In the crystal structure of the title compound, [Zn(C
12H
9O
2)
2(C
12H
8N
2)], there are two molecules in the asymmetric unit. The molecules are linked into a sandwiched sheet by six C—H
O hydrogen bonds.
Supporting information
CCDC reference: 607469
Key indicators
- Single-crystal X-ray study
- T = 298 K
- Mean (C-C) = 0.012 Å
- R factor = 0.082
- wR factor = 0.276
- Data-to-parameter ratio = 12.8
checkCIF/PLATON results
No syntax errors found
Alert level C
RFACR01_ALERT_3_C The value of the weighted R factor is > 0.25
Weighted R factor given 0.276
PLAT062_ALERT_4_C Rescale T(min) & T(max) by ..................... 0.99
PLAT084_ALERT_2_C High R2 Value .................................. 0.28
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density .... 2.13
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 12
PLAT480_ALERT_4_C Long H...A H-Bond Reported H44 .. O3 .. 2.70 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H68 .. O8 .. 2.67 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H32 .. O2 .. 2.68 Ang.
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
8 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
2 ALERT type 2 Indicator that the structure model may be wrong or deficient
2 ALERT type 3 Indicator that the structure quality may be low
4 ALERT type 4 Improvement, methodology, query or suggestion
0 ALERT type 5 Informative message, check
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.
Bis(1-naphthylacetato-
κ2O,
O)(1,10-phenanthroline-
κ2N,
N)zinc(II)
top
Crystal data top
[Zn(C12H9O2)2(C12H8N2)] | Z = 4 |
Mr = 615.96 | F(000) = 1272 |
Triclinic, P1 | Dx = 1.450 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 12.964 (6) Å | Cell parameters from 2620 reflections |
b = 13.055 (6) Å | θ = 2.2–22.2° |
c = 17.128 (8) Å | µ = 0.92 mm−1 |
α = 89.403 (8)° | T = 298 K |
β = 77.192 (7)° | Block, white |
γ = 86.657 (9)° | 0.38 × 0.34 × 0.30 mm |
V = 2822 (2) Å3 | |
Data collection top
Bruker SMART CCD area-detector diffractometer | 9785 independent reflections |
Radiation source: fine-focus sealed tube | 4949 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.043 |
φ and ω scans | θmax = 25.0°, θmin = 1.2° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −13→15 |
Tmin = 0.722, Tmax = 0.771 | k = −12→15 |
14796 measured reflections | l = −18→20 |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.082 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.276 | H-atom parameters constrained |
S = 1.03 | w = 1/[σ2(Fo2) + (0.1469P)2 + 0.4533P] where P = (Fo2 + 2Fc2)/3 |
9785 reflections | (Δ/σ)max = 0.001 |
763 parameters | Δρmax = 1.53 e Å−3 |
1988 restraints | Δρmin = −0.72 e Å−3 |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Zn1 | 0.34601 (7) | 0.25975 (7) | 0.46256 (5) | 0.0514 (3) | |
Zn2 | 0.87993 (7) | 0.22915 (7) | 0.96617 (5) | 0.0505 (3) | |
N1 | 0.4905 (4) | 0.2832 (5) | 0.4952 (3) | 0.0476 (15) | |
N2 | 0.4361 (5) | 0.1236 (5) | 0.4182 (3) | 0.0552 (17) | |
N3 | 1.0264 (5) | 0.2047 (5) | 0.9992 (3) | 0.0497 (15) | |
N4 | 0.9562 (5) | 0.3615 (5) | 0.9202 (3) | 0.0482 (15) | |
O1 | 0.2563 (4) | 0.3812 (4) | 0.5499 (3) | 0.0587 (13) | |
O2 | 0.2579 (4) | 0.2159 (4) | 0.5720 (3) | 0.0539 (12) | |
O3 | 0.2335 (4) | 0.2339 (5) | 0.3772 (3) | 0.0701 (11) | |
O4 | 0.3529 (4) | 0.3466 (5) | 0.3599 (3) | 0.0711 (15) | |
O5 | 0.7434 (5) | 0.2698 (5) | 0.8834 (3) | 0.0773 (12) | |
O6 | 0.8676 (5) | 0.1455 (5) | 0.8720 (3) | 0.0752 (15) | |
O7 | 0.8103 (4) | 0.1108 (4) | 1.0576 (3) | 0.0626 (14) | |
O8 | 0.7861 (4) | 0.2769 (4) | 1.0750 (3) | 0.0515 (12) | |
C1 | 0.2316 (6) | 0.3086 (6) | 0.5945 (4) | 0.0497 (16) | |
C2 | 0.1674 (6) | 0.3262 (6) | 0.6796 (4) | 0.0519 (16) | |
H2A | 0.1770 | 0.3953 | 0.6959 | 0.062* | |
H2B | 0.0930 | 0.3216 | 0.6797 | 0.062* | |
C3 | 0.1958 (6) | 0.2522 (6) | 0.7402 (4) | 0.0521 (16) | |
C4 | 0.1304 (7) | 0.1736 (6) | 0.7679 (5) | 0.0619 (18) | |
H4 | 0.0676 | 0.1684 | 0.7508 | 0.074* | |
C5 | 0.1593 (7) | 0.1009 (7) | 0.8223 (5) | 0.068 (2) | |
H5 | 0.1144 | 0.0486 | 0.8405 | 0.082* | |
C6 | 0.2491 (7) | 0.1049 (7) | 0.8483 (5) | 0.0666 (19) | |
H6 | 0.2656 | 0.0555 | 0.8838 | 0.080* | |
C7 | 0.3177 (7) | 0.1824 (6) | 0.8227 (4) | 0.0591 (17) | |
C8 | 0.4134 (7) | 0.1950 (7) | 0.8498 (5) | 0.0678 (19) | |
H8 | 0.4328 | 0.1470 | 0.8853 | 0.081* | |
C9 | 0.4754 (7) | 0.2718 (7) | 0.8266 (5) | 0.070 (2) | |
H9 | 0.5349 | 0.2788 | 0.8475 | 0.084* | |
