A one-dimensional helical chain polymer: catena-poly[[[bis­(1H-imidazole)zinc(II)]-μ-3-carboxyl­atophenoxy­acetato] trihydrate]

In the title one-dimensional polymer, {[Zn(3-CPOA)(C₃H₄N₂)₂]·3H₂O}_n (3-CPOA²⁻ is the 3-carboxyl­atophenoxy­acetate dianion, C₉H₆O₅), the Zn atom shows tetra­hedral coordination, as it is linked to two N atoms from two imidazole mol­ecules and two carboxyl­ate O atoms from two different 3-CPOA²⁻ groups. Adjacent Zn atoms are linked by 3-CPOA²⁻ ligands into a helical chain. The chains are linked into a three-dimensional network by hydrogen bonds.

Key indicators

• Single-crystal X-ray study
• T = 295 K
• Mean [sigma](C-C) = 0.003 Å
• R factor = 0.041
• wR factor = 0.110
• Data-to-parameter ratio = 16.3

checkCIF/PLATON results

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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: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.

catena-poly[[[bis(1H-imidazole)zinc(II)]-µ-3-carboxylatophenoxyacetato] trihydrate]

Crystal data

[Zn(C9H6O5)(C3H4N2)2]·3H2O	F(000) = 928
Mr = 449.74	Dx = 1.552 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 17845 reflections
a = 11.320 (2) Å	θ = 3.2–27.5°
b = 10.122 (2) Å	µ = 1.33 mm^−1
c = 17.690 (4) Å	T = 295 K
β = 108.28 (3)°	Prism, colourless
V = 1924.7 (7) Å^3	0.38 × 0.26 × 0.19 mm
Z = 4

Data collection

Rigaku R-AXIS RAPID diffractometer	4408 independent reflections
Radiation source: fine-focus sealed tube	3606 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.047
Detector resolution: 10 pixels mm^-1	θmax = 27.5°, θmin = 3.2°
ω scans	h = −14→14
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	k = −12→13
Tmin = 0.633, Tmax = 0.787	l = −22→22
18076 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)] = 0.041	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.110	H atoms treated by a mixture of independent and constrained refinement
S = 1.04	w = 1/[σ^2(Fo^2) + (0.062P)^2 + 0.5348P] where P = (Fo^2 + 2Fc^2)/3
4408 reflections	(Δ/σ)max = 0.001
271 parameters	Δρmax = 0.51 e Å^−3
9 restraints	Δρmin = −0.41 e Å^−3

