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Two new CoII complexes, namely bis­{N-[(6-bromo­pyridin-2-yl)methyl­idene]-2-[6-ethyl­amino-3-(ethyl­iminium­yl)-2,7-dimethyl-3H-xanthen-9-yl]benzene-1-car­bohydrazonate}cobalt(II) bis­(perchlorate)–di­chloro­methane–methanol (1/1/2), [Co(C32H30BrN5O2)2](ClO4)2·CH2Cl2·2CH3OH or [CoII(L)2](ClO4)2·CH2Cl2·2CH3OH, (1), and the bis­(tetra­fluorido­borate) salt, [Co(C32H30BrN5O2)2](BF4)2·CH2Cl2·2CH3OH or [CoII(L)2](BF4)2·CH2Cl2·2CH3OH, (2) (L is com­monly 6-bromo­pyridine-2-carbaldehyde rhodamine 6G hydrazone), have been successfully constructed and characterized. The crystal structure analysis revealed that complexes (1) and (2) are mononuclear and have a CoIIN4O2 distorted octa­hedral structure. The large π-conjugated xanthene moiety of the L ligand causes strong inter­molecular π–π stacking inter­actions, yielding a supra­molecular one-dimensional chain. Complexes (1) and (2) display an obvious fluorescence emission near 560 nm in the solid state. Magnetic investigations show that both (1) and (2) are paramagnetic, dominated by the structural distortion and spin-orbit coupling of CoII.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229618015541/cu3135sup1.cif
Contains datablocks 1, 2, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229618015541/cu31351sup2.hkl
Contains datablock 1

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229618015541/cu31352sup3.hkl
Contains datablock 2

pdf

Portable Document Format (PDF) file https://doi.org/10.1107/S2053229618015541/cu3135sup4.pdf
Hydrogen-bond geometry, packing diagrams and IR and fluorescence spectra

CCDC references: 1876890; 1876889

Computing details top

For both structures, data collection: CrysAlis PRO (Rigaku OD, 2017); cell refinement: CrysAlis PRO (Rigaku OD, 2017); data reduction: CrysAlis PRO (Rigaku OD, 2017); program(s) used to solve structure: SHELXT (Sheldrick, 2015a); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015b); molecular graphics: OLEX2 (Dolomanov et al., 2009) and DIAMOND (Brandenburg, 2005); software used to prepare material for publication: OLEX2 (Dolomanov et al., 2009).

Bis{N-[(6-bromopyridin-2-yl)methylidene]-2-[6-ethylamino-3-(ethyliminiumyl)-2,7-dimethyl-3H-xanthen-9-yl]benzene-1-carbohydrazonate}cobalt(II) bis(perchlorate)–dichloromethane –methanol (1/1/2) (1) top
Crystal data top
[Co(C32H30BrN5O2)2](ClO4)2·CH2Cl2·2CH4OZ = 2
Mr = 1599.88F(000) = 1638
Triclinic, P1Dx = 1.522 Mg m3
a = 13.2358 (5) ÅCu Kα radiation, λ = 1.54184 Å
b = 16.3228 (5) ÅCell parameters from 11414 reflections
c = 17.8925 (5) Åθ = 4.2–76.2°
α = 95.741 (2)°µ = 5.27 mm1
β = 107.412 (3)°T = 100 K
γ = 105.197 (3)°Block, clear orange
V = 3492.0 (2) Å30.3 × 0.2 × 0.1 mm
Data collection top
Rigaku OD SuperNova Dual source
diffractometer with an AtlasS2 detector
14225 independent reflections
Radiation source: micro-focus sealed X-ray tube, SuperNova (Cu) X-ray Source12089 reflections with I > 2σ(I)
Mirror monochromatorRint = 0.049
Detector resolution: 5.2137 pixels mm-1θmax = 76.7°, θmin = 3.5°
ω scansh = 1316
Absorption correction: multi-scan
(CrysAlis PRO; Rigaku OD, 2017)
k = 1920
Tmin = 0.500, Tmax = 1.000l = 1822
25181 measured reflections
Refinement top
Refinement on F212 restraints
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.067H-atom parameters constrained
wR(F2) = 0.193 w = 1/[σ2(Fo2) + (0.1212P)2 + 3.469P]
where P = (Fo2 + 2Fc2)/3
S = 1.03(Δ/σ)max = 0.001
14225 reflectionsΔρmax = 1.78 e Å3
895 parametersΔρmin = 1.14 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
Br20.14066 (4)0.57606 (3)0.51810 (2)0.02860 (12)
Br10.51541 (4)0.53924 (3)0.59296 (4)0.04488 (16)
Co10.26263 (5)0.41997 (4)0.61822 (3)0.01808 (14)
Cl20.21369 (12)0.28710 (8)0.08614 (6)0.0439 (3)
Cl10.73900 (10)0.10611 (8)0.73138 (8)0.0442 (3)
Cl30.69813 (14)0.38377 (10)0.65157 (13)0.0707 (5)
Cl40.63309 (18)0.22925 (14)0.52976 (13)0.0800 (5)
O10.1241 (2)0.31703 (17)0.60352 (15)0.0237 (5)
O20.3755 (2)0.39020 (17)0.70893 (15)0.0239 (5)
O30.1278 (2)0.08515 (17)0.47006 (15)0.0233 (5)
O40.4141 (2)0.54204 (17)0.92365 (16)0.0270 (6)
N20.1840 (3)0.4661 (2)0.68726 (17)0.0202 (6)
N50.3182 (3)0.3346 (2)0.56242 (18)0.0208 (6)
N40.2023 (3)0.4303 (2)0.49141 (17)0.0210 (6)
N10.3657 (3)0.5546 (2)0.66741 (18)0.0215 (6)
N60.3823 (3)0.2922 (2)0.60836 (18)0.0232 (6)
N30.0930 (3)0.4102 (2)0.69559 (18)0.0210 (6)
O140.1518 (4)0.3107 (3)0.1706 (2)0.0553 (11)
N80.3628 (3)0.0082 (2)0.6749 (2)0.0275 (7)
H80.38720.00940.72500.033*
O100.8443 (3)0.0422 (2)0.7537 (3)0.0472 (9)
N100.0722 (3)0.3576 (2)0.9200 (2)0.0332 (8)
H100.03240.30540.91610.040*
C70.0720 (3)0.3330 (2)0.6495 (2)0.0202 (7)
C140.0303 (3)0.1482 (2)0.5732 (2)0.0205 (7)
C390.4063 (3)0.3281 (2)0.6847 (2)0.0212 (7)
C50.3284 (3)0.5946 (2)0.7194 (2)0.0213 (7)
C80.0170 (3)0.2604 (2)0.6570 (2)0.0204 (7)
N70.0881 (4)0.1730 (3)0.2503 (2)0.0365 (8)
H70.14430.19090.23060.044*
C580.3711 (3)0.3889 (2)0.8758 (2)0.0226 (7)
C460.4673 (3)0.4035 (2)0.8561 (2)0.0224 (7)
C130.0304 (3)0.1744 (2)0.6250 (2)0.0195 (6)
C210.1636 (3)0.0805 (2)0.5488 (2)0.0218 (7)
C60.2283 (3)0.5429 (2)0.7303 (2)0.0220 (7)
H60.19810.56380.76600.026*
C260.1168 (3)0.1125 (2)0.6023 (2)0.0197 (6)
O50.0996 (4)0.2136 (3)0.9305 (3)0.0642 (13)
H50.12990.23270.95890.096*
C470.5392 (3)0.4900 (2)0.8710 (2)0.0243 (7)
N90.7355 (4)0.7490 (3)0.9192 (3)0.0417 (9)
H90.79690.75990.90930.050*
C150.0069 (3)0.1513 (2)0.4911 (2)0.0205 (7)
C540.2454 (4)0.4517 (3)0.9208 (2)0.0269 (7)
H540.23030.50060.94020.032*
C370.2100 (3)0.3622 (2)0.4443 (2)0.0239 (7)
C530.3423 (3)0.4600 (2)0.9064 (2)0.0227 (7)
C450.5034 (3)0.3304 (2)0.8281 (2)0.0222 (7)
C240.2464 (3)0.0694 (2)0.7086 (2)0.0237 (7)
C230.2871 (3)0.0333 (2)0.6512 (2)0.0243 (7)
C190.0173 (3)0.1239 (2)0.3608 (2)0.0261 (7)
H190.05270.10170.32970.031*
C400.4754 (3)0.2929 (2)0.7474 (2)0.0220 (7)
C40.3850 (3)0.6792 (2)0.7605 (2)0.0241 (7)
H40.35960.70470.79710.029*
C570.2915 (3)0.3055 (2)0.8630 (2)0.0222 (7)
H570.30680.25690.84350.027*
C520.5097 (3)0.5573 (2)0.9060 (2)0.0246 (7)
C250.1639 (3)0.1063 (2)0.6836 (2)0.0225 (7)
H250.13720.12840.72110.027*
C380.2785 (3)0.3121 (2)0.4858 (2)0.0224 (7)
H380.29240.26700.45850.027*
C330.1418 (3)0.4765 (2)0.4546 (2)0.0237 (7)
C200.0448 (3)0.1200 (2)0.4409 (2)0.0226 (7)
C10.4583 (3)0.5992 (3)0.6582 (2)0.0273 (8)
O60.4925 (5)0.0476 (4)0.8219 (3)0.0765 (17)
H6A0.54930.02290.81340.115*
C550.1677 (3)0.3692 (3)0.9066 (2)0.0258 (7)
C170.1218 (3)0.1917 (2)0.3751 (2)0.0246 (7)
C90.0847 (3)0.2773 (3)0.6991 (2)0.0256 (7)
H9A0.07620.33420.71970.031*
C220.2452 (3)0.0411 (2)0.5707 (2)0.0231 (7)
