# Supplementary Information (SI) for Journal of Materials Chemistry C.
# 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_(3F-PA)2-PbI4_231286lt
_database_code_depnum_ccdc_archive 'CCDC 2415016'
loop_
_audit_author_name
_audit_author_address
'Norman Lu'
;Institute of Organic and Polymeric Materials, National Taipei University of Technology
Taiwan
;
_audit_update_record             
;
2025-01-30 deposited with the CCDC.	2025-03-21 downloaded from the CCDC.
;



_audit_creation_date             2024-02-28
_audit_creation_method           
;
Olex2 1.5-alpha
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'I4 Pb, 2(C5 H11 F3 N O)'
_chemical_formula_sum            'C10 H22 F6 I4 N2 O2 Pb'
_chemical_formula_weight         1031.08
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pb Pb -4.0753 8.5060 '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/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   16.3481(3)
_cell_length_b                   8.58910(10)
_cell_length_c                   8.87350(10)
_cell_angle_alpha                90
_cell_angle_beta                 93.9270(10)
_cell_angle_gamma                90
_cell_volume                     1243.05(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7310
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      146.24
_cell_measurement_theta_min      5.0640
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    52.686
_exptl_absorpt_correction_T_max  0.02
_exptl_absorpt_correction_T_min  0.001
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.58a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    2.755
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'plate shaped'
_exptl_crystal_F_000             920
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0416
_diffrn_reflns_av_unetI/netI     0.0432
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            6974
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         73.118
_diffrn_reflns_theta_min         5.424
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2154
_reflns_number_total             2392
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         3.508
_refine_diff_density_min         -1.681
_refine_diff_density_rms         0.265
_refine_ls_extinction_coef       0.00009(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     117
_refine_ls_number_reflns         2392
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0360
_refine_ls_R_factor_gt           0.0327
_refine_ls_restrained_S_all      1.042
_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)+(0.0513P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0851
_refine_ls_wR_factor_ref         0.0871
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1D,H1E), C2(H2A,H2B), C4(H4A,H4B), C3(H3A,H3B)
2.b Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C)
;
_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
Pb1 Pb 0.000000 0.500000 0.500000 0.01416(13) Uani 1 2 d S . P . .
I2 I 0.00054(2) 0.81055(5) 0.69272(4) 0.01837(14) Uani 1 1 d . . . . .
I1 I 0.19585(2) 0.48433(5) 0.51309(5) 0.01853(14) Uani 1 1 d . . . . .
F2 F 0.4985(2) 0.1416(6) 0.6608(5) 0.0382(11) Uani 1 1 d . . . . .
N1 N 0.1651(3) 0.0748(6) 0.5997(6) 0.0200(11) Uani 1 1 d . . . . .
H1A H 0.172177 0.172330 0.562578 0.024 Uiso 1 1 calc R U . . .
H1B H 0.196883 0.062867 0.687172 0.024 Uiso 1 1 calc R U . . .
H1C H 0.111500 0.060913 0.617983 0.024 Uiso 1 1 calc R U . . .
O1 O 0.3331(3) 0.0571(6) 0.6871(5) 0.0263(10) Uani 1 1 d . . . . .
F3 F 0.5202(3) 0.1427(6) 0.9030(5) 0.0428(11) Uani 1 1 d . . . . .
F1 F 0.4358(3) 0.3051(5) 0.7933(6) 0.0504(13) Uani 1 1 d . . . . .
C1 C 0.1893(4) -0.0426(8) 0.4869(8) 0.0256(15) Uani 1 1 d . . . . .
H1D H 0.151676 -0.035097 0.394925 0.031 Uiso 1 1 calc R U . . .
H1E H 0.183927 -0.148409 0.529456 0.031 Uiso 1 1 calc R U . . .
C2 C 0.2770(4) -0.0183(9) 0.4445(8) 0.0305(17) Uani 1 1 d . . . . .
H2A H 0.286399 -0.084634 0.356148 0.037 Uiso 1 1 calc R U . . .
H2B H 0.283181 0.091446 0.413091 0.037 Uiso 1 1 calc R U . . .
C4 C 0.3941(4) 0.0431(9) 0.8066(8) 0.0298(16) Uani 1 1 d . . . . .
H4A H 0.416760 -0.063834 0.807886 0.036 Uiso 1 1 calc R U . . .
H4B H 0.369428 0.061096 0.903915 0.036 Uiso 1 1 calc R U . . .
C5 C 0.4621(4) 0.1580(9) 0.7900(8) 0.0289(16) Uani 1 1 d . . . . .
C3 C 0.3417(4) -0.0534(9) 0.5662(8) 0.0301(16) Uani 1 1 d . . . . .
H3A H 0.335225 -0.161002 0.603611 0.036 Uiso 1 1 calc R U . . .
H3B H 0.396746 -0.043924 0.526786 0.036 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
Pb1 I2 3.1681(4) 3_566 ?
Pb1 I2 3.1758(4) 2_546 ?
Pb1 I2 3.1682(4) . ?
Pb1 I2 3.1758(4) 4_575 ?
Pb1 I1 3.1987(4) 3_566 ?
Pb1 I1 3.1987(4) . ?
F2 C5 1.335(8) . ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
N1 H1C 0.9100 . ?
N1 C1 1.493(8) . ?
O1 C4 1.411(8) . ?
O1 C3 1.447(8) . ?
F3 C5 1.340(8) . ?
F1 C5 1.336(8) . ?
C1 H1D 0.9900 . ?
C1 H1E 0.9900 . ?
C1 C2 1.522(9) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.490(10) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.501(9) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?

