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Acta Crystallogr Sect E Struct Rep Online. 2010 November 1; 66(Pt 11): m1455.
Published online 2010 October 23. doi:  10.1107/S1600536810041942
PMCID: PMC3009015

[meso-Tetra­kis(4-heptyl­oxyphen­yl)porphyrinato]nickel(II)

Abstract

In the title compound, [Ni(C72H84N4O4)], the four-coordinate NiII ion in the middle of the planar 24-membered porphyrin ring is located on a crystallograpic inversion center, with Ni—N distances of 1.946 (2)–1.951 (2) Å. The 4-heptyl­oxyphenyl groups are twisted with respect to the porphyrin mean plane, the dihedral angles being 88.5 (3) and 79.1 (2)°.

Related literature

For related structures, see: Scheidt (1977 [triangle]); Maclean et al. (1996 [triangle]); Jentzen et al. (1996 [triangle]). For background to porphyrins and metalloporphyrins, see: Kozaki et al. (2007 [triangle]); Kuciauskas et al. (1996 [triangle]); Suslick et al. (2005 [triangle]); Liu et al. (1985 [triangle]); Gross & Ini (1999 [triangle]); Wasielewski et al. (1993 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-66-m1455-scheme1.jpg

Experimental

Crystal data

  • [Ni(C72H84N4O4)]
  • M r = 1128.14
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-66-m1455-efi1.jpg
  • a = 15.8843 (12) Å
  • b = 19.0602 (15) Å
  • c = 10.2398 (8) Å
  • β = 91.221 (2)°
  • V = 3099.5 (4) Å3
  • Z = 2
  • Mo Kα radiation
  • μ = 0.37 mm−1
  • T = 185 K
  • 0.21 × 0.16 × 0.07 mm

Data collection

  • Bruker APEX CCD area-detector diffractometer
  • Absorption correction: multi-scan (SADABS; Sheldrick, 2004 [triangle]) T min = 0.927, T max = 0.975
  • 14663 measured reflections
  • 5469 independent reflections
  • 3578 reflections with I > 2σ(I)
  • R int = 0.062

Refinement

  • R[F 2 > 2σ(F 2)] = 0.051
  • wR(F 2) = 0.114
  • S = 0.96
  • 5469 reflections
  • 369 parameters
  • H-atom parameters constrained
  • Δρmax = 0.36 e Å−3
  • Δρmin = −0.35 e Å−3

Data collection: SMART (Bruker, 2002 [triangle]); cell refinement: SAINT (Bruker, 2002 [triangle]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 [triangle]); molecular graphics: SHELXTL (Sheldrick, 2008 [triangle]); software used to prepare material for publication: SHELXTL.

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810041942/fk2026sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810041942/fk2026Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Acknowledgments

This work was supported by National Analytical Research Center of Electrochemistry and Spectroscopy, Changchun Institute of Applied Chemistry, Changchun, China.

supplementary crystallographic information

Comment

Porphyrins and metalloporphyrins are researched in many aspects, such as electron and energy transfer (Kozaki et al.,2007; Kuciauskas et al.,1996), molecular recognition (Suslick et al.,2005), catalysts (Liu et al.,1985; Gross & Ini, 1999) or biomimetic models of photosynthetic systems (Wasielewski et al.,1993). In this paper, the structure of Nickel(II) meso-tetrakis[p-(heptyloxy)phenyl] porphyrinate is reported.

The 24-membered porphyrin moiety of the title compound is planar with a mean deviation of 0.045 (3) Å. The four-coordinate NiII ion is located at a crystallograpic inversion center, with Ni—N distances of 1.946 (2) to 1.951 (2) Å, in agreement with those found in other nickel porphyrin compounds (Scheidt,1977; Maclean et al.1996; Jentzen et al.1996.).

The p-pentyloxyphenyl groups are rotated at angles of 88.5 (3)° and 79.1 (2)° with respect to the porphyrin mean plane, due to steric hindrance with the pyrrole-H atoms of the macrocycle.

Experimental

Single crystals were recrystallised from a dichloromethane solution at room temperature.

