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Acta Crystallogr Sect E Struct Rep Online. 2009 August 1; 65(Pt 8): m926.
Published online 2009 July 15. doi:  10.1107/S1600536809026798
PMCID: PMC2977114

Chlorido(1,3-dimethyl­thio­urea-κS)bis­(triphenyl­phosphine-κP)copper(I) acetonitrile hemisolvate

Abstract

The title compound, [CuCl(C3H8N2S)(C18H15P)2]·0.5CH3CN, was prepared by the reaction of copper(I) chloride with 1,3-dimethyl­thio­urea (dmtu) and triphenyl­phosphine (PPh3) in acetonitrile. The CuI atom has a distorted tetra­hedral environment formed by two P atoms from triphenyl­phosphine, one S atom from the dmtu ligand and one Cl atom. In addition, the mol­ecules exhibit intra- and inter­molecular N—H(...)Cl inter­actions.

Related literature

For related structures, see: Aslanidis et al. (1993 [triangle], 1998 [triangle]); Cox et al. (1999 [triangle]); Karagiannidis et al. (1990 [triangle]); Lecomte et al. (1989 [triangle]); Singh & Dikshit (1995 [triangle]); Skoulika et al. (1991 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-65-0m926-scheme1.jpg

Experimental

Crystal data

  • [CuCl(C3H8N2S)(C18H15P)2]·0.5C2H3N
  • M r = 748.23
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-65-0m926-efi1.jpg
  • a = 13.7503 (4) Å
  • b = 30.0495 (9) Å
  • c = 18.4227 (5) Å
  • β = 90.874 (1)°
  • V = 7611.2 (4) Å3
  • Z = 8
  • Mo Kα radiation
  • μ = 0.81 mm−1
  • T = 293 K
  • 0.36 × 0.12 × 0.08 mm

Data collection

  • Bruker SMART CCD area-detector diffractometer
  • Absorption correction: multi-scan (SADABS; Bruker, 2003 [triangle]) T min = 0.777, T max = 0.940
  • 70507 measured reflections
  • 13413 independent reflections
  • 10371 reflections with I > 2s(I)
  • R int = 0.059

Refinement

  • R[F 2 > 2σ(F 2)] = 0.053
  • wR(F 2) = 0.111
  • S = 1.10
  • 13413 reflections
  • 873 parameters
  • 4 restraints
  • H atoms treated by a mixture of independent and constrained refinement
  • Δρmax = 0.53 e Å−3
  • Δρmin = −0.25 e Å−3

Data collection: SMART (Bruker, 1998 [triangle]); cell refinement: SAINT (Bruker, 1998 [triangle]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 [triangle]); molecular graphics: SHELXTL (Sheldrick, 2008 [triangle]); software used to prepare material for publication: SHELXTL.

Table 1
Hydrogen-bond geometry (Å, °)

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809026798/pk2174sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809026798/pk2174Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Acknowledgments

We gratefully acknowledge support of this work by a grant from the Research Assistantship (RA), the Department of Chemistry and Graduate School, Prince of Songkla University.

supplementary crystallographic information

Comment

Treatment of [Cu(PPh3)3Cl] (PPh3 = triphenylphosphine) in acetonitrile with N,N'-dimethylthiourea(dmtu) in a 1:2 metal-thione ratio yielded a product of formula [Cu(PPh3)2(dmtu)Cl], 0.5 CH3CN. Its crystal structure consists of two independent [CuCl(PPh3)2(dmtu)] molecules (A and B) plus a CH3CN solvent molecule in the asymmetric unit. The CuI atoms display a distorted tetrahedral environment (Fig. 1). Distorted tetrahedral geometries are also found in similar phosphine adducts of CuI halides (Aslanidis et al., 1993, 1998; Cox et al., 1999; Karagiannidis et al., 1990; Lecomte et al., 1989; Singh & Dikshit, 1995; Skoulika et al., 1991). In both A and B molecules the distorted tetrahedral coordination consists of the S donor of the N,N'-dimethylthiourea ligand, two P atoms of two phosphine ligands, as well as the Cl atom. The Cu—P(1) and Cu—P(2) distances of 2.2847 (9), 2.2850 (9) Å and 2.2831 (9), 2.2989 (9) Å in molecule A and B, are slightly shorter than the corresponding lengths observed in [Cu(PPh3)2(tzdtH)Cl](Aslanidis et al., 1998). The P(1)—Cu—P(2) angle deviates considerably from the ideal tetrahedral value of 109.4° [124.71 (4)° (A) and 120.07 (3)° (B)]. These values are more similar to those found in trigonally coordinated CuI, a mode which is essentially determined by steric bulky ligands and by constraints related to intra-molecular hydrogen bridging bonds. Other significant features of the present structure are the Cu—S and Cu—Cl bond lengths which lie in the range normally observed for tetrahedrally coordinated CuI complexes with terminal chloride and thione-sulfur donors. The Cu—S bond lengths [2.3715 (10) (A) 2.3857 (9) Å (B)] are longer than in [Cu(PPh3)2(pymtH)I][2.338 (4) Å] (Aslanidis et al., 1993) but shorter than in [Cu(PPh3)2 (tzdtH)Cl] [2.418 (5) Å] (Aslanidis et al., 1998). The observed Cu—Cl distances of 2.4014 (9), 2.3956 (9) Å in molecule A and B, respectively, are very close to those observed in [Cu(PPh3)2(bztzdtH)Cl] [2.40 (2) Å] (Cox et al., 1999). In both molecules, the Cl atom is hydrogen bonded to the N,N'-dimethylthiourea NH atoms as shown in Table 1. These hydrogen bonds may be the main reason for the conformational changes, i.e. the increase of the P—Cu—P angle and distortion from the tetrahedral configuration. This hydrogen bonding may also influence the orientation of the complexed ligands (Skoulika et al., 1991).

Experimental

Triphenylphosphine was added to an acetonitrile suspension of CuI chloride. After stirring for 2 h, N,N'-dimethylthiourea was added. The mixture was refluxed for 5 h to afford a colorless solution. Single crystals were obtained after cooling followed by slow evaporation overnight at room temperature. The melting point of the complex is 469–470 K. Elemental analysis, calculated for [CuCl(dmtu)(PPh3)2], 0.5 CH3CN: C, 64.37; H, 5.26; N, 3.85; S,4.40%, found: C, 64.54; H, 5.58; N, 3.70; S, 4.52%.

Refinement

The structure was solved by direct methods and refined by full-matrix least-squares procedure based on F2. The hydrogen atoms of the amine N were located in a difference Fourier map and refined with geometrical restraints [N—H = 0.87–0.89 Å and Uiso(H) = 1.2Ueq(N)]. All C Hydrogen atoms were placed in geometrically idealized positions and refined isotropically with a riding model for both C-sp2 [C—H = 0.93 Å and with Uiso(H) = 1.2Ueq(C)] and C-sp3 [C—H = 0.96 Å and with Uiso(H) = 1.5Ueq(C)].

Figures

Fig. 1.
The molecular structure of the [CuCl(dmtu)(PPh3)2].0.5CH3CN complex. Thermal ellipsoids are shown at the 25% probability level.

