# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 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_exp_2774
_database_code_depnum_ccdc_archive 'CCDC 2129484'
loop_
_audit_author_name
_audit_author_address
'Haibo Mei'
;Nanjing Forestry University
China
;
_audit_update_record             
;
2021-12-17 deposited with the CCDC.	2022-03-21 downloaded from the CCDC.
;
_audit_creation_date             2021-01-30
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H21 F2 N O5'
_chemical_formula_sum            'C21 H21 F2 N O5'
_chemical_formula_weight         405.39
_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.6447(8)
_cell_length_b                   10.6413(9)
_cell_length_c                   12.6304(10)
_cell_angle_alpha                103.089(7)
_cell_angle_beta                 98.938(8)
_cell_angle_gamma                101.727(8)
_cell_volume                     957.79(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2579
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      72.7550
_cell_measurement_theta_min      4.4320
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.959
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.48760
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.406
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             424
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0692
_diffrn_reflns_av_unetI/netI     0.0668
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            5801
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        66.568
_diffrn_reflns_theta_max         66.568
_diffrn_reflns_theta_min         3.676
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -68.00  35.00   1.00    1.45    --  -40.73  77.00   0.00  103
  2  ω      3.00  32.00   1.00    1.45    --  -40.73  57.00 150.00   29
  3  ω    -69.00  26.00   1.00    1.45    --  -40.73  77.00 120.00   95
  4  ω    -69.00  32.00   1.00    1.45    --  -40.73  57.00 -90.00  101
  5  ω     55.00  80.00   1.00    1.45    --   40.73-125.00 120.00   25
  6  ω     99.00 133.00   1.00    2.00    --  107.58 -45.00  30.00   34
  7  ω     77.00 133.00   1.00    2.00    --  107.58 -30.00   0.00   56
  8  ω    120.00 173.00   1.00    2.00    --  107.58  45.00  60.00   53
  9  ω     92.00 157.00   1.00    2.00    --  107.58 -15.00-120.00   65
 10  ω     84.00 134.00   1.00    2.00    --  107.58  61.00 -30.00   50
 11  ω     49.00  78.00   1.00    2.00    --  107.58 -45.00  30.00   29
 12  ω     32.00 108.00   1.00    2.00    --  107.58 -94.00  30.00   76
 13  ω     67.00 117.00   1.00    2.00    --  107.58-125.00 -90.00   50
 14  ω     35.00 112.00   1.00    2.00    --  107.58 -77.00 -90.00   77
 15  ω     30.00  80.00   1.00    2.00    --  107.58 -15.00-120.00   50
 16  ω     31.00  69.00   1.00    2.00    --  107.58 -30.00   0.00   38
 17  ω     44.00 133.00   1.00    2.00    --  107.58 -45.00 120.00   89
 18  ω     49.00 109.00   1.00    2.00    --  107.58 -94.00 120.00   60
 19  ω     84.00 109.00   1.00    8.00    --  107.58 -45.00  90.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0465360000
_diffrn_orient_matrix_UB_12      0.1304446000
_diffrn_orient_matrix_UB_13      -0.0136829000
_diffrn_orient_matrix_UB_21      -0.0429411000
_diffrn_orient_matrix_UB_22      -0.0561157000
_diffrn_orient_matrix_UB_23      -0.1273630000
_diffrn_orient_matrix_UB_31      -0.2008154000
_diffrn_orient_matrix_UB_32      -0.0580863000
_diffrn_orient_matrix_UB_33      0.0020324000
_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         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2710
_reflns_number_total             3367
_reflns_odcompleteness_completeness 99.77
_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-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.625
_refine_diff_density_min         -0.546
_refine_diff_density_rms         0.137
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         3367
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1062
_refine_ls_R_factor_gt           0.0953
_refine_ls_restrained_S_all      1.084
_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)+(0.1792P)²+0.1123P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2481
_refine_ls_wR_factor_ref         0.2671
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid body (RIGU) restrains
 C20, C21
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
3.a Ternary CH refined with riding coordinates:
 C12(H12)
3.b Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C13(H13A,H13B), C15(H15A,H15B), C17(H17A,H17B), C20(H20A,H20B)
3.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5)
3.d Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.4576(3) 0.23077(18) 0.11821(19) 0.0591(6) Uani 1 1 d . . . . .
