organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

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ISSN: 2056-9890

tert-Butyl 2-[4-(2-{4-[(tert-butoxycar­bonyl)meth­oxy]-3-methylphenyl}-2-propyl)-2-methylphen­oxy]acetate

aHEJ Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan, and bDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia
*Correspondence e-mail: seikweng@um.edu.my

(Received 14 June 2010; accepted 17 June 2010; online 23 June 2010)

In the mol­ecule of the title compound, C29H40O6, the carbon atom belonging to the propyl chain is connected to two aromatic rings that open up the Car­yl—C—Car­yl angle to 111.5 (1)°. The four-atom –O–CH2–C(=O)–O– linkage between the aromatic ring and the tert-butyl group assumes a (−)anti-periplanar conformation for one substituent and a (−)syn-periplanar conformation for the other substituent; the O–C–C–O torsion angles are −173.7 (2) and −10.2 (3)°.

Related literature

For the crystal structure of a related V-shaped mol­ecule, see: Shah et al. (2010[Shah, K., Yousuf, S., Raza Shah, M. & Ng, S. W. (2010). Acta Cryst. E66, o1705.]).

[Scheme 1]

Experimental

Crystal data
  • C29H40O6

  • Mr = 484.61

  • Triclinic, [P \overline 1]

  • a = 8.3154 (6) Å

  • b = 12.5589 (8) Å

  • c = 13.9410 (9) Å

  • α = 101.782 (1)°

  • β = 97.529 (1)°

  • γ = 94.156 (1)°

  • V = 1405.52 (16) Å3

  • Z = 2

  • Mo Kα radiation

  • μ = 0.08 mm−1

  • T = 293 K

  • 0.45 × 0.35 × 0.30 mm

Data collection
  • Bruker SMART APEX diffractometer

  • 13784 measured reflections

  • 6428 independent reflections

  • 4482 reflections with I > 2σ(I)

  • Rint = 0.021

Refinement
  • R[F2 > 2σ(F2)] = 0.060

  • wR(F2) = 0.184

  • S = 1.03

  • 6428 reflections

  • 318 parameters

  • H-atom parameters constrained

  • Δρmax = 0.35 e Å−3

  • Δρmin = −0.19 e Å−3

Data collection: SMART (Bruker, 2002[Bruker (2002). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2002[Bruker (2002). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: X-SEED (Barbour, 2001[Barbour, L. J. (2001). J. Supramol. Chem. 1, 189-191.]); software used to prepare material for publication: publCIF (Westrip, 2010[Westrip, S. P. (2010). publCIF. In preparation.]).

Supporting information


Comment top

We are interested in the solid-state structures of V-shaped molecules. A recent study reported the crystal structure of 9,9-bis[4-(tert-butoxycarbonylmethyloxy)phenyl]fluorene, a compound used as dissolution inhibitor for protecting photosensitive poly(benzoxazole)s (Shah et al., 2010). The V shape induced by the fluorenyl portion is now replaced by an i-propyl unit to furnish a similarly shaped molecule (Scheme I, Fig. 1). In the title molecule, the carbon atom belonging to the propyl chain is connected to two aromatic rings that open up the CarylC–Caryl to 111.5 (1)°. The four-atom –O–CH2–C(O)–O– chain between the aromatic ring and the tert-butyl group assumes a W shape for one substituent and a U shape for the other substituent [O–C–C–O torsion angle -173.7 (2)° and -10.2 (3)°].

Related literature top

For the crystal structure of a related V-shaped molecule, see: Shah et al. (2010).

Experimental top

2,2-Bis(4-hydroxy-3-methylphenyl)propane (0.50 g) and potassium carbonate (0.85 g) were placed in acetone (25 ml) and to this was added tert-butyl bromoacetate (0.75 ml, 5 mmol). The mixture was stirred at room temperature for 3 h. The solvent was evaporated under reduced pressure and the residue was dissolved in a mixture of water (50 ml) and dichloromethane (50 ml). The aqueous layer was extracted three times with dichloromethane. The combined organic phases were evaporated under reduced pressure and the solid material was recrystallized from n-hexane. Colourless crystals were obtained in 80% yield.

Refinement top

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

Computing details top

Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT (Bruker, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2010).

