Download citation
Download citation
link to html
The title compound, [Zn(C50H26N8)(C5H5N)]·C6H5NO2·C3H7NO, is a nitro­benzene clathrate of a five-coordinate zinc–pyridine–porphyrin complex with different substituents at the meso positions of the metalloporphyrin core. The complex adopts a domed conformation with the central zinc ion deviating from the plane of the macrocyclic ring towards the apical pyridine ligand. The crystal packing is characterized by a layered arrangement of the porphyrin mol­ecules with dipole–dipole inter­actions and weak hydrogen bonding contributing to the stabilization of the crystal structure. While the nitrobenzene solvent is well localized within the open porphyrin layers, molecules of the dimethylformamide are severely disordered in elongated interlayer channel voids

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806008026/hb2017sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536806008026/hb2017Isup2.hkl
Contains datablock I

CCDC reference: 605244

Key indicators

  • Single-crystal X-ray study
  • T = 110 K
  • Mean [sigma](C-C) = 0.004 Å
  • R factor = 0.056
  • wR factor = 0.154
  • Data-to-parameter ratio = 19.2

checkCIF/PLATON results

No syntax errors found



Alert level A PLAT220_ALERT_2_A Large Non-Solvent C Ueq(max)/Ueq(min) ... 5.46 Ratio
Author Response: Due to significant rotational disorder of the pyridine and nitrobenzene residues.
PLAT241_ALERT_2_A Check High      Ueq as Compared to Neighbors for        C61
Author Response: Due to significant rotational disorder of the pyridine and nitrobenzene residues.

Alert level B PLAT222_ALERT_3_B Large Non-Solvent H Ueq(max)/Ueq(min) ... 4.62 Ratio
Alert level C PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low ....... 0.97 PLAT220_ALERT_2_C Large Non-Solvent N Ueq(max)/Ueq(min) ... 3.27 Ratio
Author Response: Due to significant rotational disorder of the pyridine and nitrobenzene residues.
PLAT230_ALERT_2_C Hirshfeld Test Diff for    C28    -   C29     ..       5.72 su
PLAT230_ALERT_2_C Hirshfeld Test Diff for    C53    -   C54     ..       5.16 su
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for        C27
Author Response: Due to significant rotational disorder of the pyridine and nitrobenzene residues.
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for        C29
Author Response: Due to significant rotational disorder of the pyridine and nitrobenzene residues.
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        N59
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C25
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C28
PLAT243_ALERT_4_C High  'Solvent' Ueq as Compared to Neighbors for        C68
PLAT244_ALERT_4_C Low   'Solvent' Ueq as Compared to Neighbors for        C70
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor ....       2.19
PLAT371_ALERT_2_C Long   C(sp2)-C(sp1) Bond  C28    -   C31    ...       1.45 Ang.
PLAT371_ALERT_2_C Long   C(sp2)-C(sp1) Bond  C36    -   C39    ...       1.44 Ang.
PLAT371_ALERT_2_C Long   C(sp2)-C(sp1) Bond  C44    -   C47    ...       1.43 Ang.
PLAT602_ALERT_4_C VERY LARGE Solvent Accessible VOID(S) in Structure        !
PLAT717_ALERT_1_C D...A   Unknown or Inconsistent Label ..........    N40^A^'
PLAT717_ALERT_1_C D...A   Unknown or Inconsistent Label ..........    N48^B^'
PLAT717_ALERT_1_C D...A   Unknown or Inconsistent Label ..........    O73^C^'
PLAT717_ALERT_1_C D...A   Unknown or Inconsistent Label ..........    N24^D^'
PLAT717_ALERT_1_C D...A   Unknown or Inconsistent Label ..........    N50^E^'
PLAT717_ALERT_1_C D...A   Unknown or Inconsistent Label ..........    N32^F^'

2 ALERT level A = In general: serious problem 1 ALERT level B = Potentially serious problem 22 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 6 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 14 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 3 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: Collect (Nonius, 1999); cell refinement: DENZO (Otwinowski and Minor, 1997); data reduction: DENZO (Otwinowski and Minor, 1997); program(s) used to solve structure: SIR97 (Altomare et al., 1994); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-III (Burnett and Johnson, 1996) and Mercury (Bruno et al., 2002); software used to prepare material for publication: SHELXL97 (Sheldrick, 1997).

