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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_d8v20318
_database_code_depnum_ccdc_archive 'CCDC 2064278'
loop_
_audit_author_name
_audit_author_address
'Qinghua Wei'
;East China Normal University
China
;
_audit_update_record             
;
2021-02-22 deposited with the CCDC.	2022-01-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H33 F N2 O3'
_chemical_formula_weight         536.62

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'

_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                   20.3167(8)
_cell_length_b                   11.1475(5)
_cell_length_c                   13.7918(6)
_cell_angle_alpha                90
_cell_angle_beta                 109.5640(10)
_cell_angle_gamma                90
_cell_volume                     2943.2(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5044
_cell_measurement_theta_min      4.814
_cell_measurement_theta_max      53.172

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.211
_exptl_crystal_F_000             1136
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.082
_shelx_estimated_absorpt_T_min   0.985
_shelx_estimated_absorpt_T_max   0.991
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6519
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28037
_diffrn_reflns_av_unetI/netI     0.0439
_diffrn_reflns_av_R_equivalents  0.0601
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.410
_diffrn_reflns_theta_max         25.494
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5479
_reflns_number_gt                3286
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0444P)²+0.7401P] 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     SHELXL
_refine_ls_extinction_coef       0.0099(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5479
_refine_ls_number_parameters     367
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0997
_refine_ls_R_factor_gt           0.0516
_refine_ls_wR_factor_ref         0.1329
_refine_ls_wR_factor_gt          0.1077
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.01734(9) 0.92472(17) 0.70829(13) 0.1114(6) Uani 1 1 d . . . . .
O1 O 0.20793(7) 0.75107(12) 0.43097(11) 0.0569(4) Uani 1 1 d . . . . .
O2 O 0.19123(10) 1.04288(15) 0.42179(14) 0.0831(6) Uani 1 1 d . . . . .
O3 O 0.07677(9) 1.16348(16) -0.05785(13) 0.0826(5) Uani 1 1 d . . . . .
N1 N 0.31989(13) 0.23828(19) 0.3823(2) 0.0958(8) Uani 1 1 d . . . . .
N2 N 0.48750(13) 0.9899(3) 0.7360(2) 0.1063(9) Uani 1 1 d . . . . .
C1 C 0.10197(11) 0.8302(2) 0.53057(17) 0.0613(6) Uani 1 1 d . . . . .
H1 H 0.1108 0.7601 0.5005 0.074 Uiso 1 1 calc R U . . .
C2 C 0.06621(12) 0.8244(2) 0.60008(18) 0.0697(7) Uani 1 1 d . . . . .
H2 H 0.0516 0.7514 0.6183 0.084 Uiso 1 1 calc R U . . .
C3 C 0.05328(13) 0.9293(3) 0.64065(18) 0.0726(7) Uani 1 1 d . . . . .
C4 C 0.07369(13) 1.0383(3) 0.61698(18) 0.0735(7) Uani 1 1 d . . . . .
H4 H 0.0631 1.1081 0.6457 0.088 Uiso 1 1 calc R U . . .
C5 C 0.11039(12) 1.0429(2) 0.54955(17) 0.0642(6) Uani 1 1 d . . . . .
H5 H 0.1257 1.1164 0.5335 0.077 Uiso 1 1 calc R U . . .
C6 C 0.12476(11) 0.9390(2) 0.50523(16) 0.0531(5) Uani 1 1 d . . . . .
C7 C 0.16264(12) 0.9500(2) 0.43020(17) 0.0561(6) Uani 1 1 d . . . . .
C8 C 0.16555(11) 0.84079(19) 0.36428(16) 0.0530(5) Uani 1 1 d . . . . .
H8 H 0.1183 0.8095 0.3305 0.064 Uiso 1 1 calc R U . . .
C9 C 0.19989(11) 0.86563(18) 0.28508(16) 0.0515(5) Uani 1 1 d . . . . .
C10 C 0.26124(12) 0.81076(18) 0.31483(17) 0.0552(6) Uani 1 1 d . . . . .
H10 H 0.2923 0.8138 0.2784 0.066 Uiso 1 1 calc R U . . .
C11 C 0.27521(11) 0.74275(19) 0.41413(16) 0.0522(5) Uani 1 1 d . . . . .
C12 C 0.28943(11) 0.60985(19) 0.40529(17) 0.0519(5) Uani 1 1 d . . . . .
C13 C 0.33314(13) 0.5450(2) 0.48640(19) 0.0664(7) Uani 1 1 d . . . . .
H13 H 0.3569 0.5846 0.5475 0.080 Uiso 1 1 calc R U . . .
C14 C 0.34285(14) 0.4227(2) 0.4798(2) 0.0745(7) Uani 1 1 d . . . . .
H14 H 0.3722 0.3820 0.5368 0.089 Uiso 1 1 calc R U . . .
C15 C 0.30962(13) 0.3598(2) 0.3901(2) 0.0687(7) Uani 1 1 d . . . . .
C16 C 0.26533(13) 0.4248(2) 0.3077(2) 0.0689(7) Uani 1 1 d . . . . .
H16 H 0.2421 0.3856 0.2462 0.083 Uiso 1 1 calc R U . . .
C17 C 0.25538(12) 0.5471(2) 0.31604(18) 0.0616(6) Uani 1 1 d . . . . .
H17 H 0.2250 0.5879 0.2601 0.074 Uiso 1 1 calc R U . . .
C18 C 0.35440(19) 0.1694(3) 0.4731(3) 0.1216(12) Uani 1 1 d . . . . .
H18A H 0.4020 0.1955 0.5023 0.182 Uiso 1 1 calc R U . . .
H18B H 0.3533 0.0860 0.4554 0.182 Uiso 1 1 calc R U . . .
H18C H 0.3309 0.1808 0.5223 0.182 Uiso 1 1 calc R U . . .
C19 C 0.28484(18) 0.1761(3) 0.2883(3) 0.1105(11) Uani 1 1 d . . . . .
H19A H 0.2352 0.1845 0.2716 0.166 Uiso 1 1 calc R U . . .
H19B H 0.2971 0.0926 0.2963 0.166 Uiso 1 1 calc R U . . .
H19C H 0.2987 0.2095 0.2338 0.166 Uiso 1 1 calc R U . . .
C20 C 0.33172(11) 0.80410(18) 0.50196(17) 0.0538(6) Uani 1 1 d . . . . .
C21 C 0.31984(12) 0.8454(2) 0.58874(18) 0.0652(6) Uani 1 1 d . . . . .
H21 H 0.2763 0.8332 0.5954 0.078 Uiso 1 1 calc R U . . .
C22 C 0.37084(14) 0.9045(2) 0.6660(2) 0.0768(7) Uani 1 1 d . . . . .
H22 H 0.3610 0.9303 0.7238 0.092 Uiso 1 1 calc R U . . .
C23 C 0.43660(14) 0.9264(2) 0.6596(2) 0.0734(7) Uani 1 1 d . . . . .
C24 C 0.44916(13) 0.8811(2) 0.5734(2) 0.0749(7) Uani 1 1 d . . . . .
H24 H 0.4930 0.8913 0.5670 0.090 Uiso 1 1 calc R U . . .
C25 C 0.39805(13) 0.8214(2) 0.49750(19) 0.0659(6) Uani 1 1 d . . . . .
H25 H 0.4084 0.7917 0.4413 0.079 Uiso 1 1 calc R U . . .
C26 C 0.4695(2) 1.0431(4) 0.8185(3) 0.1649(19) Uani 1 1 d . . . . .
H26A H 0.4322 1.0997 0.7908 0.247 Uiso 1 1 calc R U . . .
H26B H 0.5095 1.0837 0.8644 0.247 Uiso 1 1 calc R U . . .
H26C H 0.4546 0.9817 0.8553 0.247 Uiso 1 1 calc R U . . .
C27 C 0.5472(2) 1.0308(5) 0.7197(3) 0.189(2) Uani 1 1 d . . . . .
H27A H 0.5794 0.9655 0.7277 0.284 Uiso 1 1 calc R U . . .
H27B H 0.5685 1.0924 0.7688 0.284 Uiso 1 1 calc R U . . .
H27C H 0.5352 1.0628 0.6514 0.284 Uiso 1 1 calc R U . . .
C28 C 0.16766(11) 0.94066(18) 0.19405(16) 0.0526(5) Uani 1 1 d . . . . .
C29 C 0.19822(12) 0.9540(2) 0.11865(17) 0.0614(6) Uani 1 1 d . . . . .
H29 H 0.2392 0.9125 0.1253 0.074 Uiso 1 1 calc R U . . .
C30 C 0.16981(13) 1.0269(2) 0.03405(18) 0.0645(6) Uani 1 1 d . . . . .
H30 H 0.1917 1.0348 -0.0150 0.077 Uiso 1 1 calc R U . . .
C31 C 0.10894(12) 1.0878(2) 0.02274(18) 0.0618(6) Uani 1 1 d . . . . .
C32 C 0.07603(13) 1.0737(2) 0.09470(19) 0.0705(7) Uani 1 1 d . . . . .
H32 H 0.0341 1.1131 0.0862 0.085 Uiso 1 1 calc R U . . .
C33 C 0.10523(12) 1.0013(2) 0.17914(19) 0.0656(6) Uani 1 1 d . . . . .
H33 H 0.0826 0.9927 0.2273 0.079 Uiso 1 1 calc R U . . .
C34 C 0.11074(17) 1.1845(3) -0.1305(2) 0.0934(9) Uani 1 1 d . . . . .
H34A H 0.0837 1.2397 -0.1817 0.140 Uiso 1 1 calc R U . . .
H34B H 0.1154 1.1101 -0.1628 0.140 Uiso 1 1 calc R U . . .
H34C H 0.1562 1.2177 -0.0963 0.140 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
F1 C3 1.365(3) . ?
O1 C8 1.434(2) . ?
O1 C11 1.464(2) . ?
O2 C7 1.212(2) . ?
O3 C31 1.374(3) . ?
O3 C34 1.413(3) . ?
N1 C15 1.380(3) . ?
N1 C19 1.432(4) . ?
N1 C18 1.436(4) . ?
N2 C27 1.383(4) . ?
N2 C23 1.397(3) . ?
N2 C26 1.435(4) . ?
C1 C6 1.384(3) . ?
C1 C2 1.385(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.360(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.359(4) . ?
C4 C5 1.374(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.385(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.487(3) . ?
C7 C8 1.532(3) . ?
