# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_pnma-jana
_audit_block_doi                 10.5517/ccdc.csd.cc2890by
_database_code_depnum_ccdc_archive 'CCDC 2094029'
loop_
_audit_author_name
_audit_author_address
'Chenkai Deng'
;University of Science and Technology Beijing
China
;
_audit_update_record             
;
2021-07-02 deposited with the CCDC.	2021-10-27 downloaded from the CCDC.
;
_audit_creation_date             2020-11-03
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         
'2(Cl3 Sb), 2(Cl4 Sb), 2(Cl5 Sb), 4(Cl), 4(C5 H16 N2), 2(H2 O), 0.5(C10 H12 N4)'
_chemical_formula_sum            'C25 H74 Cl28 N10 O2 Sb6'
_chemical_formula_weight         2270.04
_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'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, -y, z+1/2'
3 '-x, y+1/2, -z'
4 'x+1/2, -y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x-1/2, y, -z-1/2'
7 'x, -y-1/2, z'
8 '-x-1/2, y-1/2, z-1/2'

_cell_length_a                   24.279
_cell_length_b                   31.441
_cell_length_c                   10.132
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     7734.1
_cell_formula_units_Z            4
_cell_measurement_reflns_used    17871
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.3650
_cell_measurement_theta_min      3.1360
_exptl_absorpt_coefficient_mu    3.067
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76219
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.950
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       flake
_exptl_crystal_F_000             4368
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0582
_diffrn_reflns_av_unetI/netI     0.0372
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            48597
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         2.70
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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     0.71069
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                6705
_reflns_number_total             8054
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         1.309
_refine_diff_density_min         -1.089
_refine_diff_density_rms         0.112
_refine_ls_extinction_coef       0.00005(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     331
_refine_ls_number_reflns         8054
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0416
_refine_ls_R_factor_gt           0.0318
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.082
_refine_ls_shift/su_mean         0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0278P)²+14.3415P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0724
_refine_ls_wR_factor_ref         0.0758
_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,H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C2) = Uanis(N2) = Uanis(C4) = Uanis(C3) = Uanis(N6) = Uanis(C19) =
Uanis(C1B)
3. Others
 Fixed Sof: C1B(0.5) H1BA(0.5) H1BB(0.5) H1BC(0.5) C19(0.5) C2(0.5) H2A(0.5)
 H2B(0.5) H2C(0.5)
4.a Free rotating group:
 O1(H1C,H1D)
4.b Ternary CH refined with riding coordinates:
 N4(H4), N5(H5)
4.c Secondary CH2 refined with riding coordinates:
 N1(H1A,H1B), N3(H3A,H3B), C7(H7A,H7B), C8(H8A,H8B), C13(H13A,H13B), C16(H16A,
 H16B)
4.d Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C15(H15A,H15B,
 H15C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C1B(H1BA,H1BB,H1BC), C2(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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Sb1 Sb 0.635923(10) 0.516398(9) 0.38840(3) 0.02007(8) Uani 1 1 d . . .
Sb2 Sb 0.834915(15) 0.7500 0.86568(4) 0.02217(9) Uani 1 2 d S . .
Sb3 Sb 0.999129(10) 0.586241(9) 0.23625(3) 0.02103(8) Uani 1 1 d . . .
Sb4 Sb 0.663146(15) 0.7500 0.79078(4) 0.02684(10) Uani 1 2 d S . .
Cl1 Cl 0.68094(5) 0.45322(4) 0.30204(12) 0.0370(3) Uani 1 1 d . . .
Cl2 Cl 0.70158(4) 0.52319(4) 0.56557(11) 0.0343(3) Uani 1 1 d . . .
Cl3 Cl 0.93349(4) 0.58044(4) 0.41972(11) 0.0361(3) Uani 1 1 d . . .
Cl4 Cl 0.85008(7) 0.7500 1.14580(16) 0.0375(4) Uani 1 2 d S . .
Cl5 Cl 0.83553(6) 0.7500 0.61577(14) 0.0252(3) Uani 1 2 d S . .
Cl6 Cl 0.69042(7) 0.7500 0.54494(18) 0.0408(4) Uani 1 2 d S . .
Cl7 Cl 0.58165(5) 0.59509(4) 0.48057(12) 0.0371(3) Uani 1 1 d . . .
Cl8 Cl 1.05529(4) 0.51389(3) 0.34642(11) 0.0298(2) Uani 1 1 d . . .
Cl9 Cl 0.94788(5) 0.64877(4) 0.15757(15) 0.0486(3) Uani 1 1 d . . .
Cl10 Cl 1.06085(4) 0.63080(4) 0.37526(11) 0.0341(2) Uani 1 1 d . . .
Cl11 Cl 0.69267(5) 0.56184(4) 0.24458(11) 0.0354(3) Uani 1 1 d . . .
Cl12 Cl 0.74752(5) 0.68533(4) 0.84467(12) 0.0366(3) Uani 1 1 d . . .
Cl13 Cl 0.93482(5) 0.53213(4) 0.06844(13) 0.0427(3) Uani 1 1 d . . .
Cl14 Cl 0.62865(7) 0.7500 1.0477(2) 0.0452(4) Uani 1 2 d S . .