Refinement

H atoms were placed in calculated positions (C—H = 0.95, 0.98 or 0.99 Å) and refined in riding mode, with Uiso(H) = xUeq(C), where x = 1.5 for methyl and 1.2 for all other H atoms.

Figures

Fig. 1.
Molecular structure of (I), with the atom-labeling scheme and 50% probability displacement ellipsoids.

Crystal data

[Ni(C72H84N4O4)]F(000) = 1208
Mr = 1128.14Dx = 1.209 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 1476 reflections
a = 15.8843 (12) Åθ = 2.3–22.6°
b = 19.0602 (15) ŵ = 0.37 mm1
c = 10.2398 (8) ÅT = 185 K
β = 91.221 (2)°Block, purple
V = 3099.5 (4) Å30.21 × 0.16 × 0.07 mm
Z = 2

Data collection

Bruker APEX CCD area-detector diffractometer5469 independent reflections
Radiation source: fine-focus sealed tube3578 reflections with I > 2σ(I)
graphiteRint = 0.062
phi and ω scansθmax = 25.0°, θmin = 1.7°
Absorption correction: multi-scan (SADABS; Sheldrick, 2004)h = −18→16
Tmin = 0.927, Tmax = 0.975k = −22→22
14663 measured reflectionsl = −8→12

Refinement

Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.051Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.114H-atom parameters constrained
S = 0.96w = 1/[σ2(Fo2) + (0.0487P)2] where P = (Fo2 + 2Fc2)/3
5469 reflections(Δ/σ)max = 0.001
369 parametersΔρmax = 0.36 e Å3
0 restraintsΔρmin = −0.35 e Å3

Special details

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)

