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Acta Cryst. (2007). E63, m1305-m1306    [ doi:10.1107/S1600536807016224 ]

Bis([mu]-4-chlorobenzoato)bis[(4-chlorobenzoato)bis(1H-imidazole-[kappa]N3)cadmium(II)] dihydrate

X.-X. Guo, J.-B. Yan and W.-D. Song

Abstract top

In the centrosymmetric title complex, [Cd2(C7H4ClO2)4(C3H4N2)4]·2H2O, each CdII atom is coordinated by five carboxylate O atoms from three 4-chlorobenzoate ligands and two N atoms from two imidazole ligands, displaying a distorted pentagonal-bipyramidal geometry. The dinuclear molecules, with a Cd...Cd separation of 3.868 (3) Å, form a supramolecular network via intermolecular hydrogen bonds and [pi]-[pi] stacking interactions. The face-to-face distance between parallel 4-chlorobenzoic acids of neighboring complexes [ at (x, y, z-1)] is 3.563 (3) Å. There are also [pi]-[pi] stacking interactions of imidazoles [at (2-x, -y, 1-z)], with a centroid-centroid distance of 3.623 (3) Å.

Comment top

Molecular self-assembly of supramolecular architectures has received much attention during recent decades (Kim et al., 2003; Iglesias et al., 2003; Moulton & Zaworotko, 2001). The structures and properties of such systems depend on the coordination and geometric preferences of both the central metals ions and bridging building blocks as well as the influence of weaker non-covalent interactions, such as hydrogen bonds and π-π stacking interactions. 4-Chlorobenzoic acid and imidazole are excellent candidates for the construction of supramolecular complexes, since they not only have multiple coordination modes but also can form regular hydrogen bonds by functioning as both hydrogen-bond donor and acceptor (Gu et al., 2004). Recently, we obtained the title novel polymer cadmium complex (I) by the reaction of cadmium nitryl, 4-chlorobenzoic acid and imidazole in an aqueous solution, and its crystal structure is reported here.

As illustrated in Fig. 1, in the asymmetric unit of (I) each CdII centre is coordinated by five carboxyl O atoms from three 4-chlorobenzoic acid ligands, two N atoms from two imidazole ligands, and displaying a distorted pentagonal-bipyramidal geometry (Table 1). Via a Cd···Cd interaction between symmetrically related moieties the compound forms dinuclear structures with a Cd···Cd separation of 3.868 (3)Å that are further extended to a supramolecular network through intermolecular hydrogen bonds (Table 2) and via π-π stacking interactions. The face-to-face distance between parallel 4-chlorobenzoic acids of neighboring complexes is 3.563 (3) Å. There is also π-π stacking interactions of imidazoles with a centroid-centroid distance of 3.623 (3) Å. The interstitial water molecules are arranged in hydrogen bonded pairs around a center of inversion. The H bonds between the water molecules are incompatible with the inversion symmetry of the unit cell thus inducing a disorder of the water molecule as well as the imidazole ligand H-bonded to it (see refinement section for details).

Related literature top

For related literature, see: Gu et al. (2004); Iglesias et al. (2003); Kim et al. (2003); Moulton & Zaworotko (2001).

For related literature, see: Burrows et al. (1997).

Experimental top

The title complex was prepared by the addition of a stoichiometric amount of cadmium nitryl (20 mmol) and imidazole (20 mmol) to a hot aqueous solution of 4-chlorobenzoic acid (30 mmol). The Ph was then adjusted to 7.0 to 8.0 with NaOH (30 mmol). The resulting solution was filtered, and colorless crystals were obtained at room temperature on slow evaporation of the solvent over several days.

Refinement top

The water molecules are arranged as symmetry related pairs around a center of inversion. Each of the water molecules showed significantly elongated thermal ellipsoids indicating disorder over two positions. The most likely cause for this behavior seems to be asymmetric hydrogen bonding between the pairs of water molecules which are separated by about three Å. The disorder of the water molecule also translates to the imidazole ligand hydrogen bonded to it as indicated by the asymmetric anisotropic displacement parameters when compared to the other imidazole ligand. Based on these observations both the water molecule as well as the imidazole ligand were refined as being disordered over two sites in a one to one ratio. Due to the significant overlap of the disordered atoms the following restraints

were applied: The adps of the disordered atoms were restrained to be close to isotropic and those of equivalent atoms were set to be identical. In the imidazole ring equivalent bond distances were restrained to be the same.

