metal-organic compounds
catena-Poly[[bis[2-(2-pyridyl)-1-H-imidazole-κ2N2,N3]cadmium]-μ-benzene-1,3-dicarboxylato-κ2O1:O3]
aFaculty of Life Sciences, Northeast Normal University, Changchun 130024, People's Republic of China, and bSchool of Basic Medical Sciences, Jiamusi University, Jiamusi 154007, People's Republic of China
*Correspondence e-mail: jmslcj@sohu.com
In the title coordinaltion polymer, [Cd(C8H4O4)(C8H7N3)2]n, the CdII atom, lying on a twofold rotation axis, is six-coordinated by two carboxylate O atoms from two benzene-1,3-dicarboxylate (m-BDC) ligands and four N atoms from two chelating 2-(2-pyridyl)imidazole molecules, forming a slightly distorted octahedral geometry. The m-BDC ligand is located over a twofold rotation axis. The CdII atoms are bridged by the m-BDC ligands, leading to a wave-shaped chain structure along [010]. N—H⋯O hydrogen bonds connect the chains.
Related literature
For general background to metal-organic frameworks, see: Chen et al. (2009); Rosi et al. (2003); Su et al. (2004); Xiao et al. (2006). For compounds based on benzene-1,3-dicarboxylate ligands, see: Banerjee et al. (2008); Che et al. (2009); Clegg & Russo (2009); Li et al. (2008); Su et al. (2009); Zhao (2008).
Experimental
Crystal data
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Refinement
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Data collection: SMART (Bruker, 2007); cell 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: SHELXTL (Sheldrick, 2008) and DIAMOND (Brandenburg, 1999); software used to prepare material for publication: SHELXTL.
Supporting information
10.1107/S1600536811001243/hy2397sup1.cif
contains datablocks I, global. DOI:Structure factors: contains datablock I. DOI: 10.1107/S1600536811001243/hy2397Isup2.hkl
All chemicals were purchased from commercial sources and used without further purification. CdSO4.8H2O (0.033 mmol), m-H2BDC (0.1 mmol) and 2-PyIM (0.2 mmol) were dissolved in 15 ml of water. The mixture was stirred for 2 h at room temperature and then heated in a 30 ml Teflon-lined stainless steel autoclave for 3 d at 323 K. After the autoclave was cooled to room temperature, colorless block crystals were harvested.
C-bound H atoms were positioned geometrically and refined as riding atoms, with C—H = 0.93 Å and Uiso(H) = 1.2Ueq(C). The H atom on imidazole N2 was located from a difference Fourier map and refined isotropically.
Data collection: SMART (Bruker, 2007); cell
SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008) and DIAMOND (Brandenburg, 1999); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).[Cd(C8H4O4)(C8H7N3)2] | F(000) = 1136 |
Mr = 566.85 | Dx = 1.593 Mg m−3 Dm = 1.593 Mg m−3 Dm measured by not measured |
