# Electronic Supplementary Material (ESI) for Chemical Communications.
# 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_TVS001_0m
_database_code_depnum_ccdc_archive 'CCDC 1470769'
_audit_update_record             
;
2016-03-26 deposited with the CCDC.
2016-04-20 downloaded from the CCDC.
;
_audit_creation_date             2016-03-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C30 H36 B F2 P'
_chemical_formula_sum            'C30 H36 B F2 P'
_chemical_formula_weight         476.41
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
B 0.00141 0.00067 2.05450 1.33260 1.09790 0.70680 23.21850 1.02100 60.34980
0.14030 -0.193200007081
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
F 0.01794 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.277599990368
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
P 0.10434 0.09671 6.43450 4.17910 1.78000 1.49080 1.90670 27.15700 0.52600
68.16450 1.11489999294
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   9.9138(3)
_cell_length_b                   10.3236(3)
_cell_length_c                   13.6951(4)
_cell_angle_alpha                76.806(2)
_cell_angle_beta                 71.844(2)
_cell_angle_gamma                82.615(2)
_cell_volume                     1294.20(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9970
_cell_measurement_temperature    149(2)
_cell_measurement_theta_max      27.42
_cell_measurement_theta_min      2.28
_exptl_absorpt_coefficient_mu    0.137
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6967
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0367 before and 0.0292 after correction.
The Ratio of minimum to maximum transmission is 0.9344.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.2224
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             508.4330
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.13
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0183
_diffrn_reflns_av_unetI/netI     0.0217
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            20829
_diffrn_reflns_theta_full        27.4237
_diffrn_reflns_theta_max         27.42
_diffrn_reflns_theta_min         1.60
_diffrn_ambient_temperature      148.8
_diffrn_measured_fraction_theta_full 0.9919
_diffrn_measured_fraction_theta_max 0.9919
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              12
_reflns_limit_h_min              -11
_reflns_limit_k_max              13
_reflns_limit_k_min              -12
_reflns_limit_l_max              17
_reflns_limit_l_min              0
_reflns_number_gt                4919
_reflns_number_total             5868
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_refine_diff_density_max         0.3940
_refine_diff_density_min         -0.2997
_refine_diff_density_rms         0.0566
_refine_ls_d_res_high            0.7716
_refine_ls_d_res_low             12.7511
_refine_ls_goodness_of_fit_ref   1.0467
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    62
_refine_ls_number_parameters     306
_refine_ls_number_reflns         5868
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0514
_refine_ls_R_factor_gt           0.0409
_refine_ls_restrained_S_all      1.0467
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0571P)²+0.4906P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1038
_refine_ls_wR_factor_ref         0.1127
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7), C24(H24)
2.b Secondary CH2 refined with riding coordinates:
 C8(H8a,H8b), C9(H9a,H9b), C10(H10a,H10b), C23(H23a,H23b), C25(H25a,H25b),
 C26(H26a,H26b), C27(H27a,H27b), C28(H28a,H28b), C29(H29a,H29b), C5(H5a,H5b)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C11(H11), C12(H12), C13(H13), C15(H15), C16(H16),
 C19(H19), C20(H20), C21(H21), C22(H22), C30(H30), C31(H31)
;
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_refinement_flags_posn
P1 P 0.15604(4) 0.87774(4) 0.22833(3) 0.02122(10) Uani 1.000000 .
F1 F 0.23349(9) 1.01674(8) 0.17776(7) 0.0293(2) Uani 1.000000 .
C1 C 0.31369(19) 0.78751(18) 0.51855(14) 0.0380(4) Uani 1.000000 .
H1 H 0.34776(19) 0.76547(18) 0.57828(14) 0.0456(5) Uiso 1.000000 R
C2 C 0.17168(19) 0.8262(2) 0.52973(13) 0.0424(4) Uani 1.000000 .
H2 H 0.10865(19) 0.8329(2) 0.59697(13) 0.0509(5) Uiso 1.000000 R
C3 C 0.12122(17) 0.85526(18) 0.44297(12) 0.0343(4) Uani 1.000000 .
H3 H 0.02351(17) 0.88121(18) 0.45100(12) 0.0412(4) Uiso 1.000000 R
C4 C 0.21243(15) 0.84663(14) 0.34494(11) 0.0227(3) Uani 1.000000 .
F2 F 0.06010(8) 0.71327(8) 0.28891(6) 0.02112(17) Uani 1.000000 .
B1 B 0.10298(16) 0.58999(15) 0.22550(12) 0.0200(3) Uani 1.000000 .
C7 C -0.03364(14) 0.57081(14) 0.19018(11) 0.0230(3) Uani 1.000000 .
H7 H -0.00780(14) 0.49104(14) 0.15663(11) 0.0276(3) Uiso 1.000000 R
C8 C -0.07080(17) 0.68470(19) 0.10794(13) 0.0400(4) Uani 1.000000 .
H8a H -0.09721(17) 0.76657(19) 0.13750(13) 0.0480(5) Uiso 1.000000 R
H8b H 0.01439(17) 0.70164(19) 0.04647(13) 0.0480(5) Uiso 1.000000 R
C9 C -0.19307(18) 0.6559(2) 0.07165(14) 0.0446(5) Uani 1.000000 .
H9a H -0.21535(18) 0.7346(2) 0.02113(14) 0.0535(6) Uiso 1.000000 R
H9b H -0.16345(18) 0.5798(2) 0.03527(14) 0.0535(6) Uiso 1.000000 R
C10 C -0.32442(16) 0.6237(2) 0.16303(14) 0.0398(4) Uani 1.000000 .
H10a H -0.36112(16) 0.7036(2) 0.19402(14) 0.0477(5) Uiso 1.000000 R
H10b H -0.39911(16) 0.5988(2) 0.13791(14) 0.0477(5) Uiso 1.000000 R
C11 C -0.28548(19) 1.0797(2) 0.23200(15) 0.0488(5) Uani 1.000000 .
H11 H -0.37609(19) 1.1225(2) 0.23161(15) 0.0585(6) Uiso 1.000000 R
C12 C -0.27310(17) 0.97887(17) 0.31380(13) 0.0350(4) Uani 1.000000 .
H12 H -0.35489(17) 0.95321(17) 0.37073(13) 0.0420(4) Uiso 1.000000 R
C13 C -0.14138(15) 0.91394(15) 0.31386(12) 0.0279(3) Uani 1.000000 .
H13 H -0.13417(15) 0.84142(15) 0.36929(12) 0.0334(4) Uiso 1.000000 R
C14 C -0.01999(15) 0.95460(14) 0.23317(11) 0.0245(3) Uani 1.000000 .
C15 C -0.03369(19) 1.05882(19) 0.15126(14) 0.0434(4) Uani 1.000000 .
H15 H 0.04817(19) 1.08876(19) 0.09594(14) 0.0521(5) Uiso 1.000000 R
C16 C -0.1672(2) 1.1189(2) 0.15056(16) 0.0595(6) Uani 1.000000 .
H16 H -0.1767(2) 1.1877(2) 0.09330(16) 0.0714(7) Uiso 1.000000 R
C17 C 0.25933(14) 0.79161(14) 0.12589(10) 0.0215(3) Uani 1.000000 .
C18 C 0.22936(13) 0.66038(14) 0.13035(10) 0.0201(3) Uani 1.000000 .
C19 C 0.31133(14) 0.60011(14) 0.04706(11) 0.0229(3) Uani 1.000000 .
H19 H 0.29172(14) 0.51288(14) 0.04590(11) 0.0275(3) Uiso 1.000000 R
C20 C 0.42034(15) 0.66374(16) -0.03388(11) 0.0268(3) Uani 1.000000 .
H20 H 0.47398(15) 0.61977(16) -0.08898(11) 0.0321(4) Uiso 1.000000 R
C21 C 0.45097(16) 0.79111(17) -0.03439(12) 0.0308(3) Uani 1.000000 .
H21 H 0.52756(16) 0.83337(17) -0.08846(12) 0.0370(4) Uiso 1.000000 R
C22 C 0.36982(15) 0.85647(16) 0.04396(12) 0.0286(3) Uani 1.000000 .
H22 H 0.38841(15) 0.94496(16) 0.04263(12) 0.0343(4) Uiso 1.000000 R
C23 C -0.16841(16) 0.5380(2) 0.28171(13) 0.0404(4) Uani 1.000000 .
H23a H -0.14677(16) 0.4589(2) 0.33215(13) 0.0485(5) Uiso 1.000000 R
H23b H -0.19774(16) 0.6137(2) 0.31854(13) 0.0485(5) Uiso 1.000000 R
C24 C 0.14874(14) 0.46573(13) 0.30820(11) 0.0218(3) Uani 1.000000 .
H24 H 0.06107(14) 0.44286(13) 0.36779(11) 0.0261(3) Uiso 1.000000 R
C25 C 0.20143(17) 0.34038(15) 0.26100(12) 0.0294(3) Uani 1.000000 .
H25a H 0.12484(17) 0.31422(15) 0.23854(12) 0.0353(4) Uiso 1.000000 R
H25b H 0.28359(17) 0.36193(15) 0.19789(12) 0.0353(4) Uiso 1.000000 R
C26 C 0.24597(19) 0.22188(15) 0.33756(13) 0.0348(4) Uani 1.000000 .
H26a H 0.16099(19) 0.19124(15) 0.39576(13) 0.0417(4) Uiso 1.000000 R
H26b H 0.28653(19) 0.14734(15) 0.30069(13) 0.0417(4) Uiso 1.000000 R
C27 C 0.35493(18) 0.25846(16) 0.38207(14) 0.0357(4) Uani 1.000000 .
H27a H 0.37565(18) 0.18193(16) 0.43491(14) 0.0428(4) Uiso 1.000000 R
H27b H 0.44447(18) 0.27829(16) 0.32515(14) 0.0428(4) Uiso 1.000000 R
C28 C 0.3009(2) 0.37881(16) 0.43257(14) 0.0371(4) Uani 1.000000 .
H28a H 0.2173(2) 0.35574(16) 0.49427(14) 0.0445(5) Uiso 1.000000 R
H28b H 0.3760(2) 0.40391(16) 0.45721(14) 0.0445(5) Uiso 1.000000 R
C29 C 0.25916(17) 0.49735(15) 0.35508(13) 0.0314(3) Uani 1.000000 .
H29a H 0.34544(17) 0.52614(15) 0.29748(13) 0.0377(4) Uiso 1.000000 R
H29b H 0.22047(17) 0.57258(15) 0.39150(13) 0.0377(4) Uiso 1.000000 R
C30 C 0.40540(17) 0.78104(18) 0.42077(14) 0.0381(4) Uani 1.000000 .
H30 H 0.50314(17) 0.75560(18) 0.41304(14) 0.0458(5) Uiso 1.000000 R
C31 C 0.35607(16) 0.81145(17) 0.33327(13) 0.0325(3) Uani 1.000000 .
H31 H 0.42010(16) 0.80826(17) 0.26572(13) 0.0390(4) Uiso 1.000000 R
C5 C -0.29200(19) 0.5102(2) 0.24598(17) 0.0536(6) Uani 1.000000 .
