Crystal structure of catena-poly[[aqua­bis­(4-formyl­benzoato)-κ²O¹,O^1′;κO¹-zinc]-μ-pyrazine-κ²N:N′]

In the compound, [Zn(C₈H₅O₃)₂(C₄H₄N₂)(H₂O)]_n, the pyrazine ligands bridge the Zn^II cations, forming polymeric chains running parallel to the b-axis direction. Water–carboxyl­ate O—H...O hydrogen bonds link adjacent chains into layers parallel to the bc plane. The layers are linked via weak pyrazine–formyl C—H...O and form­yl–carboxyl­ate C—H...O hydrogen bonds.

Key indicators

• Single-crystal X-ray study
• T = 296 K
• Mean [sigma](C-C) = 0.004 Å
• Disorder in main residue
• R factor = 0.041
• wR factor = 0.102
• Data-to-parameter ratio = 16.4

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT220_ALERT_2_C Large Non-Solvent  O     Ueq(max)/Ueq(min) Range        3.4 Ratio
PLAT241_ALERT_2_C High      Ueq as Compared to Neighbors for .....         O3 Check
PLAT241_ALERT_2_C High      Ueq as Compared to Neighbors for .....        O10 Check
PLAT242_ALERT_2_C Low       Ueq as Compared to Neighbors for .....         C8 Check
PLAT906_ALERT_3_C Large K value in the Analysis of Variance ......      4.535 Check
PLAT911_ALERT_3_C Missing # FCF Refl Between THmin & STh/L=  0.600          3 Report
PLAT913_ALERT_3_C Missing # of Very Strong Reflections in FCF ....          1 Note
PLAT976_ALERT_2_C Check Calcd Residual Density  0.72A From      O7      -0.41 eA-3

Alert level G
PLAT002_ALERT_2_G Number of Distance or Angle Restraints on AtSite         10 Note
PLAT004_ALERT_5_G Polymeric Structure Found with Maximum Dimension          1 Info
PLAT005_ALERT_5_G No _iucr_refine_instructions_details  in the CIF     Please Do !
PLAT164_ALERT_4_G Nr. of Refined C-H H-Atoms in Heavy-Atom Struct.          2 Note
PLAT230_ALERT_2_G Hirshfeld Test Diff for    O5A    --  C8      ..        8.0 su
PLAT230_ALERT_2_G Hirshfeld Test Diff for    O12A   --  C28     ..        5.5 su
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X)  Zn1    --  O1      ..       11.1 su
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X)  Zn1    --  O2      ..       16.1 su
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X)  Zn2    --  O8      ..       12.5 su
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X)  Zn2    --  O9      ..       16.7 su
PLAT300_ALERT_4_G Atom Site Occupancy of >O5A    is Constrained at      0.750 Check
PLAT300_ALERT_4_G Atom Site Occupancy of <O5B    is Constrained at      0.250 Check
PLAT300_ALERT_4_G Atom Site Occupancy of >O5A_a  is Constrained at      0.750 Check
PLAT300_ALERT_4_G Atom Site Occupancy of <O5B_a  is Constrained at      0.250 Check
PLAT300_ALERT_4_G Atom Site Occupancy of >O5A_b  is Constrained at      0.750 Check
PLAT300_ALERT_4_G Atom Site Occupancy of <O5B_b  is Constrained at      0.250 Check
PLAT300_ALERT_4_G Atom Site Occupancy of >O12A   is Constrained at      0.700 Check
PLAT300_ALERT_4_G Atom Site Occupancy of <O12B   is Constrained at      0.300 Check
PLAT300_ALERT_4_G Atom Site Occupancy of >O12A_c is Constrained at      0.700 Check
PLAT300_ALERT_4_G Atom Site Occupancy of <O12B_c is Constrained at      0.300 Check
PLAT300_ALERT_4_G Atom Site Occupancy of >O12A_d is Constrained at      0.700 Check
PLAT300_ALERT_4_G Atom Site Occupancy of <O12B_d is Constrained at      0.300 Check
PLAT301_ALERT_3_G Main Residue  Disorder ............ Percentage =          3 Note
PLAT860_ALERT_3_G Number of Least-Squares Restraints .............          8 Note
PLAT899_ALERT_4_G SHELXL97   is Deprecated and Succeeded by SHELXL       2014 Note
PLAT910_ALERT_3_G Missing # of FCF Reflection(s) Below Th(Min) ...          1 Report
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L=  0.600         18 Note

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

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
  12 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
  15 ALERT type 4 Improvement, methodology, query or suggestion
   2 ALERT type 5 Informative message, check

---

Computing details

Data collection: APEX2 (Bruker, 2012); cell refinement: SAINT (Bruker, 2012); data reduction: SAINT (Bruker, 2012); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012); software used to prepare material for publication: WinGX (Farrugia, 2012) and PLATON (Spek, 2009).

catena-Poly[[aquabis(4-formylbenzoato)-κ²O¹,O^1';κO¹-zinc]-µ-pyrazine-κ²N:N']

Crystal data

[Zn(C8H5O3)2(C4H4N2)(H2O)]	F(000) = 1888
Mr = 461.74	Dx = 1.611 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 22.4721 (7) Å	Cell parameters from 9153 reflections
b = 7.1729 (2) Å	θ = 2.7–28.3°
c = 23.6377 (8) Å	µ = 1.34 mm^−1
β = 91.764 (2)°	T = 296 K
V = 3808.4 (2) Å^3	Block, colorless
Z = 8	0.50 × 0.29 × 0.28 mm

Data collection

Bruker SMART BREEZE CCD diffractometer	9571 independent reflections
Radiation source: fine-focus sealed tube	7984 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.031
φ and ω scans	θmax = 28.4°, θmin = 1.7°
Absorption correction: multi-scan (SADABS; Bruker, 2012)	h = −30→30
Tmin = 0.628, Tmax = 0.676	k = −9→9
87627 measured reflections	l = −31→31

