research communications
Unexpected reactions of NHC*—CuI and —AgI bromides with potassium thio- or selenocyanate
aSchool of Chemistry, University College Dublin, Belfield, Dublin 4, Ireland
*Correspondence e-mail: helge.muellerbunz@ucd.ie
The reactions of N-heterocyclic carbene CuI and AgI halides with potassium thio- or selenocyanate gave unexpected products. The attempted of bromido(1,3-dibenzyl-4,5-diphenylimidazol-2-ylidene)silver (NHC*—Ag—Br) with KSCN yielded bis[bis(1,3-dibenzyl-4,5-diphenylimidazol-2-ylidene)silver(I)] tris(thiocyanato)argentate(I) diethyl ether disolvate, [Ag(C29H24N2)2][Ag(NCS)3]·2C4H10O or [NHC*2Ag]2[Ag(SCN)3]·2Et2O, (1), while reaction with KSeCN led to bis(μ-1,3-dibenzyl-4,5-diphenyl-2-selenoimidazole-κ2Se:Se)bis[bromido(1,3-dibenzyl-4,5-diphenyl-2-selenoimidazole-κSe)silver(I)] dichloromethane hexasolvate, [Ag2Br2(C29H24N2Se)4]·6CH2Cl2 or (NHC*Se)4Ag2Br2·6CH2Cl2, (2), via oxidation of the NHC* fragment to 2-selenoimidazole. This oxidation was observed again in the reaction of NHC*—Cu—Br with KSeCN, yielding catena-poly[[[(1,3-dibenzyl-4,5-diphenyl-2-selenoimidazole-κSe)copper(I)]-μ-cyanido-κ2C:N] acetonitrile monosolvate], {[Cu(CN)(C29H24N2Se)]·C2H3N}n or NHC*Se—CuCN·CH3CN, (3). Compound (1) represents an organic/inorganic salt with AgI in a linear coordination in each of the two cations and in a trigonal coordination in the anion, accompanied by diethyl ether solvent molecules. The tri-blade boomerang-shaped complex anion [Ag(SCN)3]2− present in (1) is characterized by X-ray diffraction for the first time. Compound (2) comprises an isolated centrosymmetric molecule with AgI in a distorted tetrahedral BrSe3 coordination, together with dichloromethane solvent molecules. Compound (3) exhibits a linear polymeric 1∞[Cu—C≡N—Cu—] chain structure with a selenoimidazole moiety additionally coordinating to each CuI atom, and completed by acetonitrile solvent molecules. Electron densities associated with an additional ether solvent molecule in (1) and two additional dichloromethane solvent molecules in (2) were removed with the SQUEEZE procedure [Spek (2015). Acta Cryst. C71, 9–18] in PLATON.
1. Chemical context
Copper and silver and their compounds exhibit fungicidal properties. For example, a copper dihydroxide suspension in water – The Bordeaux Mixture – is a well-known early fungicide used in vineyards, while metallic silver has been used as an antimicrobial agent to purify drinking water for a long time. Alexander the Great stored drinking water in silver vessels during his military campaigns (White, 2002). Later, silver nitrate was used to treat wounds and infectious diseases even before the discovery of bacteria (Klasen, 2000). Silver sulfadiazine, discovered in the 1960s, was found to be more effective and safer than silver nitrate in treating burn wounds and is currently the most widely used remedy in burn centres (Fox, 1968). Silver is considered nontoxic to mammalian cells within the determined exposure limits of 0.01–0.1 mg m−3 (Drake & Hazelwood, 2005). Nevertheless, silver compounds may cause skin discoloration, known as Argyria (Kim et al., 2009). The active species, the AgI cation, inhibits the respiratory path of sensitive strain organisms, destroys the cell wall, impairs essential enzymes, obstructs metabolic activity and/or causes RNA and DNA alteration (Silver, 2003; Starodub & Trevors, 1989). This topic saw renewed interest when Youngs and co-workers published the clean synthesis of N-heterocyclic (NHC) silver acetate derivatives from easily accessible imidazolium halides (Liang et al., 2018); NHC–silver acetates exhibit good chemical stability through covalently bonded silver, which results in significant antibiotic activity. Particularly well suited are complexes with benzyl-substituted ligands like 1,3-dibenzyl-4,5-diphenylimidazol-2-ylidene (NHC*; Fig. 1), e.g. NHC*–Ag–OAc (SBC3) (Patil et al., 2011; Streciwilk et al., 2014; Hackenberg & Tacke, 2014), which combine synthesis from a commercially available precursor (4,5-diphenylimidazole) with high antimicrobial activity in vitro (Sharkey et al., 2012) and in vivo (Browne et al. 2014). In the homologue gold series, the introduction of pseudohalide anions led to stable and bioactive compounds (Dada et al., 2017). In this context, the attempted syntheses of the analogous NHC*—AgI and —CuI thio- and selenocyanates as potential antimicrobial species led to unexpected results with the formation of bis[bis(1,3-dibenzyl-4,5-diphenylimidazol-2-ylidene)silver(I)] tris(thiocyanato)argentate(I) diethyl ether disolvate, (1), bis(μ-1,3-dibenzyl-4,5-diphenyl-2-selenoimidazole-κ2Se:Se)bis[bromido(1,3-dibenzyl-4,5-diphenyl-2-selenoimidazole-κSe)silver(I)] dichloromethane hexasolvate, (2), and catena-poly[[[(1,3-dibenzyl-4,5-diphenyl-2-selenoimidazole-κSe)copper(I)]-μ-cyanido-κ2C:N] acetonitrile monosolvate], {[Cu(CN)(C29H24N2Se)]·C2H3N}n or NHC*Se—CuCN·CH3CN, (3), the crystal structures of which are reported in this communication.
2. Structural commentary
2.1. [NHC*2Ag]2[Ag(SCN)3]·2Et2O, (1)
Both of the crystallographically distinct [NHC*2Ag]+ cations (Ag1 and Ag2) in the organic/inorganic salt show a nearly linear C—Ag—C angle and two almost identical Ag—C bond lengths (Table 1). In between these two bulky cations is located one [Ag(SCN)3]2− anion with a rare of three for monovalent silver(I) (Ag3). The corresponding Ag—S bond lengths cover the range 2.4657 (5)–2.5377 (6) Å. The flexibility of the [Ag(SCN)3]2− anion also shows itself in the bond angles, with Ag—S—C angles ranging from 93.45 (8) to 105.56 (9)°, and S—Ag—S angles ranging from 104.96 (2) to 127.68 (2)° (Table 1). As expected, all three SCN− ligands are virtually linear. The sum of the S—Ag—S bond angles (Table 1) indicates that the anion is almost planar [the deviation of the Ag3 from the least-squares plane of the three S atoms is 0.1270 (5) Å]. The [Ag(SCN)3]2− anion is situated between the two crystallographically independent cations, but not in the middle (Fig. 2): cation 1 (Ag1) has a shortest distance of 4.161 (2) Å from N3 to Ag3 (line 2 in Fig. 2), whereas cation 2 (Ag2) has a shortest distance of 3.069 (2) Å from C66 to Ag3 (line 1 in Fig. 2). As a consequence of this close association, the benzyl groups in cation 2 are all aligned away from the anion. Due to its greater distance from the anion, the benzyl groups of cation 1 have greater flexibility, allowing it to take a shape suitable to fill gaps in the packing caused by the constraint on cation 2 (Fig. 3). The remaining gaps are filled by two noncoordinating diethyl ether molecules, one of which is highly disordered and could not be refined in terms of atomic sites. The SQUEEZE option (Spek, 2015) in PLATON was used to compensate for the ill-defined electron density.
2.2. (NHC*Se)4Ag2Br2·6CH2Cl2, (2)
Compound (2) is characterized by a molecular structure complemented by dichloromethane solvent molecules. Two AgI cations and two bridging NHC*Se ligands build up a centrosymmetric four-membered Ag2Se2 ring. Each silver cation carries a further terminal NHC*Se ligand and a terminal bromide ligand, in each case leading to a of 4 in the shape of a distorted tetrahedron (Table 1 and Fig. 4). One of the bridging Ag—Se distances is 2.7677 (4) Å, significantly longer than the other [2.7187 (4) Å] or the terminal one [2.6899 (4) Å], suggesting that two AgBr(NHC*Se)2 moieties are weakly attached to each other. The Ag—Se—C angles are all strongly bent (Table 1), as one would expect. The bridging and terminal NHC*Se ligand pairs, as well as the two bromide ligands, end up in pseudo-trans positions with respect to each other, allowing an overall compact shape of the uncharged [AgBr(NHC*Se)2]2 complex. Gaps in the packing are filled by dichloromethane solvent molecules, two of which were treated with the SQUEEZE option in PLATON.
2.3. NHC*Se—CuCN·CH3CN, (3)
The structure of (3) is polymeric in nature and contains two distinct CuI atoms. The backbone of the structure is a linear copper–cyanide polymer 1∞[Cu1—C≡N—Cu2—], where every CuI atom is also coordinated by selenium from a terminal NHC*Se ligand (Fig. 5). The Cu—Se—C angles are in the same region as those in (2) (Table 1). The carbon and nitrogen atoms of the two cyanide anions can be distinguished, not only by their electron densities, but also by their different bond lengths to CuI atoms, with Cu—N shorter by ≃ 0.04 Å (Table 1). The relatively bulky NHC*Se ligands, which lead to the rare of 3 of the two CuI cations, move to opposite positions with respect to the copper cyanide polymer, allowing better packing for the overall structure (Fig. 5). The sum of the three angles at Cu1 and Cu2 (Table 1) indicate that the coordination is practically planar at the central copper(I) atoms (the displacement of Cu1 from the least-squares Se1/N6/C5 plane is 0.099 Å and of Cu2 from the least-squares Se2/N5/C60 plane is 0.054 Å). Acetonitrile solvent molecules fill voids in the crystal packing.
All reactions reported here include cleavage of an Ag– or Cu–carbene bond, suggesting that even at room temperature (Cu) or in refluxing dichloromethane (Ag) the targeted NHC*—M—SeCN complexes are not very stable in solution, but are liable to Schlenk-type equilibrium exchange. It is worth mentioning that the syntheses of (2) and (3) require SeCN− acting as a selenating agent similar to selenium powder (Verlinden et al., 2015) or Woollins Reagent (Bockfeld et al., 2017), even under the relatively mild conditions reported here. Thus, neither thiocyanate nor selenocyanate take up their roles as unreactive substituents in these planned substitution reactions. These findings raise questions about the suitability of NHC—M—X (M = Cu and Ag; X = pseudohalide) as drugs because drug molecules need to be stable in solution under ambient conditions.
3. Supramolecular features
In (1), there are some weak nonclassical hydrogen bonds between the cations and the solvent molecules, as detailed in Table 2. One anion has connections to the two cations closest to it, as described above, and one to the cation of an adjacent ion triplet (Fig. 6), linking the ion triplets into a one-dimensional chain. Fig. 7 shows a view of (1) along [100] with these contacts shown as dashed lines.
|
All nonclassical hydrogen bonds in (2) and (3) are intramolecular, and we are not aware of any other noteworthy intermolecular features in these structures.
4. Database survey
To the best of our knowledge, the 1) is the first report of a salt with the tri-blade boomerang-shaped [Ag(SCN)3]2− ion. The alkaline metals salts Rb2Ag(SCN)3 and Rb2Ag(SCN)3 have one-dimensional polymeric chains as anions rather than isolated [Ag(SCN)3]2− (Thiele & Kehr, 1984). Hathaway et al. (1970) reported the spectroscopic properties of [Cu(NH3)2Ag(SCN)3] and indicated that they had determined its as well. However, in this article, only the type (P2c) and the number of formula units (Z = 2) were given, not the itself. From what is reported it can be gleaned that the anion must be situated on a position, i.e. it is planar and adhering to threefold rotation symmetry. If this is true then this is in stark contrast to the [Ag(SCN)3]2− anion reported here, where the Ag—S bond lengths and S—Ag—S and Ag—S—C bond angles cover a wide range. However, since together with the information above only a schematic drawing of the surrounding of the CuII atom was given, we cannot establish structural details of the anion in [Cu(NH3)2Ag(SCN)3] with any degree of certainty.
of (The Ag—Se distances in (2) fall well within the region reported for similar compounds (Perras et al., 2018; Nahra et al., 2018). Remarkably, at least for the neutral compounds, the distances do not depend on whether the around the silver is 3 or 4: In N,N-dimesitylselenoimidazole–silver nitrate, the Ag—Se bond lengths range from 2.65 to 2.68 Å for the four-coordinate atom and from 2.63 to 2.71 for the three-coordinate atom (Perras et al., 2018).
A comparison with the compounds reported by Kimani et al. (2011) shows a remarkable impact of the cyanide anion on the Cu—Se bond length compared with the corresponding halides. For threefold-coordinated Cu, the distances between Cu and nonbridging Se range from 2.33 to 2.35 Å, whereas both of them in (3) are about 2.39 Å (Table 1). This is closer to the Cu—μ-Se distances (2.41–2.42 Å) reported by Kimani et al. (2011). In other words, cyanide is the better ligand for CuI when compared with halides, and as a result relatively long Cu—Se distances are observed for cyanide derivative (3).
5. Synthesis and crystallization
5.1. [NHC*2Ag]2[Ag(SCN)3]·2Et2O, (1)
1,3-Dibenzyl-4,5-diphenylimidazolium bromide (481 mg, 1.00 mmol), silver oxide (116 mg, 0.500 mmol) and potassium thiocyanate (107 mg, 1.10 mmol) were suspended in dichloromethane (35 ml). After stirring for 20 h under reflux, the solution was filtered and the volume of the solvent was reduced to approximately 5 ml. Pentane (40 ml) was then added and a colourless solid precipitated. The product was filtered off, washed with pentane and dried in vacuo (yield: 366 mg, 0.647 mmol, 65%) as a colourless powder. 1H NMR (300 MHz, CDCl3): δ 1.60 (s, 2H, H2O), 5.49 (s, 4H, Caliph—H), 6.90–7.43 (m, 20H, Car—H). IR (ATR, cm−1): 3028 [ν(CHar)], 2924 [ν(CHaliph)], 2053 [ν(S—C≡N)], 1445, 1348, 1021, 764, 731, 696. Elemental analysis calculated (%): C 63.61, H 4.27, N 7.42; found: C 64.52, H 4.69, N 6.64.
Diethyl ether was diffused into a 2Ag]2[Ag(SCN)3] crystallized in the form of needles of the diethyl ether disolvate.
of the crude product in THF; from this solution, that was kept for 10 d at 277 K, the title compound [NHC*5.2. (NHC*Se)4Ag2Br2·6CH2Cl2, (2)
1,3-Dibenzyl-4,5-diphenylimidazolium bromide (481 mg, 1.00 mmol), silver oxide (116 mg, 0.500 mmol) and potassium selenocyanate (159 mg, 1.10 mmol) were suspended in 35 ml of dichloromethane. After stirring for 20 h under reflux, the solution was filtered and the volume of the solvent was reduced to approximately 5 ml. Then 40 ml of pentane were added and a yellow solid precipitated. The product was filtered off, washed with pentane and dried in vacuo (yield: 365 mg, 0.159 mmol, 64%) as a yellow powder. 1H NMR (300 MHz, CDCl3): δ 5.23–5.57 (m, 16H, Caliph—H), 6.77–7.43 (m, 80H, Car—H). IR (ATR, cm−1): 3029 [ν(CHar)], 2926 [ν(CHaliph)], 1447, 1402, 764, 732, 696, 520. Elemental analysis calculated (%): C 59.08, H 4.15, N 4.71; found: C 58.39, H 3.86, N 5.08.
A 4Ag2Br2 crystallized as clear pale-yellow block-like prisms of the dichloromethane hexasolvate.
of the compound in dichloromethane was prepared at 313 K; from this solution, that was kept for 7 d at 253 K, the title compound (NHC*Se)5.3. NHC*Se—CuCN·CH3CN, (3)
(1,3-Dibenzyl-4,5-diphenylimidazol-2-ylidene)copper(I) bromide (270 mg, 0.50 mmol) and potassium selenocyanate (72 mg, 0.50 mmol) were suspended in 15 ml of dichloromethane followed by 5 ml of water. After stirring for 16 h at room temperature (ca 295K) under nitrogen, the solutions were filtered and the two phases separated. The aqueous phase was washed with dichloromethane (2 × 10 ml) and the organic phase was washed with deionized water (2 × 10 ml). The organic phases were combined and dried over magnesium sulfate. The volume of the solvent was reduced to approximately 5 ml before 20 ml of pentane were added and a colourless solid precipitated. The product was filtered off, washed with pentane and dried in vacuo (yield: 121 mg, 0.212 mmol, 42%) as a colourless powder. 1H NMR (300MHz, CDCl3): δ 7.29–6.97 (m, 20H, CHarom), 5.50 (s, 4H, CH2benzyl). IR (ATR, cm−1): 3048 (w), 2105 (s) (νCN), 1445 (m, v), 695 (s). M.p. 368 K. Elemental analysis calculated (%) for C30H25N3CuSe: C 63.21, H 4.97, N 7.37; found: C 61.68, H 4.06, N 7.11.
Pentane was diffused into a v:v). From this solution, kept for 10 d at 277 K, the title compound [(NHC*Se)CuCN]∞ crystallized as needles of the acetonitrile solvate.
of the crude product in dichloromethane/acetonitrile 1:1 (6. details
Crystal data, data collection and structure . H atoms were placed at calculated positions and treated as riders, with Uiso values set at 1.2Ueq or 1.5Ueq of their respective bonding partners.
details are summarized in Table 3
|
In the 1), one of the phenyl groups was refined as partially disordered over two positions rotated against each other around the ipso–para axis [occupancy ratio 0.55 (2):0.45 (2)]. In the of (2), one of the dichoromethane solvent molecules was refined over two positions [ratio 0.898 (4):0.102 (4)] due to positional disorder around one C—Cl bond.