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Zn1	0.81994 (3)	0.85610 (2)	0.638080 (16)	0.04129 (11)
N1	0.83595 (18)	0.94390 (18)	0.54190 (11)	0.0419 (4)
N2	0.8654 (2)	1.0925 (2)	0.46075 (13)	0.0496 (5)
N3	0.6879 (2)	0.93999 (19)	0.67522 (12)	0.0468 (5)
N4	0.5715 (2)	1.0849 (2)	0.70885 (13)	0.0567 (5)
O1	0.74722 (16)	0.67990 (15)	0.61690 (10)	0.0467 (4)
O2	0.88327 (16)	0.57569 (17)	0.57119 (11)	0.0528 (4)
O3	0.41153 (16)	0.34660 (15)	0.60449 (10)	0.0455 (4)
O4	0.5044 (2)	0.55168 (17)	0.77574 (11)	0.0606 (5)
O5	0.53639 (17)	0.33804 (15)	0.76396 (10)	0.0462 (4)
O1W	0.3214 (2)	0.7494 (3)	0.77136 (14)	0.0803 (6)
O2W	0.8766 (2)	1.3122 (2)	0.36988 (13)	0.0709 (6)
O3W	0.9507 (2)	0.6445 (2)	0.42593 (15)	0.0734 (6)
C1	0.8836 (2)	1.0616 (2)	0.53713 (14)	0.0420 (5)
C2	0.7855 (3)	0.8995 (3)	0.46476 (16)	0.0525 (6)
C3	0.8039 (3)	0.9909 (3)	0.41486 (16)	0.0577 (7)
C4	0.6684 (3)	1.0666 (2)	0.68361 (16)	0.0528 (6)
C5	0.5970 (3)	0.8758 (3)	0.69686 (19)	0.0570 (7)
C6	0.5250 (3)	0.9644 (3)	0.71772 (18)	0.0600 (7)
C7	0.7841 (2)	0.5805 (2)	0.58667 (12)	0.0375 (4)
C8	0.6974 (2)	0.46405 (19)	0.56867 (12)	0.0353 (4)
C9	0.7124 (2)	0.3630 (2)	0.51925 (14)	0.0407 (5)
C10	0.6264 (2)	0.2610 (2)	0.49892 (14)	0.0450 (5)
C11	0.5274 (2)	0.2583 (2)	0.52797 (13)	0.0431 (5)
C12	0.5130 (2)	0.35829 (19)	0.57860 (13)	0.0362 (4)
C13	0.5978 (2)	0.46134 (19)	0.59890 (12)	0.0356 (4)
C14	0.3914 (2)	0.4480 (2)	0.65444 (13)	0.0426 (5)
C15	0.4839 (2)	0.4475 (2)	0.73782 (13)	0.0403 (5)
H1	0.9237	1.1150	0.5804	0.050*
H2	0.7452	0.8191	0.4498	0.063*
H3	0.7794	0.9859	0.3596	0.069*
H4	0.7166	1.1344	0.6731	0.063*
H5	0.5868	0.7846	0.6970	0.068*
H6	0.4569	0.9468	0.7349	0.072*
H9	0.7799	0.3638	0.4999	0.049*
H10	0.6359	0.1940	0.4653	0.054*
H11	0.4699	0.1898	0.5139	0.052*
H13	0.5881	0.5283	0.6325	0.043*
H14A	0.3082	0.4386	0.6582	0.051*
H14B	0.3957	0.5328	0.6299	0.051*
H1W1	0.378 (3)	0.698 (4)	0.766 (2)	0.120*
H1W2	0.347 (4)	0.787 (4)	0.8165 (14)	0.120*
H2W1	0.9506 (15)	1.338 (4)	0.379 (2)	0.106*
H2W2	0.843 (3)	1.292 (4)	0.3218 (9)	0.106*
H3W1	0.999 (3)	0.580 (3)	0.426 (2)	0.110*
H3W2	0.911 (4)	0.628 (3)	0.459 (2)	0.110*
H16	0.8886	1.1643	0.4436	0.059*
