# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2019

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mun1810
_database_code_depnum_ccdc_archive 'CCDC 1873636'
loop_
_audit_author_name
_audit_author_address
'M. J. Ferguson'
;University of Alberta
Canada
;
_audit_update_record             
;
2018-10-16 deposited with the CCDC.	2019-05-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C53 H37 Cl3 O4'
_chemical_formula_weight         844.17

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.149(2)
_cell_length_b                   13.306(3)
_cell_length_c                   15.211(3)
_cell_angle_alpha                81.578(3)
_cell_angle_beta                 87.381(3)
_cell_angle_gamma                71.177(3)
_cell_volume                     2112.8(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    1701
_cell_measurement_theta_min      2.26
_cell_measurement_theta_max      22.19

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.327
_exptl_crystal_F_000             876
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.441
_exptl_crystal_size_mid          0.298
_exptl_crystal_size_min          0.046
_exptl_absorpt_coefficient_mu    0.265
_shelx_estimated_absorpt_T_min   0.892
_shelx_estimated_absorpt_T_max   0.988
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.8851
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   SADABS-2016/2
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14465
_diffrn_reflns_av_unetI/netI     0.0963
_diffrn_reflns_av_R_equivalents  0.0596
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.353
_diffrn_reflns_theta_max         25.249
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             7640
_reflns_number_gt                3820
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT-2014/5 (Sheldrick 2015)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0645P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7640
_refine_ls_number_parameters     541
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1386
_refine_ls_R_factor_gt           0.0576
_refine_ls_wR_factor_ref         0.1598
_refine_ls_wR_factor_gt          0.1216
_refine_ls_goodness_of_fit_ref   0.988
_refine_ls_restrained_S_all      0.988
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O -0.5386(2) 0.58035(19) 0.37846(18) 0.0501(7) Uani 1 1 d . . . . .
O2 O 0.4657(3) 0.9622(2) 0.09841(17) 0.0517(7) Uani 1 1 d . . . . .
O3 O 0.0883(2) -0.0199(2) 0.86425(18) 0.0510(7) Uani 1 1 d . . . . .
O4 O 1.0729(2) 0.3598(2) 0.55867(17) 0.0487(7) Uani 1 1 d . . . . .
C1 C 0.2799(3) 0.3469(3) 0.2297(2) 0.0295(8) Uani 1 1 d . . . . .
C2 C 0.2408(3) 0.2527(2) 0.2656(2) 0.0291(8) Uani 1 1 d . . . . .
C3 C 0.1314(3) 0.2376(3) 0.2377(2) 0.0346(9) Uani 1 1 d . . . . .
H3 H 0.076063 0.291083 0.196429 0.041 Uiso 1 1 calc R U . . .
C4 C 0.1027(3) 0.1453(3) 0.2696(2) 0.0378(9) Uani 1 1 d . . . . .
H4 H 0.028310 0.135292 0.249788 0.045 Uiso 1 1 calc R U . . .
C5 C 0.1828(4) 0.0671(3) 0.3309(2) 0.0411(10) Uani 1 1 d . . . . .
H5 H 0.162970 0.003717 0.353015 0.049 Uiso 1 1 calc R U . . .
C6 C 0.2906(3) 0.0818(3) 0.3592(2) 0.0340(9) Uani 1 1 d . . . . .
H6 H 0.344718 0.028256 0.401075 0.041 Uiso 1 1 calc R U . . .
C7 C 0.3218(3) 0.1740(2) 0.3274(2) 0.0291(8) Uani 1 1 d . . . . .
C8 C 0.4402(3) 0.1898(2) 0.3523(2) 0.0300(8) Uani 1 1 d . . . . .
C9 C 0.4997(3) 0.2400(3) 0.2766(2) 0.0303(8) Uani 1 1 d . . . . .
C10 C 0.6296(3) 0.2105(3) 0.2631(2) 0.0330(9) Uani 1 1 d . . . . .
H10 H 0.684910 0.158646 0.305373 0.040 Uiso 1 1 calc R U . . .
C11 C 0.6794(3) 0.2557(3) 0.1888(2) 0.0405(10) Uani 1 1 d . . . . .
H11 H 0.768496 0.234170 0.180032 0.049 Uiso 1 1 calc R U . . .
C12 C 0.5997(4) 0.3324(3) 0.1268(3) 0.0430(10) Uani 1 1 d . . . . .
H12 H 0.634234 0.363185 0.075657 0.052 Uiso 1 1 calc R U . . .
C13 C 0.4696(3) 0.3640(3) 0.1399(2) 0.0385(9) Uani 1 1 d . . . . .
H13 H 0.415148 0.416767 0.097696 0.046 Uiso 1 1 calc R U . . .
C14 C 0.4185(3) 0.3187(3) 0.2145(2) 0.0303(8) Uani 1 1 d . . . . .
C15 C 0.1999(3) 0.4494(3) 0.2177(2) 0.0333(9) Uani 1 1 d . . . . .
C16 C 0.4853(3) 0.1656(3) 0.4373(2) 0.0309(8) Uani 1 1 d . . . . .
C17 C 0.0653(4) 0.4783(3) 0.2361(2) 0.0342(9) Uani 1 1 d . . . . .
C18 C -0.0445(4) 0.5073(3) 0.2521(2) 0.0366(9) Uani 1 1 d . . . . .
C19 C -0.1762(3) 0.5301(3) 0.2763(2) 0.0346(9) Uani 1 1 d . . . . .
C20 C -0.2285(4) 0.4481(3) 0.2859(3) 0.0511(11) Uani 1 1 d . . . . .
H20 H -0.180046 0.380634 0.269397 0.061 Uiso 1 1 calc R U . . .
C21 C -0.3495(4) 0.4616(3) 0.3190(3) 0.0516(11) Uani 1 1 d . . . . .
H21 H -0.383060 0.403712 0.325953 0.062 Uiso 1 1 calc R U . . .
C22 C -0.4205(3) 0.5596(3) 0.3417(2) 0.0389(9) Uani 1 1 d . . . . .
C23 C -0.3719(4) 0.6446(3) 0.3292(3) 0.0428(10) Uani 1 1 d . . . . .
H23 H -0.421916 0.712871 0.343410 0.051 Uiso 1 1 calc R U . . .
C24 C -0.2518(3) 0.6300(3) 0.2965(3) 0.0421(10) Uani 1 1 d . . . . .
H24 H -0.219620 0.688695 0.287402 0.051 Uiso 1 1 calc R U . . .
C25 C -0.5852(4) 0.4910(3) 0.4026(3) 0.0514(11) Uani 1 1 d . . . . .
H25A H -0.670265 0.516188 0.427997 0.077 Uiso 1 1 calc R U . . .
H25B H -0.588880 0.458144 0.349584 0.077 Uiso 1 1 calc R U . . .
H25C H -0.528270 0.437933 0.446530 0.077 Uiso 1 1 calc R U . . .
C26 C 0.2435(3) 0.5404(3) 0.1913(2) 0.0354(9) Uani 1 1 d . . . . .
C27 C 0.2758(3) 0.6186(3) 0.1738(2) 0.0378(9) Uani 1 1 d . . . . .
C28 C 0.3210(4) 0.7085(3) 0.1540(2) 0.0376(9) Uani 1 1 d . . . . .
C29 C 0.2422(4) 0.8120(3) 0.1611(2) 0.0415(10) Uani 1 1 d . . . . .