Crystal data

[CuCl(C3H8N2S)(C18H15P)2]·0.5C2H3NF(000) = 3112
Mr = 748.23Dx = 1.306 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 7629 reflections
a = 13.7503 (4) Åθ = 2.2–21.5°
b = 30.0495 (9) ŵ = 0.81 mm1
c = 18.4227 (5) ÅT = 293 K
β = 90.874 (1)°Block, colorless
V = 7611.2 (4) Å30.36 × 0.12 × 0.08 mm
Z = 8

Data collection

Bruker SMART CCD area-detector diffractometer13413 independent reflections
Radiation source: fine-focus sealed tube10371 reflections with I > 2s(I)
graphiteRint = 0.059
Frames each covering 0.3 ° in ω scansθmax = 25.0°, θmin = 1.3°
Absorption correction: multi-scan (SADABS; Bruker, 2003)h = −16→16
Tmin = 0.777, Tmax = 0.940k = −35→35
70507 measured reflectionsl = −21→21

Refinement

Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.053Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.111H atoms treated by a mixture of independent and constrained refinement
S = 1.10w = 1/[σ2(Fo2) + (0.0428P)2 + 3.4594P] where P = (Fo2 + 2Fc2)/3
13413 reflections(Δ/σ)max = 0.001
873 parametersΔρmax = 0.53 e Å3
4 restraintsΔρmin = −0.24 e Å3

Special details

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)

xyzUiso*/Ueq
Cu1A0.83366 (3)0.723343 (13)0.16892 (2)0.03965 (11)
Cl1A0.76325 (6)0.65021 (3)0.16728 (5)0.0516 (2)
S1A0.99851 (6)0.72354 (3)0.20869 (6)0.0512 (2)
N1A1.1290 (2)0.66507 (10)0.2551 (2)0.0614 (9)
H1AA1.148 (3)0.6385 (8)0.269 (2)0.074*
N2A0.9764 (2)0.63787 (9)0.23609 (17)0.0519 (8)
H2AA0.9202 (17)0.6429 (12)0.2147 (18)0.062*
P1A0.74601 (6)0.76174 (3)0.25265 (5)0.0380 (2)
P2A0.84109 (6)0.74107 (3)0.04852 (5)0.0416 (2)
C1A0.6156 (2)0.76738 (11)0.23128 (19)0.0427 (8)
C2A0.5422 (3)0.76381 (15)0.2798 (2)0.0726 (12)
H2A0.55680.75750.32820.087*
C3A0.4458 (3)0.76946 (18)0.2580 (3)0.0923 (16)
H3A0.39680.76740.29210.111*
C4A0.4228 (3)0.77790 (16)0.1880 (3)0.0861 (15)
H4A0.35810.78130.17360.103*
C5A0.4942 (4)0.7813 (2)0.1390 (3)0.114 (2)
H5A0.47920.78720.09060.137*
C6A0.5902 (3)0.77597 (19)0.1611 (2)0.0923 (17)
H6A0.63890.77830.12690.111*
C7A0.7845 (2)0.81944 (10)0.26739 (17)0.0401 (8)
C8A0.8823 (3)0.82841 (13)0.2747 (3)0.0724 (13)
H8A0.92630.80490.27570.087*
C9A0.9167 (3)0.87141 (14)0.2805 (3)0.0850 (15)
H9A0.98330.87650.28470.102*
C10A0.8543 (3)0.90602 (13)0.2802 (3)0.0751 (13)
H10A0.87770.93500.28190.090*
C11A0.7566 (3)0.89813 (13)0.2774 (3)0.0860 (15)
H11A0.71310.92180.28000.103*
C12A0.7222 (3)0.85525 (12)0.2706 (2)0.0687 (12)
H12A0.65540.85040.26810.082*
C13A0.7527 (2)0.73857 (11)0.34471 (17)0.0426 (8)
C14A0.7917 (3)0.69658 (13)0.3537 (2)0.0622 (11)
H14A0.81130.68050.31340.075*
C15A0.8018 (4)0.67813 (15)0.4224 (2)0.0804 (14)
H15A0.82880.64990.42790.096*
C16A0.7725 (4)0.70115 (17)0.4815 (2)0.0815 (14)
H16A0.77850.68850.52740.098*
C17A0.7343 (4)0.74264 (16)0.4739 (2)0.0836 (15)
H17A0.71430.75830.51460.100*
C18A0.7252 (3)0.76151 (13)0.4055 (2)0.0680 (12)
H18A0.70010.79010.40070.082*
C19A0.7252 (3)0.74469 (12)−0.00126 (18)0.0502 (9)
C20A0.6629 (3)0.70896 (15)0.0034 (2)0.0736 (12)
H20A0.68150.68400.03010.088*
C21A0.5732 (3)0.70979 (19)−0.0312 (3)0.0947 (16)
H21A0.53300.6849−0.02900.114*
C22A0.5429 (4)0.7460 (2)−0.0681 (3)0.0972 (17)
H22A0.48200.7464−0.09070.117*
C23A0.6016 (4)0.7815 (2)−0.0720 (3)0.1074 (19)
H23A0.58060.8067−0.09690.129*
C24A0.6937 (3)0.78118 (16)−0.0393 (2)0.0827 (14)
H24A0.73400.8059−0.04330.099*
C25A0.9008 (3)0.79381 (11)0.02850 (18)0.0470 (8)
C26A0.9612 (4)0.80061 (15)−0.0296 (3)0.0893 (16)
H26A0.97310.7775−0.06190.107*
C27A1.0042 (4)0.84182 (18)−0.0398 (3)0.1056 (19)
H27A1.04660.8456−0.07820.127*
C28A0.9863 (4)0.87628 (16)0.0041 (3)0.0877 (15)
H28A1.01320.9041−0.00520.105*
C29A0.9285 (4)0.87006 (15)0.0622 (3)0.0868 (15)
H29A0.91710.89350.09400.104*
C30A0.8865 (3)0.82911 (13)0.0743 (2)0.0698 (12)
H30A0.84750.82530.11460.084*
C31A0.9103 (3)0.70020 (11)−0.00354 (19)0.0490 (9)
C32A0.8768 (3)0.67905 (16)−0.0637 (3)0.0822 (14)
H32A0.81510.6858−0.08200.099*
C33A0.9334 (4)0.64731 (18)−0.0987 (3)0.1049 (19)
H33A0.90940.6329−0.14000.126*
C34A1.0232 (4)0.63756 (15)−0.0725 (3)0.0922 (17)
H34A1.06080.6163−0.09560.111*
C35A1.0585 (4)0.65843 (16)−0.0133 (3)0.0821 (14)
H35A1.12100.65220.00380.099*
C36A1.0018 (3)0.68913 (14)0.0220 (2)0.0679 (12)
H36A1.02580.70270.06400.082*
C37A1.0368 (2)0.67178 (11)0.23477 (18)0.0433 (8)
C38A1.2041 (3)0.69905 (14)0.2544 (3)0.0906 (16)
H38D1.20620.71250.20720.136*
H38E1.26600.68570.26570.136*
H38F1.18990.72140.29000.136*
C39A0.9991 (3)0.59398 (12)0.2634 (2)0.0679 (11)
H39A1.05250.58180.23690.102*
H39B0.94330.57510.25750.102*
H39C1.01660.59590.31400.102*
Cu1B0.31137 (3)0.519217 (13)0.25982 (2)0.03941 (11)
Cl1B0.26570 (6)0.58658 (3)0.31991 (5)0.0490 (2)
S1B0.48449 (6)0.51390 (3)0.26225 (5)0.0475 (2)
N1B0.6224 (2)0.57018 (10)0.22284 (19)0.0599 (9)
H1BB0.646 (3)0.5968 (8)0.219 (2)0.072*
N2B0.4872 (2)0.60175 (10)0.26940 (19)0.0606 (9)
H2BB0.4301 (18)0.5976 (13)0.2892 (19)0.073*
P1B0.25868 (6)0.52429 (3)0.14108 (4)0.0389 (2)
P2B0.25668 (6)0.46303 (3)0.33194 (5)0.0377 (2)
C1B0.1268 (2)0.52181 (11)0.12563 (17)0.0412 (8)
C2B0.0757 (3)0.55385 (15)0.0873 (2)0.0701 (12)
H2B0.10850.57790.06740.084*
C3B−0.0243 (3)0.55041 (19)0.0783 (3)0.0877 (15)
H3B−0.05810.57240.05300.105*
C4B−0.0733 (3)0.51538 (17)0.1060 (2)0.0743 (13)
H4B−0.14010.51290.09850.089*
C5B−0.0240 (3)0.48373 (15)0.1452 (2)0.0651 (11)
H5B−0.05760.45990.16510.078*
C6B0.0758 (3)0.48702 (13)0.15543 (19)0.0523 (9)
H6B0.10860.46550.18270.063*
C7B0.3047 (2)0.48048 (12)0.08137 (18)0.0453 (8)
C8B0.4042 (3)0.47558 (15)0.0777 (2)0.0757 (13)
H8B0.44460.49370.10590.091*
C9B0.4443 (3)0.44415 (17)0.0327 (3)0.0928 (16)
H9B0.51150.44160.02960.111*
C10B0.3848 (4)0.41640 (16)−0.0079 (2)0.0827 (14)
H10B0.41180.3951−0.03830.099*
C11B0.2867 (3)0.42031 (15)−0.0032 (2)0.0730 (12)
H11B0.24630.4014−0.02990.088*
C12B0.2472 (3)0.45203 (13)0.0408 (2)0.0607 (10)
H12B0.18000.45440.04330.073*
C13B0.2930 (2)0.57442 (12)0.09057 (19)0.0462 (9)
C14B0.3182 (3)0.61196 (14)0.1278 (2)0.0780 (13)
H14B0.31790.61180.17830.094*
C15B0.3444 (4)0.65045 (17)0.0913 (3)0.1007 (17)
H15B0.36270.67560.11750.121*
C16B0.3434 (3)0.65169 (19)0.0180 (3)0.0911 (17)
H16B0.35980.6777−0.00620.109*
C17B0.3186 (3)0.6148 (2)−0.0197 (3)0.0870 (16)
H17B0.31840.6155−0.07010.104*
C18B0.2935 (3)0.57604 (15)0.0156 (2)0.0674 (11)
H18B0.27680.5509−0.01120.081*
C19B0.1242 (2)0.45675 (11)0.33569 (18)0.0439 (8)
C20B0.0712 (3)0.49408 (13)0.3533 (2)0.0608 (10)
H20B0.10350.52080.36180.073*
C21B−0.0286 (3)0.49246 (17)0.3586 (3)0.0784 (13)
H21B−0.06310.51780.37170.094*
C22B−0.0763 (3)0.45380 (19)0.3446 (3)0.0845 (15)
H22B−0.14380.45290.34680.101*
C23B−0.0262 (3)0.41626 (18)0.3273 (3)0.0834 (14)
H23B−0.05950.38980.31860.100*
C24B0.0752 (3)0.41735 (13)0.3228 (2)0.0618 (11)
H24B0.10950.39170.31120.074*
C25B0.2967 (2)0.40785 (11)0.30464 (19)0.0426 (8)
C26B0.2962 (3)0.39879 (12)0.2305 (2)0.0580 (10)
H26B0.27830.42110.19790.070*
C27B0.3214 (3)0.35760 (14)0.2044 (2)0.0688 (12)
H27B0.31910.35210.15480.083*
C28B0.3500 (3)0.32469 (13)0.2513 (3)0.0704 (12)
H28B0.36730.29680.23360.084*
C29B0.3532 (3)0.33287 (14)0.3238 (3)0.0729 (13)
H29B0.37360.31060.35560.088*
C30B0.3262 (3)0.37405 (12)0.3510 (2)0.0588 (10)
H30B0.32810.37900.40080.071*
C31B0.2855 (2)0.46715 (11)0.42944 (17)0.0418 (8)
C32B0.2338 (3)0.44386 (13)0.48077 (19)0.0573 (10)
H32B0.18350.42500.46620.069*
C33B0.2566 (3)0.44838 (15)0.5535 (2)0.0691 (12)
H33B0.22250.43200.58760.083*
C34B0.3290 (3)0.47682 (15)0.5759 (2)0.0680 (12)
H34B0.34390.47990.62510.082*
C35B0.3792 (3)0.50070 (14)0.5254 (2)0.0643 (11)
H35B0.42790.52030.54040.077*
C36B0.3578 (2)0.49587 (12)0.4522 (2)0.0525 (9)
H36B0.39250.51210.41820.063*
C37B0.5344 (2)0.56539 (11)0.25007 (18)0.0439 (8)
C38B0.6826 (3)0.53423 (14)0.1979 (3)0.0823 (14)
H38A0.69860.51500.23790.123*
H38B0.74140.54610.17810.123*
H38C0.64820.51770.16110.123*
C39B0.5206 (3)0.64687 (13)0.2571 (3)0.0872 (15)
H39D0.58270.65110.28060.131*
H39E0.47460.66750.27660.131*
H39F0.52660.65190.20590.131*
C10.8259 (4)0.4111 (3)0.5006 (3)0.139 (3)
H1A0.81370.44210.49250.208*
H1B0.78530.40060.53890.208*
H1C0.81150.39470.45700.208*
C20.9262 (5)0.4048 (2)0.5207 (3)0.1050 (19)
N31.0045 (4)0.3995 (2)0.5354 (3)0.137 (2)