H17	0.5429	1.1599	0.7180	0.068*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn1	0.04536 (18)	0.03239 (15)	0.04721 (17)	−0.00435 (10)	0.01608 (13)	−0.00359 (10)
N1	0.0417 (11)	0.0376 (9)	0.0461 (10)	−0.0049 (8)	0.0134 (8)	−0.0018 (8)
N2	0.0475 (12)	0.0478 (11)	0.0588 (12)	0.0015 (9)	0.0243 (10)	0.0091 (10)
N3	0.0528 (12)	0.0366 (9)	0.0515 (11)	0.0002 (8)	0.0173 (10)	−0.0030 (8)
N4	0.0627 (15)	0.0460 (12)	0.0614 (13)	0.0120 (10)	0.0197 (11)	−0.0080 (10)
O1	0.0488 (10)	0.0356 (8)	0.0589 (10)	−0.0090 (7)	0.0214 (8)	−0.0087 (7)
O2	0.0460 (10)	0.0492 (10)	0.0702 (11)	−0.0083 (8)	0.0280 (9)	−0.0067 (9)
O3	0.0426 (9)	0.0470 (9)	0.0488 (9)	−0.0134 (7)	0.0170 (7)	−0.0105 (7)
O4	0.0787 (14)	0.0441 (9)	0.0506 (10)	0.0140 (9)	0.0080 (9)	−0.0077 (8)
O5	0.0494 (10)	0.0354 (8)	0.0512 (9)	0.0052 (7)	0.0119 (8)	0.0012 (7)
O1W	0.0749 (15)	0.0884 (16)	0.0709 (14)	0.0201 (13)	0.0132 (12)	−0.0047 (12)
O2W	0.0717 (15)	0.0763 (14)	0.0679 (13)	−0.0134 (12)	0.0263 (11)	0.0030 (12)
O3W	0.0801 (17)	0.0661 (13)	0.0820 (16)	0.0183 (11)	0.0368 (13)	0.0176 (11)
C1	0.0417 (12)	0.0372 (11)	0.0485 (12)	−0.0033 (9)	0.0159 (10)	−0.0031 (9)
C2	0.0493 (15)	0.0548 (14)	0.0540 (14)	−0.0128 (12)	0.0172 (12)	−0.0146 (12)
C3	0.0528 (16)	0.0746 (18)	0.0447 (13)	0.0002 (13)	0.0136 (12)	−0.0053 (13)
C4	0.0637 (17)	0.0377 (12)	0.0594 (15)	0.0012 (11)	0.0226 (13)	−0.0008 (11)
C5	0.0547 (16)	0.0426 (13)	0.0785 (19)	−0.0053 (11)	0.0279 (15)	−0.0065 (12)
C6	0.0568 (17)	0.0600 (16)	0.0685 (17)	0.0010 (13)	0.0273 (14)	−0.0063 (14)
C7	0.0390 (12)	0.0356 (10)	0.0373 (10)	−0.0048 (9)	0.0109 (9)	0.0006 (9)
C8	0.0368 (11)	0.0320 (10)	0.0354 (10)	−0.0010 (8)	0.0088 (9)	0.0009 (8)
C9	0.0392 (12)	0.0401 (11)	0.0431 (11)	0.0021 (9)	0.0131 (10)	−0.0041 (9)
C10	0.0483 (13)	0.0380 (11)	0.0463 (12)	0.0032 (10)	0.0115 (10)	−0.0125 (10)
C11	0.0436 (13)	0.0343 (11)	0.0469 (12)	−0.0060 (9)	0.0078 (10)	−0.0081 (9)
C12	0.0357 (11)	0.0354 (10)	0.0362 (10)	−0.0019 (8)	0.0094 (9)	0.0008 (8)
C13	0.0399 (12)	0.0303 (9)	0.0362 (10)	−0.0021 (8)	0.0115 (9)	−0.0046 (8)
C14	0.0362 (12)	0.0448 (12)	0.0469 (12)	0.0007 (9)	0.0133 (10)	−0.0014 (10)
C15	0.0401 (12)	0.0393 (11)	0.0439 (11)	0.0032 (9)	0.0168 (10)	−0.0014 (9)

