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Acta Crystallogr Sect E Struct Rep Online. 2010 July 1; 66(Pt 7): o1705.
Published online 2010 June 18. doi:  10.1107/S1600536810022579
PMCID: PMC3006837

Di-tert-butyl 2,2′-[9H-fluorene-9,9-diylbis(p-phenyl­ene­oxy)]diacetate

Abstract

In the title mol­ecule, C37H38O6, the non-fused C atom belonging to the five-membered ring of the fluorene system is connected to two p-phenyl­ene rings, the rings opening up the Car­yl–C—Car­yl angle to 113.1 (1)°. The four-atom –O–CH2–C(=O)–O– chain between the p-phenyl­ene ring and the tert-butyl group assumes a more regular W-shaped conformation for one substituent [O—C—C—C torsion angle = 171.9 (2)°] but a less regular W-shaped conformation for the other [torsion angle = 147.4 (2)°].

Related literature

For the application of the title compound as a dissolution inhibitor for protecting photosensitive poly-benzoxazoles, see: Ogura et al. (2009 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-66-o1705-scheme1.jpg

Experimental

Crystal data

  • C37H38O6
  • M r = 578.67
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-66-o1705-efi1.jpg
  • a = 15.6527 (8) Å
  • b = 11.9466 (6) Å
  • c = 17.8218 (9) Å
  • β = 107.109 (1)°
  • V = 3185.1 (3) Å3
  • Z = 4
  • Mo Kα radiation
  • μ = 0.08 mm−1
  • T = 293 K
  • 0.45 × 0.25 × 0.15 mm

Data collection

  • Bruker SMART APEX CCD diffractometer
  • 21641 measured reflections
  • 7322 independent reflections
  • 4525 reflections with I > 2σ(I)
  • R int = 0.033

Refinement

  • R[F 2 > 2σ(F 2)] = 0.051
  • wR(F 2) = 0.161
  • S = 1.00
  • 7322 reflections
  • 388 parameters
  • H-atom parameters constrained
  • Δρmax = 0.20 e Å−3
  • Δρmin = −0.18 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: X-SEED (Barbour, 2001 [triangle]); software used to prepare material for publication: publCIF (Westrip, 2010 [triangle]).

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810022579/zs2047sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810022579/zs2047Isup2.hkl

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

Acknowledgments

We thank the Higher Education Commission of Pakistan and the University of Malaya for supporting this study.

supplementary crystallographic information

Comment

9,9-Bis[4-(tert-butoxycarbonylmethyloxy)phenyl]fluorene (Scheme I) is described in the context of its function as a 'dissolution inhibitor' for protecting the photosensitive poly(benzoxazole)s used for protecting chips (Ogura et al., 2009). The carbon atom belonging to the five-membered fluorenyl ring is connected to two p-phenylene rings which open up the CarylC–Caryl angle to 113.1 (1) ° but the rings have to be rotated by 57.9 (1)°. Of the two four-atom –O–CH2–C(═ O)–O– chains between the p-phenylene ring and the tert-butyl group, one assumes a more regular W-shaped conformation [O–C–C–C torsion angle 171.9 (2)°] whereas the other assumes a less regular W-shaped conformation for the other [torsion angle 147.4 (2)°] (Fig. 1).

Experimental

9,9-Bis(4-hydroxyphenyl)fluorene (0.5 g, 1.4 mmol) was dissolved in acetone (25 ml) to give a clear solution. Potassium carbonate (0.7 g, 5 mmol) was added and the mixture stirred for an hour. tert-Butylbromo acetate (1 ml, 5.6 mmol) was added and stirring continued overnight. The mixture was filtered, prismatic crystals separating from the solution in 80% yield.

Refinement

Carbon-bound H-atoms were placed in calculated positions [C–H = 0.93–0.97 Å, U(H) = 1.2–1.5Ueq(C)] and were included in the refinement in the riding model approximation.

Figures

Fig. 1.
Thermal ellipsoid plot (Barbour, 2001) of C37H38O6 at the 50% probability level. Hydrogen atoms are drawn as spheres of arbitrary radius.

