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A variable-temperature single-crystal structural study of five valence tautomeric cobalt molecular complexes, CoII(3,5-DBSQ)2(DBPy)2 (1), CoII(3,5-DBSQ)2(DBPy)2·1.33C7H8 (1S), CoII(3,5-DBSQ)2(DCPy)2·C7H8 (2S), CoII(3,5-DBSQ)2(TBPy)2 (3) and CoII(3,5-DBSQ)2(TCPy)2 (4) (S = toluene, 3,5-DBSQ = 3,5-di-tert-butylsemiquinonate, DBPy = 3,5-dibromopyridine, DCPy = 3,5-dichloropyridine, TBPy = 3,4,5-tribromopyridine and TCPy = 3,4,5-trichloropyridine) is reported. The re-crystallization of (1S) in toluene at 277 K resulted in a concomitant formation of a solvent-free polymorph, CoII(3,5-DBSQ)2(DBPy)2 (1). Thermally induced valence tautomerism (VT) is observed only in (1S), (1) and (2S) [hs-CoII(3,5-DBSQ)2L2 ↔ ls-CoIII(3,5-DBSQ)(3,5-DBCat)L2 (hs = high spin, ls = low spin, 3,5-DBCat = 3,5-di-tert-butylcatecholate)], whereas (3) and (4) remain locked in the hs-CoII(3,5-DBSQ)2 state during cooling of the sample. Multi-temperature single-crystal studies demonstrate the change in cobalt coordination environment during the VT conversion. The non-solvated compound (1) shows a sharp VT transition (T1/2 ∼ 245 K with ΔT ∼ 10 K) from hs-CoII(3,5-DBSQ)2(DBPy)2 to ls-CoIII(3,5-DBSQ)(3,5-DBCat)(DBPy)2 oxidation state, whereas the other polymorph with lattice solvent (1S) results in a broad transition (T1/2 ∼ 150 K with ΔT ∼ 100 K). This increase in the VT transition temperature for (1) relative to (1S) illustrates the effect of lattice solvent on the VT transition mechanism. Additionally, the influence of halogen substitutions on the pyridine ring is discussed with respect to observed VT behaviour in the studied compounds.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S2052520616019235/ps5056sup1.cif
Contains datablocks 1_100K, 1_150K, 1_200K, 1_235K, 1_250K, 1_296K, 1S_100K, 1S_150K, 1S_175K, 1S_200K, 1S_296K, 2S_100K, 2S_150K, 2S_175K, 2S_200K, 2S_296K, 3_100K, 3_20K, 3_296K, 4_100K

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2052520616019235/ps50561_100Ksup2.hkl
Contains datablock 1_100K

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2052520616019235/ps50561_150Ksup3.hkl
Contains datablock 1_150K

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2052520616019235/ps50561_200Ksup4.hkl
Contains datablock 1_200K

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2052520616019235/ps50561_235Ksup5.hkl
Contains datablock 1_235K

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2052520616019235/ps50561_250Ksup6.hkl
Contains datablock 1_250K

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2052520616019235/ps50561_296Ksup7.hkl
Contains datablock 1_296K

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2052520616019235/ps50561S_100Ksup8.hkl
Contains datablock 1S_100K

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2052520616019235/ps50561S_150Ksup9.hkl
Contains datablock 1S_150K

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2052520616019235/ps50561S_175Ksup10.hkl
Contains datablock 1S_175K

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2052520616019235/ps50561S_200Ksup11.hkl
Contains datablock 1S_200K

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2052520616019235/ps50561S_296Ksup12.hkl
Contains datablock 1S_296K

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2052520616019235/ps50562S_100Ksup13.hkl
Contains datablock 2S_100K

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2052520616019235/ps50562S_150Ksup14.hkl
Contains datablock 2S_150K

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2052520616019235/ps50562S_175Ksup15.hkl
Contains datablock 2S_175K

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2052520616019235/ps50562S_200Ksup16.hkl
Contains datablock 2S_200K

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2052520616019235/ps50562S_296Ksup17.hkl
Contains datablock 2S_296K

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2052520616019235/ps50563_20Ksup18.hkl
Contains datablock 3_20K

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2052520616019235/ps50563_100Ksup19.hkl
Contains datablock 3_100K

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2052520616019235/ps50563_296Ksup20.hkl
Contains datablock 3_296K

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2052520616019235/ps50564_100Ksup21.hkl
Contains datablock 4_100K

pdf

Portable Document Format (PDF) file https://doi.org/10.1107/S2052520616019235/ps5056sup22.pdf
Supporting tables and figures

CCDC references: 1450449; 1450450; 1450451; 1450452; 1450453; 1450454; 1450455; 1450456; 1450457; 1450458; 1450459; 1450460; 1450461; 1450462; 1450463; 1450464; 1450465; 1450466; 1450467; 1450468

Computing details top

For all compounds, program(s) used to refine structure: SHELXL2014 (Sheldrick, 2014).

