# Supplementary Information (SI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 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. 
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data_mo_cm_lcm_lkz_378_150k_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2254389'
loop_
_audit_author_name
_audit_author_address
lkza
;West China Hospital of Sichuan University
China
;
_audit_update_record             
;
2023-04-06 deposited with the CCDC.	2025-06-30 downloaded from the CCDC.
;
_audit_creation_date             2023-04-06
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H21 F3 N2 O5'
_chemical_formula_sum            'C22 H21 F3 N2 O5'
_chemical_formula_weight         450.41
_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 0.0033 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      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                   10.0991(6)
_cell_length_b                   10.3919(7)
_cell_length_c                   10.7913(6)
_cell_angle_alpha                98.105(2)
_cell_angle_beta                 94.866(2)
_cell_angle_gamma                101.483(2)
_cell_volume                     1091.32(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9906
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.462
_cell_measurement_theta_min      2.556
_shelx_estimated_absorpt_T_max   0.978
_shelx_estimated_absorpt_T_min   0.945
_exptl_absorpt_coefficient_mu    0.114
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.7008
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0935 before and 0.0534 after correction.
The Ratio of minimum to maximum transmission is 0.9399.
The λ/2 correction factor is Not present.
;
_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    1.371
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             468
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0410
_diffrn_reflns_av_unetI/netI     0.0295
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            25984
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.527
_diffrn_reflns_theta_min         1.919
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4025
_reflns_number_total             4996
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.393
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     306
_refine_ls_number_reflns         4996
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0549
_refine_ls_R_factor_gt           0.0425
_refine_ls_restrained_S_all      1.032
_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)+(0.0543P)²+0.3911P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1072
_refine_ls_wR_factor_ref         0.1152
_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. Uiso/Uaniso restraints and constraints
Uanis(C2A) = Uanis(C2)
3. Others
 Sof(C2A)=Sof(H2AA)=Sof(H2AB)=1-FVAR(1)
 Sof(C2)=Sof(H2A)=Sof(H2B)=FVAR(1)
 Sof(C1A)=Sof(H1AA)=Sof(H1AB)=Sof(H1AC)=1-FVAR(2)
 Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(H1C)=FVAR(2)
4.a Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C9(H9A,H9B), C2(H2A,H2B), C2A(H2AA,H2AB)
4.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C13(H13), C14(H14), C15(H15), C16(H16), C18(H18), C19(H19), C21(H21),
 C22(H22)
4.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C10(H10A,H10B,H10C), C1A(H1AA,H1AB,H1AC)
;
_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 0.22403(10) 0.39007(9) 0.70157(10) 0.0450(3) Uani 1 1 d . . . . .
O7 O 0.38652(11) 0.66975(11) 0.91971(10) 0.0354(3) Uani 1 1 d . . . . .
O2 O 0.64663(12) 0.88038(12) 0.77707(11) 0.0435(3) Uani 1 1 d . . . . .
O3 O 0.58292(10) 0.85548(11) 0.42544(10) 0.0347(2) Uani 1 1 d . . . . .
F4 F -0.01613(10) 0.91907(11) 0.65859(13) 0.0610(3) Uani 1 1 d . . . . .
F5 F 0.40626(11) 0.41072(10) 0.83158(10) 0.0497(3) Uani 1 1 d . . . . .
O6 O 0.16802(12) 0.56040(13) 0.88588(12) 0.0503(3) Uani 1 1 d . . . . .
O1 O 0.78840(13) 0.74295(13) 0.79607(11) 0.0477(3) Uani 1 1 d . . . . .
N2 N 0.51423(11) 0.70874(11) 0.55680(10) 0.0231(2) Uani 1 1 d . . . . .
N3 N 0.30012(12) 0.61262(11) 0.34719(11) 0.0259(2) Uani 1 1 d . . . . .
C1 C 0.9486(6) 0.7690(5) 0.9745(4) 0.0737(18) Uani 0.667(12) 1 d . . P A 1
H1A H 0.9973 0.8024 0.9069 0.111 Uiso 0.667(12) 1 calc R U P A 1
H1B H 0.9678 0.6822 0.9854 0.111 Uiso 0.667(12) 1 calc R U P A 1
H1C H 0.9787 0.8318 1.0532 0.111 Uiso 0.667(12) 1 calc R U P A 1
C3 C 0.69297(14) 0.78837(14) 0.73471(14) 0.0296(3) Uani 1 1 d . . . . .
C4 C 0.65450(13) 0.71084(14) 0.60316(13) 0.0264(3) Uani 1 1 d . . . . .
H4A H 0.7160 0.7516 0.5460 0.032 Uiso 1 1 calc R U . . .
H4B H 0.6661 0.6185 0.6031 0.032 Uiso 1 1 calc R U . . .
C5 C 0.40838(13) 0.64782(13) 0.62246(12) 0.0225(3) Uani 1 1 d . . . . .
C6 C 0.42319(14) 0.54185(13) 0.67512(13) 0.0261(3) Uani 1 1 d . . . . .
H6 H 0.4966 0.5016 0.6539 0.031 Uiso 1 1 calc R U . . .
