



Supporting information
![]() | Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536814015992/lh5718sup1.cif |
![]() | Structure factor file (CIF format) https://doi.org/10.1107/S1600536814015992/lh5718Isup2.hkl |
CCDC reference: 1012936
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean
(C-C) = 0.003 Å
- R factor = 0.033
- wR factor = 0.075
- Data-to-parameter ratio = 21.1
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT906_ALERT_3_C Large K value in the Analysis of Variance ...... 2.988 Check
Alert level G PLAT007_ALERT_5_G Number of Unrefined Donor-H Atoms .............. 2 Why ? PLAT066_ALERT_1_G Predicted and Reported Tmin&Tmax Range Identical ? Check PLAT199_ALERT_1_G Reported _cell_measurement_temperature ..... (K) 293 Check PLAT200_ALERT_1_G Reported _diffrn_ambient_temperature ..... (K) 293 Check PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X) Ag1 -- Cl1 .. 19.5 su PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X) Ag1 -- S1 .. 14.5 su PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X) Ag1 -- P1 .. 9.0 su PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L= 0.600 7 Note
0 ALERT level A = Most likely a serious problem - resolve or explain 0 ALERT level B = A potentially serious problem, consider carefully 1 ALERT level C = Check. Ensure it is not caused by an omission or oversight 8 ALERT level G = General information/check it is not something unexpected 3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 3 ALERT type 2 Indicator that the structure model may be wrong or deficient 1 ALERT type 3 Indicator that the structure quality may be low 1 ALERT type 4 Improvement, methodology, query or suggestion 1 ALERT type 5 Informative message, check
Triphenylphosphine, (0.37 g, 0.14 mmol) was dissolved in 30 cm3 of acetonitrile at 343 K. AgCl (0.10 g, 0.70 mmol) was added and then the mixture was stirred for 3 hours. At that time, a white precipitate was deposited and then benzenecarbothioamide (0.09 g, 0.70 mmol) was added. The new reaction mixture was continually heated under refluxed for 5 hours. The resulting clear solution was filtered and the filtrate was kept to evaporate at room temperature. X-ray quality crystals were obtained after two days and were filtered and dried in vacuo.
All H atoms were positioned geometrically and refined using a riding-model, approximation with C—H = 0.93 with Uiso(H) = 1.2 Ueq(C), N—H = 0.86 with Uiso(H) = 1.2 Ueq(N).
The coordination compounds of AgI complexes with phosphine and thione ligands have gained interest in recent years because of their participation in biological process as antibacterial agents (Isab et al., 2010; Nawaz et al., 2011). A large number of crystal structures of AgI complexes containing phosphine and thione as ligands have presented that these complexes are either mononuclear (McFarlane et al., 1998) or dinuclear (Cox et al., 2000) complexes with the silver(I) center exhibiting distorted tetrahedral or trigonal coordination geometry (Aslanidis et al., 1997).
The molecular structure of the title mononuclear complex displays a distorted tetrahedral coordination geometry (Fig. 1). The deviation from ideal tetrahedral geometry can be described by the P2—Ag1—P1 angle which has value of 120.05 (2)° and this value is much larger than the perfect tetrahedral value of 109.5°. This distortion may be due to the steric imposition induced by the two bulky triphenylphosphine ligands. This has also been observed in previous reports e.g. the P2—Cu1—P1 angle in [CuI(C7H8N2S)(C18H15P)2] is 118.63 (5)° (Nimthong et al., 2008). The Ag1—S1 bond distance in the title complex 2.5880 (5) Å lies in the range of other AgI complexes such as the Ag—S bond in [Ag(C7H4NS2O2)(C18H15P)3] of 2.5939 (10) Å (Dennehy et al., 2007). In the crystal, pairs of N—H···Cl hydrogen bonds form inversion dimers. An intramolecular N—H···Cl hydrogen bond is also observed (Fig. 2).
Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 2003); data reduction: SAINT (Bruker, 2003); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2012 (Sheldrick, 2008), SHELXLE (Hübschle et al., 2011); molecular graphics: Mercury (Macrae et al., 2008); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008) and publCIF (Westrip, 2010).