(1_100K) top
Crystal data top
C38H46Br4CoN2O4Z = 1
Mr = 973.34F(000) = 487
Triclinic, P1Dx = 1.707 Mg m3
a = 8.9545 (6) ÅAg Kα radiation, λ = 0.56085 Å
b = 10.1012 (6) ÅCell parameters from 22010 reflections
c = 11.5659 (8) Åθ = 1.4–20.6°
α = 85.879 (3)°µ = 2.52 mm1
β = 89.310 (4)°T = 100 K
γ = 65.160 (3)°Block, green
V = 946.72 (11) Å30.20 × 0.17 × 0.14 mm
Data collection top
Bruker Kappa APEX II CCD detector
diffractometer
3770 independent reflections
Radiation source: Bruker, Kappa Apex II3122 reflections with I > 2σ(I)
Mirror monochromatorRint = 0.053
φ and ω scansθmax = 20.6°, θmin = 1.4°
Absorption correction: multi-scan
Bruker AXS, 2008
h = 1110
Tmin = 0.632, Tmax = 0.719k = 1212
22010 measured reflectionsl = 1414
Refinement top
Refinement on F20 restraints
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.042H-atom parameters constrained
wR(F2) = 0.129 w = 1/[σ2(Fo2) + (0.0793P)2 + 0.9045P]
where P = (Fo2 + 2Fc2)/3
S = 1.10(Δ/σ)max < 0.001
3770 reflectionsΔρmax = 1.94 e Å3
229 parametersΔρmin = 1.05 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*/Ueq
C10.4463 (5)0.6134 (4)0.2034 (3)0.0148 (8)
C20.3133 (5)0.5744 (4)0.1857 (3)0.0149 (8)
C30.1846 (5)0.6072 (4)0.2671 (3)0.0162 (8)
C40.1988 (5)0.6773 (4)0.3634 (3)0.0199 (8)
H40.11310.70300.41820.024*
C50.3321 (5)0.7119 (4)0.3843 (3)0.0186 (8)
C60.4547 (5)0.6810 (4)0.3028 (3)0.0173 (8)
H60.54440.70580.31450.021*
C70.0468 (5)0.5594 (4)0.2534 (3)0.0197 (8)
C80.0360 (5)0.6064 (5)0.1330 (4)0.0239 (9)
H8A0.13380.58610.13150.036*
H8B0.04130.55180.07470.036*
H8C0.06860.71140.11590.036*
C90.1173 (6)0.3918 (5)0.2712 (4)0.0308 (10)
H9A0.16690.36000.34910.046*
H9B0.20130.34820.21330.046*
H9C0.02860.36030.26260.046*
C100.0877 (5)0.6205 (5)0.3442 (4)0.0248 (9)
H10A0.03880.58740.42220.037*
H10B0.17280.58530.33290.037*
H10C0.13720.72760.33530.037*
C110.3395 (5)0.7845 (5)0.4954 (3)0.0218 (9)
C130.5158 (8)0.7511 (10)0.5291 (6)0.072 (2)
H13A0.56050.80010.47160.108*
H13B0.58260.64520.53200.108*
H13C0.51810.78640.60550.108*
C120.2694 (9)0.7263 (7)0.5969 (4)0.0527 (17)
H12A0.29000.76230.66870.079*
H12B0.32240.61910.60260.079*
H12C0.15050.76000.58470.079*
C140.2417 (10)0.9482 (5)0.4773 (5)0.059 (2)
H14A0.24860.99390.54780.089*
H14B0.12630.97040.46030.089*
H14C0.28660.98660.41230.089*
C150.5644 (5)0.2103 (4)0.0889 (3)0.0192 (8)
H150.45060.24130.07220.023*
C160.6560 (5)0.0702 (4)0.1365 (4)0.0213 (9)
C170.8219 (5)0.0221 (4)0.1578 (3)0.0189 (8)
H170.88580.07380.19140.023*
C180.8920 (5)0.1167 (4)0.1291 (3)0.0177 (8)
C190.7960 (5)0.2586 (4)0.0854 (3)0.0173 (8)
H190.84510.32480.06910.021*
N10.6344 (4)0.3031 (3)0.0659 (3)0.0159 (7)
O10.5607 (3)0.5803 (3)0.1234 (2)0.0164 (6)
O20.3204 (3)0.5060 (3)0.0905 (2)0.0160 (6)
Co10.50000.50000.00000.01392 (19)
Br11.12040 (5)0.05595 (4)0.15042 (3)0.02452 (15)
Br20.55065 (5)0.05424 (4)0.17038 (4)0.03272 (17)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.0096 (18)0.0136 (17)0.0184 (17)0.0025 (14)0.0025 (14)0.0013 (14)
C20.0136 (18)0.0119 (17)0.0154 (17)0.0018 (15)0.0022 (14)0.0006 (13)
C30.0110 (18)0.0155 (17)0.0196 (18)0.0039 (15)0.0040 (14)0.0041 (14)
C40.016 (2)0.0212 (19)0.0193 (18)0.0052 (16)0.0019 (15)0.0015 (15)
C50.0147 (19)0.0159 (18)0.0225 (19)0.0038 (16)0.0026 (15)0.0022 (15)
C60.0150 (19)0.0191 (18)0.0192 (18)0.0087 (16)0.0029 (15)0.0002 (14)
C70.015 (2)0.0219 (19)0.0232 (19)0.0086 (16)0.0007 (16)0.0011 (15)
C80.017 (2)0.030 (2)0.027 (2)0.0119 (18)0.0010 (17)0.0081 (17)
C90.022 (2)0.025 (2)0.048 (3)0.0120 (19)0.004 (2)0.0022 (19)
C100.017 (2)0.033 (2)0.027 (2)0.0128 (19)0.0002 (17)0.0016 (17)
C110.019 (2)0.027 (2)0.0215 (19)0.0110 (18)0.0016 (16)0.0062 (16)
C130.032 (3)0.133 (7)0.056 (4)0.030 (4)0.005 (3)0.064 (4)
C120.095 (5)0.064 (4)0.022 (2)0.056 (4)0.003 (3)0.007 (2)
C140.100 (5)0.019 (2)0.038 (3)0.003 (3)0.021 (3)0.011 (2)
C150.0124 (19)0.0201 (19)0.0232 (19)0.0052 (16)0.0000 (15)0.0001 (15)
C160.019 (2)0.021 (2)0.029 (2)0.0129 (17)0.0024 (17)0.0037 (16)
C170.017 (2)0.0192 (18)0.0223 (19)0.0090 (16)0.0015 (16)0.0002 (15)
C180.0106 (18)0.0229 (19)0.0199 (18)0.0069 (16)0.0000 (14)0.0045 (15)
C190.0138 (19)0.0211 (19)0.0171 (18)0.0078 (16)0.0006 (15)0.0017 (14)
N10.0125 (16)0.0175 (15)0.0180 (15)0.0062 (13)0.0009 (12)0.0032 (12)
O10.0136 (14)0.0185 (13)0.0180 (13)0.0074 (11)0.0016 (10)0.0019 (10)
O20.0107 (13)0.0177 (13)0.0202 (13)0.0063 (11)0.0005 (10)0.0022 (10)
Co10.0104 (4)0.0149 (4)0.0164 (4)0.0052 (3)0.0008 (3)0.0012 (3)
Br10.0132 (2)0.0253 (2)0.0328 (2)0.00620 (18)0.00629 (16)0.00088 (17)
Br20.0185 (3)0.0205 (2)0.0594 (3)0.01045 (19)0.0078 (2)0.01157 (19)
Geometric parameters (Å, º) top
C1—O11.323 (4)C11—C131.519 (7)
C1—C61.398 (5)C15—N11.340 (5)
C1—C21.423 (6)C15—C161.379 (6)
C2—O21.328 (4)C16—C171.374 (6)
C2—C31.423 (5)C16—Br21.882 (4)
C3—C41.397 (6)C17—C181.368 (6)
C3—C71.515 (6)C18—C191.386 (5)
C4—C51.406 (6)C18—Br11.886 (4)
C5—C61.386 (5)C19—N11.339 (5)
C5—C111.539 (5)N1—Co11.943 (3)
C7—C81.532 (6)O1—Co11.883 (3)
C7—C91.538 (6)O2—Co11.890 (3)
C7—C101.541 (5)Co1—O1i1.883 (3)
C11—C141.512 (6)Co1—O2i1.890 (3)
C11—C121.520 (7)Co1—N1i1.943 (3)
O1—C1—C6122.4 (4)C17—C16—Br2120.6 (3)
O1—C1—C2117.2 (3)C15—C16—Br2119.0 (3)
C6—C1—C2120.4 (3)C18—C17—C16117.8 (4)
O2—C2—C3123.9 (4)C17—C18—C19120.5 (4)
O2—C2—C1115.5 (3)C17—C18—Br1120.2 (3)
C3—C2—C1120.6 (3)C19—C18—Br1119.3 (3)
C4—C3—C2116.0 (4)N1—C19—C18120.4 (4)
C4—C3—C7122.3 (3)C19—N1—C15120.0 (3)
C2—C3—C7121.5 (3)C19—N1—Co1120.7 (3)
C3—C4—C5124.1 (4)C15—N1—Co1119.2 (3)
C6—C5—C4118.8 (4)C1—O1—Co1109.6 (2)
C6—C5—C11121.0 (4)C2—O2—Co1110.1 (2)
C4—C5—C11120.2 (3)O1i—Co1—O1180.0
C5—C6—C1120.0 (4)O1i—Co1—O2i87.09 (11)
C3—C7—C8112.2 (3)O1—Co1—O2i92.91 (11)
C3—C7—C9109.2 (3)O1i—Co1—O292.91 (11)
C8—C7—C9108.3 (4)O1—Co1—O287.09 (11)
C3—C7—C10112.4 (3)O2i—Co1—O2180.0
C8—C7—C10107.8 (3)O1i—Co1—N189.22 (12)
C9—C7—C10106.7 (3)O1—Co1—N190.78 (12)
C14—C11—C12109.0 (5)O2i—Co1—N189.54 (12)
C14—C11—C13109.3 (5)O2—Co1—N190.46 (12)
C12—C11—C13106.7 (5)O1i—Co1—N1i90.78 (12)
C14—C11—C5109.9 (3)O1—Co1—N1i89.22 (12)
C12—C11—C5110.6 (4)O2i—Co1—N1i90.46 (12)
C13—C11—C5111.3 (4)O2—Co1—N1i89.54 (12)
N1—C15—C16120.7 (4)N1—Co1—N1i180.0
C17—C16—C15120.4 (4)
O1—C1—C2—O21.1 (5)C6—C5—C11—C1326.5 (6)
C6—C1—C2—O2177.7 (3)C4—C5—C11—C13154.2 (5)
O1—C1—C2—C3179.5 (3)N1—C15—C16—C172.0 (6)
C6—C1—C2—C31.8 (5)N1—C15—C16—Br2178.6 (3)
O2—C2—C3—C4178.8 (3)C15—C16—C17—C180.7 (6)
C1—C2—C3—C40.6 (5)Br2—C16—C17—C18178.7 (3)
O2—C2—C3—C72.8 (5)C16—C17—C18—C193.1 (6)
C1—C2—C3—C7176.6 (3)C16—C17—C18—Br1177.6 (3)
C2—C3—C4—C51.7 (6)C17—C18—C19—N12.9 (6)
C7—C3—C4—C5174.3 (4)Br1—C18—C19—N1177.8 (3)
C3—C4—C5—C62.8 (6)C18—C19—N1—C150.1 (5)
C3—C4—C5—C11177.8 (4)C18—C19—N1—Co1178.1 (3)
C4—C5—C6—C11.5 (6)C16—C15—N1—C192.3 (5)
C11—C5—C6—C1179.2 (3)C16—C15—N1—Co1179.5 (3)
O1—C1—C6—C5179.4 (3)C6—C1—O1—Co1177.0 (3)
C2—C1—C6—C50.7 (5)C2—C1—O1—Co14.2 (4)
C4—C3—C7—C8131.9 (4)C3—C2—O2—Co1174.8 (3)
C2—C3—C7—C852.3 (5)C1—C2—O2—Co15.8 (4)
C4—C3—C7—C9108.0 (4)C1—O1—Co1—O2i174.1 (2)
C2—C3—C7—C967.7 (4)C1—O1—Co1—O25.9 (2)
C4—C3—C7—C1010.2 (5)C1—O1—Co1—N196.3 (2)
C2—C3—C7—C10174.1 (3)C1—O1—Co1—N1i83.7 (2)
C6—C5—C11—C1494.7 (5)C2—O2—Co1—O1i173.5 (2)
C4—C5—C11—C1484.7 (5)C2—O2—Co1—O16.5 (2)
C6—C5—C11—C12144.9 (5)C2—O2—Co1—N197.3 (2)
C4—C5—C11—C1235.8 (6)C2—O2—Co1—N1i82.7 (2)
Symmetry code: (i) x+1, y+1, z.
(1_150K) top
Crystal data top
C38H46Br4CoN2O4Z = 1
Mr = 973.34F(000) = 487
Triclinic, P1Dx = 1.698 Mg m3
a = 8.9612 (7) ÅAg Kα radiation, λ = 0.56085 Å
b = 10.1111 (8) ÅCell parameters from 17278 reflections
c = 11.5984 (9) Åθ = 1.4–20.0°
α = 85.951 (5)°µ = 2.51 mm1
β = 89.290 (3)°T = 150 K
γ = 65.221 (4)°Block, blue
V = 951.59 (13) Å30.20 × 0.17 × 0.14 mm
Data collection top
Bruker Kappa APEX II CCD detector
diffractometer
3411 independent reflections
Radiation source: Bruker, Kappa Apex II2731 reflections with I > 2σ(I)
Mirror monochromatorRint = 0.044
φ and ω scansθmax = 20.0°, θmin = 1.4°
Absorption correction: multi-scan
Bruker AXS, 2008
h = 1010
Tmin = 0.634, Tmax = 0.720k = 1212
17278 measured reflectionsl = 1414
Refinement top
Refinement on F20 restraints
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.035H-atom parameters constrained
wR(F2) = 0.120 w = 1/[σ2(Fo2) + (0.0697P)2 + 0.3802P]
where P = (Fo2 + 2Fc2)/3
S = 1.16(Δ/σ)max = 0.001
3411 reflectionsΔρmax = 1.33 e Å3
229 parametersΔρmin = 0.82 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*/Ueq
C10.5543 (5)0.3859 (4)0.7966 (3)0.0163 (8)
C20.6861 (5)0.4251 (4)0.8148 (3)0.0160 (8)
C30.8145 (5)0.3923 (4)0.7338 (3)0.0177 (8)
C40.7996 (5)0.3230 (4)0.6373 (3)0.0224 (9)
H40.88480.29820.58240.027*
C50.6680 (5)0.2877 (4)0.6160 (3)0.0219 (9)
C60.5443 (5)0.3191 (4)0.6977 (3)0.0200 (9)
H60.45400.29520.68590.024*
C70.9521 (5)0.4403 (4)0.7472 (3)0.0222 (9)
C80.8827 (6)0.6072 (5)0.7314 (5)0.0382 (12)
H8A0.79990.64990.79010.057*
H8B0.83180.64030.65420.057*
H8C0.97180.63810.73970.057*
C91.0356 (6)0.3923 (5)0.8669 (4)0.0294 (10)
H9A1.13370.41190.86830.044*
H9B1.06740.28750.88350.044*
H9C0.95900.44670.92550.044*
C101.0862 (6)0.3794 (5)0.6570 (4)0.0306 (11)
H10A1.17250.41270.66940.046*
H10B1.03790.41420.57920.046*
H10C1.13360.27240.66460.046*
C110.6592 (6)0.2162 (5)0.5055 (4)0.0266 (10)
C120.7273 (11)0.2758 (8)0.4044 (4)0.068 (2)
H12A0.67460.38280.40000.103*
H12B0.70490.24130.33250.103*
H12C0.84620.24190.41520.103*
C130.4856 (9)0.2479 (11)0.4724 (6)0.088 (3)
H13A0.44330.19460.52760.132*
H13B0.48290.21690.39460.132*
H13C0.41710.35300.47340.132*
C140.7586 (10)0.0530 (6)0.5232 (5)0.075 (2)
H14A0.87290.03220.54210.112*
H14B0.75470.00730.45220.112*
H14C0.71270.01360.58680.112*
C150.4365 (5)0.7887 (4)0.9113 (3)0.0205 (9)
H150.55020.75770.92790.025*
C160.3446 (6)0.9282 (4)0.8639 (4)0.0248 (10)
C170.1800 (5)0.9762 (4)0.8423 (3)0.0236 (9)
H170.11651.07190.80880.028*
C180.1099 (5)0.8819 (4)0.8705 (3)0.0213 (9)
C190.2057 (5)0.7406 (4)0.9140 (3)0.0211 (9)
H190.15660.67440.92990.025*
N10.3655 (4)0.6965 (3)0.9338 (3)0.0175 (7)
O10.4390 (3)0.4196 (3)0.8770 (2)0.0185 (6)
O20.6799 (3)0.4931 (3)0.9101 (2)0.0171 (6)
Co10.50000.50001.00000.0153 (2)
Br10.11796 (5)0.94272 (5)0.84919 (4)0.03098 (17)
Br20.45099 (6)1.05180 (5)0.82986 (5)0.04170 (19)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.011 (2)0.0141 (17)0.0203 (19)0.0021 (15)0.0001 (16)0.0011 (14)
C20.013 (2)0.0133 (18)0.0196 (19)0.0031 (15)0.0024 (16)0.0016 (14)
C30.014 (2)0.0171 (18)0.0222 (19)0.0074 (16)0.0009 (16)0.0011 (15)
C40.017 (2)0.024 (2)0.022 (2)0.0049 (17)0.0024 (17)0.0029 (16)
C50.019 (2)0.0174 (19)0.026 (2)0.0039 (16)0.0012 (17)0.0031 (15)
C60.018 (2)0.0204 (19)0.021 (2)0.0080 (17)0.0001 (17)0.0006 (15)
C70.014 (2)0.025 (2)0.028 (2)0.0087 (17)0.0013 (18)0.0002 (16)
C80.025 (3)0.027 (2)0.066 (3)0.015 (2)0.004 (2)0.000 (2)
C90.019 (2)0.038 (2)0.036 (2)0.016 (2)0.001 (2)0.0100 (19)
C100.019 (2)0.044 (3)0.031 (2)0.016 (2)0.002 (2)0.0013 (19)
C110.026 (3)0.030 (2)0.024 (2)0.0115 (19)0.0009 (19)0.0064 (17)
C120.131 (7)0.081 (4)0.025 (3)0.075 (5)0.009 (3)0.010 (3)
C130.045 (4)0.164 (8)0.065 (4)0.042 (5)0.009 (3)0.080 (5)
C140.125 (7)0.026 (3)0.050 (3)0.005 (3)0.022 (4)0.016 (2)
C150.011 (2)0.023 (2)0.027 (2)0.0071 (16)0.0011 (17)0.0015 (16)
C160.027 (3)0.021 (2)0.031 (2)0.0139 (18)0.0048 (19)0.0044 (17)
C170.020 (2)0.025 (2)0.026 (2)0.0099 (17)0.0014 (18)0.0003 (16)
C180.014 (2)0.027 (2)0.023 (2)0.0084 (17)0.0010 (17)0.0044 (16)
C190.022 (2)0.024 (2)0.0206 (19)0.0122 (17)0.0009 (18)0.0016 (15)
N10.0143 (19)0.0178 (16)0.0204 (16)0.0068 (13)0.0004 (14)0.0017 (12)
O10.0127 (15)0.0221 (14)0.0215 (14)0.0079 (11)0.0008 (11)0.0037 (11)
O20.0121 (15)0.0186 (13)0.0215 (13)0.0074 (11)0.0000 (11)0.0021 (10)
Co10.0115 (4)0.0158 (4)0.0195 (4)0.0065 (3)0.0005 (3)0.0020 (3)
Br10.0161 (3)0.0319 (3)0.0427 (3)0.00823 (19)0.00787 (19)0.00124 (19)
Br20.0237 (3)0.0251 (3)0.0781 (4)0.0147 (2)0.0087 (2)0.0156 (2)
Geometric parameters (Å, º) top
C1—O11.335 (4)C12—H12A0.9800
C1—C61.394 (6)C12—H12B0.9800
C1—C21.416 (6)C12—H12C0.9800
C2—O21.331 (5)C13—H13A0.9800
C2—C31.419 (5)C13—H13B0.9800
C3—C41.398 (6)C13—H13C0.9800
C3—C71.516 (6)C14—H14A0.9800
C4—C51.397 (7)C14—H14B0.9800
C4—H40.9500C14—H14C0.9800
C5—C61.396 (6)C15—N11.342 (5)
C5—C111.533 (6)C15—C161.378 (6)
C6—H60.9500C15—H150.9500
C7—C81.532 (6)C16—C171.365 (6)
C7—C91.533 (6)C16—Br21.883 (4)
C7—C101.536 (6)C17—C181.365 (6)
C8—H8A0.9800C17—H170.9500
C8—H8B0.9800C18—C191.384 (6)
C8—H8C0.9800C18—Br11.883 (4)
C9—H9A0.9800C19—N11.327 (5)
C9—H9B0.9800C19—H190.9500
C9—H9C0.9800N1—Co11.947 (3)
C10—H10A0.9800O1—Co11.883 (3)
C10—H10B0.9800O2—Co11.888 (3)
C10—H10C0.9800Co1—O1i1.883 (3)
C11—C131.501 (8)Co1—O2i1.888 (3)
C11—C141.511 (6)Co1—N1i1.947 (3)
C11—C121.518 (7)
O1—C1—C6122.0 (4)C11—C12—H12C109.5
O1—C1—C2116.7 (3)H12A—C12—H12C109.5
C6—C1—C2121.3 (3)H12B—C12—H12C109.5
O2—C2—C1116.1 (3)C11—C13—H13A109.5
O2—C2—C3123.6 (4)C11—C13—H13B109.5
C1—C2—C3120.3 (3)H13A—C13—H13B109.5
C4—C3—C2116.0 (4)C11—C13—H13C109.5
C4—C3—C7122.3 (3)H13A—C13—H13C109.5
C2—C3—C7121.6 (3)H13B—C13—H13C109.5
C5—C4—C3124.6 (4)C11—C14—H14A109.5
C5—C4—H4117.7C11—C14—H14B109.5
C3—C4—H4117.7H14A—C14—H14B109.5
C6—C5—C4118.4 (4)C11—C14—H14C109.5
C6—C5—C11120.7 (4)H14A—C14—H14C109.5
C4—C5—C11120.9 (4)H14B—C14—H14C109.5
C1—C6—C5119.4 (4)N1—C15—C16120.0 (4)
C1—C6—H6120.3N1—C15—H15120.0
C5—C6—H6120.3C16—C15—H15120.0
C3—C7—C8109.6 (3)C17—C16—C15120.9 (4)
C3—C7—C9111.9 (3)C17—C16—Br2120.7 (3)
C8—C7—C9108.0 (4)C15—C16—Br2118.4 (3)
C3—C7—C10112.5 (4)C18—C17—C16117.7 (4)
C8—C7—C10107.2 (3)C18—C17—H17121.1
C9—C7—C10107.5 (4)C16—C17—H17121.1
C7—C8—H8A109.5C17—C18—C19120.3 (4)
C7—C8—H8B109.5C17—C18—Br1120.2 (3)
H8A—C8—H8B109.5C19—C18—Br1119.5 (3)
C7—C8—H8C109.5N1—C19—C18120.7 (4)
H8A—C8—H8C109.5N1—C19—H19119.7
H8B—C8—H8C109.5C18—C19—H19119.7
C7—C9—H9A109.5C19—N1—C15120.2 (3)
C7—C9—H9B109.5C19—N1—Co1121.0 (3)
H9A—C9—H9B109.5C15—N1—Co1118.7 (3)
C7—C9—H9C109.5C1—O1—Co1109.7 (3)
H9A—C9—H9C109.5C2—O2—Co1109.9 (2)
H9B—C9—H9C109.5O1—Co1—O1i180.00 (9)
C7—C10—H10A109.5O1—Co1—O287.18 (11)
C7—C10—H10B109.5O1i—Co1—O292.82 (11)
H10A—C10—H10B109.5O1—Co1—O2i92.82 (11)
C7—C10—H10C109.5O1i—Co1—O2i87.18 (11)
H10A—C10—H10C109.5O2—Co1—O2i180.0
H10B—C10—H10C109.5O1—Co1—N190.56 (13)
C13—C11—C14109.5 (6)O1i—Co1—N189.44 (13)
C13—C11—C12106.3 (5)O2—Co1—N190.70 (12)
C14—C11—C12109.2 (5)O2i—Co1—N189.30 (12)
C13—C11—C5111.9 (4)O1—Co1—N1i89.44 (13)
C14—C11—C5109.4 (4)O1i—Co1—N1i90.56 (13)
C12—C11—C5110.4 (4)O2—Co1—N1i89.30 (12)
C11—C12—H12A109.5O2i—Co1—N1i90.70 (12)
C11—C12—H12B109.5N1—Co1—N1i180.00 (13)
H12A—C12—H12B109.5
O1—C1—C2—O20.7 (5)C6—C5—C11—C12143.9 (5)
C6—C1—C2—O2177.6 (3)C4—C5—C11—C1236.0 (6)
O1—C1—C2—C3179.6 (3)N1—C15—C16—C171.8 (6)
C6—C1—C2—C32.1 (5)N1—C15—C16—Br2178.3 (3)
O2—C2—C3—C4178.7 (3)C15—C16—C17—C180.8 (6)
C1—C2—C3—C41.0 (5)Br2—C16—C17—C18179.1 (3)
O2—C2—C3—C73.2 (5)C16—C17—C18—C193.1 (6)
C1—C2—C3—C7176.4 (3)C16—C17—C18—Br1177.4 (3)
C2—C3—C4—C51.1 (6)C17—C18—C19—N13.0 (6)
C7—C3—C4—C5174.3 (4)Br1—C18—C19—N1177.5 (3)
C3—C4—C5—C62.0 (6)C18—C19—N1—C150.3 (6)
C3—C4—C5—C11177.9 (4)C18—C19—N1—Co1177.9 (3)
O1—C1—C6—C5179.4 (3)C16—C15—N1—C192.1 (6)
C2—C1—C6—C51.2 (5)C16—C15—N1—Co1179.7 (3)
C4—C5—C6—C10.8 (5)C6—C1—O1—Co1177.4 (3)
C11—C5—C6—C1179.2 (3)C2—C1—O1—Co14.3 (4)
C4—C3—C7—C8108.4 (4)C1—C2—O2—Co15.3 (4)
C2—C3—C7—C866.8 (5)C3—C2—O2—Co1175.0 (3)
C4—C3—C7—C9131.9 (4)C1—O1—Co1—O25.7 (2)
C2—C3—C7—C952.9 (5)C1—O1—Co1—O2i174.3 (2)
C4—C3—C7—C1010.8 (5)C1—O1—Co1—N196.4 (2)
C2—C3—C7—C10174.1 (3)C1—O1—Co1—N1i83.6 (2)
C6—C5—C11—C1325.7 (6)C2—O2—Co1—O16.2 (2)
C4—C5—C11—C13154.2 (6)C2—O2—Co1—O1i173.8 (2)
C6—C5—C11—C1495.8 (6)C2—O2—Co1—N196.7 (2)
C4—C5—C11—C1484.2 (6)C2—O2—Co1—N1i83.3 (2)
Symmetry code: (i) x+1, y+1, z+2.
(1_200K) top
Crystal data top
C38H46Br4CoN2O4Z = 1
Mr = 973.34F(000) = 487
Triclinic, P1Dx = 1.675 Mg m3
a = 8.9788 (11) ÅAg Kα radiation, λ = 0.56085 Å
b = 10.1598 (13) ÅCell parameters from 12572 reflections
c = 11.6606 (15) Åθ = 1.4–19.5°
α = 86.014 (5)°µ = 2.47 mm1
β = 89.423 (5)°T = 200 K
γ = 65.463 (4)°Block, blue
V = 965.1 (2) Å30.20 × 0.17 × 0.14 mm
Data collection top
Bruker Kappa APEX II CCD detector
diffractometer
3104 independent reflections
Radiation source: Bruker, Kappa Apex II2330 reflections with I > 2σ(I)
Mirror monochromatorRint = 0.051
φ and ω scansθmax = 19.5°, θmin = 1.4°
Absorption correction: multi-scan
Bruker AXS, 2008
h = 1010
Tmin = 0.610, Tmax = 0.707k = 1212
12572 measured reflectionsl = 1313
Refinement top
Refinement on F20 restraints
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.044H-atom parameters constrained
wR(F2) = 0.150 w = 1/[σ2(Fo2) + (0.0885P)2 + 0.5627P]
where P = (Fo2 + 2Fc2)/3
S = 1.11(Δ/σ)max < 0.001
3104 reflectionsΔρmax = 0.86 e Å3
229 parametersΔρmin = 0.98 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*/Ueq
C10.4461 (7)0.6144 (5)0.2028 (4)0.0221 (12)
C20.3149 (7)0.5749 (5)0.1846 (4)0.0218 (12)
C30.1867 (7)0.6075 (5)0.2657 (4)0.0265 (13)
C40.2023 (7)0.6761 (6)0.3618 (5)0.0293 (14)
H40.11780.70010.41670.035*
C50.3332 (7)0.7116 (6)0.3828 (4)0.0272 (13)
C60.4576 (7)0.6808 (6)0.3015 (4)0.0270 (13)
H60.54780.70450.31330.032*
C70.0482 (7)0.5607 (6)0.2514 (5)0.0315 (14)
C80.0353 (8)0.6078 (7)0.1325 (5)0.0387 (15)
H8A0.13260.58720.13120.058*
H8B0.04100.55440.07410.058*
H8C0.06780.71210.11610.058*
C90.1156 (9)0.3940 (7)0.2655 (7)0.0499 (19)
H9A0.16400.35980.34280.075*
H9B0.19940.35180.20810.075*
H9C0.02620.36420.25470.075*
C100.0850 (8)0.6202 (7)0.3429 (5)0.0411 (16)
H10A0.03460.58920.41990.062*
H10B0.16820.58270.33340.062*
H10C0.13630.72650.33340.062*
C110.3421 (8)0.7836 (6)0.4935 (5)0.0347 (15)
C120.2425 (14)0.9445 (8)0.4774 (7)0.093 (4)
H12A0.25440.99020.54600.139*
H12B0.12700.96450.46560.139*
H12C0.28100.98390.41020.139*
C130.5150 (12)0.7491 (15)0.5268 (8)0.111 (5)
H13A0.55110.81650.48370.167*
H13B0.58530.64950.50920.167*
H13C0.52210.75880.60940.167*
C140.2793 (16)0.7199 (11)0.5953 (6)0.092 (4)
H14A0.31020.74770.66710.138*
H14B0.32770.61390.59490.138*
H14C0.15980.75710.58930.138*
C150.2072 (7)0.7399 (6)0.0861 (4)0.0278 (13)
H150.15800.67420.06940.033*
C160.1111 (7)0.8803 (6)0.1304 (5)0.0278 (13)
C170.1834 (7)0.9731 (6)0.1579 (5)0.0318 (14)
H170.12071.06810.19130.038*
C180.3480 (8)0.9265 (6)0.1362 (5)0.0321 (14)
C190.4373 (7)0.7865 (6)0.0886 (5)0.0282 (13)
H190.55050.75520.07150.034*
N10.3674 (5)0.6957 (5)0.0668 (4)0.0239 (10)
O10.5610 (5)0.5809 (4)0.1230 (3)0.0243 (9)
O20.3200 (4)0.5073 (4)0.0892 (3)0.0243 (9)
Co10.50000.50000.00000.0211 (3)
Br10.45283 (9)1.04920 (7)0.16991 (7)0.0549 (3)
Br20.11540 (8)0.94138 (7)0.15116 (6)0.0426 (2)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.019 (3)0.021 (2)0.024 (3)0.006 (2)0.003 (2)0.0011 (19)
C20.018 (3)0.020 (2)0.026 (3)0.007 (2)0.003 (2)0.002 (2)
C30.024 (3)0.024 (3)0.030 (3)0.009 (2)0.002 (2)0.005 (2)
C40.026 (3)0.033 (3)0.027 (3)0.011 (3)0.000 (2)0.001 (2)
C50.021 (3)0.027 (3)0.031 (3)0.007 (2)0.004 (2)0.000 (2)
C60.025 (3)0.028 (3)0.029 (3)0.012 (2)0.007 (2)0.001 (2)
C70.019 (3)0.033 (3)0.040 (3)0.009 (3)0.001 (3)0.005 (2)
C80.026 (4)0.048 (4)0.046 (3)0.017 (3)0.001 (3)0.013 (3)
C90.037 (4)0.038 (4)0.078 (5)0.020 (3)0.003 (4)0.001 (3)
C100.024 (3)0.058 (4)0.044 (4)0.021 (3)0.002 (3)0.003 (3)
C110.030 (4)0.039 (3)0.034 (3)0.013 (3)0.003 (3)0.006 (2)
C120.151 (11)0.040 (4)0.061 (5)0.011 (5)0.027 (6)0.021 (4)
C130.055 (6)0.203 (13)0.084 (7)0.049 (7)0.009 (5)0.097 (8)
C140.173 (12)0.120 (8)0.038 (4)0.112 (8)0.011 (6)0.020 (4)
C150.028 (3)0.030 (3)0.027 (3)0.014 (3)0.001 (3)0.000 (2)
C160.021 (3)0.032 (3)0.030 (3)0.012 (3)0.004 (2)0.001 (2)
C170.027 (3)0.029 (3)0.036 (3)0.009 (3)0.003 (3)0.002 (2)
C180.032 (4)0.027 (3)0.042 (3)0.017 (3)0.004 (3)0.003 (2)
C190.018 (3)0.030 (3)0.037 (3)0.011 (2)0.003 (2)0.002 (2)
N10.017 (2)0.027 (2)0.028 (2)0.0096 (19)0.0043 (19)0.0010 (17)
O10.019 (2)0.0284 (19)0.0281 (19)0.0121 (16)0.0009 (16)0.0020 (14)
O20.018 (2)0.0242 (18)0.0306 (19)0.0087 (16)0.0021 (16)0.0025 (14)
Co10.0163 (6)0.0220 (5)0.0260 (5)0.0089 (4)0.0013 (4)0.0010 (4)
Br10.0338 (4)0.0348 (4)0.0986 (6)0.0204 (3)0.0118 (4)0.0212 (3)
Br20.0226 (4)0.0445 (4)0.0575 (4)0.0113 (3)0.0130 (3)0.0032 (3)
Geometric parameters (Å, º) top
C1—O11.334 (6)C11—C141.526 (10)
C1—C61.399 (8)C15—N11.333 (7)
C1—C21.415 (8)C15—C161.389 (7)
C2—O21.339 (7)C16—C171.370 (9)
C2—C31.426 (7)C16—Br21.876 (6)
C3—C41.399 (8)C17—C181.371 (9)
C3—C71.519 (9)C18—C191.388 (8)
C4—C51.393 (9)C18—Br11.870 (6)
C5—C61.405 (7)C19—N11.324 (7)
C5—C111.546 (8)N1—Co11.953 (4)
C7—C81.531 (9)O1—Co11.894 (4)
C7—C91.541 (8)O2—Co11.891 (4)
C7—C101.549 (8)Co1—O2i1.891 (4)
C11—C131.492 (12)Co1—O1i1.894 (4)
C11—C121.501 (9)Co1—N1i1.953 (4)
O1—C1—C6121.7 (6)C17—C16—Br2120.7 (4)
O1—C1—C2116.6 (5)C15—C16—Br2120.1 (5)
C6—C1—C2121.7 (5)C16—C17—C18118.9 (5)
O2—C2—C1116.4 (4)C17—C18—C19119.4 (6)
O2—C2—C3123.5 (5)C17—C18—Br1120.8 (4)
C1—C2—C3120.1 (5)C19—C18—Br1119.8 (5)
C4—C3—C2116.0 (6)N1—C19—C18121.2 (6)
C4—C3—C7122.5 (5)C19—N1—C15120.1 (5)
C2—C3—C7121.4 (5)C19—N1—Co1119.2 (4)
C5—C4—C3124.5 (5)C15—N1—Co1120.7 (4)
C4—C5—C6118.9 (5)C1—O1—Co1109.7 (4)
C4—C5—C11120.8 (5)C2—O2—Co1109.8 (4)
C6—C5—C11120.3 (6)O2i—Co1—O2180.0
C1—C6—C5118.7 (6)O2i—Co1—O1i87.07 (16)
C3—C7—C8112.7 (5)O2—Co1—O1i92.93 (16)
C3—C7—C9109.8 (5)O2i—Co1—O192.93 (16)
C8—C7—C9107.0 (6)O2—Co1—O187.07 (16)
C3—C7—C10112.2 (5)O1i—Co1—O1180.0
C8—C7—C10108.0 (5)O2i—Co1—N1i89.52 (16)
C9—C7—C10106.9 (5)O2—Co1—N1i90.48 (16)
C13—C11—C12111.1 (8)O1i—Co1—N1i89.33 (18)
C13—C11—C14104.1 (8)O1—Co1—N1i90.67 (18)
C12—C11—C14110.1 (7)O2i—Co1—N190.48 (16)
C13—C11—C5111.3 (5)O2—Co1—N189.52 (16)
