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The reaction of cobalt(II) di­acetate, disodium 1,3-phenyl­di­(oxy­acetate) and 4,4′-bi­pyridine in water at neutral pH affords the title compound, [Co2(C10H8O6)2(C10H8N2)3(H2O)6]·C10H8N2·7H2O. The dinuclear complex is generated from a unique half-mol­ecule by twofold symmetry; it contains a bridging 4,4′-bi­pyridine mol­ecule connected to two cobalt(II) atoms, each of which is covalently bonded to a carboxyl­ate unit, another 4,4′-bi­pyridine mol­ecule and three water mol­ecules in octahedral geometry. The non-coordinated 4,4′-bi­pyridine mol­ecule is stacked over the bridging 4,4′-bi­pyridine mol­ecule at a separation of about 3.5 Å, and accepts hydrogen bonds at each N atom from coordinated water mol­ecules.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804024535/hb6203sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536804024535/hb6203Isup2.hkl
Contains datablock I

CCDC reference: 255410

Key indicators

  • Single-crystal X-ray study
  • T = 295 K
  • Mean [sigma](C-C) = 0.003 Å
  • H-atom completeness 98%
  • Disorder in solvent or counterion
  • R factor = 0.032
  • wR factor = 0.078
  • Data-to-parameter ratio = 13.2

checkCIF/PLATON results

No syntax errors found



Alert level C ABSTM02_ALERT_3_C The ratio of expected to reported Tmax/Tmin(RR') is < 0.90 Tmin and Tmax reported: 0.607 0.894 Tmin' and Tmax expected: 0.791 0.891 RR' = 0.765 Please check that your absorption correction is appropriate. PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings Differ .... ? PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT061_ALERT_3_C Tmax/Tmin Range Test RR' too Large ............. 0.76 PLAT068_ALERT_1_C Reported F000 Differs from Calcd (or Missing)... ? PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density .... 2.95 PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent ..... ? PLAT302_ALERT_4_C Anion/Solvent Disorder ......................... 20.00 Perc. PLAT417_ALERT_2_C Short Inter D-H..H-D H1W2 .. H4W2 .. 2.11 Ang. PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 4 O2W -CO1 -O1 -C21 13.00 0.90 1.555 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 8 N3 -CO1 -N1 -C10 -33.90 1.30 1.555 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 13 N3 -CO1 -N1 -C1 145.90 1.00 1.555 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 19 N1 -CO1 -N3 -C15 -157.60 1.10 1.555 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 24 N1 -CO1 -N3 -C11 25.80 1.30 1.555 1.555 1.555 1.555 PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 12 PLAT731_ALERT_1_C Bond Calc 0.85(3), Rep 0.850(10) ...... 3.00 su-Rat O2W -H2W1 1.555 1.555 PLAT731_ALERT_1_C Bond Calc 0.85(3), Rep 0.850(10) ...... 3.00 su-Rat O2W -H2W2 1.555 1.555 PLAT731_ALERT_1_C Bond Calc 0.85(3), Rep 0.850(10) ...... 3.00 su-Rat O3W -H3W2 1.555 1.555 PLAT731_ALERT_1_C Bond Calc 0.85(3), Rep 0.850(10) ...... 3.00 su-Rat O4W -H4W1 1.555 1.555 PLAT731_ALERT_1_C Bond Calc 0.85(3), Rep 0.850(10) ...... 3.00 su-Rat O4W -H4W2 1.555 1.555 PLAT731_ALERT_1_C Bond Calc 0.85(3), Rep 0.850(10) ...... 3.00 su-Rat O5W -H5W1 1.555 1.555 PLAT731_ALERT_1_C Bond Calc 0.86(4), Rep 0.850(10) ...... 