F2 F 0.5741(3) 0.3998(2) 0.05984(16) 0.0551(6) Uani 1 1 d . . . . .
O1 O 0.7431(3) 0.3896(2) 0.2783(2) 0.0530(7) Uani 1 1 d . . . . .
O2 O 0.3858(3) 0.9046(2) 0.24419(19) 0.0466(6) Uani 1 1 d . . . . .
O3 O 0.1729(3) 0.8074(2) 0.08797(17) 0.0407(5) Uani 1 1 d . . . . .
O4 O -0.1894(3) 0.6659(2) 0.1768(2) 0.0494(6) Uani 1 1 d . . . . .
O5 O -0.0435(3) 0.8597(2) 0.30008(19) 0.0452(6) Uani 1 1 d . . . . .
N1 N 0.5632(3) 0.5329(2) 0.31769(19) 0.0347(6) Uani 1 1 d . . . . .
C1 C 0.6415(4) 0.5997(3) 0.4302(2) 0.0347(7) Uani 1 1 d . . . . .
C2 C 0.7939(4) 0.5892(3) 0.4984(3) 0.0434(7) Uani 1 1 d . . . . .
H2 H 0.861886 0.529693 0.473316 0.052 Uiso 1 1 calc R U . . .
C3 C 0.8417(5) 0.6715(4) 0.6065(3) 0.0502(8) Uani 1 1 d . . . . .
H3 H 0.943321 0.666975 0.655238 0.060 Uiso 1 1 calc R U . . .
C4 C 0.7392(5) 0.7604(3) 0.6425(3) 0.0490(8) Uani 1 1 d . . . . .
H4 H 0.775474 0.815683 0.714553 0.059 Uiso 1 1 calc R U . . .
C5 C 0.5843(5) 0.7688(3) 0.5738(2) 0.0426(7) Uani 1 1 d . . . . .
H5 H 0.515589 0.827305 0.599684 0.051 Uiso 1 1 calc R U . . .
C6 C 0.5342(4) 0.6880(3) 0.4656(2) 0.0331(6) Uani 1 1 d . . . . .
C7 C 0.3890(4) 0.6733(3) 0.3722(2) 0.0333(6) Uani 1 1 d . . . . .
C8 C 0.4126(4) 0.5833(3) 0.2855(2) 0.0340(6) Uani 1 1 d . . . . .
C9 C 0.6117(4) 0.4291(3) 0.2509(3) 0.0394(7) Uani 1 1 d . . . . .
C10 C 0.4801(5) 0.3664(3) 0.1357(3) 0.0432(8) Uani 1 1 d . . . . .
C11 C 0.2949(5) 0.3945(3) 0.1195(3) 0.0437(7) Uani 1 1 d . . . . .
H11A H 0.216524 0.341516 0.155080 0.052 Uiso 1 1 calc R U . . .
H11B H 0.240490 0.369474 0.040671 0.052 Uiso 1 1 calc R U . . .
C12 C 0.3082(4) 0.5422(3) 0.1687(2) 0.0365(7) Uani 1 1 d . . . . .
H12 H 0.373950 0.594127 0.125736 0.044 Uiso 1 1 calc R U . . .
C13 C 0.1225(4) 0.5737(3) 0.1690(2) 0.0368(7) Uani 1 1 d . . . . .
H13A H 0.047197 0.509945 0.197677 0.044 Uiso 1 1 calc R U . . .
H13B H 0.062034 0.564770 0.093251 0.044 Uiso 1 1 calc R U . . .
C14 C 0.1402(4) 0.7165(3) 0.2408(2) 0.0335(7) Uani 1 1 d . . . . .
C15 C 0.2322(4) 0.7382(3) 0.3635(2) 0.0368(7) Uani 1 1 d . . . . .
