PMCCPMCCPMCC

Search tips
Search criteria 

Advanced

 
Logo of actaeInternational Union of Crystallographysearchopen accessarticle submissionjournal home pagethis article
 
Acta Crystallogr Sect E Struct Rep Online. 2008 February 1; 64(Pt 2): m434.
Published online 2008 January 30. doi:  10.1107/S1600536808002444
PMCID: PMC2960373

Bis[6-(3,5-dimethyl-1H-pyrazol-1-yl)picolinato-κ2 N 1,O 2]cadmium(II) 1.75-hydrate

Abstract

In the title complex, [Cd(C11H10N3O2)2]·1.75H2O, the Cd atom is coordinated by four N atoms and two O atoms from two tridentate 6-(3,5-dimethyl-1H-pyrazol-1-yl)picolinate ligands in a distorted cis-N4O2 octa­hedral geometry. Three water mol­ecules, with occupancies of 1.0, 0.5 and 0.25, complete the asymmetric unit. The components of the crystal structure are linked via hydrogen bonds, forming a three-dimensional network.

Related literature

For related literature, see: Zhao et al. (2007 [triangle]); Yin et al. (2007 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-64-0m434-scheme1.jpg

Experimental

Crystal data

  • [Cd(C11H10N3O2)2]·1.75H2O
  • M r = 576.38
  • Triclinic, An external file that holds a picture, illustration, etc.
Object name is e-64-0m434-efi1.jpg
  • a = 9.7503 (9) Å
  • b = 11.4398 (15) Å
  • c = 12.843 (2) Å
  • α = 63.905 (1)°
  • β = 72.253 (1)°
  • γ = 82.688 (2)°
  • V = 1225.2 (3) Å3
  • Z = 2
  • Mo Kα radiation
  • μ = 0.94 mm−1
  • T = 298 (2) K
  • 0.52 × 0.48 × 0.43 mm

Data collection

  • Bruker SMART CCD area-detector diffractometer
  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996 [triangle]) T min = 0.641, T max = 0.688
  • 6152 measured reflections
  • 4218 independent reflections
  • 3279 reflections with I > 2σ(I)’
  • R int = 0.024

Refinement

  • R[F 2 > 2σ(F 2)] = 0.041
  • wR(F 2) = 0.129
  • S = 1.02
  • 4218 reflections
  • 325 parameters
  • 6 restraints
  • H-atom parameters constrained
  • Δρmax = 0.86 e Å−3
  • Δρmin = −0.68 e Å−3

Data collection: SMART (Siemens, 1996 [triangle]); cell refinement: SAINT (Siemens, 1996 [triangle]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 [triangle]); molecular graphics: SHELXTL (Sheldrick, 2008 [triangle]); software used to prepare material for publication: SHELXTL.

Table 1
Hydrogen-bond geometry (Å, °)

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808002444/tk2242sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808002444/tk2242Isup2.hkl

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

Acknowledgments

The authors thank the National Natural Science Foundation of China (20761002) for support. This research was sponsored by the Fund of the Talent Highland Research Program of Guangxi University (205121), the Science Foundation of the State Ethnic Affairs Commission (07GX05), the Development Foundation of Guangxi Research Institute of Chemical Industry, and the Science Foundation of Guangxi University for Nationalities (0409032, 0409012, 0509ZD047).

supplementary crystallographic information

Comment

Recently, we reported the crystal structures of bis(6-(3,5-dimethyl-1H-pyrazol-1-yl)picolinato)zinc(II) trihydrate (Yin et al., 2007) and bis[3-chloro-6-(3,5-dimethyl-1H-pyrazol-1-yl)picolinato]cobalt(II) 2.5-hydrate (Zhao et al., 2007). As a continuation of these investigations, we report the crystal structure of bis[6-(3,5-dimethyl-1H-pyrazol-1-yl)picolinato]cadmium(II) 1.75-hydrate, (I), herein, Fig. 1.

The asymmetric unit comprises a mononuclear cadmium(II) complex and three uncoordinated water molecules, with 100, 50, and 25% occupancy, respectively. The Cd atom is six-coordinated by four N atoms and two O atoms derived from the tridentate ligands. These define a distorted cis-N4O2 octahedral environment. The angles around the Cd(II) atom range from 68.77 (14) to 173.70 (13)°, the Cd—N distances range from 2.287 (4) to 2.383 (4) Å, and the Cd—O distances are 2.255 (4) to 2.276 (3) Å.