H220.27230.01990.53310.028*
C560.1952 (3)0.2945 (2)0.8782 (2)0.0242 (7)
C360.1561 (3)0.3417 (3)0.3621 (2)0.0286 (8)
H360.16440.29620.33130.034*
C180.0641 (3)0.1615 (3)0.3272 (2)0.0269 (8)
C480.6363 (3)0.5138 (3)0.8508 (2)0.0281 (8)
H480.65770.47080.82730.034*
C160.0924 (3)0.1862 (2)0.4540 (2)0.0230 (7)
H160.13000.20620.48460.028*
C20.5189 (4)0.6850 (3)0.6944 (3)0.0326 (9)
H20.58240.71370.68410.039*
C30.4797 (4)0.7252 (3)0.7466 (2)0.0304 (8)
H30.51650.78260.77210.036*
C270.2118 (3)0.2303 (3)0.3381 (2)0.0294 (8)
H27A0.18100.28050.31890.044*
H27B0.24260.24660.37740.044*
H27C0.26930.18840.29440.044*
C440.5696 (3)0.2985 (3)0.8875 (2)0.0291 (8)
H440.58810.32270.94100.035*
C620.1129 (3)0.2068 (3)0.8657 (2)0.0268 (7)
H62A0.04670.20100.82200.040*
H62B0.09460.20050.91330.040*
H62C0.14500.16280.85400.040*
C410.5132 (3)0.2244 (2)0.7280 (2)0.0247 (7)
H410.49400.19910.67470.030*
C100.1647 (3)0.2105 (3)0.7108 (3)0.0285 (8)
H10A0.20980.22270.73870.034*
C120.1101 (3)0.1073 (2)0.6385 (2)0.0249 (7)
H120.11830.05010.61890.030*
C490.7005 (4)0.5989 (3)0.8646 (3)0.0326 (9)
C340.0815 (3)0.4596 (3)0.3733 (2)0.0283 (8)
H340.03770.49320.35140.034*
C500.6698 (4)0.6643 (3)0.9032 (3)0.0334 (9)
O110.2185 (5)0.2024 (3)0.0560 (3)0.0781 (17)
C350.0897 (4)0.3902 (3)0.3264 (2)0.0303 (8)
H350.05120.37630.27170.036*
C300.2965 (3)0.0646 (3)0.7946 (2)0.0293 (8)
H30A0.28300.00510.79980.044*
H30B0.26320.09250.82610.044*
H30C0.37520.09330.81270.044*
C510.5744 (4)0.6433 (3)0.9234 (2)0.0301 (8)
H510.55410.68610.94830.036*
C110.1768 (3)0.1253 (3)0.6806 (2)0.0274 (8)
H110.22970.08020.68870.033*
C430.6079 (4)0.2310 (3)0.8671 (3)0.0319 (8)
H430.65280.21080.90680.038*
C420.5789 (4)0.1936 (3)0.7871 (3)0.0312 (8)
H420.60380.14780.77350.037*
O80.7534 (4)0.1792 (3)0.7687 (3)0.0751 (16)
C310.4071 (4)0.0513 (3)0.6229 (3)0.0317 (8)
H31A0.34780.07950.57270.038*
H31B0.43290.09580.64750.038*
O70.6661 (4)0.0731 (5)0.7615 (4)0.0877 (19)
O90.6895 (7)0.1313 (5)0.6492 (4)0.105 (2)
O120.1699 (6)0.3437 (5)0.0432 (3)0.101 (2)
C630.0299 (4)0.4276 (3)0.9409 (3)0.0372 (10)
H63A0.09110.47480.97810.045*
H63B0.02320.40690.96750.045*
C320.5024 (4)0.0098 (3)0.6060 (3)0.0412 (10)
H32A0.52960.02250.57290.062*
H32B0.56130.03840.65540.062*
H32C0.47650.05220.57900.062*
O130.3258 (5)0.2876 (5)0.0733 (3)0.0926 (19)
C280.0253 (4)0.1569 (3)0.1985 (3)0.0385 (10)
H28A0.05100.16510.23120.046*
H28B0.02440.19880.16370.046*
C590.8007 (4)0.6235 (3)0.8398 (3)0.0448 (11)
H59A0.86620.64730.88640.067*
H59B0.79440.66590.80660.067*
H59C0.80610.57320.81050.067*
C600.7063 (5)0.8204 (3)0.9519 (3)0.0476 (13)
H60A0.69660.81201.00250.057*
H60B0.63660.82300.91570.057*
C650.1473 (5)0.1242 (3)0.9075 (4)0.0483 (12)
H65A0.12000.10290.86790.072*
H65B0.22670.11040.88550.072*
H65C0.12800.09780.95310.072*
C640.0253 (5)0.4606 (4)0.8692 (3)0.0523 (14)
H64A0.09270.41670.83620.078*
H64B0.02400.47480.83930.078*
H64C0.04260.51130.88630.078*
C290.0738 (5)0.0671 (4)0.1483 (3)0.0512 (13)
H29A0.03470.06160.11160.077*
H29B0.15110.05700.11890.077*
H29C0.06650.02550.18220.077*
C610.7981 (6)0.9050 (3)0.9641 (4)0.0630 (19)
H61A0.80410.91490.91350.095*
H61B0.86750.90120.99820.095*
H61C0.78020.95190.98850.095*
C670.6052 (6)0.3245 (6)0.5564 (5)0.071 (2)
H67A0.52950.31040.55690.086*
H67B0.61100.36020.51670.086*
C660.5106 (9)0.0302 (8)0.9036 (5)0.099 (3)
H66A0.47600.01220.91470.149*
H66B0.58910.00840.93240.149*
H66C0.47910.08240.91990.149*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Br20.0388 (2)0.0231 (2)0.0288 (2)0.01534 (16)0.01248 (16)0.00771 (15)
Br10.0478 (3)0.0309 (2)0.0653 (3)0.0051 (2)0.0410 (2)0.0016 (2)
Co10.0244 (3)0.0153 (3)0.0178 (3)0.0071 (2)0.0103 (2)0.0052 (2)
Cl20.0767 (8)0.0488 (6)0.0255 (5)0.0428 (6)0.0223 (5)0.0138 (4)
Cl10.0394 (5)0.0312 (5)0.0589 (7)0.0082 (4)0.0110 (5)0.0200 (5)
Cl30.0624 (8)0.0423 (7)0.1186 (14)0.0161 (6)0.0473 (9)0.0132 (8)
Cl40.0805 (11)0.0738 (12)0.0841 (12)0.0232 (9)0.0309 (9)0.0007 (9)
O10.0294 (12)0.0192 (12)0.0251 (12)0.0039 (10)0.0162 (10)0.0042 (10)
O20.0328 (13)0.0213 (12)0.0209 (11)0.0130 (10)0.0093 (10)0.0055 (10)
O30.0326 (13)0.0211 (12)0.0226 (12)0.0141 (10)0.0124 (10)0.0071 (10)
O40.0399 (14)0.0175 (12)0.0257 (12)0.0111 (11)0.0121 (11)0.0038 (10)
N20.0262 (14)0.0182 (14)0.0189 (13)0.0074 (11)0.0100 (11)0.0073 (11)
N50.0247 (14)0.0172 (14)0.0226 (14)0.0061 (11)0.0108 (11)0.0055 (11)
N40.0263 (14)0.0197 (14)0.0193 (13)0.0055 (11)0.0108 (11)0.0085 (11)
N10.0282 (14)0.0180 (14)0.0236 (14)0.0106 (12)0.0124 (12)0.0068 (11)
N60.0286 (15)0.0214 (15)0.0226 (14)0.0094 (12)0.0106 (12)0.0071 (12)
N30.0259 (14)0.0175 (14)0.0248 (14)0.0078 (11)0.0141 (11)0.0075 (11)
O140.092 (3)0.059 (2)0.0264 (16)0.054 (2)0.0106 (17)0.0059 (15)
N80.0328 (16)0.0295 (17)0.0262 (15)0.0172 (14)0.0113 (13)0.0069 (13)
O100.0456 (18)0.0279 (16)0.079 (3)0.0128 (14)0.0318 (18)0.0221 (17)
N100.0433 (19)0.0249 (17)0.0421 (19)0.0152 (15)0.0255 (16)0.0067 (14)
C70.0283 (16)0.0154 (16)0.0208 (15)0.0092 (13)0.0106 (13)0.0074 (12)
C140.0242 (16)0.0127 (15)0.0244 (16)0.0032 (12)0.0099 (13)0.0042 (12)
C390.0269 (16)0.0151 (15)0.0252 (16)0.0085 (13)0.0115 (13)0.0061 (13)
C50.0285 (17)0.0194 (16)0.0193 (15)0.0106 (14)0.0086 (13)0.0074 (13)
C80.0261 (16)0.0165 (16)0.0235 (16)0.0103 (13)0.0103 (13)0.0095 (13)
N70.053 (2)0.042 (2)0.0247 (16)0.0293 (18)0.0141 (15)0.0116 (15)
C580.0336 (18)0.0186 (17)0.0188 (15)0.0107 (14)0.0106 (13)0.0052 (13)
C460.0316 (18)0.0192 (16)0.0180 (15)0.0109 (14)0.0065 (13)0.0080 (12)
C130.0238 (15)0.0166 (16)0.0233 (15)0.0090 (13)0.0111 (13)0.0098 (13)
C210.0267 (16)0.0170 (16)0.0225 (16)0.0070 (13)0.0088 (13)0.0061 (13)
C60.0309 (17)0.0185 (16)0.0213 (15)0.0119 (14)0.0114 (13)0.0049 (13)
C260.0268 (16)0.0123 (14)0.0229 (16)0.0062 (13)0.0111 (13)0.0073 (12)
O50.081 (3)0.036 (2)0.087 (3)0.0007 (19)0.067 (3)0.0036 (19)
C470.0333 (18)0.0189 (17)0.0213 (16)0.0115 (15)0.0057 (14)0.0083 (13)
N90.047 (2)0.0224 (18)0.053 (2)0.0060 (16)0.0134 (18)0.0168 (16)
C150.0257 (16)0.0155 (15)0.0209 (16)0.0051 (13)0.0093 (13)0.0055 (12)
C540.041 (2)0.0213 (17)0.0255 (17)0.0164 (16)0.0141 (15)0.0070 (14)
C370.0300 (17)0.0217 (17)0.0199 (16)0.0037 (14)0.0118 (14)0.0045 (13)
C530.0365 (19)0.0163 (16)0.0182 (15)0.0126 (14)0.0080 (14)0.0087 (12)
C450.0255 (16)0.0192 (16)0.0250 (17)0.0086 (13)0.0103 (13)0.0078 (13)
C240.0280 (17)0.0209 (17)0.0249 (17)0.0076 (14)0.0114 (14)0.0085 (13)
C230.0284 (17)0.0183 (16)0.0256 (17)0.0066 (14)0.0087 (14)0.0046 (13)
C190.039 (2)0.0218 (17)0.0236 (17)0.0148 (15)0.0130 (15)0.0066 (14)
C400.0255 (16)0.0194 (16)0.0227 (16)0.0069 (13)0.0099 (13)0.0060 (13)
C40.0348 (19)0.0183 (17)0.0216 (16)0.0109 (14)0.0098 (14)0.0063 (13)