H15A H 0.276270 0.832892 0.399058 0.044 Uiso 1 1 calc R U . . .
H15B H 0.142920 0.701071 0.402144 0.044 Uiso 1 1 calc R U . . .
C16 C 0.2498(4) 0.8212(3) 0.1945(2) 0.0368(7) Uani 1 1 d . . . . .
C17 C 0.2644(5) 0.9032(3) 0.0361(3) 0.0493(8) Uani 1 1 d . . . . .
H17A H 0.386794 0.892999 0.032773 0.059 Uiso 1 1 calc R U . . .
H17B H 0.273384 0.993177 0.078821 0.059 Uiso 1 1 calc R U . . .
C18 C 0.1546(7) 0.8777(4) -0.0780(3) 0.0648(11) Uani 1 1 d . . . . .
H18A H 0.147725 0.788819 -0.119871 0.097 Uiso 1 1 calc R U . . .
H18B H 0.211504 0.940297 -0.114101 0.097 Uiso 1 1 calc R U . . .
H18C H 0.033571 0.887572 -0.073839 0.097 Uiso 1 1 calc R U . . .
C19 C -0.0504(4) 0.7419(3) 0.2340(2) 0.0351(7) Uani 1 1 d . . . . .
C20 C -0.2191(4) 0.8945(3) 0.2993(3) 0.0460(8) Uani 1 1 d . . . . .
H20A H -0.309992 0.820447 0.306467 0.055 Uiso 1 1 calc R U . . .
H20B H -0.260725 0.914327 0.229818 0.055 Uiso 1 1 calc R U . . .
C21 C -0.1946(6) 1.0114(6) 0.3929(5) 0.106(2) Uani 1 1 d . . . . .
H21A H -0.118458 1.087466 0.379699 0.159 Uiso 1 1 calc R U . . .
H21B H -0.137673 0.995162 0.460117 0.159 Uiso 1 1 calc R U . . .
H21C H -0.311480 1.028073 0.400198 0.159 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 C10 1.380(3) . ?
F2 C10 1.351(4) . ?
O1 C9 1.197(4) . ?
O2 C16 1.197(4) . ?
O3 C16 1.344(4) . ?
O3 C17 1.454(4) . ?
O4 C19 1.205(4) . ?
O5 C19 1.326(4) . ?
O5 C20 1.462(3) . ?
N1 C1 1.410(4) . ?
N1 C8 1.408(4) . ?
N1 C9 1.383(4) . ?
C1 C2 1.377(4) . ?
C1 C6 1.412(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.393(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.390(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.386(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.387(4) . ?
C6 C7 1.445(4) . ?
C7 C8 1.344(4) . ?
C7 C15 1.501(4) . ?
C8 C12 1.484(4) . ?
C9 C10 1.551(4) . ?
C10 C11 1.499(5) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.529(4) . ?
C12 H12 0.9800 . ?
C12 C13 1.524(4) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.550(4) . ?
C14 C15 1.544(4) . ?
C14 C16 1.534(4) . ?
C14 C19 1.528(4) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.486(5) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.466(5) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C16 O3 C17 115.4(2) . . ?
C19 O5 C20 115.4(2) . . ?
C8 N1 C1 107.6(2) . . ?
C9 N1 C1 127.7(2) . . ?
C9 N1 C8 124.5(2) . . ?
N1 C1 C6 107.0(2) . . ?
C2 C1 N1 130.0(3) . . ?
C2 C1 C6 123.0(3) . . ?
C1 C2 H2 121.5 . . ?
C1 C2 C3 117.0(3) . . ?
C3 C2 H2 121.5 . . ?
C2 C3 H3 119.6 . . ?
C4 C3 C2 120.8(3) . . ?
C4 C3 H3 119.6 . . ?
C3 C4 H4 119.1 . . ?
C5 C4 C3 121.8(3) . . ?
C5 C4 H4 119.1 . . ?
C4 C5 H5 120.7 . . ?
C4 C5 C6 118.5(3) . . ?
