# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2021

####################################################################### 
# 
# 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_csj-3
_database_code_depnum_ccdc_archive 'CCDC 2088626'
loop_
_audit_author_name
_audit_author_address
'Shujie Chen'
;Guangzhou University
China
;
_audit_update_record             
;
2021-06-08 deposited with the CCDC.	2021-10-01 downloaded from the CCDC.
;
_audit_creation_date             2021-06-08
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H14 O'
_chemical_formula_sum            'C15.67 H14 N0.17 O'
_chemical_formula_weight         220.60
_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'
N N 0.0061 0.0033 '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      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3'
_space_group_name_Hall           '-R 3'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   25.237(3)
_cell_length_b                   25.237(3)
_cell_length_c                   10.3671(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     5718.0(13)
_cell_formula_units_Z            18
_cell_measurement_reflns_used    1222
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      23.4640
_cell_measurement_theta_min      2.7090
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77178
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.153
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2109
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0295
_diffrn_reflns_av_unetI/netI     0.0621
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.829
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            5104
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.829
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.426
_diffrn_reflns_theta_min         2.174
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.829
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -45.00  52.00   1.00   10.00    --   11.74 -19.00   0.00   97
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0318405000
_diffrn_orient_matrix_UB_12      -0.0113758000
_diffrn_orient_matrix_UB_13      -0.0064171000
_diffrn_orient_matrix_UB_21      -0.0008138667
_diffrn_orient_matrix_UB_22      0.0104828667
_diffrn_orient_matrix_UB_23      0.0631144667
_diffrn_orient_matrix_UB_31      0.0060283333
_diffrn_orient_matrix_UB_32      0.0285582667
_diffrn_orient_matrix_UB_33      -0.0256496333
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1715
_reflns_number_total             2923
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.768
_refine_diff_density_min         -0.243
_refine_diff_density_rms         0.132
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.727
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     147
_refine_ls_number_reflns         2923
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1604
_refine_ls_R_factor_gt           0.1099
_refine_ls_restrained_S_all      1.727
_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)+(0.0907P)²+3.6344P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3249
_refine_ls_wR_factor_ref         0.3453
_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, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C8(H8), C7(H7), C6(H6), C5(H5), C10(H10), C14(H14), C11(H11),
 C12(H12), C13(H13)
2.b Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C)
2.c Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_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
O1 O 0.67061(13) 0.43468(14) 0.3802(3) 0.0610(10) Uani 1 1 d . . . . .
H1 H 0.7013 0.4408 0.3406 0.091 Uiso 1 1 calc R U . . .
C2 C 0.73641(17) 0.54213(19) 0.4258(4) 0.0412(10) Uani 1 1 d . . . . .
H2 H 0.7668 0.5430 0.3736 0.049 Uiso 1 1 calc R U . . .
C1 C 0.68176(18) 0.48784(19) 0.4418(4) 0.0430(10) Uani 1 1 d . . . . .
C3 C 0.74647(18) 0.59580(18) 0.4873(4) 0.0410(10) Uani 1 1 d . . . . .
C9 C 0.90416(18) 0.72239(19) 0.3585(4) 0.0425(10) Uani 1 1 d . . . . .
C8 C 0.84676(19) 0.66455(19) 0.3782(4) 0.0452(10) Uani 1 1 d . . . . .
H8 H 0.8387 0.6328 0.3216 0.054 Uiso 1 1 calc R U . . .
C7 C 0.8052(2) 0.65306(19) 0.4686(4) 0.0472(11) Uani 1 1 d . . . . .
H7 H 0.8140 0.6845 0.5266 0.057 Uiso 1 1 calc R U . . .
C4 C 0.7004(2) 0.5945(2) 0.5652(4) 0.0466(11) Uani 1 1 d . . . . .
C6 C 0.6363(2) 0.4855(2) 0.5199(4) 0.0525(12) Uani 1 1 d . . . . .
H6 H 0.6000 0.4489 0.5328 0.063 Uiso 1 1 calc R U . . .
C5 C 0.6461(2) 0.5390(2) 0.5784(4) 0.0547(12) Uani 1 1 d . . . . .
H5 H 0.6151 0.5377 0.6289 0.066 Uiso 1 1 calc R U . . .
C10 C 0.9364(2) 0.7312(2) 0.2444(5) 0.0554(12) Uani 1 1 d . . . . .
H10 H 0.9222 0.6999 0.1837 0.066 Uiso 1 1 calc R U . . .
C14 C 0.9281(2) 0.7693(2) 0.4487(5) 0.0594(13) Uani 1 1 d . . . . .
H14 H 0.9082 0.7641 0.5272 0.071 Uiso 1 1 calc R U . . .