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)] = 0.041	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.102	H atoms treated by a mixture of independent and constrained refinement
S = 1.10	w = 1/[σ^2(Fo^2) + (0.0365P)^2 + 4.5517P] where P = (Fo^2 + 2Fc^2)/3
9571 reflections	(Δ/σ)max = 0.002
583 parameters	Δρmax = 0.64 e Å^−3
8 restraints	Δρmin = −0.65 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. 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 > 2sigma(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)
Zn1	0.744994 (11)	0.75073 (4)	0.403123 (11)	0.02258 (7)
Zn2	0.747592 (11)	0.65126 (4)	0.153050 (11)	0.02257 (7)
O1	0.64782 (8)	0.7653 (3)	0.39486 (8)	0.0367 (4)
O2	0.68812 (7)	0.7386 (3)	0.47961 (8)	0.0382 (4)
O3	0.82950 (8)	0.7338 (3)	0.42612 (9)	0.0431 (5)
O4	0.85759 (9)	0.8088 (4)	0.51393 (10)	0.0694 (8)
O5A	0.36210 (12)	0.7654 (6)	0.51051 (16)	0.0724 (11)	0.75
O5B	0.3980 (6)	0.710 (2)	0.5801 (6)	0.107 (5)	0.25
O6	1.15317 (10)	0.6472 (5)	0.43755 (12)	0.0785 (9)
O7	0.75486 (8)	0.7571 (3)	0.31819 (7)	0.0313 (4)
H71	0.7277 (10)	0.721 (4)	0.2918 (10)	0.045 (9)*
H72	0.7893 (8)	0.736 (4)	0.3040 (11)	0.033 (8)*
O8	0.64987 (8)	0.6395 (3)	0.14295 (8)	0.0382 (4)
O9	0.69021 (7)	0.6319 (3)	0.22812 (8)	0.0396 (4)
O10	0.83197 (8)	0.6462 (3)	0.17805 (9)	0.0433 (5)
O11	0.85687 (9)	0.7240 (4)	0.26661 (9)	0.0617 (7)
O12A	0.36444 (14)	0.6022 (7)	0.25759 (18)	0.0804 (13)	0.70
O12B	0.4034 (4)	0.5896 (16)	0.3355 (5)	0.091 (3)	0.30
O13	1.15688 (9)	0.6937 (4)	0.18855 (11)	0.0677 (7)
O14	0.75787 (8)	0.6458 (3)	0.06810 (8)	0.0330 (4)
H141	0.7321 (10)	0.667 (4)	0.0432 (10)	0.031 (8)*
H142	0.7912 (10)	0.665 (5)	0.0536 (13)	0.052 (10)*
N1	0.74426 (8)	1.0554 (3)	0.40613 (8)	0.0266 (4)
N2	0.74172 (8)	1.4441 (3)	0.40378 (8)	0.0272 (4)
N3	0.74446 (8)	0.9567 (3)	0.15473 (9)	0.0273 (4)
N4	0.74520 (8)	1.3452 (3)	0.15394 (8)	0.0261 (4)
C1	0.64294 (10)	0.7548 (3)	0.44733 (11)	0.0287 (5)
C2	0.58192 (10)	0.7557 (3)	0.47132 (10)	0.0262 (5)
C3	0.57341 (11)	0.7017 (4)	0.52678 (11)	0.0337 (5)
H3	0.6059	0.6714	0.5503	0.040*
C4	0.51606 (12)	0.6931 (4)	0.54700 (11)	0.0373 (6)
H4	0.5101	0.6543	0.5839	0.045*
C5	0.46791 (11)	0.7419 (4)	0.51255 (13)	0.0376 (6)
C6	0.47625 (11)	0.8009 (4)	0.45766 (12)	0.0396 (6)
H6	0.4438	0.8366	0.4348	0.048*
C7	0.53321 (11)	0.8062 (4)	0.43705 (11)	0.0324 (5)
H7	0.5389	0.8440	0.4000	0.039*
C8	0.40702 (14)	0.7343 (5)	0.53588 (17)	0.0566 (9)
H8	0.4038	0.6009	0.5274	0.068*
C9	0.86731 (10)	0.7533 (3)	0.46598 (11)	0.0307 (5)
C10	0.93070 (10)	0.7064 (3)	0.45186 (10)	0.0257 (5)
C11	0.94340 (11)	0.6169 (4)	0.40145 (11)	0.0316 (5)
H11	0.9128	0.5835	0.3761	0.038*
C12	1.00211 (11)	0.5777 (4)	0.38922 (11)	0.0349 (6)
H12	1.0107	0.5146	0.3561	0.042*
C13	1.04793 (11)	0.6319 (4)	0.42600 (11)	0.0331 (5)
C14	1.03533 (11)	0.7237 (4)	0.47596 (11)	0.0349 (6)
H14	1.0661	0.7617	0.5005	0.042*
C15	0.97691 (11)	0.7583 (4)	0.48905 (11)	0.0319 (5)
H15	0.9684	0.8167	0.5230	0.038*
C16	1.11037 (13)	0.5922 (5)	0.41156 (15)	0.0518 (8)
H16	1.1144 (15)	0.523 (5)	0.3781 (10)	0.064 (11)*
C17	0.71703 (11)	1.1488 (3)	0.36395 (11)	0.0333 (5)
H17	0.6983	1.0825	0.3347	0.040*
C18	0.71592 (11)	1.3417 (3)	0.36259 (11)	0.0328 (5)
H18	0.6968	1.4016	0.3323	0.039*
