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The title salt, rac-[Cu(C30H26N4)2](CF3SO3)·C7H8·2H2O, contains Cu(L1)2+ cations, where L1 is 2,2′-bis(1-ethyl­benzimidazol-2-yl)­bi­phenyl, separated by tri­fluoro­methane­sulfonate anions, toluene solvent mol­ecules and two water mol­ecules of hydration, only one of which could be defined crystallographically. Chemical and crystallographic evidence are consistent with a second, highly disordered water mol­ecule in the asymmetric unit located in voids of 111 Å3. The ligands L1 form two nine-membered chelate rings with the CuI ion, resulting in a Cu[N(imine)]4 coordination geometry which is best described as distorted 222 (D2). Cu—N bond distances in the coordination sphere are long compared with those in other four-coordinate copper(I) structures containing benz­imidazole ligands, possibly owing to the steric bulk associated with the ligands L1. Within each cation, the eight ring systems, consisting of four benz­imidazole and four benzene fragments, are linked together by weak C—H...π and C—H...N interactions, suggesting that the cations are relatively tightly constrained sterically. The structure, when viewed along the b direction, may be described as a criss-crossed array of alternating cation/toluene and anion/water columns along the b direction arranged parallel to the (102) and (10\overline 2) planes.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804028259/lh6301sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536804028259/lh6301Isup2.hkl
Contains datablock I

CCDC reference: 258668

Key indicators

  • Single-crystal X-ray study
  • T = 297 K
  • Mean [sigma](C-C) = 0.006 Å
  • Some non-H atoms missing
  • R factor = 0.059
  • wR factor = 0.171
  • Data-to-parameter ratio = 14.0

checkCIF/PLATON results

No syntax errors found



Alert level B PLAT420_ALERT_2_B D-H Without Acceptor O4 - H42O ... ? PLAT601_ALERT_2_B Structure Contains Solvent Accessible VOIDS of . 111.00 A   3
Alert level C CHEMW03_ALERT_2_C The ratio of given/expected molecular weight as calculated from the _atom_site* data lies outside the range 0.99 <> 1.01 From the CIF: _cell_formula_units_Z 4 From the CIF: _chemical_formula_weight 1225.08 TEST: Calculate formula weight from _atom_site_* atom mass num sum C 12.01 68.00 816.75 H 1.01 62.00 62.50 N 14.01 8.00 112.06 O 16.00 4.00 64.00 F 19.00 3.00 56.99 S 32.07 1.00 32.07 Cu 63.55 1.00 63.55 Calculated formula weight 1207.90 DENSD01_ALERT_1_C The ratio of the submitted crystal density and that calculated from the formula is outside the range 0.99 <> 1.01 Crystal density given = 1.298 Calculated crystal density = 1.317 PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings Differ .... ? PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT043_ALERT_1_C Check Reported Molecular Weight ................ 1225.08 PLAT046_ALERT_1_C Reported Z, MW and D(calc) are Inconsistent .... 1.32 PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.80 Ratio PLAT231_ALERT_4_C Hirshfeld Test (Solvent) S - O2 .. 6.61 su PLAT244_ALERT_4_C Low Solvent U(eq) as Compared to Neighbors for C90 PLAT244_ALERT_4_C Low Solvent U(eq) as Compared to Neighbors for S PLAT244_ALERT_4_C Low Solvent U(eq) as Compared to Neighbors for C1 PLAT331_ALERT_2_C Small Average Phenyl C-C Dist. C90 -C95 1.37 Ang. PLAT355_ALERT_3_C Long O-H Bond (0.82A) O4 - H42O ... 1.01 Ang. PLAT731_ALERT_1_C Bond Calc 1.01(9), Rep 1.00(4) ...... 2.25 su-Rat O4 -H42O 1.555 1.555
Alert level G FORMU01_ALERT_2_G There is a discrepancy between the atom counts in the _chemical_formula_sum and the formula from the _atom_site* data. Atom count from _chemical_formula_sum:C68 H64 Cu1 F3 N8 O5 S1 Atom count from the _atom_site data: C68 H62 Cu1 F3 N8 O4 S1 CELLZ01_ALERT_1_G Difference between formula and atom_site contents detected. CELLZ01_ALERT_1_G ALERT: Large difference may be due to a symmetry error - see SYMMG tests From the CIF: _cell_formula_units_Z 4 From the CIF: _chemical_formula_sum C68 H64 Cu F3 N8 O5 S TEST: Compare cell contents of formula and atom_site data atom Z*formula cif sites diff C 272.00 272.00 0.00 H 256.00 248.00 8.00 Cu 4.00 4.00 0.00 F 12.00 12.00 0.00 N 32.00 32.00 0.00 O 20.00 16.00 4.00 S 4.00 4.00 0.00
0 ALERT level A = In general: serious problem 2 ALERT level B = Potentially serious problem 14 ALERT level C = Check and explain 3 ALERT level G = General alerts; check 8 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 6 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 4 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: SMART (Bruker, 2000); cell refinement: SAINT-Plus (Bruker, 2000); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPIII (Burnett & Johnson, 1996) and ORTEP-32 (Farrugia, 1997); software used to prepare material for publication: SHELXTL (Bruker, 2000).