C10 | 0.4509 (7) | 0.3433 (7) | 0.7697 (5) | 0.070 (2) | |
H10 | 0.4966 | 0.3949 | 0.7511 | 0.084* | |
C11 | 0.3613 (6) | 0.3368 (6) | 0.7424 (5) | 0.0603 (17) | |
H11 | 0.3457 | 0.3855 | 0.7061 | 0.072* | |
C12 | 0.2902 (6) | 0.2578 (6) | 0.7675 (4) | 0.0532 (16) | |
C13 | 0.2818 (7) | 0.3026 (8) | 0.3381 (5) | 0.0701 (11) | |
C14 | 0.2559 (6) | 0.3333 (7) | 0.2576 (4) | 0.0675 (19) | |
H14A | 0.2144 | 0.2811 | 0.2417 | 0.081* | |
H14B | 0.2125 | 0.3971 | 0.2647 | 0.081* | |
C15 | 0.3532 (6) | 0.3472 (7) | 0.1904 (5) | 0.0636 (17) | |
C16 | 0.3847 (7) | 0.4427 (7) | 0.1647 (5) | 0.0696 (19) | |
H16 | 0.3468 | 0.5006 | 0.1896 | 0.084* | |
C17 | 0.4723 (7) | 0.4547 (8) | 0.1022 (5) | 0.074 (2) | |
H17 | 0.4935 | 0.5203 | 0.0874 | 0.089* | |
C18 | 0.5267 (7) | 0.3731 (7) | 0.0629 (5) | 0.0689 (19) | |
H18 | 0.5844 | 0.3827 | 0.0208 | 0.083* | |
C19 | 0.4968 (6) | 0.2733 (7) | 0.0852 (4) | 0.0564 (17) | |
C20 | 0.5494 (7) | 0.1881 (7) | 0.0438 (5) | 0.0650 (18) | |
H20 | 0.6023 | 0.1973 | −0.0018 | 0.078* | |
C21 | 0.5254 (7) | 0.0911 (8) | 0.0684 (5) | 0.070 (2) | |
H21 | 0.5630 | 0.0351 | 0.0403 | 0.084* | |
C22 | 0.4461 (7) | 0.0755 (8) | 0.1343 (5) | 0.073 (2) | |
H22 | 0.4311 | 0.0091 | 0.1515 | 0.088* | |
C23 | 0.3889 (7) | 0.1577 (7) | 0.1749 (5) | 0.0664 (17) | |
H23 | 0.3341 | 0.1460 | 0.2187 | 0.080* | |
C24 | 0.4111 (6) | 0.2607 (7) | 0.1517 (4) | 0.0571 (16) | |
C25 | 0.5158 (6) | 0.3604 (7) | 0.5338 (5) | 0.0619 (18) | |
H25 | 0.4645 | 0.4132 | 0.5504 | 0.074* | |
C26 | 0.6139 (7) | 0.3686 (7) | 0.5516 (5) | 0.068 (2) | |
H26 | 0.6284 | 0.4258 | 0.5783 | 0.081* | |
C27 | 0.6899 (7) | 0.2896 (7) | 0.5286 (5) | 0.0671 (18) | |
H27 | 0.7563 | 0.2924 | 0.5405 | 0.080* | |
C28 | 0.6665 (6) | 0.2062 (7) | 0.4879 (5) | 0.0617 (18) | |
C29 | 0.5661 (6) | 0.2054 (6) | 0.4713 (4) | 0.0512 (16) | |
C30 | 0.5365 (6) | 0.1207 (6) | 0.4305 (4) | 0.0528 (16) | |
C31 | 0.6125 (7) | 0.0398 (6) | 0.4035 (5) | 0.0617 (18) | |
C32 | 0.5784 (7) | −0.0424 (7) | 0.3648 (5) | 0.069 (2) | |
H32 | 0.6246 | −0.0989 | 0.3476 | 0.083* | |
C33 | 0.4788 (8) | −0.0393 (7) | 0.3526 (5) | 0.072 (2) | |
H33 | 0.4572 | −0.0926 | 0.3255 | 0.086* | |
C34 | 0.4080 (7) | 0.0444 (7) | 0.3808 (5) | 0.0659 (19) | |
H34 | 0.3392 | 0.0445 | 0.3731 | 0.079* | |
C35 | 0.7408 (7) | 0.1210 (7) | 0.4588 (5) | 0.0686 (19) | |
H35 | 0.8088 | 0.1210 | 0.4682 | 0.082* | |
C36 | 0.7158 (7) | 0.0429 (7) | 0.4192 (5) | 0.069 (2) | |
H36 | 0.7661 | −0.0104 | 0.4014 | 0.083* | |
C37 | 0.7912 (8) | 0.1913 (9) | 0.8512 (5) | 0.0773 (12) | |
C38 | 0.7561 (7) | 0.1447 (8) | 0.7794 (5) | 0.080 (2) | |
H38A | 0.7308 | 0.0771 | 0.7941 | 0.096* | |
H38B | 0.6975 | 0.1872 | 0.7678 | 0.096* | |
C39 | 0.8420 (7) | 0.1356 (8) | 0.7062 (5) | 0.0723 (18) | |
C40 | 0.8845 (9) | 0.0397 (9) | 0.6840 (6) | 0.095 (2) | |
H40 | 0.8573 | −0.0162 | 0.7142 | 0.114* | |
C41 | 0.9643 (9) | 0.0231 (10) | 0.6197 (7) | 0.105 (3) | |
H41 | 0.9911 | −0.0438 | 0.6072 | 0.126* | |
C42 | 1.0044 (9) | 0.0955 (10) | 0.5754 (6) | 0.095 (2) | |
H42 | 1.0608 | 0.0798 | 0.5324 | 0.114* | |
C43 | 0.9667 (8) | 0.1992 (9) | 0.5888 (6) | 0.087 (2) | |
C44 | 1.0063 (10) | 0.2738 (10) | 0.5430 (7) | 0.106 (2) | |
H44 | 1.0622 | 0.2615 | 0.4991 | 0.128* | |
C45 | 0.9642 (10) | 0.3694 (10) | 0.5608 (6) | 0.103 (3) | |
H45 | 0.9927 | 0.4208 | 0.5260 | 0.124* | |
C46 | 0.8845 (10) | 0.4003 (10) | 0.6245 (7) | 0.111 (3) | |
H46 | 0.8611 | 0.4689 | 0.6325 | 0.133* | |
C47 | 0.8373 (9) | 0.3211 (9) | 0.6793 (6) | 0.094 (2) | |
H47 | 0.7833 | 0.3362 | 0.7240 | 0.113* | |
C48 | 0.8776 (7) | 0.2206 (8) | 0.6607 (5) | 0.0723 (18) | |
C49 | 0.7737 (6) | 0.1874 (6) | 1.0996 (4) | 0.0479 (16) | |
C50 | 0.7072 (6) | 0.1706 (6) | 1.1832 (4) | 0.0512 (16) | |
H50A | 0.6349 | 0.1615 | 1.1790 | 0.061* | |
H50B | 0.7334 | 0.1072 | 1.2040 | 0.061* | |
C51 | 0.7058 (5) | 0.2554 (6) | 1.2431 (4) | 0.0460 (15) | |
C52 | 0.6166 (6) | 0.3168 (6) | 1.2685 (4) | 0.0518 (16) | |
H52 | 0.5568 | 0.3058 | 1.2489 | 0.062* | |
C53 | 0.6126 (6) | 0.3961 (6) | 1.3237 (4) | 0.0548 (17) | |
H53 | 0.5502 | 0.4364 | 1.3410 | 0.066* | |
C54 | 0.6993 (6) | 0.4141 (6) | 1.3516 (4) | 0.0537 (17) | |
H54 | 0.6962 | 0.4678 | 1.3874 | 0.064* | |
C55 | 0.7953 (6) | 0.3527 (6) | 1.3277 (4) | 0.0482 (15) | |
C56 | 0.8837 (6) | 0.3693 (7) | 1.3580 (5) | 0.0614 (18) | |
H56 | 0.8814 | 0.4228 | 1.3940 | 0.074* | |
C57 | 0.9732 (7) | 0.3079 (7) | 1.3356 (5) | 0.0657 (19) | |