C15 C 0.7074(2) 0.6503(2) 0.6327(5) 0.0663(14) Uani 1 1 d . . . . .
H15A H 0.7367 0.6615 0.7012 0.099 Uiso 1 1 calc R U . . .
H15B H 0.6687 0.6416 0.6678 0.099 Uiso 1 1 calc R U . . .
H15C H 0.7214 0.6835 0.5723 0.099 Uiso 1 1 calc R U . . .
C11 C 0.9900(2) 0.7864(3) 0.2194(5) 0.0671(15) Uani 1 1 d . . . . .
H11 H 1.0106 0.7919 0.1419 0.081 Uiso 1 1 calc R U . . .
C12 C 1.0122(2) 0.8327(3) 0.3095(5) 0.0732(16) Uani 1 1 d . . . . .
H12 H 1.0478 0.8696 0.2929 0.088 Uiso 1 1 calc R U . . .
C13 C 0.9819(3) 0.8244(2) 0.4228(6) 0.0741(16) Uani 1 1 d . . . . .
H13 H 0.9971 0.8556 0.4838 0.089 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 H1 0.8200 . ?
O1 C1 1.382(5) . ?
C2 H2 0.9300 . ?
C2 C1 1.384(6) . ?
C2 C3 1.400(6) . ?
C1 C6 1.380(6) . ?
C3 C7 1.477(6) . ?
C3 C4 1.402(6) . ?
C9 C8 1.468(6) . ?
C9 C10 1.390(6) . ?
C9 C14 1.387(6) . ?
C8 H8 0.9300 . ?
C8 C7 1.325(6) . ?
C7 H7 0.9300 . ?
C4 C5 1.392(6) . ?
C4 C15 1.503(6) . ?
C6 H6 0.9300 . ?
C6 C5 1.384(6) . ?
C5 H5 0.9300 . ?
C10 H10 0.9300 . ?
C10 C11 1.396(7) . ?
C14 H14 0.9300 . ?
C14 C13 1.402(7) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C11 H11 0.9300 . ?
C11 C12 1.378(8) . ?
C12 H12 0.9300 . ?
C12 C13 1.359(8) . ?
C13 H13 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
C1 O1 H1 109.5 . . ?
C1 C2 H2 119.6 . . ?
C1 C2 C3 120.8(4) . . ?
C3 C2 H2 119.6 . . ?
O1 C1 C2 121.6(4) . . ?
O1 C1 C6 117.9(4) . . ?
C6 C1 C2 120.5(4) . . ?
C2 C3 C7 119.6(4) . . ?
C2 C3 C4 119.5(4) . . ?
C4 C3 C7 120.9(4) . . ?
C10 C9 C8 119.0(4) . . ?
C10 C9 C14 117.8(4) . . ?
C14 C9 C8 123.1(4) . . ?
C9 C8 H8 116.8 . . ?
C7 C8 C9 126.5(4) . . ?
C7 C8 H8 116.8 . . ?
C3 C7 H7 116.4 . . ?
C8 C7 C3 127.2(4) . . ?
C8 C7 H7 116.4 . . ?
C3 C4 C15 122.6(4) . . ?
C5 C4 C3 117.9(4) . . ?
C5 C4 C15 119.5(4) . . ?
C1 C6 H6 120.8 . . ?
C1 C6 C5 118.4(4) . . ?
C5 C6 H6 120.8 . . ?
C4 C5 H5 118.5 . . ?
C6 C5 C4 122.9(4) . . ?
C6 C5 H5 118.5 . . ?
C9 C10 H10 119.5 . . ?
C9 C10 C11 121.0(5) . . ?
C11 C10 H10 119.5 . . ?
C9 C14 H14 119.7 . . ?
C13 C14 C9 120.7(5) . . ?
C13 C14 H14 119.7 . . ?
C4 C15 H15A 109.5 . . ?
C4 C15 H15B 109.5 . . ?
C4 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C10 C11 H11 120.0 . . ?
C12 C11 C10 120.0(5) . . ?
C12 C11 H11 120.0 . . ?
C11 C12 H12 120.1 . . ?
C13 C12 C11 119.8(5) . . ?
C13 C12 H12 120.1 . . ?
C14 C13 H13 119.7 . . ?
C12 C13 C14 120.7(5) . . ?
C12 C13 H13 119.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C6 C5 -177.7(4) . . . . ?
C2 C1 C6 C5 1.8(6) . . . . ?
C2 C3 C7 C8 15.5(6) . . . . ?
C2 C3 C4 C5 0.3(6) . . . . ?
C2 C3 C4 C15 -179.1(4) . . . . ?
C1 C2 C3 C7 180.0(4) . . . . ?
C1 C2 C3 C4 -0.4(6) . . . . ?
C1 C6 C5 C4 -2.0(7) . . . . ?
