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

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Volume 67| Part 6| June 2011| Pages m800-m801

Bis[N,N-bis­­(1-allyl-1H-benzimidazol-2-ylmethyl-κN3)benzyl­amine-κN]cadmium dipicrate

aSchool of Chemical and Biological Engineering, Lanzhou Jiaotong University, Lanzhou 730070, People's Republic of China
*Correspondence e-mail: wuhuilu@163.com

(Received 16 May 2011; accepted 20 May 2011; online 25 May 2011)

The crystal structure of the title compound, [Cd(C29H29N5)2](C6H2N3O7)2, consists of CdII complex cations and picrate anions. In the complex cation, the CdII ion is chelated by two bis­(1-allyl­benzimidazol-2-ylmeth­yl)benzyl­amine (babb) ligands in a distorted octa­hedral geometry. Extensive C—H⋯O hydrogen bonding occurs between cations and anions in the crystal structure.

Related literature

For applications of benzimidazole derivatives, see: Horton et al. (2003[Horton, D. A., Bourne, G. T. & Smythe, M. L. (2003). Chem. Rev. 103, 893-930.]). For crystal structures of related picrate compounds, see: Wu et al. (2009a[Wu, H., Yun, R., Huang, X., Sun, Q. & Qi, B. (2009a). Acta Cryst. E65, m851.],b[Wu, H., Yun, R., Li, K., Tao, S. & Wang, K. (2009b). Acta Cryst. E65, m786.]); Yun et al. (2008[Yun, R., Ying, W., Qi, B., Fan, X. & Wu, H. (2008). Acta Cryst. E64, m1529.]).

[Scheme 1]

Experimental

Crystal data
  • [Cd(C29H29N5)2](C6H2N3O7)2

  • Mr = 1463.76

  • Triclinic, [P \overline 1]

  • a = 13.903 (4) Å

  • b = 14.146 (4) Å

  • c = 19.330 (5) Å

  • α = 90.595 (3)°

  • β = 110.890 (3)°

  • γ = 106.325 (3)°

  • V = 3382.5 (16) Å3

  • Z = 2

  • Mo Kα radiation

  • μ = 0.40 mm−1

  • T = 296 K

  • 0.40 × 0.38 × 0.30 mm

Data collection
  • Bruker APEXII area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996[Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.]) Tmin = 0.851, Tmax = 0.886

  • 20103 measured reflections

  • 11730 independent reflections

  • 8930 reflections with I > 2σ(I)

  • Rint = 0.027

Refinement
  • R[F2 > 2σ(F2)] = 0.047

  • wR(F2) = 0.125

  • S = 1.01

  • 11730 reflections

  • 910 parameters

  • 49 restraints

  • H-atom parameters constrained

  • Δρmax = 0.99 e Å−3

  • Δρmin = −0.54 e Å−3

Table 1
Selected bond lengths (Å)

Cd1—N7 2.556 (3)
Cd1—N9 2.307 (3)
Cd1—N11 2.281 (3)
Cd1—N12 2.673 (3)
Cd1—N13 2.319 (3)
Cd1—N15 2.248 (3)

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A D—H H⋯A DA D—H⋯A
C3—H3⋯O5i 0.93 2.49 3.265 (6) 140
C8—H8A⋯O10ii 0.97 2.60 3.532 (6) 162
C8—H8B⋯O4i 0.97 2.40 3.363 (6) 171
C21—H21A⋯O8ii 0.97 2.39 3.277 (7) 151
C21—H21B⋯O8 0.97 2.38 3.110 (7) 132
C37—H37A⋯O1iii 0.97 2.51 3.463 (5) 168
C39—H39B⋯O1iii 0.97 2.40 3.357 (7) 168
C39—H39B⋯O2iii 0.97 2.47 3.101 (8) 123
C50—H50A⋯O7iii 0.97 2.51 3.472 (7) 172
C50—H50B⋯O1 0.97 2.28 3.109 (7) 142
Symmetry codes: (i) x-1, y, z; (ii) -x+1, -y, -z+1; (iii) -x+1, -y+1, -z.

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

Supporting information


Comment top

Benzimidazole derivatives have wide application in medicine, fungicide, biochemical reagents and many other fields (Horton et al., 2003).

In this paper, the cadmium(II) complex with a new type benzimidazole derivative ligand (babb) have been prepared and characterized. Single crystal X-ray diffraction revealed the asymmetric unit of the title compound (Fig. 1) consists of a [CdII(babb)2] cation and two picrate anions. In the crystal structure, the Cd(II) ion is hexa-coordinated with two tridentate ligands babb. The shortest Cd–N bond length is 2.248 (3)Å and the longest is 2.672 (3) Å (Table 1). Taking into account the bond length and bond angle, the coordination geometry of the cadmium (II) may be best described as distorted octahedron.

The picrate anions do not coordinate to the metal atom in the structure, similar to those found in the related compounds reported previously (Wu et al., 2009a,b; Yun et al., 2008). But the extensive C—H···O hydrogen bonding occurs between cation and anion in the crystal structure (Table 2).

Related literature top

For applications of benzimidazole derivatives, see: Horton et al. (2003). For crystal structures of related picrate compounds, see: Wu et al. (2009a,b); Yun et al. (2008).

Experimental top

To a stirred solution of bis(N-allylbenzimidazol-2-ylmethyl)benzylamine (0.2235 g, 0.50 mmol) in room temperature EtOH (5 ml) was added Cd(picrate)2 (0.1422 g, 0.25 mmol) solution dissolved in EtOH (5 ml). Owing to the formation of the [CdII(babb)2] complex, the yellow precipitate generated immediately. The sediment was filtered off, washed with EtOH and absolute Et2O, and dried in vacuo. The dried precipitate was dissolved in acetonitrile to a yellow solution that was allowed to evaporate at room temperature. The dried precipitate was dissolved in acetonitrile to a yellow solution and the yellow crystals suitable for X-ray diffraction studies were obtained by ether diffusion into acetonitrile after several days at room temperature. (found: C, 57.77; H, 4.03; N, 15.66. Calcd. for C70 H62 N16 O14 Cd: C, 57.44; H, 4.27; N, 15.31)

Refinement top

H atoms were placed in calculated positions with C—H = 0.93 - 0.97 Å, and were refined in a riding-model approximation with Uiso(H) = 1.2Ueq(C). The rigid bond restraints were used for the C21-allyl and C51-allyl groups and for the N3-nitro group.

