Bis­{(Z)-N′-(2,4-dichloro­benzyl­idene)-2-hydroxy­benzohydrazide-κ²N′,O}bis(pyridine-κN)cobalt(II)

The title compound, [Co(C₁₄H₁₀Cl₂N₂O₂)₂(C₅H₅N)₂], is a neutral mononuclear cobalt(II) complex. The Co atom in the compound is six-coordinated by two N atoms and two O atoms from two Schiff base ligands and two N atoms from two cis-pyridine molecules, giving an approximately octa­hedral coordination.

Key indicators

• Single-crystal X-ray study
• T = 298 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.044
• wR factor = 0.101
• Data-to-parameter ratio = 16.1

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT416_ALERT_2_B Short Intra D-H..H-D       H3     ..  H3B     ..       1.25 Ang.

Alert level C
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #          1
            O4  -CO1 -O2  -C7     10.00  1.80   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         24
            O2  -CO1 -O4  -C21    36.20  1.80   1.555   1.555   1.555   1.555

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

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   1 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
   2 ALERT type 4 Improvement, methodology, query or suggestion

---

Computing details

Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL.

Bis(pyridine-kN)bis{(Z)—N'-(2,4-dichlorobenzylidene) -2-hydroxybenzohydrazide}cobalt(II)

Crystal data

[Ni(C14H10N2O2Cl2)2(C5H5N)2]	F(000) = 1708
Mr = 835.41	Dx = 1.491 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 6285 reflections
a = 13.1832 (5) Å	θ = 4.2–26°
b = 12.2799 (5) Å	µ = 0.80 mm^−1
c = 23.2108 (10) Å	T = 298 K
β = 97.934 (2)°	Block, red
V = 3721.6 (3) Å^3	0.36 × 0.26 × 0.14 mm
Z = 4

Data collection

Bruker SMART APEX area-detector diffractometer	7675 independent reflections
Radiation source: fine-focus sealed tube	5595 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.033
ω scans	θmax = 26.5°, θmin = 1.8°
Absorption correction: multi-scan SADABS (Sheldrick, 1996)	h = −16→16
Tmin = 0.778, Tmax = 0.889	k = −15→15
21284 measured reflections	l = −29→19

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)] = 0.044	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.101	H-atom parameters constrained
S = 1.02	w = 1/[σ^2(Fo^2) + (0.0365P)^2 + 1.8102P] where P = (Fo^2 + 2Fc^2)/3
7675 reflections	(Δ/σ)max = 0.001
478 parameters	Δρmax = 0.34 e Å^−3
0 restraints	Δρmin = −0.49 e Å^−3

Special details

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

Refinement. 7 Refinement of F² against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The threshold expression of F² > σ(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

