catena-Poly[[bis­(O,O′-diisopropyl dithiophosphato-κ²S,S′)zinc(II)]-μ-1,2-di-4-pyridylethyl­ene-κ²N:N′]

In the zigzag polymeric title compound, [Zn{S₂P(OⁱPr)₂}₂{NC₅H₄C(H)=C(H)C₅H₄N}]_n or [Zn(C₆H₁₄O₂PS₂)₂(C₁₂H₁₀N₂)]_n, the Zn atom adopts a distorted tetra­hedral ZnN₂S₂ geometry.

Key indicators

• Single-crystal X-ray study
• T = 103 K
• Mean [sigma](C-C) = 0.003 Å
• Disorder in main residue
• R factor = 0.040
• wR factor = 0.087
• Data-to-parameter ratio = 21.4

checkCIF/PLATON results

No syntax errors found



Alert level A
PLAT220_ALERT_2_A Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       5.06 Ratio
PLAT222_ALERT_3_A Large Non-Solvent    H     Ueq(max)/Ueq(min) ...       5.73 Ratio

Alert level C
PLAT062_ALERT_4_C Rescale T(min) & T(max) by .....................       0.94
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         C1
PLAT301_ALERT_3_C Main Residue  Disorder .........................       8.00 Perc.

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      0.944
            Tmax scaled      0.944 Tmin scaled      0.821

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

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   2 ALERT type 2 Indicator that the structure model may be wrong or deficient
   3 ALERT type 3 Indicator that the structure quality may be low
   1 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.

catena-Poly[[bis(O,O'-diisopropyl dithiophosphato-κ²S,S')zinc(II)]- µ-1,2-di-4-pyridylethylene-κ²N:N']

Crystal data

[Zn(C6H14O2PS2)2(C12H10N2)]	F(000) = 1408
Mr = 674.11	Dx = 1.393 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71070 Å
Hall symbol: -P 2ybc	Cell parameters from 11449 reflections
a = 21.003 (3) Å	θ = 2.5–27.5°
b = 7.5378 (8) Å	µ = 1.15 mm^−1
c = 21.517 (3) Å	T = 103 K
β = 109.289 (3)°	Block, colourless
V = 3215.3 (7) Å^3	0.45 × 0.20 × 0.05 mm
Z = 4

Data collection

Rigaku AFC-12 K/SATURN 724 diffractometer	7241 independent reflections
Radiation source: fine-focus sealed tube	6624 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.043
ω scans	θmax = 27.5°, θmin = 2.5°
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	h = −27→27
Tmin = 0.870, Tmax = 1.000	k = −9→9
59374 measured reflections	l = −27→27