Figures top
[Figure 1] Fig. 1. Displacement ellipsoid plot (Barbour, 2001) of C29H40O6 at the 50% probability level. H atoms are drawn as spheres of arbitrary radius.
tert-Butyl 2-[4-(2-{4-[(tert-butoxycarbonyl)methoxy]- 3-methylphenyl}-2-propyl)-2-methylphenoxy]acetate top
Crystal data top
C29H40O6Z = 2
Mr = 484.61F(000) = 524
Triclinic, P1Dx = 1.145 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 8.3154 (6) ÅCell parameters from 4014 reflections
b = 12.5589 (8) Åθ = 2.5–27.3°
c = 13.9410 (9) ŵ = 0.08 mm1
α = 101.782 (1)°T = 293 K
β = 97.529 (1)°Block, colourless
γ = 94.156 (1)°0.45 × 0.35 × 0.30 mm
V = 1405.52 (16) Å3
Data collection top
Bruker SMART APEX
diffractometer
4482 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.021
Graphite monochromatorθmax = 27.5°, θmin = 1.7°
ω scansh = 1010
13784 measured reflectionsk = 1614
6428 independent reflectionsl = 1817
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)] = 0.060Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.184H-atom parameters constrained
S = 1.03 w = 1/[σ2(Fo2) + (0.0989P)2 + 0.2549P]
where P = (Fo2 + 2Fc2)/3
6428 reflections(Δ/σ)max = 0.001
318 parametersΔρmax = 0.35 e Å3
0 restraintsΔρmin = 0.19 e Å3
Crystal data top
C29H40O6γ = 94.156 (1)°
Mr = 484.61V = 1405.52 (16) Å3
Triclinic, P1Z = 2
a = 8.3154 (6) ÅMo Kα radiation
b = 12.5589 (8) ŵ = 0.08 mm1
c = 13.9410 (9) ÅT = 293 K
α = 101.782 (1)°0.45 × 0.35 × 0.30 mm
β = 97.529 (1)°
Data collection top
Bruker SMART APEX
diffractometer
4482 reflections with I > 2σ(I)
13784 measured reflectionsRint = 0.021
6428 independent reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0600 restraints
wR(F2) = 0.184H-atom parameters constrained
S = 1.03Δρmax = 0.35 e Å3
6428 reflectionsΔρmin = 0.19 e Å3
318 parameters
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
O10.54867 (16)0.16145 (12)0.44990 (9)0.0584 (4)
O20.28231 (18)0.17998 (13)0.40617 (11)0.0644 (4)
O30.22035 (16)0.13010 (10)0.58548 (10)0.0537 (3)
O40.13940 (17)0.83903 (11)1.01874 (10)0.0608 (4)
O50.4354 (2)0.79162 (18)1.21064 (11)0.0891 (6)
O60.43525 (16)0.77133 (14)1.04833 (10)0.0665 (4)
C10.6069 (3)0.17993 (18)0.35761 (14)0.0571 (5)
C20.7872 (3)0.1715 (3)0.3802 (2)0.1093 (12)
H2A0.83370.22750.43690.164*
H2B0.83840.18080.32420.164*
H2C0.80440.10100.39390.164*
C30.5730 (4)0.29242 (19)0.34262 (19)0.0811 (7)
H3A0.62490.34650.39940.122*
H3B0.45750.29720.33440.122*
H3C0.61500.30510.28460.122*
C40.5265 (4)0.0919 (2)0.27129 (18)0.0882 (8)
H4A0.41080.09610.26250.132*
H4B0.54860.02160.28390.132*
H4C0.56850.10160.21240.132*
C50.3936 (2)0.16414 (14)0.46314 (13)0.0459 (4)
C60.3813 (2)0.14131 (16)0.56480 (14)0.0516 (4)
H6A0.43070.07470.57000.062*
H6B0.44340.20050.61460.062*
C70.1432 (2)0.22212 (13)0.61535 (12)0.0424 (4)
C80.2100 (2)0.32846 (15)0.62278 (14)0.0501 (4)
H80.31460.34180.60820.060*
C90.1196 (2)0.41480 (14)0.65211 (14)0.0506 (4)
H90.16610.48600.65850.061*
C100.0379 (2)0.39793 (13)0.67218 (12)0.0429 (4)
