Bis­(benzoato-κ²O,O′)(2,2′-bipyridyl-κ²N,N′)zinc(II)

In the mol­ecule of the title compound, [Zn(C₇H₅O₂)₂(C₁₀H₈N₂)], the Zn(II) atom is bonded to two N atoms from the bipyridyl ligand and four O atoms of two benzoate groups, exhibiting a very distorted octa­hedral geometry.

Key indicators

• Single-crystal X-ray study
• T = 153 K
• Mean [sigma](C-C)= 0.015 Å
• R factor = 0.099
• wR factor = 0.211
• Data-to-parameter ratio = 13.5

checkCIF/PLATON results

No syntax errors found


No errors found in this datablock

---

Computing details

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

(I)

Crystal data

[Zn(C7H5O2)2(C10H8N2)]	F(000) = 952
Mr = 463.77	Dx = 1.454 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 1134 reflections
a = 7.5581 (6) Å	θ = 1.7–25.1°
b = 16.5803 (13) Å	µ = 1.19 mm^−1
c = 17.2550 (14) Å	T = 153 K
β = 101.534 (1)°	Prism, colorless
V = 2118.7 (3) Å^3	0.40 × 0.30 × 0.20 mm
Z = 4

Data collection

Bruker SMART CCD area-detector diffractometer	3768 independent reflections
Radiation source: fine-focus sealed tube	2518 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.053
Detector resolution: none pixels mm^-1	θmax = 25.1°, θmin = 1.7°
φ and ω scans	h = −8→5
Absorption correction: multi-scan (Blessing, 1995)	k = −19→17
Tmin = 0.647, Tmax = 0.796	l = −16→20
5917 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)] = 0.099	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.211	H-atom parameters constrained
S = 1.17	w = 1/[σ^2(Fo^2) + 18.4286P] where P = (Fo^2 + 2Fc^2)/3
3768 reflections	(Δ/σ)max < 0.001
280 parameters	Δρmax = 0.40 e Å^−3
0 restraints	Δρmin = −0.71 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
Zn1	−0.82546 (14)	0.87902 (7)	0.86291 (6)	0.0505 (3)
O1	−1.0923 (8)	0.8707 (4)	0.8152 (4)	0.0547 (16)
O2	−0.9277 (8)	0.8652 (5)	0.7261 (4)	0.073 (2)
O3	−0.7782 (8)	0.7442 (4)	0.8832 (4)	0.0594 (18)
O4	−0.5710 (8)	0.8312 (4)	0.8677 (4)	0.0544 (16)
N1	−0.7578 (10)	1.0025 (5)	0.8641 (5)	0.0506 (19)
N2	−0.8147 (10)	0.9099 (5)	0.9812 (4)	0.0511 (19)
C1	−0.7390 (15)	1.0458 (7)	0.8017 (6)	0.069 (3)
H1A	−0.7595	1.0212	0.7522	0.082*
C2	−0.6902 (15)	1.1259 (8)	0.8076 (8)	0.083 (4)
H2A	−0.6810	1.1553	0.7626	0.099*
C3	−0.6556 (14)	1.1619 (7)	0.8806 (8)	0.074 (3)
H3A	−0.6195	1.2156	0.8857	0.089*
C4	−0.6744 (13)	1.1179 (7)	0.9467 (7)	0.067 (3)
H4A	−0.6516	1.1413	0.9967	0.080*
C5	−0.7289 (11)	1.0373 (6)	0.9362 (6)	0.048 (2)
C6	−0.7583 (12)	0.9842 (6)	1.0013 (6)	0.049 (2)
C7	−0.7318 (13)	1.0088 (6)	1.0799 (6)	0.058 (3)
H7A	−0.6891	1.0604	1.0943	0.069*
C8	−0.7687 (14)	0.9570 (8)	1.1353 (7)	0.071 (3)
H8A	−0.7533	0.9735	1.1878	0.085*
C9	−0.8278 (13)	0.8817 (8)	1.1149 (6)	0.067 (3)
H9A	−0.8524	0.8459	1.1529	0.080*
C10	−0.8512 (13)	0.8583 (7)	1.0362 (6)	0.064 (3)
H10A	−0.8924	0.8066	1.0214	0.076*
C11	−1.0761 (12)	0.8643 (5)	0.7431 (5)	0.048 (2)
C12	−1.2454 (11)	0.8598 (5)	0.6826 (5)	0.043 (2)
C13	−1.4134 (11)	0.8649 (6)	0.7026 (5)	0.046 (2)