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

	x	y	z	Uiso*/Ueq
Co1	0.87434 (2)	0.26989 (3)	0.067192 (15)	0.03582 (11)
Cl1	0.89929 (7)	0.51534 (8)	0.27489 (4)	0.0762 (3)
O1	1.20502 (16)	0.17079 (19)	0.22770 (9)	0.0688 (7)
H1A	1.1468	0.1958	0.2221	0.103*
N1	1.02769 (15)	0.21291 (17)	0.17027 (9)	0.0416 (5)
H1	1.0678	0.2140	0.2028	0.050*
C1	1.15579 (18)	0.1173 (2)	0.12755 (11)	0.0378 (6)
Cl2	0.49244 (7)	0.46032 (9)	0.24861 (4)	0.0850 (3)
O2	0.99755 (12)	0.17200 (14)	0.07302 (7)	0.0396 (4)
N2	0.92930 (15)	0.25626 (16)	0.16362 (9)	0.0374 (5)
C2	1.2260 (2)	0.1208 (2)	0.17896 (12)	0.0468 (7)
Cl3	1.21386 (7)	0.44734 (8)	0.19762 (4)	0.0737 (3)
N3	0.86746 (16)	0.50311 (16)	0.10059 (9)	0.0404 (5)
H3	0.8806	0.5653	0.1170	0.048*
C3	1.3216 (2)	0.0729 (3)	0.17986 (14)	0.0604 (9)
H3A	1.3691	0.0775	0.2133	0.072*
Cl4	1.41347 (6)	0.26763 (8)	0.03510 (5)	0.0837 (3)
O4	0.75276 (12)	0.37117 (13)	0.06475 (8)	0.0418 (4)
N4	0.94316 (15)	0.43352 (16)	0.08588 (9)	0.0368 (5)
C4	1.3469 (2)	0.0189 (3)	0.13221 (15)	0.0664 (9)
H4	1.4107	−0.0141	0.1339	0.080*
N5	0.86422 (17)	0.26375 (18)	−0.02711 (10)	0.0441 (5)
C5	1.2782 (2)	0.0132 (3)	0.08176 (14)	0.0637 (9)
H5	1.2952	−0.0237	0.0494	0.076*
N6	0.77143 (16)	0.13164 (17)	0.06705 (9)	0.0408 (5)
C6	1.1844 (2)	0.0627 (2)	0.07998 (12)	0.0498 (7)
H6	1.1385	0.0595	0.0458	0.060*
C7	1.05400 (18)	0.17030 (19)	0.12270 (11)	0.0349 (6)
C8	0.9068 (2)	0.3036 (2)	0.20931 (12)	0.0452 (7)
H8	0.9583	0.3116	0.2407	0.054*
C9	0.8051 (2)	0.3459 (2)	0.21517 (11)	0.0422 (6)
C10	0.7921 (2)	0.4401 (2)	0.24677 (11)	0.0467 (7)
C11	0.6969 (2)	0.4764 (3)	0.25657 (12)	0.0539 (8)
H11	0.6904	0.5399	0.2776	0.065*
C12	0.6124 (2)	0.4173 (3)	0.23468 (13)	0.0546 (8)
C13	0.6204 (2)	0.3239 (3)	0.20286 (13)	0.0566 (8)
H13	0.5623	0.2845	0.1882	0.068*
C14	0.7168 (2)	0.2894 (2)	0.19300 (12)	0.0488 (7)
H14	0.7226	0.2269	0.1710	0.059*
C15	0.68979 (19)	0.5372 (2)	0.09965 (11)	0.0391 (6)
C16	0.7077 (2)	0.6370 (2)	0.12918 (12)	0.0439 (6)
C17	0.6248 (3)	0.6985 (2)	0.14192 (14)	0.0589 (8)
H17	0.6366	0.7631	0.1626	0.071*
C18	0.5266 (3)	0.6653 (3)	0.12448 (16)	0.0699 (10)
H18	0.4722	0.7078	0.1330	0.084*
C19	0.5074 (2)	0.5688 (3)	0.09408 (17)	0.0702 (10)
H19	0.4405	0.5467	0.0817	0.084*
C20	0.5887 (2)	0.5057 (2)	0.08237 (14)	0.0547 (8)
H20	0.5757	0.4404	0.0624	0.066*
C21	0.77397 (19)	0.46507 (19)	0.08714 (11)	0.0350 (6)
C22	1.0344 (2)	0.4671 (2)	0.10227 (12)	0.0445 (7)
H22	1.0435	0.5295	0.1251	0.053*
C23	1.12506 (19)	0.4116 (2)	0.08676 (12)	0.0414 (6)
C24	1.2145 (2)	0.4029 (2)	0.12691 (12)	0.0470 (7)
C25	1.3026 (2)	0.3576 (2)	0.11156 (14)	0.0539 (8)
