Aqua­(benzene-1,4-dioxy­acetate)­bis(2,2-bi­pyridine)­cobalt(II) tetrahydrate

The title complex, [Co(C₁₀H₈O₆)(C₁₀H₈N₂)₂(H₂O)]·4H₂O, comprises a neutral Co^II complex and four solvent water mol­ecules. The Co^II ion exhibits a slightly distorted octahedral configuration, defined by one O atom of the di­acetate ligand, four N atoms of the 2,2-bi­pyridine ligands and one water mol­ecule. The presence of hydrogen bonding and π–π stacking interactions leads to a supramolecular network structure.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.051
• wR factor = 0.097
• Data-to-parameter ratio = 15.9

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT430_ALERT_2_B Short Inter D...A Contact  O3     ..  O3      ..       2.84 Ang.

Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  Co1    -   O1      ..       7.11 su
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  Co1    -   O1W     ..       8.58 su
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  Co1    -   N1      ..       9.23 su
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  Co1    -   N2      ..       7.67 su
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  Co1    -   N3      ..       7.20 su
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  Co1    -   N4      ..       6.44 su
PLAT417_ALERT_2_C Short Inter D-H..H-D       H1W1   ..  H4W2    ..       2.14 Ang.
PLAT417_ALERT_2_C Short Inter D-H..H-D       H3W2   ..  H5W2    ..       2.11 Ang.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........         10
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd.  #          2
              H2 O
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd.  #          5
              H2 O

   0 ALERT level A = In general: serious problem
   1 ALERT level B = Potentially serious problem
  12 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   9 ALERT type 2 Indicator that the structure model may be wrong or deficient
   0 ALERT type 3 Indicator that the structure quality may be low
   3 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

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

Aqua(benzene-1,4-dioxyacetate)bis(2,2-bipyridine)cobalt(II) tetrahydrate

Crystal data

[Co(C10H8O6)(C10H8N2)2(H2O)]·4H2O	F(000) = 1428
Mr = 685.54	Dx = 1.435 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 23569 reflections
a = 15.639 (3) Å	θ = 3.1–27.5°
b = 10.152 (2) Å	µ = 0.61 mm^−1
c = 19.996 (4) Å	T = 293 K
β = 92.23 (3)°	Prism, pink
V = 3172.3 (11) Å^3	0.36 × 0.24 × 0.18 mm
Z = 4

Data collection

Rigaku R-AXIS RAPID diffractometer	7075 independent reflections
Radiation source: fine-focus sealed tube	4616 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.067
ω scans	θmax = 27.4°, θmin = 3.1°
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	h = −20→20
Tmin = 0.811, Tmax = 0.899	k = −11→13
28373 measured reflections	l = −25→25

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.051	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.097	H atoms treated by a mixture of independent and constrained refinement
S = 1.01	w = 1/[σ^2(Fo^2) + (0.0409P)^2 + 0.6545P] where P = (Fo^2 + 2Fc^2)/3
7075 reflections	(Δ/σ)max < 0.001
445 parameters	Δρmax = 0.37 e Å^−3
15 restraints	Δρmin = −0.24 e Å^−3