C3 C2 C1 O1 178.9(4) . . . . ?
C3 C2 C1 C6 -0.6(6) . . . . ?
C3 C4 C5 C6 0.9(7) . . . . ?
C9 C8 C7 C3 178.1(4) . . . . ?
C9 C10 C11 C12 1.2(7) . . . . ?
C9 C14 C13 C12 -0.8(8) . . . . ?
C8 C9 C10 C11 177.5(4) . . . . ?
C8 C9 C14 C13 -177.7(4) . . . . ?
C7 C3 C4 C5 179.9(4) . . . . ?
C7 C3 C4 C15 0.5(6) . . . . ?
C4 C3 C7 C8 -164.1(4) . . . . ?
C10 C9 C8 C7 -166.7(4) . . . . ?
C10 C9 C14 C13 2.1(7) . . . . ?
C10 C11 C12 C13 0.2(8) . . . . ?
C14 C9 C8 C7 13.0(7) . . . . ?
C14 C9 C10 C11 -2.3(6) . . . . ?
C15 C4 C5 C6 -179.6(4) . . . . ?
C11 C12 C13 C14 -0.4(9) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.649
_oxdiff_exptl_absorpt_empirical_full_min 0.605
####################################################################### 
# 
# 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_ljh-01
_database_code_depnum_ccdc_archive 'CCDC 2088627'
loop_
_audit_author_name
_audit_author_address
'Shujie Chen'
;Guangzhou University
China
;
_audit_update_record             
;
2021-06-08 deposited with the CCDC.	2021-10-01 downloaded from the CCDC.
;
_audit_creation_date             2021-06-08
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H20 O2'
_chemical_formula_sum            'C20 H20 O2'
_chemical_formula_weight         292.36
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_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                   16.0250(17)
_cell_length_b                   23.631(3)
_cell_length_c                   8.4066(7)
_cell_angle_alpha                90
_cell_angle_beta                 96.599(9)
_cell_angle_gamma                90
_cell_volume                     3162.4(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3773
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      27.2410
_cell_measurement_theta_min      2.6900
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  0.999
_exptl_absorpt_correction_T_min  0.998
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.228
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1248
_exptl_crystal_size_max          0.020
_exptl_crystal_size_mid          0.018
_exptl_crystal_size_min          0.017
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0434
_diffrn_reflns_av_unetI/netI     0.0731
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.841
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            16755
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.841
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.552
_diffrn_reflns_theta_min         2.147
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.841
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -17.00  58.00   1.00    3.00    --   11.90  77.00-120.00   75
  2  ω    -22.00 100.00   1.00    3.00    --   11.90   0.00   0.00  122
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0352466000
_diffrn_orient_matrix_UB_12      0.0182351000
_diffrn_orient_matrix_UB_13      -0.0127344000
_diffrn_orient_matrix_UB_21      0.0239542000
_diffrn_orient_matrix_UB_22      0.0222416000
_diffrn_orient_matrix_UB_23      0.0390669000
_diffrn_orient_matrix_UB_31      0.0129307000
_diffrn_orient_matrix_UB_32      0.0086061000
_diffrn_orient_matrix_UB_33      -0.0743365000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4794
_reflns_number_total             8854
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.413
_refine_diff_density_min         -0.357
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     399
_refine_ls_number_reflns         7444
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1025
_refine_ls_R_factor_gt           0.0595
_refine_ls_restrained_S_all      1.030
_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)+(0.0468P)²+0.4735P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1162
_refine_ls_wR_factor_ref         0.1361
_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. Rigid bond restraints
 O3, C22, O4, C21
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C35(H35A,H35B), C37(H37A,H37B), C36(H36A,H36B), C38(H38A,H38B),
 C4(H4A,H4B), C6(H6A,H6B), C5(H5A,H5B)
3.b Aromatic/amide H refined with riding coordinates:
 C18(H18), C26(H26), C10(H10), C2(H2), C40(H40), C27(H27), C11(H11), C24(H24),
 C33(H33), C13(H13), C29(H29), C17(H17), C32(H32), C14(H14), C30(H30), C16(H16),
  C31(H31), C15(H15)
3.c Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C21(H21A,H21B,H21C)
;
_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
O1 O 0.53101(7) 0.32662(6) 0.24902(13) 0.0248(3) Uani 1 1 d . . . . .
O3 O 0.11436(8) 0.58853(6) 0.34440(15) 0.0342(3) Uani 1 1 d . U . . .
O2 O 0.46280(9) 0.31605(6) 0.00208(14) 0.0366(4) Uani 1 1 d . . . . .
C34 C 0.13426(10) 0.76482(8) 0.38439(19) 0.0212(4) Uani 1 1 d . . . . .
