# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_shiweiy_0518
_audit_block_doi                 10.5517/ccdc.csd.cc2598wn
_database_code_depnum_ccdc_archive 'CCDC 2004921'
loop_
_audit_author_name
_audit_author_address
Shiwy
;Lanzhou University
China
;
_audit_update_record             
;
2020-05-20 deposited with the CCDC.	2020-09-15 downloaded from the CCDC.
;
_audit_creation_date             2020-05-20
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C33 H28 F2 N2 O4'
_chemical_formula_sum            'C33 H28 F2 N2 O4'
_chemical_formula_weight         554.57
_chemical_absolute_configuration unk
_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'

_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           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y, z+1/2'
'x+1/2, -y, z'

_cell_length_a                   26.9151(4)
_cell_length_b                   13.9396(2)
_cell_length_c                   7.31714(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2745.29(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7507
_cell_measurement_temperature    293.01(11)
_cell_measurement_theta_max      69.5950
_cell_measurement_theta_min      4.5460
_shelx_estimated_absorpt_T_max   0.968
_shelx_estimated_absorpt_T_min   0.895
_exptl_absorpt_coefficient_mu    0.808
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.16454
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1160
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_av_unetI/netI     0.0297
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            14221
_diffrn_reflns_point_group_measured_fraction_full 0.852
_diffrn_reflns_point_group_measured_fraction_max 0.839
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         69.756
_diffrn_reflns_theta_min         3.571
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      293.01(11)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0367
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -15.00  42.00   1.00    1.00    --   54.00 -57.00  60.00   57
  2  ω     44.00  70.00   1.00    1.00    --  108.00-111.00  60.00   26
  3  ω     42.00 124.00   1.00    1.00    --  108.00 -63.00 -30.00   82
  4  ω     44.00 114.00   1.00    1.00    --  108.00-111.00-120.00   70
  5  ω     13.00  47.00   1.00    1.00    --   54.00 -57.00 -60.00   34
  6  ω    -12.00  22.00   1.00    1.00    --    0.00 -38.00-180.00   34
  7  ω    -64.00 -17.00   1.00    1.00    --    0.00 -38.00-180.00   47
  8  ω     86.00 169.00   1.00    1.00    --  108.00  63.00 -90.00   83
  9  ω    117.00 142.00   1.00    1.00    --  108.00  50.00 -60.00   25
 10  ω    105.00 150.00   1.00    1.00    --  108.00 111.00 -60.00   45
 11  ω     47.00 118.00   1.00    1.00    --   54.00  57.00 150.00   71
 12  ω    -48.00 -23.00   1.00    1.00    --    0.00 135.00 -61.00   25
 13  ω    -63.00 -37.00   1.00    1.00    --    0.00 135.00 118.00   26
 14  ω    -16.00   9.00   1.00    1.00    --   54.00 -77.00 -90.00   25
 15  ω     14.00  75.00   1.00    1.00    --   54.00 -99.00 -90.00   61
 16  ω     82.00 127.00   1.00    1.00    --  108.00 -63.00  60.00   45
 17  ω    111.00 164.00   1.00    1.00    --  108.00 111.00-120.00   53
 18  ω    104.00 140.00   1.00    1.00    --  108.00 111.00-180.00   36
 19  ω     92.00 118.00   1.00    1.00    --  108.00 -63.00-120.00   26
 20  ω     90.00 137.00   1.00    1.00    --  108.00 -25.00-150.00   47