4.00 su-Rat O5W -H5W2 1.555 1.555 PLAT731_ALERT_1_C Bond Calc 0.85(3), Rep 0.850(10) ...... 3.00 su-Rat O7W -H7W1 1.555 1.555 PLAT735_ALERT_1_C D-H Calc 0.85(3), Rep 0.850(10) ...... 3.00 su-Rat O2W -H3# 1.555 1.555 PLAT735_ALERT_1_C D-H Calc 0.85(3), Rep 0.850(10) ...... 3.00 su-Rat O2W -H4# 1.555 1.555 PLAT735_ALERT_1_C D-H Calc 0.85(3), Rep 0.850(10) ...... 3.00 su-Rat O3W -H6# 1.555 1.555 PLAT735_ALERT_1_C D-H Calc 0.85(3), Rep 0.850(10) ...... 3.00 su-Rat O4W -H8# 1.555 1.555 PLAT735_ALERT_1_C D-H Calc 0.85(3), Rep 0.850(10) ...... 3.00 su-Rat O4W -H7# 1.555 1.555 PLAT735_ALERT_1_C D-H Calc 0.86(4), Rep 0.850(10) ...... 4.00 su-Rat O5W -H10# 1.555 1.555 PLAT735_ALERT_1_C D-H Calc 0.85(3), Rep 0.850(10) ...... 3.00 su-Rat O5W -H9# 1.555 1.555 PLAT735_ALERT_1_C D-H Calc 0.85(3), Rep 0.850(10) ...... 3.00 su-Rat O7W -H12# 1.555 1.555 PLAT736_ALERT_1_C H...A Calc 2.04(4), Rep 2.040(10) ...... 4.00 su-Rat H4# -N4 1.555 1.555 PLAT736_ALERT_1_C H...A Calc 1.92(3), Rep 1.910(10) ...... 3.00 su-Rat H6# -O4W 1.555 1.565 PLAT736_ALERT_1_C H...A Calc 1.91(3), Rep 1.910(10) ...... 3.00 su-Rat H7# -N2 1.555 4.545 PLAT736_ALERT_1_C H...A Calc 2.01(4), Rep 2.020(10) ...... 4.00 su-Rat H10# -O6 1.555 1.554 PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 6 H O
Alert level G FORMU01_ALERT_2_G There is a discrepancy between the atom counts in the _chemical_formula_sum and the formula from the _atom_site* data. Atom count from _chemical_formula_sum:C60 H74 Co2 N8 O25 Atom count from the _atom_site data: C60 H72 Co2 N8 O25 CELLZ01_ALERT_1_G Difference between formula and atom_site contents detected. CELLZ01_ALERT_1_G WARNING: H atoms missing from atom site list. Is this intentional? From the CIF: _cell_formula_units_Z 2 From the CIF: _chemical_formula_sum C60 H74 Co2 N8 O25 TEST: Compare cell contents of formula and atom_site data atom Z*formula cif sites diff C 120.00 120.00 0.00 H 148.00 144.00 4.00 Co 4.00 4.00 0.00 N 16.00 16.00 0.00 O 50.00 50.00 0.00 REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is correct. If it is not, please give the correct count in the _publ_section_exptl_refinement section of the submitted CIF. From the CIF: _diffrn_reflns_theta_max 27.50 From the CIF: _reflns_number_total 6280 Count of symmetry unique reflns 3984 Completeness (_total/calc) 157.63% TEST3: Check Friedels for noncentro structure Estimate of Friedel pairs measured 2296 Fraction of Friedel pairs measured 0.576 Are heavy atom types Z>Si present yes
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 36 ALERT level C = Check and explain 4 ALERT level G = General alerts; check 26 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 3 ALERT type 2 Indicator that the structure model may be wrong or deficient 2 ALERT type 3 Indicator that the structure quality may be low 9 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: RAPID-AUTO (Rigaku Corporation, 1998); cell refinement: RAPID-AUTO; data reduction: CrystalStructure (Rigaku/MSC and Rigaku Corporation, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-II (Johnson, 1976); software used to prepare material for publication: SHELXL97.