Cl15 Cl 0.59677(6) 0.69298(5) 0.74692(15) 0.0558(4) Uani 1 1 d . . .
Cl16 Cl 0.90350(6) 0.69408(5) 0.85942(13) 0.0573(4) Uani 1 1 d . . .
N1 N 0.80099(15) 0.65058(11) 0.1570(3) 0.0268(8) Uani 1 1 d . . .
H1A H 0.8244 0.6722 0.1418 0.032 Uiso 1 1 calc R . .
H1B H 0.7667 0.6598 0.1391 0.032 Uiso 1 1 calc R . .
N3 N 0.99429(13) 0.43404(11) 0.2166(3) 0.0248(8) Uani 1 1 d . . .
H3A H 1.0110 0.4587 0.2373 0.030 Uiso 1 1 calc R . .
H3B H 0.9777 0.4374 0.1379 0.030 Uiso 1 1 calc R . .
N4 N 0.86591(13) 0.45111(12) 0.4230(3) 0.0256(8) Uani 1 1 d . . .
H4 H 0.8824 0.4473 0.5028 0.031 Uiso 1 1 calc R . .
N5 N 0.77300(15) 0.66186(11) 0.5214(3) 0.0296(8) Uani 1 1 d . . .
H5 H 0.7697 0.6860 0.5701 0.035 Uiso 1 1 calc R . .
C7 C 0.80435(17) 0.63817(13) 0.2983(4) 0.0252(9) Uani 1 1 d . . .
H7A H 0.8415 0.6290 0.3189 0.030 Uiso 1 1 calc R . .
H7B H 0.7796 0.6146 0.3152 0.030 Uiso 1 1 calc R . .
C8 C 0.95220(16) 0.42431(14) 0.3178(4) 0.0275(9) Uani 1 1 d . . .
H8A H 0.9697 0.4212 0.4033 0.033 Uiso 1 1 calc R . .
H8B H 0.9341 0.3977 0.2965 0.033 Uiso 1 1 calc R . .
C9 C 0.83327(18) 0.41218(15) 0.3930(5) 0.0356(11) Uani 1 1 d . . .
H9A H 0.8169 0.4148 0.3072 0.053 Uiso 1 1 calc R . .
H9B H 0.8048 0.4088 0.4580 0.053 Uiso 1 1 calc R . .
H9C H 0.8570 0.3878 0.3946 0.053 Uiso 1 1 calc R . .
C10 C 0.82891(18) 0.48925(15) 0.4331(5) 0.0355(11) Uani 1 1 d . . .
H10A H 0.8009 0.4840 0.4979 0.053 Uiso 1 1 calc R . .
H10B H 0.8120 0.4945 0.3490 0.053 Uiso 1 1 calc R . .
H10C H 0.8502 0.5136 0.4587 0.053 Uiso 1 1 calc R . .
C11 C 1.03637(18) 0.39980(16) 0.2062(5) 0.0356(11) Uani 1 1 d . . .
H11A H 1.0535 0.3956 0.2906 0.053 Uiso 1 1 calc R . .
H11B H 1.0638 0.4078 0.1426 0.053 Uiso 1 1 calc R . .
H11C H 1.0190 0.3739 0.1787 0.053 Uiso 1 1 calc R . .
C13 C 0.78885(18) 0.67565(14) 0.3857(4) 0.0285(9) Uani 1 1 d . . .
H13A H 0.8198 0.6950 0.3912 0.034 Uiso 1 1 calc R . .
H13B H 0.7583 0.6908 0.3459 0.034 Uiso 1 1 calc R . .
C15 C 0.8163(3) 0.63584(19) 0.5867(5) 0.0567(16) Uani 1 1 d . . .
H15A H 0.8173 0.6080 0.5475 0.085 Uiso 1 1 calc R . .
H15B H 0.8082 0.6333 0.6791 0.085 Uiso 1 1 calc R . .
H15C H 0.8515 0.6493 0.5756 0.085 Uiso 1 1 calc R . .
C16 C 0.90996(16) 0.45974(14) 0.3233(4) 0.0279(9) Uani 1 1 d . . .
H16A H 0.9283 0.4862 0.3453 0.033 Uiso 1 1 calc R . .
H16B H 0.8932 0.4630 0.2370 0.033 Uiso 1 1 calc R . .
C17 C 0.81476(18) 0.61449(14) 0.0674(5) 0.0313(10) Uani 1 1 d . . .
H17A H 0.8117 0.6236 -0.0227 0.047 Uiso 1 1 calc R . .
H17B H 0.7897 0.5914 0.0830 0.047 Uiso 1 1 calc R . .
H17C H 0.8518 0.6052 0.0843 0.047 Uiso 1 1 calc R . .
C18 C 0.7175(2) 0.64076(18) 0.5236(6) 0.0539(16) Uani 1 1 d . . .
H18A H 0.6911 0.6586 0.4800 0.081 Uiso 1 1 calc R . .
H18B H 0.7063 0.6363 0.6134 0.081 Uiso 1 1 calc R . .
H18C H 0.7196 0.6139 0.4789 0.081 Uiso 1 1 calc R . .
O1 O 0.68985(14) 0.66774(13) 0.1727(4) 0.0499(9) Uani 1 1 d G . .