[AgCl(C7H7NS)(C18H15P)2] | F(000) = 1648 |
Mr = 805.05 | Dx = 1.430 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
a = 14.2405 (7) Å | Cell parameters from 7876 reflections |
b = 13.9271 (7) Å | θ = 2.4–28.3° |
c = 19.0774 (10) Å | µ = 0.78 mm−1 |
β = 98.711 (1)° | T = 293 K |
V = 3740.0 (3) Å3 | Block, colorless |
Z = 4 | 0.30 × 0.16 × 0.10 mm |
Bruker SMART APEX CCD diffractometer | 8544 reflections with I > 2σ(I) |
Radiation source: sealed tube | Rint = 0.031 |
ϕ and ω scans | θmax = 28.3°, θmin = 1.7° |
Absorption correction: multi-scan (SADABS; Sheldrick, 2003) | h = −19→18 |
Tmin = 0.861, Tmax = 0.923 | k = −18→18 |
51284 measured reflections | l = −25→25 |
9308 independent reflections |
Refinement on F2 | 0 restraints |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.033 | H-atom parameters constrained |
wR(F2) = 0.075 | w = 1/[σ2(Fo2) + (0.0351P)2 + 1.9067P]
where P = (Fo2 + 2Fc2)/3 |
S = 1.13 | (Δ/σ)max = 0.001 |
9308 reflections | Δρmax = 0.72 e Å−3 |
442 parameters | Δρmin = −0.39 e Å−3 |
[AgCl(C7H7NS)(C18H15P)2] | V = 3740.0 (3) Å3 |
Mr = 805.05 | Z = 4 |
Monoclinic, P21/n | Mo Kα radiation |
a = 14.2405 (7) Å | µ = 0.78 mm−1 |
b = 13.9271 (7) Å | T = 293 K |
c = 19.0774 (10) Å | 0.30 × 0.16 × 0.10 mm |
β = 98.711 (1)° |
Bruker SMART APEX CCD diffractometer | 9308 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 2003) | 8544 reflections with I > 2σ(I) |
Tmin = 0.861, Tmax = 0.923 | Rint = 0.031 |
51284 measured reflections |
R[F2 > 2σ(F2)] = 0.033 | 0 restraints |
wR(F2) = 0.075 | H-atom parameters constrained |
S = 1.13 | Δρmax = 0.72 e Å−3 |
9308 reflections | Δρmin = −0.39 e Å−3 |
442 parameters |
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. |
x | y | z | Uiso*/Ueq | ||
Ag1 | 0.96337 (2) | 0.11780 (2) | 0.18826 (2) | 0.01933 (5) | |
Cl1 | 1.07616 (3) | 0.00745 (4) | 0.12713 (2) | 0.02523 (10) | |
S1 | 0.79118 (3) | 0.07930 (4) | 0.13044 (2) | 0.02617 (11) | |
P1 | 1.02572 (3) | 0.27274 (3) | 0.15422 (2) | 0.01705 (9) | |
P2 | 0.98356 (3) | 0.07020 (3) | 0.31343 (2) | 0.01641 (9) | |
N1 | 0.86973 (12) | −0.00117 (13) | 0.02851 (9) | 0.0257 (4) | |
H1A | 0.8678 | −0.0242 | −0.0135 | 0.031* | |
H1B | 0.9221 | −0.0018 | 0.0576 | 0.031* | |
C1 | 1.02873 (12) | 0.29144 (13) | 0.05997 (9) | 0.0187 (3) | |
C2 | 1.05820 (14) | 0.37795 (14) | 0.03329 (10) | 0.0236 (4) | |
H2 | 1.0772 | 0.4285 | 0.0640 | 0.028* | |
C3 | 1.05912 (15) | 0.38854 (15) | −0.03897 (11) | 0.0268 (4) | |
H3 | 1.0791 | 0.4460 | −0.0566 | 0.032* | |
C4 | 1.03040 (16) | 0.31370 (16) | −0.08444 (11) | 0.0296 (4) | |
H4 | 1.0312 | 0.3210 | −0.1328 | 0.036* | |
C5 | 1.00051 (17) | 0.22818 (16) | −0.05892 (11) | 0.0324 (5) | |
H5 | 0.9810 | 0.1781 | −0.0899 | 0.039* | |
C6 | 0.99972 (15) | 0.21714 (14) | 0.01362 (10) | 0.0258 (4) | |
H6 | 0.9796 | 0.1595 | 0.0309 | 0.031* | |