C7 C 0.33452(16) 0.48164(14) 0.76403(14) 0.0321(3) Uani 1 1 d . . . . .
C8 C 0.28308(16) 0.57583(15) 0.86305(14) 0.0332(3) Uani 1 1 d . . . . .
C9 C 0.3547(2) 0.76686(19) 1.01831(17) 0.0490(5) Uani 1 1 d . . . . .
H9A H 0.3047 0.7207 1.0801 0.059 Uiso 1 1 calc R U . . .
H9B H 0.2971 0.8216 0.9810 0.059 Uiso 1 1 calc R U . . .
C10 C 0.4853(2) 0.85234(17) 1.08126(17) 0.0454(4) Uani 1 1 d . . . . .
H10A H 0.5391 0.7979 1.1221 0.068 Uiso 1 1 calc R U . . .
H10B H 0.4670 0.9218 1.1448 0.068 Uiso 1 1 calc R U . . .
H10C H 0.5361 0.8937 1.0185 0.068 Uiso 1 1 calc R U . . .
C11 C 0.49202(13) 0.77635(13) 0.45842(13) 0.0245(3) Uani 1 1 d . . . . .
C12 C 0.35203(13) 0.74226(13) 0.38694(12) 0.0234(3) Uani 1 1 d . . . . .
C13 C 0.28785(15) 0.84322(14) 0.36168(14) 0.0293(3) Uani 1 1 d . . . . .
H13 H 0.3305 0.9341 0.3893 0.035 Uiso 1 1 calc R U . . .
C14 C 0.15942(16) 0.80725(16) 0.29489(15) 0.0353(3) Uani 1 1 d . . . . .
H14 H 0.1104 0.8733 0.2783 0.042 Uiso 1 1 calc R U . . .
C15 C 0.10346(15) 0.67443(16) 0.25273(14) 0.0328(3) Uani 1 1 d . . . . .
H15 H 0.0156 0.6474 0.2064 0.039 Uiso 1 1 calc R U . . .
C16 C 0.17775(14) 0.58156(14) 0.27929(14) 0.0295(3) Uani 1 1 d . . . . .
H16 H 0.1398 0.4904 0.2475 0.035 Uiso 1 1 calc R U . . .
C17 C 0.29377(13) 0.71741(13) 0.63660(12) 0.0239(3) Uani 1 1 d . . . . .
C18 C 0.15895(14) 0.64928(14) 0.60569(15) 0.0303(3) Uani 1 1 d . . . . .
H18 H 0.1388 0.5557 0.5787 0.036 Uiso 1 1 calc R U . . .
C19 C 0.05398(15) 0.71695(16) 0.61394(17) 0.0384(4) Uani 1 1 d . . . . .
H19 H -0.0382 0.6711 0.5927 0.046 Uiso 1 1 calc R U . . .
C20 C 0.08683(16) 0.85209(16) 0.65365(18) 0.0392(4) Uani 1 1 d . . . . .
C21 C 0.21783(16) 0.92292(15) 0.68681(16) 0.0361(3) Uani 1 1 d . . . . .
H21 H 0.2365 1.0162 0.7153 0.043 Uiso 1 1 calc R U . . .
C22 C 0.32219(15) 0.85479(14) 0.67760(14) 0.0287(3) Uani 1 1 d . . . . .
H22 H 0.4139 0.9018 0.6993 0.034 Uiso 1 1 calc R U . . .
C2 C 0.797(2) 0.754(2) 0.9406(17) 0.0659(11) Uani 0.167(8) 1 d . . P A 1
H2A H 0.7653 0.8334 0.9790 0.079 Uiso 0.167(8) 1 calc R U P A 1
H2B H 0.7443 0.6737 0.9664 0.079 Uiso 0.167(8) 1 calc R U P A 1
C2A C 0.8442(4) 0.8236(5) 0.9197(3) 0.0659(11) Uani 0.833(8) 1 d . . P A 2
H2AA H 0.9392 0.8704 0.9169 0.079 Uiso 0.833(8) 1 calc R U P A 2
H2AB H 0.7898 0.8912 0.9417 0.079 Uiso 0.833(8) 1 calc R U P A 2
C1A C 0.841(2) 0.7472(13) 1.0014(10) 0.122(6) Uani 0.333(12) 1 d . . P A 2
H1AA H 0.7504 0.7325 1.0308 0.184 Uiso 0.333(12) 1 calc R U P A 2
H1AB H 0.9097 0.7882 1.0728 0.184 Uiso 0.333(12) 1 calc R U P A 2
H1AC H 0.8588 0.6619 0.9640 0.184 Uiso 0.333(12) 1 calc R U P A 2


_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 C7 1.3688(18) . ?
O7 C8 1.3172(19) . ?
O7 C9 1.4625(19) . ?
O2 C3 1.1973(18) . ?
O3 C11 1.2178(17) . ?
F4 C20 1.3622(17) . ?
F5 C7 1.3689(18) . ?
O6 C8 1.1926(19) . ?
O1 C3 1.3232(18) . ?
O1 C2 1.541(19) . ?
