# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_so19005
_database_code_depnum_ccdc_archive 'CCDC 2162400'
loop_
_audit_author_name
_audit_author_address
'Jordann Wells'
;University of Uppsala
Sweden
;
_audit_update_record             
;
2022-03-27 deposited with the CCDC.	2022-09-29 downloaded from the CCDC.
;
_audit_creation_date             2021-02-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H30 O2'
_chemical_formula_sum            'C32 H30 O2'
_chemical_formula_weight         446.56
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.5099(4)
_cell_length_b                   9.8152(4)
_cell_length_c                   13.7004(5)
_cell_angle_alpha                90
_cell_angle_beta                 105.8460(10)
_cell_angle_gamma                90
_cell_volume                     1230.22(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7352
_cell_measurement_temperature    170
_cell_measurement_theta_max      26.28
_cell_measurement_theta_min      2.34
_shelx_estimated_absorpt_T_max   0.995
_shelx_estimated_absorpt_T_min   0.988
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6877
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1590 before and 0.0565 after correction. The Ratio of minimum to maximum transmission is 0.9222. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.206
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             476
_exptl_crystal_size_max          0.167
_exptl_crystal_size_mid          0.165
_exptl_crystal_size_min          0.073
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0584
_diffrn_reflns_av_unetI/netI     0.0388
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            42337
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.402
_diffrn_reflns_theta_min         2.226
_diffrn_ambient_temperature      170
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.890
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.996
_reflns_number_gt                5064
_reflns_number_total             6155
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.150
_refine_diff_density_min         -0.214
_refine_diff_density_rms         0.042
_refine_ls_abs_structure_details 
;
 Flack x determined using 2039 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.3(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         6155
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0586
_refine_ls_R_factor_gt           0.0438
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0358P)²+0.2979P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0939
_refine_ls_wR_factor_ref         0.1015
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C9(H9A,H9B), C13(H13A,H13B), C12(H12A,H12B), C14(H14A,H14B),
 C10(H10A,H10B)
2.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C4(H4), C8(H8), C32(H32), C17(H17), C26(H26), C25(H25), C28(H28),
 C19(H19), C5(H5), C24(H24), C16(H16), C31(H31), C20(H20), C30(H30), C22(H22),
 C29(H29), C23(H23)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
O001 O 1.09850(18) 0.3386(2) 0.58740(14) 0.0351(5) Uani 1 1 d . . . . .
O002 O 0.3929(2) 0.5961(2) 0.38567(13) 0.0402(5) Uani 1 1 d . . . . .
C7 C 1.0682(3) 0.4781(3) 0.7206(2) 0.0321(6) Uani 1 1 d . . . . .
H7 H 1.160243 0.518246 0.723952 0.039 Uiso 1 1 calc R . . . .
C3 C 0.8528(2) 0.4654(3) 0.78200(18) 0.0251(5) Uani 1 1 d . . . . .
C1 C 0.6233(3) 0.5512(3) 0.81153(19) 0.0266(5) Uani 1 1 d . . . . .
C4 C 0.8013(3) 0.3625(3) 0.71175(19) 0.0275(5) Uani 1 1 d . . . . .
H4 H 0.709830 0.321224 0.708825 0.033 Uiso 1 1 calc R . . . .
C27 C 0.8450(3) 0.5158(3) 0.96026(18) 0.0270(5) Uani 1 1 d . . . . .
C2 C 0.7649(3) 0.5139(3) 0.85072(18) 0.0261(5) Uani 1 1 d . . . . .
C15 C 0.4509(3) 0.5961(3) 0.48962(19) 0.0315(6) Uani 1 1 d . . . . .
C8 C 0.9898(3) 0.5203(3) 0.78673(19) 0.0305(5) Uani 1 1 d . . . . .
H8 H 1.029998 0.587873 0.836136 0.037 Uiso 1 1 calc R . . . .
C6 C 1.0129(3) 0.3775(3) 0.64974(18) 0.0277(5) Uani 1 1 d . . . . .
C18 C 0.5603(3) 0.5725(3) 0.70092(19) 0.0274(5) Uani 1 1 d . . . . .
C21 C 0.5184(3) 0.5697(3) 0.87425(18) 0.0262(5) Uani 1 1 d . . . . .
C32 C 0.8300(3) 0.6241(3) 1.0234(2) 0.0328(6) Uani 1 1 d . . . . .
H32 H 0.760254 0.693645 0.997704 0.039 Uiso 1 1 calc R . . . .
C17 C 0.4282(2) 0.5117(3) 0.64900(19) 0.0290(5) Uani 1 1 d . . . . .
H17 H 0.374117 0.461965 0.686056 0.035 Uiso 1 1 calc R . . . .
C26 C 0.4256(3) 0.6814(3) 0.85939(19) 0.0291(5) Uani 1 1 d . . . . .
H26 H 0.431366 0.748028 0.810334 0.035 Uiso 1 1 calc R . . . .
C25 C 0.3245(3) 0.6976(3) 0.9149(2) 0.0322(6) Uani 1 1 d . . . . .
H25 H 0.262565 0.775292 0.903915 0.039 Uiso 1 1 calc R . . . .
C28 C 0.9472(3) 0.4151(3) 1.0015(2) 0.0332(6) Uani 1 1 d . . . . .
H28 H 0.958854 0.340340 0.960344 0.040 Uiso 1 1 calc R . . . .
C19 C 0.6304(3) 0.6522(3) 0.6443(2) 0.0316(6) Uani 1 1 d . . . . .
H19 H 0.717061 0.699693 0.678152 0.038 Uiso 1 1 calc R . . . .
C5 C 0.8790(3) 0.3183(3) 0.6460(2) 0.0295(5) Uani 1 1 d . . . . .
H5 H 0.841070 0.247874 0.598499 0.035 Uiso 1 1 calc R . . . .
C24 C 0.3138(3) 0.6014(3) 0.9858(2) 0.0353(6) Uani 1 1 d . . . . .
H24 H 0.245911 0.613162 1.024742 0.042 Uiso 1 1 calc R . . . .
C16 C 0.3745(3) 0.5225(3) 0.5448(2) 0.0324(6) Uani 1 1 d . . . . .
H16 H 0.285019 0.479334 0.510904 0.039 Uiso 1 1 calc R . . . .
C31 C 0.9155(3) 0.6309(3) 1.1226(2) 0.0405(7) Uani 1 1 d . . . . .
H31 H 0.904205 0.705131 1.164317 0.049 Uiso 1 1 calc R . . . .
C11 C 0.8301(3) 0.3772(3) 0.3268(2) 0.0337(6) Uani 1 1 d . . . . .
H11A H 0.781307 0.290636 0.335336 0.040 Uiso 1 1 calc R . . . .
H11B H 0.885518 0.361962 0.276255 0.040 Uiso 1 1 calc R . . . .
C9 C 1.0201(3) 0.2994(3) 0.4856(2) 0.0336(6) Uani 1 1 d . . . . .
H9A H 0.951906 0.224289 0.488490 0.040 Uiso 1 1 calc R . . . .
H9B H 1.090295 0.265599 0.449523 0.040 Uiso 1 1 calc R . . . .
C20 C 0.5772(3) 0.6642(3) 0.5397(2) 0.0343(6) Uani 1 1 d . . . . .
H20 H 0.627192 0.718958 0.502769 0.041 Uiso 1 1 calc R . . . .
C13 C 0.5947(3) 0.4803(3) 0.3426(2) 0.0350(6) Uani 1 1 d . . . . .
H13A H 0.534578 0.398036 0.319590 0.042 Uiso 1 1 calc R . . . .
H13B H 0.641094 0.470509 0.416344 0.042 Uiso 1 1 calc R . . . .
C12 C 0.7142(3) 0.4874(3) 0.2877(2) 0.0335(6) Uani 1 1 d . . . . .
H12A H 0.760987 0.578282 0.298414 0.040 Uiso 1 1 calc R . . . .
H12B H 0.670179 0.474920 0.213985 0.040 Uiso 1 1 calc R . . . .
C30 C 1.0176(3) 0.5305(4) 1.1617(2) 0.0425(7) Uani 1 1 d . . . . .
H30 H 1.077048 0.536193 1.229681 0.051 Uiso 1 1 calc R . . . .
C22 C 0.5045(3) 0.4717(3) 0.9446(2) 0.0351(6) Uani 1 1 d . . . . .
H22 H 0.565132 0.393162 0.954954 0.042 Uiso 1 1 calc R . . . .
C29 C 1.0322(3) 0.4218(3) 1.1010(2) 0.0393(7) Uani 1 1 d . . . . .
H29 H 1.100731 0.351604 1.127669 0.047 Uiso 1 1 calc R . . . .
C14 C 0.4957(3) 0.6038(3) 0.3253(2) 0.0397(7) Uani 1 1 d . . . . .
H14A H 0.555583 0.687302 0.343372 0.048 Uiso 1 1 calc R . . . .
H14B H 0.441703 0.609538 0.252567 0.048 Uiso 1 1 calc R . . . .
C23 C 0.4027(3) 0.4877(3) 0.9996(2) 0.0390(7) Uani 1 1 d . . . . .
H23 H 0.394173 0.419918 1.047110 0.047 Uiso 1 1 calc R . . . .
C10 C 0.9350(3) 0.4177(3) 0.4274(2) 0.0339(6) Uani 1 1 d . . . . .
H10A H 1.004812 0.485685 0.414590 0.041 Uiso 1 1 calc R . . . .
H10B H 0.878961 0.461870 0.469871 0.041 Uiso 1 1 calc R . . . .


_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
O001 C6 1.385(3) . ?
O001 C9 1.443(3) . ?
O002 C15 1.380(3) . ?
O002 C14 1.445(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.384(3) . ?
C7 C6 1.384(4) . ?
C3 C4 1.389(3) . ?
C3 C2 1.497(3) . ?
C3 C8 1.395(3) . ?
C1 C2 1.357(3) . ?
C1 C18 1.484(3) . ?
C1 C21 1.495(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.383(3) . ?
C27 C2 1.486(3) . ?
C27 C32 1.402(4) . ?
C27 C28 1.393(4) . ?
C15 C16 1.386(4) . ?
C15 C20 1.382(4) . ?
C8 H8 0.9500 . ?
C6 C5 1.387(3) . ?
C18 C17 1.398(3) . ?
C18 C19 1.394(3) . ?
C21 C26 1.387(3) . ?
C21 C22 1.393(4) . ?
C32 H32 0.9500 . ?
C32 C31 1.382(4) . ?
C17 H17 0.9500 . ?
C17 C16 1.383(4) . ?
C26 H26 0.9500 . ?
C26 C25 1.388(3) . ?
C25 H25 0.9500 . ?
C25 C24 1.379(4) . ?
C28 H28 0.9500 . ?
C28 C29 1.384(4) . ?
C19 H19 0.9500 . ?
C19 C20 1.388(4) . ?
C5 H5 0.9500 . ?
C24 H24 0.9500 . ?
C24 C23 1.382(4) . ?
C16 H16 0.9500 . ?
C31 H31 0.9500 . ?
C31 C30 1.384(5) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.532(4) . ?
C11 C10 1.517(4) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.512(4) . ?
C20 H20 0.9500 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C12 1.526(3) . ?
C13 C14 1.513(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C30 H30 0.9500 . ?
C30 C29 1.383(4) . ?
C22 H22 0.9500 . ?
C22 C23 1.388(4) . ?
C29 H29 0.9500 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C23 H23 0.9500 . ?
C10 H10A 0.9900 . ?
C10 H10B 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
C6 O001 C9 115.73(18) . . ?
C15 O002 C14 116.6(2) . . ?
C8 C7 H7 119.9 . . ?
C6 C7 H7 119.9 . . ?
C6 C7 C8 120.2(2) . . ?
C4 C3 C2 121.0(2) . . ?
C4 C3 C8 117.5(2) . . ?
C8 C3 C2 121.5(2) . . ?
C2 C1 C18 121.5(2) . . ?
C2 C1 C21 123.5(2) . . ?
C18 C1 C21 115.0(2) . . ?
C3 C4 H4 119.0 . . ?
C5 C4 C3 122.0(2) . . ?
C5 C4 H4 119.0 . . ?
C32 C27 C2 121.5(2) . . ?
C28 C27 C2 120.5(2) . . ?
C28 C27 C32 117.7(2) . . ?
C1 C2 C3 120.1(2) . . ?
C1 C2 C27 125.1(2) . . ?
C27 C2 C3 114.8(2) . . ?
O002 C15 C16 116.2(2) . . ?
O002 C15 C20 124.1(2) . . ?
C20 C15 C16 119.7(2) . . ?
C7 C8 C3 121.1(2) . . ?
C7 C8 H8 119.5 . . ?
C3 C8 H8 119.5 . . ?
O001 C6 C5 123.3(2) . . ?
C7 C6 O001 117.0(2) . . ?
C7 C6 C5 119.6(2) . . ?
C17 C18 C1 121.0(2) . . ?
C19 C18 C1 121.8(2) . . ?
C19 C18 C17 117.2(2) . . ?
C26 C21 C1 120.6(2) . . ?
C26 C21 C22 118.1(2) . . ?
C22 C21 C1 121.2(2) . . ?
C27 C32 H32 119.6 . . ?
C31 C32 C27 120.8(3) . . ?
C31 C32 H32 119.6 . . ?
C18 C17 H17 119.3 . . ?
C16 C17 C18 121.3(2) . . ?
C16 C17 H17 119.3 . . ?
C21 C26 H26 119.4 . . ?
C21 C26 C25 121.2(2) . . ?
C25 C26 H26 119.4 . . ?
C26 C25 H25 119.9 . . ?
C24 C25 C26 120.2(2) . . ?
C24 C25 H25 119.9 . . ?
C27 C28 H28 119.3 . . ?
C29 C28 C27 121.4(3) . . ?
C29 C28 H28 119.3 . . ?
C18 C19 H19 119.1 . . ?
C20 C19 C18 121.8(3) . . ?
C20 C19 H19 119.1 . . ?
C4 C5 C6 119.5(2) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
C25 C24 H24 120.4 . . ?
C25 C24 C23 119.3(2) . . ?
C23 C24 H24 120.4 . . ?
C15 C16 H16 119.9 . . ?
C17 C16 C15 120.1(2) . . ?
C17 C16 H16 119.9 . . ?
C32 C31 H31 119.7 . . ?
C32 C31 C30 120.6(3) . . ?
C30 C31 H31 119.7 . . ?
H11A C11 H11B 108.0 . . ?
C12 C11 H11A 109.4 . . ?
C12 C11 H11B 109.4 . . ?
C10 C11 H11A 109.4 . . ?
C10 C11 H11B 109.4 . . ?
C10 C11 C12 111.4(2) . . ?
O001 C9 H9A 109.3 . . ?
O001 C9 H9B 109.3 . . ?
O001 C9 C10 111.5(2) . . ?
H9A C9 H9B 108.0 . . ?
C10 C9 H9A 109.3 . . ?
C10 C9 H9B 109.3 . . ?