Crystal data

C37H38O6F(000) = 1232
Mr = 578.67Dx = 1.207 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 3717 reflections
a = 15.6527 (8) Åθ = 2.2–21.9°
b = 11.9466 (6) ŵ = 0.08 mm1
c = 17.8218 (9) ÅT = 293 K
β = 107.109 (1)°Block, colorless
V = 3185.1 (3) Å30.45 × 0.25 × 0.15 mm
Z = 4

Data collection

Bruker SMART APEX CCD diffractometer4525 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.033
graphiteθmax = 27.5°, θmin = 2.1°
ω scansh = −12→20
21641 measured reflectionsk = −15→15
7322 independent reflectionsl = −23→23

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) = 0.161H-atom parameters constrained
S = 1.00w = 1/[σ2(Fo2) + (0.0795P)2 + 0.3146P] where P = (Fo2 + 2Fc2)/3
7322 reflections(Δ/σ)max = 0.001
388 parametersΔρmax = 0.20 e Å3
0 restraintsΔρmin = −0.18 e Å3

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)

xyzUiso*/Ueq
O10.96192 (9)0.50272 (11)0.17980 (8)0.0660 (4)
O20.90616 (13)0.40493 (15)0.26336 (10)0.0924 (5)
O30.74271 (9)0.40436 (10)0.14068 (8)0.0602 (4)
O40.18694 (9)0.79726 (14)0.01378 (8)0.0684 (4)
O50.02575 (10)0.72090 (14)−0.06079 (10)0.0831 (5)
O6−0.03695 (9)0.82951 (14)0.01154 (9)0.0735 (4)
C11.05054 (14)0.53058 (19)0.23489 (14)0.0734 (6)
C21.10416 (18)0.4244 (2)0.25468 (17)0.0992 (9)
H2A1.11060.39170.20750.149*
H2B1.07400.37280.27940.149*
H2C1.16220.44110.28980.149*
C31.08798 (19)0.6088 (3)0.18602 (19)0.1086 (10)
H3A1.09530.56920.14140.163*
H3B1.14490.63670.21720.163*
H3C1.04760.67040.16840.163*
C41.0403 (2)0.5896 (3)0.30693 (18)0.1131 (10)
H4A1.00700.65750.29140.170*
H4B1.09830.60700.34180.170*
H4C1.00900.54170.33320.170*
C50.90208 (14)0.43879 (17)0.19930 (13)0.0614 (5)
C60.82649 (13)0.41483 (17)0.12614 (12)0.0610 (5)
H6A0.82310.47480.08870.073*
H6B0.83930.34600.10260.073*
C70.70189 (12)0.50185 (14)0.15283 (10)0.0462 (4)
C80.74248 (12)0.60625 (14)0.16529 (11)0.0502 (4)
H80.80180.61430.16590.060*
C90.69411 (12)0.69830 (14)0.17677 (10)0.0475 (4)
H90.72170.76800.18450.057*
C100.60613 (11)0.69016 (13)0.17709 (9)0.0416 (4)
C110.56757 (12)0.58392 (14)0.16520 (10)0.0481 (4)
H110.50890.57510.16620.058*
C120.61385 (12)0.49206 (14)0.15200 (10)0.0483 (4)
H120.58560.42280.14240.058*
C130.55467 (11)0.79052 (13)0.19559 (9)0.0425 (4)
C140.59517 (12)0.90292 (14)0.18369 (11)0.0479 (4)
C150.60298 (15)0.94869 (17)0.11487 (13)0.0653 (5)
H150.58280.91000.06770.078*
