# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2023

####################################################################### 
# 
# 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_cu_20220921dth1070a_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 2260995'
loop_
_audit_author_name
_audit_author_address
'Wen Zhou and Benjamin S Gelfand'
;University of Calgary
Canada
;
_audit_update_record             
;
2023-05-05 deposited with the CCDC.	2023-06-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H10 Br2'
_chemical_formula_weight         434.12

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   21.1678(16)
_cell_length_b                   3.9227(3)
_cell_length_c                   19.2616(17)
_cell_angle_alpha                90
_cell_angle_beta                 108.626(7)
_cell_angle_gamma                90
_cell_volume                     1515.6(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3376
_cell_measurement_theta_min      4.41
_cell_measurement_theta_max      66.60

_exptl_crystal_description       Needle
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.903
_exptl_crystal_F_000             848
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.291
_exptl_crystal_size_mid          0.091
_exptl_crystal_size_min          0.042
_exptl_absorpt_coefficient_mu    6.752
_shelx_estimated_absorpt_T_min   0.244
_shelx_estimated_absorpt_T_max   0.765
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4756
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0867 before and 0.0581 after correction.
The Ratio of minimum to maximum transmission is 0.7962.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9160
_diffrn_reflns_av_unetI/netI     0.0612
_diffrn_reflns_av_R_equivalents  0.0607
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.202
_diffrn_reflns_theta_max         66.577
_diffrn_reflns_theta_full        66.577
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measured_fraction_theta_full 0.962
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_Laue_measured_fraction_full 0.962
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_point_group_measured_fraction_full 0.962
_reflns_number_total             2585
_reflns_number_gt                1950
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0794P)²+0.6262P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2585
_refine_ls_number_parameters     217
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0700
_refine_ls_R_factor_gt           0.0525
_refine_ls_wR_factor_ref         0.1445
_refine_ls_wR_factor_gt          0.1325
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C6 C 0.6155(2) 0.7236(12) 0.4296(2) 0.0341(10) Uani 1 1 d . . . . .
C7 C 0.6063(2) 0.6191(14) 0.4961(3) 0.0411(12) Uani 1 1 d . . . . .
H7 H 0.565370 0.656696 0.503134 0.049 Uiso 1 1 calc R U . . .
C8 C 0.6555(3) 0.4666(12) 0.5491(3) 0.0433(13) Uani 1 1 d . . . . .
H8 H 0.647606 0.398521 0.591896 0.052 Uiso 1 1 calc R U . . .
C9 C 0.7193(2) 0.4066(12) 0.5415(2) 0.0353(11) Uani 1 1 d . . . . .
C10 C 0.7306(2) 0.5047(11) 0.4756(2) 0.0324(10) Uani 1 1 d . . . . .
C11 C 0.7935(2) 0.4390(11) 0.4662(2) 0.0314(10) Uani 1 1 d . . . . .
C12 C 0.8442(2) 0.2847(12) 0.5233(3) 0.0381(11) Uani 1 1 d . . . . .
C13 C 0.8316(3) 0.1905(14) 0.5884(3) 0.0453(13) Uani 1 1 d . . . . .
H13 H 0.864933 0.085148 0.625878 0.054 Uiso 1 1 calc R U . . .
C14 C 0.7713(3) 0.2517(13) 0.5971(3) 0.0440(12) Uani 1 1 d . . . . .
H14 H 0.764322 0.189684 0.640708 0.053 Uiso 1 1 calc R U . . .
C15 C 0.9063(3) 0.2214(14) 0.5119(3) 0.0453(13) Uani 1 1 d . . . . .
H15 H 0.940128 0.118317 0.549327 0.054 Uiso 1 1 calc R U . . .
C16 C 0.9183(2) 0.3032(13) 0.4501(3) 0.0400(12) Uani 1 1 d . . . . .
H16 H 0.959663 0.255342 0.445203 0.048 Uiso 1 1 calc R U . . .
C17 C 0.8680(2) 0.4638(11) 0.3913(3) 0.0349(11) Uani 1 1 d . . . . .
C18 C 0.8780(2) 0.5604(12) 0.3256(3) 0.0373(11) Uani 1 1 d . . . . .
C19 C 0.8293(3) 0.7238(13) 0.2706(3) 0.0404(12) Uani 1 1 d . . . . .
H19 H 0.837545 0.788571 0.227878 0.048 Uiso 1 1 calc R U . . .
C20 C 0.7680(2) 0.7912(13) 0.2793(3) 0.0387(11) Uani 1 1 d . . . . .
H20 H 0.735419 0.900709 0.241752 0.046 Uiso 1 1 calc R U . . .
C21 C 0.7539(2) 0.6992(11) 0.3428(2) 0.0302(10) Uani 1 1 d . . . . .
C22 C 0.8050(2) 0.5367(10) 0.3997(2) 0.0303(10) Uani 1 1 d . . . . .
Br1 Br 0.48084(3) 0.97773(15) 0.38198(4) 0.0538(2) Uani 1 1 d . . . . .
C1 C 0.5659(2) 0.8856(13) 0.3725(3) 0.0371(11) Uani 1 1 d . . . . .
Br2 Br 0.95889(3) 0.46046(16) 0.30689(4) 0.0572(3) Uani 1 1 d . . . . .
C2 C 0.5765(3) 0.9869(12) 0.3087(3) 0.0416(12) Uani 1 1 d . . . . .
H2 H 0.542846 1.095743 0.272172 0.050 Uiso 1 1 calc R U . . .
C3 C 0.6376(2) 0.9258(12) 0.2991(3) 0.0368(11) Uani 1 1 d . . . . .
H3 H 0.644141 0.992805 0.255590 0.044 Uiso 1 1 calc R U . . .
C4 C 0.6892(2) 0.7677(11) 0.3525(2) 0.0315(10) Uani 1 1 d . . . . .
C5 C 0.6781(2) 0.6662(11) 0.4184(2) 0.0301(10) Uani 1 1 d . . . . .


_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
C6 C1 1.407(7) . ?
C6 C7 1.416(6) . ?
C6 C5 1.426(6) . ?
C7 C8 1.344(7) . ?
C7 H7 0.9300 . ?
C8 C9 1.424(7) . ?
C8 H8 0.9300 . ?
C9 C14 1.405(7) . ?
C9 C10 1.418(6) . ?
C10 C11 1.423(7) . ?
C10 C5 1.438(6) . ?
C11 C12 1.405(6) . ?
C11 C22 1.431(6) . ?
C12 C13 1.414(7) . ?
C12 C15 1.421(7) . ?
C13 C14 1.361(7) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C16 1.333(7) . ?
C15 H15 0.9300 . ?
C16 C17 1.430(7) . ?
C16 H16 0.9300 . ?
C17 C18 1.400(7) . ?
C17 C22 1.423(7) . ?
C18 C19 1.377(7) . ?
C18 Br2 1.900(5) . ?
C19 C20 1.385(7) . ?
C19 H19 0.9300 . ?
C20 C21 1.398(6) . ?
C20 H20 0.9300 . ?
C21 C22 1.421(6) . ?
C21 C4 1.465(6) . ?
Br1 C1 1.900(5) . ?
C1 C2 1.379(7) . ?
C2 C3 1.383(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.385(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.420(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
C1 C6 C7 123.5(4) . . ?
C1 C6 C5 116.9(4) . . ?
C7 C6 C5 119.6(4) . . ?
C8 C7 C6 121.3(5) . . ?
C8 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
C7 C8 C9 121.7(4) . . ?
C7 C8 H8 119.2 . . ?
C9 C8 H8 119.2 . . ?
C14 C9 C10 119.0(4) . . ?
C14 C9 C8 122.1(4) . . ?
C10 C9 C8 118.9(4) . . ?
C9 C10 C11 119.8(4) . . ?
C9 C10 C5 119.7(4) . . ?
C11 C10 C5 120.5(4) . . ?
C12 C11 C10 119.4(4) . . ?
C12 C11 C22 120.6(4) . . ?
C10 C11 C22 120.0(4) . . ?
C11 C12 C13 119.5(5) . . ?
C11 C12 C15 118.0(5) . . ?
C13 C12 C15 122.5(5) . . ?
C14 C13 C12 121.0(5) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C13 C14 C9 121.3(4) . . ?
C13 C14 H14 119.3 . . ?
C9 C14 H14 119.3 . . ?
C16 C15 C12 122.9(5) . . ?
C16 C15 H15 118.5 . . ?
C12 C15 H15 118.5 . . ?
C15 C16 C17 120.6(4) . . ?
C15 C16 H16 119.7 . . ?
C17 C16 H16 119.7 . . ?
C18 C17 C22 117.8(5) . . ?
C18 C17 C16 123.1(4) . . ?
C22 C17 C16 119.1(5) . . ?
C19 C18 C17 121.9(4) . . ?
C19 C18 Br2 116.7(4) . . ?
C17 C18 Br2 121.4(4) . . ?
C18 C19 C20 119.8(5) . . ?
C18 C19 H19 120.1 . . ?
C20 C19 H19 120.1 . . ?
C19 C20 C21 121.8(5) . . ?
C19 C20 H20 119.1 . . ?
C21 C20 H20 119.1 . . ?
C20 C21 C22 117.8(4) . . ?
C20 C21 C4 122.3(4) . . ?
C22 C21 C4 119.8(4) . . ?
C21 C22 C17 120.9(4) . . ?
C21 C22 C11 120.3(4) . . ?
C17 C22 C11 118.8(4) . . ?
C2 C1 C6 122.2(4) . . ?
C2 C1 Br1 117.4(4) . . ?
C6 C1 Br1 120.4(4) . . ?
C1 C2 C3 119.7(5) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 H2 120.1 . . ?
C2 C3 C4 121.8(4) . . ?
C2 C3 H3 119.1 . . ?
C4 C3 H3 119.1 . . ?
C3 C4 C5 118.2(4) . . ?
C3 C4 C21 122.4(4) . . ?
C5 C4 C21 119.4(4) . . ?
C4 C5 C6 121.2(4) . . ?
C4 C5 C10 120.0(4) . . ?
C6 C5 C10 118.8(4) . . ?

_refine_diff_density_max         1.062
_refine_diff_density_min         -0.478
_refine_diff_density_rms         0.132

####################################################################### 
# 
# 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_cu_20221028DTH1136B_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 2260996'
loop_
_audit_author_name
_audit_author_address
'Wen Zhou and Benjamin S Gelfand'
;University of Calgary
Canada
;
_audit_update_record             
;
2023-05-05 deposited with the CCDC.	2023-06-01 downloaded from the CCDC.
;
_audit_creation_date             2022-10-31
_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         'C28 H23 B O2'
_chemical_formula_sum            'C28 H23 B O2'
_chemical_formula_weight         402.27
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   15.3067(7)
_cell_length_b                   11.5984(5)
_cell_length_c                   12.9514(6)
_cell_angle_alpha                90
_cell_angle_beta                 111.338(3)
_cell_angle_gamma                90
_cell_volume                     2141.69(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3698
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      66.45
_cell_measurement_theta_min      4.92
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.594
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.6951
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0910 before and 0.0442 after correction.
The Ratio of minimum to maximum transmission is 0.9234.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Block
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.397
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.051
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0245
_diffrn_reflns_av_unetI/netI     0.0220
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14830
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        66.729
_diffrn_reflns_theta_max         66.729
_diffrn_reflns_theta_min         3.099
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2941
_reflns_number_total             3789
_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  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.173
_refine_diff_density_min         -0.164
_refine_diff_density_rms         0.032
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.211
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     284
_refine_ls_number_reflns         3789
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0578
_refine_ls_R_factor_gt           0.0461
_refine_ls_restrained_S_all      1.211
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1584
_refine_ls_wR_factor_ref         0.1699
_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:
 C2(H2), C7(H7), C8(H8), C12(H12), C13(H13), C14(H14), C17(H17), C18(H18),
 C20(H20), C22(H22), C1(H1)
2.b Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C26(H26A,H26B,H26C), C27(H27A,H27B,H27C), C28(H28A,H28B,
 H28C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
B1 B 0.14399(13) 0.46032(16) 0.25339(15) 0.0497(4) Uani 1 1 d . . . . .
O2 O 0.06135(8) 0.47094(10) 0.16630(10) 0.0612(4) Uani 1 1 d . . . . .
C2 C 0.65071(15) -0.00079(18) 0.4715(2) 0.0756(6) Uani 1 1 d . . . . .
H2 H 0.693518 -0.059283 0.476078 0.091 Uiso 1 1 calc R U . . .
C3 C 0.56079(14) -0.00291(15) 0.38369(16) 0.0628(5) Uani 1 1 d . . . . .
C4 C 0.49634(12) 0.08672(13) 0.37758(14) 0.0509(4) Uani 1 1 d . . . . .
C5 C 0.52111(11) 0.17674(13) 0.45869(13) 0.0487(4) Uani 1 1 d . . . . .
C6 C 0.61170(12) 0.17604(16) 0.54428(16) 0.0607(5) Uani 1 1 d . . . . .
C7 C 0.53406(18) -0.09119(16) 0.3040(2) 0.0764(6) Uani 1 1 d . . . . .
H7 H 0.575573 -0.151193 0.308404 0.092 Uiso 1 1 calc R U . . .
C8 C 0.44800(18) -0.09056(16) 0.21994(19) 0.0762(6) Uani 1 1 d . . . . .
H8 H 0.432063 -0.150077 0.168272 0.091 Uiso 1 1 calc R U . . .
C9 C 0.38307(15) -0.00084(15) 0.21054(15) 0.0615(5) Uani 1 1 d . . . . .
C10 C 0.40724(12) 0.08711(13) 0.29043(13) 0.0505(4) Uani 1 1 d . . . . .
C11 C 0.45681(11) 0.26622(13) 0.45529(13) 0.0467(4) Uani 1 1 d . . . . .
C12 C 0.48505(12) 0.35134(15) 0.53671(14) 0.0549(4) Uani 1 1 d . . . . .
H12 H 0.443546 0.410245 0.535777 0.066 Uiso 1 1 calc R U . . .
C13 C 0.57360(13) 0.35026(17) 0.61909(17) 0.0678(5) Uani 1 1 d . . . . .
H13 H 0.590896 0.408406 0.672160 0.081 Uiso 1 1 calc R U . . .
C14 C 0.63553(13) 0.26415(18) 0.62261(18) 0.0708(5) Uani 1 1 d . . . . .
H14 H 0.694670 0.264421 0.678340 0.085 Uiso 1 1 calc R U . . .
C15 C 0.34244(11) 0.17917(12) 0.28318(12) 0.0453(4) Uani 1 1 d . . . . .
C16 C 0.36518(11) 0.26720(12) 0.36490(12) 0.0439(4) Uani 1 1 d . . . . .
C17 C 0.29413(15) 0.00374(17) 0.12099(16) 0.0705(5) Uani 1 1 d . . . . .
H17 H 0.277366 -0.054885 0.068400 0.085 Uiso 1 1 calc R U . . .
C18 C 0.23464(14) 0.09160(16) 0.11201(15) 0.0643(5) Uani 1 1 d . . . . .
H18 H 0.178170 0.093572 0.051827 0.077 Uiso 1 1 calc R U . . .
C19 C 0.25554(12) 0.18203(13) 0.19212(13) 0.0518(4) Uani 1 1 d . . . . .
C20 C 0.19396(11) 0.27362(14) 0.18369(13) 0.0534(4) Uani 1 1 d . . . . .
H20 H 0.137842 0.276894 0.123069 0.064 Uiso 1 1 calc R U . . .
C21 C 0.21428(11) 0.35973(13) 0.26326(13) 0.0496(4) Uani 1 1 d . . . . .
C22 C 0.29943(11) 0.35466(13) 0.35291(12) 0.0479(4) Uani 1 1 d . . . . .
H22 H 0.312930 0.411819 0.406837 0.058 Uiso 1 1 calc R U . . .
C23 C 0.02272(12) 0.58331(15) 0.17642(15) 0.0584(4) Uani 1 1 d . . . . .
C24 C 0.07013(12) 0.60778(15) 0.30204(15) 0.0589(5) Uani 1 1 d . . . . .
C25 C -0.08279(13) 0.5758(2) 0.1310(2) 0.0860(7) Uani 1 1 d . . . . .
H25A H -0.108690 0.647910 0.142432 0.129 Uiso 1 1 calc R U . . .
H25B H -0.102450 0.515521 0.168525 0.129 Uiso 1 1 calc R U . . .
H25C H -0.104463 0.559118 0.053108 0.129 Uiso 1 1 calc R U . . .
C26 C 0.05464(18) 0.66588(19) 0.10530(18) 0.0845(6) Uani 1 1 d . . . . .
H26A H 0.036178 0.635998 0.031289 0.127 Uiso 1 1 calc R U . . .
H26B H 0.121645 0.673598 0.136348 0.127 Uiso 1 1 calc R U . . .
H26C H 0.026149 0.739959 0.103539 0.127 Uiso 1 1 calc R U . . .
C27 C 0.01733(17) 0.5536(2) 0.3696(2) 0.0928(8) Uani 1 1 d . . . . .
H27A H -0.039426 0.595959 0.357620 0.139 Uiso 1 1 calc R U . . .
H27B H 0.055966 0.555810 0.446926 0.139 Uiso 1 1 calc R U . . .
H27C H 0.002226 0.475028 0.346887 0.139 Uiso 1 1 calc R U . . .
C28 C 0.09139(15) 0.73223(18) 0.33434(18) 0.0796(6) Uani 1 1 d . . . . .
H28A H 0.127956 0.764365 0.294883 0.119 Uiso 1 1 calc R U . . .
H28B H 0.126029 0.737340 0.412634 0.119 Uiso 1 1 calc R U . . .
H28C H 0.033733 0.774350 0.316112 0.119 Uiso 1 1 calc R U . . .
O1 O 0.15830(8) 0.54496(11) 0.33001(10) 0.0629(4) Uani 1 1 d . . . . .
C1 C 0.67443(14) 0.08346(18) 0.5471(2) 0.0733(6) Uani 1 1 d . . . . .
H1 H 0.733392 0.081924 0.603146 0.088 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
B1 O2 1.360(2) . ?
B1 C21 1.560(2) . ?
B1 O1 1.356(2) . ?
O2 C23 1.457(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.432(3) . ?
C2 C1 1.337(3) . ?
C3 C4 1.415(2) . ?
C3 C7 1.405(3) . ?
C4 C5 1.431(2) . ?
C4 C10 1.419(2) . ?
C5 C6 1.426(2) . ?
C5 C11 1.420(2) . ?
C6 C14 1.392(3) . ?
C6 C1 1.432(2) . ?
C7 H7 0.9300 . ?
C7 C8 1.370(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.413(3) . ?
C9 C10 1.403(2) . ?
C9 C17 1.433(3) . ?
C10 C15 1.437(2) . ?
C11 C12 1.393(2) . ?
C11 C16 1.464(2) . ?
C12 H12 0.9300 . ?
C12 C13 1.387(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.366(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.420(2) . ?
C15 C19 1.421(2) . ?
C16 C22 1.397(2) . ?
C17 H17 0.9300 . ?
C17 C18 1.343(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.427(2) . ?
C19 C20 1.398(2) . ?
C20 H20 0.9300 . ?
C20 C21 1.387(2) . ?
C21 C22 1.396(2) . ?
C22 H22 0.9300 . ?
C23 C24 1.547(2) . ?
C23 C25 1.507(3) . ?
C23 C26 1.527(3) . ?
C24 C27 1.526(3) . ?
C24 C28 1.505(3) . ?
C24 O1 1.4587(19) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C1 H1 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 B1 C21 122.77(15) . . ?
O1 B1 O2 113.28(14) . . ?
O1 B1 C21 123.95(15) . . ?
B1 O2 C23 106.98(12) . . ?
C3 C2 H2 119.3 . . ?
C1 C2 H2 119.3 . . ?
C1 C2 C3 121.40(17) . . ?
C4 C3 C2 118.74(17) . . ?
C7 C3 C2 122.34(18) . . ?
C7 C3 C4 118.92(19) . . ?
C3 C4 C5 120.12(17) . . ?
C3 C4 C10 119.69(16) . . ?
C10 C4 C5 120.19(14) . . ?
C6 C5 C4 119.31(15) . . ?
C11 C5 C4 121.00(15) . . ?
C11 C5 C6 119.69(15) . . ?
C5 C6 C1 118.52(18) . . ?
C14 C6 C5 119.04(16) . . ?
C14 C6 C1 122.44(18) . . ?
C3 C7 H7 119.4 . . ?
C8 C7 C3 121.25(17) . . ?
C8 C7 H7 119.4 . . ?
C7 C8 H8 119.5 . . ?
C7 C8 C9 121.00(18) . . ?
C9 C8 H8 119.5 . . ?
C8 C9 C17 121.89(17) . . ?
C10 C9 C8 118.9(2) . . ?
C10 C9 C17 119.20(16) . . ?
C4 C10 C15 119.67(14) . . ?
C9 C10 C4 120.22(15) . . ?
C9 C10 C15 120.09(17) . . ?
C5 C11 C16 118.82(14) . . ?
C12 C11 C5 118.28(15) . . ?
C12 C11 C16 122.87(14) . . ?
C11 C12 H12 119.2 . . ?
C13 C12 C11 121.54(16) . . ?
C13 C12 H12 119.2 . . ?
C12 C13 H13 119.9 . . ?
C14 C13 C12 120.29(18) . . ?
C14 C13 H13 119.9 . . ?
C6 C14 H14 119.4 . . ?
C13 C14 C6 121.18(18) . . ?
C13 C14 H14 119.4 . . ?
C16 C15 C10 120.63(15) . . ?
C16 C15 C19 120.22(14) . . ?
C19 C15 C10 119.14(14) . . ?
C15 C16 C11 119.62(13) . . ?
C22 C16 C11 122.43(13) . . ?
C22 C16 C15 117.90(14) . . ?
C9 C17 H17 119.6 . . ?
C18 C17 C9 120.85(16) . . ?
C18 C17 H17 119.6 . . ?
C17 C18 H18 119.0 . . ?
C17 C18 C19 121.94(18) . . ?
C19 C18 H18 119.0 . . ?
C15 C19 C18 118.72(15) . . ?
C20 C19 C15 118.91(14) . . ?
C20 C19 C18 122.36(16) . . ?
C19 C20 H20 119.1 . . ?
C21 C20 C19 121.79(15) . . ?
C21 C20 H20 119.1 . . ?
C20 C21 B1 121.07(15) . . ?
C20 C21 C22 118.48(15) . . ?
C22 C21 B1 120.45(14) . . ?
C16 C22 H22 118.7 . . ?
C21 C22 C16 122.66(14) . . ?
C21 C22 H22 118.7 . . ?
O2 C23 C24 102.02(12) . . ?
O2 C23 C25 109.00(15) . . ?
O2 C23 C26 106.10(15) . . ?
C25 C23 C24 116.56(17) . . ?
C25 C23 C26 109.48(17) . . ?
C26 C23 C24 112.86(16) . . ?
C27 C24 C23 112.58(17) . . ?
C28 C24 C23 116.07(16) . . ?
C28 C24 C27 109.95(18) . . ?
O1 C24 C23 101.95(13) . . ?
O1 C24 C27 106.69(15) . . ?
O1 C24 C28 108.85(15) . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C23 C26 H26A 109.5 . . ?
C23 C26 H26B 109.5 . . ?
C23 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C24 C28 H28A 109.5 . . ?
C24 C28 H28B 109.5 . . ?
C24 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
B1 O1 C24 106.94(13) . . ?
C2 C1 C6 121.9(2) . . ?
C2 C1 H1 119.0 . . ?
C6 C1 H1 119.0 . . ?

_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_cu_20220910DTH1076A_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2260997'
loop_
_audit_author_name
_audit_author_address
'Wen Zhou and Benjamin S Gelfand'
;University of Calgary
Canada
;
_audit_update_record             
;
2023-05-05 deposited with the CCDC.	2023-06-01 downloaded from the CCDC.
;
_audit_creation_date             2022-09-14
_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         'C30 H28'
_chemical_formula_sum            'C30 H28'
_chemical_formula_weight         388.52
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   15.0647(14)
_cell_length_b                   6.2240(6)
_cell_length_c                   24.017(2)
_cell_angle_alpha                90
_cell_angle_beta                 106.798(7)
_cell_angle_gamma                90
_cell_volume                     2155.8(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1839
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      66.38
_cell_measurement_theta_min      3.11
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.504
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.6208
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1163 before and 0.0591 after correction.
The Ratio of minimum to maximum transmission is 0.8247.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   '(Sheldrich , 1996)'
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.197
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.444
_exptl_crystal_size_mid          0.111
_exptl_crystal_size_min          0.044
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0508
_diffrn_reflns_av_unetI/netI     0.0436
_diffrn_reflns_Laue_measured_fraction_full 0.975
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            16117
_diffrn_reflns_point_group_measured_fraction_full 0.975
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        66.653
_diffrn_reflns_theta_max         66.653
_diffrn_reflns_theta_min         3.111
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2438
_reflns_number_total             3729
_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  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.137
_refine_diff_density_min         -0.174
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.989
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     277
_refine_ls_number_reflns         3729
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0809
_refine_ls_R_factor_gt           0.0510
_refine_ls_restrained_S_all      0.989
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1454
_refine_ls_wR_factor_ref         0.1698
_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:
 C2(H2), C7(H7), C9(H9), C10(H10), C14(H14), C16(H16), C18(H18), C20(H20),
 C00K(H00K), C1(H1)
2.b Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C25(H25A,H25B,H25C), C27(H27A,H27B,
 H27C), C28(H28A,H28B,H28C), C29(H29A,H29B,H29C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
C2 C 0.49637(16) 0.5155(4) 0.09169(9) 0.0588(6) Uani 1 1 d . . . . .
H2 H 0.473871 0.544428 0.052105 0.071 Uiso 1 1 calc R U . . .
C3 C 0.47328(14) 0.6547(4) 0.13164(9) 0.0504(5) Uani 1 1 d . . . . .
C4 C 0.50804(13) 0.6089(3) 0.19171(8) 0.0436(5) Uani 1 1 d . . . . .
C5 C 0.56534(13) 0.4267(3) 0.21045(8) 0.0426(4) Uani 1 1 d . . . . .
C6 C 0.58737(14) 0.2899(4) 0.16952(9) 0.0492(5) Uani 1 1 d . . . . .
C7 C 0.64425(15) 0.1067(4) 0.18961(10) 0.0549(5) Uani 1 1 d . . . . .
H7 H 0.658143 0.014947 0.162737 0.066 Uiso 1 1 calc R U . . .
C8 C 0.60228(13) 0.3842(3) 0.27140(8) 0.0410(4) Uani 1 1 d . . . . .
C9 C 0.41576(16) 0.8394(4) 0.11387(10) 0.0606(6) Uani 1 1 d . . . . .
H9 H 0.394086 0.872970 0.074527 0.073 Uiso 1 1 calc R U . . .
C10 C 0.39222(16) 0.9659(4) 0.15285(10) 0.0597(6) Uani 1 1 d . . . . .
H10 H 0.354913 1.085364 0.139881 0.072 Uiso 1 1 calc R U . . .
C11 C 0.42346(14) 0.9201(3) 0.21389(9) 0.0507(5) Uani 1 1 d . . . . .
C12 C 0.48352(13) 0.7429(3) 0.23338(8) 0.0428(4) Uani 1 1 d . . . . .
C13 C 0.51722(13) 0.7000(3) 0.29363(8) 0.0418(4) Uani 1 1 d . . . . .
C14 C 0.48365(13) 0.8237(3) 0.33169(9) 0.0447(5) Uani 1 1 d . . . . .
H14 H 0.504539 0.793353 0.371256 0.054 Uiso 1 1 calc R U . . .
C15 C 0.41994(14) 0.9912(3) 0.31295(9) 0.0474(5) Uani 1 1 d . . . . .
C16 C 0.39346(15) 1.0400(4) 0.25437(10) 0.0544(5) Uani 1 1 d . . . . .
H16 H 0.354323 1.156487 0.241340 0.065 Uiso 1 1 calc R U . . .
C17 C 0.58263(13) 0.5208(3) 0.31353(8) 0.0401(4) Uani 1 1 d . . . . .
C18 C 0.62529(14) 0.4786(3) 0.37216(8) 0.0448(5) Uani 1 1 d . . . . .
H18 H 0.614401 0.571210 0.399853 0.054 Uiso 1 1 calc R U . . .
C19 C 0.68379(14) 0.3024(3) 0.39096(8) 0.0447(5) Uani 1 1 d . . . . .
C20 C 0.69956(14) 0.1665(3) 0.34920(9) 0.0488(5) Uani 1 1 d . . . . .
H20 H 0.737591 0.047329 0.361062 0.059 Uiso 1 1 calc R U . . .
C21 C 0.66014(13) 0.2028(3) 0.28992(9) 0.0443(5) Uani 1 1 d . . . . .
C22 C 0.73411(15) 0.2658(3) 0.45567(9) 0.0498(5) Uani 1 1 d . . . . .
C23 C 0.7328(2) 0.0262(4) 0.47099(11) 0.0765(8) Uani 1 1 d . . . . .
H23A H 0.764452 0.005903 0.511492 0.115 Uiso 1 1 calc R U . . .
H23B H 0.763325 -0.055283 0.447973 0.115 Uiso 1 1 calc R U . . .
H23C H 0.669763 -0.021523 0.463069 0.115 Uiso 1 1 calc R U . . .
C24 C 0.83440(16) 0.3408(5) 0.46704(10) 0.0701(7) Uani 1 1 d . . . . .
H24A H 0.868496 0.309382 0.506571 0.105 Uiso 1 1 calc R U . . .
H24B H 0.835423 0.492776 0.460483 0.105 Uiso 1 1 calc R U . . .
H24C H 0.862266 0.267190 0.441200 0.105 Uiso 1 1 calc R U . . .
C25 C 0.69145(18) 0.3925(4) 0.49629(9) 0.0632(6) Uani 1 1 d . . . . .
H25A H 0.723848 0.358876 0.535976 0.095 Uiso 1 1 calc R U . . .
H25B H 0.627272 0.354434 0.488533 0.095 Uiso 1 1 calc R U . . .
H25C H 0.696517 0.543656 0.489813 0.095 Uiso 1 1 calc R U . . .
C26 C 0.37459(15) 1.1009(3) 0.35528(11) 0.0528(5) Uani 1 1 d . . . . .
C27 C 0.2837(2) 0.9860(5) 0.35102(14) 0.0828(9) Uani 1 1 d . . . . .
H27A H 0.254913 1.049672 0.377821 0.124 Uiso 1 1 calc R U . . .
H27B H 0.295791 0.836860 0.360400 0.124 Uiso 1 1 calc R U . . .
H27C H 0.243187 0.998926 0.312149 0.124 Uiso 1 1 calc R U . . .
C28 C 0.4354(2) 1.0905(7) 0.41831(13) 0.1144(15) Uani 1 1 d . . . . .
H28A H 0.408398 1.176925 0.442270 0.172 Uiso 1 1 calc R U . . .
H28B H 0.496222 1.143872 0.420693 0.172 Uiso 1 1 calc R U . . .
H28C H 0.439931 0.944350 0.431573 0.172 Uiso 1 1 calc R U . . .
C29 C 0.3526(2) 1.3363(4) 0.33941(15) 0.0959(11) Uani 1 1 d . . . . .
H29A H 0.408699 1.411005 0.340257 0.144 Uiso 1 1 calc R U . . .
H29B H 0.325283 1.400498 0.366899 0.144 Uiso 1 1 calc R U . . .
H29C H 0.309899 1.345412 0.301091 0.144 Uiso 1 1 calc R U . . .
C00K C 0.67832(15) 0.0639(3) 0.24684(9) 0.0528(5) Uani 1 1 d . . . . .
H00K H 0.714376 -0.058266 0.258649 0.063 Uiso 1 1 calc R U . . .
C1 C 0.55060(16) 0.3405(4) 0.10964(9) 0.0582(6) Uani 1 1 d . . . . .
H1 H 0.564053 0.251478 0.082052 0.070 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
C2 H2 0.9300 . ?
C2 C3 1.409(3) . ?
C2 C1 1.355(3) . ?
C3 C4 1.415(3) . ?
C3 C9 1.428(3) . ?
C4 C5 1.417(3) . ?
C4 C12 1.431(3) . ?
C5 C6 1.411(3) . ?
C5 C8 1.432(2) . ?
C6 C7 1.424(3) . ?
C6 C1 1.419(3) . ?
C7 H7 0.9300 . ?
C7 C00K 1.348(3) . ?
C8 C17 1.417(3) . ?
C8 C21 1.417(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.347(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.433(3) . ?
C11 C12 1.417(3) . ?
C11 C16 1.400(3) . ?
C12 C13 1.414(2) . ?
C13 C14 1.397(3) . ?
C13 C17 1.473(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.401(3) . ?
C15 C16 1.381(3) . ?
C15 C26 1.539(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.393(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.397(3) . ?
C19 C20 1.384(3) . ?
C19 C22 1.537(2) . ?
C20 H20 0.9300 . ?
C20 C21 1.394(3) . ?
C21 C00K 1.434(3) . ?
C22 C23 1.537(3) . ?
C22 C24 1.529(3) . ?
C22 C25 1.533(3) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 C27 1.521(3) . ?
C26 C28 1.528(3) . ?
C26 C29 1.526(3) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C00K H00K 0.9300 . ?
C1 H1 0.9300 . ?

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
C3 C2 H2 119.2 . . ?
C1 C2 H2 119.2 . . ?
C1 C2 C3 121.5(2) . . ?
C2 C3 C4 118.6(2) . . ?
C2 C3 C9 122.6(2) . . ?
C4 C3 C9 118.7(2) . . ?
C3 C4 C5 119.83(19) . . ?
C3 C4 C12 120.1(2) . . ?
C5 C4 C12 120.07(18) . . ?
C4 C5 C8 119.58(18) . . ?
C6 C5 C4 120.40(18) . . ?
C6 C5 C8 120.02(19) . . ?
C5 C6 C7 119.14(19) . . ?
C5 C6 C1 118.1(2) . . ?
C1 C6 C7 122.8(2) . . ?
C6 C7 H7 119.4 . . ?
C00K C7 C6 121.2(2) . . ?
C00K C7 H7 119.4 . . ?
C17 C8 C5 121.28(18) . . ?
C21 C8 C5 119.35(18) . . ?
C21 C8 C17 119.37(18) . . ?
C3 C9 H9 119.3 . . ?
C10 C9 C3 121.4(2) . . ?
C10 C9 H9 119.3 . . ?
C9 C10 H10 119.3 . . ?
C9 C10 C11 121.4(2) . . ?
C11 C10 H10 119.3 . . ?
C12 C11 C10 118.8(2) . . ?
C16 C11 C10 121.9(2) . . ?
C16 C11 C12 119.26(19) . . ?
C11 C12 C4 119.47(18) . . ?
C13 C12 C4 121.11(18) . . ?
C13 C12 C11 119.42(19) . . ?
C12 C13 C17 118.94(18) . . ?
C14 C13 C12 118.35(18) . . ?
C14 C13 C17 122.64(17) . . ?
C13 C14 H14 118.5 . . ?
C13 C14 C15 122.97(19) . . ?
C15 C14 H14 118.5 . . ?
C14 C15 C26 120.79(19) . . ?
C16 C15 C14 117.4(2) . . ?
C16 C15 C26 121.54(19) . . ?
C11 C16 H16 118.9 . . ?
C15 C16 C11 122.30(19) . . ?
C15 C16 H16 118.9 . . ?
C8 C17 C13 118.73(17) . . ?
C18 C17 C8 118.54(18) . . ?
C18 C17 C13 122.73(18) . . ?
C17 C18 H18 118.7 . . ?
C17 C18 C19 122.57(19) . . ?
C19 C18 H18 118.7 . . ?
C18 C19 C22 121.59(18) . . ?
C20 C19 C18 118.02(18) . . ?
C20 C19 C22 120.29(18) . . ?
C19 C20 H20 119.0 . . ?
C19 C20 C21 121.95(19) . . ?
C21 C20 H20 119.0 . . ?
C8 C21 C00K 118.83(19) . . ?
C20 C21 C8 119.46(18) . . ?
C20 C21 C00K 121.69(19) . . ?
C19 C22 C23 110.44(18) . . ?
C24 C22 C19 107.97(18) . . ?
C24 C22 C23 109.5(2) . . ?
C24 C22 C25 107.69(19) . . ?
C25 C22 C19 113.12(17) . . ?
C25 C22 C23 108.1(2) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C27 C26 C15 108.04(19) . . ?
C27 C26 C28 108.5(3) . . ?
C27 C26 C29 107.9(2) . . ?
C28 C26 C15 112.5(2) . . ?
C29 C26 C15 111.5(2) . . ?
C29 C26 C28 108.2(3) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C7 C00K C21 121.4(2) . . ?
C7 C00K H00K 119.3 . . ?
C21 C00K H00K 119.3 . . ?
C2 C1 C6 121.6(2) . . ?
C2 C1 H1 119.2 . . ?
C6 C1 H1 119.2 . . ?

_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_cu_20221102dth1138a_0m_4_a
_database_code_depnum_ccdc_archive 'CCDC 2261000'
loop_
_audit_author_name
_audit_author_address
'Wen Zhou and Benjamin S Gelfand'
;University of Calgary
Canada
;
_audit_update_record             
;
2023-05-05 deposited with the CCDC.	2023-06-01 downloaded from the CCDC.
;
_audit_creation_date             2022-11-10
_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         'C32 H30 O'
_chemical_formula_sum            'C32 H30 O'
_chemical_formula_weight         430.56
_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 0.0192 0.0096 '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 0.0517 0.0336 '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                   13.7532(11)
_cell_length_b                   23.8270(13)
_cell_length_c                   22.2628(15)
_cell_angle_alpha                90
_cell_angle_beta                 107.012(6)
_cell_angle_gamma                90
_cell_volume                     6976.2(9)
_cell_formula_units_Z            12
_cell_measurement_reflns_used    2045
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      66.70
_cell_measurement_theta_min      2.78
_shelx_estimated_absorpt_T_max   0.975
_shelx_estimated_absorpt_T_min   0.838
_exptl_absorpt_coefficient_mu    0.527
_exptl_absorpt_correction_T_max  0.752819
_exptl_absorpt_correction_T_min  0.414854
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.
 
For component 2:
 wR2(int) was 0.1256 before and 0.0969 after correction.

