# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 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 
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data_2201033445_0m
_database_code_depnum_ccdc_archive 'CCDC 2226867'
loop_
_audit_author_name
_audit_author_address
'Suosuo Qi'
;zhejiang university of technology
China
;
_audit_update_record             
;
2022-12-16 deposited with the CCDC.	2023-06-19 downloaded from the CCDC.
;
_audit_creation_date             2022-01-06
_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         'C H2 Cl2, C30 H34 F N O4'
_chemical_formula_sum            'C31 H36 Cl2 F N O4'
_chemical_formula_weight         576.51
_chemical_absolute_configuration rmad
_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 0.0137 0.0067 '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 0.3281 0.5435 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0583 0.0400 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 '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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   10.13420(10)
_cell_length_b                   10.9767(2)
_cell_length_c                   27.3919(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3047.08(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9905
_cell_measurement_temperature    213.00
_cell_measurement_theta_max      53.748
_cell_measurement_theta_min      2.808
_shelx_estimated_absorpt_T_max   0.903
_shelx_estimated_absorpt_T_min   0.866
_exptl_absorpt_coefficient_mu    1.486
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.5934
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1097 before and 0.0614 after correction.
The Ratio of minimum to maximum transmission is 0.7904.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.257
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1216
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0460
_diffrn_reflns_av_unetI/netI     0.0356
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            32680
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         54.997
_diffrn_reflns_theta_min         3.774
_diffrn_ambient_temperature      213.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_source_current           2.86
_diffrn_source_power             0.1995708
_diffrn_source_voltage           69.78
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.762
_reflns_Friedel_fraction_full    0.992
_reflns_Friedel_fraction_max     0.992
_reflns_number_gt                4731
_reflns_number_total             5782
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.123
_refine_diff_density_min         -0.939
_refine_diff_density_rms         0.067
_refine_ls_abs_structure_details 
;
 Flack x determined using 1729 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.032(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     362
_refine_ls_number_reflns         5782
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0910
_refine_ls_R_factor_gt           0.0754
_refine_ls_restrained_S_all      1.064
_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)+(0.1339P)²+2.3358P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2166
_refine_ls_wR_factor_ref         0.2322
_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. Restrained distances
 H4-H24C
 2.05 with sigma of 0.01
3.a Ternary CH refined with riding coordinates:
 C1(H1)
3.b Secondary CH2 refined with riding coordinates:
 C31(H31A,H31B), C8(H8A,H8B), C10(H10A,H10B)
3.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4A), C5(H5), C12(H12), C13(H13), C14(H14), C15(H15), C16(H16),
 C18(H18), C22(H22)
3.d 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)
;
_atom_sites_solution_hydrogens   mixed
_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
Cl1 Cl 1.1140(5) 0.5046(4) 0.6141(2) 0.1805(19) Uani 1 1 d . . . . .
Cl2 Cl 1.3705(7) 0.4235(5) 0.6082(4) 0.294(5) Uani 1 1 d . . . . .
C31 C 1.2686(14) 0.5237(13) 0.5913(6) 0.138(5) Uani 1 1 d . . . . .
H31A H 1.263855 0.523043 0.555546 0.166 Uiso 1 1 calc R U . . .
H31B H 1.301484 0.603855 0.601295 0.166 Uiso 1 1 calc R U . . .
F1 F 0.6780(5) 0.6013(7) 0.20021(14) 0.108(2) Uani 1 1 d . . . . .
O1 O 0.6287(4) 0.4759(4) 0.43567(12) 0.0444(9) Uani 1 1 d . . . . .
O2 O 0.7619(4) 0.6696(4) 0.40861(15) 0.0522(10) Uani 1 1 d . . . . .
O3 O 0.5929(4) 0.6349(4) 0.29325(12) 0.0461(9) Uani 1 1 d . . . . .
O4 O 0.0073(4) 0.6187(4) 0.35766(16) 0.0500(11) Uani 1 1 d . . . . .