Computing details top

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL (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 title compound. Displacement ellipsoids are drawn at the 30% probability level. H atoms and picrate anion have been omitted for clarity.
Bis[N,N-bis(1-allyl-1H-benzimidazol-2- ylmethyl-κN3)benzylamine-κN]cadmium dipicrate top
Crystal data top
[Cd(C29H29N5)2](C6H2N3O7)2Z = 2
Mr = 1463.76F(000) = 1508
Triclinic, P1Dx = 1.437 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 13.903 (4) ÅCell parameters from 5513 reflections
b = 14.146 (4) Åθ = 2.3–22.5°
c = 19.330 (5) ŵ = 0.40 mm1
α = 90.595 (3)°T = 296 K
β = 110.890 (3)°Block, yellow
γ = 106.325 (3)°0.40 × 0.38 × 0.30 mm
V = 3382.5 (16) Å3
Data collection top
Bruker APEXII area-detector
diffractometer
11730 independent reflections
Radiation source: fine-focus sealed tube8930 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.027
ω scansθmax = 25.0°, θmin = 2.3°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
h = 1616
Tmin = 0.851, Tmax = 0.886k = 1516
20103 measured reflectionsl = 2222
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)] = 0.047Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.125H-atom parameters constrained
S = 1.01 w = 1/[σ2(Fo2) + (0.0601P)2 + 1.9501P]
where P = (Fo2 + 2Fc2)/3
11730 reflections(Δ/σ)max = 0.004
910 parametersΔρmax = 0.99 e Å3
49 restraintsΔρmin = 0.54 e Å3
Crystal data top
[Cd(C29H29N5)2](C6H2N3O7)2γ = 106.325 (3)°
Mr = 1463.76V = 3382.5 (16) Å3
Triclinic, P1Z = 2
a = 13.903 (4) ÅMo Kα radiation
b = 14.146 (4) ŵ = 0.40 mm1
c = 19.330 (5) ÅT = 296 K
α = 90.595 (3)°0.40 × 0.38 × 0.30 mm
β = 110.890 (3)°
Data collection top
Bruker APEXII area-detector
diffractometer
11730 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
8930 reflections with I > 2σ(I)
Tmin = 0.851, Tmax = 0.886Rint = 0.027
20103 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.04749 restraints
wR(F2) = 0.125H-atom parameters constrained
S = 1.01Δρmax = 0.99 e Å3
11730 reflectionsΔρmin = 0.54 e Å3
910 parameters
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*/Ueq
Cd10.45078 (2)0.30077 (2)0.244601 (15)0.04046 (11)
N70.3168 (2)0.1770 (2)0.28772 (16)0.0388 (7)
N80.3115 (2)0.3964 (2)0.39291 (17)0.0412 (7)
N90.4218 (2)0.3794 (2)0.33711 (16)0.0378 (7)
N100.5239 (3)0.0499 (2)0.35712 (17)0.0430 (7)
N110.5293 (3)0.1843 (2)0.29740 (17)0.0439 (8)
N120.3534 (2)0.4120 (2)0.15000 (17)0.0415 (7)
N130.3660 (3)0.2227 (2)0.12293 (17)0.0464 (8)
N140.2367 (3)0.1915 (3)0.00994 (18)0.0521 (9)
N150.5770 (3)0.4316 (2)0.23197 (18)0.0441 (8)
N160.6319 (3)0.5630 (2)0.17875 (18)0.0457 (8)
C10.0145 (6)0.1181 (5)0.2642 (3)0.092 (2)
H10.07070.16460.27220.111*
C20.0276 (4)0.0311 (4)0.2419 (3)0.0777 (15)
H20.09190.01750.23500.093*
C30.0554 (3)0.0378 (3)0.2297 (3)0.0580 (11)
H30.04540.09730.21350.070*
C40.1526 (3)0.0213 (3)0.2405 (2)0.0448 (9)
C50.1641 (5)0.0689 (3)0.2627 (3)0.0741 (15)
H50.22800.08320.26940.089*
C60.0789 (6)0.1397 (4)0.2752 (3)0.091 (2)
H60.08660.20010.29060.109*
C70.2409 (3)0.0982 (3)0.2259 (2)0.0475 (10)
H7A0.28300.06390.21070.057*
H7B0.20700.13010.18380.057*
C80.2604 (3)0.2338 (3)0.3154 (2)0.0439 (9)
H8A0.23660.19940.35230.053*
H8B0.19710.23810.27440.053*
C90.3336 (3)0.3359 (3)0.3495 (2)0.0375 (8)
C100.2226 (3)0.3715 (3)0.4207 (2)0.0495 (10)
H10A0.24640.41030.46870.059*
H10B0.20550.30200.42810.059*
C110.1240 (4)0.3905 (4)0.3694 (3)0.0688 (14)
H110.13040.45170.35130.083*
C120.0303 (5)0.3267 (6)0.3487 (4)0.109 (2)
H12A0.02190.26500.36610.131*
H12B0.02960.34200.31630.131*
C130.3905 (3)0.4872 (3)0.4084 (2)0.0421 (9)
C140.4055 (3)0.5761 (3)0.4479 (2)0.0516 (10)
H140.35850.58280.47050.062*
C150.4937 (4)0.6539 (3)0.4518 (2)0.0550 (11)
H150.50630.71490.47750.066*
C160.5646 (4)0.6442 (3)0.4184 (2)0.0537 (11)
H160.62320.69860.42220.064*
C170.5499 (3)0.5553 (3)0.3797 (2)0.0485 (10)
H170.59800.54860.35820.058*
C180.4606 (3)0.4764 (3)0.3743 (2)0.0401 (9)
C190.3867 (3)0.1373 (3)0.3500 (2)0.0403 (9)
H19A0.34420.07450.35840.048*
H19B0.41480.18320.39530.048*
C200.4787 (3)0.1224 (3)0.3331 (2)0.0386 (9)
C210.4891 (4)0.0338 (3)0.3959 (3)0.0593 (10)
H21A0.43910.02130.41660.071*
H21B0.55130.04070.43660.071*
C220.4337 (5)0.1304 (4)0.3412 (4)0.0900 (15)
H220.46120.13520.30430.108*
C240.6123 (3)0.0667 (3)0.3361 (2)0.0455 (9)
C250.6879 (4)0.0165 (4)0.3465 (2)0.0596 (12)
H250.68630.03860.37240.072*
C260.7650 (4)0.0519 (4)0.3170 (3)0.0709 (14)
H260.81740.02050.32310.085*
C270.7668 (4)0.1347 (4)0.2777 (3)0.0745 (15)
H270.82010.15640.25810.089*
C280.6917 (4)0.1851 (4)0.2673 (3)0.0614 (12)
H280.69290.23960.24080.074*
C290.6147 (3)0.1504 (3)0.2982 (2)0.0457 (10)
C300.2079 (8)0.7078 (7)0.0681 (4)0.113 (3)
H300.18240.75730.04380.135*
C310.1424 (6)0.6136 (6)0.0525 (3)0.096 (2)
H310.07260.59840.01700.115*
C320.1787 (4)0.5390 (4)0.0894 (3)0.0699 (14)
H320.13340.47380.07750.084*
C330.2816 (4)0.5608 (3)0.1436 (2)0.0531 (11)
C340.3468 (5)0.6565 (4)0.1576 (4)0.0915 (18)
H340.41650.67270.19340.110*
C350.3103 (8)0.7315 (5)0.1186 (5)0.124 (3)
