# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_99
_database_code_depnum_ccdc_archive 'CCDC 1564536'
_audit_update_record             
;
2017-07-25 deposited with the CCDC.
2017-09-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H29 F10 Ir N5 P'
_chemical_formula_weight         1040.89

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

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

_cell_length_a                   12.9043(10)
_cell_length_b                   25.937(2)
_cell_length_c                   14.6262(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 109.2430(10)
_cell_angle_gamma                90.00
_cell_volume                     4621.9(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    940
_cell_measurement_theta_min      2
_cell_measurement_theta_max      52

_exptl_crystal_description       Block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.496
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2040
_exptl_absorpt_coefficient_mu    2.999
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.931
_exptl_absorpt_correction_T_max  0.970
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  duo
_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            10988
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0708
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.57
_diffrn_reflns_theta_max         27.92
_reflns_number_total             10988
_reflns_number_gt                7112
_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)+(0.1163P)²+10.8477P] 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         10988
_refine_ls_number_parameters     550
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0661
_refine_ls_R_factor_gt           0.0420
_refine_ls_wR_factor_ref         0.1326
_refine_ls_wR_factor_gt          0.1181
_refine_ls_goodness_of_fit_ref   0.657
_refine_ls_restrained_S_all      0.656
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.961298(14) 0.124104(9) 0.131637(13) 0.03743(8) Uani 1 1 d . . .
C12 C 1.0400(4) 0.1347(2) 0.2730(4) 0.0436(13) Uani 1 1 d . . .
N3 N 0.8033(3) 0.14452(17) 0.1349(3) 0.0377(9) Uani 1 1 d . . .
C49 C 1.1053(4) 0.1068(2) 0.1138(4) 0.0397(11) Uani 1 1 d . . .
N4 N 0.8592(4) 0.11526(18) -0.0152(3) 0.0438(11) Uani 1 1 d . . .
N1 N 0.9395(3) 0.05283(18) 0.1816(3) 0.0439(10) Uani 1 1 d . . .
N2 N 1.0031(3) 0.19555(18) 0.0954(3) 0.0427(10) Uani 1 1 d . . .
F2 F 1.3129(3) 0.18129(17) 0.0509(3) 0.0780(12) Uani 1 1 d . . .
C22 C 0.6838(6) 0.1318(3) -0.1303(5) 0.070(2) Uani 1 1 d . . .
H22 H 0.6120 0.1431 -0.1436 0.084 Uiso 1 1 calc R . .
C29 C 0.8248(6) 0.0987(3) -0.1829(4) 0.073(2) Uani 1 1 d . . .
H29 H 0.8509 0.0876 -0.2316 0.088 Uiso 1 1 calc R . .
C24 C 0.7540(4) 0.1320(2) -0.0360(4) 0.0467(13) Uani 1 1 d . . .
C13 C 1.0400(5) 0.0908(3) 0.3312(4) 0.0517(14) Uani 1 1 d . . .
C40 C 1.2572(5) 0.1407(3) 0.0734(5) 0.0615(17) Uani 1 1 d . . .
C50 C 1.1597(4) 0.1498(3) 0.0896(4) 0.0472(13) Uani 1 1 d . . .
C14 C 1.0894(6) 0.0956(3) 0.4313(5) 0.073(2) Uani 1 1 d . . .
C3 C 0.6179(5) 0.1624(3) 0.0433(4) 0.0589(16) Uani 1 1 d . . .
H3 H 0.5632 0.1663 -0.0164 0.071 Uiso 1 1 calc R . .
N5 N 0.6560(4) 0.1734(2) 0.3020(4) 0.0654(15) Uani 1 1 d . . .
C5 C 0.5515(5) 0.1945(3) 0.3040(4) 0.0617(18) Uani 1 1 d . . .
C6 C 0.7215(4) 0.1470(3) 0.0470(4) 0.0495(14) Uani 1 1 d . . .
C15 C 0.9824(5) 0.0457(3) 0.2792(4) 0.0524(15) Uani 1 1 d . . .
C37 C 1.1401(5) 0.2471(3) 0.0644(4) 0.0605(17) Uani 1 1 d . . .
H37 H 1.2080 0.2500 0.0555 0.073 Uiso 1 1 calc R . .
C39 C 1.1030(4) 0.1993(2) 0.0818(4) 0.0470(13) Uani 1 1 d . . .
C7 C 0.6759(5) 0.1674(3) 0.2155(4) 0.0520(14) Uani 1 1 d . . .
C41 C 0.7402(5) 0.1626(3) 0.3938(5) 0.0636(18) Uani 1 1 d . . .
C30 C 1.0874(4) 0.1801(2) 0.3184(4) 0.0499(14) Uani 1 1 d . . .
H30 H 1.0871 0.2096 0.2822 0.060 Uiso 1 1 calc R . .
C8 C 0.7806(4) 0.1543(2) 0.2165(4) 0.0451(13) Uani 1 1 d . . .
H8 H 0.8369 0.1523 0.2757 0.054 Uiso 1 1 calc R . .
F1 F 1.2983(4) 0.00578(18) 0.1116(4) 0.1023(16) Uani 1 1 d . . .
C32 C 1.2525(5) 0.0532(3) 0.1041(5) 0.0659(18) Uani 1 1 d . . .
