# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# 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_mo_24Nov30aDuanJGF_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2413111'
loop_
_audit_author_name
_audit_author_address
'Xiaole Zhang'
;University of Jinan
China
;
_audit_update_record             
;
2025-01-01 deposited with the CCDC.	2025-03-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C68 H80 Cl4 F12 N4 O4'
_chemical_formula_weight         1387.16

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.563(2)
_cell_length_b                   17.298(3)
_cell_length_c                   11.840(2)
_cell_angle_alpha                90.00(3)
_cell_angle_beta                 92.17(3)
_cell_angle_gamma                90.00(3)
_cell_volume                     1752.6(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9549
_cell_measurement_theta_min      2.355
_cell_measurement_theta_max      21.387

_exptl_crystal_description       Block
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_F_000             724
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.249
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_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      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  Broker
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            53158
_diffrn_reflns_av_unetI/netI     0.0340
_diffrn_reflns_av_R_equivalents  0.0921
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.355
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.981
_reflns_number_total             3019
_reflns_number_gt                1867
_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    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.1199P)²+0.0253P] 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         3019
_refine_ls_number_parameters     210
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1040
_refine_ls_R_factor_gt           0.0614
_refine_ls_wR_factor_ref         0.2085
_refine_ls_wR_factor_gt          0.1859
_refine_ls_goodness_of_fit_ref   1.128
_refine_ls_restrained_S_all      1.128
_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 0.39983(13) 0.66818(6) 0.73392(7) 0.1049(5) Uani 1 1 d . . . . .
F003 F 0.1242(2) 0.53663(15) 0.06026(19) 0.1240(9) Uani 1 1 d . . . . .
F004 F 0.1799(3) 0.64730(15) 0.1250(2) 0.1289(10) Uani 1 1 d . . . . .
F005 F 0.2881(3) 0.60781(17) -0.02652(18) 0.1326(10) Uani 1 1 d . . . . .
O002 O 0.6001(2) 0.60391(11) 0.05987(14) 0.0693(6) Uani 1 1 d . . . . .
N006 N 0.7614(3) 0.53401(15) 0.4499(2) 0.0753(8) Uani 1 1 d . . . . .
H006 H 0.8165 0.5191 0.5082 0.090 Uiso 1 1 calc R U . . .
C00A C 0.7256(3) 0.53805(18) 0.2516(2) 0.0700(8) Uani 1 1 d . . . . .
H00A H 0.7600 0.5251 0.1805 0.084 Uiso 1 1 calc R U . . .
C00B C 0.5041(3) 0.60564(16) 0.1607(2) 0.0601(7) Uani 1 1 d . . . . .
H00B H 0.4643 0.6582 0.1713 0.072 Uiso 1 1 calc R U . . .
C00C C 0.3681(3) 0.55095(16) 0.1419(2) 0.0641(8) Uani 1 1 d . . . . .
H00C H 0.4038 0.5050 0.1038 0.077 Uiso 1 1 calc R U . . .
H00D H 0.3299 0.5352 0.2146 0.077 Uiso 1 1 calc R U . . .
C00D C 0.4039(3) 0.64693(16) 0.4000(2) 0.0668(8) Uani 1 1 d . . . . .
H00E H 0.3405 0.6645 0.3398 0.080 Uiso 1 1 calc R U . . .
C00E C 0.8065(4) 0.51458(19) 0.3486(3) 0.0753(9) Uani 1 1 d . . . . .
C00F C 0.5843(4) 0.59846(17) 0.5766(2) 0.0727(9) Uani 1 1 d . . . . .
H00F H 0.6469 0.5824 0.6381 0.087 Uiso 1 1 calc R U . . .
C00G C 0.4530(4) 0.64151(18) 0.5967(2) 0.0735(9) Uani 1 1 d . . . . .
C00H C 0.3615(4) 0.66584(17) 0.5079(3) 0.0734(9) Uani 1 1 d . . . . .
H00H H 0.2718 0.6947 0.5194 0.088 Uiso 1 1 calc R U . . .
C00I C 0.2428(4) 0.5854(2) 0.0759(3) 0.0813(9) Uani 1 1 d . . . . .
C00J C 0.6940(4) 0.6720(2) 0.0451(4) 0.1023(12) Uani 1 1 d . . . . .
H00G H 0.7675 0.6769 0.1091 0.123 Uiso 1 1 calc R U . . .
H00I H 0.6269 0.7172 0.0437 0.123 Uiso 1 1 calc R U . . .
C00K C 0.7829(4) 0.6694(3) -0.0621(3) 0.1095(14) Uani 1 1 d . . . . .
H00J H 0.7094 0.6628 -0.1257 0.131 Uiso 1 1 calc R U . . .
H00K H 0.8518 0.6249 -0.0596 0.131 Uiso 1 1 calc R U . . .
C00L C 0.9544(4) 0.4660(3) 0.3332(3) 0.1109(14) Uani 1 1 d . . . . .
H00L H 1.0448 0.4987 0.3399 0.166 Uiso 1 1 calc R U . . .
H00M H 0.9496 0.4424 0.2599 0.166 Uiso 1 1 calc R U . . .
H00N H 0.9612 0.4265 0.3903 0.166 Uiso 1 1 calc R U . . .
C00M C 0.8821(7) 0.7439(3) -0.0816(7) 0.192(3) Uani 1 1 d . . . . .
H00O H 0.8105 0.7873 -0.0810 0.231 Uiso 1 1 calc R U . . .
H00P H 0.9521 0.7495 -0.0158 0.231 Uiso 1 1 calc R U . . .
C00N C 0.9703(8) 0.7528(5) -0.1740(8) 0.242(4) Uani 1 1 d . . . . .
H00Q H 0.9091 0.7397 -0.2408 0.363 Uiso 1 1 calc R U . . .
H00R H 1.0599 0.7195 -0.1675 0.363 Uiso 1 1 calc R U . . .
H00S H 1.0041 0.8056 -0.1789 0.363 Uiso 1 1 calc R U . . .
C007 C 0.5390(3) 0.60216(15) 0.3744(2) 0.0576(7) Uani 1 1 d . . . . .
C008 C 0.6292(3) 0.57722(17) 0.4656(2) 0.0636(8) Uani 1 1 d . . . . .
C009 C 0.5924(3) 0.58117(16) 0.2634(2) 0.0582(7) Uani 1 1 d . . . . .