of (The SQUEEZE procedure (Spek, 2015) in PLATON was used to treat regions of disordered solvent molecules in (1) and (2) which could not be modelled in terms of atomic sites. In (1), the number of electrons found in these regions in the 82, was assigned to two diethyl ether solvent molecules (ideal 84 electrons). In (2), 84 electrons were found and assigned to two solvent molecules of dichloromethane in the (ideal 84 electrons). Since Z = 2 for (1) and Z = 1 for (2), one solvent molecule of diethyl ether in (1) and two solvent molecules of dichloromethane in (2) are missing in the final models and the given chemical formulae and other crystal data given in Table 3 take into account these solvent molecules.
Supporting information
https://doi.org/10.1107/S2056989019013719/wm5519sup1.cif
contains datablocks 1, 2, 3, global. DOI:Structure factors: contains datablock 1. DOI: https://doi.org/10.1107/S2056989019013719/wm55191sup2.hkl
Structure factors: contains datablock 2. DOI: https://doi.org/10.1107/S2056989019013719/wm55192sup3.hkl
Structure factors: contains datablock 3. DOI: https://doi.org/10.1107/S2056989019013719/wm55193sup4.hkl
For all structures, data collection: CrysAlis PRO (Rigaku OD, 2015); cell
CrysAlis PRO (Rigaku OD, 2015); data reduction: CrysAlis PRO (Rigaku OD, 2015); program(s) used to solve structure: SHELXT (Sheldrick, 2015a); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015b); molecular graphics: DIAMOND (Brandenburg, 1999); software used to prepare material for publication: publCIF (Westrip, 2010).[Ag(C29H24N2)2][Ag(NCS)3]·2C4H10O | Z = 2 |
Mr = 2248.09 | F(000) = 2320 |
Triclinic, P1 | Dx = 1.397 Mg m−3 |
a = 14.86462 (8) Å | Cu Kα radiation, λ = 1.54184 Å |
b = 19.3714 (1) Å | Cell parameters from 59132 reflections |
c = 19.85451 (9) Å | θ = 3.7–76.7° |
α = 102.7710 (4)° | µ = 5.37 mm−1 |
β = 100.8268 (4)° | T = 100 K |
γ = 99.5778 (4)° | Needle, colourless |
V = 5345.84 (5) Å3 | 0.32 × 0.06 × 0.04 mm |
Rigaku SuperNova, Dual, Cu at zero, Atlas diffractometer | 22376 independent reflections |
Radiation source: micro-focus sealed X-ray tube | 19576 reflections with I > 2σ(I) |
Detector resolution: 10.3196 pixels mm-1 | Rint = 0.045 |
ω scans | θmax = 76.9°, θmin = 3.4° |
Absorption correction: gaussian (CrysAlis PRO; Rigaku OD, 2015) | h = −18→17 |
Tmin = 0.437, Tmax = 0.848 | k = −24→24 |
140384 measured reflections | l = −24→25 |
Refinement on F2 | Primary atom site location: heavy-atom method |
Least-squares matrix: full | Secondary atom site location: other |
R[F2 > 2σ(F2)] = 0.030 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.080 | H-atom parameters constrained |
S = 1.03 | w = 1/[σ2(Fo2) + (0.0438P)2 + 3.189P] where P = (Fo2 + 2Fc2)/3 |
22376 reflections | (Δ/σ)max = 0.003 |
1309 parameters | Δρmax = 0.98 e Å−3 |
0 restraints | Δρmin = −1.13 e Å−3 |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Refinement. The structure was first solved by the Patterson method as implemented in SHELXS. The three silver atoms and one sulfur atom were located. The result was subjected to the Tangens Expansion formula as implemented in SHELXS. Almost all non-hydrogen atoms were located. The remainder was found in the difference fourier map from SHELXL refinements. The PLATON SQUEEZE procedure (A. L. Spek. Acta Cryst. C71, 2015, 9-18) was used to treat regions of disordered solvent which could not be modelled in terms of atomic sites. The number of electrons found in these regions, 82, was assigned to 2 molecules of diethylether. 2 diethylethers would give 84 electrons. |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Ag1 | 0.98105 (2) | 0.78382 (2) | −0.03379 (2) | 0.02968 (4) | |
C1 | 1.21022 (18) | 0.70910 (14) | −0.00838 (13) | 0.0331 (5) | |
H1 | 1.2339 | 0.7517 | 0.0297 | 0.040* | |
C2 | 1.2083 (2) | 0.64179 (15) | 0.00485 (16) | 0.0424 (6) | |
H2 | 1.2296 | 0.6383 | 0.0519 | 0.051* | |
C3 | 1.1753 (2) | 0.57962 (15) | −0.05035 (18) | 0.0507 (7) | |
H3 | 1.1755 | 0.5334 | −0.0415 | 0.061* | |
C4 | 1.1422 (2) | 0.58496 (15) | −0.11839 (18) | 0.0519 (7) | |
H4 | 1.1180 | 0.5423 | −0.1562 | 0.062* | |
C5 | 1.14406 (19) | 0.65222 (14) | −0.13158 (13) | 0.0364 (5) | |
H5 | 1.1221 | 0.6555 | −0.1787 | 0.044* | |
C6 | 1.17778 (15) | 0.71508 (12) | −0.07678 (11) | 0.0252 (4) | |
C7 | 1.17739 (17) | 0.78740 (12) | −0.09409 (11) | 0.0266 (4) | |
H7A | 1.2299 | 0.7994 | −0.1166 | 0.032* | |
H7B | 1.1181 | 0.7839 | −0.1284 | 0.032* | |
N1 | 1.18670 (13) | 0.84520 (10) | −0.03008 (9) | 0.0227 (3) | |
C8 | 1.11579 (15) | 0.85001 (12) | 0.00299 (11) | 0.0249 (4) | |
C9 | 1.27183 (15) | 0.88709 (11) | 0.01320 (11) | 0.0222 (4) | |
C10 | 1.36079 (17) | 0.89170 (12) | −0.01006 (13) | 0.0295 (5) | |
C11 | 1.3764 (2) | 0.92388 (17) | −0.06298 (14) | 0.0426 (6) | |
H11 | 1.3296 | 0.9450 | −0.0850 | 0.051* | |
C12 | 1.4622 (2) | 0.9258 (2) | −0.08513 (16) | 0.0554 (9) | |
H12 | 1.4715 | 0.9461 | −0.1234 | 0.066* | |
C13 | 1.5306 (3) | 0.8988 (2) | −0.0515 (2) | 0.0630 (9) | |
H13 | 1.5880 | 0.9003 | −0.0662 | 0.076* | |
C14 | 1.5177 (3) | 0.8688 (2) | 0.0043 (3) | 0.0773 (13) | |
H14 | 1.5669 | 0.8513 | 0.0285 | 0.093* | |
C15 | 1.4337 (2) | 0.8643 (2) | 0.0246 (2) | 0.0573 (9) | |
H15 | 1.4246 | 0.8427 | 0.0620 | 0.069* | |
C16 | 1.25234 (14) | 0.92016 (11) | 0.07505 (11) | 0.0226 (4) | |
C17 | 1.31529 (15) | 0.96909 (12) | 0.14136 (11) | 0.0256 (4) | |
C18 | 1.31124 (18) | 1.04121 (14) | 0.16332 (13) | 0.0344 (5) | |
H18 | 1.2679 | 1.0604 | 0.1351 | 0.041* | |
C19 | 1.3699 (2) | 1.08602 (16) | 0.22635 (14) | 0.0423 (6) | |
H19 | 1.3666 | 1.1355 | 0.2406 | 0.051* | |
C20 | 1.4316 (2) | 1.05965 (17) | 0.26750 (14) | 0.0467 (7) | |
H20 | 1.4726 | 1.0908 | 0.3098 | 0.056* | |
C21 | 1.4348 (3) | 0.9874 (2) | 0.24781 (18) | 0.0632 (10) | |
H21 | 1.4764 | 0.9684 | 0.2776 | 0.076* | |
C22 | 1.3773 (2) | 0.94223 (17) | 0.18435 (17) | 0.0533 (8) | |
H22 | 1.3808 | 0.8927 | 0.1706 | 0.064* | |
N2 | 1.15577 (13) | 0.89728 (10) | 0.06686 (9) | 0.0247 (4) | |
C23 | 1.10662 (16) | 0.91377 (14) | 0.12398 (12) | 0.0326 (5) | |
H23A | 1.0382 | 0.8958 | 0.1046 | 0.039* | |
H23B | 1.1189 | 0.9669 | 0.1437 | 0.039* | |
C24 | 1.13906 (18) | 0.87875 (14) | 0.18219 (13) | 0.0343 (5) | |
C25 | 1.1708 (2) | 0.92001 (16) | 0.25172 (14) | 0.0421 (6) | |
H25 | 1.1703 | 0.9702 | 0.2630 | 0.051* | |
C26 | 1.2033 (3) | 0.88852 (19) | 0.30501 (15) | 0.0544 (8) | |
H26 | 1.2244 | 0.9171 | 0.3528 | 0.065* | |
C27 | 1.2051 (3) | 0.8163 (2) | 0.28929 (18) | 0.0653 (10) | |
H27 | 1.2287 | 0.7951 | 0.3259 | 0.078* | |
C28 | 1.1725 (3) | 0.77426 (18) | 0.21979 (18) | 0.0627 (10) | |
H28 | 1.1735 | 0.7241 | 0.2087 | 0.075* | |
C29 | 1.1384 (2) | 0.80514 (15) | 0.16650 (15) | 0.0467 (7) | |
H29 | 1.1146 | 0.7760 | 0.1191 | 0.056* | |
C30 | 0.7594 (2) | 0.86196 (16) | 0.02635 (14) | 0.0430 (6) | |
H30 | 0.7151 | 0.8203 | 0.0260 | 0.052* | |
C31 | 0.7872 (3) | 0.9201 (2) | 0.08573 (18) | 0.0684 (11) | |
H31 | 0.7614 | 0.9181 | 0.1257 | 0.082* | |
C32 | 0.8500 (4) | 0.9794 (2) | 0.0880 (2) | 0.0846 (17) | |
H32 | 0.8678 | 1.0193 | 0.1290 | 0.102* | |
C33 | 0.8881 (3) | 0.98228 (17) | 0.0312 (3) | 0.0818 (16) | |
H33 | 0.9329 | 1.0242 | 0.0331 | 0.098* | |
C34 | 0.8622 (2) | 0.92402 (15) | −0.03031 (18) | 0.0521 (8) | |
H34 | 0.8898 | 0.9259 | −0.0695 | 0.063* | |
C35 | 0.79556 (17) | 0.86395 (12) | −0.03230 (12) | 0.0312 (5) | |
C36 | 0.76054 (18) | 0.80201 (12) | −0.09808 (11) | 0.0297 (5) | |
H36A | 0.6947 | 0.8014 | −0.1199 | 0.036* | |
H36B | 0.7986 | 0.8093 | −0.1328 | 0.036* | |
N3 | 0.76572 (13) | 0.73222 (10) | −0.08206 (9) | 0.0238 (4) | |
C37 | 0.84843 (15) | 0.71588 (12) | −0.05818 (11) | 0.0252 (4) | |
C38 | 0.68993 (15) | 0.67697 (11) | −0.08559 (10) | 0.0220 (4) | |
C39 | 0.59068 (15) | 0.67846 (11) | −0.11029 (11) | 0.0233 (4) | |
C40 | 0.55652 (17) | 0.68480 (13) | −0.17863 (11) | 0.0288 (5) | |
H40 | 0.5977 | 0.6885 | −0.2095 | 0.035* | |
C41 | 0.46292 (18) | 0.68568 (15) | −0.20165 (13) | 0.0358 (5) | |
H41 | 0.4404 | 0.6901 | −0.2482 | 0.043* | |
C42 | 0.40217 (18) | 0.68017 (16) | −0.15754 (15) | 0.0404 (6) | |
H42 | 0.3382 | 0.6813 | −0.1734 | 0.049* | |
C43 | 0.4349 (2) | 0.67302 (18) | −0.08997 (15) | 0.0450 (7) | |
H43 | 0.3931 | 0.6687 | −0.0596 | 0.054* | |
C44 | 0.52835 (18) | 0.67213 (15) | −0.06656 (13) | 0.0344 (5) | |
H44 | 0.5502 | 0.6672 | −0.0201 | 0.041* | |
C45 | 0.72822 (15) | 0.62438 (12) | −0.06349 (11) | 0.0231 (4) | |
C46 | 0.68002 (15) | 0.55211 (12) | −0.06161 (11) | 0.0250 (4) | |
C47A | 0.6756 (10) | 0.4947 (3) | −0.1191 (3) | 0.0382 (19) | 0.55 (2) |
H47A | 0.7054 | 0.5019 | −0.1561 | 0.046* | 0.55 (2) |
C48A | 0.6263 (11) | 0.4262 (4) | −0.1213 (4) | 0.047 (2) | 0.55 (2) |
H48A | 0.6223 | 0.3858 | −0.1598 | 0.057* | 0.55 (2) |
C47B | 0.6300 (10) | 0.4998 (4) | −0.1238 (4) | 0.030 (2) | 0.45 (2) |
H47B | 0.6306 | 0.5101 | −0.1683 | 0.036* | 0.45 (2) |
C48B | 0.5799 (10) | 0.4335 (4) | −0.1225 (4) | 0.035 (2) | 0.45 (2) |
H48B | 0.5449 | 0.3999 | −0.1657 | 0.042* | 0.45 (2) |
C49 | 0.5803 (2) | 0.41677 (14) | −0.06271 (16) | 0.0413 (6) | |
H49A | 0.5496 | 0.3695 | −0.0633 | 0.050* | 0.45 (2) |
H49 | 0.5445 | 0.3710 | −0.0637 | 0.050* | 0.55 (2) |
C50A | 0.5907 (9) | 0.4743 (5) | −0.0091 (7) | 0.046 (2) | 0.55 (2) |
H50A | 0.5638 | 0.4690 | 0.0297 | 0.056* | 0.55 (2) |
C51A | 0.6397 (9) | 0.5417 (5) | −0.0082 (6) | 0.0385 (19) | 0.55 (2) |
H51A | 0.6451 | 0.5817 | 0.0310 | 0.046* | 0.55 (2) |
C50B | 0.6251 (10) | 0.4670 (7) | 0.0033 (6) | 0.039 (2) | 0.45 (2) |
H50B | 0.6214 | 0.4548 | 0.0467 | 0.046* | 0.45 (2) |
C51B | 0.6748 (9) | 0.5350 (6) | 0.0034 (5) | 0.032 (2) | 0.45 (2) |
H51B | 0.7052 | 0.5696 | 0.0472 | 0.038* | 0.45 (2) |
N4 | 0.82539 (13) | 0.64955 (10) | −0.04759 (9) | 0.0253 (4) | |
C52 | 0.89538 (16) | 0.60961 (13) | −0.02429 (12) | 0.0309 (5) | |
H52A | 0.9519 | 0.6241 | −0.0418 | 0.037* | |
H52B | 0.8699 | 0.5572 | −0.0464 | 0.037* | |
C53 | 0.92407 (16) | 0.62147 (12) | 0.05521 (12) | 0.0275 (4) | |
C54 | 0.9906 (2) | 0.58529 (14) | 0.08136 (15) | 0.0407 (6) | |
H54 | 1.0179 | 0.5561 | 0.0493 | 0.049* | |
C55 | 1.0175 (2) | 0.59117 (17) | 0.15341 (17) | 0.0513 (8) | |
H55 | 1.0625 | 0.5658 | 0.1706 | 0.062* | |
C56 | 0.9789 (2) | 0.6341 (2) | 0.20018 (17) | 0.0566 (9) | |
H56 | 0.9965 | 0.6376 | 0.2496 | 0.068* | |
C57 | 0.9145 (2) | 0.6719 (2) | 0.17531 (16) | 0.0555 (8) | |
H57 | 0.8892 | 0.7025 | 0.2077 | 0.067* | |
C58 | 0.88663 (18) | 0.66519 (17) | 0.10261 (13) | 0.0387 (6) | |
H58 | 0.8418 | 0.6907 | 0.0856 | 0.046* | |
Ag2 | 0.75371 (2) | 0.69309 (2) | 0.54662 (2) | 0.01911 (4) | |
C59 | 0.76475 (15) | 0.50709 (11) | 0.46307 (11) | 0.0225 (4) | |
H59 | 0.8247 | 0.5304 | 0.4598 | 0.027* | |
C60 | 0.69686 (16) | 0.46941 (12) | 0.40157 (11) | 0.0260 (4) | |
H60 | 0.7108 | 0.4670 | 0.3564 | 0.031* | |
C61 | 0.60914 (16) | 0.43546 (12) | 0.40584 (12) | 0.0263 (4) | |
H61 | 0.5633 | 0.4095 | 0.3638 | 0.032* | |
C62 | 0.58851 (16) | 0.43949 (12) | 0.47170 (12) | 0.0274 (4) | |
H62 | 0.5282 | 0.4166 | 0.4747 | 0.033* | |
C63 | 0.65595 (15) | 0.47693 (12) | 0.53319 (11) | 0.0249 (4) | |
H63 | 0.6416 | 0.4796 | 0.5782 | 0.030* | |
C64 | 0.74483 (14) | 0.51063 (10) | 0.52924 (11) | 0.0198 (4) | |
C65 | 0.81645 (14) | 0.54679 (11) | 0.59853 (10) | 0.0199 (4) | |
H65A | 0.7839 | 0.5696 | 0.6337 | 0.024* | |
H65B | 0.8430 | 0.5090 | 0.6165 | 0.024* | |
N5 | 0.89381 (11) | 0.60198 (9) | 0.59393 (8) | 0.0176 (3) | |
C66 | 0.88138 (14) | 0.66826 (11) | 0.58793 (10) | 0.0183 (4) | |
C67 | 0.98878 (14) | 0.60157 (11) | 0.61353 (10) | 0.0180 (4) | |
C68 | 1.02285 (14) | 0.53624 (11) | 0.62232 (10) | 0.0190 (4) | |
C69 | 0.98347 (14) | 0.46886 (11) | 0.57308 (11) | 0.0218 (4) | |
H69 | 0.9343 | 0.4652 | 0.5334 | 0.026* | |
C70 | 1.01597 (16) | 0.40742 (11) | 0.58206 (12) | 0.0255 (4) | |
H70 | 0.9884 | 0.3619 | 0.5488 | 0.031* | |
C71 | 1.08858 (17) | 0.41245 (12) | 0.63940 (13) | 0.0286 (5) | |
H71 | 1.1109 | 0.3705 | 0.6453 | 0.034* | |
C72 | 1.12857 (17) | 0.47899 (13) | 0.68824 (12) | 0.0288 (5) | |
H72 | 1.1782 | 0.4825 | 0.7276 | 0.035* | |
C73 | 1.09603 (15) | 0.54048 (12) | 0.67962 (11) | 0.0239 (4) | |
H73 | 1.1239 | 0.5859 | 0.7131 | 0.029* | |
C74 | 1.03660 (14) | 0.66983 (10) | 0.62029 (10) | 0.0176 (4) | |
C75 | 1.13793 (14) | 0.70362 (10) | 0.64412 (10) | 0.0190 (4) | |
C76 | 1.20124 (15) | 0.68387 (11) | 0.60387 (11) | 0.0229 (4) | |
H76 | 1.1799 | 0.6467 | 0.5607 | 0.027* | |
C77 | 1.29550 (15) | 0.71837 (12) | 0.62661 (12) | 0.0262 (4) | |
H77 | 1.3383 | 0.7049 | 0.5988 | 0.031* | |
C78 | 1.32722 (15) | 0.77236 (12) | 0.68963 (13) | 0.0278 (4) | |
H78 | 1.3915 | 0.7963 | 0.7047 | 0.033* | |
C79 | 1.26479 (16) | 0.79140 (12) | 0.73066 (11) | 0.0265 (4) | |
H79 | 1.2868 | 0.8279 | 0.7743 | 0.032* | |
C80 | 1.17026 (15) | 0.75747 (11) | 0.70843 (11) | 0.0231 (4) | |
H80 | 1.1278 | 0.7707 | 0.7367 | 0.028* | |
N6 | 0.96896 (11) | 0.70968 (9) | 0.60418 (8) | 0.0174 (3) | |
C81 | 0.98813 (14) | 0.78589 (10) | 0.60104 (10) | 0.0203 (4) | |
H81A | 1.0433 | 0.8135 | 0.6395 | 0.024* | |
H81B | 0.9337 | 0.8070 | 0.6093 | 0.024* | |
C82 | 1.00677 (15) | 0.79387 (10) | 0.53060 (11) | 0.0208 (4) | |
C83 | 1.09775 (16) | 0.80758 (12) | 0.52096 (12) | 0.0266 (4) | |
H83 | 1.1495 | 0.8135 | 0.5595 | 0.032* | |
C84 | 1.11334 (18) | 0.81269 (13) | 0.45497 (14) | 0.0337 (5) | |
H84 | 1.1756 | 0.8219 | 0.4487 | 0.040* | |
C85 | 1.0382 (2) | 0.80441 (14) | 0.39856 (13) | 0.0379 (6) | |
H85 | 1.0488 | 0.8070 | 0.3534 | 0.045* | |
C86 | 0.9477 (2) | 0.79239 (15) | 0.40830 (13) | 0.0377 (6) | |
H86 | 0.8961 | 0.7876 | 0.3699 | 0.045* | |
C87 | 0.93200 (17) | 0.78729 (13) | 0.47376 (12) | 0.0293 (5) | |
H87 | 0.8696 | 0.7792 | 0.4800 | 0.035* | |
C88 | 0.66481 (17) | 0.64638 (13) | 0.33252 (12) | 0.0301 (5) | |
H88 | 0.6923 | 0.6888 | 0.3701 | 0.036* | |
C89 | 0.6978 (2) | 0.63552 (17) | 0.27051 (13) | 0.0405 (6) | |
H89 | 0.7481 | 0.6703 | 0.2662 | 0.049* | |
C90 | 0.6575 (2) | 0.57434 (18) | 0.21551 (14) | 0.0491 (7) | |
H90 | 0.6797 | 0.5672 | 0.1732 | 0.059* | |
C91 | 0.5850 (3) | 0.52357 (17) | 0.22198 (14) | 0.0540 (8) | |
H91 | 0.5574 | 0.4813 | 0.1842 | 0.065* | |
C92 | 0.5522 (2) | 0.53423 (14) | 0.28367 (13) | 0.0412 (6) | |
H92 | 0.5020 | 0.4993 | 0.2878 | 0.049* | |
C93 | 0.59255 (16) | 0.59583 (12) | 0.33951 (11) | 0.0246 (4) | |
C94 | 0.55979 (15) | 0.60271 (11) | 0.40821 (11) | 0.0214 (4) | |
H94A | 0.4955 | 0.5727 | 0.3977 | 0.026* | |
H94B | 0.6012 | 0.5830 | 0.4408 | 0.026* | |
N7 | 0.55944 (12) | 0.67719 (9) | 0.44431 (8) | 0.0182 (3) | |
C95 | 0.63428 (14) | 0.72101 (11) | 0.49374 (10) | 0.0186 (4) | |
C96 | 0.48627 (14) | 0.71328 (11) | 0.43243 (10) | 0.0202 (4) | |
C97 | 0.38961 (14) | 0.67823 (11) | 0.39126 (11) | 0.0230 (4) | |
C98 | 0.36889 (17) | 0.63429 (14) | 0.32221 (12) | 0.0321 (5) | |
H98 | 0.4179 | 0.6280 | 0.2984 | 0.039* | |
C99 | 0.27620 (19) | 0.59946 (15) | 0.28787 (14) | 0.0408 (6) | |
H99 | 0.2625 | 0.5686 | 0.2412 | 0.049* | |
C100 | 0.20452 (17) | 0.60977 (14) | 0.32153 (15) | 0.0395 (6) | |
H100 | 0.1417 | 0.5856 | 0.2981 | 0.047* | |
C101 | 0.22370 (16) | 0.65493 (13) | 0.38890 (15) | 0.0357 (5) | |
H101 | 0.1740 | 0.6632 | 0.4114 | 0.043* | |
C102 | 0.31620 (16) | 0.68858 (12) | 0.42410 (13) | 0.0292 (5) | |
H102 | 0.3293 | 0.7189 | 0.4710 | 0.035* | |
C103 | 0.51846 (14) | 0.78202 (11) | 0.47479 (10) | 0.0198 (4) | |
C104 | 0.46956 (14) | 0.84285 (11) | 0.48426 (11) | 0.0230 (4) | |
C105 | 0.43043 (16) | 0.85935 (12) | 0.54279 (12) | 0.0276 (4) | |
H105 | 0.4387 | 0.8338 | 0.5784 | 0.033* | |
C106 | 0.37929 (18) | 0.91328 (14) | 0.54867 (14) | 0.0365 (5) | |
H106 | 0.3520 | 0.9244 | 0.5883 | 0.044* | |
C107 | 0.3679 (2) | 0.95088 (15) | 0.49722 (17) | 0.0437 (6) | |
H107 | 0.3328 | 0.9877 | 0.5015 | 0.052* | |
C108 | 0.4073 (2) | 0.93514 (17) | 0.43954 (18) | 0.0477 (7) | |
H108 | 0.3997 | 0.9614 | 0.4044 | 0.057* | |
C109 | 0.45788 (19) | 0.88118 (14) | 0.43285 (14) | 0.0360 (5) | |
H109 | 0.4847 | 0.8703 | 0.3930 | 0.043* | |
N8 | 0.60883 (12) | 0.78514 (9) | 0.51169 (8) | 0.0188 (3) | |
C110 | 0.67195 (14) | 0.84941 (11) | 0.56130 (10) | 0.0212 (4) | |
H11A | 0.7090 | 0.8347 | 0.6005 | 0.025* | |
H11B | 0.6342 | 0.8823 | 0.5821 | 0.025* | |
C111 | 0.73840 (14) | 0.89022 (11) | 0.52734 (11) | 0.0214 (4) | |
C112 | 0.81556 (17) | 0.94234 (12) | 0.57147 (12) | 0.0294 (5) | |
H112 | 0.8272 | 0.9490 | 0.6214 | 0.035* | |
C113 | 0.87523 (19) | 0.98436 (14) | 0.54315 (15) | 0.0394 (6) | |
H113 | 0.9270 | 1.0201 | 0.5738 | 0.047* | |
C114 | 0.85991 (19) | 0.97460 (14) | 0.47042 (16) | 0.0394 (6) | |
H114 | 0.9006 | 1.0039 | 0.4511 | 0.047* | |
C115 | 0.78475 (18) | 0.92178 (14) | 0.42575 (13) | 0.0333 (5) | |
H115 | 0.7748 | 0.9142 | 0.3757 | 0.040* | |