C570.0339 (18)0.0174 (16)0.0219 (15)0.0128 (14)0.0134 (14)0.0086 (13)
C520.0364 (19)0.0198 (17)0.0197 (16)0.0116 (15)0.0077 (14)0.0102 (13)
C250.0281 (17)0.0192 (16)0.0232 (16)0.0078 (14)0.0118 (13)0.0071 (13)
C380.0299 (17)0.0201 (16)0.0193 (15)0.0069 (14)0.0118 (13)0.0042 (13)
C330.0299 (17)0.0207 (17)0.0239 (17)0.0069 (14)0.0136 (14)0.0081 (13)
C200.0301 (17)0.0133 (15)0.0279 (17)0.0085 (13)0.0125 (14)0.0058 (13)
C10.0304 (18)0.0209 (18)0.0326 (19)0.0063 (15)0.0153 (15)0.0033 (15)
O60.117 (4)0.112 (4)0.043 (2)0.093 (4)0.033 (2)0.030 (2)
C550.040 (2)0.0241 (18)0.0223 (16)0.0167 (16)0.0164 (15)0.0071 (14)
C170.0310 (18)0.0171 (16)0.0267 (17)0.0090 (14)0.0094 (14)0.0056 (13)
C90.0328 (18)0.0210 (17)0.0300 (18)0.0118 (15)0.0160 (15)0.0101 (14)
C220.0301 (17)0.0196 (16)0.0254 (17)0.0129 (14)0.0126 (14)0.0064 (13)
C560.0356 (19)0.0210 (17)0.0216 (16)0.0124 (15)0.0134 (14)0.0068 (13)
C360.037 (2)0.0268 (19)0.0211 (17)0.0082 (16)0.0112 (15)0.0027 (14)
C180.0364 (19)0.0222 (18)0.0232 (17)0.0100 (15)0.0106 (15)0.0055 (14)
C480.0349 (19)0.0238 (19)0.0275 (18)0.0109 (16)0.0097 (15)0.0115 (15)
C160.0280 (17)0.0189 (16)0.0243 (16)0.0077 (14)0.0114 (14)0.0053 (13)
C20.034 (2)0.024 (2)0.039 (2)0.0025 (16)0.0168 (17)0.0056 (16)
C30.038 (2)0.0184 (17)0.0296 (18)0.0028 (15)0.0090 (16)0.0042 (14)
C270.036 (2)0.029 (2)0.0265 (18)0.0157 (16)0.0098 (15)0.0083 (15)
C440.0349 (19)0.030 (2)0.0243 (17)0.0173 (16)0.0054 (15)0.0076 (15)
C620.0350 (19)0.0215 (18)0.0298 (18)0.0111 (15)0.0163 (15)0.0089 (14)
C410.0309 (18)0.0218 (17)0.0254 (17)0.0116 (14)0.0115 (14)0.0073 (14)
C100.0317 (18)0.0271 (19)0.038 (2)0.0132 (16)0.0226 (16)0.0132 (16)
C120.0301 (18)0.0173 (16)0.0311 (18)0.0081 (14)0.0136 (14)0.0094 (14)
C490.040 (2)0.026 (2)0.037 (2)0.0116 (17)0.0148 (17)0.0175 (16)
C340.0306 (18)0.031 (2)0.0265 (18)0.0094 (16)0.0114 (15)0.0131 (15)
C500.042 (2)0.0210 (19)0.034 (2)0.0079 (17)0.0070 (17)0.0152 (16)
O110.116 (4)0.054 (3)0.048 (2)0.055 (3)0.013 (2)0.0075 (19)
C350.036 (2)0.033 (2)0.0191 (16)0.0074 (16)0.0066 (14)0.0080 (15)
C300.037 (2)0.035 (2)0.0253 (18)0.0213 (17)0.0135 (15)0.0130 (16)
C510.042 (2)0.0175 (17)0.0269 (18)0.0103 (16)0.0050 (16)0.0054 (14)
C110.0294 (18)0.0245 (19)0.0357 (19)0.0082 (15)0.0186 (15)0.0143 (15)
C430.039 (2)0.030 (2)0.031 (2)0.0199 (17)0.0094 (16)0.0119 (16)
C420.038 (2)0.0246 (19)0.036 (2)0.0160 (16)0.0151 (17)0.0064 (16)
O80.051 (2)0.051 (3)0.105 (4)0.002 (2)0.006 (2)0.051 (3)
C310.036 (2)0.032 (2)0.034 (2)0.0205 (17)0.0134 (16)0.0062 (16)
O70.054 (3)0.133 (5)0.114 (4)0.044 (3)0.055 (3)0.069 (4)
O90.138 (6)0.089 (4)0.067 (3)0.048 (4)0.003 (4)0.000 (3)
O120.132 (5)0.097 (5)0.050 (3)0.004 (4)0.025 (3)0.025 (3)
C630.047 (2)0.032 (2)0.045 (2)0.0201 (19)0.028 (2)0.0056 (18)
C320.040 (2)0.045 (3)0.042 (2)0.015 (2)0.0201 (19)0.004 (2)
O130.102 (4)0.173 (6)0.046 (2)0.099 (4)0.032 (2)0.034 (3)
C280.048 (2)0.039 (2)0.033 (2)0.018 (2)0.0141 (18)0.0095 (18)
C590.047 (3)0.032 (2)0.063 (3)0.013 (2)0.025 (2)0.022 (2)
C600.064 (3)0.019 (2)0.047 (3)0.008 (2)0.004 (2)0.0118 (18)
C650.057 (3)0.035 (3)0.063 (3)0.012 (2)0.034 (3)0.016 (2)
C640.071 (3)0.053 (3)0.044 (3)0.040 (3)0.020 (2)0.001 (2)
C290.056 (3)0.054 (3)0.040 (3)0.017 (3)0.014 (2)0.005 (2)
C610.085 (4)0.022 (2)0.058 (3)0.001 (3)0.001 (3)0.013 (2)
C670.066 (4)0.103 (6)0.085 (5)0.049 (4)0.050 (4)0.057 (4)
C660.117 (6)0.132 (7)0.074 (5)0.077 (6)0.034 (4)0.026 (5)
Geometric parameters (Å, º) top
Br2—C331.894 (4)C46—C451.491 (5)
Br1—C11.892 (4)C13—C121.403 (5)
Co1—O12.064 (3)C21—C261.412 (5)
Co1—O22.047 (3)C21—C221.376 (5)
Co1—N22.042 (3)C26—C251.426 (5)
Co1—N52.044 (3)O5—C651.392 (6)
Co1—N42.208 (3)C47—C521.410 (6)
Co1—N12.188 (3)C47—C481.407 (6)
Cl2—O141.442 (3)N9—C501.374 (5)
Cl2—O111.411 (4)N9—C601.445 (7)
Cl2—O121.381 (6)C15—C201.413 (5)
Cl2—O131.435 (5)C15—C161.418 (5)
Cl1—O101.418 (4)C54—C531.358 (6)
Cl1—O81.452 (4)C54—C551.409 (6)
Cl1—O71.428 (6)C37—C381.467 (6)
Cl1—O91.386 (6)C37—C361.389 (5)
Cl3—C671.773 (9)C45—C401.409 (5)
Cl4—C671.743 (9)C45—C441.401 (5)
O1—C71.269 (5)C24—C231.437 (5)
O2—C391.271 (5)C24—C251.366 (6)
O3—C211.363 (4)C24—C301.501 (5)
O3—C201.359 (5)C23—C221.412 (5)
O4—C531.366 (5)C19—C201.382 (5)
O4—C521.361 (5)C19—C181.389 (6)
N2—N31.366 (4)C40—C411.392 (5)
N2—C61.288 (5)C4—C31.389 (6)
N5—N61.370 (5)C57—C561.352 (5)
N5—C381.288 (5)C52—C511.387 (5)
N4—C371.370 (5)C33—C341.392 (5)
N4—C331.322 (5)C1—C21.393 (6)
N1—C51.362 (5)O6—C661.395 (10)
N1—C11.318 (5)C55—C561.447 (5)
N6—C391.339 (5)C17—C181.437 (6)
N3—C71.347 (5)C17—C161.367 (5)
N8—C231.342 (5)C17—C271.503 (5)
N8—C311.456 (5)C9—C101.387 (5)
N10—C551.326 (6)C56—C621.503 (5)
N10—C631.460 (5)C36—C351.392 (6)
C7—C81.486 (5)C48—C491.378 (6)
C14—C131.494 (5)C2—C31.384 (6)
C14—C261.407 (5)C44—C431.387 (6)
C14—C151.414 (5)C41—C421.384 (6)
C39—C401.489 (5)C10—C111.391 (6)
C5—C61.453 (5)C12—C111.387 (6)
C5—C41.390 (5)C49—C501.426 (7)
C8—C131.407 (5)C49—C591.491 (7)
C8—C91.392 (5)C34—C351.388 (6)
N7—C181.361 (5)C50—C511.384 (7)
N7—C281.465 (6)C43—C421.394 (6)
C58—C461.389 (5)C31—C321.518 (7)
C58—C531.421 (5)C63—C641.502 (8)
C58—C571.434 (5)C28—C291.505 (7)
C46—C471.427 (5)C60—C611.526 (7)
O1—Co1—N492.23 (11)C48—C47—C52117.0 (4)
O1—Co1—N1151.55 (11)C50—N9—C60123.1 (5)
O2—Co1—O198.93 (11)C14—C15—C16124.7 (3)
O2—Co1—N4148.65 (12)C20—C15—C14119.4 (3)
O2—Co1—N185.63 (11)C20—C15—C16115.9 (3)
N2—Co1—O175.66 (11)C53—C54—C55120.1 (4)
N2—Co1—O296.19 (11)N4—C37—C38116.0 (3)
N2—Co1—N5159.47 (13)N4—C37—C36122.2 (4)
N2—Co1—N4114.99 (12)C36—C37—C38121.9 (4)
N2—Co1—N175.94 (12)O4—C53—C58120.2 (4)
N5—Co1—O187.08 (12)C54—C53—O4116.2 (3)
N5—Co1—O275.30 (12)C54—C53—C58123.5 (4)
N5—Co1—N476.13 (12)C40—C45—C46124.4 (3)
N5—Co1—N1121.05 (12)C44—C45—C46116.4 (3)
N1—Co1—N498.30 (11)C44—C45—C40119.2 (4)
O11—Cl2—O14110.2 (2)C23—C24—C30118.4 (3)
O11—Cl2—O13107.5 (4)C25—C24—C23119.5 (3)
O12—Cl2—O14112.8 (3)C25—C24—C30122.1 (4)
O12—Cl2—O11109.5 (4)N8—C23—C24119.5 (3)
O12—Cl2—O13107.6 (5)N8—C23—C22121.3 (4)
O13—Cl2—O14109.1 (3)C22—C23—C24119.2 (4)
O10—Cl1—O8108.4 (2)C20—C19—C18119.1 (4)
O10—Cl1—O7109.8 (3)C45—C40—C39118.8 (3)
O7—Cl1—O8107.0 (4)C41—C40—C39121.6 (3)
O9—Cl1—O10112.1 (4)C41—C40—C45119.6 (3)
O9—Cl1—O8111.4 (4)C3—C4—C5119.4 (4)
O9—Cl1—O7107.9 (4)C56—C57—C58122.9 (3)
C7—O1—Co1111.8 (2)O4—C52—C47121.8 (3)
C39—O2—Co1112.3 (2)O4—C52—C51115.5 (4)
C20—O3—C21120.4 (3)C51—C52—C47122.7 (4)
C52—O4—C53120.3 (3)C24—C25—C26122.7 (3)
N3—N2—Co1118.6 (2)N5—C38—C37115.6 (3)
C6—N2—Co1120.2 (3)N4—C33—Br2116.7 (3)
C6—N2—N3120.6 (3)N4—C33—C34125.7 (4)
N6—N5—Co1118.3 (2)C34—C33—Br2117.5 (3)
C38—N5—Co1119.4 (3)O3—C20—C15120.9 (3)
C38—N5—N6121.4 (3)O3—C20—C19115.7 (3)
