Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807055341/dn2258sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807055341/dn2258Isup2.hkl |
CCDC reference: 672621
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.005 Å
- R factor = 0.038
- wR factor = 0.107
- Data-to-parameter ratio = 17.2
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C13 PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 2.60
Alert level G PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature . 293 K PLAT794_ALERT_5_G Check Predicted Bond Valency for Cd1 (2) 2.07
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 2 ALERT level C = Check and explain 3 ALERT level G = General alerts; check 2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 2 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 1 ALERT type 5 Informative message, check
A mixture of L (0.39 g, 1.50 mmol), Cd(OAc)2·2H2O (0.20 g, 0.75 mmol), NaOH (0.08 g, 2.00 mmol) and H2O (10 ml) was stirred for 1 h and then sealed in a 25 ml Teflonlined stainless steel container. The container was heated to 150 °C and held at that temperature for 72 h, then cooled to 100 °C at a rate of 5 °C.h-1, and held for 8 h, followed by further cooling to 30 °C at a rate of 3 °C.h-1. Colorless crystals of I were collected in 72.9% yield based on Cd(OAc)2·2H2O.
All H atoms attached to C atom were fixed geometrically and treated as riding with C—H = 0.93 Å (aromatic) or 0.97 Å (methylene) with Uiso(H) = 1.2Ueq(C). H atoms of water molecule were located in difference Fourier maps and included in the subsequent refinement using restraints (O—H= 0.85 (1) Å and H···H= 1.39 (2) Å) with Uiso(H) = 1.5Ueq(O).
Data collection: SMART (Bruker, 1999); cell refinement: SAINT (Bruker, 1999); data reduction: SAINT (Bruker, 1999); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPIII (Burnett & Johnson, 1996), ORTEP-3 for Windows (Farrugia, 1997) and DIAMOND (Brandenburg & Putz, 2004); software used to prepare material for publication: SHELXL97 (Sheldrick, 1997).
[Cd(C13H9ClNO3)2(H2O)2] | Z = 4 |
Mr = 673.76 | F(000) = 1352 |
Monoclinic, C2/c | Dx = 1.705 Mg m−3 |
Hall symbol: -C2yc | Mo Kα radiation, λ = 0.71069 Å |
a = 42.179 (8) Å | θ = 1.0–28.5° |
b = 5.355 (1) Å | µ = 1.09 mm−1 |
c = 12.068 (2) Å | T = 293 K |
β = 105.688 (3)° | Block, colorless |
V = 2624.2 (8) Å3 | 0.35 × 0.32 × 0.28 mm |
Bruker APEX CCD area-detector diffractometer | 3053 independent reflections |
Radiation source: fine-focus sealed tube | 2705 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.032 |
ω scans | θmax = 28.5°, θmin = 1.0° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −47→56 |
Tmin = 0.668, Tmax = 0.742 | k = −5→7 |
7350 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)] = 0.038 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.107 | H-atom parameters constrained |
S = 1.09 | w = 1/[σ2(Fo2) + (0.0673P)2] where P = (Fo2 + 2Fc2)/3 |
3053 reflections | (Δ/σ)max < 0.001 |
177 parameters | Δρmax = 1.11 e Å−3 |
0 restraints | Δρmin = −1.32 e Å−3 |
[Cd(C13H9ClNO3)2(H2O)2] | V = 2624.2 (8) Å3 |
