Bis[benzyl 2-(heptan-4-yl­idene)hydrazine-1-carboxyl­ate]bis­(thio­cyanato)­cobalt(II)

The title compound, [Co(NCS)₂(C₁₅H₂₂N₂O₂)₂] or C₃₂H₄₄CoN₆O₄S₂, was prepared from cobalt(II) nitrate, benzyl carbazate and ammonium thio­cyanate in the presence of 4-hepta­none. The compound crystallizes with two centrosymmetric complexes in which the cobalt(II) atoms have a trans-CoO₂N₄ octa­hedral coordination geometry. In the crystal, N—H...S, C—H...S and C—H....π contacts stack the complex mol­ecules along the b-axis direction.

Key indicators

• Single-crystal X-ray study
• T = 100 K
• Mean [sigma](C-C) = 0.010 Å
• R factor = 0.094
• wR factor = 0.263
• Data-to-parameter ratio = 17.2

checkCIF/PLATON results

No syntax errors found



Alert level C
CRYSC01_ALERT_1_C The word below has not been recognised as a standard
            identifier.
            olive
RINTA01_ALERT_3_C  The value of Rint is greater than 0.12
            Rint given   0.153
PLAT020_ALERT_3_C The Value of Rint is Greater Than 0.12 .........      0.153 Report
PLAT084_ALERT_3_C High wR2 Value (i.e. > 0.25) ...................       0.26 Report
PLAT341_ALERT_3_C Low Bond Precision on  C-C Bonds ...............    0.01023 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H12B     ..S1       .       2.93 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H25      ..S2       .       2.94 Ang.
PLAT906_ALERT_3_C Large K Value in the Analysis of Variance ......      6.850 Check
PLAT911_ALERT_3_C Missing FCF Refl Between Thmin & STh/L=    0.600          5 Report
PLAT978_ALERT_2_C Number C-C Bonds with Positive Residual Density.          0 Info

Alert level G
PLAT083_ALERT_2_G SHELXL Second Parameter in WGHT  Unusually Large      14.02 Why ?
PLAT794_ALERT_5_G Tentative Bond Valency for Co1       (II)      .       1.75 Info
PLAT794_ALERT_5_G Tentative Bond Valency for Co2       (II)      .       1.76 Info
PLAT910_ALERT_3_G Missing # of FCF Reflection(s) Below Theta(Min).          1 Note
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L=  0.600        146 Note
PLAT933_ALERT_2_G Number of OMIT Records in Embedded .res File ...          1 Note

   0 ALERT level A = Most likely a serious problem - resolve or explain
   0 ALERT level B = A potentially serious problem, consider carefully
  10 ALERT level C = Check. Ensure it is not caused by an omission or oversight
   6 ALERT level G = General information/check it is not something unexpected

   1 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
   7 ALERT type 3 Indicator that the structure quality may be low
   3 ALERT type 4 Improvement, methodology, query or suggestion
   2 ALERT type 5 Informative message, check

---

Computing details

Data collection: CrysAlis PRO (Agilent, 2014); cell refinement: CrysAlis PRO (Agilent, 2014); data reduction: CrysAlis PRO (Agilent, 2014); program(s) used to solve structure: SIR2011 (Burla et al., 2012); program(s) used to refine structure: SHELXL2018 (Sheldrick, 2015) and TITAN (Hunter & Simpson, 1999); molecular graphics: Mercury (Macrae et al., 2008); software used to prepare material for publication: SHELXL2014 (Sheldrick, 2015), enCIFer (Allen et al., 2004), PLATON (Spek, 2009) and publCIF (Westrip 2010).

