metal-organic compounds
Bis[μ-methylenebis(diphenylphosphine)]bis[(5-nitro-1,10-phenanthroline)silver(I)] bis(hexafluoridoantimonate)
aDepartment of Chemistry, Guangdong Medical College, Zhanjiang 524023, People's Republic of China.
*Correspondence e-mail: yingq666@sohu.com
In the title compound, [Ag2(C12H7N3O2)2(C25H22P2)2](SbF6)2, the two AgI atoms are bridged by the two methylenebis(diphenylphosphine) ligands and an eight-membered centrosymmetric metallacyclic ring is formed. The metal atom exhibits a distorted tetrahedral coordination geometry, coordinated by two P atoms of the bridging ligands and two N atoms of the chelating 5-nitro-1,10-phenanthroline ligand. The latter ligand shows minor disorder, adopting two orientations with site occupancy factors of 0.84 and 0.16.
Experimental
Crystal data
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Refinement
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Data collection: CrystalClear (Rigaku, 2000); cell CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1999); software used to prepare material for publication: SHELXTL.
Supporting information
https://doi.org/10.1107/S1600536807067013/gk2121sup1.cif
contains datablocks I, global. DOI:Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536807067013/gk2121Isup2.hkl
[Ag2(methylenebis(diphenylphosphine))2](SbF6)2 (Ho & Bau,1983) and 5-nitro-1,10-phenanthroline (Smith & Cagle, 1947) were prepared according to the literature procedures. The title compound was prepared by reacting 0.25 mmol of [Ag2(bis(diphenylphosphino)2](SbF6)2 with 0.5 mmol 5-nitro-1,10-phenanthroline in 15 ml CH3CN at room temperature for 1 h. The resulting mixture was evaporated to dryness using Schlenk techniques. The solid product was recrystallized from a mixture of 15 ml CH2Cl2 and 10 ml CH3OH giving yellow crystals suitable for X-ray analysis.
All H atoms were included in calculated positions with C—H = 0.93 Å to 0.97 Å with Uiso(H) = 1.2Ueq(C). Large anisotropic displacement parameters of the phenathroline ligand and two high residual peaks in a diffence map indicated a possible disorder of this ligand with the residual peaks attributed to a second position of the nitro group. The disorder of the 5-nitro-1,10-phenanthroline fragment was resolved into two partial-occupancy orientations and the occupancy factors were refined at 0.842 (4) and 0.158 (4). The atoms from the disordered unit were refined with the 'SIMU 0.01' restraint.
The title compound, [Ag2(methylenebis(diphenylphosphine))2(5-nitro-1,10-phenanthroline)2]. (SbF6)2, is formed by self-assembly between the metal diphosphine compound [Ag2(methylenebis(diphenylphosphine))2](SbF6)2 and 5-nitro-1,10-phenanthroline. In the
the complex cation exists as a centrosymmetric dimer. Perspective view of the title compound is given in Fig. 1. The two methylenebis(diphenylphosphine) molecules bridge two Ag(5-nitro-1,10-phenanthroline) moieties to form an eight-membered Ag2P4C2 metallacyclic ring with the 5-nitro-1,10-phenanthroline ligand chelating Ag atoms. The P1—Ag—P2 angle of 144.11 (3)° is much larger than the N1—Ag—N2 angle of 68.59 (10)°, indicating a distorted tetrahedral coordination geometry around the silver atom.For related literature, see: Ho & Bau (1983); Smith & Cagle (1947).
Data collection: CrystalClear (Rigaku, 2000); cell
CrystalClear (Rigaku, 2000); data reduction: CrystalClear (Rigaku, 2000); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1999); software used to prepare material for publication: SHELXTL (Bruker, 1999).[Ag2(C12H7N3O2)2(C25H22P2)2](SbF6)2 | F(000) = 1880 |
Mr = 1906.38 | Dx = 1.764 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 7865 reflections |
a = 12.8034 (7) Å | θ = 3.0–25.0° |
b = 23.3993 (10) Å | µ = 1.46 mm−1 |
c = 13.5580 (11) Å | T = 293 K |
β = 117.936 (2)° | Prism, yellow |
V = 3588.5 (4) Å3 | 0.35 × 0.35 × 0.28 mm |
Z = 2 |
Rigaku Mercury 70 CCD diffractometer | 6301 independent reflections |
Radiation source: fine-focus sealed tube | 5851 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.026 |
