# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_final1
_database_code_depnum_ccdc_archive 'CCDC 1048945'
_audit_update_record             
;
2015-02-11 deposited with the CCDC.
2015-05-05 downloaded from the CCDC.
;
_audit_creation_date             2014-08-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.07.22 svn.r2960 for OlexSys, GUI svn.r4862)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'Br4 Pb, 2(C4 H10 Cl2 N)'
_chemical_formula_sum            'C8 H20 Br4 Cl4 N2 Pb'
_chemical_formula_weight         812.89
_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 0.0030 0.0020 '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 -0.1850 2.3450 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1420 0.1500 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pb Pb -2.7770 9.6600 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   7.792(3)
_cell_length_b                   8.315(3)
_cell_length_c                   16.462(6)
_cell_angle_alpha                97.337(5)
_cell_angle_beta                 96.252(5)
_cell_angle_gamma                90.184(4)
_cell_volume                     1051.4(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3306
_cell_measurement_temperature    100
_cell_measurement_theta_max      29.52
_cell_measurement_theta_min      3.47
_exptl_absorpt_coefficient_mu    14.833
_exptl_absorpt_correction_T_max  0.2643
_exptl_absorpt_correction_T_min  0.1591
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.1707 before and 0.0521 after correction.
The Ratio of minimum to maximum transmission is 0.6020.
The λ/2 correction factor is 0.0000.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.568
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             744
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.02
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0446
_diffrn_reflns_av_unetI/netI     0.0609
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            9611
_diffrn_reflns_theta_full        24.83
_diffrn_reflns_theta_max         24.83
_diffrn_reflns_theta_min         2.70
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'ALS Beamline 11.3.1'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           ?
_diffrn_radiation_wavelength     0.68880
_diffrn_source                   'fine-focus sealed tube'
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_number_gt                3206
_reflns_number_total             3982
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_refine_diff_density_max         1.940
_refine_diff_density_min         -1.839
_refine_diff_density_rms         0.239
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     177
_refine_ls_number_reflns         3982
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0523
_refine_ls_R_factor_gt           0.0404
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0509P)²+3.8320P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1014
_refine_ls_wR_factor_ref         0.1076
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_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), C6(H6)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1D,H1E), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C7(H7A,H7B), C8(H8A,H8B)
2.c Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C), N2(H2A,H2B,H2C)
;


_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_site_symmetry_order
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Pb1 Pb 1.0000 0.0000 0.5000 0.02044(14) Uani 1 d . . 2 S T P
Pb2 Pb 1.5000 0.5000 0.5000 0.02091(14) Uani 1 d . . 2 S T P
Br1 Br 1.17579(11) 0.68270(11) 0.46917(7) 0.0321(2) Uani 1 d . . 1 . . .
Br2 Br 1.30961(11) 0.18268(11) 0.46810(7) 0.0302(2) Uani 1 d . . 1 . . .
Br3 Br 1.52362(13) 0.48573(12) 0.32111(7) 0.0341(2) Uani 1 d . . 1 . . .
Br4 Br 1.10535(13) 0.01610(12) 0.67938(7) 0.0345(2) Uani 1 d . . 1 . . .
Cl1 Cl 0.6697(5) 0.1458(5) 0.0887(3) 0.0709(10) Uani 1 d . . 1 . . .
Cl2 Cl 0.1410(5) 0.0664(5) 0.1211(3) 0.0721(10) Uani 1 d . . 1 . . .
Cl3 Cl 0.6306(4) 0.6492(5) 0.0956(2) 0.0641(9) Uani 1 d . . 1 . . .
Cl4 Cl 1.1739(4) 0.5651(4) 0.1171(2) 0.0599(9) Uani 1 d . . 1 . . .
N1 N 0.4807(11) -0.1103(10) 0.3418(5) 0.0334(19) Uani 1 d . . 1 . . .
H1A H 0.5958 -0.0964 0.3394 0.050 Uiso 1 calc . . 1 GR . .
H1B H 0.4610 -0.2084 0.3584 0.050 Uiso 1 calc . . 1 GR . .
H1C H 0.4431 -0.0302 0.3783 0.050 Uiso 1 calc . . 1 GR . .
N2 N 0.9478(11) 0.3880(11) 0.3410(6) 0.038(2) Uani 1 d . . 1 . . .
H2A H 1.0270 0.4414 0.3799 0.057 Uiso 1 calc . . 1 GR . .
H2B H 0.9405 0.2823 0.3495 0.057 Uiso 1 calc . . 1 GR . .
H2C H 0.8429 0.4346 0.3446 0.057 Uiso 1 calc . . 1 GR . .
C1 C 0.4449(19) 0.181(2) 0.0994(11) 0.071(4) Uani 1 d . . 1 . . .
H1D H 0.4326 0.2861 0.1342 0.085 Uiso 1 calc . . 1 R . .
H1E H 0.3808 0.1876 0.0446 0.085 Uiso 1 calc . . 1 R . .
C2 C 0.3724(14) 0.0489(17) 0.1374(8) 0.048(3) Uani 1 d . . 1 . . .
H2 H 0.4036 -0.0558 0.1058 0.058 Uiso 1 calc . . 1 R . .
C3 C 0.4359(16) 0.0442(17) 0.2256(8) 0.051(3) Uani 1 d . . 1 . . .
H3A H 0.5634 0.0548 0.2322 0.061 Uiso 1 calc . . 1 R . .
H3B H 0.3909 0.1395 0.2586 0.061 Uiso 1 calc . . 1 R . .
C4 C 0.3874(14) -0.1040(15) 0.2600(8) 0.043(3) Uani 1 d . . 1 . . .
H4A H 0.2615 -0.1050 0.2640 0.052 Uiso 1 calc . . 1 R . .
H4B H 0.4142 -0.2011 0.2224 0.052 Uiso 1 calc . . 1 R . .
C5 C 0.862(2) 0.680(3) 0.0993(11) 0.091(6) Uani 1 d . . 1 . . .
H5A H 0.8936 0.6787 0.0426 0.109 Uiso 1 calc . . 1 R . .
H5B H 0.8954 0.7871 0.1306 0.109 Uiso 1 calc . . 1 R . .
C6 C 0.9530(16) 0.553(2) 0.1385(9) 0.060(4) Uani 1 d . . 1 . . .
H6 H 0.9061 0.4490 0.1067 0.072 Uiso 1 calc . . 1 R . .
C7 C 0.9331(18) 0.539(2) 0.2241(10) 0.063(4) Uani 1 d . . 1 . . .
H7A H 0.9883 0.6360 0.2583 0.076 Uiso 1 calc . . 1 R . .
