# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ydkr
_database_code_depnum_ccdc_archive 'CCDC 1458020'
_audit_update_record             
;
2016-03-07 deposited with the CCDC.
2016-04-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H19 B F2 I2 N2'
_chemical_formula_weight         674.05

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'
N N 0.0061 0.0033 '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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   9.8811(6)
_cell_length_b                   21.9613(11)
_cell_length_c                   11.8955(7)
_cell_angle_alpha                90
_cell_angle_beta                 106.396(7)
_cell_angle_gamma                90
_cell_volume                     2476.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    19914
_cell_measurement_theta_min      6.03
_cell_measurement_theta_max      55.06

_exptl_crystal_description       equiaxed
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.808
_exptl_crystal_F_000             1296
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    2.573
_shelx_estimated_absorpt_T_min   0.783
_shelx_estimated_absorpt_T_max   0.783
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  goniometer
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23042
_diffrn_reflns_av_unetI/netI     0.0399
_diffrn_reflns_av_R_equivalents  0.0473
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.013
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5674
_reflns_number_gt                5118
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5674
_refine_ls_number_parameters     307
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0402
_refine_ls_R_factor_gt           0.0347
_refine_ls_wR_factor_ref         0.1159
_refine_ls_wR_factor_gt          0.1108
_refine_ls_goodness_of_fit_ref   0.923
_refine_ls_restrained_S_all      0.923
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I001 I 0.01175(2) 0.38500(2) 0.47190(2) 0.02403(10) Uani 1 1 d . . . . .
I002 I 0.59301(3) 0.93246(2) 0.46133(2) 0.02849(10) Uani 1 1 d . . . . .
F003 F 0.3940(2) 0.63673(9) 0.41969(18) 0.0284(4) Uani 1 1 d . . . . .
F004 F 0.2682(2) 0.64863(9) 0.2293(2) 0.0321(5) Uani 1 1 d . . . . .
N005 N 0.5184(3) 0.66158(12) 0.2792(2) 0.0197(5) Uani 1 1 d . . . . .
N006 N 0.4102(3) 0.55743(12) 0.2847(2) 0.0195(5) Uani 1 1 d . . . . .
C007 C 0.1458(3) 0.44213(14) 0.4121(3) 0.0213(6) Uani 1 1 d . . . . .
C008 C 0.5696(4) 0.84192(13) 0.4027(3) 0.0206(6) Uani 1 1 d . . . . .
C009 C 0.0906(3) 0.49143(15) 0.3443(3) 0.0221(6) Uani 1 1 d . . . . .
H1 H -0.0076 0.4997 0.3258 0.026 Uiso 1 1 calc R U . . .
C00A C 0.4441(4) 0.82503(15) 0.3221(3) 0.0231(7) Uani 1 1 d . . . . .
H2 H 0.3703 0.8538 0.2949 0.028 Uiso 1 1 calc R U . . .
C00B C 0.1782(3) 0.52954(15) 0.3023(3) 0.0228(7) Uani 1 1 d . . . . .
H3 H 0.1397 0.5638 0.2554 0.027 Uiso 1 1 calc R U . . .
C00C C 0.6617(3) 0.74116(14) 0.4022(3) 0.0206(6) Uani 1 1 d . . . . .
H4 H 0.7353 0.7124 0.4299 0.025 Uiso 1 1 calc R U . . .
C00D C 0.5008(3) 0.53549(15) 0.2297(3) 0.0201(6) Uani 1 1 d . . . . .
C00E C 0.3217(3) 0.51742(14) 0.3291(3) 0.0195(6) Uani 1 1 d . . . . .
C00F C 0.8435(4) 0.65367(16) 0.1972(3) 0.0226(7) Uani 1 1 d . . . . .
H5 H 0.8749 0.6176 0.2409 0.027 Uiso 1 1 calc R U . . .
C00G C 0.5370(3) 0.72354(14) 0.3201(3) 0.0192(6) Uani 1 1 d . . . . .
C00H C 0.6044(3) 0.63658(15) 0.2227(3) 0.0194(6) Uani 1 1 d . . . . .
C00I C 0.6285(4) 0.43764(14) 0.2398(3) 0.0224(7) Uani 1 1 d . . . . .
H6 H 0.7123 0.4581 0.2816 0.027 Uiso 1 1 calc R U . . .
C00J C 0.6602(3) 0.72681(14) 0.1140(3) 0.0219(6) Uani 1 1 d . . . . .
H7 H 0.5665 0.7413 0.1016 0.026 Uiso 1 1 calc R U . . .
C00K C 0.5023(3) 0.46999(14) 0.2008(3) 0.0195(6) Uani 1 1 d . . . . .
C00L C 0.4283(3) 0.76544(15) 0.2819(3) 0.0210(6) Uani 1 1 d . . . . .
H8 H 0.3422 0.7531 0.2276 0.025 Uiso 1 1 calc R U . . .
C00M C 0.6790(4) 0.80056(15) 0.4439(3) 0.0242(7) Uani 1 1 d . . . . .
H9 H 0.7641 0.8127 0.4995 0.029 Uiso 1 1 calc R U . . .
C00N C 0.2899(3) 0.42905(14) 0.4404(3) 0.0213(6) Uani 1 1 d . . . . .
H10 H 0.3277 0.3946 0.4872 0.026 Uiso 1 1 calc R U . . .
C00O C 0.7050(3) 0.67368(14) 0.1800(3) 0.0198(6) Uani 1 1 d . . . . .
C00P C 0.3771(3) 0.46736(15) 0.3988(3) 0.0198(6) Uani 1 1 d . . . . .
H11 H 0.4754 0.4593 0.4182 0.024 Uiso 1 1 calc R U . . .
C00Q C 0.7537(4) 0.75806(15) 0.0668(3) 0.0239(7) Uani 1 1 d . . . . .
H12 H 0.7225 0.7933 0.0206 0.029 Uiso 1 1 calc R U . . .
C00R C 0.6321(4) 0.37595(15) 0.2178(3) 0.0257(7) Uani 1 1 d . . . . .
H13 H 0.7178 0.3540 0.2459 0.031 Uiso 1 1 calc R U . . .
C00S C 0.8905(4) 0.73876(15) 0.0861(3) 0.0229(7) Uani 1 1 d . . . . .
H14 H 0.9541 0.7612 0.0553 0.027 Uiso 1 1 calc R U . . .
C00T C 0.3813(4) 0.44021(14) 0.1361(3) 0.0217(6) Uani 1 1 d . . . . .
H15 H 0.2957 0.4622 0.1079 0.026 Uiso 1 1 calc R U . . .
C00U C 0.9353(4) 0.68624(16) 0.1508(3) 0.0258(7) Uani 1 1 d . . . . .
H16 H 1.0296 0.6725 0.1633 0.031 Uiso 1 1 calc R U . . .
C00V C 0.5947(4) 0.57457(14) 0.1970(3) 0.0206(6) Uani 1 1 d . . . . .
H17 H 0.6550 0.5580 0.1551 0.025 Uiso 1 1 calc R U . . .
C00W C 0.3851(4) 0.37817(15) 0.1124(3) 0.0245(7) Uani 1 1 d . . . . .
H18 H 0.3024 0.3580 0.0677 0.029 Uiso 1 1 calc R U . . .
C00X C 0.5099(4) 0.34594(15) 0.1542(3) 0.0247(7) Uani 1 1 d . . . . .
H19 H 0.5122 0.3035 0.1397 0.030 Uiso 1 1 calc R U . . .
B00Y B 0.3936(4) 0.62695(17) 0.3043(4) 0.0212(7) 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
I001 C007 2.090(3) . ?
I002 C008 2.098(3) . ?
F003 B00Y 1.389(4) . ?
F004 B00Y 1.391(4) . ?
N005 C00H 1.341(4) . ?
N005 C00G 1.439(4) . ?
N005 B00Y 1.547(5) . ?
N006 C00D 1.338(4) . ?
N006 C00E 1.441(4) . ?
N006 B00Y 1.560(4) . ?
C007 C009 1.368(5) . ?
C007 C00N 1.397(5) . ?
C008 C00A 1.387(5) . ?
C008 C00M 1.390(5) . ?
C009 C00B 1.394(5) . ?
C009 H1 0.9500 . ?
C00A C00L 1.387(5) . ?
C00A H2 0.9500 . ?
C00B C00E 1.388(5) . ?
C00B H3 0.9500 . ?
C00C C00M 1.388(4) . ?
C00C C00G 1.394(4) . ?
C00C H4 0.9500 . ?
C00D C00V 1.398(5) . ?
C00D C00K 1.480(4) . ?
C00E C00P 1.393(5) . ?
C00F C00U 1.387(5) . ?
C00F C00O 1.396(5) . ?
C00F H5 0.9500 . ?
C00G C00L 1.390(5) . ?
C00H C00V 1.393(4) . ?
C00H C00O 1.482(4) . ?
C00I C00R 1.382(4) . ?
C00I C00K 1.395(5) . ?
C00I H6 0.9500 . ?
C00J C00Q 1.390(5) . ?
C00J C00O 1.407(5) . ?
C00J H7 0.9500 . ?
C00K C00T 1.389(5) . ?
C00L H8 0.9500 . ?
C00M H9 0.9500 . ?
C00N C00P 1.391(5) . ?
C00N H10 0.9500 . ?
C00P H11 0.9500 . ?
C00Q C00S 1.373(5) . ?
C00Q H12 0.9500 . ?
C00R C00X 1.396(5) . ?
C00R H13 0.9500 . ?
C00S C00U 1.388(5) . ?
C00S H14 0.9500 . ?
C00T C00W 1.394(4) . ?
C00T H15 0.9500 . ?
C00U H16 0.9500 . ?
C00V H17 0.9500 . ?
C00W C00X 1.386(5) . ?
C00W H18 0.9500 . ?
C00X H19 0.9500 . ?