C37—N4—Co1110.1 (2)C19—C20—C15123.3 (4)
C33—N4—Co1131.5 (3)N1—C1—Br1116.5 (3)
C33—N4—C37116.5 (3)N1—C1—C2125.6 (4)
C5—N1—Co1112.1 (2)C2—C1—Br1117.9 (3)
C1—N1—Co1130.6 (3)N10—C55—C54122.4 (4)
C1—N1—C5117.2 (3)N10—C55—C56119.2 (4)
C39—N6—N5107.0 (3)C54—C55—C56118.4 (4)
C7—N3—N2107.5 (3)C18—C17—C27119.6 (3)
C23—N8—C31125.3 (3)C16—C17—C18119.3 (4)
C55—N10—C63124.4 (4)C16—C17—C27121.1 (4)
O1—C7—N3125.9 (3)C10—C9—C8121.1 (4)
O1—C7—C8118.2 (3)C21—C22—C23119.0 (3)
N3—C7—C8115.8 (3)C57—C56—C55119.8 (4)
C26—C14—C13121.5 (3)C57—C56—C62122.5 (3)
C26—C14—C15118.8 (3)C55—C56—C62117.7 (4)
C15—C14—C13119.4 (3)C37—C36—C35119.2 (4)
O2—C39—N6125.8 (3)N7—C18—C19121.3 (4)
O2—C39—C40116.6 (3)N7—C18—C17119.0 (4)
N6—C39—C40117.7 (3)C19—C18—C17119.7 (3)
N1—C5—C6115.9 (3)C49—C48—C47122.0 (4)
N1—C5—C4121.6 (3)C17—C16—C15122.6 (4)
C4—C5—C6122.5 (3)C3—C2—C1116.6 (4)
C13—C8—C7120.5 (3)C2—C3—C4119.5 (4)
C9—C8—C7119.7 (3)C43—C44—C45120.5 (4)
C9—C8—C13119.7 (3)C42—C41—C40120.7 (4)
C18—N7—C28124.7 (4)C9—C10—C11119.5 (4)
C46—C58—C53120.0 (3)C11—C12—C13120.9 (4)
C46—C58—C57124.6 (3)C48—C49—C50118.9 (4)
C53—C58—C57115.3 (3)C48—C49—C59121.4 (4)
C58—C46—C47119.2 (4)C50—C49—C59119.7 (4)
C58—C46—C45121.4 (3)C35—C34—C33117.0 (4)
C47—C46—C45119.1 (3)N9—C50—C49119.1 (4)
C8—C13—C14124.8 (3)N9—C50—C51120.3 (4)
C12—C13—C14116.4 (3)C51—C50—C49120.6 (4)
C12—C13—C8118.7 (3)C34—C35—C36119.3 (4)
O3—C21—C26121.2 (3)C50—C51—C52118.8 (4)
O3—C21—C22115.1 (3)C12—C11—C10120.2 (4)
C22—C21—C26123.7 (3)C44—C43—C42120.0 (4)
N2—C6—C5115.6 (3)C41—C42—C43120.0 (4)
C14—C26—C21119.2 (3)N8—C31—C32113.3 (4)
C14—C26—C25124.9 (3)N10—C63—C64112.4 (4)
C21—C26—C25115.8 (3)N7—C28—C29112.5 (4)
C52—C47—C46118.3 (4)N9—C60—C61109.7 (6)
C48—C47—C46124.7 (4)Cl4—C67—Cl3112.0 (4)
Br2—C33—C34—C35175.3 (3)C47—C48—C49—C502.2 (6)
Br1—C1—C2—C3175.2 (3)C47—C48—C49—C59177.5 (4)
Co1—O1—C7—N38.0 (5)N9—C50—C51—C52179.7 (4)
Co1—O1—C7—C8169.0 (2)C15—C14—C13—C880.1 (4)
Co1—O2—C39—N68.9 (5)C15—C14—C13—C1296.5 (4)
Co1—O2—C39—C40171.4 (2)C15—C14—C26—C210.3 (5)
Co1—N2—N3—C73.2 (4)C15—C14—C26—C25178.9 (3)
Co1—N2—C6—C56.0 (4)C54—C55—C56—C572.7 (5)
Co1—N5—N6—C398.4 (4)C54—C55—C56—C62178.1 (3)
Co1—N5—C38—C3710.3 (4)C37—N4—C33—Br2175.0 (3)
Co1—N4—C37—C3814.3 (4)C37—N4—C33—C343.2 (5)
Co1—N4—C37—C36165.6 (3)C37—C36—C35—C342.0 (6)
Co1—N4—C33—Br222.2 (4)C53—O4—C52—C471.1 (5)
Co1—N4—C33—C34159.5 (3)C53—O4—C52—C51177.7 (3)
Co1—N1—C5—C61.8 (4)C53—C58—C46—C473.3 (5)
Co1—N1—C5—C4176.8 (3)C53—C58—C46—C45176.5 (3)
Co1—N1—C1—Br10.7 (5)C53—C58—C57—C560.5 (5)
Co1—N1—C1—C2178.3 (3)C53—C54—C55—N10179.7 (4)
O1—C7—C8—C1310.5 (5)C53—C54—C55—C561.4 (5)
O1—C7—C8—C9172.3 (3)C45—C46—C47—C52172.9 (3)
O2—C39—C40—C450.8 (5)C45—C46—C47—C489.5 (5)
O2—C39—C40—C41179.5 (3)C45—C40—C41—C420.8 (6)
O3—C21—C26—C141.3 (5)C45—C44—C43—C421.1 (7)
O3—C21—C26—C25178.1 (3)C24—C23—C22—C212.2 (5)
O3—C21—C22—C23179.9 (3)C23—N8—C31—C3283.4 (5)
O4—C52—C51—C50176.5 (3)C23—C24—C25—C261.3 (6)
N2—N3—C7—O13.5 (5)C40—C45—C44—C430.4 (6)
N2—N3—C7—C8173.6 (3)C40—C41—C42—C430.1 (6)
N5—N6—C39—O20.6 (5)C4—C5—C6—N2179.0 (3)
N5—N6—C39—C40179.7 (3)C57—C58—C46—C47179.3 (3)
N4—C37—C38—N54.0 (5)C57—C58—C46—C457.5 (5)
N4—C37—C36—C351.7 (6)C57—C58—C53—O4177.5 (3)
N4—C33—C34—C352.9 (6)C57—C58—C53—C541.9 (5)
N1—C5—C6—N22.4 (5)C52—O4—C53—C585.1 (5)
N1—C5—C4—C32.2 (6)C52—O4—C53—C54175.5 (3)
N1—C1—C2—C32.3 (7)C52—C47—C48—C490.4 (5)
N6—N5—C38—C37179.1 (3)C25—C24—C23—N8175.5 (4)
N6—C39—C40—C45178.9 (3)C25—C24—C23—C223.5 (5)
N6—C39—C40—C410.8 (5)C38—N5—N6—C39177.3 (3)
N3—N2—C6—C5176.6 (3)C38—C37—C36—C35178.1 (4)
N3—C7—C8—C13166.8 (3)C33—N4—C37—C38179.3 (3)
N3—C7—C8—C910.4 (5)C33—N4—C37—C360.8 (5)
N8—C23—C22—C21176.8 (4)C33—C34—C35—C360.1 (6)
N10—C55—C56—C57178.9 (4)C20—O3—C21—C260.8 (5)
N10—C55—C56—C620.3 (5)C20—O3—C21—C22177.7 (3)
C7—C8—C13—C148.1 (5)C20—C15—C16—C171.7 (5)
C7—C8—C13—C12175.4 (3)C20—C19—C18—N7174.9 (4)
C7—C8—C9—C10176.5 (3)C20—C19—C18—C173.1 (6)
C14—C13—C12—C11175.0 (3)C1—N1—C5—C6178.0 (3)
C14—C26—C25—C24178.6 (3)C1—N1—C5—C40.5 (5)
C14—C15—C20—O31.5 (5)C1—C2—C3—C40.6 (6)
C14—C15—C20—C19177.1 (3)C55—N10—C63—C6480.8 (6)
C14—C15—C16—C17176.7 (3)C55—C54—C53—O4178.5 (3)
C39—C40—C41—C42178.9 (4)C55—C54—C53—C581.0 (6)
C5—N1—C1—Br1174.7 (3)C9—C8—C13—C14174.7 (3)
C5—N1—C1—C22.8 (6)C9—C8—C13—C121.8 (5)
C5—C4—C3—C22.7 (6)C9—C10—C11—C120.6 (6)
C8—C13—C12—C111.8 (5)C22—C21—C26—C14177.1 (3)
C8—C9—C10—C110.6 (6)C22—C21—C26—C253.5 (5)
C58—C46—C47—C520.5 (5)C36—C37—C38—N5175.9 (4)
C58—C46—C47—C48177.1 (4)C18—N7—C28—C2993.5 (6)
C58—C46—C45—C4092.8 (5)C18—C19—C20—O3177.7 (3)
C58—C46—C45—C4487.3 (4)C18—C19—C20—C151.0 (6)
C58—C57—C56—C551.7 (6)C18—C17—C16—C150.3 (6)
C58—C57—C56—C62179.1 (3)C48—C47—C52—O4176.1 (3)
C46—C58—C53—O46.2 (5)C48—C47—C52—C512.7 (5)
C46—C58—C53—C54174.4 (3)C48—C49—C50—N9178.1 (4)
C46—C58—C57—C56175.6 (4)C48—C49—C50—C512.6 (6)
C46—C47—C52—O41.7 (5)C16—C15—C20—O3180.0 (3)
C46—C47—C52—C51179.5 (3)C16—C15—C20—C191.4 (5)
C46—C47—C48—C49178.0 (4)C16—C17—C18—N7175.2 (4)
C46—C45—C40—C390.7 (5)C16—C17—C18—C192.8 (6)
C46—C45—C40—C41179.6 (3)C27—C17—C18—N73.6 (6)
C46—C45—C44—C43179.5 (4)C27—C17—C18—C19178.4 (4)
C13—C14—C26—C21173.4 (3)C27—C17—C16—C15179.1 (3)
C13—C14—C26—C257.3 (5)C44—C45—C40—C39179.2 (3)
C13—C14—C15—C20174.9 (3)C44—C45—C40—C410.5 (5)
C13—C14—C15—C166.8 (5)C44—C43—C42—C410.8 (7)
C13—C8—C9—C100.7 (6)C49—C50—C51—C520.4 (6)
C13—C12—C11—C100.6 (6)C50—N9—C60—C61178.7 (4)
C21—O3—C20—C150.6 (5)C30—C24—C23—N84.2 (5)
C21—O3—C20—C19178.1 (3)C30—C24—C23—C22176.7 (3)
C21—C26—C25—C242.1 (5)C30—C24—C25—C26179.0 (3)
C6—N2—N3—C7174.0 (3)C31—N8—C23—C24176.9 (4)
C6—C5—C4—C3179.4 (4)C31—N8—C23—C222.2 (6)
C26—C14—C13—C8106.2 (4)C63—N10—C55—C548.0 (7)
C26—C14—C13—C1277.2 (4)C63—N10—C55—C56173.7 (4)
C26—C14—C15—C201.0 (5)C28—N7—C18—C197.1 (7)
C26—C14—C15—C16179.4 (3)C28—N7—C18—C17170.9 (4)
C26—C21—C22—C231.4 (6)C59—C49—C50—N92.2 (6)
C47—C46—C45—C4094.0 (4)C59—C49—C50—C51177.1 (4)
C47—C46—C45—C4485.9 (4)C60—N9—C50—C49174.6 (4)
C47—C52—C51—C502.3 (6)C60—N9—C50—C514.6 (7)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N8—H8···O60.862.142.913 (5)150
N10—H10···O50.862.082.877 (5)153
N7—H7···O140.862.332.951 (5)129
C6—H6···O14i0.932.543.373 (5)149
O5—H5···O11ii0.822.393.098 (8)145
O5—H5···O12ii0.822.503.277 (9)158
C19—H19···O10iii0.932.583.509 (6)179
C4—H4···O13i0.932.493.323 (6)150
O6—H6A···O70.822.302.919 (7)133
C2—H2···O8iv0.932.413.107 (6)132
C44—H44···O13v0.932.503.239 (6)137
C12—H12···O3vi0.932.543.438 (5)162
C28—H28A···O8iii0.972.543.382 (7)146
C67—H67A···N60.972.363.281 (7)159
Symmetry codes: (i) x, y+1, z+1; (ii) x, y, z+1; (iii) x+1, y, z+1; (iv) x, y+1, z; (v) x+1, y, z+1; (vi) x, y, z+1.