Carbon-bound H atoms were placed at calculated positions and were treated as riding on the parent C atoms with C—H = 0.93 Å, N—H = 0.86 Å and with Uiso(H) = 1.2 Ueq(C, N). Water H atoms were tentatively located in difference Fourier maps and were refined with distance restraints of O–H = 0.85 Å and H···H = 1.39 Å, each within a standard deviation of 0.01 Å; other H-atoms.

Computing details top

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2004); software used to prepare material for publication: SHELXTL.

Figures top
[Figure 1] Fig. 1. The structure of (I), showing the atom-numbering scheme and displacement ellipsoids drawn at the 30% probability level. Unlabelled atoms are related to the labelled atoms by the symmetry operator (2 - x, 1 - y, -z).
Bis(µ-4-chlorobenzoato)bis[(4-chlorobenzoato)bis(1H-imidazole- κN3)cadmium(II)] dihydrate top
Crystal data top
[Cd2(C7H4ClO2)4(C3H4N2)4]·2H2OZ = 1
Mr = 1155.37F(000) = 576
Triclinic, P1Dx = 1.650 Mg m−3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 9.7468 (1) ÅCell parameters from 7500 reflections
b = 10.3997 (1) Åθ = 1.7–26.0°
c = 12.3424 (1) ŵ = 1.21 mm−1
α = 106.862 (1)°T = 293 K
β = 99.363 (1)°Block, colorless
γ = 96.840 (1)°0.20 × 0.18 × 0.15 mm
V = 1162.87 (2) Å3
Data collection top
Bruker APEX II area-detector
diffractometer		5392 independent reflections
Radiation source: fine-focus sealed tube4500 reflections with I > 2σ(I)
graphiteRint = 0.023
φ and ω scansθmax = 28.0°, θmin = 3.1°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		h = −12→12
Tmin = 0.794, Tmax = 0.840k = −10→13
9372 measured reflectionsl = −16→15
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.034Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.079H atoms treated by a mixture of independent and constrained refinement
S = 1.02 w = 1/[σ2(Fo2) + (0.0348P)2 + 0.3021P]
where P = (Fo2 + 2Fc2)/3
5392 reflections(Δ/σ)max = 0.004
320 parametersΔρmax = 0.76 e Å−3
57 restraintsΔρmin = −0.56 e Å−3
Crystal data top
[Cd2(C7H4ClO2)4(C3H4N2)4]·2H2Oγ = 96.840 (1)°
Mr = 1155.37V = 1162.87 (2) Å3
Triclinic, P1Z = 1
a = 9.7468 (1) ÅMo Kα radiation
b = 10.3997 (1) ŵ = 1.21 mm−1
c = 12.3424 (1) ÅT = 293 K
α = 106.862 (1)°0.20 × 0.18 × 0.15 mm
β = 99.363 (1)°
Data collection top
Bruker APEX II area-detector
diffractometer		5392 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		4500 reflections with I > 2σ(I)
Tmin = 0.794, Tmax = 0.840Rint = 0.023
9372 measured reflectionsθmax = 28.0°
Refinement top
R[F2 > 2σ(F2)] = 0.034H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.079Δρmax = 0.76 e Å−3
S = 1.02Δρmin = −0.56 e Å−3
5392 reflectionsAbsolute structure: ?
320 parametersFlack parameter: ?
57 restraintsRogers parameter: ?
Special details top

