# Supplementary Information (SI) for Materials Chemistry Frontiers.
# This journal is © the Partner Organisations 2026

####################################################################### 
# 
# 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_jxj1123_0m
_database_code_depnum_ccdc_archive 'CCDC 2243007'
loop_
_audit_author_name
_audit_author_address
'Yuxuan Song'
;Jilin university
China
;
_audit_update_record             
;
2025-07-02 deposited with the CCDC.	2025-11-21 downloaded from the CCDC.
;
_audit_creation_date             2022-11-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 F3 I3, C10 H8 N2'
_chemical_formula_sum            'C16 H8 F3 I3 N2'
_chemical_formula_weight         665.94
_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'
I I -0.4742 1.8119 '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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.7068(2)
_cell_length_b                   9.3055(3)
_cell_length_c                   13.8483(5)
_cell_angle_alpha                105.2530(10)
_cell_angle_beta                 103.9310(10)
_cell_angle_gamma                92.2110(10)
_cell_volume                     924.45(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9792
_cell_measurement_temperature    285(2)
_cell_measurement_theta_max      27.503
_cell_measurement_theta_min      2.740
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    5.100
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    2.392
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             608
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0356
_diffrn_reflns_av_unetI/netI     0.0207
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            35342
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.243
_diffrn_reflns_theta_max         27.521
_diffrn_reflns_theta_min         2.739
_diffrn_ambient_temperature      285.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71076
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3825
_reflns_number_total             4220
_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 V8.40A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.362
_refine_diff_density_min         -1.539
_refine_diff_density_rms         0.161
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         4220
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0378
_refine_ls_R_factor_gt           0.0336
_refine_ls_restrained_S_all      1.094
_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)+(0.0334P)²+2.6108P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0836
_refine_ls_wR_factor_ref         0.0876
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C10(H10), C11(H11), C8(H8), C13(H13), C16(H16), C15(H15), C14(H14), C7(H7)
;
_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
I3 I 0.47491(4) 0.43881(4) 0.73074(2) 0.05103(10) Uani 1 1 d . . . . .
I2 I 0.01594(5) 0.25080(4) 0.29178(2) 0.05476(11) Uani 1 1 d . . . . .
I1 I 0.25727(7) 0.90761(4) 0.50472(4) 0.08279(16) Uani 1 1 d . . . . .
F2 F 0.2511(5) 0.2470(3) 0.5104(2) 0.0625(8) Uani 1 1 d . . . . .
F1 F 0.0720(5) 0.6072(4) 0.3372(2) 0.0665(8) Uani 1 1 d . . . . .
F3 F 0.4469(4) 0.7540(3) 0.6759(3) 0.0643(8) Uani 1 1 d . . . . .
C2 C 0.1625(6) 0.4229(5) 0.4202(3) 0.0403(9) Uani 1 1 d . . . . .
C4 C 0.3518(6) 0.4989(5) 0.5969(3) 0.0383(8) Uani 1 1 d . . . . .
N2 N 0.8195(7) -0.0314(5) 1.1293(3) 0.0561(10) Uani 1 1 d . . . . .
C3 C 0.2562(6) 0.3923(4) 0.5095(3) 0.0391(8) Uani 1 1 d . . . . .
C5 C 0.3530(6) 0.6458(5) 0.5929(4) 0.0418(9) Uani 1 1 d . . . . .
C12 C 0.7797(5) -0.0660(5) 1.0258(3) 0.0395(8) Uani 1 1 d . . . . .
C6 C 0.2606(6) 0.6852(5) 0.5063(4) 0.0450(10) Uani 1 1 d . . . . .
N1 N 0.6238(6) 0.2886(5) 0.8892(3) 0.0587(11) Uani 1 1 d . . . . .
C1 C 0.1661(6) 0.5709(5) 0.4217(3) 0.0445(10) Uani 1 1 d . . . . .
C9 C 0.7249(5) 0.0557(5) 0.9782(3) 0.0390(8) Uani 1 1 d . . . . .
C10 C 0.6785(6) 0.1883(5) 1.0344(4) 0.0457(10) Uani 1 1 d . . . . .
