Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270107009663/sf3026sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108270107009663/sf3026Isup2.hkl |
CCDC reference: 626295
Data collection: SMART (Siemens, 1996); cell refinement: SMART; data reduction: SAINT (Siemens, 1996); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL.
[Zn2(C9H7NO4)Cl2(C12H8N2)2] | Dx = 1.653 Mg m−3 |
Mr = 755.20 | Mo Kα radiation, λ = 0.71073 Å |
Orthorhombic, Pna21 | Cell parameters from 2873 reflections |
a = 31.578 (14) Å | θ = 2.6–23.2° |
b = 8.006 (4) Å | µ = 1.81 mm−1 |
c = 12.006 (6) Å | T = 298 K |
V = 3035 (2) Å3 | Block, colourless |
Z = 4 | 0.26 × 0.15 × 0.08 mm |
F(000) = 1528 |
Bruker SMART CCD area-detector diffractometer | 5169 independent reflections |
Radiation source: fine-focus sealed tube | 3397 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.061 |
φ and ω scans | θmax = 25.0°, θmin = 1.3° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −35→37 |
Tmin = 0.651, Tmax = 0.869 | k = −9→9 |
15087 measured reflections | l = −14→13 |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.047 | H-atom parameters constrained |
wR(F2) = 0.089 | w = 1/[σ2(Fo2) + (0.0208P)2 + 2.4767P] where P = (Fo2 + 2Fc2)/3 |
S = 1.03 | (Δ/σ)max = 0.001 |
5169 reflections | Δρmax = 0.40 e Å−3 |
415 parameters | Δρmin = −0.39 e Å−3 |
1 restraint | Absolute structure: Flack (1983), with how many Friedel pairs? |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.24 (2) |
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. |
x | y | z | Uiso*/Ueq | ||
Zn1 | 0.47867 (2) | 0.46526 (9) | 0.31994 (8) | 0.0410 (2) | |
Zn2 | 0.76990 (2) | 0.44179 (10) | 0.57552 (8) | 0.0444 (2) | |
Cl1 | 0.48476 (8) | 0.2632 (3) | 0.1945 (2) | 0.0612 (8) | |
Cl2 | 0.76579 (7) | 0.2298 (2) | 0.6924 (2) | 0.0557 (7) | |
N1 | 0.6259 (2) | 0.9287 (6) | 0.4534 (8) | 0.0389 (13) | |
N2 | 0.42480 (16) | 0.5913 (7) | 0.2646 (5) | 0.0332 (14) | |
N3 | 0.43876 (16) | 0.4226 (7) | 0.4527 (5) | 0.0374 (15) | |
N4 | 0.82374 (18) | 0.5735 (7) | 0.6289 (5) | 0.0403 (16) | |
N5 | 0.80858 (17) | 0.4042 (7) | 0.4389 (5) | 0.0382 (15) | |
O1 | 0.51835 (15) | 0.6550 (6) | 0.3405 (4) | 0.0511 (13) | |
O2 | 0.54272 (15) | 0.4342 (7) | 0.4277 (5) | 0.0561 (15) | |
O3 | 0.72638 (15) | 0.6124 (6) | 0.5627 (5) | 0.0580 (14) | |