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 (Å2) top
xyzUiso*/UeqOcc. (<1)
O5A0.1480 (8)0.5478 (7)0.5065 (6)0.0916 (19)0.50
H5A0.150 (8)0.522 (3)0.5668 (17)0.110*0.50
H5B0.173 (8)0.6341 (13)0.534 (3)0.110*0.50
O5B0.1396 (8)0.5423 (7)0.4559 (7)0.0916 (19)0.50
H5C0.149 (4)0.6277 (14)0.469 (7)0.110*0.50
H5D0.0517 (15)0.512 (3)0.437 (7)0.110*0.50
C10.6595 (3)0.2089 (2)0.6653 (2)0.0387 (5)
C20.6679 (3)0.2823 (2)0.7909 (2)0.0400 (6)
C30.7770 (3)0.3898 (3)0.8517 (2)0.0523 (7)
H3A0.84450.41790.81410.063*
C40.7861 (4)0.4558 (3)0.9683 (2)0.0627 (9)
H4A0.85990.52761.00930.075*
C50.6854 (4)0.4143 (3)1.0226 (2)0.0615 (8)
C60.5759 (4)0.3090 (3)0.9639 (2)0.0629 (8)
H60.50800.28211.00170.075*
C70.5679 (3)0.2432 (3)0.8479 (2)0.0532 (7)
H70.49390.17140.80760.064*
C80.7588 (3)0.1222 (3)0.2471 (2)0.0437 (6)
C90.8245 (3)0.1342 (3)0.1478 (2)0.0431 (6)
C100.9519 (3)0.2195 (3)0.1670 (2)0.0552 (7)
H100.99650.27180.24210.066*
C111.0138 (4)0.2278 (3)0.0753 (3)0.0629 (8)
H111.10030.28430.08830.075*
C120.9448 (3)0.1506 (3)−0.0357 (2)0.0549 (7)
C130.8191 (3)0.0658 (3)−0.0569 (2)0.0576 (8)
H130.77430.0144−0.13220.069*
C140.7590 (3)0.0575 (3)0.0358 (2)0.0543 (7)
H140.6733−0.00050.02230.065*
C150.7946 (3)−0.1714 (3)0.3610 (2)0.0481 (7)
H150.7494−0.19900.28350.058*
C160.8948 (3)−0.2303 (3)0.4065 (3)0.0539 (7)
H160.9314−0.30470.36720.065*
C170.8552 (3)−0.0607 (3)0.5419 (2)0.0457 (6)
H170.86170.00240.61430.055*
N2A0.4960 (7)0.2455 (6)0.4035 (6)0.0454 (8)0.50
C18A0.4180 (9)0.3048 (8)0.4730 (7)0.0555 (9)0.50
H18A0.41070.28760.54190.061 (18)*0.50
N4A0.3501 (8)0.3918 (7)0.4354 (6)0.0585 (11)0.50
H4B0.29480.44140.46860.070*0.50
C19A0.3867 (11)0.3854 (11)0.3339 (8)0.0812 (16)0.50
H19A0.35310.43300.28490.097*0.50
C20A0.4792 (10)0.2998 (8)0.3137 (6)0.0687 (14)0.50
H20A0.52360.28060.25100.082*0.50
N2B0.4733 (7)0.2211 (7)0.3869 (6)0.0454 (8)0.50
C18B0.4021 (9)0.2941 (9)0.4556 (7)0.0555 (9)0.50
H18B0.39840.29160.52980.067*0.50
N4B0.3359 (9)0.3724 (8)0.4044 (6)0.0585 (11)0.50
H4C0.27910.42380.43280.070*0.50
C19B0.3710 (12)0.3589 (11)0.3024 (8)0.0812 (16)0.50
H19B0.34580.40670.25140.097*0.50
C20B0.4506 (10)0.2612 (9)0.2896 (7)0.0687 (14)0.50
H20B0.48580.22530.22370.082*0.50
Cd10.626073 (19)0.085390 (18)0.425047 (14)0.03928 (6)
Cl10.69914 (15)0.49427 (11)1.16945 (7)0.1012 (4)
Cl21.02250 (10)0.16260 (9)−0.15082 (7)0.0746 (2)
N10.7692 (2)−0.0639 (2)0.44682 (17)0.0401 (5)
N30.9319 (2)−0.1599 (2)0.52090 (19)0.0489 (5)
H3B0.9938−0.17610.57110.059*
O10.7451 (2)0.25174 (19)0.61312 (15)0.0546 (5)
O20.56444 (19)0.10523 (19)0.61424 (14)0.0494 (5)
O30.82065 (19)0.19455 (19)0.34830 (14)0.0477 (4)