 21  ω    -69.00  21.00   1.00    1.00    --    0.00 -57.00 -60.00   90
 22  ω    -21.00  69.00   1.00    1.00    --    0.00  57.00 120.00   90
 23  ω     33.00 123.00   1.00    1.00    --   54.00  57.00  30.00   90
 24  ω     24.00 124.00   1.00    1.00    --   54.00  77.00 -60.00  100
 25  ω     24.00  56.00   1.00    1.00    --   54.00  77.00  90.00   32
 26  ω     33.00 123.00   1.00    1.00    --   54.00  57.00-120.00   90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0472842000
_diffrn_orient_matrix_UB_12      -0.0617246000
_diffrn_orient_matrix_UB_13      0.0156377000
_diffrn_orient_matrix_UB_21      -0.0033714000
_diffrn_orient_matrix_UB_22      0.0049901000
_diffrn_orient_matrix_UB_23      0.2098831000
_diffrn_orient_matrix_UB_31      -0.0320810000
_diffrn_orient_matrix_UB_32      -0.0915809000
_diffrn_orient_matrix_UB_33      0.0010707000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.558
_reflns_Friedel_fraction_full    0.677
_reflns_Friedel_fraction_max     0.658
_reflns_number_gt                4063
_reflns_number_total             4341
_reflns_odcompleteness_completeness 99.82
_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.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.125
_refine_diff_density_min         -0.151
_refine_diff_density_rms         0.027
_refine_ls_abs_structure_details 
;
 Flack x determined using 1320 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.14(9)
_refine_ls_extinction_coef       0.0028(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     373
_refine_ls_number_reflns         4341
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0365
_refine_ls_R_factor_gt           0.0337
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0454P)²+0.0961P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0839
_refine_ls_wR_factor_ref         0.0864
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C21(H21)
2.b Secondary CH2 refined with riding coordinates:
 C22(H22A,H22B), C25(H25A,H25B)
2.c Aromatic/amide H refined with riding coordinates:
 N1(H1), C14(H14), C9(H9), C17(H17), C7(H7), C5(H5), C19(H19), C28(H28),
 C4(H4), C2(H2), C10(H10), C6(H6), C29(H29), C32(H32), C18(H18), C31(H31),
 C13(H13)
2.d Idealised Me refined as rotating group:
 C33(H33A,H33B,H33C), C26(H26A,H26B,H26C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
F1 F -0.14150(8) -0.09869(13) -0.9573(2) 0.0707(5) Uani 1 1 d . . . . .
F2 F -0.22048(7) -0.06823(13) -0.9193(3) 0.0766(6) Uani 1 1 d . . . . .
O3 O -0.18970(7) 0.06916(12) -0.6551(3) 0.0501(5) Uani 1 1 d . . . . .
O4 O -0.01949(7) 0.17610(13) -0.3907(3) 0.0562(5) Uani 1 1 d . . . . .
O1 O -0.20547(7) -0.36963(14) 0.1857(3) 0.0562(5) Uani 1 1 d . . . . .
O2 O -0.13896(10) 0.08850(15) -0.8932(4) 0.0771(7) Uani 1 1 d . . . . .
N2 N -0.05940(7) -0.42226(14) -0.1939(3) 0.0433(5) Uani 1 1 d . . . . .
N1 N -0.13345(7) -0.40586(14) 0.0403(3) 0.0418(5) Uani 1 1 d . . . . .
H1 H -0.106877 -0.439666 0.050756 0.050 Uiso 1 1 calc R U . . .
C24 C -0.16457(10) 0.03993(19) -0.7986(4) 0.0465(6) Uani 1 1 d . . . . .
C14 C -0.17219(9) -0.23324(17) -0.3207(4) 0.0418(6) Uani 1 1 d . . . . .
H14 H -0.199328 -0.195040 -0.350688 0.050 Uiso 1 1 calc R U . . .
C22 C -0.17768(9) -0.13302(17) -0.6697(4) 0.0426(6) Uani 1 1 d . . . . .
H22A H -0.194837 -0.191186 -0.705920 0.051 Uiso 1 1 calc R U . . .
H22B H -0.197228 -0.102639 -0.574528 0.051 Uiso 1 1 calc R U . . .
C12 C -0.13638(8) -0.34902(16) -0.1173(3) 0.0366(5) Uani 1 1 d . . . . .