In the crystal structure, the ligand-O atoms and lattice water molecules participate in the formation of intermolecular hydrogen bonds that serve to link the components into a 3-D network, Fig. 2; for symmetry codes see Table 2.

Experimental

6-(3,5-Dimethyl-1H-pyrazol-1-yl)picolinic acid (1 mmol, 217 mg) was dissolved in anhydrous ethyl alcohol (15 ml, AR, 99.9%) and stirred to give a clear solution. To this solution was added CdCl2.6H2O (0.5 mmol,149 mg) in anhydrous alcohol (10 ml). After evaporating the resulting solution in air to about half the volume, colorless blocks of (I) were formed. The crystals were isolated, washed with alcohol three times (Yield 75%). Analysis found: C 44.02, H 4.48, N 14.13; C22H26CdN6O7 requires: C 44.12, H 4.38, N 14.03.

Refinement

The C-bound atoms were positoned geometrically and refined using a riding model with C—H = 0.93 - 0.96 Å, and with Uiso(H) = 1.2Ueq(C). The water-bound H atoms were located in difference Fourier maps and the O—H distances were constrained to 0.85 Å, with Uiso(H) = 1.2Ueq(O).

Figures

Fig. 1.
The molecular structure of (I) showing 50% probability displacement ellipsoids and the atom-numbering scheme.
Fig. 2.
Crystal packing in (I) showing the hydrogen bonding interactions as dashed lines.

Crystal data

[Cd(C11H10N3O2)2]·1.75H2OZ = 2
Mr = 576.38F000 = 583
Triclinic, P1Dx = 1.562 Mg m3
Hall symbol: -P 1Mo Kα radiation λ = 0.71073 Å
a = 9.7503 (9) ÅCell parameters from 3283 reflections
b = 11.4398 (15) Åθ = 2.6–27.4º
c = 12.843 (2) ŵ = 0.94 mm1
α = 63.905 (1)ºT = 298 (2) K
β = 72.253 (1)ºBlock, colorless
γ = 82.688 (2)º0.52 × 0.48 × 0.43 mm
V = 1225.2 (3) Å3

Data collection

Bruker SMART CCD area-detector diffractometer4218 independent reflections
Radiation source: fine-focus sealed tube3279 reflections with I > 2σ(I)'
Monochromator: graphiteRint = 0.024
T = 298(2) Kθmax = 25.0º
[var phi] and ω scansθmin = 1.8º
Absorption correction: multi-scan(SADABS; Sheldrick, 1996)h = −11→9
Tmin = 0.641, Tmax = 0.688k = −12→13
6152 measured reflectionsl = −15→14

Refinement

Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.041H-atom parameters constrained
wR(F2) = 0.129  w = 1/[σ2(Fo2) + (0.0751P)2 + 0.9467P] where P = (Fo2 + 2Fc2)/3
S = 1.02(Δ/σ)max = 0.001
4218 reflectionsΔρmax = 0.86 e Å3
325 parametersΔρmin = −0.68 e Å3
6 restraintsExtinction correction: none
Primary atom site location: structure-invariant direct methods

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 (Å2)

