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The synthesis and crystal structure of a coordination polymer composed of β-diketonato zinc(II) [Zn(dbm)2] and tri­aryl­amine-based bridging ligands (T3PyA) is reported. The asymmetric unit in the crystal consists of two independent halves of Zn(dbm)2, one T3PyA and one solvate THF. Each ZnII atom is located on an inversion centre and adopts an elongated octa­hedral coordination geometry. In the crystal, the coordination polymer chains are linked via C—H...π inter­actions into a three-dimensional framework.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S2056989019012350/is5520sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2056989019012350/is5520Isup2.hkl
Contains datablock I

CCDC reference: 1951564

Key indicators

  • Single-crystal X-ray study
  • T = 193 K
  • Mean [sigma](C-C) = 0.004 Å
  • Disorder in solvent or counterion
  • R factor = 0.058
  • wR factor = 0.128
  • Data-to-parameter ratio = 17.2

checkCIF/PLATON results

No syntax errors found



Datablock: I


Alert level B PLAT910_ALERT_3_B Missing # of FCF Reflection(s) Below Theta(Min). 16 Note
Author Response: As described in Refinement section, 15 reflections were affected by the beam stop and there was one outlier (\=3 1 1). They were omitted from cycles of refinement. Still, the completeness of the data collection is 0.996. We consider that the missing reflections dose not affect refinment of the structure.

Alert level C PLAT906_ALERT_3_C Large K Value in the Analysis of Variance ...... 13.235 Check
Author Response: We examined about the cause of this Alert, but could not find it. We consider that the Alert is not so serious problem...
PLAT906_ALERT_3_C Large K Value in the Analysis of Variance ......      2.895 Check
Author Response: We examined about the cause of this Alert, but could not find it. We consider that the Alert is not so serious problem...
PLAT911_ALERT_3_C Missing FCF Refl Between Thmin & STh/L=    0.600          3 Report
Author Response: The completeness of the data collection is 0.996. We consider that the missing reflections dose not affect refinment of the structure.

Alert level G PLAT002_ALERT_2_G Number of Distance or Angle Restraints on AtSite 10 Note PLAT004_ALERT_5_G Polymeric Structure Found with Maximum Dimension 1 Info PLAT171_ALERT_4_G The CIF-Embedded .res File Contains EADP Records 5 Report PLAT175_ALERT_4_G The CIF-Embedded .res File Contains SAME Records 2 Report PLAT302_ALERT_4_G Anion/Solvent/Minor-Residue Disorder (Resd 2 ) 100% Note PLAT302_ALERT_4_G Anion/Solvent/Minor-Residue Disorder (Resd 3 ) 100% Note PLAT398_ALERT_2_G Deviating C-O-C Angle From 120 for O7A 107.2 Degree PLAT398_ALERT_2_G Deviating C-O-C Angle From 120 for O7B 108.1 Degree PLAT794_ALERT_5_G Tentative Bond Valency for Zn1 (II) . 2.10 Info PLAT794_ALERT_5_G Tentative Bond Valency for Zn2 (II) . 2.05 Info PLAT860_ALERT_3_G Number of Least-Squares Restraints ............. 10 Note PLAT882_ALERT_1_G No Datum for _diffrn_reflns_av_unetI/netI ...... Please Do ! PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L= 0.600 26 Note PLAT933_ALERT_2_G Number of OMIT Records in Embedded .res File ... 1 Note PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density. 4 Info
0 ALERT level A = Most likely a serious problem - resolve or explain 1 ALERT level B = A potentially serious problem, consider carefully 3 ALERT level C = Check. Ensure it is not caused by an omission or oversight 15 ALERT level G = General information/check it is not something unexpected 1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 5 ALERT type 2 Indicator that the structure model may be wrong or deficient 5 ALERT type 3 Indicator that the structure quality may be low 5 ALERT type 4 Improvement, methodology, query or suggestion 3 ALERT type 5 Informative message, check

Computing details top

Data collection: RAPID-AUTO (Rigaku, 2006); cell refinement: RAPID-AUTO (Rigaku, 2006); data reduction: RAPID-AUTO (Rigaku, 2006); program(s) used to solve structure: SIR92 (Altomare et al., 1993); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015); molecular graphics: PLATON (Spek, 2009); software used to prepare material for publication: CrystalStructure (Rigaku, 2016).

catena-Poly[[[bis(3-oxo-1,3-diphenylprop-1-enolato-κ2O,O')zinc(II)]-µ2-tris[4-(pyridin-3-yl)phenyl]amine-κ2N:N'] tetrahydrofuran monosolvate] top
Crystal data top
[Zn(C15H11O2)2(C33H24N4)]·C4H8OF(000) = 2216.00
Mr = 1060.53Dx = 1.315 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71075 Å
a = 27.2823 (14) ÅCell parameters from 32853 reflections
b = 19.7693 (12) Åθ = 3.0–27.5°
c = 9.9674 (5) ŵ = 0.52 mm1
β = 94.614 (7)°T = 193 K
V = 5358.5 (5) Å3Block, colorless
Z = 40.20 × 0.20 × 0.10 mm
Data collection top
Rigaku R-AXIS RAPID
diffractometer
8421 reflections with F2 > 2.0σ(F2)
Detector resolution: 10.000 pixels mm-1Rint = 0.083
ω scansθmax = 27.5°, θmin = 3.0°
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)
h = 3533
Tmin = 0.669, Tmax = 0.950k = 2525
51154 measured reflectionsl = 1212
12244 independent reflections
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.058Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.128H-atom parameters constrained
S = 1.04 w = 1/[σ2(Fo2) + (0.0403P)2 + 4.506P]
where P = (Fo2 + 2Fc2)/3
12244 reflections(Δ/σ)max < 0.001
713 parametersΔρmax = 0.51 e Å3
10 restraintsΔρmin = 0.55 e Å3
Primary atom site location: structure-invariant direct methods
Special details top

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F2. R-factor (gt) are based on F. The threshold expression of F2 > 2.0 sigma(F2) is used only for calculating R-factor (gt).