(I) top
Crystal data top
3C10H8N2·2C10H8O6·6H2O·2Co·C10H8N2·7H2OF(000) = 1488
Mr = 1425.13Dx = 1.473 Mg m3
Monoclinic, C2Mo Kα radiation, λ = 0.71073 Å
Hall symbol: C 2yCell parameters from 13866 reflections
a = 34.738 (4) Åθ = 3.2–28.0°
b = 7.450 (2) ŵ = 0.61 mm1
c = 12.929 (4) ÅT = 295 K
β = 106.23 (2)°Prism, pink
V = 3213 (1) Å30.38 × 0.24 × 0.19 mm
Z = 2
Data collection top
Rigaku RAPID-RAXIS
diffractometer
6280 independent reflections
Radiation source: fine-focus sealed tube5750 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.023
ω scanθmax = 27.5°, θmin = 3.2°
Absorption correction: multi-scan
ABSCOR (Higashi, 1995)
h = 4444
Tmin = 0.607, Tmax = 0.894k = 98
14697 measured reflectionsl = 1616
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.032H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.078 w = 1/[σ2(Fo2) + (0.0496P)2 + 0.6741P]
where P = (Fo2 + 2Fc2)/3
S = 1.02(Δ/σ)max = 0.001
6280 reflectionsΔρmax = 0.56 e Å3
475 parametersΔρmin = 0.19 e Å3
19 restraintsAbsolute structure: Flack (1983) parameter; 2337 Friedel pairs
Primary atom site location: structure-invariant direct methodsAbsolute structure parameter: 0.02 (1)
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
Co10.121893 (7)0.50000 (4)0.284207 (18)0.02858 (7)
O10.16370 (5)0.6630 (2)0.40492 (12)0.0348 (4)
O20.20211 (5)0.4578 (2)0.51266 (13)0.0447 (4)
O30.20032 (5)0.9299 (2)0.55410 (13)0.0435 (4)
O40.12071 (5)0.6800 (3)0.76627 (13)0.0431 (4)
O50.04932 (6)0.5487 (3)0.90235 (15)0.0535 (5)
O60.08562 (6)0.3870 (3)0.82125 (16)0.0519 (5)
O1w0.14540 (5)0.2786 (2)0.37430 (13)0.0376 (4)
H1w10.1667 (5)0.320 (3)0.4166 (19)0.050 (6)*
H1w20.1508 (7)0.181 (2)0.347 (2)0.050 (6)*
O2w0.08269 (5)0.3186 (3)0.17482 (14)0.0419 (4)
H2w10.0614 (7)0.344 (6)0.126 (2)0.113 (12)*
H2w20.0782 (11)0.230 (4)0.211 (3)0.113 (12)*
O3w0.09848 (6)0.7306 (3)0.19601 (15)0.0445 (4)
H3w10.0800 (7)0.752 (4)0.1386 (16)0.072 (8)*
H3w20.1140 (8)0.820 (3)0.212 (2)0.072 (8)*
O4w0.15753 (5)0.0281 (3)0.28573 (13)0.0431 (4)
H4w10.1747 (7)0.026 (6)0.250 (2)0.088 (8)*
H4w20.1670 (9)0.091 (5)0.3419 (19)0.088 (8)*
O5w0.09063 (7)0.1294 (3)0.01240 (18)0.0628 (5)
H5w10.0690 (7)0.078 (5)0.010 (3)0.117 (12)*
H5w20.0851 (11)0.209 (5)0.062 (3)0.117 (12)*
O6w0.01174 (12)0.3684 (8)0.0371 (3)0.0648 (12)0.50
H6w10.0116 (6)0.408 (4)0.0356 (15)0.062 (10)*
O7w0.04108 (6)0.1567 (3)0.01328 (16)0.0579 (5)
H7w10.0435 (10)0.236 (4)0.032 (2)0.072 (11)*