Orthorhombic, Pnna | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2a 2bc | Cell parameters from 2329 reflections |
a = 8.720 (5) Å | θ = 2.0–52.0° |
b = 20.102 (4) Å | µ = 0.97 mm−1 |
c = 13.483 (5) Å | T = 293 K |
V = 2363.4 (17) Å3 | Block, colorless |
Z = 4 | 0.10 × 0.08 × 0.06 mm |
Bruker APEX CCD diffractometer | 2330 independent reflections |
Radiation source: fine-focus sealed tube | 1298 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.060 |
ϕ and ω scans | θmax = 26.0°, θmin = 1.8° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −10→10 |
Tmin = 0.911, Tmax = 0.944 | k = −21→24 |
11996 measured reflections | l = −16→16 |
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)] = 0.034 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.100 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.00 | w = 1/[σ2(Fo2) + (0.051P)2] where P = (Fo2 + 2Fc2)/3 |
2330 reflections | (Δ/σ)max < 0.001 |
164 parameters | Δρmax = 0.39 e Å−3 |
75 restraints | Δρmin = −0.69 e Å−3 |
[Cd(C8H4O4)(C8H7N3)2] | V = 2363.4 (17) Å3 |
Mr = 566.85 | Z = 4 |
Orthorhombic, Pnna | Mo Kα radiation |
a = 8.720 (5) Å | µ = 0.97 mm−1 |
b = 20.102 (4) Å | T = 293 K |
c = 13.483 (5) Å | 0.10 × 0.08 × 0.06 mm |
Bruker APEX CCD diffractometer | 2330 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 1298 reflections with I > 2σ(I) |
Tmin = 0.911, Tmax = 0.944 | Rint = 0.060 |
11996 measured reflections |
R[F2 > 2σ(F2)] = 0.034 | 75 restraints |
wR(F2) = 0.100 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.00 | Δρmax = 0.39 e Å−3 |
2330 reflections | Δρmin = −0.69 e Å−3 |
164 parameters |
x | y | z | Uiso*/Ueq | ||
Cd1 | 0.96428 (5) | 0.2500 | 0.7500 | 0.05598 (19) | |
O1 | 1.1284 (4) | 0.33138 (14) | 0.7049 (2) | 0.0738 (8) | |
C2 | 1.2020 (5) | 0.44358 (18) | 0.6952 (3) | 0.0589 (10) | |
O2 | 1.1291 (4) | 0.39000 (15) | 0.8440 (2) | 0.0883 (10) | |
C9 | 0.7428 (5) | 0.1504 (2) | 0.6230 (4) | 0.0691 (12) | |
C3 | 1.2500 | 0.5000 | 0.7444 (4) | 0.0549 (13) | |
H3 | 1.2500 | 0.5000 | 0.8133 | 0.066* | |
N3 | 0.7725 (5) | 0.16257 (19) | 0.7191 (3) | 0.0692 (10) | |
N2 | 0.7945 (5) | 0.1991 (2) | 0.4546 (3) | 0.0759 (12) | |
C13 | 0.7096 (7) | 0.1223 (3) | 0.7857 (4) | 0.0919 (16) | |
H13 | 0.7293 | 0.1300 | 0.8525 | 0.110* | |
N1 | 0.9098 (5) | 0.24430 (17) | 0.5842 (3) | 0.0673 (10) | |
C8 | 0.8139 (5) | 0.1966 (2) | 0.5556 (3) | 0.0621 (11) | |
C6 | 0.9516 (6) | 0.2781 (3) | 0.4998 (4) | 0.0769 (15) | |
H6 | 1.0177 | 0.3144 | 0.4980 | 0.092* | |
C1 | 1.1489 (6) | 0.3835 (2) | 0.7533 (3) | 0.0630 (9) | |
C4 | 1.2024 (6) | 0.4443 (2) | 0.5936 (3) | 0.0934 (15) | |
H4 | 1.1702 | 0.4070 | 0.5587 | 0.112* | |
C10 | 0.6521 (6) | 0.0978 (3) | 0.5917 (4) | 0.0947 (16) | |
H10 | 0.6344 | 0.0903 | 0.5246 | 0.114* | |
C11 | 0.5901 (6) | 0.0577 (3) | 0.6615 (5) | 0.1110 (17) | |