H57 | 1.0313 | 0.3183 | 1.3574 | 0.079* | |
C58 | 0.9789 (6) | 0.2300 (7) | 1.2804 (5) | 0.069 (2) | |
H58 | 1.0418 | 0.1901 | 1.2643 | 0.082* | |
C59 | 0.8940 (6) | 0.2106 (6) | 1.2489 (4) | 0.0556 (16) | |
H59 | 0.8989 | 0.1572 | 1.2126 | 0.067* | |
C60 | 0.7979 (5) | 0.2722 (6) | 1.2718 (4) | 0.0458 (15) | |
C61 | 1.0593 (6) | 0.1247 (6) | 1.0378 (4) | 0.0558 (17) | |
H61 | 1.0165 | 0.0695 | 1.0504 | 0.067* | |
C62 | 1.1564 (7) | 0.1222 (7) | 1.0596 (5) | 0.066 (2) | |
H62 | 1.1775 | 0.0658 | 1.0871 | 0.080* | |
C63 | 1.2203 (7) | 0.2012 (7) | 1.0412 (5) | 0.0619 (18) | |
H63 | 1.2854 | 0.1989 | 1.0557 | 0.074* | |
C64 | 1.1883 (6) | 0.2864 (6) | 1.0003 (4) | 0.0563 (17) | |
C65 | 1.0889 (6) | 0.2842 (6) | 0.9807 (4) | 0.0463 (15) | |
C66 | 1.0526 (6) | 0.3682 (6) | 0.9364 (4) | 0.0494 (16) | |
C67 | 1.1172 (6) | 0.4508 (6) | 0.9145 (4) | 0.0571 (17) | |
C68 | 1.0781 (7) | 0.5296 (7) | 0.8714 (5) | 0.0631 (19) | |
H68 | 1.1181 | 0.5861 | 0.8553 | 0.076* | |
C69 | 0.9818 (7) | 0.5242 (7) | 0.8528 (5) | 0.068 (2) | |
H69 | 0.9565 | 0.5759 | 0.8229 | 0.081* | |
C70 | 0.9208 (7) | 0.4394 (6) | 0.8792 (5) | 0.0640 (19) | |
H70 | 0.8540 | 0.4372 | 0.8680 | 0.077* | |
C71 | 1.2487 (6) | 0.3738 (7) | 0.9786 (5) | 0.0643 (18) | |
H71 | 1.3130 | 0.3773 | 0.9937 | 0.077* | |
C72 | 1.2148 (6) | 0.4518 (7) | 0.9365 (5) | 0.0635 (19) | |
H72 | 1.2570 | 0.5071 | 0.9220 | 0.076* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.0468 (5) | 0.0678 (7) | 0.0375 (5) | 0.0033 (4) | −0.0063 (4) | −0.0033 (4) |
Zn2 | 0.0469 (5) | 0.0671 (7) | 0.0368 (5) | −0.0113 (4) | −0.0061 (4) | 0.0061 (4) |
N1 | 0.043 (3) | 0.055 (4) | 0.038 (3) | 0.004 (3) | 0.001 (3) | −0.003 (3) |
N2 | 0.069 (4) | 0.062 (5) | 0.033 (3) | 0.002 (3) | −0.009 (3) | −0.008 (3) |
N3 | 0.054 (4) | 0.055 (4) | 0.039 (3) | −0.004 (3) | −0.006 (3) | 0.003 (3) |
N4 | 0.049 (4) | 0.055 (4) | 0.038 (3) | −0.002 (3) | −0.005 (3) | 0.009 (3) |
O1 | 0.065 (3) | 0.058 (3) | 0.050 (3) | −0.003 (2) | −0.007 (2) | 0.000 (2) |
O2 | 0.057 (3) | 0.054 (3) | 0.049 (3) | −0.001 (2) | −0.007 (2) | −0.005 (2) |
O3 | 0.055 (2) | 0.101 (3) | 0.057 (2) | 0.002 (2) | −0.0212 (16) | 0.007 (2) |
O4 | 0.061 (3) | 0.100 (4) | 0.049 (3) | 0.006 (3) | −0.008 (2) | 0.005 (3) |
O5 | 0.066 (3) | 0.113 (3) | 0.060 (3) | −0.016 (2) | −0.0265 (18) | 0.003 (2) |
O6 | 0.080 (3) | 0.100 (4) | 0.053 (3) | −0.035 (3) | −0.023 (3) | 0.010 (3) |
O7 | 0.075 (3) | 0.057 (3) | 0.050 (3) | −0.016 (3) | 0.004 (2) | −0.010 (2) |
O8 | 0.056 (3) | 0.054 (3) | 0.044 (2) | −0.010 (2) | −0.007 (2) | 0.010 (2) |
C1 | 0.050 (3) | 0.056 (4) | 0.045 (3) | −0.002 (3) | −0.012 (3) | −0.001 (3) |
C2 | 0.054 (3) | 0.055 (4) | 0.045 (3) | 0.002 (3) | −0.008 (3) | −0.008 (3) |
C3 | 0.059 (3) | 0.053 (3) | 0.041 (3) | −0.008 (3) | −0.002 (3) | −0.006 (3) |
C4 | 0.067 (4) | 0.064 (4) | 0.050 (3) | −0.012 (3) | 0.000 (3) | −0.006 (3) |
C5 | 0.083 (4) | 0.057 (4) | 0.055 (4) | −0.015 (4) | 0.010 (4) | −0.008 (3) |
C6 | 0.086 (4) | 0.060 (4) | 0.048 (3) | 0.000 (4) | −0.003 (3) | −0.002 (3) |
C7 | 0.069 (4) | 0.058 (4) | 0.044 (3) | 0.005 (3) | −0.002 (3) | −0.009 (3) |
C8 | 0.081 (4) | 0.069 (4) | 0.052 (4) | 0.015 (4) | −0.015 (3) | −0.003 (3) |
C9 | 0.065 (4) | 0.085 (5) | 0.062 (4) | 0.010 (4) | −0.019 (4) | −0.007 (4) |
C10 | 0.065 (4) | 0.079 (5) | 0.068 (4) | −0.007 (4) | −0.017 (4) | 0.001 (4) |
C11 | 0.061 (3) | 0.067 (4) | 0.054 (3) | −0.006 (3) | −0.015 (3) | 0.005 (3) |
C12 | 0.064 (3) | 0.054 (3) | 0.038 (3) | 0.000 (3) | −0.006 (3) | −0.003 (3) |
C13 | 0.055 (2) | 0.101 (3) | 0.057 (2) | 0.002 (2) | −0.0212 (16) | 0.007 (2) |
C14 | 0.051 (4) | 0.101 (5) | 0.051 (4) | 0.008 (4) | −0.017 (3) | 0.007 (4) |
C15 | 0.061 (3) | 0.089 (4) | 0.046 (3) | −0.006 (3) | −0.025 (3) | 0.009 (3) |
C16 | 0.070 (4) | 0.086 (4) | 0.057 (4) | −0.006 (4) | −0.023 (3) | 0.004 (3) |
C17 | 0.081 (4) | 0.082 (5) | 0.064 (4) | −0.021 (4) | −0.023 (4) | 0.016 (4) |
C18 | 0.066 (4) | 0.092 (5) | 0.052 (4) | −0.019 (4) | −0.015 (3) | 0.010 (4) |
C19 | 0.054 (3) | 0.078 (4) | 0.045 (3) | −0.019 (3) | −0.024 (3) | 0.006 (3) |
C20 | 0.060 (4) | 0.092 (4) | 0.046 (3) | −0.014 (4) | −0.017 (3) | 0.002 (3) |
C21 | 0.065 (4) | 0.087 (5) | 0.063 (4) | −0.008 (4) | −0.023 (4) | −0.007 (4) |
C22 | 0.075 (4) | 0.078 (5) | 0.071 (4) | −0.012 (4) | −0.025 (4) | 0.007 (4) |
C23 | 0.059 (3) | 0.090 (4) | 0.055 (3) | −0.012 (3) | −0.019 (3) | 0.012 (3) |