C19	0.76825 (12)	1.3503 (3)	0.44611 (11)	0.0324 (5)
H19	0.7863	1.4165	0.4758	0.039*
C20	0.76983 (11)	1.1575 (3)	0.44727 (11)	0.0309 (5)
H20	0.7892	1.0976	0.4775	0.037*
C21	0.64505 (10)	0.6280 (3)	0.19529 (11)	0.0292 (5)
C22	0.58421 (10)	0.6087 (3)	0.21928 (10)	0.0256 (5)
C23	0.57669 (11)	0.6078 (4)	0.27715 (11)	0.0362 (6)
H23	0.6096	0.6147	0.3019	0.043*
C24	0.51980 (12)	0.5964 (4)	0.29793 (12)	0.0411 (6)
H24	0.5147	0.5928	0.3368	0.049*
C25	0.47064 (11)	0.5905 (4)	0.26150 (12)	0.0368 (6)
C26	0.47806 (11)	0.5890 (4)	0.20375 (12)	0.0419 (7)
H26	0.4451	0.5832	0.1790	0.050*
C27	0.53487 (11)	0.5963 (4)	0.18292 (11)	0.0349 (6)
H27	0.5400	0.5928	0.1440	0.042*
C28	0.40987 (14)	0.5920 (5)	0.28524 (17)	0.0579 (9)
H28	0.4083	0.4555	0.2839	0.069*
C29	0.86873 (10)	0.6787 (3)	0.21806 (11)	0.0306 (5)
C30	0.93360 (10)	0.6650 (3)	0.20327 (10)	0.0248 (5)
C31	0.94955 (10)	0.5928 (3)	0.15123 (10)	0.0297 (5)
H31	0.9204	0.5538	0.1251	0.036*
C32	1.00910 (10)	0.5795 (4)	0.13868 (10)	0.0315 (5)
H32	1.0200	0.5284	0.1043	0.038*
C33	1.05277 (10)	0.6418 (4)	0.17684 (11)	0.0297 (5)
C34	1.03676 (11)	0.7148 (4)	0.22858 (11)	0.0322 (5)
H34	1.0660	0.7570	0.2542	0.039*
C35	0.97750 (10)	0.7249 (3)	0.24191 (10)	0.0296 (5)
H35	0.9669	0.7719	0.2768	0.035*
C36	1.11601 (12)	0.6292 (5)	0.16198 (13)	0.0442 (7)
H36	1.1225 (14)	0.564 (4)	0.1284 (10)	0.055 (10)*
C37	0.71896 (11)	1.0551 (4)	0.11238 (11)	0.0335 (5)
H37	0.7006	0.9920	0.0822	0.040*
C38	0.71914 (12)	1.2480 (3)	0.11217 (11)	0.0335 (6)
H38	0.7006	1.3111	0.0821	0.040*
C39	0.77052 (12)	1.2490 (3)	0.19636 (11)	0.0328 (5)
H39	0.7890	1.3126	0.2264	0.039*
C40	0.76986 (11)	1.0558 (3)	0.19668 (11)	0.0321 (5)
H40	0.7877	0.9932	0.2272	0.039*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn1	0.02006 (13)	0.02144 (13)	0.02640 (14)	0.00033 (9)	0.00340 (10)	−0.00053 (10)
Zn2	0.02074 (13)	0.02083 (13)	0.02630 (14)	−0.00049 (10)	0.00335 (10)	0.00102 (10)
O1	0.0300 (9)	0.0457 (11)	0.0349 (10)	−0.0038 (8)	0.0098 (8)	−0.0034 (8)
O2	0.0223 (8)	0.0499 (12)	0.0423 (11)	0.0011 (8)	−0.0006 (7)	−0.0106 (9)
O3	0.0236 (9)	0.0478 (12)	0.0574 (13)	0.0031 (8)	−0.0049 (8)	−0.0026 (10)
O4	0.0330 (11)	0.127 (2)	0.0487 (14)	0.0129 (13)	0.0135 (10)	−0.0189 (15)
O5A	0.0228 (14)	0.105 (3)	0.090 (3)	0.0029 (16)	0.0116 (15)	0.006 (2)
O5B	0.083 (9)	0.128 (12)	0.114 (11)	−0.029 (8)	0.070 (8)	−0.022 (9)
O6	0.0254 (11)	0.123 (3)	0.088 (2)	0.0033 (13)	0.0009 (12)	−0.0048 (18)
O7	0.0287 (9)	0.0424 (11)	0.0229 (9)	−0.0004 (8)	0.0060 (7)	−0.0031 (8)
O8	0.0317 (9)	0.0470 (11)	0.0365 (10)	0.0034 (8)	0.0115 (8)	0.0083 (9)
O9	0.0229 (8)	0.0515 (12)	0.0444 (11)	−0.0041 (8)	0.0007 (8)	−0.0131 (9)
O10	0.0234 (8)	0.0470 (12)	0.0592 (13)	0.0007 (8)	−0.0036 (8)	−0.0072 (10)
O11	0.0315 (10)	0.113 (2)	0.0416 (12)	0.0092 (12)	0.0132 (9)	−0.0065 (13)
O12A	0.0252 (16)	0.127 (4)	0.090 (3)	0.0002 (19)	0.0110 (17)	−0.001 (3)
O12B	0.065 (6)	0.109 (8)	0.102 (8)	−0.022 (5)	0.055 (6)	−0.029 (6)
O13	0.0263 (10)	0.102 (2)	0.0753 (17)	−0.0053 (12)	0.0011 (11)	−0.0160 (15)
O14	0.0289 (9)	0.0440 (11)	0.0261 (9)	0.0013 (8)	0.0036 (8)	0.0062 (8)
N1	0.0242 (9)	0.0219 (9)	0.0339 (11)	0.0006 (8)	0.0043 (8)	0.0010 (8)
N2	0.0276 (9)	0.0213 (9)	0.0328 (11)	0.0025 (8)	0.0033 (8)	0.0017 (8)
