Crystal structure of poly[(μ₆-benzene-1,3,5-tri­carboxyl­ato)tris­(1-methyl­pyrrolidin-2-one)nitratodizinc(II)]

Two structurally different zinc(II) ions are present in the asymmetric unit of the title compound. The first exhibits a distorted tetra­hedral environment formed by the O atoms of the carboxyl­ate and nitrate anions, while the coordination environment of the second ion corresponds to a distorted octa­hedron formed by the O atoms of carboxyl­ate groups and the 1-methyl­pyrrolidin-2-one mol­ecules. The carboxyl­ate anions bind the binuclear zinc-containing building units into a three-dimensional polymeric coordination network.

Computing details

Data collection: CrysAlis PRO (Rigaku OD, 2021); cell refinement: CrysAlis PRO (Rigaku OD, 2021); data reduction: CrysAlis PRO (Rigaku OD, 2021); program(s) used to solve structure: SHELXT (Sheldrick, 2015a); program(s) used to refine structure: SHELXL2018/3 (Sheldrick, 2015b); molecular graphics: Mercury (Macrae et al., 2020); software used to prepare material for publication: publCIF (Westrip, 2010).

Poly[(µ₆-benzene-1,3,5-tricarboxylato)tris(1-methylpyrrolidin-2-one)nitratodizinc(II)]

Crystal data

[Zn2(C9H3O6)(NO3)(C5H9NO)3]	Dx = 1.612 Mg m^−3
Mr = 697.26	Mo Kα radiation, λ = 0.71073 Å
Orthorhombic, P212121	Cell parameters from 6077 reflections
a = 13.6870 (5) Å	θ = 2.0–25.9°
b = 13.7912 (5) Å	µ = 1.74 mm^−1
c = 15.2165 (5) Å	T = 160 K
V = 2872.26 (17) Å^3	Irregular, clear light colourless
Z = 4	0.2 × 0.2 × 0.15 mm
F(000) = 1432

Data collection

Rigaku Xcalibur Eos diffractometer	Rint = 0.046
ω scans	θmax = 29.2°, θmin = 2.0°
Absorption correction: multi-scan (CrysAlisPro; Rigaku OD, 2021)	h = −18→16
Tmin = 0.640, Tmax = 1.000	k = −18→17
18130 measured reflections	l = −20→20
6787 independent reflections	10 standard reflections every 50 reflections
5981 reflections with I > 2σ(I)	intensity decay: none

Refinement

Refinement on F^2	Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: full	H-atom parameters constrained
R[F^2 > 2σ(F^2)] = 0.050	w = 1/[σ^2(Fo^2) + (0.0475P)^2 + 3.9623P] where P = (Fo^2 + 2Fc^2)/3
wR(F^2) = 0.116	(Δ/σ)max = 0.001
S = 1.05	Δρmax = 0.95 e Å^−3
6787 reflections	Δρmin = −0.54 e Å^−3
494 parameters	Absolute structure: Flack x determined using 2151 quotients [(I^+)-(I^-)]/[(I^+)+(I^-)] (Parsons et al., 2013)
450 restraints	Absolute structure parameter: −0.003 (8)
Primary atom site location: dual

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.