C8 C9 1.506(3) . ?
C8 H8 0.9800 . ?
C9 C10 1.324(3) . ?
C9 C28 1.468(3) . ?
C10 C11 1.507(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.522(3) . ?
C11 C20 1.524(3) . ?
C12 C13 1.377(3) . ?
C12 C17 1.383(3) . ?
C13 C14 1.385(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.386(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.393(3) . ?
C16 C17 1.389(3) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 C21 1.377(3) . ?
C20 C25 1.383(3) . ?
C21 C22 1.380(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.390(3) . ?
C22 H22 0.9300 . ?
C23 C24 1.391(3) . ?
C24 C25 1.374(3) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
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 C29 1.386(3) . ?
C28 C33 1.390(3) . ?
C29 C30 1.380(3) . ?
C29 H29 0.9300 . ?
C30 C31 1.373(3) . ?
C30 H30 0.9300 . ?
C31 C32 1.379(3) . ?
C32 C33 1.378(3) . ?
C32 H32 0.9300 . ?
C33 H33 0.9300 . ?
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
C8 O1 C11 109.52(14) . . ?
C31 O3 C34 117.52(19) . . ?
C15 N1 C19 120.2(3) . . ?
C15 N1 C18 119.9(3) . . ?
C19 N1 C18 118.7(2) . . ?
C27 N2 C23 120.8(3) . . ?
C27 N2 C26 117.6(3) . . ?
C23 N2 C26 119.1(3) . . ?
C6 C1 C2 120.9(2) . . ?
C6 C1 H1 119.6 . . ?
C2 C1 H1 119.6 . . ?
C3 C2 C1 117.6(2) . . ?
C3 C2 H2 121.2 . . ?
C1 C2 H2 121.2 . . ?
C4 C3 C2 123.6(2) . . ?
C4 C3 F1 118.3(2) . . ?
C2 C3 F1 118.0(3) . . ?
C3 C4 C5 118.3(2) . . ?
C3 C4 H4 120.8 . . ?
C5 C4 H4 120.8 . . ?
C4 C5 C6 120.7(2) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C1 C6 C5 118.9(2) . . ?
C1 C6 C7 122.84(19) . . ?
C5 C6 C7 118.3(2) . . ?
O2 C7 C6 120.9(2) . . ?
O2 C7 C8 120.47(19) . . ?
C6 C7 C8 118.67(19) . . ?
O1 C8 C9 105.61(16) . . ?
O1 C8 C7 107.91(17) . . ?
C9 C8 C7 113.82(17) . . ?
O1 C8 H8 109.8 . . ?
C9 C8 H8 109.8 . . ?
C7 C8 H8 109.8 . . ?
C10 C9 C28 129.23(19) . . ?
C10 C9 C8 107.87(19) . . ?
C28 C9 C8 122.88(19) . . ?
C9 C10 C11 112.67(19) . . ?
C9 C10 H10 123.7 . . ?
C11 C10 H10 123.7 . . ?
O1 C11 C10 102.16(16) . . ?
O1 C11 C12 106.66(16) . . ?
C10 C11 C12 113.57(17) . . ?
O1 C11 C20 109.90(16) . . ?
C10 C11 C20 111.05(17) . . ?
C12 C11 C20 112.82(18) . . ?
C13 C12 C17 116.9(2) . . ?
C13 C12 C11 122.2(2) . . ?
C17 C12 C11 120.8(2) . . ?
C12 C13 C14 122.0(2) . . ?
C12 C13 H13 119.0 . . ?
C14 C13 H13 119.0 . . ?
C13 C14 C15 121.3(2) . . ?
C13 C14 H14 119.4 . . ?
C15 C14 H14 119.4 . . ?
N1 C15 C14 121.7(3) . . ?
N1 C15 C16 121.3(3) . . ?
C14 C15 C16 117.0(2) . . ?
C17 C16 C15 121.0(2) . . ?
C17 C16 H16 119.5 . . ?
C15 C16 H16 119.5 . . ?
C12 C17 C16 121.8(2) . . ?
C12 C17 H17 119.1 . . ?
C16 C17 H17 119.1 . . ?
N1 C18 H18A 109.5 . . ?
N1 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
N1 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N1 C19 H19A 109.5 . . ?
N1 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
N1 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 C25 116.7(2) . . ?
C21 C20 C11 122.43(19) . . ?
C25 C20 C11 120.88(19) . . ?
C20 C21 C22 121.7(2) . . ?
C20 C21 H21 119.1 . . ?
C22 C21 H21 119.1 . . ?
C21 C22 C23 121.6(2) . . ?
C21 C22 H22 119.2 . . ?
C23 C22 H22 119.2 . . ?
C22 C23 C24 116.5(2) . . ?
C22 C23 N2 121.7(2) . . ?
C24 C23 N2 121.8(2) . . ?
C25 C24 C23 121.2(2) . . ?
C25 C24 H24 119.4 . . ?
C23 C24 H24 119.4 . . ?
C24 C25 C20 122.2(2) . . ?
C24 C25 H25 118.9 . . ?
C20 C25 H25 118.9 . . ?
N2 C26 H26A 109.5 . . ?
N2 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
N2 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N2 C27 H27A 109.5 . . ?
N2 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
N2 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C29 C28 C33 116.9(2) . . ?
C29 C28 C9 121.28(19) . . ?
C33 C28 C9 121.82(19) . . ?
C30 C29 C28 122.1(2) . . ?
C30 C29 H29 118.9 . . ?
C28 C29 H29 118.9 . . ?
C31 C30 C29 119.5(2) . . ?
C31 C30 H30 120.2 . . ?
C29 C30 H30 120.2 . . ?
O3 C31 C30 124.2(2) . . ?
O3 C31 C32 116.0(2) . . ?
C30 C31 C32 119.8(2) . . ?
C33 C32 C31 120.0(2) . . ?
C33 C32 H32 120.0 . . ?
C31 C32 H32 120.0 . . ?
C32 C33 C28 121.5(2) . . ?
C32 C33 H33 119.2 . . ?
C28 C33 H33 119.2 . . ?
O3 C34 H34A 109.5 . . ?
O3 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
O3 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 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
C6 C1 C2 C3 1.2(4) . . . . ?
C1 C2 C3 C4 -0.3(4) . . . . ?
C1 C2 C3 F1 179.2(2) . . . . ?
C2 C3 C4 C5 -1.1(4) . . . . ?
F1 C3 C4 C5 179.5(2) . . . . ?
C3 C4 C5 C6 1.4(4) . . . . ?
C2 C1 C6 C5 -0.9(3) . . . . ?
C2 C1 C6 C7 -179.3(2) . . . . ?
C4 C5 C6 C1 -0.5(3) . . . . ?
C4 C5 C6 C7 178.0(2) . . . . ?
C1 C6 C7 O2 -168.4(2) . . . . ?
C5 C6 C7 O2 13.2(3) . . . . ?
C1 C6 C7 C8 11.0(3) . . . . ?
C5 C6 C7 C8 -167.5(2) . . . . ?
C11 O1 C8 C9 14.9(2) . . . . ?
C11 O1 C8 C7 -107.21(18) . . . . ?
O2 C7 C8 O1 111.3(2) . . . . ?
C6 C7 C8 O1 -68.1(2) . . . . ?
O2 C7 C8 C9 -5.6(3) . . . . ?
C6 C7 C8 C9 175.05(19) . . . . ?
O1 C8 C9 C10 -9.5(2) . . . . ?
C7 C8 C9 C10 108.7(2) . . . . ?
O1 C8 C9 C28 171.53(18) . . . . ?
C7 C8 C9 C28 -70.3(3) . . . . ?
C28 C9 C10 C11 179.6(2) . . . . ?
C8 C9 C10 C11 0.7(2) . . . . ?
C8 O1 C11 C10 -14.0(2) . . . . ?
C8 O1 C11 C12 -133.44(17) . . . . ?
C8 O1 C11 C20 103.96(19) . . . . ?
C9 C10 C11 O1 8.1(2) . . . . ?
C9 C10 C11 C12 122.5(2) . . . . ?
C9 C10 C11 C20 -109.0(2) . . . . ?
O1 C11 C12 C13 -99.5(2) . . . . ?
C10 C11 C12 C13 148.8(2) . . . . ?
C20 C11 C12 C13 21.3(3) . . . . ?
O1 C11 C12 C17 76.7(2) . . . . ?
C10 C11 C12 C17 -35.0(3) . . . . ?
C20 C11 C12 C17 -162.50(19) . . . . ?
C17 C12 C13 C14 -0.1(3) . . . . ?
C11 C12 C13 C14 176.3(2) . . . . ?
C12 C13 C14 C15 1.0(4) . . . . ?
C19 N1 C15 C14 -179.8(3) . . . . ?
C18 N1 C15 C14 12.4(4) . . . . ?
C19 N1 C15 C16 0.0(4) . . . . ?
C18 N1 C15 C16 -167.8(3) . . . . ?
C13 C14 C15 N1 178.9(2) . . . . ?
C13 C14 C15 C16 -1.0(4) . . . . ?
N1 C15 C16 C17 -179.8(2) . . . . ?
C14 C15 C16 C17 0.0(4) . . . . ?
C13 C12 C17 C16 -0.8(3) . . . . ?
C11 C12 C17 C16 -177.3(2) . . . . ?
C15 C16 C17 C12 0.9(4) . . . . ?
O1 C11 C20 C21 7.8(3) . . . . ?
C10 C11 C20 C21 120.1(2) . . . . ?
C12 C11 C20 C21 -111.1(2) . . . . ?
O1 C11 C20 C25 -171.91(19) . . . . ?
C10 C11 C20 C25 -59.6(3) . . . . ?
C12 C11 C20 C25 69.2(3) . . . . ?
C25 C20 C21 C22 2.0(4) . . . . ?
C11 C20 C21 C22 -177.7(2) . . . . ?
C20 C21 C22 C23 0.7(4) . . . . ?
C21 C22 C23 C24 -2.7(4) . . . . ?
C21 C22 C23 N2 177.7(3) . . . . ?
C27 N2 C23 C22 -167.5(4) . . . . ?
C26 N2 C23 C22 -5.7(5) . . . . ?
C27 N2 C23 C24 12.9(5) . . . . ?
C26 N2 C23 C24 174.7(3) . . . . ?
C22 C23 C24 C25 2.1(4) . . . . ?
N2 C23 C24 C25 -178.3(3) . . . . ?
C23 C24 C25 C20 0.6(4) . . . . ?
C21 C20 C25 C24 -2.6(4) . . . . ?
C11 C20 C25 C24 177.1(2) . . . . ?
C10 C9 C28 C29 6.4(4) . . . . ?
C8 C9 C28 C29 -174.9(2) . . . . ?
C10 C9 C28 C33 -173.8(2) . . . . ?
C8 C9 C28 C33 4.9(3) . . . . ?
C33 C28 C29 C30 2.1(3) . . . . ?
C9 C28 C29 C30 -178.0(2) . . . . ?
C28 C29 C30 C31 -0.7(4) . . . . ?
C34 O3 C31 C30 -3.5(4) . . . . ?
C34 O3 C31 C32 177.1(2) . . . . ?
C29 C30 C31 O3 179.3(2) . . . . ?
C29 C30 C31 C32 -1.3(4) . . . . ?
O3 C31 C32 C33 -178.8(2) . . . . ?
C30 C31 C32 C33 1.8(4) . . . . ?
C31 C32 C33 C28 -0.3(4) . . . . ?
C29 C28 C33 C32 -1.6(3) . . . . ?
C9 C28 C33 C32 178.5(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C2 H2 O3 0.93 2.65 3.296(3) 127.6 2_545
C2 H2 O3 0.93 2.65 3.296(3) 127.6 2_545
C2 H2 O3 0.93 2.65 3.296(3) 127.6 2_545
C2 H2 O3 0.93 2.65 3.296(3) 127.6 2_545