C12—C11—C5109.9 (5)O1i—Co1—N190.67 (18)
C14—C11—C5110.3 (6)O1—Co1—N189.33 (18)
N1—C15—C16121.1 (6)N1i—Co1—N1180.0
C17—C16—C15119.2 (6)
O1—C1—C2—O20.2 (6)C4—C5—C11—C1437.9 (9)
C6—C1—C2—O2177.6 (4)C6—C5—C11—C14142.1 (7)
O1—C1—C2—C3179.7 (4)N1—C15—C16—C172.0 (8)
C6—C1—C2—C32.5 (7)N1—C15—C16—Br2177.5 (4)
O2—C2—C3—C4178.8 (4)C15—C16—C17—C182.7 (8)
C1—C2—C3—C41.3 (7)Br2—C16—C17—C18176.9 (4)
O2—C2—C3—C72.8 (7)C16—C17—C18—C190.8 (8)
C1—C2—C3—C7177.2 (4)C16—C17—C18—Br1179.1 (4)
C2—C3—C4—C50.8 (8)C17—C18—C19—N11.9 (8)
C7—C3—C4—C5175.1 (5)Br1—C18—C19—N1178.1 (4)
C3—C4—C5—C61.7 (8)C18—C19—N1—C152.7 (8)
C3—C4—C5—C11178.3 (5)C18—C19—N1—Co1179.9 (4)
O1—C1—C6—C5179.2 (4)C16—C15—N1—C190.7 (8)
C2—C1—C6—C51.5 (7)C16—C15—N1—Co1178.1 (4)
C4—C5—C6—C10.5 (7)C6—C1—O1—Co1177.8 (4)
C11—C5—C6—C1179.5 (5)C2—C1—O1—Co14.4 (5)
C4—C3—C7—C8131.9 (5)C1—C2—O2—Co14.8 (5)
C2—C3—C7—C852.4 (6)C3—C2—O2—Co1175.2 (4)
C4—C3—C7—C9109.0 (6)C2—O2—Co1—O1i174.3 (3)
C2—C3—C7—C966.7 (6)C2—O2—Co1—O15.7 (3)
C4—C3—C7—C109.7 (7)C2—O2—Co1—N1i96.4 (3)
C2—C3—C7—C10174.6 (5)C2—O2—Co1—N183.6 (3)
C4—C5—C11—C13152.9 (8)C1—O1—Co1—O2i174.4 (3)
C6—C5—C11—C1327.1 (9)C1—O1—Co1—O25.6 (3)
C4—C5—C11—C1283.6 (8)C1—O1—Co1—N1i96.1 (3)
C6—C5—C11—C1296.5 (8)C1—O1—Co1—N183.9 (3)
Symmetry code: (i) x+1, y+1, z.
(1_235K) top
Crystal data top
C38H46Br4CoN2O4Z = 1
Mr = 973.34F(000) = 487
Triclinic, P1Dx = 1.656 Mg m3
a = 9.0047 (11) ÅAg Kα radiation, λ = 0.56085 Å
b = 10.2138 (12) ÅCell parameters from 18550 reflections
c = 11.6756 (14) Åθ = 1.4–20.5°
α = 86.394 (4)°µ = 2.45 mm1
β = 89.775 (5)°T = 235 K
γ = 65.652 (4)°Block, blue
V = 976.1 (2) Å30.20 × 0.17 × 0.14 mm
Data collection top
Bruker Kappa APEX II CCD detector
diffractometer
3840 independent reflections
Radiation source: Bruker, Kappa Apex II2784 reflections with I > 2σ(I)
Mirror monochromatorRint = 0.049
φ and ω scansθmax = 20.5°, θmin = 1.4°
Absorption correction: multi-scan
Bruker AXS, 2008
h = 1110
Tmin = 0.640, Tmax = 0.726k = 1212
18550 measured reflectionsl = 1414
Refinement top
Refinement on F20 restraints
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.046H-atom parameters constrained
wR(F2) = 0.149 w = 1/[σ2(Fo2) + (0.084P)2 + 0.2837P]
where P = (Fo2 + 2Fc2)/3
S = 1.14(Δ/σ)max < 0.001
3840 reflectionsΔρmax = 1.26 e Å3
229 parametersΔρmin = 0.99 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*/Ueq
C10.9462 (5)0.6147 (4)0.7026 (3)0.0265 (9)
C20.8149 (5)0.5754 (4)0.6844 (4)0.0272 (9)
C30.6871 (6)0.6077 (4)0.7651 (4)0.0320 (10)
C40.7033 (6)0.6763 (5)0.8608 (4)0.0354 (11)
H40.62020.70050.91490.042*
C50.8354 (6)0.7115 (5)0.8817 (4)0.0339 (10)
C60.9570 (6)0.6815 (5)0.8014 (4)0.0328 (10)
H61.04560.70570.81320.039*
C70.5489 (6)0.5605 (5)0.7507 (4)0.0379 (11)
C80.4643 (7)0.6105 (6)0.6328 (5)0.0471 (13)
H8A0.36800.59060.63060.071*
H8B0.53850.55950.57410.071*
H8C0.43280.71320.61880.071*
C90.6157 (8)0.3958 (6)0.7636 (6)0.0628 (17)
H9A0.66160.36200.84040.094*
H9B0.69970.35490.70780.094*
H9C0.52800.36620.75060.094*
C100.4167 (7)0.6215 (7)0.8414 (5)0.0521 (14)
H10A0.46520.58810.91760.078*
H10B0.33120.58890.82970.078*
H10C0.37090.72590.83370.078*
C110.8440 (7)0.7825 (5)0.9934 (4)0.0417 (12)
C120.7848 (16)0.7185 (11)1.0935 (6)0.120 (4)
H12A0.81810.74401.16470.179*
H12B0.83140.61451.09130.179*
H12C0.66680.75561.08910.179*
C131.0179 (11)0.7550 (14)1.0246 (8)0.131 (5)
H13A1.05640.80860.96980.197*
H13B1.08670.65291.02310.197*
H13C1.02190.78581.10100.197*
C140.7440 (14)0.9425 (8)0.9776 (7)0.120 (4)
H14A0.76390.98881.04220.180*
H14B0.62920.96180.97310.180*
H14C0.77450.97990.90720.180*
C150.7082 (6)0.7398 (5)0.4135 (4)0.0337 (10)
H150.65890.67580.42980.040*
C160.6138 (6)0.8798 (5)0.3690 (4)0.0364 (11)
C170.6847 (6)0.9723 (5)0.3416 (4)0.0385 (12)
H170.62321.06570.30880.046*
C180.8501 (6)0.9241 (5)0.3638 (4)0.0386 (11)
C190.9385 (6)0.7870 (5)0.4109 (4)0.0359 (11)
H191.05020.75660.42790.043*
N10.8681 (5)0.6960 (4)0.4330 (3)0.0308 (8)
O11.0603 (4)0.5815 (3)0.6234 (2)0.0293 (7)
O20.8199 (4)0.5084 (3)0.5896 (3)0.0300 (7)
Co11.00000.50000.50000.0253 (2)
Br10.95517 (8)1.04641 (6)0.32996 (7)0.0669 (2)
Br20.38695 (7)0.94016 (6)0.34839 (5)0.0533 (2)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.025 (2)0.0266 (19)0.027 (2)0.0093 (17)0.0039 (18)0.0005 (16)
C20.026 (2)0.0235 (19)0.032 (2)0.0102 (17)0.0004 (18)0.0020 (16)
C30.029 (3)0.030 (2)0.037 (2)0.0123 (18)0.001 (2)0.0013 (18)
C40.028 (3)0.040 (2)0.036 (2)0.0117 (19)0.004 (2)0.0050 (19)
C50.036 (3)0.030 (2)0.035 (2)0.0133 (19)0.001 (2)0.0023 (18)
C60.029 (3)0.036 (2)0.035 (2)0.0161 (19)0.0075 (19)0.0009 (18)
C70.026 (3)0.043 (3)0.047 (3)0.016 (2)0.002 (2)0.000 (2)
C80.032 (3)0.057 (3)0.057 (3)0.022 (2)0.003 (2)0.014 (2)
C90.048 (4)0.048 (3)0.101 (5)0.030 (3)0.006 (3)0.003 (3)
C100.034 (3)0.076 (4)0.053 (3)0.029 (3)0.005 (3)0.008 (3)
C110.041 (3)0.044 (3)0.039 (3)0.016 (2)0.002 (2)0.008 (2)
C120.240 (13)0.139 (8)0.039 (4)0.136 (9)0.014 (5)0.022 (4)
C130.066 (6)0.238 (12)0.097 (6)0.056 (7)0.007 (5)0.112 (7)
C140.184 (11)0.059 (5)0.083 (5)0.013 (6)0.032 (6)0.037 (4)
C150.034 (3)0.036 (2)0.034 (2)0.019 (2)0.002 (2)0.0024 (18)
C160.034 (3)0.041 (3)0.035 (2)0.016 (2)0.004 (2)0.0020 (19)
C170.037 (3)0.034 (2)0.043 (3)0.014 (2)0.002 (2)0.000 (2)
C180.039 (3)0.032 (2)0.049 (3)0.018 (2)0.003 (2)0.005 (2)
C190.026 (2)0.035 (2)0.047 (3)0.0128 (19)0.000 (2)0.0014 (19)
N10.027 (2)0.0350 (19)0.0339 (19)0.0155 (16)0.0016 (16)0.0053 (15)
O10.0222 (16)0.0358 (15)0.0343 (16)0.0159 (12)0.0011 (13)0.0052 (12)
O20.0242 (16)0.0306 (15)0.0384 (16)0.0143 (12)0.0000 (13)0.0050 (12)
Co10.0212 (4)0.0262 (4)0.0305 (4)0.0117 (3)0.0004 (3)0.0029 (3)
Br10.0442 (4)0.0422 (3)0.1184 (6)0.0256 (3)0.0102 (3)0.0220 (3)
Br20.0306 (3)0.0561 (3)0.0701 (4)0.0155 (2)0.0134 (3)0.0023 (3)
Geometric parameters (Å, º) top
C1—O11.330 (5)C11—C131.514 (10)
C1—C61.401 (6)C15—N11.335 (6)
C1—C21.417 (7)C15—C161.394 (6)
C2—O21.329 (5)C16—C171.364 (7)
C2—C31.428 (6)C16—Br21.886 (5)
C3—C41.394 (7)C17—C181.381 (7)
C3—C71.522 (7)C18—C191.373 (6)
C4—C51.403 (7)C18—Br11.877 (5)
C5—C61.387 (6)C19—N11.337 (6)
C5—C111.550 (7)N1—Co11.970 (4)
C7—C81.529 (8)O1—Co11.896 (3)
C7—C91.532 (7)O2—Co11.901 (3)
C7—C101.545 (6)Co1—O1i1.896 (3)
C11—C121.505 (9)Co1—O2i1.901 (3)
C11—C141.505 (8)Co1—N1i1.970 (4)
O1—C1—C6121.8 (4)C17—C16—Br2120.4 (4)
O1—C1—C2117.0 (4)C15—C16—Br2119.3 (4)
C6—C1—C2121.1 (4)C16—C17—C18117.7 (4)
O2—C2—C1116.0 (3)C19—C18—C17120.4 (5)
O2—C2—C3123.5 (4)C19—C18—Br1119.5 (4)
C1—C2—C3120.5 (4)C17—C18—Br1120.0 (4)
C4—C3—C2115.7 (4)N1—C19—C18120.9 (5)
C4—C3—C7122.6 (4)C15—N1—C19120.0 (4)
C2—C3—C7121.6 (4)C15—N1—Co1120.4 (3)
C3—C4—C5124.4 (4)C19—N1—Co1119.5 (3)
C6—C5—C4119.1 (4)C1—O1—Co1109.8 (3)
C6—C5—C11120.9 (5)C2—O2—Co1110.3 (3)
C4—C5—C11119.9 (4)O1i—Co1—O1180.00 (17)
C5—C6—C1119.1 (5)O1i—Co1—O293.45 (13)
C3—C7—C8111.8 (4)O1—Co1—O286.54 (13)
C3—C7—C9109.9 (4)O1i—Co1—O2i86.54 (13)
C8—C7—C9108.0 (5)O1—Co1—O2i93.46 (13)
C3—C7—C10111.9 (4)O2—Co1—O2i180.0
C8—C7—C10107.1 (4)O1i—Co1—N191.00 (14)
C9—C7—C10108.0 (4)O1—Co1—N189.00 (14)
C12—C11—C14110.6 (7)O2—Co1—N189.60 (13)
C12—C11—C13105.6 (7)O2i—Co1—N190.40 (13)
C14—C11—C13108.9 (8)O1i—Co1—N1i89.00 (14)
C12—C11—C5110.7 (5)O1—Co1—N1i91.00 (14)
C14—C11—C5109.5 (5)O2—Co1—N1i90.40 (13)
C13—C11—C5111.4 (4)O2i—Co1—N1i89.60 (13)
N1—C15—C16120.5 (5)N1—Co1—N1i180.0
C17—C16—C15120.3 (5)
O1—C1—C2—O20.3 (5)C6—C5—C11—C1496.6 (7)
C6—C1—C2—O2177.8 (4)C4—C5—C11—C1483.5 (7)
O1—C1—C2—C3179.7 (3)C6—C5—C11—C1323.9 (8)
C6—C1—C2—C32.2 (6)C4—C5—C11—C13155.9 (7)
O2—C2—C3—C4178.9 (4)N1—C15—C16—C172.0 (7)
C1—C2—C3—C41.1 (6)N1—C15—C16—Br2177.5 (3)
O2—C2—C3—C73.0 (6)C15—C16—C17—C182.5 (7)
C1—C2—C3—C7177.0 (4)Br2—C16—C17—C18176.9 (4)
C2—C3—C4—C51.0 (6)C16—C17—C18—C190.6 (7)
C7—C3—C4—C5174.8 (4)C16—C17—C18—Br1179.3 (3)
C3—C4—C5—C62.2 (7)C17—C18—C19—N12.1 (7)
C3—C4—C5—C11177.7 (4)Br1—C18—C19—N1178.1 (3)
C4—C5—C6—C11.1 (6)C16—C15—N1—C190.6 (6)
C11—C5—C6—C1178.8 (4)C16—C15—N1—Co1178.2 (3)
O1—C1—C6—C5179.0 (4)C18—C19—N1—C152.6 (7)
C2—C1—C6—C51.0 (6)C18—C19—N1—Co1179.8 (3)
C4—C3—C7—C8130.5 (5)C6—C1—O1—Co1177.7 (3)
C2—C3—C7—C853.9 (5)C2—C1—O1—Co14.3 (4)
C4—C3—C7—C9109.6 (5)C1—C2—O2—Co14.6 (4)
C2—C3—C7—C966.0 (6)C3—C2—O2—Co1175.3 (3)
C4—C3—C7—C1010.4 (6)C1—O1—Co1—O25.4 (3)
C2—C3—C7—C10174.1 (4)C1—O1—Co1—O2i174.6 (3)
C6—C5—C11—C12141.2 (7)C1—O1—Co1—N184.3 (3)
C4—C5—C11—C1238.7 (8)C1—O1—Co1—N1i95.7 (3)
Symmetry code: (i) x+2, y+1, z+1.
(1_250K) top
Crystal data top
C38H46Br4CoN2O4Z = 1
Mr = 973.34F(000) = 487
Triclinic, P1Dx = 1.619 Mg m3
a = 8.9569 (9) ÅAg Kα radiation, λ = 0.56085 Å
b = 10.7763 (10) ÅCell parameters from 19168 reflections
c = 11.7042 (12) Åθ = 1.4–20.6°
α = 85.308 (4)°µ = 2.39 mm1
β = 87.784 (4)°T = 250 K
γ = 62.483 (3)°Block, blue
V = 998.56 (17) Å30.20 × 0.17 × 0.14 mm
Data collection top
Bruker Kappa APEX II CCD detector
diffractometer
3924 independent reflections
Radiation source: Bruker, Kappa Apex II2714 reflections with I > 2σ(I)
Mirror monochromatorRint = 0.048
φ and ω scansθmax = 20.7°, θmin = 1.4°
Absorption correction: multi-scan
Bruker AXS, 2008
h = 1110
Tmin = 0.646, Tmax = 0.731k = 1313
19168 measured reflectionsl = 1414
Refinement top
Refinement on F20 restraints
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.045H-atom parameters constrained
wR(F2) = 0.162 w = 1/[σ2(Fo2) + (0.0937P)2 + 0.1567P]
where P = (Fo2 + 2Fc2)/3
S = 1.11(Δ/σ)max < 0.001
3924 reflectionsΔρmax = 0.91 e Å3
229 parametersΔρmin = 0.93 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*/Ueq
C10.0586 (6)0.1142 (4)0.7097 (4)0.0319 (10)
C20.1170 (6)0.0732 (4)0.6866 (4)0.0311 (10)
C30.2126 (6)0.1043 (4)0.7648 (4)0.0364 (11)
C40.1280 (7)0.1717 (5)0.8613 (4)0.0412 (12)
H40.18820.19430.91280.049*
C50.0424 (7)0.2087 (5)0.8873 (4)0.0375 (11)
C60.1351 (6)0.1808 (5)0.8103 (4)0.0383 (11)
H60.24910.20620.82520.046*
C70.3998 (7)0.0585 (5)0.7449 (4)0.0433 (12)
C80.4290 (7)0.1166 (6)0.6279 (4)0.0488 (13)
H8A0.35800.21730.62000.073*
H8B0.40140.07320.56820.073*
H8C0.54620.09640.62080.073*
C90.4963 (8)0.1007 (6)0.7521 (6)0.0690 (18)
H9A0.61500.12960.73880.103*
H9B0.45420.13640.69440.103*
H9C0.48120.13770.82760.103*
C100.4740 (8)0.1103 (7)0.8357 (5)0.0630 (16)
H10A0.41340.21180.83410.094*
H10B0.59200.08120.81900.094*
H10C0.46330.07050.91100.094*
C110.1208 (8)0.2776 (5)0.9984 (4)0.0481 (13)
C120.0022 (12)0.2092 (10)1.0967 (6)0.120 (4)
H12A0.09770.22791.08370.180*
H12B0.04070.10881.10170.180*
H12C0.05310.24721.16780.180*
C130.2763 (16)0.2652 (16)1.0320 (8)0.154 (6)
H13A0.30900.29431.10910.232*
H13B0.25440.16851.02930.232*
H13C0.36660.32470.97920.232*
C140.1680 (15)0.4301 (8)0.9828 (7)0.130 (5)
H14A0.22050.47481.05240.195*
H14B0.24640.47320.91950.195*
H14C0.06780.44140.96650.195*
C150.0466 (7)0.2546 (5)0.4111 (4)0.0416 (12)
H150.15960.19360.42980.050*
C160.0046 (7)0.3891 (5)0.3669 (4)0.0417 (11)
C170.1574 (7)0.4783 (5)0.3380 (4)0.0468 (13)
H170.18770.56950.30570.056*
C180.2762 (7)0.4316 (5)0.3575 (5)0.0456 (12)
C190.2279 (7)0.2969 (5)0.4030 (4)0.0449 (12)
H190.31010.26630.41680.054*
N10.0672 (5)0.2083 (4)0.4282 (3)0.0373 (9)
O10.1415 (4)0.0852 (3)0.6373 (3)0.0380 (7)
O20.1789 (4)0.0091 (3)0.5955 (3)0.0349 (7)
Co10.00000.00000.50000.0303 (2)
Br10.50290 (9)0.55032 (6)0.32259 (8)0.0818 (3)
Br20.17243 (8)0.44837 (6)0.34859 (5)0.0634 (2)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.031 (3)0.032 (2)0.034 (2)0.0164 (19)0.0014 (19)0.0015 (17)
C20.028 (3)0.028 (2)0.034 (2)0.0105 (18)0.0002 (19)0.0024 (16)
C30.033 (3)0.037 (2)0.041 (2)0.018 (2)0.003 (2)0.0023 (18)
C40.043 (3)0.050 (3)0.037 (2)0.026 (2)0.002 (2)0.005 (2)
C50.039 (3)0.038 (2)0.037 (2)0.019 (2)0.004 (2)0.0041 (18)
C60.031 (3)0.040 (2)0.042 (3)0.015 (2)0.006 (2)0.0037 (19)
C70.032 (3)0.049 (3)0.052 (3)0.022 (2)0.004 (2)0.002 (2)
C80.039 (3)0.056 (3)0.057 (3)0.026 (2)0.008 (2)0.010 (2)
C90.034 (4)0.058 (3)0.105 (5)0.014 (3)0.001 (3)0.004 (3)
C100.050 (4)0.092 (4)0.062 (4)0.046 (3)0.008 (3)0.002 (3)
C110.054 (4)0.052 (3)0.040 (3)0.026 (3)0.010 (2)0.011 (2)
C120.118 (8)0.117 (7)0.049 (4)0.014 (6)0.010 (4)0.020 (4)
C130.158 (11)0.290 (15)0.104 (7)0.169 (12)0.096 (7)0.122 (9)
C140.223 (13)0.063 (5)0.085 (5)0.050 (6)0.051 (7)0.035 (4)
C150.038 (3)0.047 (3)0.036 (2)0.017 (2)0.002 (2)0.002 (2)
C160.042 (3)0.049 (3)0.036 (2)0.023 (2)0.004 (2)0.001 (2)
C170.045 (3)0.044 (3)0.050 (3)0.019 (2)0.001 (3)0.006 (2)
C180.035 (3)0.040 (2)0.059 (3)0.015 (2)0.001 (2)0.003 (2)
C190.037 (3)0.049 (3)0.051 (3)0.022 (2)0.001 (2)0.004 (2)
N10.035 (2)0.042 (2)0.036 (2)0.0184 (18)0.0043 (17)0.0037 (16)
O10.0261 (19)0.0485 (17)0.0423 (17)0.0196 (14)0.0033 (14)0.0057 (14)
O20.0269 (18)0.0373 (15)0.0410 (17)0.0152 (13)0.0051 (14)0.0060 (13)
Co10.0274 (5)0.0326 (4)0.0321 (4)0.0146 (4)0.0021 (3)0.0041 (3)
Br10.0380 (4)0.0537 (4)0.1430 (7)0.0154 (3)0.0124 (4)0.0203 (4)
Br20.0536 (4)0.0705 (4)0.0777 (4)0.0405 (3)0.0077 (3)0.0045 (3)
Geometric parameters (Å, º) top
C1—O11.293 (5)C11—C121.514 (9)
C1—C61.412 (6)C15—N11.329 (6)
C1—C21.445 (7)C15—C161.378 (7)
C2—O21.282 (5)C16—C171.356 (7)
C2—C31.435 (6)C16—Br21.885 (5)
C3—C41.391 (7)C17—C181.377 (8)
C3—C71.527 (7)C18—C191.374 (7)
C4—C51.415 (7)C18—Br11.872 (5)
C5—C61.388 (6)C19—N11.337 (6)
C5—C111.529 (7)N1—Co12.142 (4)
C7—C91.519 (7)O1—Co12.010 (3)
C7—C81.523 (7)O2—Co12.032 (3)
C7—C101.542 (7)Co1—O1i2.010 (3)
C11—C141.492 (9)Co1—O2i2.032 (3)
C11—C131.495 (11)Co1—N1i2.142 (4)
O1—C1—C6121.4 (4)C17—C16—Br2120.5 (4)
O1—C1—C2118.2 (4)C15—C16—Br2119.7 (4)
C6—C1—C2120.4 (4)C16—C17—C18118.2 (5)
O2—C2—C3123.6 (4)C19—C18—C17119.7 (5)
O2—C2—C1116.7 (4)C19—C18—Br1119.8 (4)
C3—C2—C1119.7 (4)C17—C18—Br1120.5 (4)
C4—C3—C2116.6 (4)N1—C19—C18121.8 (5)
C4—C3—C7122.3 (4)C15—N1—C19118.3 (4)
C2—C3—C7121.0 (4)C15—N1—Co1121.7 (3)
C3—C4—C5124.6 (4)C19—N1—Co1120.0 (4)
C6—C5—C4118.5 (4)C1—O1—Co1111.4 (3)
C6—C5—C11121.3 (5)C2—O2—Co1111.9 (3)
C4—C5—C11120.1 (4)O1—Co1—O1i180.0
C5—C6—C1120.2 (5)O1—Co1—O2i98.73 (12)
C9—C7—C8109.4 (5)O1i—Co1—O2i81.27 (12)
C9—C7—C3109.6 (4)O1—Co1—O281.27 (12)
C8—C7—C3110.8 (4)O1i—Co1—O298.73 (12)
C9—C7—C10107.5 (5)O2i—Co1—O2180.0
C8—C7—C10107.4 (4)O1—Co1—N1i91.85 (14)
C3—C7—C10112.0 (4)O1i—Co1—N1i88.15 (14)
C14—C11—C13107.7 (8)O2i—Co1—N1i89.06 (13)
C14—C11—C12109.9 (6)O2—Co1—N1i90.94 (13)
C13—C11—C12106.9 (8)O1—Co1—N188.15 (14)
C14—C11—C5109.2 (5)O1i—Co1—N191.85 (14)
C13—C11—C5112.7 (5)O2i—Co1—N190.94 (13)
C12—C11—C5110.4 (5)O2—Co1—N189.06 (13)
N1—C15—C16122.3 (5)N1i—Co1—N1180.0
C17—C16—C15119.7 (5)
O1—C1—C2—O20.7 (5)C6—C5—C11—C14100.1 (7)
C6—C1—C2—O2177.8 (4)C4—C5—C11—C1480.0 (7)
O1—C1—C2—C3179.7 (4)C6—C5—C11—C1319.4 (9)
C6—C1—C2—C31.9 (6)C4—C5—C11—C13160.4 (8)
O2—C2—C3—C4178.6 (4)C6—C5—C11—C12139.0 (7)
C1—C2—C3—C41.0 (6)C4—C5—C11—C1240.9 (8)
O2—C2—C3—C71.5 (6)N1—C15—C16—C170.8 (7)
C1—C2—C3—C7178.1 (4)N1—C15—C16—Br2178.5 (3)
C2—C3—C4—C51.0 (7)C15—C16—C17—C181.9 (7)
C7—C3—C4—C5176.0 (4)Br2—C16—C17—C18177.4 (4)
C3—C4—C5—C62.2 (7)C16—C17—C18—C191.2 (8)
C3—C4—C5—C11177.6 (4)C16—C17—C18—Br1178.7 (4)
C4—C5—C6—C11.3 (6)C17—C18—C19—N10.7 (8)
C11—C5—C6—C1178.5 (4)Br1—C18—C19—N1179.4 (4)
O1—C1—C6—C5179.1 (4)C16—C15—N1—C191.1 (7)
C2—C1—C6—C50.7 (6)C16—C15—N1—Co1178.8 (3)
C4—C3—C7—C9112.9 (5)C18—C19—N1—C151.8 (7)
C2—C3—C7—C964.0 (6)C18—C19—N1—Co1179.6 (4)
C4—C3—C7—C8126.2 (5)C6—C1—O1—Co1177.1 (3)
C2—C3—C7—C856.8 (5)C2—C1—O1—Co14.5 (4)
C4—C3—C7—C106.3 (6)C3—C2—O2—Co1174.9 (3)
C2—C3—C7—C10176.8 (4)C1—C2—O2—Co15.5 (4)
Symmetry code: (i) x, y, z+1.
(1_296K) top
Crystal data top
C38H46Br4CoN2O4Z = 1
Mr = 973.34F(000) = 487
Triclinic, P1Dx = 1.583 Mg m3
a = 9.0080 (18) ÅAg Kα radiation, λ = 0.56085 Å
b = 10.899 (2) ÅCell parameters from 10682 reflections
c = 11.769 (2) Åθ = 1.7–20.8°
α = 85.328 (6)°µ = 2.34 mm1
β = 87.483 (6)°T = 296 K
γ = 62.462 (5)°Block, blue
V = 1021.2 (4) Å30.20 × 0.17 × 0.14 mm
Data collection top
Bruker Kappa APEX II CCD detector
diffractometer
4343 independent reflections
Radiation source: Bruker, Kappa Apex II2492 reflections with I > 2σ(I)
Mirror monochromatorRint = 0.051
φ and ω scansθmax = 20.9°, θmin = 1.7°
Absorption correction: multi-scan
Bruker AXS, 2008
h = 119
Tmin = 0.652, Tmax = 0.735k = 1313
10682 measured reflectionsl = 1414
Refinement top
Refinement on F20 restraints
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.061H-atom parameters constrained
wR(F2) = 0.175 w = 1/[σ2(Fo2) + (0.0942P)2]
where P = (Fo2 + 2Fc2)/3
S = 0.99(Δ/σ)max = 0.001
4343 reflectionsΔρmax = 1.39 e Å3
229 parametersΔρmin = 0.66 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*/Ueq
Br11.50267 (9)0.45148 (7)0.67736 (8)0.0944 (3)
Br20.82897 (9)0.55237 (7)0.65176 (6)0.0759 (3)
C11.0602 (6)0.8855 (5)0.2902 (4)0.0355 (11)
C20.8827 (6)0.9267 (5)0.3128 (4)0.0355 (11)
C30.7891 (6)0.8951 (5)0.2356 (4)0.0414 (12)
C40.8722 (7)0.8294 (5)0.1395 (4)0.0469 (13)
H40.81250.80850.08860.056*
C51.0435 (7)0.7917 (5)0.1136 (4)0.0434 (12)
C61.1348 (6)0.8186 (5)0.1893 (4)0.0430 (12)
H61.24720.79260.17420.052*
C70.6013 (6)0.9399 (6)0.2555 (5)0.0480 (13)
C80.5731 (7)0.8815 (6)0.3715 (5)0.0576 (15)
H8A0.59860.92480.43040.086*
H8B0.64470.78330.37890.086*
H8C0.45830.89960.37860.086*
C90.5058 (8)1.0996 (7)0.2505 (7)0.077 (2)
H9A0.38901.12860.26530.116*
H9B0.51941.13660.17610.116*
H9C0.54941.13300.30680.116*
C100.5271 (8)0.8897 (8)0.1647 (6)0.075 (2)
H10A0.41210.91510.18310.112*
H10B0.58930.79070.16330.112*
H10C0.53380.93200.09120.112*
C111.1192 (8)0.7230 (6)0.0014 (5)0.0529 (14)
C121.0031 (13)0.7940 (11)0.0956 (7)0.142 (5)
H12A0.92320.75890.09710.213*
H12B1.06570.77700.16570.213*
H12C0.94540.89190.08660.213*
C131.2802 (15)0.7294 (15)0.0287 (9)0.168 (6)
H13A1.25950.82440.03440.252*
H13B1.32190.68970.10040.252*
H13C1.36150.67840.02960.252*
C141.1621 (15)0.5735 (8)0.0154 (8)0.145 (5)
H14A1.24320.52860.07490.218*
H14B1.20790.53110.05480.218*
H14C1.06300.56430.03510.218*
C150.9562 (7)0.7440 (6)0.5903 (4)0.0477 (13)
H150.84480.80400.57320.057*
C160.9977 (7)0.6105 (6)0.6331 (4)0.0483 (13)
C171.1591 (7)0.5217 (6)0.6614 (5)0.0527 (14)
H171.18920.43200.69210.063*
C181.2762 (7)0.5693 (5)0.6432 (5)0.0535 (14)
C191.2285 (6)0.7030 (5)0.5982 (5)0.0481 (13)
H191.30930.73310.58530.058*
Co11.00001.00000.50000.0360 (3)
N11.0689 (5)0.7905 (4)0.5727 (3)0.0427 (10)
O11.1410 (4)0.9138 (4)0.3607 (3)0.0434 (8)
O20.8204 (4)0.9904 (3)0.4035 (3)0.0393 (8)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Br10.0469 (4)0.0627 (5)0.1601 (8)0.0181 (3)0.0142 (4)0.0275 (4)
Br20.0666 (5)0.0808 (5)0.0955 (6)0.0494 (4)0.0126 (4)0.0040 (4)
C10.036 (3)0.037 (3)0.038 (3)0.020 (2)0.004 (2)0.001 (2)
C20.038 (3)0.037 (3)0.033 (3)0.018 (2)0.004 (2)0.002 (2)
C30.037 (3)0.043 (3)0.045 (3)0.020 (2)0.000 (2)0.001 (2)
C40.051 (3)0.059 (4)0.043 (3)0.035 (3)0.002 (3)0.010 (3)
C50.047 (3)0.041 (3)0.045 (3)0.022 (2)0.006 (2)0.009 (2)
C60.036 (3)0.045 (3)0.046 (3)0.018 (2)0.009 (2)0.005 (2)
C70.033 (3)0.060 (4)0.055 (3)0.026 (3)0.002 (3)0.002 (3)
C80.048 (3)0.069 (4)0.065 (4)0.035 (3)0.009 (3)0.012 (3)
C90.043 (4)0.069 (4)0.117 (6)0.025 (3)0.000 (4)0.004 (4)
C100.057 (4)0.123 (6)0.067 (4)0.060 (4)0.009 (3)0.001 (4)
C110.063 (4)0.058 (4)0.038 (3)0.027 (3)0.013 (3)0.015 (3)
C120.146 (9)0.156 (9)0.048 (5)0.002 (7)0.004 (5)0.028 (5)
C130.177 (11)0.286 (15)0.115 (8)0.162 (11)0.109 (8)0.126 (9)
C140.252 (14)0.063 (5)0.099 (7)0.053 (7)0.056 (8)0.039 (5)
C150.040 (3)0.055 (4)0.044 (3)0.020 (3)0.001 (2)0.002 (3)
C160.049 (3)0.057 (4)0.043 (3)0.029 (3)0.004 (3)0.001 (3)
C170.053 (4)0.045 (3)0.057 (4)0.021 (3)0.007 (3)0.005 (3)
C180.039 (3)0.041 (3)0.071 (4)0.011 (2)0.000 (3)0.005 (3)
C190.043 (3)0.048 (3)0.057 (4)0.024 (3)0.002 (3)0.003 (3)
Co10.0342 (5)0.0392 (6)0.0371 (5)0.0187 (4)0.0033 (4)0.0062 (4)
N10.042 (2)0.044 (3)0.043 (2)0.021 (2)0.0044 (19)0.0002 (19)
O10.0321 (18)0.058 (2)0.046 (2)0.0253 (17)0.0047 (16)0.0098 (17)
O20.0303 (17)0.047 (2)0.044 (2)0.0204 (15)0.0074 (15)0.0079 (16)
Geometric parameters (Å, º) top
Br1—C181.881 (5)C11—C141.487 (9)
Br2—C161.897 (6)C11—C131.509 (11)
C1—O11.271 (5)C12—H12A0.9600
C1—C61.417 (7)C12—H12B0.9600
C1—C21.466 (7)C12—H12C0.9600
C2—O21.283 (5)C13—H13A0.9600
C2—C31.429 (7)C13—H13B0.9600
C3—C41.383 (7)C13—H13C0.9600
C3—C71.541 (7)C14—H14A0.9600
C4—C51.427 (7)C14—H14B0.9600
C4—H40.9300C14—H14C0.9600
C5—C61.374 (7)C15—N11.331 (6)
C5—C111.543 (7)C15—C161.379 (7)
C6—H60.9300C15—H150.9300
C7—C81.520 (8)C16—C171.360 (7)
C7—C91.541 (8)C17—C181.377 (8)
C7—C101.545 (8)C17—H170.9300
C8—H8A0.9600C18—C191.380 (8)
C8—H8B0.9600C19—N11.338 (6)
C8—H8C0.9600C19—H190.9300
C9—H9A0.9600Co1—O1i2.036 (3)
C9—H9B0.9600Co1—O12.036 (3)
C9—H9C0.9600Co1—O2i2.062 (3)
C10—H10A0.9600Co1—O22.062 (3)
C10—H10B0.9600Co1—N12.179 (4)
C10—H10C0.9600Co1—N1i2.179 (4)
C11—C121.485 (10)
O1—C1—C6122.3 (4)C11—C12—H12C109.5
O1—C1—C2118.6 (4)H12A—C12—H12C109.5
C6—C1—C2119.0 (4)H12B—C12—H12C109.5
O2—C2—C3123.7 (4)C11—C13—H13A109.5
O2—C2—C1116.4 (4)C11—C13—H13B109.5
C3—C2—C1119.9 (4)H13A—C13—H13B109.5
C4—C3—C2117.1 (5)C11—C13—H13C109.5
C4—C3—C7121.7 (5)H13A—C13—H13C109.5
C2—C3—C7121.2 (4)H13B—C13—H13C109.5
C3—C4—C5124.2 (5)C11—C14—H14A109.5
C3—C4—H4117.9C11—C14—H14B109.5
C5—C4—H4117.9H14A—C14—H14B109.5
C6—C5—C4118.7 (5)C11—C14—H14C109.5
C6—C5—C11122.4 (5)H14A—C14—H14C109.5
C4—C5—C11118.9 (5)H14B—C14—H14C109.5
C5—C6—C1121.0 (5)N1—C15—C16122.7 (5)
C5—C6—H6119.5N1—C15—H15118.6
C1—C6—H6119.5C16—C15—H15118.6
C8—C7—C9109.3 (5)C17—C16—C15119.8 (5)
C8—C7—C3110.4 (4)C17—C16—Br2120.5 (4)
C9—C7—C3108.8 (4)C15—C16—Br2119.7 (4)
C8—C7—C10107.7 (5)C16—C17—C18117.6 (5)
C9—C7—C10108.1 (5)C16—C17—H17121.2
C3—C7—C10112.5 (5)C18—C17—H17121.2
C7—C8—H8A109.5C17—C18—C19120.2 (5)
C7—C8—H8B109.5C17—C18—Br1120.2 (4)
