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

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Volume 69| Part 11| November 2013| Pages m616-m617

Poly[[(μ2-benzene-1,3-di­carboxyl­ato){μ2-1,4-bis­­[(1H-imidazol-1-yl)meth­yl]benzene}­cadmium] di­methyl­formamide monosolvate]

aDepartment of General Surgery, The First Hospital, Jilin University, Changchun, 130021 Jilin Province, People's Republic of China
*Correspondence e-mail: suojian0007@163.com

(Received 16 September 2013; accepted 15 October 2013; online 23 October 2013)

The title coordination polymer, {[Cd(C8H4O4)(C14H14N4)]·C3H7NO}n, was synthesized by solvothermal reaction of metallic cadmium with the semi-rigid neutral ligand 1,4-bis­[(1H-imidazol-1-yl)meth­yl]benzene (bix) and the V-shaped benzene-1,3-di­carb­oxy­lic acid (m-H2bdc). The structure exhibits a pseudo-C-centring which is almost fulfilled by the polymeric metal complex but not by the solvent dimethylform­amide (DMF) mol­ecules. The asymmetric unit contains two independent CdII ions, two m-bdc2− ligands, one and two half bix ligands, and two solvent DMF mol­ecules. The CdII ions are both five-coordinated by three O atoms from two different m-bdc2− ligands and two N atoms from two different bix ligands in a distorted square-pyramidal geometry. The m-bdc2− ligands adopt a chelate-monodentate coordination mode, connecting neighboring CdII ions into a zigzag chain parallel to [110]. Adjacent chains are further cross-linked by bix ligands, giving rise to a puckered sheet nearly perpendicular to the chain direction. Thus, each CdII ion is connected to four neighboring CdII ions through two m-bdc2− anions and two bix ligands, giving rise to the final non-inter­penetrating uninodal layer with sql (4,4) topology.

Related literature

For background compounds with metal-organic framework structurs, see: Batten & Robson (1998[Batten, S. R. & Robson, R. (1998). Angew. Chem. Int. Ed. 37, 1460-1494.]); Chen et al. (2011[Chen, Z., Xiang, S., Arman, H. D., Mondal, J. U., Li, P., Zhao, D. & Chen, B. (2011). Inorg. Chem. 50, 3442-3446.]); Farrusseng et al. (2009[Farrusseng, D., Aguado, S. & Pinel, C. (2009). Angew. Chem. Int. Ed. 48, 7502-7513.]); Kurmoo (2009[Kurmoo, M. (2009). Chem. Soc. Rev. 38, 1353-1379.]); Pramanik et al. (2011[Pramanik, S., Zheng, C., Zhang, X., Emge, T. J. & Li, J. (2011). J. Am. Chem. Soc. 133, 4153-4155.]); Wong et al. (2006[Wong, K.-L., Law, G.-L., Yang, Y.-Y. & Wong, W.-T. (2006). Adv. Mater. 18, 1051-1054.]). For topologies, see: Blatov et al. (2010[Blatov, V. A., O'Keeffe, M. & Proserpio, D. M. (2010). CrystEngComm, 12, 44-48.]). For a description of the geometry of complexes with five-coordinate metal atoms, see: Addison et al. (1984[Addison, A. W., Rao, T. N., Reedijk, J., van Rijn, J. & Verschoor, G. C. (1984). J. Chem. Soc. Dalton Trans. pp. 1349-1356.]).

[Scheme 1]

Experimental

Crystal data
  • [Cd(C8H4O4)(C14H14N4)]·C3H7NO

  • Mr = 587.90

  • Triclinic, [P \overline 1]

  • a = 11.2088 (4) Å

  • b = 13.4710 (5) Å

  • c = 18.9133 (7) Å

  • α = 69.648 (1)°

  • β = 80.124 (1)°

  • γ = 68.521 (1)°

  • V = 2488.37 (16) Å3

  • Z = 4

  • Mo Kα radiation

  • μ = 0.92 mm−1

  • T = 185 K

  • 0.26 × 0.23 × 0.13 mm

Data collection
  • Bruker APEXII CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2007[Bruker (2007). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.795, Tmax = 0.889

  • 13952 measured reflections

  • 9746 independent reflections

  • 6383 reflections with I > 2σ(I)

  • Rint = 0.017

Refinement
  • R[F2 > 2σ(F2)] = 0.034

  • wR(F2) = 0.095

  • S = 1.05

  • 9746 reflections

  • 649 parameters

  • H-atom parameters constrained

  • Δρmax = 0.61 e Å−3

  • Δρmin = −0.51 e Å−3

Data collection: APEX2 (Bruker, 2007[Bruker (2007). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2007[Bruker (2007). APEX2, SAINT and SADABS. 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: XP in SHELXTL and DIAMOND (Brandenburg, 1999[Brandenburg, K. (1999). DIAMOND. University of Bonn, Germany.]); software used to prepare material for publication: SHELXTL.

Supporting information


Comment top

Studies of metal-organic coordination polymers (MOCPs) are of considerable interest due to their intrinsically interesting structures and fascinating network topologies (Batten et al., 1998), and potential applications in storage (Chen et al., 2011), catalysis (Farrusseng et al., 2009), molecular magnetism (Kurmoo, 2009), recognition (Pramanik et al., 2011), and photoluminescence (Wong et al., 2006). An important motivation for this field is the rational design and preparation of crystalline solid material with peculiar topology and desired functions. The design possibilities of organic ligands and the coordination tendencies of metal ions have led to a large number of novel structural features quite often endowed with unique properties. Aromatic multi-acids are good connectors in constructed excellent porous coordination polymers due to their rigidity in conformation and various coordination modes. In particular, the combination of multicarboxylate anions with N-donor auxiliary ligands is a good choice for the construction of novel topology and networks.

In the present case, we used the benzene-1,3-dicarboxylic acid (m-H2bdc) as anionic ligand and 1,4-bis(imidazol-l-yl-methyl)benzene (bix) as ancillary ligand to construct a novel two-dimensional coordination polymer.

The structure shows pseudo-symmetry, in which the atoms in the main framework fulfill the pseudo-C centring and the DMF molecules break this pseudo-symmetry. The asymmetric unit contains two crystallographically independent Cd(II) ions, two m-bdc2- ligands, one and two halves bix ligands, and two lattice DMF molecules (Fig. 1). Cd1 and Cd2 have the same coordination environment. They are five-coordinated by three oxygen atoms from two different m-bdc2- ligands and two nitrogen atoms from two different bix ligands. The distortion parameters τ5 of 0.335 for both Cd1 and Cd2 indicate that the coordination environment corresponds to a distorted square pyramid; expected values are τ = 0 for a square pyramid and τ = 1 for an ideal trigonal bipyramid (Addison et al., 1984).

