# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_compound-2a
_database_code_depnum_ccdc_archive 'CCDC 1582724'
_audit_update_record             
;
2017-10-30 deposited with the CCDC.
2018-01-03 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT094_compound-2a         
;
PROBLEM: Ratio of Maximum / Minimum Residual Density ....       3.36 Report
RESPONSE: The model contains residual electron density (5.02 e \%A3) located close to the bismuth atom
;
# Added during the CSD deposition process: Monday 30 October 2017 12:31 AM
# end Validation Reply Form


_audit_creation_date             2015-05-12T09:32:33-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C37 H64 Bi N3 O2 Si2'
_chemical_formula_sum            'C37 H64 Bi N3 O2 Si2'
_chemical_formula_weight         848.07

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.8235(5)
_cell_length_b                   11.3232(4)
_cell_length_c                   19.8873(11)
_cell_angle_alpha                96.254(3)
_cell_angle_beta                 91.689(4)
_cell_angle_gamma                115.381(4)
_cell_volume                     1979.57(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    120.01(10)
_cell_measurement_reflns_used    7038
_cell_measurement_theta_min      3.666
_cell_measurement_theta_max      29.231
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       Fragment
_exptl_crystal_size_max          0.2007
_exptl_crystal_size_mid          0.094
_exptl_crystal_size_min          0.0647
_exptl_crystal_density_diffrn    1.423
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             868
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 14 2 0.0425
14 -6 -2 0.0876
-2 -13 -1 0.0513
-14 4 2 0.1112
1 11 13 0.0272
-2 -13 -2 0.0532
-1 -4 28 0.0422
14 -4 -2 0.0703
4 -16 -2 0.0654
-1 -5 27 0.0078
-5 -4 -21 0.0662
-5 5 -26 0.0627
-1 14 -12 0.0486
-8 15 3 0.0752
4 3 -26 0.0619
2 -6 -25 0.0561
3 8 18 0.0217
2 -4 28 0.0095
-1 -4 -25 0.0512
0 9 -24 0.0476
2 8 -25 0.0739
0 -2 -27 0.0733


#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    4.547
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
        (compiled Feb  9 2015,16:26:32)
Numerical absorption correction based on gaussian integration over
                        a multifaceted crystal model
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.581
_exptl_absorpt_correction_T_max  0.814

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_ambient_temperature      120.01(10)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0856
_diffrn_orient_matrix_ub_11      -0.0252442
_diffrn_orient_matrix_ub_12      0.007071
_diffrn_orient_matrix_ub_13      -0.0324454
_diffrn_orient_matrix_ub_21      -0.0621681
_diffrn_orient_matrix_ub_22      0.0068597
_diffrn_orient_matrix_ub_23      0.0140533
_diffrn_orient_matrix_ub_31      0.0439437
_diffrn_orient_matrix_ub_32      0.0692734
_diffrn_orient_matrix_ub_33      0.0068166
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0458
_diffrn_reflns_av_unetI/netI     0.077
_diffrn_reflns_number            12880
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         3.4624
_diffrn_reflns_theta_max         26.3714
_diffrn_reflns_theta_full        26.3154
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.99
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.99
_diffrn_reflns_point_group_measured_fraction_max 0.987
_reflns_number_total             7996
_reflns_number_gt                7173
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
        (compiled Feb  9 2015,16:26:32)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
        (compiled Feb  9 2015,16:26:32)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
        (compiled Feb  9 2015,16:26:32)
;
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0338P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         7996
_refine_ls_number_parameters     410
_refine_ls_number_restraints     0
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.045
_refine_ls_R_factor_gt           0.0375
_refine_ls_wR_factor_ref         0.0869
_refine_ls_wR_factor_gt          0.0825
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0
_refine_diff_density_max         5.02
_refine_diff_density_min         -1.496
_refine_diff_density_rms         0.152