C160.64175 (17)1.05427 (19)0.11778 (17)0.0792 (7)
H160.64841.08590.07210.095*
C170.67034 (16)1.11222 (18)0.18756 (18)0.0803 (7)
H170.69491.18320.18810.096*
C180.66323 (14)1.06687 (17)0.25624 (16)0.0695 (6)
H180.68321.10630.30310.083*
C190.62587 (11)0.96158 (15)0.25474 (11)0.0510 (4)
C200.60928 (11)0.89381 (15)0.31708 (10)0.0487 (4)
C210.62633 (13)0.91414 (19)0.39751 (12)0.0648 (6)
H210.65340.98050.41960.078*
C220.60246 (15)0.8344 (2)0.44319 (12)0.0739 (7)
H220.61310.84740.49660.089*
C230.56317 (14)0.7359 (2)0.41104 (12)0.0706 (6)
H230.54760.68290.44300.085*
C240.54639 (13)0.71426 (17)0.33173 (10)0.0564 (5)
H240.52060.64690.31050.068*
C250.56844 (11)0.79406 (15)0.28465 (9)0.0450 (4)
C260.45506 (12)0.79041 (13)0.14816 (9)0.0432 (4)
C270.42460 (12)0.74664 (15)0.07270 (10)0.0492 (4)
H270.46530.71410.05030.059*
C280.33544 (13)0.75042 (16)0.03025 (10)0.0525 (4)
H280.31670.7195−0.01980.063*
C290.27377 (12)0.79966 (15)0.06131 (10)0.0496 (4)
C300.30209 (13)0.84633 (17)0.13524 (11)0.0575 (5)
H300.26140.88090.15670.069*
C310.39187 (13)0.84105 (16)0.17724 (11)0.0539 (5)
H310.41040.87290.22700.065*
C320.11751 (13)0.8322 (2)0.04370 (12)0.0643 (5)
H32A0.11500.91320.04490.077*
H32B0.12770.80440.09680.077*
C330.03097 (14)0.78602 (18)−0.00918 (12)0.0592 (5)
C34−0.12991 (15)0.7891 (2)−0.02384 (14)0.0750 (6)
C35−0.16201 (17)0.8197 (2)−0.10832 (14)0.0878 (7)
H35A−0.15870.8994−0.11370.132*
H35B−0.22280.7957−0.13000.132*
H35C−0.12530.7838−0.13590.132*
C36−0.13214 (19)0.6639 (3)−0.0107 (2)0.1187 (11)
H36A−0.09880.6264−0.04070.178*
H36B−0.19300.6383−0.02720.178*
H36C−0.10610.64780.04410.178*
C37−0.18185 (19)0.8536 (3)0.02153 (19)0.1255 (13)
H37A−0.17880.93220.01140.188*
H37B−0.15650.83960.07670.188*
H37C−0.24310.82980.00520.188*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
O10.0500 (8)0.0662 (9)0.0737 (9)−0.0015 (7)0.0056 (7)0.0012 (7)
O20.0921 (13)0.1007 (13)0.0749 (11)−0.0092 (10)0.0100 (9)0.0199 (9)
O30.0519 (8)0.0475 (7)0.0819 (10)−0.0023 (6)0.0205 (7)−0.0109 (6)
O40.0434 (8)0.1055 (11)0.0512 (8)−0.0002 (7)0.0057 (6)−0.0054 (7)
O50.0602 (10)0.0932 (11)0.0883 (11)−0.0021 (8)0.0097 (8)−0.0280 (9)
O60.0460 (8)0.1080 (12)0.0651 (9)−0.0146 (8)0.0144 (7)−0.0173 (8)
C10.0516 (12)0.0665 (13)0.0878 (16)0.0021 (10)−0.0014 (11)−0.0100 (12)
C20.0738 (17)0.0862 (18)0.117 (2)0.0229 (14)−0.0044 (15)−0.0026 (16)