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Co1	0.75126 (2)	0.92712 (3)	0.51688 (2)	0.0326 (1)
N1	0.6660 (1)	1.0266 (2)	0.5771 (1)	0.0412 (5)
N2	0.6676 (1)	1.0131 (2)	0.4445 (1)	0.0401 (5)
N3	0.8386 (1)	1.0839 (2)	0.5109 (1)	0.0397 (5)
N4	0.8340 (1)	0.8532 (2)	0.4470 (1)	0.0399 (5)
O1	0.6784 (1)	0.7526 (2)	0.51328 (9)	0.0456 (4)
O2	0.7002 (2)	0.6729 (2)	0.6173 (1)	0.0759 (7)
O3	0.5798 (1)	0.5412 (2)	0.47555 (9)	0.0522 (5)
O4	0.7674 (1)	0.3590 (2)	0.2653 (1)	0.0622 (6)
O5	0.9382 (1)	0.4008 (2)	0.3081 (1)	0.0638 (6)
O6	0.9696 (1)	0.1890 (2)	0.2859 (1)	0.0629 (6)
O1W	0.8242 (1)	0.8412 (2)	0.59747 (9)	0.0509 (5)
O2W	1.2257 (2)	0.6269 (3)	0.3177 (2)	0.1037 (9)
O3W	0.6215 (2)	0.6948 (3)	0.7409 (1)	0.0840 (7)
O4W	1.0989 (2)	0.4378 (2)	0.3622 (2)	0.0851 (7)
O5W	1.1249 (1)	0.0688 (2)	0.2783 (1)	0.0691 (6)
C1	0.6678 (2)	1.0288 (3)	0.6445 (1)	0.0506 (7)
C2	0.6117 (2)	1.1022 (3)	0.6809 (2)	0.0618 (8)
C3	0.5504 (2)	1.1767 (3)	0.6466 (2)	0.0645 (9)
C4	0.5464 (2)	1.1754 (3)	0.5773 (2)	0.0569 (8)
C5	0.6053 (2)	1.0991 (2)	0.5435 (1)	0.0402 (6)
C6	0.6053 (2)	1.0910 (2)	0.4689 (1)	0.0404 (6)
C7	0.5466 (2)	1.1575 (3)	0.4270 (2)	0.0536 (7)
C8	0.5515 (2)	1.1446 (3)	0.3582 (2)	0.0597 (8)
C9	0.6142 (2)	1.0651 (3)	0.3330 (1)	0.0564 (7)
C10	0.6704 (2)	1.0013 (3)	0.3777 (1)	0.0487 (7)
C11	0.8400 (2)	1.1975 (3)	0.5466 (1)	0.0467 (7)
C12	0.8971 (2)	1.2989 (3)	0.5368 (2)	0.0522 (7)
C13	0.9559 (2)	1.2837 (3)	0.4880 (2)	0.0527 (7)
C14	0.9573 (2)	1.1679 (3)	0.4512 (1)	0.0471 (7)
C15	0.8977 (2)	1.0692 (2)	0.4634 (1)	0.0376 (5)
C16	0.8942 (2)	0.9399 (2)	0.4271 (1)	0.0383 (6)
C17	0.9485 (2)	0.9078 (3)	0.3763 (1)	0.0480 (7)
C18	0.9424 (2)	0.7837 (3)	0.3468 (1)	0.0541 (7)
C19	0.8822 (2)	0.6947 (3)	0.3676 (1)	0.0536 (7)
C20	0.8287 (2)	0.7335 (3)	0.4176 (1)	0.0499 (7)
C21	0.6689 (2)	0.6681 (3)	0.5589 (1)	0.0444 (6)
C22	0.6119 (2)	0.5488 (3)	0.5430 (1)	0.0508 (7)
C23	0.6323 (2)	0.4918 (2)	0.4275 (1)	0.0424 (6)
C24	0.6007 (2)	0.5060 (3)	0.3619 (1)	0.0477 (7)
C25	0.6463 (2)	0.4581 (3)	0.3091 (1)	0.0485 (7)
C26	0.7250 (2)	0.3962 (2)	0.3217 (1)	0.0457 (6)
C27	0.7563 (2)	0.3804 (3)	0.3869 (1)	0.0514 (7)
C28	0.7100 (2)	0.4281 (3)	0.4401 (1)	0.0501 (7)
C29	0.8265 (2)	0.2514 (3)	0.2711 (2)	0.0597 (8)
C30	0.9196 (2)	0.2851 (3)	0.2902 (1)	0.0479 (7)
H1W1	0.788 (2)	0.785 (2)	0.611 (1)	0.076*
H1W2	0.842 (2)	0.887 (2)	0.631 (1)	0.076*
