# Electronic Supplementary Material (ESI) for Chemical Science
# This journal is © The Royal Society of Chemistry 2013


#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication 
#  deposited with the CCDC, and may include chemical, crystal,   
#  experimental, refinement, atomic coordinates, 
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted. 
# 
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material 
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#  except for the purpose of generating routine backup copies 
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#  data retrieval see:
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data_1
_database_code_depnum_ccdc_archive 'CCDC 924130'
#TrackingRef 'web_deposit_cif_file_0_JohannesHoecker_1360591456.rLi185.cif'
_exptl_special_details           
;
The crystal was
placed in the cold stream of an Oxford
Cryosystems open-flow nitrogen cryostat (Cosier &
Glazer, 1986) with a nominal stability of 0.1K.
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107.
;
_refine_special_details          
;
?
;
#---------------------------------------------------------------
# _oxford_ data items, April 2010:
# There is some uncertainty about the correct way of forming local data
# names, e.g.
# _atom_site_special_shape_oxford
# or
# _oxford_atom_site_special_shape
# see:
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace
# A reserved prefix, e.g. foo, must be used in the following way
# " If the data file contains items defined in a DDL1 dictionary, the
# local data names assigned under the reserved prefix must contain it as
# their first component, e.g. _foo_atom_site_my_item. "
# However, this seems to say the opposite:
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html
# According to advice from the IUCr, CRYSTALS is correct
#---------------------------------------------------------------
# End of 'script/refcif.dat'
#end of refcif
_cell_length_a                   11.3881(10)
_cell_length_b                   13.7611(13)
_cell_length_c                   15.9461(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2499.0(4)
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x+1/2,-y,z+1/2
x+1/2,-y+1/2,-z
-x,y+1/2,-z+1/2
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
_cell_formula_units_Z            4
# Given Formula = C28 H40 O6
# Dc = 1.26 Fooo = 1024.00 Mu = 0.87 M = 472.62
# Found Formula = C28 H40 O6
# Dc = 1.26 FOOO = 1024.00 Mu = 0.87 M = 472.62
_chemical_formula_sum            'C28 H40 O6'
_chemical_formula_moiety         'C28 H40 O6'
_chemical_compound_source        ?
_chemical_formula_weight         472.62
_cell_measurement_reflns_used    9908
_cell_measurement_theta_min      3
_cell_measurement_theta_max      30
_cell_measurement_temperature    123
_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.030
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_max          0.270
_exptl_crystal_density_diffrn    1.256
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000):
_exptl_crystal_F_000             1024
_exptl_absorpt_coefficient_mu    0.087
# Sheldrick geometric approximatio 0.99 1.00
# No experimental values of Tmin/max available
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Siemens, 1996)'
_exptl_absorpt_correction_T_min  0.99
_exptl_absorpt_correction_T_max  1.00
_diffrn_measurement_device_type  'Bruker Kappa Apex2'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       '\f & \w scans'
# If a reference occurs more than once, delete the author
# and date from subsequent references.
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?
_diffrn_ambient_temperature      123
_diffrn_reflns_number            42220
_reflns_number_total             6467
_diffrn_reflns_av_R_equivalents  0.050
# Number of reflections without Friedels Law is 0
# Number of reflections with Friedels Law is 6467
# Theoretical number of reflections is about 12072
_diffrn_reflns_theta_min         1.955
_diffrn_reflns_theta_max         36.318
_diffrn_measured_fraction_theta_max 0.974
_diffrn_reflns_theta_full        32.323
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_reflns_limit_h_min              0
_reflns_limit_h_max              18
_reflns_limit_k_min              0
_reflns_limit_k_max              22
_reflns_limit_l_min              0
_reflns_limit_l_max              26
_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00
_atom_sites_solution_primary     Other #heavy,direct,difmap,geom
# _atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens   difmap
_refine_diff_density_min         -0.18
_refine_diff_density_max         0.32
# The current dictionary definitions do not cover the
# situation where the reflections used for refinement were
# selected by a user-defined sigma threshold
# The values actually used during refinement
_oxford_reflns_threshold_expression_ref I>3.0\s(I)
_refine_ls_number_reflns         4541
_refine_ls_number_restraints     0
_refine_ls_number_parameters     307
_oxford_refine_ls_R_factor_ref   0.0370
_refine_ls_wR_factor_ref         0.0405
_refine_ls_goodness_of_fit_ref   1.1096
_refine_ls_shift/su_max          0.0003995
_refine_ls_shift/su_mean         0.0000539
# The values computed from all data
_oxford_reflns_number_all        6455
_refine_ls_R_factor_all          0.0593
_refine_ls_wR_factor_all         0.0673
# The values computed with a 2 sigma cutoff - a la SHELX
_reflns_threshold_expression     I>2.0\s(I)