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
Zn10.50000.50001.00000.02737 (11)
Zn20.00000.50000.50000.02745 (11)
O30.46823 (7)0.41755 (9)0.90263 (18)0.0343 (4)
O40.45865 (7)0.56001 (9)0.86625 (17)0.0307 (4)
O50.06591 (7)0.50291 (10)0.41611 (18)0.0329 (4)
O60.03477 (7)0.53567 (9)0.32255 (18)0.0304 (4)
N80.21836 (8)0.75706 (11)1.0755 (2)0.0303 (5)
N90.43981 (8)0.50191 (11)1.1341 (2)0.0302 (5)
N100.00979 (8)0.60638 (11)0.5743 (2)0.0308 (5)
N110.24217 (12)1.13638 (14)1.3238 (3)0.0608 (9)
C120.40705 (12)0.33603 (15)0.6141 (3)0.0412 (7)
H120.38610.37170.58070.049*
C130.40264 (14)0.27253 (17)0.5561 (3)0.0517 (9)
H130.37900.26490.48240.062*
C140.43237 (13)0.22048 (16)0.6048 (4)0.0535 (9)
H140.42990.17720.56340.064*
C150.46578 (13)0.23118 (16)0.7136 (4)0.0526 (9)
H150.48580.19490.74870.063*
C160.47034 (11)0.29448 (15)0.7719 (3)0.0413 (7)
H160.49320.30140.84770.050*
C170.44182 (10)0.34795 (13)0.7208 (3)0.0310 (6)
C180.45079 (10)0.41676 (14)0.7820 (3)0.0304 (6)
C190.44048 (10)0.47457 (14)0.7012 (3)0.0314 (6)
H190.42960.46750.60930.038*
C200.44503 (9)0.54118 (13)0.7465 (3)0.0274 (6)
C210.43292 (9)0.59851 (13)0.6508 (3)0.0264 (6)
C220.41197 (10)0.65671 (14)0.6995 (3)0.0328 (6)
H220.40400.65840.79050.039*
C230.40258 (12)0.71197 (15)0.6173 (3)0.0441 (8)
H230.38710.75090.65050.053*
C240.41568 (14)0.71056 (18)0.4867 (4)0.0576 (10)
H240.41010.74910.43060.069*
C250.43677 (14)0.65346 (18)0.4373 (3)0.0541 (9)
H250.44570.65280.34710.065*
C260.44509 (11)0.59711 (16)0.5176 (3)0.0384 (7)
H260.45910.55750.48230.046*
C270.13575 (10)0.51169 (13)0.1293 (3)0.0322 (6)
H270.10990.50970.05970.039*
C280.18406 (11)0.50517 (15)0.0978 (3)0.0389 (7)
H280.19110.49780.00720.047*
C290.22161 (11)0.50935 (16)0.1968 (4)0.0449 (8)
H290.25470.50510.17490.054*
C300.21144 (11)0.51977 (18)0.3292 (4)0.0480 (8)
H300.23760.52360.39780.058*
C310.16317 (10)0.52457 (15)0.3615 (3)0.0374 (7)
H310.15630.53030.45270.045*
C320.12475 (10)0.52116 (13)0.2621 (3)0.0284 (6)
C330.07303 (10)0.52595 (13)0.3015 (3)0.0279 (6)
C340.03721 (10)0.55579 (14)0.2102 (3)0.0304 (6)
H340.04860.57610.13200.037*
C350.01330 (9)0.55847 (13)0.2236 (3)0.0263 (6)
C360.04605 (10)0.59145 (13)0.1145 (3)0.0283 (6)
C370.09199 (10)0.61582 (15)0.1451 (3)0.0346 (6)
H370.10200.61030.23360.042*
C380.12305 (11)0.64781 (15)0.0484 (3)0.0412 (7)
H380.15400.66430.07110.049*
C390.10916 (11)0.65585 (16)0.0810 (3)0.0439 (8)
H390.13020.67840.14700.053*
C400.06450 (12)0.63083 (16)0.1134 (3)0.0420 (7)
H400.05510.63530.20270.050*
C410.03314 (10)0.59917 (14)0.0170 (3)0.0339 (6)
H410.00240.58250.04080.041*
C420.25467 (9)0.70554 (13)1.1048 (3)0.0277 (6)
C430.27359 (10)0.66926 (14)1.0018 (3)0.0308 (6)
H430.26150.67700.91110.037*
C440.31018 (10)0.62179 (14)1.0312 (3)0.0301 (6)
H440.32360.59810.95970.036*
C450.32775 (9)0.60808 (13)1.1632 (3)0.0268 (6)
C460.30764 (10)0.64398 (14)1.2660 (3)0.0310 (6)
H460.31880.63531.35710.037*
C470.27148 (10)0.69210 (14)1.2365 (3)0.0301 (6)
H470.25810.71611.30760.036*
C480.17551 (9)0.74194 (13)0.9924 (3)0.0258 (5)
C490.15424 (10)0.78918 (13)0.9014 (3)0.0299 (6)
H490.16800.83320.89760.036*
C500.11354 (10)0.77273 (13)0.8170 (3)0.0307 (6)
H500.09970.80580.75590.037*
C510.09207 (9)0.70849 (13)0.8189 (3)0.0266 (6)
C520.11303 (9)0.66233 (13)0.9123 (3)0.0288 (6)
H520.09900.61850.91700.035*
C530.15362 (10)0.67833 (13)0.9983 (3)0.0286 (6)
H530.16670.64591.06170.034*
C540.22980 (9)0.82375 (13)1.1193 (3)0.0267 (6)
