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The synthesis and characterization of a series of halogen-substituted pseudoterpyridine ZnII homoleptic mononuclear complexes, based on ligands L11L44 [2,6-pyridinedicarboxaldehydebis(p-R-phenylimines), R = F, Cl, Br, I] are reported. Neither of the structures contain relatively strong classical hydrogen bonds (OH...O, NH...O, OH...N, NH...N) and the structure packing is thus determined by a subtle interplay of weaker interactions. Isostructurality of the four halogen analogues is very rare, and in this study —Br, —Cl and —F are found to be isostructural in different degrees, whereas —I is not. Interestingly, although it is closely isostructural to the —Cl and —Br compounds, the F analogue is shown not to form F...O bonds, while the Cl and the Br analogues do form Hal...O bonds. This raises an important question on the role of Hal...O bonds in the structuration of the crystal packing, particularly the stabilization effect. Similarly, while the CH...Hal interaction seems to give one-dimensional cohesion in the —Cl and —Br analogues, this feature is absent in the —F analogue, despite its close isostructurality. CH...O interactions appear to dominate to a first degree the cohesion between the anionic trifluoromethanesulfonate network and the cationic Zn-pyridinedicarboxaldehydebis(p-R-phenyl­imines) network. The analysis of these interactions is corroborated by reduced density gradient calculations based on promolecular densities.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S2052519212050439/eb5021sup1.cif
Contains datablocks global, L11, L22, L33, L44

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2052519212050439/eb5021L11sup2.hkl
Contains datablock L11

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2052519212050439/eb5021L22sup3.hkl
Contains datablock L22

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2052519212050439/eb5021L33sup4.hkl
Contains datablock L33

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2052519212050439/eb5021L44sup5.hkl
Contains datablock L44

pdf

Portable Document Format (PDF) file https://doi.org/10.1107/S2052519212050439/eb5021sup6.pdf
Extra figures. The 3D content can be displayed correctly with Adobe Reader 10.0. Display using earlier versions of Adobe Reader may be problematic. The display of the 3D content is not possible with other PDF-readers. The original JMOL script to make this figure can be obtained from the corresponding author on request.

CCDC references: 924549; 924550; 924551; 924552

Computing details top

Data collection: CrysAlis PRO, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) for L11, L33, L44; Gemini, (Oxford Diffraction, 2006) for L22. Cell refinement: CrysAlis PRO, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) for L11, L33, L44; CrysAlis, (Oxford Diffraction, 2002) for L22. Data reduction: CrysAlis PRO, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) for L11, L33, L44; CrysAlis, (Oxford Diffraction, 2002) for L22. For all compounds, program(s) used to solve structure: Superflip (Palatinus & Chapuis, 2007); program(s) used to refine structure: CRYSTALS (Betteridge et al., 2003); molecular graphics: CAMERON (Watkin et al., 1996); software used to prepare material for publication: CRYSTALS (Betteridge et al., 2003).

Figures top
[Figure 1]
[Figure 2]
[Figure 3]
[Figure 4]
[Figure 5]
[Figure 6]
[Figure 7]
[Figure 8]
[Figure 9]
[Figure 10]
[Figure 11]
[Figure 12]
[Figure 13]
(L11) top
Crystal data top
C38H26F4N6Zn·2(CF3O3S)Z = 4
Mr = 1006.20F(000) = 2032
Triclinic, P1Dx = 1.606 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 10.0901 (2) ÅCell parameters from 41415 reflections
b = 20.3099 (5) Åθ = 2.0–34.7°
c = 22.3120 (4) ŵ = 0.79 mm1
α = 65.5992 (19)°T = 175 K
β = 88.3686 (15)°Prism, light yellow transparent
γ = 89.7419 (17)°0.45 × 0.40 × 0.35 mm
V = 4162.14 (16) Å3
Data collection top
Xcalibur, Sapphire3
diffractometer
34206 independent reflections
Radiation source: Enhance (Mo) X-ray Source26890 reflections with I > 2.0σ(I)
Graphite monochromatorRint = 0.025
Detector resolution: 16.0143 pixels mm-1θmax = 34.8°, θmin = 2.0°
ω and π scansh = 1515
Absorption correction: multi-scan
CrysAlis PRO, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.
k = 3232
Tmin = 0.961, Tmax = 1.000l = 3535
141022 measured reflections
Refinement top
Refinement on FPrimary atom site location: Other
Least-squares matrix: fullHydrogen site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.053H-atom parameters constrained
wR(F2) = 0.054 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A0*T0(x) + A1*T1(x) ··· + An-1]*Tn-1(x)]
where Ai are the Chebychev coefficients listed below and x = F /Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)2]2 Ai are: 8.03 -3.80 3.77 -0.618 -1.87
S = 1.06(Δ/σ)max = 0.003
26890 reflectionsΔρmax = 3.04 e Å3
1171 parametersΔρmin = 1.40 e Å3
0 restraints
Crystal data top
C38H26F4N6Zn·2(CF3O3S)γ = 89.7419 (17)°
Mr = 1006.20V = 4162.14 (16) Å3
Triclinic, P1Z = 4
a = 10.0901 (2) ÅMo Kα radiation
b = 20.3099 (5) ŵ = 0.79 mm1
c = 22.3120 (4) ÅT = 175 K
α = 65.5992 (19)°0.45 × 0.40 × 0.35 mm
β = 88.3686 (15)°
Data collection top
Xcalibur, Sapphire3
diffractometer
34206 independent reflections
Absorption correction: multi-scan
CrysAlis PRO, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.
26890 reflections with I > 2.0σ(I)
Tmin = 0.961, Tmax = 1.000Rint = 0.025
141022 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0530 restraints
wR(F2) = 0.054H-atom parameters constrained
S = 1.06Δρmax = 3.04 e Å3
26890 reflectionsΔρmin = 1.40 e Å3
1171 parameters
Special details top