C24 | 0.052 (3) | 0.080 (4) | 0.046 (3) | −0.012 (3) | −0.024 (3) | 0.008 (3) |
C25 | 0.060 (4) | 0.070 (4) | 0.055 (4) | −0.003 (3) | −0.010 (3) | −0.005 (3) |
C26 | 0.070 (4) | 0.077 (5) | 0.055 (4) | −0.011 (4) | −0.008 (4) | −0.006 (4) |
C27 | 0.060 (4) | 0.085 (4) | 0.059 (3) | −0.010 (3) | −0.018 (3) | 0.005 (3) |
C28 | 0.055 (4) | 0.068 (4) | 0.056 (4) | 0.006 (3) | −0.001 (3) | 0.009 (3) |
C29 | 0.051 (3) | 0.057 (4) | 0.041 (3) | −0.001 (3) | −0.002 (3) | 0.010 (3) |
C30 | 0.058 (3) | 0.060 (4) | 0.039 (3) | 0.002 (3) | −0.007 (3) | 0.005 (3) |
C31 | 0.069 (4) | 0.057 (4) | 0.053 (4) | 0.005 (3) | −0.002 (3) | 0.008 (3) |
C32 | 0.080 (4) | 0.062 (4) | 0.057 (4) | 0.009 (4) | 0.002 (4) | 0.003 (3) |
C33 | 0.092 (5) | 0.064 (5) | 0.054 (4) | 0.001 (4) | −0.008 (4) | −0.004 (4) |
C34 | 0.070 (4) | 0.074 (4) | 0.052 (4) | −0.001 (4) | −0.011 (3) | −0.003 (4) |
C35 | 0.060 (4) | 0.074 (4) | 0.067 (4) | 0.007 (4) | −0.007 (3) | 0.009 (4) |
C36 | 0.062 (4) | 0.069 (4) | 0.067 (4) | 0.011 (4) | 0.000 (3) | 0.011 (4) |
C37 | 0.066 (3) | 0.113 (3) | 0.060 (3) | −0.016 (2) | −0.0265 (18) | 0.003 (2) |
C38 | 0.077 (4) | 0.108 (5) | 0.061 (4) | −0.033 (4) | −0.020 (3) | 0.000 (4) |
C39 | 0.074 (4) | 0.096 (4) | 0.055 (3) | −0.015 (3) | −0.029 (3) | −0.006 (3) |
C40 | 0.101 (4) | 0.112 (5) | 0.074 (4) | −0.012 (4) | −0.021 (4) | −0.002 (4) |
C41 | 0.102 (5) | 0.125 (5) | 0.088 (5) | −0.001 (5) | −0.023 (4) | 0.002 (5) |
C42 | 0.093 (5) | 0.122 (5) | 0.071 (4) | −0.008 (4) | −0.018 (4) | −0.005 (4) |
C43 | 0.093 (4) | 0.119 (5) | 0.064 (4) | −0.039 (4) | −0.038 (4) | 0.011 (4) |
C44 | 0.114 (5) | 0.136 (5) | 0.076 (4) | −0.026 (5) | −0.033 (4) | 0.007 (5) |
C45 | 0.119 (5) | 0.122 (6) | 0.074 (5) | −0.031 (5) | −0.029 (4) | 0.015 (5) |
C46 | 0.128 (5) | 0.118 (5) | 0.093 (5) | −0.032 (5) | −0.030 (5) | −0.014 (5) |
C47 | 0.108 (4) | 0.114 (4) | 0.070 (4) | −0.026 (4) | −0.035 (3) | −0.003 (4) |
C48 | 0.079 (4) | 0.099 (4) | 0.049 (3) | −0.023 (3) | −0.030 (3) | 0.002 (3) |
C49 | 0.053 (3) | 0.051 (4) | 0.041 (3) | −0.013 (3) | −0.010 (3) | 0.000 (3) |
C50 | 0.058 (3) | 0.058 (4) | 0.037 (3) | −0.016 (3) | −0.007 (3) | 0.002 (3) |
C51 | 0.049 (3) | 0.051 (3) | 0.037 (3) | −0.012 (3) | −0.004 (3) | 0.006 (3) |
C52 | 0.049 (3) | 0.063 (4) | 0.044 (3) | −0.009 (3) | −0.011 (3) | 0.004 (3) |
C53 | 0.054 (4) | 0.057 (4) | 0.050 (3) | 0.004 (3) | −0.006 (3) | −0.001 (3) |
C54 | 0.058 (4) | 0.055 (4) | 0.045 (3) | −0.010 (3) | −0.003 (3) | −0.001 (3) |
C55 | 0.047 (3) | 0.057 (4) | 0.040 (3) | −0.011 (3) | −0.007 (3) | 0.009 (3) |
C56 | 0.063 (4) | 0.074 (4) | 0.048 (3) | −0.014 (3) | −0.011 (3) | −0.001 (3) |
C57 | 0.059 (4) | 0.087 (5) | 0.053 (4) | −0.010 (4) | −0.016 (3) | 0.007 (4) |
C58 | 0.053 (4) | 0.080 (5) | 0.069 (4) | 0.004 (4) | −0.007 (4) | 0.013 (4) |
C59 | 0.052 (3) | 0.061 (4) | 0.051 (3) | −0.004 (3) | −0.005 (3) | 0.005 (3) |
C60 | 0.047 (3) | 0.052 (3) | 0.038 (3) | −0.009 (3) | −0.007 (3) | 0.006 (3) |
C61 | 0.062 (4) | 0.060 (4) | 0.046 (3) | −0.002 (3) | −0.013 (3) | 0.000 (3) |
C62 | 0.073 (4) | 0.069 (5) | 0.059 (4) | 0.011 (4) | −0.021 (4) | 0.003 (4) |
C63 | 0.057 (4) | 0.076 (4) | 0.057 (4) | 0.001 (3) | −0.025 (3) | −0.006 (4) |
C64 | 0.056 (4) | 0.065 (4) | 0.049 (3) | −0.008 (3) | −0.012 (3) | −0.013 (3) |
C65 | 0.047 (3) | 0.053 (3) | 0.039 (3) | −0.007 (3) | −0.010 (3) | −0.007 (3) |
C66 | 0.054 (3) | 0.054 (4) | 0.036 (3) | −0.006 (3) | −0.002 (3) | −0.003 (3) |
C67 | 0.061 (4) | 0.059 (4) | 0.048 (3) | −0.009 (3) | −0.003 (3) | −0.006 (3) |
C68 | 0.073 (4) | 0.061 (4) | 0.051 (4) | −0.020 (4) | 0.000 (3) | 0.000 (3) |
C69 | 0.089 (5) | 0.057 (4) | 0.054 (4) | −0.005 (4) | −0.010 (4) | 0.010 (4) |
C70 | 0.069 (4) | 0.067 (4) | 0.053 (4) | −0.002 (4) | −0.008 (3) | 0.010 (4) |
C71 | 0.054 (4) | 0.072 (4) | 0.065 (4) | −0.011 (3) | −0.007 (3) | −0.016 (3) |
C72 | 0.061 (4) | 0.063 (4) | 0.063 (4) | −0.020 (3) | 0.001 (3) | −0.017 (3) |
Geometric parameters (Å, º) top
Zn1—O2 | 2.061 (5) | C28—C29 | 1.392 (11) |
Zn1—O4 | 2.070 (6) | C28—C35 | 1.445 (11) |
Zn1—N1 | 2.110 (6) | C29—C30 | 1.430 (10) |
Zn1—N2 | 2.119 (6) | C30—C31 | 1.409 (10) |
Zn1—O1 | 2.273 (5) | C31—C32 | 1.409 (12) |
Zn1—O3 | 2.323 (5) | C31—C36 | 1.427 (11) |
Zn2—O6 | 1.998 (6) | C32—C33 | 1.351 (12) |
Zn2—O8 | 2.067 (5) | C32—H32 | 0.9300 |
Zn2—N4 | 2.100 (6) | C33—C34 | 1.402 (11) |
Zn2—N3 | 2.104 (6) | C33—H33 | 0.9300 |
Zn2—O7 | 2.268 (5) | C34—H34 | 0.9300 |
Zn2—O5 | 2.532 (6) | C35—C36 | 1.326 (12) |