C3 C 0.42614(11) 0.46284(8) 0.30314(19) 0.0226(4) Uani 1 1 d . . . . .
C18 C 0.57207(11) 0.42177(8) 0.19299(18) 0.0229(4) Uani 1 1 d . . . . .
H18 H 0.6204 0.4076 0.1558 0.027 Uiso 1 1 calc R U . . .
C9 C 0.55847(11) 0.47999(8) 0.19656(18) 0.0223(4) Uani 1 1 d . . . . .
C28 C -0.15186(11) 0.78811(8) 0.0911(2) 0.0236(4) Uani 1 1 d . . . . .
C39 C 0.19664(10) 0.72999(9) 0.46350(19) 0.0224(4) Uani 1 1 d . . . . .
C8 C 0.48468(10) 0.50116(8) 0.25334(18) 0.0212(4) Uani 1 1 d . . . . .
C25 C 0.06402(11) 0.73917(8) 0.29674(19) 0.0225(4) Uani 1 1 d . . . . .
C1 C 0.51399(11) 0.38539(8) 0.24445(18) 0.0213(4) Uani 1 1 d . . . . .
C19 C 0.50129(11) 0.29557(8) 0.1184(2) 0.0242(4) Uani 1 1 d . . . . .
C23 C 0.11938(11) 0.64750(8) 0.3702(2) 0.0246(4) Uani 1 1 d . . . . .
C12 C 0.76496(11) 0.54456(9) 0.07818(19) 0.0251(4) Uani 1 1 d . . . . .
C26 C -0.00201(11) 0.77365(9) 0.20811(19) 0.0247(4) Uani 1 1 d . . . . .
H26 H 0.0131 0.8083 0.1677 0.030 Uiso 1 1 calc R U . . .
C10 C 0.62005(11) 0.51899(9) 0.13759(19) 0.0243(4) Uani 1 1 d . . . . .
H10 H 0.6000 0.5530 0.0924 0.029 Uiso 1 1 calc R U . . .
C2 C 0.44145(11) 0.40490(9) 0.29811(19) 0.0245(4) Uani 1 1 d . . . . .
H2 H 0.4026 0.3794 0.3310 0.029 Uiso 1 1 calc R U . . .
C40 C 0.18878(11) 0.67135(9) 0.4562(2) 0.0256(4) Uani 1 1 d . . . . .
H40 H 0.2302 0.6484 0.5091 0.031 Uiso 1 1 calc R U . . .
C27 C -0.08213(11) 0.75805(8) 0.1824(2) 0.0253(4) Uani 1 1 d . . . . .
H27 H -0.0956 0.7239 0.2281 0.030 Uiso 1 1 calc R U . . .
C11 C 0.70219(11) 0.50901(9) 0.14447(19) 0.0255(4) Uani 1 1 d . . . . .
H11 H 0.7218 0.4761 0.1967 0.031 Uiso 1 1 calc R U . . .
C24 C 0.05744(11) 0.68050(9) 0.2909(2) 0.0249(4) Uani 1 1 d . . . . .
H24 H 0.0110 0.6636 0.2331 0.030 Uiso 1 1 calc R U . . .
C7 C 0.46994(11) 0.56435(8) 0.2589(2) 0.0258(4) Uani 1 1 d . . . . .
H7A H 0.4611 0.5786 0.1501 0.031 Uiso 1 1 calc R U . . .
H7B H 0.5201 0.5823 0.3117 0.031 Uiso 1 1 calc R U . . .
C33 C -0.14150(12) 0.83758(9) 0.0059(2) 0.0289(5) Uani 1 1 d . . . . .
H33 H -0.0883 0.8534 0.0071 0.035 Uiso 1 1 calc R U . . .
O4 O 0.08903(15) 0.57254(8) 0.5948(2) 0.0859(7) Uani 1 1 d . U . . .
C13 C 0.74488(12) 0.59490(9) -0.0028(2) 0.0306(5) Uani 1 1 d . . . . .
H13 H 0.6893 0.6071 -0.0164 0.037 Uiso 1 1 calc R U . . .
C20 C 0.52330(11) 0.23470(9) 0.1439(2) 0.0287(5) Uani 1 1 d . . . . .
H20A H 0.5815 0.2314 0.1850 0.043 Uiso 1 1 calc R U . . .
H20B H 0.5133 0.2148 0.0439 0.043 Uiso 1 1 calc R U . . .
H20C H 0.4892 0.2186 0.2191 0.043 Uiso 1 1 calc R U . . .
C35 C 0.14188(11) 0.82833(8) 0.3879(2) 0.0267(4) Uani 1 1 d . . . . .
H35A H 0.0907 0.8440 0.4212 0.032 Uiso 1 1 calc R U . . .