O1 C2A 1.473(3) . ?
N2 C4 1.4567(16) . ?
N2 C5 1.4252(17) . ?
N2 C11 1.3798(18) . ?
N3 C12 1.3384(17) . ?
N3 C16 1.3376(18) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.51(2) . ?
C3 C4 1.508(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.3363(19) . ?
C5 C17 1.4892(18) . ?
C6 H6 0.9500 . ?
C6 C7 1.485(2) . ?
C7 C8 1.540(2) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.484(3) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.5026(18) . ?
C12 C13 1.3844(19) . ?
C13 H13 0.9500 . ?
C13 C14 1.383(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.378(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.381(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.3925(19) . ?
C17 C22 1.3977(19) . ?
C18 H18 0.9500 . ?
C18 C19 1.386(2) . ?
C19 H19 0.9500 . ?
C19 C20 1.374(2) . ?
C20 C21 1.370(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.385(2) . ?
C22 H22 0.9500 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2A H2AA 0.9900 . ?
C2A H2AB 0.9900 . ?
C2A C1A 1.265(13) . ?
C1A H1AA 0.9800 . ?
C1A H1AB 0.9800 . ?
C1A H1AC 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
C8 O7 C9 115.89(12) . . ?
C3 O1 C2 119.6(7) . . ?
C3 O1 C2A 114.00(16) . . ?
C5 N2 C4 118.42(11) . . ?
C11 N2 C4 117.88(11) . . ?
C11 N2 C5 123.44(11) . . ?
C16 N3 C12 116.39(12) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
O2 C3 O1 124.48(14) . . ?
O2 C3 C4 125.03(13) . . ?
O1 C3 C4 110.45(12) . . ?
N2 C4 C3 111.38(11) . . ?
N2 C4 H4A 109.4 . . ?
N2 C4 H4B 109.4 . . ?
C3 C4 H4A 109.4 . . ?
C3 C4 H4B 109.4 . . ?
H4A C4 H4B 108.0 . . ?
N2 C5 C17 115.70(11) . . ?
C6 C5 N2 119.15(12) . . ?
C6 C5 C17 124.89(12) . . ?
C5 C6 H6 117.2 . . ?
C5 C6 C7 125.51(12) . . ?
C7 C6 H6 117.2 . . ?
F1 C7 F5 105.06(11) . . ?
F1 C7 C6 111.60(12) . . ?
F1 C7 C8 107.83(12) . . ?
F5 C7 C6 108.08(12) . . ?
F5 C7 C8 105.39(12) . . ?
C6 C7 C8 117.98(12) . . ?
O7 C8 C7 109.11(12) . . ?
O6 C8 O7 126.86(15) . . ?
O6 C8 C7 123.96(14) . . ?
O7 C9 H9A 110.2 . . ?
O7 C9 H9B 110.2 . . ?
O7 C9 C10 107.59(14) . . ?
H9A C9 H9B 108.5 . . ?
C10 C9 H9A 110.2 . . ?
C10 C9 H9B 110.2 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O3 C11 N2 122.07(12) . . ?
O3 C11 C12 120.53(12) . . ?
N2 C11 C12 117.29(11) . . ?
N3 C12 C11 115.93(11) . . ?
N3 C12 C13 124.33(13) . . ?
C13 C12 C11 119.68(12) . . ?
C12 C13 H13 121.2 . . ?
C14 C13 C12 117.70(13) . . ?
C14 C13 H13 121.2 . . ?
C13 C14 H14 120.4 . . ?
C15 C14 C13 119.17(14) . . ?
C15 C14 H14 120.4 . . ?
C14 C15 H15 120.7 . . ?
C14 C15 C16 118.62(13) . . ?
C16 C15 H15 120.7 . . ?
N3 C16 C15 123.71(13) . . ?
N3 C16 H16 118.1 . . ?
C15 C16 H16 118.1 . . ?
C18 C17 C5 121.39(12) . . ?
C18 C17 C22 119.26(12) . . ?
C22 C17 C5 119.32(12) . . ?
C17 C18 H18 119.8 . . ?
C19 C18 C17 120.49(13) . . ?
C19 C18 H18 119.8 . . ?
C18 C19 H19 120.9 . . ?
C20 C19 C18 118.20(14) . . ?
C20 C19 H19 120.9 . . ?
F4 C20 C19 118.18(15) . . ?
F4 C20 C21 118.49(14) . . ?
C21 C20 C19 123.32(14) . . ?
C20 C21 H21 120.9 . . ?
C20 C21 C22 118.14(14) . . ?
C22 C21 H21 120.9 . . ?
C17 C22 H22 119.7 . . ?
C21 C22 C17 120.58(13) . . ?
C21 C22 H22 119.7 . . ?
O1 C2 H2A 111.6 . . ?
O1 C2 H2B 111.6 . . ?
C1 C2 O1 100.9(14) . . ?
C1 C2 H2A 111.6 . . ?
C1 C2 H2B 111.6 . . ?
H2A C2 H2B 109.4 . . ?
O1 C2A H2AA 110.0 . . ?
O1 C2A H2AB 110.0 . . ?
