# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 2113990'
loop_
_audit_author_name
_audit_author_address
'Regine Herbst-Irmer'
;University of Goettingen
Germany
;
_audit_update_record             
;
2021-10-05 deposited with the CCDC.	2022-06-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H52 B Br N3 Si'
_chemical_formula_sum            'C32 H52 B Br N3 Si'
_chemical_formula_weight         597.57

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'
B B 0.0013 0.0007 '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'
Si Si 0.0817 0.0704 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_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                   11.102(2)
_cell_length_b                   14.901(2)
_cell_length_c                   21.157(3)
_cell_angle_alpha                90
_cell_angle_beta                 102.55(2)
_cell_angle_gamma                90
_cell_volume                     3416.4(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9495
_cell_measurement_theta_min      2.3045
_cell_measurement_theta_max      28.036

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.162
_exptl_crystal_F_000             1276
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.359
_exptl_crystal_size_mid          0.337
_exptl_crystal_size_min          0.201
_exptl_absorpt_coefficient_mu    1.262
_shelx_estimated_absorpt_T_min   0.660
_shelx_estimated_absorpt_T_max   0.786
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6410
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS-2016/2
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'INCOATEC Microsource'
_diffrn_measurement_device_type  'Bruker Smart APEX II Quazar'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            133144
_diffrn_reflns_av_unetI/netI     0.0200
_diffrn_reflns_av_R_equivalents  0.0498
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.685
_diffrn_reflns_theta_max         28.413
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8563
_reflns_number_gt                7264
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 v2012.2'
_computing_cell_refinement       'SAINT V8.38A'
_computing_data_reduction        'SAINT V8.38A'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'XP Version 5.1'
_computing_publication_material  'XP Version 5.1'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0395P)²+1.7388P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8563
_refine_ls_number_parameters     389
_refine_ls_number_restraints     175
_refine_ls_R_factor_all          0.0418
_refine_ls_R_factor_gt           0.0325
_refine_ls_wR_factor_ref         0.0830
_refine_ls_wR_factor_gt          0.0788
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.042
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.24044(3) 0.26880(2) 0.69191(2) 0.02536(8) Uani 0.9294(10) 1 d D . P A
1
Br2 Br 0.2904(4) 0.26718(17) 0.7168(2) 0.02536(8) Uani 0.0706(10) 1 d D . P A 2
B1 B 0.37241(19) 0.35002(13) 0.67067(10) 0.0307(4) Uani 1 1 d D . . . .
Si1 Si 0.35113(4) 0.46991(3) 0.70089(2) 0.01573(8) Uani 1 1 d D . . . .
N1 N 0.34280(11) 0.48533(8) 0.78648(6) 0.0165(2) Uani 1 1 d . . . . .
C1 C 0.21986(13) 0.49321(9) 0.76966(7) 0.0153(3) Uani 1 1 d . . . . .
C2 C 0.42527(14) 0.46808(11) 0.85048(7) 0.0214(3) Uani 1 1 d . . . . .
N3 N 0.42767(13) 0.55643(9) 0.67547(6) 0.0235(3) Uani 1 1 d . . . . .
C3 C 0.41822(17) 0.36931(12) 0.86907(9) 0.0321(4) Uani 1 1 d . . . . .
H3A H 0.334762 0.355611 0.874551 0.048 Uiso 1 1 calc R U . . .
H3B H 0.477722 0.357698 0.909760 0.048 Uiso 1 1 calc R U . . .
H3C H 0.437667 0.331348 0.834793 0.048 Uiso 1 1 calc R U . . .
C4 C 0.55534(15) 0.48953(14) 0.84120(8) 0.0336(4) Uani 1 1 d . . . . .
H4A H 0.573121 0.452926 0.805841 0.050 Uiso 1 1 calc R U . . .
H4B H 0.615727 0.476140 0.881254 0.050 Uiso 1 1 calc R U . . .
H4C H 0.560344 0.553247 0.830582 0.050 Uiso 1 1 calc R U . . .
C5 C 0.39547(16) 0.53003(12) 0.90266(7) 0.0278(3) Uani 1 1 d . . . . .
H5A H 0.389624 0.592087 0.886946 0.042 Uiso 1 1 calc R U . . .
H5B H 0.461013 0.525592 0.941896 0.042 Uiso 1 1 calc R U . . .
H5C H 0.316669 0.512117 0.912582 0.042 Uiso 1 1 calc R U . . .
N2 N 0.19176(11) 0.49874(8) 0.70493(6) 0.0168(2) Uani 1 1 d D . . . .
C6 C 0.07459(14) 0.52120(10) 0.65914(7) 0.0197(3) Uani 1 1 d D U . . .
C7 C 0.08995(18) 0.49277(15) 0.59206(8) 0.0274(5) Uani 0.884(3) 1 d D U P B 1
H7A H 0.017676 0.511949 0.559478 0.041 Uiso 0.884(3) 1 calc R U P B 1
H7B H 0.097794 0.427328 0.590644 0.041 Uiso 0.884(3) 1 calc R U P B 1
H7C H 0.164258 0.520757 0.582973 0.041 Uiso 0.884(3) 1 calc R U P B 1
C8 C -0.03675(16) 0.47251(13) 0.67439(9) 0.0263(4) Uani 0.884(3) 1 d D U P B 1
H8A H -0.109098 0.482852 0.639322 0.039 Uiso 0.884(3) 1 calc R U P B 1
H8B H -0.053072 0.495418 0.715134 0.039 Uiso 0.884(3) 1 calc R U P B 1
H8C H -0.019522 0.408021 0.678496 0.039 Uiso 0.884(3) 1 calc R U P B 1
C9 C 0.05708(19) 0.62347(12) 0.66117(10) 0.0297(5) Uani 0.884(3) 1 d D U P B 1
H9A H 0.127522 0.653552 0.649329 0.045 Uiso 0.884(3) 1 calc R U P B 1
H9B H 0.051541 0.641573 0.704975 0.045 Uiso 0.884(3) 1 calc R U P B 1
H9C H -0.018993 0.640454 0.630482 0.045 Uiso 0.884(3) 1 calc R U P B 1
C7A C 0.1119(13) 0.5581(13) 0.5984(6) 0.036(4) Uani 0.116(3) 1 d D U P B 2
H7AA H 0.037618 0.574252 0.566082 0.053 Uiso 0.116(3) 1 calc R U P B 2
H7AB H 0.163698 0.611396 0.609898 0.053 Uiso 0.116(3) 1 calc R U P B 2
H7AC H 0.158107 0.512162 0.580474 0.053 Uiso 0.116(3) 1 calc R U P B 2
C8A C 0.0123(13) 0.4280(8) 0.6434(7) 0.036(3) Uani 0.116(3) 1 d D U P B 2
H8AA H -0.067241 0.435579 0.612975 0.053 Uiso 0.116(3) 1 calc R U P B 2
H8AB H 0.065790 0.389324 0.623986 0.053 Uiso 0.116(3) 1 calc R U P B 2
H8AC H -0.000900 0.400413 0.683416 0.053 Uiso 0.116(3) 1 calc R U P B 2
C9A C -0.0073(14) 0.5842(11) 0.6873(7) 0.043(4) Uani 0.116(3) 1 d D U P B 2
H9AA H -0.082872 0.596286 0.654750 0.064 Uiso 0.116(3) 1 calc R U P B 2
H9AB H -0.028519 0.556295 0.725393 0.064 Uiso 0.116(3) 1 calc R U P B 2
H9AC H 0.036697 0.640595 0.699957 0.064 Uiso 0.116(3) 1 calc R U P B 2
C10 C 0.13211(13) 0.48737(9) 0.81376(6) 0.0163(3) Uani 1 1 d . . . . .
C11 C 0.09120(14) 0.40214(10) 0.82663(7) 0.0196(3) Uani 1 1 d . . . . .
H11 H 0.117552 0.350669 0.806837 0.023 Uiso 1 1 calc R U . . .
C12 C 0.01147(15) 0.39320(11) 0.86870(8) 0.0242(3) Uani 1 1 d . . . . .
H12 H -0.016643 0.335341 0.877669 0.029 Uiso 1 1 calc R U . . .
C13 C -0.02720(15) 0.46823(12) 0.89761(8) 0.0268(3) Uani 1 1 d . . . . .
H13 H -0.081165 0.461669 0.926540 0.032 Uiso 1 1 calc R U . . .
C14 C 0.01288(15) 0.55275(11) 0.88429(8) 0.0262(3) Uani 1 1 d . . . . .
H14 H -0.014062 0.604095 0.903976 0.031 Uiso 1 1 calc R U . . .
C15 C 0.09245(14) 0.56283(10) 0.84219(7) 0.0214(3) Uani 1 1 d . . . . .
H15 H 0.119503 0.620892 0.832942 0.026 Uiso 1 1 calc R U . . .
C16 C 0.50354(18) 0.54797(12) 0.62791(9) 0.0337(4) Uani 1 1 d . . . . .
H16A H 0.467405 0.583514 0.589499 0.051 Uiso 1 1 calc R U . . .
H16B H 0.507507 0.484794 0.615643 0.051 Uiso 1 1 calc R U . . .
H16C H 0.586955 0.569878 0.646485 0.051 Uiso 1 1 calc R U . . .
C17 C 0.41586(18) 0.64868(11) 0.69572(9) 0.0336(4) Uani 1 1 d . . . . .
H17A H 0.373201 0.684211 0.658584 0.050 Uiso 1 1 calc R U . . .
H17B H 0.498097 0.673925 0.712531 0.050 Uiso 1 1 calc R U . . .
H17C H 0.368340 0.650060 0.729701 0.050 Uiso 1 1 calc R U . . .
C18 C 0.46310(14) 0.31122(10) 0.62860(7) 0.0203(3) Uani 1 1 d D . . . .
C19 C 0.58805(15) 0.29137(12) 0.65584(7) 0.0249(3) Uani 1 1 d . . . . .
C20 C 0.66903(14) 0.26770(11) 0.61638(8) 0.0239(3) Uani 1 1 d . . . . .
H20 H 0.753001 0.255934 0.635844 0.029 Uiso 1 1 calc R U . . .
C21 C 0.63035(14) 0.26088(10) 0.54964(7) 0.0198(3) Uani 1 1 d . . . . .
C22 C 0.50644(14) 0.27647(10) 0.52313(7) 0.0210(3) Uani 1 1 d . . . . .
H22 H 0.477256 0.270369 0.477677 0.025 Uiso 1 1 calc R U . . .
C23 C 0.42320(14) 0.30084(10) 0.56103(7) 0.0207(3) Uani 1 1 d . . . . .
C24 C 0.63904(18) 0.29468(17) 0.72840(9) 0.0427(5) Uani 1 1 d . . . . .
H24 H 0.568463 0.308701 0.749156 0.051 Uiso 1 1 calc R U . . .
C25 C 0.73301(19) 0.3708(2) 0.74602(11) 0.0601(7) Uani 1 1 d . . . . .
H25A H 0.805834 0.357629 0.728484 0.090 Uiso 1 1 calc R U . . .
H25B H 0.757532 0.376303 0.793237 0.090 Uiso 1 1 calc R U . . .
H25C H 0.695793 0.427305 0.727621 0.090 Uiso 1 1 calc R U . . .
C26 C 0.6925(2) 0.2053(2) 0.75560(11) 0.0635(7) Uani 1 1 d . . . . .
H26A H 0.761923 0.189197 0.736110 0.095 Uiso 1 1 calc R U . . .
H26B H 0.628705 0.158820 0.745575 0.095 Uiso 1 1 calc R U . . .
H26C H 0.721222 0.210223 0.802657 0.095 Uiso 1 1 calc R U . . .
C27 C 0.72006(15) 0.23520(11) 0.50771(8) 0.0252(3) Uani 1 1 d . . . . .
H27 H 0.674174 0.237462 0.461497 0.030 Uiso 1 1 calc R U . . .
C28 C 0.8272(2) 0.30171(18) 0.51554(13) 0.0571(6) Uani 1 1 d . . . . .
H28A H 0.876955 0.288163 0.483742 0.086 Uiso 1 1 calc R U . . .
H28B H 0.878658 0.296721 0.559332 0.086 Uiso 1 1 calc R U . . .
H28C H 0.794570 0.362884 0.508573 0.086 Uiso 1 1 calc R U . . .
C29 C 0.7660(2) 0.13979(14) 0.52193(9) 0.0439(5) Uani 1 1 d . . . . .
H29A H 0.695946 0.098251 0.512449 0.066 Uiso 1 1 calc R U . . .
H29B H 0.807300 0.134686 0.567689 0.066 Uiso 1 1 calc R U . . .
H29C H 0.824409 0.124843 0.494829 0.066 Uiso 1 1 calc R U . . .
C30 C 0.28937(15) 0.31843(13) 0.52761(8) 0.0317(4) Uani 1 1 d . . . . .
H30 H 0.244866 0.334459 0.562378 0.038 Uiso 1 1 calc R U . . .
C31 C 0.2266(2) 0.23573(17) 0.49416(14) 0.0577(6) Uani 1 1 d . . . . .
H31A H 0.138749 0.248194 0.477694 0.087 Uiso 1 1 calc R U . . .
H31B H 0.235955 0.185922 0.525095 0.087 Uiso 1 1 calc R U . . .
H31C H 0.264620 0.219512 0.458034 0.087 Uiso 1 1 calc R U . . .
C32 C 0.27724(18) 0.39876(15) 0.48204(10) 0.0417(5) Uani 1 1 d . . . . .
H32A H 0.313559 0.383973 0.445062 0.063 Uiso 1 1 calc R U . . .
H32B H 0.320560 0.450356 0.505213 0.063 Uiso 1 1 calc R U . . .
H32C H 0.189789 0.413575 0.466556 0.063 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 B1 2.0247(19) . ?
Br2 B1 1.921(3) . ?
B1 C18 1.590(2) . ?
B1 Si1 1.9292(19) . ?
Si1 N3 1.6946(13) . ?
Si1 N2 1.8407(13) . ?
Si1 N1 1.8475(12) . ?
Si1 C1 2.2984(14) . ?
N1 C1 1.3387(19) . ?
N1 C2 1.4829(19) . ?
C1 N2 1.3394(18) . ?
C1 C10 1.4908(19) . ?
C2 C5 1.530(2) . ?
C2 C3 1.530(2) . ?
C2 C4 1.533(2) . ?
N3 C16 1.4513(19) . ?
N3 C17 1.454(2) . ?
N2 C6 1.4815(19) . ?
C6 C9A 1.515(10) . ?
C6 C7 1.526(2) . ?
C6 C8 1.527(2) . ?
C6 C7A 1.535(10) . ?
C6 C9 1.538(2) . ?
C6 C8A 1.554(11) . ?
C10 C15 1.391(2) . ?
C10 C11 1.395(2) . ?
C11 C12 1.391(2) . ?
C12 C13 1.387(2) . ?
C13 C14 1.385(2) . ?
C14 C15 1.392(2) . ?
C18 C23 1.410(2) . ?
C18 C19 1.413(2) . ?
C19 C20 1.399(2) . ?
C19 C24 1.517(2) . ?
C20 C21 1.387(2) . ?
C21 C22 1.388(2) . ?
C21 C27 1.520(2) . ?
C22 C23 1.397(2) . ?
C23 C30 1.523(2) . ?
C24 C26 1.519(4) . ?
C24 C25 1.532(3) . ?
C27 C29 1.518(2) . ?
C27 C28 1.529(3) . ?
C30 C31 1.513(3) . ?
C30 C32 1.524(3) . ?