C15 C20 C19 119.6(2) . . ?
C15 C20 H20 120.2 . . ?
C19 C20 H20 120.2 . . ?
H13A C13 H13B 107.7 . . ?
C12 C13 H13A 108.8 . . ?
C12 C13 H13B 108.8 . . ?
C14 C13 H13A 108.8 . . ?
C14 C13 H13B 108.8 . . ?
C14 C13 C12 113.7(2) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C13 C12 C11 110.9(2) . . ?
C13 C12 H12A 109.5 . . ?
C13 C12 H12B 109.5 . . ?
H12A C12 H12B 108.0 . . ?
C31 C30 H30 120.3 . . ?
C29 C30 C31 119.4(3) . . ?
C29 C30 H30 120.3 . . ?
C21 C22 H22 119.7 . . ?
C23 C22 C21 120.6(2) . . ?
C23 C22 H22 119.7 . . ?
C28 C29 H29 120.0 . . ?
C30 C29 C28 120.1(3) . . ?
C30 C29 H29 120.0 . . ?
O002 C14 C13 110.9(2) . . ?
O002 C14 H14A 109.5 . . ?
O002 C14 H14B 109.5 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 108.0 . . ?
C24 C23 C22 120.6(3) . . ?
C24 C23 H23 119.7 . . ?
C22 C23 H23 119.7 . . ?
C11 C10 H10A 108.8 . . ?
C11 C10 H10B 108.8 . . ?
C9 C10 C11 113.7(2) . . ?
C9 C10 H10A 108.8 . . ?
C9 C10 H10B 108.8 . . ?
H10A C10 H10B 107.7 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_so2006
_database_code_depnum_ccdc_archive 'CCDC 2162401'
loop_
_audit_author_name
_audit_author_address
'Jordann Wells'
;University of Uppsala
Sweden
;
_audit_update_record             
;
2022-03-27 deposited with the CCDC.	2022-09-29 downloaded from the CCDC.
;
_audit_creation_date             2021-02-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H26 O2'
_chemical_formula_sum            'C34 H26 O2'
_chemical_formula_weight         466.55
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.2899(2)
_cell_length_b                   10.6993(2)
_cell_length_c                   13.1402(3)
_cell_angle_alpha                90
_cell_angle_beta                 107.0740(10)
_cell_angle_gamma                90
_cell_volume                     1248.51(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5879
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      21.77
_cell_measurement_theta_min      2.39
_shelx_estimated_absorpt_T_max   0.990
_shelx_estimated_absorpt_T_min   0.980
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.7081
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1215 before and 0.0556 after correction. The Ratio of minimum to maximum transmission is 0.9491. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.241
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             492
_exptl_crystal_size_max          0.271
_exptl_crystal_size_mid          0.172
_exptl_crystal_size_min          0.127
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0661
_diffrn_reflns_av_unetI/netI     0.0504
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            52824
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.744
_diffrn_reflns_theta_min         2.293
_diffrn_ambient_temperature      170.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.905
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.991
_reflns_number_gt                5613
_reflns_number_total             7737
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         0.191
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.049
_refine_ls_abs_structure_details 
;
 Flack x determined using 2126 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.1(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         7737
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0787
_refine_ls_R_factor_gt           0.0500
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0519P)²+0.2158P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1117
_refine_ls_wR_factor_ref         0.1254
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C9(H9A,H9B)
2.b Aromatic/amide H refined with riding coordinates:
 C19(H19), C8(H8), C28(H28), C5(H5), C14(H14), C18(H18), C4(H4), C22(H22),
 C21(H21), C7(H7), C27(H27), C11(H11), C30(H30), C34(H34), C15(H15), C12(H12),
 C24(H24), C26(H26), C33(H33), C25(H25), C31(H31), C32(H32)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
O2 O 1.0876(2) 0.6303(2) 0.54954(15) 0.0333(4) Uani 1 1 d . . . . .
O1 O 0.3842(2) 0.3920(2) 0.36211(14) 0.0326(4) Uani 1 1 d . . . . .
C2 C 0.7790(3) 0.4914(3) 0.84569(19) 0.0268(5) Uani 1 1 d . . . . .
C3 C 0.8645(3) 0.5313(3) 0.7710(2) 0.0262(5) Uani 1 1 d . . . . .
C6 C 1.0111(3) 0.6034(3) 0.6224(2) 0.0273(5) Uani 1 1 d . . . . .
C19 C 0.6334(3) 0.3489(2) 0.6354(2) 0.0278(5) Uani 1 1 d . . . . .
H19 H 0.721211 0.304133 0.673105 0.033 Uiso 1 1 calc R . . . .
C1 C 0.6345(3) 0.4536(2) 0.80719(19) 0.0262(5) Uani 1 1 d . . . . .
C17 C 0.4487(3) 0.3982(3) 0.4708(2) 0.0273(5) Uani 1 1 d . . . . .
C29 C 0.8662(3) 0.4981(3) 0.9606(2) 0.0297(6) Uani 1 1 d . . . . .
C8 C 0.8127(3) 0.6316(3) 0.7022(2) 0.0280(5) Uani 1 1 d . . . . .
H8 H 0.725289 0.675515 0.705468 0.034 Uiso 1 1 calc R . . . .
C13 C 0.6164(3) 0.4495(3) 0.3234(2) 0.0298(6) Uani 1 1 d . . . . .
C28 C 0.4412(3) 0.3305(3) 0.8640(2) 0.0312(6) Uani 1 1 d . . . . .
H28 H 0.451595 0.265357 0.817456 0.037 Uiso 1 1 calc R . . . .
C5 C 1.0674(3) 0.5061(3) 0.6930(2) 0.0328(6) Uani 1 1 d . . . . .
H5 H 1.155496 0.462922 0.690355 0.039 Uiso 1 1 calc R . . . .
C14 C 0.5980(3) 0.5763(3) 0.3359(2) 0.0325(6) Uani 1 1 d . . . . .
H14 H 0.499498 0.610686 0.319146 0.039 Uiso 1 1 calc R . . . .
C23 C 0.5301(3) 0.4367(3) 0.87365(19) 0.0278(5) Uani 1 1 d . . . . .
C20 C 0.5665(3) 0.4299(2) 0.6913(2) 0.0252(5) Uani 1 1 d . . . . .
C18 C 0.5753(3) 0.3319(3) 0.5263(2) 0.0281(5) Uani 1 1 d . . . . .
H18 H 0.621932 0.275217 0.490099 0.034 Uiso 1 1 calc R . . . .
C4 C 0.9957(3) 0.4722(3) 0.7669(2) 0.0322(6) Uani 1 1 d . . . . .
H4 H 1.036769 0.407126 0.815930 0.039 Uiso 1 1 calc R . . . .
C22 C 0.3769(3) 0.4755(3) 0.5251(2) 0.0276(5) Uani 1 1 d . . . . .
H22 H 0.287563 0.518289 0.487315 0.033 Uiso 1 1 calc R . . . .
C21 C 0.4347(3) 0.4905(3) 0.6342(2) 0.0274(5) Uani 1 1 d . . . . .
H21 H 0.383678 0.542996 0.670669 0.033 Uiso 1 1 calc R . . . .
C7 C 0.8855(3) 0.6688(2) 0.6291(2) 0.0285(5) Uani 1 1 d . . . . .
H7 H 0.849620 0.738490 0.584035 0.034 Uiso 1 1 calc R . . . .
C10 C 0.8660(3) 0.6059(3) 0.3962(2) 0.0291(5) Uani 1 1 d . . . . .
C27 C 0.3383(3) 0.3174(3) 0.9203(2) 0.0393(7) Uani 1 1 d . . . . .
H27 H 0.279215 0.243613 0.912693 0.047 Uiso 1 1 calc R . . . .
C11 C 0.8842(3) 0.4802(3) 0.3777(2) 0.0345(6) Uani 1 1 d . . . . .
H11 H 0.982655 0.447131 0.389472 0.041 Uiso 1 1 calc R . . . .
C30 C 0.9617(3) 0.5986(3) 0.9985(2) 0.0406(7) Uani 1 1 d . . . . .
H30 H 0.964926 0.665722 0.951883 0.049 Uiso 1 1 calc R . . . .
C34 C 0.8626(4) 0.4010(3) 1.0306(2) 0.0399(7) Uani 1 1 d . . . . .
H34 H 0.796597 0.332239 1.006936 0.048 Uiso 1 1 calc R . . . .
C15 C 0.7220(3) 0.6536(3) 0.3727(2) 0.0329(6) Uani 1 1 d . . . . .
H15 H 0.707815 0.740321 0.381933 0.040 Uiso 1 1 calc R . . . .
C16 C 0.4816(3) 0.3635(3) 0.2980(2) 0.0351(6) Uani 1 1 d . . . . .
H16A H 0.424586 0.371920 0.221795 0.042 Uiso 1 1 calc R . . . .
H16B H 0.516429 0.275903 0.310811 0.042 Uiso 1 1 calc R . . . .
C12 C 0.7601(3) 0.4021(3) 0.3422(2) 0.0340(6) Uani 1 1 d . . . . .
H12 H 0.774131 0.315820 0.330803 0.041 Uiso 1 1 calc R . . . .
C9 C 1.0016(3) 0.6848(3) 0.4499(2) 0.0343(6) Uani 1 1 d . . . . .
H9A H 1.066299 0.692909 0.402284 0.041 Uiso 1 1 calc R . . . .
H9B H 0.968150 0.769606 0.462920 0.041 Uiso 1 1 calc R . . . .
C24 C 0.5115(4) 0.5312(3) 0.9419(3) 0.0423(7) Uani 1 1 d . . . . .
H24 H 0.570339 0.605182 0.949681 0.051 Uiso 1 1 calc R . . . .
C26 C 0.3207(4) 0.4110(4) 0.9878(2) 0.0455(8) Uani 1 1 d . . . . .
H26 H 0.249532 0.402181 1.026456 0.055 Uiso 1 1 calc R . . . .
C33 C 0.9556(4) 0.4048(4) 1.1351(2) 0.0528(9) Uani 1 1 d . . . . .
H33 H 0.953726 0.337863 1.182186 0.063 Uiso 1 1 calc R . . . .
C25 C 0.4076(4) 0.5179(4) 0.9986(3) 0.0520(9) Uani 1 1 d . . . . .
H25 H 0.396105 0.582584 1.045135 0.062 Uiso 1 1 calc R . . . .
C31 C 1.0526(4) 0.6024(4) 1.1034(2) 0.0516(9) Uani 1 1 d . . . . .
H31 H 1.116052 0.672450 1.128379 0.062 Uiso 1 1 calc R . . . .
C32 C 1.0506(4) 0.5050(4) 1.1710(3) 0.0567(10) Uani 1 1 d . . . . .
H32 H 1.114408 0.506582 1.242221 0.068 Uiso 1 1 calc R . . . .


_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
O2 C6 1.379(3) . ?
O2 C9 1.442(3) . ?
O1 C17 1.379(3) . ?
O1 C16 1.438(3) . ?
C2 C3 1.495(4) . ?
C2 C1 1.350(4) . ?
C2 C29 1.490(3) . ?
C3 C8 1.395(4) . ?
C3 C4 1.388(4) . ?
C6 C5 1.391(4) . ?
C6 C7 1.385(4) . ?
C19 C20 1.395(4) . ?
C19 C18 1.388(4) . ?
C1 C23 1.495(3) . ?
C1 C20 1.489(3) . ?
C17 C18 1.384(4) . ?
C17 C22 1.384(4) . ?
C29 C30 1.390(4) . ?
C29 C34 1.394(4) . ?
C8 C7 1.385(4) . ?
C13 C14 1.383(4) . ?
C13 C16 1.510(4) . ?
C13 C12 1.381(4) . ?
C28 C23 1.388(4) . ?
C28 C27 1.378(4) . ?
C5 C4 1.377(4) . ?
C14 C15 1.385(4) . ?
C23 C24 1.396(4) . ?
C20 C21 1.394(4) . ?
C22 C21 1.385(3) . ?
C10 C11 1.386(4) . ?
C10 C15 1.379(4) . ?
C10 C9 1.509(4) . ?
C27 C26 1.378(5) . ?
C11 C12 1.389(4) . ?
C30 C31 1.390(4) . ?
C34 C33 1.392(4) . ?
C24 C25 1.389(4) . ?
C26 C25 1.382(5) . ?
C33 C32 1.381(6) . ?
C31 C32 1.372(6) . ?

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
C6 O2 C9 117.0(2) . . ?
C17 O1 C16 117.4(2) . . ?
C1 C2 C3 120.1(2) . . ?
C1 C2 C29 125.4(2) . . ?
C29 C2 C3 114.5(2) . . ?
C8 C3 C2 119.8(2) . . ?
C4 C3 C2 122.5(2) . . ?
C4 C3 C8 117.7(2) . . ?
O2 C6 C5 116.7(2) . . ?
O2 C6 C7 123.7(2) . . ?
C7 C6 C5 119.6(2) . . ?
C18 C19 C20 121.8(2) . . ?
C2 C1 C23 124.2(2) . . ?
C2 C1 C20 120.7(2) . . ?
C20 C1 C23 115.0(2) . . ?
O1 C17 C18 124.4(2) . . ?
O1 C17 C22 115.7(2) . . ?
C18 C17 C22 119.9(2) . . ?
C30 C29 C2 120.0(2) . . ?
C30 C29 C34 118.4(3) . . ?
C34 C29 C2 121.4(3) . . ?
C7 C8 C3 121.6(2) . . ?
C14 C13 C16 120.0(3) . . ?
C12 C13 C14 119.1(3) . . ?
C12 C13 C16 120.7(3) . . ?
C27 C28 C23 121.4(3) . . ?
C4 C5 C6 120.2(2) . . ?
C13 C14 C15 120.5(3) . . ?
C28 C23 C1 121.1(2) . . ?
C28 C23 C24 118.0(2) . . ?
C24 C23 C1 120.8(2) . . ?
C19 C20 C1 121.5(2) . . ?
C21 C20 C19 117.6(2) . . ?
C21 C20 C1 120.9(2) . . ?
C17 C18 C19 119.3(2) . . ?
C5 C4 C3 121.3(3) . . ?
C17 C22 C21 120.2(2) . . ?
C22 C21 C20 121.0(2) . . ?
C8 C7 C6 119.4(2) . . ?
C11 C10 C9 119.8(3) . . ?
C15 C10 C11 118.7(3) . . ?
C15 C10 C9 121.3(3) . . ?
C28 C27 C26 120.3(3) . . ?
C10 C11 C12 120.7(3) . . ?
C29 C30 C31 121.1(3) . . ?
C33 C34 C29 120.1(3) . . ?
C10 C15 C14 120.7(3) . . ?
O1 C16 C13 111.4(2) . . ?
C13 C12 C11 120.1(3) . . ?
O2 C9 C10 111.2(2) . . ?
C25 C24 C23 120.4(3) . . ?
C27 C26 C25 119.5(3) . . ?