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 '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'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
Bi Bi 0.53980(2) 0.72110(2) 0.74051(2) 0.01233(7) Uani 1 d . .
Si1 Si 0.65634(15) 0.85432(13) 0.90710(7) 0.0136(3) Uani 1 d . .
Si2 Si 0.64370(15) 1.04284(12) 0.81186(7) 0.0130(3) Uani 1 d . .
O1 O 0.6928(4) 0.9941(3) 0.87943(16) 0.0177(8) Uani 1 d . .
O2 O 0.3186(4) 0.6630(3) 0.69409(17) 0.0185(8) Uani 1 d . .
N1 N 0.5155(4) 0.7321(4) 0.84993(19) 0.0119(8) Uani 1 d . .
N2 N 0.6347(4) 0.9351(4) 0.74134(19) 0.0129(8) Uani 1 d . .
N3 N 0.3009(4) 0.5465(4) 0.6476(2) 0.0163(9) Uani 1 d . .
C1 C 0.4167(5) 0.6089(4) 0.8723(2) 0.0133(10) Uani 1 d . .
C2 C 0.2788(5) 0.5975(5) 0.8973(2) 0.0158(10) Uani 1 d . .
C3 C 0.1768(6) 0.4760(5) 0.9139(3) 0.0235(12) Uani 1 d . .
H3 H 0.083 0.4671 0.9297 0.028 Uiso 1 calc . .
C4 C 0.2097(6) 0.3676(5) 0.9077(3) 0.0266(13) Uani 1 d . .
H4 H 0.1385 0.285 0.9185 0.032 Uiso 1 calc . .
C5 C 0.3464(6) 0.3816(5) 0.8859(3) 0.0225(12) Uani 1 d . .
H5 H 0.3691 0.3077 0.8824 0.027 Uiso 1 calc . .
C6 C 0.4537(5) 0.5010(5) 0.8684(2) 0.0153(10) Uani 1 d . .
C7 C 0.2345(6) 0.7116(5) 0.9029(3) 0.0194(11) Uani 1 d . .
H7 H 0.3291 0.7947 0.9027 0.023 Uiso 1 calc . .
C8 C 0.1302(6) 0.6982(6) 0.8409(3) 0.0267(13) Uani 1 d . .
H8A H 0.1784 0.6894 0.7994 0.04 Uiso 1 calc . .
H8B H 0.0341 0.6198 0.8409 0.04 Uiso 1 calc . .
H8C H 0.1113 0.7767 0.8429 0.04 Uiso 1 calc . .
C9 C 0.1633(6) 0.7254(6) 0.9685(3) 0.0296(13) Uani 1 d . .
H9A H 0.137 0.7999 0.9694 0.044 Uiso 1 calc . .
H9B H 0.0716 0.6442 0.9708 0.044 Uiso 1 calc . .
H9C H 0.2353 0.7411 1.0073 0.044 Uiso 1 calc . .
C10 C 0.6044(6) 0.5095(5) 0.8467(3) 0.0198(11) Uani 1 d . .
H10 H 0.6691 0.6029 0.84 0.024 Uiso 1 calc . .
C11 C 0.5898(6) 0.4224(5) 0.7808(3) 0.0264(13) Uani 1 d . .
H11A H 0.6903 0.4322 0.7696 0.04 Uiso 1 calc . .
H11B H 0.5259 0.3302 0.7859 0.04 Uiso 1 calc . .
H11C H 0.5439 0.4486 0.7443 0.04 Uiso 1 calc . .
C12 C 0.6846(6) 0.4747(5) 0.9043(3) 0.0264(13) Uani 1 d . .
H12A H 0.6933 0.5316 0.9465 0.04 Uiso 1 calc . .
H12B H 0.6254 0.3822 0.9105 0.04 Uiso 1 calc . .
H12C H 0.7857 0.4882 0.8922 0.04 Uiso 1 calc . .
C13 C 0.5926(6) 0.8562(5) 0.9938(3) 0.0250(12) Uani 1 d . .
H13A H 0.571 0.7717 1.0099 0.037 Uiso 1 calc . .
H13B H 0.6723 0.9277 1.0244 0.037 Uiso 1 calc . .
H13C H 0.5008 0.8702 0.9929 0.037 Uiso 1 calc . .
C14 C 0.8403(6) 0.8446(5) 0.9137(3) 0.0257(13) Uani 1 d . .
H14A H 0.8257 0.7619 0.9302 0.039 Uiso 1 calc . .
H14B H 0.8796 0.8473 0.8689 0.039 Uiso 1 calc . .
H14C H 0.9124 0.9193 0.9454 0.039 Uiso 1 calc . .
C15 C 0.4552(6) 1.0413(5) 0.8251(3) 0.0194(11) Uani 1 d . .
H15A H 0.4212 1.0699 0.7858 0.029 Uiso 1 calc . .
H15B H 0.3818 0.9517 0.8303 0.029 Uiso 1 calc . .
H15C H 0.4639 1.1014 0.866 0.029 Uiso 1 calc . .
C16 C 0.7961(5) 1.2104(4) 0.8073(3) 0.0181(11) Uani 1 d . .
H16A H 0.7728 1.2449 0.7676 0.027 Uiso 1 calc . .
H16B H 0.8029 1.2691 0.8486 0.027 Uiso 1 calc . .
H16C H 0.8927 1.2054 0.8033 0.027 Uiso 1 calc . .
C17 C 0.7087(5) 0.9703(4) 0.6812(2) 0.0122(10) Uani 1 d . .
C18 C 0.6598(5) 1.0339(5) 0.6346(3) 0.0164(11) Uani 1 d . .
C19 C 0.7181(6) 1.0478(5) 0.5715(3) 0.0188(11) Uani 1 d . .
H19 H 0.684 1.0887 0.54 0.023 Uiso 1 calc . .
C20 C 0.8259(6) 1.0030(5) 0.5536(3) 0.0261(13) Uani 1 d . .
H20 H 0.8596 1.0074 0.5093 0.031 Uiso 1 calc . .
C21 C 0.8825(6) 0.9525(5) 0.6010(3) 0.0204(12) Uani 1 d . .
H21 H 0.9609 0.9277 0.5899 0.024 Uiso 1 calc . .
C22 C 0.8281(5) 0.9364(4) 0.6650(2) 0.0148(10) Uani 1 d . .
C23 C 0.5409(5) 1.0827(5) 0.6509(3) 0.0168(11) Uani 1 d . .
H23 H 0.5546 1.1117 0.7009 0.02 Uiso 1 calc . .
C24 C 0.3809(6) 0.9731(5) 0.6352(3) 0.0245(12) Uani 1 d . .
H24A H 0.3078 1.0085 0.6463 0.037 Uiso 1 calc . .
H24B H 0.3648 0.9383 0.5868 0.037 Uiso 1 calc . .
H24C H 0.367 0.9022 0.6623 0.037 Uiso 1 calc . .
C25 C 0.5573(6) 1.2015(5) 0.6163(3) 0.0284(13) Uani 1 d . .
H25A H 0.4774 1.2276 0.6289 0.043 Uiso 1 calc . .
H25B H 0.6563 1.2751 0.6308 0.043 Uiso 1 calc . .
H25C H 0.5486 1.1781 0.5669 0.043 Uiso 1 calc . .
C26 C 0.9084(6) 0.8933(5) 0.7171(3) 0.0209(12) Uani 1 d . .
H26 H 0.842 0.8675 0.7552 0.025 Uiso 1 calc . .
C27 C 0.9332(7) 0.7745(6) 0.6893(3) 0.0336(14) Uani 1 d . .
H27A H 0.9849 0.7515 0.7249 0.05 Uiso 1 calc . .
H27B H 0.8353 0.6997 0.6743 0.05 Uiso 1 calc . .
H27C H 0.9953 0.7956 0.6507 0.05 Uiso 1 calc . .
C28 C 1.0573(6) 1.0092(5) 0.7465(3) 0.0286(13) Uani 1 d . .
H28A H 1.038 1.0844 0.764 0.043 Uiso 1 calc . .
H28B H 1.1021 0.9831 0.7834 0.043 Uiso 1 calc . .
H28C H 1.1272 1.0341 0.7108 0.043 Uiso 1 calc . .
C29 C 0.1611(6) 0.4326(5) 0.6621(3) 0.0215(12) Uani 1 d . .
C30 C 0.1443(6) 0.3127(5) 0.6119(3) 0.0292(13) Uani 1 d . .
H30A H 0.2288 0.2901 0.6224 0.035 Uiso 1 calc . .
H30B H 0.0489 0.2362 0.6182 0.035 Uiso 1 calc . .
C31 C 0.1437(7) 0.3364(5) 0.5384(3) 0.0314(14) Uani 1 d . .
H31A H 0.0545 0.3514 0.5261 0.038 Uiso 1 calc . .
H31B H 0.1373 0.2581 0.5085 0.038 Uiso 1 calc . .
C32 C 0.2877(6) 0.4563(5) 0.5288(3) 0.0297(13) Uani 1 d . .
H32A H 0.2849 0.4736 0.4811 0.036 Uiso 1 calc . .
H32B H 0.3753 0.4368 0.537 0.036 Uiso 1 calc . .
C33 C 0.3102(6) 0.5812(5) 0.5764(3) 0.0219(12) Uani 1 d . .
C34 C 0.1898(6) 0.4039(5) 0.7330(3) 0.0297(14) Uani 1 d . .
H34A H 0.2869 0.399 0.7365 0.045 Uiso 1 calc . .
H34B H 0.1086 0.3196 0.741 0.045 Uiso 1 calc . .
H34C H 0.1924 0.4746 0.7669 0.045 Uiso 1 calc . .
C35 C 0.0173(6) 0.4524(5) 0.6601(3) 0.0293(13) Uani 1 d . .
H35A H 0.04 0.5416 0.6816 0.044 Uiso 1 calc . .
H35B H -0.0583 0.3876 0.6847 0.044 Uiso 1 calc . .
H35C H -0.0223 0.4407 0.6128 0.044 Uiso 1 calc . .
C36 C 0.4714(6) 0.6849(5) 0.5708(3) 0.0236(12) Uani 1 d . .
H36A H 0.486 0.7696 0.5957 0.035 Uiso 1 calc . .
H36B H 0.4876 0.6946 0.5229 0.035 Uiso 1 calc . .
H36C H 0.5439 0.6568 0.5901 0.035 Uiso 1 calc . .
C37 C 0.1997(6) 0.6345(5) 0.5549(3) 0.0291(13) Uani 1 d . .
H37A H 0.1011 0.5607 0.5398 0.044 Uiso 1 calc . .
H37B H 0.238 0.6862 0.5175 0.044 Uiso 1 calc . .
H37C H 0.189 0.6907 0.5934 0.044 Uiso 1 calc . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
Bi O2 2.129(3) . ?
Bi N2 2.190(4) . ?
Bi N1 2.192(4) . ?
Bi N3 2.793(4) . ?
Si1 O1 1.628(3) . ?
Si1 N1 1.745(4) . ?
Si1 C13 1.852(5) . ?
Si1 C14 1.859(5) . ?
Si2 O1 1.642(3) . ?
Si2 N2 1.729(4) . ?
Si2 C16 1.860(5) . ?
Si2 C15 1.870(5) . ?
O2 N3 1.467(5) . ?
N1 C1 1.444(6) . ?
N2 C17 1.423(6) . ?
N3 C29 1.490(6) . ?
N3 C33 1.505(6) . ?
C1 C6 1.410(6) . ?
C1 C2 1.416(7) . ?
C2 C3 1.393(7) . ?
C2 C7 1.525(7) . ?
C3 C4 1.391(7) . ?
C3 H3 0.95 . ?
C4 C5 1.373(7) . ?
C4 H4 0.95 . ?
C5 C6 1.401(7) . ?
C5 H5 0.95 . ?
C6 C10 1.521(7) . ?
C7 C9 1.523(7) . ?
C7 C8 1.530(7) . ?
C7 H7 1 . ?
C8 H8A 0.98 . ?
C8 H8B 0.98 . ?
C8 H8C 0.98 . ?
C9 H9A 0.98 . ?
C9 H9B 0.98 . ?
C9 H9C 0.98 . ?
C10 C11 1.515(7) . ?
C10 C12 1.548(7) . ?
C10 H10 1 . ?
C11 H11A 0.98 . ?
C11 H11B 0.98 . ?
C11 H11C 0.98 . ?
C12 H12A 0.98 . ?
C12 H12B 0.98 . ?
C12 H12C 0.98 . ?
C13 H13A 0.98 . ?
C13 H13B 0.98 . ?
C13 H13C 0.98 . ?
C14 H14A 0.98 . ?
C14 H14B 0.98 . ?
C14 H14C 0.98 . ?
C15 H15A 0.98 . ?
C15 H15B 0.98 . ?
C15 H15C 0.98 . ?
C16 H16A 0.98 . ?
C16 H16B 0.98 . ?
C16 H16C 0.98 . ?
C17 C22 1.417(6) . ?
C17 C18 1.422(7) . ?
C18 C19 1.391(7) . ?
C18 C23 1.520(7) . ?
C19 C20 1.396(7) . ?
C19 H19 0.95 . ?
C20 C21 1.373(8) . ?
C20 H20 0.95 . ?
C21 C22 1.394(7) . ?
C21 H21 0.95 . ?
C22 C26 1.525(7) . ?
C23 C24 1.524(7) . ?
C23 C25 1.528(7) . ?
C23 H23 1 . ?
C24 H24A 0.98 . ?
C24 H24B 0.98 . ?
C24 H24C 0.98 . ?
C25 H25A 0.98 . ?
C25 H25B 0.98 . ?
C25 H25C 0.98 . ?
C26 C27 1.517(7) . ?
C26 C28 1.530(7) . ?
C26 H26 1 . ?
C27 H27A 0.98 . ?
C27 H27B 0.98 . ?
C27 H27C 0.98 . ?
C28 H28A 0.98 . ?
C28 H28B 0.98 . ?
C28 H28C 0.98 . ?
C29 C35 1.522(7) . ?
C29 C34 1.525(7) . ?
C29 C30 1.539(7) . ?
C30 C31 1.514(8) . ?
C30 H30A 0.99 . ?
C30 H30B 0.99 . ?
C31 C32 1.519(7) . ?
C31 H31A 0.99 . ?
C31 H31B 0.99 . ?
C32 C33 1.541(7) . ?
C32 H32A 0.99 . ?
C32 H32B 0.99 . ?
C33 C37 1.522(8) . ?
C33 C36 1.532(7) . ?
C34 H34A 0.98 . ?
C34 H34B 0.98 . ?
C34 H34C 0.98 . ?
C35 H35A 0.98 . ?
C35 H35B 0.98 . ?
C35 H35C 0.98 . ?
C36 H36A 0.98 . ?
C36 H36B 0.98 . ?
C36 H36C 0.98 . ?
C37 H37A 0.98 . ?
C37 H37B 0.98 . ?
C37 H37C 0.98 . ?

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 Bi N2 100.45(13) . . ?
O2 Bi N1 105.19(14) . . ?
N2 Bi N1 93.83(14) . . ?
O2 Bi N3 31.11(11) . . ?
N2 Bi N3 121.97(13) . . ?
N1 Bi N3 121.00(13) . . ?
O1 Si1 N1 106.50(18) . . ?
O1 Si1 C13 110.2(2) . . ?
N1 Si1 C13 111.2(2) . . ?
O1 Si1 C14 105.5(2) . . ?
N1 Si1 C14 115.9(2) . . ?
C13 Si1 C14 107.3(3) . . ?
O1 Si2 N2 108.57(18) . . ?
O1 Si2 C16 105.7(2) . . ?
N2 Si2 C16 110.5(2) . . ?
O1 Si2 C15 106.6(2) . . ?
N2 Si2 C15 111.7(2) . . ?
C16 Si2 C15 113.4(2) . . ?
Si1 O1 Si2 137.0(2) . . ?
N3 O2 Bi 100.3(2) . . ?
C1 N1 Si1 119.6(3) . . ?
C1 N1 Bi 114.7(3) . . ?
Si1 N1 Bi 120.83(19) . . ?
C17 N2 Si2 126.1(3) . . ?
C17 N2 Bi 109.8(3) . . ?
Si2 N2 Bi 123.2(2) . . ?
O2 N3 C29 108.0(4) . . ?
O2 N3 C33 108.2(3) . . ?
C29 N3 C33 117.3(4) . . ?
O2 N3 Bi 48.58(18) . . ?
C29 N3 Bi 127.4(3) . . ?
C33 N3 Bi 115.1(3) . . ?
C6 C1 C2 120.2(4) . . ?
C6 C1 N1 121.6(4) . . ?
C2 C1 N1 118.2(4) . . ?
C3 C2 C1 118.9(5) . . ?
C3 C2 C7 118.9(4) . . ?
C1 C2 C7 122.1(4) . . ?
C4 C3 C2 121.2(5) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C5 C4 C3 119.2(5) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
C4 C5 C6 122.3(5) . . ?
C4 C5 H5 118.9 . . ?
C6 C5 H5 118.9 . . ?
C5 C6 C1 118.1(5) . . ?
C5 C6 C10 119.0(4) . . ?
C1 C6 C10 122.9(4) . . ?
C9 C7 C2 112.8(4) . . ?
C9 C7 C8 111.0(4) . . ?
C2 C7 C8 110.4(4) . . ?
C9 C7 H7 107.4 . . ?
C2 C7 H7 107.4 . . ?
C8 C7 H7 107.4 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C6 113.3(4) . . ?
C11 C10 C12 110.3(4) . . ?
C6 C10 C12 109.4(4) . . ?
C11 C10 H10 107.9 . . ?
C6 C10 H10 107.9 . . ?
C12 C10 H10 107.9 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
Si1 C13 H13A 109.5 . . ?
Si1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
Si1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
Si1 C14 H14A 109.5 . . ?
Si1 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
Si1 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
Si2 C15 H15A 109.5 . . ?
Si2 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
Si2 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
Si2 C16 H16A 109.5 . . ?
Si2 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
Si2 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C22 C17 C18 118.7(4) . . ?
C22 C17 N2 120.2(4) . . ?
C18 C17 N2 121.0(4) . . ?
C19 C18 C17 119.3(5) . . ?
C19 C18 C23 118.9(5) . . ?
C17 C18 C23 121.7(4) . . ?
C18 C19 C20 121.2(5) . . ?
C18 C19 H19 119.4 . . ?
C20 C19 H19 119.4 . . ?
C21 C20 C19 119.1(5) . . ?
C21 C20 H20 120.5 . . ?
C19 C20 H20 120.5 . . ?
C20 C21 C22 121.9(5) . . ?
C20 C21 H21 119.1 . . ?
C22 C21 H21 119.1 . . ?
C21 C22 C17 119.3(5) . . ?
C21 C22 C26 118.3(4) . . ?
C17 C22 C26 122.2(4) . . ?
C18 C23 C24 112.0(4) . . ?
C18 C23 C25 113.8(4) . . ?
C24 C23 C25 109.9(4) . . ?
C18 C23 H23 106.9 . . ?
C24 C23 H23 106.9 . . ?
C25 C23 H23 106.9 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C27 C26 C22 113.2(4) . . ?
C27 C26 C28 111.2(4) . . ?
C22 C26 C28 110.2(4) . . ?
C27 C26 H26 107.3 . . ?
C22 C26 H26 107.3 . . ?
C28 C26 H26 107.3 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N3 C29 C35 115.8(4) . . ?
N3 C29 C34 107.0(4) . . ?
C35 C29 C34 108.3(5) . . ?
N3 C29 C30 106.8(4) . . ?
C35 C29 C30 111.6(4) . . ?
C34 C29 C30 106.9(4) . . ?
C31 C30 C29 113.2(5) . . ?
C31 C30 H30A 108.9 . . ?
C29 C30 H30A 108.9 . . ?
C31 C30 H30B 108.9 . . ?
C29 C30 H30B 108.9 . . ?
H30A C30 H30B 107.8 . . ?
C30 C31 C32 109.3(5) . . ?
C30 C31 H31A 109.8 . . ?
C32 C31 H31A 109.8 . . ?
C30 C31 H31B 109.8 . . ?
C32 C31 H31B 109.8 . . ?
H31A C31 H31B 108.3 . . ?
C31 C32 C33 113.0(5) . . ?
C31 C32 H32A 109 . . ?
C33 C32 H32A 109 . . ?
C31 C32 H32B 109 . . ?
C33 C32 H32B 109 . . ?
H32A C32 H32B 107.8 . . ?
N3 C33 C37 115.1(4) . . ?
N3 C33 C36 107.8(4) . . ?
C37 C33 C36 108.7(4) . . ?
N3 C33 C32 106.9(4) . . ?
C37 C33 C32 111.1(5) . . ?
C36 C33 C32 106.9(4) . . ?
C29 C34 H34A 109.5 . . ?
C29 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C29 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C29 C35 H35A 109.5 . . ?
C29 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C29 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C33 C36 H36A 109.5 . . ?
C33 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C33 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C33 C37 H37A 109.5 . . ?
C33 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C33 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?

####################################################################### 
# 
# 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_compound-2b
_database_code_depnum_ccdc_archive 'CCDC 1582725'
_audit_update_record             
;
2017-10-30 deposited with the CCDC.
2018-01-03 downloaded from the CCDC.
;

_audit_creation_date             2015-08-26T13:25:18-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C21 H48 Bi N3 O2 Si2'
_chemical_formula_sum            'C21 H48 Bi N3 O2 Si2'
_chemical_formula_weight         639.78

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P n m a'
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_Int_Tables_number      62
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   11.8697(3)
_cell_length_b                   17.1607(4)
_cell_length_c                   13.7508(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2800.94(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    120.00(10)
_cell_measurement_reflns_used    4462
_cell_measurement_theta_min      4.163
_cell_measurement_theta_max      28.998
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       trapezoid
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_size_max          0.4649
_exptl_crystal_size_mid          0.2892
_exptl_crystal_size_min          0.2219
_exptl_crystal_density_diffrn    1.517
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1288
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
13 10 -9 0.205
-1 24 -3 0.1281
-8 16 -11 0.1193
-13 12 -7 0.1141
-15 -4 -9 0.1924
-8 -14 -13 0.2117
7 -5 -17 0.1384
-12 12 9 0.115
-17 2 -1 0.1739
-13 14 5 0.1362
0 7 -18 0.1398
2 -22 -8 0.2018
-11 -11 12 0.2055
-9 10 15 0.135
3 24 3 0.1277
7 -14 -14 0.1412
11 -17 -2 0.1696
11 -9 13 0.1271
-12 -11 10 0.1949
-11 9 -13 0.0943


#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    6.4
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
        (compiled Feb  9 2015,16:26:32)
Numerical absorption correction based on gaussian integration over
                        a multifaceted crystal model
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.208
_exptl_absorpt_correction_T_max  0.313

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_ambient_temperature      120.00(10)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0856
_diffrn_orient_matrix_ub_11      0.0192039
_diffrn_orient_matrix_ub_12      -0.0359155
_diffrn_orient_matrix_ub_13      -0.0194262
_diffrn_orient_matrix_ub_21      -0.0415251
_diffrn_orient_matrix_ub_22      0.0021995
_diffrn_orient_matrix_ub_23      -0.03697
_diffrn_orient_matrix_ub_31      0.0384177
_diffrn_orient_matrix_ub_32      0.0203718
_diffrn_orient_matrix_ub_33      -0.0302629
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0276
_diffrn_reflns_av_unetI/netI     0.0434
_diffrn_reflns_number            8659
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.5618
_diffrn_reflns_theta_max         29.3437
_diffrn_reflns_theta_full        26.3154
_diffrn_measured_fraction_theta_full 0.9954
_diffrn_measured_fraction_theta_max 0.8601
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.86
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.86
_reflns_number_total             3412
_reflns_number_gt                2979
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
        (compiled Feb  9 2015,16:26:32)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
        (compiled Feb  9 2015,16:26:32)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
        (compiled Feb  9 2015,16:26:32)
;
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0186P)²+2.3105P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         3412
_refine_ls_number_parameters     139
_refine_ls_number_restraints     0
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0309
_refine_ls_R_factor_gt           0.0242
_refine_ls_wR_factor_ref         0.0521
_refine_ls_wR_factor_gt          0.0498
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.756
_refine_diff_density_min         -1.196
_refine_diff_density_rms         0.112