C550.27766 (9)0.84818 (13)1.1208 (3)0.0287 (6)
H550.30270.82031.08930.034*
C560.28929 (10)0.91228 (14)1.1673 (3)0.0300 (6)
H560.32220.92801.16620.036*
C570.25386 (10)0.95476 (13)1.2162 (3)0.0281 (6)
C580.20597 (10)0.92973 (13)1.2127 (3)0.0302 (6)
H580.18090.95761.24390.036*
C590.19376 (10)0.86593 (14)1.1655 (3)0.0295 (6)
H590.16070.85061.16430.035*
C600.36486 (9)0.55430 (13)1.1920 (3)0.0265 (6)
C610.40591 (10)0.55061 (13)1.1191 (3)0.0290 (6)
H610.41020.58491.05440.035*
C620.43328 (11)0.45340 (14)1.2257 (3)0.0338 (6)
H620.45690.41811.23730.041*
C630.39405 (11)0.45289 (15)1.3029 (3)0.0381 (7)
H630.39050.41771.36630.046*
C640.35945 (10)0.50436 (15)1.2875 (3)0.0346 (6)
H640.33240.50541.34180.041*
C650.05086 (10)0.69018 (13)0.7199 (3)0.0294 (6)
C660.04572 (9)0.62529 (13)0.6664 (3)0.0289 (6)
H660.06920.59220.69720.035*
C670.02290 (11)0.65327 (15)0.5312 (3)0.0383 (7)
H670.04880.64080.46650.046*
C680.02076 (12)0.71905 (16)0.5767 (3)0.0450 (8)
H680.04440.75120.54240.054*
C690.01594 (11)0.73772 (15)0.6722 (3)0.0392 (7)
H690.01750.78280.70560.047*
C700.26721 (11)1.02246 (14)1.2723 (3)0.0339 (6)
C710.23316 (13)1.07453 (16)1.2725 (3)0.0464 (8)
H710.20091.06571.23320.056*
C720.28771 (15)1.14791 (19)1.3772 (4)0.0627 (11)
H720.29501.19121.41520.075*
C730.32479 (14)1.10082 (18)1.3806 (4)0.0545 (9)
H730.35691.11171.41840.065*
C740.31441 (12)1.03756 (16)1.3278 (3)0.0418 (7)
H740.33951.00421.32940.050*
O7A0.30876 (19)0.3309 (4)0.3809 (5)0.0718 (15)0.631 (7)
C75A0.2656 (4)0.3526 (8)0.4433 (8)0.071 (2)0.631 (7)
H75A0.26440.40260.44910.085*0.631 (7)
H75B0.26510.33350.53500.085*0.631 (7)
C76A0.2224 (4)0.3257 (8)0.3513 (9)0.071 (2)0.631 (7)
H76A0.21030.28240.38590.085*0.631 (7)
H76B0.19490.35870.34430.085*0.631 (7)
C77A0.2426 (3)0.3159 (7)0.2184 (9)0.064 (2)0.631 (7)
H77A0.22730.34790.15110.076*0.631 (7)
H77B0.23660.26920.18540.076*0.631 (7)
C78A0.2966 (4)0.3293 (12)0.2427 (12)0.072 (3)0.631 (7)
H78A0.31540.29320.20100.087*0.631 (7)
H78B0.30490.37310.20200.087*0.631 (7)
O7B0.3004 (4)0.3737 (6)0.3829 (10)0.0718 (15)0.369 (7)
C75B0.2723 (7)0.3464 (15)0.4837 (14)0.071 (2)0.369 (7)
H75C0.26670.38070.55330.085*0.369 (7)
H75D0.28900.30670.52740.085*0.369 (7)
C76B0.2240 (7)0.3260 (16)0.4069 (17)0.071 (2)0.369 (7)
H76C0.21280.28160.43890.085*0.369 (7)
H76D0.19820.36010.41960.085*0.369 (7)
C77B0.2343 (7)0.3219 (14)0.2619 (18)0.064 (2)0.369 (7)
H77C0.21400.35490.20710.076*0.369 (7)
H77D0.22760.27590.22570.076*0.369 (7)
C78B0.2879 (8)0.339 (2)0.263 (2)0.072 (3)0.369 (7)
H78C0.30770.29700.25920.087*0.369 (7)
H78D0.29400.36740.18450.087*0.369 (7)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Zn10.0355 (2)0.0210 (2)0.0252 (2)0.00777 (19)0.00072 (18)0.00111 (18)
Zn20.0287 (2)0.0261 (2)0.0277 (2)0.00193 (19)0.00256 (18)0.00102 (19)
O30.0497 (12)0.0221 (10)0.0298 (10)0.0016 (9)0.0045 (9)0.0008 (8)
O40.0418 (11)0.0241 (10)0.0253 (9)0.0101 (8)0.0045 (8)0.0023 (8)
O50.0307 (9)0.0352 (11)0.0329 (10)0.0002 (9)0.0039 (8)0.0035 (9)
O60.0299 (10)0.0306 (11)0.0306 (10)0.0008 (8)0.0020 (8)0.0031 (8)
N80.0307 (12)0.0192 (11)0.0399 (13)0.0023 (9)0.0033 (10)0.0039 (10)
N90.0360 (12)0.0222 (11)0.0322 (11)0.0076 (10)0.0006 (10)0.0010 (10)
N100.0322 (12)0.0273 (12)0.0323 (12)0.0003 (10)0.0010 (10)0.0013 (10)
N110.067 (2)0.0284 (15)0.090 (2)0.0033 (14)0.0235 (18)0.0145 (15)
C120.0544 (19)0.0268 (16)0.0416 (17)0.0041 (14)0.0021 (15)0.0012 (13)
C130.073 (2)0.0350 (18)0.0444 (18)0.0114 (17)0.0111 (18)0.0035 (15)