H4 H -0.022(12) 0.637(5) 0.383(4) 0.13(4) Uiso 1 1 d D . . . .
N1 N 0.6277(4) 0.5152(4) 0.38702(14) 0.0365(9) Uani 1 1 d . . . . .
C1 C 0.5344(4) 0.4448(4) 0.35723(19) 0.0353(11) Uani 1 1 d . . . . .
H1 H 0.526011 0.364122 0.373068 0.042 Uiso 1 1 calc R U . . .
C2 C 0.5881(5) 0.4216(6) 0.3065(2) 0.0441(13) Uani 1 1 d . . . . .
C3 C 0.6051(6) 0.3033(7) 0.2885(3) 0.070(2) Uani 1 1 d . . . . .
H3 H 0.589503 0.234740 0.308237 0.084 Uiso 1 1 calc R U . . .
C4 C 0.6471(7) 0.2905(10) 0.2389(4) 0.091(4) Uani 1 1 d . . . . .
H4A H 0.658763 0.211898 0.225997 0.109 Uiso 1 1 calc R U . . .
C5 C 0.6707(8) 0.3893(13) 0.2095(3) 0.099(4) Uani 1 1 d . . . . .
H5 H 0.697662 0.379287 0.176922 0.118 Uiso 1 1 calc R U . . .
C6 C 0.6543(6) 0.5003(10) 0.2287(2) 0.076(2) Uani 1 1 d . . . . .
C7 C 0.6142(5) 0.5199(6) 0.27617(18) 0.0448(13) Uani 1 1 d . . . . .
C8 C 0.6871(6) 0.6751(5) 0.32743(19) 0.0434(12) Uani 1 1 d . . . . .
H8A H 0.673986 0.762924 0.331736 0.052 Uiso 1 1 calc R U . . .
H8B H 0.774263 0.664381 0.312562 0.052 Uiso 1 1 calc R U . . .
C9 C 0.6925(5) 0.6186(5) 0.37796(17) 0.0352(11) Uani 1 1 d . . . . .
C10 C 0.7418(6) 0.3961(7) 0.4436(2) 0.0550(16) Uani 1 1 d . . . . .
H10A H 0.824322 0.441464 0.439303 0.066 Uiso 1 1 calc R U . . .
H10B H 0.740511 0.328444 0.420243 0.066 Uiso 1 1 calc R U . . .
C11 C 0.7313(6) 0.3493(5) 0.4945(2) 0.0455(13) Uani 1 1 d . . . . .
C12 C 0.6384(12) 0.2645(11) 0.5069(3) 0.101(4) Uani 1 1 d . . . . .
H12 H 0.581336 0.233071 0.482979 0.121 Uiso 1 1 calc R U . . .
C13 C 0.6286(12) 0.2247(10) 0.5553(4) 0.105(3) Uani 1 1 d . . . . .
H13 H 0.561483 0.169720 0.564092 0.126 Uiso 1 1 calc R U . . .
C14 C 0.7145(10) 0.2643(9) 0.5896(3) 0.086(3) Uani 1 1 d . . . . .
H14 H 0.709963 0.233876 0.621592 0.103 Uiso 1 1 calc R U . . .
C15 C 0.8060(9) 0.3471(10) 0.5777(2) 0.084(3) Uani 1 1 d . . . . .
H15 H 0.864840 0.375312 0.601691 0.101 Uiso 1 1 calc R U . . .
C16 C 0.8155(7) 0.3925(7) 0.5296(2) 0.0590(16) Uani 1 1 d . . . . .
H16 H 0.878925 0.451790 0.521755 0.071 Uiso 1 1 calc R U . . .
C17 C 0.3956(4) 0.5003(4) 0.35645(16) 0.0307(10) Uani 1 1 d . . . . .
C18 C 0.3064(4) 0.4638(4) 0.32107(16) 0.0294(9) Uani 1 1 d . . . . .
