# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_test_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1540191'
_audit_update_record             
;
2017-03-25 deposited with the CCDC.
2017-04-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        BODIPY
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H37 B F2 N2 Si'
_chemical_formula_weight         442.47

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'
F F 0.0171 0.0103 '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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   12.2544(13)
_cell_length_b                   14.7011(16)
_cell_length_c                   15.7192(17)
_cell_angle_alpha                72.214(2)
_cell_angle_beta                 87.950(2)
_cell_angle_gamma                87.460(2)
_cell_volume                     2693.1(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6655
_cell_measurement_theta_min      2.17
_cell_measurement_theta_max      23.47

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.091
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             952
_exptl_absorpt_coefficient_mu    0.114
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9742
_exptl_absorpt_correction_T_max  0.9775
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            32045
_diffrn_reflns_av_R_equivalents  0.0355
_diffrn_reflns_av_sigmaI/netI    0.0485
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.36
_diffrn_reflns_theta_max         27.55
_reflns_number_total             12229
_reflns_number_gt                5078
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.2500P)²+0.3866P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         12229
_refine_ls_number_parameters     575
_refine_ls_number_restraints     1019
_refine_ls_R_factor_all          0.1884
_refine_ls_R_factor_gt           0.1007
_refine_ls_wR_factor_ref         0.4048
_refine_ls_wR_factor_gt          0.3155
_refine_ls_goodness_of_fit_ref   0.966
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.170
_refine_ls_shift/su_mean         0.005

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
B1 B 0.7010(5) -0.0358(4) 0.3266(4) 0.0901(16) Uani 1 1 d . . .
B2 B 0.3441(5) 0.3103(4) 0.0338(3) 0.0780(14) Uani 1 1 d . . .
C1 C 0.5760(5) -0.1105(4) 0.2411(4) 0.1046(14) Uani 1 1 d U . .
C2 C 0.4673(6) -0.1068(5) 0.2229(4) 0.1127(15) Uani 1 1 d U . .
H2 H 0.4359 -0.1405 0.1893 0.135 Uiso 1 1 calc R . .
C3 C 0.4106(5) -0.0452(4) 0.2624(4) 0.1019(14) Uani 1 1 d U . .
C4 C 0.4899(4) -0.0092(4) 0.3064(3) 0.0874(12) Uani 1 1 d U . .
C5 C 0.4823(4) 0.0507(3) 0.3590(3) 0.0848(12) Uani 1 1 d U . .
C6 C 0.5766(4) 0.0774(3) 0.3941(3) 0.0806(11) Uani 1 1 d U . .
C7 C 0.5919(4) 0.1388(4) 0.4455(3) 0.0860(12) Uani 1 1 d U . .
C8 C 0.7043(4) 0.1365(4) 0.4591(3) 0.0903(12) Uani 1 1 d U . .
C9 C 0.7547(4) 0.0750(4) 0.4161(3) 0.0933(13) Uani 1 1 d U . .
C10 C 0.6680(6) -0.1632(5) 0.2120(5) 0.135(2) Uani 1 1 d U . .
H10A H 0.7080 -0.1201 0.1640 0.203 Uiso 1 1 calc R . .
H10B H 0.6402 -0.2130 0.1920 0.203 Uiso 1 1 calc R . .
H10C H 0.7155 -0.1909 0.2613 0.203 Uiso 1 1 calc R . .
C11 C 0.2895(5) -0.0197(5) 0.2517(5) 0.1238(19) Uani 1 1 d U . .
H11A H 0.2609 -0.0467 0.2091 0.186 Uiso 1 1 calc R . .
H11B H 0.2788 0.0486 0.2310 0.186 Uiso 1 1 calc R . .
H11C H 0.2521 -0.0448 0.3082 0.186 Uiso 1 1 calc R . .
C12 C 0.3719(4) 0.0891(4) 0.3799(3) 0.0892(12) Uani 1 1 d U . .
H12A H 0.3732 0.0969 0.4390 0.107 Uiso 1 1 calc R . .
H12B H 0.3177 0.0425 0.3814 0.107 Uiso 1 1 calc R . .
C13 C 0.3369(4) 0.1844(4) 0.3133(3) 0.0918(12) Uani 1 1 d U . .
H13A H 0.3867 0.2331 0.3154 0.110 Uiso 1 1 calc R . .
H13B H 0.3406 0.1788 0.2533 0.110 Uiso 1 1 calc R . .
C14 C 0.2210(5) 0.2143(5) 0.3342(4) 0.1158(17) Uani 1 1 d U . .
H14A H 0.1718 0.1662 0.3297 0.139 Uiso 1 1 calc R . .
H14B H 0.2173 0.2156 0.3956 0.139 Uiso 1 1 calc R . .
C15 C 0.1817(6) 0.3098(5) 0.2746(4) 0.1318(19) Uani 1 1 d U . .
H15A H 0.2297 0.3585 0.2798 0.158 Uiso 1 1 calc R . .
H15B H 0.1857 0.3091 0.2131 0.158 Uiso 1 1 calc R . .
C16 C 0.0673(7) 0.3353(7) 0.2970(5) 0.167(3) Uani 1 1 d U . .
H16A H 0.0598 0.3268 0.3605 0.201 Uiso 1 1 calc R . .
H16B H 0.0172 0.2933 0.2823 0.201 Uiso 1 1 calc R . .
C17 C 0.0370(8) 0.4457(8) 0.2411(6) 0.194(3) Uani 1 1 d DU . .
H17A H 0.0934 0.4867 0.2487 0.232 Uiso 1 1 calc R . .
H17B H 0.0334 0.4520 0.1780 0.232 Uiso 1 1 calc R . .
C18 C -0.0649(10) 0.4742(10) 0.2719(9) 0.245(5) Uani 1 1 d DU . .
H18A H -0.1126 0.4213 0.2877 0.367 Uiso 1 1 calc R . .
H18B H -0.0970 0.5260 0.2255 0.367 Uiso 1 1 calc R . .
H18C H -0.0541 0.4946 0.3234 0.367 Uiso 1 1 calc R . .
C19 C 0.5126(5) 0.1970(4) 0.4832(3) 0.0982(14) Uani 1 1 d U . .
H19A H 0.4691 0.2378 0.4361 0.147 Uiso 1 1 calc R . .
H19B H 0.5517 0.2354 0.5107 0.147 Uiso 1 1 calc R . .
H19C H 0.4660 0.1554 0.5270 0.147 Uiso 1 1 calc R . .
C20 C 0.7592(5) 0.1853(4) 0.5096(4) 0.1033(15) Uani 1 1 d U . .
C21 C 0.8095(5) 0.2240(5) 0.5501(4) 0.1104(15) Uani 1 1 d U . .
C22 C 0.7997(8) 0.3029(7) 0.7053(7) 0.187(3) Uani 1 1 d U . .
H22A H 0.7547 0.2503 0.7355 0.280 Uiso 1 1 calc R . .
H22B H 0.7541 0.3573 0.6754 0.280 Uiso 1 1 calc R . .
H22C H 0.8433 0.3186 0.7481 0.280 Uiso 1 1 calc R . .
C25 C 0.8753(4) 0.0461(5) 0.4173(4) 0.1170(18) Uani 1 1 d U . .
H25A H 0.8842 -0.0217 0.4448 0.175 Uiso 1 1 calc R . .
H25B H 0.9136 0.0789 0.4508 0.175 Uiso 1 1 calc R . .
H25C H 0.9043 0.0629 0.3572 0.175 Uiso 1 1 calc R . .
C23 C 0.9831(8) 0.1728(8) 0.6881(8) 0.199(3) Uani 1 1 d U . .
H23A H 1.0441 0.2003 0.7067 0.299 Uiso 1 1 calc R . .
H23B H 1.0089 0.1351 0.6507 0.299 Uiso 1 1 calc R . .
H23C H 0.9455 0.1329 0.7397 0.299 Uiso 1 1 calc R . .
C24 C 0.9583(9) 0.3760(8) 0.5535(8) 0.204(4) Uani 1 1 d U . .
H24A H 0.9060 0.4198 0.5168 0.306 Uiso 1 1 calc R . .
H24B H 1.0124 0.3567 0.5163 0.306 Uiso 1 1 calc R . .
H24C H 0.9929 0.4066 0.5908 0.306 Uiso 1 1 calc R . .
C26 C 0.5006(5) 0.1844(3) 0.0779(3) 0.0918(13) Uani 1 1 d U . .
C27 C 0.5970(5) 0.1723(4) 0.1220(3) 0.0999(14) Uani 1 1 d U . .
H27 H 0.6438 0.1187 0.1326 0.120 Uiso 1 1 calc R . .
C28 C 0.6142(4) 0.2508(4) 0.1482(3) 0.0908(13) Uani 1 1 d U . .
C29 C 0.5218(4) 0.3142(3) 0.1177(3) 0.0766(11) Uani 1 1 d U . .
C30 C 0.4941(4) 0.4054(3) 0.1248(3) 0.0762(10) Uani 1 1 d U . .
C31 C 0.3952(4) 0.4520(3) 0.0891(3) 0.0720(10) Uani 1 1 d U . .
C32 C 0.3480(4) 0.5429(3) 0.0885(3) 0.0758(10) Uani 1 1 d U . .
C33 C 0.2490(4) 0.5506(3) 0.0431(3) 0.0764(11) Uani 1 1 d U . .
C34 C 0.2375(4) 0.4680(3) 0.0191(3) 0.0773(11) Uani 1 1 d U . .
C35 C 0.4499(6) 0.1196(4) 0.0348(4) 0.1190(18) Uani 1 1 d U . .
H35A H 0.4749 0.1347 -0.0264 0.179 Uiso 1 1 calc R . .
H35B H 0.3719 0.1279 0.0371 0.179 Uiso 1 1 calc R . .
H35C H 0.4705 0.0544 0.0660 0.179 Uiso 1 1 calc R . .
C36 C 0.7141(4) 0.2616(4) 0.1994(4) 0.1106(17) Uani 1 1 d U . .
H36A H 0.7577 0.2033 0.2141 0.166 Uiso 1 1 calc R . .
H36B H 0.6906 0.2751 0.2533 0.166 Uiso 1 1 calc R . .
H36C H 0.7566 0.3130 0.1629 0.166 Uiso 1 1 calc R . .
C37 C 0.5676(4) 0.4513(4) 0.1714(3) 0.0939(13) Uani 1 1 d U . .
H37A H 0.5610 0.5202 0.1454 0.113 Uiso 1 1 calc R . .
H37B H 0.6427 0.4315 0.1627 0.113 Uiso 1 1 calc R . .
C38 C 0.5398(5) 0.4243(5) 0.2723(4) 0.1116(14) Uani 1 1 d U . .
H38A H 0.4690 0.4532 0.2799 0.134 Uiso 1 1 calc R . .
H38B H 0.5330 0.3555 0.2948 0.134 Uiso 1 1 calc R . .
C39 C 0.6193(9) 0.4525(8) 0.3288(7) 0.184(3) Uani 1 1 d DU . .
H39A H 0.5975 0.4249 0.3910 0.221 Uiso 1 1 calc R . .
H39B H 0.6906 0.4248 0.3204 0.221 Uiso 1 1 calc R . .
C40 C 0.6289(10) 0.5465(8) 0.3126(8) 0.202(3) Uani 1 1 d DU . .
H40A H 0.5563 0.5752 0.3140 0.243 Uiso 1 1 calc R . .
H40B H 0.6589 0.5728 0.2525 0.243 Uiso 1 1 calc R . .
C41 C 0.7059(11) 0.5788(10) 0.3822(9) 0.225(3) Uani 1 1 d DU . .
H41A H 0.7739 0.5411 0.3905 0.270 Uiso 1 1 calc R . .
H41B H 0.7234 0.6455 0.3563 0.270 Uiso 1 1 calc R . .
C42 C 0.6537(11) 0.5663(10) 0.4643(9) 0.229(3) Uani 1 1 d DU . .
H42A H 0.6438 0.4987 0.4935 0.275 Uiso 1 1 calc R . .
H42B H 0.5820 0.5981 0.4556 0.275 Uiso 1 1 calc R . .
C43 C 0.7232(11) 0.6089(10) 0.5257(9) 0.240(5) Uani 1 1 d U . .
H43A H 0.7482 0.5579 0.5764 0.359 Uiso 1 1 calc R . .
H43B H 0.6785 0.6539 0.5458 0.359 Uiso 1 1 calc R . .
H43C H 0.7850 0.6404 0.4920 0.359 Uiso 1 1 calc R . .
C44 C 0.3848(4) 0.6173(4) 0.1246(4) 0.0945(14) Uani 1 1 d U . .
H44A H 0.3346 0.6714 0.1083 0.142 Uiso 1 1 calc R . .
H44B H 0.4562 0.6365 0.1005 0.142 Uiso 1 1 calc R . .
H44C H 0.3877 0.5924 0.1885 0.142 Uiso 1 1 calc R . .
C45 C 0.1708(4) 0.6338(3) 0.0277(3) 0.0844(12) Uani 1 1 d U . .
C46 C 0.1179(4) 0.6994(4) 0.0148(4) 0.0960(13) Uani 1 1 d U . .
C47 C -0.0736(5) 0.8027(5) 0.0739(5) 0.129(2) Uani 1 1 d U . .
H47A H -0.1397 0.7982 0.0447 0.193 Uiso 1 1 calc R . .
H47B H -0.0796 0.8570 0.0959 0.193 Uiso 1 1 calc R . .
H47C H -0.0618 0.7456 0.1230 0.193 Uiso 1 1 calc R . .
C48 C 0.1396(6) 0.8987(6) 0.0153(7) 0.158(3) Uani 1 1 d U . .
H48A H 0.1005 0.9475 0.0342 0.237 Uiso 1 1 calc R . .
H48B H 0.1810 0.9277 -0.0384 0.237 Uiso 1 1 calc R . .
H48C H 0.1883 0.8635 0.0614 0.237 Uiso 1 1 calc R . .
C49 C -0.0055(6) 0.8579(5) -0.1207(5) 0.148(3) Uani 1 1 d U . .
H49A H -0.0471 0.8090 -0.1319 0.222 Uiso 1 1 calc R . .
H49B H 0.0563 0.8712 -0.1613 0.222 Uiso 1 1 calc R . .
H49C H -0.0505 0.9149 -0.1293 0.222 Uiso 1 1 calc R . .
C50 C 0.1439(4) 0.4458(4) -0.0285(4) 0.1060(16) Uani 1 1 d U . .
H50A H 0.1708 0.4287 -0.0799 0.159 Uiso 1 1 calc R . .
H50B H 0.0954 0.5009 -0.0472 0.159 Uiso 1 1 calc R . .
H50C H 0.1053 0.3934 0.0110 0.159 Uiso 1 1 calc R . .
F1 F 0.7755(2) -0.0012(2) 0.2576(2) 0.1108(10) Uani 1 1 d . . .
F2 F 0.7417(3) -0.1183(2) 0.3866(2) 0.1138(10) Uani 1 1 d . . .
F3 F 0.3461(2) 0.31845(18) -0.05692(16) 0.0903(8) Uani 1 1 d . . .
F4 F 0.2606(2) 0.25112(19) 0.0759(2) 0.0988(9) Uani 1 1 d . . .
N1 N 0.5923(3) -0.0506(3) 0.2914(3) 0.0911(12) Uani 1 1 d . . .
N2 N 0.6789(3) 0.0397(3) 0.3771(2) 0.0838(11) Uani 1 1 d . . .
N3 N 0.4537(3) 0.2704(2) 0.0750(2) 0.0766(10) Uani 1 1 d . . .
N4 N 0.3253(3) 0.4097(2) 0.0463(2) 0.0685(9) Uani 1 1 d . . .
Si1 Si 0.88795(17) 0.26988(18) 0.62431(15) 0.1341(8) Uani 1 1 d . . .
Si2 Si 0.04187(12) 0.81684(11) -0.00597(13) 0.1043(6) 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
B1 F2 1.375(6) . ?
B1 F1 1.379(7) . ?
B1 N1 1.509(8) . ?
B1 N2 1.559(7) . ?
B2 F4 1.385(6) . ?
B2 F3 1.393(6) . ?
B2 N3 1.526(7) . ?
B2 N4 1.539(6) . ?
C1 C2 1.367(8) . ?
C1 N1 1.375(7) . ?
C1 C10 1.478(9) . ?
C2 C3 1.395(9) . ?
C2 H2 0.9300 . ?
C3 C4 1.421(8) . ?
C3 C11 1.517(8) . ?
C4 C5 1.379(7) . ?
C4 N1 1.414(6) . ?
C5 C6 1.419(7) . ?
C5 C12 1.507(6) . ?
C6 N2 1.398(6) . ?
C6 C7 1.406(7) . ?
C7 C8 1.399(7) . ?
C7 C19 1.490(7) . ?
C8 C9 1.397(7) . ?
C8 C20 1.424(8) . ?
C9 N2 1.336(6) . ?
C9 C25 1.519(7) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C13 1.525(7) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.522(7) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.500(9) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.493(9) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.626(12) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.415(12) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 C21 1.179(8) . ?
C21 Si1 1.833(7) . ?
C22 Si1 1.805(9) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C23 Si1 1.861(10) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 Si1 1.845(10) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C26 N3 1.355(6) . ?
C26 C27 1.368(7) . ?
C26 C35 1.492(8) . ?
C27 C28 1.365(7) . ?
C27 H27 0.9300 . ?
C28 C29 1.433(6) . ?
C28 C36 1.528(8) . ?
C29 N3 1.384(6) . ?
C29 C30 1.405(6) . ?
C30 C31 1.411(6) . ?
C30 C37 1.485(7) . ?
C31 N4 1.385(5) . ?
C31 C32 1.430(6) . ?
C32 C33 1.413(6) . ?
C32 C44 1.471(7) . ?
C33 C34 1.392(6) . ?
C33 C45 1.485(6) . ?
C34 N4 1.343(5) . ?
C34 C50 1.492(7) . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C37 C38 1.542(8) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C38 C39 1.495(10) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C39 C40 1.335(11) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C40 C41 1.657(15) . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C41 C42 1.384(14) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C42 C43 1.590(14) . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C43 H43A 0.9600 . ?
C43 H43B 0.9600 . ?
C43 H43C 0.9600 . ?
C44 H44A 0.9600 . ?
C44 H44B 0.9600 . ?
C44 H44C 0.9600 . ?
C45 C46 1.108(6) . ?
C46 Si2 1.868(6) . ?
C47 Si2 1.833(6) . ?
C47 H47A 0.9600 . ?
C47 H47B 0.9600 . ?
C47 H47C 0.9600 . ?
C48 Si2 1.843(8) . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C48 H48C 0.9600 . ?
C49 Si2 1.826(8) . ?
C49 H49A 0.9600 . ?
C49 H49B 0.9600 . ?
C49 H49C 0.9600 . ?
C50 H50A 0.9600 . ?
C50 H50B 0.9600 . ?
C50 H50C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
F2 B1 F1 110.4(4) . . ?
F2 B1 N1 111.7(5) . . ?
F1 B1 N1 111.0(4) . . ?
F2 B1 N2 108.1(4) . . ?
F1 B1 N2 109.3(5) . . ?
N1 B1 N2 106.2(4) . . ?
F4 B2 F3 108.9(4) . . ?
F4 B2 N3 110.6(4) . . ?
F3 B2 N3 110.5(4) . . ?
F4 B2 N4 110.1(4) . . ?
F3 B2 N4 109.8(4) . . ?
N3 B2 N4 107.0(4) . . ?
C2 C1 N1 108.7(5) . . ?
C2 C1 C10 129.8(6) . . ?
N1 C1 C10 121.5(6) . . ?
C1 C2 C3 109.9(6) . . ?
C1 C2 H2 125.0 . . ?
C3 C2 H2 125.0 . . ?
C2 C3 C4 106.1(5) . . ?
C2 C3 C11 124.3(6) . . ?
C4 C3 C11 129.5(6) . . ?
C5 C4 N1 120.0(5) . . ?
C5 C4 C3 132.7(5) . . ?
N1 C4 C3 107.2(5) . . ?
C4 C5 C6 121.3(4) . . ?
C4 C5 C12 119.8(5) . . ?
C6 C5 C12 118.9(5) . . ?
N2 C6 C7 108.1(4) . . ?
N2 C6 C5 119.1(4) . . ?
C7 C6 C5 132.7(4) . . ?
C8 C7 C6 106.1(4) . . ?
C8 C7 C19 122.4(5) . . ?
C6 C7 C19 131.5(4) . . ?
C9 C8 C7 107.9(5) . . ?
C9 C8 C20 125.1(5) . . ?
C7 C8 C20 126.9(5) . . ?
N2 C9 C8 109.4(4) . . ?
N2 C9 C25 124.1(5) . . ?
C8 C9 C25 126.4(5) . . ?
C1 C10 H10A 109.5 . . ?
C1 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C1 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C3 C11 H11A 109.5 . . ?
C3 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C3 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C5 C12 C13 114.1(4) . . ?
C5 C12 H12A 108.7 . . ?
C13 C12 H12A 108.7 . . ?
C5 C12 H12B 108.7 . . ?
C13 C12 H12B 108.7 . . ?
H12A C12 H12B 107.6 . . ?
C14 C13 C12 111.0(4) . . ?
C14 C13 H13A 109.4 . . ?
C12 C13 H13A 109.4 . . ?
C14 C13 H13B 109.4 . . ?
C12 C13 H13B 109.4 . . ?
H13A C13 H13B 108.0 . . ?
C15 C14 C13 114.6(5) . . ?
C15 C14 H14A 108.6 . . ?
C13 C14 H14A 108.6 . . ?
C15 C14 H14B 108.6 . . ?
C13 C14 H14B 108.6 . . ?
H14A C14 H14B 107.6 . . ?
C16 C15 C14 112.6(6) . . ?
C16 C15 H15A 109.1 . . ?
C14 C15 H15A 109.1 . . ?
C16 C15 H15B 109.1 . . ?
C14 C15 H15B 109.1 . . ?
H15A C15 H15B 107.8 . . ?
C15 C16 C17 109.9(7) . . ?
C15 C16 H16A 109.7 . . ?
C17 C16 H16A 109.7 . . ?
C15 C16 H16B 109.7 . . ?
C17 C16 H16B 109.7 . . ?
H16A C16 H16B 108.2 . . ?
C18 C17 C16 109.9(9) . . ?
C18 C17 H17A 109.7 . . ?
C16 C17 H17A 109.7 . . ?
C18 C17 H17B 109.7 . . ?
C16 C17 H17B 109.7 . . ?
H17A C17 H17B 108.2 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C7 C19 H19A 109.5 . . ?
C7 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C7 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 C8 176.6(6) . . ?
C20 C21 Si1 172.8(6) . . ?
Si1 C22 H22A 109.5 . . ?
Si1 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
Si1 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C9 C25 H25A 109.5 . . ?
C9 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C9 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
Si1 C23 H23A 109.5 . . ?
Si1 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
Si1 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
Si1 C24 H24A 109.5 . . ?
Si1 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
Si1 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N3 C26 C27 109.2(5) . . ?
N3 C26 C35 121.6(5) . . ?
C27 C26 C35 129.1(5) . . ?
C28 C27 C26 109.8(5) . . ?
C28 C27 H27 125.1 . . ?
C26 C27 H27 125.1 . . ?
C27 C28 C29 105.4(5) . . ?
C27 C28 C36 123.9(5) . . ?
C29 C28 C36 130.7(5) . . ?
N3 C29 C30 120.5(4) . . ?
N3 C29 C28 107.9(4) . . ?
C30 C29 C28 131.6(5) . . ?
C29 C30 C31 119.6(4) . . ?
C29 C30 C37 119.9(4) . . ?
C31 C30 C37 120.4(4) . . ?
N4 C31 C30 121.1(4) . . ?
N4 C31 C32 108.3(4) . . ?
C30 C31 C32 130.6(4) . . ?
C33 C32 C31 104.6(4) . . ?
C33 C32 C44 123.3(4) . . ?
C31 C32 C44 132.1(4) . . ?
C34 C33 C32 109.0(4) . . ?
C34 C33 C45 127.3(4) . . ?
C32 C33 C45 123.7(4) . . ?
N4 C34 C33 108.7(4) . . ?
N4 C34 C50 124.7(4) . . ?
C33 C34 C50 126.6(4) . . ?
C26 C35 H35A 109.5 . . ?
C26 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C26 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C28 C36 H36A 109.5 . . ?
C28 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C28 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C30 C37 C38 111.5(4) . . ?
C30 C37 H37A 109.3 . . ?
C38 C37 H37A 109.3 . . ?
C30 C37 H37B 109.3 . . ?
C38 C37 H37B 109.3 . . ?
H37A C37 H37B 108.0 . . ?
C39 C38 C37 116.5(6) . . ?
C39 C38 H38A 108.2 . . ?
C37 C38 H38A 108.2 . . ?
C39 C38 H38B 108.2 . . ?
C37 C38 H38B 108.2 . . ?
H38A C38 H38B 107.3 . . ?
C40 C39 C38 115.5(9) . . ?
C40 C39 H39A 108.4 . . ?
C38 C39 H39A 108.4 . . ?
C40 C39 H39B 108.4 . . ?
C38 C39 H39B 108.4 . . ?
H39A C39 H39B 107.5 . . ?
C39 C40 C41 116.0(10) . . ?
C39 C40 H40A 108.3 . . ?
C41 C40 H40A 108.3 . . ?
C39 C40 H40B 108.3 . . ?
C41 C40 H40B 108.3 . . ?
H40A C40 H40B 107.4 . . ?
C42 C41 C40 111.6(11) . . ?
C42 C41 H41A 109.3 . . ?
C40 C41 H41A 109.3 . . ?
C42 C41 H41B 109.3 . . ?
C40 C41 H41B 109.3 . . ?
H41A C41 H41B 108.0 . . ?
C41 C42 C43 110.5(11) . . ?
C41 C42 H42A 109.5 . . ?
C43 C42 H42A 109.6 . . ?
C41 C42 H42B 109.6 . . ?
C43 C42 H42B 109.5 . . ?
H42A C42 H42B 108.1 . . ?
C42 C43 H43A 109.5 . . ?
C42 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C42 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C32 C44 H44A 109.5 . . ?
C32 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C32 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C46 C45 C33 175.6(6) . . ?
C45 C46 Si2 174.0(5) . . ?
Si2 C47 H47A 109.5 . . ?
Si2 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
Si2 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
Si2 C48 H48A 109.5 . . ?
Si2 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
Si2 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
Si2 C49 H49A 109.5 . . ?
Si2 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
Si2 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
C34 C50 H50A 109.5 . . ?
C34 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
C34 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C1 N1 C4 108.0(5) . . ?
C1 N1 B1 125.1(5) . . ?
C4 N1 B1 126.8(5) . . ?
C9 N2 C6 108.5(4) . . ?
C9 N2 B1 125.3(4) . . ?
C6 N2 B1 126.1(4) . . ?
C26 N3 C29 107.7(4) . . ?
C26 N3 B2 125.8(4) . . ?
C29 N3 B2 126.4(4) . . ?
C34 N4 C31 109.4(3) . . ?
C34 N4 B2 125.3(4) . . ?
C31 N4 B2 125.3(4) . . ?
C22 Si1 C21 111.2(4) . . ?
C22 Si1 C24 109.7(5) . . ?
C21 Si1 C24 107.2(4) . . ?
C22 Si1 C23 106.9(5) . . ?
C21 Si1 C23 108.5(4) . . ?
C24 Si1 C23 113.4(5) . . ?
C49 Si2 C47 110.8(3) . . ?
C49 Si2 C48 112.0(4) . . ?
C47 Si2 C48 109.6(4) . . ?
C49 Si2 C46 109.8(3) . . ?
C47 Si2 C46 108.9(3) . . ?
C48 Si2 C46 105.6(3) . . ?