O4 | 0.70198 (15) | 0.4167 (7) | 0.4502 (5) | 0.0595 (16) | |
C1 | 0.5887 (2) | 0.8522 (9) | 0.4337 (8) | 0.038 (2) | |
C2 | 0.5857 (2) | 0.6782 (10) | 0.4282 (7) | 0.0334 (19) | |
C3 | 0.6224 (3) | 0.5877 (7) | 0.4475 (9) | 0.0329 (15) | |
H3 | 0.6212 | 0.4717 | 0.4456 | 0.039* | |
C4 | 0.6608 (2) | 0.6652 (9) | 0.4697 (7) | 0.0302 (19) | |
C5 | 0.6611 (2) | 0.8381 (9) | 0.4681 (7) | 0.034 (2) | |
C6 | 0.5521 (2) | 0.9669 (10) | 0.4251 (9) | 0.055 (3) | |
H6A | 0.5617 | 1.0802 | 0.4317 | 0.083* | |
H6B | 0.5323 | 0.9430 | 0.4837 | 0.083* | |
H6C | 0.5385 | 0.9518 | 0.3543 | 0.083* | |
C7 | 0.5465 (2) | 0.5827 (10) | 0.3991 (7) | 0.036 (2) | |
C8 | 0.6993 (3) | 0.5543 (11) | 0.4939 (9) | 0.046 (2) | |
C9 | 0.7012 (2) | 0.9427 (10) | 0.4857 (8) | 0.050 (2) | |
H9A | 0.6943 | 1.0592 | 0.4806 | 0.075* | |
H9B | 0.7217 | 0.9150 | 0.4295 | 0.075* | |
H9C | 0.7128 | 0.9194 | 0.5580 | 0.075* | |
C10 | 0.4183 (2) | 0.6741 (9) | 0.1711 (7) | 0.0440 (19) | |
H10 | 0.4406 | 0.6835 | 0.1207 | 0.053* | |
C11 | 0.3795 (3) | 0.7487 (9) | 0.1440 (10) | 0.049 (3) | |
H11 | 0.3764 | 0.8081 | 0.0779 | 0.059* | |
C12 | 0.3465 (2) | 0.7329 (9) | 0.2155 (9) | 0.042 (2) | |
H12 | 0.3204 | 0.7797 | 0.1978 | 0.051* | |
C13 | 0.35161 (18) | 0.6471 (8) | 0.3148 (7) | 0.0364 (16) | |
C14 | 0.39145 (19) | 0.5775 (8) | 0.3364 (6) | 0.0335 (17) | |
C15 | 0.3997 (2) | 0.4863 (8) | 0.4361 (6) | 0.0281 (16) | |
C16 | 0.3665 (2) | 0.4671 (9) | 0.5133 (6) | 0.0359 (18) | |
C17 | 0.3755 (2) | 0.3770 (9) | 0.6116 (6) | 0.044 (2) | |
H17 | 0.3546 | 0.3601 | 0.6651 | 0.052* | |
C18 | 0.4156 (3) | 0.3146 (11) | 0.6267 (7) | 0.051 (2) | |
H18 | 0.4222 | 0.2555 | 0.6911 | 0.061* | |
C19 | 0.4464 (2) | 0.3403 (9) | 0.5452 (6) | 0.045 (2) | |
H19 | 0.4734 | 0.2973 | 0.5567 | 0.054* | |
C20 | 0.3189 (2) | 0.6229 (9) | 0.3958 (7) | 0.049 (2) | |
H20 | 0.2922 | 0.6679 | 0.3823 | 0.058* | |
C21 | 0.3254 (2) | 0.5382 (10) | 0.4897 (7) | 0.047 (2) | |
H21 | 0.3033 | 0.5246 | 0.5403 | 0.056* | |
C22 | 0.8303 (3) | 0.6572 (10) | 0.7210 (7) | 0.051 (2) | |
H22 | 0.8076 | 0.6742 | 0.7690 | 0.061* | |
C23 | 0.8696 (3) | 0.7218 (11) | 0.7506 (10) | 0.056 (3) | |
H23 | 0.8734 | 0.7742 | 0.8190 | 0.067* | |
C24 | 0.9020 (3) | 0.7070 (10) | 0.6779 (10) | 0.058 (3) | |
H24 | 0.9282 | 0.7533 | 0.6952 | 0.070* | |