Geometric parameters (Å, º)

Zn1—N1	1.9776 (19)	O3W—H3W1	0.85 (3)
Zn1—N3	2.000 (2)	O3W—H3W2	0.86 (4)
Zn1—O1	1.9507 (16)	C1—H1	0.9300
Zn1—O5^i	1.9782 (19)	C2—C3	1.339 (4)
O1—C7	1.270 (3)	C2—H2	0.9300
O2—C7	1.237 (3)	C3—H3	0.9300
O4—C15	1.232 (3)	C4—H4	0.9300
O5—C15	1.274 (3)	C5—C6	1.339 (4)
N1—C1	1.321 (3)	C5—H5	0.9300
N1—C2	1.379 (3)	C6—H6	0.9300
N2—C1	1.338 (3)	C7—C8	1.503 (3)
N2—C3	1.358 (4)	C8—C9	1.390 (3)
N2—H16	0.8600	C8—C13	1.392 (3)
N3—C4	1.317 (3)	C9—C10	1.387 (3)
N3—C5	1.370 (3)	C9—H9	0.9300
N4—C4	1.321 (4)	C10—C11	1.372 (3)
N4—C6	1.357 (4)	C10—H10	0.9300
N4—H17	0.8600	C11—C12	1.395 (3)
O3—C12	1.368 (3)	C11—H11	0.9300
O3—C14	1.419 (3)	C12—C13	1.386 (3)
O5—Zn1^ii	1.9782 (19)	C13—H13	0.9300
O1W—H1W1	0.85 (4)	C14—C15	1.518 (3)
O1W—H1W2	0.85 (3)	C14—H14A	0.9700
O2W—H2W1	0.84 (3)	C14—H14B	0.9700
O2W—H2W2	0.84 (3)
N1—Zn1—N3	111.80 (8)	C3—C2—H2	125.5
N1—Zn1—O5^i	121.55 (8)	C4—N3—Zn1	128.26 (18)
O1—Zn1—N1	113.12 (8)	C4—N3—C5	105.2 (2)
O1—Zn1—N3	97.90 (8)	C4—N4—C6	107.8 (2)
O1—Zn1—O5^i	105.38 (7)	C4—N4—H17	126.1
O5^i—Zn1—N3	104.18 (8)	C5—N3—Zn1	126.50 (16)
N1—C1—N2	109.8 (2)	C5—C6—N4	106.2 (2)
N1—C1—H1	125.1	C5—C6—H6	126.9
N1—C2—H2	125.5	C6—N4—H17	126.1
N2—C1—H1	125.1	C6—C5—N3	109.5 (2)
N2—C3—H3	126.7	C6—C5—H5	125.2
N3—C4—N4	111.2 (2)	C7—O1—Zn1	129.08 (15)
N3—C4—H4	124.4	C8—C9—H9	120.1
N3—C5—H5	125.2	C8—C13—H13	120.2
N4—C4—H4	124.4	C9—C8—C7	120.6 (2)
N4—C6—H6	126.9	C9—C8—C13	120.05 (19)
O1—C7—C8	115.55 (19)	C9—C10—H10	119.8
O2—C7—O1	124.4 (2)	C10—C9—C8	119.8 (2)
O2—C7—C8	120.0 (2)	C10—C9—H9	120.1
O3—C12—C11	115.58 (19)	C10—C11—C12	120.0 (2)
O3—C12—C13	124.33 (18)	C10—C11—H11	120.0
O3—C14—C15	113.97 (19)	C11—C10—C9	120.5 (2)
O3—C14—H14A	108.8	C11—C10—H10	119.8
O3—C14—H14B	108.8	C12—C11—H11	120.0
O4—C15—O5	124.1 (2)	C12—C13—C8	119.61 (19)
O4—C15—C14	118.7 (2)	C12—C13—H13	120.2
O5—C15—C14	117.17 (19)	C12—O3—C14	117.49 (16)
C1—N1—Zn1	127.55 (16)	C13—C8—C7	119.23 (18)
C1—N1—C2	106.3 (2)	C13—C12—C11	120.1 (2)
C1—N2—C3	108.3 (2)	C15—O5—Zn1^ii	113.53 (15)
C1—N2—H16	125.8	C15—C14—H14A	108.8
C2—N1—Zn1	125.72 (16)	C15—C14—H14B	108.8
