# Supplementary Information (SI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_zy_smd_4k_auto
_database_code_depnum_ccdc_archive 'CCDC 2410660'
loop_
_audit_author_name
_audit_author_address
'Song Mengda'
;Zhengzhou University
China
;
_audit_update_record             
;
2024-12-16 deposited with the CCDC.	2025-09-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H14 Cl2 F3 N'
_chemical_formula_weight         420.24

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'
Cl Cl 0.1484 0.1585 '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'

_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                   8.8332(3)
_cell_length_b                   10.9154(2)
_cell_length_c                   11.1884(2)
_cell_angle_alpha                103.170(2)
_cell_angle_beta                 93.958(2)
_cell_angle_gamma                111.325(2)
_cell_volume                     964.66(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.447
_exptl_crystal_F_000             428
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.371
_shelx_estimated_absorpt_T_min   0.953
_shelx_estimated_absorpt_T_max   0.964
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9538
_diffrn_reflns_av_unetI/netI     0.0345
_diffrn_reflns_av_R_equivalents  0.0221
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         1.896
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3936
_reflns_number_gt                3262
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0339P)²+0.3439P] 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         3936
_refine_ls_number_parameters     253
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0461
_refine_ls_R_factor_gt           0.0372
_refine_ls_wR_factor_ref         0.0900
_refine_ls_wR_factor_gt          0.0845
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.001
_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
Cl1 Cl 0.91061(6) 0.65464(5) 1.02259(5) 0.03849(14) Uani 1 1 d . . . . .
Cl2 Cl 0.39455(6) 0.17886(5) 0.82537(5) 0.04349(15) Uani 1 1 d . . . . .
F1 F 0.21256(13) 0.65354(11) 0.83793(11) 0.0395(3) Uani 1 1 d . . . . .
F2 F 0.17754(15) 0.81446(15) 0.77794(12) 0.0554(4) Uani 1 1 d . . . . .
F3 F 0.27558(14) 0.84817(13) 0.96829(11) 0.0469(3) Uani 1 1 d . . . . .
N1 N 0.32515(17) 0.52950(15) 0.59366(13) 0.0281(3) Uani 1 1 d . . . . .
C1 C 0.3527(2) 0.8514(2) 0.53916(18) 0.0334(4) Uani 1 1 d . . . . .
H1 H 0.412947 0.945839 0.578960 0.040 Uiso 1 1 calc R U . . .
C2 C 0.2418(2) 0.8083(2) 0.4283(2) 0.0419(5) Uani 1 1 d . . . . .
H2 H 0.226138 0.874550 0.392241 0.050 Uiso 1 1 calc R U . . .
C3 C 0.1544(3) 0.6710(3) 0.37004(19) 0.0428(5) Uani 1 1 d . . . . .
H3 H 0.079753 0.644672 0.294714 0.051 Uiso 1 1 calc R U . . .
C4 C 0.1734(2) 0.5708(2) 0.41947(18) 0.0376(5) Uani 1 1 d . . . . .
H4 H 0.113572 0.476371 0.379497 0.045 Uiso 1 1 calc R U . . .
C5 C 0.2837(2) 0.61433(19) 0.52973(16) 0.0288(4) Uani 1 1 d . . . . .
C6 C 0.3719(2) 0.75242(18) 0.58888(16) 0.0266(4) Uani 1 1 d . . . . .
C7 C 0.4857(2) 0.76261(17) 0.70204(15) 0.0235(4) Uani 1 1 d . . . . .
C8 C 0.4371(2) 0.60889(17) 0.68800(15) 0.0230(3) Uani 1 1 d . . . . .
C9 C 0.5096(2) 0.54930(17) 0.77109(15) 0.0234(4) Uani 1 1 d . . . . .
C10 C 0.6590(2) 0.62488(17) 0.85222(15) 0.0250(4) Uani 1 1 d . . . . .
H10 H 0.715625 0.719344 0.859154 0.030 Uiso 1 1 calc R U . . .
C11 C 0.7238(2) 0.56074(18) 0.92247(16) 0.0265(4) Uani 1 1 d . . . . .
C12 C 0.6461(2) 0.42396(18) 0.91496(16) 0.0284(4) Uani 1 1 d . . . . .
H12 H 0.692874 0.381020 0.962861 0.034 Uiso 1 1 calc R U . . .
C13 C 0.4972(2) 0.35150(17) 0.83496(17) 0.0287(4) Uani 1 1 d . . . . .
