# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_oka-2
_database_code_depnum_ccdc_archive 'CCDC 1062361'
_audit_update_record             
;
2015-04-29 deposited with the CCDC.
2015-07-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        alpha-[BiBr3(bp2mo)2]
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H16 Bi Br3 N4 O2'
_chemical_formula_sum            'C20 H16 Bi Br3 N4 O2'
_chemical_formula_weight         793.08

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 -4.0111 8.9310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'


loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.6004(4)
_cell_length_b                   15.6899(4)
_cell_length_c                   22.9678(5)
_cell_angle_alpha                97.535(2)
_cell_angle_beta                 93.734(3)
_cell_angle_gamma                96.040(3)
_cell_volume                     3399.76(18)
_cell_formula_units_Z            6
_cell_measurement_temperature    293.0(1)
_cell_measurement_reflns_used    20164
_cell_measurement_theta_min      3.1750
_cell_measurement_theta_max      76.3690

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.324
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2208
_exptl_absorpt_coefficient_mu    21.674
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.61430
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35g (release 09-12-2014 CrysAlis171 .NET)
(compiled Dec  9 2014,15:38:47)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293.0(1)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'SuperNova (Cu) sealed X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Single source at offset, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 5.1990
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            35956
_diffrn_reflns_av_R_equivalents  0.0347
_diffrn_reflns_av_sigmaI/netI    0.0395
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.86
_diffrn_reflns_theta_max         76.78
_reflns_number_total             13883
_reflns_number_gt                12102
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
'CrysAlisPro, Agilent Technologies, V1.171.37.35g'
_computing_cell_refinement       
'CrysAlisPro, Agilent Technologies, V1.171.37.35g'
_computing_data_reduction        
'CrysAlisPro, Agilent Technologies, V1.171.37.35g'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'DIAMOND 3.2i (Crystal Impact GbR 2005)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'


_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.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0267P)²+23.2238P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         13883
_refine_ls_number_parameters     811
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0384
_refine_ls_R_factor_gt           0.0286
_refine_ls_wR_factor_ref         0.0995
_refine_ls_wR_factor_gt          0.0700
_refine_ls_goodness_of_fit_ref   1.171
_refine_ls_restrained_S_all      1.171
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Bi2 Bi 0.26982(3) 0.439698(17) 0.675007(12) 0.02854(7) Uani 1 1 d . . .
Bi3 Bi -0.00225(3) 0.238286(17) 0.001816(12) 0.02937(7) Uani 1 1 d . . .
Bi1 Bi 0.71485(3) 0.920425(18) 0.656528(13) 0.03376(7) Uani 1 1 d . . .
Br7 Br 0.19925(10) 0.27539(6) 0.09727(4) 0.0475(2) Uani 1 1 d . . .
Br4 Br 0.47400(9) 0.46690(6) 0.77235(4) 0.04273(18) Uani 1 1 d . . .
Br6 Br 0.11048(10) 0.42692(7) 0.56642(4) 0.0497(2) Uani 1 1 d . . .
Br1 Br 0.91252(9) 0.92257(6) 0.57364(4) 0.04457(19) Uani 1 1 d . . .
Br5 Br 0.09871(9) 0.32787(6) 0.73890(4) 0.0464(2) Uani 1 1 d . . .
Br9 Br -0.16415(11) 0.20758(7) -0.10959(4) 0.0527(2) Uani 1 1 d . . .
Br8 Br -0.18302(10) 0.13918(6) 0.06616(5) 0.0495(2) Uani 1 1 d . . .
Br2 Br 0.54434(12) 0.95801(7) 0.75322(5) 0.0586(3) Uani 1 1 d . . .
Br3 Br 0.53658(12) 0.77724(7) 0.58670(5) 0.0570(2) Uani 1 1 d . . .
O2 O 0.7992(6) 0.7947(4) 0.6930(3) 0.0457(14) Uani 1 1 d . . .
O3 O 0.3233(6) 0.5927(3) 0.6695(2) 0.0352(11) Uani 1 1 d . . .
N6 N 0.0873(6) 0.5388(4) 0.7172(3) 0.0345(13) Uani 1 1 d . . .
O6 O 0.0720(5) 0.1000(3) -0.0212(2) 0.0346(11) Uani 1 1 d . . .
N3 N 0.9178(7) 0.7762(5) 0.6698(3) 0.0382(14) Uani 1 1 d . . .
O1 O 0.7786(6) 1.0745(3) 0.6713(2) 0.0363(11) Uani 1 1 d . . .
O5 O 0.0594(6) 0.3963(4) -0.0049(2) 0.0389(12) Uani 1 1 d . . .
C54 C 0.4361(9) 0.1044(5) 0.0279(4) 0.0374(16) Uani 1 1 d . . .
H54 H 0.5245 0.1256 0.0183 0.045 Uiso 1 1 calc R . .
C25 C 0.2694(8) 0.6561(4) 0.7613(3) 0.0299(14) Uani 1 1 d . . .
N11 N 0.1904(6) 0.0880(4) 0.0104(3) 0.0297(12) Uani 1 1 d . . .
N4 N 0.9382(7) 0.9523(5) 0.7328(3) 0.0415(15) Uani 1 1 d . . .
N8 N 0.5060(6) 0.4500(4) 0.6201(3) 0.0282(12) Uani 1 1 d . . .
N7 N 0.4509(7) 0.2818(4) 0.6633(3) 0.0371(14) Uani 1 1 d . . .
N2 N 0.5481(7) 1.0093(5) 0.5965(3) 0.0421(15) Uani 1 1 d . . .
N12 N 0.2266(6) 0.2339(4) -0.0575(3) 0.0317(13) Uani 1 1 d . . .
C35 C 0.5800(8) 0.3220(5) 0.6580(4) 0.0363(16) Uani 1 1 d . . .
N9 N 0.0893(7) 0.4489(4) 0.0450(3) 0.0331(13) Uani 1 1 d . . .
N10 N -0.1869(7) 0.3476(4) 0.0366(3) 0.0367(14) Uani 1 1 d . . .
C46 C -0.1570(8) 0.4235(5) 0.0713(3) 0.0351(16) Uani 1 1 d . . .
N1 N 0.8254(6) 1.1122(4) 0.6269(3) 0.0353(14) Uani 1 1 d . . .
C55 C 0.3158(7) 0.1223(5) -0.0036(3) 0.0298(14) Uani 1 1 d . . .
C47 C -0.2645(10) 0.4683(6) 0.0938(4) 0.048(2) Uani 1 1 d . . .
H47 H -0.2428 0.5211 0.1180 0.057 Uiso 1 1 calc R . .
C6 C 0.5856(8) 1.0841(5) 0.5765(3) 0.0346(16) Uani 1 1 d . . .
O4 O 0.3378(6) 0.3020(4) 0.6343(3) 0.0425(13) Uani 1 1 d . . .
C5 C 0.7389(7) 1.1189(4) 0.5789(3) 0.0319(15) Uani 1 1 d . . .
N5 N 0.3606(6) 0.6444(4) 0.7198(3) 0.0309(12) Uani 1 1 d . . .
C34 C 0.6947(11) 0.2972(6) 0.6892(4) 0.049(2) Uani 1 1 d . . .
H34 H 0.7839 0.3249 0.6862 0.059 Uiso 1 1 calc R . .
C27 C 0.0129(9) 0.6618(6) 0.7732(4) 0.046(2) Uani 1 1 d . . .
H27 H 0.0359 0.7153 0.7964 0.055 Uiso 1 1 calc R . .
C16 C 1.0431(9) 0.9025(6) 0.7339(4) 0.0419(18) Uani 1 1 d . . .
C4 C 0.7908(10) 1.1614(6) 0.5343(4) 0.047(2) Uani 1 1 d . . .
H4 H 0.7325 1.1657 0.5012 0.056 Uiso 1 1 calc R . .
C15 C 1.0407(8) 0.8265(5) 0.6882(4) 0.0375(17) Uani 1 1 d . . .
C17 C 1.1586(11) 0.9215(7) 0.7759(5) 0.059(3) Uani 1 1 d . . .
H17 H 1.2305 0.8861 0.7756 0.070 Uiso 1 1 calc R . .
C2 C 1.0139(10) 1.1919(6) 0.5883(5) 0.058(3) Uani 1 1 d . . .
H2 H 1.1066 1.2174 0.5926 0.069 Uiso 1 1 calc R . .
C36 C 0.5952(7) 0.3907(5) 0.6190(3) 0.0316(15) Uani 1 1 d . . .
C26 C 0.1186(7) 0.6167(5) 0.7505(3) 0.0311(14) Uani 1 1 d . . .
C21 C 0.4932(8) 0.6855(5) 0.7282(4) 0.0394(17) Uani 1 1 d . . .
H21 H 0.5538 0.6780 0.6985 0.047 Uiso 1 1 calc R . .
C45 C -0.0083(8) 0.4630(5) 0.0844(3) 0.0335(15) Uani 1 1 d . . .
C51 C 0.1764(9) 0.0417(5) 0.0541(4) 0.0432(19) Uani 1 1 d . . .
H51 H 0.0873 0.0207 0.0630 0.052 Uiso 1 1 calc R . .
C40 C 0.5288(8) 0.5155(6) 0.5869(4) 0.0433(19) Uani 1 1 d . . .
H40 H 0.4666 0.5572 0.5878 0.052 Uiso 1 1 calc R . .
C24 C 0.3146(10) 0.7074(5) 0.8155(3) 0.0407(18) Uani 1 1 d . . .
H24 H 0.2546 0.7132 0.8456 0.049 Uiso 1 1 calc R . .
C41 C 0.2208(9) 0.4903(6) 0.0563(4) 0.0412(18) Uani 1 1 d . . .
H41 H 0.2868 0.4792 0.0293 0.049 Uiso 1 1 calc R . .
C39 C 0.6399(8) 0.5225(6) 0.5522(4) 0.046(2) Uani 1 1 d . . .
H39 H 0.6541 0.5684 0.5305 0.055 Uiso 1 1 calc R . .
C38 C 0.7289(9) 0.4595(7) 0.5505(4) 0.048(2) Uani 1 1 d . . .
H38 H 0.8041 0.4617 0.5270 0.058 Uiso 1 1 calc R . .
C58 C 0.4482(9) 0.2343(7) -0.1276(4) 0.051(2) Uani 1 1 d . . .
H58 H 0.5249 0.2355 -0.1503 0.061 Uiso 1 1 calc R . .
C44 C 0.0317(11) 0.5201(6) 0.1364(4) 0.049(2) Uani 1 1 d . . .
H44 H -0.0330 0.5296 0.1643 0.059 Uiso 1 1 calc R . .
C31 C 0.4335(11) 0.2170(6) 0.6975(4) 0.049(2) Uani 1 1 d . . .
H31 H 0.3439 0.1898 0.7004 0.059 Uiso 1 1 calc R . .
C30 C -0.0467(8) 0.5083(6) 0.7047(4) 0.0440(19) Uani 1 1 d . . .
H30 H -0.0682 0.4554 0.6808 0.053 Uiso 1 1 calc R . .
C50 C -0.3213(9) 0.3167(6) 0.0223(4) 0.049(2) Uani 1 1 d . . .
H50 H -0.3414 0.2640 -0.0020 0.059 Uiso 1 1 calc R . .
C37 C 0.7077(9) 0.3936(6) 0.5832(4) 0.046(2) Uani 1 1 d . . .
H37 H 0.7677 0.3507 0.5818 0.055 Uiso 1 1 calc R . .
C28 C -0.1256(9) 0.6277(6) 0.7617(4) 0.048(2) Uani 1 1 d . . .
H28 H -0.1962 0.6566 0.7784 0.057 Uiso 1 1 calc R . .
C60 C 0.2374(10) 0.2843(6) -0.0986(5) 0.050(2) Uani 1 1 d . . .
H60 H 0.1672 0.3198 -0.1038 0.059 Uiso 1 1 calc R . .
C52 C 0.2938(10) 0.0242(5) 0.0866(4) 0.046(2) Uani 1 1 d . . .
H52 H 0.2842 -0.0084 0.1174 0.055 Uiso 1 1 calc R . .
C56 C 0.3241(7) 0.1794(5) -0.0512(3) 0.0282(14) Uani 1 1 d . . .
C23 C 0.4498(10) 0.7487(6) 0.8230(5) 0.055(2) Uani 1 1 d . . .
H23 H 0.4801 0.7844 0.8581 0.066 Uiso 1 1 calc R . .
C42 C 0.2604(11) 0.5477(6) 0.1058(5) 0.057(3) Uani 1 1 d . . .
H42 H 0.3509 0.5767 0.1118 0.068 Uiso 1 1 calc R . .
C1 C 0.9600(9) 1.1481(6) 0.6315(5) 0.048(2) Uani 1 1 d . . .
H1 H 1.0180 1.1432 0.6646 0.058 Uiso 1 1 calc R . .
C43 C 0.1652(11) 0.5621(6) 0.1464(5) 0.055(2) Uani 1 1 d . . .
H43 H 0.1908 0.6003 0.1808 0.066 Uiso 1 1 calc R . .
C7 C 0.4896(9) 1.1320(6) 0.5533(4) 0.047(2) Uani 1 1 d . . .
H7 H 0.5201 1.1836 0.5397 0.056 Uiso 1 1 calc R . .
C11 C 0.9116(11) 0.7061(6) 0.6283(4) 0.051(2) Uani 1 1 d . . .
H11 H 0.8256 0.6734 0.6162 0.061 Uiso 1 1 calc R . .
C10 C 0.4116(9) 0.9837(6) 0.5945(4) 0.049(2) Uani 1 1 d . . .
H10 H 0.3833 0.9329 0.6094 0.058 Uiso 1 1 calc R . .
C53 C 0.4242(9) 0.0556(6) 0.0729(4) 0.048(2) Uani 1 1 d . . .
H53 H 0.5043 0.0438 0.0940 0.058 Uiso 1 1 calc R . .
C33 C 0.6797(11) 0.2336(6) 0.7238(4) 0.052(2) Uani 1 1 d . . .
H33 H 0.7577 0.2186 0.7446 0.063 Uiso 1 1 calc R . .
C48 C -0.4019(10) 0.4344(7) 0.0803(5) 0.055(2) Uani 1 1 d . . .
H48 H -0.4734 0.4621 0.0971 0.066 Uiso 1 1 calc R . .
C22 C 0.5395(10) 0.7380(6) 0.7799(5) 0.052(2) Uani 1 1 d . . .
H22 H 0.6307 0.7659 0.7854 0.063 Uiso 1 1 calc R . .
C3 C 0.9292(11) 1.1974(6) 0.5391(5) 0.059(3) Uani 1 1 d . . .
H3 H 0.9647 1.2253 0.5090 0.070 Uiso 1 1 calc R . .
C29 C -0.1584(9) 0.5515(6) 0.7257(4) 0.047(2) Uani 1 1 d . . .
H29 H -0.2514 0.5286 0.7153 0.056 Uiso 1 1 calc R . .
C57 C 0.4362(9) 0.1789(6) -0.0867(4) 0.048(2) Uani 1 1 d . . .
H57 H 0.5029 0.1407 -0.0825 0.057 Uiso 1 1 calc R . .
C19 C 1.0573(12) 1.0446(7) 0.8173(5) 0.058(2) Uani 1 1 d . . .
H19 H 1.0586 1.0935 0.8451 0.070 Uiso 1 1 calc R . .
C20 C 0.9477(10) 1.0214(6) 0.7745(4) 0.051(2) Uani 1 1 d . . .
H20 H 0.8750 1.0562 0.7746 0.061 Uiso 1 1 calc R . .
C8 C 0.3510(11) 1.1044(7) 0.5501(4) 0.056(2) Uani 1 1 d . . .
H8 H 0.2857 1.1361 0.5338 0.067 Uiso 1 1 calc R . .
C32 C 0.5474(13) 0.1915(6) 0.7279(4) 0.059(3) Uani 1 1 d . . .
H32 H 0.5353 0.1468 0.7507 0.071 Uiso 1 1 calc R . .
C49 C -0.4332(9) 0.3595(7) 0.0419(5) 0.052(2) Uani 1 1 d . . .
H49 H -0.5258 0.3379 0.0294 0.063 Uiso 1 1 calc R . .
C14 C 1.1644(10) 0.8023(6) 0.6634(4) 0.047(2) Uani 1 1 d . . .
H14 H 1.2500 0.8356 0.6751 0.056 Uiso 1 1 calc R . .
C59 C 0.3482(10) 0.2877(6) -0.1351(4) 0.049(2) Uani 1 1 d . . .
H59 H 0.3532 0.3250 -0.1634 0.059 Uiso 1 1 calc R . .
C13 C 1.1584(11) 0.7301(7) 0.6224(5) 0.057(3) Uani 1 1 d . . .
H13 H 1.2401 0.7132 0.6071 0.068 Uiso 1 1 calc R . .
C12 C 1.0306(13) 0.6828(7) 0.6038(5) 0.060(3) Uani 1 1 d . . .
H12 H 1.0252 0.6351 0.5747 0.072 Uiso 1 1 calc R . .
C9 C 0.3075(10) 1.0289(8) 0.5714(5) 0.064(3) Uani 1 1 d . . .
H9 H 0.2127 1.0087 0.5705 0.076 Uiso 1 1 calc R . .
C18 C 1.1636(14) 0.9939(8) 0.8176(6) 0.075(4) Uani 1 1 d . . .
H18 H 1.2394 1.0078 0.8459 0.090 Uiso 1 1 calc 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
Bi2 O4 2.411(5) . ?
Bi2 O3 2.424(5) . ?
Bi2 N6 2.613(6) . ?
Bi2 N8 2.665(6) . ?
Bi2 Br6 2.8120(10) . ?
Bi2 Br4 2.8331(9) . ?
Bi2 Br5 2.8833(9) . ?
Bi3 O6 2.359(5) . ?
Bi3 O5 2.515(6) . ?
Bi3 N12 2.662(6) . ?
Bi3 N10 2.681(6) . ?
Bi3 Br7 2.7863(9) . ?
Bi3 Br8 2.8254(9) . ?
Bi3 Br9 2.8629(10) . ?
Bi1 O1 2.404(5) . ?
Bi1 O2 2.435(6) . ?
Bi1 N4 2.641(7) . ?
Bi1 N2 2.663(7) . ?
Bi1 Br1 2.7749(9) . ?
Bi1 Br2 2.8796(11) . ?
Bi1 Br3 2.9046(10) . ?
O2 N3 1.332(9) . ?
O3 N5 1.327(8) . ?
N6 C30 1.324(10) . ?
N6 C26 1.348(10) . ?
O6 N11 1.352(8) . ?
N3 C11 1.351(12) . ?
N3 C15 1.358(11) . ?
O1 N1 1.325(9) . ?
O5 N9 1.317(8) . ?
C54 C53 1.369(13) . ?
C54 C55 1.396(10) . ?
C54 H54 0.9300 . ?
C25 N5 1.342(10) . ?
C25 C24 1.407(11) . ?
C25 C26 1.505(10) . ?
N11 C51 1.320(11) . ?
N11 C55 1.342(9) . ?
N4 C16 1.339(11) . ?
N4 C20 1.340(11) . ?
N8 C36 1.328(9) . ?
N8 C40 1.366(11) . ?
N7 O4 1.325(9) . ?
N7 C35 1.351(10) . ?
N7 C31 1.369(11) . ?
N2 C10 1.325(11) . ?
N2 C6 1.339(11) . ?
N12 C60 1.311(11) . ?
N12 C56 1.346(9) . ?
C35 C34 1.393(12) . ?
C35 C36 1.490(11) . ?
N9 C41 1.351(10) . ?
N9 C45 1.358(10) . ?
N10 C50 1.334(11) . ?
N10 C46 1.336(10) . ?
C46 C47 1.399(11) . ?
C46 C45 1.490(11) . ?
N1 C1 1.347(11) . ?
N1 C5 1.360(10) . ?
C55 C56 1.502(10) . ?
C47 C48 1.369(14) . ?
C47 H47 0.9300 . ?
C6 C7 1.374(11) . ?
C6 C5 1.509(10) . ?
C5 C4 1.384(12) . ?
N5 C21 1.356(10) . ?
C34 C33 1.356(14) . ?
C34 H34 0.9300 . ?
C27 C28 1.376(13) . ?
C27 C26 1.388(11) . ?
C27 H27 0.9300 . ?
C16 C17 1.402(12) . ?
C16 C15 1.478(12) . ?
C4 C3 1.380(14) . ?
C4 H4 0.9300 . ?
C15 C14 1.415(12) . ?
C17 C18 1.382(16) . ?
C17 H17 0.9300 . ?
C2 C3 1.366(16) . ?
C2 C1 1.375(15) . ?
C2 H2 0.9300 . ?
C36 C37 1.399(11) . ?
C21 C22 1.372(13) . ?
C21 H21 0.9300 . ?
C45 C44 1.401(11) . ?
C51 C52 1.383(12) . ?
C51 H51 0.9300 . ?
C40 C39 1.377(12) . ?
C40 H40 0.9300 . ?
C24 C23 1.378(13) . ?
C24 H24 0.9300 . ?
C41 C42 1.361(14) . ?
C41 H41 0.9300 . ?
C39 C38 1.372(13) . ?
C39 H39 0.9300 . ?
C38 C37 1.361(13) . ?
C38 H38 0.9300 . ?
C58 C59 1.356(14) . ?
C58 C57 1.364(14) . ?
C58 H58 0.9300 . ?
C44 C43 1.369(14) . ?
C44 H44 0.9300 . ?
C31 C32 1.381(15) . ?
C31 H31 0.9300 . ?
C30 C29 1.405(12) . ?
C30 H30 0.9300 . ?
C50 C49 1.394(12) . ?
C50 H50 0.9300 . ?
C37 H37 0.9300 . ?
C28 C29 1.357(14) . ?
C28 H28 0.9300 . ?
C60 C59 1.398(13) . ?
C60 H60 0.9300 . ?
C52 C53 1.368(13) . ?
C52 H52 0.9300 . ?
C56 C57 1.391(11) . ?
C23 C22 1.359(15) . ?
C23 H23 0.9300 . ?
C42 C43 1.362(16) . ?
C42 H42 0.9300 . ?
C1 H1 0.9300 . ?
C43 H43 0.9300 . ?
C7 C8 1.350(14) . ?
C7 H7 0.9300 . ?
C11 C12 1.369(15) . ?
C11 H11 0.9300 . ?
C10 C9 1.401(14) . ?
C10 H10 0.9300 . ?
C53 H53 0.9300 . ?
C33 C32 1.384(16) . ?
C33 H33 0.9300 . ?
C48 C49 1.366(15) . ?
C48 H48 0.9300 . ?
C22 H22 0.9300 . ?
C3 H3 0.9300 . ?
C29 H29 0.9300 . ?
C57 H57 0.9300 . ?
C19 C18 1.359(17) . ?
C19 C20 1.377(14) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C8 C9 1.375(17) . ?
C8 H8 0.9300 . ?
C32 H32 0.9300 . ?
C49 H49 0.9300 . ?
C14 C13 1.369(15) . ?
C14 H14 0.9300 . ?
C59 H59 0.9300 . ?
C13 C12 1.376(17) . ?
C13 H13 0.9300 . ?
C12 H12 0.9300 . ?
C9 H9 0.9300 . ?
C18 H18 0.9300 . ?

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
O4 Bi2 O3 140.15(19) . . ?
O4 Bi2 N6 152.7(2) . . ?
O3 Bi2 N6 64.32(19) . . ?
O4 Bi2 N8 65.45(19) . . ?
O3 Bi2 N8 75.76(18) . . ?
N6 Bi2 N8 140.01(19) . . ?
O4 Bi2 Br6 83.94(15) . . ?
O3 Bi2 Br6 87.49(13) . . ?
N6 Bi2 Br6 86.02(15) . . ?
N8 Bi2 Br6 90.16(13) . . ?
O4 Bi2 Br4 95.10(14) . . ?
O3 Bi2 Br4 86.04(13) . . ?
N6 Bi2 Br4 99.52(15) . . ?
N8 Bi2 Br4 79.21(13) . . ?
Br6 Bi2 Br4 168.64(3) . . ?
O4 Bi2 Br5 80.65(15) . . ?
O3 Bi2 Br5 139.15(13) . . ?
N6 Bi2 Br5 76.85(14) . . ?
N8 Bi2 Br5 142.33(13) . . ?
Br6 Bi2 Br5 102.60(3) . . ?
Br4 Bi2 Br5 88.37(3) . . ?
O6 Bi3 O5 143.51(18) . . ?
O6 Bi3 N12 64.63(19) . . ?
O5 Bi3 N12 78.94(19) . . ?
O6 Bi3 N10 154.13(19) . . ?
O5 Bi3 N10 62.03(19) . . ?
N12 Bi3 N10 140.04(19) . . ?
O6 Bi3 Br7 90.15(13) . . ?
O5 Bi3 Br7 82.25(13) . . ?
N12 Bi3 Br7 81.60(14) . . ?
N10 Bi3 Br7 100.19(15) . . ?
O6 Bi3 Br8 79.12(13) . . ?
O5 Bi3 Br8 136.40(13) . . ?
N12 Bi3 Br8 142.94(14) . . ?
N10 Bi3 Br8 76.99(14) . . ?
Br7 Bi3 Br8 91.48(3) . . ?
O6 Bi3 Br9 87.65(13) . . ?
O5 Bi3 Br9 93.04(13) . . ?
N12 Bi3 Br9 87.57(14) . . ?
N10 Bi3 Br9 86.36(15) . . ?
Br7 Bi3 Br9 168.82(3) . . ?
Br8 Bi3 Br9 98.85(3) . . ?
O1 Bi1 O2 137.2(2) . . ?
O1 Bi1 N4 73.1(2) . . ?
O2 Bi1 N4 64.1(2) . . ?
O1 Bi1 N2 65.0(2) . . ?
O2 Bi1 N2 157.7(2) . . ?
N4 Bi1 N2 138.1(2) . . ?
O1 Bi1 Br1 83.59(13) . . ?
O2 Bi1 Br1 91.97(15) . . ?
N4 Bi1 Br1 83.66(16) . . ?
N2 Bi1 Br1 92.44(17) . . ?
O1 Bi1 Br2 83.57(13) . . ?
O2 Bi1 Br2 94.39(15) . . ?
N4 Bi1 Br2 88.31(16) . . ?
N2 Bi1 Br2 86.20(17) . . ?
Br1 Bi1 Br2 166.38(3) . . ?
O1 Bi1 Br3 145.18(13) . . ?
O2 Bi1 Br3 77.36(15) . . ?
N4 Bi1 Br3 141.06(16) . . ?
N2 Bi1 Br3 80.65(15) . . ?
Br1 Bi1 Br3 92.73(3) . . ?
Br2 Bi1 Br3 100.40(4) . . ?
N3 O2 Bi1 111.1(5) . . ?
N5 O3 Bi2 117.1(4) . . ?
C30 N6 C26 118.3(7) . . ?
C30 N6 Bi2 116.1(5) . . ?
C26 N6 Bi2 125.6(5) . . ?
N11 O6 Bi3 114.2(4) . . ?
O2 N3 C11 118.0(7) . . ?
O2 N3 C15 120.3(7) . . ?
C11 N3 C15 121.8(8) . . ?
N1 O1 Bi1 118.7(4) . . ?
N9 O5 Bi3 117.2(4) . . ?
C53 C54 C55 120.2(8) . . ?
C53 C54 H54 119.9 . . ?
C55 C54 H54 119.9 . . ?
N5 C25 C24 119.6(7) . . ?
N5 C25 C26 121.2(7) . . ?
C24 C25 C26 119.2(7) . . ?
C51 N11 C55 122.7(7) . . ?
C51 N11 O6 117.5(6) . . ?
C55 N11 O6 119.8(6) . . ?
C16 N4 C20 116.8(8) . . ?
C16 N4 Bi1 124.3(6) . . ?
C20 N4 Bi1 118.9(6) . . ?
C36 N8 C40 118.5(6) . . ?
C36 N8 Bi2 123.5(5) . . ?
C40 N8 Bi2 117.7(5) . . ?
O4 N7 C35 121.2(7) . . ?
O4 N7 C31 117.9(7) . . ?
C35 N7 C31 120.8(8) . . ?
C10 N2 C6 116.8(8) . . ?
C10 N2 Bi1 115.9(6) . . ?
C6 N2 Bi1 126.4(5) . . ?
C60 N12 C56 118.7(7) . . ?
C60 N12 Bi3 116.4(5) . . ?
C56 N12 Bi3 124.6(5) . . ?
N7 C35 C34 118.4(8) . . ?
N7 C35 C36 119.3(7) . . ?
C34 C35 C36 122.3(8) . . ?
O5 N9 C41 118.2(7) . . ?
O5 N9 C45 121.9(6) . . ?
C41 N9 C45 119.9(7) . . ?
C50 N10 C46 118.8(7) . . ?
C50 N10 Bi3 114.7(5) . . ?
C46 N10 Bi3 126.1(5) . . ?
N10 C46 C47 120.6(8) . . ?
N10 C46 C45 120.1(7) . . ?
C47 C46 C45 119.3(7) . . ?
O1 N1 C1 118.5(7) . . ?
O1 N1 C5 121.4(6) . . ?
C1 N1 C5 120.0(8) . . ?
N11 C55 C54 118.1(7) . . ?
N11 C55 C56 120.2(6) . . ?
C54 C55 C56 121.8(7) . . ?
C48 C47 C46 119.9(8) . . ?
C48 C47 H47 120.1 . . ?
C46 C47 H47 120.1 . . ?
N2 C6 C7 122.7(8) . . ?
N2 C6 C5 120.0(7) . . ?
C7 C6 C5 117.3(7) . . ?
N7 O4 Bi2 112.6(4) . . ?
N1 C5 C4 119.6(7) . . ?
N1 C5 C6 119.3(7) . . ?
C4 C5 C6 121.0(7) . . ?
O3 N5 C25 121.0(6) . . ?
O3 N5 C21 118.2(7) . . ?
C25 N5 C21 120.7(7) . . ?
C33 C34 C35 121.8(10) . . ?
C33 C34 H34 119.1 . . ?
C35 C34 H34 119.1 . . ?
C28 C27 C26 120.3(8) . . ?
C28 C27 H27 119.9 . . ?
C26 C27 H27 119.9 . . ?
N4 C16 C17 122.2(9) . . ?
N4 C16 C15 119.5(7) . . ?
C17 C16 C15 118.3(8) . . ?
C3 C4 C5 120.1(9) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
N3 C15 C14 117.9(8) . . ?
N3 C15 C16 120.0(7) . . ?
C14 C15 C16 122.0(8) . . ?
C18 C17 C16 118.7(10) . . ?
C18 C17 H17 120.6 . . ?
C16 C17 H17 120.6 . . ?
C3 C2 C1 119.0(9) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
N8 C36 C37 120.8(7) . . ?
N8 C36 C35 120.1(6) . . ?
C37 C36 C35 119.1(7) . . ?
N6 C26 C27 120.6(7) . . ?
N6 C26 C25 119.4(6) . . ?
C27 C26 C25 119.9(7) . . ?
N5 C21 C22 121.1(8) . . ?
N5 C21 H21 119.4 . . ?
C22 C21 H21 119.4 . . ?
N9 C45 C44 118.4(8) . . ?
N9 C45 C46 121.3(7) . . ?
C44 C45 C46 120.2(8) . . ?
N11 C51 C52 120.3(8) . . ?
N11 C51 H51 119.8 . . ?
C52 C51 H51 119.8 . . ?
N8 C40 C39 122.9(8) . . ?
N8 C40 H40 118.6 . . ?
C39 C40 H40 118.6 . . ?
C23 C24 C25 118.6(8) . . ?
C23 C24 H24 120.7 . . ?
C25 C24 H24 120.7 . . ?
N9 C41 C42 122.5(9) . . ?
N9 C41 H41 118.8 . . ?
C42 C41 H41 118.8 . . ?
C38 C39 C40 117.7(9) . . ?
C38 C39 H39 121.2 . . ?
C40 C39 H39 121.2 . . ?
C37 C38 C39 120.3(8) . . ?
C37 C38 H38 119.9 . . ?
C39 C38 H38 119.9 . . ?
C59 C58 C57 120.0(8) . . ?
C59 C58 H58 120.0 . . ?
C57 C58 H58 120.0 . . ?
C43 C44 C45 120.5(9) . . ?
C43 C44 H44 119.7 . . ?
C45 C44 H44 119.7 . . ?
N7 C31 C32 120.9(9) . . ?
N7 C31 H31 119.6 . . ?
C32 C31 H31 119.6 . . ?
N6 C30 C29 123.7(8) . . ?
N6 C30 H30 118.2 . . ?
C29 C30 H30 118.2 . . ?
N10 C50 C49 123.4(8) . . ?
N10 C50 H50 118.3 . . ?
C49 C50 H50 118.3 . . ?
C38 C37 C36 119.8(8) . . ?
C38 C37 H37 120.1 . . ?
C36 C37 H37 120.1 . . ?
C29 C28 C27 119.4(8) . . ?
C29 C28 H28 120.3 . . ?
C27 C28 H28 120.3 . . ?
N12 C60 C59 123.8(8) . . ?
N12 C60 H60 118.1 . . ?
C59 C60 H60 118.1 . . ?
C53 C52 C51 119.1(9) . . ?
C53 C52 H52 120.4 . . ?
C51 C52 H52 120.4 . . ?
N12 C56 C57 120.2(7) . . ?
N12 C56 C55 119.7(6) . . ?
C57 C56 C55 119.9(7) . . ?
C22 C23 C24 121.0(9) . . ?
C22 C23 H23 119.5 . . ?
C24 C23 H23 119.5 . . ?
C41 C42 C43 118.8(9) . . ?
C41 C42 H42 120.6 . . ?
C43 C42 H42 120.6 . . ?
N1 C1 C2 121.7(9) . . ?
N1 C1 H1 119.2 . . ?
C2 C1 H1 119.2 . . ?
C42 C43 C44 119.8(9) . . ?
C42 C43 H43 120.1 . . ?
C44 C43 H43 120.1 . . ?
C8 C7 C6 120.1(9) . . ?
C8 C7 H7 120.0 . . ?
C6 C7 H7 120.0 . . ?
N3 C11 C12 120.6(10) . . ?
N3 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
N2 C10 C9 123.8(9) . . ?
N2 C10 H10 118.1 . . ?
C9 C10 H10 118.1 . . ?
C52 C53 C54 119.6(8) . . ?
C52 C53 H53 120.2 . . ?
C54 C53 H53 120.2 . . ?
C34 C33 C32 119.4(9) . . ?
C34 C33 H33 120.3 . . ?
C32 C33 H33 120.3 . . ?
C49 C48 C47 119.7(8) . . ?
C49 C48 H48 120.2 . . ?
C47 C48 H48 120.2 . . ?
C23 C22 C21 118.9(8) . . ?
C23 C22 H22 120.5 . . ?
C21 C22 H22 120.5 . . ?
C2 C3 C4 119.6(10) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C28 C29 C30 117.5(8) . . ?
C28 C29 H29 121.2 . . ?
C30 C29 H29 121.2 . . ?
C58 C57 C56 120.0(9) . . ?
C58 C57 H57 120.0 . . ?
C56 C57 H57 120.0 . . ?
C18 C19 C20 118.0(10) . . ?
C18 C19 H19 121.0 . . ?
C20 C19 H19 121.0 . . ?
N4 C20 C19 124.7(9) . . ?
N4 C20 H20 117.6 . . ?
C19 C20 H20 117.6 . . ?
C7 C8 C9 119.2(9) . . ?
C7 C8 H8 120.4 . . ?
C9 C8 H8 120.4 . . ?
C31 C32 C33 118.7(9) . . ?
C31 C32 H32 120.6 . . ?
C33 C32 H32 120.6 . . ?
C48 C49 C50 117.5(8) . . ?
C48 C49 H49 121.3 . . ?
C50 C49 H49 121.3 . . ?
C13 C14 C15 120.3(9) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C58 C59 C60 117.2(8) . . ?
C58 C59 H59 121.4 . . ?
C60 C59 H59 121.4 . . ?
C14 C13 C12 119.6(9) . . ?
C14 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
C11 C12 C13 119.8(10) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C8 C9 C10 117.4(9) . . ?
C8 C9 H9 121.3 . . ?
C10 C9 H9 121.3 . . ?
C19 C18 C17 119.7(10) . . ?
C19 C18 H18 120.2 . . ?
C17 C18 H18 120.2 . . ?

_diffrn_measured_fraction_theta_max 0.971
_diffrn_reflns_theta_full        76.78
_diffrn_measured_fraction_theta_full 0.971
_refine_diff_density_max         1.129
_refine_diff_density_min         -1.439
_refine_diff_density_rms         0.207
_chemical_compound_source        no
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_sad
_database_code_depnum_ccdc_archive 'CCDC 1062364'
_audit_update_record             
;
2015-04-29 deposited with the CCDC.
2015-07-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        beta-[BiBr3(bp2mo)2]
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H16 Bi1 Br3 N4 O2'
_chemical_formula_sum            'C20 H16 Bi Br3 N4 O2'
_chemical_formula_weight         793.08

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'
O O 0.0106 0.0060 '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'
Bi Bi -4.1077 10.2566 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'


loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.748(1)
_cell_length_b                   13.011(1)
_cell_length_c                   18.253(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.88(1)
_cell_angle_gamma                90.00
_cell_volume                     2313.8(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4771
_cell_measurement_theta_min      2.00
_cell_measurement_theta_max      28.59

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.277
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1472
_exptl_absorpt_coefficient_mu    12.824
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2997
_exptl_absorpt_correction_T_max  0.463
_exptl_absorpt_process_details   '(SADABS (Sheldrick, Bruker, 2008))'


_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  'horizontally mounted graphite crystal'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean 9
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            25911
_diffrn_reflns_av_R_equivalents  0.1073
_diffrn_reflns_av_sigmaI/netI    0.1051
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.23
_diffrn_reflns_theta_max         28.59
_reflns_number_total             5867
_reflns_number_gt                3271
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_cell_refinement       'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_reduction        'EvalCCD (Duisenberg & Schreurs 1990-2000)'
_computing_structure_solution    'Direct methods (Sir92,Altomare et al.,1993)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'DIAMOND 3.2i (Crystal Impact GbR 2005)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'


_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.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1441P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5867
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1497
_refine_ls_R_factor_gt           0.0716
_refine_ls_wR_factor_ref         0.2454
_refine_ls_wR_factor_gt          0.1825
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 1.48292(5) 0.22404(4) -0.11662(3) 0.0428(2) Uani 1 1 d . . .
Br1 Br 1.29057(17) 0.37054(13) -0.07796(9) 0.0574(4) Uani 1 1 d . . .
Br2 Br 1.66387(17) 0.05920(14) -0.15038(10) 0.0646(5) Uani 1 1 d . . .
Br3 Br 1.59925(18) 0.35745(14) -0.21855(9) 0.0655(5) Uani 1 1 d . . .
O2 O 1.4936(10) 0.1668(8) 0.0157(5) 0.051(2) Uani 1 1 d . . .
O1 O 1.3553(9) 0.1827(9) -0.2248(5) 0.054(3) Uani 1 1 d . . .
N2 N 1.2663(12) 0.0905(10) -0.1015(6) 0.048(3) Uani 1 1 d . . .
N3 N 1.4430(13) 0.2378(10) 0.0598(6) 0.048(3) Uani 1 1 d . . .
N4 N 1.6723(13) 0.3245(10) -0.0273(7) 0.054(3) Uani 1 1 d . . .
N1 N 1.2319(13) 0.2306(9) -0.2283(7) 0.051(3) Uani 1 1 d . . .
C17 C 1.7676(17) 0.3649(12) 0.0909(9) 0.059(4) Uani 1 1 d . . .
H17 H 1.7569 0.3710 0.1411 0.071 Uiso 1 1 calc R . .
C4 C 0.9980(13) 0.2425(13) -0.2001(9) 0.052(4) Uani 1 1 d . . .
H4 H 0.9213 0.2174 -0.1770 0.062 Uiso 1 1 calc R . .
C8 C 1.0690(16) -0.0546(14) -0.0923(10) 0.066(5) Uani 1 1 d . . .
H8 H 1.0025 -0.1056 -0.0895 0.079 Uiso 1 1 calc R . .
C6 C 1.1500(15) 0.0999(12) -0.1427(8) 0.051(4) Uani 1 1 d . . .
C13 C 1.3335(19) 0.3850(15) 0.1511(9) 0.070(5) Uani 1 1 d . . .
H13 H 1.2937 0.4356 0.1794 0.084 Uiso 1 1 calc R . .
C16 C 1.6567(15) 0.3388(11) 0.0446(8) 0.049(3) Uani 1 1 d . . .
C5 C 1.1263(13) 0.1893(12) -0.1898(8) 0.046(3) Uani 1 1 d . . .
C9 C 1.1878(17) -0.0610(14) -0.0497(9) 0.062(4) Uani 1 1 d . . .
H9 H 1.2012 -0.1151 -0.0170 0.075 Uiso 1 1 calc R . .
C7 C 1.0487(15) 0.0264(12) -0.1387(8) 0.058(4) Uani 1 1 d . . .
H7 H 0.9680 0.0321 -0.1671 0.069 Uiso 1 1 calc R . .
C15 C 1.5175(14) 0.3252(12) 0.0776(7) 0.047(3) Uani 1 1 d . . .
C12 C 1.2677(18) 0.2913(15) 0.1350(9) 0.069(5) Uani 1 1 d . . .
H12 H 1.1856 0.2763 0.1573 0.082 Uiso 1 1 calc R . .
C2 C 1.0969(19) 0.3664(14) -0.2771(9) 0.064(5) Uani 1 1 d . . .
H2 H 1.0882 0.4256 -0.3054 0.077 Uiso 1 1 calc R . .
C19 C 1.9090(16) 0.3636(15) -0.0112(11) 0.072(5) Uani 1 1 d . . .
H19 H 1.9953 0.3653 -0.0314 0.087 Uiso 1 1 calc R . .
C18 C 1.8968(15) 0.3819(13) 0.0599(10) 0.062(4) Uani 1 1 d . . .
H18 H 1.9711 0.4052 0.0885 0.074 Uiso 1 1 calc R . .
C3 C 0.9847(19) 0.3258(14) -0.2412(9) 0.068(5) Uani 1 1 d . . .
H3 H 0.8996 0.3577 -0.2462 0.082 Uiso 1 1 calc R . .
C10 C 1.2839(15) 0.0120(12) -0.0562(8) 0.051(4) Uani 1 1 d . . .
H10 H 1.3649 0.0073 -0.0280 0.061 Uiso 1 1 calc R . .
C11 C 1.3196(15) 0.2226(12) 0.0884(8) 0.051(4) Uani 1 1 d . . .
H11 H 1.2695 0.1640 0.0759 0.062 Uiso 1 1 calc R . .
C20 C 1.7960(17) 0.3424(15) -0.0551(9) 0.068(5) Uani 1 1 d . . .
H20 H 1.8051 0.3403 -0.1056 0.081 Uiso 1 1 calc R . .
C14 C 1.4583(18) 0.3965(13) 0.1226(8) 0.059(4) Uani 1 1 d . . .
H14 H 1.5074 0.4561 0.1339 0.071 Uiso 1 1 calc R . .
C1 C 1.2189(17) 0.3167(14) -0.2694(9) 0.063(4) Uani 1 1 d . . .
H1 H 1.2950 0.3423 -0.2928 0.075 Uiso 1 1 calc 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
Bi1 O1 2.361(9) . ?
Bi1 O2 2.526(10) . ?
Bi1 N4 2.752(12) . ?
Bi1 N2 2.755(12) . ?
Bi1 Br1 2.7810(16) . ?
Bi1 Br3 2.8106(18) . ?
Bi1 Br2 2.8569(17) . ?
O2 N3 1.330(16) . ?
O1 N1 1.354(15) . ?
N2 C10 1.322(18) . ?
N2 C6 1.346(17) . ?
N3 C11 1.342(18) . ?
N3 C15 1.383(19) . ?
N4 C16 1.339(18) . ?
N4 C20 1.34(2) . ?
N1 C1 1.35(2) . ?
N1 C5 1.374(19) . ?
C17 C16 1.39(2) . ?
C17 C18 1.41(2) . ?
C17 H17 0.9300 . ?
C4 C3 1.32(2) . ?
C4 C5 1.44(2) . ?
C4 H4 0.9300 . ?
C8 C7 1.36(2) . ?
C8 C9 1.38(2) . ?
C8 H8 0.9300 . ?
C6 C7 1.38(2) . ?
C6 C5 1.46(2) . ?
C13 C14 1.35(2) . ?
C13 C12 1.40(3) . ?
C13 H13 0.9300 . ?
C16 C15 1.51(2) . ?
C9 C10 1.34(2) . ?
C9 H9 0.9300 . ?
C7 H7 0.9300 . ?
C15 C14 1.38(2) . ?
C12 C11 1.34(2) . ?
C12 H12 0.9300 . ?
C2 C1 1.36(2) . ?
C2 C3 1.40(2) . ?
C2 H2 0.9300 . ?
C19 C18 1.33(2) . ?
C19 C20 1.37(2) . ?
C19 H19 0.9300 . ?
C18 H18 0.9300 . ?
C3 H3 0.9300 . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C20 H20 0.9300 . ?
C14 H14 0.9300 . ?
C1 H1 0.9300 . ?

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
O1 Bi1 O2 137.4(4) . . ?
O1 Bi1 N4 158.2(4) . . ?
O2 Bi1 N4 64.4(3) . . ?
O1 Bi1 N2 63.6(3) . . ?
O2 Bi1 N2 74.1(3) . . ?
N4 Bi1 N2 137.8(4) . . ?
O1 Bi1 Br1 91.6(2) . . ?
O2 Bi1 Br1 88.1(2) . . ?
N4 Bi1 Br1 88.2(3) . . ?
N2 Bi1 Br1 83.2(3) . . ?
O1 Bi1 Br3 78.5(3) . . ?
O2 Bi1 Br3 144.1(2) . . ?
N4 Bi1 Br3 79.7(3) . . ?
N2 Bi1 Br3 141.5(2) . . ?
Br1 Bi1 Br3 91.99(5) . . ?
O1 Bi1 Br2 87.8(2) . . ?
O2 Bi1 Br2 88.8(2) . . ?
N4 Bi1 Br2 94.4(3) . . ?
N2 Bi1 Br2 91.7(3) . . ?
Br1 Bi1 Br2 174.54(5) . . ?
Br3 Bi1 Br2 93.18(5) . . ?
N3 O2 Bi1 111.6(7) . . ?
N1 O1 Bi1 112.2(8) . . ?
C10 N2 C6 120.6(13) . . ?
C10 N2 Bi1 117.8(9) . . ?
C6 N2 Bi1 121.4(10) . . ?
O2 N3 C11 119.2(12) . . ?
O2 N3 C15 120.8(12) . . ?
C11 N3 C15 120.0(13) . . ?
C16 N4 C20 118.5(13) . . ?
C16 N4 Bi1 123.4(10) . . ?
C20 N4 Bi1 116.8(10) . . ?
C1 N1 O1 118.3(13) . . ?
C1 N1 C5 123.4(13) . . ?
O1 N1 C5 118.3(12) . . ?
C16 C17 C18 118.6(15) . . ?
C16 C17 H17 120.7 . . ?
C18 C17 H17 120.7 . . ?
C3 C4 C5 122.6(15) . . ?
C3 C4 H4 118.7 . . ?
C5 C4 H4 118.7 . . ?
C7 C8 C9 120.0(15) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
N2 C6 C7 120.0(13) . . ?
N2 C6 C5 121.0(13) . . ?
C7 C6 C5 118.9(12) . . ?
C14 C13 C12 115.4(18) . . ?
C14 C13 H13 122.3 . . ?
C12 C13 H13 122.3 . . ?
N4 C16 C17 121.2(14) . . ?
N4 C16 C15 120.4(12) . . ?
C17 C16 C15 118.3(14) . . ?
N1 C5 C4 114.0(14) . . ?
N1 C5 C6 120.4(13) . . ?
C4 C5 C6 125.5(14) . . ?
C10 C9 C8 119.0(16) . . ?
C10 C9 H9 120.5 . . ?
C8 C9 H9 120.5 . . ?
C8 C7 C6 118.7(13) . . ?
C8 C7 H7 120.7 . . ?
C6 C7 H7 120.7 . . ?
C14 C15 N3 117.8(13) . . ?
C14 C15 C16 123.9(14) . . ?
N3 C15 C16 118.2(13) . . ?
C11 C12 C13 122.0(17) . . ?
C11 C12 H12 119.0 . . ?
C13 C12 H12 119.0 . . ?
C1 C2 C3 117.9(15) . . ?
C1 C2 H2 121.1 . . ?
C3 C2 H2 121.1 . . ?
C18 C19 C20 120.8(16) . . ?
C18 C19 H19 119.6 . . ?
C20 C19 H19 119.6 . . ?
C19 C18 C17 118.1(15) . . ?
C19 C18 H18 120.9 . . ?
C17 C18 H18 120.9 . . ?
C4 C3 C2 120.8(15) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
N2 C10 C9 121.7(14) . . ?
N2 C10 H10 119.2 . . ?
C9 C10 H10 119.2 . . ?
N3 C11 C12 120.6(15) . . ?
N3 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
N4 C20 C19 121.9(16) . . ?
N4 C20 H20 119.0 . . ?
C19 C20 H20 119.0 . . ?
C13 C14 C15 123.8(16) . . ?
C13 C14 H14 118.1 . . ?
C15 C14 H14 118.1 . . ?
N1 C1 C2 121.2(16) . . ?
N1 C1 H1 119.4 . . ?
C2 C1 H1 119.4 . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        28.59
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         1.403
_refine_diff_density_min         -3.684
_refine_diff_density_rms         0.608
_chemical_compound_source        no
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_okgphase
_database_code_depnum_ccdc_archive 'CCDC 1062365'
_audit_update_record             
;
2015-04-29 deposited with the CCDC.
2015-07-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        gamma-[BiBr3(bp2mo)2]
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H16 Bi Br3 N4 O2'
_chemical_formula_sum            'C20 H16 Bi Br3 N4 O2'
_chemical_formula_weight         793.08

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 -4.0111 8.9310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.5654(1)
_cell_length_b                   9.6701(1)
_cell_length_c                   18.1116(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.957(1)
_cell_angle_gamma                90.00
_cell_volume                     2366.97(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    280.0(1)
_cell_measurement_reflns_used    7739
_cell_measurement_theta_min      2.4740
_cell_measurement_theta_max      76.0860

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.226
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1472
_exptl_absorpt_coefficient_mu    20.754
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.22785
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35g (release 09-12-2014 CrysAlis171 .NET)
(compiled Dec  9 2014,15:38:47)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      280.0(1)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'SuperNova (Cu) sealed X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Single source at offset, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 5.1990
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10686
_diffrn_reflns_av_R_equivalents  0.0453
_diffrn_reflns_av_sigmaI/netI    0.0459
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.27
_diffrn_reflns_theta_max         76.47
_reflns_number_total             4865
_reflns_number_gt                4582
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro, Agilent Technologies, V1.171.37'
_computing_cell_refinement       'CrysAlisPro, Agilent Technologies, V1.171.37'
_computing_data_reduction        'CrysAlisPro, Agilent Technologies, V1.171.37'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'DIAMOND 3.2i (Crystal Impact GbR 2005)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'


_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.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0661P)²+5.6487P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4865
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0466
_refine_ls_R_factor_gt           0.0400
_refine_ls_wR_factor_ref         0.1109
_refine_ls_wR_factor_gt          0.1044
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_restrained_S_all      1.084
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.273496(15) 0.47286(2) 0.164050(11) 0.01601(10) Uani 1 1 d . . .
Br2 Br 0.20116(6) 0.70731(8) 0.08035(4) 0.03295(18) Uani 1 1 d . . .
Br3 Br 0.32212(6) 0.26137(8) 0.26466(4) 0.03712(19) Uani 1 1 d . . .
Br1 Br 0.35311(6) 0.35101(10) 0.03969(4) 0.0433(2) Uani 1 1 d . . .
O1 O 0.1164(3) 0.4975(5) 0.2254(3) 0.0234(9) Uani 1 1 d . . .
O2 O 0.4358(3) 0.5662(4) 0.1765(2) 0.0215(9) Uani 1 1 d . . .
N1 N 0.0405(4) 0.5509(6) 0.1832(3) 0.0217(10) Uani 1 1 d . . .
N3 N 0.4396(3) 0.7011(5) 0.1605(3) 0.0168(9) Uani 1 1 d . . .
N4 N 0.3112(4) 0.6375(6) 0.2788(3) 0.0229(11) Uani 1 1 d . . .
N2 N 0.1253(4) 0.3049(6) 0.1140(3) 0.0288(12) Uani 1 1 d . . .
C6 C 0.0280(5) 0.3357(7) 0.1116(3) 0.0251(13) Uani 1 1 d . . .
C15 C 0.4052(5) 0.7963(6) 0.2074(3) 0.0216(12) Uani 1 1 d . . .
C5 C -0.0043(5) 0.4771(7) 0.1257(4) 0.0251(14) Uani 1 1 d . . .
C19 C 0.3041(5) 0.6694(9) 0.4091(4) 0.0342(16) Uani 1 1 d . . .
H19 H 0.2836 0.6370 0.4536 0.041 Uiso 1 1 calc R . .
C11 C 0.4809(5) 0.7365(7) 0.0989(3) 0.0259(13) Uani 1 1 d . . .
H11 H 0.5044 0.6682 0.0688 0.031 Uiso 1 1 calc R . .
C16 C 0.3678(5) 0.7524(6) 0.2775(4) 0.0215(12) Uani 1 1 d . . .
C7 C -0.0456(6) 0.2362(8) 0.0971(4) 0.0369(17) Uani 1 1 d . . .
H7 H -0.1122 0.2601 0.0945 0.044 Uiso 1 1 calc R . .
C18 C 0.3571(6) 0.7877(9) 0.4066(4) 0.0391(18) Uani 1 1 d . . .
H18 H 0.3707 0.8402 0.4493 0.047 Uiso 1 1 calc R . .
C20 C 0.2812(5) 0.5982(8) 0.3438(4) 0.0284(14) Uani 1 1 d . . .
H20 H 0.2430 0.5186 0.3453 0.034 Uiso 1 1 calc R . .
C17 C 0.3908(6) 0.8300(8) 0.3405(4) 0.0305(14) Uani 1 1 d . . .
H17 H 0.4286 0.9100 0.3384 0.037 Uiso 1 1 calc R . .
C12 C 0.4887(6) 0.8732(9) 0.0796(5) 0.0415(18) Uani 1 1 d . . .
H12 H 0.5176 0.8970 0.0367 0.050 Uiso 1 1 calc R . .
C1 C 0.0088(5) 0.6767(7) 0.2002(4) 0.0306(14) Uani 1 1 d . . .
H1 H 0.0418 0.7250 0.2393 0.037 Uiso 1 1 calc R . .
C4 C -0.0840(6) 0.5385(8) 0.0841(5) 0.0361(17) Uani 1 1 d . . .
H4 H -0.1141 0.4909 0.0436 0.043 Uiso 1 1 calc R . .
C13 C 0.4539(7) 0.9753(7) 0.1238(5) 0.0383(19) Uani 1 1 d . . .
H13 H 0.4582 1.0681 0.1109 0.046 Uiso 1 1 calc R . .
C14 C 0.4117(6) 0.9354(7) 0.1890(4) 0.0312(15) Uani 1 1 d . . .
H14 H 0.3880 1.0024 0.2198 0.037 Uiso 1 1 calc R . .
C2 C -0.0720(6) 0.7367(9) 0.1608(5) 0.0421(19) Uani 1 1 d . . .
H2 H -0.0944 0.8232 0.1743 0.051 Uiso 1 1 calc R . .
C8 C -0.0166(7) 0.1000(9) 0.0867(5) 0.050(2) Uani 1 1 d . . .
H8 H -0.0640 0.0313 0.0773 0.059 Uiso 1 1 calc R . .
C9 C 0.0812(8) 0.0680(7) 0.0902(5) 0.051(2) Uani 1 1 d . . .
H9 H 0.1015 -0.0228 0.0839 0.062 Uiso 1 1 calc R . .
C3 C -0.1194(6) 0.6667(9) 0.1009(5) 0.044(2) Uani 1 1 d . . .
H3 H -0.1734 0.7053 0.0732 0.053 Uiso 1 1 calc R . .
C10 C 0.1503(6) 0.1728(7) 0.1034(5) 0.0385(17) Uani 1 1 d . . .
H10 H 0.2172 0.1504 0.1049 0.046 Uiso 1 1 calc 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
Bi1 O2 2.373(4) . ?
Bi1 O1 2.498(5) . ?
Bi1 N4 2.633(5) . ?
Bi1 N2 2.681(6) . ?
Bi1 Br3 2.7804(8) . ?
Bi1 Br1 2.8369(7) . ?
Bi1 Br2 2.8537(7) . ?
O1 N1 1.333(7) . ?
O2 N3 1.338(6) . ?
N1 C1 1.335(8) . ?
N1 C5 1.361(9) . ?
N3 C11 1.337(8) . ?
N3 C15 1.362(8) . ?
N4 C20 1.333(8) . ?
N4 C16 1.352(8) . ?
N2 C10 1.340(9) . ?
N2 C6 1.350(9) . ?
C6 C7 1.395(10) . ?
C6 C5 1.465(9) . ?
C15 C14 1.390(9) . ?
C15 C16 1.471(9) . ?
C5 C4 1.395(10) . ?
C19 C18 1.354(12) . ?
C19 C20 1.380(10) . ?
C19 H19 0.9300 . ?
C11 C12 1.373(10) . ?
C11 H11 0.9300 . ?
C16 C17 1.378(9) . ?
C7 C8 1.392(12) . ?
C7 H7 0.9300 . ?
C18 C17 1.381(10) . ?
C18 H18 0.9300 . ?
C20 H20 0.9300 . ?
C17 H17 0.9300 . ?
C12 C13 1.380(12) . ?
C12 H12 0.9300 . ?
C1 C2 1.383(11) . ?
C1 H1 0.9300 . ?
C4 C3 1.374(11) . ?
C4 H4 0.9300 . ?
C13 C14 1.410(11) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C2 C3 1.388(12) . ?
C2 H2 0.9300 . ?
C8 C9 1.358(14) . ?
C8 H8 0.9300 . ?
C9 C10 1.388(12) . ?
C9 H9 0.9300 . ?
C3 H3 0.9300 . ?
C10 H10 0.9300 . ?

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
O2 Bi1 O1 137.87(15) . . ?
O2 Bi1 N4 65.13(15) . . ?
O1 Bi1 N4 72.90(16) . . ?
O2 Bi1 N2 157.75(16) . . ?
O1 Bi1 N2 64.19(17) . . ?
N4 Bi1 N2 136.22(17) . . ?
O2 Bi1 Br3 92.97(11) . . ?
O1 Bi1 Br3 86.65(11) . . ?
N4 Bi1 Br3 84.74(13) . . ?
N2 Bi1 Br3 84.52(13) . . ?
O2 Bi1 Br1 79.62(11) . . ?
O1 Bi1 Br1 142.24(11) . . ?
N4 Bi1 Br1 144.75(11) . . ?
N2 Bi1 Br1 78.80(12) . . ?
Br3 Bi1 Br1 97.46(3) . . ?
O2 Bi1 Br2 91.26(10) . . ?
O1 Bi1 Br2 83.88(11) . . ?
N4 Bi1 Br2 88.48(13) . . ?
N2 Bi1 Br2 95.06(13) . . ?
Br3 Bi1 Br2 169.65(2) . . ?
Br1 Bi1 Br2 92.60(3) . . ?
N1 O1 Bi1 115.3(3) . . ?
N3 O2 Bi1 113.8(3) . . ?
O1 N1 C1 118.0(6) . . ?
O1 N1 C5 120.5(5) . . ?
C1 N1 C5 121.5(6) . . ?
O2 N3 C11 117.2(5) . . ?
O2 N3 C15 120.2(5) . . ?
C11 N3 C15 122.5(5) . . ?
C20 N4 C16 117.8(6) . . ?
C20 N4 Bi1 118.1(4) . . ?
C16 N4 Bi1 123.7(4) . . ?
C10 N2 C6 117.7(6) . . ?
C10 N2 Bi1 115.7(5) . . ?
C6 N2 Bi1 125.4(4) . . ?
N2 C6 C7 122.3(7) . . ?
N2 C6 C5 120.4(6) . . ?
C7 C6 C5 117.2(6) . . ?
N3 C15 C14 118.3(6) . . ?
N3 C15 C16 120.4(5) . . ?
C14 C15 C16 121.3(6) . . ?
N1 C5 C4 117.6(6) . . ?
N1 C5 C6 120.2(6) . . ?
C4 C5 C6 122.1(6) . . ?
C18 C19 C20 118.3(7) . . ?
C18 C19 H19 120.8 . . ?
C20 C19 H19 120.8 . . ?
N3 C11 C12 120.4(7) . . ?
N3 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
N4 C16 C17 121.5(6) . . ?
N4 C16 C15 119.4(5) . . ?
C17 C16 C15 119.1(6) . . ?
C8 C7 C6 118.2(7) . . ?
C8 C7 H7 120.9 . . ?
C6 C7 H7 120.9 . . ?
C19 C18 C17 119.7(6) . . ?
C19 C18 H18 120.1 . . ?
C17 C18 H18 120.1 . . ?
N4 C20 C19 123.4(7) . . ?
N4 C20 H20 118.3 . . ?
C19 C20 H20 118.3 . . ?
C16 C17 C18 119.2(7) . . ?
C16 C17 H17 120.4 . . ?
C18 C17 H17 120.4 . . ?
C11 C12 C13 120.2(7) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
N1 C1 C2 121.3(7) . . ?
N1 C1 H1 119.3 . . ?
C2 C1 H1 119.3 . . ?
C3 C4 C5 122.2(8) . . ?
C3 C4 H4 118.9 . . ?
C5 C4 H4 118.9 . . ?
C12 C13 C14 118.3(6) . . ?
C12 C13 H13 120.8 . . ?
C14 C13 H13 120.8 . . ?
C15 C14 C13 120.2(6) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C1 C2 C3 119.4(7) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 H2 120.3 . . ?
C9 C8 C7 119.7(7) . . ?
C9 C8 H8 120.1 . . ?
C7 C8 H8 120.1 . . ?
C8 C9 C10 119.0(7) . . ?
C8 C9 H9 120.5 . . ?
C10 C9 H9 120.5 . . ?
C4 C3 C2 117.8(7) . . ?
C4 C3 H3 121.1 . . ?
C2 C3 H3 121.1 . . ?
N2 C10 C9 123.0(8) . . ?
N2 C10 H10 118.5 . . ?
C9 C10 H10 118.5 . . ?

_diffrn_measured_fraction_theta_max 0.980
_diffrn_reflns_theta_full        76.47
_diffrn_measured_fraction_theta_full 0.980
_refine_diff_density_max         3.244
_refine_diff_density_min         -2.326
_refine_diff_density_rms         0.248
_chemical_compound_source        no
_exptl_crystal_preparation       Luminescent
