catena-Poly[[aqua­(1,10-phenanthroline)zinc(II)]-μ-maleato-κ³O,O:O′]

In the title compound, [Zn(C₄H₂O₄)(C₁₂H₈N₂)(H₂O)]_n, the octa­hedrally coordinated Zn atom is bonded to two N atoms from phenanthroline, three carboxyl O atoms and one water O atom.

Key indicators

• Single-crystal X-ray study
• T = 292 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.022
• wR factor = 0.065
• Data-to-parameter ratio = 10.4

checkCIF/PLATON results

No syntax errors found



Alert level G
REFLT03_ALERT_4_G  WARNING: Large fraction of Friedel related reflns may
                     be needed to determine absolute structure
           From the CIF: _diffrn_reflns_theta_max           27.49
           From the CIF: _reflns_number_total               2355
           Count of symmetry unique reflns         1857
           Completeness (_total/calc)            126.82%
           TEST3: Check Friedels for noncentro structure
           Estimate of Friedel pairs measured       498
           Fraction of Friedel pairs measured     0.268
           Are heavy atom types Z>Si present        yes

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

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   0 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

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Computing details

Data collection: SMART (Bruker, 2000); cell refinement: SMART; data reduction: SAINT (Bruker, 2000); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1997); software used to prepare material for publication: SHELXTL.

catena-Poly[[aqua(1,10-phenanthroline)zinc(II)]-µ-maleate-κ³O,O,O']

Crystal data

[Zn(C4H2O4)(C12H8N2)(H2O)]	F(000) = 384
Mr = 377.65	Dx = 1.672 Mg m^−3
Monoclinic, P21	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2yb	Cell parameters from 3990 reflections
a = 9.9906 (8) Å	θ = 2.8–28.3°
b = 7.2954 (6) Å	µ = 1.67 mm^−1
c = 10.2946 (9) Å	T = 292 K
β = 91.893 (1)°	Block, colourless
V = 749.92 (11) Å^3	0.44 × 0.42 × 0.20 mm
Z = 2

Data collection

Bruker SMART CCD area-detector diffractometer	2355 independent reflections
Radiation source: fine-focus sealed tube	2303 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.019
φ and ω scans	θmax = 27.5°, θmin = 2.0°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −12→12
Tmin = 0.516, Tmax = 0.717	k = −9→4
4505 measured reflections	l = −13→13

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.022	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.065	w = 1/[σ^2(Fo^2) + (0.0446P)^2 + 0.0065P] where P = (Fo^2 + 2Fc^2)/3
S = 1.10	(Δ/σ)max = 0.004
2355 reflections	Δρmax = 0.23 e Å^−3
226 parameters	Δρmin = −0.33 e Å^−3
3 restraints	Absolute structure: Flack (1983), with 498 Friedel pairs
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: 0.283 (16)