N3	0.0241 (9)	0.0202 (9)	0.0378 (11)	−0.0009 (8)	0.0056 (8)	0.0024 (8)
N4	0.0279 (10)	0.0212 (9)	0.0293 (10)	0.0006 (8)	0.0015 (8)	0.0019 (8)
C1	0.0233 (11)	0.0258 (12)	0.0372 (14)	−0.0035 (9)	0.0057 (10)	−0.0090 (10)
C2	0.0207 (10)	0.0272 (12)	0.0308 (12)	−0.0009 (9)	0.0033 (9)	−0.0050 (9)
C3	0.0276 (12)	0.0425 (14)	0.0309 (13)	0.0020 (11)	−0.0002 (10)	−0.0018 (11)
C4	0.0385 (14)	0.0435 (15)	0.0305 (14)	−0.0034 (12)	0.0127 (11)	−0.0022 (11)
C5	0.0273 (12)	0.0373 (14)	0.0487 (16)	−0.0041 (10)	0.0113 (11)	−0.0088 (12)
C6	0.0244 (12)	0.0466 (16)	0.0475 (17)	0.0026 (11)	−0.0026 (11)	−0.0021 (13)
C7	0.0292 (12)	0.0385 (14)	0.0294 (13)	0.0000 (10)	0.0015 (10)	0.0041 (11)
C8	0.0388 (17)	0.057 (2)	0.076 (3)	−0.0081 (15)	0.0245 (17)	−0.0156 (18)
C9	0.0214 (11)	0.0299 (13)	0.0410 (14)	0.0004 (9)	0.0052 (10)	0.0038 (11)
C10	0.0219 (10)	0.0270 (11)	0.0284 (12)	0.0012 (9)	0.0027 (9)	0.0028 (9)
C11	0.0277 (11)	0.0367 (13)	0.0302 (13)	−0.0012 (10)	−0.0025 (10)	−0.0047 (10)
C12	0.0346 (13)	0.0396 (14)	0.0306 (13)	0.0051 (11)	0.0055 (10)	−0.0060 (11)
C13	0.0247 (11)	0.0368 (13)	0.0381 (14)	0.0026 (10)	0.0051 (10)	0.0052 (11)
C14	0.0233 (11)	0.0467 (15)	0.0345 (14)	−0.0022 (11)	−0.0042 (10)	0.0007 (12)
C15	0.0285 (12)	0.0397 (14)	0.0275 (13)	−0.0003 (10)	0.0015 (10)	−0.0044 (10)
C16	0.0300 (14)	0.070 (2)	0.056 (2)	0.0089 (14)	0.0085 (14)	0.0000 (17)
C17	0.0341 (13)	0.0259 (12)	0.0392 (14)	0.0006 (10)	−0.0065 (11)	−0.0035 (10)
C18	0.0335 (12)	0.0260 (12)	0.0386 (14)	0.0046 (10)	−0.0065 (11)	0.0022 (10)
C19	0.0391 (13)	0.0257 (12)	0.0323 (13)	−0.0029 (10)	−0.0014 (11)	−0.0017 (10)
C20	0.0346 (12)	0.0262 (12)	0.0319 (13)	0.0012 (10)	0.0002 (10)	0.0044 (10)
C21	0.0239 (11)	0.0220 (11)	0.0421 (15)	−0.0005 (9)	0.0064 (10)	−0.0019 (10)
C22	0.0229 (10)	0.0243 (11)	0.0297 (12)	−0.0017 (8)	0.0034 (9)	−0.0015 (9)
C23	0.0309 (12)	0.0489 (16)	0.0288 (13)	−0.0028 (11)	−0.0006 (10)	−0.0011 (11)
C24	0.0422 (15)	0.0528 (17)	0.0289 (14)	−0.0046 (13)	0.0115 (11)	−0.0025 (12)
C25	0.0288 (12)	0.0343 (14)	0.0481 (16)	−0.0030 (10)	0.0127 (11)	−0.0048 (12)
C26	0.0260 (12)	0.0557 (18)	0.0438 (16)	−0.0033 (12)	−0.0030 (11)	−0.0059 (13)
C27	0.0305 (12)	0.0480 (16)	0.0263 (13)	−0.0023 (11)	0.0012 (10)	−0.0029 (11)
C28	0.0391 (17)	0.054 (2)	0.082 (3)	−0.0064 (14)	0.0261 (17)	−0.0099 (18)
C29	0.0231 (11)	0.0282 (12)	0.0407 (14)	0.0024 (9)	0.0048 (10)	0.0026 (10)
C30	0.0223 (10)	0.0234 (11)	0.0287 (12)	0.0027 (8)	0.0031 (9)	0.0021 (9)
C31	0.0267 (11)	0.0333 (13)	0.0289 (12)	0.0014 (10)	−0.0036 (9)	−0.0064 (10)
C32	0.0304 (12)	0.0380 (14)	0.0263 (12)	0.0051 (10)	0.0024 (9)	−0.0068 (10)
C33	0.0244 (11)	0.0326 (13)	0.0321 (13)	0.0033 (9)	0.0042 (9)	−0.0007 (10)
C34	0.0260 (11)	0.0367 (13)	0.0337 (14)	0.0007 (10)	−0.0044 (10)	−0.0076 (11)
C35	0.0290 (12)	0.0326 (13)	0.0272 (12)	0.0046 (10)	0.0026 (9)	−0.0075 (10)
C36	0.0272 (13)	0.0592 (19)	0.0465 (17)	0.0049 (13)	0.0065 (12)	−0.0079 (15)
C37	0.0323 (12)	0.0257 (12)	0.0420 (14)	−0.0025 (10)	−0.0074 (11)	−0.0023 (11)
C38	0.0357 (13)	0.0265 (12)	0.0378 (14)	0.0007 (10)	−0.0079 (11)	0.0031 (10)
C39	0.0423 (14)	0.0256 (12)	0.0302 (13)	0.0001 (10)	−0.0038 (11)	0.0004 (10)
C40	0.0398 (13)	0.0253 (12)	0.0312 (13)	0.0029 (10)	−0.0002 (10)	0.0054 (10)