H350.35620.79630.12760.148*
C360.3225 (3)0.4831 (3)0.1882 (2)0.0470 (10)
H36A0.38500.51720.23230.056*
H36B0.26690.44530.20510.056*
C370.2606 (3)0.3419 (3)0.0907 (2)0.0473 (10)
H37A0.24080.37350.04560.057*
H37B0.19920.32320.10590.057*
C380.2883 (3)0.2518 (3)0.0753 (2)0.0448 (9)
C390.1432 (4)0.1985 (4)0.0532 (2)0.0641 (13)
H39A0.14100.16430.09780.077*
H39B0.15310.26790.06040.077*
C400.0380 (5)0.1570 (4)0.0455 (4)0.0874 (17)
H400.02290.15520.08700.105*
C410.0210 (5)0.1240 (5)0.0098 (4)0.107 (2)
H41A0.07870.12380.05300.128*
H41B0.04950.09960.00800.128*
C420.2839 (4)0.1160 (3)0.0158 (2)0.0543 (11)
C430.2641 (5)0.0356 (4)0.0339 (3)0.0774 (15)
H430.20870.02180.08070.093*
C440.3305 (5)0.0226 (4)0.0106 (4)0.0920 (18)
H440.32000.07710.04280.110*
C450.4128 (5)0.0033 (4)0.0593 (3)0.0839 (17)
H450.45640.04460.07270.101*
C460.4312 (4)0.0761 (4)0.1092 (3)0.0664 (13)
H460.48560.08880.15640.080*
C470.3648 (4)0.1364 (3)0.0860 (2)0.0506 (10)
C480.4365 (3)0.4627 (3)0.1209 (2)0.0453 (9)
H48A0.42320.52330.10300.054*
H48B0.43100.42040.07900.054*
C490.5478 (3)0.4872 (3)0.1787 (2)0.0416 (9)
C500.6307 (4)0.6398 (3)0.1282 (3)0.0663 (12)
H50A0.56430.61750.08440.080*
H50B0.69050.64780.11180.080*
C510.6388 (5)0.7379 (4)0.1622 (4)0.0915 (16)
H510.63520.78710.13070.110*
C520.6493 (7)0.7619 (6)0.2236 (5)0.142 (3)
H52A0.65350.71630.25800.170*
H52B0.65330.82640.23770.170*
C530.7238 (3)0.5547 (3)0.2355 (2)0.0491 (10)
C540.8320 (4)0.6084 (3)0.2586 (3)0.0617 (12)
H540.85590.66220.23530.074*
C550.9020 (4)0.5788 (4)0.3172 (3)0.0717 (14)
H550.97550.61280.33370.086*
C560.8670 (4)0.4994 (4)0.3531 (3)0.0695 (14)
H560.91730.48250.39350.083*
C570.7597 (4)0.4455 (3)0.3302 (2)0.0588 (11)
H570.73610.39270.35460.071*
C580.6883 (3)0.4730 (3)0.2694 (2)0.0447 (9)
C230.3603 (7)0.1997 (6)0.3398 (5)0.142 (3)
H23A0.32920.19960.37510.170*
H23B0.33430.25390.30340.170*
O10.7855 (3)0.5608 (3)0.0776 (2)0.0854 (11)
O20.9959 (4)0.6717 (4)0.1386 (4)0.138 (2)
O31.0943 (4)0.6156 (3)0.2283 (3)0.1176 (16)
O41.0571 (3)0.2747 (3)0.1729 (2)0.0804 (10)
O50.8978 (3)0.1686 (3)0.1459 (2)0.0926 (12)
O60.5905 (4)0.2801 (5)0.0524 (5)0.222 (3)
O70.5958 (3)0.4218 (3)0.0364 (2)0.1058 (14)
N11.0145 (4)0.6059 (4)0.1727 (3)0.0855 (14)
N20.9580 (4)0.2541 (3)0.1550 (2)0.0656 (10)
N30.6417 (4)0.3631 (4)0.0590 (3)0.0883 (14)
C590.8232 (4)0.4936 (4)0.1024 (3)0.0630 (13)
C600.9360 (4)0.5060 (4)0.1448 (3)0.0628 (12)
C610.9780 (4)0.4297 (4)0.1627 (3)0.0624 (12)
H611.05200.44260.18810.075*
C620.9115 (4)0.3337 (4)0.1435 (2)0.0550 (11)
C630.8012 (4)0.3131 (4)0.1119 (2)0.0597 (12)
H630.75630.24800.10340.072*
C640.7581 (4)0.3899 (4)0.0931 (2)0.0619 (12)
O80.6972 (3)0.0767 (3)0.5319 (2)0.0803 (10)
O90.7204 (3)0.1041 (3)0.5219 (2)0.0869 (11)
O100.8845 (4)0.1067 (3)0.5786 (2)0.0881 (11)
O111.1825 (3)0.1588 (3)0.5937 (2)0.0918 (12)
O121.1644 (3)0.3009 (3)0.5607 (2)0.0937 (12)
O130.8299 (4)0.3629 (4)0.5237 (4)0.143 (2)
O140.6858 (4)0.2479 (3)0.4708 (3)0.1159 (17)
N40.8182 (4)0.0629 (3)0.5479 (2)0.0673 (11)
N51.1273 (3)0.2139 (4)0.5695 (2)0.0688 (11)
N60.7818 (4)0.2757 (4)0.5033 (3)0.0785 (13)
C650.7887 (4)0.1034 (3)0.5305 (2)0.0540 (11)
C700.8600 (4)0.0415 (3)0.5428 (2)0.0491 (10)
C690.9672 (4)0.0775 (3)0.5553 (2)0.0506 (10)
H691.01020.03560.56690.061*
C681.0116 (3)0.1758 (3)0.5507 (2)0.0517 (11)
C670.9492 (4)0.2393 (3)0.5320 (2)0.0556 (11)
H670.97960.30510.52710.067*
C660.8422 (4)0.2037 (3)0.5211 (2)0.0560 (11)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cd10.04134 (18)0.04066 (18)0.04196 (17)0.01242 (13)0.01851 (13)0.01003 (12)
N70.0348 (17)0.0383 (18)0.0427 (17)0.0126 (15)0.0127 (14)0.0053 (14)
N80.0368 (18)0.0442 (19)0.0451 (18)0.0151 (16)0.0161 (15)0.0076 (15)
N90.0359 (17)0.0366 (18)0.0393 (17)0.0080 (14)0.0146 (14)0.0043 (14)
N100.0413 (18)0.0454 (18)0.0479 (18)0.0200 (15)0.0178 (15)0.0151 (14)
N110.0398 (18)0.048 (2)0.0501 (19)0.0158 (16)0.0215 (16)0.0129 (16)
N120.0396 (18)0.0448 (19)0.0419 (17)0.0140 (16)0.0166 (15)0.0071 (15)
N130.054 (2)0.045 (2)0.0425 (18)0.0182 (17)0.0180 (17)0.0074 (15)
N140.057 (2)0.044 (2)0.044 (2)0.0102 (18)0.0097 (17)0.0028 (16)
N150.0388 (19)0.0441 (19)0.0504 (19)0.0132 (16)0.0175 (16)0.0109 (16)
N160.049 (2)0.0393 (19)0.0503 (19)0.0106 (16)0.0227 (17)0.0106 (15)
C10.100 (5)0.077 (4)0.058 (3)0.029 (4)0.025 (3)0.007 (3)
C20.067 (3)0.071 (4)0.081 (4)0.006 (3)0.034 (3)0.014 (3)
C30.046 (3)0.049 (3)0.071 (3)0.008 (2)0.018 (2)0.002 (2)
C40.048 (2)0.034 (2)0.040 (2)0.0071 (19)0.0057 (18)0.0026 (17)
C50.080 (4)0.047 (3)0.072 (3)0.021 (3)0.000 (3)0.004 (2)
C60.126 (6)0.037 (3)0.069 (4)0.001 (4)0.007 (4)0.015 (2)
C70.045 (2)0.049 (2)0.043 (2)0.012 (2)0.0109 (19)0.0010 (19)
C80.034 (2)0.045 (2)0.052 (2)0.0128 (19)0.0152 (18)0.0078 (19)
C90.034 (2)0.041 (2)0.038 (2)0.0149 (18)0.0113 (17)0.0099 (17)
C100.040 (2)0.058 (3)0.057 (3)0.017 (2)0.024 (2)0.005 (2)
C110.042 (3)0.087 (4)0.084 (4)0.024 (3)0.027 (3)0.010 (3)
C120.072 (4)0.150 (7)0.107 (5)0.045 (5)0.025 (4)0.017 (5)
C130.040 (2)0.044 (2)0.040 (2)0.0166 (19)0.0088 (18)0.0058 (18)
C140.053 (3)0.053 (3)0.053 (2)0.025 (2)0.019 (2)0.008 (2)