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Cu1A0.0382 (2)0.0358 (2)0.0451 (2)0.00163 (18)0.00370 (18)0.00084 (18)
Cl1A0.0468 (5)0.0421 (5)0.0659 (6)−0.0130 (4)0.0014 (4)−0.0015 (4)
S1A0.0393 (5)0.0341 (5)0.0800 (7)0.0013 (4)−0.0097 (4)0.0030 (4)
N1A0.0402 (18)0.0399 (18)0.104 (3)0.0069 (15)−0.0097 (17)0.0051 (18)
N2A0.0470 (18)0.0355 (16)0.073 (2)0.0012 (15)−0.0089 (16)0.0043 (15)
P1A0.0353 (5)0.0359 (5)0.0429 (5)0.0026 (4)0.0031 (4)−0.0013 (4)
P2A0.0406 (5)0.0413 (5)0.0431 (5)0.0016 (4)0.0042 (4)0.0019 (4)
C1A0.0356 (19)0.0387 (19)0.054 (2)0.0011 (15)0.0014 (16)−0.0101 (16)
C2A0.043 (2)0.094 (3)0.080 (3)−0.006 (2)0.009 (2)0.009 (3)
C3A0.043 (3)0.118 (4)0.116 (4)−0.006 (3)0.016 (3)−0.003 (4)
C4A0.041 (3)0.094 (4)0.122 (4)0.009 (2)−0.016 (3)−0.028 (3)
C5A0.065 (3)0.202 (7)0.074 (3)0.040 (4)−0.017 (3)−0.023 (4)
C6A0.045 (3)0.169 (5)0.062 (3)0.031 (3)0.000 (2)−0.014 (3)
C7A0.0387 (19)0.0383 (18)0.0432 (19)0.0047 (15)0.0003 (15)−0.0016 (15)
C8A0.044 (2)0.048 (2)0.125 (4)0.0050 (19)0.002 (2)−0.029 (2)
C9A0.045 (2)0.066 (3)0.144 (5)−0.010 (2)0.018 (3)−0.037 (3)
C10A0.077 (3)0.041 (2)0.108 (4)−0.010 (2)0.016 (3)−0.002 (2)
C11A0.072 (3)0.038 (2)0.148 (5)0.008 (2)−0.016 (3)0.000 (3)
C12A0.053 (2)0.042 (2)0.110 (3)0.0044 (19)−0.010 (2)−0.002 (2)
C13A0.044 (2)0.0391 (19)0.045 (2)−0.0037 (16)0.0027 (16)0.0027 (16)
C14A0.082 (3)0.053 (2)0.051 (2)0.008 (2)0.006 (2)0.0042 (19)
C15A0.108 (4)0.063 (3)0.070 (3)0.009 (3)0.005 (3)0.022 (2)
C16A0.114 (4)0.078 (3)0.052 (3)−0.022 (3)−0.004 (3)0.018 (2)
C17A0.125 (4)0.079 (3)0.048 (3)−0.017 (3)0.020 (3)−0.011 (2)
C18A0.099 (3)0.051 (2)0.054 (2)−0.001 (2)0.010 (2)−0.003 (2)
C19A0.051 (2)0.056 (2)0.044 (2)0.0068 (19)−0.0024 (17)−0.0021 (18)
C20A0.049 (2)0.075 (3)0.096 (3)0.000 (2)−0.011 (2)0.009 (3)
C21A0.057 (3)0.108 (4)0.119 (4)−0.008 (3)−0.020 (3)−0.002 (4)
C22A0.066 (3)0.130 (5)0.095 (4)0.017 (3)−0.035 (3)−0.014 (4)
C23A0.106 (4)0.111 (5)0.104 (4)0.022 (4)−0.049 (4)0.019 (4)
C24A0.085 (3)0.079 (3)0.083 (3)0.001 (3)−0.029 (3)0.019 (3)
C25A0.052 (2)0.041 (2)0.048 (2)−0.0015 (17)0.0034 (17)0.0074 (17)
C26A0.128 (4)0.057 (3)0.084 (3)−0.017 (3)0.049 (3)0.004 (2)
C27A0.130 (5)0.084 (4)0.105 (4)−0.027 (3)0.056 (4)0.014 (3)
C28A0.093 (4)0.059 (3)0.112 (4)−0.024 (3)0.005 (3)0.025 (3)
C29A0.112 (4)0.053 (3)0.096 (4)−0.019 (3)0.012 (3)−0.006 (3)
C30A0.085 (3)0.054 (3)0.071 (3)−0.011 (2)0.016 (2)−0.001 (2)
C31A0.052 (2)0.043 (2)0.052 (2)−0.0026 (17)0.0153 (18)0.0024 (17)
C32A0.062 (3)0.094 (4)0.091 (3)−0.006 (3)0.014 (2)−0.038 (3)
C33A0.099 (4)0.105 (4)0.112 (4)−0.018 (4)0.031 (4)−0.063 (3)
C34A0.094 (4)0.056 (3)0.129 (5)0.005 (3)0.062 (4)−0.006 (3)
C35A0.079 (3)0.072 (3)0.096 (4)0.025 (3)0.029 (3)0.015 (3)
C36A0.064 (3)0.072 (3)0.068 (3)0.023 (2)0.015 (2)0.000 (2)
C37A0.040 (2)0.0381 (19)0.052 (2)0.0045 (16)−0.0010 (16)−0.0070 (16)
C38A0.040 (2)0.059 (3)0.172 (5)0.001 (2)−0.016 (3)0.010 (3)
C39A0.074 (3)0.038 (2)0.091 (3)0.003 (2)−0.010 (2)0.010 (2)
Cu1B0.0353 (2)0.0377 (2)0.0452 (2)−0.00179 (18)−0.00148 (18)0.00507 (18)
Cl1B0.0447 (5)0.0438 (5)0.0586 (5)0.0087 (4)0.0048 (4)0.0001 (4)
S1B0.0314 (4)0.0413 (5)0.0698 (6)−0.0017 (4)0.0005 (4)0.0084 (4)
N1B0.0429 (19)0.0427 (18)0.095 (2)−0.0064 (15)0.0214 (17)0.0024 (18)
N2B0.0422 (18)0.0444 (18)0.096 (3)−0.0026 (15)0.0175 (17)−0.0042 (17)
P1B0.0331 (5)0.0437 (5)0.0399 (5)0.0032 (4)−0.0007 (4)0.0026 (4)
P2B0.0337 (5)0.0346 (5)0.0447 (5)−0.0024 (4)−0.0023 (4)0.0050 (4)
C1B0.0334 (18)0.053 (2)0.0374 (18)0.0036 (16)0.0004 (14)0.0003 (16)
C2B0.042 (2)0.086 (3)0.083 (3)0.010 (2)−0.003 (2)0.027 (2)
C3B0.043 (3)0.121 (4)0.099 (4)0.012 (3)−0.009 (2)0.032 (3)
C4B0.034 (2)0.116 (4)0.073 (3)0.004 (3)−0.006 (2)−0.004 (3)
C5B0.046 (2)0.084 (3)0.065 (3)−0.019 (2)0.009 (2)−0.006 (2)
C6B0.044 (2)0.062 (2)0.051 (2)0.0017 (19)0.0001 (17)0.0016 (18)
C7B0.043 (2)0.050 (2)0.0431 (19)0.0044 (17)0.0006 (16)0.0011 (16)
C8B0.044 (2)0.088 (3)0.095 (3)0.007 (2)0.004 (2)−0.029 (3)
C9B0.057 (3)0.099 (4)0.123 (4)0.021 (3)0.021 (3)−0.025 (3)
C10B0.095 (4)0.078 (3)0.076 (3)0.027 (3)0.018 (3)−0.021 (3)
C11B0.075 (3)0.075 (3)0.069 (3)0.009 (2)−0.003 (2)−0.025 (2)
C12B0.054 (2)0.073 (3)0.055 (2)0.008 (2)−0.0021 (19)−0.014 (2)
C13B0.0369 (19)0.053 (2)0.049 (2)0.0062 (16)0.0015 (16)0.0134 (18)
C14B0.104 (4)0.061 (3)0.069 (3)−0.017 (3)−0.009 (3)0.019 (2)
C15B0.123 (5)0.066 (3)0.113 (4)−0.024 (3)−0.012 (4)0.027 (3)
C16B0.068 (3)0.087 (4)0.118 (5)0.005 (3)0.016 (3)0.057 (4)
C17B0.077 (3)0.115 (4)0.070 (3)0.030 (3)0.030 (3)0.049 (3)
C18B0.067 (3)0.081 (3)0.054 (2)0.014 (2)0.008 (2)0.013 (2)
C19B0.0351 (18)0.049 (2)0.048 (2)−0.0031 (16)−0.0059 (15)0.0111 (16)
C20B0.042 (2)0.059 (2)0.082 (3)0.0007 (19)0.008 (2)0.012 (2)
C21B0.046 (3)0.084 (3)0.106 (4)0.013 (2)0.015 (2)0.023 (3)
C22B0.039 (2)0.117 (4)0.098 (4)−0.005 (3)0.006 (2)0.031 (3)
C23B0.049 (3)0.095 (4)0.106 (4)−0.027 (3)−0.011 (3)0.011 (3)
C24B0.048 (2)0.061 (3)0.077 (3)−0.0116 (19)−0.004 (2)0.002 (2)
C25B0.0345 (18)0.0389 (19)0.054 (2)−0.0018 (15)−0.0017 (16)0.0055 (16)
C26B0.060 (2)0.046 (2)0.068 (3)0.0112 (19)−0.010 (2)−0.0017 (19)
C27B0.066 (3)0.059 (3)0.081 (3)0.007 (2)−0.013 (2)−0.021 (2)
C28B0.053 (3)0.042 (2)0.116 (4)−0.0013 (19)0.008 (3)−0.012 (3)
C29B0.066 (3)0.047 (2)0.105 (4)0.014 (2)0.007 (3)0.025 (3)
C30B0.061 (3)0.047 (2)0.068 (3)0.0073 (19)0.002 (2)0.013 (2)
C31B0.0383 (19)0.044 (2)0.0433 (19)0.0031 (15)−0.0026 (15)0.0021 (16)
C32B0.056 (2)0.066 (3)0.051 (2)−0.013 (2)−0.0008 (18)0.0056 (19)
C33B0.073 (3)0.081 (3)0.053 (3)−0.008 (2)0.011 (2)0.010 (2)
C34B0.069 (3)0.092 (3)0.043 (2)0.012 (3)−0.009 (2)−0.003 (2)
C35B0.053 (2)0.077 (3)0.062 (3)−0.007 (2)−0.016 (2)−0.007 (2)
C36B0.040 (2)0.062 (2)0.056 (2)−0.0023 (18)−0.0042 (17)0.0047 (19)
C37B0.0353 (19)0.046 (2)0.050 (2)−0.0008 (16)0.0003 (16)0.0051 (17)
C38B0.056 (3)0.065 (3)0.127 (4)0.004 (2)0.041 (3)0.005 (3)
C39B0.069 (3)0.044 (2)0.149 (5)−0.007 (2)0.022 (3)−0.011 (3)
C10.101 (5)0.227 (8)0.089 (4)0.017 (5)0.022 (4)0.015 (5)
C20.110 (5)0.123 (5)0.082 (4)0.017 (4)0.016 (4)0.009 (3)
N30.110 (4)0.152 (5)0.148 (5)0.018 (4)0.002 (4)0.028 (4)