_refine_diff_density_max         0.180
_refine_diff_density_min         -0.134
_refine_diff_density_rms         0.029

_shelxl_version_number           2013-4



####################################################################### 
# 
# 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_mo_d8v21356_0m
_database_code_depnum_ccdc_archive 'CCDC 2110699'
loop_
_audit_author_name
_audit_author_address
'Ni Dan'
;East China Normal University
China
;
_audit_update_record             
;
2021-09-20 deposited with the CCDC.	2022-01-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H37 Br N2 O2'
_chemical_formula_weight         657.62

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.9024(2)
_cell_length_b                   10.9990(3)
_cell_length_c                   16.8991(5)
_cell_angle_alpha                107.6090(10)
_cell_angle_beta                 96.1770(10)
_cell_angle_gamma                104.8480(10)
_cell_volume                     1661.18(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9564
_cell_measurement_theta_min      5.163
_cell_measurement_theta_max      51.455

_exptl_crystal_description       prismatic
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_F_000             684
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    1.275
_shelx_estimated_absorpt_T_min   0.862
_shelx_estimated_absorpt_T_max   0.927
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6065
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32963
_diffrn_reflns_av_unetI/netI     0.0328
_diffrn_reflns_av_R_equivalents  0.0412
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.676
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             6520
_reflns_number_gt                4465
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0422P)²+0.9966P] 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         6520
_refine_ls_number_parameters     410
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0769
_refine_ls_R_factor_gt           0.0456
_refine_ls_wR_factor_ref         0.1191
_refine_ls_wR_factor_gt          0.1016
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.013
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.19285(4) 0.97697(4) 0.21763(3) 0.10197(19) Uani 1 1 d . . . . .
O1 O 0.5412(2) 0.4538(2) 0.08328(12) 0.0710(6) Uani 1 1 d . . . . .
O2 O 0.27441(17) 0.35696(16) 0.12531(10) 0.0476(4) Uani 1 1 d . . . . .
N1 N 0.7054(3) 0.0062(2) 0.05053(17) 0.0722(7) Uani 1 1 d . . . . .
N2 N 1.2335(3) 0.8287(3) 0.48815(19) 0.0874(9) Uani 1 1 d . . . . .
C1 C 0.5229(3) 0.7410(3) 0.24513(19) 0.0619(7) Uani 1 1 d . . . . .
H1 H 0.4329 0.7047 0.2546 0.074 Uiso 1 1 calc R U . . .
C2 C 0.5907(4) 0.8773(3) 0.2818(2) 0.0880(11) Uani 1 1 d . . . . .
H2 H 0.5460 0.9326 0.3150 0.106 Uiso 1 1 calc R U . . .
C3 C 0.7243(5) 0.9302(4) 0.2688(3) 0.1092(16) Uani 1 1 d . . . . .
H3 H 0.7705 1.0216 0.2940 0.131 Uiso 1 1 calc R U . . .
C4 C 0.7892(4) 0.8512(5) 0.2199(3) 0.1039(15) Uani 1 1 d . . . . .
H4 H 0.8799 0.8888 0.2119 0.125 Uiso 1 1 calc R U . . .
C5 C 0.7222(3) 0.7136(4) 0.1811(2) 0.0757(9) Uani 1 1 d . . . . .
H5 H 0.7669 0.6598 0.1468 0.091 Uiso 1 1 calc R U . . .
C6 C 0.5872(3) 0.6583(3) 0.19467(17) 0.0526(6) Uani 1 1 d . . . . .
C7 C 0.5132(3) 0.5131(3) 0.14977(16) 0.0477(6) Uani 1 1 d . . . . .
C8 C 0.3967(2) 0.4386(2) 0.18350(15) 0.0416(5) Uani 1 1 d . . . . .
C9 C 0.4170(2) 0.4368(2) 0.26348(14) 0.0410(5) Uani 1 1 d . . . . .
C10 C 0.5621(2) 0.5097(2) 0.31644(15) 0.0438(5) Uani 1 1 d . . . . .
H10 H 0.5707 0.5846 0.3631 0.053 Uiso 1 1 calc R U . . .
C11 C 0.6821(2) 0.4779(2) 0.30347(15) 0.0431(5) Uani 1 1 d . . . . .
C12 C 0.6850(2) 0.3538(2) 0.23777(15) 0.0427(5) Uani 1 1 d . . . . .
C13 C 0.5866(3) 0.2294(2) 0.22133(16) 0.0478(6) Uani 1 1 d . . . . .
H13 H 0.5141 0.2229 0.2520 0.057 Uiso 1 1 calc R U . . .
C14 C 0.5929(3) 0.1151(3) 0.16091(17) 0.0525(6) Uani 1 1 d . . . . .
H14 H 0.5244 0.0339 0.1515 0.063 Uiso 1 1 calc R U . . .
C15 C 0.7003(3) 0.1191(3) 0.11351(16) 0.0513(6) Uani 1 1 d . . . . .
C16 C 0.7992(3) 0.2439(3) 0.13004(17) 0.0555(7) Uani 1 1 d . . . . .
H16 H 0.8720 0.2510 0.0997 0.067 Uiso 1 1 calc R U . . .
C17 C 0.7911(3) 0.3568(3) 0.19043(16) 0.0520(6) Uani 1 1 d . . . . .
H17 H 0.8594 0.4382 0.1999 0.062 Uiso 1 1 calc R U . . .
C18 C 0.5962(3) -0.1206(3) 0.0315(2) 0.0711(8) Uani 1 1 d . . . . .
H18A H 0.6043 -0.1514 0.0787 0.107 Uiso 1 1 calc R U . . .
H18B H 0.6082 -0.1853 -0.0178 0.107 Uiso 1 1 calc R U . . .
H18C H 0.5038 -0.1092 0.0210 0.107 Uiso 1 1 calc R U . . .
C19 C 0.8379(4) -0.0013(4) 0.0255(2) 0.0840(10) Uani 1 1 d . . . . .
H19A H 0.8807 0.0766 0.0118 0.126 Uiso 1 1 calc R U . . .
H19B H 0.8206 -0.0801 -0.0232 0.126 Uiso 1 1 calc R U . . .
H19C H 0.9011 -0.0053 0.0713 0.126 Uiso 1 1 calc R U . . .
C20 C 0.8230(2) 0.5700(2) 0.35516(15) 0.0444(6) Uani 1 1 d . . . . .
C21 C 0.9293(3) 0.5220(3) 0.38211(18) 0.0580(7) Uani 1 1 d . . . . .
H21 H 0.9099 0.4302 0.3701 0.070 Uiso 1 1 calc R U . . .
C22 C 1.0627(3) 0.6054(3) 0.42601(19) 0.0660(8) Uani 1 1 d . . . . .
H22 H 1.1302 0.5692 0.4440 0.079 Uiso 1 1 calc R U . . .
C23 C 1.0983(3) 0.7432(3) 0.44403(17) 0.0605(7) Uani 1 1 d . . . . .
C24 C 0.9917(3) 0.7925(3) 0.41796(16) 0.0549(7) Uani 1 1 d . . . . .
H24 H 1.0112 0.8842 0.4295 0.066 Uiso 1 1 calc R U . . .
C25 C 0.8577(3) 0.7077(3) 0.37526(15) 0.0484(6) Uani 1 1 d . . . . .
H25 H 0.7885 0.7439 0.3595 0.058 Uiso 1 1 calc R U . . .
C26 C 1.3412(4) 0.7714(5) 0.5104(4) 0.143(2) Uani 1 1 d . . . . .
H26A H 1.3061 0.7149 0.5420 0.215 Uiso 1 1 calc R U . . .
H26B H 1.4254 0.8418 0.5444 0.215 Uiso 1 1 calc R U . . .
H26C H 1.3638 0.7192 0.4598 0.215 Uiso 1 1 calc R U . . .
C27 C 1.2767(4) 0.9612(4) 0.4848(3) 0.1172(15) Uani 1 1 d . . . . .
H27A H 1.2734 0.9564 0.4269 0.176 Uiso 1 1 calc R U . . .
H27B H 1.3723 1.0073 0.5166 0.176 Uiso 1 1 calc R U . . .
H27C H 1.2135 1.0087 0.5086 0.176 Uiso 1 1 calc R U . . .
C28 C 0.3092(3) 0.3674(2) 0.30268(15) 0.0439(6) Uani 1 1 d . . . . .
C29 C 0.1653(3) 0.3053(3) 0.26588(18) 0.0521(6) Uani 1 1 d . . . . .
H29 H 0.1319 0.3038 0.2119 0.063 Uiso 1 1 calc R U . . .
C30 C 0.0713(3) 0.2461(3) 0.3074(2) 0.0612(7) Uani 1 1 d . . . . .
H30 H -0.0244 0.2060 0.2813 0.073 Uiso 1 1 calc R U . . .
C31 C 0.1159(4) 0.2452(3) 0.3860(2) 0.0747(9) Uani 1 1 d . . . . .
H31 H 0.0518 0.2051 0.4137 0.090 Uiso 1 1 calc R U . . .
C32 C 0.2572(4) 0.3045(4) 0.4236(2) 0.0857(10) Uani 1 1 d . . . . .
H32 H 0.2889 0.3042 0.4774 0.103 Uiso 1 1 calc R U . . .
C33 C 0.3527(3) 0.3643(3) 0.38327(18) 0.0668(8) Uani 1 1 d . . . . .
H33 H 0.4482 0.4034 0.4100 0.080 Uiso 1 1 calc R U . . .
C34 C 0.2232(3) 0.4039(3) 0.06044(16) 0.0544(7) Uani 1 1 d . . . . .
H34A H 0.1317 0.3412 0.0279 0.065 Uiso 1 1 calc R U . . .
H34B H 0.2893 0.4060 0.0221 0.065 Uiso 1 1 calc R U . . .
C35 C 0.2067(3) 0.5406(3) 0.09583(16) 0.0487(6) Uani 1 1 d . . . . .
C36 C 0.2571(3) 0.6378(3) 0.06062(18) 0.0600(7) Uani 1 1 d . . . . .
H36 H 0.2976 0.6165 0.0131 0.072 Uiso 1 1 calc R U . . .
C37 C 0.2482(3) 0.7651(3) 0.0947(2) 0.0663(8) Uani 1 1 d . . . . .
H37 H 0.2807 0.8289 0.0698 0.080 Uiso 1 1 calc R U . . .
C38 C 0.1909(3) 0.7974(3) 0.1658(2) 0.0633(7) Uani 1 1 d . . . . .
C39 C 0.1367(3) 0.7022(3) 0.2012(2) 0.0650(8) Uani 1 1 d . . . . .
H39 H 0.0951 0.7240 0.2483 0.078 Uiso 1 1 calc R U . . .
C40 C 0.1448(3) 0.5747(3) 0.16605(18) 0.0564(7) Uani 1 1 d . . . . .
H40 H 0.1083 0.5101 0.1897 0.068 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
Br1 C38 1.897(3) . ?
O1 C7 1.217(3) . ?
O2 C8 1.375(3) . ?
O2 C34 1.443(3) . ?
N1 C15 1.386(3) . ?
N1 C19 1.436(4) . ?
N1 C18 1.449(4) . ?
N2 C23 1.396(4) . ?
N2 C27 1.430(5) . ?
N2 C26 1.442(5) . ?
C1 C6 1.381(4) . ?
C1 C2 1.383(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.372(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.348(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.397(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.394(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.487(4) . ?
C7 C8 1.506(3) . ?
C8 C9 1.352(3) . ?
C9 C28 1.483(3) . ?
C9 C10 1.486(3) . ?
C10 C11 1.343(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.486(3) . ?
C11 C20 1.488(3) . ?
C12 C17 1.387(3) . ?
C12 C13 1.388(3) . ?
C13 C14 1.380(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.399(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.393(4) . ?
C16 C17 1.375(4) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 C21 1.386(3) . ?
C20 C25 1.387(3) . ?
C21 C22 1.376(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.392(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.393(4) . ?
C24 C25 1.381(3) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
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 C29 1.392(3) . ?
C28 C33 1.397(4) . ?
C29 C30 1.375(4) . ?
C29 H29 0.9300 . ?
C30 C31 1.357(4) . ?
C30 H30 0.9300 . ?
C31 C32 1.370(5) . ?
C31 H31 0.9300 . ?
C32 C33 1.373(4) . ?
C32 H32 0.9300 . ?
C33 H33 0.9300 . ?
C34 C35 1.500(4) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C35 C36 1.386(4) . ?
C35 C40 1.389(3) . ?
C36 C37 1.373(4) . ?
C36 H36 0.9300 . ?
C37 C38 1.372(4) . ?
C37 H37 0.9300 . ?
C38 C39 1.379(4) . ?
C39 C40 1.376(4) . ?
C39 H39 0.9300 . ?
C40 H40 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
C8 O2 C34 118.00(19) . . ?
C15 N1 C19 120.3(3) . . ?
C15 N1 C18 120.0(2) . . ?
C19 N1 C18 116.0(2) . . ?
C23 N2 C27 118.7(3) . . ?
C23 N2 C26 118.8(3) . . ?
C27 N2 C26 119.1(3) . . ?
C6 C1 C2 120.7(3) . . ?
C6 C1 H1 119.6 . . ?
C2 C1 H1 119.6 . . ?
C3 C2 C1 119.5(4) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
C4 C3 C2 120.7(4) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 120.9(4) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C6 C5 C4 118.9(4) . . ?
C6 C5 H5 120.5 . . ?
C4 C5 H5 120.5 . . ?
C1 C6 C5 119.2(3) . . ?
C1 C6 C7 122.0(2) . . ?
C5 C6 C7 118.7(3) . . ?
O1 C7 C6 120.7(2) . . ?
O1 C7 C8 118.8(2) . . ?
C6 C7 C8 120.4(2) . . ?
C9 C8 O2 120.9(2) . . ?
C9 C8 C7 122.2(2) . . ?
O2 C8 C7 116.2(2) . . ?
C8 C9 C28 126.3(2) . . ?
C8 C9 C10 116.5(2) . . ?
C28 C9 C10 117.2(2) . . ?
C11 C10 C9 126.4(2) . . ?
C11 C10 H10 116.8 . . ?
C9 C10 H10 116.8 . . ?
C10 C11 C12 123.7(2) . . ?
C10 C11 C20 120.4(2) . . ?
C12 C11 C20 115.9(2) . . ?
C17 C12 C13 116.2(2) . . ?
C17 C12 C11 120.6(2) . . ?
C13 C12 C11 123.1(2) . . ?
C14 C13 C12 122.0(2) . . ?
C14 C13 H13 119.0 . . ?
C12 C13 H13 119.0 . . ?
C13 C14 C15 121.3(2) . . ?
C13 C14 H14 119.3 . . ?
C15 C14 H14 119.3 . . ?
N1 C15 C16 121.3(2) . . ?
N1 C15 C14 122.0(2) . . ?
C16 C15 C14 116.6(2) . . ?
C17 C16 C15 121.3(2) . . ?
C17 C16 H16 119.4 . . ?
C15 C16 H16 119.4 . . ?
C16 C17 C12 122.5(2) . . ?
C16 C17 H17 118.8 . . ?
C12 C17 H17 118.8 . . ?
N1 C18 H18A 109.5 . . ?
N1 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
N1 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N1 C19 H19A 109.5 . . ?
N1 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
N1 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 C25 116.4(2) . . ?
C21 C20 C11 121.6(2) . . ?
C25 C20 C11 121.9(2) . . ?
C22 C21 C20 122.3(3) . . ?
C22 C21 H21 118.9 . . ?
C20 C21 H21 118.9 . . ?
C21 C22 C23 121.2(3) . . ?
C21 C22 H22 119.4 . . ?
C23 C22 H22 119.4 . . ?
C22 C23 C24 117.0(2) . . ?
C22 C23 N2 121.6(3) . . ?
C24 C23 N2 121.4(3) . . ?
C25 C24 C23 121.1(3) . . ?
C25 C24 H24 119.4 . . ?
C23 C24 H24 119.4 . . ?
C24 C25 C20 122.0(2) . . ?
C24 C25 H25 119.0 . . ?
C20 C25 H25 119.0 . . ?
N2 C26 H26A 109.5 . . ?
N2 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
N2 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N2 C27 H27A 109.5 . . ?
N2 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
N2 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C29 C28 C33 116.3(2) . . ?
C29 C28 C9 125.1(2) . . ?
C33 C28 C9 118.5(2) . . ?
C30 C29 C28 121.6(3) . . ?
C30 C29 H29 119.2 . . ?
C28 C29 H29 119.2 . . ?
C31 C30 C29 121.0(3) . . ?
C31 C30 H30 119.5 . . ?
C29 C30 H30 119.5 . . ?
C30 C31 C32 118.9(3) . . ?
C30 C31 H31 120.6 . . ?
C32 C31 H31 120.6 . . ?
C31 C32 C33 121.0(3) . . ?
C31 C32 H32 119.5 . . ?
C33 C32 H32 119.5 . . ?
C32 C33 C28 121.2(3) . . ?
C32 C33 H33 119.4 . . ?
C28 C33 H33 119.4 . . ?
O2 C34 C35 112.8(2) . . ?
O2 C34 H34A 109.0 . . ?
C35 C34 H34A 109.0 . . ?
O2 C34 H34B 109.0 . . ?
C35 C34 H34B 109.0 . . ?
H34A C34 H34B 107.8 . . ?
C36 C35 C40 118.3(2) . . ?
C36 C35 C34 120.6(2) . . ?
C40 C35 C34 121.1(2) . . ?
C37 C36 C35 121.1(3) . . ?
C37 C36 H36 119.4 . . ?
C35 C36 H36 119.4 . . ?
C38 C37 C36 119.5(3) . . ?
C38 C37 H37 120.3 . . ?
C36 C37 H37 120.3 . . ?
C37 C38 C39 120.8(3) . . ?
C37 C38 Br1 119.1(2) . . ?
C39 C38 Br1 120.0(2) . . ?
C40 C39 C38 119.2(3) . . ?
C40 C39 H39 120.4 . . ?
C38 C39 H39 120.4 . . ?
C39 C40 C35 121.1(3) . . ?
C39 C40 H40 119.5 . . ?
C35 C40 H40 119.5 . . ?