C14 C 0.4272(2) 0.41096(17) 0.76368(16) 0.0260(4) Uani 1 1 d . . . . .
H14 H 0.324263 0.358569 0.710214 0.031 Uiso 1 1 calc R U . . .
C15 C 0.4539(2) 0.83781(18) 0.82592(16) 0.0275(4) Uani 1 1 d . . . . .
H15A H 0.524897 0.831608 0.894848 0.033 Uiso 1 1 calc R U . . .
H15B H 0.489496 0.935692 0.828780 0.033 Uiso 1 1 calc R U . . .
C16 C 0.2802(2) 0.78778(19) 0.84982(17) 0.0312(4) Uani 1 1 d . . . . .
C17 C 0.6661(2) 0.83007(17) 0.68551(15) 0.0232(4) Uani 1 1 d . . . . .
C18 C 0.7812(2) 0.94912(18) 0.76653(17) 0.0302(4) Uani 1 1 d . . . . .
H18 H 0.750003 0.993640 0.838026 0.036 Uiso 1 1 calc R U . . .
C19 C 0.9417(2) 1.00411(19) 0.74432(18) 0.0333(4) Uani 1 1 d . . . . .
H19 H 1.019516 1.085538 0.800919 0.040 Uiso 1 1 calc R U . . .
C20 C 0.9886(2) 0.94137(19) 0.64089(17) 0.0317(4) Uani 1 1 d . . . . .
H20 H 1.097977 0.979893 0.625133 0.038 Uiso 1 1 calc R U . . .
C21 C 0.8755(2) 0.8219(2) 0.56018(18) 0.0352(4) Uani 1 1 d . . . . .
H21 H 0.907502 0.777174 0.489315 0.042 Uiso 1 1 calc R U . . .
C22 C 0.7161(2) 0.76735(19) 0.58203(17) 0.0314(4) Uani 1 1 d . . . . .
H22 H 0.639188 0.685482 0.525439 0.038 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C11 1.7375(17) . ?
Cl2 C13 1.7426(18) . ?
F1 C16 1.336(2) . ?
F2 C16 1.324(2) . ?
F3 C16 1.350(2) . ?
N1 C8 1.288(2) . ?
N1 C5 1.420(2) . ?
C1 C6 1.379(2) . ?
C1 C2 1.397(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.383(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.388(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.388(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.392(3) . ?
C6 C7 1.518(2) . ?
C7 C17 1.538(2) . ?
C7 C8 1.540(2) . ?
C7 C15 1.541(2) . ?
C8 C9 1.481(2) . ?
C9 C10 1.396(2) . ?
C9 C14 1.397(2) . ?
C10 C11 1.384(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.377(3) . ?
C12 C13 1.384(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.378(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.496(2) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C17 C18 1.385(2) . ?
C17 C22 1.391(2) . ?
C18 C19 1.389(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.375(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.381(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.378(3) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?

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 N1 C5 107.12(15) . . ?
C6 C1 C2 117.76(19) . . ?
C6 C1 H1 121.1 . . ?
C2 C1 H1 121.1 . . ?
C3 C2 C1 121.21(19) . . ?
C3 C2 H2 119.4 . . ?
C1 C2 H2 119.4 . . ?
C2 C3 C4 121.30(18) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C5 C4 C3 117.19(19) . . ?
C5 C4 H4 121.4 . . ?
C3 C4 H4 121.4 . . ?
C4 C5 C6 121.77(17) . . ?
C4 C5 N1 126.32(17) . . ?
C6 C5 N1 111.88(15) . . ?
C1 C6 C5 120.76(17) . . ?
C1 C6 C7 131.51(17) . . ?
C5 C6 C7 107.65(15) . . ?
C6 C7 C17 109.56(13) . . ?
C6 C7 C8 98.61(13) . . ?
C17 C7 C8 110.67(13) . . ?
C6 C7 C15 113.47(14) . . ?
C17 C7 C15 111.10(14) . . ?
C8 C7 C15 112.81(14) . . ?
N1 C8 C9 119.71(15) . . ?
N1 C8 C7 114.72(15) . . ?
C9 C8 C7 125.55(14) . . ?
C10 C9 C14 119.41(15) . . ?
C10 C9 C8 122.40(15) . . ?
C14 C9 C8 118.15(15) . . ?
C11 C10 C9 119.30(16) . . ?
