# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_x14469
_database_code_depnum_ccdc_archive 'CCDC 1562070'
# CIF edited on-the-fly by script CIFFIX (S. Parkin, 2000-2014). 
# CIFFIX: http://xray.uky.edu/people/parkin/programs/ciffix 
_audit_update_record             
;
2017-07-13 deposited with the CCDC.
2018-01-12 downloaded from the CCDC.
;

_audit_creation_method           'SHELXL-2014/7 and CIFFIX'

_shelx_SHELXL_version_number     2014/7

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C42 H28 O2, C H Cl3'
_chemical_formula_sum            'C43 H29 Cl3 O2'
_chemical_formula_weight         684.01

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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.1664(11)
_cell_length_b                   21.792(2)
_cell_length_c                   13.6426(11)
_cell_angle_alpha                90
_cell_angle_beta                 102.995(7)
_cell_angle_gamma                90
_cell_volume                     3234.8(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    7491
_cell_measurement_theta_min      3.90
_cell_measurement_theta_max      66.89

_exptl_crystal_description       'irregular striated flake'
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.405
_exptl_crystal_F_000             1416
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    2.870
_shelx_estimated_absorpt_T_min   0.626
_shelx_estimated_absorpt_T_max   0.972
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.672
_exptl_absorpt_correction_T_max  0.929
_exptl_absorpt_process_details   'SADABS (Krause et al., 2015)'
_exptl_absorpt_special_details   
; 
In addition to absorption, multi-scan techniques also correct other slowly 
varying changes in scale factor over reciprocal space, such as those caused 
by x-ray beam inhomogeneity, goniometer imperfection, crystal decomposition, 
crystal longer than the x-ray beam cross section, absorption by the crystal 
mount etc.  These account, by and large, for much of the difference between 
estimated values of Tmin and Tmax and the _exptl_absorpt_correction_ values. 
;

_exptl_special_details           
; 
The crystal was mounted using polyisobutene oil on the tip of a fine glass 
fibre, which was fastened in a copper mounting pin with electrical solder. 
It was placed directly into the cold gas stream of a liquid-nitrogen based 
cryostat (Hope, 1994; Parkin & Hope, 1998). 
 
The crystals underwent a destructive phase transition when cooled to 90K. 
Visual inspection of crystal integrity and diffraction quality vs temperature 
established a safe temperature for data collection of -93° C. 
;

_diffrn_ambient_temperature      180(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus rotating anode'
_diffrn_measurement_device_type  'Bruker X8 Proteum diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 5.6
_diffrn_reflns_number            12649
_diffrn_reflns_av_unetI/netI     0.0836
_diffrn_reflns_av_R_equivalents  0.0355
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.895
_diffrn_reflns_theta_max         67.996
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.986

_reflns_number_total             5820
_reflns_number_gt                3490
_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       'APEX2 (Bruker-AXS, 2006)'
_computing_cell_refinement       'APEX2 (Bruker-AXS, 2006)'
_computing_data_reduction        'APEX2 (Bruker-AXS, 2006)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015b)'
_computing_molecular_graphics    'XP in SHELXTL (Sheldrick, 2008)'
_computing_publication_material  
'SHELX (Sheldrick, 2008) and CIFFIX (Parkin, 2013)'