C7 | 1.14768 (13) | 0.29086 (13) | 0.19631 (10) | 0.0200 (4) | |
C8 | 1.16664 (14) | 0.30735 (15) | 0.26924 (10) | 0.0263 (4) | |
H8 | 1.1166 | 0.3123 | 0.2952 | 0.032* | |
C9 | 1.25915 (16) | 0.31638 (17) | 0.30335 (12) | 0.0352 (5) | |
H9 | 1.2711 | 0.3289 | 0.3518 | 0.042* | |
C10 | 1.33373 (16) | 0.30669 (18) | 0.26532 (13) | 0.0374 (5) | |
H10 | 1.3960 | 0.3129 | 0.2881 | 0.045* | |
C11 | 1.31608 (15) | 0.28778 (18) | 0.19375 (13) | 0.0377 (5) | |
H11 | 1.3665 | 0.2800 | 0.1685 | 0.045* | |
C12 | 1.22346 (14) | 0.28022 (16) | 0.15898 (11) | 0.0286 (4) | |
H12 | 1.2121 | 0.2680 | 0.1105 | 0.034* | |
C13 | 0.96006 (13) | 0.37748 (13) | 0.17718 (10) | 0.0197 (4) | |
C14 | 0.86150 (15) | 0.37148 (15) | 0.16127 (13) | 0.0305 (5) | |
H14 | 0.8335 | 0.3157 | 0.1411 | 0.037* | |
C15 | 0.80496 (16) | 0.44786 (18) | 0.17519 (14) | 0.0390 (6) | |
H15 | 0.7393 | 0.4438 | 0.1632 | 0.047* | |
C16 | 0.84564 (17) | 0.53014 (17) | 0.20690 (12) | 0.0348 (5) | |
H16 | 0.8075 | 0.5811 | 0.2166 | 0.042* | |
C17 | 0.94290 (16) | 0.53631 (15) | 0.22403 (10) | 0.0286 (4) | |
H17 | 0.9702 | 0.5913 | 0.2460 | 0.034* | |
C18 | 1.00066 (14) | 0.46105 (14) | 0.20872 (10) | 0.0223 (4) | |
H18 | 1.0664 | 0.4664 | 0.2195 | 0.027* | |
C19 | 1.10059 (13) | 0.08806 (13) | 0.36558 (10) | 0.0193 (4) | |
C20 | 1.11456 (15) | 0.12565 (17) | 0.43381 (11) | 0.0319 (5) | |
H20 | 1.0625 | 0.1439 | 0.4548 | 0.038* | |
C21 | 1.20579 (16) | 0.13612 (19) | 0.47091 (13) | 0.0386 (5) | |
H21 | 1.2144 | 0.1611 | 0.5167 | 0.046* | |
C22 | 1.28319 (15) | 0.10983 (17) | 0.44038 (13) | 0.0358 (5) | |
H22 | 1.3442 | 0.1164 | 0.4654 | 0.043* | |
C23 | 1.26999 (16) | 0.07346 (19) | 0.37215 (14) | 0.0385 (5) | |
H23 | 1.3224 | 0.0563 | 0.3511 | 0.046* | |
C24 | 1.17911 (14) | 0.06228 (16) | 0.33477 (12) | 0.0297 (4) | |
H24 | 1.1709 | 0.0375 | 0.2890 | 0.036* | |
C25 | 0.90286 (13) | 0.13427 (14) | 0.36321 (10) | 0.0201 (4) | |
C26 | 0.86802 (14) | 0.09695 (16) | 0.42206 (11) | 0.0272 (4) | |
H26 | 0.8856 | 0.0355 | 0.4380 | 0.033* | |
C27 | 0.80725 (15) | 0.15072 (19) | 0.45705 (12) | 0.0362 (5) | |
H27 | 0.7838 | 0.1249 | 0.4959 | 0.043* | |
C28 | 0.78167 (16) | 0.2422 (2) | 0.43432 (13) | 0.0413 (6) | |
H28 | 0.7413 | 0.2781 | 0.4580 | 0.050* | |
C29 | 0.81590 (16) | 0.28085 (17) | 0.37632 (14) | 0.0381 (5) | |
H29 | 0.7990 | 0.3429 | 0.3613 | 0.046* | |
C30 | 0.87564 (14) | 0.22677 (15) | 0.34051 (11) | 0.0280 (4) | |
H30 | 0.8977 | 0.2525 | 0.3011 | 0.034* | |
C31 | 0.96144 (13) | −0.05724 (13) | 0.32671 (9) | 0.0185 (3) | |
C32 | 0.91259 (14) | −0.10887 (14) | 0.26999 (11) | 0.0246 (4) | |
H32 | 0.8938 | −0.0785 | 0.2267 | 0.030* | |
C33 | 0.89178 (15) | −0.20533 (15) | 0.27774 (12) | 0.0297 (4) | |
H33 | 0.8587 | −0.2391 | 0.2398 | 0.036* | |
C34 | 0.92006 (16) | −0.25143 (15) | 0.34174 (12) | 0.0295 (4) | |