_reflns_number_gt                4866
_refine_ls_R_factor_gt           0.0394
_refine_ls_wR_factor_gt          0.0419
# choose from: rm (reference molecule of known chirality),
# ad (anomolous dispersion - Flack), rmad (rm and ad),
# syn (from synthesis), unk (unknown) or . (not applicable).
_chemical_absolute_configuration unk
_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982)
[weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)]
where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax
Method = Robust Weighting (Prince, 1982)
W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^
A~i~ are:
0.265 0.259 0.118
;
# Insert your own references if required - in alphabetical order
_vrf_PLAT962_I                   
;
PROBLEM: Number of Input Relections with Sigma(Fo\^2) = 0 8
RESPONSE: Careful testing showed that none of the sigmas are zero
;
# end Validation Reply Form
# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3
# Replace last . with number of unfound hydrogen atoms attached to an atom.
# ..._refinement_flags_...
# . no refinement constraints S special position constraint on site
# G rigid group refinement of site R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond) P partial occupancy constraint
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
C1 C 0.85237(12) 0.21387(9) 0.34801(8) 0.0181 1.0000 Uani . . . . . .
C2 C 0.95983(13) 0.16199(9) 0.31511(8) 0.0205 1.0000 Uani . . . . . .
C3 C 0.96885(14) 0.06548(10) 0.31063(9) 0.0242 1.0000 Uani . . . . . .
C4 C 0.87621(15) -0.00437(10) 0.34089(10) 0.0274 1.0000 Uani . . . . . .
C5 C 0.76279(14) 0.04680(10) 0.36744(10) 0.0265 1.0000 Uani . . . . . .
C6 C 0.79137(13) 0.14325(9) 0.41109(8) 0.0213 1.0000 Uani . . . . . .
C7 C 0.68318(13) 0.18994(10) 0.45066(9) 0.0255 1.0000 Uani . . . . . .
C8 C 0.67553(12) 0.29598(10) 0.46120(10) 0.0239 1.0000 Uani . . . . . .
C9 C 0.76905(11) 0.36102(9) 0.42530(8) 0.0186 1.0000 Uani . . . . . .
C10 C 0.88171(11) 0.30797(8) 0.39746(7) 0.0162 1.0000 Uani . . . . . .
C11 C 0.96188(12) 0.38078(8) 0.35179(8) 0.0184 1.0000 Uani . . . . . .
C12 C 0.98911(11) 0.47280(8) 0.40403(8) 0.0164 1.0000 Uani . . . . . .
C13 C 0.87807(10) 0.52253(8) 0.43884(7) 0.0157 1.0000 Uani . . . . . .
C14 C 0.80527(11) 0.44319(9) 0.48433(8) 0.0176 1.0000 Uani . . . . . .
C15 C 0.71226(12) 0.49883(10) 0.53356(9) 0.0237 1.0000 Uani . . . . . .
C16 C 0.77921(12) 0.58968(9) 0.56410(9) 0.0231 1.0000 Uani . . . . . .
C17 C 0.89728(11) 0.59335(9) 0.51427(8) 0.0164 1.0000 Uani . . . . . .
C18 C 0.93856(11) 0.69922(9) 0.49896(8) 0.0173 1.0000 Uani . . . . . .
C19 C 0.96117(12) 0.74541(9) 0.58618(8) 0.0194 1.0000 Uani . . . . . .