H11 | 0.5292 | 0.0218 | 0.6429 | 0.133* | |
C12 | 0.6178 (8) | 0.0702 (3) | 0.7606 (4) | 0.1049 (17) | |
H12 | 0.5744 | 0.0435 | 0.8094 | 0.126* | |
C7 | 0.8821 (8) | 0.2507 (3) | 0.4193 (4) | 0.0852 (15) | |
H7 | 0.8919 | 0.2642 | 0.3537 | 0.102* | |
C5 | 1.2500 | 0.5000 | 0.5431 (5) | 0.158 (5) | |
H5 | 1.2500 | 0.5000 | 0.4741 | 0.189* | |
H1N | 0.735 (6) | 0.174 (3) | 0.409 (4) | 0.14 (2)* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cd1 | 0.0763 (3) | 0.0434 (3) | 0.0482 (3) | 0.000 | 0.000 | 0.0039 (2) |
O1 | 0.0959 (19) | 0.0469 (15) | 0.0786 (16) | −0.0127 (15) | 0.0124 (16) | −0.0040 (14) |
C2 | 0.086 (3) | 0.041 (2) | 0.0496 (19) | −0.006 (2) | 0.000 (2) | −0.0011 (18) |
O2 | 0.139 (3) | 0.064 (2) | 0.061 (2) | −0.016 (2) | 0.000 (2) | 0.0127 (16) |
C9 | 0.062 (3) | 0.063 (3) | 0.083 (3) | 0.002 (2) | 0.001 (3) | −0.001 (3) |
C3 | 0.075 (3) | 0.046 (3) | 0.045 (3) | 0.000 (3) | 0.000 | 0.000 |
N3 | 0.076 (3) | 0.066 (2) | 0.066 (2) | −0.011 (2) | 0.007 (2) | 0.0065 (19) |
N2 | 0.094 (3) | 0.072 (3) | 0.062 (3) | 0.005 (2) | −0.018 (2) | −0.010 (2) |
C13 | 0.101 (4) | 0.100 (4) | 0.075 (3) | −0.020 (4) | 0.006 (3) | 0.007 (3) |
N1 | 0.088 (3) | 0.060 (2) | 0.054 (2) | −0.007 (2) | −0.008 (2) | 0.0039 (19) |
C8 | 0.074 (3) | 0.056 (3) | 0.057 (3) | 0.006 (2) | −0.009 (2) | −0.002 (2) |
C6 | 0.106 (4) | 0.061 (3) | 0.064 (3) | −0.011 (3) | −0.004 (3) | 0.012 (3) |
C1 | 0.083 (2) | 0.0461 (18) | 0.0602 (19) | −0.0035 (17) | 0.000 (2) | −0.0019 (19) |
C4 | 0.152 (4) | 0.071 (3) | 0.057 (2) | −0.041 (3) | 0.001 (3) | −0.010 (2) |
C10 | 0.090 (4) | 0.099 (4) | 0.095 (4) | −0.028 (3) | 0.000 (3) | −0.003 (3) |
C11 | 0.100 (4) | 0.125 (4) | 0.108 (3) | −0.033 (3) | 0.004 (3) | −0.001 (3) |
C12 | 0.105 (4) | 0.114 (4) | 0.096 (3) | −0.033 (4) | 0.005 (3) | 0.009 (3) |
C7 | 0.121 (4) | 0.082 (4) | 0.052 (3) | 0.004 (4) | −0.007 (3) | 0.014 (3) |
C5 | 0.319 (13) | 0.108 (6) | 0.046 (4) | −0.116 (8) | 0.000 | 0.000 |
Cd1—O1 | 2.257 (3) | C13—C12 | 1.360 (8) |
Cd1—N1 | 2.288 (4) | C13—H13 | 0.9300 |
Cd1—N3 | 2.461 (4) | N1—C8 | 1.330 (5) |
O1—C1 | 1.246 (5) | N1—C6 | 1.376 (6) |
C2—C4 | 1.370 (5) | C6—C7 | 1.359 (7) |
C2—C3 | 1.378 (4) | C6—H6 | 0.9300 |
C2—C1 | 1.512 (6) | C4—C5 | 1.374 (5) |
O2—C1 | 1.243 (4) | C4—H4 | 0.9300 |
C9—N3 | 1.343 (5) | C10—C11 | 1.352 (7) |
C9—C10 | 1.388 (6) | C10—H10 | 0.9300 |
C9—C8 | 1.439 (6) | C11—C12 | 1.380 (6) |
C3—C2i | 1.378 (4) | C11—H11 | 0.9300 |
C3—H3 | 0.9300 | C12—H12 | 0.9300 |
N3—C13 | 1.328 (6) | C7—H7 | 0.9300 |
N2—C7 | 1.373 (6) | C5—C4i | 1.374 (5) |
N2—C8 | 1.374 (5) | C5—H5 | 0.9300 |
N2—H1N | 0.95 (5) | ||
O1ii—Cd1—O1 | 101.29 (17) | N3—C13—H13 | 118.5 |
O1ii—Cd1—N1ii | 84.54 (13) | C12—C13—H13 | 118.5 |
O1—Cd1—N1ii | 111.01 (12) | C8—N1—C6 | 106.5 (4) |
O1ii—Cd1—N1 | 111.01 (12) | C8—N1—Cd1 | 116.8 (3) |
