Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270113027212/ov3038sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108270113027212/ov3038Isup2.hkl |
CCDC reference: 964546
Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT (Bruker, 2002); program(s) used to solve structure: SHELXS2013 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2013 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012); software used to prepare material for publication: WinGX (Farrugia, 2012).
[Zn2(C13H10ClN2O)2(C2H3O2)2]·CHCl3 | Z = 2 |
Mr = 859.55 | F(000) = 868 |
Triclinic, P1 | Dx = 1.684 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 9.3167 (3) Å | Cell parameters from 7509 reflections |
b = 10.1345 (3) Å | θ = 2.4–27.8° |
c = 19.4988 (6) Å | µ = 1.86 mm−1 |
α = 88.344 (1)° | T = 173 K |
β = 88.179 (1)° | Block, yellow |
γ = 67.092 (5)° | 0.11 × 0.09 × 0.08 mm |
V = 1694.75 (11) Å3 |
Bruker SMART CCD area-detector diffractometer | 6461 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.042 |
φ and ω scans | θmax = 28.3°, θmin = 2.1° |
Absorption correction: multi-scan (SADABS; Bruker, 2002) | h = −12→12 |
Tmin = 0.81, Tmax = 0.858 | k = −13→13 |
33219 measured reflections | l = −25→25 |
8444 independent reflections |
Refinement on F2 | 0 restraints |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.033 | H-atom parameters constrained |
wR(F2) = 0.075 | w = 1/[σ2(Fo2) + (0.0285P)2 + 0.6869P] where P = (Fo2 + 2Fc2)/3 |
S = 1.02 | (Δ/σ)max = 0.002 |
8444 reflections | Δρmax = 0.57 e Å−3 |
435 parameters | Δρmin = −0.52 e Å−3 |
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. |
x | y | z | Uiso*/Ueq | ||
Zn1 | 0.12351 (3) | −0.00600 (3) | 0.73243 (2) | 0.02239 (7) | |
N1 | 0.0622 (2) | 0.20735 (19) | 0.68922 (9) | 0.0228 (4) | |
C2 | −0.0514 (3) | 0.2715 (2) | 0.64376 (11) | 0.0276 (5) | |
H2 | −0.1136 | 0.2238 | 0.6311 | 0.033* | |
C3 | −0.0787 (3) | 0.4043 (2) | 0.61552 (12) | 0.0294 (5) | |
H3 | −0.1573 | 0.445 | 0.5839 | 0.035* | |
C4 | 0.0122 (3) | 0.4775 (3) | 0.63459 (12) | 0.0291 (5) | |
H4 | −0.0046 | 0.568 | 0.6163 | 0.035* | |
C5 | 0.1278 (3) | 0.4127 (2) | 0.68135 (11) | 0.0278 (5) | |
H5 | 0.1903 | 0.4591 | 0.6952 | 0.033* | |
C6 | 0.1500 (2) | 0.2778 (2) | 0.70744 (11) | 0.0231 (4) | |