As shown in Fig. 2, The m-bdc2- ligands adopt a chelate-monodentate coordination mode, connect neighboring Cd ions into a zigzag chain. Adjacent chains are further cross-linked by bix ligands, giving rise to a 2-D puckered sheet with intragrid Cd···Cd separations of 10.245 (5) × 12.979 (5) Å and 10.193 (5) × 15.336 (5) Å across each m-bdc2- ligand and bix ligand in the trans-conformation, respectively. Thus, the each Cd(II) is connected to four neighboring Cd atoms through two m-bdc2- anions and two bix ligands to give rise to the final non-interpenetrating uninodal two-dimensional layer with sql topology (Blatov et al., 2010). Furthermore, the adjacent two-dimensional layers stack in an ···AAA··· sequence, in which π-π interactions between the imidazol rings have a stabilizing effect [the cog(N1,N2,C17,C18,C19)···cog(N1,N2,C17,C18,C19)i and cog(N3,N4,C28,C29,C30)···cog(N3,N4,C28,C29,C30)ii distances are 3.517 Å and 3.478 Å, respectively; symmetry operators: (i) 2 - x,1 - y,1 - z, and (ii) 1 - x,-y,1 - z].

Related literature top

For background structures with metal-organic frameworks, see: Batten & Robson (1998); Chen et al. (2011); Farrusseng et al. (2009); Kurmoo (2009); Pramanik et al. (2011); Wong et al. (2006). For topologies, see: Blatov et al. (2010). For a description of the geometry of complexes with five-coordinate metal atoms, see: Addison et al. (1984).

Experimental top

A mixture of Cd(NO3)2·4H2O (0.0304 g, 0.1 mmol), m-H2bdc (0.0164 g, 0.1 mmol), bix (0.0238 g, 0.1 mmol), and DMF (6 ml) was placed in a 15 ml PTFE-lined stainless steel vessel under autogenous pressure, heated at a constant 95 °C for 72 h, and allowed to cool down to room temperature in 12 h. The title crystals were collected, washed with DMF and EtOH, and dried under ambient conditions with a yield of 13% based on Cd).

Refinement top

All the hydrogen atoms attached to carbon atoms were placed in calculated positions and refined as the riding model.