C110.0997 (2)0.29071 (14)0.66524 (12)0.0432 (4)
H110.20450.27750.67950.052*
C120.0121 (2)0.20183 (13)0.63788 (12)0.0423 (4)
C130.0854 (3)0.08640 (15)0.63031 (16)0.0593 (5)
H13A0.19550.08750.64410.089*
H13B0.02230.05400.67740.089*
H13C0.08510.04430.56460.089*
C140.1407 (2)0.49513 (14)0.69162 (14)0.0480 (4)
C150.3066 (2)0.46110 (18)0.7189 (2)0.0755 (7)
H15A0.36410.40360.66690.113*
H15B0.36910.52280.72740.113*
H15C0.29040.43560.77960.113*
C160.1702 (3)0.53592 (18)0.59406 (15)0.0711 (7)
H16A0.06730.55580.57490.107*
H16B0.23090.59850.60370.107*
H16C0.23080.47880.54290.107*
C170.0548 (2)0.58614 (13)0.77766 (12)0.0403 (4)
C180.0610 (2)0.69584 (13)0.77638 (12)0.0402 (4)
H180.11100.71430.71920.048*
C190.0042 (2)0.77945 (13)0.85692 (12)0.0420 (4)
C200.0800 (2)0.75110 (14)0.94170 (13)0.0445 (4)
C210.0898 (2)0.64272 (16)0.94550 (14)0.0522 (4)
H210.14150.62431.00230.063*
C220.0220 (2)0.56143 (15)0.86392 (14)0.0494 (4)
H220.02810.48860.86710.059*
C230.0095 (3)0.89746 (16)0.85277 (17)0.0642 (6)
H23A0.09770.93580.86330.096*
H23B0.06960.93030.90340.096*
H23C0.06510.90150.78900.096*
C240.1975 (2)0.8205 (2)1.11273 (14)0.0632 (6)
H24A0.12630.76181.12510.076*
H24B0.18810.88571.16190.076*
C250.3708 (2)0.79182 (16)1.12921 (13)0.0527 (5)
C260.6032 (2)0.7409 (2)1.04549 (17)0.0702 (6)
C270.6246 (5)0.6415 (3)1.0903 (3)0.1357 (14)
H27A0.61500.66021.15950.203*
H27B0.73030.61781.08270.203*
H27C0.54190.58361.05720.203*
C280.7205 (4)0.8347 (3)1.1020 (3)0.1313 (15)
H28A0.70170.89821.07540.197*
H28B0.82990.81721.09670.197*
H28C0.70550.84931.17040.197*
C290.6096 (4)0.7084 (4)0.9371 (2)0.1321 (15)
H29A0.59310.77010.90730.198*
H29B0.52570.65020.90720.198*
H29C0.71420.68420.92700.198*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
O10.0552 (8)0.0840 (10)0.0451 (7)0.0226 (7)0.0167 (6)0.0235 (7)
O20.0593 (8)0.0816 (10)0.0560 (8)0.0185 (7)0.0039 (7)0.0224 (7)
O30.0603 (8)0.0434 (7)0.0634 (8)0.0169 (6)0.0273 (6)0.0100 (6)
O40.0636 (8)0.0574 (8)0.0506 (8)0.0147 (6)0.0056 (6)0.0076 (6)
O50.0735 (11)0.1484 (18)0.0461 (9)0.0218 (11)0.0038 (7)0.0219 (9)
O60.0487 (8)0.1064 (12)0.0437 (7)0.0157 (7)0.0103 (6)0.0098 (7)
C10.0673 (12)0.0676 (13)0.0446 (10)0.0186 (10)0.0208 (9)0.0193 (9)
C20.0730 (17)0.195 (4)0.093 (2)0.048 (2)0.0443 (15)0.075 (2)
C30.113 (2)0.0603 (14)0.0764 (16)0.0089 (13)0.0251 (14)0.0213 (12)
C40.136 (2)0.0705 (15)0.0585 (14)0.0123 (15)0.0343 (15)0.0028 (11)
C50.0526 (10)0.0408 (9)0.0452 (9)0.0152 (7)0.0102 (8)0.0055 (7)
C60.0563 (11)0.0560 (11)0.0490 (10)0.0241 (9)0.0171 (8)0.0141 (8)
C70.0503 (9)0.0407 (9)0.0375 (8)0.0122 (7)0.0120 (7)0.0055 (7)
C80.0454 (9)0.0462 (10)0.0595 (11)0.0042 (8)0.0177 (8)0.0074 (8)
C90.0538 (10)0.0344 (9)0.0622 (11)0.0019 (7)0.0144 (8)0.0049 (8)
C100.0462 (9)0.0370 (8)0.0426 (9)0.0070 (7)0.0067 (7)0.0004 (7)
C110.0430 (9)0.0422 (9)0.0429 (9)0.0042 (7)0.0113 (7)0.0029 (7)
C120.0540 (10)0.0355 (8)0.0372 (8)0.0059 (7)0.0112 (7)0.0041 (6)
C130.0721 (13)0.0401 (10)0.0686 (13)0.0044 (9)0.0302 (10)0.0066 (9)