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
Zn1	0.70215 (2)	0.51252 (6)	0.737663 (19)	0.03322 (9)
N1	0.88285 (19)	0.5412 (3)	0.85949 (18)	0.0348 (5)
N2	0.62861 (17)	0.4987 (5)	0.92923 (17)	0.0359 (4)
O1	0.7102 (2)	0.8103 (4)	0.6846 (2)	0.0445 (5)
O2	0.8102 (2)	0.6012 (3)	0.57134 (19)	0.0515 (5)
O3	0.50582 (19)	0.4869 (4)	0.66191 (19)	0.0468 (6)
O4	0.7467 (2)	0.2476 (3)	0.6918 (2)	0.0421 (5)
C1	1.0089 (2)	0.5569 (4)	0.8234 (3)	0.0462 (7)
H1	1.0268	0.5550	0.7354	0.055*
C2	1.1153 (3)	0.5762 (5)	0.9140 (4)	0.0598 (9)
H2	1.2022	0.5867	0.8853	0.072*
C3	1.0934 (3)	0.5797 (5)	1.0421 (4)	0.0599 (9)
H3	1.1646	0.5937	1.1018	0.072*
C4	0.9619 (3)	0.5619 (4)	1.0847 (3)	0.0485 (7)
C5	0.9259 (4)	0.5593 (5)	1.2183 (3)	0.0684 (11)
H5	0.9926	0.5744	1.2826	0.082*
C6	0.7994 (4)	0.5357 (10)	1.2532 (2)	0.0668 (14)
H6	0.7802	0.5329	1.3410	0.080*
C7	0.6931 (3)	0.5146 (7)	1.1581 (2)	0.0500 (6)
C8	0.5589 (4)	0.4824 (6)	1.1878 (3)	0.0612 (10)
H8	0.5343	0.4766	1.2740	0.073*
C9	0.4651 (3)	0.4597 (5)	1.0908 (3)	0.0619 (10)
H9	0.3762	0.4379	1.1101	0.074*
C10	0.5028 (3)	0.4691 (4)	0.9626 (3)	0.0482 (8)
H10	0.4374	0.4541	0.8971	0.058*
C11	0.7235 (2)	0.5198 (5)	1.02570 (19)	0.0359 (4)
C12	0.8595 (2)	0.5424 (4)	0.9880 (2)	0.0345 (6)
C13	0.7039 (3)	0.1743 (4)	0.5874 (3)	0.0389 (6)
C14	0.8067 (3)	0.0820 (5)	0.5078 (3)	0.0435 (7)
H14	0.8520	0.1573	0.4511	0.052*
C15	0.8411 (3)	−0.0917 (5)	0.5076 (3)	0.0434 (7)
H15	0.9063	−0.1286	0.4507	0.052*
C16	0.7820 (3)	0.7664 (4)	0.5932 (2)	0.0388 (6)
H3B	0.481 (4)	0.559 (6)	0.601 (4)	0.068 (13)*
O5	0.5872 (2)	0.1849 (4)	0.5418 (2)	0.0545 (6)
H3A	0.524 (5)	0.391 (7)	0.620 (5)	0.087 (17)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn1	0.03869 (13)	0.03697 (15)	0.02378 (12)	−0.00009 (15)	−0.00222 (8)	0.00103 (15)
N1	0.0361 (8)	0.0376 (15)	0.0307 (8)	−0.0020 (9)	0.0000 (6)	−0.0024 (9)
N2	0.0365 (7)	0.0412 (12)	0.0303 (7)	0.0040 (13)	0.0038 (6)	0.0014 (13)
O1	0.0532 (12)	0.0444 (12)	0.0367 (12)	0.0027 (10)	0.0148 (9)	0.0036 (9)
O2	0.0820 (14)	0.0408 (11)	0.0320 (9)	0.0102 (11)	0.0076 (9)	0.0005 (9)
O3	0.0463 (8)	0.0515 (16)	0.0416 (9)	0.0062 (11)	−0.0145 (7)	0.0041 (12)
O4	0.0527 (11)	0.0369 (11)	0.0354 (11)	0.0039 (9)	−0.0167 (9)	−0.0049 (8)
C1	0.0400 (11)	0.051 (2)	0.0480 (13)	−0.0026 (11)	0.0052 (10)	−0.0014 (12)
C2	0.0366 (12)	0.057 (2)	0.085 (2)	−0.0045 (13)	−0.0054 (13)	−0.0053 (17)
C3	0.0512 (14)	0.0528 (18)	0.074 (2)	−0.0027 (14)	−0.0297 (15)	−0.0075 (16)
C4	0.0581 (14)	0.0428 (17)	0.0431 (13)	0.0031 (12)	−0.0213 (12)	−0.0084 (11)
C5	0.106 (3)	0.061 (3)	0.0355 (13)	0.005 (2)	−0.0323 (16)	−0.0087 (14)
C6	0.106 (3)	0.071 (4)	0.0235 (10)	0.008 (2)	−0.0045 (13)	−0.0083 (17)
C7	0.0754 (15)	0.0465 (13)	0.0287 (9)	0.007 (2)	0.0097 (10)	0.0015 (19)
C8	0.0872 (19)	0.059 (3)	0.0397 (12)	0.008 (2)	0.0307 (14)	0.0072 (16)
C9	0.0608 (16)	0.063 (2)	0.0638 (19)	0.0080 (15)	0.0309 (16)	0.0144 (16)
C10	0.0416 (11)	0.053 (2)	0.0502 (14)	0.0024 (12)	0.0085 (10)	0.0071 (13)
C11	0.0485 (10)	0.0338 (11)	0.0256 (8)	0.0045 (16)	0.0018 (7)	−0.0023 (15)
C12	0.0438 (10)	0.0343 (16)	0.0251 (9)	0.0002 (10)	−0.0057 (8)	−0.0048 (10)
C13	0.0513 (14)	0.0321 (13)	0.0326 (13)	−0.0012 (11)	−0.0078 (10)	0.0017 (10)
C14	0.0560 (17)	0.0426 (15)	0.0324 (13)	−0.0068 (13)	0.0067 (12)	0.0033 (11)
C15	0.0518 (16)	0.0464 (17)	0.0327 (14)	0.0004 (14)	0.0113 (12)	0.0019 (12)
C16	0.0482 (13)	0.0398 (14)	0.0284 (12)	0.0003 (11)	−0.0006 (9)	0.0044 (10)
O5	0.0568 (11)	0.0530 (13)	0.0518 (12)	0.0067 (10)	−0.0247 (9)	−0.0168 (10)