C7 | 0.2759 (3) | 0.2038 (2) | 0.75827 (12) | 0.0296 (5) | |
H7A | 0.3757 | 0.196 | 0.7385 | 0.036* | |
H7B | 0.2563 | 0.2611 | 0.7991 | 0.036* | |
N8 | 0.2829 (2) | 0.06100 (19) | 0.77723 (9) | 0.0247 (4) | |
C9 | 0.3633 (2) | 0.0006 (2) | 0.83020 (11) | 0.0268 (5) | |
H9 | 0.4077 | 0.0539 | 0.8532 | 0.032* | |
C10 | 0.3919 (2) | −0.1401 (2) | 0.85753 (11) | 0.0252 (5) | |
C11 | 0.3293 (2) | −0.2333 (2) | 0.82810 (11) | 0.0243 (5) | |
C12 | 0.3836 (2) | −0.3736 (2) | 0.85734 (12) | 0.0278 (5) | |
C13 | 0.4820 (3) | −0.4175 (3) | 0.91201 (12) | 0.0320 (5) | |
H13 | 0.5128 | −0.5107 | 0.9292 | 0.038* | |
C14 | 0.5353 (3) | −0.3216 (3) | 0.94154 (13) | 0.0370 (6) | |
H14 | 0.5993 | −0.3491 | 0.9794 | 0.044* | |
C15 | 0.4918 (3) | −0.1870 (3) | 0.91384 (12) | 0.0339 (6) | |
H15 | 0.5294 | −0.1238 | 0.9327 | 0.041* | |
O16 | 0.23312 (17) | −0.19773 (16) | 0.77802 (8) | 0.0306 (4) | |
Cl17 | 0.32355 (8) | −0.49756 (6) | 0.82101 (4) | 0.04292 (17) | |
O18 | 0.14669 (18) | −0.08622 (17) | 0.63698 (8) | 0.0307 (4) | |
C19 | 0.0722 (3) | −0.1353 (2) | 0.60040 (11) | 0.0252 (5) | |
O20 | −0.05985 (18) | −0.13743 (18) | 0.61439 (8) | 0.0314 (4) | |
C21 | 0.1470 (3) | −0.1967 (3) | 0.53258 (13) | 0.0438 (7) | |
H21A | 0.0886 | −0.2451 | 0.5125 | 0.066* | |
H21B | 0.2519 | −0.2634 | 0.5397 | 0.066* | |
H21C | 0.148 | −0.1206 | 0.5023 | 0.066* | |
O22 | −0.10557 (16) | 0.02143 (15) | 0.75060 (7) | 0.0217 (3) | |
C23 | −0.1521 (2) | 0.1061 (2) | 0.80257 (11) | 0.0238 (5) | |
O24 | −0.06025 (19) | 0.14191 (18) | 0.83339 (8) | 0.0337 (4) | |
C25 | −0.3211 (3) | 0.1581 (3) | 0.82280 (14) | 0.0437 (7) | |
H25A | −0.3502 | 0.0776 | 0.8301 | 0.066* | |
H25B | −0.3825 | 0.2188 | 0.7869 | 0.066* | |
H25C | −0.3391 | 0.2112 | 0.8644 | 0.066* | |
Zn2 | −0.22632 (3) | −0.05543 (3) | 0.68600 (2) | 0.02211 (7) | |
N26 | −0.1962 (2) | −0.23525 (19) | 0.75259 (9) | 0.0254 (4) | |
C27 | −0.0938 (3) | −0.2822 (2) | 0.80403 (12) | 0.0316 (5) | |
H27 | −0.0342 | −0.2302 | 0.8141 | 0.038* | |
C28 | −0.0745 (3) | −0.4034 (3) | 0.84194 (13) | 0.0357 (6) | |
H28 | −0.0045 | −0.4317 | 0.8777 | 0.043* | |
C29 | −0.1598 (3) | −0.4839 (3) | 0.82664 (13) | 0.0354 (6) | |
H29 | −0.1469 | −0.5675 | 0.8513 | 0.043* | |
C30 | −0.2644 (3) | −0.4370 (2) | 0.77396 (12) | 0.0310 (5) | |