H2AA C2A H2AB 108.4 . . ?
C1A C2A O1 108.5(7) . . ?
C1A C2A H2AA 110.0 . . ?
C1A C2A H2AB 110.0 . . ?
C2A C1A H1AA 109.5 . . ?
C2A C1A H1AB 109.5 . . ?
C2A C1A H1AC 109.5 . . ?
H1AA C1A H1AB 109.5 . . ?
H1AA C1A H1AC 109.5 . . ?
H1AB C1A H1AC 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 C7 C8 O7 -176.41(12) . . . . ?
F1 C7 C8 O6 6.2(2) . . . . ?
O2 C3 C4 N2 -30.1(2) . . . . ?
O3 C11 C12 N3 126.03(14) . . . . ?
O3 C11 C12 C13 -51.29(19) . . . . ?
F4 C20 C21 C22 -177.92(15) . . . . ?
F5 C7 C8 O7 71.78(15) . . . . ?
F5 C7 C8 O6 -105.59(18) . . . . ?
O1 C3 C4 N2 151.68(12) . . . . ?
N2 C5 C6 C7 169.02(12) . . . . ?
N2 C5 C17 C18 130.41(14) . . . . ?
N2 C5 C17 C22 -47.34(17) . . . . ?
N2 C11 C12 N3 -50.18(16) . . . . ?
N2 C11 C12 C13 132.50(13) . . . . ?
N3 C12 C13 C14 2.5(2) . . . . ?
C3 O1 C2 C1 -149.1(7) . . . . ?
C3 O1 C2A C1A 129.3(12) . . . . ?
C4 N2 C5 C6 -34.34(17) . . . . ?
C4 N2 C5 C17 140.12(12) . . . . ?
C4 N2 C11 O3 -13.52(19) . . . . ?
C4 N2 C11 C12 162.63(11) . . . . ?
C5 N2 C4 C3 -62.04(15) . . . . ?
C5 N2 C11 O3 160.51(13) . . . . ?
C5 N2 C11 C12 -23.34(18) . . . . ?
C5 C6 C7 F1 86.88(17) . . . . ?
C5 C6 C7 F5 -158.09(13) . . . . ?
C5 C6 C7 C8 -38.8(2) . . . . ?
C5 C17 C18 C19 -176.97(14) . . . . ?
C5 C17 C22 C21 177.42(13) . . . . ?
C6 C5 C17 C18 -55.5(2) . . . . ?
C6 C5 C17 C22 126.76(15) . . . . ?
C6 C7 C8 O7 -48.92(18) . . . . ?
C6 C7 C8 O6 133.71(17) . . . . ?
C8 O7 C9 C10 172.69(14) . . . . ?
C9 O7 C8 O6 -1.9(2) . . . . ?
C9 O7 C8 C7 -179.18(13) . . . . ?
C11 N2 C4 C3 112.30(13) . . . . ?
C11 N2 C5 C6 151.66(13) . . . . ?
C11 N2 C5 C17 -33.88(17) . . . . ?
C11 C12 C13 C14 179.58(13) . . . . ?
C12 N3 C16 C15 -2.0(2) . . . . ?
C12 C13 C14 C15 -2.4(2) . . . . ?
C13 C14 C15 C16 0.3(2) . . . . ?
C14 C15 C16 N3 2.1(2) . . . . ?
C16 N3 C12 C11 -177.50(12) . . . . ?
C16 N3 C12 C13 -0.3(2) . . . . ?
C17 C5 C6 C7 -4.9(2) . . . . ?
C17 C18 C19 C20 -0.2(2) . . . . ?
C18 C17 C22 C21 -0.4(2) . . . . ?
C18 C19 C20 F4 178.31(15) . . . . ?
C18 C19 C20 C21 -0.8(3) . . . . ?
C19 C20 C21 C22 1.2(3) . . . . ?
C20 C21 C22 C17 -0.6(2) . . . . ?
C22 C17 C18 C19 0.8(2) . . . . ?
C2 O1 C3 O2 30.7(12) . . . . ?
C2 O1 C3 C4 -151.1(12) . . . . ?
C2A O1 C3 O2 -5.5(3) . . . . ?
C2A O1 C3 C4 172.7(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_cm_lcm_lkz_501_150k_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2254390'
loop_
_audit_author_name
_audit_author_address
lkzb
;West China Hospital of Sichuan University
China
;
_audit_update_record             
;
2023-04-06 deposited with the CCDC.	2025-06-30 downloaded from the CCDC.
;
_audit_creation_date             2023-04-06
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H30 F2 N2 O5'
_chemical_formula_sum            'C30 H30 F2 N2 O5'
_chemical_formula_weight         536.56
_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 0.0033 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      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                   10.6872(5)
_cell_length_b                   11.2785(6)
_cell_length_c                   12.6943(7)
_cell_angle_alpha                108.884(2)
_cell_angle_beta                 97.089(2)
_cell_angle_gamma                106.591(2)
_cell_volume                     1347.61(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9950
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.490
_cell_measurement_theta_min      2.741
_shelx_estimated_absorpt_T_max   0.966
_shelx_estimated_absorpt_T_min   0.959
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.7043
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0977 before and 0.0516 after correction.