C30.0646 (16)0.107 (2)0.139 (3)−0.0204 (15)0.0059 (16)0.0190 (19)
C40.098 (2)0.106 (2)0.118 (2)−0.0049 (17)0.0063 (18)−0.0490 (18)
C50.0571 (13)0.0506 (11)0.0729 (14)0.0062 (10)0.0137 (11)−0.0025 (10)
C60.0518 (12)0.0581 (12)0.0717 (13)0.0000 (9)0.0158 (10)−0.0133 (10)
C70.0487 (10)0.0462 (10)0.0432 (9)−0.0006 (8)0.0127 (8)−0.0013 (7)
C80.0403 (9)0.0505 (10)0.0588 (11)−0.0065 (8)0.0130 (8)−0.0034 (8)
C90.0445 (10)0.0428 (9)0.0535 (10)−0.0077 (8)0.0121 (8)−0.0045 (7)
C100.0434 (9)0.0458 (9)0.0346 (8)−0.0039 (7)0.0101 (7)−0.0002 (7)
C110.0443 (10)0.0504 (10)0.0522 (10)−0.0075 (8)0.0179 (8)0.0018 (8)
C120.0520 (11)0.0418 (9)0.0515 (10)−0.0110 (8)0.0158 (8)−0.0006 (8)
C130.0428 (9)0.0464 (9)0.0375 (8)−0.0034 (7)0.0106 (7)−0.0009 (7)
C140.0430 (10)0.0452 (9)0.0550 (10)0.0005 (8)0.0136 (8)0.0014 (8)
C150.0708 (14)0.0592 (12)0.0691 (13)−0.0016 (11)0.0255 (11)0.0094 (10)
C160.0752 (16)0.0629 (14)0.107 (2)0.0021 (12)0.0389 (15)0.0285 (14)
C170.0579 (14)0.0453 (11)0.135 (2)−0.0059 (10)0.0247 (15)0.0053 (14)
C180.0500 (12)0.0490 (11)0.1032 (18)−0.0006 (9)0.0127 (11)−0.0093 (12)
C190.0362 (9)0.0443 (9)0.0680 (12)0.0031 (8)0.0084 (8)−0.0087 (8)
C200.0336 (9)0.0602 (11)0.0476 (10)0.0085 (8)0.0047 (7)−0.0084 (8)
C210.0447 (11)0.0813 (14)0.0588 (12)0.0109 (10)0.0003 (9)−0.0241 (11)
C220.0542 (13)0.120 (2)0.0421 (11)0.0176 (13)0.0060 (9)−0.0052 (12)
C230.0563 (13)0.1094 (18)0.0446 (11)0.0073 (12)0.0125 (10)0.0115 (12)
C240.0486 (11)0.0740 (13)0.0450 (10)−0.0004 (9)0.0113 (8)0.0061 (9)
C250.0362 (9)0.0572 (10)0.0394 (9)0.0049 (8)0.0079 (7)−0.0027 (7)
C260.0446 (10)0.0449 (9)0.0382 (8)−0.0030 (7)0.0094 (7)0.0015 (7)
C270.0494 (10)0.0599 (11)0.0394 (9)−0.0023 (9)0.0150 (8)−0.0008 (8)
C280.0520 (11)0.0665 (12)0.0357 (9)−0.0071 (9)0.0078 (8)−0.0031 (8)
C290.0437 (10)0.0577 (11)0.0436 (9)−0.0032 (8)0.0069 (8)0.0054 (8)
C300.0499 (11)0.0670 (12)0.0523 (11)0.0094 (9)0.0102 (9)−0.0068 (9)
C310.0525 (11)0.0610 (11)0.0436 (10)0.0021 (9)0.0069 (8)−0.0100 (8)
C320.0482 (11)0.0828 (14)0.0594 (12)−0.0057 (10)0.0122 (9)−0.0034 (10)
C330.0505 (12)0.0699 (13)0.0542 (11)−0.0048 (10)0.0108 (9)0.0029 (10)
C340.0485 (12)0.1056 (19)0.0681 (14)−0.0184 (12)0.0128 (10)−0.0076 (12)
C350.0669 (15)0.111 (2)0.0733 (16)0.0061 (14)0.0012 (12)−0.0057 (14)
C360.0694 (18)0.135 (3)0.134 (3)−0.0339 (18)0.0025 (17)0.039 (2)
C370.0640 (17)0.215 (4)0.106 (2)−0.024 (2)0.0379 (17)−0.049 (2)