Detector resolution: 14.6306 pixels mm-1 | θmax = 25.0°, θmin = 3.0° |
ω scans | h = −15→15 |
Absorption correction: multi-scan (CrystalClear; Rigaku, 2000) | k = −27→26 |
Tmin = 0.816, Tmax = 1.000 | l = −16→15 |
22441 measured reflections |
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)] = 0.030 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.060 | H-atom parameters constrained |
S = 1.11 | w = 1/[σ2(Fo2) + (0.0186P)2 + 5.1P] where P = (Fo2 + 2Fc2)/3 |
6301 reflections | (Δ/σ)max = 0.002 |
623 parameters | Δρmax = 0.66 e Å−3 |
486 restraints | Δρmin = −0.70 e Å−3 |
[Ag2(C12H7N3O2)2(C25H22P2)2](SbF6)2 | V = 3588.5 (4) Å3 |
Mr = 1906.38 | Z = 2 |
Monoclinic, P21/n | Mo Kα radiation |
a = 12.8034 (7) Å | µ = 1.46 mm−1 |
b = 23.3993 (10) Å | T = 293 K |
c = 13.5580 (11) Å | 0.35 × 0.35 × 0.28 mm |
β = 117.936 (2)° |
Rigaku Mercury 70 CCD diffractometer | 6301 independent reflections |
Absorption correction: multi-scan (CrystalClear; Rigaku, 2000) | 5851 reflections with I > 2σ(I) |
Tmin = 0.816, Tmax = 1.000 | Rint = 0.026 |
22441 measured reflections |
R[F2 > 2σ(F2)] = 0.030 | 486 restraints |
wR(F2) = 0.060 | H-atom parameters constrained |
S = 1.11 | Δρmax = 0.66 e Å−3 |
6301 reflections | Δρmin = −0.70 e Å−3 |
623 parameters |
Experimental. 2007–03-05 # Formatted by publCIF |
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Ag | 0.023652 (17) | −0.075515 (9) | 1.091671 (17) | 0.01867 (6) | |
P1 | −0.17901 (6) | −0.06326 (3) | 0.94206 (6) | 0.01775 (16) | |
P2 | 0.19380 (6) | −0.02588 (3) | 1.22857 (6) | 0.01697 (15) | |
C21 | −0.2634 (2) | −0.00996 (12) | 0.9721 (2) | 0.0216 (6) | |
C22 | −0.3864 (3) | −0.00586 (13) | 0.9110 (3) | 0.0247 (7) | |
H22A | −0.4286 | −0.0325 | 0.8555 | 0.030* | |
C23 | −0.4457 (3) | 0.03785 (14) | 0.9330 (3) | 0.0326 (8) | |
H23A | −0.5274 | 0.0409 | 0.8913 | 0.039* | |
C24 | −0.3838 (3) | 0.07685 (15) | 1.0167 (3) | 0.0401 (9) | |
H24A | −0.4241 | 0.1059 | 1.0315 | 0.048* | |
C25 | −0.2625 (3) | 0.07299 (15) | 1.0786 (3) | 0.0385 (8) | |
H25A | −0.2211 | 0.0992 | 1.1351 | 0.046* | |
C26 | −0.2027 (3) | 0.02995 (13) | 1.0562 (3) | 0.0280 (7) | |
H26A | −0.1209 | 0.0276 | 1.0977 | 0.034* | |
C31 | −0.2520 (2) | −0.13177 (12) | 0.9320 (2) | 0.0205 (6) | |
C32 | −0.2280 (2) | −0.17707 (13) | 0.8787 (2) | 0.0253 (7) | |
H32A | −0.1866 | −0.1703 | 0.8389 | 0.030* | |
C33 | −0.2651 (3) | −0.23201 (13) | 0.8845 (3) | 0.0313 (8) | |
H33A | −0.2483 | −0.2620 | 0.8491 | 0.038* | |
C34 | −0.3271 (3) | −0.24197 (14) | 0.9432 (3) | 0.0357 (8) | |
H34A | −0.3513 | −0.2789 | 0.9480 | 0.043* | |
C35 | −0.3532 (3) | −0.19762 (15) | 0.9945 (3) | 0.0351 (8) | |
H35A | −0.3960 | −0.2046 | 1.0329 | 0.042* | |
C36 | −0.3163 (2) | −0.14242 (14) | 0.9894 (3) | 0.0274 (7) | |
H36A | −0.3343 | −0.1126 | 1.0242 | 0.033* | |
C41 | 0.1816 (2) | −0.02647 (12) | 1.3574 (2) | 0.0200 (6) | |
C42 | 0.2094 (3) | −0.07752 (14) | 1.4183 (3) | 0.0275 (7) | |
H42A | 0.2376 | −0.1085 | 1.3948 | 0.033* | |
C43 | 0.1952 (3) | −0.08225 (15) | 1.5130 (3) | 0.0330 (8) | |
H43A | 0.2131 | −0.1165 | 1.5525 | 0.040* | |
C44 | 0.1546 (3) | −0.03626 (16) | 1.5490 (3) | 0.0353 (8) | |
H44A | 0.1466 | −0.0393 | 1.6135 | 0.042* | |
C45 | 0.1261 (3) | 0.01406 (15) | 1.4896 (3) | 0.0352 (8) | |
H45A | 0.0983 | 0.0449 | 1.5138 | 0.042* | |
C46 | 0.1388 (3) | 0.01893 (13) | 1.3932 (3) | 0.0261 (7) | |
H46A | 0.1185 | 0.0529 | 1.3528 | 0.031* | |
C51 | 0.3399 (2) | −0.05683 (13) | 1.2753 (2) | 0.0206 (6) | |
C52 | 0.3518 (3) | −0.10922 (13) | 1.2338 (3) | 0.0283 (7) | |
H52A | 0.2852 | −0.1281 | 1.1808 | 0.034* | |
C53 | 0.4631 (3) | −0.13370 (15) | 1.2712 (3) | 0.0389 (9) | |
H53A | 0.4709 | −0.1688 | 1.2430 | 0.047* | |
C54 | 0.5617 (3) | −0.10585 (16) | 1.3500 (3) | 0.0371 (8) | |
H54A | 0.6360 | −0.1223 | 1.3751 | 0.044* | |
C55 | 0.5510 (3) | −0.05397 (16) | 1.3916 (3) | 0.0349 (8) | |
H55A | 0.6182 | −0.0352 | 1.4439 | 0.042* | |
C56 | 0.4403 (2) | −0.02935 (14) | 1.3558 (3) | 0.0262 (7) | |
H56A | 0.4332 | 0.0054 | 1.3856 | 0.031* | |
