# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_1-rt
_database_code_depnum_ccdc_archive 'CCDC 2220208'
loop_
_audit_author_name
_audit_author_address
NMPDAPbBr-RT
;Institute of Crystalline Materials, Shanxi University, Taiyuan
China
;
_audit_update_record             
;
2022-11-17 deposited with the CCDC.	2023-07-24 downloaded from the CCDC.
;
_audit_creation_date             2022-11-17
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Br4 Pb, C4 H14 N2'
_chemical_formula_sum            'C4 H14 Br4 N2 Pb'
_chemical_formula_weight         617.00
_chemical_absolute_configuration ?
_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'
Br Br -0.2901 2.4595 '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'
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           7
_space_group_name_H-M_alt        'P n '
_space_group_name_Hall           'P -2yac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y, z+1/2'

_cell_length_a                   8.3185(8)
_cell_length_b                   8.3196(6)
_cell_length_c                   20.1444(16)
_cell_angle_alpha                90
_cell_angle_beta                 101.654(4)
_cell_angle_gamma                90
_cell_volume                     1365.4(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6206
_cell_measurement_temperature    301.0
_cell_measurement_theta_max      27.49
_cell_measurement_theta_min      3.50
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    24.021
_exptl_absorpt_correction_T_max  0.2617
_exptl_absorpt_correction_T_min  0.1115
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1318 before and 0.0831 after correction.
The Ratio of minimum to maximum transmission is 0.4261.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    3.002
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1096
_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  0.0683
_diffrn_reflns_av_unetI/netI     0.0687
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            18180
_diffrn_reflns_point_group_measured_fraction_full 0.950
_diffrn_reflns_point_group_measured_fraction_max 0.929
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.103
_diffrn_reflns_theta_min         2.448
_diffrn_ambient_temperature      301.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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                   ?
_reflns_Friedel_coverage         0.856
_reflns_Friedel_fraction_full    0.901
_reflns_Friedel_fraction_max     0.858
_reflns_number_gt                4573
_reflns_number_total             5587
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.197
_refine_diff_density_min         -3.380
_refine_diff_density_rms         0.483
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.238(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     204
_refine_ls_number_reflns         5587
_refine_ls_number_restraints     74
_refine_ls_R_factor_all          0.0594
_refine_ls_R_factor_gt           0.0471
_refine_ls_restrained_S_all      1.098
_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)+(0.0463P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1077
_refine_ls_wR_factor_ref         0.1158
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.762(10)
 0.238(10)
2. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H,H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Restrained distances
 N3-C8 = C8-C17
 1.5 with sigma of 0.02
 C5-N18 = C5-C3 = C6-C3 = N7-C6 = N7-C1
 1.5 with sigma of 0.02
 N3-C17
 2.3 with sigma of 0.04
 C6-C1
 2.3 with sigma of 0.04
 C3-N7
 2.3 with sigma of 0.04
 C5-C6
 2.3 with sigma of 0.04
 N18-C3
 2.3 with sigma of 0.04
4. Uiso/Uaniso restraints and constraints
N3 \\sim C4 \\sim C17 \\sim N1 \\sim C8 \\sim C2: within 2A with sigma of 0.02
and sigma for terminal atoms of 0.04 within 2A
N18 \\sim C3 \\sim C5 \\sim C6 \\sim N7 \\sim C1: within 2A with sigma of 0.04
and sigma for terminal atoms of 0.08 within 2A
5.a Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C17(H17A,H17B), N1(H1A,H1B), C8(H8A,H8B), C3(H3D,H3E), C5(H5A,
 H5B), N7(H7A,H7B), C6(H6A,H6B)
5.b Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), N3(H3A,H3B,H3C), C1(H1C,H1D,H1E), N18(H18A,H18B,H18C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
Pb01 Pb 1.21621(2) -0.09798(3) 0.45679(2) 0.02197(8) Uani 1 1 d . . . . .
