

Supporting information
![]() | Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807049689/hk2340sup1.cif |
![]() | Structure factor file (CIF format) https://doi.org/10.1107/S1600536807049689/hk2340Isup2.hkl |
CCDC reference: 669123
For the preparation of the title compound, (I), a solution of tribenzylamine (220 mg, 0.74 mmol) in methanol (15 ml) was added to a solution of H2PtCl6·2H2O (200 mg, 0.37 mmol) in acetonitrile (15 ml) and the resulting yellow solution was stirred for 30 min at 313 K. Then, it was left to evaporate slowly at room temperature. After two weeks, yellow prismatic crystals of (I) were isolated (yield; 200 mg, 82.6%, m.p. 470–472 K).
H atoms (for NH) were located in difference syntheses and refined isotropically [N—H = 0.86 (4)–0.92 (5) Å and Uiso(H) = 0.044 (12)–0.053 (12) Å2]. The remaining H atoms were positioned geometrically, with C—H = 0.93 and 0.97 Å, for aromatic and methylene H atoms and constrained to ride on their parent atoms, with Uiso(H) = 1.2Ueq(C).
We reported the synthesis and crystal structures of [(H2DA18C6)Cl2], (II), (Yousefi, Amani & Khavasi, 2007) and [H2DA18C6][PtCl6]·2H2O, (III), (Yousefi, Teimouri et al., 2007) [where H2DA18C6 is 1,10-Diazonia-18-crown-6], recently. Several proton transfer systems using tribenzylamine, with proton donor molecules, such as {(TBA)(DBA)[CuCl4]}, (IV), (Zeng et al., 1994) and (TBA)[DCHSTO], (V), (Jarvinen et al., 1988) [where TBA is tribenzylammonium, DBA is dibenzylammonium and DCHSTO is 1,1,1,1,2,2,2,3,3,3-decacarbonyl-2,3-(µ -hydrido)-2,3-(µ-sulfonyl)-triangulo-tri-osmium] have been synthesized and characterized by single-crystal X-ray diffraction methods.
There are also several proton transfer systems using H2[PtCl6]with proton acceptor molecules, such as [HpyBr-3]2[PtCl6]·2H2O, (VI), and [HpyI-3]2[PtCl6]·2H2O, (VII),(Zordan & Brammer, 2004), [BMIM]2[PtCl6], (VIII), and [EMIM]2[PtCl6], (IX), (Hasan et al., 2001), {(DABCO)H2[PtCl6]}, (X), (Juan et al., 1998), {p-C6H4(CH2ImMe)2[PtCl6]}, (XI), (Li & Liu, 2003), [het][PtCl6]·2H2O, (XII), (Hu et al., 2003), [9-MeGuaH]2[PtCl6]·2H2O, (XIII), (Terzis & Mentzafos, 1983), [H10[30]aneN10][PtCl6]2Cl6·2H2O, (XIV), (Bencini et al., 1992), [H2Me2ppz][PtCl6], (XV) (Ciccarese et al., 1998),[PA]2[PtCl6]Cl, (XVI), (Delafontaine et al., 1987), [DEA]2[PtCl6], (XVII), (Bokach et al., 2003) and [HpyCl-3]3[PtCl6]Cl, (XVIII), (Zordan et al., 2005)[where hpy is halopyridinium, BMIM+ is 1-n-butyl-3-methyl- imidazolium, EMIM+ is 1-ethyl-3-methylimidazolium, DABCO is 1,4-diazabicyclo- octane, Im is imidazolium, het is 2-(α-hydroxyethyl)thiamine, 9-MeGuaH is 9-methylguaninium, [H10[30]aneN10] is [C20H60N10]10+ cation, H2Me2ppz is N,N'-dimethylpiperazinium, PA is pentane-1,5-diammonium and DEA is diethylammonium] have been synthesized and characterized by single-crystal X-ray diffraction methods. We report herein the synthesis and crystal structure of the title compound, (I).
The asymmetric unit of (I), (Fig. 1), contains three independent protonated tribenzylamine cations, besides of PtCl2-6 and Cl- anions. The Pt ion has an octahedral coordination (Table 1). In cations, the bond lengths and angles are in good agreement with the corresponding values in (IV) and (V). In PtCl2-6 anion, the Pt—Cl bond lengths and Cl—Pt—Cl bond angles (Table 1) are also within normal ranges, as in (III) and (XIV).
The intramolecular N—H···Cl hydrogen bonds (Table 2) seem to be effective in the stabilization of the structure (Fig. 2).
For related literature, see: Yousefi, Amani & Khavasi (2007); Yousefi, Teimouri et al. (2007); Zeng et al. (1994); Jarvinen et al. (1988); Zordan & Brammer (2004); Hasan et al. (2001); Juan et al. (1998); Li & Liu (2003); Hu et al. (2003); Terzis & Mentzafos (1983); Bencini et al. (1992); Ciccarese et al. (1998); Delafontaine et al. (1987); Bokach et al. (2003); Zordan et al. (2005)
Data collection: X-AREA (Stoe & Cie, 2005); cell refinement: X-AREA (Stoe & Cie, 2005); data reduction: X-RED (Stoe & Cie, 2005); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).
(C21H22N)3[PtCl6]Cl | Z = 4 |
Mr = 1308.42 | F(000) = 2648 |
Monoclinic, P21/c | Dx = 1.474 Mg m−3 |
Hall symbol: -P 2ybc | Mo Kα radiation, λ = 0.71073 Å |
a = 10.3739 (3) Å | Cell parameters from 2500 reflections |
b = 16.4326 (5) Å | µ = 2.74 mm−1 |
c = 34.9438 (8) Å | T = 120 K |
β = 98.313 (2)° | Block, yellow |
V = 5894.3 (3) Å3 | 0.50 × 0.30 × 0.15 mm |
Stoe IPDSII diffractometer | 15914 independent reflections |
Radiation source: fine-focus sealed tube | 14651 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.100 |
