Poly[zinc(II)-μ₂-4,4′-bipyridine-di-μ₂-formato]: a chiral three-dimensional coordination polymer

The title compound, [Zn(CHO₂)₂(C₁₀H₈N₂)]_n, is a chiral three-dimensional coordination polymer. The Zn atom, the two bipyridine N atoms, and the bridging bipyridine C atoms occupy special positions with site symmetry 2. In the extended structure, both the ligands act as linkers in μ₂-mode. The compound is isostructural with its copper analogue.

Key indicators

• Single-crystal X-ray study
• T = 295 K
• Mean [sigma](C-C) = 0.002 Å
• R factor = 0.019
• wR factor = 0.059
• Data-to-parameter ratio = 13.7

checkCIF/PLATON results

No syntax errors found



Alert level G
REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is
            correct. If it is not, please give the correct count in the
            _publ_section_exptl_refinement section of the submitted CIF.
           From the CIF: _diffrn_reflns_theta_max           27.00
           From the CIF: _reflns_number_total               1232
           Count of symmetry unique reflns          781
           Completeness (_total/calc)            157.75%
           TEST3: Check Friedels for noncentro structure
           Estimate of Friedel pairs measured       451
           Fraction of Friedel pairs measured     0.577
           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, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).

Poly[zinc(II)-µ₂-4,4'-bipyridine-di-µ₂-formato]

Crystal data

[Zn(CHO2)2(C10H8N2)]	Dx = 1.839 Mg m^−3
Mr = 311.59	Mo Kα radiation, λ = 0.71073 Å
Tetragonal, P41212	Cell parameters from 4955 reflections
Hall symbol: P 4abw 2nw	θ = 2.8–28.0°
a = 7.9687 (3) Å	µ = 2.19 mm^−1
c = 17.7213 (11) Å	T = 295 K
V = 1125.31 (9) Å^3	Block, colorless
Z = 4	0.39 × 0.30 × 0.22 mm
F(000) = 632

Data collection

Bruker APEX CCD diffractometer	1232 independent reflections
Radiation source: fine-focus sealed tube	1206 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.024
φ and ω scans	θmax = 27.0°, θmin = 2.8°
Absorption correction: multi-scan (SADABS; Bruker, 2002)	h = −9→10
Tmin = 0.452, Tmax = 0.613	k = −10→9
6797 measured reflections	l = −20→22

Refinement

Refinement on F^2	Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: full	H-atom parameters constrained
R[F^2 > 2σ(F^2)] = 0.019	w = 1/[σ^2(Fo^2) + (0.0566P)^2 + 0.0576P] where P = (Fo^2 + 2Fc^2)/3
wR(F^2) = 0.059	(Δ/σ)max < 0.001
S = 0.87	Δρmax = 0.28 e Å^−3
1232 reflections	Δρmin = −0.34 e Å^−3
90 parameters	Extinction correction: SHELXL97, Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
0 restraints	Extinction coefficient: 0.0145 (15)
Primary atom site location: structure-invariant direct methods	Absolute structure: Flack (1983), 451 Friedel pairs
Secondary atom site location: difference Fourier map	Absolute structure parameter: 0.008 (13)

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	0.23747 (2)	0.23747 (2)	0.0000	0.01722 (12)
N1	0.05054 (15)	0.05054 (15)	0.0000	0.0184 (4)
N2	−0.57438 (14)	−0.57438 (14)	0.0000	0.0205 (4)
O1	0.39334 (15)	0.09838 (14)	−0.07880 (6)	0.0247 (3)
O2	0.59977 (16)	0.12558 (15)	−0.16311 (7)	0.0287 (3)
C1	0.06961 (19)	−0.09104 (19)	−0.03993 (9)	0.0235 (3)
H1	0.1664	−0.1044	−0.0686	0.028*
C2	−0.04862 (19)	−0.21809 (19)	−0.04023 (9)	0.0245 (4)
H2	−0.0291	−0.3165	−0.0670	0.029*
C3	−0.19708 (19)	−0.19708 (19)	0.0000	0.0208 (5)
C4	−0.32845 (19)	−0.32845 (19)	0.0000	0.0205 (4)
C5	−0.4954 (2)	−0.28612 (18)	−0.01169 (9)	0.0246 (3)
H5	−0.5271	−0.1750	−0.0191	0.029*
C6	−0.61370 (19)	−0.41319 (19)	−0.01204 (9)	0.0244 (3)
H6	−0.7253	−0.3855	−0.0210	0.029*
C7	0.47357 (19)	0.1748 (2)	−0.12899 (7)	0.0238 (4)
H7	0.4337	0.2806	−0.1421	0.029*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn1	0.01527 (13)	0.01527 (13)	0.02111 (17)	−0.00381 (10)	−0.00004 (6)	0.00004 (6)
N1	0.0161 (5)	0.0161 (5)	0.0228 (8)	−0.0023 (7)	−0.0022 (5)	0.0022 (5)
N2	0.0167 (6)	0.0167 (6)	0.0279 (9)	−0.0022 (7)	−0.0011 (5)	0.0011 (5)
O1	0.0263 (6)	0.0208 (6)	0.0271 (6)	−0.0026 (5)	0.0096 (5)	0.0006 (5)
O2	0.0276 (6)	0.0261 (7)	0.0325 (6)	0.0041 (5)	0.0127 (6)	0.0041 (5)
C1	0.0199 (8)	0.0220 (8)	0.0284 (8)	−0.0033 (6)	0.0042 (6)	−0.0022 (6)
C2	0.0232 (8)	0.0184 (8)	0.0318 (9)	−0.0041 (7)	0.0048 (6)	−0.0061 (6)
C3	0.0178 (7)	0.0178 (7)	0.0267 (11)	−0.0033 (8)	−0.0015 (6)	0.0015 (6)
C4	0.0200 (7)	0.0200 (7)	0.0216 (10)	−0.0037 (9)	0.0010 (6)	−0.0010 (6)
C5	0.0210 (8)	0.0157 (7)	0.0370 (8)	−0.0013 (6)	−0.0016 (7)	0.0018 (6)
C6	0.0151 (7)	0.0201 (8)	0.0381 (9)	0.0000 (6)	−0.0036 (6)	0.0018 (7)
C7	0.0289 (8)	0.0201 (8)	0.0225 (8)	0.0013 (7)	0.0034 (7)	0.0015 (5)