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)] = 0.040	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.087	H-atom parameters constrained
S = 1.08	w = 1/[σ^2(Fo^2) + (0.036P)^2 + 3.7376P] where P = (Fo^2 + 2Fc^2)/3
7241 reflections	(Δ/σ)max = 0.001
339 parameters	Δρmax = 1.06 e Å^−3
6 restraints	Δρmin = −0.57 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. 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	Occ. (<1)
Zn	0.226696 (13)	0.22212 (3)	0.014103 (12)	0.01543 (8)
S1	0.27724 (3)	−0.05152 (7)	0.02766 (3)	0.02050 (13)
S2	0.40680 (3)	0.24158 (8)	0.07172 (3)	0.02227 (13)
S3	0.11021 (3)	0.21478 (8)	−0.01270 (3)	0.02077 (13)
S4	0.13633 (3)	0.11399 (8)	−0.15677 (3)	0.02424 (14)
P1	0.37041 (3)	0.01495 (8)	0.08770 (3)	0.01752 (13)
P2	0.08473 (3)	0.07415 (8)	−0.09775 (3)	0.01779 (13)
O1	0.41848 (8)	−0.1497 (2)	0.08807 (8)	0.0215 (3)
O2	0.36599 (8)	−0.0034 (2)	0.16014 (7)	0.0202 (3)
O3	0.08756 (8)	−0.1326 (2)	−0.08169 (8)	0.0208 (3)
N1	0.24930 (9)	0.3870 (2)	−0.05046 (9)	0.0164 (4)
N2	0.24570 (10)	1.1417 (2)	−0.39843 (9)	0.0184 (4)
C1	0.45195 (12)	−0.1697 (3)	0.03842 (11)	0.0227 (5)
H1	0.4581	−0.0501	0.0211	0.027*
C2	0.40914 (17)	−0.2830 (5)	−0.01741 (16)	0.0511 (9)
H2A	0.3657	−0.2242	−0.0386	0.077*
H2B	0.4014	−0.3986	−0.0003	0.077*
H2C	0.4324	−0.2999	−0.0497	0.077*
C3	0.51945 (16)	−0.2501 (5)	0.07248 (15)	0.0546 (10)
H3A	0.5456	−0.1713	0.1080	0.082*
H3B	0.5435	−0.2665	0.0408	0.082*
H3C	0.5136	−0.3653	0.0910	0.082*
C4	0.42479 (12)	0.0476 (4)	0.21694 (11)	0.0254 (5)
H4	0.4651	0.0604	0.2023	0.030*
C5	0.40946 (14)	0.2243 (4)	0.24183 (13)	0.0331 (6)
H5A	0.4024	0.3137	0.2071	0.050*
H5B	0.4474	0.2599	0.2804	0.050*
H5C	0.3686	0.2139	0.2541	0.050*
C6	0.43715 (13)	−0.1008 (4)	0.26674 (13)	0.0366 (7)
H6A	0.4472	−0.2105	0.2474	0.055*
H6B	0.3968	−0.1182	0.2793	0.055*
H6C	0.4754	−0.0700	0.3058	0.055*
C7	0.04687 (13)	−0.2062 (3)	−0.04336 (13)	0.0253 (5)
H7	0.0143	−0.1139	−0.0392	0.030*
C8	0.00817 (14)	−0.3606 (3)	−0.08198 (14)	0.0336 (6)
H8A	−0.0211	−0.3194	−0.1252	0.050*
H8B	−0.0195	−0.4139	−0.0581	0.050*
H8C	0.0398	−0.4493	−0.0879	0.050*
C9	0.09308 (14)	−0.2561 (4)	0.02443 (13)	0.0311 (6)
H9A	0.1164	−0.1499	0.0471	0.047*
H9B	0.1264	−0.3427	0.0206	0.047*
H9C	0.0665	−0.3081	0.0497	0.047*
O4	0.00705 (8)	0.1234 (2)	−0.12701 (8)	0.0289 (4)	0.647 (12)
C10	−0.03507 (12)	0.0673 (4)	−0.19183 (11)	0.0416 (7)	0.647 (12)
H10	−0.0126	−0.0419	−0.2010	0.050*	0.647 (12)
C11	−0.10046 (13)	0.0032 (5)	−0.18670 (18)	0.0515 (9)	0.647 (12)