_refine_special_details          
; 
Refinement progress was checked using Platon (Spek, 2009) and by 
an R-tensor (Parkin, 2000). The final model was further checked 
with the IUCr utility checkCIF. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0682P)²+1.6056P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5820
_refine_ls_number_parameters     446
_refine_ls_number_restraints     42
_refine_ls_R_factor_all          0.1098
_refine_ls_R_factor_gt           0.0680
_refine_ls_wR_factor_ref         0.2027
_refine_ls_wR_factor_gt          0.1667
_refine_ls_goodness_of_fit_ref   1.123
_refine_ls_restrained_S_all      1.129
_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
O1 O 0.3062(2) 0.61041(10) 0.33300(15) 0.0406(5) Uani 1 1 d . . . . .
O2 O 0.40102(19) 0.61481(10) 0.27459(15) 0.0378(5) Uani 1 1 d . . . . .
C1 C 0.3443(3) 0.63961(14) 0.4337(2) 0.0352(7) Uani 1 1 d . . . . .
C2 C 0.4614(3) 0.60736(13) 0.4852(2) 0.0339(7) Uani 1 1 d . . . . .
C3 C 0.4809(3) 0.57126(13) 0.5713(2) 0.0366(7) Uani 1 1 d . . . . .
H3 H 0.4177 0.5672 0.6073 0.044 Uiso 1 1 calc R U . . .
C4 C 0.5913(3) 0.54126(15) 0.6049(2) 0.0422(8) Uani 1 1 d . . . . .
H4 H 0.6055 0.5187 0.6660 0.051 Uiso 1 1 calc R U . . .
C5 C 0.6807(3) 0.54382(14) 0.5506(2) 0.0414(8) Uani 1 1 d . . . . .
H5 H 0.7564 0.5229 0.5741 0.050 Uiso 1 1 calc R U . . .
C6 C 0.6613(3) 0.57686(14) 0.4613(2) 0.0382(7) Uani 1 1 d . . . . .
H6 H 0.7219 0.5770 0.4223 0.046 Uiso 1 1 calc R U . . .
C7 C 0.5526(3) 0.60973(13) 0.4293(2) 0.0343(7) Uani 1 1 d . . . . .
C8 C 0.5128(3) 0.64577(14) 0.3323(2) 0.0338(7) Uani 1 1 d . . . . .
C9 C 0.4685(3) 0.71048(14) 0.3552(2) 0.0346(7) Uani 1 1 d . . . . .
C10 C 0.5057(3) 0.76677(14) 0.3264(2) 0.0338(7) Uani 1 1 d . . . . .
C11 C 0.4471(3) 0.82187(14) 0.3502(2) 0.0372(7) Uani 1 1 d . . . . .
C12 C 0.4785(3) 0.88058(15) 0.3178(2) 0.0428(8) Uani 1 1 d . . . . .
H12 H 0.5408 0.8837 0.2808 0.051 Uiso 1 1 calc R U . . .
C13 C 0.4210(3) 0.93242(16) 0.3388(3) 0.0480(9) Uani 1 1 d . . . . .
H13 H 0.4449 0.9712 0.3178 0.058 Uiso 1 1 calc R U . . .
C14 C 0.3265(3) 0.92883(16) 0.3915(3) 0.0496(9) Uani 1 1 d . . . . .
H14 H 0.2859 0.9651 0.4053 0.060 Uiso 1 1 calc R U . . .
C15 C 0.2934(3) 0.87326(15) 0.4228(3) 0.0445(8) Uani 1 1 d . . . . .
H15 H 0.2294 0.8713 0.4583 0.053 Uiso 1 1 calc R U . . .
C16 C 0.3526(3) 0.81784(14) 0.4035(2) 0.0364(7) Uani 1 1 d . . . . .
C17 C 0.3156(3) 0.75900(14) 0.4351(2) 0.0357(7) Uani 1 1 d . . . . .
C18 C 0.3729(3) 0.70658(14) 0.4112(2) 0.0336(7) Uani 1 1 d . . . . .
C19 C 0.2364(3) 0.62493(14) 0.4805(2) 0.0368(7) Uani 1 1 d . . . . .
C20 C 0.1277(3) 0.59922(15) 0.4227(3) 0.0429(8) Uani 1 1 d . . . . .
H20 H 0.1193 0.5933 0.3525 0.051 Uiso 1 1 calc R U . . .
C21 C 0.0327(3) 0.58236(16) 0.4675(3) 0.0531(9) Uani 1 1 d . . . . .
H21 H -0.0395 0.5643 0.4279 0.064 Uiso 1 1 calc R U . . .
C22 C 0.0422(4) 0.59155(17) 0.5680(3) 0.0555(10) Uani 1 1 d . . . . .
H22 H -0.0230 0.5796 0.5982 0.067 Uiso 1 1 calc R U . . .
C23 C 0.1463(4) 0.61807(17) 0.6250(3) 0.0547(10) Uani 1 1 d . . . . .
H23 H 0.1527 0.6248 0.6948 0.066 Uiso 1 1 calc R U . . .
C24 C 0.2418(3) 0.63497(15) 0.5815(2) 0.0433(8) Uani 1 1 d . . . . .
H24 H 0.3126 0.6539 0.6218 0.052 Uiso 1 1 calc R U . . .
C25 C 0.6003(3) 0.64018(14) 0.2616(2) 0.0374(7) Uani 1 1 d . . . . .
C26 C 0.7248(3) 0.65424(14) 0.2957(2) 0.0376(7) Uani 1 1 d . . . . .
H26 H 0.7537 0.6690 0.3623 0.045 Uiso 1 1 calc R U . . .
C27 C 0.8071(3) 0.64693(16) 0.2337(3) 0.0489(9) Uani 1 1 d . . . . .
H27 H 0.8914 0.6569 0.2574 0.059 Uiso 1 1 calc R U . . .
C28 C 0.7639(4) 0.62473(17) 0.1363(3) 0.0545(10) Uani 1 1 d . . . . .
H28 H 0.8195 0.6191 0.0935 0.065 Uiso 1 1 calc R U . . .
C29 C 0.6418(4) 0.61093(17) 0.1018(3) 0.0521(9) Uani 1 1 d . . . . .
H29 H 0.6130 0.5965 0.0349 0.062 Uiso 1 1 calc R U . . .
C30 C 0.5599(3) 0.61799(15) 0.1644(2) 0.0435(8) Uani 1 1 d . . . . .
H30 H 0.4758 0.6075 0.1405 0.052 Uiso 1 1 calc R U . . .
C31 C 0.6092(3) 0.77803(14) 0.2745(2) 0.0340(7) Uani 1 1 d . . . . .
C32 C 0.7197(3) 0.80042(15) 0.3300(3) 0.0438(8) Uani 1 1 d . . . . .
H32 H 0.7322 0.8041 0.4009 0.053 Uiso 1 1 calc R U . . .
C33 C 0.8128(3) 0.81753(17) 0.2824(3) 0.0554(10) Uani 1 1 d . . . . .
H33 H 0.8879 0.8333 0.3211 0.066 Uiso 1 1 calc R U . . .
C34 C 0.7965(4) 0.81170(17) 0.1801(3) 0.0578(11) Uani 1 1 d . . . . .
H34 H 0.8602 0.8233 0.1480 0.069 Uiso 1 1 calc R U . . .
C35 C 0.6872(4) 0.78894(17) 0.1242(3) 0.0518(9) Uani 1 1 d . . . . .
H35 H 0.6761 0.7842 0.0535 0.062 Uiso 1 1 calc R U . . .
C36 C 0.5935(3) 0.77299(14) 0.1708(2) 0.0405(8) Uani 1 1 d . . . . .
H36 H 0.5176 0.7584 0.1314 0.049 Uiso 1 1 calc R U . . .
C37 C 0.2188(3) 0.76113(14) 0.4954(2) 0.0364(7) Uani 1 1 d . . . . .
C38 C 0.0969(3) 0.74885(15) 0.4519(2) 0.0416(8) Uani 1 1 d . . . . .
H38 H 0.0738 0.7378 0.3829 0.050 Uiso 1 1 calc R U . . .
C39 C 0.0078(3) 0.75251(16) 0.5085(3) 0.0468(8) Uani 1 1 d . . . . .
H39 H -0.0754 0.7431 0.4783 0.056 Uiso 1 1 calc R U . . .
C40 C 0.0397(3) 0.76965(16) 0.6083(3) 0.0502(9) Uani 1 1 d . . . . .
H40 H -0.0212 0.7720 0.6469 0.060 Uiso 1 1 calc R U . . .
C41 C 0.1605(3) 0.78341(16) 0.6518(3) 0.0474(9) Uani 1 1 d . . . . .
H41 H 0.1831 0.7953 0.7205 0.057 Uiso 1 1 calc R U . . .
C42 C 0.2488(3) 0.77990(15) 0.5951(2) 0.0409(8) Uani 1 1 d . . . . .
H42 H 0.3314 0.7905 0.6250 0.049 Uiso 1 1 calc R U . . .
C1S C 0.1432(9) 0.5253(4) 0.1534(9) 0.0798(19) Uani 0.664(7) 1 d D U P A 1
H1S H 0.1917 0.5539 0.2047 0.096 Uiso 0.664(7) 1 calc R U P A 1
Cl1S Cl 0.0416(5) 0.4830(3) 0.2137(3) 0.0873(10) Uani 0.664(7) 1 d D U P A 1
Cl2S Cl 0.2465(7) 0.4755(4) 0.1170(5) 0.0814(12) Uani 0.664(7) 1 d D U P A 1
Cl3S Cl 0.0601(4) 0.57006(14) 0.0552(4) 0.0861(11) Uani 0.664(7) 1 d D U P A 1
C2S C 0.1498(17) 0.5080(8) 0.1689(18) 0.0798(19) Uani 0.336(7) 1 d D U P A 2
H2S H 0.2056 0.5184 0.2350 0.096 Uiso 0.336(7) 1 calc R U P A 2
Cl4S Cl 0.0204(11) 0.4683(6) 0.1892(7) 0.0873(10) Uani 0.336(7) 1 d D U P A 2
Cl5S Cl 0.2304(15) 0.4678(9) 0.0956(11) 0.0814(12) Uani 0.336(7) 1 d D U P A 2
Cl6S Cl 0.0916(7) 0.5754(3) 0.1065(7) 0.0861(11) Uani 0.336(7) 1 d D U P A 2