xyzUiso*/Ueq
Ni11.00000.00000.00000.02268 (15)
N10.93762 (14)0.08453 (11)0.0426 (2)0.0234 (5)
N20.90680 (13)−0.05759 (11)0.0596 (2)0.0234 (5)
O11.09497 (12)0.46905 (9)−0.07128 (19)0.0323 (5)
O20.51784 (12)0.09270 (11)0.4285 (2)0.0408 (6)
C11.03791 (18)0.17651 (14)−0.0219 (3)0.0242 (7)
C20.96102 (17)0.15389 (14)0.0243 (3)0.0244 (7)
C30.89751 (17)0.20052 (15)0.0693 (3)0.0281 (7)
H30.89850.25030.06460.034*
C40.83648 (18)0.16108 (15)0.1191 (3)0.0301 (7)
H40.78660.17770.15830.036*
C50.86001 (17)0.08937 (14)0.1025 (3)0.0244 (7)
C60.81084 (17)0.03361 (15)0.1406 (3)0.0259 (7)
C70.83248 (17)−0.03534 (15)0.1162 (3)0.0267 (7)
C80.78014 (18)−0.09352 (15)0.1457 (3)0.0327 (8)
H80.7260−0.09140.18320.039*
C90.82105 (17)−0.15206 (16)0.1109 (3)0.0325 (8)
H90.8013−0.19890.11870.039*
C100.90037 (17)−0.13037 (14)0.0595 (3)0.0243 (7)
C111.05300 (17)0.25403 (14)−0.0347 (3)0.0252 (7)
C121.01380 (19)0.29119 (15)−0.1341 (3)0.0330 (8)
H120.97780.2668−0.19400.040*
C131.02490 (18)0.36291 (15)−0.1501 (3)0.0333 (8)
H130.99600.3872−0.21860.040*
C141.07832 (17)0.39857 (14)−0.0654 (3)0.0276 (7)
C151.11814 (18)0.36205 (15)0.0355 (3)0.0325 (7)
H151.15450.38630.09490.039*
C161.10554 (18)0.29106 (15)0.0505 (3)0.0334 (8)
H161.13330.26700.12030.040*
C171.04975 (18)0.50907 (14)−0.1690 (3)0.0321 (7)
H17A0.98920.5107−0.14850.039*
H17B1.05570.4869−0.25580.039*
C181.08534 (18)0.58205 (14)−0.1706 (3)0.0326 (7)
H18A1.08800.6005−0.08020.039*
H18B1.04720.6127−0.22270.039*
C191.17292 (18)0.58474 (14)−0.2277 (3)0.0339 (8)
H19A1.21070.5542−0.17460.041*
H19B1.17000.5650−0.31720.041*
C201.21164 (18)0.65730 (15)−0.2341 (3)0.0360 (8)
H20A1.22390.6742−0.14420.043*
H20B1.17060.6900−0.27530.043*
C211.29262 (19)0.65811 (16)−0.3114 (3)0.0384 (8)
H21A1.33190.6231−0.27290.046*
H21B1.27920.6432−0.40210.046*
C221.3369 (2)0.72806 (17)−0.3155 (4)0.0528 (10)
H22A1.35260.7424−0.22530.063*
H22B1.29750.7637−0.35170.063*
C231.4159 (2)0.7267 (2)−0.3977 (4)0.0689 (12)
H23A1.45270.6883−0.36800.103*
H23B1.44580.7714−0.38830.103*
H23C1.39990.7194−0.48970.103*
C240.73300 (17)0.04826 (14)0.2166 (3)0.0266 (7)
C250.65543 (18)0.06211 (16)0.1569 (3)0.0376 (8)
H250.65050.06170.06430.045*
C260.58512 (19)0.07654 (17)0.2299 (3)0.0417 (8)
H260.53280.08620.18710.050*
C270.59084 (18)0.07690 (15)0.3649 (3)0.0321 (8)
C280.66699 (18)0.06206 (16)0.4264 (3)0.0380 (8)
H280.67150.06150.51910.046*
C290.73707 (19)0.04797 (16)0.3511 (3)0.0363 (8)
H290.78930.03780.39400.044*
C300.5209 (2)0.08959 (17)0.5680 (3)0.0431 (9)
H30A0.56770.11900.60240.052*
H30B0.53080.04070.59710.052*
C310.4376 (2)0.11602 (17)0.6195 (3)0.0469 (9)
H31A0.43440.10430.71340.056*
H31B0.39100.09140.57310.056*
C320.42590 (19)0.19494 (16)0.6025 (3)0.0435 (9)
H32A0.47850.21890.63080.052*
H32B0.41640.20520.50860.052*
C330.35324 (19)0.22487 (16)0.6787 (3)0.0430 (9)
H33A0.35880.20960.77090.052*
H33B0.29970.20570.64250.052*
C340.3499 (2)0.30462 (17)0.6739 (4)0.0500 (9)
H34A0.40520.32340.70340.060*
H34B0.34040.31950.58210.060*
C350.2822 (2)0.33668 (17)0.7564 (4)0.0568 (11)
H35A0.28960.32010.84760.068*
