Poly[(2,2'-bipyridine-κN,N')(μ(3)-2,4,6-trimethyl-isophthalato-κO,O:O:O,O)cadmium].

In the crystal structure of the polymeric title complex, [Cd(C(11)H(10)O(4))(C(10)H(8)N(2))](n), the Cd(II) cation is chelated by one 2,2-bipyridine ligand and two carboxyl groups from two trimethyl-isophthalate (TMIPA) anions, and is further coordinated by one carboxyl-ate O atom from a third TMIPA anion, forming a distorted penta-gonal-bipyramidal geometry. Each TMIPA anion bridges three Cd(II) cations, forming polymeric complex sheets parallel to (001). Weak C-H⋯O hydrogen bonding occurs between adjacent sheets.

Related literature

For applications of functional metal-organic frameworks, see: Evans & Lin (2002 ▶); Chen et al. (2010 ▶); Leong & Vittal (2011 ▶); Sun et al. (2011 ▶). For related structures, see: Ma et al. (2008 ▶); Zhang et al. (2008 ▶); Zhou et al. (2003 ▶); Zhang et al. (2003 ▶); He et al. (2010 ▶); Liu et al. (2008 ▶). For our previous work, see: Dai et al. (2008 ▶, 2009 ▶); Zhao et al. (2009 ▶).

Experimental

Crystal data

[Cd(C11H10O4)(C10H8N2)]

M = 474.77

Orthorhombic,

a = 13.1985 (8) Å

b = 15.5714 (9) Å

c = 18.1926 (11) Å

V = 3738.9 (4) Å3

Z = 8

Mo Kα radiation

μ = 1.20 mm−1

T = 298 K

0.15 × 0.10 × 0.10 mm

Data collection

Bruker SMART APEXII CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T min = 0.841, T max = 0.890

14349 measured reflections

4299 independent reflections

2454 reflections with I > 2σ(I)

R int = 0.054

Refinement

R[F 2 > 2σ(F 2)] = 0.045

wR(F 2) = 0.098

S = 0.99

4299 reflections

253 parameters

H-atom parameters constrained

Δρmax = 0.51 e Å−3

Δρmin = −0.63 e Å−3

Data collection: APEX2 (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: DIAMOND (Brandenburg, 2008 ▶); software used to prepare material for publication: publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536811054183/xu5394sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811054183/xu5394Isup2.hkl

Supplementary material file. DOI: 10.1107/S1600536811054183/xu5394Isup3.mol

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Cd(C11H10O4)(C10H8N2)]	F(000) = 1904
Mr = 474.77	Dx = 1.687 Mg m−3
Orthorhombic, Pbca	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2ab	Cell parameters from 5089 reflections
a = 13.1985 (8) Å	θ = 2.2–27.8°
b = 15.5714 (9) Å	µ = 1.20 mm−1
c = 18.1926 (11) Å	T = 298 K
V = 3738.9 (4) Å3	Block, colorless
Z = 8	0.15 × 0.10 × 0.10 mm

Bruker SMART APEXII CCD diffractometer	4299 independent reflections
Radiation source: fine-focus sealed tube	2454 reflections with I > 2σ(I)
graphite	Rint = 0.054
ω and φ scans	θmax = 27.6°, θmin = 2.2°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −17→11
Tmin = 0.841, Tmax = 0.890	k = −17→20
14349 measured reflections	l = −15→23

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.045	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.098	H-atom parameters constrained
S = 0.99	w = 1/[σ2(Fo2) + (0.0375P)2] where P = (Fo2 + 2Fc2)/3
4299 reflections	(Δ/σ)max = 0.001
253 parameters	Δρmax = 0.51 e Å−3
0 restraints	Δρmin = −0.63 e Å−3

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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.

