Bis{μ-2,2′-[ethane-1,3-diylbis(nitrilo­methyl­idyne)]diphenolato}dizinc(II)

The crystal structure of the title compound, [Zn₂(C₁₆H₁₄N₂O₂)₂], shows the dimeric complex to be centrosymmetric. Distorted penta­coordinate square-pyramidal geometry is formed around Zn^II, defined by two N atoms and two O atoms of the N,N′-bis­(salicyl­idene)-1,2-ethyl­enediamine (salen) ligand and one bridging O atom of the adjacent ligand. Two salen ligands in this dimeric complex are twisted in opposite directions to each other.

Key indicators

• Single-crystal X-ray study
• T = 123 K
• Mean [sigma](C-C) = 0.011 Å
• R factor = 0.071
• wR factor = 0.200
• Data-to-parameter ratio = 16.0

checkCIF/PLATON results

No syntax errors found



Alert level B
ABSTM02_ALERT_3_B  The ratio of expected to reported Tmax/Tmin(RR') is < 0.75
            Tmin and Tmax reported:      0.197     0.912
            Tmin(prime) and Tmax expected:      0.331     0.912
            RR(prime) =      0.596
            Please check that your absorption correction is appropriate.
RINTA01_ALERT_3_B  The value of Rint is greater than 0.15
            Rint given   0.158
PLAT020_ALERT_3_B The value of Rint is greater than 0.10 .........       0.16
PLAT026_ALERT_3_B Ratio Observed / Unique Reflections too Low ....         30 Perc.
PLAT061_ALERT_3_B Tmax/Tmin Range Test RR' too Large .............       0.59

Alert level C
PLAT230_ALERT_2_C Hirshfeld Test Diff for    N1     -   C7      ..       5.38 su
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  Zn1    -   O1_a    ..       5.70 su
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor ....       2.11
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...         11

   0 ALERT level A = In general: serious problem
   5 ALERT level B = Potentially serious problem
   4 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
   3 ALERT type 2 Indicator that the structure model may be wrong or deficient
   6 ALERT type 3 Indicator that the structure quality may be low
   0 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, 2005) and CRYSTALS (Betteridge et al., 2003); program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: CrystalStructure.

Bis{µ-2,2'-[ethane-1,3-diylbis(nitrilomethylidyne)]diphenolato}dizinc(II)

Crystal data

[Zn2(C16H14N2O2)2]	F(000) = 1360.00
Mr = 663.36	Dx = 1.646 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.7107 Å
Hall symbol: -c_2yc	Cell parameters from 6984 reflections
a = 27.06 (5) Å	θ = 3.0–27.5°
b = 6.79 (1) Å	µ = 1.84 mm^−1
c = 14.70 (3) Å	T = 123 K
β = 97.67 (7)°	Needle, colorless
V = 2677 (8) Å^3	0.60 × 0.05 × 0.05 mm
Z = 4

Data collection

Rigaku R-AXIS RAPID diffractometer	919 reflections with F^2 > 2σ(F^2)
Detector resolution: 10.00 pixels mm^-1	Rint = 0.158
ω scans	θmax = 27.5°
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	h = −34→34
Tmin = 0.197, Tmax = 0.912	k = −8→8
12653 measured reflections	l = −19→19
3063 independent reflections

Refinement

Refinement on F^2	All H-atom parameters refined
R[F^2 > 2σ(F^2)] = 0.071	w = 1/[σ^2(Fo^2) + (0.0929P)^2] where P = (Fo^2 + 2Fc^2)/3
wR(F^2) = 0.200	(Δ/σ)max = 0.001
S = 0.89	Δρmax = 0.97 e Å^−3
3063 reflections	Δρmin = −1.06 e Å^−3
191 parameters

Special details

Refinement. Refinement using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F². R-factor (gt) are based on F. The threshold expression of F² > 2.0 σ(F²) is used only for calculating R-factor (gt).