C150.063 (3)0.043 (3)0.053 (3)0.020 (2)0.012 (2)0.001 (2)
C160.052 (3)0.044 (3)0.051 (2)0.006 (2)0.009 (2)0.006 (2)
C170.043 (2)0.049 (3)0.047 (2)0.008 (2)0.0153 (19)0.0053 (19)
C180.039 (2)0.043 (2)0.038 (2)0.0149 (19)0.0119 (17)0.0101 (17)
C190.039 (2)0.043 (2)0.043 (2)0.0165 (18)0.0170 (18)0.0110 (17)
C200.033 (2)0.042 (2)0.038 (2)0.0119 (18)0.0098 (17)0.0058 (17)
C210.055 (2)0.059 (2)0.073 (2)0.0265 (19)0.028 (2)0.0325 (19)
C220.072 (3)0.048 (3)0.148 (4)0.020 (2)0.037 (3)0.034 (3)
C240.040 (2)0.053 (3)0.044 (2)0.018 (2)0.0153 (18)0.0081 (19)
C250.057 (3)0.074 (3)0.062 (3)0.039 (3)0.022 (2)0.017 (2)
C260.057 (3)0.087 (4)0.086 (4)0.043 (3)0.031 (3)0.015 (3)
C270.059 (3)0.093 (4)0.087 (4)0.028 (3)0.042 (3)0.013 (3)
C280.055 (3)0.069 (3)0.073 (3)0.022 (2)0.035 (2)0.020 (2)
C290.041 (2)0.054 (3)0.050 (2)0.022 (2)0.0207 (19)0.012 (2)
C300.176 (9)0.117 (6)0.097 (5)0.103 (7)0.065 (6)0.050 (5)
C310.113 (5)0.131 (6)0.066 (4)0.082 (5)0.027 (4)0.025 (4)
C320.071 (3)0.085 (4)0.062 (3)0.041 (3)0.020 (3)0.012 (3)
C330.057 (3)0.058 (3)0.055 (3)0.028 (2)0.025 (2)0.007 (2)
C340.087 (4)0.061 (4)0.126 (5)0.030 (3)0.034 (4)0.018 (3)
C350.167 (8)0.069 (4)0.162 (8)0.055 (5)0.077 (7)0.042 (5)
C360.051 (2)0.052 (3)0.043 (2)0.023 (2)0.0171 (19)0.0047 (19)
C370.040 (2)0.053 (3)0.047 (2)0.014 (2)0.0140 (19)0.0076 (19)
C380.047 (2)0.046 (2)0.041 (2)0.012 (2)0.0171 (19)0.0103 (19)
C390.068 (3)0.056 (3)0.050 (3)0.014 (3)0.005 (2)0.002 (2)
C400.080 (4)0.069 (4)0.083 (4)0.006 (3)0.007 (3)0.012 (3)
C410.081 (4)0.090 (5)0.126 (6)0.006 (4)0.026 (4)0.017 (4)
C420.061 (3)0.041 (2)0.054 (3)0.009 (2)0.019 (2)0.004 (2)
C430.096 (4)0.057 (3)0.064 (3)0.022 (3)0.015 (3)0.009 (3)
C440.117 (5)0.056 (3)0.093 (4)0.026 (4)0.028 (4)0.018 (3)
C450.101 (5)0.053 (3)0.100 (4)0.034 (3)0.032 (4)0.004 (3)
C460.076 (3)0.059 (3)0.065 (3)0.028 (3)0.021 (3)0.003 (2)
C470.060 (3)0.043 (2)0.051 (2)0.016 (2)0.022 (2)0.008 (2)
C480.047 (2)0.048 (2)0.047 (2)0.018 (2)0.023 (2)0.0125 (19)
C490.045 (2)0.037 (2)0.052 (2)0.0124 (19)0.027 (2)0.0089 (18)
C500.071 (3)0.051 (2)0.092 (3)0.021 (2)0.046 (3)0.030 (2)
C510.089 (3)0.059 (3)0.126 (4)0.016 (3)0.046 (3)0.015 (3)
C520.142 (6)0.100 (5)0.157 (6)0.013 (5)0.044 (6)0.030 (5)
C530.049 (3)0.040 (2)0.057 (3)0.004 (2)0.025 (2)0.0004 (19)
C540.050 (3)0.056 (3)0.073 (3)0.000 (2)0.028 (3)0.000 (2)
C550.046 (3)0.080 (4)0.075 (3)0.003 (3)0.019 (3)0.010 (3)
C560.051 (3)0.083 (4)0.063 (3)0.022 (3)0.008 (2)0.001 (3)
C570.051 (3)0.063 (3)0.059 (3)0.017 (2)0.016 (2)0.011 (2)
C580.041 (2)0.047 (2)0.047 (2)0.012 (2)0.0188 (19)0.0058 (19)
C230.124 (6)0.100 (5)0.189 (7)0.017 (4)0.058 (5)0.018 (5)
O10.100 (3)0.086 (3)0.105 (3)0.062 (2)0.052 (2)0.046 (2)
O20.120 (4)0.076 (3)0.204 (6)0.035 (3)0.042 (4)0.042 (4)
O30.095 (3)0.097 (3)0.131 (4)0.017 (3)0.018 (3)0.003 (3)
O40.063 (2)0.085 (3)0.099 (3)0.040 (2)0.023 (2)0.026 (2)
O50.080 (3)0.061 (2)0.133 (4)0.030 (2)0.029 (2)0.024 (2)
O60.065 (3)0.138 (4)0.405 (8)0.022 (3)0.025 (4)0.103 (6)
O70.081 (3)0.126 (3)0.107 (3)0.061 (3)0.008 (2)0.019 (3)
N10.086 (4)0.071 (3)0.111 (4)0.037 (3)0.040 (3)0.015 (3)
N20.063 (3)0.069 (3)0.066 (3)0.031 (2)0.017 (2)0.015 (2)
N30.060 (3)0.100 (3)0.113 (3)0.037 (2)0.032 (3)0.040 (3)
C590.075 (3)0.072 (3)0.064 (3)0.040 (3)0.038 (3)0.023 (3)
C600.068 (3)0.057 (3)0.075 (3)0.026 (3)0.034 (3)0.013 (2)
C610.056 (3)0.074 (3)0.063 (3)0.030 (3)0.022 (2)0.012 (3)
C620.056 (3)0.063 (3)0.054 (3)0.030 (3)0.021 (2)0.019 (2)
C630.062 (3)0.065 (3)0.060 (3)0.028 (3)0.026 (2)0.018 (2)
C640.056 (3)0.084 (4)0.057 (3)0.035 (3)0.024 (2)0.020 (3)
O80.050 (2)0.096 (3)0.094 (3)0.0109 (19)0.0347 (19)0.008 (2)
O90.076 (3)0.071 (2)0.104 (3)0.009 (2)0.046 (2)0.005 (2)
O100.113 (3)0.063 (2)0.093 (3)0.029 (2)0.041 (2)0.026 (2)
O110.059 (2)0.113 (3)0.110 (3)0.035 (2)0.032 (2)0.018 (3)
O120.081 (3)0.083 (3)0.126 (3)0.003 (2)0.065 (3)0.012 (2)
O130.106 (4)0.076 (3)0.221 (6)0.042 (3)0.021 (4)0.006 (4)
O140.086 (3)0.120 (4)0.118 (4)0.059 (3)0.010 (3)0.025 (3)
N40.083 (3)0.061 (3)0.063 (3)0.014 (3)0.039 (2)0.011 (2)
N50.061 (3)0.078 (3)0.074 (3)0.011 (3)0.040 (2)0.004 (2)
N60.075 (3)0.077 (3)0.077 (3)0.037 (3)0.012 (3)0.007 (3)
C650.047 (3)0.067 (3)0.047 (2)0.012 (2)0.021 (2)0.002 (2)
C700.059 (3)0.045 (2)0.044 (2)0.008 (2)0.026 (2)0.0040 (19)
C690.056 (3)0.058 (3)0.045 (2)0.021 (2)0.026 (2)0.009 (2)
C680.050 (3)0.061 (3)0.049 (2)0.013 (2)0.029 (2)0.004 (2)
C670.068 (3)0.050 (3)0.053 (3)0.015 (2)0.029 (2)0.008 (2)
C660.061 (3)0.057 (3)0.054 (3)0.026 (2)0.020 (2)0.001 (2)
Geometric parameters (Å, º) top
Cd1—N72.556 (3)C31—H310.9300
Cd1—N92.307 (3)C32—C331.384 (6)
Cd1—N112.281 (3)C32—H320.9300
Cd1—N122.673 (3)C33—C341.362 (7)
Cd1—N132.319 (3)C33—C361.516 (6)
Cd1—N152.248 (3)C34—C351.413 (9)
N7—C81.480 (5)C34—H340.9300
N7—C191.482 (4)C35—H350.9300
N7—C71.482 (5)C36—H36A0.9700
N8—C91.360 (5)C36—H36B0.9700
N8—C131.382 (5)C37—C381.487 (5)
N8—C101.474 (5)C37—H37A0.9700
N9—C91.315 (4)C37—H37B0.9700
N9—C181.406 (5)C39—C401.478 (8)
N10—C201.352 (4)C39—H39A0.9700
N10—C241.388 (5)C39—H39B0.9700
N10—C211.467 (5)C40—C411.243 (8)