Bis{N-[(6-bromopyridin-2-yl)methylidene]-2-[6-ethylamino-3-(ethyliminiumyl)-2,7-dimethyl-3H-xanthen-9-yl]benzene-1-carbohydrazonate}cobalt(II) bis(tetrafluoridoborate)–dichloromethane–methanol (1/1/2) (2) top
Crystal data top
[Co(C32H30BrN5O2)2](BF4)2·CH2Cl2·2CH4OZ = 2
Mr = 1574.60F(000) = 1606
Triclinic, P1Dx = 1.515 Mg m3
a = 13.1820 (3) ÅCu Kα radiation, λ = 1.54184 Å
b = 16.2426 (3) ÅCell parameters from 12867 reflections
c = 17.7898 (3) Åθ = 4.3–76.0°
α = 95.8495 (14)°µ = 4.70 mm1
β = 107.3297 (16)°T = 100 K
γ = 104.7128 (16)°Block, clear orange
V = 3451.18 (11) Å30.3 × 0.2 × 0.2 mm
Data collection top
Rigaku OD SuperNova Dual source
diffractometer with an AtlasS2 detector
13070 independent reflections
Radiation source: micro-focus sealed X-ray tube, SuperNova (Cu) X-ray Source11725 reflections with I > 2σ(I)
Mirror monochromatorRint = 0.032
Detector resolution: 5.2137 pixels mm-1θmax = 70.0°, θmin = 3.5°
ω scansh = 1616
Absorption correction: multi-scan
(CrysAlis PRO; Rigaku OD, 2017)
k = 1919
Tmin = 0.607, Tmax = 1.000l = 2115
24331 measured reflections
Refinement top
Refinement on F20 restraints
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.049H-atom parameters constrained
wR(F2) = 0.137 w = 1/[σ2(Fo2) + (0.0767P)2 + 4.2094P]
where P = (Fo2 + 2Fc2)/3
S = 1.03(Δ/σ)max = 0.001
13070 reflectionsΔρmax = 1.43 e Å3
923 parametersΔρmin = 1.16 e Å3
Special details top

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

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
Co10.73545 (4)0.58067 (3)0.37985 (3)0.01313 (11)
Br10.48426 (3)0.45907 (3)0.40664 (3)0.03829 (12)
Br20.85935 (3)0.42392 (2)0.48070 (2)0.02339 (9)
N10.6343 (2)0.44558 (16)0.33073 (15)0.0168 (5)
N20.8155 (2)0.53433 (16)0.31085 (15)0.0153 (5)
N30.9064 (2)0.59119 (16)0.30256 (15)0.0166 (5)
N40.7953 (2)0.57032 (16)0.50743 (15)0.0161 (5)
N50.6786 (2)0.66609 (16)0.43614 (15)0.0155 (5)
N60.6139 (2)0.70897 (16)0.38973 (15)0.0173 (5)
N71.0850 (2)0.82666 (19)0.74955 (16)0.0249 (6)
H71.14240.80750.76900.030*
N80.6301 (2)1.01007 (18)0.32443 (17)0.0228 (5)
H80.60471.01120.27300.027*
N90.2679 (3)0.25194 (19)0.08203 (19)0.0338 (7)
H90.20530.24120.09280.041*
N100.9315 (3)0.64350 (19)0.0824 (2)0.0318 (7)
H100.97360.69700.08850.038*
O10.87392 (18)0.68391 (13)0.39508 (13)0.0191 (4)
O20.62230 (18)0.61089 (13)0.28928 (12)0.0190 (4)
O30.86477 (17)0.91361 (14)0.52946 (12)0.0183 (4)
O40.58811 (19)0.45861 (14)0.07600 (13)0.0214 (4)
O51.1013 (3)0.7886 (2)0.0707 (2)0.0549 (9)
H51.09530.77070.02310.082*
O60.4953 (3)1.0432 (3)0.17580 (18)0.0603 (10)
H6A0.43291.03810.18100.090*
Cl10.36095 (14)0.76760 (11)0.46623 (10)0.0779 (4)
Cl20.29729 (11)0.61450 (8)0.34169 (10)0.0656 (4)
B11.2065 (5)0.7122 (3)0.9092 (3)0.0460 (13)
B20.2630 (4)1.1135 (3)0.2669 (3)0.0324 (9)
F11.1762 (9)0.6530 (7)0.9523 (5)0.094 (4)0.561 (17)
F21.3297 (7)0.7245 (9)0.9283 (4)0.068 (3)0.561 (17)
F41.2026 (10)0.7880 (7)0.9469 (4)0.061 (3)0.561 (17)
F1A1.1179 (19)0.6930 (9)0.9397 (10)0.134 (8)0.439 (17)
F2A1.2650 (15)0.6640 (8)0.9285 (6)0.096 (8)0.439 (17)
F4A1.2445 (9)0.7998 (8)0.9261 (9)0.072 (3)0.439 (17)
F31.1547 (3)0.6923 (2)0.82789 (14)0.0566 (8)
F50.3106 (3)1.1425 (2)0.34795 (17)0.0718 (9)
F60.3382 (2)1.0840 (2)0.23837 (18)0.0538 (7)
F70.24318 (19)1.18239 (15)0.23005 (17)0.0469 (6)
F80.16478 (19)1.04844 (14)0.24758 (16)0.0408 (5)
C10.5421 (3)0.3996 (2)0.34021 (19)0.0222 (6)
C20.4842 (3)0.3137 (2)0.3045 (2)0.0273 (7)
H20.42000.28370.31560.033*
C30.5238 (3)0.2738 (2)0.25222 (19)0.0245 (7)
H30.48740.21480.22670.029*
C40.6172 (3)0.3204 (2)0.23702 (18)0.0204 (6)
H40.64340.29460.19920.024*
C50.6718 (2)0.40552 (19)0.27804 (17)0.0165 (6)
C60.7730 (2)0.45778 (19)0.26759 (18)0.0177 (6)
H60.80490.43660.23130.021*
C70.9262 (2)0.66784 (19)0.34841 (17)0.0155 (5)
C81.0149 (2)0.74102 (19)0.34113 (17)0.0161 (6)
C91.0830 (3)0.7251 (2)0.29835 (19)0.0205 (6)
H9A1.07540.66690.27710.025*
C101.1619 (3)0.7923 (2)0.2861 (2)0.0242 (7)
H10A1.20840.78010.25740.029*
C111.1721 (3)0.8775 (2)0.3161 (2)0.0229 (6)
H111.22490.92390.30720.027*
C121.1048 (3)0.8947 (2)0.35911 (19)0.0195 (6)
H121.11190.95320.37900.023*
C131.0272 (2)0.82761 (19)0.37357 (17)0.0152 (5)
C140.9654 (2)0.85261 (18)0.42578 (18)0.0155 (6)
C150.8784 (2)0.88856 (18)0.39709 (18)0.0160 (6)
C160.8314 (2)0.89565 (19)0.31525 (18)0.0181 (6)
H160.85920.87350.27660.022*
C170.7485 (2)0.93274 (19)0.29041 (18)0.0185 (6)
C180.7067 (2)0.96827 (19)0.34835 (19)0.0190 (6)
C190.7476 (3)0.9589 (2)0.42864 (19)0.0195 (6)
H190.71830.97930.46710.023*
C200.8302 (2)0.92008 (18)0.45077 (17)0.0161 (6)
C210.9497 (2)0.87930 (18)0.55859 (18)0.0165 (6)
C220.9763 (3)0.8749 (2)0.63867 (19)0.0197 (6)
H220.93840.89650.67020.024*
C231.0602 (3)0.8380 (2)0.67307 (18)0.0199 (6)
C241.1198 (2)0.80925 (19)0.62430 (19)0.0184 (6)
C251.0904 (2)0.81530 (19)0.54580 (18)0.0176 (6)
H251.12980.79580.51440.021*
C261.0028 (2)0.84963 (18)0.50824 (18)0.0162 (6)
C270.6992 (3)0.9388 (2)0.20430 (19)0.0247 (7)
H27A0.61940.90740.18450.037*
H27B0.73620.91310.17210.037*
H27C0.70970.99980.20000.037*
C280.5860 (3)1.0536 (2)0.3772 (2)0.0274 (7)
H28A0.56231.10100.35340.033*
H28B0.64601.07990.42940.033*
C290.4883 (3)0.9934 (3)0.3916 (2)0.0370 (8)
H29A0.42790.96790.34030.055*
H29B0.46221.02610.42730.055*
H29C0.51160.94710.41650.055*
C301.2107 (3)0.7709 (2)0.66154 (19)0.0237 (6)
H30A1.17910.71750.67850.036*
H30B1.26670.81260.70830.036*
H30C1.24560.75760.62220.036*
C311.0241 (3)0.8437 (2)0.8027 (2)0.0274 (7)
H31A1.02760.80290.84050.033*
H31B0.94490.83270.77030.033*
C321.0702 (3)0.9362 (3)0.8502 (2)0.0417 (10)
H32A1.06590.97680.81300.063*
H32B1.14810.94690.88350.063*
H32C1.02640.94440.88460.063*
C330.8567 (2)0.5230 (2)0.54457 (18)0.0187 (6)
C340.9168 (3)0.5409 (2)0.62615 (19)0.0227 (6)
H340.96210.50660.64900.027*
C350.9084 (3)0.6107 (2)0.67284 (19)0.0248 (7)
H350.94860.62550.72880.030*
C360.8404 (3)0.6590 (2)0.63714 (19)0.0219 (6)
H360.83100.70540.66880.026*
C370.7867 (2)0.63832 (19)0.55459 (18)0.0176 (6)
C380.7173 (2)0.68845 (19)0.51310 (18)0.0180 (6)
H380.70200.73430.54100.022*
C390.5910 (2)0.67350 (18)0.31311 (18)0.0167 (6)
C400.5215 (2)0.70879 (19)0.24975 (18)0.0168 (6)
C410.4829 (3)0.7775 (2)0.26929 (19)0.0207 (6)
H410.50200.80330.32390.025*
C420.4165 (3)0.8085 (2)0.2092 (2)0.0250 (7)
H420.39000.85520.22280.030*
C430.3891 (3)0.7710 (2)0.1291 (2)0.0269 (7)
H430.34390.79230.08810.032*