H29 H 0.156180 0.823698 0.178043 0.050 Uiso 1 1 calc R U . . .
C30 C 0.2879(4) 0.8990(3) 0.1436(2) 0.0440(10) Uani 1 1 d . . . . .
H30 H 0.233765 0.969217 0.149596 0.053 Uiso 1 1 calc R U . . .
C31 C 0.4114(4) 0.8825(3) 0.1177(2) 0.0395(9) Uani 1 1 d . . . . .
C32 C 0.4914(4) 0.7797(3) 0.1113(3) 0.0521(11) Uani 1 1 d . . . . .
H32 H 0.577253 0.768509 0.094229 0.063 Uiso 1 1 calc R U . . .
C33 C 0.4466(4) 0.6936(3) 0.1296(3) 0.0448(10) Uani 1 1 d . . . . .
H33 H 0.502175 0.623335 0.125400 0.054 Uiso 1 1 calc R U . . .
C34 C 0.3869(4) 1.0698(3) 0.1011(3) 0.0614(13) Uani 1 1 d . . . . .
H34A H 0.437096 1.118348 0.086115 0.092 Uiso 1 1 calc R U . . .
H34B H 0.317648 1.088223 0.058166 0.092 Uiso 1 1 calc R U . . .
H34C H 0.351698 1.077005 0.160973 0.092 Uiso 1 1 calc R U . . .
C35 C 0.4163(3) 0.1308(3) 0.5104(2) 0.0326(9) Uani 1 1 d . . . . .
C36 C 0.3590(3) 0.1075(3) 0.5748(3) 0.0345(9) Uani 1 1 d . . . . .
C37 C 0.2897(3) 0.0781(3) 0.6505(2) 0.0338(9) Uani 1 1 d . . . . .
C38 C 0.3391(3) 0.0596(3) 0.7355(2) 0.0373(9) Uani 1 1 d . . . . .
H38 H 0.418762 0.068601 0.743629 0.045 Uiso 1 1 calc R U . . .
C39 C 0.2746(4) 0.0283(3) 0.8089(2) 0.0402(10) Uani 1 1 d . . . . .
H39 H 0.309716 0.016113 0.866781 0.048 Uiso 1 1 calc R U . . .
C40 C 0.1584(4) 0.0149(3) 0.7970(3) 0.0394(9) Uani 1 1 d . . . . .
C41 C 0.1049(3) 0.0370(3) 0.7128(3) 0.0398(9) Uani 1 1 d . . . . .
H41 H 0.023262 0.031357 0.705363 0.048 Uiso 1 1 calc R U . . .
C42 C 0.1699(3) 0.0669(3) 0.6404(3) 0.0381(9) Uani 1 1 d . . . . .
H42 H 0.133713 0.080291 0.582820 0.046 Uiso 1 1 calc R U . . .
C43 C 0.1467(4) -0.0557(3) 0.9501(3) 0.0568(12) Uani 1 1 d . . . . .
H43A H 0.088029 -0.078314 0.992204 0.085 Uiso 1 1 calc R U . . .
H43B H 0.224280 -0.116227 0.946312 0.085 Uiso 1 1 calc R U . . .
H43C H 0.167726 0.003103 0.970673 0.085 Uiso 1 1 calc R U . . .
C44 C 0.5992(3) 0.1826(3) 0.4633(2) 0.0339(9) Uani 1 1 d . . . . .
C45 C 0.6905(4) 0.1979(3) 0.4894(2) 0.0379(9) Uani 1 1 d . . . . .
C46 C 0.7970(3) 0.2279(3) 0.5107(2) 0.0358(9) Uani 1 1 d . . . . .
C47 C 0.8864(4) 0.2351(3) 0.4457(3) 0.0470(10) Uani 1 1 d . . . . .
H47 H 0.882621 0.210380 0.390704 0.056 Uiso 1 1 calc R U . . .
C48 C 0.9811(4) 0.2778(3) 0.4595(3) 0.0473(10) Uani 1 1 d . . . . .
H48 H 1.041144 0.282652 0.414048 0.057 Uiso 1 1 calc R U . . .
C49 C 0.9876(3) 0.3127(3) 0.5387(3) 0.0379(9) Uani 1 1 d . . . . .
C50 C 0.9039(3) 0.2999(3) 0.6072(3) 0.0400(9) Uani 1 1 d . . . . .
H50 H 0.911916 0.320103 0.663416 0.048 Uiso 1 1 calc R U . . .
C51 C 0.8088(3) 0.2577(3) 0.5930(2) 0.0386(9) Uani 1 1 d . . . . .
H51 H 0.751740 0.249076 0.639578 0.046 Uiso 1 1 calc R U . . .
C52 C 1.1503(4) 0.3875(3) 0.4872(3) 0.0518(11) Uani 1 1 d . . . . .
H52A H 1.207465 0.420574 0.509574 0.078 Uiso 1 1 calc R U . . .
H52B H 1.200268 0.322635 0.462589 0.078 Uiso 1 1 calc R U . . .
H52C H 1.095975 0.438239 0.440550 0.078 Uiso 1 1 calc R U . . .
Cl1S Cl 0.15547(12) 0.36990(10) 1.00737(8) 0.0741(4) Uani 1 1 d . . . . .
Cl2S Cl 0.08987(14) 0.23762(9) 0.89719(9) 0.0854(4) Uani 1 1 d . . . . .
Cl3S Cl -0.07884(12) 0.32245(12) 1.03755(8) 0.0873(5) Uani 1 1 d . . . . .
C1S C 0.0308(4) 0.3452(3) 0.9578(3) 0.0512(11) Uani 1 1 d . . . . .
H1S H -0.013525 0.410402 0.915479 0.061 Uiso 1 1 calc R U . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C22 1.365(4) . ?
O1 C25 1.439(4) . ?
O2 C31 1.373(4) . ?
O2 C34 1.424(4) . ?
O3 C40 1.376(4) . ?
O3 C43 1.433(5) . ?
O4 C49 1.362(4) . ?
O4 C52 1.437(4) . ?
C1 C15 1.360(4) . ?
C1 C2 1.479(4) . ?
C1 C14 1.483(5) . ?
C2 C3 1.392(4) . ?
C2 C7 1.405(4) . ?
C3 C4 1.382(4) . ?
C4 C5 1.394(5) . ?
C5 C6 1.376(5) . ?
C6 C7 1.396(4) . ?
C7 C8 1.476(4) . ?
C8 C16 1.365(5) . ?
C8 C9 1.483(4) . ?
C9 C10 1.387(4) . ?
C9 C14 1.409(4) . ?
C10 C11 1.380(4) . ?
C11 C12 1.389(5) . ?
C12 C13 1.387(5) . ?
C13 C14 1.393(4) . ?
C15 C26 1.443(4) . ?
C15 C17 1.448(5) . ?
C16 C35 1.429(5) . ?
C16 C44 1.442(5) . ?
C17 C18 1.185(5) . ?
C18 C19 1.442(5) . ?
C19 C20 1.381(5) . ?
C19 C24 1.394(5) . ?
C20 C21 1.383(5) . ?
C21 C22 1.375(5) . ?
C22 C23 1.390(5) . ?
C23 C24 1.370(5) . ?
C26 C27 1.198(4) . ?
C27 C28 1.430(5) . ?
C28 C33 1.390(5) . ?
C28 C29 1.392(5) . ?
C29 C30 1.396(5) . ?
C30 C31 1.370(5) . ?