_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 C00G 1.766(3) . ?
F003 C00I 1.329(4) . ?
F004 C00I 1.342(4) . ?
F005 C00I 1.343(4) . ?
O002 C00J 1.440(4) . ?
O002 C00B 1.476(3) . ?
N006 C00E 1.318(4) . ?
N006 C008 1.374(4) . ?
N006 H006 0.8600 . ?
C00A C009 1.374(4) . ?
C00A C00E 1.379(4) . ?
C00A H00A 0.9300 . ?
C00B C009 1.469(3) . ?
C00B C00C 1.510(4) . ?
C00B H00B 0.9800 . ?
C00C C00I 1.433(4) . ?
C00C H00C 0.9700 . ?
C00C H00D 0.9700 . ?
C00D C00H 1.382(4) . ?
C00D C007 1.434(4) . ?
C00D H00E 0.9300 . ?
C00E C00L 1.537(4) . ?
C00F C00G 1.377(4) . ?
C00F C008 1.432(4) . ?
C00F H00F 0.9300 . ?
C00G C00H 1.353(4) . ?
C00H H00H 0.9300 . ?
C00J C00K 1.506(5) . ?
C00J H00G 0.9700 . ?
C00J H00I 0.9700 . ?
C00K C00M 1.564(7) . ?
C00K H00J 0.9700 . ?
C00K H00K 0.9700 . ?
C00L H00L 0.9600 . ?
C00L H00M 0.9600 . ?
C00L H00N 0.9600 . ?
C00M C00N 1.362(7) . ?
C00M H00O 0.9700 . ?
C00M H00P 0.9700 . ?
C00N H00Q 0.9600 . ?
C00N H00R 0.9600 . ?
C00N H00S 0.9600 . ?
C007 C008 1.372(4) . ?
C007 C009 1.455(4) . ?