	x	y	z	Uiso*/Ueq
Cd1	0.50573 (2)	0.584163 (18)	0.575068 (16)	0.03177 (11)
C1	0.3060 (4)	0.7000 (3)	0.6257 (3)	0.0496 (14)
H1A	0.3218	0.7291	0.5826	0.060*
C2	0.2259 (4)	0.7293 (3)	0.6667 (3)	0.0569 (15)
H2A	0.1873	0.7758	0.6512	0.068*
C3	0.2046 (4)	0.6877 (3)	0.7314 (3)	0.0634 (16)
H3A	0.1518	0.7064	0.7613	0.076*
C4	0.2620 (4)	0.6187 (3)	0.7511 (3)	0.0586 (15)
H4A	0.2489	0.5903	0.7951	0.070*
C5	0.3391 (3)	0.5909 (3)	0.7063 (2)	0.0385 (11)
C6	0.4024 (4)	0.5140 (3)	0.7238 (2)	0.0396 (11)
C7	0.3857 (4)	0.4630 (3)	0.7852 (3)	0.0471 (13)
H7A	0.3346	0.4768	0.8183	0.057*
C8	0.4453 (4)	0.3916 (3)	0.7965 (3)	0.0541 (15)
H8A	0.4352	0.3573	0.8377	0.065*
C9	0.5189 (4)	0.3718 (3)	0.7472 (3)	0.0622 (16)
H9A	0.5590	0.3232	0.7533	0.075*
C10	0.5323 (5)	0.4249 (4)	0.6888 (3)	0.082 (2)
H10A	0.5835	0.4116	0.6555	0.098*
C11	0.6847 (3)	0.4899 (3)	0.5399 (2)	0.0311 (10)
C12	0.7761 (3)	0.4466 (3)	0.5081 (2)	0.0335 (11)
C13	0.8065 (3)	0.3639 (3)	0.5314 (2)	0.0344 (11)
C14	0.8932 (3)	0.3269 (3)	0.5012 (3)	0.0387 (12)
C15	0.9490 (4)	0.3712 (3)	0.4471 (3)	0.0581 (16)
C16	0.9164 (4)	0.4521 (3)	0.4247 (3)	0.0699 (18)
H16A	0.9529	0.4813	0.3888	0.084*
C17	0.8299 (4)	0.4907 (3)	0.4549 (3)	0.0543 (15)
C18	0.7974 (5)	0.5776 (3)	0.4262 (3)	0.078 (2)
H18A	0.7381	0.5964	0.4522	0.117*
H18B	0.7823	0.5733	0.3747	0.117*
H18C	0.8511	0.6183	0.4334	0.117*
C19	0.7417 (4)	0.3160 (3)	0.5853 (3)	0.0456 (13)
H19A	0.7717	0.2611	0.5955	0.068*
H19B	0.6753	0.3078	0.5648	0.068*
H19C	0.7365	0.3483	0.6301	0.068*
C20	0.9284 (3)	0.2395 (3)	0.5264 (3)	0.0417 (12)
C21	1.0421 (5)	0.3344 (4)	0.4112 (4)	0.097 (3)
H21A	1.0683	0.3748	0.3761	0.146*
H21B	1.0249	0.2819	0.3866	0.146*
H21C	1.0926	0.3232	0.4479	0.146*
N1	0.3624 (3)	0.6324 (2)	0.64418 (19)	0.0367 (9)
N2	0.4764 (3)	0.4950 (3)	0.6760 (2)	0.0532 (12)
O1	0.6951 (3)	0.5405 (2)	0.59115 (17)	0.0536 (9)
O2	0.5988 (2)	0.47532 (18)	0.51372 (16)	0.0412 (8)
O3	0.9433 (3)	0.2269 (2)	0.5937 (2)	0.0580 (10)
O4	0.9409 (3)	0.18136 (19)	0.48063 (19)	0.0618 (11)

	U11	U22	U33	U12	U13	U23
Cd1	0.0381 (2)	0.02748 (17)	0.02972 (17)	−0.00141 (17)	0.00347 (18)	−0.00099 (13)
C1	0.059 (4)	0.047 (3)	0.043 (3)	0.003 (3)	0.007 (3)	0.009 (2)
C2	0.056 (4)	0.048 (3)	0.067 (4)	0.008 (3)	0.011 (3)	0.005 (3)
C3	0.061 (4)	0.063 (4)	0.066 (4)	0.016 (3)	0.021 (3)	0.002 (3)
C4	0.063 (4)	0.059 (3)	0.054 (3)	0.017 (3)	0.019 (3)	0.017 (3)
C5	0.040 (3)	0.041 (3)	0.035 (3)	−0.001 (3)	0.006 (2)	−0.001 (2)
C6	0.044 (3)	0.038 (3)	0.038 (3)	−0.001 (2)	0.002 (2)	0.002 (2)
C7	0.051 (3)	0.047 (3)	0.044 (3)	0.004 (3)	0.015 (3)	0.011 (2)
C8	0.060 (4)	0.047 (3)	0.054 (4)	−0.011 (3)	0.002 (3)	0.021 (3)
C9	0.068 (4)	0.048 (3)	0.070 (4)	0.019 (3)	0.009 (3)	0.022 (3)
C10	0.098 (5)	0.065 (4)	0.082 (5)	0.040 (4)	0.044 (4)	0.033 (3)
C11	0.029 (3)	0.026 (2)	0.038 (3)	0.004 (2)	0.002 (2)	0.007 (2)
C12	0.033 (3)	0.027 (2)	0.040 (3)	0.000 (2)	−0.003 (2)	0.005 (2)
C13	0.025 (3)	0.031 (2)	0.047 (3)	−0.004 (2)	−0.006 (2)	0.001 (2)
C14	0.026 (3)	0.030 (2)	0.061 (3)	0.003 (2)	0.003 (2)	0.001 (2)
C15	0.041 (3)	0.044 (3)	0.089 (4)	0.010 (3)	0.021 (3)	0.010 (3)
C16	0.055 (4)	0.048 (3)	0.106 (5)	0.014 (3)	0.040 (4)	0.034 (3)
C17	0.045 (3)	0.039 (3)	0.079 (4)	0.014 (3)	0.015 (3)	0.009 (3)
C18	0.084 (5)	0.049 (3)	0.102 (5)	0.020 (3)	0.036 (4)	0.029 (3)
C19	0.035 (3)	0.038 (3)	0.064 (3)	0.000 (2)	0.000 (3)	0.008 (2)
C20	0.034 (3)	0.027 (3)	0.064 (4)	0.002 (2)	−0.002 (3)	0.004 (3)
C21	0.069 (4)	0.071 (4)	0.152 (7)	0.034 (4)	0.063 (5)	0.032 (4)
N1	0.044 (3)	0.030 (2)	0.036 (2)	−0.002 (2)	0.0083 (19)	0.0022 (17)
N2	0.065 (3)	0.046 (2)	0.048 (3)	0.019 (2)	0.022 (2)	0.016 (2)
O1	0.049 (2)	0.061 (2)	0.051 (2)	0.0074 (19)	−0.0078 (18)	−0.0182 (18)
O2	0.0239 (18)	0.0478 (19)	0.052 (2)	0.0033 (16)	−0.0045 (16)	−0.0085 (15)
O3	0.072 (3)	0.038 (2)	0.064 (3)	0.0192 (19)	−0.023 (2)	−0.0055 (17)
O4	0.092 (3)	0.0328 (19)	0.061 (2)	0.017 (2)	0.010 (2)	−0.0006 (17)

