μ-1,4-Diaza­bicyclo­[2.2.2]octane-κ²N:N′-bis­[bis­(O,O′-diisopropyl dithio­phosphato-κ²S,S′)zinc(II)]

The dinuclear title molecule, [Zn₂(C₆H₁₄O₂PS₂)₄(C₆H₁₂N₂)], is disposed about a centre of inversion and features a heavily distorted coordination geometry, owing to the presence of asymmetrically coordinating dithio­phosphate ligands. In the crystal structure, mol­ecules are stacked into layers, with connections between layers provided by C—H...O inter­actions.

Key indicators

• Single-crystal X-ray study
• T = 150 K
• Mean [sigma](C-C) = 0.014 Å
• Disorder in main residue
• R factor = 0.080
• wR factor = 0.175
• Data-to-parameter ratio = 14.8

checkCIF/PLATON results

No syntax errors found



Alert level A
PLAT220_ALERT_2_A Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       5.41 Ratio

Author Response: ...Components of the structure were found to be disordered and subsequently, modelled.

PLAT222_ALERT_3_A Large Non-Solvent    H     Ueq(max)/Ueq(min) ...       6.27 Ratio

Author Response: ...Components of the structure were found to be disordered and subsequently, modelled.

Alert level C
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low .......       0.98
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT062_ALERT_4_C Rescale T(min) & T(max) by .....................       0.87
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         C7
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C16
PLAT301_ALERT_3_C Main Residue  Disorder .........................      21.00 Perc.
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...         14
PLAT764_ALERT_4_C Overcomplete CIF Bond List Detected (Rep/Expd) .       1.11 Ratio

Alert level G
ABSTM02_ALERT_3_G  When printed, the submitted absorption T values will be
            replaced by the scaled T values. Since the ratio of scaled T's
            is identical to the ratio of reported T values, the scaling
            does not imply a change to the absorption corrections used in
            the study.
            Ratio of Tmax expected/reported      0.870
            Tmax scaled      0.870 Tmin scaled      0.611

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

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

---

Computing details

Data collection: CrystalClear (Rigaku/MSC, 2005); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: PATTY in DIRDIF92 (Beurskens et al., 1992); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976) and DIAMOND (Brandenburg, 2006); software used to prepare material for publication: SHELXL97.

µ-1,4-Diazabicyclo[2.2.2]octane-κ²N:N'- bis[bis(O,O'-diisopropyl dithiophosphato-κ²S,S')zinc(II)]

Crystal data

[Zn2(C6H14O2PS2)4(C6H12N2)]	F(000) = 1148
Mr = 1095.96	Dx = 1.387 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71070 Å
Hall symbol: -P 2yn	Cell parameters from 8158 reflections
a = 7.9456 (18) Å	θ = 3.2–27.5°
b = 18.831 (4) Å	µ = 1.40 mm^−1
c = 17.570 (4) Å	T = 150 K
β = 93.624 (5)°	Block, pale-yellow
V = 2623.7 (11) Å^3	0.35 × 0.15 × 0.10 mm
Z = 2

Data collection

Rigaku AFC-12 κ/SATURN724 diffractometer	4529 independent reflections
Radiation source: fine-focus sealed tube	4403 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.047
ω scans	θmax = 25.0°, θmin = 6.2°
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	h = −9→9
Tmin = 0.702, Tmax = 1	k = −21→22
54647 measured reflections	l = −20→20

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)] = 0.080	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.175	H-atom parameters constrained
S = 1.23	w = 1/[σ^2(Fo^2) + (0.0128P)^2 + 24.4666P] where P = (Fo^2 + 2Fc^2)/3
4529 reflections	(Δ/σ)max = 0.001
306 parameters	Δρmax = 0.81 e Å^−3
69 restraints	Δρmin = −0.97 e Å^−3