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
C00H N005 C00G 121.2(3) . . ?
C00H N005 B00Y 123.2(3) . . ?
C00G N005 B00Y 115.6(2) . . ?
C00D N006 C00E 121.2(3) . . ?
C00D N006 B00Y 122.6(3) . . ?
C00E N006 B00Y 116.2(3) . . ?
C009 C007 C00N 121.0(3) . . ?
C009 C007 I001 119.4(2) . . ?
C00N C007 I001 119.7(2) . . ?
C00A C008 C00M 121.5(3) . . ?
C00A C008 I002 118.5(2) . . ?
C00M C008 I002 120.0(2) . . ?
C007 C009 C00B 120.1(3) . . ?
C007 C009 H1 119.9 . . ?
C00B C009 H1 119.9 . . ?
C008 C00A C00L 118.9(3) . . ?
C008 C00A H2 120.6 . . ?
C00L C00A H2 120.6 . . ?
C00E C00B C009 120.0(3) . . ?
C00E C00B H3 120.0 . . ?
C009 C00B H3 120.0 . . ?
C00M C00C C00G 120.4(3) . . ?
C00M C00C H4 119.8 . . ?
C00G C00C H4 119.8 . . ?
N006 C00D C00V 120.2(3) . . ?
N006 C00D C00K 121.0(3) . . ?
C00V C00D C00K 118.7(3) . . ?
C00B C00E C00P 119.5(3) . . ?
C00B C00E N006 119.0(3) . . ?
C00P C00E N006 121.5(3) . . ?
C00U C00F C00O 120.2(3) . . ?
C00U C00F H5 119.9 . . ?
C00O C00F H5 119.9 . . ?
C00L C00G C00C 119.6(3) . . ?
C00L C00G N005 120.1(3) . . ?
C00C C00G N005 120.2(3) . . ?
N005 C00H C00V 119.7(3) . . ?
N005 C00H C00O 121.9(3) . . ?
C00V C00H C00O 118.3(3) . . ?
C00R C00I C00K 120.3(3) . . ?
C00R C00I H6 119.9 . . ?
C00K C00I H6 119.9 . . ?
C00Q C00J C00O 119.6(3) . . ?
C00Q C00J H7 120.2 . . ?
C00O C00J H7 120.2 . . ?
C00T C00K C00I 119.5(3) . . ?
C00T C00K C00D 121.5(3) . . ?
C00I C00K C00D 119.0(3) . . ?
C00A C00L C00G 120.7(3) . . ?
C00A C00L H8 119.7 . . ?
C00G C00L H8 119.7 . . ?
C00C C00M C008 118.9(3) . . ?
C00C C00M H9 120.6 . . ?
C008 C00M H9 120.6 . . ?
C00P C00N C007 118.7(3) . . ?
C00P C00N H10 120.6 . . ?
C007 C00N H10 120.6 . . ?
C00F C00O C00J 119.0(3) . . ?
C00F C00O C00H 120.1(3) . . ?
C00J C00O C00H 120.8(3) . . ?
C00N C00P C00E 120.7(3) . . ?
C00N C00P H11 119.6 . . ?
C00E C00P H11 119.6 . . ?
C00S C00Q C00J 121.1(3) . . ?
C00S C00Q H12 119.5 . . ?
C00J C00Q H12 119.5 . . ?
C00I C00R C00X 120.1(3) . . ?
C00I C00R H13 120.0 . . ?
C00X C00R H13 120.0 . . ?
C00Q C00S C00U 119.6(3) . . ?
C00Q C00S H14 120.2 . . ?
C00U C00S H14 120.2 . . ?
C00K C00T C00W 120.3(3) . . ?
C00K C00T H15 119.9 . . ?
C00W C00T H15 119.9 . . ?
C00F C00U C00S 120.5(3) . . ?
C00F C00U H16 119.8 . . ?
C00S C00U H16 119.8 . . ?
C00H C00V C00D 123.3(3) . . ?
C00H C00V H17 118.4 . . ?
C00D C00V H17 118.4 . . ?
C00X C00W C00T 119.9(3) . . ?
C00X C00W H18 120.1 . . ?
C00T C00W H18 120.1 . . ?
C00W C00X C00R 119.9(3) . . ?
C00W C00X H19 120.0 . . ?
C00R C00X H19 120.0 . . ?
F003 B00Y F004 109.6(3) . . ?
F003 B00Y N005 109.5(3) . . ?
F004 B00Y N005 108.8(3) . . ?
F003 B00Y N006 109.1(3) . . ?
F004 B00Y N006 110.6(3) . . ?
N005 B00Y N006 109.2(3) . . ?

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
C00N C007 C009 C00B 0.0(5) . . . . ?
I001 C007 C009 C00B -179.1(2) . . . . ?
C00M C008 C00A C00L -0.1(5) . . . . ?
I002 C008 C00A C00L 179.3(2) . . . . ?
C007 C009 C00B C00E 0.1(5) . . . . ?
C00E N006 C00D C00V -174.1(3) . . . . ?
B00Y N006 C00D C00V 6.1(5) . . . . ?
C00E N006 C00D C00K 6.8(5) . . . . ?
B00Y N006 C00D C00K -173.0(3) . . . . ?
C009 C00B C00E C00P -0.6(5) . . . . ?
C009 C00B C00E N006 180.0(3) . . . . ?
C00D N006 C00E C00B -130.5(3) . . . . ?
B00Y N006 C00E C00B 49.3(4) . . . . ?
C00D N006 C00E C00P 50.1(4) . . . . ?
B00Y N006 C00E C00P -130.1(3) . . . . ?
C00M C00C C00G C00L -1.5(5) . . . . ?
C00M C00C C00G N005 -178.6(3) . . . . ?
C00H N005 C00G C00L 121.6(3) . . . . ?
B00Y N005 C00G C00L -58.0(4) . . . . ?
C00H N005 C00G C00C -61.3(4) . . . . ?
B00Y N005 C00G C00C 119.1(3) . . . . ?
C00G N005 C00H C00V 172.2(3) . . . . ?
B00Y N005 C00H C00V -8.2(5) . . . . ?
C00G N005 C00H C00O -11.5(5) . . . . ?
B00Y N005 C00H C00O 168.1(3) . . . . ?
C00R C00I C00K C00T -2.3(5) . . . . ?
C00R C00I C00K C00D 177.7(3) . . . . ?
N006 C00D C00K C00T 55.1(4) . . . . ?
C00V C00D C00K C00T -124.1(4) . . . . ?
N006 C00D C00K C00I -124.9(3) . . . . ?
C00V C00D C00K C00I 55.9(4) . . . . ?
C008 C00A C00L C00G -1.0(5) . . . . ?
C00C C00G C00L C00A 1.8(5) . . . . ?
N005 C00G C00L C00A 179.0(3) . . . . ?
C00G C00C C00M C008 0.4(5) . . . . ?
C00A C008 C00M C00C 0.4(5) . . . . ?
I002 C008 C00M C00C -179.0(2) . . . . ?
C009 C007 C00N C00P 0.3(5) . . . . ?
I001 C007 C00N C00P 179.4(2) . . . . ?
C00U C00F C00O C00J 0.7(5) . . . . ?
C00U C00F C00O C00H 175.8(3) . . . . ?
C00Q C00J C00O C00F 0.3(5) . . . . ?
C00Q C00J C00O C00H -174.8(3) . . . . ?
N005 C00H C00O C00F 135.5(3) . . . . ?
C00V C00H C00O C00F -48.1(4) . . . . ?
N005 C00H C00O C00J -49.5(4) . . . . ?
C00V C00H C00O C00J 126.9(3) . . . . ?
C007 C00N C00P C00E -0.8(5) . . . . ?
C00B C00E C00P C00N 0.9(5) . . . . ?
N006 C00E C00P C00N -179.7(3) . . . . ?
C00O C00J C00Q C00S -1.6(5) . . . . ?
C00K C00I C00R C00X 1.4(5) . . . . ?
C00J C00Q C00S C00U 1.8(5) . . . . ?
C00I C00K C00T C00W 1.4(5) . . . . ?
C00D C00K C00T C00W -178.6(3) . . . . ?
C00O C00F C00U C00S -0.5(5) . . . . ?
C00Q C00S C00U C00F -0.8(5) . . . . ?
N005 C00H C00V C00D -1.6(5) . . . . ?
C00O C00H C00V C00D -178.1(3) . . . . ?
N006 C00D C00V C00H 2.7(5) . . . . ?
C00K C00D C00V C00H -178.2(3) . . . . ?
C00K C00T C00W C00X 0.4(5) . . . . ?
C00T C00W C00X C00R -1.4(5) . . . . ?
C00I C00R C00X C00W 0.5(5) . . . . ?
C00H N005 B00Y F003 134.3(3) . . . . ?
C00G N005 B00Y F003 -46.1(4) . . . . ?
C00H N005 B00Y F004 -106.0(3) . . . . ?
C00G N005 B00Y F004 73.6(3) . . . . ?
C00H N005 B00Y N006 14.8(4) . . . . ?
C00G N005 B00Y N006 -165.6(3) . . . . ?
C00D N006 B00Y F003 -133.4(3) . . . . ?
C00E N006 B00Y F003 46.8(4) . . . . ?
C00D N006 B00Y F004 106.1(3) . . . . ?
C00E N006 B00Y F004 -73.8(4) . . . . ?
C00D N006 B00Y N005 -13.6(4) . . . . ?
C00E N006 B00Y N005 166.5(3) . . . . ?