C140.071 (2)0.0231 (16)0.066 (2)0.0053 (16)0.004 (2)0.0109 (16)
C150.053 (2)0.0221 (16)0.081 (3)0.0039 (14)0.0039 (19)0.0039 (16)
C160.0415 (17)0.0243 (15)0.0567 (19)0.0017 (13)0.0043 (15)0.0005 (14)
C170.0374 (15)0.0202 (13)0.0356 (15)0.0025 (11)0.0043 (13)0.0009 (11)
C180.0338 (14)0.0231 (14)0.0342 (15)0.0035 (11)0.0025 (12)0.0015 (11)
C190.0411 (16)0.0254 (14)0.0266 (13)0.0020 (12)0.0038 (12)0.0004 (11)
C200.0274 (13)0.0245 (14)0.0305 (14)0.0025 (11)0.0034 (12)0.0017 (11)
C210.0262 (13)0.0228 (13)0.0295 (13)0.0024 (11)0.0016 (11)0.0023 (11)
C220.0366 (15)0.0253 (15)0.0355 (15)0.0009 (12)0.0028 (13)0.0019 (12)
C230.0529 (19)0.0234 (16)0.053 (2)0.0018 (14)0.0120 (16)0.0046 (14)
C240.081 (3)0.0334 (19)0.055 (2)0.0125 (18)0.0185 (19)0.0205 (16)
C250.081 (3)0.049 (2)0.0326 (16)0.0166 (19)0.0001 (17)0.0128 (15)
C260.0490 (18)0.0347 (17)0.0319 (15)0.0063 (14)0.0062 (14)0.0018 (13)
C270.0342 (14)0.0247 (15)0.0379 (15)0.0009 (11)0.0036 (13)0.0044 (11)
C280.0400 (16)0.0296 (16)0.0489 (17)0.0017 (13)0.0153 (14)0.0032 (14)
C290.0298 (15)0.0380 (19)0.068 (2)0.0031 (13)0.0109 (15)0.0005 (16)
C300.0321 (16)0.055 (2)0.056 (2)0.0032 (14)0.0022 (15)0.0050 (16)
C310.0328 (15)0.0380 (16)0.0413 (16)0.0035 (13)0.0032 (13)0.0050 (13)
C320.0307 (14)0.0156 (12)0.0391 (15)0.0025 (10)0.0049 (12)0.0001 (11)
C330.0295 (13)0.0178 (12)0.0368 (15)0.0039 (11)0.0051 (12)0.0026 (11)
C340.0327 (14)0.0256 (14)0.0334 (14)0.0008 (11)0.0054 (12)0.0033 (12)
C350.0320 (14)0.0167 (13)0.0300 (13)0.0020 (11)0.0006 (12)0.0043 (10)
C360.0295 (14)0.0232 (14)0.0318 (14)0.0053 (11)0.0012 (12)0.0001 (11)
C370.0314 (14)0.0339 (16)0.0383 (16)0.0019 (12)0.0017 (13)0.0002 (13)
C380.0332 (15)0.0336 (17)0.0556 (19)0.0014 (13)0.0032 (14)0.0022 (15)
C390.0430 (18)0.0367 (18)0.0492 (19)0.0061 (14)0.0122 (15)0.0082 (15)
C400.0480 (18)0.0399 (18)0.0367 (16)0.0104 (15)0.0043 (14)0.0057 (14)
C410.0343 (15)0.0317 (16)0.0355 (15)0.0058 (12)0.0014 (13)0.0025 (12)
C420.0265 (13)0.0207 (13)0.0361 (14)0.0010 (11)0.0034 (12)0.0017 (11)
C430.0388 (15)0.0255 (14)0.0277 (13)0.0045 (12)0.0005 (12)0.0008 (11)
C440.0340 (14)0.0279 (14)0.0287 (14)0.0034 (12)0.0051 (12)0.0032 (11)
C450.0279 (13)0.0227 (13)0.0304 (14)0.0008 (11)0.0056 (11)0.0013 (11)
C460.0369 (15)0.0292 (15)0.0271 (14)0.0040 (12)0.0038 (12)0.0019 (11)
C470.0337 (14)0.0272 (15)0.0299 (14)0.0033 (12)0.0064 (12)0.0047 (11)
C480.0262 (13)0.0212 (13)0.0302 (13)0.0013 (10)0.0030 (11)0.0031 (11)
C490.0310 (14)0.0212 (14)0.0374 (15)0.0029 (11)0.0015 (12)0.0013 (11)
C500.0348 (15)0.0221 (14)0.0353 (15)0.0035 (11)0.0033 (12)0.0022 (11)
C510.0292 (13)0.0200 (13)0.0310 (14)0.0008 (11)0.0040 (12)0.0025 (11)
C520.0314 (14)0.0201 (13)0.0353 (14)0.0024 (11)0.0049 (12)0.0002 (11)
C530.0325 (14)0.0215 (13)0.0316 (14)0.0030 (11)0.0020 (12)0.0006 (11)
C540.0301 (13)0.0211 (13)0.0286 (13)0.0002 (11)0.0007 (11)0.0005 (11)
C550.0285 (13)0.0243 (14)0.0337 (14)0.0040 (11)0.0046 (12)0.0004 (11)
C560.0280 (13)0.0277 (14)0.0341 (14)0.0045 (11)0.0022 (12)0.0050 (12)
C570.0334 (14)0.0225 (13)0.0284 (13)0.0005 (11)0.0026 (12)0.0011 (11)
C580.0323 (14)0.0246 (14)0.0339 (14)0.0021 (11)0.0050 (12)0.0044 (11)
C590.0268 (13)0.0284 (15)0.0337 (14)0.0006 (11)0.0053 (12)0.0018 (12)
C600.0313 (14)0.0205 (13)0.0275 (13)0.0018 (11)0.0016 (11)0.0017 (11)
C610.0376 (15)0.0209 (13)0.0284 (13)0.0053 (11)0.0022 (12)0.0022 (11)
C620.0401 (16)0.0202 (14)0.0405 (16)0.0057 (12)0.0001 (14)0.0024 (12)