Mr = 673.76 | Z = 4 |
Monoclinic, C2/c | Mo Kα radiation |
a = 42.179 (8) Å | µ = 1.09 mm−1 |
b = 5.355 (1) Å | T = 293 K |
c = 12.068 (2) Å | 0.35 × 0.32 × 0.28 mm |
β = 105.688 (3)° |
Bruker APEX CCD area-detector diffractometer | 3053 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 2705 reflections with I > 2σ(I) |
Tmin = 0.668, Tmax = 0.742 | Rint = 0.032 |
7350 measured reflections |
R[F2 > 2σ(F2)] = 0.038 | 0 restraints |
wR(F2) = 0.107 | H-atom parameters constrained |
S = 1.09 | Δρmax = 1.11 e Å−3 |
3053 reflections | Δρmin = −1.32 e Å−3 |
177 parameters |
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. |
x | y | z | Uiso*/Ueq | ||
Cd1 | 0.0000 | 0.10193 (5) | 0.2500 | 0.03122 (12) | |
Cl1 | 0.22388 (3) | 2.0232 (2) | 0.93684 (10) | 0.0703 (3) | |
O3 | 0.02898 (5) | 0.2671 (4) | 0.43946 (15) | 0.0407 (5) | |
O1 | 0.13219 (6) | 1.1274 (4) | 0.64750 (19) | 0.0482 (6) | |
O2 | 0.04099 (5) | 0.3902 (3) | 0.28184 (16) | 0.0338 (4) | |
O1W | 0.01884 (6) | −0.1942 (4) | 0.15699 (17) | 0.0491 (6) | |
H1A | 0.0218 | −0.2068 | 0.0906 | 0.074* | |
H1B | 0.0231 | −0.3320 | 0.1916 | 0.074* | |
C1 | 0.04501 (7) | 0.4065 (5) | 0.3902 (2) | 0.0305 (6) | |
C2 | 0.06863 (7) | 0.5953 (5) | 0.4555 (2) | 0.0331 (6) | |
C5 | 0.11184 (7) | 0.9573 (6) | 0.5787 (2) | 0.0377 (7) | |
N1 | 0.18116 (8) | 1.6700 (7) | 0.8646 (3) | 0.0625 (9) | |
C4 | 0.09167 (9) | 0.8246 (7) | 0.6313 (3) | 0.0514 (9) | |
H4 | 0.0925 | 0.8554 | 0.7078 | 0.062* | |
C10 | 0.17138 (7) | 1.4579 (6) | 0.6830 (3) | 0.0380 (6) | |
C6 | 0.11068 (8) | 0.9102 (5) | 0.4640 (3) | 0.0395 (7) | |
H6 | 0.1243 | 0.9969 | 0.4283 | 0.047* | |
C13 | 0.20380 (8) | 1.7999 (7) | 0.8364 (3) | 0.0453 (7) | |
C7 | 0.08877 (7) | 0.7310 (6) | 0.4039 (2) | 0.0362 (6) | |
H7 | 0.0876 | 0.7014 | 0.3270 | 0.043* | |
C3 | 0.07039 (9) | 0.6467 (7) | 0.5699 (3) | 0.0503 (9) | |
H3 | 0.0569 | 0.5592 | 0.6058 | 0.060* | |
C12 | 0.21300 (9) | 1.7701 (8) | 0.7365 (3) | 0.0567 (9) | |
H12 | 0.2300 | 1.8642 | 0.7218 | 0.068* | |
C8 | 0.15233 (7) | 1.2737 (6) | 0.5960 (3) | 0.0420 (7) | |
H8A | 0.1388 | 1.3619 | 0.5298 | 0.050* | |
H8B | 0.1674 | 1.1667 | 0.5699 | 0.050* | |
C11 | 0.16489 (9) | 1.5008 (9) | 0.7877 (3) | 0.0593 (10) | |
H11 | 0.1484 | 1.4076 | 0.8059 | 0.071* | |
C9 | 0.19618 (9) | 1.5959 (6) | 0.6588 (3) | 0.0522 (9) | |
H9 | 0.2016 | 1.5715 | 0.5898 | 0.063* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cd1 | 0.0474 (2) | 0.02401 (17) | 0.02261 (16) | 0.000 | 0.01016 (12) | 0.000 |
Cl1 | 0.0774 (6) | 0.0702 (7) | 0.0622 (6) | −0.0228 (5) | 0.0169 (5) | −0.0343 (6) |
O3 | 0.0606 (13) | 0.0427 (12) | 0.0210 (9) | −0.0154 (9) | 0.0149 (8) | −0.0019 (9) |
O1 | 0.0626 (14) | 0.0560 (15) | 0.0288 (11) | −0.0288 (10) | 0.0171 (10) | −0.0100 (9) |
O2 | 0.0513 (12) | 0.0329 (11) | 0.0198 (9) | −0.0038 (8) | 0.0139 (8) | −0.0023 (7) |
O1W | 0.0920 (17) | 0.0349 (11) | 0.0275 (10) | 0.0200 (11) | 0.0284 (10) | 0.0051 (9) |
C1 | 0.0443 (15) | 0.0275 (13) | 0.0211 (12) | 0.0015 (10) | 0.0115 (11) | 0.0002 (10) |
C2 | 0.0458 (16) | 0.0332 (15) | 0.0223 (13) | −0.0051 (10) | 0.0124 (12) | −0.0037 (10) |