_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 O2 1.464(3) . ?
O1 C1 1.487(4) . ?
O2 C8 1.480(4) . ?
C1 C2 1.511(4) . ?
C1 C19 1.520(4) . ?
C1 C18 1.539(4) . ?
C2 C3 1.389(4) . ?
C2 C7 1.404(4) . ?
C3 C4 1.380(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.372(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.389(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.393(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.516(4) . ?
C8 C25 1.524(4) . ?
C8 C9 1.549(4) . ?
C9 C10 1.380(4) . ?
C9 C18 1.448(4) . ?
C10 C11 1.439(4) . ?
C10 C31 1.506(4) . ?
C11 C16 1.413(4) . ?
C11 C12 1.423(4) . ?
C12 C13 1.361(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.406(5) . ?
C13 H13 0.9500 . ?
C14 C15 1.362(5) . ?
C14 H14 0.9500 . ?
C15 C16 1.429(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.443(4) . ?
C17 C18 1.384(4) . ?
C17 C37 1.498(4) . ?
C19 C24 1.383(4) . ?
C19 C20 1.406(5) . ?
C20 C21 1.388(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.366(5) . ?
C21 H21 0.9500 . ?
C22 C23 1.373(6) . ?
C22 H22 0.9500 . ?
C23 C24 1.382(4) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 C30 1.388(4) . ?
C25 C26 1.398(4) . ?
C26 C27 1.390(4) . ?
C26 H26 0.9500 . ?
C27 C28 1.395(5) . ?
C27 H27 0.9500 . ?
C28 C29 1.372(5) . ?
C28 H28 0.9500 . ?
C29 C30 1.394(4) . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?
C31 C32 1.384(5) . ?
C31 C36 1.390(4) . ?
C32 C33 1.394(4) . ?
C32 H32 0.9500 . ?
C33 C34 1.372(5) . ?
C33 H33 0.9500 . ?
C34 C35 1.378(6) . ?
C34 H34 0.9500 . ?
C35 C36 1.385(4) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C37 C38 1.383(5) . ?
C37 C42 1.387(4) . ?
C38 C39 1.392(4) . ?
C38 H38 0.9500 . ?
C39 C40 1.379(5) . ?
C39 H39 0.9500 . ?
C40 C41 1.378(5) . ?
C40 H40 0.9500 . ?
C41 C42 1.387(4) . ?
C41 H41 0.9500 . ?
C42 H42 0.9500 . ?
C1S Cl2S 1.736(8) . ?
C1S Cl3S 1.747(9) . ?
C1S Cl1S 1.797(8) . ?
C1S H1S 1.0000 . ?
C2S Cl5S 1.727(14) . ?
C2S Cl6S 1.748(14) . ?
C2S Cl4S 1.759(15) . ?
C2S H2S 1.0000 . ?

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
O2 O1 C1 112.53(19) . . ?
O1 O2 C8 111.50(18) . . ?
O1 C1 C2 105.6(2) . . ?
O1 C1 C19 102.1(2) . . ?
C2 C1 C19 113.0(2) . . ?
O1 C1 C18 104.5(2) . . ?
C2 C1 C18 109.7(2) . . ?
C19 C1 C18 120.2(2) . . ?
C3 C2 C7 119.0(3) . . ?
C3 C2 C1 127.7(3) . . ?
C7 C2 C1 112.8(2) . . ?
C4 C3 C2 120.5(3) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C5 C4 C3 120.4(3) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C4 C5 C6 120.4(3) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C5 C6 C7 119.6(3) . . ?
C5 C6 H6 120.2 . . ?
C7 C6 H6 120.2 . . ?
C6 C7 C2 119.9(3) . . ?
C6 C7 C8 127.1(3) . . ?
C2 C7 C8 112.8(3) . . ?
O2 C8 C7 105.9(2) . . ?
O2 C8 C25 102.2(2) . . ?
C7 C8 C25 114.0(2) . . ?
O2 C8 C9 104.6(2) . . ?
C7 C8 C9 109.9(2) . . ?
C25 C8 C9 118.6(2) . . ?
C10 C9 C18 120.5(3) . . ?
C10 C9 C8 128.4(3) . . ?
C18 C9 C8 111.1(2) . . ?
C9 C10 C11 119.8(3) . . ?
C9 C10 C31 126.2(3) . . ?
C11 C10 C31 114.0(3) . . ?
C16 C11 C12 118.7(3) . . ?
C16 C11 C10 119.6(3) . . ?
C12 C11 C10 121.6(3) . . ?
C13 C12 C11 121.4(3) . . ?
C13 C12 H12 119.3 . . ?
C11 C12 H12 119.3 . . ?
C12 C13 C14 120.3(3) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C15 C14 C13 119.8(3) . . ?
C15 C14 H14 120.1 . . ?
C13 C14 H14 120.1 . . ?
C14 C15 C16 121.6(3) . . ?
C14 C15 H15 119.2 . . ?
C16 C15 H15 119.2 . . ?
C11 C16 C15 118.2(3) . . ?
C11 C16 C17 120.4(3) . . ?
C15 C16 C17 121.4(3) . . ?
C18 C17 C16 119.0(3) . . ?
C18 C17 C37 125.7(3) . . ?
C16 C17 C37 115.3(3) . . ?
C17 C18 C9 120.7(3) . . ?
C17 C18 C1 127.4(3) . . ?
C9 C18 C1 111.8(2) . . ?
C24 C19 C20 117.5(3) . . ?
C24 C19 C1 121.6(3) . . ?
C20 C19 C1 120.9(3) . . ?
C21 C20 C19 120.4(3) . . ?
C21 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C22 C21 C20 120.6(4) . . ?
C22 C21 H21 119.7 . . ?
C20 C21 H21 119.7 . . ?
C21 C22 C23 119.7(3) . . ?
C21 C22 H22 120.2 . . ?
C23 C22 H22 120.2 . . ?
C22 C23 C24 120.4(3) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 H23 119.8 . . ?
C23 C24 C19 121.4(3) . . ?
C23 C24 H24 119.3 . . ?
C19 C24 H24 119.3 . . ?
C30 C25 C26 118.7(3) . . ?
C30 C25 C8 121.0(3) . . ?
C26 C25 C8 120.2(3) . . ?
C27 C26 C25 121.1(3) . . ?
C27 C26 H26 119.5 . . ?
C25 C26 H26 119.5 . . ?
C26 C27 C28 119.1(3) . . ?
C26 C27 H27 120.5 . . ?
C28 C27 H27 120.5 . . ?
C29 C28 C27 120.4(3) . . ?
C29 C28 H28 119.8 . . ?
C27 C28 H28 119.8 . . ?
C28 C29 C30 120.3(3) . . ?
C28 C29 H29 119.9 . . ?
C30 C29 H29 119.9 . . ?
C25 C30 C29 120.5(3) . . ?
C25 C30 H30 119.8 . . ?
C29 C30 H30 119.8 . . ?
C32 C31 C36 118.6(3) . . ?
C32 C31 C10 119.0(3) . . ?
C36 C31 C10 122.1(3) . . ?
C31 C32 C33 120.4(3) . . ?
C31 C32 H32 119.8 . . ?
C33 C32 H32 119.8 . . ?
C34 C33 C32 120.4(4) . . ?
C34 C33 H33 119.8 . . ?
C32 C33 H33 119.8 . . ?
C33 C34 C35 119.7(3) . . ?
C33 C34 H34 120.2 . . ?
C35 C34 H34 120.2 . . ?
C34 C35 C36 120.2(3) . . ?
C34 C35 H35 119.9 . . ?
C36 C35 H35 119.9 . . ?
C35 C36 C31 120.7(3) . . ?
C35 C36 H36 119.6 . . ?
C31 C36 H36 119.6 . . ?
C38 C37 C42 118.4(3) . . ?
C38 C37 C17 121.4(3) . . ?
C42 C37 C17 120.1(3) . . ?
C37 C38 C39 120.5(3) . . ?
C37 C38 H38 119.7 . . ?
C39 C38 H38 119.7 . . ?
C40 C39 C38 120.3(3) . . ?
C40 C39 H39 119.8 . . ?
C38 C39 H39 119.8 . . ?
C41 C40 C39 119.7(3) . . ?
C41 C40 H40 120.2 . . ?
C39 C40 H40 120.2 . . ?
C40 C41 C42 119.8(3) . . ?
C40 C41 H41 120.1 . . ?
C42 C41 H41 120.1 . . ?
C41 C42 C37 121.2(3) . . ?
C41 C42 H42 119.4 . . ?
C37 C42 H42 119.4 . . ?
Cl2S C1S Cl3S 113.7(6) . . ?
Cl2S C1S Cl1S 109.8(6) . . ?
Cl3S C1S Cl1S 110.9(6) . . ?
Cl2S C1S H1S 107.4 . . ?
Cl3S C1S H1S 107.4 . . ?
Cl1S C1S H1S 107.4 . . ?
Cl5S C2S Cl6S 109.2(13) . . ?
Cl5S C2S Cl4S 113.2(14) . . ?
Cl6S C2S Cl4S 105.1(10) . . ?
Cl5S C2S H2S 109.7 . . ?
Cl6S C2S H2S 109.7 . . ?
Cl4S C2S H2S 109.7 . . ?