Detector resolution: 0.15 mm pixels mm-1 | θmax = 29.3°, θmin = 1.7° |
ω rotation scans | h = −14→14 |
Absorption correction: numerical [shape of crystal determined optically (X-RED; Stoe & Cie, 2005)] | k = −22→22 |
Tmin = 0.383, Tmax = 0.665 | l = −47→47 |
70527 measured reflections |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.050 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.139 | w = 1/[σ2(Fo2) + (0.0833P)2 + 6.8082P] where P = (Fo2 + 2Fc2)/3 |
S = 1.08 | (Δ/σ)max = 0.019 |
15914 reflections | Δρmax = 2.37 e Å−3 |
680 parameters | Δρmin = −2.96 e Å−3 |
0 restraints | Extinction correction: SHELXL97 (Sheldrick, 1997), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0050 (2) |
(C21H22N)3[PtCl6]Cl | V = 5894.3 (3) Å3 |
Mr = 1308.42 | Z = 4 |
Monoclinic, P21/c | Mo Kα radiation |
a = 10.3739 (3) Å | µ = 2.74 mm−1 |
b = 16.4326 (5) Å | T = 120 K |
c = 34.9438 (8) Å | 0.50 × 0.30 × 0.15 mm |
β = 98.313 (2)° |
Stoe IPDSII diffractometer | 15914 independent reflections |
Absorption correction: numerical [shape of crystal determined optically (X-RED; Stoe & Cie, 2005)] | 14651 reflections with I > 2σ(I) |
Tmin = 0.383, Tmax = 0.665 | Rint = 0.100 |
70527 measured reflections |
R[F2 > 2σ(F2)] = 0.050 | 0 restraints |
wR(F2) = 0.139 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.08 | Δρmax = 2.37 e Å−3 |
15914 reflections | Δρmin = −2.96 e Å−3 |
680 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. |
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 | ||
Pt1 | 0.564759 (12) | 0.801342 (8) | 0.114732 (4) | 0.02524 (7) | |
Cl1 | 0.41445 (9) | 0.71862 (6) | 0.13797 (3) | 0.03619 (19) | |
Cl2 | 0.59771 (10) | 0.87062 (6) | 0.17347 (3) | 0.03488 (19) | |
Cl3 | 0.71158 (9) | 0.88884 (6) | 0.09110 (3) | 0.03548 (19) | |
Cl4 | 0.53245 (10) | 0.73201 (7) | 0.05651 (3) | 0.0402 (2) | |
Cl5 | 0.73046 (9) | 0.71115 (6) | 0.13744 (3) | 0.03347 (19) | |
Cl6 | 0.39773 (8) | 0.88988 (6) | 0.09047 (3) | 0.03364 (18) | |
Cl7 | 0.49267 (13) | 0.80593 (6) | 0.32782 (4) | 0.0447 (3) | |
N1 | 1.0228 (3) | 0.8698 (2) | 0.08909 (9) | 0.0290 (6) | |
H1C | 0.939 (5) | 0.861 (3) | 0.0907 (14) | 0.053 (12)* | |
N2 | 0.5637 (3) | 0.9793 (2) | 0.36167 (9) | 0.0292 (6) | |
H2 | 0.573 (4) | 0.928 (3) | 0.3583 (12) | 0.048 (9)* | |
N3 | 0.4371 (3) | 0.6229 (2) | 0.33856 (9) | 0.0283 (6) | |
H3B | 0.453 (5) | 0.678 (3) | 0.3361 (15) | 0.044 (12)* | |
C1 | 1.0744 (4) | 0.9222 (2) | 0.12397 (11) | 0.0312 (7) | |
H1A | 1.1571 | 0.9458 | 0.1199 | 0.057* | |
H1B | 1.0140 | 0.9666 | 0.1259 | 0.057* | |
C2 | 1.0934 (4) | 0.8757 (2) | 0.16170 (11) | 0.0314 (7) | |
C3 | 1.2213 (4) | 0.8609 (3) | 0.17931 (12) | 0.0380 (8) | |
H3A | 1.2916 | 0.8797 | 0.1681 | 0.046* | |
C4 | 1.2412 (6) | 0.8179 (3) | 0.21358 (15) | 0.0527 (13) | |
H4 | 1.3259 | 0.8092 | 0.2257 | 0.063* | |
C5 | 1.1392 (7) | 0.7878 (3) | 0.23004 (15) | 0.0570 (14) | |
H5 | 1.1547 | 0.7583 | 0.2529 | 0.068* | |
C6 | 1.0112 (7) | 0.8018 (3) | 0.21211 (17) | 0.0519 (13) | |
H6 | 0.9416 | 0.7809 | 0.2230 | 0.062* | |
C7 | 0.9882 (4) | 0.8464 (3) | 0.17828 (13) | 0.0397 (9) | |
H7 | 0.9033 | 0.8568 | 0.1667 | 0.048* | |
C8 | 1.0397 (4) | 0.9147 (2) | 0.05201 (11) | 0.0321 (7) | |
H8A | 1.1317 | 0.9252 | 0.0519 | 0.048* | |
H8B | 1.0096 | 0.8801 | 0.0301 | 0.048* | |
C9 | 0.9668 (4) | 0.9941 (2) | 0.04744 (10) | 0.0295 (7) | |
C10 | 1.0259 (5) | 1.0668 (3) | 0.06002 (13) | 0.0434 (10) | |
H10 | 1.1125 | 1.0671 | 0.0716 | 0.052* | |
C11 | 0.9565 (7) | 1.1389 (3) | 0.05543 (16) | 0.0578 (14) | |
H11 | 0.9960 | 1.1875 | 0.0643 | 0.069* | |
C12 | 0.8279 (6) | 1.1389 (4) | 0.03756 (18) | 0.0628 (16) | |
H12 | 0.7810 | 1.1874 | 0.0347 | 0.075* | |
C13 | 0.7698 (5) | 1.0670 (4) | 0.02402 (16) | 0.0524 (13) | |
H13 | 0.6841 | 1.0670 | 0.0117 | 0.063* | |
C14 | 0.8389 (4) | 0.9951 (3) | 0.02877 (13) | 0.0398 (9) | |
H14 | 0.7995 | 0.9468 | 0.0194 | 0.048* | |
C15 | 1.0873 (4) | 0.7869 (2) | 0.09061 (12) | 0.0324 (7) | |
H15A | 1.1800 | 0.7939 | 0.0903 | 0.039* | |
H15B | 1.0761 | 0.7604 | 0.1147 | 0.039* | |
C16 | 1.0328 (4) | 0.7331 (2) | 0.05745 (10) | 0.0292 (7) | |
C17 | 1.1151 (4) | 0.7034 (3) | 0.03247 (13) | 0.0376 (9) | |
H17 | 1.2017 | 0.7199 | 0.0354 | 0.045* | |
C18 | 1.0676 (4) | 0.6487 (3) | 0.00304 (13) | 0.0416 (9) | |
H18 | 1.1227 | 0.6285 | −0.0134 | 0.050* | |
C19 | 0.9379 (4) | 0.6247 (3) | −0.00148 (12) | 0.0385 (8) | |
H19 | 0.9063 | 0.5879 | −0.0208 | 0.046* | |
C20 | 0.8559 (4) | 0.6555 (3) | 0.02276 (12) | 0.0360 (8) | |
H20 | 0.7686 | 0.6404 | 0.0193 | 0.043* | |