H11A	−0.0917	−0.0734	−0.1480	0.077*	0.647 (12)
H11B	−0.1249	−0.0640	−0.2264	0.077*	0.647 (12)
H11C	−0.1277	0.1051	−0.1824	0.077*	0.647 (12)
C12	−0.0413 (2)	0.1837 (10)	−0.2476 (3)	0.060 (3)	0.647 (12)
H12A	0.0037	0.2178	−0.2476	0.090*	0.647 (12)
H12B	−0.0666	0.2903	−0.2441	0.090*	0.647 (12)
H12C	−0.0653	0.1214	−0.2887	0.090*	0.647 (12)
O4'	0.00705 (8)	0.1234 (2)	−0.12701 (8)	0.0289 (4)	0.353 (12)
C10'	−0.03507 (12)	0.0673 (4)	−0.19183 (11)	0.0416 (7)	0.353 (12)
H10'	−0.0138	−0.0037	−0.2189	0.050*	0.353 (12)
C11'	−0.10046 (13)	0.0032 (5)	−0.18670 (18)	0.0515 (9)	0.353 (12)
H11D	−0.0956	−0.1203	−0.1717	0.077*	0.353 (12)
H11E	−0.1356	0.0111	−0.2299	0.077*	0.353 (12)
H11F	−0.1130	0.0770	−0.1551	0.077*	0.353 (12)
C12'	−0.0527 (8)	0.2612 (10)	−0.2109 (9)	0.084 (5)*	0.353 (12)
H12D	−0.0138	0.3205	−0.2173	0.126*	0.353 (12)
H12E	−0.0645	0.3211	−0.1758	0.126*	0.353 (12)
H12F	−0.0912	0.2663	−0.2519	0.126*	0.353 (12)
C13	0.28773 (11)	0.3296 (3)	−0.08543 (11)	0.0181 (4)
H13	0.3122	0.2221	−0.0729	0.022*
C14	0.29286 (11)	0.4219 (3)	−0.13905 (11)	0.0201 (5)
H14	0.3199	0.3764	−0.1631	0.024*
C15	0.25850 (11)	0.5814 (3)	−0.15790 (10)	0.0166 (4)
C16	0.21898 (11)	0.6413 (3)	−0.12101 (11)	0.0182 (4)
H16	0.1948	0.7497	−0.1319	0.022*
C17	0.21569 (11)	0.5406 (3)	−0.06877 (11)	0.0183 (4)
H17	0.1883	0.5818	−0.0444	0.022*
C18	0.26351 (11)	0.6785 (3)	−0.21545 (11)	0.0190 (5)
H18	0.2803	0.6161	−0.2452	0.023*
C19	0.24618 (12)	0.8478 (3)	−0.22872 (11)	0.0215 (5)
H19	0.2311	0.9104	−0.1978	0.026*
C20	0.24831 (12)	0.9463 (3)	−0.28694 (11)	0.0200 (5)
C21	0.22011 (13)	1.1156 (3)	−0.29854 (12)	0.0253 (5)
H21	0.2015	1.1676	−0.2681	0.030*
C22	0.21921 (13)	1.2077 (3)	−0.35440 (12)	0.0244 (5)
H22	0.1991	1.3221	−0.3619	0.029*
C23	0.27455 (12)	0.9810 (3)	−0.38683 (11)	0.0204 (5)
H23	0.2942	0.9342	−0.4173	0.024*
C24	0.27688 (12)	0.8806 (3)	−0.33238 (11)	0.0216 (5)
H24	0.2979	0.7673	−0.3259	0.026*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn	0.02009 (14)	0.01354 (13)	0.01467 (13)	−0.00076 (10)	0.00847 (10)	−0.00039 (9)
S1	0.0210 (3)	0.0143 (3)	0.0230 (3)	0.0001 (2)	0.0030 (2)	−0.0011 (2)
S2	0.0255 (3)	0.0218 (3)	0.0210 (3)	−0.0054 (2)	0.0097 (2)	0.0004 (2)
S3	0.0197 (3)	0.0196 (3)	0.0261 (3)	−0.0010 (2)	0.0117 (2)	−0.0054 (2)
S4	0.0277 (3)	0.0264 (3)	0.0219 (3)	−0.0042 (2)	0.0127 (2)	0.0003 (2)
P1	0.0185 (3)	0.0183 (3)	0.0168 (3)	0.0000 (2)	0.0072 (2)	0.0016 (2)
P2	0.0165 (3)	0.0171 (3)	0.0205 (3)	0.0007 (2)	0.0071 (2)	0.0009 (2)