H34 | 0.9052 | −0.3158 | 0.3471 | 0.035* | |
C35 | 0.97056 (16) | −0.20123 (15) | 0.39764 (11) | 0.0288 (4) | |
H35 | 0.9907 | −0.2323 | 0.4404 | 0.035* | |
C36 | 0.99138 (14) | −0.10483 (14) | 0.39031 (10) | 0.0243 (4) | |
H36 | 1.0256 | −0.0717 | 0.4282 | 0.029* | |
C37 | 0.79299 (13) | 0.03483 (13) | 0.04814 (9) | 0.0200 (4) | |
C38 | 0.70443 (14) | 0.03396 (14) | −0.00449 (9) | 0.0219 (4) | |
C39 | 0.69078 (16) | −0.03464 (16) | −0.05811 (11) | 0.0307 (5) | |
H39 | 0.7379 | −0.0797 | −0.0620 | 0.037* | |
C40 | 0.60665 (17) | −0.03594 (18) | −0.10586 (12) | 0.0379 (5) | |
H40 | 0.5977 | −0.0820 | −0.1415 | 0.045* | |
C41 | 0.53653 (16) | 0.03057 (19) | −0.10061 (12) | 0.0386 (5) | |
H41 | 0.4800 | 0.0289 | −0.1323 | 0.046* | |
C42 | 0.55038 (18) | 0.0996 (2) | −0.04827 (13) | 0.0444 (6) | |
H42 | 0.5035 | 0.1451 | −0.0450 | 0.053* | |
C43 | 0.63401 (16) | 0.10130 (18) | −0.00047 (12) | 0.0348 (5) | |
H43 | 0.6429 | 0.1482 | 0.0346 | 0.042* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ag1 | 0.02407 (8) | 0.01923 (7) | 0.01454 (7) | −0.00135 (5) | 0.00242 (5) | 0.00012 (5) |
Cl1 | 0.0264 (2) | 0.0283 (2) | 0.0204 (2) | 0.00856 (19) | 0.00159 (17) | −0.00369 (18) |
S1 | 0.0203 (2) | 0.0411 (3) | 0.0165 (2) | 0.0002 (2) | 0.00093 (17) | −0.0062 (2) |
P1 | 0.0174 (2) | 0.0171 (2) | 0.0162 (2) | −0.00025 (17) | 0.00140 (16) | 0.00061 (16) |
P2 | 0.0171 (2) | 0.0186 (2) | 0.0133 (2) | −0.00141 (17) | 0.00131 (16) | −0.00025 (16) |
N1 | 0.0225 (8) | 0.0345 (9) | 0.0191 (8) | 0.0021 (7) | −0.0006 (6) | −0.0072 (7) |
C1 | 0.0167 (8) | 0.0210 (9) | 0.0179 (8) | 0.0013 (7) | 0.0012 (6) | 0.0017 (7) |
C2 | 0.0261 (10) | 0.0208 (9) | 0.0237 (9) | −0.0039 (7) | 0.0035 (7) | −0.0005 (7) |
C3 | 0.0301 (10) | 0.0256 (10) | 0.0261 (10) | −0.0010 (8) | 0.0083 (8) | 0.0060 (8) |
C4 | 0.0378 (12) | 0.0331 (11) | 0.0185 (9) | 0.0057 (9) | 0.0058 (8) | 0.0053 (8) |
C5 | 0.0494 (14) | 0.0257 (10) | 0.0201 (9) | −0.0008 (9) | −0.0013 (9) | −0.0028 (8) |
C6 | 0.0353 (11) | 0.0210 (9) | 0.0199 (9) | −0.0015 (8) | 0.0000 (8) | 0.0034 (7) |
C7 | 0.0192 (8) | 0.0178 (8) | 0.0220 (9) | 0.0003 (7) | 0.0000 (7) | 0.0005 (7) |
C8 | 0.0250 (10) | 0.0304 (10) | 0.0226 (9) | 0.0018 (8) | 0.0007 (8) | −0.0007 (8) |
C9 | 0.0344 (12) | 0.0376 (12) | 0.0295 (11) | 0.0001 (10) | −0.0083 (9) | −0.0021 (9) |
C10 | 0.0222 (10) | 0.0395 (13) | 0.0463 (13) | −0.0031 (9) | −0.0088 (9) | 0.0019 (10) |
C11 | 0.0198 (10) | 0.0463 (14) | 0.0478 (14) | 0.0014 (9) | 0.0072 (9) | 0.0036 (11) |
C12 | 0.0241 (10) | 0.0350 (11) | 0.0265 (10) | 0.0017 (8) | 0.0036 (8) | −0.0010 (8) |
C13 | 0.0207 (9) | 0.0209 (9) | 0.0183 (8) | 0.0029 (7) | 0.0052 (7) | 0.0039 (7) |
C14 | 0.0216 (10) | 0.0261 (10) | 0.0439 (13) | 0.0003 (8) | 0.0050 (9) | 0.0054 (9) |