H2W2	1.266 (2)	0.598 (4)	0.295 (2)	0.155*
H2W1	1.189 (2)	0.566 (3)	0.323 (3)	0.155*
H3W2	0.647 (2)	0.671 (4)	0.706 (1)	0.126*
H3W1	0.656 (2)	0.738 (4)	0.767 (2)	0.126*
H4W1	1.048 (1)	0.430 (4)	0.345 (2)	0.128*
H4W2	1.115 (2)	0.362 (2)	0.376 (2)	0.128*
H5W1	1.076 (1)	0.105 (3)	0.279 (2)	0.104*
H5W2	1.118 (2)	−0.014 (1)	0.270 (2)	0.104*
H1	0.7089	0.9784	0.6677	0.061*
H2	0.6151	1.1016	0.7274	0.074*
H3	0.5120	1.2274	0.6699	0.077*
H4	0.5052	1.2246	0.5536	0.068*
H7	0.5045	1.2101	0.4450	0.064*
H8	0.5130	1.1888	0.3294	0.072*
H9	0.6188	1.0545	0.2871	0.068*
H10	0.7122	0.9473	0.3605	0.058*
H11	0.8002	1.2077	0.5796	0.056*
H12	0.8959	1.3752	0.5625	0.063*
H13	0.9946	1.3508	0.4796	0.063*
H14	0.9975	1.1561	0.4187	0.056*
H17	0.9884	0.9684	0.3621	0.058*
H18	0.9789	0.7607	0.3131	0.065*
H19	0.8776	0.6113	0.3486	0.064*
H20	0.7875	0.6747	0.4316	0.060*
H22B	0.6443	0.4694	0.5534	0.061*
H22A	0.5638	0.5510	0.5722	0.061*
H24	0.5486	0.5479	0.3534	0.057*
H25	0.6246	0.4672	0.2654	0.058*
H27	0.8083	0.3378	0.3953	0.062*
H28	0.7311	0.4173	0.4838	0.060*
H29B	0.8255	0.2053	0.2286	0.072*
H29A	0.8059	0.1906	0.3042	0.072*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Co1	0.02952 (16)	0.03570 (17)	0.03270 (17)	0.00177 (15)	0.00431 (12)	−0.00106 (15)
N1	0.0397 (12)	0.0450 (12)	0.0389 (12)	0.0019 (10)	0.0035 (10)	0.0018 (10)
N2	0.0403 (12)	0.0419 (12)	0.0382 (12)	−0.0027 (10)	0.0040 (10)	−0.0009 (10)
N3	0.0384 (11)	0.0404 (12)	0.0401 (12)	0.0033 (10)	0.0008 (9)	−0.0030 (10)
N4	0.0365 (11)	0.0405 (12)	0.0430 (12)	0.0008 (10)	0.0047 (10)	−0.0029 (10)
O1	0.0444 (10)	0.0458 (10)	0.0466 (11)	−0.0031 (9)	0.0028 (9)	0.0020 (9)
O2	0.0943 (17)	0.0845 (16)	0.0479 (13)	−0.0352 (14)	−0.0091 (12)	0.0106 (11)
O3	0.0386 (10)	0.0647 (13)	0.0538 (12)	−0.0045 (9)	0.0063 (9)	−0.0057 (10)
O4	0.0624 (13)	0.0732 (14)	0.0514 (12)	0.0186 (11)	0.0057 (10)	−0.0041 (10)
O5	0.0651 (13)	0.0523 (13)	0.0739 (15)	0.0011 (10)	0.0032 (11)	−0.0082 (11)
O6	0.0656 (13)	0.0595 (13)	0.0643 (14)	0.0198 (11)	0.0115 (11)	0.0039 (10)
O1W	0.0461 (11)	0.0557 (12)	0.0504 (12)	0.0019 (9)	−0.0040 (9)	0.0001 (10)
O2W	0.114 (2)	0.095 (2)	0.103 (2)	0.0133 (18)	0.0218 (19)	−0.0084 (18)
O3W	0.0865 (18)	0.0871 (19)	0.0794 (18)	−0.0074 (15)	0.0165 (15)	0.0081 (14)
O4W	0.0810 (17)	0.0667 (14)	0.106 (2)	0.0072 (13)	−0.0179 (15)	−0.0191 (15)
O5W	0.0593 (13)	0.0707 (14)	0.0768 (15)	0.0074 (12)	−0.0036 (12)	−0.0095 (14)