Geometric parameters (Å, º)

Zn1—N1	2.1065 (17)	C1—C2	1.383 (2)
Zn1—N2^i	2.1204 (16)	C1—H1	0.9300
Zn1—O1	2.1729 (11)	C2—C3	1.3913 (18)
Zn1—O1^ii	2.1729 (11)	C2—H2	0.9300
Zn1—O2^iii	2.1831 (11)	C3—C4	1.480 (3)
Zn1—O2^iv	2.1831 (11)	C4—C5	1.3884 (18)
N1—C1	1.3404 (17)	C5—C6	1.383 (2)
N2—C6	1.3392 (17)	C5—H5	0.9300
C7—O1	1.2535 (17)	C6—H6	0.9300
C7—O2	1.2373 (18)	C7—H7	0.9300
N1—Zn1—N2^i	180.0	C7—O2—Zn1^vi	126.48 (12)
N1—Zn1—O1	92.50 (3)	N1—C1—C2	122.75 (14)
N2^i—Zn1—O1	87.50 (3)	N1—C1—H1	118.6
N1—Zn1—O1^ii	92.50 (3)	C2—C1—H1	118.6
N2^i—Zn1—O1^ii	87.50 (3)	C1—C2—C3	119.29 (15)
O1—Zn1—O1^ii	175.01 (6)	C1—C2—H2	120.4
N1—Zn1—O2^iii	89.89 (3)	C3—C2—H2	120.4
N2^i—Zn1—O2^iii	90.11 (3)	C2—C3—C2^ii	117.8 (2)
O1—Zn1—O2^iii	84.90 (5)	C2—C3—C4	121.08 (10)
O1^ii—Zn1—O2^iii	95.11 (5)	C2^ii—C3—C4	121.08 (10)
N1—Zn1—O2^iv	89.89 (3)	C5—C4—C5^ii	119.2 (2)
N2^i—Zn1—O2^iv	90.11 (3)	C5—C4—C3	120.40 (10)
O1—Zn1—O2^iv	95.11 (5)	C5^ii—C4—C3	120.40 (10)
O1^ii—Zn1—O2^iv	84.90 (5)	C6—C5—C4	118.41 (15)
O2^iii—Zn1—O2^iv	179.78 (7)	C6—C5—H5	120.8
C1—N1—C1^ii	118.00 (18)	C4—C5—H5	120.8
C1—N1—Zn1	121.00 (9)	N2—C6—C5	122.82 (14)
C1^ii—N1—Zn1	121.00 (9)	N2—C6—H6	118.6
C6—N2—C6^ii	118.30 (18)	C5—C6—H6	118.6
C6—N2—Zn1^v	120.85 (9)	O2—C7—O1	127.38 (18)
C6^ii—N2—Zn1^v	120.85 (9)	O2—C7—H7	116.3
C7—O1—Zn1	119.98 (11)	O1—C7—H7	116.3
O1—Zn1—N1—C1	2.02 (8)	N1—C1—C2—C3	2.6 (2)
O1^ii—Zn1—N1—C1	−177.98 (8)	C1—C2—C3—C2^ii	−1.21 (10)
O2^iii—Zn1—N1—C1	−82.87 (9)	C1—C2—C3—C4	178.79 (10)
O2^iv—Zn1—N1—C1	97.13 (9)	C2—C3—C4—C5	−133.30 (11)
O1—Zn1—N1—C1^ii	−177.98 (8)	C2^ii—C3—C4—C5	46.70 (11)
O1^ii—Zn1—N1—C1^ii	2.02 (8)	C2—C3—C4—C5^ii	46.70 (11)
O2^iii—Zn1—N1—C1^ii	97.13 (9)	C2^ii—C3—C4—C5^ii	−133.30 (11)
O2^iv—Zn1—N1—C1^ii	−82.87 (9)	C5^ii—C4—C5—C6	−0.69 (11)
N1—Zn1—O1—C7	142.07 (11)	C3—C4—C5—C6	179.31 (11)
N2^i—Zn1—O1—C7	−37.93 (11)	C6^ii—N2—C6—C5	−0.75 (12)
O2^iii—Zn1—O1—C7	−128.26 (12)	Zn1^v—N2—C6—C5	179.25 (12)
O2^iv—Zn1—O1—C7	51.96 (11)	C4—C5—C6—N2	1.5 (2)
C1^ii—N1—C1—C2	−1.31 (11)	Zn1^vi—O2—C7—O1	−179.69 (12)
Zn1—N1—C1—C2	178.69 (11)	Zn1—O1—C7—O2	157.77 (15)

Symmetry codes: (i) x+1, y+1, z; (ii) y, x, −z; (iii) −y+1/2, x−1/2, z+1/4; (iv) x−1/2, −y+1/2, −z−1/4; (v) x−1, y−1, z; (vi) x+1/2, −y+1/2, −z−1/4.