rac-bis[2,2'-bis(1-ethyl-1H-benzimidazol-2-yl)biphenyl]copper(I) trifluoromethanesulfonate toluene solvate dihydrate top
Crystal data top
[Cu(C30H26N4)2](CF3SO3)·C7H8·2H2OF(000) = 2520
Mr = 1225.08Dx = 1.298 Mg m3
Dm = 1.33 (1) Mg m3
Dm measured by flotation n-heptane/2-iodo-2-methylpropane/2-bromopropane
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 956 reflections
a = 11.1715 (7) Åθ = 3.2–20.8°
b = 24.1173 (10) ŵ = 0.45 mm1
c = 23.0286 (9) ÅT = 297 K
β = 95.190 (4)°Wedge, pale yellow
V = 6179.1 (5) Å30.52 × 0.32 × 0.14 mm
Z = 4
Data collection top
Bruker SMART APEX CCD area-detector
diffractometer
10883 independent reflections
Radiation source: fine-focus sealed tube7598 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.044
φ and ω scansθmax = 25.1°, θmin = 2.0°
Absorption correction: multi-scan
(SADABS; Blessing, 1995)
h = 138
Tmin = 0.731, Tmax = 0.939k = 2628
44390 measured reflectionsl = 2727
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.059Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.171H atoms treated by a mixture of independent and constrained refinement
S = 1.00 w = 1/[σ2(Fo2) + (0.1023P)2 + 2.3428P]
where P = (Fo2 + 2Fc2)/3
10883 reflections(Δ/σ)max < 0.001
777 parametersΔρmax = 0.58 e Å3
15 restraintsΔρmin = 0.39 e Å3
Special details top

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) top
xyzUiso*/Ueq
Cu0.02235 (4)0.540501 (16)0.254736 (16)0.04109 (15)
N110.2942 (3)0.63228 (12)0.17586 (11)0.0482 (7)
N130.1699 (2)0.58112 (10)0.22473 (10)0.0380 (6)
N410.1755 (3)0.45468 (11)0.11602 (11)0.0445 (7)
N430.0969 (2)0.50097 (10)0.19419 (10)0.0373 (6)
N510.1196 (3)0.67749 (11)0.34829 (12)0.0514 (7)
N530.0637 (2)0.60941 (10)0.29026 (10)0.0408 (6)
N810.0806 (3)0.40779 (11)0.37909 (11)0.0459 (7)
N830.0765 (2)0.47304 (10)0.30996 (10)0.0395 (6)
C110.3531 (3)0.62389 (13)0.23062 (14)0.0446 (8)
C120.1851 (3)0.60638 (12)0.17518 (13)0.0395 (7)
C130.2754 (3)0.59248 (12)0.26094 (13)0.0385 (7)
C140.3050 (3)0.57854 (14)0.31901 (14)0.0486 (8)
H140.25390.55730.33970.058*
C150.4133 (3)0.59763 (16)0.34450 (16)0.0575 (10)
H150.43470.58980.38360.069*
C160.4909 (4)0.62796 (18)0.31386 (18)0.0648 (11)
H160.56380.63950.33270.078*
C170.4638 (3)0.64171 (16)0.25598 (17)0.0582 (10)
H170.51670.66180.23520.070*
C180.3442 (4)0.66336 (19)0.12885 (17)0.0702 (12)
H18A0.29870.65450.09220.084*
H18B0.42660.65170.12610.084*
C190.3419 (6)0.7256 (2)0.1381 (2)0.1031 (18)
H19A0.26130.73720.14340.155*
H19B0.36870.74400.10470.155*
H19C0.39400.73510.17210.155*
C210.0512 (3)0.56331 (14)0.09434 (12)0.0411 (7)
C220.0933 (3)0.61046 (13)0.12535 (12)0.0424 (8)
C230.0403 (4)0.66168 (15)0.11160 (15)0.0559 (9)
H230.06830.69310.13200.067*
C240.0517 (4)0.66661 (16)0.06891 (15)0.0611 (10)
H240.08470.70130.05980.073*
C250.0958 (4)0.62049 (16)0.03930 (14)0.0584 (10)
H250.16020.62370.01090.070*
C260.0446 (3)0.56930 (16)0.05166 (13)0.0516 (9)
H260.07440.53830.03120.062*
C310.0465 (3)0.46444 (13)0.12759 (13)0.0399 (7)
C320.1081 (3)0.50815 (13)0.10426 (12)0.0406 (7)
C330.2223 (3)0.49785 (16)0.08663 (14)0.0509 (9)
H330.26530.52660.07150.061*
C340.2724 (3)0.44541 (18)0.09141 (16)0.0593 (10)
H340.34780.43910.07860.071*
C350.2119 (4)0.40286 (17)0.11488 (17)0.0615 (10)
H350.24600.36770.11830.074*
C360.0992 (3)0.41259 (15)0.13345 (16)0.0537 (9)
H360.05840.38390.15010.064*
C410.2714 (3)0.47119 (13)0.14589 (13)0.0421 (8)
C420.0744 (3)0.47391 (12)0.14670 (12)0.0383 (7)
C430.2218 (3)0.49923 (12)0.19490 (12)0.0368 (7)
C440.2954 (3)0.51988 (13)0.23553 (13)0.0434 (8)
H440.26320.53830.26880.052*
C450.4163 (3)0.51216 (16)0.22491 (15)0.0519 (9)
H450.46710.52510.25180.062*
C460.4653 (3)0.48543 (18)0.17480 (16)0.0625 (10)
H460.54830.48160.16870.075*
C470.3956 (3)0.46458 (17)0.13430 (16)0.0590 (10)
H470.42900.44690.10080.071*
