metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

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ISSN: 2056-9890

Bis[1,3-bis­(1-propyl-1H-benzimidazol-2-yl)-2-oxa­propane]­cadmium(II) dipicrate di­methyl­formamide monosolvate

aKey Laboratory of Synthetic and Natural Functional Molecule Chemistry of the Ministry of Education, College of Chemistry & Materials Science, Northwest University, Xi'an 710069, People's Republic of China, and bSchool of Chemical and Biological Engineering, Lanzhou Jiaotong University, Lanzhou 730070, People's Republic of China
*Correspondence e-mail: wuhuilu@163.com

(Received 7 September 2011; accepted 21 September 2011; online 30 September 2011)

In the title compound, [Cd(C22H26N4O)2](C6H2N3O7)2·C3H7NO, the CdII ion is coordinated by four N atoms and two O atoms from two tridentate 1,3-bis­(1-propyl-1H-benzimidazol-2-yl)-2-oxopropane ligands in a distorted octa­hedral coordination environment. There are significant differences in the chemically equivalent Cd—O bond lengths [2.618 (2) Å and 2.561 (2) Å].

Related literature

For related structures, see: Addison et al. (1983[Addison, A. W., Burke, P. J., Henrick, K. & Rao, T. N. (1983). Inorg. Chem. 22, 3645-3653.]); Wu, Kou et al. (2011[Wu, H., Kou, F., Jia, F., Yuan, J. & Liu, B. (2011). Acta Cryst. E67, m647.]); Wu, Liu et al. (2011[Wu, H., Liu, B., Kou, F., Jia, F. & Kong, J. (2011). Acta Cryst. E67, m768.]).

[Scheme 1]

Experimental

Crystal data
  • [Cd(C22H26N4O)2](C6H2N3O7)2·C3H7NO

  • Mr = 1366.64

  • Triclinic, [P \overline 1]

  • a = 14.211 (6) Å

  • b = 14.997 (7) Å

  • c = 16.190 (7) Å

  • α = 94.207 (4)°

  • β = 112.449 (4)°

  • γ = 97.986 (4)°

  • V = 3128 (2) Å3

  • Z = 2

  • Mo Kα radiation

  • μ = 0.43 mm−1

  • T = 293 K

  • 0.34 × 0.29 × 0.26 mm

Data collection
  • Bruker APEXII CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2007[Bruker (2007). APEX2, SAINT & SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.867, Tmax = 0.896

  • 18954 measured reflections

  • 10829 independent reflections

  • 8918 reflections with I > 2σ(I)

  • Rint = 0.017

Refinement
  • R[F2 > 2σ(F2)] = 0.037

  • wR(F2) = 0.106

  • S = 0.85

  • 10829 reflections

  • 835 parameters

  • 3 restraints

  • H-atom parameters constrained

  • Δρmax = 0.68 e Å−3

  • Δρmin = −0.51 e Å−3

Data collection: APEX2 (Bruker, 2007[Bruker (2007). APEX2, SAINT & SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2007[Bruker (2007). APEX2, SAINT & SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008)[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]; program(s) used to refine structure: SHELXL97 (Sheldrick, 2008)[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]; molecular graphics: SHELXTL (Sheldrick, 2008)[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]; software used to prepare material for publication: SHELXTL.

Supporting information


Comment top

Interest in bis(2-benzimidazolyl)alkanes and their derivatives is widespread (Addison et al., 1983). We have previously reported the crystal structure of some related complexes (Wu, Kou et al., 2011; Wu, Liu et al., 2011). The asymmetric unit of the title compound, consists of a discrete [Cd(1,3-bis(1-propyl-1H-benzimidazol-2-yl)-2-oxapropane)2] cation, two picrate anions and a dimethylformamide solvent molecule. The cation is shown in Fig. 1. The CdII ion is six-coordinate with a N4O2 ligand set. The ligand acts as a tridentate N-donor and O-donor. The coordination geometry of the CdII may be best described as distorted octahedral where four coordinated N atoms do not form an ideal equatorial plane. The axial sites are occupied by O1 and O2. The Cd—O bond distances indicate weak coordination. The crystal structure contains weak π···π stacking interactions with centroid-to-centroid distances in the range 3.646 (3) - 3.795 (3)Å.

Related literature top

For related structures, see: Addison et al. (1983); Wu, Kou et al. (2011); Wu, Liu et al. (2011).

Experimental top

To a stirred solution of 1,3-bis(1-propyl-1H-benzimidazol-2-yl)-2-oxapropane (0.145 g, 0.4 mmol) in hot MeOH (5 ml), Cd(C6H2N3O7)2 (0.114 g, 0.2 mmol) in MeOH (5 ml) was added. A yellow crystalline product formed rapidly. The precipitate was filtered off, washed with MeOH and absolute Et2O, and dried in vacuo. The dried precipitate was dissolved in acetonitrile to give a white solution which was allowed to evaporate at room temperature. The white crystals suitable for X-ray diffraction studies were obtained after three weeks. Yield, 0.213 g (78%).

Refinement top

All H atoms were found in difference electron maps and were subsequently refined in a riding-model approximation with C—H distances ranging from 0.95 to 0.97 Å and Uiso(H) = 1.2 - 1.5 Ueq of the carrier atom,

Structure description top

Interest in bis(2-benzimidazolyl)alkanes and their derivatives is widespread (Addison et al., 1983). We have previously reported the crystal structure of some related complexes (Wu, Kou et al., 2011; Wu, Liu et al., 2011). The asymmetric unit of the title compound, consists of a discrete [Cd(1,3-bis(1-propyl-1H-benzimidazol-2-yl)-2-oxapropane)2] cation, two picrate anions and a dimethylformamide solvent molecule. The cation is shown in Fig. 1. The CdII ion is six-coordinate with a N4O2 ligand set. The ligand acts as a tridentate N-donor and O-donor. The coordination geometry of the CdII may be best described as distorted octahedral where four coordinated N atoms do not form an ideal equatorial plane. The axial sites are occupied by O1 and O2. The Cd—O bond distances indicate weak coordination. The crystal structure contains weak π···π stacking interactions with centroid-to-centroid distances in the range 3.646 (3) - 3.795 (3)Å.

For related structures, see: Addison et al. (1983); Wu, Kou et al. (2011); Wu, Liu et al. (2011).