C11 C10 H10 120.3 . . ?
C9 C10 H10 120.3 . . ?
C12 C11 C10 122.22(16) . . ?
C12 C11 Cl1 118.51(13) . . ?
C10 C11 Cl1 119.26(14) . . ?
C11 C12 C13 117.43(16) . . ?
C11 C12 H12 121.3 . . ?
C13 C12 H12 121.3 . . ?
C14 C13 C12 122.49(16) . . ?
C14 C13 Cl2 119.09(14) . . ?
C12 C13 Cl2 118.41(13) . . ?
C13 C14 C9 119.13(16) . . ?
C13 C14 H14 120.4 . . ?
C9 C14 H14 120.4 . . ?
C16 C15 C7 116.51(15) . . ?
C16 C15 H15A 108.2 . . ?
C7 C15 H15A 108.2 . . ?
C16 C15 H15B 108.2 . . ?
C7 C15 H15B 108.2 . . ?
H15A C15 H15B 107.3 . . ?
F2 C16 F1 106.39(16) . . ?
F2 C16 F3 106.31(14) . . ?
F1 C16 F3 105.41(15) . . ?
F2 C16 C15 114.26(16) . . ?
F1 C16 C15 114.06(14) . . ?
F3 C16 C15 109.76(15) . . ?
C18 C17 C22 118.11(16) . . ?
C18 C17 C7 124.28(15) . . ?
C22 C17 C7 117.61(15) . . ?
C17 C18 C19 120.70(17) . . ?
C17 C18 H18 119.7 . . ?
C19 C18 H18 119.7 . . ?
C20 C19 C18 120.40(17) . . ?
C20 C19 H19 119.8 . . ?
C18 C19 H19 119.8 . . ?
C19 C20 C21 119.40(17) . . ?
C19 C20 H20 120.3 . . ?
C21 C20 H20 120.3 . . ?
C22 C21 C20 120.25(17) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C21 C22 C17 121.13(17) . . ?
C21 C22 H22 119.4 . . ?
C17 C22 H22 119.4 . . ?

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 -0.2(3) . . . . ?
C1 C2 C3 C4 0.0(3) . . . . ?
C2 C3 C4 C5 0.1(3) . . . . ?
C3 C4 C5 C6 0.0(3) . . . . ?
C3 C4 C5 N1 -177.98(17) . . . . ?
C8 N1 C5 C4 176.91(17) . . . . ?
C8 N1 C5 C6 -1.2(2) . . . . ?
C2 C1 C6 C5 0.3(3) . . . . ?
C2 C1 C6 C7 176.52(17) . . . . ?
C4 C5 C6 C1 -0.2(3) . . . . ?
N1 C5 C6 C1 178.07(15) . . . . ?
C4 C5 C6 C7 -177.23(16) . . . . ?
N1 C5 C6 C7 1.0(2) . . . . ?
C1 C6 C7 C17 -61.4(2) . . . . ?
C5 C6 C7 C17 115.24(15) . . . . ?
C1 C6 C7 C8 -177.04(18) . . . . ?
C5 C6 C7 C8 -0.41(17) . . . . ?
C1 C6 C7 C15 63.4(2) . . . . ?
C5 C6 C7 C15 -119.96(16) . . . . ?
C5 N1 C8 C9 -178.04(14) . . . . ?
C5 N1 C8 C7 0.95(19) . . . . ?
C6 C7 C8 N1 -0.35(18) . . . . ?
C17 C7 C8 N1 -115.13(16) . . . . ?
C15 C7 C8 N1 119.69(16) . . . . ?
C6 C7 C8 C9 178.57(15) . . . . ?
C17 C7 C8 C9 63.8(2) . . . . ?
C15 C7 C8 C9 -61.4(2) . . . . ?
N1 C8 C9 C10 161.81(16) . . . . ?
C7 C8 C9 C10 -17.1(3) . . . . ?
N1 C8 C9 C14 -15.8(2) . . . . ?
C7 C8 C9 C14 165.35(15) . . . . ?
C14 C9 C10 C11 0.9(2) . . . . ?
C8 C9 C10 C11 -176.62(15) . . . . ?
C9 C10 C11 C12 0.2(3) . . . . ?
C9 C10 C11 Cl1 179.53(13) . . . . ?
C10 C11 C12 C13 -0.9(3) . . . . ?
Cl1 C11 C12 C13 179.75(13) . . . . ?