C31 C32 1.386(5) . ?
C32 C33 1.379(5) . ?
C35 C36 1.202(4) . ?
C36 C37 1.435(5) . ?
C37 C38 1.385(5) . ?
C37 C42 1.408(5) . ?
C38 C39 1.386(5) . ?
C39 C40 1.387(5) . ?
C40 C41 1.389(5) . ?
C41 C42 1.372(5) . ?
C44 C45 1.195(4) . ?
C45 C46 1.433(5) . ?
C46 C47 1.387(5) . ?
C46 C51 1.391(5) . ?
C47 C48 1.386(5) . ?
C48 C49 1.367(5) . ?
C49 C50 1.395(5) . ?
C50 C51 1.388(5) . ?
Cl1S C1S 1.753(4) . ?
Cl2S C1S 1.748(4) . ?
Cl3S C1S 1.747(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C22 O1 C25 117.3(3) . . ?
C31 O2 C34 117.8(3) . . ?
C40 O3 C43 117.0(3) . . ?
C49 O4 C52 117.0(3) . . ?
C15 C1 C2 124.1(3) . . ?
C15 C1 C14 123.0(3) . . ?
C2 C1 C14 112.7(3) . . ?
C3 C2 C7 119.7(3) . . ?
C3 C2 C1 122.7(3) . . ?
C7 C2 C1 117.5(3) . . ?
C4 C3 C2 120.5(3) . . ?
C3 C4 C5 120.0(3) . . ?
C6 C5 C4 119.8(3) . . ?
C5 C6 C7 121.1(3) . . ?
C6 C7 C2 118.9(3) . . ?
C6 C7 C8 122.6(3) . . ?
C2 C7 C8 118.4(3) . . ?
C16 C8 C7 122.8(3) . . ?
C16 C8 C9 124.2(3) . . ?
C7 C8 C9 112.9(3) . . ?
C10 C9 C14 119.3(3) . . ?
C10 C9 C8 123.2(3) . . ?
C14 C9 C8 117.5(3) . . ?
C11 C10 C9 120.8(3) . . ?
C10 C11 C12 120.3(3) . . ?
C13 C12 C11 119.8(3) . . ?
C12 C13 C14 120.4(3) . . ?
C13 C14 C9 119.6(3) . . ?
C13 C14 C1 122.3(3) . . ?
C9 C14 C1 118.1(3) . . ?
C1 C15 C26 122.6(3) . . ?
C1 C15 C17 123.5(3) . . ?
C26 C15 C17 113.8(3) . . ?
C8 C16 C35 122.4(3) . . ?
C8 C16 C44 123.6(3) . . ?
C35 C16 C44 113.7(3) . . ?
C18 C17 C15 176.3(4) . . ?
C17 C18 C19 173.4(4) . . ?
C20 C19 C24 117.9(3) . . ?
C20 C19 C18 119.1(3) . . ?
C24 C19 C18 122.8(3) . . ?
C19 C20 C21 121.8(4) . . ?
C22 C21 C20 119.2(3) . . ?
O1 C22 C21 124.0(3) . . ?
O1 C22 C23 115.9(3) . . ?
C21 C22 C23 120.0(4) . . ?
C24 C23 C22 120.1(4) . . ?
C23 C24 C19 120.8(3) . . ?
C27 C26 C15 175.9(4) . . ?
C26 C27 C28 177.0(4) . . ?
C33 C28 C29 118.4(3) . . ?
C33 C28 C27 120.4(3) . . ?
C29 C28 C27 121.2(3) . . ?
C28 C29 C30 120.8(4) . . ?
C31 C30 C29 119.7(4) . . ?
C30 C31 O2 124.5(4) . . ?
C30 C31 C32 120.2(3) . . ?
O2 C31 C32 115.3(3) . . ?
C33 C32 C31 120.1(4) . . ?
C32 C33 C28 120.8(4) . . ?
C36 C35 C16 175.2(4) . . ?
C35 C36 C37 178.6(4) . . ?
C38 C37 C42 118.2(3) . . ?
C38 C37 C36 120.9(3) . . ?
C42 C37 C36 120.9(3) . . ?
C37 C38 C39 121.4(3) . . ?
C38 C39 C40 119.3(3) . . ?
O3 C40 C39 124.5(4) . . ?
O3 C40 C41 115.3(3) . . ?
C39 C40 C41 120.3(3) . . ?
C42 C41 C40 120.0(3) . . ?
C41 C42 C37 120.7(3) . . ?
C45 C44 C16 176.2(4) . . ?
C44 C45 C46 172.1(4) . . ?
C47 C46 C51 118.7(3) . . ?
C47 C46 C45 119.3(3) . . ?
C51 C46 C45 121.8(3) . . ?
C48 C47 C46 121.2(4) . . ?
C49 C48 C47 119.7(4) . . ?
O4 C49 C48 125.0(3) . . ?
O4 C49 C50 114.9(3) . . ?
C48 C49 C50 120.1(3) . . ?
C51 C50 C49 120.0(4) . . ?
C50 C51 C46 120.1(3) . . ?
Cl3S C1S Cl2S 111.4(2) . . ?
Cl3S C1S Cl1S 110.8(2) . . ?
Cl2S C1S Cl1S 110.3(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C15 C1 C2 C3 44.9(5) . . . . ?
C14 C1 C2 C3 -139.6(3) . . . . ?
C15 C1 C2 C7 -138.0(4) . . . . ?
C14 C1 C2 C7 37.5(4) . . . . ?
C7 C2 C3 C4 -0.7(5) . . . . ?
C1 C2 C3 C4 176.4(3) . . . . ?
C2 C3 C4 C5 0.7(6) . . . . ?
C3 C4 C5 C6 -0.2(6) . . . . ?
C4 C5 C6 C7 -0.2(6) . . . . ?
C5 C6 C7 C2 0.2(5) . . . . ?
C5 C6 C7 C8 -176.4(3) . . . . ?
C3 C2 C7 C6 0.3(5) . . . . ?
C1 C2 C7 C6 -176.9(3) . . . . ?
C3 C2 C7 C8 177.0(3) . . . . ?
C1 C2 C7 C8 -0.2(5) . . . . ?
C6 C7 C8 C16 -43.7(5) . . . . ?
C2 C7 C8 C16 139.7(3) . . . . ?
C6 C7 C8 C9 139.6(3) . . . . ?
C2 C7 C8 C9 -37.0(4) . . . . ?
C16 C8 C9 C10 42.1(5) . . . . ?
C7 C8 C9 C10 -141.2(3) . . . . ?
C16 C8 C9 C14 -140.2(3) . . . . ?
C7 C8 C9 C14 36.5(4) . . . . ?
C14 C9 C10 C11 -1.3(5) . . . . ?
C8 C9 C10 C11 176.3(3) . . . . ?
C9 C10 C11 C12 0.7(5) . . . . ?
C10 C11 C12 C13 0.2(6) . . . . ?
C11 C12 C13 C14 -0.4(5) . . . . ?
C12 C13 C14 C9 -0.3(5) . . . . ?
C12 C13 C14 C1 -177.7(3) . . . . ?
C10 C9 C14 C13 1.2(5) . . . . ?
C8 C9 C14 C13 -176.6(3) . . . . ?
C10 C9 C14 C1 178.7(3) . . . . ?
C8 C9 C14 C1 0.9(4) . . . . ?
C15 C1 C14 C13 -44.9(5) . . . . ?