C21 | 0.9027 (4) | 0.7089 (2) | 0.05230 (12) | 0.0302 (7) | |
H21 | 0.8470 | 0.7286 | 0.0687 | 0.056* | |
C22 | 0.6665 (4) | 1.0129 (2) | 0.39266 (11) | 0.0314 (7) | |
H22A | 0.6725 | 1.0713 | 0.3891 | 0.048* | |
H22B | 0.6391 | 1.0037 | 0.4177 | 0.048* | |
C23 | 0.7999 (3) | 0.9761 (2) | 0.39287 (10) | 0.0293 (7) | |
C24 | 0.9080 (4) | 1.0262 (3) | 0.39871 (14) | 0.0431 (10) | |
H24 | 0.8971 | 1.0822 | 0.4004 | 0.052* | |
C25 | 1.0333 (4) | 0.9936 (4) | 0.40211 (17) | 0.0540 (13) | |
H25 | 1.1052 | 1.0280 | 0.4063 | 0.065* | |
C26 | 1.0512 (4) | 0.9109 (3) | 0.39923 (14) | 0.0464 (11) | |
H26 | 1.1347 | 0.8892 | 0.4012 | 0.056* | |
C27 | 0.9432 (4) | 0.8604 (3) | 0.39334 (14) | 0.0432 (10) | |
H27 | 0.9543 | 0.8044 | 0.3916 | 0.052* | |
C28 | 0.8178 (4) | 0.8931 (3) | 0.38997 (13) | 0.0375 (8) | |
H28 | 0.7459 | 0.8588 | 0.3858 | 0.045* | |
C29 | 0.4278 (3) | 0.9918 (3) | 0.37210 (12) | 0.0332 (7) | |
H29A | 0.4087 | 1.0496 | 0.3719 | 0.040* | |
H29B | 0.3649 | 0.9661 | 0.3526 | 0.040* | |
C30 | 0.4123 (3) | 0.9574 (2) | 0.41130 (12) | 0.0333 (8) | |
C31 | 0.3746 (4) | 1.0075 (3) | 0.43907 (12) | 0.0354 (8) | |
H31 | 0.3597 | 1.0624 | 0.4337 | 0.043* | |
C32 | 0.3584 (4) | 0.9767 (3) | 0.47537 (14) | 0.0438 (10) | |
H32 | 0.3310 | 1.0109 | 0.4938 | 0.053* | |
C33 | 0.3827 (4) | 0.8962 (3) | 0.48390 (14) | 0.0452 (10) | |
H33 | 0.3735 | 0.8762 | 0.5083 | 0.054* | |
C34 | 0.4212 (4) | 0.8442 (3) | 0.45618 (16) | 0.0470 (11) | |
H34 | 0.4378 | 0.7896 | 0.4620 | 0.056* | |
C35 | 0.4346 (4) | 0.8743 (3) | 0.41959 (14) | 0.0418 (9) | |
H35 | 0.4582 | 0.8396 | 0.4008 | 0.050* | |
C36 | 0.5658 (4) | 1.0173 (2) | 0.32189 (11) | 0.0320 (7) | |
H36A | 0.4971 | 0.9925 | 0.3039 | 0.048* | |
H36B | 0.5453 | 1.0747 | 0.3235 | 0.048* | |
C37 | 0.6916 (4) | 1.0095 (2) | 0.30549 (10) | 0.0326 (7) | |
C38 | 0.7758 (5) | 1.0745 (3) | 0.30585 (14) | 0.0438 (9) | |
H38 | 0.7569 | 1.1233 | 0.3174 | 0.053* | |
C39 | 0.8885 (5) | 1.0675 (4) | 0.28909 (17) | 0.0557 (13) | |
H39 | 0.9454 | 1.1114 | 0.2896 | 0.067* | |
C40 | 0.9163 (6) | 0.9958 (4) | 0.27173 (17) | 0.0605 (15) | |
H40 | 0.9926 | 0.9910 | 0.2608 | 0.073* | |
C41 | 0.8313 (7) | 0.9309 (4) | 0.27043 (19) | 0.0665 (17) | |
H41 | 0.8492 | 0.8829 | 0.2581 | 0.080* | |
C42 | 0.7188 (5) | 0.9376 (3) | 0.28755 (14) | 0.0471 (10) | |
H42 | 0.6618 | 0.8938 | 0.2870 | 0.057* | |
C43 | 0.5588 (4) | 0.5842 (2) | 0.36070 (11) | 0.0325 (7) | |
H43A | 0.5443 | 0.5263 | 0.3631 | 0.059* | |
H43B | 0.6307 | 0.5915 | 0.3461 | 0.059* | |
C44 | 0.5955 (4) | 0.6204 (2) | 0.40085 (11) | 0.0301 (7) | |
C45 | 0.6793 (4) | 0.6872 (3) | 0.40602 (12) | 0.0336 (8) | |
H45 | 0.7101 | 0.7105 | 0.3848 | 0.040* | |
C46 | 0.7164 (4) | 0.7190 (3) | 0.44272 (12) | 0.0378 (8) | |
H46 | 0.7732 | 0.7630 | 0.4461 | 0.045* | |
C47 | 0.6694 (4) | 0.6855 (3) | 0.47461 (12) | 0.0344 (8) | |
H47 | 0.6932 | 0.7076 | 0.4991 | 0.041* | |
C48 | 0.5867 (4) | 0.6187 (3) | 0.46948 (11) | 0.0351 (8) | |
H48 | 0.5556 | 0.5955 | 0.4907 | 0.042* | |
C49 | 0.5503 (4) | 0.5865 (2) | 0.43289 (11) | 0.0318 (7) | |
H49 | 0.4950 | 0.5417 | 0.4297 | 0.048* | |
C50 | 0.4064 (4) | 0.5867 (2) | 0.29801 (10) | 0.0305 (7) | |
H50A | 0.3825 | 0.5300 | 0.3002 | 0.057* | |
H50B | 0.3320 | 0.6150 | 0.2841 | 0.057* | |
C51 | 0.5184 (4) | 0.5922 (2) | 0.27511 (10) | 0.0302 (7) | |
C52 | 0.5413 (4) | 0.6634 (3) | 0.25527 (11) | 0.0356 (8) | |
H52 | 0.4890 | 0.7088 | 0.2570 | 0.043* | |
C53 | 0.6415 (4) | 0.6669 (3) | 0.23304 (12) | 0.0406 (9) | |
H53 | 0.6562 | 0.7145 | 0.2199 | 0.049* | |
C54 | 0.7199 (4) | 0.5994 (3) | 0.23033 (12) | 0.0407 (9) | |
H54 | 0.7869 | 0.6018 | 0.2153 | 0.049* | |
C55 | 0.6989 (4) | 0.5283 (3) | 0.24996 (11) | 0.0363 (8) | |
H55 | 0.7522 | 0.4833 | 0.2484 | 0.044* | |
C56 | 0.5977 (4) | 0.5249 (2) | 0.27198 (11) | 0.0320 (7) | |
H56 | 0.5828 | 0.4770 | 0.2848 | 0.058* | |
C57 | 0.3250 (4) | 0.6107 (3) | 0.36107 (11) | 0.0343 (8) | |
H57A | 0.3450 | 0.6386 | 0.3857 | 0.041* | |
H57B | 0.3180 | 0.5531 | 0.3665 | 0.041* | |
C58 | 0.1944 (4) | 0.6404 (3) | 0.34116 (11) | 0.0341 (8) | |
C59 | 0.1653 (4) | 0.7231 (3) | 0.33780 (14) | 0.0436 (10) | |
H59 | 0.2287 | 0.7617 | 0.3461 | 0.052* | |
C60 | 0.0404 (5) | 0.7475 (4) | 0.32182 (15) | 0.0537 (12) | |
H60 | 0.0205 | 0.8026 | 0.3194 | 0.064* | |
C61 | −0.0549 (5) | 0.6898 (4) | 0.30954 (16) | 0.0602 (16) | |
H61 | −0.1384 | 0.7063 | 0.2992 | 0.072* | |
C62 | −0.0256 (5) | 0.6089 (4) | 0.31270 (15) | 0.0557 (13) | |
H62 | −0.0896 | 0.5705 | 0.3046 | 0.067* | |
C63 | 0.0999 (4) | 0.5832 (3) | 0.32798 (13) | 0.0435 (10) | |