C480.1853 (4)0.42454 (16)0.06023 (14)0.0582 (10)
H48A0.11120.42920.04190.070*
H48B0.24980.44070.03470.070*
C490.2092 (5)0.3640 (2)0.0665 (2)0.0909 (15)
H49A0.15200.34860.09580.136*
H49B0.20190.34570.03000.136*
H49C0.28900.35870.07790.136*
C510.1783 (3)0.68737 (14)0.29416 (17)0.0523 (9)
C520.0517 (3)0.63072 (12)0.34329 (13)0.0422 (8)
C530.1421 (3)0.64499 (13)0.25816 (14)0.0467 (8)
C540.1838 (3)0.64401 (16)0.19913 (16)0.0577 (10)
H540.16150.61590.17460.069*
C550.2592 (4)0.6862 (2)0.1785 (2)0.0748 (13)
H550.28720.68690.13930.090*
C560.2939 (4)0.7276 (2)0.2151 (3)0.0828 (15)
H560.34530.75510.19950.099*
C570.2564 (4)0.72965 (16)0.2727 (2)0.0711 (12)
H570.28110.75760.29670.085*
C580.1368 (5)0.70925 (15)0.40149 (18)0.0720 (12)
H58A0.11350.68650.43540.086*
H58B0.22130.71830.40210.086*
C590.0636 (6)0.76235 (18)0.4052 (2)0.0992 (17)
H59A0.02050.75340.40970.149*
H59B0.08390.78370.43810.149*
H59C0.08110.78350.37010.149*
C610.0125 (3)0.55574 (13)0.41363 (12)0.0398 (7)
C620.0300 (3)0.60892 (13)0.39171 (13)0.0434 (8)
C630.1291 (4)0.63975 (15)0.41305 (15)0.0585 (10)
H630.13970.67540.39890.070*
C640.2118 (4)0.61828 (18)0.45486 (16)0.0681 (11)
H640.27620.63990.47000.082*
C650.1997 (4)0.56514 (18)0.47423 (15)0.0618 (10)
H650.25800.54980.50080.074*
C660.0994 (3)0.53405 (15)0.45389 (13)0.0506 (9)
H660.09080.49810.46760.061*
C710.0959 (3)0.47185 (13)0.37049 (12)0.0406 (7)
C720.0991 (3)0.52413 (13)0.39626 (12)0.0390 (7)
C730.2111 (3)0.54465 (15)0.40896 (15)0.0526 (9)
H730.21560.57940.42610.063*
C740.3142 (3)0.51441 (18)0.39660 (16)0.0594 (10)
H740.38780.52910.40470.071*
C750.3095 (4)0.46236 (17)0.37228 (16)0.0587 (10)
H750.37930.44150.36500.070*
C760.2012 (3)0.44155 (16)0.35891 (14)0.0527 (9)
H760.19810.40670.34190.063*
C810.1851 (3)0.40107 (13)0.35196 (14)0.0479 (8)
C820.0199 (3)0.45123 (12)0.35229 (12)0.0383 (7)
C830.1807 (3)0.44156 (13)0.30848 (13)0.0431 (8)
C840.2738 (3)0.44540 (14)0.27276 (16)0.0539 (9)
H840.27160.47130.24270.065*
C850.3693 (4)0.40979 (16)0.28315 (19)0.0670 (11)
H850.43310.41190.26000.080*
C860.3725 (4)0.37093 (16)0.3274 (2)0.0713 (12)
H860.43900.34770.33330.086*
C870.2807 (4)0.36551 (15)0.36271 (18)0.0627 (10)
H870.28310.33920.39230.075*
C880.0477 (4)0.37581 (15)0.42960 (15)0.0606 (10)
H88A0.01090.39670.44930.073*
H88B0.11850.37100.45680.073*
C890.0034 (5)0.32004 (18)0.4133 (2)0.0891 (15)
H89A0.08150.32440.39280.134*
H89B0.01000.29860.44800.134*
H89C0.04860.30130.38870.134*
S0.37821 (14)0.27195 (7)0.00025 (6)0.0946 (4)
O10.3599 (5)0.2950 (2)0.0553 (2)0.1439 (17)
F10.4489 (6)0.1834 (2)0.0525 (3)0.230 (3)
F30.5134 (4)0.1919 (2)0.0279 (2)0.1683 (17)
O20.2762 (4)0.2402 (2)0.0235 (2)0.1378 (16)
O30.4346 (5)0.3070 (2)0.0376 (3)0.177 (2)
C10.4846 (6)0.2205 (3)0.0181 (3)0.116 (2)
F20.5899 (5)0.2392 (3)0.0406 (3)0.221 (3)
C900.7079 (5)0.29936 (19)0.21109 (18)0.0738 (12)
C910.7629 (5)0.2484 (2)0.2115 (2)0.0833 (14)
H910.71820.21760.19850.100*
C920.8798 (6)0.2420 (3)0.2301 (3)0.0984 (17)
H920.91420.20690.23070.118*
C930.9481 (6)0.2867 (4)0.2480 (2)0.114 (2)
H931.02850.28200.26140.136*
C940.8980 (7)0.3389 (3)0.2464 (2)0.105 (2)
H940.94460.36990.25680.126*
C950.7777 (6)0.3442 (2)0.22893 (19)0.0853 (15)
H950.74240.37910.22920.102*
C960.5752 (6)0.3043 (3)0.1923 (3)0.127 (2)
H96A0.55280.27700.16310.190*
H96B0.55850.34070.17660.190*
H96C0.53010.29860.22530.190*
O40.5114 (7)0.4255 (3)0.0202 (3)0.191 (2)
H41O0.510 (11)0.388 (3)0.006 (5)0.287*
H42O0.445 (8)0.422 (5)0.053 (4)0.287*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cu0.0383 (3)0.0405 (2)0.0438 (2)0.00231 (17)0.00058 (17)0.00063 (16)
N110.0448 (18)0.0547 (17)0.0462 (14)0.0131 (14)0.0088 (13)0.0014 (12)
N130.0356 (15)0.0383 (14)0.0397 (13)0.0039 (11)0.0002 (11)0.0019 (11)
N410.0386 (17)0.0547 (17)0.0402 (13)0.0070 (13)0.0036 (12)0.0100 (12)