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
C1 O1 O2 C8 1.7(3) . . . . ?
O2 O1 C1 C2 -57.7(3) . . . . ?
O2 O1 C1 C19 -176.1(2) . . . . ?
O2 O1 C1 C18 58.0(3) . . . . ?
O1 C1 C2 C3 -115.8(3) . . . . ?
C19 C1 C2 C3 -5.0(4) . . . . ?
C18 C1 C2 C3 132.0(3) . . . . ?
O1 C1 C2 C7 55.8(3) . . . . ?
C19 C1 C2 C7 166.6(3) . . . . ?
C18 C1 C2 C7 -56.3(3) . . . . ?
C7 C2 C3 C4 4.1(5) . . . . ?
C1 C2 C3 C4 175.3(3) . . . . ?
C2 C3 C4 C5 -3.8(5) . . . . ?
C3 C4 C5 C6 0.3(5) . . . . ?
C4 C5 C6 C7 2.8(5) . . . . ?
C5 C6 C7 C2 -2.5(5) . . . . ?
C5 C6 C7 C8 -176.9(3) . . . . ?
C3 C2 C7 C6 -0.9(5) . . . . ?
C1 C2 C7 C6 -173.4(3) . . . . ?
C3 C2 C7 C8 174.3(3) . . . . ?
C1 C2 C7 C8 1.8(4) . . . . ?
O1 O2 C8 C7 55.8(3) . . . . ?
O1 O2 C8 C25 175.4(2) . . . . ?
O1 O2 C8 C9 -60.3(3) . . . . ?
C6 C7 C8 O2 116.2(3) . . . . ?
C2 C7 C8 O2 -58.6(3) . . . . ?
C6 C7 C8 C25 4.6(5) . . . . ?
C2 C7 C8 C25 -170.1(3) . . . . ?
C6 C7 C8 C9 -131.3(3) . . . . ?
C2 C7 C8 C9 53.9(3) . . . . ?
O2 C8 C9 C10 -119.1(3) . . . . ?
C7 C8 C9 C10 127.6(3) . . . . ?
C25 C8 C9 C10 -6.1(5) . . . . ?
O2 C8 C9 C18 58.6(3) . . . . ?
C7 C8 C9 C18 -54.7(3) . . . . ?
C25 C8 C9 C18 171.6(3) . . . . ?
C18 C9 C10 C11 -1.5(5) . . . . ?
C8 C9 C10 C11 176.0(3) . . . . ?
C18 C9 C10 C31 175.5(3) . . . . ?
C8 C9 C10 C31 -6.9(5) . . . . ?
C9 C10 C11 C16 0.5(5) . . . . ?
C31 C10 C11 C16 -176.9(3) . . . . ?
C9 C10 C11 C12 -176.9(3) . . . . ?
C31 C10 C11 C12 5.7(4) . . . . ?
C16 C11 C12 C13 1.3(5) . . . . ?
C10 C11 C12 C13 178.7(3) . . . . ?
C11 C12 C13 C14 -1.5(5) . . . . ?
C12 C13 C14 C15 0.8(6) . . . . ?
C13 C14 C15 C16 0.1(6) . . . . ?
C12 C11 C16 C15 -0.4(5) . . . . ?
C10 C11 C16 C15 -177.9(3) . . . . ?
C12 C11 C16 C17 178.2(3) . . . . ?
C10 C11 C16 C17 0.7(5) . . . . ?
C14 C15 C16 C11 -0.3(5) . . . . ?
C14 C15 C16 C17 -178.8(3) . . . . ?
C11 C16 C17 C18 -0.9(5) . . . . ?
C15 C16 C17 C18 177.6(3) . . . . ?
C11 C16 C17 C37 177.1(3) . . . . ?
C15 C16 C17 C37 -4.4(4) . . . . ?
C16 C17 C18 C9 -0.1(5) . . . . ?
C37 C17 C18 C9 -177.9(3) . . . . ?
C16 C17 C18 C1 -177.3(3) . . . . ?
C37 C17 C18 C1 4.9(5) . . . . ?
C10 C9 C18 C17 1.4(5) . . . . ?
C8 C9 C18 C17 -176.6(3) . . . . ?
C10 C9 C18 C1 179.0(3) . . . . ?
C8 C9 C18 C1 1.0(4) . . . . ?
O1 C1 C18 C17 118.5(3) . . . . ?
C2 C1 C18 C17 -128.7(3) . . . . ?
C19 C1 C18 C17 4.8(5) . . . . ?
O1 C1 C18 C9 -58.9(3) . . . . ?
C2 C1 C18 C9 53.9(3) . . . . ?
C19 C1 C18 C9 -172.6(3) . . . . ?
O1 C1 C19 C24 169.2(3) . . . . ?
C2 C1 C19 C24 56.3(4) . . . . ?
C18 C1 C19 C24 -75.8(4) . . . . ?
O1 C1 C19 C20 -9.3(4) . . . . ?
C2 C1 C19 C20 -122.3(3) . . . . ?
C18 C1 C19 C20 105.6(3) . . . . ?
C24 C19 C20 C21 -2.8(5) . . . . ?
C1 C19 C20 C21 175.9(3) . . . . ?
C19 C20 C21 C22 1.3(5) . . . . ?
C20 C21 C22 C23 0.4(6) . . . . ?
C21 C22 C23 C24 -0.6(6) . . . . ?
C22 C23 C24 C19 -1.0(5) . . . . ?
C20 C19 C24 C23 2.6(5) . . . . ?
C1 C19 C24 C23 -176.0(3) . . . . ?
O2 C8 C25 C30 7.9(4) . . . . ?
C7 C8 C25 C30 121.7(3) . . . . ?
C9 C8 C25 C30 -106.4(3) . . . . ?
O2 C8 C25 C26 -168.5(3) . . . . ?
C7 C8 C25 C26 -54.7(4) . . . . ?
C9 C8 C25 C26 77.1(4) . . . . ?
C30 C25 C26 C27 0.7(5) . . . . ?
C8 C25 C26 C27 177.2(3) . . . . ?
C25 C26 C27 C28 -0.5(5) . . . . ?
C26 C27 C28 C29 0.7(5) . . . . ?
C27 C28 C29 C30 -1.1(6) . . . . ?
C26 C25 C30 C29 -1.1(5) . . . . ?
C8 C25 C30 C29 -177.6(3) . . . . ?
C28 C29 C30 C25 1.3(5) . . . . ?
C9 C10 C31 C32 -103.1(4) . . . . ?
C11 C10 C31 C32 74.1(4) . . . . ?
C9 C10 C31 C36 83.9(4) . . . . ?
C11 C10 C31 C36 -98.9(3) . . . . ?
C36 C31 C32 C33 0.1(5) . . . . ?
C10 C31 C32 C33 -173.1(3) . . . . ?
C31 C32 C33 C34 -0.8(5) . . . . ?
C32 C33 C34 C35 0.2(5) . . . . ?
C33 C34 C35 C36 1.1(5) . . . . ?
C34 C35 C36 C31 -1.8(5) . . . . ?
C32 C31 C36 C35 1.2(5) . . . . ?
C10 C31 C36 C35 174.2(3) . . . . ?
C18 C17 C37 C38 -81.6(4) . . . . ?
C16 C17 C37 C38 100.6(4) . . . . ?
C18 C17 C37 C42 103.1(4) . . . . ?
C16 C17 C37 C42 -74.8(4) . . . . ?
C42 C37 C38 C39 -3.0(5) . . . . ?
C17 C37 C38 C39 -178.4(3) . . . . ?
C37 C38 C39 C40 1.3(5) . . . . ?
C38 C39 C40 C41 0.2(5) . . . . ?
C39 C40 C41 C42 0.0(5) . . . . ?
C40 C41 C42 C37 -1.7(5) . . . . ?
C38 C37 C42 C41 3.2(5) . . . . ?
C17 C37 C42 C41 178.7(3) . . . . ?

