Poly[[(2,2′-bipyridine-κ²N:N′)cadmium(II)]-μ₃-5-hydroxy­isophthalato-κ⁴O,O′:O′′:O′′′]

In the mol­ecule of the title compound, [Cd(C₈H₄O₅)(C₁₀H₈N₂)]_n, the Cd atom is coordinated by two N and four O atoms of 2,2′-bipyridine and hydroxy­isophthalate ligands, respectively, in a highly distorted octa­hedral geometry. 5-Hydroxyisophthalate acts as a tetra­dentate ligand, with one carboxyl­ate group bidentate to one Cd atom and the other carboxyl­ate group bidentate to two further Cd atoms, resulting in the formation of two-dimensional sheets.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.028
• wR factor = 0.075
• Data-to-parameter ratio = 13.8

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT199_ALERT_1_C Check the Reported _cell_measurement_temperature        293 K
PLAT200_ALERT_1_C Check the Reported _diffrn_ambient_temperature .        293 K
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for         O3

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

   2 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
   0 ALERT type 3 Indicator that the structure quality may be low
   0 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 (Sheldrick, 2002); software used to prepare material for publication: SHELXTL.

Poly[[(2,2'-bipyridine-κ²N:N')cadmium(II)]-µ₃-5-hydroxyisophthalato- κ⁴O,O':O'':O''']

Crystal data

[Cd(C8H4O5)(C10H8N2)]	F(000) = 888
Mr = 448.71	Dx = 1.802 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 3248 reflections
a = 10.754 (3) Å	θ = 2.0–26.0°
b = 10.073 (2) Å	µ = 1.35 mm^−1
c = 15.911 (4) Å	T = 293 K
β = 106.308 (4)°	Shape?, clear colourless
V = 1654.2 (7) Å^3	0.30 × 0.25 × 0.20 mm
Z = 4

Data collection

Bruker Smart Apex CCD area-detector diffractometer	3248 independent reflections
Radiation source: fine-focus sealed tube	2987 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.061
φ and ω scans	θmax = 26.0°, θmin = 2.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 2002)	h = −10→13
Tmin = 0.67, Tmax = 0.76	k = −11→12
7126 measured reflections	l = −18→19

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)] = 0.028	H-atom parameters constrained
wR(F^2) = 0.075	w = 1/[σ^2(Fo^2) + (0.0433P)^2 + 0.5583P] where P = (Fo^2 + 2Fc^2)/3
S = 1.00	(Δ/σ)max = 0.001
3248 reflections	Δρmax = 0.69 e Å^−3
235 parameters	Δρmin = −0.70 e Å^−3
0 restraints	Extinction correction: SHELXL
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.003