Experimental. The crystal was placed in the cold stream of an Oxford Cryosystems open-flow nitrogen cryostat (Cosier & Glazer, 1986) with a nominal stability of 0.1 K. Cosier, J. & Glazer, A·M., 1986. J. Appl. Cryst. 105–107.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Zn10.780659 (17)0.756995 (9)0.246830 (7)0.0200
N20.77697 (12)0.79882 (7)0.14672 (6)0.0206
C30.83831 (14)0.76393 (8)0.11473 (7)0.0223
C40.89478 (15)0.69421 (9)0.15779 (7)0.0239
H410.93160.66360.13960.0274*
N50.89091 (12)0.67665 (7)0.22018 (6)0.0215
C60.92886 (15)0.60627 (8)0.26429 (7)0.0228
C70.88230 (19)0.54578 (9)0.25690 (9)0.0315
H710.82600.55110.22220.0357*
C80.9139 (2)0.47698 (10)0.30277 (10)0.0384
H810.87930.43500.29930.0441*
C90.9960 (2)0.47094 (10)0.35284 (9)0.0378
F101.02899 (19)0.40364 (7)0.39611 (7)0.0571
C111.0425 (2)0.52980 (11)0.36153 (9)0.0386
H1111.10030.52410.39570.0447*
C121.00645 (19)0.59834 (9)0.31734 (8)0.0311
H1211.03400.63930.32300.0346*
C130.84192 (18)0.79180 (9)0.04622 (7)0.0289
H1310.88300.76620.02400.0338*
C140.7809 (2)0.85743 (10)0.01185 (8)0.0330
H1410.78110.87640.03340.0374*
C150.71576 (18)0.89291 (9)0.04565 (7)0.0285
H1510.67250.93660.02270.0322*
C160.71598 (15)0.86148 (8)0.11403 (7)0.0224
C170.65335 (15)0.89284 (8)0.15653 (7)0.0237
H1710.60840.93630.13750.0273*
N180.66329 (12)0.85888 (7)0.21914 (6)0.0216
C190.49408 (14)0.68362 (8)0.23268 (7)0.0215
C200.52870 (15)0.67298 (9)0.17656 (7)0.0257
H2010.61870.66730.16750.0296*
C210.43166 (17)0.67052 (11)0.13472 (9)0.0324
H2110.45490.66300.09690.0364*
C220.30236 (18)0.68141 (13)0.14920 (9)0.0379
F230.20660 (13)0.68005 (11)0.10844 (7)0.0588
C240.26583 (19)0.69403 (16)0.20335 (11)0.0456
H2410.17660.70470.21060.0544*
C250.36260 (17)0.69419 (13)0.24630 (9)0.0361
H2510.33960.70280.28330.0414*
N260.77614 (12)0.70889 (7)0.34666 (6)0.0203
C270.87012 (14)0.72538 (8)0.37927 (7)0.0226
C280.96708 (14)0.77983 (8)0.33741 (7)0.0228
H2811.03340.79610.35670.0258*
N290.95895 (12)0.80360 (7)0.27456 (6)0.0215
C301.05661 (15)0.85308 (8)0.23326 (7)0.0240
C311.18631 (17)0.85290 (11)0.25283 (10)0.0374
H3111.21400.81860.29350.0433*
C321.27675 (19)0.90315 (14)0.21110 (11)0.0506
H3211.36410.90250.22290.0600*
C331.2370 (2)0.95137 (12)0.15044 (11)0.0452
F341.32758 (15)0.99923 (10)0.11014 (8)0.0708
C351.1102 (2)0.95318 (11)0.12929 (10)0.0405
H3511.08460.98760.08780.0474*
C361.01973 (17)0.90288 (10)0.17148 (8)0.0326
H3610.93280.90380.15810.0373*
C370.87360 (16)0.69252 (11)0.44776 (7)0.0305
H3710.94060.70440.47020.0351*
C380.77623 (17)0.64172 (12)0.48177 (8)0.0346
H3810.77670.61920.52830.0393*
C390.67804 (16)0.62556 (9)0.44749 (7)0.0284
H3910.61140.59100.46900.0333*
C400.68142 (14)0.66090 (8)0.37918 (7)0.0217
C410.57993 (15)0.65146 (8)0.33700 (7)0.0225
H4110.50500.62220.35640.0255*
N420.59604 (12)0.68581 (7)0.27446 (6)0.0206
C430.61291 (15)0.88984 (8)0.26164 (7)0.0231
C440.6200 (2)0.96345 (10)0.24444 (10)0.0390
H4410.65540.99410.20350.0457*
C450.5711 (3)0.99123 (11)0.28760 (12)0.0539
H4510.57441.04050.27640.0620*
C460.5158 (3)0.94479 (11)0.34731 (10)0.0434
F470.4693 (2)0.97321 (8)0.38906 (8)0.0667
C480.5071 (2)0.87174 (10)0.36595 (9)0.0362
H4810.46990.84090.40760.0415*
C490.55708 (18)0.84416 (9)0.32254 (8)0.0286
H4910.55120.79430.33340.0326*
S500.79450 (4)0.09684 (2)0.05894 (2)0.0330
O510.7270 (2)0.10133 (12)0.11538 (8)0.0567
O520.8249 (2)0.02545 (10)0.06596 (14)0.0701
O530.89637 (18)0.14993 (11)0.03168 (11)0.0588
C540.6641 (3)0.12407 (16)0.00052 (13)0.0565
F550.5678 (2)0.07389 (15)0.01913 (16)0.1127
F560.7051 (4)0.13252 (19)0.05933 (11)0.1226
F570.6099 (2)0.18584 (11)0.00646 (10)0.0802
S580.73554 (4)0.31349 (2)0.56415 (2)0.0307
O590.81038 (17)0.27438 (11)0.53470 (11)0.0563
O600.7951 (2)0.31399 (10)0.62223 (8)0.0524
O610.59496 (16)0.30225 (10)0.56919 (12)0.0613
C620.7526 (2)0.40804 (12)0.50696 (11)0.0442
F630.6786 (2)0.44913 (9)0.52817 (12)0.0869
F640.7181 (2)0.42001 (14)0.44702 (8)0.0907
F650.87774 (18)0.43055 (10)0.50261 (9)0.0657
Zn1010.749855 (17)0.255475 (9)0.253736 (8)0.0214
N1020.73443 (13)0.30156 (7)0.15404 (6)0.0211
C1030.79612 (15)0.27133 (8)0.11814 (7)0.0229
C1040.87548 (15)0.20730 (8)0.15637 (7)0.0235
H10410.92320.18320.13410.0270*
N1050.87619 (13)0.18547 (7)0.21916 (6)0.0227
C1060.94243 (16)0.12014 (8)0.25726 (8)0.0262
C1070.9361 (3)0.06096 (12)0.24197 (12)0.0533
H10710.88990.06400.20490.0611*
C1081.0000 (4)0.00223 (14)0.28027 (16)0.0778
H10810.99800.04190.26980.0875*
C1091.0700 (3)0.00476 (13)0.33271 (12)0.0578
F1101.1330 (3)0.06660 (11)0.36967 (10)0.0948
C1111.0778 (3)0.05248 (12)0.34975 (11)0.0464
H11111.12830.05010.38550.0535*
C1121.0120 (2)0.11540 (10)0.31172 (9)0.0367
H11211.01350.15430.32290.0420*
C1130.78110 (19)0.29761 (9)0.05052 (7)0.0296
H11310.82620.27720.02470.0342*
C1140.6969 (2)0.35597 (10)0.02094 (8)0.0355
H11410.68070.37250.02380.0413*
C1150.6313 (2)0.38650 (9)0.05881 (8)0.0314
H11510.57490.42550.03950.0361*
C1160.65370 (15)0.35753 (8)0.12602 (7)0.0235
C1170.59344 (15)0.38596 (8)0.17117 (7)0.0238
H11710.53750.42660.15500.0274*
N1180.61889 (12)0.35395 (7)0.23267 (6)0.0220
C1190.56991 (14)0.38434 (8)0.27598 (7)0.0226
C1200.56304 (19)0.45882 (9)0.25584 (8)0.0301
H12010.59450.49000.21430.0355*
C1210.5121 (2)0.48648 (10)0.29902 (9)0.0384
H12110.50520.53640.28580.0458*
C1220.4708 (2)0.43933 (10)0.36116 (9)0.0351
F1230.42162 (19)0.46755 (7)0.40261 (7)0.0561
C1240.4773 (2)0.36557 (10)0.38278 (9)0.0360
H12410.44520.33460.42560.0417*
C1250.52780 (19)0.33806 (9)0.33943 (8)0.0309
H12510.53020.28810.35220.0356*
N1260.73510 (13)0.19971 (7)0.35334 (6)0.0222
C1270.82496 (15)0.21275 (9)0.38979 (7)0.0243
C1280.92315 (16)0.26887 (9)0.35234 (7)0.0252
H12810.98620.28230.37520.0277*
N1290.91781 (13)0.29765 (7)0.28929 (6)0.0235
C1301.01462 (15)0.34965 (9)0.25127 (8)0.0255
C1311.14147 (17)0.35125 (11)0.27388 (10)0.0378
H13111.16820.31510.31460.0433*
C1321.2292 (2)0.40550 (15)0.23577 (13)0.0510
H13211.31470.40700.25070.0596*
C1331.1905 (2)0.45585 (14)0.17583 (11)0.0460
F1341.27813 (17)0.50754 (11)0.13892 (9)0.0751
C1351.0666 (2)0.45538 (12)0.15186 (10)0.0402
H13511.04130.49120.11150.0474*
C1360.97857 (17)0.40128 (10)0.19010 (8)0.0319
H13610.89310.39940.17490.0370*
C1370.82268 (19)0.17619 (11)0.45814 (8)0.0330
H13710.88640.18600.48320.0383*
C1380.7229 (2)0.12501 (12)0.48772 (8)0.0389
H13810.71740.09930.53400.0448*
C1390.62848 (19)0.11275 (10)0.44951 (8)0.0339
H13910.55880.07880.46810.0387*
C1400.63769 (16)0.15179 (8)0.38166 (7)0.0245
C1410.53944 (16)0.14845 (8)0.33533 (8)0.0257
H14110.46100.12180.35170.0300*
N1420.56259 (13)0.18528 (7)0.27370 (6)0.0235
C1430.46230 (15)0.19121 (9)0.22831 (7)0.0252
C1440.49475 (18)0.17955 (12)0.17248 (9)0.0340
H14410.58170.16590.16570.0387*
C1450.3982 (2)0.18713 (14)0.12703 (10)0.0420
H14510.41770.17830.08930.0490*
C1460.27312 (19)0.20778 (14)0.13780 (10)0.0412
F1470.17821 (14)0.21480 (11)0.09399 (7)0.0612
C1480.23945 (19)0.22141 (15)0.19152 (10)0.0423
H14810.15420.23900.19630.0483*
C1490.33494 (17)0.21248 (12)0.23791 (9)0.0338
H14910.31460.22260.27420.0389*
S1500.70333 (5)0.57999 (3)0.06602 (2)0.0390
O1510.57845 (16)0.55355 (10)0.05747 (9)0.0484
O1520.7695 (2)0.5278 (2)0.12170 (10)0.1031
O1530.7056 (4)0.65177 (16)0.0602 (2)0.1259
C1540.8070 (3)0.58367 (15)0.00285 (13)0.0545
F1550.7546 (3)0.61994 (16)0.05912 (9)0.1077
F1560.9228 (2)0.61299 (15)0.00406 (14)0.1044
F1570.8316 (3)0.51783 (13)0.00211 (14)0.1081
S1580.24812 (6)0.18427 (3)0.44973 (3)0.0461
O1590.3776 (2)0.19493 (13)0.46577 (17)0.0927
O1600.1532 (2)0.23292 (14)0.45651 (14)0.0721
O1610.2320 (5)0.17464 (19)0.39125 (14)0.1369
C1620.1991 (4)0.09879 (19)0.5139 (2)0.0868
F1630.2845 (3)0.04822 (14)0.5114 (3)0.2150
F1640.2020 (5)0.0962 (3)0.57155 (12)0.1958
F1650.0823 (2)0.07537 (14)0.50624 (14)0.0956
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Zn10.02444 (7)0.02017 (7)0.01327 (6)0.00010 (5)0.00114 (5)0.00473 (5)
N20.0221 (5)0.0222 (5)0.0154 (4)0.0009 (4)0.0008 (4)0.0057 (4)
C30.0240 (6)0.0260 (6)0.0162 (5)0.0031 (5)0.0015 (4)0.0082 (5)
C40.0227 (6)0.0287 (7)0.0208 (6)0.0003 (5)0.0011 (4)0.0109 (5)
N50.0222 (5)0.0225 (5)0.0197 (5)0.0003 (4)0.0007 (4)0.0085 (4)
C60.0251 (6)0.0242 (6)0.0204 (5)0.0033 (5)0.0022 (5)0.0104 (5)
C70.0404 (8)0.0265 (7)0.0310 (7)0.0067 (6)0.0134 (6)0.0146 (6)
C80.0577 (12)0.0241 (7)0.0366 (9)0.0087 (7)0.0152 (8)0.0151 (7)
C90.0569 (11)0.0272 (7)0.0298 (8)0.0160 (7)0.0138 (8)0.0116 (6)
F100.0954 (12)0.0314 (6)0.0429 (7)0.0246 (7)0.0301 (7)0.0120 (5)
C110.0536 (11)0.0347 (9)0.0281 (7)0.0112 (8)0.0193 (7)0.0127 (7)
C120.0410 (9)0.0286 (7)0.0260 (7)0.0037 (6)0.0109 (6)0.0131 (6)
C130.0382 (8)0.0305 (7)0.0166 (5)0.0046 (6)0.0023 (5)0.0085 (5)
C140.0491 (10)0.0312 (8)0.0154 (5)0.0043 (7)0.0026 (6)0.0062 (5)
C150.0382 (8)0.0261 (7)0.0167 (5)0.0016 (6)0.0072 (5)0.0040 (5)
C160.0247 (6)0.0234 (6)0.0164 (5)0.0020 (5)0.0040 (4)0.0053 (4)
C170.0254 (6)0.0222 (6)0.0208 (6)0.0015 (5)0.0043 (5)0.0058 (5)
N180.0224 (5)0.0208 (5)0.0198 (5)0.0005 (4)0.0013 (4)0.0068 (4)
C190.0216 (6)0.0240 (6)0.0184 (5)0.0022 (4)0.0009 (4)0.0082 (4)
C200.0231 (6)0.0338 (7)0.0220 (6)0.0004 (5)0.0006 (5)0.0131 (5)
C210.0281 (7)0.0476 (10)0.0274 (7)0.0013 (6)0.0021 (6)0.0213 (7)
C220.0267 (7)0.0606 (12)0.0296 (8)0.0046 (7)0.0054 (6)0.0216 (8)
F230.0316 (6)0.1105 (14)0.0460 (7)0.0041 (7)0.0122 (5)0.0432 (9)
C240.0221 (7)0.0851 (17)0.0383 (9)0.0010 (8)0.0022 (6)0.0342 (11)
C250.0243 (7)0.0612 (12)0.0305 (8)0.0016 (7)0.0006 (6)0.0266 (8)
N260.0218 (5)0.0224 (5)0.0153 (4)0.0000 (4)0.0014 (4)0.0065 (4)
C270.0230 (6)0.0283 (6)0.0171 (5)0.0011 (5)0.0012 (4)0.0100 (5)
C280.0210 (6)0.0271 (6)0.0228 (6)0.0004 (5)0.0022 (4)0.0129 (5)
N290.0211 (5)0.0219 (5)0.0205 (5)0.0012 (4)0.0010 (4)0.0078 (4)
C300.0227 (6)0.0217 (6)0.0244 (6)0.0011 (5)0.0014 (5)0.0065 (5)
C310.0222 (7)0.0376 (9)0.0337 (8)0.0008 (6)0.0045 (6)0.0042 (7)
C320.0233 (7)0.0549 (12)0.0420 (10)0.0064 (8)0.0070 (7)0.0122 (9)
C330.0294 (8)0.0445 (10)0.0374 (9)0.0115 (7)0.0028 (7)0.0078 (8)
F340.0381 (7)0.0746 (11)0.0524 (8)0.0254 (7)0.0059 (6)0.0219 (8)
C350.0330 (8)0.0403 (9)0.0298 (8)0.0091 (7)0.0064 (6)0.0044 (7)
C360.0280 (7)0.0338 (8)0.0268 (7)0.0065 (6)0.0057 (6)0.0030 (6)
C370.0253 (6)0.0487 (9)0.0174 (6)0.0011 (6)0.0035 (5)0.0132 (6)
C380.0288 (7)0.0517 (10)0.0147 (5)0.0012 (7)0.0014 (5)0.0051 (6)
C390.0265 (6)0.0343 (8)0.0161 (5)0.0002 (5)0.0002 (5)0.0021 (5)
C400.0237 (6)0.0225 (6)0.0154 (5)0.0006 (4)0.0007 (4)0.0044 (4)
C410.0251 (6)0.0211 (6)0.0185 (5)0.0032 (5)0.0001 (4)0.0052 (4)
N420.0227 (5)0.0204 (5)0.0175 (5)0.0014 (4)0.0012 (4)0.0065 (4)
C430.0248 (6)0.0208 (6)0.0218 (6)0.0002 (5)0.0010 (5)0.0070 (5)
C440.0597 (12)0.0236 (7)0.0320 (8)0.0093 (7)0.0163 (8)0.0108 (6)
C450.095 (2)0.0247 (8)0.0425 (11)0.0119 (10)0.0284 (12)0.0156 (8)
C460.0659 (14)0.0295 (8)0.0365 (9)0.0023 (8)0.0169 (9)0.0165 (7)
F470.1142 (15)0.0407 (7)0.0508 (8)0.0050 (8)0.0369 (9)0.0269 (6)
C480.0489 (10)0.0277 (7)0.0293 (7)0.0012 (7)0.0129 (7)0.0098 (6)
C490.0361 (8)0.0207 (6)0.0250 (6)0.0011 (5)0.0043 (6)0.0057 (5)
S500.03067 (19)0.02775 (18)0.0379 (2)0.00221 (14)0.00519 (15)0.01066 (16)
O510.0592 (11)0.0681 (12)0.0322 (7)0.0086 (9)0.0053 (7)0.0104 (8)
O520.0618 (12)0.0375 (9)0.1159 (19)0.0153 (8)0.0374 (12)0.0346 (11)
O530.0441 (9)0.0537 (10)0.0844 (14)0.0202 (8)0.0265 (9)0.0360 (10)
C540.0669 (16)0.0546 (14)0.0457 (12)0.0149 (12)0.0264 (12)0.0170 (11)
F550.0704 (13)0.0960 (17)0.157 (3)0.0084 (12)0.0683 (16)0.0337 (17)
F560.184 (3)0.150 (3)0.0514 (11)0.060 (2)0.0412 (15)0.0580 (15)
F570.0873 (14)0.0680 (12)0.0694 (12)0.0413 (10)0.0217 (10)0.0115 (9)
S580.02849 (17)0.02687 (17)0.03515 (19)0.00227 (13)0.00249 (14)0.01154 (15)
O590.0412 (8)0.0649 (11)0.0903 (14)0.0066 (8)0.0029 (8)0.0595 (11)
O600.0728 (12)0.0514 (9)0.0287 (7)0.0097 (8)0.0036 (7)0.0123 (6)
O610.0295 (7)0.0458 (9)0.0987 (16)0.0048 (6)0.0105 (8)0.0205 (10)
C620.0488 (11)0.0387 (10)0.0337 (9)0.0039 (8)0.0014 (8)0.0036 (7)
F630.1034 (16)0.0321 (7)0.1074 (17)0.0179 (9)0.0215 (13)0.0128 (9)
F640.0974 (15)0.1075 (17)0.0350 (8)0.0195 (13)0.0222 (9)0.0041 (9)
F650.0654 (10)0.0631 (10)0.0584 (9)0.0321 (8)0.0096 (8)0.0153 (8)
Zn1010.02454 (8)0.02357 (8)0.01497 (6)0.00177 (6)0.00305 (5)0.00678 (5)
N1020.0257 (5)0.0208 (5)0.0168 (4)0.0014 (4)0.0033 (4)0.0076 (4)
C1030.0288 (6)0.0221 (6)0.0178 (5)0.0019 (5)0.0004 (5)0.0084 (4)
C1040.0255 (6)0.0247 (6)0.0214 (6)0.0013 (5)0.0011 (5)0.0109 (5)
N1050.0243 (5)0.0223 (5)0.0219 (5)0.0033 (4)0.0026 (4)0.0094 (4)
C1060.0294 (7)0.0241 (6)0.0257 (6)0.0063 (5)0.0049 (5)0.0108 (5)
C1070.0883 (18)0.0303 (9)0.0498 (12)0.0230 (10)0.0402 (12)0.0230 (9)
C1080.143 (3)0.0386 (12)0.0674 (17)0.0456 (16)0.063 (2)0.0343 (12)
C1090.095 (2)0.0389 (11)0.0441 (11)0.0374 (12)0.0341 (13)0.0199 (9)
F1100.166 (2)0.0605 (10)0.0716 (12)0.0745 (13)0.0729 (14)0.0377 (9)
C1110.0678 (14)0.0407 (10)0.0341 (9)0.0247 (10)0.0242 (9)0.0177 (8)
C1120.0543 (11)0.0316 (8)0.0278 (7)0.0146 (7)0.0136 (7)0.0151 (6)
C1130.0439 (9)0.0281 (7)0.0177 (6)0.0001 (6)0.0013 (6)0.0105 (5)
C1140.0569 (11)0.0318 (8)0.0182 (6)0.0038 (7)0.0090 (6)0.0101 (6)
C1150.0461 (9)0.0266 (7)0.0210 (6)0.0069 (6)0.0135 (6)0.0085 (5)
C1160.0287 (6)0.0225 (6)0.0192 (5)0.0023 (5)0.0070 (5)0.0082 (5)
C1170.0260 (6)0.0232 (6)0.0234 (6)0.0049 (5)0.0063 (5)0.0105 (5)
N1180.0225 (5)0.0230 (5)0.0216 (5)0.0027 (4)0.0025 (4)0.0103 (4)
C1190.0220 (6)0.0243 (6)0.0228 (6)0.0012 (5)0.0013 (4)0.0109 (5)
C1200.0407 (8)0.0242 (7)0.0268 (7)0.0078 (6)0.0082 (6)0.0124 (5)
C1210.0610 (12)0.0242 (7)0.0315 (8)0.0066 (7)0.0150 (8)0.0138 (6)
C1220.0511 (10)0.0284 (7)0.0281 (7)0.0012 (7)0.0111 (7)0.0148 (6)
F1230.0957 (12)0.0372 (6)0.0384 (6)0.0017 (7)0.0266 (7)0.0204 (5)
C1240.0511 (10)0.0269 (7)0.0256 (7)0.0030 (7)0.0097 (7)0.0072 (6)
C1250.0416 (9)0.0234 (6)0.0249 (6)0.0047 (6)0.0029 (6)0.0074 (5)
N1260.0266 (5)0.0215 (5)0.0176 (5)0.0024 (4)0.0038 (4)0.0070 (4)
C1270.0277 (6)0.0282 (6)0.0179 (5)0.0039 (5)0.0042 (5)0.0104 (5)
C1280.0275 (6)0.0280 (7)0.0235 (6)0.0017 (5)0.0056 (5)0.0137 (5)
N1290.0245 (5)0.0244 (5)0.0231 (5)0.0019 (4)0.0043 (4)0.0110 (4)
C1300.0227 (6)0.0277 (7)0.0267 (6)0.0006 (5)0.0018 (5)0.0118 (5)
C1310.0233 (7)0.0417 (9)0.0391 (9)0.0007 (6)0.0077 (6)0.0069 (7)
C1320.0243 (8)0.0594 (14)0.0532 (12)0.0081 (8)0.0061 (8)0.0069 (10)
C1330.0312 (9)0.0539 (12)0.0412 (10)0.0132 (8)0.0028 (7)0.0078 (9)
F1340.0467 (8)0.0848 (12)0.0601 (10)0.0341 (8)0.0027 (7)0.0039 (9)
C1350.0350 (9)0.0454 (10)0.0295 (8)0.0088 (7)0.0004 (7)0.0047 (7)
C1360.0273 (7)0.0390 (9)0.0247 (7)0.0044 (6)0.0030 (5)0.0081 (6)
C1370.0361 (8)0.0445 (9)0.0182 (6)0.0050 (7)0.0052 (5)0.0126 (6)
C1380.0421 (9)0.0485 (11)0.0171 (6)0.0029 (8)0.0015 (6)0.0046 (6)
C1390.0352 (8)0.0348 (8)0.0210 (6)0.0005 (6)0.0010 (6)0.0010 (6)
C1400.0285 (6)0.0224 (6)0.0193 (5)0.0028 (5)0.0019 (5)0.0053 (5)
C1410.0274 (6)0.0230 (6)0.0245 (6)0.0023 (5)0.0015 (5)0.0075 (5)
N1420.0243 (5)0.0245 (5)0.0223 (5)0.0002 (4)0.0024 (4)0.0101 (4)
C1430.0242 (6)0.0295 (7)0.0231 (6)0.0033 (5)0.0012 (5)0.0119 (5)
C1440.0284 (7)0.0504 (10)0.0308 (8)0.0045 (7)0.0011 (6)0.0245 (7)
C1450.0339 (9)0.0701 (14)0.0330 (8)0.0084 (9)0.0012 (7)0.0325 (9)