The Ratio of minimum to maximum transmission is 0.9446.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear brownish brown'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   brownish
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.322
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             564
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.35
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0404
_diffrn_reflns_av_unetI/netI     0.0300
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            29648
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.522
_diffrn_reflns_theta_min         2.035
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5060
_reflns_number_total             6189
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.306
_refine_diff_density_min         -0.301
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     357
_refine_ls_number_reflns         6189
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0517
_refine_ls_R_factor_gt           0.0401
_refine_ls_restrained_S_all      1.033
_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)+(0.0510P)²+0.4079P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0980
_refine_ls_wR_factor_ref         0.1054
_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:
 C2(H2A,H2B)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C8(H8), C9(H9), C13(H13), C14(H14), C17(H17), C18(H18), C19(H19),
 C20(H20), C22(H22), C23(H23), C29(H29), C30(H30)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C12(H12A,H12B,H12C), C26(H26A,H26B,H26C), C27(H27A,H27B,
 H27C), C28(H28A,H28B,H28C)
;
_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 0.35317(8) 0.72693(8) 0.75976(7) 0.0332(2) Uani 1 1 d . . . . .
F2 F 0.48884(7) 0.66469(8) 0.65829(6) 0.02931(19) Uani 1 1 d . . . . .
O1 O 0.57481(9) 0.61241(10) 0.82621(8) 0.0264(2) Uani 1 1 d . . . . .
O2 O 0.19289(10) -0.02389(10) 0.02399(8) 0.0319(2) Uani 1 1 d . . . . .
O3 O 0.00540(10) -0.17956(10) 0.02085(8) 0.0326(2) Uani 1 1 d . . . . .
O4 O -0.11117(9) 0.28157(10) 0.45156(8) 0.0304(2) Uani 1 1 d . . . . .
O5 O 0.37043(10) 0.53997(11) 0.86021(8) 0.0353(2) Uani 1 1 d . . . . .
N1 N 0.10800(10) 0.29942(10) 0.50382(8) 0.0182(2) Uani 1 1 d . . . . .
N2 N 0.05227(11) 0.35608(11) 0.72680(9) 0.0238(2) Uani 1 1 d . . . . .
C1 C 0.66158(16) 0.70928(16) 1.03316(13) 0.0379(4) Uani 1 1 d . . . . .
H1A H 0.7230 0.7894 1.0281 0.057 Uiso 1 1 calc R U . . .
H1B H 0.7020 0.6934 1.0986 0.057 Uiso 1 1 calc R U . . .
H1C H 0.5764 0.7222 1.0435 0.057 Uiso 1 1 calc R U . . .
C2 C 0.63626(14) 0.59154(15) 0.92521(12) 0.0313(3) Uani 1 1 d . . . . .
H2A H 0.7222 0.5781 0.9149 0.038 Uiso 1 1 calc R U . . .
H2B H 0.5759 0.5102 0.9309 0.038 Uiso 1 1 calc R U . . .
C3 C 0.44292(12) 0.58277(12) 0.80639(10) 0.0227(3) Uani 1 1 d . . . . .
C4 C 0.38834(12) 0.61856(12) 0.70710(11) 0.0217(3) Uani 1 1 d . . . . .
C5 C 0.26789(12) 0.51580(12) 0.61691(10) 0.0194(2) Uani 1 1 d . . . . .
H5 H 0.2067 0.5479 0.5837 0.023 Uiso 1 1 calc R U . . .
C6 C 0.23762(11) 0.38344(12) 0.57828(10) 0.0175(2) Uani 1 1 d . . . . .
C7 C 0.10344(12) 0.20675(12) 0.39376(10) 0.0182(2) Uani 1 1 d . . . . .
C8 C 0.00723(12) 0.07893(13) 0.34880(11) 0.0231(3) Uani 1 1 d . . . . .
H8 H -0.0559 0.0528 0.3907 0.028 Uiso 1 1 calc R U . . .
C9 C 0.00407(13) -0.00978(13) 0.24281(11) 0.0236(3) Uani 1 1 d . . . . .
H9 H -0.0616 -0.0970 0.2118 0.028 Uiso 1 1 calc R U . . .
C10 C 0.09679(12) 0.02806(12) 0.18114(10) 0.0204(2) Uani 1 1 d . . . . .
C11 C 0.09067(13) -0.07042(13) 0.06757(11) 0.0229(3) Uani 1 1 d . . . . .
C12 C 0.20225(18) -0.11528(16) -0.08279(13) 0.0387(4) Uani 1 1 d . . . . .
H12A H 0.2133 -0.1941 -0.0718 0.058 Uiso 1 1 calc R U . . .
H12B H 0.2798 -0.0707 -0.1071 0.058 Uiso 1 1 calc R U . . .
H12C H 0.1200 -0.1428 -0.1417 0.058 Uiso 1 1 calc R U . . .
C13 C 0.19735(12) 0.24423(12) 0.33386(11) 0.0208(2) Uani 1 1 d . . . . .