C1	0.0504 (16)	0.0608 (18)	0.0409 (16)	0.0047 (14)	0.0050 (13)	0.0014 (13)
C2	0.076 (2)	0.067 (2)	0.0441 (17)	0.0058 (17)	0.0175 (16)	−0.0050 (15)
C3	0.072 (2)	0.0608 (19)	0.063 (2)	0.0126 (17)	0.0254 (18)	−0.0072 (16)
C4	0.0582 (18)	0.0524 (17)	0.061 (2)	0.0157 (15)	0.0162 (15)	0.0031 (15)
C5	0.0378 (13)	0.0369 (14)	0.0463 (15)	0.0009 (11)	0.0078 (12)	0.0017 (12)
C6	0.0375 (13)	0.0364 (14)	0.0472 (15)	−0.0026 (11)	0.0010 (11)	0.0002 (12)
C7	0.0500 (17)	0.0524 (17)	0.0579 (19)	0.0098 (14)	−0.0045 (14)	0.0028 (14)
C8	0.0600 (19)	0.0580 (18)	0.060 (2)	0.0043 (16)	−0.0174 (16)	0.0115 (15)
C9	0.0636 (18)	0.0615 (18)	0.0435 (16)	−0.0046 (17)	−0.0060 (14)	0.0052 (15)
C10	0.0527 (17)	0.0525 (17)	0.0410 (15)	−0.0030 (14)	0.0041 (13)	−0.0005 (13)
C11	0.0456 (15)	0.0480 (16)	0.0463 (16)	0.0030 (13)	0.0001 (13)	−0.0080 (13)
C12	0.0551 (17)	0.0415 (15)	0.0589 (18)	−0.0025 (14)	−0.0103 (15)	−0.0078 (14)
C13	0.0546 (17)	0.0431 (15)	0.0597 (19)	−0.0120 (14)	−0.0065 (15)	0.0057 (14)
C14	0.0427 (15)	0.0510 (16)	0.0476 (16)	−0.0035 (13)	0.0024 (13)	0.0046 (14)
C15	0.0356 (12)	0.0413 (13)	0.0355 (13)	0.0026 (12)	−0.0029 (10)	0.0009 (12)
C16	0.0351 (12)	0.0437 (14)	0.0360 (13)	0.0036 (12)	−0.0006 (10)	0.0048 (12)
C17	0.0479 (15)	0.0519 (17)	0.0449 (15)	−0.0002 (13)	0.0105 (13)	0.0048 (13)
C18	0.0527 (17)	0.0634 (19)	0.0469 (17)	0.0080 (15)	0.0126 (14)	−0.0060 (15)
C19	0.0602 (18)	0.0504 (17)	0.0507 (17)	0.0086 (15)	0.0067 (15)	−0.0142 (14)
C20	0.0502 (16)	0.0435 (15)	0.0565 (18)	−0.0052 (13)	0.0097 (14)	−0.0081 (14)
C21	0.0404 (15)	0.0484 (16)	0.0449 (16)	−0.0014 (12)	0.0057 (13)	0.0019 (14)
C22	0.0476 (16)	0.0536 (17)	0.0517 (17)	−0.0083 (13)	0.0097 (13)	0.0020 (14)
C23	0.0365 (14)	0.0397 (14)	0.0512 (16)	−0.0061 (12)	0.0033 (12)	0.0008 (12)
C24	0.0420 (15)	0.0458 (15)	0.0547 (18)	0.0021 (12)	−0.0045 (13)	0.0094 (13)
C25	0.0500 (16)	0.0485 (16)	0.0463 (16)	0.0007 (13)	−0.0078 (13)	0.0037 (13)
C26	0.0485 (15)	0.0415 (15)	0.0470 (16)	−0.0016 (12)	0.0025 (13)	0.0007 (12)
C27	0.0448 (16)	0.0563 (17)	0.0528 (18)	0.0106 (13)	−0.0017 (13)	0.0056 (14)
C28	0.0471 (15)	0.0568 (16)	0.0461 (16)	−0.0004 (14)	−0.0032 (13)	0.0056 (14)
C29	0.0615 (19)	0.0550 (18)	0.0629 (19)	0.0094 (16)	0.0052 (16)	−0.0136 (15)
C30	0.0608 (18)	0.0467 (16)	0.0367 (15)	0.0070 (15)	0.0090 (13)	0.0005 (13)

