# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2016

####################################################################### 
# 
# 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_XXD2270
_database_code_depnum_ccdc_archive 'CCDC 1511605'
_audit_update_record             
;
2016-10-26 deposited with the CCDC.
2016-12-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H58 N2 Se2 Si4'
_chemical_formula_weight         885.20

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

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

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

_cell_length_a                   14.2771(2)
_cell_length_b                   14.2280(2)
_cell_length_c                   22.6224(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.4270(10)
_cell_angle_gamma                90.00
_cell_volume                     4533.33(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    257
_cell_measurement_theta_min      15
_cell_measurement_theta_max      15

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.297
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1840
_exptl_absorpt_coefficient_mu    1.768
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6404
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_diffrn_measurement_method       'PHI & OMEGA SCAN'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            57800
_diffrn_reflns_av_R_equivalents  0.0858
_diffrn_reflns_av_sigmaI/netI    0.0653
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.70
_diffrn_reflns_theta_max         25.25
_reflns_number_total             8199
_reflns_number_gt                4637
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_computing_cell_refinement       'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_computing_data_reduction        'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'BRUKER SHELXTL'
_computing_publication_material  'BRUKER SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0455P)²+2.6412P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    riding
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         8199
_refine_ls_number_parameters     469
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1114
_refine_ls_R_factor_gt           0.0471
_refine_ls_wR_factor_ref         0.1178
_refine_ls_wR_factor_gt          0.0940
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_restrained_S_all      1.010
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se -0.11829(3) 0.49103(3) 0.10373(2) 0.05768(16) Uani 1 1 d . . .
Se2 Se 0.15729(3) 0.50345(3) 0.483661(19) 0.05664(15) Uani 1 1 d . . .
Si1 Si -0.27409(10) 0.80349(9) 0.19673(6) 0.0613(4) Uani 1 1 d . . .
Si2 Si -0.08000(10) 0.81344(9) 0.46070(6) 0.0656(4) Uani 1 1 d . . .
Si3 Si 0.39360(10) 0.27595(11) 0.37509(7) 0.0727(4) Uani 1 1 d . . .
Si4 Si 0.21023(10) 0.28384(11) 0.10660(7) 0.0719(4) Uani 1 1 d . . .
N1 N -0.1424(2) 0.7101(2) 0.32308(15) 0.0434(8) Uani 1 1 d . . .
N2 N 0.2157(2) 0.3239(2) 0.25670(16) 0.0479(9) Uani 1 1 d . . .
C1 C -0.1278(3) 0.5627(3) 0.17143(18) 0.0457(11) Uani 1 1 d . . .
C2 C -0.1948(3) 0.6351(3) 0.1674(2) 0.0511(11) Uani 1 1 d . . .
H2A H -0.2353 0.6446 0.1314 0.061 Uiso 1 1 calc R . .
C3 C -0.2024(3) 0.6924(3) 0.2150(2) 0.0461(11) Uani 1 1 d . . .
C4 C -0.1412(3) 0.6670(3) 0.26829(19) 0.0421(10) Uani 1 1 d . . .
C5 C -0.0688(3) 0.5968(2) 0.27408(18) 0.0363(9) Uani 1 1 d . . .
C6 C -0.0593(3) 0.5430(3) 0.22189(18) 0.0385(10) Uani 1 1 d . . .
C7 C -0.0230(3) 0.5991(3) 0.33675(18) 0.0377(9) Uani 1 1 d . . .
C8 C -0.0704(3) 0.6710(3) 0.36455(19) 0.0415(10) Uani 1 1 d . . .
C9 C -0.0490(3) 0.7005(3) 0.42455(19) 0.0458(10) Uani 1 1 d . . .
C10 C 0.0178(3) 0.6450(3) 0.4590(2) 0.0537(12) Uani 1 1 d . . .
H10A H 0.0330 0.6569 0.4999 0.064 Uiso 1 1 calc R . .
C11 C 0.0635(3) 0.5715(3) 0.43438(18) 0.0436(10) Uani 1 1 d . . .
C12 C 0.0505(3) 0.5480(3) 0.37387(18) 0.0388(10) Uani 1 1 d . . .
C13 C 0.1794(3) 0.4464(3) 0.41308(18) 0.0444(10) Uani 1 1 d . . .
C14 C 0.2563(3) 0.3855(3) 0.4151(2) 0.0537(12) Uani 1 1 d . . .
H14A H 0.2942 0.3733 0.4518 0.064 Uiso 1 1 calc R . .
C15 C 0.2776(3) 0.3431(3) 0.3648(2) 0.0498(11) Uani 1 1 d . . .
C16 C 0.2123(3) 0.3639(3) 0.31220(19) 0.0433(10) Uani 1 1 d . . .
C17 C 0.1352(3) 0.4298(3) 0.30742(18) 0.0377(9) Uani 1 1 d . . .
C18 C 0.1185(3) 0.4751(2) 0.36077(18) 0.0382(10) Uani 1 1 d . . .
C19 C 0.1436(3) 0.3638(3) 0.21487(19) 0.0453(10) Uani 1 1 d . . .
C20 C 0.1288(3) 0.3418(3) 0.15334(19) 0.0489(11) Uani 1 1 d . . .
C21 C 0.0466(3) 0.3800(3) 0.12270(19) 0.0512(11) Uani 1 1 d . . .
H21A H 0.0287 0.3656 0.0823 0.061 Uiso 1 1 calc R . .
C22 C -0.0106(3) 0.4390(3) 0.14990(19) 0.0453(10) Uani 1 1 d . . .
C23 C 0.0099(3) 0.4711(3) 0.20931(18) 0.0388(10) Uani 1 1 d . . .
C24 C 0.0906(3) 0.4284(3) 0.24451(18) 0.0379(10) Uani 1 1 d . . .
C25 C -0.2714(4) 0.8314(4) 0.1164(2) 0.0958(19) Uani 1 1 d . . .
H25A H -0.3072 0.8876 0.1054 0.144 Uiso 1 1 calc R . .
H25B H -0.2988 0.7802 0.0917 0.144 Uiso 1 1 calc R . .
H25C H -0.2069 0.8406 0.1106 0.144 Uiso 1 1 calc R . .
C26 C -0.4006(3) 0.7874(4) 0.2042(3) 0.102(2) Uani 1 1 d . . .
H26A H -0.4342 0.8453 0.1948 0.152 Uiso 1 1 calc R . .