Cd1—N1	2.393 (4)	C11—O2	1.250 (5)
Cd1—N2	2.334 (4)	C11—C12	1.499 (6)
Cd1—O1	2.607 (3)	C12—C17	1.382 (6)
Cd1—O2i	2.317 (3)	C12—C13	1.414 (5)
Cd1—O2	2.372 (3)	C13—C14	1.394 (6)
Cd1—O3ii	2.347 (3)	C13—C19	1.500 (6)
Cd1—O4ii	2.396 (3)	C14—C15	1.409 (6)
C1—N1	1.333 (5)	C14—C20	1.510 (6)
C1—C2	1.371 (6)	C15—C16	1.392 (7)
C1—H1A	0.9300	C15—C21	1.505 (7)
C2—C3	1.372 (6)	C16—C17	1.402 (7)
C2—H2A	0.9300	C16—H16A	0.9300
C3—C4	1.363 (7)	C17—C18	1.514 (6)
C3—H3A	0.9300	C18—H18A	0.9600
C4—C5	1.374 (6)	C18—H18B	0.9600
C4—H4A	0.9300	C18—H18C	0.9600
C5—N1	1.338 (5)	C19—H19A	0.9600
C5—C6	1.494 (6)	C19—H19B	0.9600
C6—N2	1.341 (5)	C19—H19C	0.9600
C6—C7	1.388 (6)	C20—O4	1.241 (5)
C7—C8	1.377 (6)	C20—O3	1.255 (5)
C7—H7A	0.9300	C20—Cd1iii	2.718 (4)
C8—C9	1.357 (7)	C21—H21A	0.9600
C8—H8A	0.9300	C21—H21B	0.9600
C9—C10	1.359 (7)	C21—H21C	0.9600
C9—H9A	0.9300	O2—Cd1i	2.317 (3)
C10—N2	1.339 (6)	O3—Cd1iii	2.347 (3)
C10—H10A	0.9300	O4—Cd1iii	2.396 (3)
C11—O1	1.228 (5)
O2i—Cd1—N2	102.23 (14)	O1—C11—O2	120.5 (4)
O2i—Cd1—O3ii	130.54 (12)	O1—C11—C12	119.5 (4)
N2—Cd1—O3ii	119.81 (14)	O2—C11—C12	120.0 (4)
O2i—Cd1—O2	72.22 (12)	C17—C12—C13	121.1 (4)
N2—Cd1—O2	91.79 (12)	C17—C12—C11	117.4 (4)
O3ii—Cd1—O2	126.60 (12)	C13—C12—C11	121.5 (4)
O2i—Cd1—N1	91.21 (11)	C14—C13—C12	119.4 (4)
N2—Cd1—N1	69.02 (13)	C14—C13—C19	121.4 (4)
O3ii—Cd1—N1	81.58 (12)	C12—C13—C19	119.1 (4)
O2—Cd1—N1	151.76 (11)	C13—C14—C15	120.2 (4)
O2i—Cd1—O4ii	85.85 (11)	C13—C14—C20	120.3 (4)
N2—Cd1—O4ii	171.39 (14)	C15—C14—C20	119.5 (4)
O3ii—Cd1—O4ii	54.62 (11)	C16—C15—C14	119.0 (5)
O2—Cd1—O4ii	87.81 (12)	C16—C15—C21	118.0 (5)
N1—Cd1—O4ii	114.27 (12)	C14—C15—C21	123.0 (5)
O2i—Cd1—O1	123.00 (10)	C15—C16—C17	121.6 (5)
N2—Cd1—O1	85.17 (13)	C15—C16—H16A	119.2
O3ii—Cd1—O1	87.47 (12)	C17—C16—H16A	119.2
O2—Cd1—O1	50.95 (10)	C12—C17—C16	118.7 (4)
N1—Cd1—O1	141.36 (11)	C12—C17—C18	122.7 (4)
O4ii—Cd1—O1	87.91 (12)	C16—C17—C18	118.6 (5)