Computing details top

Data collection: APEX2 (Bruker, 2007); cell refinement: 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); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top
[Figure 1] Fig. 1. The molecular structure of the cation. Hydrogen atoms have been omitted for clarity and the displacement ellipsoids are shown at the 30% probability level.
Bis[1,3-bis(1-propyl-1H-benzimidazol-2-yl)-2-oxapropane]cadmium(II) dipicrate dimethylformamide monosolvate top
Crystal data top
[Cd(C22H26N4O)2](C6H2N3O7)2·C3H7NOZ = 2
Mr = 1366.64F(000) = 1412
Triclinic, P1Dx = 1.451 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 14.211 (6) ÅCell parameters from 8580 reflections
b = 14.997 (7) Åθ = 2.3–25.9°
c = 16.190 (7) ŵ = 0.43 mm1
α = 94.207 (4)°T = 293 K
β = 112.449 (4)°Block, white
γ = 97.986 (4)°0.34 × 0.29 × 0.26 mm
V = 3128 (2) Å3
Data collection top
Bruker APEXII CCD
diffractometer
10829 independent reflections
Radiation source: fine-focus sealed tube8918 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.017
ω scansθmax = 25.0°, θmin = 2.1°
Absorption correction: multi-scan
(SADABS; Bruker, 2007)
h = 1612
Tmin = 0.867, Tmax = 0.896k = 1717
18954 measured reflectionsl = 1919
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)] = 0.037Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.106H-atom parameters constrained
S = 0.85 w = 1/[σ2(Fo2) + (0.057P)2 + 4.5262P]
where P = (Fo2 + 2Fc2)/3
10829 reflections(Δ/σ)max = 0.002
835 parametersΔρmax = 0.68 e Å3
3 restraintsΔρmin = 0.51 e Å3
Crystal data top
[Cd(C22H26N4O)2](C6H2N3O7)2·C3H7NOγ = 97.986 (4)°
Mr = 1366.64V = 3128 (2) Å3
Triclinic, P1Z = 2
a = 14.211 (6) ÅMo Kα radiation
b = 14.997 (7) ŵ = 0.43 mm1
c = 16.190 (7) ÅT = 293 K
α = 94.207 (4)°0.34 × 0.29 × 0.26 mm
β = 112.449 (4)°
Data collection top
Bruker APEXII CCD
diffractometer
10829 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 2007)
8918 reflections with I > 2σ(I)
Tmin = 0.867, Tmax = 0.896Rint = 0.017
18954 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0373 restraints
wR(F2) = 0.106H-atom parameters constrained
S = 0.85Δρmax = 0.68 e Å3
10829 reflectionsΔρmin = 0.51 e Å3
835 parameters
Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Cd10.710319 (17)0.270821 (14)0.087796 (14)0.03937 (8)
O10.6256 (2)0.19157 (15)0.18774 (14)0.0565 (6)
O20.77052 (18)0.35207 (17)0.02188 (15)0.0564 (6)
N50.59304 (19)0.34126 (16)0.00581 (16)0.0410 (6)
N40.62449 (19)0.02374 (16)0.07041 (17)0.0432 (6)
N30.65589 (19)0.11966 (16)0.04931 (16)0.0399 (6)
N10.7491 (2)0.35220 (18)0.22203 (17)0.0476 (6)
N70.86953 (19)0.25298 (17)0.09737 (17)0.0440 (6)
N60.5179 (2)0.41112 (17)0.12391 (18)0.0478 (6)
N80.9983 (2)0.2479 (2)0.05235 (18)0.0522 (7)
C240.6019 (2)0.37620 (19)0.0757 (2)0.0422 (7)
C130.6321 (2)0.06455 (19)0.10070 (19)0.0386 (6)
C140.6656 (2)0.0642 (2)0.01885 (19)0.0418 (7)
C230.6946 (2)0.3787 (2)0.0974 (2)0.0475 (7)
H23A0.67910.33710.15160.057*
H23B0.71830.43950.10670.057*
C190.6460 (2)0.0258 (2)0.0062 (2)0.0439 (7)
C250.4979 (2)0.35542 (19)0.0071 (2)0.0431 (7)
C350.9086 (2)0.2777 (2)0.0390 (2)0.0441 (7)
C120.6173 (3)0.0960 (2)0.1835 (2)0.0454 (7)
H12A0.54970.06810.17980.054*
H12B0.66990.08030.23650.054*
C401.0970 (3)0.1515 (3)0.1666 (3)0.0693 (11)
H401.15080.14860.14780.083*
C300.4502 (2)0.3986 (2)0.0814 (2)0.0482 (8)
C340.8581 (3)0.3308 (2)0.0348 (2)0.0515 (8)
H34A0.90510.38590.03120.062*
H34B0.83760.29500.09320.062*
C360.9368 (2)0.2022 (2)0.1517 (2)0.0477 (8)
C90.7450 (4)0.3742 (3)0.4461 (3)0.0899 (15)
H9A0.81110.38960.49730.108*
H9B0.71590.31150.44510.108*
C180.6473 (3)0.0968 (2)0.0658 (2)0.0553 (8)
H180.63420.15710.05720.066*
C30.8162 (3)0.4348 (2)0.2601 (2)0.0538 (8)
C150.6880 (3)0.0866 (2)0.0918 (2)0.0544 (8)
H150.70150.14680.10050.065*
C411.0176 (3)0.1987 (2)0.1242 (2)0.0519 (8)
C260.4515 (3)0.3358 (2)0.0525 (2)0.0522 (8)
H260.48360.30760.10250.063*
N20.7619 (3)0.3831 (2)0.36200 (19)0.0661 (9)
C20.7189 (3)0.3245 (2)0.2849 (2)0.0523 (8)
O70.1396 (3)0.2479 (3)0.4676 (2)0.1135 (13)
C200.6022 (3)0.1027 (2)0.1122 (3)0.0619 (9)
H20A0.54250.14390.06790.074*
H20B0.58350.08250.16120.074*
O30.2767 (3)0.4297 (2)0.1884 (2)0.0880 (9)
C50.9307 (3)0.5714 (3)0.2791 (4)0.0860 (14)
H50.96660.61270.25660.103*
C460.1506 (3)0.4255 (2)0.2484 (2)0.0566 (9)
C160.6898 (3)0.0169 (3)0.1503 (2)0.0611 (9)
H160.70530.03000.19950.073*
C470.1043 (3)0.3946 (2)0.3020 (2)0.0595 (9)
H470.04340.41250.29970.071*
N90.1061 (3)0.4928 (3)0.1904 (3)0.0738 (9)
C490.2395 (3)0.3096 (2)0.3641 (3)0.0660 (10)
H490.27010.27110.40500.079*
C170.6686 (3)0.0735 (3)0.1375 (2)0.0626 (10)
H170.66910.11940.17920.075*
C80.8242 (3)0.4543 (3)0.3482 (2)0.0648 (10)