Pb02 Pb 0.71754(2) 0.39213(3) 0.45895(2) 0.02281(8) Uani 1 1 d . . . . .
Br03 Br 0.60906(13) 0.43431(12) 0.30427(5) 0.0419(3) Uani 1 1 d . . . . .
Br04 Br 0.92550(14) 0.10669(11) 0.45547(6) 0.0460(3) Uani 1 1 d . . . . .
Br05 Br 1.10371(14) -0.13123(12) 0.30078(5) 0.0412(3) Uani 1 1 d . . . . .
Br06 Br 0.49744(12) 0.67369(10) 0.46430(5) 0.0357(2) Uani 1 1 d . . . . .
Br07 Br 0.42508(14) 0.18620(12) 0.44936(6) 0.0502(3) Uani 1 1 d . . . . .
Br09 Br 1.27569(14) -0.10236(12) 0.60602(5) 0.0437(3) Uani 1 1 d . . . . .
Br3 Br 0.78312(14) 0.38412(13) 0.61004(5) 0.0457(3) Uani 1 1 d . . . . .
Br1 Br 1.00492(13) -0.39194(11) 0.45714(6) 0.0416(3) Uani 1 1 d . . . . .
C4 C 0.4332(12) 0.0261(12) 0.2027(4) 0.041(3) Uani 1 1 d . U . . .
H4A H 0.333494 0.008757 0.219691 0.049 Uiso 1 1 calc R U . . .
H4B H 0.470221 0.135148 0.213780 0.049 Uiso 1 1 calc R U . . .
C17 C 0.5644(13) -0.0921(11) 0.2361(4) 0.041(3) Uani 1 1 d D U . . .
H17A H 0.526344 -0.201536 0.226785 0.049 Uiso 1 1 calc R U . . .
H17B H 0.663604 -0.077395 0.218390 0.049 Uiso 1 1 calc R U . . .
N1 N 0.3988(10) 0.0042(8) 0.1281(4) 0.037(2) Uani 1 1 d . U . . .
H1A H 0.489604 0.026021 0.112862 0.045 Uiso 1 1 calc R U . . .
H1B H 0.373563 -0.098432 0.118775 0.045 Uiso 1 1 calc R U . . .
C2 C 0.2648(17) 0.1055(14) 0.0917(6) 0.070(4) Uani 1 1 d . U . . .
H2A H 0.265139 0.103397 0.044098 0.105 Uiso 1 1 calc R U . . .
H2B H 0.279966 0.213873 0.108092 0.105 Uiso 1 1 calc R U . . .
H2C H 0.161721 0.065235 0.099177 0.105 Uiso 1 1 calc R U . . .
N3 N 0.7267(9) -0.1774(8) 0.3427(4) 0.035(2) Uani 1 1 d D U . . .
H3A H 0.692286 -0.277074 0.331865 0.042 Uiso 1 1 calc R U . . .
H3B H 0.745558 -0.165588 0.387505 0.042 Uiso 1 1 calc R U . . .
H3C H 0.818839 -0.159083 0.327894 0.042 Uiso 1 1 calc R U . . .
C8 C 0.5987(13) -0.0612(11) 0.3106(4) 0.049(3) Uani 1 1 d D U . . .
H8A H 0.637253 0.048095 0.320029 0.059 Uiso 1 1 calc R U . . .
H8B H 0.499664 -0.075808 0.328405 0.059 Uiso 1 1 calc R U . . .
C3 C 0.0746(12) 0.3567(10) 0.2294(4) 0.040(3) Uani 1 1 d D U . . .
H3D H 0.036763 0.254046 0.209302 0.048 Uiso 1 1 calc R U . . .
H3E H 0.176638 0.382928 0.215626 0.048 Uiso 1 1 calc R U . . .
C5 C 0.1052(14) 0.3425(10) 0.3043(4) 0.053(3) Uani 1 1 d D U . . .
H5A H 0.153142 0.238414 0.318066 0.063 Uiso 1 1 calc R U . . .