C25 | 0.8965 (2) | 0.6218 (8) | 0.5757 (8) | 0.0412 (17) | |
C26 | 0.85598 (19) | 0.5546 (8) | 0.5548 (6) | 0.0317 (16) | |
C27 | 0.8484 (2) | 0.4632 (8) | 0.4549 (6) | 0.0347 (18) | |
C28 | 0.8813 (2) | 0.4409 (9) | 0.3776 (6) | 0.0384 (19) | |
C29 | 0.8715 (3) | 0.3493 (9) | 0.2826 (6) | 0.050 (2) | |
H29 | 0.8926 | 0.3277 | 0.2304 | 0.060* | |
C30 | 0.8314 (3) | 0.2902 (10) | 0.2648 (8) | 0.054 (2) | |
H30 | 0.8246 | 0.2321 | 0.2001 | 0.064* | |
C31 | 0.8008 (2) | 0.3206 (9) | 0.3476 (7) | 0.048 (2) | |
H31 | 0.7736 | 0.2791 | 0.3368 | 0.058* | |
C32 | 0.9289 (2) | 0.5989 (10) | 0.4958 (7) | 0.051 (2) | |
H32 | 0.9555 | 0.6453 | 0.5083 | 0.062* | |
C33 | 0.9220 (3) | 0.5119 (11) | 0.4027 (8) | 0.056 (2) | |
H33 | 0.9442 | 0.4968 | 0.3527 | 0.067* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Zn1 | 0.0268 (4) | 0.0492 (5) | 0.0469 (5) | −0.0039 (4) | 0.0005 (4) | −0.0023 (6) |
Zn2 | 0.0283 (4) | 0.0521 (5) | 0.0527 (5) | 0.0054 (4) | 0.0006 (4) | −0.0055 (5) |
Cl1 | 0.0461 (15) | 0.0781 (16) | 0.0594 (19) | 0.0048 (10) | 0.0054 (16) | −0.0256 (12) |
Cl2 | 0.0370 (14) | 0.0630 (14) | 0.067 (2) | 0.0034 (9) | 0.0103 (15) | 0.0011 (11) |
N1 | 0.033 (3) | 0.038 (3) | 0.045 (4) | −0.001 (4) | 0.000 (3) | −0.006 (4) |
N2 | 0.033 (3) | 0.039 (4) | 0.028 (3) | −0.004 (3) | 0.005 (3) | −0.002 (3) |
N3 | 0.029 (3) | 0.047 (4) | 0.037 (4) | −0.002 (3) | −0.006 (3) | 0.001 (3) |
N4 | 0.034 (3) | 0.048 (4) | 0.040 (4) | 0.003 (3) | 0.003 (3) | −0.003 (3) |
N5 | 0.035 (3) | 0.040 (4) | 0.040 (4) | 0.002 (3) | −0.006 (3) | −0.003 (3) |
O1 | 0.029 (2) | 0.067 (3) | 0.057 (4) | −0.008 (3) | −0.017 (3) | 0.010 (3) |
O2 | 0.049 (3) | 0.048 (4) | 0.071 (4) | −0.012 (3) | −0.008 (3) | 0.005 (3) |
O3 | 0.038 (3) | 0.072 (4) | 0.064 (4) | 0.014 (3) | −0.017 (3) | −0.018 (3) |
O4 | 0.050 (3) | 0.052 (4) | 0.077 (4) | 0.016 (3) | −0.002 (3) | −0.014 (3) |
C1 | 0.023 (4) | 0.035 (4) | 0.056 (6) | 0.005 (3) | 0.002 (4) | 0.003 (4) |
C2 | 0.020 (4) | 0.046 (5) | 0.034 (5) | 0.001 (4) | 0.000 (4) | 0.008 (4) |
C3 | 0.033 (3) | 0.028 (4) | 0.037 (4) | −0.003 (4) | 0.001 (3) | 0.002 (5) |
C4 | 0.026 (4) | 0.042 (5) | 0.023 (4) | 0.004 (4) | −0.003 (4) | −0.002 (4) |
C5 | 0.028 (4) | 0.041 (5) | 0.034 (5) | −0.002 (4) | 0.002 (4) | −0.011 (4) |
C6 | 0.033 (5) | 0.048 (5) | 0.085 (8) | 0.001 (4) | −0.001 (5) | 0.015 (5) |