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
C18 B1 Br2 118.56(15) . . ?
C18 B1 Si1 131.30(12) . . ?
Br2 B1 Si1 108.74(12) . . ?
C18 B1 Br1 118.92(12) . . ?
Si1 B1 Br1 109.47(9) . . ?
N3 Si1 N2 112.98(6) . . ?
N3 Si1 N1 110.59(6) . . ?
N2 Si1 N1 70.86(6) . . ?
N3 Si1 B1 119.56(7) . . ?
N2 Si1 B1 114.81(7) . . ?
N1 Si1 B1 118.41(8) . . ?
N3 Si1 C1 121.10(6) . . ?
N2 Si1 C1 35.64(5) . . ?
N1 Si1 C1 35.62(5) . . ?
B1 Si1 C1 119.33(7) . . ?
C1 N1 C2 130.50(12) . . ?
C1 N1 Si1 90.89(9) . . ?
C2 N1 Si1 136.13(10) . . ?
N1 C1 N2 105.95(12) . . ?
N1 C1 C10 126.56(12) . . ?
N2 C1 C10 127.22(13) . . ?
N1 C1 Si1 53.49(7) . . ?
N2 C1 Si1 53.20(7) . . ?
C10 C1 Si1 167.93(10) . . ?
N1 C2 C5 111.53(12) . . ?
N1 C2 C3 110.22(13) . . ?
C5 C2 C3 111.34(13) . . ?
N1 C2 C4 105.00(12) . . ?
C5 C2 C4 108.91(14) . . ?
C3 C2 C4 109.62(14) . . ?
C16 N3 C17 112.92(13) . . ?
C16 N3 Si1 124.09(11) . . ?
C17 N3 Si1 122.83(11) . . ?
C1 N2 C6 131.21(12) . . ?
C1 N2 Si1 91.17(9) . . ?
C6 N2 Si1 137.62(9) . . ?
N2 C6 C9A 113.5(6) . . ?
N2 C6 C7 106.60(12) . . ?
N2 C6 C8 112.99(12) . . ?
C7 C6 C8 108.90(14) . . ?
N2 C6 C7A 105.7(6) . . ?
C9A C6 C7A 113.7(9) . . ?
N2 C6 C9 107.69(13) . . ?
C7 C6 C9 109.96(14) . . ?
C8 C6 C9 110.60(14) . . ?
N2 C6 C8A 103.0(6) . . ?
C9A C6 C8A 111.1(9) . . ?
C7A C6 C8A 109.2(9) . . ?
C15 C10 C11 120.28(13) . . ?
C15 C10 C1 122.33(13) . . ?
C11 C10 C1 117.38(12) . . ?
C12 C11 C10 119.43(14) . . ?
C13 C12 C11 120.40(14) . . ?
C14 C13 C12 119.97(14) . . ?
C13 C14 C15 120.33(15) . . ?
C10 C15 C14 119.59(14) . . ?
C23 C18 C19 117.05(13) . . ?
C23 C18 B1 120.64(15) . . ?
C19 C18 B1 122.18(14) . . ?
C20 C19 C18 120.71(14) . . ?
C20 C19 C24 117.73(15) . . ?
C18 C19 C24 121.55(14) . . ?
C21 C20 C19 121.94(15) . . ?
C20 C21 C22 117.36(14) . . ?
C20 C21 C27 121.03(14) . . ?
C22 C21 C27 121.60(14) . . ?
C21 C22 C23 122.20(14) . . ?
C22 C23 C18 120.61(14) . . ?
C22 C23 C30 118.60(14) . . ?
C18 C23 C30 120.76(14) . . ?
C19 C24 C26 112.58(18) . . ?
C19 C24 C25 110.79(18) . . ?
C26 C24 C25 111.6(2) . . ?
C29 C27 C21 110.77(14) . . ?
C29 C27 C28 111.44(18) . . ?
C21 C27 C28 111.50(15) . . ?
C31 C30 C23 112.35(16) . . ?
C31 C30 C32 112.03(18) . . ?
C23 C30 C32 111.83(15) . . ?

_refine_diff_density_max         0.402
_refine_diff_density_min         -0.335
_refine_diff_density_rms         0.053

####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 2113992'
loop_
_audit_author_name
_audit_author_address
'Regine Herbst-Irmer'
;University of Goettingen
Germany
;
_audit_update_record             
;
2021-10-05 deposited with the CCDC.	2022-06-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H55 B I N2 Si'
_chemical_formula_sum            'C34 H55 B I N2 Si'
_chemical_formula_weight         657.60

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'
B B 0.0013 0.0007 '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'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_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                   12.623(2)
_cell_length_b                   19.291(3)
_cell_length_c                   14.451(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.06(2)
_cell_angle_gamma                90
_cell_volume                     3516.7(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5298
_cell_measurement_theta_min      2.355
_cell_measurement_theta_max      28.659