H18 H 0.334347 0.410347 0.296323 0.035 Uiso 1 1 calc R U . . .
C19 C 0.1762(4) 0.5043(4) 0.32126(16) 0.0300(10) Uani 1 1 d . . . . .
C20 C 0.1379(5) 0.5833(5) 0.35824(18) 0.0346(10) Uani 1 1 d . . . . .
C21 C 0.2258(5) 0.6235(5) 0.39471(18) 0.0375(11) Uani 1 1 d . . . . .
C22 C 0.3540(5) 0.5799(5) 0.39296(18) 0.0370(11) Uani 1 1 d . . . . .
H22 H 0.414478 0.604734 0.417012 0.044 Uiso 1 1 calc R U . . .
C23 C 0.1829(6) 0.7080(6) 0.4370(2) 0.0507(15) Uani 1 1 d . . . . .
C24 C 0.1210(8) 0.8271(7) 0.4178(3) 0.073(2) Uani 1 1 d . . . . .
H24A H 0.181473 0.865843 0.395116 0.110 Uiso 1 1 calc R U . . .
H24B H 0.103813 0.881630 0.444900 0.110 Uiso 1 1 calc R U . . .
H24C H 0.038846 0.808768 0.401153 0.110 Uiso 1 1 calc DR U . . .
C25 C 0.0850(7) 0.6402(9) 0.4706(2) 0.077(2) Uani 1 1 d . . . . .
H25A H -0.001391 0.638450 0.455295 0.115 Uiso 1 1 calc R U . . .
H25B H 0.079150 0.682062 0.501670 0.115 Uiso 1 1 calc R U . . .
H25C H 0.115585 0.557509 0.475765 0.115 Uiso 1 1 calc R U . . .
C26 C 0.3012(7) 0.7448(8) 0.4683(3) 0.071(2) Uani 1 1 d . . . . .
H26A H 0.271118 0.793191 0.495818 0.106 Uiso 1 1 calc R U . . .
H26B H 0.362233 0.792411 0.448833 0.106 Uiso 1 1 calc R U . . .
H26C H 0.345326 0.672271 0.480252 0.106 Uiso 1 1 calc R U . . .
C27 C 0.0788(5) 0.4608(4) 0.28193(16) 0.0312(10) Uani 1 1 d . . . . .
C28 C -0.0345(5) 0.3892(5) 0.3049(2) 0.0460(13) Uani 1 1 d . . . . .
H28A H -0.095855 0.364092 0.279664 0.069 Uiso 1 1 calc R U . . .
H28B H -0.079976 0.440201 0.328442 0.069 Uiso 1 1 calc R U . . .
H28C H 0.000302 0.317677 0.321287 0.069 Uiso 1 1 calc R U . . .
C29 C 0.0242(6) 0.5702(5) 0.2529(2) 0.0451(13) Uani 1 1 d . . . . .
H29A H 0.096346 0.612031 0.236740 0.068 Uiso 1 1 calc R U . . .
H29B H -0.019844 0.625930 0.275017 0.068 Uiso 1 1 calc R U . . .
H29C H -0.038205 0.541440 0.228632 0.068 Uiso 1 1 calc R U . . .
C30 C 0.1454(5) 0.3775(5) 0.24405(19) 0.0433(12) Uani 1 1 d . . . . .
H30A H 0.214384 0.422299 0.227337 0.065 Uiso 1 1 calc R U . . .
H30B H 0.080246 0.350206 0.220512 0.065 Uiso 1 1 calc R U . . .
H30C H 0.183421 0.307467 0.260432 0.065 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
Cl1 C31 1.700(15) . ?
Cl2 C31 1.578(14) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
F1 C6 1.376(11) . ?
O1 N1 1.401(5) . ?
O1 C10 1.459(7) . ?
O2 C9 1.230(6) . ?
O3 C7 1.363(7) . ?
O3 C8 1.408(7) . ?