C20 C 1.06307(14) 0.70659(10) 0.63694(9) 0.0241 1.0000 Uani . . . . . .
C21 C 1.07890(15) 0.76564(11) 0.71574(9) 0.0267 1.0000 Uani . . . . . .
C22 C 1.04329(14) 0.85880(12) 0.71730(9) 0.0258 1.0000 Uani . . . . . .
C23 C 1.00074(13) 0.90560(11) 0.63955(9) 0.0245 1.0000 Uani . . . . . .
C24 C 0.77142(14) 0.23664(10) 0.27245(9) 0.0251 1.0000 Uani . . . . . .
C25 C 0.80850(12) 0.57090(9) 0.36766(9) 0.0201 1.0000 Uani . . . . . .
C26 C 1.04713(12) 0.70577(10) 0.44340(8) 0.0214 1.0000 Uani . . . . . .
C27 C 1.1395(2) 0.71532(16) 0.78691(12) 0.0476 1.0000 Uani . . . . . .
C28 C 1.05904(18) 0.92651(15) 0.79095(11) 0.0387 1.0000 Uani . . . . . .
O1 O 0.92216(12) -0.06382(8) 0.40754(8) 0.0331 1.0000 Uani . . . . . .
O2 O 0.87274(11) 0.11844(7) 0.47698(6) 0.0259 1.0000 Uani . . . . . .
O3 O 0.70613(12) 0.23396(8) 0.53212(7) 0.0290 1.0000 Uani . . . . . .
O4 O 0.99079(13) 0.99269(9) 0.63143(9) 0.0370 1.0000 Uani . . . . . .
O5 O 0.97915(10) 0.84907(7) 0.57183(6) 0.0229 1.0000 Uani . . . . . .
O6 O 0.84457(9) 0.75203(7) 0.46090(6) 0.0223 1.0000 Uani . . . . . .
H3 H 0.8711 0.8049 0.4497 0.0341 1.0000 Uiso R . . . . .
H171 H 0.9563 0.5628 0.5488 0.0193 1.0000 Uiso R . . . . .
H121 H 1.0351 0.5176 0.3702 0.0201 1.0000 Uiso R . . . . .
H122 H 1.0354 0.4534 0.4527 0.0207 1.0000 Uiso R . . . . .
H111 H 0.9260 0.3995 0.2993 0.0216 1.0000 Uiso R . . . . .
H112 H 1.0361 0.3506 0.3383 0.0227 1.0000 Uiso R . . . . .
H101 H 0.9223 0.2878 0.4483 0.0184 1.0000 Uiso R . . . . .
H2 H 0.8501 0.1499 0.5165 0.0400 1.0000 Uiso R . . . . .
H52 H 0.7223 0.0058 0.4089 0.0327 1.0000 Uiso R . . . . .
H51 H 0.7136 0.0577 0.3188 0.0307 1.0000 Uiso R . . . . .
H41 H 0.8567 -0.0476 0.2948 0.0333 1.0000 Uiso R . . . . .
H1 H 0.9416 -0.0293 0.4472 0.0496 1.0000 Uiso R . . . . .
H31 H 1.0393 0.0389 0.2889 0.0287 1.0000 Uiso R . . . . .
H21 H 1.0255 0.2001 0.2963 0.0251 1.0000 Uiso R . . . . .
H71 H 0.6093 0.1527 0.4490 0.0305 1.0000 Uiso R . . . . .
H81 H 0.5958 0.3248 0.4651 0.0288 1.0000 Uiso R . . . . .
H91 H 0.7336 0.3904 0.3758 0.0222 1.0000 Uiso R . . . . .
H141 H 0.8573 0.4128 0.5259 0.0201 1.0000 Uiso R . . . . .
H152 H 0.6462 0.5153 0.4968 0.0281 1.0000 Uiso R . . . . .
H151 H 0.6834 0.4598 0.5791 0.0281 1.0000 Uiso R . . . . .
H162 H 0.7969 0.5872 0.6249 0.0291 1.0000 Uiso R . . . . .