Geometric parameters (Å, °)

Cu1A—P1A2.2847 (9)Cu1B—Cl1B2.3956 (9)
Cu1A—P2A2.2850 (9)S1B—C37B1.709 (3)
Cu1A—S1A2.3715 (10)N1B—C37B1.325 (4)
Cu1A—Cl1A2.4014 (9)N1B—C38B1.440 (5)
S1A—C37A1.709 (3)N1B—H1BB0.869 (18)
N1A—C37A1.331 (4)N2B—C37B1.323 (4)
N1A—C38A1.453 (5)N2B—C39B1.451 (5)
N1A—H1AA0.875 (18)N2B—H2BB0.879 (18)
N2A—C37A1.315 (4)P1B—C1B1.833 (3)
N2A—C39A1.444 (4)P1B—C7B1.834 (3)
N2A—H2AA0.875 (18)P1B—C13B1.836 (3)
P1A—C7A1.832 (3)P2B—C25B1.820 (3)
P1A—C13A1.834 (3)P2B—C19B1.834 (3)
P1A—C1A1.838 (3)P2B—C31B1.837 (3)
P2A—C25A1.825 (3)C1B—C6B1.378 (5)
P2A—C19A1.830 (4)C1B—C2B1.380 (5)
P2A—C31A1.834 (4)C2B—C3B1.386 (5)
C1A—C6A1.358 (5)C2B—H2B0.9300
C1A—C2A1.363 (5)C3B—C4B1.354 (6)
C2A—C3A1.389 (6)C3B—H3B0.9300
C2A—H2A0.9300C4B—C5B1.367 (6)
C3A—C4A1.348 (7)C4B—H4B0.9300
C3A—H3A0.9300C5B—C6B1.386 (5)
C4A—C5A1.349 (7)C5B—H5B0.9300
C4A—H4A0.9300C6B—H6B0.9300
C5A—C6A1.384 (6)C7B—C12B1.377 (5)
C5A—H5A0.9300C7B—C8B1.378 (5)
C6A—H6A0.9300C8B—C9B1.378 (6)
C7A—C8A1.376 (5)C8B—H8B0.9300
C7A—C12A1.378 (5)C9B—C10B1.380 (6)
C8A—C9A1.380 (5)C9B—H9B0.9300
C8A—H8A0.9300C10B—C11B1.359 (6)
C9A—C10A1.348 (6)C10B—H10B0.9300
C9A—H9A0.9300C11B—C12B1.368 (5)
C10A—C11A1.365 (6)C11B—H11B0.9300
C10A—H10A0.9300C12B—H12B0.9300
C11A—C12A1.378 (5)C13B—C14B1.363 (5)
C11A—H11A0.9300C13B—C18B1.382 (5)
C12A—H12A0.9300C14B—C15B1.388 (6)
C13A—C18A1.373 (5)C14B—H14B0.9300
C13A—C14A1.380 (5)C15B—C16B1.351 (7)
C14A—C15A1.386 (5)C15B—H15B0.9300
C14A—H14A0.9300C16B—C17B1.349 (7)
C15A—C16A1.357 (6)C16B—H16B0.9300
C15A—H15A0.9300C17B—C18B1.380 (6)
C16A—C17A1.359 (6)C17B—H17B0.9300
C16A—H16A0.9300C18B—H18B0.9300
C17A—C18A1.386 (6)C19B—C20B1.378 (5)
C17A—H17A0.9300C19B—C24B1.381 (5)
C18A—H18A0.9300C20B—C21B1.378 (5)
C19A—C24A1.368 (5)C20B—H20B0.9300
C19A—C20A1.377 (5)C21B—C22B1.357 (6)
C20A—C21A1.380 (6)C21B—H21B0.9300
C20A—H20A0.9300C22B—C23B1.362 (6)
C21A—C22A1.345 (7)C22B—H22B0.9300
C21A—H21A0.9300C23B—C24B1.398 (5)
C22A—C23A1.341 (7)C23B—H23B0.9300
C22A—H22A0.9300C24B—H24B0.9300
C23A—C24A1.395 (6)C25B—C30B1.384 (5)
C23A—H23A0.9300C25B—C26B1.393 (5)
C24A—H24A0.9300C26B—C27B1.374 (5)
C25A—C30A1.371 (5)C26B—H26B0.9300
C25A—C26A1.379 (5)C27B—C28B1.367 (6)
C26A—C27A1.387 (6)C27B—H27B0.9300
C26A—H26A0.9300C28B—C29B1.359 (6)
C27A—C28A1.339 (7)C28B—H28B0.9300
C27A—H27A0.9300C29B—C30B1.387 (5)
C28A—C29A1.357 (6)C29B—H29B0.9300
C28A—H28A0.9300C30B—H30B0.9300
C29A—C30A1.379 (5)C31B—C36B1.378 (5)
C29A—H29A0.9300C31B—C32B1.382 (5)
C30A—H30A0.9300C32B—C33B1.378 (5)
C31A—C32A1.353 (5)C32B—H32B0.9300
C31A—C36A1.376 (5)C33B—C34B1.371 (6)
C32A—C33A1.396 (6)C33B—H33B0.9300
C32A—H32A0.9300C34B—C35B1.370 (5)
C33A—C34A1.351 (7)C34B—H34B0.9300
C33A—H33A0.9300C35B—C36B1.384 (5)
C34A—C35A1.342 (7)C35B—H35B0.9300
C34A—H34A0.9300C36B—H36B0.9300
C35A—C36A1.378 (6)C38B—H38A0.9600
C35A—H35A0.9300C38B—H38B0.9600
C36A—H36A0.9300C38B—H38C0.9600
C38A—H38D0.9600C39B—H39D0.9600
C38A—H38E0.9600C39B—H39E0.9600
C38A—H38F0.9600C39B—H39F0.9600
C39A—H39A0.9600C1—C21.436 (8)
C39A—H39B0.9600C1—H1A0.9600
C39A—H39C0.9600C1—H1B0.9600
Cu1B—P2B2.2831 (9)C1—H1C0.9600
Cu1B—P1B2.2989 (9)C2—N31.116 (7)
Cu1B—S1B2.3857 (9)
P1A—Cu1A—P2A124.71 (4)P1B—Cu1B—Cl1B107.62 (3)
P1A—Cu1A—S1A107.56 (4)S1B—Cu1B—Cl1B108.45 (3)
P2A—Cu1A—S1A104.04 (4)C37B—S1B—Cu1B109.86 (12)
P1A—Cu1A—Cl1A104.71 (3)C37B—N1B—C38B124.9 (3)
P2A—Cu1A—Cl1A103.01 (3)C37B—N1B—H1BB119 (3)
S1A—Cu1A—Cl1A112.92 (3)C38B—N1B—H1BB116 (3)
C37A—S1A—Cu1A111.93 (12)C37B—N2B—C39B124.9 (3)
C37A—N1A—C38A124.4 (3)C37B—N2B—H2BB116 (3)
C37A—N1A—H1AA120 (3)C39B—N2B—H2BB119 (3)
C38A—N1A—H1AA116 (3)C1B—P1B—C7B103.14 (15)
C37A—N2A—C39A125.5 (3)C1B—P1B—C13B102.46 (15)
C37A—N2A—H2AA114 (2)C7B—P1B—C13B101.02 (16)
C39A—N2A—H2AA120 (2)C1B—P1B—Cu1B116.22 (10)
C7A—P1A—C13A102.24 (15)C7B—P1B—Cu1B114.61 (11)
C7A—P1A—C1A102.89 (15)C13B—P1B—Cu1B117.19 (12)
C13A—P1A—C1A105.53 (16)C25B—P2B—C19B102.77 (15)