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

	x	y	z	Uiso*/Ueq	Occ. (<1)
Zn	0.73954 (10)	0.63500 (5)	0.57553 (7)	0.0474 (3)
S1	0.5964 (2)	0.72857 (10)	0.62899 (10)	0.0363 (4)
S2	0.7350 (2)	0.71992 (10)	0.45720 (10)	0.0362 (4)
S3	1.0246 (2)	0.61156 (10)	0.57980 (11)	0.0345 (4)
S4	0.7997 (2)	0.57349 (10)	0.72697 (11)	0.0345 (4)
P1	0.6422 (2)	0.78278 (9)	0.53372 (10)	0.0278 (4)
P2	1.0094 (2)	0.55584 (9)	0.67690 (10)	0.0284 (4)
O1	0.7702 (6)	0.8455 (2)	0.5505 (3)	0.0346 (11)
O2	0.4810 (6)	0.8258 (2)	0.5039 (3)	0.0389 (12)
O3	1.0340 (6)	0.4757 (2)	0.6520 (3)	0.0336 (11)
O4	1.1731 (6)	0.5668 (3)	0.7316 (3)	0.0375 (12)
N1	0.5902 (6)	0.5516 (3)	0.5299 (3)	0.0351 (14)
C1	0.4500 (18)	0.5804 (7)	0.4826 (11)	0.049 (4)	0.50
H1A	0.4929	0.6100	0.4416	0.058*	0.50
H1B	0.3790	0.6105	0.5138	0.058*	0.50
C2	0.346 (2)	0.5194 (5)	0.4482 (11)	0.044 (4)	0.50
H2A	0.2292	0.5240	0.4639	0.053*	0.50
H2B	0.3426	0.5235	0.3920	0.053*	0.50
C3	0.4953 (19)	0.5168 (7)	0.5911 (7)	0.043 (4)	0.50
H3A	0.4179	0.5513	0.6131	0.052*	0.50
H3B	0.5750	0.4992	0.6325	0.052*	0.50
C4	0.396 (2)	0.4555 (8)	0.5553 (6)	0.044 (4)	0.50
H4A	0.4359	0.4109	0.5801	0.052*	0.50
H4B	0.2758	0.4616	0.5655	0.052*	0.50
C5	0.6944 (14)	0.5004 (7)	0.4967 (10)	0.036 (3)	0.50
H5A	0.7756	0.4807	0.5362	0.043*	0.50
H5B	0.7592	0.5232	0.4570	0.043*	0.50
C6	0.5876 (11)	0.4416 (8)	0.4617 (11)	0.041 (4)	0.50
H6A	0.6066	0.4392	0.4066	0.050*	0.50
H6B	0.6262	0.3961	0.4849	0.050*	0.50
C7	0.7367 (10)	0.8996 (4)	0.6073 (5)	0.0435 (19)
H7	0.6305	0.8875	0.6321	0.052*
C8	0.8830 (11)	0.8997 (6)	0.6669 (6)	0.062 (3)
H8A	0.8922	0.8529	0.6912	0.093*
H8B	0.8639	0.9358	0.7055	0.093*
H8C	0.9877	0.9104	0.6425	0.093*
C9	0.715 (2)	0.9697 (5)	0.5671 (7)	0.092 (4)
H9A	0.6183	0.9671	0.5297	0.138*
H9B	0.8171	0.9808	0.5410	0.138*
H9C	0.6952	1.0070	0.6044	0.138*
C10	0.3187 (8)	0.7902 (4)	0.4859 (4)	0.0433 (19)
H10A	0.3307	0.7378	0.4939	0.052*	0.91 (4)
H10B	0.3030	0.7445	0.5137	0.052*	0.09 (4)
C11	0.1911 (13)	0.8205 (9)	0.5385 (8)	0.071 (5)	0.91 (4)
H11A	0.2266	0.8093	0.5915	0.107*	0.91 (4)
H11B	0.0800	0.7996	0.5256	0.107*	0.91 (4)