H25	1.3615	0.3523	0.1385	0.065*
C26	1.3016 (2)	0.3206 (2)	0.05578 (15)	0.0528 (8)
C27	1.2152 (2)	0.3262 (2)	0.01507 (13)	0.0519 (7)
H27	1.2158	0.2998	−0.0225	0.062*
C28	1.1274 (2)	0.3719 (2)	0.03131 (12)	0.0467 (7)
H28	1.0685	0.3760	0.0042	0.056*
C29	0.7866 (2)	0.3100 (2)	−0.06183 (12)	0.0521 (7)
H29	0.7389	0.3504	−0.0449	0.063*
C30	0.7740 (3)	0.3003 (3)	−0.12136 (14)	0.0640 (9)
H30	0.7187	0.3337	−0.1437	0.077*
C31	0.8425 (3)	0.2422 (3)	−0.14755 (14)	0.0688 (10)
H31	0.8347	0.2344	−0.1878	0.083*
C32	0.9238 (3)	0.1950 (3)	−0.11273 (14)	0.0747 (10)
H32	0.9727	0.1555	−0.1291	0.090*
C33	0.9315 (3)	0.2072 (3)	−0.05323 (13)	0.0603 (9)
H33	0.9863	0.1745	−0.0301	0.072*
C34	0.6691 (2)	0.1428 (2)	0.05504 (12)	0.0481 (7)
H34	0.6425	0.2113	0.0447	0.058*
C35	0.6020 (2)	0.0573 (2)	0.05739 (14)	0.0566 (8)
H35	0.5317	0.0684	0.0489	0.068*
C36	0.6398 (3)	−0.0433 (3)	0.07231 (14)	0.0604 (8)
H36	0.5958	−0.1021	0.0739	0.072*
C37	0.7436 (3)	−0.0569 (2)	0.08497 (14)	0.0618 (9)
H37	0.7712	−0.1249	0.0955	0.074*
C38	0.8064 (2)	0.0319 (2)	0.08180 (13)	0.0516 (7)
H38	0.8768	0.0219	0.0904	0.062*
O3	0.80249 (15)	0.67749 (16)	0.14553 (9)	0.0606 (6)
H3B	0.8436	0.6272	0.1512	0.091*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Co1	0.03363 (18)	0.03468 (18)	0.0375 (2)	0.00444 (15)	−0.00078 (14)	−0.00058 (15)
Cl1	0.0597 (5)	0.0816 (6)	0.0835 (7)	−0.0050 (5)	−0.0036 (4)	−0.0258 (5)
O1	0.0582 (13)	0.1007 (17)	0.0425 (13)	0.0293 (12)	−0.0107 (10)	−0.0089 (12)
N1	0.0371 (12)	0.0534 (14)	0.0323 (12)	0.0097 (10)	−0.0024 (9)	0.0036 (10)
C1	0.0344 (13)	0.0389 (14)	0.0399 (16)	0.0036 (11)	0.0051 (11)	0.0081 (11)
Cl2	0.0551 (5)	0.1153 (8)	0.0892 (7)	0.0219 (5)	0.0261 (5)	−0.0085 (6)
O2	0.0373 (9)	0.0442 (10)	0.0355 (10)	0.0079 (8)	−0.0016 (8)	−0.0016 (8)
N2	0.0346 (11)	0.0378 (12)	0.0402 (13)	0.0048 (9)	0.0064 (9)	0.0037 (9)
C2	0.0417 (15)	0.0576 (18)	0.0400 (17)	0.0096 (13)	0.0022 (12)	0.0071 (13)
Cl3	0.0666 (5)	0.0906 (6)	0.0596 (5)	0.0027 (5)	−0.0063 (4)	−0.0201 (4)
N3	0.0397 (12)	0.0311 (11)	0.0498 (14)	0.0019 (10)	0.0048 (10)	−0.0062 (10)
C3	0.0377 (16)	0.087 (2)	0.053 (2)	0.0131 (16)	−0.0048 (14)	0.0142 (17)
Cl4	0.0486 (5)	0.0766 (6)	0.1316 (9)	0.0044 (4)	0.0327 (5)	−0.0162 (6)
O4	0.0349 (9)	0.0360 (10)	0.0529 (12)	0.0023 (8)	0.0004 (8)	−0.0048 (8)
N4	0.0354 (11)	0.0352 (11)	0.0398 (13)	0.0027 (9)	0.0049 (9)	0.0044 (9)
C4	0.0412 (17)	0.094 (3)	0.066 (2)	0.0248 (17)	0.0127 (15)	0.0191 (19)
N5	0.0448 (13)	0.0443 (13)	0.0408 (13)	0.0020 (11)	−0.0025 (10)	0.0011 (10)
C5	0.0548 (19)	0.086 (2)	0.052 (2)	0.0233 (18)	0.0139 (15)	−0.0010 (17)
N6	0.0419 (12)	0.0367 (12)	0.0429 (13)	0.0012 (10)	0.0021 (10)	−0.0034 (10)