C32 C33 C34 120.6(4) . . ?
C26 C25 C24 120.4(3) . . ?
C32 C31 C30 119.9(4) . . ?
C31 C32 C33 119.9(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_so2008
_database_code_depnum_ccdc_archive 'CCDC 2162402'
loop_
_audit_author_name
_audit_author_address
'Jordann Wells'
;University of Uppsala
Sweden
;
_audit_update_record             
;
2022-04-17 deposited with the CCDC.	2022-09-29 downloaded from the CCDC.
;
_audit_creation_date             2022-04-17
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H36 F2 O2'
_chemical_formula_sum            'C36 H36 F2 O2'
_chemical_formula_weight         538.65
_chemical_melting_point          ?
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'
F F 0.0171 0.0103 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   10.356(3)
_cell_length_b                   31.286(8)
_cell_length_c                   9.517(2)
_cell_angle_alpha                90
_cell_angle_beta                 108.010(4)
_cell_angle_gamma                90
_cell_volume                     2932.3(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8055
_cell_measurement_temperature    170.0
_cell_measurement_theta_max      26.45
_cell_measurement_theta_min      2.17
_shelx_estimated_absorpt_T_max   0.991
_shelx_estimated_absorpt_T_min   0.955
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6956
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1374 before and 0.0413 after correction.
The Ratio of minimum to maximum transmission is 0.9328.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.220
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1144
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0.00 -1.00 0.00 0.0440
0.00 1.00 0.00 0.0530
0.00 1.00 1.00 0.2220
0.00 -1.00 -1.00 0.2170
0.00 0.00 -1.00 0.2160
0.00 0.00 1.00 0.2260
-1.00 1.00 1.00 0.3090
1.00 -1.00 -1.00 0.2480
-1.00 1.00 0.00 0.1490
1.00 -1.00 0.00 0.1020
-1.00 0.00 1.00 0.3150
1.00 0.00 -1.00 0.2500
0.00 1.00 -1.00 0.1990
-1.00 1.00 -1.00 0.2130
1.00 -1.00 1.00 0.2050
1.00 0.00 1.00 0.2070
-1.00 -1.00 0.00 0.1360

_exptl_crystal_size_max          0.568
_exptl_crystal_size_mid          0.299
_exptl_crystal_size_min          0.106
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0457
_diffrn_reflns_av_unetI/netI     0.0343
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       41
_diffrn_reflns_limit_k_min       -41
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            42869
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.274
_diffrn_reflns_theta_min         2.068
_diffrn_ambient_temperature      170.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4443
_reflns_number_total             7267
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         0.453
_refine_diff_density_min         -0.534
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     406
_refine_ls_number_reflns         7267
_refine_ls_number_restraints     176
_refine_ls_R_factor_all          0.1124
_refine_ls_R_factor_gt           0.0667
_refine_ls_restrained_S_all      1.077
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0656P)²+1.9329P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1611
_refine_ls_wR_factor_ref         0.1882
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
2. Rigid bond restraints
 C10, C11B, C11A, C12A, C12B, C13A, C13B, C14, C15B, C15A, C16B, C16A, C17
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
C10 \\sim C11B \\sim C11A \\sim C12A \\sim C12B \\sim C13A \\sim C13B \\sim C14
\\sim C15B \\sim C15A \\sim C16B \\sim C16A \\sim C17: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08 within 2A
4. Others
 Fixed Sof: H10C(0.66) H10D(0.66) H10A(0.34) H10B(0.34) H14C(0.66) H14D(0.66)
 H14A(0.34) H14B(0.34) C11B(0.66) H11A(0.66) H11B(0.66) C16B(0.66) H16A(0.66)
 H16B(0.66) C15B(0.66) H15A(0.66) H15B(0.66) C16A(0.34) H16C(0.34) H16D(0.34)
 C15A(0.34) H15C(0.34) H15D(0.34) H17C(0.66) H17D(0.66) H17A(0.34) H17B(0.34)
 C13B(0.66) H13A(0.66) H13B(0.66) C12B(0.66) H12A(0.66) H12B(0.66) C13A(0.34)
 H13C(0.34) H13D(0.34) C12A(0.34) H12C(0.34) H12D(0.34) C11A(0.34) H11C(0.34)
 H11D(0.34)
5.a Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B), C9(H9A,H9B), C10(H10C,H10D), C10(H10A,H10B), C14(H14C,H14D),
 C14(H14A,H14B), C11B(H11A,H11B), C16B(H16A,H16B), C15B(H15A,H15B), C16A(H16C,
 H16D), C15A(H15C,H15D), C17(H17C,H17D), C17(H17A,H17B), C13B(H13A,H13B),
 C12B(H12A,H12B), C13A(H13C,H13D), C12A(H12C,H12D), C11A(H11C,H11D)
5.b Aromatic/amide H refined with riding coordinates:
 C24(H24), C23(H23), C21(H21), C20(H20), C30(H30), C32(H32), C4(H4), C26(H26),
 C36(H36), C8(H8), C33(H33), C5(H5), C7(H7), C35(H35), C27(H27), C29(H29)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.52018(17) 0.80455(5) 0.34565(19) 0.0484(4) Uani 1 1 d . . . . .
F2 F 0.84390(17) 0.43560(5) 0.3795(3) 0.0927(7) Uani 1 1 d . . . . .
F1 F 0.11053(17) 0.52405(6) 0.1201(3) 0.1077(8) Uani 1 1 d . . . . .
C22 C 0.55853(18) 0.67282(6) 0.2935(2) 0.0314(4) Uani 1 1 d . . . . .
C1 C 0.58089(19) 0.62619(6) 0.2761(2) 0.0327(4) Uani 1 1 d . . . . .
O2 O 1.16622(18) 0.71871(6) 0.3827(3) 0.0947(9) Uani 1 1 d . . . . .
C19 C 0.5270(2) 0.76132(6) 0.3215(2) 0.0359(5) Uani 1 1 d . . . . .
C25 C 0.4557(2) 0.59901(6) 0.2342(2) 0.0358(5) Uani 1 1 d . . . . .
C24 C 0.4499(2) 0.74029(7) 0.1960(2) 0.0389(5) Uani 1 1 d . . . . .
H24 H 0.386902 0.755680 0.118631 0.047 Uiso 1 1 calc R U . . .
C2 C 0.70814(19) 0.61003(6) 0.2990(2) 0.0339(4) Uani 1 1 d . . . . .
C23 C 0.4654(2) 0.69618(7) 0.1835(2) 0.0363(5) Uani 1 1 d . . . . .
H23 H 0.410820 0.681802 0.097772 0.044 Uiso 1 1 calc R U . . .
C31 C 0.7407(2) 0.56329(6) 0.3176(2) 0.0381(5) Uani 1 1 d . . . . .
C21 C 0.6332(2) 0.69487(7) 0.4206(2) 0.0390(5) Uani 1 1 d . . . . .
H21 H 0.696363 0.679638 0.498344 0.047 Uiso 1 1 calc R U . . .
C3 C 0.8277(2) 0.63865(6) 0.3140(3) 0.0381(5) Uani 1 1 d . . . . .
C20 C 0.6172(2) 0.73836(7) 0.4356(3) 0.0417(5) Uani 1 1 d . . . . .
H20 H 0.667615 0.752565 0.523721 0.050 Uiso 1 1 calc R U . . .
C30 C 0.3504(2) 0.60716(7) 0.2934(3) 0.0448(5) Uani 1 1 d . . . . .
H30 H 0.358311 0.630327 0.360082 0.054 Uiso 1 1 calc R U . . .
C32 C 0.8325(2) 0.54504(7) 0.2535(3) 0.0481(6) Uani 1 1 d . . . . .
H32 H 0.871241 0.562315 0.194874 0.058 Uiso 1 1 calc R U . . .
C4 C 0.8216(2) 0.67325(7) 0.2195(3) 0.0433(5) Uani 1 1 d . . . . .
H4 H 0.741041 0.678020 0.139779 0.052 Uiso 1 1 calc R U . . .
C26 C 0.4389(2) 0.56553(7) 0.1321(3) 0.0458(6) Uani 1 1 d . . . . .
H26 H 0.507926 0.560050 0.087994 0.055 Uiso 1 1 calc R U . . .
C36 C 0.6867(2) 0.53743(7) 0.4045(3) 0.0470(6) Uani 1 1 d . . . . .
H36 H 0.625678 0.549363 0.450511 0.056 Uiso 1 1 calc R U . . .
C8 C 0.9509(2) 0.63128(7) 0.4243(3) 0.0495(6) Uani 1 1 d . . . . .
H8 H 0.959608 0.607178 0.487306 0.059 Uiso 1 1 calc R U . . .
C18 C 0.4382(3) 0.83001(7) 0.2266(3) 0.0513(6) Uani 1 1 d . . . . .
H18A H 0.342607 0.820275 0.198332 0.062 Uiso 1 1 calc R U . . .
H18B H 0.470621 0.827223 0.139432 0.062 Uiso 1 1 calc R U . . .
C33 C 0.8681(2) 0.50210(7) 0.2741(3) 0.0586(8) Uani 1 1 d . . . . .
H33 H 0.930734 0.489922 0.230693 0.070 Uiso 1 1 calc R U . . .
C5 C 0.9313(2) 0.70096(8) 0.2399(3) 0.0551(7) Uani 1 1 d . . . . .
H5 H 0.924396 0.724752 0.175934 0.066 Uiso 1 1 calc R U . . .
C7 C 1.0607(2) 0.65857(8) 0.4435(4) 0.0623(8) Uani 1 1 d . . . . .
H7 H 1.143349 0.652907 0.519300 0.075 Uiso 1 1 calc R U . . .
C35 C 0.7211(3) 0.49421(8) 0.4251(3) 0.0591(7) Uani 1 1 d . . . . .
H35 H 0.683465 0.476567 0.483757 0.071 Uiso 1 1 calc R U . . .
C34 C 0.8104(3) 0.47784(7) 0.3584(4) 0.0618(8) Uani 1 1 d . . . . .
C6 C 1.0512(2) 0.69366(8) 0.3542(4) 0.0629(8) Uani 1 1 d . . . . .
C9 C 1.1523(3) 0.76204(8) 0.3357(4) 0.0598(7) Uani 1 1 d . . . . .
H9A H 1.097668 0.763196 0.230077 0.072 Uiso 1 1 calc R U . . .
H9B H 1.243271 0.773785 0.344881 0.072 Uiso 1 1 calc R U . . .
C27 C 0.3231(3) 0.54027(8) 0.0945(3) 0.0619(8) Uani 1 1 d . . . . .
H27 H 0.312522 0.517472 0.025906 0.074 Uiso 1 1 calc R U . . .
C28 C 0.2246(3) 0.54896(9) 0.1584(4) 0.0667(8) Uani 1 1 d . . . . .
C29 C 0.2340(2) 0.58188(9) 0.2563(4) 0.0604(7) Uani 1 1 d . . . . .
H29 H 0.163033 0.587285 0.297702 0.072 Uiso 1 1 calc R U . . .
C10 C 1.0868(3) 0.78911(9) 0.4216(4) 0.0662(8) Uani 1 1 d . U . . .
H10C H 1.002176 0.774496 0.422130 0.079 Uiso 0.66 1 calc R U P A 2
H10D H 1.147470 0.789371 0.525017 0.079 Uiso 0.66 1 calc R U P A 2
H10A H 1.133884 0.787459 0.529249 0.079 Uiso 0.34 1 calc R U P B 1
H10B H 0.989402 0.782247 0.400975 0.079 Uiso 0.34 1 calc R U P B 1
C14 C 0.8097(4) 0.91185(12) 0.2814(5) 0.0895(11) Uani 1 1 d . U . . .
H14C H 0.834721 0.910149 0.189261 0.107 Uiso 0.66 1 calc R U P C 2
H14D H 0.802487 0.942847 0.298621 0.107 Uiso 0.66 1 calc R U P C 2
H14A H 0.779795 0.924090 0.180556 0.107 Uiso 0.34 1 calc R U P D 1
H14B H 0.856099 0.933682 0.355042 0.107 Uiso 0.34 1 calc R U P D 1
C11B C 1.0515(8) 0.83382(18) 0.3785(11) 0.135(3) Uani 0.66 1 d . U P E 2
H11A H 1.137276 0.850102 0.415935 0.162 Uiso 0.66 1 calc R U P E 2
H11B H 1.026998 0.834393 0.269422 0.162 Uiso 0.66 1 calc R U P E 2
C16B C 0.6003(6) 0.89510(13) 0.3449(6) 0.0622(11) Uani 0.66 1 d . U P F 2
H16A H 0.596534 0.923484 0.389391 0.075 Uiso 0.66 1 calc R U P F 2
H16B H 0.654498 0.875827 0.423618 0.075 Uiso 0.66 1 calc R U P F 2
C15B C 0.6659(8) 0.8991(3) 0.2293(8) 0.122(3) Uani 0.66 1 d . U P F 2
H15A H 0.615019 0.920344 0.156021 0.146 Uiso 0.66 1 calc R U P F 2
H15B H 0.658896 0.871259 0.177874 0.146 Uiso 0.66 1 calc R U P F 2
C16A C 0.5531(9) 0.8978(2) 0.2242(11) 0.061(2) Uani 0.34 1 d . U P F 1
H16C H 0.544082 0.888491 0.122153 0.073 Uiso 0.34 1 calc R U P F 1
H16D H 0.540816 0.929147 0.223908 0.073 Uiso 0.34 1 calc R U P F 1
C15A C 0.6899(9) 0.8861(3) 0.3249(13) 0.065(2) Uani 0.34 1 d . U P F 1
H15C H 0.704031 0.854914 0.318613 0.078 Uiso 0.34 1 calc R U P F 1
H15D H 0.694887 0.892909 0.427990 0.078 Uiso 0.34 1 calc R U P F 1
C17 C 0.4480(3) 0.87627(8) 0.2771(4) 0.0675(8) Uani 1 1 d . U . . .