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

	x	y	z	Uiso*/Ueq	Occ. (<1)
Zn1	0.26242 (5)	0.29446 (5)	0.72606 (4)	0.01560 (16)
Zn2	0.40511 (5)	0.45592 (5)	0.58535 (4)	0.02064 (17)
O1	0.1740 (3)	0.3102 (3)	0.6260 (3)	0.0202 (9)
O2	0.2533 (3)	0.4472 (3)	0.5943 (2)	0.0195 (8)
O3	0.3789 (3)	0.2222 (3)	0.6939 (3)	0.0229 (10)
O4	0.4112 (4)	0.3049 (3)	0.5705 (3)	0.0265 (10)
O5	0.2878 (3)	0.4076 (3)	0.8006 (3)	0.0224 (10)
O6	0.4200 (3)	0.4452 (3)	0.7215 (3)	0.0230 (9)
O10	0.2034 (5)	0.2190 (4)	0.8261 (4)	0.0608 (19)
O11	0.1951 (7)	0.1017 (5)	0.7347 (5)	0.084 (3)
O12	0.1699 (8)	0.0761 (6)	0.8725 (5)	0.112 (4)
N4	0.1905 (7)	0.1312 (6)	0.8116 (5)	0.062 (2)
C1	0.1926 (4)	0.3820 (4)	0.5767 (4)	0.0190 (12)
C2	0.1352 (4)	0.3889 (4)	0.4924 (4)	0.0176 (12)
C3	0.0599 (4)	0.3249 (4)	0.4747 (4)	0.0179 (12)
H3	0.043649	0.275756	0.515988	0.021*
C4	0.5076 (4)	0.1675 (4)	0.6039 (4)	0.0165 (12)
C5	0.4265 (5)	0.2377 (4)	0.6230 (4)	0.0205 (13)
C6	0.5313 (5)	0.0964 (4)	0.6640 (4)	0.0171 (12)
H6	0.495030	0.090692	0.716959	0.021*
C7	0.3908 (4)	0.5321 (4)	0.8529 (4)	0.0169 (11)
C8	0.3643 (4)	0.4570 (4)	0.7856 (4)	0.0170 (11)
C9	0.3407 (4)	0.5405 (5)	0.9312 (4)	0.0184 (12)
H9	0.288545	0.497058	0.943489	0.022*
O1_1	0.5572 (3)	0.4623 (4)	0.5680 (3)	0.0424 (11)
N1_1	0.7026 (4)	0.3919 (5)	0.5521 (4)	0.0431 (12)
C1_1	0.6253 (4)	0.4181 (6)	0.5950 (4)	0.0412 (11)
C2_1	0.6392 (6)	0.3816 (6)	0.6892 (5)	0.0461 (13)
H2A_1	0.654201	0.435940	0.729435	0.055*
H2B_1	0.579715	0.348012	0.710282	0.055*
C3_1	0.7251 (6)	0.3114 (6)	0.6835 (5)	0.0512 (14)
H3A_1	0.768756	0.318481	0.734951	0.061*
H3B_1	0.702041	0.243433	0.680296	0.061*
C4_1	0.7773 (5)	0.3402 (6)	0.5994 (5)	0.0495 (14)
H4A_1	0.834152	0.382416	0.611853	0.059*
H4B_1	0.799562	0.282478	0.566320	0.059*
C5_1	0.7180 (7)	0.4199 (6)	0.4606 (5)	0.0534 (19)
H5A_1	0.711556	0.362707	0.422809	0.080*
H5B_1	0.783634	0.447384	0.453918	0.080*
H5C_1	0.669223	0.468418	0.443581	0.080*
O1_2	0.3924 (5)	0.6022 (4)	0.6028 (4)	0.0565 (13)	0.380 (9)
N1_2	0.4149 (11)	0.7633 (8)	0.5886 (15)	0.053 (2)	0.380 (9)
C1_2	0.3711 (12)	0.6810 (6)	0.5781 (15)	0.054 (2)	0.380 (9)
C2_2	0.2660 (11)	0.6917 (10)	0.5452 (15)	0.056 (2)	0.380 (9)
H2A_2	0.259279	0.671717	0.483043	0.067*	0.380 (9)
H2B_2	0.219348	0.654664	0.581900	0.067*	0.380 (9)
C3_2	0.2532 (12)	0.8009 (11)	0.557 (2)	0.056 (3)	0.380 (9)
H3A_2	0.217745	0.828544	0.505664	0.068*	0.380 (9)
H3B_2	0.215575	0.815071	0.610591	0.068*	0.380 (9)
C4_2	0.3549 (11)	0.8443 (10)	0.5628 (16)	0.055 (3)	0.380 (9)
H4A_2	0.376135	0.870798	0.505447	0.066*	0.380 (9)
H4B_2	0.357235	0.896507	0.607397	0.066*	0.380 (9)
C5_2	0.5189 (10)	0.7729 (16)	0.6082 (16)	0.055 (4)	0.380 (9)
H5A_2	0.542991	0.712415	0.634061	0.082*	0.380 (9)
H5B_2	0.528650	0.826252	0.649858	0.082*	0.380 (9)
H5C_2	0.554762	0.786566	0.553860	0.082*	0.380 (9)
O1_3	0.3924 (5)	0.6022 (4)	0.6028 (4)	0.0565 (13)	0.620 (9)
N1_3	0.3812 (7)	0.7644 (5)	0.5717 (9)	0.0484 (18)	0.620 (9)
C1_3	0.4215 (7)	0.6820 (5)	0.5899 (10)	0.0483 (16)	0.620 (9)
C2_3	0.5316 (7)	0.7011 (8)	0.5935 (9)	0.0495 (19)	0.620 (9)
H2A_3	0.554507	0.706489	0.655009	0.059*	0.620 (9)