H5a H -0.37784(19) 0.4960(2) 0.30722(17) 0.0644(7) Uiso 1.000000 R
H5b H -0.26775(19) 0.4274(2) 0.21757(17) 0.0644(7) Uiso 1.000000 R


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
P1 F1 1.6207(9) . ?
P1 C4 1.8006(14) . ?
P1 F2 1.9381(8) . ?
P1 C14 1.8098(14) . ?
P1 C17 1.8021(14) . ?
C1 H1 0.9500 . ?
C1 C2 1.384(2) . ?
C1 C30 1.375(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.386(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.380(2) . ?
C4 C31 1.392(2) . ?
F2 B1 1.6401(17) . ?
B1 C7 1.6214(19) . ?
B1 C18 1.6063(19) . ?
B1 C24 1.625(2) . ?
C7 H7 1.0000 . ?
C7 C8 1.526(2) . ?
C7 C23 1.533(2) . ?
C8 H8a 0.9900 . ?
C8 H8b 0.9900 . ?
C8 C9 1.530(2) . ?
C9 H9a 0.9900 . ?
C9 H9b 0.9900 . ?
C9 C10 1.509(2) . ?
C10 H10a 0.9900 . ?
C10 H10b 0.9900 . ?
C10 C5 1.513(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.369(2) . ?
C11 C16 1.373(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.389(2) . ?
C13 H13 0.9500 . ?
C13 C14 1.391(2) . ?
C14 C15 1.393(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.390(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.4078(19) . ?
C17 C22 1.4096(19) . ?
C18 C19 1.4017(19) . ?
C19 H19 0.9500 . ?
C19 C20 1.390(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.385(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.381(2) . ?
C22 H22 0.9500 . ?
C23 H23a 0.9900 . ?
C23 H23b 0.9900 . ?
C23 C5 1.533(2) . ?
C24 H24 1.0000 . ?
C24 C25 1.537(2) . ?
C24 C29 1.5305(19) . ?
C25 H25a 0.9900 . ?
C25 H25b 0.9900 . ?
C25 C26 1.535(2) . ?
C26 H26a 0.9900 . ?
C26 H26b 0.9900 . ?
C26 C27 1.517(2) . ?
C27 H27a 0.9900 . ?
C27 H27b 0.9900 . ?
C27 C28 1.516(2) . ?
C28 H28a 0.9900 . ?
C28 H28b 0.9900 . ?
C28 C29 1.532(2) . ?
C29 H29a 0.9900 . ?
C29 H29b 0.9900 . ?
C30 H30 0.9500 . ?
C30 C31 1.388(2) . ?
C31 H31 0.9500 . ?
C5 H5a 0.9900 . ?
C5 H5b 0.9900 . ?

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
C4 P1 F1 94.54(6) . . ?
F2 P1 F1 178.96(4) . . ?
F2 P1 C4 85.93(5) . . ?
C14 P1 F1 93.95(6) . . ?
C14 P1 C4 118.76(7) . . ?
C14 P1 F2 85.01(5) . . ?
C17 P1 F1 95.75(6) . . ?
C17 P1 C4 116.44(6) . . ?
C17 P1 F2 84.86(5) . . ?
C17 P1 C14 122.77(6) . . ?
C2 C1 H1 120.08(10) . . ?
C30 C1 H1 120.08(9) . . ?
C30 C1 C2 119.84(15) . . ?
H2 C2 C1 119.95(10) . . ?
C3 C2 C1 120.10(16) . . ?
C3 C2 H2 119.95(10) . . ?
H3 C3 C2 119.88(10) . . ?
C4 C3 C2 120.23(15) . . ?
C4 C3 H3 119.88(8) . . ?
C3 C4 P1 123.49(11) . . ?
C31 C4 P1 116.87(11) . . ?
C31 C4 C3 119.63(13) . . ?
B1 F2 P1 119.43(7) . . ?
C7 B1 F2 107.27(10) . . ?
C18 B1 F2 96.47(10) . . ?
C18 B1 C7 113.27(11) . . ?
C24 B1 F2 104.12(10) . . ?
C24 B1 C7 115.93(11) . . ?
C24 B1 C18 116.79(11) . . ?
H7 C7 B1 105.82(7) . . ?
C8 C7 B1 115.56(12) . . ?
C8 C7 H7 105.82(10) . . ?
C23 C7 B1 114.14(12) . . ?
C23 C7 H7 105.82(10) . . ?
C23 C7 C8 108.83(12) . . ?
H8a C8 C7 108.98(10) . . ?
H8b C8 C7 108.98(8) . . ?
H8b C8 H8a 107.8 . . ?
C9 C8 C7 113.02(14) . . ?
C9 C8 H8a 108.98(12) . . ?
C9 C8 H8b 108.98(10) . . ?
H9a C9 C8 109.37(10) . . ?
H9b C9 C8 109.37(12) . . ?
H9b C9 H9a 108.0 . . ?
C10 C9 C8 111.30(14) . . ?
C10 C9 H9a 109.37(10) . . ?
C10 C9 H9b 109.37(11) . . ?
H10a C10 C9 109.44(11) . . ?
H10b C10 C9 109.44(9) . . ?
H10b C10 H10a 108.0 . . ?
C5 C10 C9 111.00(14) . . ?
C5 C10 H10a 109.44(12) . . ?
C5 C10 H10b 109.44(10) . . ?
C12 C11 H11 119.94(10) . . ?
C16 C11 H11 119.94(10) . . ?
C16 C11 C12 120.12(16) . . ?
H12 C12 C11 119.88(10) . . ?
C13 C12 C11 120.25(15) . . ?
C13 C12 H12 119.88(9) . . ?
H13 C13 C12 119.84(9) . . ?
C14 C13 C12 120.32(14) . . ?
C14 C13 H13 119.84(8) . . ?
C13 C14 P1 123.23(11) . . ?
C15 C14 P1 117.94(12) . . ?
C15 C14 C13 118.83(14) . . ?
H15 C15 C14 120.03(9) . . ?
C16 C15 C14 119.94(16) . . ?
C16 C15 H15 120.03(11) . . ?
C15 C16 C11 120.47(16) . . ?
H16 C16 C11 119.76(10) . . ?
H16 C16 C15 119.76(11) . . ?
C18 C17 P1 119.29(10) . . ?
C22 C17 P1 119.22(11) . . ?
C22 C17 C18 121.49(13) . . ?
C17 C18 B1 119.82(12) . . ?
C19 C18 B1 123.68(12) . . ?
C19 C18 C17 116.46(12) . . ?
H19 C19 C18 118.91(8) . . ?
C20 C19 C18 122.18(14) . . ?
C20 C19 H19 118.91(9) . . ?
H20 C20 C19 119.92(9) . . ?
C21 C20 C19 120.15(14) . . ?
C21 C20 H20 119.92(9) . . ?
H21 C21 C20 120.11(9) . . ?
C22 C21 C20 119.79(14) . . ?
C22 C21 H21 120.11(9) . . ?
C21 C22 C17 119.85(14) . . ?
H22 C22 C17 120.07(9) . . ?
H22 C22 C21 120.07(9) . . ?
H23a C23 C7 109.07(8) . . ?
H23b C23 C7 109.07(10) . . ?
H23b C23 H23a 107.8 . . ?
C5 C23 C7 112.62(15) . . ?
C5 C23 H23a 109.07(10) . . ?
C5 C23 H23b 109.07(12) . . ?
H24 C24 B1 106.85(7) . . ?
C25 C24 B1 112.38(11) . . ?
C25 C24 H24 106.85(8) . . ?
C29 C24 B1 114.13(11) . . ?
C29 C24 H24 106.85(8) . . ?
C29 C24 C25 109.35(12) . . ?
H25a C25 C24 108.91(8) . . ?
H25b C25 C24 108.91(8) . . ?
H25b C25 H25a 107.7 . . ?
C26 C25 C24 113.30(12) . . ?
C26 C25 H25a 108.91(9) . . ?
C26 C25 H25b 108.91(9) . . ?
H26a C26 C25 109.27(9) . . ?
H26b C26 C25 109.27(8) . . ?
H26b C26 H26a 107.9 . . ?
C27 C26 C25 111.75(13) . . ?
C27 C26 H26a 109.27(9) . . ?
C27 C26 H26b 109.27(9) . . ?
H27a C27 C26 109.45(9) . . ?
H27b C27 C26 109.45(10) . . ?
H27b C27 H27a 108.0 . . ?
C28 C27 C26 110.95(13) . . ?
C28 C27 H27a 109.45(9) . . ?
C28 C27 H27b 109.45(10) . . ?
H28a C28 C27 109.41(10) . . ?
H28b C28 C27 109.41(9) . . ?
H28b C28 H28a 108.0 . . ?
C29 C28 C27 111.14(14) . . ?
C29 C28 H28a 109.41(10) . . ?
C29 C28 H28b 109.41(9) . . ?
C28 C29 C24 113.24(13) . . ?
H29a C29 C24 108.93(8) . . ?
H29a C29 C28 108.93(10) . . ?
H29b C29 C24 108.93(8) . . ?
H29b C29 C28 108.93(9) . . ?
H29b C29 H29a 107.7 . . ?
H30 C30 C1 119.79(9) . . ?
C31 C30 C1 120.43(15) . . ?
C31 C30 H30 119.79(10) . . ?
C30 C31 C4 119.72(15) . . ?
H31 C31 C4 120.14(9) . . ?
H31 C31 C30 120.14(10) . . ?
C23 C5 C10 111.94(15) . . ?
H5a C5 C10 109.22(10) . . ?
H5a C5 C23 109.22(11) . . ?
H5b C5 C10 109.22(12) . . ?
H5b C5 C23 109.22(12) . . ?
H5b C5 H5a 107.9 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_jm013_0m
_database_code_depnum_ccdc_archive 'CCDC 1470770'
_audit_update_record             
;
2016-03-26 deposited with the CCDC.
2016-04-20 downloaded from the CCDC.
;
_audit_creation_date             2016-03-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C30 H32 B F5 P, B C24 F20'
_chemical_formula_sum            'C54 H32 B2 F25 P'
_chemical_formula_weight         1208.44
_chemical_absolute_configuration unk
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
B 0.00141 0.00067 2.05450 1.33260 1.09790 0.70680 23.21850 1.02100 60.34980
0.14030 -0.193200007081
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
F 0.01794 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.277599990368
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
P 0.10434 0.09671 6.43450 4.17910 1.78000 1.49080 1.90670 27.15700 0.52600
68.16450 1.11489999294
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           ' P 2yb'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z

_symmetry_Int_Tables_number      4
_cell_length_a                   10.7299(5)
_cell_length_b                   19.7985(8)
_cell_length_c                   12.1281(5)
_cell_angle_alpha                90
_cell_angle_beta                 95.890(2)
_cell_angle_gamma                90
_cell_volume                     2562.84(19)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6510
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      25.55
_cell_measurement_theta_min      2.62
_exptl_absorpt_coefficient_mu    0.183
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6481
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0681 before and 0.0619 after correction.