C630.0456 (17)0.0266 (15)0.0420 (16)0.0023 (13)0.0023 (14)0.0117 (13)
C640.0341 (14)0.0344 (16)0.0357 (14)0.0010 (13)0.0059 (12)0.0054 (13)
C650.0300 (14)0.0244 (14)0.0337 (14)0.0002 (11)0.0034 (12)0.0008 (11)
C660.0272 (13)0.0219 (13)0.0373 (15)0.0023 (11)0.0001 (12)0.0001 (11)
C670.0368 (16)0.0352 (17)0.0406 (16)0.0012 (13)0.0108 (13)0.0003 (13)
C680.0470 (18)0.0313 (17)0.0537 (19)0.0099 (14)0.0152 (16)0.0001 (14)
C690.0416 (16)0.0251 (15)0.0491 (18)0.0034 (13)0.0075 (14)0.0033 (13)
C700.0418 (16)0.0258 (14)0.0351 (15)0.0057 (12)0.0084 (13)0.0010 (12)
C710.0488 (18)0.0295 (17)0.062 (2)0.0036 (14)0.0134 (17)0.0065 (15)
C720.076 (3)0.037 (2)0.079 (3)0.0200 (19)0.024 (2)0.0221 (19)
C730.058 (2)0.044 (2)0.062 (2)0.0194 (17)0.0076 (18)0.0151 (17)
C740.0472 (18)0.0316 (17)0.0469 (18)0.0088 (14)0.0066 (15)0.0037 (14)
O7A0.065 (2)0.092 (5)0.057 (2)0.002 (3)0.0053 (19)0.006 (3)
C75A0.098 (5)0.070 (4)0.045 (5)0.005 (4)0.003 (5)0.015 (5)
C76A0.072 (3)0.078 (4)0.066 (8)0.009 (3)0.023 (5)0.012 (8)
C77A0.064 (5)0.057 (4)0.069 (7)0.002 (3)0.005 (4)0.013 (5)
C78A0.070 (5)0.080 (8)0.067 (5)0.015 (6)0.007 (3)0.005 (4)
O7B0.065 (2)0.092 (5)0.057 (2)0.002 (3)0.0053 (19)0.006 (3)
C75B0.098 (5)0.070 (4)0.045 (5)0.005 (4)0.003 (5)0.015 (5)
C76B0.072 (3)0.078 (4)0.066 (8)0.009 (3)0.023 (5)0.012 (8)
C77B0.064 (5)0.057 (4)0.069 (7)0.002 (3)0.005 (4)0.013 (5)
C78B0.070 (5)0.080 (8)0.067 (5)0.015 (6)0.007 (3)0.005 (4)
Geometric parameters (Å, º) top
Zn1—O3i2.0528 (19)C43—C441.384 (4)
Zn1—O32.0529 (19)C43—H430.9500
Zn1—O42.0531 (18)C44—C451.390 (4)
Zn1—O4i2.0531 (18)C44—H440.9500
Zn1—N9i2.199 (2)C45—C461.395 (3)
Zn1—N92.199 (2)C45—C601.480 (4)
Zn2—O52.0440 (17)C46—C471.385 (4)
Zn2—O5ii2.0440 (17)C46—H460.9500
Zn2—O6ii2.0628 (18)C47—H470.9500
Zn2—O62.0629 (18)C48—C531.395 (4)
Zn2—N102.238 (2)C48—C491.396 (4)
Zn2—N10ii2.238 (2)C49—C501.377 (4)
O3—C181.257 (3)C49—H490.9500
O4—C201.276 (3)C50—C511.399 (4)
O5—C331.260 (3)C50—H500.9500
O6—C351.270 (3)C51—C521.393 (4)
N8—C481.409 (3)C51—C651.480 (4)
N8—C541.416 (3)C52—C531.381 (4)
N8—C421.434 (3)C52—H520.9500
N9—C611.335 (3)C53—H530.9500
N9—C621.346 (3)C54—C551.391 (4)
N10—C671.333 (4)C54—C591.395 (4)
N10—C661.341 (3)C55—C561.378 (4)
N11—C721.331 (5)C55—H550.9500
N11—C711.340 (4)C56—C571.397 (4)
C12—C131.383 (4)C56—H560.9500
C12—C171.387 (4)C57—C581.395 (4)
C12—H120.9500C57—C701.485 (4)
C13—C141.374 (5)C58—C591.378 (4)
C13—H130.9500C58—H580.9500
C14—C151.376 (5)C59—H590.9500
C14—H140.9500C60—C611.385 (4)
C15—C161.381 (4)C60—C641.388 (4)
C15—H150.9500C61—H610.9500
C16—C171.385 (4)C62—C631.367 (4)
C16—H160.9500C62—H620.9500
C17—C181.503 (4)C63—C641.388 (4)
C18—C191.413 (4)C63—H630.9500
C19—C201.395 (4)C64—H640.9500
C19—H190.9500C65—C661.392 (4)
C20—C211.501 (4)C65—C691.394 (4)
C21—C221.390 (4)C66—H660.9500
C21—C261.395 (4)C67—C681.377 (4)
C22—C231.377 (4)C67—H670.9500
C22—H220.9500C68—C691.376 (4)
C23—C241.377 (5)C68—H680.9500
C23—H230.9500C69—H690.9500
C24—C251.376 (5)C70—C711.387 (4)
C24—H240.9500C70—C741.393 (4)
C25—C261.380 (4)C71—H710.9500
C25—H250.9500C72—C731.373 (5)
C26—H260.9500C72—H720.9500
C27—C281.385 (4)C73—C741.377 (4)
C27—C321.394 (4)C73—H730.9500
C27—H270.9500C74—H740.9500
C28—C291.366 (4)O7A—C78A1.391 (12)
C28—H280.9500O7A—C75A1.441 (11)
C29—C301.386 (5)C75A—C76A1.529 (9)
C29—H290.9500C75A—H75A0.9900
C30—C311.384 (4)C75A—H75B0.9900
C30—H300.9500C76A—C77A1.489 (8)