H26B H -0.4048 0.7695 0.2446 0.152 Uiso 1 1 calc R . .
H26C H -0.4281 0.7392 0.1772 0.152 Uiso 1 1 calc R . .
C27 C -0.2200(4) 0.9050(3) 0.2414(2) 0.0862(17) Uani 1 1 d . . .
H27A H -0.2582 0.9599 0.2311 0.129 Uiso 1 1 calc R . .
H27B H -0.1572 0.9157 0.2328 0.129 Uiso 1 1 calc R . .
H27C H -0.2167 0.8917 0.2833 0.129 Uiso 1 1 calc R . .
C28 C -0.2353(3) 0.7289(3) 0.3416(2) 0.0534(12) Uani 1 1 d . . .
H28A H -0.2770 0.7585 0.3087 0.064 Uiso 1 1 calc R . .
H28B H -0.2264 0.7724 0.3751 0.064 Uiso 1 1 calc R . .
C29 C -0.2818(3) 0.6403(3) 0.3597(2) 0.0756(16) Uani 1 1 d . . .
H29A H -0.2883 0.5966 0.3264 0.091 Uiso 1 1 calc R . .
H29B H -0.2396 0.6117 0.3928 0.091 Uiso 1 1 calc R . .
C30 C -0.3757(4) 0.6522(4) 0.3777(3) 0.102(2) Uani 1 1 d . . .
H30A H -0.4186 0.6803 0.3448 0.122 Uiso 1 1 calc R . .
H30B H -0.3699 0.6951 0.4114 0.122 Uiso 1 1 calc R . .
C31 C -0.4179(4) 0.5614(5) 0.3949(3) 0.124(3) Uani 1 1 d . . .
H31A H -0.4791 0.5734 0.4058 0.187 Uiso 1 1 calc R . .
H31B H -0.3769 0.5341 0.4284 0.187 Uiso 1 1 calc R . .
H31C H -0.4247 0.5187 0.3617 0.187 Uiso 1 1 calc R . .
C32 C -0.0881(4) 0.9116(3) 0.4059(3) 0.0883(18) Uani 1 1 d . . .
H32A H -0.0302 0.9153 0.3896 0.132 Uiso 1 1 calc R . .
H32B H -0.0979 0.9697 0.4257 0.132 Uiso 1 1 calc R . .
H32C H -0.1403 0.9007 0.3741 0.132 Uiso 1 1 calc R . .
C33 C -0.1893(4) 0.8076(4) 0.4957(2) 0.100(2) Uani 1 1 d . . .
H33A H -0.1999 0.8674 0.5132 0.150 Uiso 1 1 calc R . .
H33B H -0.1817 0.7602 0.5264 0.150 Uiso 1 1 calc R . .
H33C H -0.2428 0.7922 0.4657 0.150 Uiso 1 1 calc R . .
C34 C 0.0181(5) 0.8395(4) 0.5231(3) 0.133(3) Uani 1 1 d . . .
H34A H 0.0772 0.8411 0.5081 0.199 Uiso 1 1 calc R . .
H34B H 0.0207 0.7915 0.5532 0.199 Uiso 1 1 calc R . .
H34C H 0.0072 0.8993 0.5403 0.199 Uiso 1 1 calc R . .
C35 C 0.4690(4) 0.3244(5) 0.4440(3) 0.115(2) Uani 1 1 d . . .
H35A H 0.5289 0.2922 0.4509 0.173 Uiso 1 1 calc R . .
H35B H 0.4373 0.3155 0.4779 0.173 Uiso 1 1 calc R . .
H35C H 0.4795 0.3903 0.4387 0.173 Uiso 1 1 calc R . .
C36 C 0.3788(4) 0.1479(4) 0.3903(3) 0.113(2) Uani 1 1 d . . .
H36A H 0.3423 0.1187 0.3558 0.170 Uiso 1 1 calc R . .
H36B H 0.3465 0.1407 0.4241 0.170 Uiso 1 1 calc R . .
H36C H 0.4401 0.1186 0.3990 0.170 Uiso 1 1 calc R . .
C37 C 0.4597(3) 0.2947(4) 0.3123(2) 0.0959(19) Uani 1 1 d . . .
H37A H 0.4236 0.2701 0.2761 0.144 Uiso 1 1 calc R . .
H37B H 0.5197 0.2629 0.3207 0.144 Uiso 1 1 calc R . .
H37C H 0.4702 0.3607 0.3077 0.144 Uiso 1 1 calc R . .
C38 C 0.2272(3) 0.2200(3) 0.2539(2) 0.0647(14) Uani 1 1 d . . .
H38A H 0.2854 0.2015 0.2796 0.078 Uiso 1 1 calc R . .
H38B H 0.2319 0.2016 0.2132 0.078 Uiso 1 1 calc R . .
C39 C 0.1416(4) 0.1693(3) 0.2741(3) 0.110(2) Uani 1 1 d . . .
H39A H 0.1402 0.1855 0.3156 0.132 Uiso 1 1 calc R . .
H39B H 0.0837 0.1931 0.2505 0.132 Uiso 1 1 calc R . .
C40 C 0.1419(6) 0.0677(5) 0.2689(4) 0.145(3) Uani 1 1 d . . .
H40A H 0.1982 0.0417 0.2933 0.174 Uiso 1 1 calc R . .
H40B H 0.1417 0.0494 0.2276 0.174 Uiso 1 1 calc R . .
C41 C 0.0502(6) 0.0304(6) 0.2911(4) 0.192(4) Uani 1 1 d . . .
H41A H 0.0496 -0.0371 0.2899 0.288 Uiso 1 1 calc R . .
H41B H -0.0050 0.0542 0.2656 0.288 Uiso 1 1 calc R . .
H41C H 0.0500 0.0511 0.3315 0.288 Uiso 1 1 calc R . .
C42 C 0.3366(3) 0.2949(4) 0.1396(2) 0.100(2) Uani 1 1 d . . .
H42A H 0.3484 0.2615 0.1770 0.150 Uiso 1 1 calc R . .
H42B H 0.3522 0.3600 0.1464 0.150 Uiso 1 1 calc R . .
H42C H 0.3750 0.2688 0.1126 0.150 Uiso 1 1 calc R . .
C43 C 0.1752(4) 0.1580(4) 0.0919(3) 0.120(2) Uani 1 1 d . . .
H43A H 0.1841 0.1240 0.1291 0.181 Uiso 1 1 calc R . .
H43B H 0.2139 0.1306 0.0655 0.181 Uiso 1 1 calc R . .
H43C H 0.1097 0.1549 0.0736 0.181 Uiso 1 1 calc R . .
C44 C 0.1939(4) 0.3457(5) 0.0339(2) 0.124(3) Uani 1 1 d . . .
H44A H 0.1289 0.3402 0.0148 0.186 Uiso 1 1 calc R . .
H44B H 0.2345 0.3182 0.0087 0.186 Uiso 1 1 calc R . .
H44C H 0.2097 0.4109 0.0403 0.186 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Se1 C1 1.863(4) . ?
Se1 C22 1.864(4) . ?
Se2 C13 1.864(4) . ?
Se2 C11 1.867(4) . ?
Si1 C26 1.855(5) . ?
Si1 C27 1.856(5) . ?
Si1 C25 1.867(5) . ?
Si1 C3 1.891(4) . ?
Si2 C34 1.856(6) . ?
Si2 C32 1.859(5) . ?
Si2 C33 1.865(5) . ?
Si2 C9 1.888(4) . ?
Si3 C37 1.848(5) . ?
Si3 C36 1.872(6) . ?
Si3 C35 1.876(6) . ?
Si3 C15 1.893(4) . ?
Si4 C42 1.843(5) . ?
Si4 C44 1.847(6) . ?
Si4 C43 1.874(6) . ?
Si4 C20 1.884(4) . ?
N1 C4 1.386(5) . ?
N1 C8 1.390(5) . ?
N1 C28 1.479(5) . ?
N2 C16 1.387(5) . ?
N2 C19 1.400(5) . ?
N2 C38 1.489(5) . ?
C1 C2 1.398(5) . ?
C1 C6 1.404(5) . ?
C2 C3 1.369(5) . ?
C3 C4 1.415(5) . ?
C4 C5 1.427(5) . ?
C5 C6 1.432(5) . ?
C5 C7 1.461(5) . ?
C6 C23 1.482(5) . ?
C7 C8 1.428(5) . ?
C7 C12 1.430(5) . ?
C8 C9 1.406(5) . ?
C9 C10 1.377(5) . ?
C10 C11 1.396(5) . ?
C11 C12 1.392(5) . ?
C12 C18 1.483(5) . ?
C13 C14 1.393(5) . ?
C13 C18 1.409(5) . ?
C14 C15 1.365(6) . ?
C15 C16 1.417(5) . ?
C16 C17 1.437(5) . ?
C17 C18 1.422(5) . ?
C17 C24 1.461(5) . ?
C19 C20 1.408(6) . ?
C19 C24 1.426(5) . ?
C20 C21 1.374(5) . ?
C21 C22 1.384(5) . ?
C22 C23 1.404(5) . ?
C23 C24 1.425(5) . ?
C28 C29 1.513(6) . ?
C29 C30 1.473(6) . ?
C30 C31 1.503(7) . ?
C38 C39 1.551(7) . ?
C39 C40 1.451(8) . ?
C40 C41 1.570(9) . ?