H30 | −0.323 | −0.489 | 0.7624 | 0.037* | |
C31 | −0.2809 (2) | −0.3120 (2) | 0.73864 (11) | 0.0245 (5) | |
C32 | −0.3930 (3) | −0.2580 (2) | 0.68012 (12) | 0.0286 (5) | |
H32A | −0.358 | −0.325 | 0.6427 | 0.034* | |
H32B | −0.4954 | −0.2521 | 0.6954 | 0.034* | |
N33 | −0.4032 (2) | −0.11798 (19) | 0.65592 (9) | 0.0241 (4) | |
C34 | −0.5139 (2) | −0.0489 (2) | 0.61506 (11) | 0.0260 (5) | |
H34 | −0.5781 | −0.0943 | 0.6021 | 0.031* | |
C35 | −0.5471 (2) | 0.0929 (2) | 0.58758 (11) | 0.0236 (5) | |
C36 | −0.6663 (3) | 0.1453 (3) | 0.53886 (12) | 0.0300 (5) | |
H36 | −0.715 | 0.0861 | 0.5253 | 0.036* | |
C37 | −0.7121 (3) | 0.2803 (3) | 0.51113 (12) | 0.0342 (6) | |
H37 | −0.7867 | 0.3108 | 0.4773 | 0.041* | |
C38 | −0.6452 (3) | 0.3714 (3) | 0.53440 (12) | 0.0327 (5) | |
H38 | −0.6774 | 0.4647 | 0.5171 | 0.039* | |
C39 | −0.5315 (3) | 0.3236 (2) | 0.58299 (12) | 0.0274 (5) | |
C40 | −0.4715 (2) | 0.1818 (2) | 0.61046 (11) | 0.0242 (5) | |
O41 | −0.35985 (17) | 0.14223 (16) | 0.65452 (8) | 0.0297 (4) | |
Cl42 | −0.46209 (7) | 0.44486 (7) | 0.61578 (4) | 0.04275 (16) | |
C43 | 0.0534 (3) | 0.1866 (3) | 0.97360 (12) | 0.0351 (6) | |
H43 | 0.0363 | 0.1409 | 0.9328 | 0.042* | |
Cl44 | 0.15883 (9) | 0.29191 (8) | 0.94888 (4) | 0.05178 (19) | |
Cl45 | −0.12729 (9) | 0.29218 (10) | 1.00975 (5) | 0.0640 (2) | |
Cl46 | 0.16266 (10) | 0.05223 (9) | 1.03176 (4) | 0.0635 (2) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Zn1 | 0.01941 (12) | 0.02432 (14) | 0.02604 (14) | −0.01093 (10) | −0.00397 (10) | −0.00252 (10) |
N1 | 0.0234 (9) | 0.0252 (10) | 0.0224 (9) | −0.0121 (8) | −0.0013 (7) | −0.0031 (8) |
C2 | 0.0265 (11) | 0.0301 (12) | 0.0298 (12) | −0.0146 (10) | −0.0048 (9) | −0.0013 (10) |
C3 | 0.0286 (12) | 0.0303 (12) | 0.0291 (12) | −0.0110 (10) | −0.0054 (10) | 0.0005 (10) |
C4 | 0.0338 (12) | 0.0283 (12) | 0.0277 (12) | −0.0148 (10) | 0.0011 (10) | 0.0013 (10) |
C5 | 0.0316 (12) | 0.0305 (12) | 0.0284 (12) | −0.0196 (10) | −0.0012 (10) | −0.0026 (10) |
C6 | 0.0233 (10) | 0.0293 (12) | 0.0207 (11) | −0.0146 (9) | 0.0028 (8) | −0.0044 (9) |
C7 | 0.0350 (12) | 0.0343 (13) | 0.0292 (12) | −0.0238 (11) | −0.0074 (10) | 0.0036 (10) |
N8 | 0.0233 (9) | 0.0264 (10) | 0.0278 (10) | −0.0132 (8) | −0.0031 (8) | −0.0018 (8) |