C440.4273 (3)0.7030 (2)0.1089 (2)0.0238 (6)
H440.40810.67750.05410.029*
C450.4940 (2)0.67149 (19)0.16883 (18)0.0175 (6)
C460.5309 (2)0.59787 (19)0.14141 (17)0.0176 (6)
C470.6287 (2)0.61252 (19)0.12226 (17)0.0175 (6)
C480.7065 (3)0.69576 (19)0.13478 (17)0.0174 (6)
H480.68910.74540.15370.021*
C490.8046 (3)0.7073 (2)0.12085 (18)0.0194 (6)
C500.8330 (3)0.6318 (2)0.09377 (19)0.0223 (6)
C510.7569 (3)0.5487 (2)0.07965 (18)0.0220 (6)
H510.77400.49860.06120.026*
C520.6584 (3)0.54092 (19)0.09271 (17)0.0192 (6)
C530.4918 (3)0.4434 (2)0.09308 (17)0.0199 (6)
C540.4281 (3)0.3575 (2)0.07636 (18)0.0224 (6)
H540.44990.31380.05110.027*
C550.3322 (3)0.3356 (2)0.09668 (19)0.0261 (7)
C560.3003 (3)0.4027 (2)0.1351 (2)0.0262 (7)
C570.3634 (3)0.4871 (2)0.14754 (19)0.0224 (6)
H570.34040.53120.17080.027*
C580.4612 (3)0.5114 (2)0.12723 (18)0.0193 (6)
C590.8856 (3)0.7957 (2)0.13296 (19)0.0213 (6)
H59A0.85170.84040.14480.032*
H59B0.90420.80210.08410.032*
H59C0.95350.80210.17790.032*
C600.9727 (4)0.5729 (3)0.0605 (3)0.0443 (10)
H60A1.02800.59380.03400.053*
H60B0.91020.52550.02170.053*
C611.0244 (5)0.5392 (4)0.1303 (3)0.0655 (15)
H61A1.02920.48160.11260.098*
H61B0.97920.53490.16550.098*
H61C1.09930.57850.15960.098*
C620.1995 (3)0.3777 (3)0.1602 (3)0.0380 (9)
H62A0.19090.42970.18760.057*
H62B0.20830.33680.19660.057*
H62C0.13330.35050.11260.057*
C630.2975 (4)0.1796 (2)0.0496 (2)0.0368 (9)
H63A0.36960.17770.08630.044*
H63B0.30600.18730.00290.044*
C640.2081 (4)0.0951 (3)0.0392 (3)0.0481 (12)
H64A0.13620.09800.00460.072*
H64B0.20320.08580.09170.072*
H64C0.22710.04700.01460.072*
C651.1436 (4)0.8792 (3)0.0891 (3)0.0434 (10)
H65A1.10920.90320.04310.065*
H65B1.22440.89650.10130.065*
H65C1.12660.90140.13580.065*
C660.4824 (7)1.0272 (5)0.0938 (3)0.086 (2)
H66A0.40450.99540.06280.128*
H66B0.53040.99270.08520.128*
H66C0.50321.08250.07640.128*
C670.3882 (5)0.6714 (4)0.4391 (4)0.0669 (16)
H67A0.37940.63390.47870.080*
H67B0.46620.68480.44010.080*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Co10.0130 (2)0.0141 (2)0.0127 (2)0.00330 (17)0.00610 (18)0.00073 (17)
Br10.0334 (2)0.0309 (2)0.0544 (3)0.00025 (15)0.03232 (19)0.00306 (17)
Br20.02712 (17)0.02236 (17)0.02187 (17)0.01075 (13)0.00747 (13)0.00319 (12)
N10.0161 (11)0.0181 (12)0.0155 (11)0.0042 (9)0.0053 (9)0.0027 (9)
N20.0155 (11)0.0147 (11)0.0171 (12)0.0050 (9)0.0074 (9)0.0023 (9)
N30.0168 (12)0.0156 (12)0.0195 (12)0.0040 (9)0.0100 (10)0.0025 (9)
N40.0159 (11)0.0167 (12)0.0156 (12)0.0022 (9)0.0077 (9)0.0018 (9)
N50.0145 (11)0.0155 (11)0.0158 (12)0.0019 (9)0.0069 (9)0.0012 (9)
N60.0173 (12)0.0176 (12)0.0178 (12)0.0063 (10)0.0069 (10)0.0012 (9)
N70.0278 (14)0.0327 (15)0.0182 (13)0.0161 (12)0.0072 (11)0.0054 (11)
N80.0218 (13)0.0271 (14)0.0214 (13)0.0122 (11)0.0061 (11)0.0038 (11)
N90.0386 (17)0.0199 (14)0.0343 (16)0.0003 (12)0.0070 (14)0.0066 (12)
N100.0347 (16)0.0235 (14)0.0468 (18)0.0105 (12)0.0280 (15)0.0011 (13)
O10.0197 (10)0.0170 (10)0.0214 (10)0.0009 (8)0.0134 (9)0.0010 (8)
O20.0222 (10)0.0182 (10)0.0164 (10)0.0081 (8)0.0056 (8)0.0001 (8)
O30.0194 (10)0.0208 (10)0.0166 (10)0.0093 (8)0.0069 (8)0.0008 (8)
O40.0282 (11)0.0158 (10)0.0185 (10)0.0068 (9)0.0070 (9)0.0018 (8)
O50.064 (2)0.0357 (16)0.076 (2)0.0028 (15)0.052 (2)0.0028 (15)
O60.079 (2)0.101 (3)0.0319 (15)0.071 (2)0.0235 (16)0.0196 (17)
Cl10.0729 (9)0.0761 (10)0.0783 (10)0.0187 (8)0.0261 (8)0.0058 (8)
Cl20.0511 (7)0.0456 (6)0.1033 (11)0.0112 (5)0.0362 (7)0.0061 (6)
B10.086 (4)0.047 (3)0.026 (2)0.045 (3)0.026 (2)0.0115 (19)
B20.0269 (19)0.030 (2)0.041 (2)0.0049 (16)0.0136 (17)0.0124 (17)
F10.116 (8)0.093 (7)0.046 (4)0.001 (6)0.006 (4)0.037 (4)
F20.070 (4)0.139 (9)0.031 (3)0.072 (5)0.028 (3)0.028 (4)
F40.086 (6)0.068 (5)0.030 (3)0.057 (5)0.000 (3)0.013 (3)
F1A0.228 (18)0.097 (9)0.122 (11)0.021 (10)0.147 (13)0.015 (8)
F2A0.147 (14)0.076 (9)0.043 (4)0.090 (10)0.040 (6)0.019 (5)
F4A0.057 (6)0.055 (5)0.081 (8)0.004 (4)0.006 (5)0.002 (5)
F30.088 (2)0.0722 (18)0.0287 (12)0.0606 (17)0.0164 (13)0.0105 (12)
F50.088 (2)0.078 (2)0.0362 (15)0.0192 (18)0.0089 (15)0.0032 (14)
F60.0363 (13)0.0726 (18)0.0706 (18)0.0267 (13)0.0294 (13)0.0306 (15)
F70.0320 (12)0.0351 (12)0.0702 (17)0.0040 (9)0.0116 (11)0.0276 (12)
F80.0319 (11)0.0240 (10)0.0717 (16)0.0064 (9)0.0245 (11)0.0154 (10)
C10.0210 (15)0.0239 (16)0.0219 (15)0.0058 (12)0.0085 (12)0.0040 (12)
C20.0209 (15)0.0247 (17)0.0316 (18)0.0011 (13)0.0090 (13)0.0046 (13)
C30.0241 (16)0.0166 (14)0.0227 (15)0.0007 (12)0.0004 (13)0.0007 (12)
C40.0257 (15)0.0188 (14)0.0171 (14)0.0088 (12)0.0058 (12)0.0038 (11)
C50.0184 (14)0.0170 (14)0.0157 (13)0.0071 (11)0.0061 (11)0.0039 (11)
C60.0199 (14)0.0167 (14)0.0195 (14)0.0070 (11)0.0100 (12)0.0025 (11)
C70.0152 (13)0.0182 (14)0.0143 (13)0.0052 (11)0.0063 (11)0.0036 (11)
C80.0144 (13)0.0171 (14)0.0177 (14)0.0046 (11)0.0069 (11)0.0034 (11)
C90.0195 (14)0.0205 (15)0.0254 (16)0.0076 (12)0.0119 (12)0.0048 (12)
C100.0223 (15)0.0272 (16)0.0317 (17)0.0091 (13)0.0190 (14)0.0083 (13)
C110.0194 (14)0.0232 (16)0.0300 (16)0.0036 (12)0.0145 (13)0.0098 (13)
C120.0187 (14)0.0161 (14)0.0241 (15)0.0049 (11)0.0078 (12)0.0039 (11)
C130.0137 (13)0.0175 (14)0.0150 (13)0.0055 (11)0.0049 (11)0.0027 (11)
C140.0140 (13)0.0108 (13)0.0198 (14)0.0001 (10)0.0067 (11)0.0003 (10)
C150.0149 (13)0.0137 (13)0.0188 (14)0.0029 (10)0.0064 (11)0.0012 (11)
C160.0176 (14)0.0185 (14)0.0193 (14)0.0043 (11)0.0088 (11)0.0044 (11)
C170.0175 (14)0.0179 (14)0.0198 (15)0.0038 (11)0.0072 (12)0.0036 (11)
C180.0163 (13)0.0160 (14)0.0229 (15)0.0042 (11)0.0058 (12)0.0007 (11)
C190.0180 (14)0.0187 (14)0.0219 (15)0.0066 (11)0.0074 (12)0.0011 (11)
C200.0155 (13)0.0124 (13)0.0166 (13)0.0015 (10)0.0039 (11)0.0015 (10)
C210.0153 (13)0.0137 (13)0.0193 (14)0.0042 (11)0.0055 (11)0.0001 (11)
C220.0205 (14)0.0194 (14)0.0199 (15)0.0075 (12)0.0079 (12)0.0002 (11)
C230.0215 (14)0.0180 (14)0.0187 (14)0.0056 (12)0.0052 (12)0.0018 (11)
C240.0174 (14)0.0143 (13)0.0220 (15)0.0040 (11)0.0060 (12)0.0007 (11)
C250.0141 (13)0.0162 (14)0.0223 (15)0.0037 (11)0.0073 (11)0.0011 (11)
C260.0150 (13)0.0144 (13)0.0180 (14)0.0031 (11)0.0059 (11)0.0005 (11)
C270.0243 (15)0.0320 (17)0.0217 (16)0.0133 (13)0.0088 (13)0.0072 (13)
C280.0262 (16)0.0301 (17)0.0290 (17)0.0167 (14)0.0082 (14)0.0013 (14)
C290.0328 (19)0.045 (2)0.037 (2)0.0147 (17)0.0166 (16)0.0016 (17)
C300.0236 (15)0.0255 (16)0.0215 (15)0.0093 (13)0.0056 (12)0.0038 (12)