C2 C1 C14 C13 139.5(3) . . . . ?
C15 C1 C14 C9 137.7(3) . . . . ?
C2 C1 C14 C9 -38.0(4) . . . . ?
C2 C1 C15 C26 173.4(3) . . . . ?
C14 C1 C15 C26 -1.7(6) . . . . ?
C2 C1 C15 C17 -2.0(6) . . . . ?
C14 C1 C15 C17 -177.1(3) . . . . ?
C7 C8 C16 C35 -5.0(5) . . . . ?
C9 C8 C16 C35 171.4(3) . . . . ?
C7 C8 C16 C44 -178.6(3) . . . . ?
C9 C8 C16 C44 -2.3(5) . . . . ?
C24 C19 C20 C21 -3.4(6) . . . . ?
C18 C19 C20 C21 172.3(4) . . . . ?
C19 C20 C21 C22 1.0(6) . . . . ?
C25 O1 C22 C21 6.4(5) . . . . ?
C25 O1 C22 C23 -172.4(3) . . . . ?
C20 C21 C22 O1 -177.1(4) . . . . ?
C20 C21 C22 C23 1.7(6) . . . . ?
O1 C22 C23 C24 177.1(3) . . . . ?
C21 C22 C23 C24 -1.8(6) . . . . ?
C22 C23 C24 C19 -0.8(6) . . . . ?
C20 C19 C24 C23 3.3(6) . . . . ?
C18 C19 C24 C23 -172.2(4) . . . . ?
C33 C28 C29 C30 0.3(6) . . . . ?
C27 C28 C29 C30 178.5(3) . . . . ?
C28 C29 C30 C31 1.1(6) . . . . ?
C29 C30 C31 O2 179.6(3) . . . . ?
C29 C30 C31 C32 -1.7(6) . . . . ?
C34 O2 C31 C30 -3.3(5) . . . . ?
C34 O2 C31 C32 178.0(3) . . . . ?
C30 C31 C32 C33 1.0(6) . . . . ?
O2 C31 C32 C33 179.8(3) . . . . ?
C31 C32 C33 C28 0.5(6) . . . . ?
C29 C28 C33 C32 -1.1(6) . . . . ?
C27 C28 C33 C32 -179.3(4) . . . . ?
C42 C37 C38 C39 1.6(5) . . . . ?
C36 C37 C38 C39 -178.2(3) . . . . ?
C37 C38 C39 C40 0.2(5) . . . . ?
C43 O3 C40 C39 -7.2(5) . . . . ?
C43 O3 C40 C41 172.8(3) . . . . ?
C38 C39 C40 O3 177.3(3) . . . . ?
C38 C39 C40 C41 -2.7(5) . . . . ?
O3 C40 C41 C42 -176.7(3) . . . . ?
C39 C40 C41 C42 3.3(5) . . . . ?
C40 C41 C42 C37 -1.5(5) . . . . ?
C38 C37 C42 C41 -1.0(5) . . . . ?
C36 C37 C42 C41 178.9(3) . . . . ?
C51 C46 C47 C48 -4.3(6) . . . . ?
C45 C46 C47 C48 171.1(4) . . . . ?
C46 C47 C48 C49 0.5(6) . . . . ?
C52 O4 C49 C48 8.7(5) . . . . ?
C52 O4 C49 C50 -172.1(3) . . . . ?
C47 C48 C49 O4 -177.3(3) . . . . ?
C47 C48 C49 C50 3.6(6) . . . . ?
O4 C49 C50 C51 176.9(3) . . . . ?
C48 C49 C50 C51 -4.0(5) . . . . ?
C49 C50 C51 C46 0.1(5) . . . . ?
C47 C46 C51 C50 3.9(5) . . . . ?
C45 C46 C51 C50 -171.3(3) . . . . ?

_refine_diff_density_max         0.252
_refine_diff_density_min         -0.364
_refine_diff_density_rms         0.052

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_rrt1906
_database_code_depnum_ccdc_archive 'CCDC 1908147'
loop_
_audit_author_name
_audit_author_address
'Yuqiao Zhou'
;University of Alberta
Canada
;
_audit_update_record             
;
2019-04-04 deposited with the CCDC.	2019-05-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        
5,5',5'',5'''-(anthracene-9,10-diylidenedipenta-1,4-diyne-1,5-diyl-3-ylidene)tetrakis(2,2-dimethyl-1,3-benzodioxole)
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C60 H44 O8'
_chemical_formula_sum            'C60 H44 O8'
_chemical_formula_weight         892.95

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.58110(10)
_cell_length_b                   16.8286(3)
_cell_length_c                   17.0367(3)
_cell_angle_alpha                81.6064(9)
_cell_angle_beta                 75.5209(8)
_cell_angle_gamma                77.4936(11)
_cell_volume                     2314.57(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9843
_cell_measurement_theta_min      2.69
_cell_measurement_theta_max      73.82

_exptl_crystal_description       fragment
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_F_000             936
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.324
_exptl_crystal_size_mid          0.119
_exptl_crystal_size_min          0.109
_exptl_absorpt_coefficient_mu    0.679
_shelx_estimated_absorpt_T_min   0.810
_shelx_estimated_absorpt_T_max   0.930
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.7956
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'SADABS (version 2016/2)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            64886
_diffrn_reflns_av_unetI/netI     0.0292
_diffrn_reflns_av_R_equivalents  0.0475
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.691
_diffrn_reflns_theta_max         74.334
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measured_fraction_theta_full 0.967
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_Laue_measured_fraction_full 0.967
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_point_group_measured_fraction_full 0.967
_reflns_number_total             9038
_reflns_number_gt                7757
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (version 2014/5)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0553P)²+0.6666P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9038
_refine_ls_number_parameters     621
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0475
_refine_ls_R_factor_gt           0.0409
_refine_ls_wR_factor_ref         0.1146
_refine_ls_wR_factor_gt          0.1093
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O31 O 0.00217(15) 0.60583(7) 0.08005(7) 0.0491(3) Uani 1 1 d . . . . .
O32 O -0.13070(14) 0.50146(7) 0.14841(8) 0.0502(3) Uani 1 1 d . . . . .
O41 O 1.52492(13) 0.09359(8) 0.08460(8) 0.0540(3) Uani 1 1 d . . . . .
O42 O 1.38313(15) 0.20427(10) 0.01758(10) 0.0820(6) Uani 1 1 d . . . . .
O61 O -0.44430(13) 0.50398(7) 0.60494(9) 0.0527(3) Uani 1 1 d . . . . .
O62 O -0.38708(12) 0.63018(6) 0.61477(7) 0.0387(2) Uani 1 1 d . . . . .
O71 O 1.05574(14) 0.07472(7) 0.76654(8) 0.0501(3) Uani 1 1 d . . . . .
O72 O 1.06068(16) 0.17872(8) 0.84089(8) 0.0559(3) Uani 1 1 d . . . . .
C1 C 0.47424(15) 0.16919(8) 0.35118(8) 0.0280(3) Uani 1 1 d . . . . .
C2 C 0.29702(15) 0.18761(8) 0.38878(8) 0.0275(3) Uani 1 1 d . . . . .
C3 C 0.24891(15) 0.19484(8) 0.47297(8) 0.0267(3) Uani 1 1 d . . . . .
C4 C 0.37849(15) 0.18691(8) 0.51808(8) 0.0272(3) Uani 1 1 d . . . . .
