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

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ISSN: 2414-3146

Bis­(3-methyl-1-propyl-1,3-di­hydro-1H-imidazol-2-yl­­idene)silver(I) chlor­ido(5,10,15,20-tetra­phenyl­porphin­ato)cadmate(II)

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aRadboud University, Institute for Molecules and Materials, Heyendaalseweg 135, 6525 AJ, Nijmegen, The Netherlands
*Correspondence e-mail: p.tinnemans@science.ru.nl

Edited by M. Bolte, Goethe-Universität Frankfurt, Germany (Received 26 April 2022; accepted 6 May 2022; online 17 May 2022)

The structure of the title salt, [Ag(C7H12N2)2][CdCl(C44H28N4)], at 150 K has triclinic symmetry. One of the phenyl rings bonded to the porphyrin mol­ecule and the propyl groups of both yl­idene mol­ecules coordinating to silver are disordered over two positions.

3D view (loading...)
[Scheme 3D1]
Chemical scheme
[Scheme 1]

Structure description

The structures of various cadmium(II) porphyrins have been determined previously. However, this exact combination of the chloride apical ligand and porphyrin structure has not been obtained before. In the absence of an apical ligand (Byrn et al. 1991[Byrn, M. P., Curtis, C. J., Goldberg, I., Hsiou, Y., Khan, S. I., Sawin, P. A., Tendick, S. K. & Strouse, E. C. (1991). J. Am. Chem. Soc. 126, 6549-6557.]), the cadmium porphyrin is planar and the cadmium atom resides in the mean plane through the porphyrin atoms. In the presence of an apical ligand like chloride (Zhang, Zhang, Wojtas et al., 2012[Zhang, Z., Zhang, L., Wojtas, L., Nugent, P., Eddaoudi, M. & Zaworotko, M. J. (2012). J. Am. Chem. Soc. 134, 924-927.]; Zhang, Gao et al., 2012[Zhang, Z., Gao, W.-Y., Wojtas, L., Ma, S., Eddaoudi, M. & Zaworotko, M. J. (2012). Angew. Chem. Int. Ed. 51, 9330-9334.]) or water (Toumi et al., 2013[Toumi, H., Belghith, Y., Daran, J.-C. & Nasri, H. (2013). Acta Cryst. E69, m354-m355.]), the cadmium centre is pulled 0.84–1.07 Å out of the mean porphyrin plane, which is similar to the distance in the title salt (Fig. 1[link]) of 0.89 (12) Å. The dihedral angle between the imidazol-2-yl­idene planes is 41.49 (13)°, which is similar to the angle of 52.0° reported previously for a similar silver(I) carbene compound (Achar et al., 2017[Achar, G., Shahini, C. R., Patil, S. A. & Budagumpi, S. (2017). J. Organomet. Chem. 833, 28-42.]). The angle between the Ag—C bonds in the title salt is close to linear at 179.14 (9)°, which is close to the angle of 170.6° reported by Achar et al. (2017[Achar, G., Shahini, C. R., Patil, S. A. & Budagumpi, S. (2017). J. Organomet. Chem. 833, 28-42.]).

[Figure 1]
Figure 1
The structures of the mol­ecular entities in the title salt. Displacement ellipsoids are drawn at the 50% probability level. The minor-occupied sites of the disordered atoms have been omitted for clarity.

The porphyrin planes show an offset stacked geometry (Fig. 2[link]).

[Figure 2]
Figure 2
Two units of the stacked title salt, showing the offset stack alignment of the porphyrin planes relative to each other. H atoms and the minor-occupied sites of the disordered atoms have been omitted for clarity

Synthesis and crystallization

The title salt was obtained as a single crystal during an attempt to prepare and grow single crystals of a cadmium(II) tetra­phenyl­porphyrin carbene by mixing cadmium(II)–5,10,15,20-tetra­phenyl­porphyrin, 3-methyl-1-propyl­imidazolium chloride and silver(I) oxide in a 1:1:1 molar ratio in di­chloro­methane/n-heptane (1:1 v/v). The mixture was stored in the dark at 298 K, resulting in the formation of blue needle-shaped crystals after 72 h.

Refinement

Crystal data, data collection and structure refinement details are summarized in Table 1[link]. H atoms were placed in calculated positions and refined with a riding model, with Uiso(H) = 1.5Ueq(C) for methyl H atoms and 1.2Ueq(C) otherwise. One of the phenyl rings of the porphyrin mol­ecule and the ethyl groups of both yl­idene mol­ecules coordinating to silver are disordered over two positions. The major conformation of the disordered phenyl ring has an occupancy of 0.703 (13). Bond lengths and angles of the minor fraction of the disorded benzene ring were restrained to be similar to those of the major-occupied fraction using the SAME instruction. The terminal ethyl groups of the propyl groups of both carbenes are disordered, with the occupancies of the major conformations being 0.679 (7) and 0.786 (11). The displacement parameters of bonded atoms were restrained to be similar using SIMU and RIGU instructions.

Table 1
Experimental details

Crystal data
Chemical formula [Ag(C7H12N2)2][CdCl(C44H28N4)]
Mr 1116.79
Crystal system, space group Triclinic, P[\overline{1}]
Temperature (K) 150
a, b, c (Å) 11.1004 (4), 13.1655 (5), 18.3723 (7)
α, β, γ (°) 84.0191 (17), 86.6707 (15), 70.0762 (14)
V3) 2509.79 (16)
Z 2
Radiation type Mo Kα
μ (mm−1) 0.91
Crystal size (mm) 0.31 × 0.29 × 0.13
 
Data collection
Diffractometer Bruker D8 Quest APEX3
Absorption correction Numerical (SADABS; Krause et al., 2015[Krause, L., Herbst-Irmer, R., Sheldrick, G. M. & Stalke, D. (2015). J. Appl. Cryst. 48, 3-10.])
Tmin, Tmax 0.811, 1.000
No. of measured, independent and observed [I > 2σ(I)] reflections 213430, 19237, 17410
Rint 0.034
(sin θ/λ)max−1) 0.771
 
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.036, 0.108, 1.06
No. of reflections 19237
No. of parameters 721
No. of restraints 1420
H-atom treatment H-atom parameters constrained
Δρmax, Δρmin (e Å−3) 1.99, −2.60
Computer programs: APEX3 (Bruker, 2017[Bruker (2017). APEX3. Bruker AXS Inc., Madison, Wisconsin, USA.]), SAINT (Bruker, 2003[Bruker (2003). SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]), SHELXT2014 (Sheldrick, 2015a[Sheldrick, G. M. (2015a). Acta Cryst. A71, 3-8.]), SHELXL2018 (Sheldrick, 2015b[Sheldrick, G. M. (2015b). Acta Cryst. A71, 3-8.]), PLATON (Spek, 2020[Spek, A. L. (2020). Acta Cryst. E76, 1-11.]) and shelxle (Hübschle et al., 2011[Hübschle, C. B., Sheldrick, G. M. & Dittrich, B. (2011). J. Appl. Cryst. 44, 1281-1284.]).