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: XP in SHELXTL (Sheldrick, 2008) and DIAMOND (Brandenburg, 1999); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top
[Figure 1] Fig. 1. The asymmetric unit of the compound. Displacement ellipsoids are drawn at the 30% probability level. Symmetry codes: A = 2 - x,2 - y,-z; B = 1 - x,-1 - y,2 - z.
[Figure 2] Fig. 2. View of the single layer with the (4,4)-topology.
Poly[[(µ2-benzene-1,3-dicarboxylato){µ2-1,4-bis[(1H-imidazol-1-yl)methyl]benzene}cadmium] dimethylformamide monosolvate] top
Crystal data top
[Cd(C8H4O4)(C14H14N4)]·C3H7NOV = 2488.37 (16) Å3
Mr = 587.90Z = 4
Triclinic, P1F(000) = 1192
Hall symbol: -P 1Dx = 1.569 Mg m3
a = 11.2088 (4) ÅMo Kα radiation, λ = 0.71073 Å
b = 13.4710 (5) ŵ = 0.92 mm1
c = 18.9133 (7) ÅT = 185 K
α = 69.648 (1)°Needle, colorless
β = 80.124 (1)°0.26 × 0.23 × 0.13 mm
γ = 68.521 (1)°
Data collection top
Bruker APEXII CCD
diffractometer
9746 independent reflections
Radiation source: fine-focus sealed tube6383 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.017
ϕ and ω scansθmax = 26.1°, θmin = 1.7°
Absorption correction: multi-scan
(SADABS; Bruker, 2007)
h = 1313
Tmin = 0.795, Tmax = 0.889k = 1016
13952 measured reflectionsl = 2123
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.034Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.095H-atom parameters constrained
S = 1.05 w = 1/[σ2(Fo2) + (0.0431P)2 + 0.3924P]
where P = (Fo2 + 2Fc2)/3
9746 reflections(Δ/σ)max = 0.010
649 parametersΔρmax = 0.61 e Å3
0 restraintsΔρmin = 0.51 e Å3
Crystal data top
[Cd(C8H4O4)(C14H14N4)]·C3H7NOγ = 68.521 (1)°
Mr = 587.90V = 2488.37 (16) Å3
Triclinic, P1Z = 4
a = 11.2088 (4) ÅMo Kα radiation
b = 13.4710 (5) ŵ = 0.92 mm1
c = 18.9133 (7) ÅT = 185 K
α = 69.648 (1)°0.26 × 0.23 × 0.13 mm
β = 80.124 (1)°
Data collection top
Bruker APEXII CCD
diffractometer
9746 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 2007)
6383 reflections with I > 2σ(I)
Tmin = 0.795, Tmax = 0.889Rint = 0.017
13952 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0340 restraints
wR(F2) = 0.095H-atom parameters constrained
S = 1.05Δρmax = 0.61 e Å3
9746 reflectionsΔρmin = 0.51 e Å3
649 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
C11.1683 (3)0.2415 (3)0.29177 (18)0.0219 (7)
C21.1610 (3)0.1318 (3)0.29320 (18)0.0214 (7)
C31.0430 (3)0.1167 (3)0.29977 (18)0.0212 (7)
H30.96660.17490.30630.025*
C41.0352 (3)0.0174 (3)0.29695 (18)0.0215 (7)
C51.1478 (3)0.0674 (3)0.28762 (19)0.0268 (8)
H51.14350.13500.28460.032*
C61.2658 (3)0.0539 (3)0.2827 (2)0.0285 (8)
H61.34230.11260.27710.034*
C71.2727 (3)0.0442 (3)0.28584 (19)0.0258 (8)
H71.35410.05260.28300.031*
C80.9071 (3)0.0023 (3)0.30248 (18)0.0236 (8)
C90.3346 (3)0.2555 (3)0.71091 (17)0.0207 (7)
C100.3391 (3)0.3651 (3)0.71219 (18)0.0216 (7)
C110.4556 (3)0.3833 (3)0.70514 (17)0.0212 (7)
H110.53310.32710.69720.025*
C120.4597 (3)0.4824 (3)0.70960 (18)0.0227 (7)
C130.3459 (3)0.5646 (3)0.7210 (2)0.0297 (8)
H130.34820.63220.72510.036*
C140.2295 (3)0.5482 (3)0.7265 (2)0.0349 (9)
H140.15180.60510.73330.042*
C150.2262 (3)0.4491 (3)0.7220 (2)0.0281 (8)
H150.14600.43820.72570.034*
C160.5861 (3)0.5015 (3)0.70207 (19)0.0254 (8)
C171.0306 (3)0.3691 (3)0.44554 (18)0.0245 (8)
H170.97440.36440.41540.029*
C181.1861 (3)0.3961 (3)0.4807 (2)0.0288 (8)
H181.26080.41450.47920.035*
C191.1161 (3)0.3602 (3)0.5442 (2)0.0290 (8)
H191.13220.34890.59460.035*
C200.9167 (3)0.3069 (3)0.57294 (19)0.0301 (8)
H20A0.86310.36730.59460.036*
H20B0.95740.23990.61510.036*
C210.8322 (3)0.2789 (3)0.53413 (19)0.0272 (8)
C220.8780 (3)0.1888 (3)0.5069 (2)0.0352 (9)
H220.96590.14360.51160.042*
C230.7991 (3)0.1625 (3)0.4728 (2)0.0333 (9)
H230.83340.10030.45390.040*
C240.6703 (3)0.2262 (3)0.46594 (19)0.0285 (8)
C250.6239 (3)0.3168 (3)0.4934 (2)0.0366 (9)
H250.53590.36180.48910.044*
C260.7035 (3)0.3430 (3)0.5270 (2)0.0342 (9)
H260.66970.40560.54540.041*
C270.5851 (3)0.1979 (3)0.42727 (19)0.0317 (9)
H27A0.54250.26540.38600.038*
H27B0.63900.13900.40440.038*
C280.4746 (3)0.1321 (3)0.55469 (19)0.0246 (8)
H280.52990.13840.58460.030*
C290.3222 (3)0.0997 (3)0.52056 (19)0.0268 (8)
H290.24930.07870.52240.032*
C300.3898 (3)0.1378 (3)0.4571 (2)0.0271 (8)
H300.37370.14820.40680.032*
C311.0636 (3)0.6731 (3)0.20771 (18)0.0257 (8)
H311.08740.69980.24170.031*
C321.0492 (3)0.5644 (3)0.1510 (2)0.0318 (9)
H321.06180.49940.13770.038*
C330.9706 (3)0.6695 (3)0.1168 (2)0.0315 (9)
H330.91870.69140.07560.038*
C340.9112 (3)0.8574 (3)0.13767 (19)0.0286 (8)
H34A0.91930.88030.18050.034*
H34B0.81900.87140.13410.034*
C350.9595 (3)0.9290 (3)0.06538 (19)0.0248 (8)
C360.8811 (3)1.0373 (3)0.0336 (2)0.0331 (9)
