# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 2313113'
loop_
_audit_author_name
_audit_author_address
'Wen Zhang'
;Southeast University
China
;
_audit_update_record             
;
2023-12-10 deposited with the CCDC.	2024-06-15 downloaded from the CCDC.
;
_audit_creation_date             2023-12-10
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Br5 Pb, 3(C5 H12 N O)'
_chemical_formula_sum            'C15 H36 Br5 N3 O3 Pb'
_chemical_formula_weight         913.21
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C1 H1 N1 O1 Br1 Pb1'
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'
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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   12.8366(3)
_cell_length_b                   8.40950(10)
_cell_length_c                   13.2067(3)
_cell_angle_alpha                90
_cell_angle_beta                 110.073(2)
_cell_angle_gamma                90
_cell_volume                     1339.05(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    20539
_cell_measurement_temperature    300.21(10)
_cell_measurement_theta_max      28.4020
_cell_measurement_theta_min      1.9840
_shelx_estimated_absorpt_T_max   0.875
_shelx_estimated_absorpt_T_min   0.683
_exptl_absorpt_coefficient_mu    13.779
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45506
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.265
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             856
_exptl_crystal_preparation       'Slow evaporation from HBr'
_exptl_crystal_recrystallization_method 'Slow evaporation from HBr'
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0364
_diffrn_reflns_av_unetI/netI     0.0323
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.884
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            34043
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.831
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.885
_diffrn_reflns_theta_min         2.730
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      300.21(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 0.884
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -4.00  79.00   0.50    0.40    --    5.69  38.00   0.00  166
  2  ω    -60.00  20.00   0.50    0.40    --    5.69 -38.00 120.00  160
  3  ω    -43.00  21.00   0.50    0.40    --    5.69 -36.00  55.48  128
  4  ω    -66.00  20.00   0.50    0.40    --    5.69 -34.00  11.61  172
  5  ω    -67.00  20.00   0.50    0.40    --    5.69 -38.00 -30.00  174
  6  ω    -67.00  21.00   0.50    0.40    --    5.69 -36.00-102.64  176
  7  ω    -66.00  21.00   0.50    0.40    --    5.69 -37.00-174.52  174
  8  ω    -78.00  -7.00   0.50    0.40    --   -6.24 -57.00 120.00  142
  9  ω    -18.00  27.00   0.50    0.40    --   -6.24 -99.00   0.00   90
 10  ω    -13.00  27.00   0.50    0.40    --   -6.24 -99.00-180.00   80
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0580249000
_diffrn_orient_matrix_UB_12      -0.0138372000
_diffrn_orient_matrix_UB_13      -0.0201301000
_diffrn_orient_matrix_UB_21      -0.0003903000
_diffrn_orient_matrix_UB_22      -0.0040199000
_diffrn_orient_matrix_UB_23      0.0535179000
_diffrn_orient_matrix_UB_31      -0.0096764000
_diffrn_orient_matrix_UB_32      0.0831049000
_diffrn_orient_matrix_UB_33      -0.0007717000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.770
_reflns_Friedel_fraction_full    0.984
_reflns_Friedel_fraction_max     0.770
_reflns_number_gt                6431
_reflns_number_total             7019
_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 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_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         0.790
_refine_diff_density_min         -0.719
_refine_diff_density_rms         0.094
_refine_ls_abs_structure_details 
;
 Flack x determined using 2586 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.017(3)
_refine_ls_extinction_coef       0.00241(15)
_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   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     248
_refine_ls_number_reflns         7019
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0284
_refine_ls_R_factor_gt           0.0233
_refine_ls_restrained_S_all      1.028
_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)+(0.0172P)²+0.1256P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0396
_refine_ls_wR_factor_ref         0.0402
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All N(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7), C12(H12), C2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C13(H13A,H13B), C1(H1D,H1E), C5(H5A,H5B), C14(H14A,H14B), C6(H6A,
 H6B), C8(H8A,H8B), C9(H9A,H9B), C3(H3A,H3B), C11(H11A,H11B), C15(H15A,H15B),
 C10(H10A,H10B)
2.c Idealised Me refined as rotating group:
 N3(H3C,H3D,H3E), N1(H1A,H1B,H1C), N2(H2A,H2B,H2C)
;
_atom_sites_solution_hydrogens   geom
_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 0.17345(2) 0.63182(2) 0.61561(2) 0.02818(5) Uani 1 1 d . . . . .
Br2 Br 0.23860(4) 0.61653(8) 0.41541(4) 0.04226(12) Uani 1 1 d . . . . .
Br5 Br 0.28046(4) 0.32825(6) 0.68712(4) 0.03915(13) Uani 1 1 d . . . . .
Br4 Br 0.06256(4) 0.60399(6) 0.79167(4) 0.03953(13) Uani 1 1 d . . . . .
Br3 Br 0.03581(4) 0.93571(6) 0.52272(4) 0.03643(12) Uani 1 1 d . . . . .
C4 C 0.2943(6) 0.7453(8) 0.0925(7) 0.064(2) Uani 1 1 d . . . . .
H4A H 0.252766 0.761930 0.016685 0.076 Uiso 1 1 calc R U . . .
H4B H 0.249540 0.782546 0.133812 0.076 Uiso 1 1 calc R U . . .
O3 O 0.1999(3) 0.2158(5) 0.9411(3) 0.0551(11) Uani 1 1 d . . . . .
Br1 Br 0.35445(5) 0.78931(8) 0.77077(5) 0.05670(17) Uani 1 1 d . . . . .
O1 O 0.4694(3) 0.7812(4) 0.0669(3) 0.0437(9) Uani 1 1 d . . . . .
N3 N 0.0342(4) 0.2074(5) 0.7189(3) 0.0360(10) Uani 1 1 d . . . . .
H3C H 0.042056 0.298381 0.755276 0.054 Uiso 1 1 calc R U . . .
H3D H -0.035856 0.197324 0.675336 0.054 Uiso 1 1 calc R U . . .
H3E H 0.078739 0.207611 0.680059 0.054 Uiso 1 1 calc R U . . .
C13 C -0.0109(5) 0.0641(8) 0.8635(5) 0.0529(15) Uani 1 1 d . . . . .
H13A H -0.087517 0.073389 0.816171 0.063 Uiso 1 1 calc R U . . .
H13B H -0.002255 -0.038331 0.899189 0.063 Uiso 1 1 calc R U . . .
N1 N 0.3513(4) 0.4924(5) -0.0543(4) 0.0430(11) Uani 1 1 d . . . . .
H1A H 0.286876 0.441451 -0.070354 0.065 Uiso 1 1 calc R U . . .
H1B H 0.396823 0.437021 -0.078703 0.065 Uiso 1 1 calc R U . . .
H1C H 0.339969 0.588094 -0.084921 0.065 Uiso 1 1 calc R U . . .
N2 N 0.1839(4) 0.2102(5) 0.4220(4) 0.0425(11) Uani 1 1 d . . . . .
H2A H 0.189079 0.220280 0.490613 0.064 Uiso 1 1 calc R U . . .
H2B H 0.113290 0.194678 0.381321 0.064 Uiso 1 1 calc R U . . .
H2C H 0.208789 0.298285 0.400650 0.064 Uiso 1 1 calc R U . . .
C1 C 0.5005(4) 0.6197(8) 0.0920(5) 0.0531(14) Uani 1 1 d . . . . .
H1D H 0.542697 0.610961 0.168391 0.064 Uiso 1 1 calc R U . . .
H1E H 0.548011 0.586550 0.052563 0.064 Uiso 1 1 calc R U . . .
C7 C 0.2518(5) 0.0714(7) 0.4107(5) 0.0527(16) Uani 1 1 d . . . . .
H7 H 0.213564 -0.025704 0.419499 0.063 Uiso 1 1 calc R U . . .
C12 C 0.0639(5) 0.0710(6) 0.7967(4) 0.0405(13) Uani 1 1 d . . . . .
H12 H 0.055454 -0.028096 0.755591 0.049 Uiso 1 1 calc R U . . .
C5 C 0.4008(5) 0.8376(7) 0.1239(5) 0.0511(15) Uani 1 1 d . . . . .
H5A H 0.384599 0.949414 0.108055 0.061 Uiso 1 1 calc R U . . .
H5B H 0.439681 0.827056 0.200864 0.061 Uiso 1 1 calc R U . . .
C2 C 0.4018(5) 0.5102(6) 0.0646(4) 0.0409(13) Uani 1 1 d . . . . .
H2 H 0.427636 0.405487 0.095632 0.049 Uiso 1 1 calc R U . . .
O2 O 0.3203(6) 0.1956(9) 0.2846(5) 0.111(3) Uani 1 1 d . . . . .
C14 C 0.0138(6) 0.1925(8) 0.9460(5) 0.0565(17) Uani 1 1 d . . . . .
H14A H -0.007426 0.294743 0.911019 0.068 Uiso 1 1 calc R U . . .
H14B H -0.028298 0.175245 0.993586 0.068 Uiso 1 1 calc R U . . .
C6 C 0.2611(6) 0.0676(11) 0.2998(6) 0.082(3) Uani 1 1 d . . . . .
H6A H 0.297538 -0.029940 0.291223 0.099 Uiso 1 1 calc R U . . .
H6B H 0.187424 0.068728 0.245653 0.099 Uiso 1 1 calc R U . . .
C8 C 0.3619(7) 0.0728(9) 0.4952(6) 0.072(2) Uani 1 1 d . . . . .
H8A H 0.354129 0.090232 0.564857 0.087 Uiso 1 1 calc R U . . .
H8B H 0.397624 -0.029393 0.497103 0.087 Uiso 1 1 calc R U . . .
C9 C 0.4304(6) 0.1983(11) 0.4742(8) 0.092(3) Uani 1 1 d . . . . .
H9A H 0.505883 0.186714 0.523820 0.110 Uiso 1 1 calc R U . . .
H9B H 0.403007 0.300679 0.487818 0.110 Uiso 1 1 calc R U . . .
C3 C 0.3186(6) 0.5711(8) 0.1135(6) 0.0584(18) Uani 1 1 d . . . . .
H3A H 0.250081 0.511556 0.083802 0.070 Uiso 1 1 calc R U . . .
H3B H 0.347118 0.552899 0.190696 0.070 Uiso 1 1 calc R U . . .
C11 C 0.1836(5) 0.0864(7) 0.8688(5) 0.0529(16) Uani 1 1 d . . . . .
H11A H 0.206653 -0.011151 0.909606 0.063 Uiso 1 1 calc R U . . .
H11B H 0.229605 0.100913 0.824662 0.063 Uiso 1 1 calc R U . . .
C15 C 0.1346(6) 0.1922(8) 1.0096(5) 0.0642(19) Uani 1 1 d . . . . .
H15A H 0.150835 0.276089 1.063193 0.077 Uiso 1 1 calc R U . . .
H15B H 0.154583 0.091523 1.047155 0.077 Uiso 1 1 calc R U . . .
C10 C 0.4310(7) 0.1951(15) 0.3592(10) 0.123(4) Uani 1 1 d . . . . .
H10A H 0.470464 0.287222 0.346865 0.147 Uiso 1 1 calc R U . . .
H10B H 0.469146 0.100464 0.348521 0.147 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 Br2 3.0372(5) . ?
Pb1 Br5 2.8992(5) . ?
Pb1 Br4 3.1239(6) . ?
Pb1 Br3 3.1471(5) 2_546 ?
Pb1 Br3 3.1096(5) . ?
Pb1 Br1 2.8431(6) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.501(9) . ?
C4 C3 1.503(10) . ?
O3 C11 1.415(8) . ?
O3 C15 1.442(8) . ?
O1 C1 1.422(8) . ?
O1 C5 1.422(7) . ?
N3 H3C 0.8900 . ?
N3 H3D 0.8900 . ?
N3 H3E 0.8900 . ?
N3 C12 1.499(6) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C12 1.513(8) . ?
C13 C14 1.490(9) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?
N1 C2 1.486(7) . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 H2C 0.8900 . ?
N2 C7 1.494(7) . ?
C1 H1D 0.9700 . ?
C1 H1E 0.9700 . ?
C1 C2 1.506(8) . ?
C7 H7 0.9800 . ?
C7 C6 1.510(10) . ?
C7 C8 1.470(10) . ?
C12 H12 0.9800 . ?
C12 C11 1.509(8) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C2 H2 0.9800 . ?
C2 C3 1.514(9) . ?
O2 C6 1.372(10) . ?
O2 C10 1.425(11) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.488(10) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.460(11) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.522(13) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?