C33 C 0.8913(5) 0.0989(3) -0.0887(4) 0.0568(15) Uani 1 1 d . . .
H33 H 0.9629 0.0871 -0.0746 0.068 Uiso 1 1 calc R . .
C17 C 1.1382(7) 0.1394(4) 0.4770(5) 0.082(2) Uani 1 1 d . . .
H17 H 1.1715 0.1411 0.5438 0.099 Uiso 1 1 calc R . .
C26 C 0.7175(7) 0.1154(3) -0.2044(5) 0.080(2) Uani 1 1 d . . .
H26 H 0.6697 0.1153 -0.2679 0.097 Uiso 1 1 calc R . .
C34 C 1.1557(5) 0.0584(2) 0.1236(4) 0.0506(14) Uani 1 1 d . . .
H34 H 1.1241 0.0301 0.1431 0.061 Uiso 1 1 calc R . .
C46 C 0.8840(5) 0.0146(3) 0.1265(5) 0.0583(16) Uani 1 1 d . . .
H46 H 0.8538 0.0201 0.0601 0.070 Uiso 1 1 calc R . .
C35 C 0.9431(5) 0.2384(2) 0.0919(5) 0.0547(15) Uani 1 1 d . . .
H35 H 0.8759 0.2356 0.1020 0.066 Uiso 1 1 calc R . .
C18 C 0.9688(6) -0.0017(3) 0.3175(6) 0.080(2) Uani 1 1 d . . .
H18 H 0.9986 -0.0070 0.3839 0.096 Uiso 1 1 calc R . .
C19 C 0.9127(7) -0.0406(3) 0.2597(7) 0.090(3) Uani 1 1 d . . .
H19 H 0.9040 -0.0722 0.2864 0.108 Uiso 1 1 calc R . .
C20 C 1.1349(5) 0.1808(3) 0.4181(5) 0.0677(19) Uani 1 1 d . . .
C9 C 0.5949(4) 0.1720(3) 0.1262(5) 0.0604(17) Uani 1 1 d . . .
H9 H 0.5243 0.1817 0.1227 0.073 Uiso 1 1 calc R . .
C42 C 0.7423(9) 0.1179(4) 0.4428(8) 0.109(3) Uani 1 1 d . . .
H42 H 0.6891 0.0929 0.4165 0.130 Uiso 1 1 calc R . .
C10 C 0.4361(8) 0.2645(4) 0.3054(7) 0.106(3) Uani 1 1 d . . .
H10 H 0.4230 0.2998 0.3040 0.128 Uiso 1 1 calc R . .
C11 C 0.5369(7) 0.2460(4) 0.3010(7) 0.093(3) Uani 1 1 d . . .
H11 H 0.5911 0.2684 0.2961 0.111 Uiso 1 1 calc R . .
C45 C 0.8205(11) 0.1094(6) 0.5291(9) 0.143(5) Uani 1 1 d U . .
H45 H 0.8202 0.0782 0.5602 0.171 Uiso 1 1 calc R . .
C36 C 1.3081(5) 0.0932(3) 0.0804(5) 0.069(2) Uani 1 1 d . . .
H36 H 1.3748 0.0888 0.0699 0.083 Uiso 1 1 calc R . .
C48 C 0.8692(6) -0.0326(3) 0.1624(6) 0.075(2) Uani 1 1 d . . .
H48 H 0.8304 -0.0586 0.1213 0.090 Uiso 1 1 calc R . .
F3 F 1.1793(4) 0.22619(19) 0.4595(3) 0.0958(15) Uani 1 1 d . . .
F4 F 1.0909(5) 0.0545(2) 0.4892(3) 0.123(2) Uani 1 1 d . . .
C53 C 0.3736(6) 0.1808(5) 0.3127(6) 0.098(2) Uani 1 1 d U . .
H53 H 0.3181 0.1586 0.3150 0.118 Uiso 1 1 calc R . .
C52 C 0.4702(6) 0.1609(4) 0.3102(6) 0.082(2) Uani 1 1 d . . .
H52 H 0.4816 0.1254 0.3125 0.098 Uiso 1 1 calc R . .
C54 C 0.3572(7) 0.2307(5) 0.3119(6) 0.098(2) Uani 1 1 d U . .
H54 H 0.2913 0.2433 0.3158 0.118 Uiso 1 1 calc R . .
C51 C 0.8981(8) 0.1883(5) 0.5264(7) 0.115(4) Uani 1 1 d . . .
H51 H 0.9534 0.2119 0.5556 0.138 Uiso 1 1 calc R . .
P1 P 0.3295(2) 0.16003(10) 0.77733(17) 0.0866(7) Uani 1 1 d . . .
F8 F 0.3805(8) 0.1183(3) 0.8561(5) 0.166(3) Uani 1 1 d . . .
C58 C 1.0777(7) 0.2902(3) 0.0603(5) 0.0707(19) Uani 1 1 d . . .
H58 H 1.1028 0.3223 0.0483 0.085 Uiso 1 1 calc R . .
C56 C 0.8151(7) 0.1999(4) 0.4352(6) 0.089(3) Uani 1 1 d . . .
H56 H 0.8128 0.2318 0.4056 0.107 Uiso 1 1 calc R . .
F5 F 0.4125(7) 0.1974(3) 0.8390(7) 0.236(6) Uani 1 1 d . . .