(pyridine)[5,10,15-tris(4-cyanophenyl)-20-(2-quinolyl)porphyrinato]zinc(II)– nitrobenzene–dimethylforrmamide (1/1/1) top
Crystal data top
[Zn(C50H26N8)(C5H5N)]·C6H5NO2·C3H7NOZ = 2
Mr = 1006.37F(000) = 1116
Triclinic, P1Dx = 1.305 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 11.2089 (2) ÅCell parameters from 10058 reflections
b = 15.3117 (3) Åθ = 1.4–27.9°
c = 17.2043 (4) ŵ = 0.51 mm1
α = 79.6017 (12)°T = 110 K
β = 72.0928 (11)°Needle, red
γ = 80.9992 (16)°0.35 × 0.15 × 0.10 mm
V = 2747.42 (10) Å3
Data collection top
Nonius KappaCCD
diffractometer
9650 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.044
Graphite monochromatorθmax = 27.9°, θmin = 2.5°
Detector resolution: 56 microns pixels mm-1h = 1414
1 deg. ω scansk = 1920
30139 measured reflectionsl = 2022
12778 independent reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.056Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.154H-atom parameters constrained
S = 1.07 w = 1/[σ2(Fo2) + (0.0847P)2 + 0.5255P]
where P = (Fo2 + 2Fc2)/3
12778 reflections(Δ/σ)max = 0.002
667 parametersΔρmax = 0.94 e Å3
0 restraintsΔρmin = 0.47 e Å3
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.

The crystal contains also some amount of severely disordered DMF solvent which could not be modelled reliably. Its contribution to the diffraction data was thus subtracted using the Squeeze procedure (Spek, 2003).

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Zn0.39082 (2)0.823338 (17)0.248561 (15)0.02632 (10)
C10.4621 (2)0.80111 (16)0.06457 (15)0.0306 (5)
C20.5407 (3)0.74568 (18)0.00440 (15)0.0369 (6)
H20.54170.75070.05160.044*
C30.6130 (3)0.68499 (18)0.04349 (16)0.0376 (6)
H30.67550.64030.01970.045*
C40.5766 (2)0.70148 (17)0.12816 (15)0.0312 (5)
C50.6317 (2)0.65293 (16)0.18840 (15)0.0308 (5)
C60.6038 (2)0.67215 (16)0.26940 (15)0.0313 (5)
C70.6623 (3)0.62289 (18)0.33060 (16)0.0390 (6)
H70.72400.57250.32380.047*
C80.6117 (3)0.66269 (18)0.39957 (16)0.0383 (6)
H80.63150.64530.45040.046*
C90.5226 (2)0.73594 (16)0.38154 (15)0.0315 (5)
C100.4549 (2)0.79697 (17)0.43598 (14)0.0306 (5)
C110.3792 (2)0.87421 (16)0.41679 (14)0.0295 (5)
C120.3199 (2)0.93988 (17)0.47170 (15)0.0338 (5)
H120.32380.93730.52650.041*
C130.2578 (2)1.00580 (17)0.43020 (15)0.0331 (5)
H130.21081.05850.45010.040*
C140.2769 (2)0.98049 (16)0.34953 (14)0.0294 (5)
C150.2293 (2)1.03261 (16)0.28696 (14)0.0303 (5)
C160.2513 (2)1.01035 (16)0.20734 (14)0.0303 (5)
C170.2055 (3)1.06440 (18)0.14242 (16)0.0374 (6)