The Ratio of minimum to maximum transmission is 0.8692.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.5658
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1213.3546
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0485
_diffrn_reflns_av_unetI/netI     0.0803
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            19974
_diffrn_reflns_theta_full        27.5269
_diffrn_reflns_theta_max         27.53
_diffrn_reflns_theta_min         1.69
_diffrn_ambient_temperature      150.15
_diffrn_measured_fraction_theta_full 0.9598
_diffrn_measured_fraction_theta_max 0.9596
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.919
_reflns_limit_h_max              13
_reflns_limit_h_min              -13
_reflns_limit_k_max              25
_reflns_limit_k_min              -22
_reflns_limit_l_max              15
_reflns_limit_l_min              -15
_reflns_number_gt                8727
_reflns_number_total             11300
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_refine_diff_density_max         0.3420
_refine_diff_density_min         -0.3225
_refine_diff_density_rms         0.0717
_refine_ls_abs_structure_details 
'Flack, H. D. (1983). Acta Cryst. A39, 876-881.'
_refine_ls_abs_structure_Flack   -0.11(9)
_refine_ls_d_res_high            0.7689
_refine_ls_d_res_low             12.0641
_refine_ls_goodness_of_fit_ref   1.0045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    54
_refine_ls_number_parameters     738
_refine_ls_number_reflns         11300
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0690
_refine_ls_R_factor_gt           0.0457
_refine_ls_restrained_S_all      1.0045
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0315P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0892
_refine_ls_wR_factor_ref         0.0992
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C54(H54), C66(H66)
2.b Secondary CH2 refined with riding coordinates:
 C61(H61a,H61b), C69(H69a,H69b), C70(H70a,H70b), C71(H71a,H71b), C72(H72a,
 H72b), C74(H74a,H74b), C78(H78a,H78b), C79(H79a,H79b), C80(H80a,H80b),
 C81(H81a,H81b)
2.c Aromatic/amide H refined with riding coordinates:
 C23(H23), C37(H37), C44(H44), C47(H47), C49(H49), C53(H53), C56(H56),
 C60(H60), C73(H73), C76(H76)
;
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_refinement_flags_posn
P1 P 0.23711(6) 0.81703(4) 0.33818(5) 0.01980(15) Uani 1.000000 .
F20 F 0.02637(14) 0.72724(9) 0.70059(13) 0.0310(4) Uani 1.000000 .
F21 F 0.29139(14) 0.88874(8) 0.36451(12) 0.0247(4) Uani 1.000000 .
F19 F -0.00176(15) 0.66005(8) 1.07152(12) 0.0289(4) Uani 1.000000 .
F18 F -0.26258(14) 0.66967(8) 1.06228(12) 0.0256(4) Uani 1.000000 .
F17 F -0.36078(14) 0.72881(9) 0.85947(13) 0.0311(4) Uani 1.000000 .
F16 F -0.36728(15) 0.61850(9) 0.70619(13) 0.0315(4) Uani 1.000000 .
F15 F 0.05708(15) 0.58508(9) 0.70918(13) 0.0306(4) Uani 1.000000 .
F14 F -0.17462(16) 0.52463(8) 0.76836(13) 0.0324(4) Uani 1.000000 .
F13 F 0.22172(17) 0.61262(9) 1.14596(14) 0.0381(5) Uani 1.000000 .
F12 F 0.28000(15) 0.53598(9) 0.78695(15) 0.0345(4) Uani 1.000000 .
F11 F -0.3050(2) 0.42762(9) 0.85502(15) 0.0464(5) Uani 1.000000 .
F10 F 0.36862(15) 0.55133(9) 1.00301(16) 0.0400(5) Uani 1.000000 .
F9 F 0.07797(15) 0.76366(8) 0.92548(14) 0.0316(4) Uani 1.000000 .
F22 F 0.20599(17) 0.67315(9) 0.38615(13) 0.0370(4) Uani 1.000000 .
F8 F -0.38666(16) 0.57143(9) 1.14711(13) 0.0321(4) Uani 1.000000 .
F25 F 0.39094(17) 0.80947(9) 0.75411(13) 0.0392(4) Uani 1.000000 .
F24 F 0.36315(18) 0.67582(10) 0.76104(14) 0.0439(5) Uani 1.000000 .
F7 F -0.03991(17) 0.76558(11) 0.49342(15) 0.0510(6) Uani 1.000000 .
F23 F 0.27105(19) 0.60590(9) 0.57696(15) 0.0442(5) Uani 1.000000 .
F6 F -0.42950(16) 0.65751(11) 0.50029(14) 0.0458(5) Uani 1.000000 .
C21 C -0.1639(2) 0.66915(14) 0.7161(2) 0.0206(6) Uani 1.000000 .
F5 F -0.41246(18) 0.44854(9) 1.04623(15) 0.0416(5) Uani 1.000000 .
C23 C 0.2769(3) 0.78479(15) 0.1250(2) 0.0235(6) Uani 1.000000 .
H23 H 0.2003(3) 0.80740(15) 0.1029(2) 0.0282(7) Uiso 1.000000 R
C24 C 0.2553(3) 0.57510(15) 0.9656(3) 0.0273(7) Uani 1.000000 .
C25 C 0.3156(2) 0.81459(15) 0.5647(2) 0.0220(6) Uani 1.000000 .
C26 C -0.0880(2) 0.70707(15) 0.6539(2) 0.0246(6) Uani 1.000000 .
F4 F -0.39783(19) 0.85649(10) 0.91671(17) 0.0519(6) Uani 1.000000 .
C28 C 0.3202(2) 0.77830(14) 0.2375(2) 0.0223(6) Uani 1.000000 .
C29 C 0.3452(3) 0.77700(16) 0.6607(2) 0.0275(7) Uani 1.000000 .
C30 C -0.2695(2) 0.61015(14) 1.0048(2) 0.0195(6) Uani 1.000000 .
C31 C -0.2578(3) 0.76672(15) 0.8914(2) 0.0246(6) Uani 1.000000 .
F3 F -0.27043(18) 0.73185(12) 0.39016(15) 0.0603(7) Uani 1.000000 .
C33 C 0.0932(3) 0.59449(14) 0.8184(2) 0.0226(6) Uani 1.000000 .
C34 C 0.1812(3) 0.60615(15) 1.0371(2) 0.0251(6) Uani 1.000000 .
B1 B -0.1250(3) 0.65878(17) 0.8508(2) 0.0200(6) Uani 1.000000 .
C36 C -0.0434(3) 0.78288(15) 0.9228(2) 0.0259(6) Uani 1.000000 .
C37 C 0.4584(3) 0.72518(17) 0.0788(2) 0.0330(7) Uani 1.000000 .
H37 H 0.5063(3) 0.70699(17) 0.0241(2) 0.0396(9) Uiso 1.000000 R
C38 C -0.3152(3) 0.67393(17) 0.5515(2) 0.0304(7) Uani 1.000000 .
F2 F -0.1995(2) 0.93930(9) 0.97608(19) 0.0638(7) Uani 1.000000 .
C40 C 0.2098(3) 0.56865(14) 0.8563(2) 0.0255(6) Uani 1.000000 .
C41 C 0.2688(2) 0.77710(14) 0.4699(2) 0.0206(6) Uani 1.000000 .
C42 C -0.2138(2) 0.60335(14) 0.9081(2) 0.0194(6) Uani 1.000000 .
C43 C -0.1197(3) 0.72837(17) 0.5470(2) 0.0318(7) Uani 1.000000 .
C44 C 0.3473(3) 0.75777(16) 0.0470(2) 0.0286(7) Uani 1.000000 .
H44 H 0.3189(3) 0.76171(16) -0.0295(2) 0.0343(8) Uiso 1.000000 R
F1 F 0.0386(2) 0.88943(9) 0.98150(16) 0.0490(5) Uani 1.000000 .
C46 C 0.0778(2) 0.83133(14) 0.2930(2) 0.0225(6) Uani 1.000000 .
C47 C -0.1017(3) 0.90342(18) 0.2792(3) 0.0379(8) Uani 1.000000 .
H47 H -0.1393(3) 0.94581(18) 0.2916(3) 0.0455(10) Uiso 1.000000 R
C48 C -0.2800(3) 0.65407(15) 0.6586(2) 0.0239(6) Uani 1.000000 .
C49 C 0.0243(3) 0.89354(15) 0.3116(2) 0.0277(7) Uani 1.000000 .
H49 H 0.0737(3) 0.92897(15) 0.3461(2) 0.0332(8) Uiso 1.000000 R
C50 C 0.2526(3) 0.70774(15) 0.4765(2) 0.0280(7) Uani 1.000000 .
C51 C 0.0168(3) 0.62797(13) 0.8851(2) 0.0212(6) Uani 1.000000 .
C52 C 0.0660(3) 0.63036(14) 0.9966(2) 0.0239(6) Uani 1.000000 .
C53 C 0.4326(3) 0.74534(16) 0.2697(2) 0.0293(7) Uani 1.000000 .
H53 H 0.4618(3) 0.74127(16) 0.3461(2) 0.0352(8) Uiso 1.000000 R
C54 C 0.2117(3) 0.93639(15) 0.5881(2) 0.0261(6) Uani 1.000000 .
H54 H 0.1388(3) 0.91140(15) 0.5495(2) 0.0313(8) Uiso 1.000000 R
C55 C -0.3354(3) 0.55995(15) 1.0524(2) 0.0232(6) Uani 1.000000 .
C56 C 0.0063(3) 0.77901(16) 0.2422(2) 0.0301(7) Uani 1.000000 .
H56 H 0.0434(3) 0.73643(16) 0.2301(2) 0.0361(8) Uiso 1.000000 R
C57 C -0.3481(3) 0.49793(15) 1.0024(2) 0.0281(7) Uani 1.000000 .
C58 C 0.2845(3) 0.67324(16) 0.5734(2) 0.0295(7) Uani 1.000000 .
C59 C -0.2808(3) 0.83280(16) 0.9184(3) 0.0346(8) Uani 1.000000 .
C60 C 0.5011(3) 0.71873(17) 0.1906(3) 0.0355(8) Uani 1.000000 .
H60 H 0.5777(3) 0.69592(17) 0.2121(3) 0.0426(9) Uiso 1.000000 R
C61 C 0.0675(4) 1.04458(19) 0.6889(3) 0.0485(10) Uani 1.000000 .
H61a H -0.0145(4) 1.06481(19) 0.7006(3) 0.0582(12) Uiso 1.000000 R
H61b H 0.1340(4) 1.07314(19) 0.7276(3) 0.0582(12) Uiso 1.000000 R
C62 C -0.2281(3) 0.53954(14) 0.8626(2) 0.0230(6) Uani 1.000000 .
C63 C 0.3313(3) 0.70850(16) 0.6664(2) 0.0286(7) Uani 1.000000 .
C64 C -0.1400(3) 0.73749(14) 0.8940(2) 0.0206(6) Uani 1.000000 .
C65 C -0.2940(3) 0.48827(15) 0.9059(2) 0.0281(7) Uani 1.000000 .
C66 C 0.4650(3) 0.92667(17) 0.5626(2) 0.0329(7) Uani 1.000000 .