C7 | 0.038 (5) | 0.041 (5) | 0.029 (5) | −0.011 (4) | 0.004 (4) | −0.004 (4) |
C8 | 0.038 (5) | 0.048 (5) | 0.052 (6) | 0.007 (4) | 0.006 (4) | −0.009 (4) |
C9 | 0.027 (4) | 0.066 (6) | 0.057 (6) | −0.002 (4) | −0.005 (4) | 0.007 (5) |
C10 | 0.039 (5) | 0.054 (5) | 0.040 (5) | 0.002 (4) | 0.003 (4) | −0.004 (5) |
C11 | 0.046 (6) | 0.048 (6) | 0.054 (8) | 0.001 (4) | −0.012 (6) | 0.005 (4) |
C12 | 0.023 (4) | 0.044 (5) | 0.061 (7) | 0.003 (3) | −0.004 (5) | −0.001 (4) |
C13 | 0.022 (3) | 0.031 (4) | 0.056 (5) | −0.008 (3) | −0.001 (4) | 0.000 (5) |
C14 | 0.034 (4) | 0.030 (4) | 0.036 (4) | −0.004 (3) | −0.002 (4) | −0.002 (4) |
C15 | 0.025 (4) | 0.026 (4) | 0.033 (4) | −0.006 (3) | −0.003 (3) | −0.006 (3) |
C16 | 0.035 (4) | 0.030 (4) | 0.042 (5) | −0.017 (4) | 0.002 (4) | −0.005 (4) |
C17 | 0.057 (5) | 0.041 (5) | 0.033 (5) | −0.020 (4) | 0.009 (4) | −0.006 (3) |
C18 | 0.061 (6) | 0.059 (5) | 0.032 (5) | −0.010 (5) | −0.014 (5) | 0.005 (4) |
C19 | 0.036 (4) | 0.051 (5) | 0.047 (6) | −0.011 (4) | −0.011 (4) | −0.001 (4) |
C20 | 0.028 (4) | 0.038 (5) | 0.080 (7) | 0.001 (4) | 0.006 (4) | 0.003 (5) |
C21 | 0.027 (4) | 0.052 (5) | 0.061 (6) | −0.007 (4) | 0.012 (4) | −0.003 (5) |
C22 | 0.056 (5) | 0.055 (6) | 0.042 (5) | 0.007 (5) | 0.004 (4) | −0.013 (5) |
C23 | 0.074 (8) | 0.057 (6) | 0.037 (7) | −0.008 (5) | −0.016 (7) | −0.011 (4) |
C24 | 0.060 (7) | 0.042 (5) | 0.071 (8) | −0.010 (5) | −0.016 (6) | −0.003 (5) |
C25 | 0.038 (4) | 0.026 (4) | 0.060 (5) | 0.005 (3) | −0.003 (5) | −0.002 (4) |
C26 | 0.031 (4) | 0.029 (4) | 0.035 (5) | 0.003 (3) | −0.002 (3) | 0.004 (4) |
C27 | 0.037 (4) | 0.025 (4) | 0.042 (5) | 0.004 (3) | −0.011 (4) | 0.003 (4) |
C28 | 0.039 (4) | 0.037 (5) | 0.039 (5) | 0.010 (4) | 0.006 (4) | 0.002 (4) |
C29 | 0.053 (5) | 0.050 (5) | 0.048 (6) | 0.009 (4) | 0.014 (4) | 0.005 (4) |
C30 | 0.078 (7) | 0.050 (5) | 0.034 (5) | 0.013 (5) | −0.003 (5) | 0.001 (4) |
C31 | 0.057 (5) | 0.041 (5) | 0.047 (6) | −0.003 (4) | −0.013 (4) | −0.005 (4) |
C32 | 0.034 (4) | 0.052 (6) | 0.069 (6) | 0.002 (4) | −0.002 (4) | 0.003 (5) |
C33 | 0.045 (5) | 0.055 (6) | 0.068 (7) | 0.006 (4) | 0.020 (5) | 0.014 (5) |
Zn1—O1 | 1.985 (5) | C10—H10 | 0.9300 |
Zn1—N3 | 2.061 (6) | C11—C12 | 1.355 (13) |
Zn1—N2 | 2.087 (6) | C11—H11 | 0.9300 |