C140.0489 (10)0.0385 (9)0.0524 (10)0.0110 (7)0.0031 (8)0.0010 (7)
C150.0450 (11)0.0517 (12)0.119 (2)0.0112 (9)0.0138 (11)0.0087 (12)
C160.0976 (17)0.0548 (12)0.0504 (11)0.0289 (11)0.0129 (11)0.0050 (9)
C170.0419 (8)0.0387 (8)0.0405 (8)0.0093 (7)0.0107 (7)0.0048 (7)
C180.0458 (9)0.0396 (9)0.0369 (8)0.0100 (7)0.0101 (7)0.0079 (6)
C190.0441 (9)0.0388 (9)0.0443 (9)0.0086 (7)0.0130 (7)0.0061 (7)
C200.0413 (9)0.0461 (9)0.0428 (9)0.0090 (7)0.0075 (7)0.0005 (7)
C210.0564 (11)0.0567 (11)0.0432 (9)0.0166 (8)0.0007 (8)0.0105 (8)
C220.0586 (11)0.0391 (9)0.0525 (10)0.0141 (8)0.0060 (8)0.0129 (8)
C230.0833 (15)0.0417 (10)0.0646 (13)0.0103 (10)0.0068 (11)0.0058 (9)
C240.0547 (11)0.0802 (15)0.0449 (10)0.0143 (10)0.0049 (8)0.0102 (9)
C250.0516 (10)0.0627 (12)0.0382 (9)0.0016 (8)0.0045 (8)0.0010 (8)
C260.0450 (11)0.0988 (18)0.0643 (13)0.0143 (11)0.0131 (9)0.0065 (12)
C270.140 (3)0.116 (3)0.163 (4)0.069 (2)0.040 (3)0.029 (3)
C280.0605 (16)0.132 (3)0.174 (4)0.0194 (17)0.0303 (19)0.027 (3)
C290.087 (2)0.228 (5)0.081 (2)0.045 (2)0.0380 (17)0.007 (2)
Geometric parameters (Å, º) top
O1—C51.328 (2)C13—H13C0.96
O1—C11.488 (2)C14—C151.533 (3)
O2—C51.194 (2)C14—C171.534 (2)
O3—C71.379 (2)C14—C161.545 (3)
O3—C61.409 (2)C15—H15A0.96
O4—C201.384 (2)C15—H15B0.96
O4—C241.407 (3)C15—H15C0.96
O5—C251.191 (2)C16—H16A0.96
O6—C251.298 (2)C16—H16B0.96
O6—C261.478 (2)C16—H16C0.96
C1—C41.502 (3)C17—C181.386 (2)
C1—C21.507 (3)C17—C221.389 (2)
C1—C31.511 (3)C18—C191.391 (2)
C2—H2A0.96C18—H180.93
C2—H2B0.96C19—C201.389 (2)
C2—H2C0.96C19—C231.507 (3)
C3—H3A0.96C20—C211.381 (3)
C3—H3B0.96C21—C221.389 (3)
C3—H3C0.96C21—H210.93
C4—H4A0.96C22—H220.93
C4—H4B0.96C23—H23A0.96
C4—H4C0.96C23—H23B0.96
C5—C61.517 (3)C23—H23C0.96
C6—H6A0.97C24—C251.510 (3)
C6—H6B0.97C24—H24A0.97
C7—C121.387 (2)C24—H24B0.97
C7—C81.387 (3)C26—C281.488 (4)
C8—C91.388 (3)C26—C291.492 (4)
C8—H80.93C26—C271.517 (5)
C9—C101.385 (3)C27—H27A0.96
C9—H90.93C27—H27B0.96
C10—C111.386 (2)C27—H27C0.96
C10—C141.540 (2)C28—H28A0.96
C11—C121.392 (2)C28—H28B0.96
C11—H110.93C28—H28C0.96
C12—C131.509 (2)C29—H29A0.96
C13—H13A0.96C29—H29B0.96
C13—H13B0.96C29—H29C0.96
C5—O1—C1122.52 (14)C14—C15—H15B109.5
C7—O3—C6119.71 (14)H15A—C15—H15B109.5
C20—O4—C24119.61 (16)C14—C15—H15C109.5
C25—O6—C26123.23 (16)H15A—C15—H15C109.5
O1—C1—C4109.56 (18)H15B—C15—H15C109.5
O1—C1—C2101.98 (16)C14—C16—H16A109.5
C4—C1—C2111.8 (2)C14—C16—H16B109.5
O1—C1—C3109.83 (17)H16A—C16—H16B109.5
C4—C1—C3111.7 (2)C14—C16—H16C109.5
C2—C1—C3111.5 (2)H16A—C16—H16C109.5
C1—C2—H2A109.5H16B—C16—H16C109.5
C1—C2—H2B109.5C18—C17—C22117.09 (15)
H2A—C2—H2B109.5C18—C17—C14121.98 (15)
C1—C2—H2C109.5C22—C17—C14120.75 (15)
H2A—C2—H2C109.5C17—C18—C19122.83 (15)
H2B—C2—H2C109.5C17—C18—H18118.6
C1—C3—H3A109.5C19—C18—H18118.6
C1—C3—H3B109.5C20—C19—C18118.19 (15)
H3A—C3—H3B109.5C20—C19—C23120.99 (16)
C1—C3—H3C109.5C18—C19—C23120.81 (16)
H3A—C3—H3C109.5C21—C20—O4124.86 (16)
H3B—C3—H3C109.5C21—C20—C19120.66 (16)
C1—C4—H4A109.5O4—C20—C19114.47 (15)
C1—C4—H4B109.5C20—C21—C22119.52 (16)