H66 H 0.4525(3) 0.96266(17) 0.5047(2) 0.0394(9) Uiso 1.000000 R
B2 B 0.3324(3) 0.89488(18) 0.5702(2) 0.0249(7) Uani 1.000000 .
C68 C -0.0615(3) 0.84952(16) 0.9504(2) 0.0330(7) Uani 1.000000 .
C69 C 0.0754(3) 0.9744(2) 0.7376(3) 0.0480(10) Uani 1.000000 .
H69a H 0.0733(3) 0.9775(2) 0.8188(3) 0.0576(12) Uiso 1.000000 R
H69b H 0.0013(3) 0.9482(2) 0.7070(3) 0.0576(12) Uiso 1.000000 R
C70 C 0.2049(3) 1.00899(15) 0.5439(3) 0.0335(8) Uani 1.000000 .
H70a H 0.2762(3) 1.03527(15) 0.5801(3) 0.0402(9) Uiso 1.000000 R
H70b H 0.2122(3) 1.00848(15) 0.4632(3) 0.0402(9) Uiso 1.000000 R
C71 C 0.1939(3) 0.93683(18) 0.7134(2) 0.0360(8) Uani 1.000000 .
H71a H 0.1895(3) 0.88968(18) 0.7399(2) 0.0432(9) Uiso 1.000000 R
H71b H 0.2676(3) 0.95853(18) 0.7548(2) 0.0432(9) Uiso 1.000000 R
C72 C 0.0823(3) 1.04332(17) 0.5654(3) 0.0415(8) Uani 1.000000 .
H72a H 0.0110(3) 1.01868(17) 0.5256(3) 0.0498(10) Uiso 1.000000 R
H72b H 0.0814(3) 1.09012(17) 0.5366(3) 0.0498(10) Uiso 1.000000 R
C73 C -0.1729(3) 0.8517(2) 0.2288(3) 0.0409(9) Uani 1.000000 .
H73 H -0.2596(3) 0.8587(2) 0.2072(3) 0.0491(10) Uiso 1.000000 R
C74 C 0.5653(3) 0.87931(19) 0.5244(3) 0.0465(9) Uani 1.000000 .
H74a H 0.5815(3) 0.84235(19) 0.5789(3) 0.0558(11) Uiso 1.000000 R
H74b H 0.5338(3) 0.85887(19) 0.4524(3) 0.0558(11) Uiso 1.000000 R
C75 C -0.1795(4) 0.87449(16) 0.9474(3) 0.0386(8) Uani 1.000000 .
C76 C -0.1195(3) 0.79010(19) 0.2097(3) 0.0381(8) Uani 1.000000 .
H76 H -0.1691(3) 0.75512(19) 0.1740(3) 0.0457(10) Uiso 1.000000 R
C77 C -0.2364(3) 0.71175(18) 0.4949(2) 0.0358(8) Uani 1.000000 .
C78 C 0.7337(4) 0.9532(3) 0.6177(4) 0.0938(19) Uani 1.000000 .
H78a H 0.8096(4) 0.9793(3) 0.6051(4) 0.113(2) Uiso 1.000000 R
H78b H 0.7572(4) 0.9198(3) 0.6770(4) 0.113(2) Uiso 1.000000 R
C79 C 0.5143(3) 0.9631(2) 0.6699(3) 0.0574(12) Uani 1.000000 .
H79a H 0.4511(3) 0.9960(2) 0.6903(3) 0.0689(14) Uiso 1.000000 R
H79b H 0.5289(3) 0.9299(2) 0.7309(3) 0.0689(14) Uiso 1.000000 R
C80 C 0.6371(4) 1.0000(3) 0.6546(4) 0.0805(17) Uani 1.000000 .
H80a H 0.6698(4) 1.0213(3) 0.7256(4) 0.097(2) Uiso 1.000000 R
H80b H 0.6202(4) 1.0363(3) 0.5989(4) 0.097(2) Uiso 1.000000 R
C81 C 0.6864(4) 0.9163(2) 0.5121(4) 0.0669(13) Uani 1.000000 .
H81a H 0.7506(4) 0.8836(2) 0.4932(4) 0.0803(15) Uiso 1.000000 R
H81b H 0.6727(4) 0.9493(2) 0.4506(4) 0.0803(15) Uiso 1.000000 R


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
P1 F21 1.5553(16) . ?
P1 C28 1.760(3) . ?
P1 C41 1.784(3) . ?
P1 C46 1.764(3) . ?
F20 C26 1.358(3) . ?
F19 C52 1.355(3) . ?
F18 C30 1.367(3) . ?
F17 C31 1.359(3) . ?
F16 C48 1.348(3) . ?
F15 C33 1.355(3) . ?
F14 C62 1.362(3) . ?
F13 C34 1.353(3) . ?
F12 C40 1.350(3) . ?
F11 C65 1.350(3) . ?
F10 C24 1.338(3) . ?
F9 C36 1.354(3) . ?
F22 C50 1.344(3) . ?
F8 C55 1.343(3) . ?
F25 C29 1.350(3) . ?
F24 C63 1.332(3) . ?
F7 C43 1.346(3) . ?
F23 C58 1.342(4) . ?
F6 C38 1.356(3) . ?
C21 C26 1.385(4) . ?
C21 B1 1.658(4) . ?
C21 C48 1.396(4) . ?
F5 C57 1.338(3) . ?
C23 C28 1.402(3) . ?
C23 C44 1.378(4) . ?
C24 C34 1.380(4) . ?
C24 C40 1.371(4) . ?
C25 C29 1.392(4) . ?
C25 C41 1.416(4) . ?
C25 B2 1.600(5) . ?
C26 C43 1.373(4) . ?
F4 C59 1.338(4) . ?
C28 C53 1.392(4) . ?
C29 C63 1.367(4) . ?
C30 C42 1.377(4) . ?
C30 C55 1.380(4) . ?
C31 C59 1.377(4) . ?
C31 C64 1.388(4) . ?
F3 C77 1.345(3) . ?
C33 C40 1.386(4) . ?
C33 C51 1.379(4) . ?
C34 C52 1.369(4) . ?
B1 C42 1.653(4) . ?
B1 C51 1.652(4) . ?
B1 C64 1.657(4) . ?
C36 C64 1.389(4) . ?
C36 C68 1.380(4) . ?
C37 C44 1.375(4) . ?
C37 C60 1.392(4) . ?
C38 C48 1.372(4) . ?
C38 C77 1.366(4) . ?
F2 C75 1.352(4) . ?
C41 C50 1.387(4) . ?
C42 C62 1.381(4) . ?
C43 C77 1.383(4) . ?
F1 C68 1.355(4) . ?
C46 C49 1.387(4) . ?
C46 C56 1.394(4) . ?
C47 C49 1.382(4) . ?
C47 C73 1.383(5) . ?
C50 C58 1.372(4) . ?
C51 C52 1.401(4) . ?
C53 C60 1.373(4) . ?
C54 B2 1.567(5) . ?
C54 C70 1.533(4) . ?
C54 C71 1.550(4) . ?
C55 C57 1.370(4) . ?
C56 C76 1.385(4) . ?
C57 C65 1.373(4) . ?
C58 C63 1.376(4) . ?
C59 C75 1.381(5) . ?
C61 C69 1.509(5) . ?
C61 C72 1.523(5) . ?
C62 C65 1.372(4) . ?
C66 B2 1.567(4) . ?
C66 C74 1.534(5) . ?
C66 C79 1.534(4) . ?
C68 C75 1.356(5) . ?
C69 C71 1.527(5) . ?
C70 C72 1.526(5) . ?
C73 C76 1.377(5) . ?
C74 C81 1.513(5) . ?
C78 C80 1.494(7) . ?
C78 C81 1.515(6) . ?
C79 C80 1.534(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C28 P1 F21 109.53(11) . . ?
C41 P1 F21 100.82(11) . . ?
C41 P1 C28 111.39(13) . . ?
C46 P1 F21 104.35(11) . . ?
C46 P1 C28 113.50(12) . . ?
C46 P1 C41 116.03(13) . . ?
B1 C21 C26 120.1(2) . . ?
C48 C21 C26 112.8(2) . . ?
C48 C21 B1 126.0(2) . . ?
C44 C23 C28 118.8(3) . . ?
C34 C24 F10 120.4(3) . . ?
C40 C24 F10 121.0(3) . . ?
C40 C24 C34 118.6(2) . . ?
C41 C25 C29 115.5(3) . . ?
B2 C25 C29 118.8(2) . . ?
B2 C25 C41 125.7(2) . . ?
C21 C26 F20 119.3(2) . . ?
C43 C26 F20 115.4(2) . . ?
C43 C26 C21 125.3(2) . . ?
C23 C28 P1 119.6(2) . . ?
C53 C28 P1 119.7(2) . . ?
C53 C28 C23 120.5(3) . . ?
C25 C29 F25 118.7(3) . . ?
C63 C29 F25 117.6(2) . . ?
C63 C29 C25 123.8(3) . . ?
C42 C30 F18 120.9(2) . . ?
C55 C30 F18 114.3(2) . . ?
C55 C30 C42 124.9(3) . . ?
C59 C31 F17 115.6(3) . . ?
C64 C31 F17 119.2(3) . . ?
C64 C31 C59 125.2(3) . . ?
C40 C33 F15 115.5(2) . . ?
C51 C33 F15 120.8(2) . . ?
C51 C33 C40 123.6(3) . . ?
C24 C34 F13 120.5(2) . . ?
C52 C34 F13 120.3(3) . . ?
C52 C34 C24 119.2(3) . . ?
C42 B1 C21 113.5(2) . . ?
C51 B1 C21 115.2(2) . . ?
C51 B1 C42 101.8(2) . . ?
C64 B1 C21 99.9(2) . . ?
C64 B1 C42 114.4(2) . . ?
C64 B1 C51 112.6(2) . . ?
C64 C36 F9 121.0(2) . . ?
C68 C36 F9 115.0(3) . . ?
C68 C36 C64 124.0(3) . . ?
C60 C37 C44 120.3(3) . . ?
C48 C38 F6 120.8(3) . . ?
C77 C38 F6 118.6(2) . . ?
C77 C38 C48 120.5(3) . . ?
C24 C40 F12 118.7(2) . . ?
C33 C40 F12 120.9(3) . . ?
C33 C40 C24 120.4(3) . . ?
C25 C41 P1 120.9(2) . . ?
C50 C41 P1 118.5(2) . . ?
C50 C41 C25 120.6(2) . . ?
B1 C42 C30 127.8(2) . . ?
C62 C42 C30 113.0(3) . . ?
C62 C42 B1 119.0(2) . . ?
C26 C43 F7 121.1(3) . . ?
C77 C43 F7 120.0(3) . . ?
C77 C43 C26 118.9(3) . . ?
C37 C44 C23 120.7(3) . . ?
C49 C46 P1 119.8(2) . . ?
C56 C46 P1 119.3(2) . . ?
C56 C46 C49 120.9(3) . . ?
C73 C47 C49 120.1(3) . . ?
C21 C48 F16 121.4(2) . . ?
C38 C48 F16 114.8(2) . . ?
C38 C48 C21 123.8(3) . . ?