C310.0282 (17)0.0348 (19)0.0212 (16)0.0125 (14)0.0089 (13)0.0048 (13)
C320.032 (2)0.052 (3)0.032 (2)0.0077 (18)0.0090 (16)0.0129 (18)
C330.0149 (13)0.0217 (15)0.0186 (14)0.0021 (11)0.0070 (11)0.0048 (11)
C340.0196 (14)0.0284 (16)0.0188 (15)0.0062 (12)0.0053 (12)0.0048 (12)
C350.0227 (15)0.0307 (17)0.0165 (14)0.0030 (13)0.0050 (12)0.0015 (12)
C360.0218 (15)0.0229 (15)0.0184 (15)0.0028 (12)0.0076 (12)0.0005 (12)
C370.0155 (13)0.0189 (14)0.0168 (14)0.0012 (11)0.0073 (11)0.0009 (11)
C380.0181 (14)0.0194 (14)0.0164 (14)0.0031 (11)0.0092 (11)0.0005 (11)
C390.0174 (13)0.0141 (13)0.0189 (14)0.0030 (11)0.0082 (11)0.0024 (11)
C400.0146 (13)0.0159 (13)0.0193 (14)0.0024 (11)0.0071 (11)0.0029 (11)
C410.0197 (14)0.0188 (14)0.0234 (15)0.0058 (12)0.0081 (12)0.0012 (12)
C420.0226 (15)0.0213 (15)0.0332 (18)0.0114 (12)0.0090 (13)0.0034 (13)
C430.0229 (15)0.0285 (17)0.0299 (17)0.0136 (13)0.0046 (13)0.0070 (14)
C440.0228 (15)0.0242 (16)0.0211 (15)0.0085 (13)0.0023 (12)0.0018 (12)
C450.0147 (13)0.0155 (13)0.0198 (14)0.0022 (11)0.0045 (11)0.0018 (11)
C460.0195 (14)0.0189 (14)0.0119 (13)0.0062 (11)0.0012 (11)0.0025 (11)
C470.0200 (14)0.0187 (14)0.0135 (13)0.0075 (12)0.0037 (11)0.0024 (11)
C480.0224 (14)0.0180 (14)0.0130 (13)0.0090 (12)0.0054 (11)0.0023 (11)
C490.0235 (15)0.0210 (15)0.0148 (13)0.0084 (12)0.0067 (12)0.0030 (11)
C500.0277 (16)0.0234 (16)0.0204 (15)0.0101 (13)0.0126 (13)0.0034 (12)
C510.0302 (16)0.0202 (15)0.0178 (14)0.0110 (13)0.0100 (13)0.0013 (11)
C520.0265 (15)0.0174 (14)0.0116 (13)0.0069 (12)0.0035 (12)0.0009 (11)
C530.0229 (15)0.0207 (15)0.0135 (13)0.0072 (12)0.0020 (11)0.0030 (11)
C540.0304 (16)0.0157 (14)0.0157 (14)0.0071 (12)0.0007 (12)0.0004 (11)
C550.0311 (17)0.0214 (16)0.0200 (15)0.0041 (13)0.0025 (13)0.0061 (12)
C560.0259 (16)0.0243 (16)0.0251 (16)0.0043 (13)0.0057 (13)0.0072 (13)
C570.0235 (15)0.0209 (15)0.0200 (15)0.0062 (12)0.0037 (12)0.0046 (12)
C580.0236 (15)0.0170 (14)0.0149 (13)0.0057 (12)0.0038 (12)0.0020 (11)
C590.0243 (15)0.0222 (15)0.0220 (15)0.0093 (12)0.0123 (12)0.0050 (12)
C600.042 (2)0.036 (2)0.066 (3)0.0192 (18)0.033 (2)0.002 (2)
C610.084 (4)0.067 (3)0.053 (3)0.045 (3)0.020 (3)0.003 (3)
C620.038 (2)0.0278 (19)0.049 (2)0.0036 (15)0.0206 (18)0.0110 (17)
C630.049 (2)0.0186 (17)0.0302 (18)0.0056 (16)0.0004 (17)0.0029 (14)
C640.064 (3)0.0215 (18)0.036 (2)0.0025 (18)0.002 (2)0.0064 (16)
C650.045 (2)0.035 (2)0.058 (3)0.0108 (18)0.028 (2)0.0163 (19)
C660.110 (5)0.133 (6)0.049 (3)0.088 (5)0.031 (3)0.030 (4)
C670.054 (3)0.097 (5)0.074 (4)0.037 (3)0.036 (3)0.040 (3)
Geometric parameters (Å, º) top
Co1—N12.187 (3)C24—C251.355 (4)
Co1—N22.043 (2)C24—C301.501 (4)
Co1—N42.209 (2)C25—H250.9500
Co1—N52.045 (2)C25—C261.426 (4)
Co1—O12.068 (2)C27—H27A0.9800
Co1—O22.040 (2)C27—H27B0.9800
Br1—C11.894 (3)C27—H27C0.9800
Br2—C331.887 (3)C28—H28A0.9900
N1—C11.323 (4)C28—H28B0.9900
N1—C51.364 (4)C28—C291.512 (5)
N2—N31.371 (3)C29—H29A0.9800
N2—C61.283 (4)C29—H29B0.9800
N3—C71.336 (4)C29—H29C0.9800
N4—C331.335 (4)C30—H30A0.9800
N4—C371.367 (4)C30—H30B0.9800
N5—N61.376 (4)C30—H30C0.9800
N5—C381.286 (4)C31—H31A0.9900
N6—C391.337 (4)C31—H31B0.9900
N7—H70.8800C31—C321.521 (5)
N7—C231.345 (4)C32—H32A0.9800
N7—C311.458 (4)C32—H32B0.9800
N8—H80.8800C32—H32C0.9800
N8—C181.347 (4)C33—C341.390 (4)
N8—C281.455 (4)C34—H340.9500
N9—H90.8800C34—C351.383 (5)
N9—C551.358 (4)C35—H350.9500
N9—C631.447 (5)C35—C361.393 (5)
N10—H100.8800C36—H360.9500
N10—C501.343 (4)C36—C371.389 (4)
N10—C601.454 (4)C37—C381.463 (4)
O1—C71.273 (4)C38—H380.9500
O2—C391.270 (4)C39—C401.491 (4)
O3—C201.361 (4)C40—C411.393 (4)
O3—C211.365 (4)C40—C451.404 (4)
O4—C521.364 (4)C41—H410.9500
O4—C531.360 (4)C41—C421.393 (5)
O5—H50.8400C42—H420.9500
O5—C651.401 (5)C42—C431.391 (5)
O6—H6A0.8400C43—H430.9500
O6—C661.405 (6)C43—C441.384 (5)
Cl1—C671.743 (6)C44—H440.9500
Cl2—C671.779 (7)C44—C451.397 (4)
B1—F11.344 (9)C45—C461.491 (4)
B1—F21.512 (9)C46—C471.399 (4)
B1—F41.360 (8)C46—C581.420 (4)
B1—F1A1.407 (14)C47—C481.424 (4)
B1—F2A1.236 (9)C47—C521.418 (4)
B1—F4A1.353 (13)C48—H480.9500
B1—F31.367 (5)C48—C491.359 (4)
B2—F51.366 (6)C49—C501.447 (4)
B2—F61.401 (5)C49—C591.506 (4)
B2—F71.395 (5)C50—C511.409 (5)
B2—F81.370 (5)C51—H510.9500
C1—C21.387 (5)C51—C521.363 (5)
C2—H20.9500C53—C541.383 (4)
C2—C31.377 (5)C53—C581.409 (4)
C3—H30.9500C54—H540.9500
C3—C41.389 (5)C54—C551.387 (5)
C4—H40.9500C55—C561.444 (5)
C4—C51.392 (4)C56—C571.367 (5)
C5—C61.462 (4)C56—C621.499 (5)
C6—H60.9500C57—H570.9500
C7—C81.487 (4)C57—C581.414 (5)
C8—C91.393 (4)C59—H59A0.9800
C8—C131.414 (4)C59—H59B0.9800
C9—H9A0.9500C59—H59C0.9800
C9—C101.388 (4)C60—H60A0.9900
C10—H10A0.9500C60—H60B0.9900
C10—C111.389 (5)C60—C611.458 (7)
C11—H110.9500C61—H61A0.9800
C11—C121.392 (4)C61—H61B0.9800
C12—H120.9500C61—H61C0.9800
C12—C131.396 (4)C62—H62A0.9800
C13—C141.494 (4)C62—H62B0.9800
C14—C151.404 (4)C62—H62C0.9800
C14—C261.412 (4)C63—H63A0.9900
C15—C161.432 (4)C63—H63B0.9900
C15—C201.416 (4)C63—C641.518 (5)
C16—H160.9500C64—H64A0.9800
C16—C171.361 (4)C64—H64B0.9800
C17—C181.441 (4)C64—H64C0.9800
C17—C271.500 (4)C65—H65A0.9800
C18—C191.407 (4)C65—H65B0.9800
C19—H190.9500C65—H65C0.9800
C19—C201.372 (4)C66—H66A0.9800
C21—C221.376 (4)C66—H66B0.9800
C21—C261.407 (4)C66—H66C0.9800
C22—H220.9500C67—H67A0.9900
C22—C231.401 (4)C67—H67B0.9900
C23—C241.448 (4)
N1—Co1—N498.15 (9)C28—C29—H29B109.5
N2—Co1—N175.81 (10)C28—C29—H29C109.5
N2—Co1—N4114.92 (10)H29A—C29—H29B109.5
N2—Co1—N5159.69 (10)H29A—C29—H29C109.5
N2—Co1—O175.69 (9)H29B—C29—H29C109.5
N5—Co1—N1121.20 (10)C24—C30—H30A109.5
N5—Co1—N475.84 (10)C24—C30—H30B109.5
N5—Co1—O187.12 (9)C24—C30—H30C109.5
O1—Co1—N1151.44 (9)H30A—C30—H30B109.5
O1—Co1—N492.07 (9)H30A—C30—H30C109.5
O2—Co1—N186.02 (9)H30B—C30—H30C109.5
O2—Co1—N296.67 (9)N7—C31—H31A109.1
O2—Co1—N4148.25 (9)N7—C31—H31B109.1
O2—Co1—N575.17 (9)N7—C31—C32112.6 (3)
O2—Co1—O199.14 (9)H31A—C31—H31B107.8
C1—N1—Co1131.1 (2)C32—C31—H31A109.1
C1—N1—C5116.5 (3)C32—C31—H31B109.1
C5—N1—Co1112.28 (19)C31—C32—H32A109.5
N3—N2—Co1118.11 (18)C31—C32—H32B109.5
C6—N2—Co1120.6 (2)C31—C32—H32C109.5
C6—N2—N3120.5 (2)H32A—C32—H32B109.5
C7—N3—N2107.9 (2)H32A—C32—H32C109.5
C33—N4—Co1131.2 (2)H32B—C32—H32C109.5
C33—N4—C37116.9 (3)N4—C33—Br2116.9 (2)
C37—N4—Co1110.16 (19)N4—C33—C34124.8 (3)
N6—N5—Co1118.14 (18)C34—C33—Br2118.3 (2)
C38—N5—Co1119.7 (2)C33—C34—H34121.3
C38—N5—N6121.2 (3)C35—C34—C33117.5 (3)
C39—N6—N5107.0 (2)C35—C34—H34121.3