Final HKLF 4 output contains 56850 reflections, Rint = 0.1818
 (2930 with I > 3sig(I), Rint = 0.0516)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.230
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Plate
_exptl_crystal_F_000             2760
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1.00 -1.00 0.00 0.1080
1.00 1.00 0.00 0.1270
0.00 0.00 -1.00 0.0280
0.00 0.00 1.00 0.0270
0.00 -1.00 0.00 0.0240
0.00 1.00 0.00 0.0180

_exptl_crystal_size_max          0.348
_exptl_crystal_size_mid          0.057
_exptl_crystal_size_min          0.049
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0516
_diffrn_reflns_av_unetI/netI     0.2479
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_l_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_number            12158
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        66.595
_diffrn_reflns_theta_max         66.595
_diffrn_reflns_theta_min         2.783
_diffrn_ambient_temperature      173.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4310
_reflns_number_total             12158
_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  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.928
_refine_diff_density_min         -0.441
_refine_diff_density_rms         0.128
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.988
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     933
_refine_ls_number_reflns         12158
_refine_ls_number_restraints     40
_refine_ls_R_factor_all          0.2871
_refine_ls_R_factor_gt           0.1407
_refine_ls_restrained_S_all      0.988
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1996P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3304
_refine_ls_wR_factor_ref         0.4043
_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. Uiso/Uaniso restraints and constraints
Uanis(O2) \\sim Ueq, Uanis(O5) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
Uanis(O1) \\sim Ueq, Uanis(O4) \\sim Ueq, Uanis(O3) \\sim Ueq, Uanis(C72) \\sim
Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
3. Others
 Sof(O4)=1-FVAR(1)
 Sof(O2)=FVAR(1)
 Sof(O5)=1-FVAR(2)
 Sof(O3)=FVAR(2)
4.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6), C7(H7), C9(H9), C10(H10), C17(H17), C19(H19), C22(H22),
 C24(H24), C36(H36), C38(H38), C39(H39), C41(H41), C42(H42), C49(H49), C51(H51),
  C54(H54), C56(H56), C68(H68), C70(H70), C71(H71), C73(H73), C74(H74),
 C81(H81), C83(H83), C86(H86), C88(H88)
4.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C26(H26A,H26B,H26C), C27(H27A,H27B,H27C), C28(H28A,H28B,
 H28C), C30(H30A,H30B,H30C), C31(H31A,H31B,H31C), C32(H32A,H32B,H32C), C33(H33A,
 H33B,H33C), C58(H58A,H58B,H58C), C59(H59A,H59B,H59C), C60(H60A,H60B,H60C),
 C62(H62A,H62B,H62C), C63(H63A,H63B,H63C), C64(H64A,H64B,H64C), C65(H65A,H65B,
 H65C), C90(H90A,H90B,H90C), C91(H91A,H91B,H91C), C92(H92A,H92B,H92C), C94(H94A,
 H94B,H94C), C95(H95A,H95B,H95C), C96(H96A,H96B,H96C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 0.7606(6) 0.9144(4) 0.4526(5) 0.102(3) Uani 1 1 d . U . . .
C1 C 0.7251(7) 0.9866(3) 0.3771(4) 0.043(2) Uani 1 1 d . . . . .
H1A H 0.720368 1.024846 0.389579 0.064 Uiso 1 1 calc R U . . .
H1B H 0.680224 0.981002 0.335481 0.064 Uiso 1 1 calc R U . . .
H1C H 0.793723 0.978762 0.377381 0.064 Uiso 1 1 calc R U . . .
O2 O 0.481(3) 0.5530(11) 0.2523(9) 0.022(7) Uani 0.44(12) 1 d . U P A 1
C2 C 0.6949(9) 0.9473(3) 0.4228(4) 0.051(3) Uani 1 1 d . . . . .
O3 O 0.986(3) 0.4334(3) 0.7456(4) 0.053(6) Uani 0.84(7) 1 d . U P B 1
C3 C 0.5910(6) 0.9515(3) 0.4304(3) 0.0241(17) Uani 1 1 d . . . . .
O4 O 0.516(6) 0.5588(10) 0.2519(8) 0.055(7) Uani 0.56(12) 1 d . U P A 2
C4 C 0.5210(8) 0.9827(3) 0.3882(4) 0.042(2) Uani 1 1 d . . . . .
H4 H 0.541009 1.002510 0.357818 0.050 Uiso 1 1 calc R U . . .
O5 O 1.036(6) 0.4332(17) 0.7447(16) 0.017(13) Uani 0.16(7) 1 d . U P B 2
C5 C 0.4178(6) 0.9864(3) 0.3887(3) 0.0286(18) Uani 1 1 d . . . . .
C6 C 0.3458(7) 1.0172(3) 0.3424(4) 0.040(2) Uani 1 1 d . . . . .
H6 H 0.365398 1.035749 0.310995 0.047 Uiso 1 1 calc R U . . .
C7 C 0.2470(7) 1.0198(4) 0.3437(4) 0.042(2) Uani 1 1 d . . . . .
H7 H 0.200230 1.040754 0.313325 0.051 Uiso 1 1 calc R U . . .
C8 C 0.2157(6) 0.9925(3) 0.3882(4) 0.0317(19) Uani 1 1 d . . . . .
C9 C 0.1122(8) 0.9947(4) 0.3909(4) 0.051(3) Uani 1 1 d . . . . .
H9 H 0.065855 1.017451 0.362474 0.061 Uiso 1 1 calc R U . . .
C10 C 0.0809(7) 0.9658(4) 0.4317(4) 0.044(2) Uani 1 1 d . . . . .
H10 H 0.012547 0.968025 0.429882 0.053 Uiso 1 1 calc R U . . .
C11 C 0.1467(7) 0.9308(4) 0.4796(4) 0.041(2) Uani 1 1 d . . . . .
C12 C 0.2517(6) 0.9284(3) 0.4771(3) 0.0317(19) Uani 1 1 d . . . . .
C13 C 0.2830(6) 0.9587(3) 0.4342(3) 0.0329(19) Uani 1 1 d . . . . .
C14 C 0.3852(7) 0.9569(3) 0.4335(3) 0.032(2) Uani 1 1 d . . . . .
C15 C 0.4579(6) 0.9230(3) 0.4790(3) 0.0280(18) Uani 1 1 d . . . . .
C16 C 0.5624(6) 0.9194(3) 0.4775(3) 0.0310(19) Uani 1 1 d . . . . .
C17 C 0.6308(6) 0.8864(3) 0.5234(3) 0.0255(17) Uani 1 1 d . . . . .
H17 H 0.698691 0.884936 0.524173 0.031 Uiso 1 1 calc R U . . .
C18 C 0.5989(6) 0.8554(3) 0.5685(4) 0.034(2) Uani 1 1 d . . . . .
C19 C 0.5005(7) 0.8589(3) 0.5697(4) 0.036(2) Uani 1 1 d . . . . .
H19 H 0.480941 0.839340 0.600365 0.043 Uiso 1 1 calc R U . . .
C20 C 0.4265(6) 0.8918(3) 0.5251(3) 0.0306(19) Uani 1 1 d . . . . .
C21 C 0.3198(6) 0.8950(3) 0.5251(3) 0.0321(19) Uani 1 1 d . . . . .
C22 C 0.2807(7) 0.8639(3) 0.5672(4) 0.038(2) Uani 1 1 d . . . . .
H22 H 0.325024 0.841235 0.596895 0.046 Uiso 1 1 calc R U . . .
C23 C 0.1766(7) 0.8659(3) 0.5663(4) 0.036(2) Uani 1 1 d . . . . .
C24 C 0.1151(6) 0.8992(3) 0.5228(3) 0.0303(18) Uani 1 1 d . . . . .
H24 H 0.046980 0.901164 0.521484 0.036 Uiso 1 1 calc R U . . .
C25 C 0.1488(7) 0.8295(4) 0.6125(4) 0.045(2) Uani 1 1 d . . . . .
C26 C 0.1511(8) 0.7666(4) 0.5958(5) 0.061(3) Uani 1 1 d . . . . .
H26A H 0.219444 0.752821 0.611176 0.092 Uiso 1 1 calc R U . . .
H26B H 0.127134 0.762129 0.551068 0.092 Uiso 1 1 calc R U . . .
H26C H 0.108004 0.745938 0.614919 0.092 Uiso 1 1 calc R U . . .
C27 C 0.0340(8) 0.8426(5) 0.6109(5) 0.066(3) Uani 1 1 d . . . . .
H27A H 0.012994 0.816505 0.637491 0.100 Uiso 1 1 calc R U . . .
H27B H -0.009472 0.839071 0.568630 0.100 Uiso 1 1 calc R U . . .
H27C H 0.029712 0.880144 0.625615 0.100 Uiso 1 1 calc R U . . .
C28 C 0.2099(9) 0.8388(6) 0.6798(4) 0.089(4) Uani 1 1 d . . . . .
H28A H 0.180250 0.817990 0.706918 0.133 Uiso 1 1 calc R U . . .
H28B H 0.210041 0.878067 0.689620 0.133 Uiso 1 1 calc R U . . .
H28C H 0.278498 0.826367 0.685822 0.133 Uiso 1 1 calc R U . . .
C29 C 0.6696(6) 0.8171(3) 0.6152(3) 0.0281(18) Uani 1 1 d . . . . .
C30 C 0.6396(7) 0.7557(3) 0.5968(4) 0.043(2) Uani 1 1 d . . . . .
H30A H 0.685215 0.730877 0.625763 0.065 Uiso 1 1 calc R U . . .
H30B H 0.643486 0.748736 0.555091 0.065 Uiso 1 1 calc R U . . .
H30C H 0.571321 0.749128 0.598092 0.065 Uiso 1 1 calc R U . . .
C31 C 0.7819(7) 0.8227(4) 0.6137(4) 0.055(3) Uani 1 1 d . . . . .
H31A H 0.805208 0.860375 0.624799 0.082 Uiso 1 1 calc R U . . .
H31B H 0.785541 0.814375 0.572258 0.082 Uiso 1 1 calc R U . . .
H31C H 0.823990 0.796933 0.643193 0.082 Uiso 1 1 calc R U . . .
C32 C 0.6705(8) 0.8267(4) 0.6818(4) 0.060(3) Uani 1 1 d . . . . .
H32A H 0.721995 0.803697 0.709200 0.090 Uiso 1 1 calc R U . . .
H32B H 0.605322 0.817089 0.686467 0.090 Uiso 1 1 calc R U . . .
H32C H 0.684793 0.865495 0.692426 0.090 Uiso 1 1 calc R U . . .
C33 C 0.5038(7) 0.6455(3) 0.2954(4) 0.038(2) Uani 1 1 d . . . . .
H33A H 0.485353 0.656042 0.251877 0.058 Uiso 1 1 calc R U . . .
H33B H 0.566438 0.663600 0.317510 0.058 Uiso 1 1 calc R U . . .
H33C H 0.451194 0.656849 0.313161 0.058 Uiso 1 1 calc R U . . .
C34 C 0.5172(6) 0.5829(3) 0.3010(3) 0.0284(18) Uani 1 1 d . . . . .
C35 C 0.5501(6) 0.5562(3) 0.3644(3) 0.0234(16) Uani 1 1 d . . . . .
C36 C 0.5687(5) 0.5916(3) 0.4159(3) 0.0255(17) Uani 1 1 d . . . . .
H36 H 0.559358 0.630017 0.409170 0.031 Uiso 1 1 calc R U . . .
C37 C 0.6011(6) 0.5715(3) 0.4781(3) 0.0233(17) Uani 1 1 d . . . . .
C38 C 0.6197(5) 0.6095(3) 0.5289(3) 0.0256(17) Uani 1 1 d . . . . .
H38 H 0.610293 0.647835 0.521288 0.031 Uiso 1 1 calc R U . . .
C39 C 0.6519(6) 0.5898(3) 0.5902(3) 0.0273(17) Uani 1 1 d . . . . .
H39 H 0.663068 0.615026 0.623380 0.033 Uiso 1 1 calc R U . . .
C40 C 0.6677(5) 0.5325(3) 0.6029(3) 0.0222(16) Uani 1 1 d . . . . .
C41 C 0.7017(5) 0.5109(3) 0.6660(3) 0.0249(17) Uani 1 1 d . . . . .
H41 H 0.714003 0.535613 0.699717 0.030 Uiso 1 1 calc R U . . .
C42 C 0.7157(5) 0.4562(3) 0.6767(3) 0.0244(17) Uani 1 1 d . . . . .
H42 H 0.736726 0.443641 0.718103 0.029 Uiso 1 1 calc R U . . .
C43 C 0.6997(5) 0.4157(3) 0.6270(3) 0.0227(16) Uani 1 1 d . . . . .
C44 C 0.6659(5) 0.4353(3) 0.5644(3) 0.0210(16) Uani 1 1 d . . . . .
C45 C 0.6515(5) 0.4937(3) 0.5528(3) 0.0193(15) Uani 1 1 d . . . . .
C46 C 0.6175(5) 0.5141(3) 0.4898(3) 0.0194(15) Uani 1 1 d . . . . .
C47 C 0.5994(5) 0.4752(3) 0.4381(3) 0.0213(16) Uani 1 1 d . . . . .
C48 C 0.5657(6) 0.4961(3) 0.3745(3) 0.0251(17) Uani 1 1 d . . . . .
C49 C 0.5478(5) 0.4569(3) 0.3258(3) 0.0209(16) Uani 1 1 d . . . . .
H49 H 0.525484 0.469725 0.284551 0.025 Uiso 1 1 calc R U . . .
C50 C 0.5617(5) 0.3994(3) 0.3361(3) 0.0222(16) Uani 1 1 d . . . . .
C51 C 0.5943(6) 0.3812(3) 0.3975(3) 0.0259(17) Uani 1 1 d . . . . .
H51 H 0.603377 0.342920 0.405033 0.031 Uiso 1 1 calc R U . . .
C52 C 0.6140(5) 0.4171(3) 0.4486(3) 0.0214(16) Uani 1 1 d . . . . .
C53 C 0.6473(5) 0.3962(3) 0.5137(3) 0.0227(16) Uani 1 1 d . . . . .
C54 C 0.6619(6) 0.3399(3) 0.5290(3) 0.0269(17) Uani 1 1 d . . . . .
H54 H 0.650678 0.314118 0.496343 0.032 Uiso 1 1 calc R U . . .
C55 C 0.6926(6) 0.3195(3) 0.5905(3) 0.0259(17) Uani 1 1 d . . . . .
C56 C 0.7117(6) 0.3581(3) 0.6380(3) 0.0270(17) Uani 1 1 d . . . . .
H56 H 0.733500 0.345438 0.679281 0.032 Uiso 1 1 calc R U . . .
C57 C 0.7033(7) 0.2558(3) 0.6011(4) 0.0343(19) Uani 1 1 d . . . . .
C58 C 0.7385(7) 0.2414(3) 0.6717(4) 0.043(2) Uani 1 1 d . . . . .
H58A H 0.744660 0.201456 0.676812 0.064 Uiso 1 1 calc R U . . .
H58B H 0.689613 0.255196 0.691215 0.064 Uiso 1 1 calc R U . . .
H58C H 0.803286 0.258650 0.690889 0.064 Uiso 1 1 calc R U . . .
C59 C 0.7809(8) 0.2321(3) 0.5722(4) 0.049(2) Uani 1 1 d . . . . .
H59A H 0.756151 0.235420 0.527272 0.074 Uiso 1 1 calc R U . . .
H59B H 0.792503 0.193268 0.583462 0.074 Uiso 1 1 calc R U . . .
H59C H 0.843510 0.252524 0.587337 0.074 Uiso 1 1 calc R U . . .
C60 C 0.5972(8) 0.2289(3) 0.5735(4) 0.060(3) Uani 1 1 d . . . . .
H60A H 0.574181 0.235074 0.528988 0.091 Uiso 1 1 calc R U . . .
H60B H 0.550043 0.245663 0.592646 0.091 Uiso 1 1 calc R U . . .
H60C H 0.601449 0.189331 0.581899 0.091 Uiso 1 1 calc R U . . .
C61 C 0.5380(6) 0.3603(3) 0.2777(4) 0.0331(19) Uani 1 1 d . . . . .
C62 C 0.5618(8) 0.2991(3) 0.2972(4) 0.055(3) Uani 1 1 d . . . . .
H62A H 0.546972 0.275827 0.260384 0.082 Uiso 1 1 calc R U . . .
H62B H 0.520930 0.287385 0.323270 0.082 Uiso 1 1 calc R U . . .
H62C H 0.632456 0.295534 0.320147 0.082 Uiso 1 1 calc R U . . .
C63 C 0.4274(7) 0.3662(5) 0.2413(4) 0.064(3) Uani 1 1 d . . . . .
H63A H 0.412547 0.404896 0.230188 0.096 Uiso 1 1 calc R U . . .
H63B H 0.386006 0.353642 0.266667 0.096 Uiso 1 1 calc R U . . .
H63C H 0.413122 0.343941 0.203788 0.096 Uiso 1 1 calc R U . . .
C64 C 0.6042(8) 0.3765(3) 0.2364(4) 0.050(3) Uani 1 1 d . . . . .
H64A H 0.582635 0.356128 0.197606 0.075 Uiso 1 1 calc R U . . .
H64B H 0.673863 0.367673 0.257701 0.075 Uiso 1 1 calc R U . . .
H64C H 0.597872 0.416092 0.227907 0.075 Uiso 1 1 calc R U . . .
C65 C 0.9965(7) 0.3455(3) 0.7004(4) 0.041(2) Uani 1 1 d . . . . .
H65A H 0.933467 0.327272 0.679435 0.062 Uiso 1 1 calc R U . . .
H65B H 1.018331 0.334259 0.743655 0.062 Uiso 1 1 calc R U . . .
H65C H 1.047161 0.335078 0.680545 0.062 Uiso 1 1 calc R U . . .
C66 C 0.9815(6) 0.4091(3) 0.6963(3) 0.0311(18) Uani 1 1 d . . . . .
C67 C 0.9472(5) 0.4360(3) 0.6339(3) 0.0213(16) Uani 1 1 d . . . . .
C68 C 0.9301(5) 0.4033(3) 0.5826(3) 0.0277(18) Uani 1 1 d . . . . .
H68 H 0.941090 0.364899 0.588380 0.033 Uiso 1 1 calc R U . . .
C69 C 0.8963(5) 0.4241(3) 0.5201(3) 0.0222(16) Uani 1 1 d . . . . .
C70 C 0.8789(6) 0.3881(3) 0.4682(4) 0.0326(19) Uani 1 1 d . . . . .
H70 H 0.889098 0.349730 0.474600 0.039 Uiso 1 1 calc R U . . .
C71 C 0.8463(5) 0.4093(3) 0.4067(3) 0.0269(17) Uani 1 1 d . . . . .
H71 H 0.834751 0.384982 0.372726 0.032 Uiso 1 1 calc R U . . .
C72 C 0.8310(5) 0.4670(3) 0.3965(3) 0.0260(17) Uani 1 1 d . U . . .
C73 C 0.7974(6) 0.4910(3) 0.3346(3) 0.0320(19) Uani 1 1 d . . . . .
H73 H 0.784408 0.467540 0.299757 0.038 Uiso 1 1 calc R U . . .
C74 C 0.7843(6) 0.5466(3) 0.3259(3) 0.034(2) Uani 1 1 d . . . . .
H74 H 0.762735 0.560763 0.285230 0.040 Uiso 1 1 calc R U . . .
C75 C 0.8027(5) 0.5846(3) 0.3777(3) 0.0258(17) Uani 1 1 d . . . . .
C76 C 0.8338(5) 0.5630(3) 0.4395(3) 0.0230(16) Uani 1 1 d . . . . .
C77 C 0.8498(5) 0.5043(3) 0.4493(3) 0.0204(16) Uani 1 1 d . . . . .
C78 C 0.8826(5) 0.4825(3) 0.5113(3) 0.0213(16) Uani 1 1 d . . . . .
C79 C 0.9010(5) 0.5190(3) 0.5645(3) 0.0213(16) Uani 1 1 d . . . . .
C80 C 0.9348(5) 0.4968(3) 0.6267(3) 0.0206(16) Uani 1 1 d . . . . .
C81 C 0.9549(5) 0.5341(3) 0.6764(3) 0.0223(16) Uani 1 1 d . . . . .
H81 H 0.978365 0.519650 0.716888 0.027 Uiso 1 1 calc R U . . .
C82 C 0.9423(5) 0.5925(3) 0.6695(3) 0.0237(16) Uani 1 1 d . . . . .
C83 C 0.9075(5) 0.6131(3) 0.6082(3) 0.0264(17) Uani 1 1 d . . . . .
H83 H 0.896572 0.651470 0.601989 0.032 Uiso 1 1 calc R U . . .
C84 C 0.8882(5) 0.5772(3) 0.5552(3) 0.0201(16) Uani 1 1 d . . . . .
C85 C 0.8537(5) 0.6018(3) 0.4912(3) 0.0222(16) Uani 1 1 d . . . . .
C86 C 0.8412(6) 0.6578(3) 0.4783(3) 0.0281(18) Uani 1 1 d . . . . .
H86 H 0.854487 0.682643 0.511964 0.034 Uiso 1 1 calc R U . . .
C87 C 0.8096(5) 0.6800(3) 0.4176(3) 0.0276(18) Uani 1 1 d . . . . .
C88 C 0.7931(6) 0.6427(3) 0.3676(3) 0.0319(19) Uani 1 1 d . . . . .
H88 H 0.775284 0.656533 0.326760 0.038 Uiso 1 1 calc R U . . .
C89 C 0.7961(7) 0.7436(3) 0.4077(4) 0.040(2) Uani 1 1 d . . . . .
C90 C 0.7079(9) 0.7629(4) 0.4292(4) 0.062(3) Uani 1 1 d . . . . .
H90A H 0.706072 0.803144 0.429487 0.093 Uiso 1 1 calc R U . . .
H90B H 0.715398 0.748995 0.470789 0.093 Uiso 1 1 calc R U . . .
H90C H 0.645801 0.748801 0.401042 0.093 Uiso 1 1 calc R U . . .
C91 C 0.8964(8) 0.7733(4) 0.4454(5) 0.091(5) Uani 1 1 d . . . . .
H91A H 0.953059 0.756112 0.435541 0.136 Uiso 1 1 calc R U . . .
H91B H 0.904854 0.769710 0.489565 0.136 Uiso 1 1 calc R U . . .
H91C H 0.893176 0.812302 0.434229 0.136 Uiso 1 1 calc R U . . .
C92 C 0.7761(7) 0.7613(3) 0.3391(4) 0.045(2) Uani 1 1 d . . . . .
H92A H 0.712502 0.745843 0.314453 0.067 Uiso 1 1 calc R U . . .
H92B H 0.829894 0.747707 0.323611 0.067 Uiso 1 1 calc R U . . .
H92C H 0.773311 0.801519 0.336280 0.067 Uiso 1 1 calc R U . . .
C93 C 0.9664(6) 0.6300(3) 0.7266(4) 0.0328(19) Uani 1 1 d . . . . .
C94 C 0.9004(7) 0.6127(4) 0.7686(4) 0.056(3) Uani 1 1 d . . . . .
H94A H 0.830709 0.622081 0.748141 0.084 Uiso 1 1 calc R U . . .
H94B H 0.923117 0.632137 0.808002 0.084 Uiso 1 1 calc R U . . .
H94C H 0.906238 0.572922 0.775923 0.084 Uiso 1 1 calc R U . . .
C95 C 1.0814(7) 0.6216(4) 0.7653(4) 0.050(2) Uani 1 1 d . . . . .
H95A H 1.094092 0.582520 0.774997 0.074 Uiso 1 1 calc R U . . .
H95B H 1.095973 0.642779 0.803584 0.074 Uiso 1 1 calc R U . . .
H95C H 1.124148 0.634349 0.740853 0.074 Uiso 1 1 calc R U . . .
C96 C 0.9494(9) 0.6916(3) 0.7112(4) 0.066(3) Uani 1 1 d . . . . .
H96A H 0.987596 0.702485 0.683187 0.099 Uiso 1 1 calc R U . . .
H96B H 0.971522 0.713250 0.749097 0.099 Uiso 1 1 calc R U . . .
H96C H 0.878409 0.698251 0.691338 0.099 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C2 1.233(11) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 C2 1.529(11) . ?
O2 C34 1.27(3) . ?
C2 C3 1.490(13) . ?
O3 C66 1.226(14) . ?
C3 C4 1.355(11) . ?
C3 C16 1.442(10) . ?
O4 C34 1.23(2) . ?
C4 H4 0.9300 . ?
C4 C5 1.426(12) . ?
O5 C66 1.26(4) . ?
C5 C6 1.409(11) . ?
C5 C14 1.397(10) . ?
C6 H6 0.9300 . ?
C6 C7 1.369(12) . ?
C7 H7 0.9300 . ?
C7 C8 1.357(11) . ?
C8 C9 1.444(13) . ?
C8 C13 1.413(10) . ?
C9 H9 0.9300 . ?
C9 C10 1.309(12) . ?
C10 H10 0.9300 . ?
C10 C11 1.445(11) . ?
C11 C12 1.461(12) . ?
C11 C24 1.388(11) . ?
C12 C13 1.365(11) . ?
C12 C21 1.438(10) . ?
C13 C14 1.409(12) . ?
C14 C15 1.444(10) . ?
C15 C16 1.451(12) . ?
C15 C20 1.429(10) . ?
C16 C17 1.409(10) . ?
C17 H17 0.9300 . ?
C17 C18 1.415(11) . ?
C18 C19 1.363(12) . ?
C18 C29 1.505(11) . ?
C19 H19 0.9300 . ?
C19 C20 1.430(11) . ?
C20 C21 1.470(12) . ?
C21 C22 1.418(11) . ?
C22 H22 0.9300 . ?
C22 C23 1.427(12) . ?
C23 C24 1.343(11) . ?
C23 C25 1.478(11) . ?
C24 H24 0.9300 . ?
C25 C26 1.546(12) . ?
C25 C27 1.599(14) . ?
C25 C28 1.504(11) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 C30 1.544(10) . ?
C29 C31 1.560(13) . ?
C29 C32 1.496(11) . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C33 C34 1.503(10) . ?
C34 C35 1.493(9) . ?
C35 C36 1.384(9) . ?
C35 C48 1.456(9) . ?
C36 H36 0.9300 . ?
C36 C37 1.410(9) . ?
C37 C38 1.414(9) . ?
C37 C46 1.397(9) . ?
C38 H38 0.9300 . ?
C38 C39 1.388(9) . ?
C39 H39 0.9300 . ?
C39 C40 1.396(9) . ?
C40 C41 1.439(9) . ?
C40 C45 1.416(9) . ?
C41 H41 0.9300 . ?
C41 C42 1.330(10) . ?
C42 H42 0.9300 . ?
C42 C43 1.436(9) . ?
C43 C44 1.415(9) . ?
C43 C56 1.395(10) . ?
C44 C45 1.418(9) . ?
C44 C53 1.429(9) . ?
C45 C46 1.428(9) . ?
C46 C47 1.442(9) . ?
C47 C48 1.445(9) . ?
C47 C52 1.408(9) . ?
C48 C49 1.398(9) . ?
C49 H49 0.9300 . ?
C49 C50 1.392(9) . ?
C50 C51 1.378(9) . ?
C50 C61 1.555(9) . ?
C51 H51 0.9300 . ?
C51 C52 1.384(9) . ?
C52 C53 1.473(9) . ?
C53 C54 1.384(9) . ?
C54 H54 0.9300 . ?
C54 C55 1.397(9) . ?
C55 C56 1.367(10) . ?
C55 C57 1.535(10) . ?
C56 H56 0.9300 . ?
C57 C58 1.542(10) . ?
C57 C59 1.508(12) . ?
C57 C60 1.547(12) . ?
C58 H58A 0.9600 . ?
C58 H58B 0.9600 . ?
C58 H58C 0.9600 . ?
C59 H59A 0.9600 . ?
C59 H59B 0.9600 . ?
C59 H59C 0.9600 . ?
C60 H60A 0.9600 . ?
C60 H60B 0.9600 . ?
C60 H60C 0.9600 . ?
C61 C62 1.531(10) . ?
C61 C63 1.507(12) . ?
C61 C64 1.520(12) . ?
C62 H62A 0.9600 . ?
C62 H62B 0.9600 . ?
C62 H62C 0.9600 . ?
C63 H63A 0.9600 . ?
C63 H63B 0.9600 . ?
C63 H63C 0.9600 . ?
C64 H64A 0.9600 . ?
C64 H64B 0.9600 . ?
C64 H64C 0.9600 . ?
C65 H65A 0.9600 . ?
C65 H65B 0.9600 . ?
C65 H65C 0.9600 . ?
C65 C66 1.527(10) . ?
C66 C67 1.477(9) . ?
C67 C68 1.346(10) . ?
C67 C80 1.462(9) . ?
C68 H68 0.9300 . ?
C68 C69 1.421(10) . ?
C69 C70 1.403(10) . ?
C69 C78 1.410(9) . ?
C70 H70 0.9300 . ?
C70 C71 1.404(10) . ?
C71 H71 0.9300 . ?
C71 C72 1.399(10) . ?
C72 C73 1.438(10) . ?
C72 C77 1.436(9) . ?
C73 H73 0.9300 . ?
C73 C74 1.343(11) . ?
C74 H74 0.9300 . ?
C74 C75 1.429(10) . ?
C75 C76 1.413(9) . ?
C75 C88 1.403(10) . ?
C76 C77 1.422(9) . ?
C76 C85 1.439(9) . ?
C77 C78 1.418(9) . ?
C78 C79 1.432(9) . ?
C79 C80 1.428(9) . ?
C79 C84 1.405(9) . ?
C80 C81 1.382(9) . ?
C81 H81 0.9300 . ?
C81 C82 1.404(9) . ?
C82 C83 1.397(9) . ?
C82 C93 1.510(9) . ?
C83 H83 0.9300 . ?
C83 C84 1.419(9) . ?
C84 C85 1.484(9) . ?
C85 C86 1.365(9) . ?
C86 H86 0.9300 . ?
C86 C87 1.396(9) . ?
C87 C88 1.390(10) . ?
C87 C89 1.535(10) . ?
C88 H88 0.9300 . ?
C89 C90 1.500(13) . ?
C89 C91 1.558(11) . ?
C89 C92 1.530(10) . ?
C90 H90A 0.9600 . ?
C90 H90B 0.9600 . ?
C90 H90C 0.9600 . ?
C91 H91A 0.9600 . ?
C91 H91B 0.9600 . ?
C91 H91C 0.9600 . ?
C92 H92A 0.9600 . ?
C92 H92B 0.9600 . ?
C92 H92C 0.9600 . ?
C93 C94 1.537(12) . ?
C93 C95 1.577(11) . ?
C93 C96 1.510(10) . ?
C94 H94A 0.9600 . ?
C94 H94B 0.9600 . ?
C94 H94C 0.9600 . ?
C95 H95A 0.9600 . ?
C95 H95B 0.9600 . ?
C95 H95C 0.9600 . ?
C96 H96A 0.9600 . ?
C96 H96B 0.9600 . ?
C96 H96C 0.9600 . ?

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
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
O1 C2 C1 116.7(10) . . ?
O1 C2 C3 123.9(9) . . ?
C3 C2 C1 119.4(8) . . ?
C4 C3 C2 118.0(8) . . ?
C4 C3 C16 120.4(8) . . ?
C16 C3 C2 121.4(7) . . ?
C3 C4 H4 118.8 . . ?
C3 C4 C5 122.4(8) . . ?
C5 C4 H4 118.8 . . ?
C6 C5 C4 120.9(7) . . ?
C14 C5 C4 120.2(8) . . ?
C14 C5 C6 118.8(8) . . ?
C5 C6 H6 120.1 . . ?
C7 C6 C5 119.8(8) . . ?
C7 C6 H6 120.1 . . ?
C6 C7 H7 119.3 . . ?
C8 C7 C6 121.5(8) . . ?
C8 C7 H7 119.3 . . ?
C7 C8 C9 122.7(8) . . ?
C7 C8 C13 121.5(8) . . ?
C13 C8 C9 115.8(8) . . ?
C8 C9 H9 118.7 . . ?
C10 C9 C8 122.6(8) . . ?
C10 C9 H9 118.7 . . ?
C9 C10 H10 118.2 . . ?
C9 C10 C11 123.6(9) . . ?
C11 C10 H10 118.2 . . ?
C10 C11 C12 114.1(8) . . ?
C24 C11 C10 124.6(8) . . ?
C24 C11 C12 121.2(7) . . ?
C13 C12 C11 121.6(7) . . ?
C13 C12 C21 122.8(8) . . ?
C21 C12 C11 115.4(7) . . ?
C12 C13 C8 122.3(8) . . ?
C12 C13 C14 120.7(7) . . ?
C14 C13 C8 117.0(8) . . ?
C5 C14 C13 121.3(7) . . ?
C5 C14 C15 118.8(8) . . ?
C13 C14 C15 119.8(7) . . ?
C14 C15 C16 120.2(7) . . ?
C20 C15 C14 120.1(7) . . ?
C20 C15 C16 119.7(7) . . ?
C3 C16 C15 118.0(7) . . ?
C17 C16 C3 123.9(8) . . ?
C17 C16 C15 118.1(7) . . ?
C16 C17 H17 119.1 . . ?
C16 C17 C18 121.8(7) . . ?
C18 C17 H17 119.1 . . ?
C17 C18 C29 122.3(7) . . ?
C19 C18 C17 119.8(8) . . ?
C19 C18 C29 117.9(8) . . ?
C18 C19 H19 119.0 . . ?
C18 C19 C20 122.0(8) . . ?
C20 C19 H19 119.0 . . ?
C15 C20 C19 118.7(8) . . ?
C15 C20 C21 119.0(7) . . ?
C19 C20 C21 122.4(7) . . ?
C12 C21 C20 117.5(7) . . ?
C22 C21 C12 119.3(8) . . ?
C22 C21 C20 123.1(7) . . ?
C21 C22 H22 118.4 . . ?
C21 C22 C23 123.1(8) . . ?
C23 C22 H22 118.4 . . ?
C22 C23 C25 115.7(8) . . ?
C24 C23 C22 116.5(8) . . ?
C24 C23 C25 127.8(8) . . ?
C11 C24 H24 117.9 . . ?
C23 C24 C11 124.2(8) . . ?
C23 C24 H24 117.9 . . ?
C23 C25 C26 112.0(7) . . ?
C23 C25 C27 108.9(8) . . ?
C23 C25 C28 115.1(8) . . ?
C26 C25 C27 105.8(7) . . ?
C28 C25 C26 109.7(9) . . ?
C28 C25 C27 104.7(9) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C18 C29 C30 108.8(6) . . ?
C18 C29 C31 112.1(7) . . ?
C30 C29 C31 105.4(7) . . ?
C32 C29 C18 114.1(7) . . ?
C32 C29 C30 109.4(7) . . ?
C32 C29 C31 106.6(7) . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C29 C31 H31A 109.5 . . ?
C29 C31 H31B 109.5 . . ?
C29 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C29 C32 H32A 109.5 . . ?
C29 C32 H32B 109.5 . . ?
C29 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C34 C33 H33A 109.5 . . ?
C34 C33 H33B 109.5 . . ?
C34 C33 H33C 109.5 . . ?
O2 C34 C33 118.5(11) . . ?
O2 C34 C35 120.2(13) . . ?
O4 C34 C33 114.8(12) . . ?
O4 C34 C35 124.2(10) . . ?
C35 C34 C33 119.8(6) . . ?
C36 C35 C34 117.1(6) . . ?
C36 C35 C48 119.3(6) . . ?
C48 C35 C34 123.7(6) . . ?
C35 C36 H36 118.8 . . ?
C35 C36 C37 122.3(7) . . ?
C37 C36 H36 118.8 . . ?
C36 C37 C38 119.9(6) . . ?
C46 C37 C36 120.2(6) . . ?
C46 C37 C38 119.8(6) . . ?
C37 C38 H38 120.0 . . ?
C39 C38 C37 120.0(7) . . ?
C39 C38 H38 120.0 . . ?
C38 C39 H39 119.4 . . ?
C38 C39 C40 121.1(6) . . ?
C40 C39 H39 119.4 . . ?
C39 C40 C41 122.3(6) . . ?
C39 C40 C45 120.0(6) . . ?
C45 C40 C41 117.8(6) . . ?
C40 C41 H41 119.5 . . ?
C42 C41 C40 121.0(6) . . ?
C42 C41 H41 119.5 . . ?
C41 C42 H42 118.7 . . ?
C41 C42 C43 122.6(6) . . ?
C43 C42 H42 118.7 . . ?
C44 C43 C42 118.0(7) . . ?
C56 C43 C42 122.9(6) . . ?
C56 C43 C44 119.1(6) . . ?
C43 C44 C45 119.5(6) . . ?
C43 C44 C53 119.6(6) . . ?
C45 C44 C53 120.9(6) . . ?
C40 C45 C44 121.1(6) . . ?
C40 C45 C46 118.8(6) . . ?
C44 C45 C46 120.1(6) . . ?
C37 C46 C45 120.3(6) . . ?
C37 C46 C47 120.0(6) . . ?
C45 C46 C47 119.7(6) . . ?
C46 C47 C48 119.4(6) . . ?
C52 C47 C46 121.2(6) . . ?
C52 C47 C48 119.4(6) . . ?
C47 C48 C35 118.7(6) . . ?
C49 C48 C35 123.7(6) . . ?
C49 C48 C47 117.6(6) . . ?
C48 C49 H49 118.5 . . ?
C50 C49 C48 123.0(6) . . ?
C50 C49 H49 118.5 . . ?
C49 C50 C61 117.7(6) . . ?
C51 C50 C49 117.6(6) . . ?
C51 C50 C61 124.7(6) . . ?
C50 C51 H51 118.4 . . ?
C50 C51 C52 123.3(7) . . ?
C52 C51 H51 118.4 . . ?
C47 C52 C53 118.8(6) . . ?
C51 C52 C47 119.2(6) . . ?
C51 C52 C53 122.0(7) . . ?
C44 C53 C52 119.3(6) . . ?
C54 C53 C44 117.2(6) . . ?
C54 C53 C52 123.4(6) . . ?
C53 C54 H54 118.0 . . ?
C53 C54 C55 124.1(7) . . ?
C55 C54 H54 118.0 . . ?
C54 C55 C57 118.8(6) . . ?
C56 C55 C54 117.2(7) . . ?
C56 C55 C57 123.9(6) . . ?
C43 C56 H56 118.6 . . ?
C55 C56 C43 122.7(6) . . ?
C55 C56 H56 118.6 . . ?
C55 C57 C58 111.3(6) . . ?
C55 C57 C60 108.2(7) . . ?
C58 C57 C60 106.9(7) . . ?
C59 C57 C55 110.7(6) . . ?
C59 C57 C58 107.5(7) . . ?
C59 C57 C60 112.3(7) . . ?
C57 C58 H58A 109.5 . . ?
C57 C58 H58B 109.5 . . ?
C57 C58 H58C 109.5 . . ?
H58A C58 H58B 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C57 C59 H59A 109.5 . . ?
C57 C59 H59B 109.5 . . ?
C57 C59 H59C 109.5 . . ?
H59A C59 H59B 109.5 . . ?
H59A C59 H59C 109.5 . . ?
H59B C59 H59C 109.5 . . ?
C57 C60 H60A 109.5 . . ?
C57 C60 H60B 109.5 . . ?
C57 C60 H60C 109.5 . . ?
H60A C60 H60B 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?
C62 C61 C50 111.1(6) . . ?
C63 C61 C50 109.0(7) . . ?
C63 C61 C62 109.9(8) . . ?
C63 C61 C64 109.9(7) . . ?
C64 C61 C50 109.7(6) . . ?
C64 C61 C62 107.3(7) . . ?
C61 C62 H62A 109.5 . . ?
C61 C62 H62B 109.5 . . ?
C61 C62 H62C 109.5 . . ?
H62A C62 H62B 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
C61 C63 H63A 109.5 . . ?
C61 C63 H63B 109.5 . . ?
C61 C63 H63C 109.5 . . ?
H63A C63 H63B 109.5 . . ?
H63A C63 H63C 109.5 . . ?
H63B C63 H63C 109.5 . . ?
C61 C64 H64A 109.5 . . ?
C61 C64 H64B 109.5 . . ?
C61 C64 H64C 109.5 . . ?
H64A C64 H64B 109.5 . . ?
H64A C64 H64C 109.5 . . ?
H64B C64 H64C 109.5 . . ?
H65A C65 H65B 109.5 . . ?
H65A C65 H65C 109.5 . . ?
H65B C65 H65C 109.5 . . ?
C66 C65 H65A 109.5 . . ?
C66 C65 H65B 109.5 . . ?
C66 C65 H65C 109.5 . . ?
O3 C66 C65 116.5(7) . . ?
O3 C66 C67 123.7(8) . . ?
O5 C66 C65 112(2) . . ?
O5 C66 C67 123.6(19) . . ?
C67 C66 C65 119.1(7) . . ?
C68 C67 C66 118.3(7) . . ?
C68 C67 C80 119.7(6) . . ?
C80 C67 C66 121.9(6) . . ?
C67 C68 H68 118.2 . . ?
C67 C68 C69 123.7(7) . . ?
C69 C68 H68 118.2 . . ?
C70 C69 C68 121.4(7) . . ?
C70 C69 C78 120.3(6) . . ?
C78 C69 C68 118.3(6) . . ?
C69 C70 H70 119.6 . . ?
C69 C70 C71 120.8(7) . . ?
C71 C70 H70 119.6 . . ?
C70 C71 H71 119.9 . . ?
C72 C71 C70 120.2(6) . . ?
C72 C71 H71 119.9 . . ?
C71 C72 C73 122.5(7) . . ?
C71 C72 C77 119.4(6) . . ?
C77 C72 C73 118.0(7) . . ?
C72 C73 H73 119.3 . . ?
C74 C73 C72 121.5(7) . . ?
C74 C73 H73 119.3 . . ?
C73 C74 H74 119.2 . . ?
C73 C74 C75 121.6(7) . . ?
C75 C74 H74 119.2 . . ?
C76 C75 C74 119.1(7) . . ?
C88 C75 C74 120.6(7) . . ?
C88 C75 C76 120.3(6) . . ?
C75 C76 C77 119.8(6) . . ?
C75 C76 C85 118.5(6) . . ?
C77 C76 C85 121.6(6) . . ?
C76 C77 C72 120.0(6) . . ?
C78 C77 C72 120.0(7) . . ?
C78 C77 C76 120.0(6) . . ?
C69 C78 C77 119.2(6) . . ?
C69 C78 C79 120.0(6) . . ?
C77 C78 C79 120.8(6) . . ?
C80 C79 C78 120.4(6) . . ?
C84 C79 C78 119.5(6) . . ?
C84 C79 C80 120.0(6) . . ?
C79 C80 C67 117.9(6) . . ?
C81 C80 C67 124.1(6) . . ?
C81 C80 C79 118.0(6) . . ?
C80 C81 H81 118.0 . . ?
C80 C81 C82 124.1(6) . . ?
C82 C81 H81 118.0 . . ?
C81 C82 C93 120.3(6) . . ?
C83 C82 C81 116.8(6) . . ?
C83 C82 C93 122.8(7) . . ?
C82 C83 H83 119.1 . . ?
C82 C83 C84 121.9(7) . . ?
C84 C83 H83 119.1 . . ?
C79 C84 C83 119.1(6) . . ?
C79 C84 C85 121.5(6) . . ?
C83 C84 C85 119.4(6) . . ?
C76 C85 C84 116.5(6) . . ?
C86 C85 C76 118.5(6) . . ?
C86 C85 C84 124.9(6) . . ?
C85 C86 H86 118.0 . . ?
C85 C86 C87 123.9(7) . . ?
C87 C86 H86 118.0 . . ?
C86 C87 C89 120.2(7) . . ?
C88 C87 C86 117.7(7) . . ?
C88 C87 C89 122.1(6) . . ?
C75 C88 H88 119.5 . . ?
C87 C88 C75 121.1(6) . . ?
C87 C88 H88 119.5 . . ?
C87 C89 C91 108.7(7) . . ?
C90 C89 C87 109.3(7) . . ?
C90 C89 C91 111.2(9) . . ?
C90 C89 C92 107.9(7) . . ?
C92 C89 C87 113.3(7) . . ?
C92 C89 C91 106.5(8) . . ?
C89 C90 H90A 109.5 . . ?
C89 C90 H90B 109.5 . . ?
C89 C90 H90C 109.5 . . ?
H90A C90 H90B 109.5 . . ?
H90A C90 H90C 109.5 . . ?
H90B C90 H90C 109.5 . . ?
C89 C91 H91A 109.5 . . ?
C89 C91 H91B 109.5 . . ?
C89 C91 H91C 109.5 . . ?
H91A C91 H91B 109.5 . . ?
H91A C91 H91C 109.5 . . ?
H91B C91 H91C 109.5 . . ?
C89 C92 H92A 109.5 . . ?
C89 C92 H92B 109.5 . . ?
C89 C92 H92C 109.5 . . ?
H92A C92 H92B 109.5 . . ?
H92A C92 H92C 109.5 . . ?
H92B C92 H92C 109.5 . . ?
C82 C93 C94 109.2(6) . . ?
C82 C93 C95 108.8(6) . . ?
C82 C93 C96 113.7(6) . . ?
C94 C93 C95 108.1(7) . . ?
C96 C93 C94 108.7(8) . . ?
C96 C93 C95 108.1(7) . . ?
C93 C94 H94A 109.5 . . ?
C93 C94 H94B 109.5 . . ?
C93 C94 H94C 109.5 . . ?
H94A C94 H94B 109.5 . . ?
H94A C94 H94C 109.5 . . ?
H94B C94 H94C 109.5 . . ?
C93 C95 H95A 109.5 . . ?
C93 C95 H95B 109.5 . . ?
C93 C95 H95C 109.5 . . ?
H95A C95 H95B 109.5 . . ?
H95A C95 H95C 109.5 . . ?
H95B C95 H95C 109.5 . . ?
C93 C96 H96A 109.5 . . ?
C93 C96 H96B 109.5 . . ?
C93 C96 H96C 109.5 . . ?
H96A C96 H96B 109.5 . . ?
H96A C96 H96C 109.5 . . ?
H96B C96 H96C 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
O1 C2 C3 C4 -169.8(9) . . . . ?
O1 C2 C3 C16 4.6(14) . . . . ?
C1 C2 C3 C4 12.0(11) . . . . ?
C1 C2 C3 C16 -173.6(7) . . . . ?
O2 C34 C35 C36 -167(2) . . . . ?
O2 C34 C35 C48 15(2) . . . . ?
C2 C3 C4 C5 175.7(7) . . . . ?
C2 C3 C16 C15 -175.9(7) . . . . ?
C2 C3 C16 C17 6.6(11) . . . . ?
O3 C66 C67 C68 -170(2) . . . . ?
O3 C66 C67 C80 12(2) . . . . ?
C3 C4 C5 C6 -177.0(7) . . . . ?
C3 C4 C5 C14 -0.5(11) . . . . ?
C3 C16 C17 C18 -179.7(7) . . . . ?
O4 C34 C35 C36 166(5) . . . . ?
O4 C34 C35 C48 -13(5) . . . . ?
C4 C3 C16 C15 -1.7(10) . . . . ?
C4 C3 C16 C17 -179.2(7) . . . . ?
C4 C5 C6 C7 179.6(7) . . . . ?
C4 C5 C14 C13 -178.5(7) . . . . ?
C4 C5 C14 C15 0.2(10) . . . . ?
O5 C66 C67 C68 151(4) . . . . ?
O5 C66 C67 C80 -27(4) . . . . ?
C5 C6 C7 C8 -1.1(13) . . . . ?
C5 C14 C15 C16 -0.7(10) . . . . ?
C5 C14 C15 C20 -179.4(6) . . . . ?
C6 C5 C14 C13 -1.8(11) . . . . ?
C6 C5 C14 C15 176.8(7) . . . . ?
C6 C7 C8 C9 179.7(8) . . . . ?
C6 C7 C8 C13 -1.9(13) . . . . ?
C7 C8 C9 C10 176.2(9) . . . . ?
C7 C8 C13 C12 -176.3(8) . . . . ?
C7 C8 C13 C14 2.9(11) . . . . ?
C8 C9 C10 C11 2.5(14) . . . . ?
C8 C13 C14 C5 -1.0(11) . . . . ?
C8 C13 C14 C15 -179.7(6) . . . . ?
C9 C8 C13 C12 2.3(11) . . . . ?
C9 C8 C13 C14 -178.5(7) . . . . ?
C9 C10 C11 C12 -2.2(13) . . . . ?
C9 C10 C11 C24 -179.0(9) . . . . ?
C10 C11 C12 C13 2.1(11) . . . . ?
C10 C11 C12 C21 178.5(7) . . . . ?
C10 C11 C24 C23 178.7(8) . . . . ?
C11 C12 C13 C8 -2.3(12) . . . . ?
C11 C12 C13 C14 178.5(7) . . . . ?
C11 C12 C21 C20 -179.3(7) . . . . ?
C11 C12 C21 C22 4.7(10) . . . . ?
C12 C11 C24 C23 2.2(12) . . . . ?
C12 C13 C14 C5 178.2(7) . . . . ?
C12 C13 C14 C15 -0.4(11) . . . . ?
C12 C21 C22 C23 -2.7(12) . . . . ?
C13 C8 C9 C10 -2.3(13) . . . . ?
C13 C12 C21 C20 -2.9(11) . . . . ?
C13 C12 C21 C22 -178.9(7) . . . . ?
C13 C14 C15 C16 178.0(7) . . . . ?
C13 C14 C15 C20 -0.7(10) . . . . ?
C14 C5 C6 C7 2.9(11) . . . . ?
C14 C15 C16 C3 1.4(10) . . . . ?
C14 C15 C16 C17 179.1(6) . . . . ?
C14 C15 C20 C19 -179.6(6) . . . . ?
C14 C15 C20 C21 0.0(10) . . . . ?
C15 C16 C17 C18 2.8(10) . . . . ?
C15 C20 C21 C12 1.7(10) . . . . ?
C15 C20 C21 C22 177.5(7) . . . . ?
C16 C3 C4 C5 1.2(11) . . . . ?
C16 C15 C20 C19 1.7(10) . . . . ?
C16 C15 C20 C21 -178.6(6) . . . . ?
C16 C17 C18 C19 -2.7(11) . . . . ?
C16 C17 C18 C29 176.0(7) . . . . ?
C17 C18 C19 C20 2.1(11) . . . . ?
C17 C18 C29 C30 -108.1(8) . . . . ?
C17 C18 C29 C31 8.0(10) . . . . ?
C17 C18 C29 C32 129.4(8) . . . . ?
C18 C19 C20 C15 -1.7(11) . . . . ?
C18 C19 C20 C21 178.7(7) . . . . ?
C19 C18 C29 C30 70.7(9) . . . . ?
C19 C18 C29 C31 -173.2(7) . . . . ?
C19 C18 C29 C32 -51.8(10) . . . . ?
C19 C20 C21 C12 -178.7(7) . . . . ?
C19 C20 C21 C22 -2.8(11) . . . . ?
C20 C15 C16 C3 -179.9(6) . . . . ?
C20 C15 C16 C17 -2.2(10) . . . . ?
C20 C21 C22 C23 -178.5(7) . . . . ?
C21 C12 C13 C8 -178.5(7) . . . . ?
C21 C12 C13 C14 2.3(11) . . . . ?
C21 C22 C23 C24 0.1(12) . . . . ?
C21 C22 C23 C25 178.2(7) . . . . ?
C22 C23 C24 C11 0.2(12) . . . . ?
C22 C23 C25 C26 -70.3(9) . . . . ?
C22 C23 C25 C27 173.0(7) . . . . ?
C22 C23 C25 C28 55.8(12) . . . . ?
C24 C11 C12 C13 179.0(7) . . . . ?
C24 C11 C12 C21 -4.5(11) . . . . ?
C24 C23 C25 C26 107.6(10) . . . . ?
C24 C23 C25 C27 -9.1(12) . . . . ?
C24 C23 C25 C28 -126.2(10) . . . . ?
C25 C23 C24 C11 -177.7(8) . . . . ?
C29 C18 C19 C20 -176.7(7) . . . . ?
C33 C34 C35 C36 -1.0(11) . . . . ?
C33 C34 C35 C48 -179.6(7) . . . . ?
C34 C35 C36 C37 -179.4(7) . . . . ?
C34 C35 C48 C47 178.9(7) . . . . ?
C34 C35 C48 C49 -2.5(12) . . . . ?
C35 C36 C37 C38 179.5(7) . . . . ?
C35 C36 C37 C46 1.1(11) . . . . ?
C35 C48 C49 C50 -179.1(7) . . . . ?
C36 C35 C48 C47 0.4(11) . . . . ?
C36 C35 C48 C49 179.0(7) . . . . ?
C36 C37 C38 C39 -179.8(7) . . . . ?
C36 C37 C46 C45 179.3(7) . . . . ?
C36 C37 C46 C47 -1.2(10) . . . . ?
C37 C38 C39 C40 0.8(11) . . . . ?
C37 C46 C47 C48 0.9(10) . . . . ?
C37 C46 C47 C52 -179.1(7) . . . . ?
C38 C37 C46 C45 0.9(11) . . . . ?
C38 C37 C46 C47 -179.5(7) . . . . ?
C38 C39 C40 C41 179.6(7) . . . . ?
C38 C39 C40 C45 0.4(11) . . . . ?
C39 C40 C41 C42 179.7(7) . . . . ?
C39 C40 C45 C44 -179.3(7) . . . . ?
C39 C40 C45 C46 -0.9(10) . . . . ?
C40 C41 C42 C43 1.0(11) . . . . ?
C40 C45 C46 C37 0.3(10) . . . . ?
C40 C45 C46 C47 -179.3(6) . . . . ?
C41 C40 C45 C44 1.5(10) . . . . ?
C41 C40 C45 C46 179.8(6) . . . . ?
C41 C42 C43 C44 -1.2(11) . . . . ?
C41 C42 C43 C56 -178.2(7) . . . . ?
C42 C43 C44 C45 1.5(10) . . . . ?
C42 C43 C44 C53 -178.8(7) . . . . ?
C42 C43 C56 C55 177.4(7) . . . . ?
C43 C44 C45 C40 -1.8(10) . . . . ?
C43 C44 C45 C46 179.9(7) . . . . ?
C43 C44 C53 C52 -178.8(6) . . . . ?
C43 C44 C53 C54 1.2(10) . . . . ?
C44 C43 C56 C55 0.4(11) . . . . ?
C44 C45 C46 C37 178.6(7) . . . . ?
C44 C45 C46 C47 -0.9(10) . . . . ?
C44 C53 C54 C55 0.6(11) . . . . ?
C45 C40 C41 C42 -1.1(10) . . . . ?
C45 C44 C53 C52 0.8(10) . . . . ?
C45 C44 C53 C54 -179.2(7) . . . . ?
C45 C46 C47 C48 -179.6(7) . . . . ?
C45 C46 C47 C52 0.4(10) . . . . ?
C46 C37 C38 C39 -1.5(11) . . . . ?
C46 C47 C48 C35 -0.5(10) . . . . ?
C46 C47 C48 C49 -179.2(7) . . . . ?
C46 C47 C52 C51 179.0(7) . . . . ?
C46 C47 C52 C53 0.7(10) . . . . ?
C47 C48 C49 C50 -0.5(11) . . . . ?
C47 C52 C53 C44 -1.3(10) . . . . ?
C47 C52 C53 C54 178.7(7) . . . . ?
C48 C35 C36 C37 -0.8(11) . . . . ?
C48 C47 C52 C51 -1.0(10) . . . . ?
C48 C47 C52 C53 -179.3(7) . . . . ?
C48 C49 C50 C51 0.3(11) . . . . ?
C48 C49 C50 C61 179.5(7) . . . . ?
C49 C50 C51 C52 -0.5(11) . . . . ?
C49 C50 C61 C62 177.5(7) . . . . ?
C49 C50 C61 C63 -61.4(9) . . . . ?
C49 C50 C61 C64 59.0(9) . . . . ?
C50 C51 C52 C47 0.8(11) . . . . ?
C50 C51 C52 C53 179.1(7) . . . . ?
C51 C50 C61 C62 -3.5(11) . . . . ?
C51 C50 C61 C63 117.7(9) . . . . ?
C51 C50 C61 C64 -121.9(8) . . . . ?
C51 C52 C53 C44 -179.6(7) . . . . ?
C51 C52 C53 C54 0.5(11) . . . . ?
C52 C47 C48 C35 179.5(7) . . . . ?
C52 C47 C48 C49 0.8(10) . . . . ?
C52 C53 C54 C55 -179.4(7) . . . . ?
C53 C44 C45 C40 178.6(7) . . . . ?
C53 C44 C45 C46 0.3(10) . . . . ?
C53 C54 C55 C56 -1.8(11) . . . . ?
C53 C54 C55 C57 178.4(7) . . . . ?
C54 C55 C56 C43 1.3(11) . . . . ?
C54 C55 C57 C58 179.5(7) . . . . ?
C54 C55 C57 C59 60.0(9) . . . . ?
C54 C55 C57 C60 -63.4(9) . . . . ?
C56 C43 C44 C45 178.7(7) . . . . ?
C56 C43 C44 C53 -1.7(10) . . . . ?
C56 C55 C57 C58 -0.3(11) . . . . ?
C56 C55 C57 C59 -119.8(8) . . . . ?
C56 C55 C57 C60 116.9(9) . . . . ?
C57 C55 C56 C43 -178.9(7) . . . . ?
C61 C50 C51 C52 -179.5(7) . . . . ?
C65 C66 C67 C68 0.1(11) . . . . ?
C65 C66 C67 C80 -177.8(7) . . . . ?
C66 C67 C68 C69 179.5(7) . . . . ?
C66 C67 C80 C79 -179.9(7) . . . . ?
C66 C67 C80 C81 1.0(11) . . . . ?
C67 C68 C69 C70 -179.5(7) . . . . ?
C67 C68 C69 C78 1.9(11) . . . . ?
C67 C80 C81 C82 -179.5(7) . . . . ?
C68 C67 C80 C79 2.2(10) . . . . ?
C68 C67 C80 C81 -176.9(7) . . . . ?
C68 C69 C70 C71 -179.5(7) . . . . ?
C68 C69 C78 C77 179.5(7) . . . . ?
C68 C69 C78 C79 -1.1(10) . . . . ?
C69 C70 C71 C72 0.2(11) . . . . ?
C69 C78 C79 C80 1.0(10) . . . . ?
C69 C78 C79 C84 179.3(7) . . . . ?
C70 C69 C78 C77 0.9(10) . . . . ?
C70 C69 C78 C79 -179.7(7) . . . . ?
C70 C71 C72 C73 -179.8(7) . . . . ?
C70 C71 C72 C77 0.5(11) . . . . ?
C71 C72 C73 C74 -179.3(7) . . . . ?
C71 C72 C77 C76 -179.5(7) . . . . ?
C71 C72 C77 C78 -0.5(10) . . . . ?
C72 C73 C74 C75 -0.3(12) . . . . ?
C72 C77 C78 C69 -0.1(10) . . . . ?
C72 C77 C78 C79 -179.6(7) . . . . ?
C73 C72 C77 C76 0.7(10) . . . . ?
C73 C72 C77 C78 179.7(7) . . . . ?
C73 C74 C75 C76 -1.1(11) . . . . ?
C73 C74 C75 C88 177.1(7) . . . . ?
C74 C75 C76 C77 2.2(10) . . . . ?
C74 C75 C76 C85 179.0(7) . . . . ?
C74 C75 C88 C87 179.2(7) . . . . ?
C75 C76 C77 C72 -2.0(10) . . . . ?
C75 C76 C77 C78 178.9(7) . . . . ?
C75 C76 C85 C84 -178.8(6) . . . . ?
C75 C76 C85 C86 0.3(10) . . . . ?
C76 C75 C88 C87 -2.7(11) . . . . ?
C76 C77 C78 C69 178.9(7) . . . . ?
C76 C77 C78 C79 -0.6(10) . . . . ?
C76 C85 C86 C87 0.3(11) . . . . ?
C77 C72 C73 C74 0.4(11) . . . . ?
C77 C76 C85 C84 -2.0(10) . . . . ?
C77 C76 C85 C86 177.0(7) . . . . ?
C77 C78 C79 C80 -179.6(7) . . . . ?
C77 C78 C79 C84 -1.3(10) . . . . ?
C78 C69 C70 C71 -0.9(11) . . . . ?
C78 C79 C80 C67 -1.5(10) . . . . ?
C78 C79 C80 C81 177.7(7) . . . . ?
C78 C79 C84 C83 -179.5(7) . . . . ?
C78 C79 C84 C85 1.4(10) . . . . ?
C79 C80 C81 C82 1.4(11) . . . . ?
C79 C84 C85 C76 0.2(10) . . . . ?
C79 C84 C85 C86 -178.8(7) . . . . ?
C80 C67 C68 C69 -2.5(11) . . . . ?
C80 C79 C84 C83 -1.1(10) . . . . ?
C80 C79 C84 C85 179.7(7) . . . . ?
C80 C81 C82 C83 -0.3(11) . . . . ?
C80 C81 C82 C93 -180.0(7) . . . . ?
C81 C82 C83 C84 -1.6(11) . . . . ?
C81 C82 C93 C94 -58.8(9) . . . . ?
C81 C82 C93 C95 59.0(9) . . . . ?
C81 C82 C93 C96 179.6(8) . . . . ?
C82 C83 C84 C79 2.3(11) . . . . ?
C82 C83 C84 C85 -178.5(7) . . . . ?
C83 C82 C93 C94 121.6(8) . . . . ?
C83 C82 C93 C95 -120.7(8) . . . . ?
C83 C82 C93 C96 -0.1(12) . . . . ?
C83 C84 C85 C76 -178.9(7) . . . . ?
C83 C84 C85 C86 2.1(11) . . . . ?
C84 C79 C80 C67 -179.8(6) . . . . ?
C84 C79 C80 C81 -0.6(10) . . . . ?
C84 C85 C86 C87 179.3(7) . . . . ?
C85 C76 C77 C72 -178.7(7) . . . . ?
C85 C76 C77 C78 2.2(10) . . . . ?
C85 C86 C87 C88 -2.1(12) . . . . ?
C85 C86 C87 C89 179.1(7) . . . . ?
C86 C87 C88 C75 3.2(11) . . . . ?
C86 C87 C89 C90 -67.9(9) . . . . ?
C86 C87 C89 C91 53.6(11) . . . . ?
C86 C87 C89 C92 171.8(8) . . . . ?
C88 C75 C76 C77 -175.9(7) . . . . ?
C88 C75 C76 C85 0.9(11) . . . . ?
C88 C87 C89 C90 113.3(9) . . . . ?
C88 C87 C89 C91 -125.2(9) . . . . ?
C88 C87 C89 C92 -7.0(11) . . . . ?
C89 C87 C88 C75 -178.0(7) . . . . ?
C93 C82 C83 C84 178.1(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'