N10.16420 (5)0.4881 (4)0.18894 (12)0.0344 (4)
N20.29244 (6)0.4650 (3)0.15385 (16)0.0483 (6)
N30.07732 (5)0.5263 (3)0.36936 (13)0.0325 (4)
N40.04939 (8)0.0724 (4)0.29504 (19)0.0592 (6)
C10.20375 (6)0.4682 (4)0.22911 (15)0.0409 (6)
H10.21420.45820.30340.049*
C20.22986 (7)0.4617 (4)0.16644 (16)0.0422 (7)
H20.25720.44750.19870.051*
C30.21554 (6)0.4765 (3)0.05514 (15)0.0319 (5)
C40.24256 (6)0.4725 (4)0.01655 (16)0.0342 (5)
C50.28356 (6)0.4990 (5)0.02230 (17)0.0437 (5)
H50.29520.51940.09530.052*
C60.30698 (7)0.4950 (6)0.04822 (19)0.0506 (6)
H60.33440.51430.02060.061*
C70.25325 (8)0.4385 (4)0.19056 (19)0.0494 (7)
H70.24260.41620.26380.059*
C80.22736 (8)0.4421 (4)0.12691 (18)0.0465 (6)
H80.20000.42440.15730.056*
C90.17456 (6)0.4967 (6)0.01363 (15)0.0452 (5)
H90.16330.50700.06040.054*
C100.15042 (6)0.5017 (6)0.08200 (15)0.0427 (5)
H100.12290.51530.05190.051*
C110.03951 (6)0.5725 (4)0.31675 (16)0.0362 (5)
H110.03370.60270.24420.043*
C120.00895 (6)0.5771 (4)0.36527 (17)0.0368 (5)
H120.01680.60840.32520.044*
C130.01643 (6)0.5352 (3)0.47358 (15)0.0303 (5)
C140.05567 (6)0.4917 (4)0.52905 (14)0.0356 (4)
H140.06230.46410.60210.043*
C150.08474 (6)0.4898 (4)0.47445 (15)0.0357 (4)
H150.11090.46150.51300.043*
C160.01032 (10)0.1094 (5)0.2759 (2)0.0587 (8)
H160.00360.14830.20730.070*
C170.01032 (8)0.0931 (4)0.3521 (2)0.0488 (6)
H170.03770.11740.33420.059*
C180.01015 (7)0.0400 (3)0.45617 (18)0.0386 (5)
C190.05041 (7)0.0016 (5)0.47553 (17)0.0448 (5)
H190.06510.04080.54340.054*
C200.06873 (8)0.0153 (5)0.3941 (2)0.0540 (6)
H200.09570.01440.40860.065*
C210.19222 (6)0.6157 (3)0.48386 (17)0.0318 (5)
C220.21882 (7)0.7607 (4)0.55125 (18)0.0396 (5)
H22a0.22880.71690.62450.048*
H22b0.24180.77830.52360.048*
C230.17512 (7)0.9454 (3)0.61946 (16)0.0355 (5)
C240.16575 (8)1.1203 (4)0.64097 (19)0.0394 (6)
H240.17601.21670.61150.047*
C250.14104 (8)1.1498 (4)0.7064 (2)0.0418 (6)
H250.13461.26680.72040.050*
C260.12557 (6)1.0070 (4)0.75172 (15)0.0378 (4)
H260.10931.02780.79660.045*
C270.13496 (7)0.8325 (4)0.72846 (18)0.0345 (5)
C280.15987 (7)0.8012 (3)0.66234 (17)0.0357 (5)
H280.16610.68440.64730.043*
C290.09204 (7)0.7058 (4)0.82536 (19)0.0388 (5)
H29a0.07050.78150.78400.047*
H29b0.10480.76710.89240.047*
C300.07453 (6)0.5282 (4)0.85020 (15)0.0372 (6)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Co10.02808 (12)0.03159 (14)0.02793 (11)0.00008 (13)0.01090 (9)0.00005 (13)
O10.0387 (9)0.0308 (9)0.0344 (8)0.0026 (7)0.0094 (7)0.0012 (6)