H17C H 0.401107 0.879047 0.352902 0.081 Uiso 0.66 1 calc R U P F 2
H17D H 0.398345 0.894236 0.191895 0.081 Uiso 0.66 1 calc R U P F 2
H17A H 0.359191 0.890667 0.235530 0.081 Uiso 0.34 1 calc R U P F 1
H17B H 0.473924 0.877661 0.386233 0.081 Uiso 0.34 1 calc R U P F 1
C13B C 0.9328(7) 0.9016(2) 0.3883(10) 0.116(2) Uani 0.66 1 d . U P E 2
H13A H 0.931666 0.913667 0.484115 0.139 Uiso 0.66 1 calc R U P E 2
H13B H 1.007102 0.915913 0.361273 0.139 Uiso 0.66 1 calc R U P E 2
C12B C 0.9651(8) 0.8555(2) 0.4092(14) 0.167(4) Uani 0.66 1 d . U P E 2
H12A H 0.981635 0.850499 0.516052 0.201 Uiso 0.66 1 calc R U P E 2
H12B H 0.878237 0.840886 0.358649 0.201 Uiso 0.66 1 calc R U P E 2
C13A C 0.8833(10) 0.8735(4) 0.2925(14) 0.090(3) Uani 0.34 1 d . U P E 1
H13C H 0.876775 0.864185 0.191097 0.108 Uiso 0.34 1 calc R U P E 1
H13D H 0.837514 0.851510 0.334864 0.108 Uiso 0.34 1 calc R U P E 1
C12A C 1.0317(10) 0.8739(3) 0.3825(16) 0.094(3) Uani 0.34 1 d . U P E 1
H12C H 1.072398 0.901230 0.364815 0.113 Uiso 0.34 1 calc R U P E 1
H12D H 1.039097 0.872706 0.488653 0.113 Uiso 0.34 1 calc R U P E 1
C11A C 1.1113(11) 0.8378(3) 0.3479(10) 0.062(2) Uani 0.34 1 d . U P E 1
H11C H 1.209047 0.845094 0.385254 0.075 Uiso 0.34 1 calc R U P E 1
H11D H 1.086643 0.834853 0.239200 0.075 Uiso 0.34 1 calc R U P E 1


_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 C19 1.377(2) . ?
O1 C18 1.430(3) . ?
F2 C34 1.365(3) . ?
F1 C28 1.367(3) . ?
C22 C1 1.494(3) . ?
C22 C23 1.391(3) . ?
C22 C21 1.400(3) . ?
C1 C25 1.497(3) . ?
C1 C2 1.365(3) . ?
O2 C6 1.381(3) . ?
O2 C9 1.421(3) . ?
C19 C24 1.381(3) . ?
C19 C20 1.393(3) . ?
C25 C30 1.397(3) . ?
C25 C26 1.403(3) . ?
C24 H24 0.9500 . ?
C24 C23 1.398(3) . ?
C2 C31 1.499(3) . ?
C2 C3 1.498(3) . ?
C23 H23 0.9500 . ?
C31 C32 1.400(3) . ?
C31 C36 1.391(3) . ?
C21 H21 0.9500 . ?
C21 C20 1.383(3) . ?
C3 C4 1.396(3) . ?
C3 C8 1.399(3) . ?
C20 H20 0.9500 . ?
C30 H30 0.9500 . ?
C30 C29 1.393(3) . ?
C32 H32 0.9500 . ?
C32 C33 1.391(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.395(3) . ?
C26 H26 0.9500 . ?
C26 C27 1.388(3) . ?
C36 H36 0.9500 . ?
C36 C35 1.397(3) . ?
C8 H8 0.9500 . ?
C8 C7 1.388(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C17 1.519(4) . ?
C33 H33 0.9500 . ?
C33 C34 1.369(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.393(4) . ?
C7 H7 0.9500 . ?
C7 C6 1.373(4) . ?
C35 H35 0.9500 . ?
C35 C34 1.372(4) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.479(4) . ?
C27 H27 0.9500 . ?
C27 C28 1.367(4) . ?
C28 C29 1.372(4) . ?
C29 H29 0.9500 . ?
C10 H10C 0.9900 . ?
C10 H10D 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11B 1.472(7) . ?
C10 C11A 1.729(9) . ?
C14 H14C 0.9900 . ?
C14 H14D 0.9900 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15B 1.472(7) . ?
C14 C15A 1.637(11) . ?
C14 C13B 1.401(8) . ?
C14 C13A 1.408(12) . ?
C11B H11A 0.9900 . ?
C11B H11B 0.9900 . ?
C11B C12B 1.227(9) . ?
C16B H16A 0.9900 . ?
C16B H16B 0.9900 . ?
C16B C15B 1.465(8) . ?
C16B C17 1.619(6) . ?
C15B H15A 0.9900 . ?
C15B H15B 0.9900 . ?
C16A H16C 0.9900 . ?
C16A H16D 0.9900 . ?
C16A C15A 1.490(13) . ?
C16A C17 1.493(9) . ?
C15A H15C 0.9900 . ?
C15A H15D 0.9900 . ?
C17 H17C 0.9900 . ?
C17 H17D 0.9900 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C13B H13A 0.9900 . ?
C13B H13B 0.9900 . ?
C13B C12B 1.482(9) . ?
C12B H12A 0.9900 . ?
C12B H12B 0.9900 . ?
C13A H13C 0.9900 . ?
C13A H13D 0.9900 . ?
C13A C12A 1.511(14) . ?
C12A H12C 0.9900 . ?
C12A H12D 0.9900 . ?
C12A C11A 1.494(14) . ?
C11A H11C 0.9900 . ?
C11A H11D 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
C19 O1 C18 117.59(18) . . ?
C23 C22 C1 121.68(18) . . ?
C23 C22 C21 117.41(18) . . ?
C21 C22 C1 120.90(17) . . ?
C22 C1 C25 115.65(16) . . ?
C2 C1 C22 121.27(17) . . ?
C2 C1 C25 123.08(18) . . ?
C6 O2 C9 118.8(2) . . ?
O1 C19 C24 124.51(19) . . ?
O1 C19 C20 115.63(19) . . ?
C24 C19 C20 119.84(19) . . ?
C30 C25 C1 120.6(2) . . ?
C30 C25 C26 118.0(2) . . ?
C26 C25 C1 121.4(2) . . ?
C19 C24 H24 120.2 . . ?
C19 C24 C23 119.52(19) . . ?
C23 C24 H24 120.2 . . ?
C1 C2 C31 123.45(18) . . ?
C1 C2 C3 121.49(18) . . ?
C3 C2 C31 115.01(16) . . ?
C22 C23 C24 121.71(19) . . ?
C22 C23 H23 119.1 . . ?
C24 C23 H23 119.1 . . ?
C32 C31 C2 120.3(2) . . ?
C36 C31 C2 121.3(2) . . ?
C36 C31 C32 118.3(2) . . ?
C22 C21 H21 119.3 . . ?
C20 C21 C22 121.46(19) . . ?
C20 C21 H21 119.3 . . ?
C4 C3 C2 122.06(19) . . ?
C4 C3 C8 117.4(2) . . ?
C8 C3 C2 120.5(2) . . ?
C19 C20 H20 120.0 . . ?
C21 C20 C19 120.0(2) . . ?
C21 C20 H20 120.0 . . ?
C25 C30 H30 119.4 . . ?
C29 C30 C25 121.1(2) . . ?
C29 C30 H30 119.4 . . ?
C31 C32 H32 119.4 . . ?
C33 C32 C31 121.2(2) . . ?
C33 C32 H32 119.4 . . ?
C3 C4 H4 119.3 . . ?
C5 C4 C3 121.3(2) . . ?
C5 C4 H4 119.3 . . ?
C25 C26 H26 119.4 . . ?
C27 C26 C25 121.1(2) . . ?
C27 C26 H26 119.4 . . ?
C31 C36 H36 119.5 . . ?
C31 C36 C35 121.0(2) . . ?
C35 C36 H36 119.5 . . ?
C3 C8 H8 119.4 . . ?
C7 C8 C3 121.2(2) . . ?
C7 C8 H8 119.4 . . ?
O1 C18 H18A 110.0 . . ?
O1 C18 H18B 110.0 . . ?
O1 C18 C17 108.3(2) . . ?
H18A C18 H18B 108.4 . . ?
C17 C18 H18A 110.0 . . ?
C17 C18 H18B 110.0 . . ?
C32 C33 H33 120.9 . . ?
C34 C33 C32 118.3(2) . . ?
C34 C33 H33 120.9 . . ?
C4 C5 H5 120.1 . . ?
C6 C5 C4 119.8(2) . . ?
C6 C5 H5 120.1 . . ?
C8 C7 H7 119.6 . . ?
C6 C7 C8 120.7(2) . . ?
C6 C7 H7 119.6 . . ?
C36 C35 H35 120.8 . . ?
C34 C35 C36 118.4(3) . . ?
C34 C35 H35 120.8 . . ?
F2 C34 C33 119.1(3) . . ?
F2 C34 C35 118.1(3) . . ?
C33 C34 C35 122.9(2) . . ?
O2 C6 C5 124.5(3) . . ?
C7 C6 O2 116.1(3) . . ?
C7 C6 C5 119.4(2) . . ?
O2 C9 H9A 109.0 . . ?
O2 C9 H9B 109.0 . . ?
O2 C9 C10 113.1(2) . . ?
H9A C9 H9B 107.8 . . ?
C10 C9 H9A 109.0 . . ?
C10 C9 H9B 109.0 . . ?
C26 C27 H27 120.8 . . ?
C28 C27 C26 118.4(3) . . ?
C28 C27 H27 120.8 . . ?
F1 C28 C29 118.9(3) . . ?
C27 C28 F1 118.1(3) . . ?
C27 C28 C29 123.1(2) . . ?
C30 C29 H29 120.9 . . ?
C28 C29 C30 118.2(3) . . ?
C28 C29 H29 120.9 . . ?
C9 C10 H10C 107.2 . . ?
C9 C10 H10D 107.2 . . ?
C9 C10 H10A 112.3 . . ?
C9 C10 H10B 112.3 . . ?
C9 C10 C11A 97.5(4) . . ?
H10C C10 H10D 106.8 . . ?
H10A C10 H10B 109.9 . . ?
C11B C10 C9 120.5(4) . . ?
C11B C10 H10C 107.2 . . ?
C11B C10 H10D 107.2 . . ?
C11A C10 H10A 112.3 . . ?
C11A C10 H10B 112.3 . . ?
H14C C14 H14D 104.6 . . ?
H14A C14 H14B 110.9 . . ?
C15B C14 H14C 101.6 . . ?
C15B C14 H14D 101.6 . . ?
C15A C14 H14A 113.7 . . ?
C15A C14 H14B 113.7 . . ?
C13B C14 H14C 101.6 . . ?
C13B C14 H14D 101.6 . . ?
C13B C14 C15B 141.4(5) . . ?
C13A C14 H14A 113.7 . . ?
C13A C14 H14B 113.7 . . ?
C13A C14 C15A 89.8(7) . . ?
C10 C11B H11A 105.7 . . ?
C10 C11B H11B 105.7 . . ?
H11A C11B H11B 106.1 . . ?
C12B C11B C10 126.5(6) . . ?
C12B C11B H11A 105.7 . . ?
C12B C11B H11B 105.7 . . ?
H16A C16B H16B 108.1 . . ?
C15B C16B H16A 109.5 . . ?
C15B C16B H16B 109.5 . . ?
C15B C16B C17 110.6(4) . . ?
C17 C16B H16A 109.5 . . ?
C17 C16B H16B 109.5 . . ?
C14 C15B H15A 108.5 . . ?
C14 C15B H15B 108.5 . . ?
C16B C15B C14 115.2(6) . . ?
C16B C15B H15A 108.5 . . ?
C16B C15B H15B 108.5 . . ?
H15A C15B H15B 107.5 . . ?
H16C C16A H16D 108.3 . . ?
C15A C16A H16C 110.0 . . ?
C15A C16A H16D 110.0 . . ?
C15A C16A C17 108.7(7) . . ?
C17 C16A H16C 110.0 . . ?
C17 C16A H16D 110.0 . . ?
C14 C15A H15C 109.4 . . ?
C14 C15A H15D 109.4 . . ?
C16A C15A C14 111.1(7) . . ?
C16A C15A H15C 109.4 . . ?
C16A C15A H15D 109.4 . . ?
H15C C15A H15D 108.0 . . ?
C18 C17 C16B 115.7(2) . . ?
C18 C17 H17C 108.3 . . ?
C18 C17 H17D 108.3 . . ?
C18 C17 H17A 110.1 . . ?
C18 C17 H17B 110.1 . . ?
C16B C17 H17C 108.3 . . ?
C16B C17 H17D 108.3 . . ?
C16A C17 C18 107.9(4) . . ?
C16A C17 H17A 110.1 . . ?
C16A C17 H17B 110.1 . . ?
H17C C17 H17D 107.4 . . ?
H17A C17 H17B 108.4 . . ?
C14 C13B H13A 108.3 . . ?
C14 C13B H13B 108.3 . . ?
C14 C13B C12B 115.9(7) . . ?
H13A C13B H13B 107.4 . . ?
C12B C13B H13A 108.3 . . ?
C12B C13B H13B 108.3 . . ?
C11B C12B C13B 131.0(7) . . ?
C11B C12B H12A 104.5 . . ?
C11B C12B H12B 104.5 . . ?
C13B C12B H12A 104.5 . . ?
C13B C12B H12B 104.5 . . ?
H12A C12B H12B 105.7 . . ?
C14 C13A H13C 107.8 . . ?
C14 C13A H13D 107.8 . . ?
C14 C13A C12A 117.9(10) . . ?
H13C C13A H13D 107.2 . . ?
C12A C13A H13C 107.8 . . ?
C12A C13A H13D 107.8 . . ?
C13A C12A H12C 108.8 . . ?
C13A C12A H12D 108.8 . . ?
H12C C12A H12D 107.7 . . ?
C11A C12A C13A 113.7(9) . . ?
C11A C12A H12C 108.8 . . ?
C11A C12A H12D 108.8 . . ?
C10 C11A H11C 108.6 . . ?
C10 C11A H11D 108.6 . . ?
C12A C11A C10 114.6(8) . . ?
C12A C11A H11C 108.6 . . ?
C12A C11A H11D 108.6 . . ?
H11C C11A H11D 107.6 . . ?

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
O1 C19 C24 C23 -179.95(19) . . . . ?
O1 C19 C20 C21 -178.7(2) . . . . ?
O1 C18 C17 C16B 52.9(4) . . . . ?
O1 C18 C17 C16A 96.7(4) . . . . ?
F1 C28 C29 C30 -179.6(3) . . . . ?
C22 C1 C25 C30 -38.2(3) . . . . ?
C22 C1 C25 C26 140.0(2) . . . . ?
C22 C1 C2 C31 165.5(2) . . . . ?
C22 C1 C2 C3 -11.8(3) . . . . ?
C22 C21 C20 C19 -1.3(3) . . . . ?
C1 C22 C23 C24 -176.3(2) . . . . ?
C1 C22 C21 C20 177.5(2) . . . . ?
C1 C25 C30 C29 -179.4(2) . . . . ?
C1 C25 C26 C27 179.6(2) . . . . ?
C1 C2 C31 C32 140.5(2) . . . . ?
C1 C2 C31 C36 -42.9(3) . . . . ?
C1 C2 C3 C4 -44.4(3) . . . . ?
C1 C2 C3 C8 135.9(2) . . . . ?
O2 C9 C10 C11B -173.7(4) . . . . ?
O2 C9 C10 C11A 172.4(4) . . . . ?
C19 O1 C18 C17 -179.0(2) . . . . ?
C19 C24 C23 C22 -1.2(3) . . . . ?
C25 C1 C2 C31 -13.8(3) . . . . ?
C25 C1 C2 C3 168.9(2) . . . . ?
C25 C30 C29 C28 -0.8(4) . . . . ?
C25 C26 C27 C28 0.6(4) . . . . ?