H35B H 0.1463 0.8416 0.2799 0.032 Uiso 1 1 calc R U . . .
C37 C 0.29320(11) 0.81416(9) 0.4937(2) 0.0299(5) Uani 1 1 d . . . . .
H37A H 0.3406 0.8304 0.5603 0.036 Uiso 1 1 calc R U . . .
H37B H 0.3076 0.8116 0.3849 0.036 Uiso 1 1 calc R U . . .
C36 C 0.21649(11) 0.85131(9) 0.4982(2) 0.0307(5) Uani 1 1 d . . . . .
H36A H 0.2292 0.8894 0.4652 0.037 Uiso 1 1 calc R U . . .
H36B H 0.2020 0.8531 0.6070 0.037 Uiso 1 1 calc R U . . .
C38 C 0.27420(11) 0.75568(9) 0.5544(2) 0.0292(5) Uani 1 1 d . . . . .
H38A H 0.3218 0.7311 0.5449 0.035 Uiso 1 1 calc R U . . .
H38B H 0.2664 0.7581 0.6669 0.035 Uiso 1 1 calc R U . . .
C29 C -0.23240(11) 0.76604(9) 0.0887(2) 0.0329(5) Uani 1 1 d . . . . .
H29 H -0.2408 0.7332 0.1455 0.039 Uiso 1 1 calc R U . . .
C4 C 0.34543(11) 0.48273(9) 0.3616(2) 0.0298(5) Uani 1 1 d . . . . .
H4A H 0.3515 0.4817 0.4777 0.036 Uiso 1 1 calc R U . . .
H4B H 0.3003 0.4571 0.3228 0.036 Uiso 1 1 calc R U . . .
C17 C 0.84882(12) 0.52747(9) 0.0964(2) 0.0339(5) Uani 1 1 d . . . . .
H17 H 0.8639 0.4937 0.1489 0.041 Uiso 1 1 calc R U . . .
C6 C 0.39556(12) 0.58141(9) 0.3453(2) 0.0349(5) Uani 1 1 d . . . . .
H6A H 0.4121 0.5809 0.4600 0.042 Uiso 1 1 calc R U . . .
H6B H 0.3788 0.6197 0.3151 0.042 Uiso 1 1 calc R U . . .
C22 C 0.10166(14) 0.55460(10) 0.4670(3) 0.0415(5) Uani 1 1 d . U . . .
C32 C -0.20945(13) 0.86353(10) -0.0804(2) 0.0361(5) Uani 1 1 d . . . . .
H32 H -0.2017 0.8965 -0.1374 0.043 Uiso 1 1 calc R U . . .
C14 C 0.80578(13) 0.62735(10) -0.0637(2) 0.0379(5) Uani 1 1 d . . . . .
H14 H 0.7910 0.6609 -0.1176 0.046 Uiso 1 1 calc R U . . .
C30 C -0.30016(12) 0.79247(10) 0.0028(3) 0.0413(6) Uani 1 1 d . . . . .
H30 H -0.3538 0.7774 0.0029 0.050 Uiso 1 1 calc R U . . .
C5 C 0.32234(12) 0.54235(10) 0.3056(3) 0.0395(5) Uani 1 1 d . . . . .
H5A H 0.3061 0.5423 0.1909 0.047 Uiso 1 1 calc R U . . .
H5B H 0.2749 0.5556 0.3573 0.047 Uiso 1 1 calc R U . . .
C16 C 0.91007(13) 0.56033(10) 0.0369(3) 0.0419(6) Uani 1 1 d . . . . .
H16 H 0.9659 0.5489 0.0520 0.050 Uiso 1 1 calc R U . . .
C31 C -0.28895(13) 0.84072(10) -0.0825(2) 0.0409(6) Uani 1 1 d . . . . .
H31 H -0.3346 0.8580 -0.1415 0.049 Uiso 1 1 calc R U . . .
C15 C 0.88862(13) 0.60968(10) -0.0441(2) 0.0425(6) Uani 1 1 d . . . . .
H15 H 0.9297 0.6312 -0.0855 0.051 Uiso 1 1 calc R U . . .
C21 C 0.10194(16) 0.49398(11) 0.4182(3) 0.0600(7) Uani 1 1 d . U . . .
H21A H 0.0506 0.4854 0.3521 0.090 Uiso 1 1 calc R U . . .
H21B H 0.1066 0.4705 0.5119 0.090 Uiso 1 1 calc R U . . .
H21C H 0.1488 0.4871 0.3592 0.090 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 C1 1.415(2) . ?
O1 C19 1.360(2) . ?
O3 C23 1.411(2) . ?
O3 C22 1.340(2) . ?
O2 C19 1.197(2) . ?
C34 C39 1.402(2) . ?