H5B H 0.002330 0.351131 0.319713 0.063 Uiso 1 1 calc R U . . .
N7 N -0.0863(10) 0.4871(8) 0.1277(3) 0.040(2) Uani 1 1 d D U . . .
H7A H 0.005050 0.509723 0.112987 0.047 Uiso 1 1 calc R U . . .
H7B H -0.122243 0.391338 0.111493 0.047 Uiso 1 1 calc R U . . .
C6 C -0.0504(10) 0.4830(10) 0.2034(4) 0.038(3) Uani 1 1 d D U . . .
H6A H -0.150709 0.460727 0.219326 0.046 Uiso 1 1 calc R U . . .
H6B H -0.009802 0.587122 0.220934 0.046 Uiso 1 1 calc R U . . .
C1 C -0.2118(14) 0.6104(11) 0.1035(5) 0.059(4) Uani 1 1 d D U . . .
H1C H -0.226653 0.620318 0.055157 0.088 Uiso 1 1 calc R U . . .
H1D H -0.176826 0.711621 0.124339 0.088 Uiso 1 1 calc R U . . .
H1E H -0.313746 0.579339 0.115191 0.088 Uiso 1 1 calc R U . . .
N18 N 0.2195(10) 0.4732(9) 0.3354(4) 0.045(3) Uani 1 1 d D U . . .
H18A H 0.306564 0.474993 0.315953 0.053 Uiso 1 1 calc R U . . .
H18B H 0.251910 0.454972 0.379572 0.053 Uiso 1 1 calc R U . . .
H18C H 0.167974 0.567413 0.329023 0.053 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
Pb01 Br04 2.9534(11) . ?
Pb01 Br05 3.1049(11) . ?
Pb01 Br06 2.9935(10) 1_645 ?
Pb01 Br07 2.9557(11) 1_655 ?
Pb01 Br09 2.9465(10) . ?
Pb01 Br1 3.0125(10) . ?
Pb02 Br03 3.0840(11) . ?
Pb02 Br04 2.9472(10) . ?
Pb02 Br06 2.9883(9) . ?
Pb02 Br07 2.9497(11) . ?
Pb02 Br3 2.9824(11) . ?
Pb02 Br1 2.9965(11) 1_565 ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C17 1.521(13) . ?
C4 N1 1.482(11) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C8 1.494(11) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 C2 1.470(14) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
N3 H3A 0.8900 . ?
N3 H3B 0.8900 . ?
N3 H3C 0.8900 . ?
N3 C8 1.485(11) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C3 H3D 0.9700 . ?
C3 H3E 0.9700 . ?
C3 C5 1.483(11) . ?
C3 C6 1.496(11) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 N18 1.496(11) . ?
N7 H7A 0.8900 . ?
N7 H7B 0.8900 . ?
N7 C6 1.494(9) . ?
N7 C1 1.475(11) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C1 H1C 0.9600 . ?
C1 H1D 0.9600 . ?
C1 H1E 0.9600 . ?
N18 H18A 0.8900 . ?
N18 H18B 0.8900 . ?
N18 H18C 0.8900 . ?

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
Br04 Pb01 Br05 87.91(3) . . ?
Br04 Pb01 Br06 175.16(3) . 1_645 ?
Br04 Pb01 Br07 91.55(3) . 1_655 ?
Br04 Pb01 Br1 89.48(3) . . ?
Br06 Pb01 Br05 93.86(3) 1_645 . ?
Br06 Pb01 Br1 86.28(3) 1_645 . ?
Br07 Pb01 Br05 94.59(3) 1_655 . ?
Br07 Pb01 Br06 92.80(3) 1_655 1_645 ?
Br07 Pb01 Br1 177.09(4) 1_655 . ?
Br09 Pb01 Br04 89.12(3) . . ?
Br09 Pb01 Br05 170.30(3) . . ?
Br09 Pb01 Br06 88.40(3) . 1_645 ?