Bis[benzyl 2-(heptan-4-ylidene)hydrazine-1-carboxylate]bis(thiocyanato)cobalt(II)

Crystal data

[Co(NCS)2(C15H22N2O2)2]	F(000) = 1476
Mr = 699.78	Dx = 1.289 Mg m^−3
Monoclinic, P21/c	Cu Kα radiation, λ = 1.54184 Å
a = 23.194 (3) Å	Cell parameters from 2699 reflections
b = 9.825 (1) Å	θ = 3.9–72.7°
c = 16.475 (2) Å	µ = 5.16 mm^−1
β = 106.154 (13)°	T = 100 K
V = 3606.1 (8) Å^3	Block, olive green
Z = 4	0.21 × 0.15 × 0.11 mm

Data collection

Agilent SuperNova, Dual, Cu at zero, Atlas diffractometer	7198 independent reflections
Radiation source: sealed X-ray tube, SuperNova (Cu) X-ray Source	4299 reflections with I > 2σ(I)
Detector resolution: 5.1725 pixels mm^-1	Rint = 0.153
ω scans	θmax = 74.4°, θmin = 4.0°
Absorption correction: gaussian (CrysAlis PRO; Agilent, 2014)	h = −28→28
Tmin = 0.839, Tmax = 0.912	k = −11→12
34985 measured reflections	l = −19→20

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.094	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.263	w = 1/[σ^2(Fo^2) + (0.0923P)^2 + 14.0183P] where P = (Fo^2 + 2Fc^2)/3
S = 1.07	(Δ/σ)max < 0.001
7198 reflections	Δρmax = 1.19 e Å^−3
419 parameters	Δρmin = −0.62 e Å^−3

Special details

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.

Refinement. l reflection with Fo >>> Fc was omitted from the final refinement cycles.