H11C	0.1847	0.8722	0.5320	0.107*	0.91 (4)
C12	0.268 (2)	0.8060 (9)	0.4024 (5)	0.061 (3)	0.91 (4)
H12A	0.3521	0.7863	0.3700	0.091*	0.91 (4)
H12B	0.2603	0.8575	0.3948	0.091*	0.91 (4)
H12C	0.1576	0.7844	0.3887	0.091*	0.91 (4)
C11'	0.202 (11)	0.851 (4)	0.508 (5)	0.05 (3)	0.09 (4)
H11D	0.2013	0.8538	0.5637	0.069*	0.09 (4)
H11E	0.0878	0.8424	0.4862	0.069*	0.09 (4)
H11F	0.2441	0.8961	0.4883	0.069*	0.09 (4)
C12'	0.312 (10)	0.784 (4)	0.3983 (8)	0.01 (2)	0.09 (4)
H12D	0.3886	0.7460	0.3838	0.022*	0.09 (4)
H12E	0.3460	0.8288	0.3762	0.022*	0.09 (4)
H12F	0.1966	0.7721	0.3792	0.022*	0.09 (4)
C13	1.0259 (13)	0.4190 (4)	0.7104 (5)	0.052 (2)
H13	0.9738	0.4383	0.7564	0.062*
C14	1.2025 (17)	0.3938 (6)	0.7321 (7)	0.091 (4)
H14A	1.2689	0.4331	0.7549	0.136*
H14B	1.2551	0.3770	0.6864	0.136*
H14C	1.1984	0.3549	0.7689	0.136*
C15	0.9178 (15)	0.3620 (5)	0.6756 (6)	0.067 (3)
H15A	0.8038	0.3805	0.6639	0.101*
H15B	0.9130	0.3223	0.7114	0.101*
H15C	0.9651	0.3456	0.6286	0.101*
C16	1.1924 (9)	0.6210 (4)	0.7908 (4)	0.0394 (18)
H16A	1.0960	0.6177	0.8245	0.047*	0.58 (2)
H16B	1.0828	0.6428	0.8033	0.047*	0.42 (2)
C17	1.1960 (9)	0.6957 (4)	0.7555 (4)	0.056 (5)	0.58 (2)
H17A	1.0812	0.7150	0.7506	0.083*	0.58 (2)
H17B	1.2411	0.6929	0.7049	0.083*	0.58 (2)
H17C	1.2678	0.7268	0.7883	0.083*	0.58 (2)
C18	1.3552 (19)	0.6059 (8)	0.8373 (10)	0.068 (6)	0.58 (2)
H18A	1.3374	0.5670	0.8730	0.102*	0.58 (2)
H18B	1.3909	0.6486	0.8659	0.102*	0.58 (2)
H18C	1.4427	0.5924	0.8032	0.102*	0.58 (2)
C17'	1.318 (3)	0.6749 (11)	0.7611 (13)	0.069 (8)	0.42 (2)
H17D	1.2639	0.7011	0.7180	0.103*	0.42 (2)
H17E	1.4170	0.6497	0.7443	0.103*	0.42 (2)
H17F	1.3528	0.7082	0.8019	0.103*	0.42 (2)
C18'	1.281 (3)	0.5805 (11)	0.8592 (10)	0.061 (7)	0.42 (2)
H18D	1.2028	0.5458	0.8789	0.092*	0.42 (2)
H18E	1.3154	0.6144	0.8996	0.092*	0.42 (2)
H18F	1.3807	0.5559	0.8423	0.092*	0.42 (2)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn	0.0219 (4)	0.0259 (5)	0.0932 (8)	0.0018 (3)	−0.0070 (4)	−0.0130 (5)
S1	0.0392 (10)	0.0362 (10)	0.0344 (10)	0.0051 (8)	0.0092 (8)	−0.0008 (8)
S2	0.0480 (11)	0.0289 (9)	0.0326 (9)	−0.0037 (8)	0.0104 (8)	−0.0040 (7)