H170.15691.12100.14520.045*
C180.2450 (3)1.01914 (18)0.07674 (15)0.0359 (6)
H180.22911.03800.02480.043*
C190.3155 (2)0.93726 (16)0.10035 (14)0.0284 (5)
C200.3791 (2)0.87471 (16)0.04726 (14)0.0282 (5)
N210.48532 (19)0.77256 (13)0.13962 (12)0.0290 (4)
N220.51840 (18)0.74002 (13)0.30168 (12)0.0286 (4)
N230.35150 (19)0.90060 (13)0.34318 (12)0.0288 (4)
N240.31798 (18)0.93319 (13)0.18003 (12)0.0281 (4)
C250.7314 (2)0.57752 (18)0.16310 (15)0.0362 (6)
C260.8552 (3)0.5844 (3)0.1509 (3)0.0690 (11)
H260.87930.63790.15940.083*
C270.9480 (3)0.5148 (3)0.1264 (3)0.0793 (12)
H271.03420.52170.11730.095*
C280.9157 (3)0.4378 (2)0.11544 (19)0.0505 (7)
C290.7899 (4)0.4287 (2)0.1258 (3)0.0727 (11)
H290.76670.37540.11620.087*
C300.6986 (3)0.4990 (2)0.1502 (2)0.0623 (9)
H300.61240.49300.15820.075*
C311.0107 (3)0.3644 (3)0.0908 (2)0.0625 (9)
N321.0826 (3)0.3044 (2)0.0734 (2)0.0757 (9)
C330.4670 (2)0.77447 (17)0.52219 (15)0.0328 (5)
C340.4022 (3)0.70689 (18)0.57608 (16)0.0400 (6)
H340.35010.67640.55810.048*
C350.4125 (3)0.68333 (19)0.65540 (17)0.0472 (7)
H350.36720.63750.69200.057*
C360.4903 (3)0.72766 (19)0.68097 (17)0.0448 (7)
C370.5556 (3)0.7954 (2)0.62798 (17)0.0435 (6)
H370.60820.82560.64580.052*
C380.5434 (3)0.81870 (19)0.54826 (16)0.0396 (6)
H380.58760.86510.51180.048*
C390.5005 (4)0.7042 (2)0.7640 (2)0.0598 (9)
N400.5079 (5)0.6856 (2)0.8295 (2)0.0919 (13)
C410.1530 (2)1.11930 (17)0.30542 (15)0.0338 (5)
C420.0376 (3)1.12105 (19)0.36812 (17)0.0397 (6)
H420.00901.06680.40000.048*
C430.0339 (3)1.2008 (2)0.38343 (19)0.0469 (7)
H430.11121.20170.42640.056*
C440.0067 (3)1.2807 (2)0.33602 (19)0.0470 (7)
C450.1225 (3)1.2796 (2)0.27479 (18)0.0455 (7)
H450.15181.33370.24330.055*
C460.1937 (3)1.19906 (17)0.26060 (16)0.0370 (6)
H460.27251.19830.21910.044*
C470.0700 (4)1.3639 (2)0.3492 (2)0.0614 (9)
N480.1335 (4)1.4302 (2)0.3590 (3)0.0896 (11)
C490.3614 (2)0.89024 (16)0.03755 (14)0.0303 (5)
N500.2690 (2)0.85264 (15)0.04713 (13)0.0376 (5)
C510.2520 (3)0.86520 (18)0.12475 (16)0.0375 (6)
C520.1562 (3)0.8263 (2)0.13573 (19)0.0514 (7)
H520.10250.79280.09010.062*
C530.1383 (3)0.8359 (2)0.2122 (2)0.0531 (8)
H530.07230.80880.21920.064*
C540.2181 (3)0.8865 (2)0.2821 (2)0.0544 (8)
H540.20600.89230.33520.065*
C550.3079 (3)0.9244 (2)0.27146 (17)0.0452 (7)
H550.35980.95860.31750.054*
C560.3302 (3)0.91597 (17)0.19297 (16)0.0377 (6)
C570.4261 (3)0.9540 (2)0.17989 (17)0.0431 (6)
H570.48050.98840.22430.052*
C580.4416 (3)0.9415 (2)0.10247 (16)0.0403 (6)