C6	0.0464 (16)	0.0590 (18)	0.0432 (17)	0.0124 (14)	0.0029 (13)	0.0013 (14)
C7	0.0356 (13)	0.0319 (13)	0.0363 (15)	0.0005 (11)	0.0017 (11)	0.0044 (11)
C8	0.0466 (16)	0.0540 (17)	0.0345 (16)	0.0076 (13)	0.0043 (12)	0.0025 (13)
C9	0.0462 (15)	0.0497 (16)	0.0311 (15)	0.0072 (13)	0.0069 (11)	0.0037 (12)
C10	0.0468 (16)	0.0559 (17)	0.0361 (16)	0.0024 (14)	0.0016 (12)	−0.0026 (13)
C11	0.0591 (19)	0.0593 (19)	0.0439 (18)	0.0127 (16)	0.0088 (14)	−0.0089 (14)
C12	0.0486 (17)	0.070 (2)	0.0479 (19)	0.0131 (16)	0.0146 (14)	0.0023 (15)
C13	0.0464 (17)	0.064 (2)	0.060 (2)	−0.0038 (15)	0.0093 (14)	0.0011 (16)
C14	0.0536 (17)	0.0467 (17)	0.0470 (17)	0.0041 (14)	0.0105 (13)	−0.0045 (13)
C15	0.0406 (14)	0.0339 (13)	0.0440 (16)	0.0020 (11)	0.0096 (12)	0.0045 (11)
C16	0.0492 (16)	0.0384 (15)	0.0451 (17)	0.0036 (13)	0.0104 (13)	0.0028 (12)
C17	0.072 (2)	0.0445 (17)	0.065 (2)	0.0079 (16)	0.0248 (17)	−0.0031 (15)
C18	0.058 (2)	0.056 (2)	0.103 (3)	0.0162 (17)	0.0363 (19)	0.0052 (19)
C19	0.0407 (17)	0.056 (2)	0.116 (3)	0.0040 (15)	0.0218 (18)	0.007 (2)
C20	0.0422 (16)	0.0424 (16)	0.081 (2)	0.0006 (13)	0.0123 (15)	0.0007 (15)
C21	0.0367 (13)	0.0325 (13)	0.0355 (15)	0.0021 (11)	0.0035 (11)	0.0029 (11)
C22	0.0398 (15)	0.0396 (15)	0.0539 (18)	−0.0034 (12)	0.0055 (12)	−0.0030 (12)
C23	0.0340 (13)	0.0374 (14)	0.0525 (18)	−0.0043 (11)	0.0054 (12)	0.0035 (12)
C24	0.0385 (15)	0.0467 (16)	0.0548 (18)	−0.0032 (13)	0.0028 (12)	−0.0034 (13)
C25	0.0356 (15)	0.0525 (18)	0.071 (2)	0.0003 (13)	−0.0020 (14)	0.0014 (15)
C26	0.0394 (15)	0.0437 (16)	0.079 (2)	0.0002 (13)	0.0197 (15)	0.0007 (15)
C27	0.0525 (18)	0.0529 (18)	0.0530 (19)	−0.0033 (14)	0.0174 (14)	0.0040 (14)
C28	0.0418 (15)	0.0504 (16)	0.0476 (18)	−0.0023 (13)	0.0050 (13)	0.0059 (13)
C29	0.0457 (16)	0.0617 (18)	0.0468 (18)	0.0039 (14)	−0.0014 (13)	0.0063 (14)
C30	0.061 (2)	0.078 (2)	0.049 (2)	−0.0068 (18)	−0.0106 (16)	0.0133 (17)
C31	0.082 (2)	0.086 (3)	0.0348 (18)	−0.009 (2)	−0.0025 (17)	0.0002 (17)
C32	0.095 (3)	0.086 (3)	0.042 (2)	0.019 (2)	0.0081 (18)	−0.0079 (17)
C33	0.066 (2)	0.068 (2)	0.0446 (19)	0.0192 (17)	−0.0019 (15)	−0.0027 (15)
C34	0.0440 (16)	0.0401 (15)	0.0587 (19)	0.0004 (13)	0.0017 (13)	−0.0043 (13)
C35	0.0483 (17)	0.0523 (18)	0.069 (2)	−0.0063 (15)	0.0082 (15)	−0.0088 (15)
C36	0.067 (2)	0.0473 (18)	0.068 (2)	−0.0164 (16)	0.0112 (16)	−0.0037 (15)
C37	0.075 (2)	0.0357 (16)	0.074 (2)	0.0008 (16)	0.0080 (17)	0.0069 (15)
C38	0.0492 (17)	0.0423 (16)	0.061 (2)	0.0028 (14)	0.0006 (14)	−0.0002 (14)
O3	0.0558 (13)	0.0462 (11)	0.0771 (15)	0.0029 (10)	−0.0007 (11)	−0.0138 (10)