Structural data


Computing details top

Data collection: APEX3 (Bruker, 2017); cell refinement: Peakref http://www.crystal.chem.uu.nl/distr/eval/documentation/ccd/peakref/doc/index.html; data reduction: SAINT (Bruker, 2003); program(s) used to solve structure: SHELXT2014 (Sheldrick, 2015a); program(s) used to refine structure: SHELXL2018 (Sheldrick, 2015b); molecular graphics: PLATON (Spek, 2020) and shelxle (Hübschle et al., 2011).

Bis(3-methyl-1-propyl-1,3-dihydro-1H-imidazol-2-ylidene)silver(I) chlorido(5,10,15,20-tetraphenylporphinato)cadmate(II) top
Crystal data top
[Ag(C7H12N2)2][CdCl(C44H28N4)]Z = 2
Mr = 1116.79F(000) = 1136
Triclinic, P1Dx = 1.478 Mg m3
a = 11.1004 (4) ÅMo Kα radiation, λ = 0.71073 Å
b = 13.1655 (5) ÅCell parameters from 9319 reflections
c = 18.3723 (7) Åθ = 2.9–33.1°
α = 84.0191 (17)°µ = 0.91 mm1
β = 86.6707 (15)°T = 150 K
γ = 70.0762 (14)°Block, blue
V = 2509.79 (16) Å30.31 × 0.29 × 0.13 mm
Data collection top
Bruker D8 Quest APEX3
diffractometer
19237 independent reflections
Radiation source: sealed tube17410 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.034
Detector resolution: 7.41 pixels mm-1θmax = 33.3°, θmin = 2.1°
φ and ω scansh = 1717
Absorption correction: numerical
(SADABS; Krause et al., 2015)
k = 2020
Tmin = 0.811, Tmax = 1.000l = 2828
213430 measured reflections
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)] = 0.036Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.108H-atom parameters constrained
S = 1.06 w = 1/[σ2(Fo2) + (0.0492P)2 + 3.5802P]
where P = (Fo2 + 2Fc2)/3
19237 reflections(Δ/σ)max = 0.005
721 parametersΔρmax = 1.99 e Å3
1420 restraintsΔρmin = 2.60 e Å3
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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
Cd10.42416 (2)0.69550 (2)0.71225 (2)0.01906 (4)
Cl10.55041 (5)0.77535 (4)0.78143 (3)0.02852 (9)
N10.24983 (15)0.82356 (13)0.66660 (8)0.0214 (3)
N20.27992 (15)0.65635 (13)0.79048 (9)0.0220 (3)
N30.51854 (16)0.51550 (13)0.72081 (9)0.0223 (3)
N40.48437 (16)0.67998 (14)0.59490 (8)0.0242 (3)
C10.24569 (18)0.88289 (15)0.60036 (10)0.0227 (3)
C20.12384 (19)0.97021 (17)0.59480 (11)0.0281 (4)
H20.0960411.0232560.5545210.034*
C30.05671 (19)0.96205 (17)0.65802 (12)0.0279 (4)
H30.0268421.0084570.6702780.033*
C40.13636 (17)0.86923 (15)0.70338 (10)0.0224 (3)
C50.09997 (17)0.83000 (15)0.77306 (10)0.0218 (3)
C60.16882 (17)0.73126 (15)0.81346 (10)0.0214 (3)
C70.13225 (19)0.69220 (17)0.88490 (10)0.0264 (3)
H70.0594140.7286730.9136830.032*
C80.22172 (19)0.59322 (17)0.90336 (11)0.0266 (3)
H80.2227970.5477610.9471870.032*
C90.31451 (18)0.57088 (15)0.84341 (10)0.0220 (3)
C100.42052 (17)0.47453 (14)0.83970 (10)0.0219 (3)
C110.51128 (18)0.44772 (14)0.78126 (10)0.0219 (3)
C120.6092 (2)0.34284 (16)0.77501 (11)0.0263 (3)
H120.6250680.2809690.8094450.032*
C130.6740 (2)0.34948 (16)0.71070 (11)0.0281 (4)
H130.7436400.2931680.6916020.034*
C140.61667 (18)0.45887 (15)0.67670 (10)0.0232 (3)
C150.65374 (19)0.49959 (16)0.60806 (10)0.0250 (3)
C160.59096 (19)0.60177 (16)0.57051 (10)0.0250 (3)
C170.6272 (2)0.63886 (19)0.49831 (11)0.0307 (4)
H170.6985530.6007060.4691220.037*
C180.5403 (2)0.73832 (18)0.48013 (11)0.0297 (4)
H180.5391240.7827330.4357890.036*
C190.44944 (19)0.76401 (16)0.54134 (10)0.0236 (3)
C200.34025 (19)0.85861 (16)0.54385 (10)0.0236 (3)
C210.31851 (19)0.93785 (16)0.47740 (10)0.0245 (3)
C220.2886 (2)0.9100 (2)0.41127 (11)0.0312 (4)
H220.2793460.8413340.4088580.037*
C230.2721 (2)0.9825 (2)0.34867 (12)0.0352 (5)
H230.2517820.9628910.3038100.042*
C240.2852 (2)1.0825 (2)0.35148 (13)0.0360 (5)
H240.2743421.1314830.3086130.043*
C250.3142 (2)1.1114 (2)0.41687 (14)0.0358 (5)
H250.3229731.1802890.4190000.043*
C260.3305 (2)1.03930 (18)0.47953 (12)0.0300 (4)
H260.3501231.0596440.5243190.036*
C270.02434 (18)0.89793 (16)0.80617 (10)0.0234 (3)