H2B_3	0.568354	0.648763	0.563745	0.059*	0.620 (9)
C3_3	0.5435 (8)	0.7973 (8)	0.5450 (9)	0.050 (2)	0.620 (9)
H3A_3	0.597135	0.836311	0.570650	0.060*	0.620 (9)
H3B_3	0.556772	0.786696	0.481775	0.060*	0.620 (9)
C4_3	0.4453 (8)	0.8460 (7)	0.5588 (10)	0.051 (2)	0.620 (9)
H4A_3	0.446195	0.888724	0.611045	0.061*	0.620 (9)
H4B_3	0.425907	0.884348	0.506638	0.061*	0.620 (9)
C5_3	0.2756 (7)	0.7744 (11)	0.5609 (14)	0.057 (3)	0.620 (9)
H5A_3	0.260915	0.792627	0.500046	0.085*	0.620 (9)
H5B_3	0.251232	0.824646	0.600758	0.085*	0.620 (9)
H5C_3	0.243831	0.712505	0.574555	0.085*	0.620 (9)
O1_4	0.3920 (4)	0.4595 (5)	0.4483 (3)	0.0542 (13)	0.638 (16)
N1_4	0.4320 (8)	0.4834 (9)	0.3054 (5)	0.0533 (19)	0.638 (16)
C1_4	0.4316 (15)	0.4996 (11)	0.3892 (6)	0.0509 (17)	0.638 (16)
C2_4	0.4914 (11)	0.5930 (9)	0.3965 (7)	0.057 (2)	0.638 (16)
H2A_4	0.447709	0.649208	0.406292	0.068*	0.638 (16)
H2B_4	0.537630	0.588669	0.446379	0.068*	0.638 (16)
C3_4	0.5470 (11)	0.6048 (11)	0.3102 (7)	0.059 (2)	0.638 (16)
H3A_4	0.546572	0.673201	0.290540	0.071*	0.638 (16)
H3B_4	0.615468	0.582740	0.316310	0.071*	0.638 (16)
C4_4	0.4909 (10)	0.5407 (11)	0.2467 (7)	0.058 (2)	0.638 (16)
H4A_4	0.449879	0.579727	0.206480	0.070*	0.638 (16)
H4B_4	0.535579	0.499515	0.211755	0.070*	0.638 (16)
C5_4	0.3807 (11)	0.3999 (11)	0.2686 (9)	0.061 (3)	0.638 (16)
H5A_4	0.362782	0.355207	0.315976	0.092*	0.638 (16)
H5B_4	0.423380	0.366555	0.226621	0.092*	0.638 (16)
H5C_4	0.321455	0.421919	0.238366	0.092*	0.638 (16)
O1_5	0.3920 (4)	0.4595 (5)	0.4483 (3)	0.0542 (13)	0.362 (16)
N1_5	0.4502 (17)	0.4618 (11)	0.3094 (8)	0.056 (2)	0.362 (16)
C1_5	0.429 (3)	0.4963 (13)	0.3862 (11)	0.054 (2)	0.362 (16)
C2_5	0.447 (2)	0.6058 (11)	0.3844 (11)	0.056 (2)	0.362 (16)
H2A_5	0.385287	0.642731	0.388133	0.068*	0.362 (16)
H2B_5	0.491293	0.626390	0.432474	0.068*	0.362 (16)
C3_5	0.4954 (18)	0.6173 (14)	0.2946 (10)	0.058 (3)	0.362 (16)
H3A_5	0.475497	0.679185	0.266967	0.069*	0.362 (16)
H3B_5	0.567448	0.616531	0.300346	0.069*	0.362 (16)
C4_5	0.4609 (19)	0.5319 (13)	0.2399 (10)	0.057 (3)	0.362 (16)
H4A_5	0.398036	0.545410	0.210086	0.069*	0.362 (16)
H4B_5	0.510248	0.511644	0.196053	0.069*	0.362 (16)
C5_5	0.430 (2)	0.3623 (13)	0.2822 (18)	0.065 (4)	0.362 (16)
H5A_5	0.395470	0.328276	0.329510	0.097*	0.362 (16)
H5B_5	0.491603	0.328925	0.269647	0.097*	0.362 (16)
H5C_5	0.389197	0.362877	0.229282	0.097*	0.362 (16)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn1	0.0167 (3)	0.0170 (3)	0.0130 (3)	0.0003 (3)	−0.0002 (3)	−0.0002 (3)
Zn2	0.0199 (4)	0.0211 (3)	0.0209 (3)	−0.0001 (3)	0.0031 (3)	0.0048 (3)
O1	0.024 (2)	0.017 (2)	0.0198 (19)	−0.0012 (18)	−0.0040 (17)	0.0037 (18)
O2	0.015 (2)	0.022 (2)	0.0212 (18)	0.0008 (18)	−0.0023 (17)	−0.0016 (17)
O3	0.024 (2)	0.025 (2)	0.0192 (19)	0.0088 (19)	0.0059 (17)	−0.0007 (18)
O4	0.040 (3)	0.023 (2)	0.0173 (19)	0.014 (2)	0.0014 (19)	0.0014 (18)
O5	0.025 (2)	0.022 (2)	0.021 (2)	−0.0057 (18)	−0.0002 (17)	−0.0064 (18)
O6	0.019 (2)	0.030 (2)	0.0200 (19)	0.0014 (19)	−0.0018 (17)	−0.0100 (19)
O10	0.090 (5)	0.044 (4)	0.048 (3)	−0.021 (4)	0.029 (3)	0.002 (3)