Geometric parameters (Å, º)

Co1—O1	2.106 (2)	C6—C7	1.393 (4)
Co1—O1W	2.125 (2)	C7—C8	1.389 (4)
Co1—N1	2.090 (2)	C7—H7	0.9300
Co1—N2	2.103 (2)	C8—C9	1.381 (4)
Co1—N3	2.104 (2)	C8—H8	0.9300
Co1—N4	2.081 (2)	C9—C10	1.389 (4)
N1—C1	1.349 (3)	C9—H9	0.9300
N1—C5	1.357 (3)	C10—H10	0.9300
N2—C6	1.360 (3)	C11—C12	1.382 (4)
N2—C10	1.342 (3)	C11—H11	0.9300
N3—C11	1.356 (3)	C12—C13	1.377 (4)
N3—C15	1.359 (3)	C12—H12	0.9300
N4—C16	1.360 (3)	C13—C14	1.387 (4)
N4—C20	1.351 (3)	C13—H13	0.9300
O1—C21	1.265 (3)	C14—C15	1.396 (3)
O2—C21	1.250 (3)	C14—H14	0.9300
O3—C23	1.383 (3)	C15—C16	1.500 (3)
O3—C22	1.423 (3)	C16—C17	1.388 (3)
O4—C26	1.382 (3)	C17—C18	1.392 (4)
O4—C29	1.433 (3)	C17—H17	0.9300
O5—C30	1.259 (3)	C18—C19	1.381 (4)
O6—C30	1.256 (3)	C18—H18	0.9300
O1W—H1W1	0.85 (2)	C19—C20	1.385 (3)
O1W—H1W2	0.86 (3)	C19—H19	0.9300
O2W—H2W2	0.84 (3)	C20—H20	0.9300
O2W—H2W1	0.85 (3)	C21—C22	1.528 (4)
O3W—H3W2	0.85 (3)	C22—H22B	0.9700
O3W—H3W1	0.85 (3)	C22—H22A	0.9700
O4W—H4W1	0.86 (3)	C23—C24	1.391 (4)
O4W—H4W2	0.85 (3)	C23—C28	1.391 (4)
O5W—H5W1	0.85 (3)	C24—C25	1.384 (4)
O5W—H5W2	0.86 (2)	C24—H24	0.9300
C1—C2	1.379 (4)	C25—C26	1.395 (4)
C1—H1	0.9300	C25—H25	0.9300
C2—C3	1.382 (4)	C26—C27	1.384 (4)
C2—H2	0.9300	C27—C28	1.397 (4)
C3—C4	1.385 (4)	C27—H27	0.9300
C3—H3	0.9300	C28—H28	0.9300
C4—C5	1.397 (3)	C29—C30	1.530 (4)
C4—H4	0.9300	C29—H29A	0.9700
C5—C6	1.495 (3)	C29—H29B	0.9700
O1—Co1—O1W	87.40 (8)	C8—C7—C6	119.3 (3)
O1—Co1—N1	94.00 (7)	C8—C7—H7	120.3
O1—Co1—N2	90.24 (8)	C8—C9—C10	118.6 (3)
O1—Co1—N3	170.42 (7)	C8—C9—H9	120.7
O1—Co1—N4	91.35 (7)	C9—C8—C7	118.9 (3)
O1W—Co1—N1	95.58 (8)	C9—C8—H8	120.5
O1W—Co1—N2	173.55 (7)	C9—C10—H10	118.2
O1W—Co1—N3	91.34 (8)	C10—N2—Co1	127.17 (18)
O1W—Co1—N4	91.85 (8)	C10—N2—C6	117.4 (2)
N1—Co1—N2	78.59 (8)	C10—C9—H9	120.7