H161 H 0.7348 0.6467 0.5522 0.0276 1.0000 Uiso R . . . . .
H242 H 0.7668 0.1812 0.2369 0.0377 1.0000 Uiso R . . . . .
H243 H 0.6943 0.2540 0.2899 0.0376 1.0000 Uiso R . . . . .
H241 H 0.8022 0.2897 0.2403 0.0378 1.0000 Uiso R . . . . .
H252 H 0.7382 0.5995 0.3899 0.0310 1.0000 Uiso R . . . . .
H253 H 0.8557 0.6219 0.3415 0.0293 1.0000 Uiso R . . . . .
H251 H 0.7883 0.5236 0.3261 0.0294 1.0000 Uiso R . . . . .
H263 H 1.0724 0.7731 0.4409 0.0320 1.0000 Uiso R . . . . .
H261 H 1.1104 0.6664 0.4653 0.0318 1.0000 Uiso R . . . . .
H262 H 1.0277 0.6837 0.3873 0.0312 1.0000 Uiso R . . . . .
H191 H 0.8901 0.7398 0.6200 0.0219 1.0000 Uiso R . . . . .
H201 H 1.1357 0.7101 0.6046 0.0296 1.0000 Uiso R . . . . .
H202 H 1.0480 0.6397 0.6527 0.0300 1.0000 Uiso R . . . . .
H271 H 1.2128 0.6878 0.7653 0.0718 1.0000 Uiso R . . . . .
H272 H 1.1567 0.7586 0.8327 0.0724 1.0000 Uiso R . . . . .
H273 H 1.0920 0.6627 0.8081 0.0724 1.0000 Uiso R . . . . .
H281 H 1.0325 0.8965 0.8415 0.0584 1.0000 Uiso R . . . . .
H283 H 1.0131 0.9851 0.7836 0.0598 1.0000 Uiso R . . . . .
H282 H 1.1389 0.9439 0.7980 0.0593 1.0000 Uiso R . . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0227(5) 0.0149(4) 0.0167(5) 0.0034(4) -0.0040(4) -0.0035(4)
C2 0.0268(6) 0.0165(5) 0.0182(5) 0.0006(4) -0.0022(4) -0.0020(4)
C3 0.0329(7) 0.0166(5) 0.0230(5) -0.0011(4) -0.0055(5) -0.0006(5)
C4 0.0370(7) 0.0159(5) 0.0292(6) 0.0022(5) -0.0103(6) -0.0049(5)
C5 0.0313(7) 0.0184(5) 0.0299(6) 0.0030(5) -0.0078(6) -0.0091(5)
C6 0.0260(6) 0.0174(5) 0.0203(5) 0.0053(4) -0.0055(5) -0.0071(4)
C7 0.0272(6) 0.0236(6) 0.0259(6) 0.0031(5) 0.0009(5) -0.0109(5)
C8 0.0198(6) 0.0245(6) 0.0274(6) 0.0029(5) 0.0028(5) -0.0073(5)
C9 0.0166(5) 0.0177(5) 0.0215(5) 0.0034(4) -0.0004(4) -0.0028(4)
C10 0.0190(5) 0.0133(4) 0.0162(4) 0.0026(4) -0.0016(4) -0.0032(4)
C11 0.0209(5) 0.0137(4) 0.0206(5) 0.0016(4) 0.0032(4) -0.0033(4)
C12 0.0153(5) 0.0153(4) 0.0185(5) 0.0015(4) 0.0007(4) -0.0013(4)
C13 0.0148(4) 0.0154(4) 0.0170(5) 0.0032(4) 0.0000(4) 0.0000(4)
C14 0.0170(5) 0.0161(4) 0.0195(5) 0.0035(4) 0.0017(4) -0.0010(4)
C15 0.0193(5) 0.0233(5) 0.0284(6) 0.0016(5) 0.0075(5) -0.0014(5)
C16 0.0232(6) 0.0173(5) 0.0288(6) 0.0015(5) 0.0083(5) 0.0017(4)
C17 0.0169(5) 0.0143(4) 0.0181(5) 0.0023(4) 0.0016(4) 0.0014(4)