C2—C3—N2	106.6 (2)	H1W1—O1W—H1W2	109 (4)
C2—C3—H3	126.7	H2W1—O2W—H2W2	112.1 (17)
C3—N2—H16	125.8	H3W1—O3W—H3W2	109.1 (16)
C3—C2—N1	109.0 (2)	H14A—C14—H14B	107.7
Zn1—N1—C1—N2	−173.14 (16)	O3—C14—C15—O5	−25.0 (3)
Zn1—N1—C2—C3	173.39 (18)	O5^i—Zn1—N1—C1	−51.6 (2)
Zn1—N3—C4—N4	179.39 (17)	O5^i—Zn1—N1—C2	136.6 (2)
Zn1—N3—C5—C6	−179.5 (2)	O5^i—Zn1—N3—C4	87.0 (2)
Zn1—O1—C7—O2	6.8 (3)	O5^i—Zn1—N3—C5	−93.6 (2)
Zn1—O1—C7—C8	−172.39 (14)	O5^i—Zn1—O1—C7	−77.6 (2)
Zn1^ii—O5—C15—O4	−12.2 (3)	C1—N1—C2—C3	0.2 (3)
Zn1^ii—O5—C15—C14	167.35 (15)	C1—N2—C3—C2	0.1 (3)
N1—Zn1—N3—C4	−46.0 (3)	C2—N1—C1—N2	−0.1 (3)
N1—Zn1—N3—C5	133.4 (2)	C3—N2—C1—N1	0.0 (3)
N1—Zn1—O1—C7	57.4 (2)	C4—N3—C5—C6	0.0 (3)
N1—C2—C3—N2	−0.2 (3)	C4—N4—C6—C5	−0.2 (3)
N3—Zn1—N1—C1	72.1 (2)	C5—N3—C4—N4	−0.1 (3)
N3—Zn1—N1—C2	−99.6 (2)	C6—N4—C4—N3	0.2 (3)
N3—Zn1—O1—C7	175.2 (2)	C7—C8—C9—C10	−175.5 (2)
N3—C5—C6—N4	0.1 (4)	C7—C8—C13—C12	176.07 (19)
O1—Zn1—N1—C1	−178.54 (19)	C8—C9—C10—C11	−0.8 (4)
O1—Zn1—N1—C2	9.7 (2)	C9—C8—C13—C12	−0.8 (3)
O1—Zn1—N3—C4	−164.8 (2)	C9—C10—C11—C12	−0.3 (4)
O1—Zn1—N3—C5	14.5 (2)	C10—C11—C12—O3	−179.9 (2)
O1—C7—C8—C9	164.8 (2)	C10—C11—C12—C13	0.8 (3)
O1—C7—C8—C13	−12.1 (3)	C11—C12—C13—C8	−0.2 (3)
O2—C7—C8—C9	−14.4 (3)	C12—O3—C14—C15	−71.5 (2)
O2—C7—C8—C13	168.7 (2)	C13—C8—C9—C10	1.3 (3)
O3—C12—C13—C8	−179.5 (2)	C14—O3—C12—C11	−178.37 (19)
O3—C14—C15—O4	154.5 (2)	C14—O3—C12—C13	1.0 (3)

Symmetry codes: (i) −x+3/2, y+1/2, −z+3/2; (ii) −x+3/2, y−1/2, −z+3/2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N2—H16···O2W	0.86	1.96	2.770 (3)	156
N4—H17···O5^iii	0.86	1.99	2.814 (3)	160
O1W—H1W1···O4	0.85 (4)	2.03 (4)	2.864 (3)	166 (4)
O1W—H1W2···O3W^iv	0.85 (3)	2.04 (3)	2.874 (3)	166 (4)
O2W—H2W1···O2^v	0.84 (3)	2.01 (3)	2.825 (3)	163 (3)
O2W—H2W2···O1W^vi	0.84 (3)	2.11 (3)	2.854 (4)	148 (3)
O3W—H3W1···O2^vii	0.85 (3)	2.05 (3)	2.906 (3)	178 (4)
O3W—H3W2···O2	0.86 (4)	2.17 (2)	2.983 (3)	158 (4)

Symmetry codes: (iii) x, y+1, z; (iv) x−1/2, −y+3/2, z+1/2; (v) −x+2, −y+2, −z+1; (vi) −x+1, −y+2, −z+1; (vii) −x+2, −y+1, −z+1.