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

	x	y	z	Uiso*/Ueq
Zn1	0.72836 (3)	0.3109 (1)	0.58242 (6)	0.0296 (3)
O1	0.7879 (2)	0.1426 (6)	0.5564 (3)	0.021 (1)
O2	0.6817 (2)	0.0946 (6)	0.5990 (3)	0.021 (1)
N1	0.7801 (2)	0.5303 (7)	0.6213 (4)	0.017 (1)
N2	0.6865 (2)	0.4863 (7)	0.6592 (4)	0.020 (1)
C1	0.8350 (3)	0.1648 (9)	0.5869 (5)	0.020 (2)
C2	0.8690 (3)	0.007 (1)	0.5787 (5)	0.024 (2)
C3	0.9183 (3)	0.023 (1)	0.6084 (5)	0.033 (2)
C4	0.9379 (3)	0.193 (1)	0.6520 (5)	0.034 (2)
C5	0.9071 (3)	0.346 (1)	0.6629 (5)	0.028 (2)
C6	0.8564 (3)	0.3392 (9)	0.6322 (5)	0.021 (2)
C7	0.8268 (3)	0.5108 (9)	0.6436 (5)	0.023 (2)
C8	0.7543 (3)	0.709 (1)	0.6372 (5)	0.026 (2)
C9	0.7127 (3)	0.6629 (9)	0.6962 (5)	0.022 (2)
C10	0.6415 (3)	0.4580 (9)	0.6722 (5)	0.020 (2)
C11	0.6127 (3)	0.2843 (9)	0.6434 (4)	0.019 (1)
C12	0.5621 (3)	0.283 (1)	0.6532 (5)	0.026 (2)
C13	0.5313 (3)	0.126 (1)	0.6270 (5)	0.030 (2)
C14	0.5528 (3)	−0.039 (1)	0.5906 (5)	0.027 (2)
C15	0.6019 (3)	−0.043 (1)	0.5827 (5)	0.024 (2)
C16	0.6343 (3)	0.1114 (9)	0.6074 (5)	0.021 (2)
H1	0.8568	−0.1102	0.5521	0.029*
H2	0.9394	−0.0817	0.5996	0.040*
H3	0.9718	0.2012	0.6734	0.041*
H4	0.9205	0.4599	0.6919	0.033*
H5	0.8438	0.6198	0.6703	0.028*
H6	0.7400	0.7663	0.5791	0.032*
H7	0.7775	0.8036	0.6687	0.032*
H8	0.7269	0.6409	0.7595	0.026*
H9	0.6896	0.7727	0.6945	0.026*
H10	0.6260	0.5559	0.7025	0.024*
H11	0.5486	0.3933	0.6784	0.032*
H12	0.4975	0.1290	0.6332	0.036*
H13	0.5330	−0.1473	0.5716	0.032*
H14	0.6148	−0.1569	0.5594	0.029*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn1	0.0371 (6)	0.0236 (5)	0.0299 (5)	−0.0004 (4)	0.0113 (4)	−0.0018 (4)
O1	0.031 (3)	0.017 (2)	0.016 (3)	0.006 (2)	0.005 (2)	0.001 (2)
O2	0.024 (3)	0.015 (2)	0.026 (3)	0.003 (2)	0.015 (2)	−0.000 (2)
N1	0.020 (3)	0.013 (3)	0.019 (3)	−0.001 (2)	0.009 (3)	0.002 (2)
N2	0.028 (3)	0.013 (3)	0.020 (3)	0.001 (2)	0.009 (3)	−0.003 (2)
C1	0.028 (4)	0.021 (3)	0.014 (3)	0.005 (3)	0.010 (3)	0.005 (3)
C2	0.029 (4)	0.026 (4)	0.020 (4)	0.013 (3)	0.008 (3)	0.003 (3)
C3	0.041 (5)	0.030 (4)	0.033 (5)	0.011 (4)	0.019 (4)	0.010 (4)
C4	0.017 (4)	0.053 (5)	0.033 (5)	0.002 (4)	0.009 (3)	0.024 (4)
C5	0.026 (4)	0.031 (4)	0.026 (4)	−0.008 (3)	0.006 (3)	0.009 (3)
C6	0.029 (4)	0.021 (3)	0.015 (4)	0.001 (3)	0.012 (3)	0.009 (3)
C7	0.045 (5)	0.015 (3)	0.012 (3)	−0.009 (3)	0.010 (3)	0.002 (3)
C8	0.034 (4)	0.019 (3)	0.028 (4)	0.001 (3)	0.012 (4)	0.006 (3)
C9	0.030 (4)	0.019 (3)	0.018 (4)	0.008 (3)	0.007 (3)	0.002 (3)
C10	0.033 (4)	0.012 (3)	0.015 (3)	0.005 (3)	0.007 (3)	0.001 (3)
C11	0.026 (4)	0.014 (3)	0.016 (3)	0.003 (3)	0.007 (3)	0.003 (3)
C12	0.039 (5)	0.017 (3)	0.025 (4)	0.003 (3)	0.012 (4)	0.000 (3)
C13	0.027 (4)	0.029 (4)	0.038 (5)	0.005 (3)	0.013 (4)	0.008 (4)
C14	0.037 (5)	0.019 (3)	0.026 (4)	−0.009 (3)	0.008 (4)	0.000 (3)
C15	0.029 (4)	0.021 (3)	0.023 (4)	0.001 (3)	0.005 (3)	−0.002 (3)
C16	0.041 (5)	0.011 (3)	0.014 (4)	−0.001 (3)	0.012 (3)	0.004 (3)