N430.0350 (16)0.0376 (14)0.0394 (13)0.0024 (11)0.0038 (11)0.0032 (11)
N510.062 (2)0.0335 (15)0.0617 (17)0.0060 (14)0.0197 (15)0.0008 (12)
N530.0449 (17)0.0354 (14)0.0424 (13)0.0008 (12)0.0058 (12)0.0022 (11)
N810.0520 (19)0.0381 (15)0.0480 (14)0.0020 (13)0.0069 (13)0.0070 (12)
N830.0404 (17)0.0356 (14)0.0424 (13)0.0011 (12)0.0032 (12)0.0001 (11)
C110.0367 (19)0.0447 (18)0.0524 (18)0.0044 (15)0.0041 (15)0.0088 (14)
C120.0391 (19)0.0373 (17)0.0422 (16)0.0070 (14)0.0035 (14)0.0024 (13)
C130.0329 (18)0.0366 (17)0.0456 (16)0.0007 (14)0.0012 (14)0.0077 (13)
C140.044 (2)0.050 (2)0.0505 (18)0.0028 (16)0.0051 (16)0.0064 (15)
C150.046 (2)0.070 (2)0.0531 (19)0.0079 (19)0.0123 (18)0.0079 (18)
C160.042 (2)0.078 (3)0.072 (2)0.005 (2)0.0091 (19)0.019 (2)
C170.033 (2)0.066 (2)0.077 (2)0.0105 (17)0.0090 (18)0.0134 (19)
C180.065 (3)0.091 (3)0.056 (2)0.024 (2)0.020 (2)0.002 (2)
C190.117 (5)0.089 (4)0.106 (4)0.039 (3)0.026 (3)0.031 (3)
C210.040 (2)0.0497 (19)0.0337 (14)0.0048 (15)0.0058 (14)0.0036 (13)
C220.045 (2)0.0462 (19)0.0363 (15)0.0112 (15)0.0069 (14)0.0027 (13)
C230.070 (3)0.045 (2)0.0523 (19)0.0100 (18)0.0006 (19)0.0037 (15)
C240.074 (3)0.053 (2)0.054 (2)0.001 (2)0.001 (2)0.0138 (17)
C250.064 (3)0.067 (2)0.0412 (17)0.001 (2)0.0089 (17)0.0085 (17)
C260.055 (2)0.061 (2)0.0384 (16)0.0068 (19)0.0022 (16)0.0047 (15)
C310.0363 (19)0.0433 (18)0.0396 (15)0.0011 (15)0.0012 (14)0.0102 (13)
C320.0374 (19)0.053 (2)0.0308 (14)0.0059 (15)0.0018 (13)0.0089 (13)
C330.039 (2)0.070 (2)0.0446 (17)0.0096 (18)0.0055 (15)0.0111 (16)
C340.029 (2)0.086 (3)0.062 (2)0.004 (2)0.0032 (17)0.029 (2)
C350.053 (3)0.057 (2)0.074 (2)0.012 (2)0.001 (2)0.0179 (19)
C360.051 (2)0.046 (2)0.065 (2)0.0018 (17)0.0088 (18)0.0129 (16)
C410.038 (2)0.0459 (18)0.0425 (16)0.0026 (15)0.0040 (14)0.0015 (13)
C420.0384 (19)0.0370 (16)0.0392 (15)0.0026 (14)0.0026 (14)0.0002 (13)
C430.0356 (18)0.0368 (16)0.0378 (15)0.0026 (14)0.0023 (13)0.0001 (12)
C440.045 (2)0.0441 (18)0.0416 (16)0.0003 (15)0.0050 (15)0.0058 (14)
C450.036 (2)0.068 (2)0.0539 (19)0.0009 (17)0.0111 (16)0.0044 (17)
C460.031 (2)0.093 (3)0.064 (2)0.005 (2)0.0032 (18)0.007 (2)
C470.041 (2)0.083 (3)0.0516 (19)0.0076 (19)0.0026 (17)0.0130 (18)
C480.054 (2)0.077 (3)0.0438 (17)0.007 (2)0.0053 (17)0.0210 (17)
C490.101 (4)0.083 (3)0.088 (3)0.008 (3)0.005 (3)0.039 (3)
C510.043 (2)0.0364 (18)0.080 (2)0.0001 (16)0.0191 (19)0.0136 (17)
C520.046 (2)0.0328 (16)0.0488 (17)0.0022 (15)0.0107 (15)0.0033 (13)
C530.044 (2)0.0392 (18)0.0581 (19)0.0011 (15)0.0092 (16)0.0144 (15)
C540.053 (2)0.059 (2)0.060 (2)0.0017 (19)0.0028 (18)0.0190 (17)
C550.057 (3)0.079 (3)0.087 (3)0.001 (2)0.002 (2)0.043 (3)
C560.052 (3)0.064 (3)0.132 (4)0.013 (2)0.007 (3)0.048 (3)
C570.053 (3)0.047 (2)0.116 (4)0.0083 (19)0.018 (3)0.019 (2)
C580.099 (4)0.044 (2)0.078 (3)0.005 (2)0.040 (2)0.0088 (18)
C590.138 (5)0.052 (3)0.112 (4)0.004 (3)0.034 (4)0.029 (3)
C610.044 (2)0.0422 (18)0.0342 (14)0.0003 (15)0.0083 (14)0.0018 (13)
C620.054 (2)0.0368 (17)0.0405 (15)0.0021 (16)0.0095 (15)0.0043 (13)
C630.073 (3)0.046 (2)0.058 (2)0.0170 (19)0.009 (2)0.0083 (16)
C640.071 (3)0.076 (3)0.055 (2)0.026 (2)0.005 (2)0.012 (2)
C650.061 (3)0.080 (3)0.0435 (18)0.004 (2)0.0034 (18)0.0011 (18)
C660.055 (2)0.056 (2)0.0406 (16)0.0016 (18)0.0058 (16)0.0042 (15)
C710.044 (2)0.0402 (18)0.0370 (15)0.0034 (15)0.0032 (14)0.0065 (13)
C720.041 (2)0.0408 (17)0.0349 (14)0.0026 (14)0.0034 (13)0.0064 (12)
C730.050 (2)0.055 (2)0.0544 (19)0.0123 (18)0.0120 (17)0.0100 (16)
C740.037 (2)0.079 (3)0.063 (2)0.009 (2)0.0060 (17)0.019 (2)
C750.039 (2)0.079 (3)0.056 (2)0.014 (2)0.0027 (17)0.0109 (19)
C760.051 (2)0.055 (2)0.0524 (19)0.0112 (18)0.0051 (17)0.0001 (16)
C810.052 (2)0.0347 (17)0.0568 (19)0.0031 (16)0.0039 (17)0.0001 (14)
C820.044 (2)0.0305 (16)0.0405 (15)0.0003 (14)0.0010 (14)0.0013 (12)