H8A—C8—H8B109.5C19—C18—Br1119.7 (4)
C7—C8—H8C109.5N1—C19—C18121.8 (5)
H8A—C8—H8C109.5N1—C19—H19119.1
H8B—C8—H8C109.5C18—C19—H19119.1
C7—C9—H9A109.5O1i—Co1—O1180.00 (11)
C7—C9—H9B109.5O1i—Co1—O2i80.40 (12)
H9A—C9—H9B109.5O1—Co1—O2i99.60 (13)
C7—C9—H9C109.5O1i—Co1—O299.60 (13)
H9A—C9—H9C109.5O1—Co1—O280.40 (12)
H9B—C9—H9C109.5O2i—Co1—O2180.0
C7—C10—H10A109.5O1i—Co1—N192.11 (15)
C7—C10—H10B109.5O1—Co1—N187.89 (15)
H10A—C10—H10B109.5O2i—Co1—N190.67 (14)
C7—C10—H10C109.5O2—Co1—N189.33 (14)
H10A—C10—H10C109.5O1i—Co1—N1i87.89 (15)
H10B—C10—H10C109.5O1—Co1—N1i92.11 (15)
C12—C11—C14111.0 (7)O2i—Co1—N1i89.33 (14)
C12—C11—C13107.1 (8)O2—Co1—N1i90.67 (14)
C14—C11—C13106.6 (7)N1—Co1—N1i180.0
C12—C11—C5111.3 (5)C15—N1—C19117.8 (5)
C14—C11—C5109.5 (5)C15—N1—Co1121.7 (4)
C13—C11—C5111.2 (5)C19—N1—Co1120.4 (4)
C11—C12—H12A109.5C1—O1—Co1112.1 (3)
C11—C12—H12B109.5C2—O2—Co1112.0 (3)
H12A—C12—H12B109.5
O1—C1—C2—O20.5 (6)C6—C5—C11—C12135.9 (8)
C6—C1—C2—O2178.0 (4)C4—C5—C11—C1243.7 (9)
O1—C1—C2—C3179.4 (4)C6—C5—C11—C14100.9 (7)
C6—C1—C2—C32.1 (7)C4—C5—C11—C1479.4 (8)
O2—C2—C3—C4178.1 (5)C6—C5—C11—C1316.6 (9)
C1—C2—C3—C41.9 (7)C4—C5—C11—C13163.0 (8)
O2—C2—C3—C71.5 (7)N1—C15—C16—C171.6 (8)
C1—C2—C3—C7178.6 (4)N1—C15—C16—Br2178.4 (4)
C2—C3—C4—C50.1 (8)C15—C16—C17—C181.6 (8)
C7—C3—C4—C5176.8 (5)Br2—C16—C17—C18178.4 (4)
C3—C4—C5—C61.6 (8)C16—C17—C18—C190.4 (8)
C3—C4—C5—C11178.0 (5)C16—C17—C18—Br1178.7 (4)
C4—C5—C6—C11.4 (7)C17—C18—C19—N11.0 (9)
C11—C5—C6—C1178.2 (5)Br1—C18—C19—N1179.9 (4)
O1—C1—C6—C5178.8 (5)C16—C15—N1—C190.2 (7)
C2—C1—C6—C50.3 (7)C16—C15—N1—Co1178.0 (4)
C4—C3—C7—C8126.3 (5)C18—C19—N1—C151.1 (7)
C2—C3—C7—C857.2 (6)C18—C19—N1—Co1179.3 (4)
C4—C3—C7—C9113.8 (6)C6—C1—O1—Co1176.9 (4)
C2—C3—C7—C962.7 (6)C2—C1—O1—Co14.7 (5)
C4—C3—C7—C106.0 (7)C3—C2—O2—Co1174.6 (4)
C2—C3—C7—C10177.5 (5)C1—C2—O2—Co15.3 (5)
Symmetry code: (i) x+2, y+2, z+1.
(1S_100K) top
Crystal data top
C38H46Br4CoN2O4Dx = 1.537 Mg m3
Mr = 973.34Ag Kα radiation, λ = 0.56085 Å
Trigonal, P3Cell parameters from 23579 reflections
a = 20.1281 (7) Åθ = 0.9–23.6°
c = 8.9942 (3) ŵ = 2.27 mm1
V = 3155.7 (2) Å3T = 100 K
Z = 3Block, blue
F(000) = 14610.25 × 0.20 × 0.16 mm
Data collection top
Bruker Kappa APEX II CCD detector
diffractometer
6428 independent reflections
Radiation source: Bruker, Kappa Apex II3675 reflections with I > 2σ(I)
Mirror monochromatorRint = 0.085
φ and ω scansθmax = 23.6°, θmin = 0.9°
Absorption correction: multi-scan
Bruker AXS, 2008
h = 2628
Tmin = 0.601, Tmax = 0.713k = 2724
23579 measured reflectionsl = 712
Refinement top
Refinement on F20 restraints
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.057H-atom parameters constrained
wR(F2) = 0.152 w = 1/[σ2(Fo2) + (0.0657P)2]
where P = (Fo2 + 2Fc2)/3
S = 0.99(Δ/σ)max = 0.002
6428 reflectionsΔρmax = 0.93 e Å3
223 parametersΔρmin = 0.98 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*/Ueq
C10.5850 (2)0.9330 (2)0.5125 (5)0.0109 (8)
C20.5798 (2)0.9528 (2)0.6631 (5)0.0125 (9)
C30.6136 (2)0.9323 (2)0.7802 (5)0.0132 (9)
C40.6511 (2)0.8928 (2)0.7379 (5)0.0158 (9)
H40.67390.87810.81400.019*
C50.6577 (2)0.8731 (2)0.5894 (5)0.0147 (9)
C60.6232 (2)0.8925 (2)0.4788 (5)0.0155 (9)
H60.62530.87840.37890.019*
C70.6103 (2)0.9544 (3)0.9412 (5)0.0155 (9)
C80.6524 (3)1.0425 (2)0.9559 (6)0.0198 (10)
H8A0.64911.05641.05900.030*
H8B0.62841.06330.88990.030*
H8C0.70631.06380.92820.030*
C90.5265 (3)0.9212 (3)0.9945 (5)0.0203 (10)
H9A0.52620.93261.10030.030*
H9B0.49840.86550.97960.030*
H9C0.50180.94430.93730.030*
C100.6486 (3)0.9238 (3)1.0474 (6)0.0250 (11)
H10A0.70350.94851.02480.037*
H10B0.62510.86821.03490.037*
H10C0.64180.93531.15030.037*
C110.7055 (2)0.8352 (2)0.5586 (5)0.0159 (9)
C120.6833 (4)0.7681 (4)0.6603 (7)0.0470 (12)
H12A0.72110.75120.65220.070*
H12B0.63260.72590.63200.070*
H12C0.68170.78340.76310.070*
C130.6972 (4)0.8062 (4)0.4039 (7)0.0470 (12)
H13A0.71930.84960.33460.070*
H13B0.64270.77270.38110.070*
H13C0.72410.77710.39380.070*
C140.7887 (3)0.8933 (3)0.5925 (10)0.059 (2)
H14A0.79350.90880.69700.088*
H14B0.80550.93840.52880.088*
H14C0.82070.87020.57350.088*
C150.6262 (2)1.1485 (2)0.5890 (5)0.0160 (9)
H150.60931.13000.68680.019*
C160.6894 (3)1.2212 (3)0.5685 (5)0.0181 (10)
C170.7142 (3)1.2489 (3)0.4270 (5)0.0206 (10)
H170.75771.29820.41190.025*
C180.6744 (3)1.2033 (3)0.3090 (5)0.0193 (10)
C190.6124 (2)1.1304 (3)0.3331 (5)0.0160 (9)
H190.58621.09870.25040.019*
N10.5889 (2)1.10393 (19)0.4714 (4)0.0133 (8)
O10.55234 (16)0.95473 (16)0.4092 (3)0.0128 (6)
O20.54176 (16)0.99113 (16)0.6827 (3)0.0121 (6)
Co10.50001.00000.50000.01082 (19)
Br10.70184 (3)1.23597 (3)0.11131 (6)0.02748 (15)
Br20.74304 (3)1.27900 (3)0.73577 (6)0.02633 (15)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.0058 (19)0.0054 (19)0.017 (2)0.0003 (16)0.0012 (16)0.0011 (16)
C20.009 (2)0.009 (2)0.018 (2)0.0022 (17)0.0018 (17)0.0023 (17)
C30.010 (2)0.012 (2)0.014 (2)0.0026 (17)0.0000 (17)0.0007 (17)
C40.017 (2)0.019 (2)0.016 (2)0.012 (2)0.0019 (18)0.0030 (18)
C50.016 (2)0.010 (2)0.022 (3)0.0099 (18)0.0067 (18)0.0059 (18)
C60.019 (2)0.015 (2)0.013 (2)0.0090 (19)0.0044 (18)0.0027 (17)
C70.018 (2)0.022 (2)0.012 (2)0.014 (2)0.0010 (18)0.0016 (18)
C80.022 (3)0.013 (2)0.022 (3)0.007 (2)0.004 (2)0.0055 (19)
C90.023 (3)0.018 (2)0.017 (2)0.008 (2)0.002 (2)0.0006 (19)
C100.035 (3)0.034 (3)0.017 (3)0.026 (3)0.000 (2)0.001 (2)
C110.019 (2)0.016 (2)0.018 (2)0.0120 (19)0.0025 (19)0.0001 (18)
C120.074 (3)0.065 (3)0.042 (3)0.064 (3)0.007 (2)0.000 (2)
C130.074 (3)0.065 (3)0.042 (3)0.064 (3)0.007 (2)0.000 (2)
C140.030 (3)0.032 (3)0.119 (7)0.019 (3)0.017 (4)0.009 (4)
C150.019 (2)0.019 (2)0.015 (2)0.013 (2)0.0001 (18)0.0013 (18)
C160.018 (2)0.016 (2)0.020 (2)0.008 (2)0.0012 (19)0.0043 (19)
C170.013 (2)0.025 (3)0.023 (3)0.009 (2)0.0020 (19)0.003 (2)
C180.019 (2)0.026 (3)0.017 (2)0.015 (2)0.0038 (19)0.007 (2)
C190.012 (2)0.022 (2)0.017 (2)0.0108 (19)0.0006 (18)0.0005 (19)
N10.0126 (18)0.0139 (19)0.017 (2)0.0092 (15)0.0022 (15)0.0016 (15)
O10.0134 (15)0.0122 (15)0.0133 (16)0.0069 (13)0.0013 (12)0.0021 (12)
O20.0167 (15)0.0100 (14)0.0124 (16)0.0087 (13)0.0003 (12)0.0010 (12)
Co10.0116 (4)0.0104 (4)0.0113 (4)0.0061 (3)0.0006 (3)0.0008 (3)
Br10.0262 (3)0.0263 (3)0.0192 (3)0.0050 (2)0.0062 (2)0.0068 (2)
Br20.0279 (3)0.0207 (3)0.0207 (3)0.0049 (2)0.0026 (2)0.0038 (2)
Geometric parameters (Å, º) top
C1—O11.332 (5)C12—H12A0.9800
C1—C61.406 (6)C12—H12B0.9800
C1—C21.431 (6)C12—H12C0.9800
C2—O21.341 (5)C13—H13A0.9800
C2—C31.424 (6)C13—H13B0.9800
C3—C41.394 (6)C13—H13C0.9800
C3—C71.526 (6)C14—H14A0.9800
C4—C51.418 (6)C14—H14B0.9800
C4—H40.9500C14—H14C0.9800
C5—C61.376 (6)C15—N11.347 (6)
C5—C111.524 (6)C15—C161.389 (6)
C6—H60.9500C15—H150.9500
C7—C101.538 (6)C16—C171.379 (7)
C7—C81.542 (6)C16—Br21.878 (5)
C7—C91.546 (6)C17—C181.370 (7)
C8—H8A0.9800C17—H170.9500
C8—H8B0.9800C18—C191.387 (6)
C8—H8C0.9800C18—Br11.881 (5)
C9—H9A0.9800C19—N11.342 (6)
C9—H9B0.9800C19—H190.9500
C9—H9C0.9800N1—Co11.975 (3)
C10—H10A0.9800O1—Co11.889 (3)
C10—H10B0.9800O2—Co11.895 (3)
C10—H10C0.9800Co1—O1i1.889 (3)
C11—C131.486 (7)Co1—O2i1.895 (3)
C11—C121.502 (7)Co1—N1i1.975 (3)
C11—C141.519 (8)
O1—C1—C6122.9 (4)C11—C12—H12C109.5
O1—C1—C2116.8 (4)H12A—C12—H12C109.5
C6—C1—C2120.2 (4)H12B—C12—H12C109.5
O2—C2—C3124.3 (4)C11—C13—H13A109.5
O2—C2—C1115.3 (4)C11—C13—H13B109.5
C3—C2—C1120.4 (4)H13A—C13—H13B109.5
C4—C3—C2115.9 (4)C11—C13—H13C109.5
C4—C3—C7122.8 (4)H13A—C13—H13C109.5
C2—C3—C7121.3 (4)H13B—C13—H13C109.5
C3—C4—C5124.7 (4)C11—C14—H14A109.5
C3—C4—H4117.6C11—C14—H14B109.5
C5—C4—H4117.6H14A—C14—H14B109.5
C6—C5—C4118.1 (4)C11—C14—H14C109.5
C6—C5—C11123.0 (4)H14A—C14—H14C109.5
C4—C5—C11118.8 (4)H14B—C14—H14C109.5
C5—C6—C1120.6 (4)N1—C15—C16120.6 (4)
C5—C6—H6119.7N1—C15—H15119.7
C1—C6—H6119.7C16—C15—H15119.7
C3—C7—C10111.6 (4)C17—C16—C15120.3 (4)
C3—C7—C8109.7 (4)C17—C16—Br2120.6 (4)
C10—C7—C8108.0 (4)C15—C16—Br2119.1 (4)
C3—C7—C9111.5 (4)C18—C17—C16118.1 (4)
C10—C7—C9106.9 (4)C18—C17—H17120.9
C8—C7—C9108.9 (4)C16—C17—H17120.9
C7—C8—H8A109.5C17—C18—C19120.2 (5)
C7—C8—H8B109.5C17—C18—Br1121.8 (4)
H8A—C8—H8B109.5C19—C18—Br1118.0 (4)
C7—C8—H8C109.5N1—C19—C18121.1 (4)
H8A—C8—H8C109.5N1—C19—H19119.4
H8B—C8—H8C109.5C18—C19—H19119.4
C7—C9—H9A109.5C19—N1—C15119.6 (4)
C7—C9—H9B109.5C19—N1—Co1119.6 (3)
H9A—C9—H9B109.5C15—N1—Co1120.7 (3)
C7—C9—H9C109.5C1—O1—Co1110.1 (3)
H9A—C9—H9C109.5C2—O2—Co1110.3 (3)
H9B—C9—H9C109.5O1i—Co1—O1180.0
C7—C10—H10A109.5O1i—Co1—O292.94 (12)
C7—C10—H10B109.5O1—Co1—O287.06 (12)
H10A—C10—H10B109.5O1i—Co1—O2i87.06 (12)
C7—C10—H10C109.5O1—Co1—O2i92.94 (12)
H10A—C10—H10C109.5O2—Co1—O2i180.00 (19)
H10B—C10—H10C109.5O1i—Co1—N1i91.51 (13)
C13—C11—C12107.0 (4)O1—Co1—N1i88.49 (13)
C13—C11—C14110.8 (5)O2—Co1—N1i89.80 (14)
C12—C11—C14106.8 (5)O2i—Co1—N1i90.19 (14)
C13—C11—C5113.1 (4)O1i—Co1—N188.49 (13)
C12—C11—C5111.2 (4)O1—Co1—N191.51 (13)
C14—C11—C5107.9 (4)O2—Co1—N190.20 (14)
C11—C12—H12A109.5O2i—Co1—N189.81 (14)
C11—C12—H12B109.5N1i—Co1—N1180.0
H12A—C12—H12B109.5
O1—C1—C2—O20.3 (5)C6—C5—C11—C14110.3 (6)
C6—C1—C2—O2179.7 (4)C4—C5—C11—C1466.6 (6)
O1—C1—C2—C3179.5 (4)N1—C15—C16—C170.5 (7)
C6—C1—C2—C30.4 (6)N1—C15—C16—Br2176.6 (3)
O2—C2—C3—C4179.7 (4)C15—C16—C17—C180.8 (7)
C1—C2—C3—C40.1 (6)Br2—C16—C17—C18177.9 (3)
O2—C2—C3—C71.2 (6)C16—C17—C18—C192.0 (7)
C1—C2—C3—C7178.7 (4)C16—C17—C18—Br1178.7 (3)
C2—C3—C4—C50.5 (6)C17—C18—C19—N11.8 (7)
C7—C3—C4—C5178.1 (4)Br1—C18—C19—N1178.8 (3)
C3—C4—C5—C61.6 (7)C18—C19—N1—C150.4 (6)
C3—C4—C5—C11175.4 (4)C18—C19—N1—Co1179.7 (3)
C4—C5—C6—C12.1 (6)C16—C15—N1—C190.7 (6)
C11—C5—C6—C1174.8 (4)C16—C15—N1—Co1179.1 (3)
O1—C1—C6—C5178.3 (4)C6—C1—O1—Co1175.2 (3)
C2—C1—C6—C51.6 (6)C2—C1—O1—Co14.8 (4)
C4—C3—C7—C103.2 (6)C3—C2—O2—Co1175.9 (3)
C2—C3—C7—C10178.3 (4)C1—C2—O2—Co14.3 (4)
C4—C3—C7—C8116.5 (5)C1—O1—Co1—O25.7 (3)
C2—C3—C7—C862.0 (5)C1—O1—Co1—O2i174.3 (3)
C4—C3—C7—C9122.7 (4)C1—O1—Co1—N1i84.2 (3)
C2—C3—C7—C958.8 (5)C1—O1—Co1—N195.8 (3)
C6—C5—C11—C1312.5 (6)C2—O2—Co1—O1i174.4 (3)
C4—C5—C11—C13170.6 (5)C2—O2—Co1—O15.6 (3)
C6—C5—C11—C12133.0 (5)C2—O2—Co1—N1i82.9 (3)
C4—C5—C11—C1250.2 (6)C2—O2—Co1—N197.1 (3)
Symmetry code: (i) x+1, y+2, z+1.
(1S_150K) top
Crystal data top
C38H46Br4CoN2O4Dx = 1.514 Mg m3
Mr = 973.34Ag Kα radiation, λ = 0.56085 Å
Trigonal, P3Cell parameters from 13671 reflections
a = 20.255 (2) Åθ = 0.9–20.6°
c = 9.0132 (10) ŵ = 2.24 mm1
V = 3202.3 (8) Å3T = 150 K
Z = 3Block, blue
F(000) = 14610.25 × 0.20 × 0.16 mm
Data collection top
Bruker Kappa APEX II CCD detector
diffractometer
4371 independent reflections
Radiation source: Bruker, Kappa Apex II2538 reflections with I > 2σ(I)
Mirror monochromatorRint = 0.102
φ and ω scansθmax = 20.6°, θmin = 0.9°
Absorption correction: multi-scan
Bruker AXS, 2008
h = 1924
Tmin = 0.605, Tmax = 0.716k = 2524
13671 measured reflectionsl = 119
Refinement top
Refinement on F20 restraints
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.070H-atom parameters constrained
wR(F2) = 0.187 w = 1/[σ2(Fo2) + (0.0787P)2]
where P = (Fo2 + 2Fc2)/3
S = 1.01(Δ/σ)max = 0.001
4371 reflectionsΔρmax = 0.81 e Å3
229 parametersΔρmin = 1.21 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*/Ueq
C10.3470 (4)0.9326 (4)0.5133 (8)0.0186 (16)
C20.3717 (4)0.9530 (4)0.6663 (8)0.0177 (16)
C30.3169 (4)0.9327 (4)0.7807 (8)0.0165 (15)
C40.2421 (4)0.8942 (4)0.7382 (8)0.0222 (17)
H40.20480.87970.81400.027*
C50.2158 (4)0.8742 (4)0.5921 (8)0.0167 (16)
C60.2681 (4)0.8926 (4)0.4811 (8)0.0217 (17)
H60.25130.87850.38170.026*
C70.3433 (4)0.9537 (4)0.9407 (8)0.0220 (16)
C80.3888 (4)1.0423 (4)0.9569 (9)0.032 (2)
H8A0.39621.05591.06230.048*
H8B0.36011.06390.91020.048*
H8C0.43851.06270.90830.048*
C90.3933 (4)0.9212 (4)0.9962 (9)0.0280 (18)
H9A0.44040.94300.93780.042*
H9B0.36550.86560.98520.042*
H9C0.40590.93441.10100.042*
C100.2742 (5)0.9234 (5)1.0471 (9)0.037 (2)
H10A0.29220.93211.15000.055*
H10B0.24050.86871.03060.055*
H10C0.24610.95031.02800.055*
C110.1302 (4)0.8357 (4)0.5590 (9)0.0250 (18)
C120.0871 (4)0.7687 (5)0.6621 (12)0.048 (3)
H12A0.10920.78230.76180.072*
H12B0.09070.72500.62560.072*
H12C0.03340.75520.66580.072*
C130.1094 (5)0.8107 (7)0.4026 (11)0.068 (4)
H13A0.13220.85530.33730.102*
H13B0.05380.78390.39200.102*
H13C0.12840.77630.37550.102*
C140.1048 (5)0.8935 (5)0.5921 (15)0.068 (4)
H14A0.12220.91490.69150.101*
H14B0.04900.86830.58770.101*
H14C0.12690.93460.51850.101*
C150.5231 (4)1.1500 (4)0.5886 (9)0.0260 (18)
H150.52311.13240.68620.031*
C160.5307 (4)1.2226 (4)0.5651 (9)0.0257 (18)
C170.5351 (4)1.2510 (4)0.4222 (9)0.0291 (19)
H170.54091.30000.40550.035*
C180.5308 (4)1.2052 (5)0.3082 (9)0.031 (2)
C190.5202 (4)1.1332 (5)0.3334 (9)0.0274 (18)
H190.51571.10180.25130.033*
N10.5160 (3)1.1068 (3)0.4712 (7)0.0187 (13)
O10.4002 (3)0.9542 (2)0.4095 (5)0.0191 (11)
O20.4472 (3)0.9907 (3)0.6854 (5)0.0183 (11)
Co10.50001.00000.50000.0150 (3)
Br10.53481 (6)1.23703 (5)0.11041 (10)0.0464 (3)
Br20.53536 (5)1.28005 (5)0.73327 (10)0.0407 (3)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.021 (4)0.014 (4)0.021 (4)0.009 (3)0.003 (3)0.002 (3)
C20.019 (4)0.009 (3)0.021 (4)0.004 (3)0.001 (3)0.002 (3)
C30.019 (4)0.009 (3)0.018 (4)0.004 (3)0.001 (3)0.000 (3)
C40.024 (4)0.017 (4)0.022 (4)0.008 (3)0.001 (3)0.002 (3)
C50.013 (4)0.017 (4)0.022 (4)0.009 (3)0.002 (3)0.012 (3)
C60.024 (4)0.017 (4)0.019 (4)0.005 (3)0.009 (3)0.002 (3)
C70.021 (4)0.025 (4)0.016 (4)0.009 (3)0.002 (3)0.003 (3)
C80.033 (5)0.026 (4)0.026 (5)0.006 (4)0.000 (4)0.009 (4)
C90.027 (4)0.018 (4)0.029 (5)0.005 (3)0.003 (3)0.006 (3)
C100.035 (5)0.052 (6)0.016 (5)0.016 (4)0.004 (4)0.002 (4)
C110.019 (4)0.025 (4)0.025 (5)0.007 (3)0.005 (3)0.005 (3)
C120.013 (4)0.034 (5)0.077 (8)0.003 (4)0.012 (4)0.016 (5)
C130.024 (5)0.116 (10)0.040 (7)0.018 (6)0.002 (4)0.018 (6)
C140.014 (5)0.033 (6)0.152 (12)0.009 (4)0.017 (6)0.003 (6)
C150.013 (4)0.021 (4)0.035 (5)0.002 (3)0.006 (3)0.005 (3)
C160.011 (4)0.034 (5)0.028 (5)0.007 (3)0.002 (3)0.002 (3)
C170.017 (4)0.028 (4)0.037 (5)0.008 (4)0.001 (3)0.001 (4)
C180.028 (5)0.047 (5)0.026 (5)0.025 (4)0.001 (4)0.010 (4)
C190.022 (4)0.040 (5)0.030 (5)0.023 (4)0.002 (3)0.005 (4)
N10.011 (3)0.025 (3)0.017 (4)0.007 (3)0.001 (2)0.002 (3)
O10.023 (3)0.014 (2)0.014 (3)0.005 (2)0.000 (2)0.004 (2)
O20.020 (3)0.018 (3)0.017 (3)0.010 (2)0.004 (2)0.003 (2)
Co10.0125 (7)0.0144 (7)0.0161 (8)0.0053 (6)0.0006 (5)0.0016 (5)
Br10.0686 (7)0.0528 (6)0.0317 (5)0.0409 (5)0.0027 (4)0.0131 (4)
Br20.0535 (6)0.0315 (5)0.0348 (6)0.0195 (4)0.0025 (4)0.0037 (4)
Geometric parameters (Å, º) top
C1—O11.325 (8)C12—H12A0.9800
C1—C61.414 (10)C12—H12B0.9800
C1—C21.455 (10)C12—H12C0.9800
C2—O21.336 (8)C13—H13A0.9800
C2—C31.417 (10)C13—H13B0.9800
C3—C41.367 (10)C13—H13C0.9800
C3—C71.523 (10)C14—H14A0.9800
C4—C51.402 (10)C14—H14B0.9800
C4—H40.9500C14—H14C0.9800
C5—C61.366 (10)C15—N11.334 (9)
C5—C111.534 (9)C15—C161.415 (11)
C6—H60.9500C15—H150.9500
C7—C91.540 (10)C16—C171.395 (11)
C7—C101.549 (10)C16—Br21.884 (8)
C7—C81.562 (10)C17—C181.359 (11)
C8—H8A0.9800C17—H170.9500
C8—H8B0.9800C18—C191.381 (11)
C8—H8C0.9800C18—Br11.884 (8)
C9—H9A0.9800C19—N11.338 (9)
C9—H9B0.9800C19—H190.9500
C9—H9C0.9800N1—Co12.038 (6)
C10—H10A0.9800O1—Co11.933 (5)
C10—H10B0.9800O2—Co11.942 (5)
C10—H10C0.9800Co1—O1i1.933 (5)
C11—C131.485 (12)Co1—O2i1.942 (5)
C11—C121.511 (11)Co1—N1i2.038 (6)
C11—C141.527 (11)
O1—C1—C6123.0 (7)C11—C12—H12C109.5
O1—C1—C2117.9 (6)H12A—C12—H12C109.5
C6—C1—C2119.1 (6)H12B—C12—H12C109.5
O2—C2—C3125.3 (6)C11—C13—H13A109.5
O2—C2—C1114.7 (6)C11—C13—H13B109.5
C3—C2—C1120.0 (6)H13A—C13—H13B109.5
C4—C3—C2116.4 (7)C11—C13—H13C109.5
C4—C3—C7124.0 (6)H13A—C13—H13C109.5
C2—C3—C7119.6 (6)H13B—C13—H13C109.5
C3—C4—C5125.5 (7)C11—C14—H14A109.5
C3—C4—H4117.3C11—C14—H14B109.5
C5—C4—H4117.3H14A—C14—H14B109.5
C6—C5—C4118.6 (6)C11—C14—H14C109.5
C6—C5—C11121.4 (7)H14A—C14—H14C109.5
C4—C5—C11119.9 (6)H14B—C14—H14C109.5
C5—C6—C1120.4 (7)N1—C15—C16118.9 (7)
C5—C6—H6119.8N1—C15—H15120.6
C1—C6—H6119.8C16—C15—H15120.6
C3—C7—C9113.8 (6)C17—C16—C15121.2 (7)
C3—C7—C10110.7 (6)C17—C16—Br2121.0 (6)
C9—C7—C10106.7 (6)C15—C16—Br2117.8 (6)
C3—C7—C8109.4 (6)C18—C17—C16116.5 (7)
C9—C7—C8109.0 (6)C18—C17—H17121.7
C10—C7—C8107.0 (6)C16—C17—H17121.7
C7—C8—H8A109.5C17—C18—C19121.3 (8)
C7—C8—H8B109.5C17—C18—Br1120.3 (6)
H8A—C8—H8B109.5C19—C18—Br1118.3 (6)
C7—C8—H8C109.5N1—C19—C18121.3 (8)
H8A—C8—H8C109.5N1—C19—H19119.3
H8B—C8—H8C109.5C18—C19—H19119.3
C7—C9—H9A109.5C15—N1—C19120.6 (7)
C7—C9—H9B109.5C15—N1—Co1120.2 (5)
H9A—C9—H9B109.5C19—N1—Co1119.2 (5)
C7—C9—H9C109.5C1—O1—Co1110.1 (4)
H9A—C9—H9C109.5C2—O2—Co1111.2 (4)
H9B—C9—H9C109.5O1—Co1—O1i180.0
C7—C10—H10A109.5O1—Co1—O285.60 (19)
C7—C10—H10B109.5O1i—Co1—O294.40 (19)
H10A—C10—H10B109.5O1—Co1—O2i94.40 (19)
C7—C10—H10C109.5O1i—Co1—O2i85.60 (19)
H10A—C10—H10C109.5O2—Co1—O2i180.0
H10B—C10—H10C109.5O1—Co1—N191.7 (2)
C13—C11—C12109.8 (7)O1i—Co1—N188.3 (2)
C13—C11—C14107.5 (8)O2—Co1—N190.0 (2)
C12—C11—C14107.7 (8)O2i—Co1—N190.0 (2)
C13—C11—C5114.5 (7)O1—Co1—N1i88.3 (2)
C12—C11—C5109.6 (6)O1i—Co1—N1i91.7 (2)
C14—C11—C5107.5 (6)O2—Co1—N1i90.0 (2)
C11—C12—H12A109.5O2i—Co1—N1i90.0 (2)
C11—C12—H12B109.5N1—Co1—N1i180.0
H12A—C12—H12B109.5
O1—C1—C2—O21.4 (9)C6—C5—C11—C138.5 (11)
C6—C1—C2—O2180.0 (6)C4—C5—C11—C13174.3 (8)
O1—C1—C2—C3178.7 (6)C6—C5—C11—C12132.4 (8)
C6—C1—C2—C30.1 (9)C4—C5—C11—C1250.4 (9)
O2—C2—C3—C4179.9 (6)C6—C5—C11—C14110.8 (9)
C1—C2—C3—C40.2 (9)C4—C5—C11—C1466.4 (9)
O2—C2—C3—C70.5 (10)N1—C15—C16—C173.7 (10)
C1—C2—C3—C7179.4 (6)N1—C15—C16—Br2176.8 (5)
C2—C3—C4—C50.7 (10)C15—C16—C17—C180.8 (10)
C7—C3—C4—C5179.8 (6)Br2—C16—C17—C18179.7 (5)
C3—C4—C5—C61.5 (11)C16—C17—C18—C192.0 (11)
C3—C4—C5—C11175.8 (6)C16—C17—C18—Br1179.2 (5)
C4—C5—C6—C11.5 (10)C17—C18—C19—N12.0 (11)
C11—C5—C6—C1175.8 (6)Br1—C18—C19—N1179.2 (5)
O1—C1—C6—C5177.7 (6)C16—C15—N1—C193.7 (10)
C2—C1—C6—C50.7 (10)C16—C15—N1—Co1177.2 (5)
C4—C3—C7—C9121.7 (7)C18—C19—N1—C151.0 (10)
C2—C3—C7—C957.8 (8)C18—C19—N1—Co1179.9 (5)
C4—C3—C7—C101.6 (10)C6—C1—O1—Co1175.6 (5)
C2—C3—C7—C10177.9 (6)C2—C1—O1—Co15.9 (7)
C4—C3—C7—C8116.1 (7)C3—C2—O2—Co1176.0 (5)
C2—C3—C7—C864.4 (8)C1—C2—O2—Co13.9 (7)
Symmetry code: (i) x+1, y+2, z+1.
(1S_175K) top
Crystal data top
C38H46Br4CoN2O4Dx = 1.500 Mg m3
Mr = 973.34Ag Kα radiation, λ = 0.56085 Å
Trigonal, P3Cell parameters from 33637 reflections
a = 20.3624 (10) Åθ = 0.9–23.7°
c = 9.0045 (5) ŵ = 2.22 mm1
V = 3233.3 (4) Å3T = 175 K
Z = 3Block, blue
F(000) = 14610.25 × 0.20 × 0.16 mm
Data collection top
Bruker Kappa APEX II CCD detector
diffractometer
6344 independent reflections
Radiation source: Bruker, Kappa Apex II3377 reflections with I > 2σ(I)
Mirror monochromatorRint = 0.092
φ and ω scansθmax = 23.7°, θmin = 0.9°
Absorption correction: multi-scan
Bruker AXS, 2008
h = 2927
Tmin = 0.607, Tmax = 0.718k = 2924
33637 measured reflectionsl = 1112
Refinement top
Refinement on F20 restraints
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.073H-atom parameters constrained
wR(F2) = 0.204 w = 1/[σ2(Fo2) + (0.0893P)2 + 4.9086P]
where P = (Fo2 + 2Fc2)/3
S = 1.05(Δ/σ)max < 0.001
6344 reflectionsΔρmax = 0.72 e Å3
229 parametersΔρmin = 1.22 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*/Ueq
C10.4121 (3)0.0665 (3)0.9844 (6)0.0202 (10)
C20.4174 (3)0.0466 (3)0.8331 (6)0.0201 (11)
C30.3833 (3)0.0671 (3)0.7169 (6)0.0243 (11)
C40.3456 (3)0.1045 (3)0.7573 (7)0.0271 (12)
H40.32220.11770.68090.033*
C50.3393 (3)0.1247 (3)0.9058 (6)0.0256 (12)
C60.3726 (3)0.1061 (3)1.0183 (6)0.0239 (11)
H60.36930.11951.11800.029*
C70.3874 (3)0.0449 (3)0.5552 (6)0.0287 (12)
C80.4709 (3)0.0786 (4)0.5044 (7)0.0365 (14)
H8A0.49770.13380.51660.055*
H8B0.47210.06620.39960.055*
H8C0.49560.05720.56470.055*
C90.3460 (4)0.0423 (3)0.5409 (7)0.0379 (15)
H9A0.36990.06260.60690.057*
H9B0.34920.05610.43800.057*
H9C0.29260.06360.56870.057*
C100.3492 (4)0.0749 (4)0.4492 (7)0.0448 (17)
H10A0.29680.05640.48120.067*
H10B0.34930.05700.34820.067*
H10C0.37720.13050.45060.067*
C110.2939 (3)0.1642 (3)0.9381 (7)0.0294 (13)
C120.3205 (4)0.2327 (4)0.8379 (9)0.052 (2)
H12A0.29040.25720.85770.079*
H12B0.31400.21650.73380.079*
H12C0.37410.26870.85720.079*
C130.2972 (6)0.1873 (6)1.0954 (9)0.071 (3)
H13A0.35030.21961.12510.106*
H13B0.27340.14211.15860.106*
H13C0.27020.21561.10650.106*
C140.2102 (4)0.1084 (4)0.8959 (12)0.068 (3)
H14A0.19010.06350.96010.103*
H14B0.20760.09290.79200.103*
H14C0.18010.13330.90890.103*
C150.3684 (3)0.1538 (3)0.9163 (7)0.0326 (13)
H150.38390.13590.81790.039*
C160.3054 (3)0.2257 (3)0.9381 (7)0.0317 (13)
C170.2819 (4)0.2536 (4)1.0797 (7)0.0365 (14)
H170.23840.30201.09590.044*
C180.3235 (3)0.2089 (4)1.1953 (7)0.0359 (14)
C190.3846 (3)0.1379 (4)1.1696 (7)0.0352 (14)
H190.41190.10721.25200.042*
N10.4071 (3)0.1101 (3)1.0298 (5)0.0274 (10)
O10.4436 (2)0.0466 (2)1.0880 (4)0.0250 (8)
O20.4541 (2)0.01003 (19)0.8117 (4)0.0237 (8)
Co10.50000.00001.00000.0185 (2)
Br10.29720 (4)0.23959 (4)1.39293 (8)0.0550 (3)
Br20.25137 (4)0.28270 (4)0.77087 (8)0.0496 (2)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.022 (2)0.017 (2)0.018 (3)0.008 (2)0.004 (2)0.003 (2)
C20.020 (2)0.013 (2)0.026 (3)0.0076 (19)0.003 (2)0.004 (2)
C30.031 (3)0.021 (2)0.022 (3)0.013 (2)0.002 (2)0.002 (2)
C40.031 (3)0.023 (3)0.028 (3)0.014 (2)0.002 (2)0.006 (2)
C50.032 (3)0.026 (3)0.026 (3)0.019 (2)0.006 (2)0.000 (2)
C60.035 (3)0.022 (2)0.019 (3)0.017 (2)0.008 (2)0.002 (2)
C70.037 (3)0.032 (3)0.021 (3)0.020 (2)0.003 (2)0.000 (2)
C80.040 (3)0.045 (4)0.023 (3)0.020 (3)0.002 (3)0.003 (3)
C90.050 (4)0.035 (3)0.031 (4)0.022 (3)0.006 (3)0.008 (3)
C100.073 (5)0.062 (4)0.019 (3)0.049 (4)0.003 (3)0.002 (3)