C61 | −0.2118 (2) | −0.04967 (12) | 0.7965 (2) | 0.0206 (6) | |
H61A | −0.1595 | −0.0726 | 0.7791 | 0.025* | |
H61B | −0.2924 | −0.0613 | 0.7469 | 0.025* | |
C1 | 0.0907 (6) | −0.1990 (2) | 1.0194 (7) | 0.0286 (12) | 0.842 (4) |
H1A | 0.1206 | −0.1748 | 0.9843 | 0.034* | 0.842 (4) |
C2 | 0.0947 (6) | −0.2583 (2) | 1.0054 (5) | 0.0438 (16) | 0.842 (4) |
H2A | 0.1270 | −0.2729 | 0.9619 | 0.053* | 0.842 (4) |
C3 | 0.0510 (5) | −0.2940 (2) | 1.0557 (5) | 0.0445 (16) | 0.842 (4) |
H3A | 0.0541 | −0.3332 | 1.0471 | 0.053* | 0.842 (4) |
C4 | 0.0010 (5) | −0.2723 (2) | 1.1206 (4) | 0.0338 (12) | 0.842 (4) |
C5 | −0.0497 (5) | −0.3045 (2) | 1.1798 (5) | 0.0424 (17) | 0.842 (4) |
C6 | −0.1018 (4) | −0.2802 (2) | 1.2341 (4) | 0.0427 (13) | 0.842 (4) |
H6A | −0.1364 | −0.3033 | 1.2666 | 0.051* | 0.842 (4) |
C7 | −0.1057 (5) | −0.2198 (2) | 1.2435 (4) | 0.0323 (12) | 0.842 (4) |
C8 | −0.1592 (4) | −0.1931 (2) | 1.3008 (4) | 0.0411 (12) | 0.842 (4) |
H8A | −0.1969 | −0.2146 | 1.3324 | 0.049* | 0.842 (4) |
C9 | −0.1552 (5) | −0.1351 (2) | 1.3094 (4) | 0.0417 (12) | 0.842 (4) |
H9A | −0.1903 | −0.1165 | 1.3468 | 0.050* | 0.842 (4) |
C10 | −0.0977 (5) | −0.1041 (2) | 1.2612 (5) | 0.0326 (13) | 0.842 (4) |
H10A | −0.0943 | −0.0646 | 1.2690 | 0.039* | 0.842 (4) |
C11 | −0.0517 (5) | −0.18563 (19) | 1.1947 (5) | 0.0235 (10) | 0.842 (4) |
C12 | 0.0005 (7) | −0.2113 (2) | 1.1323 (5) | 0.0251 (11) | 0.842 (4) |
N1 | 0.0456 (9) | −0.1765 (2) | 1.0812 (9) | 0.0238 (10) | 0.842 (4) |
N2 | −0.0478 (8) | −0.12770 (18) | 1.2050 (7) | 0.0233 (10) | 0.842 (4) |
N3 | −0.0420 (4) | −0.36777 (18) | 1.1863 (4) | 0.0676 (16) | 0.842 (4) |
O1 | −0.0046 (4) | −0.39241 (17) | 1.1320 (6) | 0.121 (3) | 0.842 (4) |
O2 | −0.0729 (8) | −0.3919 (2) | 1.2455 (8) | 0.095 (3) | 0.842 (4) |
C1' | 0.110 (4) | −0.1903 (13) | 1.011 (4) | 0.023 (3) | 0.158 (4) |
H1'A | 0.1420 | −0.1628 | 0.9842 | 0.027* | 0.158 (4) |
C2' | 0.116 (3) | −0.2481 (13) | 0.987 (3) | 0.027 (4) | 0.158 (4) |
H2'A | 0.1480 | −0.2585 | 0.9405 | 0.032* | 0.158 (4) |
C3' | 0.075 (3) | −0.2885 (12) | 1.031 (3) | 0.028 (4) | 0.158 (4) |
H3'A | 0.0816 | −0.3269 | 1.0173 | 0.034* | 0.158 (4) |
C4' | 0.023 (3) | −0.2733 (11) | 1.098 (3) | 0.024 (3) | 0.158 (4) |
C5' | −0.026 (2) | −0.3121 (10) | 1.149 (2) | 0.026 (4) | 0.158 (4) |
H5'A | −0.0234 | −0.3511 | 1.1372 | 0.031* | 0.158 (4) |
C6' | −0.074 (3) | −0.2941 (10) | 1.210 (3) | 0.032 (4) | 0.158 (4) |
C7' | −0.086 (3) | −0.2346 (9) | 1.228 (3) | 0.026 (3) | 0.158 (4) |
C8' | −0.129 (2) | −0.2136 (10) | 1.299 (2) | 0.031 (4) | 0.158 (4) |
H8'A | −0.1587 | −0.2390 | 1.3318 | 0.037* | 0.158 (4) |
C9' | −0.127 (3) | −0.1569 (10) | 1.320 (2) | 0.031 (3) | 0.158 (4) |
H9'A | −0.1576 | −0.1433 | 1.3656 | 0.038* | 0.158 (4) |
C10' | −0.079 (3) | −0.1187 (11) | 1.271 (3) | 0.031 (3) | 0.158 (4) |
H10B | −0.0756 | −0.0798 | 1.2862 | 0.037* | 0.158 (4) |
C11' | −0.034 (3) | −0.1943 (10) | 1.185 (3) | 0.025 (3) | 0.158 (4) |
C12' | 0.012 (4) | −0.2131 (11) | 1.114 (3) | 0.022 (3) | 0.158 (4) |
N1' | 0.059 (6) | −0.1739 (13) | 1.072 (5) | 0.020 (3) | 0.158 (4) |
N2' | −0.038 (5) | −0.1379 (11) | 1.204 (4) | 0.023 (3) | 0.158 (4) |
N3' | −0.1201 (15) | −0.3401 (8) | 1.2576 (16) | 0.040 (3) | 0.158 (4) |
O2' | −0.1967 (14) | −0.3283 (7) | 1.2810 (14) | 0.049 (3) | 0.158 (4) |
O1' | −0.091 (4) | −0.3889 (11) | 1.259 (4) | 0.033 (3) | 0.158 (4) |
Sb | 0.035784 (19) | 0.195912 (9) | 1.342401 (19) | 0.03131 (7) | |
F1 | −0.0552 (2) | 0.15895 (13) | 1.3963 (3) | 0.0868 (9) | |
F2 | −0.09810 (19) | 0.23510 (10) | 1.2379 (2) | 0.0632 (7) | |
F3 | 0.12724 (18) | 0.23192 (9) | 1.28696 (18) | 0.0447 (5) | |
F4 | 0.0682 (2) | 0.25534 (10) | 1.4442 (2) | 0.0624 (7) | |
F5 | 0.0064 (2) | 0.13675 (9) | 1.23847 (18) | 0.0559 (6) | |
F6 | 0.16940 (18) | 0.15634 (9) | 1.44683 (17) | 0.0461 (5) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ag | 0.01518 (11) | 0.01797 (12) | 0.02097 (11) | −0.00183 (8) | 0.00690 (9) | −0.00001 (9) |
P1 | 0.0148 (3) | 0.0175 (4) | 0.0195 (4) | −0.0012 (3) | 0.0069 (3) | 0.0020 (3) |