C15 | 0.0228 (10) | 0.0388 (13) | 0.0580 (15) | 0.0107 (9) | 0.0139 (10) | 0.0135 (11) |
C16 | 0.0421 (13) | 0.0315 (11) | 0.0346 (11) | 0.0170 (10) | 0.0180 (10) | 0.0103 (9) |
C17 | 0.0449 (12) | 0.0240 (10) | 0.0170 (9) | 0.0079 (9) | 0.0050 (8) | 0.0014 (7) |
C18 | 0.0265 (9) | 0.0214 (9) | 0.0187 (8) | 0.0022 (7) | 0.0019 (7) | 0.0017 (7) |
C19 | 0.0175 (8) | 0.0193 (8) | 0.0200 (8) | −0.0007 (7) | −0.0007 (7) | 0.0022 (7) |
C20 | 0.0225 (10) | 0.0473 (13) | 0.0255 (10) | −0.0013 (9) | 0.0019 (8) | −0.0068 (9) |
C21 | 0.0291 (11) | 0.0536 (15) | 0.0298 (11) | −0.0051 (10) | −0.0064 (9) | −0.0102 (10) |
C22 | 0.0199 (10) | 0.0411 (13) | 0.0429 (13) | −0.0012 (9) | −0.0070 (9) | 0.0014 (10) |
C23 | 0.0201 (10) | 0.0462 (14) | 0.0494 (14) | 0.0062 (9) | 0.0065 (9) | −0.0019 (11) |
C24 | 0.0239 (10) | 0.0342 (11) | 0.0308 (11) | 0.0024 (8) | 0.0037 (8) | −0.0061 (9) |
C25 | 0.0151 (8) | 0.0247 (9) | 0.0196 (8) | −0.0004 (7) | −0.0001 (7) | −0.0053 (7) |
C26 | 0.0212 (9) | 0.0377 (12) | 0.0229 (9) | −0.0005 (8) | 0.0041 (7) | −0.0030 (8) |
C27 | 0.0250 (11) | 0.0556 (15) | 0.0297 (11) | −0.0022 (10) | 0.0096 (9) | −0.0119 (10) |
C28 | 0.0259 (11) | 0.0541 (16) | 0.0441 (14) | 0.0043 (10) | 0.0062 (10) | −0.0252 (12) |
C29 | 0.0311 (11) | 0.0312 (12) | 0.0499 (14) | 0.0070 (9) | −0.0004 (10) | −0.0121 (10) |
C30 | 0.0256 (10) | 0.0264 (10) | 0.0307 (10) | 0.0014 (8) | 0.0001 (8) | −0.0041 (8) |
C31 | 0.0173 (8) | 0.0197 (9) | 0.0194 (8) | −0.0008 (7) | 0.0060 (7) | −0.0005 (7) |
C32 | 0.0263 (10) | 0.0244 (10) | 0.0220 (9) | −0.0008 (8) | 0.0003 (8) | −0.0021 (7) |
C33 | 0.0325 (11) | 0.0233 (10) | 0.0327 (11) | −0.0047 (8) | 0.0029 (9) | −0.0080 (8) |
C34 | 0.0345 (11) | 0.0193 (9) | 0.0384 (11) | −0.0029 (8) | 0.0170 (9) | −0.0016 (8) |
C35 | 0.0393 (12) | 0.0250 (10) | 0.0245 (10) | 0.0002 (9) | 0.0123 (9) | 0.0053 (8) |
C36 | 0.0292 (10) | 0.0254 (10) | 0.0186 (9) | −0.0019 (8) | 0.0049 (8) | −0.0005 (7) |
C37 | 0.0227 (9) | 0.0198 (9) | 0.0172 (8) | −0.0031 (7) | 0.0017 (7) | 0.0003 (7) |
C38 | 0.0231 (9) | 0.0255 (9) | 0.0162 (8) | −0.0035 (7) | −0.0003 (7) | 0.0003 (7) |
C39 | 0.0307 (11) | 0.0296 (11) | 0.0292 (10) | 0.0013 (9) | −0.0034 (8) | −0.0070 (9) |
C40 | 0.0370 (12) | 0.0416 (13) | 0.0309 (11) | −0.0022 (10) | −0.0080 (9) | −0.0118 (10) |
C41 | 0.0292 (11) | 0.0586 (16) | 0.0242 (10) | 0.0023 (11) | −0.0082 (9) | −0.0049 (10) |
C42 | 0.0349 (13) | 0.0619 (17) | 0.0326 (12) | 0.0199 (12) | −0.0072 (10) | −0.0099 (11) |
C43 | 0.0336 (12) | 0.0441 (13) | 0.0239 (10) | 0.0105 (10) | −0.0042 (9) | −0.0115 (9) |
Ag1—P2 | 2.4529 (5) | C18—H18 | 0.9300 |
Ag1—P1 | 2.4578 (5) | C19—C24 | 1.387 (3) |
Ag1—S1 | 2.5880 (5) | C19—C20 | 1.389 (3) |
Ag1—Cl1 | 2.6208 (5) | C20—C21 | 1.390 (3) |
S1—C37 | 1.6918 (19) | C20—H20 | 0.9300 |
P1—C7 | 1.8173 (19) | C21—C22 | 1.372 (3) |
P1—C13 | 1.8216 (19) | C21—H21 | 0.9300 |
