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The reported mol­ecule contains a number of unusual features, the most notable being a finite yet exceptionally long cyclic metal-azido chain. These rare features are the consequence of both sterically protecting Cp* ligands and highly bridging oxide and hydroxide ligands in the same system and illustrate the inter­esting new possibilities that can arise from combining organometallic and solvothermal f-block element chemistry.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S2056989021008914/zl5025sup1.cif
Contains datablock I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2056989021008914/zl5025Isup2.hkl
Contains datablock I

CCDC reference: 2105511

Key indicators

  • Single-crystal X-ray study
  • T = 100 K
  • Mean [sigma](C-C) = 0.008 Å
  • Some non-H atoms missing
  • Disorder in solvent or counterion
  • R factor = 0.027
  • wR factor = 0.056
  • Data-to-parameter ratio = 16.4

checkCIF/PLATON results

No syntax errors found



Alert level B PLAT971_ALERT_2_B Check Calcd Resid. Dens. 0.80A From Th1 2.96 eA-3
Alert level C PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density .... 3.47 Report PLAT162_ALERT_4_C Missing or Zero s.u. (esd) on y-coordinate for . O1S Check PLAT162_ALERT_4_C Missing or Zero s.u. (esd) on y-coordinate for . C1S Check PLAT218_ALERT_3_C Constrained U(ij) Components(s) for O1S . 1 Check PLAT218_ALERT_3_C Constrained U(ij) Components(s) for C1S . 1 Check PLAT342_ALERT_3_C Low Bond Precision on C-C Bonds ............... 0.00806 Ang. PLAT911_ALERT_3_C Missing FCF Refl Between Thmin & STh/L= 0.600 7 Report PLAT971_ALERT_2_C Check Calcd Resid. Dens. 0.77A From Th2 2.17 eA-3 PLAT975_ALERT_2_C Check Calcd Resid. Dens. 0.79A From O1 0.73 eA-3 PLAT975_ALERT_2_C Check Calcd Resid. Dens. 0.87A From N1 0.60 eA-3 PLAT976_ALERT_2_C Check Calcd Resid. Dens. 0.75A From O1 -0.63 eA-3
Alert level G FORMU01_ALERT_2_G There is a discrepancy between the atom counts in the _chemical_formula_sum and the formula from the _atom_site* data. Atom count from _chemical_formula_sum:C68 H111.1199 Cl2 N18 O10 Th6 Atom count from the _atom_site data: C67.28001 H111.1199 Cl2 N18 O9 CELLZ01_ALERT_1_G Difference between formula and atom_site contents detected. CELLZ01_ALERT_1_G ALERT: Large difference may be due to a symmetry error - see SYMMG tests From the CIF: _cell_formula_units_Z 2 From the CIF: _chemical_formula_sum C68 H111.12 Cl2 N18 O10 Th6 TEST: Compare cell contents of formula and atom_site data atom Z*formula cif sites diff C 136.00 134.56 1.44 H 222.24 222.24 0.00 Cl 4.00 4.00 0.00 N 36.00 36.00 0.00 O 20.00 18.56 1.44 Th 12.00 12.00 0.00 PLAT002_ALERT_2_G Number of Distance or Angle Restraints on AtSite 14 Note PLAT003_ALERT_2_G Number of Uiso or Uij Restrained non-H Atoms ... 