_exptl_crystal_description       needles
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.242
_exptl_crystal_F_000             1380
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.255
_exptl_crystal_size_mid          0.146
_exptl_crystal_size_min          0.125
_exptl_absorpt_coefficient_mu    0.968
_shelx_estimated_absorpt_T_min   0.790
_shelx_estimated_absorpt_T_max   0.889
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.663522
_exptl_absorpt_correction_T_max  0.745845
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'INCOATEC Microsource'
_diffrn_measurement_device_type  'Bruker Smart APEX II Quazar'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            70008
_diffrn_reflns_av_unetI/netI     0.0495
_diffrn_reflns_av_R_equivalents  0.0727
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.761
_diffrn_reflns_theta_max         29.284
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             9573
_reflns_number_gt                7404
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'APEX2 v2012.2'
_computing_cell_refinement       'SAINT V8.40B'
_computing_data_reduction        'SAINT V8.40B'
_computing_structure_solution    
'SHELXT(G.M.Sheldrick,Acta Cryst.(2015)A71,3-8)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'XP Version 5.1'
_computing_publication_material  'XP Version 5.1'
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0251P)²+1.9355P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9573
_refine_ls_number_parameters     368
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0645
_refine_ls_R_factor_gt           0.0392
_refine_ls_wR_factor_ref         0.0733
_refine_ls_wR_factor_gt          0.0659
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_restrained_S_all      1.009
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.25589(2) 0.26093(2) 0.74998(2) 0.02829(5) Uani 1 1 d . . . . .
Si1 Si 0.35229(5) 0.42806(3) 0.73498(5) 0.01240(13) Uani 1 1 d . . . . .
N1 N 0.23312(19) 0.45422(12) 0.66500(16) 0.0137(5) Uani 1 1 d . . . . .
C1 C 0.4591(2) 0.49681(12) 0.72190(19) 0.0159(5) Uani 1 1 d . . . . .
B1 B 0.39334(19) 0.33245(13) 0.7391(2) 0.0153(6) Uani 1 1 d . . . . .
N2 N 0.2507(2) 0.46124(12) 0.81324(15) 0.0140(5) Uani 1 1 d . . . . .
C2 C 0.5032(2) 0.49145(16) 0.6242(2) 0.0224(6) Uani 1 1 d . . . . .
H2A H 0.447306 0.503122 0.578055 0.034 Uiso 1 1 calc R U . . .
H2B H 0.527896 0.444030 0.613631 0.034 Uiso 1 1 calc R U . . .
H2C H 0.562583 0.523768 0.618793 0.034 Uiso 1 1 calc R U . . .
C3 C 0.5519(2) 0.48354(15) 0.7913(2) 0.0218(6) Uani 1 1 d . . . . .
H3A H 0.579867 0.436764 0.781954 0.033 Uiso 1 1 calc R U . . .
H3B H 0.527071 0.487717 0.854547 0.033 Uiso 1 1 calc R U . . .
H3C H 0.607975 0.517655 0.781730 0.033 Uiso 1 1 calc R U . . .
C4 C 0.41509(19) 0.57047(12) 0.7358(2) 0.0211(6) Uani 1 1 d . . . . .
H4A H 0.469724 0.604629 0.721897 0.032 Uiso 1 1 calc R U . . .
H4B H 0.394574 0.576013 0.800166 0.032 Uiso 1 1 calc R U . . .
H4C H 0.352983 0.577578 0.694259 0.032 Uiso 1 1 calc R U . . .
C5 C 0.1938(2) 0.45558(15) 0.5674(2) 0.0166(6) Uani 1 1 d . . . . .
C6 C 0.2617(2) 0.40475(14) 0.51461(19) 0.0204(6) Uani 1 1 d . . . . .
H6A H 0.238323 0.404253 0.449208 0.031 Uiso 1 1 calc R U . . .
H6B H 0.254317 0.358203 0.540759 0.031 Uiso 1 1 calc R U . . .
H6C H 0.336128 0.419139 0.519951 0.031 Uiso 1 1 calc R U . . .
C7 C 0.0783(2) 0.43184(14) 0.5563(2) 0.0197(6) Uani 1 1 d . . . . .
H7A H 0.060013 0.424803 0.490538 0.030 Uiso 1 1 calc R U . . .
H7B H 0.031827 0.467287 0.581533 0.030 Uiso 1 1 calc R U . . .
H7C H 0.069268 0.388207 0.589884 0.030 Uiso 1 1 calc R U . . .
C8 C 0.2051(2) 0.52897(15) 0.5274(2) 0.0220(7) Uani 1 1 d . . . . .
H8A H 0.279014 0.544142 0.535167 0.033 Uiso 1 1 calc R U . . .
H8B H 0.159231 0.560954 0.560159 0.033 Uiso 1 1 calc R U . . .
H8C H 0.184421 0.528574 0.461391 0.033 Uiso 1 1 calc R U . . .
C9 C 0.2337(2) 0.46713(15) 0.91415(19) 0.0166(6) Uani 1 1 d . . . . .
C10 C 0.1692(2) 0.40519(16) 0.9462(2) 0.0284(7) Uani 1 1 d . . . . .
H10A H 0.098214 0.406674 0.916423 0.043 Uiso 1 1 calc R U . . .
H10B H 0.163228 0.407047 1.013557 0.043 Uiso 1 1 calc R U . . .
H10C H 0.204689 0.362117 0.929089 0.043 Uiso 1 1 calc R U . . .
C11 C 0.3436(2) 0.46555(15) 0.9617(2) 0.0198(6) Uani 1 1 d . . . . .
H11A H 0.380580 0.423132 0.944063 0.030 Uiso 1 1 calc R U . . .
H11B H 0.336642 0.466464 1.028977 0.030 Uiso 1 1 calc R U . . .
H11C H 0.384267 0.506045 0.942474 0.030 Uiso 1 1 calc R U . . .
C12 C 0.1800(3) 0.53561(17) 0.9384(2) 0.0267(7) Uani 1 1 d . . . . .
H12A H 0.218158 0.574181 0.910631 0.040 Uiso 1 1 calc R U . . .
H12B H 0.181162 0.541269 1.005857 0.040 Uiso 1 1 calc R U . . .
H12C H 0.106471 0.535214 0.914364 0.040 Uiso 1 1 calc R U . . .
C13 C 0.18366(17) 0.47287(10) 0.7418(2) 0.0141(5) Uani 1 1 d . . . . .
C14 C 0.07464(17) 0.50163(11) 0.7465(2) 0.0144(5) Uani 1 1 d . . . . .
C15 C -0.01029(18) 0.45773(13) 0.7627(2) 0.0195(5) Uani 1 1 d . . . . .
H15 H 0.001111 0.409411 0.770928 0.023 Uiso 1 1 calc R U . . .
C16 C -0.1119(2) 0.48512(14) 0.7666(2) 0.0268(6) Uani 1 1 d . . . . .
H16 H -0.170219 0.455518 0.777689 0.032 Uiso 1 1 calc R U . . .
C17 C -0.1279(2) 0.55532(14) 0.7544(2) 0.0278(6) Uani 1 1 d . . . . .
H17 H -0.197663 0.573693 0.756071 0.033 Uiso 1 1 calc R U . . .
C18 C -0.0439(2) 0.59906(13) 0.7398(2) 0.0243(6) Uani 1 1 d . . . . .
H18 H -0.055609 0.647458 0.732969 0.029 Uiso 1 1 calc R U . . .
C19 C 0.05815(19) 0.57241(13) 0.7352(2) 0.0192(5) Uani 1 1 d . . . . .
H19 H 0.116152 0.602361 0.724389 0.023 Uiso 1 1 calc R U . . .
C20 C 0.50792(17) 0.29872(11) 0.7341(2) 0.0139(5) Uani 1 1 d . . . . .
C21 C 0.5723(2) 0.28821(14) 0.81456(19) 0.0149(6) Uani 1 1 d . . . . .
C22 C 0.6754(2) 0.26180(14) 0.80842(18) 0.0136(5) Uani 1 1 d . . . . .
H22 H 0.717875 0.255506 0.863386 0.016 Uiso 1 1 calc R U . . .
C23 C 0.71668(18) 0.24461(12) 0.72327(19) 0.0130(5) Uani 1 1 d . . . . .
C24 C 0.6522(2) 0.25263(13) 0.64505(19) 0.0150(5) Uani 1 1 d . . . . .
H24 H 0.678524 0.239598 0.586787 0.018 Uiso 1 1 calc R U . . .
C25 C 0.5498(2) 0.27915(14) 0.6483(2) 0.0139(6) Uani 1 1 d . . . . .
C26 C 0.5309(2) 0.29926(14) 0.9105(2) 0.0166(6) Uani 1 1 d . . . . .
H26 H 0.462923 0.325721 0.903667 0.020 Uiso 1 1 calc R U . . .
C27 C 0.6060(2) 0.34078(16) 0.9743(2) 0.0268(7) Uani 1 1 d . . . . .
H27A H 0.628210 0.382910 0.942420 0.040 Uiso 1 1 calc R U . . .
H27B H 0.668504 0.312610 0.990796 0.040 Uiso 1 1 calc R U . . .
H27C H 0.569671 0.353479 1.030632 0.040 Uiso 1 1 calc R U . . .
C28 C 0.5062(3) 0.22967(16) 0.9540(2) 0.0329(8) Uani 1 1 d . . . . .
H28A H 0.451226 0.206013 0.916245 0.049 Uiso 1 1 calc R U . . .
H28B H 0.481066 0.236933 1.016588 0.049 Uiso 1 1 calc R U . . .
H28C H 0.570535 0.201170 0.957069 0.049 Uiso 1 1 calc R U . . .
C29 C 0.83063(18) 0.21772(13) 0.7212(2) 0.0177(6) Uani 1 1 d . . . . .
H29 H 0.842924 0.187517 0.776817 0.021 Uiso 1 1 calc R U . . .
C30 C 0.90798(19) 0.27866(15) 0.7300(3) 0.0298(7) Uani 1 1 d . . . . .
H30A H 0.980918 0.261193 0.730966 0.045 Uiso 1 1 calc R U . . .
H30B H 0.895909 0.303860 0.787566 0.045 Uiso 1 1 calc R U . . .
H30C H 0.896646 0.309933 0.677146 0.045 Uiso 1 1 calc R U . . .
C31 C 0.8519(2) 0.17443(15) 0.6366(2) 0.0223(6) Uani 1 1 d . . . . .
H31A H 0.800170 0.136631 0.631595 0.033 Uiso 1 1 calc R U . . .
H31B H 0.923622 0.155035 0.642312 0.033 Uiso 1 1 calc R U . . .
H31C H 0.845786 0.203575 0.581144 0.033 Uiso 1 1 calc R U . . .
C32 C 0.4812(2) 0.28191(15) 0.5600(2) 0.0186(6) Uani 1 1 d . . . . .
H32 H 0.419550 0.312728 0.572190 0.022 Uiso 1 1 calc R U . . .
C33 C 0.5370(3) 0.31194(17) 0.4772(2) 0.0272(7) Uani 1 1 d . . . . .
H33A H 0.594248 0.280715 0.459803 0.041 Uiso 1 1 calc R U . . .
H33B H 0.566762 0.357416 0.493645 0.041 Uiso 1 1 calc R U . . .
H33C H 0.486017 0.316991 0.424902 0.041 Uiso 1 1 calc R U . . .
C34 C 0.4367(2) 0.20991(16) 0.5364(2) 0.0264(7) Uani 1 1 d . . . . .
H34A H 0.391846 0.212670 0.479719 0.040 Uiso 1 1 calc R U . . .
H34B H 0.394517 0.193291 0.587456 0.040 Uiso 1 1 calc R U . . .
H34C H 0.495389 0.177724 0.526763 0.040 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 B1 2.227(2) . ?
Si1 N1 1.852(3) . ?
Si1 N2 1.854(2) . ?
Si1 C1 1.906(2) . ?
Si1 B1 1.916(3) . ?
Si1 C13 2.303(2) . ?
N1 C13 1.342(3) . ?
N1 C5 1.479(4) . ?
C1 C3 1.536(4) . ?
C1 C2 1.539(4) . ?
C1 C4 1.542(3) . ?
B1 C20 1.590(3) . ?
N2 C13 1.331(4) . ?
N2 C9 1.486(3) . ?
C5 C6 1.525(4) . ?
C5 C7 1.530(4) . ?
C5 C8 1.538(4) . ?
C9 C11 1.526(4) . ?
C9 C10 1.527(4) . ?
C9 C12 1.531(4) . ?
C13 C14 1.488(3) . ?
C14 C19 1.390(3) . ?
C14 C15 1.392(3) . ?
C15 C16 1.390(3) . ?
C16 C17 1.380(4) . ?
C17 C18 1.378(4) . ?
C18 C19 1.390(3) . ?
C20 C21 1.409(4) . ?
C20 C25 1.417(4) . ?
C21 C22 1.403(4) . ?
C21 C26 1.515(4) . ?
C22 C23 1.393(4) . ?
C23 C24 1.378(4) . ?
C23 C29 1.530(3) . ?
C24 C25 1.392(4) . ?
C25 C32 1.518(4) . ?
C26 C28 1.519(4) . ?
C26 C27 1.526(4) . ?
C29 C31 1.513(4) . ?
C29 C30 1.530(3) . ?
C32 C33 1.525(4) . ?
C32 C34 1.532(4) . ?

