication: SHELXTL.

catena-poly[[[aqua(5-amino-1H-1,2,4-triazole-κN⁴)zinc(II)]-µ- 5-carboxybenzene-1,3-dicarboxylato] dihydrate]

Crystal data

[Zn(C9H4O6)(C2H4N4)(H2O)]·2H2O	Z = 2
Mr = 411.65	F(000) = 420
Triclinic, P1	Dx = 1.726 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.730 (4) Å	Cell parameters from 1200 reflections
b = 10.000 (6) Å	θ = 2.8–21.8°
c = 11.533 (6) Å	µ = 1.61 mm^−1
α = 85.672 (7)°	T = 294 K
β = 71.590 (7)°	Block, colourless
γ = 69.562 (7)°	0.20 × 0.19 × 0.15 mm
V = 792.0 (8) Å^3

Data collection

Bruker APEXII diffractometer	2712 independent reflections
Radiation source: fine-focus sealed tube	1917 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.035
φ and ω scans	θmax = 25.0°, θmin = 1.9°
Absorption correction: multi-scan (SADABS; Sheldrick, 1997)	h = −9→9
Tmin = 0.719, Tmax = 0.786	k = −11→6
4222 measured reflections	l = −13→13

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	H-atom parameters constrained
R[F^2 > 2σ(F^2)] = 0.055	w = 1/[σ^2(Fo^2) + (0.075P)^2 + 1.0815P] where P = (Fo^2 + 2Fc^2)/3
wR(F^2) = 0.152	(Δ/σ)max < 0.001
S = 1.05	Δρmax = 0.85 e Å^−3
2712 reflections	Δρmin = −0.68 e Å^−3
227 parameters

Special details

Experimental. Spectroscopic analysis: IR (KBr pellet, cm^-1): 3455 (w), 3318 (m), 3148 (w), 3106 (w), 1700 (versus), 1613 (m), 1555 (s), 1432 (m), 1324 (m), 1239 (versus), 938 (m), 905 (m), 796 (w), 750 (s), 691 (s), 535 (m). Analysis, calculated for C₂₂H₂₈N₈O₁₈Zn₂: C 60.73, H 3.71, N 9.66%; found: C 60.50, H 3.65, N 9.76%.