C280.0439 (2)1.00464 (18)0.82000 (14)0.0319 (4)
H280.0225071.0343550.8084520.038*
C290.1595 (2)1.0684 (2)0.85054 (15)0.0379 (5)
H290.1706381.1406490.8600550.046*
C300.2580 (2)1.0272 (2)0.86705 (14)0.0385 (5)
H300.3367111.0707490.8877980.046*
C310.2405 (2)0.9222 (2)0.85301 (13)0.0347 (4)
H310.3079450.8935280.8637270.042*
C320.12453 (19)0.85777 (18)0.82320 (11)0.0274 (3)
H320.1137490.7853210.8143790.033*
C330.43734 (18)0.38888 (15)0.90240 (10)0.0226 (3)
C340.5279 (3)0.3731 (2)0.95519 (14)0.0397 (5)
H340.5788280.4186810.9522730.048*
C350.5455 (3)0.2917 (2)1.01234 (15)0.0437 (6)
H350.6075450.2827031.0481900.052*
C360.4739 (2)0.22448 (19)1.01725 (13)0.0350 (4)
H360.4857470.1690741.0563810.042*
C370.3847 (3)0.2381 (2)0.96481 (15)0.0444 (6)
H370.3362260.1906590.9670480.053*
C380.3649 (3)0.3212 (2)0.90847 (14)0.0379 (5)
H380.3007130.3314310.8737320.045*
C390.7664 (6)0.4246 (11)0.5690 (8)0.0266 (11)0.703 (13)
C400.8885 (4)0.3961 (6)0.5985 (3)0.0500 (15)0.703 (13)
H400.8992240.4264590.6413370.060*0.703 (13)
C410.9947 (5)0.3230 (7)0.5649 (3)0.0631 (19)0.703 (13)
H411.0777550.3050160.5841770.076*0.703 (13)
C420.9781 (8)0.2773 (6)0.5037 (5)0.0490 (15)0.703 (13)
H421.0501460.2288120.4802160.059*0.703 (13)
C430.8592 (6)0.3012 (4)0.4768 (3)0.0370 (11)0.703 (13)
H430.8486130.2682960.4351280.044*0.703 (13)
C440.7524 (6)0.3737 (5)0.5098 (3)0.0290 (9)0.703 (13)
H440.6695100.3880090.4912850.035*0.703 (13)
C450.7777 (16)0.426 (3)0.5760 (19)0.030 (3)0.297 (13)
C460.8887 (9)0.4532 (15)0.5746 (8)0.050 (3)0.297 (13)
H460.8884750.5163280.5954760.060*0.297 (13)
C471.0000 (9)0.3861 (17)0.5421 (10)0.064 (4)0.297 (13)
H471.0773990.4015190.5432950.077*0.297 (13)
C480.9993 (15)0.2978 (18)0.5082 (14)0.051 (4)0.297 (13)
H481.0771870.2472260.4916060.061*0.297 (13)
C490.8863 (14)0.2841 (11)0.4989 (9)0.040 (3)0.297 (13)
H490.8837990.2274060.4716900.048*0.297 (13)
C500.7716 (13)0.3535 (10)0.5293 (8)0.030 (2)0.297 (13)
H500.6911050.3499080.5173960.036*0.297 (13)
Ag20.90698 (2)0.69473 (2)0.19974 (2)0.03222 (4)
N50.9319 (2)0.47300 (16)0.28850 (11)0.0327 (4)
N61.10727 (19)0.46983 (15)0.23211 (10)0.0296 (3)
N70.8462 (2)0.89703 (17)0.08714 (11)0.0347 (4)
N80.7516 (2)0.94014 (16)0.18960 (11)0.0339 (4)
C510.9846 (2)0.53447 (18)0.24251 (12)0.0299 (4)
C520.7997 (3)0.5085 (2)0.31683 (16)0.0436 (6)
H52A0.7994110.5108360.3699820.065*
H52B0.7580310.4574150.3056080.065*
H52C0.7531020.5809210.2938970.065*
C531.0214 (3)0.3723 (2)0.30666 (14)0.0403 (5)
H531.0078550.3149470.3380640.048*
C541.1317 (3)0.37092 (19)0.27135 (13)0.0370 (5)
H541.2110370.3126580.2732960.044*
C55A1.2013 (2)0.4974 (2)0.18115 (14)0.0355 (4)0.679 (7)
H55A1.2848340.4762540.2052560.043*0.679 (7)
H55B1.1719400.5766990.1679930.043*0.679 (7)
C561.2179 (4)0.4372 (3)0.1102 (2)0.0369 (9)0.679 (7)
H56A1.2854060.4530470.0782160.044*0.679 (7)
H56B1.2466970.3579710.1238150.044*0.679 (7)
C571.0955 (4)0.4699 (4)0.0677 (2)0.0460 (11)0.679 (7)
H57A1.0282280.4542230.0989990.069*0.679 (7)
H57B1.1106330.4290610.0245270.069*0.679 (7)
H57C1.0683130.5477790.0522660.069*0.679 (7)
C55B1.2013 (2)0.4974 (2)0.18115 (14)0.0355 (4)0.321 (7)
H55C1.2089100.5663940.1933140.043*0.321 (7)
H55D1.2860530.4401930.1882270.043*0.321 (7)
C581.1682 (8)0.5084 (6)0.1047 (4)0.0360 (17)0.321 (7)
H58A1.2328330.5300310.0736350.043*0.321 (7)
H58B1.0837710.5657470.0968450.043*0.321 (7)
C591.1632 (8)0.4017 (7)0.0830 (4)0.0375 (18)0.321 (7)
H59A1.2416170.3428810.0982160.056*0.321 (7)
H59B1.1558920.4061560.0297730.056*0.321 (7)
H59C1.0886900.3873680.1070130.056*0.321 (7)
C600.8317 (2)0.85473 (18)0.15588 (13)0.0314 (4)
C610.9308 (3)0.8367 (3)0.03077 (15)0.0485 (7)
H61A0.8877300.8564930.0163010.073*
H61B0.9513910.7586830.0440720.073*
H61C1.0099480.8543640.0267520.073*
C620.7750 (3)1.0062 (2)0.07772 (14)0.0409 (5)
H620.7699011.0531670.0342180.049*