C116 | 0.72393 (16) | 0.87995 (12) | 0.45408 (12) | 0.0258 (4) | |
H116 | 0.6723 | 0.8442 | 0.4233 | 0.031* | |
Ag3 | 0.79941 (2) | 0.72828 (2) | 0.71384 (2) | 0.02795 (4) | |
S1 | 0.64189 (4) | 0.65134 (3) | 0.65701 (3) | 0.02631 (10) | |
C117 | 0.57874 (15) | 0.71425 (12) | 0.64988 (11) | 0.0240 (4) | |
N9 | 0.53253 (14) | 0.75603 (11) | 0.64467 (11) | 0.0297 (4) | |
S2 | 0.84839 (4) | 0.86528 (3) | 0.74115 (3) | 0.03126 (12) | |
C118 | 0.96150 (18) | 0.86638 (12) | 0.77086 (12) | 0.0295 (5) | |
N10 | 1.04011 (16) | 0.86674 (12) | 0.79091 (13) | 0.0412 (5) | |
S3 | 0.93489 (4) | 0.69294 (3) | 0.78243 (3) | 0.02904 (11) | |
C119 | 0.89197 (18) | 0.61118 (13) | 0.79230 (12) | 0.0322 (5) | |
N11 | 0.8653 (2) | 0.55532 (13) | 0.80169 (13) | 0.0496 (6) | |
C120 | 0.9168 (4) | 0.8774 (4) | 0.2474 (3) | 0.136 (3) | |
H12A | 0.8818 | 0.8463 | 0.2708 | 0.204* | |
H12B | 0.9833 | 0.8758 | 0.2591 | 0.204* | |
H12C | 0.8922 | 0.8603 | 0.1958 | 0.204* | |
C121 | 0.9060 (3) | 0.9548 (4) | 0.2729 (2) | 0.099 (2) | |
H12D | 0.9371 | 0.9747 | 0.3239 | 0.119* | |
H12E | 0.9350 | 0.9858 | 0.2458 | 0.119* | |
O1 | 0.81017 (17) | 0.95296 (14) | 0.26223 (11) | 0.0551 (5) | |
C122 | 0.7881 (4) | 1.0237 (2) | 0.2809 (2) | 0.0799 (14) | |
H12F | 0.8157 | 1.0552 | 0.2536 | 0.096* | |
H12G | 0.8141 | 1.0469 | 0.3322 | 0.096* | |
C123 | 0.6848 (4) | 1.0135 (2) | 0.2638 (3) | 0.0803 (14) | |
H12H | 0.6600 | 0.9920 | 0.2127 | 0.120* | |
H12I | 0.6678 | 1.0606 | 0.2773 | 0.120* | |
H12J | 0.6581 | 0.9812 | 0.2901 | 0.120* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ag1 | 0.02005 (8) | 0.03206 (9) | 0.02983 (8) | −0.00063 (6) | 0.00112 (6) | 0.00219 (6) |
C1 | 0.0323 (12) | 0.0319 (12) | 0.0317 (11) | 0.0030 (10) | 0.0026 (9) | 0.0088 (9) |
C2 | 0.0401 (15) | 0.0414 (14) | 0.0482 (15) | 0.0082 (12) | 0.0044 (12) | 0.0220 (12) |
C3 | 0.0563 (19) | 0.0295 (13) | 0.069 (2) | 0.0084 (12) | 0.0133 (15) | 0.0201 (13) |
C4 | 0.062 (2) | 0.0268 (13) | 0.0566 (17) | 0.0042 (13) | 0.0075 (15) | 0.0003 (12) |
C5 | 0.0387 (14) | 0.0317 (12) | 0.0320 (12) | 0.0053 (10) | 0.0048 (10) | −0.0007 (10) |
C6 | 0.0200 (10) | 0.0262 (10) | 0.0272 (10) | 0.0038 (8) | 0.0049 (8) | 0.0039 (8) |
C7 | 0.0324 (12) | 0.0255 (10) | 0.0180 (9) | 0.0041 (9) | 0.0037 (8) | 0.0015 (8) |
N1 | 0.0224 (9) | 0.0235 (8) | 0.0191 (8) | 0.0029 (7) | 0.0026 (7) | 0.0029 (6) |
C8 | 0.0208 (10) | 0.0271 (10) | 0.0235 (10) | 0.0031 (8) | 0.0027 (8) | 0.0033 (8) |
C9 | 0.0197 (10) | 0.0222 (9) | 0.0224 (9) | 0.0023 (8) | 0.0028 (8) | 0.0047 (7) |
C10 | 0.0263 (11) | 0.0249 (10) | 0.0349 (11) | 0.0015 (9) | 0.0135 (9) | 0.0006 (9) |
C11 | 0.0337 (14) | 0.0584 (17) | 0.0352 (13) | 0.0010 (12) | 0.0091 (10) | 0.0169 (12) |
C12 | 0.0501 (18) | 0.068 (2) | 0.0377 (14) | −0.0167 (16) | 0.0157 (13) | 0.0104 (14) |
C13 | 0.0454 (18) | 0.060 (2) | 0.093 (3) | 0.0130 (16) | 0.0425 (19) | 0.0166 (19) |
C14 | 0.046 (2) | 0.085 (3) | 0.135 (4) | 0.0338 (19) | 0.046 (2) | 0.063 (3) |
C15 | 0.0392 (16) | 0.065 (2) | 0.089 (2) | 0.0229 (15) | 0.0283 (16) | 0.0452 (19) |
C16 | 0.0175 (10) | 0.0250 (10) | 0.0227 (9) | 0.0016 (8) | 0.0046 (8) | 0.0036 (8) |
C17 | 0.0201 (10) | 0.0302 (11) | 0.0216 (9) | −0.0008 (8) | 0.0038 (8) | 0.0022 (8) |
C18 | 0.0320 (12) | 0.0346 (12) | 0.0287 (11) | 0.0054 (10) | 0.0024 (9) | −0.0027 (9) |
C19 | 0.0379 (14) | 0.0408 (14) | 0.0337 (13) | −0.0011 (11) | 0.0046 (11) | −0.0093 (11) |
C20 | 0.0368 (14) | 0.0554 (17) | 0.0295 (12) | −0.0097 (13) | −0.0041 (10) | −0.0020 (11) |
C21 | 0.055 (2) | 0.061 (2) | 0.0525 (18) | 0.0052 (16) | −0.0274 (15) | 0.0109 (15) |
C22 | 0.0471 (17) | 0.0408 (15) | 0.0533 (17) | 0.0046 (13) | −0.0198 (14) | 0.0044 (13) |
N2 | 0.0189 (9) | 0.0286 (9) | 0.0231 (8) | 0.0021 (7) | 0.0052 (7) | 0.0019 (7) |
C23 | 0.0227 (11) | 0.0401 (13) | 0.0298 (11) | 0.0012 (9) | 0.0117 (9) | −0.0021 (9) |
C24 | 0.0317 (12) | 0.0361 (13) | 0.0306 (11) | −0.0052 (10) | 0.0163 (10) | 0.0013 (9) |
C25 | 0.0488 (16) | 0.0429 (14) | 0.0308 (12) | 0.0014 (12) | 0.0169 (11) | 0.0015 (11) |
C26 | 0.073 (2) | 0.0573 (19) | 0.0298 (13) | 0.0016 (16) | 0.0200 (14) | 0.0077 (12) |
C27 | 0.102 (3) | 0.060 (2) | 0.0434 (16) | 0.007 (2) | 0.0323 (18) | 0.0267 (15) |
C28 | 0.102 (3) | 0.0379 (16) | 0.0513 (17) | −0.0022 (17) | 0.0335 (19) | 0.0163 (13) |
C29 | 0.0625 (19) | 0.0358 (14) | 0.0361 (13) | −0.0103 (13) | 0.0218 (13) | 0.0046 (11) |
C30 | 0.0438 (15) | 0.0458 (15) | 0.0346 (13) | 0.0136 (12) | 0.0040 (11) | 0.0024 (11) |
C31 | 0.082 (3) | 0.070 (2) | 0.0405 (16) | 0.041 (2) | −0.0061 (16) | −0.0142 (16) |
C32 | 0.103 (3) | 0.0426 (19) | 0.070 (3) | 0.036 (2) | −0.050 (3) | −0.0195 (18) |
C33 | 0.077 (3) | 0.0232 (14) | 0.105 (3) | −0.0062 (15) | −0.058 (3) | 0.0122 (17) |
C34 | 0.0423 (16) | 0.0340 (14) | 0.0654 (19) | −0.0093 (12) | −0.0200 (14) | 0.0238 (13) |
C35 | 0.0315 (12) | 0.0228 (10) | 0.0330 (11) | 0.0024 (9) | −0.0048 (9) | 0.0076 (9) |
C36 | 0.0367 (13) | 0.0270 (11) | 0.0233 (10) | 0.0010 (9) | 0.0017 (9) | 0.0110 (8) |
N3 | 0.0248 (9) | 0.0221 (8) | 0.0206 (8) | −0.0003 (7) | 0.0020 (7) | 0.0046 (6) |
C37 | 0.0215 (10) | 0.0283 (11) | 0.0212 (9) | 0.0006 (8) | 0.0026 (8) | 0.0024 (8) |
C38 | 0.0223 (10) | 0.0224 (10) | 0.0193 (9) | 0.0021 (8) | 0.0032 (7) | 0.0047 (7) |
C39 | 0.0236 (10) | 0.0215 (10) | 0.0241 (10) | 0.0051 (8) | 0.0038 (8) | 0.0055 (8) |
C40 | 0.0284 (11) | 0.0362 (12) | 0.0222 (10) | 0.0102 (9) | 0.0050 (8) | 0.0067 (9) |
C41 | 0.0316 (13) | 0.0481 (15) | 0.0285 (11) | 0.0157 (11) | 0.0014 (9) | 0.0106 (10) |
C42 | 0.0241 (12) | 0.0563 (16) | 0.0450 (14) | 0.0175 (11) | 0.0054 (10) | 0.0175 (12) |
C43 | 0.0320 (14) | 0.071 (2) | 0.0445 (14) | 0.0209 (13) | 0.0181 (11) | 0.0255 (14) |
C44 | 0.0318 (13) | 0.0485 (14) | 0.0300 (11) | 0.0148 (11) | 0.0103 (9) | 0.0172 (10) |
C45 | 0.0216 (10) | 0.0262 (10) | 0.0205 (9) | 0.0053 (8) | 0.0037 (8) | 0.0050 (8) |
C46 | 0.0237 (10) | 0.0252 (10) | 0.0264 (10) | 0.0076 (8) | 0.0023 (8) | 0.0087 (8) |
C47A | 0.051 (6) | 0.030 (3) | 0.032 (3) | 0.004 (3) | 0.008 (3) | 0.0094 (19) |
C48A | 0.069 (7) | 0.023 (3) | 0.039 (3) | 0.003 (3) | −0.004 (3) | 0.007 (2) |
C47B | 0.037 (5) | 0.026 (3) | 0.025 (3) | 0.002 (3) | 0.003 (3) | 0.008 (2) |
C48B | 0.043 (5) | 0.023 (3) | 0.032 (3) | 0.003 (3) | 0.001 (3) | 0.002 (2) |
C49 | 0.0378 (14) | 0.0285 (12) | 0.0535 (16) | 0.0001 (10) | 0.0000 (12) | 0.0165 (11) |
C50A | 0.049 (6) | 0.037 (3) | 0.065 (5) | 0.010 (4) | 0.028 (5) | 0.027 (3) |
C51A | 0.043 (5) | 0.029 (3) | 0.043 (4) | 0.006 (3) | 0.012 (4) | 0.009 (3) |
C50B | 0.044 (6) | 0.037 (4) | 0.035 (4) | 0.000 (4) | 0.012 (4) | 0.013 (3) |
C51B | 0.035 (5) | 0.037 (4) | 0.018 (3) | −0.007 (4) | 0.003 (3) | 0.008 (2) |
N4 | 0.0211 (9) | 0.0272 (9) | 0.0237 (8) | 0.0052 (7) | 0.0012 (7) | 0.0023 (7) |
C52 | 0.0224 (11) | 0.0345 (12) | 0.0315 (11) | 0.0105 (9) | −0.0001 (9) | 0.0020 (9) |
C53 | 0.0207 (10) | 0.0269 (11) | 0.0326 (11) | 0.0009 (8) | 0.0019 (8) | 0.0099 (9) |
C54 | 0.0360 (14) | 0.0294 (12) | 0.0478 (15) | 0.0095 (10) | −0.0071 (11) | 0.0045 (11) |
C55 | 0.0502 (17) | 0.0448 (16) | 0.0539 (17) | 0.0109 (13) | −0.0110 (14) | 0.0216 (13) |
C56 | 0.0475 (17) | 0.090 (3) | 0.0409 (15) | 0.0136 (17) | 0.0064 (13) | 0.0389 (16) |
C57 | 0.0427 (16) | 0.099 (3) | 0.0359 (14) | 0.0271 (17) | 0.0180 (12) | 0.0252 (16) |
C58 | 0.0291 (12) | 0.0615 (17) | 0.0331 (12) | 0.0190 (12) | 0.0101 (10) | 0.0188 (12) |
Ag2 | 0.01516 (7) | 0.02111 (7) | 0.02099 (7) | 0.00652 (5) | 0.00277 (5) | 0.00464 (5) |
C59 | 0.0174 (9) | 0.0244 (10) | 0.0258 (10) | 0.0048 (8) | 0.0069 (8) | 0.0048 (8) |
C60 | 0.0256 (11) | 0.0266 (10) | 0.0239 (10) | 0.0059 (9) | 0.0068 (8) | 0.0015 (8) |
C61 | 0.0241 (11) | 0.0218 (10) | 0.0271 (10) | 0.0019 (8) | 0.0019 (8) | 0.0000 (8) |
C62 | 0.0207 (10) | 0.0269 (11) | 0.0313 (11) | −0.0019 (8) | 0.0057 (8) | 0.0060 (9) |
C63 | 0.0214 (10) | 0.0267 (10) | 0.0257 (10) | 0.0010 (8) | 0.0074 (8) | 0.0066 (8) |
C64 | 0.0171 (9) | 0.0171 (9) | 0.0247 (9) | 0.0046 (7) | 0.0045 (7) | 0.0045 (7) |
C65 | 0.0163 (9) | 0.0213 (9) | 0.0226 (9) | 0.0034 (7) | 0.0059 (7) | 0.0063 (7) |
N5 | 0.0148 (8) | 0.0178 (8) | 0.0195 (7) | 0.0044 (6) | 0.0031 (6) | 0.0037 (6) |
C66 | 0.0170 (9) | 0.0207 (9) | 0.0175 (8) | 0.0058 (7) | 0.0044 (7) | 0.0040 (7) |
C67 | 0.0160 (9) | 0.0209 (9) | 0.0172 (8) | 0.0056 (7) | 0.0047 (7) | 0.0029 (7) |
C68 | 0.0165 (9) | 0.0198 (9) | 0.0235 (9) | 0.0063 (7) | 0.0077 (7) | 0.0072 (7) |
C69 | 0.0182 (9) | 0.0215 (9) | 0.0261 (9) | 0.0042 (8) | 0.0064 (8) | 0.0058 (8) |
C70 | 0.0245 (11) | 0.0193 (9) | 0.0341 (11) | 0.0055 (8) | 0.0120 (9) | 0.0048 (8) |
C71 | 0.0297 (12) | 0.0250 (10) | 0.0395 (12) | 0.0124 (9) | 0.0147 (9) | 0.0150 (9) |
C72 | 0.0275 (11) | 0.0328 (11) | 0.0299 (11) | 0.0122 (9) | 0.0047 (9) | 0.0138 (9) |
C73 | 0.0236 (10) | 0.0254 (10) | 0.0230 (9) | 0.0073 (8) | 0.0044 (8) | 0.0064 (8) |
C74 | 0.0158 (9) | 0.0202 (9) | 0.0173 (8) | 0.0067 (7) | 0.0044 (7) | 0.0035 (7) |
C75 | 0.0163 (9) | 0.0181 (9) | 0.0222 (9) | 0.0041 (7) | 0.0033 (7) | 0.0056 (7) |
C76 | 0.0206 (10) | 0.0190 (9) | 0.0282 (10) | 0.0059 (8) | 0.0056 (8) | 0.0035 (8) |
C77 | 0.0198 (10) | 0.0243 (10) | 0.0373 (11) | 0.0078 (8) | 0.0109 (9) | 0.0077 (9) |
C78 | 0.0171 (10) | 0.0258 (10) | 0.0388 (12) | 0.0025 (8) | 0.0022 (8) | 0.0103 (9) |
C79 | 0.0243 (11) | 0.0234 (10) | 0.0258 (10) | 0.0016 (8) | −0.0006 (8) | 0.0021 (8) |
C80 | 0.0204 (10) | 0.0254 (10) | 0.0223 (9) | 0.0046 (8) | 0.0055 (8) | 0.0038 (8) |
N6 | 0.0156 (8) | 0.0181 (8) | 0.0192 (7) | 0.0057 (6) | 0.0043 (6) | 0.0045 (6) |
C81 | 0.0209 (10) | 0.0171 (9) | 0.0227 (9) | 0.0055 (7) | 0.0052 (7) | 0.0034 (7) |
C82 | 0.0230 (10) | 0.0157 (9) | 0.0247 (9) | 0.0051 (7) | 0.0066 (8) | 0.0054 (7) |
C83 | 0.0250 (11) | 0.0246 (10) | 0.0315 (11) | 0.0055 (8) | 0.0071 (9) | 0.0097 (8) |
C84 | 0.0338 (13) | 0.0337 (12) | 0.0413 (13) | 0.0085 (10) | 0.0193 (10) | 0.0160 (10) |
C85 | 0.0512 (16) | 0.0351 (13) | 0.0322 (12) | 0.0061 (11) | 0.0168 (11) | 0.0153 (10) |
C86 | 0.0406 (14) | 0.0409 (14) | 0.0306 (12) | 0.0025 (11) | 0.0019 (10) | 0.0170 (10) |
C87 | 0.0255 (11) | 0.0316 (11) | 0.0327 (11) | 0.0052 (9) | 0.0051 (9) | 0.0146 (9) |
C88 | 0.0298 (12) | 0.0352 (12) | 0.0263 (10) | 0.0080 (10) | 0.0099 (9) | 0.0065 (9) |
C89 | 0.0397 (14) | 0.0568 (17) | 0.0314 (12) | 0.0135 (12) | 0.0169 (11) | 0.0152 (11) |
C90 | 0.067 (2) | 0.0628 (19) | 0.0240 (12) | 0.0252 (16) | 0.0191 (12) | 0.0097 (12) |
C91 | 0.086 (2) | 0.0454 (16) | 0.0249 (12) | 0.0105 (16) | 0.0151 (14) | −0.0025 (11) |
C92 | 0.0588 (18) | 0.0314 (13) | 0.0261 (11) | 0.0009 (12) | 0.0077 (11) | 0.0007 (9) |
C93 | 0.0260 (11) | 0.0257 (10) | 0.0216 (9) | 0.0085 (8) | 0.0046 (8) | 0.0041 (8) |
C94 | 0.0208 (10) | 0.0191 (9) | 0.0238 (9) | 0.0052 (7) | 0.0052 (8) | 0.0042 (7) |
N7 | 0.0163 (8) | 0.0189 (8) | 0.0197 (7) | 0.0052 (6) | 0.0034 (6) | 0.0050 (6) |
C95 | 0.0173 (9) | 0.0207 (9) | 0.0193 (9) | 0.0059 (7) | 0.0058 (7) | 0.0058 (7) |
C96 | 0.0175 (9) | 0.0218 (9) | 0.0230 (9) | 0.0069 (8) | 0.0045 (7) | 0.0079 (7) |
C97 | 0.0175 (10) | 0.0204 (9) | 0.0300 (10) | 0.0041 (8) | −0.0005 (8) | 0.0096 (8) |
C98 | 0.0248 (11) | 0.0384 (13) | 0.0283 (11) | 0.0035 (10) | −0.0021 (9) | 0.0082 (9) |
C99 | 0.0340 (14) | 0.0413 (14) | 0.0355 (13) | −0.0008 (11) | −0.0102 (10) | 0.0085 (11) |
C100 | 0.0207 (11) | 0.0328 (12) | 0.0566 (16) | −0.0027 (9) | −0.0117 (10) | 0.0182 (11) |
C101 | 0.0169 (11) | 0.0299 (12) | 0.0615 (16) | 0.0046 (9) | 0.0062 (10) | 0.0171 (11) |
C102 | 0.0217 (11) | 0.0245 (10) | 0.0410 (12) | 0.0052 (8) | 0.0044 (9) | 0.0096 (9) |
C103 | 0.0168 (9) | 0.0221 (9) | 0.0206 (9) | 0.0063 (7) | 0.0023 (7) | 0.0061 (7) |
C104 | 0.0170 (9) | 0.0224 (10) | 0.0283 (10) | 0.0062 (8) | 0.0018 (8) | 0.0051 (8) |
C105 | 0.0250 (11) | 0.0268 (11) | 0.0278 (10) | 0.0094 (9) | 0.0019 (8) | 0.0017 (8) |
C106 | 0.0303 (12) | 0.0353 (13) | 0.0402 (13) | 0.0149 (10) | 0.0071 (10) | −0.0024 (10) |
C107 | 0.0358 (14) | 0.0348 (13) | 0.0654 (18) | 0.0231 (11) | 0.0098 (13) | 0.0130 (12) |
C108 | 0.0467 (16) | 0.0485 (16) | 0.0673 (19) | 0.0299 (14) | 0.0192 (14) | 0.0349 (15) |
C109 | 0.0350 (13) | 0.0412 (14) | 0.0444 (13) | 0.0202 (11) | 0.0155 (11) | 0.0228 (11) |
N8 | 0.0167 (8) | 0.0202 (8) | 0.0192 (7) | 0.0066 (6) | 0.0024 (6) | 0.0042 (6) |
C110 | 0.0193 (10) | 0.0212 (9) | 0.0206 (9) | 0.0044 (8) | 0.0027 (7) | 0.0021 (7) |
C111 | 0.0193 (10) | 0.0192 (9) | 0.0271 (10) | 0.0083 (8) | 0.0054 (8) | 0.0056 (7) |
C112 | 0.0268 (11) | 0.0262 (11) | 0.0315 (11) | 0.0031 (9) | 0.0046 (9) | 0.0039 (9) |
C113 | 0.0318 (13) | 0.0320 (12) | 0.0484 (14) | −0.0032 (10) | 0.0084 (11) | 0.0066 (11) |
C114 | 0.0359 (14) | 0.0339 (13) | 0.0558 (16) | 0.0050 (11) | 0.0217 (12) | 0.0192 (11) |
C115 | 0.0374 (13) | 0.0367 (12) | 0.0362 (12) | 0.0163 (10) | 0.0175 (10) | 0.0170 (10) |
C116 | 0.0251 (11) | 0.0260 (10) | 0.0286 (10) | 0.0098 (8) | 0.0073 (8) | 0.0077 (8) |
Ag3 | 0.02101 (8) | 0.03363 (9) | 0.02613 (8) | 0.00446 (6) | 0.00344 (6) | 0.00431 (6) |
S1 | 0.0207 (2) | 0.0273 (2) | 0.0305 (2) | 0.00565 (19) | 0.00707 (19) | 0.0052 (2) |
C117 | 0.0205 (10) | 0.0260 (10) | 0.0217 (9) | −0.0006 (8) | 0.0063 (8) | 0.0015 (8) |
N9 | 0.0246 (9) | 0.0307 (10) | 0.0347 (10) | 0.0072 (8) | 0.0097 (8) | 0.0069 (8) |
S2 | 0.0326 (3) | 0.0309 (3) | 0.0323 (3) | 0.0114 (2) | 0.0085 (2) | 0.0083 (2) |
C118 | 0.0350 (13) | 0.0242 (10) | 0.0266 (10) | 0.0047 (9) | 0.0089 (9) | 0.0006 (8) |
N10 | 0.0338 (12) | 0.0299 (11) | 0.0511 (13) | 0.0025 (9) | 0.0049 (10) | −0.0003 (9) |
S3 | 0.0251 (3) | 0.0338 (3) | 0.0254 (2) | 0.0032 (2) | 0.0011 (2) | 0.0084 (2) |
C119 | 0.0343 (13) | 0.0339 (12) | 0.0232 (10) | 0.0057 (10) | 0.0007 (9) | 0.0032 (9) |
N11 | 0.0614 (16) | 0.0344 (12) | 0.0413 (12) | −0.0008 (11) | −0.0036 (11) | 0.0076 (10) |
C120 | 0.090 (4) | 0.268 (9) | 0.169 (6) | 0.122 (5) | 0.092 (4) | 0.182 (6) |
C121 | 0.047 (2) | 0.195 (6) | 0.073 (3) | 0.014 (3) | 0.0118 (19) | 0.083 (4) |
O1 | 0.0558 (13) | 0.0739 (15) | 0.0417 (11) | 0.0120 (11) | 0.0185 (10) | 0.0230 (10) |
C122 | 0.132 (4) | 0.049 (2) | 0.057 (2) | −0.007 (2) | 0.046 (2) | 0.0105 (16) |
C123 | 0.120 (4) | 0.056 (2) | 0.102 (3) | 0.041 (2) | 0.077 (3) | 0.036 (2) |
Ag1—C37 | 2.085 (2) | C60—H60 | 0.9500 |
Ag1—C8 | 2.091 (2) | C61—C62 | 1.387 (3) |
C1—C2 | 1.383 (4) | C61—H61 | 0.9500 |
C1—C6 | 1.390 (3) | C62—C63 | 1.388 (3) |
C1—H1 | 0.9500 | C62—H62 | 0.9500 |
C2—C3 | 1.382 (4) | C63—C64 | 1.397 (3) |
C2—H2 | 0.9500 | C63—H63 | 0.9500 |
C3—C4 | 1.381 (5) | C64—C65 | 1.514 (3) |
C3—H3 | 0.9500 | C65—N5 | 1.465 (2) |
C4—C5 | 1.382 (4) | C65—H65A | 0.9900 |
C4—H4 | 0.9500 | C65—H65B | 0.9900 |
C5—C6 | 1.387 (3) | N5—C66 | 1.355 (3) |
C5—H5 | 0.9500 | N5—C67 | 1.394 (3) |
C6—C7 | 1.515 (3) | C66—N6 | 1.350 (3) |
C7—N1 | 1.463 (3) | C67—C74 | 1.358 (3) |
C7—H7A | 0.9900 | C67—C68 | 1.472 (3) |
C7—H7B | 0.9900 | C68—C73 | 1.396 (3) |
N1—C8 | 1.348 (3) | C68—C69 | 1.403 (3) |
N1—C9 | 1.393 (3) | C69—C70 | 1.391 (3) |
C8—N2 | 1.350 (3) | C69—H69 | 0.9500 |
C9—C16 | 1.360 (3) | C70—C71 | 1.387 (3) |
C9—C10 | 1.476 (3) | C70—H70 | 0.9500 |
C10—C11 | 1.371 (4) | C71—C72 | 1.390 (3) |
C10—C15 | 1.414 (4) | C71—H71 | 0.9500 |
C11—C12 | 1.423 (4) | C72—C73 | 1.390 (3) |
C11—H11 | 0.9500 | C72—H72 | 0.9500 |
C12—C13 | 1.353 (5) | C73—H73 | 0.9500 |
C12—H12 | 0.9500 | C74—N6 | 1.398 (2) |
C13—C14 | 1.389 (6) | C74—C75 | 1.479 (3) |
C13—H13 | 0.9500 | C75—C76 | 1.392 (3) |
C14—C15 | 1.378 (5) | C75—C80 | 1.401 (3) |
C14—H14 | 0.9500 | C76—C77 | 1.390 (3) |
C15—H15 | 0.9500 | C76—H76 | 0.9500 |
C16—N2 | 1.397 (3) | C77—C78 | 1.385 (3) |
C16—C17 | 1.482 (3) | C77—H77 | 0.9500 |
C17—C22 | 1.382 (4) | C78—C79 | 1.388 (3) |
C17—C18 | 1.383 (3) | C78—H78 | 0.9500 |
C18—C19 | 1.392 (3) | C79—C80 | 1.390 (3) |
C18—H18 | 0.9500 | C79—H79 | 0.9500 |
C19—C20 | 1.352 (4) | C80—H80 | 0.9500 |
C19—H19 | 0.9500 | N6—C81 | 1.474 (2) |
C20—C21 | 1.378 (5) | C81—C82 | 1.511 (3) |
C20—H20 | 0.9500 | C81—H81A | 0.9900 |
C21—C22 | 1.394 (4) | C81—H81B | 0.9900 |
C21—H21 | 0.9500 | C82—C83 | 1.391 (3) |
C22—H22 | 0.9500 | C82—C87 | 1.394 (3) |
N2—C23 | 1.467 (3) | C83—C84 | 1.394 (3) |
C23—C24 | 1.508 (4) | C83—H83 | 0.9500 |
C23—H23A | 0.9900 | C84—C85 | 1.385 (4) |
C23—H23B | 0.9900 | C84—H84 | 0.9500 |
C24—C25 | 1.382 (3) | C85—C86 | 1.385 (4) |
C24—C29 | 1.389 (4) | C85—H85 | 0.9500 |
C25—C26 | 1.384 (5) | C86—C87 | 1.384 (3) |
C25—H25 | 0.9500 | C86—H86 | 0.9500 |
C26—C27 | 1.371 (5) | C87—H87 | 0.9500 |
C26—H26 | 0.9500 | C88—C93 | 1.378 (3) |
C27—C28 | 1.387 (5) | C88—C89 | 1.396 (3) |
C27—H27 | 0.9500 | C88—H88 | 0.9500 |
C28—C29 | 1.383 (5) | C89—C90 | 1.379 (4) |