C1460.0300 (8)0.0678 (14)0.0300 (8)0.0073 (8)0.0050 (6)0.0241 (9)
F1470.0370 (6)0.1148 (15)0.0403 (7)0.0075 (8)0.0114 (5)0.0399 (9)
C1480.0259 (7)0.0727 (15)0.0340 (9)0.0041 (8)0.0047 (6)0.0275 (10)
C1490.0259 (7)0.0541 (11)0.0272 (7)0.0024 (7)0.0021 (5)0.0224 (7)
S1500.0366 (2)0.0546 (3)0.0339 (2)0.0121 (2)0.00732 (17)0.0269 (2)
O1510.0370 (7)0.0506 (9)0.0533 (9)0.0029 (6)0.0117 (7)0.0166 (7)
O1520.0465 (11)0.195 (3)0.0363 (9)0.0045 (15)0.0082 (8)0.0153 (15)
O1530.137 (3)0.0911 (19)0.194 (4)0.0709 (19)0.117 (3)0.111 (2)
C1540.0686 (16)0.0495 (13)0.0414 (11)0.0015 (11)0.0187 (11)0.0159 (10)
F1550.153 (2)0.118 (2)0.0299 (8)0.0147 (18)0.0102 (11)0.0093 (10)
F1560.0736 (14)0.120 (2)0.118 (2)0.0356 (13)0.0598 (14)0.0506 (17)
F1570.141 (2)0.0660 (13)0.119 (2)0.0035 (13)0.0654 (18)0.0445 (13)
S1580.0519 (3)0.0424 (3)0.0416 (3)0.0051 (2)0.0046 (2)0.0154 (2)
O1590.0471 (11)0.0529 (12)0.142 (3)0.0021 (9)0.0046 (13)0.0042 (14)
O1600.0679 (13)0.0751 (15)0.0929 (17)0.0280 (11)0.0273 (12)0.0530 (14)
O1610.269 (5)0.097 (2)0.0593 (15)0.040 (3)0.046 (2)0.0489 (16)
C1620.069 (2)0.0561 (18)0.091 (3)0.0077 (15)0.0281 (18)0.0159 (17)
F1630.097 (2)0.0421 (12)0.411 (8)0.0158 (13)0.034 (3)0.003 (2)
F1640.199 (4)0.264 (5)0.0418 (12)0.124 (4)0.0224 (17)0.022 (2)
F1650.0692 (13)0.0831 (15)0.1150 (19)0.0243 (11)0.0048 (13)0.0210 (14)
Geometric parameters (Å, º) top
Zn1—N22.0370 (12)Zn101—N1022.0362 (12)
Zn1—N52.2363 (13)Zn101—N1052.2529 (13)
Zn1—N182.2427 (13)Zn101—N1182.2808 (13)
Zn1—N262.0284 (11)Zn101—N1262.0363 (12)
Zn1—N292.2534 (12)Zn101—N1292.2104 (13)
Zn1—N422.2721 (12)Zn101—N1422.2919 (13)
N2—C31.3354 (19)N102—C1031.3345 (19)
N2—C161.3350 (19)N102—C1161.3342 (19)
C3—C41.467 (2)C103—C1041.474 (2)
C3—C131.393 (2)C103—C1131.390 (2)
C4—H410.942C104—H10410.950
C4—N51.2859 (18)C104—N1051.2833 (19)
N5—C61.4187 (19)N105—C1061.4220 (19)
C6—C71.391 (2)C106—C1071.380 (2)
C6—C121.391 (2)C106—C1121.389 (2)
C7—H710.944C107—H10710.942
C7—C81.391 (2)C107—C1081.382 (3)
C8—H810.956C108—H10810.928
C8—C91.374 (3)C108—C1091.366 (3)
C9—F101.355 (2)C109—F1101.352 (2)
C9—C111.374 (3)C109—C1111.367 (3)
C11—H1110.942C111—H11110.944
C11—C121.387 (2)C111—C1121.387 (3)
C12—H1210.936C112—H11210.922
C13—H1310.941C113—H11310.944
C13—C141.385 (3)C113—C1141.393 (3)
C14—H1410.920C114—H11410.932
C14—C151.391 (3)C114—C1151.391 (3)
C15—H1510.935C115—H11510.929
C15—C161.389 (2)C115—C1161.391 (2)
C16—C171.472 (2)C116—C1171.470 (2)
C17—H1710.929C117—H11710.944
C17—N181.2839 (18)C117—N1181.2856 (19)
N18—C431.4197 (19)N118—C1191.4221 (19)
C19—C201.391 (2)C119—C1201.391 (2)
C19—C251.388 (2)C119—C1251.392 (2)
C19—N421.4208 (18)C120—H12010.927
C20—H2010.942C120—C1211.387 (2)
C20—C211.387 (2)C121—H12110.934
C21—H2110.942C121—C1221.373 (2)
C21—C221.374 (3)C122—F1231.356 (2)
C22—F231.354 (2)C122—C1241.373 (3)
C22—C241.375 (3)C124—H12410.950
C24—H2410.950C124—C1251.387 (2)
C24—C251.388 (3)C125—H12510.935
C25—H2510.935N126—C1271.3325 (19)
N26—C271.3359 (18)N126—C1401.333 (2)
N26—C401.3321 (18)C127—C1281.468 (2)
C27—C281.469 (2)C127—C1371.393 (2)
C27—C371.394 (2)C128—H12810.935
C28—H2810.936C128—N1291.2837 (19)
C28—N291.2857 (18)N129—C1301.418 (2)
N29—C301.4220 (19)C130—C1311.394 (2)
C30—C311.391 (2)C130—C1361.392 (2)
C30—C361.391 (2)C131—H13110.948
C31—H3110.937C131—C1321.383 (3)
C31—C321.384 (3)C132—H13210.939
C32—H3210.926C132—C1331.372 (3)
C32—C331.373 (3)C133—F1341.347 (2)
C33—F341.352 (2)C133—C1351.375 (3)
C33—C351.371 (3)C135—H13510.936
C35—H3510.942C135—C1361.384 (3)
C35—C361.388 (2)C136—H13610.943
C36—H3610.932C137—H13710.938
C37—H3710.941C137—C1381.391 (3)
C37—C381.388 (3)C138—H13810.944
C38—H3810.946C138—C1391.386 (3)
C38—C391.389 (2)C139—H13910.945
C39—H3910.940C139—C1401.389 (2)
C39—C401.3901 (19)C140—C1411.474 (2)
C40—C411.476 (2)C141—H14110.936
C41—H4110.940C141—N1421.280 (2)
C41—N421.2822 (17)N142—C1431.4214 (19)
C43—C441.383 (2)C143—C1441.391 (2)
C43—C491.394 (2)C143—C1491.393 (2)
C44—H4410.929C144—H14410.945
C44—C451.382 (3)C144—C1451.388 (3)
C45—H4510.926C145—H14510.946
C45—C461.378 (3)C145—C1461.374 (3)
C46—F471.356 (2)C146—F1471.353 (2)
C46—C481.368 (3)C146—C1481.371 (3)
C48—H4810.948C148—H14810.951
C48—C491.387 (2)C148—C1491.390 (2)
C49—H4910.941C149—H14910.932
S50—O511.450 (2)S150—O1511.4201 (16)
S50—O521.4253 (19)S150—O1521.438 (3)
S50—O531.4219 (17)S150—O1531.409 (2)
S50—C541.812 (2)S150—C1541.810 (2)
C54—F551.338 (4)C154—F1551.292 (4)
C54—F561.306 (4)C154—F1561.309 (4)
C54—F571.323 (3)C154—F1571.318 (3)
S58—O591.4250 (17)S158—O1591.405 (3)
S58—O601.4478 (18)S158—O1601.422 (2)
S58—O611.4316 (17)S158—O1611.411 (3)
S58—C621.820 (2)S158—C1621.795 (3)
C62—F631.334 (3)C162—F1631.356 (6)
C62—F641.314 (3)C162—F1641.266 (6)
C62—F651.332 (3)C162—F1651.315 (4)
N2—Zn1—N575.61 (5)N102—Zn101—N10575.82 (5)
N2—Zn1—N1875.73 (5)N102—Zn101—N11875.25 (5)
N5—Zn1—N18151.30 (4)N105—Zn101—N118151.02 (5)
N2—Zn1—N26175.64 (5)N102—Zn101—N126169.75 (5)
N5—Zn1—N26102.42 (5)N105—Zn101—N126104.64 (5)
N18—Zn1—N26106.08 (5)N118—Zn101—N126104.12 (5)
N2—Zn1—N29107.89 (5)N102—Zn101—N129113.73 (5)
N5—Zn1—N2996.61 (5)N105—Zn101—N12994.87 (5)
N18—Zn1—N2993.49 (5)N118—Zn101—N12995.15 (5)
N26—Zn1—N2976.10 (5)N126—Zn101—N12976.51 (5)
N2—Zn1—N42100.89 (5)N102—Zn101—N14295.39 (5)
N5—Zn1—N4290.93 (5)N105—Zn101—N14295.23 (5)
N18—Zn1—N4293.02 (5)N118—Zn101—N14289.11 (5)
N26—Zn1—N4275.15 (5)N126—Zn101—N14274.37 (5)
N29—Zn1—N42151.22 (4)N129—Zn101—N142150.72 (5)
Zn1—N2—C3119.43 (10)Zn101—N102—C103119.35 (10)
Zn1—N2—C16119.53 (10)Zn101—N102—C116119.68 (10)
C3—N2—C16121.02 (12)C103—N102—C116120.70 (12)
N2—C3—C4114.29 (12)N102—C103—C104114.59 (12)
N2—C3—C13121.31 (14)N102—C103—C113121.58 (14)
C4—C3—C13124.36 (14)C104—C103—C113123.79 (14)
C3—C4—H41120.0C103—C104—H1041119.4
C3—C4—N5117.98 (13)C103—C104—N105118.38 (13)
H41—C4—N5122.0H1041—C104—N105122.2
Zn1—N5—C4112.42 (10)Zn101—N105—C104111.82 (10)
Zn1—N5—C6126.25 (9)Zn101—N105—C106128.88 (10)
C4—N5—C6119.97 (13)C104—N105—C106119.04 (13)
N5—C6—C7120.39 (13)N105—C106—C107121.17 (15)
N5—C6—C12119.10 (14)N105—C106—C112119.25 (14)
C7—C6—C12120.39 (15)C107—C106—C112119.56 (16)
C6—C7—H71120.4C106—C107—H1071120.0
C6—C7—C8119.76 (15)C106—C107—C108120.06 (19)
H71—C7—C8119.8H1071—C107—C108120.0
C7—C8—H81120.6C107—C108—H1081120.7
C7—C8—C9118.46 (17)C107—C108—C109119.0 (2)
H81—C8—C9120.9H1081—C108—C109120.3
C8—C9—F10117.88 (18)C108—C109—F110118.7 (2)
C8—C9—C11122.85 (16)C108—C109—C111122.66 (19)
F10—C9—C11119.25 (17)F110—C109—C111118.6 (2)
C9—C11—H111121.0C109—C111—H1111121.5
C9—C11—C12118.59 (16)C109—C111—C112118.06 (18)
H111—C11—C12120.3H1111—C111—C112120.4
C6—C12—C11119.81 (16)C106—C112—C111120.60 (17)
C6—C12—H121119.7C106—C112—H1121119.6
C11—C12—H121120.5C111—C112—H1121119.8
C3—C13—H131120.9C103—C113—H1131121.9
C3—C13—C14118.07 (15)C103—C113—C114118.03 (15)
H131—C13—C14121.0H1131—C113—C114120.0
C13—C14—H141119.4C113—C114—H1141119.6
C13—C14—C15120.18 (14)C113—C114—C115120.08 (14)
H141—C14—C15120.4H1141—C114—C115120.2
C14—C15—H151120.5C114—C115—H1151120.6
C14—C15—C16118.35 (15)C114—C115—C116118.09 (15)
H151—C15—C16121.2H1151—C115—C116121.3
C15—C16—N2121.06 (14)C115—C116—N102121.50 (14)
C15—C16—C17124.73 (14)C115—C116—C117123.51 (14)
N2—C16—C17114.21 (12)N102—C116—C117114.98 (12)
C16—C17—H171119.4C116—C117—H1171120.3
C16—C17—N18118.42 (13)C116—C117—N118118.22 (13)
H171—C17—N18122.2H1171—C117—N118121.5
Zn1—N18—C17112.10 (10)Zn101—N118—C117111.48 (10)
Zn1—N18—C43127.46 (9)Zn101—N118—C119129.75 (9)
C17—N18—C43120.20 (13)C117—N118—C119118.71 (13)
C20—C19—C25120.39 (14)N118—C119—C120121.18 (13)
C20—C19—N42118.80 (13)N118—C119—C125118.77 (14)
C25—C19—N42120.78 (13)C120—C119—C125120.05 (14)
C19—C20—H201119.2C119—C120—H1201120.6
C19—C20—C21120.30 (14)C119—C120—C121119.54 (15)
H201—C20—C21120.5H1201—C120—C121119.9
C20—C21—H211120.4C120—C121—H1211120.4
C20—C21—C22118.11 (15)C120—C121—C122118.94 (16)
H211—C21—C22121.5H1211—C121—C122120.7
C21—C22—F23118.88 (17)C121—C122—F123117.96 (16)
C21—C22—C24122.75 (16)C121—C122—C124122.98 (16)
F23—C22—C24118.37 (17)F123—C122—C124119.06 (16)
C22—C24—H241121.1C122—C124—H1241120.7
C22—C24—C25119.03 (17)C122—C124—C125117.96 (16)
H241—C24—C25119.8H1241—C124—C125121.3
C24—C25—C19119.36 (16)C119—C125—C124120.51 (15)
C24—C25—H251120.2C119—C125—H1251119.6
C19—C25—H251120.4C124—C125—H1251119.8
Zn1—N26—C27119.15 (10)Zn101—N126—C127118.24 (10)
Zn1—N26—C40120.35 (9)Zn101—N126—C140121.16 (10)
C27—N26—C40120.50 (12)C127—N126—C140120.60 (13)
N26—C27—C28114.80 (12)N126—C127—C128114.76 (13)
N26—C27—C37121.46 (14)N126—C127—C137121.72 (15)
C28—C27—C37123.74 (14)C128—C127—C137123.50 (14)
C27—C28—H281119.9C127—C128—H1281118.9
C27—C28—N29118.51 (13)C127—C128—N129118.11 (13)
H281—C28—N29121.6H1281—C128—N129123.0
Zn1—N29—C28111.31 (10)Zn101—N129—C128112.32 (11)
Zn1—N29—C30129.37 (9)Zn101—N129—C130127.91 (10)
C28—N29—C30119.32 (13)C128—N129—C130119.77 (13)
N29—C30—C31122.06 (14)N129—C130—C131122.23 (15)
N29—C30—C36118.26 (13)N129—C130—C136117.81 (14)
C31—C30—C36119.68 (14)C131—C130—C136119.94 (16)
C30—C31—H311121.0C130—C131—H1311120.5
C30—C31—C32119.64 (16)C130—C131—C132119.40 (18)
H311—C31—C32119.3H1311—C131—C132120.1
C31—C32—H321120.5C131—C132—H1321119.9
C31—C32—C33119.09 (17)C131—C132—C133119.25 (18)
H321—C32—C33120.4H1321—C132—C133120.9
C32—C33—F34118.02 (17)C132—C133—F134118.38 (19)
C32—C33—C35123.02 (17)C132—C133—C135122.77 (19)
F34—C33—C35118.96 (17)F134—C133—C135118.8 (2)
C33—C35—H351121.5C133—C135—H1351121.3
C33—C35—C36117.63 (16)C133—C135—C136118.01 (18)
H351—C35—C36120.9H1351—C135—C136120.6
C30—C36—C35120.93 (15)C130—C136—C135120.61 (16)
C30—C36—H361120.4C130—C136—H1361119.4
C35—C36—H361118.7C135—C136—H1361120.0
C27—C37—H371120.7C127—C137—H1371120.8
C27—C37—C38118.21 (15)C127—C137—C138117.79 (16)
H371—C37—C38121.1H1371—C137—C138121.4
C37—C38—H381119.3C137—C138—H1381120.4
C37—C38—C39119.91 (14)C137—C138—C139120.08 (15)
H381—C38—C39120.8H1381—C138—C139119.5
C38—C39—H391122.0C138—C139—H1391122.2
C38—C39—C40118.30 (15)C138—C139—C140118.42 (17)
H391—C39—C40119.7H1391—C139—C140119.3
C39—C40—N26121.61 (14)C139—C140—N126121.36 (15)
C39—C40—C41123.89 (13)C139—C140—C141124.48 (15)
N26—C40—C41114.46 (12)N126—C140—C141114.04 (13)
C40—C41—H411119.7C140—C141—H1411119.5
C40—C41—N42117.90 (13)C140—C141—N142118.03 (14)
H411—C41—N42122.4H1411—C141—N142122.4
Zn1—N42—C19128.06 (9)Zn101—N142—C141112.10 (10)
Zn1—N42—C41111.99 (10)Zn101—N142—C143126.88 (10)
C19—N42—C41119.34 (12)C141—N142—C143119.44 (13)
N18—C43—C44121.64 (14)N142—C143—C144119.26 (14)
N18—C43—C49118.57 (13)N142—C143—C149120.13 (14)
C44—C43—C49119.79 (15)C144—C143—C149120.51 (15)
C43—C44—H441119.9C143—C144—H1441120.3
C43—C44—C45119.75 (16)C143—C144—C145119.60 (17)
H441—C44—C45120.4H1441—C144—C145120.1
C44—C45—H451120.5C144—C145—H1451120.9
C44—C45—C46119.16 (18)C144—C145—C146118.74 (17)
H451—C45—C46120.3H1451—C145—C146120.4
C45—C46—F47118.13 (18)C145—C146—F147119.10 (18)
C45—C46—C48122.70 (18)C145—C146—C148122.82 (17)
F47—C46—C48119.17 (17)F147—C146—C148118.08 (19)
C46—C48—H481120.9C146—C148—H1481121.3
C46—C48—C49117.84 (16)C146—C148—C149118.73 (18)
H481—C48—C49121.2H1481—C148—C149119.9
C43—C49—C48120.77 (15)C143—C149—C148119.57 (16)
C43—C49—H491119.1C143—C149—H1491120.4
C48—C49—H491120.1C148—C149—H1491120.0
O51—S50—O52115.18 (15)O151—S150—O152111.38 (15)
O51—S50—O53112.34 (12)O151—S150—O153115.99 (19)
O52—S50—O53116.86 (13)O152—S150—O153115.9 (3)
O51—S50—C54101.18 (13)O151—S150—C154105.43 (13)
O52—S50—C54103.22 (13)O152—S150—C154102.77 (15)
O53—S50—C54105.75 (15)O153—S150—C154103.47 (14)
S50—C54—F55109.65 (19)S150—C154—F155113.0 (2)
S50—C54—F56113.1 (2)S150—C154—F156111.8 (2)
F55—C54—F56107.7 (3)F155—C154—F156107.3 (3)
S50—C54—F57111.7 (2)S150—C154—F157110.31 (19)
F55—C54—F57107.4 (3)F155—C154—F157108.3 (3)
F56—C54—F57107.0 (3)F156—C154—F157105.8 (3)
O59—S58—O60113.39 (12)O159—S158—O160114.31 (17)
O59—S58—O61116.35 (12)O159—S158—O161117.6 (3)
O60—S58—O61115.19 (14)O160—S158—O161111.8 (2)
O59—S58—C62105.29 (13)O159—S158—C162103.76 (16)
O60—S58—C62101.34 (11)O160—S158—C162103.2 (2)
O61—S58—C62102.81 (11)O161—S158—C162104.1 (2)
S58—C62—F63109.96 (16)S158—C162—F163107.7 (3)
S58—C62—F64112.8 (2)S158—C162—F164114.7 (4)
F63—C62—F64108.7 (2)F163—C162—F164107.1 (4)
S58—C62—F65110.96 (17)S158—C162—F165114.2 (2)
F63—C62—F65107.3 (2)F163—C162—F165104.0 (4)
F64—C62—F65106.9 (2)F164—C162—F165108.3 (4)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C7—H71···O1520.9442.5553.412 (3)151.13 (8)
C12—H121···O60i0.9362.5423.342 (3)143.60 (6)
C25—H251···O60ii0.9352.3783.240 (3)153.23 (7)
C31—H311···O60i0.9372.5693.393 (3)146.86 (6)
C37—H371···O59i0.9412.5433.329 (3)141.21 (6)
C44—H441···O51iii0.9292.3513.238 (3)159.66 (7)
C107—H1071···O510.9422.4883.393 (3)161.36 (7)
C115—H1151···O151iv0.9292.5843.220 (3)126.11 (6)
C120—H1201···O1520.9272.5443.386 (3)151.14 (8)
C128—H1281···O160v0.9352.4063.196 (3)142.07 (7)
C144—H1441···O510.9452.4983.333 (3)147.27 (6)
C149—H1491···O1610.9322.5003.318 (3)146.68 (9)
Symmetry codes: (i) x+2, y+1, z+1; (ii) x+1, y+1, z+1; (iii) x, y+1, z; (iv) x+1, y+1, z; (v) x+1, y, z.
(L22) top
Crystal data top
C38H26Cl4N6Zn·2(CF3O3S)Z = 2
Mr = 1072.00F(000) = 1080
Triclinic, P1Dx = 1.573 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 10.2008 (6) ÅCell parameters from 2894 reflections
b = 10.2790 (7) Åθ = 2–28°
c = 21.6355 (14) ŵ = 0.95 mm1
α = 93.942 (5)°T = 173 K
β = 91.113 (5)°Paralellopiped, yellow transparent
γ = 90.349 (5)°0.27 × 0.20 × 0.11 mm
V = 2262.7 (3) Å3
Data collection top
Oxford Diffraction Gemini
diffractometer
13640 reflections with I > 2.0σ(I)
Graphite monochromatorRint = 0.000
ω scansθmax = 28.7°, θmin = 1.9°
Absorption correction: multi-scan
CrysAlis, (Oxford Diffraction, 2002)
h = 1313
Tmin = 0.87, Tmax = 0.90k = 1313
36933 measured reflectionsl = 2828
26870 independent reflections
Refinement top
Refinement on FPrimary atom site location: Other
Least-squares matrix: fullHydrogen site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.110H-atom parameters constrained
wR(F2) = 0.097 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A0*T0(x) + A1*T1(x) ··· + An-1]*Tn-1(x)]
where Ai are the Chebychev coefficients listed below and x = F /Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)2]2 Ai are: 28.1 1.93 19.7 9.37
S = 0.98(Δ/σ)max = 0.0002401
13640 reflectionsΔρmax = 2.63 e Å3
588 parametersΔρmin = 1.08 e Å3
0 restraints
Crystal data top
C38H26Cl4N6Zn·2(CF3O3S)γ = 90.349 (5)°
Mr = 1072.00V = 2262.7 (3) Å3
Triclinic, P1Z = 2
a = 10.2008 (6) ÅMo Kα radiation
b = 10.2790 (7) ŵ = 0.95 mm1
c = 21.6355 (14) ÅT = 173 K
α = 93.942 (5)°0.27 × 0.20 × 0.11 mm
β = 91.113 (5)°
Data collection top
Oxford Diffraction Gemini
diffractometer
26870 independent reflections
Absorption correction: multi-scan
CrysAlis, (Oxford Diffraction, 2002)
13640 reflections with I > 2.0σ(I)
Tmin = 0.87, Tmax = 0.90Rint = 0.000
36933 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.1100 restraints
wR(F2) = 0.097H-atom parameters constrained
S = 0.98Δρmax = 2.63 e Å3
13640 reflectionsΔρmin = 1.08 e Å3
588 parameters
Special details top