Br09 Pb01 Br07 94.72(3) . 1_655 ?
Br09 Pb01 Br1 88.02(3) . . ?
Br1 Pb01 Br05 82.72(3) . . ?
Br04 Pb02 Br03 96.95(3) . . ?
Br04 Pb02 Br06 177.84(3) . . ?
Br04 Pb02 Br07 90.61(3) . . ?
Br04 Pb02 Br3 91.09(3) . . ?
Br04 Pb02 Br1 90.53(3) . 1_565 ?
Br06 Pb02 Br03 83.73(3) . . ?
Br06 Pb02 Br1 91.52(3) . 1_565 ?
Br07 Pb02 Br03 86.03(3) . . ?
Br07 Pb02 Br06 87.39(3) . . ?
Br07 Pb02 Br3 91.85(3) . . ?
Br07 Pb02 Br1 175.46(3) . 1_565 ?
Br3 Pb02 Br03 171.70(3) . . ?
Br3 Pb02 Br06 88.16(3) . . ?
Br3 Pb02 Br1 92.52(3) . 1_565 ?
Br1 Pb02 Br03 89.47(3) 1_565 . ?
Pb02 Br04 Pb01 161.41(4) . . ?
Pb02 Br06 Pb01 166.86(3) . 1_465 ?
Pb02 Br07 Pb01 161.22(4) . 1_455 ?
Pb02 Br1 Pb01 162.56(4) 1_545 . ?
H4A C4 H4B 108.2 . . ?
C17 C4 H4A 109.6 . . ?
C17 C4 H4B 109.6 . . ?
N1 C4 H4A 109.6 . . ?
N1 C4 H4B 109.6 . . ?
N1 C4 C17 110.1(7) . . ?
C4 C17 H17A 110.1 . . ?
C4 C17 H17B 110.1 . . ?
H17A C17 H17B 108.4 . . ?
C8 C17 C4 107.9(8) . . ?
C8 C17 H17A 110.1 . . ?
C8 C17 H17B 110.1 . . ?
C4 N1 H1A 108.8 . . ?
C4 N1 H1B 108.8 . . ?
H1A N1 H1B 107.6 . . ?
C2 N1 C4 114.0(8) . . ?
C2 N1 H1A 108.8 . . ?
C2 N1 H1B 108.8 . . ?
N1 C2 H2A 109.5 . . ?
N1 C2 H2B 109.5 . . ?
N1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
H3A N3 H3B 109.5 . . ?
H3A N3 H3C 109.5 . . ?
H3B N3 H3C 109.5 . . ?
C8 N3 H3A 109.5 . . ?
C8 N3 H3B 109.5 . . ?
C8 N3 H3C 109.5 . . ?
C17 C8 H8A 110.2 . . ?
C17 C8 H8B 110.2 . . ?
N3 C8 C17 107.4(8) . . ?
N3 C8 H8A 110.2 . . ?
N3 C8 H8B 110.2 . . ?
H8A C8 H8B 108.5 . . ?
H3D C3 H3E 107.9 . . ?
C5 C3 H3D 109.2 . . ?
C5 C3 H3E 109.2 . . ?
C5 C3 C6 112.1(8) . . ?
C6 C3 H3D 109.2 . . ?
C6 C3 H3E 109.2 . . ?
C3 C5 H5A 109.8 . . ?
C3 C5 H5B 109.8 . . ?
C3 C5 N18 109.4(8) . . ?
H5A C5 H5B 108.3 . . ?
N18 C5 H5A 109.8 . . ?
N18 C5 H5B 109.8 . . ?
H7A N7 H7B 108.2 . . ?
C6 N7 H7A 109.7 . . ?
C6 N7 H7B 109.7 . . ?
C1 N7 H7A 109.7 . . ?
C1 N7 H7B 109.7 . . ?
C1 N7 C6 109.6(7) . . ?
C3 C6 H6A 109.5 . . ?
C3 C6 H6B 109.5 . . ?