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
C6 C1 C2 C3 -1.0(5) . . . . ?
C1 C2 C3 C4 0.8(6) . . . . ?
C2 C3 C4 C5 0.1(6) . . . . ?
C3 C4 C5 C6 -1.0(5) . . . . ?
C2 C1 C6 C5 0.2(4) . . . . ?
C2 C1 C6 C7 -175.8(3) . . . . ?
C4 C5 C6 C1 0.8(4) . . . . ?
C4 C5 C6 C7 176.9(3) . . . . ?
C1 C6 C7 O1 150.8(3) . . . . ?
C5 C6 C7 O1 -25.2(4) . . . . ?
C1 C6 C7 C8 -25.9(4) . . . . ?
C5 C6 C7 C8 158.1(2) . . . . ?
C34 O2 C8 C9 149.5(2) . . . . ?
C34 O2 C8 C7 -39.2(3) . . . . ?
O1 C7 C8 C9 127.9(3) . . . . ?
C6 C7 C8 C9 -55.4(3) . . . . ?
O1 C7 C8 O2 -43.3(3) . . . . ?
C6 C7 C8 O2 133.4(2) . . . . ?
O2 C8 C9 C28 -9.7(3) . . . . ?
C7 C8 C9 C28 179.6(2) . . . . ?
O2 C8 C9 C10 169.33(19) . . . . ?
C7 C8 C9 C10 -1.5(3) . . . . ?
C8 C9 C10 C11 -65.9(3) . . . . ?
C28 C9 C10 C11 113.2(3) . . . . ?
C9 C10 C11 C12 -6.9(4) . . . . ?
C9 C10 C11 C20 172.1(2) . . . . ?
C10 C11 C12 C17 139.5(3) . . . . ?
C20 C11 C12 C17 -39.5(3) . . . . ?
C10 C11 C12 C13 -42.1(4) . . . . ?
C20 C11 C12 C13 138.9(2) . . . . ?
C17 C12 C13 C14 -0.5(4) . . . . ?
C11 C12 C13 C14 -178.9(2) . . . . ?
C12 C13 C14 C15 0.5(4) . . . . ?
C19 N1 C15 C16 26.4(4) . . . . ?
C18 N1 C15 C16 -176.4(3) . . . . ?
C19 N1 C15 C14 -156.6(3) . . . . ?
C18 N1 C15 C14 0.7(4) . . . . ?
C13 C14 C15 N1 -177.7(3) . . . . ?
C13 C14 C15 C16 -0.5(4) . . . . ?
N1 C15 C16 C17 177.6(3) . . . . ?
C14 C15 C16 C17 0.4(4) . . . . ?
C15 C16 C17 C12 -0.4(4) . . . . ?
C13 C12 C17 C16 0.4(4) . . . . ?
C11 C12 C17 C16 178.9(2) . . . . ?
C10 C11 C20 C21 141.9(3) . . . . ?
C12 C11 C20 C21 -39.0(3) . . . . ?
C10 C11 C20 C25 -41.5(3) . . . . ?
C12 C11 C20 C25 137.5(2) . . . . ?
C25 C20 C21 C22 -0.4(4) . . . . ?
C11 C20 C21 C22 176.4(3) . . . . ?
C20 C21 C22 C23 -1.4(5) . . . . ?
C21 C22 C23 C24 2.0(4) . . . . ?
C21 C22 C23 N2 -179.7(3) . . . . ?
C27 N2 C23 C22 163.1(4) . . . . ?
C26 N2 C23 C22 4.2(5) . . . . ?
C27 N2 C23 C24 -18.5(5) . . . . ?
C26 N2 C23 C24 -177.5(4) . . . . ?
C22 C23 C24 C25 -0.8(4) . . . . ?
N2 C23 C24 C25 -179.2(3) . . . . ?
C23 C24 C25 C20 -1.0(4) . . . . ?
C21 C20 C25 C24 1.5(4) . . . . ?
C11 C20 C25 C24 -175.2(2) . . . . ?
C8 C9 C28 C29 -7.4(4) . . . . ?
C10 C9 C28 C29 173.6(2) . . . . ?
C8 C9 C28 C33 173.3(2) . . . . ?
C10 C9 C28 C33 -5.7(3) . . . . ?
C33 C28 C29 C30 1.0(4) . . . . ?
C9 C28 C29 C30 -178.3(2) . . . . ?
C28 C29 C30 C31 -0.5(4) . . . . ?
C29 C30 C31 C32 -0.1(5) . . . . ?
C30 C31 C32 C33 0.2(5) . . . . ?
C31 C32 C33 C28 0.4(5) . . . . ?
C29 C28 C33 C32 -0.9(4) . . . . ?
C9 C28 C33 C32 178.4(3) . . . . ?
C8 O2 C34 C35 -52.7(3) . . . . ?
O2 C34 C35 C36 134.0(3) . . . . ?
O2 C34 C35 C40 -44.0(3) . . . . ?
C40 C35 C36 C37 0.9(4) . . . . ?
C34 C35 C36 C37 -177.1(3) . . . . ?
C35 C36 C37 C38 1.3(4) . . . . ?
C36 C37 C38 C39 -2.8(5) . . . . ?
C36 C37 C38 Br1 175.0(2) . . . . ?
C37 C38 C39 C40 2.2(5) . . . . ?
Br1 C38 C39 C40 -175.7(2) . . . . ?
C38 C39 C40 C35 0.1(4) . . . . ?
C36 C35 C40 C39 -1.6(4) . . . . ?
C34 C35 C40 C39 176.5(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C34 H34B O1 0.97 2.45 3.015(3) 116.8 .
C34 H34B O1 0.97 2.45 3.015(3) 116.8 .
C34 H34B O1 0.97 2.45 3.015(3) 116.8 .