_refine_diff_density_max         1.321
_refine_diff_density_min         -0.984
_refine_diff_density_rms         0.130

####################################################################### 
# 
# 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_ydkr
_database_code_depnum_ccdc_archive 'CCDC 1458021'
_audit_update_record             
;
2016-03-07 deposited with the CCDC.
2016-04-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H19 B F2 I2 N2 O0'
_chemical_formula_weight         674.05

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'
O O 0.0106 0.0060 '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'
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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.1509(19)
_cell_length_b                   10.2761(19)
_cell_length_c                   13.098(2)
_cell_angle_alpha                73.482(5)
_cell_angle_beta                 71.610(5)
_cell_angle_gamma                76.301(5)
_cell_volume                     1226.7(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    9716
_cell_measurement_theta_min      6.11
_cell_measurement_theta_max      54.95

_exptl_crystal_description       equiaxed
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.825
_exptl_crystal_F_000             648
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    2.597
_shelx_estimated_absorpt_T_min   0.781
_shelx_estimated_absorpt_T_max   0.781
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  goniometer
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11928
_diffrn_reflns_av_unetI/netI     0.0782
_diffrn_reflns_av_R_equivalents  0.0545
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.057
_diffrn_reflns_theta_max         27.478
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             5587
_reflns_number_gt                4721
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5587
_refine_ls_number_parameters     307
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0549
_refine_ls_R_factor_gt           0.0441
_refine_ls_wR_factor_ref         0.1506
_refine_ls_wR_factor_gt          0.1352
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I001 I -0.17051(3) 0.09925(3) 0.69847(2) 0.02918(13) Uani 1 1 d . . . . .
I002 I 0.33400(3) 0.18374(4) 1.03784(2) 0.03454(14) Uani 1 1 d . . . . .
F003 F 0.4466(3) 0.1786(3) 0.2935(2) 0.0255(5) Uani 1 1 d . . . . .
F004 F 0.3975(3) 0.4051(3) 0.2942(2) 0.0259(6) Uani 1 1 d . . . . .
N005 N 0.4394(4) 0.2440(4) 0.4590(3) 0.0212(7) Uani 1 1 d . . . . .
N006 N 0.6364(4) 0.2884(4) 0.2854(3) 0.0201(7) Uani 1 1 d . . . . .
C007 C 0.4730(4) 0.2480(4) 0.6371(3) 0.0193(8) Uani 1 1 d . . . . .
C008 C 0.4002(4) 0.2083(5) 0.8654(3) 0.0230(9) Uani 1 1 d . . . . .
C009 C 0.9482(4) 0.3218(4) 0.3499(4) 0.0233(9) Uani 1 1 d . . . . .
H1 H 0.9288 0.2611 0.4207 0.028 Uiso 1 1 calc R U . . .
C00A C 0.5166(4) 0.2716(4) 0.5148(3) 0.0179(8) Uani 1 1 d . . . . .
C00B C 0.8448(4) 0.3670(4) 0.2932(3) 0.0180(8) Uani 1 1 d . . . . .
C00C C 0.0320(4) 0.1481(5) 0.6184(4) 0.0240(9) Uani 1 1 d . . . . .
C00D C 0.3001(4) 0.2102(4) 0.5148(4) 0.0215(9) Uani 1 1 d . . . . .
C00E C 0.3872(5) 0.1061(5) 0.8187(4) 0.0261(9) Uani 1 1 d . . . . .
H2 H 0.3537 0.0243 0.8644 0.031 Uiso 1 1 calc R U . . .
C00F C 0.4525(4) 0.3255(4) 0.8001(4) 0.0218(9) Uani 1 1 d . . . . .
H3 H 0.4637 0.3925 0.8327 0.026 Uiso 1 1 calc R U . . .
C00G C 0.6429(4) 0.3188(4) 0.4567(3) 0.0217(8) Uani 1 1 d . . . . .
H4 H 0.6896 0.3498 0.4956 0.026 Uiso 1 1 calc R U . . .
C00H C 0.4887(4) 0.3443(4) 0.6861(4) 0.0222(9) Uani 1 1 d . . . . .
H5 H 0.5250 0.4250 0.6408 0.027 Uiso 1 1 calc R U . . .
C00I C 0.1963(5) 0.3035(5) 0.5682(4) 0.0252(9) Uani 1 1 d . . . . .
H6 H 0.2176 0.3888 0.5679 0.030 Uiso 1 1 calc R U . . .
C00J C 0.8737(4) 0.4598(4) 0.1904(4) 0.0230(9) Uani 1 1 d . . . . .
H7 H 0.8040 0.4926 0.1507 0.028 Uiso 1 1 calc R U . . .
C00K C 1.0030(5) 0.5043(5) 0.1460(4) 0.0254(9) Uani 1 1 d . . . . .
H8 H 1.0214 0.5686 0.0769 0.030 Uiso 1 1 calc R U . . .
C00L C 0.1328(5) 0.0571(5) 0.5630(4) 0.0245(9) Uani 1 1 d . . . . .
H9 H 0.1101 -0.0265 0.5607 0.029 Uiso 1 1 calc R U . . .
C00M C 0.4242(4) 0.1273(4) 0.7046(4) 0.0233(9) Uani 1 1 d . . . . .
H10 H 0.4163 0.0590 0.6718 0.028 Uiso 1 1 calc R U . . .
C00N C 0.6451(5) 0.3035(5) 0.0932(4) 0.0260(9) Uani 1 1 d . . . . .
H11 H 0.5542 0.3580 0.1036 0.031 Uiso 1 1 calc R U . . .
C00O C 0.8409(5) 0.1710(5) 0.1649(4) 0.0252(9) Uani 1 1 d . . . . .
H12 H 0.8827 0.1347 0.2247 0.030 Uiso 1 1 calc R U . . .
C00P C 0.7056(4) 0.3233(4) 0.3439(3) 0.0197(8) Uani 1 1 d . . . . .
C00Q C 0.2663(4) 0.0881(4) 0.5109(4) 0.0235(9) Uani 1 1 d . . . . .
H13 H 0.3356 0.0261 0.4723 0.028 Uiso 1 1 calc R U . . .
C00R C 0.8475(5) 0.1902(5) -0.0243(4) 0.0305(10) Uani 1 1 d . . . . .
H14 H 0.8958 0.1698 -0.0944 0.037 Uiso 1 1 calc R U . . .
C00S C 0.7150(5) 0.2702(5) -0.0090(4) 0.0287(10) Uani 1 1 d . . . . .
H15 H 0.6716 0.3025 -0.0681 0.034 Uiso 1 1 calc R U . . .
C00T C 1.0785(5) 0.3633(5) 0.3056(4) 0.0269(9) Uani 1 1 d . . . . .
H16 H 1.1489 0.3300 0.3446 0.032 Uiso 1 1 calc R U . . .
C00U C 0.0635(5) 0.2721(5) 0.6212(4) 0.0256(9) Uani 1 1 d . . . . .
H17 H -0.0063 0.3342 0.6593 0.031 Uiso 1 1 calc R U . . .
C00V C 1.1048(5) 0.4548(5) 0.2029(4) 0.0275(10) Uani 1 1 d . . . . .
H18 H 1.1942 0.4835 0.1715 0.033 Uiso 1 1 calc R U . . .
C00W C 0.9088(5) 0.1405(5) 0.0620(4) 0.0289(10) Uani 1 1 d . . . . .
H19 H 0.9989 0.0845 0.0513 0.035 Uiso 1 1 calc R U . . .
C00X C 0.7084(4) 0.2570(4) 0.1783(4) 0.0222(9) Uani 1 1 d . . . . .
B00Y B 0.4786(5) 0.2786(5) 0.3304(4) 0.0223(10) 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
I001 C00C 2.099(4) . ?
I002 C008 2.102(4) . ?
F003 B00Y 1.391(5) . ?
F004 B00Y 1.408(5) . ?
N005 C00A 1.346(5) . ?
N005 C00D 1.446(5) . ?
N005 B00Y 1.557(6) . ?
N006 C00P 1.351(5) . ?
N006 C00X 1.450(5) . ?
N006 B00Y 1.540(6) . ?
C007 C00H 1.385(6) . ?
C007 C00M 1.398(6) . ?
C007 C00A 1.484(6) . ?
C008 C00F 1.376(6) . ?
C008 C00E 1.406(6) . ?
C009 C00T 1.382(6) . ?
C009 C00B 1.391(6) . ?
C009 H1 0.9500 . ?
C00A C00G 1.388(6) . ?
C00B C00J 1.401(6) . ?
C00B C00P 1.476(6) . ?
C00C C00L 1.384(6) . ?
C00C C00U 1.397(6) . ?
C00D C00Q 1.395(6) . ?
C00D C00I 1.398(6) . ?
C00E C00M 1.386(6) . ?
C00E H2 0.9500 . ?
C00F C00H 1.388(6) . ?
C00F H3 0.9500 . ?
C00G C00P 1.405(6) . ?
C00G H4 0.9500 . ?
C00H H5 0.9500 . ?
C00I C00U 1.376(6) . ?
C00I H6 0.9500 . ?
C00J C00K 1.386(6) . ?
C00J H7 0.9500 . ?
C00K C00V 1.380(6) . ?
C00K H8 0.9500 . ?
C00L C00Q 1.379(6) . ?
C00L H9 0.9500 . ?
C00M H10 0.9500 . ?
C00N C00X 1.375(6) . ?
C00N C00S 1.399(6) . ?
C00N H11 0.9500 . ?
C00O C00W 1.393(6) . ?
C00O C00X 1.413(6) . ?
C00O H12 0.9500 . ?
C00Q H13 0.9500 . ?
C00R C00W 1.376(7) . ?
C00R C00S 1.388(7) . ?
C00R H14 0.9500 . ?
C00S H15 0.9500 . ?
C00T C00V 1.392(7) . ?
C00T H16 0.9500 . ?
C00U H17 0.9500 . ?
C00V H18 0.9500 . ?
C00W H19 0.9500 . ?