Geometric parameters (Å, º)

Zn1—O1	2.053 (5)	C5—H4	0.9300
Zn1—O1^i	2.053 (5)	C6—C7	1.44 (1)
Zn1—O2	1.973 (4)	C7—H5	0.9300
Zn1—N1	2.072 (5)	C8—C9	1.54 (1)
Zn1—N2	2.078 (6)	C8—H6	0.9700
O1—Zn1^i	2.053 (5)	C8—H7	0.9701
O1—C1	1.303 (8)	C9—H8	0.9701
O2—C16	1.309 (9)	C9—H9	0.9700
N1—C7	1.269 (9)	C10—C11	1.445 (9)
N1—C8	1.436 (9)	C10—H10	0.9301
N2—C9	1.461 (8)	C11—C12	1.40 (1)
N2—C10	1.272 (9)	C11—C16	1.444 (9)
C1—C2	1.43 (1)	C12—C13	1.38 (1)
C1—C6	1.441 (9)	C12—H11	0.9301
C2—C3	1.35 (1)	C13—C14	1.40 (1)
C2—H1	0.9300	C13—H12	0.9301
C3—C4	1.39 (1)	C14—C15	1.35 (1)
C3—H2	0.9300	C14—H13	0.9300
C4—C5	1.36 (1)	C15—C16	1.386 (9)
C4—H3	0.9300	C15—H14	0.9301
C5—C6	1.39 (1)	H1—C2	0.9300
Zn1···C1	3.045 (7)	C8···H5	2.4791
Zn1···C1^i	2.833 (6)	C8···H6^v	3.2071
Zn1···C2^i	3.523 (7)	C8···H8	2.0867
Zn1···C6	3.449 (7)	C8···H8^ix	3.3099
Zn1···C7	3.018 (7)	C8···H9	2.0865
Zn1···C8	2.883 (7)	C9···Zn1^ix	3.573 (7)
Zn1···C9	2.980 (7)	C9···O2^iv	3.320 (8)
Zn1···C9^ii	3.573 (7)	C9···C1^ix	3.60 (1)
Zn1···C10	3.016 (7)	C9···C6^ix	3.54 (1)
Zn1···C11	3.373 (7)	C9···C7^ix	3.60 (1)
Zn1···C16	2.948 (7)	C9···C10	2.364 (9)
Zn1···H1^i	3.4831	C9···H6	2.0846
Zn1···H6	3.1098	C9···H7	2.0848
Zn1···H8	3.4392	C9···H7^ii	3.1350
Zn1···H8^ii	2.7289	C9···H10	2.4683
O1···O1^i	2.860 (6)	C9···H14^iv	3.3376
O1···O2	3.039 (7)	C10···C12	2.44 (1)
O1···O2^i	3.094 (7)	C10···C16	2.537 (9)
O1···N1	2.818 (6)	C10···H1^i	3.4624
O1···N1^i	3.209 (7)	C10···H5^ii	3.2474
O1···N2^i	3.445 (7)	C10···H7^ii	3.1631
O1···C2	2.360 (9)	C10···H8	2.7832
O1···C6	2.430 (8)	C10···H9	2.5020
O1···C7	2.940 (8)	C10···H11	2.5649
O1···C8^iii	3.345 (8)	C10···H14^iv	3.1299
O1···H1	2.5403	C11···C13	2.43 (1)
O1···H6^iii	2.9050	C11···C14	2.778 (9)
O1···H6^i	3.4416	C11···C15	2.401 (9)
O1···H7^iii	2.8690	C11···H4^ii	3.4793
O1···H8^ii	2.7891	C11···H5^ii	3.0459
O2···O1^i	3.094 (7)	C11···H10	2.0501
O2···N2	2.801 (6)	C11···H11	2.0148
O2···C1^i	3.164 (8)	C11···H12	3.2739
O2···C6^i	3.446 (8)	C11···H14	3.2442
O2···C8^iii	3.276 (8)	C12···C14	2.38 (1)
O2···C9^iii	3.320 (8)	C12···C15	2.73 (1)
O2···C10	2.958 (8)	C12···C16	2.45 (1)
O2···C11	2.429 (8)	C12···H2^x	3.4334
O2···C14	3.590 (9)	C12···H4^ii	3.1544