10 Report PLAT042_ALERT_1_G Calc. and Reported Moiety Formula Strings Differ Please Check PLAT068_ALERT_1_G Reported F000 Differs from Calcd (or Missing)... Please Check PLAT083_ALERT_2_G SHELXL Second Parameter in WGHT Unusually Large 34.29 Why ? PLAT128_ALERT_4_G Alternate Setting for Input Space Group C2/m I2/m Note PLAT172_ALERT_4_G The CIF-Embedded .res File Contains DFIX Records 4 Report PLAT178_ALERT_4_G The CIF-Embedded .res File Contains SIMU Records 1 Report PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X) Th2 --Cl1 . 5.5 s.u. PLAT300_ALERT_4_G Atom Site Occupancy of H3 Constrained at 0.5 Check PLAT300_ALERT_4_G Atom Site Occupancy of H15A Constrained at 0.5 Check PLAT300_ALERT_4_G Atom Site Occupancy of H15B Constrained at 0.5 Check PLAT300_ALERT_4_G Atom Site Occupancy of H15C Constrained at 0.5 Check PLAT302_ALERT_4_G Anion/Solvent/Minor-Residue Disorder (Resd 2 ) 100% Note PLAT302_ALERT_4_G Anion/Solvent/Minor-Residue Disorder (Resd 3 ) 100% Note PLAT304_ALERT_4_G Non-Integer Number of Atoms in ..... (Resd 2 ) 4.68 Check PLAT304_ALERT_4_G Non-Integer Number of Atoms in ..... (Resd 3 ) 2.10 Check PLAT367_ALERT_2_G Long? C(sp?)-C(sp?) Bond C12 - C15 . 1.51 Ang. PLAT398_ALERT_2_G Deviating C-O-C Angle From 120 for O1S 109.7 Degree PLAT398_ALERT_2_G Deviating C-O-C Angle From 120 for O2S 109.7 Degree PLAT720_ALERT_4_G Number of Unusual/Non-Standard Labels .......... 18 Note PLAT779_ALERT_4_G Suspect or Irrelevant (Bond) Angle(s) in CIF ... 221 Deg. H15A -C15 -H15B 1.555 1.555 6.565 34.60 Deg. PLAT779_ALERT_4_G Suspect or Irrelevant (Bond) Angle(s) in CIF ... 225 Deg. H15B -C15 -H15A 1.555 1.555 6.565 34.60 Deg. PLAT779_ALERT_4_G Suspect or Irrelevant (Bond) Angle(s) in CIF ... 232 Deg. H15C -C15 -H15C 1.555 1.555 6.565 34.60 Deg. PLAT789_ALERT_4_G Atoms with Negative _atom_site_disorder_group # 13 Check PLAT860_ALERT_3_G Number of Least-Squares Restraints ............. 155 Note PLAT910_ALERT_3_G Missing # of FCF Reflection(s) Below Theta(Min). 4 Note PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L= 0.600 6 Note PLAT933_ALERT_2_G Number of OMIT Records in Embedded .res File ... 1 Note PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density. 1 Info
0 ALERT level A = Most likely a serious problem - resolve or explain 1 ALERT level B = A potentially serious problem, consider carefully 11 ALERT level C = Check. Ensure it is not caused by an omission or oversight 33 ALERT level G = General information/check it is not something unexpected 4 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 16 ALERT type 2 Indicator that the structure model may be wrong or deficient 6 ALERT type 3 Indicator that the structure quality may be low 19 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check

Computing details top

Data collection: APEX3 (Bruker, 2017); cell refinement: APEX3 and SAINT (Bruker, 2017); data reduction: APEX3 and SAINT (Bruker, 2017); program(s) used to refine structure: SHELXL (Sheldrick, 2015b); molecular graphics: OLEX2 (Dolomanov et al., 2009); software used to prepare material for publication: OLEX2 (Dolomanov et al., 2009).