C630.7144 (2)1.0330 (2)0.14213 (14)0.0384 (5)
H630.6572821.1023830.1528150.046*
C64A0.7133 (3)0.9366 (2)0.26848 (15)0.0384 (5)0.787 (11)
H64A0.7168911.0023390.2886680.046*0.787 (11)
H64B0.7757910.8727830.2949630.046*0.787 (11)
C650.5796 (3)0.9302 (3)0.28222 (19)0.0360 (8)0.787 (11)
H65A0.5178400.9923480.2539200.043*0.787 (11)
H65B0.5564950.9372220.3347730.043*0.787 (11)
C660.5659 (5)0.8245 (4)0.2613 (3)0.0526 (12)0.787 (11)
H66A0.5812070.8198650.2085270.079*0.787 (11)
H66B0.4792170.8241320.2743950.079*0.787 (11)
H66C0.6286700.7622850.2878150.079*0.787 (11)
C64B0.7133 (3)0.9366 (2)0.26848 (15)0.0384 (5)0.213 (11)
H64C0.7879530.8978200.2996360.046*0.213 (11)
H64D0.6709421.0104090.2841850.046*0.213 (11)
C670.6288 (19)0.8800 (18)0.2704 (13)0.077 (5)0.213 (11)
H67A0.6857930.8033140.2719730.093*0.213 (11)
H67B0.5887740.8888770.3199250.093*0.213 (11)
C680.542 (3)0.882 (4)0.233 (2)0.107 (9)0.213 (11)
H68A0.4642230.9405210.2463210.160*0.213 (11)
H68B0.5273910.8125340.2410620.160*0.213 (11)
H68C0.5644340.8951840.1813310.160*0.213 (11)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cd10.02000 (6)0.01896 (6)0.01589 (5)0.00464 (4)0.00228 (4)0.00067 (4)
Cl10.0272 (2)0.0300 (2)0.0290 (2)0.00941 (17)0.00066 (16)0.00654 (17)
N10.0215 (6)0.0222 (6)0.0177 (6)0.0050 (5)0.0002 (5)0.0019 (5)
N20.0214 (6)0.0205 (6)0.0210 (6)0.0047 (5)0.0036 (5)0.0020 (5)
N30.0241 (7)0.0198 (6)0.0204 (6)0.0052 (5)0.0042 (5)0.0010 (5)
N40.0258 (7)0.0263 (7)0.0169 (6)0.0049 (6)0.0016 (5)0.0004 (5)
C10.0235 (8)0.0238 (8)0.0192 (7)0.0071 (6)0.0021 (6)0.0032 (6)
C20.0247 (8)0.0287 (9)0.0263 (8)0.0057 (7)0.0040 (7)0.0076 (7)
C30.0219 (8)0.0274 (9)0.0287 (9)0.0030 (7)0.0017 (6)0.0045 (7)
C40.0202 (7)0.0228 (7)0.0221 (7)0.0054 (6)0.0002 (6)0.0013 (6)
C50.0202 (7)0.0215 (7)0.0222 (7)0.0055 (6)0.0010 (6)0.0012 (6)
C60.0214 (7)0.0214 (7)0.0199 (7)0.0062 (6)0.0026 (6)0.0006 (5)
C70.0248 (8)0.0290 (9)0.0207 (7)0.0045 (7)0.0057 (6)0.0001 (6)
C80.0263 (8)0.0287 (9)0.0207 (7)0.0063 (7)0.0046 (6)0.0028 (6)
C90.0225 (7)0.0217 (7)0.0201 (7)0.0072 (6)0.0029 (6)0.0021 (6)
C100.0219 (7)0.0205 (7)0.0217 (7)0.0067 (6)0.0010 (6)0.0021 (6)
C110.0222 (7)0.0189 (7)0.0228 (7)0.0055 (6)0.0015 (6)0.0002 (6)
C120.0267 (8)0.0199 (7)0.0280 (8)0.0034 (6)0.0003 (7)0.0003 (6)
C130.0288 (9)0.0225 (8)0.0277 (9)0.0018 (7)0.0023 (7)0.0037 (6)
C140.0243 (8)0.0218 (7)0.0213 (7)0.0046 (6)0.0028 (6)0.0042 (6)
C150.0253 (8)0.0274 (8)0.0197 (7)0.0052 (7)0.0038 (6)0.0055 (6)
C160.0269 (8)0.0285 (8)0.0174 (7)0.0067 (7)0.0036 (6)0.0030 (6)
C170.0342 (10)0.0343 (10)0.0207 (8)0.0088 (8)0.0089 (7)0.0036 (7)
C180.0363 (10)0.0329 (9)0.0183 (7)0.0112 (8)0.0061 (7)0.0001 (7)
C190.0271 (8)0.0274 (8)0.0160 (7)0.0096 (7)0.0007 (6)0.0005 (6)
C200.0271 (8)0.0263 (8)0.0173 (7)0.0102 (7)0.0016 (6)0.0026 (6)
C210.0254 (8)0.0295 (8)0.0182 (7)0.0102 (7)0.0022 (6)0.0045 (6)
C220.0382 (11)0.0406 (11)0.0190 (8)0.0204 (9)0.0067 (7)0.0062 (7)
C230.0347 (10)0.0508 (13)0.0214 (8)0.0186 (10)0.0060 (7)0.0084 (8)
C240.0317 (10)0.0432 (12)0.0303 (10)0.0141 (9)0.0042 (8)0.0158 (9)
C250.0368 (11)0.0321 (10)0.0376 (11)0.0139 (9)0.0039 (9)0.0106 (8)
C260.0328 (10)0.0290 (9)0.0273 (9)0.0106 (8)0.0040 (7)0.0041 (7)
C270.0203 (7)0.0248 (8)0.0223 (7)0.0042 (6)0.0002 (6)0.0016 (6)
C280.0251 (9)0.0268 (9)0.0407 (11)0.0037 (7)0.0007 (8)0.0065 (8)
C290.0317 (10)0.0311 (10)0.0431 (12)0.0018 (8)0.0013 (9)0.0104 (9)
C300.0256 (9)0.0441 (12)0.0334 (11)0.0042 (8)0.0028 (8)0.0057 (9)
C310.0224 (9)0.0460 (12)0.0316 (10)0.0082 (8)0.0054 (7)0.0011 (9)
C320.0245 (8)0.0317 (9)0.0244 (8)0.0082 (7)0.0022 (6)0.0019 (7)
C330.0238 (8)0.0215 (7)0.0213 (7)0.0073 (6)0.0001 (6)0.0026 (6)
C340.0454 (13)0.0411 (12)0.0390 (12)0.0257 (11)0.0167 (10)0.0147 (9)
C350.0510 (15)0.0481 (14)0.0356 (12)0.0243 (12)0.0191 (11)0.0168 (10)
C360.0397 (11)0.0319 (10)0.0291 (10)0.0105 (9)0.0018 (8)0.0111 (8)