C28—H28 | 0.9500 | C89—H89 | 0.9500 |
C29—H29 | 0.9500 | C90—C91 | 1.379 (5) |
C30—C35 | 1.376 (4) | C90—H90 | 0.9500 |
C30—C31 | 1.380 (4) | C91—C92 | 1.387 (4) |
C30—H30 | 0.9500 | C91—H91 | 0.9500 |
C31—C32 | 1.341 (7) | C92—C93 | 1.393 (3) |
C31—H31 | 0.9500 | C92—H92 | 0.9500 |
C32—C33 | 1.360 (8) | C93—C94 | 1.519 (3) |
C32—H32 | 0.9500 | C94—N7 | 1.463 (3) |
C33—C34 | 1.409 (5) | C94—H94A | 0.9900 |
C33—H33 | 0.9500 | C94—H94B | 0.9900 |
C34—C35 | 1.385 (4) | N7—C95 | 1.352 (3) |
C34—H34 | 0.9500 | N7—C96 | 1.399 (3) |
C35—C36 | 1.503 (3) | C95—N8 | 1.351 (3) |
C36—N3 | 1.466 (3) | C96—C103 | 1.361 (3) |
C36—H36A | 0.9900 | C96—C97 | 1.477 (3) |
C36—H36B | 0.9900 | C97—C98 | 1.392 (3) |
N3—C37 | 1.347 (3) | C97—C102 | 1.392 (3) |
N3—C38 | 1.398 (3) | C98—C99 | 1.397 (3) |
C37—N4 | 1.346 (3) | C98—H98 | 0.9500 |
C38—C45 | 1.361 (3) | C99—C100 | 1.379 (4) |
C38—C39 | 1.472 (3) | C99—H99 | 0.9500 |
C39—C44 | 1.392 (3) | C100—C101 | 1.375 (4) |
C39—C40 | 1.396 (3) | C100—H100 | 0.9500 |
C40—C41 | 1.385 (3) | C101—C102 | 1.394 (3) |
C40—H40 | 0.9500 | C101—H101 | 0.9500 |
C41—C42 | 1.378 (4) | C102—H102 | 0.9500 |
C41—H41 | 0.9500 | C103—N8 | 1.389 (3) |
C42—C43 | 1.384 (4) | C103—C104 | 1.480 (3) |
C42—H42 | 0.9500 | C104—C109 | 1.391 (3) |
C43—C44 | 1.384 (4) | C104—C105 | 1.394 (3) |
C43—H43 | 0.9500 | C105—C106 | 1.388 (3) |
C44—H44 | 0.9500 | C105—H105 | 0.9500 |
C45—N4 | 1.396 (3) | C106—C107 | 1.381 (4) |
C45—C46 | 1.475 (3) | C106—H106 | 0.9500 |
C46—C51A | 1.348 (9) | C107—C108 | 1.380 (4) |
C46—C47A | 1.390 (7) | C107—H107 | 0.9500 |
C46—C47B | 1.399 (8) | C108—C109 | 1.383 (4) |
C46—C51B | 1.415 (9) | C108—H108 | 0.9500 |
C47A—C48A | 1.392 (9) | C109—H109 | 0.9500 |
C47A—H47A | 0.9500 | N8—C110 | 1.457 (3) |
C48A—C49 | 1.484 (12) | C110—C111 | 1.510 (3) |
C48A—H48A | 0.9500 | C110—H11A | 0.9900 |
C47B—C48B | 1.382 (10) | C110—H11B | 0.9900 |
C47B—H47B | 0.9500 | C111—C116 | 1.394 (3) |
C48B—C49 | 1.297 (8) | C111—C112 | 1.396 (3) |
C48B—H48B | 0.9500 | C112—C113 | 1.384 (4) |
C49—C50A | 1.325 (11) | C112—H112 | 0.9500 |
C49—C50B | 1.415 (11) | C113—C114 | 1.384 (4) |
C49—H49A | 0.9500 | C113—H113 | 0.9500 |
C49—H49 | 0.9500 | C114—C115 | 1.388 (4) |
C50A—C51A | 1.379 (13) | C114—H114 | 0.9500 |
C50A—H50A | 0.9500 | C115—C116 | 1.393 (3) |
C51A—H51A | 0.9500 | C115—H115 | 0.9500 |
C50B—C51B | 1.399 (15) | C116—H116 | 0.9500 |
C50B—H50B | 0.9500 | Ag3—S1 | 2.4657 (5) |
C51B—H51B | 0.9500 | Ag3—S3 | 2.4940 (6) |
N4—C52 | 1.463 (3) | Ag3—S2 | 2.5377 (6) |
C52—C53 | 1.510 (3) | S1—C117 | 1.671 (2) |
C52—H52A | 0.9900 | C117—N9 | 1.154 (3) |
C52—H52B | 0.9900 | S2—C118 | 1.669 (3) |
C53—C58 | 1.384 (4) | C118—N10 | 1.160 (3) |
C53—C54 | 1.392 (3) | S3—C119 | 1.674 (3) |
C54—C55 | 1.385 (4) | C119—N11 | 1.156 (4) |
C54—H54 | 0.9500 | C120—C121 | 1.517 (9) |
C55—C56 | 1.379 (5) | C120—H12A | 0.9800 |
C55—H55 | 0.9500 | C120—H12B | 0.9800 |
C56—C57 | 1.384 (5) | C120—H12C | 0.9800 |
C56—H56 | 0.9500 | C121—O1 | 1.394 (5) |
C57—C58 | 1.395 (4) | C121—H12D | 0.9900 |
C57—H57 | 0.9500 | C121—H12E | 0.9900 |
C58—H58 | 0.9500 | O1—C122 | 1.447 (5) |
Ag2—C66 | 2.097 (2) | C122—C123 | 1.479 (7) |
Ag2—C95 | 2.102 (2) | C122—H12F | 0.9900 |
C59—C64 | 1.390 (3) | C122—H12G | 0.9900 |
C59—C60 | 1.393 (3) | C123—H12H | 0.9800 |
C59—H59 | 0.9500 | C123—H12I | 0.9800 |
C60—C61 | 1.386 (3) | C123—H12J | 0.9800 |
C37—Ag1—C8 | 173.06 (8) | C60—C61—H61 | 120.1 |
C2—C1—C6 | 120.6 (2) | C62—C61—H61 | 120.1 |
C2—C1—H1 | 119.7 | C61—C62—C63 | 120.0 (2) |
C6—C1—H1 | 119.7 | C61—C62—H62 | 120.0 |
C3—C2—C1 | 120.0 (3) | C63—C62—H62 | 120.0 |
C3—C2—H2 | 120.0 | C62—C63—C64 | 120.4 (2) |
C1—C2—H2 | 120.0 | C62—C63—H63 | 119.8 |
C4—C3—C2 | 119.7 (3) | C64—C63—H63 | 119.8 |
C4—C3—H3 | 120.1 | C59—C64—C63 | 119.32 (19) |
C2—C3—H3 | 120.1 | C59—C64—C65 | 123.21 (18) |
C3—C4—C5 | 120.2 (3) | C63—C64—C65 | 117.42 (18) |
C3—C4—H4 | 119.9 | N5—C65—C64 | 114.90 (16) |
C5—C4—H4 | 119.9 | N5—C65—H65A | 108.5 |
C4—C5—C6 | 120.7 (3) | C64—C65—H65A | 108.5 |
C4—C5—H5 | 119.7 | N5—C65—H65B | 108.5 |
C6—C5—H5 | 119.7 | C64—C65—H65B | 108.5 |
C5—C6—C1 | 118.7 (2) | H65A—C65—H65B | 107.5 |
C5—C6—C7 | 118.5 (2) | C66—N5—C67 | 111.26 (16) |
C1—C6—C7 | 122.8 (2) | C66—N5—C65 | 121.43 (16) |
N1—C7—C6 | 111.19 (17) | C67—N5—C65 | 125.21 (16) |
N1—C7—H7A | 109.4 | N6—C66—N5 | 104.81 (16) |
C6—C7—H7A | 109.4 | N6—C66—Ag2 | 128.78 (14) |
N1—C7—H7B | 109.4 | N5—C66—Ag2 | 125.76 (14) |
C6—C7—H7B | 109.4 | C74—C67—N5 | 106.39 (17) |
H7A—C7—H7B | 108.0 | C74—C67—C68 | 130.61 (18) |
C8—N1—C9 | 111.66 (17) | N5—C67—C68 | 122.99 (17) |
C8—N1—C7 | 121.59 (18) | C73—C68—C69 | 118.72 (19) |
C9—N1—C7 | 124.57 (18) | C73—C68—C67 | 120.38 (18) |
N1—C8—N2 | 104.69 (18) | C69—C68—C67 | 120.90 (18) |
N1—C8—Ag1 | 125.14 (15) | C70—C69—C68 | 120.41 (19) |
N2—C8—Ag1 | 129.44 (16) | C70—C69—H69 | 119.8 |
C16—C9—N1 | 106.11 (18) | C68—C69—H69 | 119.8 |
C16—C9—C10 | 131.06 (19) | C71—C70—C69 | 120.2 (2) |
N1—C9—C10 | 122.82 (19) | C71—C70—H70 | 119.9 |
C11—C10—C15 | 118.6 (2) | C69—C70—H70 | 119.9 |
C11—C10—C9 | 122.0 (2) | C70—C71—C72 | 119.9 (2) |
C15—C10—C9 | 119.4 (2) | C70—C71—H71 | 120.0 |
C10—C11—C12 | 120.4 (3) | C72—C71—H71 | 120.0 |
C10—C11—H11 | 119.8 | C71—C72—C73 | 120.1 (2) |
C12—C11—H11 | 119.8 | C71—C72—H72 | 120.0 |
C13—C12—C11 | 119.8 (3) | C73—C72—H72 | 120.0 |
C13—C12—H12 | 120.1 | C72—C73—C68 | 120.7 (2) |
C11—C12—H12 | 120.1 | C72—C73—H73 | 119.7 |
C12—C13—C14 | 120.6 (3) | C68—C73—H73 | 119.7 |
C12—C13—H13 | 119.7 | C67—C74—N6 | 106.25 (17) |
C14—C13—H13 | 119.7 | C67—C74—C75 | 131.52 (18) |
C15—C14—C13 | 120.1 (4) | N6—C74—C75 | 122.10 (17) |
C15—C14—H14 | 119.9 | C76—C75—C80 | 119.53 (19) |
C13—C14—H14 | 119.9 | C76—C75—C74 | 121.65 (18) |
C14—C15—C10 | 120.3 (3) | C80—C75—C74 | 118.82 (18) |
C14—C15—H15 | 119.8 | C77—C76—C75 | 120.21 (19) |
C10—C15—H15 | 119.8 | C77—C76—H76 | 119.9 |
C9—C16—N2 | 106.17 (18) | C75—C76—H76 | 119.9 |
C9—C16—C17 | 130.6 (2) | C78—C77—C76 | 120.3 (2) |
N2—C16—C17 | 123.25 (18) | C78—C77—H77 | 119.9 |
C22—C17—C18 | 118.4 (2) | C76—C77—H77 | 119.9 |
C22—C17—C16 | 120.0 (2) | C77—C78—C79 | 119.8 (2) |
C18—C17—C16 | 121.6 (2) | C77—C78—H78 | 120.1 |
C17—C18—C19 | 120.7 (3) | C79—C78—H78 | 120.1 |
C17—C18—H18 | 119.6 | C78—C79—C80 | 120.5 (2) |
C19—C18—H18 | 119.6 | C78—C79—H79 | 119.8 |
C20—C19—C18 | 120.5 (3) | C80—C79—H79 | 119.8 |
C20—C19—H19 | 119.7 | C79—C80—C75 | 119.7 (2) |
C18—C19—H19 | 119.7 | C79—C80—H80 | 120.2 |
C19—C20—C21 | 119.8 (2) | C75—C80—H80 | 120.2 |
C19—C20—H20 | 120.1 | C66—N6—C74 | 111.27 (16) |
C21—C20—H20 | 120.1 | C66—N6—C81 | 122.92 (17) |
C20—C21—C22 | 120.2 (3) | C74—N6—C81 | 125.73 (17) |
C20—C21—H21 | 119.9 | N6—C81—C82 | 112.59 (16) |
C22—C21—H21 | 119.9 | N6—C81—H81A | 109.1 |
C17—C22—C21 | 120.3 (3) | C82—C81—H81A | 109.1 |
C17—C22—H22 | 119.8 | N6—C81—H81B | 109.1 |
C21—C22—H22 | 119.8 | C82—C81—H81B | 109.1 |
C8—N2—C16 | 111.32 (18) | H81A—C81—H81B | 107.8 |
C8—N2—C23 | 123.91 (19) | C83—C82—C87 | 118.8 (2) |
C16—N2—C23 | 124.17 (18) | C83—C82—C81 | 121.23 (19) |
N2—C23—C24 | 110.6 (2) | C87—C82—C81 | 119.93 (19) |
N2—C23—H23A | 109.5 | C82—C83—C84 | 120.3 (2) |
C24—C23—H23A | 109.5 | C82—C83—H83 | 119.8 |
N2—C23—H23B | 109.5 | C84—C83—H83 | 119.8 |
C24—C23—H23B | 109.5 | C85—C84—C83 | 120.1 (2) |
H23A—C23—H23B | 108.1 | C85—C84—H84 | 119.9 |
C25—C24—C29 | 119.4 (3) | C83—C84—H84 | 119.9 |
C25—C24—C23 | 120.1 (2) | C86—C85—C84 | 119.7 (2) |
C29—C24—C23 | 120.5 (2) | C86—C85—H85 | 120.1 |
C24—C25—C26 | 120.3 (3) | C84—C85—H85 | 120.1 |
C24—C25—H25 | 119.9 | C87—C86—C85 | 120.2 (2) |
C26—C25—H25 | 119.9 | C87—C86—H86 | 119.9 |
C27—C26—C25 | 120.4 (3) | C85—C86—H86 | 119.9 |
C27—C26—H26 | 119.8 | C86—C87—C82 | 120.7 (2) |
C25—C26—H26 | 119.8 | C86—C87—H87 | 119.7 |
C26—C27—C28 | 119.7 (3) | C82—C87—H87 | 119.7 |
C26—C27—H27 | 120.1 | C93—C88—C89 | 120.3 (2) |
C28—C27—H27 | 120.1 | C93—C88—H88 | 119.8 |
C29—C28—C27 | 120.1 (3) | C89—C88—H88 | 119.8 |
C29—C28—H28 | 119.9 | C90—C89—C88 | 120.1 (3) |
C27—C28—H28 | 119.9 | C90—C89—H89 | 120.0 |
C28—C29—C24 | 120.0 (3) | C88—C89—H89 | 120.0 |
C28—C29—H29 | 120.0 | C91—C90—C89 | 120.0 (2) |
C24—C29—H29 | 120.0 | C91—C90—H90 | 120.0 |
C35—C30—C31 | 120.3 (3) | C89—C90—H90 | 120.0 |
C35—C30—H30 | 119.8 | C90—C91—C92 | 120.0 (3) |
C31—C30—H30 | 119.8 | C90—C91—H91 | 120.0 |
C32—C31—C30 | 121.2 (4) | C92—C91—H91 | 120.0 |
C32—C31—H31 | 119.4 | C91—C92—C93 | 120.4 (3) |
C30—C31—H31 | 119.4 | C91—C92—H92 | 119.8 |
C31—C32—C33 | 119.7 (3) | C93—C92—H92 | 119.8 |
C31—C32—H32 | 120.1 | C88—C93—C92 | 119.2 (2) |
C33—C32—H32 | 120.1 | C88—C93—C94 | 121.89 (19) |
C32—C33—C34 | 121.0 (4) | C92—C93—C94 | 118.8 (2) |
C32—C33—H33 | 119.5 | N7—C94—C93 | 113.90 (17) |
C34—C33—H33 | 119.5 | N7—C94—H94A | 108.8 |
C35—C34—C33 | 118.4 (4) | C93—C94—H94A | 108.8 |
C35—C34—H34 | 120.8 | N7—C94—H94B | 108.8 |
C33—C34—H34 | 120.8 | C93—C94—H94B | 108.8 |
C30—C35—C34 | 119.3 (3) | H94A—C94—H94B | 107.7 |
C30—C35—C36 | 119.7 (2) | C95—N7—C96 | 111.11 (16) |
C34—C35—C36 | 121.0 (3) | C95—N7—C94 | 122.37 (17) |
N3—C36—C35 | 111.53 (17) | C96—N7—C94 | 126.49 (17) |
N3—C36—H36A | 109.3 | N8—C95—N7 | 104.77 (17) |
C35—C36—H36A | 109.3 | N8—C95—Ag2 | 125.79 (14) |
N3—C36—H36B | 109.3 | N7—C95—Ag2 | 128.50 (14) |
C35—C36—H36B | 109.3 | C103—C96—N7 | 106.17 (17) |
H36A—C36—H36B | 108.0 | C103—C96—C97 | 128.07 (19) |
C37—N3—C38 | 111.70 (18) | N7—C96—C97 | 125.00 (18) |
C37—N3—C36 | 121.70 (19) | C98—C97—C102 | 118.8 (2) |
C38—N3—C36 | 126.54 (19) | C98—C97—C96 | 123.2 (2) |
N4—C37—N3 | 104.74 (18) | C102—C97—C96 | 118.02 (19) |
N4—C37—Ag1 | 128.26 (16) | C97—C98—C99 | 120.1 (2) |
N3—C37—Ag1 | 126.73 (16) | C97—C98—H98 | 119.9 |
C45—C38—N3 | 105.77 (18) | C99—C98—H98 | 119.9 |
C45—C38—C39 | 129.59 (19) | C100—C99—C98 | 120.2 (2) |
N3—C38—C39 | 124.63 (19) | C100—C99—H99 | 119.9 |
C44—C39—C40 | 118.5 (2) | C98—C99—H99 | 119.9 |
C44—C39—C38 | 120.78 (19) | C101—C100—C99 | 120.2 (2) |
C40—C39—C38 | 120.7 (2) | C101—C100—H100 | 119.9 |
C41—C40—C39 | 120.4 (2) | C99—C100—H100 | 119.9 |
C41—C40—H40 | 119.8 | C100—C101—C102 | 119.9 (2) |
C39—C40—H40 | 119.8 | C100—C101—H101 | 120.1 |
C42—C41—C40 | 120.5 (2) | C102—C101—H101 | 120.1 |
C42—C41—H41 | 119.7 | C97—C102—C101 | 120.7 (2) |
C40—C41—H41 | 119.7 | C97—C102—H102 | 119.6 |
C41—C42—C43 | 119.7 (2) | C101—C102—H102 | 119.6 |
C41—C42—H42 | 120.2 | C96—C103—N8 | 106.35 (17) |
C43—C42—H42 | 120.2 | C96—C103—C104 | 129.11 (19) |
C44—C43—C42 | 120.2 (2) | N8—C103—C104 | 124.51 (18) |
C44—C43—H43 | 119.9 | C109—C104—C105 | 119.6 (2) |
C42—C43—H43 | 119.9 | C109—C104—C103 | 120.2 (2) |
C43—C44—C39 | 120.8 (2) | C105—C104—C103 | 120.07 (19) |
C43—C44—H44 | 119.6 | C106—C105—C104 | 119.6 (2) |
C39—C44—H44 | 119.6 | C106—C105—H105 | 120.2 |
C38—C45—N4 | 106.32 (18) | C104—C105—H105 | 120.2 |
C38—C45—C46 | 128.4 (2) | C107—C106—C105 | 120.3 (2) |
N4—C45—C46 | 125.13 (19) | C107—C106—H106 | 119.9 |
C51A—C46—C47A | 121.0 (5) | C105—C106—H106 | 119.9 |
C47B—C46—C51B | 116.9 (5) | C108—C107—C106 | 120.2 (2) |
C51A—C46—C45 | 122.4 (4) | C108—C107—H107 | 119.9 |
C47A—C46—C45 | 116.6 (3) | C106—C107—H107 | 119.9 |
C47B—C46—C45 | 121.5 (3) | C107—C108—C109 | 120.0 (3) |
C51B—C46—C45 | 121.4 (4) | C107—C108—H108 | 120.0 |
C46—C47A—C48A | 118.4 (6) | C109—C108—H108 | 120.0 |
C46—C47A—H47A | 120.8 | C108—C109—C104 | 120.2 (2) |
C48A—C47A—H47A | 120.8 | C108—C109—H109 | 119.9 |
C47A—C48A—C49 | 119.4 (6) | C104—C109—H109 | 119.9 |
C47A—C48A—H48A | 120.3 | C95—N8—C103 | 111.58 (16) |
C49—C48A—H48A | 120.3 | C95—N8—C110 | 122.79 (17) |
C48B—C47B—C46 | 122.0 (6) | C103—N8—C110 | 125.57 (17) |
C48B—C47B—H47B | 119.0 | N8—C110—C111 | 113.24 (16) |
C46—C47B—H47B | 119.0 | N8—C110—H11A | 108.9 |
C49—C48B—C47B | 120.5 (6) | C111—C110—H11A | 108.9 |
C49—C48B—H48B | 119.8 | N8—C110—H11B | 108.9 |
C47B—C48B—H48B | 119.8 | C111—C110—H11B | 108.9 |
C48B—C49—C50B | 121.9 (6) | H11A—C110—H11B | 107.7 |
C50A—C49—C48A | 117.9 (5) | C116—C111—C112 | 118.8 (2) |
C48B—C49—H49A | 119.0 | C116—C111—C110 | 122.77 (19) |
C50B—C49—H49A | 119.0 | C112—C111—C110 | 118.43 (19) |
C50A—C49—H49 | 121.1 | C113—C112—C111 | 120.7 (2) |
C48A—C49—H49 | 121.1 | C113—C112—H112 | 119.7 |
C49—C50A—C51A | 121.7 (8) | C111—C112—H112 | 119.7 |
C49—C50A—H50A | 119.2 | C114—C113—C112 | 120.4 (2) |
C51A—C50A—H50A | 119.2 | C114—C113—H113 | 119.8 |
C46—C51A—C50A | 121.6 (8) | C112—C113—H113 | 119.8 |
C46—C51A—H51A | 119.2 | C113—C114—C115 | 119.6 (2) |
C50A—C51A—H51A | 119.2 | C113—C114—H114 | 120.2 |
C51B—C50B—C49 | 118.5 (8) | C115—C114—H114 | 120.2 |
C51B—C50B—H50B | 120.7 | C114—C115—C116 | 120.2 (2) |
C49—C50B—H50B | 120.7 | C114—C115—H115 | 119.9 |
C50B—C51B—C46 | 120.0 (8) | C116—C115—H115 | 119.9 |
C50B—C51B—H51B | 120.0 | C115—C116—C111 | 120.4 (2) |
C46—C51B—H51B | 120.0 | C115—C116—H116 | 119.8 |
C37—N4—C45 | 111.46 (18) | C111—C116—H116 | 119.8 |
C37—N4—C52 | 122.88 (19) | S1—Ag3—S3 | 126.936 (19) |
C45—N4—C52 | 125.64 (19) | S1—Ag3—S2 | 127.68 (2) |
N4—C52—C53 | 114.39 (19) | S3—Ag3—S2 | 103.957 (19) |
N4—C52—H52A | 108.7 | C117—S1—Ag3 | 100.90 (7) |
C53—C52—H52A | 108.7 | N9—C117—S1 | 177.8 (2) |
N4—C52—H52B | 108.7 | C118—S2—Ag3 | 93.45 (8) |
C53—C52—H52B | 108.7 | N10—C118—S2 | 179.4 (3) |
H52A—C52—H52B | 107.6 | C119—S3—Ag3 | 105.56 (9) |
C58—C53—C54 | 118.9 (2) | N11—C119—S3 | 177.1 (2) |
C58—C53—C52 | 123.4 (2) | C121—C120—H12A | 109.5 |
C54—C53—C52 | 117.7 (2) | C121—C120—H12B | 109.5 |
C55—C54—C53 | 120.9 (3) | H12A—C120—H12B | 109.5 |
C55—C54—H54 | 119.5 | C121—C120—H12C | 109.5 |
C53—C54—H54 | 119.5 | H12A—C120—H12C | 109.5 |
C56—C55—C54 | 119.7 (3) | H12B—C120—H12C | 109.5 |
C56—C55—H55 | 120.1 | O1—C121—C120 | 107.2 (4) |
C54—C55—H55 | 120.1 | O1—C121—H12D | 110.3 |
C55—C56—C57 | 120.1 (3) | C120—C121—H12D | 110.3 |
C55—C56—H56 | 119.9 | O1—C121—H12E | 110.3 |
C57—C56—H56 | 119.9 | C120—C121—H12E | 110.3 |
C56—C57—C58 | 120.0 (3) | H12D—C121—H12E | 108.5 |
C56—C57—H57 | 120.0 | C121—O1—C122 | 113.9 (4) |
C58—C57—H57 | 120.0 | O1—C122—C123 | 107.7 (3) |
C53—C58—C57 | 120.3 (3) | O1—C122—H12F | 110.2 |
C53—C58—H58 | 119.9 | C123—C122—H12F | 110.2 |
C57—C58—H58 | 119.9 | O1—C122—H12G | 110.2 |
C66—Ag2—C95 | 172.01 (7) | C123—C122—H12G | 110.2 |
C64—C59—C60 | 120.02 (19) | H12F—C122—H12G | 108.5 |
C64—C59—H59 | 120.0 | C122—C123—H12H | 109.5 |
C60—C59—H59 | 120.0 | C122—C123—H12I | 109.5 |
C61—C60—C59 | 120.4 (2) | H12H—C123—H12I | 109.5 |
C61—C60—H60 | 119.8 | C122—C123—H12J | 109.5 |
C59—C60—H60 | 119.8 | H12H—C123—H12J | 109.5 |
C60—C61—C62 | 119.8 (2) | H12I—C123—H12J | 109.5 |
C6—C1—C2—C3 | 1.1 (4) | C46—C45—N4—C52 | −2.1 (3) |
C1—C2—C3—C4 | −1.6 (5) | C37—N4—C52—C53 | 92.3 (3) |
C2—C3—C4—C5 | 1.6 (5) | C45—N4—C52—C53 | −89.6 (3) |
C3—C4—C5—C6 | −1.0 (5) | N4—C52—C53—C58 | 1.2 (3) |
C4—C5—C6—C1 | 0.4 (4) | N4—C52—C53—C54 | −179.9 (2) |
C4—C5—C6—C7 | −179.4 (3) | C58—C53—C54—C55 | 1.6 (4) |
C2—C1—C6—C5 | −0.5 (4) | C52—C53—C54—C55 | −177.4 (3) |
C2—C1—C6—C7 | 179.4 (2) | C53—C54—C55—C56 | −0.7 (5) |
C5—C6—C7—N1 | 162.3 (2) | C54—C55—C56—C57 | −1.0 (5) |
C1—C6—C7—N1 | −17.5 (3) | C55—C56—C57—C58 | 1.7 (5) |
C6—C7—N1—C8 | −72.3 (3) | C54—C53—C58—C57 | −0.8 (4) |
C6—C7—N1—C9 | 89.5 (2) | C52—C53—C58—C57 | 178.1 (3) |
C9—N1—C8—N2 | 2.0 (2) | C56—C57—C58—C53 | −0.8 (5) |
C7—N1—C8—N2 | 165.95 (18) | C64—C59—C60—C61 | 0.2 (3) |
C9—N1—C8—Ag1 | −169.00 (15) | C59—C60—C61—C62 | 0.5 (3) |
C7—N1—C8—Ag1 | −5.1 (3) | C60—C61—C62—C63 | −0.6 (3) |
C8—N1—C9—C16 | −1.1 (2) | C61—C62—C63—C64 | −0.1 (3) |
C7—N1—C9—C16 | −164.48 (19) | C60—C59—C64—C63 | −0.8 (3) |
C8—N1—C9—C10 | −179.9 (2) | C60—C59—C64—C65 | 176.41 (19) |
C7—N1—C9—C10 | 16.8 (3) | C62—C63—C64—C59 | 0.8 (3) |
C16—C9—C10—C11 | −111.4 (3) | C62—C63—C64—C65 | −176.6 (2) |
N1—C9—C10—C11 | 67.0 (3) | C59—C64—C65—N5 | 23.7 (3) |
C16—C9—C10—C15 | 66.5 (4) | C63—C64—C65—N5 | −158.98 (18) |
N1—C9—C10—C15 | −115.1 (3) | C64—C65—N5—C66 | 74.7 (2) |
C15—C10—C11—C12 | 3.5 (4) | C64—C65—N5—C67 | −123.2 (2) |
C9—C10—C11—C12 | −178.5 (2) | C67—N5—C66—N6 | −0.3 (2) |
C10—C11—C12—C13 | −3.1 (5) | C65—N5—C66—N6 | 164.03 (16) |
C11—C12—C13—C14 | 0.3 (6) | C67—N5—C66—Ag2 | 171.15 (13) |
C12—C13—C14—C15 | 2.0 (7) | C65—N5—C66—Ag2 | −24.5 (2) |
C13—C14—C15—C10 | −1.5 (7) | C66—N5—C67—C74 | 0.4 (2) |
C11—C10—C15—C14 | −1.3 (5) | C65—N5—C67—C74 | −163.23 (17) |
C9—C10—C15—C14 | −179.3 (4) | C66—N5—C67—C68 | −178.55 (17) |
N1—C9—C16—N2 | −0.3 (2) | C65—N5—C67—C68 | 17.8 (3) |
C10—C9—C16—N2 | 178.3 (2) | C74—C67—C68—C73 | 43.9 (3) |
N1—C9—C16—C17 | 177.8 (2) | N5—C67—C68—C73 | −137.5 (2) |
C10—C9—C16—C17 | −3.7 (4) | C74—C67—C68—C69 | −135.4 (2) |
C9—C16—C17—C22 | −69.5 (4) | N5—C67—C68—C69 | 43.3 (3) |
N2—C16—C17—C22 | 108.2 (3) | C73—C68—C69—C70 | 1.0 (3) |