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

	x	y	z	Uiso*/Ueq
Co1	0.000000	0.000000	0.000000	0.0298 (4)
N11	0.0137 (2)	−0.1536 (6)	0.1013 (3)	0.0322 (12)
C12	−0.0084 (3)	−0.2731 (7)	0.1072 (4)	0.0323 (15)
C121	0.0110 (3)	−0.3609 (7)	0.1846 (4)	0.0341 (15)
H12A	−0.021053	−0.427640	0.184426	0.041*
H12B	0.016911	−0.303327	0.235640	0.041*
C122	0.0698 (3)	−0.4373 (8)	0.1883 (5)	0.0419 (17)
H12C	0.065812	−0.483492	0.133592	0.050*
H12D	0.103087	−0.370939	0.197190	0.050*
C123	0.0847 (4)	−0.5416 (9)	0.2586 (5)	0.052 (2)
H12E	0.083817	−0.498159	0.311823	0.078*
H12F	0.124762	−0.578869	0.264194	0.078*
H12G	0.055024	−0.615241	0.245368	0.078*
C124	−0.0538 (3)	−0.3287 (8)	0.0323 (4)	0.0364 (15)
H12H	−0.045942	−0.426947	0.027124	0.044*
H12I	−0.049392	−0.282823	−0.019149	0.044*
C125	−0.1180 (3)	−0.3104 (8)	0.0371 (5)	0.0441 (18)
H12J	−0.128347	−0.212379	0.032133	0.053*
H12K	−0.120808	−0.342201	0.092904	0.053*
C126	−0.1631 (3)	−0.3887 (8)	−0.0324 (5)	0.0448 (18)
H12L	−0.157943	−0.363491	−0.087509	0.067*
H12M	−0.203926	−0.366375	−0.030912	0.067*
H12N	−0.156212	−0.486701	−0.023340	0.067*
N12	0.0573 (3)	−0.1037 (6)	0.1712 (4)	0.0327 (12)
H12	0.070 (3)	−0.136 (8)	0.221 (5)	0.039*
O11	0.0806 (2)	0.0600 (5)	0.0883 (3)	0.0323 (10)
C11	0.0897 (3)	0.0026 (7)	0.1561 (4)	0.0298 (14)
O12	0.1327 (2)	0.0389 (5)	0.2253 (3)	0.0330 (10)
C13	0.1703 (3)	0.1503 (7)	0.2106 (4)	0.0333 (15)
H13A	0.145852	0.234005	0.196051	0.040*
H13B	0.186039	0.127334	0.162198	0.040*
C14	0.2213 (3)	0.1757 (7)	0.2867 (4)	0.0347 (15)
C15	0.2366 (3)	0.0952 (8)	0.3578 (5)	0.0392 (16)
H15	0.212777	0.017778	0.360963	0.047*
C16	0.2865 (3)	0.1251 (8)	0.4254 (5)	0.0438 (18)
H16	0.296721	0.068016	0.473807	0.053*
C17	0.3209 (3)	0.2383 (8)	0.4212 (5)	0.0408 (17)
H17	0.355073	0.258792	0.466877	0.049*
C18	0.3058 (3)	0.3213 (9)	0.3514 (5)	0.0468 (19)
H18	0.329365	0.399711	0.349200	0.056*
C19	0.2563 (3)	0.2911 (8)	0.2838 (5)	0.0402 (17)
H19	0.246196	0.348720	0.235564	0.048*
N13	−0.0433 (2)	0.1289 (6)	0.0627 (4)	0.0333 (12)
C110	−0.0677 (3)	0.2137 (7)	0.0880 (4)	0.0323 (14)
S1	−0.10507 (8)	0.33019 (19)	0.12477 (11)	0.0400 (4)
Co2	0.500000	0.000000	0.500000	0.0305 (4)
N21	0.4960 (2)	0.1867 (6)	0.4197 (3)	0.0317 (12)
C22	0.5324 (3)	0.2874 (7)	0.4219 (5)	0.0362 (16)
C221	0.5867 (3)	0.2997 (7)	0.4961 (5)	0.0353 (15)
H22A	0.579237	0.251136	0.544811	0.042*
H22B	0.593417	0.396932	0.511629	0.042*
C222	0.6438 (3)	0.2414 (8)	0.4786 (5)	0.0474 (19)