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
Br2 Pb1 Br4 167.612(15) . . ?
Br2 Pb1 Br3 84.702(14) . 2_546 ?
Br2 Pb1 Br3 88.871(15) . . ?
Br5 Pb1 Br2 90.289(15) . . ?
Br5 Pb1 Br4 88.715(15) . . ?
Br5 Pb1 Br3 86.689(16) . 2_546 ?
Br5 Pb1 Br3 173.558(16) . . ?
Br4 Pb1 Br3 82.913(15) . 2_546 ?
Br3 Pb1 Br4 90.737(14) . . ?
Br3 Pb1 Br3 86.874(6) . 2_546 ?
Br1 Pb1 Br2 104.244(18) . . ?
Br1 Pb1 Br5 89.816(19) . . ?
Br1 Pb1 Br4 88.103(18) . . ?
Br1 Pb1 Br3 170.425(18) . 2_546 ?
Br1 Pb1 Br3 96.582(19) . . ?
Pb1 Br3 Pb1 156.33(2) . 2_556 ?
H4A C4 H4B 108.2 . . ?
C5 C4 H4A 109.7 . . ?
C5 C4 H4B 109.7 . . ?
C5 C4 C3 110.0(6) . . ?
C3 C4 H4A 109.7 . . ?
C3 C4 H4B 109.7 . . ?
C11 O3 C15 109.5(5) . . ?
C1 O1 C5 111.7(4) . . ?
H3C N3 H3D 109.5 . . ?
H3C N3 H3E 109.5 . . ?
H3D N3 H3E 109.5 . . ?
C12 N3 H3C 109.5 . . ?
C12 N3 H3D 109.5 . . ?
C12 N3 H3E 109.5 . . ?
H13A C13 H13B 107.9 . . ?
C12 C13 H13A 109.1 . . ?
C12 C13 H13B 109.1 . . ?
C14 C13 H13A 109.1 . . ?
C14 C13 H13B 109.1 . . ?
C14 C13 C12 112.4(5) . . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C2 N1 H1A 109.5 . . ?
C2 N1 H1B 109.5 . . ?
C2 N1 H1C 109.5 . . ?
H2A N2 H2B 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
C7 N2 H2A 109.5 . . ?
C7 N2 H2B 109.5 . . ?
C7 N2 H2C 109.5 . . ?
O1 C1 H1D 109.1 . . ?
O1 C1 H1E 109.1 . . ?
O1 C1 C2 112.5(4) . . ?
H1D C1 H1E 107.8 . . ?
C2 C1 H1D 109.1 . . ?
C2 C1 H1E 109.1 . . ?
N2 C7 H7 107.8 . . ?
N2 C7 C6 110.9(6) . . ?
C6 C7 H7 107.8 . . ?
C8 C7 N2 111.1(5) . . ?
C8 C7 H7 107.8 . . ?
C8 C7 C6 111.1(6) . . ?
N3 C12 C13 111.4(5) . . ?
N3 C12 H12 108.5 . . ?
N3 C12 C11 109.4(4) . . ?
C13 C12 H12 108.5 . . ?
C11 C12 C13 110.3(5) . . ?
C11 C12 H12 108.5 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
O1 C5 C4 110.6(5) . . ?
O1 C5 H5A 109.5 . . ?
O1 C5 H5B 109.5 . . ?
H5A C5 H5B 108.1 . . ?
N1 C2 C1 110.0(5) . . ?
N1 C2 H2 108.2 . . ?
N1 C2 C3 111.6(5) . . ?
C1 C2 H2 108.2 . . ?
C1 C2 C3 110.4(5) . . ?
C3 C2 H2 108.2 . . ?
C6 O2 C10 111.5(7) . . ?
C13 C14 H14A 109.8 . . ?
C13 C14 H14B 109.8 . . ?
H14A C14 H14B 108.3 . . ?
C15 C14 C13 109.3(6) . . ?
C15 C14 H14A 109.8 . . ?
C15 C14 H14B 109.8 . . ?
C7 C6 H6A 109.5 . . ?
C7 C6 H6B 109.5 . . ?
O2 C6 C7 110.9(6) . . ?
O2 C6 H6A 109.5 . . ?
O2 C6 H6B 109.5 . . ?
H6A C6 H6B 108.0 . . ?
C7 C8 H8A 109.6 . . ?
C7 C8 H8B 109.6 . . ?
H8A C8 H8B 108.1 . . ?
C9 C8 C7 110.3(7) . . ?
C9 C8 H8A 109.6 . . ?
C9 C8 H8B 109.6 . . ?
C8 C9 H9A 109.1 . . ?
C8 C9 H9B 109.1 . . ?
C8 C9 C10 112.7(8) . . ?
H9A C9 H9B 107.8 . . ?
C10 C9 H9A 109.1 . . ?
C10 C9 H9B 109.1 . . ?
C4 C3 C2 112.5(6) . . ?
C4 C3 H3A 109.1 . . ?
C4 C3 H3B 109.1 . . ?
C2 C3 H3A 109.1 . . ?
C2 C3 H3B 109.1 . . ?
H3A C3 H3B 107.8 . . ?
O3 C11 C12 112.0(5) . . ?
O3 C11 H11A 109.2 . . ?
O3 C11 H11B 109.2 . . ?
C12 C11 H11A 109.2 . . ?
C12 C11 H11B 109.2 . . ?
H11A C11 H11B 107.9 . . ?
O3 C15 C14 111.3(5) . . ?
O3 C15 H15A 109.4 . . ?
O3 C15 H15B 109.4 . . ?
C14 C15 H15A 109.4 . . ?
C14 C15 H15B 109.4 . . ?
H15A C15 H15B 108.0 . . ?
O2 C10 C9 110.2(7) . . ?
O2 C10 H10A 109.6 . . ?
O2 C10 H10B 109.6 . . ?
C9 C10 H10A 109.6 . . ?
C9 C10 H10B 109.6 . . ?
H10A C10 H10B 108.1 . . ?

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
O1 C1 C2 N1 72.1(6) . . . . ?
O1 C1 C2 C3 -51.5(7) . . . . ?
N3 C12 C11 O3 69.5(6) . . . . ?
C13 C12 C11 O3 -53.4(6) . . . . ?
C13 C14 C15 O3 58.8(7) . . . . ?
N1 C2 C3 C4 -74.8(7) . . . . ?
N2 C7 C6 O2 66.0(8) . . . . ?
N2 C7 C8 C9 -72.7(7) . . . . ?
C1 O1 C5 C4 -62.3(7) . . . . ?
C1 C2 C3 C4 47.8(8) . . . . ?
C7 C8 C9 C10 -49.8(9) . . . . ?
C12 C13 C14 C15 -51.4(7) . . . . ?
C5 C4 C3 C2 -51.0(8) . . . . ?
C5 O1 C1 C2 59.7(6) . . . . ?
C14 C13 C12 N3 -73.0(7) . . . . ?
C14 C13 C12 C11 48.7(7) . . . . ?
C6 C7 C8 C9 51.3(8) . . . . ?
C6 O2 C10 C9 -58.8(11) . . . . ?
C8 C7 C6 O2 -58.1(9) . . . . ?
C8 C9 C10 O2 52.9(12) . . . . ?
C3 C4 C5 O1 57.4(8) . . . . ?
C11 O3 C15 C14 -64.0(7) . . . . ?
C15 O3 C11 C12 60.9(6) . . . . ?
C10 O2 C6 C7 61.8(9) . . . . ?

_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 1.994
_oxdiff_exptl_absorpt_empirical_full_min 0.625
####################################################################### 
# 
# 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_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2313115'
loop_
_audit_author_name
_audit_author_address
'Wen Zhang'
;Southeast University
China
;
_audit_update_record             
;
2023-12-10 deposited with the CCDC.	2024-06-15 downloaded from the CCDC.
;
_audit_creation_date             2023-04-12
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Br3 Pb, C5 H12 N O'
_chemical_formula_sum            'C5 H12 Br3 N O Pb'
_chemical_formula_weight         549.08
_chemical_absolute_configuration ad
_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'
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   7.8266(2)
_cell_length_b                   9.7351(3)
_cell_length_c                   15.3312(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1168.13(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    14333
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.599
_cell_measurement_theta_min      2.478
_shelx_estimated_absorpt_T_max   0.638
_shelx_estimated_absorpt_T_min   0.439
_exptl_absorpt_coefficient_mu    24.661
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    3.122
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             976
_exptl_crystal_preparation       'Slow evaporation from HBr'
_exptl_crystal_recrystallization_method 'Slow evaporation from HBr'
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0930
_diffrn_reflns_av_unetI/netI     0.0571
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.884
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            14333
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.833
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.599
_diffrn_reflns_theta_min         2.478
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.884
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.643
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.765
_reflns_number_gt                2625
_reflns_number_total             2987
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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         1.812
_refine_diff_density_min         -1.664
_refine_diff_density_rms         0.271
_refine_ls_abs_structure_details 
;
 Flack x determined using 918 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.006(14)
_refine_ls_extinction_coef       0.0243(8)
_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   1.008
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     102
_refine_ls_number_reflns         2987
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0441
_refine_ls_R_factor_gt           0.0369
_refine_ls_restrained_S_all      1.008
_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)+(0.0413P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0812
_refine_ls_wR_factor_ref         0.0833
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All N(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C4(H4a,H4b), C5(H5a,H5b), C1(H1d,H1e), C3(H3a,H3b)
2.c Idealised Me refined as rotating group:
 N1(H1a,H1b,H1c)
;
_atom_sites_solution_hydrogens   geom
_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 0.02841(4) 0.74702(4) 1.00297(2) 0.03046(16) Uani 1 1 d . . . . .
Br3 Br -0.20217(12) 0.76063(10) 0.84836(6) 0.0332(2) Uani 1 1 d . . . . .
Br1 Br 0.24631(13) 0.96571(11) 0.93442(6) 0.0383(3) Uani 1 1 d . . . . .
Br2 Br 0.27789(14) 0.55164(10) 0.91620(6) 0.0362(3) Uani 1 1 d . . . . .
O1 O 0.1404(11) 0.8750(7) 0.7030(6) 0.056(2) Uani 1 1 d . . . . .
C4 C 0.4100(14) 0.7573(11) 0.6925(7) 0.049(3) Uani 1 1 d . . . . .
H4A H 0.400561 0.717896 0.750466 0.059 Uiso 1 1 calc R U . . .
H4B H 0.530214 0.770271 0.679649 0.059 Uiso 1 1 calc R U . . .
N1 N 0.0835(12) 0.5814(8) 0.7111(5) 0.039(2) Uani 1 1 d . . . . .
H1A H 0.114701 0.493587 0.708092 0.059 Uiso 1 1 calc R U . . .
H1B H -0.029658 0.586761 0.715518 0.059 Uiso 1 1 calc R U . . .
H1C H 0.131385 0.620090 0.757706 0.059 Uiso 1 1 calc R U . . .
C2 C 0.1408(14) 0.6546(10) 0.6308(6) 0.035(2) Uani 1 1 d . . . . .
H2 H 0.096525 0.606780 0.579318 0.042 Uiso 1 1 calc R U . . .
C5 C 0.3190(16) 0.8943(11) 0.6900(8) 0.051(3) Uani 1 1 d . . . . .
H5A H 0.364235 0.953738 0.735243 0.061 Uiso 1 1 calc R U . . .
H5B H 0.338599 0.938112 0.634087 0.061 Uiso 1 1 calc R U . . .
C1 C 0.0677(15) 0.8001(12) 0.6337(8) 0.051(3) Uani 1 1 d . . . . .
H1D H 0.091280 0.846390 0.579022 0.061 Uiso 1 1 calc R U . . .
H1E H -0.055240 0.795698 0.641166 0.061 Uiso 1 1 calc R U . . .
C3 C 0.3316(14) 0.6601(11) 0.6262(8) 0.045(3) Uani 1 1 d . . . . .
H3A H 0.365170 0.688968 0.568085 0.054 Uiso 1 1 calc R U . . .
H3B H 0.376817 0.568507 0.635624 0.054 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 Br3 3.1060(9) 4_567 ?
Pb1 Br3 2.9820(9) . ?
Pb1 Br1 3.1758(11) 4_467 ?
Pb1 Br1 2.9232(11) . ?
Pb1 Br2 3.0367(11) 4_467 ?
Pb1 Br2 3.0331(11) . ?
O1 C5 1.425(15) . ?
O1 C1 1.409(14) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.512(15) . ?
C4 C3 1.519(15) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?
N1 C2 1.492(12) . ?
C2 H2 0.9800 . ?
C2 C1 1.528(15) . ?
C2 C3 1.496(15) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C1 H1D 0.9700 . ?
C1 H1E 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?

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
Br3 Pb1 Br3 174.39(3) . 4_567 ?
Br3 Pb1 Br1 103.56(3) 4_567 4_467 ?
Br3 Pb1 Br1 81.29(3) . 4_467 ?
Br3 Pb1 Br2 84.55(3) . 4_467 ?
Br3 Pb1 Br2 93.95(3) . . ?
Br1 Pb1 Br3 92.00(3) . . ?
Br1 Pb1 Br3 83.41(3) . 4_567 ?
Br1 Pb1 Br1 171.58(3) . 4_467 ?
Br1 Pb1 Br2 85.61(3) . . ?
Br1 Pb1 Br2 93.06(3) . 4_467 ?
Br2 Pb1 Br3 82.52(3) . 4_567 ?
Br2 Pb1 Br3 98.88(3) 4_467 4_567 ?
Br2 Pb1 Br1 81.29(3) 4_467 4_467 ?
Br2 Pb1 Br1 99.86(3) . 4_467 ?
Br2 Pb1 Br2 177.960(13) . 4_467 ?
Pb1 Br3 Pb1 80.01(2) . 4_467 ?
Pb1 Br1 Pb1 79.75(2) . 4_567 ?
Pb1 Br2 Pb1 80.32(2) . 4_567 ?
C1 O1 C5 111.0(9) . . ?
H4A C4 H4B 108.2 . . ?
C5 C4 H4A 109.7 . . ?
C5 C4 H4B 109.7 . . ?
C5 C4 C3 110.0(9) . . ?
C3 C4 H4A 109.7 . . ?
C3 C4 H4B 109.7 . . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C2 N1 H1A 109.5 . . ?
C2 N1 H1B 109.5 . . ?
C2 N1 H1C 109.5 . . ?
N1 C2 H2 109.4 . . ?
N1 C2 C1 107.8(8) . . ?
N1 C2 C3 110.9(9) . . ?
C1 C2 H2 109.4 . . ?
C3 C2 H2 109.4 . . ?
C3 C2 C1 110.0(9) . . ?
O1 C5 C4 110.0(9) . . ?
O1 C5 H5A 109.7 . . ?
O1 C5 H5B 109.7 . . ?
C4 C5 H5A 109.7 . . ?
C4 C5 H5B 109.7 . . ?
H5A C5 H5B 108.2 . . ?
O1 C1 C2 110.5(9) . . ?
O1 C1 H1D 109.5 . . ?
O1 C1 H1E 109.5 . . ?
C2 C1 H1D 109.5 . . ?
C2 C1 H1E 109.5 . . ?
H1D C1 H1E 108.1 . . ?
C4 C3 H3A 108.9 . . ?
C4 C3 H3B 108.9 . . ?
C2 C3 C4 113.2(9) . . ?
C2 C3 H3A 108.9 . . ?
C2 C3 H3B 108.9 . . ?
H3A C3 H3B 107.8 . . ?