Geometric parameters (Å, º)

Zn1—O1	2.1889 (18)	C10—C9	1.511 (3)
Zn1—O2	2.2477 (19)	C10—C15	1.390 (3)
Zn1—O3	1.9628 (18)	C11—C10	1.391 (3)
Zn1—O7	2.0271 (17)	C11—C12	1.388 (3)
Zn2—O8	2.2034 (18)	C11—H11	0.9300
Zn2—O9	2.2297 (19)	C12—C13	1.383 (4)
Zn2—O10	1.9689 (18)	C12—H12	0.9300
Zn2—O14	2.0288 (18)	C13—C16	1.482 (4)
Zn1—N1	2.186 (2)	C14—C13	1.389 (4)
Zn1—N2^i	2.200 (2)	C14—H14	0.9300
Zn2—N3	2.192 (2)	C15—C14	1.380 (3)
Zn2—N4^i	2.1957 (19)	C15—H15	0.9300
Zn1—C1	2.550 (2)	C16—H16	0.943 (18)
Zn2—C21	2.545 (2)	C17—H17	0.9300
O1—C1	1.251 (3)	C18—C17	1.384 (3)
O2—C1	1.256 (3)	C18—H18	0.9300
O3—C9	1.257 (3)	C19—H19	0.9300
O4—C9	1.227 (3)	C21—C22	1.503 (3)
O5A—C8	1.179 (5)	C22—C23	1.383 (3)
O6—C16	1.192 (4)	C22—C27	1.385 (3)
O7—H71	0.897 (16)	C23—C24	1.386 (4)
O7—H72	0.866 (16)	C23—H23	0.9300
O8—C21	1.248 (3)	C24—H24	0.9300
O9—C21	1.259 (3)	C25—C24	1.380 (4)
O10—C29	1.258 (3)	C25—C28	1.492 (4)
O11—C29	1.230 (3)	C26—C25	1.380 (4)
O13—C36	1.190 (4)	C26—H26	0.9300
O14—H141	0.826 (17)	C27—C26	1.383 (3)
O14—H142	0.845 (18)	C27—H27	0.9300
N1—C17	1.334 (3)	C28—O12A	1.197 (5)
N1—C20	1.333 (3)	C28—O12B	1.202 (10)
N2—Zn1^ii	2.200 (2)	C28—H28	0.9800
N2—C18	1.338 (3)	C31—C32	1.383 (3)
N2—C19	1.331 (3)	C31—C30	1.392 (3)
N3—C37	1.339 (3)	C31—H31	0.9300
N3—C40	1.334 (3)	C34—C35	1.380 (3)
N4—Zn2^ii	2.1957 (19)	C34—C33	1.388 (3)
N4—C38	1.330 (3)	C34—H34	0.9300
N4—C39	1.331 (3)	C20—C19	1.384 (3)
C2—C1	1.500 (3)	C20—H20	0.9300
C2—C3	1.386 (3)	C30—C35	1.392 (3)
C2—C7	1.390 (3)	C30—C29	1.513 (3)
C3—C4	1.390 (3)	C32—C33	1.386 (3)
C3—H3	0.9300	C32—H32	0.9300
C4—H4	0.9300	C33—C36	1.477 (3)
C5—C4	1.379 (4)	C35—H35	0.9300
C5—C6	1.383 (4)	C36—H36	0.937 (18)
C5—C8	1.492 (4)	C37—H37	0.9300
C6—H6	0.9300	C38—C37	1.383 (3)
C7—C6	1.384 (3)	C38—H38	0.9300
C7—H7	0.9300	C39—H39	0.9300
C8—O5B	1.086 (14)	C40—C39	1.386 (3)
C8—H8	0.9800	C40—H40	0.9300
O1—Zn1—O2	58.88 (7)	C11—C10—C9	120.8 (2)
O1—Zn1—N2^i	90.85 (7)	C15—C10—C9	119.5 (2)
O1—Zn1—C1	29.37 (7)	C15—C10—C11	119.8 (2)
O2—Zn1—C1	29.52 (7)	C10—C11—H11	120.2
O3—Zn1—O1	169.01 (8)	C12—C11—C10	119.6 (2)
O3—Zn1—O2	110.13 (8)	C12—C11—H11	120.2
O3—Zn1—O7	98.12 (8)	C11—C12—H12	119.8
O3—Zn1—N1	93.49 (8)	C13—C12—C11	120.4 (2)
O3—Zn1—N2^i	88.20 (8)	C13—C12—H12	119.8
O3—Zn1—C1	139.64 (9)	C12—C13—C14	120.0 (2)
O7—Zn1—O1	92.86 (7)	C12—C13—C16	119.5 (3)
O7—Zn1—O2	151.61 (7)	C14—C13—C16	120.4 (3)
O7—Zn1—N1	90.62 (7)	C13—C14—H14	120.1
O7—Zn1—N2^i	91.96 (7)	C15—C14—C13	119.7 (2)
O7—Zn1—C1	122.20 (8)	C15—C14—H14	120.1
N1—Zn1—O1	86.95 (7)	C10—C15—H15	119.8
N1—Zn1—O2	90.42 (7)	C14—C15—C10	120.5 (2)
N1—Zn1—N2^i	176.68 (7)	C14—C15—H15	119.8
N1—Zn1—C1	88.14 (7)	O6—C16—C13	124.9 (3)
N2^i—Zn1—O2	86.32 (7)	O6—C16—H16	121 (2)
N2^i—Zn1—C1	88.73 (7)	C13—C16—H16	114 (2)
O8—Zn2—O9	59.00 (7)	N1—C17—C18	121.8 (2)
O8—Zn2—C21	29.37 (7)	N1—C17—H17	119.1
O9—Zn2—C21	29.64 (7)	C18—C17—H17	119.1
O10—Zn2—O8	168.30 (8)	N2—C18—C17	121.7 (2)
O10—Zn2—O9	109.58 (8)	N2—C18—H18	119.2
O10—Zn2—O14	99.14 (8)	C17—C18—H18	119.2
O10—Zn2—N3	92.54 (8)	N2—C19—C20	122.0 (2)
O10—Zn2—N4^i	90.13 (8)	N2—C19—H19	119.0
O10—Zn2—C21	139.14 (9)	C20—C19—H19	119.0
O14—Zn2—O8	92.03 (7)	N1—C20—C19	121.6 (2)
O14—Zn2—O9	150.78 (7)	N1—C20—H20	119.2
O14—Zn2—N3	92.41 (8)	C19—C20—H20	119.2
O14—Zn2—N4^i	89.63 (8)	O8—C21—Zn2	59.97 (12)
O14—Zn2—C21	121.28 (8)	O8—C21—O9	121.1 (2)
N3—Zn2—O8	90.45 (7)	O8—C21—C22	119.2 (2)
N3—Zn2—O9	91.62 (7)	O9—C21—Zn2	61.18 (13)