C7A—P1A—Cu1A115.08 (11)C25B—P2B—C31B105.67 (15)
C13A—P1A—Cu1A114.40 (11)C19B—P2B—C31B99.76 (15)
C1A—P1A—Cu1A115.16 (11)C25B—P2B—Cu1B114.17 (11)
C25A—P2A—C19A103.78 (17)C19B—P2B—Cu1B115.73 (11)
C25A—P2A—C31A103.71 (16)C31B—P2B—Cu1B116.81 (11)
C19A—P2A—C31A103.47 (17)C6B—C1B—C2B118.3 (3)
C25A—P2A—Cu1A115.18 (12)C6B—C1B—P1B118.5 (3)
C19A—P2A—Cu1A116.67 (12)C2B—C1B—P1B123.1 (3)
C31A—P2A—Cu1A112.51 (12)C1B—C2B—C3B120.4 (4)
C6A—C1A—C2A117.2 (4)C1B—C2B—H2B119.8
C6A—C1A—P1A117.2 (3)C3B—C2B—H2B119.8
C2A—C1A—P1A125.6 (3)C4B—C3B—C2B120.8 (4)
C1A—C2A—C3A120.9 (4)C4B—C3B—H3B119.6
C1A—C2A—H2A119.5C2B—C3B—H3B119.6
C3A—C2A—H2A119.5C3B—C4B—C5B119.6 (4)
C4A—C3A—C2A120.6 (4)C3B—C4B—H4B120.2
C4A—C3A—H3A119.7C5B—C4B—H4B120.2
C2A—C3A—H3A119.7C4B—C5B—C6B120.3 (4)
C3A—C4A—C5A119.5 (4)C4B—C5B—H5B119.9
C3A—C4A—H4A120.3C6B—C5B—H5B119.9
C5A—C4A—H4A120.3C1B—C6B—C5B120.6 (4)
C4A—C5A—C6A119.7 (5)C1B—C6B—H6B119.7
C4A—C5A—H5A120.2C5B—C6B—H6B119.7
C6A—C5A—H5A120.2C12B—C7B—C8B117.9 (3)
C1A—C6A—C5A122.2 (4)C12B—C7B—P1B124.8 (3)
C1A—C6A—H6A118.9C8B—C7B—P1B117.2 (3)
C5A—C6A—H6A118.9C9B—C8B—C7B120.6 (4)
C8A—C7A—C12A116.8 (3)C9B—C8B—H8B119.7
C8A—C7A—P1A118.7 (3)C7B—C8B—H8B119.7
C12A—C7A—P1A124.6 (3)C8B—C9B—C10B120.1 (4)
C7A—C8A—C9A121.6 (4)C8B—C9B—H9B119.9
C7A—C8A—H8A119.2C10B—C9B—H9B119.9
C9A—C8A—H8A119.2C11B—C10B—C9B119.6 (4)
C10A—C9A—C8A120.3 (4)C11B—C10B—H10B120.2
C10A—C9A—H9A119.8C9B—C10B—H10B120.2
C8A—C9A—H9A119.8C10B—C11B—C12B120.1 (4)
C9A—C10A—C11A119.5 (4)C10B—C11B—H11B120.0
C9A—C10A—H10A120.3C12B—C11B—H11B120.0
C11A—C10A—H10A120.3C11B—C12B—C7B121.6 (4)
C10A—C11A—C12A120.2 (4)C11B—C12B—H12B119.2
C10A—C11A—H11A119.9C7B—C12B—H12B119.2
C12A—C11A—H11A119.9C14B—C13B—C18B118.0 (4)
C7A—C12A—C11A121.4 (4)C14B—C13B—P1B119.3 (3)
C7A—C12A—H12A119.3C18B—C13B—P1B122.7 (3)
C11A—C12A—H12A119.3C13B—C14B—C15B120.8 (4)
C18A—C13A—C14A118.2 (3)C13B—C14B—H14B119.6
C18A—C13A—P1A123.6 (3)C15B—C14B—H14B119.6
C14A—C13A—P1A118.2 (3)C16B—C15B—C14B120.6 (5)
C13A—C14A—C15A120.6 (4)C16B—C15B—H15B119.7
C13A—C14A—H14A119.7C14B—C15B—H15B119.7
C15A—C14A—H14A119.7C17B—C16B—C15B119.4 (5)
C16A—C15A—C14A120.1 (4)C17B—C16B—H16B120.3
C16A—C15A—H15A119.9C15B—C16B—H16B120.3
C14A—C15A—H15A119.9C16B—C17B—C18B120.9 (5)
C15A—C16A—C17A120.3 (4)C16B—C17B—H17B119.5
C15A—C16A—H16A119.9C18B—C17B—H17B119.5
C17A—C16A—H16A119.9C17B—C18B—C13B120.4 (5)
C16A—C17A—C18A119.9 (4)C17B—C18B—H18B119.8
C16A—C17A—H17A120.1C13B—C18B—H18B119.8
C18A—C17A—H17A120.1C20B—C19B—C24B118.7 (3)
C13A—C18A—C17A121.0 (4)C20B—C19B—P2B117.0 (3)
C13A—C18A—H18A119.5C24B—C19B—P2B124.3 (3)
C17A—C18A—H18A119.5C21B—C20B—C19B121.2 (4)
C24A—C19A—C20A117.7 (4)C21B—C20B—H20B119.4
C24A—C19A—P2A124.8 (3)C19B—C20B—H20B119.4
C20A—C19A—P2A117.4 (3)C22B—C21B—C20B119.7 (4)
C19A—C20A—C21A120.6 (4)C22B—C21B—H21B120.1
C19A—C20A—H20A119.7C20B—C21B—H21B120.1
C21A—C20A—H20A119.7C21B—C22B—C23B120.6 (4)
C22A—C21A—C20A121.0 (5)C21B—C22B—H22B119.7
C22A—C21A—H21A119.5C23B—C22B—H22B119.7
C20A—C21A—H21A119.5C22B—C23B—C24B120.2 (4)
C23A—C22A—C21A119.3 (5)C22B—C23B—H23B119.9
C23A—C22A—H22A120.3C24B—C23B—H23B119.9
C21A—C22A—H22A120.3C19B—C24B—C23B119.6 (4)
C22A—C23A—C24A120.9 (5)C19B—C24B—H24B120.2
C22A—C23A—H23A119.5C23B—C24B—H24B120.2
C24A—C23A—H23A119.5C30B—C25B—C26B117.3 (3)
C19A—C24A—C23A120.3 (5)C30B—C25B—P2B125.8 (3)
C19A—C24A—H24A119.8C26B—C25B—P2B116.9 (3)
C23A—C24A—H24A119.8C27B—C26B—C25B121.4 (4)
C30A—C25A—C26A117.1 (4)C27B—C26B—H26B119.3
C30A—C25A—P2A118.6 (3)C25B—C26B—H26B119.3
C26A—C25A—P2A124.3 (3)C28B—C27B—C26B120.2 (4)
C25A—C26A—C27A120.1 (4)C28B—C27B—H27B119.9
C25A—C26A—H26A120.0C26B—C27B—H27B119.9
C27A—C26A—H26A120.0C29B—C28B—C27B119.7 (4)
C28A—C27A—C26A121.7 (5)C29B—C28B—H28B120.2
C28A—C27A—H27A119.1C27B—C28B—H28B120.2
C26A—C27A—H27A119.1C28B—C29B—C30B120.8 (4)
C27A—C28A—C29A119.0 (4)C28B—C29B—H29B119.6
C27A—C28A—H28A120.5C30B—C29B—H29B119.6
C29A—C28A—H28A120.5C25B—C30B—C29B120.7 (4)