C9 | 0.0235 (11) | 0.0316 (12) | 0.0295 (12) | −0.0149 (9) | −0.0009 (9) | −0.0054 (10) |
C10 | 0.0212 (10) | 0.0300 (12) | 0.0266 (12) | −0.0120 (9) | −0.0018 (9) | −0.0029 (9) |
C11 | 0.0183 (10) | 0.0263 (11) | 0.0281 (12) | −0.0082 (9) | −0.0006 (8) | −0.0046 (9) |
C12 | 0.0220 (11) | 0.0275 (12) | 0.0355 (13) | −0.0111 (9) | −0.0011 (9) | −0.0037 (10) |
C13 | 0.0300 (12) | 0.0306 (13) | 0.0347 (13) | −0.0112 (10) | −0.0032 (10) | 0.0043 (11) |
C14 | 0.0379 (14) | 0.0424 (15) | 0.0327 (14) | −0.0173 (12) | −0.0132 (11) | 0.0051 (12) |
C15 | 0.0353 (13) | 0.0393 (14) | 0.0327 (13) | −0.0199 (11) | −0.0088 (11) | −0.0015 (11) |
O16 | 0.0279 (8) | 0.0249 (8) | 0.0400 (9) | −0.0102 (7) | −0.0143 (7) | −0.0006 (7) |
Cl17 | 0.0443 (4) | 0.0253 (3) | 0.0606 (4) | −0.0137 (3) | −0.0202 (3) | −0.0006 (3) |
O18 | 0.0299 (8) | 0.0374 (9) | 0.0300 (9) | −0.0183 (7) | 0.0015 (7) | −0.0103 (7) |
C19 | 0.0295 (11) | 0.0222 (11) | 0.0253 (11) | −0.0114 (9) | −0.0024 (9) | −0.0008 (9) |
O20 | 0.0278 (8) | 0.0404 (10) | 0.0325 (9) | −0.0199 (7) | 0.0041 (7) | −0.0110 (8) |
C21 | 0.0444 (15) | 0.0579 (18) | 0.0369 (15) | −0.0279 (14) | 0.0101 (12) | −0.0208 (13) |
O22 | 0.0212 (7) | 0.0220 (8) | 0.0245 (8) | −0.0109 (6) | −0.0012 (6) | −0.0030 (6) |
C23 | 0.0248 (11) | 0.0227 (11) | 0.0241 (11) | −0.0096 (9) | −0.0033 (9) | 0.0034 (9) |
O24 | 0.0372 (9) | 0.0456 (10) | 0.0264 (9) | −0.0242 (8) | −0.0029 (7) | −0.0069 (8) |
C25 | 0.0239 (12) | 0.0594 (18) | 0.0413 (15) | −0.0085 (12) | 0.0036 (11) | −0.0149 (13) |
Zn2 | 0.02110 (12) | 0.02209 (13) | 0.02625 (14) | −0.01157 (10) | −0.00336 (10) | −0.00028 (10) |
N26 | 0.0278 (10) | 0.0229 (10) | 0.0288 (10) | −0.0135 (8) | −0.0016 (8) | 0.0012 (8) |
C27 | 0.0344 (13) | 0.0287 (12) | 0.0362 (13) | −0.0171 (10) | −0.0074 (10) | 0.0028 (10) |
C28 | 0.0412 (14) | 0.0336 (14) | 0.0333 (13) | −0.0156 (11) | −0.0078 (11) | 0.0049 (11) |
C29 | 0.0449 (14) | 0.0301 (13) | 0.0337 (14) | −0.0180 (11) | 0.0028 (11) | 0.0068 (11) |
C30 | 0.0377 (13) | 0.0273 (12) | 0.0337 (13) | −0.0193 (10) | 0.0052 (10) | −0.0023 (10) |
C31 | 0.0275 (11) | 0.0230 (11) | 0.0257 (12) | −0.0129 (9) | 0.0068 (9) | −0.0052 (9) |
C32 | 0.0319 (12) | 0.0252 (12) | 0.0350 (13) | −0.0179 (10) | −0.0028 (10) | 0.0002 (10) |