Hexa-µ2-azido-di-µ3-chlorido-hexa-µ2-hydroxido-di-µ3-oxido-hexakis(pentamethylcyclopentadienyl)hexathorium–diethyl ether–tetrahydrofuran (1/0.56/1.44) top
Crystal data top
[Th6(C10H15)6Cl2(N3)6(OH)6O2]·0.56C4H10O·1.44C4H8OF(000) = 2598
Mr = 2804.00Dx = 2.193 Mg m3
Monoclinic, C2/mMo Kα radiation, λ = 0.71073 Å
a = 17.6783 (14) ÅCell parameters from 9971 reflections
b = 17.2647 (14) Åθ = 2.4–27.5°
c = 16.383 (2) ŵ = 10.59 mm1
β = 121.867 (3)°T = 100 K
V = 4246.6 (7) Å3Irregular, colorless
Z = 20.17 × 0.13 × 0.04 mm
Data collection top
Bruker VENTURE CMOS area detector
diffractometer
4393 reflections with I > 2σ(I)
Radiation source: Incoatec IMuS microfocus Mo tubeRint = 0.071
shutterless ω and phi scansθmax = 27.5°, θmin = 2.4°
Absorption correction: multi-scan
(AXScale; Bruker, 2017)
h = 2222
Tmin = 0.333, Tmax = 0.431k = 2222
64622 measured reflectionsl = 2121
5050 independent reflections
Refinement top
Refinement on F2Primary atom site location: dual
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.027Hydrogen site location: mixed
wR(F2) = 0.056H atoms treated by a mixture of independent and constrained refinement
S = 1.03 w = 1/[σ2(Fo2) + (0.0229P)2 + 34.2882P]
where P = (Fo2 + 2Fc2)/3
5050 reflections(Δ/σ)max = 0.003
307 parametersΔρmax = 3.14 e Å3
155 restraintsΔρmin = 0.90 e Å3
Special details top

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
Th10.68056 (2)0.60822 (2)0.69358 (2)0.01292 (5)
Th20.53556 (2)0.5000000.75710 (2)0.01168 (6)
Cl10.73648 (11)0.5000000.86411 (11)0.0174 (3)
O10.5917 (3)0.5000000.6566 (3)0.0147 (9)
O20.7638 (3)0.5000000.6957 (3)0.0169 (10)
H20.809 (3)0.5000000.691 (6)0.025*
O30.5971 (2)0.62494 (18)0.7689 (2)0.0168 (7)
H30.563 (6)0.663 (4)0.748 (7)0.025*0.5
N10.4076 (3)0.5858 (3)0.6357 (3)0.0233 (9)
N20.3749 (3)0.5981 (2)0.5529 (3)0.0153 (8)
N30.3402 (3)0.6128 (2)0.4715 (3)0.0228 (9)
N40.5440 (3)0.6925 (2)0.5842 (3)0.0198 (9)
N50.5000000.6919 (3)0.5000000.0168 (12)
C10.8493 (3)0.6738 (3)0.8077 (4)0.0204 (10)
C20.8168 (3)0.7073 (3)0.7160 (3)0.0211 (11)
C30.7461 (4)0.7577 (3)0.6962 (4)0.0236 (11)
C40.7349 (3)0.7564 (3)0.7756 (3)0.0208 (10)
C50.7987 (3)0.7044 (3)0.8442 (3)0.0187 (10)
C60.9278 (4)0.6209 (3)0.8601 (4)0.0307 (13)
H6A0.9185350.5854710.9007680.046*
H6B0.9817310.6515920.9002650.046*
H6C0.9346100.5909030.8135300.046*
C70.8561 (4)0.6980 (4)0.6544 (4)0.0332 (14)
H7A0.8840530.6468860.6657110.050*