P1—C1 | 1.8238 (18) | C22—C23 | 1.383 (3) |
P2—C19 | 1.8240 (18) | C22—H22 | 0.9300 |
P2—C31 | 1.8269 (19) | C23—C24 | 1.389 (3) |
P2—C25 | 1.8300 (19) | C23—H23 | 0.9300 |
N1—C37 | 1.308 (2) | C24—H24 | 0.9300 |
N1—H1A | 0.8600 | C25—C26 | 1.395 (3) |
N1—H1B | 0.8600 | C25—C30 | 1.395 (3) |
C1—C6 | 1.383 (3) | C26—C27 | 1.389 (3) |
C1—C2 | 1.397 (3) | C26—H26 | 0.9300 |
C2—C3 | 1.388 (3) | C27—C28 | 1.377 (4) |
C2—H2 | 0.9300 | C27—H27 | 0.9300 |
C3—C4 | 1.378 (3) | C28—C29 | 1.384 (4) |
C3—H3 | 0.9300 | C28—H28 | 0.9300 |
C4—C5 | 1.378 (3) | C29—C30 | 1.391 (3) |
C4—H4 | 0.9300 | C29—H29 | 0.9300 |
C5—C6 | 1.394 (3) | C30—H30 | 0.9300 |
C5—H5 | 0.9300 | C31—C36 | 1.392 (3) |
C6—H6 | 0.9300 | C31—C32 | 1.394 (3) |
C7—C12 | 1.388 (3) | C32—C33 | 1.388 (3) |
C7—C8 | 1.396 (3) | C32—H32 | 0.9300 |
C8—C9 | 1.384 (3) | C33—C34 | 1.384 (3) |
C8—H8 | 0.9300 | C33—H33 | 0.9300 |
C9—C10 | 1.381 (3) | C34—C35 | 1.382 (3) |
C9—H9 | 0.9300 | C34—H34 | 0.9300 |
C10—C11 | 1.376 (3) | C35—C36 | 1.386 (3) |
C10—H10 | 0.9300 | C35—H35 | 0.9300 |
C11—C12 | 1.388 (3) | C36—H36 | 0.9300 |
C11—H11 | 0.9300 | C37—C38 | 1.488 (2) |
C12—H12 | 0.9300 | C38—C43 | 1.384 (3) |
C13—C14 | 1.393 (3) | C38—C39 | 1.392 (3) |
C13—C18 | 1.395 (3) | C39—C40 | 1.391 (3) |
C14—C15 | 1.384 (3) | C39—H39 | 0.9300 |
C14—H14 | 0.9300 | C40—C41 | 1.377 (3) |
C15—C16 | 1.381 (4) | C40—H40 | 0.9300 |
C15—H15 | 0.9300 | C41—C42 | 1.378 (3) |
C16—C17 | 1.377 (3) | C41—H41 | 0.9300 |
C16—H16 | 0.9300 | C42—C43 | 1.386 (3) |
C17—C18 | 1.390 (3) | C42—H42 | 0.9300 |
C17—H17 | 0.9300 | C43—H43 | 0.9300 |
P2—Ag1—P1 | 120.053 (16) | C24—C19—C20 | 118.98 (18) |
P2—Ag1—S1 | 108.823 (16) | C24—C19—P2 | 117.53 (15) |
P1—Ag1—S1 | 115.223 (17) | C20—C19—P2 | 123.49 (15) |
P2—Ag1—Cl1 | 106.579 (16) | C19—C20—C21 | 120.5 (2) |
P1—Ag1—Cl1 | 97.298 (16) | C19—C20—H20 | 119.8 |
S1—Ag1—Cl1 | 107.087 (16) | C21—C20—H20 | 119.8 |
C37—S1—Ag1 | 108.95 (7) | C22—C21—C20 | 120.3 (2) |
C7—P1—C13 | 105.87 (9) | C22—C21—H21 | 119.8 |
C7—P1—C1 | 104.61 (8) | C20—C21—H21 | 119.8 |
C13—P1—C1 | 102.26 (8) | C21—C22—C23 | 119.6 (2) |
C7—P1—Ag1 | 111.37 (6) | C21—C22—H22 | 120.2 |
C13—P1—Ag1 | 114.86 (6) | C23—C22—H22 | 120.2 |
C1—P1—Ag1 | 116.70 (6) | C22—C23—C24 | 120.5 (2) |
C19—P2—C31 | 102.67 (8) | C22—C23—H23 | 119.7 |
C19—P2—C25 | 104.13 (8) | C24—C23—H23 | 119.7 |
C31—P2—C25 | 105.47 (9) | C19—C24—C23 | 120.1 (2) |
C19—P2—Ag1 | 117.18 (6) | C19—C24—H24 | 119.9 |
C31—P2—Ag1 | 113.60 (6) | C23—C24—H24 | 119.9 |
C25—P2—Ag1 | 112.53 (6) | C26—C25—C30 | 118.54 (18) |
C37—N1—H1A | 120.0 | C26—C25—P2 | 124.32 (15) |
C37—N1—H1B | 120.0 | C30—C25—P2 | 117.13 (15) |
H1A—N1—H1B | 120.0 | C27—C26—C25 | 120.6 (2) |
C6—C1—C2 | 119.31 (17) | C27—C26—H26 | 119.7 |
C6—C1—P1 | 118.31 (14) | C25—C26—H26 | 119.7 |