C11 C12 C13 C14 0.5(3) . . . . ?
C11 C12 C13 Cl2 -179.04(13) . . . . ?
C12 C13 C14 C9 0.6(3) . . . . ?
Cl2 C13 C14 C9 -179.85(13) . . . . ?
C10 C9 C14 C13 -1.3(2) . . . . ?
C8 C9 C14 C13 176.34(15) . . . . ?
C6 C7 C15 C16 52.3(2) . . . . ?
C17 C7 C15 C16 176.26(14) . . . . ?
C8 C7 C15 C16 -58.8(2) . . . . ?
C7 C15 C16 F2 -70.1(2) . . . . ?
C7 C15 C16 F1 52.6(2) . . . . ?
C7 C15 C16 F3 170.57(14) . . . . ?
C6 C7 C17 C18 121.34(18) . . . . ?
C8 C7 C17 C18 -130.97(17) . . . . ?
C15 C7 C17 C18 -4.8(2) . . . . ?
C6 C7 C17 C22 -58.4(2) . . . . ?
C8 C7 C17 C22 49.3(2) . . . . ?
C15 C7 C17 C22 175.46(15) . . . . ?
C22 C17 C18 C19 0.2(3) . . . . ?
C7 C17 C18 C19 -179.48(16) . . . . ?
C17 C18 C19 C20 0.4(3) . . . . ?
C18 C19 C20 C21 -1.0(3) . . . . ?
C19 C20 C21 C22 1.1(3) . . . . ?
C20 C21 C22 C17 -0.5(3) . . . . ?
C18 C17 C22 C21 -0.2(3) . . . . ?
C7 C17 C22 C21 179.57(17) . . . . ?

_refine_diff_density_max         0.467
_refine_diff_density_min         -0.300
_refine_diff_density_rms         0.046



####################################################################### 
# 
# 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_20241209lyt_auto
_database_code_depnum_ccdc_archive 'CCDC 2464728'
loop_
_audit_author_name
_audit_author_address
indole
;Zhengzhou University
China
;
_audit_update_record             
;
2025-06-16 deposited with the CCDC.	2025-09-04 downloaded from the CCDC.
;
_audit_creation_date             2024-12-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H19 F6 N O2'
_chemical_formula_sum            'C25 H19 F6 N O2'
_chemical_formula_weight         479.41
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHNO
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'

_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                   12.2122(5)
_cell_length_b                   13.7141(4)
_cell_length_c                   14.0849(6)
_cell_angle_alpha                90
_cell_angle_beta                 112.262(4)
_cell_angle_gamma                90
_cell_volume                     2183.10(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8727
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      30.8000
_cell_measurement_theta_min      2.3910
_shelx_estimated_absorpt_T_max   0.987
_shelx_estimated_absorpt_T_min   0.985
_exptl_absorpt_coefficient_mu    0.127
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56341
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.142a (Rigaku Oxford Diffraction, 2024)
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    1.459
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             984
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0249
_diffrn_reflns_av_unetI/netI     0.0253
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.801
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            21078
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.801
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.863
_diffrn_reflns_theta_min         2.335
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.801
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -27.00  10.00   0.50    2.00    --    6.28 -41.00 156.00   74
  2  ω    -65.00 -39.00   0.50    2.00    --    6.28 -41.00 156.00   52
  3  ω    -17.00  24.00   0.50    2.00    --   -4.09 -99.00 150.00   82
  4  ω    -18.00  32.00   0.50    2.00    --    6.28 -99.00 -30.00  100
  5  ω     -8.00  17.00   0.50    2.00    --    6.28  57.00  60.00   50
  6  ω     18.00  44.00   0.50    2.00    --    6.28  57.00  60.00   52
  7  ω     -2.00  73.00   0.50    2.00    --    6.28  41.00 -50.00  150
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0344572000
_diffrn_orient_matrix_UB_12      -0.0160469000
_diffrn_orient_matrix_UB_13      -0.0277656000
_diffrn_orient_matrix_UB_21      0.0411087000
_diffrn_orient_matrix_UB_22      -0.0214768000
_diffrn_orient_matrix_UB_23      0.0452840000
_diffrn_orient_matrix_UB_31      -0.0325046000
_diffrn_orient_matrix_UB_32      -0.0442297000
_diffrn_orient_matrix_UB_33      -0.0119704000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Mova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4380
_reflns_number_total             5514
_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 1.171.43.142a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.142a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.142a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.366
_refine_diff_density_min         -0.297
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         5514
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0530
_refine_ls_R_factor_gt           0.0398
_refine_ls_restrained_S_all      1.060
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0498P)²+0.6779P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1011
_refine_ls_wR_factor_ref         0.1073
_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.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C12(H12), C13(H13), C14(H14), C15(H15),
 C16(H16), C18(H18), C22(H22)
2.c Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C25(H25A,H25B,H25C)
;
_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 0.63694(9) 0.15850(7) 0.43181(8) 0.0494(3) Uani 1 1 d . . . . .