C110.037 (3)0.024 (3)0.035 (3)0.021 (2)0.005 (3)0.001 (2)
C120.068 (5)0.041 (4)0.069 (6)0.042 (4)0.023 (4)0.013 (4)
C130.103 (7)0.105 (7)0.054 (5)0.089 (6)0.006 (5)0.011 (5)
C140.040 (4)0.045 (4)0.123 (9)0.024 (4)0.015 (5)0.007 (5)
C150.037 (3)0.038 (3)0.031 (3)0.025 (3)0.002 (3)0.002 (3)
C160.033 (3)0.025 (3)0.038 (4)0.015 (2)0.002 (3)0.002 (3)
C170.040 (3)0.038 (3)0.037 (4)0.023 (3)0.004 (3)0.005 (3)
C180.029 (3)0.047 (4)0.035 (4)0.021 (3)0.010 (3)0.012 (3)
C190.031 (3)0.052 (4)0.030 (3)0.025 (3)0.004 (3)0.006 (3)
N10.029 (2)0.034 (2)0.027 (3)0.021 (2)0.001 (2)0.000 (2)
O10.038 (2)0.0234 (18)0.018 (2)0.0186 (17)0.0018 (16)0.0021 (15)
O20.0264 (18)0.0231 (18)0.024 (2)0.0140 (15)0.0051 (16)0.0005 (15)
Co10.0205 (5)0.0174 (5)0.0195 (5)0.0108 (4)0.0012 (4)0.0028 (4)
Br10.0499 (4)0.0642 (5)0.0364 (4)0.0176 (4)0.0133 (3)0.0177 (3)
Br20.0551 (4)0.0402 (4)0.0403 (4)0.0139 (3)0.0011 (3)0.0046 (3)
Geometric parameters (Å, º) top
C1—O11.305 (6)C12—H12A0.9800
C1—C61.430 (7)C12—H12B0.9800
C1—C21.440 (7)C12—H12C0.9800
C2—O21.305 (6)C13—H13A0.9800
C2—C31.429 (7)C13—H13B0.9800
C3—C41.372 (7)C13—H13C0.9800
C3—C71.538 (8)C14—H14A0.9800
C4—C51.424 (8)C14—H14B0.9800
C4—H40.9500C14—H14C0.9800
C5—C61.373 (8)C15—N11.326 (8)
C5—C111.527 (7)C15—C161.397 (8)
C6—H60.9500C15—H150.9500
C7—C101.537 (8)C16—C171.380 (9)
C7—C91.544 (8)C16—Br21.883 (6)
C7—C81.551 (8)C17—C181.363 (9)
C8—H8A0.9800C17—H170.9500
C8—H8B0.9800C18—C191.376 (9)
C8—H8C0.9800C18—Br11.873 (6)
C9—H9A0.9800C19—N11.363 (8)
C9—H9B0.9800C19—H190.9500
C9—H9C0.9800N1—Co12.106 (5)
C10—H10A0.9800O1—Co11.985 (4)
C10—H10B0.9800O2—Co11.995 (4)
C10—H10C0.9800Co1—O1i1.985 (4)
C11—C131.483 (10)Co1—O2i1.995 (4)
C11—C121.516 (9)Co1—N1i2.106 (5)
C11—C141.550 (10)
O1—C1—C6121.6 (5)C11—C12—H12C109.5
O1—C1—C2118.1 (4)H12A—C12—H12C109.5
C6—C1—C2120.2 (5)H12B—C12—H12C109.5
O2—C2—C3124.0 (5)C11—C13—H13A109.5
O2—C2—C1116.4 (5)C11—C13—H13B109.5
C3—C2—C1119.6 (4)H13A—C13—H13B109.5
C4—C3—C2117.2 (5)C11—C13—H13C109.5
C4—C3—C7122.7 (5)H13A—C13—H13C109.5
C2—C3—C7120.1 (5)H13B—C13—H13C109.5
C3—C4—C5124.5 (5)C11—C14—H14A109.5
C3—C4—H4117.8C11—C14—H14B109.5
C5—C4—H4117.8H14A—C14—H14B109.5
C6—C5—C4119.0 (5)C11—C14—H14C109.5
C6—C5—C11121.1 (5)H14A—C14—H14C109.5
C4—C5—C11119.9 (5)H14B—C14—H14C109.5
C5—C6—C1119.5 (5)N1—C15—C16121.4 (6)
C5—C6—H6120.2N1—C15—H15119.3
C1—C6—H6120.2C16—C15—H15119.3
C10—C7—C3111.1 (5)C17—C16—C15120.6 (6)
C10—C7—C9108.2 (5)C17—C16—Br2120.6 (5)
C3—C7—C9109.8 (5)C15—C16—Br2118.7 (5)
C10—C7—C8107.5 (5)C18—C17—C16117.3 (6)
C3—C7—C8110.9 (5)C18—C17—H17121.3
C9—C7—C8109.3 (5)C16—C17—H17121.3
C7—C8—H8A109.5C17—C18—C19120.4 (6)
C7—C8—H8B109.5C17—C18—Br1121.6 (5)
H8A—C8—H8B109.5C19—C18—Br1117.9 (5)
C7—C8—H8C109.5N1—C19—C18122.1 (6)
H8A—C8—H8C109.5N1—C19—H19118.9
H8B—C8—H8C109.5C18—C19—H19118.9
C7—C9—H9A109.5C15—N1—C19118.0 (5)
C7—C9—H9B109.5C15—N1—Co1122.2 (4)
H9A—C9—H9B109.5C19—N1—Co1119.8 (4)
C7—C9—H9C109.5C1—O1—Co1110.7 (3)
H9A—C9—H9C109.5C2—O2—Co1111.4 (3)
H9B—C9—H9C109.5O1i—Co1—O1180.0
C7—C10—H10A109.5O1i—Co1—O297.05 (14)
C7—C10—H10B109.5O1—Co1—O282.95 (14)
H10A—C10—H10B109.5O1i—Co1—O2i82.95 (14)
C7—C10—H10C109.5O1—Co1—O2i97.05 (14)
H10A—C10—H10C109.5O2—Co1—O2i180.0
H10B—C10—H10C109.5O1i—Co1—N188.20 (16)
C13—C11—C12109.8 (6)O1—Co1—N191.80 (16)
C13—C11—C5113.9 (5)O2—Co1—N189.98 (16)
C12—C11—C5109.8 (5)O2i—Co1—N190.02 (16)
C13—C11—C14109.1 (6)O1i—Co1—N1i91.80 (16)
C12—C11—C14106.6 (6)O1—Co1—N1i88.20 (16)
C5—C11—C14107.4 (5)O2—Co1—N1i90.02 (16)
C11—C12—H12A109.5O2i—Co1—N1i89.98 (16)
C11—C12—H12B109.5N1—Co1—N1i180.0
H12A—C12—H12B109.5
O1—C1—C2—O20.4 (6)C6—C5—C11—C136.6 (9)
C6—C1—C2—O2179.6 (4)C4—C5—C11—C13175.4 (6)
O1—C1—C2—C3179.7 (4)C6—C5—C11—C12130.2 (6)
C6—C1—C2—C30.5 (7)C4—C5—C11—C1251.8 (7)
O2—C2—C3—C4179.0 (5)C6—C5—C11—C14114.3 (7)
C1—C2—C3—C41.1 (7)C4—C5—C11—C1463.7 (7)
O2—C2—C3—C71.1 (8)N1—C15—C16—C170.5 (8)
C1—C2—C3—C7178.9 (4)N1—C15—C16—Br2177.7 (4)
C2—C3—C4—C50.9 (8)C15—C16—C17—C181.4 (8)
C7—C3—C4—C5178.7 (5)Br2—C16—C17—C18179.5 (4)
C3—C4—C5—C60.1 (8)C16—C17—C18—C192.4 (9)
C3—C4—C5—C11178.2 (5)C16—C17—C18—Br1179.4 (4)
C4—C5—C6—C10.5 (8)C17—C18—C19—N11.7 (9)
C11—C5—C6—C1177.5 (5)Br1—C18—C19—N1178.8 (4)
O1—C1—C6—C5178.9 (5)C16—C15—N1—C191.3 (8)
C2—C1—C6—C50.3 (7)C16—C15—N1—Co1177.8 (4)
C4—C3—C7—C104.0 (8)C18—C19—N1—C150.3 (8)
C2—C3—C7—C10178.3 (5)C18—C19—N1—Co1178.9 (4)
C4—C3—C7—C9115.6 (6)C6—C1—O1—Co1175.6 (4)
C2—C3—C7—C962.1 (7)C2—C1—O1—Co15.1 (5)
C4—C3—C7—C8123.5 (6)C3—C2—O2—Co1175.3 (4)
C2—C3—C7—C858.8 (6)C1—C2—O2—Co14.6 (5)
Symmetry code: (i) x+1, y, z+2.
(1S_200K) top
Crystal data top
C38H46Br4CoN2O4Dx = 1.482 Mg m3
Mr = 973.34Ag Kα radiation, λ = 0.56085 Å
Trigonal, P3Cell parameters from 11725 reflections
a = 20.4697 (14) Åθ = 0.9–20.6°
c = 9.0166 (6) ŵ = 2.19 mm1
V = 3271.9 (5) Å3T = 200 K
Z = 3Block, blue
F(000) = 14610.25 × 0.20 × 0.16 mm
Data collection top
Bruker Kappa APEX II CCD detector
diffractometer
4475 independent reflections
Radiation source: Bruker, Kappa Apex II2029 reflections with I > 2σ(I)
Mirror monochromatorRint = 0.110
φ and ω scansθmax = 20.6°, θmin = 0.9°
Absorption correction: multi-scan
Bruker AXS, 2008
h = 725
Tmin = 0.611, Tmax = 0.721k = 2425
11725 measured reflectionsl = 1011
Refinement top
Refinement on F20 restraints
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.071H-atom parameters constrained
wR(F2) = 0.199 w = 1/[σ2(Fo2) + (0.0782P)2]
where P = (Fo2 + 2Fc2)/3
S = 0.89(Δ/σ)max < 0.001
4475 reflectionsΔρmax = 0.67 e Å3
229 parametersΔρmin = 0.81 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*/Ueq
C10.3444 (4)0.9333 (4)0.9869 (7)0.0242 (17)
C20.3707 (4)0.9543 (4)0.8323 (8)0.0277 (17)
C30.3157 (5)0.9333 (4)0.7152 (7)0.0321 (19)
C40.2416 (4)0.8962 (4)0.7554 (8)0.0308 (18)
H40.20490.88310.67940.037*
C50.2148 (4)0.8752 (5)0.9079 (8)0.0335 (19)
C60.2675 (4)0.8953 (5)1.0165 (8)0.0341 (19)
H60.25120.88301.11640.041*
C70.3421 (5)0.9558 (5)0.5543 (7)0.038 (2)
C80.3905 (5)0.9218 (5)0.5028 (8)0.047 (2)
H8A0.43830.94560.55730.071*
H8B0.40060.93080.39630.071*
H8C0.36340.86740.52210.071*
C90.3865 (6)1.0418 (5)0.5411 (8)0.048 (2)
H9A0.35581.06270.57820.072*
H9B0.39941.05610.43690.072*
H9C0.43291.06180.59970.072*
C100.2744 (5)0.9267 (5)0.4490 (8)0.050 (3)
H10A0.24200.94690.47950.075*
H10B0.24550.87150.45250.075*
H10C0.29230.94320.34760.075*
C110.1300 (5)0.8366 (5)0.9362 (8)0.037 (2)
C120.0879 (6)0.7686 (6)0.8370 (11)0.070 (3)
H12A0.10870.73500.84910.105*
H12B0.09320.78500.73340.105*
H12C0.03430.74160.86420.105*
C130.1104 (6)0.8124 (7)1.0953 (10)0.076 (4)
H13A0.13070.85711.15910.114*
H13B0.13230.78131.12410.114*
H13C0.05550.78311.10640.114*
C140.1021 (6)0.8922 (6)0.8979 (14)0.082 (4)
H14A0.04900.87000.92620.122*
H14B0.10740.90230.79110.122*
H14C0.13230.93950.95230.122*
C150.4771 (5)0.8615 (5)0.8309 (9)0.038 (2)
H150.48040.89230.74930.046*
C160.4674 (5)0.7907 (5)0.8041 (9)0.042 (2)
C170.4630 (5)0.7445 (5)0.9192 (8)0.041 (2)
H170.45610.69560.90270.049*
C180.4692 (5)0.7733 (5)1.0588 (9)0.040 (2)
C190.4782 (4)0.8445 (5)1.0825 (9)0.040 (2)
H190.48160.86261.18080.048*
N10.4820 (4)0.8877 (4)0.9675 (7)0.0357 (17)
O10.3959 (3)0.9537 (3)1.0869 (5)0.0323 (13)
O20.4425 (3)0.9901 (3)0.8111 (5)0.0302 (12)
Co10.50001.00001.00000.0272 (4)
Br10.46602 (7)0.71661 (6)1.22765 (10)0.0615 (4)
Br20.46246 (7)0.75935 (6)0.60651 (10)0.0663 (4)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.022 (4)0.012 (4)0.029 (3)0.002 (3)0.009 (3)0.007 (3)
C20.023 (4)0.029 (4)0.034 (4)0.015 (4)0.002 (3)0.005 (3)
C30.037 (5)0.027 (5)0.025 (4)0.011 (4)0.000 (3)0.003 (3)
C40.031 (5)0.029 (5)0.028 (4)0.011 (4)0.005 (3)0.002 (3)
C50.022 (4)0.032 (5)0.041 (4)0.010 (4)0.001 (4)0.002 (4)
C60.025 (5)0.037 (5)0.037 (4)0.012 (4)0.006 (4)0.002 (4)
C70.040 (5)0.054 (6)0.020 (3)0.025 (5)0.007 (4)0.006 (4)
C80.054 (6)0.056 (6)0.029 (4)0.025 (5)0.004 (4)0.000 (4)
C90.066 (7)0.045 (6)0.030 (4)0.026 (5)0.001 (4)0.014 (4)
C100.044 (6)0.058 (7)0.028 (4)0.010 (5)0.010 (4)0.006 (4)
C110.029 (5)0.038 (5)0.041 (4)0.015 (4)0.000 (4)0.003 (4)
C120.033 (6)0.060 (7)0.095 (8)0.007 (5)0.008 (5)0.020 (6)
C130.033 (6)0.119 (10)0.054 (6)0.020 (7)0.001 (5)0.014 (6)
C140.040 (7)0.069 (8)0.147 (11)0.036 (6)0.018 (7)0.022 (8)
C150.033 (5)0.046 (6)0.043 (5)0.025 (5)0.004 (4)0.000 (4)
C160.043 (6)0.050 (6)0.038 (4)0.027 (5)0.003 (4)0.012 (4)
C170.039 (5)0.037 (5)0.043 (4)0.016 (4)0.004 (4)0.008 (4)
C180.037 (5)0.029 (5)0.052 (5)0.016 (4)0.000 (4)0.010 (4)
C190.024 (5)0.037 (5)0.047 (5)0.006 (4)0.005 (4)0.002 (4)
N10.035 (4)0.040 (4)0.034 (3)0.019 (4)0.002 (3)0.006 (3)
O10.022 (3)0.038 (3)0.028 (2)0.007 (3)0.007 (2)0.006 (2)
O20.030 (3)0.034 (3)0.025 (2)0.015 (3)0.005 (2)0.001 (2)
Co10.0245 (8)0.0261 (8)0.0287 (7)0.0108 (7)0.0025 (6)0.0034 (6)
Br10.0833 (8)0.0498 (7)0.0552 (6)0.0361 (6)0.0052 (5)0.0077 (5)
Br20.0914 (9)0.0730 (8)0.0492 (5)0.0522 (7)0.0048 (5)0.0214 (5)
Geometric parameters (Å, º) top
C1—O11.289 (8)C12—H12A0.9800
C1—C61.388 (10)C12—H12B0.9800
C1—C21.478 (9)C12—H12C0.9800
C2—O21.286 (9)C13—H13A0.9800
C2—C31.443 (10)C13—H13B0.9800
C3—C41.364 (11)C13—H13C0.9800
C3—C71.536 (9)C14—H14A0.9800
C4—C51.464 (10)C14—H14B0.9800
C4—H40.9500C14—H14C0.9800
C5—C61.360 (10)C15—N11.326 (9)
C5—C111.527 (11)C15—C161.382 (12)
C6—H60.9500C15—H150.9500
C7—C91.530 (12)C16—C171.376 (11)
C7—C101.534 (11)C16—Br21.880 (8)
C7—C81.540 (12)C17—C181.369 (11)
C8—H8A0.9800C17—H170.9500
C8—H8B0.9800C18—C191.391 (12)
C8—H8C0.9800C18—Br11.896 (8)
C9—H9A0.9800C19—N11.338 (10)
C9—H9B0.9800C19—H190.9500
C9—H9C0.9800N1—Co12.159 (7)
C10—H10A0.9800O1—Co12.009 (5)
C10—H10B0.9800O2—Co12.023 (5)
C10—H10C0.9800Co1—O1i2.009 (5)
C11—C131.505 (11)Co1—O2i2.023 (5)
C11—C121.512 (12)Co1—N1i2.159 (7)
C11—C141.544 (13)
O1—C1—C6124.2 (6)C11—C12—H12C109.5
O1—C1—C2116.4 (6)H12A—C12—H12C109.5
C6—C1—C2119.4 (6)H12B—C12—H12C109.5
O2—C2—C3124.0 (6)C11—C13—H13A109.5
O2—C2—C1116.9 (6)C11—C13—H13B109.5
C3—C2—C1119.1 (7)H13A—C13—H13B109.5
C4—C3—C2117.2 (6)C11—C13—H13C109.5
C4—C3—C7123.0 (7)H13A—C13—H13C109.5
C2—C3—C7119.8 (7)H13B—C13—H13C109.5
C3—C4—C5124.2 (7)C11—C14—H14A109.5
C3—C4—H4117.9C11—C14—H14B109.5
C5—C4—H4117.9H14A—C14—H14B109.5
C6—C5—C4117.6 (7)C11—C14—H14C109.5
C6—C5—C11124.2 (7)H14A—C14—H14C109.5
C4—C5—C11118.1 (7)H14B—C14—H14C109.5
C5—C6—C1122.5 (7)N1—C15—C16121.9 (8)
C5—C6—H6118.8N1—C15—H15119.1
C1—C6—H6118.8C16—C15—H15119.1
C9—C7—C10107.5 (7)C17—C16—C15120.9 (7)
C9—C7—C3109.7 (6)C17—C16—Br2120.4 (7)
C10—C7—C3110.8 (7)C15—C16—Br2118.6 (7)
C9—C7—C8110.5 (7)C18—C17—C16115.9 (8)
C10—C7—C8107.4 (7)C18—C17—H17122.0
C3—C7—C8111.0 (7)C16—C17—H17122.0
C7—C8—H8A109.5C17—C18—C19121.8 (8)
C7—C8—H8B109.5C17—C18—Br1120.5 (7)
H8A—C8—H8B109.5C19—C18—Br1117.7 (6)
C7—C8—H8C109.5N1—C19—C18120.4 (8)
H8A—C8—H8C109.5N1—C19—H19119.8
H8B—C8—H8C109.5C18—C19—H19119.8
C7—C9—H9A109.5C15—N1—C19119.0 (7)
C7—C9—H9B109.5C15—N1—Co1119.6 (6)
H9A—C9—H9B109.5C19—N1—Co1121.3 (5)
C7—C9—H9C109.5C1—O1—Co1112.5 (4)
H9A—C9—H9C109.5C2—O2—Co1111.9 (4)
H9B—C9—H9C109.5O1—Co1—O1i180.0
C7—C10—H10A109.5O1—Co1—O2i98.39 (19)
C7—C10—H10B109.5O1i—Co1—O2i81.61 (19)
H10A—C10—H10B109.5O1—Co1—O281.61 (19)
C7—C10—H10C109.5O1i—Co1—O298.39 (19)
H10A—C10—H10C109.5O2i—Co1—O2180.00 (12)
H10B—C10—H10C109.5O1—Co1—N1i91.4 (2)
C13—C11—C12109.0 (8)O1i—Co1—N1i88.6 (2)
C13—C11—C5112.1 (7)O2i—Co1—N1i89.9 (2)
C12—C11—C5110.8 (7)O2—Co1—N1i90.1 (2)
C13—C11—C14108.7 (9)O1—Co1—N188.6 (2)
C12—C11—C14107.2 (8)O1i—Co1—N191.4 (2)
C5—C11—C14109.0 (7)O2i—Co1—N190.1 (2)
C11—C12—H12A109.5O2—Co1—N189.9 (2)
C11—C12—H12B109.5N1i—Co1—N1180.0
H12A—C12—H12B109.5
O1—C1—C2—O20.9 (10)C6—C5—C11—C139.0 (13)
C6—C1—C2—O2179.3 (7)C4—C5—C11—C13175.0 (8)
O1—C1—C2—C3179.8 (7)C6—C5—C11—C12130.9 (9)
C6—C1—C2—C31.5 (11)C4—C5—C11—C1253.1 (10)
O2—C2—C3—C4179.3 (7)C6—C5—C11—C14111.3 (10)
C1—C2—C3—C41.5 (11)C4—C5—C11—C1464.7 (10)
O2—C2—C3—C71.8 (12)N1—C15—C16—C170.5 (13)
C1—C2—C3—C7179.0 (7)N1—C15—C16—Br2179.1 (6)
C2—C3—C4—C51.4 (12)C15—C16—C17—C180.3 (13)
C7—C3—C4—C5178.8 (8)Br2—C16—C17—C18178.3 (7)
C3—C4—C5—C61.2 (13)C16—C17—C18—C191.0 (13)
C3—C4—C5—C11177.5 (8)C16—C17—C18—Br1178.8 (6)
C4—C5—C6—C11.1 (12)C17—C18—C19—N10.9 (13)
C11—C5—C6—C1177.1 (8)Br1—C18—C19—N1178.9 (6)
O1—C1—C6—C5179.5 (8)C16—C15—N1—C190.7 (12)
C2—C1—C6—C51.3 (12)C16—C15—N1—Co1178.5 (6)
C4—C3—C7—C9115.1 (9)C18—C19—N1—C150.0 (12)
C2—C3—C7—C962.2 (10)C18—C19—N1—Co1177.7 (6)
C4—C3—C7—C103.4 (11)C6—C1—O1—Co1175.5 (6)
C2—C3—C7—C10179.3 (7)C2—C1—O1—Co16.2 (8)
C4—C3—C7—C8122.6 (9)C3—C2—O2—Co1174.4 (6)
C2—C3—C7—C860.1 (10)C1—C2—O2—Co14.8 (8)
Symmetry code: (i) x+1, y+2, z+2.
(1S_296K) top
Crystal data top
C38H46Br4CoN2O4Dx = 1.445 Mg m3
Mr = 973.34Ag Kα radiation, λ = 0.56085 Å
Trigonal, P3Cell parameters from 28207 reflections
a = 20.688 (3) Åθ = 0.9–20.6°
c = 9.0563 (15) ŵ = 2.13 mm1
V = 3356.6 (12) Å3T = 296 K
Z = 3Block, blue
F(000) = 14610.25 × 0.20 × 0.16 mm
Data collection top
Bruker Kappa APEX II CCD detector
diffractometer
4605 independent reflections
Radiation source: Bruker, Kappa Apex II2101 reflections with I > 2σ(I)
Mirror monochromatorRint = 0.135
φ and ω scansθmax = 20.6°, θmin = 0.9°
Absorption correction: multi-scan
Bruker AXS, 2008
h = 2525
Tmin = 0.618, Tmax = 0.726k = 2525
28207 measured reflectionsl = 1011
Refinement top
Refinement on F20 restraints
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.075H-atom parameters constrained
wR(F2) = 0.227 w = 1/[σ2(Fo2) + (0.0998P)2]
where P = (Fo2 + 2Fc2)/3
S = 1.00(Δ/σ)max = 0.001
4605 reflectionsΔρmax = 0.70 e Å3
229 parametersΔρmin = 0.83 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*/Ueq
C10.3445 (4)0.9344 (3)0.0139 (7)0.0379 (16)
C20.3704 (4)0.9545 (4)0.1675 (7)0.0380 (16)
C30.3159 (4)0.9341 (4)0.2826 (7)0.0436 (17)
C40.2426 (4)0.8974 (4)0.2415 (8)0.0501 (19)
H40.20700.88470.31530.060*
C50.2164 (4)0.8770 (4)0.0923 (8)0.0448 (18)
C60.2673 (4)0.8952 (4)0.0152 (7)0.0452 (18)
H60.25110.88140.11190.054*
C70.3419 (4)0.9576 (4)0.4425 (8)0.054 (2)
C80.3909 (5)0.9239 (5)0.4971 (9)0.073 (3)
H8A0.43590.94440.43980.109*
H8B0.36350.87070.48550.109*
H8C0.40320.93610.59930.109*
C90.3867 (5)1.0410 (4)0.4567 (9)0.075 (3)
H9A0.40091.05420.55800.113*
H9B0.35721.06230.42460.113*
H9C0.43071.05990.39660.113*
C100.2728 (5)0.9283 (6)0.5465 (9)0.093 (3)
H10A0.28920.93810.64730.140*
H10B0.24120.87550.53260.140*
H10C0.24540.95320.52350.140*
C110.1325 (4)0.8371 (4)0.0622 (8)0.0504 (19)
C120.0919 (5)0.7706 (5)0.1644 (13)0.093 (3)
H12A0.10890.78550.26390.140*
H12B0.10200.73190.13480.140*
H12C0.03920.75220.15930.140*
C130.1136 (5)0.8131 (7)0.0941 (11)0.111 (4)
H13A0.13860.85570.15770.166*
H13B0.06070.79010.10790.166*
H13C0.12950.77790.11760.166*
C140.1050 (5)0.8924 (5)0.0996 (15)0.108 (4)
H14A0.11380.90560.20220.162*
H14B0.05250.86940.07930.162*
H14C0.13160.93660.04050.162*
C150.4763 (4)0.8597 (4)0.1662 (9)0.055 (2)
H150.47940.88960.24570.065*
C160.4667 (4)0.7907 (5)0.1946 (9)0.058 (2)
C170.4623 (4)0.7457 (5)0.0802 (11)0.067 (2)
H170.45590.69840.09630.081*
C180.4680 (4)0.7741 (4)0.0626 (10)0.059 (2)
C190.4772 (4)0.8435 (4)0.0800 (10)0.057 (2)
H190.48070.86170.17540.068*
O10.3954 (2)0.9530 (2)0.0863 (5)0.0445 (12)
O20.4411 (2)0.9891 (2)0.1892 (5)0.0430 (11)
Br10.46587 (7)0.71757 (6)0.22749 (12)0.0935 (5)
Br20.46210 (7)0.75904 (6)0.39099 (12)0.0991 (5)
Co10.50001.00000.00000.0397 (4)
N10.4813 (3)0.8862 (3)0.0320 (7)0.0498 (16)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.041 (4)0.028 (4)0.039 (4)0.013 (3)0.008 (3)0.009 (3)
C20.044 (5)0.030 (4)0.036 (4)0.016 (3)0.007 (3)0.004 (3)
C30.049 (5)0.034 (4)0.039 (4)0.014 (4)0.010 (3)0.004 (3)
C40.042 (5)0.053 (5)0.053 (5)0.022 (4)0.007 (3)0.004 (4)
C50.032 (4)0.041 (4)0.051 (5)0.010 (3)0.001 (3)0.002 (3)
C60.047 (5)0.053 (5)0.029 (4)0.020 (4)0.007 (3)0.001 (3)
C70.047 (5)0.064 (5)0.036 (4)0.017 (4)0.010 (3)0.006 (4)
C80.079 (6)0.075 (6)0.055 (6)0.031 (5)0.006 (4)0.000 (4)
C90.090 (7)0.058 (6)0.054 (6)0.019 (5)0.000 (5)0.015 (4)
C100.067 (6)0.135 (9)0.040 (5)0.022 (6)0.013 (4)0.008 (5)
C110.033 (4)0.047 (5)0.059 (5)0.012 (4)0.003 (3)0.009 (4)
C120.041 (5)0.070 (7)0.136 (10)0.003 (5)0.007 (5)0.020 (6)
C130.034 (5)0.172 (11)0.088 (8)0.022 (6)0.016 (5)0.031 (7)
C140.054 (6)0.072 (7)0.205 (13)0.037 (6)0.015 (7)0.018 (7)
C150.040 (5)0.057 (5)0.063 (5)0.021 (4)0.001 (4)0.004 (4)
C160.066 (6)0.051 (5)0.061 (6)0.032 (5)0.004 (4)0.017 (4)
C170.062 (6)0.049 (5)0.092 (7)0.029 (5)0.001 (5)0.010 (5)
C180.048 (5)0.047 (5)0.085 (7)0.026 (4)0.014 (4)0.010 (4)
C190.046 (5)0.050 (5)0.069 (6)0.020 (4)0.004 (4)0.006 (4)
O10.040 (3)0.048 (3)0.035 (3)0.014 (2)0.004 (2)0.004 (2)
O20.034 (3)0.038 (3)0.047 (3)0.010 (2)0.007 (2)0.003 (2)
Br10.1267 (10)0.0734 (7)0.0889 (8)0.0565 (7)0.0076 (6)0.0155 (5)
Br20.1300 (10)0.0964 (9)0.0811 (8)0.0642 (8)0.0057 (6)0.0357 (6)
Co10.0329 (8)0.0354 (8)0.0443 (8)0.0122 (6)0.0033 (6)0.0048 (6)
N10.047 (4)0.037 (4)0.058 (4)0.016 (3)0.004 (3)0.005 (3)
Geometric parameters (Å, º) top
C1—O11.294 (7)C12—H12A0.9600
C1—C61.408 (9)C12—H12B0.9600
C1—C21.474 (9)C12—H12C0.9600
C2—O21.282 (8)C13—H13A0.9600
C2—C31.436 (9)C13—H13B0.9600
C3—C41.366 (9)C13—H13C0.9600
C3—C71.537 (9)C14—H14A0.9600
C4—C51.438 (10)C14—H14B0.9600
C4—H40.9300C14—H14C0.9600
C5—C61.343 (9)C15—N11.315 (9)
C5—C111.529 (9)C15—C161.365 (10)
C6—H60.9300C15—H150.9300
C7—C91.501 (11)C16—C171.365 (11)
C7—C101.559 (10)C16—Br21.881 (8)
C7—C81.569 (12)C17—C181.402 (11)
C8—H8A0.9600C17—H170.9300
C8—H8B0.9600C18—C191.359 (10)
C8—H8C0.9600C18—Br11.884 (9)
C9—H9A0.9600C19—N11.320 (10)
C9—H9B0.9600C19—H190.9300
C9—H9C0.9600O1—Co12.033 (4)
C10—H10A0.9600O2—Co12.049 (4)
C10—H10B0.9600Co1—O1i2.033 (4)
C10—H10C0.9600Co1—O2i2.049 (5)
C11—C131.486 (12)Co1—N1i2.206 (6)
C11—C121.517 (11)Co1—N12.206 (6)
C11—C141.548 (11)
O1—C1—C6124.0 (6)C11—C12—H12C109.5
O1—C1—C2116.8 (6)H12A—C12—H12C109.5
C6—C1—C2119.1 (6)H12B—C12—H12C109.5
O2—C2—C3124.2 (6)C11—C13—H13A109.5
O2—C2—C1117.0 (6)C11—C13—H13B109.5
C3—C2—C1118.8 (6)H13A—C13—H13B109.5
C4—C3—C2117.1 (6)C11—C13—H13C109.5
C4—C3—C7123.3 (6)H13A—C13—H13C109.5
C2—C3—C7119.5 (6)H13B—C13—H13C109.5
C3—C4—C5124.8 (7)C11—C14—H14A109.5
C3—C4—H4117.6C11—C14—H14B109.5
C5—C4—H4117.6H14A—C14—H14B109.5
C6—C5—C4118.1 (6)C11—C14—H14C109.5
C6—C5—C11122.8 (7)H14A—C14—H14C109.5
C4—C5—C11119.0 (6)H14B—C14—H14C109.5
C5—C6—C1122.1 (6)N1—C15—C16123.3 (8)
C5—C6—H6119.0N1—C15—H15118.3
C1—C6—H6119.0C16—C15—H15118.3
C9—C7—C3111.2 (6)C17—C16—C15119.8 (8)
C9—C7—C10108.3 (7)C17—C16—Br2120.4 (6)
C3—C7—C10109.7 (6)C15—C16—Br2119.8 (7)
C9—C7—C8108.6 (7)C16—C17—C18116.8 (8)
C3—C7—C8111.0 (6)C16—C17—H17121.6
C10—C7—C8107.9 (7)C18—C17—H17121.6
C7—C8—H8A109.5C19—C18—C17119.3 (8)
C7—C8—H8B109.5C19—C18—Br1120.7 (7)
H8A—C8—H8B109.5C17—C18—Br1120.0 (6)
C7—C8—H8C109.5N1—C19—C18123.0 (8)
H8A—C8—H8C109.5N1—C19—H19118.5
H8B—C8—H8C109.5C18—C19—H19118.5
C7—C9—H9A109.5C1—O1—Co1112.7 (4)
C7—C9—H9B109.5C2—O2—Co1112.5 (4)
H9A—C9—H9B109.5O1i—Co1—O1180.0
C7—C9—H9C109.5O1i—Co1—O299.37 (18)
H9A—C9—H9C109.5O1—Co1—O280.63 (18)
H9B—C9—H9C109.5O1i—Co1—O2i80.63 (18)
C7—C10—H10A109.5O1—Co1—O2i99.37 (18)
C7—C10—H10B109.5O2—Co1—O2i180.0
H10A—C10—H10B109.5O1i—Co1—N1i87.9 (2)
C7—C10—H10C109.5O1—Co1—N1i92.1 (2)
H10A—C10—H10C109.5O2—Co1—N1i90.3 (2)
H10B—C10—H10C109.5O2i—Co1—N1i89.7 (2)
C13—C11—C12110.1 (8)O1i—Co1—N192.1 (2)
C13—C11—C5112.8 (6)O1—Co1—N187.9 (2)
C12—C11—C5110.2 (6)O2—Co1—N189.7 (2)
C13—C11—C14108.9 (8)O2i—Co1—N190.3 (2)
C12—C11—C14107.2 (8)N1i—Co1—N1180.0
C5—C11—C14107.4 (6)C15—N1—C19117.8 (7)
C11—C12—H12A109.5C15—N1—Co1120.1 (5)
C11—C12—H12B109.5C19—N1—Co1122.1 (5)
H12A—C12—H12B109.5
O1—C1—C2—O20.6 (8)C6—C5—C11—C136.8 (11)
C6—C1—C2—O2178.9 (6)C4—C5—C11—C13174.3 (8)
O1—C1—C2—C3179.2 (6)C6—C5—C11—C12130.3 (8)
C6—C1—C2—C30.8 (9)C4—C5—C11—C1250.9 (10)
O2—C2—C3—C4179.9 (6)C6—C5—C11—C14113.2 (9)
C1—C2—C3—C40.4 (9)C4—C5—C11—C1465.6 (9)
O2—C2—C3—C73.0 (10)N1—C15—C16—C170.4 (12)
C1—C2—C3—C7177.3 (6)N1—C15—C16—Br2178.8 (6)
C2—C3—C4—C50.9 (11)C15—C16—C17—C180.1 (12)
C7—C3—C4—C5177.6 (7)Br2—C16—C17—C18178.5 (6)
C3—C4—C5—C60.1 (11)C16—C17—C18—C190.2 (11)
C3—C4—C5—C11179.0 (7)C16—C17—C18—Br1178.0 (6)
C4—C5—C6—C11.3 (11)C17—C18—C19—N10.2 (12)
C11—C5—C6—C1177.6 (6)Br1—C18—C19—N1177.9 (5)
O1—C1—C6—C5179.9 (7)C6—C1—O1—Co1174.3 (5)
C2—C1—C6—C51.8 (10)C2—C1—O1—Co13.9 (7)
C4—C3—C7—C9115.8 (8)C3—C2—O2—Co1175.0 (5)
C2—C3—C7—C960.8 (9)C1—C2—O2—Co14.7 (7)
C4—C3—C7—C104.0 (11)C16—C15—N1—C190.4 (11)
C2—C3—C7—C10179.4 (7)C16—C15—N1—Co1178.2 (6)
C4—C3—C7—C8123.2 (8)C18—C19—N1—C150.0 (11)
C2—C3—C7—C860.2 (8)C18—C19—N1—Co1177.9 (6)
Symmetry code: (i) x+1, y+2, z.
(2S_100K) top
Crystal data top
C38H46Cl4CoN2O4Dx = 1.284 Mg m3
Mr = 795.50Ag Kα radiation, λ = 0.56085 Å
Trigonal, P3Cell parameters from 25871 reflections
a = 20.0094 (13) Åθ = 0.9–20.6°
c = 8.8987 (7) ŵ = 0.37 mm1
V = 3085.5 (5) Å3T = 100 K
Z = 3Block, blue
F(000) = 12450.18 × 0.16 × 0.10 mm
Data collection top
Bruker Kappa APEX II CCD detector
diffractometer
4265 independent reflections
Radiation source: Bruker, Kappa Apex II2901 reflections with I > 2σ(I)
Mirror monochromatorRint = 0.142
φ and ω scansθmax = 20.6°, θmin = 0.9°
Absorption correction: multi-scan
Bruker AXS, 2008
h = 2425
Tmin = 0.936, Tmax = 0.964k = 2524
25871 measured reflectionsl = 1111
Refinement top
Refinement on F20 restraints
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.095H-atom parameters constrained
wR(F2) = 0.256 w = 1/[σ2(Fo2) + (0.1029P)2 + 14.8759P]
where P = (Fo2 + 2Fc2)/3
S = 1.08(Δ/σ)max < 0.001
4265 reflectionsΔρmax = 0.99 e Å3
229 parametersΔρmin = 0.87 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*/Ueq
C10.0686 (3)0.4163 (3)0.5105 (6)0.0156 (12)