C2—C1—P1 | 122.38 (14) | C28—C27—C26 | 120.1 (2) |
C3—C2—C1 | 120.12 (18) | C28—C27—H27 | 119.9 |
C3—C2—H2 | 119.9 | C26—C27—H27 | 119.9 |
C1—C2—H2 | 119.9 | C27—C28—C29 | 120.2 (2) |
C4—C3—C2 | 119.88 (18) | C27—C28—H28 | 119.9 |
C4—C3—H3 | 120.1 | C29—C28—H28 | 119.9 |
C2—C3—H3 | 120.1 | C28—C29—C30 | 119.9 (2) |
C3—C4—C5 | 120.62 (19) | C28—C29—H29 | 120.1 |
C3—C4—H4 | 119.7 | C30—C29—H29 | 120.1 |
C5—C4—H4 | 119.7 | C29—C30—C25 | 120.6 (2) |
C4—C5—C6 | 119.69 (19) | C29—C30—H30 | 119.7 |
C4—C5—H5 | 120.2 | C25—C30—H30 | 119.7 |
C6—C5—H5 | 120.2 | C36—C31—C32 | 118.82 (17) |
C1—C6—C5 | 120.38 (19) | C36—C31—P2 | 123.17 (14) |
C1—C6—H6 | 119.8 | C32—C31—P2 | 118.01 (14) |
C5—C6—H6 | 119.8 | C33—C32—C31 | 120.38 (19) |
C12—C7—C8 | 118.76 (18) | C33—C32—H32 | 119.8 |
C12—C7—P1 | 121.58 (15) | C31—C32—H32 | 119.8 |
C8—C7—P1 | 119.41 (15) | C34—C33—C32 | 120.30 (19) |
C9—C8—C7 | 120.7 (2) | C34—C33—H33 | 119.9 |
C9—C8—H8 | 119.7 | C32—C33—H33 | 119.9 |
C7—C8—H8 | 119.7 | C35—C34—C33 | 119.59 (19) |
C10—C9—C8 | 119.8 (2) | C35—C34—H34 | 120.2 |
C10—C9—H9 | 120.1 | C33—C34—H34 | 120.2 |
C8—C9—H9 | 120.1 | C34—C35—C36 | 120.40 (19) |
C11—C10—C9 | 120.0 (2) | C34—C35—H35 | 119.8 |
C11—C10—H10 | 120.0 | C36—C35—H35 | 119.8 |
C9—C10—H10 | 120.0 | C35—C36—C31 | 120.48 (19) |
C10—C11—C12 | 120.4 (2) | C35—C36—H36 | 119.8 |
C10—C11—H11 | 119.8 | C31—C36—H36 | 119.8 |
C12—C11—H11 | 119.8 | N1—C37—C38 | 117.60 (16) |
C11—C12—C7 | 120.2 (2) | N1—C37—S1 | 122.48 (14) |
C11—C12—H12 | 119.9 | C38—C37—S1 | 119.91 (14) |
C7—C12—H12 | 119.9 | C43—C38—C39 | 118.97 (18) |
C14—C13—C18 | 118.83 (18) | C43—C38—C37 | 120.29 (17) |
C14—C13—P1 | 115.88 (15) | C39—C38—C37 | 120.74 (18) |
C18—C13—P1 | 125.29 (14) | C40—C39—C38 | 120.1 (2) |
C15—C14—C13 | 120.6 (2) | C40—C39—H39 | 120.0 |
C15—C14—H14 | 119.7 | C38—C39—H39 | 120.0 |
C13—C14—H14 | 119.7 | C41—C40—C39 | 120.4 (2) |
C16—C15—C14 | 120.3 (2) | C41—C40—H40 | 119.8 |
C16—C15—H15 | 119.9 | C39—C40—H40 | 119.8 |
C14—C15—H15 | 119.9 | C40—C41—C42 | 119.7 (2) |
C17—C16—C15 | 119.7 (2) | C40—C41—H41 | 120.1 |
C17—C16—H16 | 120.1 | C42—C41—H41 | 120.1 |
C15—C16—H16 | 120.1 | C41—C42—C43 | 120.2 (2) |
C16—C17—C18 | 120.6 (2) | C41—C42—H42 | 119.9 |
C16—C17—H17 | 119.7 | C43—C42—H42 | 119.9 |
C18—C17—H17 | 119.7 | C38—C43—C42 | 120.6 (2) |
C17—C18—C13 | 119.99 (19) | C38—C43—H43 | 119.7 |
C17—C18—H18 | 120.0 | C42—C43—H43 | 119.7 |
C13—C18—H18 | 120.0 | ||
C7—P1—C1—C6 | 121.08 (16) | P2—C19—C20—C21 | 179.13 (18) |
C13—P1—C1—C6 | −128.69 (16) | C19—C20—C21—C22 | 0.3 (4) |
Ag1—P1—C1—C6 | −2.47 (17) | C20—C21—C22—C23 | 0.5 (4) |
C7—P1—C1—C2 | −59.59 (17) | C21—C22—C23—C24 | −0.8 (4) |
C13—P1—C1—C2 | 50.64 (17) | C20—C19—C24—C23 | 0.5 (3) |
Ag1—P1—C1—C2 | 176.86 (13) | P2—C19—C24—C23 | −179.44 (18) |
C6—C1—C2—C3 | −0.6 (3) | C22—C23—C24—C19 | 0.3 (4) |