N1—Co1—N3	95.58 (8)	C11—N3—Co1	127.59 (17)
N1—Co1—N4	171.03 (8)	C11—N3—C15	117.7 (2)
N2—Co1—N3	91.97 (8)	C11—C12—H12	121.0
N2—Co1—N4	94.21 (8)	C12—C11—H11	118.1
N3—Co1—N4	79.19 (8)	C12—C13—C14	119.7 (3)
Co1—O1W—H1W1	100 (2)	C12—C13—H13	120.2
Co1—O1W—H1W2	121 (2)	C13—C12—C11	118.1 (3)
N1—C1—C2	123.1 (3)	C13—C12—H12	121.0
N1—C1—H1	118.4	C13—C14—C15	119.5 (2)
N1—C5—C4	121.6 (2)	C13—C14—H14	120.2
N1—C5—C6	115.8 (2)	C14—C13—H13	120.2
N2—C6—C5	114.8 (2)	C14—C15—C16	123.8 (2)
N2—C6—C7	122.1 (2)	C15—N3—Co1	114.66 (16)
N2—C10—C9	123.7 (3)	C15—C14—H14	120.2
N2—C10—H10	118.2	C16—N4—Co1	114.76 (16)
N3—C11—C12	123.8 (2)	C16—C17—C18	119.2 (2)
N3—C11—H11	118.1	C16—C17—H17	120.4
N3—C15—C14	121.3 (2)	C17—C16—C15	123.2 (2)
N3—C15—C16	114.9 (2)	C17—C18—H18	120.0
N4—C16—C15	115.9 (2)	C18—C17—H17	120.4
N4—C16—C17	120.8 (2)	C18—C19—C20	118.0 (3)
N4—C20—C19	122.8 (3)	C18—C19—H19	121.0
N4—C20—H20	118.6	C19—C18—C17	120.1 (2)
O1—C21—C22	118.1 (2)	C19—C18—H18	120.0
O2—C21—O1	126.3 (3)	C19—C20—H20	118.6
O2—C21—C22	115.4 (2)	C20—N4—Co1	125.97 (17)
O3—C22—C21	114.9 (2)	C20—N4—C16	119.1 (2)
O3—C22—H22A	108.6	C20—C19—H19	121.0
O3—C22—H22B	108.6	C21—O1—Co1	128.63 (17)
O3—C23—C24	114.8 (2)	C21—C22—H22A	108.6
O3—C23—C28	125.5 (3)	C21—C22—H22B	108.6
O4—C26—C25	115.1 (2)	C23—O3—C22	118.8 (2)
O4—C26—C27	124.9 (2)	C23—C24—H24	119.8
O4—C29—C30	117.0 (2)	C23—C28—C27	119.9 (3)
O4—C29—H29A	108.0	C23—C28—H28	120.1
O4—C29—H29B	108.0	C24—C25—C26	119.9 (3)
O5—C30—C29	119.1 (3)	C24—C25—H25	120.1
O6—C30—O5	127.4 (3)	C25—C24—C23	120.5 (3)
O6—C30—C29	113.5 (3)	C25—C24—H24	119.8
C1—N1—Co1	126.49 (18)	C26—O4—C29	118.1 (2)
C1—N1—C5	118.2 (2)	C26—C25—H25	120.1
C1—C2—C3	118.5 (3)	C26—C27—C28	120.2 (3)
C1—C2—H2	120.7	C26—C27—H27	119.9
C2—C1—H1	118.4	C27—C26—C25	119.9 (2)
C2—C3—C4	119.7 (3)	C27—C28—H28	120.1