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
I2 Pb1 I2 180.0 3_566 . ?
I2 Pb1 I2 88.167(3) . 2_546 ?
I2 Pb1 I2 91.833(3) 3_566 2_546 ?
I2 Pb1 I2 88.167(3) 3_566 4_575 ?
I2 Pb1 I2 91.833(3) . 4_575 ?
I2 Pb1 I2 180.0 4_575 2_546 ?
I2 Pb1 I1 90.509(10) 2_546 . ?
I2 Pb1 I1 87.132(10) 3_566 . ?
I2 Pb1 I1 89.491(10) 2_546 3_566 ?
I2 Pb1 I1 87.131(10) . 3_566 ?
I2 Pb1 I1 89.491(10) 4_575 . ?
I2 Pb1 I1 90.509(10) 4_575 3_566 ?
I2 Pb1 I1 92.868(10) 3_566 3_566 ?
I2 Pb1 I1 92.869(10) . . ?
I1 Pb1 I1 180.0 3_566 . ?
Pb1 I2 Pb1 153.476(14) . 2_556 ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C1 N1 H1A 109.5 . . ?
C1 N1 H1B 109.5 . . ?
C1 N1 H1C 109.5 . . ?
C4 O1 C3 113.7(5) . . ?
N1 C1 H1D 109.3 . . ?
N1 C1 H1E 109.3 . . ?
N1 C1 C2 111.7(6) . . ?
H1D C1 H1E 107.9 . . ?
C2 C1 H1D 109.3 . . ?
C2 C1 H1E 109.3 . . ?
C1 C2 H2A 108.4 . . ?
C1 C2 H2B 108.4 . . ?
H2A C2 H2B 107.5 . . ?
C3 C2 C1 115.3(6) . . ?
C3 C2 H2A 108.4 . . ?
C3 C2 H2B 108.4 . . ?
O1 C4 H4A 109.4 . . ?
O1 C4 H4B 109.4 . . ?
O1 C4 C5 111.1(6) . . ?
H4A C4 H4B 108.0 . . ?
C5 C4 H4A 109.4 . . ?
C5 C4 H4B 109.4 . . ?
F2 C5 F3 107.3(6) . . ?
F2 C5 F1 106.4(6) . . ?
F2 C5 C4 113.1(6) . . ?
F3 C5 C4 110.7(6) . . ?
F1 C5 F3 106.8(6) . . ?
F1 C5 C4 112.2(6) . . ?
O1 C3 C2 107.7(6) . . ?
O1 C3 H3A 110.2 . . ?
O1 C3 H3B 110.2 . . ?
C2 C3 H3A 110.2 . . ?
C2 C3 H3B 110.2 . . ?
H3A C3 H3B 108.5 . . ?

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
N1 C1 C2 C3 69.1(8) . . . . ?
O1 C4 C5 F2 -58.9(8) . . . . ?
O1 C4 C5 F3 -179.3(6) . . . . ?
O1 C4 C5 F1 61.5(8) . . . . ?
C1 C2 C3 O1 -64.9(8) . . . . ?
C4 O1 C3 C2 -176.3(6) . . . . ?
C3 O1 C4 C5 96.9(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'



# start Validation Reply Form
_vrf_PLAT031_3F-PA2-PbI4_231286lt 
;
PROBLEM: Refined Extinction Parameter Within Range of ... 3.000 Sigma
RESPONSE: The refined extinction parameter (EXTI = 0.000092) is very
small, suggesting that extinction effects are negligible for this structure.
;
_vrf_PLAT094_3F-PA2-PbI4_231286lt 
;
PROBLEM: Ratio of Maximum / Minimum Residual Density .... 2.09 Report
RESPONSE: The residual density is slightly higher than ideal, 
likely due to the effects of the heavy atoms such as Pb and I.
;
_vrf_PLAT342_3F-PA2-PbI4_231286lt 
;
PROBLEM: Low Bond Precision on C-C Bonds ............... 0.00967 Ang.
RESPONSE: This effect arises from weak high-angle diffraction
and the influence of heavy atoms such as Pb and I.
;
# end Validation Reply Form