P1—C1—C2—C3 | −179.96 (15) | C19—P2—C25—C26 | −81.47 (18) |
C1—C2—C3—C4 | 0.4 (3) | C31—P2—C25—C26 | 26.25 (18) |
C2—C3—C4—C5 | 0.1 (3) | Ag1—P2—C25—C26 | 150.62 (15) |
C3—C4—C5—C6 | −0.3 (3) | C19—P2—C25—C30 | 97.99 (15) |
C2—C1—C6—C5 | 0.5 (3) | C31—P2—C25—C30 | −154.29 (14) |
P1—C1—C6—C5 | 179.81 (16) | Ag1—P2—C25—C30 | −29.92 (16) |
C4—C5—C6—C1 | 0.0 (3) | C30—C25—C26—C27 | 0.2 (3) |
C13—P1—C7—C12 | −130.56 (17) | P2—C25—C26—C27 | 179.70 (16) |
C1—P1—C7—C12 | −22.97 (19) | C25—C26—C27—C28 | −0.8 (3) |
Ag1—P1—C7—C12 | 103.94 (16) | C26—C27—C28—C29 | 0.4 (3) |
C13—P1—C7—C8 | 55.30 (17) | C27—C28—C29—C30 | 0.6 (3) |
C1—P1—C7—C8 | 162.89 (16) | C28—C29—C30—C25 | −1.1 (3) |
Ag1—P1—C7—C8 | −70.20 (16) | C26—C25—C30—C29 | 0.7 (3) |
C12—C7—C8—C9 | 2.3 (3) | P2—C25—C30—C29 | −178.80 (16) |
P1—C7—C8—C9 | 176.59 (17) | C19—P2—C31—C36 | 35.53 (18) |
C7—C8—C9—C10 | −1.6 (3) | C25—P2—C31—C36 | −73.24 (17) |
C8—C9—C10—C11 | −0.2 (4) | Ag1—P2—C31—C36 | 163.06 (14) |
C9—C10—C11—C12 | 1.3 (4) | C19—P2—C31—C32 | −144.12 (15) |
C10—C11—C12—C7 | −0.6 (4) | C25—P2—C31—C32 | 107.10 (16) |
C8—C7—C12—C11 | −1.2 (3) | Ag1—P2—C31—C32 | −16.59 (17) |
P1—C7—C12—C11 | −175.38 (17) | C36—C31—C32—C33 | 2.0 (3) |
C7—P1—C13—C14 | −168.93 (15) | P2—C31—C32—C33 | −178.37 (16) |
C1—P1—C13—C14 | 81.80 (16) | C31—C32—C33—C34 | −0.5 (3) |
Ag1—P1—C13—C14 | −45.60 (17) | C32—C33—C34—C35 | −1.1 (3) |
C7—P1—C13—C18 | 11.10 (18) | C33—C34—C35—C36 | 1.2 (3) |
C1—P1—C13—C18 | −98.18 (17) | C34—C35—C36—C31 | 0.2 (3) |
Ag1—P1—C13—C18 | 134.42 (15) | C32—C31—C36—C35 | −1.8 (3) |
C18—C13—C14—C15 | 1.3 (3) | P2—C31—C36—C35 | 178.54 (15) |
P1—C13—C14—C15 | −178.66 (18) | Ag1—S1—C37—N1 | 19.52 (18) |
C13—C14—C15—C16 | −1.8 (4) | Ag1—S1—C37—C38 | −161.76 (13) |
C14—C15—C16—C17 | 0.6 (3) | N1—C37—C38—C43 | −153.7 (2) |
C15—C16—C17—C18 | 1.0 (3) | S1—C37—C38—C43 | 27.5 (3) |
C16—C17—C18—C13 | −1.5 (3) | N1—C37—C38—C39 | 26.7 (3) |
C14—C13—C18—C17 | 0.3 (3) | S1—C37—C38—C39 | −152.13 (17) |
P1—C13—C18—C17 | −179.73 (14) | C43—C38—C39—C40 | −1.1 (3) |
C31—P2—C19—C24 | 81.55 (17) | C37—C38—C39—C40 | 178.5 (2) |
C25—P2—C19—C24 | −168.66 (16) | C38—C39—C40—C41 | 0.2 (4) |
Ag1—P2—C19—C24 | −43.67 (18) | C39—C40—C41—C42 | 0.8 (4) |
C31—P2—C19—C20 | −98.36 (18) | C40—C41—C42—C43 | −0.9 (4) |
C25—P2—C19—C20 | 11.4 (2) | C39—C38—C43—C42 | 1.1 (4) |
Ag1—P2—C19—C20 | 136.42 (16) | C37—C38—C43—C42 | −178.5 (2) |
C24—C19—C20—C21 | −0.8 (3) | C41—C42—C43—C38 | −0.1 (4) |
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1A···Cl1i | 0.86 | 2.43 | 3.1798 (17) | 146 |
N1—H1B···Cl1 | 0.86 | 2.39 | 3.2434 (17) | 173 |
Symmetry code: (i) −x+2, −y, −z. |
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1A···Cl1i | 0.86 | 2.43 | 3.1798 (17) | 145.7 |
N1—H1B···Cl1 | 0.86 | 2.39 | 3.2434 (17) | 172.7 |
Symmetry code: (i) −x+2, −y, −z. |