C830.047 (2)0.0333 (16)0.0495 (17)0.0016 (15)0.0045 (15)0.0013 (13)
C840.051 (2)0.0432 (19)0.069 (2)0.0008 (17)0.0179 (19)0.0019 (16)
C850.058 (3)0.052 (2)0.095 (3)0.005 (2)0.028 (2)0.002 (2)
C860.060 (3)0.047 (2)0.107 (3)0.015 (2)0.007 (2)0.002 (2)
C870.066 (3)0.044 (2)0.079 (2)0.0119 (19)0.007 (2)0.0071 (18)
C880.080 (3)0.053 (2)0.0494 (19)0.005 (2)0.0109 (19)0.0136 (16)
C890.117 (4)0.056 (3)0.096 (3)0.016 (3)0.019 (3)0.020 (2)
S0.0835 (10)0.1121 (11)0.0886 (8)0.0300 (8)0.0105 (7)0.0287 (8)
O10.154 (4)0.139 (4)0.143 (4)0.022 (3)0.040 (3)0.041 (3)
F10.251 (7)0.227 (6)0.222 (5)0.120 (5)0.071 (5)0.146 (5)
F30.161 (4)0.171 (4)0.177 (4)0.060 (3)0.038 (3)0.032 (3)
O20.090 (3)0.172 (4)0.143 (4)0.009 (3)0.034 (3)0.011 (3)
O30.169 (5)0.176 (5)0.198 (5)0.033 (4)0.071 (4)0.106 (4)
C10.123 (6)0.135 (5)0.092 (4)0.042 (5)0.023 (4)0.014 (4)
F20.117 (4)0.260 (6)0.268 (6)0.075 (4)0.086 (4)0.067 (5)
C900.085 (4)0.069 (3)0.068 (2)0.005 (3)0.015 (2)0.005 (2)
C910.097 (4)0.064 (3)0.095 (3)0.002 (3)0.043 (3)0.003 (2)
C920.104 (5)0.099 (4)0.097 (4)0.035 (4)0.033 (4)0.002 (3)
C930.076 (4)0.194 (8)0.073 (3)0.022 (5)0.016 (3)0.030 (4)
C940.119 (6)0.124 (5)0.075 (3)0.040 (4)0.025 (3)0.033 (3)
C950.133 (5)0.060 (3)0.064 (3)0.006 (3)0.013 (3)0.002 (2)
C960.103 (5)0.139 (6)0.138 (5)0.014 (4)0.010 (4)0.003 (4)
O40.178 (5)0.201 (6)0.196 (5)0.021 (5)0.022 (4)0.034 (5)
Geometric parameters (Å, º) top
Cu—N132.088 (3)C51—C531.399 (5)
Cu—N432.072 (2)C51—C571.402 (5)
Cu—N532.121 (3)C52—C621.472 (5)
Cu—N832.119 (2)C53—C541.397 (5)
N11—C121.368 (4)C54—C551.377 (6)
N11—C111.383 (4)C54—H540.9300
N11—C181.468 (4)C55—C561.383 (7)
N13—C121.318 (4)C55—H550.9300
N13—C131.407 (4)C56—C571.356 (7)
N41—C421.359 (4)C56—H560.9300
N41—C411.383 (4)C57—H570.9300
N41—C481.472 (4)C58—C591.518 (6)
N43—C421.317 (4)C58—H58A0.9700
N43—C431.398 (4)C58—H58B0.9700
N51—C521.370 (4)C59—H59A0.9600
N51—C511.376 (5)C59—H59B0.9600
N51—C581.472 (5)C59—H59C0.9600
N53—C521.321 (4)C61—C661.383 (5)
N53—C531.390 (4)C61—C621.398 (4)
N81—C821.365 (4)C61—C721.485 (5)
N81—C811.382 (4)C62—C631.387 (5)
N81—C881.470 (4)C63—C641.374 (6)
N83—C821.319 (4)C63—H630.9300
N83—C831.393 (4)C64—C651.368 (6)
C11—C171.387 (5)C64—H640.9300
C11—C131.387 (4)C65—C661.393 (5)
C12—C221.472 (4)C65—H650.9300
C13—C141.389 (4)C66—H660.9300
C14—C151.375 (5)C71—C761.390 (5)
C14—H140.9300C71—C721.395 (4)
C15—C161.377 (6)C71—C821.481 (5)
C15—H150.9300C72—C731.401 (5)
C16—C171.381 (6)C73—C741.371 (5)
C16—H160.9300C73—H730.9300
C17—H170.9300C74—C751.378 (6)
C18—C191.517 (7)C74—H740.9300
C18—H18A0.9700C75—C761.371 (5)
C18—H18B0.9700C75—H750.9300
C19—H19A0.9600C76—H760.9300
C19—H19B0.9600C81—C871.375 (5)
C19—H19C0.9600C81—C831.396 (4)
C21—C261.393 (5)C83—C841.386 (5)
C21—C221.401 (4)C84—C851.374 (5)
C21—C321.483 (5)C84—H840.9300
C22—C231.394 (5)C85—C861.382 (6)
C23—C241.362 (5)C85—H850.9300
C23—H230.9300C86—C871.372 (6)
C24—C251.373 (5)C86—H860.9300
C24—H240.9300C87—H870.9300
C25—C261.380 (5)C88—C891.495 (6)
C25—H250.9300C88—H88A0.9700
C26—H260.9300C88—H88B0.9700
C31—C361.383 (5)C89—H89A0.9600
C31—C321.393 (4)C89—H89B0.9600
C31—C421.475 (5)C89—H89C0.9600
C32—C331.396 (5)S—O31.404 (4)
C33—C341.384 (5)S—O11.416 (4)
C33—H330.9300S—O21.439 (4)
C34—C351.367 (6)S—C11.741 (6)
C34—H340.9300F1—C11.283 (6)
C35—C361.386 (5)F3—C11.327 (6)
C35—H350.9300C1—F21.321 (6)
C36—H360.9300C90—C911.373 (7)
C41—C431.387 (4)C90—C951.374 (7)
C41—C471.398 (5)C90—C961.511 (8)
C43—C441.393 (4)C91—C921.347 (7)
C44—C451.363 (5)C91—H910.9300
C44—H440.9300C92—C931.363 (9)
C45—C461.390 (5)C92—H920.9300
C45—H450.9300C93—C941.376 (9)
C46—C471.364 (5)C93—H930.9300
C46—H460.9300C94—C951.373 (8)
C47—H470.9300C94—H940.9300
C48—C491.494 (6)C95—H950.9300
C48—H48A0.9700C96—H96A0.9600
C48—H48B0.9700C96—H96B0.9600