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 C2 C1 O1 66.1(11) . . . . ?
N1 C2 C3 C4 -71.4(11) . . . . ?
C5 O1 C1 C2 64.6(11) . . . . ?
C5 C4 C3 C2 -48.6(13) . . . . ?
C1 O1 C5 C4 -65.0(12) . . . . ?
C1 C2 C3 C4 47.8(13) . . . . ?
C3 C4 C5 O1 55.4(12) . . . . ?
C3 C2 C1 O1 -54.9(12) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2313117'
loop_
_audit_author_name
_audit_author_address
'Wen Zhang'
;Southeast University
China
;
_audit_update_record             
;
2023-12-10 deposited with the CCDC.	2024-06-15 downloaded from the CCDC.
;
_audit_creation_date             2023-04-12
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Br5 Pb, 3(C5 H12 N O)'
_chemical_formula_sum            'C15 H36 Br5 N3 O3 Pb'
_chemical_formula_weight         913.21
_chemical_absolute_configuration ad
_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'
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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   12.8323(5)
_cell_length_b                   8.4061(3)
_cell_length_c                   13.2111(4)
_cell_angle_alpha                90
_cell_angle_beta                 110.059(4)
_cell_angle_gamma                90
_cell_volume                     1338.63(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    10640
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.304
_cell_measurement_theta_min      1.909
_shelx_estimated_absorpt_T_max   0.874
_shelx_estimated_absorpt_T_min   0.683
_exptl_absorpt_coefficient_mu    13.783
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.266
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             856
_exptl_crystal_preparation       'Slow evaporation from HBr'
_exptl_crystal_recrystallization_method 'Slow evaporation from HBr'
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0238
_diffrn_reflns_av_unetI/netI     0.0408
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.837
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10640
_diffrn_reflns_point_group_measured_fraction_full 0.935
_diffrn_reflns_point_group_measured_fraction_max 0.727
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.304
_diffrn_reflns_theta_min         1.909
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.837
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.636
_reflns_Friedel_fraction_full    0.861
_reflns_Friedel_fraction_max     0.604
_reflns_number_gt                5314
_reflns_number_total             5834
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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    ?
_refine_diff_density_max         0.775
_refine_diff_density_min         -0.835
_refine_diff_density_rms         0.178
_refine_ls_abs_structure_details 
;
 Flack x determined using 1952 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.004(5)
_refine_ls_extinction_coef       0.00035(14)
_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   0.977
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     248
_refine_ls_number_reflns         5834
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0302
_refine_ls_R_factor_gt           0.0249
_refine_ls_restrained_S_all      0.977
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0198P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0468
_refine_ls_wR_factor_ref         0.0478
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All N(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2), C7(H7), C12(H12)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1D,H1E), C6(H6A,H6B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,
 H11B), C5(H5A,H5B), C4(H4A,H4B), C3(H3A,H3B), C13(H13A,H13B), C14(H14A,H14B),
 C15(H15A,H15B)
2.c Idealised Me refined as rotating group:
 N2(H2A,H2B,H2C), N3(H3C,H3D,H3E), N1(H1A,H1B,H1C)
;
_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
Pb1 Pb 0.17341(2) 0.42132(2) 0.61575(2) 0.02852(7) Uani 1 1 d . . . . .
Br2 Br 0.23869(5) 0.43656(10) 0.41596(5) 0.04265(16) Uani 1 1 d . . . . .
Br3 Br 0.03592(6) 0.11726(9) 0.52278(5) 0.03657(16) Uani 1 1 d . . . . .
Br4 Br 0.06242(6) 0.44920(9) 0.79169(5) 0.03995(18) Uani 1 1 d . . . . .
C2 C 0.5977(6) 1.0431(9) 0.9354(6) 0.0452(18) Uani 1 1 d . . . . .
H2 H 0.571586 1.147740 0.904310 0.054 Uiso 1 1 calc R U . . .
Br7 Br 0.28007(6) 0.72528(8) 0.68722(5) 0.03978(17) Uani 1 1 d . . . . .
Br10 Br 0.35483(7) 0.26438(11) 0.77041(7) 0.0585(2) Uani 1 1 d . . . . .
N2 N 0.9663(5) 0.3454(6) 0.2809(4) 0.0355(13) Uani 1 1 d . . . . .
H2A H 0.920895 0.343367 0.318939 0.053 Uiso 1 1 calc R U . . .
H2B H 1.035894 0.357044 0.325356 0.053 Uiso 1 1 calc R U . . .
H2C H 0.960120 0.254666 0.244622 0.053 Uiso 1 1 calc R U . . .
N3 N 0.1837(5) 0.8424(7) 0.4220(4) 0.0401(14) Uani 1 1 d . . . . .
H3C H 0.211489 0.753576 0.404837 0.060 Uiso 1 1 calc R U . . .
H3D H 0.113885 0.854652 0.378269 0.060 Uiso 1 1 calc R U . . .
H3E H 0.185510 0.836246 0.489849 0.060 Uiso 1 1 calc R U . . .
O1 O 0.5307(4) 0.7721(6) 0.9331(4) 0.0459(12) Uani 1 1 d . . . . .
O2 O 0.8003(4) 0.3388(7) 0.0588(4) 0.0560(15) Uani 1 1 d . . . . .
N1 N 0.6493(5) 1.0614(7) 1.0543(5) 0.0468(15) Uani 1 1 d . . . . .
H1A H 0.662095 0.965807 1.085006 0.070 Uiso 1 1 calc R U . . .
H1B H 0.603633 1.115463 1.079289 0.070 Uiso 1 1 calc R U . . .
H1C H 0.713091 1.113990 1.069632 0.070 Uiso 1 1 calc R U . . .
C7 C 0.9360(6) 0.4816(8) 0.2036(5) 0.0419(18) Uani 1 1 d . . . . .
H7 H 0.944670 0.580537 0.244869 0.050 Uiso 1 1 calc R U . . .
C1 C 0.4994(6) 0.9332(12) 0.9084(6) 0.057(2) Uani 1 1 d . . . . .
H1D H 0.452072 0.966030 0.948235 0.068 Uiso 1 1 calc R U . . .
H1E H 0.456725 0.942177 0.832159 0.068 Uiso 1 1 calc R U . . .
C12 C 0.2509(7) 0.9809(9) 0.4105(6) 0.053(2) Uani 1 1 d . . . . .
H12 H 0.212942 1.078304 0.419204 0.063 Uiso 1 1 calc R U . . .
C6 C 0.8160(7) 0.4676(10) 0.1308(6) 0.054(2) Uani 1 1 d . . . . .
H6A H 0.769515 0.453123 0.174547 0.064 Uiso 1 1 calc R U . . .
H6B H 0.793452 0.565344 0.090151 0.064 Uiso 1 1 calc R U . . .
C8 C 1.0121(7) 0.4882(9) 0.1378(6) 0.052(2) Uani 1 1 d . . . . .
H8A H 1.005045 0.591128 0.102941 0.063 Uiso 1 1 calc R U . . .
H8B H 1.088405 0.476272 0.185342 0.063 Uiso 1 1 calc R U . . .
O3 O 0.3203(7) 0.8569(12) 0.2844(6) 0.112(3) Uani 1 1 d . . . . .
C9 C 0.9850(7) 0.3598(10) 0.0540(6) 0.056(2) Uani 1 1 d . . . . .
H9A H 1.027427 0.376255 0.006634 0.067 Uiso 1 1 calc R U . . .
H9B H 1.005472 0.257183 0.088695 0.067 Uiso 1 1 calc R U . . .
C10 C 0.8659(8) 0.3606(11) -0.0096(6) 0.064(3) Uani 1 1 d . . . . .
H10A H 0.846361 0.460923 -0.047713 0.077 Uiso 1 1 calc R U . . .
H10B H 0.849662 0.275932 -0.062692 0.077 Uiso 1 1 calc R U . . .
C11 C 0.2601(8) 0.9829(14) 0.3001(7) 0.083(4) Uani 1 1 d . . . . .
H11A H 0.186269 0.979991 0.246321 0.099 Uiso 1 1 calc R U . . .
H11B H 0.295197 1.081298 0.290658 0.099 Uiso 1 1 calc R U . . .
C5 C 0.5989(7) 0.7160(9) 0.8749(6) 0.054(2) Uani 1 1 d . . . . .
H5A H 0.559422 0.727025 0.798127 0.065 Uiso 1 1 calc R U . . .
H5B H 0.615234 0.604160 0.890365 0.065 Uiso 1 1 calc R U . . .
C4 C 0.7050(7) 0.8081(11) 0.9055(8) 0.067(3) Uani 1 1 d . . . . .
H4A H 0.748673 0.772044 0.862860 0.080 Uiso 1 1 calc R U . . .
H4B H 0.747583 0.789554 0.980849 0.080 Uiso 1 1 calc R U . . .
C3 C 0.6816(8) 0.9831(11) 0.8870(7) 0.060(2) Uani 1 1 d . . . . .
H3A H 0.654037 1.003822 0.810150 0.072 Uiso 1 1 calc R U . . .
H3B H 0.750282 1.041728 0.918265 0.072 Uiso 1 1 calc R U . . .
C13 C 0.3609(9) 0.9787(12) 0.4939(7) 0.075(3) Uani 1 1 d . . . . .
H13A H 0.396259 1.081182 0.495643 0.090 Uiso 1 1 calc R U . . .
H13B H 0.353049 0.961832 0.563557 0.090 Uiso 1 1 calc R U . . .
C14 C 0.4315(8) 0.8541(14) 0.4751(9) 0.091(4) Uani 1 1 d . . . . .
H14A H 0.405467 0.751137 0.489585 0.109 Uiso 1 1 calc R U . . .
H14B H 0.506823 0.868250 0.524417 0.109 Uiso 1 1 calc R U . . .
C15 C 0.4311(10) 0.8574(19) 0.3585(11) 0.125(6) Uani 1 1 d . . . . .
H15A H 0.469165 0.952020 0.347508 0.150 Uiso 1 1 calc R U . . .
H15B H 0.470449 0.765204 0.345793 0.150 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 Br2 3.0334(7) . ?
Pb1 Br3 3.1093(7) . ?
Pb1 Br3 3.1473(7) 2_556 ?
Pb1 Br4 3.1236(7) . ?
Pb1 Br7 2.8995(7) . ?
Pb1 Br10 2.8412(8) . ?
C2 H2 0.9800 . ?
C2 N1 1.489(9) . ?
C2 C1 1.505(11) . ?
C2 C3 1.513(11) . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 H2C 0.8900 . ?
N2 C7 1.495(8) . ?
N3 H3C 0.8900 . ?
N3 H3D 0.8900 . ?
N3 H3E 0.8900 . ?
N3 C12 1.487(9) . ?
O1 C1 1.419(11) . ?
O1 C5 1.429(9) . ?
O2 C6 1.409(10) . ?
O2 C10 1.443(9) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?
C7 H7 0.9800 . ?
C7 C6 1.514(11) . ?
C7 C8 1.515(10) . ?
C1 H1D 0.9700 . ?
C1 H1E 0.9700 . ?
C12 H12 0.9800 . ?
C12 C11 1.502(11) . ?
C12 C13 1.463(12) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.499(11) . ?
O3 C11 1.369(12) . ?
O3 C15 1.423(14) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.470(12) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C4 1.496(11) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C3 1.504(13) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.461(14) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.539(15) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?