P2 | 0.0140 (3) | 0.0155 (4) | 0.0193 (4) | −0.0006 (3) | 0.0060 (3) | 0.0015 (3) |
C21 | 0.0220 (14) | 0.0207 (16) | 0.0236 (15) | 0.0009 (12) | 0.0119 (13) | 0.0042 (12) |
C22 | 0.0219 (15) | 0.0260 (17) | 0.0288 (16) | −0.0009 (13) | 0.0141 (13) | 0.0049 (13) |
C23 | 0.0249 (16) | 0.037 (2) | 0.041 (2) | 0.0085 (15) | 0.0203 (15) | 0.0085 (16) |
C24 | 0.044 (2) | 0.034 (2) | 0.054 (2) | 0.0089 (17) | 0.0326 (19) | −0.0018 (18) |
C25 | 0.0392 (19) | 0.035 (2) | 0.045 (2) | −0.0055 (16) | 0.0229 (17) | −0.0149 (17) |
C26 | 0.0250 (15) | 0.0286 (17) | 0.0316 (17) | −0.0025 (14) | 0.0142 (14) | −0.0036 (14) |
C31 | 0.0122 (13) | 0.0225 (16) | 0.0190 (14) | −0.0032 (12) | 0.0007 (11) | 0.0047 (12) |
C32 | 0.0190 (14) | 0.0256 (17) | 0.0229 (16) | −0.0019 (13) | 0.0027 (13) | 0.0019 (13) |
C33 | 0.0229 (16) | 0.0212 (17) | 0.0294 (17) | −0.0023 (13) | −0.0048 (14) | 0.0023 (14) |
C34 | 0.0225 (16) | 0.0249 (18) | 0.0349 (19) | −0.0070 (14) | −0.0071 (15) | 0.0109 (15) |
C35 | 0.0212 (16) | 0.043 (2) | 0.0323 (18) | −0.0082 (15) | 0.0050 (14) | 0.0169 (16) |
C36 | 0.0175 (14) | 0.0321 (18) | 0.0274 (16) | −0.0026 (13) | 0.0062 (13) | 0.0065 (14) |
C41 | 0.0125 (13) | 0.0241 (16) | 0.0199 (14) | −0.0032 (12) | 0.0047 (12) | 0.0002 (12) |
C42 | 0.0230 (15) | 0.0291 (18) | 0.0303 (17) | 0.0016 (13) | 0.0125 (14) | 0.0067 (14) |
C43 | 0.0233 (16) | 0.043 (2) | 0.0299 (17) | −0.0013 (15) | 0.0099 (14) | 0.0136 (16) |
C44 | 0.0332 (18) | 0.052 (2) | 0.0255 (17) | −0.0073 (17) | 0.0174 (15) | 0.0033 (16) |
C45 | 0.0382 (19) | 0.038 (2) | 0.0373 (19) | −0.0051 (16) | 0.0239 (16) | −0.0075 (16) |
C46 | 0.0263 (16) | 0.0243 (17) | 0.0310 (17) | −0.0030 (13) | 0.0161 (14) | 0.0007 (13) |
C51 | 0.0165 (13) | 0.0235 (16) | 0.0209 (15) | 0.0007 (12) | 0.0080 (12) | 0.0062 (12) |
C52 | 0.0208 (15) | 0.0215 (17) | 0.0403 (19) | −0.0008 (13) | 0.0124 (14) | −0.0002 (14) |
C53 | 0.0352 (19) | 0.0238 (18) | 0.061 (2) | 0.0089 (15) | 0.0247 (18) | 0.0045 (17) |
C54 | 0.0205 (16) | 0.043 (2) | 0.047 (2) | 0.0121 (15) | 0.0152 (16) | 0.0166 (17) |
C55 | 0.0158 (15) | 0.048 (2) | 0.0332 (18) | −0.0019 (15) | 0.0055 (14) | 0.0064 (16) |
C56 | 0.0196 (15) | 0.0296 (18) | 0.0288 (16) | −0.0015 (13) | 0.0108 (13) | −0.0024 (14) |
C61 | 0.0222 (14) | 0.0162 (15) | 0.0237 (15) | −0.0003 (12) | 0.0111 (13) | 0.0000 (12) |
C1 | 0.026 (3) | 0.029 (3) | 0.026 (2) | 0.005 (2) | 0.0082 (18) | −0.001 (2) |
C2 | 0.047 (3) | 0.035 (3) | 0.039 (3) | 0.012 (3) | 0.011 (2) | −0.007 (3) |
C3 | 0.047 (3) | 0.021 (2) | 0.038 (3) | 0.011 (2) | −0.002 (2) | −0.006 (2) |
C4 | 0.028 (3) | 0.0185 (19) | 0.028 (3) | 0.0031 (17) | −0.0086 (17) | 0.0019 (18) |
C5 | 0.035 (3) | 0.017 (2) | 0.037 (4) | −0.007 (2) | −0.015 (2) | 0.014 (2) |
C6 | 0.033 (2) | 0.039 (3) | 0.032 (2) | −0.013 (2) | −0.0048 (18) | 0.017 (2) |
C7 | 0.026 (2) | 0.040 (3) | 0.018 (2) | −0.014 (2) | 0.0001 (17) | 0.007 (2) |
C8 | 0.034 (3) | 0.064 (4) | 0.024 (2) | −0.023 (2) | 0.0132 (19) | 0.002 (2) |
C9 | 0.037 (3) | 0.060 (3) | 0.033 (2) | −0.018 (2) | 0.020 (2) | −0.011 (2) |
C10 | 0.030 (3) | 0.042 (3) | 0.029 (2) | −0.012 (2) | 0.017 (2) | −0.011 (2) |
C11 | 0.016 (2) | 0.028 (2) | 0.0144 (18) | −0.0046 (17) | −0.0025 (14) | 0.0035 (17) |
C12 | 0.020 (2) | 0.0213 (18) | 0.020 (3) | −0.0026 (16) | −0.0031 (16) | 0.0098 (17) |
N1 | 0.019 (3) | 0.0228 (18) | 0.022 (3) | 0.0015 (16) | 0.0032 (14) | −0.0027 (16) |
N2 | 0.022 (2) | 0.025 (2) | 0.0200 (16) | −0.008 (2) | 0.0071 (15) | −0.002 (2) |
N3 | 0.038 (2) | 0.026 (2) | 0.081 (3) | −0.008 (2) | −0.020 (2) | 0.018 (2) |
O1 | 0.086 (3) | 0.023 (2) | 0.269 (8) | 0.004 (2) | 0.097 (4) | 0.008 (3) |
O2 | 0.114 (7) | 0.034 (3) | 0.066 (5) | −0.031 (3) | −0.016 (3) | 0.030 (3) |
C1' | 0.024 (5) | 0.024 (5) | 0.023 (5) | 0.004 (5) | 0.014 (4) | −0.001 (4) |
C2' | 0.029 (6) | 0.025 (6) | 0.029 (5) | 0.001 (5) | 0.016 (5) | 0.001 (5) |
C3' | 0.033 (6) | 0.023 (5) | 0.030 (6) | 0.007 (5) | 0.016 (5) | −0.004 (5) |
C4' | 0.023 (5) | 0.020 (4) | 0.023 (5) | 0.001 (4) | 0.007 (4) | 0.003 (4) |
C5' | 0.024 (5) | 0.019 (5) | 0.025 (6) | −0.004 (5) | 0.003 (5) | 0.007 (5) |