H13A	−1.4208	0.8682	0.7556	0.056*
C14	−1.5696 (13)	0.8651 (7)	0.6459 (6)	0.067 (3)
H14A	−1.6811	0.8705	0.6604	0.081*
C15	−1.5589 (14)	0.8572 (7)	0.5668 (6)	0.064 (3)
H15A	−1.6637	0.8560	0.5279	0.077*
C16	−1.3916 (14)	0.8512 (6)	0.5459 (6)	0.062 (3)
H16A	−1.3839	0.8467	0.4929	0.074*
C17	−1.2384 (12)	0.8516 (5)	0.6030 (5)	0.049 (2)
H17A	−1.1269	0.8464	0.5885	0.058*
C18	−0.6204 (13)	0.7594 (6)	0.8772 (5)	0.050 (2)
C19	−0.4896 (11)	0.6931 (5)	0.8773 (5)	0.041 (2)
C20	−0.5328 (13)	0.6156 (6)	0.8937 (6)	0.059 (3)
H20A	−0.6435	0.6051	0.9074	0.071*
C21	−0.4152 (15)	0.5529 (7)	0.8903 (7)	0.072 (3)
H21A	−0.4481	0.5006	0.9009	0.086*
C22	−0.2487 (15)	0.5670 (6)	0.8715 (6)	0.065 (3)
H22A	−0.1691	0.5245	0.8698	0.078*
C23	−0.2020 (13)	0.6440 (7)	0.8552 (5)	0.059 (3)
H23A	−0.0906	0.6544	0.8422	0.071*
C24	−0.3223 (13)	0.7066 (6)	0.8584 (5)	0.053 (2)
H24A	−0.2898	0.7588	0.8476	0.063*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn1	0.0456 (6)	0.0528 (7)	0.0517 (6)	0.0040 (6)	0.0065 (5)	−0.0082 (6)
O1	0.048 (4)	0.067 (4)	0.047 (4)	0.005 (3)	0.006 (3)	−0.009 (3)
O2	0.032 (3)	0.121 (7)	0.068 (5)	0.001 (4)	0.018 (3)	0.005 (5)
O3	0.045 (4)	0.063 (4)	0.071 (5)	0.002 (3)	0.014 (3)	−0.007 (4)
O4	0.053 (4)	0.048 (4)	0.063 (4)	0.007 (3)	0.013 (3)	−0.004 (3)
N1	0.046 (4)	0.048 (5)	0.054 (5)	−0.003 (4)	0.000 (4)	0.003 (4)
N2	0.058 (5)	0.045 (5)	0.048 (5)	0.004 (4)	0.004 (4)	−0.007 (4)
C1	0.071 (7)	0.080 (9)	0.056 (6)	−0.001 (6)	0.013 (5)	0.018 (6)
C2	0.070 (8)	0.082 (9)	0.089 (9)	−0.006 (7)	−0.001 (7)	0.029 (8)
C3	0.060 (7)	0.053 (7)	0.104 (10)	−0.001 (5)	0.003 (7)	0.012 (7)
C4	0.057 (6)	0.058 (7)	0.080 (7)	0.001 (6)	0.002 (5)	−0.013 (6)
C5	0.029 (4)	0.055 (6)	0.056 (6)	0.007 (4)	−0.005 (4)	−0.003 (5)
C6	0.043 (5)	0.050 (6)	0.052 (6)	0.014 (4)	0.007 (4)	−0.005 (5)
C7	0.061 (6)	0.053 (6)	0.057 (6)	0.006 (5)	0.008 (5)	−0.011 (5)
C8	0.066 (7)	0.090 (9)	0.056 (7)	0.011 (7)	0.010 (6)	−0.026 (7)
C9	0.060 (6)	0.093 (9)	0.049 (6)	0.012 (7)	0.014 (5)	0.011 (6)
C10	0.059 (6)	0.060 (7)	0.070 (7)	−0.001 (5)	0.007 (5)	−0.003 (6)
C11	0.048 (5)	0.043 (6)	0.054 (6)	0.005 (4)	0.017 (4)	0.002 (4)
C12	0.042 (5)	0.045 (5)	0.045 (5)	−0.001 (4)	0.012 (4)	−0.001 (4)
C13	0.041 (5)	0.062 (6)	0.036 (5)	−0.001 (5)	0.010 (4)	0.001 (4)
C14	0.046 (6)	0.092 (9)	0.066 (7)	−0.002 (6)	0.014 (5)	0.003 (6)
C15	0.060 (6)	0.089 (9)	0.041 (5)	−0.005 (6)	0.001 (5)	0.005 (5)
C16	0.074 (7)	0.074 (7)	0.038 (5)	−0.009 (6)	0.015 (5)	−0.005 (5)
C17	0.050 (6)	0.054 (6)	0.047 (5)	−0.001 (4)	0.022 (4)	0.000 (4)
C18	0.050 (6)	0.057 (6)	0.045 (5)	0.000 (5)	0.013 (4)	−0.009 (5)
C19	0.046 (5)	0.039 (5)	0.040 (5)	−0.005 (4)	0.011 (4)	−0.004 (4)
C20	0.055 (6)	0.052 (6)	0.071 (7)	−0.001 (5)	0.016 (5)	−0.008 (5)
C21	0.073 (8)	0.047 (6)	0.097 (9)	−0.010 (6)	0.019 (7)	−0.011 (6)
C22	0.071 (7)	0.050 (7)	0.074 (7)	0.018 (6)	0.012 (6)	−0.011 (6)
C23	0.051 (6)	0.076 (8)	0.050 (6)	0.017 (5)	0.010 (5)	0.002 (5)
C24	0.058 (6)	0.055 (6)	0.045 (5)	0.002 (5)	0.011 (4)	−0.003 (5)