H1C H 0.6600 0.6549 0.1904 0.075 Uiso 1 1 d G . .
H1D H 0.6800 0.6891 0.1271 0.075 Uiso 1 1 d G . .
N2 N 0.9990(3) 0.7500 0.4821(7) 0.0752(12) Uani 1 2 d S . .
N6 N 0.9936(3) 0.7500 0.1115(7) 0.0752(12) Uani 1 2 d S . .
C3 C 1.0152(4) 0.7500 0.2430(9) 0.0752(12) Uani 1 2 d S . .
C1B C 1.0821(5) 0.6935(5) 0.0885(12) 0.0752(12) Uani 0.50 1 d P . .
H1BA H 1.1182 0.7022 0.0606 0.113 Uiso 0.50 1 calc PR . .
H1BB H 1.0761 0.6644 0.0637 0.113 Uiso 0.50 1 calc PR . .
H1BC H 1.0792 0.6962 0.1826 0.113 Uiso 0.50 1 calc PR . .
C19 C 1.0263(5) 0.7298(5) 0.0035(11) 0.0752(12) Uani 0.50 1 d P . .
C2 C 0.9794(5) 0.7125(5) 0.5560(12) 0.0752(12) Uani 0.50 1 d P . .
H2A H 0.9408 0.7086 0.5401 0.113 Uiso 0.50 1 calc PR . .
H2B H 0.9855 0.7169 0.6487 0.113 Uiso 0.50 1 calc PR . .
H2C H 0.9992 0.6877 0.5274 0.113 Uiso 0.50 1 calc PR . .
C4 C 0.9824(4) 0.7500 0.3452(9) 0.0752(12) Uani 1 2 d S . .


_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
Sb1 Cl1 2.4302(11) . ?
Sb1 Cl2 2.4101(11) . ?
Sb1 Cl11 2.4624(11) . ?
Sb2 Cl4 2.8618(17) . ?
Sb2 Cl5 2.5321(14) . ?
Sb2 Cl16 2.4225(12) 7_575 ?
Sb2 Cl16 2.4225(12) . ?
Sb3 Cl3 2.4552(11) . ?
Sb3 Cl8 2.8775(11) . ?
Sb3 Cl9 2.4593(12) . ?
Sb3 Cl10 2.4883(11) . ?
Sb3 Cl13 2.8675(13) . ?
Sb4 Cl6 2.5773(19) . ?
Sb4 Cl14 2.735(2) . ?
Sb4 Cl15 2.4512(13) 7_575 ?
Sb4 Cl15 2.4512(13) . ?
N1 H1A 0.9000 . ?
N1 H1B 0.9000 . ?
N1 C7 1.486(5) . ?
N1 C17 1.491(5) . ?
N3 H3A 0.9000 . ?
N3 H3B 0.9000 . ?
N3 C8 1.480(5) . ?
N3 C11 1.488(5) . ?
N4 H4 0.9100 . ?
N4 C9 1.489(6) . ?
N4 C10 1.502(5) . ?
N4 C16 1.496(5) . ?
N5 H5 0.9100 . ?
N5 C13 1.492(5) . ?
N5 C15 1.488(6) . ?
N5 C18 1.503(6) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C13 1.521(6) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C16 1.515(6) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
O1 H1C 0.8496 . ?
O1 H1D 0.8505 . ?
N2 C2 1.475(15) 7_575 ?
N2 C2 1.475(15) . ?
N2 C4 1.444(11) . ?
N6 C3 1.432(11) . ?
N6 C19 1.493(13) . ?
N6 C19 1.493(13) 7_575 ?
C3 C4 1.307(13) . ?
C1B H1BA 0.9600 . ?
C1B H1BB 0.9600 . ?
C1B H1BC 0.9600 . ?
C1B C19 1.970(19) . ?
C19 C19 1.27(3) 7_575 ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl1 Sb1 Cl11 90.55(4) . . ?
Cl2 Sb1 Cl1 92.47(4) . . ?
Cl2 Sb1 Cl11 91.10(4) . . ?
Cl5 Sb2 Cl4 172.27(5) . . ?
Cl16 Sb2 Cl4 86.42(4) 7_575 . ?
Cl16 Sb2 Cl4 86.42(4) . . ?
Cl16 Sb2 Cl5 88.26(4) 7_575 . ?
Cl16 Sb2 Cl5 88.26(4) . . ?
Cl16 Sb2 Cl16 93.07(9) . 7_575 ?
Cl3 Sb3 Cl8 87.43(4) . . ?
Cl3 Sb3 Cl9 88.65(5) . . ?
Cl3 Sb3 Cl10 90.24(4) . . ?
Cl3 Sb3 Cl13 92.94(4) . . ?
Cl9 Sb3 Cl8 175.88(4) . . ?
Cl9 Sb3 Cl10 92.18(4) . . ?
Cl9 Sb3 Cl13 90.38(4) . . ?
Cl10 Sb3 Cl8 86.57(3) . . ?
Cl10 Sb3 Cl13 175.96(4) . . ?
Cl13 Sb3 Cl8 91.09(3) . . ?
Cl6 Sb4 Cl14 177.06(5) . . ?
Cl15 Sb4 Cl6 89.64(5) 7_575 . ?
Cl15 Sb4 Cl6 89.64(5) . . ?