H7B H 0.8082 0.5432 0.2304 0.076 Uiso 1 calc . . 1 R . .
C8 C 1.0016(18) 0.3973(18) 0.2577(9) 0.057(3) Uani 1 d . . 1 . . .
H8A H 1.1293 0.4010 0.2614 0.069 Uiso 1 calc . . 1 R . .
H8B H 0.9602 0.2988 0.2204 0.069 Uiso 1 calc . . 1 R . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pb1 Br1 2.9880(12) 1_545 ?
Pb1 Br1 2.9880(12) 2_766 ?
Pb1 Br2 2.9764(11) 2_756 ?
Pb1 Br2 2.9764(11) . ?
Pb1 Br4 2.9635(15) 2_756 ?
Pb1 Br4 2.9635(15) . ?
Pb2 Br1 2.9815(12) . ?
Pb2 Br1 2.9815(12) 2_866 ?
Pb2 Br2 2.9817(12) 2_866 ?
Pb2 Br2 2.9816(12) . ?
Pb2 Br3 2.9580(15) . ?
Pb2 Br3 2.9580(15) 2_866 ?
Br1 Pb1 2.9880(12) 1_565 ?
Cl1 C1 1.802(15) . ?
Cl2 C2 1.803(11) . ?
Cl3 C5 1.811(17) . ?
Cl4 C6 1.799(12) . ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
N1 H1C 0.9100 . ?
N1 C4 1.466(14) . ?
N2 H2A 0.9100 . ?
N2 H2B 0.9100 . ?
N2 H2C 0.9100 . ?
N2 C8 1.488(16) . ?
C1 H1D 0.9900 . ?
C1 H1E 0.9900 . ?
C1 C2 1.474(19) . ?
C2 H2 1.0000 . ?
C2 C3 1.488(18) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.484(17) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.45(2) . ?
C6 H6 1.0000 . ?
C6 C7 1.45(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.446(19) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Br1 Pb1 Br1 180.00(4) 2_766 1_545 ?
Br2 Pb1 Br1 91.87(4) . 1_545 ?
Br2 Pb1 Br1 91.87(4) 2_756 2_766 ?
Br2 Pb1 Br1 88.13(4) 2_756 1_545 ?
Br2 Pb1 Br1 88.13(4) . 2_766 ?
Br2 Pb1 Br2 180.0 2_756 . ?
Br4 Pb1 Br1 90.73(3) 2_756 2_766 ?
Br4 Pb1 Br1 90.73(3) . 1_545 ?
Br4 Pb1 Br1 89.27(3) . 2_766 ?
Br4 Pb1 Br1 89.27(3) 2_756 1_545 ?
Br4 Pb1 Br2 85.68(3) 2_756 . ?
Br4 Pb1 Br2 94.32(3) 2_756 2_756 ?
Br4 Pb1 Br2 85.68(3) . 2_756 ?
Br4 Pb1 Br2 94.32(3) . . ?
Br4 Pb1 Br4 180.0 . 2_756 ?
Br1 Pb2 Br1 180.0 . 2_866 ?
Br1 Pb2 Br2 91.96(4) 2_866 2_866 ?
Br1 Pb2 Br2 88.04(4) . 2_866 ?
Br1 Pb2 Br2 88.04(4) 2_866 . ?
Br1 Pb2 Br2 91.96(4) . . ?
Br2 Pb2 Br2 179.999(17) . 2_866 ?
Br3 Pb2 Br1 86.03(3) . . ?
Br3 Pb2 Br1 86.03(3) 2_866 2_866 ?
Br3 Pb2 Br1 93.97(3) 2_866 . ?
Br3 Pb2 Br1 93.97(3) . 2_866 ?
Br3 Pb2 Br2 89.21(3) 2_866 2_866 ?
Br3 Pb2 Br2 90.79(3) . 2_866 ?
Br3 Pb2 Br2 89.21(3) . . ?
Br3 Pb2 Br2 90.79(3) 2_866 . ?
Br3 Pb2 Br3 180.0 . 2_866 ?
Pb2 Br1 Pb1 145.88(4) . 1_565 ?
Pb1 Br2 Pb2 145.40(3) . . ?
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 . . ?
H2A N2 H2B 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
C8 N2 H2A 109.5 . . ?
C8 N2 H2B 109.5 . . ?
C8 N2 H2C 109.5 . . ?
Cl1 C1 H1D 109.7 . . ?
Cl1 C1 H1E 109.7 . . ?
H1D C1 H1E 108.2 . . ?
C2 C1 Cl1 109.7(10) . . ?
C2 C1 H1D 109.7 . . ?
C2 C1 H1E 109.7 . . ?
Cl2 C2 H2 107.6 . . ?
C1 C2 Cl2 106.2(9) . . ?
C1 C2 H2 107.6 . . ?
C1 C2 C3 115.3(12) . . ?
C3 C2 Cl2 112.3(9) . . ?
C3 C2 H2 107.6 . . ?
C2 C3 H3A 108.4 . . ?
C2 C3 H3B 108.4 . . ?
H3A C3 H3B 107.5 . . ?
C4 C3 C2 115.4(11) . . ?
C4 C3 H3A 108.4 . . ?
C4 C3 H3B 108.4 . . ?
N1 C4 C3 111.1(9) . . ?
N1 C4 H4A 109.4 . . ?
N1 C4 H4B 109.4 . . ?
C3 C4 H4A 109.4 . . ?
C3 C4 H4B 109.4 . . ?
H4A C4 H4B 108.0 . . ?
Cl3 C5 H5A 109.6 . . ?
Cl3 C5 H5B 109.6 . . ?
H5A C5 H5B 108.1 . . ?
C6 C5 Cl3 110.3(12) . . ?
C6 C5 H5A 109.6 . . ?
C6 C5 H5B 109.6 . . ?
Cl4 C6 H6 105.3 . . ?
C5 C6 Cl4 106.7(10) . . ?
C5 C6 H6 105.3 . . ?
C5 C6 C7 118.9(13) . . ?
C7 C6 Cl4 114.1(10) . . ?
C7 C6 H6 105.3 . . ?
C6 C7 H7A 107.8 . . ?
C6 C7 H7B 107.8 . . ?
H7A C7 H7B 107.2 . . ?
C8 C7 C6 117.9(13) . . ?
C8 C7 H7A 107.8 . . ?
C8 C7 H7B 107.8 . . ?
N2 C8 H8A 109.4 . . ?
N2 C8 H8B 109.4 . . ?
C7 C8 N2 111.3(11) . . ?
C7 C8 H8A 109.4 . . ?
C7 C8 H8B 109.4 . . ?
H8A C8 H8B 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
Br1 Pb1 Br2 Pb2 -155.61(7) 1_545 . . . ?