Zn1—Cl1 | 2.218 (3) | C12—C13 | 1.386 (13) |
Zn1—O2 | 2.414 (5) | C12—H12 | 0.9300 |
Zn2—O3 | 1.944 (5) | C13—C14 | 1.400 (8) |
Zn2—N5 | 2.067 (6) | C13—C20 | 1.432 (10) |
Zn2—N4 | 2.101 (6) | C14—C15 | 1.426 (10) |
Zn2—Cl2 | 2.206 (3) | C15—C16 | 1.407 (9) |
Zn2—O4 | 2.627 (5) | C16—C17 | 1.412 (9) |
N1—C5 | 1.340 (10) | C16—C21 | 1.447 (10) |
N1—C1 | 1.346 (10) | C17—C18 | 1.374 (10) |
N2—C10 | 1.320 (9) | C17—H17 | 0.9300 |
N2—C14 | 1.365 (8) | C18—C19 | 1.395 (10) |
N3—C19 | 1.313 (9) | C18—H18 | 0.9300 |
N3—C15 | 1.350 (8) | C19—H19 | 0.9300 |
N4—C22 | 1.310 (9) | C20—C21 | 1.331 (11) |
N4—C26 | 1.360 (8) | C20—H20 | 0.9300 |
N5—C31 | 1.308 (9) | C21—H21 | 0.9300 |
N5—C27 | 1.356 (8) | C22—C23 | 1.390 (11) |
O1—C7 | 1.274 (9) | C22—H22 | 0.9300 |
O2—C7 | 1.243 (8) | C23—C24 | 1.351 (13) |
O3—C8 | 1.275 (10) | C23—H23 | 0.9300 |
O4—C8 | 1.223 (9) | C24—C25 | 1.414 (13) |
C1—C2 | 1.398 (11) | C24—H24 | 0.9300 |
C1—C6 | 1.479 (10) | C25—C26 | 1.411 (8) |
C2—C3 | 1.384 (10) | C25—C32 | 1.415 (10) |
C2—C7 | 1.496 (10) | C26—C27 | 1.425 (10) |
C3—C4 | 1.388 (10) | C27—C28 | 1.406 (9) |
C3—H3 | 0.9300 | C28—C29 | 1.390 (10) |
C4—C5 | 1.385 (10) | C28—C33 | 1.437 (11) |
C4—C8 | 1.535 (11) | C29—C30 | 1.371 (11) |
C5—C9 | 1.533 (10) | C29—H29 | 0.9300 |
C6—H6A | 0.9600 | C30—C31 | 1.408 (11) |
C6—H6B | 0.9600 | C30—H30 | 0.9300 |
C6—H6C | 0.9600 | C31—H31 | 0.9300 |
C9—H9A | 0.9600 | C32—C33 | 1.335 (11) |
C9—H9B | 0.9600 | C32—H32 | 0.9300 |
C9—H9C | 0.9600 | C33—H33 | 0.9300 |
C10—C11 | 1.403 (10) | ||
O1—Zn1—N3 | 114.6 (2) | N2—C10—H10 | 118.5 |
O1—Zn1—N2 | 100.6 (2) | C11—C10—H10 | 118.5 |
N3—Zn1—N2 | 80.1 (2) | C12—C11—C10 | 119.1 (10) |
O1—Zn1—Cl1 | 126.00 (17) | C12—C11—H11 | 120.5 |
N3—Zn1—Cl1 | 117.22 (18) | C10—C11—H11 | 120.5 |
N2—Zn1—Cl1 | 101.96 (17) | C11—C12—C13 | 120.1 (8) |
O1—Zn1—O2 | 58.87 (19) | C11—C12—H12 | 119.9 |
N3—Zn1—O2 | 94.6 (2) | C13—C12—H12 | 119.9 |
N2—Zn1—O2 | 154.6 (2) | C12—C13—C14 | 117.4 (7) |
Cl1—Zn1—O2 | 102.47 (15) | C12—C13—C20 | 124.5 (7) |
O3—Zn2—N5 | 117.2 (2) | C14—C13—C20 | 118.0 (7) |
O3—Zn2—N4 | 104.1 (2) | N2—C14—C13 | 123.0 (7) |
N5—Zn2—N4 | 80.6 (2) | N2—C14—C15 | 115.5 (6) |
O3—Zn2—Cl2 | 123.35 (19) | C13—C14—C15 | 121.5 (7) |
N5—Zn2—Cl2 | 115.29 (17) | N3—C15—C16 | 122.8 (7) |
N4—Zn2—Cl2 | 103.88 (18) | N3—C15—C14 | 119.0 (6) |