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
Br2 Pb1 Br3 88.83(2) . . ?
Br2 Pb1 Br3 84.678(18) . 2_556 ?
Br2 Pb1 Br4 167.633(19) . . ?
Br3 Pb1 Br3 86.849(8) . 2_556 ?
Br3 Pb1 Br4 90.795(19) . . ?
Br4 Pb1 Br3 82.958(18) . 2_556 ?
Br7 Pb1 Br2 90.33(2) . . ?
Br7 Pb1 Br3 86.65(2) . 2_556 ?
Br7 Pb1 Br3 173.50(2) . . ?
Br7 Pb1 Br4 88.646(19) . . ?
Br10 Pb1 Br2 104.04(2) . . ?
Br10 Pb1 Br3 170.61(2) . 2_556 ?
Br10 Pb1 Br3 96.68(3) . . ?
Br10 Pb1 Br4 88.28(2) . . ?
Br10 Pb1 Br7 89.78(3) . . ?
Pb1 Br3 Pb1 156.26(3) . 2_546 ?
N1 C2 H2 108.2 . . ?
N1 C2 C1 110.3(6) . . ?
N1 C2 C3 110.9(6) . . ?
C1 C2 H2 108.2 . . ?
C1 C2 C3 110.8(6) . . ?
C3 C2 H2 108.2 . . ?
H2A N2 H2B 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
C7 N2 H2A 109.5 . . ?
C7 N2 H2B 109.5 . . ?
C7 N2 H2C 109.5 . . ?
H3C N3 H3D 109.5 . . ?
H3C N3 H3E 109.5 . . ?
H3D N3 H3E 109.5 . . ?
C12 N3 H3C 109.5 . . ?
C12 N3 H3D 109.5 . . ?
C12 N3 H3E 109.5 . . ?
C1 O1 C5 111.6(6) . . ?
C6 O2 C10 110.3(6) . . ?
C2 N1 H1A 109.5 . . ?
C2 N1 H1B 109.5 . . ?
C2 N1 H1C 109.5 . . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
N2 C7 H7 108.4 . . ?
N2 C7 C6 110.1(6) . . ?
N2 C7 C8 110.6(6) . . ?
C6 C7 H7 108.4 . . ?
C6 C7 C8 110.8(6) . . ?
C8 C7 H7 108.4 . . ?
C2 C1 H1D 109.1 . . ?
C2 C1 H1E 109.1 . . ?
O1 C1 C2 112.5(6) . . ?
O1 C1 H1D 109.1 . . ?
O1 C1 H1E 109.1 . . ?
H1D C1 H1E 107.8 . . ?
N3 C12 H12 108.2 . . ?
N3 C12 C11 110.5(7) . . ?
C11 C12 H12 108.2 . . ?
C13 C12 N3 110.9(6) . . ?
C13 C12 H12 108.2 . . ?
C13 C12 C11 110.8(7) . . ?
O2 C6 C7 111.5(6) . . ?
O2 C6 H6A 109.3 . . ?
O2 C6 H6B 109.3 . . ?
C7 C6 H6A 109.3 . . ?
C7 C6 H6B 109.3 . . ?
H6A C6 H6B 108.0 . . ?
C7 C8 H8A 109.3 . . ?
C7 C8 H8B 109.3 . . ?
H8A C8 H8B 108.0 . . ?
C9 C8 C7 111.4(6) . . ?
C9 C8 H8A 109.3 . . ?
C9 C8 H8B 109.3 . . ?
C11 O3 C15 112.1(9) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 108.1 . . ?
C10 C9 C8 110.6(7) . . ?
C10 C9 H9A 109.5 . . ?
C10 C9 H9B 109.5 . . ?
O2 C10 C9 110.9(6) . . ?
O2 C10 H10A 109.5 . . ?
O2 C10 H10B 109.5 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 108.1 . . ?
C12 C11 H11A 109.2 . . ?
C12 C11 H11B 109.2 . . ?
O3 C11 C12 112.0(8) . . ?
O3 C11 H11A 109.2 . . ?
O3 C11 H11B 109.2 . . ?
H11A C11 H11B 107.9 . . ?
O1 C5 H5A 109.5 . . ?
O1 C5 H5B 109.5 . . ?
O1 C5 C4 110.6(6) . . ?
H5A C5 H5B 108.1 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C5 C4 H4A 109.6 . . ?
C5 C4 H4B 109.6 . . ?
C5 C4 C3 110.5(8) . . ?
H4A C4 H4B 108.1 . . ?
C3 C4 H4A 109.6 . . ?
C3 C4 H4B 109.6 . . ?
C2 C3 H3A 109.0 . . ?
C2 C3 H3B 109.0 . . ?
C4 C3 C2 112.9(7) . . ?
C4 C3 H3A 109.0 . . ?
C4 C3 H3B 109.0 . . ?
H3A C3 H3B 107.8 . . ?
C12 C13 H13A 109.2 . . ?
C12 C13 H13B 109.2 . . ?
H13A C13 H13B 107.9 . . ?
C14 C13 C12 112.0(8) . . ?
C14 C13 H13A 109.2 . . ?
C14 C13 H13B 109.2 . . ?
C13 C14 H14A 109.3 . . ?
C13 C14 H14B 109.3 . . ?
C13 C14 C15 111.6(9) . . ?
H14A C14 H14B 108.0 . . ?
C15 C14 H14A 109.3 . . ?
C15 C14 H14B 109.3 . . ?
O3 C15 C14 110.3(8) . . ?
O3 C15 H15A 109.6 . . ?
O3 C15 H15B 109.6 . . ?
C14 C15 H15A 109.6 . . ?
C14 C15 H15B 109.6 . . ?
H15A C15 H15B 108.1 . . ?

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
N2 C7 C6 O2 -69.2(7) . . . . ?
N2 C7 C8 C9 74.4(8) . . . . ?
N3 C12 C11 O3 -66.7(10) . . . . ?
N3 C12 C13 C14 72.4(9) . . . . ?
O1 C5 C4 C3 -56.5(10) . . . . ?
N1 C2 C1 O1 -72.2(8) . . . . ?
N1 C2 C3 C4 76.6(9) . . . . ?
C7 C8 C9 C10 50.9(9) . . . . ?
C1 C2 C3 C4 -46.3(10) . . . . ?
C1 O1 C5 C4 62.4(8) . . . . ?
C12 C13 C14 C15 49.2(12) . . . . ?
C6 O2 C10 C9 63.9(8) . . . . ?
C6 C7 C8 C9 -48.0(9) . . . . ?
C8 C7 C6 O2 53.5(8) . . . . ?
C8 C9 C10 O2 -58.3(9) . . . . ?
C10 O2 C6 C7 -61.0(8) . . . . ?
C11 C12 C13 C14 -50.7(10) . . . . ?
C11 O3 C15 C14 58.0(14) . . . . ?
C5 O1 C1 C2 -59.9(8) . . . . ?
C5 C4 C3 C2 49.4(10) . . . . ?
C3 C2 C1 O1 51.0(9) . . . . ?
C13 C12 C11 O3 56.6(11) . . . . ?
C13 C14 C15 O3 -51.7(15) . . . . ?
C15 O3 C11 C12 -61.1(12) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 2313116'
loop_
_audit_author_name
_audit_author_address
'Wen Zhang'
;Southeast University
China
;
_audit_update_record             
;
2023-12-10 deposited with the CCDC.	2024-06-15 downloaded from the CCDC.
;
_audit_creation_date             2023-04-16
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'I3 Pb, C5 H12 N O'
_chemical_formula_sum            'C5 H12 I3 N O Pb'
_chemical_formula_weight         690.05
_chemical_absolute_configuration ad
_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'
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   8.1132(2)
_cell_length_b                   10.0979(3)
_cell_length_c                   16.2628(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1332.35(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11281
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.720
_cell_measurement_theta_min      2.374
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    19.577
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    3.440
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1192
_exptl_crystal_preparation       'Slow evaporation from HI'
_exptl_crystal_recrystallization_method 'Slow evaporation from HI'
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0295
_diffrn_reflns_av_unetI/netI     0.0276
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.857
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            11281
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.813
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.720
_diffrn_reflns_theta_min         2.374
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.857
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.660
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.754
_reflns_number_gt                2961
_reflns_number_total             3371
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         1.116
_refine_diff_density_min         -0.768
_refine_diff_density_rms         0.182
_refine_ls_abs_structure_details 
;
 Flack x determined using 1089 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.001(4)
_refine_ls_extinction_coef       0.00081(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     102
_refine_ls_number_reflns         3371
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0297
_refine_ls_R_factor_gt           0.0237
_refine_ls_restrained_S_all      1.029
_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)+(0.0264P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0509
_refine_ls_wR_factor_ref         0.0521
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All N(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C4(H4)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C1(H1A,H1B), C3(H3A,H3B), C5(H5A,H5B)
2.c Idealised Me refined as rotating group:
 N1(H1C,H1D,H1E)
;
_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
Pb1 Pb 1.02738(3) 0.25072(4) 0.00008(2) 0.03640(9) Uani 1 1 d . . . . .
I1 I 1.27933(6) 0.26068(4) 0.15519(2) 0.03808(12) Uani 1 1 d . . . . .
I3 I 0.78415(7) 0.04036(4) 0.08384(3) 0.04212(13) Uani 1 1 d . . . . .
I2 I 0.76430(7) 0.47519(5) 0.06792(3) 0.04457(13) Uani 1 1 d . . . . .
O1 O 0.3700(9) 0.8678(6) 0.2040(4) 0.075(2) Uani 1 1 d . . . . .
C2 C 0.1078(10) 0.7576(9) 0.1928(6) 0.062(2) Uani 1 1 d . . . . .
H2A H -0.0088 0.7696 0.1820 0.074 Uiso 1 1 calc R U . . .
H2B H 0.1193 0.7195 0.2472 0.074 Uiso 1 1 calc R U . . .
C1 C 0.1915(13) 0.8882(8) 0.1906(6) 0.068(3) Uani 1 1 d . . . . .
H1A H 0.1733 0.9303 0.1377 0.081 Uiso 1 1 calc R U . . .
H1B H 0.1471 0.9453 0.2331 0.081 Uiso 1 1 calc R U . . .
N1 N 0.4185(9) 0.5855(6) 0.2120(4) 0.0526(18) Uani 1 1 d . . . . .
H1C H 0.5277 0.5879 0.2168 0.079 Uiso 1 1 calc R U . . .
H1D H 0.3853 0.5016 0.2087 0.079 Uiso 1 1 calc R U . . .
H1E H 0.3727 0.6236 0.2557 0.079 Uiso 1 1 calc R U . . .
C4 C 0.3686(10) 0.6571(8) 0.1371(5) 0.051(2) Uani 1 1 d . . . . .
H4 H 0.4135 0.6108 0.0891 0.061 Uiso 1 1 calc R U . . .
C3 C 0.1802(11) 0.6625(9) 0.1293(6) 0.059(2) Uani 1 1 d . . . . .
H3A H 0.1504 0.6917 0.0745 0.071 Uiso 1 1 calc R U . . .
H3B H 0.1348 0.5747 0.1376 0.071 Uiso 1 1 calc R U . . .
C5 C 0.4370(12) 0.7945(10) 0.1391(6) 0.066(3) Uani 1 1 d . . . . .
H5A H 0.5558 0.7903 0.1452 0.080 Uiso 1 1 calc R U . . .
H5B H 0.4128 0.8385 0.0875 0.080 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 I1 3.2482(5) . ?
Pb1 I1 3.2311(5) 4_455 ?
Pb1 I3 3.2034(6) . ?
Pb1 I3 3.2640(6) 4 ?
Pb1 I2 3.1814(6) 4 ?
Pb1 I2 3.3032(6) . ?
I1 Pb1 3.2311(5) 4 ?
I3 Pb1 3.2640(6) 4_455 ?
I2 Pb1 3.1814(6) 4_455 ?
O1 C1 1.479(12) . ?
O1 C5 1.400(11) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C1 1.484(12) . ?
C2 C3 1.527(12) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
N1 H1C 0.8900 . ?
N1 H1D 0.8900 . ?
N1 H1E 0.8900 . ?
N1 C4 1.474(10) . ?
C4 H4 0.9800 . ?
C4 C3 1.534(12) . ?
C4 C5 1.494(12) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?

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
I1 Pb1 I1 179.464(15) 4_455 . ?
I1 Pb1 I3 84.437(12) . 4 ?
I1 Pb1 I3 95.381(13) 4_455 4 ?
I1 Pb1 I2 83.280(13) 4_455 . ?
I1 Pb1 I2 97.240(13) . . ?
I3 Pb1 I1 94.474(13) . . ?
I3 Pb1 I1 85.698(13) . 4_455 ?
I3 Pb1 I3 178.356(18) . 4 ?
I3 Pb1 I2 96.230(16) 4 . ?
I3 Pb1 I2 85.122(13) . . ?
I2 Pb1 I1 84.949(13) 4 . ?
I2 Pb1 I1 94.537(13) 4 4_455 ?
I2 Pb1 I3 86.129(14) 4 4 ?
I2 Pb1 I3 92.552(16) 4 . ?
I2 Pb1 I2 176.915(18) 4 . ?
Pb1 I1 Pb1 77.524(9) 4 . ?
Pb1 I3 Pb1 77.688(10) . 4_455 ?
Pb1 I2 Pb1 77.423(10) 4_455 . ?
C5 O1 C1 110.0(7) . . ?
H2A C2 H2B 108.0 . . ?
C1 C2 H2A 109.3 . . ?
C1 C2 H2B 109.3 . . ?
C1 C2 C3 111.5(7) . . ?
C3 C2 H2A 109.3 . . ?
C3 C2 H2B 109.3 . . ?
O1 C1 C2 108.7(7) . . ?
O1 C1 H1A 109.9 . . ?
O1 C1 H1B 109.9 . . ?
C2 C1 H1A 109.9 . . ?
C2 C1 H1B 109.9 . . ?
H1A C1 H1B 108.3 . . ?
H1C N1 H1D 109.5 . . ?
H1C N1 H1E 109.5 . . ?
H1D N1 H1E 109.5 . . ?
C4 N1 H1C 109.5 . . ?
C4 N1 H1D 109.5 . . ?
C4 N1 H1E 109.5 . . ?
N1 C4 H4 108.8 . . ?
N1 C4 C3 111.1(8) . . ?
N1 C4 C5 109.6(7) . . ?
C3 C4 H4 108.8 . . ?
C5 C4 H4 108.8 . . ?
C5 C4 C3 109.8(8) . . ?
C2 C3 C4 110.5(7) . . ?
C2 C3 H3A 109.6 . . ?
C2 C3 H3B 109.6 . . ?
C4 C3 H3A 109.6 . . ?
C4 C3 H3B 109.6 . . ?
H3A C3 H3B 108.1 . . ?
O1 C5 C4 111.3(7) . . ?
O1 C5 H5A 109.4 . . ?
O1 C5 H5B 109.4 . . ?
C4 C5 H5A 109.4 . . ?
C4 C5 H5B 109.4 . . ?
H5A C5 H5B 108.0 . . ?