C24 C19 C20 C21 2.5(3) . . . . ?
C2 C1 C25 C30 141.1(2) . . . . ?
C2 C1 C25 C26 -40.6(3) . . . . ?
C2 C31 C32 C33 177.5(2) . . . . ?
C2 C31 C36 C35 -177.9(2) . . . . ?
C2 C3 C4 C5 176.5(2) . . . . ?
C2 C3 C8 C7 -177.2(2) . . . . ?
C23 C22 C1 C25 -52.1(3) . . . . ?
C23 C22 C1 C2 128.5(2) . . . . ?
C23 C22 C21 C20 -1.2(3) . . . . ?
C31 C2 C3 C4 138.1(2) . . . . ?
C31 C2 C3 C8 -41.6(3) . . . . ?
C31 C32 C33 C34 0.3(4) . . . . ?
C31 C36 C35 C34 0.6(4) . . . . ?
C21 C22 C1 C25 129.2(2) . . . . ?
C21 C22 C1 C2 -50.1(3) . . . . ?
C21 C22 C23 C24 2.4(3) . . . . ?
C3 C2 C31 C32 -42.1(3) . . . . ?
C3 C2 C31 C36 134.5(2) . . . . ?
C3 C4 C5 C6 1.6(4) . . . . ?
C3 C8 C7 C6 0.0(4) . . . . ?
C20 C19 C24 C23 -1.3(3) . . . . ?
C30 C25 C26 C27 -2.1(3) . . . . ?
C32 C31 C36 C35 -1.2(3) . . . . ?
C32 C33 C34 F2 179.9(2) . . . . ?
C32 C33 C34 C35 -1.0(4) . . . . ?
C4 C3 C8 C7 3.1(4) . . . . ?
C4 C5 C6 O2 179.1(3) . . . . ?
C4 C5 C6 C7 1.5(4) . . . . ?
C26 C25 C30 C29 2.2(3) . . . . ?
C26 C27 C28 F1 179.7(3) . . . . ?
C26 C27 C28 C29 1.0(5) . . . . ?
C36 C31 C32 C33 0.8(3) . . . . ?
C36 C35 C34 F2 179.7(2) . . . . ?
C36 C35 C34 C33 0.6(4) . . . . ?
C8 C3 C4 C5 -3.8(3) . . . . ?
C8 C7 C6 O2 180.0(3) . . . . ?
C8 C7 C6 C5 -2.3(4) . . . . ?
C18 O1 C19 C24 -6.7(3) . . . . ?
C18 O1 C19 C20 174.6(2) . . . . ?
C6 O2 C9 C10 70.4(4) . . . . ?
C9 O2 C6 C5 25.0(4) . . . . ?
C9 O2 C6 C7 -157.4(3) . . . . ?
C9 C10 C11B C12B 157.1(10) . . . . ?
C9 C10 C11A C12A 167.2(7) . . . . ?
C27 C28 C29 C30 -0.9(5) . . . . ?
C10 C11B C12B C13B 171.4(9) . . . . ?
C14 C13B C12B C11B 110.2(13) . . . . ?
C14 C13A C12A C11A -160.5(10) . . . . ?
C15B C14 C13B C12B 44.7(13) . . . . ?
C15B C16B C17 C18 68.5(6) . . . . ?
C15A C14 C13A C12A -131.0(12) . . . . ?
C15A C16A C17 C18 -79.0(8) . . . . ?
C17 C16B C15B C14 -174.2(5) . . . . ?
C17 C16A C15A C14 -175.1(6) . . . . ?
C13B C14 C15B C16B 49.3(13) . . . . ?
C13A C14 C15A C16A -133.7(9) . . . . ?
C13A C12A C11A C10 -76.4(13) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_so2009
_database_code_depnum_ccdc_archive 'CCDC 2162404'
loop_
_audit_author_name
_audit_author_address
'Jordann Wells'
;University of Uppsala
Sweden
;
_audit_update_record             
;
2022-04-25 deposited with the CCDC.	2022-09-29 downloaded from the CCDC.
;
_audit_creation_date             2022-04-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C H Cl3, C32 H28 F2 O2'
_chemical_formula_sum            'C33 H29 Cl3 F2 O2'
_chemical_formula_weight         601.91
_chemical_melting_point          ?
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   13.893(3)
_cell_length_b                   9.559(2)
_cell_length_c                   23.430(6)
_cell_angle_alpha                90
_cell_angle_beta                 98.908(13)
_cell_angle_gamma                90
_cell_volume                     3074.1(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9983
_cell_measurement_temperature    170
_cell_measurement_theta_max      21.58
_cell_measurement_theta_min      2.31
_shelx_estimated_absorpt_T_max   0.943
_shelx_estimated_absorpt_T_min   0.884
_exptl_absorpt_coefficient_mu    0.338
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6972
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1726 before and 0.0415 after correction. The Ratio of minimum to maximum transmission is 0.9353. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.301
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1248
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1.00 0.00 -1.00 0.0940
-1.00 0.00 1.00 0.1650
1.00 1.00 1.00 0.0720
-1.00 -1.00 -1.00 0.1820
-1.00 1.00 0.00 0.1300
0.00 1.00 1.00 0.0020
0.00 -1.00 -1.00 0.0880
0.00 1.00 0.00 0.0070
0.00 0.00 1.00 0.0930
1.00 -1.00 1.00 0.1170
-1.00 1.00 -1.00 0.1230
0.00 1.00 -1.00 0.0190
0.00 -1.00 1.00 0.1150

_exptl_crystal_size_max          0.374
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.176
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0354
_diffrn_reflns_av_unetI/netI     0.0138
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            98693
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.021
_diffrn_reflns_theta_min         1.838
_diffrn_ambient_temperature      170
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4042
_reflns_number_total             6053
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         1.040
_refine_diff_density_min         -0.987
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         6053
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1166
_refine_ls_R_factor_gt           0.0857
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1472P)²+3.6384P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2567
_refine_ls_wR_factor_ref         0.2958
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C1S(H)
2.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C9(H9A,H9B), C11(H11A,H11B), C14(H14A,H14B), C13(H13A,H13B),
 C10(H10A,H10B)
2.c Aromatic/amide H refined with riding coordinates:
 C32(H32), C7(H7), C17(H17), C5(H5), C8(H8), C20(H20), C4(H4), C19(H19),
 C16(H16), C28(H28), C31(H31), C22(H22), C26(H26), C29(H29), C25(H25), C23(H23)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Cl2S Cl 0.7427(2) 0.3502(3) 1.05496(10) 0.1857(12) Uani 1 1 d . . . . .
Cl3S Cl 0.84451(19) 0.2415(3) 0.96702(13) 0.1771(11) Uani 1 1 d . . . . .
Cl1S Cl 0.6861(2) 0.0945(3) 0.99934(13) 0.1800(11) Uani 1 1 d . . . . .
O1 O 0.4136(2) 0.6868(3) 0.52327(11) 0.0740(8) Uani 1 1 d . . . . .
O2 O -0.0076(2) 0.4468(3) 0.69365(12) 0.0740(8) Uani 1 1 d . . . . .
F2 F 0.8645(2) 0.3485(4) 0.82786(14) 0.1088(10) Uani 1 1 d . . . . .
F1 F 0.4693(3) 0.2376(5) 1.00678(12) 0.1333(15) Uani 1 1 d . . . . .
C27 C 0.5739(3) 0.4227(4) 0.76894(14) 0.0543(8) Uani 1 1 d . . . . .
C6 C 0.4232(3) 0.6377(4) 0.57864(15) 0.0587(9) Uani 1 1 d . . . . .
C3 C 0.4507(3) 0.5182(4) 0.68872(14) 0.0537(8) Uani 1 1 d . . . . .
C2 C 0.4694(3) 0.4529(4) 0.74738(14) 0.0543(8) Uani 1 1 d . . . . .
C18 C 0.2909(3) 0.4346(4) 0.75313(14) 0.0551(8) Uani 1 1 d . . . . .
C1 C 0.3971(3) 0.4254(4) 0.77822(15) 0.0557(8) Uani 1 1 d . . . . .
C21 C 0.4160(3) 0.3770(4) 0.83941(15) 0.0555(8) Uani 1 1 d . . . . .
C15 C 0.0916(3) 0.4406(4) 0.71082(16) 0.0604(9) Uani 1 1 d . . . . .
C32 C 0.6049(3) 0.2942(4) 0.79367(17) 0.0653(10) Uani 1 1 d . . . . .
H32 H 0.558470 0.222668 0.796588 0.078 Uiso 1 1 calc R U . . .
C7 C 0.3879(3) 0.7045(4) 0.62392(16) 0.0616(9) Uani 1 1 d . . . . .
H7 H 0.354508 0.791202 0.617661 0.074 Uiso 1 1 calc R U . . .
C17 C 0.2537(3) 0.3728(4) 0.70117(16) 0.0605(9) Uani 1 1 d . . . . .
H17 H 0.297243 0.327901 0.679490 0.073 Uiso 1 1 calc R U . . .
C5 C 0.4730(3) 0.5125(4) 0.58847(15) 0.0643(10) Uani 1 1 d . . . . .
H5 H 0.497408 0.466660 0.557700 0.077 Uiso 1 1 calc R U . . .
C8 C 0.4018(3) 0.6435(4) 0.67818(16) 0.0603(9) Uani 1 1 d . . . . .
H8 H 0.377147 0.689103 0.708918 0.072 Uiso 1 1 calc R U . . .
C20 C 0.1271(3) 0.5041(4) 0.76268(16) 0.0644(10) Uani 1 1 d . . . . .
H20 H 0.083773 0.550883 0.783930 0.077 Uiso 1 1 calc R U . . .
C4 C 0.4872(3) 0.4542(4) 0.64320(16) 0.0642(10) Uani 1 1 d . . . . .
H4 H 0.522507 0.369110 0.649800 0.077 Uiso 1 1 calc R U . . .
C19 C 0.2246(3) 0.4998(4) 0.78352(15) 0.0604(9) Uani 1 1 d . . . . .
H19 H 0.247819 0.542293 0.819683 0.073 Uiso 1 1 calc R U . . .
C16 C 0.1554(3) 0.3740(4) 0.67964(16) 0.0638(10) Uani 1 1 d . . . . .
H16 H 0.131755 0.329852 0.643900 0.077 Uiso 1 1 calc R U . . .
C28 C 0.6448(3) 0.5227(4) 0.76308(16) 0.0642(10) Uani 1 1 d . . . . .
H28 H 0.625663 0.609430 0.744989 0.077 Uiso 1 1 calc R U . . .
C30 C 0.7688(3) 0.3732(5) 0.80818(18) 0.0744(11) Uani 1 1 d . . . . .
C31 C 0.7025(3) 0.2697(5) 0.81400(19) 0.0751(11) Uani 1 1 d . . . . .
H31 H 0.723128 0.183043 0.831624 0.090 Uiso 1 1 calc R U . . .
C22 C 0.4831(3) 0.4449(5) 0.88054(16) 0.0690(10) Uani 1 1 d . . . . .
H22 H 0.516628 0.524693 0.869608 0.083 Uiso 1 1 calc R U . . .
C12 C 0.2067(3) 0.7407(5) 0.40266(18) 0.0698(11) Uani 1 1 d . . . . .
H12A H 0.181408 0.836066 0.393121 0.084 Uiso 1 1 calc R U . . .
H12B H 0.190454 0.715545 0.441026 0.084 Uiso 1 1 calc R U . . .
C9 C 0.3668(3) 0.8185(5) 0.50999(18) 0.0745(11) Uani 1 1 d . . . . .
H9A H 0.401729 0.893498 0.533947 0.089 Uiso 1 1 calc R U . . .
H9B H 0.298721 0.815183 0.517618 0.089 Uiso 1 1 calc R U . . .
C26 C 0.3670(3) 0.2619(4) 0.85689(17) 0.0668(10) Uani 1 1 d . . . . .
H26 H 0.320562 0.214708 0.829565 0.080 Uiso 1 1 calc R U . . .
C29 C 0.7431(3) 0.4982(5) 0.78323(17) 0.0726(11) Uani 1 1 d . . . . .
H29 H 0.790855 0.567431 0.779540 0.087 Uiso 1 1 calc R U . . .
C11 C 0.3159(3) 0.7416(5) 0.40586(18) 0.0762(12) Uani 1 1 d . . . . .
H11A H 0.340911 0.647108 0.417387 0.091 Uiso 1 1 calc R U . . .
H11B H 0.331398 0.760290 0.366719 0.091 Uiso 1 1 calc R U . . .
C14 C -0.0484(3) 0.3596(5) 0.64686(19) 0.0762(12) Uani 1 1 d . . . . .
H14A H -0.024014 0.262757 0.653536 0.091 Uiso 1 1 calc R U . . .
H14B H -0.028927 0.393997 0.610449 0.091 Uiso 1 1 calc R U . . .
C13 C -0.1562(3) 0.3618(5) 0.64235(18) 0.0744(11) Uani 1 1 d . . . . .
H13A H -0.180019 0.457587 0.632108 0.089 Uiso 1 1 calc R U . . .
H13B H -0.174227 0.338518 0.680491 0.089 Uiso 1 1 calc R U . . .
C10 C 0.3690(3) 0.8459(6) 0.4467(2) 0.0842(14) Uani 1 1 d . . . . .
H10A H 0.340770 0.939524 0.436938 0.101 Uiso 1 1 calc R U . . .
H10B H 0.437908 0.848612 0.440503 0.101 Uiso 1 1 calc R U . . .
C25 C 0.3844(4) 0.2153(6) 0.9126(2) 0.0858(14) Uani 1 1 d . . . . .
H25 H 0.350233 0.136759 0.924175 0.103 Uiso 1 1 calc R U . . .
C23 C 0.5014(4) 0.3985(6) 0.93647(18) 0.0833(13) Uani 1 1 d . . . . .
H23 H 0.547549 0.444952 0.964266 0.100 Uiso 1 1 calc R U . . .
C24 C 0.4519(4) 0.2838(6) 0.95146(19) 0.0881(15) Uani 1 1 d . . . . .
C1S C 0.7798(8) 0.2031(10) 1.0206(4) 0.166(3) Uani 1 1 d . . . . .
H H 0.825286 0.151137 1.050576 0.199 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
Cl2S C1S 1.737(9) . ?
Cl3S C1S 1.694(9) . ?
Cl1S C1S 1.680(10) . ?
O1 C6 1.366(4) . ?
O1 C9 1.429(5) . ?
O2 C15 1.376(5) . ?
O2 C14 1.423(5) . ?
F2 C30 1.359(5) . ?
F1 C24 1.355(5) . ?
C27 C2 1.491(5) . ?
C27 C32 1.397(5) . ?
C27 C28 1.395(5) . ?
C6 C7 1.391(5) . ?
C6 C5 1.383(5) . ?
C3 C2 1.495(5) . ?
C3 C8 1.380(5) . ?
C3 C4 1.392(5) . ?
C2 C1 1.351(5) . ?