C370.0559 (15)0.0446 (13)0.0418 (13)0.0332 (12)0.0145 (11)0.0194 (11)
C380.0449 (12)0.0418 (12)0.0341 (11)0.0269 (10)0.0146 (9)0.0148 (9)
C390.0227 (16)0.033 (3)0.018 (3)0.0007 (14)0.0005 (13)0.0039 (15)
C400.0305 (17)0.075 (4)0.0333 (19)0.0015 (19)0.0013 (14)0.019 (2)
C410.033 (2)0.086 (4)0.046 (2)0.012 (2)0.0029 (17)0.014 (3)
C420.049 (3)0.040 (3)0.041 (3)0.004 (2)0.019 (3)0.0058 (18)
C430.053 (3)0.0253 (19)0.034 (2)0.0155 (19)0.0191 (18)0.0101 (17)
C440.038 (2)0.027 (2)0.025 (2)0.0144 (16)0.0078 (15)0.0068 (15)
C450.035 (5)0.036 (6)0.018 (6)0.009 (5)0.006 (5)0.013 (5)
C460.030 (4)0.077 (8)0.047 (6)0.017 (4)0.009 (4)0.038 (6)
C470.022 (4)0.104 (10)0.066 (8)0.009 (5)0.005 (4)0.048 (7)
C480.028 (4)0.065 (9)0.049 (6)0.000 (4)0.014 (4)0.020 (6)
C490.043 (5)0.030 (5)0.042 (7)0.005 (4)0.014 (4)0.009 (4)
C500.035 (4)0.024 (4)0.033 (6)0.011 (3)0.011 (4)0.006 (4)
Ag20.03106 (8)0.02611 (7)0.03577 (8)0.00444 (6)0.00168 (6)0.00369 (6)
N50.0353 (9)0.0324 (9)0.0283 (8)0.0085 (7)0.0053 (7)0.0072 (7)
N60.0317 (8)0.0266 (8)0.0276 (8)0.0058 (6)0.0001 (6)0.0032 (6)
N70.0344 (9)0.0330 (9)0.0288 (8)0.0001 (7)0.0008 (7)0.0062 (7)
N80.0327 (9)0.0298 (8)0.0348 (9)0.0047 (7)0.0042 (7)0.0056 (7)
C510.0319 (9)0.0284 (9)0.0283 (9)0.0074 (7)0.0014 (7)0.0062 (7)
C520.0404 (13)0.0481 (14)0.0411 (13)0.0127 (11)0.0127 (10)0.0136 (11)
C530.0491 (14)0.0311 (10)0.0336 (11)0.0071 (9)0.0101 (10)0.0003 (8)
C540.0426 (12)0.0287 (10)0.0305 (10)0.0024 (9)0.0055 (9)0.0012 (8)
C55A0.0313 (10)0.0373 (11)0.0395 (11)0.0147 (9)0.0010 (8)0.0001 (9)
C560.0365 (17)0.0366 (19)0.0347 (16)0.0110 (14)0.0108 (13)0.0014 (13)
C570.047 (2)0.067 (3)0.0311 (17)0.029 (2)0.0061 (15)0.0055 (17)
C55B0.0313 (10)0.0373 (11)0.0395 (11)0.0147 (9)0.0010 (8)0.0001 (9)
C580.037 (4)0.034 (4)0.035 (3)0.012 (3)0.008 (3)0.002 (3)
C590.038 (4)0.040 (4)0.033 (3)0.011 (3)0.001 (3)0.005 (3)
C600.0295 (9)0.0281 (9)0.0330 (10)0.0043 (7)0.0007 (7)0.0062 (7)
C610.0499 (15)0.0497 (15)0.0320 (11)0.0018 (12)0.0068 (10)0.0096 (10)
C620.0429 (13)0.0337 (11)0.0338 (11)0.0020 (9)0.0019 (9)0.0013 (9)
C630.0359 (11)0.0309 (10)0.0383 (11)0.0019 (9)0.0004 (9)0.0039 (8)
C64A0.0387 (12)0.0400 (12)0.0390 (11)0.0154 (10)0.0065 (9)0.0116 (9)
C650.0312 (15)0.0344 (16)0.0406 (16)0.0092 (12)0.0085 (11)0.0078 (12)
C660.049 (2)0.049 (2)0.072 (3)0.0312 (19)0.022 (2)0.023 (2)
C64B0.0387 (12)0.0400 (12)0.0390 (11)0.0154 (10)0.0065 (9)0.0116 (9)
C670.050 (7)0.072 (10)0.119 (12)0.024 (7)0.039 (7)0.060 (8)
C680.074 (13)0.15 (3)0.125 (18)0.078 (16)0.033 (10)0.050 (17)
Geometric parameters (Å, º) top
Cd1—N12.2273 (15)C41—C421.379 (9)
Cd1—N42.2289 (16)C41—H410.9500
Cd1—N32.2333 (16)C42—C431.358 (8)
Cd1—N22.2440 (15)C42—H420.9500
Cd1—Cl12.4847 (5)C43—C441.396 (6)
N1—C41.369 (2)C43—H430.9500
N1—C11.370 (2)C44—H440.9500
N2—C61.367 (2)C45—C501.367 (13)
N2—C91.371 (2)C45—C461.394 (17)
N3—C111.367 (2)C46—C471.395 (11)
N3—C141.367 (2)C46—H460.9500
N4—C161.366 (2)C47—C481.378 (15)
N4—C191.367 (2)C47—H470.9500
C1—C201.413 (3)C48—C491.348 (14)
C1—C21.447 (3)C48—H480.9500
C2—C31.358 (3)C49—C501.414 (12)
C2—H20.9500C49—H490.9500
C3—C41.451 (3)C50—H500.9500
C3—H30.9500Ag2—C512.075 (2)
C4—C51.419 (3)Ag2—C602.076 (2)
C5—C61.419 (3)N5—C511.354 (3)
C5—C271.500 (3)N5—C531.380 (3)
C6—C71.446 (3)N5—C521.462 (3)
C7—C81.365 (3)N6—C511.353 (3)
C7—H70.9500N6—C541.369 (3)
C8—C91.446 (3)N6—C55B1.473 (3)
C8—H80.9500N6—C55A1.473 (3)
C9—C101.411 (3)N7—C601.350 (3)
C10—C111.415 (3)N7—C621.382 (3)
C10—C331.498 (2)N7—C611.461 (3)
C11—C121.448 (3)N8—C601.356 (3)
C12—C131.358 (3)N8—C631.379 (3)
C12—H120.9500N8—C64B1.487 (3)
C13—C141.450 (3)N8—C64A1.487 (3)
C13—H130.9500C52—H52A0.9800
C14—C151.413 (3)C52—H52B0.9800
C15—C161.412 (3)C52—H52C0.9800
C15—C391.502 (7)C53—C541.347 (4)
C15—C451.516 (17)C53—H530.9500
C16—C171.448 (3)C54—H540.9500
C17—C181.357 (3)C55A—C561.566 (5)