_refine_diff_density_max         0.408
_refine_diff_density_min         -0.699
_refine_diff_density_rms         0.039

_shelxl_version_number           2013-4



####################################################################### 
# 
# 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_exp_2265
_database_code_depnum_ccdc_archive 'CCDC 2110702'
loop_
_audit_author_name
_audit_author_address
'Ni Dan'
;East China Normal University
China
;
_audit_update_record             
;
2021-09-20 deposited with the CCDC.	2022-01-11 downloaded from the CCDC.
;
_audit_creation_date             2021-09-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         
'0.5(C33 H28 F3 N2 O2 S), 0.5(C33 H30 F3 N2 O2 S)'
_chemical_formula_sum            'C33 H29 F3 N2 O2 S'
_chemical_formula_weight         574.64
_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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 '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'
S S 0.3331 0.5567 '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                   22.6154(10)
_cell_length_b                   11.0222(3)
_cell_length_c                   25.2859(12)
_cell_angle_alpha                90
_cell_angle_beta                 109.234(5)
_cell_angle_gamma                90
_cell_volume                     5951.2(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9923
_cell_measurement_temperature    172.99(10)
_cell_measurement_theta_max      73.1400
_cell_measurement_theta_min      3.1880
_shelx_estimated_absorpt_T_max   0.884
_shelx_estimated_absorpt_T_min   0.591
_exptl_absorpt_coefficient_mu    1.399
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.40015
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2400
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0902
_diffrn_reflns_av_unetI/netI     0.0682
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            64000
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.078
_diffrn_reflns_theta_max         67.077
_diffrn_reflns_theta_min         3.199
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      172.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     42.00  68.00   1.00    2.00    --    0.00  37.00 120.00   26
  2  ω    -12.00  16.00   1.00    2.00    --    0.00 -37.00 120.00   28
  3  ω    -89.00 -27.00   1.00    2.00    --    0.00 -37.00 120.00   62
  4  ω    -88.00   8.00   1.00    2.00    --    0.00 -37.00-150.00   96
  5  ω    -86.00 -30.00   1.00    2.00    --    0.00 -57.00 -60.00   56
  6  ω    -39.00  17.00   1.00    2.00    --    0.00 -37.00 -30.00   56
  7  ω      9.00  39.00   1.00    4.00    --   95.80 -30.00 -60.00   30
  8  ω      6.00 102.00   1.00    4.00    --   95.80 -82.00  30.00   96
  9  ω     31.00 128.00   1.00    4.00    --   95.80 -82.00-180.00   97
 10  ω     21.00  47.00   1.00    4.00    --   95.80 -82.00 -60.00   26
 11  ω     69.00 121.00   1.00    4.00    --   95.80 -82.00 -60.00   52
 12  ω      6.00  91.00   1.00    4.00    --   95.80 -61.00  90.00   85
 13  ω     76.00 104.00   1.00    4.00    --   95.80 -82.00 -90.00   28
 14  ω      6.00  71.00   1.00    4.00    --   95.80 -15.00-180.00   65
 15  ω      6.00 120.00   1.00    4.00    --   95.80 -61.00-180.00  114
 16  ω      9.00 115.00   1.00    4.00    --   95.80 -45.00 -90.00  106
 17  ω     28.00 111.00   1.00    4.00    --   95.80 -82.00  90.00   83
 18  ω     77.00 123.00   1.00    4.00    --   95.80 -15.00-180.00   46
 19  ω     46.00 106.00   1.00    4.00    --   95.80 -30.00 -60.00   60
 20  ω     12.00  37.00   1.00    4.00    --   95.80 -82.00 150.00   25
 21  ω     78.00 103.00   1.00    4.00    --   95.80 -82.00 150.00   25
 22  ω     54.00 132.00   1.00    4.00    --   95.80   0.00 -60.00   78
 23  ω     40.00 103.00   1.00    4.00    --   95.80 -82.00 -30.00   63
 24  ω    141.00 185.00   1.00    4.00    --   95.80  30.00 -60.00   44
 25  ω     66.00 104.00   1.00    4.00    --   95.80 -82.00   0.00   38
 26  ω    100.00 126.00   1.00    4.00    --   95.80 -82.00  60.00   26
 27  ω      6.00  35.00   1.00    4.00    --   95.80   0.00 -60.00   29
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0090342000
_diffrn_orient_matrix_UB_12      -0.0583925000
_diffrn_orient_matrix_UB_13      -0.0521754000
_diffrn_orient_matrix_UB_21      0.0538480000
_diffrn_orient_matrix_UB_22      -0.0780199000
_diffrn_orient_matrix_UB_23      0.0379769000
_diffrn_orient_matrix_UB_31      -0.0471704000
_diffrn_orient_matrix_UB_32      -0.1001304000
_diffrn_orient_matrix_UB_33      0.0008507000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7586
_reflns_number_total             10529
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.801
_refine_diff_density_min         -0.845
_refine_diff_density_rms         0.092
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     747
_refine_ls_number_reflns         10529
_refine_ls_number_restraints     35
_refine_ls_R_factor_all          0.1468
_refine_ls_R_factor_gt           0.1198
_refine_ls_restrained_S_all      1.116
_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)+(0.0933P)²+22.9078P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2791
_refine_ls_wR_factor_ref         0.2966
_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. Shared sites
{S2, C66}
{S3, C67}
3. Rigid bond restraints
 C33, N1
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 S1, C15
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C29, F1
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C29, F3
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C29, F2
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4. Uiso/Uaniso restraints and constraints
C33 \\sim N1: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
C29 \\sim F1: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002
C29 \\sim F3: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002
C29 \\sim F2: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002
Uanis(C33) \\sim Ueq: with sigma of 0.002 and sigma for terminal atoms of 0.004
Uanis(S2) = Uanis(C66)
Uanis(S3) = Uanis(C67)
5. Others
 Fixed Sof: S2(0.5) S3(0.5) C66(0.5) C67(0.5)
6.a Ternary CH refined with riding coordinates:
 C46(H46), C27(H27)
6.b Secondary CH2 refined with riding coordinates:
 C47(H47A,H47B)
6.c Aromatic/amide H refined with riding coordinates:
 C35(H35), C36(H36), C37(H37), C38(H38), C39(H39), C50(H50), C51(H51),
 C53(H53), C54(H54), C56(H56), C57(H57), C59(H59), C60(H60), C2(H2), C3(H3),
 C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C11(H11), C12(H12), C13(H13), C14(H14),
  C15(H15), C21(H21), C22(H22), C24(H24), C25(H25), C28(H28)
6.d Idealised Me refined as rotating group:
 C61(H61A,H61B,H61C), C62(H62A,H62B,H62C), C63(H63A,H63B,H63C), C64(H64A,H64B,
 H64C), C30(H30A,H30B,H30C), C31(H31A,H31B,H31C), C32(H32A,H32B,H32C), C33(H33A,
 H33B,H33C)
;
_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
S2 S 0.85206(16) 0.2111(3) 0.94863(14) 0.0716(8) Uani 0.5 1 d . . P . .
S3 S 0.89525(12) 0.1621(2) 0.91063(11) 0.0494(6) Uani 0.5 1 d . . P . .
F4 F 0.81058(19) 0.7638(4) 0.60487(15) 0.0708(11) Uani 1 1 d . . . . .
F5 F 0.8866(2) 0.6987(6) 0.6716(2) 0.118(2) Uani 1 1 d . . . . .
F6 F 0.8539(4) 0.8724(5) 0.6752(2) 0.159(3) Uani 1 1 d . . . . .
O3 O 0.72540(16) 0.5751(3) 0.75618(16) 0.0415(9) Uani 1 1 d . . . . .
O4 O 0.82357(15) 0.7041(3) 0.74548(14) 0.0373(8) Uani 1 1 d . . . . .
N3 N 0.6612(3) 0.8702(5) 0.9573(3) 0.0624(15) Uani 1 1 d . . . . .
N4 N 1.0569(2) 1.0286(4) 0.8980(2) 0.0466(12) Uani 1 1 d . . . . .
C34 C 0.6701(2) 0.7478(4) 0.7699(2) 0.0322(11) Uani 1 1 d . . . . .
C35 C 0.6229(2) 0.6791(5) 0.7787(2) 0.0405(12) Uani 1 1 d . . . . .
H35 H 0.628737 0.596022 0.784758 0.049 Uiso 1 1 calc R . . . .
C36 C 0.5680(3) 0.7308(5) 0.7788(3) 0.0508(15) Uani 1 1 d . . . . .
H36 H 0.536922 0.683765 0.785168 0.061 Uiso 1 1 calc R . . . .
C37 C 0.5592(3) 0.8546(5) 0.7691(3) 0.0530(16) Uani 1 1 d . . . . .
H37 H 0.521847 0.890266 0.768831 0.064 Uiso 1 1 calc R . . . .
C38 C 0.6051(3) 0.9250(5) 0.7599(3) 0.0448(13) Uani 1 1 d . . . . .
H38 H 0.598591 1.007585 0.752679 0.054 Uiso 1 1 calc R . . . .
C39 C 0.6614(2) 0.8712(4) 0.7615(2) 0.0363(11) Uani 1 1 d . . . . .