# start Validation Reply Form
_vrf_PLAT026_cu_20221102dth1138a_0m_4_a 
;
PROBLEM: Ratio Observed / Unique Reflections (too) Low ..        35% Check 
RESPONSE: poor diffraction pattern crystal
;
_vrf_PLAT084_cu_20221102dth1138a_0m_4_a 
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.40 Report
RESPONSE: poor diffraction pattern crystal
;
_vrf_PLAT097_cu_20221102dth1138a_0m_4_a 
;
PROBLEM: Large Reported Max.  (Positive) Residual Density       0.93 eA-3  
RESPONSE: ...
;
_vrf_PLAT230_cu_20221102dth1138a_0m_4_a 
;
PROBLEM: Hirshfeld Test Diff for    C2       --C3       .        9.0 s.u.  
RESPONSE: ...
;
_vrf_PLAT340_cu_20221102dth1138a_0m_4_a 
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01068 Ang.  
RESPONSE: poor diffraction pattern crystal
;
# end Validation Reply Form
####################################################################### 
# 
# 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 
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#######################################################################

data_cu_202301271214b_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 2261003'
loop_
_audit_author_name
_audit_author_address
'Wen Zhou and Benjamin S Gelfand'
;University of Calgary
Canada
;
_audit_update_record             
;
2023-05-05 deposited with the CCDC.	2023-06-01 downloaded from the CCDC.
;
_audit_creation_date             2023-01-30
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H25 O4'
_chemical_formula_sum            'C29 H25 O4'
_chemical_formula_weight         437.49
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   12.6658(5)
_cell_length_b                   16.1456(6)
_cell_length_c                   10.9325(4)
_cell_angle_alpha                90
_cell_angle_beta                 96.514(3)
_cell_angle_gamma                90
_cell_volume                     2221.23(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4396
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      66.67
_cell_measurement_theta_min      3.51
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.843
_exptl_absorpt_coefficient_mu    0.691
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.6884
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0852 before and 0.0440 after correction.
The Ratio of minimum to maximum transmission is 0.9145.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.308
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Plate
_exptl_crystal_F_000             924
_exptl_crystal_size_max          0.256
_exptl_crystal_size_mid          0.093
_exptl_crystal_size_min          0.017
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0260
_diffrn_reflns_av_unetI/netI     0.0198
_diffrn_reflns_Laue_measured_fraction_full 0.974
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            17672
_diffrn_reflns_point_group_measured_fraction_full 0.974
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        66.588
_diffrn_reflns_theta_max         66.588
_diffrn_reflns_theta_min         3.512
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2918
_reflns_number_total             3818
_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 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.244
_refine_diff_density_min         -0.183
_refine_diff_density_rms         0.033
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     311
_refine_ls_number_reflns         3818
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0586
_refine_ls_R_factor_gt           0.0454
_refine_ls_restrained_S_all      1.033
_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)+(0.0771P)²+0.4076P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1305
_refine_ls_wR_factor_ref         0.1440
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Sof(H28A)=Sof(C30)=Sof(H30A)=Sof(H30B)=Sof(H30C)=1-FVAR(1)
 Sof(H28)=Sof(C29)=Sof(H29A)=Sof(H29B)=Sof(H29C)=FVAR(1)
3.a Secondary CH2 refined with riding coordinates:
 C22(H22A,H22B), C23(H23A,H23B), C24(H24A,H24B), C26(H26A,H26B), C27(H27A,H27B)
3.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C10(H10), C11(H11), C16(H16), C17(H17), C18(H18),
 C28(H28), C28(H28A)
3.c Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C29(H29A,H29B,H29C), C30(H30A,H30B,H30C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 0.00346(13) 0.63796(10) 0.12784(13) 0.0839(5) Uani 1 1 d . . . . .
C1 C 0.03959(15) 0.61029(12) 0.22633(17) 0.0605(5) Uani 1 1 d . . . . .
O2 O 0.07827(11) 0.66614(7) 0.31470(12) 0.0632(4) Uani 1 1 d . . . . .
C2 C 0.04642(13) 0.52179(11) 0.25797(16) 0.0527(4) Uani 1 1 d . . . . .
O3 O 0.29283(10) 0.63655(8) 0.86984(12) 0.0659(4) Uani 1 1 d . . . . .
C3 C 0.00690(15) 0.46362(13) 0.17239(17) 0.0614(5) Uani 1 1 d . . . . .
H3 H -0.024198 0.480154 0.095097 0.074 Uiso 1 1 calc R U . . .
O4 O 0.32230(10) 0.47091(9) 0.93257(12) 0.0657(4) Uani 1 1 d . . . . .
C4 C 0.01391(16) 0.38088(13) 0.20245(19) 0.0662(5) Uani 1 1 d . . . . .
H4 H -0.012184 0.341655 0.144445 0.079 Uiso 1 1 calc R U . . .
C5 C 0.05879(14) 0.35501(11) 0.31670(18) 0.0589(5) Uani 1 1 d . . . . .
H5 H 0.061186 0.298747 0.335016 0.071 Uiso 1 1 calc R U . . .
C6 C 0.10084(13) 0.41197(10) 0.40569(16) 0.0488(4) Uani 1 1 d . . . . .
C7 C 0.09376(12) 0.49688(10) 0.37506(15) 0.0456(4) Uani 1 1 d . . . . .
C8 C 0.13239(12) 0.55889(9) 0.46194(15) 0.0458(4) Uani 1 1 d . . . . .
C9 C 0.12309(14) 0.64203(10) 0.43102(16) 0.0520(4) Uani 1 1 d . . . . .
C10 C 0.15737(15) 0.70345(11) 0.51367(18) 0.0616(5) Uani 1 1 d . . . . .
H10 H 0.149936 0.758884 0.491220 0.074 Uiso 1 1 calc R U . . .
C11 C 0.20255(15) 0.68209(11) 0.62931(18) 0.0591(5) Uani 1 1 d . . . . .
H11 H 0.224838 0.723696 0.685181 0.071 Uiso 1 1 calc R U . . .
C12 C 0.21599(13) 0.59891(10) 0.66545(16) 0.0508(4) Uani 1 1 d . . . . .
C13 C 0.17988(12) 0.53656(10) 0.58066(15) 0.0456(4) Uani 1 1 d . . . . .
C14 C 0.19018(12) 0.45072(10) 0.61261(15) 0.0464(4) Uani 1 1 d . . . . .
C15 C 0.15159(12) 0.38828(10) 0.52779(16) 0.0486(4) Uani 1 1 d . . . . .
C16 C 0.16508(15) 0.30534(11) 0.56401(19) 0.0596(5) Uani 1 1 d . . . . .
H16 H 0.140093 0.263445 0.509923 0.072 Uiso 1 1 calc R U . . .
C17 C 0.21480(16) 0.28511(11) 0.6785(2) 0.0664(5) Uani 1 1 d . . . . .
H17 H 0.223991 0.229609 0.699811 0.080 Uiso 1 1 calc R U . . .
C18 C 0.25119(15) 0.34500(12) 0.76203(19) 0.0624(5) Uani 1 1 d . . . . .
H18 H 0.284080 0.329663 0.839082 0.075 Uiso 1 1 calc R U . . .
C19 C 0.23905(13) 0.42914(11) 0.73186(16) 0.0525(4) Uani 1 1 d . . . . .
C20 C 0.27423(14) 0.49346(11) 0.81744(16) 0.0553(4) Uani 1 1 d . . . . .
C21 C 0.26312(13) 0.57486(11) 0.78602(16) 0.0550(4) Uani 1 1 d . . . . .
C22 C 0.40343(16) 0.65643(14) 0.8787(2) 0.0739(6) Uani 1 1 d . . . . .
H22A H 0.423071 0.669402 0.797679 0.089 Uiso 1 1 calc R U . . .
H22B H 0.445129 0.609162 0.910583 0.089 Uiso 1 1 calc R U . . .
C23 C 0.42634(17) 0.72890(14) 0.9622(2) 0.0754(6) Uani 1 1 d . . . . .
H23A H 0.409728 0.714158 1.043890 0.090 Uiso 1 1 calc R U . . .
H23B H 0.380165 0.774360 0.932905 0.090 Uiso 1 1 calc R U . . .
C24 C 0.53905(19) 0.75751(17) 0.9709(3) 0.0918(7) Uani 1 1 d . . . . .
H24A H 0.585245 0.710840 0.994119 0.110 Uiso 1 1 calc R U . . .
H24B H 0.553947 0.775908 0.890129 0.110 Uiso 1 1 calc R U . . .
C25 C 0.5654(2) 0.8260(2) 1.0608(3) 0.1216(11) Uani 1 1 d . . . . .
H25A H 0.522375 0.873502 1.036597 0.182 Uiso 1 1 calc R U . . .
H25B H 0.639101 0.840301 1.062211 0.182 Uiso 1 1 calc R U . . .
H25C H 0.551649 0.808350 1.141285 0.182 Uiso 1 1 calc R U . . .
C26 C 0.25070(16) 0.46992(15) 1.02639(18) 0.0704(5) Uani 1 1 d . . . . .
H26A H 0.198841 0.425979 1.009724 0.085 Uiso 1 1 calc R U . . .
H26B H 0.213040 0.522224 1.026650 0.085 Uiso 1 1 calc R U . . .
C27 C 0.31396(18) 0.45607(15) 1.14878(19) 0.0752(6) Uani 1 1 d . . . . .
H27A H 0.353529 0.404844 1.145362 0.090 Uiso 1 1 calc R U . . .
H27B H 0.265233 0.449244 1.210387 0.090 Uiso 1 1 calc R U . . .
C28 C 0.3906(3) 0.5247(2) 1.1892(3) 0.1160(10) Uani 1 1 d . . . . .
H28 H 0.463427 0.520291 1.185541 0.139 Uiso 0.512(7) 1 calc R U P A 1
H28A H 0.406465 0.563214 1.130785 0.139 Uiso 0.488(7) 1 calc R U P A 2
C29 C 0.3464(5) 0.5911(4) 1.2301(6) 0.114(3) Uani 0.512(7) 1 d . . P A 1
H29A H 0.294374 0.612380 1.167286 0.171 Uiso 0.512(7) 1 calc R U P A 1
H29B H 0.399897 0.632414 1.251394 0.171 Uiso 0.512(7) 1 calc R U P A 1
H29C H 0.312591 0.577202 1.301679 0.171 Uiso 0.512(7) 1 calc R U P A 1
C30 C 0.4389(7) 0.5335(5) 1.3087(6) 0.136(3) Uani 0.488(7) 1 d . . P A 2
H30A H 0.385462 0.536746 1.364152 0.204 Uiso 0.488(7) 1 calc R U P A 2
H30B H 0.480701 0.583287 1.314862 0.204 Uiso 0.488(7) 1 calc R U P A 2
H30C H 0.484055 0.486732 1.329915 0.204 Uiso 0.488(7) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.207(2) . ?
C1 O2 1.371(2) . ?
C1 C2 1.470(3) . ?
O2 C9 1.388(2) . ?
C2 C3 1.379(3) . ?
C2 C7 1.409(2) . ?
O3 C21 1.377(2) . ?
O3 C22 1.430(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.376(3) . ?
O4 C20 1.383(2) . ?
O4 C26 1.444(2) . ?
C4 H4 0.9300 . ?
C4 C5 1.377(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.399(2) . ?
C6 C7 1.412(2) . ?
C6 C15 1.465(2) . ?
C7 C8 1.428(2) . ?
C8 C9 1.386(2) . ?
C8 C13 1.414(2) . ?
C9 C10 1.378(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.371(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.405(2) . ?
C12 C13 1.409(2) . ?
C12 C21 1.437(3) . ?
C13 C14 1.432(2) . ?
C14 C15 1.419(2) . ?
C14 C19 1.422(2) . ?
C15 C16 1.401(2) . ?
C16 H16 0.9300 . ?
C16 C17 1.375(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.373(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.402(2) . ?
C19 C20 1.435(3) . ?
C20 C21 1.362(3) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.492(3) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.493(3) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C25 1.492(3) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 C27 1.496(3) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 C28 1.506(4) . ?
C28 H28 0.9300 . ?
C28 H28A 0.9300 . ?
C28 C29 1.312(6) . ?
C28 C30 1.385(6) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 O2 117.01(17) . . ?
O1 C1 C2 125.17(19) . . ?
O2 C1 C2 117.82(16) . . ?
C1 O2 C9 122.51(14) . . ?
C3 C2 C1 119.68(17) . . ?
C3 C2 C7 120.41(17) . . ?
C7 C2 C1 119.91(16) . . ?
C21 O3 C22 113.54(14) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 C2 119.38(18) . . ?
C4 C3 H3 120.3 . . ?
C20 O4 C26 113.71(14) . . ?
C3 C4 H4 119.3 . . ?
C3 C4 C5 121.32(18) . . ?
C5 C4 H4 119.3 . . ?
C4 C5 H5 119.4 . . ?
C4 C5 C6 121.11(17) . . ?
C6 C5 H5 119.4 . . ?
C5 C6 C7 117.67(16) . . ?
C5 C6 C15 123.71(16) . . ?
C7 C6 C15 118.62(15) . . ?
C2 C7 C6 120.11(15) . . ?
C2 C7 C8 118.85(15) . . ?
C6 C7 C8 121.03(15) . . ?
C9 C8 C7 120.24(16) . . ?
C9 C8 C13 119.10(15) . . ?
C13 C8 C7 120.65(14) . . ?
C8 C9 O2 120.64(16) . . ?
C10 C9 O2 117.68(15) . . ?
C10 C9 C8 121.68(17) . . ?
C9 C10 H10 120.3 . . ?
C11 C10 C9 119.41(16) . . ?
C11 C10 H10 120.3 . . ?
C10 C11 H11 119.2 . . ?
C10 C11 C12 121.62(17) . . ?
C12 C11 H11 119.2 . . ?
C11 C12 C13 118.55(16) . . ?
C11 C12 C21 122.73(16) . . ?
C13 C12 C21 118.71(15) . . ?
C8 C13 C14 119.23(15) . . ?
C12 C13 C8 119.62(15) . . ?
C12 C13 C14 121.15(16) . . ?
C15 C14 C13 120.89(15) . . ?
C15 C14 C19 120.48(15) . . ?
C19 C14 C13 118.63(16) . . ?
C14 C15 C6 119.55(14) . . ?
C16 C15 C6 122.25(16) . . ?
C16 C15 C14 118.19(16) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 C15 120.85(18) . . ?
C17 C16 H16 119.6 . . ?
C16 C17 H17 119.2 . . ?
C18 C17 C16 121.51(17) . . ?
C18 C17 H17 119.2 . . ?
C17 C18 H18 119.8 . . ?
C17 C18 C19 120.40(18) . . ?
C19 C18 H18 119.8 . . ?
C14 C19 C20 119.43(15) . . ?
C18 C19 C14 118.54(17) . . ?
C18 C19 C20 122.03(17) . . ?
O4 C20 C19 118.36(16) . . ?
C21 C20 O4 120.38(17) . . ?
C21 C20 C19 121.25(16) . . ?
O3 C21 C12 117.95(16) . . ?
C20 C21 O3 121.19(17) . . ?
C20 C21 C12 120.82(16) . . ?
O3 C22 H22A 109.7 . . ?
O3 C22 H22B 109.7 . . ?
O3 C22 C23 109.80(17) . . ?
H22A C22 H22B 108.2 . . ?
C23 C22 H22A 109.7 . . ?
C23 C22 H22B 109.7 . . ?
C22 C23 H23A 108.9 . . ?
C22 C23 H23B 108.9 . . ?
C22 C23 C24 113.6(2) . . ?
H23A C23 H23B 107.7 . . ?
C24 C23 H23A 108.9 . . ?
C24 C23 H23B 108.9 . . ?
C23 C24 H24A 108.7 . . ?
C23 C24 H24B 108.7 . . ?
H24A C24 H24B 107.6 . . ?
C25 C24 C23 114.3(2) . . ?
C25 C24 H24A 108.7 . . ?
C25 C24 H24B 108.7 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
O4 C26 H26A 109.9 . . ?
O4 C26 H26B 109.9 . . ?
O4 C26 C27 108.73(16) . . ?
H26A C26 H26B 108.3 . . ?
C27 C26 H26A 109.9 . . ?
C27 C26 H26B 109.9 . . ?
C26 C27 H27A 108.6 . . ?
C26 C27 H27B 108.6 . . ?
C26 C27 C28 114.5(2) . . ?
H27A C27 H27B 107.6 . . ?
C28 C27 H27A 108.6 . . ?
C28 C27 H27B 108.6 . . ?
C27 C28 H28 122.7 . . ?
C27 C28 H28A 118.2 . . ?
C29 C28 C27 114.5(4) . . ?
C29 C28 H28 122.7 . . ?
C30 C28 C27 123.6(4) . . ?
C30 C28 H28A 118.2 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 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
O1 C1 O2 C9 -179.13(16) . . . . ?
O1 C1 C2 C3 -1.8(3) . . . . ?
O1 C1 C2 C7 177.80(18) . . . . ?
C1 O2 C9 C8 1.2(3) . . . . ?
C1 O2 C9 C10 -178.62(16) . . . . ?
C1 C2 C3 C4 179.76(17) . . . . ?
C1 C2 C7 C6 -179.77(15) . . . . ?
C1 C2 C7 C8 1.3(2) . . . . ?
O2 C1 C2 C3 178.96(15) . . . . ?
O2 C1 C2 C7 -1.4(2) . . . . ?
O2 C9 C10 C11 -179.69(16) . . . . ?
C2 C1 O2 C9 0.1(3) . . . . ?
C2 C3 C4 C5 0.6(3) . . . . ?
C2 C7 C8 C9 0.1(2) . . . . ?
C2 C7 C8 C13 179.65(14) . . . . ?
O3 C22 C23 C24 -176.4(2) . . . . ?
C3 C2 C7 C6 -0.1(2) . . . . ?
C3 C2 C7 C8 -179.08(15) . . . . ?
C3 C4 C5 C6 -1.3(3) . . . . ?
O4 C20 C21 O3 -4.2(3) . . . . ?
O4 C20 C21 C12 178.24(15) . . . . ?
O4 C26 C27 C28 64.7(3) . . . . ?
C4 C5 C6 C7 1.2(3) . . . . ?
C4 C5 C6 C15 -178.65(16) . . . . ?
C5 C6 C7 C2 -0.5(2) . . . . ?
C5 C6 C7 C8 178.41(14) . . . . ?
C5 C6 C15 C14 -178.88(15) . . . . ?
C5 C6 C15 C16 2.1(3) . . . . ?
C6 C7 C8 C9 -178.86(15) . . . . ?
C6 C7 C8 C13 0.7(2) . . . . ?
C6 C15 C16 C17 178.80(16) . . . . ?
C7 C2 C3 C4 0.1(3) . . . . ?
C7 C6 C15 C14 1.3(2) . . . . ?
C7 C6 C15 C16 -177.79(15) . . . . ?
C7 C8 C9 O2 -1.3(2) . . . . ?
C7 C8 C9 C10 178.51(15) . . . . ?
C7 C8 C13 C12 -179.07(14) . . . . ?
C7 C8 C13 C14 0.8(2) . . . . ?
C8 C9 C10 C11 0.4(3) . . . . ?
C8 C13 C14 C15 -1.2(2) . . . . ?
C8 C13 C14 C19 179.38(14) . . . . ?
C9 C8 C13 C12 0.5(2) . . . . ?
C9 C8 C13 C14 -179.63(14) . . . . ?
C9 C10 C11 C12 0.8(3) . . . . ?
C10 C11 C12 C13 -1.3(3) . . . . ?
C10 C11 C12 C21 179.98(17) . . . . ?
C11 C12 C13 C8 0.6(2) . . . . ?
C11 C12 C13 C14 -179.24(15) . . . . ?
C11 C12 C21 O3 2.1(3) . . . . ?
C11 C12 C21 C20 179.71(17) . . . . ?
C12 C13 C14 C15 178.62(14) . . . . ?
C12 C13 C14 C19 -0.8(2) . . . . ?
C13 C8 C9 O2 179.07(14) . . . . ?
C13 C8 C9 C10 -1.1(3) . . . . ?
C13 C12 C21 O3 -176.63(14) . . . . ?
C13 C12 C21 C20 1.0(2) . . . . ?
C13 C14 C15 C6 0.2(2) . . . . ?
C13 C14 C15 C16 179.31(14) . . . . ?
C13 C14 C19 C18 -178.61(15) . . . . ?
C13 C14 C19 C20 1.5(2) . . . . ?
C14 C15 C16 C17 -0.3(3) . . . . ?
C14 C19 C20 O4 -179.50(14) . . . . ?
C14 C19 C20 C21 -1.0(3) . . . . ?
C15 C6 C7 C2 179.35(14) . . . . ?
C15 C6 C7 C8 -1.7(2) . . . . ?
C15 C14 C19 C18 2.0(2) . . . . ?
C15 C14 C19 C20 -177.92(15) . . . . ?
C15 C16 C17 C18 1.2(3) . . . . ?
C16 C17 C18 C19 -0.5(3) . . . . ?
C17 C18 C19 C14 -1.1(3) . . . . ?
C17 C18 C19 C20 178.82(17) . . . . ?
C18 C19 C20 O4 0.6(3) . . . . ?
C18 C19 C20 C21 179.09(16) . . . . ?
C19 C14 C15 C6 179.58(14) . . . . ?
C19 C14 C15 C16 -1.3(2) . . . . ?
C19 C20 C21 O3 177.26(15) . . . . ?
C19 C20 C21 C12 -0.3(3) . . . . ?
C20 O4 C26 C27 -172.45(17) . . . . ?
C21 O3 C22 C23 174.63(18) . . . . ?
C21 C12 C13 C8 179.42(14) . . . . ?
C21 C12 C13 C14 -0.4(2) . . . . ?
C22 O3 C21 C12 -98.26(19) . . . . ?
C22 O3 C21 C20 84.2(2) . . . . ?
C22 C23 C24 C25 -175.8(3) . . . . ?
C26 O4 C20 C19 -96.5(2) . . . . ?
C26 O4 C20 C21 85.0(2) . . . . ?
C26 C27 C28 C29 76.3(5) . . . . ?
C26 C27 C28 C30 165.1(5) . . . . ?