O4 H4 0.78(11) . ?
O4 C20 1.380(6) . ?
N1 C1 1.469(6) . ?
N1 C9 1.334(7) . ?
C1 H1 0.9900 . ?
C1 C2 1.513(8) . ?
C1 C17 1.533(6) . ?
C2 C3 1.400(9) . ?
C2 C7 1.387(9) . ?
C3 H3 0.9400 . ?
C3 C4 1.431(13) . ?
C4 H4A 0.9400 . ?
C4 C5 1.371(15) . ?
C5 H5 0.9400 . ?
C5 C6 1.337(14) . ?
C6 C7 1.380(8) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 C9 1.518(7) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 C11 1.492(8) . ?
C11 C12 1.365(11) . ?
C11 C16 1.370(9) . ?
C12 H12 0.9400 . ?
C12 C13 1.400(13) . ?
C13 H13 0.9400 . ?
C13 C14 1.352(14) . ?
C14 H14 0.9400 . ?
C14 C15 1.339(14) . ?
C15 H15 0.9400 . ?
C15 C16 1.411(10) . ?
C16 H16 0.9400 . ?
C17 C18 1.385(6) . ?
C17 C22 1.394(7) . ?
C18 H18 0.9400 . ?
C18 C19 1.392(7) . ?
C19 C20 1.389(7) . ?
C19 C27 1.537(6) . ?
C20 C21 1.409(7) . ?
C21 C22 1.385(7) . ?
C21 C23 1.548(7) . ?
C22 H22 0.9400 . ?
C23 C24 1.543(11) . ?
C23 C25 1.543(10) . ?
C23 C26 1.529(8) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 H24C 0.9700 . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 H25C 0.9700 . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 H26C 0.9700 . ?
C27 C28 1.527(7) . ?
C27 C29 1.543(7) . ?
C27 C30 1.539(7) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 H28C 0.9700 . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 H29C 0.9700 . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C30 H30C 0.9700 . ?

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
Cl1 C31 H31A 108.7 . . ?
Cl1 C31 H31B 108.7 . . ?
Cl2 C31 Cl1 114.1(9) . . ?
Cl2 C31 H31A 108.7 . . ?
Cl2 C31 H31B 108.7 . . ?
H31A C31 H31B 107.6 . . ?
N1 O1 C10 109.3(4) . . ?
C7 O3 C8 114.3(4) . . ?
C20 O4 H4 115(9) . . ?
O1 N1 C1 111.8(4) . . ?
C9 N1 O1 115.8(4) . . ?
C9 N1 C1 131.4(4) . . ?
N1 C1 H1 106.4 . . ?
N1 C1 C2 111.5(4) . . ?
N1 C1 C17 112.9(4) . . ?
C2 C1 H1 106.4 . . ?
C2 C1 C17 112.6(4) . . ?
C17 C1 H1 106.4 . . ?
C3 C2 C1 121.6(6) . . ?
C7 C2 C1 119.2(5) . . ?
C7 C2 C3 119.1(6) . . ?
C2 C3 H3 121.2 . . ?
C2 C3 C4 117.5(8) . . ?
C4 C3 H3 121.2 . . ?
C3 C4 H4A 118.9 . . ?
C5 C4 C3 122.1(7) . . ?
C5 C4 H4A 118.9 . . ?
C4 C5 H5 121.0 . . ?
C6 C5 C4 118.0(8) . . ?
C6 C5 H5 121.0 . . ?
F1 C6 C7 117.4(8) . . ?
C5 C6 F1 119.4(8) . . ?
C5 C6 C7 123.2(10) . . ?
O3 C7 C2 119.0(5) . . ?
O3 C7 C6 120.9(6) . . ?
C6 C7 C2 120.0(7) . . ?
O3 C8 H8A 107.3 . . ?
O3 C8 H8B 107.3 . . ?
O3 C8 C9 120.2(5) . . ?