C9 C -0.10114(10) -0.6114(2) 0.4502(4) 0.0495(7) Uani 1 1 d . . . . .
H9 H -0.074262 -0.652848 0.437942 0.059 Uiso 1 1 calc R U . . .
C17 C -0.04807(9) -0.30457(19) -0.4989(4) 0.0456(6) Uani 1 1 d . . . . .
H17 H -0.043249 -0.264611 -0.599171 0.055 Uiso 1 1 calc R U . . .
C7 C -0.11907(11) -0.6767(2) 0.7578(4) 0.0518(7) Uani 1 1 d . . . . .
H7 H -0.091821 -0.717502 0.750339 0.062 Uiso 1 1 calc R U . . .
C5 C -0.18945(12) -0.6169(2) 0.9225(4) 0.0568(8) Uani 1 1 d . . . . .
H5 H -0.209496 -0.619091 1.025946 0.068 Uiso 1 1 calc R U . . .
C19 C -0.02083(10) -0.4299(2) -0.3028(4) 0.0514(7) Uani 1 1 d . . . . .
H19 H 0.002704 -0.476800 -0.276846 0.062 Uiso 1 1 calc R U . . .
C21 C -0.12674(9) -0.16030(17) -0.5904(4) 0.0387(5) Uani 1 1 d . . . . .
H21 H -0.108254 -0.192984 -0.687566 0.046 Uiso 1 1 calc R U . . .
C33 C 0.01664(11) 0.2155(2) -0.5119(5) 0.0695(10) Uani 1 1 d . . . . .
H33A H 0.028356 0.275516 -0.464120 0.104 Uiso 1 1 calc R U . . .
H33B H 0.001879 0.225732 -0.629715 0.104 Uiso 1 1 calc R U . . .
H33C H 0.044014 0.171757 -0.523379 0.104 Uiso 1 1 calc R U . . .
C1 C -0.15256(8) -0.48496(16) 0.3261(4) 0.0367(5) Uani 1 1 d . . . . .
C28 C -0.05908(10) -0.0381(2) -0.6454(4) 0.0529(7) Uani 1 1 d . . . . .
H28 H -0.051564 -0.071019 -0.752479 0.064 Uiso 1 1 calc R U . . .
C15 C -0.13160(8) -0.23086(16) -0.4323(3) 0.0360(5) Uani 1 1 d . . . . .
C4 C -0.20019(10) -0.55378(18) 0.7861(4) 0.0466(6) Uani 1 1 d . . . . .
H4 H -0.227244 -0.512722 0.797742 0.056 Uiso 1 1 calc R U . . .
C3 C -0.17055(9) -0.55024(16) 0.6271(3) 0.0368(5) Uani 1 1 d . . . . .
C25 C -0.18376(11) 0.16832(19) -0.5986(5) 0.0568(7) Uani 1 1 d . . . . .
H25A H -0.191490 0.211292 -0.698942 0.068 Uiso 1 1 calc R U . . .
H25B H -0.149852 0.180126 -0.559699 0.068 Uiso 1 1 calc R U . . .
C30 C -0.04278(9) 0.09330(17) -0.4448(4) 0.0427(6) Uani 1 1 d . . . . .
C11 C -0.16666(9) -0.41507(17) 0.1790(4) 0.0390(6) Uani 1 1 d . . . . .
C20 C -0.09483(8) -0.35599(16) -0.2365(3) 0.0344(5) Uani 1 1 d . . . . .
C23 C -0.17509(10) -0.06654(19) -0.8317(4) 0.0480(6) Uani 1 1 d . . . . .
C2 C -0.18055(9) -0.48571(16) 0.4821(3) 0.0367(5) Uani 1 1 d . . . . .
H2 H -0.206824 -0.442769 0.493230 0.044 Uiso 1 1 calc R U . . .
C10 C -0.11250(9) -0.54998(19) 0.3107(4) 0.0458(6) Uani 1 1 d . . . . .