C18 C1 1.504(5) . ?
C18 C17 1.379(5) . ?
C18 C19 1.395(5) . ?
C1 C21 1.491(5) . ?
C21 C22 1.393(5) . ?
C21 C26 1.388(5) . ?
C15 C20 1.380(5) . ?
C15 C16 1.388(5) . ?
C32 H32 0.9500 . ?
C32 C31 1.385(6) . ?
C7 H7 0.9500 . ?
C7 C8 1.385(5) . ?
C17 H17 0.9500 . ?
C17 C16 1.381(5) . ?
C5 H5 0.9500 . ?
C5 C4 1.384(5) . ?
C8 H8 0.9500 . ?
C20 H20 0.9500 . ?
C20 C19 1.368(5) . ?
C4 H4 0.9500 . ?
C19 H19 0.9500 . ?
C16 H16 0.9500 . ?
C28 H28 0.9500 . ?
C28 C29 1.395(6) . ?
C30 C31 1.373(7) . ?
C30 C29 1.354(7) . ?
C31 H31 0.9500 . ?
C22 H22 0.9500 . ?
C22 C23 1.369(6) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C11 1.507(6) . ?
C12 C13 1.528(6) 3_566 ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.511(6) . ?
C26 H26 0.9500 . ?
C26 C25 1.365(6) . ?
C29 H29 0.9500 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C10 1.495(7) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C13 1.486(6) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C25 H25 0.9500 . ?
C25 C24 1.369(7) . ?
C23 H23 0.9500 . ?
C23 C24 1.369(8) . ?
C1S H 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
C6 O1 C9 118.9(3) . . ?
C15 O2 C14 117.4(3) . . ?
C32 C27 C2 122.2(3) . . ?
C28 C27 C2 120.0(3) . . ?
C28 C27 C32 117.8(4) . . ?
O1 C6 C7 124.9(3) . . ?
O1 C6 C5 115.3(3) . . ?
C5 C6 C7 119.8(3) . . ?
C8 C3 C2 122.5(3) . . ?
C8 C3 C4 118.2(3) . . ?
C4 C3 C2 119.3(3) . . ?
C27 C2 C3 114.4(3) . . ?
C1 C2 C27 123.2(3) . . ?
C1 C2 C3 122.4(3) . . ?
C17 C18 C1 122.0(3) . . ?
C17 C18 C19 117.1(3) . . ?
C19 C18 C1 120.8(3) . . ?
C2 C1 C18 123.0(3) . . ?
C2 C1 C21 122.7(3) . . ?
C21 C1 C18 114.2(3) . . ?
C22 C21 C1 121.4(3) . . ?
C26 C21 C1 120.5(3) . . ?
C26 C21 C22 118.1(3) . . ?
O2 C15 C20 116.3(3) . . ?
O2 C15 C16 124.0(3) . . ?
C20 C15 C16 119.7(4) . . ?
C27 C32 H32 119.6 . . ?
C31 C32 C27 120.9(4) . . ?
C31 C32 H32 119.6 . . ?
C6 C7 H7 120.3 . . ?
C8 C7 C6 119.4(3) . . ?
C8 C7 H7 120.3 . . ?
C18 C17 H17 118.9 . . ?
C18 C17 C16 122.2(3) . . ?
C16 C17 H17 118.9 . . ?
C6 C5 H5 120.0 . . ?
C6 C5 C4 119.9(3) . . ?
C4 C5 H5 120.0 . . ?
C3 C8 C7 121.6(3) . . ?
C3 C8 H8 119.2 . . ?
C7 C8 H8 119.2 . . ?
C15 C20 H20 120.0 . . ?
C19 C20 C15 120.0(3) . . ?
C19 C20 H20 120.0 . . ?
C3 C4 H4 119.5 . . ?
C5 C4 C3 121.1(3) . . ?
C5 C4 H4 119.5 . . ?
C18 C19 H19 119.1 . . ?
C20 C19 C18 121.8(3) . . ?
C20 C19 H19 119.1 . . ?
C15 C16 H16 120.4 . . ?
C17 C16 C15 119.2(3) . . ?
C17 C16 H16 120.4 . . ?
C27 C28 H28 119.3 . . ?
C29 C28 C27 121.4(4) . . ?
C29 C28 H28 119.3 . . ?
F2 C30 C31 118.5(4) . . ?
C29 C30 F2 118.6(4) . . ?
C29 C30 C31 122.9(4) . . ?
C32 C31 H31 120.7 . . ?
C30 C31 C32 118.7(4) . . ?
C30 C31 H31 120.7 . . ?
C21 C22 H22 119.4 . . ?
C23 C22 C21 121.1(4) . . ?
C23 C22 H22 119.4 . . ?
H12A C12 H12B 107.8 . . ?
C11 C12 H12A 109.0 . . ?
C11 C12 H12B 109.0 . . ?
C11 C12 C13 112.9(4) . 3_566 ?
C13 C12 H12A 109.0 3_566 . ?
C13 C12 H12B 109.0 3_566 . ?
O1 C9 H9A 110.4 . . ?
O1 C9 H9B 110.4 . . ?
O1 C9 C10 106.8(4) . . ?
H9A C9 H9B 108.6 . . ?
C10 C9 H9A 110.4 . . ?
C10 C9 H9B 110.4 . . ?
C21 C26 H26 119.4 . . ?
C25 C26 C21 121.3(4) . . ?
C25 C26 H26 119.4 . . ?
C28 C29 H29 120.9 . . ?
C30 C29 C28 118.3(4) . . ?
C30 C29 H29 120.9 . . ?
C12 C11 H11A 108.4 . . ?
C12 C11 H11B 108.4 . . ?
H11A C11 H11B 107.5 . . ?
C10 C11 C12 115.4(4) . . ?
C10 C11 H11A 108.4 . . ?
C10 C11 H11B 108.4 . . ?
O2 C14 H14A 109.9 . . ?
O2 C14 H14B 109.9 . . ?
O2 C14 C13 108.8(3) . . ?
H14A C14 H14B 108.3 . . ?
C13 C14 H14A 109.9 . . ?
C13 C14 H14B 109.9 . . ?
C12 C13 H13A 109.0 3_566 . ?
C12 C13 H13B 109.0 3_566 . ?
C14 C13 C12 113.0(3) . 3_566 ?
C14 C13 H13A 109.0 . . ?
C14 C13 H13B 109.0 . . ?
H13A C13 H13B 107.8 . . ?
C9 C10 H10A 108.4 . . ?
C9 C10 H10B 108.4 . . ?
C11 C10 C9 115.4(4) . . ?
C11 C10 H10A 108.4 . . ?
C11 C10 H10B 108.4 . . ?
H10A C10 H10B 107.5 . . ?
C26 C25 H25 120.6 . . ?
C26 C25 C24 118.8(4) . . ?
C24 C25 H25 120.6 . . ?
C22 C23 H23 120.7 . . ?
C22 C23 C24 118.6(4) . . ?
C24 C23 H23 120.7 . . ?
F1 C24 C25 118.9(5) . . ?
F1 C24 C23 118.9(5) . . ?
C23 C24 C25 122.2(4) . . ?
Cl2S C1S H 106.1 . . ?
Cl3S C1S Cl2S 113.4(6) . . ?
Cl3S C1S H 106.1 . . ?
Cl1S C1S Cl2S 111.4(6) . . ?
Cl1S C1S Cl3S 112.9(6) . . ?
Cl1S C1S H 106.1 . . ?

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
O1 C6 C7 C8 179.6(4) . . . . ?
O1 C6 C5 C4 179.6(4) . . . . ?
O1 C9 C10 C11 61.8(5) . . . . ?
O2 C15 C20 C19 178.4(4) . . . . ?
O2 C15 C16 C17 -179.3(4) . . . . ?
O2 C14 C13 C12 -174.0(4) . . . 3_566 ?
F2 C30 C31 C32 -179.6(4) . . . . ?
F2 C30 C29 C28 179.9(4) . . . . ?
C27 C2 C1 C18 -170.1(3) . . . . ?
C27 C2 C1 C21 7.1(5) . . . . ?
C27 C32 C31 C30 -1.5(6) . . . . ?
C27 C28 C29 C30 0.9(6) . . . . ?
C6 O1 C9 C10 178.8(3) . . . . ?
C6 C7 C8 C3 0.5(6) . . . . ?
C6 C5 C4 C3 1.1(6) . . . . ?
C3 C2 C1 C18 10.7(5) . . . . ?
C3 C2 C1 C21 -172.2(3) . . . . ?
C2 C27 C32 C31 -179.2(3) . . . . ?
C2 C27 C28 C29 179.4(3) . . . . ?
C2 C3 C8 C7 178.0(4) . . . . ?
C2 C3 C4 C5 -178.9(4) . . . . ?
C2 C1 C21 C22 48.7(5) . . . . ?
C2 C1 C21 C26 -131.1(4) . . . . ?
C18 C1 C21 C22 -133.9(4) . . . . ?
C18 C1 C21 C26 46.3(5) . . . . ?
C18 C17 C16 C15 0.6(6) . . . . ?
C1 C18 C17 C16 176.1(4) . . . . ?
C1 C18 C19 C20 -177.1(4) . . . . ?
C1 C21 C22 C23 -178.9(4) . . . . ?
C1 C21 C26 C25 179.2(4) . . . . ?
C21 C22 C23 C24 -0.4(7) . . . . ?
C21 C26 C25 C24 -0.4(7) . . . . ?
C15 O2 C14 C13 169.6(4) . . . . ?
C15 C20 C19 C18 1.3(6) . . . . ?
C32 C27 C2 C3 -133.1(3) . . . . ?
C32 C27 C2 C1 47.6(5) . . . . ?
C32 C27 C28 C29 -2.5(5) . . . . ?
C7 C6 C5 C4 0.2(6) . . . . ?
C17 C18 C1 C2 48.6(5) . . . . ?
C17 C18 C1 C21 -128.8(4) . . . . ?
C17 C18 C19 C20 -0.8(6) . . . . ?
C5 C6 C7 C8 -1.0(6) . . . . ?
C8 C3 C2 C27 -124.3(4) . . . . ?
C8 C3 C2 C1 55.0(5) . . . . ?
C8 C3 C4 C5 -1.6(6) . . . . ?
C20 C15 C16 C17 -0.1(6) . . . . ?
C4 C3 C2 C27 52.8(5) . . . . ?
C4 C3 C2 C1 -127.9(4) . . . . ?
C4 C3 C8 C7 0.8(6) . . . . ?
C19 C18 C1 C2 -135.2(4) . . . . ?
C19 C18 C1 C21 47.4(5) . . . . ?
C19 C18 C17 C16 -0.2(6) . . . . ?
C16 C15 C20 C19 -0.9(6) . . . . ?
C28 C27 C2 C3 44.9(4) . . . . ?
C28 C27 C2 C1 -134.4(4) . . . . ?
C28 C27 C32 C31 2.8(6) . . . . ?
C31 C30 C29 C28 0.5(7) . . . . ?
C22 C21 C26 C25 -0.6(6) . . . . ?
C22 C23 C24 F1 -179.7(4) . . . . ?
C22 C23 C24 C25 -0.6(8) . . . . ?
C12 C11 C10 C9 67.7(5) . . . . ?
C9 O1 C6 C7 2.1(6) . . . . ?
C9 O1 C6 C5 -177.3(4) . . . . ?
C26 C21 C22 C23 1.0(6) . . . . ?
C26 C25 C24 F1 -180.0(4) . . . . ?
C26 C25 C24 C23 1.0(8) . . . . ?
C29 C30 C31 C32 -0.2(7) . . . . ?
C14 O2 C15 C20 -167.8(4) . . . . ?
C14 O2 C15 C16 11.5(6) . . . . ?
C13 C12 C11 C10 176.6(4) 3_566 . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_so19004
_database_code_depnum_ccdc_archive 'CCDC 2162403'
loop_
_audit_author_name
_audit_author_address
'Jordann Wells'
;University of Uppsala
Sweden
;
_audit_update_record             
;
2022-04-17 deposited with the CCDC.	2022-09-29 downloaded from the CCDC.
;
_audit_creation_date             2022-04-17
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '3(C16 H19 P Si)'
_chemical_formula_sum            'C48 H57 P3 Si3'
_chemical_formula_weight         811.11
_chemical_melting_point          ?
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   26.6644(13)
_cell_length_b                   42.3661(13)
_cell_length_c                   9.7021(3)
_cell_angle_alpha                90
_cell_angle_beta                 104.927(2)
_cell_angle_gamma                90
_cell_volume                     10590.3(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9841
_cell_measurement_temperature    170
_cell_measurement_theta_max      24.32
_cell_measurement_theta_min      2.17
_shelx_estimated_absorpt_T_max   0.960
_shelx_estimated_absorpt_T_min   0.886
_exptl_absorpt_coefficient_mu    0.208
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6908
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1530 before and 0.0578 after correction.
The Ratio of minimum to maximum transmission is 0.9265.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.017
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             3456
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1016
_diffrn_reflns_av_unetI/netI     0.0601
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       54
_diffrn_reflns_limit_k_min       -55
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            141810
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.523
_diffrn_reflns_theta_min         1.850
_diffrn_ambient_temperature      170.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8045
_reflns_number_total             12191
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.293
_refine_diff_density_min         -0.272
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     496
_refine_ls_number_reflns         12191
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1029
_refine_ls_R_factor_gt           0.0642
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0639P)²+16.4144P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1414
_refine_ls_wR_factor_ref         0.1576
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C35(H35), C4(H4), C26(H26), C8(H8), C5(H5), C41(H41), C25(H25), C36(H36),
 C39(H39), C22(H22), C20(H20), C38(H38), C14(H14), C6(H6), C23(H23), C24(H24),
 C7(H7), C42(H42), C45(H45), C37(H37), C10(H10), C13(H13), C19(H19), C11(H11),
 C12(H12), C16(H16), C43(H43), C18(H18), C44(H44), C17(H17)
2.b Idealised Me refined as rotating group:
 C47(H47A,H47B,H47C), C48(H48A,H48B,H48C), C27(H27A,H27B,H27C), C28(H28A,H28B,
 H28C), C46(H46A,H46B,H46C), C30(H30A,H30B,H30C), C32(H32A,H32B,H32C), C31(H31A,
 H31B,H31C), C29(H29A,H29B,H29C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
P3 P 0.50651(3) 0.18263(2) 0.36668(7) 0.02848(17) Uani 1 1 d . . . . .
P1 P 0.75988(3) 0.40532(2) 0.49084(8) 0.03327(18) Uani 1 1 d . . . . .
P2 P 0.74362(3) 0.41238(2) 0.25848(8) 0.03398(18) Uani 1 1 d . . . . .
Si3 Si 0.43867(3) 0.15577(2) 0.41469(9) 0.0354(2) Uani 1 1 d . . . . .
Si2 Si 0.82147(3) 0.41019(2) 0.20390(9) 0.0402(2) Uani 1 1 d . . . . .