O20.0459 (9)0.0388 (11)0.0428 (8)0.0003 (7)0.0017 (7)0.0008 (7)
O30.0566 (10)0.0395 (9)0.0413 (8)0.0112 (7)0.0251 (8)0.0055 (7)
O40.0492 (10)0.0394 (10)0.0476 (9)0.0008 (8)0.0247 (8)0.0027 (8)
O50.0551 (11)0.0549 (14)0.0610 (10)0.0068 (8)0.0337 (9)0.0018 (9)
O60.0621 (12)0.0432 (11)0.0570 (11)0.0008 (9)0.0277 (9)0.0001 (9)
O1w0.0423 (10)0.0308 (8)0.0377 (8)0.0032 (7)0.0078 (7)0.0035 (7)
O2w0.0388 (10)0.0531 (12)0.0343 (8)0.0097 (8)0.0109 (7)0.0025 (8)
O3w0.0427 (11)0.0400 (10)0.0483 (10)0.0044 (8)0.0086 (8)0.0078 (8)
O4w0.0533 (9)0.0357 (11)0.0470 (8)0.0024 (8)0.0252 (7)0.0013 (8)
O5w0.0668 (13)0.0561 (14)0.0731 (14)0.0004 (10)0.0323 (11)0.0099 (11)
O6w0.044 (2)0.092 (4)0.060 (2)0.015 (2)0.0169 (17)0.022 (2)
O7w0.0580 (12)0.0583 (13)0.0572 (11)0.0049 (10)0.0157 (9)0.0028 (10)
N10.0294 (8)0.0434 (10)0.0313 (7)0.0010 (10)0.0097 (6)0.0005 (11)
N20.0512 (12)0.0495 (16)0.0536 (11)0.0004 (10)0.0305 (9)0.0010 (11)
N30.0307 (8)0.0359 (13)0.0325 (7)0.0001 (8)0.0112 (6)0.0006 (8)
N40.0646 (16)0.0641 (16)0.0563 (13)0.0191 (12)0.0291 (12)0.0050 (12)
C10.0353 (11)0.0592 (18)0.0275 (9)0.0075 (11)0.0077 (8)0.0042 (11)
C20.0276 (10)0.066 (2)0.0319 (9)0.0078 (10)0.0061 (8)0.0028 (11)
C30.0297 (9)0.0345 (13)0.0323 (9)0.0004 (10)0.0100 (7)0.0010 (10)
C40.0333 (10)0.0376 (15)0.0346 (9)0.0006 (10)0.0141 (8)0.0018 (10)
C50.0326 (10)0.0582 (14)0.0422 (10)0.0007 (15)0.0134 (8)0.0052 (16)
C60.0369 (11)0.0632 (16)0.0565 (13)0.0030 (16)0.0208 (10)0.0020 (19)
C70.0527 (15)0.0634 (19)0.0374 (11)0.0014 (12)0.0213 (11)0.0022 (11)
C80.0391 (12)0.0657 (19)0.0354 (10)0.0073 (11)0.0118 (9)0.0036 (11)
C90.0305 (10)0.0779 (17)0.0260 (8)0.0043 (16)0.0060 (7)0.0012 (15)
C100.0258 (9)0.0713 (16)0.0307 (9)0.0019 (14)0.0073 (7)0.0020 (15)
C110.0317 (11)0.0500 (14)0.0276 (9)0.0001 (9)0.0095 (8)0.0029 (9)
C120.0264 (10)0.0510 (14)0.0311 (10)0.0006 (9)0.0051 (8)0.0017 (10)
C130.0296 (10)0.0307 (13)0.0323 (9)0.0008 (8)0.0115 (8)0.0028 (8)
C140.0314 (9)0.0463 (12)0.0306 (8)0.0047 (13)0.0110 (7)0.0028 (13)
C150.0287 (9)0.0459 (12)0.0335 (9)0.0036 (12)0.0101 (7)0.0003 (13)
C160.069 (2)0.0631 (19)0.0434 (14)0.0111 (15)0.0144 (13)0.0067 (14)
C170.0467 (14)0.0512 (16)0.0472 (13)0.0039 (12)0.0109 (11)0.0021 (12)
C180.0433 (12)0.0296 (14)0.0436 (11)0.0048 (9)0.0132 (10)0.0026 (9)
C190.0418 (11)0.0447 (12)0.0472 (11)0.0002 (15)0.0112 (9)0.0013 (16)
C200.0493 (13)0.0581 (18)0.0592 (14)0.0128 (16)0.0225 (11)0.0035 (17)