C60.9400 (4)0.5894 (4)0.3674 (4)0.0992 (17)
H60.98290.64240.40290.119*
C270.3567 (3)0.3595 (2)0.0350 (3)0.0627 (10)
H270.32370.34730.07380.075*
C370.9318 (3)0.1585 (2)0.2232 (2)0.0605 (9)
H370.87780.16010.24200.073*
C310.5044 (3)0.4585 (3)0.2037 (2)0.0651 (10)
H31A0.56990.49650.19360.078*
H31B0.45470.49820.20880.078*
C480.1491 (3)0.3357 (3)0.3602 (2)0.0620 (10)
C280.3090 (3)0.4019 (3)0.0402 (3)0.0691 (11)
H280.24440.41670.05060.083*
C290.3542 (3)0.4223 (2)0.0994 (3)0.0629 (10)
H290.32190.45080.14910.075*
C450.2423 (3)0.4005 (2)0.2426 (3)0.0605 (9)
C100.6735 (5)0.4346 (4)0.4583 (4)0.1015 (16)
H10A0.60840.42140.40580.122*
H10B0.70410.49760.46240.122*
C70.8883 (4)0.5317 (3)0.4038 (3)0.0927 (15)
H70.89590.54400.46340.111*
C10.6471 (3)0.2388 (2)0.2736 (2)0.0620 (10)
H1A0.67870.20250.32050.074*
H1B0.58380.25150.27750.074*
C40.8687 (3)0.4930 (3)0.2241 (3)0.0647 (10)
H40.86290.48030.16510.078*
O60.0156 (3)0.3216 (2)0.4079 (2)0.1010 (11)
N110.3791 (3)0.3097 (3)0.3130 (4)0.0902 (12)
C391.0916 (4)0.1094 (3)0.2376 (3)0.0791 (13)
H391.14360.07800.26820.095*
C500.2845 (3)0.3403 (3)0.3076 (3)0.0646 (10)
N100.0986 (4)0.2994 (3)0.4162 (2)0.0800 (11)
C421.0627 (3)0.2656 (3)0.0011 (3)0.0800 (13)
H42A1.13290.26040.03910.096*
H42B1.06390.32810.01090.096*
O90.4039 (4)0.3093 (4)0.2508 (4)0.155 (2)
O50.0391 (4)0.4708 (3)0.1225 (3)0.1428 (19)
C210.6869 (4)0.1531 (3)0.1475 (3)0.0975 (16)
H21A0.66540.20350.17450.117*
H21B0.70270.17790.09820.117*
C320.4687 (5)0.3971 (4)0.2914 (3)0.1031 (17)
H32A0.47230.43360.33740.124*
H32B0.51620.35490.28510.124*
C381.0110 (3)0.1127 (3)0.2646 (3)0.0760 (12)
H381.01010.08270.31270.091*
O80.4316 (4)0.2854 (4)0.3832 (4)0.1536 (19)
C220.7821 (4)0.0933 (4)0.2167 (4)0.133 (2)
H22A0.80900.04840.18820.200*
H22B0.83330.12950.24400.200*
H22C0.76480.06360.26220.200*
O40.1450 (4)0.5715 (3)0.2179 (3)0.1296 (15)
C110.6530 (6)0.4213 (4)0.5422 (4)0.130 (2)
H11A0.61070.36280.53340.195*
H11B0.61770.46790.55360.195*
H11C0.71750.42490.59280.195*
O160.8588 (3)0.1721 (5)0.7081 (3)0.174 (2)
O100.7065 (2)0.2162 (2)0.76234 (17)0.0771 (8)
C510.6515 (3)0.1857 (2)0.6830 (2)0.0574 (9)
C550.6367 (3)0.1493 (3)0.5255 (2)0.0612 (9)
H550.66870.14800.48510.073*
O150.8389 (3)0.2477 (3)0.6001 (3)0.1191 (13)
O110.5237 (2)0.1976 (2)0.7776 (2)0.0816 (8)
C520.5414 (3)0.1541 (2)0.6456 (2)0.0591 (9)
C560.6933 (3)0.1775 (3)0.6148 (2)0.0584 (9)
N120.4861 (3)0.1511 (3)0.7042 (2)0.0766 (10)
N130.4700 (3)0.0922 (3)0.4015 (2)0.0812 (11)
C540.5313 (3)0.1226 (2)0.4958 (2)0.0618 (10)
C530.4841 (3)0.1235 (3)0.5559 (3)0.0653 (10)
H530.41310.10340.53560.078*
O140.5141 (3)0.0912 (3)0.3502 (2)0.1057 (12)
N140.8046 (3)0.2030 (3)0.6435 (3)0.0885 (12)
O120.4024 (3)0.1012 (3)0.6781 (3)0.1429 (19)
O130.3766 (3)0.0677 (3)0.3776 (2)0.1141 (13)
C590.8829 (4)0.1286 (4)0.4491 (3)0.0858 (13)
H590.93290.17950.45780.103*
O170.8046 (3)0.1163 (3)0.3811 (2)0.1279 (15)
N150.9016 (3)0.0747 (3)0.5112 (2)0.0774 (10)
C580.9977 (4)0.0980 (4)0.5908 (3)0.1079 (18)
H58A1.04190.14770.58220.162*
H58B1.03160.04630.60040.162*
H58C0.98310.11530.64230.162*
C570.8279 (4)0.0031 (4)0.5063 (4)0.1088 (17)
H57A0.76870.01030.45010.163*
H57B0.80650.00500.55540.163*
H57C0.85900.05640.50990.163*
C330.3641 (5)0.3450 (5)0.3223 (4)0.146 (3)
H33A0.36130.30370.28040.219*
H33B0.34560.31130.38070.219*
H33C0.31660.38570.32610.219*
C441.0208 (8)0.1080 (5)0.0776 (6)0.202 (4)
H44A1.07930.09640.02770.303*
H44B1.01700.07550.13250.303*
H44C0.95860.08800.06870.303*
C431.0326 (6)0.2079 (5)0.0837 (4)0.151 (3)
H43A0.96730.22030.12560.181*
H43B1.08400.22400.10840.181*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cd10.04318 (14)0.03691 (13)0.03939 (13)0.00771 (9)0.01700 (10)0.00926 (9)
O10.0901 (18)0.0450 (13)0.0430 (12)0.0161 (12)0.0340 (12)0.0089 (10)
O20.0504 (13)0.0819 (17)0.0476 (13)0.0251 (12)0.0233 (11)0.0269 (12)
N50.0439 (14)0.0331 (13)0.0463 (14)0.0078 (11)0.0171 (12)0.0102 (11)
N40.0458 (15)0.0341 (13)0.0470 (14)0.0050 (11)0.0155 (12)0.0103 (11)
N30.0456 (14)0.0345 (13)0.0401 (13)0.0062 (11)0.0171 (11)0.0089 (10)
N10.0519 (16)0.0475 (15)0.0414 (14)0.0143 (13)0.0149 (12)0.0048 (12)
N70.0402 (14)0.0464 (15)0.0449 (14)0.0081 (12)0.0155 (12)0.0095 (11)
N60.0484 (16)0.0422 (15)0.0503 (15)0.0104 (12)0.0144 (13)0.0167 (12)
N80.0436 (15)0.0629 (18)0.0515 (16)0.0108 (13)0.0207 (13)0.0043 (13)
C240.0446 (17)0.0333 (15)0.0436 (16)0.0077 (13)0.0110 (14)0.0084 (13)
C130.0324 (15)0.0386 (16)0.0393 (15)0.0052 (12)0.0080 (12)0.0092 (12)
C140.0414 (17)0.0402 (17)0.0380 (15)0.0038 (13)0.0112 (13)0.0020 (12)
C230.0500 (19)0.0512 (19)0.0437 (17)0.0140 (15)0.0172 (15)0.0191 (14)