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 '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'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
Bi Bi 0.16552(2) 0.75 0.89155(2) 0.01358(5) Uani 1 d . .
Si Si 0.37863(7) 0.66061(5) 0.99484(6) 0.01840(18) Uani 1 d . .
O1 O 0.3666(2) 0.75 1.0361(2) 0.0168(6) Uani 1 d . .
O2 O 0.1268(2) 0.75 1.0414(2) 0.0159(6) Uani 1 d . .
N1 N 0.2863(2) 0.65578(15) 0.89937(18) 0.0190(6) Uani 1 d . .
N2 N 0.0050(3) 0.75 1.0470(2) 0.0153(7) Uani 1 d . .
C1 C 0.2801(3) 0.59634(19) 0.8202(2) 0.0262(8) Uani 1 d . .
C5 C 0.3426(3) 0.5933(2) 1.0959(2) 0.0315(9) Uani 1 d . .
H5A H 0.3491 0.5393 1.0734 0.047 Uiso 1 calc . .
H5B H 0.3946 0.6019 1.1503 0.047 Uiso 1 calc . .
H5C H 0.2652 0.6033 1.1174 0.047 Uiso 1 calc . .
C6 C 0.5304(3) 0.6449(2) 0.9634(3) 0.0403(10) Uani 1 d . .
H6A H 0.5406 0.5919 0.9384 0.061 Uiso 1 calc . .
H6B H 0.5533 0.6826 0.9136 0.061 Uiso 1 calc . .
H6C H 0.5768 0.652 1.0217 0.061 Uiso 1 calc . .
C7 C -0.0300(3) 0.67558(18) 1.0955(2) 0.0219(7) Uani 1 d . .
C8 C -0.1584(3) 0.6777(2) 1.1069(3) 0.0336(9) Uani 1 d . .
H8A H -0.1934 0.6758 1.0416 0.04 Uiso 1 calc . .
H8B H -0.183 0.6308 1.143 0.04 Uiso 1 calc . .
C9 C -0.2005(4) 0.75 1.1599(4) 0.0339(12) Uani 1 d . .
H9A H -0.1724 0.75 1.2277 0.041 Uiso 1 calc . .
H9B H -0.2839 0.75 1.1617 0.041 Uiso 1 calc . .
C10 C 0.0290(3) 0.6591(2) 1.1931(2) 0.0317(8) Uani 1 d . .
H10A H 0.1091 0.6724 1.1877 0.047 Uiso 1 calc . .
H10B H 0.0213 0.6037 1.2092 0.047 Uiso 1 calc . .
H10C H -0.0058 0.6907 1.2443 0.047 Uiso 1 calc . .
C11 C 0.0001(3) 0.60984(19) 1.0246(3) 0.0330(9) Uani 1 d . .
H11A H -0.0312 0.6217 0.9603 0.05 Uiso 1 calc . .
H11B H -0.0317 0.5606 1.0483 0.05 Uiso 1 calc . .
H11C H 0.0822 0.6052 1.0199 0.05 Uiso 1 calc . .
C2 C 0.3611(6) 0.5316(4) 0.8320(6) 0.0347(9) Uani 0.590(8) d A 1
H2A H 0.3526 0.4949 0.7779 0.052 Uiso 0.590(8) calc A 1
H2B H 0.438 0.5524 0.8324 0.052 Uiso 0.590(8) calc A 1
H2C H 0.3463 0.5046 0.8935 0.052 Uiso 0.590(8) calc A 1
C3 C 0.3062(7) 0.6392(4) 0.7190(5) 0.0347(9) Uani 0.590(8) d A 1
H3A H 0.2533 0.6824 0.7098 0.052 Uiso 0.590(8) calc A 1
H3B H 0.3834 0.6594 0.7198 0.052 Uiso 0.590(8) calc A 1
H3C H 0.298 0.6019 0.6654 0.052 Uiso 0.590(8) calc A 1
C4 C 0.1611(9) 0.5642(5) 0.8108(6) 0.0347(9) Uani 0.590(8) d A 1
H4A H 0.1078 0.6073 0.803 0.052 Uiso 0.590(8) calc A 1
H4B H 0.1568 0.5299 0.7538 0.052 Uiso 0.590(8) calc A 1
H4C H 0.1419 0.5345 0.8694 0.052 Uiso 0.590(8) calc A 1
C2A C 0.3237(9) 0.5148(6) 0.8678(8) 0.0347(9) Uani 0.410(8) d A 2
H2A1 H 0.2753 0.5009 0.9229 0.052 Uiso 0.410(8) calc A 2
H2A2 H 0.3206 0.4735 0.8188 0.052 Uiso 0.410(8) calc A 2
H2A3 H 0.4015 0.5211 0.8905 0.052 Uiso 0.410(8) calc A 2
C3A C 0.3514(9) 0.6179(6) 0.7380(8) 0.0347(9) Uani 0.410(8) d A 2
H3A1 H 0.3457 0.578 0.6873 0.052 Uiso 0.410(8) calc A 2
H3A2 H 0.3266 0.6682 0.7118 0.052 Uiso 0.410(8) calc A 2
H3A3 H 0.4298 0.6221 0.7597 0.052 Uiso 0.410(8) calc A 2
C4A C 0.1598(13) 0.5799(8) 0.7874(9) 0.0347(9) Uani 0.410(8) d A 2
H4A1 H 0.1138 0.5656 0.8438 0.052 Uiso 0.410(8) calc A 2
H4A2 H 0.1283 0.6266 0.7567 0.052 Uiso 0.410(8) calc A 2
H4A3 H 0.1599 0.5369 0.7405 0.052 Uiso 0.410(8) calc A 2



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 The methyl carbon atoms of the t-Bu group are disordered and were modeled
 over two positions. The anisotropic displacement factors of the carbon atoms 
 were constrained to be equal for each component using the EADP command.