O11	0.134 (8)	0.069 (5)	0.049 (4)	−0.038 (5)	0.012 (4)	−0.007 (4)
O12	0.210 (12)	0.072 (5)	0.053 (4)	−0.071 (6)	0.008 (5)	0.025 (4)
N4	0.087 (7)	0.049 (5)	0.049 (4)	−0.032 (5)	0.005 (4)	0.011 (4)
C1	0.019 (3)	0.022 (3)	0.017 (3)	0.002 (2)	−0.002 (2)	0.003 (3)
C2	0.017 (3)	0.018 (3)	0.017 (3)	0.003 (2)	−0.002 (2)	0.000 (2)
C3	0.023 (3)	0.011 (3)	0.019 (3)	−0.001 (2)	0.003 (2)	0.001 (2)
C4	0.020 (3)	0.017 (3)	0.013 (3)	0.002 (2)	0.000 (2)	−0.001 (2)
C5	0.022 (3)	0.020 (3)	0.020 (3)	0.000 (2)	−0.003 (2)	−0.005 (2)
C6	0.021 (3)	0.017 (3)	0.013 (3)	0.001 (2)	0.002 (2)	−0.001 (2)
C7	0.018 (3)	0.011 (3)	0.022 (3)	−0.001 (2)	−0.001 (2)	0.000 (2)
C8	0.018 (3)	0.016 (3)	0.018 (3)	0.000 (2)	−0.002 (2)	0.001 (2)
C9	0.018 (3)	0.019 (3)	0.018 (3)	0.001 (3)	0.000 (2)	0.004 (3)
O1_1	0.024 (2)	0.054 (3)	0.050 (3)	−0.001 (2)	0.006 (2)	0.004 (2)
N1_1	0.030 (2)	0.047 (3)	0.052 (2)	0.001 (2)	0.005 (2)	−0.008 (2)
C1_1	0.026 (2)	0.050 (3)	0.048 (2)	0.001 (2)	0.0017 (19)	−0.006 (2)
C2_1	0.032 (3)	0.058 (3)	0.049 (3)	0.006 (3)	0.000 (2)	−0.005 (3)
C3_1	0.034 (3)	0.062 (3)	0.058 (3)	0.008 (3)	−0.001 (2)	−0.004 (3)
C4_1	0.031 (3)	0.055 (3)	0.062 (3)	0.006 (2)	0.003 (2)	−0.008 (3)
C5_1	0.057 (5)	0.049 (4)	0.055 (3)	0.000 (4)	0.019 (3)	−0.004 (3)
O1_2	0.080 (3)	0.030 (2)	0.059 (3)	−0.010 (2)	0.002 (3)	0.005 (2)
N1_2	0.080 (5)	0.030 (3)	0.049 (5)	−0.006 (4)	−0.003 (5)	0.002 (4)
C1_2	0.079 (4)	0.031 (3)	0.051 (4)	−0.006 (3)	0.000 (4)	0.001 (3)
C2_2	0.080 (5)	0.035 (4)	0.052 (5)	−0.005 (4)	−0.002 (5)	0.000 (4)
C3_2	0.081 (5)	0.036 (4)	0.052 (5)	−0.003 (4)	−0.004 (5)	0.001 (5)
C4_2	0.081 (6)	0.032 (4)	0.050 (5)	−0.003 (4)	−0.004 (5)	0.001 (4)
C5_2	0.084 (6)	0.032 (7)	0.049 (8)	−0.008 (5)	−0.012 (7)	0.004 (7)
O1_3	0.080 (3)	0.030 (2)	0.059 (3)	−0.010 (2)	0.002 (3)	0.005 (2)
N1_3	0.069 (4)	0.028 (3)	0.048 (4)	−0.004 (3)	0.005 (4)	0.000 (3)
C1_3	0.070 (4)	0.028 (2)	0.047 (3)	−0.005 (3)	0.003 (3)	0.002 (3)
C2_3	0.069 (4)	0.032 (3)	0.048 (4)	−0.005 (3)	−0.002 (4)	0.002 (3)
C3_3	0.068 (4)	0.032 (3)	0.050 (4)	−0.008 (3)	0.001 (4)	0.003 (4)
C4_3	0.071 (4)	0.030 (3)	0.051 (4)	−0.005 (3)	0.004 (4)	0.003 (3)
C5_3	0.067 (4)	0.042 (6)	0.061 (7)	0.001 (4)	0.008 (6)	0.002 (6)
O1_4	0.038 (3)	0.090 (3)	0.035 (2)	0.010 (3)	0.004 (2)	0.023 (2)
N1_4	0.035 (4)	0.088 (4)	0.037 (3)	0.016 (3)	0.007 (3)	0.023 (3)
C1_4	0.033 (3)	0.083 (4)	0.036 (3)	0.014 (3)	0.005 (3)	0.021 (3)
C2_4	0.040 (4)	0.084 (4)	0.046 (3)	0.012 (3)	0.007 (3)	0.022 (3)
C3_4	0.043 (4)	0.088 (5)	0.047 (4)	0.011 (3)	0.007 (3)	0.026 (4)
C4_4	0.040 (4)	0.092 (5)	0.042 (3)	0.014 (4)	0.009 (3)	0.025 (3)
C5_4	0.046 (6)	0.096 (7)	0.042 (5)	0.010 (5)	0.004 (5)	0.011 (5)
O1_5	0.038 (3)	0.090 (3)	0.035 (2)	0.010 (3)	0.004 (2)	0.023 (2)
N1_5	0.037 (5)	0.091 (5)	0.038 (4)	0.006 (5)	0.001 (4)	0.022 (4)
C1_5	0.035 (4)	0.089 (4)	0.037 (3)	0.008 (4)	0.000 (3)	0.023 (4)
C2_5	0.037 (5)	0.090 (5)	0.042 (4)	0.007 (5)	−0.004 (4)	0.023 (4)
C3_5	0.037 (6)	0.093 (5)	0.043 (4)	0.005 (5)	−0.004 (4)	0.026 (4)
C4_5	0.037 (5)	0.095 (6)	0.040 (4)	0.006 (5)	−0.001 (4)	0.024 (4)
C5_5	0.049 (9)	0.092 (6)	0.053 (7)	0.002 (8)	−0.001 (8)	0.015 (5)