C47 C49 C46 119.3(3) . . ?
C41 C50 F22 119.7(2) . . ?
C58 C50 F22 118.9(3) . . ?
C58 C50 C41 121.3(3) . . ?
B1 C51 C33 128.1(2) . . ?
C52 C51 C33 113.2(2) . . ?
C52 C51 B1 118.5(2) . . ?
C34 C52 F19 116.0(2) . . ?
C51 C52 F19 119.1(2) . . ?
C51 C52 C34 124.9(3) . . ?
C60 C53 C28 119.6(3) . . ?
C70 C54 B2 117.0(3) . . ?
C71 C54 B2 109.0(2) . . ?
C71 C54 C70 109.3(3) . . ?
C30 C55 F8 120.5(3) . . ?
C57 C55 F8 119.9(3) . . ?
C57 C55 C30 119.5(3) . . ?
C76 C56 C46 118.9(3) . . ?
C55 C57 F5 120.8(3) . . ?
C65 C57 F5 121.2(3) . . ?
C65 C57 C55 118.0(3) . . ?
C50 C58 F23 120.3(3) . . ?
C63 C58 F23 120.6(2) . . ?
C63 C58 C50 119.1(3) . . ?
C31 C59 F4 121.4(3) . . ?
C75 C59 F4 120.4(3) . . ?
C75 C59 C31 118.2(3) . . ?
C53 C60 C37 120.0(3) . . ?
C72 C61 C69 111.2(3) . . ?
C42 C62 F14 119.6(2) . . ?
C65 C62 F14 116.0(2) . . ?
C65 C62 C42 124.3(3) . . ?
C29 C63 F24 120.4(3) . . ?
C58 C63 F24 120.0(3) . . ?
C58 C63 C29 119.7(2) . . ?
B1 C64 C31 120.2(2) . . ?
C36 C64 C31 113.0(3) . . ?
C36 C64 B1 126.4(2) . . ?
C57 C65 F11 119.3(3) . . ?
C62 C65 F11 120.5(3) . . ?
C62 C65 C57 120.2(3) . . ?
C74 C66 B2 116.2(3) . . ?
C79 C66 B2 112.1(2) . . ?
C79 C66 C74 110.6(3) . . ?
C54 B2 C25 115.8(3) . . ?
C66 B2 C25 119.7(3) . . ?
C66 B2 C54 124.4(3) . . ?
F1 C68 C36 119.8(3) . . ?
C75 C68 C36 119.8(3) . . ?
C75 C68 F1 120.4(3) . . ?
C71 C69 C61 112.8(3) . . ?
C72 C70 C54 111.6(3) . . ?
C69 C71 C54 112.3(3) . . ?
C70 C72 C61 110.7(3) . . ?
C76 C73 C47 120.6(3) . . ?
C81 C74 C66 111.7(3) . . ?
C59 C75 F2 119.4(3) . . ?
C68 C75 F2 120.7(3) . . ?
C68 C75 C59 119.8(3) . . ?
C73 C76 C56 120.2(3) . . ?
C38 C77 F3 120.9(3) . . ?
C43 C77 F3 120.4(3) . . ?
C43 C77 C38 118.6(3) . . ?
C81 C78 C80 111.7(4) . . ?
C80 C79 C66 110.3(3) . . ?
C79 C80 C78 111.8(4) . . ?
C78 C81 C74 111.5(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_jm011_2_0m
_database_code_depnum_ccdc_archive 'CCDC 1470771'
_audit_update_record             
;
2016-03-26 deposited with the CCDC.
2016-04-20 downloaded from the CCDC.
;
_audit_creation_date             2016-03-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C30 H32 B F6 P'
_chemical_formula_sum            'C30 H32 B F6 P'
_chemical_formula_weight         548.38
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
B 0.00141 0.00067 2.05450 1.33260 1.09790 0.70680 23.21850 1.02100 60.34980
0.14030 -0.193200007081
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
F 0.01794 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.277599990368
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
P 0.10434 0.09671 6.43450 4.17910 1.78000 1.49080 1.90670 27.15700 0.52600
68.16450 1.11489999294
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2ybc (x-z,y,z)'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x-1/2,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   11.4351(8)
_cell_length_b                   9.5654(5)
_cell_length_c                   24.6131(17)
_cell_angle_alpha                90
_cell_angle_beta                 92.863(3)
_cell_angle_gamma                90
_cell_volume                     2688.9(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4037
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      25.45
_cell_measurement_theta_min      2.28
_exptl_absorpt_coefficient_mu    0.162
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.7086
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/3 (Bruker,2014/3) was used for absorption correction.
wR2(int) was 0.0647 before and 0.0597 after correction.
The Ratio of minimum to maximum transmission is 0.9504.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.3545
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1145.1426
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0629
_diffrn_reflns_av_unetI/netI     0.0654
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            23820
_diffrn_reflns_theta_full        27.4315
_diffrn_reflns_theta_max         27.43
_diffrn_reflns_theta_min         1.93
_diffrn_ambient_temperature      150.03
_diffrn_measured_fraction_theta_full 0.9990
_diffrn_measured_fraction_theta_max 0.9990
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              13
_reflns_limit_h_min              -14
_reflns_limit_k_max              12
_reflns_limit_k_min              0
_reflns_limit_l_max              31
_reflns_limit_l_min              -12
_reflns_number_gt                4182
_reflns_number_total             6127
_reflns_threshold_expression     I>=2u(I)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_refine_diff_density_max         0.4582
_refine_diff_density_min         -0.4240
_refine_diff_density_rms         0.0992
_refine_ls_d_res_high            0.7714
_refine_ls_d_res_low             10.5611
_refine_ls_goodness_of_fit_ref   1.0406
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    54
_refine_ls_number_parameters     342
_refine_ls_number_reflns         6127
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0806
_refine_ls_R_factor_gt           0.0455
_refine_ls_restrained_S_all      1.0406
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0374P)²+0.4861P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0904
_refine_ls_wR_factor_ref         0.1062
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C8(H8), C12(H12)
2.b Secondary CH2 refined with riding coordinates:
 C17(H17a,H17b), C20(H20a,H20b), C26(H26a,H26b), C27(H27a,H27b), C29(H29a,
 H29b), C31(H31a,H31b), C32(H32a,H32b), C33(H33a,H33b), C34(H34a,H34b),
 C37(H37a,H37b)
2.c Aromatic/amide H refined with riding coordinates:
 C16(H16), C18(H18), C19(H19), C21(H21), C22(H22), C23(H23), C25(H25),
 C30(H30), C35(H35), C36(H36)
;
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_refinement_flags_posn
P1 P 0.72001(4) 0.83847(5) 0.08479(2) 0.02079(13) Uani 1.000000 .
F1 F 0.82820(9) 0.69430(10) 0.08342(4) 0.0200(2) Uani 1.000000 .
F3 F 0.64181(11) 0.34707(11) 0.16000(5) 0.0339(3) Uani 1.000000 .
F2 F 0.62815(10) 0.96576(11) 0.08540(5) 0.0303(3) Uani 1.000000 .
F4 F 0.47292(10) 0.87686(12) 0.13877(5) 0.0316(3) Uani 1.000000 .
F5 F 0.35646(10) 0.68819(13) 0.19025(5) 0.0384(3) Uani 1.000000 .
F6 F 0.43533(11) 0.42082(13) 0.20075(5) 0.0382(3) Uani 1.000000 .
C7 C 0.63067(16) 0.71543(19) 0.12126(8) 0.0202(4) Uani 1.000000 .
C8 C 0.79803(17) 0.44238(18) 0.05019(8) 0.0203(4) Uani 1.000000 .
H8 H 0.85844(17) 0.48535(18) 0.02739(8) 0.0244(5) Uiso 1.000000 R
C9 C 0.71190(17) 0.82577(18) 0.01130(8) 0.0209(4) Uani 1.000000 .
C10 C 0.52295(17) 0.7497(2) 0.14295(8) 0.0229(4) Uani 1.000000 .
C11 C 0.67299(17) 0.57625(19) 0.12726(8) 0.0207(4) Uani 1.000000 .
C12 C 0.89902(16) 0.50598(19) 0.15221(8) 0.0213(4) Uani 1.000000 .
H12 H 0.89094(16) 0.40567(19) 0.16284(8) 0.0255(5) Uiso 1.000000 R
C13 C 0.45915(17) 0.6514(2) 0.16984(8) 0.0268(5) Uani 1.000000 .
C14 C 0.60407(18) 0.4815(2) 0.15356(8) 0.0244(5) Uani 1.000000 .
C15 C 0.83387(17) 0.93441(18) 0.12297(8) 0.0222(4) Uani 1.000000 .
C16 C 0.60158(18) 0.84120(19) -0.01504(9) 0.0274(5) Uani 1.000000 .
H16 H 0.53575(18) 0.86420(19) 0.00526(9) 0.0329(6) Uiso 1.000000 R
C17 C 1.02424(17) 0.5220(2) 0.13275(8) 0.0245(5) Uani 1.000000 .
H17a H 1.03284(17) 0.4627(2) 0.10023(8) 0.0294(5) Uiso 1.000000 R
H17b H 1.03658(17) 0.6204(2) 0.12191(8) 0.0294(5) Uiso 1.000000 R
C18 C 0.79426(19) 0.7804(2) -0.07521(9) 0.0289(5) Uani 1.000000 .
H18 H 0.86033(19) 0.7614(2) -0.09594(9) 0.0347(6) Uiso 1.000000 R
C19 C 0.80847(18) 0.79528(19) -0.01928(8) 0.0243(4) Uani 1.000000 .
H19 H 0.88383(18) 0.78474(19) -0.00171(8) 0.0292(5) Uiso 1.000000 R
C20 C 0.68257(18) 0.4474(2) 0.01551(8) 0.0253(5) Uani 1.000000 .
H20a H 0.62004(18) 0.4032(2) 0.03599(8) 0.0303(6) Uiso 1.000000 R
H20b H 0.66043(18) 0.5463(2) 0.00895(8) 0.0303(6) Uiso 1.000000 R
C21 C 0.95269(18) 0.9196(2) 0.11389(9) 0.0271(5) Uani 1.000000 .
H21 H 0.97675(18) 0.8595(2) 0.08583(9) 0.0325(6) Uiso 1.000000 R
C22 C 0.7997(2) 1.0237(2) 0.16409(8) 0.0290(5) Uani 1.000000 .
H22 H 0.7189(2) 1.0355(2) 0.17034(8) 0.0349(6) Uiso 1.000000 R
C23 C 1.0357(2) 0.9922(2) 0.14560(9) 0.0333(5) Uani 1.000000 .
H23 H 1.1165(2) 0.9820(2) 0.13914(9) 0.0399(6) Uiso 1.000000 R
B1 B 0.7988(2) 0.5341(2) 0.10541(9) 0.0197(5) Uani 1.000000 .
C25 C 0.8836(2) 1.0954(2) 0.19587(9) 0.0360(6) Uani 1.000000 .
H25 H 0.8603(2) 1.1556(2) 0.22406(9) 0.0432(7) Uiso 1.000000 R
C26 C 1.11791(18) 0.4815(2) 0.17611(9) 0.0306(5) Uani 1.000000 .