_refine_diff_density_max         0.411
_refine_diff_density_min         -0.399
_refine_diff_density_rms         0.064

####################################################################### 
# 
# 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_k14123u
_database_code_depnum_ccdc_archive 'CCDC 1562071'
_audit_update_record             
;
2017-07-13 deposited with the CCDC.
2018-01-12 downloaded from the CCDC.
;

_audit_creation_method           'SHELXL-2014/7 and CIFFIX'
# CIF edited on-the-fly by script CIFFIX (S. Parkin, 2000-2014). 
# CIFFIX: http://xray.uky.edu/people/parkin/programs/ciffix 
_shelx_SHELXL_version_number     2014/7

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H22 O, 0.5(C6 H14)'
_chemical_formula_sum            'C39 H29 O'
_chemical_formula_weight         513.62

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'

_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                   9.6112(1)
_cell_length_b                   11.7137(2)
_cell_length_c                   13.9270(2)
_cell_angle_alpha                107.9737(8)
_cell_angle_beta                 106.6706(7)
_cell_angle_gamma                100.7463(8)
_cell_volume                     1362.13(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    90.0(2)
_cell_measurement_reflns_used    6210
_cell_measurement_theta_min      1.00
_cell_measurement_theta_max      27.48

_exptl_crystal_description       'cut rod'
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.252
_exptl_crystal_F_000             542
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.073
_shelx_estimated_absorpt_T_min   0.976
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.841
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2008b)'
_exptl_absorpt_special_details   ?
_exptl_special_details           
; 
The crystal was mounted with polyisobutene oil on the tip of a fine glass 
fibre, which was fastened in a copper mounting pin with electrical solder. 
It was placed directly into the cold gas stream of a liquid-nitrogen based 
cryostat, according to published methods (Hope, 1994; Parkin & Hope, 1998). 
 