S3	0.0228 (8)	0.0398 (10)	0.0415 (10)	−0.0005 (7)	0.0063 (7)	0.0030 (8)
S4	0.0273 (8)	0.0384 (10)	0.0383 (10)	0.0023 (7)	0.0046 (7)	0.0025 (8)
P1	0.0282 (9)	0.0220 (8)	0.0328 (9)	0.0004 (7)	−0.0013 (7)	−0.0014 (7)
P2	0.0233 (8)	0.0292 (9)	0.0322 (9)	0.0043 (7)	−0.0035 (7)	−0.0071 (7)
O1	0.033 (3)	0.028 (3)	0.042 (3)	−0.003 (2)	0.000 (2)	−0.008 (2)
O2	0.033 (3)	0.024 (2)	0.058 (3)	0.002 (2)	−0.011 (2)	0.005 (2)
O3	0.044 (3)	0.027 (2)	0.028 (2)	0.005 (2)	−0.008 (2)	−0.005 (2)
O4	0.025 (2)	0.047 (3)	0.039 (3)	0.003 (2)	−0.005 (2)	−0.020 (2)
N1	0.021 (3)	0.026 (3)	0.057 (4)	−0.002 (2)	−0.004 (3)	0.002 (3)
C1	0.033 (8)	0.030 (8)	0.079 (13)	−0.002 (7)	−0.027 (9)	−0.009 (8)
C2	0.048 (9)	0.020 (7)	0.063 (11)	0.004 (7)	−0.017 (9)	−0.006 (7)
C3	0.036 (8)	0.042 (9)	0.053 (10)	−0.012 (7)	0.010 (7)	−0.013 (8)
C4	0.048 (9)	0.048 (9)	0.035 (8)	−0.011 (7)	−0.007 (7)	−0.008 (7)
C5	0.022 (7)	0.034 (8)	0.052 (10)	0.000 (6)	−0.001 (7)	−0.016 (7)
C6	0.026 (7)	0.036 (9)	0.063 (11)	−0.001 (6)	0.006 (7)	−0.022 (8)
C7	0.042 (4)	0.033 (4)	0.055 (5)	0.005 (3)	−0.005 (4)	−0.018 (4)
C8	0.048 (5)	0.071 (6)	0.065 (6)	0.008 (5)	−0.018 (4)	−0.041 (5)
C9	0.150 (12)	0.034 (5)	0.087 (8)	0.020 (6)	−0.027 (8)	−0.010 (5)
C10	0.029 (4)	0.034 (4)	0.066 (5)	0.000 (3)	−0.005 (4)	0.006 (4)
C11	0.052 (6)	0.079 (8)	0.084 (8)	0.003 (5)	0.013 (5)	−0.003 (6)
C12	0.060 (7)	0.054 (6)	0.065 (6)	−0.003 (6)	−0.022 (5)	−0.001 (5)
C11'	0.04 (3)	0.05 (3)	0.05 (3)	−0.001 (10)	0.003 (10)	0.002 (10)
C12'	0.01 (2)	0.02 (2)	0.02 (2)	0.000 (10)	−0.001 (10)	0.000 (10)
C13	0.093 (7)	0.030 (4)	0.031 (4)	0.016 (4)	0.001 (4)	−0.001 (3)
C14	0.123 (10)	0.057 (7)	0.087 (8)	0.051 (7)	−0.036 (7)	−0.004 (6)
C15	0.111 (9)	0.035 (5)	0.058 (6)	−0.001 (5)	0.016 (6)	0.000 (4)
C16	0.042 (4)	0.042 (4)	0.034 (4)	−0.008 (3)	0.006 (3)	−0.019 (3)
C17	0.067 (9)	0.051 (8)	0.050 (7)	−0.018 (6)	0.017 (6)	−0.013 (6)
C18	0.052 (8)	0.080 (9)	0.071 (9)	0.006 (7)	−0.015 (7)	−0.027 (7)
C17'	0.073 (11)	0.067 (11)	0.066 (11)	−0.009 (8)	−0.001 (8)	−0.007 (8)
C18'	0.064 (10)	0.059 (10)	0.058 (10)	−0.002 (8)	−0.013 (8)	−0.009 (8)