H580.50650.96750.09300.048*
N590.2289 (2)0.75215 (15)0.29321 (14)0.0375 (5)
C600.1901 (4)0.7143 (4)0.2451 (3)0.1045 (19)
H600.23750.71760.18860.125*
C610.0816 (6)0.6685 (6)0.2717 (4)0.154 (4)
H610.05960.63940.23450.185*
C620.0118 (4)0.6666 (4)0.3484 (3)0.0980 (16)
H620.06160.63610.36760.118*
C630.0447 (4)0.7082 (3)0.3994 (3)0.0704 (10)
H630.00560.70870.45500.084*
C640.1537 (3)0.7504 (2)0.3694 (2)0.0583 (8)
H640.17590.78010.40610.070*
C650.2225 (3)0.1431 (2)0.7576 (2)0.0486 (7)
H650.29760.15080.71360.058*
C660.2149 (3)0.1580 (2)0.8363 (2)0.0509 (7)
H660.28570.17580.84640.061*
C670.1069 (3)0.1474 (3)0.8992 (2)0.0655 (9)
H670.10230.15780.95300.079*
C680.0046 (4)0.1218 (5)0.8846 (3)0.107 (2)
H680.07090.11450.92840.128*
C690.0109 (3)0.1064 (4)0.8066 (2)0.0868 (15)
H690.05990.08860.79660.104*
C700.1185 (3)0.1169 (2)0.74496 (19)0.0452 (7)
N710.1254 (3)0.10008 (18)0.66264 (16)0.0517 (6)
O720.0342 (2)0.07354 (17)0.65262 (16)0.0638 (6)
O730.2222 (3)0.1136 (2)0.60696 (16)0.0806 (8)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Zn0.02952 (15)0.02928 (15)0.02161 (14)0.00048 (10)0.01038 (10)0.00429 (10)
C10.0341 (12)0.0338 (12)0.0271 (12)0.0025 (10)0.0121 (10)0.0072 (10)
C20.0442 (14)0.0448 (15)0.0250 (12)0.0036 (12)0.0144 (10)0.0122 (11)
C30.0457 (14)0.0410 (14)0.0279 (13)0.0064 (11)0.0140 (11)0.0127 (11)
C40.0336 (12)0.0358 (13)0.0257 (12)0.0011 (10)0.0098 (9)0.0081 (10)
C50.0324 (12)0.0317 (12)0.0283 (12)0.0020 (10)0.0091 (9)0.0082 (10)
C60.0319 (12)0.0356 (13)0.0275 (12)0.0012 (10)0.0117 (10)0.0060 (10)
C70.0441 (14)0.0397 (14)0.0319 (13)0.0112 (11)0.0153 (11)0.0073 (11)
C80.0428 (14)0.0450 (15)0.0279 (13)0.0078 (12)0.0183 (11)0.0040 (11)
C90.0356 (12)0.0336 (12)0.0253 (12)0.0011 (10)0.0119 (10)0.0031 (9)
C100.0323 (12)0.0381 (13)0.0238 (11)0.0041 (10)0.0109 (9)0.0047 (10)
C110.0334 (12)0.0349 (12)0.0209 (11)0.0035 (10)0.0083 (9)0.0051 (9)
C120.0409 (13)0.0361 (13)0.0259 (12)0.0034 (11)0.0134 (10)0.0082 (10)
C130.0412 (13)0.0342 (13)0.0260 (12)0.0008 (11)0.0124 (10)0.0086 (10)
C140.0326 (12)0.0314 (12)0.0247 (11)0.0003 (10)0.0090 (9)0.0069 (9)
C150.0335 (12)0.0320 (12)0.0259 (12)0.0026 (10)0.0104 (9)0.0070 (9)
C160.0340 (12)0.0327 (12)0.0255 (12)0.0022 (10)0.0124 (9)0.0059 (9)
C170.0480 (15)0.0361 (13)0.0307 (13)0.0073 (11)0.0201 (11)0.0061 (10)
C180.0458 (14)0.0392 (14)0.0263 (12)0.0029 (11)0.0187 (11)0.0054 (10)
C190.0316 (12)0.0334 (12)0.0228 (11)0.0023 (10)0.0122 (9)0.0037 (9)
C200.0322 (12)0.0342 (12)0.0218 (11)0.0064 (10)0.0123 (9)0.0029 (9)