H8A C8 H8B 106.9 . . ?
C9 C8 H8A 107.3 . . ?
C9 C8 H8B 107.3 . . ?
O2 C9 N1 122.8(5) . . ?
O2 C9 C8 117.2(5) . . ?
N1 C9 C8 120.0(4) . . ?
O1 C10 H10A 110.4 . . ?
O1 C10 H10B 110.4 . . ?
O1 C10 C11 106.8(5) . . ?
H10A C10 H10B 108.6 . . ?
C11 C10 H10A 110.4 . . ?
C11 C10 H10B 110.4 . . ?
C12 C11 C10 121.1(6) . . ?
C12 C11 C16 119.4(6) . . ?
C16 C11 C10 119.5(6) . . ?
C11 C12 H12 120.1 . . ?
C11 C12 C13 119.8(8) . . ?
C13 C12 H12 120.1 . . ?
C12 C13 H13 119.7 . . ?
C14 C13 C12 120.7(9) . . ?
C14 C13 H13 119.7 . . ?
C13 C14 H14 120.1 . . ?
C15 C14 C13 119.8(7) . . ?
C15 C14 H14 120.1 . . ?
C14 C15 H15 119.6 . . ?
C14 C15 C16 120.9(8) . . ?
C16 C15 H15 119.6 . . ?
C11 C16 C15 119.3(7) . . ?
C11 C16 H16 120.3 . . ?
C15 C16 H16 120.3 . . ?
C18 C17 C1 119.6(4) . . ?
C18 C17 C22 119.1(4) . . ?
C22 C17 C1 121.1(4) . . ?
C17 C18 H18 119.2 . . ?
C17 C18 C19 121.6(4) . . ?
C19 C18 H18 119.2 . . ?
C18 C19 C27 120.5(4) . . ?
C20 C19 C18 117.8(4) . . ?
C20 C19 C27 121.7(4) . . ?
O4 C20 C19 115.8(4) . . ?
O4 C20 C21 121.8(4) . . ?
C19 C20 C21 122.4(4) . . ?
C20 C21 C23 122.8(5) . . ?
C22 C21 C20 117.4(4) . . ?
C22 C21 C23 119.8(4) . . ?
C17 C22 H22 119.2 . . ?
C21 C22 C17 121.7(4) . . ?
C21 C22 H22 119.2 . . ?
C24 C23 C21 111.5(5) . . ?
C24 C23 C25 110.5(6) . . ?
C25 C23 C21 109.7(5) . . ?
C26 C23 C21 111.0(5) . . ?
C26 C23 C24 106.7(6) . . ?
C26 C23 C25 107.3(6) . . ?
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 . . ?
C19 C27 C29 110.5(4) . . ?
C19 C27 C30 112.0(4) . . ?
C28 C27 C19 110.7(4) . . ?
C28 C27 C29 110.1(4) . . ?
C28 C27 C30 107.6(4) . . ?
C30 C27 C29 105.8(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 . . ?

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
F1 C6 C7 O3 3.1(8) . . . . ?
F1 C6 C7 C2 179.6(5) . . . . ?
O1 N1 C1 C2 -142.2(4) . . . . ?
O1 N1 C1 C17 89.8(5) . . . . ?
O1 N1 C9 O2 8.3(7) . . . . ?
O1 N1 C9 C8 -174.4(4) . . . . ?
O1 C10 C11 C12 72.6(10) . . . . ?
O1 C10 C11 C16 -107.0(7) . . . . ?
O3 C8 C9 O2 -168.9(5) . . . . ?
O3 C8 C9 N1 13.7(7) . . . . ?
O4 C20 C21 C22 178.1(5) . . . . ?
O4 C20 C21 C23 1.0(8) . . . . ?
N1 O1 C10 C11 -175.4(5) . . . . ?
N1 C1 C2 C3 121.4(5) . . . . ?
N1 C1 C2 C7 -62.3(6) . . . . ?