C6' | 0.028 (5) | 0.028 (5) | 0.029 (5) | −0.007 (5) | 0.004 (5) | 0.010 (5) |
C7' | 0.021 (4) | 0.032 (5) | 0.019 (4) | −0.006 (4) | 0.004 (4) | 0.003 (4) |
C8' | 0.025 (5) | 0.039 (6) | 0.023 (5) | −0.011 (5) | 0.007 (5) | 0.000 (5) |
C9' | 0.028 (5) | 0.046 (5) | 0.025 (4) | −0.012 (5) | 0.016 (4) | −0.005 (5) |
C10' | 0.028 (5) | 0.037 (5) | 0.026 (4) | −0.012 (5) | 0.012 (4) | −0.003 (5) |
C11' | 0.021 (4) | 0.022 (4) | 0.019 (4) | −0.010 (4) | −0.001 (4) | 0.005 (4) |
C12' | 0.019 (4) | 0.022 (4) | 0.019 (5) | 0.002 (4) | 0.004 (4) | −0.001 (4) |
N1' | 0.020 (5) | 0.022 (4) | 0.019 (5) | −0.005 (4) | 0.009 (4) | 0.006 (4) |
N2' | 0.022 (5) | 0.033 (5) | 0.017 (4) | −0.008 (5) | 0.010 (4) | −0.002 (5) |
N3' | 0.040 (5) | 0.039 (5) | 0.043 (5) | −0.007 (5) | 0.021 (4) | 0.018 (5) |
O2' | 0.045 (6) | 0.043 (6) | 0.053 (6) | −0.007 (5) | 0.019 (5) | 0.020 (5) |
O1' | 0.039 (5) | 0.038 (6) | 0.036 (6) | −0.006 (5) | 0.030 (5) | 0.015 (5) |
Sb | 0.03320 (12) | 0.02695 (13) | 0.03999 (14) | 0.00654 (9) | 0.02232 (11) | 0.00912 (10) |
F1 | 0.0786 (18) | 0.091 (2) | 0.119 (2) | −0.0047 (16) | 0.0694 (19) | 0.0431 (19) |
F2 | 0.0377 (12) | 0.0606 (16) | 0.0893 (18) | 0.0241 (11) | 0.0282 (13) | 0.0301 (14) |
F3 | 0.0464 (12) | 0.0476 (13) | 0.0557 (13) | 0.0058 (10) | 0.0370 (11) | 0.0089 (10) |
F4 | 0.0965 (19) | 0.0479 (14) | 0.0622 (15) | 0.0149 (13) | 0.0533 (15) | −0.0061 (12) |
F5 | 0.0565 (14) | 0.0377 (12) | 0.0437 (13) | 0.0067 (11) | −0.0013 (11) | −0.0024 (10) |
F6 | 0.0489 (12) | 0.0339 (11) | 0.0392 (12) | 0.0060 (10) | 0.0070 (10) | 0.0053 (9) |
Ag—N1 | 2.392 (6) | C1—N1 | 1.329 (5) |
Ag—P2 | 2.3982 (7) | C1—C2 | 1.404 (6) |
Ag—N1' | 2.38 (3) | C1—H1A | 0.9300 |
Ag—N2' | 2.49 (3) | C2—C3 | 1.353 (7) |
Ag—P1 | 2.4491 (7) | C2—H2A | 0.9300 |
Ag—N2 | 2.451 (5) | C3—C4 | 1.403 (7) |
P1—C21 | 1.817 (3) | C3—H3A | 0.9300 |
P1—C31 | 1.828 (3) | C4—C12 | 1.437 (5) |
P1—C61 | 1.843 (3) | C4—C5 | 1.457 (8) |
P2—C51 | 1.821 (3) | C5—C6 | 1.330 (7) |
P2—C41 | 1.825 (3) | C5—N3 | 1.483 (6) |
P2—C61i | 1.835 (3) | C6—C7 | 1.424 (7) |
C21—C26 | 1.395 (4) | C6—H6A | 0.9300 |
C21—C22 | 1.398 (4) | C7—C8 | 1.400 (7) |
C22—C23 | 1.387 (4) | C7—C11 | 1.408 (5) |
C22—H22A | 0.9300 | C8—C9 | 1.359 (7) |
C23—C24 | 1.381 (5) | C8—H8A | 0.9300 |
C23—H23A | 0.9300 | C9—C10 | 1.395 (6) |
C24—C25 | 1.380 (5) | C9—H9A | 0.9300 |
C24—H24A | 0.9300 | C10—N2 | 1.322 (5) |
C25—C26 | 1.383 (4) | C10—H10A | 0.9300 |
C25—H25A | 0.9300 | C11—N2 | 1.361 (5) |
C26—H26A | 0.9300 | C11—C12 | 1.432 (6) |
C31—C36 | 1.395 (4) | C12—N1 | 1.361 (5) |
C31—C32 | 1.396 (4) | N3—O2 | 1.191 (8) |
C32—C33 | 1.385 (4) | N3—O1 | 1.198 (7) |
C32—H32A | 0.9300 | C1'—N1' | 1.325 (17) |
C33—C34 | 1.382 (5) | C1'—C2' | 1.405 (17) |
C33—H33A | 0.9300 | C1'—H1'A | 0.9300 |
C34—C35 | 1.376 (5) | C2'—C3' | 1.350 (18) |
C34—H34A | 0.9300 | C2'—H2'A | 0.9300 |
C35—C36 | 1.388 (4) | C3'—C4' | 1.397 (17) |
C35—H35A | 0.9300 | C3'—H3'A | 0.9300 |
C36—H36A | 0.9300 | C4'—C12' | 1.440 (16) |
C41—C46 | 1.383 (4) | C4'—C5' | 1.447 (17) |
C41—C42 | 1.400 (4) | C5'—C6' | 1.322 (19) |
C42—C43 | 1.384 (4) | C5'—H5'A | 0.9300 |
C42—H42A | 0.9300 | C6'—C7' | 1.435 (18) |
C43—C44 | 1.379 (5) | C6'—N3' | 1.50 (3) |
C43—H43A | 0.9300 | C7'—C8' | 1.387 (17) |
C44—C45 | 1.376 (5) | C7'—C11' | 1.429 (16) |
C44—H44A | 0.9300 | C8'—C9' | 1.357 (18) |
C45—C46 | 1.396 (4) | C8'—H8'A | 0.9300 |
C45—H45A | 0.9300 | C9'—C10' | 1.417 (17) |
C46—H46A | 0.9300 | C9'—H9'A | 0.9300 |
C51—C52 | 1.386 (4) | C10'—N2' | 1.324 (17) |
C51—C56 | 1.394 (4) | C10'—H10B | 0.9300 |
C52—C53 | 1.392 (4) | C11'—N2' | 1.349 (16) |
C52—H52A | 0.9300 | C11'—C12' | 1.420 (16) |
C53—C54 | 1.376 (5) | C12'—N1' | 1.354 (16) |
C53—H53A | 0.9300 | N3'—O2' | 1.197 (16) |
C54—C55 | 1.372 (5) | N3'—O1' | 1.197 (19) |
C54—H54A | 0.9300 | Sb—F1 | 1.853 (2) |
C55—C56 | 1.390 (4) | Sb—F3 | 1.8630 (19) |
C55—H55A | 0.9300 | Sb—F4 | 1.864 (2) |
C56—H56A | 0.9300 | Sb—F2 | 1.874 (2) |
C61—P2i | 1.835 (3) | Sb—F6 | 1.8759 (19) |
C61—H61A | 0.9700 | Sb—F5 | 1.883 (2) |