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
C1	0.2358 (3)	0.8540 (4)	0.2030 (2)	0.0601 (9)
H1	0.3148	0.8098	0.2209	0.072*
C2	0.1349 (3)	0.8090 (4)	0.2324 (2)	0.0648 (10)
H2	0.1453	0.7359	0.2695	0.078*
C3	0.0183 (3)	0.8744 (4)	0.2059 (2)	0.0546 (8)
H3	−0.0519	0.8455	0.2243	0.065*
C4	0.0067 (3)	0.9828 (3)	0.1522 (2)	0.0464 (8)
H4	−0.0711	1.0290	0.1345	0.056*
C5	0.1126 (3)	1.0228 (3)	0.12450 (19)	0.0367 (6)
C6	0.1058 (2)	1.1374 (3)	0.06493 (16)	0.0344 (6)
C7	−0.0038 (3)	1.2154 (3)	0.0366 (2)	0.0472 (7)
H7	−0.0770	1.1969	0.0547	0.057*
C8	−0.0039 (3)	1.3205 (4)	−0.0185 (3)	0.0569 (9)
H8	−0.0766	1.3745	−0.0373	0.068*
C9	0.1041 (3)	1.3446 (3)	−0.0452 (2)	0.0561 (8)
H9	0.1063	1.4155	−0.0822	0.067*
C10	0.2094 (3)	1.2623 (3)	−0.01652 (19)	0.0423 (6)
H10	0.2821	1.2779	−0.0359	0.051*
C11	0.7141 (2)	0.9460 (2)	0.29413 (15)	0.0279 (5)
C12	0.7413 (2)	0.8317 (2)	0.34324 (15)	0.0276 (5)
H12	0.6784	0.7662	0.3368	0.033*
C13	0.8628 (2)	0.8137 (2)	0.40248 (15)	0.0279 (5)
C14	0.9566 (2)	0.9105 (2)	0.41004 (16)	0.0311 (5)
H14	1.0393	0.8968	0.4472	0.037*
C15	0.9286 (3)	1.0281 (2)	0.36270 (17)	0.0313 (5)
C16	0.8060 (3)	1.0467 (3)	0.30619 (16)	0.0322 (5)
H16	0.7851	1.1265	0.2762	0.039*
C17	0.5873 (2)	0.9621 (3)	0.22552 (16)	0.0309 (5)
C18	0.8924 (2)	0.6910 (2)	0.45796 (15)	0.0286 (5)
Cd1	0.385813 (16)	1.013259 (18)	0.079398 (11)	0.02803 (9)
N1	0.2254 (2)	0.9583 (3)	0.14978 (16)	0.0432 (6)
N2	0.21206 (19)	1.1610 (2)	0.03785 (14)	0.0341 (5)
O1	1.00796 (14)	0.65694 (18)	0.49179 (10)	0.0326 (4)
O2	0.79839 (17)	0.62871 (19)	0.47072 (13)	0.0409 (4)
O3	0.52294 (18)	0.86086 (19)	0.19498 (13)	0.0461 (5)
O4	0.55022 (17)	1.07563 (19)	0.19852 (12)	0.0410 (5)
O5	1.02531 (18)	1.11788 (19)	0.37467 (13)	0.0451 (5)
H5	0.9968	1.1872	0.3496	0.054*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1	0.0481 (18)	0.075 (2)	0.0564 (19)	0.0040 (16)	0.0124 (15)	0.0280 (18)
C2	0.066 (2)	0.077 (3)	0.053 (2)	−0.0098 (19)	0.0192 (17)	0.0246 (18)
C3	0.0530 (19)	0.068 (2)	0.0524 (18)	−0.0128 (16)	0.0303 (15)	−0.0035 (16)
C4	0.0436 (18)	0.0519 (19)	0.0509 (19)	−0.0060 (13)	0.0253 (15)	−0.0093 (14)
C5	0.0328 (14)	0.0446 (16)	0.0336 (14)	−0.0054 (11)	0.0110 (12)	−0.0092 (11)
C6	0.0306 (12)	0.0374 (14)	0.0347 (13)	−0.0026 (11)	0.0083 (10)	−0.0090 (11)
C7	0.0364 (15)	0.0536 (19)	0.0536 (18)	0.0063 (13)	0.0158 (13)	−0.0071 (15)
C8	0.0449 (18)	0.0494 (19)	0.074 (2)	0.0182 (14)	0.0130 (16)	0.0038 (17)
C9	0.0555 (19)	0.0432 (18)	0.067 (2)	0.0083 (14)	0.0135 (16)	0.0118 (16)
C10	0.0360 (14)	0.0400 (15)	0.0498 (16)	−0.0015 (12)	0.0104 (12)	0.0052 (13)
C11	0.0314 (13)	0.0278 (12)	0.0231 (11)	0.0039 (10)	0.0054 (9)	−0.0008 (10)
C12	0.0288 (12)	0.0253 (12)	0.0275 (11)	0.0013 (9)	0.0060 (9)	−0.0011 (9)
C13	0.0323 (12)	0.0254 (12)	0.0258 (11)	0.0048 (9)	0.0077 (9)	0.0016 (9)
C14	0.0319 (13)	0.0288 (13)	0.0276 (12)	0.0034 (10)	0.0000 (10)	0.0014 (10)
C15	0.0369 (14)	0.0274 (12)	0.0277 (13)	−0.0051 (10)	0.0059 (11)	−0.0014 (10)
C16	0.0394 (14)	0.0271 (12)	0.0285 (12)	0.0045 (11)	0.0070 (11)	0.0043 (10)
C17	0.0307 (13)	0.0373 (14)	0.0249 (12)	0.0053 (11)	0.0080 (10)	0.0004 (11)
C18	0.0355 (13)	0.0273 (12)	0.0222 (11)	0.0042 (10)	0.0065 (10)	0.0002 (9)
Cd1	0.02628 (13)	0.02981 (13)	0.02555 (13)	−0.00128 (6)	0.00327 (9)	−0.00245 (6)
N1	0.0364 (13)	0.0534 (15)	0.0388 (13)	0.0010 (11)	0.0090 (10)	0.0120 (12)
N2	0.0316 (11)	0.0330 (12)	0.0366 (11)	−0.0010 (9)	0.0079 (9)	−0.0040 (9)
O1	0.0314 (10)	0.0309 (10)	0.0308 (9)	0.0082 (7)	0.0013 (8)	0.0017 (7)
O2	0.0365 (10)	0.0386 (10)	0.0479 (11)	0.0016 (8)	0.0122 (8)	0.0183 (9)
O3	0.0385 (10)	0.0380 (11)	0.0497 (11)	0.0044 (8)	−0.0072 (9)	−0.0133 (9)
O4	0.0376 (10)	0.0368 (11)	0.0401 (10)	0.0036 (8)	−0.0032 (8)	0.0122 (9)
O5	0.0417 (11)	0.0320 (10)	0.0525 (12)	−0.0095 (8)	−0.0016 (9)	0.0080 (9)

Geometric parameters (Å, º)