C28A—C29A—C30A120.2 (5)C25B—C30B—H30B119.7
C28A—C29A—H29A119.9C29B—C30B—H30B119.7
C30A—C29A—H29A119.9C36B—C31B—C32B119.0 (3)
C25A—C30A—C29A121.8 (4)C36B—C31B—P2B118.9 (3)
C25A—C30A—H30A119.1C32B—C31B—P2B122.0 (3)
C29A—C30A—H30A119.1C33B—C32B—C31B120.3 (4)
C32A—C31A—C36A117.7 (4)C33B—C32B—H32B119.9
C32A—C31A—P2A124.7 (3)C31B—C32B—H32B119.9
C36A—C31A—P2A117.5 (3)C34B—C33B—C32B120.5 (4)
C31A—C32A—C33A120.9 (5)C34B—C33B—H33B119.8
C31A—C32A—H32A119.5C32B—C33B—H33B119.8
C33A—C32A—H32A119.5C35B—C34B—C33B119.6 (4)
C34A—C33A—C32A119.8 (5)C35B—C34B—H34B120.2
C34A—C33A—H33A120.1C33B—C34B—H34B120.2
C32A—C33A—H33A120.1C34B—C35B—C36B120.3 (4)
C35A—C34A—C33A120.4 (5)C34B—C35B—H35B119.8
C35A—C34A—H34A119.8C36B—C35B—H35B119.8
C33A—C34A—H34A119.8C31B—C36B—C35B120.3 (3)
C34A—C35A—C36A119.7 (5)C31B—C36B—H36B119.9
C34A—C35A—H35A120.1C35B—C36B—H36B119.9
C36A—C35A—H35A120.1N2B—C37B—N1B117.9 (3)
C31A—C36A—C35A121.5 (4)N2B—C37B—S1B120.8 (3)
C31A—C36A—H36A119.3N1B—C37B—S1B121.3 (3)
C35A—C36A—H36A119.3N1B—C38B—H38A109.5
N2A—C37A—N1A118.5 (3)N1B—C38B—H38B109.5
N2A—C37A—S1A121.2 (3)H38A—C38B—H38B109.5
N1A—C37A—S1A120.3 (3)N1B—C38B—H38C109.5
N1A—C38A—H38D109.5H38A—C38B—H38C109.5
N1A—C38A—H38E109.5H38B—C38B—H38C109.5
H38D—C38A—H38E109.5N2B—C39B—H39D109.5
N1A—C38A—H38F109.5N2B—C39B—H39E109.5
H38D—C38A—H38F109.5H39D—C39B—H39E109.5
H38E—C38A—H38F109.5N2B—C39B—H39F109.5
N2A—C39A—H39A109.5H39D—C39B—H39F109.5
N2A—C39A—H39B109.5H39E—C39B—H39F109.5
H39A—C39A—H39B109.5C2—C1—H1A109.5
N2A—C39A—H39C109.5C2—C1—H1B109.5
H39A—C39A—H39C109.5H1A—C1—H1B109.5
H39B—C39A—H39C109.5C2—C1—H1C109.5
P2B—Cu1B—P1B120.07 (3)H1A—C1—H1C109.5
P2B—Cu1B—S1B106.08 (3)H1B—C1—H1C109.5
P1B—Cu1B—S1B108.79 (3)N3—C2—C1178.9 (8)
P2B—Cu1B—Cl1B105.37 (3)
P1A—Cu1A—S1A—C37A111.26 (13)P2B—Cu1B—S1B—C37B−150.75 (13)
P2A—Cu1A—S1A—C37A−114.72 (13)P1B—Cu1B—S1B—C37B78.79 (13)
Cl1A—Cu1A—S1A—C37A−3.76 (13)Cl1B—Cu1B—S1B—C37B−37.99 (13)
P2A—Cu1A—P1A—C7A−63.24 (12)P2B—Cu1B—P1B—C1B50.41 (13)
S1A—Cu1A—P1A—C7A58.69 (12)S1B—Cu1B—P1B—C1B172.76 (13)
Cl1A—Cu1A—P1A—C7A179.05 (12)Cl1B—Cu1B—P1B—C1B−69.93 (13)
P2A—Cu1A—P1A—C13A178.77 (12)P2B—Cu1B—P1B—C7B−69.88 (13)
S1A—Cu1A—P1A—C13A−59.29 (12)S1B—Cu1B—P1B—C7B52.47 (13)
Cl1A—Cu1A—P1A—C13A61.07 (12)Cl1B—Cu1B—P1B—C7B169.78 (12)
P2A—Cu1A—P1A—C1A56.23 (13)P2B—Cu1B—P1B—C13B171.97 (12)
S1A—Cu1A—P1A—C1A178.17 (12)S1B—Cu1B—P1B—C13B−65.69 (13)
Cl1A—Cu1A—P1A—C1A−61.48 (13)Cl1B—Cu1B—P1B—C13B51.63 (13)
P1A—Cu1A—P2A—C25A66.15 (14)P1B—Cu1B—P2B—C25B66.44 (12)
S1A—Cu1A—P2A—C25A−57.33 (13)S1B—Cu1B—P2B—C25B−57.22 (12)
Cl1A—Cu1A—P2A—C25A−175.36 (13)Cl1B—Cu1B—P2B—C25B−172.10 (12)
P1A—Cu1A—P2A—C19A−55.91 (14)P1B—Cu1B—P2B—C19B−52.59 (13)
S1A—Cu1A—P2A—C19A−179.39 (13)S1B—Cu1B—P2B—C19B−176.25 (13)
Cl1A—Cu1A—P2A—C19A62.59 (14)Cl1B—Cu1B—P2B—C19B68.87 (13)
P1A—Cu1A—P2A—C31A−175.27 (13)P1B—Cu1B—P2B—C31B−169.61 (12)
S1A—Cu1A—P2A—C31A61.25 (13)S1B—Cu1B—P2B—C31B66.73 (12)
Cl1A—Cu1A—P2A—C31A−56.77 (13)Cl1B—Cu1B—P2B—C31B−48.15 (12)
C7A—P1A—C1A—C6A85.3 (4)C7B—P1B—C1B—C6B74.3 (3)
C13A—P1A—C1A—C6A−167.9 (3)C13B—P1B—C1B—C6B178.9 (3)
Cu1A—P1A—C1A—C6A−40.7 (4)Cu1B—P1B—C1B—C6B−52.0 (3)
C7A—P1A—C1A—C2A−94.5 (4)C7B—P1B—C1B—C2B−107.7 (3)
C13A—P1A—C1A—C2A12.3 (4)C13B—P1B—C1B—C2B−3.0 (4)
Cu1A—P1A—C1A—C2A139.5 (3)Cu1B—P1B—C1B—C2B126.1 (3)
C6A—C1A—C2A—C3A−1.0 (7)C6B—C1B—C2B—C3B−1.0 (6)
P1A—C1A—C2A—C3A178.8 (4)P1B—C1B—C2B—C3B−179.1 (3)
C1A—C2A—C3A—C4A1.1 (8)C1B—C2B—C3B—C4B−0.9 (7)
C2A—C3A—C4A—C5A−0.7 (8)C2B—C3B—C4B—C5B2.0 (7)
C3A—C4A—C5A—C6A0.2 (9)C3B—C4B—C5B—C6B−1.1 (7)
C2A—C1A—C6A—C5A0.5 (8)C2B—C1B—C6B—C5B1.9 (5)
P1A—C1A—C6A—C5A−179.3 (5)P1B—C1B—C6B—C5B−180.0 (3)
C4A—C5A—C6A—C1A−0.1 (9)C4B—C5B—C6B—C1B−0.8 (6)
C13A—P1A—C7A—C8A79.7 (3)C1B—P1B—C7B—C12B−4.2 (4)
C1A—P1A—C7A—C8A−170.9 (3)C13B—P1B—C7B—C12B−109.9 (3)
Cu1A—P1A—C7A—C8A−44.9 (3)Cu1B—P1B—C7B—C12B123.1 (3)
C13A—P1A—C7A—C12A−101.4 (3)C1B—P1B—C7B—C8B176.5 (3)
C1A—P1A—C7A—C12A7.9 (4)C13B—P1B—C7B—C8B70.8 (3)