C61—H61B | 0.9700 | ||
N1—Ag—P2 | 115.8 (3) | N1—C1—C2 | 122.1 (5) |
N1—Ag—N1' | 6.2 (7) | N1—C1—H1A | 119.0 |
P2—Ag—N1' | 113.8 (17) | C2—C1—H1A | 119.0 |
N1—Ag—N2' | 62.3 (6) | C3—C2—C1 | 119.4 (5) |
P2—Ag—N2' | 104.1 (13) | C3—C2—H2A | 120.3 |
N1'—Ag—N2' | 68.3 (7) | C1—C2—H2A | 120.3 |
N1—Ag—P1 | 100.1 (3) | C2—C3—C4 | 120.7 (4) |
P2—Ag—P1 | 144.11 (3) | C2—C3—H3A | 119.6 |
N1'—Ag—P1 | 101.7 (17) | C4—C3—H3A | 119.6 |
N2'—Ag—P1 | 93.4 (14) | C3—C4—C12 | 117.1 (4) |
N1—Ag—N2 | 68.51 (15) | C3—C4—C5 | 127.6 (4) |
P2—Ag—N2 | 103.1 (2) | C12—C4—C5 | 115.2 (5) |
N1'—Ag—N2 | 74.5 (6) | C6—C5—C4 | 123.5 (4) |
N2'—Ag—N2 | 6.3 (7) | C6—C5—N3 | 115.5 (6) |
P1—Ag—N2 | 90.9 (2) | C4—C5—N3 | 121.0 (6) |
C21—P1—C31 | 106.38 (13) | C5—C6—C7 | 121.5 (5) |
C21—P1—C61 | 105.11 (13) | C5—C6—H6A | 119.2 |
C31—P1—C61 | 102.66 (13) | C7—C6—H6A | 119.2 |
C21—P1—Ag | 113.91 (10) | C8—C7—C11 | 118.9 (4) |
C31—P1—Ag | 105.39 (9) | C8—C7—C6 | 122.7 (4) |
C61—P1—Ag | 121.90 (9) | C11—C7—C6 | 118.4 (5) |
C51—P2—C41 | 101.49 (13) | C9—C8—C7 | 118.9 (4) |
C51—P2—C61i | 104.48 (13) | C9—C8—H8A | 120.5 |
C41—P2—C61i | 104.99 (13) | C7—C8—H8A | 120.5 |
C51—P2—Ag | 119.29 (10) | C8—C9—C10 | 119.0 (5) |
C41—P2—Ag | 106.43 (9) | C8—C9—H9A | 120.5 |
C61i—P2—Ag | 118.08 (10) | C10—C9—H9A | 120.5 |
C26—C21—C22 | 118.7 (3) | N2—C10—C9 | 123.8 (5) |
C26—C21—P1 | 118.7 (2) | N2—C10—H10A | 118.1 |
C22—C21—P1 | 122.5 (2) | C9—C10—H10A | 118.1 |
C23—C22—C21 | 120.1 (3) | N2—C11—C7 | 121.3 (4) |
C23—C22—H22A | 119.9 | N2—C11—C12 | 118.2 (4) |
C21—C22—H22A | 119.9 | C7—C11—C12 | 120.5 (4) |
C24—C23—C22 | 120.2 (3) | N1—C12—C4 | 120.8 (5) |
C24—C23—H23A | 119.9 | N1—C12—C11 | 118.5 (4) |
C22—C23—H23A | 119.9 | C4—C12—C11 | 120.7 (4) |
C25—C24—C23 | 120.4 (3) | C1—N1—C12 | 119.8 (4) |
C25—C24—H24A | 119.8 | C1—N1—Ag | 121.8 (4) |
C23—C24—H24A | 119.8 | C12—N1—Ag | 118.1 (3) |
C24—C25—C26 | 119.7 (3) | C10—N2—C11 | 118.0 (4) |
C24—C25—H25A | 120.1 | C10—N2—Ag | 125.2 (3) |
C26—C25—H25A | 120.1 | C11—N2—Ag | 116.0 (3) |
C25—C26—C21 | 120.9 (3) | O2—N3—O1 | 122.8 (6) |
C25—C26—H26A | 119.5 | O2—N3—C5 | 118.7 (7) |
C21—C26—H26A | 119.5 | O1—N3—C5 | 118.6 (6) |
C36—C31—C32 | 118.9 (3) | N1'—C1'—C2' | 122 (2) |
C36—C31—P1 | 122.0 (2) | N1'—C1'—H1'A | 119.1 |
C32—C31—P1 | 118.4 (2) | C2'—C1'—H1'A | 119.1 |
C33—C32—C31 | 120.7 (3) | C3'—C2'—C1' | 119 (2) |
C33—C32—H32A | 119.6 | C3'—C2'—H2'A | 120.3 |
C31—C32—H32A | 119.6 | C1'—C2'—H2'A | 120.3 |
C34—C33—C32 | 119.6 (3) | C2'—C3'—C4' | 120.9 (19) |
C34—C33—H33A | 120.2 | C2'—C3'—H3'A | 119.6 |
C32—C33—H33A | 120.2 | C4'—C3'—H3'A | 119.6 |
C35—C34—C33 | 120.4 (3) | C3'—C4'—C12' | 117.0 (16) |
C35—C34—H34A | 119.8 | C3'—C4'—C5' | 126.3 (18) |
C33—C34—H34A | 119.8 | C12'—C4'—C5' | 116.6 (16) |
C34—C35—C36 | 120.5 (3) | C6'—C5'—C4' | 123 (2) |
C34—C35—H35A | 119.8 | C6'—C5'—H5'A | 118.7 |
C36—C35—H35A | 119.8 | C4'—C5'—H5'A | 118.7 |
C35—C36—C31 | 119.9 (3) | C5'—C6'—C7' | 122 (2) |
C35—C36—H36A | 120.1 | C5'—C6'—N3' | 115.7 (19) |
C31—C36—H36A | 120.1 | C7'—C6'—N3' | 121.9 (18) |
C46—C41—C42 | 118.8 (3) | C8'—C7'—C6' | 124.6 (17) |
C46—C41—P2 | 123.7 (2) | C8'—C7'—C11' | 117.2 (16) |
C42—C41—P2 | 117.3 (2) | C6'—C7'—C11' | 117.6 (17) |
C43—C42—C41 | 120.5 (3) | C9'—C8'—C7' | 121.4 (18) |
C43—C42—H42A | 119.7 | C9'—C8'—H8'A | 119.3 |
C41—C42—H42A | 119.7 | C7'—C8'—H8'A | 119.3 |
C44—C43—C42 | 120.0 (3) | C8'—C9'—C10' | 118.9 (18) |
C44—C43—H43A | 120.0 | C8'—C9'—H9'A | 120.5 |
C42—C43—H43A | 120.0 | C10'—C9'—H9'A | 120.5 |
C45—C44—C43 | 120.1 (3) | N2'—C10'—C9' | 121 (2) |
C45—C44—H44A | 119.9 | N2'—C10'—H10B | 119.7 |
C43—C44—H44A | 119.9 | C9'—C10'—H10B | 119.7 |
C44—C45—C46 | 120.2 (3) | N2'—C11'—C7' | 120.3 (17) |
C44—C45—H45A | 119.9 | N2'—C11'—C12' | 119.5 (16) |
C46—C45—H45A | 119.9 | C7'—C11'—C12' | 120.0 (17) |
C41—C46—C45 | 120.3 (3) | N1'—C12'—C4' | 120.5 (17) |
C41—C46—H46A | 119.8 | N1'—C12'—C11' | 118.7 (17) |
C45—C46—H46A | 119.8 | C4'—C12'—C11' | 120.3 (17) |
C52—C51—C56 | 119.3 (3) | C1'—N1'—C12' | 120 (2) |
C52—C51—P2 | 120.1 (2) | C1'—N1'—Ag | 121.4 (17) |