N11—C201.323 (5)C40—H400.9300
N11—C291.394 (5)C41—H41A0.9300
N12—C371.471 (5)C41—H41B0.9300
N12—C481.472 (5)C42—C431.380 (6)
N12—C361.481 (5)C42—C471.383 (6)
N13—C381.316 (5)C43—C441.367 (7)
N13—C471.401 (5)C43—H430.9300
N14—C381.351 (5)C44—C451.388 (8)
N14—C421.389 (5)C44—H440.9300
N14—C391.461 (5)C45—C461.377 (7)
N15—C491.319 (5)C45—H450.9300
N15—C581.394 (5)C46—C471.391 (6)
N16—C491.346 (5)C46—H460.9300
N16—C531.391 (5)C48—C491.491 (5)
N16—C501.468 (5)C48—H48A0.9700
C1—C21.348 (8)C48—H48B0.9700
C1—C61.361 (9)C50—C511.487 (7)
C1—H10.9300C50—H50A0.9700
C2—C31.380 (7)C50—H50B0.9700
C2—H20.9300C51—C521.177 (9)
C3—C41.379 (6)C51—H510.9300
C3—H30.9300C52—H52A0.9300
C4—C51.384 (6)C52—H52B0.9300
C4—C71.509 (6)C53—C541.381 (6)
C5—C61.417 (8)C53—C581.391 (6)
C5—H50.9300C54—C551.363 (7)
C6—H60.9300C54—H540.9300
C7—H7A0.9700C55—C561.389 (7)
C7—H7B0.9700C55—H550.9300
C8—C91.494 (5)C56—C571.373 (6)
C8—H8A0.9700C56—H560.9300
C8—H8B0.9700C57—C581.385 (6)
C10—C111.475 (6)C57—H570.9300
C10—H10A0.9700C23—H23A0.9300
C10—H10B0.9700C23—H23B0.9300
C11—C121.278 (8)O1—C591.232 (5)
C11—H110.9300O2—N11.182 (6)
C12—H12A0.9300O3—N11.211 (6)
C12—H12B0.9300O4—N21.240 (5)
C13—C141.388 (5)O5—N21.231 (5)
C13—C181.397 (5)O6—N31.167 (7)
C14—C151.376 (6)O7—N31.181 (5)
C14—H140.9300N1—C601.475 (7)
C15—C161.392 (6)N2—C621.430 (6)
C15—H150.9300N3—C641.444 (6)
C16—C171.381 (6)C59—C601.445 (7)
C16—H160.9300C59—C641.462 (7)
C17—C181.386 (5)C60—C611.359 (6)
C17—H170.9300C61—C621.370 (6)
C19—C201.495 (5)C61—H610.9300
C19—H19A0.9700C62—C631.374 (6)
C19—H19B0.9700C63—C641.375 (6)
C21—C221.541 (7)C63—H630.9300
C21—H21A0.9700O8—C651.232 (5)
C21—H21B0.9700O9—N41.226 (5)
C22—C231.192 (8)O10—N41.234 (5)
C22—H220.9300O11—N51.226 (5)
C24—C251.386 (5)O12—N51.233 (5)
C24—C291.398 (5)O13—N61.209 (6)
C25—C261.366 (6)O14—N61.197 (6)
C25—H250.9300N4—C701.447 (6)
C26—C271.400 (7)N5—C681.450 (6)
C26—H260.9300N6—C661.463 (6)
C27—C281.382 (6)C65—C661.452 (6)
C27—H270.9300C65—C701.459 (6)
C28—C291.382 (6)C70—C691.362 (6)
C28—H280.9300C69—C681.371 (6)
C30—C311.344 (10)C69—H690.9300
C30—C351.352 (10)C68—C671.382 (6)
C30—H300.9300C67—C661.365 (6)
C31—C321.391 (7)C67—H670.9300
N15—Cd1—N11109.41 (11)C32—C31—H31119.9
N15—Cd1—N996.74 (11)C33—C32—C31120.6 (6)
N11—Cd1—N9106.65 (11)C33—C32—H32119.7
N15—Cd1—N13100.72 (12)C31—C32—H32119.7
N11—Cd1—N1398.24 (11)C34—C33—C32117.9 (5)
N9—Cd1—N13142.69 (11)C34—C33—C36119.5 (4)
N15—Cd1—N7166.37 (10)C32—C33—C36122.5 (4)
N11—Cd1—N772.40 (10)C33—C34—C35121.2 (6)
N9—Cd1—N770.12 (10)C33—C34—H34119.4
N13—Cd1—N792.25 (11)C35—C34—H34119.4
N15—Cd1—N1270.80 (11)C30—C35—C34119.0 (7)
N11—Cd1—N12165.10 (10)C30—C35—H35120.5
N9—Cd1—N1287.96 (10)C34—C35—H35120.5
N13—Cd1—N1267.50 (10)N12—C36—C33117.1 (3)
N7—Cd1—N12111.11 (9)N12—C36—H36A108.0
C8—N7—C19110.5 (3)C33—C36—H36A108.0
C8—N7—C7112.3 (3)N12—C36—H36B108.0
C19—N7—C7112.1 (3)C33—C36—H36B108.0
C8—N7—Cd1107.3 (2)H36A—C36—H36B107.3
C19—N7—Cd1103.7 (2)N12—C37—C38110.2 (3)
C7—N7—Cd1110.5 (2)N12—C37—H37A109.6
C9—N8—C13107.1 (3)C38—C37—H37A109.6
C9—N8—C10127.6 (3)N12—C37—H37B109.6
C13—N8—C10125.3 (3)C38—C37—H37B109.6
C9—N9—C18105.7 (3)H37A—C37—H37B108.1
C9—N9—Cd1116.9 (2)N13—C38—N14112.7 (4)
C18—N9—Cd1135.3 (2)N13—C38—C37124.1 (4)
C20—N10—C24106.6 (3)N14—C38—C37123.2 (4)
C20—N10—C21129.2 (3)N14—C39—C40115.0 (4)
C24—N10—C21124.2 (3)N14—C39—H39A108.5
C20—N11—C29105.5 (3)C40—C39—H39A108.5
C20—N11—Cd1116.1 (2)N14—C39—H39B108.5
C29—N11—Cd1138.1 (3)C40—C39—H39B108.5
C37—N12—C48110.5 (3)H39A—C39—H39B107.5
C37—N12—C36113.3 (3)C41—C40—C39127.8 (6)
C48—N12—C36112.1 (3)C41—C40—H40116.1
C37—N12—Cd1105.9 (2)C39—C40—H40116.1
C48—N12—Cd1102.6 (2)C40—C41—H41A120.0
C36—N12—Cd1111.8 (2)C40—C41—H41B120.0
C38—N13—C47105.3 (3)H41A—C41—H41B120.0
C38—N13—Cd1119.3 (3)C43—C42—C47122.4 (4)
C47—N13—Cd1134.7 (3)C43—C42—N14131.9 (4)
C38—N14—C42107.1 (3)C47—C42—N14105.7 (4)
C38—N14—C39127.1 (4)C44—C43—C42116.4 (5)
C42—N14—C39125.6 (4)C44—C43—H43121.8
C49—N15—C58106.2 (3)C42—C43—H43121.8
C49—N15—Cd1119.2 (3)C43—C44—C45122.4 (5)
C58—N15—Cd1134.6 (3)C43—C44—H44118.8
C49—N16—C53107.2 (3)C45—C44—H44118.8
C49—N16—C50127.8 (4)C46—C45—C44121.1 (5)
C53—N16—C50125.0 (4)C46—C45—H45119.5
C2—C1—C6121.6 (6)C44—C45—H45119.5
C2—C1—H1119.2C45—C46—C47117.2 (5)
C6—C1—H1119.2C45—C46—H46121.4
C1—C2—C3119.3 (6)C47—C46—H46121.4
C1—C2—H2120.3C42—C47—C46120.6 (4)
C3—C2—H2120.3C42—C47—N13109.2 (4)
C4—C3—C2122.2 (5)C46—C47—N13130.2 (4)
C4—C3—H3118.9N12—C48—C49112.2 (3)
C2—C3—H3118.9N12—C48—H48A109.2
C3—C4—C5117.6 (4)C49—C48—H48A109.2
C3—C4—C7120.4 (4)N12—C48—H48B109.2
C5—C4—C7121.9 (4)C49—C48—H48B109.2
C4—C5—C6120.2 (5)H48A—C48—H48B107.9
C4—C5—H5119.9N15—C49—N16112.3 (3)
C6—C5—H5119.9N15—C49—C48123.4 (3)
C1—C6—C5119.1 (5)N16—C49—C48124.1 (3)
C1—C6—H6120.5N16—C50—C51113.9 (4)
C5—C6—H6120.5N16—C50—H50A108.8
N7—C7—C4117.5 (3)C51—C50—H50A108.8
N7—C7—H7A107.9N16—C50—H50B108.8
C4—C7—H7A107.9C51—C50—H50B108.8
N7—C7—H7B107.9H50A—C50—H50B107.7
C4—C7—H7B107.9C52—C51—C50128.9 (8)
H7A—C7—H7B107.2C52—C51—H51115.6
N7—C8—C9110.7 (3)C50—C51—H51115.6
N7—C8—H8A109.5C51—C52—H52A120.0