H63 | 0.1199 | 0.5280 | 0.3293 | 0.052* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Pt1 | 0.02343 (9) | 0.02670 (10) | 0.02591 (9) | −0.00133 (4) | 0.00464 (5) | −0.00017 (4) |
Cl1 | 0.0323 (4) | 0.0313 (4) | 0.0467 (5) | −0.0034 (3) | 0.0116 (4) | 0.0038 (4) |
Cl2 | 0.0392 (5) | 0.0346 (4) | 0.0304 (4) | 0.0009 (3) | 0.0037 (3) | −0.0053 (3) |
Cl3 | 0.0269 (4) | 0.0385 (5) | 0.0421 (5) | −0.0010 (3) | 0.0086 (3) | 0.0089 (4) |
Cl4 | 0.0428 (5) | 0.0454 (5) | 0.0316 (4) | 0.0002 (4) | 0.0030 (4) | −0.0090 (4) |
Cl5 | 0.0308 (4) | 0.0352 (4) | 0.0349 (4) | 0.0048 (3) | 0.0068 (3) | 0.0028 (3) |
Cl6 | 0.0257 (4) | 0.0337 (4) | 0.0406 (5) | 0.0006 (3) | 0.0020 (3) | 0.0041 (4) |
Cl7 | 0.0578 (7) | 0.0307 (5) | 0.0428 (6) | −0.0071 (4) | −0.0015 (5) | −0.0014 (4) |
N1 | 0.0228 (13) | 0.0333 (15) | 0.0302 (15) | 0.0005 (11) | 0.0015 (11) | 0.0001 (12) |
N2 | 0.0280 (14) | 0.0293 (15) | 0.0287 (14) | 0.0043 (11) | −0.0012 (11) | 0.0014 (12) |
N3 | 0.0277 (14) | 0.0299 (15) | 0.0257 (14) | −0.0015 (11) | −0.0015 (11) | −0.0006 (11) |
C1 | 0.0302 (17) | 0.0339 (18) | 0.0285 (16) | −0.0009 (13) | 0.0007 (13) | −0.0018 (14) |
C2 | 0.0332 (17) | 0.0335 (18) | 0.0268 (16) | 0.0029 (14) | 0.0020 (13) | −0.0047 (14) |
C3 | 0.036 (2) | 0.041 (2) | 0.0352 (19) | 0.0052 (16) | −0.0015 (15) | −0.0042 (16) |
C4 | 0.060 (3) | 0.055 (3) | 0.038 (2) | 0.019 (2) | −0.010 (2) | −0.001 (2) |
C5 | 0.091 (4) | 0.051 (3) | 0.030 (2) | 0.018 (3) | 0.012 (2) | 0.007 (2) |
C6 | 0.071 (4) | 0.045 (3) | 0.045 (3) | 0.004 (2) | 0.026 (3) | 0.0040 (19) |
C7 | 0.042 (2) | 0.042 (2) | 0.037 (2) | 0.0012 (17) | 0.0123 (17) | −0.0035 (17) |
C8 | 0.0322 (17) | 0.0362 (19) | 0.0281 (17) | 0.0022 (14) | 0.0054 (13) | −0.0002 (14) |
C9 | 0.0300 (16) | 0.0315 (17) | 0.0273 (16) | −0.0013 (13) | 0.0052 (13) | 0.0018 (13) |
C10 | 0.049 (2) | 0.039 (2) | 0.040 (2) | −0.0032 (18) | −0.0021 (18) | 0.0007 (17) |
C11 | 0.088 (4) | 0.033 (2) | 0.053 (3) | 0.006 (2) | 0.012 (3) | 0.000 (2) |
C12 | 0.076 (4) | 0.058 (3) | 0.061 (3) | 0.034 (3) | 0.035 (3) | 0.021 (3) |
C13 | 0.032 (2) | 0.067 (3) | 0.059 (3) | 0.012 (2) | 0.014 (2) | 0.028 (3) |
C14 | 0.0298 (18) | 0.048 (2) | 0.041 (2) | −0.0041 (16) | 0.0033 (15) | 0.0102 (18) |
C15 | 0.0290 (17) | 0.0325 (17) | 0.0343 (19) | 0.0044 (14) | −0.0002 (14) | −0.0016 (15) |
C16 | 0.0287 (16) | 0.0314 (17) | 0.0269 (16) | 0.0033 (13) | 0.0023 (12) | 0.0021 (13) |
C17 | 0.0301 (19) | 0.045 (2) | 0.037 (2) | 0.0038 (15) | 0.0033 (16) | −0.0030 (16) |
C18 | 0.038 (2) | 0.051 (2) | 0.035 (2) | 0.0046 (18) | 0.0060 (16) | −0.0099 (18) |
C19 | 0.043 (2) | 0.037 (2) | 0.0339 (19) | 0.0031 (16) | 0.0003 (16) | −0.0051 (16) |
C20 | 0.0337 (18) | 0.0357 (19) | 0.037 (2) | −0.0034 (15) | 0.0010 (15) | −0.0009 (16) |
C21 | 0.0281 (17) | 0.0326 (17) | 0.0311 (18) | 0.0000 (13) | 0.0082 (14) | 0.0022 (14) |
C22 | 0.0305 (17) | 0.0337 (18) | 0.0282 (16) | 0.0014 (14) | −0.0017 (13) | −0.0034 (14) |
C23 | 0.0277 (16) | 0.0335 (17) | 0.0247 (15) | 0.0014 (13) | −0.0029 (12) | −0.0009 (13) |
C24 | 0.0286 (18) | 0.043 (2) | 0.054 (3) | −0.0018 (16) | −0.0036 (17) | −0.013 (2) |
C25 | 0.0265 (19) | 0.067 (3) | 0.066 (3) | −0.005 (2) | −0.0031 (19) | −0.017 (3) |
C26 | 0.0293 (18) | 0.067 (3) | 0.041 (2) | 0.0113 (19) | −0.0023 (16) | 0.001 (2) |
C27 | 0.036 (2) | 0.047 (3) | 0.045 (2) | 0.0126 (17) | 0.0041 (17) | 0.007 (2) |
C28 | 0.0315 (18) | 0.038 (2) | 0.042 (2) | 0.0032 (15) | 0.0034 (15) | 0.0083 (17) |
C29 | 0.0228 (15) | 0.039 (2) | 0.0372 (19) | 0.0043 (13) | 0.0018 (13) | 0.0043 (16) |
C30 | 0.0214 (15) | 0.0375 (19) | 0.0399 (19) | 0.0014 (13) | 0.0010 (13) | 0.0069 (16) |
C31 | 0.0260 (16) | 0.039 (2) | 0.042 (2) | 0.0015 (14) | 0.0054 (14) | 0.0075 (16) |
C32 | 0.038 (2) | 0.053 (3) | 0.040 (2) | 0.0069 (18) | 0.0053 (17) | 0.0065 (19) |
C33 | 0.0290 (18) | 0.059 (3) | 0.048 (2) | 0.0027 (18) | 0.0041 (16) | 0.020 (2) |
C34 | 0.036 (2) | 0.041 (2) | 0.064 (3) | 0.0049 (17) | 0.008 (2) | 0.019 (2) |
C35 | 0.034 (2) | 0.042 (2) | 0.050 (2) | 0.0038 (16) | 0.0077 (17) | 0.0084 (19) |
C36 | 0.0308 (17) | 0.0352 (18) | 0.0277 (16) | 0.0053 (14) | −0.0037 (13) | 0.0037 (14) |
C37 | 0.0350 (18) | 0.0384 (19) | 0.0241 (15) | 0.0074 (15) | 0.0031 (13) | 0.0031 (14) |
C38 | 0.043 (2) | 0.045 (2) | 0.044 (2) | 0.0000 (18) | 0.0109 (18) | −0.0001 (19) |
C39 | 0.043 (2) | 0.068 (3) | 0.059 (3) | 0.000 (2) | 0.015 (2) | 0.010 (3) |
C40 | 0.052 (3) | 0.076 (4) | 0.058 (3) | 0.024 (3) | 0.025 (2) | 0.021 (3) |
C41 | 0.087 (4) | 0.056 (3) | 0.064 (4) | 0.024 (3) | 0.038 (3) | 0.006 (3) |
C42 | 0.059 (3) | 0.039 (2) | 0.046 (2) | 0.007 (2) | 0.018 (2) | 0.0028 (19) |