H7B0.9010310.7382960.6708650.050*
H7C0.8089050.7028190.5865030.050*
C80.6968 (4)0.8088 (3)0.6087 (4)0.0314 (13)
H8A0.6753950.7774970.5506020.047*
H8B0.7369050.8492000.6112310.047*
H8C0.6459070.8329310.6072810.047*
C90.6695 (4)0.8042 (3)0.7866 (4)0.0276 (12)
H9A0.6116090.8038760.7260800.041*
H9B0.6913180.8575770.8031660.041*
H9C0.6631600.7822410.8378510.041*
C100.8162 (4)0.6901 (3)0.9437 (4)0.0260 (12)
H10A0.7621980.7012600.9443100.039*
H10B0.8646430.7237910.9898680.039*
H10C0.8332170.6357830.9614290.039*
C110.4835 (3)0.4335 (3)0.8752 (3)0.0154 (9)
C120.4289 (4)0.5000000.8363 (5)0.0171 (14)
C130.5718 (3)0.4589 (3)0.9384 (3)0.0154 (9)
C140.4549 (4)0.3503 (3)0.8574 (4)0.0260 (12)
H14A0.3956640.3463190.7988280.039*
H14B0.4526830.3301730.9120700.039*
H14C0.4975350.3199100.8496700.039*
C150.3290 (5)0.5000000.7689 (5)0.0279 (17)
H15A0.3125670.4644740.7154260.042*0.5
H15B0.3087720.5524250.7439130.042*0.5
H15C0.3007940.4831010.8037990.042*0.5
C160.6503 (4)0.4080 (3)0.9991 (3)0.0222 (11)
H16A0.7051800.4361741.0176570.033*
H16B0.6463690.3616340.9625500.033*
H16C0.6507050.3926831.0569740.033*
O2S0.962 (2)0.5000000.674 (2)0.061 (4)0.280 (11)
C5S1.055 (2)0.5000000.720 (2)0.065 (5)0.280 (11)
H5SA1.0759200.5466190.7016660.078*0.140 (5)
H5SB1.0759200.4533810.7016660.078*0.140 (5)
C6S1.091 (3)0.5000000.828 (3)0.064 (6)0.280 (11)
H6SA1.1565830.5000000.8645330.097*0.280 (11)
H6SB1.0700920.5463470.8448210.097*0.140 (5)
H6SC1.0700920.4536530.8448210.097*0.140 (5)
C7S0.923 (2)0.5000000.573 (2)0.058 (4)0.280 (11)
H7SA0.9428030.4535730.5542590.069*0.140 (5)
H7SB0.9428030.5464270.5542590.069*0.140 (5)
C8S0.822 (2)0.5000000.522 (3)0.054 (4)0.280 (11)
H8SA0.7957790.5000000.4524480.081*0.280 (11)
H8SB0.8021330.4536530.5404620.081*0.140 (5)
H8SC0.8021330.5463470.5404620.081*0.140 (5)
O1S0.8969 (7)0.5000000.6553 (7)0.050 (2)0.360 (5)
C1S0.8526 (10)0.5000000.5515 (11)0.055 (3)0.360 (5)
H1SA0.8052670.5398870.5231280.066*0.360 (5)
H1SB0.8253860.4488140.5250570.066*0.360 (5)
C2S0.9243 (12)0.5179 (12)0.5292 (15)0.066 (4)0.360 (5)
H2SA0.9343390.5743030.5286680.079*0.360 (5)
H2SB0.9107960.4946640.4676760.079*0.360 (5)
C3S1.0042 (13)0.4768 (12)0.6179 (14)0.067 (4)0.360 (5)
H3SA0.9984540.4197140.6133360.080*0.360 (5)
H3SB1.0622380.4922630.6272730.080*0.360 (5)
C4S0.9910 (10)0.510 (2)0.6976 (15)0.061 (3)0.360 (5)
H4SA1.0254620.4801110.7581130.073*0.360 (5)