Geometric parameters (Å, º)

Zn1—O1	2.242 (3)	C4—C12	1.411 (3)
Zn1—O2	2.153 (2)	C4—C5	1.433 (4)
Zn1—O3	2.0951 (18)	C5—C6	1.337 (5)
Zn1—O4	2.042 (2)	C5—H5	0.9300
Zn1—N1	2.1741 (19)	C6—C7	1.429 (4)
Zn1—N2	2.1295 (17)	C6—H6	0.9300
N1—C1	1.329 (3)	C7—C8	1.405 (4)
N1—C12	1.351 (3)	C7—C11	1.406 (3)
N2—C10	1.332 (3)	C8—C9	1.357 (5)
N2—C11	1.359 (3)	C8—H8	0.9300
O1—C16	1.244 (3)	C9—C10	1.385 (4)
O2—C16	1.260 (4)	C9—H9	0.9300
O3—H3B	0.85 (3)	C10—H10	0.9300
O3—H3A	0.84 (4)	C11—C12	1.435 (3)
O4—C13	1.262 (3)	C13—O5	1.245 (3)
C1—C2	1.398 (4)	C13—C14	1.495 (4)
C1—H1	0.9300	C14—C15	1.313 (5)
C2—C3	1.344 (6)	C14—H14	0.9300
C2—H2	0.9300	C15—C16^i	1.494 (4)
C3—C4	1.405 (5)	C15—H15	0.9300
C3—H3	0.9300	C16—C15^ii	1.494 (4)
O1—Zn1—O2	59.48 (8)	C12—C4—C5	118.5 (3)
O1—Zn1—O3	92.11 (11)	C6—C5—C4	122.0 (3)
O1—Zn1—O4	148.31 (7)	C6—C5—H5	119.0
O2—Zn1—O3	102.62 (9)	C4—C5—H5	119.0
O2—Zn1—O4	88.96 (10)	C5—C6—C7	121.2 (2)
O3—Zn1—O4	92.16 (11)	C5—C6—H6	119.4
O1—Zn1—N1	90.65 (9)	C7—C6—H6	119.4
O1—Zn1—N2	106.72 (11)	C8—C7—C11	117.0 (2)
O2—Zn1—N1	90.08 (8)	C8—C7—C6	124.2 (2)
O2—Zn1—N2	161.42 (10)	C11—C7—C6	118.8 (2)
O3—Zn1—N1	166.59 (8)	C9—C8—C7	120.1 (2)
O3—Zn1—N2	89.60 (7)	C9—C8—H8	120.0
O4—Zn1—N1	92.38 (9)	C7—C8—H8	120.0
O4—Zn1—N2	104.70 (12)	C8—C9—C10	119.5 (3)
N1—Zn1—N2	77.04 (7)	C8—C9—H9	120.3
C1—N1—C12	118.0 (2)	C10—C9—H9	120.3
C1—N1—Zn1	128.56 (17)	N2—C10—C9	122.9 (3)
C12—N1—Zn1	113.47 (15)	N2—C10—H10	118.6
C10—N2—C11	118.1 (2)	C9—C10—H10	118.6
C10—N2—Zn1	127.18 (17)	N2—C11—C7	122.5 (2)
C11—N2—Zn1	114.70 (13)	N2—C11—C12	117.32 (17)
C16—O1—Zn1	87.76 (19)	C7—C11—C12	120.2 (2)
C16—O2—Zn1	91.42 (16)	N1—C12—C4	123.1 (2)
Zn1—O3—H3B	118 (3)	N1—C12—C11	117.41 (19)
Zn1—O3—H3A	93 (3)	C4—C12—C11	119.4 (2)
H3B—O3—H3A	101 (4)	O5—C13—O4	125.5 (3)
C13—O4—Zn1	121.84 (19)	O5—C13—C14	118.2 (3)
N1—C1—C2	121.9 (3)	O4—C13—C14	116.0 (3)
N1—C1—H1	119.0	C15—C14—C13	128.3 (3)
C2—C1—H1	119.0	C15—C14—H14	115.8
C3—C2—C1	120.8 (3)	C13—C14—H14	115.8
C3—C2—H2	119.6	C14—C15—C16^i	124.0 (3)
C1—C2—H2	119.6	C14—C15—H15	118.0
C2—C3—C4	119.2 (3)	C16^i—C15—H15	118.0
C2—C3—H3	120.4	O1—C16—O2	121.3 (3)
C4—C3—H3	120.4	O1—C16—C15^ii	121.1 (3)
C3—C4—C12	116.9 (3)	O2—C16—C15^ii	117.6 (2)