Geometric parameters (Å, º)

Zn—S1	2.327 (2)	C9—H9B	0.9800
Zn—S2	2.621 (2)	C9—H9C	0.9800
Zn—S3	2.3041 (19)	C10—C11	1.526 (8)
Zn—S4	2.914 (2)	C10—C12	1.527 (8)
Zn—N1	2.097 (6)	C10—C11'	1.540 (10)
S1—P1	2.013 (3)	C10—C12'	1.541 (10)
S2—P1	1.969 (3)	C10—H10A	1.0000
S3—P2	2.013 (3)	C10—H10B	1.0000
S4—P2	1.962 (2)	C11—H11A	0.9800
P1—O1	1.574 (5)	C11—H11B	0.9800
P1—O2	1.576 (5)	C11—H11C	0.9800
P2—O4	1.581 (5)	C12—H12A	0.9800
P2—O3	1.587 (5)	C12—H12B	0.9800
O1—C7	1.463 (9)	C12—H12C	0.9800
O2—C10	1.470 (9)	C11'—H11D	0.9800
O3—C13	1.484 (9)	C11'—H11E	0.9800
O4—C16	1.459 (8)	C11'—H11F	0.9800
N1—C5	1.420 (8)	C12'—H12D	0.9800
N1—C6^i	1.435 (9)	C12'—H12E	0.9800
N1—C1	1.452 (9)	C12'—H12F	0.9800
N1—C2^i	1.471 (9)	C13—C15	1.483 (13)
N1—C3	1.503 (9)	C13—C14	1.507 (14)
N1—C4^i	1.514 (9)	C13—H13	1.0000
C1—C2	1.517 (9)	C14—H14A	0.9800
C1—H1A	0.9900	C14—H14B	0.9800
C1—H1B	0.9900	C14—H14C	0.9800
C2—N1^i	1.471 (9)	C15—H15A	0.9800
C2—H2A	0.9900	C15—H15B	0.9800
C2—H2B	0.9900	C15—H15C	0.9800
C3—C4	1.512 (9)	C16—C18	1.513 (8)
C3—H3A	0.9900	C16—C17'	1.536 (9)
C3—H3B	0.9900	C16—C17	1.5384
C4—N1^i	1.514 (9)	C16—C18'	1.554 (9)
C4—H4A	0.9900	C16—H16A	1.0000
C4—H4B	0.9900	C16—H16B	1.0000
C5—C6	1.504 (9)	C17—H17A	0.9800
C5—H5A	0.9900	C17—H17B	0.9800
C5—H5B	0.9900	C17—H17C	0.9800
C6—N1^i	1.435 (8)	C18—H18A	0.9800
C6—H6A	0.9900	C18—H18B	0.9800
C6—H6B	0.9900	C18—H18C	0.9800
C7—C9	1.501 (13)	C17'—H17D	0.9800
C7—C8	1.514 (11)	C17'—H17E	0.9800
C7—H7	1.0000	C17'—H17F	0.9800
C8—H8A	0.9800	C18'—H18D	0.9800
C8—H8B	0.9800	C18'—H18E	0.9800
C8—H8C	0.9800	C18'—H18F	0.9800
C9—H9A	0.9800
S1—Zn—S2	82.86 (7)	H9B—C9—H9C	109.5
S1—Zn—S3	129.54 (8)	O2—C10—C11	107.8 (7)
S1—Zn—S4	89.34 (7)	O2—C10—C12	107.1 (7)
S1—Zn—N1	116.23 (15)	C11—C10—C12	111.2 (7)
S2—Zn—S3	96.14 (7)	O2—C10—C11'	98 (4)
S2—Zn—S4	163.76 (7)	C12—C10—C11'	88 (3)
S2—Zn—N1	100.06 (17)	O2—C10—C12'	103 (3)
S3—Zn—S4	77.88 (6)	C11—C10—C12'	131 (3)
S3—Zn—N1	113.60 (15)	C11'—C10—C12'	109.1 (10)
S4—Zn—N1	96.16 (17)	O2—C10—H10A	110.2