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
C1 Se1 C22 85.48(18) . . ?
C13 Se2 C11 85.42(18) . . ?
C26 Si1 C27 111.7(3) . . ?
C26 Si1 C25 106.9(3) . . ?
C27 Si1 C25 107.0(3) . . ?
C26 Si1 C3 112.2(2) . . ?
C27 Si1 C3 111.6(2) . . ?
C25 Si1 C3 107.1(2) . . ?
C34 Si2 C32 108.3(3) . . ?
C34 Si2 C33 105.4(3) . . ?
C32 Si2 C33 110.6(3) . . ?
C34 Si2 C9 107.3(2) . . ?
C32 Si2 C9 110.1(2) . . ?
C33 Si2 C9 114.7(2) . . ?
C37 Si3 C36 111.6(3) . . ?
C37 Si3 C35 106.9(3) . . ?
C36 Si3 C35 105.7(3) . . ?
C37 Si3 C15 112.3(2) . . ?
C36 Si3 C15 113.0(2) . . ?
C35 Si3 C15 106.8(2) . . ?
C42 Si4 C44 107.0(3) . . ?
C42 Si4 C43 111.6(3) . . ?
C44 Si4 C43 107.8(3) . . ?
C42 Si4 C20 112.8(2) . . ?
C44 Si4 C20 107.0(2) . . ?
C43 Si4 C20 110.3(2) . . ?
C4 N1 C8 108.1(3) . . ?
C4 N1 C28 118.5(3) . . ?
C8 N1 C28 118.6(3) . . ?
C16 N2 C19 108.3(3) . . ?
C16 N2 C38 117.8(4) . . ?
C19 N2 C38 116.6(4) . . ?
C2 C1 C6 125.2(4) . . ?
C2 C1 Se1 119.4(3) . . ?
C6 C1 Se1 115.1(3) . . ?
C3 C2 C1 122.0(4) . . ?
C2 C3 C4 113.5(4) . . ?
C2 C3 Si1 115.8(3) . . ?
C4 C3 Si1 129.6(3) . . ?
N1 C4 C3 123.5(4) . . ?
N1 C4 C5 110.0(4) . . ?
C3 C4 C5 126.5(4) . . ?
C4 C5 C6 117.6(4) . . ?
C4 C5 C7 106.0(3) . . ?
C6 C5 C7 136.4(3) . . ?
C1 C6 C5 114.6(3) . . ?
C1 C6 C23 112.3(3) . . ?
C5 C6 C23 133.1(4) . . ?
C8 C7 C12 117.4(4) . . ?
C8 C7 C5 105.9(3) . . ?
C12 C7 C5 136.7(3) . . ?
N1 C8 C9 123.5(4) . . ?
N1 C8 C7 110.0(3) . . ?
C9 C8 C7 126.6(4) . . ?
C10 C9 C8 113.3(4) . . ?
C10 C9 Si2 115.6(3) . . ?
C8 C9 Si2 130.0(3) . . ?
C9 C10 C11 122.0(4) . . ?
C12 C11 C10 125.2(4) . . ?
C12 C11 Se2 115.4(3) . . ?
C10 C11 Se2 119.1(3) . . ?
C11 C12 C7 114.9(3) . . ?
C11 C12 C18 112.3(3) . . ?
C7 C12 C18 132.8(4) . . ?
C14 C13 C18 125.6(4) . . ?
C14 C13 Se2 119.1(3) . . ?
C18 C13 Se2 115.2(3) . . ?
C15 C14 C13 122.0(4) . . ?
C14 C15 C16 113.7(4) . . ?
C14 C15 Si3 115.5(3) . . ?
C16 C15 Si3 130.6(3) . . ?
N2 C16 C15 124.0(4) . . ?
N2 C16 C17 109.9(3) . . ?
C15 C16 C17 126.1(4) . . ?
C18 C17 C16 117.7(4) . . ?
C18 C17 C24 136.6(4) . . ?
C16 C17 C24 105.7(3) . . ?
C13 C18 C17 114.5(3) . . ?
C13 C18 C12 111.7(3) . . ?
C17 C18 C12 133.8(4) . . ?
N2 C19 C20 123.5(4) . . ?
N2 C19 C24 109.4(4) . . ?
C20 C19 C24 127.1(4) . . ?
C21 C20 C19 112.8(4) . . ?
C21 C20 Si4 116.4(3) . . ?
C19 C20 Si4 130.2(3) . . ?
C20 C21 C22 122.2(4) . . ?
C21 C22 C23 125.3(4) . . ?
C21 C22 Se1 119.0(3) . . ?
C23 C22 Se1 115.5(3) . . ?
C22 C23 C24 114.8(3) . . ?
C22 C23 C6 111.6(3) . . ?
C24 C23 C6 133.7(4) . . ?
C23 C24 C19 117.1(4) . . ?
C23 C24 C17 136.2(4) . . ?
C19 C24 C17 106.7(3) . . ?
N1 C28 C29 112.4(3) . . ?
C30 C29 C28 116.1(4) . . ?
C29 C30 C31 113.2(5) . . ?
N2 C38 C39 110.6(4) . . ?
C40 C39 C38 115.3(6) . . ?
C39 C40 C41 107.3(7) . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.25
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.382
_refine_diff_density_min         -0.277
_refine_diff_density_rms         0.060
####################################################################### 
# 
# 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_XXD2292
_database_code_depnum_ccdc_archive 'CCDC 1511604'
_audit_update_record             
;
2016-10-26 deposited with the CCDC.
2016-12-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H58 N2 S2 Si4'
_chemical_formula_weight         791.40

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

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

_cell_length_a                   14.2494(6)
_cell_length_b                   14.1245(6)
_cell_length_c                   22.4876(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.800(2)
_cell_angle_gamma                90.00
_cell_volume                     4472.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    179
_cell_measurement_theta_min      15
_cell_measurement_theta_max      15