C6 C5 H5 120.7 . . ?
C1 C6 C7 107.6(2) . . ?
C5 C6 C1 118.9(3) . . ?
C5 C6 C7 133.6(3) . . ?
C6 C7 C15 130.6(2) . . ?
C8 C7 C6 107.4(2) . . ?
C8 C7 C15 122.0(3) . . ?
N1 C8 C12 121.5(2) . . ?
C7 C8 N1 110.4(2) . . ?
C7 C8 C12 128.0(3) . . ?
O1 C9 N1 123.7(3) . . ?
O1 C9 C10 122.2(3) . . ?
N1 C9 C10 114.1(3) . . ?
F1 C10 C9 105.1(2) . . ?
F1 C10 C11 108.5(3) . . ?
F2 C10 F1 105.5(2) . . ?
F2 C10 C9 106.3(3) . . ?
F2 C10 C11 112.1(3) . . ?
C11 C10 C9 118.5(2) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 C12 110.9(2) . . ?
H11A C11 H11B 108.1 . . ?
C12 C11 H11A 109.5 . . ?
C12 C11 H11B 109.5 . . ?
C8 C12 C11 108.9(2) . . ?
C8 C12 H12 108.9 . . ?
C8 C12 C13 108.0(2) . . ?
C11 C12 H12 108.9 . . ?
C13 C12 C11 113.2(2) . . ?
C13 C12 H12 108.9 . . ?
C12 C13 H13A 109.2 . . ?
C12 C13 H13B 109.2 . . ?
C12 C13 C14 111.9(2) . . ?
H13A C13 H13B 107.9 . . ?
C14 C13 H13A 109.2 . . ?
C14 C13 H13B 109.2 . . ?
C15 C14 C13 112.5(2) . . ?
C16 C14 C13 111.0(2) . . ?
C16 C14 C15 108.6(2) . . ?
C19 C14 C13 108.7(2) . . ?
C19 C14 C15 109.7(2) . . ?
C19 C14 C16 106.1(2) . . ?
C7 C15 C14 111.0(2) . . ?
C7 C15 H15A 109.4 . . ?
C7 C15 H15B 109.4 . . ?
C14 C15 H15A 109.4 . . ?
C14 C15 H15B 109.4 . . ?
H15A C15 H15B 108.0 . . ?
O2 C16 O3 123.3(3) . . ?
O2 C16 C14 126.0(3) . . ?
O3 C16 C14 110.7(2) . . ?
O3 C17 H17A 110.2 . . ?
O3 C17 H17B 110.2 . . ?
O3 C17 C18 107.7(3) . . ?
H17A C17 H17B 108.5 . . ?
C18 C17 H17A 110.2 . . ?
C18 C17 H17B 110.2 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O4 C19 O5 123.9(3) . . ?
O4 C19 C14 125.2(3) . . ?
O5 C19 C14 110.9(2) . . ?
O5 C20 H20A 110.0 . . ?
O5 C20 H20B 110.0 . . ?
O5 C20 C21 108.3(3) . . ?
H20A C20 H20B 108.4 . . ?
C21 C20 H20A 110.0 . . ?
C21 C20 H20B 110.0 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F1 C10 C11 C12 164.0(2) . . . . ?
F2 C10 C11 C12 -79.9(3) . . . . ?
O1 C9 C10 F1 42.2(4) . . . . ?
O1 C9 C10 F2 -69.4(3) . . . . ?
O1 C9 C10 C11 163.4(3) . . . . ?
N1 C1 C2 C3 178.4(3) . . . . ?
N1 C1 C6 C5 -178.7(2) . . . . ?
N1 C1 C6 C7 0.0(3) . . . . ?
N1 C8 C12 C11 37.3(4) . . . . ?
N1 C8 C12 C13 160.6(2) . . . . ?
N1 C9 C10 F1 -137.7(3) . . . . ?
N1 C9 C10 F2 110.8(3) . . . . ?
N1 C9 C10 C11 -16.5(4) . . . . ?
C1 N1 C8 C7 -2.4(3) . . . . ?