H4SB1.0082720.5651290.7103570.073*0.360 (5)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Th10.01355 (9)0.01211 (8)0.01065 (8)0.00232 (6)0.00472 (7)0.00054 (6)
Th20.01279 (12)0.01143 (11)0.01021 (11)0.0000.00567 (9)0.000
Cl10.0168 (8)0.0177 (8)0.0122 (7)0.0000.0039 (6)0.000
O10.015 (2)0.014 (2)0.010 (2)0.0000.0034 (19)0.000
O20.014 (2)0.019 (2)0.017 (2)0.0000.008 (2)0.000
O30.0188 (18)0.0151 (16)0.0162 (17)0.0004 (13)0.0090 (15)0.0016 (13)
N10.021 (2)0.033 (2)0.015 (2)0.0078 (19)0.0086 (18)0.0078 (18)
N20.014 (2)0.0136 (18)0.017 (2)0.0046 (16)0.0073 (17)0.0007 (15)
N30.024 (2)0.029 (2)0.012 (2)0.0009 (19)0.0074 (18)0.0004 (17)
N40.019 (2)0.021 (2)0.011 (2)0.0002 (17)0.0022 (18)0.0013 (16)
N50.018 (3)0.012 (3)0.019 (3)0.0000.008 (3)0.000
C10.019 (3)0.018 (2)0.022 (3)0.007 (2)0.009 (2)0.0013 (19)
C20.024 (3)0.021 (2)0.019 (2)0.014 (2)0.011 (2)0.007 (2)
C30.027 (3)0.017 (2)0.022 (3)0.009 (2)0.010 (2)0.002 (2)
C40.022 (3)0.017 (2)0.017 (2)0.007 (2)0.007 (2)0.0037 (19)
C50.018 (2)0.019 (2)0.014 (2)0.010 (2)0.005 (2)0.0050 (19)
C60.020 (3)0.037 (3)0.028 (3)0.002 (2)0.008 (2)0.005 (2)
C70.035 (3)0.040 (3)0.029 (3)0.017 (3)0.020 (3)0.013 (3)
C80.039 (3)0.025 (3)0.021 (3)0.010 (3)0.010 (3)0.003 (2)
C90.031 (3)0.019 (3)0.027 (3)0.003 (2)0.012 (3)0.008 (2)
C100.029 (3)0.026 (3)0.018 (3)0.006 (2)0.009 (2)0.002 (2)
C110.018 (2)0.018 (2)0.015 (2)0.0038 (19)0.012 (2)0.0010 (18)
C120.014 (3)0.027 (4)0.015 (3)0.0000.010 (3)0.000
C130.022 (3)0.014 (2)0.012 (2)0.0000 (19)0.010 (2)0.0008 (17)
C140.035 (3)0.022 (3)0.028 (3)0.008 (2)0.021 (3)0.003 (2)
C150.017 (4)0.045 (5)0.020 (4)0.0000.008 (3)0.000
C160.028 (3)0.021 (2)0.017 (2)0.006 (2)0.011 (2)0.007 (2)
O2S0.059 (6)0.055 (6)0.085 (6)0.0000.050 (6)0.000
C5S0.058 (7)0.057 (7)0.090 (7)0.0000.046 (7)0.000
C6S0.055 (9)0.058 (9)0.091 (9)0.0000.046 (8)0.000
C7S0.058 (6)0.055 (5)0.084 (6)0.0000.053 (6)0.000
C8S0.057 (7)0.051 (6)0.081 (7)0.0000.054 (6)0.000
O1S0.052 (5)0.049 (4)0.079 (5)0.001 (5)0.054 (5)0.000
C1S0.058 (6)0.051 (5)0.083 (6)0.003 (5)0.054 (5)0.000
C2S0.063 (6)0.059 (6)0.089 (7)0.012 (5)0.050 (6)0.006 (5)
C3S0.062 (6)0.062 (6)0.090 (7)0.010 (4)0.050 (6)0.009 (4)
C4S0.056 (6)0.057 (6)0.088 (6)0.001 (4)0.051 (6)0.002 (4)
Geometric parameters (Å, º) top
Th1—Cl13.0589 (12)C10—H10A0.9800
Th1—O12.307 (3)C10—H10B0.9800
Th1—O22.367 (3)C10—H10C0.9800
Th1—O32.388 (3)C11—C121.417 (6)
Th1—N3i2.530 (4)C11—C131.413 (7)