H22C	0.638771	0.142286	0.468111	0.057*
H22D	0.649752	0.284469	0.427178	0.057*
C223	0.6985 (4)	0.2666 (11)	0.5525 (6)	0.065 (3)
H22E	0.703882	0.364756	0.562330	0.097*
H22F	0.734119	0.228732	0.539771	0.097*
H22G	0.692954	0.222654	0.603170	0.097*
C224	0.5242 (3)	0.3964 (7)	0.3546 (5)	0.0363 (15)
H22H	0.504172	0.356725	0.298601	0.044*
H22I	0.563979	0.431013	0.353031	0.044*
C225	0.4860 (3)	0.5153 (7)	0.3730 (5)	0.0381 (16)
H22J	0.445356	0.481693	0.370723	0.046*
H22K	0.504616	0.550544	0.430677	0.046*
C226	0.4811 (4)	0.6303 (7)	0.3089 (5)	0.0420 (17)
H22L	0.521319	0.664875	0.311985	0.063*
H22M	0.456602	0.704064	0.321719	0.063*
H22N	0.462331	0.595675	0.251870	0.063*
N22	0.4473 (3)	0.1744 (6)	0.3494 (4)	0.0353 (13)
H22	0.435 (3)	0.238 (8)	0.304 (5)	0.042*
O21	0.4248 (2)	−0.0321 (5)	0.3958 (3)	0.0343 (11)
C21	0.4151 (3)	0.0578 (7)	0.3420 (4)	0.0327 (14)
O22	0.3730 (2)	0.0517 (5)	0.2689 (3)	0.0371 (11)
C23	0.3364 (3)	−0.0692 (7)	0.2566 (5)	0.0393 (16)
H23A	0.317866	−0.079440	0.303634	0.047*
H23B	0.361459	−0.150441	0.255731	0.047*
C24	0.2882 (3)	−0.0577 (7)	0.1742 (4)	0.0351 (15)
C25	0.2887 (3)	0.0403 (7)	0.1141 (4)	0.0339 (15)
H25	0.320617	0.104275	0.124184	0.041*
C26	0.2432 (3)	0.0459 (7)	0.0395 (4)	0.0363 (15)
H26	0.243128	0.115637	−0.000417	0.044*
C27	0.1972 (3)	−0.0505 (8)	0.0226 (5)	0.0415 (17)
H27	0.166382	−0.048600	−0.029316	0.050*
C28	0.1970 (3)	−0.1493 (8)	0.0828 (5)	0.0430 (17)
H28	0.165563	−0.214556	0.072367	0.052*
C29	0.2422 (3)	−0.1534 (8)	0.1576 (5)	0.0410 (17)
H29	0.241882	−0.222004	0.198078	0.049*
N23	0.5525 (3)	−0.0819 (6)	0.4321 (4)	0.0357 (13)
C210	0.5825 (3)	−0.1012 (7)	0.3862 (4)	0.0320 (14)
S2	0.62538 (8)	−0.1277 (2)	0.32411 (12)	0.0406 (4)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Co1	0.0294 (7)	0.0330 (9)	0.0297 (8)	−0.0011 (7)	0.0125 (6)	0.0001 (7)
N11	0.035 (3)	0.035 (3)	0.031 (3)	−0.001 (2)	0.015 (2)	−0.001 (2)
C12	0.034 (3)	0.036 (4)	0.032 (3)	−0.002 (3)	0.018 (3)	−0.002 (3)
C121	0.040 (4)	0.027 (4)	0.039 (4)	−0.006 (3)	0.018 (3)	−0.002 (3)
C122	0.043 (4)	0.048 (5)	0.038 (4)	0.009 (3)	0.016 (3)	−0.001 (3)
C123	0.064 (5)	0.050 (5)	0.046 (5)	0.021 (4)	0.021 (4)	0.000 (4)
C124	0.037 (4)	0.037 (4)	0.039 (4)	−0.001 (3)	0.016 (3)	−0.001 (3)
C125	0.037 (4)	0.045 (5)	0.052 (5)	0.003 (3)	0.015 (3)	0.007 (4)
C126	0.043 (4)	0.048 (5)	0.043 (4)	−0.009 (4)	0.012 (3)	0.009 (4)
N12	0.034 (3)	0.035 (3)	0.028 (3)	−0.004 (2)	0.008 (2)	0.006 (2)