H13 H 0.2639 0.3310 0.3655 0.025 Uiso 1 1 calc R U . . .
C14 C 0.19421(12) 0.15508(13) 0.22779(10) 0.0217(3) Uani 1 1 d . . . . .
H14 H 0.2588 0.1808 0.1868 0.026 Uiso 1 1 calc R U . . .
C15 C -0.00949(12) 0.32110(12) 0.52652(11) 0.0210(2) Uani 1 1 d . . . . .
C16 C -0.00546(12) 0.39356(12) 0.64949(10) 0.0201(2) Uani 1 1 d . . . . .
C17 C 0.05850(14) 0.42342(14) 0.83647(11) 0.0278(3) Uani 1 1 d . . . . .
H17 H 0.0964 0.3970 0.8930 0.033 Uiso 1 1 calc R U . . .
C18 C 0.01285(14) 0.52950(14) 0.87230(12) 0.0285(3) Uani 1 1 d . . . . .
H18 H 0.0244 0.5779 0.9516 0.034 Uiso 1 1 calc R U . . .
C19 C -0.04974(14) 0.56385(14) 0.79075(12) 0.0279(3) Uani 1 1 d . . . . .
H19 H -0.0841 0.6349 0.8128 0.033 Uiso 1 1 calc R U . . .
C20 C -0.06146(13) 0.49290(13) 0.67633(11) 0.0243(3) Uani 1 1 d . . . . .
H20 H -0.1066 0.5118 0.6178 0.029 Uiso 1 1 calc R U . . .
C21 C 0.32622(12) 0.31276(12) 0.60604(10) 0.0184(2) Uani 1 1 d . . . . .
C22 C 0.46077(12) 0.35259(13) 0.60141(11) 0.0226(3) Uani 1 1 d . . . . .
H22 H 0.4952 0.4222 0.5748 0.027 Uiso 1 1 calc R U . . .
C23 C 0.54452(13) 0.29116(13) 0.63539(12) 0.0260(3) Uani 1 1 d . . . . .
H23 H 0.6361 0.3201 0.6321 0.031 Uiso 1 1 calc R U . . .
C24 C 0.49812(12) 0.18812(13) 0.67430(11) 0.0238(3) Uani 1 1 d . . . . .
C25 C 0.59653(14) 0.12879(14) 0.71760(13) 0.0311(3) Uani 1 1 d . . . . .
C26 C 0.67179(19) 0.0823(2) 0.62654(16) 0.0515(5) Uani 1 1 d . . . . .
H26A H 0.6075 0.0120 0.5574 0.077 Uiso 1 1 calc R U . . .
H26B H 0.7363 0.0472 0.6561 0.077 Uiso 1 1 calc R U . . .
H26C H 0.7199 0.1579 0.6077 0.077 Uiso 1 1 calc R U . . .
C27 C 0.52535(18) 0.01165(19) 0.7488(2) 0.0573(5) Uani 1 1 d . . . . .
H27A H 0.4797 0.0417 0.8093 0.086 Uiso 1 1 calc R U . . .
H27B H 0.5914 -0.0232 0.7762 0.086 Uiso 1 1 calc R U . . .
H27C H 0.4591 -0.0589 0.6810 0.086 Uiso 1 1 calc R U . . .
C28 C 0.69792(17) 0.23825(17) 0.82497(15) 0.0454(4) Uani 1 1 d . . . . .
H28A H 0.7446 0.3144 0.8062 0.068 Uiso 1 1 calc R U . . .
H28B H 0.7635 0.2033 0.8530 0.068 Uiso 1 1 calc R U . . .
H28C H 0.6506 0.2671 0.8844 0.068 Uiso 1 1 calc R U . . .
C29 C 0.36199(13) 0.14585(13) 0.67415(12) 0.0253(3) Uani 1 1 d . . . . .
H29 H 0.3266 0.0740 0.6979 0.030 Uiso 1 1 calc R U . . .
C30 C 0.27720(12) 0.20637(13) 0.64008(11) 0.0226(3) Uani 1 1 d . . . . .
H30 H 0.1847 0.1749 0.6400 0.027 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 C4 1.3702(15) . ?
F2 C4 1.3646(14) . ?
O1 C2 1.4637(15) . ?
O1 C3 1.3231(15) . ?
O2 C11 1.3358(16) . ?
O2 C12 1.4483(16) . ?
O3 C11 1.2045(16) . ?
O4 C15 1.2160(15) . ?
O5 C3 1.1960(16) . ?
N1 C6 1.4345(15) . ?
N1 C7 1.4337(15) . ?
N1 C15 1.3923(15) . ?
N2 C16 1.3382(16) . ?
N2 C17 1.3354(17) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.497(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.5408(17) . ?
C4 C5 1.4954(17) . ?
C5 H5 0.9500 . ?
C5 C6 1.3359(17) . ?
C6 C21 1.4789(16) . ?
C7 C8 1.3919(17) . ?
C7 C13 1.3850(17) . ?
C8 H8 0.9500 . ?
C8 C9 1.3822(18) . ?
C9 H9 0.9500 . ?