Experimental. The crystal was placed in the cold stream of an Oxford Cryosystems open-flow nitrogen cryostat (Cosier & Glazer, 1986) with a nominal stability of 0.1 K. Cosier, J. & Glazer, A·M., 1986. J. Appl. Cryst. 105–107.

Refinement. RINT ANALYSIS FOR OVERLAPPED REFLECTIONS Components measured kept unique redundancy F2/sig(F2) Rint Rsigma —————————————————————————— 1,2 1408 1284 829 1.55 34.35 0.039 0.037 1,3 13526 13138 6812 1.93 8.67 0.072 0.145 2,3 24 24 24 1.00 0.00 0.000 0.123 1,2,3 2208 2063 1229 1.68 19.53 0.059 0.062 RINT ANALYSIS FOR ISOLATED REFLECTIONS Component measured kept unique redundancy F2/sig(F2) Rint Rsigma —————————————————————————— 1 7996 7814 4131 1.89 10.89 0.056 0.100 2 21574 21193 9031 2.35 7.04 0.083 0.168 3 9372 9163 4814 1.90 6.32 0.098 0.224

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Zn10.77038 (6)0.23030 (6)0.24972 (3)0.0227
N20.7905 (4)0.2380 (4)0.34304 (17)0.0219
C30.7391 (5)0.3370 (5)0.3771 (2)0.0257
C40.6652 (5)0.4283 (5)0.3403 (2)0.0233
H410.63590.50650.35910.0500*
N50.6599 (4)0.4096 (4)0.28178 (19)0.0233
C60.5979 (5)0.5007 (5)0.2448 (2)0.0284
C70.5994 (7)0.6320 (5)0.2617 (3)0.0394
H710.64490.66260.29700.0465*
C80.5372 (8)0.7182 (6)0.2255 (3)0.0532
H810.53220.80620.23870.0662*
C90.4754 (6)0.6704 (6)0.1714 (3)0.0409
Cl100.3986 (2)0.78133 (16)0.12528 (8)0.0626
C110.4713 (7)0.5407 (6)0.1540 (3)0.0448
H1110.43000.51150.11710.0534*
C120.5343 (6)0.4566 (5)0.1910 (3)0.0359
H1210.53010.36790.18030.0475*
C130.7553 (6)0.3487 (5)0.4403 (2)0.0349
H1310.71460.41440.46350.0415*
C140.8295 (7)0.2598 (6)0.4689 (3)0.0427
H1410.84680.27120.51120.0562*
C150.8832 (6)0.1572 (6)0.4340 (2)0.0361
H1510.93230.09530.45300.0452*
C160.8602 (5)0.1496 (5)0.3709 (2)0.0264
C170.9107 (5)0.0450 (5)0.3277 (2)0.0238
H1710.95630.02640.34310.0361*
N180.8913 (4)0.0518 (4)0.26991 (19)0.0235
C190.9288 (5)0.0506 (5)0.2283 (2)0.0277
C200.9088 (7)0.1804 (6)0.2409 (3)0.0453
H2010.86860.20010.27750.0531*
C210.9441 (9)0.2788 (6)0.1986 (3)0.0585
H2110.92970.36600.20590.0637*
C221.0057 (8)0.2478 (6)0.1451 (3)0.0475
Cl231.0551 (3)0.37421 (16)0.09276 (8)0.0682
C241.0256 (6)0.1218 (6)0.1316 (3)0.0373
H2411.06570.10270.09460.0474*
C250.9851 (6)0.0236 (6)0.1738 (3)0.0334
H2510.99680.06240.16530.0443*
N260.7704 (4)0.2212 (4)0.15618 (18)0.0194
C270.6749 (5)0.1531 (5)0.1252 (2)0.0249
C280.5785 (5)0.0945 (5)0.1645 (2)0.0237
H2810.50740.04740.14710.0355*
N290.5912 (4)0.1129 (4)0.22274 (19)0.0228
C300.4960 (5)0.0629 (5)0.2613 (2)0.0267
C310.3654 (5)0.0536 (6)0.2433 (3)0.0371
H3110.33880.08910.20670.0442*
C320.2759 (6)0.0012 (8)0.2809 (3)0.0500
H3210.18950.01230.26770.0569*
C330.3162 (6)0.0417 (6)0.3375 (3)0.0366
Cl340.20163 (16)0.1091 (2)0.38378 (9)0.0614
C350.4443 (5)0.0311 (6)0.3564 (3)0.0372
H3510.47050.05840.39450.0424*
C360.5338 (5)0.0217 (6)0.3185 (3)0.0321
H3610.62020.03050.33100.0409*
C370.6709 (6)0.1413 (6)0.0611 (2)0.0370
H3710.60440.09440.03980.0407*
C380.7686 (6)0.2005 (7)0.0299 (3)0.0439
H3810.76900.19120.01340.0535*
C390.8676 (6)0.2690 (6)0.0620 (3)0.0360
H3910.93320.30970.04160.0518*
C400.8651 (5)0.2754 (5)0.1260 (2)0.0248
C410.9663 (5)0.3403 (5)0.1670 (2)0.0261
H4111.03820.37910.15050.0365*
N420.9520 (4)0.3443 (4)0.22505 (19)0.0220
C431.0522 (5)0.3970 (5)0.2659 (2)0.0290
C441.0168 (5)0.4729 (5)0.3170 (3)0.0325
H4410.92960.49310.32400.0419*
C451.1120 (6)0.5241 (6)0.3588 (3)0.0401
H4511.08860.57850.39290.0515*
C461.2400 (6)0.4943 (7)0.3492 (3)0.0435
Cl471.35876 (16)0.5564 (2)0.40148 (8)0.0693
C481.2777 (6)0.4160 (8)0.2985 (3)0.0548
H4811.36470.39690.29200.0686*
C491.1815 (6)0.3665 (7)0.2566 (3)0.0453
H4911.20570.31230.22270.0576*
S500.81311 (14)0.22953 (14)0.42472 (6)0.0334
O510.9305 (4)0.1632 (5)0.4452 (2)0.0480
O520.7404 (5)0.1674 (6)0.3791 (2)0.0609
O530.8229 (6)0.3661 (5)0.4127 (3)0.0770
C540.7075 (9)0.2172 (10)0.4903 (4)0.0690
F550.7625 (7)0.2528 (9)0.5400 (2)0.1371
F560.5994 (5)0.2862 (7)0.4794 (3)0.1108
F570.6713 (7)0.0915 (8)0.5013 (3)0.1328
S580.27306 (15)0.16927 (15)0.07357 (7)0.0396
O590.3431 (5)0.0534 (4)0.0582 (2)0.0520
O600.3325 (8)0.2501 (5)0.1222 (3)0.0910
O610.1384 (6)0.1549 (8)0.0783 (5)0.1365
C620.2899 (9)0.2681 (10)0.0084 (4)0.0706
F630.2212 (7)0.3754 (5)0.0157 (3)0.1012
F640.2546 (9)0.2096 (7)0.0431 (2)0.1360
F650.4136 (7)0.3027 (9)0.0031 (4)0.1437
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Zn10.0235 (3)0.0244 (3)0.0200 (3)0.0003 (2)0.0024 (2)0.0005 (2)
N20.023 (2)0.022 (2)0.021 (2)0.0023 (17)0.0012 (16)0.0020 (16)
C30.020 (2)0.031 (3)0.026 (3)0.004 (2)0.0021 (19)0.003 (2)
C40.024 (3)0.019 (2)0.027 (3)0.003 (2)0.0028 (19)0.0016 (18)
N50.0145 (19)0.022 (2)0.033 (2)0.0030 (16)0.0024 (16)0.0017 (17)
C60.030 (3)0.031 (3)0.023 (3)0.006 (2)0.004 (2)0.002 (2)
C70.061 (4)0.019 (3)0.037 (3)0.003 (3)0.019 (3)0.002 (2)
C80.080 (5)0.020 (3)0.058 (4)0.007 (3)0.028 (4)0.001 (3)
C90.044 (3)0.038 (3)0.041 (3)0.013 (3)0.018 (3)0.007 (3)
Cl100.0907 (14)0.0359 (9)0.0597 (11)0.0184 (9)0.0404 (10)0.0016 (7)
C110.059 (4)0.037 (3)0.037 (3)0.010 (3)0.019 (3)0.007 (3)
C120.049 (4)0.020 (3)0.038 (3)0.009 (2)0.013 (3)0.003 (2)
C130.052 (4)0.026 (3)0.027 (3)0.001 (3)0.005 (2)0.003 (2)
C140.078 (5)0.027 (3)0.022 (3)0.003 (3)0.011 (3)0.001 (2)
C150.055 (4)0.032 (3)0.021 (3)0.005 (3)0.010 (2)0.004 (2)
C160.029 (3)0.021 (3)0.028 (3)0.009 (2)0.007 (2)0.0007 (19)
C170.019 (2)0.022 (3)0.031 (3)0.004 (2)0.0010 (19)0.0043 (19)
N180.017 (2)0.021 (2)0.032 (2)0.0031 (17)0.0013 (16)0.0042 (16)
C190.026 (3)0.029 (3)0.028 (3)0.007 (2)0.006 (2)0.002 (2)
C200.075 (5)0.028 (3)0.034 (3)0.006 (3)0.018 (3)0.005 (2)
C210.109 (6)0.025 (3)0.043 (4)0.003 (4)0.033 (4)0.006 (3)
C220.079 (5)0.032 (3)0.032 (3)0.005 (3)0.010 (3)0.001 (2)
Cl230.1281 (19)0.0309 (8)0.0467 (10)0.0142 (10)0.0366 (10)0.0001 (7)
C240.040 (3)0.034 (3)0.039 (3)0.012 (3)0.016 (2)0.007 (2)
C250.037 (3)0.028 (3)0.036 (3)0.007 (2)0.005 (2)0.005 (2)
N260.0133 (18)0.019 (2)0.026 (2)0.0016 (16)0.0014 (16)0.0037 (16)
C270.020 (2)0.026 (3)0.028 (3)0.000 (2)0.0034 (19)0.005 (2)
C280.016 (2)0.026 (3)0.028 (3)0.006 (2)0.0002 (18)0.0055 (19)
N290.015 (2)0.020 (2)0.033 (2)0.0051 (16)0.0013 (16)0.0019 (16)
C300.023 (3)0.023 (3)0.033 (3)0.004 (2)0.004 (2)0.001 (2)
C310.019 (3)0.058 (4)0.035 (3)0.004 (3)0.005 (2)0.016 (3)
C320.016 (3)0.085 (5)0.052 (4)0.009 (3)0.003 (2)0.027 (3)
C330.027 (3)0.044 (3)0.041 (3)0.000 (2)0.001 (2)0.014 (3)
Cl340.0316 (8)0.0951 (15)0.0625 (11)0.0131 (9)0.0005 (7)0.0429 (10)
C350.024 (3)0.057 (4)0.031 (3)0.001 (3)0.004 (2)0.015 (3)
C360.023 (3)0.036 (3)0.037 (3)0.006 (2)0.008 (2)0.005 (2)
C370.026 (3)0.059 (4)0.024 (3)0.007 (3)0.003 (2)0.006 (2)
C380.034 (3)0.072 (4)0.024 (3)0.001 (3)0.005 (2)0.006 (3)
C390.033 (3)0.046 (3)0.029 (3)0.002 (3)0.002 (2)0.003 (2)
C400.027 (3)0.022 (2)0.025 (3)0.002 (2)0.004 (2)0.0011 (19)
C410.023 (3)0.023 (3)0.032 (3)0.000 (2)0.007 (2)0.006 (2)
N420.0166 (19)0.019 (2)0.030 (2)0.0015 (16)0.0022 (16)0.0000 (16)
C430.023 (3)0.037 (3)0.027 (3)0.007 (2)0.001 (2)0.003 (2)
C440.023 (3)0.035 (3)0.038 (3)0.011 (2)0.004 (2)0.008 (2)
C450.030 (3)0.052 (4)0.036 (3)0.006 (3)0.001 (2)0.015 (3)
C460.026 (3)0.063 (4)0.039 (3)0.006 (3)0.005 (2)0.016 (3)
Cl470.0286 (8)0.1210 (18)0.0519 (10)0.0128 (9)0.0058 (7)0.0383 (10)
C480.022 (3)0.089 (6)0.049 (4)0.003 (3)0.000 (3)0.027 (4)
C490.025 (3)0.062 (4)0.046 (4)0.002 (3)0.004 (3)0.020 (3)
S500.0311 (7)0.0359 (8)0.0325 (7)0.0011 (6)0.0001 (6)0.0014 (6)
O510.034 (2)0.058 (3)0.053 (3)0.010 (2)0.0136 (19)0.011 (2)
O520.049 (3)0.082 (4)0.053 (3)0.006 (3)0.017 (2)0.018 (3)
O530.073 (4)0.028 (3)0.128 (5)0.001 (3)0.020 (3)0.015 (3)
C540.065 (5)0.094 (7)0.046 (4)0.006 (5)0.009 (4)0.008 (4)
F550.121 (5)0.252 (9)0.042 (3)0.054 (6)0.006 (3)0.050 (4)
F560.061 (3)0.172 (6)0.099 (4)0.047 (4)0.029 (3)0.003 (4)
F570.133 (6)0.141 (6)0.117 (5)0.016 (5)0.050 (4)0.064 (5)
S580.0392 (9)0.0405 (9)0.0397 (8)0.0085 (7)0.0057 (6)0.0052 (6)
O590.055 (3)0.042 (3)0.056 (3)0.016 (2)0.017 (2)0.014 (2)
O600.165 (7)0.048 (3)0.056 (3)0.013 (4)0.033 (4)0.015 (2)
O610.047 (4)0.111 (6)0.267 (11)0.026 (4)0.058 (5)0.114 (7)
C620.066 (6)0.089 (7)0.058 (5)0.018 (5)0.004 (4)0.013 (4)
F630.132 (5)0.068 (4)0.109 (4)0.036 (4)0.003 (4)0.039 (3)
F640.233 (9)0.135 (6)0.039 (3)0.037 (6)0.044 (4)0.000 (3)
F650.093 (5)0.180 (8)0.170 (7)0.003 (5)0.048 (5)0.092 (6)
Geometric parameters (Å, º) top
Zn1—N22.021 (4)C28—H2810.928
Zn1—N52.242 (4)C28—N291.266 (6)
Zn1—N182.279 (4)N29—C301.410 (7)
Zn1—N262.019 (4)C30—C311.383 (7)
Zn1—N292.230 (4)C30—C361.383 (7)
Zn1—N422.278 (4)C31—H3110.930
N2—C31.331 (7)C31—C321.378 (8)
N2—C161.328 (7)C32—H3210.924
C3—C41.473 (7)C32—C331.377 (8)
C3—C131.370 (7)C33—Cl341.727 (6)
C4—H410.930C33—C351.363 (8)
C4—N51.268 (6)C35—H3510.924
N5—C61.418 (6)C35—C361.373 (8)
C6—C71.374 (7)C36—H3610.920
C6—C121.370 (7)C37—H3710.926
C7—H710.922C37—C381.377 (9)
C7—C81.373 (8)C38—H3810.934
C8—H810.932C38—C391.377 (8)
C8—C91.378 (8)C39—H3910.922
C9—Cl101.745 (6)C39—C401.383 (7)
C9—C111.360 (9)C40—C411.474 (7)
C11—H1110.926C41—H4110.922
C11—C121.373 (8)C41—N421.265 (6)
C12—H1210.925N42—C431.419 (6)
C13—H1310.919C43—C441.364 (7)
C13—C141.363 (8)C43—C491.373 (8)
C14—H1410.929C44—H4410.927
C14—C151.378 (8)C44—C451.390 (7)
C15—H1510.927C45—H4510.931
C15—C161.377 (7)C45—C461.359 (8)
C16—C171.477 (7)C46—Cl471.730 (6)
C17—H1710.947C46—C481.378 (8)
C17—N181.269 (6)C48—H4810.921
N18—C191.398 (7)C48—C491.393 (8)
C19—C201.394 (8)C49—H4910.927
C19—C251.367 (8)S50—O511.422 (4)
C20—H2010.932S50—O521.413 (5)
C20—C211.372 (9)S50—O531.414 (5)
C21—H2110.932S50—C541.796 (8)
C21—C221.382 (9)C54—F551.280 (10)
C22—Cl231.747 (6)C54—F561.315 (10)
C22—C241.362 (9)C54—F571.353 (11)
C24—H2410.938S58—O591.416 (5)
C24—C251.383 (8)S58—O601.419 (5)
C25—H2510.923S58—O611.387 (6)
N26—C271.338 (6)S58—C621.805 (9)
N26—C401.318 (7)C62—F631.313 (10)
C27—C281.464 (7)C62—F641.272 (10)
C27—C371.385 (7)C62—F651.318 (11)
N2—Zn1—N576.00 (16)C28—C27—C37124.3 (4)
N2—Zn1—N1875.00 (16)C27—C28—H281120.9
N5—Zn1—N18150.99 (15)C27—C28—N29118.8 (4)
N2—Zn1—N26174.16 (16)H281—C28—N29120.2
N5—Zn1—N26107.49 (15)Zn1—N29—C28111.6 (3)
N18—Zn1—N26101.47 (15)Zn1—N29—C30128.6 (3)
N2—Zn1—N29108.13 (16)C28—N29—C30119.8 (4)
N5—Zn1—N2994.73 (14)N29—C30—C31121.4 (5)
N18—Zn1—N2993.55 (14)N29—C30—C36119.5 (4)
N26—Zn1—N2976.53 (15)C31—C30—C36119.0 (5)
N2—Zn1—N42100.48 (15)C30—C31—H311118.9
N5—Zn1—N4293.77 (15)C30—C31—C32120.0 (5)
N18—Zn1—N4292.13 (14)H311—C31—C32121.0
N26—Zn1—N4274.82 (15)C31—C32—H321120.0
N29—Zn1—N42151.35 (15)C31—C32—C33119.7 (5)
Zn1—N2—C3119.7 (3)H321—C32—C33120.3
Zn1—N2—C16121.0 (3)C32—C33—Cl34118.6 (4)
C3—N2—C16119.2 (4)C32—C33—C35121.0 (5)
N2—C3—C4113.5 (4)Cl34—C33—C35120.4 (4)
N2—C3—C13121.5 (5)C33—C35—H351120.4
C4—C3—C13125.0 (5)C33—C35—C36119.3 (5)
C3—C4—H41119.8H351—C35—C36120.3
C3—C4—N5119.5 (4)C30—C36—C35121.0 (5)
H41—C4—N5119.7C30—C36—H361119.0
Zn1—N5—C4111.2 (3)C35—C36—H361120.0
Zn1—N5—C6127.7 (3)C27—C37—H371120.7
C4—N5—C6120.9 (4)C27—C37—C38118.3 (5)
N5—C6—C7121.6 (5)H371—C37—C38121.0
N5—C6—C12119.1 (5)C37—C38—H381119.4
C7—C6—C12119.2 (5)C37—C38—C39120.5 (5)
C6—C7—H71119.7H381—C38—C39120.1
C6—C7—C8120.5 (5)C38—C39—H391121.2
H71—C7—C8119.8C38—C39—C40117.7 (5)
C7—C8—H81120.4H391—C39—C40121.1
C7—C8—C9118.6 (6)C39—C40—N26122.1 (5)
H81—C8—C9120.9C39—C40—C41124.3 (5)
C8—C9—Cl10118.1 (5)N26—C40—C41113.5 (4)
C8—C9—C11121.9 (5)C40—C41—H411120.4
Cl10—C9—C11120.0 (4)C40—C41—N42119.1 (5)
C9—C11—H111120.0H411—C41—N42120.4
C9—C11—C12118.4 (5)Zn1—N42—C41111.1 (3)
H111—C11—C12121.5Zn1—N42—C43127.6 (3)
C11—C12—C6121.3 (5)C41—N42—C43120.6 (4)
C11—C12—H121119.2N42—C43—C44118.5 (5)
C6—C12—H121119.4N42—C43—C49121.0 (5)
C3—C13—H131120.5C44—C43—C49120.4 (5)
C3—C13—C14119.5 (5)C43—C44—H441120.9
H131—C13—C14119.9C43—C44—C45120.1 (5)
C13—C14—H141119.9H441—C44—C45118.9
C13—C14—C15119.3 (5)C44—C45—H451120.4
H141—C14—C15120.7C44—C45—C46119.4 (5)
C14—C15—H151120.0H451—C45—C46120.2
C14—C15—C16118.1 (5)C45—C46—Cl47119.5 (5)
H151—C15—C16121.9C45—C46—C48121.5 (5)
C15—C16—N2122.4 (5)Cl47—C46—C48119.0 (5)
C15—C16—C17124.1 (5)C46—C48—H481121.1
N2—C16—C17113.5 (4)C46—C48—C49118.7 (6)
C16—C17—H171120.2H481—C48—C49120.2
C16—C17—N18119.0 (4)C48—C49—C43120.0 (5)
H171—C17—N18120.7C48—C49—H491119.3
Zn1—N18—C17111.3 (3)C43—C49—H491120.7
Zn1—N18—C19127.9 (3)O51—S50—O52114.6 (3)
C17—N18—C19120.3 (4)O51—S50—O53116.0 (3)
N18—C19—C20121.4 (5)O52—S50—O53113.8 (4)
N18—C19—C25119.6 (5)O51—S50—C54105.1 (3)
C20—C19—C25119.1 (5)O52—S50—C54103.0 (4)
C19—C20—H201119.9O53—S50—C54102.1 (4)
C19—C20—C21120.1 (5)S50—C54—F55113.2 (7)
H201—C20—C21120.0S50—C54—F56111.3 (6)
C20—C21—H211121.1F55—C54—F56108.7 (8)
C20—C21—C22119.2 (6)S50—C54—F57109.1 (6)
H211—C21—C22119.7F55—C54—F57107.3 (8)
C21—C22—Cl23118.8 (5)F56—C54—F57107.0 (8)
C21—C22—C24121.7 (6)O59—S58—O60113.8 (3)
Cl23—C22—C24119.4 (5)O59—S58—O61115.8 (4)
C22—C24—H241120.5O60—S58—O61114.3 (6)
C22—C24—C25118.3 (5)O59—S58—C62105.7 (4)
H241—C24—C25121.2O60—S58—C62101.7 (4)
C24—C25—C19121.6 (5)O61—S58—C62103.4 (4)
C24—C25—H251119.7S58—C62—F63111.1 (6)
C19—C25—H251118.7S58—C62—F64113.4 (8)
Zn1—N26—C27118.3 (3)F63—C62—F64107.9 (7)
Zn1—N26—C40121.2 (3)S58—C62—F65109.8 (6)
C27—N26—C40120.4 (4)F63—C62—F65107.4 (9)
N26—C27—C28114.8 (4)F64—C62—F65106.9 (9)
N26—C27—C37121.0 (5)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C7—H71···O52i0.9222.5773.445 (8)157.33 (16)
C20—H201···O520.9322.5833.473 (8)159.65 (18)
C28—H281···O590.9282.5323.298 (8)140.05 (17)
C31—H311···O600.9302.5503.430 (8)157.8 (2)
C44—H441···O53i0.9272.5853.265 (8)130.61 (18)
C49—H491···O60ii0.9272.5973.461 (8)155.3 (2)
Symmetry codes: (i) x, y+1, z; (ii) x+1, y, z.
(L33) top
Crystal data top
C38H26Br4N6Zn·2(CF3O3S)Z = 2
Mr = 1249.80F(000) = 1224
Triclinic, P1Dx = 1.759 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 10.2631 (6) ÅCell parameters from 4171 reflections
b = 10.4481 (8) Åθ = 1.8–32.7°
c = 22.1315 (17) ŵ = 4.07 mm1
α = 83.959 (6)°T = 175 K
β = 88.508 (5)°Plate, yellow transparent
γ = 89.483 (5)°0.25 × 0.25 × 0.05 mm
V = 2359.1 (3) Å3
Data collection top
Agilent Technologies, Gemini
diffractometer
15623 independent reflections
Radiation source: Enhance (Mo) X-ray Source15623 reflections with I > 2.0σ(I)
Graphite monochromatorRint = 0.000
Detector resolution: 16.0143 pixels mm-1θmax = 32.9°, θmin = 1.9°
ω scansh = 1515
Absorption correction: multi-scan
CrysAlis PRO, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.
k = 1515
Tmin = 0.911, Tmax = 1.000l = 3233
39589 measured reflections
Refinement top
Refinement on FPrimary atom site location: Other
Least-squares matrix: fullHydrogen site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.092H-atom parameters constrained
wR(F2) = 0.093 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A0*T0(x) + A1*T1(x) ··· + An-1]*Tn-1(x)]
where Ai are the Chebychev coefficients listed below and x = F /Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)2]2 Ai are: 24.5 6.90 13.3 14.3
S = 1.12(Δ/σ)max = 0.0004020
15623 reflectionsΔρmax = 3.24 e Å3
587 parametersΔρmin = 1.45 e Å3
0 restraints
Crystal data top
C38H26Br4N6Zn·2(CF3O3S)γ = 89.483 (5)°
Mr = 1249.80V = 2359.1 (3) Å3
Triclinic, P1Z = 2
a = 10.2631 (6) ÅMo Kα radiation
b = 10.4481 (8) ŵ = 4.07 mm1
c = 22.1315 (17) ÅT = 175 K
α = 83.959 (6)°0.25 × 0.25 × 0.05 mm
β = 88.508 (5)°
Data collection top
Agilent Technologies, Gemini
diffractometer
15623 independent reflections
Absorption correction: multi-scan
CrysAlis PRO, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.
15623 reflections with I > 2.0σ(I)
Tmin = 0.911, Tmax = 1.000Rint = 0.000
39589 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0920 restraints
wR(F2) = 0.093H-atom parameters constrained
S = 1.12Δρmax = 3.24 e Å3
15623 reflectionsΔρmin = 1.45 e Å3
587 parameters
Special details top

Experimental. The crystal was placed in the cold stream of an Oxford Cryosystems open-flow nitrogen cryostat (Cosier & Glazer, 1986) with a nominal stability of 0.1 K. Cosier, J. & Glazer, A·M., 1986. J. Appl. Cryst. 105–107.

Refinement. RINT ANALYSIS FOR OVERLAPPED REFLECTIONS Components measured kept unique redundancy F2/sig(F2) Rint Rsigma —————————————————————————— 1,2 19108 18845 13908 1.35 9.35 0.062 0.132 RINT ANALYSIS FOR ISOLATED REFLECTIONS Component measured kept unique redundancy F2/sig(F2) Rint Rsigma —————————————————————————— 1 17548 17391 12898 1.35 8.48 0.059 0.139 2 17427 17267 12783 1.35 6.02 0.083 0.238

