# Supplementary Information (SI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_sc_11_153k_autoabs
_database_code_depnum_ccdc_archive 'CCDC 2387432'
loop_
_audit_author_name
_audit_author_address
'Wei Wang'
;Southeast University
China
;
_audit_update_record             
;
2024-09-28 deposited with the CCDC.	2024-10-11 downloaded from the CCDC.
;
_audit_creation_date             2024-09-28
_audit_creation_method           
;
Olex2 1.5
(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         'I6 Pb2, C4 H10 N O, H4 N'
_chemical_formula_sum            'C4 H14 I6 N2 O Pb2'
_chemical_formula_weight         1281.95
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C8  H16  I12  N2  O4  Pb4  '
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'
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pb Pb -3.3944 10.1111 '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           11
_space_group_name_H-M_alt        'P 1 21/m 1'
_space_group_name_Hall           '-P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'

_cell_length_a                   6.3366(3)
_cell_length_b                   16.1613(7)
_cell_length_c                   10.1821(4)
_cell_angle_alpha                90
_cell_angle_beta                 93.579(4)
_cell_angle_gamma                90
_cell_volume                     1040.69(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5055
_cell_measurement_temperature    152.98(10)
_cell_measurement_theta_max      30.8560
_cell_measurement_theta_min      2.0120
_shelx_estimated_absorpt_T_max   0.315
_shelx_estimated_absorpt_T_min   0.037
_exptl_absorpt_coefficient_mu    25.042
_exptl_absorpt_correction_T_max  0.255
_exptl_absorpt_correction_T_min  0.043
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.92a (Rigaku Oxford Diffraction, 2023)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    4.091
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1084
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 -23 0 0.0565
-5 -19 4 0.0598
-8 -1 8 0.0605
-4 18 6 0.0504
0 23 1 0.0466
8 -2 -8 0.2267
0 -23 -1 0.0568
-4 9 -11 0.0345
0 -8 13 0.0450
0 8 -13 0.0163

_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.06
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1.0654 -22.6134 -0.0405 -0.1291 -0.9791 0.1570
-4.5836 -18.7460 3.9555 -0.1029 -0.7823 0.6144
-7.6343 -1.1917 8.1671 0.0017 0.0086 1.0000
-4.2912 18.2162 5.5837 0.1098 0.8296 0.5474
-0.0679 22.6876 1.2660 0.1308 0.9914 -0.0088
7.5648 -2.0813 -8.2643 -0.0205 -0.1510 -0.9883
0.0679 -22.6876 -1.2660 -0.1308 -0.9914 0.0088
-3.9553 8.6250 -11.2561 -0.9007 0.4299 -0.0633
-0.0090 -8.0791 13.4044 0.7795 -0.3716 0.5042
0.0424 8.0925 -13.4044 -0.7774 0.3719 -0.5073

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0333
_diffrn_reflns_av_unetI/netI     0.0356
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.802
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7163
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.802
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.928
_diffrn_reflns_theta_min         2.004
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      152.98(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 0.802
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -65.00 -15.00   0.50    1.20    --    4.75 -37.00 -30.00  100
  2  ω    -10.00  15.00   0.50    1.20    --   -5.92 -99.00 -30.00   50
  3  ω     -8.00  70.00   0.50    1.20    --    4.75  37.00 150.00  156
  4  ω    -28.00  14.00   0.50    1.20    --   -5.92  77.00  30.00   84
;
_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      0.0633113000
_diffrn_orient_matrix_UB_12      0.0026195000
_diffrn_orient_matrix_UB_13      0.0597764000
_diffrn_orient_matrix_UB_21      -0.0094135000
_diffrn_orient_matrix_UB_22      0.0437444000
_diffrn_orient_matrix_UB_23      -0.0013622000
_diffrn_orient_matrix_UB_31      -0.0921103000
_diffrn_orient_matrix_UB_32      -0.0026676000
_diffrn_orient_matrix_UB_33      0.0359468000
_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                2478
_reflns_number_total             2731
_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 1.171.42.92a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.92a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.92a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         2.239
_refine_diff_density_min         -2.360
_refine_diff_density_rms         0.397
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.987
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     86
_refine_ls_number_reflns         2731
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0381
_refine_ls_R_factor_gt           0.0347
_refine_ls_restrained_S_all      0.984
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0660P)²+6.5136P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0987
_refine_ls_wR_factor_ref         0.1003
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H,H) groups
2. Restrained distances
 N1-H1D = N1-H1C
 0.893 with sigma of 0.002
 H1E-N1
 0.893 with sigma of 0.002
 H1E-H1C \\sim H1E-H1C_$1 \\sim H1C-H1C_$1 \\sim H1D-H1C \\sim H1E-H1D \\sim
H1D-H1C_$1
 with sigma of 0.02
3.a Secondary CH2 refined with riding coordinates:
 N2(H2A,H2B), C1(H1A,H1B), C2(H2C,H2D)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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 -0.49479(4) 0.55427(2) 0.20101(3) 0.01580(11) Uani 1 1 d . . . . .
I1 I -0.47674(12) 0.750000 0.29555(8) 0.02168(17) Uani 1 2 d S T P . .
I2 I 0.00338(7) 0.56509(4) 0.20365(6) 0.02606(16) Uani 1 1 d . . . . .
I3 I -0.47528(8) 0.37359(3) 0.09573(5) 0.02077(14) Uani 1 1 d . . . . .
I4 I -0.500000 0.500000 0.500000 0.02826(19) Uani 1 2 d S . P . .
O1 O -0.0618(17) 0.750000 0.7328(9) 0.032(2) Uani 1 2 d S T P . .
N2 N 0.0452(17) 0.750000 0.4707(11) 0.046(4) Uani 1 2 d S T P . .
H2A H -0.081493 0.750000 0.423415 0.055 Uiso 1 2 calc R U P . .
H2B H 0.149161 0.750000 0.412913 0.055 Uiso 1 2 calc R U P . .
C1 C 0.063(3) 0.6741(10) 0.5526(12) 0.068(5) Uani 1 1 d . . . . .
H1A H 0.207802 0.669495 0.594491 0.082 Uiso 1 1 calc R U . . .
H1B H 0.035200 0.624645 0.496808 0.082 Uiso 1 1 calc R U . . .
C2 C -0.094(2) 0.6783(7) 0.6559(11) 0.048(3) Uani 1 1 d . . . . .
H2C H -0.238678 0.678705 0.613692 0.057 Uiso 1 1 calc R U . . .
H2D H -0.078998 0.628821 0.713021 0.057 Uiso 1 1 calc R U . . .
N1 N -0.015(2) 0.750000 1.0013(12) 0.039(3) Uani 1 2 d DS T P . .
H1C H 0.048(7) 0.7951(4) 1.036(5) 0.06(4) Uiso 1 1 d D . . . .
H1D H -0.152(5) 0.750000 1.019(11) 0.11(10) Uiso 1 2 d DS . P . .
H1E H -0.006(18) 0.750000 0.9142(18) 0.08(7) Uiso 1 2 d DS . P . .