Br1 Pb1 Br2 Pb2 24.39(7) 2_766 . . . ?
Br1 Pb2 Br1 Pb1 80(100) 2_866 . . 1_565 ?
Br1 Pb2 Br2 Pb1 135.31(7) 2_866 . . . ?
Br1 Pb2 Br2 Pb1 -44.69(7) . . . . ?
Br2 Pb1 Br2 Pb2 100(34) 2_756 . . . ?
Br2 Pb2 Br1 Pb1 -23.16(7) 2_866 . . 1_565 ?
Br2 Pb2 Br1 Pb1 156.84(7) . . . 1_565 ?
Br2 Pb2 Br2 Pb1 -133(63) 2_866 . . . ?
Br3 Pb2 Br1 Pb1 65.91(7) 2_866 . . 1_565 ?
Br3 Pb2 Br1 Pb1 -114.09(7) . . . 1_565 ?
Br3 Pb2 Br2 Pb1 49.32(7) 2_866 . . . ?
Br3 Pb2 Br2 Pb1 -130.68(7) . . . . ?
Br4 Pb1 Br2 Pb2 115.26(7) 2_756 . . . ?
Br4 Pb1 Br2 Pb2 -64.74(7) . . . . ?
Cl1 C1 C2 Cl2 -165.5(8) . . . . ?
Cl1 C1 C2 C3 69.6(15) . . . . ?
Cl2 C2 C3 C4 68.4(14) . . . . ?
Cl3 C5 C6 Cl4 166.4(9) . . . . ?
Cl3 C5 C6 C7 -63(2) . . . . ?
Cl4 C6 C7 C8 -62.5(18) . . . . ?
C1 C2 C3 C4 -169.9(12) . . . . ?
C2 C3 C4 N1 169.8(10) . . . . ?
C5 C6 C7 C8 170.1(15) . . . . ?
C6 C7 C8 N2 -171.2(12) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Water, methanol'
####################################################################### 
# 
# 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_ds167-final
_database_code_depnum_ccdc_archive 'CCDC 1048946'
_audit_update_record             
;
2015-02-11 deposited with the CCDC.
2015-05-05 downloaded from the CCDC.
;
_audit_creation_date             2014-08-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.07.22 svn.r2960 for OlexSys, GUI svn.r4862)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'Cl4 Pb, 2(C4 H10 Br2 N)'
_chemical_formula_sum            'C8 H20 Br4 Cl4 N2 Pb'
_chemical_formula_weight         812.89
_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 0.0030 0.0020 '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 -0.1850 2.3450 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1420 0.1500 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pb Pb -2.7770 9.6600 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   5.4158(7)
_cell_length_b                   5.4438(7)
_cell_length_c                   35.809(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.3655(17)
_cell_angle_gamma                90.00
_cell_volume                     1053.9(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9922
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      29.53
_cell_measurement_theta_min      3.65
_exptl_absorpt_coefficient_mu    14.797
_exptl_absorpt_correction_T_max  0.4928
_exptl_absorpt_correction_T_min  0.3004
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.1259 before and 0.0763 after correction.
The Ratio of minimum to maximum transmission is 0.6096.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.562
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             744
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0590
_diffrn_reflns_av_unetI/netI     0.0326
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       48
_diffrn_reflns_limit_l_min       -48
_diffrn_reflns_number            25379
_diffrn_reflns_theta_full        27.74
_diffrn_reflns_theta_max         27.74
_diffrn_reflns_theta_min         3.31
_diffrn_ambient_temperature      200
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'ALS Beamline 11.3.1'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           ?
_diffrn_radiation_wavelength     0.68880
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_number         0
_reflns_number_gt                2709
_reflns_number_total             2736
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_refine_diff_density_max         1.843
_refine_diff_density_min         -2.467
_refine_diff_density_rms         0.283
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.214
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         2736
_refine_ls_number_restraints     174
_refine_ls_R_factor_all          0.0537
_refine_ls_R_factor_gt           0.0533
_refine_ls_restrained_S_all      1.178
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0437P)²+21.5615P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1351
_refine_ls_wR_factor_ref         0.1354
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_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. Restrained distances
 C3-Br1 \\sim C3A-Br1
 with sigma of 0.02
 C4-Br2 \\sim C4A-Br2
 with sigma of 0.02
3. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 1.7A with sigma of 0.04 and sigma
for terminal atoms of 0.08
5. Same fragment restrains
{N1, C1, C2, C3, C4}
as
{N1A, C1A, C2A, C3A, C4A}
6. Others
 Sof(Cl3B)=1-FVAR(1)
 Sof(Cl3A)=FVAR(1)
 Sof(N1A)=Sof(H1AA)=Sof(H1AB)=Sof(H1AC)=Sof(C1A)=Sof(H1AD)=Sof(H1AE)=Sof(C2A)=
 Sof(H2AA)=Sof(H2AB)=Sof(C3A)=Sof(H3A)=Sof(C4A)=Sof(H4AA)=Sof(H4AB)=1-FVAR(2)
 Sof(N1)=Sof(H1A)=Sof(H1B)=Sof(H1C)=Sof(C1)=Sof(H1D)=Sof(H1E)=Sof(C2)=Sof(H2A)=
 Sof(H2B)=Sof(C3)=Sof(H3)=Sof(C4)=Sof(H4A)=Sof(H4B)=FVAR(2)
 Fixed Sof: Cl1(0.5) Cl2(0.5)
7.a Ternary CH refined with riding coordinates:
 C3(H3), C3A(H3A)
7.b Secondary CH2 refined with riding coordinates:
 C1(H1D,H1E), C2(H2A,H2B), C4(H4A,H4B), C1A(H1AD,H1AE), C2A(H2AA,H2AB),
 C4A(H4AA,H4AB)
7.c Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C), N1A(H1AA,H1AB,H1AC)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap


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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_site_symmetry_order
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Pb1 Pb 0.5000 0.5000 0.5000 0.02056(14) Uani 1 d . . 2 S TU P
Br1 Br 1.2009(2) 1.2727(2) 0.32181(4) 0.0475(3) Uani 1 d . . 1 . U .
Br2 Br 0.6259(3) 0.6906(3) 0.28610(4) 0.0537(3) Uani 1 d . . 1 . U .
Cl1 Cl 0.9960(7) 0.3597(10) 0.48887(14) 0.0339(10) Uani 0.50 d . . 1 . U .
Cl2 Cl 0.3574(10) 0.0001(8) 0.48895(14) 0.0341(9) Uani 0.50 d . . 1 . U .
Cl3A Cl 0.5545(11) 0.4706(11) 0.42000(12) 0.0229(16) Uani 0.460(14) d A 1 1 . U
.