C210.0316 (11)0.0363 (12)0.0304 (10)0.0024 (9)0.0136 (9)0.0013 (9)
C220.0370 (12)0.0446 (14)0.0389 (11)0.0104 (10)0.0135 (10)0.0071 (10)
C230.0396 (12)0.0386 (14)0.0275 (9)0.0069 (9)0.0083 (8)0.0035 (9)
C240.0485 (14)0.0317 (13)0.0379 (12)0.0058 (10)0.0118 (10)0.0013 (11)
C250.0477 (15)0.0323 (13)0.0423 (13)0.0037 (10)0.0072 (11)0.0051 (11)
C260.0371 (10)0.0425 (12)0.0334 (9)0.0026 (12)0.0093 (7)0.0048 (13)
C270.0326 (12)0.0401 (13)0.0300 (10)0.0025 (9)0.0075 (9)0.0005 (10)
C280.0396 (12)0.0338 (13)0.0347 (11)0.0024 (10)0.0122 (9)0.0025 (10)
C290.0367 (12)0.0429 (14)0.0391 (12)0.0015 (10)0.0141 (10)0.0007 (11)
C300.0310 (10)0.0510 (17)0.0276 (9)0.0002 (10)0.0051 (7)0.0012 (11)
Geometric parameters (Å, º) top
Co1—O12.180 (2)C5—H50.9300
Co1—O1w2.053 (2)C6—H60.9300
Co1—O2w2.146 (2)C7—C81.379 (3)
Co1—O3w2.097 (2)C7—H70.9300
Co1—N12.167 (2)C8—H80.9300
Co1—N32.145 (2)C9—C101.379 (3)
O1—C211.258 (3)C9—H90.9300
O2—C211.253 (3)C10—H100.9300
O3—C231.381 (3)C11—C121.376 (3)
O3—C221.420 (3)C11—H110.9300
O4—C271.382 (3)C12—C131.386 (3)
O4—C291.428 (3)C12—H120.9300
O5—C301.255 (3)C13—C141.390 (3)
O6—C301.215 (3)C13—C13i1.485 (4)
O1w—H1w10.85 (1)C14—C151.384 (3)
O1w—H1w20.85 (1)C14—H140.9300
O2w—H2w10.85 (1)C15—H150.9300
O2w—H2w20.85 (1)C16—C171.377 (4)
O3w—H3w10.85 (1)C16—H160.9300
O3w—H3w20.85 (1)C17—C181.392 (3)
O4w—H4w10.85 (1)C17—H170.9300
O4w—H4w20.85 (1)C18—C191.385 (3)
O5w—H5w10.85 (1)C18—C18i1.493 (4)
O5w—H5w20.85 (1)C19—C201.380 (3)
O6w—H6w10.86 (1)C19—H190.9300
O7w—H7w10.85 (1)C20—H200.9300
N1—C101.335 (2)C21—C221.526 (3)
N1—C11.334 (3)C22—H22a0.9700
N2—C71.325 (3)C22—H22b0.9700
N2—C61.336 (3)C23—C281.381 (3)
N3—C151.338 (2)C23—C241.389 (4)
N3—C111.344 (3)C24—C251.381 (4)
N4—C161.338 (4)C24—H240.9300
N4—C201.338 (4)C25—C261.392 (4)
C1—C21.375 (3)C25—H250.9300
C1—H10.9300C26—C271.394 (4)
C2—C31.389 (3)C26—H260.9300
C2—H20.9300C27—C281.396 (3)
C3—C91.382 (3)C28—H280.9300
C3—C41.492 (3)C29—C301.527 (4)
C4—C51.386 (3)C29—H29a0.9700
C4—C81.394 (3)C29—H29b0.9700
C5—C61.382 (3)
O1—Co1—O1w87.80 (7)N3—C11—C12123.02 (19)
O1—Co1—O2w174.70 (7)N3—C11—H11118.5
O1—Co1—O3w90.72 (7)C12—C11—H11118.5
O1—Co1—N190.45 (7)C11—C12—C13120.3 (2)
O1—Co1—N390.78 (7)C11—C12—H12119.9
O1w—Co1—O2w86.92 (8)C13—C12—H12119.9
O1w—Co1—O3w178.41 (8)C12—C13—C14116.96 (18)
O1w—Co1—N193.68 (8)C12—C13—C13i120.9 (2)
O1w—Co1—N390.68 (7)C14—C13—C13i122.1 (2)
O2w—Co1—O3w94.56 (9)C15—C14—C13119.30 (18)