H35B0.22640.32060.72370.068*
C360.2846 (3)0.41618 (19)0.7547 (5)0.0884 (15)
H36A0.33890.43240.79060.133*
H36B0.23900.43460.80770.133*
H36C0.27750.43290.66460.133*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Ni10.0215 (3)0.0189 (3)0.0279 (3)−0.0005 (2)0.0057 (2)0.0001 (3)
N10.0224 (13)0.0219 (13)0.0262 (14)0.0005 (11)0.0043 (10)−0.0013 (11)
N20.0220 (13)0.0215 (13)0.0269 (14)0.0000 (10)0.0044 (11)−0.0015 (11)
O10.0413 (13)0.0198 (11)0.0359 (13)−0.0051 (9)0.0003 (10)0.0042 (9)
O20.0328 (12)0.0430 (14)0.0473 (15)0.0041 (10)0.0168 (11)−0.0031 (11)
C10.0256 (16)0.0231 (16)0.0238 (17)0.0005 (13)0.0022 (13)0.0022 (13)
C20.0277 (16)0.0217 (16)0.0237 (17)0.0032 (13)0.0014 (13)0.0000 (13)
C30.0311 (17)0.0199 (16)0.0336 (18)0.0022 (13)0.0032 (14)−0.0009 (13)
C40.0271 (17)0.0261 (17)0.038 (2)0.0063 (14)0.0090 (15)−0.0013 (14)
C50.0225 (16)0.0208 (16)0.0302 (17)0.0005 (13)0.0040 (13)−0.0022 (13)
C60.0218 (16)0.0264 (17)0.0295 (18)−0.0008 (13)0.0045 (13)−0.0022 (14)
C70.0230 (16)0.0245 (17)0.0330 (18)−0.0021 (13)0.0067 (14)0.0008 (13)
C80.0240 (16)0.0315 (18)0.043 (2)−0.0019 (14)0.0118 (15)0.0010 (15)
C90.0307 (18)0.0250 (17)0.042 (2)−0.0039 (14)0.0105 (15)0.0005 (15)
C100.0264 (16)0.0224 (16)0.0243 (16)−0.0012 (13)0.0040 (13)−0.0002 (13)
C110.0245 (15)0.0206 (15)0.0308 (17)−0.0011 (13)0.0060 (13)−0.0015 (13)
C120.0396 (19)0.0265 (17)0.0330 (18)−0.0060 (14)0.0016 (15)−0.0026 (14)
C130.0415 (19)0.0260 (17)0.0321 (18)−0.0024 (15)−0.0036 (15)0.0037 (14)
C140.0297 (17)0.0214 (15)0.0318 (18)−0.0023 (13)0.0058 (14)0.0015 (14)
C150.0371 (18)0.0258 (17)0.0343 (19)−0.0076 (14)−0.0072 (15)−0.0027 (14)
C160.0359 (18)0.0281 (17)0.0361 (19)−0.0002 (14)−0.0031 (15)0.0068 (15)
C170.0352 (17)0.0246 (17)0.0366 (18)0.0001 (14)0.0020 (14)0.0064 (15)
C180.0372 (18)0.0242 (17)0.0367 (19)0.0024 (14)0.0072 (15)0.0033 (14)
C190.0361 (18)0.0227 (17)0.043 (2)−0.0001 (14)0.0035 (15)0.0013 (15)
C200.0364 (19)0.0295 (17)0.042 (2)−0.0007 (15)0.0066 (16)0.0028 (15)
C210.041 (2)0.0336 (19)0.041 (2)−0.0012 (16)0.0039 (16)0.0004 (16)
C220.053 (2)0.037 (2)0.070 (3)−0.0073 (18)0.025 (2)0.0005 (19)
C230.064 (3)0.063 (3)0.081 (3)−0.017 (2)0.034 (2)0.001 (2)
C240.0243 (16)0.0194 (15)0.0365 (19)0.0005 (12)0.0073 (14)−0.0004 (13)
C250.0309 (18)0.045 (2)0.038 (2)0.0039 (16)0.0093 (15)0.0022 (16)
C260.0257 (18)0.051 (2)0.049 (2)0.0065 (15)0.0046 (16)0.0006 (18)
C270.0255 (17)0.0257 (17)0.046 (2)0.0032 (13)0.0144 (15)−0.0016 (15)
C280.0343 (19)0.046 (2)0.034 (2)0.0044 (16)0.0071 (16)−0.0030 (16)
C290.0246 (17)0.043 (2)0.041 (2)0.0055 (15)0.0044 (15)−0.0006 (16)
C300.045 (2)0.037 (2)0.049 (2)0.0030 (16)0.0177 (18)−0.0038 (17)
C310.043 (2)0.041 (2)0.058 (2)0.0002 (17)0.0284 (18)−0.0068 (18)
C320.038 (2)0.037 (2)0.056 (2)−0.0019 (16)0.0214 (17)−0.0056 (17)
C330.0360 (19)0.0348 (19)0.059 (2)−0.0013 (16)0.0176 (17)−0.0069 (17)
C340.046 (2)0.038 (2)0.066 (3)0.0018 (17)0.0165 (19)−0.0047 (19)
C350.045 (2)0.040 (2)0.086 (3)0.0044 (17)0.015 (2)−0.013 (2)
C360.091 (3)0.043 (3)0.132 (4)0.012 (2)0.034 (3)−0.014 (3)