_diffrn_measured_fraction_theta_max 0.983
_diffrn_reflns_theta_full        27.55
_diffrn_measured_fraction_theta_full 0.983
_refine_diff_density_max         0.823
_refine_diff_density_min         -0.508
_refine_diff_density_rms         0.065
_exptl_crystal_preparation       ', Luminescent'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_test
_database_code_depnum_ccdc_archive 'CCDC 1540193'
_audit_update_record             
;
2017-03-25 deposited with the CCDC.
2017-04-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        'BODIPY dimer'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H56 B2 F4 N4'
_chemical_formula_weight         738.55

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'
F F 0.0171 0.0103 '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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   C2/c

loop_
_symmetry_equiv_pos_as_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                   23.268(15)
_cell_length_b                   6.995(4)
_cell_length_c                   30.146(16)
_cell_angle_alpha                90.00
_cell_angle_beta                 121.650(19)
_cell_angle_gamma                90.00
_cell_volume                     4177(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1772
_cell_measurement_theta_min      2.73
_cell_measurement_theta_max      19.92

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.174
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1576
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9802
_exptl_absorpt_correction_T_max  0.9833
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18750
_diffrn_reflns_av_R_equivalents  0.1631
_diffrn_reflns_av_sigmaI/netI    0.1240
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_theta_min         1.59
_diffrn_reflns_theta_max         24.99
_reflns_number_total             3685
_reflns_number_gt                1698
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_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)+(0.1607P)²+19.2395P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0047(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3685
_refine_ls_number_parameters     250
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2468
_refine_ls_R_factor_gt           0.1371
_refine_ls_wR_factor_ref         0.3968
_refine_ls_wR_factor_gt          0.3366
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_restrained_S_all      1.076
_refine_ls_shift/su_max          0.017
_refine_ls_shift/su_mean         0.003

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
C5 C 0.1459(2) 0.3318(7) 0.12757(18) 0.0523(15) Uani 1 1 d . . .
N2 N 0.07720(19) 0.0924(5) 0.13631(15) 0.0591(13) Uani 1 1 d . . .
C6 C 0.1100(2) 0.1592(6) 0.11151(19) 0.0573(16) Uani 1 1 d . . .
C9 C 0.0460(2) -0.0758(7) 0.1139(2) 0.0618(17) Uani 1 1 d . . .
F1 F 0.10592(18) 0.0761(4) 0.22534(12) 0.0924(12) Uani 1 1 d . . .
N1 N 0.1161(2) 0.3748(5) 0.19226(15) 0.0612(14) Uani 1 1 d . . .
C8 C 0.0584(2) -0.1153(6) 0.07405(19) 0.0575(17) Uani 1 1 d . . .
F2 F 0.01075(16) 0.2287(5) 0.16717(13) 0.0972(12) Uani 1 1 d . . .
C3 C 0.1826(3) 0.6173(7) 0.1920(2) 0.0649(18) Uani 1 1 d . . .
C12 C 0.1203(3) 0.0262(8) 0.0350(2) 0.075(2) Uani 1 1 d . . .
H12A H 0.1051 0.1401 0.0142 0.112 Uiso 1 1 calc R . .
H12B H 0.1020 -0.0838 0.0129 0.112 Uiso 1 1 calc R . .
H12C H 0.1687 0.0210 0.0538 0.112 Uiso 1 1 calc R . .
C15 C 0.0126(3) -0.4204(7) 0.01533(19) 0.0624(18) Uani 1 1 d . . .
C18 C 0.2887(3) 0.3876(8) 0.0980(2) 0.086(2) Uani 1 1 d . . .
H18A H 0.2608 0.3508 0.0616 0.103 Uiso 1 1 calc R . .
H18B H 0.3314 0.3204 0.1126 0.103 Uiso 1 1 calc R . .
C16 C 0.1814(3) 0.3983(7) 0.1015(2) 0.069(2) Uani 1 1 d . . .
H16A H 0.1818 0.5370 0.1015 0.083 Uiso 1 1 calc R . .
H16B H 0.1561 0.3565 0.0654 0.083 Uiso 1 1 calc R . .
C4 C 0.1504(2) 0.4387(7) 0.16866(19) 0.0567(17) Uani 1 1 d . . .
C14 C 0.0334(2) -0.2821(7) 0.04228(19) 0.0632(18) Uani 1 1 d . . .
C7 C 0.0978(3) 0.0284(7) 0.07160(19) 0.0591(17) Uani 1 1 d . . .
C2 C 0.1673(3) 0.6512(7) 0.2285(2) 0.079(2) Uani 1 1 d . . .
H2 H 0.1821 0.7572 0.2504 0.095 Uiso 1 1 calc R . .
C1 C 0.1255(3) 0.5044(8) 0.2294(2) 0.074(2) Uani 1 1 d . . .
C19 C 0.3018(3) 0.6021(8) 0.1011(2) 0.082(2) Uani 1 1 d . . .
H19A H 0.2591 0.6686 0.0872 0.099 Uiso 1 1 calc R . .
H19B H 0.3303 0.6378 0.1375 0.099 Uiso 1 1 calc R . .
B1 B 0.0748(3) 0.1913(9) 0.1809(3) 0.068(2) Uani 1 1 d . . .
C20 C 0.3351(3) 0.6694(8) 0.0722(2) 0.084(2) Uani 1 1 d . . .
H20A H 0.3787 0.6076 0.0869 0.101 Uiso 1 1 calc R . .
H20B H 0.3075 0.6304 0.0360 0.101 Uiso 1 1 calc R . .
C21 C 0.3447(3) 0.8819(8) 0.0744(3) 0.092(2) Uani 1 1 d . . .
H21A H 0.3014 0.9441 0.0609 0.110 Uiso 1 1 calc R . .
H21B H 0.3739 0.9206 0.1105 0.110 Uiso 1 1 calc R . .
C22 C 0.3749(4) 0.9462(11) 0.0437(3) 0.122(3) Uani 1 1 d . . .
H22A H 0.4180 0.8858 0.0571 0.183 Uiso 1 1 calc R . .
H22B H 0.3807 1.0825 0.0465 0.183 Uiso 1 1 calc R . .
H22C H 0.3455 0.9117 0.0078 0.183 Uiso 1 1 calc R . .
C13 C 0.0064(3) -0.1841(8) 0.1301(2) 0.079(2) Uani 1 1 d . . .
H13A H -0.0386 -0.1333 0.1131 0.118 Uiso 1 1 calc R . .
H13B H 0.0270 -0.1741 0.1672 0.118 Uiso 1 1 calc R . .
H13C H 0.0047 -0.3159 0.1206 0.118 Uiso 1 1 calc R . .
C10 C 0.0964(4) 0.4854(9) 0.2628(2) 0.100(3) Uani 1 1 d . . .
H10A H 0.0480 0.4810 0.2413 0.149 Uiso 1 1 calc R . .
H10B H 0.1097 0.5931 0.2859 0.149 Uiso 1 1 calc R . .
H10C H 0.1126 0.3699 0.2829 0.149 Uiso 1 1 calc R . .
C11 C 0.2255(3) 0.7422(7) 0.1820(2) 0.080(2) Uani 1 1 d . . .
H11A H 0.2411 0.8478 0.2058 0.120 Uiso 1 1 calc R . .
H11B H 0.1998 0.7893 0.1469 0.120 Uiso 1 1 calc R . .
H11C H 0.2635 0.6708 0.1866 0.120 Uiso 1 1 calc R . .
C17 C 0.2541(3) 0.3270(8) 0.1266(2) 0.085(2) Uani 1 1 d . . .
H17A H 0.2801 0.3745 0.1621 0.102 Uiso 1 1 calc R . .
H17B H 0.2541 0.1885 0.1282 0.102 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
C5 C6 1.401(6) . ?
C5 C4 1.403(7) . ?
C5 C16 1.484(8) . ?
N2 C9 1.361(6) . ?
N2 C6 1.399(7) . ?
N2 B1 1.538(9) . ?
C6 C7 1.417(7) . ?
C9 C8 1.401(8) . ?
C9 C13 1.462(8) . ?
F1 B1 1.397(7) . ?
N1 C1 1.365(7) . ?
N1 C4 1.393(8) . ?
N1 B1 1.531(7) . ?
C8 C7 1.387(7) . ?
C8 C14 1.426(7) . ?
F2 B1 1.346(8) . ?
C3 C2 1.342(9) . ?
C3 C4 1.436(7) . ?
C3 C11 1.471(8) . ?
C12 C7 1.448(9) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C15 C14 1.191(7) . ?
C15 C15 1.367(9) 5_545 ?
C18 C17 1.517(10) . ?
C18 C19 1.524(8) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C16 C17 1.529(8) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C2 C1 1.425(9) . ?
C2 H2 0.9300 . ?
C1 C10 1.489(10) . ?
C19 C20 1.515(9) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.499(8) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.496(11) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?