Cl15 Sb4 Cl14 88.35(5) . . ?
Cl15 Sb4 Cl14 88.35(5) 7_575 . ?
Cl15 Sb4 Cl15 94.00(8) . 7_575 ?
H1A N1 H1B 107.9 . . ?
C7 N1 H1A 109.2 . . ?
C7 N1 H1B 109.2 . . ?
C7 N1 C17 112.0(3) . . ?
C17 N1 H1A 109.2 . . ?
C17 N1 H1B 109.2 . . ?
H3A N3 H3B 107.9 . . ?
C8 N3 H3A 109.2 . . ?
C8 N3 H3B 109.2 . . ?
C8 N3 C11 112.0(3) . . ?
C11 N3 H3A 109.2 . . ?
C11 N3 H3B 109.2 . . ?
C9 N4 H4 107.9 . . ?
C9 N4 C10 110.6(3) . . ?
C9 N4 C16 113.1(3) . . ?
C10 N4 H4 107.9 . . ?
C16 N4 H4 107.9 . . ?
C16 N4 C10 109.2(3) . . ?
C13 N5 H5 106.3 . . ?
C13 N5 C18 112.0(4) . . ?
C15 N5 H5 106.3 . . ?
C15 N5 C13 112.8(4) . . ?
C15 N5 C18 112.6(4) . . ?
C18 N5 H5 106.3 . . ?
N1 C7 H7A 109.6 . . ?
N1 C7 H7B 109.6 . . ?
N1 C7 C13 110.1(3) . . ?
H7A C7 H7B 108.2 . . ?
C13 C7 H7A 109.6 . . ?
C13 C7 H7B 109.6 . . ?
N3 C8 H8A 109.7 . . ?
N3 C8 H8B 109.7 . . ?
N3 C8 C16 109.9(3) . . ?
H8A C8 H8B 108.2 . . ?
C16 C8 H8A 109.7 . . ?
C16 C8 H8B 109.7 . . ?
N4 C9 H9A 109.5 . . ?
N4 C9 H9B 109.5 . . ?
N4 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N4 C10 H10A 109.5 . . ?
N4 C10 H10B 109.5 . . ?
N4 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N3 C11 H11A 109.5 . . ?
N3 C11 H11B 109.5 . . ?
N3 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N5 C13 C7 112.0(3) . . ?
N5 C13 H13A 109.2 . . ?
N5 C13 H13B 109.2 . . ?
C7 C13 H13A 109.2 . . ?
C7 C13 H13B 109.2 . . ?
H13A C13 H13B 107.9 . . ?
N5 C15 H15A 109.5 . . ?
N5 C15 H15B 109.5 . . ?
N5 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N4 C16 C8 112.0(3) . . ?
N4 C16 H16A 109.2 . . ?
N4 C16 H16B 109.2 . . ?
C8 C16 H16A 109.2 . . ?
C8 C16 H16B 109.2 . . ?
H16A C16 H16B 107.9 . . ?
N1 C17 H17A 109.5 . . ?
N1 C17 H17B 109.5 . . ?
N1 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N5 C18 H18A 109.5 . . ?
N5 C18 H18B 109.5 . . ?
N5 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
H1C O1 H1D 104.6 . . ?
C2 N2 C2 106.0(12) . 7_575 ?
C4 N2 C2 113.4(6) . 7_575 ?
C4 N2 C2 113.4(6) . . ?
C3 N6 C19 119.2(7) . 7_575 ?
C3 N6 C19 119.2(7) . . ?
C19 N6 C19 50.3(12) . 7_575 ?
C4 C3 N6 120.9(9) . . ?
H1BA C1B H1BB 109.5 . . ?
H1BA C1B H1BC 109.5 . . ?
H1BB C1B H1BC 109.5 . . ?
C19 C1B H1BA 109.5 . . ?
C19 C1B H1BB 109.5 . . ?
C19 C1B H1BC 109.5 . . ?
N6 C19 C1B 106.9(8) . . ?
C19 C19 N6 64.9(6) 7_575 . ?
C19 C19 C1B 125.4(6) 7_575 . ?
N2 C2 H2A 109.5 . . ?
N2 C2 H2B 109.5 . . ?
N2 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C3 C4 N2 126.1(9) . . ?

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 C7 C13 N5 160.6(3) . . . . ?
N3 C8 C16 N4 179.2(3) . . . . ?
C9 N4 C16 C8 -62.1(5) . . . . ?
C10 N4 C16 C8 174.3(4) . . . . ?
C11 N3 C8 C16 -179.2(4) . . . . ?
C15 N5 C13 C7 55.2(5) . . . . ?
C17 N1 C7 C13 -178.8(3) . . . . ?
C18 N5 C13 C7 -73.0(5) . . . . ?
N6 C3 C4 N2 180.0 . . . . ?
C3 N6 C19 C1B 16.5(11) . . . . ?
C3 N6 C19 C19 -105.2(6) . . . 7_575 ?
C19 N6 C3 C4 150.9(7) 7_575 . . . ?
C19 N6 C3 C4 -150.9(7) . . . . ?
C19 N6 C19 C1B 121.8(7) 7_575 . . . ?
C2 N2 C4 C3 119.5(7) 7_575 . . . ?