H10 H -0.093612 -0.550988 0.204332 0.055 Uiso 1 1 calc R U . . .
C6 C -0.14849(12) -0.6788(2) 0.9087(4) 0.0576(8) Uani 1 1 d . . . . .
H6 H -0.141445 -0.721302 1.003117 0.069 Uiso 1 1 calc R U . . .
C29 C -0.03243(10) 0.0446(2) -0.6031(5) 0.0554(8) Uani 1 1 d . . . . .
H29 H -0.007791 0.066631 -0.681698 0.066 Uiso 1 1 calc R U . . .
C27 C -0.09619(8) -0.07276(16) -0.5339(3) 0.0371(5) Uani 1 1 d . . . . .
C32 C -0.10549(9) -0.02291(17) -0.3726(3) 0.0402(6) Uani 1 1 d . . . . .
H32 H -0.129887 -0.045162 -0.293221 0.048 Uiso 1 1 calc R U . . .
C16 C -0.09162(8) -0.29565(16) -0.3924(3) 0.0348(5) Uani 1 1 d . . . . .
C18 C -0.01314(10) -0.3715(2) -0.4554(4) 0.0523(7) Uani 1 1 d . . . . .
H18 H 0.015361 -0.378185 -0.526094 0.063 Uiso 1 1 calc R U . . .
C8 C -0.12940(9) -0.61308(17) 0.6118(4) 0.0410(6) Uani 1 1 d . . . . .
C26 C -0.21853(13) 0.1837(2) -0.4454(6) 0.0779(10) Uani 1 1 d . . . . .
H26A H -0.209987 0.141706 -0.346315 0.117 Uiso 1 1 calc R U . . .
H26B H -0.251805 0.170273 -0.485164 0.117 Uiso 1 1 calc R U . . .
H26C H -0.216417 0.249121 -0.405202 0.117 Uiso 1 1 calc R U . . .
C31 C -0.07928(9) 0.05867(18) -0.3283(4) 0.0432(6) Uani 1 1 d . . . . .
H31 H -0.086071 0.090720 -0.219636 0.052 Uiso 1 1 calc R U . . .
C13 C -0.17514(9) -0.29049(17) -0.1627(4) 0.0413(6) Uani 1 1 d . . . . .
H13 H -0.203362 -0.288462 -0.089449 0.050 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 C23 1.365(3) . ?
F2 C23 1.380(3) . ?
O3 C24 1.313(3) . ?
O3 C25 1.452(3) . ?
O4 C33 1.426(3) . ?
O4 C30 1.372(3) . ?
O1 C11 1.223(3) . ?
O2 C24 1.189(3) . ?
N2 C19 1.313(3) . ?
N2 C20 1.364(3) . ?
N1 H1 0.8600 . ?
N1 C12 1.402(3) . ?
N1 C11 1.358(3) . ?
C24 C23 1.530(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.364(3) . ?
C14 C13 1.408(4) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C21 1.537(3) . ?
C22 C23 1.506(4) . ?
C12 C20 1.422(3) . ?
C12 C13 1.365(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.367(4) . ?
C9 C8 1.406(4) . ?
C17 H17 0.9300 . ?
C17 C16 1.413(3) . ?
C17 C18 1.362(4) . ?
C7 H7 0.9300 . ?
C7 C6 1.359(4) . ?
C7 C8 1.416(4) . ?
C5 H5 0.9300 . ?
C5 C4 1.362(4) . ?
C5 C6 1.403(4) . ?
C19 H19 0.9300 . ?
C19 C18 1.398(4) . ?
C21 H21 0.9800 . ?
C21 C15 1.524(3) . ?
C21 C27 1.528(3) . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C1 C11 1.500(3) . ?
C1 C2 1.368(3) . ?
C1 C10 1.413(3) . ?
C28 H28 0.9300 . ?
C28 C29 1.392(4) . ?