Th1—N42.567 (4)C11—C141.500 (7)
Th1—C12.791 (5)C12—C151.510 (10)
Th1—C22.816 (5)C13—C13ii1.417 (9)
Th1—C32.820 (5)C13—C161.493 (7)
Th1—C42.813 (5)C14—H14A0.9800
Th1—C52.787 (5)C14—H14B0.9800
Th2—Cl13.0190 (17)C14—H14C0.9800
Th2—O12.329 (4)C15—H15Aii0.98 (6)
Th2—O32.378 (3)C15—H15A0.9800
Th2—O3ii2.378 (3)C15—H15B0.9800
Th2—N12.553 (4)C15—H15Bii0.98 (2)
Th2—N1ii2.553 (4)C15—H15C0.9800
Th2—C112.791 (4)C15—H15Cii0.98 (4)
Th2—C11ii2.791 (4)C16—H16A0.9800
Th2—C122.796 (6)C16—H16B0.9800
Th2—C13ii2.780 (4)C16—H16C0.9800
Th2—C132.780 (4)O2S—C5S1.415 (19)
O2—H20.84 (2)O2S—C7S1.411 (19)
O3—H30.84 (2)C5S—H5SA0.9900
N1—N21.180 (5)C5S—H5SB0.9900
N2—N31.165 (5)C5S—C6S1.542 (19)
N4—N51.172 (4)C6S—H6SA0.9800
C1—C21.418 (7)C6S—H6SB0.9800
C1—C51.415 (7)C6S—H6SC0.9800
C1—C61.497 (7)C7S—H7SA0.9900
C2—C31.414 (8)C7S—H7SB0.9900
C2—C71.505 (7)C7S—C8S1.523 (19)
C3—C41.415 (7)C8S—H8SA0.9800
C3—C81.508 (7)C8S—H8SB0.9800
C4—C51.415 (7)C8S—H8SC0.9800
C4—C91.507 (7)O1S—C1S1.448 (15)
C5—C101.511 (7)O1S—C4S1.435 (15)
C6—H6A0.9800C1S—H1SA0.9900
C6—H6B0.9800C1S—H1SB0.9900
C6—H6C0.9800C1S—C2S1.525 (16)
C7—H7A0.9800C2S—H2SA0.9900
C7—H7B0.9800C2S—H2SB0.9900
C7—H7C0.9800C2S—C3S1.563 (17)
C8—H8A0.9800C3S—H3SA0.9900
C8—H8B0.9800C3S—H3SB0.9900
C8—H8C0.9800C3S—C4S1.551 (17)
C9—H9A0.9800C4S—H4SA0.9900
C9—H9B0.9800C4S—H4SB0.9900
C9—H9C0.9800
O1—Th1—Cl165.94 (10)C8—C3—Th1119.6 (3)
O1—Th1—O272.32 (13)C3—C4—Th175.7 (3)
O1—Th1—O373.33 (13)C3—C4—C9126.1 (5)
O1—Th1—N3i92.85 (14)C5—C4—Th174.3 (3)
O1—Th1—N490.95 (13)C5—C4—C3107.5 (4)
O1—Th1—C1147.52 (14)C5—C4—C9126.3 (5)
O1—Th1—C2160.60 (14)C9—C4—Th1117.7 (3)
O1—Th1—C3164.27 (14)C1—C5—Th175.4 (3)
O1—Th1—C4151.16 (15)C1—C5—C4108.5 (4)
O1—Th1—C5143.48 (14)C1—C5—C10125.4 (5)
O2—Th1—Cl166.77 (11)C4—C5—Th176.4 (3)
O2—Th1—O3129.52 (12)C4—C5—C10125.8 (5)
O2—Th1—N3i77.23 (15)C10—C5—Th1119.2 (3)
O2—Th1—N4143.70 (14)C1—C6—H6A109.5
O2—Th1—C182.76 (14)C1—C6—H6B109.5
O2—Th1—C289.72 (14)C1—C6—H6C109.5
O2—Th1—C3118.37 (14)H6A—C6—H6B109.5
O2—Th1—C4131.14 (14)H6A—C6—H6C109.5
O2—Th1—C5106.72 (15)H6B—C6—H6C109.5
O3—Th1—Cl165.92 (8)C2—C7—H7A109.5
O3—Th1—N3i140.13 (13)C2—C7—H7B109.5
O3—Th1—N471.49 (12)C2—C7—H7C109.5
O3—Th1—C1109.77 (13)H7A—C7—H7B109.5
O3—Th1—C2125.35 (13)H7A—C7—H7C109.5
O3—Th1—C3104.02 (14)H7B—C7—H7C109.5
O3—Th1—C477.98 (13)C3—C8—H8A109.5
O3—Th1—C581.33 (13)C3—C8—H8B109.5
N3i—Th1—Cl1142.14 (10)C3—C8—H8C109.5
N3i—Th1—N471.56 (13)H8A—C8—H8B109.5