C5 | 0.0494 (17) | 0.0384 (16) | 0.0257 (14) | −0.0108 (12) | 0.0106 (12) | −0.0059 (12) |
N1 | 0.076 (2) | 0.077 (2) | 0.0399 (15) | −0.0291 (17) | 0.0250 (15) | −0.0222 (16) |
C4 | 0.076 (2) | 0.060 (2) | 0.0243 (14) | −0.0297 (18) | 0.0239 (15) | −0.0139 (15) |
C10 | 0.0435 (15) | 0.0398 (16) | 0.0303 (14) | −0.0042 (12) | 0.0093 (12) | −0.0014 (12) |
C6 | 0.0505 (17) | 0.0443 (18) | 0.0273 (14) | −0.0112 (12) | 0.0168 (13) | 0.0001 (12) |
C13 | 0.0524 (18) | 0.0437 (18) | 0.0391 (16) | −0.0091 (14) | 0.0109 (14) | −0.0116 (15) |
C7 | 0.0473 (15) | 0.0453 (17) | 0.0185 (11) | −0.0047 (12) | 0.0131 (11) | −0.0014 (12) |
C3 | 0.073 (2) | 0.059 (2) | 0.0262 (15) | −0.0309 (16) | 0.0254 (15) | −0.0115 (14) |
C12 | 0.059 (2) | 0.065 (2) | 0.052 (2) | −0.0275 (17) | 0.0250 (16) | −0.0152 (19) |
C8 | 0.0496 (17) | 0.0472 (18) | 0.0304 (14) | −0.0138 (13) | 0.0129 (12) | −0.0020 (13) |
C11 | 0.071 (2) | 0.072 (2) | 0.0427 (19) | −0.032 (2) | 0.0281 (18) | −0.0167 (19) |
C9 | 0.062 (2) | 0.065 (2) | 0.0365 (17) | −0.0242 (16) | 0.0244 (15) | −0.0140 (15) |
Cd1—O1W | 2.211 (2) | C5—C6 | 1.394 (4) |
Cd1—O1Wi | 2.211 (2) | N1—C13 | 1.299 (4) |
Cd1—O2 | 2.2714 (19) | N1—C11 | 1.345 (5) |
Cd1—O2i | 2.2714 (19) | C4—C3 | 1.379 (4) |
Cd1—O3 | 2.4480 (19) | C4—H4 | 0.9300 |
Cd1—O3i | 2.4480 (19) | C10—C9 | 1.375 (4) |
Cd1—C1 | 2.718 (3) | C10—C11 | 1.382 (4) |
Cd1—C1i | 2.718 (3) | C10—C8 | 1.505 (4) |
Cl1—C13 | 1.750 (3) | C6—C7 | 1.393 (4) |
O3—C1 | 1.259 (3) | C6—H6 | 0.9300 |
O1—C5 | 1.368 (3) | C13—C12 | 1.372 (5) |
O1—C8 | 1.417 (3) | C7—H7 | 0.9300 |
O2—C1 | 1.276 (3) | C3—H3 | 0.9300 |
O1W—H1A | 0.8464 | C12—C9 | 1.376 (5) |
O1W—H1B | 0.8432 | C12—H12 | 0.9300 |
C1—C2 | 1.487 (4) | C8—H8A | 0.9700 |
C2—C7 | 1.386 (4) | C8—H8B | 0.9700 |
C2—C3 | 1.390 (4) | C11—H11 | 0.9300 |
C5—C4 | 1.387 (4) | C9—H9 | 0.9300 |
O1W—Cd1—O1Wi | 88.35 (12) | C7—C2—C3 | 117.8 (3) |
O1W—Cd1—O2 | 102.22 (8) | C7—C2—C1 | 121.5 (2) |
O1Wi—Cd1—O2 | 139.74 (7) | C3—C2—C1 | 120.6 (2) |
O1W—Cd1—O2i | 139.74 (7) | O1—C5—C4 | 115.2 (3) |
O1Wi—Cd1—O2i | 102.22 (8) | O1—C5—C6 | 124.8 (3) |
O2—Cd1—O2i | 94.39 (10) | C4—C5—C6 | 120.0 (3) |
O1W—Cd1—O3 | 125.17 (8) | C13—N1—C11 | 117.0 (3) |
O1Wi—Cd1—O3 | 86.69 (7) | C3—C4—C5 | 119.9 (3) |
O2—Cd1—O3 | 55.35 (6) | C3—C4—H4 | 120.0 |
O2i—Cd1—O3 | 94.44 (7) | C5—C4—H4 | 120.0 |
O1W—Cd1—O3i | 86.69 (7) | C9—C10—C11 | 117.1 (3) |
O1Wi—Cd1—O3i | 125.17 (8) | C9—C10—C8 | 119.8 (3) |
O2—Cd1—O3i | 94.44 (7) | C11—C10—C8 | 123.1 (3) |
O2i—Cd1—O3i | 55.36 (6) | C7—C6—C5 | 118.8 (3) |
O3—Cd1—O3i | 137.64 (10) | C7—C6—H6 | 120.6 |
O1W—Cd1—C1 | 117.38 (9) | C5—C6—H6 | 120.6 |
O1Wi—Cd1—C1 | 113.62 (8) | N1—C13—C12 | 124.8 (3) |
O2—Cd1—C1 | 27.82 (7) | N1—C13—Cl1 | 115.9 (2) |
O2i—Cd1—C1 | 93.96 (8) | C12—C13—Cl1 | 119.3 (3) |
O3—Cd1—C1 | 27.57 (7) | C2—C7—C6 | 121.9 (2) |
O3i—Cd1—C1 | 116.93 (8) | C2—C7—H7 | 119.0 |
O1W—Cd1—C1i | 113.62 (8) | C6—C7—H7 | 119.0 |
O1Wi—Cd1—C1i | 117.38 (9) | C4—C3—C2 | 121.5 (3) |
O2—Cd1—C1i | 93.96 (8) | C4—C3—H3 | 119.2 |
O2i—Cd1—C1i | 27.82 (7) | C2—C3—H3 | 119.2 |