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.175
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1696
_exptl_absorpt_coefficient_mu    0.258
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6942
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_diffrn_measurement_method       'PHI & OMEGA SCAN'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            53972
_diffrn_reflns_av_R_equivalents  0.0406
_diffrn_reflns_av_sigmaI/netI    0.0346
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.59
_diffrn_reflns_theta_max         25.25
_reflns_number_total             8080
_reflns_number_gt                5372
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_computing_cell_refinement       'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_computing_data_reduction        'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'BRUKER SHELXTL'
_computing_publication_material  'BRUKER SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0802P)²+3.1577P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    riding
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         8080
_refine_ls_number_parameters     469
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0919
_refine_ls_R_factor_gt           0.0569
_refine_ls_wR_factor_ref         0.1716
_refine_ls_wR_factor_gt          0.1480
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S -0.11066(6) 0.49534(6) 0.10801(4) 0.0607(3) Uani 1 1 d . . .
S2 S 0.15058(7) 0.50657(6) 0.47621(4) 0.0612(3) Uani 1 1 d . . .
Si1 Si -0.27475(7) 0.80484(7) 0.19463(5) 0.0665(3) Uani 1 1 d . . .
Si2 Si -0.08516(9) 0.81268(7) 0.46183(5) 0.0734(3) Uani 1 1 d . . .
Si3 Si 0.39095(7) 0.27741(9) 0.37432(5) 0.0756(3) Uani 1 1 d . . .
Si4 Si 0.20813(8) 0.28475(9) 0.10320(5) 0.0743(3) Uani 1 1 d . . .
N1 N -0.14640(18) 0.71052(17) 0.32275(11) 0.0506(6) Uani 1 1 d . . .
N2 N 0.21362(17) 0.32321(18) 0.25492(11) 0.0513(6) Uani 1 1 d . . .
C1 C -0.1253(2) 0.5637(2) 0.16947(13) 0.0507(7) Uani 1 1 d . . .
C2 C -0.1931(2) 0.6348(2) 0.16522(15) 0.0570(8) Uani 1 1 d . . .
H2A H -0.2333 0.6435 0.1290 0.068 Uiso 1 1 calc R . .
C3 C -0.2027(2) 0.6929(2) 0.21292(14) 0.0519(8) Uani 1 1 d . . .
C4 C -0.1441(2) 0.6677(2) 0.26720(13) 0.0459(7) Uani 1 1 d . . .
C5 C -0.07079(19) 0.59817(19) 0.27333(13) 0.0434(7) Uani 1 1 d . . .
C6 C -0.05912(19) 0.5447(2) 0.22143(13) 0.0431(7) Uani 1 1 d . . .
C7 C -0.0269(2) 0.59997(19) 0.33573(13) 0.0430(7) Uani 1 1 d . . .
C8 C -0.0753(2) 0.6706(2) 0.36438(13) 0.0482(7) Uani 1 1 d . . .
C9 C -0.0532(2) 0.6986(2) 0.42553(14) 0.0552(8) Uani 1 1 d . . .
C10 C 0.0148(2) 0.6435(2) 0.45928(14) 0.0576(8) Uani 1 1 d . . .
H10A H 0.0299 0.6549 0.5004 0.069 Uiso 1 1 calc R . .
C11 C 0.0617(2) 0.5710(2) 0.43360(14) 0.0517(8) Uani 1 1 d . . .
C12 C 0.0476(2) 0.5489(2) 0.37199(13) 0.0444(7) Uani 1 1 d . . .
C13 C 0.1752(2) 0.4504(2) 0.41200(13) 0.0511(8) Uani 1 1 d . . .
C14 C 0.2524(2) 0.3893(2) 0.41427(15) 0.0572(8) Uani 1 1 d . . .
H14A H 0.2903 0.3782 0.4511 0.069 Uiso 1 1 calc R . .
C15 C 0.2740(2) 0.3449(2) 0.36396(14) 0.0535(8) Uani 1 1 d . . .
C16 C 0.2101(2) 0.3646(2) 0.31087(14) 0.0492(7) Uani 1 1 d . . .
C17 C 0.13356(19) 0.43009(19) 0.30564(13) 0.0426(7) Uani 1 1 d . . .
C18 C 0.1157(2) 0.4770(2) 0.35925(13) 0.0443(7) Uani 1 1 d . . .
C19 C 0.1424(2) 0.3635(2) 0.21358(14) 0.0479(7) Uani 1 1 d . . .
C20 C 0.1259(2) 0.3428(2) 0.15140(14) 0.0538(8) Uani 1 1 d . . .
C21 C 0.0452(2) 0.3822(2) 0.12047(14) 0.0559(8) Uani 1 1 d . . .
H21A H 0.0279 0.3682 0.0799 0.067 Uiso 1 1 calc R . .
C22 C -0.0116(2) 0.4427(2) 0.14825(13) 0.0495(7) Uani 1 1 d . . .
C23 C 0.0092(2) 0.4725(2) 0.20854(12) 0.0427(7) Uani 1 1 d . . .
C24 C 0.08955(19) 0.4291(2) 0.24320(13) 0.0420(7) Uani 1 1 d . . .
C25 C -0.2711(4) 0.8334(3) 0.11407(18) 0.0981(14) Uani 1 1 d . . .
H25A H -0.3071 0.8899 0.1032 0.147 Uiso 1 1 calc R . .
H25B H -0.2979 0.7819 0.0892 0.147 Uiso 1 1 calc R . .
H25C H -0.2064 0.8431 0.1083 0.147 Uiso 1 1 calc R . .
C26 C -0.4022(3) 0.7893(4) 0.2023(2) 0.1091(16) Uani 1 1 d . . .
H26A H -0.4355 0.8477 0.1927 0.164 Uiso 1 1 calc R . .
H26B H -0.4072 0.7714 0.2429 0.164 Uiso 1 1 calc R . .
H26C H -0.4296 0.7407 0.1752 0.164 Uiso 1 1 calc R . .
C27 C -0.2210(3) 0.9066(3) 0.23999(19) 0.0938(14) Uani 1 1 d . . .
H27A H -0.2589 0.9621 0.2300 0.141 Uiso 1 1 calc R . .
H27B H -0.1579 0.9174 0.2314 0.141 Uiso 1 1 calc R . .
H27C H -0.2184 0.8927 0.2820 0.141 Uiso 1 1 calc R . .
C28 C -0.2392(2) 0.7310(2) 0.34143(16) 0.0608(9) Uani 1 1 d . . .
H28A H -0.2806 0.7601 0.3082 0.073 Uiso 1 1 calc R . .
H28B H -0.2304 0.7755 0.3746 0.073 Uiso 1 1 calc R . .