C9—C16—C17—C18 | 113.1 (3) | C67—C68—C69—C70 | −179.74 (19) |
N2—C16—C17—C18 | −69.2 (3) | C68—C69—C70—C71 | −0.8 (3) |
C22—C17—C18—C19 | 1.6 (4) | C69—C70—C71—C72 | 0.4 (3) |
C16—C17—C18—C19 | 179.0 (2) | C70—C71—C72—C73 | −0.1 (3) |
C17—C18—C19—C20 | −0.4 (4) | C71—C72—C73—C68 | 0.3 (3) |
C18—C19—C20—C21 | −1.6 (5) | C69—C68—C73—C72 | −0.8 (3) |
C19—C20—C21—C22 | 2.5 (6) | C67—C68—C73—C72 | 180.00 (19) |
C18—C17—C22—C21 | −0.7 (5) | N5—C67—C74—N6 | −0.3 (2) |
C16—C17—C22—C21 | −178.1 (3) | C68—C67—C74—N6 | 178.52 (19) |
C20—C21—C22—C17 | −1.3 (6) | N5—C67—C74—C75 | 175.57 (19) |
N1—C8—N2—C16 | −2.2 (2) | C68—C67—C74—C75 | −5.6 (4) |
Ag1—C8—N2—C16 | 168.31 (16) | C67—C74—C75—C76 | 68.8 (3) |
N1—C8—N2—C23 | −173.7 (2) | N6—C74—C75—C76 | −115.9 (2) |
Ag1—C8—N2—C23 | −3.2 (3) | C67—C74—C75—C80 | −112.0 (2) |
C9—C16—N2—C8 | 1.6 (3) | N6—C74—C75—C80 | 63.3 (3) |
C17—C16—N2—C8 | −176.6 (2) | C80—C75—C76—C77 | −1.3 (3) |
C9—C16—N2—C23 | 173.0 (2) | C74—C75—C76—C77 | 177.84 (19) |
C17—C16—N2—C23 | −5.2 (3) | C75—C76—C77—C78 | 0.3 (3) |
C8—N2—C23—C24 | 106.1 (2) | C76—C77—C78—C79 | 0.8 (3) |
C16—N2—C23—C24 | −64.3 (3) | C77—C78—C79—C80 | −1.0 (3) |
N2—C23—C24—C25 | 126.8 (2) | C78—C79—C80—C75 | 0.0 (3) |
N2—C23—C24—C29 | −52.5 (3) | C76—C75—C80—C79 | 1.1 (3) |
C29—C24—C25—C26 | 1.2 (4) | C74—C75—C80—C79 | −178.06 (19) |
C23—C24—C25—C26 | −178.0 (3) | N5—C66—N6—C74 | 0.1 (2) |
C24—C25—C26—C27 | 0.6 (5) | Ag2—C66—N6—C74 | −170.99 (13) |
C25—C26—C27—C28 | −1.3 (6) | N5—C66—N6—C81 | 177.12 (16) |
C26—C27—C28—C29 | 0.2 (6) | Ag2—C66—N6—C81 | 6.0 (3) |
C27—C28—C29—C24 | 1.6 (5) | C67—C74—N6—C66 | 0.1 (2) |
C25—C24—C29—C28 | −2.3 (4) | C75—C74—N6—C66 | −176.22 (17) |
C23—C24—C29—C28 | 176.9 (3) | C67—C74—N6—C81 | −176.79 (17) |
C35—C30—C31—C32 | −0.4 (5) | C75—C74—N6—C81 | 6.9 (3) |
C30—C31—C32—C33 | −0.8 (6) | C66—N6—C81—C82 | −93.6 (2) |
C31—C32—C33—C34 | 0.5 (5) | C74—N6—C81—C82 | 83.0 (2) |
C32—C33—C34—C35 | 1.1 (5) | N6—C81—C82—C83 | −94.5 (2) |
C31—C30—C35—C34 | 2.0 (4) | N6—C81—C82—C87 | 85.3 (2) |
C31—C30—C35—C36 | −176.5 (3) | C87—C82—C83—C84 | −1.7 (3) |
C33—C34—C35—C30 | −2.3 (4) | C81—C82—C83—C84 | 178.2 (2) |
C33—C34—C35—C36 | 176.2 (3) | C82—C83—C84—C85 | 0.2 (4) |
C30—C35—C36—N3 | −52.4 (3) | C83—C84—C85—C86 | 1.2 (4) |
C34—C35—C36—N3 | 129.1 (2) | C84—C85—C86—C87 | −1.2 (4) |
C35—C36—N3—C37 | −65.3 (3) | C85—C86—C87—C82 | −0.2 (4) |
C35—C36—N3—C38 | 111.4 (2) | C83—C82—C87—C86 | 1.7 (3) |
C38—N3—C37—N4 | 1.0 (2) | C81—C82—C87—C86 | −178.1 (2) |
C36—N3—C37—N4 | 178.19 (18) | C93—C88—C89—C90 | 0.7 (4) |
C38—N3—C37—Ag1 | −173.48 (14) | C88—C89—C90—C91 | −0.5 (5) |
C36—N3—C37—Ag1 | 3.7 (3) | C89—C90—C91—C92 | 0.4 (5) |
C37—N3—C38—C45 | −0.6 (2) | C90—C91—C92—C93 | −0.4 (5) |
C36—N3—C38—C45 | −177.58 (19) | C89—C88—C93—C92 | −0.7 (4) |
C37—N3—C38—C39 | −179.36 (19) | C89—C88—C93—C94 | 175.1 (2) |
C36—N3—C38—C39 | 3.6 (3) | C91—C92—C93—C88 | 0.5 (4) |
C45—C38—C39—C44 | 59.2 (3) | C91—C92—C93—C94 | −175.4 (3) |
N3—C38—C39—C44 | −122.3 (2) | C88—C93—C94—N7 | 38.4 (3) |
C45—C38—C39—C40 | −119.5 (3) | C92—C93—C94—N7 | −145.8 (2) |
N3—C38—C39—C40 | 59.0 (3) | C93—C94—N7—C95 | −91.0 (2) |
C44—C39—C40—C41 | 0.8 (4) | C93—C94—N7—C96 | 87.2 (2) |
C38—C39—C40—C41 | 179.6 (2) | C96—N7—C95—N8 | −1.4 (2) |
C39—C40—C41—C42 | −0.1 (4) | C94—N7—C95—N8 | 177.10 (16) |
C40—C41—C42—C43 | −0.6 (4) | C96—N7—C95—Ag2 | 167.96 (14) |
C41—C42—C43—C44 | 0.6 (5) | C94—N7—C95—Ag2 | −13.6 (3) |
C42—C43—C44—C39 | 0.1 (5) | C95—N7—C96—C103 | 1.5 (2) |
C40—C39—C44—C43 | −0.8 (4) | C94—N7—C96—C103 | −176.87 (18) |
C38—C39—C44—C43 | −179.5 (2) | C95—N7—C96—C97 | −169.15 (19) |
N3—C38—C45—N4 | −0.1 (2) | C94—N7—C96—C97 | 12.5 (3) |
C39—C38—C45—N4 | 178.6 (2) | C103—C96—C97—C98 | 137.9 (2) |
N3—C38—C45—C46 | −175.4 (2) | N7—C96—C97—C98 | −53.6 (3) |
C39—C38—C45—C46 | 3.3 (4) | C103—C96—C97—C102 | −43.7 (3) |
C38—C45—C46—C51A | −82.0 (7) | N7—C96—C97—C102 | 124.9 (2) |
N4—C45—C46—C51A | 103.5 (7) | C102—C97—C98—C99 | −2.2 (3) |
C38—C45—C46—C47A | 96.2 (7) | C96—C97—C98—C99 | 176.3 (2) |
N4—C45—C46—C47A | −78.3 (7) | C97—C98—C99—C100 | 1.5 (4) |
C38—C45—C46—C47B | 63.6 (8) | C98—C99—C100—C101 | 0.6 (4) |
N4—C45—C46—C47B | −110.8 (7) | C99—C100—C101—C102 | −2.0 (4) |
C38—C45—C46—C51B | −110.3 (8) | C98—C97—C102—C101 | 0.7 (3) |
N4—C45—C46—C51B | 75.2 (8) | C96—C97—C102—C101 | −177.8 (2) |
C51A—C46—C47A—C48A | 1.6 (9) | C100—C101—C102—C97 | 1.3 (4) |
C47B—C46—C47A—C48A | −69.1 (10) | N7—C96—C103—N8 | −1.0 (2) |
C51B—C46—C47A—C48A | 28.6 (9) | C97—C96—C103—N8 | 169.28 (19) |
C45—C46—C47A—C48A | −176.6 (5) | N7—C96—C103—C104 | −178.8 (2) |
C46—C47A—C48A—C49 | 0.2 (10) | C97—C96—C103—C104 | −8.5 (4) |
C51A—C46—C47B—C48B | −26.2 (9) | C96—C103—C104—C109 | −76.7 (3) |
C47A—C46—C47B—C48B | 95.3 (12) | N8—C103—C104—C109 | 105.8 (3) |
C51B—C46—C47B—C48B | −1.8 (10) | C96—C103—C104—C105 | 99.7 (3) |
C45—C46—C47B—C48B | −176.0 (6) | N8—C103—C104—C105 | −77.8 (3) |
C46—C47B—C48B—C49 | −2.2 (12) | C109—C104—C105—C106 | 0.8 (3) |
C47B—C48B—C49—C50A | 30.1 (10) | C103—C104—C105—C106 | −175.7 (2) |
C47B—C48B—C49—C50B | 5.1 (11) | C104—C105—C106—C107 | −0.6 (4) |
C47B—C48B—C49—C48A | −77.0 (11) | C105—C106—C107—C108 | 0.0 (4) |
C47A—C48A—C49—C48B | 84.6 (11) | C106—C107—C108—C109 | 0.5 (5) |
C47A—C48A—C49—C50A | −2.2 (9) | C107—C108—C109—C104 | −0.3 (5) |
C47A—C48A—C49—C50B | −28.6 (9) | C105—C104—C109—C108 | −0.3 (4) |
C48B—C49—C50A—C51A | −29.5 (10) | C103—C104—C109—C108 | 176.1 (2) |
C50B—C49—C50A—C51A | 89 (2) | N7—C95—N8—C103 | 0.7 (2) |
C48A—C49—C50A—C51A | 2.3 (10) | Ag2—C95—N8—C103 | −168.99 (14) |
C47A—C46—C51A—C50A | −1.5 (9) | N7—C95—N8—C110 | −176.58 (17) |
C47B—C46—C51A—C50A | 27.0 (9) | Ag2—C95—N8—C110 | 13.7 (3) |
C51B—C46—C51A—C50A | −88.1 (18) | C96—C103—N8—C95 | 0.2 (2) |
C45—C46—C51A—C50A | 176.6 (6) | C104—C103—N8—C95 | 178.16 (19) |
C49—C50A—C51A—C46 | −0.6 (11) | C96—C103—N8—C110 | 177.40 (18) |
C48B—C49—C50B—C51B | −3.8 (12) | C104—C103—N8—C110 | −4.6 (3) |
C50A—C49—C50B—C51B | −77.2 (19) | C95—N8—C110—C111 | 82.2 (2) |
C48A—C49—C50B—C51B | 28.1 (10) | C103—N8—C110—C111 | −94.7 (2) |
C49—C50B—C51B—C46 | −0.4 (13) | N8—C110—C111—C116 | 16.9 (3) |
C51A—C46—C51B—C50B | 77.3 (16) | N8—C110—C111—C112 | −165.55 (19) |
C47A—C46—C51B—C50B | −29.3 (10) | C116—C111—C112—C113 | 1.7 (3) |
C47B—C46—C51B—C50B | 3.0 (11) | C110—C111—C112—C113 | −175.9 (2) |
C45—C46—C51B—C50B | 177.2 (7) | C111—C112—C113—C114 | −0.9 (4) |
N3—C37—N4—C45 | −1.1 (2) | C112—C113—C114—C115 | −0.7 (4) |
Ag1—C37—N4—C45 | 173.29 (15) | C113—C114—C115—C116 | 1.4 (4) |
N3—C37—N4—C52 | 177.28 (18) | C114—C115—C116—C111 | −0.6 (4) |
Ag1—C37—N4—C52 | −8.4 (3) | C112—C111—C116—C115 | −0.9 (3) |
C38—C45—N4—C37 | 0.8 (2) | C110—C111—C116—C115 | 176.6 (2) |
C46—C45—N4—C37 | 176.21 (19) | C120—C121—O1—C122 | −177.1 (3) |
C38—C45—N4—C52 | −177.54 (19) | C121—O1—C122—C123 | 177.5 (3) |
D—H···A | D—H | H···A | D···A | D—H···A |
C31—H31···O1 | 0.95 | 2.57 | 3.361 (4) | 141 |
C32—H32···N10i | 0.95 | 2.43 | 3.327 (4) | 157 |
C40—H40···S1ii | 0.95 | 2.82 | 3.684 (2) | 152 |
Symmetry codes: (i) −x+2, −y+2, −z+1; (ii) x, y, z−1. |
[Ag2Br2(C29H24N2Se)4]·6CH2Cl2 | Z = 1 |
Mr = 2802.96 | F(000) = 1400 |
Triclinic, P1 | Dx = 1.589 Mg m−3 |
a = 13.6265 (1) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 14.7422 (1) Å | Cell parameters from 42526 reflections |
c = 16.9397 (2) Å | θ = 3.0–26.4° |
α = 106.4172 (7)° | µ = 2.58 mm−1 |
β = 112.2820 (8)° | T = 150 K |
γ = 96.2211 (6)° | Prism, clear pale yellow |
V = 2930.04 (5) Å3 | 0.37 × 0.26 × 0.20 mm |
Rigaku SuperNova, Dual, Cu at zero, Atlas diffractometer | 12002 independent reflections |
Radiation source: micro-focus sealed X-ray tube | 10726 reflections with I > 2σ(I) |
Detector resolution: 10.3196 pixels mm-1 | Rint = 0.037 |
ω scans | θmax = 26.4°, θmin = 2.8° |
Absorption correction: gaussian (CrysAlis PRO; Rigaku OD, 2015) | h = −17→17 |
Tmin = 0.517, Tmax = 0.664 | k = −18→18 |
119415 measured reflections | l = −21→21 |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.035 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.096 | H-atom parameters constrained |
S = 1.03 | w = 1/[σ2(Fo2) + (0.0468P)2 + 5.4618P] where P = (Fo2 + 2Fc2)/3 |
12002 reflections | (Δ/σ)max = 0.002 |
654 parameters | Δρmax = 1.05 e Å−3 |
0 restraints | Δρmin = −1.48 e Å−3 |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Refinement. The PLATON SQUEEZE procedure (A. L. Spek. Acta Cryst. C71, 2015, 9-18) was used to treat regions of disordered solvent which could not be modelled in terms of atomic sites. The number of electrons found in these regions, 84, was assigned to 2 molecules of dichloromethane. 2 dichloromethanes would give 84 electrons. |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
C1 | 0.2991 (3) | 0.2585 (2) | 0.5958 (2) | 0.0303 (6) | |
H1 | 0.3686 | 0.2453 | 0.6224 | 0.036* | |
C2 | 0.2264 (3) | 0.2008 (3) | 0.5078 (2) | 0.0390 (8) | |
H2 | 0.2460 | 0.1483 | 0.4743 | 0.047* | |
C3 | 0.1255 (3) | 0.2194 (3) | 0.4687 (3) | 0.0476 (9) | |
H3 | 0.0752 | 0.1796 | 0.4083 | 0.057* | |
C4 | 0.0978 (3) | 0.2950 (3) | 0.5167 (3) | 0.0530 (10) | |
H4 | 0.0283 | 0.3078 | 0.4894 | 0.064* | |
C5 | 0.1709 (3) | 0.3540 (3) | 0.6060 (3) | 0.0422 (8) | |
H5 | 0.1509 | 0.4065 | 0.6390 | 0.051* | |
C6 | 0.2721 (2) | 0.3356 (2) | 0.6459 (2) | 0.0281 (6) | |
C7 | 0.3529 (2) | 0.3973 (2) | 0.7424 (2) | 0.0277 (6) | |
H7A | 0.3201 | 0.4477 | 0.7680 | 0.033* | |
H7B | 0.3677 | 0.3555 | 0.7801 | 0.033* | |
N1 | 0.45650 (19) | 0.44492 (16) | 0.74753 (15) | 0.0228 (5) | |
C8 | 0.5529 (2) | 0.42207 (19) | 0.78510 (18) | 0.0227 (5) | |
Se1 | 0.57786 (3) | 0.32825 (2) | 0.83916 (2) | 0.02863 (8) | |
C9 | 0.4711 (2) | 0.52088 (19) | 0.71564 (18) | 0.0232 (5) | |
C10 | 0.3796 (2) | 0.5572 (2) | 0.66477 (19) | 0.0246 (6) | |
C11 | 0.3552 (3) | 0.5471 (2) | 0.5752 (2) | 0.0351 (7) | |
H11 | 0.3998 | 0.5197 | 0.5481 | 0.042* | |
C12 | 0.2666 (3) | 0.5764 (3) | 0.5246 (2) | 0.0444 (9) | |
H12 | 0.2507 | 0.5691 | 0.4632 | 0.053* | |
C13 | 0.2019 (3) | 0.6158 (3) | 0.5630 (3) | 0.0462 (9) | |
H13 | 0.1414 | 0.6362 | 0.5283 | 0.055* | |
C14 | 0.2241 (4) | 0.6259 (3) | 0.6511 (3) | 0.0519 (10) | |
H14 | 0.1781 | 0.6521 | 0.6771 | 0.062* | |
C15 | 0.3137 (3) | 0.5981 (3) | 0.7029 (2) | 0.0412 (8) | |
H15 | 0.3300 | 0.6070 | 0.7647 | 0.049* | |
C16 | 0.5788 (2) | 0.54519 (19) | 0.73583 (18) | 0.0227 (5) | |
C17 | 0.6406 (2) | 0.6262 (2) | 0.72556 (19) | 0.0252 (6) | |
C18 | 0.6984 (3) | 0.6095 (2) | 0.6728 (2) | 0.0329 (7) | |
H18 | 0.6978 | 0.5446 | 0.6418 | 0.039* | |
C19 | 0.7568 (3) | 0.6868 (3) | 0.6651 (3) | 0.0418 (8) | |
H19 | 0.7959 | 0.6749 | 0.6288 | 0.050* | |
C20 | 0.7583 (3) | 0.7811 (3) | 0.7102 (3) | 0.0441 (8) | |
H20 | 0.7991 | 0.8341 | 0.7055 | 0.053* | |
C21 | 0.7003 (3) | 0.7986 (2) | 0.7623 (3) | 0.0436 (8) | |
H21 | 0.7011 | 0.8638 | 0.7929 | 0.052* | |
C22 | 0.6411 (3) | 0.7217 (2) | 0.7702 (2) | 0.0331 (7) | |
H22 | 0.6011 | 0.7340 | 0.8058 | 0.040* | |
N2 | 0.62857 (19) | 0.48262 (16) | 0.77814 (15) | 0.0220 (5) | |
C23 | 0.7469 (2) | 0.4912 (2) | 0.82079 (19) | 0.0267 (6) | |
H23A | 0.7644 | 0.4699 | 0.8739 | 0.032* | |
H23B | 0.7852 | 0.5608 | 0.8439 | 0.032* | |
C24 | 0.7915 (2) | 0.4329 (2) | 0.75860 (19) | 0.0273 (6) | |
C25 | 0.7432 (3) | 0.3347 (2) | 0.7062 (2) | 0.0311 (6) | |
H25 | 0.6773 | 0.3042 | 0.7050 | 0.037* | |
C26 | 0.7911 (3) | 0.2812 (3) | 0.6557 (2) | 0.0387 (7) | |
H26 | 0.7580 | 0.2142 | 0.6206 | 0.046* | |
C27 | 0.8863 (3) | 0.3247 (3) | 0.6561 (2) | 0.0393 (8) | |
H27 | 0.9187 | 0.2875 | 0.6216 | 0.047* | |
C28 | 0.9342 (3) | 0.4220 (3) | 0.7065 (2) | 0.0413 (8) | |
H28 | 0.9996 | 0.4524 | 0.7069 | 0.050* | |
C29 | 0.8862 (3) | 0.4759 (3) | 0.7571 (2) | 0.0351 (7) | |
H29 | 0.9190 | 0.5432 | 0.7912 | 0.042* | |
C30 | 0.5585 (3) | 0.1771 (3) | 1.0909 (2) | 0.0491 (9) | |
H30 | 0.6202 | 0.2240 | 1.1018 | 0.059* | |
C31 | 0.5587 (4) | 0.1424 (4) | 1.1588 (3) | 0.0648 (13) | |
H31 | 0.6199 | 0.1666 | 1.2167 | 0.078* | |
C32 | 0.4709 (4) | 0.0730 (3) | 1.1427 (3) | 0.0563 (12) | |
H32 | 0.4721 | 0.0474 | 1.1885 | 0.068* | |
C33 | 0.3819 (4) | 0.0412 (3) | 1.0607 (3) | 0.0651 (13) | |
H33 | 0.3199 | −0.0052 | 1.0498 | 0.078* | |
C34 | 0.3818 (4) | 0.0765 (3) | 0.9930 (3) | 0.0558 (11) | |
H34 | 0.3197 | 0.0531 | 0.9356 | 0.067* | |
C35 | 0.4684 (3) | 0.1437 (2) | 1.00705 (19) | 0.0283 (6) | |
C36 | 0.4722 (2) | 0.1824 (2) | 0.93410 (18) | 0.0236 (5) | |
H36A | 0.5324 | 0.2419 | 0.9626 | 0.028* | |
H36B | 0.4878 | 0.1331 | 0.8900 | 0.028* | |
N3 | 0.36874 (18) | 0.20544 (16) | 0.88532 (14) | 0.0195 (4) | |
C37 | 0.3351 (2) | 0.28258 (19) | 0.92241 (17) | 0.0208 (5) | |
Se2 | 0.41926 (2) | 0.38665 (2) | 1.03116 (2) | 0.02432 (7) | |
C38 | 0.2820 (2) | 0.14190 (19) | 0.80476 (17) | 0.0208 (5) | |
C39 | 0.2888 (2) | 0.0524 (2) | 0.74254 (18) | 0.0222 (5) | |
C40 | 0.3653 (2) | 0.0541 (2) | 0.7071 (2) | 0.0280 (6) | |
H40 | 0.4178 | 0.1129 | 0.7258 | 0.034* | |
C41 | 0.3649 (3) | −0.0308 (2) | 0.6440 (2) | 0.0344 (7) | |
H41 | 0.4175 | −0.0297 | 0.6199 | 0.041* | |
C42 | 0.2887 (3) | −0.1161 (2) | 0.6165 (2) | 0.0348 (7) | |
H42 | 0.2887 | −0.1736 | 0.5733 | 0.042* | |
C43 | 0.2124 (3) | −0.1183 (2) | 0.6515 (2) | 0.0315 (7) | |
H43 | 0.1601 | −0.1773 | 0.6325 | 0.038* | |
C44 | 0.2119 (2) | −0.0345 (2) | 0.71439 (19) | 0.0261 (6) | |
H44 | 0.1592 | −0.0362 | 0.7383 | 0.031* | |
C45 | 0.1938 (2) | 0.18073 (19) | 0.79410 (18) | 0.0217 (5) | |
C46 | 0.0815 (2) | 0.14143 (19) | 0.72006 (18) | 0.0224 (5) | |
C47 | 0.0640 (2) | 0.1324 (2) | 0.63145 (19) | 0.0273 (6) | |
H47 | 0.1229 | 0.1550 | 0.6194 | 0.033* | |
C48 | −0.0397 (3) | 0.0901 (2) | 0.5609 (2) | 0.0336 (7) | |
H48 | −0.0521 | 0.0847 | 0.5004 | 0.040* | |
C49 | −0.1246 (3) | 0.0560 (2) | 0.5781 (2) | 0.0359 (7) | |
H49 | −0.1954 | 0.0268 | 0.5294 | 0.043* | |
C50 | −0.1075 (3) | 0.0638 (2) | 0.6657 (2) | 0.0358 (7) | |
H50 | −0.1664 | 0.0395 | 0.6769 | 0.043* | |
C51 | −0.0047 (2) | 0.1073 (2) | 0.7372 (2) | 0.0301 (6) | |
H51 | 0.0068 | 0.1136 | 0.7976 | 0.036* | |
N4 | 0.22814 (18) | 0.26809 (16) | 0.86718 (15) | 0.0210 (4) | |
C52 | 0.1591 (2) | 0.3352 (2) | 0.87987 (19) | 0.0236 (5) | |
H52A | 0.1031 | 0.3288 | 0.8193 | 0.028* | |
H52B | 0.2048 | 0.4028 | 0.9088 | 0.028* | |
C53 | 0.1023 (2) | 0.3184 (2) | 0.93731 (19) | 0.0262 (6) | |
C54 | 0.1310 (3) | 0.2618 (2) | 0.9917 (2) | 0.0325 (7) | |
H54 | 0.1874 | 0.2290 | 0.9922 | 0.039* | |
C55 | 0.0770 (3) | 0.2531 (3) | 1.0453 (2) | 0.0434 (8) | |
H55 | 0.0962 | 0.2139 | 1.0820 | 0.052* | |
C56 | −0.0046 (3) | 0.3012 (3) | 1.0454 (3) | 0.0464 (9) | |
H56 | −0.0407 | 0.2956 | 1.0827 | 0.056* | |
C57 | −0.0336 (3) | 0.3573 (3) | 0.9915 (3) | 0.0463 (9) | |
H57 | −0.0898 | 0.3903 | 0.9914 | 0.056* | |
C58 | 0.0191 (3) | 0.3656 (3) | 0.9375 (2) | 0.0375 (7) | |
H58 | −0.0017 | 0.4040 | 0.9001 | 0.045* | |
Ag | 0.59867 (2) | 0.44437 (2) | 1.00177 (2) | 0.03306 (7) | |
Br | 0.77487 (3) | 0.41077 (3) | 1.11754 (2) | 0.04318 (9) | |
C59 | 0.4858 (4) | 0.7506 (4) | 0.5306 (3) | 0.0671 (13) | |
H59A | 0.5389 | 0.7634 | 0.5941 | 0.081* | |
H59B | 0.4115 | 0.7398 | 0.5281 | 0.081* | |
Cl1 | 0.49731 (8) | 0.64544 (7) | 0.45851 (6) | 0.0459 (2) | |
Cl2 | 0.50991 (12) | 0.85328 (9) | 0.50091 (11) | 0.0817 (4) | |
C60 | 0.7655 (4) | 0.1514 (3) | 0.8195 (3) | 0.0628 (12) | |
H60A | 0.7439 | 0.1961 | 0.8623 | 0.075* | 0.898 (4) |
H60B | 0.8157 | 0.1914 | 0.8058 | 0.075* | 0.898 (4) |
H60C | 0.7912 | 0.2167 | 0.8192 | 0.075* | 0.102 (4) |
H60D | 0.8253 | 0.1173 | 0.8271 | 0.075* | 0.102 (4) |
Cl3 | 0.64844 (9) | 0.08367 (10) | 0.71812 (10) | 0.0764 (4) | |
Cl4A | 0.83340 (11) | 0.07387 (9) | 0.87093 (9) | 0.0670 (5) | 0.898 (4) |
Cl4B | 0.7203 (18) | 0.1617 (16) | 0.9129 (15) | 0.120 (7)* | 0.102 (4) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0294 (15) | 0.0298 (15) | 0.0306 (15) | 0.0035 (12) | 0.0132 (13) | 0.0099 (12) |
C2 | 0.0415 (19) | 0.0386 (18) | 0.0322 (17) | −0.0023 (14) | 0.0181 (15) | 0.0073 (14) |
C3 | 0.041 (2) | 0.055 (2) | 0.0329 (18) | −0.0089 (17) | 0.0050 (16) | 0.0178 (17) |
C4 | 0.0272 (18) | 0.057 (2) | 0.064 (3) | 0.0042 (16) | 0.0014 (17) | 0.032 (2) |
C5 | 0.0316 (17) | 0.0375 (18) | 0.056 (2) | 0.0100 (14) | 0.0151 (16) | 0.0194 (16) |
C6 | 0.0261 (15) | 0.0273 (14) | 0.0339 (16) | 0.0040 (11) | 0.0143 (13) | 0.0138 (12) |
C7 | 0.0294 (15) | 0.0283 (14) | 0.0292 (15) | 0.0058 (12) | 0.0173 (13) | 0.0094 (12) |
N1 | 0.0287 (12) | 0.0201 (11) | 0.0191 (11) | 0.0052 (9) | 0.0111 (10) | 0.0054 (9) |
C8 | 0.0306 (15) | 0.0183 (12) | 0.0171 (12) | 0.0058 (11) | 0.0103 (11) | 0.0030 (10) |
Se1 | 0.04242 (18) | 0.02315 (14) | 0.02676 (15) | 0.01194 (12) | 0.01801 (13) | 0.01214 (12) |