Geometric parameters (Å, °)

O1—C51.331 (2)C16—C171.378 (4)
O1—C11.482 (3)C16—H160.9300
O2—C51.195 (2)C17—C181.373 (3)
O3—C71.376 (2)C17—H170.9300
O3—C61.415 (2)C18—C191.384 (3)
O4—C291.374 (2)C18—H180.9300
O4—C321.407 (2)C19—C201.459 (3)
O5—C331.189 (2)C20—C251.395 (2)
O6—C331.329 (2)C20—C211.400 (3)
O6—C341.486 (3)C21—C221.374 (3)
C1—C21.504 (3)C21—H210.9300
C1—C31.509 (4)C22—C231.373 (3)
C1—C41.514 (3)C22—H220.9300
C2—H2A0.9600C23—C241.384 (3)
C2—H2B0.9600C23—H230.9300
C2—H2C0.9600C24—C251.379 (2)
C3—H3A0.9600C24—H240.9300
C3—H3B0.9600C26—C311.384 (2)
C3—H3C0.9600C26—C271.390 (2)
C4—H4A0.9600C27—C281.379 (3)
C4—H4B0.9600C27—H270.9300
C4—H4C0.9600C28—C291.378 (3)
C5—C61.508 (3)C28—H280.9300
C6—H6A0.9700C29—C301.378 (3)
C6—H6B0.9700C30—C311.386 (3)
C7—C121.379 (3)C30—H300.9300
C7—C81.388 (2)C31—H310.9300
C8—C91.384 (2)C32—C331.509 (3)
C8—H80.9300C32—H32A0.9700
C9—C101.382 (2)C32—H32B0.9700
C9—H90.9300C34—C351.486 (3)
C10—C111.394 (2)C34—C371.515 (4)
C10—C131.533 (2)C34—C361.515 (4)
C11—C121.373 (2)C35—H35A0.9600
C11—H110.9300C35—H35B0.9600
C12—H120.9300C35—H35C0.9600
C13—C141.526 (2)C36—H36A0.9600
C13—C251.538 (2)C36—H36B0.9600
C13—C261.540 (2)C36—H36C0.9600
C14—C151.381 (3)C37—H37A0.9600
C14—C191.403 (2)C37—H37B0.9600
C15—C161.394 (3)C37—H37C0.9600
C15—H150.9300
C5—O1—C1123.30 (17)C17—C18—H18120.5
C7—O3—C6116.90 (14)C19—C18—H18120.5
C29—O4—C32119.62 (15)C18—C19—C14120.14 (19)
C33—O6—C34121.20 (17)C18—C19—C20131.20 (19)
O1—C1—C2108.35 (18)C14—C19—C20108.65 (15)
O1—C1—C3101.74 (19)C25—C20—C21119.90 (18)
C2—C1—C3111.9 (2)C25—C20—C19108.74 (15)
O1—C1—C4110.7 (2)C21—C20—C19131.35 (18)
C2—C1—C4112.6 (2)C22—C21—C20118.9 (2)
C3—C1—C4110.9 (2)C22—C21—H21120.5
C1—C2—H2A109.5C20—C21—H21120.5
C1—C2—H2B109.5C23—C22—C21120.89 (19)
H2A—C2—H2B109.5C23—C22—H22119.6
C1—C2—H2C109.5C21—C22—H22119.6
H2A—C2—H2C109.5C22—C23—C24120.9 (2)
H2B—C2—H2C109.5C22—C23—H23119.6
C1—C3—H3A109.5C24—C23—H23119.6
C1—C3—H3B109.5C25—C24—C23119.1 (2)
H3A—C3—H3B109.5C25—C24—H24120.5
C1—C3—H3C109.5C23—C24—H24120.5
H3A—C3—H3C109.5C24—C25—C20120.31 (16)
H3B—C3—H3C109.5C24—C25—C13128.64 (16)
C1—C4—H4A109.5C20—C25—C13111.04 (15)
C1—C4—H4B109.5C31—C26—C27116.57 (16)
H4A—C4—H4B109.5C31—C26—C13120.93 (14)
C1—C4—H4C109.5C27—C26—C13122.37 (15)