F2 F 0.62320(8) 0.14500(6) 0.57830(9) 0.0440(3) Uani 1 1 d . . . . .
F3 F 0.76461(7) 0.07387(6) 0.55077(7) 0.0364(2) Uani 1 1 d . . . . .
F4 F 0.40495(8) 0.38546(8) 0.91616(7) 0.0475(3) Uani 1 1 d . . . . .
F5 F 0.51453(9) 0.26069(7) 0.96735(7) 0.0443(2) Uani 1 1 d . . . . .
F6 F 0.58691(10) 0.40412(9) 1.00085(8) 0.0552(3) Uani 1 1 d . . . . .
O1 O 0.73815(8) 0.34792(7) 0.93043(7) 0.0279(2) Uani 1 1 d . . . . .
O2 O 0.33136(8) 0.33057(8) 0.73297(8) 0.0339(2) Uani 1 1 d . . . . .
N1 N 0.51484(9) 0.37400(8) 0.46914(8) 0.0208(2) Uani 1 1 d . . . . .
C1 C 0.74386(12) 0.37056(10) 0.36392(11) 0.0266(3) Uani 1 1 d . . . . .
H1 H 0.826907 0.360096 0.389014 0.032 Uiso 1 1 calc R U . . .
C2 C 0.68002(13) 0.39186(10) 0.26078(11) 0.0311(3) Uani 1 1 d . . . . .
H2 H 0.720406 0.395774 0.215016 0.037 Uiso 1 1 calc R U . . .
C3 C 0.55840(13) 0.40752(10) 0.22351(10) 0.0287(3) Uani 1 1 d . . . . .
H3 H 0.517033 0.421661 0.152848 0.034 Uiso 1 1 calc R U . . .
C4 C 0.49670(12) 0.40267(9) 0.28867(10) 0.0249(3) Uani 1 1 d . . . . .
H4 H 0.413797 0.413819 0.263987 0.030 Uiso 1 1 calc R U . . .
C5 C 0.56066(11) 0.38099(9) 0.39069(10) 0.0209(2) Uani 1 1 d . . . . .
C6 C 0.68243(11) 0.36514(9) 0.42849(9) 0.0204(2) Uani 1 1 d . . . . .
C7 C 0.72283(10) 0.34508(8) 0.54298(9) 0.0182(2) Uani 1 1 d . . . . .
C8 C 0.60215(10) 0.35524(8) 0.55407(9) 0.0180(2) Uani 1 1 d . . . . .
C9 C 0.77961(10) 0.24293(8) 0.57199(10) 0.0206(2) Uani 1 1 d . . . . .
H9A H 0.845451 0.238211 0.547490 0.025 Uiso 1 1 calc R U . . .
H9B H 0.814554 0.238358 0.647772 0.025 Uiso 1 1 calc R U . . .
C10 C 0.70052(12) 0.15624(9) 0.53188(11) 0.0267(3) Uani 1 1 d . . . . .
C11 C 0.80968(11) 0.42469(9) 0.60412(9) 0.0206(2) Uani 1 1 d . . . . .
C12 C 0.76589(13) 0.51831(10) 0.60496(11) 0.0286(3) Uani 1 1 d . . . . .
H12 H 0.684169 0.531306 0.568649 0.034 Uiso 1 1 calc R U . . .
C13 C 0.84073(15) 0.59260(11) 0.65840(13) 0.0403(4) Uani 1 1 d . . . . .
H13 H 0.809856 0.656177 0.658430 0.048 Uiso 1 1 calc R U . . .
C14 C 0.95992(16) 0.57514(12) 0.71171(14) 0.0439(4) Uani 1 1 d . . . . .
H14 H 1.010849 0.626437 0.748059 0.053 Uiso 1 1 calc R U . . .