O40.6460 (2)0.0404 (2)0.22683 (16)0.0581 (5)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
O5A0.0736 (17)0.0680 (16)0.124 (5)0.0230 (14)0.027 (3)0.009 (3)
O5B0.0736 (17)0.0680 (16)0.124 (5)0.0230 (14)0.027 (3)0.009 (3)
C10.0445 (13)0.0372 (12)0.0332 (11)0.0116 (10)0.0065 (10)0.0082 (9)
C20.0452 (13)0.0386 (12)0.0336 (12)0.0088 (10)0.0033 (10)0.0094 (10)
C30.0622 (17)0.0435 (14)0.0447 (14)0.0001 (13)0.0082 (12)0.0092 (11)
C40.083 (2)0.0455 (15)0.0433 (15)−0.0057 (15)−0.0006 (15)0.0029 (12)
C50.098 (2)0.0496 (16)0.0310 (13)0.0163 (16)0.0124 (14)0.0027 (12)
C60.078 (2)0.0646 (18)0.0427 (15)0.0091 (16)0.0230 (14)0.0079 (13)
C70.0552 (16)0.0560 (16)0.0398 (13)0.0010 (13)0.0097 (12)0.0056 (12)
C80.0498 (14)0.0519 (14)0.0403 (13)0.0192 (12)0.0166 (11)0.0232 (11)
C90.0536 (15)0.0448 (13)0.0400 (12)0.0168 (11)0.0166 (11)0.0203 (10)
C100.0657 (18)0.0606 (17)0.0377 (13)−0.0004 (14)0.0130 (12)0.0165 (12)
C110.073 (2)0.0671 (18)0.0534 (16)0.0005 (16)0.0249 (14)0.0238 (14)
C120.0739 (18)0.0608 (16)0.0480 (14)0.0265 (14)0.0305 (13)0.0289 (12)
C130.076 (2)0.0637 (18)0.0352 (13)0.0161 (15)0.0140 (13)0.0159 (12)
C140.0573 (17)0.0638 (17)0.0425 (14)0.0066 (14)0.0102 (12)0.0195 (13)
C150.0490 (15)0.0540 (15)0.0373 (13)0.0112 (12)0.0089 (11)0.0076 (11)
C160.0543 (16)0.0526 (15)0.0546 (16)0.0185 (13)0.0161 (13)0.0104 (13)
C170.0487 (14)0.0458 (14)0.0404 (13)0.0046 (11)0.0084 (11)0.0121 (11)
N2A0.0395 (17)0.0445 (18)0.0528 (16)0.0057 (14)0.0054 (13)0.0191 (13)
C18A0.0504 (19)0.0526 (17)0.071 (2)0.0097 (15)0.0181 (17)0.0279 (16)
N4A0.0477 (16)0.0519 (18)0.077 (3)0.0151 (14)0.0111 (19)0.0204 (19)
C19A0.092 (3)0.089 (3)0.069 (4)0.034 (3)−0.001 (3)0.037 (3)
C20A0.082 (3)0.074 (4)0.055 (3)0.025 (3)0.005 (2)0.028 (2)
N2B0.0395 (17)0.0445 (18)0.0528 (16)0.0057 (14)0.0054 (13)0.0191 (13)
C18B0.0504 (19)0.0526 (17)0.071 (2)0.0097 (15)0.0181 (17)0.0279 (16)
N4B0.0477 (16)0.0519 (18)0.077 (3)0.0151 (14)0.0111 (19)0.0204 (19)
C19B0.092 (3)0.089 (3)0.069 (4)0.034 (3)−0.001 (3)0.037 (3)
C20B0.082 (3)0.074 (4)0.055 (3)0.025 (3)0.005 (2)0.028 (2)
Cd10.04308 (10)0.04348 (10)0.03381 (9)0.00937 (7)0.01179 (7)0.01330 (7)
Cl10.1674 (11)0.0783 (6)0.0397 (4)0.0108 (6)0.0227 (5)−0.0056 (4)
Cl20.1043 (6)0.0850 (5)0.0566 (4)0.0302 (5)0.0472 (4)0.0339 (4)
N10.0424 (11)0.0413 (10)0.0387 (10)0.0089 (9)0.0114 (9)0.0137 (8)
N30.0444 (12)0.0562 (13)0.0484 (12)0.0108 (10)0.0048 (10)0.0221 (10)
O10.0646 (12)0.0542 (11)0.0405 (9)−0.0011 (9)0.0170 (9)0.0092 (8)
O20.0541 (11)0.0495 (10)0.0345 (9)−0.0020 (9)0.0080 (8)0.0029 (8)
O30.0560 (11)0.0568 (11)0.0340 (9)0.0156 (9)0.0121 (8)0.0162 (8)
O40.0567 (11)0.0715 (13)0.0480 (10)0.0004 (10)0.0182 (9)0.0223 (9)