C18 0.0183(5) 0.0151(4) 0.0185(5) 0.0016(4) -0.0004(4) -0.0001(4)
C19 0.0230(5) 0.0172(5) 0.0181(5) -0.0004(4) 0.0015(4) -0.0019(4)
C20 0.0297(6) 0.0207(5) 0.0219(5) 0.0011(5) -0.0055(5) -0.0003(5)
C21 0.0323(7) 0.0274(6) 0.0203(6) 0.0018(5) -0.0019(5) -0.0082(6)
C22 0.0274(6) 0.0311(6) 0.0190(5) -0.0052(5) 0.0058(5) -0.0065(5)
C23 0.0248(6) 0.0231(5) 0.0255(6) -0.0065(5) 0.0040(5) -0.0004(5)
C24 0.0321(7) 0.0223(6) 0.0210(5) 0.0043(5) -0.0100(5) -0.0036(5)
C25 0.0196(5) 0.0185(5) 0.0222(5) 0.0049(4) -0.0042(4) 0.0005(4)
C26 0.0207(5) 0.0232(5) 0.0204(5) 0.0009(4) 0.0022(4) -0.0050(5)
C27 0.0671(14) 0.0433(10) 0.0324(8) 0.0064(7) -0.0220(9) -0.0108(10)
C28 0.0418(9) 0.0481(10) 0.0262(7) -0.0155(7) 0.0049(7) -0.0060(8)
O1 0.0443(7) 0.0172(4) 0.0378(6) 0.0087(4) -0.0121(5) -0.0049(4)
O2 0.0357(5) 0.0215(4) 0.0204(4) 0.0065(3) -0.0079(4) -0.0057(4)
O3 0.0373(6) 0.0268(5) 0.0228(4) 0.0043(4) 0.0044(4) -0.0086(4)
O4 0.0486(7) 0.0221(5) 0.0404(6) -0.0087(5) 0.0003(6) 0.0052(5)
O5 0.0310(5) 0.0168(4) 0.0210(4) -0.0014(3) -0.0005(4) -0.0004(4)
O6 0.0226(4) 0.0148(3) 0.0295(4) 0.0051(4) -0.0053(4) 0.0004(3)
_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.2161(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 . C2 . 1.511(2) yes
C1 . C6 . 1.5617(17) yes
C1 . C10 . 1.5525(17) yes
C1 . C24 . 1.5490(18) yes
C2 . C3 . 1.3340(18) yes
C2 . H21 . 0.962 no
C3 . C4 . 1.507(2) yes
C3 . H31 . 0.947 no
C4 . C5 . 1.531(2) yes
C4 . O1 . 1.4396(18) yes
C4 . H41 . 0.971 no
C5 . C6 . 1.5336(19) yes
C5 . H52 . 0.984 no
C5 . H51 . 0.969 no
C6 . C7 . 1.526(2) yes
C6 . O2 . 1.4420(16) yes
C7 . C8 . 1.471(2) yes
C7 . O3 . 1.4569(19) yes
C7 . H71 . 0.986 no
C8 . C9 . 1.5043(17) yes
C8 . O3 . 1.4591(18) yes
C8 . H81 . 0.993 no
C9 . C10 . 1.5414(18) yes
C9 . C14 . 1.5280(18) yes
C9 . H91 . 0.974 no
C10 . C11 . 1.5388(16) yes
C10 . H101 . 0.974 no
C11 . C12 . 1.5472(17) yes
C11 . H111 . 0.966 no
C11 . H112 . 0.966 no
C12 . C13 . 1.5412(17) yes
C12 . H121 . 0.973 no
C12 . H122 . 0.975 no
C13 . C14 . 1.5509(16) yes
C13 . C17 . 1.5635(17) yes
C13 . C25 . 1.5360(17) yes
C14 . C15 . 1.5246(18) yes
C14 . H141 . 0.983 no
C15 . C16 . 1.543(2) yes
C15 . H152 . 0.980 no
C15 . H151 . 0.961 no
C16 . C17 . 1.5626(18) yes
C16 . H162 . 0.991 no
C16 . H161 . 0.953 no
C17 . C18 . 1.5502(17) yes