_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_cu_20221104DTH1115B_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2260998'
loop_
_audit_author_name
_audit_author_address
'Wen Zhou and Benjamin S Gelfand'
;University of Calgary
Canada
;
_audit_update_record             
;
2023-05-05 deposited with the CCDC.	2023-06-01 downloaded from the CCDC.
;
_audit_creation_date             2022-11-14
_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         'C34 H31 B2 O4'
_chemical_formula_sum            'C34 H34 B2 O4'
_chemical_formula_weight         528.23
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   6.3720(2)
_cell_length_b                   34.7777(11)
_cell_length_c                   12.7909(3)
_cell_angle_alpha                90
_cell_angle_beta                 101.125(2)
_cell_angle_gamma                90
_cell_volume                     2781.24(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2588
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      66.59
_cell_measurement_theta_min      3.74
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.630
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.5235
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1242 before and 0.0711 after correction.
The Ratio of minimum to maximum transmission is 0.6954.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.262
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Plate
_exptl_crystal_F_000             1120
_exptl_crystal_size_max          0.742
_exptl_crystal_size_mid          0.061
_exptl_crystal_size_min          0.018
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0789
_diffrn_reflns_av_unetI/netI     0.0713
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       40
_diffrn_reflns_limit_k_min       -41
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            20523
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        66.595
_diffrn_reflns_theta_max         66.595
_diffrn_reflns_theta_min         2.541
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3392
_reflns_number_total             4887
_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  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.311
_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.076
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.318
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     436
_refine_ls_number_reflns         4887
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.1060
_refine_ls_R_factor_gt           0.0778
_refine_ls_restrained_S_all      1.324
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2018
_refine_ls_wR_factor_ref         0.2188
_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. Uiso/Uaniso restraints and constraints
Uanis(C39) \\sim Ueq, Uanis(C40) \\sim Ueq, Uanis(O6) \\sim Ueq, Uanis(C34)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
3. Others
 Sof(O6)=Sof(O4)=Sof(C35)=Sof(C36)=Sof(C37)=Sof(H37A)=Sof(H37B)=Sof(H37C)=
 Sof(C39)=Sof(H39A)=Sof(H39B)=Sof(H39C)=Sof(C40)=Sof(H40A)=Sof(H40B)=Sof(H40C)=
 1-FVAR(1)
 Sof(O5)=Sof(O3)=Sof(C29)=Sof(H29A)=Sof(H29B)=Sof(H29C)=Sof(C30)=Sof(C31)=
 Sof(H31A)=Sof(H31B)=Sof(H31C)=Sof(C32)=Sof(H32A)=Sof(H32B)=Sof(H32C)=Sof(C33)=
 FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C10(H10), C1(H1), C2(H2), C3(H3), C15(H15), C18(H18),
 C20(H20), C21(H21)
4.b Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C26(H26A,H26B,H26C), C28(H28A,H28B,
 H28C), C29(H29A,H29B,H29C), C31(H31A,H31B,H31C), C32(H32A,H32B,H32C), C37(H37A,
 H37B,H37C), C39(H39A,H39B,H39C), C40(H40A,H40B,H40C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
C5 C 0.1439(5) 0.57344(8) 0.7201(2) 0.0362(7) Uani 1 1 d . . . . .
C6 C -0.0380(5) 0.59395(9) 0.7399(2) 0.0431(7) Uani 1 1 d . . . . .
H6 H -0.099079 0.587057 0.797604 0.052 Uiso 1 1 calc R U . . .
C7 C 0.7554(5) 0.51943(9) 0.5656(2) 0.0438(7) Uani 1 1 d . . . . .
H7 H 0.870286 0.505170 0.551502 0.053 Uiso 1 1 calc R U . . .
C8 C 0.4129(4) 0.56264(8) 0.60985(18) 0.0287(6) Uani 1 1 d . . . . .
C9 C 0.2361(4) 0.58384(8) 0.63249(19) 0.0300(6) Uani 1 1 d . . . . .
C10 C -0.1232(5) 0.62318(9) 0.6764(2) 0.0413(7) Uani 1 1 d . . . . .
H10 H -0.242335 0.636020 0.690900 0.050 Uiso 1 1 calc R U . . .
C11 C 0.6749(5) 0.55035(9) 0.4960(2) 0.0353(6) Uani 1 1 d . . . . .
C12 C 0.5020(4) 0.57260(8) 0.51941(19) 0.0294(6) Uani 1 1 d . . . . .
C1 C 0.4002(5) 0.52165(9) 0.7622(2) 0.0410(7) Uani 1 1 d . . . . .
H1 H 0.453706 0.501020 0.805563 0.049 Uiso 1 1 calc R U . . .
B1 B 0.7631(5) 0.59396(10) 0.2323(2) 0.0366(7) Uani 1 1 d . . . . .
C2 C 0.2300(6) 0.54198(9) 0.7837(2) 0.0439(8) Uani 1 1 d . . . . .
H2 H 0.169648 0.534917 0.841513 0.053 Uiso 1 1 calc R U . . .
B2 B -0.1418(6) 0.70936(10) 0.3608(3) 0.0379(7) Uani 1 1 d . . . . .
C3 C 0.6706(5) 0.51016(9) 0.6513(2) 0.0442(7) Uani 1 1 d . . . . .
H3 H 0.726910 0.489706 0.694569 0.053 Uiso 1 1 calc R U . . .
C4 C 0.4955(5) 0.53147(9) 0.6757(2) 0.0368(7) Uani 1 1 d . . . . .
C13 C 0.1486(4) 0.61513(8) 0.56486(18) 0.0290(6) Uani 1 1 d . . . . .
C14 C -0.0332(4) 0.63485(8) 0.5868(2) 0.0324(6) Uani 1 1 d . . . . .
C15 C 0.7573(5) 0.55879(9) 0.4056(2) 0.0377(7) Uani 1 1 d . . . . .
H15 H 0.870478 0.544211 0.391000 0.045 Uiso 1 1 calc R U . . .
C16 C 0.4184(4) 0.60356(8) 0.45041(18) 0.0284(6) Uani 1 1 d . . . . .
C17 C 0.2385(4) 0.62593(8) 0.47545(18) 0.0281(6) Uani 1 1 d . . . . .
C18 C -0.1231(5) 0.66448(8) 0.5192(2) 0.0355(6) Uani 1 1 d . . . . .
H18 H -0.245965 0.676667 0.531510 0.043 Uiso 1 1 calc R U . . .
C19 C 0.6758(4) 0.58827(8) 0.3367(2) 0.0333(6) Uani 1 1 d . . . . .
C20 C 0.5088(4) 0.61067(8) 0.36134(19) 0.0310(6) Uani 1 1 d . . . . .
H20 H 0.456415 0.631015 0.316644 0.037 Uiso 1 1 calc R U . . .
C21 C 0.1479(4) 0.65685(8) 0.41386(19) 0.0320(6) Uani 1 1 d . . . . .
H21 H 0.209894 0.664921 0.357491 0.038 Uiso 1 1 calc R U . . .
C22 C -0.0325(5) 0.67622(8) 0.4333(2) 0.0329(6) Uani 1 1 d . . . . .
O1 O 0.9068(4) 0.56935(7) 0.20133(15) 0.0474(6) Uani 1 1 d . . . . .
O2 O 0.6998(4) 0.62239(7) 0.16033(16) 0.0518(6) Uani 1 1 d . . . . .
C23 C 0.7605(7) 0.54943(12) 0.0235(3) 0.0614(10) Uani 1 1 d . . . . .
H23A H 0.762860 0.553144 -0.050590 0.092 Uiso 1 1 calc R U . . .
H23B H 0.618182 0.553678 0.035593 0.092 Uiso 1 1 calc R U . . .
H23C H 0.804027 0.523628 0.043789 0.092 Uiso 1 1 calc R U . . .
C24 C 1.1379(6) 0.57136(13) 0.0738(3) 0.0630(10) Uani 1 1 d . . . . .
H24A H 1.148297 0.578652 0.002574 0.094 Uiso 1 1 calc R U . . .
H24B H 1.174445 0.544690 0.084658 0.094 Uiso 1 1 calc R U . . .
H24C H 1.234559 0.586692 0.123851 0.094 Uiso 1 1 calc R U . . .
C25 C 0.9132(5) 0.57771(10) 0.0898(2) 0.0450(8) Uani 1 1 d . . . . .
C26 C 1.0164(8) 0.64840(13) 0.1087(3) 0.0794(14) Uani 1 1 d . . . . .
H26A H 1.106391 0.647387 0.056600 0.119 Uiso 1 1 calc R U . . .
H26B H 1.098760 0.641876 0.177451 0.119 Uiso 1 1 calc R U . . .
H26C H 0.959738 0.673899 0.110961 0.119 Uiso 1 1 calc R U . . .
C27 C 0.8325(6) 0.61983(11) 0.0787(2) 0.0527(9) Uani 1 1 d . . . . .
C28 C 0.6932(8) 0.63008(14) -0.0271(3) 0.0812(15) Uani 1 1 d . . . . .
H28A H 0.773146 0.626840 -0.082847 0.122 Uiso 1 1 calc R U . . .
H28B H 0.647676 0.656353 -0.025477 0.122 Uiso 1 1 calc R U . . .
H28C H 0.570170 0.613565 -0.040107 0.122 Uiso 1 1 calc R U . . .
C34 C -0.5550(7) 0.77623(14) 0.3037(4) 0.0767(13) Uani 1 1 d . U . . .
H34A H -0.676232 0.764078 0.324150 0.115 Uiso 1 1 calc R U . A 1
H34B H -0.603088 0.793204 0.244742 0.115 Uiso 1 1 calc R U . A 1
H34C H -0.477778 0.790679 0.362723 0.115 Uiso 1 1 calc R U . A 1
O5 O -0.3498(11) 0.7202(2) 0.3614(6) 0.0480(14) Uani 0.616(12) 1 d . . P B 1
O3 O -0.0527(14) 0.7285(3) 0.2893(7) 0.0368(16) Uani 0.616(12) 1 d . . P B 1
C29 C -0.192(2) 0.7642(5) 0.1324(12) 0.078(4) Uani 0.616(12) 1 d . . P B 1
H29A H -0.225205 0.740250 0.095745 0.118 Uiso 0.616(12) 1 calc R U P B 1
H29B H -0.050610 0.772228 0.125883 0.118 Uiso 0.616(12) 1 calc R U P B 1
H29C H -0.293551 0.783376 0.101661 0.118 Uiso 0.616(12) 1 calc R U P B 1
C30 C -0.2005(15) 0.7593(3) 0.2468(7) 0.0411(19) Uani 0.616(12) 1 d . . P B 1
C31 C -0.1126(14) 0.7960(2) 0.3096(10) 0.082(3) Uani 0.616(12) 1 d . . P B 1
H31A H 0.026825 0.801839 0.295930 0.123 Uiso 0.616(12) 1 calc R U P B 1
H31B H -0.103124 0.791651 0.384529 0.123 Uiso 0.616(12) 1 calc R U P B 1
H31C H -0.207272 0.817166 0.287244 0.123 Uiso 0.616(12) 1 calc R U P B 1
C32 C -0.5474(13) 0.7224(2) 0.1843(6) 0.068(2) Uani 0.616(12) 1 d . . P B 1
H32A H -0.594578 0.738062 0.122524 0.102 Uiso 0.616(12) 1 calc R U P B 1
H32B H -0.669356 0.712260 0.208951 0.102 Uiso 0.616(12) 1 calc R U P B 1
H32C H -0.462136 0.701533 0.166331 0.102 Uiso 0.616(12) 1 calc R U P B 1
C33 C -0.4138(10) 0.7467(2) 0.2721(5) 0.0462(18) Uani 0.616(12) 1 d . . P B 1
O6 O -0.085(3) 0.7203(5) 0.2653(13) 0.055(4) Uani 0.384(12) 1 d . U P B 2
O4 O -0.2858(19) 0.7332(3) 0.3898(8) 0.049(2) Uani 0.384(12) 1 d . . P B 2
C35 C -0.241(3) 0.7497(5) 0.2141(11) 0.052(4) Uani 0.384(12) 1 d . . P B 2
C36 C -0.3298(17) 0.7645(3) 0.3146(8) 0.047(3) Uani 0.384(12) 1 d . . P B 2
C37 C -0.205(3) 0.7984(3) 0.3703(11) 0.082(5) Uani 0.384(12) 1 d . . P B 2
H37A H -0.230975 0.820745 0.325554 0.123 Uiso 0.384(12) 1 calc R U P B 2
H37B H -0.054774 0.792520 0.383889 0.123 Uiso 0.384(12) 1 calc R U P B 2
H37C H -0.249618 0.803348 0.436461 0.123 Uiso 0.384(12) 1 calc R U P B 2
C39 C -0.133(4) 0.7785(7) 0.155(2) 0.091(8) Uani 0.384(12) 1 d . U P B 2
H39A H -0.070241 0.765531 0.102445 0.136 Uiso 0.384(12) 1 calc R U P B 2
H39B H -0.023733 0.791627 0.204229 0.136 Uiso 0.384(12) 1 calc R U P B 2
H39C H -0.236584 0.796841 0.120559 0.136 Uiso 0.384(12) 1 calc R U P B 2
C40 C -0.410(3) 0.7269(4) 0.1405(11) 0.095(6) Uani 0.384(12) 1 d . U P B 2
H40A H -0.528476 0.743362 0.112622 0.143 Uiso 0.384(12) 1 calc R U P B 2
H40B H -0.458028 0.706134 0.179308 0.143 Uiso 0.384(12) 1 calc R U P B 2
H40C H -0.350240 0.716762 0.082849 0.143 Uiso 0.384(12) 1 calc R U P B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C5 C6 1.425(4) . ?
C5 C9 1.409(4) . ?
C5 C2 1.410(4) . ?
C6 H6 0.9300 . ?
C6 C10 1.348(4) . ?
C7 H7 0.9300 . ?
C7 C11 1.426(4) . ?
C7 C3 1.351(4) . ?
C8 C9 1.422(4) . ?
C8 C12 1.426(4) . ?
C8 C4 1.410(4) . ?
C9 C13 1.434(4) . ?
C10 H10 0.9300 . ?
C10 C14 1.435(4) . ?
C11 C12 1.424(4) . ?
C11 C15 1.390(4) . ?
C12 C16 1.428(4) . ?
C1 H1 0.9300 . ?
C1 C2 1.366(5) . ?
C1 C4 1.404(4) . ?
B1 C19 1.555(4) . ?
B1 O1 1.367(4) . ?
B1 O2 1.358(4) . ?
C2 H2 0.9300 . ?
B2 C22 1.557(4) . ?
B2 O5 1.379(7) . ?
B2 O3 1.343(9) . ?
B2 O6 1.393(19) . ?
B2 O4 1.341(11) . ?
C3 H3 0.9300 . ?
C3 C4 1.423(4) . ?
C13 C14 1.420(4) . ?
C13 C17 1.425(4) . ?
C14 C18 1.396(4) . ?
C15 H15 0.9300 . ?
C15 C19 1.386(4) . ?
C16 C17 1.471(4) . ?
C16 C20 1.394(4) . ?
C17 C21 1.391(4) . ?
C18 H18 0.9300 . ?
C18 C22 1.397(4) . ?
C19 C20 1.403(4) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C21 C22 1.395(4) . ?
O1 C25 1.464(3) . ?
O2 C27 1.468(4) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C23 C25 1.521(5) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C24 C25 1.501(5) . ?
C25 C27 1.550(5) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C26 C27 1.528(6) . ?
C27 C28 1.511(5) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C34 C33 1.473(7) . ?
C34 C36 1.472(10) . ?
O5 C33 1.462(8) . ?
O3 C30 1.458(13) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C29 C30 1.486(17) . ?
C30 C31 1.555(13) . ?
C30 C33 1.521(12) . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C32 C33 1.526(11) . ?
O6 C35 1.49(3) . ?
O4 C36 1.443(14) . ?
C35 C36 1.586(18) . ?
C35 C39 1.50(3) . ?
C35 C40 1.51(2) . ?
C36 C37 1.520(19) . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?

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
C9 C5 C6 119.4(3) . . ?
C9 C5 C2 118.9(3) . . ?
C2 C5 C6 121.7(3) . . ?
C5 C6 H6 119.4 . . ?
C10 C6 C5 121.1(3) . . ?
C10 C6 H6 119.4 . . ?
C11 C7 H7 118.9 . . ?
C3 C7 H7 118.9 . . ?
C3 C7 C11 122.2(3) . . ?
C9 C8 C12 119.6(2) . . ?
C4 C8 C9 119.7(2) . . ?
C4 C8 C12 120.6(3) . . ?
C5 C9 C8 119.8(3) . . ?
C5 C9 C13 120.1(3) . . ?
C8 C9 C13 120.1(2) . . ?
C6 C10 H10 119.4 . . ?
C6 C10 C14 121.2(3) . . ?
C14 C10 H10 119.4 . . ?
C12 C11 C7 118.6(2) . . ?
C15 C11 C7 122.0(3) . . ?
C15 C11 C12 119.4(3) . . ?
C8 C12 C16 121.7(2) . . ?
C11 C12 C8 118.9(2) . . ?
C11 C12 C16 119.4(2) . . ?
C2 C1 H1 119.6 . . ?
C2 C1 C4 120.9(3) . . ?
C4 C1 H1 119.6 . . ?
O1 B1 C19 122.7(3) . . ?
O2 B1 C19 124.5(3) . . ?
O2 B1 O1 112.8(2) . . ?
C5 C2 H2 119.3 . . ?
C1 C2 C5 121.4(3) . . ?
C1 C2 H2 119.3 . . ?
O5 B2 C22 121.2(4) . . ?
O3 B2 C22 125.0(5) . . ?
O3 B2 O5 113.7(5) . . ?
O6 B2 C22 124.2(9) . . ?
O4 B2 C22 123.0(5) . . ?
O4 B2 O6 112.4(9) . . ?
C7 C3 H3 119.8 . . ?
C7 C3 C4 120.5(3) . . ?
C4 C3 H3 119.8 . . ?
C8 C4 C3 119.2(2) . . ?
C1 C4 C8 119.3(3) . . ?
C1 C4 C3 121.5(3) . . ?
C14 C13 C9 118.9(2) . . ?
C14 C13 C17 120.1(2) . . ?
C17 C13 C9 121.0(2) . . ?
C13 C14 C10 119.2(3) . . ?
C18 C14 C10 121.6(3) . . ?
C18 C14 C13 119.1(2) . . ?
C11 C15 H15 119.0 . . ?
C19 C15 C11 122.0(3) . . ?
C19 C15 H15 119.0 . . ?
C12 C16 C17 118.5(2) . . ?
C20 C16 C12 118.4(2) . . ?
C20 C16 C17 123.1(2) . . ?
C13 C17 C16 119.1(2) . . ?
C21 C17 C13 118.1(2) . . ?
C21 C17 C16 122.8(2) . . ?
C14 C18 H18 119.3 . . ?
C14 C18 C22 121.4(3) . . ?
C22 C18 H18 119.3 . . ?
C15 C19 B1 119.3(3) . . ?
C15 C19 C20 118.3(2) . . ?
C20 C19 B1 122.3(2) . . ?
C16 C20 C19 122.4(2) . . ?
C16 C20 H20 118.8 . . ?
C19 C20 H20 118.8 . . ?
C17 C21 H21 118.7 . . ?
C17 C21 C22 122.6(2) . . ?
C22 C21 H21 118.7 . . ?
C18 C22 B2 118.7(3) . . ?
C21 C22 B2 122.7(2) . . ?
C21 C22 C18 118.6(3) . . ?
B1 O1 C25 107.7(2) . . ?
B1 O2 C27 107.5(2) . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C23 H23A 109.5 . . ?
C25 C23 H23B 109.5 . . ?
C25 C23 H23C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C25 C24 H24A 109.5 . . ?
C25 C24 H24B 109.5 . . ?
C25 C24 H24C 109.5 . . ?
O1 C25 C23 106.2(3) . . ?
O1 C25 C24 108.1(3) . . ?
O1 C25 C27 101.9(2) . . ?
C23 C25 C27 113.2(3) . . ?
C24 C25 C23 110.7(3) . . ?
C24 C25 C27 115.7(3) . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C27 C26 H26A 109.5 . . ?
C27 C26 H26B 109.5 . . ?
C27 C26 H26C 109.5 . . ?
O2 C27 C25 102.6(2) . . ?
O2 C27 C26 107.5(3) . . ?
O2 C27 C28 107.6(3) . . ?
C26 C27 C25 111.5(3) . . ?
C28 C27 C25 115.6(3) . . ?
C28 C27 C26 111.2(4) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
B2 O5 C33 106.9(5) . . ?
B2 O3 C30 106.9(7) . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C30 C29 H29A 109.5 . . ?
C30 C29 H29B 109.5 . . ?
C30 C29 H29C 109.5 . . ?
O3 C30 C29 107.9(9) . . ?
O3 C30 C31 105.5(7) . . ?
O3 C30 C33 104.4(7) . . ?
C29 C30 C31 109.6(8) . . ?
C29 C30 C33 116.6(10) . . ?
C33 C30 C31 112.0(9) . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C33 C32 H32A 109.5 . . ?
C33 C32 H32B 109.5 . . ?
C33 C32 H32C 109.5 . . ?
C34 C33 C30 118.4(7) . . ?
C34 C33 C32 107.7(5) . . ?
O5 C33 C34 108.6(5) . . ?
O5 C33 C30 102.8(6) . . ?
O5 C33 C32 104.9(5) . . ?
C30 C33 C32 113.4(8) . . ?
B2 O6 C35 107.9(14) . . ?
B2 O4 C36 109.8(8) . . ?
O6 C35 C36 100.3(11) . . ?
O6 C35 C39 110.2(18) . . ?
O6 C35 C40 104.4(12) . . ?
C39 C35 C36 117.4(18) . . ?
C39 C35 C40 112.2(16) . . ?
C40 C35 C36 110.8(17) . . ?
C34 C36 C35 120.3(11) . . ?
C34 C36 C37 104.1(9) . . ?
O4 C36 C34 109.4(8) . . ?
O4 C36 C35 103.9(10) . . ?
O4 C36 C37 104.8(8) . . ?
C37 C36 C35 113.3(14) . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C35 C39 H39A 109.5 . . ?
C35 C39 H39B 109.5 . . ?
C35 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C35 C40 H40A 109.5 . . ?
C35 C40 H40B 109.5 . . ?
C35 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?

_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_cu_20221114dth1149b_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 2261004'
loop_
_audit_author_name
_audit_author_address
'Wen Zhou and Benjamin S Gelfand'
;University of Calgary
Canada
;
_audit_update_record             
;
2023-05-05 deposited with the CCDC.	2023-06-01 downloaded from the CCDC.
;
_audit_creation_date             2022-11-15
_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         'C28 H22 O'
_chemical_formula_sum            'C28 H22 O'
_chemical_formula_weight         374.45
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   14.0609(5)
_cell_length_b                   18.1928(6)
_cell_length_c                   7.3985(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.926(2)
_cell_angle_gamma                90
_cell_volume                     1890.12(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3071
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      66.66
_cell_measurement_theta_min      3.15
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.600
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.5096
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1293 before and 0.0754 after correction.
The Ratio of minimum to maximum transmission is 0.6769.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.316
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Plate
_exptl_crystal_F_000             792
_exptl_crystal_size_max          0.738
_exptl_crystal_size_mid          0.223
_exptl_crystal_size_min          0.056
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0659
_diffrn_reflns_av_unetI/netI     0.0937
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            13614
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        66.707
_diffrn_reflns_theta_max         66.707
_diffrn_reflns_theta_min         3.147
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2486
_reflns_number_total             3348
_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  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.450
_refine_diff_density_min         -0.584
_refine_diff_density_rms         0.115
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.299
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     266
_refine_ls_number_reflns         3348
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1034
_refine_ls_R_factor_gt           0.0893
_refine_ls_restrained_S_all      1.299
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2008
_refine_ls_wR_factor_ref         0.2148
_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:
 C3(H3), C6(H6), C7(H7), C10(H10), C15(H15), C21(H21), C22(H22), C23(H23),
 C1(H1), C2(H2)
2.b Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C26(H26A,H26B,H26C), C27(H27A,H27B,H27C), C28(H28A,H28B,
 H28C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
C3 C 0.17083(18) 0.69959(14) 0.8987(3) 0.0404(6) Uani 1 1 d . . . . .
H3 H 0.136091 0.741183 0.926813 0.048 Uiso 1 1 calc R U . . .
C4 C 0.27240(17) 0.70220(13) 0.9126(3) 0.0348(5) Uani 1 1 d . . . . .
C5 C 0.47292(17) 0.70654(12) 0.9336(3) 0.0337(5) Uani 1 1 d . . . . .
C6 C 0.57385(18) 0.70796(13) 0.9408(3) 0.0403(6) Uani 1 1 d . . . . .
H6 H 0.605144 0.750207 0.982316 0.048 Uiso 1 1 calc R U . . .
C7 C 0.12403(17) 0.63726(14) 0.8450(3) 0.0383(6) Uani 1 1 d . . . . .
H7 H 0.057825 0.637077 0.835426 0.046 Uiso 1 1 calc R U . . .
C8 C 0.32509(16) 0.63919(12) 0.8666(2) 0.0287(5) Uani 1 1 d . . . . .
C9 C 0.42608(16) 0.64115(12) 0.8753(3) 0.0283(5) Uani 1 1 d . . . . .
C10 C 0.62597(17) 0.65017(13) 0.8894(3) 0.0364(5) Uani 1 1 d . . . . .
H10 H 0.692028 0.653809 0.894663 0.044 Uiso 1 1 calc R U . . .
C11 C 0.17532(15) 0.57179(13) 0.8029(3) 0.0311(5) Uani 1 1 d . . . . .
C12 C 0.27592(15) 0.57360(12) 0.8100(3) 0.0278(5) Uani 1 1 d . . . . .
C13 C 0.48002(15) 0.57854(12) 0.8222(2) 0.0264(5) Uani 1 1 d . . . . .
C14 C 0.58146(15) 0.58260(12) 0.8263(3) 0.0286(5) Uani 1 1 d . . . . .
C15 C 0.12793(15) 0.50609(13) 0.7571(3) 0.0336(5) Uani 1 1 d . . . . .
H15 H 0.061715 0.505340 0.751814 0.040 Uiso 1 1 calc R U . . .
C16 C 0.32754(15) 0.50978(11) 0.7642(2) 0.0253(5) Uani 1 1 d . . . . .
C17 C 0.43167(15) 0.51285(11) 0.7665(3) 0.0252(5) Uani 1 1 d . . . . .
C18 C 0.63452(15) 0.52034(12) 0.7718(3) 0.0288(5) Uani 1 1 d . . . . .
C19 C 0.74046(16) 0.51877(14) 0.7668(3) 0.0362(5) Uani 1 1 d . . . . .
C20 C 0.17712(15) 0.44183(13) 0.7194(3) 0.0307(5) Uani 1 1 d . . . . .
C21 C 0.27629(14) 0.44558(12) 0.7204(3) 0.0289(5) Uani 1 1 d . . . . .
H21 H 0.309871 0.403599 0.690768 0.035 Uiso 1 1 calc R U . . .
C22 C 0.48643(15) 0.45308(12) 0.7161(3) 0.0283(5) Uani 1 1 d . . . . .
H22 H 0.456245 0.409623 0.680019 0.034 Uiso 1 1 calc R U . . .
C23 C 0.58441(15) 0.45707(12) 0.7185(3) 0.0300(5) Uani 1 1 d . . . . .
H23 H 0.618377 0.416075 0.683332 0.036 Uiso 1 1 calc R U . . .
C24 C 0.78948(16) 0.44862(15) 0.7165(3) 0.0400(6) Uani 1 1 d . . . . .
H24A H 0.767506 0.408991 0.789179 0.060 Uiso 1 1 calc R U . . .
H24B H 0.857057 0.454150 0.737233 0.060 Uiso 1 1 calc R U . . .
H24C H 0.775133 0.438006 0.590927 0.060 Uiso 1 1 calc R U . . .
C25 C 0.12224(15) 0.37013(14) 0.6845(3) 0.0365(5) Uani 1 1 d . . . . .
C26 C 0.06453(18) 0.35338(15) 0.8502(4) 0.0489(7) Uani 1 1 d . . . . .
H26A H 0.106776 0.350021 0.956001 0.073 Uiso 1 1 calc R U . . .
H26B H 0.031459 0.307590 0.832179 0.073 Uiso 1 1 calc R U . . .
H26C H 0.019251 0.392043 0.866132 0.073 Uiso 1 1 calc R U . . .
C27 C 0.05305(17) 0.37880(16) 0.5180(3) 0.0460(6) Uani 1 1 d . . . . .
H27A H 0.009291 0.418063 0.538637 0.069 Uiso 1 1 calc R U . . .
H27B H 0.018328 0.333867 0.497805 0.069 Uiso 1 1 calc R U . . .
H27C H 0.088360 0.389885 0.413739 0.069 Uiso 1 1 calc R U . . .
C28 C 0.18802(18) 0.30555(14) 0.6528(4) 0.0507(7) Uani 1 1 d . . . . .
H28A H 0.231877 0.299765 0.755532 0.076 Uiso 1 1 calc R U . . .
H28B H 0.222788 0.314580 0.546628 0.076 Uiso 1 1 calc R U . . .
H28C H 0.150930 0.261549 0.636047 0.076 Uiso 1 1 calc R U . . .
O1 O 0.79030(14) 0.57244(13) 0.8006(3) 0.0652(7) Uani 1 1 d . . . . .
C1 C 0.32186(19) 0.76635(13) 0.9700(3) 0.0400(6) Uani 1 1 d . . . . .
H1 H 0.287686 0.807837 1.001125 0.048 Uiso 1 1 calc R U . . .
C2 C 0.41852(18) 0.76839(13) 0.9803(3) 0.0379(5) Uani 1 1 d . . . . .
H2 H 0.449459 0.811224 1.018783 0.046 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
C3 H3 0.9300 . ?
C3 C4 1.427(4) . ?
C3 C7 1.360(4) . ?
C4 C8 1.416(3) . ?
C4 C1 1.413(4) . ?
C5 C6 1.418(3) . ?
C5 C9 1.416(3) . ?
C5 C2 1.413(3) . ?
C6 H6 0.9300 . ?
C6 C10 1.347(3) . ?
C7 H7 0.9300 . ?
C7 C11 1.435(3) . ?
C8 C9 1.419(3) . ?
C8 C12 1.431(3) . ?
C9 C13 1.434(3) . ?
C10 H10 0.9300 . ?
C10 C14 1.446(3) . ?
C11 C12 1.413(3) . ?
C11 C15 1.402(3) . ?
C12 C16 1.419(3) . ?
C13 C14 1.427(3) . ?
C13 C17 1.425(3) . ?
C14 C18 1.426(3) . ?
C15 H15 0.9300 . ?
C15 C20 1.394(3) . ?
C16 C17 1.464(3) . ?
C16 C21 1.402(3) . ?
C17 C22 1.394(3) . ?
C18 C19 1.492(3) . ?
C18 C23 1.396(3) . ?
C19 C24 1.506(3) . ?
C19 O1 1.220(3) . ?
C20 C21 1.396(3) . ?
C20 C25 1.531(3) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C22 C23 1.379(3) . ?
C23 H23 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 C26 1.535(3) . ?
C25 C27 1.538(3) . ?
C25 C28 1.521(3) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C1 H1 0.9300 . ?
C1 C2 1.358(4) . ?
C2 H2 0.9300 . ?

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
C4 C3 H3 119.5 . . ?
C7 C3 H3 119.5 . . ?
C7 C3 C4 121.1(2) . . ?
C8 C4 C3 119.3(2) . . ?
C1 C4 C3 121.6(2) . . ?
C1 C4 C8 119.1(2) . . ?
C9 C5 C6 118.4(2) . . ?
C2 C5 C6 122.0(2) . . ?
C2 C5 C9 119.6(2) . . ?
C5 C6 H6 118.9 . . ?
C10 C6 C5 122.2(2) . . ?
C10 C6 H6 118.9 . . ?
C3 C7 H7 119.5 . . ?
C3 C7 C11 121.0(2) . . ?
C11 C7 H7 119.5 . . ?
C4 C8 C9 120.2(2) . . ?
C4 C8 C12 119.6(2) . . ?
C9 C8 C12 120.12(18) . . ?
C5 C9 C8 118.9(2) . . ?
C5 C9 C13 120.4(2) . . ?
C8 C9 C13 120.64(19) . . ?
C6 C10 H10 119.3 . . ?
C6 C10 C14 121.5(2) . . ?
C14 C10 H10 119.3 . . ?
C12 C11 C7 119.1(2) . . ?
C15 C11 C7 121.5(2) . . ?
C15 C11 C12 119.4(2) . . ?
C11 C12 C8 119.87(19) . . ?
C11 C12 C16 119.7(2) . . ?
C16 C12 C8 120.44(19) . . ?
C14 C13 C9 119.67(19) . . ?
C17 C13 C9 119.60(19) . . ?
C17 C13 C14 120.74(18) . . ?
C13 C14 C10 117.81(19) . . ?
C18 C14 C10 122.9(2) . . ?
C18 C14 C13 119.32(19) . . ?
C11 C15 H15 119.0 . . ?
C20 C15 C11 121.9(2) . . ?
C20 C15 H15 119.0 . . ?
C12 C16 C17 119.29(19) . . ?
C21 C16 C12 118.27(19) . . ?
C21 C16 C17 122.44(18) . . ?
C13 C17 C16 119.81(18) . . ?
C22 C17 C13 118.00(19) . . ?
C22 C17 C16 122.19(19) . . ?
C14 C18 C19 124.0(2) . . ?
C23 C18 C14 118.10(19) . . ?
C23 C18 C19 117.86(19) . . ?
C18 C19 C24 119.5(2) . . ?
O1 C19 C18 122.9(2) . . ?
O1 C19 C24 117.6(2) . . ?
C15 C20 C21 117.6(2) . . ?
C15 C20 C25 119.83(19) . . ?
C21 C20 C25 122.5(2) . . ?
C16 C21 H21 118.5 . . ?
C20 C21 C16 122.94(19) . . ?
C20 C21 H21 118.5 . . ?
C17 C22 H22 119.3 . . ?
C23 C22 C17 121.4(2) . . ?
C23 C22 H22 119.3 . . ?
C18 C23 H23 118.8 . . ?
C22 C23 C18 122.46(19) . . ?
C22 C23 H23 118.8 . . ?
C19 C24 H24A 109.5 . . ?
C19 C24 H24B 109.5 . . ?
C19 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C20 C25 C26 108.5(2) . . ?
C20 C25 C27 109.89(19) . . ?
C26 C25 C27 108.75(19) . . ?
C28 C25 C20 112.26(18) . . ?
C28 C25 C26 108.7(2) . . ?
C28 C25 C27 108.7(2) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C4 C1 H1 119.5 . . ?
C2 C1 C4 121.0(2) . . ?
C2 C1 H1 119.5 . . ?
C5 C2 H2 119.4 . . ?
C1 C2 C5 121.1(2) . . ?
C1 C2 H2 119.4 . . ?

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
C3 C4 C8 C9 178.50(18) . . . . ?
C3 C4 C8 C12 -1.1(3) . . . . ?
C3 C4 C1 C2 -179.1(2) . . . . ?
C3 C7 C11 C12 -2.8(3) . . . . ?
C3 C7 C11 C15 176.4(2) . . . . ?
C4 C3 C7 C11 0.8(3) . . . . ?
C4 C8 C9 C5 1.1(3) . . . . ?
C4 C8 C9 C13 -177.57(17) . . . . ?
C4 C8 C12 C11 -0.9(3) . . . . ?
C4 C8 C12 C16 -179.65(17) . . . . ?
C4 C1 C2 C5 0.2(3) . . . . ?
C5 C6 C10 C14 -1.0(4) . . . . ?
C5 C9 C13 C14 -0.7(3) . . . . ?
C5 C9 C13 C17 179.06(17) . . . . ?
C6 C5 C9 C8 -179.63(18) . . . . ?
C6 C5 C9 C13 -1.0(3) . . . . ?
C6 C5 C2 C1 179.0(2) . . . . ?
C6 C10 C14 C13 -0.8(3) . . . . ?
C6 C10 C14 C18 -179.7(2) . . . . ?
C7 C3 C4 C8 1.1(3) . . . . ?
C7 C3 C4 C1 -179.4(2) . . . . ?
C7 C11 C12 C8 2.8(3) . . . . ?
C7 C11 C12 C16 -178.41(18) . . . . ?
C7 C11 C15 C20 -178.75(19) . . . . ?
C8 C4 C1 C2 0.4(3) . . . . ?
C8 C9 C13 C14 177.88(16) . . . . ?
C8 C9 C13 C17 -2.3(3) . . . . ?
C8 C12 C16 C17 -3.1(3) . . . . ?
C8 C12 C16 C21 176.10(17) . . . . ?
C9 C5 C6 C10 1.9(3) . . . . ?
C9 C5 C2 C1 -0.1(3) . . . . ?
C9 C8 C12 C11 179.51(16) . . . . ?
C9 C8 C12 C16 0.7(3) . . . . ?
C9 C13 C14 C10 1.6(3) . . . . ?
C9 C13 C14 C18 -179.47(17) . . . . ?
C9 C13 C17 C16 -0.1(3) . . . . ?
C9 C13 C17 C22 -179.92(17) . . . . ?
C10 C14 C18 C19 -2.5(3) . . . . ?
C10 C14 C18 C23 178.03(19) . . . . ?
C11 C12 C16 C17 178.11(16) . . . . ?
C11 C12 C16 C21 -2.7(3) . . . . ?
C11 C15 C20 C21 -2.8(3) . . . . ?
C11 C15 C20 C25 175.26(19) . . . . ?
C12 C8 C9 C5 -179.33(17) . . . . ?
C12 C8 C9 C13 2.0(3) . . . . ?
C12 C11 C15 C20 0.5(3) . . . . ?
C12 C16 C17 C13 2.8(3) . . . . ?
C12 C16 C17 C22 -177.39(17) . . . . ?
C12 C16 C21 C20 0.2(3) . . . . ?
C13 C14 C18 C19 178.65(17) . . . . ?
C13 C14 C18 C23 -0.8(3) . . . . ?
C13 C17 C22 C23 -0.4(3) . . . . ?
C14 C13 C17 C16 179.69(16) . . . . ?
C14 C13 C17 C22 -0.1(3) . . . . ?
C14 C18 C19 C24 176.74(19) . . . . ?
C14 C18 C19 O1 -3.8(3) . . . . ?
C14 C18 C23 C22 0.3(3) . . . . ?
C15 C11 C12 C8 -176.42(18) . . . . ?
C15 C11 C12 C16 2.4(3) . . . . ?
C15 C20 C21 C16 2.5(3) . . . . ?
C15 C20 C25 C26 -57.7(3) . . . . ?
C15 C20 C25 C27 61.1(3) . . . . ?
C15 C20 C25 C28 -177.9(2) . . . . ?
C16 C17 C22 C23 179.79(17) . . . . ?
C17 C13 C14 C10 -178.17(18) . . . . ?
C17 C13 C14 C18 0.7(3) . . . . ?
C17 C16 C21 C20 179.42(17) . . . . ?
C17 C22 C23 C18 0.3(3) . . . . ?
C19 C18 C23 C22 -179.18(18) . . . . ?
C21 C16 C17 C13 -176.39(18) . . . . ?
C21 C16 C17 C22 3.4(3) . . . . ?
C21 C20 C25 C26 120.3(2) . . . . ?
C21 C20 C25 C27 -120.9(2) . . . . ?
C21 C20 C25 C28 0.1(3) . . . . ?
C23 C18 C19 C24 -3.8(3) . . . . ?
C23 C18 C19 O1 175.7(2) . . . . ?
C25 C20 C21 C16 -175.54(19) . . . . ?
C1 C4 C8 C9 -1.0(3) . . . . ?
C1 C4 C8 C12 179.39(18) . . . . ?
C2 C5 C6 C10 -177.2(2) . . . . ?
C2 C5 C9 C8 -0.5(3) . . . . ?
C2 C5 C9 C13 178.13(18) . . . . ?

_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_cu_20221007DTH1133_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2261005'
loop_
_audit_author_name
_audit_author_address
'Wen Zhou and Benjamin S Gelfand'
;University of Calgary
Canada
;
_audit_update_record             
;
2023-05-05 deposited with the CCDC.	2023-06-01 downloaded from the CCDC.
;
_audit_creation_date             2022-10-11
_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         'C34 H32 O2'
_chemical_formula_sum            'C34 H32 O2'
_chemical_formula_weight         472.59
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           9
_space_group_name_H-M_alt        'C 1 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'

_cell_length_a                   13.1142(13)
_cell_length_b                   27.489(3)
_cell_length_c                   7.1658(7)
_cell_angle_alpha                90
_cell_angle_beta                 99.120(7)
_cell_angle_gamma                90
_cell_volume                     2550.6(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2552
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      66.01
_cell_measurement_theta_min      3.77
_shelx_estimated_absorpt_T_max   0.967
_shelx_estimated_absorpt_T_min   0.851
_exptl_absorpt_coefficient_mu    0.578
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.6762
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0922 before and 0.0482 after correction.
The Ratio of minimum to maximum transmission is 0.8982.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.231
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Plate
_exptl_crystal_F_000             1008
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 1.00 0.1020
0.00 -1.00 -1.00 0.1270
1.00 0.00 0.00 0.0580
-1.00 0.00 0.00 0.0910
0.00 -1.00 0.00 0.0290
0.00 1.00 0.00 0.0080

_exptl_crystal_size_max          0.289
_exptl_crystal_size_mid          0.182
_exptl_crystal_size_min          0.058
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0293
_diffrn_reflns_av_unetI/netI     0.0297
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            10031
_diffrn_reflns_point_group_measured_fraction_full 0.834
_diffrn_reflns_point_group_measured_fraction_max 0.835
_diffrn_reflns_theta_full        66.597
_diffrn_reflns_theta_max         66.597
_diffrn_reflns_theta_min         3.215
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_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           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.668
_reflns_Friedel_fraction_full    0.671
_reflns_Friedel_fraction_max     0.671
_reflns_number_gt                3063
_reflns_number_total             3774
_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  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.152
_refine_diff_density_min         -0.202
_refine_diff_density_rms         0.049
_refine_ls_abs_structure_details 
;
 Flack x determined using 1011 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.0(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     333
_refine_ls_number_reflns         3774
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0546
_refine_ls_R_factor_gt           0.0444
_refine_ls_restrained_S_all      1.041
_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)+(0.0733P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1150
_refine_ls_wR_factor_ref         0.1216
_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:
 C8(H8), C12(H12), C15(H15), C17(H17), C22(H22), C23(H23), C24(H24), C26(H26)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C14(H14A,H14B,H14C), C28(H28A,H28B,H28C), C29(H29A,H29B,
 H29C), C30(H30A,H30B,H30C), C32(H32A,H32B,H32C), C33(H33A,H33B,H33C), C34(H34A,
 H34B,H34C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 0.9047(2) 0.53940(12) 0.4245(6) 0.0988(12) Uani 1 1 d . . . . .
C1 C 0.4791(4) 0.30362(14) 0.4442(8) 0.0821(13) Uani 1 1 d . . . . .
H1A H 0.440103 0.273931 0.435765 0.123 Uiso 1 1 calc R U . . .
H1B H 0.543788 0.298859 0.525961 0.123 Uiso 1 1 calc R U . . .
H1C H 0.491773 0.312795 0.320691 0.123 Uiso 1 1 calc R U . . .
C2 C 0.4197(3) 0.34285(13) 0.5224(5) 0.0572(9) Uani 1 1 d . . . . .
C3 C 0.4543(3) 0.39450(11) 0.5123(4) 0.0445(8) Uani 1 1 d . . . . .
C4 C 0.3881(2) 0.43541(12) 0.5254(4) 0.0411(7) Uani 1 1 d . . . . .
C5 C 0.4287(2) 0.48314(11) 0.5159(4) 0.0369(7) Uani 1 1 d . . . . .
O006 O 0.3464(3) 0.33116(10) 0.5942(6) 0.1040(13) Uani 1 1 d . . . . .
C6 C 0.5348(2) 0.49010(12) 0.4980(4) 0.0372(7) Uani 1 1 d . . . . .
C7 C 0.5976(2) 0.44918(11) 0.4874(4) 0.0416(8) Uani 1 1 d . . . . .
C8 C 0.5548(3) 0.40231(12) 0.4926(4) 0.0465(8) Uani 1 1 d . . . . .
H8 H 0.596893 0.375524 0.482299 0.056 Uiso 1 1 calc R U . . .
C9 C 0.5776(2) 0.53765(11) 0.4910(4) 0.0368(7) Uani 1 1 d . . . . .
C10 C 0.6844(2) 0.54373(12) 0.4766(4) 0.0417(8) Uani 1 1 d . . . . .
C11 C 0.7472(3) 0.50055(12) 0.4616(4) 0.0464(8) Uani 1 1 d . . . . .
C12 C 0.7026(3) 0.45588(12) 0.4686(4) 0.0462(8) Uani 1 1 d . . . . .
H12 H 0.743207 0.428447 0.460682 0.055 Uiso 1 1 calc R U . . .
C13 C 0.8578(3) 0.50218(15) 0.4368(6) 0.0586(10) Uani 1 1 d . . . . .
C14 C 0.9159(3) 0.45581(16) 0.4221(8) 0.0791(13) Uani 1 1 d . . . . .
H14A H 0.877743 0.435435 0.326880 0.119 Uiso 1 1 calc R U . . .
H14B H 0.924864 0.439242 0.541541 0.119 Uiso 1 1 calc R U . . .
H14C H 0.982268 0.463028 0.388558 0.119 Uiso 1 1 calc R U . . .
C15 C 0.7240(3) 0.59089(12) 0.4793(5) 0.0487(8) Uani 1 1 d . . . . .
H15 H 0.793498 0.595066 0.470713 0.058 Uiso 1 1 calc R U . . .
C16 C 0.6640(3) 0.63172(12) 0.4943(5) 0.0478(8) Uani 1 1 d . . . . .
C17 C 0.5596(3) 0.62513(11) 0.5014(4) 0.0448(8) Uani 1 1 d . . . . .
H17 H 0.518093 0.652369 0.507114 0.054 Uiso 1 1 calc R U . . .
C18 C 0.5148(2) 0.57908(11) 0.5003(4) 0.0395(7) Uani 1 1 d . . . . .
C19 C 0.4050(2) 0.57244(12) 0.5117(4) 0.0387(7) Uani 1 1 d . . . . .
C20 C 0.3646(2) 0.52477(12) 0.5221(4) 0.0380(7) Uani 1 1 d . . . . .
C21 C 0.2596(2) 0.51867(12) 0.5367(4) 0.0437(8) Uani 1 1 d . . . . .
C22 C 0.2211(3) 0.47040(13) 0.5497(5) 0.0501(9) Uani 1 1 d . . . . .
H22 H 0.152346 0.465971 0.562897 0.060 Uiso 1 1 calc R U . . .
C23 C 0.2821(3) 0.43097(13) 0.5433(5) 0.0492(8) Uani 1 1 d . . . . .
H23 H 0.253925 0.400120 0.550865 0.059 Uiso 1 1 calc R U . . .
C24 C 0.3364(2) 0.61151(11) 0.5077(4) 0.0461(8) Uani 1 1 d . . . . .
H24 H 0.361886 0.642803 0.497576 0.055 Uiso 1 1 calc R U . . .
C25 C 0.2319(3) 0.60605(12) 0.5181(5) 0.0473(8) Uani 1 1 d . . . . .
C26 C 0.1952(3) 0.55897(13) 0.5334(5) 0.0502(8) Uani 1 1 d . . . . .
H26 H 0.125870 0.554322 0.541760 0.060 Uiso 1 1 calc R U . . .
C27 C 0.7141(3) 0.68207(12) 0.5007(6) 0.0589(9) Uani 1 1 d . . . . .
C28 C 0.7734(4) 0.68796(16) 0.3359(7) 0.0841(14) Uani 1 1 d . . . . .
H28A H 0.726540 0.685240 0.218998 0.126 Uiso 1 1 calc R U . . .
H28B H 0.825079 0.663024 0.341885 0.126 Uiso 1 1 calc R U . . .
H28C H 0.806005 0.719316 0.342825 0.126 Uiso 1 1 calc R U . . .
C29 C 0.7891(4) 0.68634(15) 0.6886(8) 0.0901(14) Uani 1 1 d . . . . .
H29A H 0.839288 0.660674 0.696678 0.135 Uiso 1 1 calc R U . . .
H29B H 0.751219 0.683766 0.792328 0.135 Uiso 1 1 calc R U . . .
H29C H 0.823630 0.717223 0.693883 0.135 Uiso 1 1 calc R U . . .
C30 C 0.6370(4) 0.72391(14) 0.4945(8) 0.0798(13) Uani 1 1 d . . . . .
H30A H 0.672852 0.754323 0.493127 0.120 Uiso 1 1 calc R U . . .
H30B H 0.603350 0.722478 0.603982 0.120 Uiso 1 1 calc R U . . .
H30C H 0.586373 0.721221 0.382501 0.120 Uiso 1 1 calc R U . . .
C31 C 0.1566(3) 0.64917(13) 0.5018(6) 0.0573(9) Uani 1 1 d . . . . .
C32 C 0.2129(4) 0.69792(15) 0.5058(10) 0.0978(17) Uani 1 1 d . . . . .
H32A H 0.248609 0.700015 0.399033 0.147 Uiso 1 1 calc R U . . .
H32B H 0.261693 0.700409 0.620313 0.147 Uiso 1 1 calc R U . . .
H32C H 0.163710 0.723953 0.500477 0.147 Uiso 1 1 calc R U . . .
C33 C 0.0949(4) 0.6481(2) 0.6657(9) 0.1025(18) Uani 1 1 d . . . . .
H33A H 0.051474 0.676301 0.659965 0.154 Uiso 1 1 calc R U . . .
H33B H 0.141634 0.647903 0.783341 0.154 Uiso 1 1 calc R U . . .
H33C H 0.052969 0.619283 0.656934 0.154 Uiso 1 1 calc R U . . .
C34 C 0.0831(4) 0.64584(18) 0.3162(8) 0.0944(15) Uani 1 1 d . . . . .
H34A H 0.121745 0.646585 0.213207 0.142 Uiso 1 1 calc R U . . .
H34B H 0.036101 0.672853 0.305653 0.142 Uiso 1 1 calc R U . . .
H34C H 0.044827 0.615983 0.312393 0.142 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
O001 C13 1.204(4) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 C2 1.491(5) . ?
C2 C3 1.496(4) . ?
C2 O006 1.203(4) . ?
C3 C4 1.432(4) . ?
C3 C8 1.365(5) . ?
C4 C5 1.421(4) . ?
C4 C23 1.422(5) . ?
C5 C6 1.430(4) . ?
C5 C20 1.425(4) . ?
C6 C7 1.403(4) . ?
C6 C9 1.427(4) . ?
C7 C8 1.408(4) . ?
C7 C12 1.417(5) . ?
C8 H8 0.9300 . ?
C9 C10 1.431(4) . ?
C9 C18 1.413(4) . ?
C10 C11 1.458(4) . ?
C10 C15 1.395(4) . ?
C11 C12 1.364(5) . ?
C11 C13 1.490(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.497(5) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15 0.9300 . ?
C15 C16 1.385(5) . ?
C16 C17 1.391(5) . ?
C16 C27 1.530(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.394(4) . ?
C18 C19 1.468(4) . ?
C19 C20 1.420(4) . ?
C19 C24 1.398(4) . ?
C20 C21 1.407(4) . ?
C21 C22 1.428(4) . ?
C21 C26 1.391(5) . ?
C22 H22 0.9300 . ?
C22 C23 1.352(5) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C24 C25 1.391(4) . ?
C25 C26 1.391(4) . ?
C25 C31 1.536(5) . ?
C26 H26 0.9300 . ?
C27 C28 1.522(5) . ?
C27 C29 1.541(6) . ?
C27 C30 1.527(6) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 C32 1.528(6) . ?
C31 C33 1.528(5) . ?
C31 C34 1.516(6) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?