C43 | 0.0337 (18) | 0.0324 (18) | 0.0295 (17) | 0.0052 (14) | −0.0017 (14) | −0.0001 (14) |
C44 | 0.0302 (16) | 0.0294 (17) | 0.0289 (16) | 0.0017 (13) | −0.0023 (13) | 0.0004 (13) |
C45 | 0.0322 (18) | 0.0385 (19) | 0.0298 (18) | −0.0002 (15) | 0.0037 (14) | −0.0002 (15) |
C46 | 0.040 (2) | 0.0365 (19) | 0.034 (2) | −0.0030 (16) | −0.0022 (16) | −0.0015 (17) |
C47 | 0.0351 (19) | 0.0381 (19) | 0.0278 (17) | 0.0006 (15) | −0.0030 (14) | −0.0048 (15) |
C48 | 0.0321 (18) | 0.043 (2) | 0.0286 (17) | 0.0012 (15) | −0.0002 (14) | 0.0010 (15) |
C49 | 0.0285 (16) | 0.0353 (18) | 0.0293 (17) | −0.0013 (14) | −0.0033 (13) | −0.0010 (14) |
C50 | 0.0306 (16) | 0.0355 (18) | 0.0239 (15) | −0.0026 (14) | −0.0009 (12) | −0.0009 (13) |
C51 | 0.0293 (16) | 0.0358 (18) | 0.0237 (15) | −0.0022 (14) | −0.0026 (12) | 0.0007 (13) |
C52 | 0.0364 (19) | 0.040 (2) | 0.0280 (17) | −0.0009 (15) | −0.0040 (14) | 0.0024 (15) |
C53 | 0.038 (2) | 0.051 (2) | 0.0305 (18) | −0.0120 (18) | −0.0027 (15) | 0.0076 (17) |
C54 | 0.0322 (18) | 0.060 (3) | 0.0296 (18) | −0.0078 (18) | 0.0024 (14) | 0.0010 (18) |
C55 | 0.0283 (17) | 0.050 (2) | 0.0285 (17) | 0.0037 (15) | −0.0026 (13) | −0.0010 (16) |
C56 | 0.0297 (16) | 0.0380 (19) | 0.0264 (16) | −0.0007 (14) | −0.0026 (13) | 0.0030 (14) |
C57 | 0.0305 (17) | 0.044 (2) | 0.0274 (17) | −0.0020 (15) | 0.0016 (13) | 0.0044 (15) |
C58 | 0.0286 (17) | 0.048 (2) | 0.0256 (16) | −0.0009 (15) | 0.0037 (13) | −0.0005 (15) |
C59 | 0.035 (2) | 0.055 (3) | 0.039 (2) | 0.0060 (19) | −0.0005 (17) | −0.002 (2) |
C60 | 0.050 (3) | 0.066 (3) | 0.044 (2) | 0.021 (2) | 0.003 (2) | −0.001 (2) |
C61 | 0.030 (2) | 0.110 (5) | 0.039 (3) | 0.012 (2) | −0.0017 (18) | 0.002 (3) |
C62 | 0.036 (2) | 0.089 (4) | 0.040 (2) | −0.010 (2) | −0.0014 (18) | −0.004 (3) |
C63 | 0.036 (2) | 0.059 (3) | 0.035 (2) | −0.0093 (19) | 0.0022 (16) | −0.0040 (19) |
Pt1—Cl1 | 2.3032 (9) | C29—H29B | 0.9700 |
Pt1—Cl2 | 2.3286 (9) | C30—C31 | 1.373 (6) |
Pt1—Cl3 | 2.3307 (9) | C30—C35 | 1.407 (6) |
Pt1—Cl4 | 2.3136 (10) | C31—C32 | 1.398 (6) |
Pt1—Cl5 | 2.3209 (9) | C31—H31 | 0.9300 |
Pt1—Cl6 | 2.3266 (9) | C32—C33 | 1.372 (7) |
N1—H1C | 0.89 (5) | C32—H32 | 0.9300 |
N2—H2 | 0.86 (4) | C33—C34 | 1.392 (8) |
N3—H3B | 0.92 (5) | C33—H33 | 0.9300 |
C1—C2 | 1.512 (5) | C34—C35 | 1.397 (7) |
C1—N1 | 1.525 (5) | C34—H34 | 0.9300 |
C1—H1A | 0.9700 | C35—H35 | 0.9300 |
C1—H1B | 0.9700 | C36—C37 | 1.504 (6) |
C2—C7 | 1.393 (6) | C36—N2 | 1.527 (5) |
C2—C3 | 1.401 (5) | C36—H36A | 0.9700 |
C3—C4 | 1.380 (7) | C36—H36B | 0.9700 |
C3—H3A | 0.9300 | C37—C38 | 1.380 (6) |
C4—C5 | 1.367 (9) | C37—C42 | 1.386 (6) |
C4—H4 | 0.9300 | C38—C39 | 1.386 (7) |
C5—C6 | 1.403 (9) | C38—H38 | 0.9300 |
C5—H5 | 0.9300 | C39—C40 | 1.375 (9) |
C6—C7 | 1.382 (7) | C39—H39 | 0.9300 |
C6—H6 | 0.9300 | C40—C41 | 1.380 (10) |
C7—H7 | 0.9300 | C40—H40 | 0.9300 |
C8—C9 | 1.505 (5) | C41—C42 | 1.391 (8) |
C8—N1 | 1.523 (5) | C41—H41 | 0.9300 |
C8—H8A | 0.9700 | C42—H42 | 0.9300 |
C8—H8B | 0.9700 | C43—C44 | 1.520 (5) |
C9—C10 | 1.385 (6) | C43—N3 | 1.521 (5) |
C9—C14 | 1.392 (5) | C43—H43A | 0.9700 |
C10—C11 | 1.384 (7) | C43—H43B | 0.9700 |
C10—H10 | 0.9300 | C44—C49 | 1.391 (6) |
C11—C12 | 1.389 (9) | C44—C45 | 1.396 (5) |
C11—H11 | 0.9300 | C45—C46 | 1.387 (6) |
C12—C13 | 1.379 (9) | C45—H45 | 0.9300 |
C12—H12 | 0.9300 | C46—C47 | 1.393 (6) |
C13—C14 | 1.379 (7) | C46—H46 | 0.9300 |
C13—H13 | 0.9300 | C47—C48 | 1.389 (6) |
C14—H14 | 0.9300 | C47—H47 | 0.9300 |
C15—C16 | 1.502 (5) | C48—C49 | 1.385 (5) |
C15—N1 | 1.515 (5) | C48—H48 | 0.9300 |
C15—H15A | 0.9700 | C49—H49 | 0.9300 |
C15—H15B | 0.9700 | C50—C51 | 1.505 (5) |
C16—C21 | 1.393 (5) | C50—N3 | 1.527 (5) |
C16—C17 | 1.395 (6) | C50—H50A | 0.9700 |
C17—C18 | 1.401 (6) | C50—H50B | 0.9700 |
C17—H17 | 0.9300 | C51—C56 | 1.393 (5) |
C18—C19 | 1.389 (6) | C51—C52 | 1.398 (6) |
C18—H18 | 0.9300 | C52—C53 | 1.386 (6) |
C19—C20 | 1.381 (6) | C52—H52 | 0.9300 |
C19—H19 | 0.9300 | C53—C54 | 1.386 (7) |
C20—C21 | 1.388 (6) | C53—H53 | 0.9300 |
C20—H20 | 0.9300 | C54—C55 | 1.388 (6) |
C21—H21 | 0.9300 | C54—H54 | 0.9300 |
C22—C23 | 1.510 (5) | C55—C56 | 1.389 (6) |
C22—N2 | 1.510 (5) | C55—H55 | 0.9300 |
C22—H22A | 0.9700 | C56—H56 | 0.9300 |
C22—H22B | 0.9700 | C57—N3 | 1.509 (5) |
C23—C28 | 1.381 (6) | C57—C58 | 1.512 (5) |
C23—C24 | 1.383 (5) | C57—H57A | 0.9700 |
C24—C25 | 1.394 (6) | C57—H57B | 0.9700 |
C24—H24 | 0.9300 | C58—C63 | 1.389 (6) |
C25—C26 | 1.378 (8) | C58—C59 | 1.393 (7) |
C25—H25 | 0.9300 | C59—C60 | 1.394 (6) |
C26—C27 | 1.385 (7) | C59—H59 | 0.9300 |