C28 C27 1.377(3) . ?
C15 C16 1.435(3) . ?
C4 H4 0.9300 . ?
C4 C3 1.411(4) . ?
C3 C2 1.417(3) . ?
C3 C8 1.417(3) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 C26 1.476(5) . ?
C30 C29 1.371(4) . ?
C30 C31 1.388(4) . ?
C20 C16 1.419(3) . ?
C2 H2 0.9300 . ?
C10 H10 0.9300 . ?
C6 H6 0.9300 . ?
C29 H29 0.9300 . ?
C27 C32 1.392(3) . ?
C32 H32 0.9300 . ?
C32 C31 1.377(3) . ?
C18 H18 0.9300 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C31 H31 0.9300 . ?
C13 H13 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C24 O3 C25 117.8(2) . . ?
C30 O4 C33 117.1(2) . . ?
C19 N2 C20 118.0(2) . . ?
C12 N1 H1 115.4 . . ?
C11 N1 H1 115.4 . . ?
C11 N1 C12 129.1(2) . . ?
O3 C24 C23 109.4(2) . . ?
O2 C24 O3 126.0(3) . . ?
O2 C24 C23 124.6(3) . . ?
C15 C14 H14 118.3 . . ?
C15 C14 C13 123.4(2) . . ?
C13 C14 H14 118.3 . . ?
H22A C22 H22B 107.6 . . ?
C21 C22 H22A 108.7 . . ?
C21 C22 H22B 108.7 . . ?
C23 C22 H22A 108.7 . . ?
C23 C22 H22B 108.7 . . ?
C23 C22 C21 114.1(2) . . ?
N1 C12 C20 115.0(2) . . ?
C13 C12 N1 125.5(2) . . ?
C13 C12 C20 119.5(2) . . ?
C10 C9 H9 119.4 . . ?
C10 C9 C8 121.1(2) . . ?
C8 C9 H9 119.4 . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C18 C17 C16 120.2(2) . . ?
C6 C7 H7 119.6 . . ?
C6 C7 C8 120.8(3) . . ?
C8 C7 H7 119.6 . . ?
C4 C5 H5 119.6 . . ?
C4 C5 C6 120.7(3) . . ?
C6 C5 H5 119.6 . . ?
N2 C19 H19 118.1 . . ?
N2 C19 C18 123.7(2) . . ?
C18 C19 H19 118.1 . . ?
C22 C21 H21 107.1 . . ?
C15 C21 C22 111.7(2) . . ?
C15 C21 H21 107.1 . . ?
C15 C21 C27 110.9(2) . . ?
C27 C21 C22 112.61(19) . . ?
C27 C21 H21 107.1 . . ?
O4 C33 H33A 109.5 . . ?
O4 C33 H33B 109.5 . . ?
O4 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C2 C1 C11 117.7(2) . . ?
C2 C1 C10 118.8(2) . . ?
C10 C1 C11 123.5(2) . . ?
C29 C28 H28 118.9 . . ?
C27 C28 H28 118.9 . . ?
C27 C28 C29 122.2(3) . . ?
C14 C15 C21 122.6(2) . . ?
C14 C15 C16 117.6(2) . . ?
C16 C15 C21 119.8(2) . . ?
C5 C4 H4 119.8 . . ?
C5 C4 C3 120.4(3) . . ?
C3 C4 H4 119.8 . . ?
C4 C3 C2 122.1(2) . . ?
C4 C3 C8 119.1(2) . . ?
C8 C3 C2 118.8(2) . . ?
O3 C25 H25A 110.4 . . ?
O3 C25 H25B 110.4 . . ?
O3 C25 C26 106.5(2) . . ?
H25A C25 H25B 108.6 . . ?
C26 C25 H25A 110.4 . . ?
C26 C25 H25B 110.4 . . ?
O4 C30 C31 116.0(3) . . ?
C29 C30 O4 124.6(2) . . ?