C29 C -0.2865(3) 0.6402(3) 0.3610(2) 0.0966(14) Uani 1 1 d . . .
H29A H -0.2923 0.5954 0.3279 0.116 Uiso 1 1 calc R . .
H29B H -0.2445 0.6124 0.3944 0.116 Uiso 1 1 calc R . .
C30 C -0.3785(4) 0.6519(4) 0.3786(3) 0.1230(18) Uani 1 1 d . . .
H30A H -0.4218 0.6782 0.3452 0.148 Uiso 1 1 calc R . .
H30B H -0.3739 0.6964 0.4118 0.148 Uiso 1 1 calc R . .
C31 C -0.4177(4) 0.5587(4) 0.3975(3) 0.146(2) Uani 1 1 d . . .
H31A H -0.4793 0.5690 0.4086 0.218 Uiso 1 1 calc R . .
H31B H -0.3758 0.5335 0.4313 0.218 Uiso 1 1 calc R . .
H31C H -0.4228 0.5148 0.3646 0.218 Uiso 1 1 calc R . .
C32 C -0.0893(4) 0.9123(3) 0.4081(2) 0.1045(15) Uani 1 1 d . . .
H32A H -0.0306 0.9151 0.3922 0.157 Uiso 1 1 calc R . .
H32B H -0.0984 0.9705 0.4285 0.157 Uiso 1 1 calc R . .
H32C H -0.1409 0.9030 0.3759 0.157 Uiso 1 1 calc R . .
C33 C -0.1986(4) 0.8095(3) 0.4941(2) 0.1125(18) Uani 1 1 d . . .
H33A H -0.2090 0.8699 0.5116 0.169 Uiso 1 1 calc R . .
H33B H -0.1947 0.7614 0.5245 0.169 Uiso 1 1 calc R . .
H33C H -0.2505 0.7957 0.4627 0.169 Uiso 1 1 calc R . .
C34 C 0.0097(5) 0.8367(4) 0.5262(2) 0.142(2) Uani 1 1 d . . .
H34A H 0.0701 0.8387 0.5122 0.213 Uiso 1 1 calc R . .
H34B H 0.0103 0.7874 0.5556 0.213 Uiso 1 1 calc R . .
H34C H -0.0020 0.8964 0.5440 0.213 Uiso 1 1 calc R . .
C35 C 0.4646(3) 0.3252(4) 0.4437(2) 0.1199(19) Uani 1 1 d . . .
H35A H 0.5245 0.2929 0.4504 0.180 Uiso 1 1 calc R . .
H35B H 0.4320 0.3156 0.4775 0.180 Uiso 1 1 calc R . .
H35C H 0.4750 0.3917 0.4387 0.180 Uiso 1 1 calc R . .
C36 C 0.3773(4) 0.1479(3) 0.3882(2) 0.1099(17) Uani 1 1 d . . .
H36A H 0.3407 0.1193 0.3535 0.165 Uiso 1 1 calc R . .
H36B H 0.3453 0.1392 0.4224 0.165 Uiso 1 1 calc R . .
H36C H 0.4388 0.1188 0.3959 0.165 Uiso 1 1 calc R . .
C37 C 0.4578(3) 0.2984(4) 0.3113(2) 0.1009(15) Uani 1 1 d . . .
H37A H 0.4223 0.2741 0.2748 0.151 Uiso 1 1 calc R . .
H37B H 0.5181 0.2669 0.3193 0.151 Uiso 1 1 calc R . .
H37C H 0.4677 0.3652 0.3071 0.151 Uiso 1 1 calc R . .
C38 C 0.2274(3) 0.2193(2) 0.25177(17) 0.0675(10) Uani 1 1 d . . .
H38A H 0.2862 0.2015 0.2770 0.081 Uiso 1 1 calc R . .
H38B H 0.2318 0.2010 0.2107 0.081 Uiso 1 1 calc R . .
C39 C 0.1418(4) 0.1664(3) 0.2736(3) 0.1146(17) Uani 1 1 d . . .
H39A H 0.1414 0.1825 0.3155 0.138 Uiso 1 1 calc R . .
H39B H 0.0834 0.1906 0.2508 0.138 Uiso 1 1 calc R . .
C40 C 0.1412(5) 0.0660(4) 0.2683(3) 0.150(2) Uani 1 1 d . . .
H40A H 0.1972 0.0391 0.2923 0.180 Uiso 1 1 calc R . .
H40B H 0.1404 0.0474 0.2267 0.180 Uiso 1 1 calc R . .
C41 C 0.0485(6) 0.0306(6) 0.2917(3) 0.196(4) Uani 1 1 d . . .
H41A H 0.0465 -0.0373 0.2908 0.295 Uiso 1 1 calc R . .
H41B H -0.0063 0.0555 0.2663 0.295 Uiso 1 1 calc R . .
H41C H 0.0488 0.0523 0.3322 0.295 Uiso 1 1 calc R . .
C42 C 0.3346(3) 0.2968(4) 0.1359(2) 0.1105(17) Uani 1 1 d . . .
H42A H 0.3463 0.2633 0.1734 0.166 Uiso 1 1 calc R . .
H42B H 0.3497 0.3625 0.1426 0.166 Uiso 1 1 calc R . .
H42C H 0.3734 0.2708 0.1086 0.166 Uiso 1 1 calc R . .
C43 C 0.1746(4) 0.1583(4) 0.0880(2) 0.1226(19) Uani 1 1 d . . .
H43A H 0.1833 0.1236 0.1252 0.184 Uiso 1 1 calc R . .
H43B H 0.2140 0.1315 0.0613 0.184 Uiso 1 1 calc R . .
H43C H 0.1092 0.1547 0.0698 0.184 Uiso 1 1 calc R . .
C44 C 0.1916(4) 0.3488(5) 0.0302(2) 0.129(2) Uani 1 1 d . . .
H44A H 0.1267 0.3430 0.0113 0.193 Uiso 1 1 calc R . .
H44B H 0.2325 0.3219 0.0044 0.193 Uiso 1 1 calc R . .
H44C H 0.2070 0.4144 0.0370 0.193 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C22 1.724(3) . ?
S1 C1 1.724(3) . ?
S2 C11 1.726(3) . ?
S2 C13 1.730(3) . ?
Si1 C27 1.858(4) . ?
Si1 C26 1.863(4) . ?
Si1 C25 1.864(4) . ?
Si1 C3 1.896(3) . ?
Si2 C32 1.849(4) . ?
Si2 C34 1.854(5) . ?
Si2 C33 1.871(5) . ?
Si2 C9 1.893(3) . ?
Si3 C37 1.848(4) . ?
Si3 C35 1.867(5) . ?
Si3 C36 1.871(5) . ?
Si3 C15 1.903(3) . ?
Si4 C42 1.846(4) . ?
Si4 C44 1.858(5) . ?
Si4 C43 1.867(5) . ?
Si4 C20 1.900(3) . ?
N1 C8 1.389(4) . ?
N1 C4 1.393(4) . ?
N1 C28 1.476(4) . ?
N2 C19 1.389(4) . ?
N2 C16 1.395(4) . ?
N2 C38 1.484(4) . ?
C1 C2 1.387(4) . ?
C1 C6 1.411(4) . ?
C2 C3 1.374(4) . ?
C3 C4 1.415(4) . ?
C4 C5 1.425(4) . ?
C5 C6 1.421(4) . ?
C5 C7 1.447(4) . ?
C6 C23 1.469(4) . ?
C7 C8 1.423(4) . ?
C7 C12 1.431(4) . ?
C8 C9 1.419(4) . ?
C9 C10 1.377(5) . ?
C10 C11 1.395(4) . ?
C11 C12 1.404(4) . ?
C12 C18 1.462(4) . ?
C13 C14 1.393(4) . ?
C13 C18 1.400(4) . ?
C14 C15 1.369(4) . ?
C15 C16 1.414(4) . ?
C16 C17 1.421(4) . ?
C17 C18 1.432(4) . ?
C17 C24 1.448(4) . ?
C19 C20 1.413(4) . ?
C19 C24 1.422(4) . ?
C20 C21 1.368(4) . ?
C21 C22 1.390(4) . ?
C22 C23 1.407(4) . ?
C23 C24 1.422(4) . ?
C28 C29 1.543(5) . ?
C29 C30 1.435(6) . ?
C30 C31 1.516(7) . ?
C38 C39 1.571(6) . ?
C39 C40 1.424(7) . ?
C40 C41 1.576(9) . ?

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
C22 S1 C1 90.59(14) . . ?
C11 S2 C13 90.22(15) . . ?
C27 Si1 C26 111.5(2) . . ?
C27 Si1 C25 107.2(2) . . ?
C26 Si1 C25 106.7(2) . . ?
C27 Si1 C3 111.20(17) . . ?
C26 Si1 C3 112.65(19) . . ?
C25 Si1 C3 107.24(17) . . ?
C32 Si2 C34 108.5(3) . . ?
C32 Si2 C33 109.2(2) . . ?
C34 Si2 C33 105.8(3) . . ?
C32 Si2 C9 110.59(18) . . ?
C34 Si2 C9 107.30(19) . . ?
C33 Si2 C9 115.22(19) . . ?
C37 Si3 C35 107.0(2) . . ?
C37 Si3 C36 111.3(2) . . ?
C35 Si3 C36 105.9(3) . . ?
C37 Si3 C15 111.72(18) . . ?
C35 Si3 C15 106.90(19) . . ?
C36 Si3 C15 113.49(19) . . ?
C42 Si4 C44 106.9(3) . . ?
C42 Si4 C43 111.6(3) . . ?
C44 Si4 C43 108.0(3) . . ?
C42 Si4 C20 112.52(18) . . ?
C44 Si4 C20 106.76(19) . . ?
C43 Si4 C20 110.7(2) . . ?
C8 N1 C4 108.3(2) . . ?
C8 N1 C28 118.7(2) . . ?
C4 N1 C28 119.1(3) . . ?
C19 N2 C16 108.0(2) . . ?
C19 N2 C38 117.5(3) . . ?
C16 N2 C38 118.7(3) . . ?
C2 C1 C6 124.4(3) . . ?
C2 C1 S1 121.2(2) . . ?
C6 C1 S1 114.2(2) . . ?
C3 C2 C1 122.0(3) . . ?
C2 C3 C4 114.1(3) . . ?
C2 C3 Si1 116.4(2) . . ?
C4 C3 Si1 128.7(2) . . ?
N1 C4 C3 125.0(3) . . ?
N1 C4 C5 109.3(3) . . ?
C3 C4 C5 125.7(3) . . ?
C6 C5 C4 117.6(3) . . ?
C6 C5 C7 135.9(3) . . ?
C4 C5 C7 106.5(2) . . ?
C1 C6 C5 115.6(3) . . ?
C1 C6 C23 110.4(2) . . ?
C5 C6 C23 134.0(3) . . ?
C8 C7 C12 117.7(3) . . ?
C8 C7 C5 106.5(2) . . ?
C12 C7 C5 135.8(3) . . ?
N1 C8 C9 124.8(3) . . ?
N1 C8 C7 109.5(3) . . ?
C9 C8 C7 125.6(3) . . ?
C10 C9 C8 114.2(3) . . ?
C10 C9 Si2 116.0(2) . . ?
C8 C9 Si2 128.5(3) . . ?
C9 C10 C11 121.9(3) . . ?
C10 C11 C12 124.5(3) . . ?
C10 C11 S2 121.0(2) . . ?
C12 C11 S2 114.3(2) . . ?
C11 C12 C7 115.5(3) . . ?
C11 C12 C18 110.4(3) . . ?
C7 C12 C18 134.0(3) . . ?
C14 C13 C18 124.7(3) . . ?
C14 C13 S2 120.9(2) . . ?
C18 C13 S2 114.2(2) . . ?
C15 C14 C13 122.0(3) . . ?
C14 C15 C16 114.2(3) . . ?
C14 C15 Si3 115.6(2) . . ?
C16 C15 Si3 129.8(2) . . ?
N2 C16 C15 124.9(3) . . ?
N2 C16 C17 109.3(3) . . ?
C15 C16 C17 125.8(3) . . ?
C16 C17 C18 117.7(3) . . ?
C16 C17 C24 106.7(2) . . ?
C18 C17 C24 135.6(3) . . ?
C13 C18 C17 115.2(3) . . ?
C13 C18 C12 110.7(3) . . ?
C17 C18 C12 134.0(3) . . ?
N2 C19 C20 124.8(3) . . ?
N2 C19 C24 109.8(3) . . ?
C20 C19 C24 125.4(3) . . ?
C21 C20 C19 114.7(3) . . ?
C21 C20 Si4 115.4(2) . . ?
C19 C20 Si4 129.1(2) . . ?
C20 C21 C22 121.6(3) . . ?
C21 C22 C23 124.4(3) . . ?
C21 C22 S1 121.0(2) . . ?
C23 C22 S1 114.4(2) . . ?
C22 C23 C24 115.7(3) . . ?
C22 C23 C6 110.4(3) . . ?
C24 C23 C6 133.9(3) . . ?
C23 C24 C19 117.6(3) . . ?
C23 C24 C17 136.1(3) . . ?
C19 C24 C17 106.2(2) . . ?
N1 C28 C29 111.6(3) . . ?
C30 C29 C28 116.1(4) . . ?
C29 C30 C31 111.7(5) . . ?
N2 C38 C39 109.9(3) . . ?
C40 C39 C38 116.3(5) . . ?
C39 C40 C41 106.4(6) . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.25
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.384
_refine_diff_density_min         -0.305
_refine_diff_density_rms         0.050
####################################################################### 
# 
# 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_xxd2191
_database_code_depnum_ccdc_archive 'CCDC 1511603'
_audit_update_record             
;
2016-10-26 deposited with the CCDC.
2016-12-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H22 Br8 N2'
_chemical_formula_weight         1073.79