C9 | 0.0297 (15) | 0.0211 (13) | 0.0175 (12) | 0.0055 (11) | 0.0101 (11) | 0.0053 (10) |
C10 | 0.0269 (14) | 0.0212 (13) | 0.0252 (14) | 0.0067 (11) | 0.0115 (12) | 0.0068 (11) |
C11 | 0.0392 (18) | 0.0455 (18) | 0.0283 (16) | 0.0242 (15) | 0.0173 (14) | 0.0147 (14) |
C12 | 0.048 (2) | 0.054 (2) | 0.0320 (17) | 0.0304 (18) | 0.0127 (16) | 0.0164 (16) |
C13 | 0.041 (2) | 0.047 (2) | 0.057 (2) | 0.0287 (17) | 0.0187 (18) | 0.0240 (18) |
C14 | 0.061 (2) | 0.057 (2) | 0.068 (3) | 0.042 (2) | 0.045 (2) | 0.032 (2) |
C15 | 0.059 (2) | 0.0440 (19) | 0.0388 (18) | 0.0285 (17) | 0.0317 (17) | 0.0190 (15) |
C16 | 0.0283 (14) | 0.0220 (13) | 0.0169 (12) | 0.0072 (11) | 0.0090 (11) | 0.0060 (10) |
C17 | 0.0267 (14) | 0.0259 (14) | 0.0211 (13) | 0.0065 (11) | 0.0067 (11) | 0.0107 (11) |
C18 | 0.0386 (17) | 0.0327 (16) | 0.0321 (16) | 0.0095 (13) | 0.0182 (14) | 0.0134 (13) |
C19 | 0.044 (2) | 0.047 (2) | 0.048 (2) | 0.0112 (16) | 0.0277 (17) | 0.0258 (17) |
C20 | 0.0414 (19) | 0.0384 (18) | 0.056 (2) | 0.0012 (15) | 0.0201 (17) | 0.0258 (17) |
C21 | 0.051 (2) | 0.0247 (16) | 0.050 (2) | 0.0044 (14) | 0.0191 (18) | 0.0113 (15) |
C22 | 0.0392 (17) | 0.0256 (15) | 0.0346 (17) | 0.0069 (13) | 0.0166 (14) | 0.0102 (13) |
N2 | 0.0263 (12) | 0.0204 (11) | 0.0182 (11) | 0.0069 (9) | 0.0085 (9) | 0.0063 (9) |
C23 | 0.0255 (14) | 0.0277 (14) | 0.0185 (13) | 0.0042 (11) | 0.0031 (11) | 0.0059 (11) |
C24 | 0.0247 (14) | 0.0347 (15) | 0.0221 (14) | 0.0121 (12) | 0.0058 (11) | 0.0133 (12) |
C25 | 0.0315 (16) | 0.0305 (15) | 0.0330 (16) | 0.0108 (12) | 0.0140 (13) | 0.0120 (13) |
C26 | 0.0450 (19) | 0.0378 (17) | 0.0352 (17) | 0.0201 (15) | 0.0166 (15) | 0.0127 (14) |
C27 | 0.0399 (18) | 0.054 (2) | 0.0351 (17) | 0.0282 (16) | 0.0193 (15) | 0.0210 (16) |
C28 | 0.0298 (17) | 0.062 (2) | 0.0378 (18) | 0.0155 (16) | 0.0146 (15) | 0.0229 (17) |
C29 | 0.0288 (16) | 0.0428 (18) | 0.0293 (16) | 0.0059 (13) | 0.0086 (13) | 0.0128 (14) |
C30 | 0.038 (2) | 0.080 (3) | 0.0338 (18) | 0.0264 (19) | 0.0095 (16) | 0.0301 (19) |
C31 | 0.064 (3) | 0.106 (4) | 0.040 (2) | 0.045 (3) | 0.017 (2) | 0.046 (2) |
C32 | 0.104 (4) | 0.054 (2) | 0.041 (2) | 0.054 (3) | 0.041 (2) | 0.0347 (19) |
C33 | 0.096 (4) | 0.051 (2) | 0.046 (2) | −0.004 (2) | 0.030 (2) | 0.024 (2) |
C34 | 0.070 (3) | 0.050 (2) | 0.0279 (18) | −0.0117 (19) | 0.0063 (18) | 0.0170 (16) |
C35 | 0.0396 (17) | 0.0255 (14) | 0.0216 (14) | 0.0170 (12) | 0.0115 (13) | 0.0096 (11) |
C36 | 0.0210 (13) | 0.0240 (13) | 0.0201 (13) | 0.0064 (10) | 0.0026 (11) | 0.0080 (11) |
N3 | 0.0195 (11) | 0.0202 (11) | 0.0158 (10) | 0.0044 (8) | 0.0049 (9) | 0.0060 (9) |
C37 | 0.0234 (13) | 0.0202 (12) | 0.0154 (12) | 0.0034 (10) | 0.0061 (10) | 0.0054 (10) |
Se2 | 0.02608 (15) | 0.02286 (14) | 0.01577 (13) | 0.00262 (11) | 0.00472 (11) | 0.00219 (10) |
C38 | 0.0199 (13) | 0.0222 (13) | 0.0154 (12) | 0.0030 (10) | 0.0035 (10) | 0.0062 (10) |
C39 | 0.0215 (13) | 0.0240 (13) | 0.0156 (12) | 0.0093 (10) | 0.0020 (10) | 0.0062 (10) |
C40 | 0.0247 (14) | 0.0323 (15) | 0.0244 (14) | 0.0096 (12) | 0.0077 (12) | 0.0093 (12) |
C41 | 0.0331 (16) | 0.0427 (18) | 0.0276 (15) | 0.0167 (14) | 0.0142 (13) | 0.0084 (13) |
C42 | 0.0388 (17) | 0.0315 (16) | 0.0228 (15) | 0.0169 (13) | 0.0053 (13) | 0.0012 (12) |
C43 | 0.0307 (16) | 0.0229 (14) | 0.0270 (15) | 0.0073 (12) | 0.0012 (12) | 0.0041 (12) |
C44 | 0.0258 (14) | 0.0253 (14) | 0.0221 (13) | 0.0068 (11) | 0.0053 (11) | 0.0080 (11) |
C45 | 0.0233 (13) | 0.0209 (13) | 0.0164 (12) | 0.0044 (10) | 0.0055 (11) | 0.0049 (10) |
C46 | 0.0202 (13) | 0.0210 (13) | 0.0200 (13) | 0.0074 (10) | 0.0036 (11) | 0.0050 (10) |
C47 | 0.0294 (15) | 0.0276 (14) | 0.0213 (14) | 0.0084 (12) | 0.0071 (12) | 0.0082 (11) |
C48 | 0.0373 (17) | 0.0317 (16) | 0.0198 (14) | 0.0104 (13) | 0.0013 (13) | 0.0064 (12) |
C49 | 0.0260 (15) | 0.0278 (15) | 0.0321 (16) | 0.0048 (12) | −0.0040 (13) | 0.0031 (13) |
C50 | 0.0234 (15) | 0.0359 (17) | 0.0383 (18) | 0.0030 (12) | 0.0079 (13) | 0.0083 (14) |
C51 | 0.0265 (15) | 0.0343 (16) | 0.0253 (15) | 0.0063 (12) | 0.0093 (12) | 0.0076 (12) |
N4 | 0.0216 (11) | 0.0202 (11) | 0.0175 (11) | 0.0054 (9) | 0.0059 (9) | 0.0046 (9) |
C52 | 0.0249 (14) | 0.0214 (13) | 0.0221 (13) | 0.0094 (11) | 0.0080 (11) | 0.0057 (11) |
C53 | 0.0246 (14) | 0.0258 (14) | 0.0197 (13) | 0.0034 (11) | 0.0065 (11) | 0.0014 (11) |
C54 | 0.0337 (16) | 0.0324 (16) | 0.0297 (16) | 0.0061 (13) | 0.0127 (13) | 0.0107 (13) |
C55 | 0.047 (2) | 0.045 (2) | 0.0382 (19) | 0.0003 (16) | 0.0190 (16) | 0.0175 (16) |
C56 | 0.042 (2) | 0.051 (2) | 0.0402 (19) | −0.0052 (16) | 0.0238 (17) | 0.0052 (16) |
C57 | 0.0378 (19) | 0.050 (2) | 0.048 (2) | 0.0116 (16) | 0.0242 (17) | 0.0057 (17) |
C58 | 0.0346 (17) | 0.0434 (19) | 0.0366 (18) | 0.0158 (14) | 0.0170 (15) | 0.0125 (15) |
Ag | 0.03885 (14) | 0.03004 (12) | 0.02210 (12) | 0.00221 (10) | 0.00806 (10) | 0.00678 (9) |
Br | 0.03466 (18) | 0.0598 (2) | 0.03813 (19) | 0.01376 (16) | 0.01402 (15) | 0.02296 (16) |
C59 | 0.078 (3) | 0.079 (3) | 0.044 (2) | 0.035 (3) | 0.031 (2) | 0.008 (2) |
Cl1 | 0.0467 (5) | 0.0523 (5) | 0.0417 (5) | 0.0182 (4) | 0.0221 (4) | 0.0143 (4) |
Cl2 | 0.0795 (8) | 0.0507 (6) | 0.1100 (11) | 0.0188 (6) | 0.0553 (8) | 0.0001 (6) |
C60 | 0.056 (3) | 0.046 (2) | 0.070 (3) | 0.0032 (19) | 0.023 (2) | 0.006 (2) |
Cl3 | 0.0393 (6) | 0.0724 (8) | 0.0863 (9) | 0.0018 (5) | 0.0126 (6) | 0.0080 (6) |
Cl4A | 0.0709 (9) | 0.0580 (8) | 0.0583 (8) | −0.0081 (6) | 0.0150 (6) | 0.0272 (6) |
C1—C2 | 1.381 (5) | C33—C34 | 1.387 (5) |
C1—C6 | 1.390 (4) | C33—H33 | 0.9500 |
C1—H1 | 0.9500 | C34—C35 | 1.352 (5) |
C2—C3 | 1.379 (5) | C34—H34 | 0.9500 |
C2—H2 | 0.9500 | C35—C36 | 1.515 (4) |
C3—C4 | 1.362 (6) | C36—N3 | 1.471 (3) |
C3—H3 | 0.9500 | C36—H36A | 0.9900 |
C4—C5 | 1.400 (6) | C36—H36B | 0.9900 |
C4—H4 | 0.9500 | N3—C37 | 1.351 (3) |
C5—C6 | 1.383 (5) | N3—C38 | 1.397 (3) |
C5—H5 | 0.9500 | C37—N4 | 1.353 (3) |
C6—C7 | 1.512 (4) | C37—Se2 | 1.866 (3) |
C7—N1 | 1.466 (4) | Se2—Agi | 2.7187 (4) |
C7—H7A | 0.9900 | Se2—Ag | 2.7677 (4) |
C7—H7B | 0.9900 | C38—C45 | 1.359 (4) |
N1—C8 | 1.352 (4) | C38—C39 | 1.475 (4) |
N1—C9 | 1.400 (3) | C39—C40 | 1.386 (4) |
C8—N2 | 1.351 (4) | C39—C44 | 1.397 (4) |
C8—Se1 | 1.857 (3) | C40—C41 | 1.395 (4) |
Se1—Ag | 2.6899 (4) | C40—H40 | 0.9500 |
C9—C16 | 1.354 (4) | C41—C42 | 1.377 (5) |
C9—C10 | 1.475 (4) | C41—H41 | 0.9500 |
C10—C11 | 1.384 (4) | C42—C43 | 1.380 (5) |
C10—C15 | 1.386 (4) | C42—H42 | 0.9500 |
C11—C12 | 1.384 (4) | C43—C44 | 1.387 (4) |
C11—H11 | 0.9500 | C43—H43 | 0.9500 |
C12—C13 | 1.368 (5) | C44—H44 | 0.9500 |
C12—H12 | 0.9500 | C45—N4 | 1.392 (3) |
C13—C14 | 1.365 (6) | C45—C46 | 1.481 (4) |
C13—H13 | 0.9500 | C46—C51 | 1.389 (4) |
C14—C15 | 1.389 (5) | C46—C47 | 1.392 (4) |
C14—H14 | 0.9500 | C47—C48 | 1.387 (4) |
C15—H15 | 0.9500 | C47—H47 | 0.9500 |
C16—N2 | 1.402 (3) | C48—C49 | 1.374 (5) |
C16—C17 | 1.476 (4) | C48—H48 | 0.9500 |
C17—C18 | 1.389 (4) | C49—C50 | 1.380 (5) |
C17—C22 | 1.396 (4) | C49—H49 | 0.9500 |
C18—C19 | 1.384 (5) | C50—C51 | 1.386 (4) |
C18—H18 | 0.9500 | C50—H50 | 0.9500 |
C19—C20 | 1.377 (5) | C51—H51 | 0.9500 |
C19—H19 | 0.9500 | N4—C52 | 1.465 (3) |
C20—C21 | 1.384 (5) | C52—C53 | 1.507 (4) |
C20—H20 | 0.9500 | C52—H52A | 0.9900 |
C21—C22 | 1.387 (5) | C52—H52B | 0.9900 |
C21—H21 | 0.9500 | C53—C54 | 1.389 (4) |
C22—H22 | 0.9500 | C53—C58 | 1.395 (4) |
N2—C23 | 1.469 (4) | C54—C55 | 1.392 (5) |
C23—C24 | 1.518 (4) | C54—H54 | 0.9500 |
C23—H23A | 0.9900 | C55—C56 | 1.383 (6) |
C23—H23B | 0.9900 | C55—H55 | 0.9500 |
C24—C29 | 1.387 (4) | C56—C57 | 1.378 (6) |
C24—C25 | 1.393 (4) | C56—H56 | 0.9500 |
C25—C26 | 1.391 (5) | C57—C58 | 1.381 (5) |
C25—H25 | 0.9500 | C57—H57 | 0.9500 |
C26—C27 | 1.381 (5) | C58—H58 | 0.9500 |
C26—H26 | 0.9500 | Ag—Br | 2.6631 (4) |
C27—C28 | 1.377 (5) | Ag—Se2i | 2.7186 (4) |
C27—H27 | 0.9500 | C59—Cl1 | 1.746 (4) |
C28—C29 | 1.395 (5) | C59—Cl2 | 1.761 (6) |
C28—H28 | 0.9500 | C59—H59A | 0.9900 |
C29—H29 | 0.9500 | C59—H59B | 0.9900 |
C30—C31 | 1.384 (6) | C60—Cl3 | 1.760 (5) |
C30—C35 | 1.385 (5) | C60—Cl4A | 1.762 (5) |
C30—H30 | 0.9500 | C60—Cl4B | 1.88 (2) |
C31—C32 | 1.372 (7) | C60—H60A | 0.9900 |
C31—H31 | 0.9500 | C60—H60B | 0.9900 |
C32—C33 | 1.360 (7) | C60—H60C | 0.9900 |
C32—H32 | 0.9500 | C60—H60D | 0.9900 |
C2—C1—C6 | 120.9 (3) | C35—C34—H34 | 119.4 |
C2—C1—H1 | 119.5 | C33—C34—H34 | 119.4 |
C6—C1—H1 | 119.5 | C34—C35—C30 | 118.8 (3) |
C3—C2—C1 | 119.9 (3) | C34—C35—C36 | 122.7 (3) |
C3—C2—H2 | 120.0 | C30—C35—C36 | 118.4 (3) |
C1—C2—H2 | 120.0 | N3—C36—C35 | 112.0 (2) |
C4—C3—C2 | 119.9 (3) | N3—C36—H36A | 109.2 |
C4—C3—H3 | 120.0 | C35—C36—H36A | 109.2 |
C2—C3—H3 | 120.0 | N3—C36—H36B | 109.2 |
C3—C4—C5 | 120.7 (3) | C35—C36—H36B | 109.2 |
C3—C4—H4 | 119.7 | H36A—C36—H36B | 107.9 |
C5—C4—H4 | 119.7 | C37—N3—C38 | 109.6 (2) |
C6—C5—C4 | 119.8 (4) | C37—N3—C36 | 123.6 (2) |
C6—C5—H5 | 120.1 | C38—N3—C36 | 125.3 (2) |
C4—C5—H5 | 120.1 | N3—C37—N4 | 106.8 (2) |
C5—C6—C1 | 118.7 (3) | N3—C37—Se2 | 126.4 (2) |
C5—C6—C7 | 121.4 (3) | N4—C37—Se2 | 126.8 (2) |
C1—C6—C7 | 119.8 (3) | C37—Se2—Agi | 108.43 (8) |
N1—C7—C6 | 112.7 (2) | C37—Se2—Ag | 100.72 (8) |
N1—C7—H7A | 109.1 | Agi—Se2—Ag | 73.649 (11) |
C6—C7—H7A | 109.1 | C45—C38—N3 | 106.9 (2) |
N1—C7—H7B | 109.1 | C45—C38—C39 | 127.7 (2) |
C6—C7—H7B | 109.1 | N3—C38—C39 | 125.4 (2) |
H7A—C7—H7B | 107.8 | C40—C39—C44 | 119.5 (3) |
C8—N1—C9 | 109.8 (2) | C40—C39—C38 | 121.4 (3) |
C8—N1—C7 | 124.5 (2) | C44—C39—C38 | 118.9 (3) |
C9—N1—C7 | 125.7 (2) | C39—C40—C41 | 119.9 (3) |
N2—C8—N1 | 106.8 (2) | C39—C40—H40 | 120.1 |
N2—C8—Se1 | 126.4 (2) | C41—C40—H40 | 120.1 |
N1—C8—Se1 | 126.8 (2) | C42—C41—C40 | 120.3 (3) |
C8—Se1—Ag | 94.72 (8) | C42—C41—H41 | 119.9 |
C16—C9—N1 | 106.7 (2) | C40—C41—H41 | 119.9 |
C16—C9—C10 | 130.3 (3) | C41—C42—C43 | 120.2 (3) |
N1—C9—C10 | 122.8 (3) | C41—C42—H42 | 119.9 |
C11—C10—C15 | 118.5 (3) | C43—C42—H42 | 119.9 |
C11—C10—C9 | 119.6 (3) | C42—C43—C44 | 120.2 (3) |
C15—C10—C9 | 121.9 (3) | C42—C43—H43 | 119.9 |
C10—C11—C12 | 120.7 (3) | C44—C43—H43 | 119.9 |
C10—C11—H11 | 119.6 | C43—C44—C39 | 120.0 (3) |
C12—C11—H11 | 119.6 | C43—C44—H44 | 120.0 |
C13—C12—C11 | 120.1 (3) | C39—C44—H44 | 120.0 |
C13—C12—H12 | 120.0 | C38—C45—N4 | 106.9 (2) |
C11—C12—H12 | 120.0 | C38—C45—C46 | 128.4 (2) |
C14—C13—C12 | 120.2 (3) | N4—C45—C46 | 124.7 (2) |
C14—C13—H13 | 119.9 | C51—C46—C47 | 119.9 (3) |
C12—C13—H13 | 119.9 | C51—C46—C45 | 120.6 (3) |
C13—C14—C15 | 120.2 (3) | C47—C46—C45 | 119.3 (3) |
C13—C14—H14 | 119.9 | C48—C47—C46 | 119.7 (3) |
C15—C14—H14 | 119.9 | C48—C47—H47 | 120.2 |
C10—C15—C14 | 120.3 (3) | C46—C47—H47 | 120.2 |
C10—C15—H15 | 119.8 | C49—C48—C47 | 120.2 (3) |
C14—C15—H15 | 119.8 | C49—C48—H48 | 119.9 |
C9—C16—N2 | 107.2 (2) | C47—C48—H48 | 119.9 |
C9—C16—C17 | 129.5 (3) | C48—C49—C50 | 120.4 (3) |
N2—C16—C17 | 123.1 (2) | C48—C49—H49 | 119.8 |
C18—C17—C22 | 119.4 (3) | C50—C49—H49 | 119.8 |
C18—C17—C16 | 121.6 (3) | C49—C50—C51 | 120.2 (3) |
C22—C17—C16 | 119.0 (3) | C49—C50—H50 | 119.9 |
C19—C18—C17 | 120.5 (3) | C51—C50—H50 | 119.9 |
C19—C18—H18 | 119.8 | C50—C51—C46 | 119.6 (3) |
C17—C18—H18 | 119.8 | C50—C51—H51 | 120.2 |
C20—C19—C18 | 120.0 (3) | C46—C51—H51 | 120.2 |
C20—C19—H19 | 120.0 | C37—N4—C45 | 109.7 (2) |
C18—C19—H19 | 120.0 | C37—N4—C52 | 125.6 (2) |
C19—C20—C21 | 120.1 (3) | C45—N4—C52 | 124.7 (2) |
C19—C20—H20 | 120.0 | N4—C52—C53 | 114.1 (2) |
C21—C20—H20 | 120.0 | N4—C52—H52A | 108.7 |
C20—C21—C22 | 120.4 (3) | C53—C52—H52A | 108.7 |
C20—C21—H21 | 119.8 | N4—C52—H52B | 108.7 |
C22—C21—H21 | 119.8 | C53—C52—H52B | 108.7 |
C21—C22—C17 | 119.6 (3) | H52A—C52—H52B | 107.6 |
C21—C22—H22 | 120.2 | C54—C53—C58 | 118.9 (3) |
C17—C22—H22 | 120.2 | C54—C53—C52 | 123.7 (3) |
C8—N2—C16 | 109.5 (2) | C58—C53—C52 | 117.3 (3) |
C8—N2—C23 | 124.8 (2) | C53—C54—C55 | 119.9 (3) |
C16—N2—C23 | 125.1 (2) | C53—C54—H54 | 120.0 |
N2—C23—C24 | 115.0 (2) | C55—C54—H54 | 120.0 |
N2—C23—H23A | 108.5 | C56—C55—C54 | 120.4 (3) |
C24—C23—H23A | 108.5 | C56—C55—H55 | 119.8 |
N2—C23—H23B | 108.5 | C54—C55—H55 | 119.8 |
C24—C23—H23B | 108.5 | C57—C56—C55 | 120.0 (3) |
H23A—C23—H23B | 107.5 | C57—C56—H56 | 120.0 |
C29—C24—C25 | 118.5 (3) | C55—C56—H56 | 120.0 |
C29—C24—C23 | 119.8 (3) | C56—C57—C58 | 120.0 (3) |
C25—C24—C23 | 121.6 (3) | C56—C57—H57 | 120.0 |
C26—C25—C24 | 120.2 (3) | C58—C57—H57 | 120.0 |
C26—C25—H25 | 119.9 | C57—C58—C53 | 120.8 (3) |
C24—C25—H25 | 119.9 | C57—C58—H58 | 119.6 |
C27—C26—C25 | 120.7 (3) | C53—C58—H58 | 119.6 |
C27—C26—H26 | 119.7 | Br—Ag—Se1 | 102.274 (13) |
C25—C26—H26 | 119.7 | Br—Ag—Se2i | 126.883 (14) |
C28—C27—C26 | 119.8 (3) | Se1—Ag—Se2i | 100.026 (11) |
C28—C27—H27 | 120.1 | Br—Ag—Se2 | 109.628 (12) |
C26—C27—H27 | 120.1 | Se1—Ag—Se2 | 110.623 (12) |
C27—C28—C29 | 119.7 (3) | Se2i—Ag—Se2 | 106.352 (11) |
C27—C28—H28 | 120.2 | Cl1—C59—Cl2 | 112.3 (3) |
C29—C28—H28 | 120.2 | Cl1—C59—H59A | 109.1 |
C24—C29—C28 | 121.2 (3) | Cl2—C59—H59A | 109.1 |
C24—C29—H29 | 119.4 | Cl1—C59—H59B | 109.1 |
C28—C29—H29 | 119.4 | Cl2—C59—H59B | 109.1 |
C31—C30—C35 | 120.1 (4) | H59A—C59—H59B | 107.9 |
C31—C30—H30 | 119.9 | Cl3—C60—Cl4A | 110.9 (2) |
C35—C30—H30 | 119.9 | Cl3—C60—Cl4B | 104.9 (7) |
C32—C31—C30 | 120.2 (4) | Cl3—C60—H60A | 109.5 |
C32—C31—H31 | 119.9 | Cl4A—C60—H60A | 109.5 |
C30—C31—H31 | 119.9 | Cl3—C60—H60B | 109.5 |
C33—C32—C31 | 119.5 (4) | Cl4A—C60—H60B | 109.5 |
C33—C32—H32 | 120.2 | H60A—C60—H60B | 108.0 |
C31—C32—H32 | 120.2 | Cl3—C60—H60C | 110.8 |
C32—C33—C34 | 120.0 (4) | Cl4B—C60—H60C | 110.8 |
C32—C33—H33 | 120.0 | Cl3—C60—H60D | 110.8 |
C34—C33—H33 | 120.0 | Cl4B—C60—H60D | 110.8 |
C35—C34—C33 | 121.2 (4) | H60C—C60—H60D | 108.8 |
C6—C1—C2—C3 | 0.0 (5) | C30—C31—C32—C33 | −2.3 (7) |
C1—C2—C3—C4 | 0.3 (5) | C31—C32—C33—C34 | 2.0 (7) |
C2—C3—C4—C5 | −0.3 (6) | C32—C33—C34—C35 | −1.0 (8) |
C3—C4—C5—C6 | 0.1 (6) | C33—C34—C35—C30 | 0.1 (6) |
C4—C5—C6—C1 | 0.2 (5) | C33—C34—C35—C36 | 178.7 (4) |
C4—C5—C6—C7 | −179.6 (3) | C31—C30—C35—C34 | −0.4 (6) |
C2—C1—C6—C5 | −0.2 (5) | C31—C30—C35—C36 | −179.0 (4) |
C2—C1—C6—C7 | 179.6 (3) | C34—C35—C36—N3 | 44.2 (4) |
C5—C6—C7—N1 | −120.5 (3) | C30—C35—C36—N3 | −137.3 (3) |
C1—C6—C7—N1 | 59.7 (4) | C35—C36—N3—C37 | 72.1 (3) |
C6—C7—N1—C8 | −111.0 (3) | C35—C36—N3—C38 | −92.7 (3) |
C6—C7—N1—C9 | 69.7 (3) | C38—N3—C37—N4 | 0.8 (3) |
C9—N1—C8—N2 | 0.4 (3) | C36—N3—C37—N4 | −166.1 (2) |
C7—N1—C8—N2 | −179.0 (2) | C38—N3—C37—Se2 | 178.82 (19) |
C9—N1—C8—Se1 | 178.68 (19) | C36—N3—C37—Se2 | 11.9 (4) |
C7—N1—C8—Se1 | −0.7 (4) | N3—C37—Se2—Agi | 128.8 (2) |
N2—C8—Se1—Ag | 94.9 (2) | N4—C37—Se2—Agi | −53.6 (2) |
N1—C8—Se1—Ag | −83.1 (2) | N3—C37—Se2—Ag | 52.6 (2) |
C8—N1—C9—C16 | −1.0 (3) | N4—C37—Se2—Ag | −129.7 (2) |
C7—N1—C9—C16 | 178.4 (2) | C37—N3—C38—C45 | −1.2 (3) |
C8—N1—C9—C10 | 175.2 (2) | C36—N3—C38—C45 | 165.5 (2) |
C7—N1—C9—C10 | −5.5 (4) | C37—N3—C38—C39 | 176.5 (3) |
C16—C9—C10—C11 | 59.5 (4) | C36—N3—C38—C39 | −16.9 (4) |
N1—C9—C10—C11 | −115.8 (3) | C45—C38—C39—C40 | 123.0 (3) |
C16—C9—C10—C15 | −123.2 (4) | N3—C38—C39—C40 | −54.1 (4) |
N1—C9—C10—C15 | 61.6 (4) | C45—C38—C39—C44 | −52.8 (4) |
C15—C10—C11—C12 | −0.5 (5) | N3—C38—C39—C44 | 130.1 (3) |
C9—C10—C11—C12 | 176.9 (3) | C44—C39—C40—C41 | −0.1 (4) |
C10—C11—C12—C13 | 0.0 (6) | C38—C39—C40—C41 | −176.0 (3) |
C11—C12—C13—C14 | −0.3 (6) | C39—C40—C41—C42 | 0.2 (5) |
C12—C13—C14—C15 | 1.2 (7) | C40—C41—C42—C43 | −0.3 (5) |
C11—C10—C15—C14 | 1.4 (5) | C41—C42—C43—C44 | 0.2 (5) |
C9—C10—C15—C14 | −176.0 (3) | C42—C43—C44—C39 | −0.1 (4) |
C13—C14—C15—C10 | −1.8 (6) | C40—C39—C44—C43 | 0.1 (4) |
N1—C9—C16—N2 | 1.2 (3) | C38—C39—C44—C43 | 176.0 (2) |
C10—C9—C16—N2 | −174.6 (3) | N3—C38—C45—N4 | 1.0 (3) |
N1—C9—C16—C17 | −173.6 (3) | C39—C38—C45—N4 | −176.5 (3) |
C10—C9—C16—C17 | 10.6 (5) | N3—C38—C45—C46 | −179.5 (3) |
C9—C16—C17—C18 | −121.8 (3) | C39—C38—C45—C46 | 2.9 (5) |
N2—C16—C17—C18 | 64.1 (4) | C38—C45—C46—C51 | 111.2 (3) |
C9—C16—C17—C22 | 58.3 (4) | N4—C45—C46—C51 | −69.5 (4) |
N2—C16—C17—C22 | −115.7 (3) | C38—C45—C46—C47 | −64.2 (4) |
C22—C17—C18—C19 | 0.6 (5) | N4—C45—C46—C47 | 115.2 (3) |
C16—C17—C18—C19 | −179.3 (3) | C51—C46—C47—C48 | 0.7 (4) |
C17—C18—C19—C20 | 0.2 (5) | C45—C46—C47—C48 | 176.1 (3) |
C18—C19—C20—C21 | −0.8 (6) | C46—C47—C48—C49 | −1.0 (4) |
C19—C20—C21—C22 | 0.5 (6) | C47—C48—C49—C50 | 0.3 (5) |
C20—C21—C22—C17 | 0.3 (5) | C48—C49—C50—C51 | 0.7 (5) |
C18—C17—C22—C21 | −0.9 (5) | C49—C50—C51—C46 | −1.0 (5) |
C16—C17—C22—C21 | 179.0 (3) | C47—C46—C51—C50 | 0.3 (4) |
N1—C8—N2—C16 | 0.4 (3) | C45—C46—C51—C50 | −175.0 (3) |
Se1—C8—N2—C16 | −177.93 (19) | N3—C37—N4—C45 | −0.1 (3) |
N1—C8—N2—C23 | 171.8 (2) | Se2—C37—N4—C45 | −178.15 (19) |
Se1—C8—N2—C23 | −6.5 (4) | N3—C37—N4—C52 | −178.2 (2) |