F6 F 0.4189(8) 0.1460(4) 0.7328(8) 0.213(4) Uani 1 1 d . . .
F7 F 0.2399(9) 0.1709(5) 0.8229(8) 0.241(5) Uani 1 1 d . . .
C55 C 0.8938(11) 0.1418(6) 0.5691(9) 0.143(5) Uani 1 1 d U . .
H55 H 0.9458 0.1340 0.6287 0.171 Uiso 1 1 calc R . .
C57 C 0.9778(6) 0.2860(3) 0.0739(5) 0.0683(18) Uani 1 1 d . . .
H57 H 0.9344 0.3150 0.0710 0.082 Uiso 1 1 calc R . .
F9 F 0.2586(8) 0.1180(3) 0.7129(6) 0.197(4) Uani 1 1 d . . .
F10 F 0.2811(6) 0.2018(3) 0.7008(6) 0.198(4) 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. 
;

# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.500 0.010 450 198 ' '
2 0.500 0.000 0.481 450 197 ' '
_platon_squeeze_details          
;
;


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
Ir1 C12 2.000(5) . ?
Ir1 C49 2.011(5) . ?
Ir1 N1 2.041(5) . ?
Ir1 N2 2.048(5) . ?
Ir1 N3 2.122(4) . ?
Ir1 N4 2.130(4) . ?
C12 C30 1.391(8) . ?
C12 C13 1.421(8) . ?
N3 C8 1.344(7) . ?
N3 C6 1.370(7) . ?
C49 C34 1.399(8) . ?
C49 C50 1.423(8) . ?
N4 C33 1.342(7) . ?
N4 C24 1.360(7) . ?
N1 C46 1.330(7) . ?
N1 C15 1.363(7) . ?
N2 C35 1.347(7) . ?
N2 C39 1.371(7) . ?
F2 C40 1.374(8) . ?
C22 C26 1.363(11) . ?
C22 C24 1.378(8) . ?
C22 H22 0.9300 . ?
C29 C33 1.361(8) . ?
C29 C26 1.383(11) . ?
C29 H29 0.9300 . ?
C24 C6 1.462(8) . ?
C13 C14 1.397(9) . ?
C13 C15 1.459(9) . ?
C40 C50 1.376(8) . ?
C40 C36 1.384(10) . ?
C50 C39 1.461(9) . ?
C14 F4 1.357(8) . ?
C14 C17 1.363(12) . ?
C3 C9 1.363(9) . ?
C3 C6 1.379(8) . ?
C3 H3 0.9300 . ?
N5 C7 1.380(7) . ?
N5 C41 1.450(8) . ?
N5 C5 1.464(7) . ?
C5 C11 1.350(11) . ?
C5 C52 1.389(10) . ?
C15 C18 1.384(9) . ?
C37 C58 1.367(10) . ?
C37 C39 1.384(8) . ?
C37 H37 0.9300 . ?
C7 C9 1.383(8) . ?
C7 C8 1.388(7) . ?
C41 C42 1.357(11) . ?
C41 C56 1.360(11) . ?
C30 C20 1.382(8) . ?
C30 H30 0.9300 . ?
C8 H8 0.9300 . ?
F1 C32 1.354(8) . ?
C32 C36 1.369(10) . ?
C32 C34 1.376(8) . ?
C33 H33 0.9300 . ?
C17 C20 1.368(11) . ?
C17 H17 0.9300 . ?
C26 H26 0.9300 . ?
C34 H34 0.9300 . ?
C46 C48 1.370(9) . ?
C46 H46 0.9300 . ?
C35 C57 1.366(9) . ?
C35 H35 0.9300 . ?
C18 C19 1.362(11) . ?
C18 H18 0.9300 . ?
C19 C48 1.364(11) . ?
C19 H19 0.9300 . ?
C20 F3 1.361(8) . ?
C9 H9 0.9300 . ?
C42 C45 1.350(14) . ?
C42 H42 0.9300 . ?
C10 C54 1.370(13) . ?
C10 C11 1.408(11) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C45 C55 1.26(2) . ?
C45 H45 0.9300 . ?
C36 H36 0.9300 . ?
C48 H48 0.9300 . ?
C53 C54 1.310(13) . ?
C53 C52 1.361(10) . ?
C53 H53 0.9300 . ?
C52 H52 0.9300 . ?
C54 H54 0.9300 . ?
C51 C55 1.369(17) . ?
C51 C56 1.440(11) . ?
C51 H51 0.9300 . ?
P1 F5 1.505(7) . ?
P1 F9 1.531(7) . ?
P1 F10 1.536(6) . ?
P1 F7 1.539(9) . ?
P1 F6 1.544(9) . ?
P1 F8 1.559(7) . ?
C58 C57 1.373(10) . ?
C58 H58 0.9300 . ?
C56 H56 0.9300 . ?
C55 H55 0.9300 . ?
C57 H57 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
C12 Ir1 C49 89.4(2) . . ?
C12 Ir1 N1 80.6(2) . . ?
C49 Ir1 N1 95.0(2) . . ?
C12 Ir1 N2 93.2(2) . . ?
C49 Ir1 N2 80.4(2) . . ?
N1 Ir1 N2 172.42(16) . . ?
C12 Ir1 N3 96.14(18) . . ?