C9 C10 1.3940(18) . ?
C10 C11 1.4884(17) . ?
C10 C14 1.3906(18) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13 0.9500 . ?
C13 C14 1.3850(17) . ?
C14 H14 0.9500 . ?
C15 C16 1.4980(17) . ?
C16 C20 1.3841(17) . ?
C17 H17 0.9500 . ?
C17 C18 1.383(2) . ?
C18 H18 0.9500 . ?
C18 C19 1.381(2) . ?
C19 H19 0.9500 . ?
C19 C20 1.3825(18) . ?
C20 H20 0.9500 . ?
C21 C22 1.3936(17) . ?
C21 C30 1.3905(17) . ?
C22 H22 0.9500 . ?
C22 C23 1.3855(18) . ?
C23 H23 0.9500 . ?
C23 C24 1.3941(19) . ?
C24 C25 1.5340(17) . ?
C24 C29 1.3952(18) . ?
C25 C26 1.529(2) . ?
C25 C27 1.523(2) . ?
C25 C28 1.529(2) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29 0.9500 . ?
C29 C30 1.3863(17) . ?
C30 H30 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
C3 O1 C2 115.68(10) . . ?
C11 O2 C12 116.39(11) . . ?
C7 N1 C6 117.80(9) . . ?
C15 N1 C6 121.99(10) . . ?
C15 N1 C7 119.24(10) . . ?
C17 N2 C16 116.44(11) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
O1 C2 C1 110.52(12) . . ?
O1 C2 H2A 109.5 . . ?
O1 C2 H2B 109.5 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 108.1 . . ?
O1 C3 C4 112.20(10) . . ?
O5 C3 O1 126.57(12) . . ?
O5 C3 C4 121.12(12) . . ?
F1 C4 C3 104.20(10) . . ?
F1 C4 C5 107.51(10) . . ?
F2 C4 F1 105.05(10) . . ?
F2 C4 C3 110.70(10) . . ?
F2 C4 C5 110.53(10) . . ?
C5 C4 C3 117.83(10) . . ?
C4 C5 H5 116.7 . . ?
C6 C5 C4 126.62(11) . . ?
C6 C5 H5 116.7 . . ?
N1 C6 C21 115.51(10) . . ?
C5 C6 N1 118.68(10) . . ?
C5 C6 C21 125.81(11) . . ?
C8 C7 N1 120.13(11) . . ?
C13 C7 N1 119.55(11) . . ?
C13 C7 C8 120.30(11) . . ?
C7 C8 H8 120.2 . . ?
C9 C8 C7 119.65(11) . . ?
C9 C8 H8 120.2 . . ?
C8 C9 H9 119.8 . . ?
C8 C9 C10 120.35(11) . . ?
C10 C9 H9 119.8 . . ?
C9 C10 C11 118.81(11) . . ?
C14 C10 C9 119.57(11) . . ?
C14 C10 C11 121.61(11) . . ?
O2 C11 C10 111.71(11) . . ?
O3 C11 O2 123.79(12) . . ?
O3 C11 C10 124.49(12) . . ?
O2 C12 H12A 109.5 . . ?
O2 C12 H12B 109.5 . . ?
O2 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C7 C13 H13 120.0 . . ?
C7 C13 C14 119.95(11) . . ?
C14 C13 H13 120.0 . . ?
C10 C14 H14 119.9 . . ?
C13 C14 C10 120.16(11) . . ?
C13 C14 H14 119.9 . . ?
O4 C15 N1 122.33(11) . . ?
O4 C15 C16 121.29(11) . . ?
N1 C15 C16 116.36(10) . . ?
N2 C16 C15 116.81(10) . . ?
N2 C16 C20 124.19(12) . . ?
C20 C16 C15 118.99(11) . . ?
N2 C17 H17 118.2 . . ?
N2 C17 C18 123.59(12) . . ?
C18 C17 H17 118.2 . . ?
C17 C18 H18 120.6 . . ?
C19 C18 C17 118.83(12) . . ?
C19 C18 H18 120.6 . . ?
C18 C19 H19 120.6 . . ?
C18 C19 C20 118.70(12) . . ?
C20 C19 H19 120.6 . . ?
C16 C20 H20 121.0 . . ?
C19 C20 C16 118.06(12) . . ?
C19 C20 H20 121.0 . . ?
C22 C21 C6 121.16(11) . . ?
C30 C21 C6 120.34(11) . . ?
C30 C21 C22 118.48(11) . . ?
C21 C22 H22 119.9 . . ?
C23 C22 C21 120.30(12) . . ?
C23 C22 H22 119.9 . . ?
C22 C23 H23 119.1 . . ?
C22 C23 C24 121.82(12) . . ?
C24 C23 H23 119.1 . . ?
C23 C24 C25 119.88(12) . . ?
C23 C24 C29 117.18(11) . . ?
C29 C24 C25 122.93(12) . . ?
C26 C25 C24 110.23(12) . . ?
C26 C25 C28 108.98(14) . . ?
C27 C25 C24 111.97(12) . . ?
C27 C25 C26 109.11(15) . . ?