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
Zn1	0.73323 (9)	−0.01806 (7)	0.84971 (6)	0.0369 (3)
O1	0.5659 (6)	0.2495 (5)	0.7854 (4)	0.0494 (12)
O2	0.5557 (6)	0.1479 (4)	0.9633 (4)	0.0409 (10)
O3	0.0376 (6)	0.7129 (4)	0.7740 (4)	0.0447 (11)
O4	−0.1136 (5)	0.8501 (4)	0.9442 (4)	0.0405 (10)
O5	0.0246 (6)	0.6921 (5)	1.3297 (4)	0.0527 (12)
O6	0.2447 (7)	0.4780 (5)	1.3346 (4)	0.0537 (12)
H6	0.2233	0.5069	1.4042	0.080*
O7	0.9452 (6)	0.0281 (4)	0.7172 (4)	0.0483 (11)
H7A	0.9082	0.1136	0.7045	0.072*
H7B	1.0628	−0.0162	0.7140	0.072*
N1	0.5848 (6)	−0.0683 (5)	0.7573 (4)	0.0365 (12)
N2	0.8312 (7)	−0.1671 (7)	0.5710 (5)	0.0574 (17)
H2A	0.9207	−0.1583	0.5958	0.069*
H2B	0.8597	−0.2029	0.4991	0.069*
N3	0.4970 (7)	−0.1281 (6)	0.6126 (5)	0.0442 (13)
H3'	0.5036	−0.1604	0.5437	0.053*
N4	0.3272 (7)	−0.0708 (6)	0.7085 (5)	0.0495 (14)
C1	0.5031 (8)	0.2559 (6)	0.8982 (5)	0.0335 (13)
C2	0.3588 (7)	0.3932 (6)	0.9647 (5)	0.0291 (12)
C3	0.2623 (7)	0.5003 (6)	0.8981 (5)	0.0304 (12)
H3	0.2902	0.4855	0.8146	0.037*
C4	0.1267 (7)	0.6271 (6)	0.9549 (5)	0.0314 (13)
C5	0.0121 (8)	0.7369 (6)	0.8828 (5)	0.0331 (13)
C6	0.0909 (8)	0.6505 (6)	1.0780 (5)	0.0350 (14)
H6A	0.0006	0.7364	1.1164	0.042*
C7	0.1877 (8)	0.5477 (6)	1.1456 (5)	0.0313 (13)
C8	0.1443 (8)	0.5789 (6)	1.2776 (5)	0.0371 (14)
C9	0.3211 (8)	0.4164 (6)	1.0880 (5)	0.0327 (13)
H9	0.3834	0.3456	1.1329	0.039*
C10	0.6495 (8)	−0.1255 (6)	0.6436 (5)	0.0374 (14)
C11	0.3888 (9)	−0.0374 (7)	0.7901 (6)	0.0470 (17)
H11	0.3056	0.0047	0.8658	0.056*
O8	0.5151 (8)	0.2957 (6)	0.5660 (5)	0.0714 (15)
H8A	0.5105	0.2733	0.6393	0.107*
H8B	0.6183	0.3088	0.5203	0.107*
O9	0.2332 (7)	0.5535 (5)	0.5584 (4)	0.0641 (15)
H9A	0.1475	0.5976	0.6230	0.096*
H9B	0.3203	0.4768	0.5674	0.096*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn1	0.0329 (4)	0.0283 (4)	0.0426 (4)	0.0063 (3)	−0.0192 (3)	−0.0080 (3)
O1	0.050 (3)	0.038 (3)	0.039 (3)	0.011 (2)	−0.013 (2)	−0.006 (2)
O2	0.046 (2)	0.026 (2)	0.041 (2)	0.0065 (19)	−0.0208 (19)	−0.0031 (18)
O3	0.049 (3)	0.033 (2)	0.042 (3)	0.003 (2)	−0.020 (2)	−0.0036 (19)
O4	0.036 (2)	0.031 (2)	0.044 (2)	0.0069 (18)	−0.0163 (18)	−0.0069 (18)
O5	0.058 (3)	0.041 (3)	0.039 (2)	0.006 (2)	−0.012 (2)	−0.008 (2)
O6	0.073 (3)	0.041 (3)	0.040 (3)	−0.003 (2)	−0.026 (2)	−0.001 (2)
O7	0.038 (2)	0.029 (2)	0.070 (3)	0.0022 (19)	−0.022 (2)	0.004 (2)
N1	0.028 (3)	0.037 (3)	0.035 (3)	0.002 (2)	−0.009 (2)	−0.004 (2)
N2	0.040 (3)	0.083 (5)	0.044 (3)	−0.015 (3)	−0.006 (3)	−0.024 (3)
N3	0.045 (3)	0.045 (3)	0.043 (3)	−0.009 (3)	−0.021 (2)	−0.008 (2)
N4	0.038 (3)	0.058 (4)	0.053 (3)	−0.011 (3)	−0.018 (3)	−0.009 (3)
C1	0.029 (3)	0.031 (3)	0.040 (4)	−0.004 (3)	−0.016 (3)	−0.003 (3)
C2	0.022 (3)	0.020 (3)	0.039 (3)	0.000 (2)	−0.009 (2)	−0.003 (2)
C3	0.031 (3)	0.025 (3)	0.032 (3)	−0.004 (2)	−0.012 (2)	−0.002 (2)
C4	0.025 (3)	0.026 (3)	0.039 (3)	0.000 (2)	−0.013 (2)	−0.002 (2)
C5	0.026 (3)	0.028 (3)	0.041 (3)	−0.001 (2)	−0.013 (2)	−0.002 (3)
C6	0.028 (3)	0.022 (3)	0.046 (4)	0.003 (2)	−0.011 (2)	−0.002 (2)
C7	0.032 (3)	0.023 (3)	0.036 (3)	−0.006 (2)	−0.012 (2)	−0.001 (2)
C8	0.040 (3)	0.025 (3)	0.045 (3)	−0.005 (3)	−0.016 (3)	−0.002 (3)
C9	0.032 (3)	0.025 (3)	0.039 (3)	−0.004 (2)	−0.016 (3)	0.001 (2)
C10	0.037 (3)	0.034 (3)	0.039 (3)	−0.007 (3)	−0.014 (3)	−0.005 (3)
C11	0.037 (3)	0.051 (4)	0.042 (4)	−0.003 (3)	−0.010 (3)	−0.006 (3)
O8	0.091 (4)	0.064 (4)	0.056 (3)	−0.007 (3)	−0.038 (3)	−0.009 (3)
O9	0.064 (3)	0.059 (3)	0.052 (3)	0.007 (3)	−0.023 (2)	−0.012 (2)