C1—N1	1.334 (4)	C12—C13	1.392 (3)
C1—C2	1.375 (4)	C12—H12	0.9300
C1—H1	0.9300	C13—C14	1.383 (3)
C2—C3	1.374 (5)	C13—C18	1.500 (3)
C2—H2	0.9300	C14—C15	1.390 (3)
C3—C4	1.370 (5)	C14—H14	0.9300
C3—H3	0.9300	C15—O5	1.351 (3)
C4—C5	1.391 (4)	C15—C16	1.384 (4)
C4—H4	0.9300	C16—H16	0.9300
C5—N1	1.335 (4)	C17—O4	1.247 (3)
C5—C6	1.482 (4)	C17—O3	1.252 (3)
C6—N2	1.351 (3)	C17—Cd1	2.746 (3)
C6—C7	1.382 (4)	C18—O2	1.254 (3)
C7—C8	1.374 (5)	C18—O1	1.255 (3)
C7—H7	0.9300	Cd1—O2^i	2.2374 (18)
C8—C9	1.367 (5)	Cd1—O4	2.2872 (18)
C8—H8	0.9300	Cd1—O1^ii	2.3259 (18)
C9—C10	1.375 (4)	Cd1—N2	2.334 (2)
C9—H9	0.9300	Cd1—N1	2.370 (2)
C10—N2	1.332 (3)	Cd1—O3	2.528 (2)
C10—H10	0.9300	O1—Cd1^iii	2.3259 (18)
C11—C12	1.376 (3)	O2—Cd1^iv	2.2374 (18)
C11—C16	1.391 (4)	O5—H5	0.8200
C11—C17	1.497 (3)
N1—C1—C2	122.9 (3)	C15—C16—C11	120.1 (2)
N1—C1—H1	118.6	C15—C16—H16	120.0
C2—C1—H1	118.6	C11—C16—H16	120.0
C3—C2—C1	118.5 (3)	O4—C17—O3	121.6 (2)
C3—C2—H2	120.8	O4—C17—C11	119.3 (2)
C1—C2—H2	120.8	O3—C17—C11	119.1 (2)
C4—C3—C2	119.3 (3)	O4—C17—Cd1	55.67 (13)
C4—C3—H3	120.4	O3—C17—Cd1	66.73 (14)
C2—C3—H3	120.4	C11—C17—Cd1	168.13 (18)
C3—C4—C5	119.3 (3)	O2—C18—O1	122.7 (2)
C3—C4—H4	120.3	O2—C18—C13	117.4 (2)
C5—C4—H4	120.3	O1—C18—C13	119.9 (2)
N1—C5—C4	121.3 (3)	O2^i—Cd1—O4	151.08 (7)
N1—C5—C6	116.6 (2)	O2^i—Cd1—O1^ii	100.29 (7)
C4—C5—C6	122.1 (3)	O4—Cd1—O1^ii	82.04 (6)
N2—C6—C7	121.0 (3)	O2^i—Cd1—N2	93.41 (7)
N2—C6—C5	116.6 (2)	O4—Cd1—N2	115.50 (7)
C7—C6—C5	122.4 (3)	O1^ii—Cd1—N2	85.92 (7)
C8—C7—C6	119.6 (3)	O2^i—Cd1—N1	90.71 (8)
C8—C7—H7	120.2	O4—Cd1—N1	99.68 (8)
C6—C7—H7	120.2	O1^ii—Cd1—N1	153.81 (8)
C9—C8—C7	119.1 (3)	N2—Cd1—N1	69.63 (8)
C9—C8—H8	120.4	O2^i—Cd1—O3	101.94 (7)
C7—C8—H8	120.4	O4—Cd1—O3	53.60 (6)
C8—C9—C10	118.8 (3)	O1^ii—Cd1—O3	117.79 (6)
C8—C9—H9	120.6	N2—Cd1—O3	148.23 (7)
C10—C9—H9	120.6	N1—Cd1—O3	82.40 (8)
N2—C10—C9	122.9 (3)	O2^i—Cd1—C17	126.51 (8)
N2—C10—H10	118.6	O4—Cd1—C17	26.76 (7)
C9—C10—H10	118.6	O1^ii—Cd1—C17	98.64 (7)
C12—C11—C16	120.1 (2)	N2—Cd1—C17	137.57 (8)
C12—C11—C17	120.7 (2)	N1—Cd1—C17	93.56 (8)
C16—C11—C17	119.2 (2)	O3—Cd1—C17	27.06 (7)
C11—C12—C13	120.2 (2)	C1—N1—C5	118.8 (3)
C11—C12—H12	119.9	C1—N1—Cd1	122.8 (2)
C13—C12—H12	119.9	C5—N1—Cd1	117.69 (19)
C14—C13—C12	119.4 (2)	C10—N2—C6	118.5 (2)
C14—C13—C18	120.0 (2)	C10—N2—Cd1	122.76 (18)
C12—C13—C18	120.6 (2)	C6—N2—Cd1	118.61 (18)
C13—C14—C15	120.7 (2)	C18—O1—Cd1^iii	121.58 (15)
C13—C14—H14	119.6	C18—O2—Cd1^iv	105.19 (14)
C15—C14—H14	119.6	C17—O3—Cd1	86.20 (15)
O5—C15—C16	123.8 (2)	C17—O4—Cd1	97.58 (16)
O5—C15—C14	116.9 (2)	C15—O5—H5	109.5
C16—C15—C14	119.3 (2)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O5—H5···O3^ii	0.82	1.88	2.677 (3)	165

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