H26a H 1.11117(18) 0.3806(2) 0.18438(9) 0.0368(6) Uiso 1.000000 R
H26b H 1.19636(18) 0.4982(2) 0.16209(9) 0.0368(6) Uiso 1.000000 R
C27 C 0.6905(2) 0.3731(2) -0.03921(9) 0.0340(5) Uani 1.000000 .
H27a H 0.6125(2) 0.3738(2) -0.05860(9) 0.0408(6) Uiso 1.000000 R
H27b H 0.7454(2) 0.4246(2) -0.06176(9) 0.0408(6) Uiso 1.000000 R
C28 C 0.49909(18) 0.5160(2) 0.17499(8) 0.0269(5) Uani 1.000000 .
C29 C 0.73211(19) 0.2227(2) -0.03225(10) 0.0357(6) Uani 1.000000 .
H29a H 0.67108(19) 0.1671(2) -0.01497(10) 0.0429(7) Uiso 1.000000 R
H29b H 0.74464(19) 0.1815(2) -0.06841(10) 0.0429(7) Uiso 1.000000 R
C30 C 1.0013(2) 1.0794(2) 0.18658(9) 0.0365(6) Uani 1.000000 .
H30 H 1.0585(2) 1.1285(2) 0.20843(9) 0.0438(7) Uiso 1.000000 R
C31 C 0.83368(18) 0.28791(19) 0.05753(8) 0.0260(5) Uani 1.000000 .
H31a H 0.90912(18) 0.28250(19) 0.07898(8) 0.0312(6) Uiso 1.000000 R
H31b H 0.77387(18) 0.23863(19) 0.07807(8) 0.0312(6) Uiso 1.000000 R
C32 C 1.10517(19) 0.5662(2) 0.22813(9) 0.0362(6) Uani 1.000000 .
H32a H 1.16313(19) 0.5331(2) 0.25648(9) 0.0434(7) Uiso 1.000000 R
H32b H 1.12150(19) 0.6659(2) 0.22087(9) 0.0434(7) Uiso 1.000000 R
C33 C 0.84592(19) 0.2156(2) 0.00280(9) 0.0302(5) Uani 1.000000 .
H33a H 0.86778(19) 0.1165(2) 0.00900(9) 0.0363(6) Uiso 1.000000 R
H33b H 0.90937(19) 0.2609(2) -0.01672(9) 0.0363(6) Uiso 1.000000 R
C34 C 0.88863(18) 0.5914(2) 0.20487(8) 0.0276(5) Uani 1.000000 .
H34a H 0.89568(18) 0.6921(2) 0.19637(8) 0.0331(6) Uiso 1.000000 R
H34b H 0.81028(18) 0.5758(2) 0.21915(8) 0.0331(6) Uiso 1.000000 R
C35 C 0.6846(2) 0.7931(2) -0.10110(9) 0.0323(5) Uani 1.000000 .
H35 H 0.6754(2) 0.7813(2) -0.13941(9) 0.0388(6) Uiso 1.000000 R
C36 C 0.5883(2) 0.8227(2) -0.07136(9) 0.0330(5) Uani 1.000000 .
H36 H 0.5130(2) 0.8305(2) -0.08920(9) 0.0396(6) Uiso 1.000000 R
C37 C 0.98253(19) 0.5518(2) 0.24870(9) 0.0349(5) Uani 1.000000 .
H37a H 0.97002(19) 0.4541(2) 0.26031(9) 0.0418(6) Uiso 1.000000 R
H37b H 0.97502(19) 0.6130(2) 0.28079(9) 0.0418(6) Uiso 1.000000 R


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
P1 F1 1.8541(11) . ?
P1 F2 1.6086(11) . ?
P1 C7 1.8238(19) . ?
P1 C9 1.811(2) . ?
P1 C15 1.816(2) . ?
F1 B1 1.665(2) . ?
F3 C14 1.363(2) . ?
F4 C10 1.346(2) . ?
F5 C13 1.347(2) . ?
F6 C28 1.345(2) . ?
C7 C10 1.405(3) . ?
C7 C11 1.422(3) . ?
C8 C20 1.537(3) . ?
C8 B1 1.617(3) . ?
C8 C31 1.541(2) . ?
C9 C16 1.397(3) . ?
C9 C19 1.398(3) . ?
C10 C13 1.379(3) . ?
C11 C14 1.383(3) . ?
C11 B1 1.612(3) . ?
C12 C17 1.540(3) . ?
C12 B1 1.607(3) . ?
C12 C34 1.542(3) . ?
C13 C28 1.377(3) . ?
C14 C28 1.375(3) . ?
C15 C21 1.395(3) . ?
C15 C22 1.395(3) . ?
C16 C36 1.398(3) . ?
C17 C26 1.524(3) . ?
C18 C19 1.385(3) . ?
C18 C35 1.384(3) . ?
C20 C27 1.530(3) . ?
C21 C23 1.385(3) . ?
C22 C25 1.389(3) . ?
C23 C30 1.381(3) . ?
C25 C30 1.385(3) . ?
C26 C32 1.528(3) . ?
C27 C29 1.523(3) . ?
C29 C33 1.527(3) . ?
C31 C33 1.527(3) . ?
C32 C37 1.521(3) . ?
C34 C37 1.531(3) . ?
C35 C36 1.381(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
F2 P1 F1 178.76(6) . . ?
C7 P1 F1 85.39(7) . . ?
C7 P1 F2 95.84(8) . . ?
C9 P1 F1 86.15(7) . . ?
C9 P1 F2 93.39(7) . . ?
C9 P1 C7 116.51(9) . . ?
C15 P1 F1 85.61(7) . . ?
C15 P1 F2 93.69(7) . . ?
C15 P1 C7 118.43(9) . . ?
C15 P1 C9 123.40(9) . . ?
B1 F1 P1 122.18(10) . . ?
C10 C7 P1 124.04(15) . . ?
C11 C7 P1 117.34(14) . . ?
C11 C7 C10 118.62(18) . . ?
B1 C8 C20 114.71(16) . . ?
C31 C8 C20 108.06(15) . . ?
C31 C8 B1 115.57(15) . . ?
C16 C9 P1 117.16(15) . . ?
C19 C9 P1 123.33(15) . . ?
C19 C9 C16 119.44(18) . . ?
C7 C10 F4 123.97(18) . . ?
C13 C10 F4 114.81(17) . . ?
C13 C10 C7 121.21(18) . . ?
C14 C11 C7 117.61(18) . . ?
B1 C11 C7 120.28(16) . . ?
B1 C11 C14 122.08(17) . . ?
B1 C12 C17 113.67(16) . . ?
C34 C12 C17 108.69(16) . . ?
C34 C12 B1 115.58(16) . . ?
C10 C13 F5 119.53(18) . . ?
C28 C13 F5 120.18(18) . . ?
C28 C13 C10 120.28(18) . . ?
C11 C14 F3 119.23(18) . . ?
C28 C14 F3 117.35(18) . . ?
C28 C14 C11 123.41(19) . . ?
C21 C15 P1 123.00(15) . . ?
C22 C15 P1 117.71(16) . . ?
C22 C15 C21 119.27(19) . . ?
C36 C16 C9 119.8(2) . . ?
C26 C17 C12 112.88(17) . . ?
C35 C18 C19 120.5(2) . . ?
C18 C19 C9 119.99(19) . . ?
C27 C20 C8 112.80(17) . . ?
C23 C21 C15 120.3(2) . . ?
C25 C22 C15 120.0(2) . . ?
C30 C23 C21 120.1(2) . . ?
C8 B1 F1 102.65(14) . . ?
C11 B1 F1 94.40(13) . . ?
C11 B1 C8 116.66(16) . . ?
C12 B1 F1 103.81(14) . . ?
C12 B1 C8 119.01(16) . . ?
C12 B1 C11 114.79(17) . . ?
C30 C25 C22 120.2(2) . . ?
C32 C26 C17 111.03(17) . . ?
C29 C27 C20 111.84(18) . . ?
C13 C28 F6 119.67(19) . . ?
C14 C28 F6 121.49(19) . . ?
C14 C28 C13 118.85(18) . . ?
C33 C29 C27 111.00(17) . . ?
C25 C30 C23 120.1(2) . . ?
C33 C31 C8 111.49(17) . . ?
C37 C32 C26 111.05(18) . . ?
C31 C33 C29 111.42(17) . . ?
C37 C34 C12 112.38(17) . . ?
C36 C35 C18 120.1(2) . . ?
C35 C36 C16 120.1(2) . . ?
C34 C37 C32 111.65(18) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_pre_sq_s
_database_code_depnum_ccdc_archive 'CCDC 1470772'
_audit_update_record             
;
2016-03-26 deposited with the CCDC.
2016-04-20 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            'C54 H36 B2 F21 P'
_chemical_formula_weight         1136.42

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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                   9.9916(11)
_cell_length_b                   15.7747(18)
_cell_length_c                   16.8287(19)
_cell_angle_alpha                86.925(6)
_cell_angle_beta                 79.345(6)
_cell_angle_gamma                75.871(6)
_cell_volume                     2527.8(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    149(2)
_cell_measurement_reflns_used    9451
_cell_measurement_theta_max      27.45
_cell_measurement_theta_min      2.66
_exptl_crystal_description       blocks
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.493
_exptl_crystal_F_000             1148
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.110
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.170
_shelx_estimated_absorpt_T_min   0.982
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6845
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      149(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            40304
_diffrn_reflns_av_unetI/netI     0.0426
_diffrn_reflns_av_R_equivalents  0.0320
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.231
_diffrn_reflns_theta_max         27.543
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measured_fraction_theta_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_point_group_measured_fraction_full 0.977
_reflns_number_total             11211
_reflns_number_gt                8056
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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)+(0.0398P)²+0.8342P] 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         11211
_refine_ls_number_parameters     703
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0669
_refine_ls_R_factor_gt           0.0399
_refine_ls_wR_factor_ref         0.0976
_refine_ls_wR_factor_gt          0.0872
_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
P1 P 0.53804(5) 0.74163(3) 0.74503(3) 0.01869(10) Uani 1 1 d . . . . .
F1 F 0.66905(11) 0.74949(6) 0.77877(6) 0.0243(2) Uani 1 1 d . . . . .
C25 C 0.54210(19) 0.62947(11) 0.74183(10) 0.0205(4) Uani 1 1 d . . . . .
C1 C 0.65681(19) 0.84129(11) 0.62444(10) 0.0216(4) Uani 1 1 d . . . . .
C5 C 0.4640(2) 0.78176(12) 0.59804(11) 0.0250(4) Uani 1 1 d . . . . .
H5A H 0.4008 0.7453 0.6146 0.030 Uiso 1 1 calc R U . . .
C26 C 0.6485(2) 0.57600(12) 0.68789(11) 0.0255(4) Uani 1 1 d . . . . .
H26A H 0.7162 0.6003 0.6531 0.031 Uiso 1 1 calc R U . . .
C6 C 0.55744(19) 0.79098(11) 0.64773(10) 0.0203(4) Uani 1 1 d . . . . .