C3—C4—C5	124.6 (3)
O4—Zn1—N1—C1	73.3 (3)	C3—C4—C5—C6	−177.7 (5)
O3—Zn1—N1—C1	−177.0 (5)	C12—C4—C5—C6	1.2 (6)
N2—Zn1—N1—C1	177.8 (3)	C4—C5—C6—C7	−1.0 (9)
O2—Zn1—N1—C1	−15.7 (3)	C5—C6—C7—C8	177.5 (5)
O1—Zn1—N1—C1	−75.1 (3)	C5—C6—C7—C11	−0.2 (9)
O4—Zn1—N1—C12	−106.6 (2)	C11—C7—C8—C9	−0.6 (7)
O3—Zn1—N1—C12	3.1 (6)	C6—C7—C8—C9	−178.4 (5)
N2—Zn1—N1—C12	−2.1 (2)	C7—C8—C9—C10	−0.2 (6)
O2—Zn1—N1—C12	164.4 (2)	C11—N2—C10—C9	0.2 (5)
O1—Zn1—N1—C12	104.9 (2)	Zn1—N2—C10—C9	179.0 (3)
O4—Zn1—N2—C10	−87.6 (3)	C8—C9—C10—N2	0.4 (5)
O3—Zn1—N2—C10	4.5 (3)	C10—N2—C11—C7	−1.1 (6)
O2—Zn1—N2—C10	136.2 (3)	Zn1—N2—C11—C7	180.0 (3)
N1—Zn1—N2—C10	−176.7 (3)	C10—N2—C11—C12	177.0 (3)
O1—Zn1—N2—C10	96.6 (3)	Zn1—N2—C11—C12	−1.9 (4)
O4—Zn1—N2—C11	91.2 (3)	C8—C7—C11—N2	1.3 (7)
O3—Zn1—N2—C11	−176.7 (3)	C6—C7—C11—N2	179.2 (5)
O2—Zn1—N2—C11	−45.0 (5)	C8—C7—C11—C12	−176.7 (3)
N1—Zn1—N2—C11	2.1 (3)	C6—C7—C11—C12	1.2 (7)
O1—Zn1—N2—C11	−84.6 (3)	C1—N1—C12—C4	0.9 (4)
O4—Zn1—O1—C16	−7.1 (2)	Zn1—N1—C12—C4	−179.2 (2)
O3—Zn1—O1—C16	−104.65 (16)	C1—N1—C12—C11	−178.2 (3)
N2—Zn1—O1—C16	165.13 (15)	Zn1—N1—C12—C11	1.8 (3)
O2—Zn1—O1—C16	−1.23 (16)	C3—C4—C12—N1	−0.4 (4)
N1—Zn1—O1—C16	88.48 (17)	C5—C4—C12—N1	−179.3 (3)
O4—Zn1—O2—C16	178.13 (17)	C3—C4—C12—C11	178.7 (3)
O3—Zn1—O2—C16	86.15 (19)	C5—C4—C12—C11	−0.3 (4)
N2—Zn1—O2—C16	−43.9 (4)	N2—C11—C12—N1	0.1 (5)
N1—Zn1—O2—C16	−89.50 (18)	C7—C11—C12—N1	178.2 (4)
O1—Zn1—O2—C16	1.21 (16)	N2—C11—C12—C4	−179.0 (3)
O3—Zn1—O4—C13	38.9 (2)	C7—C11—C12—C4	−0.9 (5)
N2—Zn1—O4—C13	129.0 (2)	Zn1—O4—C13—O5	−45.3 (4)
O2—Zn1—O4—C13	−63.7 (2)	Zn1—O4—C13—C14	129.0 (2)
N1—Zn1—O4—C13	−153.8 (2)	O5—C13—C14—C15	−90.7 (5)
O1—Zn1—O4—C13	−58.7 (3)	O4—C13—C14—C15	94.6 (4)
C12—N1—C1—C2	−0.7 (5)	C13—C14—C15—C16^i	−1.2 (6)
Zn1—N1—C1—C2	179.4 (2)	Zn1—O1—C16—O2	2.1 (3)
N1—C1—C2—C3	−0.1 (6)	Zn1—O1—C16—C15^ii	−176.1 (2)
C1—C2—C3—C4	0.6 (6)	Zn1—O2—C16—O1	−2.2 (3)
C2—C3—C4—C12	−0.4 (5)	Zn1—O2—C16—C15^ii	176.1 (2)
C2—C3—C4—C5	178.5 (3)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3A···O5	0.84 (4)	1.83 (4)	2.666 (4)	171 (5)
O3—H3B···O5^iii	0.85 (3)	1.84 (4)	2.687 (3)	171 (4)

Symmetry code: (iii) −x+1, y+1/2, −z+1.