Geometric parameters (Å, º)

Zn1—O1	2.025 (6)	C10—C9	1.388 (14)
Zn1—O4	2.066 (6)	C10—H10A	0.9300
Zn1—N2	2.090 (7)	C9—H9A	0.9300
Zn1—N1	2.110 (8)	C17—C16	1.362 (13)
Zn1—O3	2.279 (7)	C17—C12	1.392 (11)
Zn1—O2	2.344 (7)	C17—H17A	0.9300
O3—C18	1.244 (11)	C13—C14	1.374 (12)
O4—C18	1.267 (11)	C13—C12	1.383 (11)
O1—C11	1.278 (10)	C13—H13A	0.9300
O2—C11	1.216 (10)	C12—C11	1.483 (12)
N1—C1	1.326 (12)	C16—C15	1.386 (14)
N1—C5	1.349 (11)	C16—H16A	0.9300
N2—C6	1.326 (11)	C14—C15	1.390 (13)
N2—C10	1.348 (12)	C14—H14A	0.9300
C5—C4	1.399 (14)	C15—H15A	0.9300
C5—C6	1.480 (13)	C21—C20	1.376 (14)
C4—C3	1.385 (15)	C21—C22	1.382 (14)
C4—H4A	0.9300	C21—H21A	0.9300
C3—C2	1.371 (16)	C23—C22	1.369 (14)
C3—H3A	0.9300	C23—C24	1.387 (13)
C2—C1	1.377 (16)	C23—H23A	0.9300
C2—H2A	0.9300	C19—C20	1.370 (13)
C1—H1A	0.9300	C19—C24	1.385 (12)
C8—C9	1.350 (15)	C19—C18	1.479 (12)
C8—C7	1.355 (15)	C20—H20A	0.9300
C8—H8A	0.9300	C24—H24A	0.9300
C7—C6	1.392 (13)	C22—H22A	0.9300
C7—H7A	0.9300
O1—Zn1—O4	146.4 (3)	C8—C7—C6	119.4 (10)
O1—Zn1—N2	104.8 (3)	C8—C7—H7A	120.3
O4—Zn1—N2	101.6 (3)	C6—C7—H7A	120.3
O1—Zn1—N1	106.8 (3)	N2—C10—C9	120.5 (10)
O4—Zn1—N1	98.7 (3)	N2—C10—H10A	119.7
N2—Zn1—N1	77.9 (3)	C9—C10—H10A	119.7
O1—Zn1—O3	96.2 (3)	N2—C6—C7	120.3 (9)
O4—Zn1—O3	60.1 (2)	N2—C6—C5	116.3 (8)
N2—Zn1—O3	96.7 (3)	C7—C6—C5	123.4 (9)
N1—Zn1—O3	156.9 (3)	C8—C9—C10	119.0 (11)
O1—Zn1—O2	58.8 (2)	C8—C9—H9A	120.5
O4—Zn1—O2	96.9 (2)	C10—C9—H9A	120.5
N2—Zn1—O2	161.5 (3)	C16—C17—C12	121.4 (8)
N1—Zn1—O2	97.8 (3)	C16—C17—H17A	119.3
O3—Zn1—O2	94.0 (3)	C12—C17—H17A	119.3