C5 C 0.52537(15) 0.12491(8) 0.48944(8) 0.0280(3) Uani 1 1 d . . . . .
C6 C 0.57307(15) 0.11575(8) 0.40506(8) 0.0284(3) Uani 1 1 d . . . . .
C7 C 0.17652(16) 0.19274(9) 0.34508(9) 0.0329(3) Uani 1 1 d . . . . .
H7 H 0.207446 0.189869 0.287837 0.039 Uiso 1 1 calc R U . . .
C8 C 0.01232(17) 0.20196(9) 0.38460(9) 0.0367(3) Uani 1 1 d . . . . .
H8 H -0.068340 0.204393 0.354517 0.044 Uiso 1 1 calc R U . . .
C9 C -0.03448(16) 0.20766(9) 0.46804(9) 0.0348(3) Uani 1 1 d . . . . .
H9 H -0.146867 0.213269 0.495107 0.042 Uiso 1 1 calc R U . . .
C10 C 0.08279(16) 0.20517(8) 0.51170(8) 0.0309(3) Uani 1 1 d . . . . .
H10 H 0.050100 0.210523 0.568517 0.037 Uiso 1 1 calc R U . . .
C11 C 0.61507(16) 0.07419(8) 0.54203(9) 0.0332(3) Uani 1 1 d . . . . .
H11 H 0.583058 0.079853 0.598795 0.040 Uiso 1 1 calc R U . . .
C12 C 0.75014(17) 0.01578(9) 0.51224(10) 0.0381(3) Uani 1 1 d . . . . .
H12 H 0.810922 -0.017931 0.548340 0.046 Uiso 1 1 calc R U . . .
C13 C 0.79590(17) 0.00686(9) 0.42961(10) 0.0394(3) Uani 1 1 d . . . . .
H13 H 0.888253 -0.033207 0.409238 0.047 Uiso 1 1 calc R U . . .
C14 C 0.70859(16) 0.05566(8) 0.37647(9) 0.0341(3) Uani 1 1 d . . . . .
H14 H 0.740784 0.048394 0.320037 0.041 Uiso 1 1 calc R U . . .
C21 C 0.37835(17) 0.32281(10) 0.19320(8) 0.0366(3) Uani 1 1 d . . . . .
C22 C 0.44702(16) 0.26477(9) 0.22946(8) 0.0326(3) Uani 1 1 d . . . . .
C23 C 0.54048(15) 0.20254(9) 0.27499(8) 0.0301(3) Uani 1 1 d . . . . .
C24 C 0.71243(16) 0.18526(9) 0.23762(8) 0.0321(3) Uani 1 1 d . . . . .
C25 C 0.85462(17) 0.17251(9) 0.20393(8) 0.0348(3) Uani 1 1 d . . . . .
C31 C 0.28845(18) 0.39516(9) 0.15779(8) 0.0359(3) Uani 1 1 d . . . . .
C32 C 0.36856(19) 0.45716(10) 0.11393(9) 0.0418(3) Uani 1 1 d . . . . .
H32 H 0.484674 0.448913 0.103597 0.050 Uiso 1 1 calc R U . . .
C33 C 0.2816(2) 0.53123(10) 0.08481(10) 0.0448(4) Uani 1 1 d . . . . .
H33 H 0.336176 0.573508 0.055068 0.054 Uiso 1 1 calc R U . . .
C34 C 0.11449(19) 0.54014(9) 0.10105(9) 0.0388(3) Uani 1 1 d . . . . .
C35 C 0.03436(18) 0.47800(10) 0.14315(9) 0.0384(3) Uani 1 1 d . . . . .
C36 C 0.11660(18) 0.40496(10) 0.17220(9) 0.0394(3) Uani 1 1 d . . . . .
H36 H 0.060405 0.362814 0.200764 0.047 Uiso 1 1 calc R U . . .
C37 C -0.1576(2) 0.58911(10) 0.12501(10) 0.0426(4) Uani 1 1 d . . . . .
C38 C -0.2754(3) 0.60786(13) 0.07045(13) 0.0627(5) Uani 1 1 d . . . . .
H38A H -0.293375 0.666510 0.052590 0.094 Uiso 1 1 calc R U . . .
H38B H -0.379850 0.592556 0.100158 0.094 Uiso 1 1 calc R U . . .
H38C H -0.230371 0.576810 0.022823 0.094 Uiso 1 1 calc R U . . .
C39 C -0.2110(2) 0.63318(14) 0.20018(13) 0.0630(5) Uani 1 1 d . . . . .
H39A H -0.232048 0.692295 0.184871 0.095 Uiso 1 1 calc R U . . .
H39B H -0.124441 0.619357 0.230784 0.095 Uiso 1 1 calc R U . . .
H39C H -0.311340 0.616757 0.234146 0.095 Uiso 1 1 calc R U . . .
C41 C 1.02762(16) 0.14986(9) 0.17178(8) 0.0336(3) Uani 1 1 d . . . . .
C42 C 1.11443(17) 0.08270(9) 0.21081(9) 0.0352(3) Uani 1 1 d . . . . .
H42 H 1.056770 0.052551 0.256165 0.042 Uiso 1 1 calc R U . . .
C43 C 1.28369(18) 0.05846(9) 0.18517(9) 0.0381(3) Uani 1 1 d . . . . .
H43 H 1.342479 0.012586 0.211968 0.046 Uiso 1 1 calc R U . . .
C44 C 1.36099(17) 0.10379(10) 0.11967(9) 0.0384(3) Uani 1 1 d . . . . .
C45 C 1.27618(19) 0.16990(11) 0.07996(10) 0.0476(4) Uani 1 1 d . . . . .
C46 C 1.10963(19) 0.19508(11) 0.10373(10) 0.0465(4) Uani 1 1 d . . . . .
H46 H 1.052613 0.240656 0.075733 0.056 Uiso 1 1 calc R U . . .
C47 C 1.54312(19) 0.15293(12) 0.01297(10) 0.0502(4) Uani 1 1 d . . . . .
C48 C 1.5889(2) 0.10737(14) -0.06204(12) 0.0573(5) Uani 1 1 d . . . . .
H48A H 1.694981 0.070539 -0.063823 0.086 Uiso 1 1 calc R U . . .
H48B H 1.596565 0.146573 -0.110767 0.086 Uiso 1 1 calc R U . . .
H48C H 1.505021 0.075410 -0.060212 0.086 Uiso 1 1 calc R U . . .
C49 C 1.6632(3) 0.20352(13) 0.01770(11) 0.0614(5) Uani 1 1 d . . . . .
H49A H 1.771391 0.168595 0.015174 0.092 Uiso 1 1 calc R U . . .
H49B H 1.627355 0.228848 0.069094 0.092 Uiso 1 1 calc R U . . .
H49C H 1.669542 0.246274 -0.028055 0.092 Uiso 1 1 calc R U . . .
C51 C 0.12240(17) 0.36358(9) 0.60061(8) 0.0322(3) Uani 1 1 d . . . . .
C52 C 0.22985(16) 0.30462(9) 0.59265(8) 0.0302(3) Uani 1 1 d . . . . .
C53 C 0.36519(15) 0.23746(8) 0.57631(8) 0.0286(3) Uani 1 1 d . . . . .
C54 C 0.49035(16) 0.23311(8) 0.62016(8) 0.0310(3) Uani 1 1 d . . . . .