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
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C1 C2 C3 119.2(3) . . ?
O006 C2 C1 117.9(3) . . ?
O006 C2 C3 122.9(3) . . ?
C4 C3 C2 123.4(3) . . ?
C8 C3 C2 117.3(3) . . ?
C8 C3 C4 119.2(3) . . ?
C5 C4 C3 119.1(3) . . ?
C5 C4 C23 117.5(3) . . ?
C23 C4 C3 123.3(3) . . ?
C4 C5 C6 120.3(3) . . ?
C4 C5 C20 120.8(3) . . ?
C20 C5 C6 118.8(3) . . ?
C7 C6 C5 119.0(3) . . ?
C7 C6 C9 119.6(3) . . ?
C9 C6 C5 121.3(2) . . ?
C6 C7 C8 119.5(3) . . ?
C6 C7 C12 119.3(3) . . ?
C8 C7 C12 121.2(3) . . ?
C3 C8 C7 122.8(3) . . ?
C3 C8 H8 118.6 . . ?
C7 C8 H8 118.6 . . ?
C6 C9 C10 120.4(2) . . ?
C18 C9 C6 120.1(2) . . ?
C18 C9 C10 119.6(3) . . ?
C9 C10 C11 118.7(3) . . ?
C15 C10 C9 118.3(3) . . ?
C15 C10 C11 123.0(3) . . ?
C10 C11 C13 123.8(3) . . ?
C12 C11 C10 118.7(3) . . ?
C12 C11 C13 117.5(3) . . ?
C7 C12 H12 118.3 . . ?
C11 C12 C7 123.3(3) . . ?
C11 C12 H12 118.3 . . ?
O001 C13 C11 123.5(3) . . ?
O001 C13 C14 116.5(3) . . ?
C11 C13 C14 119.9(3) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C10 C15 H15 118.7 . . ?
C16 C15 C10 122.6(3) . . ?
C16 C15 H15 118.7 . . ?
C15 C16 C17 118.2(3) . . ?
C15 C16 C27 119.3(3) . . ?
C17 C16 C27 122.5(3) . . ?
C16 C17 H17 118.9 . . ?
C16 C17 C18 122.3(3) . . ?
C18 C17 H17 118.9 . . ?
C9 C18 C19 119.1(3) . . ?
C17 C18 C9 119.0(3) . . ?
C17 C18 C19 121.9(3) . . ?
C20 C19 C18 119.7(3) . . ?
C24 C19 C18 122.5(3) . . ?
C24 C19 C20 117.8(3) . . ?
C19 C20 C5 120.9(3) . . ?
C21 C20 C5 119.7(3) . . ?
C21 C20 C19 119.4(3) . . ?
C20 C21 C22 118.4(3) . . ?
C26 C21 C20 120.2(3) . . ?
C26 C21 C22 121.4(3) . . ?
C21 C22 H22 119.1 . . ?
C23 C22 C21 121.7(3) . . ?
C23 C22 H22 119.1 . . ?
C4 C23 H23 119.1 . . ?
C22 C23 C4 121.8(3) . . ?
C22 C23 H23 119.1 . . ?
C19 C24 H24 118.3 . . ?
C25 C24 C19 123.5(3) . . ?
C25 C24 H24 118.3 . . ?
C24 C25 C31 122.7(3) . . ?
C26 C25 C24 117.4(3) . . ?
C26 C25 C31 119.8(3) . . ?
C21 C26 C25 121.7(3) . . ?
C21 C26 H26 119.1 . . ?
C25 C26 H26 119.1 . . ?
C16 C27 C29 107.9(3) . . ?
C28 C27 C16 110.0(3) . . ?
C28 C27 C29 109.6(4) . . ?
C28 C27 C30 108.3(3) . . ?
C30 C27 C16 113.7(3) . . ?
C30 C27 C29 107.2(4) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C27 C29 H29A 109.5 . . ?
C27 C29 H29B 109.5 . . ?
C27 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C27 C30 H30A 109.5 . . ?
C27 C30 H30B 109.5 . . ?
C27 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C32 C31 C25 111.8(3) . . ?
C33 C31 C25 109.8(3) . . ?
C33 C31 C32 108.4(4) . . ?
C34 C31 C25 109.4(3) . . ?
C34 C31 C32 107.9(4) . . ?
C34 C31 C33 109.4(4) . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C31 C33 H33A 109.5 . . ?
C31 C33 H33B 109.5 . . ?
C31 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C31 C34 H34A 109.5 . . ?
C31 C34 H34B 109.5 . . ?
C31 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?

_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_cu_20230131dth1217a_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2261002'
loop_
_audit_author_name
_audit_author_address
'Wen Zhou and Benjamin S Gelfand'
;University of Calgary
Canada
;
_audit_update_record             
;
2023-05-05 deposited with the CCDC.	2023-06-01 downloaded from the CCDC.
;
_audit_creation_date             2023-05-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C30 H27 Br O2), H2 O'
_chemical_formula_sum            'C60 H56 Br2 O5'
_chemical_formula_weight         1016.86
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   29.2019(17)
_cell_length_b                   4.4981(3)
_cell_length_c                   41.208(3)
_cell_angle_alpha                90
_cell_angle_beta                 98.731(5)
_cell_angle_gamma                90
_cell_volume                     5350.1(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2543
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      65.91
_cell_measurement_theta_min      2.84
_shelx_estimated_absorpt_T_max   0.910
_shelx_estimated_absorpt_T_min   0.247
_exptl_absorpt_coefficient_mu    2.284
_exptl_absorpt_correction_T_max  0.7498
_exptl_absorpt_correction_T_min  0.4882
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1428 before and 0.0835 after correction.
The Ratio of minimum to maximum transmission is 0.6511.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.262
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Needle
_exptl_crystal_F_000             2104
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 0.4250
0.00 -1.00 0.00 0.3930
-1.00 0.00 -1.00 0.0080
1.00 0.00 1.00 0.0140
-1.00 0.00 1.00 0.0120
1.00 0.00 -1.00 0.0210

_exptl_crystal_size_max          0.85
_exptl_crystal_size_mid          0.044
_exptl_crystal_size_min          0.042
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1411
_diffrn_reflns_av_unetI/netI     0.1681
_diffrn_reflns_Laue_measured_fraction_full 0.955
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            13745
_diffrn_reflns_point_group_measured_fraction_full 0.955
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        49.853
_diffrn_reflns_theta_max         49.853
_diffrn_reflns_theta_min         1.530
_diffrn_ambient_temperature      173.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.955
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2880
_reflns_number_total             5250
_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 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.096
_refine_diff_density_min         -1.040
_refine_diff_density_rms         0.156
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.121
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     625
_refine_ls_number_reflns         5250
_refine_ls_number_restraints     1058
_refine_ls_R_factor_all          0.2348
_refine_ls_R_factor_gt           0.1640
_refine_ls_restrained_S_all      1.029
_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)+(0.1730P)²+150.9196P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4004
_refine_ls_wR_factor_ref         0.4429
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Restrained distances
 Br2-O6
 4.14 with sigma of 0.02
 C22-O5
 3.962 with sigma of 0.02
 Br2-H6B
 4.53 with sigma of 0.02
 Br2-H6A
 3.967 with sigma of 0.02
 C22-H5B
 3.474 with sigma of 0.02
 C22-H5A
 4.691 with sigma of 0.02
3. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08 within 2A
All non-hydrogen atoms restrained to be isotropic: with sigma of 0.01 and sigma
for terminal atoms of 0.02
5. Others
 Fixed Sof: O5(0.5) H5A(0.5) H5B(0.5) O6(0.5) H6A(0.5) H6B(0.5)
6.a Free rotating group:
 O5(H5A,H5B), O6(H6A,H6B)
6.b Secondary CH2 refined with riding coordinates:
 C30(H30A,H30B), C31(H31A,H31B), C32(H32A,H32B), C34(H34A,H34B), C35(H35A,
 H35B), C36(H36A,H36B), C60(H60A,H60B), C61(H61A,H61B), C62(H62A,H62B),
 C64(H64A,H64B), C65(H65A,H65B), C66(H66A,H66B)
6.c Aromatic/amide H refined with riding coordinates:
 C8(H8), C9(H9), C13(H13), C14(H14), C20(H20), C21(H21), C22(H22), C27(H27),
 C28(H28), C42(H42), C43(H43), C44(H44), C45(H45), C48(H48), C49(H49), C57(H57),
  C58(H58), C59(H59)
6.d Idealised Me refined as rotating group:
 C33(H33A,H33B,H33C), C37(H37A,H37B,H37C), C63(H63A,H63B,H63C), C67(H67A,H67B,
 H67C)
;
_atom_sites_solution_hydrogens   mixed
_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
Br1 Br 0.15312(9) 0.6194(8) 0.14824(6) 0.0713(11) Uani 1 1 d . U . . .
Br2 Br 0.69921(9) 0.8779(8) 0.85149(6) 0.0710(11) Uani 1 1 d D U . . .
O1 O 0.0504(5) 0.568(4) 0.3737(3) 0.050(4) Uani 1 1 d . U . . .
O2 O 0.1205(5) 0.972(4) 0.3991(4) 0.055(4) Uani 1 1 d . U . . .
O3 O 0.5570(5) 0.541(4) 0.6010(4) 0.057(4) Uani 1 1 d . U . . .
O4 O 0.4949(5) 0.942(4) 0.6277(4) 0.055(4) Uani 1 1 d . U . . .
O5 O 0.2813(12) 0.987(12) 0.4347(9) 0.120(15) Uani 0.5 1 d DG U P . .
H5A H 0.307879 0.913350 0.441407 0.181 Uiso 0.5 1 d DG U P . .
H5B H 0.270471 0.880287 0.418314 0.181 Uiso 0.5 1 d DG U P . .
O6 O 0.7896(15) 1.228(15) 0.9289(10) 0.15(2) Uani 0.5 1 d DG U P . .
H6A H 0.801658 1.068178 0.923240 0.230 Uiso 0.5 1 d DG U P . .
H6B H 0.806570 1.365182 0.923034 0.230 Uiso 0.5 1 d DG U P . .
C8 C 0.1910(7) 0.940(5) 0.2043(5) 0.044(4) Uani 1 1 d . U . . .
H8 H 0.208656 1.032108 0.190243 0.053 Uiso 1 1 calc R U . . .
C9 C 0.1975(7) 1.022(5) 0.2374(5) 0.041(4) Uani 1 1 d . U . . .
H9 H 0.221720 1.150887 0.244789 0.050 Uiso 1 1 calc R U . . .
C10 C 0.1705(7) 0.925(5) 0.2595(5) 0.040(4) Uani 1 1 d . U . . .
C11 C 0.1354(7) 0.699(5) 0.2465(5) 0.040(4) Uani 1 1 d . U . . .
C12 C 0.1292(7) 0.606(5) 0.2135(5) 0.041(4) Uani 1 1 d . U . . .
C13 C 0.0935(7) 0.401(5) 0.2019(5) 0.041(4) Uani 1 1 d . U . . .
H13 H 0.088150 0.351444 0.179746 0.050 Uiso 1 1 calc R U . . .
C14 C 0.0670(7) 0.274(5) 0.2228(5) 0.041(4) Uani 1 1 d . U . . .
H14 H 0.045967 0.126629 0.214838 0.050 Uiso 1 1 calc R U . . .
C16 C 0.1050(6) 0.574(5) 0.2681(5) 0.035(4) Uani 1 1 d . U . . .
C17 C 0.1104(7) 0.670(5) 0.3006(5) 0.039(4) Uani 1 1 d . U . . .
C18 C 0.1467(7) 0.895(6) 0.3145(5) 0.047(4) Uani 1 1 d . U . . .
C19 C 0.1756(7) 0.986(5) 0.2922(5) 0.040(4) Uani 1 1 d . U . . .
C20 C 0.2105(7) 1.194(5) 0.3073(5) 0.048(5) Uani 1 1 d . U . . .
H20 H 0.230858 1.273535 0.294388 0.058 Uiso 1 1 calc R U . . .
C21 C 0.2151(8) 1.280(5) 0.3396(5) 0.047(5) Uani 1 1 d . U . . .
H21 H 0.238741 1.409758 0.348022 0.056 Uiso 1 1 calc R U . . .
C22 C 0.1845(7) 1.174(5) 0.3596(5) 0.044(5) Uani 1 1 d D U . . .
H22 H 0.187327 1.237655 0.381252 0.052 Uiso 1 1 calc R U . . .
C23 C 0.1499(7) 0.975(5) 0.3476(5) 0.041(4) Uani 1 1 d . U . . .
C24 C 0.1164(8) 0.862(6) 0.3675(6) 0.052(4) Uani 1 1 d . U . . .
C25 C 0.0819(7) 0.665(5) 0.3547(5) 0.046(4) Uani 1 1 d . U . . .
C26 C 0.0775(7) 0.564(5) 0.3215(5) 0.046(4) Uani 1 1 d . U . . .
C27 C 0.0442(7) 0.348(6) 0.3094(5) 0.048(5) Uani 1 1 d . U . . .
H27 H 0.024345 0.267696 0.322678 0.058 Uiso 1 1 calc R U . . .
C28 C 0.0421(7) 0.263(5) 0.2779(5) 0.046(5) Uani 1 1 d . U . . .
H28 H 0.019318 0.125331 0.270047 0.056 Uiso 1 1 calc R U . . .
C29 C 0.0707(7) 0.361(5) 0.2559(5) 0.040(4) Uani 1 1 d . U . . .
C30 C 0.1397(9) 0.766(6) 0.4235(6) 0.064(5) Uani 1 1 d . U . . .
H30A H 0.170816 0.712470 0.420213 0.077 Uiso 1 1 calc R U . . .
H30B H 0.121018 0.586790 0.421991 0.077 Uiso 1 1 calc R U . . .
C31 C 0.1408(9) 0.901(7) 0.4559(6) 0.074(6) Uani 1 1 d . U . . .
H31A H 0.160159 1.077280 0.456913 0.089 Uiso 1 1 calc R U . . .
H31B H 0.155815 0.762646 0.472211 0.089 Uiso 1 1 calc R U . . .
C32 C 0.0956(10) 0.988(7) 0.4655(7) 0.087(7) Uani 1 1 d . U . . .
H32A H 0.075803 0.813301 0.463763 0.104 Uiso 1 1 calc R U . . .
H32B H 0.081084 1.132049 0.449710 0.104 Uiso 1 1 calc R U . . .
C33 C 0.0969(12) 1.117(9) 0.4994(7) 0.113(10) Uani 1 1 d . U . . .
H33A H 0.117760 1.282718 0.502110 0.170 Uiso 1 1 calc R U . . .
H33B H 0.107276 0.967783 0.515528 0.170 Uiso 1 1 calc R U . . .
H33C H 0.066381 1.181865 0.502147 0.170 Uiso 1 1 calc R U . . .
C34 C 0.0121(8) 0.768(6) 0.3720(6) 0.057(5) Uani 1 1 d . U . . .
H34A H 0.001922 0.829742 0.349544 0.068 Uiso 1 1 calc R U . . .
H34B H 0.020489 0.942391 0.385383 0.068 Uiso 1 1 calc R U . . .
C35 C -0.0268(8) 0.587(6) 0.3855(6) 0.061(5) Uani 1 1 d . U . . .
H35A H -0.055826 0.694574 0.380913 0.073 Uiso 1 1 calc R U . . .
H35B H -0.030799 0.396614 0.374324 0.073 Uiso 1 1 calc R U . . .
C36 C -0.0152(9) 0.539(7) 0.4205(6) 0.071(6) Uani 1 1 d . U . . .
H36A H -0.007938 0.727316 0.431462 0.085 Uiso 1 1 calc R U . . .
H36B H 0.011925 0.412138 0.424893 0.085 Uiso 1 1 calc R U . . .
C37 C -0.0581(11) 0.384(8) 0.4346(7) 0.103(10) Uani 1 1 d . U . . .
H37A H -0.066826 0.205059 0.422518 0.154 Uiso 1 1 calc R U . . .
H37B H -0.083932 0.518277 0.432288 0.154 Uiso 1 1 calc R U . . .
H37C H -0.049010 0.336530 0.457383 0.154 Uiso 1 1 calc R U . . .
C38 C 0.6844(7) 0.771(5) 0.8070(5) 0.047(4) Uani 1 1 d . U . . .
C39 C 0.6476(7) 0.885(6) 0.7861(5) 0.043(4) Uani 1 1 d . U . . .
C40 C 0.6381(7) 0.804(5) 0.7531(5) 0.036(4) Uani 1 1 d . U . . .
C41 C 0.6674(6) 0.577(5) 0.7401(5) 0.035(4) Uani 1 1 d . U . . .
C42 C 0.7034(7) 0.482(5) 0.7626(5) 0.040(4) Uani 1 1 d . U . . .
H42 H 0.724431 0.351786 0.755407 0.048 Uiso 1 1 calc R U . . .
C43 C 0.7108(7) 0.560(5) 0.7940(5) 0.045(5) Uani 1 1 d . U . . .
H43 H 0.734781 0.468110 0.807918 0.054 Uiso 1 1 calc R U . . .
C44 C 0.6168(7) 1.112(6) 0.7977(5) 0.045(5) Uani 1 1 d . U . . .
H44 H 0.622603 1.175514 0.819424 0.054 Uiso 1 1 calc R U . . .
C45 C 0.5803(7) 1.228(5) 0.7771(5) 0.042(5) Uani 1 1 d . U . . .
H45 H 0.561824 1.366560 0.785820 0.050 Uiso 1 1 calc R U . . .
C46 C 0.5688(6) 1.157(5) 0.7447(5) 0.034(4) Uani 1 1 d . U . . .
C47 C 0.5987(7) 0.938(5) 0.7322(5) 0.037(4) Uani 1 1 d . U . . .
C48 C 0.5325(7) 1.246(5) 0.7233(5) 0.043(5) Uani 1 1 d . U . . .
H48 H 0.512789 1.381855 0.731234 0.051 Uiso 1 1 calc R U . . .
C49 C 0.5210(7) 1.166(5) 0.6923(5) 0.041(4) Uani 1 1 d . U . . .
H49 H 0.495814 1.253648 0.679228 0.049 Uiso 1 1 calc R U . . .
C50 C 0.5492(7) 0.929(6) 0.6783(5) 0.048(4) Uani 1 1 d . U . . .
C51 C 0.5886(7) 0.856(5) 0.6992(5) 0.042(4) Uani 1 1 d . U . . .
C52 C 0.6173(7) 0.618(6) 0.6859(5) 0.048(4) Uani 1 1 d . U . . .
C53 C 0.6573(7) 0.509(5) 0.7067(5) 0.036(4) Uani 1 1 d . U . . .
C54 C 0.5377(8) 0.824(5) 0.6455(5) 0.046(4) Uani 1 1 d . U . . .
C55 C 0.5657(8) 0.640(6) 0.6325(6) 0.052(4) Uani 1 1 d . U . . .
C56 C 0.6063(7) 0.529(5) 0.6522(5) 0.045(4) Uani 1 1 d . U . . .
C57 C 0.6373(7) 0.338(5) 0.6389(5) 0.047(5) Uani 1 1 d . U . . .
H57 H 0.632142 0.286876 0.616769 0.056 Uiso 1 1 calc R U . . .
C58 C 0.6750(7) 0.232(5) 0.6592(5) 0.043(5) Uani 1 1 d . U . . .
H58 H 0.695004 0.105789 0.650305 0.052 Uiso 1 1 calc R U . . .
C59 C 0.6846(7) 0.299(5) 0.6907(5) 0.045(5) Uani 1 1 d . U . . .
H59 H 0.709957 0.207768 0.703201 0.054 Uiso 1 1 calc R U . . .
C60 C 0.4585(8) 0.734(6) 0.6312(6) 0.063(5) Uani 1 1 d . U . . .
H60A H 0.458274 0.686355 0.654100 0.075 Uiso 1 1 calc R U . . .
H60B H 0.462320 0.551770 0.619278 0.075 Uiso 1 1 calc R U . . .
C61 C 0.4119(8) 0.902(7) 0.6159(6) 0.068(6) Uani 1 1 d . U . . .
H61A H 0.385449 0.780360 0.618986 0.082 Uiso 1 1 calc R U . . .
H61B H 0.409662 1.087669 0.627529 0.082 Uiso 1 1 calc R U . . .
C62 C 0.4100(9) 0.965(7) 0.5806(6) 0.073(6) Uani 1 1 d . U . . .
H62A H 0.415494 0.783555 0.569050 0.088 Uiso 1 1 calc R U . . .
H62B H 0.433916 1.107218 0.577466 0.088 Uiso 1 1 calc R U . . .
C63 C 0.3603(9) 1.096(8) 0.5665(8) 0.098(9) Uani 1 1 d . U . . .
H63A H 0.361824 1.197666 0.546201 0.147 Uiso 1 1 calc R U . . .
H63B H 0.350768 1.233050 0.582057 0.147 Uiso 1 1 calc R U . . .
H63C H 0.338251 0.936668 0.562717 0.147 Uiso 1 1 calc R U . . .
C64 C 0.5425(11) 0.757(7) 0.5751(6) 0.083(6) Uani 1 1 d . U . . .
H64A H 0.562570 0.930318 0.578056 0.099 Uiso 1 1 calc R U . . .
H64B H 0.511026 0.821374 0.575999 0.099 Uiso 1 1 calc R U . . .
C65 C 0.5453(10) 0.616(8) 0.5429(7) 0.091(7) Uani 1 1 d . U . . .
H65A H 0.526790 0.435961 0.540960 0.110 Uiso 1 1 calc R U . . .
H65B H 0.532095 0.749978 0.525494 0.110 Uiso 1 1 calc R U . . .
C66 C 0.5931(12) 0.541(9) 0.5382(8) 0.110(8) Uani 1 1 d . U . . .
H66A H 0.612662 0.714820 0.542670 0.132 Uiso 1 1 calc R U . . .
H66B H 0.605090 0.386992 0.553730 0.132 Uiso 1 1 calc R U . . .
C67 C 0.5952(14) 0.436(10) 0.5045(8) 0.137(12) Uani 1 1 d . U . . .
H67A H 0.613438 0.571103 0.493816 0.205 Uiso 1 1 calc R U . . .
H67B H 0.564390 0.425763 0.492455 0.205 Uiso 1 1 calc R U . . .
H67C H 0.609030 0.241672 0.505369 0.205 Uiso 1 1 calc R U . . .
C7 C 0.1591(7) 0.724(5) 0.1919(5) 0.044(4) Uani 1 1 d . 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
Br1 C7 1.84(2) . ?
Br2 C38 1.88(2) . ?
O1 C25 1.37(2) . ?
O1 C34 1.43(3) . ?
O2 C24 1.38(3) . ?
O2 C30 1.42(3) . ?
O3 C55 1.36(3) . ?
O3 C64 1.46(3) . ?
O4 C54 1.45(3) . ?
O4 C60 1.44(3) . ?
O5 H5A 0.8502 . ?
O5 H5B 0.8496 . ?
O6 H6A 0.8496 . ?
O6 H6B 0.8497 . ?
C8 H8 0.9300 . ?
C8 C9 1.40(3) . ?
C8 C7 1.39(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.36(3) . ?
C10 C11 1.49(3) . ?
C10 C19 1.36(3) . ?
C11 C12 1.41(3) . ?
C11 C16 1.46(3) . ?
C12 C13 1.42(3) . ?
C12 C7 1.44(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.36(3) . ?
C14 H14 0.9300 . ?
C14 C29 1.41(3) . ?
C16 C17 1.39(3) . ?
C16 C29 1.43(3) . ?
C17 C18 1.51(3) . ?
C17 C26 1.46(3) . ?
C18 C19 1.40(3) . ?
C18 C23 1.40(3) . ?
C19 C20 1.45(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.37(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.39(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.38(3) . ?
C23 C24 1.46(3) . ?
C24 C25 1.38(3) . ?
C25 C26 1.43(3) . ?
C26 C27 1.41(3) . ?
C27 H27 0.9300 . ?
C27 C28 1.34(3) . ?
C28 H28 0.9300 . ?
C28 C29 1.39(3) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C30 C31 1.46(3) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 C32 1.49(4) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C32 C33 1.51(4) . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C34 C35 1.56(3) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C35 C36 1.45(3) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C36 C37 1.62(4) . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C38 C39 1.37(3) . ?
C38 C43 1.38(3) . ?
C39 C40 1.40(3) . ?
C39 C44 1.49(3) . ?
C40 C41 1.48(3) . ?
C40 C47 1.46(3) . ?
C41 C42 1.36(3) . ?
C41 C53 1.40(3) . ?
C42 H42 0.9300 . ?
C42 C43 1.33(3) . ?
C43 H43 0.9300 . ?
C44 H44 0.9300 . ?
C44 C45 1.36(3) . ?
C45 H45 0.9300 . ?
C45 C46 1.37(3) . ?
C46 C47 1.46(3) . ?
C46 C48 1.34(3) . ?
C47 C51 1.40(3) . ?
C48 H48 0.9300 . ?
C48 C49 1.32(3) . ?
C49 H49 0.9300 . ?
C49 C50 1.51(3) . ?
C50 C51 1.37(3) . ?
C50 C54 1.42(3) . ?
C51 C52 1.51(3) . ?
C52 C53 1.42(3) . ?
C52 C56 1.44(3) . ?
C53 C59 1.46(3) . ?
C54 C55 1.33(3) . ?
C55 C56 1.42(3) . ?
C56 C57 1.42(3) . ?
C57 H57 0.9300 . ?
C57 C58 1.36(3) . ?
C58 H58 0.9300 . ?
C58 C59 1.32(3) . ?
C59 H59 0.9300 . ?
C60 H60A 0.9700 . ?
C60 H60B 0.9700 . ?
C60 C61 1.60(3) . ?
C61 H61A 0.9700 . ?
C61 H61B 0.9700 . ?
C61 C62 1.47(3) . ?
C62 H62A 0.9700 . ?
C62 H62B 0.9700 . ?
C62 C63 1.59(4) . ?
C63 H63A 0.9600 . ?
C63 H63B 0.9600 . ?
C63 H63C 0.9600 . ?
C64 H64A 0.9700 . ?
C64 H64B 0.9700 . ?
C64 C65 1.49(4) . ?
C65 H65A 0.9700 . ?
C65 H65B 0.9700 . ?
C65 C66 1.48(4) . ?
C66 H66A 0.9700 . ?
C66 H66B 0.9700 . ?
C66 C67 1.48(4) . ?
C67 H67A 0.9600 . ?
C67 H67B 0.9600 . ?
C67 H67C 0.9600 . ?

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
C25 O1 C34 111.0(17) . . ?
C24 O2 C30 113.8(19) . . ?
C55 O3 C64 118(2) . . ?
C60 O4 C54 107.8(17) . . ?
H5A O5 H5B 104.5 . . ?
H6A O6 H6B 104.5 . . ?
C9 C8 H8 119.1 . . ?
C7 C8 H8 119.1 . . ?
C7 C8 C9 122(2) . . ?
C8 C9 H9 117.9 . . ?
C10 C9 C8 124(2) . . ?
C10 C9 H9 117.9 . . ?
C9 C10 C11 114.6(19) . . ?
C9 C10 C19 128(2) . . ?
C19 C10 C11 117(2) . . ?
C12 C11 C10 122.1(19) . . ?
C12 C11 C16 118.2(19) . . ?
C16 C11 C10 119.7(19) . . ?
C11 C12 C13 120(2) . . ?
C11 C12 C7 119(2) . . ?
C13 C12 C7 121(2) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 C12 121(2) . . ?
C14 C13 H13 119.4 . . ?
C13 C14 H14 119.0 . . ?
C13 C14 C29 122(2) . . ?
C29 C14 H14 119.0 . . ?
C17 C16 C11 118.5(19) . . ?
C17 C16 C29 121.2(19) . . ?
C29 C16 C11 120.3(19) . . ?
C16 C17 C18 122.7(19) . . ?
C16 C17 C26 119(2) . . ?
C26 C17 C18 118.7(19) . . ?
C19 C18 C17 113.8(19) . . ?
C19 C18 C23 127(2) . . ?
C23 C18 C17 119(2) . . ?
C10 C19 C18 127(2) . . ?
C10 C19 C20 121(2) . . ?
C18 C19 C20 111(2) . . ?
C19 C20 H20 118.0 . . ?
C21 C20 C19 124(2) . . ?
C21 C20 H20 118.0 . . ?
C20 C21 H21 120.0 . . ?
C20 C21 C22 120(2) . . ?
C22 C21 H21 120.0 . . ?
C21 C22 H22 119.6 . . ?
C23 C22 C21 121(2) . . ?
C23 C22 H22 119.6 . . ?
C18 C23 C24 120(2) . . ?
C22 C23 C18 117(2) . . ?
C22 C23 C24 123(2) . . ?
O2 C24 C23 116(2) . . ?
O2 C24 C25 123(2) . . ?
C25 C24 C23 121(2) . . ?
O1 C25 C24 120(2) . . ?
O1 C25 C26 118(2) . . ?
C24 C25 C26 122(2) . . ?
C25 C26 C17 119(2) . . ?
C27 C26 C17 120(2) . . ?
C27 C26 C25 121(2) . . ?
C26 C27 H27 121.1 . . ?
C28 C27 C26 118(2) . . ?
C28 C27 H27 121.1 . . ?
C27 C28 H28 116.8 . . ?
C27 C28 C29 126(2) . . ?
C29 C28 H28 116.8 . . ?
C14 C29 C16 118(2) . . ?
C28 C29 C14 125(2) . . ?
C28 C29 C16 116(2) . . ?
O2 C30 H30A 109.8 . . ?
O2 C30 H30B 109.8 . . ?
O2 C30 C31 109(2) . . ?
H30A C30 H30B 108.3 . . ?
C31 C30 H30A 109.8 . . ?
C31 C30 H30B 109.8 . . ?
C30 C31 H31A 108.1 . . ?
C30 C31 H31B 108.1 . . ?
C30 C31 C32 117(2) . . ?
H31A C31 H31B 107.3 . . ?
C32 C31 H31A 108.1 . . ?
C32 C31 H31B 108.1 . . ?
C31 C32 H32A 108.1 . . ?
C31 C32 H32B 108.1 . . ?
C31 C32 C33 117(3) . . ?
H32A C32 H32B 107.3 . . ?
C33 C32 H32A 108.1 . . ?
C33 C32 H32B 108.1 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
O1 C34 H34A 110.7 . . ?
O1 C34 H34B 110.7 . . ?
O1 C34 C35 105(2) . . ?
H34A C34 H34B 108.8 . . ?
C35 C34 H34A 110.7 . . ?
C35 C34 H34B 110.7 . . ?
C34 C35 H35A 109.4 . . ?
C34 C35 H35B 109.4 . . ?
H35A C35 H35B 108.0 . . ?
C36 C35 C34 111(2) . . ?
C36 C35 H35A 109.4 . . ?
C36 C35 H35B 109.4 . . ?
C35 C36 H36A 109.6 . . ?
C35 C36 H36B 109.6 . . ?
C35 C36 C37 110(2) . . ?
H36A C36 H36B 108.1 . . ?
C37 C36 H36A 109.6 . . ?
C37 C36 H36B 109.6 . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C39 C38 Br2 124.0(19) . . ?
C39 C38 C43 116(2) . . ?
C43 C38 Br2 119.6(16) . . ?
C38 C39 C40 122(2) . . ?
C38 C39 C44 121(2) . . ?
C40 C39 C44 116.9(19) . . ?
C39 C40 C41 119.3(18) . . ?
C39 C40 C47 119(2) . . ?
C47 C40 C41 121.2(18) . . ?
C42 C41 C40 113.6(19) . . ?
C42 C41 C53 129(2) . . ?
C53 C41 C40 117.3(18) . . ?
C41 C42 H42 117.4 . . ?
C43 C42 C41 125(2) . . ?
C43 C42 H42 117.4 . . ?
C38 C43 H43 118.6 . . ?
C42 C43 C38 123(2) . . ?
C42 C43 H43 118.6 . . ?
C39 C44 H44 119.4 . . ?
C45 C44 C39 121(2) . . ?
C45 C44 H44 119.4 . . ?
C44 C45 H45 117.6 . . ?
C44 C45 C46 125(2) . . ?
C46 C45 H45 117.6 . . ?
C45 C46 C47 115.7(18) . . ?
C48 C46 C45 129(2) . . ?
C48 C46 C47 115(2) . . ?
C40 C47 C46 121.9(19) . . ?
C51 C47 C40 120(2) . . ?
C51 C47 C46 118.2(18) . . ?
C46 C48 H48 116.0 . . ?
C49 C48 C46 128(2) . . ?
C49 C48 H48 116.0 . . ?
C48 C49 H49 120.4 . . ?
C48 C49 C50 119(2) . . ?
C50 C49 H49 120.4 . . ?
C51 C50 C49 113(2) . . ?
C51 C50 C54 125(2) . . ?
C54 C50 C49 122.3(19) . . ?
C47 C51 C52 119.4(18) . . ?
C50 C51 C47 126(2) . . ?
C50 C51 C52 114(2) . . ?
C53 C52 C51 118.5(19) . . ?
C53 C52 C56 122(2) . . ?
C56 C52 C51 119.5(19) . . ?
C41 C53 C52 123(2) . . ?
C41 C53 C59 122.7(19) . . ?
C52 C53 C59 114.1(19) . . ?
C50 C54 O4 115(2) . . ?
C55 C54 O4 124(2) . . ?
C55 C54 C50 121(2) . . ?
O3 C55 C56 117(2) . . ?
C54 C55 O3 123(2) . . ?
C54 C55 C56 120(2) . . ?
C55 C56 C52 120(2) . . ?
C57 C56 C52 119(2) . . ?
C57 C56 C55 121(2) . . ?
C56 C57 H57 120.7 . . ?
C58 C57 C56 119(2) . . ?
C58 C57 H57 120.7 . . ?
C57 C58 H58 118.1 . . ?
C59 C58 C57 124(2) . . ?
C59 C58 H58 118.1 . . ?
C53 C59 H59 118.6 . . ?
C58 C59 C53 123(2) . . ?
C58 C59 H59 118.6 . . ?
O4 C60 H60A 110.8 . . ?
O4 C60 H60B 110.8 . . ?
O4 C60 C61 105(2) . . ?
H60A C60 H60B 108.9 . . ?
C61 C60 H60A 110.8 . . ?
C61 C60 H60B 110.8 . . ?
C60 C61 H61A 109.1 . . ?
C60 C61 H61B 109.1 . . ?
H61A C61 H61B 107.9 . . ?
C62 C61 C60 112(2) . . ?
C62 C61 H61A 109.1 . . ?
C62 C61 H61B 109.1 . . ?
C61 C62 H62A 109.9 . . ?
C61 C62 H62B 109.9 . . ?
C61 C62 C63 109(2) . . ?
H62A C62 H62B 108.3 . . ?
C63 C62 H62A 109.9 . . ?
C63 C62 H62B 109.9 . . ?
C62 C63 H63A 109.5 . . ?
C62 C63 H63B 109.5 . . ?
C62 C63 H63C 109.5 . . ?
H63A C63 H63B 109.5 . . ?
H63A C63 H63C 109.5 . . ?
H63B C63 H63C 109.5 . . ?
O3 C64 H64A 110.0 . . ?
O3 C64 H64B 110.0 . . ?
O3 C64 C65 109(3) . . ?
H64A C64 H64B 108.3 . . ?
C65 C64 H64A 110.0 . . ?
C65 C64 H64B 110.0 . . ?
C64 C65 H65A 108.9 . . ?
C64 C65 H65B 108.9 . . ?
H65A C65 H65B 107.7 . . ?
C66 C65 C64 113(3) . . ?
C66 C65 H65A 108.9 . . ?
C66 C65 H65B 108.9 . . ?
C65 C66 H66A 109.3 . . ?
C65 C66 H66B 109.3 . . ?
H66A C66 H66B 107.9 . . ?
C67 C66 C65 112(3) . . ?
C67 C66 H66A 109.3 . . ?
C67 C66 H66B 109.3 . . ?
C66 C67 H67A 109.5 . . ?
C66 C67 H67B 109.5 . . ?
C66 C67 H67C 109.5 . . ?
H67A C67 H67B 109.5 . . ?
H67A C67 H67C 109.5 . . ?
H67B C67 H67C 109.5 . . ?
C8 C7 Br1 119.8(16) . . ?
C8 C7 C12 118(2) . . ?
C12 C7 Br1 122.1(17) . . ?