N3—Zn2—N4^i	176.35 (7)	O9—C21—C22	119.7 (2)
N3—Zn2—C21	91.63 (7)	C22—C21—Zn2	178.24 (17)
N4^i—Zn2—O8	86.45 (7)	C23—C22—C21	120.9 (2)
N4^i—Zn2—O9	85.14 (7)	C23—C22—C27	119.6 (2)
N4^i—Zn2—C21	84.72 (7)	C27—C22—C21	119.5 (2)
C1—O1—Zn1	91.51 (15)	C22—C23—C24	119.5 (2)
C1—O2—Zn1	88.67 (15)	C22—C23—H23	120.2
C9—O3—Zn1	145.76 (18)	C24—C23—H23	120.2
Zn1—O7—H71	126.2 (19)	C23—C24—H24	119.7
Zn1—O7—H72	120.4 (18)	C25—C24—C23	120.7 (2)
H71—O7—H72	106 (2)	C25—C24—H24	119.7
C21—O8—Zn2	90.66 (15)	C24—C25—C26	119.9 (2)
C21—O9—Zn2	89.18 (15)	C24—C25—C28	119.3 (3)
C29—O10—Zn2	145.70 (18)	C26—C25—C28	120.8 (3)
Zn2—O14—H141	127 (2)	C25—C26—C27	119.5 (2)
Zn2—O14—H142	122 (2)	C25—C26—H26	120.2
H141—O14—H142	107 (3)	C27—C26—H26	120.2
C17—N1—Zn1	118.79 (16)	C22—C27—H27	119.6
C20—N1—Zn1	124.69 (16)	C26—C27—C22	120.8 (2)
C20—N1—C17	116.5 (2)	C26—C27—H27	119.6
C18—N2—Zn1^ii	123.89 (16)	O12A—C28—O12B	114.5 (6)
C19—N2—Zn1^ii	119.73 (16)	O12A—C28—C25	124.7 (4)
C19—N2—C18	116.3 (2)	O12A—C28—H28	90.8
C37—N3—Zn2	121.77 (16)	O12B—C28—C25	120.7 (6)
C40—N3—Zn2	122.19 (16)	O12B—C28—H28	90.8
C40—N3—C37	116.0 (2)	C25—C28—H28	90.8
C38—N4—Zn2^ii	121.85 (16)	O10—C29—C30	115.4 (2)
C38—N4—C39	117.1 (2)	O11—C29—O10	126.5 (2)
C39—N4—Zn2^ii	121.05 (16)	O11—C29—C30	118.1 (2)
O1—C1—Zn1	59.12 (12)	C31—C30—C29	120.3 (2)
O1—C1—O2	120.9 (2)	C31—C30—C35	119.9 (2)
O1—C1—C2	118.9 (2)	C35—C30—C29	119.8 (2)
O2—C1—Zn1	61.81 (13)	C30—C31—H31	120.3
O2—C1—C2	120.1 (2)	C32—C31—C30	119.5 (2)
C2—C1—Zn1	177.97 (18)	C32—C31—H31	120.3
C3—C2—C1	120.7 (2)	C31—C32—C33	120.6 (2)
C3—C2—C7	119.7 (2)	C31—C32—H32	119.7
C7—C2—C1	119.6 (2)	C33—C32—H32	119.7
C2—C3—C4	119.6 (2)	C32—C33—C34	119.8 (2)
C2—C3—H3	120.2	C32—C33—C36	119.5 (2)
C4—C3—H3	120.2	C34—C33—C36	120.7 (2)
C3—C4—H4	119.8	C33—C34—H34	120.0
C5—C4—C3	120.3 (3)	C35—C34—C33	119.9 (2)
C5—C4—H4	119.8	C35—C34—H34	120.0
C4—C5—C6	120.3 (2)	C30—C35—H35	119.9
C4—C5—C8	119.0 (3)	C34—C35—C30	120.2 (2)
C6—C5—C8	120.7 (3)	C34—C35—H35	119.9
C5—C6—C7	119.5 (3)	O13—C36—C33	125.7 (3)
C5—C6—H6	120.3	O13—C36—H36	120 (2)
C7—C6—H6	120.3	C33—C36—H36	114 (2)
C2—C7—H7	119.7	N3—C37—C38	121.9 (2)
C6—C7—C2	120.5 (2)	N3—C37—H37	119.0
C6—C7—H7	119.7	C38—C37—H37	119.0
O5A—C8—C5	125.8 (4)	N4—C38—C37	121.5 (2)
O5A—C8—H8	91.3	N4—C38—H38	119.2
O5B—C8—O5A	109.7 (8)	C37—C38—H38	119.2
O5B—C8—C5	124.3 (8)	N4—C39—C40	121.2 (2)
O5B—C8—H8	91.3	N4—C39—H39	119.4
C5—C8—H8	91.3	C40—C39—H39	119.4
O3—C9—C10	115.5 (2)	N3—C40—C39	122.2 (2)
O4—C9—O3	126.4 (2)	N3—C40—H40	118.9
O4—C9—C10	118.2 (2)	C39—C40—H40	118.9
O2—Zn1—O1—C1	0.71 (14)	Zn1—N1—C20—C19	179.19 (18)
O3—Zn1—O1—C1	1.0 (5)	C17—N1—C20—C19	−0.1 (4)
O7—Zn1—O1—C1	177.90 (15)	Zn1^ii—N2—C18—C17	177.49 (19)
N1—Zn1—O1—C1	−91.63 (15)	C19—N2—C18—C17	−0.2 (4)
N2^i—Zn1—O1—C1	85.90 (15)	Zn1^ii—N2—C19—C20	−177.02 (19)
O1—Zn1—O2—C1	−0.71 (14)	C18—N2—C19—C20	0.8 (4)
O3—Zn1—O2—C1	179.35 (14)	Zn2—N3—C37—C38	−177.2 (2)
O7—Zn1—O2—C1	−6.6 (2)	C40—N3—C37—C38	0.2 (4)
N1—Zn1—O2—C1	85.47 (15)	Zn2—N3—C40—C39	176.65 (19)
N2^i—Zn1—O2—C1	−93.92 (15)	C37—N3—C40—C39	−0.7 (4)
O1—Zn1—O3—C9	−20.6 (6)	Zn2^ii—N4—C38—C37	178.53 (19)
O2—Zn1—O3—C9	−20.4 (3)	C39—N4—C38—C37	−0.8 (4)
O7—Zn1—O3—C9	162.5 (3)	Zn2^ii—N4—C39—C40	−179.05 (19)
N1—Zn1—O3—C9	71.3 (3)	C38—N4—C39—C40	0.3 (4)
N2^i—Zn1—O3—C9	−105.8 (3)	C3—C2—C1—O1	165.0 (2)
C1—Zn1—O3—C9	−19.9 (4)	C7—C2—C1—O1	−13.2 (3)
O1—Zn1—N1—C17	−55.30 (18)	C3—C2—C1—O2	−13.1 (4)
O1—Zn1—N1—C20	125.40 (19)	C7—C2—C1—O2	168.7 (2)