C55 C 0.58773(17) 0.23111(9) 0.66034(8) 0.0323(3) Uani 1 1 d . . . . .
C61 C -0.00738(16) 0.43380(8) 0.60672(8) 0.0308(3) Uani 1 1 d . . . . .
C62 C -0.16544(18) 0.42616(9) 0.60215(9) 0.0346(3) Uani 1 1 d . . . . .
H62 H -0.188940 0.375172 0.595705 0.042 Uiso 1 1 calc R U . . .
C63 C -0.25003(16) 0.57098(8) 0.61413(8) 0.0306(3) Uani 1 1 d . . . . .
C64 C -0.28335(17) 0.49585(9) 0.60744(9) 0.0332(3) Uani 1 1 d . . . . .
C65 C -0.09746(17) 0.58027(9) 0.61792(9) 0.0355(3) Uani 1 1 d . . . . .
H65 H -0.075106 0.632099 0.622392 0.043 Uiso 1 1 calc R U . . .
C66 C 0.02362(17) 0.50957(9) 0.61486(9) 0.0362(3) Uani 1 1 d . . . . .
H66 H 0.130410 0.513404 0.618454 0.043 Uiso 1 1 calc R U . . .
C67 C -0.51945(17) 0.58853(9) 0.61644(9) 0.0355(3) Uani 1 1 d . . . . .
C68 C -0.5952(2) 0.62434(12) 0.54584(12) 0.0532(4) Uani 1 1 d . . . . .
H68A H -0.636719 0.682979 0.549787 0.080 Uiso 1 1 calc R U . . .
H68B H -0.685838 0.597206 0.546671 0.080 Uiso 1 1 calc R U . . .
H68C H -0.512550 0.616280 0.494856 0.080 Uiso 1 1 calc R U . . .
C69 C -0.6354(3) 0.59259(14) 0.69829(12) 0.0621(5) Uani 1 1 d . . . . .
H69A H -0.686113 0.649722 0.706420 0.093 Uiso 1 1 calc R U . . .
H69B H -0.575215 0.569556 0.740816 0.093 Uiso 1 1 calc R U . . .
H69C H -0.720725 0.561164 0.701174 0.093 Uiso 1 1 calc R U . . .
C71 C 0.70766(16) 0.22162(9) 0.70794(8) 0.0307(3) Uani 1 1 d . . . . .
C72 C 0.82195(16) 0.14707(9) 0.70946(8) 0.0321(3) Uani 1 1 d . . . . .
H72 H 0.820616 0.103799 0.679668 0.039 Uiso 1 1 calc R U . . .
C73 C 0.93441(16) 0.14022(9) 0.75579(9) 0.0333(3) Uani 1 1 d . . . . .
C74 C 0.93791(18) 0.20239(10) 0.79960(9) 0.0377(3) Uani 1 1 d . . . . .
C75 C 0.8299(2) 0.27523(10) 0.79874(10) 0.0418(3) Uani 1 1 d . . . . .
H75 H 0.834266 0.318022 0.828390 0.050 Uiso 1 1 calc R U . . .
C76 C 0.71284(18) 0.28402(9) 0.75237(9) 0.0375(3) Uani 1 1 d . . . . .
H76 H 0.635067 0.333578 0.751069 0.045 Uiso 1 1 calc R U . . .
C77 C 1.13877(19) 0.09588(11) 0.82281(10) 0.0425(4) Uani 1 1 d . . . . .
C78 C 1.1124(2) 0.04001(14) 0.89975(13) 0.0642(5) Uani 1 1 d . . . . .
H78A H 1.166266 -0.016022 0.888372 0.096 Uiso 1 1 calc R U . . .
H78B H 0.994628 0.041963 0.921360 0.096 Uiso 1 1 calc R U . . .
H78C H 1.158871 0.057495 0.939914 0.096 Uiso 1 1 calc R U . . .
C79 C 1.3148(2) 0.09366(17) 0.78096(13) 0.0673(6) Uani 1 1 d . . . . .
H79A H 1.366274 0.037880 0.767609 0.101 Uiso 1 1 calc R U . . .
H79B H 1.371515 0.110779 0.817050 0.101 Uiso 1 1 calc R U . . .
H79C H 1.321910 0.130845 0.730781 0.101 Uiso 1 1 calc R U . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O31 C34 1.3690(18) . ?
O31 C37 1.458(2) . ?
O32 C35 1.3692(18) . ?
O32 C37 1.4542(19) . ?
O41 C44 1.3676(17) . ?
O41 C47 1.459(2) . ?
O42 C45 1.3671(19) . ?
O42 C47 1.4455(19) . ?
O61 C64 1.3690(17) . ?
O61 C67 1.4490(17) . ?
O62 C63 1.3657(16) . ?
O62 C67 1.4509(18) . ?
O71 C73 1.3681(17) . ?
O71 C77 1.4507(18) . ?
O72 C74 1.3676(17) . ?
O72 C77 1.451(2) . ?
C1 C23 1.3708(19) . ?
C1 C2 1.4785(17) . ?
C1 C6 1.4795(18) . ?
C2 C7 1.3996(18) . ?
C2 C3 1.4054(18) . ?
C3 C10 1.3977(17) . ?
C3 C4 1.4759(17) . ?
C4 C53 1.3670(18) . ?
C4 C5 1.4788(16) . ?
C5 C11 1.4003(18) . ?
C5 C6 1.4145(18) . ?
C6 C14 1.4012(17) . ?
C7 C8 1.3871(19) . ?
C8 C9 1.389(2) . ?
C9 C10 1.3837(19) . ?
C11 C12 1.3876(19) . ?
C12 C13 1.385(2) . ?
C13 C14 1.382(2) . ?
C21 C22 1.200(2) . ?
C21 C31 1.433(2) . ?
C22 C23 1.4325(19) . ?
C23 C24 1.4372(18) . ?
C24 C25 1.199(2) . ?
C25 C41 1.4347(18) . ?
C31 C32 1.395(2) . ?
C31 C36 1.410(2) . ?
C32 C33 1.399(2) . ?
C33 C34 1.370(2) . ?
C34 C35 1.388(2) . ?
C35 C36 1.369(2) . ?
C37 C38 1.494(2) . ?
C37 C39 1.495(2) . ?
C41 C42 1.392(2) . ?
C41 C46 1.409(2) . ?
C42 C43 1.3946(19) . ?
C43 C44 1.367(2) . ?
C44 C45 1.379(2) . ?
C45 C46 1.373(2) . ?
C47 C49 1.495(3) . ?
C47 C48 1.510(3) . ?
C51 C52 1.1973(19) . ?
C51 C61 1.4337(18) . ?
C52 C53 1.4371(17) . ?
C53 C54 1.4380(18) . ?
C54 C55 1.198(2) . ?
C55 C71 1.4320(18) . ?
C61 C66 1.390(2) . ?
C61 C62 1.4120(19) . ?
C62 C64 1.3706(19) . ?
C63 C65 1.3699(19) . ?
C63 C64 1.381(2) . ?
C65 C66 1.3977(19) . ?
C67 C68 1.497(2) . ?
C67 C69 1.498(2) . ?
C71 C76 1.395(2) . ?
C71 C72 1.4166(19) . ?
C72 C73 1.3688(19) . ?
C73 C74 1.380(2) . ?
C74 C75 1.368(2) . ?
C75 C76 1.398(2) . ?
C77 C79 1.495(2) . ?
C77 C78 1.496(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C34 O31 C37 105.80(12) . . ?