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
Br2 C38 C39 C40 178.8(17) . . . . ?
Br2 C38 C39 C44 1(3) . . . . ?
Br2 C38 C43 C42 -177.5(17) . . . . ?
O1 C25 C26 C17 179.0(19) . . . . ?
O1 C25 C26 C27 -6(3) . . . . ?
O1 C34 C35 C36 71(3) . . . . ?
O2 C24 C25 O1 -1(3) . . . . ?
O2 C24 C25 C26 178(2) . . . . ?
O2 C30 C31 C32 62(3) . . . . ?
O3 C55 C56 C52 -179(2) . . . . ?
O3 C55 C56 C57 4(3) . . . . ?
O3 C64 C65 C66 -66(4) . . . . ?
O4 C54 C55 O3 0(4) . . . . ?
O4 C54 C55 C56 -178(2) . . . . ?
O4 C60 C61 C62 63(3) . . . . ?
C8 C9 C10 C11 5(3) . . . . ?
C8 C9 C10 C19 177(2) . . . . ?
C9 C8 C7 Br1 -178.6(17) . . . . ?
C9 C8 C7 C12 6(3) . . . . ?
C9 C10 C11 C12 -3(3) . . . . ?
C9 C10 C11 C16 178.7(19) . . . . ?
C9 C10 C19 C18 177(2) . . . . ?
C9 C10 C19 C20 6(4) . . . . ?
C10 C11 C12 C13 -176.8(19) . . . . ?
C10 C11 C12 C7 3(3) . . . . ?
C10 C11 C16 C17 -1(3) . . . . ?
C10 C11 C16 C29 179.0(19) . . . . ?
C10 C19 C20 C21 175(2) . . . . ?
C11 C10 C19 C18 -11(3) . . . . ?
C11 C10 C19 C20 177.3(19) . . . . ?
C11 C12 C13 C14 -5(3) . . . . ?
C11 C12 C7 Br1 -179.2(16) . . . . ?
C11 C12 C7 C8 -4(3) . . . . ?
C11 C16 C17 C18 -1(3) . . . . ?
C11 C16 C17 C26 174.9(19) . . . . ?
C11 C16 C29 C14 0(3) . . . . ?
C11 C16 C29 C28 -177.4(19) . . . . ?
C12 C11 C16 C17 -179(2) . . . . ?
C12 C11 C16 C29 1(3) . . . . ?
C12 C13 C14 C29 6(3) . . . . ?
C13 C12 C7 Br1 0(3) . . . . ?
C13 C12 C7 C8 176(2) . . . . ?
C13 C14 C29 C16 -4(3) . . . . ?
C13 C14 C29 C28 174(2) . . . . ?
C16 C11 C12 C13 1(3) . . . . ?
C16 C11 C12 C7 -179.4(19) . . . . ?
C16 C17 C18 C19 -3(3) . . . . ?
C16 C17 C18 C23 -179(2) . . . . ?
C16 C17 C26 C25 -179(2) . . . . ?
C16 C17 C26 C27 6(3) . . . . ?
C17 C16 C29 C14 180(2) . . . . ?
C17 C16 C29 C28 2(3) . . . . ?
C17 C18 C19 C10 9(3) . . . . ?
C17 C18 C19 C20 -178.3(18) . . . . ?
C17 C18 C23 C22 178.1(19) . . . . ?
C17 C18 C23 C24 -5(3) . . . . ?
C17 C26 C27 C28 -4(3) . . . . ?
C18 C17 C26 C25 -3(3) . . . . ?
C18 C17 C26 C27 -178(2) . . . . ?
C18 C19 C20 C21 2(3) . . . . ?
C18 C23 C24 O2 -175(2) . . . . ?
C18 C23 C24 C25 2(3) . . . . ?
C19 C10 C11 C12 -176(2) . . . . ?
C19 C10 C11 C16 6(3) . . . . ?
C19 C18 C23 C22 2(3) . . . . ?
C19 C18 C23 C24 179(2) . . . . ?
C19 C20 C21 C22 -2(3) . . . . ?
C20 C21 C22 C23 2(3) . . . . ?
C21 C22 C23 C18 -2(3) . . . . ?
C21 C22 C23 C24 -179(2) . . . . ?
C22 C23 C24 O2 2(3) . . . . ?
C22 C23 C24 C25 179(2) . . . . ?
C23 C18 C19 C10 -175(2) . . . . ?
C23 C18 C19 C20 -2(3) . . . . ?
C23 C24 C25 O1 -179(2) . . . . ?
C23 C24 C25 C26 0(3) . . . . ?
C24 O2 C30 C31 -178(2) . . . . ?
C24 C25 C26 C17 0(3) . . . . ?
C24 C25 C26 C27 176(2) . . . . ?
C25 O1 C34 C35 163.3(18) . . . . ?
C25 C26 C27 C28 -180(2) . . . . ?
C26 C17 C18 C19 -178.5(19) . . . . ?
C26 C17 C18 C23 5(3) . . . . ?
C26 C27 C28 C29 2(4) . . . . ?
C27 C28 C29 C14 -178(2) . . . . ?
C27 C28 C29 C16 -1(3) . . . . ?
C29 C16 C17 C18 180(2) . . . . ?
C29 C16 C17 C26 -5(3) . . . . ?
C30 O2 C24 C23 -106(2) . . . . ?
C30 O2 C24 C25 76(3) . . . . ?
C30 C31 C32 C33 178(3) . . . . ?
C34 O1 C25 C24 87(2) . . . . ?
C34 O1 C25 C26 -92(2) . . . . ?
C34 C35 C36 C37 174(2) . . . . ?
C38 C39 C40 C41 3(3) . . . . ?
C38 C39 C40 C47 -179(2) . . . . ?
C38 C39 C44 C45 180(2) . . . . ?
C39 C38 C43 C42 4(3) . . . . ?
C39 C40 C41 C42 -4(3) . . . . ?
C39 C40 C41 C53 -178(2) . . . . ?
C39 C40 C47 C46 1(3) . . . . ?
C39 C40 C47 C51 -179(2) . . . . ?
C39 C44 C45 C46 -1(3) . . . . ?
C40 C39 C44 C45 2(3) . . . . ?
C40 C41 C42 C43 5(3) . . . . ?
C40 C41 C53 C52 -8(3) . . . . ?
C40 C41 C53 C59 177.4(19) . . . . ?
C40 C47 C51 C50 170(2) . . . . ?
C40 C47 C51 C52 3(3) . . . . ?
C41 C40 C47 C46 178.5(19) . . . . ?
C41 C40 C47 C51 -1(3) . . . . ?
C41 C42 C43 C38 -6(4) . . . . ?
C41 C53 C59 C58 179(2) . . . . ?
C42 C41 C53 C52 178(2) . . . . ?
C42 C41 C53 C59 4(3) . . . . ?
C43 C38 C39 C40 -3(3) . . . . ?
C43 C38 C39 C44 180(2) . . . . ?
C44 C39 C40 C41 -179.5(19) . . . . ?
C44 C39 C40 C47 -2(3) . . . . ?
C44 C45 C46 C47 0(3) . . . . ?
C44 C45 C46 C48 176(2) . . . . ?
C45 C46 C47 C40 0(3) . . . . ?
C45 C46 C47 C51 180(2) . . . . ?
C45 C46 C48 C49 -177(2) . . . . ?
C46 C47 C51 C50 -10(3) . . . . ?
C46 C47 C51 C52 -176.9(19) . . . . ?
C46 C48 C49 C50 4(4) . . . . ?
C47 C40 C41 C42 178.4(19) . . . . ?
C47 C40 C41 C53 4(3) . . . . ?
C47 C46 C48 C49 -2(3) . . . . ?
C47 C51 C52 C53 -7(3) . . . . ?
C47 C51 C52 C56 179(2) . . . . ?
C48 C46 C47 C40 -176(2) . . . . ?
C48 C46 C47 C51 4(3) . . . . ?
C48 C49 C50 C51 -9(3) . . . . ?
C48 C49 C50 C54 178(2) . . . . ?
C49 C50 C51 C47 12(3) . . . . ?
C49 C50 C51 C52 179.6(18) . . . . ?
C49 C50 C54 O4 -5(3) . . . . ?
C49 C50 C54 C55 173(2) . . . . ?
C50 C51 C52 C53 -175(2) . . . . ?
C50 C51 C52 C56 10(3) . . . . ?
C50 C54 C55 O3 -178(2) . . . . ?
C50 C54 C55 C56 4(4) . . . . ?
C51 C50 C54 O4 -178(2) . . . . ?
C51 C50 C54 C55 0(4) . . . . ?
C51 C52 C53 C41 10(3) . . . . ?
C51 C52 C53 C59 -175.2(19) . . . . ?
C51 C52 C56 C55 -7(3) . . . . ?
C51 C52 C56 C57 171(2) . . . . ?
C52 C53 C59 C58 5(3) . . . . ?
C52 C56 C57 C58 4(3) . . . . ?
C53 C41 C42 C43 179(2) . . . . ?
C53 C52 C56 C55 179(2) . . . . ?
C53 C52 C56 C57 -3(3) . . . . ?
C54 O4 C60 C61 171.5(18) . . . . ?
C54 C50 C51 C47 -175(2) . . . . ?
C54 C50 C51 C52 -7(3) . . . . ?
C54 C55 C56 C52 -1(4) . . . . ?
C54 C55 C56 C57 -178(2) . . . . ?
C55 O3 C64 C65 167(2) . . . . ?
C55 C56 C57 C58 -178(2) . . . . ?
C56 C52 C53 C41 -176(2) . . . . ?
C56 C52 C53 C59 -1(3) . . . . ?
C56 C57 C58 C59 -1(4) . . . . ?
C57 C58 C59 C53 -4(4) . . . . ?
C60 O4 C54 C50 -94(2) . . . . ?
C60 O4 C54 C55 88(3) . . . . ?
C60 C61 C62 C63 173(2) . . . . ?
C64 O3 C55 C54 46(3) . . . . ?
C64 O3 C55 C56 -136(2) . . . . ?
C64 C65 C66 C67 -173(3) . . . . ?
C7 C8 C9 C10 -7(3) . . . . ?
C7 C12 C13 C14 176(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'

# start Validation Reply Form
_vrf_THETM01_cu_20230131dth1217a_0m_a 
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: The crystal (the largest available) still diffracted quite weakly at
high angle.
;
_vrf_PLAT029_cu_20230131dth1217a_0m_a 
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.955 Why?  
RESPONSE: The crystal (the largest available) still diffracted quite weakly at
high angle.
;
_vrf_PLAT082_cu_20230131dth1217a_0m_a 
;
PROBLEM: High R1 Value ..................................       0.16 Report
RESPONSE: The crystal (the largest available) still diffracted quite weakly at
high angle.
;
_vrf_PLAT084_cu_20230131dth1217a_0m_a 
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.44 Report
RESPONSE: The crystal (the largest available) still diffracted quite weakly at
high angle.
;
_vrf_PLAT341_cu_20230131dth1217a_0m_a 
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.03182 Ang.  
RESPONSE: The crystal (the largest available) still diffracted quite weakly at
high angle.
;
_vrf_PLAT420_cu_20230131dth1217a_0m_a 
;
PROBLEM: D-H Bond Without Acceptor  O5       --H5A      .     Please Check 
RESPONSE: The crystal (the largest available) still diffracted quite weakly at
high angle.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_cu_20230213DTH1169C_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2261007'
loop_
_audit_author_name
_audit_author_address
'Wen Zhou and Benjamin S Gelfand'
;University of Calgary
Canada
;
_audit_update_record             
;
2023-05-05 deposited with the CCDC.	2023-06-01 downloaded from the CCDC.
;
_audit_creation_date             2023-02-14
_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         'C6 H4 Cl2, 2(C22 H10 O2)'
_chemical_formula_sum            'C50 H24 Cl2 O4'
_chemical_formula_weight         759.59
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.4134(4)
_cell_length_b                   20.3627(13)
_cell_length_c                   22.3018(11)
_cell_angle_alpha                77.705(3)
_cell_angle_beta                 85.634(3)
_cell_angle_gamma                82.217(4)
_cell_volume                     3255.2(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9068
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      66.69
_cell_measurement_theta_min      4.06
_shelx_estimated_absorpt_T_max   0.904
_shelx_estimated_absorpt_T_min   0.388
_exptl_absorpt_coefficient_mu    2.237
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.4644
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1544 before and 0.1091 after correction.
The Ratio of minimum to maximum transmission is 0.6169.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            Red
_exptl_crystal_density_diffrn    1.550
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Needle
_exptl_crystal_F_000             1560
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 0.0210
0.00 1.00 0.00 0.0130
-1.00 -1.00 1.00 0.2210
1.00 0.00 -1.00 0.2260
0.00 0.00 -1.00 0.0210
0.00 0.00 1.00 0.0040

_exptl_crystal_size_max          0.522
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.046
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1371
_diffrn_reflns_av_unetI/netI     0.1771
_diffrn_reflns_Laue_measured_fraction_full 0.963
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            40183
_diffrn_reflns_point_group_measured_fraction_full 0.963
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_theta_full        66.583
_diffrn_reflns_theta_max         66.583
_diffrn_reflns_theta_min         2.030
_diffrn_ambient_temperature      173.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.963
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5667
_reflns_number_total             11068
_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    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         2.018
_refine_diff_density_min         -0.923
_refine_diff_density_rms         0.175
_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     1009
_refine_ls_number_reflns         11068
_refine_ls_number_restraints     432
_refine_ls_R_factor_all          0.1776
_refine_ls_R_factor_gt           0.1219
_refine_ls_restrained_S_all      1.031
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3045
_refine_ls_wR_factor_ref         0.3639
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(C25) \\sim Ueq, Uanis(C28) \\sim Ueq, Uanis(C29) \\sim Ueq, Uanis(C30)
\\sim Ueq, Uanis(C31) \\sim Ueq, Uanis(C36) \\sim Ueq, Uanis(C38) \\sim Ueq,
Uanis(C37) \\sim Ueq, Uanis(C35) \\sim Ueq, Uanis(C44) \\sim Ueq, Uanis(C51)
\\sim Ueq, Uanis(C59) \\sim Ueq, Uanis(C52) \\sim Ueq, Uanis(C58) \\sim Ueq,
Uanis(C60) \\sim Ueq, Uanis(C66) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
4.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C4(H4), C5(H5), C10(H10), C11(H11), C12(H12), C17(H17), C18(H18),
 C21(H21), C22(H22), C23(H23), C26(H26), C27(H27), C32(H32), C33(H33), C34(H34),
  C39(H39), C40(H40), C43(H43), C44(H44), C45(H45), C48(H48), C49(H49),
 C54(H54), C55(H55), C56(H56), C61(H61), C62(H62), C65(H65), C66(H66), C67(H67),
  C70(H70), C71(H71), C76(H76), C77(H77), C78(H78), C83(H83), C84(H84),
 C87(H87), C88(H88), C90(H90), C91(H91), C92(H92), C93(H93), C96(H96), C97(H97),
  C98(H98), C99(H99)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
Cl1 Cl 0.6233(2) 0.96192(10) 0.22073(8) 0.0381(5) Uani 1 1 d . U . . .
O1 O 0.6730(7) 1.4587(2) -0.0663(2) 0.0275(11) Uani 1 1 d . U . . .
C1 C 0.6000(9) 1.4021(3) 0.0350(3) 0.0192(13) Uani 1 1 d . U . . .
H1 H 0.622383 1.437928 0.051991 0.023 Uiso 1 1 calc R U . . .
Cl2 Cl 0.6518(2) 0.81107(11) 0.29910(8) 0.0434(5) Uani 1 1 d . U . . .
O2 O 0.2763(7) 1.0610(2) 0.2038(2) 0.0275(11) Uani 1 1 d . U . . .
C2 C 0.6240(9) 1.4083(3) -0.0318(3) 0.0190(13) Uani 1 1 d . U . . .
Cl3 Cl 0.3700(2) 0.71011(9) 0.72036(7) 0.0335(4) Uani 1 1 d . U . . .
O3 O 0.4263(7) 1.2107(2) 0.4370(2) 0.0211(10) Uani 1 1 d . U . . .
C3 C 0.5808(8) 1.3493(3) -0.0560(3) 0.0151(12) Uani 1 1 d . U . . .
Cl4 Cl 0.4030(2) 0.56070(11) 0.80101(8) 0.0453(5) Uani 1 1 d . U . . .
O4 O 0.0242(6) 0.8101(2) 0.6990(2) 0.0230(10) Uani 1 1 d . U . . .
C4 C 0.5970(9) 1.3523(3) -0.1194(3) 0.0213(13) Uani 1 1 d . U . . .
H4 H 0.634347 1.390553 -0.145602 0.026 Uiso 1 1 calc R U . . .
O5 O 0.4130(7) 0.6906(2) 0.2949(2) 0.0329(12) Uani 1 1 d . U . . .
C5 C 0.5583(9) 1.2994(4) -0.1434(3) 0.0209(13) Uani 1 1 d . U . . .
H5 H 0.568115 1.302307 -0.185729 0.025 Uiso 1 1 calc R U . . .
O6 O 0.0676(7) 0.2900(2) 0.5724(2) 0.0239(10) Uani 1 1 d . U . . .
C6 C 0.5039(8) 1.2407(3) -0.1045(3) 0.0168(12) Uani 1 1 d . U . . .
O7 O 0.1673(8) 0.4421(3) 0.7999(2) 0.0383(13) Uani 1 1 d . U . . .
C7 C 0.4880(8) 1.2364(3) -0.0396(3) 0.0124(12) Uani 1 1 d . U . . .
O8 O -0.1806(7) 0.0387(2) 1.0689(2) 0.0278(11) Uani 1 1 d . U . . .
C8 C 0.5274(8) 1.2917(3) -0.0157(3) 0.0137(12) Uani 1 1 d . U . . .
C9 C 0.5091(8) 1.2884(3) 0.0501(3) 0.0141(12) Uani 1 1 d . U . . .
C10 C 0.5464(9) 1.3461(3) 0.0726(3) 0.0184(13) Uani 1 1 d . U . . .
H10 H 0.533061 1.344860 0.114597 0.022 Uiso 1 1 calc R U . . .
C11 C 0.4624(8) 1.1841(3) -0.1278(3) 0.0188(13) Uani 1 1 d . U . . .
H11 H 0.470255 1.186447 -0.170052 0.023 Uiso 1 1 calc R U . . .
C12 C 0.4125(8) 1.1278(3) -0.0902(3) 0.0184(12) Uani 1 1 d . U . . .
H12 H 0.387559 1.091944 -0.106797 0.022 Uiso 1 1 calc R U . . .
C13 C 0.3975(8) 1.1224(3) -0.0252(3) 0.0144(12) Uani 1 1 d . U . . .
C14 C 0.4336(8) 1.1774(3) 0.0002(3) 0.0126(11) Uani 1 1 d . U . . .
C15 C 0.4151(8) 1.1741(3) 0.0637(3) 0.0108(11) Uani 1 1 d . U . . .
C16 C 0.4498(8) 1.2306(3) 0.0887(3) 0.0134(12) Uani 1 1 d . U . . .
C17 C 0.4234(9) 1.2254(3) 0.1548(3) 0.0211(13) Uani 1 1 d . U . . .
H17 H 0.445464 1.261277 0.171837 0.025 Uiso 1 1 calc R U . . .
C18 C 0.3676(9) 1.1695(3) 0.1921(3) 0.0228(14) Uani 1 1 d . U . . .
H18 H 0.351945 1.168329 0.234120 0.027 Uiso 1 1 calc R U . . .
C19 C 0.3312(8) 1.1111(3) 0.1689(3) 0.0174(12) Uani 1 1 d . U . . .
C20 C 0.3583(8) 1.1151(3) 0.1022(3) 0.0156(12) Uani 1 1 d . U . . .
C21 C 0.3225(8) 1.0617(3) 0.0764(3) 0.0182(12) Uani 1 1 d . U . . .
H21 H 0.284208 1.023270 0.101965 0.022 Uiso 1 1 calc R U . . .
C22 C 0.3424(8) 1.0647(3) 0.0150(3) 0.0181(13) Uani 1 1 d . U . . .
H22 H 0.319249 1.028054 -0.000787 0.022 Uiso 1 1 calc R U . . .
C23 C 0.3543(8) 1.1521(3) 0.5365(3) 0.0151(12) Uani 1 1 d . U . . .
H23 H 0.376047 1.187593 0.554052 0.018 Uiso 1 1 calc R U . . .
C24 C 0.3792(7) 1.1582(3) 0.4707(3) 0.0125(11) Uani 1 1 d . U . . .
C25 C 0.3510(7) 1.0996(3) 0.4444(3) 0.0095(11) Uani 1 1 d . U . . .
C26 C 0.3769(7) 1.1019(3) 0.3814(3) 0.0128(11) Uani 1 1 d . U . . .
H26 H 0.418021 1.139893 0.355962 0.015 Uiso 1 1 calc R U . . .
C27 C 0.3426(7) 1.0486(3) 0.3560(3) 0.0119(11) Uani 1 1 d . U . . .
H27 H 0.359303 1.051280 0.313879 0.014 Uiso 1 1 calc R U . . .
C28 C 0.2829(7) 0.9909(3) 0.3939(3) 0.0088(11) Uani 1 1 d . U . . .
C29 C 0.2589(7) 0.9869(3) 0.4579(3) 0.0078(10) Uani 1 1 d . U . . .
C30 C 0.2919(7) 1.0416(3) 0.4842(3) 0.0083(11) Uani 1 1 d . U . . .
C31 C 0.2625(7) 1.0373(3) 0.5493(2) 0.0062(10) Uani 1 1 d . U . . .
C32 C 0.3005(8) 1.0959(3) 0.5726(3) 0.0130(12) Uani 1 1 d . U . . .
H32 H 0.286445 1.094029 0.614741 0.016 Uiso 1 1 calc R U . . .
C33 C 0.2452(8) 0.9351(3) 0.3687(3) 0.0135(11) Uani 1 1 d . U . . .
H33 H 0.261298 0.937442 0.326571 0.016 Uiso 1 1 calc R U . . .
C34 C 0.1868(8) 0.8793(3) 0.4050(3) 0.0154(12) Uani 1 1 d . U . . .
H34 H 0.162473 0.844017 0.387588 0.019 Uiso 1 1 calc R U . . .
C35 C 0.1617(8) 0.8738(3) 0.4703(3) 0.0112(11) Uani 1 1 d . U . . .
C36 C 0.1983(7) 0.9279(3) 0.4962(3) 0.0091(11) Uani 1 1 d . U . . .
C37 C 0.1704(7) 0.9247(3) 0.5607(3) 0.0077(10) Uani 1 1 d . U . . .
C38 C 0.2049(8) 0.9794(3) 0.5874(3) 0.0097(11) Uani 1 1 d . U . . .
C39 C 0.1756(8) 0.9742(3) 0.6529(3) 0.0133(11) Uani 1 1 d . U . . .
H39 H 0.199864 1.009604 0.670233 0.016 Uiso 1 1 calc R U . . .
C40 C 0.1131(8) 0.9188(3) 0.6899(3) 0.0154(12) Uani 1 1 d . U . . .
H40 H 0.091326 0.917804 0.731652 0.018 Uiso 1 1 calc R U . . .
C41 C 0.0795(8) 0.8608(3) 0.6651(3) 0.0141(12) Uani 1 1 d . U . . .
C42 C 0.1115(7) 0.8653(3) 0.5978(3) 0.0115(11) Uani 1 1 d . U . . .
C43 C 0.0760(8) 0.8119(3) 0.5718(3) 0.0136(11) Uani 1 1 d . U . . .
H43 H 0.036710 0.773366 0.596900 0.016 Uiso 1 1 calc R U . . .
C44 C 0.0988(8) 0.8159(3) 0.5087(3) 0.0131(12) Uani 1 1 d . U . . .
H44 H 0.072631 0.780489 0.491796 0.016 Uiso 1 1 calc R U . . .
C45 C 0.3370(9) 0.5797(3) 0.3085(3) 0.0206(13) Uani 1 1 d . U . . .
H45 H 0.347395 0.580442 0.266574 0.025 Uiso 1 1 calc R U . . .
C46 C 0.3733(8) 0.6396(3) 0.3306(3) 0.0143(12) Uani 1 1 d . U . . .
C47 C 0.3639(7) 0.6340(3) 0.3983(3) 0.0113(11) Uani 1 1 d . U . . .
C48 C 0.4066(8) 0.6883(3) 0.4221(3) 0.0146(12) Uani 1 1 d . U . . .
H48 H 0.440242 0.726878 0.395382 0.017 Uiso 1 1 calc R U . . .
C49 C 0.3994(8) 0.6851(3) 0.4845(3) 0.0142(12) Uani 1 1 d . U . . .
H49 H 0.429005 0.721240 0.499663 0.017 Uiso 1 1 calc R U . . .
C50 C 0.3468(7) 0.6269(3) 0.5255(3) 0.0109(11) Uani 1 1 d . U . . .
C51 C 0.3038(7) 0.5720(3) 0.5021(3) 0.0087(11) Uani 1 1 d . U . . .
C52 C 0.3137(7) 0.5748(3) 0.4373(3) 0.0075(10) Uani 1 1 d . U . . .
C53 C 0.2736(7) 0.5189(3) 0.4134(3) 0.0096(11) Uani 1 1 d . U . . .
C54 C 0.2890(8) 0.5235(3) 0.3477(3) 0.0147(12) Uani 1 1 d . U . . .
H54 H 0.265300 0.487009 0.331831 0.018 Uiso 1 1 calc R U . . .
C55 C 0.3400(8) 0.6222(3) 0.5907(3) 0.0150(12) Uani 1 1 d . U . . .
H55 H 0.371432 0.657687 0.606488 0.018 Uiso 1 1 calc R U . . .
C56 C 0.2877(7) 0.5659(3) 0.6298(3) 0.0123(11) Uani 1 1 d . U . . .
H56 H 0.280562 0.564342 0.671849 0.015 Uiso 1 1 calc R U . . .
C57 C 0.2434(7) 0.5092(3) 0.6075(3) 0.0091(11) Uani 1 1 d . U . . .
C58 C 0.2533(7) 0.5127(3) 0.5428(3) 0.0086(11) Uani 1 1 d . U . . .
C59 C 0.2106(7) 0.4574(3) 0.5193(3) 0.0082(11) Uani 1 1 d . U . . .
C60 C 0.2257(7) 0.4608(3) 0.4541(3) 0.0085(11) Uani 1 1 d . U . . .
C61 C 0.1855(7) 0.4016(3) 0.4326(3) 0.0108(11) Uani 1 1 d . U . . .
H61 H 0.193407 0.402583 0.390633 0.013 Uiso 1 1 calc R U . . .
C62 C 0.1374(8) 0.3455(3) 0.4713(3) 0.0152(12) Uani 1 1 d . U . . .
H62 H 0.115062 0.308959 0.455279 0.018 Uiso 1 1 calc R U . . .
C63 C 0.1196(8) 0.3407(3) 0.5370(3) 0.0143(12) Uani 1 1 d . U . . .
C64 C 0.1598(7) 0.3997(3) 0.5609(3) 0.0105(11) Uani 1 1 d . U . . .
C65 C 0.1508(8) 0.3976(3) 0.6242(3) 0.0150(12) Uani 1 1 d . U . . .
H65 H 0.116096 0.359367 0.651202 0.018 Uiso 1 1 calc R U . . .
C66 C 0.1922(8) 0.4509(3) 0.6472(3) 0.0138(12) Uani 1 1 d . U . . .
H66 H 0.186272 0.448195 0.689455 0.017 Uiso 1 1 calc R U . . .
C67 C 0.0901(10) 0.3325(4) 0.8117(3) 0.0256(14) Uani 1 1 d . U . . .
H67 H 0.102149 0.334379 0.769616 0.031 Uiso 1 1 calc R U . . .
C68 C 0.1264(9) 0.3906(3) 0.8352(3) 0.0215(13) Uani 1 1 d . U . . .
C69 C 0.1124(8) 0.3845(3) 0.9025(3) 0.0162(12) Uani 1 1 d . U . . .
C70 C 0.1560(8) 0.4370(3) 0.9287(3) 0.0196(13) Uani 1 1 d . U . . .
H70 H 0.194693 0.475365 0.903099 0.024 Uiso 1 1 calc R U . . .
C71 C 0.1430(8) 0.4331(3) 0.9904(3) 0.0176(13) Uani 1 1 d . U . . .
H71 H 0.174243 0.468347 1.006478 0.021 Uiso 1 1 calc R U . . .
C72 C 0.0825(8) 0.3759(3) 1.0302(3) 0.0141(12) Uani 1 1 d . U . . .
C73 C 0.0420(8) 0.3214(3) 1.0052(3) 0.0117(11) Uani 1 1 d . U . . .
C74 C 0.0581(8) 0.3253(3) 0.9411(3) 0.0108(11) Uani 1 1 d . U . . .
C75 C 0.0208(9) 0.2689(3) 0.9159(3) 0.0146(12) Uani 1 1 d . U . . .
C76 C 0.0396(10) 0.2759(4) 0.8492(3) 0.0236(14) Uani 1 1 d . U . . .
H76 H 0.016005 0.240335 0.832038 0.028 Uiso 1 1 calc R U . . .
C77 C 0.0635(9) 0.3710(3) 1.0948(3) 0.0183(12) Uani 1 1 d . U . . .
H77 H 0.090193 0.406528 1.111552 0.022 Uiso 1 1 calc R U . . .
C78 C 0.0069(9) 0.3153(3) 1.1324(3) 0.0191(13) Uani 1 1 d . U . . .
H78 H -0.004109 0.313153 1.174618 0.023 Uiso 1 1 calc R U . . .
C79 C -0.0366(8) 0.2593(3) 1.1085(3) 0.0162(12) Uani 1 1 d . U . . .
C80 C -0.0162(8) 0.2635(3) 1.0442(3) 0.0121(11) Uani 1 1 d . U . . .
C81 C -0.0528(8) 0.2079(3) 1.0192(3) 0.0124(12) Uani 1 1 d . U . . .
C82 C -0.0338(8) 0.2115(3) 0.9543(3) 0.0144(12) Uani 1 1 d . U . . .
C83 C -0.0667(9) 0.1530(3) 0.9308(3) 0.0195(13) Uani 1 1 d . U . . .
H83 H -0.053947 0.154705 0.888744 0.023 Uiso 1 1 calc R U . . .
C84 C -0.1149(9) 0.0968(3) 0.9683(3) 0.0215(14) Uani 1 1 d . U . . .
H84 H -0.132450 0.060320 0.951344 0.026 Uiso 1 1 calc R U . . .
C85 C -0.1411(9) 0.0907(3) 1.0348(3) 0.0192(13) Uani 1 1 d . U . . .
C86 C -0.1067(8) 0.1501(3) 1.0596(3) 0.0147(12) Uani 1 1 d . U . . .
C87 C -0.1308(8) 0.1478(3) 1.1230(3) 0.0176(12) Uani 1 1 d . U . . .
H87 H -0.171914 0.109979 1.148752 0.021 Uiso 1 1 calc R U . . .
C88 C -0.0945(9) 0.2009(3) 1.1476(3) 0.0205(13) Uani 1 1 d . U . . .
H88 H -0.107961 0.198294 1.189777 0.025 Uiso 1 1 calc R U . . .
C89 C 0.8344(8) 0.9120(3) 0.2320(3) 0.0193(12) Uani 1 1 d . U . . .
C90 C 0.9914(10) 0.9398(3) 0.2056(3) 0.0277(13) Uani 1 1 d . U . . .
H90 H 0.982582 0.983454 0.181754 0.033 Uiso 1 1 calc R U . . .
C91 C 1.1563(8) 0.9027(4) 0.2150(3) 0.0302(14) Uani 1 1 d . U . . .
H91 H 1.261314 0.920958 0.197680 0.036 Uiso 1 1 calc R U . . .
C92 C 1.1691(8) 0.8366(3) 0.2510(3) 0.0233(12) Uani 1 1 d . U . . .
H92 H 1.282924 0.811371 0.257119 0.028 Uiso 1 1 calc R U . . .
C93 C 1.0144(9) 0.8087(3) 0.2774(3) 0.0240(12) Uani 1 1 d . U . . .
H93 H 1.023022 0.765171 0.301461 0.029 Uiso 1 1 calc R U . . .
C94 C 0.8489(8) 0.8467(3) 0.2674(3) 0.0202(12) Uani 1 1 d . U . . .
C95 C 0.5806(8) 0.6615(3) 0.7318(3) 0.0183(12) Uani 1 1 d . U . . .
C96 C 0.7371(8) 0.6891(3) 0.7042(2) 0.0218(12) Uani 1 1 d . U . . .
H96 H 0.727251 0.732367 0.679569 0.026 Uiso 1 1 calc R U . . .
C97 C 0.9053(8) 0.6519(4) 0.7135(3) 0.0278(13) Uani 1 1 d . U . . .
H97 H 1.009905 0.669460 0.694889 0.033 Uiso 1 1 calc R U . . .
C98 C 0.9174(8) 0.5868(3) 0.7519(3) 0.0284(13) Uani 1 1 d . U . . .
H98 H 1.031337 0.561882 0.758988 0.034 Uiso 1 1 calc R U . . .
C99 C 0.7646(10) 0.5595(3) 0.7788(3) 0.0282(13) Uani 1 1 d . U . . .
H99 H 0.773683 0.516477 0.803780 0.034 Uiso 1 1 calc R U . . .
C100 C 0.5980(8) 0.5970(3) 0.7681(3) 0.0202(12) Uani 1 1 d . 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
Cl1 C89 1.751(6) . ?
O1 C2 1.224(8) . ?
C1 H1 0.9300 . ?
C1 C2 1.465(10) . ?
C1 C10 1.351(10) . ?
Cl2 C94 1.753(6) . ?
O2 C19 1.240(8) . ?
C2 C3 1.499(9) . ?
Cl3 C95 1.736(6) . ?
O3 C24 1.244(8) . ?
C3 C4 1.400(9) . ?
C3 C8 1.400(9) . ?
Cl4 C100 1.753(6) . ?
O4 C41 1.241(8) . ?
C4 H4 0.9300 . ?
C4 C5 1.372(10) . ?
O5 C46 1.222(8) . ?
C5 H5 0.9300 . ?
C5 C6 1.407(9) . ?
O6 C63 1.246(8) . ?
C6 C7 1.426(9) . ?
C6 C11 1.440(9) . ?
O7 C68 1.228(8) . ?
C7 C8 1.417(8) . ?
C7 C14 1.420(8) . ?
O8 C85 1.222(8) . ?
C8 C9 1.451(8) . ?
C9 C10 1.439(9) . ?
C9 C16 1.404(9) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C11 C12 1.347(10) . ?
C12 H12 0.9300 . ?
C12 C13 1.428(9) . ?
C13 C14 1.421(8) . ?
C13 C22 1.405(9) . ?
C14 C15 1.402(8) . ?
C15 C16 1.442(8) . ?
C15 C20 1.414(8) . ?
C16 C17 1.456(9) . ?
C17 H17 0.9300 . ?
C17 C18 1.352(10) . ?
C18 H18 0.9300 . ?
C18 C19 1.459(9) . ?
C19 C20 1.471(9) . ?
C20 C21 1.396(9) . ?
C21 H21 0.9300 . ?
C21 C22 1.356(9) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C23 C24 1.445(9) . ?
C23 C32 1.341(9) . ?
C24 C25 1.482(8) . ?
C25 C26 1.396(8) . ?
C25 C30 1.416(8) . ?
C26 H26 0.9300 . ?
C26 C27 1.385(8) . ?
C27 H27 0.9300 . ?
C27 C28 1.397(8) . ?
C28 C29 1.411(8) . ?
C28 C33 1.439(8) . ?
C29 C30 1.421(8) . ?
C29 C36 1.422(8) . ?
C30 C31 1.438(8) . ?
C31 C32 1.467(8) . ?
C31 C38 1.395(8) . ?
C32 H32 0.9300 . ?
C33 H33 0.9300 . ?
C33 C34 1.350(9) . ?
C34 H34 0.9300 . ?
C34 C35 1.434(9) . ?
C35 C36 1.414(8) . ?
C35 C44 1.414(8) . ?
C36 C37 1.428(8) . ?
C37 C38 1.429(8) . ?
C37 C42 1.414(8) . ?
C38 C39 1.444(8) . ?
C39 H39 0.9300 . ?
C39 C40 1.363(9) . ?
C40 H40 0.9300 . ?
C40 C41 1.462(8) . ?
C41 C42 1.487(8) . ?
C42 C43 1.399(8) . ?
C43 H43 0.9300 . ?
C43 C44 1.389(8) . ?
C44 H44 0.9300 . ?
C45 H45 0.9300 . ?
C45 C46 1.472(8) . ?
C45 C54 1.354(9) . ?
C46 C47 1.487(8) . ?
C47 C48 1.405(8) . ?
C47 C52 1.406(8) . ?
C48 H48 0.9300 . ?
C48 C49 1.376(9) . ?
C49 H49 0.9300 . ?
C49 C50 1.416(9) . ?
C50 C51 1.412(8) . ?
C50 C55 1.434(8) . ?
C51 C52 1.431(8) . ?
C51 C58 1.424(8) . ?
C52 C53 1.429(8) . ?
C53 C54 1.446(8) . ?
C53 C60 1.399(8) . ?
C54 H54 0.9300 . ?
C55 H55 0.9300 . ?
C55 C56 1.367(9) . ?
C56 H56 0.9300 . ?
C56 C57 1.435(8) . ?
C57 C58 1.426(8) . ?
C57 C66 1.400(8) . ?
C58 C59 1.421(8) . ?
C59 C60 1.437(8) . ?
C59 C64 1.410(8) . ?
C60 C61 1.462(8) . ?
C61 H61 0.9300 . ?
C61 C62 1.349(9) . ?
C62 H62 0.9300 . ?
C62 C63 1.444(9) . ?
C63 C64 1.486(8) . ?
C64 C65 1.400(8) . ?
C65 H65 0.9300 . ?
C65 C66 1.374(9) . ?
C66 H66 0.9300 . ?
C67 H67 0.9300 . ?
C67 C68 1.456(10) . ?
C67 C76 1.351(10) . ?
C68 C69 1.476(9) . ?
C69 C70 1.405(9) . ?
C69 C74 1.411(8) . ?
C70 H70 0.9300 . ?
C70 C71 1.359(10) . ?
C71 H71 0.9300 . ?
C71 C72 1.409(9) . ?
C72 C73 1.419(8) . ?
C72 C77 1.421(9) . ?
C73 C74 1.412(8) . ?
C73 C80 1.406(9) . ?
C74 C75 1.448(8) . ?
C75 C76 1.461(9) . ?
C75 C82 1.383(9) . ?
C76 H76 0.9300 . ?
C77 H77 0.9300 . ?
C77 C78 1.356(10) . ?
C78 H78 0.9300 . ?
C78 C79 1.439(9) . ?
C79 C80 1.416(9) . ?
C79 C88 1.414(9) . ?
C80 C81 1.428(8) . ?
C81 C82 1.432(9) . ?
C81 C86 1.405(9) . ?
C82 C83 1.454(9) . ?
C83 H83 0.9300 . ?
C83 C84 1.339(10) . ?
C84 H84 0.9300 . ?
C84 C85 1.463(10) . ?
C85 C86 1.492(9) . ?
C86 C87 1.404(9) . ?
C87 H87 0.9300 . ?
C87 C88 1.375(10) . ?
C88 H88 0.9300 . ?
C89 C90 1.397(9) . ?
C89 C94 1.390(8) . ?
C90 H90 0.9300 . ?
C90 C91 1.352(9) . ?
C91 H91 0.9300 . ?
C91 C92 1.409(9) . ?
C92 H92 0.9300 . ?
C92 C93 1.384(9) . ?
C93 H93 0.9300 . ?
C93 C94 1.366(9) . ?
C95 C96 1.401(9) . ?
C95 C100 1.384(8) . ?
C96 H96 0.9300 . ?
C96 C97 1.374(9) . ?
C97 H97 0.9300 . ?
C97 C98 1.413(10) . ?
C98 H98 0.9300 . ?
C98 C99 1.370(9) . ?
C99 H99 0.9300 . ?
C99 C100 1.370(9) . ?