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
C1 O1 C5 C4 -65.5(9) . . . . ?
C1 C2 C3 C4 50.9(11) . . . . ?
N1 C4 C3 C2 72.0(9) . . . . ?
N1 C4 C5 O1 -64.4(9) . . . . ?
C3 C2 C1 O1 -56.9(10) . . . . ?
C3 C4 C5 O1 57.8(10) . . . . ?
C5 O1 C1 C2 64.4(10) . . . . ?
C5 C4 C3 C2 -49.4(11) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_CCDC4
_database_code_depnum_ccdc_archive 'CCDC 2313118'
loop_
_audit_author_name
_audit_author_address
'Wen Zhang'
;Southeast University
China
;
_audit_update_record             
;
2023-12-10 deposited with the CCDC.	2024-06-15 downloaded from the CCDC.
;
_audit_creation_date             2023-12-10
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Br3 Pb, C5 H12 N O'
_chemical_formula_sum            'C5 H12 Br3 N O Pb'
_chemical_formula_weight         549.08
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C1 H1 N1 O1 Br1 Pb1'
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'
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   7.8311(3)
_cell_length_b                   9.7259(4)
_cell_length_c                   15.3368(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1168.12(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3637
_cell_measurement_temperature    300.14(10)
_cell_measurement_theta_max      30.0660
_cell_measurement_theta_min      2.6570
_shelx_estimated_absorpt_T_max   0.638
_shelx_estimated_absorpt_T_min   0.439
_exptl_absorpt_coefficient_mu    24.661
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.21630
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dull brownish brown'
_exptl_crystal_colour_lustre     dull
_exptl_crystal_colour_modifier   brownish
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    3.122
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             976
_exptl_crystal_preparation       'Slow evaporation from HBr'
_exptl_crystal_recrystallization_method 'Slow evaporation from HBr'
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0503
_diffrn_reflns_av_unetI/netI     0.0583
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.821
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            6163
_diffrn_reflns_point_group_measured_fraction_full 0.945
_diffrn_reflns_point_group_measured_fraction_max 0.737
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.475
_diffrn_reflns_theta_min         2.480
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      300.14(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.821
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -12.00  29.00   0.50    1.30    --   -8.51 -99.00 -30.00   82
  2  ω    -10.00  40.00   0.50    1.30    --    7.97 -99.00-180.00  100
  3  ω    -11.00  17.00   0.50    1.30    --    7.97  19.00-162.00   56
  4  ω     25.00  79.00   0.50    1.30    --    7.97  19.00-162.00  108
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0849706000
_diffrn_orient_matrix_UB_12      0.0242840000
_diffrn_orient_matrix_UB_13      -0.0045277000
_diffrn_orient_matrix_UB_21      0.0313542000
_diffrn_orient_matrix_UB_22      -0.0663802000
_diffrn_orient_matrix_UB_23      0.0104625000
_diffrn_orient_matrix_UB_31      -0.0012522000
_diffrn_orient_matrix_UB_32      -0.0178660000
_diffrn_orient_matrix_UB_33      -0.0448344000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.563
_reflns_Friedel_fraction_full    0.867
_reflns_Friedel_fraction_max     0.623
_reflns_number_gt                2251
_reflns_number_total             2614
_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 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_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         1.875
_refine_diff_density_min         -1.157
_refine_diff_density_rms         0.257
_refine_ls_abs_structure_details 
;
 Flack x determined using 729 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.008(17)
_refine_ls_extinction_coef       0.0061(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   1.011
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     102
_refine_ls_number_reflns         2614
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0444
_refine_ls_R_factor_gt           0.0359
_refine_ls_restrained_S_all      1.011
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0318P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0735
_refine_ls_wR_factor_ref         0.0757
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All N(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C1(H1D,H1E), C3(H3A,H3B), C5(H5A,H5B)
2.c Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   geom
_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 -0.02808(4) 0.24695(6) 0.00300(2) 0.02874(15) Uani 1 1 d . . . . .
Br3 Br -0.29762(12) 0.23911(13) 0.15167(5) 0.0313(3) Uani 1 1 d . . . . .
Br1 Br 0.25387(13) 0.03439(13) 0.06544(7) 0.0364(3) Uani 1 1 d . . . . .
Br2 Br 0.22243(15) 0.44803(13) 0.08387(6) 0.0349(3) Uani 1 1 d . . . . .
O1 O 0.3591(12) 0.1247(10) 0.2968(6) 0.052(2) Uani 1 1 d . . . . .
N1 N 0.4164(12) 0.4188(11) 0.2891(5) 0.038(2) Uani 1 1 d . . . . .
H1A H 0.527671 0.436475 0.292831 0.056 Uiso 1 1 calc R U . . .
H1B H 0.359015 0.497484 0.284643 0.056 Uiso 1 1 calc R U . . .
H1C H 0.396291 0.367170 0.242351 0.056 Uiso 1 1 calc R U . . .
C4 C 0.0920(14) 0.2423(17) 0.3077(7) 0.049(3) Uani 1 1 d . . . . .
H4A H -0.028579 0.229340 0.319593 0.059 Uiso 1 1 calc R U . . .
H4B H 0.102953 0.281714 0.249875 0.059 Uiso 1 1 calc R U . . .
C2 C 0.3601(14) 0.3444(13) 0.3684(6) 0.035(3) Uani 1 1 d . . . . .
H2 H 0.405297 0.391801 0.419883 0.042 Uiso 1 1 calc R U . . .
C1 C 0.4326(14) 0.2003(15) 0.3657(8) 0.045(3) Uani 1 1 d . . . . .
H1D H 0.555356 0.204726 0.357777 0.055 Uiso 1 1 calc R U . . .
H1E H 0.409865 0.154259 0.420559 0.055 Uiso 1 1 calc R U . . .
C3 C 0.1670(15) 0.3408(16) 0.3744(8) 0.050(3) Uani 1 1 d . . . . .
H3A H 0.121987 0.432350 0.364419 0.060 Uiso 1 1 calc R U . . .
H3B H 0.133439 0.312146 0.432465 0.060 Uiso 1 1 calc R U . . .
C5 C 0.1806(17) 0.1065(15) 0.3102(8) 0.051(3) Uani 1 1 d . . . . .
H5A H 0.161146 0.062921 0.366261 0.061 Uiso 1 1 calc R U . . .
H5B H 0.134497 0.046999 0.265231 0.061 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 Br3 3.1080(9) . ?
Pb1 Br3 2.9837(9) 4 ?
Pb1 Br1 3.1727(12) . ?
Pb1 Br1 2.9223(13) 4_455 ?
Pb1 Br2 3.0312(12) 4_455 ?
Pb1 Br2 3.0351(12) . ?
O1 C1 1.410(15) . ?
O1 C5 1.424(15) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?
N1 C2 1.482(13) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C3 1.519(18) . ?
C4 C5 1.49(2) . ?
C2 H2 0.9800 . ?
C2 C1 1.513(18) . ?
C2 C3 1.515(17) . ?
C1 H1D 0.9700 . ?
C1 H1E 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?

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
Br3 Pb1 Br3 174.35(3) 4 . ?
Br3 Pb1 Br1 103.61(3) . . ?
Br3 Pb1 Br1 81.29(3) 4 . ?
Br3 Pb1 Br2 84.53(3) 4 . ?
Br3 Pb1 Br2 93.95(3) 4 4_455 ?
Br1 Pb1 Br3 92.00(3) 4_455 4 ?
Br1 Pb1 Br3 83.37(3) 4_455 . ?
Br1 Pb1 Br1 171.58(3) 4_455 . ?
Br1 Pb1 Br2 85.46(4) 4_455 4_455 ?
Br1 Pb1 Br2 93.18(4) 4_455 . ?
Br2 Pb1 Br3 82.49(3) 4_455 . ?
Br2 Pb1 Br3 98.92(3) . . ?
Br2 Pb1 Br1 81.18(3) . . ?
Br2 Pb1 Br1 100.00(4) 4_455 . ?
Br2 Pb1 Br2 177.927(15) 4_455 . ?
Pb1 Br3 Pb1 80.01(2) 4_455 . ?
Pb1 Br1 Pb1 79.87(3) 4 . ?
Pb1 Br2 Pb1 80.44(3) 4 . ?
C1 O1 C5 110.9(9) . . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C2 N1 H1A 109.5 . . ?
C2 N1 H1B 109.5 . . ?
C2 N1 H1C 109.5 . . ?
H4A C4 H4B 108.0 . . ?
C3 C4 H4A 109.4 . . ?
C3 C4 H4B 109.4 . . ?
C5 C4 H4A 109.4 . . ?
C5 C4 H4B 109.4 . . ?
C5 C4 C3 111.2(10) . . ?
N1 C2 H2 108.9 . . ?
N1 C2 C1 108.5(8) . . ?
N1 C2 C3 110.9(10) . . ?
C1 C2 H2 108.9 . . ?
C1 C2 C3 110.8(11) . . ?
C3 C2 H2 108.9 . . ?
O1 C1 C2 110.6(9) . . ?
O1 C1 H1D 109.5 . . ?
O1 C1 H1E 109.5 . . ?
C2 C1 H1D 109.5 . . ?
C2 C1 H1E 109.5 . . ?
H1D C1 H1E 108.1 . . ?
C4 C3 H3A 109.4 . . ?
C4 C3 H3B 109.4 . . ?
C2 C3 C4 111.1(10) . . ?
C2 C3 H3A 109.4 . . ?
C2 C3 H3B 109.4 . . ?
H3A C3 H3B 108.0 . . ?
O1 C5 C4 110.0(11) . . ?
O1 C5 H5A 109.7 . . ?
O1 C5 H5B 109.7 . . ?
C4 C5 H5A 109.7 . . ?
C4 C5 H5B 109.7 . . ?
H5A C5 H5B 108.2 . . ?

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
N1 C2 C1 O1 -66.8(11) . . . . ?
N1 C2 C3 C4 72.8(14) . . . . ?
C1 O1 C5 C4 64.7(13) . . . . ?
C1 C2 C3 C4 -47.8(15) . . . . ?
C3 C4 C5 O1 -56.4(13) . . . . ?
C3 C2 C1 O1 55.2(13) . . . . ?
C5 O1 C1 C2 -64.0(13) . . . . ?
C5 C4 C3 C2 48.9(15) . . . . ?