N33 | 0.0243 (9) | 0.0239 (9) | 0.0277 (10) | −0.0132 (8) | 0.0001 (8) | −0.0018 (8) |
C34 | 0.0216 (10) | 0.0306 (12) | 0.0304 (12) | −0.0147 (9) | 0.0005 (9) | −0.0076 (10) |
C35 | 0.0197 (10) | 0.0265 (11) | 0.0238 (11) | −0.0078 (9) | −0.0007 (8) | −0.0042 (9) |
C36 | 0.0272 (12) | 0.0342 (13) | 0.0282 (12) | −0.0110 (10) | −0.0039 (9) | −0.0067 (10) |
C37 | 0.0322 (13) | 0.0398 (14) | 0.0265 (12) | −0.0090 (11) | −0.0085 (10) | 0.0019 (11) |
C38 | 0.0315 (12) | 0.0315 (13) | 0.0304 (13) | −0.0075 (10) | −0.0023 (10) | 0.0072 (10) |
C39 | 0.0249 (11) | 0.0268 (12) | 0.0326 (13) | −0.0122 (9) | −0.0021 (9) | 0.0013 (10) |
C40 | 0.0194 (10) | 0.0268 (12) | 0.0256 (11) | −0.0083 (9) | 0.0001 (8) | −0.0010 (9) |
O41 | 0.0290 (8) | 0.0244 (8) | 0.0399 (9) | −0.0142 (7) | −0.0143 (7) | 0.0044 (7) |
Cl42 | 0.0418 (3) | 0.0294 (3) | 0.0634 (4) | −0.0202 (3) | −0.0174 (3) | 0.0092 (3) |
C43 | 0.0406 (14) | 0.0400 (14) | 0.0286 (13) | −0.0194 (12) | −0.0040 (11) | −0.0022 (11) |
Cl44 | 0.0581 (4) | 0.0574 (5) | 0.0520 (4) | −0.0359 (4) | −0.0089 (3) | 0.0103 (4) |
Cl45 | 0.0475 (4) | 0.0737 (6) | 0.0693 (5) | −0.0212 (4) | 0.0131 (4) | −0.0262 (4) |
Cl46 | 0.0813 (6) | 0.0555 (5) | 0.0603 (5) | −0.0333 (4) | −0.0277 (4) | 0.0220 (4) |
Zn1—O16 | 2.0055 (15) | O22—Zn2 | 2.0707 (14) |
Zn1—O18 | 2.0240 (15) | C23—O24 | 1.230 (2) |
Zn1—O22 | 2.0624 (14) | C23—C25 | 1.497 (3) |
Zn1—N8 | 2.0815 (17) | C25—H25A | 0.96 |
Zn1—N1 | 2.1622 (18) | C25—H25B | 0.96 |
Zn1—Zn2 | 3.6301 (3) | C25—H25C | 0.96 |
N1—C6 | 1.339 (3) | Zn2—O41 | 1.9936 (15) |
N1—C2 | 1.349 (3) | Zn2—N33 | 2.0877 (17) |
C2—C3 | 1.371 (3) | Zn2—N26 | 2.1388 (18) |
C2—H2 | 0.93 | N26—C31 | 1.343 (3) |
C3—C4 | 1.390 (3) | N26—C27 | 1.350 (3) |
C3—H3 | 0.93 | C27—C28 | 1.368 (3) |
C4—C5 | 1.378 (3) | C27—H27 | 0.93 |
C4—H4 | 0.93 | C28—C29 | 1.385 (3) |
C5—C6 | 1.384 (3) | C28—H28 | 0.93 |
C5—H5 | 0.93 | C29—C30 | 1.380 (3) |
C6—C7 | 1.506 (3) | C29—H29 | 0.93 |
C7—N8 | 1.460 (3) | C30—C31 | 1.381 (3) |
C7—H7A | 0.97 | C30—H30 | 0.93 |
C7—H7B | 0.97 | C31—C32 | 1.512 (3) |
N8—C9 | 1.288 (3) | C32—N33 | 1.451 (3) |
C9—C10 | 1.434 (3) | C32—H32A | 0.97 |
C9—H9 | 0.93 | C32—H32B | 0.97 |
C10—C15 | 1.410 (3) | N33—C34 | 1.283 (3) |
C10—C11 | 1.429 (3) | C34—C35 | 1.437 (3) |
C11—O16 | 1.292 (2) | C34—H34 | 0.93 |