P1—S1—Zn	85.96 (9)	C11—C10—H10A	110.2
P1—S2—Zn	79.17 (8)	C12—C10—H10A	110.2
P2—S3—Zn	90.93 (8)	C11'—C10—H10A	138.9
P2—S4—Zn	75.68 (8)	C12'—C10—H10A	93.4
O1—P1—O2	100.3 (3)	O2—C10—H10B	114.9
O1—P1—S2	108.3 (2)	C11—C10—H10B	85.3
O2—P1—S2	114.4 (2)	C12—C10—H10B	127.1
O1—P1—S1	111.9 (2)	C11'—C10—H10B	114.9
O2—P1—S1	110.5 (2)	C12'—C10—H10B	114.9
S2—P1—S1	110.98 (11)	C10—C11—H11A	109.5
O4—P2—O3	100.4 (3)	C10—C11—H11B	109.5
O4—P2—S4	113.3 (2)	H11A—C11—H11B	109.5
O3—P2—S4	114.0 (2)	C10—C11—H11C	109.5
O4—P2—S3	110.9 (2)	H11A—C11—H11C	109.5
O3—P2—S3	104.3 (2)	H11B—C11—H11C	109.5
S4—P2—S3	112.94 (11)	C10—C12—H12A	109.5
C7—O1—P1	120.5 (5)	C10—C12—H12B	109.5
C10—O2—P1	121.4 (4)	H12A—C12—H12B	109.5
C13—O3—P2	118.8 (4)	C10—C12—H12C	109.5
C16—O4—P2	124.8 (4)	H12A—C12—H12C	109.5
C5—N1—C6^i	134.9 (6)	H12B—C12—H12C	109.5
C5—N1—C1	117.6 (11)	C10—C11'—H11D	109.5
C6^i—N1—C1	45.7 (10)	C10—C11'—H11E	109.5
C6^i—N1—C2^i	112.2 (11)	H11D—C11'—H11E	109.5
C1—N1—C2^i	136.6 (6)	C10—C11'—H11F	109.5
C5—N1—C3	109.3 (10)	H11D—C11'—H11F	109.5
C6^i—N1—C3	54.8 (11)	H11E—C11'—H11F	109.5
C1—N1—C3	99.8 (11)	C10—C12'—H12D	109.5
C2^i—N1—C3	66.2 (11)	C10—C12'—H12E	109.5
C5—N1—C4^i	56.8 (10)	H12D—C12'—H12E	109.5
C6^i—N1—C4^i	104.0 (10)	C10—C12'—H12F	109.5
C1—N1—C4^i	64.4 (11)	H12D—C12'—H12F	109.5
C2^i—N1—C4^i	97.6 (11)	H12E—C12'—H12F	109.5
C3—N1—C4^i	137.7 (6)	C15—C13—O3	106.6 (7)
C5—N1—Zn	109.6 (5)	C15—C13—C14	112.4 (8)
C6^i—N1—Zn	115.5 (6)	O3—C13—C14	108.7 (9)
C1—N1—Zn	109.5 (6)	C15—C13—H13	109.7
C2^i—N1—Zn	113.9 (6)	O3—C13—H13	109.7
C3—N1—Zn	110.6 (6)	C14—C13—H13	109.7
C4^i—N1—Zn	111.7 (6)	C13—C14—H14A	109.5
N1—C1—C2	108.9 (9)	C13—C14—H14B	109.5
N1—C1—H1A	109.9	H14A—C14—H14B	109.5
C2—C1—H1A	109.9	C13—C14—H14C	109.5
N1—C1—H1B	109.9	H14A—C14—H14C	109.5
C2—C1—H1B	109.9	H14B—C14—H14C	109.5
H1A—C1—H1B	108.3	C13—C15—H15A	109.5
N1^i—C2—C1	114.5 (10)	C13—C15—H15B	109.5
N1^i—C2—H2A	108.6	H15A—C15—H15B	109.5
C1—C2—H2A	108.6	C13—C15—H15C	109.5