C190.0424 (17)0.0415 (17)0.0425 (16)0.0069 (14)0.0112 (14)0.0055 (13)
C250.0411 (17)0.0287 (15)0.0540 (18)0.0032 (13)0.0149 (14)0.0011 (13)
C350.0383 (17)0.0479 (18)0.0427 (16)0.0027 (14)0.0147 (14)0.0022 (14)
C120.0488 (18)0.0422 (17)0.0445 (17)0.0049 (14)0.0183 (14)0.0102 (13)
C400.057 (2)0.074 (3)0.070 (2)0.026 (2)0.0135 (19)0.000 (2)
C300.0444 (18)0.0368 (17)0.0585 (19)0.0071 (14)0.0149 (15)0.0082 (14)
C340.0473 (19)0.065 (2)0.0464 (18)0.0106 (16)0.0214 (15)0.0152 (15)
C360.0429 (18)0.0424 (17)0.0464 (17)0.0027 (14)0.0080 (14)0.0005 (14)
C90.140 (4)0.077 (3)0.049 (2)0.028 (3)0.032 (3)0.003 (2)
C180.058 (2)0.0406 (18)0.062 (2)0.0090 (16)0.0184 (17)0.0016 (15)
C30.0439 (19)0.049 (2)0.060 (2)0.0174 (16)0.0089 (16)0.0037 (16)
C150.067 (2)0.052 (2)0.0445 (18)0.0086 (17)0.0221 (17)0.0090 (15)
C410.0464 (19)0.052 (2)0.0484 (18)0.0109 (15)0.0095 (15)0.0014 (15)
C260.056 (2)0.0398 (18)0.062 (2)0.0074 (15)0.0249 (17)0.0068 (15)
N20.090 (2)0.061 (2)0.0423 (16)0.0214 (18)0.0193 (16)0.0002 (14)
C20.067 (2)0.051 (2)0.0390 (17)0.0260 (17)0.0160 (16)0.0048 (14)
O70.154 (4)0.109 (3)0.073 (2)0.001 (2)0.045 (2)0.035 (2)
C200.075 (3)0.0435 (19)0.067 (2)0.0055 (18)0.029 (2)0.0182 (17)
O30.106 (2)0.081 (2)0.115 (2)0.0236 (18)0.079 (2)0.0353 (18)
C50.057 (3)0.065 (3)0.127 (4)0.003 (2)0.032 (3)0.003 (3)
C460.055 (2)0.052 (2)0.062 (2)0.0019 (16)0.0240 (18)0.0107 (16)
C160.069 (2)0.071 (3)0.0467 (19)0.0126 (19)0.0264 (18)0.0042 (17)
C470.059 (2)0.055 (2)0.066 (2)0.0011 (17)0.0298 (19)0.0045 (18)
N90.074 (2)0.071 (2)0.080 (2)0.0010 (19)0.036 (2)0.0223 (19)
C490.082 (3)0.047 (2)0.057 (2)0.0055 (19)0.017 (2)0.0100 (17)
C170.065 (2)0.067 (2)0.052 (2)0.0187 (19)0.0196 (18)0.0076 (18)
C80.067 (2)0.057 (2)0.055 (2)0.0186 (19)0.0077 (18)0.0056 (17)
C60.077 (3)0.074 (3)0.114 (4)0.000 (3)0.014 (3)0.024 (3)
C270.061 (2)0.053 (2)0.083 (3)0.0084 (18)0.039 (2)0.0047 (19)
C370.061 (2)0.058 (2)0.055 (2)0.0074 (18)0.0139 (17)0.0173 (17)
C310.066 (2)0.065 (2)0.062 (2)0.0199 (19)0.0173 (19)0.0303 (19)
C480.078 (3)0.053 (2)0.053 (2)0.0021 (19)0.0301 (19)0.0024 (17)
C280.052 (2)0.062 (2)0.099 (3)0.0213 (19)0.032 (2)0.013 (2)
C290.052 (2)0.056 (2)0.080 (3)0.0195 (18)0.0204 (19)0.0203 (19)
C450.067 (2)0.049 (2)0.068 (2)0.0018 (18)0.033 (2)0.0064 (17)
C100.136 (5)0.095 (4)0.091 (3)0.024 (3)0.065 (3)0.002 (3)
C70.089 (3)0.078 (3)0.081 (3)0.011 (3)0.008 (3)0.023 (3)
C10.093 (3)0.056 (2)0.050 (2)0.021 (2)0.039 (2)0.0073 (16)
C40.049 (2)0.058 (2)0.084 (3)0.0136 (18)0.022 (2)0.005 (2)
O60.131 (3)0.093 (2)0.108 (3)0.002 (2)0.086 (3)0.0066 (19)
N110.089 (3)0.069 (2)0.118 (4)0.026 (2)0.042 (3)0.024 (2)
C390.071 (3)0.070 (3)0.078 (3)0.030 (2)0.003 (2)0.014 (2)
C500.064 (2)0.049 (2)0.081 (3)0.0105 (18)0.029 (2)0.0046 (19)
N100.112 (3)0.065 (2)0.064 (2)0.007 (2)0.044 (2)0.0070 (18)
C420.063 (3)0.114 (4)0.080 (3)0.026 (2)0.044 (2)0.014 (3)
O90.151 (4)0.203 (5)0.188 (5)0.109 (4)0.114 (4)0.081 (4)
O50.151 (4)0.106 (3)0.096 (3)0.003 (3)0.025 (3)0.026 (2)
C210.113 (4)0.083 (3)0.089 (3)0.027 (3)0.024 (3)0.036 (3)
C320.129 (5)0.094 (4)0.066 (3)0.032 (3)0.011 (3)0.028 (3)
C380.075 (3)0.069 (3)0.067 (2)0.015 (2)0.006 (2)0.023 (2)
O80.122 (4)0.160 (4)0.189 (5)0.077 (3)0.047 (3)0.075 (4)
C220.119 (5)0.124 (5)0.117 (5)0.035 (4)0.001 (4)0.017 (4)
O40.163 (4)0.074 (2)0.126 (3)0.015 (3)0.029 (3)0.034 (2)
C110.178 (6)0.129 (5)0.093 (4)0.006 (5)0.077 (4)0.016 (4)
O160.091 (3)0.351 (8)0.093 (3)0.072 (4)0.030 (2)0.078 (4)
O100.0792 (19)0.093 (2)0.0483 (15)0.0069 (16)0.0229 (14)0.0034 (14)
C510.073 (2)0.048 (2)0.050 (2)0.0057 (18)0.0248 (18)0.0122 (16)
C550.074 (3)0.065 (2)0.048 (2)0.011 (2)0.0276 (19)0.0118 (17)
O150.084 (2)0.146 (4)0.134 (3)0.000 (2)0.055 (2)0.036 (3)
O110.091 (2)0.091 (2)0.0687 (18)0.0056 (17)0.0435 (17)0.0024 (16)
C520.072 (2)0.056 (2)0.052 (2)0.0022 (18)0.0310 (18)0.0086 (16)
C560.060 (2)0.065 (2)0.052 (2)0.0084 (18)0.0239 (17)0.0137 (17)
N120.077 (2)0.081 (2)0.068 (2)0.007 (2)0.0335 (19)0.0014 (19)
N130.092 (3)0.082 (3)0.050 (2)0.003 (2)0.015 (2)0.0058 (17)
C540.077 (3)0.054 (2)0.0451 (19)0.0025 (19)0.0174 (18)0.0067 (16)
C530.070 (3)0.057 (2)0.061 (2)0.0025 (19)0.022 (2)0.0076 (18)
O140.118 (3)0.139 (3)0.0493 (17)0.002 (2)0.0315 (18)0.0001 (18)
N140.075 (3)0.133 (4)0.058 (2)0.019 (2)0.028 (2)0.014 (2)
O120.110 (3)0.194 (4)0.108 (3)0.066 (3)0.068 (2)0.041 (3)
O130.091 (3)0.147 (3)0.067 (2)0.023 (2)0.0081 (18)0.005 (2)
C590.080 (3)0.095 (3)0.072 (3)0.011 (3)0.019 (3)0.021 (3)
O170.104 (3)0.151 (4)0.084 (2)0.012 (3)0.012 (2)0.039 (2)
N150.072 (2)0.085 (3)0.064 (2)0.0166 (19)0.0122 (17)0.0171 (18)
C580.092 (4)0.133 (5)0.078 (3)0.038 (3)0.004 (3)0.018 (3)
C570.105 (4)0.101 (4)0.115 (4)0.004 (3)0.041 (3)0.026 (3)