Geometric parameters (Å, º)

Zn1—O1	1.956 (4)	C3_2—H3A_2	0.9900
Zn1—O3	1.943 (4)	C3_2—H3B_2	0.9900
Zn1—O5	1.960 (4)	C3_2—C4_2	1.518 (8)
Zn1—O10	2.013 (6)	C4_2—H4A_2	0.9900
Zn2—O2	2.086 (4)	C4_2—H4B_2	0.9900
Zn2—O4	2.097 (4)	C5_2—H5A_2	0.9800
Zn2—O6	2.086 (4)	C5_2—H5B_2	0.9800
Zn2—O1_1	2.100 (5)	C5_2—H5C_2	0.9800
Zn2—O1_2	2.042 (5)	O1_3—C1_3	1.186 (6)
Zn2—O1_3	2.042 (5)	N1_3—C1_3	1.294 (6)
Zn2—O1_4	2.094 (5)	N1_3—C4_3	1.440 (7)
Zn2—O1_5	2.094 (5)	N1_3—C5_3	1.461 (8)
O1—C1	1.268 (7)	C1_3—C2_3	1.531 (8)
O2—C1	1.253 (7)	C2_3—H2A_3	0.9900
O3—C5	1.278 (7)	C2_3—H2B_3	0.9900
O4—C5	1.241 (7)	C2_3—C3_3	1.526 (8)
O5—C8	1.269 (7)	C3_3—H3A_3	0.9900
O6—C8	1.250 (7)	C3_3—H3B_3	0.9900
O10—N4	1.244 (9)	C3_3—C4_3	1.518 (8)
O11—N4	1.239 (10)	C4_3—H4A_3	0.9900
O12—N4	1.232 (10)	C4_3—H4B_3	0.9900
C1—C2	1.507 (8)	C5_3—H5A_3	0.9800
C2—C3	1.384 (8)	C5_3—H5B_3	0.9800
C2—C9^i	1.388 (9)	C5_3—H5C_3	0.9800
C3—H3	0.9500	O1_4—C1_4	1.186 (6)
C3—C4^ii	1.397 (8)	N1_4—C1_4	1.294 (6)
C4—C5	1.501 (8)	N1_4—C4_4	1.440 (7)
C4—C6	1.380 (8)	N1_4—C5_4	1.461 (8)
C6—H6	0.9500	C1_4—C2_4	1.531 (8)
C6—C7^iii	1.410 (8)	C2_4—H2A_4	0.9900
C7—C8	1.501 (8)	C2_4—H2B_4	0.9900
C7—C9	1.381 (8)	C2_4—C3_4	1.526 (8)
C9—H9	0.9500	C3_4—H3A_4	0.9900
O1_1—C1_1	1.187 (5)	C3_4—H3B_4	0.9900
N1_1—C1_1	1.295 (6)	C3_4—C4_4	1.518 (8)
N1_1—C4_1	1.440 (7)	C4_4—H4A_4	0.9900
N1_1—C5_1	1.460 (8)	C4_4—H4B_4	0.9900
C1_1—C2_1	1.531 (8)	C5_4—H5A_4	0.9800
C2_1—H2A_1	0.9900	C5_4—H5B_4	0.9800
C2_1—H2B_1	0.9900	C5_4—H5C_4	0.9800
C2_1—C3_1	1.526 (8)	O1_5—C1_5	1.186 (6)
C3_1—H3A_1	0.9900	N1_5—C1_5	1.294 (6)
C3_1—H3B_1	0.9900	N1_5—C4_5	1.440 (7)
C3_1—C4_1	1.518 (8)	N1_5—C5_5	1.461 (8)
C4_1—H4A_1	0.9900	C1_5—C2_5	1.531 (8)
C4_1—H4B_1	0.9900	C2_5—H2A_5	0.9900
C5_1—H5A_1	0.9800	C2_5—H2B_5	0.9900
C5_1—H5B_1	0.9800	C2_5—C3_5	1.526 (8)
C5_1—H5C_1	0.9800	C3_5—H3A_5	0.9900
O1_2—C1_2	1.186 (6)	C3_5—H3B_5	0.9900
N1_2—C1_2	1.294 (6)	C3_5—C4_5	1.518 (8)
N1_2—C4_2	1.440 (7)	C4_5—H4A_5	0.9900
N1_2—C5_2	1.460 (8)	C4_5—H4B_5	0.9900
C1_2—C2_2	1.531 (8)	C5_5—H5A_5	0.9800
C2_2—H2A_2	0.9900	C5_5—H5B_5	0.9800
C2_2—H2B_2	0.9900	C5_5—H5C_5	0.9800
C2_2—C3_2	1.526 (8)
O1—Zn1—O5	118.14 (18)	C2_2—C3_2—H3A_2	110.3
O1—Zn1—O10	113.4 (3)	C2_2—C3_2—H3B_2	110.3
O3—Zn1—O1	111.59 (18)	H3A_2—C3_2—H3B_2	108.6
O3—Zn1—O5	114.10 (19)	C4_2—C3_2—C2_2	106.9 (12)
O3—Zn1—O10	104.8 (2)	C4_2—C3_2—H3A_2	110.3
O5—Zn1—O10	92.6 (2)	C4_2—C3_2—H3B_2	110.3
O2—Zn2—O4	89.36 (18)	N1_2—C4_2—C3_2	103.6 (12)
O2—Zn2—O6	91.63 (15)	N1_2—C4_2—H4A_2	111.0
O2—Zn2—O1_1	176.43 (18)	N1_2—C4_2—H4B_2	111.0
O2—Zn2—O1_4	88.92 (19)	C3_2—C4_2—H4A_2	111.0
O2—Zn2—O1_5	88.92 (19)	C3_2—C4_2—H4B_2	111.0
O4—Zn2—O1_1	89.4 (2)	H4A_2—C4_2—H4B_2	109.0