 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
Bi O2 2.111(3) . ?
Bi N1 2.163(3) 7_575 ?
Bi N1 2.163(3) . ?
Si O1 1.6418(13) . ?
Si N1 1.713(3) . ?
Si C5 1.857(3) . ?
Si C6 1.872(4) . ?
O1 Si 1.6417(13) 7_575 ?
O2 N2 1.448(4) . ?
N1 C1 1.494(4) . ?
N2 C7 1.499(3) 7_575 ?
N2 C7 1.499(3) . ?
C1 C3A 1.460(11) . ?
C1 C2 1.478(7) . ?
C1 C4 1.522(11) . ?
C1 C4A 1.524(16) . ?
C1 C3 1.605(8) . ?
C1 C2A 1.629(11) . ?
C5 H5A 0.98 . ?
C5 H5B 0.98 . ?
C5 H5C 0.98 . ?
C6 H6A 0.98 . ?
C6 H6B 0.98 . ?
C6 H6C 0.98 . ?
C7 C8 1.533(4) . ?
C7 C11 1.533(4) . ?
C7 C10 1.539(5) . ?
C8 C9 1.523(5) . ?
C8 H8A 0.99 . ?
C8 H8B 0.99 . ?
C9 C8 1.523(5) 7_575 ?
C9 H9A 0.99 . ?
C9 H9B 0.99 . ?
C10 H10A 0.98 . ?
C10 H10B 0.98 . ?
C10 H10C 0.98 . ?
C11 H11A 0.98 . ?
C11 H11B 0.98 . ?
C11 H11C 0.98 . ?
C2 H2A 0.98 . ?
C2 H2B 0.98 . ?
C2 H2C 0.98 . ?
C3 H3A 0.98 . ?
C3 H3B 0.98 . ?
C3 H3C 0.98 . ?
C4 H4A 0.98 . ?
C4 H4B 0.98 . ?
C4 H4C 0.98 . ?
C2A H2A1 0.98 . ?
C2A H2A2 0.98 . ?
C2A H2A3 0.98 . ?
C3A H3A1 0.98 . ?
C3A H3A2 0.98 . ?
C3A H3A3 0.98 . ?
C4A H4A1 0.98 . ?
C4A H4A2 0.98 . ?
C4A H4A3 0.98 . ?

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 Bi N1 95.50(8) . 7_575 ?
O2 Bi N1 95.50(8) . . ?
N1 Bi N1 96.73(14) 7_575 . ?
O1 Si N1 104.76(13) . . ?
O1 Si C5 107.59(15) . . ?
N1 Si C5 113.35(15) . . ?
O1 Si C6 107.34(16) . . ?
N1 Si C6 115.59(16) . . ?
C5 Si C6 107.74(19) . . ?
Si O1 Si 138.2(2) 7_575 . ?
N2 O2 Bi 105.7(2) . . ?
C1 N1 Si 128.5(2) . . ?
C1 N1 Bi 116.22(19) . . ?
Si N1 Bi 115.22(13) . . ?
O2 N2 C7 107.5(2) . 7_575 ?
O2 N2 C7 107.5(2) . . ?
C7 N2 C7 116.8(3) 7_575 . ?
C3A C1 N1 111.3(4) . . ?
C2 C1 N1 113.7(4) . . ?
C2 C1 C4 109.9(5) . . ?
N1 C1 C4 110.8(4) . . ?
C3A C1 C4A 111.2(6) . . ?
N1 C1 C4A 112.9(6) . . ?
C2 C1 C3 108.3(4) . . ?
N1 C1 C3 108.1(3) . . ?
C4 C1 C3 105.8(4) . . ?
C3A C1 C2A 110.2(6) . . ?
N1 C1 C2A 106.1(4) . . ?
C4A C1 C2A 105.0(6) . . ?
Si C5 H5A 109.5 . . ?
Si C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
Si C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
Si C6 H6A 109.5 . . ?
Si C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
Si C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N2 C7 C8 107.4(3) . . ?
N2 C7 C11 106.2(2) . . ?
C8 C7 C11 108.3(3) . . ?
N2 C7 C10 114.7(3) . . ?
C8 C7 C10 111.6(3) . . ?
C11 C7 C10 108.3(3) . . ?
C9 C8 C7 113.3(3) . . ?
C9 C8 H8A 108.9 . . ?
C7 C8 H8A 108.9 . . ?
C9 C8 H8B 108.9 . . ?
C7 C8 H8B 108.9 . . ?
H8A C8 H8B 107.7 . . ?
C8 C9 C8 109.0(4) . 7_575 ?
C8 C9 H9A 109.9 . . ?
C8 C9 H9A 109.9 7_575 . ?
C8 C9 H9B 109.9 . . ?
C8 C9 H9B 109.9 7_575 . ?
H9A C9 H9B 108.3 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C7 C11 H11A 109.5 . . ?
C7 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C7 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C1 C2A H2A1 109.5 . . ?
C1 C2A H2A2 109.5 . . ?
H2A1 C2A H2A2 109.5 . . ?
C1 C2A H2A3 109.5 . . ?
H2A1 C2A H2A3 109.5 . . ?
H2A2 C2A H2A3 109.5 . . ?
C1 C3A H3A1 109.5 . . ?
C1 C3A H3A2 109.5 . . ?
H3A1 C3A H3A2 109.5 . . ?
C1 C3A H3A3 109.5 . . ?
H3A1 C3A H3A3 109.5 . . ?
H3A2 C3A H3A3 109.5 . . ?
C1 C4A H4A1 109.5 . . ?
C1 C4A H4A2 109.5 . . ?
H4A1 C4A H4A2 109.5 . . ?
C1 C4A H4A3 109.5 . . ?
H4A1 C4A H4A3 109.5 . . ?
H4A2 C4A H4A3 109.5 . . ?