Si1 Si 0.73709(4) 0.45021(2) 0.58965(10) 0.0452(2) Uani 1 1 d . . . . .
C3 C 0.71154(10) 0.34715(7) 0.5206(3) 0.0300(6) Uani 1 1 d . . . . .
C1 C 0.70279(10) 0.37625(6) 0.4239(3) 0.0299(6) Uani 1 1 d . . . . .
C33 C 0.49268(10) 0.22703(6) 0.3265(3) 0.0267(6) Uani 1 1 d . . . . .
C35 C 0.39561(10) 0.22123(7) 0.2093(3) 0.0305(6) Uani 1 1 d . . . . .
H35 H 0.404211 0.206285 0.146011 0.037 Uiso 1 1 calc R U . . .
C4 C 0.69495(11) 0.31709(7) 0.4728(3) 0.0332(6) Uani 1 1 d . . . . .
H4 H 0.681453 0.313482 0.373479 0.040 Uiso 1 1 calc R U . . .
C34 C 0.43527(10) 0.23565(6) 0.3119(3) 0.0290(6) Uani 1 1 d . . . . .
C21 C 0.74788(10) 0.34399(6) 0.2553(3) 0.0297(6) Uani 1 1 d . . . . .
C26 C 0.73674(11) 0.32334(7) 0.1400(3) 0.0315(6) Uani 1 1 d . . . . .
H26 H 0.705611 0.326104 0.066857 0.038 Uiso 1 1 calc R U . . .
C8 C 0.73262(11) 0.35093(7) 0.6664(3) 0.0353(6) Uani 1 1 d . . . . .
H8 H 0.745385 0.371062 0.702003 0.042 Uiso 1 1 calc R U . . .
C5 C 0.69771(11) 0.29222(7) 0.5674(3) 0.0369(7) Uani 1 1 d . . . . .
H5 H 0.686076 0.271824 0.532698 0.044 Uiso 1 1 calc R U . . .
C41 C 0.53742(11) 0.23647(8) 0.5852(3) 0.0378(7) Uani 1 1 d . . . . .
H41 H 0.527544 0.215670 0.603685 0.045 Uiso 1 1 calc R U . . .
C25 C 0.77009(12) 0.29871(7) 0.1289(3) 0.0363(7) Uani 1 1 d . . . . .
H25 H 0.761480 0.285047 0.048666 0.044 Uiso 1 1 calc R U . . .
C40 C 0.52685(10) 0.24707(7) 0.4453(3) 0.0320(6) Uani 1 1 d . . . . .
C36 C 0.34423(11) 0.22816(7) 0.1974(3) 0.0364(7) Uani 1 1 d . . . . .
H36 H 0.317930 0.217678 0.127673 0.044 Uiso 1 1 calc R U . . .
C39 C 0.42088(11) 0.25770(7) 0.4010(3) 0.0326(6) Uani 1 1 d . . . . .
H39 H 0.446976 0.268034 0.471869 0.039 Uiso 1 1 calc R U . . .
C2 C 0.71152(10) 0.37146(6) 0.2654(3) 0.0297(6) Uani 1 1 d . . . . .
C15 C 0.66153(11) 0.36917(7) 0.1445(3) 0.0331(6) Uani 1 1 d . . . . .
C22 C 0.79403(11) 0.33882(7) 0.3587(3) 0.0360(7) Uani 1 1 d . . . . .
H22 H 0.802935 0.352415 0.439202 0.043 Uiso 1 1 calc R U . . .
C9 C 0.65000(10) 0.39120(7) 0.4212(3) 0.0315(6) Uani 1 1 d . . . . .
C20 C 0.61878(11) 0.35164(7) 0.1565(3) 0.0391(7) Uani 1 1 d . . . . .
H20 H 0.619247 0.341635 0.244480 0.047 Uiso 1 1 calc R U . . .
C38 C 0.36916(11) 0.26485(7) 0.3880(3) 0.0371(7) Uani 1 1 d . . . . .
H38 H 0.360274 0.279961 0.450123 0.045 Uiso 1 1 calc R U . . .
C14 C 0.61889(11) 0.37939(7) 0.5052(3) 0.0370(7) Uani 1 1 d . . . . .
H14 H 0.630886 0.361960 0.566483 0.044 Uiso 1 1 calc R U . . .
C6 C 0.71729(12) 0.29703(7) 0.7118(3) 0.0395(7) Uani 1 1 d . . . . .
H6 H 0.718138 0.280184 0.776920 0.047 Uiso 1 1 calc R U . . .
C23 C 0.82709(12) 0.31467(7) 0.3480(3) 0.0396(7) Uani 1 1 d . . . . .
H23 H 0.858513 0.312022 0.420109 0.047 Uiso 1 1 calc R U . . .
C24 C 0.81512(12) 0.29402(7) 0.2326(3) 0.0403(7) Uani 1 1 d . . . . .
H24 H 0.837694 0.277062 0.226004 0.048 Uiso 1 1 calc R U . . .
C7 C 0.73551(12) 0.32622(8) 0.7607(3) 0.0410(7) Uani 1 1 d . . . . .
H7 H 0.750165 0.329476 0.859758 0.049 Uiso 1 1 calc R U . . .
C42 C 0.56206(12) 0.25556(9) 0.6986(3) 0.0480(8) Uani 1 1 d . . . . .
H42 H 0.568819 0.247776 0.793417 0.058 Uiso 1 1 calc R U . . .
C45 C 0.54259(11) 0.27717(7) 0.4217(3) 0.0405(7) Uani 1 1 d . . . . .
H45 H 0.536630 0.284789 0.326776 0.049 Uiso 1 1 calc R U . . .
C37 C 0.33057(11) 0.25029(7) 0.2863(3) 0.0399(7) Uani 1 1 d . . . . .
H37 H 0.295146 0.255331 0.277104 0.048 Uiso 1 1 calc R U . . .
C10 C 0.63082(12) 0.41722(7) 0.3354(3) 0.0417(7) Uani 1 1 d . . . . .
H10 H 0.650957 0.425975 0.277103 0.050 Uiso 1 1 calc R U . . .
C13 C 0.57082(12) 0.39253(9) 0.5013(3) 0.0498(8) Uani 1 1 d . . . . .
H13 H 0.550189 0.383765 0.558212 0.060 Uiso 1 1 calc R U . . .
C19 C 0.57557(13) 0.34854(9) 0.0424(4) 0.0512(8) Uani 1 1 d . . . . .
H19 H 0.546480 0.336782 0.053181 0.061 Uiso 1 1 calc R U . . .
C11 C 0.58331(13) 0.43058(9) 0.3332(4) 0.0535(9) Uani 1 1 d . . . . .
H11 H 0.571517 0.448439 0.274544 0.064 Uiso 1 1 calc R U . . .
C12 C 0.55283(13) 0.41816(10) 0.4155(4) 0.0576(10) Uani 1 1 d . . . . .
H12 H 0.519976 0.427162 0.413008 0.069 Uiso 1 1 calc R U . . .
C16 C 0.65957(12) 0.38322(8) 0.0139(3) 0.0436(8) Uani 1 1 d . . . . .
H16 H 0.688328 0.395304 0.003088 0.052 Uiso 1 1 calc R U . . .
C43 C 0.57664(13) 0.28552(10) 0.6743(4) 0.0562(10) Uani 1 1 d . . . . .
H43 H 0.593182 0.298740 0.751759 0.067 Uiso 1 1 calc R U . . .
C18 C 0.57449(14) 0.36246(10) -0.0872(4) 0.0605(10) Uani 1 1 d . . . . .
H18 H 0.545040 0.359964 -0.165948 0.073 Uiso 1 1 calc R U . . .
C44 C 0.56696(13) 0.29646(9) 0.5345(4) 0.0540(9) Uani 1 1 d . . . . .
H44 H 0.577098 0.317227 0.516425 0.065 Uiso 1 1 calc R U . . .
C47 C 0.38760(13) 0.14296(9) 0.2563(4) 0.0537(9) Uani 1 1 d . . . . .
H47A H 0.360737 0.159277 0.231226 0.081 Uiso 1 1 calc R U . . .
H47B H 0.372079 0.123210 0.277931 0.081 Uiso 1 1 calc R U . . .
H47C H 0.402982 0.139620 0.175961 0.081 Uiso 1 1 calc R U . . .
C17 C 0.61631(14) 0.37995(10) -0.1014(3) 0.0582(10) Uani 1 1 d . . . . .
H17 H 0.615678 0.389783 -0.189845 0.070 Uiso 1 1 calc R U . . .
C48 C 0.41198(15) 0.17841(9) 0.5450(4) 0.0585(10) Uani 1 1 d . . . . .
H48A H 0.440650 0.186558 0.621357 0.088 Uiso 1 1 calc R U . . .
H48B H 0.390251 0.164479 0.585962 0.088 Uiso 1 1 calc R U . . .
H48C H 0.391033 0.196072 0.496121 0.088 Uiso 1 1 calc R U . . .
C27 C 0.68976(16) 0.44289(9) 0.6983(4) 0.0640(10) Uani 1 1 d . . . . .
H27A H 0.655091 0.439629 0.634732 0.096 Uiso 1 1 calc R U . . .
H27B H 0.689133 0.461141 0.759882 0.096 Uiso 1 1 calc R U . . .
H27C H 0.700221 0.424050 0.757328 0.096 Uiso 1 1 calc R U . . .
C28 C 0.80067(16) 0.46108(10) 0.7133(4) 0.0705(11) Uani 1 1 d . . . . .
H28A H 0.813014 0.443650 0.779865 0.106 Uiso 1 1 calc R U . . .
H28B H 0.796392 0.480046 0.766994 0.106 Uiso 1 1 calc R U . . .
H28C H 0.826007 0.465239 0.658183 0.106 Uiso 1 1 calc R U . . .
C46 C 0.47248(15) 0.12005(9) 0.5059(5) 0.0710(12) Uani 1 1 d . . . . .
H46A H 0.489476 0.108963 0.441617 0.106 Uiso 1 1 calc R U . . .
H46B H 0.447138 0.105995 0.531641 0.106 Uiso 1 1 calc R U . . .
H46C H 0.498598 0.126404 0.592368 0.106 Uiso 1 1 calc R U . . .
C30 C 0.87901(14) 0.39511(11) 0.3395(4) 0.0714(12) Uani 1 1 d . . . . .
H30A H 0.876710 0.401435 0.434834 0.107 Uiso 1 1 calc R U . . .
H30B H 0.910662 0.403919 0.321171 0.107 Uiso 1 1 calc R U . . .
H30C H 0.879997 0.372034 0.333970 0.107 Uiso 1 1 calc R U . . .
C32 C 0.81205(15) 0.38931(10) 0.0312(4) 0.0670(11) Uani 1 1 d . . . . .
H32A H 0.812351 0.366466 0.047372 0.101 Uiso 1 1 calc R U . . .
H32B H 0.840154 0.394931 -0.012361 0.101 Uiso 1 1 calc R U . . .
H32C H 0.778669 0.395484 -0.032608 0.101 Uiso 1 1 calc R U . . .
C31 C 0.83278(18) 0.45290(9) 0.1760(6) 0.0848(14) Uani 1 1 d . . . . .
H31A H 0.802553 0.461707 0.106831 0.127 Uiso 1 1 calc R U . . .
H31B H 0.863632 0.455267 0.139665 0.127 Uiso 1 1 calc R U . . .
H31C H 0.838097 0.464173 0.266836 0.127 Uiso 1 1 calc R U . . .
C29 C 0.71588(18) 0.48235(8) 0.4591(4) 0.0722(12) Uani 1 1 d . . . . .
H29A H 0.740117 0.484122 0.398809 0.108 Uiso 1 1 calc R U . . .
H29B H 0.715223 0.502292 0.509800 0.108 Uiso 1 1 calc R U . . .
H29C H 0.681030 0.477698 0.399404 0.108 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
P3 P3 2.2005(13) 2_655 ?
P3 Si3 2.2841(10) . ?
P3 C33 1.937(3) . ?
P1 P2 2.2037(10) . ?
P1 Si1 2.2816(12) . ?
P1 C1 1.936(3) . ?
P2 Si2 2.2726(11) . ?
P2 C2 1.942(3) . ?
Si3 C47 1.853(3) . ?
Si3 C48 1.868(3) . ?
Si3 C46 1.864(4) . ?
Si2 C30 1.858(4) . ?
Si2 C32 1.854(4) . ?
Si2 C31 1.866(4) . ?
Si1 C27 1.867(4) . ?
Si1 C28 1.865(4) . ?
Si1 C29 1.846(4) . ?
C3 C1 1.530(4) . ?
C3 C4 1.388(4) . ?
C3 C8 1.390(4) . ?
C1 C2 1.626(3) . ?
C1 C9 1.537(4) . ?
C33 C33 1.630(5) 2_655 ?
C33 C34 1.544(4) . ?
C33 C40 1.529(4) . ?
C35 H35 0.9500 . ?
C35 C34 1.393(4) . ?
C35 C36 1.377(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.387(4) . ?
C34 C39 1.392(4) . ?
C21 C26 1.391(4) . ?
C21 C2 1.534(4) . ?
C21 C22 1.390(4) . ?
C26 H26 0.9500 . ?
C26 C25 1.393(4) . ?
C8 H8 0.9500 . ?
C8 C7 1.379(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.378(4) . ?
C41 H41 0.9500 . ?
C41 C40 1.388(4) . ?
C41 C42 1.387(4) . ?
C25 H25 0.9500 . ?
C25 C24 1.368(4) . ?
C40 C45 1.380(4) . ?
C36 H36 0.9500 . ?
C36 C37 1.384(4) . ?
C39 H39 0.9500 . ?
C39 C38 1.386(4) . ?
C2 C15 1.535(4) . ?
C15 C20 1.390(4) . ?
C15 C16 1.389(4) . ?
C22 H22 0.9500 . ?
C22 C23 1.372(4) . ?
C9 C14 1.397(4) . ?
C9 C10 1.397(4) . ?
C20 H20 0.9500 . ?
C20 C19 1.383(4) . ?
C38 H38 0.9500 . ?
C38 C37 1.375(4) . ?
C14 H14 0.9500 . ?
C14 C13 1.389(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.368(4) . ?
C23 H23 0.9500 . ?
C23 C24 1.391(4) . ?
C24 H24 0.9500 . ?
C7 H7 0.9500 . ?
C42 H42 0.9500 . ?
C42 C43 1.366(5) . ?
C45 H45 0.9500 . ?
C45 C44 1.386(4) . ?
C37 H37 0.9500 . ?
C10 H10 0.9500 . ?
C10 C11 1.383(4) . ?
C13 H13 0.9500 . ?
C13 C12 1.377(5) . ?
C19 H19 0.9500 . ?
C19 C18 1.383(5) . ?
C11 H11 0.9500 . ?
C11 C12 1.382(5) . ?
C12 H12 0.9500 . ?
C16 H16 0.9500 . ?
C16 C17 1.392(4) . ?
C43 H43 0.9500 . ?
C43 C44 1.393(5) . ?