C49 Ir1 N3 173.97(17) . . ?
N1 Ir1 N3 88.36(17) . . ?
N2 Ir1 N3 96.72(17) . . ?
C12 Ir1 N4 172.80(18) . . ?
C49 Ir1 N4 97.84(19) . . ?
N1 Ir1 N4 98.69(17) . . ?
N2 Ir1 N4 87.97(17) . . ?
N3 Ir1 N4 76.67(17) . . ?
C30 C12 C13 118.6(5) . . ?
C30 C12 Ir1 127.1(4) . . ?
C13 C12 Ir1 114.1(4) . . ?
C8 N3 C6 119.9(5) . . ?
C8 N3 Ir1 124.0(3) . . ?
C6 N3 Ir1 116.1(4) . . ?
C34 C49 C50 118.6(5) . . ?
C34 C49 Ir1 127.2(4) . . ?
C50 C49 Ir1 114.2(4) . . ?
C33 N4 C24 118.0(5) . . ?
C33 N4 Ir1 126.2(4) . . ?
C24 N4 Ir1 115.6(4) . . ?
C46 N1 C15 119.0(5) . . ?
C46 N1 Ir1 124.7(4) . . ?
C15 N1 Ir1 116.3(4) . . ?
C35 N2 C39 119.5(5) . . ?
C35 N2 Ir1 124.0(4) . . ?
C39 N2 Ir1 116.2(4) . . ?
C26 C22 C24 121.3(7) . . ?
C26 C22 H22 119.3 . . ?
C24 C22 H22 119.3 . . ?
C33 C29 C26 118.6(6) . . ?
C33 C29 H29 120.7 . . ?
C26 C29 H29 120.7 . . ?
N4 C24 C22 120.1(6) . . ?
N4 C24 C6 115.9(5) . . ?
C22 C24 C6 123.9(6) . . ?
C14 C13 C12 117.8(6) . . ?
C14 C13 C15 126.6(6) . . ?
C12 C13 C15 115.6(5) . . ?
F2 C40 C50 119.3(7) . . ?
F2 C40 C36 115.3(6) . . ?
C50 C40 C36 125.4(7) . . ?
C40 C50 C49 117.5(6) . . ?
C40 C50 C39 126.9(6) . . ?
C49 C50 C39 115.6(5) . . ?
F4 C14 C17 116.1(7) . . ?
F4 C14 C13 119.5(7) . . ?
C17 C14 C13 124.4(7) . . ?
C9 C3 C6 120.7(5) . . ?
C9 C3 H3 119.6 . . ?
C6 C3 H3 119.6 . . ?
C7 N5 C41 121.2(5) . . ?
C7 N5 C5 120.8(5) . . ?
C41 N5 C5 117.9(5) . . ?
C11 C5 C52 121.6(7) . . ?
C11 C5 N5 119.2(7) . . ?
C52 C5 N5 119.2(7) . . ?
N3 C6 C3 119.2(5) . . ?
N3 C6 C24 115.0(5) . . ?
C3 C6 C24 125.8(5) . . ?
N1 C15 C18 118.9(6) . . ?
N1 C15 C13 113.4(5) . . ?
C18 C15 C13 127.7(6) . . ?
C58 C37 C39 120.5(6) . . ?
C58 C37 H37 119.8 . . ?
C39 C37 H37 119.8 . . ?
N2 C39 C37 119.2(6) . . ?
N2 C39 C50 113.4(5) . . ?
C37 C39 C50 127.4(5) . . ?
N5 C7 C9 123.0(5) . . ?
N5 C7 C8 119.5(5) . . ?
C9 C7 C8 117.5(6) . . ?
C42 C41 C56 119.0(8) . . ?
C42 C41 N5 122.1(8) . . ?
C56 C41 N5 118.7(7) . . ?
C20 C30 C12 119.1(6) . . ?
C20 C30 H30 120.4 . . ?
C12 C30 H30 120.4 . . ?
N3 C8 C7 122.2(5) . . ?
N3 C8 H8 118.9 . . ?
C7 C8 H8 118.9 . . ?
F1 C32 C36 117.2(6) . . ?
F1 C32 C34 118.3(6) . . ?
C36 C32 C34 124.4(6) . . ?
N4 C33 C29 123.6(6) . . ?
N4 C33 H33 118.2 . . ?
C29 C33 H33 118.2 . . ?
C14 C17 C20 115.6(7) . . ?
C14 C17 H17 122.2 . . ?
C20 C17 H17 122.2 . . ?
C22 C26 C29 118.3(6) . . ?
C22 C26 H26 120.9 . . ?
C29 C26 H26 120.9 . . ?
C32 C34 C49 119.3(6) . . ?
C32 C34 H34 120.3 . . ?
C49 C34 H34 120.3 . . ?
N1 C46 C48 123.4(6) . . ?
N1 C46 H46 118.3 . . ?
C48 C46 H46 118.3 . . ?
N2 C35 C57 122.1(6) . . ?
N2 C35 H35 118.9 . . ?
C57 C35 H35 118.9 . . ?
C19 C18 C15 121.3(7) . . ?
C19 C18 H18 119.4 . . ?
C15 C18 H18 119.4 . . ?
C18 C19 C48 119.1(7) . . ?
C18 C19 H19 120.4 . . ?
C48 C19 H19 120.4 . . ?