O3—Zn2—O4 | 55.32 (19) | C16—C15—C14 | 118.2 (6) |
N5—Zn2—O4 | 91.0 (2) | C15—C16—C17 | 117.2 (7) |
N4—Zn2—O4 | 150.9 (2) | C15—C16—C21 | 119.8 (7) |
Cl2—Zn2—O4 | 104.91 (15) | C17—C16—C21 | 123.1 (7) |
C5—N1—C1 | 120.2 (5) | C18—C17—C16 | 118.8 (7) |
C10—N2—C14 | 117.3 (6) | C18—C17—H17 | 120.6 |
C10—N2—Zn1 | 129.8 (5) | C16—C17—H17 | 120.6 |
C14—N2—Zn1 | 112.8 (4) | C17—C18—C19 | 119.7 (8) |
C19—N3—C15 | 118.9 (6) | C17—C18—H18 | 120.1 |
C19—N3—Zn1 | 128.7 (5) | C19—C18—H18 | 120.1 |
C15—N3—Zn1 | 112.4 (5) | N3—C19—C18 | 122.7 (7) |
C22—N4—C26 | 119.4 (6) | N3—C19—H19 | 118.7 |
C22—N4—Zn2 | 130.0 (5) | C18—C19—H19 | 118.7 |
C26—N4—Zn2 | 110.5 (5) | C21—C20—C13 | 122.1 (7) |
C31—N5—C27 | 118.1 (7) | C21—C20—H20 | 118.9 |
C31—N5—Zn2 | 128.9 (5) | C13—C20—H20 | 118.9 |
C27—N5—Zn2 | 112.6 (5) | C20—C21—C16 | 120.3 (7) |
C7—O1—Zn1 | 99.3 (4) | C20—C21—H21 | 119.8 |
C7—O2—Zn1 | 80.5 (5) | C16—C21—H21 | 119.8 |
C8—O3—Zn2 | 105.6 (5) | N4—C22—C23 | 123.2 (8) |
C8—O4—Zn2 | 75.0 (5) | N4—C22—H22 | 118.4 |
N1—C1—C2 | 121.3 (6) | C23—C22—H22 | 118.4 |
N1—C1—C6 | 114.3 (7) | C24—C23—C22 | 118.6 (10) |
C2—C1—C6 | 124.3 (6) | C24—C23—H23 | 120.7 |
C3—C2—C1 | 117.3 (6) | C22—C23—H23 | 120.7 |
C3—C2—C7 | 117.6 (7) | C23—C24—C25 | 120.7 (9) |
C1—C2—C7 | 125.1 (6) | C23—C24—H24 | 119.7 |
C2—C3—C4 | 121.9 (6) | C25—C24—H24 | 119.7 |
C2—C3—H3 | 119.1 | C26—C25—C24 | 116.7 (8) |
C4—C3—H3 | 119.1 | C26—C25—C32 | 119.1 (8) |
C5—C4—C3 | 116.8 (6) | C24—C25—C32 | 124.2 (7) |
C5—C4—C8 | 125.1 (6) | N4—C26—C25 | 121.3 (7) |
C3—C4—C8 | 118.1 (7) | N4—C26—C27 | 118.8 (6) |
N1—C5—C4 | 122.4 (6) | C25—C26—C27 | 119.9 (7) |
N1—C5—C9 | 114.1 (7) | N5—C27—C28 | 123.2 (7) |
C4—C5—C9 | 123.4 (6) | N5—C27—C26 | 117.0 (7) |
C1—C6—H6A | 109.5 | C28—C27—C26 | 119.8 (7) |
C1—C6—H6B | 109.5 | C29—C28—C27 | 116.4 (7) |
H6A—C6—H6B | 109.5 | C29—C28—C33 | 125.4 (8) |
C1—C6—H6C | 109.5 | C27—C28—C33 | 118.2 (8) |
H6A—C6—H6C | 109.5 | C30—C29—C28 | 121.1 (8) |
H6B—C6—H6C | 109.5 | C30—C29—H29 | 119.5 |
O2—C7—O1 | 121.3 (7) | C28—C29—H29 | 119.5 |
O2—C7—C2 | 120.3 (7) | C29—C30—C31 | 117.7 (8) |
O1—C7—C2 | 118.3 (7) | C29—C30—H30 | 121.2 |
O4—C8—O3 | 124.1 (8) | C31—C30—H30 | 121.2 |
O4—C8—C4 | 119.6 (8) | N5—C31—C30 | 123.5 (7) |
O3—C8—C4 | 116.3 (7) | N5—C31—H31 | 118.3 |
C5—C9—H9A | 109.5 | C30—C31—H31 | 118.3 |