C330.129 (6)0.127 (5)0.119 (5)0.007 (4)0.013 (4)0.018 (4)
C440.251 (11)0.190 (7)0.152 (7)0.007 (9)0.096 (7)0.059 (7)
C430.139 (6)0.214 (7)0.111 (5)0.028 (6)0.072 (5)0.026 (6)
Geometric parameters (Å, º) top
Cd1—N52.233 (2)C8—C71.384 (6)
Cd1—N12.242 (3)C6—C71.366 (7)
Cd1—N32.250 (3)C6—H60.9300
Cd1—N72.263 (3)C27—C281.396 (6)
Cd1—O22.561 (2)C27—H270.9300
Cd1—O12.618 (2)C37—C381.377 (5)
O1—C11.414 (4)C37—H370.9300
O1—C121.416 (4)C31—C321.500 (6)
O2—C231.416 (4)C31—H31A0.9700
O2—C341.412 (4)C31—H31B0.9700
N5—C241.321 (4)C48—N101.447 (5)
N5—C251.391 (4)C28—C291.372 (6)
N4—C131.353 (4)C28—H280.9300
N4—C191.386 (4)C29—H290.9300
N4—C201.462 (4)C45—C501.445 (5)
N3—C131.314 (4)C10—C111.516 (7)
N3—C141.394 (4)C10—H10A0.9700
N1—C21.319 (4)C10—H10B0.9700
N1—C31.390 (4)C7—H70.9300
N7—C351.316 (4)C1—H1A0.9700
N7—C361.388 (4)C1—H1B0.9700
N6—C241.353 (4)C4—H40.9300
N6—C301.382 (4)O6—N101.230 (5)
N6—C311.481 (4)N11—O91.188 (6)
N8—C351.354 (4)N11—O81.213 (6)
N8—C411.383 (4)N11—C501.454 (6)
N8—C421.464 (5)C39—C381.379 (6)
C24—C231.485 (4)C39—H390.9300
C13—C121.488 (4)C42—C431.445 (7)
C14—C151.388 (4)C42—H42A0.9700
C14—C191.385 (4)C42—H42B0.9700
C23—H23A0.9700C21—C221.4995 (7)
C23—H23B0.9700C21—H21A0.9700
C19—C181.390 (4)C21—H21B0.9700
C25—C261.388 (5)C32—C331.456 (8)
C25—C301.392 (4)C32—H32A0.9700
C35—C341.490 (4)C32—H32B0.9700
C12—H12A0.9700C38—H380.9300
C12—H12B0.9700C22—H22A0.9600
C40—C391.372 (6)C22—H22B0.9600
C40—C411.395 (5)C22—H22C0.9600
C40—H400.9300C11—H11A0.9600
C30—C291.385 (5)C11—H11B0.9600
C34—H34A0.9700C11—H11C0.9600
C34—H34B0.9700O16—N141.206 (5)
C36—C411.387 (5)O10—C511.232 (4)
C36—C371.392 (5)C51—C521.438 (5)
C9—N21.483 (5)C51—C561.445 (5)
C9—C101.507 (7)C55—C561.357 (5)
C9—H9A0.9700C55—C541.374 (5)
C9—H9B0.9700C55—H550.9300
C18—C171.364 (5)O15—N141.192 (5)
C18—H180.9300O11—N121.215 (4)
C3—C41.373 (5)C52—C531.369 (5)
C3—C81.393 (5)C52—N121.445 (5)
C15—C161.368 (5)C56—N141.452 (5)
C15—H150.9300N12—O121.215 (5)
C26—C271.371 (5)N13—O141.217 (5)
C26—H260.9300N13—O131.224 (5)
N2—C21.345 (4)N13—C541.438 (5)
N2—C81.377 (5)C54—C531.377 (5)
C2—C11.479 (5)C53—H530.9300
O7—N101.216 (5)C59—O171.209 (5)
C20—C211.461 (6)C59—N151.307 (5)
C20—H20A0.9700C59—H590.9300
C20—H20B0.9700N15—C571.432 (6)
O3—C451.235 (4)N15—C581.451 (5)
C5—C61.386 (7)C58—H58A0.9600
C5—C41.382 (6)C58—H58B0.9600
C5—H50.9300C58—H58C0.9600
C46—C471.346 (5)C57—H57A0.9600
C46—C451.440 (5)C57—H57B0.9600
C46—N91.471 (5)C57—H57C0.9600
C16—C171.396 (5)C33—H33A0.9600
C16—H160.9300C33—H33B0.9600
C47—C481.376 (5)C33—H33C0.9600
C47—H470.9300C44—C431.4997 (9)
N9—O51.133 (5)C44—H44A0.9600
N9—O41.204 (5)C44—H44B0.9600
C49—C481.374 (6)C44—H44C0.9600
C49—C501.374 (6)C43—H43A0.9700
C49—H490.9300C43—H43B0.9700
C17—H170.9300
N5—Cd1—N1102.14 (9)C28—C27—H27119.6
N5—Cd1—N3108.82 (9)C38—C37—C36116.4 (4)
N1—Cd1—N3127.24 (9)C38—C37—H37121.8
N5—Cd1—N7131.02 (9)C36—C37—H37121.8
N1—Cd1—N7101.21 (9)N6—C31—C32114.9 (3)
N3—Cd1—N789.53 (9)N6—C31—H31A108.5
N5—Cd1—O265.77 (8)C32—C31—H31A108.5
N1—Cd1—O2115.93 (10)N6—C31—H31B108.5
N3—Cd1—O2115.47 (9)C32—C31—H31B108.5
N7—Cd1—O265.34 (8)H31A—C31—H31B107.5
N5—Cd1—O1107.15 (9)C49—C48—C47120.8 (4)
N1—Cd1—O165.86 (9)C49—C48—N10119.9 (4)
N3—Cd1—O164.71 (8)C47—C48—N10119.3 (4)
N7—Cd1—O1121.64 (8)C29—C28—C27122.2 (4)
O2—Cd1—O1172.80 (7)C29—C28—H28118.9
C1—O1—C12115.2 (2)C27—C28—H28118.9
C1—O1—Cd1117.3 (2)C28—C29—C30116.9 (3)
C12—O1—Cd1116.95 (17)C28—C29—H29121.6
C23—O2—C34115.5 (2)C30—C29—H29121.6
C23—O2—Cd1117.99 (18)O3—C45—C46121.8 (4)
C34—O2—Cd1119.18 (18)O3—C45—C50127.5 (4)
C24—N5—C25105.9 (2)C46—C45—C50110.7 (3)
C24—N5—Cd1124.2 (2)C9—C10—C11111.9 (5)
C25—N5—Cd1129.8 (2)C9—C10—H10A109.2
C13—N4—C19107.2 (2)C11—C10—H10A109.2
C13—N4—C20126.9 (3)C9—C10—H10B109.2
C19—N4—C20125.8 (3)C11—C10—H10B109.2
C13—N3—C14105.9 (2)H10A—C10—H10B107.9
C13—N3—Cd1124.8 (2)C6—C7—C8117.0 (5)
C14—N3—Cd1127.45 (19)C6—C7—H7121.5
C2—N1—C3106.2 (3)C8—C7—H7121.5
C2—N1—Cd1124.9 (2)O1—C1—C2107.2 (3)
C3—N1—Cd1128.6 (2)O1—C1—H1A110.3
C35—N7—C36105.6 (3)C2—C1—H1A110.3
C35—N7—Cd1124.2 (2)O1—C1—H1B110.3
C36—N7—Cd1129.3 (2)C2—C1—H1B110.3
C24—N6—C30106.8 (3)H1A—C1—H1B108.5
C24—N6—C31126.3 (3)C3—C4—C5117.4 (4)
C30—N6—C31126.8 (3)C3—C4—H4121.3
C35—N8—C41106.8 (3)C5—C4—H4121.3
C35—N8—C42126.4 (3)O9—N11—O8121.5 (5)
C41—N8—C42126.8 (3)O9—N11—C50120.8 (5)
N5—C24—N6112.4 (3)O8—N11—C50117.7 (5)
N5—C24—C23123.7 (3)C40—C39—C38121.6 (4)
N6—C24—C23123.8 (3)C40—C39—H39119.2
N3—C13—N4112.2 (3)C38—C39—H39119.2
N3—C13—C12123.8 (3)C49—C50—N11118.0 (4)
N4—C13—C12124.1 (3)C49—C50—C45123.6 (4)
C15—C14—C19120.8 (3)N11—C50—C45118.5 (4)
C15—C14—N3130.2 (3)O7—N10—O6123.8 (4)