C27 C25 C28 108.50(14) . . ?
C28 C25 C24 107.98(12) . . ?
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 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C24 C29 H29 119.3 . . ?
C30 C29 C24 121.47(12) . . ?
C30 C29 H29 119.3 . . ?
C21 C30 H30 119.7 . . ?
C29 C30 C21 120.65(11) . . ?
C29 C30 H30 119.7 . . ?

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 C4 C5 C6 -151.27(12) . . . . ?
F2 C4 C5 C6 94.59(14) . . . . ?
O1 C3 C4 F1 -108.54(11) . . . . ?
O1 C3 C4 F2 3.92(15) . . . . ?
O1 C3 C4 C5 132.48(12) . . . . ?
O4 C15 C16 N2 134.63(13) . . . . ?
O4 C15 C16 C20 -44.87(18) . . . . ?
O5 C3 C4 F1 67.79(15) . . . . ?
O5 C3 C4 F2 -179.75(12) . . . . ?
O5 C3 C4 C5 -51.18(17) . . . . ?
N1 C6 C21 C22 134.01(12) . . . . ?
N1 C6 C21 C30 -47.48(15) . . . . ?
N1 C7 C8 C9 -179.76(11) . . . . ?
N1 C7 C13 C14 179.61(10) . . . . ?
N1 C15 C16 N2 -44.03(16) . . . . ?
N1 C15 C16 C20 136.47(12) . . . . ?
N2 C16 C20 C19 4.26(19) . . . . ?
N2 C17 C18 C19 3.9(2) . . . . ?
C2 O1 C3 O5 -0.82(19) . . . . ?
C2 O1 C3 C4 175.27(10) . . . . ?
C3 O1 C2 C1 -83.33(15) . . . . ?
C3 C4 C5 C6 -34.05(18) . . . . ?
C4 C5 C6 N1 170.82(11) . . . . ?
C4 C5 C6 C21 -8.6(2) . . . . ?
C5 C6 C21 C22 -46.54(18) . . . . ?
C5 C6 C21 C30 131.97(13) . . . . ?
C6 N1 C7 C8 140.61(11) . . . . ?
C6 N1 C7 C13 -37.85(15) . . . . ?
C6 N1 C15 O4 156.34(12) . . . . ?
C6 N1 C15 C16 -25.02(16) . . . . ?
C6 C21 C22 C23 175.49(12) . . . . ?
C6 C21 C30 C29 -175.33(11) . . . . ?
C7 N1 C6 C5 123.27(12) . . . . ?
C7 N1 C6 C21 -57.23(14) . . . . ?
C7 N1 C15 O4 -12.16(18) . . . . ?
C7 N1 C15 C16 166.49(10) . . . . ?
C7 C8 C9 C10 0.17(19) . . . . ?
C7 C13 C14 C10 0.14(18) . . . . ?
C8 C7 C13 C14 1.15(18) . . . . ?
C8 C9 C10 C11 179.69(11) . . . . ?
C8 C9 C10 C14 1.11(18) . . . . ?
C9 C10 C11 O2 -174.35(11) . . . . ?
C9 C10 C11 O3 4.70(19) . . . . ?
C9 C10 C14 C13 -1.27(18) . . . . ?
C11 C10 C14 C13 -179.81(11) . . . . ?
C12 O2 C11 O3 -3.27(19) . . . . ?
C12 O2 C11 C10 175.80(11) . . . . ?
C13 C7 C8 C9 -1.31(18) . . . . ?
C14 C10 C11 O2 4.20(16) . . . . ?
C14 C10 C11 O3 -176.74(12) . . . . ?
C15 N1 C6 C5 -45.38(16) . . . . ?
C15 N1 C6 C21 134.12(12) . . . . ?
C15 N1 C7 C8 -50.42(16) . . . . ?
C15 N1 C7 C13 131.12(12) . . . . ?
C15 C16 C20 C19 -176.28(12) . . . . ?
C16 N2 C17 C18 -2.00(19) . . . . ?
C17 N2 C16 C15 178.37(11) . . . . ?
C17 N2 C16 C20 -2.16(18) . . . . ?
C17 C18 C19 C20 -1.6(2) . . . . ?
C18 C19 C20 C16 -2.18(19) . . . . ?
C21 C22 C23 C24 0.4(2) . . . . ?
C22 C21 C30 C29 3.22(19) . . . . ?
C22 C23 C24 C25 -176.43(13) . . . . ?
C22 C23 C24 C29 2.1(2) . . . . ?
C23 C24 C25 C26 -54.54(18) . . . . ?
C23 C24 C25 C27 -176.21(15) . . . . ?
C23 C24 C25 C28 64.40(18) . . . . ?
C23 C24 C29 C30 -1.9(2) . . . . ?
C24 C29 C30 C21 -0.7(2) . . . . ?
C25 C24 C29 C30 176.54(13) . . . . ?
C29 C24 C25 C26 127.03(15) . . . . ?
C29 C24 C25 C27 5.4(2) . . . . ?
C29 C24 C25 C28 -114.02(15) . . . . ?
C30 C21 C22 C23 -3.05(19) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