C7 C 0.92940(19) 0.80119(12) 0.64686(11) 0.0242(4) Uani 1 1 d . . . . .
H7A H 0.9909 0.8422 0.6487 0.029 Uiso 1 1 calc R U . . .
C2 C 0.6525(2) 0.88437(12) 0.54907(11) 0.0275(4) Uani 1 1 d . . . . .
H2A H 0.7173 0.9194 0.5306 0.033 Uiso 1 1 calc R U . . .
C27 C 0.6551(2) 0.48782(12) 0.68527(11) 0.0288(4) Uani 1 1 d . . . . .
H27A H 0.7277 0.4511 0.6490 0.035 Uiso 1 1 calc R U . . .
C13 C 0.7319(2) 0.93646(12) 0.72949(11) 0.0250(4) Uani 1 1 d . . . . .
H13A H 0.7543 0.9844 0.6919 0.030 Uiso 1 1 calc R U . . .
C4 C 0.4639(2) 0.82590(12) 0.52487(11) 0.0277(4) Uani 1 1 d . . . . .
H4A H 0.3998 0.8207 0.4912 0.033 Uiso 1 1 calc R U . . .
C24 C 0.2878(2) 0.86270(11) 0.78854(12) 0.0269(4) Uani 1 1 d . . . . .
H24A H 0.2912 0.8758 0.7326 0.032 Uiso 1 1 calc R U . . .
C3 C 0.5577(2) 0.87761(12) 0.50110(11) 0.0297(4) Uani 1 1 d . . . . .
H3A H 0.5569 0.9088 0.4513 0.036 Uiso 1 1 calc R U . . .
B1 B 0.7730(2) 0.85578(13) 0.67187(12) 0.0228(4) Uani 1 1 d . . . . .
C30 C 0.4414(2) 0.59397(12) 0.79200(12) 0.0299(4) Uani 1 1 d . . . . .
H30A H 0.3681 0.6303 0.8281 0.036 Uiso 1 1 calc R U . . .
C29 C 0.4492(2) 0.50566(13) 0.78874(13) 0.0357(5) Uani 1 1 d . . . . .
H29A H 0.3814 0.4810 0.8230 0.043 Uiso 1 1 calc R U . . .
C19 C 0.39370(19) 0.79849(11) 0.81470(10) 0.0206(4) Uani 1 1 d . . . . .
C20 C 0.3898(2) 0.77967(12) 0.89712(11) 0.0300(4) Uani 1 1 d . . . . .
H20A H 0.4624 0.7362 0.9149 0.036 Uiso 1 1 calc R U . . .
C28 C 0.5554(2) 0.45304(12) 0.73579(12) 0.0305(5) Uani 1 1 d . . . . .
H28A H 0.5602 0.3923 0.7340 0.037 Uiso 1 1 calc R U . . .
C14 C 0.8223(2) 0.93693(12) 0.79397(12) 0.0298(4) Uani 1 1 d . . . . .
H14A H 0.8048 0.8927 0.8361 0.036 Uiso 1 1 calc R U . . .
H14B H 0.9225 0.9199 0.7686 0.036 Uiso 1 1 calc R U . . .
C8 C 0.9691(2) 0.72668(12) 0.70837(12) 0.0296(4) Uani 1 1 d . . . . .
H8A H 0.9470 0.7512 0.7635 0.036 Uiso 1 1 calc R U . . .
H8B H 0.9122 0.6836 0.7074 0.036 Uiso 1 1 calc R U . . .
C16 C 0.6386(2) 1.06075(14) 0.86644(13) 0.0370(5) Uani 1 1 d . . . . .
H16A H 0.6232 1.1205 0.8872 0.044 Uiso 1 1 calc R U . . .
H16B H 0.6085 1.0233 0.9120 0.044 Uiso 1 1 calc R U . . .
C18 C 0.5777(2) 0.97283(13) 0.76441(13) 0.0336(5) Uani 1 1 d . . . . .
H18A H 0.5216 0.9766 0.7211 0.040 Uiso 1 1 calc R U . . .
H18B H 0.5463 0.9321 0.8065 0.040 Uiso 1 1 calc R U . . .
C9 C 1.1238(2) 0.68085(13) 0.68935(13) 0.0356(5) Uani 1 1 d . . . . .
H9A H 1.1443 0.6326 0.7287 0.043 Uiso 1 1 calc R U . . .
H9B H 1.1806 0.7228 0.6952 0.043 Uiso 1 1 calc R U . . .
C15 C 0.7928(2) 1.02581(13) 0.83392(12) 0.0334(5) Uani 1 1 d . . . . .
H15A H 0.8460 1.0204 0.8788 0.040 Uiso 1 1 calc R U . . .
H15B H 0.8258 1.0679 0.7939 0.040 Uiso 1 1 calc R U . . .
C23 C 0.1781(2) 0.90696(13) 0.84478(14) 0.0375(5) Uani 1 1 d . . . . .
H23A H 0.1054 0.9508 0.8275 0.045 Uiso 1 1 calc R U . . .
C17 C 0.5506(2) 1.06290(13) 0.80111(14) 0.0387(5) Uani 1 1 d . . . . .
H17A H 0.4499 1.0828 0.8248 0.046 Uiso 1 1 calc R U . . .
H17B H 0.5737 1.1051 0.7582 0.046 Uiso 1 1 calc R U . . .
C22 C 0.1735(3) 0.88798(15) 0.92606(15) 0.0460(6) Uani 1 1 d . . . . .
H22A H 0.0969 0.9185 0.9643 0.055 Uiso 1 1 calc R U . . .
C10 C 1.1654(2) 0.64415(14) 0.60404(14) 0.0412(5) Uani 1 1 d . . . . .
H10A H 1.1184 0.5965 0.6002 0.049 Uiso 1 1 calc R U . . .
H10B H 1.2680 0.6193 0.5923 0.049 Uiso 1 1 calc R U . . .
C12 C 0.9700(2) 0.76139(14) 0.56121(12) 0.0363(5) Uani 1 1 d . . . . .
H12A H 0.9128 0.7192 0.5573 0.044 Uiso 1 1 calc R U . . .
H12B H 0.9488 0.8085 0.5208 0.044 Uiso 1 1 calc R U . . .
C11 C 1.1247(2) 0.71513(15) 0.54169(13) 0.0409(5) Uani 1 1 d . . . . .
H11A H 1.1821 0.7585 0.5402 0.049 Uiso 1 1 calc R U . . .
H11B H 1.1452 0.6885 0.4875 0.049 Uiso 1 1 calc R U . . .
C21 C 0.2790(3) 0.82508(15) 0.95238(13) 0.0435(6) Uani 1 1 d . . . . .
H21A H 0.2753 0.8130 1.0086 0.052 Uiso 1 1 calc R U . . .
C51 C 1.1659(2) 0.49356(11) 0.16172(11) 0.0231(4) Uani 1 1 d . . . . .
C41 C 0.58290(19) 0.65966(12) 0.39914(11) 0.0231(4) Uani 1 1 d . . . . .
C54 C 1.1538(2) 0.66676(11) 0.15093(10) 0.0214(4) Uani 1 1 d . . . . .
C43 C 0.95537(19) 0.79537(11) 0.29534(10) 0.0199(4) Uani 1 1 d . . . . .
C49 C 1.04651(19) 0.64232(11) 0.20570(10) 0.0195(4) Uani 1 1 d . . . . .
C37 C 0.80704(19) 0.68049(11) 0.32401(10) 0.0203(4) Uani 1 1 d . . . . .
C48 C 1.0823(2) 0.79085(11) 0.31939(10) 0.0218(4) Uani 1 1 d . . . . .
C44 C 0.8553(2) 0.87190(11) 0.31892(11) 0.0238(4) Uani 1 1 d . . . . .
C42 C 0.66216(19) 0.69427(11) 0.33536(10) 0.0209(4) Uani 1 1 d . . . . .
C50 C 1.05926(19) 0.55278(11) 0.20827(10) 0.0208(4) Uani 1 1 d . . . . .
C46 C 1.0072(2) 0.93115(12) 0.38061(10) 0.0281(4) Uani 1 1 d . . . . .
C52 C 1.2691(2) 0.52169(12) 0.10900(11) 0.0251(4) Uani 1 1 d . . . . .
C53 C 1.2622(2) 0.61017(12) 0.10376(11) 0.0245(4) Uani 1 1 d . . . . .
C40 C 0.6469(2) 0.60998(12) 0.45724(10) 0.0249(4) Uani 1 1 d . . . . .
C47 C 1.1096(2) 0.85612(12) 0.36087(11) 0.0259(4) Uani 1 1 d . . . . .
C45 C 0.8780(2) 0.93877(11) 0.36013(11) 0.0277(4) Uani 1 1 d . . . . .
C39 C 0.7894(2) 0.59706(12) 0.45148(11) 0.0249(4) Uani 1 1 d . . . . .
C31 C 0.83494(19) 0.75646(11) 0.17076(10) 0.0194(4) Uani 1 1 d . . . . .
C35 C 0.7880(2) 0.85633(12) 0.05732(11) 0.0279(4) Uani 1 1 d . . . . .
C32 C 0.7632(2) 0.70601(11) 0.13736(11) 0.0225(4) Uani 1 1 d . . . . .
B2 B 0.9111(2) 0.71855(12) 0.24950(12) 0.0193(4) Uani 1 1 d . . . . .
C38 C 0.86456(19) 0.63213(11) 0.38645(11) 0.0217(4) Uani 1 1 d . . . . .
C36 C 0.84574(19) 0.83178(11) 0.12626(11) 0.0224(4) Uani 1 1 d . . . . .
C34 C 0.7135(2) 0.80545(13) 0.02988(11) 0.0301(4) Uani 1 1 d . . . . .
C33 C 0.7011(2) 0.72907(12) 0.07045(11) 0.0271(4) Uani 1 1 d . . . . .
F7 F 1.15312(11) 0.75274(6) 0.14114(6) 0.0287(2) Uani 1 1 d . . . . .
F17 F 0.75216(12) 0.62799(6) 0.17212(6) 0.0293(3) Uani 1 1 d . . . . .
F11 F 0.96332(12) 0.51701(6) 0.25701(6) 0.0294(3) Uani 1 1 d . . . . .
F20 F 0.80318(14) 0.93089(7) 0.01777(7) 0.0426(3) Uani 1 1 d . . . . .
F15 F 0.44241(11) 0.67554(7) 0.40592(6) 0.0313(3) Uani 1 1 d . . . . .
F21 F 0.91604(12) 0.88737(6) 0.14826(6) 0.0293(3) Uani 1 1 d . . . . .
F2 F 0.72460(12) 0.88400(7) 0.30134(7) 0.0317(3) Uani 1 1 d . . . . .
F3 F 0.77507(14) 1.01157(7) 0.38035(7) 0.0399(3) Uani 1 1 d . . . . .
F10 F 1.17087(13) 0.40732(6) 0.16749(7) 0.0333(3) Uani 1 1 d . . . . .
F6 F 1.19044(11) 0.71960(6) 0.30277(6) 0.0285(2) Uani 1 1 d . . . . .
F5 F 1.23685(13) 0.84785(7) 0.38080(7) 0.0370(3) Uani 1 1 d . . . . .
F14 F 0.57037(12) 0.57626(8) 0.51941(6) 0.0373(3) Uani 1 1 d . . . . .
F8 F 1.36152(12) 0.63957(8) 0.05247(7) 0.0389(3) Uani 1 1 d . . . . .
F9 F 1.37314(12) 0.46492(7) 0.06331(7) 0.0374(3) Uani 1 1 d . . . . .
F12 F 1.00471(11) 0.61607(7) 0.38429(6) 0.0286(2) Uani 1 1 d . . . . .
F4 F 1.03292(14) 0.99603(7) 0.41967(7) 0.0406(3) Uani 1 1 d . . . . .
F16 F 0.58717(11) 0.74437(7) 0.28315(6) 0.0299(3) Uani 1 1 d . . . . .
F13 F 0.85433(12) 0.54967(8) 0.50852(6) 0.0370(3) Uani 1 1 d . . . . .
F18 F 0.63067(13) 0.67709(8) 0.04363(7) 0.0411(3) Uani 1 1 d . . . . .
F19 F 0.65520(14) 0.82878(9) -0.03643(7) 0.0477(3) 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
P1 F1 1.5533(11) . ?
P1 C25 1.7632(17) . ?
P1 C19 1.7650(19) . ?
P1 C6 1.7733(17) . ?
C25 C30 1.396(3) . ?
C25 C26 1.398(3) . ?
C1 C6 1.406(2) . ?
C1 C2 1.409(2) . ?
C1 B1 1.590(3) . ?
C5 C4 1.382(3) . ?
C5 C6 1.400(2) . ?
C26 C27 1.379(3) . ?
C7 C12 1.547(3) . ?
C7 C8 1.551(2) . ?
C7 B1 1.581(3) . ?
C2 C3 1.379(3) . ?
C27 C28 1.386(3) . ?
C13 C18 1.523(3) . ?
C13 C14 1.536(3) . ?
C13 B1 1.568(3) . ?
C4 C3 1.380(3) . ?
C24 C23 1.378(3) . ?
C24 C19 1.393(2) . ?
C30 C29 1.380(3) . ?
C29 C28 1.382(3) . ?
C19 C20 1.398(2) . ?
C20 C21 1.381(3) . ?
C14 C15 1.527(3) . ?
C8 C9 1.520(3) . ?
C16 C15 1.510(3) . ?
C16 C17 1.524(3) . ?
C18 C17 1.523(3) . ?
C9 C10 1.523(3) . ?
C23 C22 1.379(3) . ?
C22 C21 1.381(3) . ?
C10 C11 1.526(3) . ?
C12 C11 1.522(3) . ?
C51 F10 1.3481(19) . ?
C51 C52 1.375(3) . ?
C51 C50 1.381(3) . ?
C41 F15 1.348(2) . ?
C41 C40 1.372(2) . ?
C41 C42 1.382(2) . ?
C54 F7 1.3560(19) . ?
C54 C53 1.374(3) . ?
C54 C49 1.395(2) . ?
C43 C48 1.385(3) . ?
C43 C44 1.389(3) . ?
C43 B2 1.658(3) . ?
C49 C50 1.386(2) . ?
C49 B2 1.659(3) . ?
C37 C42 1.388(3) . ?
C37 C38 1.393(2) . ?
C37 B2 1.660(3) . ?
C48 F6 1.356(2) . ?
C48 C47 1.381(2) . ?
C44 F2 1.358(2) . ?
C44 C45 1.378(3) . ?
C42 F16 1.3556(19) . ?
C50 F11 1.354(2) . ?
C46 F4 1.345(2) . ?
C46 C47 1.372(3) . ?
C46 C45 1.373(3) . ?
C52 F9 1.341(2) . ?
C52 C53 1.379(3) . ?
C53 F8 1.345(2) . ?
C40 F14 1.343(2) . ?
C40 C39 1.374(3) . ?
C47 F5 1.348(2) . ?
C45 F3 1.352(2) . ?
C39 F13 1.3483(19) . ?
C39 C38 1.379(3) . ?
C31 C36 1.386(2) . ?
C31 C32 1.392(2) . ?
C31 B2 1.661(2) . ?
C35 F20 1.347(2) . ?
C35 C34 1.368(3) . ?
C35 C36 1.385(2) . ?
C32 F17 1.3544(19) . ?
C32 C33 1.375(2) . ?
C38 F12 1.355(2) . ?
C36 F21 1.3532(19) . ?
C34 F19 1.346(2) . ?
C34 C33 1.373(3) . ?
C33 F18 1.345(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
F1 P1 C25 107.51(7) . . ?
F1 P1 C19 104.80(7) . . ?
C25 P1 C19 112.04(8) . . ?
F1 P1 C6 104.46(7) . . ?
C25 P1 C6 112.94(8) . . ?
C19 P1 C6 114.21(8) . . ?
C30 C25 C26 120.09(16) . . ?
C30 C25 P1 121.10(14) . . ?
C26 C25 P1 118.81(14) . . ?
C6 C1 C2 115.47(16) . . ?
C6 C1 B1 128.55(15) . . ?
C2 C1 B1 115.98(15) . . ?
C4 C5 C6 119.81(17) . . ?
C27 C26 C25 119.82(18) . . ?
C5 C6 C1 122.22(16) . . ?
C5 C6 P1 116.84(13) . . ?
C1 C6 P1 120.82(13) . . ?
C12 C7 C8 108.04(15) . . ?
C12 C7 B1 116.46(16) . . ?
C8 C7 B1 111.82(15) . . ?
C3 C2 C1 122.43(17) . . ?
C26 C27 C28 119.66(18) . . ?
C18 C13 C14 110.10(16) . . ?
C18 C13 B1 118.65(16) . . ?
C14 C13 B1 117.84(16) . . ?
C3 C4 C5 119.42(17) . . ?
C23 C24 C19 119.25(19) . . ?
C2 C3 C4 120.59(17) . . ?
C13 B1 C7 122.59(16) . . ?
C13 B1 C1 117.21(17) . . ?
C7 B1 C1 119.10(17) . . ?
C29 C30 C25 119.48(19) . . ?
C30 C29 C28 120.12(19) . . ?
C24 C19 C20 120.51(18) . . ?
C24 C19 P1 120.84(14) . . ?
C20 C19 P1 118.62(14) . . ?
C21 C20 C19 119.19(19) . . ?
C29 C28 C27 120.81(18) . . ?
C15 C14 C13 113.01(16) . . ?
C9 C8 C7 111.66(16) . . ?
C15 C16 C17 111.23(17) . . ?
C17 C18 C13 112.34(17) . . ?
C8 C9 C10 111.80(18) . . ?
C16 C15 C14 112.12(17) . . ?
C24 C23 C22 120.3(2) . . ?
C18 C17 C16 110.90(17) . . ?
C23 C22 C21 120.6(2) . . ?
C9 C10 C11 111.02(17) . . ?
C11 C12 C7 111.97(17) . . ?
C12 C11 C10 111.72(18) . . ?
C22 C21 C20 120.1(2) . . ?
F10 C51 C52 119.00(16) . . ?
F10 C51 C50 120.57(16) . . ?
C52 C51 C50 120.43(16) . . ?
F15 C41 C40 119.33(16) . . ?
F15 C41 C42 120.70(15) . . ?
C40 C41 C42 119.96(17) . . ?
F7 C54 C53 115.74(15) . . ?
F7 C54 C49 119.11(16) . . ?
C53 C54 C49 125.15(16) . . ?
C48 C43 C44 113.22(16) . . ?
C48 C43 B2 127.31(16) . . ?
C44 C43 B2 119.30(16) . . ?
C50 C49 C54 112.76(16) . . ?
C50 C49 B2 126.93(16) . . ?
C54 C49 B2 119.70(15) . . ?
C42 C37 C38 112.94(15) . . ?
C42 C37 B2 127.61(15) . . ?
C38 C37 B2 119.37(15) . . ?
F6 C48 C47 115.06(16) . . ?
F6 C48 C43 120.82(15) . . ?
C47 C48 C43 124.13(17) . . ?
F2 C44 C45 115.82(16) . . ?
F2 C44 C43 119.56(16) . . ?
C45 C44 C43 124.62(18) . . ?
F16 C42 C41 114.70(15) . . ?
F16 C42 C37 121.24(15) . . ?
C41 C42 C37 124.06(16) . . ?
F11 C50 C51 114.73(15) . . ?
F11 C50 C49 121.17(16) . . ?
C51 C50 C49 124.08(17) . . ?
F4 C46 C47 120.51(18) . . ?
F4 C46 C45 120.54(18) . . ?
C47 C46 C45 118.95(17) . . ?
F9 C52 C51 121.06(16) . . ?
F9 C52 C53 120.74(17) . . ?
C51 C52 C53 118.20(17) . . ?
F8 C53 C54 121.14(16) . . ?
F8 C53 C52 119.48(17) . . ?
C54 C53 C52 119.38(17) . . ?
F14 C40 C41 120.22(17) . . ?
F14 C40 C39 120.90(16) . . ?
C41 C40 C39 118.87(16) . . ?
F5 C47 C46 119.47(16) . . ?
F5 C47 C48 120.77(17) . . ?
C46 C47 C48 119.75(18) . . ?
F3 C45 C46 119.78(17) . . ?
F3 C45 C44 120.92(18) . . ?
C46 C45 C44 119.30(17) . . ?
F13 C39 C40 119.97(16) . . ?
F13 C39 C38 120.79(17) . . ?
C40 C39 C38 119.23(16) . . ?
C36 C31 C32 112.76(15) . . ?
C36 C31 B2 127.03(15) . . ?
C32 C31 B2 119.84(14) . . ?
F20 C35 C34 119.78(16) . . ?
F20 C35 C36 120.24(16) . . ?
C34 C35 C36 119.97(16) . . ?
F17 C32 C33 116.12(15) . . ?
F17 C32 C31 118.95(15) . . ?
C33 C32 C31 124.93(16) . . ?
C43 B2 C49 114.05(15) . . ?
C43 B2 C37 102.20(14) . . ?
C49 B2 C37 113.63(13) . . ?
C43 B2 C31 112.94(13) . . ?
C49 B2 C31 100.82(13) . . ?
C37 B2 C31 113.73(14) . . ?
F12 C38 C39 116.01(15) . . ?
F12 C38 C37 119.15(15) . . ?
C39 C38 C37 124.83(17) . . ?
F21 C36 C35 114.90(15) . . ?
F21 C36 C31 121.00(15) . . ?
C35 C36 C31 124.10(16) . . ?
F19 C34 C35 120.81(17) . . ?
F19 C34 C33 120.41(17) . . ?
C35 C34 C33 118.77(16) . . ?
F18 C33 C34 119.83(16) . . ?
F18 C33 C32 120.81(16) . . ?
C34 C33 C32 119.35(17) . . ?

_refine_diff_density_max         0.308
_refine_diff_density_min         -0.308
_refine_diff_density_rms         0.049