C19—C14—N3109.0 (3)O7—N10—C48118.4 (5)
O2—C23—C24105.4 (2)O6—N10—C48117.8 (4)
O2—C23—H23A110.7N8—C42—C43117.0 (4)
C24—C23—H23A110.7N8—C42—H42A108.0
O2—C23—H23B110.7C43—C42—H42A108.0
C24—C23—H23B110.7N8—C42—H42B108.0
H23A—C23—H23B108.8C43—C42—H42B108.0
N4—C19—C14105.7 (3)H42A—C42—H42B107.3
N4—C19—C18132.5 (3)C22—C21—C20111.3 (4)
C14—C19—C18121.7 (3)C22—C21—H21A109.4
C26—C25—N5130.4 (3)C20—C21—H21A109.4
C26—C25—C30121.1 (3)C22—C21—H21B109.4
N5—C25—C30108.5 (3)C20—C21—H21B109.4
N7—C35—N8112.6 (3)H21A—C21—H21B108.0
N7—C35—C34123.5 (3)C33—C32—C31114.9 (6)
N8—C35—C34123.9 (3)C33—C32—H32A108.5
O1—C12—C13106.0 (2)C31—C32—H32A108.5
O1—C12—H12A110.5C33—C32—H32B108.5
C13—C12—H12A110.5C31—C32—H32B108.5
O1—C12—H12B110.5H32A—C32—H32B107.5
C13—C12—H12B110.5C37—C38—C39122.6 (4)
H12A—C12—H12B108.7C37—C38—H38118.7
C39—C40—C41116.6 (4)C39—C38—H38118.7
C39—C40—H40121.7C21—C22—H22A109.5
C41—C40—H40121.7C21—C22—H22B109.5
N6—C30—C29132.3 (3)H22A—C22—H22B109.5
N6—C30—C25106.3 (3)C21—C22—H22C109.5
C29—C30—C25121.3 (3)H22A—C22—H22C109.5
O2—C34—C35105.8 (2)H22B—C22—H22C109.5
O2—C34—H34A110.6C10—C11—H11A109.5
C35—C34—H34A110.6C10—C11—H11B109.5
O2—C34—H34B110.6H11A—C11—H11B109.5
C35—C34—H34B110.6C10—C11—H11C109.5
H34A—C34—H34B108.7H11A—C11—H11C109.5
N7—C36—C41109.1 (3)H11B—C11—H11C109.5
N7—C36—C37129.8 (3)O10—C51—C52126.5 (3)
C41—C36—C37121.1 (3)O10—C51—C56122.2 (4)
N2—C9—C10112.7 (4)C52—C51—C56111.3 (3)
N2—C9—H9A109.1C56—C55—C54119.0 (4)
C10—C9—H9A109.1C56—C55—H55120.5
N2—C9—H9B109.1C54—C55—H55120.5
C10—C9—H9B109.1C53—C52—C51123.6 (3)
H9A—C9—H9B107.8C53—C52—N12116.6 (4)
C17—C18—C19116.7 (3)C51—C52—N12119.8 (3)
C17—C18—H18121.6C55—C56—C51125.2 (4)
C19—C18—H18121.6C55—C56—N14117.2 (3)
C4—C3—N1130.5 (3)C51—C56—N14117.5 (3)
C4—C3—C8121.3 (4)O12—N12—O11121.7 (4)
N1—C3—C8108.1 (3)O12—N12—C52118.4 (4)
C16—C15—C14117.7 (3)O11—N12—C52119.9 (3)
C16—C15—H15121.2O14—N13—O13123.7 (4)
C14—C15—H15121.2O14—N13—C54118.1 (4)
N8—C41—C36105.9 (3)O13—N13—C54118.1 (4)
N8—C41—C40132.4 (4)C55—C54—C53120.4 (3)
C36—C41—C40121.7 (4)C55—C54—N13119.9 (4)
C27—C26—C25117.6 (3)C53—C54—N13119.7 (4)
C27—C26—H26121.2C52—C53—C54120.2 (4)
C25—C26—H26121.2C52—C53—H53119.9
C2—N2—C8107.2 (3)C54—C53—H53119.9
C2—N2—C9126.9 (4)O15—N14—O16122.6 (5)
C8—N2—C9125.9 (3)O15—N14—C56119.8 (4)
N1—C2—N2112.2 (3)O16—N14—C56117.4 (4)
N1—C2—C1124.6 (3)O17—C59—N15124.0 (5)
N2—C2—C1123.2 (3)O17—C59—H59118.0
N4—C20—C21115.2 (3)N15—C59—H59118.0
N4—C20—H20A108.5C59—N15—C57122.4 (4)
C21—C20—H20A108.5C59—N15—C58118.7 (4)
N4—C20—H20B108.5C57—N15—C58118.7 (4)
C21—C20—H20B108.5N15—C58—H58A109.5
H20A—C20—H20B107.5N15—C58—H58B109.5
C6—C5—C4121.0 (5)H58A—C58—H58B109.5
C6—C5—H5119.5N15—C58—H58C109.5
C4—C5—H5119.5H58A—C58—H58C109.5
C47—C46—C45126.4 (4)H58B—C58—H58C109.5
C47—C46—N9118.3 (3)N15—C57—H57A109.5
C45—C46—N9115.3 (3)N15—C57—H57B109.5
C15—C16—C17121.0 (3)H57A—C57—H57B109.5
C15—C16—H16119.5N15—C57—H57C109.5
C17—C16—H16119.5H57A—C57—H57C109.5
C46—C47—C48118.5 (4)H57B—C57—H57C109.5
C46—C47—H47120.8C32—C33—H33A109.5
C48—C47—H47120.8C32—C33—H33B109.5
O5—N9—O4122.0 (4)H33A—C33—H33B109.5
O5—N9—C46121.0 (4)C32—C33—H33C109.5
O4—N9—C46117.0 (4)H33A—C33—H33C109.5
C48—C49—C50119.9 (4)H33B—C33—H33C109.5
C48—C49—H49120.1C43—C44—H44A109.5
C50—C49—H49120.1C43—C44—H44B109.5
C18—C17—C16122.1 (3)H44A—C44—H44B109.5
C18—C17—H17119.0C43—C44—H44C109.5
C16—C17—H17119.0H44A—C44—H44C109.5
N2—C8—C7132.5 (4)H44B—C44—H44C109.5
N2—C8—C3106.3 (3)C44—C43—C42114.7 (6)
C7—C8—C3121.2 (5)C44—C43—H43A108.6
C7—C6—C5122.1 (5)C42—C43—H43A108.6
C7—C6—H6118.9C44—C43—H43B108.6
C5—C6—H6118.9C42—C43—H43B108.6
C26—C27—C28120.9 (4)H43A—C43—H43B107.6
C26—C27—H27119.6
N5—Cd1—O1—C196.2 (2)Cd1—N1—C3—C47.0 (5)
N1—Cd1—O1—C10.3 (2)C2—N1—C3—C80.2 (4)
N3—Cd1—O1—C1160.6 (3)Cd1—N1—C3—C8173.5 (2)
N7—Cd1—O1—C188.2 (2)C19—C14—C15—C160.2 (5)
O2—Cd1—O1—C1106.3 (6)N3—C14—C15—C16178.1 (3)
N5—Cd1—O1—C12120.6 (2)C35—N8—C41—C360.5 (3)
N1—Cd1—O1—C12143.5 (2)C42—N8—C41—C36178.7 (3)
N3—Cd1—O1—C1217.4 (2)C35—N8—C41—C40178.9 (4)
N7—Cd1—O1—C1255.0 (2)C42—N8—C41—C401.8 (6)
O2—Cd1—O1—C12110.5 (6)N7—C36—C41—N80.1 (4)
N5—Cd1—O2—C2315.5 (2)C37—C36—C41—N8179.6 (3)
N1—Cd1—O2—C23107.6 (2)N7—C36—C41—C40179.7 (3)
N3—Cd1—O2—C2384.7 (2)C37—C36—C41—C400.0 (5)
N7—Cd1—O2—C23161.5 (2)C39—C40—C41—N8180.0 (4)
O1—Cd1—O2—C234.9 (7)C39—C40—C41—C360.6 (5)
N5—Cd1—O2—C34164.2 (3)N5—C25—C26—C27178.6 (3)
N1—Cd1—O2—C34103.7 (2)C30—C25—C26—C270.7 (5)
N3—Cd1—O2—C3464.0 (2)C10—C9—N2—C2103.1 (5)
N7—Cd1—O2—C3412.8 (2)C10—C9—N2—C875.9 (6)
O1—Cd1—O2—C34153.7 (5)C3—N1—C2—N20.3 (4)
N1—Cd1—N5—C24123.1 (2)Cd1—N1—C2—N2173.7 (2)
N3—Cd1—N5—C24100.2 (2)C3—N1—C2—C1179.6 (3)
N7—Cd1—N5—C246.3 (3)Cd1—N1—C2—C15.6 (5)