C17 . H171 . 0.965 no
C18 . C19 . 1.5507(18) yes
C18 . C26 . 1.5236(18) yes
C18 . O6 . 1.4291(15) yes
C19 . C20 . 1.512(2) yes
C19 . O5 . 1.4592(16) yes
C19 . H191 . 0.976 no
C20 . C21 . 1.507(2) yes
C20 . H201 . 0.975 no
C20 . H202 . 0.970 no
C21 . C22 . 1.345(2) yes
C21 . C27 . 1.498(2) yes
C22 . C23 . 1.479(2) yes
C22 . C28 . 1.510(2) yes
C23 . O4 . 1.2107(19) yes
C23 . O5 . 1.3535(17) yes
C24 . H242 . 0.952 no
C24 . H243 . 0.952 no
C24 . H241 . 0.958 no
C25 . H252 . 0.960 no
C25 . H253 . 0.978 no
C25 . H251 . 0.957 no
C26 . H263 . 0.971 no
C26 . H261 . 0.966 no
C26 . H262 . 0.970 no
C27 . H271 . 0.979 no
C27 . H272 . 0.963 no
C27 . H273 . 0.966 no
C28 . H281 . 0.955 no
C28 . H283 . 0.969 no
C28 . H282 . 0.947 no
O1 . H1 . 0.822 no
O2 . H2 . 0.806 no
O6 . H3 . 0.808 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . C1 . C6 . 106.86(10) yes
C2 . C1 . C10 . 113.34(10) yes
C6 . C1 . C10 . 106.71(10) yes
C2 . C1 . C24 . 107.92(11) yes
C6 . C1 . C24 . 111.23(11) yes
C10 . C1 . C24 . 110.76(10) yes
C1 . C2 . C3 . 123.46(13) yes
C1 . C2 . H21 . 118.8 no
C3 . C2 . H21 . 117.8 no
C2 . C3 . C4 . 124.35(15) yes
C2 . C3 . H31 . 118.0 no
C4 . C3 . H31 . 117.6 no
C3 . C4 . C5 . 112.70(11) yes
C3 . C4 . O1 . 110.15(13) yes
C5 . C4 . O1 . 111.34(14) yes
C3 . C4 . H41 . 107.9 no
C5 . C4 . H41 . 107.3 no
O1 . C4 . H41 . 107.1 no
C4 . C5 . C6 . 110.16(12) yes
C4 . C5 . H52 . 108.5 no
C6 . C5 . H52 . 106.9 no
C4 . C5 . H51 . 109.8 no
C6 . C5 . H51 . 110.6 no
H52 . C5 . H51 . 110.8 no
C5 . C6 . C1 . 109.91(11) yes
C5 . C6 . C7 . 112.38(12) yes
C1 . C6 . C7 . 111.31(10) yes
C5 . C6 . O2 . 105.20(11) yes
C1 . C6 . O2 . 109.32(10) yes
C7 . C6 . O2 . 108.49(11) yes
C6 . C7 . C8 . 120.84(11) yes
C6 . C7 . O3 . 113.51(12) yes
C8 . C7 . O3 . 59.77(9) yes
C6 . C7 . H71 . 117.3 no
C8 . C7 . H71 . 117.9 no
O3 . C7 . H71 . 113.2 no
C7 . C8 . C9 . 120.31(13) yes
C7 . C8 . O3 . 59.62(9) yes
C9 . C8 . O3 . 118.28(12) yes
C7 . C8 . H81 . 117.2 no
C9 . C8 . H81 . 115.7 no
O3 . C8 . H81 . 113.8 no
C8 . C9 . C10 . 114.65(11) yes
C8 . C9 . C14 . 113.39(11) yes
C10 . C9 . C14 . 107.65(10) yes
C8 . C9 . H91 . 105.2 no
C10 . C9 . H91 . 107.9 no
C14 . C9 . H91 . 107.7 no
C9 . C10 . C1 . 111.24(10) yes
C9 . C10 . C11 . 108.8(1) yes
C1 . C10 . C11 . 115.49(10) yes
C9 . C10 . H101 . 106.9 no