O1	0.0221 (8)	0.0241 (9)	0.0219 (8)	0.0053 (7)	0.0120 (7)	0.0057 (7)
O2	0.0169 (8)	0.0279 (9)	0.0163 (8)	−0.0014 (7)	0.0063 (6)	0.0025 (7)
O3	0.0242 (8)	0.0162 (8)	0.0274 (8)	−0.0004 (6)	0.0159 (7)	−0.0003 (7)
N1	0.0181 (9)	0.0163 (9)	0.0161 (9)	−0.0002 (7)	0.0074 (7)	0.0011 (7)
N2	0.0237 (10)	0.0168 (10)	0.0167 (9)	0.0015 (8)	0.0095 (8)	0.0014 (7)
C1	0.0260 (12)	0.0261 (12)	0.0202 (11)	0.0032 (10)	0.0133 (10)	0.0026 (10)
C2	0.0433 (18)	0.069 (2)	0.0466 (19)	−0.0075 (16)	0.0228 (15)	−0.0296 (17)
C3	0.0404 (17)	0.101 (3)	0.0286 (15)	0.0349 (18)	0.0195 (14)	0.0130 (17)
C4	0.0173 (11)	0.0420 (15)	0.0171 (11)	−0.0021 (10)	0.0061 (9)	0.0011 (10)
C5	0.0313 (14)	0.0471 (17)	0.0217 (12)	−0.0051 (12)	0.0100 (11)	−0.0071 (12)
C6	0.0232 (13)	0.0594 (19)	0.0262 (13)	0.0094 (13)	0.0070 (11)	0.0148 (13)
C7	0.0277 (12)	0.0185 (12)	0.0372 (14)	−0.0011 (10)	0.0209 (11)	0.0015 (10)
C8	0.0351 (14)	0.0220 (13)	0.0444 (16)	−0.0051 (11)	0.0142 (13)	0.0027 (12)
C9	0.0404 (15)	0.0281 (14)	0.0329 (14)	−0.0001 (11)	0.0229 (13)	0.0034 (11)
O4	0.0177 (8)	0.0352 (10)	0.0310 (9)	0.0026 (7)	0.0042 (7)	−0.0001 (8)
C10	0.0242 (13)	0.073 (2)	0.0249 (13)	−0.0007 (14)	0.0040 (11)	−0.0033 (14)
C11	0.0264 (14)	0.0454 (19)	0.067 (2)	−0.0058 (13)	−0.0063 (15)	0.0180 (17)
C12	0.026 (2)	0.112 (6)	0.036 (3)	−0.002 (3)	0.003 (2)	0.041 (3)
O4'	0.0177 (8)	0.0352 (10)	0.0310 (9)	0.0026 (7)	0.0042 (7)	−0.0001 (8)
C10'	0.0242 (13)	0.073 (2)	0.0249 (13)	−0.0007 (14)	0.0040 (11)	−0.0033 (14)
C11'	0.0264 (14)	0.0454 (19)	0.067 (2)	−0.0058 (13)	−0.0063 (15)	0.0180 (17)
C13	0.0192 (11)	0.0183 (11)	0.0180 (10)	0.0009 (9)	0.0076 (9)	0.0011 (9)
C14	0.0209 (11)	0.0220 (12)	0.0201 (11)	0.0016 (9)	0.0104 (9)	−0.0002 (9)
C15	0.0166 (10)	0.0181 (11)	0.0146 (10)	−0.0021 (9)	0.0046 (8)	0.0015 (8)
C16	0.0200 (11)	0.0163 (11)	0.0184 (10)	0.0015 (9)	0.0064 (9)	0.0010 (9)
C17	0.0200 (11)	0.0176 (11)	0.0193 (11)	−0.0004 (9)	0.0092 (9)	−0.0015 (9)
C18	0.0195 (11)	0.0224 (12)	0.0166 (10)	0.0019 (9)	0.0079 (9)	0.0023 (9)
C19	0.0263 (12)	0.0243 (12)	0.0172 (11)	0.0028 (10)	0.0114 (9)	0.0027 (9)
C20	0.0246 (11)	0.0193 (11)	0.0167 (11)	−0.0002 (9)	0.0076 (9)	0.0026 (9)
C21	0.0379 (14)	0.0227 (12)	0.0221 (12)	0.0069 (11)	0.0189 (11)	0.0029 (10)
C22	0.0347 (14)	0.0201 (12)	0.0220 (12)	0.0085 (10)	0.0142 (11)	0.0031 (9)
C23	0.0277 (12)	0.0193 (12)	0.0176 (11)	0.0042 (9)	0.0121 (9)	0.0005 (9)
C24	0.0298 (12)	0.0155 (11)	0.0221 (11)	0.0056 (9)	0.0121 (10)	0.0035 (9)