C15 C 1.00411(14) 0.48303(12) 0.71169(14) 0.0444(4) Uani 1 1 d . . . . .
H15 H 1.085884 0.470550 0.748348 0.053 Uiso 1 1 calc R U . . .
C16 C 0.92934(12) 0.40761(10) 0.65802(12) 0.0328(3) Uani 1 1 d . . . . .
H16 H 0.960658 0.344135 0.658414 0.039 Uiso 1 1 calc R U . . .
C17 C 0.58188(10) 0.34909(8) 0.65087(9) 0.0184(2) Uani 1 1 d . . . . .
C18 C 0.46559(11) 0.34281(9) 0.64473(10) 0.0205(2) Uani 1 1 d . . . . .
H18 H 0.402373 0.339885 0.579604 0.025 Uiso 1 1 calc R U . . .
C19 C 0.44184(11) 0.34083(9) 0.73371(10) 0.0218(2) Uani 1 1 d . . . . .
C20 C 0.53439(11) 0.34782(9) 0.83051(10) 0.0209(2) Uani 1 1 d . . . . .
C21 C 0.65143(11) 0.34996(8) 0.83551(9) 0.0199(2) Uani 1 1 d . . . . .
C22 C 0.67535(10) 0.35124(8) 0.74610(9) 0.0194(2) Uani 1 1 d . . . . .
H22 H 0.754745 0.353562 0.750151 0.023 Uiso 1 1 calc R U . . .
C23 C 0.23508(13) 0.32933(14) 0.63594(13) 0.0420(4) Uani 1 1 d . . . . .
H23A H 0.245523 0.275370 0.594538 0.063 Uiso 1 1 calc R U . . .
H23B H 0.232831 0.391142 0.600329 0.063 Uiso 1 1 calc R U . . .
H23C H 0.160700 0.320642 0.646262 0.063 Uiso 1 1 calc R U . . .
C24 C 0.50998(12) 0.35004(10) 0.92744(10) 0.0255(3) Uani 1 1 d . . . . .
C25 C 0.85768(12) 0.35932(12) 0.93966(12) 0.0343(3) Uani 1 1 d . . . . .
H25A H 0.865089 0.419167 0.904539 0.052 Uiso 1 1 calc R U . . .
H25B H 0.880862 0.303209 0.908420 0.052 Uiso 1 1 calc R U . . .
H25C H 0.909327 0.363434 1.012370 0.052 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 1.3271(17) . ?
F2 C10 1.3456(16) . ?
F3 C10 1.3423(15) . ?
F4 C24 1.3236(15) . ?
F5 C24 1.3406(16) . ?
F6 C24 1.3287(16) . ?
O1 C21 1.3554(15) . ?
O1 C25 1.4242(17) . ?
O2 C19 1.3527(15) . ?
O2 C23 1.4258(19) . ?
N1 C5 1.4184(15) . ?
N1 C8 1.2913(16) . ?
C1 H1 0.9500 . ?
C1 C2 1.395(2) . ?
C1 C6 1.3829(17) . ?
C2 H2 0.9500 . ?
C2 C3 1.392(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.3922(18) . ?
C4 H4 0.9500 . ?
C4 C5 1.3831(18) . ?
C5 C6 1.3936(17) . ?
C6 C7 1.5221(17) . ?
C7 C8 1.5460(15) . ?
C7 C9 1.5479(16) . ?
C7 C11 1.5383(17) . ?
C8 C17 1.4775(16) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.5007(17) . ?
C11 C12 1.3926(18) . ?
C11 C16 1.3878(18) . ?
C12 H12 0.9500 . ?
C12 C13 1.385(2) . ?
C13 H13 0.9500 . ?
C13 C14 1.383(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.374(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.397(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.3924(16) . ?
C17 C22 1.3938(17) . ?
C18 H18 0.9500 . ?
C18 C19 1.3896(17) . ?
C19 C20 1.4064(18) . ?
C20 C21 1.4044(17) . ?
C20 C24 1.5039(17) . ?
C21 C22 1.3966(16) . ?
C22 H22 0.9500 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?

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
C21 O1 C25 118.59(10) . . ?
C19 O2 C23 117.81(11) . . ?
C8 N1 C5 107.71(10) . . ?
C2 C1 H1 121.1 . . ?
C6 C1 H1 121.1 . . ?
C6 C1 C2 117.89(12) . . ?
C1 C2 H2 119.3 . . ?
C3 C2 C1 121.38(12) . . ?