H360.79841.06420.05640.040*
C440.4296 (4)0.4321 (4)0.9400 (2)0.0576 (14)
H440.37800.38440.89820.069*
C420.5491 (3)0.4309 (3)0.93834 (19)0.0279 (8)
C430.6209 (4)0.4991 (4)0.9993 (2)0.0574 (14)
H430.70550.49951.00010.069*
C371.0787 (3)0.8924 (3)0.0312 (2)0.0343 (9)
H371.13420.81800.05220.041*
C410.6045 (3)0.3580 (3)0.8699 (2)0.0335 (9)
H41A0.69310.36830.87950.040*
H41B0.60890.38250.82570.040*
C380.4515 (3)0.1767 (3)0.79481 (18)0.0253 (8)
H380.43640.20540.75910.030*
C390.4469 (3)0.0653 (3)0.85416 (19)0.0290 (8)
H390.42690.00080.86790.035*
C400.5253 (3)0.1676 (3)0.8912 (2)0.0305 (9)
H400.57020.18700.93500.037*
C450.3929 (4)0.2343 (4)0.9062 (2)0.0527 (12)
H450.33850.31020.89720.063*
C460.5744 (5)0.2978 (4)0.8900 (3)0.0687 (15)
H46A0.66800.26300.89040.103*
H46B0.54400.33410.92950.103*
H46C0.55060.35400.84070.103*
C470.6051 (4)0.0993 (4)0.9156 (3)0.0788 (17)
H47A0.69370.09850.91190.118*
H47B0.59390.07020.87730.118*
H47C0.58660.05210.96600.118*
C480.0501 (5)0.3563 (4)1.0609 (3)0.0595 (13)
H480.01950.42341.05970.071*
C490.1270 (4)0.1555 (3)1.0914 (2)0.0478 (11)
H49A0.09250.09361.11430.072*
H49B0.19650.14501.12120.072*
H49C0.16020.15681.03980.072*
C500.1017 (4)0.2587 (4)1.1177 (3)0.0600 (14)
H50A0.10050.18081.13650.090*
H50B0.16110.30161.07680.090*
H50C0.12970.29191.15890.090*
N11.1316 (2)0.4017 (2)0.41875 (15)0.0253 (7)
N21.0180 (3)0.3435 (2)0.52109 (15)0.0235 (6)
N30.3755 (2)0.0960 (2)0.58225 (15)0.0244 (6)
N40.4866 (2)0.1584 (2)0.47926 (15)0.0227 (6)
N51.1076 (3)0.5675 (2)0.20816 (15)0.0261 (7)
N60.9807 (3)0.7379 (2)0.15290 (15)0.0242 (6)
N70.4000 (2)0.0710 (2)0.79320 (15)0.0245 (6)
N80.5273 (3)0.2384 (2)0.85267 (16)0.0260 (7)
N90.5173 (3)0.2141 (3)0.90346 (19)0.0452 (9)
N100.0256 (3)0.2612 (3)1.08964 (18)0.0417 (8)
O11.0681 (2)0.32236 (19)0.29137 (15)0.0343 (6)
O21.2794 (2)0.24650 (18)0.29156 (13)0.0255 (5)
O30.8062 (2)0.0766 (2)0.31280 (15)0.0368 (6)
O40.9086 (2)0.0881 (2)0.29473 (14)0.0314 (6)
O50.2247 (2)0.24750 (18)0.71208 (12)0.0250 (5)
O60.4361 (2)0.1771 (2)0.70900 (14)0.0316 (6)
O70.5820 (2)0.5907 (2)0.71313 (14)0.0328 (6)
O80.6875 (2)0.4331 (2)0.68585 (15)0.0365 (6)
O90.3411 (3)0.1626 (3)0.91959 (18)0.0579 (9)
O100.1555 (3)0.3657 (3)1.0354 (2)0.0789 (11)
Cd11.21121 (2)0.423270 (19)0.301290 (13)0.02138 (8)
Cd20.29640 (2)0.072572 (19)0.699760 (13)0.02152 (8)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.0223 (17)0.026 (2)0.0197 (18)0.0142 (15)0.0018 (14)0.0031 (15)
C20.0220 (16)0.0245 (19)0.0208 (18)0.0121 (15)0.0003 (13)0.0068 (15)
C30.0191 (16)0.0215 (18)0.0244 (19)0.0094 (14)0.0017 (13)0.0055 (15)
C40.0194 (16)0.0251 (19)0.0222 (18)0.0111 (15)0.0014 (13)0.0072 (15)
C50.0295 (18)0.0205 (19)0.034 (2)0.0130 (15)0.0003 (15)0.0077 (16)
C60.0191 (16)0.0220 (19)0.043 (2)0.0065 (15)0.0037 (15)0.0080 (17)
C70.0177 (16)0.029 (2)0.033 (2)0.0121 (15)0.0012 (14)0.0088 (16)
C80.0270 (18)0.030 (2)0.0190 (18)0.0182 (16)0.0032 (14)0.0064 (15)
C90.0217 (16)0.0240 (19)0.0189 (18)0.0119 (15)0.0019 (13)0.0045 (15)
C100.0221 (16)0.0220 (19)0.0222 (18)0.0107 (15)0.0035 (14)0.0041 (15)
C110.0179 (15)0.0257 (19)0.0217 (18)0.0093 (14)0.0003 (13)0.0079 (15)
C120.0197 (16)0.0249 (19)0.0239 (19)0.0121 (15)0.0005 (14)0.0039 (15)
C130.0261 (18)0.026 (2)0.042 (2)0.0121 (16)0.0000 (16)0.0130 (17)
C140.0188 (17)0.029 (2)0.058 (3)0.0078 (16)0.0010 (17)0.0167 (19)
C150.0168 (16)0.029 (2)0.041 (2)0.0121 (15)0.0029 (15)0.0090 (17)
C160.0273 (18)0.029 (2)0.026 (2)0.0181 (16)0.0037 (15)0.0058 (16)
C170.0261 (17)0.0254 (19)0.0215 (19)0.0107 (15)0.0012 (14)0.0045 (15)
C180.0263 (18)0.024 (2)0.038 (2)0.0096 (16)0.0056 (16)0.0086 (17)
C190.0307 (19)0.028 (2)0.030 (2)0.0097 (16)0.0062 (16)0.0080 (16)
C200.0312 (19)0.032 (2)0.027 (2)0.0144 (17)0.0033 (16)0.0067 (17)
C210.0291 (18)0.028 (2)0.024 (2)0.0163 (16)0.0077 (15)0.0041 (16)
C220.0249 (18)0.034 (2)0.046 (2)0.0075 (17)0.0018 (17)0.0155 (19)
C230.034 (2)0.031 (2)0.037 (2)0.0138 (17)0.0087 (17)0.0142 (17)
C240.0301 (19)0.029 (2)0.023 (2)0.0164 (16)0.0061 (15)0.0005 (16)
C250.0242 (18)0.033 (2)0.050 (3)0.0064 (17)0.0024 (17)0.0140 (19)
C260.032 (2)0.029 (2)0.045 (2)0.0126 (17)0.0062 (17)0.0173 (18)
C270.0340 (19)0.035 (2)0.023 (2)0.0162 (17)0.0038 (16)0.0034 (17)
C280.0204 (16)0.027 (2)0.0252 (19)0.0088 (15)0.0015 (14)0.0076 (16)
C290.0235 (17)0.027 (2)0.034 (2)0.0091 (15)0.0046 (15)0.0111 (17)
C300.0290 (18)0.027 (2)0.025 (2)0.0055 (16)0.0073 (15)0.0100 (16)
C310.0281 (18)0.026 (2)0.0229 (19)0.0145 (16)0.0007 (15)0.0029 (15)
C320.039 (2)0.029 (2)0.030 (2)0.0107 (17)0.0066 (17)0.0114 (17)
C330.036 (2)0.034 (2)0.027 (2)0.0106 (18)0.0063 (16)0.0111 (17)
C340.0302 (18)0.022 (2)0.027 (2)0.0065 (16)0.0055 (15)0.0053 (16)