C1 N1 C8 C12 174.8(2) . . . . ?
C1 N1 C9 O1 -7.7(5) . . . . ?
C1 N1 C9 C10 172.2(2) . . . . ?
C1 C2 C3 C4 -0.4(5) . . . . ?
C1 C6 C7 C8 -1.4(3) . . . . ?
C1 C6 C7 C15 177.5(3) . . . . ?
C2 C1 C6 C5 0.4(4) . . . . ?
C2 C1 C6 C7 179.1(3) . . . . ?
C2 C3 C4 C5 1.4(5) . . . . ?
C3 C4 C5 C6 -1.5(5) . . . . ?
C4 C5 C6 C1 0.6(4) . . . . ?
C4 C5 C6 C7 -177.7(3) . . . . ?
C5 C6 C7 C8 177.0(3) . . . . ?
C5 C6 C7 C15 -4.1(5) . . . . ?
C6 C1 C2 C3 -0.6(4) . . . . ?
C6 C7 C8 N1 2.3(3) . . . . ?
C6 C7 C8 C12 -174.6(3) . . . . ?
C6 C7 C15 C14 166.5(3) . . . . ?
C7 C8 C12 C11 -146.1(3) . . . . ?
C7 C8 C12 C13 -22.7(4) . . . . ?
C8 N1 C1 C2 -177.7(3) . . . . ?
C8 N1 C1 C6 1.4(3) . . . . ?
C8 N1 C9 O1 177.9(3) . . . . ?
C8 N1 C9 C10 -2.2(4) . . . . ?
C8 C7 C15 C14 -14.8(4) . . . . ?
C8 C12 C13 C14 47.4(3) . . . . ?
C9 N1 C1 C2 7.1(5) . . . . ?
C9 N1 C1 C6 -173.8(3) . . . . ?
C9 N1 C8 C7 173.0(2) . . . . ?
C9 N1 C8 C12 -9.8(4) . . . . ?
C9 C10 C11 C12 44.5(4) . . . . ?
C10 C11 C12 C8 -52.0(3) . . . . ?
C10 C11 C12 C13 -172.1(2) . . . . ?
C11 C12 C13 C14 168.0(2) . . . . ?
C12 C13 C14 C15 -60.0(3) . . . . ?
C12 C13 C14 C16 62.0(3) . . . . ?
C12 C13 C14 C19 178.3(2) . . . . ?
C13 C14 C15 C7 40.6(3) . . . . ?
C13 C14 C16 O2 -123.0(3) . . . . ?
C13 C14 C16 O3 56.7(3) . . . . ?
C13 C14 C19 O4 -4.0(4) . . . . ?
C13 C14 C19 O5 175.8(2) . . . . ?
C15 C7 C8 N1 -176.7(2) . . . . ?
C15 C7 C8 C12 6.4(5) . . . . ?
C15 C14 C16 O2 1.2(4) . . . . ?
C15 C14 C16 O3 -179.1(2) . . . . ?
C15 C14 C19 O4 -127.4(3) . . . . ?
C15 C14 C19 O5 52.5(3) . . . . ?
C16 O3 C17 C18 -176.6(3) . . . . ?
C16 C14 C15 C7 -82.8(3) . . . . ?
C16 C14 C19 O4 115.4(3) . . . . ?
C16 C14 C19 O5 -64.7(3) . . . . ?
C17 O3 C16 O2 -1.2(4) . . . . ?
C17 O3 C16 C14 179.1(2) . . . . ?
C19 O5 C20 C21 167.7(4) . . . . ?
C19 C14 C15 C7 161.7(2) . . . . ?
C19 C14 C16 O2 119.1(3) . . . . ?
C19 C14 C16 O3 -61.2(3) . . . . ?
C20 O5 C19 O4 -0.5(5) . . . . ?
C20 O5 C19 C14 179.6(2) . . . . ?

_olex2_date_sample_data_collection 2021-01-30
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.989
_oxdiff_exptl_absorpt_empirical_full_min 0.594