C5—C9—H9B | 109.5 | C33—C32—C25 | 121.2 (7) |
H9A—C9—H9B | 109.5 | C33—C32—H32 | 119.4 |
C5—C9—H9C | 109.5 | C25—C32—H32 | 119.4 |
H9A—C9—H9C | 109.5 | C32—C33—C28 | 121.9 (8) |
H9B—C9—H9C | 109.5 | C32—C33—H33 | 119.1 |
N2—C10—C11 | 123.1 (8) | C28—C33—H33 | 119.1 |
O1—Zn1—N2—C10 | 66.7 (6) | C3—C4—C8—O4 | 30.8 (13) |
N3—Zn1—N2—C10 | −179.9 (7) | C5—C4—C8—O3 | 33.1 (12) |
Cl1—Zn1—N2—C10 | −63.9 (6) | C3—C4—C8—O3 | −147.0 (8) |
O2—Zn1—N2—C10 | 100.3 (7) | C14—N2—C10—C11 | 0.9 (11) |
O1—Zn1—N2—C14 | −116.2 (4) | Zn1—N2—C10—C11 | 177.9 (6) |
N3—Zn1—N2—C14 | −2.7 (4) | N2—C10—C11—C12 | −1.4 (12) |
Cl1—Zn1—N2—C14 | 113.2 (4) | C10—C11—C12—C13 | 1.3 (12) |
O2—Zn1—N2—C14 | −82.6 (6) | C11—C12—C13—C14 | −0.8 (11) |
O1—Zn1—N3—C19 | −82.2 (6) | C11—C12—C13—C20 | −179.8 (7) |
N2—Zn1—N3—C19 | −179.4 (6) | C10—N2—C14—C13 | −0.3 (10) |
Cl1—Zn1—N3—C19 | 82.2 (6) | Zn1—N2—C14—C13 | −177.8 (5) |
O2—Zn1—N3—C19 | −24.4 (6) | C10—N2—C14—C15 | 179.7 (6) |
O1—Zn1—N3—C15 | 100.1 (5) | Zn1—N2—C14—C15 | 2.1 (7) |
N2—Zn1—N3—C15 | 2.9 (4) | C12—C13—C14—N2 | 0.2 (10) |
Cl1—Zn1—N3—C15 | −95.5 (5) | C20—C13—C14—N2 | 179.4 (6) |
O2—Zn1—N3—C15 | 157.9 (4) | C12—C13—C14—C15 | −179.7 (6) |
O3—Zn2—N4—C22 | 63.0 (7) | C20—C13—C14—C15 | −0.6 (10) |
N5—Zn2—N4—C22 | 178.9 (7) | C19—N3—C15—C16 | −0.5 (10) |
Cl2—Zn2—N4—C22 | −67.2 (7) | Zn1—N3—C15—C16 | 177.5 (5) |
O4—Zn2—N4—C22 | 104.0 (7) | C19—N3—C15—C14 | 179.3 (6) |
O3—Zn2—N4—C26 | −121.2 (5) | Zn1—N3—C15—C14 | −2.7 (8) |
N5—Zn2—N4—C26 | −5.3 (5) | N2—C14—C15—N3 | 0.4 (9) |
Cl2—Zn2—N4—C26 | 108.6 (4) | C13—C14—C15—N3 | −179.7 (6) |
O4—Zn2—N4—C26 | −80.1 (6) | N2—C14—C15—C16 | −179.8 (6) |
O3—Zn2—N5—C31 | −79.4 (7) | C13—C14—C15—C16 | 0.1 (10) |
N4—Zn2—N5—C31 | 179.5 (7) | N3—C15—C16—C17 | 0.0 (10) |
Cl2—Zn2—N5—C31 | 78.5 (6) | C14—C15—C16—C17 | −179.7 (6) |
O4—Zn2—N5—C31 | −28.5 (6) | N3—C15—C16—C21 | −179.7 (6) |
O3—Zn2—N5—C27 | 107.4 (5) | C14—C15—C16—C21 | 0.5 (10) |
N4—Zn2—N5—C27 | 6.3 (4) | C15—C16—C17—C18 | 0.4 (10) |
Cl2—Zn2—N5—C27 | −94.7 (5) | C21—C16—C17—C18 | −179.8 (7) |
O4—Zn2—N5—C27 | 158.3 (5) | C16—C17—C18—C19 | −0.4 (12) |
N3—Zn1—O1—C7 | 80.8 (5) | C15—N3—C19—C18 | 0.5 (11) |
N2—Zn1—O1—C7 | 164.7 (5) | Zn1—N3—C19—C18 | −177.1 (6) |
Cl1—Zn1—O1—C7 | −81.9 (5) | C17—C18—C19—N3 | −0.1 (12) |
O2—Zn1—O1—C7 | 0.8 (4) | C12—C13—C20—C21 | 179.4 (8) |