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Zn10.22569 (7)0.28049 (7)0.25101 (3)0.0236
N20.1976 (5)0.2655 (5)0.3425 (2)0.0212
C30.2470 (6)0.1630 (6)0.3764 (3)0.0241
C40.3209 (6)0.0737 (6)0.3411 (3)0.0242
H410.35620.00160.36050.0299*
N50.3335 (5)0.1002 (5)0.2837 (2)0.0234
C60.3975 (6)0.0113 (6)0.2483 (3)0.0249
C70.3898 (8)0.1195 (7)0.2625 (3)0.0375
H710.35090.15040.29930.0360*
C80.4524 (9)0.2015 (7)0.2263 (4)0.0508
H810.44000.28950.23340.0576*
C90.5208 (8)0.1529 (7)0.1750 (3)0.0370
Br100.59948 (10)0.26831 (8)0.12474 (4)0.0554
C110.5317 (9)0.0222 (7)0.1612 (3)0.0445
H1110.57800.00880.12620.0492*
C120.4708 (8)0.0603 (7)0.1976 (3)0.0367
H1210.48310.14860.19030.0402*
C130.2229 (9)0.1444 (7)0.4376 (3)0.0410
H1310.25290.07170.46120.0387*
H1410.12790.22550.50620.0387*
C140.1468 (9)0.2353 (7)0.4647 (3)0.0414
C150.0976 (8)0.3406 (7)0.4303 (3)0.0361
H1510.04770.40380.44680.0540*
C160.1273 (6)0.3523 (6)0.3689 (3)0.0258
C170.0832 (6)0.4612 (6)0.3250 (3)0.0228
H1710.03650.53090.33840.0286*
N180.1053 (5)0.4564 (5)0.2691 (2)0.0231
C190.0689 (6)0.5614 (6)0.2273 (3)0.0242
C200.0870 (9)0.6878 (7)0.2389 (3)0.0444
H2010.12020.70790.27560.0548*
C210.0519 (11)0.7879 (7)0.1953 (4)0.0576
H2110.06890.87230.20240.0607*
C220.0019 (8)0.7615 (7)0.1425 (3)0.0359
Br230.05427 (12)0.89712 (8)0.08547 (4)0.0630
C240.0246 (8)0.6356 (7)0.1309 (3)0.0386
H2410.05800.61800.09420.0395*
C250.0133 (7)0.5358 (6)0.1740 (3)0.0314
H2510.00650.45110.16860.0490*
N260.2246 (5)0.2895 (5)0.1586 (2)0.0210
C270.3214 (6)0.3558 (6)0.1282 (3)0.0245
C280.4163 (6)0.4133 (6)0.1658 (3)0.0241
H2810.48130.46620.14760.0274*
N290.4004 (5)0.3964 (5)0.2233 (2)0.0228
C300.4956 (6)0.4464 (6)0.2599 (3)0.0235
C310.6237 (7)0.4611 (8)0.2424 (3)0.0389
H3110.65410.43380.20610.0493*
C320.7112 (7)0.5125 (8)0.2797 (4)0.0433
H3210.79740.52440.26650.0551*
C330.6674 (7)0.5523 (8)0.3342 (3)0.0352
Br340.79101 (8)0.62348 (10)0.38345 (4)0.0580
C350.5431 (7)0.5357 (8)0.3534 (3)0.0417
H3510.51520.56290.39060.0451*
C360.4550 (7)0.4829 (7)0.3164 (3)0.0352
H3610.36980.47110.33030.0303*
C370.3264 (7)0.3659 (7)0.0644 (3)0.0332
H3710.39060.41300.04270.0463*
C380.2290 (8)0.3079 (8)0.0339 (3)0.0416
H3810.22720.31560.00830.0462*
C390.1324 (7)0.2429 (7)0.0671 (3)0.0334
H3910.07050.19790.04820.0663*
C400.1317 (6)0.2345 (6)0.1302 (3)0.0220
C410.0295 (7)0.1719 (6)0.1712 (3)0.0287
H4110.04370.13990.15500.0282*
N420.0435 (5)0.1671 (5)0.2271 (2)0.0245
C430.0572 (6)0.1167 (7)0.2688 (3)0.0285
C440.0239 (6)0.0328 (6)0.3181 (3)0.0267
H4410.06220.00730.32420.0369*
C450.1168 (7)0.0122 (8)0.3601 (4)0.0468
H4510.09390.06800.39380.0639*
C460.2442 (8)0.0323 (9)0.3523 (4)0.0456
Br470.37411 (9)0.03312 (13)0.40992 (4)0.0708
C480.2785 (8)0.1133 (9)0.3033 (4)0.0524
H4810.36440.14160.29870.0741*
C490.1835 (7)0.1587 (8)0.2614 (4)0.0455
H4910.20430.21750.22840.0612*
S500.17746 (17)0.72596 (17)0.42274 (8)0.0326
O510.0642 (5)0.6548 (6)0.4441 (3)0.0477
O520.2474 (6)0.6730 (7)0.3743 (3)0.0579
O530.1611 (8)0.8604 (6)0.4151 (4)0.0808
C540.2879 (10)0.7031 (10)0.4852 (4)0.0622
F550.2358 (7)0.7297 (9)0.5360 (3)0.1088
F560.3952 (6)0.7722 (9)0.4732 (3)0.1141
F570.3262 (8)0.5804 (9)0.4924 (4)0.1216
S580.72444 (19)0.34958 (17)0.07908 (9)0.0368
O590.6564 (6)0.4669 (5)0.0636 (2)0.0491
O600.6593 (10)0.2685 (7)0.1241 (4)0.1100
O610.8563 (8)0.3603 (11)0.0894 (7)0.1624
C620.7196 (12)0.2611 (12)0.0139 (5)0.0718
F630.7820 (8)0.1516 (6)0.0219 (3)0.1041
F640.7530 (14)0.3187 (8)0.0349 (3)0.1708
F650.5909 (11)0.2287 (11)0.0067 (5)0.1637
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Zn10.0298 (4)0.0218 (4)0.0193 (4)0.0011 (3)0.0025 (3)0.0032 (3)
N20.022 (3)0.019 (3)0.021 (3)0.001 (2)0.004 (2)0.001 (2)
C30.020 (3)0.017 (3)0.035 (4)0.000 (2)0.006 (3)0.001 (3)
C40.019 (3)0.019 (3)0.035 (4)0.002 (3)0.007 (3)0.000 (3)
N50.026 (3)0.018 (3)0.026 (3)0.005 (2)0.001 (2)0.007 (2)
C60.023 (3)0.031 (3)0.021 (3)0.011 (3)0.001 (3)0.005 (3)
C70.058 (5)0.024 (4)0.028 (4)0.003 (3)0.019 (3)0.003 (3)
C80.075 (6)0.013 (3)0.062 (5)0.004 (4)0.026 (5)0.004 (3)
C90.055 (5)0.021 (3)0.034 (4)0.007 (3)0.009 (3)0.001 (3)
Br100.0803 (7)0.0313 (4)0.0537 (5)0.0142 (4)0.0294 (5)0.0083 (4)
C110.070 (6)0.027 (4)0.033 (4)0.010 (4)0.025 (4)0.005 (3)
C120.057 (5)0.019 (3)0.032 (4)0.002 (3)0.012 (3)0.002 (3)
C130.079 (6)0.025 (4)0.020 (3)0.014 (4)0.015 (4)0.009 (3)
C140.074 (6)0.023 (4)0.025 (4)0.009 (4)0.005 (4)0.000 (3)
C150.056 (5)0.036 (4)0.014 (3)0.008 (3)0.010 (3)0.002 (3)
C160.030 (4)0.018 (3)0.030 (3)0.004 (3)0.001 (3)0.003 (3)
C170.020 (3)0.018 (3)0.029 (4)0.002 (3)0.001 (3)0.000 (2)
N180.026 (3)0.018 (3)0.026 (3)0.002 (2)0.003 (2)0.004 (2)
C190.023 (3)0.018 (3)0.032 (4)0.007 (3)0.004 (3)0.007 (3)
C200.071 (6)0.033 (4)0.030 (4)0.009 (4)0.011 (4)0.000 (3)
C210.108 (8)0.019 (4)0.048 (5)0.004 (4)0.017 (5)0.008 (3)
C220.055 (5)0.026 (4)0.027 (4)0.008 (3)0.011 (3)0.004 (3)
Br230.1178 (9)0.0264 (4)0.0452 (5)0.0097 (5)0.0272 (5)0.0005 (4)
C240.058 (5)0.021 (3)0.040 (4)0.007 (3)0.020 (4)0.015 (3)
C250.045 (4)0.017 (3)0.034 (4)0.004 (3)0.005 (3)0.007 (3)
N260.024 (3)0.020 (3)0.019 (3)0.003 (2)0.000 (2)0.003 (2)
C270.025 (3)0.020 (3)0.027 (3)0.002 (3)0.003 (3)0.008 (3)
C280.024 (3)0.013 (3)0.035 (4)0.002 (2)0.001 (3)0.001 (3)
N290.020 (3)0.018 (3)0.031 (3)0.003 (2)0.007 (2)0.002 (2)
C300.027 (3)0.016 (3)0.028 (3)0.005 (3)0.004 (3)0.005 (2)
C310.029 (4)0.055 (5)0.036 (4)0.003 (3)0.007 (3)0.023 (4)
C320.024 (4)0.055 (5)0.053 (5)0.008 (3)0.010 (3)0.020 (4)
C330.024 (4)0.051 (5)0.033 (4)0.006 (3)0.006 (3)0.017 (3)
Br340.0368 (4)0.0834 (7)0.0617 (6)0.0130 (4)0.0012 (4)0.0436 (5)
C350.042 (5)0.050 (5)0.037 (4)0.006 (4)0.011 (3)0.024 (4)
C360.031 (4)0.036 (4)0.039 (4)0.010 (3)0.007 (3)0.008 (3)
C370.035 (4)0.037 (4)0.026 (3)0.001 (3)0.001 (3)0.003 (3)
C380.051 (5)0.053 (5)0.021 (4)0.006 (4)0.003 (3)0.004 (3)
C390.033 (4)0.039 (4)0.030 (4)0.007 (3)0.000 (3)0.011 (3)
C400.022 (3)0.032 (3)0.013 (3)0.005 (3)0.004 (2)0.006 (2)
C410.032 (4)0.023 (3)0.031 (4)0.006 (3)0.007 (3)0.003 (3)
N420.034 (3)0.019 (3)0.021 (3)0.002 (2)0.001 (2)0.004 (2)
C430.019 (3)0.037 (4)0.028 (4)0.004 (3)0.006 (3)0.002 (3)
C440.017 (3)0.025 (3)0.037 (4)0.000 (3)0.010 (3)0.007 (3)
C450.034 (4)0.054 (5)0.046 (5)0.001 (4)0.001 (3)0.029 (4)
C460.034 (4)0.059 (5)0.041 (5)0.010 (4)0.002 (3)0.009 (4)
Br470.0345 (5)0.1172 (10)0.0518 (6)0.0135 (5)0.0035 (4)0.0320 (6)
C480.034 (4)0.064 (6)0.056 (5)0.000 (4)0.000 (4)0.011 (4)
C490.038 (4)0.053 (5)0.041 (5)0.009 (4)0.006 (3)0.018 (4)
S500.0338 (9)0.0312 (9)0.0325 (10)0.0018 (7)0.0000 (7)0.0022 (7)
O510.037 (3)0.061 (4)0.048 (3)0.010 (3)0.011 (2)0.025 (3)
O520.050 (4)0.076 (5)0.050 (4)0.005 (3)0.015 (3)0.020 (3)
O530.094 (5)0.023 (3)0.123 (7)0.001 (3)0.011 (5)0.004 (4)
C540.073 (7)0.062 (7)0.048 (6)0.018 (6)0.016 (5)0.013 (5)
F550.097 (5)0.197 (9)0.040 (3)0.049 (5)0.001 (3)0.043 (4)
F560.058 (4)0.188 (9)0.096 (5)0.065 (5)0.009 (4)0.006 (5)
F570.120 (6)0.130 (8)0.103 (6)0.028 (5)0.017 (5)0.046 (5)
S580.0465 (12)0.0292 (9)0.0353 (10)0.0105 (8)0.0024 (8)0.0073 (7)
O590.069 (4)0.033 (3)0.042 (3)0.017 (3)0.026 (3)0.003 (2)
O600.184 (10)0.038 (4)0.097 (6)0.030 (5)0.074 (6)0.024 (4)
O610.048 (5)0.151 (10)0.316 (17)0.030 (5)0.065 (7)0.139 (11)
C620.086 (8)0.083 (8)0.049 (6)0.042 (6)0.010 (5)0.020 (5)
F630.146 (7)0.069 (4)0.105 (5)0.066 (4)0.023 (5)0.044 (4)
F640.363 (17)0.091 (6)0.048 (4)0.083 (8)0.067 (7)0.016 (4)
F650.149 (8)0.180 (11)0.189 (11)0.043 (8)0.084 (8)0.128 (9)
Geometric parameters (Å, º) top
Zn1—N22.029 (5)C28—H2810.927
Zn1—N52.240 (5)C28—N291.273 (8)
Zn1—N182.270 (5)N29—C301.422 (8)
Zn1—N262.038 (5)C30—C311.367 (9)
Zn1—N292.210 (5)C30—C361.398 (9)
Zn1—N422.325 (5)C31—H3110.926
N2—C31.344 (8)C31—C321.384 (11)
N2—C161.327 (8)C32—H3210.930
C3—C41.470 (9)C32—C331.380 (10)
C3—C131.365 (10)C33—Br341.900 (7)
C4—H410.931C33—C351.341 (10)
C4—N51.275 (8)C35—H3510.936
N5—C61.422 (8)C35—C361.391 (10)
C6—C71.372 (9)C36—H3610.924
C6—C121.389 (9)C37—H3710.920
C7—H710.926C37—C381.398 (11)
C7—C81.378 (10)C38—H3810.928
C8—H810.926C38—C391.362 (10)
C8—C91.372 (11)C39—H3910.927
C9—Br101.887 (7)C39—C401.389 (9)
C9—C111.373 (10)C40—C411.480 (9)
C11—H1110.927C41—H4110.922
C11—C121.377 (10)C41—N421.244 (8)
C12—H1210.929N42—C431.433 (8)
C13—H1310.930C43—C441.374 (9)
C13—C141.399 (10)C43—C491.374 (10)
H141—C140.928C44—H4410.930
C14—C151.371 (10)C44—C451.366 (10)
C15—H1510.931C45—H4510.930
C15—C161.378 (9)C45—C461.392 (11)
C16—C171.492 (9)C46—Br471.902 (7)
C17—H1710.938C46—C481.356 (12)
C17—N181.258 (8)C48—H4810.932
N18—C191.413 (8)C48—C491.380 (11)
C19—C201.387 (10)C49—H4910.931
C19—C251.376 (9)S50—O511.428 (6)
C20—H2010.933S50—O521.432 (6)
C20—C211.398 (11)S50—O531.406 (6)
C21—H2110.931S50—C541.806 (9)
C21—C221.360 (11)C54—F551.288 (12)
C22—Br231.881 (7)C54—F561.327 (11)
C22—C241.389 (10)C54—F571.332 (13)
C24—H2410.927S58—O591.419 (6)
C24—C251.396 (10)S58—O601.399 (7)
C25—H2510.930S58—O611.385 (8)
N26—C271.341 (8)S58—C621.796 (10)
N26—C401.324 (8)C62—F631.304 (11)
C27—C281.469 (9)C62—F641.222 (13)
C27—C371.404 (9)C62—F651.383 (15)
N2—Zn1—N576.19 (19)C28—C27—C37124.7 (6)
N2—Zn1—N1874.96 (19)C27—C28—H281120.1
N5—Zn1—N18151.12 (19)C27—C28—N29118.2 (6)
N2—Zn1—N26171.3 (2)H281—C28—N29121.4
N5—Zn1—N26106.75 (19)Zn1—N29—C28112.1 (4)
N18—Zn1—N26101.98 (19)Zn1—N29—C30129.4 (4)
N2—Zn1—N29110.7 (2)C28—N29—C30118.4 (5)
N5—Zn1—N2996.14 (19)N29—C30—C31123.3 (6)
N18—Zn1—N2992.85 (18)N29—C30—C36117.9 (6)
N26—Zn1—N2977.3 (2)C31—C30—C36118.7 (6)
N2—Zn1—N4298.33 (19)C30—C31—H311120.5
N5—Zn1—N4292.62 (19)C30—C31—C32120.5 (6)
N18—Zn1—N4292.73 (18)H311—C31—C32118.9
N26—Zn1—N4273.55 (19)C31—C32—H321119.4
N29—Zn1—N42150.86 (19)C31—C32—C33119.5 (7)
Zn1—N2—C3118.9 (4)H321—C32—C33121.0
Zn1—N2—C16121.0 (4)C32—C33—Br34117.9 (5)
C3—N2—C16119.9 (5)C32—C33—C35121.3 (7)
N2—C3—C4114.1 (6)Br34—C33—C35120.8 (5)
N2—C3—C13121.0 (6)C33—C35—H351120.1
C4—C3—C13124.9 (6)C33—C35—C36119.5 (7)
C3—C4—H41120.3H351—C35—C36120.3
C3—C4—N5118.9 (6)C30—C36—C35120.4 (6)
H41—C4—N5120.8C30—C36—H361120.9
Zn1—N5—C4111.7 (4)C35—C36—H361118.7
Zn1—N5—C6128.1 (4)C27—C37—H371120.8
C4—N5—C6119.8 (5)C27—C37—C38119.2 (6)
N5—C6—C7122.6 (6)H371—C37—C38120.0
N5—C6—C12118.0 (6)C37—C38—H381121.5
C7—C6—C12119.4 (6)C37—C38—C39118.8 (7)
C6—C7—H71118.2H381—C38—C39119.7
C6—C7—C8120.4 (6)C38—C39—H391120.5
H71—C7—C8120.9C38—C39—C40120.2 (7)
C7—C8—H81120.4H391—C39—C40119.1
C7—C8—C9120.1 (7)C39—C40—N26120.5 (6)
H81—C8—C9119.0C39—C40—C41125.4 (6)
C8—C9—Br10119.0 (5)N26—C40—C41114.1 (5)
C8—C9—C11119.9 (7)C40—C41—H411119.5
Br10—C9—C11121.1 (5)C40—C41—N42118.7 (6)
C9—C11—H111118.7H411—C41—N42121.7
C9—C11—C12120.2 (7)Zn1—N42—C41111.9 (4)
H111—C11—C12121.1Zn1—N42—C43126.2 (4)
C6—C12—C11119.9 (6)C41—N42—C43120.9 (6)
C6—C12—H121119.2N42—C43—C44119.0 (6)
C11—C12—H121120.7N42—C43—C49120.0 (6)
C3—C13—H131121.8C44—C43—C49120.8 (6)
C3—C13—C14118.6 (7)C43—C44—H441121.0
H131—C13—C14119.6C43—C44—C45120.4 (6)
C13—C14—H141121.0H441—C44—C45118.6
C13—C14—C15120.4 (7)C44—C45—H451120.3
H141—C14—C15118.6C44—C45—C46118.1 (7)
C14—C15—H151122.8H451—C45—C46121.6
C14—C15—C16117.2 (6)C45—C46—Br47118.0 (6)
H151—C15—C16120.0C45—C46—C48122.0 (7)
C15—C16—N2122.9 (6)Br47—C46—C48119.8 (6)
C15—C16—C17124.2 (6)C46—C48—H481120.8
N2—C16—C17112.9 (6)C46—C48—C49119.2 (8)
C16—C17—H171121.0H481—C48—C49119.9
C16—C17—N18119.0 (6)C48—C49—C43119.4 (7)
H171—C17—N18120.0C48—C49—H491120.7
Zn1—N18—C17111.9 (4)C43—C49—H491120.0
Zn1—N18—C19128.1 (4)O51—S50—O52113.9 (3)
C17—N18—C19119.5 (5)O51—S50—O53115.3 (4)
N18—C19—C20121.8 (6)O52—S50—O53115.1 (5)
N18—C19—C25118.3 (5)O51—S50—C54104.4 (4)
C20—C19—C25119.9 (6)O52—S50—C54103.5 (5)
C19—C20—H201121.6O53—S50—C54102.5 (5)
C19—C20—C21119.3 (7)S50—C54—F55113.1 (8)
H201—C20—C21119.0S50—C54—F56111.0 (7)
C20—C21—H211118.9F55—C54—F56109.6 (9)
C20—C21—C22120.3 (7)S50—C54—F57109.1 (7)
H211—C21—C22120.8F55—C54—F57107.5 (8)
C21—C22—Br23119.8 (5)F56—C54—F57106.3 (10)
C21—C22—C24121.2 (7)O59—S58—O60112.7 (4)
Br23—C22—C24118.9 (5)O59—S58—O61116.0 (6)
C22—C24—H241120.8O60—S58—O61113.1 (8)
C22—C24—C25118.4 (6)O59—S58—C62106.5 (4)
H241—C24—C25120.6O60—S58—C62102.9 (6)
C24—C25—C19120.9 (6)O61—S58—C62104.0 (6)
C24—C25—H251119.9S58—C62—F63112.5 (7)
C19—C25—H251118.9S58—C62—F64116.6 (10)
Zn1—N26—C27116.6 (4)F63—C62—F64109.6 (9)
Zn1—N26—C40121.5 (4)S58—C62—F65107.2 (7)
C27—N26—C40121.9 (5)F63—C62—F65105.2 (11)
N26—C27—C28115.8 (6)F64—C62—F65104.7 (11)
N26—C27—C37119.5 (6)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C7—H71···O52i0.9262.5663.420 (11)153.5 (2)
C12—H121···O600.9292.5503.207 (11)128.0 (2)
C20—H201···O520.9332.5653.444 (11)157.2 (2)
C25—H251···O61ii0.9302.5423.225 (11)130.5 (3)
C28—H281···O590.9272.5503.311 (11)139.59 (19)
Symmetry codes: (i) x, y1, z; (ii) x1, y, z.
(L44) top
Crystal data top
C38H26I4N6Zn·2(CF3O3S)Z = 2
Mr = 1437.80F(000) = 1368
Triclinic, P1Dx = 1.870 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 13.3328 (9) ÅCell parameters from 3715 reflections
b = 14.3957 (9) Åθ = 3.0–32.5°
c = 14.6008 (9) ŵ = 3.05 mm1
α = 95.972 (5)°T = 175 K
β = 110.040 (6)°Plate, yellow
γ = 99.907 (5)°0.33 × 0.08 × 0.02 mm
V = 2552.9 (3) Å3
Data collection top
Xcalibur, Sapphire2, large Be window
diffractometer
16282 independent reflections
Radiation source: Enhance (Mo) X-ray Source6361 reflections with I > 2.0σ(I)
Graphite monochromatorRint = 0.118
Detector resolution: 8.4205 pixels mm-1θmax = 32.5°, θmin = 3.0°
ω scansh = 2017
Absorption correction: multi-scan
CrysAlis PRO, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.
k = 2121
Tmin = 0.875, Tmax = 1.000l = 021
34206 measured reflections
Refinement top
Refinement on FPrimary atom site location: Other
Least-squares matrix: fullHydrogen site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.096H-atom parameters constrained
wR(F2) = 0.083 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A0*T0(x) + A1*T1(x) ··· + An-1]*Tn-1(x)]
where Ai are the Chebychev coefficients listed below and x = F /Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)2]2 Ai are: 5.05 -3.59 2.70 0.274E-01 -0.931
S = 1.01(Δ/σ)max = 0.002
6361 reflectionsΔρmax = 2.87 e Å3
586 parametersΔρmin = 2.45 e Å3
41 restraints
Crystal data top
C38H26I4N6Zn·2(CF3O3S)γ = 99.907 (5)°
Mr = 1437.80V = 2552.9 (3) Å3
Triclinic, P1Z = 2
a = 13.3328 (9) ÅMo Kα radiation
b = 14.3957 (9) ŵ = 3.05 mm1
c = 14.6008 (9) ÅT = 175 K
α = 95.972 (5)°0.33 × 0.08 × 0.02 mm
β = 110.040 (6)°
Data collection top
Xcalibur, Sapphire2, large Be window
diffractometer
16282 independent reflections
Absorption correction: multi-scan
CrysAlis PRO, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.
6361 reflections with I > 2.0σ(I)
Tmin = 0.875, Tmax = 1.000Rint = 0.118
34206 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.09641 restraints
wR(F2) = 0.083H-atom parameters constrained
S = 1.01Δρmax = 2.87 e Å3
6361 reflectionsΔρmin = 2.45 e Å3
586 parameters
Special details top