C49—H49A0.9600C96—H96C0.9600
C49—H49B0.9600O4—H41O0.96 (4)
C49—H49C0.9600O4—H42O1.00 (4)
N83—Cu—N53119.01 (9)N53—C52—C62124.4 (3)
N43—Cu—N13118.16 (9)N51—C52—C62122.7 (3)
N13—Cu—N83111.57 (10)N53—C53—C54130.2 (3)
N43—Cu—N53109.51 (10)N53—C53—C51109.8 (3)
N43—Cu—N83100.48 (10)C54—C53—C51120.0 (3)
N13—Cu—N5399.15 (10)C55—C54—C53117.5 (4)
C12—N11—C11107.0 (3)C55—C54—H54121.2
C12—N11—C18128.5 (3)C53—C54—H54121.2
C11—N11—C18124.5 (3)C54—C55—C56121.3 (4)
C12—N13—C13104.9 (3)C54—C55—H55119.4
C12—N13—Cu132.1 (2)C56—C55—H55119.4
C13—N13—Cu122.61 (19)C57—C56—C55122.9 (4)
C42—N41—C41106.7 (2)C57—C56—H56118.5
C42—N41—C48128.0 (3)C55—C56—H56118.5
C41—N41—C48125.2 (3)C56—C57—C51116.4 (4)
C42—N43—C43105.1 (2)C56—C57—H57121.8
C42—N43—Cu128.8 (2)C51—C57—H57121.8
C43—N43—Cu126.01 (19)N51—C58—C59112.1 (3)
C52—N51—C51106.8 (3)N51—C58—H58A109.2
C52—N51—C58127.8 (3)C59—C58—H58A109.2
C51—N51—C58125.2 (3)N51—C58—H58B109.2
C52—N53—C53104.9 (3)C59—C58—H58B109.2
C52—N53—Cu130.6 (2)H58A—C58—H58B107.9
C53—N53—Cu124.4 (2)C58—C59—H59A109.5
C82—N81—C81106.9 (3)C58—C59—H59B109.5
C82—N81—C88127.6 (3)H59A—C59—H59B109.5
C81—N81—C88125.3 (3)C58—C59—H59C109.5
C82—N83—C83105.0 (2)H59A—C59—H59C109.5
C82—N83—Cu128.3 (2)H59B—C59—H59C109.5
C83—N83—Cu126.7 (2)C66—C61—C62118.4 (3)
N11—C11—C17132.1 (3)C66—C61—C72120.5 (3)
N11—C11—C13105.7 (3)C62—C61—C72121.0 (3)
C17—C11—C13122.1 (3)C63—C62—C61119.8 (3)
N13—C12—N11112.7 (3)C63—C62—C52119.8 (3)
N13—C12—C22124.8 (3)C61—C62—C52120.2 (3)
N11—C12—C22122.4 (3)C64—C63—C62120.7 (3)
C11—C13—C14120.7 (3)C64—C63—H63119.6
C11—C13—N13109.7 (3)C62—C63—H63119.6
C14—C13—N13129.6 (3)C65—C64—C63120.1 (4)
C15—C14—C13117.0 (3)C65—C64—H64120.0
C15—C14—H14121.5C63—C64—H64120.0
C13—C14—H14121.5C64—C65—C66119.7 (4)
C14—C15—C16122.0 (3)C64—C65—H65120.2
C14—C15—H15119.0C66—C65—H65120.2
C16—C15—H15119.0C61—C66—C65121.1 (3)
C15—C16—C17121.9 (4)C61—C66—H66119.5
C15—C16—H16119.0C65—C66—H66119.5
C17—C16—H16119.0C76—C71—C72120.2 (3)
C16—C17—C11116.2 (4)C76—C71—C82121.0 (3)
C16—C17—H17121.9C72—C71—C82118.7 (3)
C11—C17—H17121.9C71—C72—C73117.8 (3)
N11—C18—C19112.9 (3)C71—C72—C61121.7 (3)
N11—C18—H18A109.0C73—C72—C61120.4 (3)
C19—C18—H18A109.0C74—C73—C72121.2 (3)
N11—C18—H18B109.0C74—C73—H73119.4
C19—C18—H18B109.0C72—C73—H73119.4
H18A—C18—H18B107.8C73—C74—C75120.5 (4)
C18—C19—H19A109.5C73—C74—H74119.8
C18—C19—H19B109.5C75—C74—H74119.8
H19A—C19—H19B109.5C76—C75—C74119.5 (4)
C18—C19—H19C109.5C76—C75—H75120.3
H19A—C19—H19C109.5C74—C75—H75120.3
H19B—C19—H19C109.5C75—C76—C71120.9 (3)
C26—C21—C22118.4 (3)C75—C76—H76119.6
C26—C21—C32119.5 (3)C71—C76—H76119.6
C22—C21—C32122.0 (3)C87—C81—N81131.7 (3)
C23—C22—C21119.2 (3)C87—C81—C83122.8 (3)
C23—C22—C12119.2 (3)N81—C81—C83105.5 (3)
C21—C22—C12121.4 (3)N83—C82—N81112.8 (3)
C24—C23—C22121.2 (3)N83—C82—C71124.4 (3)
C24—C23—H23119.4N81—C82—C71122.8 (3)
C22—C23—H23119.4C84—C83—N83130.6 (3)
C23—C24—C25120.1 (4)C84—C83—C81119.6 (3)
C23—C24—H24119.9N83—C83—C81109.8 (3)
C25—C24—H24119.9C85—C84—C83117.9 (3)
C24—C25—C26119.9 (3)C85—C84—H84121.1
C24—C25—H25120.0C83—C84—H84121.1
C26—C25—H25120.0C84—C85—C86121.3 (4)
C25—C26—C21121.1 (3)C84—C85—H85119.3
C25—C26—H26119.5C86—C85—H85119.3
C21—C26—H26119.5C87—C86—C85122.1 (4)
C36—C31—C32120.1 (3)C87—C86—H86119.0
C36—C31—C42120.2 (3)C85—C86—H86119.0
C32—C31—C42119.7 (3)C86—C87—C81116.4 (4)
C31—C32—C33118.3 (3)C86—C87—H87121.8
C31—C32—C21121.3 (3)C81—C87—H87121.8
C33—C32—C21120.3 (3)N81—C88—C89113.0 (3)
C34—C33—C32120.9 (3)N81—C88—H88A109.0
C34—C33—H33119.5C89—C88—H88A109.0
C32—C33—H33119.5N81—C88—H88B109.0
C35—C34—C33120.4 (3)C89—C88—H88B109.0
C35—C34—H34119.8H88A—C88—H88B107.8
C33—C34—H34119.8C88—C89—H89A109.5
C34—C35—C36119.4 (4)C88—C89—H89B109.5
C34—C35—H35120.3H89A—C89—H89B109.5
C36—C35—H35120.3C88—C89—H89C109.5
C31—C36—C35120.9 (4)H89A—C89—H89C109.5