O1—Zn1—O2—C7 | −0.8 (5) | C14—C13—C20—C21 | 0.4 (11) |
N3—Zn1—O2—C7 | −116.9 (5) | C13—C20—C21—C16 | 0.2 (12) |
N2—Zn1—O2—C7 | −40.3 (7) | C15—C16—C21—C20 | −0.7 (11) |
Cl1—Zn1—O2—C7 | 123.9 (5) | C17—C16—C21—C20 | 179.6 (7) |
N5—Zn2—O3—C8 | 69.9 (6) | C26—N4—C22—C23 | −3.4 (12) |
N4—Zn2—O3—C8 | 156.5 (6) | Zn2—N4—C22—C23 | 172.1 (6) |
Cl2—Zn2—O3—C8 | −86.0 (6) | N4—C22—C23—C24 | 4.3 (14) |
O4—Zn2—O3—C8 | −0.7 (5) | C22—C23—C24—C25 | −2.4 (13) |
O3—Zn2—O4—C8 | 0.7 (6) | C23—C24—C25—C26 | 0.0 (12) |
N5—Zn2—O4—C8 | −122.3 (6) | C23—C24—C25—C32 | −179.1 (8) |
N4—Zn2—O4—C8 | −50.0 (7) | C22—N4—C26—C25 | 0.7 (10) |
Cl2—Zn2—O4—C8 | 121.2 (6) | Zn2—N4—C26—C25 | −175.6 (5) |
C5—N1—C1—C2 | 0.0 (14) | C22—N4—C26—C27 | 180.0 (7) |
C5—N1—C1—C6 | 176.9 (8) | Zn2—N4—C26—C27 | 3.7 (8) |
N1—C1—C2—C3 | 2.2 (10) | C24—C25—C26—N4 | 1.0 (10) |
C6—C1—C2—C3 | −174.4 (10) | C32—C25—C26—N4 | −179.9 (7) |
N1—C1—C2—C7 | −175.6 (10) | C24—C25—C26—C27 | −178.3 (7) |
C6—C1—C2—C7 | 7.8 (11) | C32—C25—C26—C27 | 0.8 (10) |
C1—C2—C3—C4 | −1.1 (14) | C31—N5—C27—C28 | 0.9 (10) |
C7—C2—C3—C4 | 176.9 (7) | Zn2—N5—C27—C28 | 174.9 (6) |
C2—C3—C4—C5 | −2.0 (14) | C31—N5—C27—C26 | 179.7 (7) |
C2—C3—C4—C8 | 178.0 (8) | Zn2—N5—C27—C26 | −6.3 (8) |
C1—N1—C5—C4 | −3.5 (14) | N4—C26—C27—N5 | 1.7 (10) |
C1—N1—C5—C9 | 178.0 (7) | C25—C26—C27—N5 | −179.0 (6) |
C3—C4—C5—N1 | 4.4 (9) | N4—C26—C27—C28 | −179.5 (6) |
C8—C4—C5—N1 | −175.7 (10) | C25—C26—C27—C28 | −0.1 (10) |
C3—C4—C5—C9 | −177.2 (9) | N5—C27—C28—C29 | −1.7 (11) |
C8—C4—C5—C9 | 2.7 (10) | C26—C27—C28—C29 | 179.5 (6) |
Zn1—O2—C7—O1 | 1.3 (7) | N5—C27—C28—C33 | 178.8 (6) |
Zn1—O2—C7—C2 | −175.5 (8) | C26—C27—C28—C33 | 0.1 (11) |
Zn1—O1—C7—O2 | −1.6 (9) | C27—C28—C29—C30 | 2.4 (11) |
Zn1—O1—C7—C2 | 175.3 (6) | C33—C28—C29—C30 | −178.3 (8) |
C3—C2—C7—O2 | 24.0 (12) | C28—C29—C30—C31 | −2.1 (11) |
C1—C2—C7—O2 | −158.3 (7) | C27—N5—C31—C30 | −0.6 (11) |
C3—C2—C7—O1 | −152.9 (8) | Zn2—N5—C31—C30 | −173.5 (5) |
C1—C2—C7—O1 | 24.9 (12) | C29—C30—C31—N5 | 1.3 (12) |
Zn2—O4—C8—O3 | −1.1 (8) | C26—C25—C32—C33 | −1.6 (12) |
Zn2—O4—C8—C4 | −178.7 (9) | C24—C25—C32—C33 | 177.5 (8) |
Zn2—O3—C8—O4 | 1.4 (11) | C25—C32—C33—C28 | 1.6 (13) |
Zn2—O3—C8—C4 | 179.2 (6) | C29—C28—C33—C32 | 179.8 (8) |
C5—C4—C8—O4 | −149.1 (8) | C27—C28—C33—C32 | −0.8 (12) |