C26—H26 | 0.9300 | C60—C61 | 1.391 (9) |
C27—C28 | 1.396 (6) | C60—H60 | 0.9300 |
C27—H27 | 0.9300 | C61—C62 | 1.365 (9) |
C28—H28 | 0.9300 | C61—H61 | 0.9300 |
C29—C30 | 1.512 (6) | C62—C63 | 1.399 (7) |
C29—N2 | 1.521 (5) | C62—H62 | 0.9300 |
C29—H29A | 0.9700 | C63—H63 | 0.9300 |
Cl1—Pt1—Cl2 | 89.91 (4) | C28—C27—H27 | 119.8 |
Cl1—Pt1—Cl3 | 177.97 (3) | C23—C28—C27 | 120.5 (4) |
Cl1—Pt1—Cl4 | 90.00 (4) | C23—C28—H28 | 119.8 |
Cl1—Pt1—Cl5 | 90.47 (4) | C27—C28—H28 | 119.8 |
Cl1—Pt1—Cl6 | 89.48 (3) | C30—C29—N2 | 112.9 (3) |
Cl2—Pt1—Cl3 | 89.45 (4) | C30—C29—H29A | 109.0 |
Cl2—Pt1—Cl4 | 179.75 (4) | N2—C29—H29A | 109.0 |
Cl4—Pt1—Cl3 | 90.64 (4) | C30—C29—H29B | 109.0 |
Cl4—Pt1—Cl5 | 89.55 (4) | N2—C29—H29B | 109.0 |
Cl4—Pt1—Cl6 | 88.97 (4) | H29A—C29—H29B | 107.8 |
Cl5—Pt1—Cl2 | 90.21 (3) | C31—C30—C35 | 119.5 (4) |
Cl5—Pt1—Cl3 | 91.46 (3) | C31—C30—C29 | 119.6 (4) |
Cl5—Pt1—Cl6 | 178.52 (3) | C35—C30—C29 | 120.9 (4) |
Cl6—Pt1—Cl2 | 91.27 (3) | C30—C31—C32 | 120.5 (4) |
Cl6—Pt1—Cl3 | 88.60 (3) | C30—C31—H31 | 119.7 |
C15—N1—C8 | 111.1 (3) | C32—C31—H31 | 119.7 |
C15—N1—C1 | 112.2 (3) | C33—C32—C31 | 120.3 (5) |
C8—N1—C1 | 109.6 (3) | C33—C32—H32 | 119.9 |
C15—N1—H1C | 106 (3) | C31—C32—H32 | 119.9 |
C8—N1—H1C | 112 (3) | C32—C33—C34 | 120.2 (4) |
C1—N1—H1C | 106 (3) | C32—C33—H33 | 119.9 |
C22—N2—C29 | 111.2 (3) | C34—C33—H33 | 119.9 |
C22—N2—C36 | 113.7 (3) | C33—C34—C35 | 119.8 (4) |
C29—N2—C36 | 107.4 (3) | C33—C34—H34 | 120.1 |
C22—N2—H2 | 112 (3) | C35—C34—H34 | 120.1 |
C29—N2—H2 | 107 (3) | C34—C35—C30 | 119.8 (5) |
C36—N2—H2 | 105 (3) | C34—C35—H35 | 120.1 |
C57—N3—C43 | 108.9 (3) | C30—C35—H35 | 120.1 |
C57—N3—C50 | 111.0 (3) | C37—C36—N2 | 116.1 (3) |
C43—N3—C50 | 110.8 (3) | C37—C36—H36A | 108.3 |
C57—N3—H3B | 110 (3) | N2—C36—H36A | 108.3 |
C43—N3—H3B | 108 (3) | C37—C36—H36B | 108.3 |
C50—N3—H3B | 108 (3) | N2—C36—H36B | 108.3 |
C2—C1—N1 | 113.4 (3) | H36A—C36—H36B | 107.4 |
C2—C1—H1A | 108.9 | C38—C37—C42 | 119.7 (4) |
N1—C1—H1A | 108.9 | C38—C37—C36 | 120.9 (4) |
C2—C1—H1B | 108.9 | C42—C37—C36 | 119.3 (4) |
N1—C1—H1B | 108.9 | C37—C38—C39 | 120.2 (5) |
H1A—C1—H1B | 107.7 | C37—C38—H38 | 119.9 |
C7—C2—C3 | 120.4 (4) | C39—C38—H38 | 119.9 |
C7—C2—C1 | 121.8 (4) | C40—C39—C38 | 120.1 (5) |
C3—C2—C1 | 117.8 (4) | C40—C39—H39 | 120.0 |
C4—C3—C2 | 118.9 (5) | C38—C39—H39 | 120.0 |
C4—C3—H3A | 120.5 | C39—C40—C41 | 120.2 (5) |
C2—C3—H3A | 120.5 | C39—C40—H40 | 119.9 |
C5—C4—C3 | 121.5 (5) | C41—C40—H40 | 119.9 |
C5—C4—H4 | 119.3 | C40—C41—C42 | 119.8 (5) |
C3—C4—H4 | 119.3 | C40—C41—H41 | 120.1 |
C4—C5—C6 | 119.5 (5) | C42—C41—H41 | 120.1 |
C4—C5—H5 | 120.2 | C37—C42—C41 | 120.0 (5) |
C6—C5—H5 | 120.2 | C37—C42—H42 | 120.0 |
C7—C6—C5 | 120.3 (5) | C41—C42—H42 | 120.0 |
C7—C6—H6 | 119.9 | C44—C43—N3 | 112.7 (3) |
C5—C6—H6 | 119.9 | C44—C43—H43A | 109.1 |
C6—C7—C2 | 119.4 (5) | N3—C43—H43A | 109.1 |
C6—C7—H7 | 120.3 | C44—C43—H43B | 109.1 |
C2—C7—H7 | 120.3 | N3—C43—H43B | 109.1 |
C9—C8—N1 | 113.1 (3) | H43A—C43—H43B | 107.8 |
C9—C8—H8A | 109.0 | C49—C44—C45 | 119.1 (4) |
N1—C8—H8A | 109.0 | C49—C44—C43 | 121.2 (3) |
C9—C8—H8B | 109.0 | C45—C44—C43 | 119.7 (4) |
N1—C8—H8B | 109.0 | C46—C45—C44 | 120.1 (4) |
H8A—C8—H8B | 107.8 | C46—C45—H45 | 120.0 |
C10—C9—C14 | 119.1 (4) | C44—C45—H45 | 120.0 |
C10—C9—C8 | 121.4 (4) | C45—C46—C47 | 120.5 (4) |
C14—C9—C8 | 119.4 (4) | C45—C46—H46 | 119.7 |
C11—C10—C9 | 120.2 (5) | C47—C46—H46 | 119.7 |
C11—C10—H10 | 119.9 | C48—C47—C46 | 119.4 (4) |
C9—C10—H10 | 119.9 | C48—C47—H47 | 120.3 |
C10—C11—C12 | 120.1 (5) | C46—C47—H47 | 120.3 |
C10—C11—H11 | 119.9 | C49—C48—C47 | 120.1 (4) |
C12—C11—H11 | 119.9 | C49—C48—H48 | 119.9 |
C13—C12—C11 | 119.9 (5) | C47—C48—H48 | 119.9 |
C13—C12—H12 | 120.1 | C48—C49—C44 | 120.8 (4) |
C11—C12—H12 | 120.1 | C48—C49—H49 | 119.6 |
C14—C13—C12 | 119.9 (5) | C44—C49—H49 | 119.6 |
C14—C13—H13 | 120.0 | C51—C50—N3 | 113.4 (3) |
C12—C13—H13 | 120.0 | C51—C50—H50A | 108.9 |
C13—C14—C9 | 120.7 (4) | N3—C50—H50A | 108.9 |
C13—C14—H14 | 119.6 | C51—C50—H50B | 108.9 |
C9—C14—H14 | 119.6 | N3—C50—H50B | 108.9 |
C16—C15—N1 | 112.8 (3) | H50A—C50—H50B | 107.7 |
C16—C15—H15A | 109.0 | C56—C51—C52 | 118.8 (4) |
N1—C15—H15A | 109.0 | C56—C51—C50 | 120.3 (3) |
C16—C15—H15B | 109.0 | C52—C51—C50 | 120.9 (4) |
N1—C15—H15B | 109.0 | C53—C52—C51 | 120.5 (4) |
H15A—C15—H15B | 107.8 | C53—C52—H52 | 119.8 |
C21—C16—C17 | 119.2 (4) | C51—C52—H52 | 119.8 |
C21—C16—C15 | 121.2 (4) | C52—C53—C54 | 120.0 (4) |
C17—C16—C15 | 119.5 (3) | C52—C53—H53 | 120.0 |
C16—C17—C18 | 120.1 (4) | C54—C53—H53 | 120.0 |
C16—C17—H17 | 119.9 | C53—C54—C55 | 120.2 (4) |