C23—N7—H7117.5C34—C35—H35120.2
C23—N7—C31125.0 (3)C34—C35—C36119.5 (3)
C31—N7—H7117.5C36—C35—H35120.2
C18—N8—H8117.5C35—C36—H36120.5
C18—N8—C28124.9 (3)C37—C36—C35119.0 (3)
C28—N8—H8117.5C37—C36—H36120.5
C55—N9—H9118.5N4—C37—C36122.2 (3)
C55—N9—C63123.0 (3)N4—C37—C38116.1 (3)
C63—N9—H9118.5C36—C37—C38121.7 (3)
C50—N10—H10118.1N5—C38—C37115.3 (3)
C50—N10—C60123.8 (3)N5—C38—H38122.4
C60—N10—H10118.1C37—C38—H38122.4
C7—O1—Co1111.58 (18)N6—C39—C40117.9 (3)
C39—O2—Co1112.79 (18)O2—C39—N6125.5 (3)
C20—O3—C21120.3 (2)O2—C39—C40116.6 (3)
C53—O4—C52120.2 (2)C41—C40—C39121.3 (3)
C65—O5—H5109.5C41—C40—C45119.5 (3)
C66—O6—H6A109.5C45—C40—C39119.1 (3)
F1—B1—F2103.6 (6)C40—C41—H41119.8
F1—B1—F4105.1 (7)C40—C41—C42120.4 (3)
F1—B1—F3117.8 (6)C42—C41—H41119.8
F4—B1—F2103.8 (6)C41—C42—H42120.1
F4—B1—F3115.6 (5)C43—C42—C41119.8 (3)
F2A—B1—F1A110.0 (10)C43—C42—H42120.1
F2A—B1—F4A124.6 (10)C42—C43—H43119.8
F2A—B1—F3108.8 (5)C44—C43—C42120.3 (3)
F4A—B1—F1A103.7 (8)C44—C43—H43119.8
F4A—B1—F3104.1 (7)C43—C44—H44119.9
F3—B1—F2109.4 (4)C43—C44—C45120.2 (3)
F3—B1—F1A103.7 (10)C45—C44—H44119.9
F5—B2—F6108.7 (4)C40—C45—C46123.9 (3)
F5—B2—F7109.3 (4)C44—C45—C40119.7 (3)
F5—B2—F8111.6 (4)C44—C45—C46116.4 (3)
F7—B2—F6107.7 (3)C47—C46—C45121.1 (3)
F8—B2—F6110.1 (3)C47—C46—C58118.8 (3)
F8—B2—F7109.3 (3)C58—C46—C45119.9 (3)
N1—C1—Br1116.0 (2)C46—C47—C48124.3 (3)
N1—C1—C2125.7 (3)C46—C47—C52119.5 (3)
C2—C1—Br1118.3 (2)C52—C47—C48116.0 (3)
C1—C2—H2121.5C47—C48—H48118.5
C3—C2—C1117.1 (3)C49—C48—C47122.9 (3)
C3—C2—H2121.5C49—C48—H48118.5
C2—C3—H3120.2C48—C49—C50118.9 (3)
C2—C3—C4119.5 (3)C48—C49—C59122.6 (3)
C4—C3—H3120.2C50—C49—C59118.6 (3)
C3—C4—H4120.5N10—C50—C49118.6 (3)
C3—C4—C5119.0 (3)N10—C50—C51121.9 (3)
C5—C4—H4120.5C51—C50—C49119.5 (3)
N1—C5—C4122.1 (3)C50—C51—H51120.4
N1—C5—C6115.6 (3)C52—C51—C50119.2 (3)
C4—C5—C6122.3 (3)C52—C51—H51120.4
N2—C6—C5115.3 (3)O4—C52—C47120.8 (3)
N2—C6—H6122.4C51—C52—O4115.8 (3)
C5—C6—H6122.4C51—C52—C47123.4 (3)
N3—C7—C8116.1 (3)O4—C53—C54115.8 (3)
O1—C7—N3126.0 (3)O4—C53—C58121.5 (3)
O1—C7—C8117.9 (3)C54—C53—C58122.8 (3)
C9—C8—C7120.0 (3)C53—C54—H54120.2
C9—C8—C13119.2 (3)C53—C54—C55119.5 (3)
C13—C8—C7120.7 (3)C55—C54—H54120.2
C8—C9—H9A119.3N9—C55—C54121.4 (3)
C10—C9—C8121.5 (3)N9—C55—C56118.9 (3)
C10—C9—H9A119.3C54—C55—C56119.6 (3)
C9—C10—H10A120.3C55—C56—C62119.1 (3)
C9—C10—C11119.4 (3)C57—C56—C55118.8 (3)
C11—C10—H10A120.3C57—C56—C62122.1 (3)
C10—C11—H11120.0C56—C57—H57118.6
C10—C11—C12120.0 (3)C56—C57—C58122.8 (3)
C12—C11—H11120.0C58—C57—H57118.6
C11—C12—H12119.4C53—C58—C46119.0 (3)
C11—C12—C13121.1 (3)C53—C58—C57116.4 (3)
C13—C12—H12119.4C57—C58—C46124.6 (3)
C8—C13—C14124.2 (3)C49—C59—H59A109.5
C12—C13—C8118.8 (3)C49—C59—H59B109.5
C12—C13—C14117.0 (3)C49—C59—H59C109.5
C15—C14—C13121.5 (3)H59A—C59—H59B109.5
C15—C14—C26118.4 (3)H59A—C59—H59C109.5
C26—C14—C13119.7 (3)H59B—C59—H59C109.5
C14—C15—C16124.8 (3)N10—C60—H60A109.2
C14—C15—C20119.7 (3)N10—C60—H60B109.2
C20—C15—C16115.5 (3)N10—C60—C61111.9 (4)
C15—C16—H16118.6H60A—C60—H60B107.9
C17—C16—C15122.8 (3)C61—C60—H60A109.2
C17—C16—H16118.6C61—C60—H60B109.2
C16—C17—C18119.4 (3)C60—C61—H61A109.5
C16—C17—C27122.2 (3)C60—C61—H61B109.5
C18—C17—C27118.4 (3)C60—C61—H61C109.5
N8—C18—C17119.2 (3)H61A—C61—H61B109.5
N8—C18—C19121.7 (3)H61A—C61—H61C109.5
C19—C18—C17119.1 (3)H61B—C61—H61C109.5
C18—C19—H19120.3C56—C62—H62A109.5
C20—C19—C18119.3 (3)C56—C62—H62B109.5
C20—C19—H19120.3C56—C62—H62C109.5
O3—C20—C15120.9 (3)H62A—C62—H62B109.5
O3—C20—C19115.5 (3)H62A—C62—H62C109.5
C19—C20—C15123.7 (3)H62B—C62—H62C109.5
O3—C21—C22115.1 (3)N9—C63—H63A109.6
O3—C21—C26121.0 (3)N9—C63—H63B109.6
C22—C21—C26123.9 (3)N9—C63—C64110.2 (4)
C21—C22—H22120.5H63A—C63—H63B108.1
C21—C22—C23119.0 (3)C64—C63—H63A109.6
C23—C22—H22120.5C64—C63—H63B109.6
N7—C23—C22121.8 (3)C63—C64—H64A109.5
N7—C23—C24119.1 (3)C63—C64—H64B109.5
C22—C23—C24119.1 (3)C63—C64—H64C109.5
C23—C24—C30119.0 (3)H64A—C64—H64B109.5
C25—C24—C23119.5 (3)H64A—C64—H64C109.5
C25—C24—C30121.5 (3)H64B—C64—H64C109.5
C24—C25—H25118.6O5—C65—H65A109.5
C24—C25—C26122.8 (3)O5—C65—H65B109.5
C26—C25—H25118.6O5—C65—H65C109.5
C14—C26—C25124.6 (3)H65A—C65—H65B109.5
C21—C26—C14119.7 (3)H65A—C65—H65C109.5
C21—C26—C25115.7 (3)H65B—C65—H65C109.5
C17—C27—H27A109.5O6—C66—H66A109.5
C17—C27—H27B109.5O6—C66—H66B109.5
C17—C27—H27C109.5O6—C66—H66C109.5
H27A—C27—H27B109.5H66A—C66—H66B109.5
H27A—C27—H27C109.5H66A—C66—H66C109.5
H27B—C27—H27C109.5H66B—C66—H66C109.5
N8—C28—H28A109.0Cl1—C67—Cl2111.8 (3)
N8—C28—H28B109.0Cl1—C67—H67A109.3
N8—C28—C29113.1 (3)Cl1—C67—H67B109.3
H28A—C28—H28B107.8Cl2—C67—H67A109.3
C29—C28—H28A109.0Cl2—C67—H67B109.3
C29—C28—H28B109.0H67A—C67—H67B107.9
C28—C29—H29A109.5
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N7—H7···F30.882.252.903 (4)130
N8—H8···O60.882.102.900 (4)151
N10—H10···O50.882.072.882 (4)153
O5—H5···F4i0.842.222.897 (11)137
O5—H5···F1Ai0.841.992.762 (10)153
O6—H6A···F60.842.062.809 (4)149
C2—H2···F7ii0.952.433.142 (4)132
C4—H4···F2iii0.952.403.275 (6)153
C6—H6···F3iii0.952.503.323 (4)146
C12—H12···O3iv0.952.463.379 (4)162
C22—H22···F8v0.952.523.466 (4)179
C31—H31B···F7v0.992.433.302 (4)147
C44—H44···F2vi0.952.463.177 (6)133
C67—H67B···N60.992.343.277 (6)158
Symmetry codes: (i) x, y, z1; (ii) x, y1, z; (iii) x+2, y+1, z+1; (iv) x+2, y+2, z+1; (v) x+1, y+2, z+1; (vi) x1, y, z1.
Selected bond lengths (Å) and angles (°) for complexes (1) and (2) top
(1)(2)
Co1—O12.064 (3)2.068 (2)
Co1—O22.047 (3)2.040 (2)
Co1—N12.188 (3)2.187 (3)
Co1—N22.042 (3)2.043 (2)
Co1—N42.208 (3)2.209 (2)
Co1—N52.044 (3)2.045 (2)
C7—O11.269 (5)1.273 (4)
C39—O21.271 (5)1.270 (4)
C1—Br11.892 (4)1.894 (3)
C33—Br21.894 (4)1.887 (3)
O1—Co1—N492.23 (11)92.07 (9)
O1—Co1—N1151.55 (11)151.44 (9)
O2—Co1—O198.93 (11)99.14 (9)
O2—Co1—N4148.65 (12)148.25 (9)
O2—Co1—N185.63 (11)86.02 (9)
N2—Co1—O175.66 (11)75.69 (9)
N2—Co1—O296.19 (11)96.67 (9)
N2—Co1—N5159.47 (13)159.69 (10)
N2—Co1—N4114.99 (12)114.92 (10)
N2—Co1—N175.94 (12)75.81 (10)
N5—Co1—O187.08 (12)87.12 (9)
N5—Co1—O275.30 (12)75.17 (9)
N5—Co1—N476.13 (12)75.84 (10)
N5—Co1—N1121.05 (12)121.20 (10)
N1—Co1—N498.30 (11)98.15 (9)
Obtained fit parameters for the magnetism of complexes (1) and (2) top
Parameter(1)(2)
α1.27 (1)1.11 (1)
λ (cm-1)-61.3 (5)-73.1 (6)
Δ (cm-1)-999 (7)-855 (7)
χTIP (ml mol-1)0.00266 (2)0.00281 (2)
 

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