Diffraction data were collected with the crystal at 90K, which is standard 
practice in this laboratory for the majority of flash-cooled crystals. 
;

_diffrn_ambient_temperature      90.0(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed-tube'
_diffrn_measurement_device_type  'Nonius KappaCCD diffractometer'
_diffrn_measurement_method       'φ and ω scans at fixed χ = 55°'
_diffrn_detector_area_resol_mean 9.1
_diffrn_reflns_number            34739
_diffrn_reflns_av_unetI/netI     0.0347
_diffrn_reflns_av_R_equivalents  0.0388
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_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         1.654
_diffrn_reflns_theta_max         27.507
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000

_reflns_number_total             6261
_reflns_number_gt                4675
_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       'COLLECT (Nonius, 1998)'
_computing_cell_refinement       'SCALEPACK (Otwinowski & Minor, 2006)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 2006)'
_computing_structure_solution    'SHELXT (Sheldrick, 2008a)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2008a)'
_computing_molecular_graphics    'XP in SHELXTL (Sheldrick, 2008a)'
_computing_publication_material  
'SHELX (Sheldrick, 2008a) and CIFFIX (Parkin, 2013)'
_refine_special_details          
; 
Refinement progress was checked using Platon (Spek, 2009) and by 
an R-tensor (Parkin, 2000). The final model was further checked 
with the IUCr utility checkCIF. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0778P)²+0.2618P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6261
_refine_ls_number_parameters     384
_refine_ls_number_restraints     33
_refine_ls_R_factor_all          0.0710
_refine_ls_R_factor_gt           0.0489
_refine_ls_wR_factor_ref         0.1385
_refine_ls_wR_factor_gt          0.1221
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.053
_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
O1 O 0.36139(11) 0.54501(9) 0.29645(8) 0.0257(2) Uani 1 1 d . . . . .
C1 C 0.45732(15) 0.56305(12) 0.25676(11) 0.0201(3) Uani 1 1 d . . . . .
C2 C 0.42445(15) 0.59456(12) 0.15776(11) 0.0201(3) Uani 1 1 d . . . . .
C3 C 0.27637(16) 0.54738(13) 0.08131(11) 0.0230(3) Uani 1 1 d . . . . .
H3 H 0.1967 0.5018 0.0951 0.028 Uiso 1 1 calc R U . . .
C4 C 0.24516(17) 0.56702(13) -0.01511(11) 0.0263(3) Uani 1 1 d . . . . .
H4 H 0.1438 0.5368 -0.0666 0.032 Uiso 1 1 calc R U . . .
C5 C 0.36241(17) 0.63079(13) -0.03565(11) 0.0266(3) Uani 1 1 d . . . . .
H5 H 0.3417 0.6412 -0.1028 0.032 Uiso 1 1 calc R U . . .
C6 C 0.51033(17) 0.67988(13) 0.04092(11) 0.0240(3) Uani 1 1 d . . . . .
H6 H 0.5894 0.7244 0.0260 0.029 Uiso 1 1 calc R U . . .
C7 C 0.54296(15) 0.66412(12) 0.13882(11) 0.0201(3) Uani 1 1 d . . . . .
C8 C 0.69595(15) 0.72458(12) 0.23321(11) 0.0191(3) Uani 1 1 d . . . . .
C9 C 0.72505(15) 0.62612(12) 0.27881(10) 0.0185(3) Uani 1 1 d . . . . .
C10 C 0.86617(15) 0.61045(12) 0.28897(10) 0.0192(3) Uani 1 1 d . . . . .
C11 C 0.90511(15) 0.51472(12) 0.32461(10) 0.0196(3) Uani 1 1 d . . . . .
C12 C 1.04674(16) 0.49063(13) 0.33703(11) 0.0245(3) Uani 1 1 d . . . . .
H12 H 1.1213 0.5410 0.3225 0.029 Uiso 1 1 calc R U . . .
C13 C 1.07879(17) 0.39660(14) 0.36950(12) 0.0271(3) Uani 1 1 d . . . . .
H13 H 1.1752 0.3829 0.3780 0.032 Uiso 1 1 calc R U . . .
C14 C 0.96962(17) 0.32014(14) 0.39037(11) 0.0274(3) Uani 1 1 d . . . . .
H14 H 0.9926 0.2550 0.4131 0.033 Uiso 1 1 calc R U . . .
C15 C 0.82987(16) 0.33897(13) 0.37809(11) 0.0235(3) Uani 1 1 d . . . . .
H15 H 0.7567 0.2859 0.3917 0.028 Uiso 1 1 calc R U . . .
C16 C 0.79278(15) 0.43655(12) 0.34545(10) 0.0197(3) Uani 1 1 d . . . . .
C17 C 0.64374(15) 0.45277(12) 0.32878(10) 0.0190(3) Uani 1 1 d . . . . .
C18 C 0.61201(15) 0.54797(12) 0.29522(10) 0.0188(3) Uani 1 1 d . . . . .
C19 C 0.69138(15) 0.84415(12) 0.31888(11) 0.0208(3) Uani 1 1 d . . . . .
C20 C 0.58926(17) 0.90873(14) 0.29085(13) 0.0296(3) Uani 1 1 d . . . . .
H20 H 0.5170 0.8771 0.2187 0.035 Uiso 1 1 calc R U . . .
C21 C 0.59163(19) 1.01914(15) 0.36718(14) 0.0376(4) Uani 1 1 d . . . . .
H21 H 0.5214 1.0626 0.3467 0.045 Uiso 1 1 calc R U . . .
C22 C 0.69500(19) 1.06616(14) 0.47232(13) 0.0321(4) Uani 1 1 d . . . . .
H22 H 0.6955 1.1412 0.5244 0.038 Uiso 1 1 calc R U . . .
C23 C 0.79848(18) 1.00306(14) 0.50164(12) 0.0275(3) Uani 1 1 d . . . . .
H23 H 0.8705 1.0352 0.5739 0.033 Uiso 1 1 calc R U . . .
C24 C 0.79636(17) 0.89288(13) 0.42509(11) 0.0248(3) Uani 1 1 d . . . . .
H24 H 0.8675 0.8502 0.4455 0.030 Uiso 1 1 calc R U . . .
C25 C 0.84049(16) 0.75846(12) 0.20954(11) 0.0219(3) Uani 1 1 d . . . . .
C26 C 0.88052(17) 0.84481(13) 0.16569(12) 0.0267(3) Uani 1 1 d . . . . .
H26 H 0.8134 0.8902 0.1443 0.032 Uiso 1 1 calc R U . . .
C27 C 1.02078(18) 0.86405(14) 0.15343(13) 0.0311(4) Uani 1 1 d . . . . .
H27 H 1.0482 0.9207 0.1210 0.037 Uiso 1 1 calc R U . . .
C28 C 1.12013(18) 0.80112(14) 0.18815(13) 0.0312(4) Uani 1 1 d . . . . .
H28 H 1.2154 0.8152 0.1792 0.037 Uiso 1 1 calc R U . . .
C29 C 1.08339(16) 0.71756(13) 0.23594(12) 0.0266(3) Uani 1 1 d . . . . .
H29 H 1.1535 0.6761 0.2607 0.032 Uiso 1 1 calc R U . . .
C30 C 0.94197(15) 0.69544(12) 0.24698(11) 0.0210(3) Uani 1 1 d . . . . .
C31 C 0.52162(15) 0.35908(12) 0.33545(11) 0.0207(3) Uani 1 1 d . . . . .
C32 C 0.52234(16) 0.35285(13) 0.43391(11) 0.0220(3) Uani 1 1 d . . . . .
H32 H 0.6017 0.4103 0.4998 0.026 Uiso 1 1 calc R U . . .
C33 C 0.40738(16) 0.26292(13) 0.43609(12) 0.0246(3) Uani 1 1 d . . . . .
H33 H 0.4088 0.2590 0.5035 0.029 Uiso 1 1 calc R U . . .
C34 C 0.29096(17) 0.17920(13) 0.34051(12) 0.0267(3) Uani 1 1 d . . . . .
H34 H 0.2127 0.1177 0.3421 0.032 Uiso 1 1 calc R U . . .
C35 C 0.28913(17) 0.18552(14) 0.24238(12) 0.0286(3) Uani 1 1 d . . . . .
H35 H 0.2089 0.1286 0.1767 0.034 Uiso 1 1 calc R U . . .
C36 C 0.40346(16) 0.27430(13) 0.23961(12) 0.0251(3) Uani 1 1 d . . . . .
H36 H 0.4016 0.2776 0.1720 0.030 Uiso 1 1 calc R U . . .
C1S C 0.8576(8) 0.1495(10) 0.1002(9) 0.0379(12) Uani 0.648(4) 1 d D U P A 1
H1S1 H 0.8442 0.2322 0.1312 0.057 Uiso 0.648(4) 1 calc R U P A 1
H1S2 H 0.9388 0.1581 0.0712 0.057 Uiso 0.648(4) 1 calc R U P A 1
H1S3 H 0.8850 0.1157 0.1568 0.057 Uiso 0.648(4) 1 calc R U P A 1
C2S C 0.7087(3) 0.0598(3) 0.0087(2) 0.0353(7) Uani 0.648(4) 1 d D U P A 1
H2S1 H 0.6845 0.0926 -0.0496 0.042 Uiso 0.648(4) 1 calc R U P A 1
H2S2 H 0.7233 -0.0233 -0.0222 0.042 Uiso 0.648(4) 1 calc R U P A 1
C3S C 0.5751(3) 0.0428(3) 0.0453(3) 0.0306(7) Uani 0.648(4) 1 d D U P A 1
H3S1 H 0.5632 0.1264 0.0786 0.037 Uiso 0.648(4) 1 calc R U P A 1
H3S2 H 0.5984 0.0075 0.1021 0.037 Uiso 0.648(4) 1 calc R U P A 1
C1S' C 0.8601(15) 0.131(2) 0.0913(19) 0.0379(12) Uani 0.352(4) 1 d D U P A 2
H1S4 H 0.9396 0.1846 0.1624 0.057 Uiso 0.352(4) 1 calc R U P A 2
H1S5 H 0.8849 0.0537 0.0609 0.057 Uiso 0.352(4) 1 calc R U P A 2
H1S6 H 0.8541 0.1763 0.0423 0.057 Uiso 0.352(4) 1 calc R U P A 2
C2S' C 0.7063(6) 0.0979(4) 0.1044(4) 0.0352(13) Uani 0.352(4) 1 d D U P A 2
H2S3 H 0.7133 0.0537 0.1550 0.042 Uiso 0.352(4) 1 calc R U P A 2
H2S4 H 0.6825 0.1764 0.1364 0.042 Uiso 0.352(4) 1 calc R U P A 2
C3S' C 0.5786(7) 0.0149(6) -0.0035(5) 0.0358(14) Uani 0.352(4) 1 d D U P A 2
H3S3 H 0.6006 -0.0652 -0.0332 0.043 Uiso 0.352(4) 1 calc R U P A 2
H3S4 H 0.5769 0.0572 -0.0552 0.043 Uiso 0.352(4) 1 calc R U P A 2