C1 . C10 . H101 . 106.7 no
C11 . C10 . H101 . 107.3 no
C10 . C11 . C12 . 113.39(10) yes
C10 . C11 . H111 . 109.4 no
C12 . C11 . H111 . 109.4 no
C10 . C11 . H112 . 110.2 no
C12 . C11 . H112 . 107.2 no
H111 . C11 . H112 . 107.0 no
C11 . C12 . C13 . 113.14(10) yes
C11 . C12 . H121 . 109.1 no
C13 . C12 . H121 . 111.1 no
C11 . C12 . H122 . 108.2 no
C13 . C12 . H122 . 106.2 no
H121 . C12 . H122 . 108.9 no
C12 . C13 . C14 . 107.13(9) yes
C12 . C13 . C17 . 116.04(10) yes
C14 . C13 . C17 . 98.85(9) yes
C12 . C13 . C25 . 110.45(10) yes
C14 . C13 . C25 . 112.02(10) yes
C17 . C13 . C25 . 111.75(10) yes
C13 . C14 . C9 . 112.15(10) yes
C13 . C14 . C15 . 104.99(10) yes
C9 . C14 . C15 . 120.09(11) yes
C13 . C14 . H141 . 107.0 no
C9 . C14 . H141 . 105.3 no
C15 . C14 . H141 . 106.6 no
C14 . C15 . C16 . 103.07(10) yes
C14 . C15 . H152 . 110.0 no
C16 . C15 . H152 . 112.4 no
C14 . C15 . H151 . 110.3 no
C16 . C15 . H151 . 112.5 no
H152 . C15 . H151 . 108.5 no
C15 . C16 . C17 . 106.91(10) yes
C15 . C16 . H162 . 112.4 no
C17 . C16 . H162 . 108.9 no
C15 . C16 . H161 . 110.0 no
C17 . C16 . H161 . 109.2 no
H162 . C16 . H161 . 109.3 no
C16 . C17 . C13 . 104.52(10) yes
C16 . C17 . C18 . 111.80(10) yes
C13 . C17 . C18 . 120.47(10) yes
C16 . C17 . H171 . 107.2 no
C13 . C17 . H171 . 105.3 no
C18 . C17 . H171 . 106.7 no
C17 . C18 . C19 . 107.12(10) yes
C17 . C18 . C26 . 113.16(10) yes
C19 . C18 . C26 . 111.26(10) yes
C17 . C18 . O6 . 108.52(10) yes
C19 . C18 . O6 . 107.27(10) yes
C26 . C18 . O6 . 109.31(10) yes
C18 . C19 . C20 . 117.56(11) yes
C18 . C19 . O5 . 106.46(10) yes
C20 . C19 . O5 . 108.76(11) yes
C18 . C19 . H191 . 109.0 no
C20 . C19 . H191 . 108.2 no
O5 . C19 . H191 . 106.3 no
C19 . C20 . C21 . 110.34(12) yes
C19 . C20 . H201 . 110.5 no
C21 . C20 . H201 . 108.2 no
C19 . C20 . H202 . 109.8 no
C21 . C20 . H202 . 108.5 no
H201 . C20 . H202 . 109.4 no
C20 . C21 . C22 . 119.56(13) yes
C20 . C21 . C27 . 115.95(15) yes
C22 . C21 . C27 . 124.44(15) yes
C21 . C22 . C23 . 119.90(13) yes
C21 . C22 . C28 . 124.53(16) yes
C23 . C22 . C28 . 114.98(15) yes
C22 . C23 . O4 . 123.47(14) yes
C22 . C23 . O5 . 118.56(12) yes
O4 . C23 . O5 . 117.81(15) yes
C1 . C24 . H242 . 109.5 no
C1 . C24 . H243 . 111.8 no
H242 . C24 . H243 . 109.0 no
C1 . C24 . H241 . 110.6 no