C35 O32 C37 105.55(12) . . ?
C44 O41 C47 106.50(11) . . ?
C45 O42 C47 107.33(13) . . ?
C64 O61 C67 106.60(11) . . ?
C63 O62 C67 106.50(11) . . ?
C73 O71 C77 106.77(12) . . ?
C74 O72 C77 107.01(12) . . ?
C23 C1 C2 122.55(12) . . ?
C23 C1 C6 123.55(11) . . ?
C2 C1 C6 113.81(11) . . ?
C7 C2 C3 119.03(12) . . ?
C7 C2 C1 122.64(12) . . ?
C3 C2 C1 118.19(11) . . ?
C10 C3 C2 119.65(12) . . ?
C10 C3 C4 122.29(12) . . ?
C2 C3 C4 117.99(11) . . ?
C53 C4 C3 121.70(11) . . ?
C53 C4 C5 124.43(11) . . ?
C3 C4 C5 113.69(11) . . ?
C11 C5 C6 119.28(12) . . ?
C11 C5 C4 123.04(12) . . ?
C6 C5 C4 117.65(11) . . ?
C14 C6 C5 118.93(12) . . ?
C14 C6 C1 122.98(12) . . ?
C5 C6 C1 118.07(11) . . ?
C8 C7 C2 120.58(13) . . ?
C7 C8 C9 120.18(13) . . ?
C10 C9 C8 119.92(12) . . ?
C9 C10 C3 120.60(13) . . ?
C12 C11 C5 120.80(13) . . ?
C13 C12 C11 119.67(13) . . ?
C14 C13 C12 120.69(13) . . ?
C13 C14 C6 120.62(14) . . ?
C22 C21 C31 174.17(15) . . ?
C21 C22 C23 172.68(16) . . ?
C1 C23 C22 122.60(12) . . ?
C1 C23 C24 123.21(12) . . ?
C22 C23 C24 113.83(12) . . ?
C25 C24 C23 177.62(16) . . ?
C24 C25 C41 173.00(16) . . ?
C32 C31 C36 120.45(14) . . ?
C32 C31 C21 120.47(14) . . ?
C36 C31 C21 118.96(14) . . ?
C31 C32 C33 121.43(14) . . ?
C34 C33 C32 117.13(15) . . ?
O31 C34 C33 128.72(15) . . ?
O31 C34 C35 109.59(14) . . ?
C33 C34 C35 121.69(14) . . ?
O32 C35 C36 127.84(15) . . ?
O32 C35 C34 109.85(13) . . ?
C36 C35 C34 122.30(14) . . ?
C35 C36 C31 116.97(15) . . ?
O32 C37 O31 105.15(11) . . ?
O32 C37 C38 107.86(15) . . ?
O31 C37 C38 110.20(15) . . ?
O32 C37 C39 109.06(15) . . ?
O31 C37 C39 109.05(15) . . ?
C38 C37 C39 115.05(15) . . ?
C42 C41 C46 120.32(13) . . ?
C42 C41 C25 118.26(13) . . ?
C46 C41 C25 121.41(13) . . ?
C41 C42 C43 121.83(14) . . ?
C44 C43 C42 116.86(13) . . ?
C43 C44 O41 127.83(14) . . ?
C43 C44 C45 121.86(13) . . ?
O41 C44 C45 110.30(14) . . ?
O42 C45 C46 127.81(15) . . ?
O42 C45 C44 109.62(13) . . ?
C46 C45 C44 122.56(15) . . ?
C45 C46 C41 116.56(14) . . ?
O42 C47 O41 105.52(11) . . ?
O42 C47 C49 109.48(17) . . ?
O41 C47 C49 109.09(15) . . ?
O42 C47 C48 109.39(16) . . ?
O41 C47 C48 108.38(16) . . ?
C49 C47 C48 114.57(14) . . ?
C52 C51 C61 177.49(14) . . ?
C51 C52 C53 174.91(15) . . ?
C4 C53 C52 121.64(11) . . ?
C4 C53 C54 123.43(12) . . ?
C52 C53 C54 114.68(12) . . ?
C55 C54 C53 176.27(14) . . ?
C54 C55 C71 175.29(15) . . ?
C66 C61 C62 120.18(12) . . ?
C66 C61 C51 120.02(13) . . ?
C62 C61 C51 119.78(13) . . ?
C64 C62 C61 116.79(13) . . ?
O62 C63 C65 127.79(13) . . ?
O62 C63 C64 110.16(12) . . ?
C65 C63 C64 122.04(13) . . ?
O61 C64 C62 127.70(14) . . ?
O61 C64 C63 109.93(12) . . ?
C62 C64 C63 122.35(13) . . ?
C63 C65 C66 116.56(13) . . ?
C61 C66 C65 122.04(13) . . ?
O61 C67 O62 106.18(10) . . ?
O61 C67 C68 108.44(14) . . ?
O62 C67 C68 108.64(13) . . ?
O61 C67 C69 109.20(15) . . ?
O62 C67 C69 109.08(13) . . ?
C68 C67 C69 114.94(15) . . ?
C76 C71 C72 120.13(12) . . ?
C76 C71 C55 121.20(13) . . ?
C72 C71 C55 118.68(13) . . ?
C73 C72 C71 116.98(13) . . ?
O71 C73 C72 127.49(14) . . ?
O71 C73 C74 110.23(12) . . ?
C72 C73 C74 122.29(13) . . ?
O72 C74 C75 128.16(14) . . ?
O72 C74 C73 109.87(13) . . ?
C75 C74 C73 121.97(13) . . ?
C74 C75 C76 117.16(14) . . ?
C71 C76 C75 121.47(14) . . ?
O72 C77 O71 106.08(11) . . ?
O72 C77 C79 109.77(16) . . ?
O71 C77 C79 108.34(15) . . ?
O72 C77 C78 108.81(15) . . ?
O71 C77 C78 109.20(15) . . ?
C79 C77 C78 114.32(15) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C23 C1 C2 C7 41.4(2) . . . . ?
C6 C1 C2 C7 -141.94(13) . . . . ?
C23 C1 C2 C3 -142.87(13) . . . . ?
C6 C1 C2 C3 33.79(17) . . . . ?
C7 C2 C3 C10 1.39(19) . . . . ?
C1 C2 C3 C10 -174.49(12) . . . . ?
C7 C2 C3 C4 178.32(12) . . . . ?
C1 C2 C3 C4 2.44(18) . . . . ?
C10 C3 C4 C53 -45.14(19) . . . . ?
C2 C3 C4 C53 138.02(13) . . . . ?
C10 C3 C4 C5 139.56(13) . . . . ?
C2 C3 C4 C5 -37.27(17) . . . . ?
C53 C4 C5 C11 42.2(2) . . . . ?
C3 C4 C5 C11 -142.70(13) . . . . ?
C53 C4 C5 C6 -139.58(14) . . . . ?
C3 C4 C5 C6 35.56(17) . . . . ?
C11 C5 C6 C14 0.4(2) . . . . ?
C4 C5 C6 C14 -177.95(12) . . . . ?
C11 C5 C6 C1 178.94(12) . . . . ?
C4 C5 C6 C1 0.62(18) . . . . ?
C23 C1 C6 C14 -40.2(2) . . . . ?
C2 C1 C6 C14 143.19(13) . . . . ?
C23 C1 C6 C5 141.30(14) . . . . ?