C31—C321.385 (4)C76A—H76A0.9900
C31—H310.9500C76A—H76B0.9900
C32—C331.498 (4)C77A—C78A1.496 (9)
C33—C341.410 (4)C77A—H77A0.9900
C34—C351.396 (4)C77A—H77B0.9900
C34—H340.9500C78A—H78A0.9900
C35—C361.500 (4)C78A—H78B0.9900
C36—C411.392 (4)O7B—C78B1.399 (15)
C36—C371.399 (4)O7B—C75B1.418 (14)
C37—C381.384 (4)C75B—C76B1.525 (14)
C37—H370.9500C75B—H75C0.9900
C38—C391.383 (4)C75B—H75D0.9900
C38—H380.9500C76B—C77B1.496 (13)
C39—C401.377 (4)C76B—H76C0.9900
C39—H390.9500C76B—H76D0.9900
C40—C411.384 (4)C77B—C78B1.500 (14)
C40—H400.9500C77B—H77C0.9900
C41—H410.9500C77B—H77D0.9900
C42—C471.381 (4)C78B—H78C0.9900
C42—C431.386 (4)C78B—H78D0.9900
O3i—Zn1—O3180.0C45—C44—H44119.3
O3i—Zn1—O492.14 (8)C44—C45—C46118.0 (2)
O3—Zn1—O487.87 (8)C44—C45—C60120.1 (2)
O3i—Zn1—O4i87.86 (8)C46—C45—C60121.8 (2)
O3—Zn1—O4i92.14 (8)C47—C46—C45120.6 (2)
O4—Zn1—O4i180.0C47—C46—H46119.7
O3i—Zn1—N9i89.62 (8)C45—C46—H46119.7
O3—Zn1—N9i90.38 (8)C42—C47—C46120.7 (2)
O4—Zn1—N9i90.77 (8)C42—C47—H47119.7
O4i—Zn1—N9i89.23 (8)C46—C47—H47119.7
O3i—Zn1—N990.38 (8)C53—C48—C49118.2 (2)
O3—Zn1—N989.62 (8)C53—C48—N8120.3 (2)
O4—Zn1—N989.23 (8)C49—C48—N8121.5 (2)
O4i—Zn1—N990.77 (8)C50—C49—C48120.8 (2)
N9i—Zn1—N9180.00 (7)C50—C49—H49119.6
O5—Zn2—O5ii180.0C48—C49—H49119.6
O5—Zn2—O6ii90.08 (7)C49—C50—C51121.6 (3)
O5ii—Zn2—O6ii89.92 (7)C49—C50—H50119.2
O5—Zn2—O689.92 (7)C51—C50—H50119.2
O5ii—Zn2—O690.08 (7)C52—C51—C50117.0 (2)
O6ii—Zn2—O6180.0C52—C51—C65122.3 (2)
O5—Zn2—N1091.34 (8)C50—C51—C65120.6 (2)
O5ii—Zn2—N1088.66 (8)C53—C52—C51122.0 (2)
O6ii—Zn2—N1090.18 (8)C53—C52—H52119.0
O6—Zn2—N1089.82 (8)C51—C52—H52119.0
O5—Zn2—N10ii88.66 (8)C52—C53—C48120.3 (2)
O5ii—Zn2—N10ii91.34 (8)C52—C53—H53119.8
O6ii—Zn2—N10ii89.82 (8)C48—C53—H53119.8
O6—Zn2—N10ii90.18 (8)C55—C54—C59118.3 (2)
N10—Zn2—N10ii180.0C55—C54—N8120.7 (2)
C18—O3—Zn1125.10 (17)C59—C54—N8121.0 (2)
C20—O4—Zn1122.82 (16)C56—C55—C54120.9 (2)
C33—O5—Zn2125.89 (18)C56—C55—H55119.6
C35—O6—Zn2125.35 (17)C54—C55—H55119.6
C48—N8—C54122.0 (2)C55—C56—C57121.5 (2)
C48—N8—C42119.7 (2)C55—C56—H56119.2
C54—N8—C42117.8 (2)C57—C56—H56119.2
C61—N9—C62117.5 (2)C58—C57—C56116.8 (2)
C61—N9—Zn1119.27 (18)C58—C57—C70122.0 (2)
C62—N9—Zn1123.11 (18)C56—C57—C70121.2 (2)
C67—N10—C66117.4 (2)C59—C58—C57122.2 (2)
C67—N10—Zn2119.21 (19)C59—C58—H58118.9
C66—N10—Zn2123.32 (18)C57—C58—H58118.9
C72—N11—C71116.5 (3)C58—C59—C54120.2 (2)
C13—C12—C17120.4 (3)C58—C59—H59119.9
C13—C12—H12119.8C54—C59—H59119.9
C17—C12—H12119.8C61—C60—C64117.2 (2)
C14—C13—C12120.2 (3)C61—C60—C45120.3 (2)
C14—C13—H13119.9C64—C60—C45122.4 (2)
C12—C13—H13119.9N9—C61—C60124.2 (2)
C13—C14—C15119.9 (3)N9—C61—H61117.9
C13—C14—H14120.1C60—C61—H61117.9
C15—C14—H14120.1N9—C62—C63122.7 (3)
C14—C15—C16120.2 (3)N9—C62—H62118.7
C14—C15—H15119.9C63—C62—H62118.7
C16—C15—H15119.9C62—C63—C64119.2 (3)
C15—C16—C17120.5 (3)C62—C63—H63120.4
C15—C16—H16119.7C64—C63—H63120.4
C17—C16—H16119.7C60—C64—C63119.2 (2)
C16—C17—C12118.8 (3)C60—C64—H64120.4
C16—C17—C18118.2 (3)C63—C64—H64120.4
C12—C17—C18123.0 (3)C66—C65—C69116.5 (3)
O3—C18—C19125.3 (3)C66—C65—C51121.9 (2)
O3—C18—C17115.9 (2)C69—C65—C51121.6 (2)
C19—C18—C17118.8 (2)N10—C66—C65124.4 (2)
C20—C19—C18124.8 (2)N10—C66—H66117.8
C20—C19—H19117.6C65—C66—H66117.8
C18—C19—H19117.6N10—C67—C68122.8 (3)
O4—C20—C19126.1 (2)N10—C67—H67118.6
O4—C20—C21114.0 (2)C68—C67—H67118.6
C19—C20—C21119.9 (2)C69—C68—C67119.4 (3)
C22—C21—C26119.0 (3)C69—C68—H68120.3
C22—C21—C20118.6 (2)C67—C68—H68120.3