H4A—C4—H4B109.5C20—C21—H21120.2
C1—C4—H4C109.5C22—C21—H21120.2
H4A—C4—H4C109.5C21—C22—C17121.70 (16)
H4B—C4—H4C109.5C21—C22—H22119.2
O2—C5—O1127.28 (17)C17—C22—H22119.2
O2—C5—C6125.41 (17)C19—C23—H23A109.5
O1—C5—C6107.31 (15)C19—C23—H23B109.5
O3—C6—C5113.92 (15)H23A—C23—H23B109.5
O3—C6—H6A108.8C19—C23—H23C109.5
C5—C6—H6A108.8H23A—C23—H23C109.5
O3—C6—H6B108.8H23B—C23—H23C109.5
C5—C6—H6B108.8O4—C24—C25116.98 (17)
H6A—C6—H6B107.7O4—C24—H24A108.1
O3—C7—C12114.91 (15)C25—C24—H24A108.1
O3—C7—C8124.60 (16)O4—C24—H24B108.1
C12—C7—C8120.48 (15)C25—C24—H24B108.1
C7—C8—C9119.50 (17)H24A—C24—H24B107.3
C7—C8—H8120.2O5—C25—O6126.65 (19)
C9—C8—H8120.2O5—C25—C24120.14 (18)
C10—C9—C8121.84 (16)O6—C25—C24113.20 (16)
C10—C9—H9119.1O6—C26—C28109.1 (2)
C8—C9—H9119.1O6—C26—C29102.79 (19)
C9—C10—C11116.96 (15)C28—C26—C29116.1 (3)
C9—C10—C14119.77 (15)O6—C26—C27109.7 (2)
C11—C10—C14123.03 (15)C28—C26—C27110.2 (3)
C10—C11—C12123.05 (16)C29—C26—C27108.5 (3)
C10—C11—H11118.5C26—C27—H27A109.5
C12—C11—H11118.5C26—C27—H27B109.5
C7—C12—C11118.11 (15)H27A—C27—H27B109.5
C7—C12—C13120.80 (15)C26—C27—H27C109.5
C11—C12—C13121.08 (16)H27A—C27—H27C109.5
C12—C13—H13A109.5H27B—C27—H27C109.5
C12—C13—H13B109.5C26—C28—H28A109.5
H13A—C13—H13B109.5C26—C28—H28B109.5
C12—C13—H13C109.5H28A—C28—H28B109.5
H13A—C13—H13C109.5C26—C28—H28C109.5
H13B—C13—H13C109.5H28A—C28—H28C109.5
C15—C14—C17106.90 (16)H28B—C28—H28C109.5
C15—C14—C10111.80 (15)C26—C29—H29A109.5
C17—C14—C10111.47 (14)C26—C29—H29B109.5
C15—C14—C16108.36 (18)H29A—C29—H29B109.5
C17—C14—C16111.53 (15)C26—C29—H29C109.5
C10—C14—C16106.79 (15)H29A—C29—H29C109.5
C14—C15—H15A109.5H29B—C29—H29C109.5
C5—O1—C1—C462.9 (2)C15—C14—C17—C1895.7 (2)
C5—O1—C1—C2178.6 (2)C10—C14—C17—C18141.89 (16)
C5—O1—C1—C360.2 (3)C16—C14—C17—C1822.6 (2)
C1—O1—C5—O20.6 (3)C15—C14—C17—C2279.1 (2)
C1—O1—C5—C6179.73 (16)C10—C14—C17—C2243.3 (2)
C7—O3—C6—C580.1 (2)C16—C14—C17—C22162.58 (17)
O2—C5—C6—O35.4 (3)C22—C17—C18—C190.6 (3)
O1—C5—C6—O3173.69 (15)C14—C17—C18—C19174.44 (15)
C6—O3—C7—C12177.31 (15)C17—C18—C19—C200.6 (3)
C6—O3—C7—C83.2 (3)C17—C18—C19—C23178.41 (17)
O3—C7—C8—C9178.89 (17)C24—O4—C20—C218.0 (3)
C12—C7—C8—C90.6 (3)C24—O4—C20—C19170.98 (16)
C7—C8—C9—C101.5 (3)C18—C19—C20—C210.0 (3)
C8—C9—C10—C112.3 (3)C23—C19—C20—C21178.97 (18)
C8—C9—C10—C14172.32 (17)C18—C19—C20—O4179.11 (15)
C9—C10—C11—C121.1 (3)C23—C19—C20—O40.1 (2)
C14—C10—C11—C12173.34 (16)O4—C20—C21—C22178.45 (17)
O3—C7—C12—C11177.78 (14)C19—C20—C21—C220.5 (3)
C8—C7—C12—C111.8 (3)C20—C21—C22—C170.6 (3)
O3—C7—C12—C130.7 (2)C18—C17—C22—C210.0 (3)
C8—C7—C12—C13179.79 (18)C14—C17—C22—C21175.09 (17)
C10—C11—C12—C70.9 (3)C20—O4—C24—C2582.9 (2)
C10—C11—C12—C13179.34 (17)C26—O6—C25—O51.7 (4)
C9—C10—C14—C15176.28 (18)C26—O6—C25—C24179.7 (2)
C11—C10—C14—C159.4 (3)O4—C24—C25—O5168.5 (2)
C9—C10—C14—C1756.7 (2)O4—C24—C25—O610.2 (3)
C11—C10—C14—C17129.00 (18)C25—O6—C26—C2865.1 (3)
C9—C10—C14—C1665.4 (2)C25—O6—C26—C29171.0 (3)
C11—C10—C14—C16109.0 (2)C25—O6—C26—C2755.7 (3)