C2 C1 C6 C5 -35.32(17) . . . . ?
C3 C2 C7 C8 -2.2(2) . . . . ?
C1 C2 C7 C8 173.46(13) . . . . ?
C2 C7 C8 C9 1.1(2) . . . . ?
C7 C8 C9 C10 0.8(2) . . . . ?
C8 C9 C10 C3 -1.6(2) . . . . ?
C2 C3 C10 C9 0.5(2) . . . . ?
C4 C3 C10 C9 -176.26(13) . . . . ?
C6 C5 C11 C12 0.4(2) . . . . ?
C4 C5 C11 C12 178.66(13) . . . . ?
C5 C11 C12 C13 -0.7(2) . . . . ?
C11 C12 C13 C14 0.1(2) . . . . ?
C12 C13 C14 C6 0.7(2) . . . . ?
C5 C6 C14 C13 -0.9(2) . . . . ?
C1 C6 C14 C13 -179.43(13) . . . . ?
C2 C1 C23 C22 7.2(2) . . . . ?
C6 C1 C23 C22 -169.08(12) . . . . ?
C2 C1 C23 C24 179.98(12) . . . . ?
C6 C1 C23 C24 3.7(2) . . . . ?
C36 C31 C32 C33 1.6(2) . . . . ?
C21 C31 C32 C33 -174.43(14) . . . . ?
C31 C32 C33 C34 -0.2(2) . . . . ?
C37 O31 C34 C33 -169.66(16) . . . . ?
C37 O31 C34 C35 11.16(17) . . . . ?
C32 C33 C34 O31 179.68(15) . . . . ?
C32 C33 C34 C35 -1.2(2) . . . . ?
C37 O32 C35 C36 167.59(16) . . . . ?
C37 O32 C35 C34 -13.52(17) . . . . ?
O31 C34 C35 O32 1.51(18) . . . . ?
C33 C34 C35 O32 -177.73(14) . . . . ?
O31 C34 C35 C36 -179.52(14) . . . . ?
C33 C34 C35 C36 1.2(2) . . . . ?
O32 C35 C36 C31 178.99(15) . . . . ?
C34 C35 C36 C31 0.2(2) . . . . ?
C32 C31 C36 C35 -1.6(2) . . . . ?
C21 C31 C36 C35 174.50(13) . . . . ?
C35 O32 C37 O31 19.75(16) . . . . ?
C35 O32 C37 C38 137.33(15) . . . . ?
C35 O32 C37 C39 -97.08(16) . . . . ?
C34 O31 C37 O32 -18.91(16) . . . . ?
C34 O31 C37 C38 -134.89(14) . . . . ?
C34 O31 C37 C39 97.92(16) . . . . ?
C46 C41 C42 C43 0.8(2) . . . . ?
C25 C41 C42 C43 -177.70(14) . . . . ?
C41 C42 C43 C44 0.0(2) . . . . ?
C42 C43 C44 O41 178.33(16) . . . . ?
C42 C43 C44 C45 -0.7(3) . . . . ?
C47 O41 C44 C43 175.40(17) . . . . ?
C47 O41 C44 C45 -5.5(2) . . . . ?
C47 O42 C45 C46 -176.1(2) . . . . ?
C47 O42 C45 C44 5.1(2) . . . . ?
C43 C44 C45 O42 179.46(17) . . . . ?
O41 C44 C45 O42 0.3(2) . . . . ?
C43 C44 C45 C46 0.6(3) . . . . ?
O41 C44 C45 C46 -178.55(17) . . . . ?
O42 C45 C46 C41 -178.4(2) . . . . ?
C44 C45 C46 C41 0.2(3) . . . . ?
C42 C41 C46 C45 -0.9(2) . . . . ?
C25 C41 C46 C45 177.58(16) . . . . ?
C45 O42 C47 O41 -8.2(2) . . . . ?
C45 O42 C47 C49 -125.46(18) . . . . ?
C45 O42 C47 C48 108.23(19) . . . . ?
C44 O41 C47 O42 8.3(2) . . . . ?
C44 O41 C47 C49 125.83(15) . . . . ?
C44 O41 C47 C48 -108.81(15) . . . . ?
C3 C4 C53 C52 -4.5(2) . . . . ?
C5 C4 C53 C52 170.32(13) . . . . ?
C3 C4 C53 C54 -178.38(12) . . . . ?
C5 C4 C53 C54 -3.6(2) . . . . ?
C66 C61 C62 C64 -1.0(2) . . . . ?
C51 C61 C62 C64 -179.24(13) . . . . ?
C67 O62 C63 C65 -175.37(14) . . . . ?
C67 O62 C63 C64 5.69(15) . . . . ?
C67 O61 C64 C62 177.60(15) . . . . ?
C67 O61 C64 C63 -4.11(17) . . . . ?
C61 C62 C64 O61 -179.73(14) . . . . ?
C61 C62 C64 C63 2.2(2) . . . . ?
O62 C63 C64 O61 -1.03(17) . . . . ?
C65 C63 C64 O61 179.96(14) . . . . ?
O62 C63 C64 C62 177.37(13) . . . . ?
C65 C63 C64 C62 -1.6(2) . . . . ?
O62 C63 C65 C66 -178.97(13) . . . . ?
C64 C63 C65 C66 -0.1(2) . . . . ?
C62 C61 C66 C65 -0.7(2) . . . . ?
C51 C61 C66 C65 177.52(13) . . . . ?
C63 C65 C66 C61 1.3(2) . . . . ?
C64 O61 C67 O62 7.37(16) . . . . ?
C64 O61 C67 C68 123.96(14) . . . . ?
C64 O61 C67 C69 -110.11(15) . . . . ?
C63 O62 C67 O61 -7.97(15) . . . . ?
C63 O62 C67 C68 -124.42(14) . . . . ?
C63 O62 C67 C69 109.60(15) . . . . ?
C76 C71 C72 C73 0.0(2) . . . . ?
C55 C71 C72 C73 -179.84(13) . . . . ?
C77 O71 C73 C72 -178.18(15) . . . . ?
C77 O71 C73 C74 1.73(17) . . . . ?
C71 C72 C73 O71 -179.96(14) . . . . ?
C71 C72 C73 C74 0.1(2) . . . . ?
C77 O72 C74 C75 179.22(16) . . . . ?
C77 O72 C74 C73 -0.68(18) . . . . ?
O71 C73 C74 O72 -0.68(18) . . . . ?
C72 C73 C74 O72 179.23(14) . . . . ?
O71 C73 C74 C75 179.41(15) . . . . ?
C72 C73 C74 C75 -0.7(2) . . . . ?
O72 C74 C75 C76 -178.89(16) . . . . ?
C73 C74 C75 C76 1.0(2) . . . . ?
C72 C71 C76 C75 0.4(2) . . . . ?
C55 C71 C76 C75 -179.80(14) . . . . ?
C74 C75 C76 C71 -0.9(2) . . . . ?
C74 O72 C77 O71 1.68(17) . . . . ?
C74 O72 C77 C79 118.53(15) . . . . ?
C74 O72 C77 C78 -115.69(16) . . . . ?
C73 O71 C77 O72 -2.07(17) . . . . ?
C73 O71 C77 C79 -119.87(16) . . . . ?
C73 O71 C77 C78 115.04(15) . . . . ?

_refine_diff_density_max         0.439
_refine_diff_density_min         -0.457
_refine_diff_density_rms         0.037


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: THF/Hexanes'