C9—C16—N2—C8 | −1.0 (3) | Se2—C37—N4—C52 | 3.8 (4) |
C17—C16—N2—C8 | 174.2 (2) | C38—C45—N4—C37 | −0.6 (3) |
C9—C16—N2—C23 | −172.4 (2) | C46—C45—N4—C37 | 180.0 (2) |
C17—C16—N2—C23 | 2.8 (4) | C38—C45—N4—C52 | 177.5 (2) |
C8—N2—C23—C24 | 97.6 (3) | C46—C45—N4—C52 | −2.0 (4) |
C16—N2—C23—C24 | −92.3 (3) | C37—N4—C52—C53 | −89.4 (3) |
N2—C23—C24—C29 | 134.4 (3) | C45—N4—C52—C53 | 92.9 (3) |
N2—C23—C24—C25 | −49.4 (4) | N4—C52—C53—C54 | 14.8 (4) |
C29—C24—C25—C26 | 1.5 (4) | N4—C52—C53—C58 | −167.5 (3) |
C23—C24—C25—C26 | −174.7 (3) | C58—C53—C54—C55 | −0.1 (5) |
C24—C25—C26—C27 | −0.6 (5) | C52—C53—C54—C55 | 177.5 (3) |
C25—C26—C27—C28 | −0.3 (5) | C53—C54—C55—C56 | −0.5 (5) |
C26—C27—C28—C29 | 0.2 (5) | C54—C55—C56—C57 | 0.7 (6) |
C25—C24—C29—C28 | −1.7 (5) | C55—C56—C57—C58 | −0.1 (6) |
C23—C24—C29—C28 | 174.7 (3) | C56—C57—C58—C53 | −0.5 (5) |
C27—C28—C29—C24 | 0.8 (5) | C54—C53—C58—C57 | 0.7 (5) |
C35—C30—C31—C32 | 1.5 (7) | C52—C53—C58—C57 | −177.2 (3) |
Symmetry code: (i) −x+1, −y+1, −z+2. |
[Cu(CN)(C29H24N2Se)]·C2H3N | F(000) = 2480 |
Mr = 610.07 | Dx = 1.447 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 13.7704 (3) Å | Cell parameters from 23662 reflections |
b = 14.3398 (3) Å | θ = 3.0–26.3° |
c = 28.4102 (7) Å | µ = 2.11 mm−1 |
β = 93.024 (2)° | T = 100 K |
V = 5602.2 (2) Å3 | Rod, colourless |
Z = 8 | 0.35 × 0.12 × 0.11 mm |
Rigaku SuperNova, Dual, Cu at zero, Atlas diffractometer | 11392 independent reflections |
Radiation source: micro-focus sealed X-ray tube | 10122 reflections with I > 2σ(I) |
Detector resolution: 10.3196 pixels mm-1 | Rint = 0.038 |
ω scans | θmax = 26.4°, θmin = 2.8° |
Absorption correction: gaussian (CrysAlis PRO; Rigaku OD, 2015) | h = −17→17 |
Tmin = 0.643, Tmax = 0.851 | k = −17→17 |
71725 measured reflections | l = −34→35 |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.048 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.119 | H-atom parameters constrained |
S = 1.06 | w = 1/[σ2(Fo2) + (0.045P)2 + 17.9881P] where P = (Fo2 + 2Fc2)/3 |
11392 reflections | (Δ/σ)max = 0.002 |
687 parameters | Δρmax = 2.04 e Å−3 |
0 restraints | Δρmin = −0.56 e Å−3 |
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. |
x | y | z | Uiso*/Ueq | ||
C1 | 0.7661 (3) | 0.8105 (3) | 0.56492 (13) | 0.0266 (8) | |
H1 | 0.8151 | 0.7909 | 0.5448 | 0.032* | |
C2 | 0.6869 (3) | 0.8612 (3) | 0.54673 (14) | 0.0324 (9) | |
H2 | 0.6819 | 0.8758 | 0.5141 | 0.039* | |
C3 | 0.6153 (3) | 0.8906 (3) | 0.57562 (15) | 0.0332 (9) | |
H3 | 0.5620 | 0.9265 | 0.5631 | 0.040* | |
C4 | 0.6218 (3) | 0.8673 (3) | 0.62283 (15) | 0.0343 (9) | |
H4 | 0.5720 | 0.8859 | 0.6427 | 0.041* | |
C5 | 0.7008 (3) | 0.8171 (3) | 0.64125 (13) | 0.0253 (7) | |
H5 | 0.7051 | 0.8019 | 0.6738 | 0.030* | |
C6 | 0.7738 (2) | 0.7886 (2) | 0.61249 (12) | 0.0189 (7) | |
C7 | 0.8551 (2) | 0.7292 (2) | 0.63438 (12) | 0.0204 (7) | |
H7A | 0.8727 | 0.7532 | 0.6664 | 0.024* | |
H7B | 0.8310 | 0.6646 | 0.6377 | 0.024* | |
N1 | 0.9424 (2) | 0.72729 (19) | 0.60732 (9) | 0.0183 (6) | |
C8 | 0.9750 (2) | 0.6511 (2) | 0.58509 (11) | 0.0200 (7) | |
C9 | 1.0034 (2) | 0.8028 (2) | 0.60041 (11) | 0.0174 (6) | |
C10 | 0.9878 (2) | 0.8956 (2) | 0.62140 (11) | 0.0177 (6) | |
C11 | 0.9911 (2) | 0.9067 (2) | 0.67034 (12) | 0.0218 (7) | |
H11 | 1.0039 | 0.8545 | 0.6903 | 0.026* | |
C12 | 0.9757 (3) | 0.9937 (3) | 0.68992 (13) | 0.0262 (8) | |
H12 | 0.9773 | 1.0007 | 0.7232 | 0.031* | |
C13 | 0.9580 (3) | 1.0703 (3) | 0.66121 (14) | 0.0281 (8) | |
H13 | 0.9476 | 1.1298 | 0.6747 | 0.034* | |
C14 | 0.9554 (3) | 1.0602 (3) | 0.61274 (14) | 0.0284 (8) | |
H14 | 0.9438 | 1.1130 | 0.5930 | 0.034* | |
C15 | 0.9697 (3) | 0.9730 (2) | 0.59275 (12) | 0.0237 (7) | |
H15 | 0.9671 | 0.9663 | 0.5594 | 0.028* | |
C16 | 1.0749 (2) | 0.7722 (2) | 0.57321 (11) | 0.0188 (7) | |
C17 | 1.1600 (2) | 0.8218 (2) | 0.55600 (11) | 0.0180 (6) | |
C18 | 1.1500 (3) | 0.8798 (3) | 0.51648 (13) | 0.0301 (8) | |
H18 | 1.0883 | 0.8867 | 0.5003 | 0.036* | |
C19 | 1.2298 (3) | 0.9274 (3) | 0.50083 (15) | 0.0357 (9) | |
H19 | 1.2227 | 0.9667 | 0.4739 | 0.043* | |
C20 | 1.3199 (3) | 0.9176 (3) | 0.52444 (14) | 0.0313 (8) | |
H20 | 1.3743 | 0.9508 | 0.5139 | 0.038* | |
C21 | 1.3312 (3) | 0.8598 (3) | 0.56325 (13) | 0.0281 (8) | |
H21 | 1.3933 | 0.8525 | 0.5790 | 0.034* | |
C22 | 1.2508 (3) | 0.8122 (3) | 0.57926 (12) | 0.0235 (7) | |
H22 | 1.2582 | 0.7730 | 0.6062 | 0.028* | |
N2 | 1.0562 (2) | 0.67822 (19) | 0.56411 (9) | 0.0195 (6) | |
C23 | 1.1121 (3) | 0.6179 (2) | 0.53376 (12) | 0.0224 (7) | |
H23A | 1.1495 | 0.6576 | 0.5127 | 0.027* | |
H23B | 1.0663 | 0.5800 | 0.5137 | 0.027* | |
C24 | 1.1821 (3) | 0.5528 (3) | 0.56083 (13) | 0.0253 (7) | |
C25 | 1.2045 (3) | 0.5611 (3) | 0.60863 (13) | 0.0269 (8) | |
H25 | 1.1780 | 0.6111 | 0.6257 | 0.032* | |
C26 | 1.2657 (3) | 0.4965 (3) | 0.63204 (15) | 0.0384 (10) | |
H26 | 1.2812 | 0.5033 | 0.6648 | 0.046* | |
C27 | 1.3040 (3) | 0.4226 (4) | 0.60772 (16) | 0.0453 (11) | |
H27 | 1.3435 | 0.3774 | 0.6239 | 0.054* | |
C28 | 1.2840 (3) | 0.4152 (3) | 0.55930 (16) | 0.0464 (11) | |
H28 | 1.3121 | 0.3661 | 0.5421 | 0.056* | |
C29 | 1.2230 (3) | 0.4793 (3) | 0.53623 (15) | 0.0390 (10) | |
H29 | 1.2089 | 0.4733 | 0.5033 | 0.047* | |
Se1 | 0.92117 (3) | 0.53117 (2) | 0.58409 (2) | 0.02398 (10) | |
Cu1 | 0.95522 (3) | 0.49927 (3) | 0.66587 (2) | 0.02577 (11) | |
C59 | 0.9042 (3) | 0.3973 (3) | 0.69925 (13) | 0.0282 (8) | |
N5 | 0.8749 (2) | 0.3390 (2) | 0.72193 (12) | 0.0322 (7) | |
Cu2 | 0.82825 (3) | 0.24571 (3) | 0.76454 (2) | 0.02719 (12) | |
Se2 | 0.66152 (3) | 0.27327 (3) | 0.77892 (2) | 0.02914 (10) | |
C30 | 0.5614 (4) | 0.3668 (4) | 0.59119 (16) | 0.0474 (11) | |
H30 | 0.5037 | 0.4033 | 0.5905 | 0.057* | |
C31 | 0.6036 (5) | 0.3434 (5) | 0.54929 (18) | 0.0644 (16) | |
H31 | 0.5758 | 0.3649 | 0.5200 | 0.077* | |
C32 | 0.6879 (4) | 0.2878 (4) | 0.55079 (18) | 0.0641 (17) | |
H32 | 0.7136 | 0.2659 | 0.5224 | 0.077* | |
C33 | 0.7316 (5) | 0.2661 (5) | 0.5926 (2) | 0.084 (2) | |
H33 | 0.7924 | 0.2347 | 0.5937 | 0.101* | |
C34 | 0.6894 (4) | 0.2887 (4) | 0.63443 (18) | 0.0614 (16) | |
H34 | 0.7205 | 0.2706 | 0.6636 | 0.074* | |
C35 | 0.6040 (3) | 0.3366 (3) | 0.63423 (13) | 0.0280 (8) | |
C36 | 0.5573 (3) | 0.3625 (3) | 0.67936 (13) | 0.0262 (8) | |
H36A | 0.4960 | 0.3965 | 0.6714 | 0.031* | |
H36B | 0.5404 | 0.3047 | 0.6961 | 0.031* | |
N3 | 0.6190 (2) | 0.4204 (2) | 0.71106 (10) | 0.0216 (6) | |
C37 | 0.6612 (3) | 0.3937 (2) | 0.75286 (12) | 0.0232 (7) | |
C38 | 0.6364 (2) | 0.5153 (2) | 0.70361 (12) | 0.0199 (7) | |
C39 | 0.6004 (2) | 0.5646 (2) | 0.66026 (12) | 0.0208 (7) | |
C40 | 0.6554 (3) | 0.5642 (3) | 0.62088 (13) | 0.0283 (8) | |
H40 | 0.7164 | 0.5330 | 0.6219 | 0.034* | |
C41 | 0.6218 (3) | 0.6090 (3) | 0.57994 (14) | 0.0364 (10) | |
H41 | 0.6600 | 0.6091 | 0.5531 | 0.044* | |
C42 | 0.5336 (3) | 0.6530 (3) | 0.57830 (15) | 0.0427 (11) | |
H42 | 0.5104 | 0.6835 | 0.5502 | 0.051* | |
C43 | 0.4786 (3) | 0.6529 (4) | 0.61719 (19) | 0.0559 (14) | |
H43 | 0.4170 | 0.6831 | 0.6157 | 0.067* | |
C44 | 0.5114 (3) | 0.6097 (3) | 0.65840 (16) | 0.0430 (11) | |
H44 | 0.4732 | 0.6109 | 0.6853 | 0.052* | |
C45 | 0.6898 (2) | 0.5460 (2) | 0.74189 (12) | 0.0194 (7) | |
C46 | 0.7299 (2) | 0.6395 (2) | 0.75337 (11) | 0.0194 (7) | |
C47 | 0.8295 (3) | 0.6547 (2) | 0.75481 (12) | 0.0233 (7) | |
H47 | 0.8723 | 0.6051 | 0.7480 | 0.028* | |
C48 | 0.8669 (3) | 0.7425 (3) | 0.76618 (12) | 0.0276 (8) | |
H48 | 0.9352 | 0.7525 | 0.7673 | 0.033* | |
C49 | 0.8050 (3) | 0.8150 (3) | 0.77590 (13) | 0.0313 (9) | |
H49 | 0.8305 | 0.8750 | 0.7836 | 0.038* | |
C50 | 0.7054 (3) | 0.7999 (3) | 0.77436 (13) | 0.0314 (8) | |
H50 | 0.6629 | 0.8497 | 0.7811 | 0.038* | |
C51 | 0.6676 (3) | 0.7132 (3) | 0.76306 (12) | 0.0251 (7) | |
H51 | 0.5993 | 0.7035 | 0.7619 | 0.030* | |
N4 | 0.7045 (2) | 0.4698 (2) | 0.77188 (10) | 0.0214 (6) | |
C52 | 0.7539 (3) | 0.4747 (2) | 0.81887 (12) | 0.0235 (7) | |
H52A | 0.8209 | 0.4984 | 0.8159 | 0.028* | |
H52B | 0.7586 | 0.4112 | 0.8325 | 0.028* | |
C53 | 0.7010 (3) | 0.5374 (2) | 0.85174 (12) | 0.0223 (7) | |
C54 | 0.5996 (3) | 0.5417 (3) | 0.84997 (13) | 0.0292 (8) | |
H54 | 0.5627 | 0.5049 | 0.8277 | 0.035* | |
C55 | 0.5525 (3) | 0.5998 (3) | 0.88072 (15) | 0.0381 (10) | |
H55 | 0.4835 | 0.6028 | 0.8793 | 0.046* | |
C56 | 0.6058 (3) | 0.6533 (3) | 0.91339 (16) | 0.0426 (10) | |
H56 | 0.5736 | 0.6932 | 0.9342 | 0.051* | |
C57 | 0.7057 (3) | 0.6483 (3) | 0.91558 (15) | 0.0411 (10) | |
H57 | 0.7424 | 0.6846 | 0.9381 | 0.049* | |
C58 | 0.7534 (3) | 0.5903 (3) | 0.88486 (13) | 0.0302 (8) | |
H58 | 0.8224 | 0.5871 | 0.8867 | 0.036* | |
C60 | 0.9083 (3) | 0.1490 (2) | 0.79035 (12) | 0.0238 (7) | |
N6 | 0.9596 (2) | 0.0943 (2) | 0.80625 (11) | 0.0280 (7) | |
N7 | 0.5766 (3) | 0.4987 (3) | 0.24282 (14) | 0.0445 (9) | |
C61 | 0.6400 (3) | 0.4766 (3) | 0.22229 (16) | 0.0365 (9) | |
C62 | 0.7238 (4) | 0.4507 (4) | 0.1964 (2) | 0.0624 (16) | |
H62A | 0.7024 | 0.4155 | 0.1682 | 0.094* | |
H62B | 0.7677 | 0.4121 | 0.2164 | 0.094* | |
H62C | 0.7581 | 0.5072 | 0.1871 | 0.094* | |
N8 | 0.9405 (3) | 0.7629 (3) | 0.47523 (14) | 0.0484 (10) | |
C63 | 0.9333 (3) | 0.7302 (3) | 0.43914 (15) | 0.0340 (9) | |
C64 | 0.9265 (4) | 0.6919 (3) | 0.39148 (16) | 0.0476 (11) | |
H64A | 0.8753 | 0.7245 | 0.3727 | 0.071* | |
H64B | 0.9109 | 0.6253 | 0.3929 | 0.071* | |
H64C | 0.9888 | 0.7001 | 0.3769 | 0.071* |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0223 (18) | 0.035 (2) | 0.0229 (18) | 0.0024 (15) | 0.0034 (14) | 0.0067 (15) |
C2 | 0.030 (2) | 0.039 (2) | 0.028 (2) | −0.0039 (17) | −0.0033 (16) | 0.0129 (17) |
C3 | 0.0228 (19) | 0.029 (2) | 0.047 (2) | 0.0033 (15) | −0.0051 (17) | 0.0048 (17) |
C4 | 0.0237 (19) | 0.038 (2) | 0.041 (2) | 0.0055 (16) | 0.0071 (17) | −0.0092 (18) |
C5 | 0.0246 (18) | 0.0293 (19) | 0.0222 (18) | 0.0007 (14) | 0.0043 (14) | −0.0037 (14) |
C6 | 0.0183 (16) | 0.0174 (15) | 0.0212 (16) | −0.0028 (12) | 0.0018 (13) | −0.0007 (13) |
C7 | 0.0200 (16) | 0.0244 (17) | 0.0173 (16) | 0.0015 (13) | 0.0062 (13) | 0.0041 (13) |
N1 | 0.0178 (14) | 0.0198 (14) | 0.0172 (13) | 0.0013 (11) | 0.0015 (11) | 0.0004 (11) |
C8 | 0.0218 (17) | 0.0209 (16) | 0.0170 (16) | 0.0032 (13) | −0.0014 (13) | 0.0002 (13) |
C9 | 0.0169 (16) | 0.0216 (16) | 0.0135 (15) | 0.0027 (12) | −0.0005 (12) | 0.0018 (12) |
C10 | 0.0155 (15) | 0.0195 (16) | 0.0184 (16) | 0.0019 (12) | 0.0037 (12) | −0.0004 (12) |
C11 | 0.0187 (16) | 0.0263 (17) | 0.0204 (17) | 0.0001 (13) | 0.0004 (13) | −0.0008 (14) |
C12 | 0.0219 (18) | 0.0318 (19) | 0.0251 (18) | −0.0009 (14) | 0.0047 (14) | −0.0084 (15) |
C13 | 0.0225 (18) | 0.0231 (18) | 0.039 (2) | 0.0000 (14) | 0.0069 (16) | −0.0098 (16) |
C14 | 0.0283 (19) | 0.0226 (18) | 0.035 (2) | 0.0040 (15) | 0.0062 (16) | 0.0042 (15) |
C15 | 0.0266 (18) | 0.0240 (17) | 0.0207 (17) | 0.0031 (14) | 0.0040 (14) | 0.0003 (14) |
C16 | 0.0223 (17) | 0.0209 (16) | 0.0131 (15) | 0.0050 (13) | −0.0019 (12) | 0.0016 (12) |
C17 | 0.0193 (16) | 0.0207 (16) | 0.0144 (15) | 0.0036 (13) | 0.0035 (12) | −0.0014 (12) |
C18 | 0.0244 (18) | 0.040 (2) | 0.0260 (19) | 0.0019 (16) | 0.0010 (15) | 0.0080 (16) |
C19 | 0.032 (2) | 0.043 (2) | 0.033 (2) | −0.0007 (18) | 0.0044 (17) | 0.0143 (18) |
C20 | 0.0261 (19) | 0.032 (2) | 0.037 (2) | −0.0038 (16) | 0.0085 (16) | 0.0020 (17) |
C21 | 0.0207 (18) | 0.033 (2) | 0.031 (2) | 0.0021 (15) | 0.0011 (15) | −0.0050 (16) |
C22 | 0.0243 (18) | 0.0279 (18) | 0.0185 (16) | 0.0024 (14) | 0.0021 (14) | 0.0005 (14) |
N2 | 0.0196 (14) | 0.0224 (14) | 0.0165 (14) | 0.0035 (11) | 0.0022 (11) | −0.0019 (11) |
C23 | 0.0254 (18) | 0.0247 (17) | 0.0172 (16) | 0.0039 (14) | 0.0035 (14) | −0.0032 (13) |
C24 | 0.0227 (18) | 0.0296 (19) | 0.0235 (18) | 0.0052 (14) | 0.0008 (14) | −0.0017 (15) |
C25 | 0.0266 (19) | 0.0305 (19) | 0.0237 (18) | 0.0027 (15) | 0.0015 (14) | −0.0045 (15) |
C26 | 0.035 (2) | 0.053 (3) | 0.026 (2) | 0.0072 (19) | −0.0058 (17) | −0.0002 (18) |
C27 | 0.038 (2) | 0.057 (3) | 0.040 (2) | 0.016 (2) | −0.0028 (19) | 0.009 (2) |
C28 | 0.048 (3) | 0.050 (3) | 0.041 (2) | 0.025 (2) | 0.000 (2) | −0.004 (2) |
C29 | 0.046 (2) | 0.044 (2) | 0.027 (2) | 0.017 (2) | −0.0013 (18) | −0.0035 (18) |
Se1 | 0.02574 (19) | 0.02198 (18) | 0.02412 (19) | −0.00181 (13) | 0.00024 (14) | −0.00282 (13) |
Cu1 | 0.0309 (2) | 0.0204 (2) | 0.0263 (2) | −0.00198 (17) | 0.00483 (18) | 0.00115 (17) |
C59 | 0.036 (2) | 0.0238 (18) | 0.0250 (19) | −0.0014 (15) | 0.0041 (16) | −0.0006 (15) |
N5 | 0.0349 (18) | 0.0259 (17) | 0.0360 (18) | 0.0016 (14) | 0.0032 (14) | 0.0023 (14) |
Cu2 | 0.0365 (3) | 0.0186 (2) | 0.0263 (2) | 0.00050 (18) | 0.00004 (19) | 0.00181 (17) |
Se2 | 0.0374 (2) | 0.02157 (18) | 0.0290 (2) | −0.00150 (15) | 0.00708 (16) | 0.00452 (14) |
C30 | 0.043 (3) | 0.065 (3) | 0.035 (2) | −0.007 (2) | −0.001 (2) | −0.007 (2) |
C31 | 0.072 (4) | 0.090 (4) | 0.031 (3) | −0.021 (3) | 0.002 (2) | −0.013 (3) |
C32 | 0.066 (4) | 0.089 (4) | 0.039 (3) | −0.022 (3) | 0.024 (3) | −0.037 (3) |
C33 | 0.076 (4) | 0.116 (6) | 0.060 (4) | 0.047 (4) | 0.015 (3) | −0.030 (4) |
C34 | 0.065 (3) | 0.083 (4) | 0.036 (3) | 0.034 (3) | 0.002 (2) | −0.013 (3) |
C35 | 0.033 (2) | 0.0274 (19) | 0.0243 (18) | −0.0089 (15) | 0.0049 (15) | −0.0091 (15) |
C36 | 0.0266 (19) | 0.0271 (18) | 0.0253 (18) | −0.0062 (15) | 0.0028 (15) | −0.0051 (15) |
N3 | 0.0247 (15) | 0.0220 (14) | 0.0185 (14) | −0.0006 (12) | 0.0041 (12) | −0.0025 (11) |
C37 | 0.0268 (18) | 0.0210 (17) | 0.0224 (17) | 0.0010 (14) | 0.0070 (14) | −0.0007 (14) |
C38 | 0.0188 (16) | 0.0213 (16) | 0.0202 (17) | 0.0006 (13) | 0.0056 (13) | −0.0002 (13) |
C39 | 0.0215 (17) | 0.0225 (16) | 0.0181 (16) | −0.0036 (13) | −0.0009 (13) | −0.0023 (13) |
C40 | 0.033 (2) | 0.0285 (19) | 0.0243 (18) | −0.0025 (15) | 0.0062 (15) | −0.0016 (15) |
C41 | 0.054 (3) | 0.036 (2) | 0.0202 (19) | −0.0099 (19) | 0.0053 (18) | −0.0018 (16) |
C42 | 0.052 (3) | 0.044 (2) | 0.030 (2) | −0.014 (2) | −0.018 (2) | 0.0143 (19) |
C43 | 0.033 (2) | 0.069 (3) | 0.065 (3) | 0.012 (2) | −0.003 (2) | 0.035 (3) |
C44 | 0.033 (2) | 0.057 (3) | 0.040 (2) | 0.015 (2) | 0.0140 (19) | 0.020 (2) |
C45 | 0.0185 (16) | 0.0216 (16) | 0.0188 (16) | 0.0041 (13) | 0.0068 (13) | −0.0007 (13) |
C46 | 0.0248 (17) | 0.0213 (16) | 0.0123 (15) | 0.0006 (13) | 0.0010 (13) | 0.0010 (12) |
C47 | 0.0267 (18) | 0.0257 (18) | 0.0175 (16) | 0.0010 (14) | 0.0017 (14) | 0.0015 (13) |
C48 | 0.030 (2) | 0.032 (2) | 0.0205 (17) | −0.0070 (16) | 0.0002 (15) | 0.0021 (15) |
C49 | 0.049 (2) | 0.0245 (19) | 0.0204 (18) | −0.0069 (17) | −0.0023 (16) | 0.0005 (14) |
C50 | 0.044 (2) | 0.0229 (18) | 0.0271 (19) | 0.0058 (16) | 0.0042 (17) | −0.0024 (15) |
C51 | 0.0247 (18) | 0.0271 (18) | 0.0235 (18) | 0.0025 (14) | 0.0032 (14) | −0.0005 (14) |
N4 | 0.0261 (15) | 0.0209 (14) | 0.0174 (14) | 0.0020 (12) | 0.0027 (11) | 0.0013 (11) |
C52 | 0.0244 (18) | 0.0251 (17) | 0.0209 (17) | 0.0003 (14) | −0.0015 (14) | 0.0051 (14) |
C53 | 0.0267 (18) | 0.0249 (17) | 0.0155 (16) | −0.0027 (14) | 0.0035 (13) | 0.0037 (13) |
C54 | 0.0261 (19) | 0.036 (2) | 0.0251 (19) | −0.0069 (16) | 0.0014 (15) | −0.0022 (16) |
C55 | 0.028 (2) | 0.054 (3) | 0.032 (2) | 0.0029 (19) | 0.0047 (17) | −0.0054 (19) |
C56 | 0.048 (3) | 0.044 (2) | 0.038 (2) | −0.002 (2) | 0.014 (2) | −0.0121 (19) |
C57 | 0.046 (3) | 0.046 (2) | 0.032 (2) | −0.018 (2) | 0.0035 (19) | −0.0149 (19) |
C58 | 0.029 (2) | 0.036 (2) | 0.0264 (19) | −0.0104 (16) | 0.0034 (15) | −0.0013 (16) |
C60 | 0.0297 (19) | 0.0225 (17) | 0.0195 (17) | −0.0037 (15) | 0.0045 (14) | 0.0009 (14) |
N6 | 0.0349 (18) | 0.0267 (16) | 0.0229 (16) | −0.0004 (14) | 0.0078 (13) | −0.0035 (13) |
N7 | 0.037 (2) | 0.047 (2) | 0.050 (2) | −0.0062 (17) | 0.0076 (18) | 0.0022 (18) |
C61 | 0.031 (2) | 0.037 (2) | 0.042 (2) | −0.0038 (18) | −0.0033 (19) | 0.0119 (18) |
C62 | 0.044 (3) | 0.064 (3) | 0.081 (4) | 0.023 (3) | 0.020 (3) | 0.030 (3) |
N8 | 0.042 (2) | 0.072 (3) | 0.032 (2) | −0.003 (2) | −0.0019 (17) | −0.0028 (19) |
C63 | 0.032 (2) | 0.036 (2) | 0.034 (2) | 0.0025 (17) | −0.0027 (17) | 0.0068 (18) |
C64 | 0.064 (3) | 0.040 (2) | 0.038 (2) | 0.012 (2) | 0.003 (2) | −0.005 (2) |
C1—C6 | 1.386 (5) | C30—H30 | 0.9500 |
C1—C2 | 1.388 (5) | C31—C32 | 1.407 (9) |
C1—H1 | 0.9500 | C31—H31 | 0.9500 |
C2—C3 | 1.382 (6) | C32—C33 | 1.340 (9) |
C2—H2 | 0.9500 | C32—H32 | 0.9500 |
C3—C4 | 1.381 (6) | C33—C34 | 1.389 (7) |
C3—H3 | 0.9500 | C33—H33 | 0.9500 |
C4—C5 | 1.384 (5) | C34—C35 | 1.360 (6) |
C4—H4 | 0.9500 | C34—H34 | 0.9500 |
C5—C6 | 1.391 (5) | C35—C36 | 1.512 (5) |
C5—H5 | 0.9500 | C36—N3 | 1.464 (4) |
C6—C7 | 1.513 (5) | C36—H36A | 0.9900 |
C7—N1 | 1.461 (4) | C36—H36B | 0.9900 |
C7—H7A | 0.9900 | N3—C37 | 1.350 (5) |