Cl3B Cl 0.4486(11) 0.5787(12) 0.41996(11) 0.0314(17) Uani 0.540(14) d A 2 1 . U
.
N1 N 0.947(8) 0.925(7) 0.4291(6) 0.043(8) Uani 0.52(2) d B 1 1 . U .
H1A H 0.8151 0.8211 0.4289 0.065 Uiso 0.52(2) calc B 1 1 GR . .
H1B H 0.9462 1.0242 0.4495 0.065 Uiso 0.52(2) calc B 1 1 GR . .
H1C H 1.0894 0.8354 0.4300 0.065 Uiso 0.52(2) calc B 1 1 GR . .
C1 C 0.932(5) 1.076(4) 0.3948(5) 0.037(4) Uani 0.52(2) d B 1 1 . U .
H1D H 1.0729 1.1915 0.3952 0.044 Uiso 0.52(2) calc B 1 1 R . .
H1E H 0.7769 1.1725 0.3936 0.044 Uiso 0.52(2) calc B 1 1 R . .
C2 C 0.937(5) 0.912(4) 0.3610(4) 0.039(5) Uani 0.52(2) d B 1 1 . U .
H2A H 1.0959 0.8215 0.3616 0.046 Uiso 0.52(2) calc B 1 1 R . .
H2B H 0.8019 0.7897 0.3615 0.046 Uiso 0.52(2) calc B 1 1 R . .
C3 C 0.908(4) 1.058(4) 0.3253(5) 0.034(4) Uani 0.52(2) d B 1 1 . U .
H3 H 0.7559 1.1623 0.3259 0.041 Uiso 0.52(2) calc B 1 1 R . .
C4 C 0.899(4) 0.914(5) 0.2899(5) 0.041(6) Uani 0.52(2) d B 1 1 . U .
H4A H 1.0548 0.8202 0.2886 0.049 Uiso 0.52(2) calc B 1 1 R . .
H4B H 0.8865 1.0284 0.2684 0.049 Uiso 0.52(2) calc B 1 1 R . .
N1A N 0.882(7) 0.984(9) 0.4280(6) 0.045(9) Uani 0.48(2) d B 2 1 . U .
H1AA H 0.9067 1.1317 0.4394 0.068 Uiso 0.48(2) calc B 2 1 GR . .
H1AB H 0.9289 0.8613 0.4442 0.068 Uiso 0.48(2) calc B 2 1 GR . .
H1AC H 0.7186 0.9664 0.4209 0.068 Uiso 0.48(2) calc B 2 1 GR . .
C1A C 1.030(4) 0.970(4) 0.3946(5) 0.031(4) Uani 0.48(2) d B 2 1 . U .
H1AD H 1.1227 0.8133 0.3946 0.037 Uiso 0.48(2) calc B 2 1 R . .
H1AE H 1.1507 1.1068 0.3949 0.037 Uiso 0.48(2) calc B 2 1 R . .
C2A C 0.858(4) 0.987(5) 0.3602(5) 0.034(4) Uani 0.48(2) d B 2 1 . U .
H2AA H 0.7660 1.1436 0.3605 0.041 Uiso 0.48(2) calc B 2 1 R . .
H2AB H 0.7369 0.8508 0.3603 0.041 Uiso 0.48(2) calc B 2 1 R . .
C3A C 0.997(3) 0.973(3) 0.3250(5) 0.028(3) Uani 0.48(2) d B 2 1 . U .
H3A H 1.1050 0.8236 0.3255 0.034 Uiso 0.48(2) calc B 2 1 R . .
C4A C 0.833(5) 0.976(4) 0.2899(6) 0.036(5) Uani 0.48(2) d B 2 1 . U .
H4AA H 0.9355 0.9836 0.2680 0.043 Uiso 0.48(2) calc B 2 1 R . .
H4AB H 0.7277 1.1251 0.2896 0.043 Uiso 0.48(2) calc B 2 1 R . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pb1 Cl1 2.840(4) 3_766 ?
Pb1 Cl1 2.843(4) . ?
Pb1 Cl1 2.840(4) 1_455 ?
Pb1 Cl1 2.843(4) 3_666 ?
Pb1 Cl2 2.850(4) . ?
Pb1 Cl2 2.851(4) 1_565 ?
Pb1 Cl2 2.851(4) 3_656 ?
Pb1 Cl2 2.850(4) 3_666 ?
Pb1 Cl3A 2.902(4) 3_666 ?
Pb1 Cl3A 2.902(4) . ?
Pb1 Cl3B 2.895(4) . ?
Pb1 Cl3B 2.895(4) 3_666 ?
Br1 C3 1.981(16) . ?
Br1 C3A 1.978(15) . ?
Br2 C4 1.913(17) . ?
Br2 C4A 1.916(17) . ?
Cl1 Pb1 2.840(4) 1_655 ?
Cl1 Cl1 1.722(10) 3_766 ?
Cl2 Pb1 2.851(4) 1_545 ?
Cl2 Cl2 1.694(10) 3_656 ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
N1 H1C 0.9100 . ?
N1 C1 1.48(2) . ?
C1 H1D 0.9900 . ?
C1 H1E 0.9900 . ?
C1 C2 1.51(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.50(2) . ?
C3 H3 1.0000 . ?
C3 C4 1.49(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
N1A H1AA 0.9100 . ?
N1A H1AB 0.9100 . ?
N1A H1AC 0.9100 . ?
N1A C1A 1.48(2) . ?
C1A H1AD 0.9900 . ?
C1A H1AE 0.9900 . ?
C1A C2A 1.50(2) . ?
C2A H2AA 0.9900 . ?
C2A H2AB 0.9900 . ?
C2A C3A 1.508(19) . ?
C3A H3A 1.0000 . ?
C3A C4A 1.50(2) . ?
C4A H4AA 0.9900 . ?
C4A H4AB 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl1 Pb1 Cl1 180.00(19) 3_766 1_455 ?
Cl1 Pb1 Cl1 35.28(19) 1_455 3_666 ?
Cl1 Pb1 Cl1 144.72(19) 3_766 3_666 ?
Cl1 Pb1 Cl1 35.28(19) 3_766 . ?
Cl1 Pb1 Cl1 144.72(19) 1_455 . ?
Cl1 Pb1 Cl1 180.0(2) . 3_666 ?
Cl1 Pb1 Cl2 88.55(15) . . ?
Cl1 Pb1 Cl2 60.82(15) 3_666 1_565 ?
Cl1 Pb1 Cl2 89.25(15) 1_455 1_565 ?
Cl1 Pb1 Cl2 89.25(15) 3_766 3_656 ?