O2w—Co1—N190.33 (7)C15—C14—H14120.4
O2w—Co1—N388.84 (7)C13—C14—H14120.4
O3w—Co1—N186.90 (9)N3—C15—C14123.69 (18)
O3w—Co1—N388.76 (8)N3—C15—H15118.2
N1—Co1—N3175.51 (8)C14—C15—H15118.2
C21—O1—Co1129.89 (15)N4—C16—C17123.6 (3)
C23—O3—C22117.32 (18)N4—C16—H16118.2
C27—O4—C29116.82 (19)C17—C16—H16118.2
Co1—O1w—H1w1102 (2)C16—C17—C18119.3 (3)
Co1—O1w—H1w2123 (2)C16—C17—H17120.3
H1w1—O1w—H1w2109 (2)C18—C17—H17120.3
Co1—O2w—H2w1128 (3)C19—C18—C17117.1 (2)
Co1—O2w—H2w2108 (3)C19—C18—C18i122.0 (3)
H2w1—O2w—H2w2109 (2)C17—C18—C18i120.8 (3)
Co1—O3w—H3w1135 (2)C18—C19—C20120.0 (2)
Co1—O3w—H3w2113 (2)C18—C19—H19120.0
H3w1—O3w—H3w2110 (2)C20—C19—H19120.0
H4w1—O4w—H4w2108 (2)N4—C20—C19122.9 (3)
H5w1—O5w—H5w2109 (2)N4—C20—H20118.5
C10—N1—C1116.34 (17)C19—C20—H20118.5
C10—N1—Co1118.82 (13)O2—C21—O1126.3 (2)
C1—N1—Co1124.85 (13)O2—C21—C22115.02 (19)
C7—N2—C6116.62 (19)O1—C21—C22118.6 (2)
C15—N3—C11116.71 (17)O3—C22—C21115.91 (19)
C15—N3—Co1122.73 (14)O3—C22—H22a108.3
C11—N3—Co1120.47 (13)C21—C22—H22a108.3
C16—N4—C20117.0 (2)O3—C22—H22b108.3
N1—C1—C2123.46 (18)C21—C22—H22b108.3
N1—C1—H1118.3H22a—C22—H22b107.4
C2—C1—H1118.3O3—C23—C28124.1 (2)
C1—C2—C3120.22 (19)O3—C23—C24115.2 (2)
C1—C2—H2119.9C28—C23—C24120.8 (2)
C3—C2—H2119.9C25—C24—C23119.5 (2)
C9—C3—C2116.26 (18)C25—C24—H24120.2
C9—C3—C4121.28 (17)C23—C24—H24120.2
C2—C3—C4122.45 (18)C24—C25—C26121.0 (2)
C5—C4—C8116.79 (19)C24—C25—H25119.5
C5—C4—C3122.22 (17)C26—C25—H25119.5
C8—C4—C3120.99 (19)C25—C26—C27118.7 (2)
C6—C5—C4119.54 (19)C25—C26—H26120.6
C6—C5—H5120.2C27—C26—H26120.6
C4—C5—H5120.2O4—C27—C28115.1 (2)
N2—C6—C5123.6 (2)O4—C27—C26124.2 (2)
N2—C6—H6118.2C28—C27—C26120.7 (2)
C5—C6—H6118.2C23—C28—C27119.3 (2)
N2—C7—C8124.0 (2)C23—C28—H28120.4
N2—C7—H7118.0C27—C28—H28120.4
C8—C7—H7118.0O4—C29—C30112.0 (2)
C7—C8—C4119.4 (2)O4—C29—H29a109.2
C7—C8—H8120.3C30—C29—H29a109.2
C4—C8—H8120.3O4—C29—H29b109.2
C10—C9—C3119.94 (17)C30—C29—H29b109.2
C10—C9—H9120.0H29a—C29—H29b107.9
C3—C9—H9120.0O6—C30—O5126.9 (2)
N1—C10—C9123.78 (18)O6—C30—C29120.40 (19)
N1—C10—H10118.1O5—C30—C29112.7 (2)
C9—C10—H10118.1
O1w—Co1—O1—C218.21 (19)C1—N1—C10—C90.2 (6)
O3w—Co1—O1—C21172.37 (19)Co1—N1—C10—C9179.7 (3)
N3—Co1—O1—C2198.86 (19)C3—C9—C10—N10.1 (6)
O2w—Co1—O1—C2113.0 (9)C15—N3—C11—C122.2 (4)
N1—Co1—O1—C2185.5 (2)Co1—N3—C11—C12174.5 (2)
O1w—Co1—N1—C10132.3 (3)N3—C11—C12—C130.8 (4)
O3w—Co1—N1—C1049.2 (3)C11—C12—C13—C140.8 (4)