Geometric parameters (Å, º)

Zn1—O4^i	1.959 (4)	N3—N4	1.389 (7)
Zn1—O2	1.989 (4)	N3—H3'	0.8600
Zn1—N1	1.990 (5)	N4—C11	1.291 (8)
Zn1—O7	2.018 (4)	C1—C2	1.505 (7)
O1—C1	1.235 (7)	C2—C9	1.380 (8)
O2—C1	1.289 (7)	C2—C3	1.405 (7)
O3—C5	1.236 (6)	C3—C4	1.378 (7)
O4—C5	1.282 (6)	C3—H3	0.9300
O4—Zn1^ii	1.959 (4)	C4—C6	1.379 (8)
O5—C8	1.232 (7)	C4—C5	1.527 (7)
O6—C8	1.315 (7)	C6—C7	1.391 (8)
O6—H6	0.8200	C6—H6A	0.9300
O7—H7A	0.8200	C7—C9	1.408 (7)
O7—H7B	0.8501	C7—C8	1.485 (8)
N1—C10	1.340 (7)	C9—H9	0.9300
N1—C11	1.366 (8)	C11—H11	0.9300
N2—C10	1.322 (7)	O8—H8A	0.8506
N2—H2A	0.8600	O8—H8B	0.8532
N2—H2B	0.8600	O9—H9A	0.8498
N3—C10	1.345 (7)	O9—H9B	0.8508
O4^i—Zn1—O2	105.53 (16)	C4—C3—H3	119.6
O4^i—Zn1—N1	125.53 (19)	C2—C3—H3	119.6
O2—Zn1—N1	108.81 (17)	C3—C4—C6	119.3 (5)
O4^i—Zn1—O7	100.41 (17)	C3—C4—C5	119.9 (5)
O2—Zn1—O7	112.91 (18)	C6—C4—C5	120.8 (5)
N1—Zn1—O7	103.43 (19)	O3—C5—O4	123.9 (5)
C1—O2—Zn1	107.8 (3)	O3—C5—C4	120.8 (5)
C5—O4—Zn1^ii	113.5 (3)	O4—C5—C4	115.3 (5)
C8—O6—H6	109.5	C4—C6—C7	121.1 (5)
Zn1—O7—H7A	109.5	C4—C6—H6A	119.5
Zn1—O7—H7B	118.8	C7—C6—H6A	119.5
H7A—O7—H7B	120.5	C6—C7—C9	119.4 (5)
C10—N1—C11	103.7 (5)	C6—C7—C8	118.8 (5)
C10—N1—Zn1	128.4 (4)	C9—C7—C8	121.8 (5)
C11—N1—Zn1	127.5 (4)	O5—C8—O6	122.4 (5)
C10—N2—H2A	120.0	O5—C8—C7	122.4 (5)
C10—N2—H2B	120.0	O6—C8—C7	115.2 (5)
H2A—N2—H2B	120.0	C2—C9—C7	119.6 (5)
C10—N3—N4	109.7 (5)	C2—C9—H9	120.2
C10—N3—H3'	125.1	C7—C9—H9	120.2
N4—N3—H3'	125.1	N2—C10—N1	126.3 (5)
C11—N4—N3	102.7 (5)	N2—C10—N3	125.0 (5)
O1—C1—O2	122.4 (5)	N1—C10—N3	108.7 (5)
O1—C1—C2	120.1 (5)	N4—C11—N1	115.1 (5)
O2—C1—C2	117.5 (5)	N4—C11—H11	122.4
C9—C2—C3	119.6 (5)	N1—C11—H11	122.4
C9—C2—C1	121.8 (5)	H8A—O8—H8B	117.1
C3—C2—C1	118.6 (5)	H9A—O9—H9B	117.0
C4—C3—C2	120.9 (5)