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
C6 C5 C4 121.3(5) . . ?
C6 C5 C16 118.9(5) . . ?
C4 C5 C16 119.7(4) . . ?
C9 N2 C6 108.7(5) . . ?
C9 N2 B1 124.7(5) . . ?
C6 N2 B1 126.6(4) . . ?
N2 C6 C5 119.8(5) . . ?
N2 C6 C7 108.4(4) . . ?
C5 C6 C7 131.8(6) . . ?
N2 C9 C8 107.5(5) . . ?
N2 C9 C13 123.1(5) . . ?
C8 C9 C13 129.3(5) . . ?
C1 N1 C4 108.4(4) . . ?
C1 N1 B1 123.5(6) . . ?
C4 N1 B1 128.0(5) . . ?
C7 C8 C9 109.9(4) . . ?
C7 C8 C14 127.3(6) . . ?
C9 C8 C14 122.8(5) . . ?
C2 C3 C4 105.1(5) . . ?
C2 C3 C11 124.3(5) . . ?
C4 C3 C11 130.6(6) . . ?
C7 C12 H12A 109.5 . . ?
C7 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C7 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C15 C15 178.5(9) . 5_545 ?
C17 C18 C19 112.8(6) . . ?
C17 C18 H18A 109.0 . . ?
C19 C18 H18A 109.0 . . ?
C17 C18 H18B 109.0 . . ?
C19 C18 H18B 109.0 . . ?
H18A C18 H18B 107.8 . . ?
C5 C16 C17 114.5(4) . . ?
C5 C16 H16A 108.6 . . ?
C17 C16 H16A 108.6 . . ?
C5 C16 H16B 108.6 . . ?
C17 C16 H16B 108.6 . . ?
H16A C16 H16B 107.6 . . ?
N1 C4 C5 118.8(4) . . ?
N1 C4 C3 108.7(5) . . ?
C5 C4 C3 132.4(6) . . ?
C15 C14 C8 179.2(7) . . ?
C8 C7 C6 105.4(5) . . ?
C8 C7 C12 123.1(5) . . ?
C6 C7 C12 131.5(5) . . ?
C3 C2 C1 111.4(5) . . ?
C3 C2 H2 124.3 . . ?
C1 C2 H2 124.3 . . ?
N1 C1 C2 106.4(6) . . ?
N1 C1 C10 124.2(5) . . ?
C2 C1 C10 129.5(5) . . ?
C20 C19 C18 114.5(6) . . ?
C20 C19 H19A 108.6 . . ?
C18 C19 H19A 108.6 . . ?
C20 C19 H19B 108.6 . . ?
C18 C19 H19B 108.6 . . ?
H19A C19 H19B 107.6 . . ?
F2 B1 F1 109.9(6) . . ?
F2 B1 N1 111.7(5) . . ?
F1 B1 N1 108.6(4) . . ?
F2 B1 N2 111.2(4) . . ?
F1 B1 N2 109.9(5) . . ?
N1 B1 N2 105.4(5) . . ?
C21 C20 C19 113.0(6) . . ?
C21 C20 H20A 109.0 . . ?
C19 C20 H20A 109.0 . . ?
C21 C20 H20B 109.0 . . ?
C19 C20 H20B 109.0 . . ?
H20A C20 H20B 107.8 . . ?
C22 C21 C20 112.2(6) . . ?
C22 C21 H21A 109.2 . . ?
C20 C21 H21A 109.2 . . ?
C22 C21 H21B 109.2 . . ?
C20 C21 H21B 109.2 . . ?
H21A C21 H21B 107.9 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C9 C13 H13A 109.5 . . ?
C9 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C9 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C1 C10 H10A 109.5 . . ?
C1 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C1 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C3 C11 H11A 109.5 . . ?
C3 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C3 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C18 C17 C16 114.0(5) . . ?
C18 C17 H17A 108.8 . . ?
C16 C17 H17A 108.8 . . ?
C18 C17 H17B 108.8 . . ?
C16 C17 H17B 108.8 . . ?
H17A C17 H17B 107.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C9 N2 C6 C5 179.8(4) . . . . ?
B1 N2 C6 C5 0.9(7) . . . . ?
C9 N2 C6 C7 0.9(5) . . . . ?
B1 N2 C6 C7 -178.1(4) . . . . ?
C4 C5 C6 N2 0.8(6) . . . . ?
C16 C5 C6 N2 178.8(4) . . . . ?
C4 C5 C6 C7 179.5(5) . . . . ?
C16 C5 C6 C7 -2.5(7) . . . . ?
C6 N2 C9 C8 -0.7(5) . . . . ?
B1 N2 C9 C8 178.3(4) . . . . ?
C6 N2 C9 C13 -179.3(4) . . . . ?
B1 N2 C9 C13 -0.4(7) . . . . ?
N2 C9 C8 C7 0.2(5) . . . . ?
C13 C9 C8 C7 178.8(5) . . . . ?
N2 C9 C8 C14 179.7(4) . . . . ?
C13 C9 C8 C14 -1.7(8) . . . . ?
C6 C5 C16 C17 -89.5(5) . . . . ?
C4 C5 C16 C17 88.5(6) . . . . ?
C1 N1 C4 C5 -177.5(4) . . . . ?
B1 N1 C4 C5 3.1(7) . . . . ?
C1 N1 C4 C3 -0.2(5) . . . . ?
B1 N1 C4 C3 -179.6(4) . . . . ?
C6 C5 C4 N1 -2.7(6) . . . . ?
C16 C5 C4 N1 179.3(4) . . . . ?
C6 C5 C4 C3 -179.2(5) . . . . ?
C16 C5 C4 C3 2.8(7) . . . . ?
C2 C3 C4 N1 0.8(5) . . . . ?
C11 C3 C4 N1 179.0(5) . . . . ?
C2 C3 C4 C5 177.6(5) . . . . ?
C11 C3 C4 C5 -4.2(9) . . . . ?
C15 C15 C14 C8 -139(48) 5_545 . . . ?
C7 C8 C14 C15 -18(50) . . . . ?
C9 C8 C14 C15 162(100) . . . . ?
C9 C8 C7 C6 0.3(5) . . . . ?
C14 C8 C7 C6 -179.2(4) . . . . ?
C9 C8 C7 C12 178.7(4) . . . . ?
C14 C8 C7 C12 -0.8(8) . . . . ?
N2 C6 C7 C8 -0.7(5) . . . . ?
C5 C6 C7 C8 -179.5(5) . . . . ?
N2 C6 C7 C12 -178.9(5) . . . . ?
C5 C6 C7 C12 2.3(9) . . . . ?
C4 C3 C2 C1 -1.0(6) . . . . ?
C11 C3 C2 C1 -179.4(5) . . . . ?
C4 N1 C1 C2 -0.4(5) . . . . ?
B1 N1 C1 C2 179.0(4) . . . . ?
C4 N1 C1 C10 179.9(5) . . . . ?
B1 N1 C1 C10 -0.7(7) . . . . ?
C3 C2 C1 N1 0.9(6) . . . . ?
C3 C2 C1 C10 -179.3(5) . . . . ?
C17 C18 C19 C20 -178.9(4) . . . . ?
C1 N1 B1 F2 58.4(7) . . . . ?
C4 N1 B1 F2 -122.4(6) . . . . ?
C1 N1 B1 F1 -63.0(7) . . . . ?
C4 N1 B1 F1 116.3(6) . . . . ?
C1 N1 B1 N2 179.3(4) . . . . ?
C4 N1 B1 N2 -1.5(6) . . . . ?
C9 N2 B1 F2 -58.1(7) . . . . ?
C6 N2 B1 F2 120.6(5) . . . . ?
C9 N2 B1 F1 63.7(6) . . . . ?
C6 N2 B1 F1 -117.5(5) . . . . ?
C9 N2 B1 N1 -179.4(4) . . . . ?
C6 N2 B1 N1 -0.6(6) . . . . ?
C18 C19 C20 C21 177.8(5) . . . . ?
C19 C20 C21 C22 -177.6(5) . . . . ?
C19 C18 C17 C16 68.0(6) . . . . ?
C5 C16 C17 C18 177.0(4) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         1.000
_refine_diff_density_min         -0.226
_refine_diff_density_rms         0.081
_exptl_crystal_preparation       ', Luminescent'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_121105a_0m
_database_code_depnum_ccdc_archive 'CCDC 1540192'
_audit_update_record             
;
2017-03-25 deposited with the CCDC.
2017-04-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        BODIPY
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C60 H90 B2 F4 N4 Si4'
_chemical_formula_weight         1077.34

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'
F F 0.0171 0.0103 '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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   14.8182(16)
_cell_length_b                   15.3372(16)
_cell_length_c                   17.1281(18)
_cell_angle_alpha                80.755(2)
_cell_angle_beta                 77.263(2)
_cell_angle_gamma                61.2810(10)
_cell_volume                     3323.0(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5924
_cell_measurement_theta_min      2.16
_cell_measurement_theta_max      27.50

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.077
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1160
_exptl_absorpt_coefficient_mu    0.137
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9744
_exptl_absorpt_correction_T_max  0.9797
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            22771
_diffrn_reflns_av_R_equivalents  0.0381
_diffrn_reflns_av_sigmaI/netI    0.0715
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.52
_diffrn_reflns_theta_max         25.00
_reflns_number_total             11369
_reflns_number_gt                5341
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_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)+(0.0850P)²+1.4214P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         11369
_refine_ls_number_parameters     689
_refine_ls_number_restraints     17
_refine_ls_R_factor_all          0.1586
_refine_ls_R_factor_gt           0.0698
_refine_ls_wR_factor_ref         0.2207
_refine_ls_wR_factor_gt          0.1679
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.094
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.001