C2—C3—H3	120.2	C28—C23—C24	119.7 (2)
C3—C2—H2	120.7	C28—C27—H27	119.9
C3—C4—C5	118.9 (3)	C30—C29—H29A	108.0
C3—C4—H4	120.6	C30—C29—H29B	108.0
C4—C3—H3	120.2	H1W1—O1W—H1W2	108.7 (15)
C4—C5—C6	122.6 (2)	H2W2—O2W—H2W1	110 (4)
C5—N1—Co1	115.31 (16)	H3W2—O3W—H3W1	109.3 (17)
C5—C4—H4	120.6	H4W1—O4W—H4W2	108.2 (16)
C6—N2—Co1	115.40 (16)	H5W1—O5W—H5W2	107.7 (16)
C6—C7—H7	120.3	H22B—C22—H22A	107.6
C7—C6—C5	123.2 (2)	H29B—C29—H29A	107.3
C7—C8—H8	120.5
Co1—N3—C11—C12	−176.3 (2)	O1W—Co1—N1—C1	2.0 (2)
Co1—N3—C15—C14	176.8 (2)	O1W—Co1—N1—C5	179.6 (2)
Co1—N3—C15—C16	−4.1 (3)	O1W—Co1—N3—C11	−85.5 (2)
Co1—N4—C16—C15	6.1 (3)	O1W—Co1—N3—C15	97.3 (2)
Co1—N4—C16—C17	−174.1 (2)	O1W—Co1—N4—C16	−97.4 (2)
Co1—N4—C20—C19	174.9 (2)	O1W—Co1—N4—C20	87.4 (2)
Co1—O1—C21—O2	2.0 (4)	O1W—Co1—O1—C21	22.1 (2)
Co1—O1—C21—C22	−180.0 (2)	C1—N1—C5—C4	0.7 (4)
N1—Co1—N2—C6	2.6 (2)	C1—N1—C5—C6	−178.9 (2)
N1—Co1—N2—C10	−178.7 (2)	C1—C2—C3—C4	0.3 (5)
N1—Co1—N3—C11	10.3 (2)	C2—C3—C4—C5	−0.4 (5)
N1—Co1—N3—C15	−167.0 (2)	C3—C4—C5—N1	−0.1 (4)
N1—Co1—O1—C21	−73.3 (2)	C3—C4—C5—C6	179.5 (3)
N1—C1—C2—C3	0.3 (5)	C4—C5—C6—N2	179.4 (2)
N1—C5—C6—N2	−1.0 (3)	C4—C5—C6—C7	−0.6 (4)
N1—C5—C6—C7	179.0 (2)	C5—N1—C1—C2	−0.8 (4)
N2—Co1—N1—C1	179.2 (2)	C5—C6—C7—C8	179.9 (2)
N2—Co1—N1—C5	−3.19 (17)	C6—N2—C10—C9	0.9 (4)
N2—Co1—N3—C11	89.0 (2)	C6—C7—C8—C9	0.5 (4)
N2—Co1—N3—C15	−88.3 (2)	C7—C8—C9—C10	−0.2 (4)
N2—Co1—N4—C16	84.9 (2)	C8—C9—C10—N2	−0.5 (4)
N2—Co1—N4—C20	−90.4 (2)	C10—N2—C6—C5	179.5 (2)
N2—Co1—O1—C21	−151.9 (2)	C10—N2—C6—C7	−0.5 (4)
N2—C6—C7—C8	−0.1 (4)	C11—N3—C15—C14	−0.7 (4)
N3—Co1—N1—C1	−89.9 (2)	C11—N3—C15—C16	178.4 (2)
N3—Co1—N1—C5	87.70 (18)	C11—C12—C13—C14	−1.1 (4)
N3—Co1—N2—C6	−92.7 (2)	C12—C13—C14—C15	1.3 (4)
N3—Co1—N2—C10	86.0 (2)	C13—C14—C15—N3	−0.3 (4)
N3—Co1—N4—C16	−6.4 (2)	C13—C14—C15—C16	−179.3 (2)