O2—Cd1—N5—C249.9 (2)C8—N2—C2—N10.3 (4)
O1—Cd1—N5—C24168.7 (2)C9—N2—C2—N1179.5 (4)
N1—Cd1—N5—C2559.3 (3)C8—N2—C2—C1179.6 (3)
N3—Cd1—N5—C2577.3 (3)C9—N2—C2—C11.2 (6)
N7—Cd1—N5—C25176.1 (2)C13—N4—C20—C21113.5 (4)
O2—Cd1—N5—C25172.5 (3)C19—N4—C20—C2163.6 (5)
O1—Cd1—N5—C258.9 (3)C14—C15—C16—C170.6 (5)
N5—Cd1—N3—C13115.9 (2)C45—C46—C47—C482.6 (6)
N1—Cd1—N3—C136.7 (3)N9—C46—C47—C48176.2 (3)
N7—Cd1—N3—C13110.5 (2)C47—C46—N9—O583.6 (6)
O2—Cd1—N3—C13172.7 (2)C45—C46—N9—O597.4 (5)
O1—Cd1—N3—C1315.3 (2)C47—C46—N9—O497.4 (5)
N5—Cd1—N3—C1481.8 (2)C45—C46—N9—O481.6 (5)
N1—Cd1—N3—C14155.6 (2)C19—C18—C17—C160.9 (5)
N7—Cd1—N3—C1451.8 (2)C15—C16—C17—C181.2 (6)
O2—Cd1—N3—C1410.4 (3)C2—N2—C8—C7178.2 (4)
O1—Cd1—N3—C14177.6 (3)C9—N2—C8—C72.6 (7)
N5—Cd1—N1—C2106.5 (3)C2—N2—C8—C30.2 (4)
N3—Cd1—N1—C218.8 (3)C9—N2—C8—C3179.4 (4)
N7—Cd1—N1—C2116.9 (3)C4—C3—C8—N2179.5 (3)
O2—Cd1—N1—C2175.2 (2)N1—C3—C8—N20.0 (4)
O1—Cd1—N1—C22.9 (2)C4—C3—C8—C72.2 (6)
N5—Cd1—N1—C380.9 (3)N1—C3—C8—C7178.3 (4)
N3—Cd1—N1—C3153.8 (2)C4—C5—C6—C70.7 (8)
N7—Cd1—N1—C355.7 (3)C25—C26—C27—C280.0 (5)
O2—Cd1—N1—C312.1 (3)N7—C36—C37—C38179.9 (3)
O1—Cd1—N1—C3175.6 (3)C41—C36—C37—C380.3 (5)
N5—Cd1—N7—C356.6 (3)C24—N6—C31—C3282.8 (5)
N1—Cd1—N7—C35123.8 (2)C30—N6—C31—C32101.1 (5)
N3—Cd1—N7—C35108.3 (3)C50—C49—C48—C471.8 (6)
O2—Cd1—N7—C3510.2 (2)C50—C49—C48—N10176.6 (3)
O1—Cd1—N7—C35167.8 (2)C46—C47—C48—C490.5 (6)
N5—Cd1—N7—C36174.0 (2)C46—C47—C48—N10178.0 (3)
N1—Cd1—N7—C3668.9 (3)C26—C27—C28—C290.5 (6)
N3—Cd1—N7—C3659.1 (3)C27—C28—C29—C300.3 (6)
O2—Cd1—N7—C36177.6 (3)N6—C30—C29—C28177.6 (4)
O1—Cd1—N7—C360.4 (3)C25—C30—C29—C280.4 (5)
C25—N5—C24—N61.1 (3)C47—C46—C45—O3176.9 (4)
Cd1—N5—C24—N6176.98 (19)N9—C46—C45—O34.2 (5)
C25—N5—C24—C23177.6 (3)C47—C46—C45—C503.8 (5)
Cd1—N5—C24—C234.4 (4)N9—C46—C45—C50175.1 (3)
C30—N6—C24—N50.6 (3)N2—C9—C10—C11177.2 (5)
C31—N6—C24—N5177.3 (3)C5—C6—C7—C80.9 (8)
C30—N6—C24—C23178.0 (3)N2—C8—C7—C6180.0 (5)
C31—N6—C24—C231.3 (5)C3—C8—C7—C62.3 (7)
C14—N3—C13—N40.6 (3)C12—O1—C1—C2142.1 (3)
Cd1—N3—C13—N4166.06 (18)Cd1—O1—C1—C21.7 (4)
C14—N3—C13—C12178.4 (3)N1—C2—C1—O14.5 (5)
Cd1—N3—C13—C1212.9 (4)N2—C2—C1—O1174.7 (3)
C19—N4—C13—N30.6 (3)N1—C3—C4—C5179.9 (3)
C20—N4—C13—N3178.2 (3)C8—C3—C4—C50.6 (5)
C19—N4—C13—C12178.4 (3)C6—C5—C4—C30.9 (6)
C20—N4—C13—C120.8 (5)C41—C40—C39—C380.9 (6)
C13—N3—C14—C15178.9 (3)C48—C49—C50—N11179.0 (4)
Cd1—N3—C14—C1516.2 (5)C48—C49—C50—C450.3 (6)
C13—N3—C14—C190.4 (3)O9—N11—C50—C49156.4 (5)
Cd1—N3—C14—C19165.3 (2)O8—N11—C50—C4924.1 (6)
C34—O2—C23—C24167.1 (3)O9—N11—C50—C4522.9 (7)
Cd1—O2—C23—C2417.3 (3)O8—N11—C50—C45156.5 (5)
N5—C24—C23—O29.7 (4)O3—C45—C50—C49178.5 (4)
N6—C24—C23—O2168.8 (3)C46—C45—C50—C492.3 (5)
C13—N4—C19—C140.3 (3)O3—C45—C50—N110.8 (6)
C20—N4—C19—C14177.9 (3)C46—C45—C50—N11178.5 (3)
C13—N4—C19—C18178.2 (3)C49—C48—N10—O71.9 (6)
C20—N4—C19—C184.2 (6)C47—C48—N10—O7179.6 (4)
C15—C14—C19—N4178.7 (3)C49—C48—N10—O6177.0 (4)
N3—C14—C19—N40.0 (3)C47—C48—N10—O61.5 (5)
C15—C14—C19—C180.5 (5)C35—N8—C42—C4382.5 (6)
N3—C14—C19—C18178.2 (3)C41—N8—C42—C4398.4 (5)
C24—N5—C25—C26177.0 (3)N4—C20—C21—C2258.3 (6)
Cd1—N5—C25—C265.1 (5)N6—C31—C32—C3366.8 (6)
C24—N5—C25—C301.1 (3)C36—C37—C38—C390.0 (6)
Cd1—N5—C25—C30176.8 (2)C40—C39—C38—C370.6 (7)
C36—N7—C35—N81.1 (3)O10—C51—C52—C53177.8 (4)
Cd1—N7—C35—N8171.0 (2)C56—C51—C52—C532.4 (5)
C36—N7—C35—C34177.5 (3)O10—C51—C52—N123.9 (6)
Cd1—N7—C35—C347.7 (4)C56—C51—C52—N12175.9 (3)
C41—N8—C35—N71.1 (4)C54—C55—C56—C512.6 (6)
C42—N8—C35—N7178.2 (3)C54—C55—C56—N14178.6 (4)
C41—N8—C35—C34177.6 (3)O10—C51—C56—C55176.2 (4)
C42—N8—C35—C343.1 (5)C52—C51—C56—C554.0 (5)
C1—O1—C12—C13160.5 (3)O10—C51—C56—N142.6 (6)
Cd1—O1—C12—C1316.6 (3)C52—C51—C56—N14177.2 (4)
N3—C13—C12—O14.6 (4)C53—C52—N12—O1219.6 (6)
N4—C13—C12—O1176.5 (3)C51—C52—N12—O12158.7 (5)
C24—N6—C30—C29178.4 (4)C53—C52—N12—O11160.5 (4)
C31—N6—C30—C291.7 (6)C51—C52—N12—O1121.1 (6)
C24—N6—C30—C250.1 (3)C56—C55—C54—C530.7 (6)
C31—N6—C30—C25176.6 (3)C56—C55—C54—N13179.8 (4)
C26—C25—C30—N6177.6 (3)O14—N13—C54—C550.1 (6)
N5—C25—C30—N60.7 (3)O13—N13—C54—C55179.0 (4)
C26—C25—C30—C290.9 (5)O14—N13—C54—C53179.3 (4)
N5—C25—C30—C29179.2 (3)O13—N13—C54—C530.1 (6)
C23—O2—C34—C35162.3 (3)C51—C52—C53—C540.5 (6)
Cd1—O2—C34—C3512.8 (3)N12—C52—C53—C54178.8 (4)
N7—C35—C34—O24.5 (4)C55—C54—C53—C522.2 (6)
N8—C35—C34—O2177.0 (3)N13—C54—C53—C52178.7 (4)
C35—N7—C36—C410.7 (3)C55—C56—N14—O1543.0 (6)
Cd1—N7—C36—C41169.9 (2)C51—C56—N14—O15135.9 (5)
C35—N7—C36—C37178.9 (3)C55—C56—N14—O16132.0 (5)
Cd1—N7—C36—C379.7 (5)C51—C56—N14—O1649.1 (6)
N4—C19—C18—C17177.6 (3)O17—C59—N15—C572.7 (8)
C14—C19—C18—C170.1 (5)O17—C59—N15—C58178.8 (5)
C2—N1—C3—C4179.3 (4)N8—C42—C43—C4454.4 (9)