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
B1 B 1.2036(4) 0.3337(3) 0.1266(3) 0.0609(13) Uani 1 1 d . . .
B2 B 0.9538(4) 0.7393(4) 0.3812(3) 0.0703(14) Uani 1 1 d . . .
C1 C 1.0823(3) 0.2655(3) 0.1083(2) 0.0606(11) Uani 1 1 d . . .
C2 C 0.9784(3) 0.3027(3) 0.0980(2) 0.0610(11) Uani 1 1 d . . .
C3 C 0.9303(3) 0.4066(3) 0.0973(2) 0.0560(10) Uani 1 1 d . . .
C4 C 1.0075(3) 0.4324(3) 0.1077(2) 0.0509(9) Uani 1 1 d . . .
C5 C 1.0045(3) 0.5240(3) 0.1125(2) 0.0509(9) Uani 1 1 d . . .
C6 C 1.0909(3) 0.5283(3) 0.1277(2) 0.0539(10) Uani 1 1 d . . .
C7 C 1.1096(3) 0.6094(3) 0.1360(2) 0.0634(11) Uani 1 1 d . . .
C8 C 1.2117(3) 0.5677(3) 0.1486(3) 0.0685(12) Uani 1 1 d . . .
C9 C 1.2562(3) 0.4631(3) 0.1490(2) 0.0661(11) Uani 1 1 d . . .
C10 C 1.1631(3) 0.1590(3) 0.1120(3) 0.0817(13) Uani 1 1 d . . .
H10A H 1.2181 0.1478 0.0669 0.123 Uiso 1 1 calc R . .
H10B H 1.1320 0.1170 0.1107 0.123 Uiso 1 1 calc R . .
H10C H 1.1912 0.1437 0.1607 0.123 Uiso 1 1 calc R . .
C11 C 0.9301(4) 0.2437(3) 0.0916(3) 0.0717(12) Uani 1 1 d . . .
C12 C 0.8869(4) 0.1958(4) 0.0869(3) 0.0839(14) Uani 1 1 d . . .
C13 C 0.6735(4) 0.2306(5) 0.0876(4) 0.143(3) Uani 1 1 d . . .
H13A H 0.6472 0.2555 0.1402 0.214 Uiso 1 1 calc R . .
H13B H 0.6320 0.2030 0.0764 0.214 Uiso 1 1 calc R . .
H13C H 0.6701 0.2841 0.0485 0.214 Uiso 1 1 calc R . .
C14 C 0.8289(7) 0.0403(6) 0.1698(5) 0.183(4) Uani 1 1 d . . .
H14A H 0.9018 -0.0050 0.1677 0.274 Uiso 1 1 calc R . .
H14B H 0.7918 0.0039 0.1680 0.274 Uiso 1 1 calc R . .
H14C H 0.8024 0.0741 0.2186 0.274 Uiso 1 1 calc R . .
C15 C 0.8533(5) 0.0720(5) -0.0119(4) 0.148(3) Uani 1 1 d . . .
H15A H 0.8644 0.1158 -0.0552 0.222 Uiso 1 1 calc R . .
H15B H 0.8005 0.0571 -0.0208 0.222 Uiso 1 1 calc R . .
H15C H 0.9171 0.0114 -0.0093 0.222 Uiso 1 1 calc R . .
C16 C 0.8175(3) 0.4700(3) 0.0889(3) 0.0754(12) Uani 1 1 d . . .
H16A H 0.8124 0.5142 0.0417 0.113 Uiso 1 1 calc R . .
H16B H 0.7805 0.5082 0.1352 0.113 Uiso 1 1 calc R . .
H16C H 0.7876 0.4280 0.0844 0.113 Uiso 1 1 calc R . .
C17 C 0.9070(3) 0.6190(3) 0.1012(2) 0.0589(10) Uani 1 1 d . . .
H17A H 0.8740 0.6104 0.0621 0.071 Uiso 1 1 calc R . .
H17B H 0.9257 0.6718 0.0799 0.071 Uiso 1 1 calc R . .
C18 C 0.8289(3) 0.6504(3) 0.1792(2) 0.0687(12) Uani 1 1 d . . .
H18A H 0.8204 0.5933 0.2056 0.082 Uiso 1 1 calc R . .
H18B H 0.8572 0.6709 0.2146 0.082 Uiso 1 1 calc R . .
C19 C 0.7223(3) 0.7352(4) 0.1662(3) 0.0893(15) Uani 1 1 d . . .
H19A H 0.6969 0.7165 0.1275 0.107 Uiso 1 1 calc R . .
H19B H 0.6742 0.7436 0.2164 0.107 Uiso 1 1 calc R . .
C20 C 0.7213(4) 0.8297(4) 0.1384(4) 0.118(2) Uani 1 1 d . . .
H20A H 0.7673 0.8226 0.0873 0.141 Uiso 1 1 calc R . .
H20B H 0.7478 0.8485 0.1764 0.141 Uiso 1 1 calc R . .
C21 C 0.6092(5) 0.9141(5) 0.1287(5) 0.158(3) Uani 1 1 d . . .
H21A H 0.5844 0.8929 0.0911 0.190 Uiso 1 1 calc R . .
H21B H 0.5644 0.9176 0.1800 0.190 Uiso 1 1 calc R . .
C22 C 0.5945(6) 1.0047(6) 0.1048(7) 0.220(5) Uani 1 1 d . . .
H22A H 0.6374 1.0014 0.0525 0.264 Uiso 1 1 calc R . .
H22B H 0.6220 1.0247 0.1411 0.264 Uiso 1 1 calc R . .
C23 C 0.4885(5) 1.0858(5) 0.0981(6) 0.204(4) Uani 1 1 d . . .
H23A H 0.4492 1.0599 0.0807 0.307 Uiso 1 1 calc R . .
H23B H 0.4931 1.1372 0.0599 0.307 Uiso 1 1 calc R . .
H23C H 0.4543 1.1129 0.1495 0.307 Uiso 1 1 calc R . .
C24 C 1.0391(3) 0.7200(3) 0.1328(3) 0.0815(13) Uani 1 1 d . . .
H24A H 1.0729 0.7534 0.1476 0.122 Uiso 1 1 calc R . .
H24B H 0.9751 0.7342 0.1695 0.122 Uiso 1 1 calc R . .
H24C H 1.0241 0.7429 0.0794 0.122 Uiso 1 1 calc R . .
C25 C 1.2702(4) 0.6174(4) 0.1568(3) 0.0808(13) Uani 1 1 d . . .
C26 C 1.3255(4) 0.6541(4) 0.1609(3) 0.0909(15) Uani 1 1 d . . .
C27 C 1.3696(7) 0.8280(6) 0.1216(5) 0.192(4) Uani 1 1 d . . .
H27A H 1.3528 0.8349 0.0692 0.289 Uiso 1 1 calc R . .
H27B H 1.4214 0.8495 0.1186 0.289 Uiso 1 1 calc R . .
H27C H 1.3079 0.8682 0.1573 0.289 Uiso 1 1 calc R . .
C28 C 1.4523(6) 0.6801(6) 0.2609(4) 0.165(3) Uani 1 1 d . . .
H28A H 1.3935 0.7263 0.2952 0.247 Uiso 1 1 calc R . .
H28B H 1.5111 0.6918 0.2580 0.247 Uiso 1 1 calc R . .
H28C H 1.4691 0.6132 0.2822 0.247 Uiso 1 1 calc R . .
C29 C 1.5356(5) 0.6209(7) 0.0904(5) 0.208(4) Uani 1 1 d . . .
H29A H 1.5655 0.5531 0.1122 0.312 Uiso 1 1 calc R . .
H29B H 1.5859 0.6453 0.0828 0.312 Uiso 1 1 calc R . .
H29C H 1.5163 0.6239 0.0397 0.312 Uiso 1 1 calc R . .
C30 C 1.3641(3) 0.3883(4) 0.1613(3) 0.0894(15) Uani 1 1 d . . .
H30A H 1.3622 0.3571 0.2144 0.134 Uiso 1 1 calc R . .
H30B H 1.4069 0.4211 0.1544 0.134 Uiso 1 1 calc R . .
H30C H 1.3928 0.3387 0.1227 0.134 Uiso 1 1 calc R . .
C31 C 0.7621(4) 0.7973(3) 0.3760(3) 0.0716(12) Uani 1 1 d . . .
C32 C 0.6945(4) 0.7558(3) 0.3841(3) 0.0728(12) Uani 1 1 d . . .
C33 C 0.7515(3) 0.6520(3) 0.3925(2) 0.0654(11) Uani 1 1 d . . .
C34 C 0.8571(3) 0.6319(3) 0.3903(2) 0.0603(11) Uani 1 1 d . . .
C35 C 0.9500(3) 0.5427(3) 0.3948(2) 0.0586(11) Uani 1 1 d . . .
C36 C 1.0455(3) 0.5442(3) 0.3879(2) 0.0630(11) Uani 1 1 d . . .
C37 C 1.1503(3) 0.4670(3) 0.3868(2) 0.0678(12) Uani 1 1 d . . .
C38 C 1.2124(4) 0.5138(4) 0.3809(2) 0.0742(12) Uani 1 1 d . . .
C39 C 1.1478(4) 0.6172(3) 0.3781(3) 0.0740(12) Uani 1 1 d . . .
C40 C 0.7356(4) 0.9049(3) 0.3628(3) 0.1038(17) Uani 1 1 d . . .
H40A H 0.7600 0.9224 0.4023 0.156 Uiso 1 1 calc R . .
H40B H 0.6613 0.9445 0.3674 0.156 Uiso 1 1 calc R . .
H40C H 0.7683 0.9170 0.3102 0.156 Uiso 1 1 calc R . .
C41 C 0.5847(4) 0.8151(3) 0.3826(3) 0.0833(14) Uani 1 1 d . . .
C42 C 0.4937(4) 0.8720(4) 0.3817(3) 0.0920(15) Uani 1 1 d . . .
C43 C 0.2693(5) 0.9424(5) 0.4610(4) 0.148(3) Uani 1 1 d . . .
H43A H 0.2647 0.8880 0.4444 0.223 Uiso 1 1 calc R . .
H43B H 0.2016 0.9994 0.4669 0.223 Uiso 1 1 calc R . .
H43C H 0.2942 0.9236 0.5114 0.223 Uiso 1 1 calc R . .
C44 C 0.3204(6) 0.9984(7) 0.2873(4) 0.223(5) Uani 1 1 d . . .
H44A H 0.3639 1.0211 0.2491 0.334 Uiso 1 1 calc R . .
H44B H 0.2490 1.0488 0.2909 0.334 Uiso 1 1 calc R . .
H44C H 0.3273 0.9385 0.2703 0.334 Uiso 1 1 calc R . .
C45 C 0.3626(6) 1.0844(5) 0.4111(6) 0.217(5) Uani 1 1 d . . .
H45A H 0.3898 1.0697 0.4602 0.326 Uiso 1 1 calc R . .
H45B H 0.2930 1.1386 0.4178 0.326 Uiso 1 1 calc R . .
H45C H 0.4061 1.1027 0.3689 0.326 Uiso 1 1 calc R . .
C46 C 0.7044(3) 0.5835(3) 0.3997(3) 0.0839(14) Uani 1 1 d . . .
H46A H 0.6330 0.6214 0.3917 0.126 Uiso 1 1 calc R . .
H46B H 0.7071 0.5499 0.4521 0.126 Uiso 1 1 calc R . .
H46C H 0.7426 0.5354 0.3598 0.126 Uiso 1 1 calc R . .
C47 C 0.9481(3) 0.4443(3) 0.4047(2) 0.0664(11) Uani 1 1 d D . .
H47A H 0.8806 0.4532 0.4339 0.080 Uiso 1 1 calc R . .
H47B H 1.0006 0.3975 0.4365 0.080 Uiso 1 1 calc R . .
C48 C 0.9681(4) 0.4007(3) 0.3257(3) 0.0861(14) Uani 1 1 d D . .
H48A H 1.0266 0.4067 0.2913 0.103 Uiso 1 1 calc R . .
H48B H 0.9074 0.4395 0.2995 0.103 Uiso 1 1 calc R . .
C49 C 0.9914(7) 0.2921(5) 0.3337(4) 0.163(3) Uani 1 1 d D . .
H49A H 1.0176 0.2668 0.2806 0.195 Uiso 1 1 calc R . .
H49B H 1.0472 0.2552 0.3651 0.195 Uiso 1 1 calc R . .
C50 C 0.9138(7) 0.2727(6) 0.3666(6) 0.204(4) Uani 1 1 d D . .
H50A H 0.8598 0.3070 0.3334 0.245 Uiso 1 1 calc R . .
H50B H 0.8852 0.3019 0.4182 0.245 Uiso 1 1 calc R . .
C51 C 0.9367(10) 0.1591(8) 0.3804(8) 0.277(8) Uani 1 1 d D . .
H51A H 0.9753 0.1313 0.4248 0.332 Uiso 1 1 calc R . .
H51B H 0.8694 0.1603 0.3998 0.332 Uiso 1 1 calc R . .
C52 C 0.9842(11) 0.0940(8) 0.3269(8) 0.285(7) Uani 1 1 d D . .
H52A H 1.0532 0.0889 0.3083 0.342 Uiso 1 1 calc R . .
H52B H 0.9471 0.1201 0.2816 0.342 Uiso 1 1 calc R . .
C53 C 0.9969(9) -0.0072(6) 0.3489(8) 0.286(7) Uani 1 1 d D . .
H53A H 1.0323 -0.0345 0.3944 0.429 Uiso 1 1 calc R . .
H53B H 1.0371 -0.0482 0.3045 0.429 Uiso 1 1 calc R . .
H53C H 0.9295 -0.0051 0.3622 0.429 Uiso 1 1 calc R . .
C54 C 1.1943(3) 0.3556(3) 0.3907(3) 0.0825(14) Uani 1 1 d . . .
H54A H 1.2688 0.3252 0.3859 0.124 Uiso 1 1 calc R . .
H54B H 1.1763 0.3371 0.3477 0.124 Uiso 1 1 calc R . .
H54C H 1.1658 0.3334 0.4411 0.124 Uiso 1 1 calc R . .
C55 C 1.3235(4) 0.4648(4) 0.3771(3) 0.0836(14) Uani 1 1 d . . .
C56 C 1.4163(4) 0.4212(4) 0.3755(3) 0.0944(16) Uani 1 1 d . . .
C57 C 1.6279(5) 0.3825(5) 0.2821(4) 0.143(2) Uani 1 1 d . . .
H57A H 1.5928 0.3980 0.2371 0.215 Uiso 1 1 calc R . .
H57B H 1.6978 0.3299 0.2697 0.215 Uiso 1 1 calc R . .
H57C H 1.6303 0.4406 0.2935 0.215 Uiso 1 1 calc R . .
C58 C 1.5948(4) 0.3489(5) 0.4644(4) 0.137(2) Uani 1 1 d . . .
H58A H 1.5794 0.4163 0.4695 0.206 Uiso 1 1 calc R . .
H58B H 1.6682 0.3062 0.4627 0.206 Uiso 1 1 calc R . .
H58C H 1.5568 0.3279 0.5096 0.206 Uiso 1 1 calc R . .
C59 C 1.5808(5) 0.2133(4) 0.3601(4) 0.146(2) Uani 1 1 d . . .
H59A H 1.5418 0.1932 0.4051 0.219 Uiso 1 1 calc R . .
H59B H 1.6539 0.1685 0.3578 0.219 Uiso 1 1 calc R . .
H59C H 1.5592 0.2120 0.3116 0.219 Uiso 1 1 calc R . .
C60 C 1.1793(4) 0.6973(4) 0.3730(3) 0.0985(16) Uani 1 1 d . . .
H60A H 1.1698 0.7341 0.3220 0.148 Uiso 1 1 calc R . .
H60B H 1.2514 0.6677 0.3787 0.148 Uiso 1 1 calc R . .
H60C H 1.1371 0.7414 0.4152 0.148 Uiso 1 1 calc R . .
F1 F 1.27828(17) 0.29646(17) 0.05924(15) 0.0840(8) Uani 1 1 d . . .
F2 F 1.23634(18) 0.27223(17) 0.19346(15) 0.0837(7) Uani 1 1 d . . .
F3 F 0.9687(2) 0.79771(18) 0.31523(16) 0.0972(8) Uani 1 1 d . . .
F4 F 0.9377(2) 0.78411(18) 0.45065(16) 0.0913(8) Uani 1 1 d . . .
N1 N 1.0993(2) 0.3426(2) 0.11500(17) 0.0545(8) Uani 1 1 d . . .
N2 N 1.1842(2) 0.4396(2) 0.13715(18) 0.0588(9) Uani 1 1 d . . .
N3 N 0.8589(3) 0.7237(2) 0.38001(19) 0.0645(9) Uani 1 1 d . . .
N4 N 1.0488(3) 0.6352(2) 0.38151(19) 0.0658(9) Uani 1 1 d . . .
Si1 Si 0.81073(12) 0.13266(11) 0.08299(10) 0.0946(5) Uani 1 1 d . . .
Si2 Si 1.42021(14) 0.69751(15) 0.15941(12) 0.1189(7) Uani 1 1 d . . .
Si3 Si 0.36018(12) 0.97337(12) 0.38507(10) 0.1073(6) Uani 1 1 d . . .
Si4 Si 1.55633(11) 0.34164(12) 0.37127(10) 0.0968(5) 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
B1 F2 1.376(5) . ?
B1 F1 1.387(5) . ?
B1 N1 1.540(6) . ?
B1 N2 1.541(6) . ?
B2 F3 1.373(6) . ?
B2 F4 1.387(5) . ?
B2 N4 1.540(6) . ?
B2 N3 1.541(6) . ?
C1 N1 1.346(5) . ?
C1 C2 1.404(5) . ?
C1 C10 1.492(5) . ?
C2 C3 1.398(5) . ?
C2 C11 1.426(6) . ?
C3 C4 1.430(5) . ?
C3 C16 1.502(5) . ?
C4 C5 1.401(5) . ?
C4 N1 1.408(4) . ?
C5 C6 1.395(5) . ?
C5 C17 1.502(5) . ?
C6 N2 1.417(4) . ?
C6 C7 1.431(5) . ?
C7 C8 1.383(5) . ?
C7 C24 1.504(5) . ?
C8 C9 1.411(6) . ?
C8 C25 1.441(6) . ?
C9 N2 1.341(5) . ?