N1—C25 | 1.308 (9) | C35—H35 | 0.9300 |
N1—C29 | 1.369 (9) | C36—H36 | 0.9300 |
N2—C34 | 1.333 (10) | C37—C38 | 1.544 (11) |
N2—C30 | 1.362 (9) | C38—C39 | 1.481 (12) |
N3—C61 | 1.330 (9) | C38—H38A | 0.9700 |
N3—C65 | 1.345 (9) | C38—H38B | 0.9700 |
N4—C66 | 1.346 (9) | C39—C40 | 1.361 (13) |
N4—C70 | 1.346 (9) | C39—C48 | 1.392 (12) |
O1—C1 | 1.222 (8) | C40—C41 | 1.344 (13) |
O2—C1 | 1.278 (9) | C40—H40 | 0.9300 |
O3—C13 | 1.229 (10) | C41—C42 | 1.267 (14) |
O4—C13 | 1.241 (10) | C41—H41 | 0.9300 |
O5—C37 | 1.235 (11) | C42—C43 | 1.416 (14) |
O6—C37 | 1.245 (11) | C42—H42 | 0.9300 |
O7—C49 | 1.246 (8) | C43—C44 | 1.300 (14) |
O8—C49 | 1.245 (8) | C43—C48 | 1.506 (13) |
C1—C2 | 1.521 (9) | C44—C45 | 1.344 (15) |
C2—C3 | 1.501 (10) | C44—H44 | 0.9299 |
C2—H2A | 0.9700 | C45—C46 | 1.371 (15) |
C2—H2B | 0.9700 | C45—H45 | 0.9300 |
C3—C4 | 1.382 (10) | C46—C47 | 1.457 (14) |
C3—C12 | 1.409 (10) | C46—H46 | 0.9300 |
C4—C5 | 1.415 (12) | C47—C48 | 1.396 (13) |
C4—H4 | 0.9300 | C47—H47 | 0.9300 |
C5—C6 | 1.340 (12) | C49—C50 | 1.519 (9) |
C5—H5 | 0.9300 | C50—C51 | 1.515 (9) |
C6—C7 | 1.388 (11) | C50—H50A | 0.9700 |
C6—H6 | 0.9300 | C50—H50B | 0.9700 |
C7—C8 | 1.437 (12) | C51—C52 | 1.359 (10) |
C7—C12 | 1.442 (11) | C51—C60 | 1.416 (10) |
C8—C9 | 1.325 (12) | C52—C53 | 1.400 (10) |
C8—H8 | 0.9300 | C52—H52 | 0.9300 |
C9—C10 | 1.415 (12) | C53—C54 | 1.350 (10) |
C9—H9 | 0.9300 | C53—H53 | 0.9300 |
C10—C11 | 1.352 (11) | C54—C55 | 1.423 (10) |
C10—H10 | 0.9300 | C54—H54 | 0.9300 |
C11—C12 | 1.423 (11) | C55—C56 | 1.387 (10) |
C11—H11 | 0.9300 | C55—C60 | 1.423 (10) |
C13—C14 | 1.533 (11) | C56—C57 | 1.356 (11) |
C14—C15 | 1.526 (11) | C56—H56 | 0.9300 |
C14—H14A | 0.9700 | C57—C58 | 1.383 (12) |
C14—H14B | 0.9700 | C57—H57 | 0.9300 |
C15—C16 | 1.372 (11) | C58—C59 | 1.366 (11) |
C15—C24 | 1.405 (11) | C58—H58 | 0.9300 |
C16—C17 | 1.393 (11) | C59—C60 | 1.423 (10) |
C16—H16 | 0.9300 | C59—H59 | 0.9300 |
C17—C18 | 1.341 (12) | C61—C62 | 1.388 (11) |
C17—H17 | 0.9300 | C61—H61 | 0.9300 |
C18—C19 | 1.406 (11) | C62—C63 | 1.352 (11) |
C18—H18 | 0.9300 | C62—H62 | 0.9300 |
C19—C20 | 1.386 (11) | C63—C64 | 1.400 (11) |
C19—C24 | 1.419 (10) | C63—H63 | 0.9300 |
C20—C21 | 1.362 (12) | C64—C65 | 1.403 (10) |
C20—H20 | 0.9300 | C64—C71 | 1.421 (11) |
C21—C22 | 1.370 (11) | C65—C66 | 1.443 (10) |
C21—H21 | 0.9300 | C66—C67 | 1.400 (10) |
C22—C23 | 1.371 (12) | C67—C68 | 1.398 (11) |
C22—H22 | 0.9300 | C67—C72 | 1.398 (11) |
C23—C24 | 1.425 (11) | C68—C69 | 1.361 (11) |
C23—H23 | 0.9300 | C68—H68 | 0.9300 |
C25—C26 | 1.382 (11) | C69—C70 | 1.411 (11) |
C25—H25 | 0.9300 | C69—H69 | 0.9300 |
C26—C27 | 1.380 (12) | C70—H70 | 0.9300 |
C26—H26 | 0.9300 | C71—C72 | 1.350 (11) |
C27—C28 | 1.382 (11) | C71—H71 | 0.9300 |
C27—H27 | 0.9300 | C72—H72 | 0.9300 |
| | | |
O2—Zn1—O4 | 147.8 (2) | C29—C28—C35 | 117.5 (8) |
O2—Zn1—N1 | 99.4 (2) | N1—C29—C28 | 122.0 (7) |
O4—Zn1—N1 | 104.1 (2) | N1—C29—C30 | 116.9 (7) |
O2—Zn1—N2 | 103.4 (2) | C28—C29—C30 | 121.0 (7) |
O4—Zn1—N2 | 102.6 (2) | N2—C30—C31 | 123.3 (8) |
N1—Zn1—N2 | 78.9 (2) | N2—C30—C29 | 117.8 (7) |
O2—Zn1—O1 | 60.32 (19) | C31—C30—C29 | 118.8 (7) |
O4—Zn1—O1 | 96.5 (2) | C32—C31—C30 | 116.4 (8) |
N1—Zn1—O1 | 92.6 (2) | C32—C31—C36 | 124.0 (8) |
N2—Zn1—O1 | 160.5 (2) | C30—C31—C36 | 119.5 (8) |
O2—Zn1—O3 | 102.6 (2) | C33—C32—C31 | 120.2 (8) |
O4—Zn1—O3 | 58.8 (2) | C33—C32—H32 | 119.9 |
N1—Zn1—O3 | 157.0 (2) | C31—C32—H32 | 119.9 |
N2—Zn1—O3 | 89.6 (2) | C32—C33—C34 | 119.9 (9) |
O1—Zn1—O3 | 104.0 (2) | C32—C33—H33 | 120.0 |
O6—Zn2—O8 | 138.3 (2) | C34—C33—H33 | 120.0 |
O6—Zn2—N4 | 106.6 (2) | N2—C34—C33 | 122.2 (9) |
O8—Zn2—N4 | 103.7 (2) | N2—C34—H34 | 118.9 |
O6—Zn2—N3 | 113.6 (2) | C33—C34—H34 | 118.9 |
O8—Zn2—N3 | 99.7 (2) | C36—C35—C28 | 122.5 (9) |
N4—Zn2—N3 | 78.8 (2) | C36—C35—H35 | 118.8 |
O6—Zn2—O7 | 94.4 (2) | C28—C35—H35 | 118.8 |
O8—Zn2—O7 | 60.40 (19) | C35—C36—C31 | 120.6 (8) |
N4—Zn2—O7 | 158.6 (2) | C35—C36—H36 | 119.7 |
N3—Zn2—O7 | 89.5 (2) | C31—C36—H36 | 119.7 |
O6—Zn2—O5 | 56.6 (2) | O5—C37—O6 | 124.7 (9) |
O8—Zn2—O5 | 96.7 (2) | O5—C37—C38 | 119.2 (9) |
N4—Zn2—O5 | 88.9 (2) | O6—C37—C38 | 116.1 (10) |
N3—Zn2—O5 | 161.4 (2) | C39—C38—C37 | 113.2 (7) |
O7—Zn2—O5 | 106.3 (2) | C39—C38—H38A | 108.9 |
C25—N1—C29 | 117.7 (7) | C37—C38—H38A | 108.9 |
C25—N1—Zn1 | 128.9 (5) | C39—C38—H38B | 108.9 |
C29—N1—Zn1 | 113.4 (5) | C37—C38—H38B | 108.9 |