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
C00J O002 C00B 114.3(2) . . ?
C00E N006 C008 122.2(2) . . ?
C00E N006 H006 118.9 . . ?
C008 N006 H006 118.9 . . ?
C009 C00A C00E 117.8(3) . . ?
C009 C00A H00A 121.1 . . ?
C00E C00A H00A 121.1 . . ?
C009 C00B O002 112.2(2) . . ?
C009 C00B C00C 108.2(2) . . ?
O002 C00B C00C 108.5(2) . . ?
C009 C00B H00B 109.3 . . ?
O002 C00B H00B 109.3 . . ?
C00C C00B H00B 109.3 . . ?
C00I C00C C00B 112.1(3) . . ?
C00I C00C H00C 109.2 . . ?
C00B C00C H00C 109.2 . . ?
C00I C00C H00D 109.2 . . ?
C00B C00C H00D 109.2 . . ?
H00C C00C H00D 107.9 . . ?
C00H C00D C007 124.5(3) . . ?
C00H C00D H00E 117.7 . . ?
C007 C00D H00E 117.7 . . ?
N006 C00E C00A 121.8(3) . . ?
N006 C00E C00L 121.3(3) . . ?
C00A C00E C00L 116.9(3) . . ?
C00G C00F C008 123.2(3) . . ?
C00G C00F H00F 118.4 . . ?
C008 C00F H00F 118.4 . . ?
C00H C00G C00F 119.1(3) . . ?
C00H C00G Cl1 118.1(3) . . ?
C00F C00G Cl1 122.8(2) . . ?
C00G C00H C00D 118.7(3) . . ?
C00G C00H H00H 120.7 . . ?
C00D C00H H00H 120.7 . . ?
F003 C00I F004 104.5(3) . . ?
F003 C00I F005 107.6(2) . . ?
F004 C00I F005 107.3(3) . . ?
F003 C00I C00C 111.4(3) . . ?
F004 C00I C00C 113.5(3) . . ?
F005 C00I C00C 112.1(3) . . ?
O002 C00J C00K 112.3(3) . . ?
O002 C00J H00G 109.1 . . ?
C00K C00J H00G 109.1 . . ?
O002 C00J H00I 109.1 . . ?
C00K C00J H00I 109.1 . . ?
H00G C00J H00I 107.9 . . ?
C00J C00K C00M 113.2(4) . . ?
C00J C00K H00J 108.9 . . ?
C00M C00K H00J 108.9 . . ?
C00J C00K H00K 108.9 . . ?
C00M C00K H00K 108.9 . . ?
H00J C00K H00K 107.8 . . ?
C00E C00L H00L 109.5 . . ?
C00E C00L H00M 109.5 . . ?
H00L C00L H00M 109.5 . . ?
C00E C00L H00N 109.5 . . ?
H00L C00L H00N 109.5 . . ?
H00M C00L H00N 109.5 . . ?
C00N C00M C00K 122.1(7) . . ?
C00N C00M H00O 106.8 . . ?
C00K C00M H00O 106.8 . . ?
C00N C00M H00P 106.8 . . ?
C00K C00M H00P 106.8 . . ?
H00O C00M H00P 106.7 . . ?
C00M C00N H00Q 109.5 . . ?
C00M C00N H00R 109.5 . . ?
H00Q C00N H00R 109.5 . . ?
C00M C00N H00S 109.5 . . ?
H00Q C00N H00S 109.5 . . ?
H00R C00N H00S 109.5 . . ?
C008 C007 C00D 116.0(3) . . ?
C008 C007 C009 116.4(3) . . ?
C00D C007 C009 127.6(2) . . ?
C007 C008 N006 120.4(3) . . ?
C007 C008 C00F 118.6(3) . . ?
N006 C008 C00F 121.0(2) . . ?
C00A C009 C007 121.2(2) . . ?
C00A C009 C00B 118.3(2) . . ?
C007 C009 C00B 120.4(2) . . ?

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
C00J O002 C00B C009 -83.6(3) . . . . ?
C00J O002 C00B C00C 156.9(3) . . . . ?
C009 C00B C00C C00I 156.1(3) . . . . ?
O002 C00B C00C C00I -81.9(3) . . . . ?
C008 N006 C00E C00A 1.5(5) . . . . ?
C008 N006 C00E C00L -179.8(3) . . . . ?
C009 C00A C00E N006 -1.7(5) . . . . ?
C009 C00A C00E C00L 179.6(3) . . . . ?
C008 C00F C00G C00H -0.5(5) . . . . ?
C008 C00F C00G Cl1 -179.3(2) . . . . ?
C00F C00G C00H C00D -0.4(5) . . . . ?
Cl1 C00G C00H C00D 178.5(2) . . . . ?
C007 C00D C00H C00G 0.6(5) . . . . ?
C00B C00C C00I F003 -179.9(3) . . . . ?
C00B C00C C00I F004 -62.3(4) . . . . ?
C00B C00C C00I F005 59.5(4) . . . . ?
C00B O002 C00J C00K -176.8(3) . . . . ?
O002 C00J C00K C00M 178.4(4) . . . . ?
C00J C00K C00M C00N -179.8(5) . . . . ?
C00H C00D C007 C008 0.2(4) . . . . ?
C00H C00D C007 C009 -178.8(3) . . . . ?
C00D C007 C008 N006 -179.9(2) . . . . ?
C009 C007 C008 N006 -0.7(4) . . . . ?
C00D C007 C008 C00F -1.1(4) . . . . ?
C009 C007 C008 C00F 178.1(2) . . . . ?
C00E N006 C008 C007 -0.3(4) . . . . ?
C00E N006 C008 C00F -179.0(3) . . . . ?
C00G C00F C008 C007 1.3(4) . . . . ?
C00G C00F C008 N006 -179.9(3) . . . . ?
C00E C00A C009 C007 0.6(4) . . . . ?
C00E C00A C009 C00B -179.2(3) . . . . ?
C008 C007 C009 C00A 0.6(4) . . . . ?
C00D C007 C009 C00A 179.6(3) . . . . ?
C008 C007 C009 C00B -179.6(2) . . . . ?
C00D C007 C009 C00B -0.6(4) . . . . ?
O002 C00B C009 C00A -20.4(3) . . . . ?
C00C C00B C009 C00A 99.3(3) . . . . ?
O002 C00B C009 C007 159.8(2) . . . . ?
C00C C00B C009 C007 -80.6(3) . . . . ?

_refine_diff_density_max         0.281
_refine_diff_density_min         -0.366
_refine_diff_density_rms         0.042