H4A—C4—H4C109.5C28—C27—C26121.49 (17)
H4B—C4—H4C109.5C28—C27—H27119.3
O2—C5—O1126.8 (2)C26—C27—H27119.3
O2—C5—C6124.7 (2)C29—C28—C27120.61 (16)
O1—C5—C6108.45 (18)C29—C28—H28119.7
O3—C6—C5113.08 (17)C27—C28—H28119.7
O3—C6—H6A109.0O4—C29—C28115.23 (16)
C5—C6—H6A109.0O4—C29—C30125.40 (17)
O3—C6—H6B109.0C28—C29—C30119.37 (17)
C5—C6—H6B109.0C29—C30—C31119.20 (17)
H6A—C6—H6B107.8C29—C30—H30120.4
O3—C7—C12115.82 (15)C31—C30—H30120.4
O3—C7—C8125.03 (16)C26—C31—C30122.72 (16)
C12—C7—C8119.15 (16)C26—C31—H31118.6
C9—C8—C7119.55 (17)C30—C31—H31118.6
C9—C8—H8120.2O4—C32—C33107.86 (17)
C7—C8—H8120.2O4—C32—H32A110.1
C10—C9—C8122.25 (16)C33—C32—H32A110.1
C10—C9—H9118.9O4—C32—H32B110.1
C8—C9—H9118.9C33—C32—H32B110.1
C9—C10—C11116.78 (15)H32A—C32—H32B108.4
C9—C10—C13122.20 (14)O5—C33—O6126.30 (19)
C11—C10—C13120.87 (15)O5—C33—C32124.5 (2)
C12—C11—C10121.80 (16)O6—C33—C32109.15 (18)
C12—C11—H11119.1O6—C34—C35110.30 (19)
C10—C11—H11119.1O6—C34—C37102.72 (19)
C11—C12—C7120.43 (16)C35—C34—C37109.9 (2)
C11—C12—H12119.8O6—C34—C36108.6 (2)
C7—C12—H12119.8C35—C34—C36112.5 (2)
C14—C13—C10113.09 (13)C37—C34—C36112.3 (3)
C14—C13—C25100.45 (13)C34—C35—H35A109.5
C10—C13—C25108.69 (13)C34—C35—H35B109.5
C14—C13—C26108.63 (13)H35A—C35—H35B109.5
C10—C13—C26113.10 (13)C34—C35—H35C109.5
C25—C13—C26112.24 (13)H35A—C35—H35C109.5
C15—C14—C19120.51 (17)H35B—C35—H35C109.5
C15—C14—C13128.38 (17)C34—C36—H36A109.5
C19—C14—C13111.11 (15)C34—C36—H36B109.5
C14—C15—C16118.5 (2)H36A—C36—H36B109.5
C14—C15—H15120.8C34—C36—H36C109.5
C16—C15—H15120.8H36A—C36—H36C109.5
C17—C16—C15120.7 (2)H36B—C36—H36C109.5
C17—C16—H16119.7C34—C37—H37A109.5
C15—C16—H16119.7C34—C37—H37B109.5
C18—C17—C16121.1 (2)H37A—C37—H37B109.5
C18—C17—H17119.5C34—C37—H37C109.5
C16—C17—H17119.5H37A—C37—H37C109.5
C17—C18—C19119.1 (2)H37B—C37—H37C109.5
C5—O1—C1—C265.4 (3)C18—C19—C20—C21−0.3 (3)
C5—O1—C1—C3−176.6 (2)C14—C19—C20—C21−179.32 (18)
C5—O1—C1—C4−58.6 (3)C25—C20—C21—C220.2 (3)
C1—O1—C5—O28.0 (3)C19—C20—C21—C22179.34 (18)
C1—O1—C5—C6−171.80 (16)C20—C21—C22—C230.5 (3)
C7—O3—C6—C576.5 (2)C21—C22—C23—C24−0.1 (3)
O2—C5—C6—O332.7 (3)C22—C23—C24—C25−1.0 (3)
O1—C5—C6—O3−147.43 (16)C23—C24—C25—C201.7 (3)
C6—O3—C7—C12168.15 (16)C23—C24—C25—C13−178.61 (17)