Geometric parameters (Å, º)

Zn—S1	2.2939 (6)	C8—H8C	0.9800
Zn—S3	2.3215 (7)	C9—H9A	0.9800
Zn—N1	2.0338 (18)	C9—H9B	0.9800
Zn—N2^i	2.0638 (18)	C9—H9C	0.9800
Zn—S2	3.5735 (8)	O4—C10	1.446 (2)
Zn—S4	3.6296 (8)	C10—C12	1.458 (4)
S1—P1	2.0196 (8)	C10—C11	1.494 (3)
S2—P1	1.9480 (8)	C10—H10	1.0000
S3—P2	2.0278 (8)	C11—H11A	0.9800
S4—P2	1.9460 (8)	C11—H11B	0.9800
P1—O1	1.5986 (17)	C11—H11C	0.9800
P1—O2	1.5977 (16)	C12—H12A	0.9800
P2—O4'	1.5867 (17)	C12—H12B	0.9800
P2—O4	1.5867 (17)	C12—H12C	0.9800
P2—O3	1.5932 (17)	O4'—C10'	1.446 (2)
O1—C1	1.468 (3)	C10'—C11'	1.494 (3)
O2—C4	1.473 (3)	C10'—C12'	1.530 (5)
O3—C7	1.478 (3)	C10'—H10'	1.0000
N1—C13	1.344 (3)	C11'—H11D	0.9800
N1—C17	1.345 (3)	C11'—H11E	0.9800
N2—C22	1.343 (3)	C11'—H11F	0.9800
N2—C23	1.340 (3)	C12'—H12D	0.9800
N2—Zn^ii	2.0638 (18)	C12'—H12E	0.9800
C1—C3	1.493 (4)	C12'—H12F	0.9800
C1—C2	1.506 (4)	C13—C14	1.381 (3)
C1—H1	1.0000	C13—H13	0.9500
C2—H2A	0.9800	C14—C15	1.392 (3)
C2—H2B	0.9800	C14—H14	0.9500
C2—H2C	0.9800	C15—C16	1.399 (3)
C3—H3A	0.9800	C15—C18	1.472 (3)
C3—H3B	0.9800	C16—C17	1.377 (3)
C3—H3C	0.9800	C16—H16	0.9500
C4—C5	1.509 (4)	C17—H17	0.9500
C4—C6	1.511 (4)	C18—C19	1.332 (3)
C4—H4	1.0000	C18—H18	0.9500
C5—H5A	0.9800	C19—C20	1.469 (3)
C5—H5B	0.9800	C19—H19	0.9500
C5—H5C	0.9800	C20—C24	1.396 (3)
C6—H6A	0.9800	C20—C21	1.394 (3)
C6—H6B	0.9800	C21—C22	1.383 (3)
C6—H6C	0.9800	C21—H21	0.9500
C7—C8	1.504 (4)	C22—H22	0.9500
C7—C9	1.509 (4)	C23—C24	1.382 (3)
C7—H7	1.0000	C23—H23	0.9500
C8—H8A	0.9800	C24—H24	0.9500
C8—H8B	0.9800
S1—Zn—S3	114.56 (2)	C7—C8—H8B	109.5
S1—Zn—N1	115.71 (5)	H8A—C8—H8B	109.5
S1—Zn—N2^i	112.92 (6)	C7—C8—H8C	109.5
S3—Zn—N1	108.03 (5)	H8A—C8—H8C	109.5
S3—Zn—N2^i	96.25 (5)	H8B—C8—H8C	109.5
N1—Zn—N2^i	107.48 (7)	C7—C9—H9A	109.5
N1—Zn—S2	75.68 (5)	C7—C9—H9B	109.5
N2^i—Zn—S2	78.44 (5)	H9A—C9—H9B	109.5
S1—Zn—S2	66.445 (18)	C7—C9—H9C	109.5
S3—Zn—S2	174.35 (2)	H9A—C9—H9C	109.5
N1—Zn—S4	66.88 (5)	H9B—C9—H9C	109.5
N2^i—Zn—S4	156.11 (6)	C10—O4—P2	122.39 (16)
S1—Zn—S4	89.544 (19)	C12—C10—O4	118.6 (4)
S3—Zn—S4	65.637 (18)	C12—C10—C11	114.9 (3)
S2—Zn—S4	120.001 (15)	O4—C10—C11	107.9 (2)
Zn—S1—P1	99.68 (3)	C12—C10—H10	104.7
Zn—S2—P1	65.99 (2)	O4—C10—H10	104.7
Zn—S3—P2	100.31 (3)	C11—C10—H10	104.7
Zn—S4—P2	65.87 (3)	C10—C11—H11A	109.5
O1—P1—O2	99.69 (9)	C10—C11—H11B	109.5
O1—P1—S2	113.44 (7)	H11A—C11—H11B	109.5
O2—P1—S2	113.62 (7)	C10—C11—H11C	109.5
O1—P1—S1	106.70 (7)	H11A—C11—H11C	109.5
O2—P1—S1	104.27 (6)	H11B—C11—H11C	109.5
S2—P1—S1	117.28 (4)	C10—C12—H12A	109.5