Cl1 Pb1 Cl2 58.22(15) 1_455 . ?
Cl1 Pb1 Cl2 60.82(15) . 3_656 ?
Cl1 Pb1 Cl2 91.45(15) 3_666 . ?
Cl1 Pb1 Cl2 58.22(15) 3_766 3_666 ?
Cl1 Pb1 Cl2 90.75(15) 1_455 3_656 ?
Cl1 Pb1 Cl2 121.78(15) 1_455 3_666 ?
Cl1 Pb1 Cl2 119.18(16) 3_666 3_656 ?
Cl1 Pb1 Cl2 91.45(15) . 3_666 ?
Cl1 Pb1 Cl2 119.18(16) . 1_565 ?
Cl1 Pb1 Cl2 88.55(15) 3_666 3_666 ?
Cl1 Pb1 Cl2 121.78(15) 3_766 . ?
Cl1 Pb1 Cl2 90.75(15) 3_766 1_565 ?
Cl1 Pb1 Cl3A 72.25(17) 3_666 3_666 ?
Cl1 Pb1 Cl3A 89.96(14) 3_766 3_666 ?
Cl1 Pb1 Cl3A 107.75(17) . 3_666 ?
Cl1 Pb1 Cl3A 89.96(14) 1_455 . ?
Cl1 Pb1 Cl3A 90.04(14) 1_455 3_666 ?
Cl1 Pb1 Cl3A 72.25(17) . . ?
Cl1 Pb1 Cl3A 107.75(17) 3_666 . ?
Cl1 Pb1 Cl3A 90.04(14) 3_766 . ?
Cl1 Pb1 Cl3B 82.25(14) 1_455 . ?
Cl1 Pb1 Cl3B 93.57(18) . 3_666 ?
Cl1 Pb1 Cl3B 97.75(14) 3_766 . ?
Cl1 Pb1 Cl3B 86.43(18) . . ?
Cl1 Pb1 Cl3B 86.42(18) 3_666 3_666 ?
Cl1 Pb1 Cl3B 82.25(14) 3_766 3_666 ?
Cl1 Pb1 Cl3B 97.75(14) 1_455 3_666 ?
Cl1 Pb1 Cl3B 93.58(18) 3_666 . ?
Cl2 Pb1 Cl2 180.0(2) 3_656 1_565 ?
Cl2 Pb1 Cl2 34.57(19) 3_666 1_565 ?
Cl2 Pb1 Cl2 179.998(1) 3_666 . ?
Cl2 Pb1 Cl2 145.43(19) 3_666 3_656 ?
Cl2 Pb1 Cl2 34.57(19) . 3_656 ?
Cl2 Pb1 Cl2 145.43(19) . 1_565 ?
Cl2 Pb1 Cl3A 92.41(17) 1_565 3_666 ?
Cl2 Pb1 Cl3A 98.46(15) . 3_666 ?
Cl2 Pb1 Cl3A 81.54(15) . . ?
Cl2 Pb1 Cl3A 87.59(17) 1_565 . ?
Cl2 Pb1 Cl3A 87.59(17) 3_656 3_666 ?
Cl2 Pb1 Cl3A 98.46(15) 3_666 . ?
Cl2 Pb1 Cl3A 81.54(15) 3_666 3_666 ?
Cl2 Pb1 Cl3A 92.41(17) 3_656 . ?
Cl2 Pb1 Cl3B 89.68(15) . . ?
Cl2 Pb1 Cl3B 90.32(15) 3_666 . ?
Cl2 Pb1 Cl3B 106.75(18) 1_565 3_666 ?
Cl2 Pb1 Cl3B 106.75(18) 3_656 . ?
Cl2 Pb1 Cl3B 73.25(18) 3_656 3_666 ?
Cl2 Pb1 Cl3B 73.25(18) 1_565 . ?
Cl2 Pb1 Cl3B 89.68(15) 3_666 3_666 ?
Cl2 Pb1 Cl3B 90.32(15) . 3_666 ?
Cl3A Pb1 Cl3A 180.000(2) . 3_666 ?
Cl3B Pb1 Cl3A 163.71(12) 3_666 . ?
Cl3B Pb1 Cl3A 16.29(12) . . ?
Cl3B Pb1 Cl3A 16.29(12) 3_666 3_666 ?
Cl3B Pb1 Cl3A 163.71(12) . 3_666 ?
Cl3B Pb1 Cl3B 180.000(2) . 3_666 ?
Pb1 Cl1 Pb1 144.72(19) 1_655 . ?
Cl1 Cl1 Pb1 72.5(3) 3_766 1_655 ?
Cl1 Cl1 Pb1 72.3(3) 3_766 . ?
Pb1 Cl2 Pb1 145.43(19) . 1_545 ?
Cl2 Cl2 Pb1 72.7(3) 3_656 1_545 ?
Cl2 Cl2 Pb1 72.7(3) 3_656 . ?
N1 C1 H1D 109.7 . . ?
N1 C1 H1E 109.7 . . ?
N1 C1 C2 109.7(18) . . ?
H1D C1 H1E 108.2 . . ?
C2 C1 H1D 109.7 . . ?
C2 C1 H1E 109.7 . . ?
C1 C2 H2A 109.4 . . ?
C1 C2 H2B 109.4 . . ?
H2A C2 H2B 108.0 . . ?
C3 C2 C1 111.3(16) . . ?
C3 C2 H2A 109.4 . . ?
C3 C2 H2B 109.4 . . ?
Br1 C3 H3 109.3 . . ?
C2 C3 Br1 108.8(15) . . ?
C2 C3 H3 109.3 . . ?
C4 C3 Br1 104.0(11) . . ?
C4 C3 C2 116.0(17) . . ?
C4 C3 H3 109.3 . . ?
Br2 C4 H4A 109.1 . . ?
Br2 C4 H4B 109.1 . . ?
C3 C4 Br2 112.5(12) . . ?
C3 C4 H4A 109.1 . . ?
C3 C4 H4B 109.1 . . ?
H4A C4 H4B 107.8 . . ?
H1AA N1A H1AB 109.5 . . ?
H1AA N1A H1AC 109.5 . . ?
H1AB N1A H1AC 109.5 . . ?
C1A N1A H1AA 109.5 . . ?
C1A N1A H1AB 109.5 . . ?
C1A N1A H1AC 109.5 . . ?
N1A C1A H1AD 110.0 . . ?
N1A C1A H1AE 110.0 . . ?
N1A C1A C2A 108.7(18) . . ?
H1AD C1A H1AE 108.3 . . ?
C2A C1A H1AD 110.0 . . ?
C2A C1A H1AE 110.0 . . ?