C31—C36—H36119.6H89B—C89—H89C109.5
C35—C36—H36119.6O3—S—O1115.4 (4)
N41—C41—C43105.9 (3)O3—S—O2118.0 (4)
N41—C41—C47132.3 (3)O1—S—O2112.1 (3)
C43—C41—C47121.8 (3)O3—S—C1103.9 (3)
N43—C42—N41112.9 (3)O1—S—C1102.6 (3)
N43—C42—C31125.0 (3)O2—S—C1102.1 (3)
N41—C42—C31122.2 (3)F1—C1—F2108.1 (6)
C41—C43—C44120.3 (3)F1—C1—F3104.0 (6)
C41—C43—N43109.3 (3)F2—C1—F3102.6 (6)
C44—C43—N43130.4 (3)F1—C1—S113.5 (5)
C45—C44—C43117.8 (3)F2—C1—S114.5 (5)
C45—C44—H44121.1F3—C1—S113.0 (4)
C43—C44—H44121.1C91—C90—C95117.4 (5)
C44—C45—C46121.4 (3)C91—C90—C96120.0 (5)
C44—C45—H45119.3C95—C90—C96122.6 (5)
C46—C45—H45119.3C92—C91—C90121.7 (5)
C47—C46—C45122.2 (3)C92—C91—H91119.2
C47—C46—H46118.9C90—C91—H91119.2
C45—C46—H46118.9C91—C92—C93120.4 (6)
C46—C47—C41116.4 (3)C91—C92—H92119.8
C46—C47—H47121.8C93—C92—H92119.8
C41—C47—H47121.8C92—C93—C94120.0 (6)
N41—C48—C49113.4 (3)C92—C93—H93120.0
N41—C48—H48A108.9C94—C93—H93120.0
C49—C48—H48A108.9C95—C94—C93118.5 (6)
N41—C48—H48B108.9C95—C94—H94120.7
C49—C48—H48B108.9C93—C94—H94120.7
H48A—C48—H48B107.7C94—C95—C90121.9 (5)
C48—C49—H49A109.5C94—C95—H95119.1
C48—C49—H49B109.5C90—C95—H95119.1
H49A—C49—H49B109.5C90—C96—H96A109.5
C48—C49—H49C109.5C90—C96—H96B109.5
H49A—C49—H49C109.5H96A—C96—H96B109.5
H49B—C49—H49C109.5C90—C96—H96C109.5
N51—C51—C53105.7 (3)H96A—C96—H96C109.5
N51—C51—C57132.5 (4)H96B—C96—H96C109.5
C53—C51—C57121.8 (4)H41O—O4—H42O99 (6)
N53—C52—N51112.8 (3)
N43—Cu—N13—C1230.9 (3)C43—C41—C47—C462.3 (5)
N83—Cu—N13—C12146.6 (3)C42—N41—C48—C49104.9 (4)
N53—Cu—N13—C1287.1 (3)C41—N41—C48—C4978.5 (5)
N43—Cu—N13—C13157.7 (2)C52—N51—C51—C530.0 (4)
N83—Cu—N13—C1342.0 (2)C58—N51—C51—C53175.3 (3)
N53—Cu—N13—C1384.3 (2)C52—N51—C51—C57177.9 (4)
N13—Cu—N43—C4236.2 (3)C58—N51—C51—C576.8 (6)
N83—Cu—N43—C4285.4 (3)C53—N53—C52—N511.3 (4)
N53—Cu—N43—C42148.6 (2)Cu—N53—C52—N51176.9 (2)
N13—Cu—N43—C43141.7 (2)C53—N53—C52—C62175.7 (3)
N83—Cu—N43—C4396.8 (2)Cu—N53—C52—C620.1 (5)
N53—Cu—N43—C4329.3 (3)C51—N51—C52—N530.8 (4)
N43—Cu—N53—C52145.4 (3)C58—N51—C52—N53174.3 (3)
N13—Cu—N53—C5290.2 (3)C51—N51—C52—C62176.3 (3)
N83—Cu—N53—C5230.8 (3)C58—N51—C52—C628.6 (5)
N43—Cu—N53—C5339.7 (3)C52—N53—C53—C54177.6 (4)
N13—Cu—N53—C5384.6 (3)Cu—N53—C53—C541.6 (5)
N83—Cu—N53—C53154.4 (2)C52—N53—C53—C511.3 (4)
N43—Cu—N83—C8281.0 (3)Cu—N53—C53—C51177.3 (2)
N13—Cu—N83—C82152.9 (2)N51—C51—C53—N530.8 (4)
N53—Cu—N83—C8238.4 (3)C57—C51—C53—N53179.0 (3)
N43—Cu—N83—C8398.2 (3)N51—C51—C53—C54178.2 (3)
N13—Cu—N83—C8327.9 (3)C57—C51—C53—C540.0 (5)
N53—Cu—N83—C83142.4 (2)N53—C53—C54—C55178.0 (4)
C12—N11—C11—C17178.1 (4)C51—C53—C54—C550.8 (5)
C18—N11—C11—C172.1 (6)C53—C54—C55—C561.0 (6)
C12—N11—C11—C130.3 (3)C54—C55—C56—C570.4 (7)
C18—N11—C11—C13179.5 (3)C55—C56—C57—C510.4 (7)
C13—N13—C12—N111.6 (3)N51—C51—C57—C56177.0 (4)
Cu—N13—C12—N11174.1 (2)C53—C51—C57—C560.6 (6)
C13—N13—C12—C22174.2 (3)C52—N51—C58—C59103.4 (5)
Cu—N13—C12—C221.7 (5)C51—N51—C58—C5982.3 (5)
C11—N11—C12—N131.2 (4)C66—C61—C62—C633.8 (5)
C18—N11—C12—N13178.6 (3)C72—C61—C62—C63173.5 (3)
C11—N11—C12—C22174.7 (3)C66—C61—C62—C52171.9 (3)
C18—N11—C12—C225.5 (5)C72—C61—C62—C5210.8 (4)
N11—C11—C13—C14177.2 (3)N53—C52—C62—C63111.8 (4)
C17—C11—C13—C141.4 (5)N51—C52—C62—C6364.9 (4)
N11—C11—C13—N130.6 (3)N53—C52—C62—C6163.9 (4)
C17—C11—C13—N13179.2 (3)N51—C52—C62—C61119.4 (3)
C12—N13—C13—C111.3 (3)C61—C62—C63—C641.2 (5)
Cu—N13—C13—C11174.8 (2)C52—C62—C63—C64174.6 (3)
C12—N13—C13—C14176.2 (3)C62—C63—C64—C652.7 (6)
Cu—N13—C13—C142.8 (4)C63—C64—C65—C663.7 (6)
C11—C13—C14—C150.5 (5)C62—C61—C66—C652.8 (5)
N13—C13—C14—C15176.8 (3)C72—C61—C66—C65174.5 (3)
C13—C14—C15—C161.7 (5)C64—C65—C66—C611.0 (6)
C14—C15—C16—C171.0 (6)C76—C71—C72—C730.9 (4)
C15—C16—C17—C110.8 (6)C82—C71—C72—C73175.1 (3)
N11—C11—C17—C16176.1 (4)C76—C71—C72—C61175.0 (3)