O6—Zn2—O4	91.85 (16)	N1_2—C5_2—H5A_2	109.5
O6—Zn2—O1_1	91.76 (18)	N1_2—C5_2—H5B_2	109.5
O6—Zn2—O1_4	177.2 (2)	N1_2—C5_2—H5C_2	109.5
O6—Zn2—O1_5	177.2 (2)	H5A_2—C5_2—H5B_2	109.5
O1_2—Zn2—O2	87.9 (2)	H5A_2—C5_2—H5C_2	109.5
O1_2—Zn2—O4	177.1 (2)	H5B_2—C5_2—H5C_2	109.5
O1_2—Zn2—O6	87.1 (2)	C1_3—O1_3—Zn2	150.1 (8)
O1_2—Zn2—O1_1	93.4 (3)	C1_3—N1_3—C4_3	117.1 (8)
O1_2—Zn2—O1_4	95.7 (3)	C1_3—N1_3—C5_3	121.9 (10)
O1_3—Zn2—O2	87.9 (2)	C4_3—N1_3—C5_3	121.0 (9)
O1_3—Zn2—O4	177.1 (2)	O1_3—C1_3—N1_3	135.0 (10)
O1_3—Zn2—O6	87.1 (2)	O1_3—C1_3—C2_3	119.0 (9)
O1_3—Zn2—O1_1	93.4 (3)	N1_3—C1_3—C2_3	106.0 (7)
O1_3—Zn2—O1_5	95.7 (3)	C1_3—C2_3—H2A_3	111.0
O1_4—Zn2—O4	85.4 (2)	C1_3—C2_3—H2B_3	111.0
O1_4—Zn2—O1_1	87.6 (2)	H2A_3—C2_3—H2B_3	109.0
O1_5—Zn2—O4	85.4 (2)	C3_3—C2_3—C1_3	103.8 (8)
O1_5—Zn2—O1_1	87.6 (2)	C3_3—C2_3—H2A_3	111.0
C1—O1—Zn1	115.0 (4)	C3_3—C2_3—H2B_3	111.0
C1—O2—Zn2	133.4 (4)	C2_3—C3_3—H3A_3	111.2
C5—O3—Zn1	123.1 (4)	C2_3—C3_3—H3B_3	111.2
C5—O4—Zn2	132.8 (4)	H3A_3—C3_3—H3B_3	109.1
C8—O5—Zn1	118.0 (4)	C4_3—C3_3—C2_3	102.9 (9)
C8—O6—Zn2	135.0 (4)	C4_3—C3_3—H3A_3	111.2
N4—O10—Zn1	115.2 (5)	C4_3—C3_3—H3B_3	111.2
O11—N4—O10	118.7 (7)	N1_3—C4_3—C3_3	102.3 (8)
O12—N4—O10	120.0 (8)	N1_3—C4_3—H4A_3	111.3
O12—N4—O11	121.3 (8)	N1_3—C4_3—H4B_3	111.3
O1—C1—C2	116.6 (5)	C3_3—C4_3—H4A_3	111.3
O2—C1—O1	124.5 (5)	C3_3—C4_3—H4B_3	111.3
O2—C1—C2	118.9 (5)	H4A_3—C4_3—H4B_3	109.2
C3—C2—C1	121.0 (5)	N1_3—C5_3—H5A_3	109.5
C3—C2—C9^i	119.6 (5)	N1_3—C5_3—H5B_3	109.5
C9^i—C2—C1	119.4 (5)	N1_3—C5_3—H5C_3	109.5
C2—C3—H3	120.0	H5A_3—C5_3—H5B_3	109.5
C2—C3—C4^ii	120.0 (5)	H5A_3—C5_3—H5C_3	109.5
C4^ii—C3—H3	120.0	H5B_3—C5_3—H5C_3	109.5
C3^iv—C4—C5	119.7 (5)	C1_4—O1_4—Zn2	136.6 (8)
C6—C4—C3^iv	120.0 (5)	C1_4—N1_4—C4_4	121.2 (9)
C6—C4—C5	120.2 (5)	C1_4—N1_4—C5_4	120.8 (10)
O3—C5—C4	115.7 (5)	C4_4—N1_4—C5_4	117.6 (9)
O4—C5—O3	125.5 (6)	O1_4—C1_4—N1_4	132.0 (11)
O4—C5—C4	118.8 (5)	O1_4—C1_4—C2_4	125.5 (9)
C4—C6—H6	119.9	N1_4—C1_4—C2_4	102.4 (7)
C4—C6—C7^iii	120.3 (5)	C1_4—C2_4—H2A_4	110.3
C7^iii—C6—H6	119.9	C1_4—C2_4—H2B_4	110.3
C6^v—C7—C8	119.5 (5)	H2A_4—C2_4—H2B_4	108.6
C9—C7—C6^v	118.7 (5)	C3_4—C2_4—C1_4	107.1 (8)
C9—C7—C8	121.7 (5)	C3_4—C2_4—H2A_4	110.3
O5—C8—C7	116.6 (5)	C3_4—C2_4—H2B_4	110.3
O6—C8—O5	125.0 (5)	C2_4—C3_4—H3A_4	111.1
O6—C8—C7	118.4 (5)	C2_4—C3_4—H3B_4	111.1
C2^vi—C9—H9	119.3	H3A_4—C3_4—H3B_4	109.0
C7—C9—C2^vi	121.3 (6)	C4_4—C3_4—C2_4	103.5 (9)
C7—C9—H9	119.3	C4_4—C3_4—H3A_4	111.1
C1_1—O1_1—Zn2	135.5 (5)	C4_4—C3_4—H3B_4	111.1
C1_1—N1_1—C4_1	117.8 (6)	N1_4—C4_4—C3_4	102.0 (8)
C1_1—N1_1—C5_1	121.7 (7)	N1_4—C4_4—H4A_4	111.4
C4_1—N1_1—C5_1	120.3 (6)	N1_4—C4_4—H4B_4	111.4
O1_1—C1_1—N1_1	127.6 (7)	C3_4—C4_4—H4A_4	111.4