F3 C20 C17 118.5(6) . . ?
F3 C20 C30 117.1(7) . . ?
C17 C20 C30 124.4(7) . . ?
C3 C9 C7 120.4(5) . . ?
C3 C9 H9 119.8 . . ?
C7 C9 H9 119.8 . . ?
C45 C42 C41 120.7(12) . . ?
C45 C42 H42 119.6 . . ?
C41 C42 H42 119.6 . . ?
C54 C10 C11 120.3(10) . . ?
C54 C10 H10 119.9 . . ?
C11 C10 H10 119.9 . . ?
C5 C11 C10 117.2(9) . . ?
C5 C11 H11 121.4 . . ?
C10 C11 H11 121.4 . . ?
C55 C45 C42 122.9(15) . . ?
C55 C45 H45 118.5 . . ?
C42 C45 H45 118.5 . . ?
C32 C36 C40 114.7(6) . . ?
C32 C36 H36 122.7 . . ?
C40 C36 H36 122.7 . . ?
C19 C48 C46 118.3(7) . . ?
C19 C48 H48 120.8 . . ?
C46 C48 H48 120.8 . . ?
C54 C53 C52 121.5(10) . . ?
C54 C53 H53 119.3 . . ?
C52 C53 H53 119.3 . . ?
C53 C52 C5 118.8(9) . . ?
C53 C52 H52 120.6 . . ?
C5 C52 H52 120.6 . . ?
C53 C54 C10 120.7(9) . . ?
C53 C54 H54 119.6 . . ?
C10 C54 H54 119.6 . . ?
C55 C51 C56 118.4(11) . . ?
C55 C51 H51 120.8 . . ?
C56 C51 H51 120.8 . . ?
F5 P1 F9 172.1(6) . . ?
F5 P1 F10 91.2(5) . . ?
F9 P1 F10 92.1(5) . . ?
F5 P1 F7 96.3(7) . . ?
F9 P1 F7 90.9(6) . . ?
F10 P1 F7 90.2(5) . . ?
F5 P1 F6 85.5(6) . . ?
F9 P1 F6 87.2(6) . . ?
F10 P1 F6 92.3(6) . . ?
F7 P1 F6 176.9(6) . . ?
F5 P1 F8 87.7(5) . . ?
F9 P1 F8 89.0(4) . . ?
F10 P1 F8 178.9(5) . . ?
F7 P1 F8 90.1(6) . . ?
F6 P1 F8 87.5(6) . . ?
C37 C58 C57 119.7(7) . . ?
C37 C58 H58 120.1 . . ?
C57 C58 H58 120.1 . . ?
C41 C56 C51 117.8(9) . . ?
C41 C56 H56 121.1 . . ?
C51 C56 H56 121.1 . . ?
C45 C55 C51 121.0(13) . . ?
C45 C55 H55 119.5 . . ?
C51 C55 H55 119.5 . . ?
C35 C57 C58 118.9(7) . . ?
C35 C57 H57 120.6 . . ?
C58 C57 H57 120.6 . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        27.92
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.833
_refine_diff_density_min         -1.015
_refine_diff_density_rms         0.129
####################################################################### 
# 
# 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_99_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1564537'
_audit_update_record             
;
2017-07-25 deposited with the CCDC.
2017-09-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24H16B10N3 '
_chemical_formula_weight         465.2

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P21/c

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

_cell_length_a                   11.738(2)
_cell_length_b                   7.3043(14)
_cell_length_c                   29.418(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.827(4)
_cell_angle_gamma                90.00
_cell_volume                     2513.4(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3105
_cell_measurement_theta_min      2
_cell_measurement_theta_max      52

_exptl_crystal_description       block
_exptl_crystal_colour            white
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.250
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             950
_exptl_absorpt_coefficient_mu    0.065
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  '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            16630
_diffrn_reflns_av_R_equivalents  0.0576
_diffrn_reflns_av_sigmaI/netI    0.0707
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_theta_min         1.39
_diffrn_reflns_theta_max         27.55
_reflns_number_total             5784
_reflns_number_gt                3105
_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)+(0.2000P)²+0.0000P] 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         5784
_refine_ls_number_parameters     334
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1663
_refine_ls_R_factor_gt           0.1040
_refine_ls_wR_factor_ref         0.3658
_refine_ls_wR_factor_gt          0.3138
_refine_ls_goodness_of_fit_ref   1.199
_refine_ls_restrained_S_all      1.199
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C6 C 0.1624(3) 0.5237(5) 0.06000(12) 0.0321(8) Uani 1 1 d . . .
H6 H 0.0962 0.5593 0.0729 0.038 Uiso 1 1 calc R . .
C7 C 0.2612(3) 0.6121(5) 0.07030(12) 0.0357(8) Uani 1 1 d . . .
C3 C 0.2540(3) 0.3236(5) 0.01033(12) 0.0346(8) Uani 1 1 d . . .
C1 C 0.2426(3) 0.1816(5) -0.02686(12) 0.0349(8) Uani 1 1 d . . .
N1 N 0.2941(3) 1.2303(4) 0.18457(11) 0.0450(9) Uani 1 1 d . . .
C8 C 0.2610(3) 0.7754(5) 0.09964(12) 0.0370(8) Uani 1 1 d . . .