H10 H 0.6791 0.2021 1.1034 0.055 Uiso 1 1 calc R . . . .
C11 C 0.6314(7) 0.3001(5) 0.9874(4) 0.0523(11) Uani 1 1 d . . . . .
H11 H 0.6034 0.3888 1.0273 0.063 Uiso 1 1 calc R . . . .
C8 C 0.7132(8) 0.0422(6) 0.8744(4) 0.0569(12) Uani 1 1 d . . . . .
H8 H 0.7374 -0.0461 0.8321 0.068 Uiso 1 1 calc R . . . .
C13 C 0.7898(7) -0.2108(5) 0.9659(4) 0.0521(11) Uani 1 1 d . . . . .
H13 H 0.7638 -0.2323 0.8941 0.063 Uiso 1 1 calc R . . . .
C16 C 0.8654(10) -0.1416(7) 1.1742(5) 0.0716(17) Uani 1 1 d . . . . .
H16 H 0.8904 -0.1183 1.2460 0.086 Uiso 1 1 calc R . . . .
C15 C 0.8775(9) -0.2855(7) 1.1208(5) 0.0696(16) Uani 1 1 d . . . . .
H15 H 0.9111 -0.3573 1.1554 0.084 Uiso 1 1 calc R . . . .
C14 C 0.8383(9) -0.3214(6) 1.0133(5) 0.0640(14) Uani 1 1 d . . . . .
H14 H 0.8445 -0.4182 0.9743 0.077 Uiso 1 1 calc R . . . .
C7 C 0.6656(9) 0.1598(7) 0.8345(4) 0.0700(16) Uani 1 1 d . . . . .
H7 H 0.6624 0.1491 0.7653 0.084 Uiso 1 1 calc R . . . .


_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
I3 C4 2.095(4) . ?
I2 C2 2.097(4) . ?
I1 C6 2.076(4) . ?
F2 C3 1.355(5) . ?
F1 C1 1.351(5) . ?
F3 C5 1.338(5) . ?
C2 C3 1.379(6) . ?
C2 C1 1.371(6) . ?
C4 C3 1.369(6) . ?
C4 C5 1.382(6) . ?
N2 C12 1.339(6) . ?
N2 C16 1.349(7) . ?
C5 C6 1.386(6) . ?
C12 C9 1.479(6) . ?
C12 C13 1.400(6) . ?
C6 C1 1.382(7) . ?
N1 C11 1.322(7) . ?
N1 C7 1.336(7) . ?
C9 C10 1.385(6) . ?
C9 C8 1.391(6) . ?
C10 H10 0.9300 . ?
C10 C11 1.381(7) . ?
C11 H11 0.9300 . ?
C8 H8 0.9300 . ?
C8 C7 1.374(8) . ?
C13 H13 0.9300 . ?
C13 C14 1.378(7) . ?
C16 H16 0.9300 . ?
C16 C15 1.368(9) . ?
C15 H15 0.9300 . ?
C15 C14 1.389(9) . ?
C14 H14 0.9300 . ?
C7 H7 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 C2 I2 121.1(3) . . ?
C1 C2 I2 122.4(3) . . ?
C1 C2 C3 116.5(4) . . ?
C3 C4 I3 120.5(3) . . ?
C3 C4 C5 116.5(4) . . ?
C5 C4 I3 122.9(3) . . ?
C12 N2 C16 117.8(4) . . ?
F2 C3 C2 117.4(4) . . ?
F2 C3 C4 118.3(4) . . ?
C4 C3 C2 124.3(4) . . ?
F3 C5 C4 118.7(4) . . ?
F3 C5 C6 118.8(4) . . ?
C4 C5 C6 122.4(4) . . ?
N2 C12 C9 116.8(4) . . ?
N2 C12 C13 121.2(4) . . ?
C13 C12 C9 122.0(4) . . ?
C5 C6 I1 121.5(3) . . ?
C1 C6 I1 121.0(3) . . ?
C1 C6 C5 117.4(4) . . ?
C11 N1 C7 116.3(4) . . ?
F1 C1 C2 118.8(4) . . ?
F1 C1 C6 118.3(4) . . ?
C2 C1 C6 122.9(4) . . ?