C11—C12 | 1.419 (3) | C35—C36 | 1.413 (3) |
C12—C13 | 1.375 (3) | C35—C40 | 1.430 (3) |
C12—Cl17 | 1.737 (2) | C36—C37 | 1.365 (3) |
C13—C14 | 1.396 (3) | C36—H36 | 0.93 |
C13—H13 | 0.93 | C37—C38 | 1.392 (3) |
C14—C15 | 1.364 (3) | C37—H37 | 0.93 |
C14—H14 | 0.93 | C38—C39 | 1.375 (3) |
C15—H15 | 0.93 | C38—H38 | 0.93 |
O18—C19 | 1.249 (2) | C39—C40 | 1.419 (3) |
C19—O20 | 1.259 (3) | C39—Cl42 | 1.740 (2) |
C19—C21 | 1.508 (3) | C40—O41 | 1.301 (2) |
O20—Zn2 | 1.9929 (16) | C43—Cl45 | 1.744 (3) |
C21—H21A | 0.96 | C43—Cl46 | 1.755 (2) |
C21—H21B | 0.96 | C43—Cl44 | 1.758 (3) |
C21—H21C | 0.96 | C43—H43 | 0.98 |
O22—C23 | 1.297 (3) | ||
O16—Zn1—O18 | 94.40 (7) | O24—C23—C25 | 121.9 (2) |
O16—Zn1—O22 | 100.33 (6) | O22—C23—C25 | 117.23 (19) |
O18—Zn1—O22 | 97.46 (6) | C23—C25—H25A | 109.5 |
O16—Zn1—N8 | 87.81 (7) | C23—C25—H25B | 109.5 |
O18—Zn1—N8 | 124.88 (7) | H25A—C25—H25B | 109.5 |
O22—Zn1—N8 | 136.30 (7) | C23—C25—H25C | 109.5 |
O16—Zn1—N1 | 164.71 (6) | H25A—C25—H25C | 109.5 |
O18—Zn1—N1 | 90.25 (7) | H25B—C25—H25C | 109.5 |
O22—Zn1—N1 | 93.48 (6) | O20—Zn2—O41 | 107.08 (7) |
N8—Zn1—N1 | 77.61 (7) | O20—Zn2—O22 | 98.42 (6) |
O16—Zn1—Zn2 | 97.72 (4) | O41—Zn2—O22 | 91.73 (6) |
O18—Zn1—Zn2 | 69.18 (4) | O20—Zn2—N33 | 103.57 (7) |
O22—Zn1—Zn2 | 28.62 (4) | O41—Zn2—N33 | 87.31 (6) |
N8—Zn1—Zn2 | 164.66 (5) | O22—Zn2—N33 | 157.27 (7) |
N1—Zn1—Zn2 | 97.55 (4) | O20—Zn2—N26 | 103.02 (7) |
C6—N1—C2 | 118.08 (19) | O41—Zn2—N26 | 148.73 (7) |
C6—N1—Zn1 | 116.33 (14) | O22—Zn2—N26 | 92.09 (6) |
C2—N1—Zn1 | 125.52 (14) | N33—Zn2—N26 | 77.51 (7) |
N1—C2—C3 | 122.5 (2) | O20—Zn2—Zn1 | 69.95 (4) |
N1—C2—H2 | 118.7 | O41—Zn2—Zn1 | 100.86 (4) |
C3—C2—H2 | 118.7 | O22—Zn2—Zn1 | 28.50 (4) |
C2—C3—C4 | 119.3 (2) | N33—Zn2—Zn1 | 170.70 (5) |
C2—C3—H3 | 120.3 | N26—Zn2—Zn1 | 97.16 (5) |
C4—C3—H3 | 120.3 | C31—N26—C27 | 117.97 (19) |
C5—C4—C3 | 118.3 (2) | C31—N26—Zn2 | 116.18 (14) |
C5—C4—H4 | 120.9 | C27—N26—Zn2 | 125.72 (15) |
C3—C4—H4 | 120.9 | N26—C27—C28 | 122.4 (2) |
C4—C5—C6 | 119.4 (2) | N26—C27—H27 | 118.8 |
C4—C5—H5 | 120.3 | C28—C27—H27 | 118.8 |
C6—C5—H5 | 120.3 | C27—C28—C29 | 119.5 (2) |
N1—C6—C5 | 122.36 (19) | C27—C28—H28 | 120.2 |
N1—C6—C7 | 117.00 (19) | C29—C28—H28 | 120.3 |
C5—C6—C7 | 120.64 (19) | C30—C29—C28 | 118.5 (2) |