O2···C15	2.337 (8)	C12···H5^ii	3.5630
O2···H5^ii	3.5541	C12···H10	2.5710
O2···H6^iii	2.7698	C12···H12	2.0241
O2···H7^iii	3.3121	C12···H13	3.2184
O2···H8^ii	3.0278	C13···C15	2.39 (1)
O2···H9^iii	2.5919	C13···C16	2.84 (1)
O2···H14	2.5016	C13···H2^x	3.1664
N1···O1^i	3.209 (7)	C13···H3^xi	3.4165
N1···N2	2.683 (8)	C13···H4^xi	3.4547
N1···C1	2.971 (9)	C13···H4^ii	3.0231
N1···C6	2.425 (9)	C13···H11	1.9987
N1···C9	2.427 (9)	C13···H13	2.0289
N1···H1^iv	3.4438	C13···H13^xii	3.1958
N1···H5	1.8776	C13···H14	3.2205
N1···H6	1.9877	C14···C16	2.41 (1)
N1···H6^v	3.2331	C14···H3^xi	3.1803
N1···H7	1.9876	C14···H4^ii	3.1831
N1···H8	2.7465	C14···H11	3.2166
N1···H8^ii	3.1920	C14···H12	2.0456
N1···H9	3.2500	C14···H12^xii	3.4429
N1···H9^ii	3.2370	C14···H13^xii	3.3474
N2···O1^i	3.445 (7)	C14···H14	1.9651
N2···C8	2.435 (9)	C15···H1^vi	3.3628
N2···C11	2.407 (9)	C15···H4^ii	3.4464
N2···C16	2.961 (8)	C15···H9^iii	2.9755
N2···H1^i	3.2787	C15···H10^iii	3.2597
N2···H6	2.7491	C15···H12	3.2328
N2···H7	3.2625	C15···H13	1.9798
N2···H7^ii	2.8699	C16···C1^i	3.43 (1)
N2···H8	2.0119	C16···C6^i	3.58 (1)
N2···H8^ii	3.4173	C16···H5^ii	3.2434
N2···H9	2.0119	C16···H9^iii	2.9425
N2···H10	1.8927	C16···H10	3.3474
N2···H14^iv	3.3208	C16···H11	3.2841
C1···Zn1^i	2.833 (6)	C16···H13	3.2400
C1···O2^i	3.164 (8)	C16···H14	1.9993
C1···C3	2.43 (1)	H1···Zn1^i	3.4831
C1···C4	2.83 (1)	H1···N1^iii	3.4438
C1···C5	2.45 (1)	H1···N2^i	3.2787
C1···C7	2.513 (9)	H1···C7^iii	3.0628
C1···C9^ii	3.60 (1)	H1···C8^iii	3.4161
C1···C16^i	3.43 (1)	H1···C10^i	3.4624
C1···H1	2.0437	H1···C15^vi	3.3628
C1···H2	3.2660	H2···C2	1.9828
C1···H4	3.2848	H2···C12^vii	3.4334
C1···H5	3.3215	H2···C13^vii	3.1664
C1···H7^iii	3.2226	H3···C2	3.2212
C1···H8^ii	2.9909	H3···C13^viii	3.4165
C1···H9^ii	3.4473	H3···C14^viii	3.1803
C1···H10^ii	3.2206	H4···C11^ix	3.4793
C2···Zn1^i	3.523 (7)	H4···C12^ix	3.1544
C2···O1	2.360 (9)	H4···C13^viii	3.4547
C2···C4	2.39 (1)	H4···C13^ix	3.0231
C2···C5	2.75 (1)	H4···C14^ix	3.1831
C2···C6	2.426 (9)	H4···C15^ix	3.4464
C2···H2	1.9828	H5···O2^ix	3.5541
C2···H3	3.2212	H5···C2^iv	3.0734
C2···H5^iii	3.0734	H5···C3^iv	3.5876
C2···H7^iii	3.2645	H5···C10^ix	3.2474