C2 N2 C4 C3 -119.5(7) . . . . ?

_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_dck4
_database_code_depnum_ccdc_archive 'CCDC 2094028'
loop_
_audit_author_name
_audit_author_address
'Chenkai Deng'
;University of Science and Technology Beijing
China
;
_audit_update_record             
;
2021-07-02 deposited with the CCDC.	2021-10-27 downloaded from the CCDC.
;
_audit_creation_date             2020-10-09
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         '2(Bi Br6), 3(C5 H16 N2), H2 O'
_chemical_formula_sum            'C15 H50 Bi2 Br12 N6 O'
_chemical_formula_weight         1707.49
_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'
Bi Bi -4.1077 10.2566 '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'

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

_cell_length_a                   10.4313(3)
_cell_length_b                   13.2804(5)
_cell_length_c                   29.8495(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.670(3)
_cell_angle_gamma                90.00
_cell_volume                     4114.9(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11653
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.6230
_cell_measurement_theta_min      2.9630
_exptl_absorpt_coefficient_mu    20.215
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.23616
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    2.756
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       flake
_exptl_crystal_F_000             3104
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0541
_diffrn_reflns_av_unetI/netI     0.0366
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            33865
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.57
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         0
_reflns_number_gt                6069
_reflns_number_total             7235
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         1.325
_refine_diff_density_min         -1.461
_refine_diff_density_rms         0.204
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     342
_refine_ls_number_reflns         7235
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0417
_refine_ls_R_factor_gt           0.0310
_refine_ls_restrained_S_all      1.020
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0315P)²+11.1135P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0642
_refine_ls_wR_factor_ref         0.0669
_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,H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O00-H00A
 1 with sigma of 0.02
 O00-H00B
 1 with sigma of 0.02
3.a Ternary CH refined with riding coordinates:
 N1(H1), N4(H4), N6(H6)
3.b Secondary CH2 refined with riding coordinates:
 N5(H5A,H5B), N3(H3C,H3D), N2(H2A,H2B), C7(H7A,H7B), C3(H3A,H3B), C12(H12A,
 H12B), C8(H8A,H8B), C4(H4A,H4B), C13(H13A,H13B)
3.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C2(H2C,H2D,H2E), C10(H10A,H10B,H10C), C5(H5C,H5D,H5E),
 C1(H1A,H1B,H1C), C15(H15A,H15B,H15C), C11(H11A,H11B,H11C), C6(H6A,H6B,H6C),
 C14(H14A,H14B,H14C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Bi1 Bi 0.65944(2) -0.013235(19) 0.368183(7) 0.01076(7) Uani 1 1 d . . .
Bi2 Bi 0.71078(2) 0.516923(19) 0.621870(7) 0.01176(7) Uani 1 1 d . . .
Br5 Br 0.55762(6) -0.21018(5) 0.36132(2) 0.01672(15) Uani 1 1 d . . .
Br8 Br 0.61630(6) 0.71168(5) 0.62114(2) 0.01674(15) Uani 1 1 d . . .
Br10 Br 0.82759(6) 0.30880(5) 0.61856(2) 0.01765(15) Uani 1 1 d . . .
Br1 Br 0.82533(6) -0.03852(5) 0.29507(2) 0.01593(15) Uani 1 1 d . . .
Br2 Br 0.77467(6) 0.18348(5) 0.37599(2) 0.01899(15) Uani 1 1 d . . .
Br6 Br 0.46900(6) 0.05413(5) 0.29995(2) 0.01844(15) Uani 1 1 d . . .
Br7 Br 0.58064(6) 0.46452(5) 0.69859(2) 0.01812(15) Uani 1 1 d . . .
Br4 Br 0.49598(6) 0.02546(6) 0.43550(2) 0.02020(16) Uani 1 1 d . . .
Br9 Br 0.48529(6) 0.47482(5) 0.56214(2) 0.01943(15) Uani 1 1 d . . .
Br12 Br 0.92548(6) 0.57750(6) 0.68067(2) 0.02129(16) Uani 1 1 d . . .
Br3 Br 0.87661(6) -0.08903(6) 0.42632(2) 0.02336(16) Uani 1 1 d . . .
Br11 Br 0.85064(7) 0.55372(6) 0.54619(2) 0.02642(17) Uani 1 1 d . . .
N5 N 0.4393(5) 0.2830(4) 0.49242(17) 0.0162(12) Uani 1 1 d . . .
H5A H 0.4358 0.2779 0.4623 0.019 Uiso 1 1 calc R . .
H5B H 0.4360 0.3487 0.4995 0.019 Uiso 1 1 calc R . .
N1 N 0.1507(5) 0.4526(4) 0.63523(18) 0.0192(13) Uani 1 1 d . . .
H1 H 0.0662 0.4613 0.6395 0.023 Uiso 1 1 calc R . .
N4 N 0.9048(6) -0.0559(5) 0.6385(2) 0.0247(14) Uani 1 1 d . . .
H4 H 0.9876 -0.0335 0.6413 0.030 Uiso 1 1 calc R . .
N3 N 0.7246(5) 0.1503(5) 0.69290(19) 0.0210(13) Uani 1 1 d . . .
H3C H 0.6554 0.1106 0.6945 0.025 Uiso 1 1 calc R . .