C3 C2 H2 119.3 . . ?
C2 C3 H3 119.6 . . ?
C2 C3 C4 120.72(12) . . ?
C4 C3 H3 119.6 . . ?
C3 C4 H4 121.3 . . ?
C5 C4 C3 117.48(12) . . ?
C5 C4 H4 121.3 . . ?
C4 C5 N1 126.13(11) . . ?
C4 C5 C6 122.10(11) . . ?
C6 C5 N1 111.75(11) . . ?
C1 C6 C5 120.43(12) . . ?
C1 C6 C7 131.89(11) . . ?
C5 C6 C7 107.67(10) . . ?
C6 C7 C8 98.74(9) . . ?
C6 C7 C9 112.10(10) . . ?
C6 C7 C11 110.05(10) . . ?
C8 C7 C9 113.81(9) . . ?
C11 C7 C8 111.16(9) . . ?
C11 C7 C9 110.47(10) . . ?
N1 C8 C7 114.11(10) . . ?
N1 C8 C17 119.87(10) . . ?
C17 C8 C7 125.97(10) . . ?
C7 C9 H9A 108.0 . . ?
C7 C9 H9B 108.0 . . ?
H9A C9 H9B 107.2 . . ?
C10 C9 C7 117.23(10) . . ?
C10 C9 H9A 108.0 . . ?
C10 C9 H9B 108.0 . . ?
F1 C10 F2 106.44(11) . . ?
F1 C10 F3 107.03(11) . . ?
F1 C10 C9 114.55(11) . . ?
F2 C10 C9 112.20(11) . . ?
F3 C10 F2 105.73(11) . . ?
F3 C10 C9 110.38(10) . . ?
C12 C11 C7 118.26(11) . . ?
C16 C11 C7 123.11(11) . . ?
C16 C11 C12 118.63(12) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 C11 120.41(13) . . ?
C13 C12 H12 119.8 . . ?
C12 C13 H13 119.7 . . ?
C14 C13 C12 120.66(14) . . ?
C14 C13 H13 119.7 . . ?
C13 C14 H14 120.3 . . ?
C15 C14 C13 119.47(14) . . ?
C15 C14 H14 120.3 . . ?
C14 C15 H15 119.8 . . ?
C14 C15 C16 120.31(15) . . ?
C16 C15 H15 119.8 . . ?
C11 C16 C15 120.53(14) . . ?
C11 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
C18 C17 C8 118.01(11) . . ?
C18 C17 C22 120.35(11) . . ?
C22 C17 C8 121.63(10) . . ?
C17 C18 H18 119.9 . . ?
C19 C18 C17 120.11(12) . . ?
C19 C18 H18 119.9 . . ?
O2 C19 C18 122.92(12) . . ?
O2 C19 C20 116.58(11) . . ?
C18 C19 C20 120.49(11) . . ?
C19 C20 C24 121.24(11) . . ?
C21 C20 C19 118.61(11) . . ?
C21 C20 C24 120.13(11) . . ?
O1 C21 C20 116.69(11) . . ?
O1 C21 C22 122.52(11) . . ?
C22 C21 C20 120.77(11) . . ?
C17 C22 C21 119.52(11) . . ?
C17 C22 H22 120.2 . . ?
C21 C22 H22 120.2 . . ?
O2 C23 H23A 109.5 . . ?
O2 C23 H23B 109.5 . . ?
O2 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
F4 C24 F5 105.67(11) . . ?
F4 C24 F6 104.83(11) . . ?
F4 C24 C20 114.50(11) . . ?
F5 C24 C20 111.78(11) . . ?
F6 C24 F5 106.21(12) . . ?
F6 C24 C20 113.13(11) . . ?
O1 C25 H25A 109.5 . . ?
O1 C25 H25B 109.5 . . ?
O1 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C21 C22 C17 177.26(11) . . . . ?
O2 C19 C20 C21 174.50(11) . . . . ?
O2 C19 C20 C24 -3.71(17) . . . . ?
N1 C5 C6 C1 -178.89(11) . . . . ?
N1 C5 C6 C7 0.29(14) . . . . ?
N1 C8 C17 C18 13.65(17) . . . . ?
N1 C8 C17 C22 -165.17(11) . . . . ?
C1 C2 C3 C4 0.2(2) . . . . ?
C1 C6 C7 C8 178.30(13) . . . . ?
C1 C6 C7 C9 -61.48(17) . . . . ?