Experimental details

Crystal data
Chemical formulaC29H40O6
Mr484.61
Crystal system, space groupTriclinic, P1
Temperature (K)293
a, b, c (Å)8.3154 (6), 12.5589 (8), 13.9410 (9)
α, β, γ (°)101.782 (1), 97.529 (1), 94.156 (1)
V3)1405.52 (16)
Z2
Radiation typeMo Kα
µ (mm1)0.08
Crystal size (mm)0.45 × 0.35 × 0.30
Data collection
DiffractometerBruker SMART APEX
diffractometer
Absorption correction
No. of measured, independent and
observed [I > 2σ(I)] reflections
13784, 6428, 4482
Rint0.021
(sin θ/λ)max1)0.650
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.060, 0.184, 1.03
No. of reflections6428
No. of parameters318
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)0.35, 0.19

Computer programs: SMART (Bruker, 2002), SAINT (Bruker, 2002), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), X-SEED (Barbour, 2001), publCIF (Westrip, 2010).

 

Acknowledgements

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

References

First citationBarbour, L. J. (2001). J. Supramol. Chem. 1, 189–191.  CrossRef CAS Google Scholar
First citationBruker (2002). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.  Google Scholar
First citationShah, K., Yousuf, S., Raza Shah, M. & Ng, S. W. (2010). Acta Cryst. E66, o1705.  Web of Science CSD CrossRef IUCr Journals Google Scholar
First citationSheldrick, G. M. (2008). Acta Cryst. A64, 112–122.  Web of Science CrossRef CAS IUCr Journals Google Scholar
First citationWestrip, S. P. (2010). publCIF. In preparation.  Google Scholar

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