C1A C2A H2AA 109.3 . . ?
C1A C2A H2AB 109.3 . . ?
C1A C2A C3A 111.6(16) . . ?
H2AA C2A H2AB 108.0 . . ?
C3A C2A H2AA 109.3 . . ?
C3A C2A H2AB 109.3 . . ?
Br1 C3A H3A 110.1 . . ?
C2A C3A Br1 108.3(14) . . ?
C2A C3A H3A 110.1 . . ?
C4A C3A Br1 104.4(11) . . ?
C4A C3A C2A 113.6(16) . . ?
C4A C3A H3A 110.1 . . ?
Br2 C4A H4AA 109.3 . . ?
Br2 C4A H4AB 109.3 . . ?
C3A C4A Br2 111.5(13) . . ?
C3A C4A H4AA 109.3 . . ?
C3A C4A H4AB 109.3 . . ?
H4AA C4A H4AB 108.0 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A

C2 H2B Br2 0.99 2.86 3.31(2) 108.2 .
C2A H2AB Br2 0.99 2.83 3.29(2) 109.3 .

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
Br1 C3 C4 Br2 -179.5(13) . . . . ?
Br1 C3A C4A Br2 177.6(12) . . . . ?
Cl1 Pb1 Cl1 Pb1 -0.002(1) 3_766 . . 1_655 ?
Cl1 Pb1 Cl1 Pb1 179.998(1) 1_455 . . 1_655 ?
Cl1 Pb1 Cl1 Cl1 180.0 1_455 . . 3_766 ?
Cl1 Pb1 Cl2 Pb1 22.1(4) 3_766 . . 1_545 ?
Cl1 Pb1 Cl2 Pb1 -145.4(4) 3_666 . . 1_545 ?
Cl1 Pb1 Cl2 Pb1 -157.9(4) 1_455 . . 1_545 ?
Cl1 Pb1 Cl2 Pb1 34.6(4) . . . 1_545 ?
Cl1 Pb1 Cl2 Cl2 22.1(4) 3_766 . . 3_656 ?
Cl1 Pb1 Cl2 Cl2 -157.9(4) 1_455 . . 3_656 ?
Cl1 Pb1 Cl2 Cl2 -145.4(4) 3_666 . . 3_656 ?
Cl1 Pb1 Cl2 Cl2 34.6(4) . . . 3_656 ?
Cl2 Pb1 Cl1 Pb1 -139.8(4) 3_656 . . 1_655 ?
Cl2 Pb1 Cl1 Pb1 18.6(4) 3_666 . . 1_655 ?
Cl2 Pb1 Cl1 Pb1 40.2(4) 1_565 . . 1_655 ?
Cl2 Pb1 Cl1 Pb1 -161.4(4) . . . 1_655 ?
Cl2 Pb1 Cl1 Cl1 -139.8(4) 3_656 . . 3_766 ?
Cl2 Pb1 Cl1 Cl1 18.6(4) 3_666 . . 3_766 ?
Cl2 Pb1 Cl1 Cl1 -161.4(4) . . . 3_766 ?
Cl2 Pb1 Cl1 Cl1 40.2(4) 1_565 . . 3_766 ?
Cl2 Pb1 Cl2 Pb1 0.003(1) 3_656 . . 1_545 ?
Cl2 Pb1 Cl2 Pb1 180.003(1) 1_565 . . 1_545 ?
Cl2 Pb1 Cl2 Cl2 180.0 1_565 . . 3_656 ?
Cl3A Pb1 Cl1 Pb1 -63.0(4) 3_666 . . 1_655 ?
Cl3A Pb1 Cl1 Pb1 117.0(4) . . . 1_655 ?
Cl3A Pb1 Cl1 Cl1 -63.0(4) 3_666 . . 3_766 ?
Cl3A Pb1 Cl1 Cl1 117.0(4) . . . 3_766 ?
Cl3A Pb1 Cl2 Pb1 -73.1(4) 3_666 . . 1_545 ?
Cl3A Pb1 Cl2 Pb1 106.9(4) . . . 1_545 ?
Cl3A Pb1 Cl2 Cl2 -73.1(4) 3_666 . . 3_656 ?
Cl3A Pb1 Cl2 Cl2 106.9(4) . . . 3_656 ?
Cl3B Pb1 Cl1 Pb1 -71.2(4) 3_666 . . 1_655 ?
Cl3B Pb1 Cl1 Pb1 108.8(4) . . . 1_655 ?
Cl3B Pb1 Cl1 Cl1 -71.2(4) 3_666 . . 3_766 ?
Cl3B Pb1 Cl1 Cl1 108.8(4) . . . 3_766 ?
Cl3B Pb1 Cl2 Pb1 121.1(4) . . . 1_545 ?
Cl3B Pb1 Cl2 Pb1 -58.9(4) 3_666 . . 1_545 ?
Cl3B Pb1 Cl2 Cl2 121.1(4) . . . 3_656 ?
Cl3B Pb1 Cl2 Cl2 -58.9(4) 3_666 . . 3_656 ?
N1 C1 C2 C3 177(2) . . . . ?
C1 C2 C3 Br1 66(3) . . . . ?
C1 C2 C3 C4 -177.4(19) . . . . ?
C2 C3 C4 Br2 61(3) . . . . ?
C3 Br1 C3A C2A -58(2) . . . . ?
C3 Br1 C3A C4A 64(2) . . . . ?
C4 Br2 C4A C3A -60(3) . . . . ?
N1A C1A C2A C3A -180(2) . . . . ?
C1A C2A C3A Br1 -67(2) . . . . ?
C1A C2A C3A C4A 177.2(17) . . . . ?
C2A C3A C4A Br2 -65(2) . . . . ?
C3A Br1 C3 C2 61(2) . . . . ?
C3A Br1 C3 C4 -63(2) . . . . ?
C4A Br2 C4 C3 63(3) . . . . ?

_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_I
_database_code_depnum_ccdc_archive 'CCDC 1048947'
_audit_update_record             
;
2015-02-11 deposited with the CCDC.
2015-05-05 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            DS157
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H20 Br8 N2 Pb'
_chemical_formula_iupac          ?
_chemical_formula_weight         990.73

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.9735(9)
_cell_length_b                   8.3877(10)
_cell_length_c                   16.775(2)
_cell_angle_alpha                95.611(4)
_cell_angle_beta                 95.889(4)
_cell_angle_gamma                90.377(3)
_cell_volume                     1110.5(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8449
_cell_measurement_theta_min      2.4531
_cell_measurement_theta_max      26.1025
_cell_measurement_temperature    296.(2)

_exptl_crystal_description       Plate
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_size_max          0.040
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.020
_exptl_crystal_density_diffrn    2.963
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             888

_exptl_absorpt_coefficient_mu    21.980
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.45
_exptl_absorpt_correction_T_max  0.67

_exptl_special_details           
;
;

_diffrn_ambient_temperature      296.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           ?