C1 C6 C7 C11 61.88(17) . . . . ?
C2 C1 C6 C5 -0.22(19) . . . . ?
C2 C1 C6 C7 -179.18(13) . . . . ?
C2 C3 C4 C5 -0.56(19) . . . . ?
C3 C4 C5 N1 179.10(12) . . . . ?
C3 C4 C5 C6 0.50(19) . . . . ?
C4 C5 C6 C1 -0.11(19) . . . . ?
C4 C5 C6 C7 179.07(11) . . . . ?
C5 N1 C8 C7 -0.98(14) . . . . ?
C5 N1 C8 C17 176.73(10) . . . . ?
C5 C6 C7 C8 -0.75(12) . . . . ?
C5 C6 C7 C9 119.47(11) . . . . ?
C5 C6 C7 C11 -117.17(11) . . . . ?
C6 C1 C2 C3 0.2(2) . . . . ?
C6 C7 C8 N1 1.10(13) . . . . ?
C6 C7 C8 C17 -176.45(11) . . . . ?
C6 C7 C9 C10 -66.24(14) . . . . ?
C6 C7 C11 C12 69.38(14) . . . . ?
C6 C7 C11 C16 -110.39(14) . . . . ?
C7 C8 C17 C18 -168.93(11) . . . . ?
C7 C8 C17 C22 12.25(17) . . . . ?
C7 C9 C10 F1 50.45(16) . . . . ?
C7 C9 C10 F2 -71.04(15) . . . . ?
C7 C9 C10 F3 171.33(10) . . . . ?
C7 C11 C12 C13 -179.62(13) . . . . ?
C7 C11 C16 C15 179.61(14) . . . . ?
C8 N1 C5 C4 -178.29(12) . . . . ?
C8 N1 C5 C6 0.43(14) . . . . ?
C8 C7 C9 C10 44.77(15) . . . . ?
C8 C7 C11 C12 -38.97(15) . . . . ?
C8 C7 C11 C16 141.26(13) . . . . ?
C8 C17 C18 C19 -177.42(11) . . . . ?
C8 C17 C22 C21 176.92(11) . . . . ?
C9 C7 C8 N1 -117.85(12) . . . . ?
C9 C7 C8 C17 64.60(15) . . . . ?
C9 C7 C11 C12 -166.31(11) . . . . ?
C9 C7 C11 C16 13.92(17) . . . . ?
C11 C7 C8 N1 116.66(11) . . . . ?
C11 C7 C8 C17 -60.89(14) . . . . ?
C11 C7 C9 C10 170.63(10) . . . . ?
C11 C12 C13 C14 0.0(2) . . . . ?
C12 C11 C16 C15 -0.2(2) . . . . ?
C12 C13 C14 C15 -0.2(3) . . . . ?
C13 C14 C15 C16 0.2(3) . . . . ?
C14 C15 C16 C11 0.0(3) . . . . ?
C16 C11 C12 C13 0.2(2) . . . . ?
C17 C18 C19 O2 -177.06(11) . . . . ?
C17 C18 C19 C20 1.76(18) . . . . ?
C18 C17 C22 C21 -1.88(17) . . . . ?
C18 C19 C20 C21 -4.39(18) . . . . ?
C18 C19 C20 C24 177.40(11) . . . . ?
C19 C20 C21 O1 -174.28(11) . . . . ?
C19 C20 C21 C22 3.93(17) . . . . ?
C19 C20 C24 F4 -27.08(17) . . . . ?
C19 C20 C24 F5 93.04(14) . . . . ?
C19 C20 C24 F6 -147.12(13) . . . . ?
C20 C21 C22 C17 -0.84(17) . . . . ?
C21 C20 C24 F4 154.73(12) . . . . ?
C21 C20 C24 F5 -85.15(14) . . . . ?
C21 C20 C24 F6 34.70(17) . . . . ?
C22 C17 C18 C19 1.42(18) . . . . ?
C23 O2 C19 C18 -4.93(19) . . . . ?
C23 O2 C19 C20 176.22(13) . . . . ?
C24 C20 C21 O1 3.96(17) . . . . ?
C24 C20 C21 C22 -177.84(11) . . . . ?
C25 O1 C21 C20 -174.10(11) . . . . ?
C25 O1 C21 C22 7.73(17) . . . . ?

_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 1.491
_oxdiff_exptl_absorpt_empirical_full_min 0.611