Geometric parameters (Å, °)

Ni1—N11.946 (2)C19—H19A0.9900
Ni1—N1i1.946 (2)C19—H19B0.9900
Ni1—N2i1.951 (2)C20—C211.525 (4)
Ni1—N21.951 (2)C20—H20A0.9900
N1—C21.387 (3)C20—H20B0.9900
N1—C51.391 (3)C21—C221.508 (4)
N2—C101.391 (3)C21—H21A0.9900
N2—C71.392 (3)C21—H21B0.9900
O1—C141.371 (3)C22—C231.526 (4)
O1—C171.438 (3)C22—H22A0.9900
O2—C271.376 (3)C22—H22B0.9900
O2—C301.430 (4)C23—H23A0.9800
C1—C10i1.378 (4)C23—H23B0.9800
C1—C21.388 (4)C23—H23C0.9800
C1—C111.503 (4)C24—C291.378 (4)
C2—C31.428 (4)C24—C251.389 (4)
C3—C41.337 (4)C25—C261.384 (4)
C3—H30.9500C25—H250.9500
C4—C51.428 (4)C26—C271.383 (4)
C4—H40.9500C26—H260.9500
C5—C61.380 (4)C27—C281.381 (4)
C6—C71.382 (4)C28—C291.394 (4)
C6—C241.502 (4)C28—H280.9500
C7—C81.422 (4)C29—H290.9500
C8—C91.343 (4)C30—C311.520 (4)
C8—H80.9500C30—H30A0.9900
C9—C101.437 (4)C30—H30B0.9900
C9—H90.9500C31—C321.525 (4)
C10—C1i1.378 (4)C31—H31A0.9900
C11—C121.378 (4)C31—H31B0.9900
C11—C161.387 (4)C32—C331.518 (4)
C12—C131.388 (4)C32—H32A0.9900
C12—H120.9500C32—H32B0.9900
C13—C141.380 (4)C33—C341.522 (4)
C13—H130.9500C33—H33A0.9900
C14—C151.387 (4)C33—H33B0.9900
C15—C161.377 (4)C34—C351.510 (4)
C15—H150.9500C34—H34A0.9900
C16—H160.9500C34—H34B0.9900
C17—C181.502 (4)C35—C361.516 (5)
C17—H17A0.9900C35—H35A0.9900
C17—H17B0.9900C35—H35B0.9900
C18—C191.521 (4)C36—H36A0.9800
C18—H18A0.9900C36—H36B0.9800
C18—H18B0.9900C36—H36C0.9800
C19—C201.516 (4)
N1—Ni1—N1i179.996 (1)C21—C20—H20A109.1
N1—Ni1—N2i89.88 (9)C19—C20—H20B109.1
N1i—Ni1—N2i90.13 (9)C21—C20—H20B109.1
N1—Ni1—N290.13 (9)H20A—C20—H20B107.9
N1i—Ni1—N289.87 (9)C22—C21—C20115.0 (3)
N2i—Ni1—N2180.0C22—C21—H21A108.5
C2—N1—C5103.8 (2)C20—C21—H21A108.5
C2—N1—Ni1128.28 (19)C22—C21—H21B108.5
C5—N1—Ni1127.87 (18)C20—C21—H21B108.5
C10—N2—C7104.0 (2)H21A—C21—H21B107.5
C10—N2—Ni1128.07 (18)C21—C22—C23112.9 (3)
C7—N2—Ni1127.92 (18)C21—C22—H22A109.0
C14—O1—C17117.2 (2)C23—C22—H22A109.0
C27—O2—C30116.9 (2)C21—C22—H22B109.0
C10i—C1—C2122.2 (2)C23—C22—H22B109.0
C10i—C1—C11119.2 (3)H22A—C22—H22B107.8
C2—C1—C11118.6 (2)C22—C23—H23A109.5
C1—C2—N1125.6 (2)C22—C23—H23B109.5
C1—C2—C3123.3 (3)H23A—C23—H23B109.5
N1—C2—C3110.9 (2)C22—C23—H23C109.5
C4—C3—C2107.2 (3)H23A—C23—H23C109.5
C4—C3—H3126.4H23B—C23—H23C109.5
C2—C3—H3126.4C29—C24—C25117.6 (3)