Geometric parameters (Å, º)

Co1—O2	2.0103 (16)	C13—C14	1.388 (4)
Co1—O4	2.0233 (17)	C13—H13	0.9300
Co1—N6	2.173 (2)	C14—H14	0.9300
Co1—N5	2.176 (2)	C15—C20	1.392 (4)
Co1—N4	2.223 (2)	C15—C16	1.408 (4)
Co1—N2	2.262 (2)	C15—C21	1.480 (3)
Cl1—C10	1.738 (3)	C16—O3	1.350 (3)
O1—C2	1.349 (3)	C16—C17	1.392 (4)
O1—H1A	0.8200	C17—C18	1.365 (4)
N1—C7	1.311 (3)	C17—H17	0.9300
N1—N2	1.391 (3)	C18—C19	1.385 (5)
N1—H1	0.8600	C18—H18	0.9300
C1—C6	1.388 (4)	C19—C20	1.379 (4)
C1—C2	1.406 (3)	C19—H19	0.9300
C1—C7	1.481 (3)	C20—H20	0.9300
Cl2—C12	1.739 (3)	C22—C23	1.464 (4)
O2—C7	1.283 (3)	C22—H22	0.9300
N2—C8	1.280 (3)	C23—C28	1.380 (4)
C2—C3	1.389 (4)	C23—C24	1.402 (3)
Cl3—C24	1.731 (3)	C24—C25	1.378 (4)
N3—C21	1.315 (3)	C25—C26	1.371 (4)
N3—N4	1.392 (3)	C25—H25	0.9300
N3—H3	0.8600	C26—C27	1.378 (4)
C3—C4	1.369 (4)	C27—C28	1.385 (4)
C3—H3A	0.9300	C27—H27	0.9300
Cl4—C26	1.739 (3)	C28—H28	0.9300
O4—C21	1.280 (3)	C29—C30	1.374 (4)
N4—C22	1.278 (3)	C29—H29	0.9300
C4—C5	1.379 (4)	C30—C31	1.359 (5)
C4—H4	0.9300	C30—H30	0.9300
N5—C33	1.336 (4)	C31—C32	1.377 (5)
N5—C29	1.338 (3)	C31—H31	0.9300
C5—C6	1.374 (4)	C32—C33	1.379 (4)
C5—H5	0.9300	C32—H32	0.9300
N6—C38	1.336 (3)	C33—H33	0.9300
N6—C34	1.346 (3)	C34—C35	1.379 (4)
C6—H6	0.9300	C34—H34	0.9300
C8—C9	1.461 (4)	C35—C36	1.359 (4)
C8—H8	0.9300	C35—H35	0.9300
C9—C14	1.391 (4)	C36—C37	1.370 (4)
C9—C10	1.392 (4)	C36—H36	0.9300
C10—C11	1.380 (4)	C37—C38	1.377 (4)
C11—C12	1.368 (4)	C37—H37	0.9300
C11—H11	0.9300	C38—H38	0.9300
C12—C13	1.377 (4)	O3—H3B	0.8200
O2—Co1—O4	177.50 (7)	C13—C14—H14	119.2
O2—Co1—N6	91.80 (8)	C9—C14—H14	119.2
O4—Co1—N6	89.32 (7)	C20—C15—C16	118.1 (2)
O2—Co1—N5	89.07 (8)	C20—C15—C21	119.4 (2)
O4—Co1—N5	93.14 (8)	C16—C15—C21	122.5 (2)
N6—Co1—N5	91.14 (8)	O3—C16—C17	117.6 (3)
O2—Co1—N4	102.90 (7)	O3—C16—C15	122.9 (2)
O4—Co1—N4	75.54 (7)	C17—C16—C15	119.4 (3)
N6—Co1—N4	160.84 (8)	C18—C17—C16	121.0 (3)
N5—Co1—N4	101.21 (8)	C18—C17—H17	119.5
O2—Co1—N2	75.15 (7)	C16—C17—H17	119.5