C9—C8—H8A109.5C51—C52—H52B120.0
N7—C8—H8B109.5H52A—C52—H52B120.0
C9—C8—H8B109.5C54—C53—C58121.6 (4)
H8A—C8—H8B108.1C54—C53—N16132.6 (4)
N9—C9—N8112.7 (3)C58—C53—N16105.9 (3)
N9—C9—C8124.2 (3)C55—C54—C53116.9 (5)
N8—C9—C8123.0 (3)C55—C54—H54121.5
N8—C10—C11112.9 (4)C53—C54—H54121.5
N8—C10—H10A109.0C54—C55—C56122.0 (5)
C11—C10—H10A109.0C54—C55—H55119.0
N8—C10—H10B109.0C56—C55—H55119.0
C11—C10—H10B109.0C57—C56—C55121.4 (5)
H10A—C10—H10B107.8C57—C56—H56119.3
C12—C11—C10123.0 (6)C55—C56—H56119.3
C12—C11—H11118.5C56—C57—C58117.0 (4)
C10—C11—H11118.5C56—C57—H57121.5
C11—C12—H12A120.0C58—C57—H57121.5
C11—C12—H12B120.0C57—C58—C53121.0 (4)
H12A—C12—H12B120.0C57—C58—N15130.6 (4)
N8—C13—C14131.7 (4)C53—C58—N15108.5 (4)
N8—C13—C18106.1 (3)C22—C23—H23A120.0
C14—C13—C18122.2 (4)C22—C23—H23B120.0
C15—C14—C13116.5 (4)H23A—C23—H23B120.0
C15—C14—H14121.7O2—N1—O3123.9 (6)
C13—C14—H14121.7O2—N1—C60117.5 (6)
C14—C15—C16121.9 (4)O3—N1—C60118.6 (5)
C14—C15—H15119.0O5—N2—O4123.1 (4)
C16—C15—H15119.0O5—N2—C62118.7 (4)
C17—C16—C15121.4 (4)O4—N2—C62118.2 (4)
C17—C16—H16119.3O6—N3—O7118.3 (6)
C15—C16—H16119.3O6—N3—C64119.1 (5)
C16—C17—C18117.5 (4)O7—N3—C64122.5 (5)
C16—C17—H17121.2O1—C59—C60125.3 (5)
C18—C17—H17121.2O1—C59—C64123.8 (5)
C17—C18—C13120.4 (4)C60—C59—C64110.9 (4)
C17—C18—N9131.1 (3)C61—C60—C59124.2 (5)
C13—C18—N9108.5 (3)C61—C60—N1115.0 (5)
N7—C19—C20110.9 (3)C59—C60—N1120.8 (4)
N7—C19—H19A109.5C60—C61—C62120.1 (4)
C20—C19—H19A109.5C60—C61—H61120.0
N7—C19—H19B109.5C62—C61—H61120.0
C20—C19—H19B109.5C61—C62—C63120.9 (4)
H19A—C19—H19B108.0C61—C62—N2119.4 (4)
N11—C20—N10113.0 (3)C63—C62—N2119.8 (5)
N11—C20—C19122.7 (3)C62—C63—C64119.2 (5)
N10—C20—C19124.1 (3)C62—C63—H63120.4
N10—C21—C22110.1 (4)C64—C63—H63120.4
N10—C21—H21A109.6C63—C64—N3116.4 (5)
C22—C21—H21A109.6C63—C64—C59123.7 (4)
N10—C21—H21B109.6N3—C64—C59119.8 (4)
C22—C21—H21B109.6O9—N4—O10123.0 (5)
H21A—C21—H21B108.2O9—N4—C70119.7 (5)
C23—C22—C21128.6 (8)O10—N4—C70117.4 (4)
C23—C22—H22115.7O11—N5—O12123.8 (4)
C21—C22—H22115.7O11—N5—C68118.7 (4)
C25—C24—N10131.6 (4)O12—N5—C68117.4 (5)
C25—C24—C29122.3 (4)O14—N6—O13120.8 (5)
N10—C24—C29106.2 (3)O14—N6—C66120.2 (5)
C26—C25—C24116.8 (4)O13—N6—C66119.0 (5)
C26—C25—H25121.6O8—C65—C66123.7 (4)
C24—C25—H25121.6O8—C65—C70125.1 (4)
C25—C26—C27121.4 (4)C66—C65—C70111.2 (4)
C25—C26—H26119.3C69—C70—N4116.9 (4)
C27—C26—H26119.3C69—C70—C65123.8 (4)
C28—C27—C26122.1 (4)N4—C70—C65119.2 (4)
C28—C27—H27119.0C70—C69—C68119.7 (4)
C26—C27—H27119.0C70—C69—H69120.1
C29—C28—C27116.7 (4)C68—C69—H69120.1
C29—C28—H28121.6C69—C68—C67121.4 (4)
C27—C28—H28121.6C69—C68—N5118.7 (4)
C28—C29—N11130.5 (4)C67—C68—N5119.9 (4)
C28—C29—C24120.8 (4)C66—C67—C68118.9 (4)
N11—C29—C24108.7 (3)C66—C67—H67120.6
C31—C30—C35120.9 (7)C68—C67—H67120.6
C31—C30—H30119.5C67—C66—C65124.4 (4)
C35—C30—H30119.5C67—C66—N6115.9 (4)
C30—C31—C32120.3 (6)C65—C66—N6119.6 (4)
C30—C31—H31119.9
N15—Cd1—N7—C843.7 (5)Cd1—N11—C29—C285.1 (7)
N11—Cd1—N7—C8143.5 (2)C20—N11—C29—C240.3 (4)
N9—Cd1—N7—C827.8 (2)Cd1—N11—C29—C24173.1 (3)
N13—Cd1—N7—C8118.6 (2)C25—C24—C29—C282.0 (7)
N12—Cd1—N7—C851.9 (2)N10—C24—C29—C28177.7 (4)
N15—Cd1—N7—C1973.3 (5)C25—C24—C29—N11179.6 (4)
N11—Cd1—N7—C1926.6 (2)N10—C24—C29—N110.8 (4)
N9—Cd1—N7—C1989.2 (2)C35—C30—C31—C321.1 (11)
N13—Cd1—N7—C19124.5 (2)C30—C31—C32—C331.4 (9)
N12—Cd1—N7—C19168.8 (2)C31—C32—C33—C342.2 (7)
N15—Cd1—N7—C7166.4 (4)C31—C32—C33—C36176.5 (4)
N11—Cd1—N7—C793.8 (2)C32—C33—C34—C350.7 (8)
N9—Cd1—N7—C7150.5 (2)C36—C33—C34—C35178.1 (5)
N13—Cd1—N7—C74.1 (2)C31—C30—C35—C342.7 (12)
N12—Cd1—N7—C770.8 (2)C33—C34—C35—C301.8 (11)
N15—Cd1—N9—C9164.0 (3)C37—N12—C36—C3369.1 (5)
N11—Cd1—N9—C983.4 (3)C48—N12—C36—C3356.7 (5)
N13—Cd1—N9—C946.3 (3)Cd1—N12—C36—C33171.3 (3)
N7—Cd1—N9—C919.8 (2)C34—C33—C36—N12105.4 (5)
N12—Cd1—N9—C993.6 (3)C32—C33—C36—N1275.9 (5)
N15—Cd1—N9—C183.0 (3)C48—N12—C37—C3875.2 (4)
N11—Cd1—N9—C18115.7 (3)C36—N12—C37—C38158.1 (3)
N13—Cd1—N9—C18114.6 (3)Cd1—N12—C37—C3835.3 (3)
N7—Cd1—N9—C18179.3 (3)C47—N13—C38—N140.3 (4)
N12—Cd1—N9—C1867.3 (3)Cd1—N13—C38—N14171.6 (2)
N15—Cd1—N11—C20155.9 (3)C47—N13—C38—C37179.4 (4)
N9—Cd1—N11—C2052.3 (3)Cd1—N13—C38—C379.2 (5)
N13—Cd1—N11—C2099.6 (3)C42—N14—C38—N130.7 (5)
N7—Cd1—N11—C209.9 (3)C39—N14—C38—N13176.2 (4)
N12—Cd1—N11—C20115.9 (4)C42—N14—C38—C37179.9 (4)
N15—Cd1—N11—C2931.8 (4)C39—N14—C38—C374.6 (6)
N9—Cd1—N11—C29135.4 (4)N12—C37—C38—N1322.1 (5)
N13—Cd1—N11—C2972.7 (4)N12—C37—C38—N14157.0 (4)
N7—Cd1—N11—C29162.4 (4)C38—N14—C39—C4080.3 (6)
N12—Cd1—N11—C2956.3 (6)C42—N14—C39—C4094.4 (5)
N15—Cd1—N12—C37141.0 (2)N14—C39—C40—C415.7 (9)
N11—Cd1—N12—C3747.6 (5)C38—N14—C42—C43179.2 (5)
N9—Cd1—N12—C37121.2 (2)C39—N14—C42—C435.2 (8)
N13—Cd1—N12—C3730.0 (2)C38—N14—C42—C470.9 (5)
N7—Cd1—N12—C3753.4 (2)C39—N14—C42—C47176.5 (4)
N15—Cd1—N12—C4825.1 (2)C47—C42—C43—C441.1 (8)
N11—Cd1—N12—C4868.3 (5)N14—C42—C43—C44177.0 (5)
N9—Cd1—N12—C48122.9 (2)C42—C43—C44—C450.6 (9)
N13—Cd1—N12—C4885.9 (2)C43—C44—C45—C460.5 (10)
N7—Cd1—N12—C48169.3 (2)C44—C45—C46—C470.9 (8)
N15—Cd1—N12—C3695.2 (3)C43—C42—C47—C460.7 (7)