C13—C11—C17—C162.0 (5)C82—C71—C72—C619.1 (4)
C12—N11—C18—C19104.8 (5)C66—C61—C72—C7160.0 (4)
C11—N11—C18—C1975.4 (5)C62—C61—C72—C71122.8 (3)
C26—C21—C22—C231.6 (5)C66—C61—C72—C73115.8 (3)
C32—C21—C22—C23176.3 (3)C62—C61—C72—C7361.5 (4)
C26—C21—C22—C12173.4 (3)C71—C72—C73—C740.1 (5)
C32—C21—C22—C128.7 (5)C61—C72—C73—C74175.8 (3)
N13—C12—C22—C23109.8 (4)C72—C73—C74—C751.3 (5)
N11—C12—C22—C2365.6 (4)C73—C74—C75—C761.9 (5)
N13—C12—C22—C2165.1 (4)C74—C75—C76—C711.1 (5)
N11—C12—C22—C21119.4 (3)C72—C71—C76—C750.2 (5)
C21—C22—C23—C240.4 (5)C82—C71—C76—C75175.6 (3)
C12—C22—C23—C24174.7 (3)C82—N81—C81—C87176.9 (4)
C22—C23—C24—C251.4 (6)C88—N81—C81—C870.4 (6)
C23—C24—C25—C261.9 (6)C82—N81—C81—C830.8 (3)
C24—C25—C26—C210.6 (6)C88—N81—C81—C83177.2 (3)
C22—C21—C26—C251.1 (5)C83—N83—C82—N810.6 (3)
C32—C21—C26—C25176.8 (3)Cu—N83—C82—N81179.9 (2)
C36—C31—C32—C330.8 (4)C83—N83—C82—C71179.2 (3)
C42—C31—C32—C33179.9 (3)Cu—N83—C82—C711.5 (4)
C36—C31—C32—C21176.5 (3)C81—N81—C82—N830.1 (4)
C42—C31—C32—C214.3 (4)C88—N81—C82—N83176.5 (3)
C26—C21—C32—C3167.9 (4)C81—N81—C82—C71178.5 (3)
C22—C21—C32—C31114.2 (3)C88—N81—C82—C712.1 (5)
C26—C21—C32—C33107.7 (4)C76—C71—C82—N83109.1 (4)
C22—C21—C32—C3370.2 (4)C72—C71—C82—N8366.8 (4)
C31—C32—C33—C340.9 (4)C76—C71—C82—N8172.4 (4)
C21—C32—C33—C34174.9 (3)C72—C71—C82—N81111.6 (3)
C32—C33—C34—C351.6 (5)C82—N83—C83—C84179.8 (3)
C33—C34—C35—C360.5 (5)Cu—N83—C83—C840.4 (5)
C32—C31—C36—C351.8 (5)C82—N83—C83—C811.1 (3)
C42—C31—C36—C35179.0 (3)Cu—N83—C83—C81179.6 (2)
C34—C35—C36—C311.2 (5)C87—C81—C83—C842.5 (5)
C42—N41—C41—C431.2 (3)N81—C81—C83—C84179.6 (3)
C48—N41—C41—C43178.5 (3)C87—C81—C83—N83176.8 (3)
C42—N41—C41—C47178.2 (4)N81—C81—C83—N831.1 (4)
C48—N41—C41—C470.9 (6)N83—C83—C84—C85177.0 (3)
C43—N43—C42—N410.2 (3)C81—C83—C84—C852.1 (5)
Cu—N43—C42—N41178.0 (2)C83—C84—C85—C860.6 (6)
C43—N43—C42—C31179.5 (3)C84—C85—C86—C870.5 (7)
Cu—N43—C42—C312.3 (4)C85—C86—C87—C810.2 (6)
C41—N41—C42—N430.6 (4)N81—C81—C87—C86178.6 (4)
C48—N41—C42—N43177.8 (3)C83—C81—C87—C861.3 (6)
C41—N41—C42—C31179.6 (3)C82—N81—C88—C89103.9 (4)
C48—N41—C42—C312.5 (5)C81—N81—C88—C8980.4 (5)
C36—C31—C42—N43105.5 (4)O3—S—C1—F1179.3 (6)
C32—C31—C42—N4373.6 (4)O1—S—C1—F160.1 (6)
C36—C31—C42—N4174.2 (4)O2—S—C1—F156.1 (6)
C32—C31—C42—N41106.6 (3)O3—S—C1—F255.9 (6)
N41—C41—C43—C44178.0 (3)O1—S—C1—F264.6 (6)
C47—C41—C43—C442.6 (5)O2—S—C1—F2179.2 (5)
N41—C41—C43—N431.4 (3)O3—S—C1—F361.2 (6)
C47—C41—C43—N43178.0 (3)O1—S—C1—F3178.3 (5)
C42—N43—C43—C411.0 (3)O2—S—C1—F362.1 (6)
Cu—N43—C43—C41177.2 (2)C95—C90—C91—C921.8 (7)
C42—N43—C43—C44178.3 (3)C96—C90—C91—C92177.4 (5)
Cu—N43—C43—C443.5 (5)C90—C91—C92—C931.5 (8)
C41—C43—C44—C450.8 (5)C91—C92—C93—C941.0 (8)
N43—C43—C44—C45179.9 (3)C92—C93—C94—C952.9 (8)
C43—C44—C45—C461.1 (5)C93—C94—C95—C902.6 (8)
C44—C45—C46—C471.3 (6)C91—C90—C95—C940.3 (7)
C45—C46—C47—C410.4 (6)C96—C90—C95—C94179.4 (5)
N41—C41—C47—C46178.4 (4)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O4—H41O···O30.96 (8)2.22 (9)3.000 (9)137 (10)
Selected intra- and interspecies C—H···N and C—H···π interactions. top
C—HN or Cg(J)H···N, Cg(J)C—H···N, Cg(J)
C14—H14N832.877135.2
C44—H44N532.820132.5
C54—H54N432.889133.0
C84—H84N132.898134.6
C66—H66N812.979116.6
C14—H14Cg(10)2.872130.5
C44—H44Cg(11)2.885127.9
C54—H54Cg(6)2.909131.7
C17—H17Cg(9)ii3.012140.1
C45—H45Cg(5)iii2.818148.4
C65—H65Cg(11)iv2.958123.1
C88—H88ACg(10)iv3.052143.5
C91—H91Cg(5)2.854153.7
C92—H92Cg(3)2.794141.1
C94—H94Cg(4)v2.981152.5
C95—H95Cg(8)v3.036158.9
Notes: Cg(J) corresponds to the center of gravity of the Jth ring, as defined in Fig. 5. Interactions with H···Cg distances shorter than 3.10Å are reported. Symmetry codes: (ii) x-1, y, z; (iii) x+1, y, z; (iv) 2-x, -y, -z; (v), 2-x, 1/2+y, 1/2-z.
 

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