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
C00A N005 C00D 120.6(4) . . ?
C00A N005 B00Y 122.1(4) . . ?
C00D N005 B00Y 116.0(3) . . ?
C00P N006 C00X 121.2(3) . . ?
C00P N006 B00Y 121.3(3) . . ?
C00X N006 B00Y 117.5(3) . . ?
C00H C007 C00M 118.9(4) . . ?
C00H C007 C00A 119.2(4) . . ?
C00M C007 C00A 121.8(4) . . ?
C00F C008 C00E 121.2(4) . . ?
C00F C008 I002 119.4(3) . . ?
C00E C008 I002 119.3(3) . . ?
C00T C009 C00B 121.5(4) . . ?
C00T C009 H1 119.2 . . ?
C00B C009 H1 119.2 . . ?
N005 C00A C00G 119.1(4) . . ?
N005 C00A C007 121.8(4) . . ?
C00G C00A C007 119.1(4) . . ?
C009 C00B C00J 118.5(4) . . ?
C009 C00B C00P 120.2(4) . . ?
C00J C00B C00P 121.3(4) . . ?
C00L C00C C00U 120.7(4) . . ?
C00L C00C I001 119.4(3) . . ?
C00U C00C I001 119.9(3) . . ?
C00Q C00D C00I 119.6(4) . . ?
C00Q C00D N005 120.4(4) . . ?
C00I C00D N005 119.9(4) . . ?
C00M C00E C008 118.6(4) . . ?
C00M C00E H2 120.7 . . ?
C008 C00E H2 120.7 . . ?
C008 C00F C00H 119.0(4) . . ?
C008 C00F H3 120.5 . . ?
C00H C00F H3 120.5 . . ?
C00A C00G C00P 123.9(4) . . ?
C00A C00G H4 118.1 . . ?
C00P C00G H4 118.1 . . ?
C007 C00H C00F 121.4(4) . . ?
C007 C00H H5 119.3 . . ?
C00F C00H H5 119.3 . . ?
C00U C00I C00D 120.2(4) . . ?
C00U C00I H6 119.9 . . ?
C00D C00I H6 119.9 . . ?
C00K C00J C00B 120.6(4) . . ?
C00K C00J H7 119.7 . . ?
C00B C00J H7 119.7 . . ?
C00V C00K C00J 119.6(4) . . ?
C00V C00K H8 120.2 . . ?
C00J C00K H8 120.2 . . ?
C00Q C00L C00C 119.7(4) . . ?
C00Q C00L H9 120.2 . . ?
C00C C00L H9 120.2 . . ?
C00E C00M C007 120.8(4) . . ?
C00E C00M H10 119.6 . . ?
C007 C00M H10 119.6 . . ?
C00X C00N C00S 119.7(4) . . ?
C00X C00N H11 120.1 . . ?
C00S C00N H11 120.1 . . ?
C00W C00O C00X 118.6(4) . . ?
C00W C00O H12 120.7 . . ?
C00X C00O H12 120.7 . . ?
N006 C00P C00G 119.0(4) . . ?
N006 C00P C00B 122.2(4) . . ?
C00G C00P C00B 118.7(4) . . ?
C00L C00Q C00D 120.2(4) . . ?
C00L C00Q H13 119.9 . . ?
C00D C00Q H13 119.9 . . ?
C00W C00R C00S 119.9(4) . . ?
C00W C00R H14 120.1 . . ?
C00S C00R H14 120.1 . . ?
C00R C00S C00N 120.2(4) . . ?
C00R C00S H15 119.9 . . ?
C00N C00S H15 119.9 . . ?
C009 C00T C00V 118.8(4) . . ?
C009 C00T H16 120.6 . . ?
C00V C00T H16 120.6 . . ?
C00I C00U C00C 119.5(4) . . ?
C00I C00U H17 120.3 . . ?
C00C C00U H17 120.3 . . ?
C00K C00V C00T 121.0(4) . . ?
C00K C00V H18 119.5 . . ?
C00T C00V H18 119.5 . . ?
C00R C00W C00O 121.0(4) . . ?
C00R C00W H19 119.5 . . ?
C00O C00W H19 119.5 . . ?
C00N C00X C00O 120.5(4) . . ?
C00N C00X N006 120.5(4) . . ?
C00O C00X N006 118.9(4) . . ?
F003 B00Y F004 108.0(4) . . ?
F003 B00Y N006 110.8(3) . . ?
F004 B00Y N006 110.3(4) . . ?
F003 B00Y N005 110.3(4) . . ?
F004 B00Y N005 108.5(3) . . ?
N006 B00Y N005 108.9(3) . . ?

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
C00D N005 C00A C00G -172.8(4) . . . . ?
B00Y N005 C00A C00G -6.9(6) . . . . ?
C00D N005 C00A C007 9.5(6) . . . . ?
B00Y N005 C00A C007 175.4(4) . . . . ?
C00H C007 C00A N005 -138.9(4) . . . . ?
C00M C007 C00A N005 44.9(6) . . . . ?
C00H C007 C00A C00G 43.4(5) . . . . ?
C00M C007 C00A C00G -132.7(4) . . . . ?
C00T C009 C00B C00J -1.9(6) . . . . ?
C00T C009 C00B C00P -178.6(4) . . . . ?
C00A N005 C00D C00Q -124.5(4) . . . . ?
B00Y N005 C00D C00Q 68.8(5) . . . . ?
C00A N005 C00D C00I 58.8(6) . . . . ?
B00Y N005 C00D C00I -107.8(5) . . . . ?
C00F C008 C00E C00M -2.0(7) . . . . ?
I002 C008 C00E C00M 176.6(3) . . . . ?
C00E C008 C00F C00H 2.0(6) . . . . ?
I002 C008 C00F C00H -176.5(3) . . . . ?
N005 C00A C00G C00P -8.6(6) . . . . ?
C007 C00A C00G C00P 169.2(4) . . . . ?
C00M C007 C00H C00F -2.2(6) . . . . ?
C00A C007 C00H C00F -178.5(4) . . . . ?
C008 C00F C00H C007 0.1(6) . . . . ?
C00Q C00D C00I C00U 3.2(7) . . . . ?
N005 C00D C00I C00U 179.8(4) . . . . ?
C009 C00B C00J C00K 0.6(6) . . . . ?
C00P C00B C00J C00K 177.2(4) . . . . ?
C00B C00J C00K C00V 1.1(6) . . . . ?
C00U C00C C00L C00Q 0.8(7) . . . . ?
I001 C00C C00L C00Q -179.5(3) . . . . ?
C008 C00E C00M C007 -0.3(7) . . . . ?
C00H C007 C00M C00E 2.3(6) . . . . ?
C00A C007 C00M C00E 178.5(4) . . . . ?
C00X N006 C00P C00G -164.0(4) . . . . ?
B00Y N006 C00P C00G 15.3(6) . . . . ?
C00X N006 C00P C00B 16.3(6) . . . . ?
B00Y N006 C00P C00B -164.4(4) . . . . ?
C00A C00G C00P N006 4.4(6) . . . . ?
C00A C00G C00P C00B -176.0(4) . . . . ?
C009 C00B C00P N006 -139.3(4) . . . . ?
C00J C00B C00P N006 44.2(6) . . . . ?
C009 C00B C00P C00G 41.1(5) . . . . ?
C00J C00B C00P C00G -135.5(4) . . . . ?
C00C C00L C00Q C00D 0.5(7) . . . . ?
C00I C00D C00Q C00L -2.5(7) . . . . ?
N005 C00D C00Q C00L -179.1(4) . . . . ?
C00W C00R C00S C00N 1.7(7) . . . . ?
C00X C00N C00S C00R 0.2(7) . . . . ?
C00B C009 C00T C00V 1.5(6) . . . . ?
C00D C00I C00U C00C -1.9(7) . . . . ?
C00L C00C C00U C00I -0.1(7) . . . . ?
I001 C00C C00U C00I -179.8(3) . . . . ?
C00J C00K C00V C00T -1.6(7) . . . . ?
C009 C00T C00V C00K 0.4(6) . . . . ?
C00S C00R C00W C00O -1.1(7) . . . . ?
C00X C00O C00W C00R -1.4(7) . . . . ?
C00S C00N C00X C00O -2.7(7) . . . . ?
C00S C00N C00X N006 -178.8(4) . . . . ?
C00W C00O C00X C00N 3.3(7) . . . . ?
C00W C00O C00X N006 179.5(4) . . . . ?
C00P N006 C00X C00N -139.0(4) . . . . ?
B00Y N006 C00X C00N 41.7(6) . . . . ?
C00P N006 C00X C00O 44.8(6) . . . . ?
B00Y N006 C00X C00O -134.5(4) . . . . ?
C00P N006 B00Y F003 -148.4(4) . . . . ?
C00X N006 B00Y F003 30.9(5) . . . . ?
C00P N006 B00Y F004 92.1(5) . . . . ?
C00X N006 B00Y F004 -88.6(4) . . . . ?
C00P N006 B00Y N005 -26.9(5) . . . . ?
C00X N006 B00Y N005 152.4(3) . . . . ?
C00A N005 B00Y F003 144.6(4) . . . . ?
C00D N005 B00Y F003 -48.9(5) . . . . ?
C00A N005 B00Y F004 -97.3(4) . . . . ?
C00D N005 B00Y F004 69.1(5) . . . . ?
C00A N005 B00Y N006 22.8(5) . . . . ?
C00D N005 B00Y N006 -170.8(3) . . . . ?

_refine_diff_density_max         1.128
_refine_diff_density_min         -1.317
_refine_diff_density_rms         0.184

####################################################################### 
# 
# 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_ydkr
_database_code_depnum_ccdc_archive 'CCDC 1458022'
_audit_update_record             
;
2016-03-07 deposited with the CCDC.
2016-04-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H19 B F2 I2 N2 O0'
_chemical_formula_weight         674.05

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'
O O 0.0106 0.0060 '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'
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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.714(2)
_cell_length_b                   10.007(2)
_cell_length_c                   13.415(3)
_cell_angle_alpha                104.363(7)
_cell_angle_beta                 99.942(7)
_cell_angle_gamma                99.426(7)
_cell_volume                     1214.8(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    8088
_cell_measurement_theta_min      6.06
_cell_measurement_theta_max      55.06

_exptl_crystal_description       equiaxed
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.843
_exptl_crystal_F_000             648
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    2.623
_shelx_estimated_absorpt_T_min   0.779
_shelx_estimated_absorpt_T_max   0.779
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  goniometer
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11188
_diffrn_reflns_av_unetI/netI     0.1166
_diffrn_reflns_av_R_equivalents  0.0839
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.031
_diffrn_reflns_theta_max         27.480
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             5505
_reflns_number_gt                4020
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5505
_refine_ls_number_parameters     307
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1048
_refine_ls_R_factor_gt           0.0810
_refine_ls_wR_factor_ref         0.2198
_refine_ls_wR_factor_gt          0.2002
_refine_ls_goodness_of_fit_ref   1.187
_refine_ls_restrained_S_all      1.187
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I001 I 0.11218(6) 0.11094(6) -0.08127(4) 0.0464(2) Uani 1 1 d . . . . .
I002 I 0.68601(6) 1.24591(5) 0.99772(4) 0.0469(2) Uani 1 1 d . . . . .
F003 F 0.1267(4) 0.5302(4) 0.4247(3) 0.0394(10) Uani 1 1 d . . . . .
F004 F 0.1112(4) 0.7016(5) 0.3418(3) 0.0397(10) Uani 1 1 d . . . . .
N005 N 0.2781(7) 0.7644(6) 0.5108(5) 0.0341(14) Uani 1 1 d . . . . .
N006 N 0.3199(7) 0.5979(7) 0.3469(5) 0.0372(15) Uani 1 1 d . . . . .
C007 C 0.1747(8) 0.2693(8) 0.0638(6) 0.0338(16) Uani 1 1 d . . . . .
C008 C 0.1820(8) 0.8428(8) 0.5584(6) 0.0320(16) Uani 1 1 d . . . . .
C009 C 0.6038(9) 1.0904(8) 0.8525(6) 0.0365(17) Uani 1 1 d . . . . .
C00A C 0.4184(8) 0.7975(7) 0.5512(6) 0.0323(16) Uani 1 1 d . . . . .
C00B C 0.6071(8) 1.0013(7) 0.6696(6) 0.0336(16) Uani 1 1 d . . . . .
H1 H 0.6506 1.0045 0.6118 0.040 Uiso 1 1 calc R U . . .
C00C C 0.1307(8) 0.3951(9) 0.0723(6) 0.0393(18) Uani 1 1 d . . . . .
H2 H 0.0689 0.4081 0.0140 0.047 Uiso 1 1 calc R U . . .
C00D C 0.5617(8) 0.6168(8) 0.2293(6) 0.0377(17) Uani 1 1 d . . . . .
H3 H 0.4822 0.6480 0.1979 0.045 Uiso 1 1 calc R U . . .
C00E C 0.2674(8) 0.4843(8) 0.2503(6) 0.0328(16) Uani 1 1 d . . . . .
C00F C 0.4605(8) 0.6432(7) 0.3899(6) 0.0316(16) Uani 1 1 d . . . . .
C00G C 0.2621(8) 0.2483(8) 0.1511(6) 0.0383(18) Uani 1 1 d . . . . .
H4 H 0.2895 0.1604 0.1464 0.046 Uiso 1 1 calc R U . . .
C00H C 0.4228(8) 0.8913(8) 0.7432(6) 0.0352(16) Uani 1 1 d . . . . .
H5 H 0.3421 0.8189 0.7360 0.042 Uiso 1 1 calc R U . . .
C00I C 0.7801(9) 0.5396(9) 0.2214(7) 0.045(2) Uani 1 1 d . . . . .
H6 H 0.8507 0.5156 0.1834 0.054 Uiso 1 1 calc R U . . .
C00J C 0.1772(9) 0.5026(9) 0.1665(6) 0.0431(19) Uani 1 1 d . . . . .
H7 H 0.1465 0.5891 0.1729 0.052 Uiso 1 1 calc R U . . .
C00K C 0.4819(8) 0.8981(8) 0.6560(6) 0.0346(16) Uani 1 1 d . . . . .
C00L C 0.5700(8) 0.5993(8) 0.3300(6) 0.0336(16) Uani 1 1 d . . . . .
C00M C 0.4826(8) 0.9903(8) 0.8398(6) 0.0360(17) Uani 1 1 d . . . . .
H8 H 0.4392 0.9889 0.8979 0.043 Uiso 1 1 calc R U . . .
C00N C 0.6654(8) 1.0964(8) 0.7664(6) 0.0385(17) Uani 1 1 d . . . . .
H9 H 0.7484 1.1670 0.7752 0.046 Uiso 1 1 calc R U . . .
C00O C 0.5096(8) 0.7351(8) 0.4919(6) 0.0332(16) Uani 1 1 d . . . . .
H19 H 0.6091 0.7565 0.5227 0.040 Uiso 1 1 calc R U . . .
C00P C 0.7910(8) 0.5247(9) 0.3201(7) 0.045(2) Uani 1 1 d . . . . .
H10 H 0.8702 0.4935 0.3519 0.054 Uiso 1 1 calc R U . . .
C00Q C 0.6852(8) 0.5558(8) 0.3741(6) 0.0381(17) Uani 1 1 d . . . . .
H11 H 0.6934 0.5463 0.4435 0.046 Uiso 1 1 calc R U . . .
C00R C 0.6659(8) 0.5897(9) 0.1745(6) 0.0424(19) Uani 1 1 d . . . . .
H12 H 0.6610 0.6044 0.1068 0.051 Uiso 1 1 calc R U . . .
C00S C -0.0028(8) 0.9953(9) 0.6485(6) 0.0395(18) Uani 1 1 d . . . . .
H13 H -0.0661 1.0470 0.6794 0.047 Uiso 1 1 calc R U . . .
C00T C 0.0610(8) 0.7723(9) 0.5806(6) 0.0373(17) Uani 1 1 d . . . . .
H14 H 0.0409 0.6723 0.5649 0.045 Uiso 1 1 calc R U . . .
C00U C -0.0309(8) 0.8488(9) 0.6260(7) 0.042(2) Uani 1 1 d . . . . .
H15 H -0.1135 0.8007 0.6418 0.051 Uiso 1 1 calc R U . . .
C00V C 0.3074(8) 0.3561(8) 0.2434(6) 0.0358(17) Uani 1 1 d . . . . .
H16 H 0.3665 0.3429 0.3029 0.043 Uiso 1 1 calc R U . . .
C00W C 0.2103(8) 0.9888(8) 0.5814(6) 0.0369(17) Uani 1 1 d . . . . .
H17 H 0.2937 1.0370 0.5667 0.044 Uiso 1 1 calc R U . . .
C00X C 0.1176(8) 1.0654(8) 0.6258(6) 0.0379(17) Uani 1 1 d . . . . .
H18 H 0.1369 1.1654 0.6403 0.045 Uiso 1 1 calc R U . . .
B00Y B 0.2054(9) 0.6500(10) 0.4060(7) 0.0342(18) 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
I001 C007 2.101(8) . ?
I002 C009 2.099(8) . ?
F003 B00Y 1.414(9) . ?
F004 B00Y 1.396(9) . ?
N005 C00A 1.330(9) . ?
N005 C008 1.447(9) . ?
N005 B00Y 1.543(11) . ?
N006 C00F 1.342(9) . ?
N006 C00E 1.443(10) . ?
N006 B00Y 1.557(10) . ?
C007 C00C 1.380(11) . ?
C007 C00G 1.405(11) . ?
C008 C00W 1.386(10) . ?
C008 C00T 1.386(10) . ?
C009 C00M 1.371(11) . ?
C009 C00N 1.400(10) . ?
C00A C00O 1.409(10) . ?
C00A C00K 1.472(10) . ?
C00B C00N 1.367(11) . ?
C00B C00K 1.413(10) . ?
C00B H1 0.9500 . ?
C00C C00J 1.389(11) . ?
C00C H2 0.9500 . ?
C00D C00R 1.373(10) . ?
C00D C00L 1.395(11) . ?
C00D H3 0.9500 . ?
C00E C00J 1.371(11) . ?
C00E C00V 1.386(10) . ?
C00F C00O 1.397(10) . ?
C00F C00L 1.498(10) . ?
C00G C00V 1.373(11) . ?
C00G H4 0.9500 . ?
C00H C00M 1.383(11) . ?
C00H C00K 1.400(10) . ?
C00H H5 0.9500 . ?
C00I C00P 1.357(12) . ?
C00I C00R 1.405(12) . ?
C00I H6 0.9500 . ?
C00J H7 0.9500 . ?
C00L C00Q 1.361(10) . ?
C00M H8 0.9500 . ?
C00N H9 0.9500 . ?
C00O H19 0.9500 . ?
C00P C00Q 1.389(11) . ?
C00P H10 0.9500 . ?
C00Q H11 0.9500 . ?
C00R H12 0.9500 . ?
C00S C00X 1.383(11) . ?
C00S C00U 1.391(12) . ?
C00S H13 0.9500 . ?
C00T C00U 1.391(11) . ?
C00T H14 0.9500 . ?
C00U H15 0.9500 . ?
C00V H16 0.9500 . ?
C00W C00X 1.393(10) . ?
C00W H17 0.9500 . ?
C00X H18 0.9500 . ?

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
C00A N005 C008 121.7(6) . . ?
C00A N005 B00Y 123.9(6) . . ?
C008 N005 B00Y 114.2(6) . . ?
C00F N006 C00E 121.2(6) . . ?
C00F N006 B00Y 121.7(6) . . ?
C00E N006 B00Y 116.5(6) . . ?
C00C C007 C00G 120.2(7) . . ?
C00C C007 I001 119.4(5) . . ?
C00G C007 I001 120.5(6) . . ?
C00W C008 C00T 119.8(7) . . ?
C00W C008 N005 120.0(6) . . ?
C00T C008 N005 120.2(7) . . ?
C00M C009 C00N 120.0(7) . . ?
C00M C009 I002 119.8(5) . . ?
C00N C009 I002 119.9(6) . . ?
N005 C00A C00O 119.2(7) . . ?
N005 C00A C00K 122.0(6) . . ?
C00O C00A C00K 118.8(7) . . ?
C00N C00B C00K 119.7(7) . . ?
C00N C00B H1 120.1 . . ?
C00K C00B H1 120.1 . . ?
C007 C00C C00J 119.6(7) . . ?
C007 C00C H2 120.2 . . ?
C00J C00C H2 120.2 . . ?
C00R C00D C00L 121.4(8) . . ?
C00R C00D H3 119.3 . . ?
C00L C00D H3 119.3 . . ?
C00J C00E C00V 120.3(7) . . ?
C00J C00E N006 120.2(7) . . ?
C00V C00E N006 119.5(7) . . ?
N006 C00F C00O 120.8(6) . . ?
N006 C00F C00L 121.4(6) . . ?
C00O C00F C00L 117.8(6) . . ?
C00V C00G C007 119.3(7) . . ?
C00V C00G H4 120.4 . . ?
C007 C00G H4 120.4 . . ?
C00M C00H C00K 119.7(6) . . ?
C00M C00H H5 120.1 . . ?
C00K C00H H5 120.1 . . ?
C00P C00I C00R 121.1(7) . . ?
C00P C00I H6 119.5 . . ?
C00R C00I H6 119.5 . . ?
C00E C00J C00C 120.2(8) . . ?
C00E C00J H7 119.9 . . ?
C00C C00J H7 119.9 . . ?
C00H C00K C00B 119.3(7) . . ?
C00H C00K C00A 121.3(6) . . ?
C00B C00K C00A 119.4(6) . . ?
C00Q C00L C00D 118.5(7) . . ?
C00Q C00L C00F 122.2(7) . . ?
C00D C00L C00F 119.0(7) . . ?
C009 C00M C00H 120.6(6) . . ?
C009 C00M H8 119.7 . . ?
C00H C00M H8 119.7 . . ?
C00B C00N C009 120.5(7) . . ?
C00B C00N H9 119.8 . . ?
C009 C00N H9 119.8 . . ?
C00F C00O C00A 123.1(7) . . ?
C00F C00O H19 118.4 . . ?
C00A C00O H19 118.4 . . ?
C00I C00P C00Q 119.2(8) . . ?
C00I C00P H10 120.4 . . ?
C00Q C00P H10 120.4 . . ?
C00L C00Q C00P 121.6(8) . . ?
C00L C00Q H11 119.2 . . ?
C00P C00Q H11 119.2 . . ?
C00D C00R C00I 118.2(8) . . ?
C00D C00R H12 120.9 . . ?
C00I C00R H12 120.9 . . ?
C00X C00S C00U 119.8(7) . . ?
C00X C00S H13 120.1 . . ?
C00U C00S H13 120.1 . . ?
C008 C00T C00U 119.7(8) . . ?
C008 C00T H14 120.2 . . ?
C00U C00T H14 120.2 . . ?
C00T C00U C00S 120.5(7) . . ?
C00T C00U H15 119.8 . . ?
C00S C00U H15 119.8 . . ?
C00G C00V C00E 120.3(7) . . ?
C00G C00V H16 119.8 . . ?
C00E C00V H16 119.8 . . ?
C008 C00W C00X 120.6(7) . . ?
C008 C00W H17 119.7 . . ?
C00X C00W H17 119.7 . . ?
C00S C00X C00W 119.7(7) . . ?
C00S C00X H18 120.2 . . ?
C00W C00X H18 120.2 . . ?
F004 B00Y F003 108.1(6) . . ?
F004 B00Y N005 110.7(7) . . ?
F003 B00Y N005 110.8(6) . . ?
F004 B00Y N006 110.1(6) . . ?
F003 B00Y N006 106.6(6) . . ?
N005 B00Y N006 110.5(6) . . ?

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
C00A N005 C008 C00W 51.3(9) . . . . ?
B00Y N005 C008 C00W -123.8(7) . . . . ?
C00A N005 C008 C00T -129.1(7) . . . . ?
B00Y N005 C008 C00T 55.8(8) . . . . ?
C008 N005 C00A C00O -168.6(6) . . . . ?
B00Y N005 C00A C00O 6.0(10) . . . . ?
C008 N005 C00A C00K 11.1(10) . . . . ?
B00Y N005 C00A C00K -174.4(6) . . . . ?
C00G C007 C00C C00J 2.2(11) . . . . ?
I001 C007 C00C C00J -177.0(5) . . . . ?
C00F N006 C00E C00J -126.4(8) . . . . ?
B00Y N006 C00E C00J 61.9(9) . . . . ?
C00F N006 C00E C00V 54.4(9) . . . . ?
B00Y N006 C00E C00V -117.3(7) . . . . ?
C00E N006 C00F C00O -168.7(6) . . . . ?
B00Y N006 C00F C00O 2.6(10) . . . . ?
C00E N006 C00F C00L 12.4(10) . . . . ?
B00Y N006 C00F C00L -176.3(7) . . . . ?
C00C C007 C00G C00V -2.5(10) . . . . ?
I001 C007 C00G C00V 176.7(5) . . . . ?
C00V C00E C00J C00C -3.1(11) . . . . ?
N006 C00E C00J C00C 177.7(6) . . . . ?
C007 C00C C00J C00E 0.6(11) . . . . ?
C00M C00H C00K C00B 3.8(11) . . . . ?
C00M C00H C00K C00A -178.0(7) . . . . ?
C00N C00B C00K C00H -2.7(11) . . . . ?
C00N C00B C00K C00A 179.0(7) . . . . ?
N005 C00A C00K C00H 45.5(10) . . . . ?
C00O C00A C00K C00H -134.8(7) . . . . ?
N005 C00A C00K C00B -136.2(7) . . . . ?
C00O C00A C00K C00B 43.4(10) . . . . ?
C00R C00D C00L C00Q 0.6(12) . . . . ?
C00R C00D C00L C00F 174.4(7) . . . . ?
N006 C00F C00L C00Q -134.6(8) . . . . ?
C00O C00F C00L C00Q 46.5(10) . . . . ?
N006 C00F C00L C00D 51.9(10) . . . . ?
C00O C00F C00L C00D -127.1(8) . . . . ?
C00N C009 C00M C00H 2.3(12) . . . . ?
I002 C009 C00M C00H 176.8(6) . . . . ?
C00K C00H C00M C009 -3.6(12) . . . . ?
C00K C00B C00N C009 1.4(12) . . . . ?
C00M C009 C00N C00B -1.2(12) . . . . ?
I002 C009 C00N C00B -175.7(6) . . . . ?
N006 C00F C00O C00A -6.9(11) . . . . ?
C00L C00F C00O C00A 172.0(7) . . . . ?
N005 C00A C00O C00F 2.6(11) . . . . ?
C00K C00A C00O C00F -177.1(6) . . . . ?
C00R C00I C00P C00Q 1.9(12) . . . . ?
C00D C00L C00Q C00P -1.9(12) . . . . ?
C00F C00L C00Q C00P -175.5(7) . . . . ?
C00I C00P C00Q C00L 0.7(12) . . . . ?
C00L C00D C00R C00I 1.9(12) . . . . ?
C00P C00I C00R C00D -3.2(12) . . . . ?
C00W C008 C00T C00U -0.2(11) . . . . ?
N005 C008 C00T C00U -179.8(7) . . . . ?
C008 C00T C00U C00S 0.5(12) . . . . ?
C00X C00S C00U C00T -0.1(12) . . . . ?
C007 C00G C00V C00E 0.0(10) . . . . ?
C00J C00E C00V C00G 2.8(11) . . . . ?
N006 C00E C00V C00G -178.0(6) . . . . ?
C00T C008 C00W C00X -0.5(11) . . . . ?
N005 C008 C00W C00X 179.1(7) . . . . ?
C00U C00S C00X C00W -0.6(12) . . . . ?
C008 C00W C00X C00S 0.9(12) . . . . ?
C00A N005 B00Y F004 -131.4(7) . . . . ?
C008 N005 B00Y F004 43.6(8) . . . . ?
C00A N005 B00Y F003 108.7(7) . . . . ?
C008 N005 B00Y F003 -76.3(7) . . . . ?
C00A N005 B00Y N006 -9.1(9) . . . . ?
C008 N005 B00Y N006 165.8(6) . . . . ?
C00F N006 B00Y F004 127.2(7) . . . . ?
C00E N006 B00Y F004 -61.1(8) . . . . ?
C00F N006 B00Y F003 -115.8(7) . . . . ?
C00E N006 B00Y F003 55.9(8) . . . . ?
C00F N006 B00Y N005 4.7(9) . . . . ?
C00E N006 B00Y N005 176.3(6) . . . . ?