N11—Cd1—N12—C36171.4 (4)N14—C42—C47—C46177.9 (4)
N9—Cd1—N12—C362.7 (2)C43—C42—C47—N13179.3 (4)
N13—Cd1—N12—C36153.9 (3)N14—C42—C47—N130.8 (5)
N7—Cd1—N12—C3670.4 (3)C45—C46—C47—C420.4 (7)
N15—Cd1—N13—C3885.0 (3)C45—C46—C47—N13177.9 (5)
N11—Cd1—N13—C38163.3 (3)C38—N13—C47—C420.3 (5)
N9—Cd1—N13—C3831.4 (4)Cd1—N13—C47—C42169.0 (3)
N7—Cd1—N13—C3890.8 (3)C38—N13—C47—C46178.1 (5)
N12—Cd1—N13—C3821.2 (3)Cd1—N13—C47—C4612.5 (7)
N15—Cd1—N13—C47106.8 (4)C37—N12—C48—C49148.0 (3)
N11—Cd1—N13—C474.9 (4)C36—N12—C48—C4984.7 (4)
N9—Cd1—N13—C47136.8 (3)Cd1—N12—C48—C4935.4 (3)
N7—Cd1—N13—C4777.4 (4)C58—N15—C49—N160.5 (4)
N12—Cd1—N13—C47170.6 (4)Cd1—N15—C49—N16179.4 (2)
N11—Cd1—N15—C49153.1 (3)C58—N15—C49—C48173.9 (3)
N9—Cd1—N15—C4996.6 (3)Cd1—N15—C49—C486.3 (5)
N13—Cd1—N15—C4950.3 (3)C53—N16—C49—N151.5 (4)
N7—Cd1—N15—C49111.6 (5)C50—N16—C49—N15180.0 (4)
N12—Cd1—N15—C4911.1 (3)C53—N16—C49—C48172.8 (3)
N11—Cd1—N15—C5827.1 (4)C50—N16—C49—C485.7 (6)
N9—Cd1—N15—C5883.2 (4)N12—C48—C49—N1533.1 (5)
N13—Cd1—N15—C58129.9 (3)N12—C48—C49—N16153.1 (3)
N7—Cd1—N15—C5868.2 (6)C49—N16—C50—C51104.0 (5)
N12—Cd1—N15—C58168.7 (4)C53—N16—C50—C5177.7 (6)
C6—C1—C2—C30.3 (8)N16—C50—C51—C522.6 (11)
C1—C2—C3—C41.1 (7)C49—N16—C53—C54176.6 (4)
C2—C3—C4—C51.7 (7)C50—N16—C53—C541.9 (7)
C2—C3—C4—C7179.5 (4)C49—N16—C53—C581.9 (4)
C3—C4—C5—C61.5 (7)C50—N16—C53—C58179.6 (4)
C7—C4—C5—C6179.3 (4)C58—C53—C54—C551.3 (7)
C2—C1—C6—C50.2 (9)N16—C53—C54—C55179.6 (4)
C4—C5—C6—C10.8 (8)C53—C54—C55—C560.9 (7)
C8—N7—C7—C457.4 (4)C54—C55—C56—C571.3 (8)
C19—N7—C7—C467.7 (4)C55—C56—C57—C580.7 (7)
Cd1—N7—C7—C4177.1 (3)C56—C57—C58—C532.9 (6)
C3—C4—C7—N787.4 (5)C56—C57—C58—N15177.6 (4)
C5—C4—C7—N794.9 (5)C54—C53—C58—C573.3 (6)
C19—N7—C8—C980.2 (4)N16—C53—C58—C57178.0 (4)
C7—N7—C8—C9153.8 (3)C54—C53—C58—N15177.1 (4)
Cd1—N7—C8—C932.3 (3)N16—C53—C58—N151.6 (4)
C18—N9—C9—N80.8 (4)C49—N15—C58—C57178.8 (4)
Cd1—N9—C9—N8166.9 (2)Cd1—N15—C58—C571.0 (7)
C18—N9—C9—C8175.0 (3)C49—N15—C58—C530.7 (4)
Cd1—N9—C9—C88.8 (4)Cd1—N15—C58—C53179.5 (3)
C13—N8—C9—N91.5 (4)O1—C59—C60—C61170.5 (5)
C10—N8—C9—N9177.1 (3)C64—C59—C60—C6110.1 (6)
C13—N8—C9—C8174.3 (3)O1—C59—C60—N110.2 (7)
C10—N8—C9—C87.0 (6)C64—C59—C60—N1169.2 (4)
N7—C8—C9—N918.9 (5)O2—N1—C60—C61152.5 (5)
N7—C8—C9—N8165.7 (3)O3—N1—C60—C6126.6 (7)
C9—N8—C10—C1190.1 (5)O2—N1—C60—C5928.1 (8)
C13—N8—C10—C1191.5 (5)O3—N1—C60—C59152.8 (5)
N8—C10—C11—C12130.7 (5)C59—C60—C61—C623.2 (7)
C9—N8—C13—C14177.6 (4)N1—C60—C61—C62176.2 (4)
C10—N8—C13—C143.7 (6)C60—C61—C62—C635.7 (7)
C9—N8—C13—C181.6 (4)C60—C61—C62—N2172.8 (4)
C10—N8—C13—C18177.1 (3)O5—N2—C62—C61171.5 (4)
N8—C13—C14—C15179.1 (4)O4—N2—C62—C619.3 (6)
C18—C13—C14—C150.0 (6)O5—N2—C62—C639.9 (6)
C13—C14—C15—C160.3 (6)O4—N2—C62—C63169.3 (4)
C14—C15—C16—C170.2 (7)C61—C62—C63—C646.2 (7)
C15—C16—C17—C181.1 (6)N2—C62—C63—C64172.4 (4)
C16—C17—C18—C131.4 (6)C62—C63—C64—N3179.0 (4)
C16—C17—C18—N9177.4 (4)C62—C63—C64—C592.1 (7)
N8—C13—C18—C17179.8 (3)O6—N3—C64—C633.6 (9)
C14—C13—C18—C170.9 (6)O7—N3—C64—C63175.3 (5)
N8—C13—C18—N91.2 (4)O6—N3—C64—C59179.4 (7)
C14—C13—C18—N9178.1 (3)O7—N3—C64—C591.7 (8)
C9—N9—C18—C17179.2 (4)O1—C59—C64—C63171.0 (4)
Cd1—N9—C18—C1716.8 (6)C60—C59—C64—C639.6 (6)
C9—N9—C18—C130.3 (4)O1—C59—C64—N35.8 (7)
Cd1—N9—C18—C13162.1 (3)C60—C59—C64—N3173.6 (4)
C8—N7—C19—C20153.8 (3)O9—N4—C70—C69164.1 (4)
C7—N7—C19—C2080.1 (4)O10—N4—C70—C6915.5 (6)
Cd1—N7—C19—C2039.1 (3)O9—N4—C70—C6520.5 (6)
C29—N11—C20—N100.3 (4)O10—N4—C70—C65159.9 (4)
Cd1—N11—C20—N10174.3 (2)O8—C65—C70—C69166.8 (4)
C29—N11—C20—C19175.0 (3)C66—C65—C70—C699.4 (6)
Cd1—N11—C20—C1910.4 (5)O8—C65—C70—N48.3 (6)
C24—N10—C20—N110.8 (4)C66—C65—C70—N4175.5 (4)
C21—N10—C20—N11177.4 (4)N4—C70—C69—C68179.5 (4)
C24—N10—C20—C19174.4 (4)C65—C70—C69—C685.3 (6)
C21—N10—C20—C197.3 (6)C70—C69—C68—C671.3 (6)
N7—C19—C20—N1137.6 (5)C70—C69—C68—N5175.6 (4)
N7—C19—C20—N10147.7 (3)O11—N5—C68—C694.9 (6)
C20—N10—C21—C22103.4 (5)O12—N5—C68—C69175.8 (4)
C24—N10—C21—C2274.5 (5)O11—N5—C68—C67172.0 (4)
N10—C21—C22—C23145.9 (7)O12—N5—C68—C677.2 (6)
C20—N10—C24—C25179.5 (4)C69—C68—C67—C662.7 (6)
C21—N10—C24—C252.2 (7)N5—C68—C67—C66174.2 (4)
C20—N10—C24—C290.9 (4)C68—C67—C66—C652.5 (7)
C21—N10—C24—C29177.4 (4)C68—C67—C66—N6178.6 (4)
N10—C24—C25—C26178.7 (4)O8—C65—C66—C67168.2 (4)
C29—C24—C25—C260.9 (7)C70—C65—C66—C678.0 (6)
C24—C25—C26—C270.3 (8)O8—C65—C66—N67.7 (7)
C25—C26—C27—C280.5 (8)C70—C65—C66—N6176.1 (4)
C26—C27—C28—C290.6 (8)O14—N6—C66—C67156.6 (5)
C27—C28—C29—N11179.8 (4)O13—N6—C66—C6725.3 (7)
C27—C28—C29—C241.8 (7)O14—N6—C66—C6527.1 (7)
C20—N11—C29—C28177.9 (5)O13—N6—C66—C65150.9 (6)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C3—H3···O5i0.932.493.265 (6)140
C8—H8A···O10ii0.972.603.532 (6)162
C8—H8B···O4i0.972.403.363 (6)171
C21—H21A···O8ii0.972.393.277 (7)151
C21—H21B···O80.972.383.110 (7)132
C37—H37A···O1iii0.972.513.463 (5)168
C39—H39B···O1iii0.972.403.357 (7)168
C39—H39B···O2iii0.972.473.101 (8)123
C50—H50A···O7iii0.972.513.472 (7)172
C50—H50B···O10.972.283.109 (7)142
Symmetry codes: (i) x1, y, z; (ii) x+1, y, z+1; (iii) x+1, y+1, z.