H3D H 0.7089 0.1900 0.6686 0.025 Uiso 1 1 calc R . .
N2 N 0.2070(5) 0.3144(4) 0.74644(17) 0.0186(13) Uani 1 1 d . . .
H2A H 0.1560 0.2708 0.7595 0.022 Uiso 1 1 calc R . .
H2B H 0.2063 0.3728 0.7617 0.022 Uiso 1 1 calc R . .
N6 N 0.7997(5) 0.2409(4) 0.51168(18) 0.0188(13) Uani 1 1 d . . .
H6 H 0.8055 0.2532 0.5418 0.023 Uiso 1 1 calc R . .
C9 C 0.8784(7) -0.1038(6) 0.5928(2) 0.0249(17) Uani 1 1 d . . .
H9A H 0.9330 -0.1615 0.5910 0.037 Uiso 1 1 calc R . .
H9B H 0.8954 -0.0561 0.5700 0.037 Uiso 1 1 calc R . .
H9C H 0.7898 -0.1244 0.5884 0.037 Uiso 1 1 calc R . .
C2 C 0.1571(6) 0.3776(6) 0.5985(2) 0.0210(16) Uani 1 1 d . . .
H2C H 0.2456 0.3657 0.5938 0.031 Uiso 1 1 calc R . .
H2D H 0.1119 0.4031 0.5713 0.031 Uiso 1 1 calc R . .
H2E H 0.1182 0.3157 0.6068 0.031 Uiso 1 1 calc R . .
C10 C 0.8922(7) -0.1334(6) 0.6738(2) 0.0267(17) Uani 1 1 d . . .
H10A H 0.8037 -0.1535 0.6734 0.040 Uiso 1 1 calc R . .
H10B H 0.9210 -0.1059 0.7028 0.040 Uiso 1 1 calc R . .
H10C H 0.9439 -0.1910 0.6681 0.040 Uiso 1 1 calc R . .
O00 O 0.5581(7) 0.3132(5) 0.2889(2) 0.056(2) Uani 1 1 d D . .
C7 C 0.8381(6) 0.0860(5) 0.6869(2) 0.0179(15) Uani 1 1 d . . .
H7A H 0.8494 0.0371 0.7111 0.021 Uiso 1 1 calc R . .
H7B H 0.9150 0.1274 0.6882 0.021 Uiso 1 1 calc R . .
C3 C 0.2194(6) 0.4212(5) 0.6791(2) 0.0172(15) Uani 1 1 d . . .
H3A H 0.2235 0.4776 0.6999 0.021 Uiso 1 1 calc R . .
H3B H 0.3069 0.4018 0.6747 0.021 Uiso 1 1 calc R . .
C12 C 0.5624(6) 0.2397(5) 0.5129(2) 0.0159(14) Uani 1 1 d . . .
H12A H 0.5614 0.1672 0.5087 0.019 Uiso 1 1 calc R . .
H12B H 0.5719 0.2533 0.5450 0.019 Uiso 1 1 calc R . .
C5 C 0.3407(6) 0.2742(5) 0.7511(2) 0.0184(15) Uani 1 1 d . . .
H5C H 0.3441 0.2140 0.7334 0.028 Uiso 1 1 calc R . .
H5D H 0.3662 0.2590 0.7821 0.028 Uiso 1 1 calc R . .
H5E H 0.3981 0.3236 0.7407 0.028 Uiso 1 1 calc R . .
C1 C 0.2011(7) 0.5508(6) 0.6216(2) 0.0273(18) Uani 1 1 d . . .
H1A H 0.2899 0.5436 0.6163 0.041 Uiso 1 1 calc R . .
H1B H 0.1939 0.5991 0.6452 0.041 Uiso 1 1 calc R . .
H1C H 0.1521 0.5734 0.5946 0.041 Uiso 1 1 calc R . .
C8 C 0.8196(7) 0.0318(6) 0.6419(2) 0.0232(17) Uani 1 1 d . . .
H8A H 0.7308 0.0095 0.6367 0.028 Uiso 1 1 calc R . .
H8B H 0.8346 0.0792 0.6182 0.028 Uiso 1 1 calc R . .
C15 C 0.9111(6) 0.2899(6) 0.4938(2) 0.0227(16) Uani 1 1 d . . .
H15A H 0.9061 0.2802 0.4618 0.034 Uiso 1 1 calc R . .
H15B H 0.9894 0.2608 0.5076 0.034 Uiso 1 1 calc R . .
H15C H 0.9101 0.3607 0.5003 0.034 Uiso 1 1 calc R . .
C11 C 0.3263(6) 0.2300(6) 0.5086(2) 0.0253(17) Uani 1 1 d . . .
H11A H 0.2483 0.2624 0.4964 0.038 Uiso 1 1 calc R . .
H11B H 0.3323 0.2323 0.5408 0.038 Uiso 1 1 calc R . .
H11C H 0.3257 0.1611 0.4988 0.038 Uiso 1 1 calc R . .
C6 C 0.7414(7) 0.2148(6) 0.7339(2) 0.0283(18) Uani 1 1 d . . .
H6A H 0.8095 0.2623 0.7310 0.042 Uiso 1 1 calc R . .
H6B H 0.7629 0.1733 0.7599 0.042 Uiso 1 1 calc R . .
H6C H 0.6627 0.2503 0.7371 0.042 Uiso 1 1 calc R . .
C4 C 0.1506(6) 0.3325(6) 0.6994(2) 0.0209(16) Uani 1 1 d . . .
H4A H 0.0594 0.3473 0.6991 0.025 Uiso 1 1 calc R . .
H4B H 0.1598 0.2725 0.6815 0.025 Uiso 1 1 calc R . .
C13 C 0.6757(6) 0.2847(5) 0.4914(2) 0.0190(15) Uani 1 1 d . . .
H13A H 0.6658 0.2714 0.4593 0.023 Uiso 1 1 calc R . .
H13B H 0.6768 0.3571 0.4957 0.023 Uiso 1 1 calc R . .
C14 C 0.8063(7) 0.1283(6) 0.5054(2) 0.0251(17) Uani 1 1 d . . .
H14A H 0.7910 0.1124 0.4740 0.038 Uiso 1 1 calc R . .
H14B H 0.7419 0.0964 0.5214 0.038 Uiso 1 1 calc R . .
H14C H 0.8900 0.1044 0.5169 0.038 Uiso 1 1 calc R . .
H00A H 0.547(14) 0.386(3) 0.296(5) 0.13(6) Uiso 1 1 d D . .
H00B H 0.50(4) 0.36(3) 0.275(15) 0.6(4) Uiso 1 1 d 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
Bi1 Br5 2.8228(7) . ?
Bi1 Br1 2.9353(6) . ?
Bi1 Br2 2.8755(7) . ?
Bi1 Br6 2.8452(7) . ?
Bi1 Br4 2.8082(7) . ?
Bi1 Br3 2.8947(7) . ?
Bi2 Br8 2.7672(7) . ?
Bi2 Br10 3.0262(7) . ?
Bi2 Br7 2.8610(6) . ?
Bi2 Br9 2.8627(7) . ?
Bi2 Br12 2.8225(7) . ?
Bi2 Br11 2.8498(7) . ?
N5 H5A 0.9000 . ?
N5 H5B 0.9000 . ?
N5 C12 1.482(8) . ?
N5 C11 1.493(8) . ?
N1 H1 0.9100 . ?
N1 C2 1.486(8) . ?
N1 C3 1.489(8) . ?
N1 C1 1.478(9) . ?
N4 H4 0.9100 . ?
N4 C9 1.505(9) . ?
N4 C10 1.490(9) . ?
N4 C8 1.474(9) . ?
N3 H3C 0.9000 . ?
N3 H3D 0.9000 . ?
N3 C7 1.484(8) . ?
N3 C6 1.489(9) . ?
N2 H2A 0.9000 . ?
N2 H2B 0.9000 . ?
N2 C5 1.487(8) . ?
N2 C4 1.487(8) . ?
N6 H6 0.9100 . ?
N6 C15 1.477(8) . ?
N6 C13 1.491(8) . ?
N6 C14 1.510(9) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C2 H2C 0.9600 . ?
C2 H2D 0.9600 . ?
C2 H2E 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
O00 H00A 0.99(2) . ?
O00 H00B 1.00(2) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.520(9) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.536(9) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.522(9) . ?
C5 H5C 0.9600 . ?
C5 H5D 0.9600 . ?
C5 H5E 0.9600 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Br5 Bi1 Br1 94.89(2) . . ?
Br5 Bi1 Br2 177.39(2) . . ?
Br5 Bi1 Br6 90.48(2) . . ?
Br5 Bi1 Br3 89.30(2) . . ?
Br2 Bi1 Br1 83.786(19) . . ?
Br2 Bi1 Br3 88.35(2) . . ?
Br6 Bi1 Br1 85.697(19) . . ?
Br6 Bi1 Br2 91.66(2) . . ?
Br6 Bi1 Br3 171.17(2) . . ?
Br4 Bi1 Br5 88.32(2) . . ?
Br4 Bi1 Br1 175.67(2) . . ?
Br4 Bi1 Br2 93.11(2) . . ?
Br4 Bi1 Br6 91.39(2) . . ?
Br4 Bi1 Br3 97.43(2) . . ?
Br3 Bi1 Br1 85.53(2) . . ?
Br8 Bi2 Br10 176.10(2) . . ?
Br8 Bi2 Br7 92.11(2) . . ?
Br8 Bi2 Br9 84.70(2) . . ?
Br8 Bi2 Br12 89.92(2) . . ?
Br8 Bi2 Br11 92.48(2) . . ?
Br7 Bi2 Br10 91.63(2) . . ?
Br7 Bi2 Br9 91.45(2) . . ?
Br9 Bi2 Br10 96.32(2) . . ?
Br12 Bi2 Br10 89.04(2) . . ?
Br12 Bi2 Br7 88.95(2) . . ?
Br12 Bi2 Br9 174.61(2) . . ?
Br12 Bi2 Br11 90.41(2) . . ?
Br11 Bi2 Br10 83.77(2) . . ?
Br11 Bi2 Br7 175.36(2) . . ?
Br11 Bi2 Br9 89.62(2) . . ?
H5A N5 H5B 108.0 . . ?
C12 N5 H5A 109.4 . . ?