C11 C 0.2782(3) 1.0761(5) 0.15585(13) 0.0405(9) Uani 1 1 d . . .
C12 C 0.1891(3) 0.9512(5) 0.15966(14) 0.0440(10) Uani 1 1 d . . .
H12 H 0.1373 0.9683 0.1815 0.053 Uiso 1 1 calc R . .
C9 C 0.3441(3) 0.8959(5) 0.09536(12) 0.0350(8) Uani 1 1 d . . .
H9 H 0.3963 0.8780 0.0737 0.042 Uiso 1 1 calc R . .
C5 C 0.1610(3) 0.3845(5) 0.03105(14) 0.0457(10) Uani 1 1 d . . .
H5 H 0.0920 0.3239 0.0243 0.055 Uiso 1 1 calc R . .
C19 C 0.1982(3) 1.3277(5) 0.19893(13) 0.0382(9) Uani 1 1 d . . .
C4 C 0.3581(3) 0.4096(6) 0.02296(15) 0.0472(10) Uani 1 1 d . . .
H4 H 0.4247 0.3680 0.0114 0.057 Uiso 1 1 calc R . .
C13 C 0.4045(3) 1.3146(5) 0.18962(13) 0.0385(9) Uani 1 1 d . . .
N3 N 0.1791(3) 0.8027(5) 0.13067(13) 0.0572(10) Uani 1 1 d . . .
C24 C 0.2075(4) 1.4100(6) 0.24115(14) 0.0471(10) Uani 1 1 d . . .
H24 H 0.2739 1.3950 0.2603 0.057 Uiso 1 1 calc R . .
N2 N 0.3620(3) 0.5556(5) 0.05242(14) 0.0641(11) Uani 1 1 d . . .
B3 B 0.2905(3) -0.0318(5) -0.01811(14) 0.0331(9) Uani 1 1 d . . .
C10 C 0.3520(4) 1.0426(6) 0.12238(15) 0.0513(11) Uani 1 1 d . . .
H10 H 0.4099 1.1268 0.1186 0.062 Uiso 1 1 calc R . .
C20 C 0.0985(3) 1.3495(5) 0.17082(14) 0.0457(10) Uani 1 1 d . . .
H20 H 0.0919 1.2966 0.1420 0.055 Uiso 1 1 calc R . .
B4 B 0.1469(4) 0.0074(6) -0.02029(17) 0.0446(11) Uani 1 1 d . . .
C23 C 0.1184(4) 1.5155(6) 0.25543(16) 0.0543(11) Uani 1 1 d . . .
H23 H 0.1263 1.5731 0.2837 0.065 Uiso 1 1 calc R . .
B12 B 0.2107(4) -0.1374(7) -0.10548(17) 0.0480(11) Uani 1 1 d . . .
C2 C 0.3613(4) 0.1064(7) -0.05270(18) 0.0656(14) Uani 1 1 d . . .
B7 B 0.3371(4) -0.1223(7) -0.06632(19) 0.0524(12) Uani 1 1 d . . .
C14 C 0.4986(4) 1.2164(6) 0.20678(16) 0.0569(12) Uani 1 1 d . . .
H14 H 0.4907 1.0960 0.2163 0.068 Uiso 1 1 calc R . .
B9 B 0.0949(4) -0.0562(7) -0.07611(18) 0.0534(13) Uani 1 1 d . . .
C22 C 0.0182(4) 1.5346(6) 0.22749(18) 0.0575(12) Uani 1 1 d . . .
H22 H -0.0420 1.6038 0.2370 0.069 Uiso 1 1 calc R . .
B6 B 0.2540(5) 0.2440(7) -0.08230(16) 0.0580(14) Uani 1 1 d . . .
B8 B 0.2027(5) -0.1864(6) -0.04720(17) 0.0504(12) Uani 1 1 d . . .
C18 C 0.4178(4) 1.4955(6) 0.17794(15) 0.0539(11) Uani 1 1 d . . .
H18 H 0.3545 1.5648 0.1675 0.065 Uiso 1 1 calc R . .
C21 C 0.0086(4) 1.4499(6) 0.18552(18) 0.0549(12) Uani 1 1 d . . .
H21 H -0.0591 1.4602 0.1668 0.066 Uiso 1 1 calc R . .
B5 B 0.1216(4) 0.1770(7) -0.06264(16) 0.0495(12) Uani 1 1 d . . .
B11 B 0.3115(5) 0.0495(7) -0.10841(19) 0.0597(15) Uani 1 1 d . . .
C17 C 0.5246(5) 1.5737(7) 0.18172(19) 0.0690(15) Uani 1 1 d . . .
H17 H 0.5327 1.6955 0.1734 0.083 Uiso 1 1 calc R . .
B10 B 0.1622(5) 0.0929(8) -0.11483(18) 0.0608(14) Uani 1 1 d . . .
C16 C 0.6163(4) 1.4791(8) 0.1970(2) 0.0724(15) Uani 1 1 d . . .
H16 H 0.6879 1.5344 0.1992 0.087 Uiso 1 1 calc R . .
C15 C 0.6055(4) 1.2996(8) 0.2098(2) 0.0725(15) Uani 1 1 d . . .
H15 H 0.6699 1.2333 0.2204 0.087 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
C6 C5 1.326(5) . ?
C6 C7 1.339(5) . ?