Experimental. The crystal was placed in the cold stream of an Oxford Cryosystems open-flow nitrogen cryostat (Cosier & Glazer, 1986) with a nominal stability of 0.1 K. Cosier, J. & Glazer, A·M., 1986. J. Appl. Cryst. 105–107.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
I10.61607 (9)0.25626 (9)0.84602 (9)0.0645
C20.7566 (11)0.1612 (11)0.8536 (9)0.0401
C30.8417 (12)0.1934 (11)0.8393 (12)0.0515
C40.9356 (12)0.1293 (10)0.8461 (10)0.0464
C50.9423 (9)0.0324 (8)0.8628 (8)0.0247
N61.0318 (8)0.0375 (7)0.8639 (7)0.0275
Zn71.01975 (10)0.16612 (9)0.78235 (9)0.0228
N81.1816 (7)0.1623 (7)0.8320 (7)0.0272
C91.2523 (9)0.2263 (9)0.8079 (8)0.0306
C101.2005 (11)0.2954 (9)0.7519 (8)0.0331
N111.0975 (9)0.2883 (7)0.7284 (7)0.0339
C121.0474 (11)0.3601 (8)0.6838 (9)0.0319
C131.1030 (12)0.4572 (8)0.7139 (9)0.0388
C141.0503 (15)0.5254 (9)0.6729 (11)0.0531
C150.9463 (16)0.4995 (11)0.6023 (11)0.0575
I160.86466 (12)0.60619 (7)0.54554 (9)0.0669
C170.8884 (14)0.4032 (9)0.5721 (11)0.0471
C180.9420 (11)0.3352 (9)0.6151 (9)0.0407
H1810.90660.27020.59640.0509*
H1710.81660.38590.52440.0599*
H1411.08690.58990.69320.0682*
H1311.17470.47480.76050.0481*
H1011.24270.34520.73540.0371*
C191.3589 (9)0.2164 (12)0.8274 (9)0.0453
C201.3941 (11)0.1465 (14)0.8762 (10)0.0564
C211.3227 (10)0.0799 (12)0.9019 (9)0.0480
C221.2138 (9)0.0899 (9)0.8765 (9)0.0314
C231.1280 (9)0.0223 (9)0.8901 (8)0.0278
H2311.14320.03110.91870.0398*
H2111.34640.03090.93500.0530*
H2011.46590.13910.89150.0630*
H1911.40670.25970.80950.0492*
N240.9702 (8)0.2704 (6)0.8740 (7)0.0266
C251.0367 (9)0.3384 (9)0.9629 (9)0.0303
C261.1424 (14)0.3717 (12)0.9743 (10)0.0559
C271.2176 (14)0.4351 (11)1.0599 (10)0.0574
C281.1757 (14)0.4638 (9)1.1311 (9)0.0500
I291.28839 (12)0.55093 (8)1.26384 (8)0.0735
C301.0659 (14)0.4309 (10)1.1153 (10)0.0492
C310.9986 (12)0.3707 (10)1.0331 (10)0.0468
H3110.92540.34911.02420.0541*
H3011.03770.45131.16230.0580*
H2711.29060.45791.06750.0651*
H2611.16840.35080.92580.0608*
C320.8658 (11)0.2637 (9)0.8373 (9)0.0351
C330.7988 (10)0.1904 (8)0.7541 (9)0.0302
N340.8531 (7)0.1367 (6)0.7152 (6)0.0204
C350.7987 (8)0.0596 (8)0.6442 (8)0.0225
C360.6859 (11)0.0337 (10)0.6055 (11)0.0431
C370.6294 (11)0.0892 (11)0.6411 (11)0.0449
C380.6827 (11)0.1667 (11)0.7154 (10)0.0439
H3810.64420.20460.74050.0500*
H3710.55240.07340.61360.0560*
H3610.65060.02070.55710.0440*
C390.8705 (8)0.0047 (7)0.6121 (7)0.0198
N400.9744 (6)0.0396 (6)0.6474 (6)0.0202
C411.0459 (8)0.0138 (8)0.6288 (8)0.0261
C421.0284 (10)0.1129 (8)0.6209 (9)0.0330
C431.1084 (10)0.1597 (9)0.6134 (9)0.0364
C441.2051 (10)0.1083 (10)0.6141 (9)0.0350
I451.33135 (8)0.17699 (8)0.61103 (8)0.0550
C461.2230 (10)0.0108 (9)0.6191 (8)0.0312
C471.1434 (9)0.0369 (9)0.6278 (8)0.0284
H4711.15480.10350.63210.0310*
H4611.28830.02470.61750.0399*
H4311.09610.22650.60810.0429*
H4210.96200.14740.62080.0361*
H3910.83960.05340.56810.0252*
H3210.83450.30700.86400.0389*
C480.8555 (10)0.0006 (9)0.8768 (8)0.0314
C490.7643 (11)0.0627 (10)0.8714 (9)0.0362
H4910.70550.04050.87990.0401*
H4810.85930.06670.88970.0369*
H410.99420.15250.83820.0509*
H310.83760.25930.82660.0540*
S501.3657 (3)0.2384 (2)0.5699 (3)0.0390
O511.4047 (15)0.3221 (11)0.6440 (12)0.1161
O521.4016 (9)0.1544 (8)0.5882 (9)0.0644
O531.2505 (9)0.2237 (10)0.5242 (12)0.0895
C541.411 (2)0.2762 (15)0.4734 (18)0.0857
F551.5250 (11)0.2963 (12)0.5110 (13)0.1268
F561.3815 (13)0.3469 (11)0.4411 (12)0.1255
F571.3894 (19)0.2051 (12)0.4021 (11)0.1590
S580.7096 (3)0.1830 (3)0.9895 (2)0.0436
O590.6340 (9)0.0919 (8)0.9615 (9)0.0631
O600.8225 (8)0.1769 (8)1.0065 (8)0.0582
O610.6728 (9)0.2548 (8)0.9334 (8)0.0556
C620.7145 (15)0.226 (3)1.1093 (14)0.1334
F630.7790 (13)0.3101 (18)1.1488 (13)0.2006
F640.7523 (16)0.162 (2)1.1704 (9)0.1967
F650.6166 (11)0.2326 (14)1.1111 (9)0.1376
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
I10.0465 (6)0.0688 (7)0.0629 (7)0.0203 (5)0.0154 (5)0.0174 (5)
C20.036 (7)0.059 (9)0.029 (7)0.013 (6)0.011 (6)0.020 (6)
C30.048 (9)0.042 (8)0.061 (10)0.010 (7)0.013 (7)0.015 (7)
C40.041 (8)0.049 (8)0.049 (8)0.022 (7)0.013 (7)0.003 (7)
C50.027 (6)0.030 (6)0.021 (5)0.013 (5)0.009 (5)0.012 (5)
N60.038 (6)0.028 (5)0.024 (5)0.015 (4)0.016 (4)0.011 (4)
Zn70.0168 (6)0.0245 (6)0.0268 (7)0.0034 (5)0.0085 (5)0.0041 (5)
N80.019 (4)0.043 (6)0.022 (5)0.005 (4)0.013 (4)0.001 (4)
C90.014 (4)0.040 (7)0.023 (6)0.013 (5)0.001 (4)0.008 (5)
C100.044 (7)0.031 (6)0.023 (6)0.002 (5)0.018 (5)0.004 (5)
N110.040 (6)0.031 (5)0.025 (5)0.000 (4)0.011 (4)0.003 (4)
C120.048 (5)0.020 (4)0.029 (6)0.003 (4)0.022 (4)0.003 (4)
C130.052 (8)0.024 (5)0.033 (7)0.009 (5)0.017 (6)0.003 (5)
C140.099 (13)0.022 (5)0.043 (8)0.006 (7)0.033 (9)0.011 (6)
C150.114 (15)0.041 (8)0.033 (8)0.025 (9)0.042 (9)0.010 (6)
I160.1150 (10)0.0388 (5)0.0760 (8)0.0365 (6)0.0563 (7)0.0292 (5)
C170.071 (10)0.029 (7)0.051 (9)0.019 (7)0.028 (8)0.014 (6)
C180.053 (7)0.030 (6)0.033 (7)0.002 (6)0.010 (5)0.009 (5)
C190.014 (4)0.094 (9)0.024 (6)0.002 (5)0.009 (5)0.008 (6)
C200.024 (7)0.110 (12)0.038 (8)0.022 (8)0.012 (6)0.014 (7)
C210.022 (6)0.091 (10)0.027 (7)0.021 (7)0.002 (5)0.019 (7)
C220.018 (6)0.045 (7)0.031 (6)0.014 (5)0.006 (5)0.012 (5)
C230.018 (5)0.041 (7)0.025 (6)0.015 (5)0.000 (4)0.015 (5)
N240.032 (5)0.028 (5)0.025 (5)0.012 (4)0.017 (4)0.003 (4)
C250.024 (6)0.040 (7)0.032 (6)0.007 (5)0.015 (5)0.009 (5)
C260.073 (11)0.066 (10)0.027 (7)0.001 (8)0.025 (7)0.001 (7)
C270.056 (10)0.057 (9)0.030 (7)0.011 (8)0.005 (7)0.003 (7)
C280.088 (12)0.023 (6)0.025 (7)0.014 (7)0.005 (7)0.004 (5)
I290.1091 (10)0.0425 (6)0.0367 (5)0.0294 (6)0.0133 (5)0.0131 (4)
C300.078 (11)0.048 (8)0.036 (8)0.025 (8)0.033 (8)0.007 (6)
C310.045 (8)0.053 (8)0.035 (7)0.005 (7)0.017 (6)0.023 (6)
C320.047 (8)0.033 (6)0.036 (7)0.026 (6)0.020 (6)0.010 (5)
C330.034 (7)0.036 (6)0.035 (6)0.017 (5)0.025 (6)0.007 (5)
N340.023 (5)0.018 (4)0.022 (4)0.004 (4)0.010 (4)0.011 (3)
C350.012 (5)0.034 (6)0.019 (5)0.003 (4)0.003 (4)0.007 (5)
C360.034 (7)0.043 (8)0.053 (8)0.011 (6)0.015 (6)0.007 (6)
C370.023 (6)0.064 (9)0.047 (8)0.009 (6)0.012 (6)0.016 (7)
C380.042 (8)0.066 (9)0.047 (8)0.041 (7)0.027 (7)0.023 (7)
C390.024 (5)0.024 (5)0.013 (5)0.001 (4)0.010 (4)0.002 (4)
N400.008 (4)0.026 (5)0.030 (5)0.002 (3)0.011 (4)0.005 (4)
C410.015 (5)0.034 (6)0.029 (6)0.005 (4)0.007 (4)0.003 (5)
C420.032 (6)0.017 (5)0.046 (7)0.001 (5)0.015 (6)0.002 (5)
C430.037 (7)0.040 (7)0.028 (6)0.019 (6)0.003 (5)0.000 (5)
C440.032 (7)0.049 (8)0.029 (6)0.016 (6)0.015 (5)0.004 (6)
I450.0466 (6)0.0712 (7)0.0606 (6)0.0387 (5)0.0246 (5)0.0096 (5)
C460.034 (7)0.041 (7)0.019 (6)0.006 (5)0.011 (5)0.003 (5)
C470.028 (6)0.039 (6)0.019 (5)0.003 (5)0.012 (5)0.000 (5)
C480.039 (7)0.031 (6)0.029 (6)0.016 (5)0.012 (5)0.015 (5)
C490.041 (7)0.051 (8)0.029 (6)0.020 (6)0.019 (6)0.020 (6)
S500.0379 (18)0.0336 (16)0.0435 (19)0.0010 (14)0.0196 (15)0.0056 (14)
O510.148 (15)0.094 (11)0.091 (11)0.024 (10)0.061 (11)0.020 (9)
O520.058 (7)0.068 (7)0.099 (9)0.041 (6)0.048 (7)0.045 (7)
O530.036 (6)0.090 (9)0.171 (14)0.034 (6)0.048 (8)0.080 (10)
C540.128 (19)0.073 (13)0.120 (18)0.077 (13)0.089 (16)0.053 (13)
F550.089 (9)0.174 (15)0.175 (14)0.056 (10)0.096 (10)0.068 (12)
F560.165 (13)0.129 (11)0.188 (15)0.091 (11)0.145 (13)0.109 (11)
F570.31 (3)0.111 (11)0.087 (10)0.060 (14)0.112 (14)0.014 (9)
S580.0341 (18)0.069 (2)0.0345 (17)0.0271 (17)0.0133 (14)0.0098 (16)
O590.047 (6)0.064 (7)0.089 (9)0.026 (6)0.029 (6)0.026 (6)
O600.032 (5)0.078 (8)0.073 (7)0.028 (5)0.023 (5)0.013 (6)
O610.061 (7)0.064 (7)0.052 (6)0.032 (5)0.026 (5)0.010 (5)
C620.037 (10)0.31 (4)0.038 (10)0.091 (18)0.010 (8)0.026 (17)
F630.089 (10)0.30 (3)0.119 (13)0.058 (13)0.027 (9)0.152 (17)
F640.188 (17)0.41 (4)0.039 (7)0.19 (2)0.037 (9)0.052 (13)
F650.112 (10)0.28 (2)0.065 (7)0.110 (12)0.058 (7)0.012 (10)
Geometric parameters (Å, º) top
I1—C22.084 (14)C27—H2710.936
C2—C31.37 (2)C28—I292.107 (13)
C2—C491.394 (19)C28—C301.39 (2)
C3—C41.39 (2)C30—C311.33 (2)
C3—H310.937C30—H3010.933
C4—C51.372 (18)C31—H3110.930
C4—H410.937C32—C331.432 (17)
C5—N61.417 (15)C32—H3210.931
C5—C481.392 (16)C33—N341.353 (13)
N6—Zn72.303 (9)C33—C381.418 (18)
N6—C231.271 (14)N34—C351.342 (13)
Zn7—N82.041 (9)C35—C361.378 (16)
Zn7—N112.238 (10)C35—C391.501 (14)
Zn7—N242.239 (8)C36—C371.367 (19)
Zn7—N342.043 (9)C36—H3610.930
Zn7—N402.371 (9)C37—C381.37 (2)
N8—C91.363 (15)C37—H3710.940
N8—C221.339 (15)C38—H3810.937
C9—C101.468 (18)C39—N401.286 (12)
C9—C191.385 (17)C39—H3910.934
C10—N111.278 (16)N40—C411.400 (13)
C10—H1010.938C41—C421.391 (16)
N11—C121.421 (16)C41—C471.383 (16)
C12—C131.410 (16)C42—C431.383 (17)
C12—C181.377 (18)C42—H4210.937
C13—C141.37 (2)C43—C441.369 (18)
C13—H1310.936C43—H4310.938
C14—C151.37 (2)C44—I452.104 (12)
C14—H1410.936C44—C461.372 (18)
C15—I162.110 (16)C46—C471.393 (16)
C15—C171.41 (2)C46—H4610.940
C17—C181.387 (18)C47—H4710.935
C17—H1710.943C48—C491.362 (18)
C18—H1810.938C48—H4810.939
C19—C201.35 (2)C49—H4910.938
C19—H1910.936S50—O511.421 (14)
C20—C211.40 (2)S50—O521.392 (10)
C20—H2010.933S50—O531.417 (11)
C21—C221.407 (16)S50—C541.81 (2)
C21—H2110.935C54—F551.39 (3)
C22—C231.452 (17)C54—F561.235 (19)
C23—H2310.933C54—F571.30 (2)
N24—C251.440 (15)S58—O591.432 (12)
N24—C321.291 (15)S58—O601.460 (9)
C25—C261.354 (19)S58—O611.433 (11)
C25—C311.366 (17)S58—C621.769 (19)
C26—C271.41 (2)C62—F631.31 (4)
C26—H2610.935C62—F641.39 (4)
C27—C281.40 (2)C62—F651.336 (19)
I1—C2—C3121.3 (11)C28—C27—H271122.1
I1—C2—C49120.1 (10)C27—C28—I29116.7 (12)
C3—C2—C49118.6 (13)C27—C28—C30120.3 (12)
C2—C3—C4120.7 (14)I29—C28—C30122.8 (11)
C2—C3—H31119.8C28—C30—C31121.1 (13)
C4—C3—H31119.5C28—C30—H301120.2
C3—C4—C5120.3 (13)C31—C30—H301118.7
C3—C4—H41119.7C25—C31—C30120.5 (14)
C5—C4—H41120.0C25—C31—H311119.6
C4—C5—N6123.9 (11)C30—C31—H311119.8
C4—C5—C48119.1 (12)N24—C32—C33119.7 (10)
N6—C5—C48117.0 (10)N24—C32—H321120.0
C5—N6—Zn7125.8 (7)C33—C32—H321120.2
C5—N6—C23121.3 (10)C32—C33—N34115.6 (10)
Zn7—N6—C23110.7 (8)C32—C33—C38125.3 (10)
N6—Zn7—N874.8 (4)N34—C33—C38118.9 (11)
N6—Zn7—N11150.7 (4)C33—N34—Zn7117.2 (7)
N8—Zn7—N1175.9 (4)C33—N34—C35120.8 (9)
N6—Zn7—N24104.4 (3)Zn7—N34—C35121.5 (7)
N8—Zn7—N24116.4 (4)N34—C35—C36121.9 (10)
N11—Zn7—N2489.4 (4)N34—C35—C39114.5 (8)
N6—Zn7—N3497.5 (3)C36—C35—C39123.6 (10)
N8—Zn7—N34165.9 (4)C35—C36—C37118.2 (13)
N11—Zn7—N34111.0 (4)C35—C36—H361119.8
N24—Zn7—N3476.7 (3)C37—C36—H361122.0
N6—Zn7—N4079.6 (3)C36—C37—C38121.2 (12)
N8—Zn7—N4092.7 (3)C36—C37—H371118.8
N11—Zn7—N40101.1 (3)C38—C37—H371119.9
N24—Zn7—N40150.7 (3)C33—C38—C37118.9 (11)
N34—Zn7—N4074.1 (3)C33—C38—H381119.6
Zn7—N8—C9119.0 (8)C37—C38—H381121.5
Zn7—N8—C22119.3 (8)C35—C39—N40118.2 (9)
C9—N8—C22121.1 (10)C35—C39—H391120.0
N8—C9—C10113.5 (10)N40—C39—H391121.8
N8—C9—C19120.3 (12)Zn7—N40—C39109.9 (6)
C10—C9—C19125.9 (12)Zn7—N40—C41126.1 (6)
C9—C10—N11119.0 (11)C39—N40—C41120.3 (9)
C9—C10—H101120.4N40—C41—C42123.5 (10)
N11—C10—H101120.6N40—C41—C47117.0 (10)
Zn7—N11—C10112.5 (9)C42—C41—C47119.2 (10)
Zn7—N11—C12126.9 (8)C41—C42—C43120.2 (11)
C10—N11—C12120.1 (11)C41—C42—H421119.2
N11—C12—C13120.1 (12)C43—C42—H421120.6
N11—C12—C18119.7 (10)C42—C43—C44119.9 (12)
C13—C12—C18120.1 (12)C42—C43—H431119.8
C12—C13—C14118.7 (13)C44—C43—H431120.3
C12—C13—H131120.7C43—C44—I45120.5 (9)
C14—C13—H131120.6C43—C44—C46120.8 (11)
C13—C14—C15120.8 (13)I45—C44—C46118.6 (9)
C13—C14—H141118.8C44—C46—C47119.6 (12)
C15—C14—H141120.4C44—C46—H461121.4
C14—C15—I16119.9 (11)C47—C46—H461119.1
C14—C15—C17121.5 (14)C46—C47—C41120.2 (11)
I16—C15—C17118.4 (13)C46—C47—H471120.5
C15—C17—C18117.1 (15)C41—C47—H471119.3
C15—C17—H171121.3C5—C48—C49120.2 (11)
C18—C17—H171121.6C5—C48—H481120.3
C17—C18—C12121.8 (12)C49—C48—H481119.6
C17—C18—H181119.7C2—C49—C48121.0 (12)
C12—C18—H181118.5C2—C49—H491118.8
C9—C19—C20119.4 (13)C48—C49—H491120.2
C9—C19—H191120.0O51—S50—O52121.4 (10)
C20—C19—H191120.5O51—S50—O53108.5 (10)
C19—C20—C21121.1 (12)O52—S50—O53113.6 (7)
C19—C20—H201121.1O51—S50—C54103.1 (10)
C21—C20—H201117.7O52—S50—C54105.7 (7)
C20—C21—C22117.5 (13)O53—S50—C54102.0 (10)
C20—C21—H211121.5S50—C54—F55107.6 (15)
C22—C21—H211121.0S50—C54—F56116.4 (13)
C21—C22—N8120.5 (12)F55—C54—F56108 (2)
C21—C22—C23124.1 (11)S50—C54—F57111.2 (16)
N8—C22—C23115.3 (9)F55—C54—F57100.9 (17)
C22—C23—N6119.2 (10)F56—C54—F57111 (2)
C22—C23—H231120.7O59—S58—O60114.1 (6)
N6—C23—H231120.1O59—S58—O61115.2 (7)
Zn7—N24—C25129.5 (7)O60—S58—O61114.8 (7)
Zn7—N24—C32110.6 (7)O59—S58—C62103.4 (13)
C25—N24—C32119.9 (9)O60—S58—C62103.1 (7)
N24—C25—C26116.4 (11)O61—S58—C62104.0 (12)
N24—C25—C31123.9 (11)S58—C62—F63113 (2)
C26—C25—C31119.7 (12)S58—C62—F64108 (2)
C25—C26—C27122.2 (14)F63—C62—F64108.1 (17)
C25—C26—H261120.0S58—C62—F65112.9 (12)
C27—C26—H261117.8F63—C62—F65106 (2)
C26—C27—C28115.9 (15)F64—C62—F65107 (3)
C26—C27—H271121.9
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C23—H231···O60i0.9332.5043.44 (2)178.2 (3)
C21—H211···O59i0.9352.4343.34 (2)163.5 (4)
C20—H201···O59ii0.9332.3723.28 (2)163.1 (5)
C31—H311···O600.9302.5583.21 (2)127.9 (4)
C37—H371···O52iii0.9402.4353.20 (2)138.2 (5)
C36—H361···O52iv0.9302.5243.43 (2)164.4 (4)
C46—H461···O520.9402.3643.25 (2)156.3 (4)
C39—H391···O53iv0.9342.5413.46 (2)169.1 (4)
C48—H481···O600.9392.4393.19 (2)137.0 (4)
Symmetry codes: (i) x+2, y, z+2; (ii) x+1, y, z; (iii) x1, y, z; (iv) x+2, y, z+1.