C34 C25 1.409(2) . ?
C34 C35 1.506(3) . ?
C3 C8 1.402(2) . ?
C3 C2 1.393(3) . ?
C3 C4 1.510(2) . ?
C18 H18 0.9300 . ?
C18 C9 1.394(3) . ?
C18 C1 1.373(2) . ?
C9 C8 1.416(2) . ?
C9 C10 1.477(2) . ?
C28 C27 1.465(2) . ?
C28 C33 1.391(3) . ?
C28 C29 1.390(2) . ?
C39 C40 1.392(3) . ?
C39 C38 1.510(2) . ?
C8 C7 1.514(3) . ?
C25 C26 1.469(2) . ?
C25 C24 1.391(3) . ?
C1 C2 1.374(2) . ?
C19 C20 1.491(3) . ?
C23 C40 1.376(3) . ?
C23 C24 1.373(2) . ?
C12 C11 1.469(2) . ?
C12 C13 1.390(3) . ?
C12 C17 1.395(3) . ?
C26 H26 0.9300 . ?
C26 C27 1.329(2) . ?
C10 H10 0.9300 . ?
C10 C11 1.332(2) . ?
C2 H2 0.9300 . ?
C40 H40 0.9300 . ?
C27 H27 0.9300 . ?
C11 H11 0.9300 . ?
C24 H24 0.9300 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C6 1.520(2) . ?
C33 H33 0.9300 . ?
C33 C32 1.381(3) . ?
O4 C22 1.193(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.385(3) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C35 C36 1.526(3) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C37 C36 1.515(3) . ?
C37 C38 1.516(3) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C29 H29 0.9300 . ?
C29 C30 1.382(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.518(3) . ?
C17 H17 0.9300 . ?
C17 C16 1.389(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C5 1.500(3) . ?
C22 C21 1.490(3) . ?
C32 H32 0.9300 . ?
C32 C31 1.382(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.383(3) . ?
C30 H30 0.9300 . ?
C30 C31 1.370(3) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C16 H16 0.9300 . ?
C16 C15 1.374(3) . ?
C31 H31 0.9300 . ?
C15 H15 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 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
C19 O1 C1 117.31(13) . . ?
C22 O3 C23 118.93(15) . . ?
C39 C34 C25 118.59(18) . . ?
C39 C34 C35 121.60(16) . . ?
C25 C34 C35 119.80(16) . . ?
C8 C3 C4 121.58(18) . . ?
C2 C3 C8 119.98(16) . . ?
C2 C3 C4 118.44(16) . . ?
C9 C18 H18 120.1 . . ?
C1 C18 H18 120.1 . . ?
C1 C18 C9 119.86(16) . . ?
C18 C9 C8 119.63(16) . . ?
C18 C9 C10 119.77(16) . . ?
C8 C9 C10 120.58(18) . . ?
C33 C28 C27 123.27(17) . . ?
C29 C28 C27 118.46(18) . . ?
C29 C28 C33 118.27(17) . . ?
C34 C39 C38 120.30(18) . . ?
C40 C39 C34 120.48(16) . . ?
C40 C39 C38 119.20(16) . . ?
C3 C8 C9 119.07(17) . . ?
C3 C8 C7 121.05(16) . . ?
C9 C8 C7 119.88(16) . . ?
C34 C25 C26 120.80(18) . . ?
C24 C25 C34 120.00(17) . . ?
C24 C25 C26 119.19(16) . . ?
C18 C1 O1 119.18(15) . . ?
C18 C1 C2 121.54(18) . . ?
C2 C1 O1 119.22(16) . . ?
O1 C19 C20 110.44(15) . . ?
O2 C19 O1 122.77(18) . . ?
O2 C19 C20 126.78(17) . . ?
C40 C23 O3 120.91(17) . . ?
C24 C23 O3 117.44(16) . . ?
C24 C23 C40 121.20(19) . . ?
C13 C12 C11 123.04(17) . . ?
C13 C12 C17 117.88(17) . . ?
C17 C12 C11 119.08(18) . . ?
C25 C26 H26 118.2 . . ?
C27 C26 C25 123.68(19) . . ?
C27 C26 H26 118.2 . . ?
C9 C10 H10 117.6 . . ?
C11 C10 C9 124.75(18) . . ?
C11 C10 H10 117.6 . . ?
C3 C2 H2 120.0 . . ?
C1 C2 C3 119.91(17) . . ?
C1 C2 H2 120.0 . . ?
C39 C40 H40 120.2 . . ?
C23 C40 C39 119.65(17) . . ?
C23 C40 H40 120.2 . . ?
C28 C27 H27 116.0 . . ?
C26 C27 C28 127.95(19) . . ?
C26 C27 H27 116.0 . . ?