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            19723
_diffrn_reflns_av_R_equivalents  0.0385
_diffrn_reflns_av_sigmaI/netI    ?
_diffrn_reflns_theta_min         2.44
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_full        25.35
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20

_refine_special_details          
;
;

_reflns_number_total             4067
_reflns_number_gt                3141
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0593
_refine_ls_R_factor_gt           0.0401
_refine_ls_wR_factor_gt          0.1027
_refine_ls_wR_factor_ref         0.1119
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.040
_refine_ls_number_reflns         4067
_refine_ls_number_parameters     177
_refine_ls_number_restraints     106
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
w=1/[σ²(Fo²)+(0.0526P)²+9.2217P]
where P=(Fo²+2Fc²)/3
;

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.101
_refine_diff_density_min         -1.697
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
N N 0.0061 0.0033 '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'
Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service v3.0.28'
_computing_cell_refinement       'SAINT V8.30C (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.30C (Bruker AXS Inc., 2013)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pb Pb1 0 1.0 0.5 0.03579(16) Uani d U P S 1 . .
Pb Pb2 0.5 0.5 0.5 0.03551(16) Uani d U P S 1 . .
Br Br1 0.31258(15) 0.80704(13) 0.53096(8) 0.0581(3) Uani d U . . 1 . .
Br Br2 0.39213(16) 0.49520(15) 0.32493(7) 0.0582(3) Uani d U . . 1 . .
Br Br3 0.20092(14) 0.30765(13) 0.53326(8) 0.0574(3) Uani d U . . 1 . .
Br Br4 0.03190(16) 0.99724(14) 0.32529(7) 0.0579(3) Uani d U . . 1 . .
Br Br5 0.8772(2) 0.8557(3) 0.90345(13) 0.1073(6) Uani d U . . 1 . .
Br Br6 0.3142(2) 0.9240(2) 0.88192(12) 0.0919(5) Uani d U . . 1 . .
Br Br7 -0.1867(2) 0.3575(2) 0.91353(13) 0.1042(6) Uani d U . . 1 . .
Br Br8 0.3622(2) 0.4238(2) 0.87508(12) 0.0937(5) Uani d U . . 1 . .
N N1 0.5487(13) 1.0959(13) 0.6556(6) 0.066(3) Uani d U . . 1 . .
H H1A 0.6555 1.0669 0.6538 0.098 Uiso calc U . R 1 . .
H H1B 0.5379 1.1969 0.644 0.098 Uiso calc U . R 1 . .
H H1C 0.4826 1.0322 0.6198 0.098 Uiso calc U . R 1 . .
N N2 0.0169(13) 0.5941(12) 0.6537(6) 0.060(2) Uani d U . . 1 . .
H H2A 0.0609 0.5225 0.6193 0.089 Uiso calc U . R 1 . .
H H2B 0.0297 0.6918 0.6384 0.089 Uiso calc U . R 1 . .
H H2C -0.0924 0.5723 0.654 0.089 Uiso calc U . R 1 . .
C C1 0.6419(19) 0.820(2) 0.9013(11) 0.093(5) Uani d U . . 1 . .
H H5 0.613 0.7131 0.8753 0.112 Uiso calc U . R 1 . .
H H4 0.612 0.8242 0.9561 0.112 Uiso calc U . R 1 . .
C C2 0.5448(17) 0.937(2) 0.8585(9) 0.081(4) Uani d U . . 1 . .
H H3 0.5859 1.0406 0.8862 0.097 Uiso calc U . R 1 . .
C C3 0.563(2) 0.952(2) 0.7742(10) 0.089(4) Uani d U . . 1 . .
H H3A 0.6831 0.9481 0.7686 0.107 Uiso calc U . R 1 . .
H H3B 0.5126 0.8563 0.7439 0.107 Uiso calc U . R 1 . .
C C4 0.501(2) 1.083(2) 0.7347(10) 0.091(5) Uani d U . . 1 . .
H H4A 0.5365 1.1802 0.7682 0.109 Uiso calc U . R 1 . .
H H4B 0.3784 1.0775 0.731 0.109 Uiso calc U . R 1 . .
C C5 0.1030(19) 0.5872(16) 0.7344(8) 0.072(4) Uani d U . . 1 . .
H H5A 0.2238 0.5861 0.7314 0.086 Uiso calc U . R 1 . .
H H5B 0.0777 0.6827 0.7682 0.086 Uiso calc U . R 1 . .
C C6 0.0540(18) 0.4488(17) 0.7705(8) 0.070(3) Uani d U . . 1 . .
H H6A 0.0936 0.3545 0.7403 0.084 Uiso calc U . R 1 . .
H H6B -0.0682 0.4421 0.7654 0.084 Uiso calc U . R 1 . .
C C7 0.1183(16) 0.4444(17) 0.8584(8) 0.064(3) Uani d U . . 1 . .
H H9 0.0902 0.5468 0.8869 0.077 Uiso calc U . R 1 . .
C C8 0.0446(18) 0.3175(19) 0.8983(10) 0.085(4) Uani d U . . 1 . .
H H10 0.1084 0.3099 0.9502 0.102 Uiso calc U . R 1 . .
H H6 0.0524 0.2159 0.8661 0.102 Uiso calc U . R 1 . .


_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Pb1 Br4 2_576 2.9655(12) ?
Pb1 Br4 . 2.9656(12) ?
Pb1 Br3 2_566 3.0029(11) ?
Pb1 Br3 1_565 3.0029(11) ?
Pb1 Br1 2_576 3.0088(11) ?
Pb1 Br1 . 3.0088(11) ?
Pb2 Br2 . 2.9706(12) ?
Pb2 Br2 2_666 2.9707(12) ?
Pb2 Br3 . 3.0000(11) ?
Pb2 Br3 2_666 3.0000(11) ?
Pb2 Br1 . 3.0139(10) ?
Pb2 Br1 2_666 3.0139(10) ?
Br3 Pb1 1_545 3.0029(11) ?
Br5 C1 . 1.895(15) ?
Br6 C2 . 1.924(13) ?
Br7 C8 . 1.915(15) ?
Br8 C7 . 1.947(12) ?
N1 C4 . 1.433(17) ?
N1 H1A . 0.89 ?
N1 H1B . 0.89 ?
N1 H1C . 0.89 ?
N2 C5 . 1.460(15) ?
N2 H2A . 0.89 ?