Cu1A—P1A—C7A—C12A134.0 (3)Cu1B—P1B—C7B—C8B−56.2 (3)
C12A—C7A—C8A—C9A−3.8 (6)C12B—C7B—C8B—C9B2.3 (7)
P1A—C7A—C8A—C9A175.1 (4)P1B—C7B—C8B—C9B−178.4 (4)
C7A—C8A—C9A—C10A0.9 (8)C7B—C8B—C9B—C10B−1.7 (8)
C8A—C9A—C10A—C11A3.0 (8)C8B—C9B—C10B—C11B0.1 (8)
C9A—C10A—C11A—C12A−3.8 (8)C9B—C10B—C11B—C12B0.9 (7)
C8A—C7A—C12A—C11A3.0 (6)C10B—C11B—C12B—C7B−0.3 (7)
P1A—C7A—C12A—C11A−175.9 (4)C8B—C7B—C12B—C11B−1.3 (6)
C10A—C11A—C12A—C7A0.8 (8)P1B—C7B—C12B—C11B179.4 (3)
C7A—P1A—C13A—C18A39.2 (4)C1B—P1B—C13B—C14B107.1 (3)
C1A—P1A—C13A—C18A−68.1 (3)C7B—P1B—C13B—C14B−146.7 (3)
Cu1A—P1A—C13A—C18A164.3 (3)Cu1B—P1B—C13B—C14B−21.4 (4)
C7A—P1A—C13A—C14A−137.6 (3)C1B—P1B—C13B—C18B−72.3 (3)
C1A—P1A—C13A—C14A115.1 (3)C7B—P1B—C13B—C18B34.0 (3)
Cu1A—P1A—C13A—C14A−12.6 (3)Cu1B—P1B—C13B—C18B159.3 (3)
C18A—C13A—C14A—C15A0.6 (6)C18B—C13B—C14B—C15B−0.5 (7)
P1A—C13A—C14A—C15A177.6 (3)P1B—C13B—C14B—C15B−179.9 (4)
C13A—C14A—C15A—C16A0.7 (7)C13B—C14B—C15B—C16B1.3 (8)
C14A—C15A—C16A—C17A−1.0 (8)C14B—C15B—C16B—C17B−1.3 (8)
C15A—C16A—C17A—C18A0.1 (8)C15B—C16B—C17B—C18B0.5 (8)
C14A—C13A—C18A—C17A−1.4 (6)C16B—C17B—C18B—C13B0.3 (7)
P1A—C13A—C18A—C17A−178.3 (3)C14B—C13B—C18B—C17B−0.2 (6)
C16A—C17A—C18A—C13A1.2 (7)P1B—C13B—C18B—C17B179.1 (3)
C25A—P2A—C19A—C24A−3.9 (4)C25B—P2B—C19B—C20B−178.2 (3)
C31A—P2A—C19A—C24A−112.0 (4)C31B—P2B—C19B—C20B73.1 (3)
Cu1A—P2A—C19A—C24A123.9 (3)Cu1B—P2B—C19B—C20B−53.1 (3)
C25A—P2A—C19A—C20A179.9 (3)C25B—P2B—C19B—C24B2.4 (3)
C31A—P2A—C19A—C20A71.9 (3)C31B—P2B—C19B—C24B−106.2 (3)
Cu1A—P2A—C19A—C20A−52.3 (3)Cu1B—P2B—C19B—C24B127.5 (3)
C24A—C19A—C20A—C21A1.9 (7)C24B—C19B—C20B—C21B0.4 (6)
P2A—C19A—C20A—C21A178.4 (4)P2B—C19B—C20B—C21B−179.0 (3)
C19A—C20A—C21A—C22A−2.4 (8)C19B—C20B—C21B—C22B−1.6 (7)
C20A—C21A—C22A—C23A0.9 (9)C20B—C21B—C22B—C23B1.9 (7)
C21A—C22A—C23A—C24A0.9 (9)C21B—C22B—C23B—C24B−1.0 (7)
C20A—C19A—C24A—C23A−0.2 (7)C20B—C19B—C24B—C23B0.4 (6)
P2A—C19A—C24A—C23A−176.3 (4)P2B—C19B—C24B—C23B179.8 (3)
C22A—C23A—C24A—C19A−1.3 (9)C22B—C23B—C24B—C19B−0.2 (7)
C19A—P2A—C25A—C30A91.1 (3)C19B—P2B—C25B—C30B−94.0 (3)
C31A—P2A—C25A—C30A−161.0 (3)C31B—P2B—C25B—C30B10.2 (3)
Cu1A—P2A—C25A—C30A−37.6 (4)Cu1B—P2B—C25B—C30B139.9 (3)
C19A—P2A—C25A—C26A−89.9 (4)C19B—P2B—C25B—C26B85.2 (3)
C31A—P2A—C25A—C26A18.0 (4)C31B—P2B—C25B—C26B−170.7 (3)
Cu1A—P2A—C25A—C26A141.4 (4)Cu1B—P2B—C25B—C26B−41.0 (3)
C30A—C25A—C26A—C27A−0.2 (7)C30B—C25B—C26B—C27B1.7 (5)
P2A—C25A—C26A—C27A−179.2 (4)P2B—C25B—C26B—C27B−177.5 (3)
C25A—C26A—C27A—C28A−2.3 (9)C25B—C26B—C27B—C28B−1.6 (6)
C26A—C27A—C28A—C29A3.4 (9)C26B—C27B—C28B—C29B0.2 (6)
C27A—C28A—C29A—C30A−2.0 (8)C27B—C28B—C29B—C30B1.0 (7)
C26A—C25A—C30A—C29A1.6 (7)C26B—C25B—C30B—C29B−0.6 (5)
P2A—C25A—C30A—C29A−179.3 (4)P2B—C25B—C30B—C29B178.5 (3)
C28A—C29A—C30A—C25A−0.5 (8)C28B—C29B—C30B—C25B−0.8 (6)
C25A—P2A—C31A—C32A−108.7 (4)C25B—P2B—C31B—C36B111.2 (3)
C19A—P2A—C31A—C32A−0.6 (4)C19B—P2B—C31B—C36B−142.5 (3)
Cu1A—P2A—C31A—C32A126.2 (3)Cu1B—P2B—C31B—C36B−17.0 (3)
C25A—P2A—C31A—C36A73.7 (3)C25B—P2B—C31B—C32B−71.8 (3)
C19A—P2A—C31A—C36A−178.2 (3)C19B—P2B—C31B—C32B34.5 (3)
Cu1A—P2A—C31A—C36A−51.4 (3)Cu1B—P2B—C31B—C32B160.0 (3)
C36A—C31A—C32A—C33A−0.3 (7)C36B—C31B—C32B—C33B−1.9 (6)
P2A—C31A—C32A—C33A−177.9 (4)P2B—C31B—C32B—C33B−178.9 (3)
C31A—C32A—C33A—C34A−0.2 (8)C31B—C32B—C33B—C34B1.6 (6)
C32A—C33A—C34A—C35A−0.5 (8)C32B—C33B—C34B—C35B−0.3 (7)
C33A—C34A—C35A—C36A1.7 (8)C33B—C34B—C35B—C36B−0.7 (6)
C32A—C31A—C36A—C35A1.6 (6)C32B—C31B—C36B—C35B1.0 (5)
P2A—C31A—C36A—C35A179.4 (3)P2B—C31B—C36B—C35B178.1 (3)
C34A—C35A—C36A—C31A−2.3 (7)C34B—C35B—C36B—C31B0.3 (6)
C39A—N2A—C37A—N1A5.3 (6)C39B—N2B—C37B—N1B5.9 (6)
C39A—N2A—C37A—S1A−174.0 (3)C39B—N2B—C37B—S1B−175.8 (3)
C38A—N1A—C37A—N2A178.2 (4)C38B—N1B—C37B—N2B−178.7 (4)
C38A—N1A—C37A—S1A−2.5 (6)C38B—N1B—C37B—S1B3.0 (6)
Cu1A—S1A—C37A—N2A−4.3 (3)Cu1B—S1B—C37B—N2B27.2 (3)
Cu1A—S1A—C37A—N1A176.4 (3)Cu1B—S1B—C37B—N1B−154.6 (3)