N7 C6 C3 110.8(7) . . ?
N7 C6 H6A 109.5 . . ?
N7 C6 H6B 109.5 . . ?
H6A C6 H6B 108.1 . . ?
N7 C1 H1C 109.5 . . ?
N7 C1 H1D 109.5 . . ?
N7 C1 H1E 109.5 . . ?
H1C C1 H1D 109.5 . . ?
H1C C1 H1E 109.5 . . ?
H1D C1 H1E 109.5 . . ?
C5 N18 H18A 109.5 . . ?
C5 N18 H18B 109.5 . . ?
C5 N18 H18C 109.5 . . ?
H18A N18 H18B 109.5 . . ?
H18A N18 H18C 109.5 . . ?
H18B N18 H18C 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
C4 C17 C8 N3 179.9(8) . . . . ?
C17 C4 N1 C2 175.8(9) . . . . ?
N1 C4 C17 C8 178.0(8) . . . . ?
C5 C3 C6 N7 -176.4(7) . . . . ?
C6 C3 C5 N18 -80.1(10) . . . . ?
C1 N7 C6 C3 179.0(8) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.762(10)
2 0.238(10)

####################################################################### 
# 
# 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_1-ht
_database_code_depnum_ccdc_archive 'CCDC 2282804'
loop_
_audit_author_name
_audit_author_address
NMPDPbBrht
;Institute of Crystalline Materials, Shanxi University, Taiyuan
China
;
_audit_update_record             
;
2023-07-19 deposited with the CCDC.	2023-07-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/1
_shelx_SHELXL_version_number     2019/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C4 H14 Br4 N2 Pb'
_chemical_formula_weight         617.00

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'
Br Br -0.2901 2.4595 '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'
Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   8.5255(8)
_cell_length_b                   8.3313(6)
_cell_length_c                   19.608(3)
_cell_angle_alpha                90
_cell_angle_beta                 102.014(13)
_cell_angle_gamma                90
_cell_volume                     1362.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    420(2)
_cell_measurement_reflns_used    2063
_cell_measurement_theta_min      2.1350
_cell_measurement_theta_max      30.2550

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    3.009
_exptl_crystal_F_000             1096
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    24.077
_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      420(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5848
_diffrn_reflns_av_unetI/netI     0.0542
_diffrn_reflns_av_R_equivalents  0.0693
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.124
_diffrn_reflns_theta_max         24.995
_diffrn_reflns_theta_full        24.995
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             1192
_reflns_number_gt                783
_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-2019/1 (Sheldrick, 2019)'
_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)+(0.0680P)²+8.5588P] 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         1192
_refine_ls_number_parameters     100
_refine_ls_number_restraints     153
_refine_ls_R_factor_all          0.1118
_refine_ls_R_factor_gt           0.0582
_refine_ls_wR_factor_ref         0.1408
_refine_ls_wR_factor_gt          0.1251
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      6.937
_refine_ls_shift/su_max          0.016
_refine_ls_shift/su_mean         0.003

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 1.92871(2) 0.250000 0.08969(9) Uani 1 2 d DS TU P . .