C34—N2—C30 | 117.9 (7) | H38A—C38—H38B | 107.7 |
C34—N2—Zn1 | 129.2 (6) | C40—C39—C48 | 120.6 (10) |
C30—N2—Zn1 | 112.9 (5) | C40—C39—C38 | 117.3 (10) |
C61—N3—C65 | 119.1 (7) | C48—C39—C38 | 122.1 (9) |
C61—N3—Zn2 | 127.8 (5) | C41—C40—C39 | 122.1 (12) |
C65—N3—Zn2 | 113.0 (5) | C41—C40—H40 | 118.9 |
C66—N4—C70 | 117.2 (7) | C39—C40—H40 | 118.9 |
C66—N4—Zn2 | 113.9 (5) | C42—C41—C40 | 122.3 (13) |
C70—N4—Zn2 | 128.8 (5) | C42—C41—H41 | 118.8 |
C1—O1—Zn1 | 84.7 (4) | C40—C41—H41 | 118.8 |
C1—O2—Zn1 | 92.9 (4) | C41—C42—C43 | 122.5 (12) |
C13—O3—Zn1 | 83.5 (5) | C41—C42—H42 | 118.7 |
C13—O4—Zn1 | 94.9 (5) | C43—C42—H42 | 118.7 |
C37—O5—Zn2 | 77.1 (5) | C44—C43—C42 | 123.0 (12) |
C37—O6—Zn2 | 101.6 (6) | C44—C43—C48 | 120.4 (12) |
C49—O7—Zn2 | 83.8 (4) | C42—C43—C48 | 116.6 (10) |
C49—O8—Zn2 | 92.9 (4) | C43—C44—C45 | 118.2 (13) |
O1—C1—O2 | 121.9 (7) | C43—C44—H44 | 121.1 |
O1—C1—C2 | 120.6 (7) | C45—C44—H44 | 120.6 |
O2—C1—C2 | 117.5 (7) | C44—C45—C46 | 127.6 (13) |
C3—C2—C1 | 114.6 (6) | C44—C45—H45 | 116.1 |
C3—C2—H2A | 108.6 | C46—C45—H45 | 116.3 |
C1—C2—H2A | 108.6 | C45—C46—C47 | 117.3 (12) |
C3—C2—H2B | 108.6 | C45—C46—H46 | 121.6 |
C1—C2—H2B | 108.6 | C47—C46—H46 | 121.1 |
H2A—C2—H2B | 107.6 | C48—C47—C46 | 116.1 (11) |
C4—C3—C12 | 118.6 (7) | C48—C47—H47 | 121.7 |
C4—C3—C2 | 119.6 (7) | C46—C47—H47 | 122.2 |
C12—C3—C2 | 121.8 (7) | C39—C48—C47 | 123.9 (10) |
C3—C4—C5 | 119.8 (8) | C39—C48—C43 | 115.8 (10) |
C3—C4—H4 | 120.1 | C47—C48—C43 | 120.3 (10) |
C5—C4—H4 | 120.1 | O8—C49—O7 | 122.8 (7) |
C6—C5—C4 | 122.3 (8) | O8—C49—C50 | 118.8 (7) |
C6—C5—H5 | 118.9 | O7—C49—C50 | 118.4 (7) |
C4—C5—H5 | 118.9 | C51—C50—C49 | 115.7 (6) |
C5—C6—C7 | 120.4 (8) | C51—C50—H50A | 108.4 |
C5—C6—H6 | 119.8 | C49—C50—H50A | 108.4 |
C7—C6—H6 | 119.8 | C51—C50—H50B | 108.4 |
C6—C7—C8 | 124.2 (8) | C49—C50—H50B | 108.4 |
C6—C7—C12 | 118.5 (8) | H50A—C50—H50B | 107.4 |
C8—C7—C12 | 117.2 (8) | C52—C51—C60 | 119.8 (7) |
C9—C8—C7 | 122.9 (8) | C52—C51—C50 | 120.0 (7) |
C9—C8—H8 | 118.5 | C60—C51—C50 | 120.2 (6) |
C7—C8—H8 | 118.5 | C51—C52—C53 | 121.5 (7) |
C8—C9—C10 | 119.9 (9) | C51—C52—H52 | 119.3 |
C8—C9—H9 | 120.0 | C53—C52—H52 | 119.3 |
C10—C9—H9 | 120.0 | C54—C53—C52 | 119.9 (7) |
C11—C10—C9 | 120.3 (9) | C54—C53—H53 | 120.0 |
C11—C10—H10 | 119.9 | C52—C53—H53 | 120.0 |
C9—C10—H10 | 119.9 | C53—C54—C55 | 121.5 (7) |
C10—C11—C12 | 122.0 (8) | C53—C54—H54 | 119.2 |
C10—C11—H11 | 119.0 | C55—C54—H54 | 119.2 |
C12—C11—H11 | 119.0 | C56—C55—C54 | 121.6 (7) |
C3—C12—C11 | 122.0 (7) | C56—C55—C60 | 120.6 (7) |
C3—C12—C7 | 120.4 (7) | C54—C55—C60 | 117.8 (7) |
C11—C12—C7 | 117.6 (8) | C57—C56—C55 | 120.2 (8) |
O3—C13—O4 | 122.8 (8) | C57—C56—H56 | 119.9 |
O3—C13—C14 | 118.9 (8) | C55—C56—H56 | 119.9 |
O4—C13—C14 | 118.3 (9) | C56—C57—C58 | 120.6 (8) |
C15—C14—C13 | 114.0 (6) | C56—C57—H57 | 119.7 |
C15—C14—H14A | 108.7 | C58—C57—H57 | 119.7 |
C13—C14—H14A | 108.7 | C59—C58—C57 | 121.2 (8) |
C15—C14—H14B | 108.7 | C59—C58—H58 | 119.4 |
C13—C14—H14B | 108.7 | C57—C58—H58 | 119.4 |
H14A—C14—H14B | 107.6 | C58—C59—C60 | 120.0 (8) |
C16—C15—C24 | 118.4 (8) | C58—C59—H59 | 120.0 |
C16—C15—C14 | 121.7 (9) | C60—C59—H59 | 120.0 |
C24—C15—C14 | 119.8 (8) | C51—C60—C59 | 123.3 (7) |
C15—C16—C17 | 121.4 (9) | C51—C60—C55 | 119.4 (7) |
C15—C16—H16 | 119.3 | C59—C60—C55 | 117.3 (7) |
C17—C16—H16 | 119.3 | N3—C61—C62 | 121.2 (8) |
C18—C17—C16 | 121.1 (9) | N3—C61—H61 | 119.4 |
C18—C17—H17 | 119.5 | C62—C61—H61 | 119.4 |
C16—C17—H17 | 119.5 | C63—C62—C61 | 120.4 (8) |
C17—C18—C19 | 120.2 (8) | C63—C62—H62 | 119.8 |
C17—C18—H18 | 119.9 | C61—C62—H62 | 119.8 |
C19—C18—H18 | 119.9 | C62—C63—C64 | 119.8 (8) |
C20—C19—C18 | 121.3 (8) | C62—C63—H63 | 120.1 |
C20—C19—C24 | 119.9 (8) | C64—C63—H63 | 120.1 |
C18—C19—C24 | 118.8 (8) | C63—C64—C65 | 116.7 (7) |
C21—C20—C19 | 121.5 (8) | C63—C64—C71 | 124.5 (8) |
C21—C20—H20 | 119.3 | C65—C64—C71 | 118.8 (8) |
C19—C20—H20 | 119.3 | N3—C65—C64 | 122.7 (7) |
C20—C21—C22 | 120.4 (9) | N3—C65—C66 | 117.8 (6) |
C20—C21—H21 | 119.8 | C64—C65—C66 | 119.5 (7) |
C22—C21—H21 | 119.8 | N4—C66—C67 | 124.6 (7) |
C21—C22—C23 | 120.0 (9) | N4—C66—C65 | 116.3 (6) |
C21—C22—H22 | 120.0 | C67—C66—C65 | 119.1 (7) |
C23—C22—H22 | 120.0 | C68—C67—C72 | 123.4 (8) |
C22—C23—C24 | 121.8 (8) | C68—C67—C66 | 116.5 (8) |
C22—C23—H23 | 119.1 | C72—C67—C66 | 120.1 (8) |
C24—C23—H23 | 119.1 | C69—C68—C67 | 120.4 (8) |
C15—C24—C19 | 120.0 (8) | C69—C68—H68 | 119.8 |