C18—C17—H17 | 119.9 | C53—C54—H54 | 119.9 |
C19—C18—C17 | 119.9 (4) | C55—C54—H54 | 119.9 |
C19—C18—H18 | 120.1 | C54—C55—C56 | 119.5 (4) |
C17—C18—H18 | 120.1 | C54—C55—H55 | 120.2 |
C20—C19—C18 | 119.9 (4) | C56—C55—H55 | 120.2 |
C20—C19—H19 | 120.0 | C55—C56—C51 | 120.9 (4) |
C18—C19—H19 | 120.0 | C55—C56—H56 | 119.5 |
C19—C20—C21 | 120.5 (4) | C51—C56—H56 | 119.5 |
C19—C20—H20 | 119.8 | N3—C57—C58 | 115.1 (3) |
C21—C20—H20 | 119.8 | N3—C57—H57A | 108.5 |
C20—C21—C16 | 120.3 (4) | C58—C57—H57A | 108.5 |
C20—C21—H21 | 119.8 | N3—C57—H57B | 108.5 |
C16—C21—H21 | 119.8 | C58—C57—H57B | 108.5 |
C23—C22—N2 | 114.1 (3) | H57A—C57—H57B | 107.5 |
C23—C22—H22A | 108.7 | C63—C58—C59 | 119.9 (4) |
N2—C22—H22A | 108.7 | C63—C58—C57 | 118.5 (4) |
C23—C22—H22B | 108.7 | C59—C58—C57 | 121.5 (4) |
N2—C22—H22B | 108.7 | C58—C59—C60 | 119.4 (5) |
H22A—C22—H22B | 107.6 | C58—C59—H59 | 120.3 |
C28—C23—C24 | 118.9 (4) | C60—C59—H59 | 120.3 |
C28—C23—C22 | 121.9 (3) | C61—C60—C59 | 120.4 (5) |
C24—C23—C22 | 119.0 (4) | C61—C60—H60 | 119.8 |
C23—C24—C25 | 120.7 (4) | C59—C60—H60 | 119.8 |
C23—C24—H24 | 119.7 | C62—C61—C60 | 119.9 (5) |
C25—C24—H24 | 119.7 | C62—C61—H61 | 120.0 |
C26—C25—C24 | 120.4 (4) | C60—C61—H61 | 120.0 |
C26—C25—H25 | 119.8 | C61—C62—C63 | 120.6 (5) |
C24—C25—H25 | 119.8 | C61—C62—H62 | 119.7 |
C25—C26—C27 | 119.2 (4) | C63—C62—H62 | 119.7 |
C25—C26—H26 | 120.4 | C58—C63—C62 | 119.7 (5) |
C27—C26—H26 | 120.4 | C58—C63—H63 | 120.2 |
C26—C27—C28 | 120.4 (5) | C62—C63—H63 | 120.2 |
C26—C27—H27 | 119.8 | ||
N1—C1—C2—C7 | −69.1 (5) | C37—C38—C39—C40 | 0.6 (8) |
N1—C1—C2—C3 | 109.3 (4) | C38—C39—C40—C41 | 0.9 (9) |
C7—C2—C3—C4 | −0.9 (6) | C39—C40—C41—C42 | −1.5 (9) |
C1—C2—C3—C4 | −179.4 (4) | C38—C37—C42—C41 | 0.7 (7) |
C2—C3—C4—C5 | 1.8 (7) | C36—C37—C42—C41 | 176.6 (5) |
C3—C4—C5—C6 | −0.9 (8) | C40—C41—C42—C37 | 0.7 (9) |
C4—C5—C6—C7 | −0.7 (8) | N3—C43—C44—C49 | 91.8 (4) |
C5—C6—C7—C2 | 1.5 (7) | N3—C43—C44—C45 | −90.1 (4) |
C3—C2—C7—C6 | −0.7 (6) | C49—C44—C45—C46 | 0.1 (6) |
C1—C2—C7—C6 | 177.7 (4) | C43—C44—C45—C46 | −178.0 (4) |
N1—C8—C9—C10 | 93.2 (4) | C44—C45—C46—C47 | −0.9 (7) |
N1—C8—C9—C14 | −89.5 (4) | C45—C46—C47—C48 | 1.3 (7) |
C14—C9—C10—C11 | 2.6 (7) | C46—C47—C48—C49 | −0.8 (6) |
C8—C9—C10—C11 | 180.0 (4) | C47—C48—C49—C44 | −0.1 (6) |
C9—C10—C11—C12 | −1.2 (8) | C45—C44—C49—C48 | 0.4 (6) |
C10—C11—C12—C13 | −0.7 (9) | C43—C44—C49—C48 | 178.5 (4) |
C11—C12—C13—C14 | 1.0 (8) | N3—C50—C51—C56 | 99.9 (4) |
C12—C13—C14—C9 | 0.5 (7) | N3—C50—C51—C52 | −82.9 (4) |
C10—C9—C14—C13 | −2.3 (7) | C56—C51—C52—C53 | −0.2 (5) |
C8—C9—C14—C13 | −179.7 (4) | C50—C51—C52—C53 | −177.5 (3) |
N1—C15—C16—C21 | −62.6 (5) | C51—C52—C53—C54 | 0.0 (6) |
N1—C15—C16—C17 | 120.7 (4) | C52—C53—C54—C55 | −0.3 (6) |
C21—C16—C17—C18 | −1.1 (6) | C53—C54—C55—C56 | 0.7 (6) |
C15—C16—C17—C18 | 175.6 (4) | C54—C55—C56—C51 | −1.0 (6) |
C16—C17—C18—C19 | 0.6 (7) | C52—C51—C56—C55 | 0.7 (5) |
C17—C18—C19—C20 | 0.7 (7) | C50—C51—C56—C55 | 178.0 (3) |
C18—C19—C20—C21 | −1.5 (7) | N3—C57—C58—C63 | 110.3 (4) |
C19—C20—C21—C16 | 1.0 (6) | N3—C57—C58—C59 | −73.3 (5) |
C17—C16—C21—C20 | 0.3 (6) | C63—C58—C59—C60 | 1.2 (7) |
C15—C16—C21—C20 | −176.4 (4) | C57—C58—C59—C60 | −175.2 (4) |
N2—C22—C23—C28 | −45.8 (5) | C58—C59—C60—C61 | 0.4 (8) |
N2—C22—C23—C24 | 138.6 (4) | C59—C60—C61—C62 | −0.8 (8) |
C28—C23—C24—C25 | −0.8 (7) | C60—C61—C62—C63 | −0.4 (8) |
C22—C23—C24—C25 | 175.0 (4) | C59—C58—C63—C62 | −2.4 (7) |
C23—C24—C25—C26 | 0.8 (8) | C57—C58—C63—C62 | 174.1 (4) |
C24—C25—C26—C27 | −0.7 (8) | C61—C62—C63—C58 | 2.0 (8) |
C25—C26—C27—C28 | 0.6 (8) | C16—C15—N1—C8 | −59.7 (4) |
C24—C23—C28—C27 | 0.7 (6) | C16—C15—N1—C1 | 177.2 (3) |
C22—C23—C28—C27 | −174.9 (4) | C9—C8—N1—C15 | 174.7 (3) |
C26—C27—C28—C23 | −0.7 (7) | C9—C8—N1—C1 | −60.8 (4) |
N2—C29—C30—C31 | 122.2 (4) | C2—C1—N1—C15 | −41.5 (4) |
N2—C29—C30—C35 | −58.5 (5) | C2—C1—N1—C8 | −165.5 (3) |
C35—C30—C31—C32 | 0.1 (6) | C23—C22—N2—C29 | 157.6 (3) |
C29—C30—C31—C32 | 179.3 (4) | C23—C22—N2—C36 | −81.1 (4) |
C30—C31—C32—C33 | 1.4 (6) | C30—C29—N2—C22 | −54.6 (4) |
C31—C32—C33—C34 | −1.3 (7) | C30—C29—N2—C36 | −179.6 (3) |
C32—C33—C34—C35 | −0.2 (7) | C37—C36—N2—C22 | 58.2 (4) |
C33—C34—C35—C30 | 1.6 (7) | C37—C36—N2—C29 | −178.3 (3) |
C31—C30—C35—C34 | −1.5 (6) | C58—C57—N3—C43 | −175.5 (3) |
C29—C30—C35—C34 | 179.3 (4) | C58—C57—N3—C50 | −53.2 (4) |
N2—C36—C37—C38 | −103.1 (4) | C44—C43—N3—C57 | −59.4 (4) |
N2—C36—C37—C42 | 81.1 (5) | C44—C43—N3—C50 | 178.2 (3) |
C42—C37—C38—C39 | −1.4 (7) | C51—C50—N3—C57 | −176.2 (3) |