N210.0323 (10)0.0332 (10)0.0235 (10)0.0001 (8)0.0121 (8)0.0053 (8)
N220.0311 (10)0.0324 (10)0.0233 (10)0.0018 (8)0.0113 (8)0.0048 (8)
N230.0319 (10)0.0317 (10)0.0236 (10)0.0007 (8)0.0106 (8)0.0041 (8)
N240.0308 (10)0.0334 (10)0.0218 (9)0.0013 (8)0.0107 (8)0.0045 (8)
C250.0401 (14)0.0417 (14)0.0250 (12)0.0075 (11)0.0110 (10)0.0077 (10)
C260.0457 (18)0.068 (2)0.103 (3)0.0121 (16)0.0276 (19)0.042 (2)
C270.0412 (18)0.088 (3)0.115 (4)0.0166 (18)0.026 (2)0.046 (3)
C280.0508 (17)0.0552 (18)0.0387 (16)0.0144 (14)0.0104 (13)0.0112 (13)
C290.069 (2)0.0446 (19)0.098 (3)0.0093 (17)0.014 (2)0.0233 (19)
C300.0447 (17)0.0453 (17)0.087 (3)0.0046 (14)0.0041 (16)0.0173 (17)
C310.061 (2)0.069 (2)0.0499 (19)0.0183 (18)0.0136 (16)0.0136 (17)
N320.069 (2)0.0629 (19)0.081 (2)0.0175 (16)0.0093 (17)0.0177 (17)
C330.0398 (13)0.0354 (13)0.0242 (12)0.0056 (10)0.0140 (10)0.0069 (10)
C340.0576 (17)0.0399 (14)0.0288 (13)0.0063 (12)0.0217 (12)0.0039 (11)
C350.077 (2)0.0401 (15)0.0306 (14)0.0123 (14)0.0255 (14)0.0017 (11)
C360.0694 (19)0.0426 (15)0.0287 (14)0.0018 (14)0.0265 (13)0.0059 (11)
C370.0537 (16)0.0515 (16)0.0336 (14)0.0042 (13)0.0230 (12)0.0096 (12)
C380.0434 (14)0.0485 (16)0.0290 (13)0.0037 (12)0.0143 (11)0.0049 (11)
C390.102 (3)0.0482 (18)0.0421 (18)0.0137 (18)0.0407 (18)0.0003 (14)
N400.177 (4)0.075 (2)0.0516 (19)0.032 (2)0.072 (2)0.0046 (16)
C410.0409 (13)0.0377 (13)0.0273 (12)0.0068 (11)0.0190 (10)0.0098 (10)
C420.0435 (14)0.0429 (15)0.0335 (14)0.0042 (12)0.0144 (11)0.0093 (11)
C430.0477 (16)0.0485 (16)0.0419 (16)0.0136 (13)0.0141 (13)0.0138 (13)
C440.0551 (17)0.0441 (16)0.0455 (16)0.0136 (13)0.0230 (14)0.0170 (13)
C450.0599 (18)0.0398 (15)0.0416 (16)0.0038 (13)0.0251 (14)0.0077 (12)
C460.0449 (14)0.0381 (14)0.0303 (13)0.0036 (11)0.0168 (11)0.0069 (10)
C470.066 (2)0.0503 (19)0.065 (2)0.0198 (16)0.0245 (17)0.0150 (16)
N480.098 (3)0.061 (2)0.093 (3)0.0291 (19)0.021 (2)0.0113 (18)
C490.0349 (12)0.0360 (13)0.0236 (11)0.0009 (10)0.0136 (9)0.0069 (9)
N500.0436 (12)0.0427 (12)0.0298 (11)0.0026 (10)0.0155 (9)0.0064 (9)
C510.0424 (14)0.0428 (14)0.0318 (13)0.0024 (11)0.0178 (11)0.0099 (11)
C520.0518 (17)0.064 (2)0.0414 (16)0.0077 (15)0.0152 (13)0.0096 (14)
C530.0527 (18)0.066 (2)0.0493 (18)0.0055 (15)0.0237 (14)0.0144 (15)
C540.0556 (18)0.065 (2)0.0522 (19)0.0073 (16)0.0291 (15)0.0205 (16)
C550.0622 (18)0.0463 (16)0.0293 (14)0.0045 (14)0.0206 (13)0.0065 (12)
C560.0509 (15)0.0364 (13)0.0275 (13)0.0079 (12)0.0173 (11)0.0092 (10)