O11	0.035 (2)	0.034 (3)	0.030 (2)	−0.003 (2)	0.0119 (19)	−0.001 (2)
C11	0.031 (3)	0.035 (4)	0.026 (3)	0.002 (3)	0.013 (3)	0.000 (3)
O12	0.032 (2)	0.036 (3)	0.032 (2)	−0.0044 (19)	0.0096 (19)	0.000 (2)
C13	0.032 (3)	0.035 (4)	0.035 (4)	−0.007 (3)	0.013 (3)	0.001 (3)
C14	0.032 (3)	0.039 (4)	0.038 (4)	−0.001 (3)	0.017 (3)	−0.006 (3)
C15	0.039 (4)	0.043 (4)	0.038 (4)	−0.005 (3)	0.014 (3)	−0.007 (3)
C16	0.046 (4)	0.040 (4)	0.045 (4)	0.008 (3)	0.012 (3)	0.005 (3)
C17	0.033 (3)	0.047 (5)	0.042 (4)	0.002 (3)	0.009 (3)	−0.005 (3)
C18	0.036 (4)	0.055 (5)	0.052 (5)	−0.005 (4)	0.017 (3)	−0.006 (4)
C19	0.036 (4)	0.044 (4)	0.043 (4)	−0.003 (3)	0.016 (3)	0.004 (3)
N13	0.034 (3)	0.032 (3)	0.036 (3)	0.000 (2)	0.013 (2)	0.000 (2)
C110	0.035 (3)	0.028 (4)	0.031 (3)	−0.005 (3)	0.005 (3)	0.001 (3)
S1	0.0469 (10)	0.0344 (10)	0.0380 (9)	0.0061 (8)	0.0108 (8)	−0.0038 (7)
Co2	0.0319 (8)	0.0302 (8)	0.0331 (8)	−0.0011 (7)	0.0152 (6)	0.0002 (7)
N21	0.038 (3)	0.028 (3)	0.033 (3)	−0.001 (2)	0.017 (2)	0.000 (2)
C22	0.041 (4)	0.030 (4)	0.042 (4)	0.000 (3)	0.020 (3)	−0.003 (3)
C221	0.031 (3)	0.027 (4)	0.052 (4)	−0.005 (3)	0.019 (3)	0.006 (3)
C222	0.042 (4)	0.040 (5)	0.063 (5)	−0.001 (3)	0.021 (4)	0.003 (4)
C223	0.044 (5)	0.073 (7)	0.076 (7)	−0.012 (5)	0.016 (4)	0.023 (5)
C224	0.041 (4)	0.031 (4)	0.044 (4)	−0.002 (3)	0.021 (3)	−0.001 (3)
C225	0.050 (4)	0.030 (4)	0.041 (4)	0.003 (3)	0.023 (3)	0.004 (3)
C226	0.060 (5)	0.024 (4)	0.047 (4)	−0.005 (3)	0.024 (4)	−0.002 (3)
N22	0.041 (3)	0.031 (3)	0.036 (3)	0.000 (3)	0.015 (3)	0.006 (3)
O21	0.038 (3)	0.034 (3)	0.033 (3)	−0.001 (2)	0.014 (2)	0.005 (2)
C21	0.035 (3)	0.036 (4)	0.028 (3)	0.000 (3)	0.011 (3)	0.001 (3)
O22	0.040 (3)	0.036 (3)	0.037 (3)	−0.005 (2)	0.013 (2)	0.001 (2)
C23	0.044 (4)	0.030 (4)	0.044 (4)	−0.009 (3)	0.012 (3)	0.004 (3)
C24	0.038 (4)	0.033 (4)	0.040 (4)	−0.002 (3)	0.021 (3)	−0.009 (3)
C25	0.028 (3)	0.038 (4)	0.040 (4)	−0.003 (3)	0.015 (3)	−0.004 (3)
C26	0.042 (4)	0.035 (4)	0.037 (4)	−0.003 (3)	0.019 (3)	−0.001 (3)
C27	0.043 (4)	0.046 (5)	0.037 (4)	−0.003 (3)	0.014 (3)	−0.005 (3)
C28	0.042 (4)	0.041 (4)	0.047 (4)	−0.006 (3)	0.013 (3)	−0.005 (3)
C29	0.042 (4)	0.037 (4)	0.046 (4)	−0.006 (3)	0.016 (3)	0.002 (3)
N23	0.037 (3)	0.032 (3)	0.039 (3)	0.000 (2)	0.013 (3)	−0.001 (2)
C210	0.033 (3)	0.031 (4)	0.035 (4)	0.000 (3)	0.013 (3)	−0.009 (3)
S2	0.0397 (9)	0.0462 (11)	0.0409 (10)	0.0002 (8)	0.0193 (8)	−0.0053 (8)