C7 N2 1.398(5) . ?
C7 C8 1.473(5) . ?
C3 C5 1.369(5) . ?
C3 C4 1.396(5) . ?
C3 C1 1.505(5) . ?
C1 B3 1.669(5) . ?
C1 B5 1.696(6) . ?
C1 B6 1.710(6) . ?
C1 B4 1.719(5) . ?
C1 C2 1.732(5) . ?
N1 C11 1.412(5) . ?
N1 C19 1.425(5) . ?
N1 C13 1.431(5) . ?
C8 C9 1.327(5) . ?
C8 N3 1.395(5) . ?
C11 C10 1.387(6) . ?
C11 C12 1.399(5) . ?
C12 N3 1.379(5) . ?
C9 C10 1.333(5) . ?
C19 C24 1.376(5) . ?
C19 C20 1.384(5) . ?
C4 N2 1.373(5) . ?
C13 C14 1.376(6) . ?
C13 C18 1.378(6) . ?
C24 C23 1.392(6) . ?
B3 B7 1.697(6) . ?
B3 C2 1.699(6) . ?
B3 B4 1.705(6) . ?
B3 B8 1.710(6) . ?
C20 C21 1.384(6) . ?
B4 B5 1.764(7) . ?
B4 B9 1.765(7) . ?
B4 B8 1.774(7) . ?
C23 C22 1.385(7) . ?
B12 B8 1.762(7) . ?
B12 B9 1.773(7) . ?
B12 B10 1.789(7) . ?
B12 B7 1.804(7) . ?
B12 B11 1.813(7) . ?
C2 B7 1.736(7) . ?
C2 B11 1.744(8) . ?
C2 B6 1.781(8) . ?
B7 B11 1.771(8) . ?
B7 B8 1.782(7) . ?
C14 C15 1.391(6) . ?
B9 B8 1.745(7) . ?
B9 B5 1.771(7) . ?
B9 B10 1.805(8) . ?
C22 C21 1.377(7) . ?
B6 B10 1.767(8) . ?
B6 B5 1.773(8) . ?
B6 B11 1.776(7) . ?
C18 C17 1.373(6) . ?
B5 B10 1.757(7) . ?
B11 B10 1.775(9) . ?
C17 C16 1.326(7) . ?
C16 C15 1.373(8) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 C6 C7 118.6(3) . . ?
C6 C7 N2 121.1(3) . . ?
C6 C7 C8 118.6(3) . . ?
N2 C7 C8 120.2(3) . . ?
C5 C3 C4 116.6(3) . . ?
C5 C3 C1 121.5(3) . . ?
C4 C3 C1 121.8(3) . . ?
C3 C1 B3 121.5(3) . . ?
C3 C1 B5 118.9(3) . . ?
B3 C1 B5 109.3(3) . . ?
C3 C1 B6 120.0(3) . . ?
B3 C1 B6 110.1(3) . . ?
B5 C1 B6 62.7(3) . . ?
C3 C1 B4 116.6(3) . . ?
B3 C1 B4 60.4(2) . . ?
B5 C1 B4 62.2(3) . . ?
B6 C1 B4 114.2(3) . . ?
C3 C1 C2 120.8(3) . . ?
B3 C1 C2 59.9(3) . . ?
B5 C1 C2 112.6(3) . . ?
B6 C1 C2 62.3(3) . . ?
B4 C1 C2 111.9(3) . . ?
C11 N1 C19 120.5(3) . . ?
C11 N1 C13 118.6(3) . . ?
C19 N1 C13 119.1(3) . . ?
C9 C8 N3 121.3(3) . . ?
C9 C8 C7 116.4(3) . . ?
N3 C8 C7 122.3(3) . . ?
C10 C11 C12 117.3(4) . . ?
C10 C11 N1 120.4(4) . . ?
C12 C11 N1 122.3(3) . . ?
N3 C12 C11 119.3(4) . . ?
C8 C9 C10 119.4(3) . . ?
C6 C5 C3 124.6(4) . . ?
C24 C19 C20 119.2(4) . . ?
C24 C19 N1 118.7(4) . . ?
C20 C19 N1 122.0(3) . . ?
N2 C4 C3 120.0(4) . . ?
C14 C13 C18 119.1(4) . . ?
C14 C13 N1 120.4(4) . . ?
C18 C13 N1 120.5(4) . . ?
C12 N3 C8 119.3(4) . . ?
C19 C24 C23 120.7(4) . . ?
C4 N2 C7 118.8(4) . . ?
C1 B3 B7 111.3(3) . . ?
C1 B3 C2 61.9(2) . . ?
B7 B3 C2 61.5(3) . . ?
C1 B3 B4 61.2(2) . . ?
B7 B3 B4 114.9(3) . . ?
C2 B3 B4 114.2(3) . . ?
C1 B3 B8 111.0(3) . . ?
B7 B3 B8 63.1(3) . . ?
C2 B3 B8 113.4(3) . . ?
B4 B3 B8 62.6(3) . . ?
C9 C10 C11 123.3(4) . . ?
C21 C20 C19 120.2(4) . . ?
B3 B4 C1 58.4(2) . . ?
B3 B4 B5 104.6(3) . . ?
C1 B4 B5 58.2(2) . . ?
B3 B4 B9 104.7(3) . . ?