O4^i—Zn1—O2—C1	157.7 (4)	C3—C4—C5—O4	178.5 (5)
N1—Zn1—O2—C1	−65.3 (4)	C6—C4—C5—O4	1.1 (8)
O7—Zn1—O2—C1	48.9 (4)	C3—C4—C6—C7	−0.7 (9)
O4^i—Zn1—N1—C10	−84.4 (6)	C5—C4—C6—C7	176.7 (5)
O2—Zn1—N1—C10	149.4 (5)	C4—C6—C7—C9	−1.5 (9)
O7—Zn1—N1—C10	29.1 (5)	C4—C6—C7—C8	179.7 (5)
O4^i—Zn1—N1—C11	103.7 (5)	C6—C7—C8—O5	0.6 (9)
O2—Zn1—N1—C11	−22.5 (6)	C9—C7—C8—O5	−178.3 (6)
O7—Zn1—N1—C11	−142.8 (5)	C6—C7—C8—O6	−178.5 (6)
C10—N3—N4—C11	0.2 (7)	C9—C7—C8—O6	2.6 (8)
Zn1—O2—C1—O1	−2.8 (7)	C3—C2—C9—C7	−0.6 (8)
Zn1—O2—C1—C2	176.8 (4)	C1—C2—C9—C7	178.7 (5)
O1—C1—C2—C9	−163.9 (5)	C6—C7—C9—C2	2.1 (8)
O2—C1—C2—C9	16.5 (8)	C8—C7—C9—C2	−179.0 (5)
O1—C1—C2—C3	15.5 (8)	C11—N1—C10—N2	176.9 (7)
O2—C1—C2—C3	−164.1 (5)	Zn1—N1—C10—N2	3.5 (10)
C9—C2—C3—C4	−1.6 (9)	C11—N1—C10—N3	−0.3 (7)
C1—C2—C3—C4	179.0 (5)	Zn1—N1—C10—N3	−173.7 (4)
C2—C3—C4—C6	2.3 (9)	N4—N3—C10—N2	−177.2 (6)
C2—C3—C4—C5	−175.1 (5)	N4—N3—C10—N1	0.1 (7)
Zn1^ii—O4—C5—O3	0.9 (8)	N3—N4—C11—N1	−0.4 (8)
Zn1^ii—O4—C5—C4	−176.6 (4)	C10—N1—C11—N4	0.5 (8)
C3—C4—C5—O3	0.9 (9)	Zn1—N1—C11—N4	174.0 (5)
C6—C4—C5—O3	−176.4 (6)

Symmetry codes: (i) x+1, y−1, z; (ii) x−1, y+1, z.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2A···O3^i	0.86	2.58	3.173 (8)	127
N2—H2A···O7	0.86	2.51	3.173 (8)	135
N2—H2B···O5^iii	0.86	2.08	2.908 (7)	160
N3—H3′···O8^iv	0.86	1.99	2.795 (8)	155
O6—H6···O9^v	0.82	1.90	2.710 (7)	167
O7—H7A···O1	0.82	2.42	2.897 (7)	118
O7—H7A···O5^vi	0.82	2.16	2.885 (6)	148
O7—H7B···N4^vii	0.85	1.90	2.738 (8)	166
O8—H8A···O1	0.85	1.84	2.664 (7)	161
O8—H8B···O9^viii	0.85	2.07	2.842 (8)	150
O9—H9A···O3	0.85	1.94	2.748 (6)	158
O9—H9B···O8	0.85	1.91	2.751 (8)	172

Symmetry codes: (i) x+1, y−1, z; (iii) x+1, y−1, z−1; (iv) −x+1, −y, −z+1; (v) x, y, z+1; (vi) −x+1, −y+1, −z+2; (vii) x+1, y, z; (viii) −x+1, −y+1, −z+1.