N1^i—C2—H2B	108.6	H15A—C15—H15C	109.5
C1—C2—H2B	108.6	H15B—C15—H15C	109.5
H2A—C2—H2B	107.6	O4—C16—C18	107.6 (8)
N1—C3—C4	107.9 (9)	O4—C16—C17'	105.1 (11)
N1—C3—H3A	110.1	C18—C16—C17'	75.9 (10)
C4—C3—H3A	110.1	O4—C16—C17	110.9 (4)
N1—C3—H3B	110.1	C18—C16—C17	110.7 (6)
C4—C3—H3B	110.1	O4—C16—C18'	103.3 (10)
H3A—C3—H3B	108.4	C17'—C16—C18'	108.3 (8)
C3—C4—N1^i	114.3 (10)	C17—C16—C18'	137.9 (9)
C3—C4—H4A	108.7	O4—C16—H16A	109.2
N1^i—C4—H4A	108.7	C18—C16—H16A	109.2
C3—C4—H4B	108.7	C17'—C16—H16A	141.3
N1^i—C4—H4B	108.7	C17—C16—H16A	109.2
H4A—C4—H4B	107.6	C18'—C16—H16A	80.7
N1—C5—C6	109.8 (9)	O4—C16—H16B	113.0
N1—C5—H5A	109.7	C18—C16—H16B	133.2
C6—C5—H5A	109.7	C17'—C16—H16B	113.4
N1—C5—H5B	109.7	C17—C16—H16B	75.6
C6—C5—H5B	109.7	C18'—C16—H16B	112.9
H5A—C5—H5B	108.2	C16—C17—H17A	109.5
N1^i—C6—C5	115.2 (9)	C16—C17—H17B	109.5
N1^i—C6—H6A	108.5	H17A—C17—H17B	109.5
C5—C6—H6A	108.5	C16—C17—H17C	109.5
N1^i—C6—H6B	108.5	H17A—C17—H17C	109.5
C5—C6—H6B	108.5	H17B—C17—H17C	109.5
H6A—C6—H6B	107.5	C16—C18—H18A	109.5
O1—C7—C9	108.2 (7)	C16—C18—H18B	109.5
O1—C7—C8	107.9 (6)	H18A—C18—H18B	109.5
C9—C7—C8	112.7 (8)	C16—C18—H18C	109.5
O1—C7—H7	109.3	H18A—C18—H18C	109.5
C9—C7—H7	109.3	H18B—C18—H18C	109.5
C8—C7—H7	109.3	C16—C17'—H17D	109.5
C7—C8—H8A	109.5	C16—C17'—H17E	109.5
C7—C8—H8B	109.5	H17D—C17'—H17E	109.5
H8A—C8—H8B	109.5	C16—C17'—H17F	109.5
C7—C8—H8C	109.5	H17D—C17'—H17F	109.5
H8A—C8—H8C	109.5	H17E—C17'—H17F	109.5
H8B—C8—H8C	109.5	C16—C18'—H18D	109.5
C7—C9—H9A	109.5	C16—C18'—H18E	109.5
C7—C9—H9B	109.5	H18D—C18'—H18E	109.5
H9A—C9—H9B	109.5	C16—C18'—H18F	109.5
C7—C9—H9C	109.5	H18D—C18'—H18F	109.5
H9A—C9—H9C	109.5	H18E—C18'—H18F	109.5
N1—Zn—S1—P1	−104.3 (2)	S1—Zn—N1—C1	47.0 (10)
S3—Zn—S1—P1	85.52 (12)	S2—Zn—N1—C1	−39.9 (10)
S2—Zn—S1—P1	−6.57 (8)	S4—Zn—N1—C1	139.3 (10)
S4—Zn—S1—P1	159.16 (8)	S3—Zn—N1—C2^i	37.5 (10)
N1—Zn—S2—P1	122.30 (16)	S1—Zn—N1—C2^i	−134.2 (10)
S3—Zn—S2—P1	−122.36 (9)	S2—Zn—N1—C2^i	138.8 (10)
S1—Zn—S2—P1	6.82 (8)	S4—Zn—N1—C2^i	−41.9 (10)