O1_1—C1_1—C2_1	126.2 (6)	C3_4—C4_4—H4B_4	111.4
N1_1—C1_1—C2_1	106.2 (6)	H4A_4—C4_4—H4B_4	109.2
C1_1—C2_1—H2A_1	110.8	N1_4—C5_4—H5A_4	109.5
C1_1—C2_1—H2B_1	110.8	N1_4—C5_4—H5B_4	109.5
H2A_1—C2_1—H2B_1	108.9	N1_4—C5_4—H5C_4	109.5
C3_1—C2_1—C1_1	104.6 (6)	H5A_4—C5_4—H5B_4	109.5
C3_1—C2_1—H2A_1	110.8	H5A_4—C5_4—H5C_4	109.5
C3_1—C2_1—H2B_1	110.8	H5B_4—C5_4—H5C_4	109.5
C2_1—C3_1—H3A_1	110.9	C1_5—O1_5—Zn2	140.0 (15)
C2_1—C3_1—H3B_1	110.9	C1_5—N1_5—C4_5	116.1 (14)
H3A_1—C3_1—H3B_1	108.9	C1_5—N1_5—C5_5	124.0 (16)
C4_1—C3_1—C2_1	104.1 (6)	C4_5—N1_5—C5_5	116.2 (14)
C4_1—C3_1—H3A_1	110.9	O1_5—C1_5—N1_5	131.1 (14)
C4_1—C3_1—H3B_1	110.9	O1_5—C1_5—C2_5	120.4 (13)
N1_1—C4_1—C3_1	102.5 (6)	N1_5—C1_5—C2_5	108.1 (10)
N1_1—C4_1—H4A_1	111.3	C1_5—C2_5—H2A_5	111.6
N1_1—C4_1—H4B_1	111.3	C1_5—C2_5—H2B_5	111.6
C3_1—C4_1—H4A_1	111.3	H2A_5—C2_5—H2B_5	109.4
C3_1—C4_1—H4B_1	111.3	C3_5—C2_5—C1_5	100.9 (10)
H4A_1—C4_1—H4B_1	109.2	C3_5—C2_5—H2A_5	111.6
N1_1—C5_1—H5A_1	109.5	C3_5—C2_5—H2B_5	111.6
N1_1—C5_1—H5B_1	109.5	C2_5—C3_5—H3A_5	110.5
N1_1—C5_1—H5C_1	109.5	C2_5—C3_5—H3B_5	110.5
H5A_1—C5_1—H5B_1	109.5	H3A_5—C3_5—H3B_5	108.7
H5A_1—C5_1—H5C_1	109.5	C4_5—C3_5—C2_5	106.0 (13)
H5B_1—C5_1—H5C_1	109.5	C4_5—C3_5—H3A_5	110.5
C1_2—O1_2—Zn2	152.2 (11)	C4_5—C3_5—H3B_5	110.5
C1_2—N1_2—C4_2	112.5 (11)	N1_5—C4_5—C3_5	98.6 (12)
C1_2—N1_2—C5_2	123.8 (14)	N1_5—C4_5—H4A_5	112.1
C4_2—N1_2—C5_2	122.8 (13)	N1_5—C4_5—H4B_5	112.1
O1_2—C1_2—N1_2	130.6 (13)	C3_5—C4_5—H4A_5	112.1
O1_2—C1_2—C2_2	115.1 (11)	C3_5—C4_5—H4B_5	112.1
N1_2—C1_2—C2_2	113.0 (9)	H4A_5—C4_5—H4B_5	109.7
C1_2—C2_2—H2A_2	111.9	N1_5—C5_5—H5A_5	109.5
C1_2—C2_2—H2B_2	111.9	N1_5—C5_5—H5B_5	109.5
H2A_2—C2_2—H2B_2	109.6	N1_5—C5_5—H5C_5	109.5
C3_2—C2_2—C1_2	99.6 (10)	H5A_5—C5_5—H5B_5	109.5
C3_2—C2_2—H2A_2	111.9	H5A_5—C5_5—H5C_5	109.5
C3_2—C2_2—H2B_2	111.9	H5B_5—C5_5—H5C_5	109.5
Zn1—O1—C1—O2	−9.5 (8)	C2_1—C3_1—C4_1—N1_1	−20.5 (9)
Zn1—O1—C1—C2	171.9 (4)	C4_1—N1_1—C1_1—O1_1	178.6 (8)
Zn1—O3—C5—O4	7.1 (9)	C4_1—N1_1—C1_1—C2_1	−0.7 (10)
Zn1—O3—C5—C4	−173.2 (4)	C5_1—N1_1—C1_1—O1_1	3.4 (14)
Zn1—O5—C8—O6	7.6 (8)	C5_1—N1_1—C1_1—C2_1	−176.0 (8)
Zn1—O5—C8—C7	−169.7 (4)	C5_1—N1_1—C4_1—C3_1	−170.6 (7)
Zn1—O10—N4—O11	−14.6 (13)	O1_2—C1_2—C2_2—C3_2	158 (2)
Zn1—O10—N4—O12	168.2 (9)	N1_2—C1_2—C2_2—C3_2	−11 (3)
Zn2—O2—C1—O1	79.8 (8)	C1_2—N1_2—C4_2—C3_2	15 (3)
Zn2—O2—C1—C2	−101.7 (6)	C1_2—C2_2—C3_2—C4_2	19 (3)
Zn2—O4—C5—O3	55.3 (9)	C2_2—C3_2—C4_2—N1_2	−21 (3)
Zn2—O4—C5—C4	−124.4 (5)	C4_2—N1_2—C1_2—O1_2	−169 (2)
Zn2—O6—C8—O5	62.3 (9)	C4_2—N1_2—C1_2—C2_2	−3 (3)
Zn2—O6—C8—C7	−120.5 (5)	C5_2—N1_2—C1_2—O1_2	22 (5)
Zn2—O1_1—C1_1—N1_1	140.1 (7)	C5_2—N1_2—C1_2—C2_2	−172 (2)