C20.0479 (3)0.4213 (3)0.6647 (6)0.0149 (12)
C30.0694 (3)0.3871 (3)0.7808 (7)0.0174 (12)
C40.1089 (3)0.3494 (3)0.7387 (7)0.0207 (13)
H40.12350.32600.81520.025*
C50.1285 (3)0.3437 (3)0.5892 (7)0.0188 (13)
C60.1099 (3)0.3781 (3)0.4761 (7)0.0189 (12)
H60.12470.37620.37550.023*
C70.0477 (4)0.3914 (4)0.9452 (7)0.0216 (13)
C80.0411 (3)0.3487 (4)0.9594 (8)0.0249 (14)
H8A0.05560.34291.06580.037*
H8B0.06300.29760.91280.037*
H8C0.06120.37850.90840.037*
C90.0817 (4)0.4742 (4)0.9968 (7)0.0221 (14)
H9A0.07120.47511.10420.033*
H9B0.05840.49920.93980.033*
H9C0.13760.50180.98000.033*
C100.0767 (4)0.3511 (4)1.0504 (8)0.0298 (16)
H10A0.13280.37501.04060.045*
H10B0.05220.29631.02380.045*
H10C0.06370.35611.15440.045*
C110.1667 (4)0.2947 (4)0.5555 (8)0.0250 (14)
C120.2327 (5)0.3143 (6)0.6652 (10)0.050 (2)
H12A0.27250.36860.65320.076*
H12B0.25510.28150.64430.076*
H12C0.21300.30540.76840.076*
C130.2009 (7)0.3093 (7)0.4008 (10)0.071 (3)
H13A0.22730.36480.37950.107*
H13B0.15970.28170.32700.107*
H13C0.23790.29100.39490.107*
C140.1064 (5)0.2127 (5)0.5750 (17)0.087 (5)
H14A0.13090.18200.59830.130*
H14B0.07660.19360.48190.130*
H14C0.07200.20820.65750.130*
C150.1484 (3)0.3767 (4)0.5940 (7)0.0223 (14)
H150.12980.39610.69180.027*
C160.2218 (4)0.3123 (4)0.5764 (7)0.0259 (14)
C170.2514 (4)0.2852 (4)0.4330 (7)0.0259 (14)
H170.30150.24190.41900.031*
C180.2057 (4)0.3230 (4)0.3156 (8)0.0256 (14)
C190.1315 (4)0.3858 (4)0.3359 (7)0.0230 (14)
H190.10010.41080.25080.028*
N10.1041 (3)0.4112 (3)0.4741 (6)0.0177 (11)
O10.0459 (2)0.4482 (2)0.4080 (5)0.0187 (9)
O20.0100 (2)0.4584 (2)0.6835 (5)0.0169 (9)
Cl10.23703 (11)0.29540 (11)0.1328 (2)0.0393 (5)
Cl20.27400 (10)0.26654 (11)0.7347 (2)0.0365 (5)
Co10.00000.50000.50000.0143 (3)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.012 (3)0.021 (3)0.014 (3)0.008 (2)0.000 (2)0.002 (2)
C20.012 (3)0.021 (3)0.013 (3)0.009 (2)0.000 (2)0.002 (2)
C30.018 (3)0.024 (3)0.012 (3)0.011 (3)0.000 (2)0.001 (2)
C40.025 (3)0.023 (3)0.018 (3)0.014 (3)0.005 (2)0.000 (2)
C50.018 (3)0.022 (3)0.024 (3)0.015 (3)0.005 (2)0.007 (2)
C60.021 (3)0.019 (3)0.012 (3)0.008 (3)0.002 (2)0.004 (2)
C70.030 (3)0.036 (4)0.007 (3)0.022 (3)0.002 (2)0.002 (2)
C80.017 (3)0.027 (3)0.029 (4)0.010 (3)0.003 (3)0.002 (3)
C90.023 (3)0.035 (4)0.011 (3)0.016 (3)0.000 (2)0.006 (3)
C100.039 (4)0.044 (4)0.016 (3)0.028 (4)0.002 (3)0.005 (3)
C110.026 (3)0.028 (4)0.029 (4)0.020 (3)0.004 (3)0.006 (3)
C120.052 (5)0.083 (7)0.046 (5)0.056 (5)0.014 (4)0.017 (5)
C130.127 (9)0.117 (9)0.038 (5)0.112 (8)0.030 (6)0.015 (5)
C140.040 (5)0.033 (5)0.184 (15)0.017 (4)0.017 (7)0.031 (7)
C150.018 (3)0.027 (3)0.021 (3)0.011 (3)0.001 (2)0.002 (3)
C160.025 (3)0.038 (4)0.019 (3)0.019 (3)0.003 (3)0.000 (3)
C170.028 (3)0.028 (4)0.020 (3)0.013 (3)0.009 (3)0.005 (3)
C180.027 (3)0.028 (3)0.019 (3)0.012 (3)0.008 (3)0.008 (3)
C190.028 (3)0.020 (3)0.020 (3)0.012 (3)0.003 (3)0.001 (2)
N10.024 (3)0.020 (3)0.014 (3)0.013 (2)0.002 (2)0.000 (2)
O10.022 (2)0.025 (2)0.015 (2)0.0161 (19)0.0007 (17)0.0008 (17)
O20.017 (2)0.025 (2)0.013 (2)0.0134 (18)0.0018 (16)0.0014 (16)
Cl10.0418 (11)0.0387 (10)0.0229 (9)0.0094 (8)0.0097 (7)0.0079 (7)
Cl20.0282 (9)0.0425 (10)0.0273 (10)0.0089 (8)0.0059 (7)0.0074 (8)
Co10.0154 (6)0.0184 (6)0.0106 (6)0.0096 (5)0.0010 (4)0.0005 (4)
Geometric parameters (Å, º) top
C1—O11.318 (7)C11—C121.528 (10)
C1—C61.412 (8)C15—N11.338 (8)
C1—C21.452 (8)C15—C161.395 (9)
C2—O21.309 (7)C16—C171.398 (9)
C2—C31.419 (8)C16—Cl21.719 (7)
C3—C41.391 (8)C17—C181.344 (10)
C3—C71.541 (8)C18—C191.397 (9)
C4—C51.408 (9)C18—Cl11.731 (7)
C5—C61.370 (9)C19—N11.338 (8)
C5—C111.544 (8)N1—Co11.962 (5)
C7—C91.513 (9)O1—Co11.881 (4)
C7—C101.528 (9)O2—Co11.889 (4)
C7—C81.545 (9)Co1—O1i1.881 (4)
C11—C141.483 (11)Co1—O2i1.889 (4)
C11—C131.499 (11)Co1—N1i1.962 (5)
O1—C1—C6123.4 (5)C15—C16—Cl2118.6 (5)
O1—C1—C2116.2 (5)C17—C16—Cl2121.0 (5)
C6—C1—C2120.4 (5)C18—C17—C16117.0 (6)
O2—C2—C3125.5 (5)C17—C18—C19121.6 (6)
O2—C2—C1115.2 (5)C17—C18—Cl1121.0 (5)
C3—C2—C1119.3 (5)C19—C18—Cl1117.5 (5)
C4—C3—C2117.2 (5)N1—C19—C18120.6 (6)
C4—C3—C7122.6 (5)C15—N1—C19119.8 (5)
C2—C3—C7120.2 (5)C15—N1—Co1120.2 (4)
C3—C4—C5123.7 (5)C19—N1—Co1120.0 (4)
C6—C5—C4119.8 (5)C1—O1—Co1110.3 (4)
C6—C5—C11121.4 (6)C2—O2—Co1111.0 (3)
C4—C5—C11118.7 (5)O1—Co1—O1i180.0
C5—C6—C1119.5 (6)O1—Co1—O286.84 (17)
C9—C7—C10108.1 (5)O1i—Co1—O293.16 (17)
C9—C7—C3111.4 (5)O1—Co1—O2i93.16 (17)
C10—C7—C3111.1 (5)O1i—Co1—O2i86.84 (17)
C9—C7—C8110.2 (5)O2—Co1—O2i180.0
C10—C7—C8107.1 (5)O1—Co1—N1i87.76 (18)
C3—C7—C8108.9 (5)O1i—Co1—N1i92.24 (18)
C14—C11—C13111.2 (8)O2—Co1—N1i89.96 (19)
C14—C11—C12109.2 (8)O2i—Co1—N1i90.04 (19)
C13—C11—C12106.6 (7)O1—Co1—N192.24 (18)
C14—C11—C5107.1 (6)O1i—Co1—N187.76 (19)
C13—C11—C5112.1 (6)O2—Co1—N190.04 (19)
C12—C11—C5110.7 (5)O2i—Co1—N189.96 (19)
N1—C15—C16120.5 (6)N1i—Co1—N1180.0
C15—C16—C17120.4 (6)
O1—C1—C2—O21.1 (7)C6—C5—C11—C12135.9 (7)
C6—C1—C2—O2179.7 (5)C4—C5—C11—C1247.5 (8)
O1—C1—C2—C3179.0 (5)N1—C15—C16—C172.9 (10)
C6—C1—C2—C30.3 (8)N1—C15—C16—Cl2176.0 (5)
O2—C2—C3—C4179.3 (5)C15—C16—C17—C180.9 (10)
C1—C2—C3—C40.8 (8)Cl2—C16—C17—C18178.0 (5)
O2—C2—C3—C70.4 (9)C16—C17—C18—C191.2 (10)
C1—C2—C3—C7179.7 (5)C16—C17—C18—Cl1178.9 (5)
C2—C3—C4—C50.2 (9)C17—C18—C19—N11.4 (10)
C7—C3—C4—C5179.1 (6)Cl1—C18—C19—N1178.8 (5)
C3—C4—C5—C61.4 (9)C16—C15—N1—C192.8 (9)
C3—C4—C5—C11175.2 (6)C16—C15—N1—Co1178.5 (5)
C4—C5—C6—C12.4 (9)C18—C19—N1—C150.7 (9)
C11—C5—C6—C1174.1 (5)C18—C19—N1—Co1179.5 (5)
O1—C1—C6—C5177.3 (5)C6—C1—O1—Co1175.4 (4)
C2—C1—C6—C51.9 (8)C2—C1—O1—Co15.4 (6)
C4—C3—C7—C9121.8 (6)C3—C2—O2—Co1176.1 (5)
C2—C3—C7—C959.3 (7)C1—C2—O2—Co13.8 (6)
C4—C3—C7—C101.2 (8)C1—O1—Co1—O26.0 (4)
C2—C3—C7—C10179.9 (6)C1—O1—Co1—O2i174.0 (4)
C4—C3—C7—C8116.5 (6)C1—O1—Co1—N1i84.1 (4)
C2—C3—C7—C862.4 (7)C1—O1—Co1—N195.9 (4)
C6—C5—C11—C14105.2 (9)C2—O2—Co1—O15.4 (4)
C4—C5—C11—C1471.4 (9)C2—O2—Co1—O1i174.6 (4)
C6—C5—C11—C1317.0 (10)C2—O2—Co1—N1i82.3 (4)
C4—C5—C11—C13166.4 (7)C2—O2—Co1—N197.7 (4)
Symmetry code: (i) x, y+1, z+1.
(2S_150K) top
Crystal data top
C38H46Cl4CoN2O4Dx = 1.261 Mg m3
Mr = 795.50Ag Kα radiation, λ = 0.56085 Å
Trigonal, P3Cell parameters from 9956 reflections
a = 20.166 (3) Åθ = 0.9–21.1°
c = 8.9271 (10) ŵ = 0.37 mm1
V = 3143.9 (9) Å3T = 150 K
Z = 3Block, blue
F(000) = 12450.18 × 0.16 × 0.10 mm
Data collection top
Bruker Kappa APEX II CCD detector
diffractometer
4641 independent reflections
Radiation source: Bruker, Kappa Apex II2214 reflections with I > 2σ(I)
Mirror monochromatorRint = 0.108
φ and ω scansθmax = 21.2°, θmin = 0.9°
Absorption correction: multi-scan
Bruker AXS, 2008
h = 2516
Tmin = 0.937, Tmax = 0.964k = 2125
9956 measured reflectionsl = 118
Refinement top
Refinement on F20 restraints
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.106H-atom parameters constrained
wR(F2) = 0.313 w = 1/[σ2(Fo2) + (0.1421P)2]
where P = (Fo2 + 2Fc2)/3
S = 1.04(Δ/σ)max < 0.001
4641 reflectionsΔρmax = 0.67 e Å3
229 parametersΔρmin = 0.93 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*/Ueq
C10.5848 (4)0.9317 (4)0.9862 (7)0.0210 (15)
C20.5799 (4)0.9520 (4)0.8348 (7)0.0198 (14)
C30.6145 (4)0.9304 (4)0.7172 (7)0.0261 (16)
C40.6521 (4)0.8931 (4)0.7599 (8)0.0300 (17)
H40.67680.88000.68460.036*
C50.6566 (4)0.8728 (4)0.9083 (8)0.0258 (16)
C60.6234 (4)0.8907 (4)1.0218 (8)0.0270 (17)
H60.62580.87631.12200.032*
C70.6101 (4)0.9532 (4)0.5558 (8)0.0302 (17)
C80.5280 (5)0.9198 (5)0.5029 (8)0.0339 (18)
H8A0.50010.86440.52090.051*
H8B0.52750.92970.39560.051*
H8C0.50340.94370.55820.051*
C90.6510 (5)1.0408 (4)0.5410 (8)0.0375 (19)
H9A0.61891.05970.58460.056*
H9B0.66001.05500.43490.056*
H9C0.70011.06360.59410.056*
C100.6494 (6)0.9237 (6)0.4488 (8)0.048 (2)
H10A0.70260.94370.48020.072*
H10B0.64830.94100.34670.072*
H10C0.62220.86760.45130.072*
C110.7053 (5)0.8343 (4)0.9420 (9)0.0352 (19)
C120.6834 (7)0.7660 (6)0.8347 (11)0.062 (3)
H12A0.69150.78410.73080.094*
H12B0.62940.72740.84930.094*
H12C0.71540.74320.85620.094*
C130.6932 (8)0.8022 (8)1.1001 (12)0.093 (5)
H13A0.70090.75791.10130.140*
H13B0.64100.78631.13290.140*
H13C0.73000.84161.16810.140*
C140.7876 (6)0.8932 (6)0.9216 (16)0.088 (4)
H14A0.81140.91211.01980.131*
H14B0.79150.93580.86220.131*
H14C0.81410.87030.86950.131*
C150.3843 (4)0.8647 (5)0.8382 (8)0.0351 (19)
H150.40980.89490.75290.042*
C160.3224 (5)0.7927 (5)0.8166 (9)0.037 (2)
C170.2854 (5)0.7482 (5)0.9347 (8)0.038 (2)
H170.24300.69820.92090.046*
C180.3106 (5)0.7770 (5)1.0767 (8)0.0344 (19)
C190.3751 (5)0.8502 (5)1.0916 (7)0.0316 (18)
H190.39430.86901.18890.038*
N10.4100 (3)0.8938 (4)0.9741 (6)0.0302 (15)
O10.5535 (3)0.9539 (3)1.0912 (5)0.0288 (12)
O20.5427 (3)0.9893 (3)0.8153 (5)0.0245 (11)
Cl10.26496 (15)0.72569 (13)1.2345 (2)0.0553 (7)
Cl20.29496 (15)0.76135 (16)0.6340 (2)0.0643 (8)
Co10.50001.00001.00000.0192 (4)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.026 (4)0.017 (3)0.016 (3)0.008 (3)0.006 (3)0.008 (3)
C20.027 (4)0.016 (3)0.018 (3)0.012 (3)0.001 (3)0.000 (3)
C30.042 (5)0.021 (4)0.017 (3)0.018 (4)0.001 (3)0.000 (3)
C40.041 (5)0.034 (4)0.021 (4)0.023 (4)0.001 (3)0.007 (3)
C50.031 (4)0.024 (4)0.026 (4)0.017 (3)0.012 (3)0.010 (3)
C60.029 (4)0.027 (4)0.018 (3)0.008 (3)0.003 (3)0.000 (3)
C70.038 (5)0.038 (5)0.021 (3)0.023 (4)0.002 (3)0.000 (3)
C80.043 (5)0.038 (5)0.017 (4)0.018 (4)0.005 (3)0.004 (3)
C90.046 (5)0.031 (4)0.031 (4)0.016 (4)0.002 (4)0.003 (3)
C100.073 (7)0.076 (7)0.013 (4)0.051 (6)0.009 (4)0.004 (4)
C110.049 (5)0.031 (4)0.036 (4)0.028 (4)0.014 (4)0.004 (3)
C120.077 (8)0.064 (7)0.064 (7)0.048 (6)0.006 (5)0.009 (5)
C130.131 (11)0.163 (13)0.059 (7)0.128 (11)0.034 (7)0.061 (8)
C140.042 (6)0.047 (7)0.178 (14)0.025 (6)0.019 (7)0.013 (7)
C150.026 (4)0.054 (5)0.025 (4)0.019 (4)0.002 (3)0.007 (4)
C160.036 (5)0.051 (5)0.034 (4)0.028 (4)0.010 (4)0.013 (4)
C170.046 (5)0.041 (5)0.034 (4)0.028 (4)0.001 (4)0.016 (4)
C180.046 (5)0.039 (5)0.020 (4)0.023 (4)0.005 (3)0.004 (3)
C190.048 (5)0.042 (5)0.013 (3)0.029 (4)0.004 (3)0.005 (3)
N10.029 (4)0.040 (4)0.026 (3)0.021 (3)0.001 (3)0.004 (3)
O10.043 (3)0.030 (3)0.018 (2)0.022 (3)0.002 (2)0.004 (2)
O20.031 (3)0.025 (3)0.017 (2)0.013 (2)0.002 (2)0.0058 (19)
Cl10.0696 (17)0.0427 (14)0.0418 (12)0.0190 (13)0.0114 (11)0.0094 (10)
Cl20.0551 (16)0.0788 (19)0.0369 (12)0.0169 (14)0.0150 (11)0.0185 (12)
Co10.0234 (8)0.0212 (7)0.0140 (6)0.0119 (6)0.0000 (5)0.0015 (5)
Geometric parameters (Å, º) top
C1—O11.326 (8)C11—C121.550 (12)
C1—C61.427 (10)C15—N11.335 (9)
C1—C21.430 (9)C15—C161.375 (11)
C2—O21.313 (8)C16—C171.343 (11)
C2—C31.444 (9)C16—Cl21.736 (8)
C3—C41.362 (10)C17—C181.380 (10)
C3—C71.528 (9)C18—C191.404 (11)
C4—C51.402 (9)C18—Cl11.717 (8)
C5—C61.358 (10)C19—N11.322 (9)
C5—C111.558 (10)N1—Co12.011 (6)
C7—C81.518 (11)O1—Co11.921 (5)
C7—C91.537 (11)O2—Co11.922 (4)
C7—C101.537 (10)Co1—O1i1.921 (5)
C11—C141.492 (13)Co1—O2i1.922 (4)
C11—C131.521 (12)Co1—N1i2.011 (6)
O1—C1—C6121.9 (6)C17—C16—Cl2121.7 (7)
O1—C1—C2117.3 (6)C15—C16—Cl2118.1 (6)
C6—C1—C2120.8 (6)C16—C17—C18118.4 (8)
O2—C2—C1115.5 (6)C17—C18—C19118.7 (7)
O2—C2—C3125.3 (6)C17—C18—Cl1121.8 (7)
C1—C2—C3119.2 (6)C19—C18—Cl1119.5 (6)
C4—C3—C2116.7 (6)N1—C19—C18122.0 (7)
C4—C3—C7124.2 (6)C19—N1—C15117.9 (7)
C2—C3—C7119.0 (6)C19—N1—Co1120.9 (5)
C3—C4—C5124.0 (7)C15—N1—Co1121.2 (5)
C6—C5—C4121.1 (7)C1—O1—Co1109.9 (4)
C6—C5—C11120.4 (6)C2—O2—Co1111.5 (4)
C4—C5—C11118.4 (6)O1i—Co1—O1180.0
C5—C6—C1118.2 (6)O1i—Co1—O294.70 (19)
C8—C7—C3112.0 (6)O1—Co1—O285.30 (19)
C8—C7—C9108.8 (6)O1i—Co1—O2i85.30 (19)
C3—C7—C9110.4 (6)O1—Co1—O2i94.70 (19)
C8—C7—C10107.0 (6)O2—Co1—O2i180.0 (3)
C3—C7—C10110.5 (6)O1i—Co1—N1i87.7 (2)
C9—C7—C10107.9 (7)O1—Co1—N1i92.3 (2)
C14—C11—C13109.3 (9)O2—Co1—N1i90.1 (2)
C14—C11—C12110.0 (9)O2i—Co1—N1i89.9 (2)
C13—C11—C12106.3 (8)O1i—Co1—N192.3 (2)
C14—C11—C5107.9 (7)O1—Co1—N187.7 (2)
C13—C11—C5112.6 (7)O2—Co1—N189.9 (2)
C12—C11—C5110.7 (6)O2i—Co1—N190.1 (2)
N1—C15—C16122.7 (7)N1i—Co1—N1180.0
C17—C16—C15120.2 (7)
O1—C1—C2—O21.7 (9)C6—C5—C11—C14105.8 (9)
C6—C1—C2—O2179.7 (6)C4—C5—C11—C1470.0 (10)
O1—C1—C2—C3178.7 (6)C6—C5—C11—C1314.9 (12)
C6—C1—C2—C30.1 (10)C4—C5—C11—C13169.3 (9)
O2—C2—C3—C4178.8 (7)C6—C5—C11—C12133.8 (8)
C1—C2—C3—C41.7 (10)C4—C5—C11—C1250.4 (10)
O2—C2—C3—C71.3 (11)N1—C15—C16—C170.5 (12)
C1—C2—C3—C7179.2 (6)N1—C15—C16—Cl2179.7 (6)
C2—C3—C4—C52.2 (11)C15—C16—C17—C180.7 (12)
C7—C3—C4—C5179.4 (7)Cl2—C16—C17—C18179.9 (6)
C3—C4—C5—C60.8 (12)C16—C17—C18—C192.1 (12)
C3—C4—C5—C11176.6 (7)C16—C17—C18—Cl1177.8 (6)
C4—C5—C6—C10.9 (11)C17—C18—C19—N13.5 (12)
C11—C5—C6—C1174.8 (6)Cl1—C18—C19—N1176.4 (6)
O1—C1—C6—C5177.3 (6)C18—C19—N1—C153.2 (11)
C2—C1—C6—C51.2 (10)C18—C19—N1—Co1177.7 (6)
C4—C3—C7—C8122.8 (8)C16—C15—N1—C191.7 (11)
C2—C3—C7—C859.9 (9)C16—C15—N1—Co1179.2 (6)
C4—C3—C7—C9115.7 (8)C6—C1—O1—Co1175.5 (5)
C2—C3—C7—C961.5 (9)C2—C1—O1—Co15.9 (7)
C4—C3—C7—C103.6 (11)C1—C2—O2—Co13.5 (7)
C2—C3—C7—C10179.2 (7)C3—C2—O2—Co1176.0 (6)
Symmetry code: (i) x+1, y+2, z+2.
(2S_175K) top
Crystal data top
C38H46Cl4CoN2O4Dx = 1.250 Mg m3
Mr = 795.50Ag Kα radiation, λ = 0.56085 Å
Trigonal, P3Cell parameters from 13452 reflections
a = 20.243 (5) Åθ = 0.9–20.6°
c = 8.933 (5) ŵ = 0.36 mm1
V = 3170 (2) Å3T = 175 K
Z = 3Block, blue
F(000) = 12450.18 × 0.16 × 0.10 mm
Data collection top
Bruker Kappa APEX II CCD detector
diffractometer
4286 independent reflections
Radiation source: Bruker, Kappa Apex II2085 reflections with I > 2σ(I)
Mirror monochromatorRint = 0.130
φ and ω scansθmax = 20.6°, θmin = 0.9°
Absorption correction: multi-scan
Bruker AXS, 2008
h = 2522
Tmin = 0.937, Tmax = 0.965k = 1924
13452 measured reflectionsl = 1011
Refinement top
Refinement on F2Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: fullH-atom parameters constrained
R[F2 > 2σ(F2)] = 0.105 w = 1/[σ2(Fo2) + (0.1396P)2]
where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.307(Δ/σ)max < 0.001
S = 1.06Δρmax = 0.64 e Å3
4286 reflectionsΔρmin = 0.50 e Å3
230 parametersExtinction correction: SHELXL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
0 restraintsExtinction coefficient: 0.022 (4)
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*/Ueq
C10.6544 (4)0.0678 (4)0.9859 (7)0.0284 (15)
C20.6286 (4)0.0476 (4)0.8355 (7)0.0303 (16)
C30.6848 (4)0.0684 (4)0.7170 (8)0.0370 (18)
C40.7599 (4)0.1061 (4)0.7575 (8)0.0369 (17)
H40.79720.11920.68130.044*
C50.7855 (4)0.1270 (4)0.9091 (8)0.0375 (18)
C60.7339 (4)0.1087 (4)1.0185 (8)0.0380 (18)
H60.75050.12321.11870.046*
C70.6571 (4)0.0464 (4)0.5532 (8)0.0415 (19)
C80.6115 (5)0.0402 (5)0.5373 (10)0.054 (2)
H8A0.64120.06230.57750.080*
H8B0.60040.05370.43130.080*
H8C0.56350.06020.59290.080*
C90.6083 (5)0.0797 (5)0.5041 (9)0.046 (2)
H9A0.56000.05500.55930.069*
H9B0.59810.07120.39660.069*
H9C0.63530.13470.52470.069*
C100.7260 (5)0.0748 (5)0.4484 (9)0.055 (2)
H10A0.75840.13020.45870.083*
H10B0.70830.06220.34470.083*
H10C0.75550.05000.47490.083*
C110.8716 (4)0.1655 (4)0.9411 (9)0.0426 (19)
C120.8968 (6)0.1086 (6)0.9115 (15)0.088 (4)
H12A0.94380.13260.85210.132*
H12B0.85680.06510.85610.132*
H12C0.90620.09071.00680.132*
C130.8910 (6)0.1960 (8)1.0951 (13)0.104 (5)
H13A0.94260.24051.09640.156*
H13B0.88890.15661.16200.156*
H13C0.85450.21121.12900.156*
C140.9150 (5)0.2339 (6)0.8340 (11)0.069 (3)
H14A0.90470.27480.86190.104*
H14B0.89800.21770.73100.104*
H14C0.96990.25280.84140.104*
C150.4745 (4)0.1525 (5)0.9083 (10)0.052 (2)
H150.47470.13400.81050.063*
C160.4663 (5)0.2244 (5)0.9261 (10)0.049 (2)
C170.4623 (5)0.2543 (5)1.0674 (11)0.056 (2)
H170.45550.30391.08090.067*
C180.4684 (5)0.2102 (5)1.1841 (10)0.053 (2)
C190.4789 (5)0.1363 (5)1.1623 (10)0.052 (2)
H190.48360.10571.24660.062*
N10.4822 (3)0.1094 (4)1.0259 (7)0.0406 (16)
O10.6016 (3)0.0467 (3)1.0898 (5)0.0377 (12)
O20.5547 (3)0.0111 (3)0.8133 (5)0.0340 (12)
Cl10.46394 (18)0.24181 (18)1.3656 (3)0.0841 (10)
Cl20.46222 (16)0.27512 (14)0.7660 (3)0.0743 (8)
Co10.50000.00001.00000.0279 (5)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.028 (4)0.026 (4)0.028 (4)0.012 (3)0.002 (3)0.001 (3)
C20.033 (4)0.030 (4)0.019 (3)0.010 (3)0.002 (3)0.007 (3)
C30.047 (5)0.024 (4)0.034 (4)0.014 (4)0.002 (3)0.005 (3)
C40.042 (5)0.030 (4)0.033 (4)0.013 (4)0.001 (3)0.004 (3)
C50.030 (4)0.037 (4)0.043 (4)0.015 (4)0.002 (3)0.003 (3)
C60.054 (5)0.032 (4)0.036 (4)0.027 (4)0.008 (4)0.003 (3)
C70.039 (4)0.045 (5)0.026 (4)0.010 (4)0.001 (3)0.005 (3)
C80.065 (6)0.044 (5)0.043 (5)0.021 (5)0.007 (4)0.007 (4)
C90.050 (5)0.040 (5)0.037 (5)0.015 (4)0.005 (4)0.002 (3)
C100.054 (5)0.073 (6)0.027 (4)0.023 (5)0.009 (4)0.010 (4)
C110.030 (4)0.043 (5)0.048 (5)0.013 (4)0.000 (3)0.010 (4)
C120.060 (7)0.066 (7)0.152 (12)0.041 (6)0.031 (7)0.016 (7)
C130.052 (6)0.162 (13)0.078 (8)0.038 (7)0.032 (6)0.059 (8)
C140.044 (5)0.069 (7)0.074 (7)0.013 (5)0.003 (5)0.013 (5)
C150.038 (5)0.046 (5)0.057 (6)0.010 (4)0.002 (4)0.010 (4)
C160.039 (5)0.047 (5)0.048 (5)0.011 (4)0.004 (4)0.001 (4)
C170.054 (6)0.052 (6)0.059 (6)0.025 (5)0.009 (4)0.008 (5)
C180.046 (5)0.063 (6)0.053 (5)0.030 (5)0.001 (4)0.016 (5)
C190.054 (5)0.075 (6)0.044 (5)0.045 (5)0.003 (4)0.003 (4)
N10.030 (3)0.055 (4)0.039 (4)0.023 (3)0.003 (3)0.006 (3)
O10.036 (3)0.040 (3)0.030 (3)0.014 (2)0.002 (2)0.001 (2)
O20.031 (3)0.033 (3)0.030 (3)0.010 (2)0.002 (2)0.003 (2)
Cl10.119 (2)0.108 (2)0.0568 (17)0.080 (2)0.0093 (15)0.0267 (15)
Cl20.095 (2)0.0584 (16)0.0639 (17)0.0336 (15)0.0008 (14)0.0120 (12)
Co10.0253 (8)0.0286 (8)0.0264 (7)0.0109 (6)0.0019 (5)0.0012 (5)
Geometric parameters (Å, º) top
C1—O11.315 (8)C11—C141.545 (11)
C1—C61.424 (10)C15—N11.324 (10)
C1—C21.425 (9)C15—C161.389 (12)
C2—O21.311 (8)C16—C171.385 (12)
C2—C31.454 (10)C16—Cl21.738 (9)
C3—C41.364 (10)C17—C181.337 (12)
C3—C71.550 (10)C18—C191.415 (12)
C4—C51.437 (10)C18—Cl11.729 (9)
C5—C61.340 (10)C19—N11.323 (10)
C5—C111.540 (10)N1—Co12.071 (7)
C7—C91.513 (12)O1—Co11.955 (5)
C7—C81.526 (11)O2—Co11.952 (5)
C7—C101.533 (11)Co1—O2i1.952 (5)
C11—C131.478 (13)Co1—O1i1.955 (5)
C11—C121.499 (13)Co1—N1i2.071 (7)
O1—C1—C6122.9 (6)C17—C16—Cl2121.1 (7)
O1—C1—C2116.9 (6)C15—C16—Cl2118.0 (7)
C6—C1—C2120.3 (6)C18—C17—C16116.9 (9)
O2—C2—C1117.0 (6)C17—C18—C19120.9 (8)
O2—C2—C3124.1 (6)C17—C18—Cl1120.9 (7)
C1—C2—C3118.9 (6)C19—C18—Cl1118.2 (7)
C4—C3—C2117.4 (6)N1—C19—C18120.8 (8)
C4—C3—C7123.6 (7)C19—N1—C15119.6 (8)
C2—C3—C7119.1 (6)C19—N1—Co1119.3 (6)
C3—C4—C5123.5 (7)C15—N1—Co1121.1 (6)
C6—C5—C4119.3 (7)C1—O1—Co1110.8 (4)
C6—C5—C11122.3 (7)C2—O2—Co1111.0 (4)
C4—C5—C11118.3 (7)O2—Co1—O2i180.0
C5—C6—C1120.6 (7)O2—Co1—O1i95.97 (19)
C9—C7—C8109.3 (7)O2i—Co1—O1i84.02 (19)
C9—C7—C10109.3 (7)O2—Co1—O184.03 (19)
C8—C7—C10106.7 (7)O2i—Co1—O195.98 (19)
C9—C7—C3111.7 (6)O1i—Co1—O1180.0
C8—C7—C3110.0 (6)O2—Co1—N1i89.8 (2)
C10—C7—C3109.7 (6)O2i—Co1—N1i90.2 (2)
C13—C11—C12111.3 (9)O1i—Co1—N1i92.8 (2)
C13—C11—C5112.4 (7)O1—Co1—N1i87.2 (2)
C12—C11—C5108.2 (7)O2—Co1—N190.2 (2)
C13—C11—C14106.8 (8)O2i—Co1—N189.8 (2)
C12—C11—C14108.7 (8)O1i—Co1—N187.2 (2)
C5—C11—C14109.4 (6)O1—Co1—N192.8 (2)
N1—C15—C16120.8 (9)N1i—Co1—N1180.0
C17—C16—C15120.8 (8)
O1—C1—C2—O21.3 (9)C6—C5—C11—C1313.8 (12)
C6—C1—C2—O2178.9 (6)C4—C5—C11—C13169.9 (9)
O1—C1—C2—C3178.7 (6)C6—C5—C11—C12109.5 (9)
C6—C1—C2—C31.0 (10)C4—C5—C11—C1266.8 (10)
O2—C2—C3—C4179.7 (7)C6—C5—C11—C14132.3 (8)
C1—C2—C3—C40.4 (10)C4—C5—C11—C1451.5 (10)
O2—C2—C3—C70.1 (10)N1—C15—C16—C173.1 (13)
C1—C2—C3—C7179.9 (6)N1—C15—C16—Cl2176.3 (6)
C2—C3—C4—C51.1 (11)C15—C16—C17—C181.4 (13)
C7—C3—C4—C5179.4 (7)Cl2—C16—C17—C18177.9 (7)
C3—C4—C5—C60.3 (11)C16—C17—C18—C190.3 (13)
C3—C4—C5—C11176.7 (7)C16—C17—C18—Cl1179.8 (6)
C4—C5—C6—C11.1 (11)C17—C18—C19—N10.6 (13)
C11—C5—C6—C1175.1 (6)Cl1—C18—C19—N1179.5 (6)
O1—C1—C6—C5177.9 (7)C18—C19—N1—C151.0 (11)
C2—C1—C6—C51.8 (10)C18—C19—N1—Co1178.7 (6)
C4—C3—C7—C9122.5 (8)C16—C15—N1—C192.8 (12)
C2—C3—C7—C958.0 (9)C16—C15—N1—Co1176.9 (6)
C4—C3—C7—C8116.1 (8)C6—C1—O1—Co1175.0 (5)
C2—C3—C7—C863.5 (9)C2—C1—O1—Co15.3 (7)
C4—C3—C7—C101.1 (10)C1—C2—O2—Co13.4 (7)
C2—C3—C7—C10179.4 (7)C3—C2—O2—Co1176.6 (6)
Symmetry code: (i) x+1, y, z+2.
(2S_200K) top
Crystal data top
C38H46Cl4CoN2O4Dx = 1.237 Mg m3
Mr = 795.50Ag Kα radiation, λ = 0.56085 Å
Trigonal, P3Cell parameters from 26508 reflections
a = 20.334 (5) Åθ = 0.9–20.6°
c = 8.945 (5) ŵ = 0.36 mm1
V = 3203 (2) Å3T = 200 K
Z = 3Block, blue
F(000) = 12450.18 × 0.16 × 0.10 mm
Data collection top
Bruker Kappa APEX II CCD detector
diffractometer
4414 independent reflections
Radiation source: Bruker, Kappa Apex II2591 reflections with I > 2σ(I)
Mirror monochromatorRint = 0.142
φ and ω scansθmax = 20.6°, θmin = 0.9°
Absorption correction: multi-scan
Bruker AXS, 2008
h = 2525
Tmin = 0.938, Tmax = 0.965k = 2525
26508 measured reflectionsl = 118
Refinement top
Refinement on F20 restraints
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.093H-atom parameters constrained
wR(F2) = 0.273 w = 1/[σ2(Fo2) + (0.1318P)2 + 4.8693P]
where P = (Fo2 + 2Fc2)/3
S = 1.03(Δ/σ)max < 0.001
4414 reflectionsΔρmax = 0.51 e Å3
229 parametersΔρmin = 0.68 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*/Ueq
Co10.50000.00001.00000.0268 (3)
Cl20.26017 (14)0.27676 (13)1.2307 (3)0.0805 (7)
Cl10.29372 (14)0.24450 (16)0.6341 (3)0.0896 (9)
O20.4545 (2)0.0113 (2)1.1891 (4)0.0326 (9)
O10.4434 (2)0.0477 (2)0.9122 (4)0.0345 (10)
N10.4064 (3)0.1120 (3)0.9720 (6)0.0375 (12)
C20.4176 (3)0.0477 (3)1.1675 (6)0.0325 (13)
C30.3832 (3)0.0684 (3)1.2851 (6)0.0312 (13)
C70.3884 (4)0.0464 (4)1.4475 (7)0.0398 (15)
C40.3458 (4)0.1049 (3)1.2447 (7)0.0362 (14)
H40.32160.11781.32100.043*
C110.2938 (4)0.1650 (4)1.0619 (8)0.0418 (15)
C50.3401 (4)0.1257 (3)1.0926 (7)0.0370 (14)