O3—Cd1—C1i | 116.93 (8) | C13—C12—C9 | 117.5 (3) |
O3i—Cd1—C1i | 27.57 (7) | C13—C12—H12 | 121.3 |
C1—Cd1—C1i | 106.27 (11) | C9—C12—H12 | 121.3 |
C1—O3—Cd1 | 88.26 (16) | O1—C8—C10 | 109.0 (2) |
C5—O1—C8 | 117.0 (2) | O1—C8—H8A | 109.9 |
C1—O2—Cd1 | 95.98 (16) | C10—C8—H8A | 109.9 |
Cd1—O1W—H1A | 134.7 | O1—C8—H8B | 109.9 |
Cd1—O1W—H1B | 115.7 | C10—C8—H8B | 109.9 |
H1A—O1W—H1B | 109.5 | H8A—C8—H8B | 108.3 |
O3—C1—O2 | 120.3 (3) | N1—C11—C10 | 123.5 (3) |
O3—C1—C2 | 121.5 (2) | N1—C11—H11 | 118.2 |
O2—C1—C2 | 118.3 (2) | C10—C11—H11 | 118.2 |
O3—C1—Cd1 | 64.17 (14) | C10—C9—C12 | 120.1 (3) |
O2—C1—Cd1 | 56.20 (14) | C10—C9—H9 | 120.0 |
C2—C1—Cd1 | 173.11 (19) | C12—C9—H9 | 120.0 |
Symmetry code: (i) −x, y, −z+1/2. |
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H1B···O2ii | 0.84 | 1.88 | 2.708 (3) | 169 |
O1W—H1A···O3iii | 0.85 | 1.95 | 2.799 (3) | 175 |
Symmetry codes: (ii) x, y−1, z; (iii) x, −y, z−1/2. |
Experimental details
Crystal data | |
Chemical formula | [Cd(C13H9ClNO3)2(H2O)2] |
Mr | 673.76 |
Crystal system, space group | Monoclinic, C2/c |
Temperature (K) | 293 |
a, b, c (Å) | 42.179 (8), 5.355 (1), 12.068 (2) |
β (°) | 105.688 (3) |
V (Å3) | 2624.2 (8) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 1.09 |
Crystal size (mm) | 0.35 × 0.32 × 0.28 |
Data collection | |
Diffractometer | Bruker APEX CCD area-detector diffractometer |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.668, 0.742 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 7350, 3053, 2705 |
Rint | 0.032 |
(sin θ/λ)max (Å−1) | 0.672 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.038, 0.107, 1.09 |
No. of reflections | 3053 |
No. of parameters | 177 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 1.11, −1.32 |
Computer programs: SMART (Bruker, 1999), SAINT (Bruker, 1999), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), ORTEPIII (Burnett & Johnson, 1996), ORTEP-3 for Windows (Farrugia, 1997) and DIAMOND (Brandenburg & Putz, 2004).
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H1B···O2i | 0.84 | 1.88 | 2.708 (3) | 168.5 |
O1W—H1A···O3ii | 0.85 | 1.95 | 2.799 (3) | 175.0 |
Symmetry codes: (i) x, y−1, z; (ii) x, −y, z−1/2. |
The synthesis and characterization of coordination compounds with infinite two- and three-dimensional networks have been an area of rapid growth in recent years because of the potential of these polymers in various applications, such as catalysis, electrical conductivity, host–guest chemistry and magnetism (Ermer, 1991; Fujita et al.,1994; Inoue et al.,1996; Kitazawa et al.,1994). In this paper, we report a new coordination compound, (I).
The asymmetric part of the unit cell contains one 4-((6-chloropyridin-3-yl)methoxy)benzoic acid (hereafter L) molecule, one water molecule and half Cd (II) atom located on a two fold axis (Fig. 1). Cd(II) atom is octahedrally surrounded by four carboxylate O atoms from L ligands and two water molecules. Each complex is linked to four adjacent molecules through O—H···O hydrogen bonds building a two-dimensional supramolecular structure (Table 1, Fig. 2).