C350.0262 (17)0.0218 (19)0.0247 (19)0.0089 (15)0.0005 (14)0.0047 (15)
C360.0239 (17)0.031 (2)0.034 (2)0.0072 (16)0.0075 (15)0.0040 (17)
C440.035 (2)0.066 (3)0.044 (3)0.020 (2)0.011 (2)0.023 (2)
C420.0269 (18)0.0216 (19)0.027 (2)0.0051 (15)0.0029 (15)0.0026 (16)
C430.033 (2)0.062 (3)0.055 (3)0.021 (2)0.008 (2)0.016 (2)
C370.0257 (18)0.027 (2)0.036 (2)0.0026 (16)0.0013 (16)0.0007 (17)
C410.0301 (19)0.024 (2)0.033 (2)0.0061 (16)0.0084 (16)0.0009 (17)
C380.0317 (18)0.025 (2)0.0220 (19)0.0141 (16)0.0008 (15)0.0067 (15)
C390.0324 (19)0.028 (2)0.030 (2)0.0119 (17)0.0014 (16)0.0117 (17)
C400.0300 (19)0.033 (2)0.026 (2)0.0068 (17)0.0057 (16)0.0075 (17)
C450.046 (3)0.072 (4)0.039 (3)0.010 (3)0.007 (2)0.024 (2)
C460.066 (3)0.077 (4)0.061 (3)0.031 (3)0.012 (3)0.007 (3)
C470.049 (3)0.088 (4)0.115 (5)0.012 (3)0.012 (3)0.060 (4)
C480.068 (3)0.051 (3)0.066 (3)0.016 (3)0.016 (3)0.022 (3)
C490.045 (2)0.050 (3)0.041 (3)0.012 (2)0.005 (2)0.008 (2)
C500.049 (3)0.071 (4)0.049 (3)0.013 (3)0.004 (2)0.013 (3)
N10.0246 (14)0.0242 (16)0.0280 (17)0.0105 (13)0.0013 (12)0.0067 (13)
N20.0244 (14)0.0217 (16)0.0226 (16)0.0079 (12)0.0001 (12)0.0050 (13)
N30.0230 (14)0.0234 (16)0.0265 (16)0.0099 (12)0.0024 (12)0.0069 (13)
N40.0221 (14)0.0207 (16)0.0233 (16)0.0067 (12)0.0012 (12)0.0061 (13)
N50.0268 (15)0.0236 (17)0.0269 (17)0.0103 (13)0.0033 (12)0.0038 (13)
N60.0263 (15)0.0243 (16)0.0192 (15)0.0102 (13)0.0019 (12)0.0030 (13)
N70.0251 (14)0.0218 (16)0.0274 (17)0.0114 (13)0.0030 (12)0.0040 (13)
N80.0242 (14)0.0223 (16)0.0251 (17)0.0068 (13)0.0021 (12)0.0024 (13)
N90.044 (2)0.057 (3)0.038 (2)0.0153 (19)0.0092 (16)0.0175 (18)
N100.042 (2)0.039 (2)0.039 (2)0.0082 (17)0.0100 (16)0.0088 (16)
O10.0246 (13)0.0236 (14)0.0580 (18)0.0090 (11)0.0105 (12)0.0115 (12)
O20.0227 (12)0.0281 (14)0.0323 (14)0.0154 (10)0.0022 (10)0.0115 (11)
O30.0217 (13)0.0466 (17)0.0551 (18)0.0165 (12)0.0079 (12)0.0305 (14)
O40.0252 (13)0.0307 (15)0.0475 (17)0.0179 (11)0.0027 (11)0.0134 (12)
O50.0222 (11)0.0271 (14)0.0309 (14)0.0155 (10)0.0016 (10)0.0090 (11)
O60.0239 (13)0.0276 (14)0.0487 (17)0.0089 (11)0.0049 (11)0.0164 (12)
O70.0269 (13)0.0288 (15)0.0505 (17)0.0145 (11)0.0046 (11)0.0149 (12)
O80.0224 (13)0.0459 (17)0.0522 (18)0.0181 (12)0.0090 (12)0.0265 (14)
O90.0438 (18)0.064 (2)0.070 (2)0.0162 (16)0.0054 (16)0.0264 (18)
O100.066 (2)0.073 (3)0.113 (3)0.041 (2)0.001 (2)0.031 (2)
Cd10.01834 (13)0.02126 (15)0.02570 (16)0.00977 (11)0.00102 (10)0.00628 (11)
Cd20.01866 (13)0.02158 (15)0.02509 (16)0.00998 (11)0.00115 (10)0.00570 (11)
Geometric parameters (Å, º) top
C1—O11.244 (4)C31—N61.344 (4)
C1—O21.271 (4)C31—H310.9500
C1—C21.499 (4)C32—C331.358 (5)
C1—Cd12.731 (3)C32—N51.376 (4)
C2—C31.390 (4)C32—H320.9500
C2—C71.397 (4)C33—N61.367 (4)
C3—C41.391 (4)C33—H330.9500
C3—H30.9500C34—N61.456 (4)
C4—C51.391 (4)C34—C351.518 (4)
C4—C81.504 (4)C34—H34A0.9900
C5—C61.384 (4)C34—H34B0.9900
C5—H50.9500C35—C371.374 (5)
C6—C71.374 (4)C35—C361.377 (4)
C6—H60.9500C36—C37i1.384 (5)
C7—H70.9500C36—H360.9500
C8—O31.245 (4)C44—C421.341 (5)
C8—O41.270 (4)C44—C43ii1.384 (5)
C9—O61.243 (4)C44—H440.9500
C9—O51.270 (4)C42—C431.364 (5)
C9—C101.505 (4)C42—C411.520 (4)
C9—Cd22.732 (3)C43—C44ii1.384 (5)
C10—C151.390 (4)C43—H430.9500
C10—C111.391 (4)C37—C36i1.384 (5)
C11—C121.385 (4)C37—H370.9500
C11—H110.9500C41—N81.469 (4)
C12—C131.392 (4)C41—H41A0.9900
C12—C161.506 (4)C41—H41B0.9900
C13—C141.382 (5)C38—N71.317 (4)
C13—H130.9500C38—N81.334 (4)
C14—C151.382 (5)C38—H380.9500
C14—H140.9500C39—C401.347 (5)
C15—H150.9500C39—N71.383 (4)
C16—O81.243 (4)C39—H390.9500
C16—O71.273 (4)C40—N81.380 (4)
C17—N11.321 (4)C40—H400.9500
C17—N21.343 (4)C45—O91.235 (5)
C17—H170.9500C45—N91.315 (5)
C18—C191.357 (5)C45—H450.9500
C18—N11.379 (4)C46—N91.422 (5)
C18—H180.9500C46—H46A0.9800
C19—N21.365 (4)C46—H46B0.9800
C19—H190.9500C46—H46C0.9800
C20—N21.479 (4)C47—N91.458 (5)
C20—C211.507 (5)C47—H47A0.9800
C20—H20A0.9900C47—H47B0.9800
C20—H20B0.9900C47—H47C0.9800
C21—C221.375 (5)C48—O101.231 (6)
C21—C261.384 (5)C48—N101.317 (5)
C22—C231.381 (5)C48—H480.9500
C22—H220.9500C49—N101.455 (5)
C23—C241.384 (5)C49—H49A0.9800
C23—H230.9500C49—H49B0.9800
C24—C251.384 (5)C49—H49C0.9800
C24—C271.514 (5)C50—N101.442 (5)
C25—C261.380 (5)C50—H50A0.9800
C25—H250.9500C50—H50B0.9800
C26—H260.9500C50—H50C0.9800
C27—N41.471 (4)N1—Cd12.208 (3)
C27—H27A0.9900N3—Cd22.206 (3)
C27—H27B0.9900N5—Cd12.213 (3)
C28—N31.328 (4)N7—Cd22.212 (3)
C28—N41.340 (4)O1—Cd12.517 (2)
C28—H280.9500O2—Cd12.283 (2)
C29—C301.351 (5)O4—Cd2iii2.217 (2)
C29—N31.378 (4)O5—Cd22.277 (2)
C29—H290.9500O6—Cd22.519 (2)
C30—N41.374 (4)O7—Cd1iv2.232 (2)
C30—H300.9500Cd1—O7iv2.232 (2)
C31—N51.321 (4)Cd2—O4iii2.217 (2)