C17—H170.9500C55A—H55A0.9900
C18—C191.453 (3)C55A—H55B0.9900
C18—H180.9500C56—C571.514 (6)
C19—C201.414 (3)C56—H56A0.9900
C20—C211.495 (3)C56—H56B0.9900
C21—C261.392 (3)C57—H57A0.9800
C21—C221.394 (3)C57—H57B0.9800
C22—C231.394 (3)C57—H57C0.9800
C22—H220.9500C55B—C581.452 (8)
C23—C241.380 (4)C55B—H55C0.9900
C23—H230.9500C55B—H55D0.9900
C24—C251.384 (4)C58—C591.518 (12)
C24—H240.9500C58—H58A0.9900
C25—C261.392 (3)C58—H58B0.9900
C25—H250.9500C59—H59A0.9800
C26—H260.9500C59—H59B0.9800
C27—C321.393 (3)C59—H59C0.9800
C27—C281.395 (3)C61—H61A0.9800
C28—C291.395 (3)C61—H61B0.9800
C28—H280.9500C61—H61C0.9800
C29—C301.383 (4)C62—C631.346 (4)
C29—H290.9500C62—H620.9500
C30—C311.379 (4)C63—H630.9500
C30—H300.9500C64A—C651.521 (4)
C31—C321.396 (3)C64A—H64A0.9900
C31—H310.9500C64A—H64B0.9900
C32—H320.9500C65—C661.539 (5)
C33—C381.382 (3)C65—H65A0.9900
C33—C341.387 (3)C65—H65B0.9900
C34—C351.391 (3)C66—H66A0.9800
C34—H340.9500C66—H66B0.9800
C35—C361.370 (4)C66—H66C0.9800
C35—H350.9500C64B—C671.380 (18)
C36—C371.377 (4)C64B—H64C0.9900
C36—H360.9500C64B—H64D0.9900
C37—C381.394 (3)C67—C681.20 (4)
C37—H370.9500C67—H67A0.9900
C38—H380.9500C67—H67B0.9900
C39—C441.378 (7)C68—H68A0.9800
C39—C401.403 (9)C68—H68B0.9800
C40—C411.401 (6)C68—H68C0.9800
C40—H400.9500
N1—Cd1—N483.78 (6)C43—C42—C41120.3 (5)
N1—Cd1—N3140.24 (6)C43—C42—H42119.8
N4—Cd1—N382.65 (6)C41—C42—H42119.8
N1—Cd1—N282.44 (6)C42—C43—C44120.7 (5)
N4—Cd1—N2138.19 (6)C42—C43—H43119.7
N3—Cd1—N283.25 (6)C44—C43—H43119.7
N1—Cd1—Cl1110.89 (4)C39—C44—C43120.5 (5)
N4—Cd1—Cl1114.15 (5)C39—C44—H44119.8
N3—Cd1—Cl1108.78 (5)C43—C44—H44119.8
N2—Cd1—Cl1107.65 (5)C50—C45—C46118.3 (15)
C4—N1—C1107.80 (15)C50—C45—C15118.6 (11)
C4—N1—Cd1126.55 (12)C46—C45—C15120.0 (15)
C1—N1—Cd1124.81 (12)C45—C46—C47118.7 (12)
C6—N2—C9108.04 (15)C45—C46—H46120.6
C6—N2—Cd1124.43 (12)C47—C46—H46120.6
C9—N2—Cd1121.99 (12)C48—C47—C46121.0 (11)
C11—N3—C14107.76 (15)C48—C47—H47119.5
C11—N3—Cd1124.51 (12)C46—C47—H47119.5
C14—N3—Cd1125.73 (12)C49—C48—C47119.0 (12)
C16—N4—C19108.05 (16)C49—C48—H48120.5
C16—N4—Cd1124.54 (13)C47—C48—H48120.5
C19—N4—Cd1123.88 (13)C48—C49—C50120.6 (12)
N1—C1—C20125.89 (17)C48—C49—H49119.7
N1—C1—C2109.09 (16)C50—C49—H49119.7
C20—C1—C2124.85 (17)C45—C50—C49119.3 (12)
C3—C2—C1107.07 (17)C45—C50—H50120.3
C3—C2—H2126.5C49—C50—H50120.3
C1—C2—H2126.5C51—Ag2—C60179.14 (9)
C2—C3—C4107.26 (17)C51—N5—C53110.6 (2)
C2—C3—H3126.4C51—N5—C52125.1 (2)
C4—C3—H3126.4C53—N5—C52124.3 (2)
N1—C4—C5125.81 (16)C51—N6—C54111.3 (2)
N1—C4—C3108.78 (16)C51—N6—C55B125.16 (19)
C5—C4—C3125.36 (17)C54—N6—C55B123.4 (2)
C6—C5—C4126.01 (16)C51—N6—C55A125.16 (19)
C6—C5—C27117.04 (16)C54—N6—C55A123.4 (2)
C4—C5—C27116.93 (16)C60—N7—C62111.3 (2)
N2—C6—C5125.40 (16)C60—N7—C61124.5 (2)
N2—C6—C7108.75 (16)C62—N7—C61124.1 (2)
C5—C6—C7125.85 (16)C60—N8—C63111.3 (2)
C8—C7—C6107.37 (16)C60—N8—C64B124.8 (2)
C8—C7—H7126.3C63—N8—C64B123.8 (2)
C6—C7—H7126.3C60—N8—C64A124.8 (2)
C7—C8—C9106.83 (16)C63—N8—C64A123.8 (2)
C7—C8—H8126.6N6—C51—N5104.55 (19)
C9—C8—H8126.6N6—C51—Ag2125.11 (17)
N2—C9—C10126.12 (16)N5—C51—Ag2130.24 (17)
N2—C9—C8109.00 (16)N5—C52—H52A109.5
C10—C9—C8124.85 (16)N5—C52—H52B109.5
C9—C10—C11126.81 (16)H52A—C52—H52B109.5
C9—C10—C33117.40 (16)N5—C52—H52C109.5
C11—C10—C33115.74 (16)H52A—C52—H52C109.5
N3—C11—C10125.60 (16)H52B—C52—H52C109.5
N3—C11—C12109.05 (16)C54—C53—N5106.9 (2)
C10—C11—C12125.32 (17)C54—C53—H53126.6
C13—C12—C11107.16 (17)N5—C53—H53126.6
C13—C12—H12126.4C53—C54—N6106.7 (2)
C11—C12—H12126.4C53—C54—H54126.7
C12—C13—C14106.97 (17)N6—C54—H54126.7
C12—C13—H13126.5N6—C55A—C56110.5 (2)
C14—C13—H13126.5N6—C55A—H55A109.6
N3—C14—C15125.39 (17)C56—C55A—H55A109.6
N3—C14—C13109.05 (16)N6—C55A—H55B109.6
C15—C14—C13125.54 (17)C56—C55A—H55B109.6
C16—C15—C14126.43 (17)H55A—C55A—H55B108.1
C16—C15—C39116.5 (7)C57—C56—C55A112.8 (3)