Geometric parameters (Å, º)

Co1—N13	2.064 (6)	Co2—N23	2.036 (6)
Co1—N13^i	2.064 (6)	Co2—N23^ii	2.036 (6)
Co1—O11	2.109 (5)	Co2—O21	2.103 (5)
Co1—O11^i	2.109 (5)	Co2—O21^ii	2.103 (5)
Co1—N11	2.206 (6)	Co2—N21	2.248 (6)
Co1—N11^i	2.206 (6)	Co2—N21^ii	2.248 (6)
N11—C12	1.295 (9)	N21—C22	1.293 (9)
N11—N12	1.393 (8)	N21—N22	1.380 (8)
C12—C124	1.486 (10)	C22—C221	1.496 (10)
C12—C121	1.501 (9)	C22—C224	1.515 (10)
C121—C122	1.544 (9)	C221—C222	1.542 (9)
C121—H12A	0.9900	C221—H22A	0.9900
C121—H12B	0.9900	C221—H22B	0.9900
C122—C123	1.513 (11)	C222—C223	1.515 (12)
C122—H12C	0.9900	C222—H22C	0.9900
C122—H12D	0.9900	C222—H22D	0.9900
C123—H12E	0.9800	C223—H22E	0.9800
C123—H12F	0.9800	C223—H22F	0.9800
C123—H12G	0.9800	C223—H22G	0.9800
C124—C125	1.524 (9)	C224—C225	1.546 (9)
C124—H12H	0.9900	C224—H22H	0.9900
C124—H12I	0.9900	C224—H22I	0.9900
C125—C126	1.527 (11)	C225—C226	1.530 (9)
C125—H12J	0.9900	C225—H22J	0.9900
C125—H12K	0.9900	C225—H22K	0.9900
C126—H12L	0.9800	C226—H22L	0.9800
C126—H12M	0.9800	C226—H22M	0.9800
C126—H12N	0.9800	C226—H22N	0.9800
N12—C11	1.350 (9)	N22—C21	1.354 (9)
N12—H12	0.85 (8)	N22—H22	0.96 (8)
O11—C11	1.216 (8)	O21—C21	1.227 (8)
C11—O12	1.338 (8)	C21—O22	1.325 (8)
O12—C13	1.462 (8)	O22—C23	1.442 (8)
C13—C14	1.487 (9)	C23—C24	1.503 (10)
C13—H13A	0.9900	C23—H23A	0.9900
C13—H13B	0.9900	C23—H23B	0.9900
C14—C15	1.375 (10)	C24—C25	1.383 (10)
C14—C19	1.403 (10)	C24—C29	1.392 (10)
C15—C16	1.395 (11)	C25—C26	1.380 (10)
C15—H15	0.9500	C25—H25	0.9500
C16—C17	1.381 (11)	C26—C27	1.396 (10)
C16—H16	0.9500	C26—H26	0.9500
C17—C18	1.375 (11)	C27—C28	1.388 (11)
C17—H17	0.9500	C27—H27	0.9500
C18—C19	1.391 (11)	C28—C29	1.378 (11)
C18—H18	0.9500	C28—H28	0.9500
C19—H19	0.9500	C29—H29	0.9500
N13—C110	1.148 (9)	N23—C210	1.176 (8)
C110—S1	1.649 (7)	C210—S2	1.634 (6)
N13—Co1—N13^i	180.0	N23—Co2—N23^ii	180.0
N13—Co1—O11	86.8 (2)	N23—Co2—O21	88.8 (2)
N13^i—Co1—O11	93.2 (2)	N23^ii—Co2—O21	91.2 (2)
N13—Co1—O11^i	93.2 (2)	N23—Co2—O21^ii	91.2 (2)
N13^i—Co1—O11^i	86.8 (2)	N23^ii—Co2—O21^ii	88.8 (2)
O11—Co1—O11^i	180.0 (3)	O21—Co2—O21^ii	180.0
N13—Co1—N11	91.7 (2)	N23—Co2—N21	86.1 (2)
N13^i—Co1—N11	88.4 (2)	N23^ii—Co2—N21	93.9 (2)
O11—Co1—N11	75.87 (19)	O21—Co2—N21	75.71 (19)
O11^i—Co1—N11	104.13 (19)	O21^ii—Co2—N21	104.29 (19)
N13—Co1—N11^i	88.3 (2)	N23—Co2—N21^ii	93.9 (2)
N13^i—Co1—N11^i	91.6 (2)	N23^ii—Co2—N21^ii	86.1 (2)
O11—Co1—N11^i	104.13 (19)	O21—Co2—N21^ii	104.29 (19)
O11^i—Co1—N11^i	75.87 (19)	O21^ii—Co2—N21^ii	75.71 (19)
N11—Co1—N11^i	180.0	N21—Co2—N21^ii	180.0
C12—N11—N12	117.9 (6)	C22—N21—N22	117.7 (6)
C12—N11—Co1	134.5 (5)	C22—N21—Co2	133.5 (5)