C12 C11 H11 116.6 . . ?
C10 C11 C12 126.78(19) . . ?
C10 C11 H11 116.6 . . ?
C25 C24 H24 120.0 . . ?
C23 C24 C25 120.07(17) . . ?
C23 C24 H24 120.0 . . ?
C8 C7 H7A 108.7 . . ?
C8 C7 H7B 108.7 . . ?
C8 C7 C6 114.23(16) . . ?
H7A C7 H7B 107.6 . . ?
C6 C7 H7A 108.7 . . ?
C6 C7 H7B 108.7 . . ?
C28 C33 H33 119.7 . . ?
C32 C33 C28 120.68(18) . . ?
C32 C33 H33 119.7 . . ?
C12 C13 H13 119.3 . . ?
C14 C13 C12 121.44(19) . . ?
C14 C13 H13 119.3 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C34 C35 H35A 108.5 . . ?
C34 C35 H35B 108.5 . . ?
C34 C35 C36 115.00(16) . . ?
H35A C35 H35B 107.5 . . ?
C36 C35 H35A 108.5 . . ?
C36 C35 H35B 108.5 . . ?
H37A C37 H37B 108.3 . . ?
C36 C37 H37A 109.9 . . ?
C36 C37 H37B 109.9 . . ?
C36 C37 C38 108.96(15) . . ?
C38 C37 H37A 109.9 . . ?
C38 C37 H37B 109.9 . . ?
C35 C36 H36A 109.4 . . ?
C35 C36 H36B 109.4 . . ?
C37 C36 C35 111.09(17) . . ?
C37 C36 H36A 109.4 . . ?
C37 C36 H36B 109.4 . . ?
H36A C36 H36B 108.0 . . ?
C39 C38 C37 112.44(15) . . ?
C39 C38 H38A 109.1 . . ?
C39 C38 H38B 109.1 . . ?
C37 C38 H38A 109.1 . . ?
C37 C38 H38B 109.1 . . ?
H38A C38 H38B 107.8 . . ?
C28 C29 H29 119.7 . . ?
C30 C29 C28 120.7(2) . . ?
C30 C29 H29 119.7 . . ?
C3 C4 H4A 109.2 . . ?
C3 C4 H4B 109.2 . . ?
C3 C4 C5 112.03(16) . . ?
H4A C4 H4B 107.9 . . ?
C5 C4 H4A 109.2 . . ?
C5 C4 H4B 109.2 . . ?
C12 C17 H17 119.7 . . ?
C16 C17 C12 120.7(2) . . ?
C16 C17 H17 119.7 . . ?
C7 C6 H6A 109.3 . . ?
C7 C6 H6B 109.3 . . ?
H6A C6 H6B 108.0 . . ?
C5 C6 C7 111.52(17) . . ?
C5 C6 H6A 109.3 . . ?
C5 C6 H6B 109.3 . . ?
O3 C22 C21 111.0(2) . . ?
O4 C22 O3 122.4(2) . . ?
O4 C22 C21 126.5(2) . . ?
C33 C32 H32 119.9 . . ?
C33 C32 C31 120.3(2) . . ?
C31 C32 H32 119.9 . . ?
C13 C14 H14 120.1 . . ?
C15 C14 C13 119.8(2) . . ?
C15 C14 H14 120.1 . . ?
C29 C30 H30 119.8 . . ?
C31 C30 C29 120.5(2) . . ?
C31 C30 H30 119.8 . . ?
C4 C5 H5A 109.6 . . ?
C4 C5 H5B 109.6 . . ?
C6 C5 C4 110.22(17) . . ?
C6 C5 H5A 109.6 . . ?
C6 C5 H5B 109.6 . . ?
H5A C5 H5B 108.1 . . ?
C17 C16 H16 119.8 . . ?
C15 C16 C17 120.4(2) . . ?
C15 C16 H16 119.8 . . ?
C32 C31 H31 120.2 . . ?
C30 C31 C32 119.62(19) . . ?
C30 C31 H31 120.2 . . ?
C14 C15 H15 120.1 . . ?
C16 C15 C14 119.82(19) . . ?
C16 C15 H15 120.1 . . ?
C22 C21 H21A 109.5 . . ?
C22 C21 H21B 109.5 . . ?
C22 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 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 C2 C3 176.26(14) . . . . ?
O3 C23 C40 C39 172.28(14) . . . . ?
O3 C23 C24 C25 -172.60(15) . . . . ?
C34 C39 C40 C23 0.2(2) . . . . ?
C34 C39 C38 C37 -24.3(2) . . . . ?
C34 C25 C26 C27 -149.91(17) . . . . ?
C34 C25 C24 C23 -0.1(2) . . . . ?