_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 C1 1.2215(16) . ?
C1 C18 1.4926(18) . ?
C1 C2 1.4982(19) . ?
C2 C3 1.3924(19) . ?
C2 C7 1.4106(19) . ?
C3 C4 1.390(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.383(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.391(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.3867(19) . ?
C6 H6 0.9500 . ?
C7 C8 1.5231(18) . ?
C8 C9 1.5108(18) . ?
C8 C25 1.5277(19) . ?
C8 C19 1.5520(18) . ?
C9 C10 1.3755(19) . ?
C9 C18 1.4040(18) . ?
C10 C11 1.4273(19) . ?
C10 C30 1.4823(19) . ?
C11 C12 1.4144(19) . ?
C11 C16 1.4365(19) . ?
C12 C13 1.366(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.405(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.373(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.4212(19) . ?
C15 H15 0.9500 . ?
C16 C17 1.4422(19) . ?
C17 C18 1.3864(18) . ?
C17 C31 1.4953(19) . ?
C19 C20 1.388(2) . ?
C19 C24 1.393(2) . ?
C20 C21 1.389(2) . ?
C20 H20 0.9500 . ?
C21 C22 1.378(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.389(2) . ?
C22 H22 0.9500 . ?
C23 C24 1.390(2) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 C26 1.384(2) . ?
C25 C30 1.408(2) . ?
C26 C27 1.393(2) . ?
C26 H26 0.9500 . ?
C27 C28 1.381(2) . ?
C27 H27 0.9500 . ?
C28 C29 1.391(2) . ?
C28 H28 0.9500 . ?
C29 C30 1.397(2) . ?
C29 H29 0.9500 . ?
C31 C32 1.3936(19) . ?
C31 C36 1.3962(19) . ?
C32 C33 1.3915(19) . ?
C32 H32 0.9500 . ?
C33 C34 1.384(2) . ?
C33 H33 0.9500 . ?
C34 C35 1.387(2) . ?
C34 H34 0.9500 . ?
C35 C36 1.383(2) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C1S C2S 1.530(8) . ?
C1S H1S1 0.9800 . ?
C1S H1S2 0.9800 . ?
C1S H1S3 0.9800 . ?
C2S C3S 1.513(4) . ?
C2S H2S1 0.9900 . ?
C2S H2S2 0.9900 . ?
C3S C3S 1.522(6) 2_655 ?
C3S H3S1 0.9900 . ?
C3S H3S2 0.9900 . ?
C1S' C2S' 1.534(14) . ?
C1S' H1S4 0.9800 . ?
C1S' H1S5 0.9800 . ?
C1S' H1S6 0.9800 . ?
C2S' C3S' 1.518(7) . ?
C2S' H2S3 0.9900 . ?
C2S' H2S4 0.9900 . ?
C3S' C3S' 1.524(13) 2_655 ?
C3S' H3S3 0.9900 . ?
C3S' H3S4 0.9900 . ?