O2i—Cd1—C20ii	108.60 (14)	C17—C18—H18A	109.5
N2—Cd1—C20ii	146.97 (16)	C17—C18—H18B	109.5
O3ii—Cd1—C20ii	27.47 (12)	H18A—C18—H18B	109.5
O2—Cd1—C20ii	108.48 (13)	C17—C18—H18C	109.5
N1—Cd1—C20ii	98.32 (13)	H18A—C18—H18C	109.5
O4ii—Cd1—C20ii	27.16 (12)	H18B—C18—H18C	109.5
O1—Cd1—C20ii	87.82 (12)	C13—C19—H19A	109.5
N1—C1—C2	123.8 (4)	C13—C19—H19B	109.5
N1—C1—H1A	118.1	H19A—C19—H19B	109.5
C2—C1—H1A	118.1	C13—C19—H19C	109.5
C1—C2—C3	117.9 (5)	H19A—C19—H19C	109.5
C1—C2—H2A	121.1	H19B—C19—H19C	109.5
C3—C2—H2A	121.1	O4—C20—O3	121.3 (4)
C4—C3—C2	118.9 (5)	O4—C20—C14	119.6 (5)
C4—C3—H3A	120.5	O3—C20—C14	119.0 (4)
C2—C3—H3A	120.5	O4—C20—Cd1iii	61.8 (2)
C3—C4—C5	120.3 (5)	O3—C20—Cd1iii	59.6 (2)
C3—C4—H4A	119.9	C14—C20—Cd1iii	178.4 (4)
C5—C4—H4A	119.9	C15—C21—H21A	109.5
N1—C5—C4	121.2 (4)	C15—C21—H21B	109.5
N1—C5—C6	116.1 (4)	H21A—C21—H21B	109.5
C4—C5—C6	122.7 (4)	C15—C21—H21C	109.5
N2—C6—C7	120.8 (4)	H21A—C21—H21C	109.5
N2—C6—C5	116.4 (4)	H21B—C21—H21C	109.5
C7—C6—C5	122.8 (4)	C1—N1—C5	117.8 (4)
C8—C7—C6	119.4 (5)	C1—N1—Cd1	123.9 (3)
C8—C7—H7A	120.3	C5—N1—Cd1	118.3 (3)
C6—C7—H7A	120.3	C10—N2—C6	117.9 (4)
C9—C8—C7	119.6 (5)	C10—N2—Cd1	122.0 (3)
C9—C8—H8A	120.2	C6—N2—Cd1	120.0 (3)
C7—C8—H8A	120.2	C11—O1—Cd1	88.5 (3)
C10—C9—C8	118.1 (5)	C11—O2—Cd1i	151.4 (3)
C10—C9—H9A	120.9	C11—O2—Cd1	99.2 (3)
C8—C9—H9A	120.9	Cd1i—O2—Cd1	107.78 (12)
N2—C10—C9	124.1 (5)	C20—O3—Cd1iii	93.0 (3)
N2—C10—H10A	118.0	C20—O4—Cd1iii	91.1 (3)
C9—C10—H10A	118.0

D—H···A	D—H	H···A	D···A	D—H···A
C4—H4A···O1iv	0.93	2.32	3.240 (6)	169
C8—H8A···O3iv	0.93	2.39	3.251 (6)	155

Table 1

Selected bond lengths (Å)

Cd1—N1	2.393 (4)
Cd1—N2	2.334 (4)
Cd1—O1	2.607 (3)
Cd1—O2i	2.317 (3)
Cd1—O2	2.372 (3)
Cd1—O3ii	2.347 (3)
Cd1—O4ii	2.396 (3)

Symmetry codes: (i) ; (ii) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C4—H4A⋯O1iii	0.93	2.32	3.240 (6)	169
C8—H8A⋯O3iii	0.93	2.39	3.251 (6)	155

Symmetry code: (iii) .