Experimental details

Crystal data
Chemical formula[Cd(C22H26N4O)2](C6H2N3O7)2·C3H7NO
Mr1366.64
Crystal system, space groupTriclinic, P1
Temperature (K)293
a, b, c (Å)14.211 (6), 14.997 (7), 16.190 (7)
α, β, γ (°)94.207 (4), 112.449 (4), 97.986 (4)
V3)3128 (2)
Z2
Radiation typeMo Kα
µ (mm1)0.43
Crystal size (mm)0.34 × 0.29 × 0.26
Data collection
DiffractometerBruker APEXII CCD
Absorption correctionMulti-scan
(SADABS; Bruker, 2007)
Tmin, Tmax0.867, 0.896
No. of measured, independent and
observed [I > 2σ(I)] reflections
18954, 10829, 8918
Rint0.017
(sin θ/λ)max1)0.595
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.037, 0.106, 0.85
No. of reflections10829
No. of parameters835
No. of restraints3
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)0.68, 0.51

Computer programs: APEX2 (Bruker, 2007), SAINT (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

 

Acknowledgements

The authors acknowledge financial support and a grant from the `Qing Lan' Talent Engineering Funds of Lanzhou Jiaotong University. A grant from the `Long Yuan Qing Nian' of Gansu Province is also acknowledged.

References

First citationAddison, A. W., Burke, P. J., Henrick, K. & Rao, T. N. (1983). Inorg. Chem. 22, 3645–3653.  CSD CrossRef CAS Web of Science Google Scholar
First citationBruker (2007). APEX2, SAINT & SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.  Google Scholar
First citationSheldrick, G. M. (2008). Acta Cryst. A64, 112–122.  Web of Science CrossRef CAS IUCr Journals Google Scholar
First citationWu, H., Kou, F., Jia, F., Yuan, J. & Liu, B. (2011). Acta Cryst. E67, m647.  Web of Science CSD CrossRef IUCr Journals Google Scholar
First citationWu, H., Liu, B., Kou, F., Jia, F. & Kong, J. (2011). Acta Cryst. E67, m768.  Web of Science CSD CrossRef IUCr Journals Google Scholar

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