H242 . C24 . H241 . 108.2 no
H243 . C24 . H241 . 107.6 no
C13 . C25 . H252 . 109.5 no
C13 . C25 . H253 . 110.1 no
H252 . C25 . H253 . 108.8 no
C13 . C25 . H251 . 110.0 no
H252 . C25 . H251 . 109.5 no
H253 . C25 . H251 . 108.9 no
C18 . C26 . H263 . 108.7 no
C18 . C26 . H261 . 111.2 no
H263 . C26 . H261 . 109.2 no
C18 . C26 . H262 . 109.4 no
H263 . C26 . H262 . 109.2 no
H261 . C26 . H262 . 109.1 no
C21 . C27 . H271 . 107.7 no
C21 . C27 . H272 . 112.5 no
H271 . C27 . H272 . 109.5 no
C21 . C27 . H273 . 110.7 no
H271 . C27 . H273 . 108.1 no
H272 . C27 . H273 . 108.2 no
C22 . C28 . H281 . 110.7 no
C22 . C28 . H283 . 110.8 no
H281 . C28 . H283 . 106.9 no
C22 . C28 . H282 . 111.2 no
H281 . C28 . H282 . 108.3 no
H283 . C28 . H282 . 108.8 no
C4 . O1 . H1 . 109.8 no
C6 . O2 . H2 . 103.7 no
C8 . O3 . C7 . 60.61(9) yes
C19 . O5 . C23 . 117.53(11) yes
C18 . O6 . H3 . 105.8 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
O6 . H3 . O1 1_565 171.95(5) 0.808 2.013 2.815(2) yes
O2 . H2 . O3 . 131.45(4) 0.806 2.022 2.627(2) yes
O1 . H1 . O2 . 126.57(4) 0.822 2.230 2.799(2) yes
_iucr_refine_instruction_details_constraints 
;
#
# Punched on 06/08/12 at 10:59:07
#
#LIST 12
BLOCK SCALE X'S, U'S
RIDE C ( 2,X'S) H ( 21,X'S)
RIDE C ( 3,X'S) H ( 31,X'S)
RIDE C ( 4,X'S) H ( 41,X'S)
RIDE C ( 5,X'S) H ( 52,X'S) H ( 51,X'S)
RIDE C ( 7,X'S) H ( 71,X'S)
RIDE C ( 8,X'S) H ( 81,X'S)
RIDE C ( 9,X'S) H ( 91,X'S)
RIDE C ( 10,X'S) H ( 101,X'S)
RIDE C ( 11,X'S) H ( 111,X'S) H ( 112,X'S)
RIDE C ( 12,X'S) H ( 121,X'S) H ( 122,X'S)
RIDE C ( 14,X'S) H ( 141,X'S)
RIDE C ( 15,X'S) H ( 152,X'S) H ( 151,X'S)
RIDE C ( 16,X'S) H ( 162,X'S) H ( 161,X'S)
RIDE C ( 17,X'S) H ( 171,X'S)
RIDE C ( 19,X'S) H ( 191,X'S)
RIDE C ( 20,X'S) H ( 201,X'S) H ( 202,X'S)
RIDE C ( 24,X'S) H ( 242,X'S) H ( 243,X'S) H ( 241,X'S)
RIDE C ( 25,X'S) H ( 252,X'S) H ( 253,X'S) H ( 251,X'S)
RIDE C ( 26,X'S) H ( 263,X'S) H ( 261,X'S) H ( 262,X'S)
RIDE C ( 27,X'S) H ( 271,X'S) H ( 272,X'S) H ( 273,X'S)
RIDE C ( 28,X'S) H ( 281,X'S) H ( 283,X'S) H ( 282,X'S)
RIDE O ( 1,X'S) H ( 1,X'S)
RIDE O ( 2,X'S) H ( 2,X'S)
RIDE O ( 6,X'S) H ( 3,X'S)
END
;
_iucr_refine_instruction_details_restraints 
;
#
# Punched on 06/08/12 at 10:59:07
#
#LIST 16
NO
REM HREST START (DO NOT REMOVE THIS LINE)
REM HREST END (DO NOT REMOVE THIS LINE)
END
;