C14—C15—C39116.9 (7)C57—C56—H56A109.0
C16—C15—C45119.1 (17)C55A—C56—H56A109.0
C14—C15—C45114.4 (17)C57—C56—H56B109.0
N4—C16—C15125.92 (17)C55A—C56—H56B109.0
N4—C16—C17108.93 (17)H56A—C56—H56B107.8
C15—C16—C17125.12 (18)C56—C57—H57A109.5
C18—C17—C16107.21 (18)C56—C57—H57B109.5
C18—C17—H17126.4H57A—C57—H57B109.5
C16—C17—H17126.4C56—C57—H57C109.5
C17—C18—C19107.02 (17)H57A—C57—H57C109.5
C17—C18—H18126.5H57B—C57—H57C109.5
C19—C18—H18126.5C58—C55B—N6113.6 (3)
N4—C19—C20125.68 (17)C58—C55B—H55C108.8
N4—C19—C18108.77 (17)N6—C55B—H55C108.8
C20—C19—C18125.52 (17)C58—C55B—H55D108.8
C1—C20—C19126.96 (16)N6—C55B—H55D108.8
C1—C20—C21116.68 (17)H55C—C55B—H55D107.7
C19—C20—C21116.23 (16)C55B—C58—C59110.2 (6)
C26—C21—C22118.65 (18)C55B—C58—H58A109.6
C26—C21—C20121.13 (18)C59—C58—H58A109.6
C22—C21—C20120.21 (18)C55B—C58—H58B109.6
C21—C22—C23120.3 (2)C59—C58—H58B109.6
C21—C22—H22119.8H58A—C58—H58B108.1
C23—C22—H22119.8C58—C59—H59A109.5
C24—C23—C22120.4 (2)C58—C59—H59B109.5
C24—C23—H23119.8H59A—C59—H59B109.5
C22—C23—H23119.8C58—C59—H59C109.5
C23—C24—C25119.8 (2)H59A—C59—H59C109.5
C23—C24—H24120.1H59B—C59—H59C109.5
C25—C24—H24120.1N7—C60—N8104.14 (19)
C24—C25—C26119.9 (2)N7—C60—Ag2128.48 (16)
C24—C25—H25120.0N8—C60—Ag2127.32 (17)
C26—C25—H25120.0N7—C61—H61A109.5
C21—C26—C25120.8 (2)N7—C61—H61B109.5
C21—C26—H26119.6H61A—C61—H61B109.5
C25—C26—H26119.6N7—C61—H61C109.5
C32—C27—C28117.72 (18)H61A—C61—H61C109.5
C32—C27—C5121.56 (18)H61B—C61—H61C109.5
C28—C27—C5120.72 (18)C63—C62—N7106.7 (2)
C27—C28—C29121.0 (2)C63—C62—H62126.7
C27—C28—H28119.5N7—C62—H62126.7
C29—C28—H28119.5C62—C63—N8106.5 (2)
C30—C29—C28120.5 (2)C62—C63—H63126.7
C30—C29—H29119.8N8—C63—H63126.7
C28—C29—H29119.8N8—C64A—C65113.2 (2)
C31—C30—C29119.1 (2)N8—C64A—H64A108.9
C31—C30—H30120.4C65—C64A—H64A108.9
C29—C30—H30120.4N8—C64A—H64B108.9
C30—C31—C32120.6 (2)C65—C64A—H64B108.9
C30—C31—H31119.7H64A—C64A—H64B107.8
C32—C31—H31119.7C64A—C65—C66114.0 (3)
C27—C32—C31121.1 (2)C64A—C65—H65A108.8
C27—C32—H32119.5C66—C65—H65A108.8
C31—C32—H32119.5C64A—C65—H65B108.8
C38—C33—C34117.84 (18)C66—C65—H65B108.8
C38—C33—C10120.88 (18)H65A—C65—H65B107.7
C34—C33—C10121.26 (18)C65—C66—H66A109.5
C33—C34—C35121.1 (2)C65—C66—H66B109.5
C33—C34—H34119.4H66A—C66—H66B109.5
C35—C34—H34119.4C65—C66—H66C109.5
C36—C35—C34120.4 (2)H66A—C66—H66C109.5
C36—C35—H35119.8H66B—C66—H66C109.5
C34—C35—H35119.8C67—C64B—N8101.6 (10)
C35—C36—C37119.2 (2)C67—C64B—H64C111.5
C35—C36—H36120.4N8—C64B—H64C111.4
C37—C36—H36120.4C67—C64B—H64D111.4
C36—C37—C38120.4 (2)N8—C64B—H64D111.4
C36—C37—H37119.8H64C—C64B—H64D109.3
C38—C37—H37119.8C68—C67—C64B135 (3)
C33—C38—C37121.0 (2)C68—C67—H67A103.4
C33—C38—H38119.5C64B—C67—H67A103.4
C37—C38—H38119.5C68—C67—H67B103.4
C44—C39—C40118.6 (6)C64B—C67—H67B103.4
C44—C39—C15122.3 (5)H67A—C67—H67B105.2
C40—C39—C15118.8 (6)C67—C68—H68A109.5
C41—C40—C39120.2 (5)C67—C68—H68B109.5
C41—C40—H40119.9H68A—C68—H68B109.5
C39—C40—H40119.9C67—C68—H68C109.5
C42—C41—C40119.6 (5)H68A—C68—H68C109.5
C42—C41—H41120.2H68B—C68—H68C109.5
C40—C41—H41120.2
C4—N1—C1—C20175.51 (19)C23—C24—C25—C260.2 (4)
Cd1—N1—C1—C2014.4 (3)C22—C21—C26—C250.6 (3)
C4—N1—C1—C20.1 (2)C20—C21—C26—C25177.9 (2)
Cd1—N1—C1—C2170.14 (13)C24—C25—C26—C210.2 (4)
N1—C1—C2—C30.1 (2)C6—C5—C27—C3258.8 (3)
C20—C1—C2—C3175.6 (2)C4—C5—C27—C32119.8 (2)
C1—C2—C3—C40.1 (2)C6—C5—C27—C28122.1 (2)
C1—N1—C4—C5177.60 (19)C4—C5—C27—C2859.3 (3)
Cd1—N1—C4—C512.6 (3)C32—C27—C28—C290.6 (3)
C1—N1—C4—C30.0 (2)C5—C27—C28—C29179.8 (2)
Cd1—N1—C4—C3169.83 (13)C27—C28—C29—C300.7 (4)
C2—C3—C4—N10.1 (2)C28—C29—C30—C310.1 (4)
C2—C3—C4—C5177.5 (2)C29—C30—C31—C320.6 (4)
N1—C4—C5—C66.6 (3)C28—C27—C32—C310.1 (3)
C3—C4—C5—C6170.6 (2)C5—C27—C32—C31179.05 (19)
N1—C4—C5—C27174.96 (18)C30—C31—C32—C270.7 (3)
C3—C4—C5—C277.8 (3)C9—C10—C33—C3878.7 (3)
C9—N2—C6—C5178.04 (18)C11—C10—C33—C3899.0 (2)
Cd1—N2—C6—C528.0 (3)C9—C10—C33—C34102.9 (3)