C26—C21—C20122.2 (2)C68—C69—C65119.6 (3)
C23—C22—C21120.7 (3)C68—C69—H69120.2
C23—C22—H22119.6C65—C69—H69120.2
C21—C22—H22119.6C71—C70—C74116.0 (3)
C22—C23—C24119.7 (3)C71—C70—C57121.7 (3)
C22—C23—H23120.1C74—C70—C57122.3 (3)
C24—C23—H23120.1N11—C71—C70125.1 (3)
C25—C24—C23120.2 (3)N11—C71—H71117.4
C25—C24—H24119.9C70—C71—H71117.4
C23—C24—H24119.9N11—C72—C73123.7 (3)
C24—C25—C26120.6 (3)N11—C72—H72118.1
C24—C25—H25119.7C73—C72—H72118.1
C26—C25—H25119.7C72—C73—C74118.5 (3)
C25—C26—C21119.7 (3)C72—C73—H73120.7
C25—C26—H26120.1C74—C73—H73120.7
C21—C26—H26120.1C73—C74—C70120.1 (3)
C28—C27—C32120.6 (3)C73—C74—H74119.9
C28—C27—H27119.7C70—C74—H74119.9
C32—C27—H27119.7C78A—O7A—C75A107.2 (7)
C29—C28—C27120.2 (3)O7A—C75A—C76A104.8 (8)
C29—C28—H28119.9O7A—C75A—H75A110.8
C27—C28—H28119.9C76A—C75A—H75A110.8
C28—C29—C30120.0 (3)O7A—C75A—H75B110.8
C28—C29—H29120.0C76A—C75A—H75B110.8
C30—C29—H29120.0H75A—C75A—H75B108.9
C31—C30—C29119.9 (3)C77A—C76A—C75A104.7 (6)
C31—C30—H30120.0C77A—C76A—H76A110.8
C29—C30—H30120.0C75A—C76A—H76A110.8
C30—C31—C32120.7 (3)C77A—C76A—H76B110.8
C30—C31—H31119.7C75A—C76A—H76B110.8
C32—C31—H31119.7H76A—C76A—H76B108.9
C31—C32—C27118.5 (2)C76A—C77A—C78A105.3 (7)
C31—C32—C33119.0 (2)C76A—C77A—H77A110.7
C27—C32—C33122.5 (3)C78A—C77A—H77A110.7
O5—C33—C34125.9 (2)C76A—C77A—H77B110.7
O5—C33—C32115.6 (2)C78A—C77A—H77B110.7
C34—C33—C32118.4 (2)H77A—C77A—H77B108.8
C35—C34—C33126.4 (2)O7A—C78A—C77A108.5 (8)
C35—C34—H34116.8O7A—C78A—H78A110.0
C33—C34—H34116.8C77A—C78A—H78A110.0
O6—C35—C34125.5 (2)O7A—C78A—H78B110.0
O6—C35—C36115.6 (2)C77A—C78A—H78B110.0
C34—C35—C36118.9 (2)H78A—C78A—H78B108.4
C41—C36—C37117.8 (3)C78B—O7B—C75B108.0 (16)
C41—C36—C35123.3 (2)O7B—C75B—C76B103.9 (11)
C37—C36—C35118.9 (2)O7B—C75B—H75C111.0
C38—C37—C36121.0 (3)C76B—C75B—H75C111.0
C38—C37—H37119.5O7B—C75B—H75D111.0
C36—C37—H37119.5C76B—C75B—H75D111.0
C39—C38—C37120.3 (3)H75C—C75B—H75D109.0
C39—C38—H38119.9C77B—C76B—C75B106.1 (11)
C37—C38—H38119.9C77B—C76B—H76C110.5
C40—C39—C38119.4 (3)C75B—C76B—H76C110.5
C40—C39—H39120.3C77B—C76B—H76D110.5
C38—C39—H39120.3C75B—C76B—H76D110.5
C39—C40—C41120.6 (3)H76C—C76B—H76D108.7
C39—C40—H40119.7C76B—C77B—C78B103.9 (12)
C41—C40—H40119.7C76B—C77B—H77C111.0
C40—C41—C36121.0 (3)C78B—C77B—H77C111.0
C40—C41—H41119.5C76B—C77B—H77D111.0
C36—C41—H41119.5C78B—C77B—H77D111.0
C47—C42—C43119.3 (2)H77C—C77B—H77D109.0
C47—C42—N8120.1 (2)O7B—C78B—C77B106.7 (12)
C43—C42—N8120.6 (2)O7B—C78B—H78C110.4
C44—C43—C42120.0 (3)C77B—C78B—H78C110.4
C44—C43—H43120.0O7B—C78B—H78D110.4
C42—C43—H43120.0C77B—C78B—H78D110.4
C43—C44—C45121.4 (2)H78C—C78B—H78D108.6
C43—C44—H44119.3
C17—C12—C13—C140.7 (5)C54—N8—C48—C53151.5 (2)
C12—C13—C14—C151.6 (5)C42—N8—C48—C5335.9 (3)
C13—C14—C15—C161.6 (5)C54—N8—C48—C4929.4 (4)
C14—C15—C16—C170.7 (5)C42—N8—C48—C49143.2 (2)
C15—C16—C17—C123.0 (4)C53—C48—C49—C501.8 (4)
C15—C16—C17—C18175.8 (3)N8—C48—C49—C50177.3 (2)
C13—C12—C17—C163.0 (4)C48—C49—C50—C510.1 (4)
C13—C12—C17—C18175.7 (3)C49—C50—C51—C521.4 (4)
Zn1—O3—C18—C1914.1 (4)C49—C50—C51—C65175.0 (2)
Zn1—O3—C18—C17164.23 (17)C50—C51—C52—C530.9 (4)
C16—C17—C18—O326.9 (4)C65—C51—C52—C53175.5 (2)
C12—C17—C18—O3154.4 (3)C51—C52—C53—C480.9 (4)
C16—C17—C18—C19151.6 (3)C49—C48—C53—C522.3 (4)
C12—C17—C18—C1927.1 (4)N8—C48—C53—C52176.8 (2)
O3—C18—C19—C204.6 (5)C48—N8—C54—C55138.1 (3)
C17—C18—C19—C20177.1 (3)C42—N8—C54—C5534.6 (4)
Zn1—O4—C20—C1922.9 (4)C48—N8—C54—C5943.6 (4)