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   10.8503(5)
_cell_length_b                   12.4427(5)
_cell_length_c                   12.9897(5)
_cell_angle_alpha                100.306(2)
_cell_angle_beta                 91.280(2)
_cell_angle_gamma                108.652(2)
_cell_volume                     1628.82(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    410
_cell_measurement_theta_min      15
_cell_measurement_theta_max      15

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.189
_exptl_crystal_F_000             1016
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    9.875
_shelx_estimated_absorpt_T_min   0.110
_shelx_estimated_absorpt_T_max   0.243
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4105
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_diffrn_measurement_method       'PHI & OMEAG SCAN'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            35914
_diffrn_reflns_av_unetI/netI     0.0286
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.762
_diffrn_reflns_theta_max         25.250
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5893
_reflns_number_gt                4687
_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       'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_computing_cell_refinement       'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_computing_data_reduction        'BRUKER KAPPA APEXII DUO DIFFRACTOMETER'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'BRUKER SHELXTL'
_computing_publication_material  'BRUKER SHELXTL'
_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)+(0.0465P)²+5.3065P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    riding
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5893
_refine_ls_number_parameters     398
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0558
_refine_ls_R_factor_gt           0.0405
_refine_ls_wR_factor_ref         0.1057
_refine_ls_wR_factor_gt          0.0990
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.003
_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 0.10182(7) 0.79064(6) -0.01377(5) 0.0628(2) Uani 1 1 d . . . . .
Br2 Br -0.27466(5) 0.45838(6) 0.14689(5) 0.05219(18) Uani 1 1 d . . . . .
Br3 Br -0.11265(6) 0.66702(5) 0.38218(5) 0.05006(17) Uani 1 1 d . . . . .
Br4 Br -0.30362(8) 0.26770(6) 0.53998(6) 0.0701(2) Uani 1 1 d . . . . .
Br5 Br -0.03463(7) -0.06615(5) 0.24297(6) 0.0664(2) Uani 1 1 d . . . . .
Br6 Br 0.34124(7) 0.26941(6) 0.08459(6) 0.0636(2) Uani 1 1 d . . . . .
Br7 Br 0.42468(6) 0.36405(6) 0.37303(6) 0.06008(19) Uani 1 1 d . . . . .
Br8 Br 0.63282(6) 0.75713(6) 0.20921(6) 0.0601(2) Uani 1 1 d . . . . .
N1 N 0.3034(4) 0.6964(4) 0.1342(3) 0.0374(10) Uani 1 1 d . . . . .
N2 N -0.1092(4) 0.1802(4) 0.3573(3) 0.0392(10) Uani 1 1 d . . . . .
C1 C 0.1675(5) 0.6508(4) 0.1243(4) 0.0339(11) Uani 1 1 d . . . . .
C2 C 0.0708(6) 0.6768(5) 0.0714(4) 0.0411(13) Uani 1 1 d . . . . .
C3 C -0.0587(6) 0.6148(5) 0.0780(4) 0.0443(14) Uani 1 1 d . . . . .
H3A H -0.1236 0.6253 0.0368 0.053 Uiso 1 1 calc R U . . .
C4 C -0.0928(5) 0.5377(5) 0.1449(4) 0.0367(12) Uani 1 1 d . . . . .
C5 C -0.0009(5) 0.5158(4) 0.2073(4) 0.0334(11) Uani 1 1 d . . . . .
C6 C 0.1282(5) 0.5608(4) 0.1815(4) 0.0335(11) Uani 1 1 d . . . . .
C7 C -0.0399(4) 0.4658(4) 0.3033(4) 0.0322(11) Uani 1 1 d . . . . .
C8 C -0.1094(5) 0.5137(4) 0.3753(4) 0.0365(12) Uani 1 1 d . . . . .
C9 C -0.1809(5) 0.4542(5) 0.4471(4) 0.0400(13) Uani 1 1 d . . . . .
H9A H -0.2224 0.4913 0.4963 0.048 Uiso 1 1 calc R U . . .
C10 C -0.1908(5) 0.3418(5) 0.4461(4) 0.0406(13) Uani 1 1 d . . . . .
C11 C -0.1159(5) 0.2909(4) 0.3798(4) 0.0348(11) Uani 1 1 d . . . . .
C12 C -0.0297(5) 0.3603(4) 0.3201(4) 0.0317(11) Uani 1 1 d . . . . .
C13 C -0.0124(5) 0.1797(4) 0.2886(4) 0.0360(12) Uani 1 1 d . . . . .
C14 C 0.0331(5) 0.0933(4) 0.2371(4) 0.0406(13) Uani 1 1 d . . . . .
C15 C 0.1352(5) 0.1238(5) 0.1743(5) 0.0447(13) Uani 1 1 d . . . . .
H15A H 0.1596 0.0663 0.1326 0.054 Uiso 1 1 calc R U . . .
C16 C 0.2013(5) 0.2383(5) 0.1727(4) 0.0396(12) Uani 1 1 d . . . . .
C17 C 0.1682(5) 0.3290(4) 0.2297(4) 0.0347(11) Uani 1 1 d . . . . .
C18 C 0.0474(5) 0.2942(4) 0.2734(4) 0.0315(11) Uani 1 1 d . . . . .
C19 C 0.2633(5) 0.4489(4) 0.2523(4) 0.0329(11) Uani 1 1 d . . . . .
C20 C 0.3869(5) 0.4688(5) 0.2982(4) 0.0374(12) Uani 1 1 d . . . . .
C21 C 0.4918(5) 0.5662(5) 0.2898(4) 0.0408(13) Uani 1 1 d . . . . .
H21A H 0.5730 0.5788 0.3238 0.049 Uiso 1 1 calc R U . . .
C22 C 0.4759(5) 0.6440(5) 0.2313(4) 0.0378(12) Uani 1 1 d . . . . .
C23 C 0.3507(5) 0.6334(4) 0.1935(4) 0.0326(11) Uani 1 1 d . . . . .
C24 C 0.2450(5) 0.5423(4) 0.2160(4) 0.0311(11) Uani 1 1 d . . . . .
C25 C 0.3801(6) 0.8029(5) 0.1032(5) 0.0535(16) Uani 1 1 d . . . . .
H25A H 0.3383 0.8097 0.0390 0.064 Uiso 1 1 calc R U . . .
H25B H 0.4657 0.7986 0.0881 0.064 Uiso 1 1 calc R U . . .
C26 C 0.3961(9) 0.9077(6) 0.1836(7) 0.095(3) Uani 1 1 d D . . . .
H26A H 0.4290 0.9003 0.2511 0.114 Uiso 1 1 calc R U . A 1
H26B H 0.3141 0.9228 0.1912 0.114 Uiso 1 1 calc R U . A 1
C27 C 0.497(2) 1.0049(11) 0.1397(14) 0.121(12) Uani 0.58(2) 1 d D . P B 1
H27A H 0.5692 0.9784 0.1182 0.145 Uiso 0.58(2) 1 calc R U P B 1
H27D H 0.4561 1.0166 0.0774 0.145 Uiso 0.58(2) 1 calc R U P B 1
C28 C 0.552(2) 1.1216(13) 0.2153(18) 0.116(9) Uani 0.58(2) 1 d D . P B 1
H28A H 0.6136 1.1756 0.1812 0.173 Uiso 0.58(2) 1 calc R U P B 1
H28B H 0.4826 1.1504 0.2357 0.173 Uiso 0.58(2) 1 calc R U P B 1
H28C H 0.5960 1.1121 0.2765 0.173 Uiso 0.58(2) 1 calc R U P B 1
C27' C 0.430(2) 1.0358(11) 0.177(3) 0.096(9) Uani 0.42(2) 1 d D . P B 2
H27B H 0.4160 1.0821 0.2414 0.115 Uiso 0.42(2) 1 calc R U P B 2
H27C H 0.3830 1.0468 0.1177 0.115 Uiso 0.42(2) 1 calc R U P B 2
C28' C 0.576(2) 1.059(3) 0.162(2) 0.108(13) Uani 0.42(2) 1 d D . P B 2
H28D H 0.6157 1.1384 0.1564 0.162 Uiso 0.42(2) 1 calc R U P B 2
H28E H 0.6174 1.0441 0.2215 0.162 Uiso 0.42(2) 1 calc R U P B 2
H28F H 0.5849 1.0093 0.0994 0.162 Uiso 0.42(2) 1 calc R U P B 2
C29 C -0.1983(8) 0.0757(6) 0.3898(6) 0.070(2) Uani 1 1 d . . . . .
H29A H -0.2809 0.0875 0.4040 0.084 Uiso 1 1 calc R U . . .
H29B H -0.2151 0.0099 0.3323 0.084 Uiso 1 1 calc R U . . .
C30 C -0.1454(8) 0.0502(7) 0.4818(7) 0.087(2) Uani 1 1 d D . . . .
H30A H -0.1440 0.1091 0.5423 0.105 Uiso 1 1 calc R U . . .
H30B H -0.0560 0.0529 0.4727 0.105 Uiso 1 1 calc R U . . .
C31 C -0.2263(9) -0.0717(7) 0.5037(8) 0.102(3) Uani 1 1 d D . . . .
H31A H -0.2360 -0.1305 0.4411 0.123 Uiso 1 1 calc R U . . .
H31B H -0.1808 -0.0902 0.5596 0.123 Uiso 1 1 calc R U . . .
C32 C -0.3564(11) -0.0706(11) 0.5342(13) 0.164(6) Uani 1 1 d D . . . .
H32A H -0.4059 -0.1451 0.5476 0.246 Uiso 1 1 calc R U . . .
H32B H -0.3464 -0.0128 0.5966 0.246 Uiso 1 1 calc R U . . .
H32C H -0.4015 -0.0531 0.4784 0.246 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 C2 1.901(5) . ?
Br2 C4 1.907(5) . ?
Br3 C8 1.906(5) . ?
Br4 C10 1.892(5) . ?
Br5 C14 1.899(5) . ?
Br6 C16 1.904(5) . ?
Br7 C20 1.894(5) . ?
Br8 C22 1.897(5) . ?
N1 C23 1.388(7) . ?
N1 C1 1.394(6) . ?
N1 C25 1.453(7) . ?
N2 C11 1.381(7) . ?
N2 C13 1.394(6) . ?
N2 C29 1.487(8) . ?
C1 C2 1.394(7) . ?
C1 C6 1.412(7) . ?
C2 C3 1.383(8) . ?
C3 C4 1.378(8) . ?
C4 C5 1.393(7) . ?
C5 C6 1.406(7) . ?
C5 C7 1.501(7) . ?
C6 C24 1.434(7) . ?
C7 C8 1.385(7) . ?
C7 C12 1.407(7) . ?
C8 C9 1.390(8) . ?
C9 C10 1.366(8) . ?
C10 C11 1.402(7) . ?
C11 C12 1.407(7) . ?
C12 C18 1.424(7) . ?
C13 C14 1.395(7) . ?
C13 C18 1.416(7) . ?
C14 C15 1.385(8) . ?
C15 C16 1.379(8) . ?
C16 C17 1.387(7) . ?
C17 C18 1.410(7) . ?
C17 C19 1.491(7) . ?
C19 C20 1.384(7) . ?
C19 C24 1.397(7) . ?
C20 C21 1.395(7) . ?
C21 C22 1.382(8) . ?
C22 C23 1.391(7) . ?
C23 C24 1.410(7) . ?
C25 C26 1.477(10) . ?
C26 C27' 1.534(9) . ?
C26 C27 1.554(10) . ?
C27 C28 1.529(10) . ?
C27' C28' 1.536(10) . ?
C29 C30 1.443(11) . ?
C30 C31 1.570(8) . ?
C31 C32 1.479(8) . ?