_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 2.837
_oxdiff_exptl_absorpt_empirical_full_min 0.421
####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 2313120'
loop_
_audit_author_name
_audit_author_address
'Wen Zhang'
;Southeast University
China
;
_audit_update_record             
;
2023-12-10 deposited with the CCDC.	2024-06-15 downloaded from the CCDC.
;
_audit_creation_date             2023-12-10
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '3(C5 H12 N O), Cl5 Pb'
_chemical_formula_sum            'C15 H36 Cl5 N3 O3 Pb'
_chemical_formula_weight         690.91
_chemical_absolute_configuration .
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C1 H1 N1 O1 Cl1 Pb1'
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'
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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   12.6836(4)
_cell_length_b                   8.1333(3)
_cell_length_c                   13.0112(5)
_cell_angle_alpha                90
_cell_angle_beta                 111.745(4)
_cell_angle_gamma                90
_cell_volume                     1246.72(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6392
_cell_measurement_temperature    277(1)
_cell_measurement_theta_max      30.8980
_cell_measurement_theta_min      2.8200
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    7.322
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71851
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.840
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             676
_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  0.0195
_diffrn_reflns_av_unetI/netI     0.0309
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.812
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8725
_diffrn_reflns_point_group_measured_fraction_full 0.869
_diffrn_reflns_point_group_measured_fraction_max 0.648
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.594
_diffrn_reflns_theta_min         2.827
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      277(1)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.812
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     26.00  75.00   0.50    1.00    --    5.54  77.00 -30.00   98
  2  ω      1.00  76.00   0.50    1.00    --    5.54  77.00 -90.00  150
  3  ω    -18.00  34.00   0.50    1.00    --   -6.08  77.00-150.00  104
  4  ω     40.00  66.00   0.50    1.00    --   -6.08  77.00-150.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0583928000
_diffrn_orient_matrix_UB_12      -0.0077974000
_diffrn_orient_matrix_UB_13      0.0334880000
_diffrn_orient_matrix_UB_21      0.0131848000
_diffrn_orient_matrix_UB_22      -0.0084602000
_diffrn_orient_matrix_UB_23      -0.0481757000
_diffrn_orient_matrix_UB_31      0.0065513000
_diffrn_orient_matrix_UB_32      0.0864187000
_diffrn_orient_matrix_UB_33      -0.0016758000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.499
_reflns_Friedel_fraction_full    0.718
_reflns_Friedel_fraction_max     0.461
_reflns_number_gt                4651
_reflns_number_total             4965
_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       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_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    ?
_refine_diff_density_max         0.490
_refine_diff_density_min         -0.593
_refine_diff_density_rms         0.072
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   -0.012(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.989
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     248
_refine_ls_number_reflns         4965
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0198
_refine_ls_R_factor_gt           0.0175
_refine_ls_restrained_S_all      0.989
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0102P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0337
_refine_ls_wR_factor_ref         0.0340
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 1.012(4)
 -0.012(4)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All N(H,H,H) groups
3.a Ternary CH refined with riding coordinates:
 C12(H12), C2(H2), C7(H7)
3.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C11(H11A,H11B), C14(H14A,H14B), C13(H13A,H13B), C3(H3D,H3E),
 C4(H4A,H4B), C5(H5A,H5B), C1(H1D,H1E), C9(H9A,H9B), C6(H6A,H6B), C8(H8A,H8B),
 C10(H10A,H10B)
3.c Idealised Me refined as rotating group:
 N3(H3A,H3B,H3C), N1(H1A,H1B,H1C), N2(H2A,H2B,H2C)
;
_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
N3 N 0.0244(3) 0.4302(5) 0.2129(3) 0.0332(8) Uani 1 1 d . . . . .
H3A H 0.065529 0.432467 0.170376 0.050 Uiso 1 1 calc R U . . .
H3B H -0.049067 0.432492 0.170350 0.050 Uiso 1 1 calc R U . . .
H3C H 0.039670 0.338596 0.253155 0.050 Uiso 1 1 calc R U . . .
O3 O 0.2000(3) 0.4441(5) 0.4415(3) 0.0517(10) Uani 1 1 d . . . . .
C15 C 0.1362(4) 0.4692(7) 0.5120(4) 0.0540(17) Uani 1 1 d . . . . .
H15A H 0.154276 0.576238 0.546998 0.065 Uiso 1 1 calc R U . . .
H15B H 0.157330 0.386325 0.569691 0.065 Uiso 1 1 calc R U . . .
C12 C 0.0529(4) 0.5764(6) 0.2880(4) 0.0358(10) Uani 1 1 d . . . . .
H12 H 0.039743 0.675823 0.242330 0.043 Uiso 1 1 calc R U . . .
C11 C 0.1765(4) 0.5712(7) 0.3619(4) 0.0455(12) Uani 1 1 d . . . . .
H11A H 0.221867 0.554669 0.317005 0.055 Uiso 1 1 calc R U . . .
H11B H 0.197916 0.675938 0.399533 0.055 Uiso 1 1 calc R U . . .
C14 C 0.0114(4) 0.4590(7) 0.4462(4) 0.0532(16) Uani 1 1 d . . . . .
H14A H -0.030260 0.478350 0.494286 0.064 Uiso 1 1 calc R U . . .
H14B H -0.007489 0.349678 0.414875 0.064 Uiso 1 1 calc R U . . .
C13 C -0.0224(4) 0.5838(7) 0.3551(4) 0.0497(13) Uani 1 1 d . . . . .
H13A H -0.017840 0.692814 0.386765 0.060 Uiso 1 1 calc R U . . .
H13B H -0.100544 0.564743 0.306701 0.060 Uiso 1 1 calc R U . . .
O1 O 0.6824(3) -0.0448(7) 0.2094(3) 0.0787(19) Uani 1 1 d . . . . .
C2 C 0.7522(4) 0.0730(6) 0.0780(4) 0.0441(11) Uani 1 1 d . . . . .
H2 H 0.790216 0.171840 0.065819 0.053 Uiso 1 1 calc R U . . .
N1 N 0.8215(3) -0.0737(5) 0.0733(3) 0.0395(9) Uani 1 1 d . . . . .
H1A H 0.892274 -0.061006 0.121457 0.059 Uiso 1 1 calc R U . . .
H1B H 0.821977 -0.083658 0.005377 0.059 Uiso 1 1 calc R U . . .
H1C H 0.791464 -0.163656 0.090342 0.059 Uiso 1 1 calc R U . . .
C3 C 0.6348(4) 0.0643(8) -0.0116(4) 0.0588(16) Uani 1 1 d . . . . .
H3D H 0.598028 0.170604 -0.018749 0.071 Uiso 1 1 calc R U . . .
H3E H 0.641184 0.038112 -0.081742 0.071 Uiso 1 1 calc R U . . .
C4 C 0.5634(4) -0.0648(9) 0.0156(5) 0.0664(18) Uani 1 1 d . . . . .
H4A H 0.485539 -0.057378 -0.036340 0.080 Uiso 1 1 calc R U . . .
H4B H 0.591902 -0.173419 0.009076 0.080 Uiso 1 1 calc R U . . .
C5 C 0.5673(4) -0.0395(10) 0.1318(5) 0.079(3) Uani 1 1 d . . . . .
H5A H 0.533943 0.066052 0.136823 0.095 Uiso 1 1 calc R U . . .
H5B H 0.523375 -0.124580 0.149750 0.095 Uiso 1 1 calc R U . . .
C1 C 0.7449(4) 0.0849(8) 0.1902(4) 0.0609(16) Uani 1 1 d . . . . .
H1D H 0.820913 0.083913 0.246405 0.073 Uiso 1 1 calc R U . . .
H1E H 0.709476 0.188334 0.196132 0.073 Uiso 1 1 calc R U . . .
O2 O 0.5259(3) 0.3630(5) 0.4263(3) 0.0448(8) Uani 1 1 d . . . . .
C9 C 0.6982(6) 0.4046(10) 0.3943(7) 0.0581(19) Uani 1 1 d . . . . .
H9A H 0.744359 0.384660 0.471439 0.070 Uiso 1 1 calc R U . . .
H9B H 0.740578 0.368116 0.349888 0.070 Uiso 1 1 calc R U . . .
C6 C 0.4929(3) 0.5294(11) 0.4040(4) 0.0553(19) Uani 1 1 d . . . . .
H6A H 0.447422 0.560706 0.446496 0.066 Uiso 1 1 calc R U . . .
H6B H 0.446183 0.541033 0.326169 0.066 Uiso 1 1 calc R U . . .
C8 C 0.6740(7) 0.5847(10) 0.3765(6) 0.0599(19) Uani 1 1 d . . . . .
H8A H 0.640214 0.606891 0.297750 0.072 Uiso 1 1 calc R U . . .
H8B H 0.744797 0.645400 0.406182 0.072 Uiso 1 1 calc R U . . .
N2 N 0.6530(3) 0.6543(5) 0.5541(3) 0.0436(10) Uani 1 1 d . . . . .
H2A H 0.663764 0.553376 0.582608 0.065 Uiso 1 1 calc R U . . .
H2B H 0.610849 0.711803 0.582837 0.065 Uiso 1 1 calc R U . . .
H2C H 0.719769 0.703665 0.569973 0.065 Uiso 1 1 calc R U . . .
C7 C 0.5938(4) 0.6442(6) 0.4322(4) 0.0401(11) Uani 1 1 d . . . . .
H7 H 0.566247 0.754110 0.403999 0.048 Uiso 1 1 calc R U . . .
C10 C 0.5894(4) 0.3079(7) 0.3630(5) 0.0540(13) Uani 1 1 d . . . . .
H10A H 0.545075 0.322186 0.284810 0.065 Uiso 1 1 calc R U . . .
H10B H 0.606513 0.191854 0.376682 0.065 Uiso 1 1 calc R U . . .
Pb1 Pb 0.17160(2) 1.00959(2) 0.11964(2) 0.02694(4) Uani 1 1 d . . . . .
Cl1 Cl 0.26427(9) 1.31470(14) 0.18739(9) 0.0370(2) Uani 1 1 d . . . . .
Cl4 Cl 0.06342(8) 1.04126(14) 0.28807(9) 0.0404(3) Uani 1 1 d . . . . .
Cl5 Cl 0.35733(11) 0.8738(2) 0.27464(11) 0.0604(4) Uani 1 1 d . . . . .
Cl3 Cl 0.03383(9) 0.70357(15) 0.02251(8) 0.0356(2) Uani 1 1 d . . . . .
Cl2 Cl 0.23731(8) 1.0280(2) -0.07117(8) 0.0404(3) 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
N3 H3A 0.8900 . ?
N3 H3B 0.8900 . ?
N3 H3C 0.8900 . ?
N3 C12 1.496(6) . ?
O3 C15 1.444(6) . ?
O3 C11 1.414(6) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C14 1.497(7) . ?
C12 H12 0.9800 . ?
C12 C11 1.505(6) . ?
C12 C13 1.516(6) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C13 1.497(7) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
O1 C5 1.435(7) . ?
O1 C1 1.396(7) . ?
C2 H2 0.9800 . ?
C2 N1 1.496(6) . ?
C2 C3 1.515(7) . ?
C2 C1 1.500(7) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?
C3 H3D 0.9700 . ?
C3 H3E 0.9700 . ?
C3 C4 1.512(8) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.508(8) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C1 H1D 0.9700 . ?
C1 H1E 0.9700 . ?
O2 C6 1.414(9) . ?
O2 C10 1.421(6) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C8 1.498(8) . ?
C9 C10 1.507(9) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.516(8) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C7 1.530(9) . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 H2C 0.8900 . ?
N2 C7 1.484(6) . ?
C7 H7 0.9800 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
Pb1 Cl1 2.7475(11) . ?
Pb1 Cl4 2.9966(11) . ?
Pb1 Cl5 2.7048(12) . ?
Pb1 Cl3 3.0212(10) 2 ?
Pb1 Cl3 3.0347(11) . ?
Pb1 Cl2 2.9006(10) . ?

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
H3A N3 H3B 109.5 . . ?
H3A N3 H3C 109.5 . . ?
H3B N3 H3C 109.5 . . ?
C12 N3 H3A 109.5 . . ?
C12 N3 H3B 109.5 . . ?
C12 N3 H3C 109.5 . . ?
C11 O3 C15 110.2(4) . . ?
O3 C15 H15A 109.5 . . ?
O3 C15 H15B 109.5 . . ?
O3 C15 C14 110.6(4) . . ?
H15A C15 H15B 108.1 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
N3 C12 H12 108.3 . . ?
N3 C12 C11 109.7(4) . . ?
N3 C12 C13 110.9(4) . . ?
C11 C12 H12 108.3 . . ?
C11 C12 C13 111.2(4) . . ?
C13 C12 H12 108.3 . . ?
O3 C11 C12 112.1(4) . . ?
O3 C11 H11A 109.2 . . ?
O3 C11 H11B 109.2 . . ?
C12 C11 H11A 109.2 . . ?
C12 C11 H11B 109.2 . . ?
H11A C11 H11B 107.9 . . ?
C15 C14 H14A 109.6 . . ?
C15 C14 H14B 109.6 . . ?
C15 C14 C13 110.3(4) . . ?
H14A C14 H14B 108.1 . . ?
C13 C14 H14A 109.6 . . ?
C13 C14 H14B 109.6 . . ?
C12 C13 H13A 109.2 . . ?
C12 C13 H13B 109.2 . . ?
C14 C13 C12 111.9(4) . . ?
C14 C13 H13A 109.2 . . ?
C14 C13 H13B 109.2 . . ?
H13A C13 H13B 107.9 . . ?
C1 O1 C5 110.4(5) . . ?
N1 C2 H2 108.4 . . ?
N1 C2 C3 110.9(4) . . ?
N1 C2 C1 109.9(4) . . ?
C3 C2 H2 108.4 . . ?
C1 C2 H2 108.4 . . ?
C1 C2 C3 110.8(4) . . ?
C2 N1 H1A 109.5 . . ?
C2 N1 H1B 109.5 . . ?
C2 N1 H1C 109.5 . . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C2 C3 H3D 109.5 . . ?
C2 C3 H3E 109.5 . . ?
H3D C3 H3E 108.1 . . ?
C4 C3 C2 110.8(5) . . ?
C4 C3 H3D 109.5 . . ?
C4 C3 H3E 109.5 . . ?
C3 C4 H4A 109.7 . . ?
C3 C4 H4B 109.7 . . ?
H4A C4 H4B 108.2 . . ?
C5 C4 C3 109.8(5) . . ?
C5 C4 H4A 109.7 . . ?
C5 C4 H4B 109.7 . . ?
O1 C5 C4 110.4(4) . . ?
O1 C5 H5A 109.6 . . ?
O1 C5 H5B 109.6 . . ?
C4 C5 H5A 109.6 . . ?
C4 C5 H5B 109.6 . . ?
H5A C5 H5B 108.1 . . ?
O1 C1 C2 111.6(4) . . ?
O1 C1 H1D 109.3 . . ?
O1 C1 H1E 109.3 . . ?
C2 C1 H1D 109.3 . . ?
C2 C1 H1E 109.3 . . ?
H1D C1 H1E 108.0 . . ?
C6 O2 C10 111.8(4) . . ?
H9A C9 H9B 108.1 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 C10 110.8(6) . . ?
C10 C9 H9A 109.5 . . ?
C10 C9 H9B 109.5 . . ?
O2 C6 H6A 109.1 . . ?
O2 C6 H6B 109.1 . . ?
O2 C6 C7 112.4(4) . . ?
H6A C6 H6B 107.9 . . ?
C7 C6 H6A 109.1 . . ?
C7 C6 H6B 109.1 . . ?
C9 C8 H8A 109.3 . . ?
C9 C8 H8B 109.3 . . ?
C9 C8 C7 111.7(7) . . ?
H8A C8 H8B 107.9 . . ?
C7 C8 H8A 109.3 . . ?
C7 C8 H8B 109.3 . . ?
H2A N2 H2B 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
C7 N2 H2A 109.5 . . ?
C7 N2 H2B 109.5 . . ?
C7 N2 H2C 109.5 . . ?
C6 C7 C8 109.9(5) . . ?
C6 C7 H7 108.6 . . ?
C8 C7 H7 108.6 . . ?
N2 C7 C6 109.9(4) . . ?
N2 C7 C8 111.2(4) . . ?
N2 C7 H7 108.6 . . ?
O2 C10 C9 109.7(5) . . ?
O2 C10 H10A 109.7 . . ?
O2 C10 H10B 109.7 . . ?
C9 C10 H10A 109.7 . . ?
C9 C10 H10B 109.7 . . ?
H10A C10 H10B 108.2 . . ?
Cl1 Pb1 Cl4 86.85(3) . . ?
Cl1 Pb1 Cl3 170.50(3) . . ?
Cl1 Pb1 Cl3 83.93(3) . 2 ?
Cl1 Pb1 Cl2 90.20(4) . . ?
Cl4 Pb1 Cl3 83.00(3) . 2 ?
Cl4 Pb1 Cl3 91.49(3) . . ?
Cl5 Pb1 Cl1 88.78(4) . . ?
Cl5 Pb1 Cl4 89.89(4) . . ?
Cl5 Pb1 Cl3 100.59(4) . . ?
Cl5 Pb1 Cl3 170.06(4) . 2 ?
Cl5 Pb1 Cl2 102.25(4) . . ?
Cl3 Pb1 Cl3 86.584(10) 2 . ?
Cl2 Pb1 Cl4 167.45(3) . . ?
Cl2 Pb1 Cl3 84.56(3) . 2 ?
Cl2 Pb1 Cl3 89.41(4) . . ?
Pb1 Cl3 Pb1 156.37(4) 2_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
N3 C12 C11 O3 -70.2(5) . . . . ?
N3 C12 C13 C14 74.9(5) . . . . ?
O3 C15 C14 C13 -58.0(6) . . . . ?
C15 O3 C11 C12 -60.8(5) . . . . ?
C15 C14 C13 C12 50.3(6) . . . . ?
C11 O3 C15 C14 63.5(5) . . . . ?
C11 C12 C13 C14 -47.5(6) . . . . ?
C13 C12 C11 O3 52.8(5) . . . . ?
C2 C3 C4 C5 50.8(6) . . . . ?
N1 C2 C3 C4 72.7(5) . . . . ?
N1 C2 C1 O1 -67.1(5) . . . . ?
C3 C2 C1 O1 55.7(6) . . . . ?
C3 C4 C5 O1 -57.5(7) . . . . ?
C5 O1 C1 C2 -62.8(6) . . . . ?
C1 O1 C5 C4 63.9(7) . . . . ?
C1 C2 C3 C4 -49.6(6) . . . . ?
O2 C6 C7 C8 52.2(6) . . . . ?
O2 C6 C7 N2 -70.5(5) . . . . ?
C9 C8 C7 C6 -47.9(8) . . . . ?
C9 C8 C7 N2 74.0(7) . . . . ?
C6 O2 C10 C9 63.0(6) . . . . ?
C8 C9 C10 O2 -58.0(8) . . . . ?
C10 O2 C6 C7 -61.1(5) . . . . ?
C10 C9 C8 C7 51.5(9) . . . . ?