N3i—Th1—C1101.77 (14)H8A—C8—H8C109.5
N3i—Th1—C275.63 (14)H8B—C8—H8C109.5
N3i—Th1—C379.31 (14)C4—C9—H9A109.5
N3i—Th1—C4107.60 (14)C4—C9—H9B109.5
N3i—Th1—C5123.06 (14)C4—C9—H9C109.5
N4—Th1—Cl1135.67 (10)H9A—C9—H9B109.5
N4—Th1—C1121.10 (14)H9A—C9—H9C109.5
N4—Th1—C299.86 (15)H9B—C9—H9C109.5
N4—Th1—C373.69 (14)C5—C10—H10A109.5
N4—Th1—C477.07 (14)C5—C10—H10B109.5
N4—Th1—C5105.63 (14)C5—C10—H10C109.5
C1—Th1—Cl185.43 (10)H10A—C10—H10B109.5
C1—Th1—C229.29 (14)H10A—C10—H10C109.5
C1—Th1—C348.19 (15)H10B—C10—H10C109.5
C1—Th1—C448.40 (15)C12—C11—Th275.5 (3)
C2—Th1—Cl1114.22 (11)C12—C11—C14127.5 (5)
C2—Th1—C329.07 (15)C13—C11—Th274.9 (2)
C3—Th1—Cl1127.82 (11)C13—C11—C12107.7 (4)
C4—Th1—Cl1104.78 (10)C13—C11—C14124.7 (4)
C4—Th1—C248.11 (15)C14—C11—Th2117.4 (3)
C4—Th1—C329.10 (14)C11ii—C12—Th275.1 (3)
C5—Th1—Cl179.97 (10)C11—C12—Th275.1 (3)
C5—Th1—C129.39 (15)C11ii—C12—C11108.3 (6)
C5—Th1—C248.16 (14)C11—C12—C15125.8 (3)
C5—Th1—C348.03 (14)C11ii—C12—C15125.8 (3)
C5—Th1—C429.26 (14)C15—C12—Th2118.5 (4)
O1—Th2—Cl166.47 (11)C11—C13—Th275.7 (3)
O1—Th2—O373.12 (9)C11—C13—C13ii108.1 (3)
O1—Th2—O3ii73.12 (9)C11—C13—C16125.7 (4)
O1—Th2—N188.99 (13)C13ii—C13—Th275.23 (9)
O1—Th2—N1ii88.99 (13)C13ii—C13—C16126.1 (3)
O1—Th2—C11155.49 (10)C16—C13—Th2118.1 (3)
O1—Th2—C11ii155.49 (10)C11—C14—H14A109.5
O1—Th2—C12166.28 (18)C11—C14—H14B109.5
O1—Th2—C13ii144.28 (14)C11—C14—H14C109.5
O1—Th2—C13144.28 (14)H14A—C14—H14B109.5
O3—Th2—Cl166.73 (8)H14A—C14—H14C109.5
O3ii—Th2—Cl166.73 (8)H14B—C14—H14C109.5
O3ii—Th2—O3130.25 (16)C12—C15—H15Aii109.5 (13)
O3ii—Th2—N1ii73.53 (13)C12—C15—H15A109.5
O3—Th2—N1ii140.27 (13)C12—C15—H15B109.5
O3—Th2—N173.53 (13)C12—C15—H15Bii109.5 (5)
O3ii—Th2—N1140.27 (13)C12—C15—H15Cii109.5 (9)
O3—Th2—C11128.42 (12)C12—C15—H15C109.5
O3ii—Th2—C1182.80 (12)H15A—C15—H15Aii77.5
O3—Th2—C11ii82.80 (12)H15A—C15—H15B109.5
O3ii—Th2—C11ii128.42 (12)H15Aii—C15—H15Bii109.5
O3—Th2—C12110.75 (9)H15A—C15—H15Bii34.6
O3ii—Th2—C12110.75 (9)H15A—C15—H15C109.5
O3ii—Th2—C13ii107.88 (12)H15Aii—C15—H15Cii109.5
O3—Th2—C13ii81.05 (12)H15A—C15—H15Cii134.9
O3ii—Th2—C1381.05 (12)H15B—C15—H15Aii34.6
O3—Th2—C13107.88 (12)H15B—C15—H15Bii134.9
N1—Th2—Cl1137.70 (10)H15B—C15—H15C109.5
N1ii—Th2—Cl1137.70 (10)H15Bii—C15—H15Cii109.5
N1ii—Th2—N170.9 (2)H15B—C15—H15Cii77.5
N1—Th2—C11107.32 (14)H15C—C15—H15Aii134.9
N1ii—Th2—C11ii107.32 (14)H15C—C15—H15Bii77.5