O1—C1—O2122.9 (3)C42—C44—C43ii122.0 (4)
O1—C1—C2120.1 (3)C42—C44—H44119.0
O2—C1—C2117.1 (3)C43ii—C44—H44119.0
O1—C1—Cd166.82 (18)C44—C42—C43117.9 (3)
O2—C1—Cd156.19 (16)C44—C42—C41121.2 (3)
C2—C1—Cd1171.8 (2)C43—C42—C41120.9 (3)
C3—C2—C7118.8 (3)C42—C43—C44ii120.1 (4)
C3—C2—C1120.6 (3)C42—C43—H43120.0
C7—C2—C1120.5 (3)C44ii—C43—H43120.0
C2—C3—C4120.9 (3)C35—C37—C36i120.9 (3)
C2—C3—H3119.6C35—C37—H37119.6
C4—C3—H3119.6C36i—C37—H37119.6
C3—C4—C5119.1 (3)N8—C41—C42112.2 (3)
C3—C4—C8120.7 (3)N8—C41—H41A109.2
C5—C4—C8120.2 (3)C42—C41—H41A109.2
C6—C5—C4120.4 (3)N8—C41—H41B109.2
C6—C5—H5119.8C42—C41—H41B109.2
C4—C5—H5119.8H41A—C41—H41B107.9
C7—C6—C5120.2 (3)N7—C38—N8111.8 (3)
C7—C6—H6119.9N7—C38—H38124.1
C5—C6—H6119.9N8—C38—H38124.1
C6—C7—C2120.6 (3)C40—C39—N7109.6 (3)
C6—C7—H7119.7C40—C39—H39125.2
C2—C7—H7119.7N7—C39—H39125.2
O3—C8—O4122.9 (3)C39—C40—N8106.1 (3)
O3—C8—C4120.6 (3)C39—C40—H40126.9
O4—C8—C4116.4 (3)N8—C40—H40126.9
O6—C9—O5122.7 (3)O9—C45—N9125.2 (5)
O6—C9—C10119.8 (3)O9—C45—H45117.4
O5—C9—C10117.5 (3)N9—C45—H45117.4
O6—C9—Cd266.90 (18)N9—C46—H46A109.5
O5—C9—Cd255.89 (16)N9—C46—H46B109.5
C10—C9—Cd2172.5 (2)H46A—C46—H46B109.5
C15—C10—C11119.1 (3)N9—C46—H46C109.5
C15—C10—C9120.1 (3)H46A—C46—H46C109.5
C11—C10—C9120.8 (3)H46B—C46—H46C109.5
C12—C11—C10120.6 (3)N9—C47—H47A109.5
C12—C11—H11119.7N9—C47—H47B109.5
C10—C11—H11119.7H47A—C47—H47B109.5
C11—C12—C13119.5 (3)N9—C47—H47C109.5
C11—C12—C16120.4 (3)H47A—C47—H47C109.5
C13—C12—C16120.1 (3)H47B—C47—H47C109.5
C14—C13—C12120.2 (3)O10—C48—N10125.7 (5)
C14—C13—H13119.9O10—C48—H48117.2
C12—C13—H13119.9N10—C48—H48117.2
C15—C14—C13119.9 (3)N10—C49—H49A109.5
C15—C14—H14120.0N10—C49—H49B109.5
C13—C14—H14120.0H49A—C49—H49B109.5
C14—C15—C10120.6 (3)N10—C49—H49C109.5
C14—C15—H15119.7H49A—C49—H49C109.5
C10—C15—H15119.7H49B—C49—H49C109.5
O8—C16—O7122.9 (3)N10—C50—H50A109.5
O8—C16—C12120.9 (3)N10—C50—H50B109.5
O7—C16—C12116.1 (3)H50A—C50—H50B109.5
N1—C17—N2110.9 (3)N10—C50—H50C109.5
N1—C17—H17124.6H50A—C50—H50C109.5
N2—C17—H17124.6H50B—C50—H50C109.5
C19—C18—N1109.3 (3)C17—N1—C18105.9 (3)
C19—C18—H18125.4C17—N1—Cd1123.9 (2)
N1—C18—H18125.4C18—N1—Cd1129.0 (2)
C18—C19—N2106.3 (3)C17—N2—C19107.8 (3)
C18—C19—H19126.9C17—N2—C20128.4 (3)
N2—C19—H19126.9C19—N2—C20123.8 (3)
N2—C20—C21112.5 (3)C28—N3—C29105.6 (3)
N2—C20—H20A109.1C28—N3—Cd2124.2 (2)
C21—C20—H20A109.1C29—N3—Cd2129.0 (2)
N2—C20—H20B109.1C28—N4—C30107.1 (3)
C21—C20—H20B109.1C28—N4—C27128.6 (3)
H20A—C20—H20B107.8C30—N4—C27124.2 (3)
C22—C21—C26118.1 (3)C31—N5—C32106.1 (3)
C22—C21—C20121.9 (3)C31—N5—Cd1124.8 (2)
C26—C21—C20119.9 (3)C32—N5—Cd1127.3 (2)
C21—C22—C23121.5 (3)C31—N6—C33107.1 (3)
C21—C22—H22119.3C31—N6—C34125.9 (3)
C23—C22—H22119.3C33—N6—C34126.9 (3)
C22—C23—C24120.4 (4)C38—N7—C39105.3 (3)
C22—C23—H23119.8C38—N7—Cd2126.9 (2)
C24—C23—H23119.8C39—N7—Cd2126.5 (2)
C25—C24—C23118.2 (4)C38—N8—C40107.1 (3)
C25—C24—C27121.7 (3)C38—N8—C41126.7 (3)
C23—C24—C27120.0 (3)C40—N8—C41126.1 (3)
C26—C25—C24121.0 (3)C45—N9—C46124.1 (4)
C26—C25—H25119.5C45—N9—C47119.6 (4)
C24—C25—H25119.5C46—N9—C47116.3 (4)
C25—C26—C21120.7 (4)C48—N10—C50121.7 (4)
C25—C26—H26119.6C48—N10—C49120.1 (4)
C21—C26—H26119.6C50—N10—C49118.3 (4)
N4—C27—C24112.7 (3)C1—O1—Cd186.14 (19)
N4—C27—H27A109.0C1—O2—Cd196.3 (2)
C24—C27—H27A109.0C8—O4—Cd2iii104.9 (2)
N4—C27—H27B109.0C9—O5—Cd296.6 (2)
C24—C27—H27B109.0C9—O6—Cd286.10 (19)
H27A—C27—H27B107.8C16—O7—Cd1iv102.0 (2)
N3—C28—N4111.2 (3)N1—Cd1—N5120.05 (10)
N3—C28—H28124.4N1—Cd1—O7iv113.90 (9)
N4—C28—H28124.4N5—Cd1—O7iv108.45 (9)
C30—C29—N3109.4 (3)N1—Cd1—O2103.81 (9)
C30—C29—H29125.3N5—Cd1—O2119.59 (9)
N3—C29—H29125.3O7iv—Cd1—O286.36 (8)
C29—C30—N4106.6 (3)N1—Cd1—O185.77 (9)
C29—C30—H30126.7N5—Cd1—O187.77 (9)
N4—C30—H30126.7O7iv—Cd1—O1140.15 (8)
N5—C31—N6111.1 (3)O2—Cd1—O154.54 (7)
N5—C31—H31124.4N1—Cd1—C194.16 (10)
N6—C31—H31124.4N5—Cd1—C1105.59 (10)
C33—C32—N5108.9 (3)O7iv—Cd1—C1113.76 (9)
C33—C32—H32125.6O2—Cd1—C127.55 (8)
N5—C32—H32125.6O1—Cd1—C127.04 (8)
C32—C33—N6106.8 (3)N3—Cd2—N7120.66 (10)
C32—C33—H33126.6N3—Cd2—O4iii109.82 (9)
N6—C33—H33126.6N7—Cd2—O4iii111.39 (9)
N6—C34—C35113.0 (3)N3—Cd2—O5104.62 (9)
N6—C34—H34A109.0N7—Cd2—O5118.63 (9)
C35—C34—H34A109.0O4iii—Cd2—O586.42 (8)
N6—C34—H34B109.0N3—Cd2—O685.43 (9)
C35—C34—H34B109.0N7—Cd2—O688.45 (9)
H34A—C34—H34B107.8O4iii—Cd2—O6140.80 (8)
C37—C35—C36118.3 (3)O5—Cd2—O654.46 (7)
C37—C35—C34123.5 (3)N3—Cd2—C994.51 (10)
C36—C35—C34118.2 (3)N7—Cd2—C9105.43 (10)
C35—C36—C37i120.8 (3)O4iii—Cd2—C9113.93 (9)
C35—C36—H36119.6O5—Cd2—C927.51 (8)
C37i—C36—H36119.6O6—Cd2—C926.99 (8)
O1—C1—C2—C34.8 (5)N7—C38—N8—C400.3 (4)
O2—C1—C2—C3174.7 (3)N7—C38—N8—C41177.1 (3)