O4—Co1—N2	102.57 (7)	C17—C18—C19	120.3 (3)
N6—Co1—N2	93.34 (8)	C17—C18—H18	119.8
N5—Co1—N2	163.70 (8)	C19—C18—H18	119.8
N4—Co1—N2	78.90 (7)	C20—C19—C18	119.3 (3)
C2—O1—H1A	109.5	C20—C19—H19	120.4
C7—N1—N2	114.23 (19)	C18—C19—H19	120.4
C7—N1—H1	122.9	C19—C20—C15	121.7 (3)
N2—N1—H1	122.9	C19—C20—H20	119.1
C6—C1—C2	118.1 (2)	C15—C20—H20	119.1
C6—C1—C7	119.6 (2)	O4—C21—N3	124.2 (2)
C2—C1—C7	122.3 (2)	O4—C21—C15	119.4 (2)
C7—O2—Co1	115.67 (16)	N3—C21—C15	116.4 (2)
C8—N2—N1	113.7 (2)	N4—C22—C23	122.9 (2)
C8—N2—Co1	135.00 (17)	N4—C22—H22	118.5
N1—N2—Co1	107.73 (15)	C23—C22—H22	118.5
O1—C2—C3	118.1 (2)	C28—C23—C24	117.9 (2)
O1—C2—C1	122.6 (2)	C28—C23—C22	121.2 (2)
C3—C2—C1	119.3 (3)	C24—C23—C22	120.8 (3)
C21—N3—N4	113.8 (2)	C25—C24—C23	121.3 (3)
C21—N3—H3	123.1	C25—C24—Cl3	119.1 (2)
N4—N3—H3	123.1	C23—C24—Cl3	119.5 (2)
C4—C3—C2	121.0 (3)	C26—C25—C24	118.6 (3)
C4—C3—H3A	119.5	C26—C25—H25	120.7
C2—C3—H3A	119.5	C24—C25—H25	120.7
C21—O4—Co1	114.50 (15)	C25—C26—C27	122.1 (3)
C22—N4—N3	114.0 (2)	C25—C26—Cl4	119.1 (2)
C22—N4—Co1	133.74 (18)	C27—C26—Cl4	118.8 (3)
N3—N4—Co1	108.41 (14)	C26—C27—C28	118.4 (3)
C3—C4—C5	120.4 (3)	C26—C27—H27	120.8
C3—C4—H4	119.8	C28—C27—H27	120.8
C5—C4—H4	119.8	C23—C28—C27	121.6 (3)
C33—N5—C29	116.6 (3)	C23—C28—H28	119.2
C33—N5—Co1	121.47 (18)	C27—C28—H28	119.2
C29—N5—Co1	121.8 (2)	N5—C29—C30	123.0 (3)
C6—C5—C4	119.0 (3)	N5—C29—H29	118.5
C6—C5—H5	120.5	C30—C29—H29	118.5
C4—C5—H5	120.5	C31—C30—C29	120.0 (3)
C38—N6—C34	116.5 (2)	C31—C30—H30	120.0
C38—N6—Co1	121.50 (18)	C29—C30—H30	120.0
C34—N6—Co1	121.90 (17)	C30—C31—C32	118.0 (3)
C5—C6—C1	122.2 (3)	C30—C31—H31	121.0
C5—C6—H6	118.9	C32—C31—H31	121.0
C1—C6—H6	118.9	C31—C32—C33	119.1 (3)
O2—C7—N1	124.2 (2)	C31—C32—H32	120.4
O2—C7—C1	118.8 (2)	C33—C32—H32	120.4
N1—C7—C1	117.0 (2)	N5—C33—C32	123.3 (3)
N2—C8—C9	124.0 (2)	N5—C33—H33	118.4
N2—C8—H8	118.0	C32—C33—H33	118.4
C9—C8—H8	118.0	N6—C34—C35	123.0 (3)
C14—C9—C10	116.9 (2)	N6—C34—H34	118.5
C14—C9—C8	121.3 (3)	C35—C34—H34	118.5