Experimental details

Crystal data
Chemical formula[Cd(C29H29N5)2](C6H2N3O7)2
Mr1463.76
Crystal system, space groupTriclinic, P1
Temperature (K)296
a, b, c (Å)13.903 (4), 14.146 (4), 19.330 (5)
α, β, γ (°)90.595 (3), 110.890 (3), 106.325 (3)
V3)3382.5 (16)
Z2
Radiation typeMo Kα
µ (mm1)0.40
Crystal size (mm)0.40 × 0.38 × 0.30
Data collection
DiffractometerBruker APEXII area-detector
diffractometer
Absorption correctionMulti-scan
(SADABS; Sheldrick, 1996)
Tmin, Tmax0.851, 0.886
No. of measured, independent and
observed [I > 2σ(I)] reflections
20103, 11730, 8930
Rint0.027
(sin θ/λ)max1)0.595
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.047, 0.125, 1.01
No. of reflections11730
No. of parameters910
No. of restraints49
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)0.99, 0.54

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

Selected bond lengths (Å) top
Cd1—N72.556 (3)Cd1—N122.673 (3)
Cd1—N92.307 (3)Cd1—N132.319 (3)
Cd1—N112.281 (3)Cd1—N152.248 (3)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C3—H3···O5i0.932.493.265 (6)140
C8—H8A···O10ii0.972.603.532 (6)162
C8—H8B···O4i0.972.403.363 (6)171
C21—H21A···O8ii0.972.393.277 (7)151
C21—H21B···O80.972.383.110 (7)132
C37—H37A···O1iii0.972.513.463 (5)168
C39—H39B···O1iii0.972.403.357 (7)168
C39—H39B···O2iii0.972.473.101 (8)123
C50—H50A···O7iii0.972.513.472 (7)172
C50—H50B···O10.972.283.109 (7)142
Symmetry codes: (i) x1, y, z; (ii) x+1, y, z+1; (iii) x+1, y+1, z.
 

Acknowledgements

The authors acknowledge financial support from the `Qing Lan' Talent Engineering Funds and the Middle-Young Age Science Foundation (grant No. 3YS061-A25–023). The `Longyuan Qingnian' Fund of Gansu Province is also acknowledged.

References

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Volume 67| Part 6| June 2011| Pages m800-m801
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