Geometric parameters (Å, °) top
O5A—H5A0.858 (10)C15—H150.9300
O5A—H5B0.851 (10)C16—N31.354 (4)
O5B—H5C0.846 (10)C16—H160.9300
O5B—H5D0.845 (10)C17—N11.316 (3)
C1—O11.250 (3)C17—N31.334 (4)
C1—O21.264 (3)C17—H170.9300
C1—C21.500 (3)N2A—C18A1.308 (8)
C2—C71.381 (4)N2A—C20A1.378 (9)
C2—C31.384 (3)N2A—Cd12.259 (7)
C3—C41.386 (4)C18A—N4A1.326 (9)
C3—H3A0.9300C18A—H18A0.9300
C4—C51.371 (5)N4A—C19A1.343 (10)
C4—H4A0.9300N4A—H4B0.8600
C5—C61.369 (4)C19A—C20A1.343 (10)
C5—Cl11.737 (3)C19A—H19A0.9300
C6—C71.381 (4)C20A—H20A0.9300
C6—H60.9300N2B—C18B1.311 (9)
C7—H70.9300N2B—C20B1.375 (9)
C8—O41.248 (3)N2B—Cd12.256 (7)
C8—O31.262 (3)C18B—N4B1.330 (9)
C8—C91.501 (3)C18B—H18B0.9300
C9—C101.380 (4)N4B—C19B1.330 (10)
C9—C141.381 (4)N4B—H4C0.8600
C10—C111.385 (4)C19B—C20B1.340 (11)
C10—H100.9300C19B—H19B0.9300
C11—C121.381 (4)C20B—H20B0.9300
C11—H110.9300Cd1—N12.251 (2)
C12—C131.360 (4)Cd1—O42.3989 (19)
C12—Cl21.743 (3)Cd1—O2i2.4261 (18)
C13—C141.387 (4)Cd1—O12.4584 (17)
C13—H130.9300Cd1—O22.4622 (17)
C14—H140.9300Cd1—O32.5453 (19)
C15—C161.345 (4)N3—H3B0.8600
C15—N11.377 (3)O2—Cd1i2.4260 (18)
H5A—O5A—H5B104.1 (16)N4A—C19A—C20A109.7 (9)
H5C—O5B—H5D106.3 (16)N4A—C19A—H19A125.2
O1—C1—O2121.4 (2)C20A—C19A—H19A125.2
O1—C1—C2119.8 (2)C19A—C20A—N2A107.0 (8)
O2—C1—C2118.8 (2)C19A—C20A—H20A126.5
C7—C2—C3119.0 (2)N2A—C20A—H20A126.5
C7—C2—C1120.7 (2)C18B—N2B—C20B104.0 (7)
C3—C2—C1120.3 (2)C18B—N2B—Cd1129.1 (6)
C2—C3—C4120.3 (3)C20B—N2B—Cd1126.3 (6)
C2—C3—H3A119.9N2B—C18B—N4B110.6 (8)
C4—C3—H3A119.9N2B—C18B—H18B124.7
C5—C4—C3119.4 (3)N4B—C18B—H18B124.7
C5—C4—H4A120.3C19B—N4B—C18B109.5 (9)
C3—C4—H4A120.3C19B—N4B—H4C125.2
C6—C5—C4121.3 (2)C18B—N4B—H4C125.2
C6—C5—Cl1119.2 (3)N4B—C19B—C20B104.7 (9)
C4—C5—Cl1119.4 (2)N4B—C19B—H19B127.7
C5—C6—C7119.0 (3)C20B—C19B—H19B127.7
C5—C6—H6120.5C19B—C20B—N2B111.0 (8)
C7—C6—H6120.5C19B—C20B—H20B124.5
C6—C7—C2121.1 (3)N2B—C20B—H20B124.5
C6—C7—H7119.5N1—Cd1—N2B174.70 (16)
C2—C7—H7119.5N1—Cd1—N2A175.97 (17)
O4—C8—O3122.4 (2)N2B—Cd1—N2A7.9 (3)
O4—C8—C9119.0 (2)N1—Cd1—O490.69 (7)
O3—C8—C9118.6 (2)N2B—Cd1—O485.28 (19)
C10—C9—C14119.1 (2)N2A—Cd1—O488.26 (18)
C10—C9—C8120.7 (2)N1—Cd1—O2i85.06 (7)
C14—C9—C8120.1 (2)N2B—Cd1—O2i91.85 (18)
C9—C10—C11120.6 (3)N2A—Cd1—O2i98.91 (16)
C9—C10—H10119.7O4—Cd1—O2i94.95 (6)
C11—C10—H10119.7N1—Cd1—O191.90 (7)
C12—C11—C10118.8 (3)N2B—Cd1—O193.40 (16)
C12—C11—H11120.6N2A—Cd1—O186.23 (15)
C10—C11—H11120.6O4—Cd1—O1136.91 (6)
C13—C12—C11121.8 (3)O2i—Cd1—O1128.13 (6)
C13—C12—Cl2119.7 (2)N1—Cd1—O291.49 (7)
C11—C12—Cl2118.6 (2)N2B—Cd1—O291.89 (19)
C12—C13—C14118.8 (3)N2A—Cd1—O290.22 (18)
C12—C13—H13120.6O4—Cd1—O2169.85 (6)
C14—C13—H13120.6O2i—Cd1—O275.38 (6)