N12—N11—Co1	107.7 (4)	N22—N21—Co2	108.2 (4)
N11—C12—C124	118.3 (6)	N21—C22—C221	118.6 (6)
N11—C12—C121	123.6 (6)	N21—C22—C224	124.9 (7)
C124—C12—C121	118.0 (6)	C221—C22—C224	116.5 (6)
C12—C121—C122	111.3 (5)	C22—C221—C222	112.9 (6)
C12—C121—H12A	109.4	C22—C221—H22A	109.0
C122—C121—H12A	109.4	C222—C221—H22A	109.0
C12—C121—H12B	109.4	C22—C221—H22B	109.0
C122—C121—H12B	109.4	C222—C221—H22B	109.0
H12A—C121—H12B	108.0	H22A—C221—H22B	107.8
C123—C122—C121	111.7 (6)	C223—C222—C221	111.1 (7)
C123—C122—H12C	109.3	C223—C222—H22C	109.4
C121—C122—H12C	109.3	C221—C222—H22C	109.4
C123—C122—H12D	109.3	C223—C222—H22D	109.4
C121—C122—H12D	109.3	C221—C222—H22D	109.4
H12C—C122—H12D	107.9	H22C—C222—H22D	108.0
C122—C123—H12E	109.5	C222—C223—H22E	109.5
C122—C123—H12F	109.5	C222—C223—H22F	109.5
H12E—C123—H12F	109.5	H22E—C223—H22F	109.5
C122—C123—H12G	109.5	C222—C223—H22G	109.5
H12E—C123—H12G	109.5	H22E—C223—H22G	109.5
H12F—C123—H12G	109.5	H22F—C223—H22G	109.5
C12—C124—C125	113.0 (6)	C22—C224—C225	110.6 (5)
C12—C124—H12H	109.0	C22—C224—H22H	109.5
C125—C124—H12H	109.0	C225—C224—H22H	109.5
C12—C124—H12I	109.0	C22—C224—H22I	109.5
C125—C124—H12I	109.0	C225—C224—H22I	109.5
H12H—C124—H12I	107.8	H22H—C224—H22I	108.1
C124—C125—C126	112.1 (6)	C226—C225—C224	111.0 (6)
C124—C125—H12J	109.2	C226—C225—H22J	109.4
C126—C125—H12J	109.2	C224—C225—H22J	109.4
C124—C125—H12K	109.2	C226—C225—H22K	109.4
C126—C125—H12K	109.2	C224—C225—H22K	109.4
H12J—C125—H12K	107.9	H22J—C225—H22K	108.0
C125—C126—H12L	109.5	C225—C226—H22L	109.5
C125—C126—H12M	109.5	C225—C226—H22M	109.5
H12L—C126—H12M	109.5	H22L—C226—H22M	109.5
C125—C126—H12N	109.5	C225—C226—H22N	109.5
H12L—C126—H12N	109.5	H22L—C226—H22N	109.5
H12M—C126—H12N	109.5	H22M—C226—H22N	109.5
C11—N12—N11	115.7 (5)	C21—N22—N21	116.8 (6)
C11—N12—H12	114 (5)	C21—N22—H22	117 (5)
N11—N12—H12	130 (5)	N21—N22—H22	127 (5)
C11—O11—Co1	113.4 (4)	C21—O21—Co2	115.2 (4)
O11—C11—O12	123.8 (6)	O21—C21—O22	124.4 (7)
O11—C11—N12	124.4 (6)	O21—C21—N22	123.9 (6)
O12—C11—N12	111.7 (5)	O22—C21—N22	111.6 (6)
C11—O12—C13	113.3 (5)	C21—O22—C23	114.9 (5)
O12—C13—C14	110.9 (5)	O22—C23—C24	109.0 (6)
O12—C13—H13A	109.5	O22—C23—H23A	109.9
C14—C13—H13A	109.5	C24—C23—H23A	109.9
O12—C13—H13B	109.5	O22—C23—H23B	109.9
C14—C13—H13B	109.5	C24—C23—H23B	109.9
H13A—C13—H13B	108.0	H23A—C23—H23B	108.3
C15—C14—C19	118.7 (7)	C25—C24—C29	119.2 (7)
C15—C14—C13	125.3 (6)	C25—C24—C23	123.2 (6)
C19—C14—C13	116.0 (6)	C29—C24—C23	117.6 (7)
C14—C15—C16	121.2 (7)	C26—C25—C24	120.5 (7)
C14—C15—H15	119.4	C26—C25—H25	119.7
C16—C15—H15	119.4	C24—C25—H25	119.7
C17—C16—C15	119.5 (7)	C25—C26—C27	120.2 (7)