N3—Co1—N4—C20	178.4 (2)	C14—C15—C16—N4	177.8 (2)
N3—C11—C12—C13	0.0 (4)	C14—C15—C16—C17	−2.0 (4)
N3—C15—C16—N4	−1.3 (3)	C15—N3—C11—C12	0.9 (4)
N3—C15—C16—C17	178.9 (2)	C15—C16—C17—C18	178.0 (2)
N4—Co1—N2—C6	−172.0 (2)	C16—N4—C20—C19	−0.2 (4)
N4—Co1—N2—C10	6.7 (2)	C16—C17—C18—C19	0.8 (4)
N4—Co1—N3—C11	−177.1 (2)	C17—C18—C19—C20	0.5 (4)
N4—Co1—N3—C15	5.7 (2)	C18—C19—C20—N4	−0.8 (4)
N4—Co1—O1—C21	113.9 (2)	C20—N4—C16—C15	−178.3 (2)
N4—C16—C17—C18	−1.8 (4)	C20—N4—C16—C17	1.5 (4)
O1—Co1—N1—C1	89.8 (2)	C22—O3—C23—C24	−170.9 (2)
O1—Co1—N1—C5	−92.6 (2)	C22—O3—C23—C28	11.0 (4)
O1—Co1—N2—C6	96.7 (2)	C23—O3—C22—C21	80.7 (3)
O1—Co1—N2—C10	−84.7 (2)	C23—C24—C25—C26	−0.6 (4)
O1—Co1—N4—C16	175.2 (2)	C24—C23—C28—C27	0.8 (4)
O1—Co1—N4—C20	−0.1 (2)	C24—C25—C26—O4	−176.4 (2)
O1—C21—C22—O3	4.5 (3)	C24—C25—C26—C27	1.4 (4)
O2—C21—C22—O3	−177.3 (2)	C25—C26—C27—C28	−1.1 (4)
O3—C23—C24—C25	−178.7 (2)	C26—O4—C29—C30	−90.2 (3)
O3—C23—C28—C27	178.8 (2)	C26—C27—C28—C23	−0.1 (4)
O4—C26—C27—C28	176.5 (2)	C28—C23—C24—C25	−0.5 (4)
O4—C29—C30—O5	8.9 (4)	C29—O4—C26—C25	−154.3 (2)
O4—C29—C30—O6	−171.3 (2)	C29—O4—C26—C27	28.1 (4)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1W1···O2	0.85 (2)	1.79 (3)	2.626 (3)	165 (3)
O1W—H1W2···O5W^i	0.86 (3)	1.92 (4)	2.735 (3)	159 (3)
O2W—H2W1···O4W	0.85 (3)	2.09 (4)	2.924 (4)	165 (5)
O2W—H2W2···O5W^ii	0.84 (3)	2.31 (4)	3.138 (4)	166 (4)
O3W—H3W1···O2W^iii	0.85 (3)	2.01 (4)	2.846 (4)	168 (5)
O3W—H3W2···O2	0.85 (3)	1.99 (4)	2.813 (3)	163 (4)
O4W—H4W1···O5	0.86 (3)	1.86 (3)	2.722 (3)	176 (4)
O4W—H4W2···O1W^i	0.85 (3)	2.32 (4)	3.170 (3)	172 (4)
O5W—H5W1···O6	0.85 (3)	1.87 (3)	2.728 (3)	175 (4)
O5W—H5W2···O3W^iv	0.86 (2)	1.93 (3)	2.779 (4)	168 (3)

Symmetry codes: (i) −x+2, −y+1, −z+1; (ii) −x+5/2, y+1/2, −z+1/2; (iii) x−1/2, −y+3/2, z+1/2; (iv) x+1/2, −y+1/2, z−1/2.