C10.4125 (3)0.0678 (3)1.0137 (6)0.0278 (12)
C60.3744 (3)0.1085 (3)0.9824 (7)0.0334 (13)
H60.37280.12380.88270.040*
C180.3206 (4)0.2123 (5)0.8171 (9)0.0539 (19)
C190.3824 (4)0.1404 (4)0.8373 (7)0.0445 (16)
H190.40830.11070.75220.053*
C80.4702 (4)0.0803 (4)1.4955 (7)0.0478 (17)
H8A0.49710.13521.47740.072*
H8B0.49430.05711.43800.072*
H8C0.47220.07071.60220.072*
C160.3068 (4)0.2261 (4)1.0735 (8)0.0493 (17)
C170.2817 (4)0.2563 (4)0.9341 (10)0.059 (2)
H170.23900.30560.92080.070*
C130.3026 (6)0.1939 (6)0.9046 (10)0.085 (3)
H13A0.28670.23200.89930.127*
H13B0.27100.15160.83750.127*
H13C0.35600.21690.87440.127*
C150.3696 (4)0.1544 (4)1.0898 (8)0.0452 (16)
H150.38670.13501.18750.054*
C90.3472 (5)0.0400 (4)1.4628 (8)0.0536 (19)
H9A0.37470.06011.40640.080*
H9B0.29550.06181.42330.080*
H9C0.34500.05371.56850.080*
C100.3491 (5)0.0749 (5)1.5553 (8)0.060 (2)
H10A0.34900.05631.65640.090*
H10B0.29660.05601.52250.090*
H10C0.37650.13061.55560.090*
C140.3197 (5)0.2346 (5)1.1643 (10)0.067 (2)
H14A0.32160.22001.26810.101*
H14B0.28380.25321.15650.101*
H14C0.37030.27471.13370.101*
C120.2116 (4)0.1095 (5)1.0933 (12)0.078 (3)
H12A0.20710.08441.18930.117*
H12B0.19100.07131.01360.117*
H12C0.18310.13661.09730.117*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Co10.0321 (6)0.0273 (6)0.0245 (6)0.0175 (5)0.0001 (4)0.0012 (4)
Cl20.0882 (17)0.0625 (14)0.0709 (15)0.0229 (12)0.0167 (12)0.0183 (11)
Cl10.0723 (15)0.108 (2)0.0639 (15)0.0262 (14)0.0239 (12)0.0354 (13)
O20.041 (2)0.038 (2)0.028 (2)0.027 (2)0.0027 (17)0.0015 (17)
O10.042 (2)0.041 (2)0.026 (2)0.024 (2)0.0003 (18)0.0013 (17)
N10.035 (3)0.045 (3)0.041 (3)0.026 (3)0.001 (2)0.000 (2)
C20.044 (4)0.029 (3)0.026 (3)0.019 (3)0.001 (3)0.001 (2)
C30.042 (3)0.027 (3)0.026 (3)0.019 (3)0.001 (2)0.004 (2)
C70.060 (4)0.045 (4)0.027 (3)0.036 (3)0.004 (3)0.003 (3)
C40.045 (4)0.038 (3)0.027 (3)0.022 (3)0.000 (3)0.005 (3)
C110.048 (4)0.042 (4)0.045 (4)0.029 (3)0.010 (3)0.009 (3)
C50.044 (4)0.030 (3)0.042 (4)0.023 (3)0.013 (3)0.007 (3)
C10.027 (3)0.026 (3)0.029 (3)0.012 (2)0.003 (2)0.003 (2)
C60.035 (3)0.030 (3)0.032 (3)0.014 (3)0.006 (3)0.005 (2)
C180.049 (4)0.066 (5)0.056 (5)0.035 (4)0.016 (4)0.020 (4)
C190.037 (4)0.060 (4)0.037 (4)0.024 (3)0.002 (3)0.003 (3)
C80.066 (5)0.052 (4)0.030 (4)0.033 (4)0.008 (3)0.001 (3)
C160.058 (5)0.051 (4)0.047 (4)0.033 (4)0.005 (3)0.001 (3)
C170.052 (5)0.052 (5)0.071 (6)0.025 (4)0.002 (4)0.015 (4)
C130.117 (8)0.136 (9)0.058 (5)0.106 (8)0.007 (5)0.029 (5)
C150.052 (4)0.042 (4)0.044 (4)0.026 (3)0.006 (3)0.004 (3)
C90.070 (5)0.052 (4)0.043 (4)0.034 (4)0.016 (4)0.015 (3)
C100.101 (6)0.074 (5)0.030 (4)0.062 (5)0.015 (4)0.006 (3)
C140.096 (7)0.059 (5)0.072 (6)0.058 (5)0.021 (5)0.015 (4)
C120.042 (4)0.054 (5)0.137 (9)0.024 (4)0.011 (5)0.011 (5)
Geometric parameters (Å, º) top
Co1—O2i1.995 (4)C3—C71.539 (8)
Co1—O21.995 (4)C7—C81.509 (10)
Co1—O1i2.000 (4)C7—C91.530 (9)
Co1—O12.000 (4)C7—C101.539 (9)
Co1—N12.130 (5)C4—C51.446 (9)
Co1—N1i2.130 (5)C11—C131.501 (10)
Cl2—C161.720 (8)C11—C121.503 (10)
Cl1—C181.746 (8)C11—C51.534 (8)
O2—C21.305 (7)C11—C141.541 (10)
O1—C11.282 (7)C5—C61.350 (9)
N1—C191.320 (8)C1—C61.416 (8)
N1—C151.330 (8)C18—C171.347 (11)
C2—C31.439 (8)C18—C191.384 (10)
C2—C11.454 (8)C16—C171.371 (11)
C3—C41.351 (8)C16—C151.383 (10)
O2i—Co1—O2180.0C9—C7—C3109.9 (5)
O2i—Co1—O1i82.24 (15)C8—C7—C10108.1 (6)
O2—Co1—O1i97.76 (15)C9—C7—C10106.7 (6)
O2i—Co1—O197.76 (15)C3—C7—C10111.0 (5)
O2—Co1—O182.24 (15)C3—C4—C5124.1 (6)
O1i—Co1—O1180.0C13—C11—C12109.9 (7)
O2i—Co1—N189.70 (18)C13—C11—C5112.8 (6)
O2—Co1—N190.30 (18)C12—C11—C5108.6 (6)
O1i—Co1—N187.17 (17)C13—C11—C14106.2 (7)
O1—Co1—N192.83 (17)C12—C11—C14108.7 (7)
O2i—Co1—N1i90.30 (18)C5—C11—C14110.7 (5)
O2—Co1—N1i89.70 (18)C6—C5—C4119.0 (5)
O1i—Co1—N1i92.83 (17)C6—C5—C11122.3 (6)
O1—Co1—N1i87.17 (17)C4—C5—C11118.6 (6)
N1—Co1—N1i180.0O1—C1—C6123.0 (5)
C2—O2—Co1111.8 (3)O1—C1—C2117.7 (5)
C1—O1—Co1111.7 (3)C6—C1—C2119.3 (5)
C19—N1—C15118.3 (6)C5—C6—C1120.7 (6)
C19—N1—Co1120.8 (5)C17—C18—C19121.5 (7)
C15—N1—Co1120.9 (5)C17—C18—Cl1120.7 (6)
O2—C2—C3124.0 (5)C19—C18—Cl1117.8 (6)
O2—C2—C1116.2 (5)N1—C19—C18121.6 (7)
C3—C2—C1119.7 (5)C17—C16—C15120.6 (7)
C4—C3—C2117.1 (5)C17—C16—Cl2120.3 (6)
C4—C3—C7123.5 (5)C15—C16—Cl2119.1 (6)
C2—C3—C7119.4 (5)C18—C17—C16116.5 (7)
C8—C7—C9110.1 (6)N1—C15—C16121.6 (7)
C8—C7—C3110.9 (5)
Co1—O2—C2—C3175.8 (5)Co1—O1—C1—C6174.7 (4)
Co1—O2—C2—C13.8 (6)Co1—O1—C1—C25.2 (6)
O2—C2—C3—C4178.9 (6)O2—C2—C1—O10.9 (8)
C1—C2—C3—C41.4 (8)C3—C2—C1—O1179.4 (5)
O2—C2—C3—C70.7 (9)O2—C2—C1—C6179.0 (5)
C1—C2—C3—C7179.6 (5)C3—C2—C1—C60.7 (8)
C4—C3—C7—C8122.9 (6)C4—C5—C6—C12.7 (9)
C2—C3—C7—C859.0 (7)C11—C5—C6—C1175.9 (5)
C4—C3—C7—C9115.1 (7)O1—C1—C6—C5177.3 (6)
C2—C3—C7—C963.0 (7)C2—C1—C6—C52.8 (8)
C4—C3—C7—C102.7 (9)C15—N1—C19—C180.0 (9)
C2—C3—C7—C10179.2 (6)Co1—N1—C19—C18178.4 (5)
C2—C3—C4—C51.6 (9)C17—C18—C19—N10.6 (11)
C7—C3—C4—C5179.7 (6)Cl1—C18—C19—N1179.8 (5)
C3—C4—C5—C60.4 (10)C19—C18—C17—C160.3 (11)
C3—C4—C5—C11178.2 (6)Cl1—C18—C17—C16179.8 (5)
C13—C11—C5—C610.3 (10)C15—C16—C17—C180.7 (11)
C12—C11—C5—C6111.6 (8)Cl2—C16—C17—C18178.8 (6)
C14—C11—C5—C6129.1 (7)C19—N1—C15—C161.0 (9)
C13—C11—C5—C4171.1 (7)Co1—N1—C15—C16177.4 (5)
C12—C11—C5—C466.9 (8)C17—C16—C15—N11.4 (11)
C14—C11—C5—C452.3 (8)Cl2—C16—C15—N1178.1 (5)
Symmetry code: (i) x+1, y, z+2.
(2S_296K) top
Crystal data top
C38H46Cl4CoN2O4Dx = 1.191 Mg m3
Mr = 795.50Ag Kα radiation, λ = 0.56085 Å
Trigonal, P3Cell parameters from 11261 reflections
a = 20.643 (18) Åθ = 0.9–21.1°
c = 9.015 (7) ŵ = 0.35 mm1
V = 3327 (6) Å3T = 296 K
Z = 3Block, blue
F(000) = 12450.18 × 0.16 × 0.10 mm
Data collection top
Bruker Kappa APEX II CCD detector
diffractometer
4870 independent reflections
Radiation source: Bruker, Kappa Apex II1440 reflections with I > 2σ(I)
Mirror monochromatorRint = 0.154
φ and ω scansθmax = 21.1°, θmin = 0.9°
Absorption correction: multi-scan
Bruker AXS, 2008
h = 2321
Tmin = 0.940, Tmax = 0.966k = 2618
11261 measured reflectionsl = 911
Refinement top
Refinement on F2Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: fullH-atom parameters constrained
R[F2 > 2σ(F2)] = 0.120 w = 1/[σ2(Fo2) + (0.1446P)2]
where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.350(Δ/σ)max < 0.001
S = 0.87Δρmax = 0.65 e Å3
4870 reflectionsΔρmin = 0.45 e Å3
230 parametersExtinction correction: SHELXL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
0 restraintsExtinction coefficient: 0.029 (5)
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*/Ueq
C10.3454 (4)0.9333 (4)0.4892 (9)0.0420 (19)
C20.3693 (5)0.9539 (5)0.3312 (9)0.050 (2)
C30.3143 (5)0.9321 (5)0.2146 (10)0.059 (2)
C40.2433 (5)0.8971 (5)0.2536 (10)0.061 (2)
H40.20780.88560.17950.073*
C50.2163 (5)0.8751 (5)0.4069 (10)0.056 (2)
C60.2666 (5)0.8927 (4)0.5189 (9)0.052 (2)
H60.24970.87820.61550.062*
C70.3424 (5)0.9540 (6)0.0516 (10)0.072 (3)
C80.3880 (6)0.9185 (6)0.0046 (11)0.076 (3)
H8A0.43410.94070.05890.113*
H8B0.39840.92640.09970.113*
H8C0.36020.86580.02460.113*
C90.3886 (7)1.0393 (6)0.0357 (13)0.099 (4)
H9A0.36341.06160.08520.149*
H9B0.39421.05240.06750.149*
H9C0.43701.05720.07940.149*
C100.2737 (6)0.9271 (7)0.0570 (11)0.103 (4)
H10A0.24510.95020.02960.155*
H10B0.24270.87370.05060.155*
H10C0.29150.94080.15680.155*
C110.1299 (5)0.8365 (5)0.4385 (11)0.067 (3)
C120.0891 (6)0.7697 (7)0.3310 (17)0.115 (5)
H12A0.11210.78350.23500.173*
H12B0.03750.75630.32330.173*
H12C0.09240.72780.36800.173*
C130.1123 (7)0.8094 (9)0.5950 (16)0.144 (7)
H13A0.13930.78430.62080.216*
H13B0.05960.77520.60450.216*
H13C0.12670.85120.66020.216*
C140.1032 (6)0.8918 (7)0.4113 (17)0.113 (5)
H14A0.10830.91920.50070.170*
H14B0.05170.86530.38160.170*
H14C0.13280.92590.33420.170*
C150.4759 (5)0.8567 (6)0.3368 (11)0.066 (3)
H150.47810.88400.25300.079*
C160.4667 (6)0.7863 (7)0.3228 (15)0.093 (4)
C170.4628 (6)0.7434 (6)0.4336 (17)0.090 (4)
H170.45850.69680.41930.108*
C180.4659 (6)0.7737 (6)0.5793 (13)0.079 (3)
C190.4755 (5)0.8448 (5)0.5956 (13)0.072 (3)
H190.47790.86440.68970.087*
Cl10.4631 (2)0.7242 (2)0.7325 (5)0.1330 (15)
Cl20.4607 (3)0.7535 (2)0.1379 (5)0.1427 (16)
Co10.50001.00000.50000.0493 (6)
N10.4816 (4)0.8856 (4)0.4724 (9)0.061 (2)
O10.3950 (3)0.9523 (3)0.5866 (6)0.0562 (15)
O20.4413 (3)0.9876 (3)0.3102 (6)0.0522 (14)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.038 (5)0.038 (4)0.045 (5)0.014 (4)0.003 (4)0.002 (3)
C20.047 (5)0.049 (5)0.044 (5)0.016 (4)0.006 (4)0.001 (4)
C30.047 (5)0.043 (5)0.070 (7)0.008 (4)0.006 (4)0.009 (4)
C40.063 (6)0.059 (6)0.046 (5)0.019 (5)0.012 (4)0.007 (4)
C50.044 (5)0.055 (5)0.064 (6)0.021 (4)0.008 (4)0.004 (4)
C60.059 (6)0.048 (5)0.045 (5)0.025 (4)0.004 (4)0.002 (4)
C70.061 (6)0.086 (7)0.041 (5)0.016 (6)0.012 (4)0.001 (5)
C80.087 (7)0.095 (8)0.045 (6)0.046 (6)0.008 (5)0.002 (5)
C90.120 (10)0.090 (8)0.071 (8)0.040 (8)0.021 (7)0.024 (6)
C100.094 (8)0.142 (11)0.047 (7)0.039 (8)0.009 (6)0.015 (6)
C110.041 (5)0.071 (6)0.073 (7)0.017 (5)0.003 (5)0.012 (5)
C120.049 (7)0.094 (9)0.176 (15)0.015 (6)0.001 (7)0.029 (9)
C130.072 (8)0.217 (17)0.128 (13)0.062 (10)0.065 (8)0.067 (12)
C140.061 (7)0.100 (9)0.184 (15)0.044 (7)0.022 (8)0.026 (9)
C150.070 (6)0.075 (7)0.057 (6)0.039 (5)0.007 (5)0.010 (5)
C160.079 (8)0.080 (8)0.119 (11)0.039 (7)0.002 (7)0.049 (8)
C170.064 (7)0.051 (7)0.147 (13)0.022 (6)0.002 (7)0.012 (8)
C180.072 (7)0.069 (7)0.089 (9)0.030 (6)0.001 (6)0.010 (6)
C190.054 (6)0.051 (6)0.107 (9)0.023 (5)0.011 (5)0.005 (6)
Cl10.166 (4)0.102 (3)0.135 (3)0.069 (3)0.001 (3)0.037 (2)
Cl20.181 (4)0.147 (3)0.121 (3)0.098 (3)0.016 (3)0.065 (3)
Co10.0441 (10)0.0499 (11)0.0459 (10)0.0174 (8)0.0054 (7)0.0037 (7)
N10.040 (4)0.061 (5)0.080 (6)0.024 (4)0.004 (4)0.001 (4)
O10.053 (4)0.068 (4)0.040 (3)0.025 (3)0.009 (3)0.005 (3)
O20.044 (4)0.055 (3)0.047 (3)0.017 (3)0.000 (3)0.001 (3)
Geometric parameters (Å, º) top
C1—O11.253 (9)C12—H12A0.9600
C1—C61.433 (11)C12—H12B0.9600
C1—C21.499 (11)C12—H12C0.9600
C2—O21.302 (9)C13—H13A0.9600
C2—C31.444 (12)C13—H13B0.9600
C3—C41.318 (12)C13—H13C0.9600
C3—C71.561 (13)C14—H14A0.9600
C4—C51.474 (12)C14—H14B0.9600
C4—H40.9300C14—H14C0.9600
C5—C61.361 (11)C15—N11.339 (11)
C5—C111.574 (12)C15—C161.373 (15)
C6—H60.9300C15—H150.9300
C7—C81.514 (14)C16—C171.311 (17)
C7—C91.533 (14)C16—Cl21.781 (12)
C7—C101.579 (13)C17—C181.443 (16)
C8—H8A0.9600C17—H170.9300
C8—H8B0.9600C18—C191.386 (14)
C8—H8C0.9600C18—Cl11.702 (12)
C9—H9A0.9600C19—N11.362 (12)
C9—H9B0.9600C19—H190.9300
C9—H9C0.9600Co1—O1i2.036 (6)
C10—H10A0.9600Co1—O12.036 (6)
C10—H10B0.9600Co1—O2i2.037 (5)
C10—H10C0.9600Co1—O22.037 (5)
C11—C131.494 (15)Co1—N1i2.210 (8)
C11—C141.515 (15)Co1—N12.210 (8)
C11—C121.545 (14)
O1—C1—C6124.2 (7)C11—C12—H12C109.5
O1—C1—C2118.4 (7)H12A—C12—H12C109.5
C6—C1—C2117.4 (7)H12B—C12—H12C109.5
O2—C2—C3124.8 (7)C11—C13—H13A109.5
O2—C2—C1114.6 (6)C11—C13—H13B109.5
C3—C2—C1120.5 (7)H13A—C13—H13B109.5
C4—C3—C2117.6 (9)C11—C13—H13C109.5
C4—C3—C7124.1 (8)H13A—C13—H13C109.5
C2—C3—C7118.3 (7)H13B—C13—H13C109.5
C3—C4—C5124.4 (9)C11—C14—H14A109.5
C3—C4—H4117.8C11—C14—H14B109.5
C5—C4—H4117.8H14A—C14—H14B109.5
C6—C5—C4119.5 (8)C11—C14—H14C109.5
C6—C5—C11121.4 (8)H14A—C14—H14C109.5
C4—C5—C11118.9 (8)H14B—C14—H14C109.5
C5—C6—C1120.6 (8)N1—C15—C16119.4 (10)
C5—C6—H6119.7N1—C15—H15120.3
C1—C6—H6119.7C16—C15—H15120.3
C8—C7—C9110.5 (9)C17—C16—C15125.1 (12)
C8—C7—C3110.7 (8)C17—C16—Cl2119.1 (10)
C9—C7—C3110.4 (8)C15—C16—Cl2115.8 (11)
C8—C7—C10108.8 (9)C16—C17—C18115.1 (11)
C9—C7—C10106.2 (9)C16—C17—H17122.4
C3—C7—C10110.1 (8)C18—C17—H17122.4
C7—C8—H8A109.5C19—C18—C17120.5 (11)
C7—C8—H8B109.5C19—C18—Cl1119.6 (10)
H8A—C8—H8B109.5C17—C18—Cl1119.7 (9)
C7—C8—H8C109.5N1—C19—C18119.2 (11)
H8A—C8—H8C109.5N1—C19—H19120.4
H8B—C8—H8C109.5C18—C19—H19120.4
C7—C9—H9A109.5O1i—Co1—O1180.0
C7—C9—H9B109.5O1i—Co1—O2i80.7 (2)
H9A—C9—H9B109.5O1—Co1—O2i99.3 (2)
C7—C9—H9C109.5O1i—Co1—O299.3 (2)
H9A—C9—H9C109.5O1—Co1—O280.7 (2)
H9B—C9—H9C109.5O2i—Co1—O2180.0
C7—C10—H10A109.5O1i—Co1—N1i87.3 (2)
C7—C10—H10B109.5O1—Co1—N1i92.7 (2)
H10A—C10—H10B109.5O2i—Co1—N1i89.8 (3)
C7—C10—H10C109.5O2—Co1—N1i90.2 (3)
H10A—C10—H10C109.5O1i—Co1—N192.7 (2)
H10B—C10—H10C109.5O1—Co1—N187.3 (2)
C13—C11—C14108.9 (10)O2i—Co1—N190.2 (3)
C13—C11—C12109.6 (11)O2—Co1—N189.8 (3)
C14—C11—C12109.2 (10)N1i—Co1—N1180.0
C13—C11—C5111.2 (8)C15—N1—C19120.6 (9)
C14—C11—C5109.6 (8)C15—N1—Co1120.6 (7)
C12—C11—C5108.2 (8)C19—N1—Co1118.8 (7)
C11—C12—H12A109.5C1—O1—Co1112.9 (5)
C11—C12—H12B109.5C2—O2—Co1113.2 (5)
H12A—C12—H12B109.5
Symmetry code: (i) x+1, y+2, z+1.
(3_100K) top
Crystal data top
C38H44Br6CoN2O4Z = 1
Mr = 1131.14F(000) = 555
Triclinic, P1Dx = 1.733 Mg m3
a = 8.8113 (3) ÅMo Kα radiation, λ = 0.71073 Å
b = 10.7232 (5) ÅCell parameters from 22375 reflections
c = 11.5220 (5) Åθ = 1.8–26.0°
α = 91.925 (4)°µ = 5.97 mm1
β = 93.441 (3)°T = 100 K
γ = 93.722 (3)°Block, blue
V = 1083.64 (8) Å30.21 × 0.18 × 0.10 mm
Data collection top
SuperNova, Single source at offset), Atlas
diffractometer
4158 independent reflections
Radiation source: SuperNova (Mo) X-ray Source2945 reflections with I > 2σ(I)
Mirror monochromatorRint = 0.074
ω scansθmax = 26.0°, θmin = 1.8°
Absorption correction: multi-scan
CrysAlisPro, Agilent Technologies, Version 1.171.37.35 Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.
h = 1010
Tmin = 0.367, Tmax = 0.587k = 1313
22375 measured reflectionsl = 1414
Refinement top
Refinement on F20 restraints
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.040H-atom parameters constrained
wR(F2) = 0.085 w = 1/[σ2(Fo2) + (0.0263P)2 + 1.688P]
where P = (Fo2 + 2Fc2)/3
S = 1.05(Δ/σ)max = 0.001
4158 reflectionsΔρmax = 0.77 e Å3
238 parametersΔρmin = 0.61 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*/Ueq
C10.4495 (5)0.9017 (4)0.7720 (4)0.0131 (10)
C20.2979 (5)0.8963 (4)0.8183 (4)0.0148 (10)
C30.1681 (5)0.8471 (4)0.7461 (4)0.0151 (10)
C40.1944 (5)0.8070 (4)0.6348 (4)0.0203 (11)
H40.10920.77460.58600.024*
C50.3415 (6)0.8107 (4)0.5870 (4)0.0198 (11)
C60.4645 (5)0.8576 (4)0.6564 (4)0.0163 (10)
H60.56270.86070.62640.020*
C70.0078 (5)0.8407 (4)0.7933 (4)0.0209 (11)
C80.0354 (5)0.9735 (4)0.8239 (5)0.0241 (12)
H8A0.02921.00780.89110.036*
H8B0.14250.97110.84280.036*
H8C0.02061.02660.75730.036*
C90.0063 (5)0.7621 (5)0.9015 (4)0.0235 (12)
H9A0.07540.80300.96320.035*
H9B0.03980.67890.88260.035*
H9C0.09730.75400.92820.035*
C100.1127 (5)0.7820 (5)0.7037 (5)0.0300 (13)
H10A0.21210.77690.73770.045*
H10B0.08580.69780.68070.045*
H10C0.11760.83360.63510.045*
C110.3525 (6)0.7621 (5)0.4636 (4)0.0270 (12)
C120.2510 (6)0.8340 (5)0.3797 (5)0.0312 (13)
H12A0.14620.82820.40400.047*
H12B0.25310.79760.30070.047*
H12C0.28910.92190.38090.047*
C130.5154 (6)0.7781 (6)0.4238 (5)0.0427 (16)
H13A0.55260.86620.43370.064*
H13B0.51600.75150.34170.064*
H13C0.58180.72680.47070.064*
C140.2992 (8)0.6218 (5)0.4530 (5)0.0437 (16)
H14A0.36470.57480.50480.065*
H14B0.30540.59110.37250.065*
H14C0.19360.61060.47500.065*
C150.3306 (5)1.2179 (4)0.8907 (4)0.0155 (10)
H150.24571.15870.89140.019*
C160.3088 (5)1.3344 (4)0.8453 (4)0.0174 (11)
C170.4319 (5)1.4217 (4)0.8429 (4)0.0157 (10)
C180.5720 (5)1.3869 (4)0.8867 (4)0.0173 (11)
C190.5855 (5)1.2686 (4)0.9309 (4)0.0157 (10)
H190.68271.24610.96010.019*
N10.4665 (4)1.1863 (3)0.9335 (3)0.0148 (9)
O10.5633 (3)0.9449 (3)0.8397 (3)0.0167 (7)
O20.2908 (3)0.9373 (3)0.9248 (3)0.0168 (7)
Co10.50001.00001.00000.0139 (2)
Br10.75073 (6)1.49482 (4)0.88930 (5)0.02575 (15)
Br20.41122 (7)1.57889 (4)0.77945 (5)0.03014 (16)
Br30.11159 (6)1.36582 (5)0.78769 (5)0.03332 (16)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.012 (3)0.010 (2)0.018 (3)0.0029 (19)0.001 (2)0.0030 (19)
C20.018 (3)0.008 (2)0.019 (3)0.0030 (19)0.000 (2)0.0044 (19)
C30.014 (3)0.013 (2)0.019 (3)0.0027 (19)0.001 (2)0.003 (2)
C40.020 (3)0.020 (2)0.021 (3)0.001 (2)0.002 (2)0.005 (2)
C50.025 (3)0.018 (2)0.018 (3)0.008 (2)0.005 (2)0.003 (2)
C60.014 (3)0.017 (2)0.018 (3)0.003 (2)0.001 (2)0.001 (2)
C70.020 (3)0.023 (3)0.020 (3)0.002 (2)0.001 (2)0.001 (2)
C80.013 (3)0.027 (3)0.033 (3)0.007 (2)0.001 (2)0.000 (2)
C90.016 (3)0.026 (3)0.028 (3)0.009 (2)0.004 (2)0.003 (2)
C100.013 (3)0.035 (3)0.041 (4)0.003 (2)0.003 (2)0.003 (3)
C110.029 (3)0.032 (3)0.019 (3)0.004 (2)0.001 (2)0.003 (2)
C120.035 (3)0.037 (3)0.021 (3)0.001 (3)0.006 (3)0.000 (2)
C130.035 (4)0.071 (5)0.022 (3)0.005 (3)0.006 (3)0.013 (3)
C140.073 (5)0.033 (3)0.024 (3)0.011 (3)0.002 (3)0.008 (3)
C150.015 (3)0.014 (2)0.016 (3)0.002 (2)0.003 (2)0.0000 (19)
C160.017 (3)0.017 (2)0.019 (3)0.008 (2)0.002 (2)0.002 (2)
C170.025 (3)0.011 (2)0.011 (2)0.003 (2)0.002 (2)0.0012 (18)
C180.024 (3)0.016 (2)0.011 (3)0.002 (2)0.005 (2)0.002 (2)
C190.015 (3)0.020 (2)0.013 (3)0.004 (2)0.000 (2)0.001 (2)
N10.012 (2)0.0151 (19)0.018 (2)0.0026 (17)0.0033 (17)0.0022 (16)
O10.0150 (18)0.0195 (17)0.0156 (18)0.0025 (14)0.0014 (14)0.0015 (14)
O20.0173 (18)0.0169 (17)0.0160 (19)0.0015 (14)0.0005 (14)0.0005 (14)
Co10.0145 (5)0.0126 (4)0.0143 (5)0.0000 (4)0.0009 (4)0.0006 (4)
Br10.0283 (3)0.0202 (3)0.0279 (3)0.0081 (2)0.0053 (2)0.0006 (2)
Br20.0465 (4)0.0151 (3)0.0295 (3)0.0067 (2)0.0001 (3)0.0067 (2)
Br30.0247 (3)0.0297 (3)0.0456 (4)0.0104 (2)0.0080 (3)0.0052 (3)
Geometric parameters (Å, º) top
C1—O11.284 (5)C15—N11.336 (5)
C1—C61.415 (6)C15—C161.391 (6)
C1—C21.465 (6)C16—C171.388 (6)
C2—O21.297 (5)C16—Br31.878 (5)
C2—C31.434 (6)C17—C181.384 (6)
C3—C41.377 (7)C17—Br21.875 (4)
C3—C71.541 (7)C18—C191.392 (6)
C4—C51.436 (7)C18—Br11.891 (5)
C5—C61.366 (7)C19—N11.328 (6)
C5—C111.509 (7)N1—Co12.194 (3)
C7—C101.525 (7)O1—Co12.040 (3)
C7—C91.529 (6)O2—Co12.051 (3)
C7—C81.534 (6)Co1—O1i2.040 (3)
C11—C131.534 (7)Co1—O2i2.051 (3)
C11—C121.537 (7)Co1—N1i2.194 (4)
C11—C141.545 (7)
O1—C1—C6123.0 (4)C15—C16—Br3117.8 (4)
O1—C1—C2118.0 (4)C18—C17—C16117.2 (4)
C6—C1—C2119.0 (4)C18—C17—Br2121.1 (4)
O2—C2—C3123.8 (4)C16—C17—Br2121.6 (3)
O2—C2—C1116.4 (4)C17—C18—C19120.2 (4)
C3—C2—C1119.8 (4)C17—C18—Br1122.4 (3)
C4—C3—C2116.9 (4)C19—C18—Br1117.4 (4)
C4—C3—C7122.7 (4)N1—C19—C18122.0 (4)
C2—C3—C7120.5 (4)C19—N1—C15118.7 (4)
C3—C4—C5124.7 (5)C19—N1—Co1119.4 (3)
C6—C5—C4118.0 (4)C15—N1—Co1121.9 (3)
C6—C5—C11123.4 (4)C1—O1—Co1112.5 (3)
C4—C5—C11118.6 (4)C2—O2—Co1112.6 (3)
C5—C6—C1121.7 (4)O1—Co1—O1i180.0 (2)
C10—C7—C9108.1 (4)O1—Co1—O280.53 (12)
C10—C7—C8107.9 (4)O1i—Co1—O299.47 (12)
C9—C7—C8109.8 (4)O1—Co1—O2i99.47 (12)
C10—C7—C3111.9 (4)O1i—Co1—O2i80.53 (12)
C9—C7—C3109.9 (4)O2—Co1—O2i180.00 (16)
C8—C7—C3109.2 (4)O1—Co1—N188.89 (13)
C5—C11—C13112.2 (4)O1i—Co1—N191.11 (13)
C5—C11—C12110.2 (4)O2—Co1—N189.59 (13)
C13—C11—C12107.1 (4)O2i—Co1—N190.41 (13)
C5—C11—C14109.9 (4)O1—Co1—N1i91.11 (13)
C13—C11—C14108.6 (5)O1i—Co1—N1i88.89 (13)
C12—C11—C14108.8 (4)O2—Co1—N1i90.41 (13)
N1—C15—C16122.4 (4)O2i—Co1—N1i89.59 (13)
C17—C16—C15119.5 (4)N1—Co1—N1i180.0
C17—C16—Br3122.7 (3)
O1—C1—C2—O20.7 (6)C6—C5—C11—C12122.4 (5)
C6—C1—C2—O2179.7 (4)C4—C5—C11—C1258.1 (6)
O1—C1—C2—C3179.1 (4)C6—C5—C11—C14117.8 (5)
C6—C1—C2—C30.2 (6)C4—C5—C11—C1461.7 (6)
O2—C2—C3—C4179.9 (4)N1—C15—C16—C170.5 (7)
C1—C2—C3—C40.1 (6)N1—C15—C16—Br3179.8 (3)
O2—C2—C3—C70.1 (6)C15—C16—C17—C180.1 (7)
C1—C2—C3—C7180.0 (4)Br3—C16—C17—C18179.2 (3)
C2—C3—C4—C50.3 (7)C15—C16—C17—Br2178.5 (3)
C7—C3—C4—C5179.8 (4)Br3—C16—C17—Br20.8 (6)
C3—C4—C5—C60.2 (7)C16—C17—C18—C190.1 (7)
C3—C4—C5—C11179.4 (4)Br2—C17—C18—C19178.5 (3)
C4—C5—C6—C10.1 (7)C16—C17—C18—Br1179.8 (3)
C11—C5—C6—C1179.6 (4)Br2—C17—C18—Br11.4 (6)
O1—C1—C6—C5179.2 (4)C17—C18—C19—N10.4 (7)
C2—C1—C6—C50.3 (6)Br1—C18—C19—N1179.6 (3)
C4—C3—C7—C101.7 (6)C18—C19—N1—C151.0 (7)
C2—C3—C7—C10178.3 (4)C18—C19—N1—Co1178.2 (3)
C4—C3—C7—C9121.9 (5)C16—C15—N1—C191.0 (7)
C2—C3—C7—C958.2 (5)C16—C15—N1—Co1178.1 (3)
C4—C3—C7—C8117.6 (5)C6—C1—O1—Co1180.0 (3)
C2—C3—C7—C862.3 (5)C2—C1—O1—Co11.1 (5)
C6—C5—C11—C133.1 (7)C3—C2—O2—Co1179.9 (3)
C4—C5—C11—C13177.4 (4)C1—C2—O2—Co10.0 (4)
Symmetry code: (i) x+1, y+2, z+2.
(3_20K) top
Crystal data top
C38H44Br6CoN2O4Z = 1
Mr = 1131.08F(000) = 555
Triclinic, P1Dx = 1.748 Mg m3
a = 8.8070 (6) ÅSynchrotron,monochromatic radiation, λ = 0.4997 Å
b = 10.6922 (8) ÅCell parameters from 10578 reflections
c = 11.4658 (13) Åθ = 1.3–17.4°
α = 91.692 (8)°µ = 2.37 mm1
β = 93.393 (7)°T = 20 K
γ = 93.903 (6)°Block, blue
V = 1074.69 (16) Å30.11 × 0.09 × 0.09 mm
Data collection top
Rigaku kappa
diffractometer
3504 reflections with I > 2σ(I)
Radiation source: SPring-8,BL02B1Rint = 0.066
Absorption correction: empirical (using intensity measurements)
Blessing, 1995
θmax = 18.2°, θmin = 1.3°
Tmin = 0.781, Tmax = 0.815h = 1011
10578 measured reflectionsk = 1313
4320 independent reflectionsl = 1413
Refinement top
Refinement on F2Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: fullH-atom parameters constrained
R[F2 > 2σ(F2)] = 0.060 w = 1/[σ2(Fo2) + (0.1006P)2 + 1.3323P]
where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.152(Δ/σ)max < 0.001
S = 1.12Δρmax = 1.81 e Å3
4320 reflectionsΔρmin = 2.09 e Å3
232 parametersExtinction correction: SHELXL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
0 restraintsExtinction coefficient: 0.020 (3)
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*/Ueq
C10.0497 (6)0.0975 (5)0.7284 (5)0.0183 (9)
C20.2027 (6)0.1026 (5)0.6806 (5)0.0183 (9)
C30.3305 (7)0.1513 (5)0.7548 (6)0.0210 (13)
C40.3051 (7)0.1914 (5)0.8652 (6)0.0209 (13)
H40.39080.22430.91350.025*
C50.1582 (7)0.1879 (6)0.9145 (5)0.0211 (13)
C60.0349 (7)0.1414 (6)0.8442 (5)0.0207 (13)
H60.06350.13870.87420.025*
C70.4908 (7)0.1576 (6)0.7067 (5)0.0203 (13)
C80.5342 (7)0.0247 (6)0.6748 (6)0.0239 (14)
H8A0.63800.02880.64800.036*
H8B0.46290.01220.61220.036*