O4'—P2—O3	105.94 (9)	C10—C12—H12B	109.5
O4—P2—O3	105.94 (9)	H12A—C12—H12B	109.5
O4'—P2—S4	115.23 (7)	C10—C12—H12C	109.5
O4—P2—S4	115.23 (7)	H12A—C12—H12C	109.5
O3—P2—S4	107.67 (6)	H12B—C12—H12C	109.5
O4'—P2—S3	99.56 (7)	C10'—O4'—P2	122.39 (16)
O4—P2—S3	99.56 (7)	O4'—C10'—C11'	107.9 (2)
O3—P2—S3	109.62 (7)	O4'—C10'—C12'	89.8 (7)
S4—P2—S3	118.06 (4)	C11'—C10'—C12'	100.4 (7)
C1—O1—P1	121.99 (14)	O4'—C10'—H10'	118.0
C4—O2—P1	118.94 (13)	C11'—C10'—H10'	118.0
C7—O3—P2	120.06 (14)	C12'—C10'—H10'	118.0
C13—N1—C17	117.85 (19)	C10'—C11'—H11D	109.5
C13—N1—Zn	120.30 (15)	C10'—C11'—H11E	109.5
C17—N1—Zn	120.52 (14)	H11D—C11'—H11E	109.5
C22—N2—C23	118.10 (19)	C10'—C11'—H11F	109.5
C22—N2—Zn^ii	117.28 (15)	H11D—C11'—H11F	109.5
C23—N2—Zn^ii	123.97 (15)	H11E—C11'—H11F	109.5
O1—C1—C3	106.85 (19)	C10'—C12'—H12D	109.5
O1—C1—C2	109.6 (2)	C10'—C12'—H12E	109.5
C3—C1—C2	112.4 (3)	H12D—C12'—H12E	109.5
O1—C1—H1	109.3	C10'—C12'—H12F	109.5
C3—C1—H1	109.3	H12D—C12'—H12F	109.5
C2—C1—H1	109.3	H12E—C12'—H12F	109.5
C1—C2—H2A	109.5	N1—C13—C14	122.2 (2)
C1—C2—H2B	109.5	N1—C13—H13	118.9
H2A—C2—H2B	109.5	C14—C13—H13	118.9
C1—C2—H2C	109.5	C15—C14—C13	120.1 (2)
H2A—C2—H2C	109.5	C15—C14—H14	119.9
H2B—C2—H2C	109.5	C13—C14—H14	119.9
C1—C3—H3A	109.5	C14—C15—C16	117.4 (2)
C1—C3—H3B	109.5	C14—C15—C18	120.0 (2)
H3A—C3—H3B	109.5	C16—C15—C18	122.5 (2)
C1—C3—H3C	109.5	C15—C16—C17	119.0 (2)
H3A—C3—H3C	109.5	C15—C16—H16	120.5
H3B—C3—H3C	109.5	C17—C16—H16	120.5
O2—C4—C5	107.8 (2)	N1—C17—C16	123.4 (2)
O2—C4—C6	107.2 (2)	N1—C17—H17	118.3
C5—C4—C6	114.1 (2)	C16—C17—H17	118.3
O2—C4—H4	109.2	C19—C18—C15	124.5 (2)
C5—C4—H4	109.2	C19—C18—H18	117.7
C6—C4—H4	109.2	C15—C18—H18	117.7
C4—C5—H5A	109.5	C18—C19—C20	125.7 (2)
C4—C5—H5B	109.5	C18—C19—H19	117.1
H5A—C5—H5B	109.5	C20—C19—H19	117.1
C4—C5—H5C	109.5	C24—C20—C21	117.0 (2)
H5A—C5—H5C	109.5	C24—C20—C19	124.0 (2)
H5B—C5—H5C	109.5	C21—C20—C19	119.0 (2)
C4—C6—H6A	109.5	C20—C21—C22	119.9 (2)
C4—C6—H6B	109.5	C20—C21—H21	120.1
H6A—C6—H6B	109.5	C22—C21—H21	120.1
C4—C6—H6C	109.5	N2—C22—C21	122.5 (2)
H6A—C6—H6C	109.5	N2—C22—H22	118.8
H6B—C6—H6C	109.5	C21—C22—H22	118.8
O3—C7—C8	106.8 (2)	N2—C23—C24	122.7 (2)
O3—C7—C9	109.1 (2)	N2—C23—H23	118.7
C8—C7—C9	113.5 (2)	C24—C23—H23	118.7
O3—C7—H7	109.1	C20—C24—C23	119.8 (2)
C8—C7—H7	109.1	C20—C24—H24	120.1
C9—C7—H7	109.1	C23—C24—H24	120.1
C7—C8—H8A	109.5

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C24—H24···O2^iii	0.95	2.53	3.437 (3)	161
C19—H19···S4^iv	0.95	2.87	3.756 (3)	155

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