C1 B4 B9 105.5(3) . . ?
B5 B4 B9 60.2(3) . . ?
B3 B4 B8 58.8(3) . . ?
C1 B4 B8 105.8(3) . . ?
B5 B4 B8 107.0(3) . . ?
B9 B4 B8 59.1(3) . . ?
C22 C23 C24 119.9(4) . . ?
B8 B12 B9 59.2(3) . . ?
B8 B12 B10 107.4(3) . . ?
B9 B12 B10 60.9(3) . . ?
B8 B12 B7 60.0(3) . . ?
B9 B12 B7 106.9(3) . . ?
B10 B12 B7 105.9(3) . . ?
B8 B12 B11 106.7(3) . . ?
B9 B12 B11 107.5(3) . . ?
B10 B12 B11 59.0(3) . . ?
B7 B12 B11 58.6(3) . . ?
B3 C2 C1 58.2(2) . . ?
B3 C2 B7 59.2(3) . . ?
C1 C2 B7 106.5(3) . . ?
B3 C2 B11 106.2(3) . . ?
C1 C2 B11 105.6(4) . . ?
B7 C2 B11 61.2(3) . . ?
B3 C2 B6 105.5(3) . . ?
C1 C2 B6 58.2(2) . . ?
B7 C2 B6 109.6(4) . . ?
B11 C2 B6 60.5(3) . . ?
B3 B7 C2 59.3(3) . . ?
B3 B7 B11 105.1(3) . . ?
C2 B7 B11 59.6(3) . . ?
B3 B7 B8 58.8(3) . . ?
C2 B7 B8 108.2(3) . . ?
B11 B7 B8 107.7(4) . . ?
B3 B7 B12 104.6(3) . . ?
C2 B7 B12 108.4(4) . . ?
B11 B7 B12 60.9(3) . . ?
B8 B7 B12 58.8(3) . . ?
C13 C14 C15 119.2(4) . . ?
B8 B9 B4 60.7(3) . . ?
B8 B9 B5 108.0(3) . . ?
B4 B9 B5 59.9(3) . . ?
B8 B9 B12 60.1(3) . . ?
B4 B9 B12 108.8(3) . . ?
B5 B9 B12 107.6(4) . . ?
B8 B9 B10 107.4(4) . . ?
B4 B9 B10 107.0(3) . . ?
B5 B9 B10 58.8(3) . . ?
B12 B9 B10 60.0(3) . . ?
C21 C22 C23 119.2(4) . . ?
C1 B6 B10 104.9(4) . . ?
C1 B6 B5 58.2(2) . . ?
B10 B6 B5 59.5(3) . . ?
C1 B6 B11 105.2(3) . . ?
B10 B6 B11 60.1(3) . . ?
B5 B6 B11 107.2(4) . . ?
C1 B6 C2 59.5(3) . . ?
B10 B6 C2 106.6(4) . . ?
B5 B6 C2 106.7(3) . . ?
B11 B6 C2 58.7(3) . . ?
B3 B8 B9 105.4(3) . . ?
B3 B8 B12 105.9(3) . . ?
B9 B8 B12 60.7(3) . . ?
B3 B8 B4 58.6(2) . . ?
B9 B8 B4 60.2(3) . . ?
B12 B8 B4 108.9(3) . . ?
B3 B8 B7 58.1(3) . . ?
B9 B8 B7 109.1(4) . . ?
B12 B8 B7 61.2(3) . . ?
B4 B8 B7 107.5(3) . . ?
C17 C18 C13 120.1(4) . . ?
C22 C21 C20 120.8(4) . . ?
C1 B5 B10 105.9(3) . . ?
C1 B5 B4 59.5(2) . . ?
B10 B5 B4 109.2(3) . . ?
C1 B5 B9 106.3(3) . . ?
B10 B5 B9 61.6(3) . . ?
B4 B5 B9 59.9(3) . . ?
C1 B5 B6 59.0(3) . . ?
B10 B5 B6 60.1(3) . . ?
B4 B5 B6 108.9(3) . . ?
B9 B5 B6 109.6(3) . . ?
C2 B11 B7 59.2(3) . . ?
C2 B11 B10 107.9(4) . . ?
B7 B11 B10 108.0(4) . . ?
C2 B11 B6 60.8(3) . . ?
B7 B11 B6 108.2(4) . . ?
B10 B11 B6 59.7(3) . . ?
C2 B11 B12 107.7(4) . . ?
B7 B11 B12 60.4(3) . . ?
B10 B11 B12 59.8(3) . . ?
B6 B11 B12 108.0(4) . . ?
C16 C17 C18 121.3(5) . . ?
B5 B10 B6 60.4(3) . . ?
B5 B10 B11 107.9(4) . . ?
B6 B10 B11 60.2(3) . . ?
B5 B10 B12 107.5(4) . . ?
B6 B10 B12 109.4(4) . . ?
B11 B10 B12 61.1(3) . . ?
B5 B10 B9 59.6(3) . . ?
B6 B10 B9 108.3(4) . . ?
B11 B10 B9 107.8(4) . . ?
B12 B10 B9 59.1(3) . . ?
C17 C16 C15 120.0(5) . . ?
C16 C15 C14 120.2(5) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.55
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.650
_refine_diff_density_min         -0.666
_refine_diff_density_rms         0.093
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: DCM'