C56—C51—P2 | 120.6 (2) | C12'—N1'—Ag | 117.8 (15) |
C51—C52—C53 | 120.3 (3) | C10'—N2'—C11' | 121.4 (19) |
C51—C52—H52A | 119.9 | C10'—N2'—Ag | 124.1 (16) |
C53—C52—H52A | 119.9 | C11'—N2'—Ag | 114.3 (14) |
C54—C53—C52 | 119.8 (3) | O2'—N3'—O1' | 120.1 (19) |
C54—C53—H53A | 120.1 | O2'—N3'—C6' | 118.5 (18) |
C52—C53—H53A | 120.1 | O1'—N3'—C6' | 121 (2) |
C55—C54—C53 | 120.4 (3) | F1—Sb—F3 | 179.02 (13) |
C55—C54—H54A | 119.8 | F1—Sb—F4 | 91.09 (13) |
C53—C54—H54A | 119.8 | F3—Sb—F4 | 89.86 (10) |
C54—C55—C56 | 120.3 (3) | F1—Sb—F2 | 90.32 (12) |
C54—C55—H55A | 119.8 | F3—Sb—F2 | 89.92 (10) |
C56—C55—H55A | 119.8 | F4—Sb—F2 | 90.14 (12) |
C55—C56—C51 | 119.8 (3) | F1—Sb—F6 | 89.50 (11) |
C55—C56—H56A | 120.1 | F3—Sb—F6 | 90.25 (9) |
C51—C56—H56A | 120.1 | F4—Sb—F6 | 90.09 (10) |
P2i—C61—P1 | 112.26 (15) | F2—Sb—F6 | 179.72 (11) |
P2i—C61—H61A | 109.2 | F1—Sb—F5 | 90.56 (14) |
P1—C61—H61A | 109.2 | F3—Sb—F5 | 88.49 (10) |
P2i—C61—H61B | 109.2 | F4—Sb—F5 | 178.33 (11) |
P1—C61—H61B | 109.2 | F2—Sb—F5 | 90.13 (11) |
H61A—C61—H61B | 107.9 | F6—Sb—F5 | 89.65 (9) |
N1—Ag—P1—C21 | 143.06 (17) | C61i—P2—C51—C56 | 46.3 (3) |
P2—Ag—P1—C21 | −39.37 (11) | Ag—P2—C51—C56 | −179.1 (2) |
N1'—Ag—P1—C21 | 149.1 (6) | C56—C51—C52—C53 | −0.9 (5) |
N2'—Ag—P1—C21 | 80.6 (6) | P2—C51—C52—C53 | −178.5 (3) |
N2—Ag—P1—C21 | 74.73 (15) | C51—C52—C53—C54 | 0.3 (5) |
N1—Ag—P1—C31 | 26.83 (17) | C52—C53—C54—C55 | −0.3 (5) |
P2—Ag—P1—C31 | −155.60 (10) | C53—C54—C55—C56 | 1.0 (5) |
N1'—Ag—P1—C31 | 32.9 (6) | C54—C55—C56—C51 | −1.6 (5) |
N2'—Ag—P1—C31 | −35.7 (6) | C52—C51—C56—C55 | 1.6 (4) |
N2—Ag—P1—C31 | −41.50 (15) | P2—C51—C56—C55 | 179.2 (2) |
N1—Ag—P1—C61 | −89.21 (17) | C21—P1—C61—P2i | 49.57 (18) |
P2—Ag—P1—C61 | 88.35 (12) | C31—P1—C61—P2i | 160.67 (15) |
N1'—Ag—P1—C61 | −83.2 (6) | Ag—P1—C61—P2i | −81.92 (16) |
N2'—Ag—P1—C61 | −151.7 (6) | C2—C1—N1—Ag | −174.5 (6) |
N2—Ag—P1—C61 | −157.54 (15) | C4—C12—N1—Ag | 174.2 (5) |
N1—Ag—P2—C51 | 24.36 (19) | C11—C12—N1—Ag | −3.4 (11) |
N1'—Ag—P2—C51 | 17.9 (7) | P2—Ag—N1—C1 | −85.9 (8) |
N2'—Ag—P2—C51 | 90.1 (8) | N1'—Ag—N1—C1 | −14 (18) |
P1—Ag—P2—C51 | −152.97 (11) | N2'—Ag—N1—C1 | −178.9 (18) |
N2—Ag—P2—C51 | 96.58 (17) | P1—Ag—N1—C1 | 92.5 (8) |
N1—Ag—P2—C41 | −89.44 (18) | N2—Ag—N1—C1 | 179.5 (9) |
N1'—Ag—P2—C41 | −95.8 (7) | P2—Ag—N1—C12 | 100.1 (7) |
N2'—Ag—P2—C41 | −23.7 (8) | N1'—Ag—N1—C12 | 172 (19) |
P1—Ag—P2—C41 | 93.23 (11) | N2'—Ag—N1—C12 | 7.1 (17) |
N2—Ag—P2—C41 | −17.21 (16) | P1—Ag—N1—C12 | −81.5 (8) |
N1—Ag—P2—C61i | 152.98 (18) | N2—Ag—N1—C12 | 5.5 (7) |
N1'—Ag—P2—C61i | 146.6 (7) | C9—C10—N2—C11 | −0.7 (11) |
N2'—Ag—P2—C61i | −141.2 (8) | C9—C10—N2—Ag | 168.8 (5) |
P1—Ag—P2—C61i | −24.35 (12) | C7—C11—N2—C10 | −0.9 (11) |
N2—Ag—P2—C61i | −134.79 (17) | C12—C11—N2—C10 | 178.9 (7) |
C31—P1—C21—C26 | 133.8 (2) | C7—C11—N2—Ag | −171.3 (5) |
C61—P1—C21—C26 | −117.8 (2) | C12—C11—N2—Ag | 8.5 (9) |
Ag—P1—C21—C26 | 18.2 (3) | N1—Ag—N2—C10 | −176.9 (8) |
C31—P1—C21—C22 | −49.0 (3) | P2—Ag—N2—C10 | 70.2 (7) |
C61—P1—C21—C22 | 59.4 (3) | N1'—Ag—N2—C10 | −178.3 (19) |
Ag—P1—C21—C22 | −164.7 (2) | N2'—Ag—N2—C10 | 170 (15) |
C26—C21—C22—C23 | 1.1 (4) | P1—Ag—N2—C10 | −76.4 (7) |
P1—C21—C22—C23 | −176.0 (2) | N1—Ag—N2—C11 | −7.2 (6) |
C21—C22—C23—C24 | −1.2 (5) | P2—Ag—N2—C11 | −120.1 (6) |
C22—C23—C24—C25 | 0.5 (5) | N1'—Ag—N2—C11 | −8.7 (18) |
C23—C24—C25—C26 | 0.3 (6) | N2'—Ag—N2—C11 | −20 (14) |
C24—C25—C26—C21 | −0.4 (5) | P1—Ag—N2—C11 | 93.2 (6) |
C22—C21—C26—C25 | −0.3 (5) | C6—C5—N3—O2 | −6.1 (8) |
P1—C21—C26—C25 | 176.9 (3) | C4—C5—N3—O2 | 171.9 (7) |
C21—P1—C31—C36 | −27.8 (3) | C6—C5—N3—O1 | 174.2 (5) |
C61—P1—C31—C36 | −138.0 (2) | C4—C5—N3—O1 | −7.8 (7) |
Ag—P1—C31—C36 | 93.5 (2) | N1—Ag—N1'—C1' | 169 (23) |
C21—P1—C31—C32 | 161.8 (2) | P2—Ag—N1'—C1' | −81 (5) |
C61—P1—C31—C32 | 51.7 (2) | N2'—Ag—N1'—C1' | −177 (5) |
Ag—P1—C31—C32 | −76.9 (2) | P1—Ag—N1'—C1' | 94 (5) |
C36—C31—C32—C33 | −1.3 (4) | N2—Ag—N1'—C1' | −179 (5) |
P1—C31—C32—C33 | 169.4 (2) | N1—Ag—N1'—C12' | −3 (15) |
C31—C32—C33—C34 | 0.3 (4) | P2—Ag—N1'—C12' | 107 (4) |