Zn2—O1_1—C1_1—C2_1	−40.6 (13)	C5_2—N1_2—C4_2—C3_2	−176 (2)
Zn2—O1_2—C1_2—N1_2	−139 (2)	O1_3—C1_3—C2_3—C3_3	161.6 (13)
Zn2—O1_2—C1_2—C2_2	55 (4)	N1_3—C1_3—C2_3—C3_3	−18.1 (16)
Zn2—O1_3—C1_3—N1_3	138.3 (15)	C1_3—N1_3—C4_3—C3_3	16.4 (18)
Zn2—O1_3—C1_3—C2_3	−41 (3)	C1_3—C2_3—C3_3—C4_3	26.9 (14)
Zn2—O1_4—C1_4—N1_4	163.9 (16)	C2_3—C3_3—C4_3—N1_3	−25.8 (14)
Zn2—O1_4—C1_4—C2_4	−21 (3)	C4_3—N1_3—C1_3—O1_3	−178.5 (17)
Zn2—O1_5—C1_5—N1_5	139 (3)	C4_3—N1_3—C1_3—C2_3	1.1 (18)
Zn2—O1_5—C1_5—C2_5	−50 (5)	C5_3—N1_3—C1_3—O1_3	−1 (3)
O1—C1—C2—C3	5.9 (8)	C5_3—N1_3—C1_3—C2_3	178.6 (15)
O1—C1—C2—C9^i	−173.0 (5)	C5_3—N1_3—C4_3—C3_3	−161.1 (15)
O2—C1—C2—C3	−172.7 (5)	O1_4—C1_4—C2_4—C3_4	167.2 (19)
O2—C1—C2—C9^i	8.4 (9)	N1_4—C1_4—C2_4—C3_4	−17 (2)
C1—C2—C3—C4^ii	−179.9 (5)	C1_4—N1_4—C4_4—C3_4	5 (2)
C3^iv—C4—C5—O3	176.1 (5)	C1_4—C2_4—C3_4—C4_4	19.6 (17)
C3^iv—C4—C5—O4	−4.1 (9)	C2_4—C3_4—C4_4—N1_4	−14.7 (15)
C3^iv—C4—C6—C7^iii	1.0 (9)	C4_4—N1_4—C1_4—O1_4	−177 (2)
C5—C4—C6—C7^iii	−178.3 (5)	C4_4—N1_4—C1_4—C2_4	7 (2)
C6—C4—C5—O3	−4.5 (8)	C5_4—N1_4—C1_4—O1_4	−3 (4)
C6—C4—C5—O4	175.2 (6)	C5_4—N1_4—C1_4—C2_4	−179.1 (13)
C6^v—C7—C8—O5	−173.3 (5)	C5_4—N1_4—C4_4—C3_4	−168.8 (12)
C6^v—C7—C8—O6	9.2 (8)	O1_5—C1_5—C2_5—C3_5	179 (3)
C6^v—C7—C9—C2^vi	0.7 (9)	N1_5—C1_5—C2_5—C3_5	−8 (3)
C8—C7—C9—C2^vi	−179.1 (5)	C1_5—N1_5—C4_5—C3_5	29 (3)
C9^i—C2—C3—C4^ii	−1.0 (9)	C1_5—C2_5—C3_5—C4_5	25 (3)
C9—C7—C8—O5	6.5 (8)	C2_5—C3_5—C4_5—N1_5	−31 (2)
C9—C7—C8—O6	−171.0 (5)	C4_5—N1_5—C1_5—O1_5	158 (4)
O1_1—C1_1—C2_1—C3_1	167.6 (8)	C4_5—N1_5—C1_5—C2_5	−14 (4)
N1_1—C1_1—C2_1—C3_1	−13.0 (9)	C5_5—N1_5—C1_5—O1_5	0 (6)
C1_1—N1_1—C4_1—C3_1	14.1 (10)	C5_5—N1_5—C1_5—C2_5	−172 (2)
C1_1—C2_1—C3_1—C4_1	20.7 (9)	C5_5—N1_5—C4_5—C3_5	−172 (2)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C2_1—H2B_1···O6	0.99	2.57	3.163 (8)	119
C5_1—H5A_1···O1^iv	0.98	2.55	3.488 (10)	160
C5_1—H5A_1···O11^iv	0.98	2.46	3.003 (11)	115
C4_2—H4A_2···O12^i	0.99	2.24	3.12 (2)	147
C5_2—H5B_2···O6^v	0.98	2.65	3.61 (2)	168
C2_3—H2A_3···O3^v	0.99	2.48	3.472 (14)	177
C2_3—H2B_3···O1_1	0.99	2.58	3.335 (13)	133
C4_3—H4B_3···O12^i	0.99	2.49	3.417 (17)	156
C2_4—H2B_4···O1_1	0.99	2.56	3.297 (15)	132
C4_4—H4A_4···O1^i	0.99	2.58	3.564 (16)	170
C4_4—H4B_4···O12^iv	0.99	2.47	3.448 (17)	169
C2_5—H2A_5···O10^i	0.99	2.45	3.30 (2)	143
C4_5—H4A_5···O1^i	0.99	2.56	3.34 (2)	135

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

Selected bond lengths (Å).

Zn1—O1	1.956 (4)	Zn2—O2	2.086 (4)
Zn1—O3i	1.943 (4)	Zn2—O4i	2.097 (4)
Zn1—O5ii	1.960 (4)	Zn2—O6ii	2.086 (4)
Zn1—O10	2.013 (6)	Zn2—O1_1	2.100 (5)
		Zn2—O1_3	2.042 (5)
		Zn2—O1_4	2.094 (5)

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