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
N1 Si1 N2 70.92(10) . . ?
N1 Si1 C1 108.66(11) . . ?
N2 Si1 C1 109.12(12) . . ?
N1 Si1 B1 119.52(12) . . ?
N2 Si1 B1 120.36(12) . . ?
C1 Si1 B1 118.78(11) . . ?
N1 Si1 C13 35.63(10) . . ?
N2 Si1 C13 35.29(10) . . ?
C1 Si1 C13 113.67(10) . . ?
B1 Si1 C13 127.54(9) . . ?
C13 N1 C5 129.3(2) . . ?
C13 N1 Si1 90.83(16) . . ?
C5 N1 Si1 139.82(18) . . ?
C3 C1 C2 107.2(2) . . ?
C3 C1 C4 109.8(2) . . ?
C2 C1 C4 109.0(2) . . ?
C3 C1 Si1 110.17(17) . . ?
C2 C1 Si1 108.95(18) . . ?
C4 C1 Si1 111.64(17) . . ?
C20 B1 Si1 129.63(17) . . ?
C20 B1 I1 117.52(15) . . ?
Si1 B1 I1 112.83(11) . . ?
C13 N2 C9 129.7(2) . . ?
C13 N2 Si1 91.12(15) . . ?
C9 N2 Si1 138.8(2) . . ?
N1 C5 C6 106.9(2) . . ?
N1 C5 C7 112.3(2) . . ?
C6 C5 C7 107.8(2) . . ?
N1 C5 C8 110.0(2) . . ?
C6 C5 C8 110.0(2) . . ?
C7 C5 C8 109.7(2) . . ?
N2 C9 C11 106.2(2) . . ?
N2 C9 C10 109.6(2) . . ?
C11 C9 C10 109.5(2) . . ?
N2 C9 C12 111.8(2) . . ?
C11 C9 C12 108.5(2) . . ?
C10 C9 C12 111.1(2) . . ?
N2 C13 N1 107.13(19) . . ?
N2 C13 C14 126.2(2) . . ?
N1 C13 C14 126.6(3) . . ?
N2 C13 Si1 53.60(12) . . ?
N1 C13 Si1 53.54(13) . . ?
C14 C13 Si1 179.8(2) . . ?
C19 C14 C15 120.3(2) . . ?
C19 C14 C13 119.7(2) . . ?
C15 C14 C13 120.0(2) . . ?
C16 C15 C14 119.5(2) . . ?
C17 C16 C15 120.0(2) . . ?
C18 C17 C16 120.7(2) . . ?
C17 C18 C19 120.0(2) . . ?
C14 C19 C18 119.5(2) . . ?
C21 C20 C25 117.5(2) . . ?
C21 C20 B1 121.4(2) . . ?
C25 C20 B1 121.2(3) . . ?
C22 C21 C20 120.6(2) . . ?
C22 C21 C26 117.4(2) . . ?
C20 C21 C26 121.8(2) . . ?
C23 C22 C21 121.3(2) . . ?
C24 C23 C22 118.0(2) . . ?
C24 C23 C29 123.4(2) . . ?
C22 C23 C29 118.6(2) . . ?
C23 C24 C25 122.3(2) . . ?
C24 C25 C20 120.3(3) . . ?
C24 C25 C32 119.1(2) . . ?
C20 C25 C32 120.5(2) . . ?
C21 C26 C28 109.7(2) . . ?
C21 C26 C27 113.5(2) . . ?
C28 C26 C27 110.3(3) . . ?
C31 C29 C23 113.4(2) . . ?
C31 C29 C30 111.1(2) . . ?
C23 C29 C30 109.6(2) . . ?
C25 C32 C33 114.1(2) . . ?
C25 C32 C34 110.4(2) . . ?
C33 C32 C34 110.2(2) . . ?

_refine_diff_density_max         0.490
_refine_diff_density_min         -0.832
_refine_diff_density_rms         0.095

####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 2113994'
loop_
_audit_author_name
_audit_author_address
'Regine Herbst-Irmer'
;University of Goettingen
Germany
;
_audit_update_record             
;
2021-10-05 deposited with the CCDC.	2022-06-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '(C19 H32 N2 Si1 Se), (C15 H25 N2 Br), C7 H8'
_chemical_formula_sum            'C41 H65 Br N4 Se Si'
_chemical_formula_weight         800.93

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'
Si Si 0.0817 0.0704 '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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   30.532(3)
_cell_length_b                   8.760(2)
_cell_length_c                   18.768(2)
_cell_angle_alpha                90
_cell_angle_beta                 122.67(2)
_cell_angle_gamma                90
_cell_volume                     4225.5(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9737
_cell_measurement_theta_min      2.4565
_cell_measurement_theta_max      28.246

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
__exptl_crystal_density_meas     ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_F_000             1688
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.236
_exptl_crystal_size_min          0.122
_exptl_absorpt_coefficient_mu    1.894
_shelx_estimated_absorpt_T_min   0.557
_shelx_estimated_absorpt_T_max   0.802
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3419
_exptl_absorpt_correction_T_max  0.4311
_exptl_absorpt_process_details   SADABS-2016/2
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'INCOATEC Microsource'
_diffrn_measurement_device_type  'Bruker Smart APEX II Quazar'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            64030
_diffrn_reflns_av_unetI/netI     0.0190
_diffrn_reflns_av_R_equivalents  0.0409
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.585
_diffrn_reflns_theta_max         28.421
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5315
_reflns_number_gt                4668
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 v2012.2'
_computing_cell_refinement       'SAINT V8.37A'
_computing_data_reduction        'SAINT V8.37A'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'XP Version 5.1'
_computing_publication_material  'XP Version 5.1'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0199P)²+4.4655P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5315
_refine_ls_number_parameters     295
_refine_ls_number_restraints     133
_refine_ls_R_factor_all          0.0298
_refine_ls_R_factor_gt           0.0234
_refine_ls_wR_factor_ref         0.0544
_refine_ls_wR_factor_gt          0.0522
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.031
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.63605(6) 0.38492(16) 0.35397(9) 0.0251(3) Uani 1 1 d . . . . .
N1 N 0.63760(7) 0.54162(14) 0.38604(8) 0.0388(4) Uani 1 1 d D . . . .
H1 H 0.6386(11) 0.608(3) 0.3525(16) 0.011(7) Uiso 0.5 1 d D . P A 2
Se1 Se 0.64148(6) 0.87217(18) 0.29448(9) 0.0370(5) Uani 0.5 1 d . . P A -1
Br1 Br 0.64187(4) 0.87070(11) 0.29483(5) 0.0094(2) Uani 0.5 1 d . . P B 2
Si1 Si 0.60591(3) 0.73508(8) 0.34403(4) 0.01674(15) Uani 0.5 1 d D . P A -1
C50 C 0.53220(10) 0.7363(3) 0.28618(17) 0.0217(5) Uani 0.5 1 d D . P A -1
C51 C 0.51360(14) 0.6568(4) 0.3383(3) 0.0291(8) Uani 0.5 1 d D . P A -1
H51A H 0.528785 0.708005 0.393158 0.044 Uiso 0.5 1 calc R U P A -1
H51B H 0.475566 0.662083 0.307694 0.044 Uiso 0.5 1 calc R U P A -1
H51C H 0.524596 0.549715 0.347296 0.044 Uiso 0.5 1 calc R U P A -1
C52 C 0.50831(14) 0.6558(4) 0.1999(2) 0.0274(7) Uani 0.5 1 d D . P A -1
H52A H 0.520162 0.706496 0.166674 0.041 Uiso 0.5 1 calc R U P A -1
H52B H 0.519305 0.548712 0.208884 0.041 Uiso 0.5 1 calc R U P A -1
H52C H 0.470276 0.661080 0.169281 0.041 Uiso 0.5 1 calc R U P A -1
C53 C 0.51210(10) 0.9028(3) 0.2679(2) 0.0263(7) Uani 0.5 1 d D . P A -1
H53A H 0.523871 0.953884 0.234705 0.039 Uiso 0.5 1 calc R U P A -1
H53B H 0.473982 0.902774 0.235998 0.039 Uiso 0.5 1 calc R U P A -1
H53C H 0.525702 0.957192 0.321531 0.039 Uiso 0.5 1 calc R U P A -1
N2 N 0.63931(5) 0.73961(14) 0.45985(8) 0.0274(3) Uani 1 1 d D . . . .
H2 H 0.6401(11) 0.790(3) 0.4206(15) 0.015(7) Uiso 0.5 1 d D . P A 2
C2 C 0.68313(6) 0.29002(18) 0.41654(10) 0.0282(3) Uani 1 1 d . . . . .
H2A H 0.682624 0.192968 0.390135 0.042 Uiso 1 1 calc R U . . .
H2B H 0.682072 0.270001 0.466965 0.042 Uiso 1 1 calc R U . . .
H2C H 0.715022 0.345962 0.432832 0.042 Uiso 1 1 calc R U . . .
C5 C 0.65433(6) 0.85163(15) 0.52884(9) 0.0224(3) Uani 1 1 d . . . . .
C4 C 0.63627(8) 0.4078(2) 0.27312(11) 0.0382(4) Uani 1 1 d . . . . .
H4A H 0.634350 0.308310 0.247734 0.057 Uiso 1 1 calc R U . . .
H4B H 0.668388 0.459918 0.287141 0.057 Uiso 1 1 calc R U . . .
H4C H 0.606216 0.469924 0.232839 0.057 Uiso 1 1 calc R U . . .
C3 C 0.58602(6) 0.30501(18) 0.33243(10) 0.0286(3) Uani 1 1 d . . . . .
H3A H 0.556017 0.364434 0.289671 0.043 Uiso 1 1 calc R U . . .
H3B H 0.584994 0.296337 0.383571 0.043 Uiso 1 1 calc R U . . .
H3C H 0.584853 0.202847 0.310190 0.043 Uiso 1 1 calc R U . . .
C6 C 0.64656(6) 0.79223(17) 0.59788(9) 0.0270(3) Uani 1 1 d . . . . .
H6A H 0.611903 0.746491 0.571675 0.040 Uiso 1 1 calc R U . . .
H6B H 0.649742 0.877046 0.634441 0.040 Uiso 1 1 calc R U . . .
H6C H 0.673064 0.715080 0.631774 0.040 Uiso 1 1 calc R U . . .
C9 C 0.64901(5) 0.59125(16) 0.46101(9) 0.0226(3) Uani 1 1 d . . . . .
C8 C 0.61788(6) 0.98701(17) 0.48488(10) 0.0286(3) Uani 1 1 d . . . . .
H8A H 0.620163 1.020193 0.437124 0.043 Uiso 1 1 calc R U . . .
H8B H 0.628034 1.071305 0.525188 0.043 Uiso 1 1 calc R U . . .
H8C H 0.582052 0.956352 0.464148 0.043 Uiso 1 1 calc R U . . .
C7 C 0.71064(6) 0.90042(19) 0.56593(11) 0.0341(4) Uani 1 1 d . . . . .
H7A H 0.714522 0.938216 0.520481 0.051 Uiso 1 1 calc R U . . .
H7B H 0.733722 0.812748 0.593466 0.051 Uiso 1 1 calc R U . . .
H7C H 0.719813 0.981606 0.607639 0.051 Uiso 1 1 calc R U . . .
C10 C 0.66868(5) 0.49506(15) 0.53748(8) 0.0197(3) Uani 1 1 d . . . . .
C11 C 0.72196(6) 0.48383(17) 0.59571(9) 0.0242(3) Uani 1 1 d . . . . .
H11 H 0.745601 0.533774 0.585314 0.029 Uiso 1 1 calc R U . . .
C12 C 0.74052(7) 0.39911(18) 0.66931(10) 0.0322(4) Uani 1 1 d . . . . .
H12 H 0.776911 0.391120 0.709286 0.039 Uiso 1 1 calc R U . . .
C13 C 0.70603(8) 0.32642(19) 0.68439(10) 0.0368(4) Uani 1 1 d . . . . .
H13 H 0.718820 0.268742 0.734748 0.044 Uiso 1 1 calc R U . . .
C14 C 0.65325(8) 0.33744(18) 0.62666(11) 0.0363(4) Uani 1 1 d . . . . .
H14 H 0.629787 0.287258 0.637380 0.044 Uiso 1 1 calc R U . . .
C15 C 0.63403(6) 0.42181(17) 0.55257(10) 0.0282(3) Uani 1 1 d . . . . .
H15 H 0.597604 0.429206 0.512743 0.034 Uiso 1 1 calc R U . . .
C16 C 0.5071(5) -0.1927(12) 0.5615(7) 0.070(3) Uani 0.5 1 d D U P C -1
H16A H 0.478496 -0.203267 0.570586 0.105 Uiso 0.5 1 calc R U P C -1
H16B H 0.540355 -0.193983 0.616190 0.105 Uiso 0.5 1 calc R U P C -1
H16C H 0.506005 -0.277552 0.526556 0.105 Uiso 0.5 1 calc R U P C -1
C17 C 0.50153(13) -0.0442(5) 0.5172(2) 0.0382(8) Uani 0.5 1 d D U P C -1
C18 C 0.5267(4) 0.0866(7) 0.5610(5) 0.0449(16) Uani 0.5 1 d D U P C -1
H18 H 0.548588 0.082043 0.620935 0.054 Uiso 0.5 1 calc R U P C -1
C19 C 0.52141(14) 0.2243(5) 0.5210(2) 0.0464(9) Uani 0.5 1 d D U P C -1
H19 H 0.539039 0.312976 0.552834 0.056 Uiso 0.5 1 calc R U P C -1
C20 C 0.4900(4) 0.2300(11) 0.4341(5) 0.0433(16) Uani 0.5 1 d D U P C -1
H20 H 0.486215 0.323023 0.405286 0.052 Uiso 0.5 1 calc R U P C -1
C21 C 0.46421(14) 0.1019(5) 0.3892(2) 0.0402(8) Uani 0.5 1 d D U P C -1
H21 H 0.442745 0.107215 0.329195 0.048 Uiso 0.5 1 calc R U P C -1
C22 C 0.4687(3) -0.0336(7) 0.4289(4) 0.0364(13) Uani 0.5 1 d D U P C -1
H22 H 0.449598 -0.120320 0.396663 0.044 Uiso 0.5 1 calc R U P C -1