C570.0534 (16)0.0469 (16)0.0281 (13)0.0073 (13)0.0118 (12)0.0016 (11)
C580.0471 (15)0.0515 (16)0.0259 (13)0.0137 (13)0.0151 (11)0.0005 (11)
N590.0360 (11)0.0394 (12)0.0378 (12)0.0051 (9)0.0126 (9)0.0030 (9)
C600.076 (3)0.180 (5)0.075 (3)0.068 (3)0.004 (2)0.048 (3)
C610.105 (4)0.268 (9)0.117 (5)0.110 (6)0.010 (4)0.095 (5)
C620.068 (3)0.137 (4)0.091 (3)0.048 (3)0.012 (2)0.007 (3)
C630.059 (2)0.077 (3)0.072 (2)0.028 (2)0.0114 (18)0.002 (2)
C640.0590 (19)0.063 (2)0.0515 (19)0.0211 (17)0.0095 (15)0.0037 (16)
C650.0420 (15)0.0517 (17)0.0529 (18)0.0126 (13)0.0096 (13)0.0100 (14)
C660.0533 (18)0.0458 (16)0.061 (2)0.0105 (14)0.0232 (15)0.0098 (14)
C670.058 (2)0.092 (3)0.052 (2)0.0029 (19)0.0216 (16)0.0196 (19)
C680.048 (2)0.228 (7)0.051 (2)0.043 (3)0.0013 (17)0.040 (3)
C690.0450 (19)0.171 (5)0.055 (2)0.037 (2)0.0106 (16)0.027 (3)
C700.0403 (14)0.0528 (17)0.0456 (16)0.0056 (13)0.0120 (12)0.0149 (13)
N710.0512 (15)0.0584 (16)0.0473 (15)0.0110 (13)0.0119 (12)0.0115 (12)
O720.0626 (14)0.0719 (16)0.0690 (16)0.0144 (12)0.0269 (12)0.0208 (13)
O730.0655 (16)0.124 (2)0.0515 (15)0.0305 (16)0.0022 (12)0.0257 (15)
Geometric parameters (Å, º) top
Zn—N212.0704 (19)C35—H350.9500
Zn—N222.0784 (19)C36—C371.389 (4)
Zn—N242.081 (2)C36—C391.444 (4)
Zn—N232.0819 (19)C37—C381.397 (4)
Zn—N592.129 (2)C37—H370.9500
C1—N211.376 (3)C38—H380.9500
C1—C201.395 (3)C39—N401.136 (4)
C1—C21.446 (3)C41—C461.383 (4)
C2—C31.359 (4)C41—C421.407 (4)
C2—H20.9500C42—C431.372 (4)
C3—C41.445 (3)C42—H420.9500
C3—H30.9500C43—C441.398 (4)
C4—N211.370 (3)C43—H430.9500
C4—C51.407 (4)C44—C451.398 (4)
C5—C61.406 (3)C44—C471.434 (4)
C5—C251.500 (3)C45—C461.377 (4)
C6—N221.369 (3)C45—H450.9500
C6—C71.446 (4)C46—H460.9500
C7—C81.356 (4)C47—N481.152 (4)
C7—H70.9500C49—N501.326 (3)
C8—C91.437 (3)C49—C581.399 (4)
C8—H80.9500N50—C511.382 (3)
C9—N221.379 (3)C51—C521.382 (4)
C9—C101.408 (3)C51—C561.415 (4)
C10—C111.395 (4)C52—C531.370 (4)
C10—C331.504 (3)C52—H520.9500
C11—N231.372 (3)C53—C541.437 (5)
C11—C121.447 (3)C53—H530.9500
C12—C131.356 (4)C54—C551.311 (4)
C12—H120.9500C54—H540.9500
C13—C141.452 (3)C55—C561.428 (4)
C13—H130.9500C55—H550.9500
C14—N231.371 (3)C56—C571.392 (4)
C14—C151.411 (3)C57—C581.371 (4)
C15—C161.410 (3)C57—H570.9500
C15—C411.491 (3)C58—H580.9500
C16—N241.372 (3)N59—C601.299 (4)
C16—C171.443 (3)N59—C641.321 (4)
C17—C181.354 (4)C60—C611.410 (6)
C17—H170.9500C60—H600.9500
C18—C191.437 (3)C61—C621.309 (7)
C18—H180.9500C61—H610.9500
C19—N241.370 (3)C62—C631.335 (6)