_refine_diff_density_max         2.054
_refine_diff_density_min         -2.616
_refine_diff_density_rms         0.222

####################################################################### 
# 
# 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_ydkr
_database_code_depnum_ccdc_archive 'CCDC 1458023'
_audit_update_record             
;
2016-03-07 deposited with the CCDC.
2016-04-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H19 B F2 I2 N2 O0'
_chemical_formula_weight         674.05

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'
O O 0.0106 0.0060 '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'
I I -0.4742 1.8119 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   7.4834(8)
_cell_length_b                   20.9617(19)
_cell_length_c                   15.6517(15)
_cell_angle_alpha                90
_cell_angle_beta                 94.901(7)
_cell_angle_gamma                90
_cell_volume                     2446.2(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    14352
_cell_measurement_theta_min      6.17
_cell_measurement_theta_max      54.84

_exptl_crystal_description       equiaxed
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.830
_exptl_crystal_F_000             1296
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    2.605
_shelx_estimated_absorpt_T_min   0.781
_shelx_estimated_absorpt_T_max   0.781
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  goniometer
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22048
_diffrn_reflns_av_unetI/netI     0.0699
_diffrn_reflns_av_R_equivalents  0.0798
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.083
_diffrn_reflns_theta_max         27.451
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             5559
_reflns_number_gt                4709
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5559
_refine_ls_number_parameters     307
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0597
_refine_ls_R_factor_gt           0.0477
_refine_ls_wR_factor_ref         0.1496
_refine_ls_wR_factor_gt          0.1377
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_restrained_S_all      1.003
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I001 I 0.18601(4) 0.50046(2) 0.09373(2) 0.03057(14) Uani 1 1 d . . . . .
I002 I 1.36822(4) 0.89394(2) 0.32196(2) 0.03183(14) Uani 1 1 d . . . . .
F003 F 0.3833(4) 0.73783(13) 0.6117(2) 0.0353(7) Uani 1 1 d . . . . .
F004 F 0.6134(4) 0.66627(14) 0.62422(19) 0.0361(7) Uani 1 1 d . . . . .
N005 N 0.4178(5) 0.66782(17) 0.4922(3) 0.0262(9) Uani 1 1 d . . . . .
N006 N 0.6386(5) 0.75685(17) 0.5315(2) 0.0228(8) Uani 1 1 d . . . . .
C007 C 1.1393(6) 0.8501(2) 0.3639(3) 0.0253(10) Uani 1 1 d . . . . .
C008 C 1.1496(6) 0.8257(2) 0.4469(3) 0.0267(10) Uani 1 1 d . . . . .
H1 H 1.2559 0.8283 0.4821 0.032 Uiso 1 1 calc R U . . .
C009 C 0.2716(6) 0.5555(2) 0.2013(3) 0.0243(10) Uani 1 1 d . . . . .
C00A C 0.9837(6) 0.8456(2) 0.3104(3) 0.0273(10) Uani 1 1 d . . . . .
H2 H 0.9785 0.8616 0.2549 0.033 Uiso 1 1 calc R U . . .
C00B C 0.9992(6) 0.7974(2) 0.4764(3) 0.0261(10) Uani 1 1 d . . . . .
H3 H 1.0047 0.7810 0.5318 0.031 Uiso 1 1 calc R U . . .
C00C C 0.8345(6) 0.8168(2) 0.3410(3) 0.0239(9) Uani 1 1 d . . . . .
H4 H 0.7292 0.8133 0.3052 0.029 Uiso 1 1 calc R U . . .
C00D C 0.2622(7) 0.6317(2) 0.5120(3) 0.0254(10) Uani 1 1 d . . . . .
C00E C 0.3411(6) 0.6586(2) 0.2620(3) 0.0236(10) Uani 1 1 d . . . . .
H5 H 0.3484 0.7026 0.2560 0.028 Uiso 1 1 calc R U . . .
C00F C 0.6950(6) 0.8102(2) 0.5879(3) 0.0254(10) Uani 1 1 d . . . . .
C00G C 0.6030(6) 0.7129(2) 0.3935(3) 0.0263(10) Uani 1 1 d . . . . .
H6 H 0.6400 0.7121 0.3383 0.032 Uiso 1 1 calc R U . . .
C00H C 0.8398(6) 0.7932(2) 0.4237(3) 0.0222(9) Uani 1 1 d . . . . .
C00I C 0.6875(6) 0.7555(2) 0.4521(3) 0.0233(9) Uani 1 1 d . . . . .
C00J C 0.3184(6) 0.5256(2) 0.2792(3) 0.0262(10) Uani 1 1 d . . . . .
H7 H 0.3118 0.4815 0.2845 0.031 Uiso 1 1 calc R U . . .
C00K C 0.3765(6) 0.5641(2) 0.3501(3) 0.0269(10) Uani 1 1 d . . . . .
H8 H 0.4059 0.5453 0.4032 0.032 Uiso 1 1 calc R U . . .
C00L C 0.3903(6) 0.6297(2) 0.3417(3) 0.0252(10) Uani 1 1 d . . . . .
C00M C 0.2774(8) 0.5884(2) 0.5780(3) 0.0363(12) Uani 1 1 d . . . . .
H9 H 0.3883 0.5814 0.6079 0.044 Uiso 1 1 calc R U . . .
C00N C 0.2811(6) 0.6207(2) 0.1919(3) 0.0252(10) Uani 1 1 d . . . . .
H10 H 0.2477 0.6395 0.1391 0.030 Uiso 1 1 calc R U . . .
C00O C 0.6468(6) 0.8721(2) 0.5625(3) 0.0297(11) Uani 1 1 d . . . . .
H11 H 0.5822 0.8797 0.5100 0.036 Uiso 1 1 calc R U . . .
C00P C 0.4662(6) 0.6713(2) 0.4125(3) 0.0237(10) Uani 1 1 d . . . . .
C00Q C 0.0967(7) 0.6423(2) 0.4672(3) 0.0288(11) Uani 1 1 d . . . . .
H12 H 0.0871 0.6715 0.4223 0.035 Uiso 1 1 calc R U . . .
C00R C 0.7927(7) 0.9112(3) 0.6950(4) 0.0377(13) Uani 1 1 d . . . . .
H13 H 0.8272 0.9452 0.7310 0.045 Uiso 1 1 calc R U . . .
C00S C 0.7873(7) 0.7980(2) 0.6660(3) 0.0310(11) Uani 1 1 d . . . . .
H14 H 0.8157 0.7563 0.6827 0.037 Uiso 1 1 calc R U . . .
C00T C 0.6977(7) 0.9223(3) 0.6177(4) 0.0338(12) Uani 1 1 d . . . . .
H15 H 0.6668 0.9638 0.6018 0.041 Uiso 1 1 calc R U . . .
C00U C 0.8373(7) 0.8491(2) 0.7195(3) 0.0334(12) Uani 1 1 d . . . . .
H16 H 0.9012 0.8416 0.7722 0.040 Uiso 1 1 calc R U . . .
C00V C 0.1255(9) 0.5546(3) 0.6006(4) 0.0502(17) Uani 1 1 d . . . . .
H17 H 0.1358 0.5250 0.6450 0.060 Uiso 1 1 calc R U . . .
C00W C -0.0406(9) 0.5659(3) 0.5555(4) 0.0476(16) Uani 1 1 d . . . . .
H18 H -0.1417 0.5441 0.5703 0.057 Uiso 1 1 calc R U . . .
C00X C -0.0554(9) 0.6095(3) 0.4890(4) 0.0395(13) Uani 1 1 d . . . . .
H19 H -0.1660 0.6170 0.4589 0.047 Uiso 1 1 calc R U . . .
B00Y B 0.5134(8) 0.7072(3) 0.5678(4) 0.0306(12) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I001 C009 2.096(5) . ?
I002 C007 2.097(5) . ?
F003 B00Y 1.394(6) . ?
F004 B00Y 1.401(7) . ?
N005 C00P 1.329(6) . ?
N005 C00D 1.445(6) . ?
N005 B00Y 1.566(7) . ?
N006 C00I 1.326(6) . ?
N006 C00F 1.463(6) . ?
N006 B00Y 1.540(7) . ?
C007 C00A 1.378(7) . ?
C007 C008 1.393(7) . ?
C008 C00B 1.386(6) . ?
C008 H1 0.9300 . ?
C009 C00N 1.378(6) . ?
C009 C00J 1.388(7) . ?
C00A C00C 1.390(6) . ?
C00A H2 0.9300 . ?
C00B C00H 1.394(7) . ?
C00B H3 0.9300 . ?
C00C C00H 1.383(6) . ?
C00C H4 0.9300 . ?
C00D C00M 1.371(7) . ?
C00D C00Q 1.388(7) . ?
C00E C00N 1.397(6) . ?
C00E C00L 1.407(7) . ?
C00E H5 0.9300 . ?
C00F C00S 1.375(7) . ?
C00F C00O 1.396(7) . ?
C00G C00I 1.392(7) . ?
C00G C00P 1.397(6) . ?
C00G H6 0.9300 . ?
C00H C00I 1.486(6) . ?
C00J C00K 1.410(7) . ?
C00J H7 0.9300 . ?
C00K C00L 1.385(6) . ?
C00K H8 0.9300 . ?
C00L C00P 1.486(6) . ?
C00M C00V 1.410(8) . ?
C00M H9 0.9300 . ?
C00N H10 0.9300 . ?
C00O C00T 1.393(7) . ?
C00O H11 0.9300 . ?
C00Q C00X 1.397(7) . ?
C00Q H12 0.9300 . ?
C00R C00T 1.370(8) . ?
C00R C00U 1.391(8) . ?
C00R H13 0.9300 . ?
C00S C00U 1.392(7) . ?
C00S H14 0.9300 . ?
C00T H15 0.9300 . ?
C00U H16 0.9300 . ?
C00V C00W 1.396(9) . ?
C00V H17 0.9300 . ?
C00W C00X 1.382(9) . ?
C00W H18 0.9300 . ?
C00X H19 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C00P N005 C00D 121.3(4) . . ?
C00P N005 B00Y 122.4(4) . . ?
C00D N005 B00Y 116.0(4) . . ?
C00I N006 C00F 119.5(4) . . ?
C00I N006 B00Y 123.8(4) . . ?
C00F N006 B00Y 116.5(4) . . ?
C00A C007 C008 121.1(4) . . ?
C00A C007 I002 120.7(3) . . ?
C008 C007 I002 118.2(3) . . ?
C00B C008 C007 119.1(5) . . ?
C00B C008 H1 120.4 . . ?
C007 C008 H1 120.4 . . ?
C00N C009 C00J 122.1(4) . . ?
C00N C009 I001 118.3(4) . . ?
C00J C009 I001 119.6(3) . . ?
C007 C00A C00C 118.9(4) . . ?
C007 C00A H2 120.5 . . ?
C00C C00A H2 120.5 . . ?
C008 C00B C00H 120.5(4) . . ?
C008 C00B H3 119.7 . . ?
C00H C00B H3 119.7 . . ?
C00H C00C C00A 121.2(4) . . ?
C00H C00C H4 119.4 . . ?
C00A C00C H4 119.4 . . ?
C00M C00D C00Q 120.0(5) . . ?
C00M C00D N005 119.5(5) . . ?
C00Q C00D N005 120.4(4) . . ?
C00N C00E C00L 119.6(4) . . ?
C00N C00E H5 120.2 . . ?
C00L C00E H5 120.2 . . ?
C00S C00F C00O 121.6(4) . . ?
C00S C00F N006 119.4(4) . . ?
C00O C00F N006 119.0(4) . . ?
C00I C00G C00P 124.1(4) . . ?
C00I C00G H6 118.0 . . ?
C00P C00G H6 118.0 . . ?
C00C C00H C00B 119.1(4) . . ?
C00C C00H C00I 120.6(4) . . ?
C00B C00H C00I 119.7(4) . . ?
N006 C00I C00G 119.0(4) . . ?
N006 C00I C00H 123.3(4) . . ?
C00G C00I C00H 117.5(4) . . ?
C009 C00J C00K 118.0(4) . . ?
C009 C00J H7 121.0 . . ?
C00K C00J H7 121.0 . . ?
C00L C00K C00J 120.9(4) . . ?
C00L C00K H8 119.5 . . ?
C00J C00K H8 119.5 . . ?
C00K C00L C00E 119.7(4) . . ?
C00K C00L C00P 122.6(4) . . ?
C00E C00L C00P 117.6(4) . . ?
C00D C00M C00V 120.3(6) . . ?
C00D C00M H9 119.9 . . ?
C00V C00M H9 119.9 . . ?
C009 C00N C00E 119.7(4) . . ?
C009 C00N H10 120.1 . . ?
C00E C00N H10 120.1 . . ?
C00T C00O C00F 118.4(5) . . ?
C00T C00O H11 120.8 . . ?
C00F C00O H11 120.8 . . ?
N005 C00P C00G 119.9(4) . . ?
N005 C00P C00L 123.4(4) . . ?
C00G C00P C00L 116.6(4) . . ?
C00D C00Q C00X 120.4(5) . . ?
C00D C00Q H12 119.8 . . ?
C00X C00Q H12 119.8 . . ?
C00T C00R C00U 119.7(5) . . ?
C00T C00R H13 120.1 . . ?
C00U C00R H13 120.1 . . ?
C00F C00S C00U 118.7(5) . . ?
C00F C00S H14 120.6 . . ?
C00U C00S H14 120.6 . . ?
C00R C00T C00O 120.9(5) . . ?
C00R C00T H15 119.5 . . ?
C00O C00T H15 119.5 . . ?
C00R C00U C00S 120.6(5) . . ?
C00R C00U H16 119.7 . . ?
C00S C00U H16 119.7 . . ?
C00W C00V C00M 119.3(5) . . ?
C00W C00V H17 120.3 . . ?
C00M C00V H17 120.3 . . ?
C00X C00W C00V 120.2(5) . . ?
C00X C00W H18 119.9 . . ?
C00V C00W H18 119.9 . . ?
C00W C00X C00Q 119.7(6) . . ?
C00W C00X H19 120.2 . . ?
C00Q C00X H19 120.2 . . ?
F003 B00Y F004 109.3(4) . . ?
F003 B00Y N006 110.1(4) . . ?
F004 B00Y N006 109.7(4) . . ?
F003 B00Y N005 108.7(4) . . ?
F004 B00Y N005 109.7(4) . . ?
N006 B00Y N005 109.3(4) . . ?