Experimental details

(L11)(L22)(L33)(L44)
Crystal data
Chemical formulaC38H26F4N6Zn·2(CF3O3S)C38H26Cl4N6Zn·2(CF3O3S)C38H26Br4N6Zn·2(CF3O3S)C38H26I4N6Zn·2(CF3O3S)
Mr1006.201072.001249.801437.80
Crystal system, space groupTriclinic, P1Triclinic, P1Triclinic, P1Triclinic, P1
Temperature (K)175173175175
a, b, c (Å)10.0901 (2), 20.3099 (5), 22.3120 (4)10.2008 (6), 10.2790 (7), 21.6355 (14)10.2631 (6), 10.4481 (8), 22.1315 (17)13.3328 (9), 14.3957 (9), 14.6008 (9)
α, β, γ (°)65.5992 (19), 88.3686 (15), 89.7419 (17)93.942 (5), 91.113 (5), 90.349 (5)83.959 (6), 88.508 (5), 89.483 (5)95.972 (5), 110.040 (6), 99.907 (5)
V3)4162.14 (16)2262.7 (3)2359.1 (3)2552.9 (3)
Z4222
Radiation typeMo KαMo KαMo KαMo Kα
µ (mm1)0.790.954.073.05
Crystal size (mm)0.45 × 0.40 × 0.350.27 × 0.20 × 0.110.25 × 0.25 × 0.050.33 × 0.08 × 0.02
Data collection
DiffractometerXcalibur, Sapphire3
diffractometer
Oxford Diffraction Gemini
diffractometer
Agilent Technologies, Gemini
diffractometer
Xcalibur, Sapphire2, large Be window
diffractometer
Absorption correctionMulti-scan
CrysAlis PRO, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.
Multi-scan
CrysAlis, (Oxford Diffraction, 2002)
Multi-scan
CrysAlis PRO, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.
Multi-scan
CrysAlis PRO, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.
Tmin, Tmax0.961, 1.0000.87, 0.900.911, 1.0000.875, 1.000
No. of measured, independent and
observed [I > 2.0σ(I)] reflections
141022, 34206, 26890 36933, 26870, 13640 39589, 15623, 15623 34206, 16282, 6361
Rint0.0250.0000.0000.118
(sin θ/λ)max1)0.8020.6760.7650.756
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.053, 0.054, 1.06 0.110, 0.097, 0.98 0.092, 0.093, 1.12 0.096, 0.083, 1.01
No. of reflections2689013640156236361
No. of parameters1171588587586
No. of restraints00041
H-atom treatmentH-atom parameters constrainedH-atom parameters constrainedH-atom parameters constrainedH-atom parameters constrained
Δρmax, Δρmin (e Å3)3.04, 1.402.63, 1.083.24, 1.452.87, 2.45

Computer programs: CrysAlis PRO, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31), Gemini, (Oxford Diffraction, 2006), CrysAlis, (Oxford Diffraction, 2002), Superflip (Palatinus & Chapuis, 2007), CRYSTALS (Betteridge et al., 2003), CAMERON (Watkin et al., 1996).