C19—C201.401 (3)C62—H620.9500
C20—C491.504 (3)C63—C641.385 (5)
C25—C261.357 (4)C63—H630.9500
C25—C301.383 (4)C64—H640.9500
C26—C271.393 (5)C65—C701.379 (4)
C26—H260.9500C65—C661.388 (4)
C27—C281.346 (5)C65—H650.9500
C27—H270.9500C66—C671.363 (5)
C28—C291.391 (5)C66—H660.9500
C28—C311.448 (4)C67—C681.374 (5)
C29—C301.392 (5)C67—H670.9500
C29—H290.9500C68—C691.382 (5)
C30—H300.9500C68—H680.9500
C31—N321.142 (4)C69—C701.349 (5)
C33—C381.386 (4)C69—H690.9500
C33—C341.390 (4)C70—N711.462 (4)
C34—C351.383 (4)N71—O731.223 (3)
C34—H340.9500N71—O721.226 (3)
C35—C361.394 (4)
N21—Zn—N2287.53 (8)C34—C33—C10119.3 (2)
N21—Zn—N2488.70 (8)C35—C34—C33121.0 (3)
N22—Zn—N24159.44 (8)C35—C34—H34119.5
N21—Zn—N23159.30 (8)C33—C34—H34119.5
N22—Zn—N2388.51 (8)C34—C35—C36119.2 (3)
N24—Zn—N2387.92 (8)C34—C35—H35120.4
N21—Zn—N59102.01 (8)C36—C35—H35120.4
N22—Zn—N59101.91 (8)C37—C36—C35120.6 (2)
N24—Zn—N5998.64 (8)C37—C36—C39119.8 (3)
N23—Zn—N5998.68 (8)C35—C36—C39119.5 (3)
N21—C1—C20125.6 (2)C36—C37—C38119.4 (3)
N21—C1—C2110.0 (2)C36—C37—H37120.3
C20—C1—C2124.4 (2)C38—C37—H37120.3
C3—C2—C1106.7 (2)C33—C38—C37120.3 (3)
C3—C2—H2126.6C33—C38—H38119.9
C1—C2—H2126.6C37—C38—H38119.9
C2—C3—C4106.9 (2)N40—C39—C36179.6 (5)
C2—C3—H3126.5C46—C41—C42119.0 (2)
C4—C3—H3126.5C46—C41—C15120.6 (2)
N21—C4—C5125.7 (2)C42—C41—C15120.4 (2)
N21—C4—C3110.1 (2)C43—C42—C41120.2 (3)
C5—C4—C3124.1 (2)C43—C42—H42119.9
C6—C5—C4124.8 (2)C41—C42—H42119.9
C6—C5—C25117.7 (2)C42—C43—C44120.2 (3)
C4—C5—C25117.4 (2)C42—C43—H43119.9
N22—C6—C5125.3 (2)C44—C43—H43119.9
N22—C6—C7110.2 (2)C45—C44—C43119.8 (3)
C5—C6—C7124.5 (2)C45—C44—C47119.6 (3)
C8—C7—C6106.5 (2)C43—C44—C47120.6 (3)
C8—C7—H7126.7C46—C45—C44119.3 (3)
C6—C7—H7126.7C46—C45—H45120.4
C7—C8—C9107.4 (2)C44—C45—H45120.4
C7—C8—H8126.3C45—C46—C41121.5 (3)
C9—C8—H8126.3C45—C46—H46119.3
N22—C9—C10125.3 (2)C41—C46—H46119.3
N22—C9—C8109.8 (2)N48—C47—C44178.4 (4)
C10—C9—C8124.9 (2)N50—C49—C58122.8 (2)
C11—C10—C9125.9 (2)N50—C49—C20117.1 (2)
C11—C10—C33118.6 (2)C58—C49—C20120.2 (2)
C9—C10—C33115.5 (2)C49—N50—C51118.0 (2)
N23—C11—C10125.7 (2)N50—C51—C52118.7 (3)
N23—C11—C12109.6 (2)N50—C51—C56121.9 (2)
C10—C11—C12124.7 (2)C52—C51—C56119.4 (2)
C13—C12—C11107.0 (2)C53—C52—C51120.2 (3)
C13—C12—H12126.5C53—C52—H52119.9
C11—C12—H12126.5C51—C52—H52119.9
C12—C13—C14106.9 (2)C52—C53—C54120.9 (3)
C12—C13—H13126.5C52—C53—H53119.6
C14—C13—H13126.5C54—C53—H53119.6
N23—C14—C15125.9 (2)C55—C54—C53118.9 (3)
N23—C14—C13109.5 (2)C55—C54—H54120.6