C9 C30 1.492(5) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C12 1.204(6) . ?
C12 Si1 1.822(5) . ?
C13 Si1 1.852(6) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 Si1 1.850(7) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 Si1 1.837(6) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C18 1.531(5) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C19 1.524(6) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.445(7) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.566(7) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.309(9) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.478(9) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 C26 1.214(6) . ?
C26 Si2 1.814(6) . ?
C27 Si2 1.828(7) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 Si2 1.848(6) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 Si2 1.824(8) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 N3 1.340(5) . ?
C31 C32 1.397(6) . ?
C31 C40 1.491(6) . ?
C32 C33 1.398(5) . ?
C32 C41 1.436(6) . ?
C33 C34 1.435(6) . ?
C33 C46 1.495(6) . ?
C34 N3 1.402(5) . ?
C34 C35 1.405(5) . ?
C35 C36 1.405(6) . ?
C35 C47 1.505(5) . ?
C36 N4 1.405(5) . ?
C36 C37 1.429(5) . ?
C37 C38 1.395(6) . ?
C37 C54 1.503(6) . ?
C38 C39 1.403(6) . ?
C38 C55 1.435(6) . ?
C39 N4 1.346(5) . ?
C39 C60 1.495(6) . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C41 C42 1.207(6) . ?
C42 Si3 1.832(5) . ?
C43 Si3 1.837(6) . ?
C43 H43A 0.9600 . ?
C43 H43B 0.9600 . ?
C43 H43C 0.9600 . ?
C44 Si3 1.820(7) . ?
C44 H44A 0.9600 . ?
C44 H44B 0.9600 . ?
C44 H44C 0.9600 . ?
C45 Si3 1.847(7) . ?
C45 H45A 0.9600 . ?
C45 H45B 0.9600 . ?
C45 H45C 0.9600 . ?
C46 H46A 0.9600 . ?
C46 H46B 0.9600 . ?
C46 H46C 0.9600 . ?
C47 C48 1.514(5) . ?
C47 H47A 0.9700 . ?
C47 H47B 0.9700 . ?
C48 C49 1.518(7) . ?
C48 H48A 0.9700 . ?
C48 H48B 0.9700 . ?
C49 C50 1.311(8) . ?
C49 H49A 0.9700 . ?
C49 H49B 0.9700 . ?
C50 C51 1.595(10) . ?
C50 H50A 0.9700 . ?
C50 H50B 0.9700 . ?
C51 C52 1.292(10) . ?
C51 H51A 0.9700 . ?
C51 H51B 0.9700 . ?
C52 C53 1.465(10) . ?
C52 H52A 0.9700 . ?
C52 H52B 0.9700 . ?
C53 H53A 0.9600 . ?
C53 H53B 0.9600 . ?
C53 H53C 0.9600 . ?
C54 H54A 0.9600 . ?
C54 H54B 0.9600 . ?
C54 H54C 0.9600 . ?
C55 C56 1.202(6) . ?
C56 Si4 1.824(5) . ?
C57 Si4 1.862(6) . ?
C57 H57A 0.9600 . ?
C57 H57B 0.9600 . ?
C57 H57C 0.9600 . ?
C58 Si4 1.845(6) . ?
C58 H58A 0.9600 . ?
C58 H58B 0.9600 . ?
C58 H58C 0.9600 . ?
C59 Si4 1.856(6) . ?
C59 H59A 0.9600 . ?
C59 H59B 0.9600 . ?
C59 H59C 0.9600 . ?
C60 H60A 0.9600 . ?
C60 H60B 0.9600 . ?
C60 H60C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
F2 B1 F1 110.0(3) . . ?
F2 B1 N1 110.2(4) . . ?
F1 B1 N1 109.8(3) . . ?
F2 B1 N2 110.3(3) . . ?
F1 B1 N2 109.5(4) . . ?
N1 B1 N2 107.0(3) . . ?
F3 B2 F4 109.9(4) . . ?
F3 B2 N4 110.7(4) . . ?
F4 B2 N4 109.6(4) . . ?
F3 B2 N3 110.6(4) . . ?
F4 B2 N3 109.3(4) . . ?
N4 B2 N3 106.8(4) . . ?
N1 C1 C2 108.8(3) . . ?
N1 C1 C10 124.0(4) . . ?
C2 C1 C10 127.1(4) . . ?
C3 C2 C1 108.4(4) . . ?
C3 C2 C11 126.1(4) . . ?
C1 C2 C11 125.4(4) . . ?
C2 C3 C4 106.4(3) . . ?
C2 C3 C16 122.2(4) . . ?
C4 C3 C16 131.4(4) . . ?
C5 C4 N1 120.6(3) . . ?
C5 C4 C3 132.3(3) . . ?
N1 C4 C3 107.0(3) . . ?
C6 C5 C4 120.8(3) . . ?
C6 C5 C17 119.5(3) . . ?
C4 C5 C17 119.6(3) . . ?
C5 C6 N2 120.3(3) . . ?
C5 C6 C7 132.8(4) . . ?
N2 C6 C7 106.9(3) . . ?
C8 C7 C6 106.5(4) . . ?
C8 C7 C24 122.9(4) . . ?
C6 C7 C24 130.7(4) . . ?
C7 C8 C9 109.0(4) . . ?
C7 C8 C25 128.5(4) . . ?
C9 C8 C25 122.4(4) . . ?
N2 C9 C8 108.6(3) . . ?
N2 C9 C30 124.1(4) . . ?
C8 C9 C30 127.3(4) . . ?
C1 C10 H10A 109.5 . . ?
C1 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C1 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 C2 178.3(5) . . ?
C11 C12 Si1 175.0(4) . . ?
Si1 C13 H13A 109.5 . . ?
Si1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
Si1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
Si1 C14 H14A 109.5 . . ?
Si1 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
Si1 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
Si1 C15 H15A 109.5 . . ?
Si1 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
Si1 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C3 C16 H16A 109.5 . . ?
C3 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C3 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C5 C17 C18 112.8(3) . . ?
C5 C17 H17A 109.0 . . ?
C18 C17 H17A 109.0 . . ?
C5 C17 H17B 109.0 . . ?
C18 C17 H17B 109.0 . . ?
H17A C17 H17B 107.8 . . ?
C19 C18 C17 113.3(3) . . ?
C19 C18 H18A 108.9 . . ?
C17 C18 H18A 108.9 . . ?
C19 C18 H18B 108.9 . . ?
C17 C18 H18B 108.9 . . ?
H18A C18 H18B 107.7 . . ?
C20 C19 C18 114.7(4) . . ?
C20 C19 H19A 108.6 . . ?
C18 C19 H19A 108.6 . . ?
C20 C19 H19B 108.6 . . ?
C18 C19 H19B 108.6 . . ?
H19A C19 H19B 107.6 . . ?
C19 C20 C21 112.1(5) . . ?
C19 C20 H20A 109.2 . . ?
C21 C20 H20A 109.2 . . ?
C19 C20 H20B 109.2 . . ?
C21 C20 H20B 109.2 . . ?
H20A C20 H20B 107.9 . . ?
C22 C21 C20 119.8(7) . . ?
C22 C21 H21A 107.4 . . ?
C20 C21 H21A 107.4 . . ?
C22 C21 H21B 107.4 . . ?
C20 C21 H21B 107.4 . . ?
H21A C21 H21B 106.9 . . ?
C21 C22 C23 120.3(8) . . ?
C21 C22 H22A 107.2 . . ?
C23 C22 H22A 107.2 . . ?
C21 C22 H22B 107.2 . . ?
C23 C22 H22B 107.2 . . ?
H22A C22 H22B 106.9 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C7 C24 H24A 109.5 . . ?
C7 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C7 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 C8 175.5(5) . . ?
C25 C26 Si2 173.2(5) . . ?
Si2 C27 H27A 109.5 . . ?
Si2 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
Si2 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
Si2 C28 H28A 109.5 . . ?
Si2 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
Si2 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
Si2 C29 H29A 109.5 . . ?
Si2 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
Si2 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C9 C30 H30A 109.5 . . ?
C9 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C9 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
N3 C31 C32 108.9(4) . . ?
N3 C31 C40 123.7(5) . . ?
C32 C31 C40 127.3(4) . . ?
C31 C32 C33 109.0(4) . . ?
C31 C32 C41 122.8(4) . . ?
C33 C32 C41 128.2(5) . . ?
C32 C33 C34 105.4(4) . . ?
C32 C33 C46 123.4(4) . . ?
C34 C33 C46 131.2(4) . . ?
N3 C34 C35 120.1(4) . . ?
N3 C34 C33 107.5(3) . . ?
C35 C34 C33 132.4(4) . . ?
C36 C35 C34 120.7(4) . . ?
C36 C35 C47 119.4(4) . . ?
C34 C35 C47 119.9(4) . . ?
C35 C36 N4 120.4(4) . . ?
C35 C36 C37 132.7(4) . . ?
N4 C36 C37 106.9(4) . . ?
C38 C37 C36 106.6(4) . . ?
C38 C37 C54 122.6(4) . . ?
C36 C37 C54 130.7(4) . . ?
C37 C38 C39 108.3(4) . . ?
C37 C38 C55 125.8(4) . . ?
C39 C38 C55 125.9(5) . . ?
N4 C39 C38 108.9(4) . . ?
N4 C39 C60 123.7(4) . . ?
C38 C39 C60 127.5(5) . . ?
C31 C40 H40A 109.5 . . ?
C31 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C31 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C42 C41 C32 174.3(6) . . ?
C41 C42 Si3 170.8(5) . . ?
Si3 C43 H43A 109.5 . . ?
Si3 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
Si3 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
Si3 C44 H44A 109.5 . . ?
Si3 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
Si3 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
Si3 C45 H45A 109.5 . . ?
Si3 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
Si3 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C33 C46 H46A 109.5 . . ?
C33 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C33 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C35 C47 C48 113.2(3) . . ?
C35 C47 H47A 108.9 . . ?
C48 C47 H47A 108.9 . . ?
C35 C47 H47B 108.9 . . ?
C48 C47 H47B 108.9 . . ?
H47A C47 H47B 107.8 . . ?
C47 C48 C49 114.0(4) . . ?
C47 C48 H48A 108.8 . . ?
C49 C48 H48A 108.8 . . ?
C47 C48 H48B 108.8 . . ?
C49 C48 H48B 108.8 . . ?
H48A C48 H48B 107.6 . . ?
C50 C49 C48 116.8(8) . . ?
C50 C49 H49A 108.1 . . ?
C48 C49 H49A 108.1 . . ?
C50 C49 H49B 108.1 . . ?
C48 C49 H49B 108.1 . . ?
H49A C49 H49B 107.3 . . ?
C49 C50 C51 118.3(8) . . ?
C49 C50 H50A 107.7 . . ?
C51 C50 H50A 107.7 . . ?
C49 C50 H50B 107.7 . . ?
C51 C50 H50B 107.7 . . ?
H50A C50 H50B 107.1 . . ?
C52 C51 C50 125.5(11) . . ?
C52 C51 H51A 106.0 . . ?
C50 C51 H51A 106.0 . . ?
C52 C51 H51B 106.0 . . ?
C50 C51 H51B 105.9 . . ?
H51A C51 H51B 106.3 . . ?
C51 C52 C53 118.7(12) . . ?
C51 C52 H52A 107.6 . . ?
C53 C52 H52A 107.6 . . ?
C51 C52 H52B 107.6 . . ?
C53 C52 H52B 107.6 . . ?
H52A C52 H52B 107.1 . . ?
C52 C53 H53A 109.5 . . ?
C52 C53 H53B 109.5 . . ?
H53A C53 H53B 109.5 . . ?
C52 C53 H53C 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C37 C54 H54A 109.5 . . ?
C37 C54 H54B 109.5 . . ?
H54A C54 H54B 109.5 . . ?
C37 C54 H54C 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C56 C55 C38 177.8(6) . . ?
C55 C56 Si4 173.2(5) . . ?
Si4 C57 H57A 109.5 . . ?
Si4 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
Si4 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
Si4 C58 H58A 109.5 . . ?
Si4 C58 H58B 109.5 . . ?
H58A C58 H58B 109.5 . . ?
Si4 C58 H58C 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
Si4 C59 H59A 109.5 . . ?
Si4 C59 H59B 109.5 . . ?
H59A C59 H59B 109.5 . . ?
Si4 C59 H59C 109.5 . . ?
H59A C59 H59C 109.5 . . ?
H59B C59 H59C 109.5 . . ?
C39 C60 H60A 109.5 . . ?
C39 C60 H60B 109.5 . . ?
H60A C60 H60B 109.5 . . ?
C39 C60 H60C 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?
C1 N1 C4 109.3(3) . . ?
C1 N1 B1 125.3(3) . . ?
C4 N1 B1 125.4(3) . . ?
C9 N2 C6 109.1(3) . . ?
C9 N2 B1 125.2(3) . . ?
C6 N2 B1 125.4(3) . . ?
C31 N3 C34 109.1(4) . . ?
C31 N3 B2 124.7(4) . . ?
C34 N3 B2 125.9(3) . . ?
C39 N4 C36 109.3(4) . . ?
C39 N4 B2 125.1(4) . . ?
C36 N4 B2 125.6(4) . . ?
C12 Si1 C15 110.4(3) . . ?
C12 Si1 C14 107.6(3) . . ?
C15 Si1 C14 111.0(4) . . ?
C12 Si1 C13 106.3(3) . . ?
C15 Si1 C13 109.0(3) . . ?
C14 Si1 C13 112.3(4) . . ?
C26 Si2 C29 105.9(3) . . ?
C26 Si2 C27 110.0(3) . . ?
C29 Si2 C27 109.4(4) . . ?
C26 Si2 C28 109.9(3) . . ?
C29 Si2 C28 110.2(4) . . ?
C27 Si2 C28 111.4(4) . . ?
C44 Si3 C42 110.5(3) . . ?
C44 Si3 C43 110.0(4) . . ?
C42 Si3 C43 110.6(3) . . ?
C44 Si3 C45 109.0(5) . . ?
C42 Si3 C45 106.2(3) . . ?
C43 Si3 C45 110.5(4) . . ?
C56 Si4 C58 109.4(3) . . ?
C56 Si4 C59 106.4(3) . . ?
C58 Si4 C59 111.3(3) . . ?
C56 Si4 C57 109.4(3) . . ?
C58 Si4 C57 110.8(3) . . ?
C59 Si4 C57 109.5(3) . . ?