O2—Zn1—N1—C17	−114.10 (18)	C1—C2—C3—C4	−176.2 (2)
O2—Zn1—N1—C20	66.59 (19)	C7—C2—C3—C4	2.0 (4)
O3—Zn1—N1—C17	135.70 (18)	C1—C2—C7—C6	177.4 (2)
O3—Zn1—N1—C20	−43.6 (2)	C3—C2—C7—C6	−0.8 (4)
O7—Zn1—N1—C17	37.53 (18)	C2—C3—C4—C5	−1.4 (4)
O7—Zn1—N1—C20	−141.78 (19)	C6—C5—C4—C3	−0.4 (4)
C1—Zn1—N1—C17	−84.67 (18)	C8—C5—C4—C3	−178.9 (3)
C1—Zn1—N1—C20	96.02 (19)	C4—C5—C6—C7	1.6 (4)
O1—Zn1—C1—O2	178.8 (2)	C8—C5—C6—C7	−179.9 (3)
O2—Zn1—C1—O1	−178.8 (2)	C4—C5—C8—O5A	−177.0 (4)
O3—Zn1—C1—O1	−179.71 (14)	C4—C5—C8—O5B	8.1 (11)
O3—Zn1—C1—O2	−0.9 (2)	C6—C5—C8—O5A	4.4 (6)
O7—Zn1—C1—O1	−2.48 (17)	C6—C5—C8—O5B	−170.5 (10)
O7—Zn1—C1—O2	176.29 (13)	C2—C7—C6—C5	−1.0 (4)
N1—Zn1—C1—O1	87.09 (15)	C11—C10—C9—O3	−11.0 (3)
N1—Zn1—C1—O2	−94.15 (15)	C11—C10—C9—O4	170.3 (3)
N2^i—Zn1—C1—O1	−93.99 (15)	C15—C10—C9—O3	167.2 (2)
N2^i—Zn1—C1—O2	84.77 (15)	C15—C10—C9—O4	−11.5 (4)
O9—Zn2—O8—C21	−0.91 (14)	C9—C10—C15—C14	−177.4 (2)
O10—Zn2—O8—C21	12.3 (5)	C11—C10—C15—C14	0.8 (4)
O14—Zn2—O8—C21	175.05 (15)	C12—C11—C10—C9	179.2 (2)
N3—Zn2—O8—C21	−92.53 (15)	C12—C11—C10—C15	1.0 (4)
N4^i—Zn2—O8—C21	85.54 (15)	C10—C11—C12—C13	−1.9 (4)
O8—Zn2—O9—C21	0.90 (14)	C11—C12—C13—C14	1.0 (4)
O10—Zn2—O9—C21	−176.27 (14)	C11—C12—C13—C16	−178.7 (3)
O14—Zn2—O9—C21	−7.4 (2)	C12—C13—C16—O6	172.9 (3)
N3—Zn2—O9—C21	90.46 (15)	C14—C13—C16—O6	−6.8 (5)
N4^i—Zn2—O9—C21	−87.87 (15)	C15—C14—C13—C12	0.8 (4)
O8—Zn2—O10—C29	−37.1 (6)	C15—C14—C13—C16	−179.4 (3)
O9—Zn2—O10—C29	−25.1 (4)	C10—C15—C14—C13	−1.7 (4)
O14—Zn2—O10—C29	160.4 (3)	N2—C18—C17—N1	−0.5 (4)
N3—Zn2—O10—C29	67.6 (3)	N1—C20—C19—N2	−0.6 (4)
N4^i—Zn2—O10—C29	−109.9 (3)	O8—C21—C22—C23	−175.8 (2)
C21—Zn2—O10—C29	−27.9 (4)	O9—C21—C22—C23	4.4 (4)
O8—Zn2—N3—C37	−56.67 (19)	O8—C21—C22—C27	2.6 (3)
O8—Zn2—N3—C40	126.14 (18)	O9—C21—C22—C27	−177.2 (2)
O9—Zn2—N3—C37	−115.67 (18)	C21—C22—C23—C24	177.7 (2)
O9—Zn2—N3—C40	67.14 (19)	C27—C22—C23—C24	−0.7 (4)
O10—Zn2—N3—C37	134.64 (19)	C21—C22—C27—C26	−176.3 (2)
O10—Zn2—N3—C40	−42.54 (19)	C23—C22—C27—C26	2.1 (4)
O14—Zn2—N3—C37	35.38 (19)	C22—C23—C24—C25	−1.5 (4)
O14—Zn2—N3—C40	−141.80 (19)	C26—C25—C24—C23	2.4 (4)
C21—Zn2—N3—C37	−86.02 (19)	C28—C25—C24—C23	−175.7 (3)
C21—Zn2—N3—C40	96.79 (19)	C24—C25—C28—O12A	173.7 (4)
O8—Zn2—C21—O9	−178.4 (2)	C24—C25—C28—O12B	−3.4 (8)
O9—Zn2—C21—O8	178.4 (2)	C26—C25—C28—O12A	−4.3 (6)
O10—Zn2—C21—O8	−176.21 (15)	C26—C25—C28—O12B	178.6 (7)
O10—Zn2—C21—O9	5.4 (2)	C27—C26—C25—C24	−1.0 (4)
O14—Zn2—C21—O8	−5.79 (18)	C27—C26—C25—C28	177.1 (3)
O14—Zn2—C21—O9	175.79 (14)	C22—C27—C26—C25	−1.3 (4)
N3—Zn2—C21—O8	88.02 (15)	C31—C30—C29—O10	−9.5 (3)
N3—Zn2—C21—O9	−90.40 (15)	C31—C30—C29—O11	172.2 (3)
N4^i—Zn2—C21—O8	−92.14 (15)	C35—C30—C29—O10	170.5 (2)
N4^i—Zn2—C21—O9	89.44 (15)	C35—C30—C29—O11	−7.8 (4)
Zn1—O1—C1—O2	−1.3 (2)	C29—C30—C35—C34	−179.3 (2)
Zn1—O1—C1—C2	−179.36 (19)	C31—C30—C35—C34	0.7 (4)
Zn1—O2—C1—O1	1.2 (2)	C32—C31—C30—C29	−179.3 (2)
Zn1—O2—C1—C2	179.30 (19)	C32—C31—C30—C35	0.7 (4)
Zn1—O3—C9—O4	−3.0 (5)	C30—C31—C32—C33	−1.7 (4)
Zn1—O3—C9—C10	178.4 (2)	C31—C32—C33—C34	1.3 (4)
Zn2—O8—C21—O9	1.6 (2)	C31—C32—C33—C36	−178.9 (3)
Zn2—O8—C21—C22	−178.21 (19)	C32—C33—C36—O13	172.4 (3)
Zn2—O9—C21—O8	−1.6 (2)	C34—C33—C36—O13	−7.7 (5)
Zn2—O9—C21—C22	178.23 (19)	C35—C34—C33—C32	0.1 (4)
Zn2—O10—C29—O11	6.8 (5)	C35—C34—C33—C36	−179.7 (3)
Zn2—O10—C29—C30	−171.3 (2)	C33—C34—C35—C30	−1.1 (4)
Zn1—N1—C17—C18	−178.7 (2)	N4—C38—C37—N3	0.6 (4)
C20—N1—C17—C18	0.7 (4)	N3—C40—C39—N4	0.5 (4)