C15—C14—C13124.6 (2)C53—C54—H54120.6
C14—C15—C16125.0 (2)C54—C55—C56122.2 (3)
C14—C15—C41117.6 (2)C54—C55—H55118.9
C16—C15—C41117.3 (2)C56—C55—H55118.9
N24—C16—C15125.2 (2)C57—C56—C51117.9 (2)
N24—C16—C17109.5 (2)C57—C56—C55123.6 (3)
C15—C16—C17125.3 (2)C51—C56—C55118.5 (3)
C18—C17—C16107.0 (2)C58—C57—C56119.6 (3)
C18—C17—H17126.5C58—C57—H57120.2
C16—C17—H17126.5C56—C57—H57120.2
C17—C18—C19107.1 (2)C57—C58—C49119.7 (2)
C17—C18—H18126.4C57—C58—H58120.1
C19—C18—H18126.4C49—C58—H58120.1
N24—C19—C20125.6 (2)C60—N59—C64114.8 (3)
N24—C19—C18109.8 (2)C60—N59—Zn122.1 (2)
C20—C19—C18124.5 (2)C64—N59—Zn122.9 (2)
C1—C20—C19125.9 (2)N59—C60—C61123.9 (4)
C1—C20—C49116.7 (2)N59—C60—H60118.1
C19—C20—C49117.3 (2)C61—C60—H60118.1
C4—N21—C1106.19 (19)C62—C61—C60119.0 (5)
C4—N21—Zn127.77 (16)C62—C61—H61120.5
C1—N21—Zn125.93 (16)C60—C61—H61120.5
C6—N22—C9106.15 (19)C61—C62—C63119.4 (4)
C6—N22—Zn127.81 (16)C61—C62—H62120.3
C9—N22—Zn125.64 (16)C63—C62—H62120.3
C14—N23—C11106.89 (19)C62—C63—C64118.5 (4)
C14—N23—Zn126.66 (15)C62—C63—H63120.8
C11—N23—Zn125.73 (16)C64—C63—H63120.8
C19—N24—C16106.62 (19)N59—C64—C63124.4 (3)
C19—N24—Zn125.45 (16)N59—C64—H64117.8
C16—N24—Zn127.54 (15)C63—C64—H64117.8
C26—C25—C30118.2 (3)C70—C65—C66118.4 (3)
C26—C25—C5121.6 (3)C70—C65—H65120.8
C30—C25—C5120.2 (3)C66—C65—H65120.8
C25—C26—C27121.6 (3)C67—C66—C65120.6 (3)
C25—C26—H26119.2C67—C66—H66119.7
C27—C26—H26119.2C65—C66—H66119.7
C28—C27—C26120.1 (3)C66—C67—C68119.7 (3)
C28—C27—H27120.0C66—C67—H67120.2
C26—C27—H27120.0C68—C67—H67120.2
C27—C28—C29120.1 (3)C67—C68—C69120.4 (3)
C27—C28—C31120.8 (3)C67—C68—H68119.8
C29—C28—C31119.1 (3)C69—C68—H68119.8
C28—C29—C30119.0 (3)C70—C69—C68119.4 (3)
C28—C29—H29120.5C70—C69—H69120.3
C30—C29—H29120.5C68—C69—H69120.3
C25—C30—C29121.0 (3)C69—C70—C65121.6 (3)
C25—C30—H30119.5C69—C70—N71119.3 (3)
C29—C30—H30119.5C65—C70—N71119.1 (3)
N32—C31—C28177.4 (4)O73—N71—O72123.2 (3)
C38—C33—C34119.5 (2)O73—N71—C70118.1 (3)
C38—C33—C10121.2 (2)O72—N71—C70118.6 (3)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C2—H2···N40a'i0.952.583.439 (4)151
C7—H7···N48b'ii0.952.593.498 (4)161
C38—H38···O73c'iii0.952.473.263 (4)140
C58—H58···N24d'iv0.952.593.348 (3)137
C68—H68···N50e'v0.952.573.482 (5)162
C17—H17···N32f'vi0.952.963.828 (4)153
Symmetry codes: (i) x, y, z1; (ii) x+1, y1, z; (iii) x+1, y+1, z+1; (iv) x+1, y+2, z; (v) x, y+1, z+1; (vi) x1, y+1, z.
 

Follow Acta Cryst. E
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds