# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2023

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mx10081
_database_code_depnum_ccdc_archive 'CCDC 2233314'
loop_
_audit_author_name
_audit_author_address
'Yangwu Guo'
;Technical Institute of Physics and Chemistry, CAS
China
;
_audit_update_record             
;
2022-12-29 deposited with the CCDC.	2023-03-23 downloaded from the CCDC.
;
_audit_creation_date             2022-03-18
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Bi2 Cl10, 4(C8 H12 N)'
_chemical_formula_sum            'C32 H48 Bi2 Cl10 N4'
_chemical_formula_weight         1261.20
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHNBiCl
_chemical_oxdiff_usercomment     CNHCuPF
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'
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'

_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                   11.6866(2)
_cell_length_b                   14.3235(3)
_cell_length_c                   13.5914(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.833(2)
_cell_angle_gamma                90
_cell_volume                     2267.02(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    25843
_cell_measurement_temperature    170.00(10)
_cell_measurement_theta_max      29.8160
_cell_measurement_theta_min      1.7530
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    8.368
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.10011
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45i (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'translucent light white'
_exptl_crystal_density_diffrn    1.848
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1208
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0488
_diffrn_reflns_av_unetI/netI     0.0570
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.896
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            43483
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.847
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.999
_diffrn_reflns_theta_min         1.504
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      170.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.896
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     69.00  94.00   0.50    0.70    --    5.00  45.00  30.00   50
  2  ω      5.00  94.00   0.50    0.70    --    5.00  45.00  60.00  178
  3  ω     54.00  94.00   0.50    0.70    --    5.00  45.00   8.83   80
  4  ω     62.00  94.00   0.50    0.70    --    5.00  45.00  90.00   64
  5  ω    -73.00  27.00   0.50    0.70    --  -11.60  45.00 140.32  200
  6  ω     40.00  74.00   0.50    0.70    --  -11.60  45.00 -18.77   68
  7  ω    -34.00  77.00   0.50    0.70    --  -11.60  45.00  90.00  222
  8  ω   -101.00 -44.00   0.50    0.70    --  -11.60  45.00  90.00  114
  9  ω   -101.00  75.00   0.50    0.70    --  -11.60  45.00 173.42  352
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC10 (RCD3): fixed-chi single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0023521000
_diffrn_orient_matrix_UB_12      0.0119641000
_diffrn_orient_matrix_UB_13      -0.0504044000
_diffrn_orient_matrix_UB_21      0.0597764000
_diffrn_orient_matrix_UB_22      0.0087326000
_diffrn_orient_matrix_UB_23      0.0086403000
_diffrn_orient_matrix_UB_31      0.0116258000
_diffrn_orient_matrix_UB_32      -0.0472360000
_diffrn_orient_matrix_UB_33      -0.0112450000
_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         0.826
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.795
_reflns_number_gt                10484
_reflns_number_total             12240
_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 1.171.39.45i (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45i (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45i (Rigaku OD, 2018)'
_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    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         2.943
_refine_diff_density_min         -3.510
_refine_diff_density_rms         0.211
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.003(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     441
_refine_ls_number_reflns         12240
_refine_ls_number_restraints     63
_refine_ls_R_factor_all          0.0752
_refine_ls_R_factor_gt           0.0626
_refine_ls_restrained_S_all      1.118
_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)+(0.1000P)²+0.0261P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1512
_refine_ls_wR_factor_ref         0.1566
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C29-C28 = C28-C27 = C27-C26 = C26-C25 = C30-C25 = C30-C29
 1.39 with sigma of 0.01
 C31-C25
 1.51 with sigma of 0.01
 C32-C31
 1.54 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(N4) \\sim Ueq, Uanis(C25) \\sim Ueq, Uanis(C30) \\sim Ueq, Uanis(C26)
\\sim Ueq, Uanis(C31) \\sim Ueq, Uanis(C29) \\sim Ueq, Uanis(C27) \\sim Ueq,
Uanis(C32) \\sim Ueq, Uanis(C28) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
4.a Ternary CH refined with riding coordinates:
 C7(H7), C15(H15), C23(H23), C31(H31)
4.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C10(H10), C11(H11), C12(H12),
 C13(H13), C14(H14), C18(H18), C19(H19), C20(H20), C21(H21), C22(H22), C26(H26),
  C27(H27), C28(H28), C29(H29), C30(H30)
4.c Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C), C8(H8A,H8B,H8C), N2(H2A,H2B,H2C), C16(H16A,H16B,H16C),
 N3(H3A,H3B,H3C), C24(H24A,H24B,H24C), N4(H4A,H4B,H4C), C32(H32A,H32B,H32C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Bi1 Bi 0.59880(4) 0.46315(3) 0.39838(3) 0.02846(14) Uani 1 1 d . . . . .
Bi2 Bi 0.88852(4) 0.53084(3) 0.60981(3) 0.03005(15) Uani 1 1 d . . . . .
Cl1 Cl 0.3970(3) 0.3951(4) 0.4059(4) 0.0570(11) Uani 1 1 d . . . . .
Cl2 Cl 0.5769(4) 0.4796(3) 0.2137(3) 0.0449(9) Uani 1 1 d . . . . .
Cl3 Cl 0.6794(3) 0.2876(3) 0.3822(3) 0.0373(8) Uani 1 1 d . . . . .
Cl4 Cl 0.5207(4) 0.6369(3) 0.4348(3) 0.0475(10) Uani 1 1 d . . . . .
Cl5 Cl 0.8300(3) 0.5309(3) 0.3919(2) 0.0369(7) Uani 1 1 d . . . . .
Cl6 Cl 0.6673(3) 0.4551(3) 0.6168(3) 0.0393(7) Uani 1 1 d . . . . .
Cl7 Cl 0.9670(5) 0.3558(3) 0.5845(3) 0.0599(13) Uani 1 1 d . . . . .
Cl8 Cl 0.9196(4) 0.5335(4) 0.7952(3) 0.0546(10) Uani 1 1 d . . . . .
Cl9 Cl 1.0946(3) 0.6024(3) 0.5917(3) 0.0481(9) Uani 1 1 d . . . . .
Cl10 Cl 0.8024(3) 0.7046(3) 0.6115(3) 0.0377(8) Uani 1 1 d . . . . .
N1 N -0.0449(10) 0.3286(9) 0.3387(9) 0.039(3) Uani 1 1 d . . . . .
H1A H -0.084536 0.381617 0.339244 0.046 Uiso 1 1 calc R U . . .
H1B H 0.023380 0.336405 0.371864 0.046 Uiso 1 1 calc R U . . .
H1C H -0.083159 0.283628 0.367075 0.046 Uiso 1 1 calc R U . . .
C1 C 0.0206(11) 0.3823(10) 0.1806(10) 0.034(3) Uani 1 1 d . . . . .
C2 C -0.0426(14) 0.4425(11) 0.1216(13) 0.047(4) Uani 1 1 d . . . . .
H2 H -0.122277 0.438147 0.115571 0.057 Uiso 1 1 calc R U . . .
C3 C 0.0128(16) 0.5120(12) 0.0694(14) 0.053(4) Uani 1 1 d . . . . .
H3 H -0.030192 0.552787 0.027908 0.064 Uiso 1 1 calc R U . . .
C4 C 0.1299(16) 0.5192(11) 0.0800(12) 0.052(4) Uani 1 1 d . . . . .
H4 H 0.166007 0.565690 0.046219 0.062 Uiso 1 1 calc R U . . .
C5 C 0.1929(13) 0.4602(13) 0.1382(13) 0.051(4) Uani 1 1 d . . . . .
H5 H 0.272531 0.465607 0.144007 0.062 Uiso 1 1 calc R U . . .
C6 C 0.1407(12) 0.3912(12) 0.1900(11) 0.042(3) Uani 1 1 d . . . . .
H6 H 0.185135 0.350794 0.230888 0.050 Uiso 1 1 calc R U . . .
C7 C -0.0287(11) 0.3017(10) 0.2337(11) 0.036(3) Uani 1 1 d . . . . .
H7 H 0.026982 0.250460 0.235454 0.044 Uiso 1 1 calc R U . . .
C8 C -0.1409(15) 0.2658(14) 0.1842(15) 0.060(5) Uani 1 1 d . . . . .
H8A H -0.172987 0.220489 0.225997 0.090 Uiso 1 1 calc R U . . .
H8B H -0.127298 0.237398 0.122283 0.090 Uiso 1 1 calc R U . . .
H8C H -0.193582 0.316886 0.172811 0.090 Uiso 1 1 calc R U . . .
N2 N 0.7476(14) 0.2112(10) 0.5953(10) 0.055(4) Uani 1 1 d . . . . .
H2A H 0.761067 0.178181 0.542048 0.066 Uiso 1 1 calc R U . . .
H2B H 0.789857 0.262980 0.597423 0.066 Uiso 1 1 calc R U . . .
H2C H 0.673509 0.226412 0.592477 0.066 Uiso 1 1 calc R U . . .
C9 C 0.7414(13) 0.1988(10) 0.7773(11) 0.037(3) Uani 1 1 d . . . . .
C10 C 0.6504(13) 0.1628(13) 0.8261(14) 0.050(4) Uani 1 1 d . . . . .
H10 H 0.609138 0.112429 0.798308 0.060 Uiso 1 1 calc R U . . .
C11 C 0.6201(14) 0.1990(16) 0.9126(13) 0.057(5) Uani 1 1 d . . . . .
H11 H 0.560918 0.171957 0.944396 0.068 Uiso 1 1 calc R U . . .
C12 C 0.6771(15) 0.2753(16) 0.9531(14) 0.063(5) Uani 1 1 d . . . . .
H12 H 0.657452 0.301118 1.012137 0.076 Uiso 1 1 calc R U . . .
C13 C 0.7628(17) 0.3120(13) 0.9043(14) 0.062(5) Uani 1 1 d . . . . .
H13 H 0.800045 0.365254 0.929770 0.074 Uiso 1 1 calc R U . . .
C14 C 0.7979(14) 0.2732(11) 0.8170(12) 0.048(4) Uani 1 1 d . . . . .
H14 H 0.859381 0.298600 0.786972 0.057 Uiso 1 1 calc R U . . .
C15 C 0.7788(14) 0.1533(10) 0.6876(11) 0.045(3) Uani 1 1 d . . . . .
H15 H 0.738767 0.093297 0.679531 0.053 Uiso 1 1 calc R U . . .
C16 C 0.9031(16) 0.1350(14) 0.6903(14) 0.068(6) Uani 1 1 d . . . . .
H16A H 0.942977 0.192245 0.679806 0.103 Uiso 1 1 calc R U . . .
H16B H 0.917773 0.091165 0.639377 0.103 Uiso 1 1 calc R U . . .
H16C H 0.929677 0.109514 0.753491 0.103 Uiso 1 1 calc R U . . .
N3 N 0.5502(9) 0.6596(9) 0.6721(9) 0.039(3) Uani 1 1 d . . . . .
H3A H 0.603226 0.692092 0.643484 0.047 Uiso 1 1 calc R U . . .
H3B H 0.482129 0.686947 0.660011 0.047 Uiso 1 1 calc R U . . .
H3C H 0.547109 0.601813 0.647833 0.047 Uiso 1 1 calc R U . . .
C17 C 0.5054(12) 0.5903(10) 0.8324(10) 0.036(3) Uani 1 1 d . . . . .
C18 C 0.3864(14) 0.6024(12) 0.8198(13) 0.048(4) Uani 1 1 d . . . . .
H18 H 0.354588 0.649141 0.778617 0.058 Uiso 1 1 calc R U . . .
C19 C 0.3156(14) 0.5432(12) 0.8702(13) 0.049(4) Uani 1 1 d . . . . .
H19 H 0.236212 0.549472 0.861042 0.059 Uiso 1 1 calc R U . . .
C20 C 0.3643(15) 0.4748(14) 0.9340(12) 0.054(4) Uani 1 1 d . . . . .
H20 H 0.317588 0.436968 0.969213 0.064 Uiso 1 1 calc R U . . .
C21 C 0.4783(15) 0.4641(14) 0.9440(12) 0.056(4) Uani 1 1 d . . . . .
H21 H 0.510475 0.417604 0.985416 0.068 Uiso 1 1 calc R U . . .
C22 C 0.5480(13) 0.5203(13) 0.8945(12) 0.048(4) Uani 1 1 d . . . . .
H22 H 0.626933 0.510960 0.902855 0.058 Uiso 1 1 calc R U . . .
C23 C 0.5814(12) 0.6559(11) 0.7830(11) 0.039(3) Uani 1 1 d . . . . .
H23 H 0.660444 0.632968 0.794204 0.047 Uiso 1 1 calc R U . . .
C24 C 0.5778(14) 0.7560(11) 0.8245(13) 0.047(4) Uani 1 1 d . . . . .
H24A H 0.634381 0.793671 0.795979 0.070 Uiso 1 1 calc R U . . .
H24B H 0.593817 0.754442 0.894957 0.070 Uiso 1 1 calc R U . . .
H24C H 0.502977 0.782287 0.808468 0.070 Uiso 1 1 calc R U . . .
N4 N 0.7639(16) 0.7557(13) 0.3832(12) 0.075(5) Uani 1 1 d . U . . .
H4A H 0.829639 0.786491 0.380454 0.090 Uiso 1 1 calc R U . . .
H4B H 0.777913 0.694655 0.386879 0.090 Uiso 1 1 calc R U . . .
H4C H 0.730073 0.773795 0.436313 0.090 Uiso 1 1 calc R U . . .
C25 C 0.7526(12) 0.7696(11) 0.2039(11) 0.050(4) Uani 1 1 d D U . . .
C26 C 0.7223(18) 0.7012(14) 0.1333(15) 0.079(6) Uani 1 1 d D U . . .
H26 H 0.661722 0.661490 0.144053 0.094 Uiso 1 1 calc R U . . .
C27 C 0.778(2) 0.6894(18) 0.0480(18) 0.101(9) Uani 1 1 d D U . . .
H27 H 0.756517 0.642416 0.002846 0.122 Uiso 1 1 calc R U . . .
C28 C 0.8669(18) 0.7511(14) 0.0330(16) 0.079(6) Uani 1 1 d D U . . .
H28 H 0.905803 0.746565 -0.023759 0.095 Uiso 1 1 calc R U . . .
C29 C 0.8972(14) 0.8188(15) 0.1024(12) 0.064(6) Uani 1 1 d D U . . .
H29 H 0.958108 0.858391 0.091876 0.077 Uiso 1 1 calc R U . . .
C30 C 0.8406(12) 0.8306(12) 0.1877(12) 0.053(4) Uani 1 1 d D U . . .
H30 H 0.861360 0.877989 0.232437 0.064 Uiso 1 1 calc R U . . .
C31 C 0.689(2) 0.7753(16) 0.2955(15) 0.088(7) Uani 1 1 d D U . . .
H31 H 0.624494 0.731451 0.290674 0.106 Uiso 1 1 calc R U . . .
C32 C 0.645(3) 0.8747(18) 0.310(2) 0.141(12) Uani 1 1 d D U . . .
H32A H 0.585428 0.873664 0.354117 0.212 Uiso 1 1 calc R U . . .
H32B H 0.615189 0.899529 0.247136 0.212 Uiso 1 1 calc R U . . .
H32C H 0.707119 0.913355 0.336789 0.212 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
Bi1 Cl1 2.562(4) . ?
Bi1 Cl2 2.513(4) . ?
Bi1 Cl3 2.701(4) . ?
Bi1 Cl4 2.711(4) . ?
Bi1 Cl5 2.880(3) . ?
Bi1 Cl6 3.011(4) . ?
Bi2 Cl5 2.982(3) . ?
Bi2 Cl6 2.813(3) . ?
Bi2 Cl7 2.701(4) . ?
Bi2 Cl8 2.516(4) . ?
Bi2 Cl9 2.648(4) . ?
Bi2 Cl10 2.686(4) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?
N1 C7 1.505(18) . ?
C1 C2 1.35(2) . ?
C1 C6 1.405(19) . ?
C1 C7 1.502(19) . ?
C2 H2 0.9300 . ?
C2 C3 1.41(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.37(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.34(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.39(2) . ?
C6 H6 0.9300 . ?
C7 H7 0.9800 . ?
C7 C8 1.51(2) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 H2C 0.8900 . ?
N2 C15 1.523(19) . ?
C9 C10 1.40(2) . ?
C9 C14 1.34(2) . ?
C9 C15 1.48(2) . ?
C10 H10 0.9300 . ?
C10 C11 1.36(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.37(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.35(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.40(2) . ?
C14 H14 0.9300 . ?
C15 H15 0.9800 . ?
C15 C16 1.47(2) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
N3 H3A 0.8900 . ?
N3 H3B 0.8900 . ?
N3 H3C 0.8900 . ?
N3 C23 1.522(18) . ?
C17 C18 1.40(2) . ?
C17 C22 1.38(2) . ?
C17 C23 1.49(2) . ?
C18 H18 0.9300 . ?
C18 C19 1.40(2) . ?
C19 H19 0.9300 . ?
C19 C20 1.40(2) . ?
C20 H20 0.9300 . ?
C20 C21 1.34(2) . ?
C21 H21 0.9300 . ?
C21 C22 1.36(2) . ?
C22 H22 0.9300 . ?
C23 H23 0.9800 . ?
C23 C24 1.54(2) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
N4 H4A 0.8900 . ?
N4 H4B 0.8900 . ?
N4 H4C 0.8900 . ?
N4 C31 1.44(3) . ?
C25 C26 1.395(12) . ?
C25 C30 1.381(12) . ?
C25 C31 1.505(13) . ?
C26 H26 0.9300 . ?
C26 C27 1.385(13) . ?
C27 H27 0.9300 . ?
C27 C28 1.394(13) . ?
C28 H28 0.9300 . ?
C28 C29 1.379(13) . ?
C29 H29 0.9300 . ?
C29 C30 1.393(12) . ?
C30 H30 0.9300 . ?
C31 H31 0.9800 . ?
C31 C32 1.532(13) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 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 Bi1 Cl3 88.69(14) . . ?
Cl1 Bi1 Cl4 90.97(15) . . ?
Cl1 Bi1 Cl5 177.27(14) . . ?
Cl1 Bi1 Cl6 96.62(13) . . ?
Cl2 Bi1 Cl1 93.38(14) . . ?
Cl2 Bi1 Cl3 90.73(13) . . ?
Cl2 Bi1 Cl4 95.08(13) . . ?
Cl2 Bi1 Cl5 87.40(12) . . ?
Cl2 Bi1 Cl6 169.98(11) . . ?
Cl3 Bi1 Cl4 174.19(12) . . ?
Cl3 Bi1 Cl5 88.69(12) . . ?
Cl3 Bi1 Cl6 88.80(12) . . ?
Cl4 Bi1 Cl5 91.57(14) . . ?
Cl4 Bi1 Cl6 85.47(12) . . ?
Cl5 Bi1 Cl6 82.59(9) . . ?
Cl6 Bi2 Cl5 84.22(10) . . ?
Cl7 Bi2 Cl5 85.74(13) . . ?
Cl7 Bi2 Cl6 88.24(15) . . ?
Cl8 Bi2 Cl5 175.00(13) . . ?
Cl8 Bi2 Cl6 91.58(13) . . ?
Cl8 Bi2 Cl7 96.87(16) . . ?
Cl8 Bi2 Cl9 91.81(14) . . ?
Cl8 Bi2 Cl10 90.02(15) . . ?
Cl9 Bi2 Cl5 92.39(11) . . ?
Cl9 Bi2 Cl6 176.60(12) . . ?
Cl9 Bi2 Cl7 91.49(15) . . ?
Cl9 Bi2 Cl10 89.21(12) . . ?
Cl10 Bi2 Cl5 87.33(12) . . ?
Cl10 Bi2 Cl6 90.65(12) . . ?
Cl10 Bi2 Cl7 173.05(11) . . ?
Bi1 Cl5 Bi2 96.12(9) . . ?
Bi2 Cl6 Bi1 96.92(10) . . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C7 N1 H1A 109.5 . . ?
C7 N1 H1B 109.5 . . ?
C7 N1 H1C 109.5 . . ?
C2 C1 C6 119.1(14) . . ?
C2 C1 C7 124.2(13) . . ?
C6 C1 C7 116.6(13) . . ?
C1 C2 H2 120.1 . . ?
C1 C2 C3 119.8(15) . . ?
C3 C2 H2 120.1 . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.9(16) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 H4 119.6 . . ?
C5 C4 C3 120.8(15) . . ?
C5 C4 H4 119.6 . . ?
C4 C5 H5 119.7 . . ?
C4 C5 C6 120.5(15) . . ?
C6 C5 H5 119.7 . . ?
C1 C6 H6 120.0 . . ?
C5 C6 C1 119.9(15) . . ?
C5 C6 H6 120.0 . . ?
N1 C7 H7 107.8 . . ?
N1 C7 C8 109.6(12) . . ?
C1 C7 N1 110.0(11) . . ?
C1 C7 H7 107.8 . . ?
C1 C7 C8 113.6(13) . . ?
C8 C7 H7 107.8 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
H2A N2 H2B 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
C15 N2 H2A 109.5 . . ?
C15 N2 H2B 109.5 . . ?
C15 N2 H2C 109.5 . . ?
C10 C9 C15 121.1(15) . . ?
C14 C9 C10 118.1(16) . . ?
C14 C9 C15 120.7(15) . . ?
C9 C10 H10 118.9 . . ?
C11 C10 C9 122.2(18) . . ?
C11 C10 H10 118.9 . . ?
C10 C11 H11 120.1 . . ?
C10 C11 C12 119.8(19) . . ?
C12 C11 H11 120.1 . . ?
C11 C12 H12 121.0 . . ?
C13 C12 C11 117.9(18) . . ?
C13 C12 H12 121.0 . . ?
C12 C13 H13 118.6 . . ?
C12 C13 C14 122.8(18) . . ?
C14 C13 H13 118.6 . . ?
C9 C14 C13 119.1(17) . . ?
C9 C14 H14 120.5 . . ?
C13 C14 H14 120.5 . . ?
N2 C15 H15 107.9 . . ?
C9 C15 N2 111.8(12) . . ?
C9 C15 H15 107.9 . . ?
C16 C15 N2 106.6(13) . . ?
C16 C15 C9 114.6(14) . . ?
C16 C15 H15 107.9 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
H3A N3 H3B 109.5 . . ?
H3A N3 H3C 109.5 . . ?
H3B N3 H3C 109.5 . . ?
C23 N3 H3A 109.5 . . ?
C23 N3 H3B 109.5 . . ?
C23 N3 H3C 109.5 . . ?
C18 C17 C23 119.5(13) . . ?
C22 C17 C18 118.0(14) . . ?
C22 C17 C23 122.5(13) . . ?
C17 C18 H18 120.4 . . ?
C17 C18 C19 119.2(15) . . ?
C19 C18 H18 120.4 . . ?
C18 C19 H19 120.0 . . ?
C20 C19 C18 120.0(15) . . ?
C20 C19 H19 120.0 . . ?
C19 C20 H20 120.2 . . ?
C21 C20 C19 119.6(16) . . ?
C21 C20 H20 120.2 . . ?
C20 C21 H21 119.6 . . ?
C20 C21 C22 120.9(17) . . ?
C22 C21 H21 119.6 . . ?
C17 C22 H22 118.9 . . ?
C21 C22 C17 122.2(15) . . ?
C21 C22 H22 118.9 . . ?
N3 C23 H23 108.0 . . ?
N3 C23 C24 108.6(12) . . ?
C17 C23 N3 111.5(12) . . ?
C17 C23 H23 108.0 . . ?
C17 C23 C24 112.7(13) . . ?
C24 C23 H23 108.0 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
H4A N4 H4B 109.5 . . ?
H4A N4 H4C 109.5 . . ?
H4B N4 H4C 109.5 . . ?
C31 N4 H4A 109.5 . . ?
C31 N4 H4B 109.5 . . ?
C31 N4 H4C 109.5 . . ?
C26 C25 C31 119.6(17) . . ?
C30 C25 C26 118.9(16) . . ?
C30 C25 C31 121.5(17) . . ?
C25 C26 H26 118.2 . . ?
C27 C26 C25 124(2) . . ?
C27 C26 H26 118.2 . . ?
C26 C27 H27 121.5 . . ?
C26 C27 C28 117(2) . . ?
C28 C27 H27 121.5 . . ?
C27 C28 H28 120.1 . . ?
C29 C28 C27 120(2) . . ?
C29 C28 H28 120.1 . . ?
C28 C29 H29 118.6 . . ?
C28 C29 C30 122.8(18) . . ?
C30 C29 H29 118.6 . . ?
C25 C30 C29 117.9(16) . . ?
C25 C30 H30 121.0 . . ?
C29 C30 H30 121.0 . . ?
N4 C31 C25 111.5(17) . . ?
N4 C31 H31 109.9 . . ?
N4 C31 C32 105(2) . . ?
C25 C31 H31 109.9 . . ?
C25 C31 C32 110.4(18) . . ?
C32 C31 H31 109.9 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 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
C1 C2 C3 C4 -1(3) . . . . ?
C2 C1 C6 C5 -1(2) . . . . ?
C2 C1 C7 N1 -97.4(16) . . . . ?
C2 C1 C7 C8 26(2) . . . . ?
C2 C3 C4 C5 1(3) . . . . ?
C3 C4 C5 C6 -1(3) . . . . ?
C4 C5 C6 C1 1(3) . . . . ?
C6 C1 C2 C3 1(2) . . . . ?
C6 C1 C7 N1 86.0(15) . . . . ?
C6 C1 C7 C8 -150.6(14) . . . . ?
C7 C1 C2 C3 -175.5(14) . . . . ?
C7 C1 C6 C5 176.0(14) . . . . ?
C9 C10 C11 C12 2(3) . . . . ?
C10 C9 C14 C13 -1(2) . . . . ?
C10 C9 C15 N2 109.1(16) . . . . ?
C10 C9 C15 C16 -129.5(16) . . . . ?
C10 C11 C12 C13 0(3) . . . . ?
C11 C12 C13 C14 -2(3) . . . . ?
C12 C13 C14 C9 3(3) . . . . ?
C14 C9 C10 C11 -2(2) . . . . ?
C14 C9 C15 N2 -74.3(18) . . . . ?
C14 C9 C15 C16 47(2) . . . . ?
C15 C9 C10 C11 174.8(15) . . . . ?
C15 C9 C14 C13 -177.4(15) . . . . ?
C17 C18 C19 C20 2(3) . . . . ?
C18 C17 C22 C21 -1(3) . . . . ?
C18 C17 C23 N3 -55.6(18) . . . . ?
C18 C17 C23 C24 66.7(18) . . . . ?
C18 C19 C20 C21 -2(3) . . . . ?
C19 C20 C21 C22 1(3) . . . . ?
C20 C21 C22 C17 0(3) . . . . ?
C22 C17 C18 C19 0(2) . . . . ?
C22 C17 C23 N3 127.7(15) . . . . ?
C22 C17 C23 C24 -110.0(16) . . . . ?
C23 C17 C18 C19 -177.0(15) . . . . ?
C23 C17 C22 C21 176.0(17) . . . . ?
C25 C26 C27 C28 -1(4) . . . . ?
C26 C25 C30 C29 -2(3) . . . . ?
C26 C25 C31 N4 116(2) . . . . ?
C26 C25 C31 C32 -128(3) . . . . ?
C26 C27 C28 C29 1(4) . . . . ?
C27 C28 C29 C30 -2(3) . . . . ?
C28 C29 C30 C25 2(3) . . . . ?
C30 C25 C26 C27 2(3) . . . . ?
C30 C25 C31 N4 -64(2) . . . . ?
C30 C25 C31 C32 52(3) . . . . ?
C31 C25 C26 C27 -178(2) . . . . ?
C31 C25 C30 C29 178.1(16) . . . . ?

_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 10.951
_oxdiff_exptl_absorpt_empirical_full_min 0.340
####################################################################### 
# 
# 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_mx10097
_database_code_depnum_ccdc_archive 'CCDC 2233315'
loop_
_audit_author_name
_audit_author_address
'Yangwu Guo'
;Technical Institute of Physics and Chemistry, CAS
China
;
_audit_update_record             
;
2022-12-29 deposited with the CCDC.	2023-03-23 downloaded from the CCDC.
;
_audit_creation_date             2022-03-16
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Bi2 Cl10, 4(C8 H12 N)'
_chemical_formula_sum            'C32 H48 Bi2 Cl10 N4'
_chemical_formula_weight         1261.20
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHNBiCl
_chemical_oxdiff_usercomment     CNHCuPF
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'
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'

_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                   11.6344(3)
_cell_length_b                   14.3276(3)
_cell_length_c                   13.6062(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.890(2)
_cell_angle_gamma                90
_cell_volume                     2259.80(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    25017
_cell_measurement_temperature    170.00(10)
_cell_measurement_theta_max      29.4950
_cell_measurement_theta_min      2.0250
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    8.395
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.33103
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45i (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'translucent light white'
_exptl_crystal_density_diffrn    1.854
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1208
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0954
_diffrn_reflns_av_unetI/netI     0.0703
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.894
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            42947
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.845
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.918
_diffrn_reflns_theta_min         1.757
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      170.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.894
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     33.00  59.00   0.50    1.50    --    5.00  45.00   0.00   52
  2  ω     18.00  73.00   0.50    1.50    --    5.00  45.00  90.00  110
  3  ω     13.00  39.00   0.50    1.50    --    5.00  45.00  85.59   52
  4  ω     -1.00  43.00   0.50    1.50    --    5.00  45.00 120.00   88
  5  ω     46.00  93.00   0.50    1.50    --    5.00  45.00  60.00   94
  6  ω    -90.00   9.00   0.50    1.50    --  -11.60  45.00 120.00  198
  7  ω    -97.00  37.00   0.50    1.50    --  -11.60  45.00  60.00  268
  8  ω   -100.00 -38.00   0.50    1.50    --  -11.60  45.00 -19.98  124
  9  ω   -101.00  77.00   0.50    1.50    --  -11.60  45.00 173.44  356
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC10 (RCD3): fixed-chi single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0060113000
_diffrn_orient_matrix_UB_12      -0.0136381000
_diffrn_orient_matrix_UB_13      -0.0502951000
_diffrn_orient_matrix_UB_21      -0.0421213000
_diffrn_orient_matrix_UB_22      -0.0334479000
_diffrn_orient_matrix_UB_23      0.0107757000
_diffrn_orient_matrix_UB_31      -0.0439716000
_diffrn_orient_matrix_UB_32      0.0338381000
_diffrn_orient_matrix_UB_33      -0.0096448000
_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         0.825
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.793
_reflns_number_gt                10159
_reflns_number_total             12118
_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 1.171.39.45i (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45i (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45i (Rigaku OD, 2018)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         2.019
_refine_diff_density_min         -2.105
_refine_diff_density_rms         0.171
_refine_ls_abs_structure_details 
;
 Flack x determined using 3883 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.006(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     440
_refine_ls_number_reflns         12118
_refine_ls_number_restraints     61
_refine_ls_R_factor_all          0.0628
_refine_ls_R_factor_gt           0.0524
_refine_ls_restrained_S_all      1.030
_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)+(0.0783P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1295
_refine_ls_wR_factor_ref         0.1331
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C22-C21 = C21-C20 = C20-C19 = C19-C18 = C18-C17 = C22-C17
 1.39 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
N3 \\sim C23 \\sim C24 \\sim C17 \\sim C22 \\sim C21 \\sim C20 \\sim C19 \\sim
C18: within 1.7A with sigma of 0.01 and sigma for terminal atoms of 0.02 within
1.7A
C23 \\sim C24 \\sim C22 \\sim C21 \\sim C20 \\sim C19 \\sim C18 \\sim C17 \\sim
N3: within 1.7A with sigma of 0.02 and sigma for terminal atoms of 0.04 within
1.7A
4.a Riding coordinates:
 C24(H24A,H24B,H24C)
4.b Ternary CH refined with riding coordinates:
 C7(H7), C15(H15), C23(H23), C31(H31)
4.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C10(H10), C11(H11), C12(H12),
 C13(H13), C14(H14), C18(H18), C19(H19), C20(H20), C21(H21), C22(H22), C26(H26),
  C27(H27), C28(H28), C29(H29), C30(H30)
4.d Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C), C8(H8A,H8B,H8C), N2(H2A,H2B,H2C), C16(H16A,H16B,H16C),
 N3(H3A,H3B,H3C), N4(H4A,H4B,H4C), C32(H32A,H32B,H32C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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
Bi1 Bi 0.10970(4) 0.44749(2) 0.39112(3) 0.03673(14) Uani 1 1 d . . . . .
Bi2 Bi 0.40252(4) 0.51541(3) 0.60118(3) 0.03562(13) Uani 1 1 d . . . . .
Cl1 Cl 0.0782(4) 0.4464(4) 0.2059(2) 0.0627(9) Uani 1 1 d . . . . .
Cl2 Cl 0.0304(4) 0.6224(3) 0.4169(3) 0.0683(12) Uani 1 1 d . . . . .
Cl3 Cl -0.0968(3) 0.3766(3) 0.4091(3) 0.0539(8) Uani 1 1 d . . . . .
Cl4 Cl 0.1949(3) 0.2736(2) 0.3889(3) 0.0449(7) Uani 1 1 d . . . . .
Cl5 Cl 0.3314(3) 0.5238(3) 0.3832(2) 0.0448(7) Uani 1 1 d . . . . .
Cl6 Cl 0.1715(3) 0.4475(3) 0.6085(2) 0.0439(7) Uani 1 1 d . . . . .
Cl7 Cl 0.3219(3) 0.6909(2) 0.6179(3) 0.0455(7) Uani 1 1 d . . . . .
Cl8 Cl 0.4256(4) 0.4991(3) 0.7858(3) 0.0552(9) Uani 1 1 d . . . . .
Cl9 Cl 0.4817(3) 0.3422(2) 0.5649(3) 0.0525(8) Uani 1 1 d . . . . .
Cl10 Cl 0.6046(3) 0.5837(3) 0.5936(3) 0.0683(11) Uani 1 1 d . . . . .
N1 N 0.2499(12) 0.7663(9) 0.4050(9) 0.060(3) Uani 1 1 d . . . . .
H1A H 0.210717 0.712934 0.401358 0.072 Uiso 1 1 calc R U . . .
H1B H 0.232561 0.798038 0.458017 0.072 Uiso 1 1 calc R U . . .
H1C H 0.325230 0.754234 0.409555 0.072 Uiso 1 1 calc R U . . .
C1 C 0.2566(11) 0.7788(9) 0.2212(9) 0.042(3) Uani 1 1 d . . . . .
C2 C 0.3484(12) 0.8145(11) 0.1729(12) 0.055(4) Uani 1 1 d . . . . .
H2 H 0.389617 0.864884 0.200884 0.066 Uiso 1 1 calc R U . . .
C3 C 0.3795(14) 0.7791(14) 0.0876(12) 0.066(4) Uani 1 1 d . . . . .
H3 H 0.438299 0.806826 0.055777 0.080 Uiso 1 1 calc R U . . .
C4 C 0.3237(14) 0.7016(12) 0.0478(12) 0.067(4) Uani 1 1 d . . . . .
H4 H 0.344151 0.675448 -0.010743 0.080 Uiso 1 1 calc R U . . .
C5 C 0.2358(16) 0.6637(12) 0.0982(12) 0.072(5) Uani 1 1 d . . . . .
H5 H 0.200722 0.609099 0.074004 0.086 Uiso 1 1 calc R U . . .
C6 C 0.1976(14) 0.7030(11) 0.1825(11) 0.060(4) Uani 1 1 d . . . . .
H6 H 0.134441 0.678890 0.211478 0.072 Uiso 1 1 calc R U . . .
C7 C 0.2179(13) 0.8242(9) 0.3127(10) 0.052(3) Uani 1 1 d . . . . .
H7 H 0.258962 0.883760 0.321132 0.062 Uiso 1 1 calc R U . . .
C8 C 0.0936(15) 0.8449(13) 0.3105(12) 0.081(6) Uani 1 1 d . . . . .
H8A H 0.051972 0.788261 0.320294 0.122 Uiso 1 1 calc R U . . .
H8B H 0.067550 0.871434 0.247753 0.122 Uiso 1 1 calc R U . . .
H8C H 0.080419 0.888394 0.361986 0.122 Uiso 1 1 calc R U . . .
N2 N 0.4482(10) 0.3183(8) 0.3287(7) 0.048(3) Uani 1 1 d . . . . .
H2A H 0.512158 0.284675 0.341147 0.058 Uiso 1 1 calc R U . . .
H2B H 0.390780 0.292038 0.357912 0.058 Uiso 1 1 calc R U . . .
H2C H 0.460049 0.375916 0.351758 0.058 Uiso 1 1 calc R U . . .
C9 C 0.4933(12) 0.3875(9) 0.1683(9) 0.043(3) Uani 1 1 d . . . . .
C10 C 0.4494(13) 0.4577(10) 0.1051(9) 0.052(3) Uani 1 1 d . . . . .
H10 H 0.370138 0.467669 0.097391 0.062 Uiso 1 1 calc R U . . .
C11 C 0.5203(15) 0.5127(12) 0.0536(11) 0.064(4) Uani 1 1 d . . . . .
H11 H 0.488179 0.557418 0.009939 0.077 Uiso 1 1 calc R U . . .
C12 C 0.6351(14) 0.5028(12) 0.0656(10) 0.060(4) Uani 1 1 d . . . . .
H12 H 0.682280 0.541275 0.031364 0.072 Uiso 1 1 calc R U . . .
C13 C 0.6842(13) 0.4340(12) 0.1302(12) 0.062(4) Uani 1 1 d . . . . .
H13 H 0.763864 0.426672 0.138746 0.075 Uiso 1 1 calc R U . . .
C14 C 0.6125(15) 0.3772(10) 0.1811(11) 0.065(5) Uani 1 1 d . . . . .
H14 H 0.644653 0.331881 0.223994 0.078 Uiso 1 1 calc R U . . .
C15 C 0.4167(12) 0.3221(9) 0.2166(9) 0.046(3) Uani 1 1 d . . . . .
H15 H 0.336955 0.344079 0.204603 0.056 Uiso 1 1 calc R U . . .
C16 C 0.4240(13) 0.2240(10) 0.1761(11) 0.057(4) Uani 1 1 d . . . . .
H16A H 0.501143 0.200799 0.189501 0.086 Uiso 1 1 calc R U . . .
H16B H 0.404208 0.224818 0.106180 0.086 Uiso 1 1 calc R U . . .
H16C H 0.371273 0.184281 0.207054 0.086 Uiso 1 1 calc R U . . .
N3 N 0.2399(15) 0.2208(12) 0.6161(10) 0.092(5) Uani 1 1 d . U . . .
H3A H 0.271752 0.197163 0.564384 0.110 Uiso 1 1 calc R U . . .
H3B H 0.232392 0.282331 0.608865 0.110 Uiso 1 1 calc R U . . .
H3C H 0.170829 0.195280 0.620374 0.110 Uiso 1 1 calc R U . . .
C17 C 0.2501(14) 0.2093(11) 0.7970(11) 0.072(4) Uani 1 1 d D U . . .
C18 C 0.2775(17) 0.2793(14) 0.8666(12) 0.087(4) Uani 1 1 d D U . . .
H18 H 0.335050 0.321710 0.854239 0.105 Uiso 1 1 calc R U . . .
C19 C 0.2239(16) 0.2890(15) 0.9528(14) 0.098(5) Uani 1 1 d D U . . .
H19 H 0.246181 0.334653 0.999254 0.117 Uiso 1 1 calc R U . . .
C20 C 0.1351(16) 0.2270(12) 0.9664(13) 0.085(4) Uani 1 1 d D U . . .
H20 H 0.095575 0.230836 1.022848 0.102 Uiso 1 1 calc R U . . .
C21 C 0.1051(14) 0.1597(14) 0.8965(10) 0.074(4) Uani 1 1 d D U . . .
H21 H 0.043702 0.120336 0.906780 0.089 Uiso 1 1 calc R U . . .
C22 C 0.1620(12) 0.1475(12) 0.8110(11) 0.069(4) Uani 1 1 d D U . . .
H22 H 0.141629 0.100329 0.765914 0.083 Uiso 1 1 calc R U . . .
C23 C 0.3114(19) 0.2013(16) 0.7033(14) 0.093(5) Uani 1 1 d . U . . .
H23 H 0.375994 0.245494 0.707636 0.112 Uiso 1 1 calc R U . . .
C24 C 0.356(2) 0.110(2) 0.6903(17) 0.153(9) Uani 1 1 d . U . . .
H24A H 0.317601 0.080041 0.633427 0.230 Uiso 1 1 d R U . . .
H24B H 0.346731 0.072461 0.747777 0.230 Uiso 1 1 d R U . . .
H24C H 0.436911 0.115541 0.681437 0.230 Uiso 1 1 d R U . . .
N4 N 0.0466(9) 0.6487(8) 0.6619(7) 0.047(3) Uani 1 1 d . . . . .
H4A H -0.021845 0.640779 0.628426 0.057 Uiso 1 1 calc R U . . .
H4B H 0.086214 0.595545 0.662095 0.057 Uiso 1 1 calc R U . . .
H4C H 0.085402 0.693246 0.633318 0.057 Uiso 1 1 calc R U . . .
C25 C -0.0169(11) 0.5943(9) 0.8210(9) 0.043(3) Uani 1 1 d . . . . .
C26 C 0.0447(14) 0.5367(10) 0.8798(10) 0.055(4) Uani 1 1 d . . . . .
H26 H 0.124671 0.541625 0.886839 0.066 Uiso 1 1 calc R U . . .
C27 C -0.0118(16) 0.4668(10) 0.9327(11) 0.058(4) Uani 1 1 d . . . . .
H27 H 0.030728 0.426499 0.975286 0.069 Uiso 1 1 calc R U . . .
C28 C -0.1280(16) 0.4598(10) 0.9203(10) 0.062(5) Uani 1 1 d . . . . .
H28 H -0.164707 0.413141 0.953410 0.074 Uiso 1 1 calc R U . . .
C29 C -0.1913(14) 0.5181(12) 0.8618(12) 0.065(5) Uani 1 1 d . . . . .
H29 H -0.271118 0.511587 0.855280 0.079 Uiso 1 1 calc R U . . .
C30 C -0.1400(12) 0.5888(11) 0.8099(11) 0.057(4) Uani 1 1 d . . . . .
H30 H -0.183952 0.630378 0.770005 0.068 Uiso 1 1 calc R U . . .
C31 C 0.0296(12) 0.6768(9) 0.7672(10) 0.048(3) Uani 1 1 d . . . . .
H31 H -0.028817 0.726290 0.764708 0.057 Uiso 1 1 calc R U . . .
C32 C 0.1407(16) 0.7166(15) 0.8167(13) 0.089(7) Uani 1 1 d . . . . .
H32A H 0.190052 0.666439 0.840801 0.133 Uiso 1 1 calc R U . . .
H32B H 0.123362 0.755672 0.870835 0.133 Uiso 1 1 calc R U . . .
H32C H 0.178901 0.752794 0.769874 0.133 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
Bi1 Cl1 2.515(3) . ?
Bi1 Cl2 2.704(4) . ?
Bi1 Cl3 2.638(3) . ?
Bi1 Cl4 2.683(3) . ?
Bi1 Cl5 2.812(3) . ?
Bi1 Cl6 2.984(3) . ?
Bi2 Cl5 3.012(3) . ?
Bi2 Cl6 2.869(3) . ?
Bi2 Cl7 2.701(3) . ?
Bi2 Cl8 2.515(3) . ?
Bi2 Cl9 2.707(3) . ?
Bi2 Cl10 2.557(4) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?
N1 C7 1.524(17) . ?
C1 C2 1.40(2) . ?
C1 C6 1.365(19) . ?
C1 C7 1.508(17) . ?
C2 H2 0.9300 . ?
C2 C3 1.34(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.37(2) . ?
C4 H4 0.9300 . ?
C4 C5 1.39(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.38(2) . ?
C6 H6 0.9300 . ?
C7 H7 0.9800 . ?
C7 C8 1.47(2) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 H2C 0.8900 . ?
N2 C15 1.539(15) . ?
C9 C10 1.392(18) . ?
C9 C14 1.39(2) . ?
C9 C15 1.484(18) . ?
C10 H10 0.9300 . ?
C10 C11 1.38(2) . ?
C11 H11 0.9300 . ?
C11 C12 1.34(2) . ?
C12 H12 0.9300 . ?
C12 C13 1.41(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.39(2) . ?
C14 H14 0.9300 . ?
C15 H15 0.9800 . ?
C15 C16 1.51(2) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
N3 H3A 0.8900 . ?
N3 H3B 0.8900 . ?
N3 H3C 0.8900 . ?
N3 C23 1.42(2) . ?
C17 C18 1.398(12) . ?
C17 C22 1.379(12) . ?
C17 C23 1.52(2) . ?
C18 H18 0.9300 . ?
C18 C19 1.382(12) . ?
C19 H19 0.9300 . ?
C19 C20 1.388(12) . ?
C20 H20 0.9300 . ?
C20 C21 1.377(12) . ?
C21 H21 0.9300 . ?
C21 C22 1.399(12) . ?
C22 H22 0.9300 . ?
C23 H23 0.9800 . ?
C23 C24 1.43(3) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9601 . ?
N4 H4A 0.8900 . ?
N4 H4B 0.8900 . ?
N4 H4C 0.8900 . ?
N4 C31 1.518(15) . ?
C25 C26 1.319(19) . ?
C25 C30 1.429(19) . ?
C25 C31 1.515(17) . ?
C26 H26 0.9300 . ?
C26 C27 1.43(2) . ?
C27 H27 0.9300 . ?
C27 C28 1.35(2) . ?
C28 H28 0.9300 . ?
C28 C29 1.33(2) . ?
C29 H29 0.9300 . ?
C29 C30 1.40(2) . ?
C30 H30 0.9300 . ?
C31 H31 0.9800 . ?
C31 C32 1.52(2) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 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 Bi1 Cl2 96.53(14) . . ?
Cl1 Bi1 Cl3 91.97(13) . . ?
Cl1 Bi1 Cl4 90.29(14) . . ?
Cl1 Bi1 Cl5 91.14(11) . . ?
Cl1 Bi1 Cl6 174.43(12) . . ?
Cl2 Bi1 Cl5 88.20(13) . . ?
Cl2 Bi1 Cl6 85.85(12) . . ?
Cl3 Bi1 Cl2 91.23(14) . . ?
Cl3 Bi1 Cl4 89.08(11) . . ?
Cl3 Bi1 Cl5 176.89(10) . . ?
Cl3 Bi1 Cl6 93.01(10) . . ?
Cl4 Bi1 Cl2 173.16(10) . . ?
Cl4 Bi1 Cl5 91.14(11) . . ?
Cl4 Bi1 Cl6 87.31(11) . . ?
Cl5 Bi1 Cl6 83.90(9) . . ?
Cl6 Bi2 Cl5 82.42(8) . . ?
Cl7 Bi2 Cl5 88.70(11) . . ?
Cl7 Bi2 Cl6 88.84(11) . . ?
Cl7 Bi2 Cl9 174.33(11) . . ?
Cl8 Bi2 Cl5 169.78(11) . . ?
Cl8 Bi2 Cl6 87.37(11) . . ?
Cl8 Bi2 Cl7 90.60(12) . . ?
Cl8 Bi2 Cl9 95.06(12) . . ?
Cl8 Bi2 Cl10 93.20(14) . . ?
Cl9 Bi2 Cl5 85.78(10) . . ?
Cl9 Bi2 Cl6 91.70(12) . . ?
Cl10 Bi2 Cl5 96.98(12) . . ?
Cl10 Bi2 Cl6 177.32(13) . . ?
Cl10 Bi2 Cl7 88.54(13) . . ?
Cl10 Bi2 Cl9 90.86(14) . . ?
Bi1 Cl5 Bi2 97.06(8) . . ?
Bi2 Cl6 Bi1 96.48(8) . . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C7 N1 H1A 109.5 . . ?
C7 N1 H1B 109.5 . . ?
C7 N1 H1C 109.5 . . ?
C2 C1 C7 121.6(12) . . ?
C6 C1 C2 119.3(13) . . ?
C6 C1 C7 119.1(13) . . ?
C1 C2 H2 118.7 . . ?
C3 C2 C1 122.7(15) . . ?
C3 C2 H2 118.7 . . ?
C2 C3 H3 120.2 . . ?
C2 C3 C4 119.5(17) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 121.2 . . ?
C3 C4 C5 117.7(15) . . ?
C5 C4 H4 121.2 . . ?
C4 C5 H5 118.3 . . ?
C6 C5 C4 123.5(16) . . ?
C6 C5 H5 118.3 . . ?
C1 C6 C5 117.2(15) . . ?
C1 C6 H6 121.4 . . ?
C5 C6 H6 121.4 . . ?
N1 C7 H7 107.2 . . ?
C1 C7 N1 112.1(11) . . ?
C1 C7 H7 107.2 . . ?
C8 C7 N1 107.3(11) . . ?
C8 C7 C1 115.5(14) . . ?
C8 C7 H7 107.2 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
H2A N2 H2B 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
C15 N2 H2A 109.5 . . ?
C15 N2 H2B 109.5 . . ?
C15 N2 H2C 109.5 . . ?
C10 C9 C15 121.8(13) . . ?
C14 C9 C10 117.6(13) . . ?
C14 C9 C15 120.5(12) . . ?
C9 C10 H10 119.2 . . ?
C11 C10 C9 121.6(15) . . ?
C11 C10 H10 119.2 . . ?
C10 C11 H11 119.6 . . ?
C12 C11 C10 120.9(15) . . ?
C12 C11 H11 119.6 . . ?
C11 C12 H12 120.1 . . ?
C11 C12 C13 119.8(15) . . ?
C13 C12 H12 120.1 . . ?
C12 C13 H13 120.3 . . ?
C14 C13 C12 119.4(14) . . ?
C14 C13 H13 120.3 . . ?
C9 C14 H14 119.7 . . ?
C13 C14 C9 120.6(13) . . ?
C13 C14 H14 119.7 . . ?
N2 C15 H15 108.6 . . ?
C9 C15 N2 111.1(11) . . ?
C9 C15 H15 108.6 . . ?
C9 C15 C16 111.8(11) . . ?
C16 C15 N2 108.1(11) . . ?
C16 C15 H15 108.6 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
H3A N3 H3B 109.5 . . ?
H3A N3 H3C 109.5 . . ?
H3B N3 H3C 109.5 . . ?
C23 N3 H3A 109.5 . . ?
C23 N3 H3B 109.5 . . ?
C23 N3 H3C 109.5 . . ?
C18 C17 C23 121.8(16) . . ?
C22 C17 C18 119.7(15) . . ?
C22 C17 C23 118.4(16) . . ?
C17 C18 H18 118.2 . . ?
C19 C18 C17 123.7(18) . . ?
C19 C18 H18 118.2 . . ?
C18 C19 H19 121.8 . . ?
C18 C19 C20 116.3(19) . . ?
C20 C19 H19 121.8 . . ?
C19 C20 H20 119.8 . . ?
C21 C20 C19 120.3(18) . . ?
C21 C20 H20 119.8 . . ?
C20 C21 H21 118.3 . . ?
C20 C21 C22 123.5(16) . . ?
C22 C21 H21 118.3 . . ?
C17 C22 C21 116.4(16) . . ?
C17 C22 H22 121.8 . . ?
C21 C22 H22 121.8 . . ?
N3 C23 C17 113.8(17) . . ?
N3 C23 H23 108.3 . . ?
N3 C23 C24 106(2) . . ?
C17 C23 H23 108.3 . . ?
C24 C23 C17 112.1(15) . . ?
C24 C23 H23 108.3 . . ?
C23 C24 H24A 110.8 . . ?
C23 C24 H24B 109.9 . . ?
C23 C24 H24C 107.8 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
H4A N4 H4B 109.5 . . ?
H4A N4 H4C 109.5 . . ?
H4B N4 H4C 109.5 . . ?
C31 N4 H4A 109.5 . . ?
C31 N4 H4B 109.5 . . ?
C31 N4 H4C 109.5 . . ?
C26 C25 C30 121.1(13) . . ?
C26 C25 C31 125.8(13) . . ?
C30 C25 C31 112.9(13) . . ?
C25 C26 H26 120.1 . . ?
C25 C26 C27 119.7(16) . . ?
C27 C26 H26 120.1 . . ?
C26 C27 H27 120.4 . . ?
C28 C27 C26 119.2(15) . . ?
C28 C27 H27 120.4 . . ?
C27 C28 H28 119.2 . . ?
C29 C28 C27 121.6(13) . . ?
C29 C28 H28 119.2 . . ?
C28 C29 H29 119.4 . . ?
C28 C29 C30 121.2(15) . . ?
C30 C29 H29 119.4 . . ?
C25 C30 H30 121.5 . . ?
C29 C30 C25 117.1(16) . . ?
C29 C30 H30 121.5 . . ?
N4 C31 H31 107.8 . . ?
C25 C31 N4 109.3(10) . . ?
C25 C31 H31 107.8 . . ?
C25 C31 C32 113.8(12) . . ?
C32 C31 N4 110.1(12) . . ?
C32 C31 H31 107.8 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 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
C1 C2 C3 C4 -4(2) . . . . ?
C2 C1 C6 C5 2(2) . . . . ?
C2 C1 C7 N1 -108.2(14) . . . . ?
C2 C1 C7 C8 128.5(14) . . . . ?
C2 C3 C4 C5 1(2) . . . . ?
C3 C4 C5 C6 4(3) . . . . ?
C4 C5 C6 C1 -5(3) . . . . ?
C6 C1 C2 C3 2(2) . . . . ?
C6 C1 C7 N1 74.4(17) . . . . ?
C6 C1 C7 C8 -49.0(17) . . . . ?
C7 C1 C2 C3 -175.4(14) . . . . ?
C7 C1 C6 C5 179.8(14) . . . . ?
C9 C10 C11 C12 -3(2) . . . . ?
C10 C9 C14 C13 -1(2) . . . . ?
C10 C9 C15 N2 -128.4(13) . . . . ?
C10 C9 C15 C16 110.7(14) . . . . ?
C10 C11 C12 C13 1(3) . . . . ?
C11 C12 C13 C14 0(2) . . . . ?
C12 C13 C14 C9 0(2) . . . . ?
C14 C9 C10 C11 3(2) . . . . ?
C14 C9 C15 N2 55.0(16) . . . . ?
C14 C9 C15 C16 -65.8(17) . . . . ?
C15 C9 C10 C11 -174.0(14) . . . . ?
C15 C9 C14 C13 175.2(14) . . . . ?
C17 C18 C19 C20 -3(3) . . . . ?
C18 C17 C22 C21 0(3) . . . . ?
C18 C17 C23 N3 -112(2) . . . . ?
C18 C17 C23 C24 128(3) . . . . ?
C18 C19 C20 C21 1(3) . . . . ?
C19 C20 C21 C22 2(3) . . . . ?
C20 C21 C22 C17 -2(3) . . . . ?
C22 C17 C18 C19 3(3) . . . . ?
C22 C17 C23 N3 65(2) . . . . ?
C22 C17 C23 C24 -55(3) . . . . ?
C23 C17 C18 C19 -180(2) . . . . ?
C23 C17 C22 C21 -177.7(16) . . . . ?
C25 C26 C27 C28 1(2) . . . . ?
C26 C25 C30 C29 -2(2) . . . . ?
C26 C25 C31 N4 98.0(15) . . . . ?
C26 C25 C31 C32 -25.6(19) . . . . ?
C26 C27 C28 C29 -2(2) . . . . ?
C27 C28 C29 C30 0(2) . . . . ?
C28 C29 C30 C25 1(2) . . . . ?
C30 C25 C26 C27 1(2) . . . . ?
C30 C25 C31 N4 -87.9(13) . . . . ?
C30 C25 C31 C32 148.5(14) . . . . ?
C31 C25 C26 C27 174.4(12) . . . . ?
C31 C25 C30 C29 -176.3(12) . . . . ?

_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 2.517
_oxdiff_exptl_absorpt_empirical_full_min 0.548