C2···H10^ii	3.2176	H5···C11^ix	3.0459
C2···H14^vi	3.1968	H5···C12^ix	3.5630
C3···C5	2.37 (1)	H5···C16^ix	3.2434
C3···C6	2.78 (1)	H6···O1^iv	2.9050
C3···H1	1.9759	H6···O1^i	3.4416
C3···H3	2.0272	H6···O2^iv	2.7698
C3···H4	3.2107	H6···N1^v	3.2331
C3···H5^iii	3.5876	H6···C8^v	3.2071
C3···H10^ii	3.1786	H7···O1^iv	2.8690
C3···H11^ii	3.2638	H7···O2^iv	3.3121
C3···H12^vii	3.4165	H7···N2^ix	2.8699
C3···H14^vi	3.5310	H7···C1^iv	3.2226
C4···C2	2.39 (1)	H7···C2^iv	3.2645
C4···C6	2.40 (1)	H7···C9^ix	3.1350
C4···H1	3.2180	H7···C10^ix	3.1631
C4···H2	2.0202	H8···Zn1^ix	2.7289
C4···H4	1.9824	H8···O1^ix	2.7891
C4···H10^ii	3.0688	H8···O2^ix	3.0278
C4···H11^vii	3.5984	H8···N1^ix	3.1920
C4···H11^ii	3.2013	H8···N2^ix	3.4173
C4···H12^viii	3.4023	H8···C1^ix	2.9909
C4···H13^viii	3.1631	H8···C6^ix	3.2229
C5···C2	2.75 (1)	H8···C7^ix	3.3176
C5···C7	2.43 (1)	H8···C8^ii	3.3099
C5···H2	3.2091	H9···O2^iv	2.5919
C5···H3	1.9952	H9···N1^ix	3.2370
C5···H5	2.5399	H9···C1^ix	3.4473
C5···H10^ii	3.0144	H9···C6^ix	3.0160
C5···H12^viii	3.1849	H9···C7^ix	2.9605
C6···O2^i	3.446 (8)	H9···C15^iv	2.9755
C6···C2	2.426 (9)	H9···C16^iv	2.9425
C6···C9^ii	3.54 (1)	H10···C1^ix	3.2206
C6···C16^i	3.58 (1)	H10···C2^ix	3.2176
C6···H1	3.2718	H10···C3^ix	3.1786
C6···H3	3.2386	H10···C4^ix	3.0688
C6···H4	2.0113	H10···C5^ix	3.0144
C6···H5	2.0287	H10···C6^ix	3.0869
C6···H8^ii	3.2229	H10···C15^iv	3.2597
C6···H9^ii	3.0160	H11···C3^ix	3.2638
C6···H10^ii	3.0869	H11···C4^x	3.5984
C7···C8	2.37 (1)	H11···C4^ix	3.2013
C7···C9	3.44 (1)	H12···C3^x	3.4165
C7···C9^ii	3.60 (1)	H12···C4^xi	3.4023
C7···H1^iv	3.0628	H12···C5^xi	3.1849
C7···H4	2.5626	H12···C14^xii	3.4429
C7···H6	2.9714	H13···C4^xi	3.1631
C7···H7	2.4495	H13···C13^xii	3.1958
C7···H8	3.4949	H13···C14^xii	3.3474
C7···H8^ii	3.3176	H14···N2^iii	3.3208
C7···H9^ii	2.9605	H14···C2^vi	3.1968
C8···O1^iv	3.345 (8)	H14···C3^vi	3.5310
C8···O2^iv	3.276 (8)	H14···C9^iii	3.3376
C8···C10	3.60 (1)	H14···C10^iii	3.1299
C8···H1^iv	3.4161
O1—Zn1—O1^i	88.3 (2)	H4—C5—C4	118.9930
O1—Zn1—O2	98.0 (2)	C7—C6—C1	121.7 (6)
O1—Zn1—N1	86.2 (2)	C7—C6—C5	118.4 (6)
O1—Zn1—N2	156.8 (2)	H5—C7—N1	116.3869