Br1B Br 0.23183(10) 1.66934(9) 0.23390(6) 0.1177(4) Uani 0.5566(11) 1 d D U P A
2
C3 C -0.02162(19) 1.4603(2) 0.50299(6) 0.2816(12) Uani 0.5 1 d D U P B -1
H3A H -0.055562 1.350803 0.508531 0.338 Uiso 0.5 1 calc R U P B -1
H3B H 0.087447 1.474167 0.529022 0.338 Uiso 0.5 1 calc R U P B -1
C4 C -0.13165(7) 1.57714(12) 0.52534(2) 0.2830(14) Uani 0.5 1 d D U P B -1
H4A H -0.238681 1.563584 0.497155 0.340 Uiso 0.5 1 calc R U P B -1
H4B H -0.096279 1.685373 0.518246 0.340 Uiso 0.5 1 calc R U P B -1
N1 N 0.0731(2) 1.3900(3) 0.39833(6) 0.2820(14) Uani 0.5 1 d D U P B -1
H1A H 0.174380 1.404511 0.420363 0.338 Uiso 0.5 1 calc R U P B -1
H1B H 0.045623 1.288505 0.403970 0.338 Uiso 0.5 1 calc R U P B -1
N2 N -0.13612(9) 1.5529(3) 0.60387(2) 0.288(3) Uani 0.5 1 d D U P B -1
H2A H -0.229241 1.508819 0.607313 0.345 Uiso 0.5 1 calc R U P B -1
H2B H -0.125554 1.647520 0.625440 0.345 Uiso 0.5 1 calc R U P B -1
H2C H -0.056127 1.488647 0.623637 0.345 Uiso 0.5 1 calc R U P B -1
C2 C -0.03621(5) 1.50307(12) 0.42548(2) 0.2813(12) Uani 0.5 1 d D U P B -1
H2D H -0.145926 1.489789 0.400114 0.338 Uiso 0.5 1 calc R U P B -1
H2E H -0.003934 1.613402 0.420574 0.338 Uiso 0.5 1 calc R U P B -1
C1 C 0.0523(5) 1.4298(7) 0.32254(7) 0.285(3) Uani 0.5 1 d D U P B -1
H1C H -0.050844 1.393058 0.298024 0.428 Uiso 0.5 1 calc R U P B -1
H1D H 0.134790 1.378055 0.303911 0.428 Uiso 0.5 1 calc R U P B -1
H1E H 0.059472 1.543919 0.317082 0.428 Uiso 0.5 1 calc R U P B -1
Br2B Br 0.0306(2) 1.93196(18) 0.40509(9) 0.1647(7) Uani 0.5219(15) 1 d D U P A
2
Br1A Br 0.26326(12) 1.68561(12) 0.26621(8) 0.1210(5) Uani 0.4434(11) 1 d D U P
A 1
Br2A Br 0.10054(19) 1.91823(18) 0.40554(10) 0.1499(6) Uani 0.4781(15) 1 d . U P
A 1


_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 Br1B 2.9892(9) 2 ?
Pb1 Br1B 2.9892(9) . ?
Pb1 Br1A 2.9905(10) . ?
Pb1 Br1A 2.9906(10) 2 ?
Pb1 Br2A 2.9926(19) . ?
Pb1 Br2A 2.9927(19) 2 ?
Pb1 Br2B 2.9976(19) 2 ?
Pb1 Br2B 2.9976(19) . ?
Pb1 Br1A 3.0038(11) 4 ?
Pb1 Br1A 3.0038(11) 3_455 ?
Pb1 Br1B 3.0076(8) 4 ?
Pb1 Br1B 3.0076(8) 3_455 ?
C3 C4 1.4801(17) . ?
C3 C2 1.5408(13) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 N2 1.5613(7) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
N1 C1 1.497(2) . ?
N1 C2 1.499(2) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 H2C 0.8900 . ?
C2 H2D 0.9700 . ?
C2 H2E 0.9700 . ?
C1 H1C 0.9600 . ?
C1 H1D 0.9600 . ?
C1 H1E 0.9600 . ?

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
Br1B Pb1 Br1B 87.41(3) 2 . ?
Br1A Pb1 Br1A 94.74(4) . 2 ?
Br1A Pb1 Br2A 79.77(4) . . ?
Br1A Pb1 Br2A 97.93(4) 2 . ?
Br1B Pb1 Br2A 91.78(4) 2 2 ?
Br1B Pb1 Br2A 85.80(4) . 2 ?
Br1A Pb1 Br2A 97.93(4) . 2 ?
Br1A Pb1 Br2A 79.77(4) 2 2 ?
Br2A Pb1 Br2A 176.66(6) . 2 ?
Br1A Pb1 Br2B 91.09(4) . 2 ?