H39 H 0.693279 0.918767 0.756867 0.044 Uiso 1 1 calc R . . . .
C40 C 0.8998(3) 0.2866(5) 0.8761(3) 0.0482(14) Uani 1 1 d . . . . .
C41 C 0.8416(3) 0.3500(5) 0.9314(3) 0.0493(14) Uani 1 1 d . . . . .
C42 C 0.8677(3) 0.3843(4) 0.8912(2) 0.0389(12) Uani 1 1 d . . . . .
C43 C 0.8631(3) 0.5043(5) 0.8686(2) 0.0436(13) Uani 1 1 d . . . . .
C44 C 0.8511(2) 0.6085(4) 0.8546(2) 0.0392(12) Uani 1 1 d . . . . .
C45 C 0.8318(2) 0.7384(4) 0.8418(2) 0.0321(11) Uani 1 1 d . . . . .
C46 C 0.7896(2) 0.7523(4) 0.7794(2) 0.0289(10) Uani 1 1 d . . . . .
H46 H 0.780714 0.838328 0.770601 0.035 Uiso 1 1 calc R . . . .
C47 C 0.7927(3) 0.7154(8) 0.6875(2) 0.0628(19) Uani 1 1 d . . . . .
H47A H 0.756841 0.768807 0.680791 0.075 Uiso 1 1 calc R . . . .
H47B H 0.777594 0.636553 0.671755 0.075 Uiso 1 1 calc R . . . .
C48 C 0.8357(3) 0.7649(5) 0.6602(2) 0.0476(14) Uani 1 1 d . . . . .
C49 C 0.7916(2) 0.7718(5) 0.8776(2) 0.0353(11) Uani 1 1 d . . . . .
C50 C 0.7572(3) 0.6847(5) 0.8951(2) 0.0431(13) Uani 1 1 d . . . . .
H50 H 0.763527 0.602996 0.889464 0.052 Uiso 1 1 calc R . . . .
C51 C 0.7139(3) 0.7168(5) 0.9204(2) 0.0461(13) Uani 1 1 d . . . . .
H51 H 0.690734 0.656849 0.930537 0.055 Uiso 1 1 calc R . . . .
C52 C 0.7043(3) 0.8404(5) 0.9309(2) 0.0464(14) Uani 1 1 d . . . . .
C53 C 0.7412(3) 0.9243(5) 0.9160(2) 0.0479(14) Uani 1 1 d . . . . .
H53 H 0.737738 1.005815 0.923957 0.057 Uiso 1 1 calc R . . . .
C54 C 0.7829(3) 0.8906(5) 0.8895(2) 0.0414(12) Uani 1 1 d . . . . .
H54 H 0.806025 0.950491 0.879298 0.050 Uiso 1 1 calc R . . . .
C55 C 0.8908(2) 0.8177(4) 0.8552(2) 0.0289(10) Uani 1 1 d . . . . .
C56 C 0.9010(2) 0.9010(4) 0.8183(2) 0.0343(11) Uani 1 1 d . . . . .
H56 H 0.871141 0.910082 0.783010 0.041 Uiso 1 1 calc R . . . .
C57 C 0.9551(2) 0.9720(4) 0.8328(2) 0.0376(12) Uani 1 1 d . . . . .
H57 H 0.960206 1.028398 0.807263 0.045 Uiso 1 1 calc R . . . .
C58 C 1.0018(2) 0.9596(4) 0.8850(2) 0.0356(11) Uani 1 1 d . . . . .
C59 C 0.9913(2) 0.8779(5) 0.9222(3) 0.0446(13) Uani 1 1 d . . . . .
H59 H 1.020926 0.869244 0.957666 0.054 Uiso 1 1 calc R . . . .
C60 C 0.9366(2) 0.8075(5) 0.9074(2) 0.0398(12) Uani 1 1 d . . . . .
H60 H 0.930797 0.752716 0.933232 0.048 Uiso 1 1 calc R . . . .
C61 C 1.0924(3) 1.0508(6) 0.9557(3) 0.069(2) Uani 1 1 d . . . . .
H61A H 1.066182 1.090010 0.973723 0.103 Uiso 1 1 calc GR . . . .
H61B H 1.127389 1.102146 0.957930 0.103 Uiso 1 1 calc GR . . . .
H61C H 1.107204 0.975156 0.974096 0.103 Uiso 1 1 calc GR . . . .
C62 C 1.0609(3) 1.1220(5) 0.8589(3) 0.0521(15) Uani 1 1 d . . . . .
H62A H 1.055320 1.086090 0.822955 0.078 Uiso 1 1 calc GR . . . .
H62B H 1.101243 1.160295 0.872452 0.078 Uiso 1 1 calc GR . . . .
H62C H 1.028819 1.181540 0.855294 0.078 Uiso 1 1 calc GR . . . .
C63 C 0.6463(4) 0.9943(6) 0.9651(4) 0.086(3) Uani 1 1 d . . . . .
H63A H 0.683593 1.042624 0.974101 0.129 Uiso 1 1 calc GR . . . .
H63B H 0.629164 0.999037 0.995080 0.129 Uiso 1 1 calc GR . . . .
H63C H 0.616096 1.024060 0.931205 0.129 Uiso 1 1 calc GR . . . .
C64 C 0.6147(4) 0.7825(7) 0.9592(4) 0.075(2) Uani 1 1 d . . . . .
H64A H 0.594775 0.750077 0.922372 0.113 Uiso 1 1 calc GR . . . .
H64B H 0.583970 0.821033 0.972139 0.113 Uiso 1 1 calc GR . . . .
H64C H 0.634493 0.718027 0.984309 0.113 Uiso 1 1 calc GR . . . .
C65 C 0.7273(2) 0.6817(4) 0.7676(2) 0.0320(11) Uani 1 1 d . . . . .
S1 S 0.23548(12) 0.14578(17) 0.55758(10) 0.0860(7) Uani 1 1 d . U . . .
F1 F 0.4224(3) 0.8083(7) 0.7976(3) 0.1294(15) Uani 1 1 d . U . . .
F2 F 0.4217(2) 0.7270(6) 0.8772(3) 0.1182(14) Uani 1 1 d . U . . .
F3 F 0.4370(3) 0.6394(7) 0.8065(3) 0.1283(14) Uani 1 1 d . U . . .
O1 O 0.2161(2) 0.5339(4) 0.7405(2) 0.0578(12) Uani 1 1 d . . . . .
O2 O 0.31656(18) 0.6684(4) 0.74008(18) 0.0573(11) Uani 1 1 d . . . . .
N1 N -0.0145(3) 0.8641(6) 0.5558(3) 0.0822(19) Uani 1 1 d . U . . .
N2 N 0.4120(2) 0.9828(4) 0.5701(2) 0.0448(11) Uani 1 1 d . . . . .
C1 C 0.1527(3) 0.7025(5) 0.7403(2) 0.0419(13) Uani 1 1 d . . . . .
C2 C 0.0993(3) 0.6344(5) 0.7339(3) 0.0510(15) Uani 1 1 d . . . . .
H2 H 0.098324 0.553108 0.723698 0.061 Uiso 1 1 calc R . . . .
C3 C 0.0476(3) 0.6856(7) 0.7424(3) 0.0628(18) Uani 1 1 d . . . . .
H3 H 0.011731 0.639773 0.737581 0.075 Uiso 1 1 calc R . . . .
C4 C 0.0498(4) 0.8061(8) 0.7581(4) 0.082(2) Uani 1 1 d . . . . .
H4 H 0.015336 0.840481 0.764797 0.099 Uiso 1 1 calc R . . . .
C5 C 0.1023(4) 0.8762(8) 0.7642(4) 0.088(3) Uani 1 1 d . . . . .
H5 H 0.103242 0.957516 0.774194 0.105 Uiso 1 1 calc R . . . .
C6 C 0.1535(3) 0.8227(6) 0.7550(3) 0.0647(19) Uani 1 1 d . . . . .
H6 H 0.189048 0.868974 0.758808 0.078 Uiso 1 1 calc R . . . .
C7 C 0.1738(3) 0.7508(5) 0.6214(2) 0.0438(13) Uani 1 1 d . . . . .
C8 C 0.1248(3) 0.6646(6) 0.6037(3) 0.0568(16) Uani 1 1 d . . . . .
H8 H 0.134009 0.582138 0.605957 0.068 Uiso 1 1 calc R . . . .
C9 C 0.0628(3) 0.7030(6) 0.5831(3) 0.0590(17) Uani 1 1 d . . . . .
H9 H 0.030707 0.646087 0.572125 0.071 Uiso 1 1 calc R . . . .
C10 C 0.0486(3) 0.8272(7) 0.5787(3) 0.0663(19) Uani 1 1 d . . . . .
C11 C 0.0957(3) 0.9075(6) 0.5935(3) 0.070(2) Uani 1 1 d . . . . .
H11 H 0.087179 0.990234 0.589981 0.084 Uiso 1 1 calc R . . . .
C12 C 0.1578(3) 0.8672(6) 0.6140(3) 0.0631(18) Uani 1 1 d . . . . .
H12 H 0.189541 0.924892 0.622966 0.076 Uiso 1 1 calc R . . . .
C13 C 0.3154(4) 0.3125(6) 0.5891(4) 0.074(2) Uani 1 1 d . . . . .
H13 H 0.353052 0.354551 0.597620 0.089 Uiso 1 1 calc R . . . .
C14 C 0.3064(4) 0.1981(7) 0.5676(4) 0.084(3) Uani 1 1 d . . . . .
H14 H 0.337356 0.154020 0.559325 0.101 Uiso 1 1 calc R . . . .
C15 C 0.2126(4) 0.2766(7) 0.5800(3) 0.0689(19) Uani 1 1 d . U . . .
H15 H 0.172291 0.290374 0.580595 0.083 Uiso 1 1 calc R . . . .
C16 C 0.2603(4) 0.3603(6) 0.5972(3) 0.0623(18) Uani 1 1 d . . . . .
C17 C 0.2565(3) 0.4820(6) 0.6186(3) 0.0650(19) Uani 1 1 d . . . . .
C18 C 0.2481(3) 0.5799(5) 0.6330(3) 0.0500(15) Uani 1 1 d . . . . .
C19 C 0.2413(3) 0.7074(4) 0.6496(2) 0.0396(12) Uani 1 1 d . . . . .
C20 C 0.2863(2) 0.7848(4) 0.6296(2) 0.0359(11) Uani 1 1 d . . . . .
C21 C 0.3293(3) 0.8649(4) 0.6641(2) 0.0412(13) Uani 1 1 d . . . . .
H21 H 0.330362 0.875396 0.700848 0.049 Uiso 1 1 calc R . . . .
C22 C 0.3711(3) 0.9303(5) 0.6447(2) 0.0422(13) Uani 1 1 d . . . . .
H22 H 0.399483 0.982912 0.668912 0.051 Uiso 1 1 calc R . . . .
C23 C 0.3709(2) 0.9179(4) 0.5899(2) 0.0365(12) Uani 1 1 d . . . . .
C24 C 0.3250(2) 0.8409(5) 0.5544(2) 0.0385(12) Uani 1 1 d . . . . .
H24 H 0.321986 0.833221 0.516988 0.046 Uiso 1 1 calc R . . . .
C25 C 0.2843(2) 0.7768(5) 0.5745(2) 0.0372(11) Uani 1 1 d . . . . .
H25 H 0.254654 0.726584 0.550113 0.045 Uiso 1 1 calc R . . . .
C26 C 0.2077(3) 0.6409(5) 0.7322(2) 0.0431(13) Uani 1 1 d . . . . .
C27 C 0.2553(2) 0.7136(5) 0.7136(2) 0.0416(13) Uani 1 1 d . . . . .
H27 H 0.253854 0.798572 0.724435 0.050 Uiso 1 1 calc R . . . .
C28 C 0.3380(4) 0.6784(12) 0.7993(3) 0.116(4) Uani 1 1 d . . . . .
H28 H 0.314471 0.653217 0.821375 0.140 Uiso 1 1 calc R . . . .
C29 C 0.3967(5) 0.7287(13) 0.8212(5) 0.1217(13) Uani 1 1 d . U . . .
C30 C 0.4307(3) 0.9295(6) 0.5251(3) 0.0555(16) Uani 1 1 d . . . . .
H30A H 0.453909 0.856271 0.538291 0.083 Uiso 1 1 calc GR . . . .
H30B H 0.456473 0.985964 0.513688 0.083 Uiso 1 1 calc GR . . . .
H30C H 0.394082 0.911077 0.493821 0.083 Uiso 1 1 calc GR . . . .
C31 C 0.4628(3) 1.0488(7) 0.6113(3) 0.069(2) Uani 1 1 d . . . . .
H31A H 0.445475 1.111126 0.628294 0.104 Uiso 1 1 calc GR . . . .
H31B H 0.489473 1.084961 0.592955 0.104 Uiso 1 1 calc GR . . . .
H31C H 0.486773 0.993549 0.639602 0.104 Uiso 1 1 calc GR . . . .
C32 C -0.0634(4) 0.7735(9) 0.5485(5) 0.108(3) Uani 1 1 d . . . . .
H32A H -0.052265 0.701002 0.532977 0.162 Uiso 1 1 calc GR . . . .
H32B H -0.102268 0.804416 0.523596 0.162 Uiso 1 1 calc GR . . . .
H32C H -0.067816 0.755401 0.584153 0.162 Uiso 1 1 calc GR . . . .
C66 C 0.85206(16) 0.2111(3) 0.94863(14) 0.0716(8) Uani 0.5 1 d . . P . .
C33 C -0.0330(5) 0.9807(9) 0.5721(5) 0.108(3) Uani 1 1 d . U . . .
H33A H -0.011156 0.994384 0.611219 0.163 Uiso 1 1 calc GR . . . .
H33B H -0.077285 0.980909 0.565454 0.163 Uiso 1 1 calc GR . . . .
H33C H -0.022649 1.043800 0.550513 0.163 Uiso 1 1 calc GR . . . .
C67 C 0.89525(12) 0.1621(2) 0.91063(11) 0.0494(6) Uani 0.5 1 d . . P . .