C34 C35 C36 C37 38.0(2) . . . . ?
C3 C8 C7 C6 9.0(2) . . . . ?
C3 C4 C5 C6 -51.4(2) . . . . ?
C18 C9 C8 C3 -0.8(2) . . . . ?
C18 C9 C8 C7 179.44(15) . . . . ?
C18 C9 C10 C11 -30.7(3) . . . . ?
C18 C1 C2 C3 -0.9(2) . . . . ?
C9 C18 C1 O1 -176.28(14) . . . . ?
C9 C18 C1 C2 0.9(2) . . . . ?
C9 C8 C7 C6 -171.17(15) . . . . ?
C9 C10 C11 C12 175.64(16) . . . . ?
C28 C33 C32 C31 0.3(3) . . . . ?
C28 C29 C30 C31 0.5(3) . . . . ?
C39 C34 C25 C26 -178.34(14) . . . . ?
C39 C34 C25 C24 0.4(2) . . . . ?
C39 C34 C35 C36 -6.7(2) . . . . ?
C8 C3 C2 C1 0.1(2) . . . . ?
C8 C3 C4 C5 20.2(2) . . . . ?
C8 C9 C10 C11 150.74(17) . . . . ?
C8 C7 C6 C5 -40.6(2) . . . . ?
C25 C34 C39 C40 -0.4(2) . . . . ?
C25 C34 C39 C38 178.07(14) . . . . ?
C25 C34 C35 C36 174.91(14) . . . . ?
C25 C26 C27 C28 -177.50(16) . . . . ?
C1 O1 C19 O2 0.7(2) . . . . ?
C1 O1 C19 C20 -179.01(14) . . . . ?
C1 C18 C9 C8 0.0(2) . . . . ?
C1 C18 C9 C10 -178.56(15) . . . . ?
C19 O1 C1 C18 -93.45(18) . . . . ?
C19 O1 C1 C2 89.34(18) . . . . ?
C23 O3 C22 O4 4.9(3) . . . . ?
C23 O3 C22 C21 -177.54(17) . . . . ?
C12 C13 C14 C15 -0.1(3) . . . . ?
C12 C17 C16 C15 -1.4(3) . . . . ?
C26 C25 C24 C23 178.67(15) . . . . ?
C10 C9 C8 C3 177.76(15) . . . . ?
C10 C9 C8 C7 -2.0(2) . . . . ?
C2 C3 C8 C9 0.8(2) . . . . ?
C2 C3 C8 C7 -179.47(15) . . . . ?
C2 C3 C4 C5 -159.24(16) . . . . ?
C40 C39 C38 C37 154.25(16) . . . . ?
C40 C23 C24 C25 -0.2(2) . . . . ?
C27 C28 C33 C32 178.84(17) . . . . ?
C27 C28 C29 C30 -179.25(17) . . . . ?
C11 C12 C13 C14 179.99(17) . . . . ?
C11 C12 C17 C16 -179.25(17) . . . . ?
C24 C25 C26 C27 31.4(2) . . . . ?
C24 C23 C40 C39 0.1(2) . . . . ?
C7 C6 C5 C4 62.6(2) . . . . ?
C33 C28 C27 C26 4.8(3) . . . . ?
C33 C28 C29 C30 0.5(3) . . . . ?
C33 C32 C31 C30 0.6(3) . . . . ?
C13 C12 C11 C10 0.0(3) . . . . ?
C13 C12 C17 C16 0.8(3) . . . . ?
C13 C14 C15 C16 -0.5(3) . . . . ?
C35 C34 C39 C40 -178.89(15) . . . . ?
C35 C34 C39 C38 -0.4(2) . . . . ?
C35 C34 C25 C26 0.1(2) . . . . ?
C35 C34 C25 C24 178.87(15) . . . . ?
C36 C37 C38 C39 55.0(2) . . . . ?
C38 C39 C40 C23 -178.34(14) . . . . ?
C38 C37 C36 C35 -62.29(19) . . . . ?
C29 C28 C27 C26 -175.51(18) . . . . ?
C29 C28 C33 C32 -0.9(3) . . . . ?
C29 C30 C31 C32 -1.0(3) . . . . ?
C4 C3 C8 C9 -178.72(15) . . . . ?
C4 C3 C8 C7 1.1(2) . . . . ?
C4 C3 C2 C1 179.55(15) . . . . ?
C17 C12 C11 C10 -179.92(18) . . . . ?
C17 C12 C13 C14 -0.1(3) . . . . ?
C17 C16 C15 C14 1.3(3) . . . . ?
C22 O3 C23 C40 72.8(2) . . . . ?
C22 O3 C23 C24 -114.77(19) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 5.046
_oxdiff_exptl_absorpt_empirical_full_min 0.495