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
C00A C007 C008 C00B -1.2(7) . . . . ?
I002 C007 C008 C00B 179.0(3) . . . . ?
C008 C007 C00A C00C 0.8(7) . . . . ?
I002 C007 C00A C00C -179.4(3) . . . . ?
C007 C008 C00B C00H 0.2(7) . . . . ?
C007 C00A C00C C00H 0.5(7) . . . . ?
C00P N005 C00D C00M 129.7(5) . . . . ?
B00Y N005 C00D C00M -55.8(6) . . . . ?
C00P N005 C00D C00Q -52.9(6) . . . . ?
B00Y N005 C00D C00Q 121.6(5) . . . . ?
C00I N006 C00F C00S -124.5(5) . . . . ?
B00Y N006 C00F C00S 59.3(6) . . . . ?
C00I N006 C00F C00O 58.3(6) . . . . ?
B00Y N006 C00F C00O -117.9(5) . . . . ?
C00A C00C C00H C00B -1.4(7) . . . . ?
C00A C00C C00H C00I -172.4(4) . . . . ?
C008 C00B C00H C00C 1.0(7) . . . . ?
C008 C00B C00H C00I 172.1(4) . . . . ?
C00F N006 C00I C00G -166.2(4) . . . . ?
B00Y N006 C00I C00G 9.6(7) . . . . ?
C00F N006 C00I C00H 19.4(7) . . . . ?
B00Y N006 C00I C00H -164.8(4) . . . . ?
C00P C00G C00I N006 0.9(7) . . . . ?
C00P C00G C00I C00H 175.6(4) . . . . ?
C00C C00H C00I N006 -146.9(5) . . . . ?
C00B C00H C00I N006 42.1(6) . . . . ?
C00C C00H C00I C00G 38.7(6) . . . . ?
C00B C00H C00I C00G -132.3(5) . . . . ?
C00N C009 C00J C00K 0.3(7) . . . . ?
I001 C009 C00J C00K 179.6(3) . . . . ?
C009 C00J C00K C00L -1.5(7) . . . . ?
C00J C00K C00L C00E 1.8(7) . . . . ?
C00J C00K C00L C00P -174.4(4) . . . . ?
C00N C00E C00L C00K -0.9(7) . . . . ?
C00N C00E C00L C00P 175.5(4) . . . . ?
C00Q C00D C00M C00V 0.0(8) . . . . ?
N005 C00D C00M C00V 177.4(5) . . . . ?
C00J C009 C00N C00E 0.6(7) . . . . ?
I001 C009 C00N C00E -178.7(3) . . . . ?
C00L C00E C00N C009 -0.3(7) . . . . ?
C00S C00F C00O C00T 1.3(7) . . . . ?
N006 C00F C00O C00T 178.5(4) . . . . ?
C00D N005 C00P C00G 171.9(4) . . . . ?
B00Y N005 C00P C00G -2.2(7) . . . . ?
C00D N005 C00P C00L -12.3(7) . . . . ?
B00Y N005 C00P C00L 173.6(4) . . . . ?
C00I C00G C00P N005 -4.6(7) . . . . ?
C00I C00G C00P C00L 179.4(4) . . . . ?
C00K C00L C00P N005 -48.2(7) . . . . ?
C00E C00L C00P N005 135.6(5) . . . . ?
C00K C00L C00P C00G 127.7(5) . . . . ?
C00E C00L C00P C00G -48.5(6) . . . . ?
C00M C00D C00Q C00X 0.4(7) . . . . ?
N005 C00D C00Q C00X -177.0(4) . . . . ?
C00O C00F C00S C00U -1.7(7) . . . . ?
N006 C00F C00S C00U -178.9(4) . . . . ?
C00U C00R C00T C00O -0.8(8) . . . . ?
C00F C00O C00T C00R -0.1(7) . . . . ?
C00T C00R C00U C00S 0.4(7) . . . . ?
C00F C00S C00U C00R 0.9(7) . . . . ?
C00D C00M C00V C00W -0.4(9) . . . . ?
C00M C00V C00W C00X 0.5(9) . . . . ?
C00V C00W C00X C00Q -0.1(9) . . . . ?
C00D C00Q C00X C00W -0.3(8) . . . . ?
C00I N006 B00Y F003 -133.8(5) . . . . ?
C00F N006 B00Y F003 42.2(6) . . . . ?
C00I N006 B00Y F004 105.9(5) . . . . ?
C00F N006 B00Y F004 -78.1(5) . . . . ?
C00I N006 B00Y N005 -14.4(7) . . . . ?
C00F N006 B00Y N005 161.5(4) . . . . ?
C00P N005 B00Y F003 130.7(5) . . . . ?
C00D N005 B00Y F003 -43.7(5) . . . . ?
C00P N005 B00Y F004 -109.8(5) . . . . ?
C00D N005 B00Y F004 75.7(5) . . . . ?
C00P N005 B00Y N006 10.5(6) . . . . ?
C00D N005 B00Y N006 -163.9(4) . . . . ?

_refine_diff_density_max         1.630
_refine_diff_density_min         -1.197
_refine_diff_density_rms         0.147