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
O1 C1 C18 124.72(12) . . ?
O1 C1 C2 121.83(12) . . ?
C18 C1 C2 113.32(11) . . ?
C3 C2 C7 120.40(12) . . ?
C3 C2 C1 118.82(12) . . ?
C7 C2 C1 120.66(12) . . ?
C4 C3 C2 119.96(13) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C5 C4 C3 119.65(13) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C4 C5 C6 120.78(13) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C7 C6 C5 120.38(13) . . ?
C7 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
C6 C7 C2 118.75(12) . . ?
C6 C7 C8 125.13(12) . . ?
C2 C7 C8 115.95(11) . . ?
C9 C8 C7 106.78(10) . . ?
C9 C8 C25 100.54(11) . . ?
C7 C8 C25 118.90(11) . . ?
C9 C8 C19 112.31(11) . . ?
C7 C8 C19 109.83(11) . . ?
C25 C8 C19 108.22(10) . . ?
C10 C9 C18 123.68(12) . . ?
C10 C9 C8 112.94(11) . . ?
C18 C9 C8 122.87(12) . . ?
C9 C10 C11 118.90(12) . . ?
C9 C10 C30 107.62(12) . . ?
C11 C10 C30 133.15(12) . . ?
C12 C11 C10 123.24(13) . . ?
C12 C11 C16 118.55(12) . . ?
C10 C11 C16 118.18(12) . . ?
C13 C12 C11 121.52(14) . . ?
C13 C12 H12 119.2 . . ?
C11 C12 H12 119.2 . . ?
C12 C13 C14 120.19(13) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 H13 119.9 . . ?
C15 C14 C13 120.36(13) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C14 C15 C16 121.12(13) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 H15 119.4 . . ?
C15 C16 C11 118.26(12) . . ?
C15 C16 C17 120.79(12) . . ?
C11 C16 C17 120.89(12) . . ?
C18 C17 C16 118.72(12) . . ?
C18 C17 C31 120.99(12) . . ?
C16 C17 C31 119.92(12) . . ?
C17 C18 C9 119.51(12) . . ?
C17 C18 C1 124.88(12) . . ?
C9 C18 C1 114.84(11) . . ?
C20 C19 C24 118.44(13) . . ?
C20 C19 C8 121.34(12) . . ?
C24 C19 C8 120.13(12) . . ?
C19 C20 C21 120.68(14) . . ?
C19 C20 H20 119.7 . . ?
C21 C20 H20 119.7 . . ?
C22 C21 C20 120.52(15) . . ?
C22 C21 H21 119.7 . . ?
C20 C21 H21 119.7 . . ?
C21 C22 C23 119.57(14) . . ?
C21 C22 H22 120.2 . . ?
C23 C22 H22 120.2 . . ?
C22 C23 C24 119.85(14) . . ?
C22 C23 H23 120.1 . . ?
C24 C23 H23 120.1 . . ?
C23 C24 C19 120.94(14) . . ?
C23 C24 H24 119.5 . . ?
C19 C24 H24 119.5 . . ?
C26 C25 C30 121.20(13) . . ?
C26 C25 C8 128.09(13) . . ?
C30 C25 C8 110.54(12) . . ?
C25 C26 C27 118.89(15) . . ?
C25 C26 H26 120.6 . . ?
C27 C26 H26 120.6 . . ?
C28 C27 C26 120.33(14) . . ?
C28 C27 H27 119.8 . . ?
C26 C27 H27 119.8 . . ?
C27 C28 C29 121.25(14) . . ?
C27 C28 H28 119.4 . . ?
C29 C28 H28 119.4 . . ?
C28 C29 C30 119.12(14) . . ?
C28 C29 H29 120.4 . . ?
C30 C29 H29 120.4 . . ?
C29 C30 C25 119.12(13) . . ?
C29 C30 C10 132.72(13) . . ?
C25 C30 C10 108.11(12) . . ?
C32 C31 C36 118.90(13) . . ?
C32 C31 C17 122.28(12) . . ?
C36 C31 C17 118.82(12) . . ?
C33 C32 C31 120.29(13) . . ?
C33 C32 H32 119.9 . . ?
C31 C32 H32 119.9 . . ?
C34 C33 C32 120.28(13) . . ?
C34 C33 H33 119.9 . . ?
C32 C33 H33 119.9 . . ?
C33 C34 C35 119.67(13) . . ?
C33 C34 H34 120.2 . . ?
C35 C34 H34 120.2 . . ?
C36 C35 C34 120.33(13) . . ?
C36 C35 H35 119.8 . . ?
C34 C35 H35 119.8 . . ?
C35 C36 C31 120.52(13) . . ?
C35 C36 H36 119.7 . . ?
C31 C36 H36 119.7 . . ?
C2S C1S H1S1 109.5 . . ?
C2S C1S H1S2 109.5 . . ?
H1S1 C1S H1S2 109.5 . . ?
C2S C1S H1S3 109.5 . . ?
H1S1 C1S H1S3 109.5 . . ?
H1S2 C1S H1S3 109.5 . . ?
C3S C2S C1S 113.4(4) . . ?
C3S C2S H2S1 108.9 . . ?
C1S C2S H2S1 108.9 . . ?
C3S C2S H2S2 108.9 . . ?
C1S C2S H2S2 108.9 . . ?
H2S1 C2S H2S2 107.7 . . ?
C2S C3S C3S 114.2(4) . 2_655 ?
C2S C3S H3S1 108.7 . . ?
C3S C3S H3S1 108.7 2_655 . ?
C2S C3S H3S2 108.7 . . ?
C3S C3S H3S2 108.7 2_655 . ?
H3S1 C3S H3S2 107.6 . . ?
C2S' C1S' H1S4 109.5 . . ?
C2S' C1S' H1S5 109.5 . . ?
H1S4 C1S' H1S5 109.5 . . ?
C2S' C1S' H1S6 109.5 . . ?
H1S4 C1S' H1S6 109.5 . . ?
H1S5 C1S' H1S6 109.5 . . ?
C3S' C2S' C1S' 111.7(9) . . ?
C3S' C2S' H2S3 109.3 . . ?
C1S' C2S' H2S3 109.3 . . ?
C3S' C2S' H2S4 109.3 . . ?
C1S' C2S' H2S4 109.3 . . ?
H2S3 C2S' H2S4 107.9 . . ?
C2S' C3S' C3S' 114.0(7) . 2_655 ?
C2S' C3S' H3S3 108.7 . . ?
C3S' C3S' H3S3 108.7 2_655 . ?
C2S' C3S' H3S4 108.7 . . ?
C3S' C3S' H3S4 108.7 2_655 . ?
H3S3 C3S' H3S4 107.6 . . ?

_refine_diff_density_max         0.250
_refine_diff_density_min         -0.246
_refine_diff_density_rms         0.051