Cd1—C1—C2—C3141.5 (15)C39—C40—N8—C380.2 (4)
O1—C1—C2—C7173.4 (3)C39—C40—N8—C41177.0 (3)
O2—C1—C2—C77.1 (5)C42—C41—N8—C38107.6 (4)
Cd1—C1—C2—C740.3 (18)C42—C41—N8—C4076.2 (4)
C7—C2—C3—C41.8 (5)O9—C45—N9—C46178.2 (4)
C1—C2—C3—C4176.4 (3)O9—C45—N9—C471.0 (7)
C2—C3—C4—C50.2 (5)O10—C48—N10—C50179.5 (5)
C2—C3—C4—C8178.7 (3)O10—C48—N10—C491.6 (7)
C3—C4—C5—C61.2 (5)O2—C1—O1—Cd14.4 (3)
C8—C4—C5—C6179.9 (3)C2—C1—O1—Cd1175.1 (3)
C4—C5—C6—C71.0 (5)O1—C1—O2—Cd14.9 (3)
C5—C6—C7—C20.7 (5)C2—C1—O2—Cd1174.6 (2)
C3—C2—C7—C62.1 (5)O3—C8—O4—Cd2iii1.8 (4)
C1—C2—C7—C6176.1 (3)C4—C8—O4—Cd2iii177.0 (2)
C3—C4—C8—O33.0 (5)O6—C9—O5—Cd24.4 (3)
C5—C4—C8—O3178.1 (3)C10—C9—O5—Cd2175.8 (2)
C3—C4—C8—O4175.8 (3)O5—C9—O6—Cd24.0 (3)
C5—C4—C8—O43.1 (5)C10—C9—O6—Cd2176.3 (3)
O6—C9—C10—C15173.5 (3)O8—C16—O7—Cd1iv1.5 (4)
O5—C9—C10—C156.3 (5)C12—C16—O7—Cd1iv178.6 (2)
Cd2—C9—C10—C1533.8 (19)C17—N1—Cd1—N572.8 (3)
O6—C9—C10—C115.2 (5)C18—N1—Cd1—N5121.5 (3)
O5—C9—C10—C11175.0 (3)C17—N1—Cd1—O7iv156.2 (2)
Cd2—C9—C10—C11147.5 (16)C18—N1—Cd1—O7iv9.6 (3)
C15—C10—C11—C121.5 (5)C17—N1—Cd1—O264.0 (3)
C9—C10—C11—C12177.2 (3)C18—N1—Cd1—O2101.7 (3)
C10—C11—C12—C130.2 (5)C17—N1—Cd1—O112.2 (3)
C10—C11—C12—C16179.9 (3)C18—N1—Cd1—O1153.6 (3)
C11—C12—C13—C141.2 (5)C17—N1—Cd1—C137.9 (3)
C16—C12—C13—C14178.7 (3)C18—N1—Cd1—C1127.9 (3)
C12—C13—C14—C151.2 (6)C31—N5—Cd1—N149.6 (3)
C13—C14—C15—C100.1 (6)C32—N5—Cd1—N1112.7 (3)
C11—C10—C15—C141.5 (5)C31—N5—Cd1—O7iv83.7 (3)
C9—C10—C15—C14177.3 (3)C32—N5—Cd1—O7iv113.9 (3)
C11—C12—C16—O85.7 (5)C31—N5—Cd1—O2179.8 (2)
C13—C12—C16—O8174.2 (3)C32—N5—Cd1—O217.5 (3)
C11—C12—C16—O7174.4 (3)C31—N5—Cd1—O1133.4 (3)
C13—C12—C16—O75.7 (5)C32—N5—Cd1—O128.9 (3)
N1—C18—C19—N20.0 (4)C31—N5—Cd1—C1154.0 (2)
N2—C20—C21—C2266.8 (4)C32—N5—Cd1—C18.3 (3)
N2—C20—C21—C26115.0 (4)C1—O2—Cd1—N172.0 (2)
C26—C21—C22—C230.4 (5)C1—O2—Cd1—N565.1 (2)
C20—C21—C22—C23178.7 (3)C1—O2—Cd1—O7iv174.3 (2)
C21—C22—C23—C240.7 (6)C1—O2—Cd1—O12.48 (18)
C22—C23—C24—C250.6 (5)C1—O1—Cd1—N1107.7 (2)
C22—C23—C24—C27178.9 (3)C1—O1—Cd1—N5131.9 (2)
C23—C24—C25—C260.3 (5)C1—O1—Cd1—O7iv15.3 (3)
C27—C24—C25—C26178.5 (3)C1—O1—Cd1—O22.53 (18)
C24—C25—C26—C210.0 (6)O1—C1—Cd1—N172.2 (2)
C22—C21—C26—C250.0 (5)O2—C1—Cd1—N1112.22 (19)
C20—C21—C26—C25178.3 (3)C2—C1—Cd1—N176.3 (16)
C25—C24—C27—N468.2 (4)O1—C1—Cd1—N550.5 (2)
C23—C24—C27—N4113.5 (4)O2—C1—Cd1—N5125.00 (19)
N3—C29—C30—N40.1 (4)C2—C1—Cd1—N5160.9 (16)
N5—C32—C33—N60.1 (4)O1—C1—Cd1—O7iv169.35 (18)
N6—C34—C35—C3720.1 (5)O2—C1—Cd1—O7iv6.2 (2)
N6—C34—C35—C36161.8 (3)C2—C1—Cd1—O7iv42.1 (16)
C37—C35—C36—C37i0.0 (6)O1—C1—Cd1—O2175.5 (3)
C34—C35—C36—C37i178.2 (3)C2—C1—Cd1—O235.9 (15)
C43ii—C44—C42—C430.7 (8)O2—C1—Cd1—O1175.5 (3)
C43ii—C44—C42—C41177.7 (4)C2—C1—Cd1—O1148.5 (17)
C44—C42—C43—C44ii0.7 (8)C28—N3—Cd2—N774.1 (3)
C41—C42—C43—C44ii177.7 (4)C29—N3—Cd2—N7120.3 (3)
C36—C35—C37—C36i0.0 (6)C28—N3—Cd2—O4iii154.3 (2)
C34—C35—C37—C36i178.1 (4)C29—N3—Cd2—O4iii11.4 (3)
C44—C42—C41—N858.7 (5)C28—N3—Cd2—O562.8 (3)
C43—C42—C41—N8122.9 (4)C29—N3—Cd2—O5102.8 (3)
N7—C39—C40—N80.0 (4)C28—N3—Cd2—O611.4 (3)
N2—C17—N1—C180.2 (4)C29—N3—Cd2—O6154.3 (3)
N2—C17—N1—Cd1168.7 (2)C28—N3—Cd2—C936.9 (3)
C19—C18—N1—C170.1 (4)C29—N3—Cd2—C9128.8 (3)
C19—C18—N1—Cd1167.8 (2)C38—N7—Cd2—N346.5 (3)
N1—C17—N2—C190.1 (4)C39—N7—Cd2—N3118.9 (3)
N1—C17—N2—C20178.1 (3)C38—N7—Cd2—O4iii84.5 (3)
C18—C19—N2—C170.1 (4)C39—N7—Cd2—O4iii110.1 (3)
C18—C19—N2—C20178.3 (3)C38—N7—Cd2—O5177.6 (2)
C21—C20—N2—C1710.4 (5)C39—N7—Cd2—O512.2 (3)
C21—C20—N2—C19171.6 (3)C38—N7—Cd2—O6130.2 (3)
N4—C28—N3—C290.1 (4)C39—N7—Cd2—O635.1 (3)
N4—C28—N3—Cd2168.33 (19)C38—N7—Cd2—C9151.5 (3)
C30—C29—N3—C280.0 (4)C39—N7—Cd2—C913.9 (3)
C30—C29—N3—Cd2167.7 (2)C9—O5—Cd2—N371.0 (2)
N3—C28—N4—C300.2 (4)C9—O5—Cd2—N766.9 (2)
N3—C28—N4—C27177.9 (3)C9—O5—Cd2—O4iii179.39 (19)
C29—C30—N4—C280.2 (4)C9—O5—Cd2—O62.24 (17)
C29—C30—N4—C27178.0 (3)C9—O6—Cd2—N3109.3 (2)
C24—C27—N4—C289.2 (5)C9—O6—Cd2—N7129.7 (2)
C24—C27—N4—C30173.5 (3)C9—O6—Cd2—O4iii6.8 (3)
N6—C31—N5—C320.4 (4)C9—O6—Cd2—O52.28 (18)
N6—C31—N5—Cd1165.9 (2)O6—C9—Cd2—N370.66 (19)
C33—C32—N5—C310.2 (4)O5—C9—Cd2—N3113.36 (19)
C33—C32—N5—Cd1165.2 (2)C10—C9—Cd2—N383.7 (17)
N5—C31—N6—C330.5 (4)O6—C9—Cd2—N752.9 (2)
N5—C31—N6—C34178.0 (3)O5—C9—Cd2—N7123.11 (18)
C32—C33—N6—C310.3 (4)C10—C9—Cd2—N7152.8 (17)
C32—C33—N6—C34177.9 (3)O6—C9—Cd2—O4iii175.31 (18)
C35—C34—N6—C31108.9 (4)O5—C9—Cd2—O4iii0.7 (2)
C35—C34—N6—C3374.0 (4)C10—C9—Cd2—O4iii30.3 (18)
N8—C38—N7—C390.3 (4)O6—C9—Cd2—O5176.0 (3)
N8—C38—N7—Cd2168.1 (2)C10—C9—Cd2—O529.7 (17)
C40—C39—N7—C380.1 (4)O5—C9—Cd2—O6176.0 (3)
C40—C39—N7—Cd2168.0 (2)C10—C9—Cd2—O6154.3 (19)
Symmetry codes: (i) x+2, y+2, z; (ii) x+1, y1, z+2; (iii) x+1, y, z+1; (iv) x+2, y+1, z+1.