C29 C30 C31 119.4(2) . . ?
O1 C11 N1 122.9(2) . . ?
O1 C11 C1 121.6(2) . . ?
N1 C11 C1 115.5(2) . . ?
N2 C20 C12 117.1(2) . . ?
N2 C20 C16 122.9(2) . . ?
C16 C20 C12 120.0(2) . . ?
F1 C23 F2 105.5(2) . . ?
F1 C23 C24 107.6(2) . . ?
F1 C23 C22 111.0(2) . . ?
F2 C23 C24 104.7(2) . . ?
F2 C23 C22 108.3(2) . . ?
C22 C23 C24 118.8(2) . . ?
C1 C2 C3 121.7(2) . . ?
C1 C2 H2 119.2 . . ?
C3 C2 H2 119.2 . . ?
C9 C10 C1 120.9(2) . . ?
C9 C10 H10 119.6 . . ?
C1 C10 H10 119.6 . . ?
C7 C6 C5 120.2(3) . . ?
C7 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
C28 C29 H29 120.2 . . ?
C30 C29 C28 119.5(2) . . ?
C30 C29 H29 120.2 . . ?
C28 C27 C21 120.7(2) . . ?
C28 C27 C32 117.2(2) . . ?
C32 C27 C21 122.1(2) . . ?
C27 C32 H32 119.3 . . ?
C31 C32 C27 121.3(2) . . ?
C31 C32 H32 119.3 . . ?
C17 C16 C15 124.4(2) . . ?
C17 C16 C20 116.2(2) . . ?
C20 C16 C15 119.4(2) . . ?
C17 C18 C19 118.9(3) . . ?
C17 C18 H18 120.5 . . ?
C19 C18 H18 120.5 . . ?
C9 C8 C7 122.6(2) . . ?
C9 C8 C3 118.6(2) . . ?
C7 C8 C3 118.7(2) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C30 C31 H31 119.8 . . ?
C32 C31 C30 120.3(3) . . ?
C32 C31 H31 119.8 . . ?
C14 C13 H13 120.1 . . ?
C12 C13 C14 119.7(2) . . ?
C12 C13 H13 120.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 C24 C23 F1 -168.4(2) . . . . ?
O3 C24 C23 F2 79.7(3) . . . . ?
O3 C24 C23 C22 -41.3(3) . . . . ?
O4 C30 C29 C28 -179.0(3) . . . . ?
O4 C30 C31 C32 178.6(2) . . . . ?
O2 C24 C23 F1 14.1(4) . . . . ?
O2 C24 C23 F2 -97.8(3) . . . . ?
O2 C24 C23 C22 141.2(3) . . . . ?
N2 C19 C18 C17 -2.2(4) . . . . ?
N2 C20 C16 C17 -2.8(3) . . . . ?
N2 C20 C16 C15 177.1(2) . . . . ?
N1 C12 C20 N2 5.6(3) . . . . ?
N1 C12 C20 C16 -174.6(2) . . . . ?
N1 C12 C13 C14 176.6(2) . . . . ?
C24 O3 C25 C26 175.8(3) . . . . ?
C14 C15 C16 C17 177.4(2) . . . . ?
C14 C15 C16 C20 -2.5(3) . . . . ?
C22 C21 C15 C14 -29.4(3) . . . . ?
C22 C21 C15 C16 153.0(2) . . . . ?
C22 C21 C27 C28 -100.2(3) . . . . ?
C22 C21 C27 C32 77.6(3) . . . . ?
C12 N1 C11 O1 -2.1(4) . . . . ?
C12 N1 C11 C1 178.3(2) . . . . ?
C12 C20 C16 C17 177.4(2) . . . . ?
C12 C20 C16 C15 -2.7(3) . . . . ?
C5 C4 C3 C2 179.9(2) . . . . ?
C5 C4 C3 C8 -0.2(4) . . . . ?
C19 N2 C20 C12 179.8(2) . . . . ?