N8—C7—C6 | 111.75 (17) | C30—C29—H29 | 120.8 |
N8—C7—H7A | 109.3 | C28—C29—H29 | 120.8 |
C6—C7—H7A | 109.3 | C29—C30—C31 | 119.2 (2) |
N8—C7—H7B | 109.3 | C29—C30—H30 | 120.4 |
C6—C7—H7B | 109.3 | C31—C30—H30 | 120.4 |
H7A—C7—H7B | 107.9 | N26—C31—C30 | 122.4 (2) |
C9—N8—C7 | 116.57 (18) | N26—C31—C32 | 116.80 (19) |
C9—N8—Zn1 | 124.47 (15) | C30—C31—C32 | 120.7 (2) |
C7—N8—Zn1 | 117.25 (13) | N33—C32—C31 | 110.88 (17) |
N8—C9—C10 | 127.1 (2) | N33—C32—H32A | 109.5 |
N8—C9—H9 | 116.5 | C31—C32—H32A | 109.5 |
C10—C9—H9 | 116.5 | N33—C32—H32B | 109.5 |
C15—C10—C11 | 120.4 (2) | C31—C32—H32B | 109.5 |
C15—C10—C9 | 116.9 (2) | H32A—C32—H32B | 108.1 |
C11—C10—C9 | 122.65 (19) | C34—N33—C32 | 117.12 (18) |
O16—C11—C12 | 120.92 (19) | C34—N33—Zn2 | 126.44 (15) |
O16—C11—C10 | 124.4 (2) | C32—N33—Zn2 | 116.29 (13) |
C12—C11—C10 | 114.63 (19) | N33—C34—C35 | 125.6 (2) |
C13—C12—C11 | 124.0 (2) | N33—C34—H34 | 117.2 |
C13—C12—Cl17 | 118.22 (18) | C35—C34—H34 | 117.2 |
C11—C12—Cl17 | 117.75 (16) | C36—C35—C40 | 120.5 (2) |
C12—C13—C14 | 119.8 (2) | C36—C35—C34 | 116.7 (2) |
C12—C13—H13 | 120.1 | C40—C35—C34 | 122.71 (18) |
C14—C13—H13 | 120.1 | C37—C36—C35 | 122.0 (2) |
C15—C14—C13 | 118.8 (2) | C37—C36—H36 | 119 |
C15—C14—H14 | 120.6 | C35—C36—H36 | 119 |
C13—C14—H14 | 120.6 | C36—C37—C38 | 118.9 (2) |
C14—C15—C10 | 122.3 (2) | C36—C37—H37 | 120.6 |
C14—C15—H15 | 118.8 | C38—C37—H37 | 120.6 |
C10—C15—H15 | 118.8 | C39—C38—C37 | 120.0 (2) |
C11—O16—Zn1 | 129.72 (14) | C39—C38—H38 | 120 |
C19—O18—Zn1 | 136.70 (15) | C37—C38—H38 | 120 |
O18—C19—O20 | 126.4 (2) | C38—C39—C40 | 123.8 (2) |
O18—C19—C21 | 116.7 (2) | C38—C39—Cl42 | 118.59 (18) |
O20—C19—C21 | 116.9 (2) | C40—C39—Cl42 | 117.53 (16) |
C19—O20—Zn2 | 136.59 (15) | O41—C40—C39 | 120.6 (2) |
C19—C21—H21A | 109.5 | O41—C40—C35 | 124.8 (2) |
C19—C21—H21B | 109.5 | C39—C40—C35 | 114.61 (18) |
H21A—C21—H21B | 109.5 | C40—O41—Zn2 | 128.56 (14) |
C19—C21—H21C | 109.5 | Cl45—C43—Cl46 | 110.76 (14) |
H21A—C21—H21C | 109.5 | Cl45—C43—Cl44 | 110.76 (14) |
H21B—C21—H21C | 109.5 | Cl46—C43—Cl44 | 109.39 (13) |
C23—O22—Zn1 | 105.30 (12) | Cl45—C43—H43 | 108.6 |
C23—O22—Zn2 | 131.33 (13) | Cl46—C43—H43 | 108.6 |
Zn1—O22—Zn2 | 122.88 (7) | Cl44—C43—H43 | 108.6 |
O24—C23—O22 | 120.9 (2) |