C3—C4—C5107.4 (3)C29—C24—C6119.8 (3)
C3—C4—H4126.3C25—C24—C6122.6 (3)
C5—C4—H4126.3C24—C25—C26121.2 (3)
C6—C5—N1125.8 (2)C24—C25—H25119.4
C6—C5—C4123.5 (3)C26—C25—H25119.4
N1—C5—C4110.6 (2)C27—C26—C25120.2 (3)
C5—C6—C7122.5 (3)C27—C26—H26119.9
C5—C6—C24118.7 (3)C25—C26—H26119.9
C7—C6—C24118.7 (3)O2—C27—C28124.6 (3)
C6—C7—N2125.5 (3)O2—C27—C26115.9 (3)
C6—C7—C8123.7 (3)C28—C27—C26119.5 (3)
N2—C7—C8110.8 (2)C27—C28—C29119.3 (3)
C9—C8—C7107.6 (3)C27—C28—H28120.4
C9—C8—H8126.2C29—C28—H28120.4
C7—C8—H8126.2C24—C29—C28122.1 (3)
C8—C9—C10106.9 (3)C24—C29—H29119.0
C8—C9—H9126.5C28—C29—H29119.0
C10—C9—H9126.5O2—C30—C31108.7 (3)
C1i—C10—N2125.8 (3)O2—C30—H30A109.9
C1i—C10—C9123.6 (3)C31—C30—H30A109.9
N2—C10—C9110.6 (2)O2—C30—H30B109.9
C12—C11—C16117.3 (3)C31—C30—H30B109.9
C12—C11—C1119.9 (3)H30A—C30—H30B108.3
C16—C11—C1122.7 (3)C30—C31—C32113.1 (3)
C11—C12—C13122.5 (3)C30—C31—H31A109.0
C11—C12—H12118.8C32—C31—H31A109.0
C13—C12—H12118.8C30—C31—H31B109.0
C14—C13—C12119.3 (3)C32—C31—H31B109.0
C14—C13—H13120.4H31A—C31—H31B107.8
C12—C13—H13120.4C33—C32—C31113.9 (3)
O1—C14—C13124.9 (3)C33—C32—H32A108.8
O1—C14—C15116.1 (3)C31—C32—H32A108.8
C13—C14—C15119.1 (3)C33—C32—H32B108.8
C16—C15—C14120.7 (3)C31—C32—H32B108.8
C16—C15—H15119.6H32A—C32—H32B107.7
C14—C15—H15119.6C32—C33—C34112.7 (3)
C15—C16—C11121.1 (3)C32—C33—H33A109.1
C15—C16—H16119.4C34—C33—H33A109.1
C11—C16—H16119.4C32—C33—H33B109.1
O1—C17—C18108.4 (2)C34—C33—H33B109.1
O1—C17—H17A110.0H33A—C33—H33B107.8
C18—C17—H17A110.0C35—C34—C33114.3 (3)
O1—C17—H17B110.0C35—C34—H34A108.7
C18—C17—H17B110.0C33—C34—H34A108.7
H17A—C17—H17B108.4C35—C34—H34B108.7
C17—C18—C19112.5 (2)C33—C34—H34B108.7
C17—C18—H18A109.1H34A—C34—H34B107.6
C19—C18—H18A109.1C34—C35—C36112.3 (3)
C17—C18—H18B109.1C34—C35—H35A109.1
C19—C18—H18B109.1C36—C35—H35A109.1
H18A—C18—H18B107.8C34—C35—H35B109.1
C20—C19—C18115.0 (2)C36—C35—H35B109.1
C20—C19—H19A108.5H35A—C35—H35B107.9
C18—C19—H19A108.5C35—C36—H36A109.5
C20—C19—H19B108.5C35—C36—H36B109.5
C18—C19—H19B108.5H36A—C36—H36B109.5
H19A—C19—H19B107.5C35—C36—H36C109.5
C19—C20—C21112.3 (2)H36A—C36—H36C109.5
C19—C20—H20A109.1H36B—C36—H36C109.5

Symmetry codes: (i) −x+2, −y, −z.

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: FK2026).

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