xyzUiso*/UeqOcc. (<1)
Cd10.76574 (4)0.71553 (3)0.72484 (3)0.04444 (17)
N10.8787 (4)0.8990 (4)0.6894 (3)0.0350 (8)
N21.0975 (4)0.8125 (4)0.6253 (3)0.0387 (9)
N31.0204 (4)0.7057 (4)0.6513 (4)0.0415 (9)
N40.6745 (4)0.5202 (3)0.7667 (3)0.0328 (8)
N50.7146 (4)0.4398 (4)0.9541 (4)0.0479 (10)
N60.7398 (5)0.5662 (4)0.9302 (4)0.0503 (11)
O10.5961 (4)0.8510 (4)0.7729 (4)0.0644 (11)
O20.5533 (5)1.0342 (4)0.7955 (5)0.0830 (14)
O30.7078 (4)0.7321 (3)0.5601 (3)0.0534 (9)
O40.6161 (4)0.6328 (4)0.4818 (3)0.0581 (10)
O50.2952 (6)0.1394 (7)0.7369 (5)0.135 (3)
H5A0.37130.10570.75690.161*
H5B0.31850.20820.67160.161*
O60.0393 (19)0.1318 (18)0.8994 (15)0.213 (11)0.50
H6A0.12000.13040.85000.256*0.50
H6B0.01990.05530.95510.256*0.50
O70.305 (3)0.001 (2)0.011 (2)0.132 (9)0.25
H7D0.37330.0111−0.05190.158*0.25
H7E0.3411−0.00890.06690.158*0.25
C10.6338 (6)0.9548 (6)0.7655 (5)0.0527 (14)
C20.7944 (5)0.9887 (5)0.7156 (5)0.0433 (12)
C30.8505 (7)1.1029 (5)0.6986 (6)0.0599 (15)
H30.79111.16560.71700.072*
C40.9967 (7)1.1206 (6)0.6535 (6)0.0664 (17)
H41.03691.19770.63900.080*
C51.0845 (6)1.0273 (5)0.6296 (5)0.0578 (15)
H51.18401.03850.60180.069*
C61.0219 (5)0.9156 (5)0.6476 (4)0.0382 (11)
C71.3609 (6)0.8880 (6)0.5427 (6)0.0665 (17)
H7A1.45140.85430.51140.100*
H7B1.36370.89940.61170.100*
H7C1.34350.97030.48160.100*
C81.2426 (5)0.7943 (6)0.5790 (5)0.0473 (13)
C91.2542 (6)0.6767 (6)0.5757 (5)0.0540 (14)
H91.33860.63800.54830.065*
C101.1149 (6)0.6247 (5)0.6212 (5)0.0487 (13)
C111.0667 (7)0.4955 (7)0.6404 (7)0.077 (2)
H11A0.97140.47590.69480.116*
H11B1.13160.42910.67430.116*
H11C1.06640.49890.56450.116*
C120.6518 (5)0.6369 (5)0.5651 (4)0.0416 (11)
C130.6241 (5)0.5148 (5)0.6841 (4)0.0372 (11)
C140.5509 (6)0.4074 (5)0.7068 (5)0.0517 (14)
H140.51670.40390.64800.062*
C150.5297 (6)0.3044 (5)0.8199 (6)0.0588 (15)
H150.48070.23040.83760.071*
C160.5799 (6)0.3101 (5)0.9059 (5)0.0567 (14)
H160.56370.24210.98280.068*
C170.6560 (5)0.4210 (5)0.8744 (4)0.0417 (11)
C180.7540 (7)0.2101 (7)1.0987 (6)0.090 (3)
H18A0.81410.17191.15210.135*
H18B0.78980.18761.03150.135*
H18C0.65730.17771.14140.135*
C190.7551 (6)0.3540 (6)1.0541 (5)0.0607 (16)
C200.8047 (7)0.4268 (8)1.0948 (5)0.074 (2)
H200.83930.39631.16210.089*
C210.7937 (6)0.5554 (7)1.0161 (6)0.0636 (16)
C220.8333 (8)0.6763 (8)1.0196 (7)0.087 (2)
H22A0.80170.75160.95980.130*
H22B0.93590.68041.00300.130*
H22C0.78760.67401.09810.130*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Cd10.0337 (2)0.0442 (2)0.0605 (3)−0.00267 (15)−0.01602 (17)−0.02399 (19)
N10.031 (2)0.037 (2)0.039 (2)−0.0005 (16)−0.0127 (17)−0.0159 (17)
N20.024 (2)0.049 (2)0.044 (2)0.0005 (17)−0.0108 (17)−0.0197 (19)
N30.029 (2)0.050 (2)0.054 (2)0.0018 (18)−0.0138 (18)−0.028 (2)
N40.0270 (19)0.033 (2)0.036 (2)−0.0021 (15)−0.0059 (16)−0.0145 (17)
N50.038 (2)0.054 (3)0.043 (2)−0.0051 (19)−0.0132 (19)−0.010 (2)
N60.048 (3)0.063 (3)0.050 (3)−0.002 (2)−0.017 (2)−0.029 (2)
O10.0317 (19)0.062 (2)0.108 (3)−0.0022 (17)−0.009 (2)−0.049 (2)
O20.048 (3)0.081 (3)0.140 (4)0.019 (2)−0.020 (3)−0.073 (3)
O30.057 (2)0.052 (2)0.051 (2)−0.0168 (18)−0.0257 (17)−0.0096 (17)
O40.054 (2)0.079 (3)0.053 (2)−0.001 (2)−0.0213 (18)−0.034 (2)
O50.068 (3)0.151 (5)0.117 (5)−0.031 (3)−0.041 (3)0.022 (4)
O60.203 (18)0.28 (2)0.193 (16)−0.130 (16)0.094 (14)−0.196 (17)
O70.164 (13)0.124 (11)0.112 (11)−0.001 (9)−0.022 (8)−0.065 (9)
C10.036 (3)0.059 (3)0.072 (4)0.010 (3)−0.018 (3)−0.036 (3)
C20.042 (3)0.040 (3)0.054 (3)0.006 (2)−0.021 (2)−0.021 (2)
C30.061 (4)0.051 (3)0.079 (4)0.001 (3)−0.022 (3)−0.036 (3)
C40.061 (4)0.049 (3)0.094 (5)−0.014 (3)−0.020 (3)−0.032 (3)
C50.041 (3)0.058 (3)0.072 (4)−0.016 (3)−0.010 (3)−0.026 (3)
C60.032 (3)0.044 (3)0.036 (3)−0.006 (2)−0.011 (2)−0.013 (2)
C70.033 (3)0.082 (4)0.071 (4)−0.006 (3)−0.009 (3)−0.022 (3)
C80.028 (3)0.069 (4)0.044 (3)0.002 (2)−0.011 (2)−0.023 (3)
C90.033 (3)0.081 (4)0.052 (3)0.014 (3)−0.011 (2)−0.035 (3)
C100.041 (3)0.063 (3)0.057 (3)0.015 (2)−0.022 (2)−0.037 (3)
C110.061 (4)0.078 (4)0.123 (6)0.018 (3)−0.028 (4)−0.072 (4)
C120.028 (2)0.055 (3)0.047 (3)0.003 (2)−0.013 (2)−0.026 (2)
C130.025 (2)0.049 (3)0.046 (3)0.0018 (19)−0.008 (2)−0.029 (2)
C140.044 (3)0.057 (3)0.071 (4)−0.003 (2)−0.013 (3)−0.043 (3)
C150.056 (4)0.041 (3)0.080 (4)−0.014 (3)−0.006 (3)−0.031 (3)
C160.052 (3)0.046 (3)0.061 (4)−0.008 (3)−0.007 (3)−0.016 (3)
C170.027 (2)0.048 (3)0.047 (3)−0.003 (2)−0.004 (2)−0.020 (2)
C180.059 (4)0.079 (5)0.085 (5)−0.018 (3)−0.033 (4)0.020 (4)
C190.041 (3)0.077 (4)0.042 (3)−0.008 (3)−0.010 (2)−0.004 (3)
C200.060 (4)0.111 (6)0.039 (3)−0.008 (4)−0.020 (3)−0.015 (4)
C210.047 (3)0.100 (5)0.060 (4)−0.003 (3)−0.015 (3)−0.047 (4)
C220.082 (5)0.127 (6)0.088 (5)−0.010 (4)−0.031 (4)−0.069 (5)

Geometric parameters (Å, °)

Cd1—O12.255 (4)C4—H40.9300
Cd1—O32.276 (3)C5—C61.382 (7)
Cd1—N42.287 (4)C5—H50.9300
Cd1—N12.295 (4)C7—C81.498 (8)
Cd1—N32.380 (4)C7—H7A0.9600
Cd1—N62.383 (4)C7—H7B0.9600
N1—C21.328 (6)C7—H7C0.9600
N1—C61.340 (6)C8—C91.354 (8)
N2—N31.375 (5)C9—C101.399 (8)
N2—C81.386 (6)C9—H90.9300
N2—C61.401 (6)C10—C111.500 (8)
N3—C101.317 (6)C11—H11A0.9600
N4—C171.324 (6)C11—H11B0.9600
N4—C131.325 (6)C11—H11C0.9600
N5—C191.367 (7)C12—C131.524 (7)
N5—N61.378 (6)C13—C141.373 (7)
N5—C171.416 (6)C14—C151.384 (8)
N6—C211.313 (7)C14—H140.9300
O1—C11.242 (7)C15—C161.365 (8)
O2—C11.238 (6)C15—H150.9300
O3—C121.248 (6)C16—C171.388 (7)
O4—C121.242 (6)C16—H160.9300
O5—H5A0.8499C18—C191.487 (9)
O5—H5B0.8500C18—H18A0.9600
O6—H6A0.8500C18—H18B0.9600
O6—H6B0.8500C18—H18C0.9600
O7—H7D0.8500C19—C201.357 (9)
O7—H7E0.8500C20—C211.384 (9)
C1—C21.529 (7)C20—H200.9300
C2—C31.383 (7)C21—C221.505 (9)
C3—C41.369 (9)C22—H22A0.9600
C3—H30.9300C22—H22B0.9600
C4—C51.366 (8)C22—H22C0.9600
O1—Cd1—O397.39 (15)H7A—C7—H7B109.5
O1—Cd1—N4113.34 (13)C8—C7—H7C109.5
O3—Cd1—N471.10 (12)H7A—C7—H7C109.5
O1—Cd1—N171.73 (13)H7B—C7—H7C109.5
O3—Cd1—N1112.62 (12)C9—C8—N2106.6 (5)
N4—Cd1—N1173.70 (13)C9—C8—C7128.0 (5)
O1—Cd1—N3139.53 (13)N2—C8—C7125.4 (5)
O3—Cd1—N398.17 (14)C8—C9—C10106.8 (5)
N4—Cd1—N3107.02 (13)C8—C9—H9126.6
N1—Cd1—N367.80 (13)C10—C9—H9126.6
O1—Cd1—N693.58 (16)N3—C10—C9110.6 (5)
O3—Cd1—N6139.53 (14)N3—C10—C11120.3 (5)
N4—Cd1—N668.77 (14)C9—C10—C11129.0 (5)
N1—Cd1—N6107.83 (14)C10—C11—H11A109.5
N3—Cd1—N698.25 (15)C10—C11—H11B109.5
C2—N1—C6120.7 (4)H11A—C11—H11B109.5
C2—N1—Cd1116.4 (3)C10—C11—H11C109.5
C6—N1—Cd1122.9 (3)H11A—C11—H11C109.5
N3—N2—C8109.5 (4)H11B—C11—H11C109.5
N3—N2—C6118.2 (4)O4—C12—O3125.8 (5)
C8—N2—C6132.2 (4)O4—C12—C13117.0 (4)
C10—N3—N2106.4 (4)O3—C12—C13117.2 (4)
C10—N3—Cd1137.1 (3)N4—C13—C14121.5 (5)
N2—N3—Cd1116.4 (3)N4—C13—C12114.8 (4)
C17—N4—C13120.6 (4)C14—C13—C12123.7 (4)
C17—N4—Cd1121.7 (3)C13—C14—C15117.8 (5)
C13—N4—Cd1117.2 (3)C13—C14—H14121.1
C19—N5—N6110.7 (5)C15—C14—H14121.1
C19—N5—C17132.0 (5)C16—C15—C14120.9 (5)
N6—N5—C17117.3 (4)C16—C15—H15119.6
C21—N6—N5104.6 (5)C14—C15—H15119.6
C21—N6—Cd1135.8 (4)C15—C16—C17117.5 (5)
N5—N6—Cd1113.6 (3)C15—C16—H16121.2
C1—O1—Cd1119.3 (3)C17—C16—H16121.2
C12—O3—Cd1119.4 (3)N4—C17—C16121.6 (5)
H5A—O5—H5B108.3N4—C17—N5114.8 (4)
H6A—O6—H6B108.5C16—C17—N5123.6 (5)
H7D—O7—H7E108.3C19—C18—H18A109.5
O2—C1—O1126.1 (5)C19—C18—H18B109.5
O2—C1—C2116.1 (5)H18A—C18—H18B109.5
O1—C1—C2117.7 (5)C19—C18—H18C109.5
N1—C2—C3121.4 (5)H18A—C18—H18C109.5
N1—C2—C1114.8 (4)H18B—C18—H18C109.5
C3—C2—C1123.8 (5)C20—C19—N5106.4 (6)
C4—C3—C2117.7 (5)C20—C19—C18128.8 (6)
C4—C3—H3121.2N5—C19—C18124.6 (6)
C2—C3—H3121.2C19—C20—C21106.2 (5)
C5—C4—C3121.3 (5)C19—C20—H20126.9
C5—C4—H4119.4C21—C20—H20126.9
C3—C4—H4119.4N6—C21—C20112.1 (6)
C4—C5—C6118.3 (5)N6—C21—C22119.5 (6)
C4—C5—H5120.8C20—C21—C22128.5 (6)
C6—C5—H5120.8C21—C22—H22A109.5
N1—C6—C5120.6 (5)C21—C22—H22B109.5
N1—C6—N2114.5 (4)H22A—C22—H22B109.5
C5—C6—N2124.9 (4)C21—C22—H22C109.5
C8—C7—H7A109.5H22A—C22—H22C109.5
C8—C7—H7B109.5H22B—C22—H22C109.5
O1—Cd1—N1—C21.5 (3)O1—C1—C2—N1−2.6 (7)
O3—Cd1—N1—C292.0 (3)O2—C1—C2—C3−2.7 (8)
N4—Cd1—N1—C2−142.8 (11)O1—C1—C2—C3177.6 (5)
N3—Cd1—N1—C2−178.2 (4)N1—C2—C3—C4−0.1 (9)
N6—Cd1—N1—C2−86.4 (4)C1—C2—C3—C4179.8 (6)
O1—Cd1—N1—C6179.7 (4)C2—C3—C4—C5−1.9 (10)
O3—Cd1—N1—C6−89.7 (4)C3—C4—C5—C62.4 (10)
N4—Cd1—N1—C635.4 (13)C2—N1—C6—C5−0.8 (7)
N3—Cd1—N1—C60.1 (3)Cd1—N1—C6—C5−179.0 (4)
N6—Cd1—N1—C691.9 (4)C2—N1—C6—N2179.1 (4)
C8—N2—N3—C10−0.4 (5)Cd1—N1—C6—N21.0 (5)
C6—N2—N3—C10179.2 (4)C4—C5—C6—N1−1.0 (8)
C8—N2—N3—Cd1−177.5 (3)C4—C5—C6—N2179.0 (5)
C6—N2—N3—Cd12.1 (5)N3—N2—C6—N1−2.0 (6)
O1—Cd1—N3—C10−177.5 (5)C8—N2—C6—N1177.5 (4)
O3—Cd1—N3—C10−65.9 (5)N3—N2—C6—C5178.0 (5)
N4—Cd1—N3—C106.8 (5)C8—N2—C6—C5−2.6 (8)
N1—Cd1—N3—C10−177.0 (5)N3—N2—C8—C90.5 (5)
N6—Cd1—N3—C1077.0 (5)C6—N2—C8—C9−179.0 (5)
O1—Cd1—N3—N2−1.6 (4)N3—N2—C8—C7−178.5 (5)
O3—Cd1—N3—N2110.0 (3)C6—N2—C8—C72.0 (9)
N4—Cd1—N3—N2−177.3 (3)N2—C8—C9—C10−0.4 (6)
N1—Cd1—N3—N2−1.1 (3)C7—C8—C9—C10178.6 (5)
N6—Cd1—N3—N2−107.1 (3)N2—N3—C10—C90.1 (6)
O1—Cd1—N4—C17−87.0 (4)Cd1—N3—C10—C9176.3 (4)
O3—Cd1—N4—C17−177.0 (4)N2—N3—C10—C11178.7 (5)
N1—Cd1—N4—C1755.9 (13)Cd1—N3—C10—C11−5.0 (8)
N3—Cd1—N4—C1790.0 (4)C8—C9—C10—N30.2 (6)
N6—Cd1—N4—C17−2.5 (3)C8—C9—C10—C11−178.3 (6)
O1—Cd1—N4—C1384.8 (3)Cd1—O3—C12—O4−179.5 (4)
O3—Cd1—N4—C13−5.3 (3)Cd1—O3—C12—C130.8 (6)
N1—Cd1—N4—C13−132.4 (11)C17—N4—C13—C140.2 (7)
N3—Cd1—N4—C13−98.3 (3)Cd1—N4—C13—C14−171.7 (4)
N6—Cd1—N4—C13169.3 (3)C17—N4—C13—C12179.2 (4)
C19—N5—N6—C21−0.6 (6)Cd1—N4—C13—C127.3 (5)
C17—N5—N6—C21−179.8 (4)O4—C12—C13—N4174.7 (4)
C19—N5—N6—Cd1156.6 (3)O3—C12—C13—N4−5.5 (6)
C17—N5—N6—Cd1−22.6 (5)O4—C12—C13—C14−6.3 (7)
O1—Cd1—N6—C21−86.0 (6)O3—C12—C13—C14173.5 (5)
O3—Cd1—N6—C21168.3 (5)N4—C13—C14—C150.7 (7)
N4—Cd1—N6—C21160.4 (6)C12—C13—C14—C15−178.2 (5)
N1—Cd1—N6—C21−14.0 (6)C13—C14—C15—C160.1 (8)
N3—Cd1—N6—C2155.2 (6)C14—C15—C16—C17−1.7 (9)
O1—Cd1—N6—N5126.6 (3)C13—N4—C17—C16−2.0 (7)
O3—Cd1—N6—N520.8 (4)Cd1—N4—C17—C16169.5 (4)
N4—Cd1—N6—N512.9 (3)C13—N4—C17—N5−179.7 (4)
N1—Cd1—N6—N5−161.5 (3)Cd1—N4—C17—N5−8.2 (5)
N3—Cd1—N6—N5−92.2 (3)C15—C16—C17—N42.7 (8)
O3—Cd1—O1—C1−114.5 (5)C15—C16—C17—N5−179.7 (5)
N4—Cd1—O1—C1172.9 (4)C19—N5—C17—N4−158.2 (5)
N1—Cd1—O1—C1−3.1 (4)N6—N5—C17—N420.8 (6)
N3—Cd1—O1—C1−2.6 (6)C19—N5—C17—C1624.1 (8)
N6—Cd1—O1—C1104.5 (5)N6—N5—C17—C16−156.9 (5)
O1—Cd1—O3—C12−110.0 (4)N6—N5—C19—C200.8 (6)
N4—Cd1—O3—C122.2 (4)C17—N5—C19—C20179.8 (5)
N1—Cd1—O3—C12176.8 (4)N6—N5—C19—C18−174.6 (5)
N3—Cd1—O3—C12107.5 (4)C17—N5—C19—C184.4 (9)
N6—Cd1—O3—C12−5.6 (5)N5—C19—C20—C21−0.6 (7)
Cd1—O1—C1—O2−175.6 (5)C18—C19—C20—C21174.5 (6)
Cd1—O1—C1—C24.1 (7)N5—N6—C21—C200.2 (6)
C6—N1—C2—C31.4 (7)Cd1—N6—C21—C20−149.2 (5)
Cd1—N1—C2—C3179.7 (4)N5—N6—C21—C22−179.3 (5)
C6—N1—C2—C1−178.4 (4)Cd1—N6—C21—C2231.3 (9)
Cd1—N1—C2—C1−0.1 (5)C19—C20—C21—N60.3 (7)
O2—C1—C2—N1177.1 (5)C19—C20—C21—C22179.7 (6)

Hydrogen-bond geometry (Å, °)

D—H···AD—HH···AD···AD—H···A
O5—H5A···O2i0.851.972.817 (7)177
O5—H5B···O4ii0.851.992.843 (7)177
O6—H6A···O50.851.852.704 (15)176
O6—H6B···O6iii0.852.132.98 (4)177
O7—H7D···O2iv0.852.132.98 (3)177
O7—H7E···O2ii0.852.203.05 (3)177

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

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: TK2242).

References

  • Sheldrick, G. M. (1996). SADABS University of Göttingen, Germany.
  • Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [PubMed]
  • Siemens (1996). SMART and SAINT Siemens Analytical X-ray Systems, Inc., Madison, Wisconsin, USA.
  • Yin, X.-H., Zhao, K., Feng, Y. & Zhu, J. (2007). Acta Cryst. E63, m2926.
  • Zhao, K., Yin, X.-H., Feng, Y. & Zhu, J. (2007). Acta Cryst. E63, m3024.

Articles from Acta Crystallographica Section E: Structure Reports Online are provided here courtesy of International Union of Crystallography