C12 N5 H5B 109.4 . . ?
C12 N5 C11 111.3(5) . . ?
C11 N5 H5A 109.4 . . ?
C11 N5 H5B 109.4 . . ?
C2 N1 H1 107.6 . . ?
C2 N1 C3 114.1(5) . . ?
C3 N1 H1 107.6 . . ?
C1 N1 H1 107.6 . . ?
C1 N1 C2 110.2(5) . . ?
C1 N1 C3 109.6(5) . . ?
C9 N4 H4 108.0 . . ?
C10 N4 H4 108.0 . . ?
C10 N4 C9 109.2(6) . . ?
C8 N4 H4 108.0 . . ?
C8 N4 C9 109.8(5) . . ?
C8 N4 C10 113.7(6) . . ?
H3C N3 H3D 107.7 . . ?
C7 N3 H3C 108.9 . . ?
C7 N3 H3D 108.9 . . ?
C7 N3 C6 113.6(5) . . ?
C6 N3 H3C 108.9 . . ?
C6 N3 H3D 108.9 . . ?
H2A N2 H2B 107.5 . . ?
C5 N2 H2A 108.5 . . ?
C5 N2 H2B 108.5 . . ?
C4 N2 H2A 108.5 . . ?
C4 N2 H2B 108.5 . . ?
C4 N2 C5 115.2(5) . . ?
C15 N6 H6 107.5 . . ?
C15 N6 C13 111.3(5) . . ?
C15 N6 C14 110.2(5) . . ?
C13 N6 H6 107.5 . . ?
C13 N6 C14 112.6(5) . . ?
C14 N6 H6 107.5 . . ?
N4 C9 H9A 109.5 . . ?
N4 C9 H9B 109.5 . . ?
N4 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N1 C2 H2C 109.5 . . ?
N1 C2 H2D 109.5 . . ?
N1 C2 H2E 109.5 . . ?
H2C C2 H2D 109.5 . . ?
H2C C2 H2E 109.5 . . ?
H2D C2 H2E 109.5 . . ?
N4 C10 H10A 109.5 . . ?
N4 C10 H10B 109.5 . . ?
N4 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
H00A O00 H00B 49(10) . . ?
N3 C7 H7A 109.6 . . ?
N3 C7 H7B 109.6 . . ?
N3 C7 C8 110.3(5) . . ?
H7A C7 H7B 108.1 . . ?
C8 C7 H7A 109.6 . . ?
C8 C7 H7B 109.6 . . ?
N1 C3 H3A 109.4 . . ?
N1 C3 H3B 109.4 . . ?
N1 C3 C4 111.0(5) . . ?
H3A C3 H3B 108.0 . . ?
C4 C3 H3A 109.4 . . ?
C4 C3 H3B 109.4 . . ?
N5 C12 H12A 109.5 . . ?
N5 C12 H12B 109.5 . . ?
N5 C12 C13 110.5(5) . . ?
H12A C12 H12B 108.1 . . ?
C13 C12 H12A 109.5 . . ?
C13 C12 H12B 109.5 . . ?
N2 C5 H5C 109.5 . . ?
N2 C5 H5D 109.5 . . ?
N2 C5 H5E 109.5 . . ?
H5C C5 H5D 109.5 . . ?
H5C C5 H5E 109.5 . . ?
H5D C5 H5E 109.5 . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N4 C8 C7 114.2(5) . . ?
N4 C8 H8A 108.7 . . ?
N4 C8 H8B 108.7 . . ?
C7 C8 H8A 108.7 . . ?
C7 C8 H8B 108.7 . . ?
H8A C8 H8B 107.6 . . ?
N6 C15 H15A 109.5 . . ?
N6 C15 H15B 109.5 . . ?
N6 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N5 C11 H11A 109.5 . . ?
N5 C11 H11B 109.5 . . ?
N5 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N3 C6 H6A 109.5 . . ?
N3 C6 H6B 109.5 . . ?
N3 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N2 C4 C3 109.9(5) . . ?
N2 C4 H4A 109.7 . . ?
N2 C4 H4B 109.7 . . ?
C3 C4 H4A 109.7 . . ?
C3 C4 H4B 109.7 . . ?
H4A C4 H4B 108.2 . . ?
N6 C13 C12 110.8(5) . . ?
N6 C13 H13A 109.5 . . ?
N6 C13 H13B 109.5 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 108.1 . . ?
N6 C14 H14A 109.5 . . ?
N6 C14 H14B 109.5 . . ?
N6 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N5 C12 C13 N6 -179.7(5) . . . . ?
N1 C3 C4 N2 -170.1(5) . . . . ?
N3 C7 C8 N4 -162.0(6) . . . . ?
C9 N4 C8 C7 179.9(6) . . . . ?
C2 N1 C3 C4 -68.5(7) . . . . ?
C10 N4 C8 C7 57.3(8) . . . . ?
C5 N2 C4 C3 -69.2(7) . . . . ?
C1 N1 C3 C4 167.4(6) . . . . ?
C15 N6 C13 C12 -175.3(5) . . . . ?
C11 N5 C12 C13 172.3(5) . . . . ?
C6 N3 C7 C8 -173.6(6) . . . . ?
C14 N6 C13 C12 60.4(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