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.4893(18) . ?
C1 C2 1.521(2) . ?
C1 C3 1.523(2) . ?
C1 C4 1.534(2) . ?
N1 H1 0.867(17) . ?
N1 C9 1.3270(19) . ?
N1 Si1 1.8990(15) . ?
Se1 Si1 2.1394(17) . ?
Si1 N2 1.8367(15) . ?
Si1 C50 1.899(3) . ?
Si1 C9 2.2406(16) . ?
C50 C51 1.538(4) . ?
C50 C52 1.542(4) . ?
C50 C53 1.547(4) . ?
N2 H2 0.870(17) . ?
N2 C9 1.3305(18) . ?
N2 C5 1.4861(18) . ?
C5 C7 1.527(2) . ?
C5 C8 1.528(2) . ?
C5 C6 1.529(2) . ?
C9 C10 1.4831(19) . ?
C10 C11 1.390(2) . ?
C10 C15 1.391(2) . ?
C11 C12 1.391(2) . ?
C12 C13 1.384(3) . ?
C13 C14 1.376(3) . ?
C14 C15 1.394(2) . ?
C16 C17 1.503(11) . ?
C17 C18 1.378(8) . ?
C17 C22 1.402(7) . ?
C18 C19 1.383(7) . ?
C19 C20 1.376(9) . ?
C20 C21 1.369(9) . ?
C21 C22 1.368(7) . ?

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
N1 C1 C2 112.40(12) . . ?
N1 C1 C3 109.84(13) . . ?
C2 C1 C3 110.37(12) . . ?
N1 C1 C4 105.25(12) . . ?
C2 C1 C4 109.16(14) . . ?
C3 C1 C4 109.69(13) . . ?
H1 N1 C9 117.3(19) . . ?
H1 N1 C1 109.2(19) . . ?
C9 N1 C1 131.56(12) . . ?
C9 N1 Si1 86.05(9) . . ?
C1 N1 Si1 139.18(11) . . ?
N2 Si1 C50 113.96(10) . . ?
N2 Si1 N1 72.24(6) . . ?
C50 Si1 N1 115.06(11) . . ?
N2 Si1 Se1 114.49(7) . . ?
C50 Si1 Se1 118.12(10) . . ?
N1 Si1 Se1 114.65(8) . . ?
N2 Si1 C9 36.41(5) . . ?
C50 Si1 C9 116.83(10) . . ?
N1 Si1 C9 36.22(5) . . ?
Se1 Si1 C9 125.04(6) . . ?
C51 C50 C52 109.5(2) . . ?
C51 C50 C53 109.2(3) . . ?
C52 C50 C53 107.0(2) . . ?
C51 C50 Si1 111.4(2) . . ?
C52 C50 Si1 109.9(2) . . ?
C53 C50 Si1 109.76(18) . . ?
H2 N2 C9 114(2) . . ?
H2 N2 C5 105(2) . . ?
C9 N2 C5 132.02(12) . . ?
C9 N2 Si1 88.55(9) . . ?
C5 N2 Si1 139.33(10) . . ?
N2 C5 C7 108.91(12) . . ?
N2 C5 C8 104.46(11) . . ?
C7 C5 C8 109.98(12) . . ?
N2 C5 C6 113.42(12) . . ?
C7 C5 C6 111.14(13) . . ?
C8 C5 C6 108.70(12) . . ?
N1 C9 N2 111.96(13) . . ?
N1 C9 C10 125.26(12) . . ?
N2 C9 C10 122.76(12) . . ?
N1 C9 Si1 57.73(8) . . ?
N2 C9 Si1 55.03(7) . . ?
C10 C9 Si1 169.90(11) . . ?
C11 C10 C15 120.22(13) . . ?
C11 C10 C9 119.48(13) . . ?
C15 C10 C9 120.25(13) . . ?
C10 C11 C12 119.68(14) . . ?
C13 C12 C11 120.10(15) . . ?
C14 C13 C12 120.22(15) . . ?
C13 C14 C15 120.39(15) . . ?
C10 C15 C14 119.40(15) . . ?
C18 C17 C22 117.6(4) . . ?
C18 C17 C16 122.0(6) . . ?
C22 C17 C16 120.4(6) . . ?
C17 C18 C19 122.5(6) . . ?
C20 C19 C18 118.5(6) . . ?
C21 C20 C19 120.1(7) . . ?
C22 C21 C20 121.3(6) . . ?
C21 C22 C17 119.9(5) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1^b Br1^b 0.867(17) 2.571(19) 3.3910(17) 158(2) . yes
N2 H2^b Br1^b 0.870(17) 2.493(18) 3.3435(16) 166(3) . yes

_refine_diff_density_max         0.354
_refine_diff_density_min         -0.333
_refine_diff_density_rms         0.048

####################################################################### 
# 
# 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 2113991'
loop_
_audit_author_name
_audit_author_address
'Regine Herbst-Irmer'
;University of Goettingen
Germany
;
_audit_update_record             
;
2021-10-05 deposited with the CCDC.	2022-06-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H52 B I N3 Si'
_chemical_formula_sum            'C32 H52 B I N3 Si'
_chemical_formula_weight         644.56

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'
B B 0.0013 0.0007 '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'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_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                   12.626(2)
_cell_length_b                   18.594(3)
_cell_length_c                   14.454(2)
_cell_angle_alpha                90
_cell_angle_beta                 90.75(2)
_cell_angle_gamma                90
_cell_volume                     3393.0(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9735
_cell_measurement_theta_min      2.1905
_cell_measurement_theta_max      25.044

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.262
_exptl_crystal_F_000             1348
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.426
_exptl_crystal_size_mid          0.224
_exptl_crystal_size_min          0.122
_exptl_absorpt_coefficient_mu    1.003
_shelx_estimated_absorpt_T_min   0.675
_shelx_estimated_absorpt_T_max   0.887
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5467
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_process_details   SADABS-2016/2
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'BRUKER Rotating Anode'
_diffrn_measurement_device_type  'Bruker Smart APEX II Ultra'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            126965
_diffrn_reflns_av_unetI/netI     0.0205
_diffrn_reflns_av_R_equivalents  0.0597
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.095
_diffrn_reflns_theta_max         25.171
_diffrn_reflns_theta_full        25.171
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             6038
_reflns_number_gt                5552
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'APEX2 v2012.2'
_computing_cell_refinement       'SAINT V8.37A'
_computing_data_reduction        'SAINT V8.37A'
_computing_structure_solution    
'SHELXT(G.M.Sheldrick,Acta Cryst.(2015)A71,3-8)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'XP Version 5.1'
_computing_publication_material  'XP Version 5.1'
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+12.6387P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6038
_refine_ls_number_parameters     358
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0499
_refine_ls_R_factor_gt           0.0447
_refine_ls_wR_factor_ref         0.0938
_refine_ls_wR_factor_gt          0.0911
_refine_ls_goodness_of_fit_ref   1.158
_refine_ls_restrained_S_all      1.158
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.23853(2) 0.73069(2) 0.74923(4) 0.03986(11) Uani 1 1 d . . . . .
Si1 Si 0.33507(8) 0.55448(5) 0.75249(12) 0.0199(2) Uani 1 1 d . . . . .
N1 N 0.2272(4) 0.5287(2) 0.8277(3) 0.0200(9) Uani 1 1 d . . . . .
N2 N 0.2235(4) 0.5164(2) 0.6807(3) 0.0214(10) Uani 1 1 d . . . . .
N3 N 0.4323(3) 0.49153(18) 0.7610(3) 0.0228(9) Uani 1 1 d . . . . .
C1 C 0.1642(3) 0.5100(2) 0.7553(4) 0.0240(9) Uani 1 1 d . . . . .
C2 C 0.0505(3) 0.4870(2) 0.7561(5) 0.0238(10) Uani 1 1 d . . . . .
C3 C 0.0250(4) 0.4150(2) 0.7684(3) 0.0280(12) Uani 1 1 d . . . . .
H3 H 0.079255 0.380117 0.776957 0.034 Uiso 1 1 calc R U . . .
C4 C -0.0812(4) 0.3945(3) 0.7680(4) 0.0321(13) Uani 1 1 d . . . . .
H4 H -0.099622 0.345543 0.777524 0.038 Uiso 1 1 calc R U . . .
C5 C -0.1597(3) 0.4451(3) 0.7540(5) 0.0363(11) Uani 1 1 d . . . . .
H5 H -0.231931 0.430786 0.752994 0.044 Uiso 1 1 calc R U . . .
C6 C -0.1335(4) 0.5170(3) 0.7412(5) 0.0383(12) Uani 1 1 d . . . . .
H6 H -0.187861 0.551751 0.732646 0.046 Uiso 1 1 calc R U . . .
C7 C -0.0279(3) 0.5380(2) 0.7408(5) 0.0307(11) Uani 1 1 d . . . . .
H7 H -0.009576 0.586820 0.730193 0.037 Uiso 1 1 calc R U . . .
C8 C 0.2047(4) 0.5332(3) 0.9283(4) 0.0256(12) Uani 1 1 d . . . . .
C9 C 0.3122(4) 0.5463(3) 0.9768(4) 0.0287(11) Uani 1 1 d . . . . .
H9A H 0.361150 0.507397 0.961355 0.043 Uiso 1 1 calc R U . . .
H9B H 0.302390 0.547704 1.043965 0.043 Uiso 1 1 calc R U . . .
H9C H 0.341476 0.592331 0.956109 0.043 Uiso 1 1 calc R U . . .
C10 C 0.1284(5) 0.5949(3) 0.9469(4) 0.0340(14) Uani 1 1 d . . . . .
H10A H 0.157210 0.639587 0.921433 0.051 Uiso 1 1 calc R U . . .
H10B H 0.119234 0.600294 1.013754 0.051 Uiso 1 1 calc R U . . .
H10C H 0.059718 0.584626 0.917417 0.051 Uiso 1 1 calc R U . . .
C11 C 0.1595(4) 0.4619(3) 0.9636(4) 0.0300(12) Uani 1 1 d . . . . .
H11A H 0.088063 0.454833 0.937815 0.045 Uiso 1 1 calc R U . . .
H11B H 0.156264 0.463074 1.031318 0.045 Uiso 1 1 calc R U . . .
H11C H 0.205189 0.422168 0.944337 0.045 Uiso 1 1 calc R U . . .
C12 C 0.1995(4) 0.5051(3) 0.5798(4) 0.0247(11) Uani 1 1 d . . . . .
C13 C 0.3074(4) 0.4968(3) 0.5366(4) 0.0347(13) Uani 1 1 d . . . . .
H13A H 0.299037 0.490922 0.469516 0.052 Uiso 1 1 calc R U . . .
H13B H 0.342835 0.454327 0.562639 0.052 Uiso 1 1 calc R U . . .
H13C H 0.350131 0.539653 0.549706 0.052 Uiso 1 1 calc R U . . .
C14 C 0.1440(6) 0.5717(4) 0.5404(4) 0.0457(17) Uani 1 1 d . . . . .
H14A H 0.135214 0.566401 0.473255 0.068 Uiso 1 1 calc R U . . .
H14B H 0.186844 0.614413 0.553910 0.068 Uiso 1 1 calc R U . . .
H14C H 0.074316 0.576821 0.568734 0.068 Uiso 1 1 calc R U . . .
C15 C 0.1358(6) 0.4374(3) 0.5618(4) 0.0477(18) Uani 1 1 d . . . . .
H15A H 0.131304 0.428394 0.495087 0.071 Uiso 1 1 calc R U . . .
H15B H 0.064320 0.443313 0.586339 0.071 Uiso 1 1 calc R U . . .
H15C H 0.170563 0.396525 0.592500 0.071 Uiso 1 1 calc R U . . .
C16 C 0.4093(4) 0.4158(2) 0.7747(4) 0.0297(13) Uani 1 1 d . . . . .
H16A H 0.423371 0.389322 0.717535 0.045 Uiso 1 1 calc R U . . .
H16B H 0.334666 0.410051 0.790982 0.045 Uiso 1 1 calc R U . . .
H16C H 0.454295 0.396899 0.824819 0.045 Uiso 1 1 calc R U . . .
C17 C 0.5436(3) 0.5040(2) 0.7360(4) 0.0303(12) Uani 1 1 d . . . . .
H17A H 0.559346 0.478042 0.678831 0.045 Uiso 1 1 calc R U . . .
H17B H 0.590248 0.486741 0.785978 0.045 Uiso 1 1 calc R U . . .
H17C H 0.555250 0.555609 0.726626 0.045 Uiso 1 1 calc R U . . .
C18 C 0.4870(4) 0.6848(2) 0.7196(3) 0.0205(10) Uani 1 1 d . . . . .
C19 C 0.5209(4) 0.6937(3) 0.6271(4) 0.0214(11) Uani 1 1 d . . . . .
C20 C 0.6271(4) 0.7058(2) 0.6099(4) 0.0258(11) Uani 1 1 d . . . . .
H20 H 0.649215 0.710241 0.547572 0.031 Uiso 1 1 calc R U . . .
C21 C 0.7037(4) 0.7118(2) 0.6815(4) 0.0224(10) Uani 1 1 d . . . . .
C22 C 0.6698(4) 0.7083(2) 0.7711(4) 0.0233(11) Uani 1 1 d . . . . .
H22 H 0.719686 0.714353 0.820238 0.028 Uiso 1 1 calc R U . . .
C23 C 0.5638(4) 0.6961(2) 0.7915(3) 0.0227(10) Uani 1 1 d . . . . .
C24 C 0.4388(4) 0.6927(3) 0.5468(3) 0.0255(11) Uani 1 1 d . . . . .
H24 H 0.374278 0.667879 0.570265 0.031 Uiso 1 1 calc R U . . .
C25 C 0.4736(4) 0.6521(3) 0.4616(4) 0.0342(13) Uani 1 1 d . . . . .
H25A H 0.413530 0.647039 0.418525 0.051 Uiso 1 1 calc R U . . .
H25B H 0.499176 0.604260 0.479786 0.051 Uiso 1 1 calc R U . . .
H25C H 0.530743 0.678538 0.431485 0.051 Uiso 1 1 calc R U . . .
C26 C 0.4056(4) 0.7697(3) 0.5212(4) 0.0361(13) Uani 1 1 d . . . . .
H26A H 0.467479 0.796566 0.499997 0.054 Uiso 1 1 calc R U . . .
H26B H 0.376104 0.793539 0.575592 0.054 Uiso 1 1 calc R U . . .
H26C H 0.351872 0.768201 0.471641 0.054 Uiso 1 1 calc R U . . .
C27 C 0.8202(4) 0.7237(3) 0.6581(4) 0.0292(12) Uani 1 1 d . . . . .
H27 H 0.844351 0.681472 0.621091 0.035 Uiso 1 1 calc R U . . .
C28 C 0.8950(3) 0.7304(3) 0.7445(6) 0.0394(12) Uani 1 1 d . . . . .
H28A H 0.968796 0.732094 0.724437 0.059 Uiso 1 1 calc R U . . .
H28B H 0.884920 0.688791 0.785027 0.059 Uiso 1 1 calc R U . . .
H28C H 0.878223 0.774582 0.778290 0.059 Uiso 1 1 calc R U . . .
C29 C 0.8317(5) 0.7904(3) 0.5983(5) 0.0446(16) Uani 1 1 d . . . . .
H29A H 0.906925 0.799210 0.586695 0.067 Uiso 1 1 calc R U . . .
H29B H 0.801571 0.831953 0.630395 0.067 Uiso 1 1 calc R U . . .
H29C H 0.794114 0.783185 0.539312 0.067 Uiso 1 1 calc R U . . .
C30 C 0.5327(5) 0.6949(3) 0.8929(4) 0.0263(13) Uani 1 1 d . . . . .
H30 H 0.453853 0.690201 0.895433 0.032 Uiso 1 1 calc R U . . .
C31 C 0.5639(5) 0.7652(3) 0.9424(4) 0.0392(14) Uani 1 1 d . . . . .
H31A H 0.640882 0.771673 0.939739 0.059 Uiso 1 1 calc R U . . .
H31B H 0.542225 0.762919 1.007213 0.059 Uiso 1 1 calc R U . . .
H31C H 0.528632 0.805906 0.911875 0.059 Uiso 1 1 calc R U . . .
C32 C 0.5813(5) 0.6301(3) 0.9440(4) 0.0364(13) Uani 1 1 d . . . . .
H32A H 0.557113 0.585460 0.914389 0.055 Uiso 1 1 calc R U . . .
H32B H 0.559203 0.630571 1.008688 0.055 Uiso 1 1 calc R U . . .
H32C H 0.658764 0.632806 0.941358 0.055 Uiso 1 1 calc R U . . .
B1 B 0.3735(4) 0.6545(2) 0.7404(5) 0.0251(12) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 B1 2.221(5) . ?
Si1 N3 1.700(3) . ?
Si1 N1 1.818(4) . ?
Si1 N2 1.877(5) . ?
Si1 B1 1.930(5) . ?
Si1 C1 2.312(4) . ?
N1 C1 1.352(7) . ?
N1 C8 1.487(6) . ?
N2 C1 1.327(7) . ?
N2 C12 1.501(7) . ?
N3 C16 1.452(6) . ?
N3 C17 1.474(6) . ?
C1 C2 1.497(6) . ?
C2 C7 1.386(6) . ?
C2 C3 1.390(6) . ?
C3 C4 1.394(7) . ?
C4 C5 1.380(7) . ?
C5 C6 1.389(7) . ?
C6 C7 1.390(6) . ?
C8 C10 1.525(7) . ?
C8 C11 1.534(6) . ?
C8 C9 1.540(8) . ?
C12 C13 1.514(7) . ?
C12 C15 1.515(7) . ?
C12 C14 1.528(8) . ?
C18 C19 1.419(7) . ?
C18 C23 1.427(7) . ?
C18 B1 1.573(6) . ?
C19 C20 1.386(7) . ?
C19 C24 1.547(8) . ?
C20 C21 1.411(8) . ?
C21 C22 1.371(7) . ?
C21 C27 1.530(6) . ?
C22 C23 1.394(7) . ?
C23 C30 1.522(7) . ?
C24 C25 1.515(7) . ?
C24 C26 1.535(7) . ?
C27 C29 1.520(7) . ?
C27 C28 1.561(9) . ?
C30 C32 1.537(7) . ?
C30 C31 1.541(7) . ?