O1^i—Zn1—O2	100.4 (2)	H5—C7—C6	116.3813
O1^i—Zn1—N1	102.2 (2)	C9—C8—N1	109.0 (5)
O1^i—Zn1—N2	113.0 (2)	C9—C8—H6	109.8872
O2—Zn1—N1	157.1 (2)	C9—C8—H7	109.8982
O2—Zn1—N2	87.4 (2)	H6—C8—N1	109.8883
N1—Zn1—N2	80.5 (2)	H6—C8—H7	108.2942
Zn1^i—O1—Zn1	91.7 (2)	H7—C8—N1	109.8766
Zn1^i—O1—C1	113.3 (4)	H8—C9—N2	110.0513
C1—O1—Zn1	128.9 (4)	H8—C9—C8	110.0665
C16—O2—Zn1	126.7 (4)	H8—C9—H9	108.3945
C7—N1—Zn1	127.5 (4)	H9—C9—N2	110.0598
C7—N1—C8	122.3 (5)	H9—C9—C8	110.0538
C8—N1—Zn1	109.2 (4)	C11—C10—N2	124.6 (6)
C9—N2—Zn1	113.6 (4)	C11—C10—H10	117.6801
C9—N2—C10	119.6 (6)	H10—C10—N2	117.6979
C10—N2—Zn1	126.7 (4)	C12—C11—C10	118.1 (6)
C2—C1—O1	119.7 (6)	C12—C11—C16	119.0 (6)
C2—C1—C6	115.7 (6)	C16—C11—C10	122.8 (6)
C6—C1—O1	124.6 (6)	C13—C12—C11	122.7 (7)
C1—C2—H1	118.8670	C13—C12—H11	118.6560
C1—C2—C3	122.3 (6)	H11—C12—C11	118.6746
C3—C2—H1	118.8634	C14—C13—C12	117.4 (7)
C2—C3—C4	120.8 (7)	C14—C13—H12	121.2894
C2—C3—H2	119.5794	H12—C13—C12	121.2925
C4—C3—H2	119.5926	C15—C14—C13	120.9 (7)
C5—C4—C3	119.4 (7)	C15—C14—H13	119.5500
C5—C4—H3	120.3266	H13—C14—C13	119.5578
H3—C4—C3	120.3189	C16—C15—C14	123.9 (7)
C6—C5—C4	122.0 (7)	C16—C15—H14	118.0164
C6—C5—H4	118.9991	H14—C15—C14	118.0386
O2—Zn1—O1—C1	−137.6 (5)	C3—C4—C5—C6	0.3 (9)
O1—Zn1—O2—C16	−171.6 (5)	C4—C5—C6—C1	−0.2 (9)
O1—Zn1—N1—C7	−19.0 (6)	C1—C6—C7—N1	3 (1)
O1—Zn1—N2—C9	57.3 (6)	C5—C6—C7—N1	−178.8 (7)
Zn1—O1—C1—C2	165.0 (5)	N1—C8—C9—N2	−45.0 (7)
Zn1—O2—C16—C11	−26.8 (9)	N2—C10—C11—C12	−172.9 (7)
Zn1—O2—C16—C15	154.4 (5)	C10—C11—C12—C13	179.4 (6)
Zn1—N1—C7—C6	11 (1)	C10—C11—C16—O2	1 (1)
Zn1—N1—C8—C9	46.4 (6)	C10—C11—C16—C15	179.9 (5)
Zn1—N2—C9—C8	22.3 (6)	C11—C12—C13—C14	1 (1)
Zn1—N2—C10—C11	6.9 (9)	C12—C13—C14—C15	0 (1)
O1—C1—C2—C3	179.3 (7)	C13—C14—C15—C16	−1 (1)
O1—C1—C6—C5	179.3 (7)	C14—C15—C16—O2	178.9 (6)
C1—C2—C3—C4	2 (1)	C14—C15—C16—C11	0.1 (8)
C2—C3—C4—C5	−1 (1)

Symmetry codes: (i) −x+3/2, −y+1/2, −z+1; (ii) −x+3/2, y−1/2, −z+3/2; (iii) x, y−1, z; (iv) x, y+1, z; (v) −x+3/2, −y+3/2, −z+1; (vi) −x+3/2, −y−1/2, −z+1; (vii) x+1/2, y−1/2, z; (viii) x+1/2, y+1/2, z; (ix) −x+3/2, y+1/2, −z+3/2; (x) x−1/2, y+1/2, z; (xi) x−1/2, y−1/2, z; (xii) −x+1, −y, −z+1.