_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 I1 3.3065(4) . ?
Pb1 I2 3.1600(5) . ?
Pb1 I2 3.1865(5) 1_455 ?
Pb1 I3 3.2331(6) 3_465 ?
Pb1 I3 3.1157(6) . ?
Pb1 I4 3.1703(3) . ?
O1 C2 1.405(11) 4_575 ?
O1 C2 1.405(11) . ?
N2 H2A 0.9100 . ?
N2 H2B 0.9100 . ?
N2 C1 1.484(16) . ?
N2 C1 1.484(16) 4_575 ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.492(19) . ?
C2 H2C 0.9900 . ?
C2 H2D 0.9900 . ?
N1 H1C 0.893(2) 4_575 ?
N1 H1C 0.893(2) . ?
N1 H1D 0.893(2) . ?
N1 H1E 0.893(2) . ?

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 I1 85.879(18) . . ?
I2 Pb1 I1 87.787(18) 1_455 . ?
I2 Pb1 I2 173.60(3) . 1_455 ?
I2 Pb1 I3 89.329(16) . 3_465 ?
I2 Pb1 I3 89.298(15) 1_455 3_465 ?
I2 Pb1 I4 94.440(13) . . ?
I3 Pb1 I1 85.755(17) 3_465 . ?
I3 Pb1 I1 174.506(18) . . ?
I3 Pb1 I2 96.629(17) . 1_455 ?
I3 Pb1 I2 89.643(17) . . ?
I3 Pb1 I3 91.017(15) . 3_465 ?
I3 Pb1 I4 94.252(12) . . ?
I4 Pb1 I1 89.273(15) . . ?
I4 Pb1 I2 86.379(12) . 1_455 ?
I4 Pb1 I3 173.535(13) . 3_465 ?
Pb1 I1 Pb1 146.16(3) . 4_575 ?
Pb1 I2 Pb1 173.60(3) . 1_655 ?
Pb1 I3 Pb1 88.982(15) . 3_465 ?
Pb1 I4 Pb1 180.0 3_466 . ?
C2 O1 C2 111.0(11) . 4_575 ?
H2A N2 H2B 108.0 . . ?
C1 N2 H2A 109.3 4_575 . ?
C1 N2 H2A 109.3 . . ?
C1 N2 H2B 109.3 . . ?
C1 N2 H2B 109.3 4_575 . ?
C1 N2 C1 111.5(12) . 4_575 ?
N2 C1 H1A 109.9 . . ?
N2 C1 H1B 109.9 . . ?
N2 C1 C2 109.1(10) . . ?
H1A C1 H1B 108.3 . . ?
C2 C1 H1A 109.9 . . ?
C2 C1 H1B 109.9 . . ?
O1 C2 C1 110.6(11) . . ?
O1 C2 H2C 109.5 . . ?
O1 C2 H2D 109.5 . . ?
C1 C2 H2C 109.5 . . ?
C1 C2 H2D 109.5 . . ?
H2C C2 H2D 108.1 . . ?
H1C N1 H1C 109.5(15) . 4_575 ?
H1C N1 H1D 109.6(9) . . ?
H1C N1 H1E 109.4(9) . . ?
H1D N1 H1C 109.6(9) . 4_575 ?
H1D N1 H1E 109.5(15) . . ?
H1E N1 H1C 109.4(9) . 4_575 ?

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
N2 C1 C2 O1 -57.1(14) . . . . ?
C1 N2 C1 C2 53.4(19) 4_575 . . . ?
C2 O1 C2 C1 62.6(17) 4_575 . . . ?

_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 1.986
_oxdiff_exptl_absorpt_empirical_full_min 0.580