O1—Zn1—C18	122.3 (3)	C14—C13—C12	121.6 (8)
O4—Zn1—C18	30.4 (3)	C14—C13—H13A	119.2
N2—Zn1—C18	101.3 (3)	C12—C13—H13A	119.2
N1—Zn1—C18	128.7 (3)	C13—C12—C17	118.0 (8)
O3—Zn1—C18	29.7 (3)	C13—C12—C11	121.8 (8)
O2—Zn1—C18	95.4 (3)	C17—C12—C11	120.1 (8)
O1—Zn1—C11	30.2 (2)	C17—C16—C15	119.9 (9)
O4—Zn1—C11	122.5 (3)	C17—C16—H16A	120.0
N2—Zn1—C11	134.5 (3)	C15—C16—H16A	120.0
N1—Zn1—C11	104.1 (3)	C13—C14—C15	119.2 (9)
O3—Zn1—C11	95.8 (3)	C13—C14—H14A	120.4
O2—Zn1—C11	28.6 (2)	C15—C14—H14A	120.4
C18—O3—Zn1	84.9 (6)	C16—C15—C14	119.9 (9)
C18—O4—Zn1	94.0 (6)	C16—C15—H15A	120.1
C11—O1—Zn1	96.9 (5)	C14—C15—H15A	120.1
C11—O2—Zn1	83.8 (6)	C20—C21—C22	120.6 (10)
C1—N1—C5	119.6 (9)	C20—C21—H21A	119.7
C1—N1—Zn1	125.6 (7)	C22—C21—H21A	119.7
C5—N1—Zn1	114.8 (6)	C22—C23—C24	119.5 (10)
C6—N2—C10	120.3 (8)	C22—C23—H23A	120.3
C6—N2—Zn1	115.6 (7)	C24—C23—H23A	120.3
C10—N2—Zn1	124.0 (7)	C20—C19—C24	117.8 (9)
N1—C5—C4	121.2 (10)	C20—C19—C18	120.7 (8)
N1—C5—C6	115.1 (9)	C24—C19—C18	121.5 (8)
C4—C5—C6	123.8 (9)	C19—C20—C21	121.1 (10)
C3—C4—C5	118.2 (11)	C19—C20—H20A	119.4
C3—C4—H4A	120.9	C21—C20—H20A	119.4
C5—C4—H4A	120.9	C19—C24—C23	121.7 (10)
C2—C3—C4	119.7 (11)	C19—C24—H24A	119.2
C2—C3—H3A	120.1	C23—C24—H24A	119.2
C4—C3—H3A	120.1	C23—C22—C21	119.3 (10)
C3—C2—C1	119.1 (12)	C23—C22—H22A	120.3
C3—C2—H2A	120.4	C21—C22—H22A	120.3
C1—C2—H2A	120.4	O3—C18—O4	120.9 (9)
N1—C1—C2	122.2 (11)	O3—C18—C19	120.1 (9)
N1—C1—H1A	118.9	O4—C18—C19	119.0 (8)
C2—C1—H1A	118.9	O2—C11—O1	120.5 (9)
C9—C8—C7	120.4 (10)	O2—C11—C12	122.6 (8)
C9—C8—H8A	119.8	O1—C11—C12	116.9 (8)
C7—C8—H8A	119.8