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

Hydrogen-bond geometry (Å, º)

Cg8 and Cg10 are the centroids of rings B (C10–C15) and E (C30–C35), respectively.

D—H···A	D—H	H···A	D···A	D—H···A
O7—H71···O9	0.90 (2)	1.82 (2)	2.694 (3)	165 (2)
O7—H72···O11	0.87 (2)	1.78 (2)	2.640 (3)	170 (2)
O14—H141···O2^iii	0.83 (2)	1.90 (2)	2.705 (3)	165 (2)
O14—H142···O4^iii	0.84 (2)	1.80 (3)	2.635 (3)	172 (3)
C17—H17···O12A^iv	0.93	2.56	3.375 (5)	146
C19—H19···O6^v	0.93	2.47	3.222 (4)	138
C23—H23···O1	0.93	2.57	3.361 (3)	143
C38—H38···O5A^iv	0.93	2.59	3.381 (4)	144
C39—H39···O13^vi	0.93	2.47	3.154 (4)	130
C12—H12···Cg10^vii	0.93	2.81	3.579 (3)	140
C32—H32···Cg8^vii	0.93	2.78	3.468 (3)	132

Symmetry codes: (iii) x, −y+3/2, z−1/2; (iv) −x+1, y+1/2, −z+1/2; (v) −x+2, −y+2, −z+1; (vi) −x+2, y+1/2, −z+1/2; (vii) −x, y−1/2, −z+1/2.