N1 C1 C17 C18 163.8(4) . . . . ?
N1 C1 C17 C22 -21.2(6) . . . . ?
C1 N1 C9 O2 175.5(5) . . . . ?
C1 N1 C9 C8 -7.3(8) . . . . ?
C1 C2 C3 C4 175.4(5) . . . . ?
C1 C2 C7 O3 1.2(7) . . . . ?
C1 C2 C7 C6 -175.4(5) . . . . ?
C1 C17 C18 C19 174.8(4) . . . . ?
C1 C17 C22 C21 -175.1(5) . . . . ?
C2 C1 C17 C18 36.4(6) . . . . ?
C2 C1 C17 C22 -148.6(5) . . . . ?
C2 C3 C4 C5 0.2(10) . . . . ?
C3 C2 C7 O3 177.6(5) . . . . ?
C3 C2 C7 C6 1.0(8) . . . . ?
C3 C4 C5 C6 0.4(12) . . . . ?
C4 C5 C6 F1 179.7(7) . . . . ?
C4 C5 C6 C7 -0.4(11) . . . . ?
C5 C6 C7 O3 -176.8(6) . . . . ?
C5 C6 C7 C2 -0.3(10) . . . . ?
C7 O3 C8 C9 -69.3(6) . . . . ?
C7 C2 C3 C4 -0.9(8) . . . . ?
C8 O3 C7 C2 73.6(6) . . . . ?
C8 O3 C7 C6 -109.8(6) . . . . ?
C9 N1 C1 C2 50.2(7) . . . . ?
C9 N1 C1 C17 -77.8(6) . . . . ?
C10 O1 N1 C1 99.8(5) . . . . ?
C10 O1 N1 C9 -90.5(6) . . . . ?
C10 C11 C12 C13 -178.3(10) . . . . ?
C10 C11 C16 C15 -179.4(7) . . . . ?
C11 C12 C13 C14 -3(2) . . . . ?
C12 C11 C16 C15 1.0(12) . . . . ?
C12 C13 C14 C15 3.3(18) . . . . ?
C13 C14 C15 C16 -0.9(15) . . . . ?
C14 C15 C16 C11 -1.3(13) . . . . ?
C16 C11 C12 C13 1.3(16) . . . . ?
C17 C1 C2 C3 -110.4(6) . . . . ?
C17 C1 C2 C7 65.9(6) . . . . ?
C17 C18 C19 C20 0.1(7) . . . . ?
C17 C18 C19 C27 -179.1(4) . . . . ?
C18 C17 C22 C21 0.0(8) . . . . ?
C18 C19 C20 O4 -178.5(4) . . . . ?
C18 C19 C20 C21 0.4(7) . . . . ?
C18 C19 C27 C28 117.3(5) . . . . ?
C18 C19 C27 C29 -120.4(5) . . . . ?
C18 C19 C27 C30 -2.8(6) . . . . ?
C19 C20 C21 C22 -0.7(8) . . . . ?
C19 C20 C21 C23 -177.9(5) . . . . ?
C20 C19 C27 C28 -61.9(6) . . . . ?
C20 C19 C27 C29 60.4(6) . . . . ?
C20 C19 C27 C30 178.0(5) . . . . ?
C20 C21 C22 C17 0.5(8) . . . . ?
C20 C21 C23 C24 -56.5(7) . . . . ?
C20 C21 C23 C25 66.3(7) . . . . ?
C20 C21 C23 C26 -175.2(6) . . . . ?
C22 C17 C18 C19 -0.3(7) . . . . ?
C22 C21 C23 C24 126.5(6) . . . . ?
C22 C21 C23 C25 -110.8(6) . . . . ?
C22 C21 C23 C26 7.7(8) . . . . ?
C23 C21 C22 C17 177.8(5) . . . . ?
C27 C19 C20 O4 0.8(7) . . . . ?
C27 C19 C20 C21 179.7(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