C10—C9—C8	121.7 (2)	C36—C35—C34	119.2 (3)
C11—C10—C9	122.4 (3)	C36—C35—H35	120.4
C11—C10—Cl1	118.5 (2)	C34—C35—H35	120.4
C9—C10—Cl1	119.1 (2)	C35—C36—C37	119.1 (3)
C12—C11—C10	118.7 (3)	C35—C36—H36	120.5
C12—C11—H11	120.7	C37—C36—H36	120.5
C10—C11—H11	120.7	C36—C37—C38	118.8 (3)
C11—C12—C13	121.5 (3)	C36—C37—H37	120.6
C11—C12—Cl2	119.0 (2)	C38—C37—H37	120.6
C13—C12—Cl2	119.5 (2)	N6—C38—C37	123.4 (3)
C12—C13—C14	118.9 (3)	N6—C38—H38	118.3
C12—C13—H13	120.6	C37—C38—H38	118.3
C14—C13—H13	120.6	C16—O3—H3B	109.5
C13—C14—C9	121.7 (3)
O4—Co1—O2—C7	10.0 (18)	C6—C1—C7—N1	174.5 (2)
N6—Co1—O2—C7	−106.74 (18)	C2—C1—C7—N1	−6.0 (4)
N5—Co1—O2—C7	162.15 (18)	N1—N2—C8—C9	−173.7 (2)
N4—Co1—O2—C7	60.87 (18)	Co1—N2—C8—C9	31.0 (4)
N2—Co1—O2—C7	−13.76 (17)	N2—C8—C9—C14	39.6 (4)
C7—N1—N2—C8	−175.9 (2)	N2—C8—C9—C10	−145.2 (3)
C7—N1—N2—Co1	−13.9 (2)	C14—C9—C10—C11	0.6 (4)
O2—Co1—N2—C8	171.0 (3)	C8—C9—C10—C11	−174.8 (3)
O4—Co1—N2—C8	−8.0 (3)	C14—C9—C10—Cl1	−179.2 (2)
N6—Co1—N2—C8	−98.0 (3)	C8—C9—C10—Cl1	5.4 (4)
N5—Co1—N2—C8	156.3 (3)	C9—C10—C11—C12	0.4 (4)
N4—Co1—N2—C8	64.3 (3)	Cl1—C10—C11—C12	−179.8 (2)
O2—Co1—N2—N1	14.63 (14)	C10—C11—C12—C13	−0.7 (5)
O4—Co1—N2—N1	−164.34 (14)	C10—C11—C12—Cl2	178.1 (2)
N6—Co1—N2—N1	105.61 (15)	C11—C12—C13—C14	0.1 (5)
N5—Co1—N2—N1	−0.1 (4)	Cl2—C12—C13—C14	−178.8 (2)
N4—Co1—N2—N1	−92.07 (15)	C12—C13—C14—C9	1.0 (4)
C6—C1—C2—O1	−179.3 (3)	C10—C9—C14—C13	−1.3 (4)
C7—C1—C2—O1	1.2 (4)	C8—C9—C14—C13	174.1 (3)
C6—C1—C2—C3	1.9 (4)	C20—C15—C16—O3	−177.0 (3)
C7—C1—C2—C3	−177.6 (3)	C21—C15—C16—O3	3.8 (4)
O1—C2—C3—C4	178.6 (3)	C20—C15—C16—C17	2.3 (4)
C1—C2—C3—C4	−2.5 (5)	C21—C15—C16—C17	−177.0 (3)
O2—Co1—O4—C21	36.2 (18)	O3—C16—C17—C18	177.0 (3)
N6—Co1—O4—C21	153.01 (18)	C15—C16—C17—C18	−2.3 (5)
N5—Co1—O4—C21	−115.88 (18)	C16—C17—C18—C19	0.6 (5)
N4—Co1—O4—C21	−15.11 (17)	C17—C18—C19—C20	0.9 (5)
N2—Co1—O4—C21	59.74 (18)	C18—C19—C20—C15	−0.9 (5)
C21—N3—N4—C22	−175.7 (2)	C16—C15—C20—C19	−0.7 (4)
C21—N3—N4—Co1	−14.8 (2)	C21—C15—C20—C19	178.5 (3)