C15—C24—C23 | 123.7 (8) | C67—C68—H68 | 119.8 |
C19—C24—C23 | 116.3 (8) | C68—C69—C70 | 119.2 (8) |
N1—C25—C26 | 124.1 (8) | C68—C69—H69 | 120.4 |
N1—C25—H25 | 117.9 | C70—C69—H69 | 120.4 |
C26—C25—H25 | 117.9 | N4—C70—C69 | 122.1 (8) |
C27—C26—C25 | 118.3 (8) | N4—C70—H70 | 119.0 |
C27—C26—H26 | 120.8 | C69—C70—H70 | 119.0 |
C25—C26—H26 | 120.8 | C72—C71—C64 | 121.5 (8) |
C26—C27—C28 | 119.5 (8) | C72—C71—H71 | 119.3 |
C26—C27—H27 | 120.3 | C64—C71—H71 | 119.3 |
C28—C27—H27 | 120.3 | C71—C72—C67 | 121.0 (8) |
C27—C28—C29 | 118.3 (8) | C71—C72—H72 | 119.5 |
C27—C28—C35 | 124.2 (8) | C67—C72—H72 | 119.5 |
| | | |
O2—Zn1—N1—C25 | −76.9 (7) | C18—C19—C24—C23 | −175.9 (7) |
O4—Zn1—N1—C25 | 80.9 (7) | C22—C23—C24—C15 | 178.6 (8) |
N2—Zn1—N1—C25 | −178.8 (7) | C22—C23—C24—C19 | −1.0 (11) |
O1—Zn1—N1—C25 | −16.5 (7) | C29—N1—C25—C26 | 0.3 (12) |
O3—Zn1—N1—C25 | 119.9 (7) | Zn1—N1—C25—C26 | −179.3 (6) |
O2—Zn1—N1—C29 | 103.4 (5) | N1—C25—C26—C27 | −1.3 (13) |
O4—Zn1—N1—C29 | −98.8 (5) | C25—C26—C27—C28 | 1.0 (12) |
N2—Zn1—N1—C29 | 1.5 (5) | C26—C27—C28—C29 | 0.1 (12) |
O1—Zn1—N1—C29 | 163.8 (5) | C26—C27—C28—C35 | 177.9 (8) |
O3—Zn1—N1—C29 | −59.8 (8) | C25—N1—C29—C28 | 0.9 (11) |
O2—Zn1—N2—C34 | 82.1 (7) | Zn1—N1—C29—C28 | −179.4 (5) |
O4—Zn1—N2—C34 | −78.6 (7) | C25—N1—C29—C30 | 178.9 (7) |
N1—Zn1—N2—C34 | 179.3 (7) | Zn1—N1—C29—C30 | −1.4 (8) |
O1—Zn1—N2—C34 | 114.0 (8) | C27—C28—C29—N1 | −1.1 (11) |
O3—Zn1—N2—C34 | −20.7 (7) | C35—C28—C29—N1 | −179.0 (7) |
O2—Zn1—N2—C30 | −98.5 (5) | C27—C28—C29—C30 | −179.0 (7) |
O4—Zn1—N2—C30 | 100.7 (5) | C35—C28—C29—C30 | 3.0 (11) |
N1—Zn1—N2—C30 | −1.4 (5) | C34—N2—C30—C31 | 2.0 (11) |
O1—Zn1—N2—C30 | −66.7 (9) | Zn1—N2—C30—C31 | −177.4 (6) |
O3—Zn1—N2—C30 | 158.6 (5) | C34—N2—C30—C29 | −179.5 (7) |
O6—Zn2—N3—C61 | −75.7 (6) | Zn1—N2—C30—C29 | 1.1 (8) |
O8—Zn2—N3—C61 | 78.7 (6) | N1—C29—C30—N2 | 0.2 (10) |
N4—Zn2—N3—C61 | −179.1 (6) | C28—C29—C30—N2 | 178.2 (6) |
O7—Zn2—N3—C61 | 18.9 (6) | N1—C29—C30—C31 | 178.8 (6) |
O5—Zn2—N3—C61 | −129.8 (7) | C28—C29—C30—C31 | −3.2 (11) |
O6—Zn2—N3—C65 | 107.6 (5) | N2—C30—C31—C32 | −2.4 (11) |
O8—Zn2—N3—C65 | −98.0 (5) | C29—C30—C31—C32 | 179.0 (7) |
N4—Zn2—N3—C65 | 4.2 (5) | N2—C30—C31—C36 | −179.8 (7) |
O7—Zn2—N3—C65 | −157.8 (5) | C29—C30—C31—C36 | 1.6 (11) |
O5—Zn2—N3—C65 | 53.5 (9) | C30—C31—C32—C33 | 2.4 (12) |
O6—Zn2—N4—C66 | −114.3 (5) | C36—C31—C32—C33 | 179.7 (8) |
O8—Zn2—N4—C66 | 94.6 (5) | C31—C32—C33—C34 | −2.0 (13) |
N3—Zn2—N4—C66 | −2.8 (5) | C30—N2—C34—C33 | −1.5 (11) |
O7—Zn2—N4—C66 | 55.1 (8) | Zn1—N2—C34—C33 | 177.8 (6) |
O5—Zn2—N4—C66 | −168.8 (5) | C32—C33—C34—N2 | 1.6 (13) |
O6—Zn2—N4—C70 | 67.1 (7) | C27—C28—C35—C36 | −179.2 (8) |
O8—Zn2—N4—C70 | −83.9 (6) | C29—C28—C35—C36 | −1.4 (12) |
N3—Zn2—N4—C70 | 178.7 (7) | C28—C35—C36—C31 | −0.1 (13) |
O7—Zn2—N4—C70 | −123.5 (7) | C32—C31—C36—C35 | −177.2 (8) |
O5—Zn2—N4—C70 | 12.7 (6) | C30—C31—C36—C35 | 0.0 (12) |
O2—Zn1—O1—C1 | 2.5 (4) | Zn2—O5—C37—O6 | −1.6 (9) |
O4—Zn1—O1—C1 | 158.7 (4) | Zn2—O5—C37—C38 | 178.7 (9) |
N1—Zn1—O1—C1 | −96.9 (4) | Zn2—O6—C37—O5 | 2.1 (12) |
N2—Zn1—O1—C1 | −33.7 (9) | Zn2—O6—C37—C38 | −178.3 (6) |
O3—Zn1—O1—C1 | 99.2 (4) | O5—C37—C38—C39 | 122.4 (10) |
O4—Zn1—O2—C1 | −51.2 (6) | O6—C37—C38—C39 | −57.3 (12) |
N1—Zn1—O2—C1 | 85.2 (4) | C37—C38—C39—C40 | 107.7 (10) |
N2—Zn1—O2—C1 | 165.9 (4) | C37—C38—C39—C48 | −73.4 (12) |
O1—Zn1—O2—C1 | −2.4 (4) | C48—C39—C40—C41 | 2.6 (15) |
O3—Zn1—O2—C1 | −101.4 (4) | C38—C39—C40—C41 | −178.5 (9) |
O2—Zn1—O3—C13 | 152.3 (5) | C39—C40—C41—C42 | −0.6 (18) |
O4—Zn1—O3—C13 | 0.9 (5) | C40—C41—C42—C43 | −1.7 (18) |
N1—Zn1—O3—C13 | −44.6 (9) | C41—C42—C43—C44 | −179.0 (11) |
N2—Zn1—O3—C13 | −104.0 (6) | C41—C42—C43—C48 | 1.9 (15) |
O1—Zn1—O3—C13 | 90.2 (5) | C42—C43—C44—C45 | 179.6 (10) |
O2—Zn1—O4—C13 | −62.1 (7) | C48—C43—C44—C45 | −1.3 (15) |
N1—Zn1—O4—C13 | 162.4 (5) | C43—C44—C45—C46 | 2.4 (19) |
N2—Zn1—O4—C13 | 80.9 (5) | C44—C45—C46—C47 | −1.4 (18) |
O1—Zn1—O4—C13 | −103.3 (5) | C45—C46—C47—C48 | −0.7 (14) |
O3—Zn1—O4—C13 | −0.9 (5) | C40—C39—C48—C47 | 179.4 (9) |
O6—Zn2—O5—C37 | 1.0 (6) | C38—C39—C48—C47 | 0.5 (13) |
O8—Zn2—O5—C37 | −144.5 (6) | C40—C39—C48—C43 | −2.1 (12) |
N4—Zn2—O5—C37 | 111.8 (6) | C38—C39—C48—C43 | 179.0 (7) |
N3—Zn2—O5—C37 | 63.8 (10) | C46—C47—C48—C39 | 180.0 (8) |
O7—Zn2—O5—C37 | −83.4 (6) | C46—C47—C48—C43 | 1.6 (13) |
O8—Zn2—O6—C37 | 56.8 (7) | C44—C43—C48—C39 | −179.2 (9) |
N4—Zn2—O6—C37 | −78.2 (6) | C42—C43—C48—C39 | 0.0 (12) |