_diffrn_measured_fraction_theta_max 0.971
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.971
_refine_diff_density_max         0.395
_refine_diff_density_min         -0.240
_refine_diff_density_rms         0.040
_exptl_crystal_preparation       ', Luminescent'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_150724a
_database_code_depnum_ccdc_archive 'CCDC 1540194'
_audit_update_record             
;
2017-03-25 deposited with the CCDC.
2017-04-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        'BODIPY dimer'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C54 H60 B2 F4 N4 Si2'
_chemical_formula_weight         918.86

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'
F F 0.0171 0.0103 '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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   P_b_c_n

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

_cell_length_a                   23.7144(19)
_cell_length_b                   16.4758(13)
_cell_length_c                   29.359(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     11471.0(15)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6797
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      20.48

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.064
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3888
_exptl_absorpt_coefficient_mu    0.110
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9730
_exptl_absorpt_correction_T_max  0.9773
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            77378
_diffrn_reflns_av_R_equivalents  0.1403
_diffrn_reflns_av_sigmaI/netI    0.0747
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         1.39
_diffrn_reflns_theta_max         24.50
_reflns_number_total             9549
_reflns_number_gt                4247
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_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)+(0.2550P)²+23.2151P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         9549
_refine_ls_number_parameters     678
_refine_ls_number_restraints     1569
_refine_ls_R_factor_all          0.2273
_refine_ls_R_factor_gt           0.1275
_refine_ls_wR_factor_ref         0.4482
_refine_ls_wR_factor_gt          0.3584
_refine_ls_goodness_of_fit_ref   0.976
_refine_ls_restrained_S_all      0.996
_refine_ls_shift/su_max          0.011
_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
B1 B 0.3248(3) 0.0956(4) 0.0668(2) 0.0562(17) Uani 1 1 d . . .
B2 B 0.2112(3) 0.3266(4) 0.2435(2) 0.0553(17) Uani 1 1 d . . .
C1 C 0.3919(2) 0.0769(4) 0.1339(2) 0.0683(12) Uani 1 1 d U . .
C2 C 0.3892(2) 0.0778(4) 0.1818(2) 0.0707(13) Uani 1 1 d U . .
C3 C 0.3342(3) 0.0865(3) 0.1950(2) 0.0689(11) Uani 1 1 d U . .
C4 C 0.3022(2) 0.0921(3) 0.1541(2) 0.0635(10) Uani 1 1 d U . .
C5 C 0.2445(2) 0.1038(3) 0.14570(19) 0.0622(10) Uani 1 1 d U A .
C6 C 0.2235(2) 0.1087(3) 0.1013(2) 0.0626(10) Uani 1 1 d U . .
C7 C 0.1687(2) 0.1185(4) 0.0840(2) 0.0665(11) Uani 1 1 d U . .
C8 C 0.1745(2) 0.1231(4) 0.0368(2) 0.0706(13) Uani 1 1 d U . .
C9 C 0.2315(2) 0.1172(4) 0.0260(2) 0.0666(12) Uani 1 1 d U . .
C10 C 0.4422(2) 0.0699(4) 0.1047(2) 0.0847(19) Uani 1 1 d U . .
H10A H 0.4409 0.0196 0.0883 0.127 Uiso 1 1 calc R . .
H10B H 0.4755 0.0713 0.1233 0.127 Uiso 1 1 calc R . .
H10C H 0.4430 0.1143 0.0836 0.127 Uiso 1 1 calc R . .
C11 C 0.4378(3) 0.0714(4) 0.2109(2) 0.0771(14) Uani 1 1 d U . .
C13 C 0.3164(3) 0.0892(4) 0.2439(2) 0.0823(16) Uani 1 1 d U . .
H13A H 0.3472 0.0726 0.2629 0.123 Uiso 1 1 calc R . .
H13B H 0.2850 0.0533 0.2484 0.123 Uiso 1 1 calc R . .
H13C H 0.3054 0.1436 0.2517 0.123 Uiso 1 1 calc R . .
C14 C 0.1127(2) 0.1226(4) 0.1076(2) 0.0789(16) Uani 1 1 d U . .
H14A H 0.0830 0.1191 0.0854 0.118 Uiso 1 1 calc R . .
H14B H 0.1097 0.1730 0.1238 0.118 Uiso 1 1 calc R . .
H14C H 0.1095 0.0782 0.1287 0.118 Uiso 1 1 calc R . .
C15 C 0.2576(3) 0.1190(4) -0.0205(2) 0.0819(18) Uani 1 1 d U . .
H15A H 0.2818 0.1655 -0.0230 0.123 Uiso 1 1 calc R . .
H15B H 0.2285 0.1221 -0.0431 0.123 Uiso 1 1 calc R . .
H15C H 0.2793 0.0705 -0.0251 0.123 Uiso 1 1 calc R . .
C16 C 0.1299(3) 0.1339(4) 0.0050(2) 0.0789(14) Uani 1 1 d U . .
C17 C 0.0915(3) 0.1439(5) -0.0206(3) 0.0981(15) Uani 1 1 d U A .
C18 C -0.0293(5) 0.1904(9) -0.0218(5) 0.142(3) Uani 0.442(5) 1 d PDU A 1
H18A H -0.0596 0.2078 -0.0411 0.212 Uiso 0.442(5) 1 calc PR A 1
H18B H -0.0182 0.2342 -0.0022 0.212 Uiso 0.442(5) 1 calc PR A 1
H18C H -0.0414 0.1452 -0.0037 0.212 Uiso 0.442(5) 1 calc PR A 1
C19 C 0.0513(6) 0.2426(7) -0.0943(5) 0.143(3) Uani 0.442(5) 1 d PDU A 1
H19A H 0.0215 0.2543 -0.1154 0.214 Uiso 0.442(5) 1 calc PR A 1
H19B H 0.0844 0.2263 -0.1107 0.214 Uiso 0.442(5) 1 calc PR A 1
H19C H 0.0595 0.2902 -0.0766 0.214 Uiso 0.442(5) 1 calc PR A 1
C20 C 0.0142(7) 0.0712(6) -0.0904(5) 0.149(4) Uani 0.442(5) 1 d PDU A 1
H20A H 0.0178 0.0234 -0.0719 0.224 Uiso 0.442(5) 1 calc PR A 1
H20B H 0.0404 0.0683 -0.1153 0.224 Uiso 0.442(5) 1 calc PR A 1
H20C H -0.0235 0.0746 -0.1021 0.224 Uiso 0.442(5) 1 calc PR A 1
C18' C -0.0087(5) 0.2451(6) -0.0312(4) 0.144(3) Uani 0.558(5) 1 d PDU A 2
H18D H -0.0433 0.2535 -0.0475 0.216 Uiso 0.558(5) 1 calc PR A 2
H18E H 0.0141 0.2932 -0.0330 0.216 Uiso 0.558(5) 1 calc PR A 2
H18F H -0.0169 0.2333 0.0002 0.216 Uiso 0.558(5) 1 calc PR A 2
C19' C 0.0505(6) 0.1789(8) -0.1134(3) 0.146(3) Uani 0.558(5) 1 d PDU A 2
H19D H 0.0200 0.2036 -0.1298 0.220 Uiso 0.558(5) 1 calc PR A 2
H19E H 0.0604 0.1284 -0.1277 0.220 Uiso 0.558(5) 1 calc PR A 2
H19F H 0.0825 0.2145 -0.1136 0.220 Uiso 0.558(5) 1 calc PR A 2
C20' C -0.0188(5) 0.0710(7) -0.0537(5) 0.146(3) Uani 0.558(5) 1 d PDU A 2
H20D H -0.0399 0.0724 -0.0258 0.218 Uiso 0.558(5) 1 calc PR A 2
H20E H 0.0030 0.0220 -0.0550 0.218 Uiso 0.558(5) 1 calc PR A 2
H20F H -0.0443 0.0727 -0.0791 0.218 Uiso 0.558(5) 1 calc PR A 2
C21 C 0.2028(2) 0.1100(3) 0.1857(2) 0.0730(10) Uani 1 1 d DU . .
C22 C 0.1900(4) 0.0236(7) 0.2037(4) 0.0887(5) Uani 0.442(5) 1 d PDU A 1
C23 C 0.1553(4) 0.0276(8) 0.2474(4) 0.0898(6) Uani 0.442(5) 1 d PDU A 1
C24 C 0.0982(4) 0.0679(9) 0.2401(3) 0.1033(15) Uani 0.442(5) 1 d PDU A 1
C25 C 0.0618(5) 0.0553(8) 0.2845(3) 0.1162(18) Uani 0.442(5) 1 d PDU A 1
C26 C 0.0708(3) 0.1281(5) 0.3150(3) 0.1322(16) Uani 1 1 d DU . .
C27 C 0.0309(4) 0.1278(7) 0.3563(3) 0.193(4) Uani 1 1 d DU A .
H27A H 0.0122 0.0763 0.3582 0.289 Uiso 1 1 calc R . .
H27B H 0.0034 0.1701 0.3528 0.289 Uiso 1 1 calc R . .
H27C H 0.0522 0.1369 0.3836 0.289 Uiso 1 1 calc R . .
C28 C 0.3184(2) 0.3123(3) 0.2503(2) 0.0611(12) Uani 1 1 d U . .
C29 C 0.3650(2) 0.3050(3) 0.2212(2) 0.0640(12) Uani 1 1 d U . .
C30 C 0.3462(2) 0.3059(3) 0.1767(2) 0.0601(10) Uani 1 1 d U . .
C31 C 0.2868(2) 0.3126(3) 0.17877(19) 0.0565(10) Uani 1 1 d U . .
C32 C 0.2460(2) 0.3182(3) 0.14450(18) 0.0564(10) Uani 1 1 d U . .
C33 C 0.1884(2) 0.3293(3) 0.15590(19) 0.0559(11) Uani 1 1 d U . .
C34 C 0.1395(2) 0.3389(3) 0.12854(19) 0.0579(11) Uani 1 1 d U . .
C35 C 0.0954(2) 0.3484(3) 0.1589(2) 0.0613(12) Uani 1 1 d U . .
C36 C 0.1161(2) 0.3452(3) 0.2035(2) 0.0609(12) Uani 1 1 d U . .
C37 C 0.3184(3) 0.3141(4) 0.3009(2) 0.0817(18) Uani 1 1 d U . .
H37A H 0.3458 0.3526 0.3113 0.123 Uiso 1 1 calc R . .
H37B H 0.3276 0.2612 0.3124 0.123 Uiso 1 1 calc R . .
H37C H 0.2817 0.3296 0.3116 0.123 Uiso 1 1 calc R . .
C38 C 0.4230(2) 0.3017(4) 0.2356(2) 0.0663(13) Uani 1 1 d U . .
C39 C 0.4716(2) 0.3007(4) 0.2446(2) 0.0685(14) Uani 1 1 d U . .
C40 C 0.3859(2) 0.3008(4) 0.1373(2) 0.0697(15) Uani 1 1 d U . .
H40A H 0.3857 0.3514 0.1210 0.104 Uiso 1 1 calc R . .
H40B H 0.3744 0.2578 0.1173 0.104 Uiso 1 1 calc R . .
H40C H 0.4233 0.2901 0.1483 0.104 Uiso 1 1 calc R . .
C41 C 0.1322(2) 0.3403(4) 0.0782(2) 0.0674(15) Uani 1 1 d U . .
H41A H 0.1398 0.2873 0.0661 0.101 Uiso 1 1 calc R . .
H41B H 0.1578 0.3788 0.0651 0.101 Uiso 1 1 calc R . .
H41C H 0.0941 0.3556 0.0710 0.101 Uiso 1 1 calc R . .
C42 C 0.0835(2) 0.3513(4) 0.2468(2) 0.0729(17) Uani 1 1 d U . .
H42A H 0.1003 0.3167 0.2694 0.109 Uiso 1 1 calc R . .
H42B H 0.0453 0.3347 0.2416 0.109 Uiso 1 1 calc R . .
H42C H 0.0841 0.4064 0.2574 0.109 Uiso 1 1 calc R . .
C43 C 0.0371(2) 0.3615(4) 0.1467(2) 0.0668(13) Uani 1 1 d U . .
C44 C -0.0098(2) 0.3758(4) 0.1337(2) 0.0761(14) Uani 1 1 d U . .
C45 C -0.1048(4) 0.4939(6) 0.1441(3) 0.141(3) Uani 1 1 d U . .
H45A H -0.1259 0.4742 0.1697 0.212 Uiso 1 1 calc R . .
H45B H -0.1287 0.5268 0.1253 0.212 Uiso 1 1 calc R . .
H45C H -0.0736 0.5259 0.1547 0.212 Uiso 1 1 calc R . .
C46 C -0.1285(4) 0.3268(6) 0.1156(4) 0.148(3) Uani 1 1 d U . .
H46A H -0.1204 0.2850 0.0937 0.221 Uiso 1 1 calc R . .
H46B H -0.1655 0.3481 0.1102 0.221 Uiso 1 1 calc R . .
H46C H -0.1267 0.3044 0.1458 0.221 Uiso 1 1 calc R . .
C47 C -0.0660(4) 0.4403(7) 0.0513(3) 0.138(3) Uani 1 1 d U . .
H47A H -0.0428 0.4881 0.0514 0.207 Uiso 1 1 calc R . .
H47B H -0.1015 0.4524 0.0373 0.207 Uiso 1 1 calc R . .
H47C H -0.0474 0.3981 0.0345 0.207 Uiso 1 1 calc R . .
C48 C 0.2630(2) 0.3134(3) 0.09577(19) 0.0618(11) Uani 1 1 d U . .
H48A H 0.2318 0.2921 0.0781 0.074 Uiso 1 1 calc R . .
H48B H 0.2943 0.2758 0.0929 0.074 Uiso 1 1 calc R . .
C49 C 0.2804(2) 0.3954(3) 0.0763(2) 0.0679(12) Uani 1 1 d U . .
H49A H 0.2478 0.4309 0.0762 0.081 Uiso 1 1 calc R . .
H49B H 0.3085 0.4194 0.0961 0.081 Uiso 1 1 calc R . .
C50 C 0.3041(3) 0.3910(5) 0.0286(2) 0.0899(16) Uani 1 1 d U . .
H50A H 0.3215 0.4427 0.0213 0.108 Uiso 1 1 calc R . .
H50B H 0.3333 0.3499 0.0278 0.108 Uiso 1 1 calc R . .
C51 C 0.2617(3) 0.3720(5) -0.0067(2) 0.1043(16) Uani 1 1 d U . .
H51A H 0.2302 0.4091 -0.0035 0.125 Uiso 1 1 calc R . .
H51B H 0.2476 0.3175 -0.0016 0.125 Uiso 1 1 calc R . .
C52 C 0.2838(4) 0.3774(6) -0.0546(3) 0.128(2) Uani 1 1 d U . .
H52A H 0.3121 0.3356 -0.0595 0.154 Uiso 1 1 calc R . .
H52B H 0.3015 0.4298 -0.0594 0.154 Uiso 1 1 calc R . .
C53 C 0.2333(4) 0.3658(7) -0.0899(3) 0.149(2) Uani 1 1 d U . .
H53A H 0.2187 0.3109 -0.0888 0.178 Uiso 1 1 calc R . .
H53B H 0.2029 0.4036 -0.0836 0.178 Uiso 1 1 calc R . .
C54 C 0.2601(6) 0.3833(8) -0.1360(4) 0.190(4) Uani 1 1 d U . .
H54A H 0.2729 0.4385 -0.1369 0.285 Uiso 1 1 calc R . .
H54B H 0.2327 0.3748 -0.1597 0.285 Uiso 1 1 calc R . .
H54C H 0.2915 0.3475 -0.1407 0.285 Uiso 1 1 calc R . .
C22' C 0.1766(4) 0.0260(6) 0.1955(3) 0.0796(13) Uani 0.558(5) 1 d PDU A 2
C23' C 0.1277(4) 0.0328(7) 0.2291(3) 0.1000(15) Uani 0.558(5) 1 d PDU A 2
C24' C 0.1487(4) 0.0554(8) 0.2760(3) 0.1044(15) Uani 0.558(5) 1 d PDU A 2
C25' C 0.1010(4) 0.0489(7) 0.3113(3) 0.1173(18) Uani 0.558(5) 1 d PDU A 2
F1 F 0.34099(13) 0.02796(19) 0.04267(11) 0.0731(10) Uani 1 1 d . . .
F2 F 0.35182(12) 0.16369(19) 0.04895(11) 0.0695(9) Uani 1 1 d . . .
F3 F 0.20725(13) 0.3948(2) 0.26975(11) 0.0762(10) Uani 1 1 d . . .
F4 F 0.19672(12) 0.2587(2) 0.26874(10) 0.0719(10) Uani 1 1 d . . .
N1 N 0.34015(17) 0.0862(3) 0.11724(15) 0.0583(13) Uani 1 1 d . . .
N2 N 0.26079(17) 0.1075(3) 0.06398(14) 0.0531(12) Uani 1 1 d . . .
N3 N 0.27171(16) 0.3169(3) 0.22476(14) 0.0543(12) Uani 1 1 d . . .
N4 N 0.17213(16) 0.3341(2) 0.20121(14) 0.0514(12) Uani 1 1 d . . .
Si1 Si 0.02930(11) 0.1604(2) -0.05617(10) 0.1538(13) Uani 1 1 d D . .
Si2 Si -0.07778(7) 0.40629(17) 0.11032(8) 0.1031(8) Uani 1 1 d . . .
C12 C 0.4771(3) 0.0704(4) 0.2360(2) 0.0795(15) Uani 1 1 d 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
B1 F1 1.375(7) . ?
B1 F2 1.395(7) . ?
B1 N2 1.533(7) . ?
B1 N1 1.533(8) . ?
B2 F3 1.366(7) . ?
B2 F4 1.384(7) . ?
B2 N3 1.545(7) . ?
B2 N4 1.555(7) . ?
C1 N1 1.331(7) . ?
C1 C2 1.408(9) . ?
C1 C10 1.473(8) . ?
C2 C3 1.369(8) . ?
C2 C11 1.438(8) . ?
C3 C4 1.423(8) . ?
C3 C13 1.497(9) . ?
C4 C5 1.403(8) . ?
C4 N1 1.411(7) . ?
C5 C6 1.398(8) . ?
C5 C21 1.539(8) . ?
C6 N2 1.407(7) . ?
C6 C7 1.406(8) . ?
C7 C8 1.395(8) . ?
C7 C14 1.499(8) . ?
C8 C9 1.392(8) . ?
C8 C16 1.422(8) . ?
C9 N2 1.323(7) . ?
C9 C15 1.498(8) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C12 1.188(8) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.192(9) . ?
C17 Si1 1.828(8) . ?
C18 Si1 1.786(10) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 Si1 1.832(10) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 Si1 1.816(11) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C18' Si1 1.816(10) . ?
C18' H18D 0.9600 . ?
C18' H18E 0.9600 . ?
C18' H18F 0.9600 . ?
C19' Si1 1.781(10) . ?
C19' H19D 0.9600 . ?
C19' H19E 0.9600 . ?
C19' H19F 0.9600 . ?
C20' Si1 1.864(10) . ?
C20' H20D 0.9600 . ?
C20' H20E 0.9600 . ?
C20' H20F 0.9600 . ?
C21 C22' 1.546(10) . ?
C21 C22 1.548(11) . ?
C22 C23 1.528(11) . ?
C23 C24 1.523(11) . ?
C24 C25 1.578(11) . ?
C25 C26 1.509(11) . ?
C26 C25' 1.492(11) . ?
C26 C27 1.540(9) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 N3 1.340(7) . ?
C28 C29 1.402(8) . ?
C28 C37 1.484(8) . ?
C29 C30 1.380(8) . ?
C29 C38 1.440(7) . ?
C30 C31 1.413(7) . ?
C30 C40 1.496(8) . ?
C31 N3 1.399(7) . ?
C31 C32 1.400(7) . ?
C32 C33 1.417(7) . ?
C32 C48 1.489(8) . ?
C33 N4 1.388(7) . ?
C33 C34 1.421(7) . ?
C34 C35 1.382(7) . ?
C34 C41 1.488(8) . ?
C35 C36 1.400(8) . ?
C35 C43 1.445(7) . ?
C36 N4 1.344(6) . ?
C36 C42 1.491(8) . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C38 C39 1.182(7) . ?
C39 C39 1.384(11) 4_655 ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
C43 C44 1.198(8) . ?
C44 Si2 1.823(6) . ?
C45 Si2 1.865(10) . ?
C45 H45A 0.9600 . ?
C45 H45B 0.9600 . ?
C45 H45C 0.9600 . ?
C46 Si2 1.785(9) . ?
C46 H46A 0.9600 . ?
C46 H46B 0.9600 . ?
C46 H46C 0.9600 . ?
C47 Si2 1.843(9) . ?
C47 H47A 0.9600 . ?
C47 H47B 0.9600 . ?
C47 H47C 0.9600 . ?
C48 C49 1.523(8) . ?
C48 H48A 0.9700 . ?
C48 H48B 0.9700 . ?
C49 C50 1.510(9) . ?
C49 H49A 0.9700 . ?
C49 H49B 0.9700 . ?
C50 C51 1.478(10) . ?
C50 H50A 0.9700 . ?
C50 H50B 0.9700 . ?
C51 C52 1.504(11) . ?
C51 H51A 0.9700 . ?
C51 H51B 0.9700 . ?
C52 C53 1.595(13) . ?
C52 H52A 0.9700 . ?
C52 H52B 0.9700 . ?
C53 C54 1.522(14) . ?
C53 H53A 0.9700 . ?
C53 H53B 0.9700 . ?
C54 H54A 0.9600 . ?
C54 H54B 0.9600 . ?
C54 H54C 0.9600 . ?
C22' C23' 1.525(10) . ?
C23' C24' 1.510(11) . ?
C24' C25' 1.538(10) . ?
C12 C12 1.363(12) 4_655 ?