O2—Co1—N4—C22	−6.5 (3)	Co1—O4—C21—N3	12.8 (3)
O4—Co1—N4—C22	171.5 (3)	Co1—O4—C21—C15	−166.74 (17)
N6—Co1—N4—C22	132.7 (3)	N4—N3—C21—O4	2.7 (3)
N5—Co1—N4—C22	−98.2 (3)	N4—N3—C21—C15	−177.7 (2)
N2—Co1—N4—C22	65.2 (3)	C20—C15—C21—O4	−5.4 (4)
O2—Co1—N4—N3	−162.14 (14)	C16—C15—C21—O4	173.9 (2)
O4—Co1—N4—N3	15.86 (14)	C20—C15—C21—N3	175.0 (2)
N6—Co1—N4—N3	−22.9 (3)	C16—C15—C21—N3	−5.7 (4)
N5—Co1—N4—N3	106.24 (15)	N3—N4—C22—C23	−174.3 (2)
N2—Co1—N4—N3	−90.37 (15)	Co1—N4—C22—C23	31.1 (4)
C2—C3—C4—C5	1.4 (5)	N4—C22—C23—C28	42.3 (4)
O2—Co1—N5—C33	−0.7 (2)	N4—C22—C23—C24	−141.6 (3)
O4—Co1—N5—C33	178.1 (2)	C28—C23—C24—C25	0.9 (4)
N6—Co1—N5—C33	−92.5 (2)	C22—C23—C24—C25	−175.4 (3)
N4—Co1—N5—C33	102.3 (2)	C28—C23—C24—Cl3	−177.8 (2)
N2—Co1—N5—C33	13.5 (4)	C22—C23—C24—Cl3	5.9 (4)
O2—Co1—N5—C29	174.7 (2)	C23—C24—C25—C26	−0.1 (4)
O4—Co1—N5—C29	−6.5 (2)	Cl3—C24—C25—C26	178.6 (2)
N6—Co1—N5—C29	82.9 (2)	C24—C25—C26—C27	−0.8 (4)
N4—Co1—N5—C29	−82.4 (2)	C24—C25—C26—Cl4	177.8 (2)
N2—Co1—N5—C29	−171.1 (2)	C25—C26—C27—C28	0.8 (4)
C3—C4—C5—C6	0.2 (5)	Cl4—C26—C27—C28	−177.8 (2)
O2—Co1—N6—C38	13.6 (2)	C24—C23—C28—C27	−0.9 (4)
O4—Co1—N6—C38	−164.2 (2)	C22—C23—C28—C27	175.4 (3)
N5—Co1—N6—C38	102.7 (2)	C26—C27—C28—C23	0.1 (4)
N4—Co1—N6—C38	−126.9 (3)	C33—N5—C29—C30	0.6 (4)
N2—Co1—N6—C38	−61.7 (2)	Co1—N5—C29—C30	−174.9 (2)
O2—Co1—N6—C34	−169.9 (2)	N5—C29—C30—C31	−0.3 (5)
O4—Co1—N6—C34	12.3 (2)	C29—C30—C31—C32	−0.6 (5)
N5—Co1—N6—C34	−80.8 (2)	C30—C31—C32—C33	1.0 (5)
N4—Co1—N6—C34	49.7 (3)	C29—N5—C33—C32	−0.2 (5)
N2—Co1—N6—C34	114.9 (2)	Co1—N5—C33—C32	175.4 (3)
C4—C5—C6—C1	−0.8 (5)	C31—C32—C33—N5	−0.6 (6)
C2—C1—C6—C5	−0.3 (4)	C38—N6—C34—C35	−0.1 (4)
C7—C1—C6—C5	179.2 (3)	Co1—N6—C34—C35	−176.8 (2)
Co1—O2—C7—N1	11.4 (3)	N6—C34—C35—C36	−0.2 (5)
Co1—O2—C7—C1	−168.52 (17)	C34—C35—C36—C37	0.4 (5)
N2—N1—C7—O2	3.3 (3)	C35—C36—C37—C38	−0.4 (5)
N2—N1—C7—C1	−176.8 (2)	C34—N6—C38—C37	0.1 (4)
C6—C1—C7—O2	−5.6 (4)	Co1—N6—C38—C37	176.8 (2)
C2—C1—C7—O2	174.0 (2)	C36—C37—C38—N6	0.1 (5)