Experimental details

Crystal data
Chemical formula[Cd(C8H4O4)(C14H14N4)]·C3H7NO
Mr587.90
Crystal system, space groupTriclinic, P1
Temperature (K)185
a, b, c (Å)11.2088 (4), 13.4710 (5), 18.9133 (7)
α, β, γ (°)69.648 (1), 80.124 (1), 68.521 (1)
V3)2488.37 (16)
Z4
Radiation typeMo Kα
µ (mm1)0.92
Crystal size (mm)0.26 × 0.23 × 0.13
Data collection
DiffractometerBruker APEXII CCD
diffractometer
Absorption correctionMulti-scan
(SADABS; Bruker, 2007)
Tmin, Tmax0.795, 0.889
No. of measured, independent and
observed [I > 2σ(I)] reflections
13952, 9746, 6383
Rint0.017
(sin θ/λ)max1)0.619
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.034, 0.095, 1.05
No. of reflections9746
No. of parameters649
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)0.61, 0.51

Computer programs: APEX2 (Bruker, 2007), SAINT (Bruker, 2007), XP in SHELXTL (Sheldrick, 2008) and DIAMOND (Brandenburg, 1999).

 

Acknowledgements

The authors thank Jilin University for supporting this work.

References

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Volume 69| Part 11| November 2013| Pages m616-m617
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