Selected geometric parameters (Å, º) for (L11) top
Zn1—N22.0370 (12)Zn101—N1022.0362 (12)
Zn1—N52.2363 (13)Zn101—N1052.2529 (13)
Zn1—N182.2427 (13)Zn101—N1182.2808 (13)
Zn1—N262.0284 (11)Zn101—N1262.0363 (12)
Zn1—N292.2534 (12)Zn101—N1292.2104 (13)
Zn1—N422.2721 (12)Zn101—N1422.2919 (13)
N2—C31.3354 (19)N102—C1031.3345 (19)
N2—C161.3350 (19)N102—C1161.3342 (19)
C3—C41.467 (2)C103—C1041.474 (2)
C3—C131.393 (2)C103—C1131.390 (2)
C4—N51.2859 (18)C104—N1051.2833 (19)
N5—C61.4187 (19)N105—C1061.4220 (19)
C6—C71.391 (2)C106—C1071.380 (2)
C6—C121.391 (2)C106—C1121.389 (2)
C7—C81.391 (2)C107—C1081.382 (3)
C8—C91.374 (3)C108—C1091.366 (3)
C9—F101.355 (2)C109—F1101.352 (2)
C9—C111.374 (3)C109—C1111.367 (3)
C11—C121.387 (2)C111—C1121.387 (3)
C13—C141.385 (3)C113—C1141.393 (3)
C14—C151.391 (3)C114—C1151.391 (3)
C15—C161.389 (2)C115—C1161.391 (2)
C16—C171.472 (2)C116—C1171.470 (2)
C17—N181.2839 (18)C117—N1181.2856 (19)
N18—C431.4197 (19)N118—C1191.4221 (19)
C19—C201.391 (2)C119—C1201.391 (2)
C19—C251.388 (2)C119—C1251.392 (2)
C19—N421.4208 (18)C120—C1211.387 (2)
C20—C211.387 (2)C121—C1221.373 (2)
C21—C221.374 (3)C122—F1231.356 (2)
C22—F231.354 (2)C122—C1241.373 (3)
C22—C241.375 (3)C124—C1251.387 (2)
C24—C251.388 (3)N126—C1271.3325 (19)
N26—C271.3359 (18)N126—C1401.333 (2)
N26—C401.3321 (18)C127—C1281.468 (2)
C27—C281.469 (2)C127—C1371.393 (2)
C27—C371.394 (2)C128—N1291.2837 (19)
C28—N291.2857 (18)N129—C1301.418 (2)
N29—C301.4220 (19)C130—C1311.394 (2)
C30—C311.391 (2)C130—C1361.392 (2)
C30—C361.391 (2)C131—C1321.383 (3)
C31—C321.384 (3)C132—C1331.372 (3)
C32—C331.373 (3)C133—F1341.347 (2)
C33—F341.352 (2)C133—C1351.375 (3)
C33—C351.371 (3)C135—C1361.384 (3)
C35—C361.388 (2)C137—C1381.391 (3)
C37—C381.388 (3)C138—C1391.386 (3)
C38—C391.389 (2)C139—C1401.389 (2)
C39—C401.3901 (19)C140—C1411.474 (2)
C40—C411.476 (2)C141—N1421.280 (2)
C41—N421.2822 (17)N142—C1431.4214 (19)
C43—C441.383 (2)C143—C1441.391 (2)
C43—C491.394 (2)C143—C1491.393 (2)
C44—C451.382 (3)C144—C1451.388 (3)
C45—C461.378 (3)C145—C1461.374 (3)
C46—F471.356 (2)C146—F1471.353 (2)
C46—C481.368 (3)C146—C1481.371 (3)
C48—C491.387 (2)C148—C1491.390 (2)
S50—O511.450 (2)S150—O1511.4201 (16)
S50—O521.4253 (19)S150—O1521.438 (3)
S50—O531.4219 (17)S150—O1531.409 (2)
S50—C541.812 (2)S150—C1541.810 (2)
C54—F551.338 (4)C154—F1551.292 (4)
C54—F561.306 (4)C154—F1561.309 (4)
C54—F571.323 (3)C154—F1571.318 (3)
S58—O591.4250 (17)S158—O1591.405 (3)
S58—O601.4478 (18)S158—O1601.422 (2)
S58—O611.4316 (17)S158—O1611.411 (3)
S58—C621.820 (2)S158—C1621.795 (3)
C62—F631.334 (3)C162—F1631.356 (6)
C62—F641.314 (3)C162—F1641.266 (6)
C62—F651.332 (3)C162—F1651.315 (4)
N2—Zn1—N575.61 (5)N102—Zn101—N10575.82 (5)
N2—Zn1—N1875.73 (5)N102—Zn101—N11875.25 (5)
N5—Zn1—N18151.30 (4)N105—Zn101—N118151.02 (5)
N2—Zn1—N26175.64 (5)N102—Zn101—N126169.75 (5)
N5—Zn1—N26102.42 (5)N105—Zn101—N126104.64 (5)
N18—Zn1—N26106.08 (5)N118—Zn101—N126104.12 (5)
N2—Zn1—N29107.89 (5)N102—Zn101—N129113.73 (5)
N5—Zn1—N2996.61 (5)N105—Zn101—N12994.87 (5)
N18—Zn1—N2993.49 (5)N118—Zn101—N12995.15 (5)
N26—Zn1—N2976.10 (5)N126—Zn101—N12976.51 (5)
N2—Zn1—N42100.89 (5)N102—Zn101—N14295.39 (5)
N5—Zn1—N4290.93 (5)N105—Zn101—N14295.23 (5)
N18—Zn1—N4293.02 (5)N118—Zn101—N14289.11 (5)
N26—Zn1—N4275.15 (5)N126—Zn101—N14274.37 (5)
N29—Zn1—N42151.22 (4)N129—Zn101—N142150.72 (5)
Zn1—N2—C3119.43 (10)Zn101—N102—C103119.35 (10)
Zn1—N2—C16119.53 (10)Zn101—N102—C116119.68 (10)
C3—N2—C16121.02 (12)C103—N102—C116120.70 (12)
N2—C3—C4114.29 (12)N102—C103—C104114.59 (12)
N2—C3—C13121.31 (14)N102—C103—C113121.58 (14)
C4—C3—C13124.36 (14)C104—C103—C113123.79 (14)
C3—C4—N5117.98 (13)C103—C104—N105118.38 (13)
Zn1—N5—C4112.42 (10)Zn101—N105—C104111.82 (10)
Zn1—N5—C6126.25 (9)Zn101—N105—C106128.88 (10)
C4—N5—C6119.97 (13)C104—N105—C106119.04 (13)
N5—C6—C7120.39 (13)N105—C106—C107121.17 (15)
N5—C6—C12119.10 (14)N105—C106—C112119.25 (14)
C7—C6—C12120.39 (15)C107—C106—C112119.56 (16)
C6—C7—C8119.76 (15)C106—C107—C108120.06 (19)
C7—C8—C9118.46 (17)C107—C108—C109119.0 (2)
C8—C9—F10117.88 (18)C108—C109—F110118.7 (2)
C8—C9—C11122.85 (16)C108—C109—C111122.66 (19)
F10—C9—C11119.25 (17)F110—C109—C111118.6 (2)
C9—C11—C12118.59 (16)C109—C111—C112118.06 (18)
C6—C12—C11119.81 (16)C106—C112—C111120.60 (17)
C3—C13—C14118.07 (15)C103—C113—C114118.03 (15)
C13—C14—C15120.18 (14)C113—C114—C115120.08 (14)
C14—C15—C16118.35 (15)C114—C115—C116118.09 (15)
C15—C16—N2121.06 (14)C115—C116—N102121.50 (14)
C15—C16—C17124.73 (14)C115—C116—C117123.51 (14)
N2—C16—C17114.21 (12)N102—C116—C117114.98 (12)
C16—C17—N18118.42 (13)C116—C117—N118118.22 (13)
Zn1—N18—C17112.10 (10)Zn101—N118—C117111.48 (10)
Zn1—N18—C43127.46 (9)Zn101—N118—C119129.75 (9)
C17—N18—C43120.20 (13)C117—N118—C119118.71 (13)
C20—C19—C25120.39 (14)N118—C119—C120121.18 (13)
C20—C19—N42118.80 (13)N118—C119—C125118.77 (14)
C25—C19—N42120.78 (13)C120—C119—C125120.05 (14)
C19—C20—C21120.30 (14)C119—C120—C121119.54 (15)
C20—C21—C22118.11 (15)C120—C121—C122118.94 (16)
C21—C22—F23118.88 (17)C121—C122—F123117.96 (16)
C21—C22—C24122.75 (16)C121—C122—C124122.98 (16)
F23—C22—C24118.37 (17)F123—C122—C124119.06 (16)
C22—C24—C25119.03 (17)C122—C124—C125117.96 (16)
C24—C25—C19119.36 (16)C119—C125—C124120.51 (15)
Zn1—N26—C27119.15 (10)Zn101—N126—C127118.24 (10)
Zn1—N26—C40120.35 (9)Zn101—N126—C140121.16 (10)
C27—N26—C40120.50 (12)C127—N126—C140120.60 (13)
N26—C27—C28114.80 (12)N126—C127—C128114.76 (13)
N26—C27—C37121.46 (14)N126—C127—C137121.72 (15)
C28—C27—C37123.74 (14)C128—C127—C137123.50 (14)
C27—C28—N29118.51 (13)C127—C128—N129118.11 (13)
Zn1—N29—C28111.31 (10)Zn101—N129—C128112.32 (11)
Zn1—N29—C30129.37 (9)Zn101—N129—C130127.91 (10)
C28—N29—C30119.32 (13)C128—N129—C130119.77 (13)
N29—C30—C31122.06 (14)N129—C130—C131122.23 (15)
N29—C30—C36118.26 (13)N129—C130—C136117.81 (14)
C31—C30—C36119.68 (14)C131—C130—C136119.94 (16)
C30—C31—C32119.64 (16)C130—C131—C132119.40 (18)
C31—C32—C33119.09 (17)C131—C132—C133119.25 (18)
C32—C33—F34118.02 (17)C132—C133—F134118.38 (19)
C32—C33—C35123.02 (17)C132—C133—C135122.77 (19)
F34—C33—C35118.96 (17)F134—C133—C135118.8 (2)
C33—C35—C36117.63 (16)C133—C135—C136118.01 (18)
C30—C36—C35120.93 (15)C130—C136—C135120.61 (16)
C27—C37—C38118.21 (15)C127—C137—C138117.79 (16)
C37—C38—C39119.91 (14)C137—C138—C139120.08 (15)
C38—C39—C40118.30 (15)C138—C139—C140118.42 (17)
C39—C40—N26121.61 (14)C139—C140—N126121.36 (15)
C39—C40—C41123.89 (13)C139—C140—C141124.48 (15)
N26—C40—C41114.46 (12)N126—C140—C141114.04 (13)
C40—C41—N42117.90 (13)C140—C141—N142118.03 (14)
Zn1—N42—C19128.06 (9)Zn101—N142—C141112.10 (10)
Zn1—N42—C41111.99 (10)Zn101—N142—C143126.88 (10)
C19—N42—C41119.34 (12)C141—N142—C143119.44 (13)
N18—C43—C44121.64 (14)N142—C143—C144119.26 (14)
N18—C43—C49118.57 (13)N142—C143—C149120.13 (14)
C44—C43—C49119.79 (15)C144—C143—C149120.51 (15)
C43—C44—C45119.75 (16)C143—C144—C145119.60 (17)
C44—C45—C46119.16 (18)C144—C145—C146118.74 (17)
C45—C46—F47118.13 (18)C145—C146—F147119.10 (18)
C45—C46—C48122.70 (18)C145—C146—C148122.82 (17)
F47—C46—C48119.17 (17)F147—C146—C148118.08 (19)
C46—C48—C49117.84 (16)C146—C148—C149118.73 (18)
C43—C49—C48120.77 (15)C143—C149—C148119.57 (16)
O51—S50—O52115.18 (15)O151—S150—O152111.38 (15)
O51—S50—O53112.34 (12)O151—S150—O153115.99 (19)
O52—S50—O53116.86 (13)O152—S150—O153115.9 (3)
O51—S50—C54101.18 (13)O151—S150—C154105.43 (13)
O52—S50—C54103.22 (13)O152—S150—C154102.77 (15)
O53—S50—C54105.75 (15)O153—S150—C154103.47 (14)
S50—C54—F55109.65 (19)S150—C154—F155113.0 (2)
S50—C54—F56113.1 (2)S150—C154—F156111.8 (2)
F55—C54—F56107.7 (3)F155—C154—F156107.3 (3)
S50—C54—F57111.7 (2)S150—C154—F157110.31 (19)
F55—C54—F57107.4 (3)F155—C154—F157108.3 (3)
F56—C54—F57107.0 (3)F156—C154—F157105.8 (3)
O59—S58—O60113.39 (12)O159—S158—O160114.31 (17)
O59—S58—O61116.35 (12)O159—S158—O161117.6 (3)
O60—S58—O61115.19 (14)O160—S158—O161111.8 (2)
O59—S58—C62105.29 (13)O159—S158—C162103.76 (16)
O60—S58—C62101.34 (11)O160—S158—C162103.2 (2)
O61—S58—C62102.81 (11)O161—S158—C162104.1 (2)
S58—C62—F63109.96 (16)S158—C162—F163107.7 (3)
S58—C62—F64112.8 (2)S158—C162—F164114.7 (4)
F63—C62—F64108.7 (2)F163—C162—F164107.1 (4)
S58—C62—F65110.96 (17)S158—C162—F165114.2 (2)
F63—C62—F65107.3 (2)F163—C162—F165104.0 (4)
F64—C62—F65106.9 (2)F164—C162—F165108.3 (4)
Hydrogen-bond geometry (Å, º) for (L11) top
D—H···AD—HH···AD···AD—H···A
C7—H71···O1520.9442.5553.412 (3)151.13 (8)
C12—H121···O60i0.9362.5423.342 (3)143.60 (6)
C25—H251···O60ii0.9352.3783.240 (3)153.23 (7)
C31—H311···O60i0.9372.5693.393 (3)146.86 (6)
C37—H371···O59i0.9412.5433.329 (3)141.21 (6)
C44—H441···O51iii0.9292.3513.238 (3)159.66 (7)
C107—H1071···O510.9422.4883.393 (3)161.36 (7)
C115—H1151···O151iv0.9292.5843.220 (3)126.11 (6)
C120—H1201···O1520.9272.5443.386 (3)151.14 (8)
C128—H1281···O160v0.9352.4063.196 (3)142.07 (7)
C144—H1441···O510.9452.4983.333 (3)147.27 (6)
C149—H1491···O1610.9322.5003.318 (3)146.68 (9)
Symmetry codes: (i) x+2, y+1, z+1; (ii) x+1, y+1, z+1; (iii) x, y+1, z; (iv) x+1, y+1, z; (v) x+1, y, z.
Selected geometric parameters (Å, º) for (L22) top
Zn1—N22.021 (4)C28—N291.266 (6)
Zn1—N52.242 (4)N29—C301.410 (7)
Zn1—N182.279 (4)C30—C311.383 (7)
Zn1—N262.019 (4)C30—C361.383 (7)
Zn1—N292.230 (4)C31—C321.378 (8)
Zn1—N422.278 (4)C32—C331.377 (8)
N2—C31.331 (7)C33—Cl341.727 (6)
N2—C161.328 (7)C33—C351.363 (8)
C3—C41.473 (7)C35—C361.373 (8)
C3—C131.370 (7)C37—C381.377 (9)
C4—N51.268 (6)C38—C391.377 (8)
N5—C61.418 (6)C39—C401.383 (7)
C6—C71.374 (7)C40—C411.474 (7)
C6—C121.370 (7)C41—N421.265 (6)
C7—C81.373 (8)N42—C431.419 (6)
C8—C91.378 (8)C43—C441.364 (7)
C9—Cl101.745 (6)C43—C491.373 (8)
C9—C111.360 (9)C44—C451.390 (7)
C11—C121.373 (8)C45—C461.359 (8)
C13—C141.363 (8)C46—Cl471.730 (6)
C14—C151.378 (8)C46—C481.378 (8)
C15—C161.377 (7)C48—C491.393 (8)
C16—C171.477 (7)S50—O511.422 (4)
C17—N181.269 (6)S50—O521.413 (5)
N18—C191.398 (7)S50—O531.414 (5)
C19—C201.394 (8)S50—C541.796 (8)
C19—C251.367 (8)C54—F551.280 (10)
C20—C211.372 (9)C54—F561.315 (10)
C21—C221.382 (9)C54—F571.353 (11)
C22—Cl231.747 (6)S58—O591.416 (5)
C22—C241.362 (9)S58—O601.419 (5)
C24—C251.383 (8)S58—O611.387 (6)
N26—C271.338 (6)S58—C621.805 (9)
N26—C401.318 (7)C62—F631.313 (10)
C27—C281.464 (7)C62—F641.272 (10)
C27—C371.385 (7)C62—F651.318 (11)
N2—Zn1—N576.00 (16)C28—C27—C37124.3 (4)
N2—Zn1—N1875.00 (16)C27—C28—N29118.8 (4)
N5—Zn1—N18150.99 (15)Zn1—N29—C28111.6 (3)
N2—Zn1—N26174.16 (16)Zn1—N29—C30128.6 (3)
N5—Zn1—N26107.49 (15)C28—N29—C30119.8 (4)
N18—Zn1—N26101.47 (15)N29—C30—C31121.4 (5)
N2—Zn1—N29108.13 (16)N29—C30—C36119.5 (4)
N5—Zn1—N2994.73 (14)C31—C30—C36119.0 (5)
N18—Zn1—N2993.55 (14)C30—C31—C32120.0 (5)
N26—Zn1—N2976.53 (15)C31—C32—C33119.7 (5)
N2—Zn1—N42100.48 (15)C32—C33—Cl34118.6 (4)
N5—Zn1—N4293.77 (15)C32—C33—C35121.0 (5)
N18—Zn1—N4292.13 (14)Cl34—C33—C35120.4 (4)
N26—Zn1—N4274.82 (15)C33—C35—C36119.3 (5)
N29—Zn1—N42151.35 (15)C30—C36—C35121.0 (5)
Zn1—N2—C3119.7 (3)C27—C37—C38118.3 (5)
Zn1—N2—C16121.0 (3)C37—C38—C39120.5 (5)
C3—N2—C16119.2 (4)C38—C39—C40117.7 (5)
N2—C3—C4113.5 (4)C39—C40—N26122.1 (5)
N2—C3—C13121.5 (5)C39—C40—C41124.3 (5)
C4—C3—C13125.0 (5)N26—C40—C41113.5 (4)
C3—C4—N5119.5 (4)C40—C41—N42119.1 (5)
Zn1—N5—C4111.2 (3)Zn1—N42—C41111.1 (3)
Zn1—N5—C6127.7 (3)Zn1—N42—C43127.6 (3)
C4—N5—C6120.9 (4)C41—N42—C43120.6 (4)
N5—C6—C7121.6 (5)N42—C43—C44118.5 (5)
N5—C6—C12119.1 (5)N42—C43—C49121.0 (5)
C7—C6—C12119.2 (5)C44—C43—C49120.4 (5)
C6—C7—C8120.5 (5)C43—C44—C45120.1 (5)
C7—C8—C9118.6 (6)C44—C45—C46119.4 (5)
C8—C9—Cl10118.1 (5)C45—C46—Cl47119.5 (5)
C8—C9—C11121.9 (5)C45—C46—C48121.5 (5)
Cl10—C9—C11120.0 (4)Cl47—C46—C48119.0 (5)
C9—C11—C12118.4 (5)C46—C48—C49118.7 (6)
C11—C12—C6121.3 (5)C48—C49—C43120.0 (5)
C3—C13—C14119.5 (5)O51—S50—O52114.6 (3)
C13—C14—C15119.3 (5)O51—S50—O53116.0 (3)
C14—C15—C16118.1 (5)O52—S50—O53113.8 (4)
C15—C16—N2122.4 (5)O51—S50—C54105.1 (3)
C15—C16—C17124.1 (5)O52—S50—C54103.0 (4)
N2—C16—C17113.5 (4)O53—S50—C54102.1 (4)
C16—C17—N18119.0 (4)S50—C54—F55113.2 (7)
Zn1—N18—C17111.3 (3)S50—C54—F56111.3 (6)
Zn1—N18—C19127.9 (3)F55—C54—F56108.7 (8)
C17—N18—C19120.3 (4)S50—C54—F57109.1 (6)
N18—C19—C20121.4 (5)F55—C54—F57107.3 (8)
N18—C19—C25119.6 (5)F56—C54—F57107.0 (8)
C20—C19—C25119.1 (5)O59—S58—O60113.8 (3)
C19—C20—C21120.1 (5)O59—S58—O61115.8 (4)
C20—C21—C22119.2 (6)O60—S58—O61114.3 (6)
C21—C22—Cl23118.8 (5)O59—S58—C62105.7 (4)
C21—C22—C24121.7 (6)O60—S58—C62101.7 (4)
Cl23—C22—C24119.4 (5)O61—S58—C62103.4 (4)
C22—C24—C25118.3 (5)S58—C62—F63111.1 (6)
C24—C25—C19121.6 (5)S58—C62—F64113.4 (8)
Zn1—N26—C27118.3 (3)F63—C62—F64107.9 (7)
Zn1—N26—C40121.2 (3)S58—C62—F65109.8 (6)
C27—N26—C40120.4 (4)F63—C62—F65107.4 (9)
N26—C27—C28114.8 (4)F64—C62—F65106.9 (9)
N26—C27—C37121.0 (5)
Hydrogen-bond geometry (Å, º) for (L22) top
D—H···AD—HH···AD···AD—H···A
C7—H71···O52i0.9222.5773.445 (8)157.33 (16)
C20—H201···O520.9322.5833.473 (8)159.65 (18)
C28—H281···O590.9282.5323.298 (8)140.05 (17)
C31—H311···O600.9302.5503.430 (8)157.8 (2)
C44—H441···O53i0.9272.5853.265 (8)130.61 (18)
C49—H491···O60ii0.9272.5973.461 (8)155.3 (2)
Symmetry codes: (i) x, y+1, z; (ii) x+1, y, z.
Selected geometric parameters (Å, º) for (L33) top
Zn1—N22.029 (5)C28—N291.273 (8)
Zn1—N52.240 (5)N29—C301.422 (8)
Zn1—N182.270 (5)C30—C311.367 (9)
Zn1—N262.038 (5)C30—C361.398 (9)
Zn1—N292.210 (5)C31—C321.384 (11)
Zn1—N422.325 (5)C32—C331.380 (10)
N2—C31.344 (8)C33—Br341.900 (7)
N2—C161.327 (8)C33—C351.341 (10)
C3—C41.470 (9)C35—C361.391 (10)
C3—C131.365 (10)C37—C381.398 (11)
C4—N51.275 (8)C38—C391.362 (10)
N5—C61.422 (8)C39—C401.389 (9)
C6—C71.372 (9)C40—C411.480 (9)
C6—C121.389 (9)C41—N421.244 (8)
C7—C81.378 (10)N42—C431.433 (8)
C8—C91.372 (11)C43—C441.374 (9)
C9—Br101.887 (7)C43—C491.374 (10)
C9—C111.373 (10)C44—C451.366 (10)
C11—C121.377 (10)C45—C461.392 (11)
C13—C141.399 (10)C46—Br471.902 (7)
C14—C151.371 (10)C46—C481.356 (12)
C15—C161.378 (9)C48—C491.380 (11)
C16—C171.492 (9)S50—O511.428 (6)
C17—N181.258 (8)S50—O521.432 (6)
N18—C191.413 (8)S50—O531.406 (6)
C19—C201.387 (10)S50—C541.806 (9)
C19—C251.376 (9)C54—F551.288 (12)
C20—C211.398 (11)C54—F561.327 (11)
C21—C221.360 (11)C54—F571.332 (13)
C22—Br231.881 (7)S58—O591.419 (6)
C22—C241.389 (10)S58—O601.399 (7)
C24—C251.396 (10)S58—O611.385 (8)
N26—C271.341 (8)S58—C621.796 (10)
N26—C401.324 (8)C62—F631.304 (11)
C27—C281.469 (9)C62—F641.222 (13)
C27—C371.404 (9)C62—F651.383 (15)
N2—Zn1—N576.19 (19)C28—C27—C37124.7 (6)
N2—Zn1—N1874.96 (19)C27—C28—N29118.2 (6)
N5—Zn1—N18151.12 (19)Zn1—N29—C28112.1 (4)
N2—Zn1—N26171.3 (2)Zn1—N29—C30129.4 (4)
N5—Zn1—N26106.75 (19)C28—N29—C30118.4 (5)
N18—Zn1—N26101.98 (19)N29—C30—C31123.3 (6)
N2—Zn1—N29110.7 (2)N29—C30—C36117.9 (6)
N5—Zn1—N2996.14 (19)C31—C30—C36118.7 (6)
N18—Zn1—N2992.85 (18)C30—C31—C32120.5 (6)
N26—Zn1—N2977.3 (2)C31—C32—C33119.5 (7)
N2—Zn1—N4298.33 (19)C32—C33—Br34117.9 (5)
N5—Zn1—N4292.62 (19)C32—C33—C35121.3 (7)
N18—Zn1—N4292.73 (18)Br34—C33—C35120.8 (5)
N26—Zn1—N4273.55 (19)C33—C35—C36119.5 (7)
N29—Zn1—N42150.86 (19)C30—C36—C35120.4 (6)
Zn1—N2—C3118.9 (4)C27—C37—C38119.2 (6)
Zn1—N2—C16121.0 (4)C37—C38—C39118.8 (7)
C3—N2—C16119.9 (5)C38—C39—C40120.2 (7)
N2—C3—C4114.1 (6)C39—C40—N26120.5 (6)
N2—C3—C13121.0 (6)C39—C40—C41125.4 (6)
C4—C3—C13124.9 (6)N26—C40—C41114.1 (5)
C3—C4—N5118.9 (6)C40—C41—N42118.7 (6)
Zn1—N5—C4111.7 (4)Zn1—N42—C41111.9 (4)
Zn1—N5—C6128.1 (4)Zn1—N42—C43126.2 (4)
C4—N5—C6119.8 (5)C41—N42—C43120.9 (6)
N5—C6—C7122.6 (6)N42—C43—C44119.0 (6)
N5—C6—C12118.0 (6)N42—C43—C49120.0 (6)
C7—C6—C12119.4 (6)C44—C43—C49120.8 (6)
C6—C7—C8120.4 (6)C43—C44—C45120.4 (6)
C7—C8—C9120.1 (7)C44—C45—C46118.1 (7)
C8—C9—Br10119.0 (5)C45—C46—Br47118.0 (6)
C8—C9—C11119.9 (7)C45—C46—C48122.0 (7)
Br10—C9—C11121.1 (5)Br47—C46—C48119.8 (6)
C9—C11—C12120.2 (7)C46—C48—C49119.2 (8)
C6—C12—C11119.9 (6)C48—C49—C43119.4 (7)
C3—C13—C14118.6 (7)O51—S50—O52113.9 (3)
C13—C14—C15120.4 (7)O51—S50—O53115.3 (4)
C14—C15—C16117.2 (6)O52—S50—O53115.1 (5)
C15—C16—N2122.9 (6)O51—S50—C54104.4 (4)
C15—C16—C17124.2 (6)O52—S50—C54103.5 (5)
N2—C16—C17112.9 (6)O53—S50—C54102.5 (5)
C16—C17—N18119.0 (6)S50—C54—F55113.1 (8)
Zn1—N18—C17111.9 (4)S50—C54—F56111.0 (7)
Zn1—N18—C19128.1 (4)F55—C54—F56109.6 (9)
C17—N18—C19119.5 (5)S50—C54—F57109.1 (7)
N18—C19—C20121.8 (6)F55—C54—F57107.5 (8)
N18—C19—C25118.3 (5)F56—C54—F57106.3 (10)
C20—C19—C25119.9 (6)O59—S58—O60112.7 (4)
C19—C20—C21119.3 (7)O59—S58—O61116.0 (6)
C20—C21—C22120.3 (7)O60—S58—O61113.1 (8)
C21—C22—Br23119.8 (5)O59—S58—C62106.5 (4)
C21—C22—C24121.2 (7)O60—S58—C62102.9 (6)
Br23—C22—C24118.9 (5)O61—S58—C62104.0 (6)
C22—C24—C25118.4 (6)S58—C62—F63112.5 (7)
C24—C25—C19120.9 (6)S58—C62—F64116.6 (10)
Zn1—N26—C27116.6 (4)F63—C62—F64109.6 (9)
Zn1—N26—C40121.5 (4)S58—C62—F65107.2 (7)
C27—N26—C40121.9 (5)F63—C62—F65105.2 (11)
N26—C27—C28115.8 (6)F64—C62—F65104.7 (11)
N26—C27—C37119.5 (6)
Hydrogen-bond geometry (Å, º) for (L33) top
D—H···AD—HH···AD···AD—H···A
C7—H71···O52i0.9262.5663.420 (11)153.5 (2)
C12—H121···O600.9292.5503.207 (11)128.0 (2)
C20—H201···O520.9332.5653.444 (11)157.2 (2)
C25—H251···O61ii0.9302.5423.225 (11)130.5 (3)
C28—H281···O590.9272.5503.311 (11)139.59 (19)
Symmetry codes: (i) x, y1, z; (ii) x1, y, z.
Selected geometric parameters (Å, º) for (L44) top
I1—C22.084 (14)C27—C281.40 (2)
C2—C31.37 (2)C28—I292.107 (13)
C2—C491.394 (19)C28—C301.39 (2)
C3—C41.39 (2)C30—C311.33 (2)
C4—C51.372 (18)C32—C331.432 (17)
C5—N61.417 (15)C33—N341.353 (13)
C5—C481.392 (16)C33—C381.418 (18)
N6—Zn72.303 (9)N34—C351.342 (13)
N6—C231.271 (14)C35—C361.378 (16)
Zn7—N82.041 (9)C35—C391.501 (14)
Zn7—N112.238 (10)C36—C371.367 (19)
Zn7—N242.239 (8)C37—C381.37 (2)
Zn7—N342.043 (9)C39—N401.286 (12)
Zn7—N402.371 (9)N40—C411.400 (13)
N8—C91.363 (15)C41—C421.391 (16)
N8—C221.339 (15)C41—C471.383 (16)
C9—C101.468 (18)C42—C431.383 (17)
C9—C191.385 (17)C43—C441.369 (18)
C10—N111.278 (16)C44—I452.104 (12)
N11—C121.421 (16)C44—C461.372 (18)
C12—C131.410 (16)C46—C471.393 (16)
C12—C181.377 (18)C48—C491.362 (18)
C13—C141.37 (2)S50—O511.421 (14)
C14—C151.37 (2)S50—O521.392 (10)
C15—I162.110 (16)S50—O531.417 (11)
C15—C171.41 (2)S50—C541.81 (2)
C17—C181.387 (18)C54—F551.39 (3)
C19—C201.35 (2)C54—F561.235 (19)
C20—C211.40 (2)C54—F571.30 (2)
C21—C221.407 (16)S58—O591.432 (12)
C22—C231.452 (17)S58—O601.460 (9)
N24—C251.440 (15)S58—O611.433 (11)
N24—C321.291 (15)S58—C621.769 (19)
C25—C261.354 (19)C62—F631.31 (4)
C25—C311.366 (17)C62—F641.39 (4)
C26—C271.41 (2)C62—F651.336 (19)
I1—C2—C3121.3 (11)C26—C27—C28115.9 (15)
I1—C2—C49120.1 (10)C27—C28—I29116.7 (12)
C3—C2—C49118.6 (13)C27—C28—C30120.3 (12)
C2—C3—C4120.7 (14)I29—C28—C30122.8 (11)
C3—C4—C5120.3 (13)C28—C30—C31121.1 (13)
C4—C5—N6123.9 (11)C25—C31—C30120.5 (14)
C4—C5—C48119.1 (12)N24—C32—C33119.7 (10)
N6—C5—C48117.0 (10)C32—C33—N34115.6 (10)
C5—N6—Zn7125.8 (7)C32—C33—C38125.3 (10)
C5—N6—C23121.3 (10)N34—C33—C38118.9 (11)
Zn7—N6—C23110.7 (8)C33—N34—Zn7117.2 (7)
N6—Zn7—N874.8 (4)C33—N34—C35120.8 (9)
N6—Zn7—N11150.7 (4)Zn7—N34—C35121.5 (7)
N8—Zn7—N1175.9 (4)N34—C35—C36121.9 (10)
N6—Zn7—N24104.4 (3)N34—C35—C39114.5 (8)
N8—Zn7—N24116.4 (4)C36—C35—C39123.6 (10)
N11—Zn7—N2489.4 (4)C35—C36—C37118.2 (13)
N6—Zn7—N3497.5 (3)C36—C37—C38121.2 (12)
N8—Zn7—N34165.9 (4)C33—C38—C37118.9 (11)
N11—Zn7—N34111.0 (4)C35—C39—N40118.2 (9)
N24—Zn7—N3476.7 (3)Zn7—N40—C39109.9 (6)
N6—Zn7—N4079.6 (3)Zn7—N40—C41126.1 (6)
N8—Zn7—N4092.7 (3)C39—N40—C41120.3 (9)
N11—Zn7—N40101.1 (3)N40—C41—C42123.5 (10)
N24—Zn7—N40150.7 (3)N40—C41—C47117.0 (10)
N34—Zn7—N4074.1 (3)C42—C41—C47119.2 (10)
Zn7—N8—C9119.0 (8)C41—C42—C43120.2 (11)
Zn7—N8—C22119.3 (8)C42—C43—C44119.9 (12)
C9—N8—C22121.1 (10)C43—C44—I45120.5 (9)
N8—C9—C10113.5 (10)C43—C44—C46120.8 (11)
N8—C9—C19120.3 (12)I45—C44—C46118.6 (9)
C10—C9—C19125.9 (12)C44—C46—C47119.6 (12)
C9—C10—N11119.0 (11)C46—C47—C41120.2 (11)
Zn7—N11—C10112.5 (9)C5—C48—C49120.2 (11)
Zn7—N11—C12126.9 (8)C2—C49—C48121.0 (12)
C10—N11—C12120.1 (11)O51—S50—O52121.4 (10)
N11—C12—C13120.1 (12)O51—S50—O53108.5 (10)
N11—C12—C18119.7 (10)O52—S50—O53113.6 (7)
C13—C12—C18120.1 (12)O51—S50—C54103.1 (10)
C12—C13—C14118.7 (13)O52—S50—C54105.7 (7)
C13—C14—C15120.8 (13)O53—S50—C54102.0 (10)
C14—C15—I16119.9 (11)S50—C54—F55107.6 (15)
C14—C15—C17121.5 (14)S50—C54—F56116.4 (13)
I16—C15—C17118.4 (13)F55—C54—F56108 (2)
C15—C17—C18117.1 (15)S50—C54—F57111.2 (16)
C17—C18—C12121.8 (12)F55—C54—F57100.9 (17)
C9—C19—C20119.4 (13)F56—C54—F57111 (2)
C19—C20—C21121.1 (12)O59—S58—O60114.1 (6)
C20—C21—C22117.5 (13)O59—S58—O61115.2 (7)
C21—C22—N8120.5 (12)O60—S58—O61114.8 (7)
C21—C22—C23124.1 (11)O59—S58—C62103.4 (13)
N8—C22—C23115.3 (9)O60—S58—C62103.1 (7)
C22—C23—N6119.2 (10)O61—S58—C62104.0 (12)
Zn7—N24—C25129.5 (7)S58—C62—F63113 (2)
Zn7—N24—C32110.6 (7)S58—C62—F64108 (2)
C25—N24—C32119.9 (9)F63—C62—F64108.1 (17)
N24—C25—C26116.4 (11)S58—C62—F65112.9 (12)
N24—C25—C31123.9 (11)F63—C62—F65106 (2)
C26—C25—C31119.7 (12)F64—C62—F65107 (3)
C25—C26—C27122.2 (14)
Hydrogen-bond geometry (Å, º) for (L44) top
D—H···AD—HH···AD···AD—H···A
C23—H231···O60i0.9332.5043.44 (2)178.2 (3)
C21—H211···O59i0.9352.4343.34 (2)163.5 (4)
C20—H201···O59ii0.9332.3723.28 (2)163.1 (5)
C31—H311···O600.9302.5583.21 (2)127.9 (4)
C37—H371···O52iii0.9402.4353.20 (2)138.2 (5)
C36—H361···O52iv0.9302.5243.43 (2)164.4 (4)
C46—H461···O520.9402.3643.25 (2)156.3 (4)
C39—H391···O53iv0.9342.5413.46 (2)169.1 (4)
C48—H481···O600.9392.4393.19 (2)137.0 (4)
Symmetry codes: (i) x+2, y, z+2; (ii) x+1, y, z; (iii) x1, y, z; (iv) x+2, y, z+1.
 

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