Zn1—O4—C20—C21157.62 (16)C42—N8—C54—C59143.6 (3)
C18—C19—C20—O40.5 (5)C59—C54—C55—C560.3 (4)
C18—C19—C20—C21180.0 (2)N8—C54—C55—C56177.9 (2)
O4—C20—C21—C2233.9 (3)C54—C55—C56—C570.8 (4)
C19—C20—C21—C22145.6 (3)C55—C56—C57—C581.4 (4)
O4—C20—C21—C26141.5 (3)C55—C56—C57—C70177.0 (3)
C19—C20—C21—C2639.0 (4)C56—C57—C58—C590.9 (4)
C26—C21—C22—C231.0 (4)C70—C57—C58—C59177.5 (3)
C20—C21—C22—C23176.6 (3)C57—C58—C59—C540.2 (4)
C21—C22—C23—C242.3 (5)C55—C54—C59—C580.8 (4)
C22—C23—C24—C251.9 (5)N8—C54—C59—C58177.4 (2)
C23—C24—C25—C260.1 (6)C44—C45—C60—C6147.1 (4)
C24—C25—C26—C211.3 (5)C46—C45—C60—C61136.1 (3)
C22—C21—C26—C250.8 (4)C44—C45—C60—C64130.2 (3)
C20—C21—C26—C25174.6 (3)C46—C45—C60—C6446.6 (4)
C32—C27—C28—C291.3 (4)C62—N9—C61—C600.2 (4)
C27—C28—C29—C300.3 (5)Zn1—N9—C61—C60175.8 (2)
C28—C29—C30—C311.3 (5)C64—C60—C61—N90.9 (4)
C29—C30—C31—C322.0 (5)C45—C60—C61—N9176.6 (3)
C30—C31—C32—C271.0 (4)C61—N9—C62—C630.5 (4)
C30—C31—C32—C33179.5 (3)Zn1—N9—C62—C63175.9 (2)
C28—C27—C32—C310.6 (4)N9—C62—C63—C640.3 (5)
C28—C27—C32—C33177.7 (2)C61—C60—C64—C631.7 (4)
Zn2—O5—C33—C341.8 (4)C45—C60—C64—C63175.7 (3)
Zn2—O5—C33—C32178.96 (16)C62—C63—C64—C601.5 (4)
C31—C32—C33—O530.8 (4)C52—C51—C65—C6632.2 (4)
C27—C32—C33—O5147.5 (3)C50—C51—C65—C66144.0 (3)
C31—C32—C33—C34148.5 (3)C52—C51—C65—C69149.8 (3)
C27—C32—C33—C3433.1 (4)C50—C51—C65—C6934.0 (4)
O5—C33—C34—C357.6 (5)C67—N10—C66—C650.3 (4)
C32—C33—C34—C35173.1 (2)Zn2—N10—C66—C65176.1 (2)
Zn2—O6—C35—C348.4 (4)C69—C65—C66—N100.3 (4)
Zn2—O6—C35—C36170.81 (16)C51—C65—C66—N10178.4 (2)
C33—C34—C35—O61.9 (4)C66—N10—C67—C680.4 (4)
C33—C34—C35—C36178.9 (3)Zn2—N10—C67—C68177.0 (2)
O6—C35—C36—C41158.3 (3)N10—C67—C68—C691.2 (5)
C34—C35—C36—C4122.5 (4)C67—C68—C69—C651.1 (5)
O6—C35—C36—C3721.6 (3)C66—C65—C69—C680.4 (4)
C34—C35—C36—C37157.6 (3)C51—C65—C69—C68177.7 (3)
C41—C36—C37—C381.4 (4)C58—C57—C70—C7127.2 (4)
C35—C36—C37—C38178.7 (3)C56—C57—C70—C71154.5 (3)
C36—C37—C38—C390.4 (5)C58—C57—C70—C74152.7 (3)
C37—C38—C39—C401.0 (5)C56—C57—C70—C7425.6 (4)
C38—C39—C40—C411.4 (5)C72—N11—C71—C700.7 (5)
C39—C40—C41—C360.4 (4)C74—C70—C71—N111.5 (5)
C37—C36—C41—C401.0 (4)C57—C70—C71—N11178.5 (3)
C35—C36—C41—C40179.1 (3)C71—N11—C72—C730.7 (6)
C48—N8—C42—C47128.3 (3)N11—C72—C73—C741.1 (6)
C54—N8—C42—C4758.8 (3)C72—C73—C74—C700.2 (5)
C48—N8—C42—C4352.4 (3)C71—C70—C74—C731.0 (4)
C54—N8—C42—C43120.5 (3)C57—C70—C74—C73179.0 (3)
C47—C42—C43—C442.2 (4)C78A—O7A—C75A—C76A31.5 (15)
N8—C42—C43—C44177.1 (2)O7A—C75A—C76A—C77A22.7 (14)
C42—C43—C44—C451.7 (4)C75A—C76A—C77A—C78A6.4 (17)
C43—C44—C45—C460.4 (4)C75A—O7A—C78A—C77A28.1 (18)
C43—C44—C45—C60176.5 (2)C76A—C77A—C78A—O7A12.8 (19)
C44—C45—C46—C470.4 (4)C78B—O7B—C75B—C76B33 (3)
C60—C45—C46—C47177.3 (3)O7B—C75B—C76B—C77B19 (3)
C43—C42—C47—C461.4 (4)C75B—C76B—C77B—C78B1 (3)
N8—C42—C47—C46178.0 (2)C75B—O7B—C78B—C77B35 (3)
C45—C46—C47—C420.1 (4)C76B—C77B—C78B—O7B21 (4)
Symmetry codes: (i) x+1, y+1, z+2; (ii) x, y+1, z+1.
Hydrogen-bond geometry (Å, º) top
Cg1, Cg2, Cg3 and Cg4 are the centroids of the N10/C65–C69, C54–C59, C36–C41 and N11/C70–C74 rings, respectively.
D—H···AD—HH···AD···AD—H···A
C13—H13···O7A0.952.473.197 (7)134
C40—H40···Cg1iii0.952.743.594 (3)150
C43—H43···Cg2iv0.952.783.572 (3)142
C68—H68···Cg3v0.952.653.513 (3)152
C75B—H75C···Cg4iv0.992.783.649 (17)146
Symmetry codes: (iii) x, y, z1; (iv) x, y+1/2, z3/2; (v) x, y+1/2, z1/2.
 

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