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
F1 B1 F2 109.3(5) . . ?
F1 B1 N2 110.7(5) . . ?
F2 B1 N2 109.4(4) . . ?
F1 B1 N1 110.5(5) . . ?
F2 B1 N1 109.5(5) . . ?
N2 B1 N1 107.5(4) . . ?
F3 B2 F4 110.3(5) . . ?
F3 B2 N3 110.5(5) . . ?
F4 B2 N3 109.8(5) . . ?
F3 B2 N4 110.1(5) . . ?
F4 B2 N4 110.1(4) . . ?
N3 B2 N4 106.1(4) . . ?
N1 C1 C2 108.9(5) . . ?
N1 C1 C10 122.8(6) . . ?
C2 C1 C10 128.2(5) . . ?
C3 C2 C1 109.1(5) . . ?
C3 C2 C11 127.1(6) . . ?
C1 C2 C11 123.8(6) . . ?
C2 C3 C4 106.1(5) . . ?
C2 C3 C13 122.9(6) . . ?
C4 C3 C13 131.0(6) . . ?
C5 C4 N1 119.8(5) . . ?
C5 C4 C3 132.6(5) . . ?
N1 C4 C3 107.6(5) . . ?
C6 C5 C4 121.3(5) . . ?
C6 C5 C21 118.6(5) . . ?
C4 C5 C21 120.1(5) . . ?
C5 C6 N2 120.1(5) . . ?
C5 C6 C7 132.3(5) . . ?
N2 C6 C7 107.6(5) . . ?
C8 C7 C6 105.8(5) . . ?
C8 C7 C14 123.0(5) . . ?
C6 C7 C14 131.2(6) . . ?
C9 C8 C7 108.6(5) . . ?
C9 C8 C16 125.6(6) . . ?
C7 C8 C16 125.8(6) . . ?
N2 C9 C8 109.0(5) . . ?
N2 C9 C15 123.6(5) . . ?
C8 C9 C15 127.4(5) . . ?
C1 C10 H10A 109.5 . . ?
C1 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C1 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 C2 176.2(7) . . ?
C3 C13 H13A 109.5 . . ?
C3 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C3 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C7 C14 H14A 109.5 . . ?
C7 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C7 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C9 C15 H15A 109.5 . . ?
C9 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C9 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C8 178.0(8) . . ?
C16 C17 Si1 175.8(7) . . ?
Si1 C18 H18A 109.5 . . ?
Si1 C18 H18B 109.5 . . ?
Si1 C18 H18C 109.5 . . ?
Si1 C19 H19A 109.5 . . ?
Si1 C19 H19B 109.5 . . ?
Si1 C19 H19C 109.5 . . ?
Si1 C20 H20A 109.5 . . ?
Si1 C20 H20B 109.5 . . ?
Si1 C20 H20C 109.5 . . ?
Si1 C18' H18D 109.5 . . ?
Si1 C18' H18E 109.5 . . ?
H18D C18' H18E 109.5 . . ?
Si1 C18' H18F 109.5 . . ?
H18D C18' H18F 109.5 . . ?
H18E C18' H18F 109.5 . . ?
Si1 C19' H19D 109.5 . . ?
Si1 C19' H19E 109.5 . . ?
H19D C19' H19E 109.5 . . ?
Si1 C19' H19F 109.5 . . ?
H19D C19' H19F 109.5 . . ?
H19E C19' H19F 109.5 . . ?
Si1 C20' H20D 109.5 . . ?
Si1 C20' H20E 109.5 . . ?
H20D C20' H20E 109.5 . . ?
Si1 C20' H20F 109.5 . . ?
H20D C20' H20F 109.5 . . ?
H20E C20' H20F 109.5 . . ?
C5 C21 C22' 110.0(5) . . ?
C5 C21 C22 108.9(5) . . ?
C22' C21 C22 14.9(6) . . ?
C23 C22 C21 110.7(8) . . ?
C24 C23 C22 112.2(8) . . ?
C23 C24 C25 108.1(9) . . ?
C26 C25 C24 107.9(9) . . ?
C25' C26 C25 48.0(7) . . ?
C25' C26 C27 110.5(7) . . ?
C25 C26 C27 112.1(7) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N3 C28 C29 108.3(5) . . ?
N3 C28 C37 124.0(5) . . ?
C29 C28 C37 127.7(5) . . ?
C30 C29 C28 108.7(5) . . ?
C30 C29 C38 125.9(5) . . ?
C28 C29 C38 125.3(5) . . ?
C29 C30 C31 106.4(5) . . ?
C29 C30 C40 121.9(5) . . ?
C31 C30 C40 131.7(5) . . ?
N3 C31 C32 120.9(5) . . ?
N3 C31 C30 107.5(5) . . ?
C32 C31 C30 131.6(5) . . ?
C31 C32 C33 120.3(5) . . ?
C31 C32 C48 120.0(5) . . ?
C33 C32 C48 119.7(5) . . ?
N4 C33 C32 120.2(5) . . ?
N4 C33 C34 107.9(4) . . ?
C32 C33 C34 131.9(5) . . ?
C35 C34 C33 105.5(5) . . ?
C35 C34 C41 123.3(5) . . ?
C33 C34 C41 131.2(5) . . ?
C34 C35 C36 109.5(5) . . ?
C34 C35 C43 125.6(5) . . ?
C36 C35 C43 124.9(5) . . ?
N4 C36 C35 107.8(5) . . ?
N4 C36 C42 124.3(5) . . ?
C35 C36 C42 127.9(5) . . ?
C28 C37 H37A 109.5 . . ?
C28 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C28 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C39 C38 C29 175.6(7) . . ?
C38 C39 C39 179.1(7) . 4_655 ?
C30 C40 H40A 109.5 . . ?
C30 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C30 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C34 C41 H41A 109.5 . . ?
C34 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C34 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C36 C42 H42A 109.5 . . ?
C36 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C36 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C44 C43 C35 174.8(7) . . ?
C43 C44 Si2 173.9(6) . . ?
Si2 C45 H45A 109.5 . . ?
Si2 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
Si2 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
Si2 C46 H46A 109.5 . . ?
Si2 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
Si2 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
Si2 C47 H47A 109.5 . . ?
Si2 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
Si2 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C32 C48 C49 112.8(5) . . ?
C32 C48 H48A 109.0 . . ?
C49 C48 H48A 109.0 . . ?
C32 C48 H48B 109.0 . . ?
C49 C48 H48B 109.0 . . ?
H48A C48 H48B 107.8 . . ?
C50 C49 C48 114.0(5) . . ?
C50 C49 H49A 108.7 . . ?
C48 C49 H49A 108.7 . . ?
C50 C49 H49B 108.7 . . ?
C48 C49 H49B 108.7 . . ?
H49A C49 H49B 107.6 . . ?
C51 C50 C49 114.1(6) . . ?
C51 C50 H50A 108.7 . . ?
C49 C50 H50A 108.7 . . ?
C51 C50 H50B 108.7 . . ?
C49 C50 H50B 108.7 . . ?
H50A C50 H50B 107.6 . . ?
C50 C51 C52 114.0(7) . . ?
C50 C51 H51A 108.8 . . ?
C52 C51 H51A 108.8 . . ?
C50 C51 H51B 108.8 . . ?
C52 C51 H51B 108.8 . . ?
H51A C51 H51B 107.7 . . ?
C51 C52 C53 109.8(7) . . ?
C51 C52 H52A 109.7 . . ?
C53 C52 H52A 109.7 . . ?
C51 C52 H52B 109.7 . . ?
C53 C52 H52B 109.7 . . ?
H52A C52 H52B 108.2 . . ?
C54 C53 C52 104.1(9) . . ?
C54 C53 H53A 110.9 . . ?
C52 C53 H53A 110.9 . . ?
C54 C53 H53B 110.9 . . ?
C52 C53 H53B 110.9 . . ?
H53A C53 H53B 109.0 . . ?
C53 C54 H54A 109.5 . . ?
C53 C54 H54B 109.5 . . ?
H54A C54 H54B 109.5 . . ?
C53 C54 H54C 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C23' C22' C21 111.1(7) . . ?
C24' C23' C22' 110.9(8) . . ?
C23' C24' C25' 110.8(8) . . ?
C26 C25' C24' 109.9(9) . . ?
C1 N1 C4 108.3(5) . . ?
C1 N1 B1 125.9(5) . . ?
C4 N1 B1 125.6(4) . . ?
C9 N2 C6 109.0(4) . . ?
C9 N2 B1 125.5(5) . . ?
C6 N2 B1 125.6(4) . . ?
C28 N3 C31 109.0(4) . . ?
C28 N3 B2 125.0(4) . . ?
C31 N3 B2 126.0(4) . . ?
C36 N4 C33 109.3(4) . . ?
C36 N4 B2 124.1(4) . . ?
C33 N4 B2 126.5(4) . . ?
C19' Si1 C18 134.9(7) . . ?
C19' Si1 C18' 113.0(6) . . ?
C18 Si1 C18' 34.2(6) . . ?
C19' Si1 C20 70.8(6) . . ?
C18 Si1 C20 112.5(6) . . ?
C18' Si1 C20 138.4(7) . . ?
C19' Si1 C17 109.7(5) . . ?
C18 Si1 C17 110.2(5) . . ?
C18' Si1 C17 106.5(5) . . ?
C20 Si1 C17 110.8(6) . . ?
C19' Si1 C19 38.5(6) . . ?
C18 Si1 C19 111.2(6) . . ?
C18' Si1 C19 79.6(6) . . ?
C20 Si1 C19 108.5(6) . . ?
C17 Si1 C19 103.3(6) . . ?
C19' Si1 C20' 110.1(6) . . ?
C18 Si1 C20' 73.8(6) . . ?
C18' Si1 C20' 106.7(5) . . ?
C20 Si1 C20' 42.4(6) . . ?
C17 Si1 C20' 110.7(5) . . ?
C19 Si1 C20' 141.4(7) . . ?
C46 Si2 C44 111.1(4) . . ?
C46 Si2 C47 114.0(5) . . ?
C44 Si2 C47 107.6(3) . . ?
C46 Si2 C45 106.9(5) . . ?
C44 Si2 C45 108.5(4) . . ?
C47 Si2 C45 108.5(5) . . ?
C11 C12 C12 178.6(9) . 4_655 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 1.0(7) . . . . ?
C10 C1 C2 C3 179.0(6) . . . . ?
N1 C1 C2 C11 -178.2(5) . . . . ?
C10 C1 C2 C11 -0.2(10) . . . . ?
C1 C2 C3 C4 -0.7(7) . . . . ?
C11 C2 C3 C4 178.6(6) . . . . ?
C1 C2 C3 C13 179.6(5) . . . . ?
C11 C2 C3 C13 -1.1(10) . . . . ?
C2 C3 C4 C5 -177.8(6) . . . . ?
C13 C3 C4 C5 1.9(11) . . . . ?
C2 C3 C4 N1 0.1(6) . . . . ?
C13 C3 C4 N1 179.8(6) . . . . ?
N1 C4 C5 C6 1.0(8) . . . . ?
C3 C4 C5 C6 178.7(6) . . . . ?
N1 C4 C5 C21 179.9(5) . . . . ?
C3 C4 C5 C21 -2.5(9) . . . . ?
C4 C5 C6 N2 -4.4(8) . . . . ?
C21 C5 C6 N2 176.7(4) . . . . ?
C4 C5 C6 C7 178.6(6) . . . . ?
C21 C5 C6 C7 -0.3(9) . . . . ?
C5 C6 C7 C8 177.1(6) . . . . ?
N2 C6 C7 C8 -0.2(6) . . . . ?
C5 C6 C7 C14 -3.8(11) . . . . ?
N2 C6 C7 C14 178.9(6) . . . . ?
C6 C7 C8 C9 -0.7(7) . . . . ?
C14 C7 C8 C9 -179.9(6) . . . . ?
C6 C7 C8 C16 -179.3(6) . . . . ?
C14 C7 C8 C16 1.5(10) . . . . ?
C7 C8 C9 N2 1.3(7) . . . . ?
C16 C8 C9 N2 180.0(6) . . . . ?
C7 C8 C9 C15 179.8(6) . . . . ?
C16 C8 C9 C15 -1.5(11) . . . . ?
C3 C2 C11 C12 -59(11) . . . . ?
C1 C2 C11 C12 120(11) . . . . ?
C9 C8 C16 C17 -157(22) . . . . ?
C7 C8 C16 C17 21(23) . . . . ?
C8 C16 C17 Si1 -14(31) . . . . ?
C6 C5 C21 C22' 84.3(7) . . . . ?
C4 C5 C21 C22' -94.6(7) . . . . ?
C6 C5 C21 C22 100.1(7) . . . . ?
C4 C5 C21 C22 -78.8(8) . . . . ?
C5 C21 C22 C23 172.2(7) . . . . ?
C22' C21 C22 C23 -91(2) . . . . ?
C21 C22 C23 C24 61.8(12) . . . . ?
C22 C23 C24 C25 170.3(10) . . . . ?
C23 C24 C25 C26 92.6(11) . . . . ?
C24 C25 C26 C25' -89.9(9) . . . . ?
C24 C25 C26 C27 172.0(8) . . . . ?
N3 C28 C29 C30 0.5(6) . . . . ?
C37 C28 C29 C30 -180.0(6) . . . . ?
N3 C28 C29 C38 177.4(5) . . . . ?
C37 C28 C29 C38 -3.1(10) . . . . ?
C28 C29 C30 C31 -0.9(6) . . . . ?
C38 C29 C30 C31 -177.7(5) . . . . ?
C28 C29 C30 C40 178.7(5) . . . . ?
C38 C29 C30 C40 1.9(9) . . . . ?
C29 C30 C31 N3 1.0(6) . . . . ?
C40 C30 C31 N3 -178.6(5) . . . . ?
C29 C30 C31 C32 178.3(6) . . . . ?
C40 C30 C31 C32 -1.3(10) . . . . ?
N3 C31 C32 C33 0.8(8) . . . . ?
C30 C31 C32 C33 -176.2(5) . . . . ?
N3 C31 C32 C48 -180.0(5) . . . . ?
C30 C31 C32 C48 3.0(9) . . . . ?
C31 C32 C33 N4 -0.5(8) . . . . ?
C48 C32 C33 N4 -179.8(5) . . . . ?
C31 C32 C33 C34 178.1(5) . . . . ?
C48 C32 C33 C34 -1.2(9) . . . . ?
N4 C33 C34 C35 -0.6(6) . . . . ?
C32 C33 C34 C35 -179.3(6) . . . . ?
N4 C33 C34 C41 179.0(5) . . . . ?
C32 C33 C34 C41 0.2(10) . . . . ?
C33 C34 C35 C36 0.3(6) . . . . ?
C41 C34 C35 C36 -179.3(5) . . . . ?
C33 C34 C35 C43 178.9(5) . . . . ?
C41 C34 C35 C43 -0.7(9) . . . . ?
C34 C35 C36 N4 0.1(6) . . . . ?
C43 C35 C36 N4 -178.5(5) . . . . ?
C34 C35 C36 C42 -179.0(6) . . . . ?
C43 C35 C36 C42 2.4(10) . . . . ?
C30 C29 C38 C39 19(9) . . . . ?
C28 C29 C38 C39 -157(8) . . . . ?
C29 C38 C39 C39 99(62) . . . 4_655 ?
C34 C35 C43 C44 -34(8) . . . . ?
C36 C35 C43 C44 144(7) . . . . ?
C35 C43 C44 Si2 -19(12) . . . . ?
C31 C32 C48 C49 -86.2(6) . . . . ?
C33 C32 C48 C49 93.0(6) . . . . ?
C32 C48 C49 C50 173.5(5) . . . . ?
C48 C49 C50 C51 70.8(8) . . . . ?
C49 C50 C51 C52 173.2(7) . . . . ?
C50 C51 C52 C53 -173.5(8) . . . . ?
C51 C52 C53 C54 173.0(9) . . . . ?
C5 C21 C22' C23' -170.0(6) . . . . ?
C22 C21 C22' C23' 101(2) . . . . ?
C21 C22' C23' C24' -68.9(11) . . . . ?
C22' C23' C24' C25' -170.9(9) . . . . ?
C25 C26 C25' C24' 89.1(9) . . . . ?
C27 C26 C25' C24' -169.1(8) . . . . ?
C23' C24' C25' C26 -90.2(11) . . . . ?
C2 C1 N1 C4 -1.0(6) . . . . ?
C10 C1 N1 C4 -179.1(5) . . . . ?
C2 C1 N1 B1 174.8(5) . . . . ?
C10 C1 N1 B1 -3.4(9) . . . . ?
C5 C4 N1 C1 178.8(5) . . . . ?
C3 C4 N1 C1 0.6(6) . . . . ?
C5 C4 N1 B1 3.0(8) . . . . ?
C3 C4 N1 B1 -175.2(5) . . . . ?
F1 B1 N1 C1 61.1(7) . . . . ?
F2 B1 N1 C1 -59.4(7) . . . . ?
N2 B1 N1 C1 -178.1(5) . . . . ?
F1 B1 N1 C4 -123.9(5) . . . . ?
F2 B1 N1 C4 115.7(5) . . . . ?
N2 B1 N1 C4 -3.1(7) . . . . ?
C8 C9 N2 C6 -1.4(6) . . . . ?
C15 C9 N2 C6 180.0(5) . . . . ?
C8 C9 N2 B1 177.7(5) . . . . ?
C15 C9 N2 B1 -0.9(9) . . . . ?
C5 C6 N2 C9 -176.7(5) . . . . ?
C7 C6 N2 C9 1.0(6) . . . . ?
C5 C6 N2 B1 4.2(8) . . . . ?
C7 C6 N2 B1 -178.1(5) . . . . ?
F1 B1 N2 C9 -58.8(7) . . . . ?
F2 B1 N2 C9 61.6(7) . . . . ?
N1 B1 N2 C9 -179.5(5) . . . . ?
F1 B1 N2 C6 120.2(5) . . . . ?
F2 B1 N2 C6 -119.4(5) . . . . ?
N1 B1 N2 C6 -0.6(7) . . . . ?
C29 C28 N3 C31 0.1(6) . . . . ?
C37 C28 N3 C31 -179.4(5) . . . . ?
C29 C28 N3 B2 -179.2(5) . . . . ?
C37 C28 N3 B2 1.3(8) . . . . ?
C32 C31 N3 C28 -178.3(5) . . . . ?
C30 C31 N3 C28 -0.7(6) . . . . ?
C32 C31 N3 B2 0.9(8) . . . . ?
C30 C31 N3 B2 178.6(5) . . . . ?
F3 B2 N3 C28 57.5(7) . . . . ?
F4 B2 N3 C28 -64.3(7) . . . . ?
N4 B2 N3 C28 176.8(5) . . . . ?
F3 B2 N3 C31 -121.6(5) . . . . ?
F4 B2 N3 C31 116.6(5) . . . . ?
N4 B2 N3 C31 -2.4(7) . . . . ?
C35 C36 N4 C33 -0.5(6) . . . . ?
C42 C36 N4 C33 178.7(5) . . . . ?
C35 C36 N4 B2 -179.5(5) . . . . ?
C42 C36 N4 B2 -0.3(8) . . . . ?
C32 C33 N4 C36 179.6(5) . . . . ?
C34 C33 N4 C36 0.7(6) . . . . ?
C32 C33 N4 B2 -1.5(8) . . . . ?
C34 C33 N4 B2 179.6(5) . . . . ?
F3 B2 N4 C36 -59.0(7) . . . . ?
F4 B2 N4 C36 62.7(7) . . . . ?
N3 B2 N4 C36 -178.5(5) . . . . ?
F3 B2 N4 C33 122.2(5) . . . . ?
F4 B2 N4 C33 -116.1(5) . . . . ?
N3 B2 N4 C33 2.7(7) . . . . ?
C16 C17 Si1 C19' 165(10) . . . . ?
C16 C17 Si1 C18 6(10) . . . . ?
C16 C17 Si1 C18' 42(10) . . . . ?
C16 C17 Si1 C20 -119(10) . . . . ?
C16 C17 Si1 C19 125(10) . . . . ?
C16 C17 Si1 C20' -73(10) . . . . ?
C43 C44 Si2 C46 161(6) . . . . ?
C43 C44 Si2 C47 35(6) . . . . ?
C43 C44 Si2 C45 -82(6) . . . . ?
C2 C11 C12 C12 -85(36) . . . 4_655 ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        24.50
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.481
_refine_diff_density_min         -0.935
_refine_diff_density_rms         0.078
_exptl_crystal_preparation       ', Luminescent'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_120704a_0m
_database_code_depnum_ccdc_archive 'CCDC 1540218'
_audit_update_record             
;
2017-03-26 deposited with the CCDC.
2017-04-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        'BODIPY '
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H27 B F2 I2 N2'
_chemical_formula_weight         598.05