S4—Zn—S2—P1	−55.1 (3)	S3—Zn—N1—C3	109.7 (8)
N1—Zn—S3—P2	−81.5 (2)	S1—Zn—N1—C3	−62.0 (8)
S1—Zn—S3—P2	88.91 (12)	S2—Zn—N1—C3	−149.0 (8)
S2—Zn—S3—P2	174.71 (8)	S4—Zn—N1—C3	30.3 (8)
S4—Zn—S3—P2	10.01 (8)	S3—Zn—N1—C4^i	−71.9 (8)
N1—Zn—S4—P2	102.27 (16)	S1—Zn—N1—C4^i	116.4 (8)
S3—Zn—S4—P2	−10.60 (8)	S2—Zn—N1—C4^i	29.4 (8)
S1—Zn—S4—P2	−141.41 (9)	S4—Zn—N1—C4^i	−151.3 (8)
S2—Zn—S4—P2	−80.4 (2)	C5—N1—C1—C2	52 (2)
Zn—S2—P1—O1	114.8 (2)	C6^i—N1—C1—C2	−74.7 (16)
Zn—S2—P1—O2	−134.3 (2)	C2^i—N1—C1—C2	0 (3)
Zn—S2—P1—S1	−8.39 (10)	C3—N1—C1—C2	−65.6 (17)
Zn—S1—P1—O1	−111.8 (2)	C4^i—N1—C1—C2	73.0 (15)
Zn—S1—P1—O2	137.3 (2)	Zn—N1—C1—C2	178.3 (13)
Zn—S1—P1—S2	9.31 (11)	N1—C1—C2—N1^i	0 (2)
Zn—S4—P2—O4	140.0 (2)	C5—N1—C3—C4	−57.1 (15)
Zn—S4—P2—O3	−106.0 (2)	C6^i—N1—C3—C4	74.9 (13)
Zn—S4—P2—S3	12.92 (10)	C1—N1—C3—C4	66.9 (14)
Zn—S3—P2—O4	−144.3 (2)	C2^i—N1—C3—C4	−69.9 (12)
Zn—S3—P2—O3	108.5 (2)	C4^i—N1—C3—C4	4 (2)
Zn—S3—P2—S4	−15.90 (12)	Zn—N1—C3—C4	−177.7 (10)
O2—P1—O1—C7	61.7 (6)	N1—C3—C4—N1^i	−3.3 (18)
S2—P1—O1—C7	−178.1 (5)	C6^i—N1—C5—C6	1 (3)
S1—P1—O1—C7	−55.5 (5)	C1—N1—C5—C6	−52.3 (19)
O1—P1—O2—C10	−175.1 (5)	C2^i—N1—C5—C6	77.3 (15)
S2—P1—O2—C10	69.3 (6)	C3—N1—C5—C6	60.5 (17)
S1—P1—O2—C10	−56.9 (6)	C4^i—N1—C5—C6	−74.5 (14)
O4—P2—O3—C13	66.5 (6)	Zn—N1—C5—C6	−178.2 (12)
S4—P2—O3—C13	−54.9 (6)	N1—C5—C6—N1^i	−1 (2)
S3—P2—O3—C13	−178.6 (5)	P1—O1—C7—C9	−116.0 (8)
O3—P2—O4—C16	−158.1 (5)	P1—O1—C7—C8	121.9 (7)
S4—P2—O4—C16	−36.1 (6)	P1—O2—C10—C11	118.6 (9)
S3—P2—O4—C16	92.0 (5)	P1—O2—C10—C12	−121.6 (9)
S3—Zn—N1—C5	−10.8 (9)	P1—O2—C10—C11'	148 (4)
S1—Zn—N1—C5	177.5 (8)	P1—O2—C10—C12'	−100 (3)
S2—Zn—N1—C5	90.5 (9)	P2—O3—C13—C15	134.3 (6)
S4—Zn—N1—C5	−90.2 (9)	P2—O3—C13—C14	−104.3 (7)
S3—Zn—N1—C6^i	169.5 (10)	P2—O4—C16—C18	171.4 (9)
S1—Zn—N1—C6^i	−2.3 (10)	P2—O4—C16—C17'	−108.9 (10)
S2—Zn—N1—C6^i	−89.2 (10)	P2—O4—C16—C17	−67.5 (5)
S4—Zn—N1—C6^i	90.1 (10)	P2—O4—C16—C18'	137.5 (10)
S3—Zn—N1—C1	−141.2 (10)

Symmetry code: (i) −x+1, −y+1, −z+1.