C19 N2 C20 C16 0.0(3) . . . . ?
C21 C22 C23 F1 48.5(3) . . . . ?
C21 C22 C23 F2 164.0(2) . . . . ?
C21 C22 C23 C24 -76.9(3) . . . . ?
C21 C15 C16 C17 -4.9(4) . . . . ?
C21 C15 C16 C20 175.2(2) . . . . ?
C21 C27 C32 C31 -176.7(2) . . . . ?
C33 O4 C30 C29 2.4(4) . . . . ?
C33 O4 C30 C31 -177.3(2) . . . . ?
C28 C27 C32 C31 1.2(4) . . . . ?
C15 C14 C13 C12 -1.5(4) . . . . ?
C15 C21 C27 C28 133.8(2) . . . . ?
C15 C21 C27 C32 -48.4(3) . . . . ?
C4 C5 C6 C7 -0.4(4) . . . . ?
C4 C3 C2 C1 -177.9(2) . . . . ?
C4 C3 C8 C9 177.8(2) . . . . ?
C4 C3 C8 C7 -0.7(3) . . . . ?
C25 O3 C24 O2 -3.9(4) . . . . ?
C25 O3 C24 C23 178.6(2) . . . . ?
C11 N1 C12 C20 -180.0(2) . . . . ?
C11 N1 C12 C13 -0.6(4) . . . . ?
C11 C1 C2 C3 179.0(2) . . . . ?
C11 C1 C10 C9 179.4(2) . . . . ?
C20 N2 C19 C18 2.6(4) . . . . ?
C20 C12 C13 C14 -4.0(4) . . . . ?
C23 C22 C21 C15 -177.6(2) . . . . ?
C23 C22 C21 C27 56.9(3) . . . . ?
C2 C1 C11 O1 -9.9(4) . . . . ?
C2 C1 C11 N1 169.8(2) . . . . ?
C2 C1 C10 C9 -1.3(4) . . . . ?
C2 C3 C8 C9 -2.3(3) . . . . ?
C2 C3 C8 C7 179.2(2) . . . . ?
C10 C9 C8 C7 179.1(3) . . . . ?
C10 C9 C8 C3 0.7(4) . . . . ?
C10 C1 C11 O1 169.5(3) . . . . ?
C10 C1 C11 N1 -10.8(3) . . . . ?
C10 C1 C2 C3 -0.4(3) . . . . ?
C6 C7 C8 C9 -177.3(3) . . . . ?
C6 C7 C8 C3 1.1(4) . . . . ?
C6 C5 C4 C3 0.7(4) . . . . ?
C29 C28 C27 C21 176.3(3) . . . . ?
C29 C28 C27 C32 -1.6(4) . . . . ?
C29 C30 C31 C32 -1.1(4) . . . . ?
C27 C21 C15 C14 97.0(3) . . . . ?
C27 C21 C15 C16 -80.6(3) . . . . ?
C27 C28 C29 C30 0.6(5) . . . . ?
C27 C32 C31 C30 0.1(4) . . . . ?
C16 C17 C18 C19 -0.9(4) . . . . ?
C18 C17 C16 C15 -176.8(2) . . . . ?
C18 C17 C16 C20 3.1(4) . . . . ?
C8 C9 C10 C1 1.1(4) . . . . ?
C8 C7 C6 C5 -0.6(4) . . . . ?
C8 C3 C2 C1 2.2(3) . . . . ?
C31 C30 C29 C28 0.8(4) . . . . ?
C13 C14 C15 C21 -172.9(2) . . . . ?
C13 C14 C15 C16 4.7(4) . . . . ?
C13 C12 C20 N2 -173.8(2) . . . . ?
C13 C12 C20 C16 6.0(3) . . . . ?

_olex2_date_sample_data_collection 2020-05-20
_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 4.163
_oxdiff_exptl_absorpt_empirical_full_min 0.457