_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 1.400
_oxdiff_exptl_absorpt_empirical_full_min 0.757
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 1.012(4)
2 -0.012(4)

####################################################################### 
# 
# 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_CCDC5
_database_code_depnum_ccdc_archive 'CCDC 2313119'
loop_
_audit_author_name
_audit_author_address
'Wen Zhang'
;Southeast University
China
;
_audit_update_record             
;
2023-12-10 deposited with the CCDC.	2024-06-15 downloaded from the CCDC.
;
_audit_creation_date             2023-04-13
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'I3 Pb, C5 H12 N O'
_chemical_formula_sum            'C5 H12 I3 N O Pb'
_chemical_formula_weight         690.05
_chemical_absolute_configuration ad
_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'
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   8.1109(2)
_cell_length_b                   10.0931(3)
_cell_length_c                   16.2409(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1329.55(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    16665
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.514
_cell_measurement_theta_min      2.376
_shelx_estimated_absorpt_T_max   0.695
_shelx_estimated_absorpt_T_min   0.507
_exptl_absorpt_coefficient_mu    19.618
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    3.447
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1192
_exptl_crystal_preparation       'Slow evaporation from HI'
_exptl_crystal_recrystallization_method 'Slow evaporation from HI'
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0379
_diffrn_reflns_av_unetI/netI     0.0280
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.890
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            16665
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.854
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.514
_diffrn_reflns_theta_min         2.376
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.890
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.678
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.806
_reflns_number_gt                3054
_reflns_number_total             3476
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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    ?
_refine_diff_density_max         1.043
_refine_diff_density_min         -0.929
_refine_diff_density_rms         0.192
_refine_ls_abs_structure_details 
;
 Flack x determined using 1129 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.001(4)
_refine_ls_extinction_coef       0.00364(12)
_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   1.001
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     102
_refine_ls_number_reflns         3476
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0277
_refine_ls_R_factor_gt           0.0217
_refine_ls_restrained_S_all      1.001
_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)+(0.0206P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0425
_refine_ls_wR_factor_ref         0.0436
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All N(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C4(H4)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C1(H1D,H1E), C3(H3A,H3B), C5(H5A,H5B)
2.c Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C)
;
_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
Pb1 Pb 1.02857(2) 0.74929(3) 0.99998(2) 0.03396(8) Uani 1 1 d . . . . .
I1 I 0.78010(4) 0.76086(4) 0.84481(2) 0.03523(10) Uani 1 1 d . . . . .
I2 I 1.28559(5) 0.54058(4) 0.91611(2) 0.03887(11) Uani 1 1 d . . . . .
I3 I 1.26490(5) 0.97527(4) 0.93227(3) 0.04184(11) Uani 1 1 d . . . . .
C2 C 0.3926(7) 0.7562(7) 0.6922(5) 0.0542(18) Uani 1 1 d . . . . .
H2A H 0.382947 0.716903 0.746536 0.065 Uiso 1 1 calc R U . . .
H2B H 0.508756 0.769300 0.680616 0.065 Uiso 1 1 calc R U . . .
N1 N 0.0808(7) 0.5843(5) 0.7123(3) 0.0470(14) Uani 1 1 d . . . . .
H1A H 0.127311 0.504472 0.712665 0.070 Uiso 1 1 calc R U . . .
H1B H -0.028433 0.575678 0.712953 0.070 Uiso 1 1 calc R U . . .
H1C H 0.113095 0.629531 0.756452 0.070 Uiso 1 1 calc R U . . .
C1 C 0.3055(10) 0.8869(7) 0.6909(5) 0.061(2) Uani 1 1 d . . . . .
H1D H 0.349555 0.943529 0.733880 0.074 Uiso 1 1 calc R U . . .
H1E H 0.324043 0.930068 0.638371 0.074 Uiso 1 1 calc R U . . .
C4 C 0.1314(8) 0.6567(7) 0.6366(4) 0.0448(17) Uani 1 1 d . . . . .
H4 H 0.086992 0.610336 0.588398 0.054 Uiso 1 1 calc R U . . .
C3 C 0.3191(8) 0.6639(7) 0.6289(5) 0.0527(19) Uani 1 1 d . . . . .
H3A H 0.365197 0.575977 0.636008 0.063 Uiso 1 1 calc R U . . .
H3B H 0.347995 0.694667 0.574200 0.063 Uiso 1 1 calc R U . . .
O1 O 0.1283(7) 0.8680(5) 0.7038(4) 0.0668(17) Uani 1 1 d . . . . .
C5 C 0.0608(9) 0.7937(8) 0.6393(5) 0.060(2) Uani 1 1 d . . . . .
H5A H 0.082592 0.838016 0.587463 0.072 Uiso 1 1 calc R U . . .
H5B H -0.057769 0.788234 0.646310 0.072 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 I1 3.2445(4) 4_567 ?
Pb1 I1 3.2290(4) . ?
Pb1 I2 3.1998(5) 4_467 ?
Pb1 I2 3.2617(5) . ?
Pb1 I3 3.1758(5) . ?
Pb1 I3 3.3047(5) 4_467 ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C1 1.497(10) . ?
C2 C3 1.510(10) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?
N1 C4 1.488(9) . ?
C1 H1D 0.9700 . ?
C1 H1E 0.9700 . ?
C1 O1 1.465(9) . ?
C4 H4 0.9800 . ?
C4 C3 1.529(9) . ?
C4 C5 1.497(10) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
O1 C5 1.399(9) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?

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
I1 Pb1 I1 179.573(12) . 4_567 ?
I1 Pb1 I2 84.387(11) 4_567 . ?
I1 Pb1 I2 95.525(12) . . ?
I1 Pb1 I3 97.273(12) 4_567 4_467 ?
I1 Pb1 I3 83.151(11) . 4_467 ?
I2 Pb1 I1 85.644(11) 4_467 . ?
I2 Pb1 I1 94.435(12) 4_467 4_567 ?
I2 Pb1 I2 178.286(14) 4_467 . ?
I2 Pb1 I3 85.078(11) 4_467 4_467 ?
I2 Pb1 I3 96.299(13) . 4_467 ?
I3 Pb1 I1 94.616(12) . . ?
I3 Pb1 I1 84.962(11) . 4_567 ?
I3 Pb1 I2 92.477(13) . 4_467 ?
I3 Pb1 I2 86.184(12) . . ?
I3 Pb1 I3 176.798(14) . 4_467 ?
Pb1 I1 Pb1 77.579(8) . 4_467 ?
Pb1 I2 Pb1 77.745(9) 4_567 . ?
Pb1 I3 Pb1 77.453(9) . 4_567 ?
H2A C2 H2B 108.1 . . ?
C1 C2 H2A 109.6 . . ?
C1 C2 H2B 109.6 . . ?
C1 C2 C3 110.3(6) . . ?
C3 C2 H2A 109.6 . . ?
C3 C2 H2B 109.6 . . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C4 N1 H1A 109.5 . . ?
C4 N1 H1B 109.5 . . ?
C4 N1 H1C 109.5 . . ?
C2 C1 H1D 109.6 . . ?
C2 C1 H1E 109.6 . . ?
H1D C1 H1E 108.1 . . ?
O1 C1 C2 110.3(5) . . ?
O1 C1 H1D 109.6 . . ?
O1 C1 H1E 109.6 . . ?
N1 C4 H4 108.9 . . ?
N1 C4 C3 111.4(6) . . ?
N1 C4 C5 108.8(5) . . ?
C3 C4 H4 108.9 . . ?
C5 C4 H4 108.9 . . ?
C5 C4 C3 109.8(6) . . ?
C2 C3 C4 111.5(6) . . ?
C2 C3 H3A 109.3 . . ?
C2 C3 H3B 109.3 . . ?
C4 C3 H3A 109.3 . . ?
C4 C3 H3B 109.3 . . ?
H3A C3 H3B 108.0 . . ?
C5 O1 C1 110.3(6) . . ?
C4 C5 H5A 109.3 . . ?
C4 C5 H5B 109.3 . . ?
O1 C5 C4 111.6(6) . . ?
O1 C5 H5A 109.3 . . ?
O1 C5 H5B 109.3 . . ?
H5A C5 H5B 108.0 . . ?