C9—C14—C13120.9 (3)O1—Cd1—O252.91 (6)
C9—C14—H14119.6N1—Cd1—O385.92 (7)
C13—C14—H14119.6N2B—Cd1—O394.3 (2)
C16—C15—N1109.6 (2)N2A—Cd1—O390.35 (18)
C16—C15—H15125.2O4—Cd1—O352.74 (6)
N1—C15—H15125.2O2i—Cd1—O3146.27 (5)
C15—C16—N3106.3 (2)O1—Cd1—O384.57 (6)
C15—C16—H16126.8O2—Cd1—O3137.33 (5)
N3—C16—H16126.8C17—N1—C15105.2 (2)
N1—C17—N3111.2 (2)C17—N1—Cd1127.54 (17)
N1—C17—H17124.4C15—N1—Cd1127.05 (17)
N3—C17—H17124.4C17—N3—C16107.8 (2)
C18A—N2A—C20A105.2 (7)C17—N3—H3B126.1
C18A—N2A—Cd1127.2 (6)C16—N3—H3B126.1
C20A—N2A—Cd1127.7 (5)C1—O1—Cd192.99 (14)
N2A—C18A—N4A113.3 (8)C1—O2—Cd1i162.86 (16)
N2A—C18A—H18A123.3C1—O2—Cd192.46 (15)
N4A—C18A—H18A123.3Cd1i—O2—Cd1104.62 (6)
C18A—N4A—C19A104.8 (8)C8—O3—Cd188.82 (15)
C18A—N4A—H4B127.6C8—O4—Cd195.99 (15)
C19A—N4A—H4B127.6
Symmetry codes: (i) −x+1, −y, −z+1.
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
N4B—H4C···O5B0.861.942.781 (12)165
N4A—H4B···O5A0.861.952.789 (11)167
N3—H3B···O3ii0.861.982.799 (3)160
O5B—H5D···O5Aiii0.85 (1)2.25 (5)3.000 (7)148 (8)
O5B—H5C···O1iv0.85 (1)2.11 (6)2.716 (9)128 (6)
O5A—H5B···O3iv0.85 (1)1.93 (3)2.707 (7)151 (5)
Symmetry codes: (ii) −x+2, −y, −z+1; (iii) −x, −y+1, −z+1; (iv) −x+1, −y+1, −z+1.
Table 1
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
N4B—H4C···O5B0.861.942.781 (12)165
N4A—H4B···O5A0.861.952.789 (11)167
N3—H3B···O3i0.861.982.799 (3)160
O5B—H5D···O5Aii0.85 (1)2.25 (5)3.000 (7)148 (8)
O5B—H5C···O1iii0.85 (1)2.11 (6)2.716 (9)128 (6)
O5A—H5B···O3iii0.85 (1)1.93 (3)2.707 (7)151 (5)
Symmetry codes: (i) −x+2, −y, −z+1; (ii) −x, −y+1, −z+1; (iii) −x+1, −y+1, −z+1.
Acknowledgements top

The authors thank the Scientific and Technical Key Leading Project of Guangdong Province of China (grant No. B05119) and Guangdong Ocean University for supporting this study.

references
References top

Bruker (2004). APEX2 (Version 6.12), SMART (Version 6.12) and SHELXTL. Bruker AXS Inc., Madison, Wisconsin, USA.

Burrows, A. D., Menzer, S., Mingos, D. M. P., White, A. J. P. & Williams, D. J. (1997). J. Chem. Soc. Dalton Trans. pp. 4237–4240 Not cited in original comment; should it be retained?

Gu, C.-S., Liu, J.-W., Huo, L.-H., Zhao, H., Zhao, J.-G. & Gao, S. (2004). Acta Cryst. E60, o760–o761.

Iglesias, S., Castillo, O., Luque, A. & Romaan, P. (2003). Inorg. Chim. Acta, 349, 273–278.

Kim, J. C., Jo, H., Lough, A. J., Cho, J., Lee, U. & Pyun, S. Y. (2003). Inorg. Chem. Commun. 6, 474–477.

Moulton, B. & Zaworotko, M. J. (2001). Chem. Rev. 101, 1629–1658.

Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.

Sheldrick, G. M. (1997). SHELXL97 and SHELXS97. University of Göttingen, Germany.