C36—C37—C38—C39 | −177.1 (4) | C51—C50—N3—C43 | −54.9 (4) |
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1C···Cl3 | 0.89 (5) | 2.41 (5) | 3.255 (3) | 159 (4) |
N2—H2···Cl7 | 0.86 (5) | 2.37 (5) | 3.132 (3) | 149 (4) |
N3—H3B···Cl7 | 0.93 (5) | 2.17 (5) | 3.095 (3) | 177 (5) |
Experimental details
Crystal data | |
Chemical formula | (C21H22N)3[PtCl6]Cl |
Mr | 1308.42 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 120 |
a, b, c (Å) | 10.3739 (3), 16.4326 (5), 34.9438 (8) |
β (°) | 98.313 (2) |
V (Å3) | 5894.3 (3) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 2.74 |
Crystal size (mm) | 0.50 × 0.30 × 0.15 |
Data collection | |
Diffractometer | Stoe IPDSII |
Absorption correction | Numerical [shape of crystal determined optically (X-RED; Stoe & Cie, 2005)] |
Tmin, Tmax | 0.383, 0.665 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 70527, 15914, 14651 |
Rint | 0.100 |
(sin θ/λ)max (Å−1) | 0.688 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.050, 0.139, 1.08 |
No. of reflections | 15914 |
No. of parameters | 680 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement |
Δρmax, Δρmin (e Å−3) | 2.37, −2.96 |
Computer programs: X-AREA (Stoe & Cie, 2005), X-RED (Stoe & Cie, 2005), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), ORTEP-3 for Windows (Farrugia, 1997), WinGX (Farrugia, 1999).
Pt1—Cl1 | 2.3032 (9) | Pt1—Cl4 | 2.3136 (10) |
Pt1—Cl2 | 2.3286 (9) | Pt1—Cl5 | 2.3209 (9) |
Pt1—Cl3 | 2.3307 (9) | Pt1—Cl6 | 2.3266 (9) |
Cl1—Pt1—Cl2 | 89.91 (4) | Cl4—Pt1—Cl5 | 89.55 (4) |
Cl1—Pt1—Cl3 | 177.97 (3) | Cl4—Pt1—Cl6 | 88.97 (4) |
Cl1—Pt1—Cl4 | 90.00 (4) | Cl5—Pt1—Cl2 | 90.21 (3) |
Cl1—Pt1—Cl5 | 90.47 (4) | Cl5—Pt1—Cl3 | 91.46 (3) |
Cl1—Pt1—Cl6 | 89.48 (3) | Cl5—Pt1—Cl6 | 178.52 (3) |
Cl2—Pt1—Cl3 | 89.45 (4) | Cl6—Pt1—Cl2 | 91.27 (3) |
Cl2—Pt1—Cl4 | 179.75 (4) | Cl6—Pt1—Cl3 | 88.60 (3) |
Cl4—Pt1—Cl3 | 90.64 (4) |
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1C···Cl3 | 0.89 (5) | 2.41 (5) | 3.255 (3) | 159 (4) |
N2—H2···Cl7 | 0.86 (5) | 2.37 (5) | 3.132 (3) | 149 (4) |
N3—H3B···Cl7 | 0.93 (5) | 2.17 (5) | 3.095 (3) | 177 (5) |
We reported the synthesis and crystal structures of [(H2DA18C6)Cl2], (II), (Yousefi, Amani & Khavasi, 2007) and [H2DA18C6][PtCl6]·2H2O, (III), (Yousefi, Teimouri et al., 2007) [where H2DA18C6 is 1,10-Diazonia-18-crown-6], recently. Several proton transfer systems using tribenzylamine, with proton donor molecules, such as {(TBA)(DBA)[CuCl4]}, (IV), (Zeng et al., 1994) and (TBA)[DCHSTO], (V), (Jarvinen et al., 1988) [where TBA is tribenzylammonium, DBA is dibenzylammonium and DCHSTO is 1,1,1,1,2,2,2,3,3,3-decacarbonyl-2,3-(µ -hydrido)-2,3-(µ-sulfonyl)-triangulo-tri-osmium] have been synthesized and characterized by single-crystal X-ray diffraction methods.
There are also several proton transfer systems using H2[PtCl6]with proton acceptor molecules, such as [HpyBr-3]2[PtCl6]·2H2O, (VI), and [HpyI-3]2[PtCl6]·2H2O, (VII),(Zordan & Brammer, 2004), [BMIM]2[PtCl6], (VIII), and [EMIM]2[PtCl6], (IX), (Hasan et al., 2001), {(DABCO)H2[PtCl6]}, (X), (Juan et al., 1998), {p-C6H4(CH2ImMe)2[PtCl6]}, (XI), (Li & Liu, 2003), [het][PtCl6]·2H2O, (XII), (Hu et al., 2003), [9-MeGuaH]2[PtCl6]·2H2O, (XIII), (Terzis & Mentzafos, 1983), [H10[30]aneN10][PtCl6]2Cl6·2H2O, (XIV), (Bencini et al., 1992), [H2Me2ppz][PtCl6], (XV) (Ciccarese et al., 1998),[PA]2[PtCl6]Cl, (XVI), (Delafontaine et al., 1987), [DEA]2[PtCl6], (XVII), (Bokach et al., 2003) and [HpyCl-3]3[PtCl6]Cl, (XVIII), (Zordan et al., 2005)[where hpy is halopyridinium, BMIM+ is 1-n-butyl-3-methyl- imidazolium, EMIM+ is 1-ethyl-3-methylimidazolium, DABCO is 1,4-diazabicyclo- octane, Im is imidazolium, het is 2-(α-hydroxyethyl)thiamine, 9-MeGuaH is 9-methylguaninium, [H10[30]aneN10] is [C20H60N10]10+ cation, H2Me2ppz is N,N'-dimethylpiperazinium, PA is pentane-1,5-diammonium and DEA is diethylammonium] have been synthesized and characterized by single-crystal X-ray diffraction methods. We report herein the synthesis and crystal structure of the title compound, (I).
The asymmetric unit of (I), (Fig. 1), contains three independent protonated tribenzylamine cations, besides of PtCl2-6 and Cl- anions. The Pt ion has an octahedral coordination (Table 1). In cations, the bond lengths and angles are in good agreement with the corresponding values in (IV) and (V). In PtCl2-6 anion, the Pt—Cl bond lengths and Cl—Pt—Cl bond angles (Table 1) are also within normal ranges, as in (III) and (XIV).
The intramolecular N—H···Cl hydrogen bonds (Table 2) seem to be effective in the stabilization of the structure (Fig. 2).