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
C2 C1 H1 118.9 . . ?
C10 C1 H1 118.9 . . ?
C10 C1 C2 122.3(6) . . ?
O1 C2 C1 122.8(6) . . ?
O1 C2 C3 121.4(7) . . ?
C1 C2 C3 115.8(5) . . ?
C4 C3 C2 118.9(6) . . ?
C4 C3 C8 120.6(6) . . ?
C8 C3 C2 120.5(6) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 C3 120.7(6) . . ?
C5 C4 H4 119.6 . . ?
C4 C5 H5 119.8 . . ?
C4 C5 C6 120.4(6) . . ?
C6 C5 H5 119.8 . . ?
C5 C6 C7 119.8(6) . . ?
C5 C6 C11 122.1(6) . . ?
C7 C6 C11 118.1(6) . . ?
C8 C7 C6 119.0(5) . . ?
C8 C7 C14 120.7(6) . . ?
C14 C7 C6 120.3(6) . . ?
C3 C8 C7 119.5(6) . . ?
C3 C8 C9 120.9(6) . . ?
C7 C8 C9 119.6(5) . . ?
C10 C9 C8 118.0(6) . . ?
C16 C9 C8 119.1(6) . . ?
C16 C9 C10 122.8(6) . . ?
C1 C10 C9 122.5(6) . . ?
C1 C10 H10 118.8 . . ?
C9 C10 H10 118.8 . . ?
C6 C11 H11 119.1 . . ?
C12 C11 C6 121.7(6) . . ?
C12 C11 H11 119.1 . . ?
C11 C12 H12 119.6 . . ?
C11 C12 C13 120.8(6) . . ?
C13 C12 H12 119.6 . . ?
C14 C13 C12 119.7(6) . . ?
C22 C13 C12 121.9(6) . . ?
C22 C13 C14 118.4(6) . . ?
C7 C14 C13 119.3(6) . . ?
C15 C14 C7 119.9(5) . . ?
C15 C14 C13 120.8(6) . . ?
C14 C15 C16 120.2(5) . . ?
C14 C15 C20 118.7(6) . . ?
C20 C15 C16 121.1(6) . . ?
C9 C16 C15 120.5(6) . . ?
C9 C16 C17 121.5(6) . . ?
C15 C16 C17 118.0(5) . . ?
C16 C17 H17 119.2 . . ?
C18 C17 C16 121.6(6) . . ?
C18 C17 H17 119.2 . . ?
C17 C18 H18 118.8 . . ?
C17 C18 C19 122.3(6) . . ?
C19 C18 H18 118.8 . . ?
O2 C19 C18 121.2(6) . . ?
O2 C19 C20 121.7(6) . . ?
C18 C19 C20 117.0(5) . . ?
C15 C20 C19 120.0(6) . . ?
C21 C20 C15 119.6(6) . . ?
C21 C20 C19 120.4(6) . . ?
C20 C21 H21 119.2 . . ?
C22 C21 C20 121.6(6) . . ?
C22 C21 H21 119.2 . . ?
C13 C22 H22 119.6 . . ?
C21 C22 C13 120.9(6) . . ?
C21 C22 H22 119.6 . . ?
C24 C23 H23 119.4 . . ?
C32 C23 H23 119.4 . . ?
C32 C23 C24 121.1(6) . . ?
O3 C24 C23 121.2(6) . . ?
O3 C24 C25 120.7(6) . . ?
C23 C24 C25 118.1(5) . . ?
C26 C25 C24 120.9(5) . . ?
C26 C25 C30 120.2(5) . . ?
C30 C25 C24 118.9(5) . . ?
C25 C26 H26 119.3 . . ?
C27 C26 C25 121.3(5) . . ?
C27 C26 H26 119.3 . . ?
C26 C27 H27 120.1 . . ?
C26 C27 C28 119.9(5) . . ?
C28 C27 H27 120.1 . . ?
C27 C28 C29 119.9(5) . . ?
C27 C28 C33 121.0(5) . . ?
C29 C28 C33 119.1(5) . . ?
C28 C29 C30 120.5(5) . . ?
C28 C29 C36 119.6(5) . . ?
C30 C29 C36 119.9(5) . . ?
C25 C30 C29 118.2(5) . . ?
C25 C30 C31 122.1(5) . . ?
C29 C30 C31 119.7(5) . . ?
C30 C31 C32 116.2(5) . . ?
C38 C31 C30 120.9(5) . . ?
C38 C31 C32 122.9(5) . . ?
C23 C32 C31 123.5(6) . . ?
C23 C32 H32 118.3 . . ?
C31 C32 H32 118.3 . . ?
C28 C33 H33 119.4 . . ?
C34 C33 C28 121.3(6) . . ?
C34 C33 H33 119.4 . . ?
C33 C34 H34 119.6 . . ?
C33 C34 C35 120.8(6) . . ?
C35 C34 H34 119.6 . . ?
C36 C35 C34 119.0(5) . . ?
C36 C35 C44 119.7(5) . . ?
C44 C35 C34 121.3(5) . . ?
C29 C36 C37 119.3(5) . . ?
C35 C36 C29 120.3(5) . . ?
C35 C36 C37 120.4(5) . . ?
C36 C37 C38 120.9(5) . . ?
C42 C37 C36 118.2(5) . . ?
C42 C37 C38 120.9(5) . . ?
C31 C38 C37 119.2(5) . . ?
C31 C38 C39 121.4(5) . . ?
C37 C38 C39 119.4(5) . . ?
C38 C39 H39 119.2 . . ?
C40 C39 C38 121.5(6) . . ?
C40 C39 H39 119.2 . . ?
C39 C40 H40 119.4 . . ?
C39 C40 C41 121.3(6) . . ?
C41 C40 H40 119.4 . . ?
O4 C41 C40 121.2(6) . . ?
O4 C41 C42 121.2(6) . . ?
C40 C41 C42 117.6(5) . . ?
C37 C42 C41 119.3(5) . . ?
C43 C42 C37 121.0(6) . . ?
C43 C42 C41 119.6(5) . . ?
C42 C43 H43 119.7 . . ?
C44 C43 C42 120.7(5) . . ?
C44 C43 H43 119.7 . . ?
C35 C44 H44 120.0 . . ?
C43 C44 C35 120.1(6) . . ?
C43 C44 H44 120.0 . . ?
C46 C45 H45 119.1 . . ?
C54 C45 H45 119.1 . . ?
C54 C45 C46 121.8(6) . . ?
O5 C46 C45 121.4(6) . . ?
O5 C46 C47 122.0(6) . . ?
C45 C46 C47 116.6(5) . . ?
C48 C47 C46 119.1(5) . . ?
C48 C47 C52 121.2(6) . . ?
C52 C47 C46 119.8(5) . . ?
C47 C48 H48 119.6 . . ?
C49 C48 C47 120.8(5) . . ?
C49 C48 H48 119.6 . . ?
C48 C49 H49 120.0 . . ?
C48 C49 C50 120.0(5) . . ?
C50 C49 H49 120.0 . . ?
C49 C50 C55 121.0(5) . . ?
C51 C50 C49 119.6(5) . . ?
C51 C50 C55 119.4(5) . . ?
C50 C51 C52 120.5(5) . . ?
C50 C51 C58 120.3(5) . . ?
C58 C51 C52 119.2(5) . . ?
C47 C52 C51 117.9(5) . . ?
C47 C52 C53 121.4(5) . . ?
C53 C52 C51 120.8(5) . . ?
C52 C53 C54 118.8(5) . . ?
C60 C53 C52 119.3(5) . . ?
C60 C53 C54 121.9(5) . . ?
C45 C54 C53 121.7(6) . . ?
C45 C54 H54 119.2 . . ?
C53 C54 H54 119.2 . . ?
C50 C55 H55 119.9 . . ?
C56 C55 C50 120.3(5) . . ?
C56 C55 H55 119.9 . . ?
C55 C56 H56 119.1 . . ?
C55 C56 C57 121.8(5) . . ?
C57 C56 H56 119.1 . . ?
C58 C57 C56 118.4(5) . . ?
C66 C57 C56 122.2(5) . . ?
C66 C57 C58 119.4(5) . . ?
C51 C58 C57 119.8(5) . . ?
C59 C58 C51 120.3(5) . . ?
C59 C58 C57 119.9(5) . . ?
C58 C59 C60 119.4(5) . . ?
C64 C59 C58 118.8(5) . . ?
C64 C59 C60 121.8(5) . . ?
C53 C60 C59 121.0(5) . . ?
C53 C60 C61 122.0(5) . . ?
C59 C60 C61 117.0(5) . . ?
C60 C61 H61 118.7 . . ?
C62 C61 C60 122.6(6) . . ?
C62 C61 H61 118.7 . . ?
C61 C62 H62 119.1 . . ?
C61 C62 C63 121.8(6) . . ?
C63 C62 H62 119.1 . . ?
O6 C63 C62 121.6(6) . . ?
O6 C63 C64 120.9(6) . . ?
C62 C63 C64 117.4(5) . . ?
C59 C64 C63 119.4(5) . . ?
C65 C64 C59 120.2(5) . . ?
C65 C64 C63 120.4(5) . . ?
C64 C65 H65 119.4 . . ?
C66 C65 C64 121.2(6) . . ?
C66 C65 H65 119.4 . . ?
C57 C66 H66 119.7 . . ?
C65 C66 C57 120.5(6) . . ?
C65 C66 H66 119.7 . . ?
C68 C67 H67 119.0 . . ?
C76 C67 H67 119.0 . . ?
C76 C67 C68 122.1(6) . . ?
O7 C68 C67 120.6(6) . . ?
O7 C68 C69 122.3(6) . . ?
C67 C68 C69 117.2(5) . . ?
C70 C69 C68 120.3(6) . . ?
C70 C69 C74 119.6(6) . . ?
C74 C69 C68 120.1(6) . . ?
C69 C70 H70 119.1 . . ?
C71 C70 C69 121.7(6) . . ?
C71 C70 H70 119.1 . . ?
C70 C71 H71 119.8 . . ?
C70 C71 C72 120.4(6) . . ?
C72 C71 H71 119.8 . . ?
C71 C72 C73 119.1(6) . . ?
C71 C72 C77 121.7(6) . . ?
C73 C72 C77 119.2(6) . . ?
C74 C73 C72 120.2(6) . . ?
C80 C73 C72 120.0(6) . . ?
C80 C73 C74 119.7(5) . . ?
C69 C74 C73 118.9(6) . . ?
C69 C74 C75 121.1(5) . . ?
C73 C74 C75 120.0(5) . . ?
C74 C75 C76 117.5(5) . . ?
C82 C75 C74 120.3(6) . . ?
C82 C75 C76 122.2(6) . . ?
C67 C76 C75 122.0(6) . . ?
C67 C76 H76 119.0 . . ?
C75 C76 H76 119.0 . . ?
C72 C77 H77 119.6 . . ?
C78 C77 C72 120.8(6) . . ?
C78 C77 H77 119.6 . . ?
C77 C78 H78 119.3 . . ?
C77 C78 C79 121.4(6) . . ?
C79 C78 H78 119.3 . . ?
C80 C79 C78 118.1(6) . . ?
C88 C79 C78 121.6(6) . . ?
C88 C79 C80 120.2(6) . . ?
C73 C80 C79 120.4(6) . . ?
C73 C80 C81 120.1(5) . . ?
C79 C80 C81 119.4(6) . . ?
C80 C81 C82 120.1(5) . . ?
C86 C81 C80 118.7(6) . . ?
C86 C81 C82 121.2(6) . . ?
C75 C82 C81 119.7(6) . . ?
C75 C82 C83 121.8(6) . . ?
C81 C82 C83 118.4(6) . . ?
C82 C83 H83 119.2 . . ?
C84 C83 C82 121.7(6) . . ?
C84 C83 H83 119.2 . . ?
C83 C84 H84 118.8 . . ?
C83 C84 C85 122.4(6) . . ?
C85 C84 H84 118.8 . . ?
O8 C85 C84 122.2(6) . . ?
O8 C85 C86 121.3(6) . . ?
C84 C85 C86 116.4(5) . . ?
C81 C86 C85 119.8(6) . . ?
C87 C86 C81 120.9(6) . . ?
C87 C86 C85 119.3(6) . . ?
C86 C87 H87 119.6 . . ?
C88 C87 C86 120.8(6) . . ?
C88 C87 H87 119.6 . . ?
C79 C88 H88 120.1 . . ?
C87 C88 C79 119.9(6) . . ?
C87 C88 H88 120.1 . . ?
C90 C89 Cl1 118.5(5) . . ?
C94 C89 Cl1 121.6(5) . . ?
C94 C89 C90 119.8(6) . . ?
C89 C90 H90 120.3 . . ?
C91 C90 C89 119.5(6) . . ?
C91 C90 H90 120.3 . . ?
C90 C91 H91 119.9 . . ?
C90 C91 C92 120.1(6) . . ?
C92 C91 H91 119.9 . . ?
C91 C92 H92 119.6 . . ?
C93 C92 C91 120.8(6) . . ?
C93 C92 H92 119.6 . . ?
C92 C93 H93 120.8 . . ?
C94 C93 C92 118.4(5) . . ?
C94 C93 H93 120.8 . . ?
C89 C94 Cl2 119.9(5) . . ?
C93 C94 Cl2 118.7(4) . . ?
C93 C94 C89 121.4(5) . . ?
C96 C95 Cl3 118.8(5) . . ?
C100 C95 Cl3 121.9(5) . . ?
C100 C95 C96 119.3(6) . . ?
C95 C96 H96 120.2 . . ?
C97 C96 C95 119.7(6) . . ?
C97 C96 H96 120.2 . . ?
C96 C97 H97 120.4 . . ?
C96 C97 C98 119.2(6) . . ?
C98 C97 H97 120.4 . . ?
C97 C98 H98 119.4 . . ?
C99 C98 C97 121.2(6) . . ?
C99 C98 H98 119.4 . . ?
C98 C99 H99 120.7 . . ?
C100 C99 C98 118.6(6) . . ?
C100 C99 H99 120.7 . . ?
C95 C100 Cl4 119.9(5) . . ?
C99 C100 Cl4 118.2(5) . . ?
C99 C100 C95 121.9(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
Cl1 C89 C90 C91 178.3(5) . . . . ?
Cl1 C89 C94 Cl2 3.0(7) . . . . ?
Cl1 C89 C94 C93 -178.1(5) . . . . ?
O1 C2 C3 C4 -0.1(10) . . . . ?
O1 C2 C3 C8 179.1(7) . . . . ?
C1 C2 C3 C4 178.7(6) . . . . ?
C1 C2 C3 C8 -2.1(9) . . . . ?
O2 C19 C20 C15 177.9(6) . . . . ?
O2 C19 C20 C21 -0.1(9) . . . . ?
C2 C1 C10 C9 0.1(10) . . . . ?
C2 C3 C4 C5 -179.8(6) . . . . ?
C2 C3 C8 C7 -179.7(6) . . . . ?
C2 C3 C8 C9 1.2(9) . . . . ?
Cl3 C95 C96 C97 178.8(4) . . . . ?
Cl3 C95 C100 Cl4 3.0(6) . . . . ?
Cl3 C95 C100 C99 -177.8(5) . . . . ?
O3 C24 C25 C26 0.1(9) . . . . ?
O3 C24 C25 C30 -178.0(6) . . . . ?
C3 C4 C5 C6 -0.8(10) . . . . ?
C3 C8 C9 C10 0.4(9) . . . . ?
C3 C8 C9 C16 178.1(6) . . . . ?
O4 C41 C42 C37 178.5(6) . . . . ?
O4 C41 C42 C43 1.0(8) . . . . ?
C4 C3 C8 C7 -0.5(9) . . . . ?
C4 C3 C8 C9 -179.6(6) . . . . ?
C4 C5 C6 C7 0.3(10) . . . . ?
C4 C5 C6 C11 -179.9(6) . . . . ?
O5 C46 C47 C48 -1.7(9) . . . . ?
O5 C46 C47 C52 178.6(6) . . . . ?
C5 C6 C7 C8 0.1(9) . . . . ?
C5 C6 C7 C14 -179.8(6) . . . . ?
C5 C6 C11 C12 179.2(7) . . . . ?
O6 C63 C64 C59 -177.2(6) . . . . ?
O6 C63 C64 C65 4.0(9) . . . . ?
C6 C7 C8 C3 0.0(9) . . . . ?
C6 C7 C8 C9 179.1(5) . . . . ?
C6 C7 C14 C13 0.8(9) . . . . ?
C6 C7 C14 C15 -178.8(5) . . . . ?
C6 C11 C12 C13 0.5(10) . . . . ?
O7 C68 C69 C70 -3.6(10) . . . . ?
O7 C68 C69 C74 177.6(7) . . . . ?
C7 C6 C11 C12 -1.0(9) . . . . ?
C7 C8 C9 C10 -178.7(6) . . . . ?
C7 C8 C9 C16 -1.0(9) . . . . ?
C7 C14 C15 C16 0.4(8) . . . . ?
C7 C14 C15 C20 179.1(6) . . . . ?
O8 C85 C86 C81 176.9(7) . . . . ?
O8 C85 C86 C87 -3.9(10) . . . . ?
C8 C3 C4 C5 1.0(10) . . . . ?
C8 C7 C14 C13 -179.1(6) . . . . ?
C8 C7 C14 C15 1.3(9) . . . . ?
C8 C9 C10 C1 -1.1(10) . . . . ?
C8 C9 C16 C15 2.7(9) . . . . ?
C8 C9 C16 C17 -178.0(6) . . . . ?
C9 C16 C17 C18 -179.5(7) . . . . ?
C10 C1 C2 O1 -179.8(7) . . . . ?
C10 C1 C2 C3 1.5(9) . . . . ?
C10 C9 C16 C15 -179.8(6) . . . . ?
C10 C9 C16 C17 -0.5(10) . . . . ?
C11 C6 C7 C8 -179.7(6) . . . . ?
C11 C6 C7 C14 0.4(9) . . . . ?
C11 C12 C13 C14 0.7(9) . . . . ?
C11 C12 C13 C22 178.8(6) . . . . ?
C12 C13 C14 C7 -1.3(9) . . . . ?
C12 C13 C14 C15 178.3(5) . . . . ?
C12 C13 C22 C21 -177.5(6) . . . . ?
C13 C14 C15 C16 -179.2(6) . . . . ?
C13 C14 C15 C20 -0.5(8) . . . . ?
C14 C7 C8 C3 180.0(6) . . . . ?
C14 C7 C8 C9 -1.0(9) . . . . ?
C14 C13 C22 C21 0.6(9) . . . . ?
C14 C15 C16 C9 -2.4(9) . . . . ?
C14 C15 C16 C17 178.2(5) . . . . ?
C14 C15 C20 C19 -177.8(5) . . . . ?
C14 C15 C20 C21 0.2(9) . . . . ?
C15 C16 C17 C18 -0.2(9) . . . . ?
C15 C20 C21 C22 0.5(9) . . . . ?
C16 C9 C10 C1 -178.7(7) . . . . ?
C16 C15 C20 C19 0.8(9) . . . . ?
C16 C15 C20 C21 178.8(6) . . . . ?
C16 C17 C18 C19 0.3(11) . . . . ?
C17 C18 C19 O2 -178.4(7) . . . . ?
C17 C18 C19 C20 0.2(9) . . . . ?
C18 C19 C20 C15 -0.7(8) . . . . ?
C18 C19 C20 C21 -178.7(6) . . . . ?
C19 C20 C21 C22 178.5(6) . . . . ?
C20 C15 C16 C9 178.9(6) . . . . ?
C20 C15 C16 C17 -0.4(9) . . . . ?
C20 C21 C22 C13 -0.9(9) . . . . ?
C22 C13 C14 C7 -179.5(6) . . . . ?
C22 C13 C14 C15 0.1(9) . . . . ?
C23 C24 C25 C26 -178.6(5) . . . . ?
C23 C24 C25 C30 3.3(8) . . . . ?
C24 C23 C32 C31 -0.2(9) . . . . ?
C24 C25 C26 C27 -176.9(5) . . . . ?
C24 C25 C30 C29 177.7(5) . . . . ?
C24 C25 C30 C31 -1.5(8) . . . . ?
C25 C26 C27 C28 -0.8(8) . . . . ?
C25 C30 C31 C32 -1.1(8) . . . . ?
C25 C30 C31 C38 -179.7(5) . . . . ?
C26 C25 C30 C29 -0.5(8) . . . . ?
C26 C25 C30 C31 -179.6(5) . . . . ?
C26 C27 C28 C29 -0.4(8) . . . . ?
C26 C27 C28 C33 179.6(5) . . . . ?
C27 C28 C29 C30 1.1(8) . . . . ?
C27 C28 C29 C36 -179.9(5) . . . . ?
C27 C28 C33 C34 -179.7(6) . . . . ?
C28 C29 C30 C25 -0.7(8) . . . . ?
C28 C29 C30 C31 178.5(5) . . . . ?
C28 C29 C36 C35 -0.2(8) . . . . ?
C28 C29 C36 C37 -178.6(5) . . . . ?
C28 C33 C34 C35 -0.5(9) . . . . ?
C29 C28 C33 C34 0.3(8) . . . . ?
C29 C30 C31 C32 179.8(5) . . . . ?
C29 C30 C31 C38 1.2(8) . . . . ?
C29 C36 C37 C38 -0.9(8) . . . . ?
C29 C36 C37 C42 -179.5(5) . . . . ?
C30 C25 C26 C27 1.2(8) . . . . ?
C30 C29 C36 C35 178.8(5) . . . . ?
C30 C29 C36 C37 0.3(8) . . . . ?
C30 C31 C32 C23 2.0(8) . . . . ?
C30 C31 C38 C37 -1.7(8) . . . . ?
C30 C31 C38 C39 179.7(5) . . . . ?
C31 C38 C39 C40 177.6(6) . . . . ?
C32 C23 C24 O3 178.8(6) . . . . ?
C32 C23 C24 C25 -2.5(8) . . . . ?
C32 C31 C38 C37 179.8(5) . . . . ?
C32 C31 C38 C39 1.2(8) . . . . ?
C33 C28 C29 C30 -178.9(5) . . . . ?
C33 C28 C29 C36 0.0(8) . . . . ?
C33 C34 C35 C36 0.3(9) . . . . ?
C33 C34 C35 C44 179.3(6) . . . . ?
C34 C35 C36 C29 0.0(8) . . . . ?
C34 C35 C36 C37 178.4(5) . . . . ?
C34 C35 C44 C43 179.9(5) . . . . ?
C35 C36 C37 C38 -179.3(5) . . . . ?
C35 C36 C37 C42 2.1(8) . . . . ?
C36 C29 C30 C25 -179.6(5) . . . . ?
C36 C29 C30 C31 -0.4(8) . . . . ?
C36 C35 C44 C43 -1.1(8) . . . . ?
C36 C37 C38 C31 1.6(8) . . . . ?
C36 C37 C38 C39 -179.9(5) . . . . ?
C36 C37 C42 C41 -179.4(5) . . . . ?
C36 C37 C42 C43 -2.0(8) . . . . ?
C37 C38 C39 C40 -1.0(8) . . . . ?
C37 C42 C43 C44 0.4(9) . . . . ?
C38 C31 C32 C23 -179.4(6) . . . . ?
C38 C37 C42 C41 2.0(8) . . . . ?
C38 C37 C42 C43 179.4(5) . . . . ?
C38 C39 C40 C41 2.4(9) . . . . ?
C39 C40 C41 O4 179.3(6) . . . . ?
C39 C40 C41 C42 -1.5(8) . . . . ?
C40 C41 C42 C37 -0.6(8) . . . . ?
C40 C41 C42 C43 -178.1(5) . . . . ?
C41 C42 C43 C44 177.8(5) . . . . ?
C42 C37 C38 C31 -179.9(5) . . . . ?
C42 C37 C38 C39 -1.3(8) . . . . ?
C42 C43 C44 C35 1.2(9) . . . . ?
C44 C35 C36 C29 -179.0(5) . . . . ?
C44 C35 C36 C37 -0.6(8) . . . . ?
C45 C46 C47 C48 176.7(5) . . . . ?
C45 C46 C47 C52 -3.0(8) . . . . ?
C46 C45 C54 C53 -1.0(10) . . . . ?
C46 C47 C48 C49 179.9(5) . . . . ?
C46 C47 C52 C51 -179.1(5) . . . . ?
C46 C47 C52 C53 1.0(8) . . . . ?
C47 C48 C49 C50 -0.6(9) . . . . ?
C47 C52 C53 C54 1.2(8) . . . . ?
C47 C52 C53 C60 179.5(5) . . . . ?
C48 C47 C52 C51 1.2(8) . . . . ?
C48 C47 C52 C53 -178.8(5) . . . . ?
C48 C49 C50 C51 0.6(8) . . . . ?
C48 C49 C50 C55 179.4(5) . . . . ?
C49 C50 C51 C52 0.2(8) . . . . ?
C49 C50 C51 C58 179.1(5) . . . . ?
C49 C50 C55 C56 179.5(6) . . . . ?
C50 C51 C52 C47 -1.2(8) . . . . ?
C50 C51 C52 C53 178.8(5) . . . . ?
C50 C51 C58 C57 1.0(8) . . . . ?
C50 C51 C58 C59 -179.8(5) . . . . ?
C50 C55 C56 C57 1.9(9) . . . . ?
C51 C50 C55 C56 -1.8(8) . . . . ?
C51 C52 C53 C54 -178.8(5) . . . . ?
C51 C52 C53 C60 -0.5(8) . . . . ?
C51 C58 C59 C60 2.4(8) . . . . ?
C51 C58 C59 C64 -179.5(5) . . . . ?
C52 C47 C48 C49 -0.4(9) . . . . ?
C52 C51 C58 C57 179.8(5) . . . . ?
C52 C51 C58 C59 -0.9(8) . . . . ?
C52 C53 C54 C45 -1.2(9) . . . . ?
C52 C53 C60 C59 2.0(8) . . . . ?
C52 C53 C60 C61 -179.2(5) . . . . ?
C53 C60 C61 C62 -179.3(6) . . . . ?
C54 C45 C46 O5 -178.5(7) . . . . ?
C54 C45 C46 C47 3.1(9) . . . . ?
C54 C53 C60 C59 -179.8(5) . . . . ?
C54 C53 C60 C61 -1.0(8) . . . . ?
C55 C50 C51 C52 -178.5(5) . . . . ?
C55 C50 C51 C58 0.3(8) . . . . ?
C55 C56 C57 C58 -0.6(8) . . . . ?
C55 C56 C57 C66 179.0(6) . . . . ?
C56 C57 C58 C51 -0.9(8) . . . . ?
C56 C57 C58 C59 179.9(5) . . . . ?
C56 C57 C66 C65 180.0(5) . . . . ?
C57 C58 C59 C60 -178.4(5) . . . . ?
C57 C58 C59 C64 -0.3(8) . . . . ?
C58 C51 C52 C47 -180.0(5) . . . . ?
C58 C51 C52 C53 0.0(8) . . . . ?
C58 C57 C66 C65 -0.4(8) . . . . ?
C58 C59 C60 C53 -2.9(8) . . . . ?
C58 C59 C60 C61 178.2(5) . . . . ?
C58 C59 C64 C63 -178.4(5) . . . . ?
C58 C59 C64 C65 0.4(8) . . . . ?
C59 C60 C61 C62 -0.4(8) . . . . ?
C59 C64 C65 C66 -0.5(9) . . . . ?
C60 C53 C54 C45 -179.4(6) . . . . ?
C60 C59 C64 C63 -0.3(8) . . . . ?
C60 C59 C64 C65 178.5(5) . . . . ?
C60 C61 C62 C63 1.0(9) . . . . ?
C61 C62 C63 O6 176.9(6) . . . . ?
C61 C62 C63 C64 -1.1(8) . . . . ?
C62 C63 C64 C59 0.7(8) . . . . ?
C62 C63 C64 C65 -178.0(5) . . . . ?
C63 C64 C65 C66 178.2(5) . . . . ?
C64 C59 C60 C53 179.0(5) . . . . ?
C64 C59 C60 C61 0.1(8) . . . . ?
C64 C65 C66 C57 0.5(9) . . . . ?
C66 C57 C58 C51 179.5(5) . . . . ?
C66 C57 C58 C59 0.3(8) . . . . ?
C67 C68 C69 C70 176.2(6) . . . . ?
C67 C68 C69 C74 -2.6(9) . . . . ?
C68 C67 C76 C75 -1.0(11) . . . . ?
C68 C69 C70 C71 179.5(6) . . . . ?
C68 C69 C74 C73 -178.7(5) . . . . ?
C68 C69 C74 C75 1.9(9) . . . . ?
C69 C70 C71 C72 -0.8(9) . . . . ?
C69 C74 C75 C76 -0.7(9) . . . . ?
C69 C74 C75 C82 -179.4(6) . . . . ?
C70 C69 C74 C73 2.5(9) . . . . ?
C70 C69 C74 C75 -176.9(6) . . . . ?
C70 C71 C72 C73 2.4(9) . . . . ?
C70 C71 C72 C77 -178.5(6) . . . . ?
C71 C72 C73 C74 -1.5(8) . . . . ?
C71 C72 C73 C80 179.1(6) . . . . ?
C71 C72 C77 C78 -179.3(6) . . . . ?
C72 C73 C74 C69 -0.9(8) . . . . ?
C72 C73 C74 C75 178.5(5) . . . . ?
C72 C73 C80 C79 0.7(9) . . . . ?
C72 C73 C80 C81 -178.5(5) . . . . ?
C72 C77 C78 C79 -0.3(10) . . . . ?
C73 C72 C77 C78 -0.2(9) . . . . ?
C73 C74 C75 C76 179.9(6) . . . . ?
C73 C74 C75 C82 1.2(9) . . . . ?
C73 C80 C81 C82 -1.2(9) . . . . ?
C73 C80 C81 C86 178.6(6) . . . . ?
C74 C69 C70 C71 -1.7(9) . . . . ?
C74 C73 C80 C79 -178.7(5) . . . . ?
C74 C73 C80 C81 2.1(9) . . . . ?
C74 C75 C76 C67 0.2(10) . . . . ?
C74 C75 C82 C81 -0.2(9) . . . . ?
C74 C75 C82 C83 -178.0(6) . . . . ?
C75 C82 C83 C84 178.2(7) . . . . ?
C76 C67 C68 O7 -178.0(8) . . . . ?
C76 C67 C68 C69 2.2(10) . . . . ?
C76 C75 C82 C81 -178.9(6) . . . . ?
C76 C75 C82 C83 3.3(10) . . . . ?
C77 C72 C73 C74 179.4(5) . . . . ?
C77 C72 C73 C80 0.0(8) . . . . ?
C77 C78 C79 C80 0.9(9) . . . . ?
C77 C78 C79 C88 179.6(7) . . . . ?
C78 C79 C80 C73 -1.1(9) . . . . ?
C78 C79 C80 C81 178.1(6) . . . . ?
C78 C79 C88 C87 -178.6(6) . . . . ?
C79 C80 C81 C82 179.7(6) . . . . ?
C79 C80 C81 C86 -0.6(9) . . . . ?
C80 C73 C74 C69 178.5(6) . . . . ?
C80 C73 C74 C75 -2.1(8) . . . . ?
C80 C79 C88 C87 0.1(10) . . . . ?
C80 C81 C82 C75 0.2(9) . . . . ?
C80 C81 C82 C83 178.1(6) . . . . ?
C80 C81 C86 C85 -178.4(6) . . . . ?
C80 C81 C86 C87 2.4(9) . . . . ?
C81 C82 C83 C84 0.4(10) . . . . ?
C81 C86 C87 C88 -2.9(9) . . . . ?
C82 C75 C76 C67 178.9(7) . . . . ?
C82 C81 C86 C85 1.3(9) . . . . ?
C82 C81 C86 C87 -177.9(6) . . . . ?
C82 C83 C84 C85 1.2(11) . . . . ?
C83 C84 C85 O8 -178.1(7) . . . . ?
C83 C84 C85 C86 -1.5(10) . . . . ?
C84 C85 C86 C81 0.2(9) . . . . ?
C84 C85 C86 C87 179.5(6) . . . . ?
C85 C86 C87 C88 177.9(6) . . . . ?
C86 C81 C82 C75 -179.5(6) . . . . ?
C86 C81 C82 C83 -1.7(9) . . . . ?
C86 C87 C88 C79 1.7(10) . . . . ?
C88 C79 C80 C73 -179.8(6) . . . . ?
C88 C79 C80 C81 -0.6(9) . . . . ?
C89 C90 C91 C92 0.2(9) . . . . ?
C90 C89 C94 Cl2 -178.6(5) . . . . ?
C90 C89 C94 C93 0.4(8) . . . . ?
C90 C91 C92 C93 -0.3(9) . . . . ?
C91 C92 C93 C94 0.5(9) . . . . ?
C92 C93 C94 Cl2 178.5(4) . . . . ?
C92 C93 C94 C89 -0.5(8) . . . . ?
C94 C89 C90 C91 -0.2(9) . . . . ?
C95 C96 C97 C98 -1.0(9) . . . . ?
C96 C95 C100 Cl4 -178.0(5) . . . . ?
C96 C95 C100 C99 1.3(8) . . . . ?
C96 C97 C98 C99 1.3(9) . . . . ?
C97 C98 C99 C100 -0.3(9) . . . . ?
C98 C99 C100 Cl4 178.3(5) . . . . ?
C98 C99 C100 C95 -1.0(9) . . . . ?
C100 C95 C96 C97 -0.2(8) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'

# start Validation Reply Form
_vrf_PLAT084_cu_20230213DTH1169C_0m_a 
;
PROBLEM: High wR2 Value (i.e. > 0.25) ................... 0.36 Report
RESPONSE: poor diffraction pattern crystal
;
_vrf_PLAT097_cu_20230213DTH1169C_0m_a 
;
PROBLEM: Large Reported Max. (Positive) Residual Density 2.02 eA-3
RESPONSE: ...
;
# end Validation Reply Form
####################################################################### 
# 
# 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_dth-9-76a
_database_code_depnum_ccdc_archive 'CCDC 2261006'
loop_
_audit_author_name
_audit_author_address
'Wen Zhou and Benjamin S Gelfand'
;University of Calgary
Canada
;
_audit_update_record             
;
2023-05-05 deposited with the CCDC.	2023-06-01 downloaded from the CCDC.
;
_audit_creation_date             2022-01-10
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C2 Cl4 D2, C24 H14 O'
_chemical_formula_sum            'C26 H14 D2 Cl4 O '
_chemical_formula_weight         488.20
_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'
D D 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           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                   15.167(2)
_cell_length_b                   11.8308(17)
_cell_length_c                   11.8577(17)
_cell_angle_alpha                90
_cell_angle_beta                 91.0751(16)
_cell_angle_gamma                90
_cell_volume                     2127.4(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9064
_cell_measurement_temperature    173.0
_cell_measurement_theta_max      30.494
_cell_measurement_theta_min      2.183
_shelx_estimated_absorpt_T_max   0.839
_shelx_estimated_absorpt_T_min   0.769
_exptl_absorpt_coefficient_mu    0.574
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.7067
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0396 before and 0.0355 after correction.
The Ratio of minimum to maximum transmission is 0.9472.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             992
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 1.00 0.1010
0.00 -1.00 -1.00 0.1660
-1.00 0.00 0.00 0.1270
1.00 0.00 0.00 0.1580
2.00 3.00 -3.00 0.1530
-2.00 -3.00 3.00 0.1740
-1.00 -3.00 0.00 0.2290

_exptl_crystal_size_max          0.482
_exptl_crystal_size_mid          0.336
_exptl_crystal_size_min          0.316
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_av_unetI/netI     0.0209
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            37192
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.033
_diffrn_reflns_theta_min         1.343
_diffrn_ambient_temperature      173.0
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine focus X-ray tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_type              Siemens
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5087
_reflns_number_total             6230
_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 V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_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         0.504
_refine_diff_density_min         -0.482
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         6230
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0466
_refine_ls_R_factor_gt           0.0357
_refine_ls_restrained_S_all      1.044
_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)+(0.0490P)²+0.8901P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0934
_refine_ls_wR_factor_ref         0.1007
_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 Ternary CH refined with riding coordinates:
 C1S(D1S), C2S(D2S)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C6(H6), C7(H7), C8(H8), C10(H10), C11(H11), C13(H13),
 C14(H14), C16(H16), C17(H17)
2.c Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Cl1S Cl 0.77283(2) 0.12439(3) 0.69820(3) 0.03381(10) Uani 1 1 d . . . . .
Cl2S Cl 0.94613(3) 0.05559(4) 0.62260(5) 0.04778(13) Uani 1 1 d . . . . .
Cl3S Cl 0.94262(3) 0.23942(4) 0.83306(3) 0.03988(11) Uani 1 1 d . . . . .
Cl4S Cl 0.99555(3) 0.32977(4) 0.61639(4) 0.03982(11) Uani 1 1 d . . . . .
C1S C 0.87085(10) 0.16907(13) 0.63148(12) 0.0271(3) Uani 1 1 d . . . . .
D1S D 0.855068 0.192656 0.554487 0.033 Uiso 1 1 calc R U . . .
C2S C 0.90770(9) 0.27120(13) 0.69370(12) 0.0259(3) Uani 1 1 d . . . . .
D2S D 0.860856 0.328048 0.697492 0.031 Uiso 1 1 calc R U . . .
O1 O 0.77096(7) 0.35712(11) 0.52517(11) 0.0415(3) Uani 1 1 d . . . . .
C1 C 0.65273(8) 0.45400(11) 0.43199(11) 0.0194(2) Uani 1 1 d . . . . .
C2 C 0.63328(9) 0.54632(11) 0.36258(11) 0.0215(2) Uani 1 1 d . . . . .
H2 H 0.676882 0.600004 0.350499 0.026 Uiso 1 1 calc R U . . .
C3 C 0.55142(9) 0.56081(11) 0.31110(11) 0.0210(2) Uani 1 1 d . . . . .
H3 H 0.541313 0.623862 0.265847 0.025 Uiso 1 1 calc R U . . .
C4 C 0.48395(8) 0.48281(10) 0.32578(10) 0.0170(2) Uani 1 1 d . . . . .
C5 C 0.39624(8) 0.49812(11) 0.27351(10) 0.0179(2) Uani 1 1 d . . . . .
C6 C 0.37294(9) 0.59534(12) 0.21299(11) 0.0220(3) Uani 1 1 d . . . . .
H6 H 0.413694 0.653615 0.206591 0.026 Uiso 1 1 calc R U . . .
C7 C 0.28970(9) 0.60675(12) 0.16193(12) 0.0255(3) Uani 1 1 d . . . . .
H7 H 0.275690 0.672303 0.122188 0.031 Uiso 1 1 calc R U . . .
C8 C 0.22802(9) 0.52140(13) 0.17003(12) 0.0263(3) Uani 1 1 d . . . . .
H8 H 0.173198 0.529210 0.134432 0.032 Uiso 1 1 calc R U . . .
C9 C 0.24757(9) 0.42292(12) 0.23166(11) 0.0237(3) Uani 1 1 d . . . . .
C10 C 0.18429(10) 0.33393(14) 0.24280(13) 0.0305(3) Uani 1 1 d . . . . .
H10 H 0.129772 0.339949 0.206087 0.037 Uiso 1 1 calc R U . . .
C11 C 0.20258(10) 0.24118(14) 0.30593(14) 0.0312(3) Uani 1 1 d . . . . .
H11 H 0.160328 0.184644 0.311965 0.037 Uiso 1 1 calc R U . . .
C12 C 0.28566(9) 0.22863(12) 0.36346(12) 0.0244(3) Uani 1 1 d . . . . .
C13 C 0.30376(10) 0.13494(12) 0.43421(12) 0.0288(3) Uani 1 1 d . . . . .
H13 H 0.261106 0.079268 0.442672 0.035 Uiso 1 1 calc R U . . .
C14 C 0.38278(10) 0.12482(12) 0.49031(12) 0.0277(3) Uani 1 1 d . . . . .
H14 H 0.393048 0.062379 0.536359 0.033 Uiso 1 1 calc R U . . .
C15 C 0.44947(9) 0.20792(11) 0.47956(11) 0.0216(3) Uani 1 1 d . . . . .
C16 C 0.53157(9) 0.19977(11) 0.53940(11) 0.0238(3) Uani 1 1 d . . . . .
H16 H 0.541017 0.139777 0.588852 0.029 Uiso 1 1 calc R U . . .
C17 C 0.59629(9) 0.27752(11) 0.52591(11) 0.0218(3) Uani 1 1 d . . . . .
H17 H 0.649125 0.269390 0.566162 0.026 Uiso 1 1 calc R U . . .
C18 C 0.58518(8) 0.37232(10) 0.45082(10) 0.0180(2) Uani 1 1 d . . . . .
C19 C 0.50143(8) 0.38626(10) 0.39491(10) 0.0165(2) Uani 1 1 d . . . . .
C20 C 0.43401(8) 0.30222(10) 0.40859(10) 0.0183(2) Uani 1 1 d . . . . .
C21 C 0.35108(8) 0.31340(11) 0.35136(11) 0.0195(2) Uani 1 1 d . . . . .
C22 C 0.33208(8) 0.41134(11) 0.28463(10) 0.0195(2) Uani 1 1 d . . . . .
C23 C 0.74458(9) 0.44324(12) 0.47899(11) 0.0241(3) Uani 1 1 d . . . . .
C24 C 0.80824(10) 0.54007(14) 0.46576(14) 0.0312(3) Uani 1 1 d . . . . .
H24A H 0.860595 0.525750 0.510233 0.047 Uiso 1 1 calc R U . . .
H24B H 0.781223 0.608802 0.490761 0.047 Uiso 1 1 calc R U . . .
H24C H 0.823433 0.547293 0.387858 0.047 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
Cl1S C1S 1.7775(15) . ?
Cl2S C1S 1.7669(15) . ?
Cl3S C2S 1.7663(15) . ?
Cl4S C2S 1.7725(15) . ?
C1S D1S 0.9800 . ?
C1S C2S 1.517(2) . ?
C2S D2S 0.9800 . ?
O1 C23 1.2206(18) . ?
C1 C2 1.3958(18) . ?
C1 C18 1.4290(18) . ?
C1 C23 1.4961(18) . ?
C2 H2 0.9300 . ?
C2 C3 1.3839(18) . ?
C3 H3 0.9300 . ?
C3 C4 1.3912(17) . ?
C4 C5 1.4683(17) . ?
C4 C19 1.4279(17) . ?
C5 C6 1.3976(18) . ?
C5 C22 1.4224(18) . ?
C6 H6 0.9300 . ?
C6 C7 1.3965(19) . ?
C7 H7 0.9300 . ?
C7 C8 1.381(2) . ?
C8 H8 0.9300 . ?
C8 C9 1.404(2) . ?
C9 C10 1.432(2) . ?
C9 C22 1.4235(18) . ?
C10 H10 0.9300 . ?
C10 C11 1.354(2) . ?
C11 H11 0.9300 . ?
C11 C12 1.429(2) . ?
C12 C13 1.414(2) . ?
C12 C21 1.4199(18) . ?
C13 H13 0.9300 . ?
C13 C14 1.365(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.4180(19) . ?
C15 C16 1.4249(19) . ?
C15 C20 1.4143(18) . ?
C16 H16 0.9300 . ?
C16 C17 1.357(2) . ?
C17 H17 0.9300 . ?
C17 C18 1.4399(18) . ?
C18 C19 1.4314(17) . ?
C19 C20 1.4376(17) . ?
C20 C21 1.4242(18) . ?
C21 C22 1.4294(18) . ?
C23 C24 1.508(2) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?