C6—O3—C7—C8−11.7 (3)C21—C20—C25—C24−1.3 (3)
O3—C7—C8—C9179.95 (16)C19—C20—C25—C24179.36 (16)
C12—C7—C8—C90.1 (3)C21—C20—C25—C13178.93 (15)
C7—C8—C9—C100.7 (3)C19—C20—C25—C13−0.38 (19)
C8—C9—C10—C110.0 (3)C14—C13—C25—C24−179.04 (17)
C8—C9—C10—C13175.55 (15)C10—C13—C25—C24−60.1 (2)
C9—C10—C11—C12−1.5 (2)C26—C13—C25—C2465.7 (2)
C13—C10—C11—C12−177.08 (15)C14—C13—C25—C200.67 (17)
C10—C11—C12—C72.3 (3)C10—C13—C25—C20119.58 (15)
O3—C7—C12—C11178.61 (15)C26—C13—C25—C20−114.56 (15)
C8—C7—C12—C11−1.5 (3)C14—C13—C26—C31−81.16 (19)
C9—C10—C13—C1421.0 (2)C10—C13—C26—C31152.41 (16)
C11—C10—C13—C14−163.57 (15)C25—C13—C26—C3129.0 (2)
C9—C10—C13—C25−89.59 (18)C14—C13—C26—C2794.57 (18)
C11—C10—C13—C2585.79 (18)C10—C13—C26—C27−31.9 (2)
C9—C10—C13—C26145.05 (16)C25—C13—C26—C27−155.27 (16)
C11—C10—C13—C26−39.6 (2)C31—C26—C27—C28−2.1 (3)
C10—C13—C14—C1564.2 (2)C13—C26—C27—C28−177.98 (16)
C25—C13—C14—C15179.82 (19)C26—C27—C28—C291.0 (3)
C26—C13—C14—C15−62.3 (2)C32—O4—C29—C28171.85 (18)
C10—C13—C14—C19−116.39 (16)C32—O4—C29—C30−8.1 (3)
C25—C13—C14—C19−0.75 (18)C27—C28—C29—O4−179.37 (16)
C26—C13—C14—C19117.17 (15)C27—C28—C29—C300.6 (3)
C19—C14—C15—C16−0.2 (3)O4—C29—C30—C31178.94 (18)
C13—C14—C15—C16179.23 (18)C28—C29—C30—C31−1.1 (3)
C14—C15—C16—C17−1.0 (3)C27—C26—C31—C301.6 (3)
C15—C16—C17—C181.4 (4)C13—C26—C31—C30177.61 (17)
C16—C17—C18—C19−0.6 (3)C29—C30—C31—C26−0.1 (3)
C17—C18—C19—C14−0.5 (3)C29—O4—C32—C33−161.50 (17)
C17—C18—C19—C20−179.45 (19)C34—O6—C33—O57.3 (3)
C15—C14—C19—C180.9 (3)C34—O6—C33—C32−172.50 (19)
C13—C14—C19—C18−178.58 (16)O4—C32—C33—O58.2 (3)
C15—C14—C19—C20−179.94 (17)O4—C32—C33—O6−171.93 (16)
C13—C14—C19—C200.6 (2)C33—O6—C34—C35−67.6 (3)
C18—C19—C20—C25178.91 (19)C33—O6—C34—C37175.2 (2)
C14—C19—C20—C25−0.12 (19)C33—O6—C34—C3656.1 (3)

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: ZS2047).

References

  • Barbour, L. J. (2001). J. Supramol. Chem.1, 189–191.
  • Bruker (2002). SAINT and SMART Bruker AXS Inc., Madison, Wisconsin, USA.
  • Ogura, T., Higashihara, T. & Ueda, M. (2009). J. Photopolym. Sci. Technol.22, 429–435.
  • Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [PubMed]
  • Westrip, S. P. (2010). J. Appl. Cryst.43 Submitted.

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