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
N3 Si1 N1 108.7(2) . . ?
N3 Si1 N2 108.4(2) . . ?
N1 Si1 N2 70.66(16) . . ?
N3 Si1 B1 119.2(2) . . ?
N1 Si1 B1 119.9(2) . . ?
N2 Si1 B1 120.1(2) . . ?
N3 Si1 C1 115.23(16) . . ?
N1 Si1 C1 35.8(2) . . ?
N2 Si1 C1 35.0(2) . . ?
B1 Si1 C1 125.56(18) . . ?
C1 N1 C8 130.7(4) . . ?
C1 N1 Si1 92.4(3) . . ?
C8 N1 Si1 136.4(4) . . ?
C1 N2 C12 132.0(4) . . ?
C1 N2 Si1 90.7(3) . . ?
C12 N2 Si1 136.9(3) . . ?
C16 N3 C17 112.3(3) . . ?
C16 N3 Si1 122.1(3) . . ?
C17 N3 Si1 124.3(3) . . ?
N2 C1 N1 105.9(4) . . ?
N2 C1 C2 125.7(5) . . ?
N1 C1 C2 128.5(5) . . ?
N2 C1 Si1 54.3(2) . . ?
N1 C1 Si1 51.8(2) . . ?
C2 C1 Si1 175.6(3) . . ?
C7 C2 C3 120.8(4) . . ?
C7 C2 C1 119.1(4) . . ?
C3 C2 C1 120.0(4) . . ?
C2 C3 C4 119.2(4) . . ?
C5 C4 C3 120.2(4) . . ?
C4 C5 C6 120.2(4) . . ?
C5 C6 C7 120.1(5) . . ?
C2 C7 C6 119.4(4) . . ?
N1 C8 C10 110.1(4) . . ?
N1 C8 C11 110.8(4) . . ?
C10 C8 C11 110.7(4) . . ?
N1 C8 C9 106.0(4) . . ?
C10 C8 C9 110.8(4) . . ?
C11 C8 C9 108.4(4) . . ?
N2 C12 C13 104.1(4) . . ?
N2 C12 C15 112.5(4) . . ?
C13 C12 C15 108.8(5) . . ?
N2 C12 C14 109.6(4) . . ?
C13 C12 C14 109.9(5) . . ?
C15 C12 C14 111.7(5) . . ?
C19 C18 C23 117.3(4) . . ?
C19 C18 B1 120.6(5) . . ?
C23 C18 B1 121.7(4) . . ?
C20 C19 C18 119.6(5) . . ?
C20 C19 C24 120.5(5) . . ?
C18 C19 C24 119.9(5) . . ?
C19 C20 C21 122.4(5) . . ?
C22 C21 C20 118.0(4) . . ?
C22 C21 C27 121.9(5) . . ?
C20 C21 C27 120.1(5) . . ?
C21 C22 C23 121.4(5) . . ?
C22 C23 C18 121.0(4) . . ?
C22 C23 C30 117.9(5) . . ?
C18 C23 C30 121.2(4) . . ?
C25 C24 C26 110.6(4) . . ?
C25 C24 C19 114.7(4) . . ?
C26 C24 C19 110.4(4) . . ?
C29 C27 C21 110.1(4) . . ?
C29 C27 C28 109.2(5) . . ?
C21 C27 C28 114.1(4) . . ?
C23 C30 C32 111.5(4) . . ?
C23 C30 C31 111.5(4) . . ?
C32 C30 C31 110.1(5) . . ?
C18 B1 Si1 126.4(3) . . ?
C18 B1 I1 118.9(3) . . ?
Si1 B1 I1 114.6(2) . . ?

_refine_diff_density_max         0.656
_refine_diff_density_min         -1.317
_refine_diff_density_rms         0.081

####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 2113993'
loop_
_audit_author_name
_audit_author_address
'Regine Herbst-Irmer'
;University of Goettingen
Germany
;
_audit_update_record             
;
2021-10-05 deposited with the CCDC.	2022-06-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H55 B Br2 N2 Si'
_chemical_formula_sum            'C34 H55 B Br2 N2 Si'
_chemical_formula_weight         690.52

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'
B B 0.0013 0.0007 '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'
Si Si 0.0817 0.0704 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_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                   16.079(3)
_cell_length_b                   12.497(2)
_cell_length_c                   17.886(3)
_cell_angle_alpha                90
_cell_angle_beta                 106.12(2)
_cell_angle_gamma                90
_cell_volume                     3452.7(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9865
_cell_measurement_theta_min      2.2205
_cell_measurement_theta_max      27.413