N3—Co1—N1—C1033.9 (13)C11—C12—C13—C13i178.48 (18)
O2w—Co1—N1—C1045.4 (3)C12—C13—C14—C150.8 (4)
O1—Co1—N1—C10139.9 (3)C13i—C13—C14—C15178.4 (2)
O1w—Co1—N1—C147.8 (3)C11—N3—C15—C142.2 (4)
O3w—Co1—N1—C1130.7 (3)Co1—N3—C15—C14174.5 (2)
N3—Co1—N1—C1145.9 (10)C13—C14—C15—N30.7 (5)
O2w—Co1—N1—C1134.8 (3)C20—N4—C16—C170.6 (5)
O1—Co1—N1—C140.0 (3)N4—C16—C17—C181.8 (5)
O1w—Co1—N3—C1536.1 (2)C16—C17—C18—C192.8 (4)
O3w—Co1—N3—C15142.4 (2)C16—C17—C18—C18i173.3 (2)
O2w—Co1—N3—C15123.1 (2)C17—C18—C19—C201.7 (4)
N1—Co1—N3—C15157.6 (11)C18i—C18—C19—C20174.4 (2)
O1—Co1—N3—C1551.7 (2)C16—N4—C20—C191.7 (5)
O1w—Co1—N3—C11140.42 (19)C18—C19—C20—N40.6 (5)
O3w—Co1—N3—C1141.1 (2)Co1—O1—C21—O22.6 (4)
O2w—Co1—N3—C1153.5 (2)Co1—O1—C21—C22175.54 (14)
N1—Co1—N3—C1125.8 (13)C23—O3—C22—C2177.1 (2)
O1—Co1—N3—C11131.77 (19)O2—C21—C22—O3153.5 (2)
C10—N1—C1—C20.1 (5)O1—C21—C22—O328.1 (3)
Co1—N1—C1—C2179.8 (2)C22—O3—C23—C2815.1 (3)
N1—C1—C2—C30.1 (5)C22—O3—C23—C24164.6 (2)
C1—C2—C3—C90.2 (4)O3—C23—C24—C25179.4 (2)
C1—C2—C3—C4179.3 (3)C28—C23—C24—C250.3 (4)
C9—C3—C4—C5162.9 (3)C23—C24—C25—C260.4 (4)
C2—C3—C4—C516.6 (4)C24—C25—C26—C271.0 (3)
C9—C3—C4—C816.9 (4)C29—O4—C27—C28174.01 (19)
C2—C3—C4—C8163.7 (3)C29—O4—C27—C265.3 (3)
C8—C4—C5—C60.2 (5)C25—C26—C27—O4178.4 (2)
C3—C4—C5—C6179.5 (3)C25—C26—C27—C280.9 (3)
C7—N2—C6—C50.2 (6)O3—C23—C28—C27179.3 (2)
C4—C5—C6—N20.6 (6)C24—C23—C28—C270.4 (3)
C6—N2—C7—C80.6 (5)O4—C27—C28—C23179.1 (2)
N2—C7—C8—C41.0 (4)C26—C27—C28—C230.3 (3)
C5—C4—C8—C70.5 (4)C27—O4—C29—C30172.60 (18)
C3—C4—C8—C7179.7 (3)O4—C29—C30—O60.7 (3)
C2—C3—C9—C100.1 (5)O4—C29—C30—O5179.86 (18)
C4—C3—C9—C10179.4 (3)
Symmetry code: (i) x, y, z+1.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1w—H1w1···O20.85 (1)1.80 (1)2.625 (2)163 (2)
O1w—H1w2···O4w0.85 (1)1.79 (1)2.642 (3)175 (2)
O2w—H2w1···O6w0.85 (1)1.80 (1)2.632 (4)169 (4)
O2w—H2w2···N40.85 (1)2.04 (1)2.850 (3)159 (4)
O3w—H3w2···O4wii0.85 (1)1.91 (1)2.730 (3)161 (3)
O3w—H3w1···O7wii0.85 (1)1.92 (1)2.762 (3)170 (3)
O4w—H4w2···O1iii0.85 (1)2.02 (3)2.745 (3)143 (4)
O4w—H4w1···N2iv0.85 (1)1.91 (1)2.755 (2)172 (4)
O5w—H5w2···O6v0.85 (1)2.02 (1)2.851 (3)166 (4)
O5w—H5w1···O7w0.85 (1)2.06 (2)2.817 (3)147 (4)
O6w—H6w1···O5i0.86 (1)2.01 (2)2.801 (5)152 (3)
O7w—H7w1···O5vi0.85 (1)1.85 (2)2.680 (3)164 (4)
Symmetry codes: (i) x, y, z+1; (ii) x, y+1, z; (iii) x, y1, z; (iv) x+1/2, y1/2, z; (v) x, y, z1; (vi) x, y1, z1.
 

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