O1—Cd1—N1 | 84.54 (13) | C6—N1—Cd1 | 136.8 (3) |
N1ii—Cd1—N1 | 156.0 (2) | N1—C8—N2 | 109.7 (4) |
O1ii—Cd1—N3 | 87.64 (13) | N1—C8—C9 | 123.5 (4) |
O1—Cd1—N3 | 154.52 (13) | N2—C8—C9 | 126.7 (5) |
N1ii—Cd1—N3 | 93.45 (13) | C7—C6—N1 | 110.0 (4) |
N1—Cd1—N3 | 69.99 (13) | C7—C6—H6 | 125.0 |
O1ii—Cd1—N3ii | 154.52 (13) | N1—C6—H6 | 125.0 |
O1—Cd1—N3ii | 87.64 (13) | O2—C1—O1 | 125.7 (4) |
N1ii—Cd1—N3ii | 69.99 (13) | O2—C1—C2 | 117.9 (4) |
N1—Cd1—N3ii | 93.45 (13) | O1—C1—C2 | 116.4 (4) |
N3—Cd1—N3ii | 94.41 (19) | C2—C4—C5 | 120.4 (5) |
C1—O1—Cd1 | 124.0 (3) | C2—C4—H4 | 119.8 |
C4—C2—C3 | 118.1 (4) | C5—C4—H4 | 119.8 |
C4—C2—C1 | 121.8 (4) | C11—C10—C9 | 118.1 (5) |
C3—C2—C1 | 120.1 (4) | C11—C10—H10 | 121.0 |
N3—C9—C10 | 122.9 (4) | C9—C10—H10 | 121.0 |
N3—C9—C8 | 114.1 (4) | C10—C11—C12 | 119.7 (6) |
C10—C9—C8 | 123.0 (5) | C10—C11—H11 | 120.2 |
C2—C3—C2i | 122.6 (5) | C12—C11—H11 | 120.2 |
C2—C3—H3 | 118.7 | C13—C12—C11 | 119.0 (5) |
C2i—C3—H3 | 118.7 | C13—C12—H12 | 120.5 |
C13—N3—C9 | 117.5 (4) | C11—C12—H12 | 120.5 |
C13—N3—Cd1 | 127.0 (4) | C6—C7—N2 | 106.2 (4) |
C9—N3—Cd1 | 115.1 (3) | C6—C7—H7 | 126.9 |
C7—N2—C8 | 107.7 (4) | N2—C7—H7 | 126.9 |
C7—N2—H1N | 119 (3) | C4i—C5—C4 | 120.5 (6) |
C8—N2—H1N | 133 (3) | C4i—C5—H5 | 119.7 |
N3—C13—C12 | 123.0 (5) | C4—C5—H5 | 119.7 |
O1ii—Cd1—O1—C1 | −109.2 (4) | N3—Cd1—N1—C6 | 177.0 (5) |
N1ii—Cd1—O1—C1 | −20.8 (4) | N3ii—Cd1—N1—C6 | 83.6 (5) |
N1—Cd1—O1—C1 | 140.4 (4) | C6—N1—C8—N2 | 0.4 (5) |
N3—Cd1—O1—C1 | 142.1 (4) | Cd1—N1—C8—N2 | −179.2 (3) |
N3ii—Cd1—O1—C1 | 46.7 (4) | C6—N1—C8—C9 | −179.4 (4) |
C4—C2—C3—C2i | −0.1 (3) | Cd1—N1—C8—C9 | 1.1 (6) |
C1—C2—C3—C2i | −179.3 (4) | C7—N2—C8—N1 | −0.1 (6) |
C10—C9—N3—C13 | −0.8 (7) | C7—N2—C8—C9 | 179.6 (4) |
C8—C9—N3—C13 | 179.5 (4) | N3—C9—C8—N1 | 4.8 (6) |
C10—C9—N3—Cd1 | 172.1 (4) | C10—C9—C8—N1 | −175.0 (4) |
C8—C9—N3—Cd1 | −7.6 (5) | N3—C9—C8—N2 | −174.9 (4) |
O1ii—Cd1—N3—C13 | 64.9 (4) | C10—C9—C8—N2 | 5.3 (7) |
O1—Cd1—N3—C13 | 176.6 (4) | C8—N1—C6—C7 | −0.5 (6) |
N1ii—Cd1—N3—C13 | −19.4 (4) | Cd1—N1—C6—C7 | 178.9 (4) |
N1—Cd1—N3—C13 | 178.3 (4) | Cd1—O1—C1—O2 | 26.3 (7) |
N3ii—Cd1—N3—C13 | −89.6 (4) | Cd1—O1—C1—C2 | −153.4 (3) |
O1ii—Cd1—N3—C9 | −107.2 (3) | C4—C2—C1—O2 | −168.9 (5) |
O1—Cd1—N3—C9 | 4.5 (5) | C3—C2—C1—O2 | 10.2 (6) |
N1ii—Cd1—N3—C9 | 168.4 (3) | C4—C2—C1—O1 | 10.9 (7) |
N1—Cd1—N3—C9 | 6.2 (3) | C3—C2—C1—O1 | −170.0 (4) |
N3ii—Cd1—N3—C9 | 98.2 (3) | C3—C2—C4—C5 | 0.3 (7) |
C9—N3—C13—C12 | −0.1 (8) | C1—C2—C4—C5 | 179.4 (4) |
Cd1—N3—C13—C12 | −172.1 (5) | N3—C9—C10—C11 | 0.7 (8) |
O1ii—Cd1—N1—C8 | 75.6 (3) | C8—C9—C10—C11 | −179.6 (5) |
O1—Cd1—N1—C8 | 175.6 (3) | C9—C10—C11—C12 | 0.3 (9) |
N1ii—Cd1—N1—C8 | −52.2 (3) | N3—C13—C12—C11 | 1.1 (10) |
N3—Cd1—N1—C8 | −3.6 (3) | C10—C11—C12—C13 | −1.2 (9) |