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
C23 N1 C1 108.1(4) . . ?
C23 N1 C25 125.8(4) . . ?
C1 N1 C25 125.4(5) . . ?
C11 N2 C13 108.1(4) . . ?
C11 N2 C29 126.8(5) . . ?
C13 N2 C29 124.8(5) . . ?
C2 C1 N1 133.0(5) . . ?
C2 C1 C6 118.1(5) . . ?
N1 C1 C6 108.9(4) . . ?
C3 C2 C1 119.0(5) . . ?
C3 C2 Br1 115.9(4) . . ?
C1 C2 Br1 125.1(4) . . ?
C4 C3 C2 120.7(5) . . ?
C3 C4 C5 122.8(5) . . ?
C3 C4 Br2 116.5(4) . . ?
C5 C4 Br2 120.7(4) . . ?
C4 C5 C6 114.1(5) . . ?
C4 C5 C7 120.2(4) . . ?
C6 C5 C7 125.0(4) . . ?
C5 C6 C1 122.4(5) . . ?
C5 C6 C24 130.5(5) . . ?
C1 C6 C24 106.5(4) . . ?
C8 C7 C12 114.2(5) . . ?
C8 C7 C5 120.2(5) . . ?
C12 C7 C5 124.8(4) . . ?
C7 C8 C9 122.8(5) . . ?
C7 C8 Br3 121.7(4) . . ?
C9 C8 Br3 115.5(4) . . ?
C10 C9 C8 120.7(5) . . ?
C9 C10 C11 119.1(5) . . ?
C9 C10 Br4 115.9(4) . . ?
C11 C10 Br4 124.9(4) . . ?
N2 C11 C10 132.8(5) . . ?
N2 C11 C12 109.3(4) . . ?
C10 C11 C12 117.9(5) . . ?
C11 C12 C7 122.3(4) . . ?
C11 C12 C18 106.4(4) . . ?
C7 C12 C18 130.7(5) . . ?
N2 C13 C14 133.5(5) . . ?
N2 C13 C18 108.2(4) . . ?
C14 C13 C18 118.3(5) . . ?
C15 C14 C13 118.4(5) . . ?
C15 C14 Br5 115.9(4) . . ?
C13 C14 Br5 125.7(4) . . ?
C16 C15 C14 121.0(5) . . ?
C15 C16 C17 123.1(5) . . ?
C15 C16 Br6 117.1(4) . . ?
C17 C16 Br6 119.8(4) . . ?
C16 C17 C18 114.0(5) . . ?
C16 C17 C19 120.8(4) . . ?
C18 C17 C19 124.7(4) . . ?
C17 C18 C13 122.3(4) . . ?
C17 C18 C12 130.6(5) . . ?
C13 C18 C12 106.8(4) . . ?
C20 C19 C24 115.4(5) . . ?
C20 C19 C17 119.3(5) . . ?
C24 C19 C17 124.5(4) . . ?
C19 C20 C21 121.7(5) . . ?
C19 C20 Br7 122.1(4) . . ?
C21 C20 Br7 116.1(4) . . ?
C22 C21 C20 120.5(5) . . ?
C21 C22 C23 119.1(5) . . ?
C21 C22 Br8 115.0(4) . . ?
C23 C22 Br8 125.9(4) . . ?
N1 C23 C22 132.8(5) . . ?
N1 C23 C24 109.0(4) . . ?
C22 C23 C24 118.2(5) . . ?
C19 C24 C23 121.9(4) . . ?
C19 C24 C6 130.9(5) . . ?
C23 C24 C6 106.7(4) . . ?
N1 C25 C26 113.6(6) . . ?
C25 C26 C27' 132.4(14) . . ?
C25 C26 C27 103.4(8) . . ?
C28 C27 C26 115.8(14) . . ?
C26 C27' C28' 96.9(15) . . ?
C30 C29 N2 112.6(6) . . ?
C29 C30 C31 112.5(7) . . ?
C32 C31 C30 109.5(8) . . ?

_refine_diff_density_max         1.433
_refine_diff_density_min         -0.810
_refine_diff_density_rms         0.103

_shelxl_version_number           2014/6