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 C1 O1 C5 -63.1(9) . . . . ?
N1 C4 C3 C2 -70.8(7) . . . . ?
N1 C4 C5 O1 65.5(7) . . . . ?
C1 C2 C3 C4 -50.6(8) . . . . ?
C1 O1 C5 C4 63.6(8) . . . . ?
C3 C2 C1 O1 56.1(8) . . . . ?
C3 C4 C5 O1 -56.8(9) . . . . ?
C5 C4 C3 C2 49.9(9) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_CCDC6
_database_code_depnum_ccdc_archive 'CCDC 2313114'
loop_
_audit_author_name
_audit_author_address
'Wen Zhang'
;Southeast University
China
;
_audit_update_record             
;
2023-12-10 deposited with the CCDC.	2024-06-15 downloaded from the CCDC.
;
_audit_creation_date             2023-10-17
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Cl5 Pb, 3(C5 H12 N O)'
_chemical_formula_sum            'C15 H36 Cl5 N3 O3 Pb'
_chemical_formula_weight         690.91
_chemical_absolute_configuration ad
_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'
Cl Cl 0.1484 0.1585 '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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   12.6821(3)
_cell_length_b                   8.1424(2)
_cell_length_c                   13.0057(4)
_cell_angle_alpha                90
_cell_angle_beta                 111.683(3)
_cell_angle_gamma                90
_cell_volume                     1247.98(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    15378
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.788
_cell_measurement_theta_min      2.825
_shelx_estimated_absorpt_T_max   0.930
_shelx_estimated_absorpt_T_min   0.810
_exptl_absorpt_coefficient_mu    7.314
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.839
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             676
_exptl_crystal_preparation       'Slow evaporation from HCl'
_exptl_crystal_recrystallization_method 'Slow evaporation from HCl'
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0204
_diffrn_reflns_av_unetI/netI     0.0236
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.832
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            15378
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.764
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.788
_diffrn_reflns_theta_min         2.825
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.832
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.725
_reflns_Friedel_fraction_full    0.962
_reflns_Friedel_fraction_max     0.686
_reflns_number_gt                5699
_reflns_number_total             5964
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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         0.701
_refine_diff_density_min         -0.491
_refine_diff_density_rms         0.064
_refine_ls_abs_structure_details 
;
 Flack x determined using 2326 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.004(2)
_refine_ls_extinction_coef       0.00043(17)
_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   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     248
_refine_ls_number_reflns         5964
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0175
_refine_ls_R_factor_gt           0.0159
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0171P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0338
_refine_ls_wR_factor_ref         0.0340
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All N(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7), C12(H12), C2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3d,H3e), C1(H1a,H1b), C14(H14a,H14b), C15(H15a,H15b), C13(H13a,H13b),
 C11(H11a,H11b), C8(H8a,H8b), C5(H5a,H5b), C4(H4a,H4b), C9(H9a,H9b), C10(H10a,
 H10b), C6(H6a,H6b)
2.c Idealised Me refined as rotating group:
 N3(H3a,H3b,H3c), N2(H2a,H2b,H2c), N1(H1c,H1d,H1e)
;
_atom_sites_solution_hydrogens   geom
_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 0.67162(2) 0.72865(2) 0.61956(2) 0.02676(4) Uani 1 1 d . . . . .
Cl1 Cl 0.73736(8) 0.71038(17) 0.42857(8) 0.0404(2) Uani 1 1 d . . . . .
Cl2 Cl 0.76452(8) 0.42385(11) 0.68728(7) 0.0367(2) Uani 1 1 d . . . . .
Cl3 Cl 0.56326(9) 0.69706(11) 0.78781(8) 0.0398(3) Uani 1 1 d . . . . .
O3 O 0.7002(3) 0.2945(4) 0.9419(3) 0.0510(8) Uani 1 1 d . . . . .
Cl4 Cl 0.85700(11) 0.86481(15) 0.77493(10) 0.0595(3) Uani 1 1 d . . . . .
N3 N 0.5238(3) 0.3085(4) 0.7127(3) 0.0322(7) Uani 1 1 d . . . . .
H3A H 0.535889 0.399861 0.752939 0.048 Uiso 1 1 calc R U . . .
H3B H 0.451029 0.303061 0.668492 0.048 Uiso 1 1 calc R U . . .
H3C H 0.566821 0.309314 0.671949 0.048 Uiso 1 1 calc R U . . .
O2 O 0.8177(4) 0.2836(6) 0.2903(3) 0.0769(14) Uani 1 1 d . . . . .
O1 O 0.9737(3) 0.8745(3) 0.0737(2) 0.0426(7) Uani 1 1 d . . . . .
C3 C 0.8255(6) 0.6532(7) 0.1237(5) 0.0570(16) Uani 1 1 d . . . . .
H3D H 0.754987 0.592153 0.093902 0.068 Uiso 1 1 calc R U . . .
H3E H 0.859033 0.631555 0.202514 0.068 Uiso 1 1 calc R U . . .
N2 N 0.6778(3) 0.3117(4) 0.4261(3) 0.0387(7) Uani 1 1 d . . . . .
H2A H 0.708858 0.402244 0.411232 0.058 Uiso 1 1 calc R U . . .
H2B H 0.675029 0.319727 0.493274 0.058 Uiso 1 1 calc R U . . .
H2C H 0.607855 0.299847 0.376186 0.058 Uiso 1 1 calc R U . . .
C1 C 1.0072(3) 0.7076(8) 0.0975(4) 0.0518(12) Uani 1 1 d . . . . .
H1A H 1.053061 0.696789 0.175542 0.062 Uiso 1 1 calc R U . . .
H1B H 1.053459 0.675556 0.055800 0.062 Uiso 1 1 calc R U . . .
C7 C 0.7481(4) 0.1654(5) 0.4219(4) 0.0433(10) Uani 1 1 d . . . . .
H7 H 0.710389 0.066404 0.434127 0.052 Uiso 1 1 calc R U . . .
C14 C 0.5115(4) 0.2797(6) 0.9468(4) 0.0518(12) Uani 1 1 d . . . . .
H14A H 0.492471 0.388631 0.915196 0.062 Uiso 1 1 calc R U . . .
H14B H 0.470067 0.260433 0.995138 0.062 Uiso 1 1 calc R U . . .
C15 C 0.6364(4) 0.2692(5) 1.0118(3) 0.0553(13) Uani 1 1 d . . . . .
H15A H 0.657649 0.351508 1.069844 0.066 Uiso 1 1 calc R U . . .
H15B H 0.654378 0.162031 1.046578 0.066 Uiso 1 1 calc R U . . .
C12 C 0.5535(4) 0.1624(5) 0.7878(3) 0.0353(8) Uani 1 1 d . . . . .
H12 H 0.540826 0.063291 0.742109 0.042 Uiso 1 1 calc R U . . .
C13 C 0.4780(4) 0.1533(6) 0.8555(4) 0.0473(10) Uani 1 1 d . . . . .
H13A H 0.399661 0.171024 0.807269 0.057 Uiso 1 1 calc R U . . .
H13B H 0.483563 0.044488 0.887515 0.057 Uiso 1 1 calc R U . . .
C11 C 0.6768(4) 0.1681(5) 0.8620(4) 0.0450(10) Uani 1 1 d . . . . .
H11A H 0.698282 0.063359 0.899472 0.054 Uiso 1 1 calc R U . . .
H11B H 0.722357 0.184988 0.817246 0.054 Uiso 1 1 calc R U . . .
C8 C 0.8655(4) 0.1744(6) 0.5114(4) 0.0563(13) Uani 1 1 d . . . . .
H8A H 0.859023 0.201303 0.581525 0.068 Uiso 1 1 calc R U . . .
H8B H 0.902122 0.068099 0.519009 0.068 Uiso 1 1 calc R U . . .
C5 C 0.9108(4) 0.9300(5) 0.1376(4) 0.0510(11) Uani 1 1 d . . . . .
H5A H 0.894396 1.046178 0.124612 0.061 Uiso 1 1 calc R U . . .
H5B H 0.954901 0.914357 0.215656 0.061 Uiso 1 1 calc R U . . .
C4 C 0.8009(5) 0.8339(7) 0.1051(6) 0.0581(16) Uani 1 1 d . . . . .
H4A H 0.757913 0.870668 0.148899 0.070 Uiso 1 1 calc R U . . .
H4B H 0.755556 0.853531 0.027761 0.070 Uiso 1 1 calc R U . . .
C9 C 0.9363(4) 0.3010(7) 0.4843(5) 0.0666(15) Uani 1 1 d . . . . .
H9A H 1.014123 0.292211 0.535938 0.080 Uiso 1 1 calc R U . . .
H9B H 0.908649 0.409596 0.492159 0.080 Uiso 1 1 calc R U . . .
C10 C 0.9326(5) 0.2796(8) 0.3678(5) 0.0757(18) Uani 1 1 d . . . . .
H10A H 0.975673 0.366719 0.350737 0.091 Uiso 1 1 calc R U . . .
H10B H 0.967106 0.175574 0.361811 0.091 Uiso 1 1 calc R U . . .
C2 C 0.9062(3) 0.5942(4) 0.0687(3) 0.0381(9) Uani 1 1 d . . . . .
H2 H 0.933405 0.484290 0.096862 0.046 Uiso 1 1 calc R U . . .
C6 C 0.7554(5) 0.1538(7) 0.3095(4) 0.0617(14) Uani 1 1 d . . . . .
H6A H 0.790989 0.050658 0.303476 0.074 Uiso 1 1 calc R U . . .
H6B H 0.679438 0.154655 0.253370 0.074 Uiso 1 1 calc R U . . .
N1 N 0.8478(3) 0.5839(4) -0.0535(3) 0.0421(8) Uani 1 1 d . . . . .
H1C H 0.779829 0.538010 -0.069762 0.063 Uiso 1 1 calc R U . . .
H1D H 0.888982 0.523269 -0.081623 0.063 Uiso 1 1 calc R U . . .
H1E H 0.839473 0.684449 -0.082356 0.063 Uiso 1 1 calc R U . . .
Cl5 Cl 0.46629(8) 0.53489(11) 0.47752(8) 0.03552(19) 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
Pb1 Cl1 2.9014(10) . ?
Pb1 Cl2 2.7489(9) . ?
Pb1 Cl3 2.9941(10) . ?
Pb1 Cl4 2.7073(11) . ?
Pb1 Cl5 3.0213(9) . ?
Pb1 Cl5 3.0395(9) 2_656 ?
O3 C15 1.439(5) . ?
O3 C11 1.413(5) . ?
N3 H3A 0.8900 . ?
N3 H3B 0.8900 . ?
N3 H3C 0.8900 . ?
N3 C12 1.496(5) . ?
O2 C10 1.434(7) . ?
O2 C6 1.396(6) . ?
O1 C1 1.423(7) . ?
O1 C5 1.421(5) . ?
C3 H3D 0.9700 . ?
C3 H3E 0.9700 . ?
C3 C4 1.505(7) . ?
C3 C2 1.526(8) . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 H2C 0.8900 . ?
N2 C7 1.501(5) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.510(6) . ?
C7 H7 0.9800 . ?
C7 C8 1.515(7) . ?
C7 C6 1.502(7) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.497(7) . ?
C14 C13 1.508(6) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C12 H12 0.9800 . ?
C12 C13 1.523(6) . ?
C12 C11 1.504(6) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.493(7) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C4 1.516(7) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.508(8) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C2 H2 0.9800 . ?
C2 N1 1.487(5) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
N1 H1C 0.8900 . ?
N1 H1D 0.8900 . ?
N1 H1E 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
Cl1 Pb1 Cl3 167.41(3) . . ?
Cl1 Pb1 Cl5 89.41(3) . 2_656 ?
Cl1 Pb1 Cl5 84.56(3) . . ?
Cl2 Pb1 Cl1 90.19(3) . . ?
Cl2 Pb1 Cl3 86.93(3) . . ?
Cl2 Pb1 Cl5 83.97(3) . . ?
Cl2 Pb1 Cl5 170.56(3) . 2_656 ?
Cl3 Pb1 Cl5 91.44(3) . 2_656 ?
Cl3 Pb1 Cl5 82.96(3) . . ?
Cl4 Pb1 Cl1 102.41(4) . . ?
Cl4 Pb1 Cl2 88.82(4) . . ?
Cl4 Pb1 Cl3 89.78(3) . . ?
Cl4 Pb1 Cl5 170.01(3) . . ?
Cl4 Pb1 Cl5 100.48(3) . 2_656 ?
Cl5 Pb1 Cl5 86.602(8) . 2_656 ?
C11 O3 C15 110.2(3) . . ?
H3A N3 H3B 109.5 . . ?
H3A N3 H3C 109.5 . . ?
H3B N3 H3C 109.5 . . ?
C12 N3 H3A 109.5 . . ?
C12 N3 H3B 109.5 . . ?
C12 N3 H3C 109.5 . . ?
C6 O2 C10 110.6(4) . . ?
C5 O1 C1 111.3(3) . . ?
H3D C3 H3E 108.0 . . ?
C4 C3 H3D 109.3 . . ?
C4 C3 H3E 109.3 . . ?
C4 C3 C2 111.6(5) . . ?
C2 C3 H3D 109.3 . . ?
C2 C3 H3E 109.3 . . ?
H2A N2 H2B 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
C7 N2 H2A 109.5 . . ?
C7 N2 H2B 109.5 . . ?
C7 N2 H2C 109.5 . . ?
O1 C1 H1A 109.2 . . ?
O1 C1 H1B 109.2 . . ?
O1 C1 C2 111.8(3) . . ?
H1A C1 H1B 107.9 . . ?
C2 C1 H1A 109.2 . . ?
C2 C1 H1B 109.2 . . ?
N2 C7 H7 108.4 . . ?
N2 C7 C8 111.2(3) . . ?
N2 C7 C6 109.6(4) . . ?
C8 C7 H7 108.4 . . ?
C6 C7 H7 108.4 . . ?
C6 C7 C8 110.8(4) . . ?
H14A C14 H14B 108.2 . . ?
C15 C14 H14A 109.7 . . ?
C15 C14 H14B 109.7 . . ?
C15 C14 C13 109.7(4) . . ?
C13 C14 H14A 109.7 . . ?
C13 C14 H14B 109.7 . . ?
O3 C15 C14 111.0(3) . . ?
O3 C15 H15A 109.4 . . ?
O3 C15 H15B 109.4 . . ?
C14 C15 H15A 109.4 . . ?
C14 C15 H15B 109.4 . . ?
H15A C15 H15B 108.0 . . ?
N3 C12 H12 108.2 . . ?
N3 C12 C13 110.9(4) . . ?
N3 C12 C11 110.2(3) . . ?
C13 C12 H12 108.2 . . ?
C11 C12 H12 108.2 . . ?
C11 C12 C13 110.9(4) . . ?
C14 C13 C12 111.5(4) . . ?
C14 C13 H13A 109.3 . . ?
C14 C13 H13B 109.3 . . ?
C12 C13 H13A 109.3 . . ?
C12 C13 H13B 109.3 . . ?
H13A C13 H13B 108.0 . . ?
O3 C11 C12 112.4(3) . . ?
O3 C11 H11A 109.1 . . ?
O3 C11 H11B 109.1 . . ?
C12 C11 H11A 109.1 . . ?
C12 C11 H11B 109.1 . . ?
H11A C11 H11B 107.9 . . ?
C7 C8 H8A 109.4 . . ?
C7 C8 H8B 109.4 . . ?
H8A C8 H8B 108.0 . . ?
C9 C8 C7 111.0(4) . . ?
C9 C8 H8A 109.4 . . ?
C9 C8 H8B 109.4 . . ?
O1 C5 H5A 109.8 . . ?
O1 C5 H5B 109.8 . . ?
O1 C5 C4 109.3(4) . . ?
H5A C5 H5B 108.3 . . ?
C4 C5 H5A 109.8 . . ?
C4 C5 H5B 109.8 . . ?
C3 C4 C5 110.2(5) . . ?
C3 C4 H4A 109.6 . . ?
C3 C4 H4B 109.6 . . ?
C5 C4 H4A 109.6 . . ?
C5 C4 H4B 109.6 . . ?
H4A C4 H4B 108.1 . . ?
C8 C9 H9A 109.4 . . ?
C8 C9 H9B 109.4 . . ?
C8 C9 C10 111.1(5) . . ?
H9A C9 H9B 108.0 . . ?
C10 C9 H9A 109.4 . . ?
C10 C9 H9B 109.4 . . ?
O2 C10 C9 110.5(4) . . ?
O2 C10 H10A 109.5 . . ?
O2 C10 H10B 109.5 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 108.1 . . ?
C3 C2 H2 108.4 . . ?
C1 C2 C3 110.2(4) . . ?
C1 C2 H2 108.4 . . ?
N1 C2 C3 111.3(4) . . ?
N1 C2 C1 110.0(4) . . ?
N1 C2 H2 108.4 . . ?
O2 C6 C7 111.6(4) . . ?
O2 C6 H6A 109.3 . . ?
O2 C6 H6B 109.3 . . ?
C7 C6 H6A 109.3 . . ?
C7 C6 H6B 109.3 . . ?
H6A C6 H6B 108.0 . . ?
C2 N1 H1C 109.5 . . ?
C2 N1 H1D 109.5 . . ?
C2 N1 H1E 109.5 . . ?
H1C N1 H1D 109.5 . . ?
H1C N1 H1E 109.5 . . ?
H1D N1 H1E 109.5 . . ?
Pb1 Cl5 Pb1 156.35(4) . 2_646 ?

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
N3 C12 C13 C14 -74.7(5) . . . . ?
N3 C12 C11 O3 70.0(4) . . . . ?
O1 C1 C2 C3 -52.9(5) . . . . ?
O1 C1 C2 N1 70.1(5) . . . . ?
O1 C5 C4 C3 58.8(7) . . . . ?
N2 C7 C8 C9 -73.2(5) . . . . ?
N2 C7 C6 O2 67.5(5) . . . . ?
C1 O1 C5 C4 -64.2(5) . . . . ?
C7 C8 C9 C10 -49.8(6) . . . . ?
C15 O3 C11 C12 60.7(4) . . . . ?
C15 C14 C13 C12 -50.8(5) . . . . ?
C13 C14 C15 O3 58.4(5) . . . . ?
C13 C12 C11 O3 -53.1(5) . . . . ?
C11 O3 C15 C14 -63.6(5) . . . . ?
C11 C12 C13 C14 48.1(5) . . . . ?
C8 C7 C6 O2 -55.7(6) . . . . ?
C8 C9 C10 O2 56.1(6) . . . . ?
C5 O1 C1 C2 62.2(5) . . . . ?
C4 C3 C2 C1 48.5(7) . . . . ?
C4 C3 C2 N1 -73.8(6) . . . . ?
C10 O2 C6 C7 62.5(6) . . . . ?
C2 C3 C4 C5 -51.7(7) . . . . ?
C6 O2 C10 C9 -62.4(6) . . . . ?
C6 C7 C8 C9 49.1(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