Hydrogen-bond geometry (Å, °)

D—H···AD—HH···AD···AD—H···A
N1A—H1AA···Cl1Bi0.88 (2)2.43 (2)3.234 (3)153 (3)
N2A—H2AA···Cl1A0.88 (2)2.33 (2)3.197 (3)173 (3)
N1B—H1BB···Cl1A0.87 (2)2.47 (2)3.262 (3)152 (3)
N2B—H2BB···Cl1B0.88 (2)2.36 (2)3.230 (3)169 (3)

Symmetry codes: (i) x+1, y, z.

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: PK2174).

References

  • Aslanidis, P., Hadjikakou, S. K., Karagiannidis, P. & Cox, P. J. (1998). Inorg. Chim. Acta, 271, 243–247.
  • Aslanidis, P., Hadjikakou, S. K., Karagiannidis, P., Gdaniec, M. & Kosturkiewicz, Z. (1993). Polyhedron, 12, 2221–2226.
  • Bruker (1998). SMART Bruker AXS Inc., Madison, Wisconsin, USA.
  • Bruker (2003). SAINT and SADABS Bruker AXS Inc., Madison, Wisconsin, USA.
  • Cox, P. J., Aslanidis, P., Karagiannidis, P. & Hadjikakou, S. K. (1999). Polyhedron, 18, 1501–1506.
  • Karagiannidis, P., Aslanidis, P., Papastefanou, S., Mentzafos, D., Hountas, A. & Terzis, A. (1990). Polyhedron, 9, 981–986.
  • Lecomte, C., Skoulika, S., Aslanidis, P., Karagiannidis, P. & Papastefanou, St. (1989). Polyhedron, 8, 1103–1109.
  • Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [PubMed]
  • Singh, R. & Dikshit, S. K. (1995). Polyhedron, 14, 1799–1807.
  • Skoulika, S., Aubry, A., Karagianidis, P., Aslanidis, P. & Papastefanou, S. (1991). Inorg. Chim. Acta, 183, 207–211.

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