C9—N2—C6—C70.9 (2)C11—C10—C33—C3479.4 (3)
Cd1—N2—C6—C7153.07 (14)C38—C33—C34—C350.1 (4)
C4—C5—C6—N22.0 (3)C10—C33—C34—C35178.4 (3)
C27—C5—C6—N2176.36 (18)C33—C34—C35—C360.6 (5)
C4—C5—C6—C7179.2 (2)C34—C35—C36—C370.2 (5)
C27—C5—C6—C72.4 (3)C35—C36—C37—C381.7 (5)
N2—C6—C7—C80.7 (2)C34—C33—C38—C371.6 (4)
C5—C6—C7—C8178.22 (19)C10—C33—C38—C37176.9 (3)
C6—C7—C8—C90.3 (2)C36—C37—C38—C332.4 (5)
C6—N2—C9—C10177.15 (19)C16—C15—C39—C4472.0 (13)
Cd1—N2—C9—C1028.1 (3)C14—C15—C39—C44104.5 (13)
C6—N2—C9—C80.8 (2)C16—C15—C39—C40115.1 (11)
Cd1—N2—C9—C8153.99 (14)C14—C15—C39—C4068.3 (12)
C7—C8—C9—N20.3 (2)C44—C39—C40—C414.4 (17)
C7—C8—C9—C10177.6 (2)C15—C39—C40—C41177.5 (8)
N2—C9—C10—C110.2 (3)C39—C40—C41—C421.5 (13)
C8—C9—C10—C11177.8 (2)C40—C41—C42—C431.3 (12)
N2—C9—C10—C33177.15 (18)C41—C42—C43—C441.1 (11)
C8—C9—C10—C330.5 (3)C40—C39—C44—C434.6 (16)
C14—N3—C11—C10178.68 (19)C15—C39—C44—C43177.4 (8)
Cd1—N3—C11—C1016.6 (3)C42—C43—C44—C391.9 (11)
C14—N3—C11—C120.3 (2)C16—C15—C45—C5090 (3)
Cd1—N3—C11—C12164.99 (13)C14—C15—C45—C5093 (3)
C9—C10—C11—N36.5 (3)C16—C15—C45—C4669 (3)
C33—C10—C11—N3176.04 (18)C14—C15—C45—C46107 (3)
C9—C10—C11—C12171.6 (2)C50—C45—C46—C4717 (4)
C33—C10—C11—C125.8 (3)C15—C45—C46—C47177 (2)
N3—C11—C12—C130.1 (2)C45—C46—C47—C484 (3)
C10—C11—C12—C13178.5 (2)C46—C47—C48—C498 (3)
C11—C12—C13—C140.1 (2)C47—C48—C49—C506 (3)
C11—N3—C14—C15178.69 (19)C46—C45—C50—C4920 (4)
Cd1—N3—C14—C1516.9 (3)C15—C45—C50—C49180 (2)
C11—N3—C14—C130.4 (2)C48—C49—C50—C458 (3)
Cd1—N3—C14—C13164.82 (14)C54—N6—C51—N50.9 (3)
C12—C13—C14—N30.3 (2)C55B—N6—C51—N5174.7 (2)
C12—C13—C14—C15178.6 (2)C55A—N6—C51—N5174.7 (2)
N3—C14—C15—C165.2 (3)C54—N6—C51—Ag2175.85 (17)
C13—C14—C15—C16172.9 (2)C55B—N6—C51—Ag28.5 (3)
N3—C14—C15—C39178.7 (3)C55A—N6—C51—Ag28.5 (3)
C13—C14—C15—C393.3 (4)C53—N5—C51—N60.6 (3)
N3—C14—C15—C45171.2 (7)C52—N5—C51—N6179.1 (2)
C13—C14—C15—C4510.8 (7)C53—N5—C51—Ag2175.94 (18)
C19—N4—C16—C15176.8 (2)C52—N5—C51—Ag22.6 (3)
Cd1—N4—C16—C1523.8 (3)C51—N5—C53—C540.1 (3)
C19—N4—C16—C171.2 (2)C52—N5—C53—C54178.6 (2)
Cd1—N4—C16—C17158.20 (15)N5—C53—C54—N60.5 (3)
C14—C15—C16—N41.3 (4)C51—N6—C54—C530.9 (3)
C39—C15—C16—N4177.5 (3)C55B—N6—C54—C53174.8 (2)
C45—C15—C16—N4174.9 (7)C55A—N6—C54—C53174.8 (2)
C14—C15—C16—C17176.4 (2)C51—N6—C55A—C56102.6 (3)
C39—C15—C16—C170.2 (4)C54—N6—C55A—C5672.5 (3)
C45—C15—C16—C177.4 (8)N6—C55A—C56—C5762.4 (4)
N4—C16—C17—C180.9 (3)C51—N6—C55B—C5865.1 (4)
C15—C16—C17—C18177.1 (2)C54—N6—C55B—C58110.1 (4)
C16—C17—C18—C190.3 (3)N6—C55B—C58—C5961.8 (6)
C16—N4—C19—C20176.82 (19)C62—N7—C60—N80.9 (3)
Cd1—N4—C19—C2023.6 (3)C61—N7—C60—N8176.4 (3)
C16—N4—C19—C181.0 (2)C62—N7—C60—Ag2176.5 (2)
Cd1—N4—C19—C18158.55 (14)C61—N7—C60—Ag26.2 (4)
C17—C18—C19—N40.4 (3)C63—N8—C60—N71.5 (3)
C17—C18—C19—C20177.4 (2)C64B—N8—C60—N7175.5 (2)
N1—C1—C20—C197.1 (3)C64A—N8—C60—N7175.5 (2)
C2—C1—C20—C19167.7 (2)C63—N8—C60—Ag2175.95 (19)
N1—C1—C20—C21177.19 (18)C64B—N8—C60—Ag27.0 (4)
C2—C1—C20—C218.1 (3)C64A—N8—C60—Ag27.0 (4)
N4—C19—C20—C11.9 (3)C60—N7—C62—C630.0 (3)
C18—C19—C20—C1175.6 (2)C61—N7—C62—C63177.3 (3)
N4—C19—C20—C21177.64 (19)N7—C62—C63—N80.9 (3)
C18—C19—C20—C210.1 (3)C60—N8—C63—C621.6 (3)
C1—C20—C21—C2671.7 (3)C64B—N8—C63—C62175.5 (2)
C19—C20—C21—C26112.1 (2)C64A—N8—C63—C62175.5 (2)
C1—C20—C21—C22109.8 (2)C60—N8—C64A—C65102.4 (3)
C19—C20—C21—C2266.4 (3)C63—N8—C64A—C6581.0 (3)
C26—C21—C22—C230.5 (3)N8—C64A—C65—C6665.4 (4)
C20—C21—C22—C23178.0 (2)C60—N8—C64B—C6774.2 (10)
C21—C22—C23—C240.0 (4)C63—N8—C64B—C67109.2 (10)
C22—C23—C24—C250.3 (4)N8—C64B—C67—C6844 (3)
 

Funding information

Funding for this research was provided by: European Research Council (ERC Advanced grant No. 74092); Dutch Ministry of Education, Culture, and Science (Gravitation program grant No. 024.001.035).

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