_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
S2 S3 1.669(4) . ?
S2 C41 1.589(6) . ?
S3 C40 1.648(6) . ?
F4 C48 1.325(7) . ?
F5 C48 1.312(7) . ?
F6 C48 1.271(7) . ?
O3 C65 1.207(6) . ?
O4 C46 1.427(5) . ?
O4 C47 1.406(7) . ?
N3 C52 1.390(7) . ?
N3 C63 1.438(8) . ?
N3 C64 1.439(9) . ?
N4 C58 1.402(6) . ?
N4 C61 1.437(8) . ?
N4 C62 1.451(8) . ?
C34 C35 1.386(7) . ?
C34 C39 1.381(7) . ?
C34 C65 1.502(7) . ?
C35 H35 0.9300 . ?
C35 C36 1.367(7) . ?
C36 H36 0.9300 . ?
C36 C37 1.388(8) . ?
C37 H37 0.9300 . ?
C37 C38 1.376(8) . ?
C38 H38 0.9300 . ?
C38 C39 1.393(7) . ?
C39 H39 0.9300 . ?
C40 C42 1.418(7) . ?
C41 C42 1.388(8) . ?
C42 C43 1.431(7) . ?
C43 C44 1.206(8) . ?
C44 C45 1.501(7) . ?
C45 C46 1.560(7) . ?
C45 C49 1.524(7) . ?
C45 C55 1.537(6) . ?
C46 H46 0.9800 . ?
C46 C65 1.550(6) . ?
C47 H47A 0.9700 . ?
C47 H47B 0.9700 . ?
C47 C48 1.472(8) . ?
C49 C50 1.397(7) . ?
C49 C54 1.372(7) . ?
C50 H50 0.9300 . ?
C50 C51 1.381(8) . ?
C51 H51 0.9300 . ?
C51 C52 1.418(8) . ?
C52 C53 1.379(8) . ?
C53 H53 0.9300 . ?
C53 C54 1.375(8) . ?
C54 H54 0.9300 . ?
C55 C56 1.382(7) . ?
C55 C60 1.388(7) . ?
C56 H56 0.9300 . ?
C56 C57 1.395(7) . ?
C57 H57 0.9300 . ?
C57 C58 1.400(7) . ?
C58 C59 1.379(8) . ?
C59 H59 0.9300 . ?
C59 C60 1.403(7) . ?
C60 H60 0.9300 . ?
C61 H61A 0.9600 . ?
C61 H61B 0.9600 . ?
C61 H61C 0.9600 . ?
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 . ?
S1 C14 1.645(9) . ?
S1 C15 1.691(7) . ?
F1 C29 1.300(12) . ?
F2 C29 1.342(13) . ?
F3 C29 1.470(14) . ?
O1 C26 1.202(6) . ?
O2 C27 1.416(7) . ?
O2 C28 1.419(9) . ?
N1 C10 1.412(9) . ?
N1 C32 1.455(10) . ?
N1 C33 1.452(10) . ?
N2 C23 1.390(6) . ?
N2 C30 1.462(7) . ?
N2 C31 1.465(8) . ?
C1 C2 1.385(8) . ?
C1 C6 1.374(8) . ?
C1 C26 1.491(7) . ?
C2 H2 0.9300 . ?
C2 C3 1.377(8) . ?
C3 H3 0.9300 . ?
C3 C4 1.382(11) . ?
C4 H4 0.9300 . ?
C4 C5 1.383(12) . ?
C5 H5 0.9300 . ?
C5 C6 1.385(9) . ?
C6 H6 0.9300 . ?
C7 C8 1.417(8) . ?
C7 C12 1.329(8) . ?
C7 C19 1.533(8) . ?
C8 H8 0.9300 . ?
C8 C9 1.390(9) . ?
C9 H9 0.9300 . ?
C9 C10 1.403(9) . ?
C10 C11 1.341(10) . ?
C11 H11 0.9300 . ?
C11 C12 1.399(10) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C13 C14 1.361(10) . ?
C13 C16 1.430(9) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C15 C16 1.376(10) . ?
C16 C17 1.460(9) . ?
C17 C18 1.174(8) . ?
C18 C19 1.489(7) . ?
C19 C20 1.536(7) . ?
C19 C27 1.545(8) . ?
C20 C21 1.389(8) . ?
C20 C25 1.381(7) . ?
C21 H21 0.9300 . ?
C21 C22 1.398(7) . ?
C22 H22 0.9300 . ?
C22 C23 1.392(7) . ?
C23 C24 1.410(8) . ?
C24 H24 0.9300 . ?
C24 C25 1.382(7) . ?
C25 H25 0.9300 . ?
C26 C27 1.534(7) . ?
C27 H27 0.9800 . ?
C28 H28 0.9300 . ?
C28 C29 1.376(13) . ?
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 . ?