C17—C16—H16	120.2	C25—C26—H26	119.9
C15—C16—H16	120.2	C27—C26—H26	119.9
C18—C17—C16	120.2 (7)	C28—C27—C26	119.1 (7)
C18—C17—H17	119.9	C28—C27—H27	120.5
C16—C17—H17	119.9	C26—C27—H27	120.5
C17—C18—C19	120.3 (8)	C29—C28—C27	120.4 (7)
C17—C18—H18	119.9	C29—C28—H28	119.8
C19—C18—H18	119.9	C27—C28—H28	119.8
C18—C19—C14	120.1 (7)	C28—C29—C24	120.5 (7)
C18—C19—H19	120.0	C28—C29—H29	119.8
C14—C19—H19	120.0	C24—C29—H29	119.8
C110—N13—Co1	169.8 (5)	C210—N23—Co2	165.6 (6)
N13—C110—S1	177.3 (6)	N23—C210—S2	178.9 (6)
N12—N11—C12—C124	−178.5 (5)	N22—N21—C22—C221	−177.7 (6)
Co1—N11—C12—C124	−0.2 (9)	Co2—N21—C22—C221	−8.0 (9)
N12—N11—C12—C121	−0.8 (9)	N22—N21—C22—C224	2.6 (10)
Co1—N11—C12—C121	177.6 (4)	Co2—N21—C22—C224	172.3 (5)
N11—C12—C121—C122	−81.0 (8)	N21—C22—C221—C222	97.9 (7)
C124—C12—C121—C122	96.8 (7)	C224—C22—C221—C222	−82.4 (8)
C12—C121—C122—C123	−171.4 (6)	C22—C221—C222—C223	175.2 (7)
N11—C12—C124—C125	−98.8 (7)	N21—C22—C224—C225	88.3 (8)
C121—C12—C124—C125	83.3 (8)	C221—C22—C224—C225	−91.4 (7)
C12—C124—C125—C126	−170.3 (6)	C22—C224—C225—C226	176.1 (6)
C12—N11—N12—C11	163.7 (6)	C22—N21—N22—C21	170.0 (6)
Co1—N11—N12—C11	−15.0 (6)	Co2—N21—N22—C21	−2.1 (6)
Co1—O11—C11—O12	−169.3 (5)	Co2—O21—C21—O22	174.5 (5)
Co1—O11—C11—N12	9.6 (8)	Co2—O21—C21—N22	−3.8 (8)
N11—N12—C11—O11	4.6 (10)	N21—N22—C21—O21	4.1 (10)
N11—N12—C11—O12	−176.3 (5)	N21—N22—C21—O22	−174.3 (5)
O11—C11—O12—C13	−3.3 (9)	O21—C21—O22—C23	2.1 (10)
N12—C11—O12—C13	177.7 (5)	N22—C21—O22—C23	−179.5 (6)
C11—O12—C13—C14	−173.5 (5)	C21—O22—C23—C24	176.2 (6)
O12—C13—C14—C15	8.2 (9)	O22—C23—C24—C25	12.5 (9)
O12—C13—C14—C19	−172.4 (6)	O22—C23—C24—C29	−169.4 (6)
C19—C14—C15—C16	−1.3 (10)	C29—C24—C25—C26	1.9 (10)
C13—C14—C15—C16	178.1 (7)	C23—C24—C25—C26	−180.0 (7)
C14—C15—C16—C17	0.6 (11)	C24—C25—C26—C27	−2.3 (10)
C15—C16—C17—C18	0.4 (11)	C25—C26—C27—C28	1.8 (11)
C16—C17—C18—C19	−0.8 (11)	C26—C27—C28—C29	−1.0 (11)
C17—C18—C19—C14	0.2 (11)	C27—C28—C29—C24	0.7 (12)
C15—C14—C19—C18	0.9 (10)	C25—C24—C29—C28	−1.1 (11)
C13—C14—C19—C18	−178.5 (7)	C23—C24—C29—C28	−179.3 (7)

Symmetry codes: (i) −x, −y, −z; (ii) −x+1, −y, −z+1.

Hydrogen-bond geometry (Å, º)

Cg6 is the centroid of the C24–C29 phenyl ring.

D—H···A	D—H	H···A	D···A	D—H···A
N12—H12···S1^iii	0.85 (8)	2.47 (8)	3.298 (6)	166 (7)
C121—H12B···S1^iii	0.99	2.93	3.786 (7)	146
N22—H22···S2^iv	0.96 (8)	2.55 (8)	3.480 (6)	164 (6)
C25—H25···S2^iv	0.95	2.94	3.811 (7)	153
C124—H12I···O11^i	0.99	2.48	3.259 (9)	135
C221—H22A···O21^ii	0.99	2.38	3.229 (8)	144
C13—H13B···Cg6	0.99	2.60	3.464 (7)	145

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