N2 H2B . 0.89 ?
N2 H2C . 0.89 ?
C1 C2 . 1.46(2) ?
C1 H5 . 0.97 ?
C1 H4 . 0.97 ?
C2 C3 . 1.45(2) ?
C2 H3 . 0.98 ?
C3 C4 . 1.40(2) ?
C3 H3A . 0.97 ?
C3 H3B . 0.97 ?
C4 H4A . 0.97 ?
C4 H4B . 0.97 ?
C5 C6 . 1.431(17) ?
C5 H5A . 0.97 ?
C5 H5B . 0.97 ?
C6 C7 . 1.515(18) ?
C6 H6A . 0.97 ?
C6 H6B . 0.97 ?
C7 C8 . 1.462(19) ?
C7 H9 . 0.98 ?
C8 H10 . 0.97 ?
C8 H6 . 0.97 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
Br4 Pb1 Br4 2_576 . 180.00(5) ?
Br4 Pb1 Br3 2_576 2_566 90.54(4) ?
Br4 Pb1 Br3 . 2_566 89.46(3) ?
Br4 Pb1 Br3 2_576 1_565 89.46(4) ?
Br4 Pb1 Br3 . 1_565 90.54(4) ?
Br3 Pb1 Br3 2_566 1_565 180.0 ?
Br4 Pb1 Br1 2_576 2_576 93.69(4) ?
Br4 Pb1 Br1 . 2_576 86.31(4) ?
Br3 Pb1 Br1 2_566 2_576 91.20(4) ?
Br3 Pb1 Br1 1_565 2_576 88.80(3) ?
Br4 Pb1 Br1 2_576 . 86.31(4) ?
Br4 Pb1 Br1 . . 93.69(4) ?
Br3 Pb1 Br1 2_566 . 88.80(3) ?
Br3 Pb1 Br1 1_565 . 91.20(4) ?
Br1 Pb1 Br1 2_576 . 180.0 ?
Br2 Pb2 Br2 . 2_666 180.0 ?
Br2 Pb2 Br3 . . 94.27(4) ?
Br2 Pb2 Br3 2_666 . 85.73(4) ?
Br2 Pb2 Br3 . 2_666 85.73(4) ?
Br2 Pb2 Br3 2_666 2_666 94.27(4) ?
Br3 Pb2 Br3 . 2_666 180.0 ?
Br2 Pb2 Br1 . . 89.95(4) ?
Br2 Pb2 Br1 2_666 . 90.05(4) ?
Br3 Pb2 Br1 . . 90.78(3) ?
Br3 Pb2 Br1 2_666 . 89.22(3) ?
Br2 Pb2 Br1 . 2_666 90.05(4) ?
Br2 Pb2 Br1 2_666 2_666 89.95(4) ?
Br3 Pb2 Br1 . 2_666 89.22(3) ?
Br3 Pb2 Br1 2_666 2_666 90.78(4) ?
Br1 Pb2 Br1 . 2_666 180.0 ?
Pb1 Br1 Pb2 . . 149.12(5) ?
Pb2 Br3 Pb1 . 1_545 147.80(5) ?
C4 N1 H1A . . 109.5 ?
C4 N1 H1B . . 109.5 ?
H1A N1 H1B . . 109.5 ?
C4 N1 H1C . . 109.5 ?
H1A N1 H1C . . 109.5 ?
H1B N1 H1C . . 109.5 ?
C5 N2 H2A . . 109.5 ?
C5 N2 H2B . . 109.5 ?
H2A N2 H2B . . 109.5 ?
C5 N2 H2C . . 109.5 ?
H2A N2 H2C . . 109.5 ?
H2B N2 H2C . . 109.5 ?
C2 C1 Br5 . . 111.9(11) ?
C2 C1 H5 . . 109.2 ?
Br5 C1 H5 . . 109.2 ?
C2 C1 H4 . . 109.2 ?
Br5 C1 H4 . . 109.2 ?
H5 C1 H4 . . 107.9 ?
C3 C2 C1 . . 120.3(14) ?
C3 C2 Br6 . . 113.8(11) ?
C1 C2 Br6 . . 108.6(10) ?
C3 C2 H3 . . 104.1 ?
C1 C2 H3 . . 104.1 ?
Br6 C2 H3 . . 104.1 ?
C4 C3 C2 . . 122.5(15) ?
C4 C3 H3A . . 106.7 ?
C2 C3 H3A . . 106.7 ?
C4 C3 H3B . . 106.7 ?
C2 C3 H3B . . 106.7 ?
H3A C3 H3B . . 106.6 ?
C3 C4 N1 . . 117.0(14) ?
C3 C4 H4A . . 108.0 ?
N1 C4 H4A . . 108.0 ?
C3 C4 H4B . . 108.0 ?
N1 C4 H4B . . 108.0 ?
H4A C4 H4B . . 107.3 ?
C6 C5 N2 . . 112.3(11) ?
C6 C5 H5A . . 109.1 ?
N2 C5 H5A . . 109.1 ?
C6 C5 H5B . . 109.1 ?
N2 C5 H5B . . 109.1 ?
H5A C5 H5B . . 107.9 ?
C5 C6 C7 . . 115.6(11) ?
C5 C6 H6A . . 108.4 ?
C7 C6 H6A . . 108.4 ?
C5 C6 H6B . . 108.4 ?
C7 C6 H6B . . 108.4 ?
H6A C6 H6B . . 107.4 ?
C8 C7 C6 . . 115.1(12) ?
C8 C7 Br8 . . 107.1(9) ?
C6 C7 Br8 . . 112.6(10) ?
C8 C7 H9 . . 107.2 ?
C6 C7 H9 . . 107.2 ?
Br8 C7 H9 . . 107.2 ?
C7 C8 Br7 . . 111.6(10) ?
C7 C8 H10 . . 109.3 ?
Br7 C8 H10 . . 109.3 ?
C7 C8 H6 . . 109.3 ?
Br7 C8 H6 . . 109.3 ?
H10 C8 H6 . . 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
Br5 C1 C2 C3 . . . . 60.(2) ?
Br5 C1 C2 Br6 . . . . -166.1(9) ?
C1 C2 C3 C4 . . . . -166.8(17) ?
Br6 C2 C3 C4 . . . . 62.(2) ?
C2 C3 C4 N1 . . . . 170.8(15) ?
N2 C5 C6 C7 . . . . -171.7(12) ?
C5 C6 C7 C8 . . . . 169.9(13) ?
C5 C6 C7 Br8 . . . . -67.0(16) ?
C6 C7 C8 Br7 . . . . -70.4(16) ?
Br8 C7 C8 Br7 . . . . 163.6(8) ?