C32—C33—C34—C35 | 0.8 (4) | N2'—Ag—N1'—C12' | 10 (4) |
C33—C34—C35—C36 | −0.9 (5) | P1—Ag—N1'—C12' | −79 (5) |
C34—C35—C36—C31 | −0.1 (4) | N2—Ag—N1'—C12' | 9 (4) |
C32—C31—C36—C35 | 1.2 (4) | C9'—C10'—N2'—C11' | −4 (7) |
P1—C31—C36—C35 | −169.2 (2) | C9'—C10'—N2'—Ag | 171 (3) |
C51—P2—C41—C46 | 135.8 (2) | C7'—C11'—N2'—C10' | 6 (7) |
C61i—P2—C41—C46 | 27.2 (3) | C12'—C11'—N2'—C10' | −179 (5) |
Ag—P2—C41—C46 | −98.7 (2) | C7'—C11'—N2'—Ag | −169 (3) |
C51—P2—C41—C42 | −48.9 (2) | C12'—C11'—N2'—Ag | 6 (6) |
C61i—P2—C41—C42 | −157.5 (2) | N1—Ag—N2'—C10' | 178 (5) |
Ag—P2—C41—C42 | 76.5 (2) | P2—Ag—N2'—C10' | 66 (4) |
C46—C41—C42—C43 | −0.5 (4) | N1'—Ag—N2'—C10' | 177 (5) |
P2—C41—C42—C43 | −176.0 (2) | P1—Ag—N2'—C10' | −82 (4) |
C41—C42—C43—C44 | −0.7 (5) | N2—Ag—N2'—C10' | −15 (11) |
C42—C43—C44—C45 | 1.2 (5) | N1—Ag—N2'—C11' | −7 (3) |
C43—C44—C45—C46 | −0.4 (5) | P2—Ag—N2'—C11' | −119 (4) |
C42—C41—C46—C45 | 1.3 (4) | N1'—Ag—N2'—C11' | −8 (4) |
P2—C41—C46—C45 | 176.5 (2) | P1—Ag—N2'—C11' | 93 (4) |
C44—C45—C46—C41 | −0.8 (5) | N2—Ag—N2'—C11' | 160 (17) |
C41—P2—C51—C52 | 114.9 (3) | C5'—C6'—N3'—O2' | −156 (3) |
C61i—P2—C51—C52 | −136.2 (2) | C7'—C6'—N3'—O2' | 23 (4) |
Ag—P2—C51—C52 | −1.6 (3) | C5'—C6'—N3'—O1' | 16 (5) |
C41—P2—C51—C56 | −62.7 (3) | C7'—C6'—N3'—O1' | −166 (4) |
Symmetry code: (i) −x, −y, −z+2. |
D—H···A | D—H | H···A | D···A | D—H···A |
C35—H35A···F4ii | 0.93 | 2.54 | 3.409 (4) | 155 |
C46—H46A···F5 | 0.93 | 2.50 | 3.398 (4) | 163 |
Symmetry code: (ii) −x−1/2, y−1/2, −z+5/2. |
Experimental details
Crystal data | |
Chemical formula | [Ag2(C12H7N3O2)2(C25H22P2)2](SbF6)2 |
Mr | 1906.38 |
Crystal system, space group | Monoclinic, P21/n |
Temperature (K) | 293 |
a, b, c (Å) | 12.8034 (7), 23.3993 (10), 13.5580 (11) |
β (°) | 117.936 (2) |
V (Å3) | 3588.5 (4) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 1.46 |
Crystal size (mm) | 0.35 × 0.35 × 0.28 |
Data collection | |
Diffractometer | Rigaku Mercury 70 CCD |
Absorption correction | Multi-scan (CrystalClear; Rigaku, 2000) |
Tmin, Tmax | 0.816, 1.000 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 22441, 6301, 5851 |
Rint | 0.026 |
(sin θ/λ)max (Å−1) | 0.595 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.030, 0.060, 1.11 |
No. of reflections | 6301 |
No. of parameters | 623 |
No. of restraints | 486 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.66, −0.70 |
Computer programs: CrystalClear (Rigaku, 2000), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Bruker, 1999).
Ag—N1 | 2.392 (6) | Ag—P1 | 2.4491 (7) |
Ag—P2 | 2.3982 (7) | Ag—N2 | 2.451 (5) |
N1—Ag—P2 | 115.8 (3) | N1—Ag—N2 | 68.51 (15) |
N1—Ag—P1 | 100.1 (3) | P2—Ag—N2 | 103.1 (2) |
P2—Ag—P1 | 144.11 (3) | P1—Ag—N2 | 90.9 (2) |
References
Bruker (1999). SHELXTL. Version 5.10. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Ho, D. M. & Bau, R. (1983). Inorg. Chem. 22, 4073–4079. CSD CrossRef CAS Web of Science Google Scholar
Rigaku (2000). CrystalClear. Version 1.3.6. Rigaku Corporation, Tokyo, Japan. Google Scholar
Sheldrick, G. M. (1997). SHELXS97 and SHELXL97. University of Göttingen, Germany. Google Scholar
Smith, G. F. & Cagle, F. W. M. (1947). J. Org. Chem. 12, 781–784. CrossRef PubMed CAS Web of Science Google Scholar
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The title compound, [Ag2(methylenebis(diphenylphosphine))2(5-nitro-1,10-phenanthroline)2]. (SbF6)2, is formed by self-assembly between the metal diphosphine compound [Ag2(methylenebis(diphenylphosphine))2](SbF6)2 and 5-nitro-1,10-phenanthroline. In the crystal structure, the complex cation exists as a centrosymmetric dimer. Perspective view of the title compound is given in Fig. 1. The two methylenebis(diphenylphosphine) molecules bridge two Ag(5-nitro-1,10-phenanthroline) moieties to form an eight-membered Ag2P4C2 metallacyclic ring with the 5-nitro-1,10-phenanthroline ligand chelating Ag atoms. The P1—Ag—P2 angle of 144.11 (3)° is much larger than the N1—Ag—N2 angle of 68.59 (10)°, indicating a distorted tetrahedral coordination geometry around the silver atom.