C7—H7B | 0.9900 | N3—C38 | 1.399 (4) |
N1—C8 | 1.351 (4) | C37—N4 | 1.343 (5) |
N1—C9 | 1.391 (4) | C38—C45 | 1.354 (5) |
C8—N2 | 1.351 (4) | C38—C39 | 1.483 (5) |
C8—Se1 | 1.872 (3) | C39—C40 | 1.383 (5) |
C9—C16 | 1.356 (5) | C39—C44 | 1.385 (5) |
C9—C10 | 1.478 (4) | C40—C41 | 1.387 (6) |
C10—C15 | 1.391 (5) | C40—H40 | 0.9500 |
C10—C11 | 1.398 (5) | C41—C42 | 1.367 (7) |
C11—C12 | 1.386 (5) | C41—H41 | 0.9500 |
C11—H11 | 0.9500 | C42—C43 | 1.372 (7) |
C12—C13 | 1.382 (5) | C42—H42 | 0.9500 |
C12—H12 | 0.9500 | C43—C44 | 1.379 (6) |
C13—C14 | 1.383 (5) | C43—H43 | 0.9500 |
C13—H13 | 0.9500 | C44—H44 | 0.9500 |
C14—C15 | 1.391 (5) | C45—N4 | 1.394 (4) |
C14—H14 | 0.9500 | C45—C46 | 1.480 (5) |
C15—H15 | 0.9500 | C46—C47 | 1.387 (5) |
C16—N2 | 1.393 (4) | C46—C51 | 1.397 (5) |
C16—C17 | 1.478 (5) | C47—C48 | 1.391 (5) |
C17—C22 | 1.389 (5) | C47—H47 | 0.9500 |
C17—C18 | 1.398 (5) | C48—C49 | 1.382 (6) |
C18—C19 | 1.386 (6) | C48—H48 | 0.9500 |
C18—H18 | 0.9500 | C49—C50 | 1.386 (6) |
C19—C20 | 1.386 (6) | C49—H49 | 0.9500 |
C19—H19 | 0.9500 | C50—C51 | 1.380 (5) |
C20—C21 | 1.382 (6) | C50—H50 | 0.9500 |
C20—H20 | 0.9500 | C51—H51 | 0.9500 |
C21—C22 | 1.398 (5) | N4—C52 | 1.468 (4) |
C21—H21 | 0.9500 | C52—C53 | 1.512 (5) |
C22—H22 | 0.9500 | C52—H52A | 0.9900 |
N2—C23 | 1.468 (4) | C52—H52B | 0.9900 |
C23—C24 | 1.521 (5) | C53—C58 | 1.382 (5) |
C23—H23A | 0.9900 | C53—C54 | 1.395 (5) |
C23—H23B | 0.9900 | C54—C55 | 1.392 (6) |
C24—C25 | 1.382 (5) | C54—H54 | 0.9500 |
C24—C29 | 1.399 (5) | C55—C56 | 1.384 (6) |
C25—C26 | 1.397 (6) | C55—H55 | 0.9500 |
C25—H25 | 0.9500 | C56—C57 | 1.375 (6) |
C26—C27 | 1.384 (6) | C56—H56 | 0.9500 |
C26—H26 | 0.9500 | C57—C58 | 1.395 (6) |
C27—C28 | 1.393 (6) | C57—H57 | 0.9500 |
C27—H27 | 0.9500 | C58—H58 | 0.9500 |
C28—C29 | 1.386 (6) | C60—N6 | 1.134 (5) |
C28—H28 | 0.9500 | N6—Cu1ii | 1.939 (3) |
C29—H29 | 0.9500 | N7—C61 | 1.121 (6) |
Se1—Cu1 | 2.3900 (6) | C61—C62 | 1.450 (7) |
Cu1—C59 | 1.898 (4) | C62—H62A | 0.9800 |
Cu1—N6i | 1.939 (3) | C62—H62B | 0.9800 |
C59—N5 | 1.141 (5) | C62—H62C | 0.9800 |
N5—Cu2 | 1.937 (3) | N8—C63 | 1.127 (6) |
Cu2—C60 | 1.895 (4) | C63—C64 | 1.460 (6) |
Cu2—Se2 | 2.3861 (6) | C64—H64A | 0.9800 |
Se2—C37 | 1.879 (3) | C64—H64B | 0.9800 |
C30—C31 | 1.393 (7) | C64—H64C | 0.9800 |
C30—C35 | 1.397 (6) | ||
C6—C1—C2 | 120.0 (3) | C30—C31—C32 | 119.4 (5) |
C6—C1—H1 | 120.0 | C30—C31—H31 | 120.3 |
C2—C1—H1 | 120.0 | C32—C31—H31 | 120.3 |
C3—C2—C1 | 120.7 (4) | C33—C32—C31 | 119.3 (5) |
C3—C2—H2 | 119.7 | C33—C32—H32 | 120.3 |
C1—C2—H2 | 119.7 | C31—C32—H32 | 120.3 |
C4—C3—C2 | 119.4 (4) | C32—C33—C34 | 121.0 (6) |
C4—C3—H3 | 120.3 | C32—C33—H33 | 119.5 |
C2—C3—H3 | 120.3 | C34—C33—H33 | 119.5 |
C3—C4—C5 | 120.2 (4) | C35—C34—C33 | 121.0 (5) |
C3—C4—H4 | 119.9 | C35—C34—H34 | 119.5 |
C5—C4—H4 | 119.9 | C33—C34—H34 | 119.5 |
C4—C5—C6 | 120.6 (3) | C34—C35—C30 | 118.9 (4) |
C4—C5—H5 | 119.7 | C34—C35—C36 | 121.8 (4) |
C6—C5—H5 | 119.7 | C30—C35—C36 | 119.2 (4) |
C1—C6—C5 | 119.1 (3) | N3—C36—C35 | 113.7 (3) |
C1—C6—C7 | 123.1 (3) | N3—C36—H36A | 108.8 |
C5—C6—C7 | 117.8 (3) | C35—C36—H36A | 108.8 |
N1—C7—C6 | 113.9 (3) | N3—C36—H36B | 108.8 |
N1—C7—H7A | 108.8 | C35—C36—H36B | 108.8 |
C6—C7—H7A | 108.8 | H36A—C36—H36B | 107.7 |
N1—C7—H7B | 108.8 | C37—N3—C38 | 109.9 (3) |
C6—C7—H7B | 108.8 | C37—N3—C36 | 126.1 (3) |
H7A—C7—H7B | 107.7 | C38—N3—C36 | 123.8 (3) |
C8—N1—C9 | 110.2 (3) | N4—C37—N3 | 106.5 (3) |
C8—N1—C7 | 124.4 (3) | N4—C37—Se2 | 126.6 (3) |
C9—N1—C7 | 125.4 (3) | N3—C37—Se2 | 126.9 (3) |
N2—C8—N1 | 106.0 (3) | C45—C38—N3 | 106.6 (3) |
N2—C8—Se1 | 126.5 (2) | C45—C38—C39 | 130.9 (3) |
N1—C8—Se1 | 127.5 (3) | N3—C38—C39 | 122.5 (3) |
C16—C9—N1 | 106.8 (3) | C40—C39—C44 | 119.5 (3) |
C16—C9—C10 | 130.3 (3) | C40—C39—C38 | 119.8 (3) |
N1—C9—C10 | 122.9 (3) | C44—C39—C38 | 120.7 (3) |
C15—C10—C11 | 119.1 (3) | C39—C40—C41 | 120.2 (4) |
C15—C10—C9 | 120.5 (3) | C39—C40—H40 | 119.9 |
C11—C10—C9 | 120.4 (3) | C41—C40—H40 | 119.9 |
C12—C11—C10 | 120.3 (3) | C42—C41—C40 | 120.0 (4) |
C12—C11—H11 | 119.9 | C42—C41—H41 | 120.0 |
C10—C11—H11 | 119.9 | C40—C41—H41 | 120.0 |
C13—C12—C11 | 120.3 (3) | C41—C42—C43 | 120.0 (4) |
C13—C12—H12 | 119.9 | C41—C42—H42 | 120.0 |
C11—C12—H12 | 119.9 | C43—C42—H42 | 120.0 |
C12—C13—C14 | 119.9 (3) | C42—C43—C44 | 120.9 (4) |
C12—C13—H13 | 120.0 | C42—C43—H43 | 119.6 |
C14—C13—H13 | 120.0 | C44—C43—H43 | 119.6 |
C13—C14—C15 | 120.3 (3) | C43—C44—C39 | 119.5 (4) |
C13—C14—H14 | 119.9 | C43—C44—H44 | 120.3 |
C15—C14—H14 | 119.9 | C39—C44—H44 | 120.3 |
C10—C15—C14 | 120.2 (3) | C38—C45—N4 | 106.9 (3) |
C10—C15—H15 | 119.9 | C38—C45—C46 | 130.8 (3) |
C14—C15—H15 | 119.9 | N4—C45—C46 | 122.4 (3) |
C9—C16—N2 | 106.7 (3) | C47—C46—C51 | 119.4 (3) |
C9—C16—C17 | 130.1 (3) | C47—C46—C45 | 120.4 (3) |
N2—C16—C17 | 123.1 (3) | C51—C46—C45 | 120.1 (3) |
C22—C17—C18 | 119.3 (3) | C46—C47—C48 | 120.2 (3) |
C22—C17—C16 | 120.3 (3) | C46—C47—H47 | 119.9 |
C18—C17—C16 | 120.4 (3) | C48—C47—H47 | 119.9 |
C19—C18—C17 | 120.3 (3) | C49—C48—C47 | 120.2 (4) |
C19—C18—H18 | 119.9 | C49—C48—H48 | 119.9 |
C17—C18—H18 | 119.9 | C47—C48—H48 | 119.9 |
C18—C19—C20 | 119.9 (4) | C48—C49—C50 | 119.7 (4) |
C18—C19—H19 | 120.0 | C48—C49—H49 | 120.2 |
C20—C19—H19 | 120.0 | C50—C49—H49 | 120.2 |
C21—C20—C19 | 120.5 (4) | C51—C50—C49 | 120.6 (4) |
C21—C20—H20 | 119.8 | C51—C50—H50 | 119.7 |
C19—C20—H20 | 119.8 | C49—C50—H50 | 119.7 |
C20—C21—C22 | 119.7 (3) | C50—C51—C46 | 119.9 (3) |
C20—C21—H21 | 120.2 | C50—C51—H51 | 120.0 |
C22—C21—H21 | 120.2 | C46—C51—H51 | 120.0 |
C17—C22—C21 | 120.3 (3) | C37—N4—C45 | 110.1 (3) |
C17—C22—H22 | 119.8 | C37—N4—C52 | 125.4 (3) |
C21—C22—H22 | 119.8 | C45—N4—C52 | 124.3 (3) |
C8—N2—C16 | 110.2 (3) | N4—C52—C53 | 112.0 (3) |
C8—N2—C23 | 124.1 (3) | N4—C52—H52A | 109.2 |
C16—N2—C23 | 125.5 (3) | C53—C52—H52A | 109.2 |
N2—C23—C24 | 113.8 (3) | N4—C52—H52B | 109.2 |
N2—C23—H23A | 108.8 | C53—C52—H52B | 109.2 |
C24—C23—H23A | 108.8 | H52A—C52—H52B | 107.9 |
N2—C23—H23B | 108.8 | C58—C53—C54 | 119.1 (3) |
C24—C23—H23B | 108.8 | C58—C53—C52 | 119.7 (3) |
H23A—C23—H23B | 107.7 | C54—C53—C52 | 121.2 (3) |
C25—C24—C29 | 118.7 (3) | C55—C54—C53 | 120.2 (4) |
C25—C24—C23 | 123.1 (3) | C55—C54—H54 | 119.9 |
C29—C24—C23 | 118.1 (3) | C53—C54—H54 | 119.9 |
C24—C25—C26 | 120.6 (4) | C56—C55—C54 | 120.3 (4) |
C24—C25—H25 | 119.7 | C56—C55—H55 | 119.9 |
C26—C25—H25 | 119.7 | C54—C55—H55 | 119.9 |
C27—C26—C25 | 120.4 (4) | C57—C56—C55 | 119.7 (4) |
C27—C26—H26 | 119.8 | C57—C56—H56 | 120.2 |
C25—C26—H26 | 119.8 | C55—C56—H56 | 120.2 |
C26—C27—C28 | 119.4 (4) | C56—C57—C58 | 120.4 (4) |
C26—C27—H27 | 120.3 | C56—C57—H57 | 119.8 |
C28—C27—H27 | 120.3 | C58—C57—H57 | 119.8 |
C29—C28—C27 | 119.9 (4) | C53—C58—C57 | 120.4 (4) |
C29—C28—H28 | 120.0 | C53—C58—H58 | 119.8 |
C27—C28—H28 | 120.0 | C57—C58—H58 | 119.8 |
C28—C29—C24 | 120.9 (4) | N6—C60—Cu2 | 176.7 (3) |
C28—C29—H29 | 119.6 | C60—N6—Cu1ii | 178.6 (3) |
C24—C29—H29 | 119.6 | N7—C61—C62 | 178.0 (5) |
C8—Se1—Cu1 | 95.96 (10) | C61—C62—H62A | 109.5 |
C59—Cu1—N6i | 124.68 (14) | C61—C62—H62B | 109.5 |
C59—Cu1—Se1 | 125.06 (12) | H62A—C62—H62B | 109.5 |
N6i—Cu1—Se1 | 110.25 (9) | C61—C62—H62C | 109.5 |
N5—C59—Cu1 | 175.6 (3) | H62A—C62—H62C | 109.5 |
C59—N5—Cu2 | 175.7 (3) | H62B—C62—H62C | 109.5 |
C60—Cu2—N5 | 122.84 (15) | N8—C63—C64 | 177.2 (5) |
C60—Cu2—Se2 | 126.88 (11) | C63—C64—H64A | 109.5 |
N5—Cu2—Se2 | 110.28 (10) | C63—C64—H64B | 109.5 |
C37—Se2—Cu2 | 93.84 (11) | H64A—C64—H64B | 109.5 |
C31—C30—C35 | 119.8 (5) | C63—C64—H64C | 109.5 |
C31—C30—H30 | 120.1 | H64A—C64—H64C | 109.5 |
C35—C30—H30 | 120.1 | H64B—C64—H64C | 109.5 |
C6—C1—C2—C3 | 0.3 (6) | C35—C30—C31—C32 | 1.3 (8) |
C1—C2—C3—C4 | −1.5 (6) | C30—C31—C32—C33 | −6.6 (9) |
C2—C3—C4—C5 | 1.7 (6) | C31—C32—C33—C34 | 7.2 (11) |
C3—C4—C5—C6 | −0.7 (6) | C32—C33—C34—C35 | −2.3 (11) |
C2—C1—C6—C5 | 0.8 (5) | C33—C34—C35—C30 | −3.1 (9) |
C2—C1—C6—C7 | 176.6 (3) | C33—C34—C35—C36 | −179.5 (6) |
C4—C5—C6—C1 | −0.5 (5) | C31—C30—C35—C34 | 3.5 (7) |
C4—C5—C6—C7 | −176.6 (3) | C31—C30—C35—C36 | −180.0 (4) |
C1—C6—C7—N1 | 22.7 (5) | C34—C35—C36—N3 | 58.9 (6) |
C5—C6—C7—N1 | −161.4 (3) | C30—C35—C36—N3 | −117.5 (4) |
C6—C7—N1—C8 | −112.7 (3) | C35—C36—N3—C37 | −110.2 (4) |
C6—C7—N1—C9 | 66.9 (4) | C35—C36—N3—C38 | 75.0 (4) |
C9—N1—C8—N2 | −0.1 (4) | C38—N3—C37—N4 | 0.2 (4) |
C7—N1—C8—N2 | 179.5 (3) | C36—N3—C37—N4 | −175.2 (3) |
C9—N1—C8—Se1 | 178.8 (2) | C38—N3—C37—Se2 | −178.8 (2) |
C7—N1—C8—Se1 | −1.5 (5) | C36—N3—C37—Se2 | 5.8 (5) |
C8—N1—C9—C16 | 0.2 (4) | Cu2—Se2—C37—N4 | −72.0 (3) |
C7—N1—C9—C16 | −179.5 (3) | Cu2—Se2—C37—N3 | 106.7 (3) |
C8—N1—C9—C10 | −178.5 (3) | C37—N3—C38—C45 | −0.3 (4) |
C7—N1—C9—C10 | 1.8 (5) | C36—N3—C38—C45 | 175.2 (3) |
C16—C9—C10—C15 | 63.8 (5) | C37—N3—C38—C39 | 179.0 (3) |
N1—C9—C10—C15 | −117.8 (4) | C36—N3—C38—C39 | −5.5 (5) |
C16—C9—C10—C11 | −116.2 (4) | C45—C38—C39—C40 | 92.5 (5) |
N1—C9—C10—C11 | 62.2 (4) | N3—C38—C39—C40 | −86.6 (4) |
C15—C10—C11—C12 | 0.5 (5) | C45—C38—C39—C44 | −88.8 (5) |
C9—C10—C11—C12 | −179.5 (3) | N3—C38—C39—C44 | 92.1 (5) |
C10—C11—C12—C13 | −0.7 (5) | C44—C39—C40—C41 | 0.4 (6) |
C11—C12—C13—C14 | 0.1 (5) | C38—C39—C40—C41 | 179.1 (3) |
C12—C13—C14—C15 | 0.6 (6) | C39—C40—C41—C42 | −0.7 (6) |
C11—C10—C15—C14 | 0.2 (5) | C40—C41—C42—C43 | 0.2 (7) |
C9—C10—C15—C14 | −179.8 (3) | C41—C42—C43—C44 | 0.6 (8) |
C13—C14—C15—C10 | −0.7 (6) | C42—C43—C44—C39 | −0.9 (8) |
N1—C9—C16—N2 | −0.1 (3) | C40—C39—C44—C43 | 0.4 (7) |
C10—C9—C16—N2 | 178.4 (3) | C38—C39—C44—C43 | −178.3 (4) |
N1—C9—C16—C17 | −178.4 (3) | N3—C38—C45—N4 | 0.3 (4) |
C10—C9—C16—C17 | 0.1 (6) | C39—C38—C45—N4 | −178.9 (3) |
C9—C16—C17—C22 | 98.5 (4) | N3—C38—C45—C46 | 179.5 (3) |
N2—C16—C17—C22 | −79.5 (4) | C39—C38—C45—C46 | 0.3 (6) |
C9—C16—C17—C18 | −80.8 (5) | C38—C45—C46—C47 | −111.4 (4) |
N2—C16—C17—C18 | 101.2 (4) | N4—C45—C46—C47 | 67.7 (4) |
C22—C17—C18—C19 | −0.2 (6) | C38—C45—C46—C51 | 68.9 (5) |
C16—C17—C18—C19 | 179.1 (4) | N4—C45—C46—C51 | −112.1 (4) |
C17—C18—C19—C20 | 0.0 (6) | C51—C46—C47—C48 | 0.5 (5) |
C18—C19—C20—C21 | 0.7 (6) | C45—C46—C47—C48 | −179.2 (3) |
C19—C20—C21—C22 | −1.1 (6) | C46—C47—C48—C49 | −0.3 (5) |
C18—C17—C22—C21 | −0.1 (5) | C47—C48—C49—C50 | 0.1 (5) |
C16—C17—C22—C21 | −179.4 (3) | C48—C49—C50—C51 | −0.2 (6) |
C20—C21—C22—C17 | 0.8 (5) | C49—C50—C51—C46 | 0.4 (6) |
N1—C8—N2—C16 | 0.0 (4) | C47—C46—C51—C50 | −0.6 (5) |
Se1—C8—N2—C16 | −178.9 (2) | C45—C46—C51—C50 | 179.1 (3) |
N1—C8—N2—C23 | −176.4 (3) | N3—C37—N4—C45 | 0.0 (4) |
Se1—C8—N2—C23 | 4.6 (5) | Se2—C37—N4—C45 | 178.9 (2) |
C9—C16—N2—C8 | 0.0 (4) | N3—C37—N4—C52 | 175.7 (3) |
C17—C16—N2—C8 | 178.5 (3) | Se2—C37—N4—C52 | −5.3 (5) |
C9—C16—N2—C23 | 176.4 (3) | C38—C45—N4—C37 | −0.1 (4) |
C17—C16—N2—C23 | −5.1 (5) | C46—C45—N4—C37 | −179.4 (3) |
C8—N2—C23—C24 | −81.7 (4) | C38—C45—N4—C52 | −175.9 (3) |
C16—N2—C23—C24 | 102.4 (4) | C46—C45—N4—C52 | 4.8 (5) |
N2—C23—C24—C25 | −11.3 (5) | C37—N4—C52—C53 | −113.1 (4) |
N2—C23—C24—C29 | 166.4 (4) | C45—N4—C52—C53 | 62.0 (4) |
C29—C24—C25—C26 | −0.9 (6) | N4—C52—C53—C58 | −145.1 (3) |
C23—C24—C25—C26 | 176.9 (4) | N4—C52—C53—C54 | 36.2 (5) |
C24—C25—C26—C27 | −0.8 (7) | C58—C53—C54—C55 | 1.1 (6) |
C25—C26—C27—C28 | 2.5 (7) | C52—C53—C54—C55 | 179.8 (4) |
C26—C27—C28—C29 | −2.6 (8) | C53—C54—C55—C56 | −0.3 (6) |
C27—C28—C29—C24 | 1.0 (8) | C54—C55—C56—C57 | −0.4 (7) |
C25—C24—C29—C28 | 0.8 (7) | C55—C56—C57—C58 | 0.5 (7) |
C23—C24—C29—C28 | −177.1 (4) | C54—C53—C58—C57 | −1.0 (6) |
N2—C8—Se1—Cu1 | 111.9 (3) | C52—C53—C58—C57 | −179.8 (4) |
N1—C8—Se1—Cu1 | −66.9 (3) | C56—C57—C58—C53 | 0.3 (7) |
Symmetry codes: (i) −x+2, y+1/2, −z+3/2; (ii) −x+2, y−1/2, −z+3/2. |
Atoms | Distance | Atoms | Angle |
(1) | |||
Ag1—C8 | 2.091 (2) | S1—Ag3—S2 | 127.68 (2) |
Ag1—C37 | 2.085 (2) | S2—Ag3—S3 | 103.96 (2) |
Ag2—C66 | 2.097 (2) | S3—Ag3—S1 | 126.94 (2) |
Ag2—C95 | 2.102 (2) | Sum | 358.58 |
Ag3—S1 | 2.4657 (5) | C8—Ag1—C37 | 173.06 (8) |
Ag3—S2 | 2.5377 (6) | C66—Ag2—C95 | 172.01 (7) |
Ag3—S3 | 2.4940 (6) | Ag3—S —C117 | 100.90 (7) |
Ag3—S2—C118 | 93.45 (8) | ||
Ag3···N3 | 4.161 (2) | Ag3—S3—C119 | 105.56 (9) |
Ag3···C66 | 3.069 (2) | S1—C117—N9 | 177.8 (2) |
S2—C118—N10 | 179.4 (3) | ||
S3—C119—N11 | 177.1 (2) | ||
(2) | |||
Ag—Se1 | 2.6899 (4) | Br—Ag—Se1 | 102.274 (13) |
Ag—Se2 | 2.7677 (4) | Br—Ag—Se2 | 109.628 (12) |
Ag—Se2#1 | 2.7187 (4) | Br—Ag—Se2#1 | 126.883 (14) |
Ag—Br | 2.6631 (4) | Se1—Ag—Se2 | 110.623 (12) |
Se1—Ag—Se2#1 | 100.026 (11) | ||
Se2—Ag—Se2#1 | 106.352 (11) | ||
Ag—Se1—C8 | 94.72 (8) | ||
Ag—Se2—C37 | 100.72 (8) | ||
Ag#1—Se2—C37 | 108.43 (8) | ||
Ag—Se2—Ag#1 | 73.649 (11) | ||
(3) | |||
Cu1—Se1 | 2.3900 (6) | Se1—Cu1—C59 | 125.06 (12) |
Cu1—C59 | 1.898 (4) | Se1—Cu1—N6#2 | 110.25 (9) |
Cu1—N6#2 | 1.939 (3) | C59—Cu1—N6#2 | 124.68 (14) |
Sum | 359.99 | ||
Cu2—Se2 | 2.3861 (6) | Se2—Cu2—C60 | 126.88 (11) |
Cu2—C60 | 1.895 (4) | Se2—Cu2—N5 | 110.28 (10) |
Cu2—N5 | 1.937 (3) | C60—Cu2—N5 | 122.84 (15) |
Sum | 360.00 | ||
Cu1—Se1—C8 | 95.96 (10) | ||
Cu2—Se2—C37 | 93.84 (11) |
Symmetry codes: (#1) -x+1, -y+1, -z+2; (#2) -x+2, y+1/2, -z+3/2. |
Acknowledgements
The authors thank University College Dublin for financial support. DM is grateful for an Erasmus exchange financed by the European Union and HA for an MSc studentship from Saudi Arabia.
References
Bockfeld, D., Bannenberg, T., Jones, P. G. & Tamm, M. (2017). Eur. J. Inorg. Chem. 2017, 3452–3458. CSD CrossRef CAS Google Scholar
Brandenburg, K. (1999). DIAMOND. Crystal Impact GbR, Bonn, Germany. Google Scholar
Browne, N., Hackenberg, F., Streciwilk, W., Tacke, M. & Kavanagh, K. (2014). Biometals, 27, 745–752. CrossRef CAS PubMed Google Scholar
Dada, O., Curran, D., O'Beirne, C., Müller-Bunz, H., Zhu, X. & Tacke, M. (2017). J. Organomet. Chem. 840, 30–37. CSD CrossRef CAS Google Scholar
Drake, P. L. & Hazelwood, K. J. (2005). Ann. Occup. Hyg. 49, 575–585. PubMed CAS Google Scholar
Fox, C. L. (1968). Arch. Surg. 96, 184–188. CrossRef PubMed Google Scholar
Hackenberg, F. & Tacke, M. (2014). Dalton Trans. 43, 8144–8153. CrossRef CAS PubMed Google Scholar
Hathaway, B. J., Billing, D. E., Dudley, R. J., Fereday, R. J. & Tomlinson, A. A. G. (1970). J. Chem. Soc. A, pp. 806–811. CrossRef Google Scholar
Kim, Y., Suh, H. S., Cha, H. J., Kim, S. H., Jeong, K. S. & Kim, D. H. (2009). Am. J. Ind. Med. 52, 246–250. CrossRef PubMed CAS Google Scholar
Kimani, M. M., Bayse, C. A. & Brumaghim, J. L. (2011). Dalton Trans. 40, 3711–3723. Web of Science CSD CrossRef CAS PubMed Google Scholar
Klasen, H. J. (2000). Burns, 26, 117–130. CrossRef PubMed CAS Google Scholar
Liang, X., Luan, S., Yin, Z., He, M., He, C., Yin, L., Zou, Y., Yuan, Z., Li, L., Song, X., Lv, C. & Zhang, W. (2018). Eur. J. Med. Chem. 157, 62–80. Web of Science CrossRef CAS PubMed Google Scholar
Nahra, F., Van Hecke, K., Kennedy, A. R. & Nelson, D. J. (2018). Dalton Trans. 47, 10671–10684. CSD CrossRef CAS PubMed Google Scholar
Patil, S., Deally, A., Gleeson, B., Müller-Bunz, H., Paradisi, F. & Tacke, M. (2011). Metallomics, 3, 74–88. Web of Science CSD CrossRef PubMed Google Scholar
Perras, J. H., Mezibroski, S. M. J., Wiebe, M. & Ritch, J. S. (2018). Dalton Trans. 47, 1471–1478. CSD CrossRef CAS PubMed Google Scholar
Rigaku OD (2015). CrysAlis PRO. Rigaku Oxford Diffraction, Yarnton, Oxfordshire, England. Google Scholar
Sharkey, M. A., O'Gara, J. P., Gordon, S. V., Hackenberg, F., Healy, C., Paradisi, F., Patil, S., Schaible, B. & Tacke, M. (2012). Antibiotics, 1, 25–28. CrossRef CAS Google Scholar
Sheldrick, G. M. (2015a). Acta Cryst. A71, 3–8. Web of Science CrossRef IUCr Journals Google Scholar
Sheldrick, G. M. (2015b). Acta Cryst. C71, 3–8. Web of Science CrossRef IUCr Journals Google Scholar
Silver, S. (2003). FEMS Microbiol. Rev. 27, 341–353. Web of Science CrossRef PubMed CAS Google Scholar
Spek, A. L. (2015). Acta Cryst. C71, 9–18. Web of Science CrossRef IUCr Journals Google Scholar
Starodub, M. E. & Trevors, J. T. (1989). J. Med. Microbiol. 29, 101–110. CrossRef CAS PubMed Google Scholar
Streciwilk, W., Cassidy, J., Hackenberg, F., Müller-Bunz, H., Paradisi, F. & Tacke, M. (2014). J. Organomet. Chem. 749, 88–99. CSD CrossRef CAS Google Scholar
Thiele, G. & Kehr, W. (1984). Z. Anorg. Allg. Chem. 515, 199–206. CrossRef ICSD CAS Web of Science Google Scholar
Verlinden, K., Buhl, H., Frank, W. & Ganter, C. (2015). Eur. J. Inorg. Chem. 2015, 2416–2425. CSD CrossRef CAS Google Scholar
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920–925. Web of Science CrossRef CAS IUCr Journals Google Scholar
White, R. J. (2002). Br. J. Nurs. 15, 3–8. Google Scholar
This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.