C10 C9 C12 121.7(4) . . ?
C10 C9 C8 116.2(4) . . ?
C8 C9 C12 122.0(4) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 C9 119.8(4) . . ?
C11 C10 H10 120.1 . . ?
N1 C11 C10 124.0(5) . . ?
N1 C11 H11 118.0 . . ?
C10 C11 H11 118.0 . . ?
C9 C8 H8 120.1 . . ?
C7 C8 C9 119.8(5) . . ?
C7 C8 H8 120.1 . . ?
C12 C13 H13 120.0 . . ?
C14 C13 C12 120.0(5) . . ?
C14 C13 H13 120.0 . . ?
N2 C16 H16 117.9 . . ?
N2 C16 C15 124.2(5) . . ?
C15 C16 H16 117.9 . . ?
C16 C15 H15 120.9 . . ?
C16 C15 C14 118.1(5) . . ?
C14 C15 H15 120.9 . . ?
C13 C14 C15 118.6(5) . . ?
C13 C14 H14 120.7 . . ?
C15 C14 H14 120.7 . . ?
N1 C7 C8 123.8(5) . . ?
N1 C7 H7 118.1 . . ?
C8 C7 H7 118.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
I3 C4 C3 F2 -3.2(6) . . . . ?
I3 C4 C3 C2 176.1(3) . . . . ?
I3 C4 C5 F3 4.6(6) . . . . ?
I3 C4 C5 C6 -175.4(3) . . . . ?
I2 C2 C3 F2 0.6(6) . . . . ?
I2 C2 C3 C4 -178.7(3) . . . . ?
I2 C2 C1 F1 -0.2(6) . . . . ?
I2 C2 C1 C6 179.3(3) . . . . ?
I1 C6 C1 F1 0.4(6) . . . . ?
I1 C6 C1 C2 -179.0(3) . . . . ?
F3 C5 C6 I1 -2.2(6) . . . . ?
F3 C5 C6 C1 179.5(4) . . . . ?
C4 C5 C6 I1 177.7(3) . . . . ?
C4 C5 C6 C1 -0.5(7) . . . . ?
N2 C12 C9 C10 -13.8(6) . . . . ?
N2 C12 C9 C8 167.7(5) . . . . ?
N2 C12 C13 C14 1.2(8) . . . . ?
N2 C16 C15 C14 -0.8(11) . . . . ?
C3 C2 C1 F1 -178.1(4) . . . . ?
C3 C2 C1 C6 1.3(7) . . . . ?
C3 C4 C5 F3 -179.0(4) . . . . ?
C3 C4 C5 C6 1.1(7) . . . . ?
C5 C4 C3 F2 -179.7(4) . . . . ?
C5 C4 C3 C2 -0.4(7) . . . . ?
C5 C6 C1 F1 178.7(4) . . . . ?
C5 C6 C1 C2 -0.7(7) . . . . ?
C12 N2 C16 C15 1.4(10) . . . . ?
C12 C9 C10 C11 178.8(4) . . . . ?
C12 C9 C8 C7 -178.5(5) . . . . ?
C12 C13 C14 C15 -0.4(9) . . . . ?
C1 C2 C3 F2 178.6(4) . . . . ?
C1 C2 C3 C4 -0.7(7) . . . . ?
C9 C12 C13 C14 -178.8(5) . . . . ?
C9 C10 C11 N1 1.3(8) . . . . ?
C9 C8 C7 N1 -2.0(10) . . . . ?
C10 C9 C8 C7 2.9(8) . . . . ?
C11 N1 C7 C8 0.6(10) . . . . ?
C8 C9 C10 C11 -2.6(7) . . . . ?
C13 C12 C9 C10 166.2(4) . . . . ?
C13 C12 C9 C8 -12.4(7) . . . . ?
C16 N2 C12 C9 178.3(5) . . . . ?
C16 N2 C12 C13 -1.6(8) . . . . ?
C16 C15 C14 C13 0.2(10) . . . . ?
C7 N1 C11 C10 -0.2(8) . . . . ?

_shelx_SHELXL_version_number     2014/7

_olex2_submission_special_instructions 'No special instructions were received'