H8C0.52940.02720.74360.036*
C90.4929 (7)0.2382 (6)0.5975 (5)0.0223 (14)
H9A0.45580.32030.61620.033*
H9B0.42680.19620.53440.033*
H9C0.59730.24930.57260.033*
C100.6132 (7)0.2166 (6)0.7974 (6)0.0242 (14)
H10A0.58590.30050.82150.036*
H10B0.71230.22310.76260.036*
H10C0.61910.16390.86580.036*
C110.1462 (7)0.2381 (6)1.0386 (6)0.0253 (15)
C120.2503 (7)0.1665 (6)1.1229 (6)0.0271 (15)
H12A0.35540.17571.09910.041*
H12B0.21520.07741.12010.041*
H12C0.24610.20091.20270.041*
C130.0164 (8)0.2202 (7)1.0776 (6)0.0324 (16)
H13A0.01830.24781.15970.049*
H13B0.05170.13131.06880.049*
H13C0.08340.26991.02920.049*
C140.1977 (8)0.3784 (6)1.0458 (6)0.0291 (15)
H14A0.18920.41131.12560.044*
H14B0.13290.42340.99140.044*
H14C0.30400.38981.02490.044*
C150.0877 (7)0.2684 (6)0.4313 (5)0.0216 (14)
H150.18480.24630.46140.026*
C160.0752 (7)0.3861 (6)0.3872 (5)0.0204 (13)
C170.0657 (7)0.4229 (5)0.3443 (5)0.0203 (13)
C180.1917 (7)0.3339 (6)0.3458 (6)0.0240 (14)
C190.1680 (7)0.2185 (6)0.3927 (6)0.0239 (14)
H190.25380.16020.39640.029*
Br10.38717 (7)0.36768 (6)0.29043 (6)0.0264 (2)
Br20.08605 (7)0.58057 (6)0.28109 (6)0.02451 (19)
Br30.25350 (7)0.49433 (5)0.38920 (5)0.02260 (19)
Co10.00000.00000.50000.0166 (3)
N10.0322 (6)0.1836 (5)0.4333 (4)0.0214 (11)
O10.0635 (4)0.0551 (4)0.6599 (4)0.0198 (9)
O20.2075 (4)0.0616 (4)0.5748 (4)0.0192 (9)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.019 (2)0.007 (2)0.028 (2)0.0035 (16)0.0018 (18)0.0083 (17)
C20.019 (2)0.007 (2)0.028 (2)0.0035 (16)0.0018 (18)0.0083 (17)
C30.028 (3)0.006 (3)0.028 (3)0.004 (2)0.002 (3)0.005 (2)
C40.023 (3)0.010 (3)0.029 (3)0.004 (2)0.006 (3)0.008 (2)
C50.021 (3)0.015 (3)0.026 (3)0.004 (2)0.000 (3)0.009 (3)
C60.020 (3)0.014 (3)0.027 (3)0.002 (2)0.001 (2)0.004 (3)
C70.022 (3)0.012 (3)0.027 (3)0.004 (2)0.004 (3)0.005 (2)
C80.019 (3)0.021 (3)0.031 (4)0.006 (3)0.001 (3)0.006 (3)
C90.024 (3)0.020 (3)0.020 (3)0.012 (3)0.001 (2)0.005 (3)
C100.019 (3)0.017 (3)0.035 (4)0.005 (2)0.000 (3)0.000 (3)
C110.027 (3)0.019 (3)0.030 (4)0.005 (3)0.006 (3)0.005 (3)
C120.033 (4)0.021 (3)0.027 (4)0.004 (3)0.001 (3)0.003 (3)
C130.036 (4)0.029 (4)0.032 (4)0.000 (3)0.003 (3)0.004 (3)
C140.039 (4)0.018 (4)0.030 (4)0.004 (3)0.002 (3)0.001 (3)
C150.021 (3)0.021 (3)0.021 (3)0.006 (3)0.001 (2)0.005 (3)
C160.022 (3)0.013 (3)0.025 (3)0.007 (2)0.001 (2)0.003 (2)
C170.031 (3)0.007 (3)0.023 (3)0.002 (2)0.001 (3)0.003 (2)
C180.032 (3)0.015 (3)0.024 (3)0.003 (3)0.006 (3)0.001 (3)
C190.020 (3)0.020 (3)0.031 (4)0.012 (3)0.006 (3)0.003 (3)
Br10.0228 (3)0.0169 (3)0.0387 (4)0.0022 (2)0.0025 (3)0.0040 (3)
Br20.0305 (4)0.0118 (3)0.0307 (4)0.0026 (2)0.0002 (3)0.0054 (2)
Br30.0238 (3)0.0137 (3)0.0290 (4)0.0089 (2)0.0010 (2)0.0040 (2)
Co10.0185 (6)0.0080 (6)0.0225 (6)0.0054 (4)0.0004 (5)0.0030 (4)
N10.026 (3)0.014 (3)0.024 (3)0.002 (2)0.000 (2)0.002 (2)
O10.021 (2)0.015 (2)0.022 (2)0.0082 (17)0.0011 (17)0.0039 (17)
O20.020 (2)0.011 (2)0.026 (2)0.0052 (16)0.0022 (17)0.0040 (17)
Geometric parameters (Å, º) top
C1—O11.281 (7)C12—H12A0.9800
C1—C61.411 (9)C12—H12B0.9800
C1—C21.483 (8)C12—H12C0.9800
C2—O21.281 (8)C13—H13A0.9800
C2—C31.429 (8)C13—H13B0.9800
C3—C41.361 (9)C13—H13C0.9800
C3—C71.543 (8)C14—H14A0.9800
C4—C51.440 (9)C14—H14B0.9800
C4—H40.9500C14—H14C0.9800
C5—C61.369 (8)C15—N11.346 (7)
C5—C111.519 (9)C15—C161.379 (8)
C6—H60.9500C15—H150.9500
C7—C81.536 (9)C16—C171.393 (8)
C7—C91.541 (8)C16—Br31.885 (6)
C7—C101.542 (8)C17—C181.413 (8)
C8—H8A0.9800C17—Br21.870 (6)
C8—H8B0.9800C18—C191.385 (9)
C8—H8C0.9800C18—Br11.862 (7)
C9—H9A0.9800C19—N11.338 (8)
C9—H9B0.9800C19—H190.9500
C9—H9C0.9800Co1—O1i2.031 (4)
C10—H10A0.9800Co1—O12.031 (4)
C10—H10B0.9800Co1—O2i2.032 (4)
C10—H10C0.9800Co1—O22.032 (4)
C11—C131.526 (9)Co1—N12.158 (5)
C11—C141.535 (9)Co1—N1i2.158 (5)
C11—C121.547 (9)
O1—C1—C6123.4 (5)C11—C12—H12C109.5
O1—C1—C2117.2 (6)H12A—C12—H12C109.5
C6—C1—C2119.4 (5)H12B—C12—H12C109.5
O2—C2—C3125.8 (5)C11—C13—H13A109.5
O2—C2—C1116.0 (5)C11—C13—H13B109.5
C3—C2—C1118.2 (6)H13A—C13—H13B109.5
C4—C3—C2118.3 (6)C11—C13—H13C109.5
C4—C3—C7122.7 (5)H13A—C13—H13C109.5
C2—C3—C7119.1 (6)H13B—C13—H13C109.5
C3—C4—C5125.0 (6)C11—C14—H14A109.5
C3—C4—H4117.5C11—C14—H14B109.5
C5—C4—H4117.5H14A—C14—H14B109.5
C6—C5—C4117.3 (6)C11—C14—H14C109.5
C6—C5—C11123.3 (6)H14A—C14—H14C109.5
C4—C5—C11119.4 (5)H14B—C14—H14C109.5
C5—C6—C1121.9 (6)N1—C15—C16122.6 (6)
C5—C6—H6119.0N1—C15—H15118.7
C1—C6—H6119.0C16—C15—H15118.7
C8—C7—C9109.6 (5)C15—C16—C17120.4 (5)
C8—C7—C10107.9 (5)C15—C16—Br3117.7 (5)
C9—C7—C10107.8 (5)C17—C16—Br3121.8 (4)
C8—C7—C3109.8 (5)C16—C17—C18117.2 (5)
C9—C7—C3110.0 (5)C16—C17—Br2121.5 (4)
C10—C7—C3111.8 (5)C18—C17—Br2121.2 (5)
C7—C8—H8A109.5C19—C18—C17118.1 (6)
C7—C8—H8B109.5C19—C18—Br1119.3 (5)
H8A—C8—H8B109.5C17—C18—Br1122.5 (5)
C7—C8—H8C109.5N1—C19—C18124.4 (6)
H8A—C8—H8C109.5N1—C19—H19117.8
H8B—C8—H8C109.5C18—C19—H19117.8
C7—C9—H9A109.5O1i—Co1—O1180.0
C7—C9—H9B109.5O1i—Co1—O2i80.66 (16)
H9A—C9—H9B109.5O1—Co1—O2i99.34 (16)
C7—C9—H9C109.5O1i—Co1—O299.34 (16)
H9A—C9—H9C109.5O1—Co1—O280.66 (16)
H9B—C9—H9C109.5O2i—Co1—O2180.0
C7—C10—H10A109.5O1i—Co1—N188.83 (18)
C7—C10—H10B109.5O1—Co1—N191.17 (18)
H10A—C10—H10B109.5O2i—Co1—N189.33 (17)
C7—C10—H10C109.5O2—Co1—N190.67 (17)
H10A—C10—H10C109.5O1i—Co1—N1i91.17 (18)
H10B—C10—H10C109.5O1—Co1—N1i88.83 (18)
C5—C11—C13111.8 (5)O2i—Co1—N1i90.67 (17)
C5—C11—C14109.2 (5)O2—Co1—N1i89.33 (17)
C13—C11—C14109.3 (6)N1—Co1—N1i180.0
C5—C11—C12109.2 (6)C19—N1—C15117.3 (5)
C13—C11—C12107.8 (5)C19—N1—Co1122.9 (4)
C14—C11—C12109.5 (5)C15—N1—Co1119.8 (4)
C11—C12—H12A109.5C1—O1—Co1112.7 (4)
C11—C12—H12B109.5C2—O2—Co1113.4 (4)
H12A—C12—H12B109.5
O1—C1—C2—O21.2 (8)C6—C5—C11—C14116.3 (6)
C6—C1—C2—O2179.7 (5)C4—C5—C11—C1462.0 (7)
O1—C1—C2—C3179.1 (5)C6—C5—C11—C12124.0 (6)
C6—C1—C2—C30.5 (8)C4—C5—C11—C1257.8 (7)
O2—C2—C3—C4179.8 (5)N1—C15—C16—C171.3 (10)
C1—C2—C3—C40.5 (8)N1—C15—C16—Br3179.6 (5)
O2—C2—C3—C70.3 (9)C15—C16—C17—C181.6 (10)
C1—C2—C3—C7179.9 (5)Br3—C16—C17—C18179.4 (5)
C2—C3—C4—C50.5 (9)C15—C16—C17—Br2178.7 (5)
C7—C3—C4—C5180.0 (5)Br3—C16—C17—Br22.2 (8)
C3—C4—C5—C60.6 (9)C16—C17—C18—C192.1 (9)
C3—C4—C5—C11178.9 (6)Br2—C17—C18—C19179.3 (5)
C4—C5—C6—C10.6 (9)C16—C17—C18—Br1179.4 (5)
C11—C5—C6—C1178.8 (6)Br2—C17—C18—Br12.2 (8)
O1—C1—C6—C5179.0 (5)C17—C18—C19—N12.5 (10)
C2—C1—C6—C50.6 (9)Br1—C18—C19—N1178.9 (5)
C4—C3—C7—C8118.3 (6)C18—C19—N1—C152.2 (10)
C2—C3—C7—C862.2 (7)C18—C19—N1—Co1177.7 (5)
C4—C3—C7—C9121.0 (6)C16—C15—N1—C191.5 (10)
C2—C3—C7—C958.4 (7)C16—C15—N1—Co1178.4 (5)
C4—C3—C7—C101.3 (8)C6—C1—O1—Co1180.0 (4)
C2—C3—C7—C10178.1 (5)C2—C1—O1—Co11.6 (6)
C6—C5—C11—C134.8 (9)C3—C2—O2—Co1179.9 (4)
C4—C5—C11—C13177.0 (5)C1—C2—O2—Co10.1 (6)
Symmetry code: (i) x, y, z+1.
(3_296K) top
Crystal data top
C38H44Br6CoN2O4Z = 1
Mr = 1131.08F(000) = 555
Triclinic, P1Dx = 1.687 Mg m3
a = 8.8725 (3) ÅMo Kα radiation, λ = 0.71073 Å
b = 10.7980 (3) ÅCell parameters from 46994 reflections
c = 11.6965 (4) Åθ = 1.7–27.0°
α = 92.641 (2)°µ = 5.81 mm1
β = 94.358 (3)°T = 296 K
γ = 93.791 (2)°Block, blue
V = 1113.43 (6) Å30.21 × 0.18 × 0.10 mm
Data collection top
SuperNova, Single source at offset), Atlas
diffractometer
4830 independent reflections
Radiation source: SuperNova (Mo) X-ray Source2879 reflections with I > 2σ(I)
Mirror monochromatorRint = 0.074
ω scansθmax = 27.0°, θmin = 1.8°
Absorption correction: multi-scan
CrysAlisPro, Agilent Technologies, Version 1.171.37.35 Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.
h = 1111
Tmin = 0.375, Tmax = 0.594k = 1313
46994 measured reflectionsl = 1414
Refinement top
Refinement on F20 restraints
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.045H-atom parameters constrained
wR(F2) = 0.098 w = 1/[σ2(Fo2) + (0.0403P)2]
where P = (Fo2 + 2Fc2)/3
S = 1.01(Δ/σ)max = 0.001
4830 reflectionsΔρmax = 0.40 e Å3
238 parametersΔρmin = 0.35 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*/Ueq
C10.0510 (4)0.1018 (3)0.2754 (3)0.0386 (8)
C20.2005 (4)0.1062 (3)0.3182 (3)0.0390 (8)
C30.3308 (4)0.1563 (3)0.2456 (3)0.0476 (9)
C40.3034 (5)0.1967 (3)0.1369 (4)0.0554 (10)
H40.38620.22840.08830.066*
C50.1585 (5)0.1941 (4)0.0926 (3)0.0544 (10)
C60.0357 (5)0.1463 (3)0.1617 (3)0.0525 (10)
H60.05960.14300.13350.063*
C70.4896 (4)0.1618 (4)0.2897 (4)0.0594 (11)
C80.5322 (5)0.0291 (4)0.3175 (4)0.0775 (14)
H8A0.46430.00830.37920.116*
H8B0.63420.03140.33990.116*
H8C0.52490.01890.25080.116*
C90.4913 (5)0.2371 (4)0.3969 (4)0.0737 (13)
H9A0.42490.19540.45730.111*
H9B0.45760.31810.38000.111*
H9C0.59250.24510.42080.111*
C100.6082 (5)0.2235 (5)0.1994 (5)0.0944 (17)
H10A0.70530.22920.23050.142*
H10B0.58040.30540.17820.142*
H10C0.61340.17470.13290.142*
C110.1449 (6)0.2436 (5)0.0306 (4)0.0791 (14)
C120.2412 (7)0.1670 (6)0.1135 (4)0.1082 (19)
H12A0.34480.17350.09470.162*
H12B0.23530.19850.19100.162*
H12C0.20320.08140.10610.162*
C130.0185 (7)0.2318 (7)0.0644 (5)0.150 (3)
H13A0.06170.14910.04440.225*
H13B0.01940.24840.14570.225*
H13C0.07670.29050.02450.225*
C140.2059 (8)0.3789 (5)0.0445 (5)0.127 (2)
H14A0.13910.42920.00150.190*
H14B0.21220.40580.12420.190*
H14C0.30490.38700.01660.190*
C150.1684 (4)0.2158 (3)0.3904 (3)0.0502 (10)
H150.25140.15870.39150.060*
C160.1894 (5)0.3296 (4)0.3454 (3)0.0558 (10)
C170.0668 (5)0.4172 (3)0.3430 (3)0.0534 (10)
C180.0714 (5)0.3827 (3)0.3861 (3)0.0528 (10)
C190.0856 (4)0.2666 (3)0.4299 (3)0.0502 (10)
H190.18050.24510.45860.060*
N10.0336 (3)0.1850 (3)0.4321 (3)0.0455 (7)
O10.0614 (3)0.0589 (2)0.3432 (2)0.0481 (6)
O20.2079 (2)0.0639 (2)0.4225 (2)0.0433 (6)
Co10.00000.00000.50000.04050 (19)
Br10.24914 (6)0.48946 (4)0.38957 (4)0.07889 (18)
Br20.08846 (7)0.57217 (4)0.28220 (5)0.0894 (2)
Br30.38542 (6)0.36046 (5)0.28797 (6)0.1058 (2)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.036 (2)0.0364 (18)0.044 (2)0.0044 (15)0.0030 (17)0.0021 (16)
C20.040 (2)0.0323 (18)0.045 (2)0.0034 (15)0.0014 (18)0.0062 (16)
C30.047 (2)0.040 (2)0.054 (3)0.0009 (17)0.0060 (19)0.0037 (18)
C40.058 (3)0.054 (2)0.051 (3)0.005 (2)0.013 (2)0.005 (2)
C50.066 (3)0.055 (2)0.042 (2)0.013 (2)0.004 (2)0.0008 (19)
C60.058 (3)0.053 (2)0.049 (3)0.012 (2)0.009 (2)0.0036 (19)
C70.040 (2)0.064 (3)0.072 (3)0.002 (2)0.003 (2)0.003 (2)
C80.043 (2)0.080 (3)0.112 (4)0.016 (2)0.010 (2)0.006 (3)
C90.052 (3)0.080 (3)0.089 (4)0.017 (2)0.015 (2)0.015 (3)
C100.046 (3)0.128 (5)0.103 (4)0.016 (3)0.010 (3)0.009 (3)
C110.091 (4)0.097 (4)0.047 (3)0.013 (3)0.004 (3)0.012 (3)
C120.134 (5)0.137 (5)0.052 (3)0.017 (4)0.010 (3)0.010 (3)
C130.103 (5)0.278 (10)0.065 (4)0.029 (5)0.021 (4)0.066 (5)
C140.215 (7)0.090 (4)0.069 (4)0.020 (5)0.009 (4)0.029 (3)
C150.050 (2)0.045 (2)0.055 (3)0.0049 (18)0.004 (2)0.0029 (18)
C160.062 (3)0.048 (2)0.057 (3)0.016 (2)0.000 (2)0.001 (2)
C170.074 (3)0.038 (2)0.050 (2)0.012 (2)0.009 (2)0.0034 (17)
C180.074 (3)0.038 (2)0.046 (2)0.004 (2)0.013 (2)0.0006 (17)
C190.053 (2)0.047 (2)0.050 (2)0.0016 (19)0.0060 (19)0.0031 (18)
N10.0513 (19)0.0360 (16)0.0486 (19)0.0018 (14)0.0028 (15)0.0046 (14)
O10.0403 (14)0.0546 (15)0.0476 (16)0.0005 (12)0.0010 (12)0.0020 (12)
O20.0437 (14)0.0420 (13)0.0438 (16)0.0005 (11)0.0036 (12)0.0014 (11)
Co10.0417 (4)0.0363 (4)0.0424 (4)0.0014 (3)0.0002 (3)0.0020 (3)
Br10.0891 (4)0.0598 (3)0.0855 (4)0.0246 (2)0.0173 (3)0.0045 (2)
Br20.1427 (5)0.0459 (3)0.0827 (4)0.0210 (3)0.0061 (3)0.0203 (2)
Br30.0805 (4)0.0897 (4)0.1459 (6)0.0294 (3)0.0274 (3)0.0206 (4)
Geometric parameters (Å, º) top
C1—O11.274 (4)C15—N11.326 (4)
C1—C61.412 (5)C15—C161.377 (5)
C1—C21.452 (5)C16—C171.397 (5)
C2—O21.290 (4)C16—Br31.873 (4)
C2—C31.441 (5)C17—C181.371 (5)
C3—C41.369 (5)C17—Br21.863 (4)
C3—C71.535 (5)C18—C191.386 (5)
C4—C51.421 (5)C18—Br11.888 (4)
C5—C61.363 (5)C19—N11.333 (4)
C5—C111.531 (6)N1—Co12.214 (3)
C7—C91.525 (6)O1—Co12.038 (2)
C7—C101.530 (6)O2—Co12.054 (2)
C7—C81.533 (6)Co1—O1i2.038 (2)
C11—C141.521 (7)Co1—O2i2.054 (2)
C11—C131.530 (7)Co1—N1i2.214 (3)
C11—C121.548 (7)
O1—C1—C6122.9 (3)C17—C16—Br3122.1 (3)
O1—C1—C2118.0 (3)C18—C17—C16116.5 (3)
C6—C1—C2119.1 (3)C18—C17—Br2121.5 (3)
O2—C2—C3123.4 (3)C16—C17—Br2122.0 (3)
O2—C2—C1116.5 (3)C17—C18—C19120.8 (4)
C3—C2—C1120.1 (3)C17—C18—Br1122.2 (3)
C4—C3—C2116.0 (3)C19—C18—Br1117.1 (3)
C4—C3—C7123.2 (3)N1—C19—C18121.5 (4)
C2—C3—C7120.8 (3)C15—N1—C19119.0 (3)
C3—C4—C5125.1 (4)C15—N1—Co1121.8 (2)
C6—C5—C4118.6 (4)C19—N1—Co1119.2 (3)
C6—C5—C11122.1 (4)C1—O1—Co1113.0 (2)
C4—C5—C11119.4 (4)C2—O2—Co1112.7 (2)
C5—C6—C1121.1 (4)O1—Co1—O1i180.0
C9—C7—C10108.1 (4)O1—Co1—O2i100.16 (9)
C9—C7—C8110.1 (4)O1i—Co1—O2i79.84 (9)
C10—C7—C8108.4 (4)O1—Co1—O279.84 (9)
C9—C7—C3110.0 (3)O1i—Co1—O2100.16 (9)
C10—C7—C3111.3 (4)O2i—Co1—O2180.0
C8—C7—C3108.9 (3)O1—Co1—N1i90.99 (10)
C14—C11—C13109.7 (5)O1i—Co1—N1i89.01 (10)
C14—C11—C5109.7 (4)O2i—Co1—N1i89.40 (10)
C13—C11—C5112.3 (4)O2—Co1—N1i90.60 (10)
C14—C11—C12108.6 (4)O1—Co1—N189.01 (10)
C13—C11—C12107.7 (5)O1i—Co1—N190.99 (10)
C5—C11—C12108.8 (4)O2i—Co1—N190.60 (10)
N1—C15—C16122.1 (4)O2—Co1—N189.40 (10)
C15—C16—C17120.2 (4)N1i—Co1—N1180.0
C15—C16—Br3117.7 (3)
O1—C1—C2—O21.0 (4)C6—C5—C11—C130.3 (7)
C6—C1—C2—O2179.8 (3)C4—C5—C11—C13179.1 (5)
O1—C1—C2—C3178.7 (3)C6—C5—C11—C12119.4 (5)
C6—C1—C2—C30.4 (5)C4—C5—C11—C1260.0 (6)
O2—C2—C3—C4179.7 (3)N1—C15—C16—C170.2 (6)
C1—C2—C3—C40.5 (5)N1—C15—C16—Br3179.4 (3)
O2—C2—C3—C70.1 (5)C15—C16—C17—C180.6 (6)
C1—C2—C3—C7179.9 (3)Br3—C16—C17—C18179.0 (3)
C2—C3—C4—C50.8 (6)C15—C16—C17—Br2179.5 (3)
C7—C3—C4—C5179.6 (4)Br3—C16—C17—Br20.0 (5)
C3—C4—C5—C61.0 (6)C16—C17—C18—C190.4 (6)
C3—C4—C5—C11179.5 (4)Br2—C17—C18—C19179.4 (3)
C4—C5—C6—C10.9 (6)C16—C17—C18—Br1180.0 (3)
C11—C5—C6—C1179.7 (4)Br2—C17—C18—Br11.0 (5)
O1—C1—C6—C5178.5 (3)C17—C18—C19—N10.1 (6)
C2—C1—C6—C50.6 (5)Br1—C18—C19—N1179.5 (3)
C4—C3—C7—C9122.6 (4)C16—C15—N1—C190.3 (5)
C2—C3—C7—C957.8 (5)C16—C15—N1—Co1178.4 (3)
C4—C3—C7—C102.9 (6)C18—C19—N1—C150.5 (5)
C2—C3—C7—C10177.6 (4)C18—C19—N1—Co1178.6 (3)
C4—C3—C7—C8116.6 (4)C6—C1—O1—Co1179.1 (3)
C2—C3—C7—C863.0 (5)C2—C1—O1—Co11.7 (4)
C6—C5—C11—C14122.0 (5)C3—C2—O2—Co1180.0 (3)
C4—C5—C11—C1458.6 (6)C1—C2—O2—Co10.2 (3)
Symmetry code: (i) x, y, z+1.
(4_100K) top
Crystal data top
C38H44Cl6CoN2O4Z = 1
Mr = 864.38F(000) = 447
Triclinic, P1Dx = 1.355 Mg m3
a = 8.7762 (3) ÅMo Kα radiation, λ = 0.71073 Å
b = 10.5578 (4) ÅCell parameters from 20609 reflections
c = 11.4878 (5) Åθ = 2.3–26.0°
α = 91.565 (3)°µ = 0.82 mm1
β = 93.882 (2)°T = 100 K
γ = 93.950 (4)°Block, blue
V = 1058.92 (7) Å30.23 × 0.20 × 0.16 mm
Data collection top
SuperNova, Single source at offset), Atlas
diffractometer
4160 independent reflections
Radiation source: SuperNova (Mo) X-ray Source2864 reflections with I > 2σ(I)
Mirror monochromatorRint = 0.066
ω scansθmax = 26.0°, θmin = 2.3°
Absorption correction: multi-scan
CrysAlisPro, Agilent Technologies, Version 1.171.37.35 Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
h = 1010
Tmin = 0.833, Tmax = 0.880k = 1313
20609 measured reflectionsl = 1414
Refinement top
Refinement on F20 restraints
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.051H-atom parameters constrained
wR(F2) = 0.125 w = 1/[σ2(Fo2) + (0.0392P)2 + 1.9348P]
where P = (Fo2 + 2Fc2)/3
S = 1.04(Δ/σ)max < 0.001
4160 reflectionsΔρmax = 0.70 e Å3
238 parametersΔρmin = 0.34 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*/Ueq
C10.5502 (4)0.0988 (3)0.7292 (3)0.0220 (8)
C20.7024 (4)0.1068 (3)0.6829 (3)0.0221 (8)
C30.8332 (4)0.1586 (3)0.7555 (3)0.0231 (8)
C40.8061 (4)0.2001 (3)0.8665 (3)0.0258 (8)
H40.89120.23530.91510.031*
C50.6584 (4)0.1940 (3)0.9143 (3)0.0256 (8)
C60.5342 (4)0.1426 (3)0.8450 (3)0.0249 (8)
H60.43610.13630.87540.030*
C70.9935 (4)0.1664 (3)0.7089 (3)0.0272 (8)
C80.9955 (4)0.2473 (4)0.5994 (3)0.0303 (9)
H8A0.95910.33080.61740.045*
H8B0.92850.20470.53640.045*
H8C1.10020.25790.57470.045*
C91.0370 (4)0.0311 (4)0.6780 (4)0.0330 (9)
H9A1.14240.03470.65440.050*
H9B0.96740.00560.61370.050*
H9C1.02890.02180.74640.050*
C101.1146 (4)0.2270 (4)0.7997 (4)0.0378 (10)
H10A1.08690.31210.82230.057*
H10B1.21460.23330.76620.057*
H10C1.11990.17440.86860.057*
C110.6455 (4)0.2468 (4)1.0383 (3)0.0319 (9)
C120.7501 (5)0.1782 (4)1.1247 (4)0.0400 (10)
H12A0.85600.18921.10260.060*
H12B0.71730.08751.12300.060*
H12C0.74380.21421.20360.060*
C130.4810 (5)0.2291 (5)1.0769 (4)0.0444 (11)
H13A0.47840.26191.15740.067*
H13B0.44710.13861.07280.067*
H13C0.41260.27551.02530.067*
C140.6962 (5)0.3890 (4)1.0430 (4)0.0436 (11)
H14A0.69210.42321.12280.065*
H14B0.62760.43370.99000.065*
H14C0.80120.40101.01910.065*
C150.5815 (4)0.2739 (3)0.4284 (3)0.0256 (8)
H150.68040.25100.45510.031*
C160.5663 (4)0.3940 (3)0.3853 (3)0.0273 (8)
C170.4234 (5)0.4288 (3)0.3450 (3)0.0289 (9)
C180.2996 (4)0.3394 (3)0.3506 (3)0.0285 (8)
C190.3240 (4)0.2215 (3)0.3950 (3)0.0252 (8)
H190.23910.16110.39790.030*
N10.4627 (3)0.1893 (3)0.4338 (3)0.0239 (7)
O10.4369 (3)0.0530 (2)0.6608 (2)0.0252 (6)
O20.7091 (3)0.0656 (2)0.5762 (2)0.0232 (5)
Cl10.11666 (12)0.37263 (10)0.30215 (10)0.0451 (3)
Cl20.40023 (14)0.57621 (9)0.28883 (9)0.0442 (3)
Cl30.72867 (12)0.49668 (9)0.38213 (9)0.0388 (3)
Co10.50000.00000.50000.02276 (19)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.0207 (18)0.0179 (17)0.027 (2)0.0021 (14)0.0033 (15)0.0044 (14)
C20.0225 (18)0.0167 (17)0.027 (2)0.0009 (14)0.0004 (15)0.0048 (15)
C30.0200 (18)0.0196 (18)0.029 (2)0.0012 (14)0.0024 (15)0.0047 (15)
C40.0214 (19)0.0232 (19)0.032 (2)0.0007 (14)0.0039 (16)0.0006 (16)
C50.028 (2)0.0240 (19)0.025 (2)0.0045 (15)0.0018 (16)0.0038 (15)
C60.0191 (18)0.0239 (19)0.032 (2)0.0025 (14)0.0027 (16)0.0048 (15)
C70.0167 (18)0.030 (2)0.033 (2)0.0034 (15)0.0019 (16)0.0007 (16)
C80.0185 (19)0.035 (2)0.036 (2)0.0075 (15)0.0023 (16)0.0033 (17)
C90.0173 (19)0.037 (2)0.045 (3)0.0050 (16)0.0013 (17)0.0019 (18)
C100.023 (2)0.049 (3)0.040 (3)0.0042 (18)0.0020 (18)0.002 (2)
C110.032 (2)0.034 (2)0.029 (2)0.0015 (17)0.0000 (17)0.0015 (17)
C120.039 (2)0.050 (3)0.030 (2)0.0004 (19)0.0028 (19)0.0042 (19)
C130.033 (2)0.069 (3)0.031 (2)0.005 (2)0.0045 (19)0.010 (2)
C140.054 (3)0.045 (3)0.031 (2)0.004 (2)0.004 (2)0.0040 (19)
C150.026 (2)0.030 (2)0.0203 (19)0.0017 (15)0.0010 (15)0.0010 (15)
C160.031 (2)0.030 (2)0.020 (2)0.0053 (16)0.0017 (16)0.0021 (15)
C170.043 (2)0.0221 (19)0.022 (2)0.0035 (16)0.0038 (17)0.0002 (15)
C180.027 (2)0.030 (2)0.028 (2)0.0062 (16)0.0031 (16)0.0007 (16)
C190.0230 (19)0.0257 (19)0.027 (2)0.0023 (15)0.0035 (16)0.0001 (15)
N10.0222 (16)0.0233 (16)0.0255 (17)0.0013 (12)0.0004 (13)0.0019 (13)
O10.0190 (13)0.0281 (13)0.0282 (14)0.0004 (10)0.0012 (11)0.0026 (11)
O20.0180 (12)0.0247 (13)0.0265 (15)0.0002 (10)0.0002 (10)0.0004 (10)
Cl10.0359 (6)0.0425 (6)0.0574 (7)0.0145 (5)0.0069 (5)0.0071 (5)
Cl20.0692 (8)0.0242 (5)0.0397 (6)0.0080 (5)0.0003 (5)0.0077 (4)
Cl30.0436 (6)0.0316 (5)0.0391 (6)0.0147 (4)0.0054 (5)0.0008 (4)
Co10.0180 (4)0.0224 (4)0.0272 (4)0.0009 (3)0.0013 (3)0.0011 (3)
Geometric parameters (Å, º) top
C1—O11.284 (4)C15—N11.331 (4)
C1—C61.415 (5)C15—C161.385 (5)
C1—C21.469 (5)C16—C171.384 (5)
C2—O21.295 (4)C16—Cl31.733 (4)
C2—C31.439 (5)C17—C181.395 (5)
C3—C41.377 (5)C17—Cl21.720 (4)
C3—C71.537 (5)C18—C191.383 (5)
C4—C51.439 (5)C18—Cl11.726 (4)
C5—C61.376 (5)C19—N11.337 (4)
C5—C111.530 (5)N1—Co12.195 (3)
C7—C101.532 (5)O1—Co12.038 (2)
C7—C81.540 (5)O2—Co12.047 (2)
C7—C91.542 (5)Co1—O1i2.038 (2)
C11—C141.535 (6)Co1—O2i2.047 (2)
C11—C121.536 (5)Co1—N1i2.195 (3)
C11—C131.540 (5)
O1—C1—C6123.1 (3)C15—C16—Cl3118.6 (3)
O1—C1—C2117.5 (3)C16—C17—C18117.4 (3)
C6—C1—C2119.4 (3)C16—C17—Cl2121.1 (3)
O2—C2—C3123.9 (3)C18—C17—Cl2121.4 (3)
O2—C2—C1116.3 (3)C19—C18—C17119.4 (3)
C3—C2—C1119.8 (3)C19—C18—Cl1119.3 (3)
C4—C3—C2116.7 (3)C17—C18—Cl1121.3 (3)
C4—C3—C7122.9 (3)N1—C19—C18122.4 (3)
C2—C3—C7120.5 (3)C15—N1—C19118.5 (3)
C3—C4—C5124.9 (3)C15—N1—Co1119.5 (2)
C6—C5—C4118.1 (3)C19—N1—Co1121.9 (2)
C6—C5—C11122.9 (3)C1—O1—Co1112.9 (2)
C4—C5—C11119.0 (3)C2—O2—Co1112.9 (2)
C5—C6—C1121.1 (3)O1i—Co1—O1180.00 (5)
C10—C7—C3111.6 (3)O1i—Co1—O2i80.35 (9)
C10—C7—C8107.9 (3)O1—Co1—O2i99.65 (9)
C3—C7—C8110.3 (3)O1i—Co1—O299.65 (9)
C10—C7—C9108.4 (3)O1—Co1—O280.35 (9)
C3—C7—C9109.0 (3)O2i—Co1—O2180.00 (14)
C8—C7—C9109.6 (3)O1i—Co1—N188.84 (10)
C5—C11—C14108.7 (3)O1—Co1—N191.16 (10)
C5—C11—C12109.9 (3)O2i—Co1—N189.50 (10)
C14—C11—C12109.1 (3)O2—Co1—N190.50 (10)
C5—C11—C13112.2 (3)O1i—Co1—N1i91.16 (10)
C14—C11—C13109.0 (3)O1—Co1—N1i88.84 (10)
C12—C11—C13107.9 (3)O2i—Co1—N1i90.50 (10)
N1—C15—C16122.4 (3)O2—Co1—N1i89.50 (10)
C17—C16—C15119.7 (3)N1—Co1—N1i180.0
C17—C16—Cl3121.6 (3)
O1—C1—C2—O20.5 (4)C6—C5—C11—C12122.9 (4)
C6—C1—C2—O2179.8 (3)C4—C5—C11—C1258.2 (4)
O1—C1—C2—C3179.4 (3)C6—C5—C11—C132.8 (5)
C6—C1—C2—C30.1 (5)C4—C5—C11—C13178.3 (3)
O2—C2—C3—C4179.0 (3)N1—C15—C16—C170.6 (5)
C1—C2—C3—C40.9 (4)N1—C15—C16—Cl3180.0 (3)
O2—C2—C3—C70.7 (5)C15—C16—C17—C180.3 (5)
C1—C2—C3—C7179.4 (3)Cl3—C16—C17—C18179.7 (3)
C2—C3—C4—C50.7 (5)C15—C16—C17—Cl2179.1 (3)
C7—C3—C4—C5179.6 (3)Cl3—C16—C17—Cl20.3 (5)
C3—C4—C5—C60.3 (5)C16—C17—C18—C190.2 (5)
C3—C4—C5—C11178.6 (3)Cl2—C17—C18—C19179.1 (3)
C4—C5—C6—C11.1 (5)C16—C17—C18—Cl1179.7 (3)
C11—C5—C6—C1177.8 (3)Cl2—C17—C18—Cl10.3 (5)
O1—C1—C6—C5178.3 (3)C17—C18—C19—N10.4 (6)
C2—C1—C6—C50.9 (5)Cl1—C18—C19—N1179.9 (3)
C4—C3—C7—C100.9 (5)C16—C15—N1—C190.7 (5)
C2—C3—C7—C10178.8 (3)C16—C15—N1—Co1178.6 (3)
C4—C3—C7—C8120.8 (4)C18—C19—N1—C150.7 (5)
C2—C3—C7—C858.9 (4)C18—C19—N1—Co1178.5 (3)
C4—C3—C7—C9118.8 (4)C6—C1—O1—Co1179.7 (2)
C2—C3—C7—C961.5 (4)C2—C1—O1—Co10.5 (3)
C6—C5—C11—C14117.8 (4)C3—C2—O2—Co1179.6 (2)
C4—C5—C11—C1461.1 (4)C1—C2—O2—Co10.3 (3)
Symmetry code: (i) x+1, y, z+1.
 

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