N1—Th2—C11ii79.65 (13)H15C—C15—H15Cii34.6
N1ii—Th2—C1179.65 (13)C13—C16—H16A109.5
N1ii—Th2—C1279.86 (15)C13—C16—H16B109.5
N1—Th2—C1279.86 (15)C13—C16—H16C109.5
N1ii—Th2—C13107.11 (14)H16A—C16—H16B109.5
N1—Th2—C13126.15 (13)H16A—C16—H16C109.5
N1ii—Th2—C13ii126.15 (13)H16B—C16—H16C109.5
N1—Th2—C13ii107.11 (13)C7S—O2S—C5S109 (3)
C11—Th2—Cl1108.35 (10)O2S—C5S—H5SA110.7
C11ii—Th2—Cl1108.35 (10)O2S—C5S—H5SB110.7
C11—Th2—C11ii48.60 (19)O2S—C5S—C6S105 (3)
C11ii—Th2—C1229.38 (12)H5SA—C5S—H5SB108.8
C11—Th2—C1229.38 (12)C6S—C5S—H5SA110.7
C12—Th2—Cl1127.25 (14)C6S—C5S—H5SB110.7
C13ii—Th2—Cl180.94 (10)C5S—C6S—H6SA109.5
C13—Th2—Cl180.94 (10)C5S—C6S—H6SB109.5
C13—Th2—C1129.39 (13)C5S—C6S—H6SC109.5
C13—Th2—C11ii48.59 (13)H6SA—C6S—H6SB109.5
C13ii—Th2—C1148.59 (13)H6SA—C6S—H6SC109.5
C13ii—Th2—C11ii29.39 (13)H6SB—C6S—H6SC109.5
C13ii—Th2—C1248.39 (16)O2S—C7S—H7SA109.6
C13—Th2—C1248.39 (16)O2S—C7S—H7SB109.6
C13ii—Th2—C1329.54 (18)O2S—C7S—C8S110 (3)
Th1ii—Cl1—Th175.30 (4)H7SA—C7S—H7SB108.1
Th2—Cl1—Th1ii75.86 (3)C8S—C7S—H7SA109.6
Th2—Cl1—Th175.86 (3)C8S—C7S—H7SB109.6
Th1—O1—Th1ii108.19 (18)C7S—C8S—H8SA109.5
Th1ii—O1—Th2107.42 (12)C7S—C8S—H8SB109.5
Th1—O1—Th2107.42 (12)C7S—C8S—H8SC109.5
Th1ii—O2—Th1104.25 (18)H8SA—C8S—H8SB109.5
Th1—O2—H2127.6 (5)H8SA—C8S—H8SC109.5
Th1ii—O2—H2127.6 (5)H8SB—C8S—H8SC109.5
Th1—O3—H3113 (8)C4S—O1S—C1S109.7 (12)
Th2—O3—Th1103.27 (12)O1S—C1S—H1SA110.5
Th2—O3—H3119 (8)O1S—C1S—H1SB110.5
N2—N1—Th2134.0 (3)O1S—C1S—C2S106.2 (13)
N3—N2—N1176.9 (5)H1SA—C1S—H1SB108.7
N2—N3—Th1i155.4 (4)C2S—C1S—H1SA110.5
N5—N4—Th1127.7 (3)C2S—C1S—H1SB110.5
N4—N5—N4i179.0 (7)C1S—C2S—H2SA112.1
C2—C1—Th176.3 (3)C1S—C2S—H2SB112.1
C2—C1—C6126.2 (5)C1S—C2S—C3S98.2 (15)
C5—C1—Th175.2 (3)H2SA—C2S—H2SB109.8
C5—C1—C2107.6 (4)C3S—C2S—H2SA112.1
C5—C1—C6126.0 (5)C3S—C2S—H2SB112.1
C6—C1—Th1118.4 (3)C2S—C3S—H3SA112.0
C1—C2—Th174.4 (3)C2S—C3S—H3SB112.0
C1—C2—C7126.5 (5)C4S—C3S—C2S98.7 (16)
C3—C2—Th175.6 (3)C4S—C3S—H3SA112.0
C3—C2—C1107.9 (4)C4S—C3S—H3SB112.0
C3—C2—C7125.3 (5)O1S—C4S—C3S101.6 (15)
C7—C2—Th1120.9 (3)O1S—C4S—H4SA111.5
C2—C3—Th175.3 (3)O1S—C4S—H4SB111.5
C2—C3—C4108.4 (4)C3S—C4S—H4SA111.5
C2—C3—C8125.1 (5)C3S—C4S—H4SB111.5
C4—C3—Th175.2 (3)H4SA—C4S—H4SB109.3
C4—C3—C8126.3 (5)
Symmetry codes: (i) x+1, y, z+1; (ii) x, y+1, z.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O2—H2···O1S0.84 (2)1.93 (3)2.762 (10)170 (8)
 

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