C18 H18 0.9500 . ?
C18 C17 1.375(5) . ?
C44 H44 0.9500 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
C17 H17 0.9500 . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?

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
P3 P3 Si3 106.65(4) 2_655 . ?
C33 P3 P3 79.72(8) . 2_655 ?
C33 P3 Si3 113.89(8) . . ?
P2 P1 Si1 108.25(4) . . ?
C1 P1 P2 79.21(8) . . ?
C1 P1 Si1 113.55(9) . . ?
P1 P2 Si2 106.38(4) . . ?
C2 P2 P1 79.38(8) . . ?
C2 P2 Si2 114.14(9) . . ?
C47 Si3 P3 115.36(11) . . ?
C47 Si3 C48 112.65(18) . . ?
C47 Si3 C46 108.54(19) . . ?
C48 Si3 P3 110.01(11) . . ?
C46 Si3 P3 100.93(12) . . ?
C46 Si3 C48 108.51(19) . . ?
C30 Si2 P2 119.09(13) . . ?
C30 Si2 C31 107.5(2) . . ?
C32 Si2 P2 108.11(12) . . ?
C32 Si2 C30 111.8(2) . . ?
C32 Si2 C31 108.7(2) . . ?
C31 Si2 P2 100.71(14) . . ?
C27 Si1 P1 113.00(12) . . ?
C28 Si1 P1 100.35(14) . . ?
C28 Si1 C27 108.20(19) . . ?
C29 Si1 P1 113.21(14) . . ?
C29 Si1 C27 112.2(2) . . ?
C29 Si1 C28 109.1(2) . . ?
C4 C3 C1 123.3(2) . . ?
C4 C3 C8 117.1(3) . . ?
C8 C3 C1 119.2(2) . . ?
C3 C1 P1 108.94(18) . . ?
C3 C1 C2 116.3(2) . . ?
C3 C1 C9 109.7(2) . . ?
C2 C1 P1 96.01(16) . . ?
C9 C1 P1 112.41(18) . . ?
C9 C1 C2 112.9(2) . . ?
C33 C33 P3 96.05(8) 2_655 . ?
C34 C33 P3 112.39(18) . . ?
C34 C33 C33 112.4(2) . 2_655 ?
C40 C33 P3 110.00(18) . . ?
C40 C33 C33 116.8(2) . 2_655 ?
C40 C33 C34 108.8(2) . . ?
C34 C35 H35 119.3 . . ?
C36 C35 H35 119.3 . . ?
C36 C35 C34 121.5(3) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 C3 121.2(3) . . ?
C5 C4 H4 119.4 . . ?
C35 C34 C33 120.9(2) . . ?
C39 C34 C33 121.8(2) . . ?
C39 C34 C35 117.3(2) . . ?
C26 C21 C2 121.4(2) . . ?
C22 C21 C26 116.6(3) . . ?
C22 C21 C2 122.0(2) . . ?
C21 C26 H26 119.2 . . ?
C21 C26 C25 121.7(3) . . ?
C25 C26 H26 119.2 . . ?
C3 C8 H8 119.1 . . ?
C7 C8 C3 121.8(3) . . ?
C7 C8 H8 119.1 . . ?
C4 C5 H5 119.9 . . ?
C6 C5 C4 120.1(3) . . ?
C6 C5 H5 119.9 . . ?
C40 C41 H41 119.3 . . ?
C42 C41 H41 119.3 . . ?
C42 C41 C40 121.5(3) . . ?
C26 C25 H25 119.7 . . ?
C24 C25 C26 120.6(3) . . ?
C24 C25 H25 119.7 . . ?
C41 C40 C33 119.3(3) . . ?
C45 C40 C33 122.4(3) . . ?
C45 C40 C41 117.9(3) . . ?
C35 C36 H36 119.7 . . ?
C35 C36 C37 120.5(3) . . ?
C37 C36 H36 119.7 . . ?
C34 C39 H39 119.4 . . ?
C38 C39 C34 121.2(3) . . ?
C38 C39 H39 119.4 . . ?
C1 C2 P2 95.35(16) . . ?
C21 C2 P2 112.55(18) . . ?
C21 C2 C1 113.7(2) . . ?
C21 C2 C15 110.0(2) . . ?
C15 C2 P2 109.49(18) . . ?
C15 C2 C1 115.0(2) . . ?
C20 C15 C2 122.6(2) . . ?
C16 C15 C2 119.4(3) . . ?
C16 C15 C20 117.8(3) . . ?
C21 C22 H22 119.0 . . ?
C23 C22 C21 122.0(3) . . ?
C23 C22 H22 119.0 . . ?
C14 C9 C1 121.4(3) . . ?
C10 C9 C1 121.9(2) . . ?
C10 C9 C14 116.7(3) . . ?
C15 C20 H20 119.5 . . ?
C19 C20 C15 121.0(3) . . ?
C19 C20 H20 119.5 . . ?
C39 C38 H38 119.7 . . ?
C37 C38 C39 120.7(3) . . ?
C37 C38 H38 119.7 . . ?
C9 C14 H14 119.2 . . ?
C13 C14 C9 121.5(3) . . ?
C13 C14 H14 119.2 . . ?
C5 C6 H6 120.2 . . ?
C7 C6 C5 119.6(3) . . ?
C7 C6 H6 120.2 . . ?
C22 C23 H23 119.6 . . ?
C22 C23 C24 120.8(3) . . ?
C24 C23 H23 119.6 . . ?
C25 C24 C23 118.4(3) . . ?
C25 C24 H24 120.8 . . ?
C23 C24 H24 120.8 . . ?
C8 C7 H7 119.9 . . ?
C6 C7 C8 120.1(3) . . ?
C6 C7 H7 119.9 . . ?
C41 C42 H42 119.9 . . ?
C43 C42 C41 120.2(3) . . ?
C43 C42 H42 119.9 . . ?
C40 C45 H45 119.5 . . ?
C40 C45 C44 121.0(3) . . ?
C44 C45 H45 119.5 . . ?
C36 C37 H37 120.6 . . ?
C38 C37 C36 118.9(3) . . ?
C38 C37 H37 120.6 . . ?
C9 C10 H10 119.1 . . ?
C11 C10 C9 121.7(3) . . ?
C11 C10 H10 119.1 . . ?
C14 C13 H13 119.7 . . ?
C12 C13 C14 120.6(3) . . ?
C12 C13 H13 119.7 . . ?
C20 C19 H19 119.8 . . ?
C18 C19 C20 120.4(3) . . ?
C18 C19 H19 119.8 . . ?
C10 C11 H11 119.7 . . ?
C12 C11 C10 120.5(3) . . ?
C12 C11 H11 119.7 . . ?
C13 C12 C11 119.0(3) . . ?
C13 C12 H12 120.5 . . ?
C11 C12 H12 120.5 . . ?
C15 C16 H16 119.4 . . ?
C15 C16 C17 121.3(3) . . ?
C17 C16 H16 119.4 . . ?
C42 C43 H43 120.4 . . ?
C42 C43 C44 119.2(3) . . ?
C44 C43 H43 120.4 . . ?
C19 C18 H18 120.2 . . ?
C17 C18 C19 119.6(3) . . ?
C17 C18 H18 120.2 . . ?
C45 C44 C43 120.3(3) . . ?
C45 C44 H44 119.9 . . ?
C43 C44 H44 119.9 . . ?
Si3 C47 H47A 109.5 . . ?
Si3 C47 H47B 109.5 . . ?
Si3 C47 H47C 109.5 . . ?
H47A C47 H47B 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C16 C17 H17 120.0 . . ?
C18 C17 C16 119.9(3) . . ?
C18 C17 H17 120.0 . . ?
Si3 C48 H48A 109.5 . . ?
Si3 C48 H48B 109.5 . . ?
Si3 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
Si1 C27 H27A 109.5 . . ?
Si1 C27 H27B 109.5 . . ?
Si1 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
Si1 C28 H28A 109.5 . . ?
Si1 C28 H28B 109.5 . . ?
Si1 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
Si3 C46 H46A 109.5 . . ?
Si3 C46 H46B 109.5 . . ?
Si3 C46 H46C 109.5 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
Si2 C30 H30A 109.5 . . ?
Si2 C30 H30B 109.5 . . ?
Si2 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
Si2 C32 H32A 109.5 . . ?
Si2 C32 H32B 109.5 . . ?
Si2 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
Si2 C31 H31A 109.5 . . ?
Si2 C31 H31B 109.5 . . ?
Si2 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
Si1 C29 H29A 109.5 . . ?
Si1 C29 H29B 109.5 . . ?
Si1 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?

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
P3 C33 C34 C35 -59.1(3) . . . . ?
P3 C33 C34 C39 120.2(2) . . . . ?
P3 C33 C40 C41 -36.6(3) . . . . ?
P3 C33 C40 C45 151.5(2) . . . . ?
P1 C1 C2 P2 -27.08(14) . . . . ?
P1 C1 C2 C21 90.4(2) . . . . ?
P1 C1 C2 C15 -141.5(2) . . . . ?
P1 C1 C9 C14 -117.8(2) . . . . ?
P1 C1 C9 C10 62.0(3) . . . . ?
P2 C2 C15 C20 -148.6(2) . . . . ?
P2 C2 C15 C16 35.9(3) . . . . ?
C3 C1 C2 P2 -141.7(2) . . . . ?
C3 C1 C2 C21 -24.2(3) . . . . ?
C3 C1 C2 C15 103.9(3) . . . . ?
C3 C1 C9 C14 3.6(3) . . . . ?
C3 C1 C9 C10 -176.6(2) . . . . ?
C3 C4 C5 C6 -0.2(4) . . . . ?
C3 C8 C7 C6 -0.1(5) . . . . ?
C1 C3 C4 C5 -171.5(3) . . . . ?
C1 C3 C8 C7 171.9(3) . . . . ?
C1 C2 C15 C20 -42.7(4) . . . . ?
C1 C2 C15 C16 141.8(3) . . . . ?
C1 C9 C14 C13 -179.0(3) . . . . ?
C1 C9 C10 C11 179.9(3) . . . . ?
C33 C33 C34 C35 48.0(3) 2_655 . . . ?
C33 C33 C34 C39 -132.8(2) 2_655 . . . ?
C33 C33 C40 C41 -144.6(2) 2_655 . . . ?
C33 C33 C40 C45 43.5(3) 2_655 . . . ?
C33 C34 C39 C38 -179.0(2) . . . . ?
C33 C40 C45 C44 170.4(3) . . . . ?
C35 C34 C39 C38 0.3(4) . . . . ?
C35 C36 C37 C38 -1.0(4) . . . . ?
C4 C3 C1 P1 -148.4(2) . . . . ?
C4 C3 C1 C2 -41.4(4) . . . . ?
C4 C3 C1 C9 88.2(3) . . . . ?
C4 C3 C8 C7 -2.1(4) . . . . ?
C4 C5 C6 C7 -2.1(4) . . . . ?
C34 C33 C40 C41 86.9(3) . . . . ?
C34 C33 C40 C45 -85.0(3) . . . . ?
C34 C35 C36 C37 1.2(4) . . . . ?
C34 C39 C38 C37 -0.1(4) . . . . ?
C21 C26 C25 C24 0.2(4) . . . . ?
C21 C2 C15 C20 87.2(3) . . . . ?
C21 C2 C15 C16 -88.2(3) . . . . ?
C21 C22 C23 C24 -0.8(4) . . . . ?
C26 C21 C2 P2 -115.4(2) . . . . ?
C26 C21 C2 C1 137.6(2) . . . . ?
C26 C21 C2 C15 7.0(3) . . . . ?
C26 C21 C22 C23 0.1(4) . . . . ?
C26 C25 C24 C23 -0.9(4) . . . . ?
C8 C3 C1 P1 38.0(3) . . . . ?
C8 C3 C1 C2 145.1(2) . . . . ?
C8 C3 C1 C9 -85.4(3) . . . . ?
C8 C3 C4 C5 2.2(4) . . . . ?
C5 C6 C7 C8 2.2(5) . . . . ?
C41 C40 C45 C44 -1.6(4) . . . . ?
C41 C42 C43 C44 -0.7(5) . . . . ?
C40 C33 C34 C35 178.8(2) . . . . ?
C40 C33 C34 C39 -1.9(3) . . . . ?
C40 C41 C42 C43 -0.1(5) . . . . ?
C40 C45 C44 C43 0.9(5) . . . . ?
C36 C35 C34 C33 178.4(3) . . . . ?
C36 C35 C34 C39 -0.8(4) . . . . ?
C39 C38 C37 C36 0.5(4) . . . . ?
C2 C1 C9 C14 135.0(3) . . . . ?
C2 C1 C9 C10 -45.3(3) . . . . ?
C2 C21 C26 C25 178.8(2) . . . . ?
C2 C21 C22 C23 -178.5(3) . . . . ?
C2 C15 C20 C19 -176.0(3) . . . . ?
C2 C15 C16 C17 175.7(3) . . . . ?
C15 C20 C19 C18 1.1(5) . . . . ?
C15 C16 C17 C18 -0.1(5) . . . . ?
C22 C21 C26 C25 0.2(4) . . . . ?
C22 C21 C2 P2 63.2(3) . . . . ?
C22 C21 C2 C1 -43.8(3) . . . . ?
C22 C21 C2 C15 -174.5(2) . . . . ?
C22 C23 C24 C25 1.2(4) . . . . ?
C9 C1 C2 P2 90.3(2) . . . . ?
C9 C1 C2 C21 -152.2(2) . . . . ?
C9 C1 C2 C15 -24.1(3) . . . . ?
C9 C14 C13 C12 -1.2(5) . . . . ?
C9 C10 C11 C12 -0.8(5) . . . . ?
C20 C15 C16 C17 0.0(5) . . . . ?
C20 C19 C18 C17 -1.2(5) . . . . ?
C14 C9 C10 C11 -0.3(4) . . . . ?
C14 C13 C12 C11 0.1(5) . . . . ?
C42 C41 C40 C33 -171.0(3) . . . . ?
C42 C41 C40 C45 1.2(4) . . . . ?
C42 C43 C44 C45 0.3(5) . . . . ?
C10 C9 C14 C13 1.2(4) . . . . ?
C10 C11 C12 C13 0.8(5) . . . . ?
C19 C18 C17 C16 0.7(6) . . . . ?
C16 C15 C20 C19 -0.5(4) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 -0.036 491.4 82.5 1.6(C4H20O)
2 0.000 0.154 0.750 23.3 0.0 ?
3 0.000 0.500 -0.786 550.5 110.5 2.1(C4H20O)
4 0.000 0.846 0.250 23.3 0.0 ?
5 0.500 0.500 -0.267 491.4 82.5 1.6(C4H20O)
6 0.500 0.000 -0.213 550.5 110.5 2.1(C4H20O)
7 0.500 0.346 0.250 23.3 0.0 ?
8 0.500 0.654 0.750 23.3 0.0 ?

_olex2_submission_special_instructions 'No special instructions were received'