Br1A Pb1 Br2B 89.61(4) 2 2 ?
Br2A Pb1 Br2B 168.56(5) . 2 ?
Br2A Pb1 Br2B 11.59(5) 2 2 ?
Br1B Pb1 Br2B 79.59(4) 2 . ?
Br1B Pb1 Br2B 101.17(4) . . ?
Br2B Pb1 Br2B 178.96(6) 2 . ?
Br1A Pb1 Br1A 89.304(9) . 4 ?
Br1A Pb1 Br1A 167.76(5) 2 4 ?
Br2A Pb1 Br1A 94.15(4) . 4 ?
Br2A Pb1 Br1A 88.23(4) 2 4 ?
Br1A Pb1 Br1A 167.76(5) . 3_455 ?
Br1A Pb1 Br1A 89.305(9) 2 3_455 ?
Br2A Pb1 Br1A 88.23(4) . 3_455 ?
Br2A Pb1 Br1A 94.15(4) 2 3_455 ?
Br1A Pb1 Br1A 89.12(4) 4 3_455 ?
Br1A Pb1 Br1B 84.43(3) . 4 ?
Br1A Pb1 Br1B 179.16(3) 2 4 ?
Br2A Pb1 Br1B 82.08(4) . 4 ?
Br2A Pb1 Br1B 100.17(4) 2 4 ?
Br1A Pb1 Br1B 12.39(3) 4 4 ?
Br1A Pb1 Br1B 91.53(3) 3_455 4 ?
Br1A Pb1 Br1B 179.16(3) . 3_455 ?
Br1A Pb1 Br1B 84.43(3) 2 3_455 ?
Br2A Pb1 Br1B 100.17(4) . 3_455 ?
Br2A Pb1 Br1B 82.08(4) 2 3_455 ?
Br1A Pb1 Br1B 91.53(3) 4 3_455 ?
Br1A Pb1 Br1B 12.39(3) 3_455 3_455 ?
Pb1 Br1B Pb1 167.34(4) . 3_545 ?
C4 C3 C2 102.36(10) . . ?
C4 C3 H3A 111.3 . . ?
C2 C3 H3A 111.3 . . ?
C4 C3 H3B 111.3 . . ?
C2 C3 H3B 111.3 . . ?
H3A C3 H3B 109.2 . . ?
C3 C4 N2 110.74(10) . . ?
C3 C4 H4A 109.5 . . ?
N2 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
N2 C4 H4B 109.5 . . ?
H4A C4 H4B 108.1 . . ?
C1 N1 C2 105.0(2) . . ?
C1 N1 H1A 110.7 . . ?
C2 N1 H1A 110.7 . . ?
C1 N1 H1B 110.7 . . ?
C2 N1 H1B 110.7 . . ?
H1A N1 H1B 108.8 . . ?
C4 N2 H2A 109.5 . . ?
C4 N2 H2B 109.5 . . ?
H2A N2 H2B 109.5 . . ?
C4 N2 H2C 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
N1 C2 C3 106.05(10) . . ?
N1 C2 H2D 110.5 . . ?
C3 C2 H2D 110.5 . . ?
N1 C2 H2E 110.5 . . ?
C3 C2 H2E 110.5 . . ?
H2D C2 H2E 108.7 . . ?
N1 C1 H1C 109.5 . . ?
N1 C1 H1D 109.5 . . ?
H1C C1 H1D 109.5 . . ?
N1 C1 H1E 109.5 . . ?
H1C C1 H1E 109.5 . . ?
H1D C1 H1E 109.5 . . ?
Pb1 Br1A Pb1 167.76(5) . 3_545 ?

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
C2 C3 C4 N2 179.44(10) . . . . ?
C1 N1 C2 C3 178.0(2) . . . . ?
C4 C3 C2 N1 179.73(12) . . . . ?

_refine_diff_density_max         0.732
_refine_diff_density_min         -1.117
_refine_diff_density_rms         0.152