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
Cl1S C1S D1S 107.9 . . ?
Cl2S C1S Cl1S 110.32(8) . . ?
Cl2S C1S D1S 107.9 . . ?
C2S C1S Cl1S 108.91(10) . . ?
C2S C1S Cl2S 113.68(10) . . ?
C2S C1S D1S 107.9 . . ?
Cl3S C2S Cl4S 110.61(8) . . ?
Cl3S C2S D2S 107.9 . . ?
Cl4S C2S D2S 107.9 . . ?
C1S C2S Cl3S 112.75(10) . . ?
C1S C2S Cl4S 109.48(10) . . ?
C1S C2S D2S 107.9 . . ?
C2 C1 C18 118.50(11) . . ?
C2 C1 C23 118.12(12) . . ?
C18 C1 C23 123.34(12) . . ?
C1 C2 H2 118.8 . . ?
C3 C2 C1 122.34(12) . . ?
C3 C2 H2 118.8 . . ?
C2 C3 H3 119.4 . . ?
C2 C3 C4 121.24(12) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 C5 121.87(11) . . ?
C3 C4 C19 118.25(11) . . ?
C19 C4 C5 119.87(11) . . ?
C6 C5 C4 122.46(12) . . ?
C6 C5 C22 118.35(12) . . ?
C22 C5 C4 119.20(11) . . ?
C5 C6 H6 119.3 . . ?
C7 C6 C5 121.33(13) . . ?
C7 C6 H6 119.3 . . ?
C6 C7 H7 119.8 . . ?
C8 C7 C6 120.48(13) . . ?
C8 C7 H7 119.8 . . ?
C7 C8 H8 119.8 . . ?
C7 C8 C9 120.41(13) . . ?
C9 C8 H8 119.8 . . ?
C8 C9 C10 121.51(13) . . ?
C8 C9 C22 119.28(13) . . ?
C22 C9 C10 119.21(13) . . ?
C9 C10 H10 119.5 . . ?
C11 C10 C9 121.06(14) . . ?
C11 C10 H10 119.5 . . ?
C10 C11 H11 119.4 . . ?
C10 C11 C12 121.17(14) . . ?
C12 C11 H11 119.4 . . ?
C13 C12 C11 121.61(13) . . ?
C13 C12 C21 119.04(13) . . ?
C21 C12 C11 119.33(13) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 C12 121.12(13) . . ?
C14 C13 H13 119.4 . . ?
C13 C14 H14 119.4 . . ?
C13 C14 C15 121.11(13) . . ?
C15 C14 H14 119.4 . . ?
C14 C15 C16 121.77(12) . . ?
C20 C15 C14 119.33(13) . . ?
C20 C15 C16 118.90(12) . . ?
C15 C16 H16 119.2 . . ?
C17 C16 C15 121.52(12) . . ?
C17 C16 H16 119.2 . . ?
C16 C17 H17 119.2 . . ?
C16 C17 C18 121.63(12) . . ?
C18 C17 H17 119.2 . . ?
C1 C18 C17 123.19(12) . . ?
C1 C18 C19 118.84(11) . . ?
C19 C18 C17 117.95(11) . . ?
C4 C19 C18 120.77(11) . . ?
C4 C19 C20 119.56(11) . . ?
C18 C19 C20 119.67(11) . . ?
C15 C20 C19 120.16(12) . . ?
C15 C20 C21 119.46(12) . . ?
C21 C20 C19 120.38(11) . . ?
C12 C21 C20 119.92(12) . . ?
C12 C21 C22 119.63(12) . . ?
C20 C21 C22 120.41(11) . . ?
C5 C22 C9 120.10(12) . . ?
C5 C22 C21 120.35(11) . . ?
C9 C22 C21 119.52(12) . . ?
O1 C23 C1 122.23(13) . . ?
O1 C23 C24 118.39(13) . . ?
C1 C23 C24 119.35(12) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 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
Cl1S C1S C2S Cl3S 65.16(12) . . . . ?
Cl1S C1S C2S Cl4S -171.24(7) . . . . ?
Cl2S C1S C2S Cl3S -58.28(13) . . . . ?
Cl2S C1S C2S Cl4S 65.32(12) . . . . ?
C1 C2 C3 C4 -0.3(2) . . . . ?
C1 C18 C19 C4 -3.01(17) . . . . ?
C1 C18 C19 C20 177.10(11) . . . . ?
C2 C1 C18 C17 -176.26(12) . . . . ?
C2 C1 C18 C19 2.10(18) . . . . ?
C2 C1 C23 O1 -168.18(14) . . . . ?
C2 C1 C23 C24 9.64(19) . . . . ?
C2 C3 C4 C5 178.80(12) . . . . ?
C2 C3 C4 C19 -0.52(19) . . . . ?
C3 C4 C5 C6 -4.85(18) . . . . ?
C3 C4 C5 C22 175.29(12) . . . . ?
C3 C4 C19 C18 2.21(17) . . . . ?
C3 C4 C19 C20 -177.89(11) . . . . ?
C4 C5 C6 C7 178.55(12) . . . . ?
C4 C5 C22 C9 -178.04(11) . . . . ?
C4 C5 C22 C21 3.61(18) . . . . ?
C4 C19 C20 C15 -178.06(11) . . . . ?
C4 C19 C20 C21 1.65(17) . . . . ?
C5 C4 C19 C18 -177.12(11) . . . . ?
C5 C4 C19 C20 2.77(17) . . . . ?
C5 C6 C7 C8 -0.1(2) . . . . ?
C6 C5 C22 C9 2.10(18) . . . . ?
C6 C5 C22 C21 -176.26(11) . . . . ?
C6 C7 C8 C9 1.3(2) . . . . ?
C7 C8 C9 C10 179.03(13) . . . . ?
C7 C8 C9 C22 -0.8(2) . . . . ?
C8 C9 C10 C11 -177.48(14) . . . . ?
C8 C9 C22 C5 -0.95(19) . . . . ?
C8 C9 C22 C21 177.42(12) . . . . ?
C9 C10 C11 C12 -0.1(2) . . . . ?
C10 C9 C22 C5 179.26(12) . . . . ?
C10 C9 C22 C21 -2.38(19) . . . . ?
C10 C11 C12 C13 176.70(15) . . . . ?
C10 C11 C12 C21 -1.9(2) . . . . ?
C11 C12 C13 C14 -178.83(14) . . . . ?
C11 C12 C21 C20 179.72(12) . . . . ?
C11 C12 C21 C22 1.78(19) . . . . ?
C12 C13 C14 C15 0.0(2) . . . . ?
C12 C21 C22 C5 178.72(12) . . . . ?
C12 C21 C22 C9 0.35(18) . . . . ?
C13 C12 C21 C20 1.06(19) . . . . ?
C13 C12 C21 C22 -176.88(12) . . . . ?
C13 C14 C15 C16 178.65(13) . . . . ?
C13 C14 C15 C20 -0.6(2) . . . . ?
C14 C15 C16 C17 177.76(13) . . . . ?
C14 C15 C20 C19 -178.82(12) . . . . ?
C14 C15 C20 C21 1.47(19) . . . . ?
C15 C16 C17 C18 0.2(2) . . . . ?
C15 C20 C21 C12 -1.70(18) . . . . ?
C15 C20 C21 C22 176.22(12) . . . . ?
C16 C15 C20 C19 1.88(18) . . . . ?
C16 C15 C20 C21 -177.83(12) . . . . ?
C16 C17 C18 C1 -178.12(12) . . . . ?
C16 C17 C18 C19 3.50(18) . . . . ?
C17 C18 C19 C4 175.44(11) . . . . ?
C17 C18 C19 C20 -4.46(17) . . . . ?
C18 C1 C2 C3 -0.47(19) . . . . ?
C18 C1 C23 O1 9.2(2) . . . . ?
C18 C1 C23 C24 -173.00(12) . . . . ?
C18 C19 C20 C15 1.84(18) . . . . ?
C18 C19 C20 C21 -178.46(11) . . . . ?
C19 C4 C5 C6 174.46(11) . . . . ?
C19 C4 C5 C22 -5.39(17) . . . . ?
C19 C20 C21 C12 178.59(11) . . . . ?
C19 C20 C21 C22 -3.48(18) . . . . ?
C20 C15 C16 C17 -3.0(2) . . . . ?
C20 C21 C22 C5 0.79(18) . . . . ?
C20 C21 C22 C9 -177.58(11) . . . . ?
C21 C12 C13 C14 -0.2(2) . . . . ?
C22 C5 C6 C7 -1.59(19) . . . . ?
C22 C9 C10 C11 2.3(2) . . . . ?
C23 C1 C2 C3 177.03(12) . . . . ?
C23 C1 C18 C17 6.39(19) . . . . ?
C23 C1 C18 C19 -175.25(11) . . . . ?

_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_dth-9-69a
_database_code_depnum_ccdc_archive 'CCDC 2260999'
loop_
_audit_author_name
_audit_author_address
'Wen Zhou and Benjamin S Gelfand'
;University of Calgary
Canada
;
_audit_update_record             
;
2023-05-05 deposited with the CCDC.	2023-06-01 downloaded from the CCDC.
;
_audit_creation_date             2022-01-10
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H16 O2, 2(C2 D2 Cl4)'
_chemical_formula_sum            'C30 H16 D4 Cl8 O2'
_chemical_formula_weight         700.08
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
D D 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   7.4908(2)
_cell_length_b                   27.5010(8)
_cell_length_c                   14.2118(5)
_cell_angle_alpha                90
_cell_angle_beta                 100.4729(13)
_cell_angle_gamma                90
_cell_volume                     2878.93(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9857
_cell_measurement_temperature    173.0
_cell_measurement_theta_max      72.507
_cell_measurement_theta_min      3.214
_shelx_estimated_absorpt_T_max   0.491
_shelx_estimated_absorpt_T_min   0.206
_exptl_absorpt_coefficient_mu    7.397
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_correction_T_min  0.5816
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0651 before and 0.0349 after correction.
The Ratio of minimum to maximum transmission is 0.7718.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.615
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       rod
_exptl_crystal_F_000             1408
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0.00 0.00 -1.00 0.0380
0.00 0.00 1.00 0.0560
0.00 -1.00 1.00 0.0640
0.00 1.00 -1.00 0.0360
-1.00 1.00 1.00 0.1150
0.00 1.00 0.00 0.0370
0.00 -1.00 0.00 0.0710
2.00 -2.00 -1.00 0.1520
1.00 1.00 1.00 0.0990
1.00 -2.00 0.00 0.1330
-1.00 2.00 0.00 0.1070
-1.00 3.00 3.00 0.0550

_exptl_crystal_size_max          0.312
_exptl_crystal_size_mid          0.142
_exptl_crystal_size_min          0.112
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0280
_diffrn_reflns_av_unetI/netI     0.0199
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            31381
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         70.068
_diffrn_reflns_theta_min         3.214
_diffrn_ambient_temperature      173.0
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           0.64
_diffrn_source_power             0.0285824
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           44.66
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5048
_reflns_number_total             5462
_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 V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_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         0.456
_refine_diff_density_min         -0.359
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     363
_refine_ls_number_reflns         5462
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0345
_refine_ls_R_factor_gt           0.0320
_refine_ls_restrained_S_all      1.031
_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)+(0.0451P)²+1.7850P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0851
_refine_ls_wR_factor_ref         0.0870
_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 Ternary CH refined with riding coordinates:
 C1S(D1S), C2S(D2S), C3S(D3S), C4S(D4S)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C6(H6), C7(H7), C10(H10), C11(H11), C13(H13), C14(H14),
 C16(H16), C17(H17)
2.c Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C26(H26A,H26B,H26C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Cl1S Cl 1.02522(8) 0.26803(2) 0.32317(3) 0.04170(13) Uani 1 1 d . . . . .
Cl2S Cl 1.13184(7) 0.21190(2) 0.16965(4) 0.04180(13) Uani 1 1 d . . . . .
Cl3S Cl 0.69891(7) 0.21634(2) 0.16603(5) 0.05382(16) Uani 1 1 d . . . . .
Cl4S Cl 0.82628(8) 0.27689(2) 0.02275(4) 0.04999(15) Uani 1 1 d . . . . .
C1S C 1.0210(3) 0.26510(6) 0.19840(13) 0.0298(4) Uani 1 1 d . . . . .
D1S D 1.086817 0.293306 0.179977 0.036 Uiso 1 1 calc R U . . .
C2S C 0.8265(3) 0.26804(7) 0.14627(14) 0.0327(4) Uani 1 1 d . . . . .
D2S D 0.770209 0.296565 0.170153 0.039 Uiso 1 1 calc R U . . .
Cl5S Cl 0.53339(8) 0.37054(2) -0.11498(4) 0.04783(14) Uani 1 1 d . . . . .
Cl6S Cl 0.41813(8) 0.44216(2) 0.01346(4) 0.04669(14) Uani 1 1 d . . . . .
Cl7S Cl 0.31657(8) 0.28932(2) -0.00156(4) 0.04891(14) Uani 1 1 d . . . . .
Cl8S Cl 0.10501(7) 0.36815(3) -0.10575(4) 0.05441(16) Uani 1 1 d . . . . .
C3S C 0.4506(3) 0.37891(7) -0.00763(14) 0.0343(4) Uani 1 1 d . . . . .
D3S D 0.541413 0.366322 0.045165 0.041 Uiso 1 1 calc R U . . .
C4S C 0.2742(3) 0.35251(7) -0.00687(13) 0.0336(4) Uani 1 1 d . . . . .
D4S D 0.230396 0.361868 0.051490 0.040 Uiso 1 1 calc R U . . .
O1 O 0.6940(2) 0.64457(5) 0.77997(10) 0.0443(4) Uani 1 1 d . . . . .
O2 O 0.7914(2) 0.38381(5) 0.16800(11) 0.0473(4) Uani 1 1 d . . . . .
C1 C 0.6251(2) 0.61490(6) 0.62106(12) 0.0226(3) Uani 1 1 d . . . . .
C2 C 0.6130(2) 0.63158(6) 0.52814(12) 0.0243(3) Uani 1 1 d . . . . .
H2 H 0.580210 0.663760 0.514216 0.029 Uiso 1 1 calc R U . . .
C3 C 0.6487(2) 0.60148(6) 0.45512(12) 0.0224(3) Uani 1 1 d . . . . .
H3 H 0.638924 0.613865 0.393500 0.027 Uiso 1 1 calc R U . . .
C4 C 0.6989(2) 0.55310(6) 0.47275(11) 0.0183(3) Uani 1 1 d . . . . .
C5 C 0.7453(2) 0.52151(6) 0.39765(11) 0.0187(3) Uani 1 1 d . . . . .
C6 C 0.7475(2) 0.53835(6) 0.30553(12) 0.0232(3) Uani 1 1 d . . . . .
H6 H 0.722017 0.570886 0.291070 0.028 Uiso 1 1 calc R U . . .
C7 C 0.7872(2) 0.50751(6) 0.23491(12) 0.0254(3) Uani 1 1 d . . . . .
H7 H 0.788774 0.519974 0.174240 0.030 Uiso 1 1 calc R U . . .
C8 C 0.8245(2) 0.45863(6) 0.25224(12) 0.0244(3) Uani 1 1 d . . . . .
C9 C 0.8337(2) 0.44029(6) 0.34646(12) 0.0224(3) Uani 1 1 d . . . . .
C10 C 0.8918(2) 0.39172(6) 0.37291(13) 0.0274(4) Uani 1 1 d . . . . .
H10 H 0.923962 0.371078 0.326903 0.033 Uiso 1 1 calc R U . . .
C11 C 0.9008(2) 0.37534(6) 0.46302(14) 0.0279(4) Uani 1 1 d . . . . .
H11 H 0.940996 0.343802 0.478007 0.034 Uiso 1 1 calc R U . . .
C12 C 0.8503(2) 0.40521(6) 0.53606(13) 0.0241(3) Uani 1 1 d . . . . .
C13 C 0.8540(2) 0.38759(6) 0.62965(14) 0.0286(4) Uani 1 1 d . . . . .
H13 H 0.892281 0.355922 0.644826 0.034 Uiso 1 1 calc R U . . .
C14 C 0.8022(2) 0.41635(6) 0.69826(13) 0.0288(4) Uani 1 1 d . . . . .
H14 H 0.800807 0.403553 0.758689 0.035 Uiso 1 1 calc R U . . .
C15 C 0.7507(2) 0.46531(6) 0.67876(12) 0.0240(3) Uani 1 1 d . . . . .
C16 C 0.6981(2) 0.49598(7) 0.74973(12) 0.0276(4) Uani 1 1 d . . . . .
H16 H 0.690689 0.483044 0.809362 0.033 Uiso 1 1 calc R U . . .
C17 C 0.6586(2) 0.54347(7) 0.73235(12) 0.0266(4) Uani 1 1 d . . . . .
H17 H 0.627114 0.562640 0.780716 0.032 Uiso 1 1 calc R U . . .
C18 C 0.6642(2) 0.56491(6) 0.64116(11) 0.0211(3) Uani 1 1 d . . . . .
C19 C 0.7038(2) 0.53431(6) 0.56634(11) 0.0185(3) Uani 1 1 d . . . . .
C20 C 0.7506(2) 0.48439(6) 0.58645(11) 0.0198(3) Uani 1 1 d . . . . .
C21 C 0.7973(2) 0.45380(6) 0.51369(12) 0.0201(3) Uani 1 1 d . . . . .
C22 C 0.7924(2) 0.47194(6) 0.41894(11) 0.0189(3) Uani 1 1 d . . . . .
C23 C 0.6103(2) 0.65069(7) 0.69824(13) 0.0296(4) Uani 1 1 d . . . . .
C24 C 0.4967(3) 0.69552(8) 0.67385(16) 0.0404(5) Uani 1 1 d . . . . .
H24A H 0.499772 0.714798 0.730436 0.061 Uiso 1 1 calc R U . . .
H24B H 0.373647 0.686259 0.648748 0.061 Uiso 1 1 calc R U . . .
H24C H 0.543930 0.714145 0.626767 0.061 Uiso 1 1 calc R U . . .
C25 C 0.8410(2) 0.42625(7) 0.16980(13) 0.0320(4) Uani 1 1 d . . . . .
C26 C 0.9158(3) 0.44670(9) 0.08679(15) 0.0444(5) Uani 1 1 d . . . . .
H26A H 1.035622 0.459198 0.109149 0.067 Uiso 1 1 calc R U . . .
H26B H 0.838442 0.472456 0.057622 0.067 Uiso 1 1 calc R U . . .
H26C H 0.920899 0.421505 0.040606 0.067 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
Cl1S C1S 1.7695(19) . ?
Cl2S C1S 1.7664(18) . ?
Cl3S C2S 1.7640(19) . ?
Cl4S C2S 1.772(2) . ?
C1S D1S 0.9800 . ?
C1S C2S 1.512(3) . ?
C2S D2S 0.9800 . ?
Cl5S C3S 1.763(2) . ?
Cl6S C3S 1.789(2) . ?
Cl7S C4S 1.766(2) . ?
Cl8S C4S 1.7658(19) . ?
C3S D3S 0.9800 . ?
C3S C4S 1.509(3) . ?
C4S D4S 0.9800 . ?
O1 C23 1.227(2) . ?
O2 C25 1.224(2) . ?
C1 C2 1.385(2) . ?
C1 C18 1.424(2) . ?
C1 C23 1.493(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.391(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.393(2) . ?
C4 C5 1.466(2) . ?
C4 C19 1.421(2) . ?
C5 C6 1.392(2) . ?
C5 C22 1.427(2) . ?
C6 H6 0.9300 . ?
C6 C7 1.387(2) . ?
C7 H7 0.9300 . ?
C7 C8 1.386(2) . ?
C8 C9 1.421(2) . ?
C8 C25 1.495(2) . ?
C9 C10 1.434(2) . ?
C9 C22 1.425(2) . ?
C10 H10 0.9300 . ?
C10 C11 1.348(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.428(3) . ?
C12 C13 1.411(3) . ?
C12 C21 1.413(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.365(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.414(2) . ?
C15 C16 1.424(3) . ?
C15 C20 1.413(2) . ?
C16 H16 0.9300 . ?
C16 C17 1.352(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.431(2) . ?
C18 C19 1.429(2) . ?
C19 C20 1.433(2) . ?
C20 C21 1.425(2) . ?
C21 C22 1.430(2) . ?
C23 C24 1.503(3) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 C26 1.504(3) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?

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
Cl1S C1S D1S 108.3 . . ?
Cl2S C1S Cl1S 110.25(10) . . ?
Cl2S C1S D1S 108.3 . . ?
C2S C1S Cl1S 109.19(13) . . ?
C2S C1S Cl2S 112.50(13) . . ?
C2S C1S D1S 108.3 . . ?
Cl3S C2S Cl4S 111.43(10) . . ?
Cl3S C2S D2S 108.1 . . ?
Cl4S C2S D2S 108.1 . . ?
C1S C2S Cl3S 112.37(14) . . ?
C1S C2S Cl4S 108.67(13) . . ?
C1S C2S D2S 108.1 . . ?
Cl5S C3S Cl6S 110.59(11) . . ?
Cl5S C3S D3S 108.2 . . ?
Cl6S C3S D3S 108.2 . . ?
C4S C3S Cl5S 112.93(14) . . ?
C4S C3S Cl6S 108.71(14) . . ?
C4S C3S D3S 108.2 . . ?
Cl7S C4S D4S 107.9 . . ?
Cl8S C4S Cl7S 111.79(11) . . ?
Cl8S C4S D4S 107.9 . . ?
C3S C4S Cl7S 108.83(14) . . ?
C3S C4S Cl8S 112.31(14) . . ?
C3S C4S D4S 107.9 . . ?
C2 C1 C18 119.10(15) . . ?
C2 C1 C23 118.78(15) . . ?
C18 C1 C23 121.95(15) . . ?
C1 C2 H2 119.1 . . ?
C1 C2 C3 121.74(15) . . ?
C3 C2 H2 119.1 . . ?
C2 C3 H3 119.4 . . ?
C2 C3 C4 121.10(15) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 C5 121.81(14) . . ?
C3 C4 C19 118.42(14) . . ?
C19 C4 C5 119.77(14) . . ?
C6 C5 C4 122.18(14) . . ?
C6 C5 C22 118.21(14) . . ?
C22 C5 C4 119.61(14) . . ?
C5 C6 H6 119.4 . . ?
C7 C6 C5 121.20(15) . . ?
C7 C6 H6 119.4 . . ?
C6 C7 H7 119.1 . . ?
C8 C7 C6 121.83(16) . . ?
C8 C7 H7 119.1 . . ?
C7 C8 C9 119.04(15) . . ?
C7 C8 C25 118.77(16) . . ?
C9 C8 C25 122.05(16) . . ?
C8 C9 C10 122.56(15) . . ?
C8 C9 C22 119.00(15) . . ?
C22 C9 C10 118.37(15) . . ?
C9 C10 H10 119.3 . . ?
C11 C10 C9 121.39(16) . . ?
C11 C10 H10 119.3 . . ?
C10 C11 H11 119.2 . . ?
C10 C11 C12 121.63(15) . . ?
C12 C11 H11 119.2 . . ?
C13 C12 C11 121.69(15) . . ?
C13 C12 C21 119.55(16) . . ?
C21 C12 C11 118.76(16) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 C12 120.98(15) . . ?
C14 C13 H13 119.5 . . ?
C13 C14 H14 119.5 . . ?
C13 C14 C15 120.96(16) . . ?
C15 C14 H14 119.5 . . ?
C14 C15 C16 121.73(16) . . ?
C20 C15 C14 119.32(16) . . ?
C20 C15 C16 118.94(15) . . ?
C15 C16 H16 119.3 . . ?
C17 C16 C15 121.48(16) . . ?
C17 C16 H16 119.3 . . ?
C16 C17 H17 119.3 . . ?
C16 C17 C18 121.45(16) . . ?
C18 C17 H17 119.3 . . ?
C1 C18 C17 122.71(15) . . ?
C1 C18 C19 118.84(15) . . ?
C19 C18 C17 118.40(15) . . ?
C4 C19 C18 120.59(14) . . ?
C4 C19 C20 119.92(14) . . ?
C18 C19 C20 119.48(14) . . ?
C15 C20 C19 120.00(15) . . ?
C15 C20 C21 119.71(15) . . ?
C21 C20 C19 120.29(14) . . ?
C12 C21 C20 119.39(15) . . ?
C12 C21 C22 119.97(15) . . ?
C20 C21 C22 120.63(14) . . ?
C5 C22 C21 119.73(14) . . ?
C9 C22 C5 120.55(15) . . ?
C9 C22 C21 119.72(14) . . ?
O1 C23 C1 120.77(17) . . ?
O1 C23 C24 120.11(17) . . ?
C1 C23 C24 119.08(16) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O2 C25 C8 121.09(18) . . ?
O2 C25 C26 119.69(17) . . ?
C8 C25 C26 119.20(17) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 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
Cl1S C1S C2S Cl3S -67.35(15) . . . . ?
Cl1S C1S C2S Cl4S 168.86(9) . . . . ?
Cl2S C1S C2S Cl3S 55.39(17) . . . . ?
Cl2S C1S C2S Cl4S -68.40(15) . . . . ?
Cl5S C3S C4S Cl7S 69.44(15) . . . . ?
Cl5S C3S C4S Cl8S -54.88(17) . . . . ?
Cl6S C3S C4S Cl7S -167.44(10) . . . . ?
Cl6S C3S C4S Cl8S 68.24(16) . . . . ?
C1 C2 C3 C4 -0.2(3) . . . . ?
C1 C18 C19 C4 -1.8(2) . . . . ?
C1 C18 C19 C20 177.51(14) . . . . ?
C2 C1 C18 C17 -172.63(15) . . . . ?
C2 C1 C18 C19 4.8(2) . . . . ?
C2 C1 C23 O1 -147.47(18) . . . . ?
C2 C1 C23 C24 30.2(2) . . . . ?
C2 C3 C4 C5 -177.08(15) . . . . ?
C2 C3 C4 C19 3.2(2) . . . . ?
C3 C4 C5 C6 2.1(2) . . . . ?
C3 C4 C5 C22 -178.80(14) . . . . ?
C3 C4 C19 C18 -2.1(2) . . . . ?
C3 C4 C19 C20 178.51(14) . . . . ?
C4 C5 C6 C7 -178.29(15) . . . . ?
C4 C5 C22 C9 178.47(13) . . . . ?
C4 C5 C22 C21 -1.2(2) . . . . ?
C4 C19 C20 C15 -178.27(14) . . . . ?
C4 C19 C20 C21 1.8(2) . . . . ?
C5 C4 C19 C18 178.15(13) . . . . ?
C5 C4 C19 C20 -1.2(2) . . . . ?
C5 C6 C7 C8 0.6(3) . . . . ?
C6 C5 C22 C9 -2.4(2) . . . . ?
C6 C5 C22 C21 177.96(14) . . . . ?
C6 C7 C8 C9 -4.1(2) . . . . ?
C6 C7 C8 C25 171.77(16) . . . . ?
C7 C8 C9 C10 -172.64(15) . . . . ?
C7 C8 C9 C22 4.1(2) . . . . ?
C7 C8 C25 O2 -145.99(18) . . . . ?
C7 C8 C25 C26 32.5(2) . . . . ?
C8 C9 C10 C11 179.41(16) . . . . ?
C8 C9 C22 C5 -0.9(2) . . . . ?
C8 C9 C22 C21 178.69(14) . . . . ?
C9 C8 C25 O2 29.7(3) . . . . ?
C9 C8 C25 C26 -151.79(17) . . . . ?
C9 C10 C11 C12 1.0(3) . . . . ?
C10 C9 C22 C5 175.97(14) . . . . ?
C10 C9 C22 C21 -4.4(2) . . . . ?
C10 C11 C12 C13 177.89(16) . . . . ?
C10 C11 C12 C21 -2.8(2) . . . . ?
C11 C12 C13 C14 -178.85(16) . . . . ?
C11 C12 C21 C20 -178.54(14) . . . . ?
C11 C12 C21 C22 1.0(2) . . . . ?
C12 C13 C14 C15 -2.7(3) . . . . ?
C12 C21 C22 C5 -177.73(14) . . . . ?
C12 C21 C22 C9 2.6(2) . . . . ?
C13 C12 C21 C20 0.7(2) . . . . ?
C13 C12 C21 C22 -179.76(14) . . . . ?
C13 C14 C15 C16 -179.35(16) . . . . ?
C13 C14 C15 C20 0.9(2) . . . . ?
C14 C15 C16 C17 176.29(16) . . . . ?
C14 C15 C20 C19 -178.20(14) . . . . ?
C14 C15 C20 C21 1.7(2) . . . . ?
C15 C16 C17 C18 1.3(3) . . . . ?
C15 C20 C21 C12 -2.5(2) . . . . ?
C15 C20 C21 C22 177.98(14) . . . . ?
C16 C15 C20 C19 2.0(2) . . . . ?
C16 C15 C20 C21 -178.03(14) . . . . ?
C16 C17 C18 C1 -179.38(16) . . . . ?
C16 C17 C18 C19 3.2(2) . . . . ?
C17 C18 C19 C4 175.71(14) . . . . ?
C17 C18 C19 C20 -4.9(2) . . . . ?
C18 C1 C2 C3 -3.9(2) . . . . ?
C18 C1 C23 O1 27.9(2) . . . . ?
C18 C1 C23 C24 -154.40(17) . . . . ?
C18 C19 C20 C15 2.4(2) . . . . ?
C18 C19 C20 C21 -177.56(13) . . . . ?
C19 C4 C5 C6 -178.20(14) . . . . ?
C19 C4 C5 C22 0.9(2) . . . . ?
C19 C20 C21 C12 177.41(14) . . . . ?
C19 C20 C21 C22 -2.1(2) . . . . ?
C20 C15 C16 C17 -3.9(2) . . . . ?
C20 C21 C22 C5 1.8(2) . . . . ?
C20 C21 C22 C9 -177.86(13) . . . . ?
C21 C12 C13 C14 1.9(2) . . . . ?
C22 C5 C6 C7 2.6(2) . . . . ?
C22 C9 C10 C11 2.6(2) . . . . ?
C23 C1 C2 C3 171.61(15) . . . . ?
C23 C1 C18 C17 12.0(2) . . . . ?
C23 C1 C18 C19 -170.53(14) . . . . ?
C25 C8 C9 C10 11.7(2) . . . . ?
C25 C8 C9 C22 -171.57(14) . . . . ?

_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_cu_20220910DTH1076B_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2261001'
loop_
_audit_author_name
_audit_author_address
'Wen Zhou and Benjamin S Gelfand'
;University of Calgary
Canada
;
_audit_update_record             
;
2023-05-05 deposited with the CCDC.	2023-06-01 downloaded from the CCDC.
;
_audit_creation_date             2022-09-12
_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         'C30 H28'
_chemical_formula_sum            'C30 H28'
_chemical_formula_weight         388.52
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   22.7846(10)
_cell_length_b                   12.0888(6)
_cell_length_c                   17.9364(8)
_cell_angle_alpha                90
_cell_angle_beta                 116.854(2)
_cell_angle_gamma                90
_cell_volume                     4407.6(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3144
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      66.71
_cell_measurement_theta_min      4.26
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.493
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.5986
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1107 before and 0.0531 after correction.
The Ratio of minimum to maximum transmission is 0.7952.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   '(Sheldrich , 1996)'
_exptl_crystal_colour            YELLOW
_exptl_crystal_density_diffrn    1.171
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       PRISM
_exptl_crystal_F_000             1664
_exptl_crystal_size_max          0.382
_exptl_crystal_size_mid          0.345
_exptl_crystal_size_min          0.292
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0354
_diffrn_reflns_av_unetI/netI     0.0357
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            14291
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        66.842
_diffrn_reflns_theta_max         66.842
_diffrn_reflns_theta_min         4.255
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2884
_reflns_number_total             3900
_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  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.221
_refine_diff_density_min         -0.241
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         3900
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0666
_refine_ls_R_factor_gt           0.0524
_refine_ls_restrained_S_all      1.035
_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)+(0.0918P)²+0.6853P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1428
_refine_ls_wR_factor_ref         0.1586
_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. Uiso/Uaniso restraints and constraints
Uanis(C28) \\sim Ueq, Uanis(C31) \\sim Ueq, Uanis(C33) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
3. Others
 Sof(C31)=Sof(H31A)=Sof(H31B)=Sof(H31C)=Sof(C33)=Sof(H33A)=Sof(H33B)=Sof(H33C)=
 1-FVAR(1)
 Sof(C28)=Sof(H28A)=Sof(H28B)=Sof(H28C)=Sof(C29)=Sof(H29A)=Sof(H29B)=Sof(H29C)=
 FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C7(H7), C8(H8), C13(H13), C14(H14), C16(H16), C18(H18),
 C20(H20), C22(H22)
4.b Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C25(H25A,H25B,H25C), C26(H26A,H26B,H26C), C28(H28A,H28B,
 H28C), C29(H29A,H29B,H29C), C30(H30A,H30B,H30C), C31(H31A,H31B,H31C), C33(H33A,
 H33B,H33C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
C1 C 0.07156(9) 0.11767(17) 0.35238(13) 0.0733(5) Uani 1 1 d . . . . .
H1 H 0.038675 0.064609 0.337984 0.088 Uiso 1 1 calc R U . . .
C2 C 0.06531(9) 0.21532(17) 0.38584(13) 0.0726(5) Uani 1 1 d . . . . .
H2 H 0.028336 0.227724 0.393987 0.087 Uiso 1 1 calc R U . . .
C3 C 0.11407(8) 0.29816(15) 0.40840(11) 0.0598(4) Uani 1 1 d . . . . .
C4 C 0.16964(7) 0.27869(13) 0.39525(9) 0.0496(4) Uani 1 1 d . . . . .
C5 C 0.17613(7) 0.17669(13) 0.36081(9) 0.0502(4) Uani 1 1 d . . . . .
C6 C 0.12686(8) 0.09517(14) 0.33905(11) 0.0595(4) Uani 1 1 d . . . . .
C7 C 0.13527(9) -0.00703(15) 0.30518(12) 0.0683(5) Uani 1 1 d . . . . .
H7 H 0.102449 -0.060442 0.289360 0.082 Uiso 1 1 calc R U . . .
C8 C 0.18949(9) -0.02816(14) 0.29551(11) 0.0633(4) Uani 1 1 d . . . . .
H8 H 0.193861 -0.096485 0.274701 0.076 Uiso 1 1 calc R U . . .
C9 C 0.24058(8) 0.05268(12) 0.31669(9) 0.0519(4) Uani 1 1 d . . . . .
C10 C 0.23313(7) 0.15615(12) 0.34861(9) 0.0466(3) Uani 1 1 d . . . . .
C11 C 0.21855(7) 0.36238(12) 0.41459(9) 0.0478(3) Uani 1 1 d . . . . .
C12 C 0.21087(8) 0.46537(13) 0.44773(10) 0.0543(4) Uani 1 1 d . . . . .
C13 C 0.15481(9) 0.48015(15) 0.46269(11) 0.0651(5) Uani 1 1 d . . . . .
H13 H 0.150129 0.546053 0.486221 0.078 Uiso 1 1 calc R U . . .
C14 C 0.10885(9) 0.40138(16) 0.44364(12) 0.0671(5) Uani 1 1 d . . . . .
H14 H 0.072765 0.414254 0.453599 0.081 Uiso 1 1 calc R U . . .
C15 C 0.28236(7) 0.23841(11) 0.36767(8) 0.0451(3) Uani 1 1 d . . . . .
C16 C 0.33705(7) 0.21260(12) 0.35623(9) 0.0479(3) Uani 1 1 d . . . . .
H16 H 0.369693 0.265876 0.369421 0.058 Uiso 1 1 calc R U . . .
C17 C 0.34559(7) 0.10998(12) 0.32570(9) 0.0491(4) Uani 1 1 d . . . . .
C18 C 0.29671(8) 0.03186(12) 0.30607(10) 0.0533(4) Uani 1 1 d . . . . .
H18 H 0.301187 -0.036378 0.285248 0.064 Uiso 1 1 calc R U . . .
C19 C 0.27381(7) 0.34625(11) 0.39956(9) 0.0460(3) Uani 1 1 d . . . . .
C20 C 0.31716(8) 0.43398(12) 0.41382(10) 0.0525(4) Uani 1 1 d . . . . .
H20 H 0.353142 0.423697 0.403215 0.063 Uiso 1 1 calc R U . . .
C21 C 0.30894(8) 0.53665(13) 0.44335(10) 0.0560(4) Uani 1 1 d . . . . .
C22 C 0.25634(9) 0.54891(13) 0.46147(11) 0.0605(4) Uani 1 1 d . . . . .
H22 H 0.251299 0.615681 0.483684 0.073 Uiso 1 1 calc R U . . .
C23 C 0.40721(8) 0.08968(13) 0.31383(10) 0.0562(4) Uani 1 1 d . . . . .
C24 C 0.40230(13) 0.1618(2) 0.24077(18) 0.1028(8) Uani 1 1 d . . . . .
H24A H 0.437134 0.142775 0.226991 0.154 Uiso 1 1 calc R U . . .
H24B H 0.406057 0.238375 0.256561 0.154 Uiso 1 1 calc R U . . .
H24C H 0.360624 0.149485 0.193093 0.154 Uiso 1 1 calc R U . . .
C25 C 0.46871(9) 0.1202(2) 0.39231(15) 0.0900(7) Uani 1 1 d . . . . .
H25A H 0.506689 0.108669 0.383250 0.135 Uiso 1 1 calc R U . . .
H25B H 0.471894 0.074665 0.437842 0.135 Uiso 1 1 calc R U . . .
H25C H 0.466488 0.196545 0.405521 0.135 Uiso 1 1 calc R U . . .
C26 C 0.41399(11) -0.03037(17) 0.29283(16) 0.0865(6) Uani 1 1 d . . . . .
H26A H 0.377031 -0.050137 0.241085 0.130 Uiso 1 1 calc R U . . .
H26B H 0.415365 -0.077584 0.336631 0.130 Uiso 1 1 calc R U . . .
H26C H 0.453836 -0.038973 0.287566 0.130 Uiso 1 1 calc R U . . .
C27 C 0.35419(10) 0.63493(14) 0.45267(13) 0.0692(5) Uani 1 1 d . . . . .
C28 C 0.4101(2) 0.6056(3) 0.4341(4) 0.1062(17) Uani 0.872(8) 1 d . U P A 1
H28A H 0.393071 0.578199 0.377903 0.159 Uiso 0.872(8) 1 calc R U P A 1
H28B H 0.436744 0.549580 0.472370 0.159 Uiso 0.872(8) 1 calc R U P A 1
H28C H 0.436408 0.670151 0.440001 0.159 Uiso 0.872(8) 1 calc R U P A 1
C29 C 0.3113(2) 0.7264(2) 0.38983(17) 0.0877(11) Uani 0.872(8) 1 d . . P A 1
H29A H 0.292082 0.697264 0.334035 0.132 Uiso 0.872(8) 1 calc R U P A 1
H29B H 0.338478 0.788816 0.393322 0.132 Uiso 0.872(8) 1 calc R U P A 1
H29C H 0.277020 0.749244 0.403624 0.132 Uiso 0.872(8) 1 calc R U P A 1
C30 C 0.37977(12) 0.68456(19) 0.54027(14) 0.0893(7) Uani 1 1 d . . . . .
H30A H 0.403848 0.751063 0.543551 0.134 Uiso 1 1 calc R U . . .
H30B H 0.408198 0.632303 0.580803 0.134 Uiso 1 1 calc R U . . .
H30C H 0.343323 0.701446 0.551431 0.134 Uiso 1 1 calc R U . . .
C31 C 0.4381(11) 0.581(2) 0.498(2) 0.117(9) Uani 0.128(8) 1 d . U P A 2
H31A H 0.441121 0.524834 0.461860 0.176 Uiso 0.128(8) 1 calc R U P A 2
H31B H 0.449316 0.550166 0.551775 0.176 Uiso 0.128(8) 1 calc R U P A 2
H31C H 0.468005 0.640129 0.503219 0.176 Uiso 0.128(8) 1 calc R U P A 2
C33 C 0.3447(16) 0.684(2) 0.375(2) 0.125(11) Uani 0.128(8) 1 d . U P A 2
H33A H 0.298533 0.692987 0.338923 0.188 Uiso 0.128(8) 1 calc R U P A 2
H33B H 0.363422 0.636718 0.348004 0.188 Uiso 0.128(8) 1 calc R U P A 2
H33C H 0.365956 0.754888 0.385340 0.188 Uiso 0.128(8) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 H1 0.9300 . ?
C1 C2 1.361(3) . ?
C1 C6 1.411(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.412(3) . ?
C3 C4 1.408(2) . ?
C3 C14 1.428(3) . ?
C4 C5 1.416(2) . ?
C4 C11 1.427(2) . ?
C5 C6 1.410(2) . ?
C5 C10 1.433(2) . ?
C6 C7 1.427(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.347(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.434(2) . ?
C9 C10 1.417(2) . ?
C9 C18 1.398(2) . ?
C10 C15 1.420(2) . ?
C11 C12 1.424(2) . ?
C11 C19 1.415(2) . ?
C12 C13 1.430(2) . ?
C12 C22 1.387(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.340(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.387(2) . ?
C15 C19 1.4715(19) . ?
C16 H16 0.9300 . ?
C16 C17 1.405(2) . ?
C17 C18 1.379(2) . ?
C17 C23 1.532(2) . ?
C18 H18 0.9300 . ?
C19 C20 1.392(2) . ?
C20 H20 0.9300 . ?
C20 C21 1.395(2) . ?
C21 C22 1.384(2) . ?
C21 C27 1.532(2) . ?
C22 H22 0.9300 . ?
C23 C24 1.536(3) . ?
C23 C25 1.516(3) . ?
C23 C26 1.525(2) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 C28 1.499(3) . ?
C27 C29 1.566(4) . ?
C27 C30 1.530(3) . ?
C27 C31 1.83(2) . ?
C27 C33 1.44(3) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?

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
C2 C1 H1 119.3 . . ?
C2 C1 C6 121.43(17) . . ?
C6 C1 H1 119.3 . . ?
C1 C2 H2 119.5 . . ?
C1 C2 C3 121.07(17) . . ?
C3 C2 H2 119.5 . . ?
C2 C3 C14 122.31(16) . . ?
C4 C3 C2 118.93(17) . . ?
C4 C3 C14 118.76(16) . . ?
C3 C4 C5 119.82(15) . . ?
C3 C4 C11 120.21(15) . . ?
C5 C4 C11 119.96(14) . . ?
C4 C5 C10 119.85(14) . . ?
C6 C5 C4 120.16(15) . . ?
C6 C5 C10 119.99(15) . . ?
C1 C6 C7 122.74(16) . . ?
C5 C6 C1 118.59(17) . . ?
C5 C6 C7 118.67(15) . . ?
C6 C7 H7 119.1 . . ?
C8 C7 C6 121.74(16) . . ?
C8 C7 H7 119.1 . . ?
C7 C8 H8 119.4 . . ?
C7 C8 C9 121.24(16) . . ?
C9 C8 H8 119.4 . . ?
C10 C9 C8 118.53(15) . . ?
C18 C9 C8 121.62(15) . . ?
C18 C9 C10 119.85(14) . . ?
C9 C10 C5 119.79(14) . . ?
C9 C10 C15 119.30(14) . . ?
C15 C10 C5 120.91(14) . . ?
C12 C11 C4 119.45(14) . . ?
C19 C11 C4 121.35(14) . . ?
C19 C11 C12 119.19(14) . . ?
C11 C12 C13 118.43(16) . . ?
C22 C12 C11 119.21(14) . . ?
C22 C12 C13 122.31(15) . . ?
C12 C13 H13 119.2 . . ?
C14 C13 C12 121.64(16) . . ?
C14 C13 H13 119.2 . . ?
C3 C14 H14 119.3 . . ?
C13 C14 C3 121.46(16) . . ?
C13 C14 H14 119.3 . . ?
C10 C15 C19 119.01(13) . . ?
C16 C15 C10 118.13(13) . . ?
C16 C15 C19 122.85(13) . . ?
C15 C16 H16 118.4 . . ?
C15 C16 C17 123.25(14) . . ?
C17 C16 H16 118.4 . . ?
C16 C17 C23 119.51(14) . . ?
C18 C17 C16 117.79(14) . . ?
C18 C17 C23 122.69(13) . . ?
C9 C18 H18 119.2 . . ?
C17 C18 C9 121.65(14) . . ?
C17 C18 H18 119.2 . . ?
C11 C19 C15 118.78(13) . . ?
C20 C19 C11 118.59(13) . . ?
C20 C19 C15 122.61(13) . . ?
C19 C20 H20 118.6 . . ?
C19 C20 C21 122.82(15) . . ?
C21 C20 H20 118.6 . . ?
C20 C21 C27 122.17(15) . . ?
C22 C21 C20 117.61(15) . . ?
C22 C21 C27 120.18(14) . . ?
C12 C22 H22 118.8 . . ?
C21 C22 C12 122.47(15) . . ?
C21 C22 H22 118.8 . . ?
C17 C23 C24 108.03(14) . . ?
C25 C23 C17 110.66(13) . . ?
C25 C23 C24 109.55(19) . . ?
C25 C23 C26 107.85(16) . . ?
C26 C23 C17 112.85(14) . . ?
C26 C23 C24 107.84(17) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C23 C26 H26A 109.5 . . ?
C23 C26 H26B 109.5 . . ?
C23 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C21 C27 C29 107.37(18) . . ?
C21 C27 C31 106.9(8) . . ?
C28 C27 C21 112.97(15) . . ?
C28 C27 C29 108.9(2) . . ?
C28 C27 C30 110.7(2) . . ?
C30 C27 C21 109.97(16) . . ?
C30 C27 C29 106.65(18) . . ?
C30 C27 C31 81.3(12) . . ?
C33 C27 C21 114.5(10) . . ?
C33 C27 C30 130.9(12) . . ?
C33 C27 C31 104.1(16) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C27 C29 H29A 109.5 . . ?
C27 C29 H29B 109.5 . . ?
C27 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C27 C30 H30A 109.5 . . ?
C27 C30 H30B 109.5 . . ?
C27 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C27 C31 H31A 109.5 . . ?
C27 C31 H31B 109.5 . . ?
C27 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C27 C33 H33A 109.5 . . ?
C27 C33 H33B 109.5 . . ?
C27 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