N3ii—Cd1—N1—C8 | −97.1 (3) | N1—C6—C7—N2 | 0.4 (6) |
O1ii—Cd1—N1—C6 | −103.8 (5) | C8—N2—C7—C6 | −0.2 (6) |
O1—Cd1—N1—C6 | −3.7 (5) | C2—C4—C5—C4i | −0.1 (3) |
N1ii—Cd1—N1—C6 | 128.4 (5) |
Symmetry codes: (i) −x+5/2, −y+1, z; (ii) x, −y+1/2, −z+3/2. |
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H1N···O2iii | 0.95 (5) | 1.80 (5) | 2.741 (5) | 166 (5) |
Symmetry code: (iii) x−1/2, −y+1/2, z−1/2. |
Experimental details
Crystal data | |
Chemical formula | [Cd(C8H4O4)(C8H7N3)2] |
Mr | 566.85 |
Crystal system, space group | Orthorhombic, Pnna |
Temperature (K) | 293 |
a, b, c (Å) | 8.720 (5), 20.102 (4), 13.483 (5) |
V (Å3) | 2363.4 (17) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 0.97 |
Crystal size (mm) | 0.10 × 0.08 × 0.06 |
Data collection | |
Diffractometer | Bruker APEX CCD diffractometer |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.911, 0.944 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 11996, 2330, 1298 |
Rint | 0.060 |
(sin θ/λ)max (Å−1) | 0.617 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.034, 0.100, 1.00 |
No. of reflections | 2330 |
No. of parameters | 164 |
No. of restraints | 75 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement |
Δρmax, Δρmin (e Å−3) | 0.39, −0.69 |
Computer programs: SMART (Bruker, 2007), SAINT (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008) and DIAMOND (Brandenburg, 1999), SHELXTL (Sheldrick, 2008).
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H1N···O2i | 0.95 (5) | 1.80 (5) | 2.741 (5) | 166 (5) |
Symmetry code: (i) x−1/2, −y+1/2, z−1/2. |
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This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
Currently, the design and synthesis of metal-organic frameworks (MOFs) are of great interest owing to their intriguing variety of architectures and their tremendous potential applications in many fields (Chen et al., 2009; Rosi et al., 2003; Su et al., 2004; Xiao et al., 2006). As a multidentate ligand, benzene-1,3-dicarboxylic acid (m-H2BDC) has two carboxyl groups and, therefore, has been widely reported as a good candidate not only in the construction of various coordination polymers but also in the construction of MOFs with multi-dimension (Banerjee et al., 2008; Che et al., 2009; Clegg & Russo, 2009; Li et al., 2008; Su et al., 2009; Zhao, 2008).
In the title coordinaltion polymer (Fig. 1), the central CdII ion is six-coordinated by two carboxylate O atoms from two m-BDC ligands and four N atoms from two 2-(2-pyridyl)imidazole (2-PyIM) molecules (Table 1), forming a slightly distorted octahedral geometry. The CdII ions are bridged by the m-BDC ligands, leading to a wave-shaped chain structure, as shown in Fig. 2. N—H···O hydrogen bonds connect the chains (Table 2).