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
C41 S2 S3 102.5(3) . . ?
C40 S3 S2 100.7(3) . . ?
C47 O4 C46 114.3(4) . . ?
C52 N3 C63 121.5(6) . . ?
C52 N3 C64 119.5(5) . . ?
C63 N3 C64 115.3(5) . . ?
C58 N4 C61 119.0(5) . . ?
C58 N4 C62 118.4(5) . . ?
C61 N4 C62 115.6(5) . . ?
C35 C34 C65 117.4(4) . . ?
C39 C34 C35 119.0(5) . . ?
C39 C34 C65 123.6(4) . . ?
C34 C35 H35 119.3 . . ?
C36 C35 C34 121.3(5) . . ?
C36 C35 H35 119.3 . . ?
C35 C36 H36 120.4 . . ?
C35 C36 C37 119.2(5) . . ?
C37 C36 H36 120.4 . . ?
C36 C37 H37 119.6 . . ?
C38 C37 C36 120.8(5) . . ?
C38 C37 H37 119.6 . . ?
C37 C38 H38 120.4 . . ?
C37 C38 C39 119.2(5) . . ?
C39 C38 H38 120.4 . . ?
C34 C39 C38 120.5(5) . . ?
C34 C39 H39 119.7 . . ?
C38 C39 H39 119.7 . . ?
C42 C40 S3 111.3(4) . . ?
C42 C41 S2 113.7(5) . . ?
C40 C42 C43 124.8(5) . . ?
C41 C42 C40 111.7(5) . . ?
C41 C42 C43 123.5(5) . . ?
C44 C43 C42 167.7(6) . . ?
C43 C44 C45 173.3(6) . . ?
C44 C45 C46 110.4(4) . . ?
C44 C45 C49 106.9(4) . . ?
C44 C45 C55 108.9(4) . . ?
C49 C45 C46 107.0(4) . . ?
C49 C45 C55 112.1(4) . . ?
C55 C45 C46 111.3(4) . . ?
O4 C46 C45 107.5(4) . . ?
O4 C46 H46 109.6 . . ?
O4 C46 C65 109.4(4) . . ?
C45 C46 H46 109.6 . . ?
C65 C46 C45 111.1(4) . . ?
C65 C46 H46 109.6 . . ?
O4 C47 H47A 109.6 . . ?
O4 C47 H47B 109.6 . . ?
O4 C47 C48 110.1(5) . . ?
H47A C47 H47B 108.2 . . ?
C48 C47 H47A 109.6 . . ?
C48 C47 H47B 109.6 . . ?
F4 C48 C47 111.9(5) . . ?
F5 C48 F4 105.5(5) . . ?
F5 C48 C47 111.0(6) . . ?
F6 C48 F4 107.9(5) . . ?
F6 C48 F5 106.2(7) . . ?
F6 C48 C47 113.8(6) . . ?
C50 C49 C45 121.7(5) . . ?
C54 C49 C45 121.2(4) . . ?
C54 C49 C50 116.9(5) . . ?
C49 C50 H50 119.2 . . ?
C51 C50 C49 121.6(5) . . ?
C51 C50 H50 119.2 . . ?
C50 C51 H51 119.7 . . ?
C50 C51 C52 120.6(5) . . ?
C52 C51 H51 119.7 . . ?
N3 C52 C51 119.5(5) . . ?
C53 C52 N3 123.8(5) . . ?
C53 C52 C51 116.7(5) . . ?
C52 C53 H53 119.1 . . ?
C54 C53 C52 121.8(5) . . ?
C54 C53 H53 119.1 . . ?
C49 C54 C53 122.4(5) . . ?
C49 C54 H54 118.8 . . ?
C53 C54 H54 118.8 . . ?
C56 C55 C45 123.7(4) . . ?
C56 C55 C60 117.3(4) . . ?
C60 C55 C45 119.0(4) . . ?
C55 C56 H56 119.3 . . ?
C55 C56 C57 121.5(5) . . ?
C57 C56 H56 119.3 . . ?
C56 C57 H57 119.4 . . ?
C56 C57 C58 121.1(5) . . ?
C58 C57 H57 119.4 . . ?
C57 C58 N4 120.2(5) . . ?
C59 C58 N4 122.3(5) . . ?
C59 C58 C57 117.5(5) . . ?
C58 C59 H59 119.5 . . ?
C58 C59 C60 120.9(5) . . ?
C60 C59 H59 119.5 . . ?
C55 C60 C59 121.7(5) . . ?
C55 C60 H60 119.2 . . ?
C59 C60 H60 119.2 . . ?
N4 C61 H61A 109.5 . . ?
N4 C61 H61B 109.5 . . ?
N4 C61 H61C 109.5 . . ?
H61A C61 H61B 109.5 . . ?
H61A C61 H61C 109.5 . . ?
H61B C61 H61C 109.5 . . ?
N4 C62 H62A 109.5 . . ?
N4 C62 H62B 109.5 . . ?
N4 C62 H62C 109.5 . . ?
H62A C62 H62B 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
N3 C63 H63A 109.5 . . ?
N3 C63 H63B 109.5 . . ?
N3 C63 H63C 109.5 . . ?
H63A C63 H63B 109.5 . . ?
H63A C63 H63C 109.5 . . ?
H63B C63 H63C 109.5 . . ?
N3 C64 H64A 109.5 . . ?
N3 C64 H64B 109.5 . . ?
N3 C64 H64C 109.5 . . ?
H64A C64 H64B 109.5 . . ?
H64A C64 H64C 109.5 . . ?
H64B C64 H64C 109.5 . . ?
O3 C65 C34 121.2(4) . . ?
O3 C65 C46 119.6(4) . . ?
C34 C65 C46 119.3(4) . . ?
C14 S1 C15 92.3(4) . . ?
C27 O2 C28 114.4(5) . . ?
C10 N1 C32 118.5(7) . . ?
C10 N1 C33 119.0(7) . . ?
C33 N1 C32 111.5(7) . . ?
C23 N2 C30 118.2(5) . . ?
C23 N2 C31 117.4(5) . . ?
C30 N2 C31 113.1(5) . . ?
C2 C1 C26 118.2(5) . . ?
C6 C1 C2 119.2(5) . . ?
C6 C1 C26 122.6(5) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 C1 120.7(6) . . ?
C3 C2 H2 119.7 . . ?
C2 C3 H3 120.4 . . ?
C2 C3 C4 119.2(7) . . ?
C4 C3 H3 120.4 . . ?
C3 C4 H4 119.5 . . ?
C3 C4 C5 121.0(6) . . ?
C5 C4 H4 119.5 . . ?
C4 C5 H5 120.7 . . ?
C4 C5 C6 118.6(7) . . ?
C6 C5 H5 120.7 . . ?
C1 C6 C5 121.2(7) . . ?
C1 C6 H6 119.4 . . ?
C5 C6 H6 119.4 . . ?
C8 C7 C19 119.6(5) . . ?
C12 C7 C8 117.0(6) . . ?
C12 C7 C19 123.4(5) . . ?
C7 C8 H8 119.9 . . ?
C9 C8 C7 120.1(6) . . ?
C9 C8 H8 119.9 . . ?
C8 C9 H9 119.9 . . ?
C8 C9 C10 120.2(6) . . ?
C10 C9 H9 119.9 . . ?
C9 C10 N1 119.2(7) . . ?
C11 C10 N1 121.9(7) . . ?
C11 C10 C9 118.8(6) . . ?
C10 C11 H11 119.9 . . ?
C10 C11 C12 120.1(7) . . ?
C12 C11 H11 119.9 . . ?
C7 C12 C11 123.6(7) . . ?
C7 C12 H12 118.2 . . ?
C11 C12 H12 118.2 . . ?
C14 C13 H13 124.0 . . ?
C14 C13 C16 112.1(8) . . ?
C16 C13 H13 124.0 . . ?
S1 C14 H14 123.3 . . ?
C13 C14 S1 113.3(6) . . ?
C13 C14 H14 123.3 . . ?
S1 C15 H15 123.7 . . ?
C16 C15 S1 112.6(5) . . ?
C16 C15 H15 123.7 . . ?
C13 C16 C17 123.5(7) . . ?
C15 C16 C13 109.7(6) . . ?
C15 C16 C17 126.8(6) . . ?
C18 C17 C16 174.1(9) . . ?
C17 C18 C19 175.6(6) . . ?
C7 C19 C20 109.9(4) . . ?
C7 C19 C27 107.5(4) . . ?
C18 C19 C7 110.1(5) . . ?
C18 C19 C20 106.9(4) . . ?
C18 C19 C27 109.4(4) . . ?
C20 C19 C27 113.0(4) . . ?
C21 C20 C19 123.3(5) . . ?
C25 C20 C19 119.5(5) . . ?
C25 C20 C21 117.2(5) . . ?
C20 C21 H21 119.3 . . ?
C20 C21 C22 121.5(5) . . ?
C22 C21 H21 119.3 . . ?
C21 C22 H22 119.4 . . ?
C23 C22 C21 121.2(5) . . ?
C23 C22 H22 119.4 . . ?
N2 C23 C22 121.7(5) . . ?
N2 C23 C24 121.3(5) . . ?
C22 C23 C24 116.9(5) . . ?
C23 C24 H24 119.6 . . ?
C25 C24 C23 120.9(5) . . ?
C25 C24 H24 119.6 . . ?
C20 C25 C24 122.3(5) . . ?
C20 C25 H25 118.9 . . ?
C24 C25 H25 118.9 . . ?
O1 C26 C1 120.9(5) . . ?
O1 C26 C27 118.7(5) . . ?
C1 C26 C27 120.4(5) . . ?
O2 C27 C19 108.2(4) . . ?
O2 C27 C26 110.3(4) . . ?
O2 C27 H27 108.8 . . ?
C19 C27 H27 108.8 . . ?
C26 C27 C19 112.1(5) . . ?
C26 C27 H27 108.8 . . ?
O2 C28 H28 123.1 . . ?
C29 C28 O2 113.8(8) . . ?
C29 C28 H28 123.1 . . ?
F1 C29 F2 113.4(10) . . ?
F1 C29 F3 85.9(8) . . ?
F1 C29 C28 127.3(10) . . ?
F2 C29 F3 100.2(8) . . ?
F2 C29 C28 115.7(9) . . ?
C28 C29 F3 103.0(11) . . ?
N2 C30 H30A 109.5 . . ?
N2 C30 H30B 109.5 . . ?
N2 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
N2 C31 H31A 109.5 . . ?
N2 C31 H31B 109.5 . . ?
N2 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
N1 C32 H32A 109.5 . . ?
N1 C32 H32B 109.5 . . ?
N1 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
N1 C33 H33A 109.5 . . ?
N1 C33 H33B 109.5 . . ?
N1 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.500 0.500 91.4 7.9 ?
2 0.500 0.000 0.000 91.4 7.9 ?

_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 2.191
_oxdiff_exptl_absorpt_empirical_full_min 0.355