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'
F F 0.0171 0.0103 '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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pbca

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

_cell_length_a                   8.4609(9)
_cell_length_b                   16.0863(17)
_cell_length_c                   32.951(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4484.8(8)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9927
_cell_measurement_theta_min      2.25
_cell_measurement_theta_max      27.26

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.771
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2320
_exptl_absorpt_coefficient_mu    2.828
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7100
_exptl_absorpt_correction_T_max  0.7277
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            29883
_diffrn_reflns_av_R_equivalents  0.1212
_diffrn_reflns_av_sigmaI/netI    0.0496
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_theta_min         2.47
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3947
_reflns_number_gt                3310
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_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)+(0.1200P)²+23.9228P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3947
_refine_ls_number_parameters     249
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0624
_refine_ls_R_factor_gt           0.0532
_refine_ls_wR_factor_ref         0.1660
_refine_ls_wR_factor_gt          0.1507
_refine_ls_goodness_of_fit_ref   0.810
_refine_ls_restrained_S_all      0.810
_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
B1 B 0.0076(8) 0.6735(4) 0.3195(2) 0.0431(14) Uani 1 1 d . . .
C1 C 0.0404(7) 0.5954(3) 0.2520(2) 0.0437(12) Uani 1 1 d . . .
C2 C 0.0909(7) 0.5175(4) 0.23859(19) 0.0466(14) Uani 1 1 d . . .
C3 C 0.1265(7) 0.4686(3) 0.2713(2) 0.0456(13) Uani 1 1 d . . .
C4 C 0.0964(6) 0.5192(3) 0.30674(19) 0.0398(12) Uani 1 1 d . . .
C5 C 0.1156(6) 0.5042(3) 0.3478(2) 0.0424(13) Uani 1 1 d . . .
C6 C 0.0851(6) 0.5680(3) 0.37659(19) 0.0420(12) Uani 1 1 d . . .
C7 C 0.1005(7) 0.5704(4) 0.4200(2) 0.0484(14) Uani 1 1 d . . .
C8 C 0.0659(7) 0.6514(4) 0.43055(19) 0.0500(14) Uani 1 1 d . . .
C9 C 0.0276(7) 0.6967(4) 0.3964(2) 0.0480(14) Uani 1 1 d . . .
C10 C -0.0125(9) 0.6674(4) 0.2267(2) 0.0608(17) Uani 1 1 d . . .
H10A H -0.0997 0.6506 0.2100 0.091 Uiso 1 1 calc R . .
H10B H 0.0732 0.6856 0.2098 0.091 Uiso 1 1 calc R . .
H10C H -0.0451 0.7121 0.2441 0.091 Uiso 1 1 calc R . .
C11 C 0.1859(11) 0.3804(4) 0.2688(2) 0.073(2) Uani 1 1 d . . .
H11A H 0.1746 0.3604 0.2415 0.110 Uiso 1 1 calc R . .
H11B H 0.1256 0.3459 0.2868 0.110 Uiso 1 1 calc R . .
H11C H 0.2953 0.3788 0.2764 0.110 Uiso 1 1 calc R . .
C12 C 0.1432(10) 0.5037(5) 0.4496(2) 0.0648(18) Uani 1 1 d . . .
H12A H 0.1180 0.5218 0.4766 0.097 Uiso 1 1 calc R . .
H12B H 0.2544 0.4924 0.4478 0.097 Uiso 1 1 calc R . .
H12C H 0.0848 0.4542 0.4434 0.097 Uiso 1 1 calc R . .
C13 C -0.0198(9) 0.7861(4) 0.3933(3) 0.0633(18) Uani 1 1 d . . .
H13A H -0.0776 0.7948 0.3686 0.095 Uiso 1 1 calc R . .
H13B H 0.0730 0.8204 0.3934 0.095 Uiso 1 1 calc R . .
H13C H -0.0853 0.8004 0.4161 0.095 Uiso 1 1 calc R . .
C14 C 0.1635(7) 0.4195(3) 0.36283(19) 0.0433(12) Uani 1 1 d . . .
H14A H 0.2261 0.4259 0.3873 0.052 Uiso 1 1 calc R . .
H14B H 0.2298 0.3932 0.3425 0.052 Uiso 1 1 calc R . .
C15 C 0.0239(7) 0.3630(3) 0.3719(2) 0.0473(13) Uani 1 1 d . . .
H15A H -0.0452 0.3904 0.3912 0.057 Uiso 1 1 calc R . .
H15B H -0.0356 0.3542 0.3471 0.057 Uiso 1 1 calc R . .
C16 C 0.0739(7) 0.2795(4) 0.3890(2) 0.0497(14) Uani 1 1 d . . .
H16A H 0.1374 0.2886 0.4130 0.060 Uiso 1 1 calc R . .
H16B H 0.1397 0.2514 0.3691 0.060 Uiso 1 1 calc R . .
C17 C -0.0642(7) 0.2232(4) 0.3999(2) 0.0464(13) Uani 1 1 d . . .
H17A H -0.1299 0.2515 0.4196 0.056 Uiso 1 1 calc R . .
H17B H -0.1277 0.2143 0.3757 0.056 Uiso 1 1 calc R . .
C18 C -0.0172(7) 0.1393(3) 0.41697(19) 0.0459(13) Uani 1 1 d . . .
H18A H 0.0483 0.1475 0.4408 0.055 Uiso 1 1 calc R . .
H18B H 0.0448 0.1095 0.3970 0.055 Uiso 1 1 calc R . .
C19 C -0.1617(8) 0.0871(4) 0.4285(2) 0.0599(16) Uani 1 1 d . . .
H19A H -0.2180 0.1147 0.4504 0.072 Uiso 1 1 calc R . .
H19B H -0.2323 0.0838 0.4054 0.072 Uiso 1 1 calc R . .
F1 F 0.1077(5) 0.7383(2) 0.30903(14) 0.0667(11) Uani 1 1 d . . .
F2 F -0.1477(5) 0.6978(3) 0.31411(13) 0.0672(11) Uani 1 1 d . . .
I1 I 0.11185(7) 0.48512(3) 0.177991(15) 0.0693(2) Uani 1 1 d . . .
I2 I 0.06934(8) 0.70086(4) 0.488646(17) 0.0828(3) Uani 1 1 d . . .
N1 N 0.0455(5) 0.5970(3) 0.29263(15) 0.0404(10) Uani 1 1 d . . .
N2 N 0.0388(5) 0.6466(3) 0.36365(15) 0.0411(10) Uani 1 1 d . . .
C20 C -0.1179(11) -0.0006(5) 0.4419(3) 0.086(3) Uani 1 1 d . . .
H20A H -0.0620 -0.0282 0.4205 0.129 Uiso 1 1 calc R . .
H20B H -0.2123 -0.0311 0.4482 0.129 Uiso 1 1 calc R . .
H20C H -0.0518 0.0022 0.4656 0.129 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
B1 F2 1.382(8) . ?
B1 F1 1.386(7) . ?
B1 N2 1.541(9) . ?
B1 N1 1.549(8) . ?
C1 N1 1.340(8) . ?
C1 C2 1.396(8) . ?
C1 C10 1.495(8) . ?
C2 C3 1.367(9) . ?
C2 I1 2.071(6) . ?
C3 C4 1.448(9) . ?
C3 C11 1.506(8) . ?
C4 C5 1.385(9) . ?
C4 N1 1.403(7) . ?
C5 C6 1.419(8) . ?
C5 C14 1.505(7) . ?
C6 N2 1.391(7) . ?
C6 C7 1.438(9) . ?
C7 C8 1.379(9) . ?
C7 C12 1.493(9) . ?
C8 C9 1.379(10) . ?
C8 I2 2.073(6) . ?
C9 N2 1.349(8) . ?
C9 C13 1.497(9) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 C15 1.520(8) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.518(8) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.521(8) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.515(8) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C19 1.531(9) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.525(10) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
F2 B1 F1 109.7(5) . . ?
F2 B1 N2 111.3(5) . . ?
F1 B1 N2 109.9(5) . . ?
F2 B1 N1 110.3(5) . . ?
F1 B1 N1 109.2(5) . . ?
N2 B1 N1 106.3(4) . . ?
N1 C1 C2 108.9(5) . . ?
N1 C1 C10 123.5(5) . . ?
C2 C1 C10 127.6(6) . . ?
C3 C2 C1 109.6(6) . . ?
C3 C2 I1 126.5(4) . . ?
C1 C2 I1 123.9(5) . . ?
C2 C3 C4 105.8(5) . . ?
C2 C3 C11 124.9(6) . . ?
C4 C3 C11 129.2(6) . . ?
C5 C4 N1 121.0(5) . . ?
C5 C4 C3 132.2(5) . . ?
N1 C4 C3 106.8(5) . . ?
C4 C5 C6 120.4(5) . . ?
C4 C5 C14 120.6(5) . . ?
C6 C5 C14 119.0(6) . . ?
N2 C6 C5 120.2(5) . . ?
N2 C6 C7 107.8(5) . . ?
C5 C6 C7 131.9(5) . . ?
C8 C7 C6 104.9(6) . . ?
C8 C7 C12 124.5(6) . . ?
C6 C7 C12 130.6(6) . . ?
C9 C8 C7 110.1(6) . . ?
C9 C8 I2 123.7(5) . . ?
C7 C8 I2 126.2(5) . . ?
N2 C9 C8 108.7(5) . . ?
N2 C9 C13 122.6(6) . . ?
C8 C9 C13 128.7(6) . . ?
C1 C10 H10A 109.5 . . ?
C1 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C1 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C3 C11 H11A 109.5 . . ?
C3 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C3 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C7 C12 H12A 109.5 . . ?
C7 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C7 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 C13 H13A 109.5 . . ?
C9 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C9 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C5 C14 C15 113.3(5) . . ?
C5 C14 H14A 108.9 . . ?
C15 C14 H14A 108.9 . . ?
C5 C14 H14B 108.9 . . ?
C15 C14 H14B 108.9 . . ?
H14A C14 H14B 107.7 . . ?
C16 C15 C14 112.7(5) . . ?
C16 C15 H15A 109.1 . . ?
C14 C15 H15A 109.1 . . ?
C16 C15 H15B 109.1 . . ?
C14 C15 H15B 109.1 . . ?
H15A C15 H15B 107.8 . . ?
C15 C16 C17 113.6(5) . . ?
C15 C16 H16A 108.8 . . ?
C17 C16 H16A 108.8 . . ?
C15 C16 H16B 108.8 . . ?
C17 C16 H16B 108.8 . . ?
H16A C16 H16B 107.7 . . ?
C18 C17 C16 114.6(5) . . ?
C18 C17 H17A 108.6 . . ?
C16 C17 H17A 108.6 . . ?
C18 C17 H17B 108.6 . . ?
C16 C17 H17B 108.6 . . ?
H17A C17 H17B 107.6 . . ?
C17 C18 C19 111.8(5) . . ?
C17 C18 H18A 109.3 . . ?
C19 C18 H18A 109.3 . . ?
C17 C18 H18B 109.3 . . ?
C19 C18 H18B 109.3 . . ?
H18A C18 H18B 107.9 . . ?
C20 C19 C18 112.7(6) . . ?
C20 C19 H19A 109.1 . . ?
C18 C19 H19A 109.1 . . ?
C20 C19 H19B 109.1 . . ?
C18 C19 H19B 109.1 . . ?
H19A C19 H19B 107.8 . . ?
C1 N1 C4 108.9(5) . . ?
C1 N1 B1 125.4(5) . . ?
C4 N1 B1 125.6(5) . . ?
C9 N2 C6 108.5(5) . . ?
C9 N2 B1 125.1(5) . . ?
C6 N2 B1 126.3(5) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         1.048
_refine_diff_density_min         -1.246
_refine_diff_density_rms         0.125
_exptl_crystal_preparation       ', Luminescent'