_exptl_crystal_description       blocks
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.328
_exptl_crystal_F_000             1448
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.276
_exptl_crystal_size_mid          0.231
_exptl_crystal_size_min          0.127
_exptl_absorpt_coefficient_mu    2.408
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2887
_exptl_absorpt_correction_T_max  0.4305
_exptl_absorpt_process_details   SADABS-2016/2
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'INCOATEC Microsource'
_diffrn_measurement_device_type  'Bruker Smart APEX II Quazar'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            147210
_diffrn_reflns_av_unetI/netI     0.0315
_diffrn_reflns_av_R_equivalents  0.0832
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.508
_diffrn_reflns_theta_max         27.614
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7978
_reflns_number_gt                6483
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 v2012.2'
_computing_cell_refinement       'SAINT V8.37A'
_computing_data_reduction        'SAINT V8.37A'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'XP Version 5.1'
_computing_publication_material  'XP Version 5.1'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0499P)²+8.8000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7978
_refine_ls_number_parameters     376
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0608
_refine_ls_R_factor_gt           0.0448
_refine_ls_wR_factor_ref         0.1226
_refine_ls_wR_factor_gt          0.1111
_refine_ls_goodness_of_fit_ref   1.133
_refine_ls_restrained_S_all      1.133
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.73305(2) 0.53159(2) 0.54157(2) 0.01901(9) Uani 1 1 d . . . . .
Si1 Si 0.70847(5) 0.35341(7) 0.41467(5) 0.01297(17) Uani 1 1 d . . . . .
N1 N 0.65549(16) 0.2956(2) 0.48326(15) 0.0148(5) Uani 1 1 d . . . . .
C1 C 0.7324(2) 0.2678(2) 0.53124(17) 0.0147(6) Uani 1 1 d . . . . .
B1 B 0.7197(2) 0.5205(3) 0.4213(2) 0.0153(7) Uani 1 1 d . . . . .
Br2 Br 0.83935(2) 0.53684(3) 0.39788(2) 0.01920(9) Uani 1 1 d . . . . .
N2 N 0.79264(16) 0.2930(2) 0.49561(15) 0.0141(5) Uani 1 1 d . . . . .
C2 C 0.7472(2) 0.2200(3) 0.60997(19) 0.0194(6) Uani 1 1 d . . . . .
C3 C 0.7757(2) 0.2841(3) 0.6753(2) 0.0264(7) Uani 1 1 d . . . . .
H3 H 0.786152 0.358084 0.669872 0.032 Uiso 1 1 calc R U . . .
C4 C 0.7890(3) 0.2393(4) 0.7490(2) 0.0365(10) Uani 1 1 d . . . . .
H4 H 0.809048 0.282795 0.793912 0.044 Uiso 1 1 calc R U . . .
C5 C 0.7732(3) 0.1324(4) 0.7570(2) 0.0389(11) Uani 1 1 d . . . . .
H5 H 0.781235 0.102559 0.807370 0.047 Uiso 1 1 calc R U . . .
C6 C 0.7456(2) 0.0683(3) 0.6920(3) 0.0348(10) Uani 1 1 d . . . . .
H6 H 0.736153 -0.005899 0.697751 0.042 Uiso 1 1 calc R U . . .
C7 C 0.7317(2) 0.1117(3) 0.6183(2) 0.0251(7) Uani 1 1 d . . . . .
H7 H 0.711674 0.067726 0.573560 0.030 Uiso 1 1 calc R U . . .
C8 C 0.5677(2) 0.2962(3) 0.49632(19) 0.0179(6) Uani 1 1 d . . . . .
C9 C 0.5685(2) 0.3325(3) 0.5780(2) 0.0234(7) Uani 1 1 d . . . . .
H9A H 0.508955 0.343256 0.580353 0.035 Uiso 1 1 calc R U . . .
H9B H 0.600659 0.399865 0.590243 0.035 Uiso 1 1 calc R U . . .
H9C H 0.596550 0.277713 0.615841 0.035 Uiso 1 1 calc R U . . .
C10 C 0.5276(2) 0.1841(3) 0.4810(2) 0.0252(7) Uani 1 1 d . . . . .
H10A H 0.469700 0.184995 0.488869 0.038 Uiso 1 1 calc R U . . .
H10B H 0.564187 0.132891 0.517089 0.038 Uiso 1 1 calc R U . . .
H10C H 0.523433 0.162846 0.427363 0.038 Uiso 1 1 calc R U . . .
C11 C 0.5142(2) 0.3753(3) 0.4374(2) 0.0217(7) Uani 1 1 d . . . . .
H11A H 0.455390 0.378925 0.443226 0.033 Uiso 1 1 calc R U . . .
H11B H 0.511643 0.351491 0.384616 0.033 Uiso 1 1 calc R U . . .
H11C H 0.541008 0.446239 0.446535 0.033 Uiso 1 1 calc R U . . .
C12 C 0.8881(2) 0.2714(3) 0.52254(19) 0.0202(7) Uani 1 1 d . . . . .
C13 C 0.9325(2) 0.3570(3) 0.5810(2) 0.0288(8) Uani 1 1 d . . . . .
H13A H 0.995123 0.344574 0.596713 0.043 Uiso 1 1 calc R U . . .
H13B H 0.910515 0.353610 0.626844 0.043 Uiso 1 1 calc R U . . .
H13C H 0.920334 0.427859 0.556890 0.043 Uiso 1 1 calc R U . . .
C14 C 0.9249(2) 0.2762(3) 0.4525(2) 0.0229(7) Uani 1 1 d . . . . .
H14A H 0.988196 0.271349 0.470381 0.034 Uiso 1 1 calc R U . . .
H14B H 0.908174 0.343942 0.424778 0.034 Uiso 1 1 calc R U . . .
H14C H 0.902026 0.216387 0.417364 0.034 Uiso 1 1 calc R U . . .
C15 C 0.9069(2) 0.1597(3) 0.5586(2) 0.0295(8) Uani 1 1 d . . . . .
H15A H 0.967839 0.141704 0.564951 0.044 Uiso 1 1 calc R U . . .
H15B H 0.869877 0.107096 0.524277 0.044 Uiso 1 1 calc R U . . .
H15C H 0.895177 0.158875 0.609454 0.044 Uiso 1 1 calc R U . . .
C16 C 0.6921(2) 0.2527(3) 0.32999(18) 0.0171(6) Uani 1 1 d . . . . .
C17 C 0.7194(2) 0.1399(3) 0.3639(2) 0.0210(7) Uani 1 1 d . . . . .
H17A H 0.709389 0.087787 0.321432 0.032 Uiso 1 1 calc R U . . .
H17B H 0.685150 0.120191 0.399375 0.032 Uiso 1 1 calc R U . . .
H17C H 0.781007 0.140478 0.392456 0.032 Uiso 1 1 calc R U . . .
C18 C 0.5969(2) 0.2398(3) 0.28113(19) 0.0209(7) Uani 1 1 d . . . . .
H18A H 0.592749 0.181733 0.243455 0.031 Uiso 1 1 calc R U . . .
H18B H 0.576768 0.306683 0.253368 0.031 Uiso 1 1 calc R U . . .
H18C H 0.560792 0.222851 0.315594 0.031 Uiso 1 1 calc R U . . .
C19 C 0.7469(2) 0.2842(3) 0.27534(19) 0.0215(7) Uani 1 1 d . . . . .
H19A H 0.740472 0.229879 0.234635 0.032 Uiso 1 1 calc R U . . .
H19B H 0.807924 0.289287 0.305222 0.032 Uiso 1 1 calc R U . . .
H19C H 0.727317 0.353629 0.251362 0.032 Uiso 1 1 calc R U . . .
C20 C 0.66348(19) 0.6231(2) 0.37947(18) 0.0151(6) Uani 1 1 d . . . . .
C21 C 0.59197(19) 0.6151(3) 0.31243(18) 0.0158(6) Uani 1 1 d . . . . .
C22 C 0.5466(2) 0.7057(3) 0.27658(19) 0.0185(6) Uani 1 1 d . . . . .
H22 H 0.498941 0.696397 0.231780 0.022 Uiso 1 1 calc R U . . .
C23 C 0.5687(2) 0.8075(3) 0.30391(19) 0.0186(6) Uani 1 1 d . . . . .
C24 C 0.6404(2) 0.8164(3) 0.3690(2) 0.0190(6) Uani 1 1 d . . . . .
H24 H 0.657326 0.885933 0.389069 0.023 Uiso 1 1 calc R U . . .
C25 C 0.6885(2) 0.7296(3) 0.40628(18) 0.0165(6) Uani 1 1 d . . . . .
C26 C 0.5629(2) 0.5108(3) 0.27046(18) 0.0162(6) Uani 1 1 d . . . . .
H26 H 0.592873 0.451326 0.304972 0.019 Uiso 1 1 calc R U . . .
C27 C 0.5920(2) 0.5071(3) 0.19557(19) 0.0219(7) Uani 1 1 d . . . . .
H27A H 0.577094 0.437314 0.170365 0.033 Uiso 1 1 calc R U . . .
H27B H 0.654740 0.517749 0.208470 0.033 Uiso 1 1 calc R U . . .
H27C H 0.562613 0.563761 0.160142 0.033 Uiso 1 1 calc R U . . .
C28 C 0.4656(2) 0.4917(3) 0.2524(2) 0.0209(7) Uani 1 1 d . . . . .
H28A H 0.452578 0.417156 0.236354 0.031 Uiso 1 1 calc R U . . .
H28B H 0.435008 0.539491 0.210307 0.031 Uiso 1 1 calc R U . . .
H28C H 0.446680 0.506148 0.299018 0.031 Uiso 1 1 calc R U . . .
C29 C 0.5211(2) 0.9075(3) 0.2654(2) 0.0245(7) Uani 1 1 d . . . . .
H29 H 0.563941 0.953870 0.249438 0.029 Uiso 1 1 calc R U . . .
C30 C 0.4861(3) 0.9707(3) 0.3231(2) 0.0307(8) Uani 1 1 d . . . . .
H30A H 0.458071 1.036117 0.298140 0.046 Uiso 1 1 calc R U . . .
H30B H 0.533988 0.989494 0.368525 0.046 Uiso 1 1 calc R U . . .
H30C H 0.443895 0.926918 0.339705 0.046 Uiso 1 1 calc R U . . .
C31 C 0.4476(3) 0.8832(3) 0.1928(2) 0.0327(9) Uani 1 1 d . . . . .
H31A H 0.419808 0.950215 0.170599 0.049 Uiso 1 1 calc R U . . .
H31B H 0.404983 0.836943 0.206623 0.049 Uiso 1 1 calc R U . . .
H31C H 0.470867 0.846799 0.154360 0.049 Uiso 1 1 calc R U . . .
C32 C 0.7682(2) 0.7598(3) 0.47293(19) 0.0183(6) Uani 1 1 d . . . . .
H32 H 0.800177 0.692459 0.493201 0.022 Uiso 1 1 calc R U . . .
C33 C 0.7412(3) 0.8128(3) 0.5399(2) 0.0273(8) Uani 1 1 d . . . . .
H33A H 0.792937 0.829854 0.582234 0.041 Uiso 1 1 calc R U . . .
H33B H 0.704247 0.763679 0.559093 0.041 Uiso 1 1 calc R U . . .
H33C H 0.709158 0.878742 0.521276 0.041 Uiso 1 1 calc R U . . .
C34 C 0.8300(2) 0.8335(3) 0.4450(2) 0.0245(7) Uani 1 1 d . . . . .
H34A H 0.879094 0.852694 0.489267 0.037 Uiso 1 1 calc R U . . .
H34B H 0.799105 0.898543 0.422321 0.037 Uiso 1 1 calc R U . . .
H34C H 0.851146 0.796250 0.405690 0.037 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 B1 2.106(4) . ?
Si1 N1 1.826(3) . ?
Si1 N2 1.847(3) . ?
Si1 C16 1.930(3) . ?
Si1 B1 2.096(4) . ?
Si1 C1 2.279(3) . ?
N1 C1 1.341(4) . ?
N1 C8 1.493(4) . ?
C1 N2 1.336(4) . ?
C1 C2 1.487(4) . ?
B1 C20 1.627(5) . ?
B1 Br2 2.090(3) . ?
N2 C12 1.499(4) . ?
C2 C3 1.385(5) . ?
C2 C7 1.391(5) . ?
C3 C4 1.392(5) . ?
C4 C5 1.375(7) . ?
C5 C6 1.380(7) . ?
C6 C7 1.385(5) . ?
C8 C11 1.525(5) . ?
C8 C9 1.527(4) . ?
C8 C10 1.534(5) . ?
C12 C13 1.527(5) . ?
C12 C14 1.529(5) . ?
C12 C15 1.532(5) . ?
C16 C19 1.538(4) . ?
C16 C18 1.546(4) . ?
C16 C17 1.549(4) . ?
C20 C21 1.416(4) . ?
C20 C25 1.434(4) . ?
C21 C22 1.402(4) . ?
C21 C26 1.513(4) . ?
C22 C23 1.374(5) . ?
C23 C24 1.398(5) . ?
C23 C29 1.526(4) . ?
C24 C25 1.391(5) . ?
C25 C32 1.535(4) . ?
C26 C28 1.526(4) . ?
C26 C27 1.537(4) . ?
C29 C31 1.524(5) . ?
C29 C30 1.526(5) . ?
C32 C33 1.534(5) . ?
C32 C34 1.536(5) . ?

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
N1 Si1 N2 71.85(12) . . ?
N1 Si1 C16 106.37(13) . . ?
N2 Si1 C16 105.01(13) . . ?
N1 Si1 B1 113.87(13) . . ?
N2 Si1 B1 109.28(13) . . ?
C16 Si1 B1 133.22(14) . . ?
N1 Si1 C1 36.04(11) . . ?
N2 Si1 C1 35.89(11) . . ?
C16 Si1 C1 111.29(13) . . ?
B1 Si1 C1 115.20(13) . . ?
C1 N1 C8 130.2(3) . . ?
C1 N1 Si1 90.75(19) . . ?
C8 N1 Si1 137.8(2) . . ?
N2 C1 N1 107.2(3) . . ?
N2 C1 C2 126.9(3) . . ?
N1 C1 C2 125.9(3) . . ?
N2 C1 Si1 54.12(15) . . ?
N1 C1 Si1 53.21(15) . . ?
C2 C1 Si1 175.6(2) . . ?
C20 B1 Br2 104.8(2) . . ?
C20 B1 Si1 137.0(2) . . ?
Br2 B1 Si1 98.95(15) . . ?
C20 B1 Br1 107.7(2) . . ?
Br2 B1 Br1 111.09(16) . . ?
Si1 B1 Br1 96.11(15) . . ?
C1 N2 C12 128.1(3) . . ?
C1 N2 Si1 89.99(19) . . ?
C12 N2 Si1 141.9(2) . . ?
C3 C2 C7 120.0(3) . . ?
C3 C2 C1 119.7(3) . . ?
C7 C2 C1 120.4(3) . . ?
C2 C3 C4 119.6(4) . . ?
C5 C4 C3 120.4(4) . . ?
C4 C5 C6 120.1(4) . . ?
C5 C6 C7 120.3(4) . . ?
C6 C7 C2 119.8(4) . . ?
N1 C8 C11 105.8(2) . . ?
N1 C8 C9 113.2(3) . . ?
C11 C8 C9 108.7(3) . . ?
N1 C8 C10 109.7(3) . . ?
C11 C8 C10 109.9(3) . . ?
C9 C8 C10 109.5(3) . . ?
N2 C12 C13 109.7(3) . . ?
N2 C12 C14 108.9(3) . . ?
C13 C12 C14 108.6(3) . . ?
N2 C12 C15 111.4(3) . . ?
C13 C12 C15 110.5(3) . . ?
C14 C12 C15 107.7(3) . . ?
C19 C16 C18 108.6(3) . . ?
C19 C16 C17 109.4(3) . . ?
C18 C16 C17 104.8(3) . . ?
C19 C16 Si1 110.7(2) . . ?
C18 C16 Si1 114.2(2) . . ?
C17 C16 Si1 108.9(2) . . ?
C21 C20 C25 115.8(3) . . ?
C21 C20 B1 123.4(3) . . ?
C25 C20 B1 120.6(3) . . ?
C22 C21 C20 121.8(3) . . ?
C22 C21 C26 114.8(3) . . ?
C20 C21 C26 123.2(3) . . ?
C23 C22 C21 122.4(3) . . ?
C22 C23 C24 116.2(3) . . ?
C22 C23 C29 123.4(3) . . ?
C24 C23 C29 120.4(3) . . ?
C25 C24 C23 123.9(3) . . ?
C24 C25 C20 119.8(3) . . ?
C24 C25 C32 114.4(3) . . ?
C20 C25 C32 125.8(3) . . ?
C21 C26 C28 113.4(3) . . ?
C21 C26 C27 109.4(3) . . ?
C28 C26 C27 110.7(3) . . ?
C31 C29 C23 113.3(3) . . ?
C31 C29 C30 109.6(3) . . ?
C23 C29 C30 110.5(3) . . ?
C33 C32 C25 110.9(3) . . ?
C33 C32 C34 110.1(3) . . ?
C25 C32 C34 111.7(3) . . ?

_refine_diff_density_max         2.088
_refine_diff_density_min         -1.235
_refine_diff_density_rms         0.112