N3—Zn2—O6—C37 | −163.0 (6) | C44—C43—C48—C47 | −0.6 (14) |
O7—Zn2—O6—C37 | 105.7 (6) | C42—C43—C48—C47 | 178.5 (9) |
O5—Zn2—O6—C37 | −1.0 (6) | Zn2—O8—C49—O7 | −3.1 (8) |
O6—Zn2—O7—C49 | −146.5 (5) | Zn2—O8—C49—C50 | 179.5 (6) |
O8—Zn2—O7—C49 | −1.6 (4) | Zn2—O7—C49—O8 | 2.8 (7) |
N4—Zn2—O7—C49 | 43.7 (8) | Zn2—O7—C49—C50 | −179.8 (6) |
N3—Zn2—O7—C49 | 99.9 (4) | O8—C49—C50—C51 | −28.7 (10) |
O5—Zn2—O7—C49 | −90.1 (4) | O7—C49—C50—C51 | 153.8 (7) |
O6—Zn2—O8—C49 | 61.3 (5) | C49—C50—C51—C52 | 109.3 (8) |
N4—Zn2—O8—C49 | −162.9 (4) | C49—C50—C51—C60 | −69.6 (9) |
N3—Zn2—O8—C49 | −82.2 (4) | C60—C51—C52—C53 | −0.9 (11) |
O7—Zn2—O8—C49 | 1.6 (4) | C50—C51—C52—C53 | −179.8 (6) |
O5—Zn2—O8—C49 | 106.6 (4) | C51—C52—C53—C54 | 1.2 (11) |
Zn1—O1—C1—O2 | −4.1 (7) | C52—C53—C54—C55 | −1.3 (11) |
Zn1—O1—C1—C2 | 176.2 (6) | C53—C54—C55—C56 | −178.2 (7) |
Zn1—O2—C1—O1 | 4.5 (7) | C53—C54—C55—C60 | 1.1 (11) |
Zn1—O2—C1—C2 | −175.7 (5) | C54—C55—C56—C57 | 178.4 (7) |
O1—C1—C2—C3 | −144.5 (7) | C60—C55—C56—C57 | −0.9 (11) |
O2—C1—C2—C3 | 35.8 (9) | C55—C56—C57—C58 | 2.0 (12) |
C1—C2—C3—C4 | −103.6 (8) | C56—C57—C58—C59 | −2.1 (13) |
C1—C2—C3—C12 | 73.6 (9) | C57—C58—C59—C60 | 1.1 (12) |
C12—C3—C4—C5 | −0.1 (11) | C52—C51—C60—C59 | 179.1 (7) |
C2—C3—C4—C5 | 177.1 (7) | C50—C51—C60—C59 | −1.9 (10) |
C3—C4—C5—C6 | −0.3 (12) | C52—C51—C60—C55 | 0.7 (10) |
C4—C5—C6—C7 | 0.5 (12) | C50—C51—C60—C55 | 179.6 (6) |
C5—C6—C7—C8 | 177.5 (7) | C58—C59—C60—C51 | −178.6 (7) |
C5—C6—C7—C12 | −0.2 (11) | C58—C59—C60—C55 | −0.1 (10) |
C6—C7—C8—C9 | −177.5 (8) | C56—C55—C60—C51 | 178.5 (7) |
C12—C7—C8—C9 | 0.3 (12) | C54—C55—C60—C51 | −0.8 (10) |
C7—C8—C9—C10 | −3.0 (13) | C56—C55—C60—C59 | 0.0 (10) |
C8—C9—C10—C11 | 3.7 (13) | C54—C55—C60—C59 | −179.3 (6) |
C9—C10—C11—C12 | −1.6 (13) | C65—N3—C61—C62 | 0.3 (10) |
C4—C3—C12—C11 | −179.5 (7) | Zn2—N3—C61—C62 | −176.2 (5) |
C2—C3—C12—C11 | 3.3 (11) | N3—C61—C62—C63 | −0.7 (12) |
C4—C3—C12—C7 | 0.4 (11) | C61—C62—C63—C64 | 0.4 (12) |
C2—C3—C12—C7 | −176.8 (6) | C62—C63—C64—C65 | 0.2 (11) |
C10—C11—C12—C3 | 178.8 (7) | C62—C63—C64—C71 | 179.5 (8) |
C10—C11—C12—C7 | −1.1 (12) | C61—N3—C65—C64 | 0.3 (10) |
C6—C7—C12—C3 | −0.2 (11) | Zn2—N3—C65—C64 | 177.3 (5) |
C8—C7—C12—C3 | −178.1 (7) | C61—N3—C65—C66 | 177.8 (6) |
C6—C7—C12—C11 | 179.7 (7) | Zn2—N3—C65—C66 | −5.2 (8) |
C8—C7—C12—C11 | 1.8 (10) | C63—C64—C65—N3 | −0.5 (11) |
Zn1—O3—C13—O4 | −1.6 (9) | C71—C64—C65—N3 | −179.8 (7) |
Zn1—O3—C13—C14 | 176.6 (8) | C63—C64—C65—C66 | −178.0 (7) |
Zn1—O4—C13—O3 | 1.8 (10) | C71—C64—C65—C66 | 2.6 (10) |
Zn1—O4—C13—C14 | −176.4 (7) | C70—N4—C66—C67 | 1.0 (10) |
O3—C13—C14—C15 | −135.4 (9) | Zn2—N4—C66—C67 | −177.7 (5) |
O4—C13—C14—C15 | 42.8 (12) | C70—N4—C66—C65 | 179.7 (6) |
C13—C14—C15—C16 | −103.9 (10) | Zn2—N4—C66—C65 | 0.9 (8) |
C13—C14—C15—C24 | 77.9 (10) | N3—C65—C66—N4 | 2.9 (9) |
C24—C15—C16—C17 | −0.4 (12) | C64—C65—C66—N4 | −179.5 (6) |
C14—C15—C16—C17 | −178.6 (7) | N3—C65—C66—C67 | −178.4 (6) |
C15—C16—C17—C18 | 2.5 (13) | C64—C65—C66—C67 | −0.7 (10) |
C16—C17—C18—C19 | −0.9 (13) | N4—C66—C67—C68 | −1.6 (11) |
C17—C18—C19—C20 | 177.7 (8) | C65—C66—C67—C68 | 179.8 (7) |
C17—C18—C19—C24 | −2.5 (11) | N4—C66—C67—C72 | 177.8 (7) |
C18—C19—C20—C21 | 175.5 (7) | C65—C66—C67—C72 | −0.8 (10) |
C24—C19—C20—C21 | −4.2 (11) | C72—C67—C68—C69 | −179.2 (7) |
C19—C20—C21—C22 | 1.5 (12) | C66—C67—C68—C69 | 0.2 (11) |
C20—C21—C22—C23 | 1.4 (13) | C67—C68—C69—C70 | 1.6 (12) |
C21—C22—C23—C24 | −1.6 (12) | C66—N4—C70—C69 | 0.9 (11) |
C16—C15—C24—C19 | −3.0 (11) | Zn2—N4—C70—C69 | 179.4 (6) |
C14—C15—C24—C19 | 175.2 (6) | C68—C69—C70—N4 | −2.2 (12) |
C16—C15—C24—C23 | 177.4 (7) | C63—C64—C71—C72 | 177.5 (8) |
C14—C15—C24—C23 | −4.3 (11) | C65—C64—C71—C72 | −3.2 (11) |
C20—C19—C24—C15 | −175.7 (7) | C64—C71—C72—C67 | 1.7 (12) |
C18—C19—C24—C15 | 4.5 (10) | C68—C67—C72—C71 | 179.7 (8) |
C20—C19—C24—C23 | 3.8 (10) | C66—C67—C72—C71 | 0.3 (11) |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C54—H54···O1i | 0.93 | 2.43 | 3.320 (9) | 161 |
C20—H20···O5ii | 0.93 | 2.58 | 3.493 (11) | 166 |
C44—H44···O3iii | 0.93 | 2.70 | 3.627 (14) | 176 |
C68—H68···O8iv | 0.93 | 2.67 | 3.407 (10) | 137 |
C32—H32···O2v | 0.93 | 2.68 | 3.350 (10) | 130 |
C6—H6···O7vi | 0.93 | 2.54 | 3.275 (10) | 136 |
Symmetry codes: (i) −x+1, −y+1, −z+2; (ii) x, y, z−1; (iii) x+1, y, z; (iv) −x+2, −y+1, −z+2; (v) −x+1, −y, −z+1; (vi) −x+1, −y, −z+2. |