# Electronic Supplementary Material (ESI) for ChemComm.
# 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. 
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data_erk8323
_database_code_depnum_ccdc_archive 'CCDC 1537872'
_audit_update_record             
;
2017-03-14 deposited with the CCDC.
2017-04-12 downloaded from the CCDC.
;

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C55 H46 B2 Cl4 F20 N P S'
_chemical_formula_iupac          ?
_chemical_formula_weight         1327.38

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   15.6705(6)
_cell_length_b                   20.6824(7)
_cell_length_c                   18.4644(7)
_cell_angle_alpha                90
_cell_angle_beta                 111.5510(10)
_cell_angle_gamma                90
_cell_volume                     5566.0(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9009
_cell_measurement_theta_min      2.3550
_cell_measurement_theta_max      25.4200
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.155
_exptl_crystal_size_mid          0.091
_exptl_crystal_size_min          0.037
_exptl_crystal_density_diffrn    1.584
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2688

_exptl_absorpt_coefficient_mu    0.386
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Bruker AXS (2014). SADABS, Version 2014/2, Bruker AXS Inc., Madison, Wisconsin,
USA.
;
_exptl_absorpt_correction_T_min  0.91
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Mo ImS'
_diffrn_source_type              'micro focus tube'

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device_type  'Bruker D8 Venture PHOTON 100 CMOS'
_diffrn_measurement_method       'omega and phi scans'

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            146830
_diffrn_reflns_av_R_equivalents  0.0500
_diffrn_reflns_av_unetI/netI     0.0183
_diffrn_reflns_theta_min         2.27
_diffrn_reflns_theta_max         25.42
_diffrn_reflns_theta_full        25.42
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22

_refine_special_details          
;
;

_reflns_number_total             10251
_reflns_number_gt                8864
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0445
_refine_ls_R_factor_gt           0.0359
_refine_ls_wR_factor_gt          0.0888
_refine_ls_wR_factor_ref         0.0936
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_refine_ls_number_reflns         10251
_refine_ls_number_parameters     766
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0423P)²+6.8486P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.410
_refine_diff_density_min         -0.860
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       
;
APEX2 v.2014.1-1 (Bruker AXS Inc., 2014)

;
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S S1 0.40917(3) 0.61384(2) 0.37940(3) 0.01121(10) Uani d . . . 1 . .
P P1 0.37901(3) 0.75590(2) 0.39864(3) 0.00891(10) Uani d . . . 1 . .
N N1 0.26494(10) 0.65734(7) 0.40994(9) 0.0091(3) Uani d . . . 1 . .
C C1 0.34989(13) 0.76059(9) 0.29386(11) 0.0121(4) Uani d . . . 1 . .
H H1A 0.2848 0.7482 0.2673 0.014 Uiso calc U . R 1 . .
H H1B 0.3566 0.8059 0.2796 0.014 Uiso calc U . R 1 . .
C C2 0.40975(13) 0.71687(9) 0.26402(11) 0.0132(4) Uani d . . . 1 . .
H H2A 0.4744 0.7301 0.2915 0.016 Uiso calc U . R 1 . .
H H2B 0.3941 0.7271 0.2082 0.016 Uiso calc U . R 1 . .
C C3 0.30204(13) 0.80462(9) 0.43036(12) 0.0124(4) Uani d . . . 1 . .
H H3A 0.3372 0.8413 0.4616 0.015 Uiso calc U . R 1 . .
H H3B 0.2534 0.8228 0.3838 0.015 Uiso calc U . R 1 . .
C C4 0.25621(13) 0.76787(9) 0.47881(11) 0.0121(4) Uani d . . . 1 . .
H H4A 0.2151 0.7979 0.4922 0.015 Uiso calc U . R 1 . .
H H4B 0.3044 0.7537 0.5281 0.015 Uiso calc U . R 1 . .
C C5 0.34127(13) 0.67101(9) 0.39906(11) 0.0101(4) Uani d . . . 1 . .
C C11 0.50381(13) 0.76837(9) 0.44169(11) 0.0105(4) Uani d . . . 1 . .
C C12 0.54163(13) 0.81411(9) 0.40207(11) 0.0117(4) Uani d . . . 1 . .
C C13 0.62755(13) 0.80034(9) 0.40051(11) 0.0130(4) Uani d . . . 1 . .
H H13 0.6512 0.8285 0.3717 0.016 Uiso calc U . R 1 . .
C C14 0.68136(13) 0.74811(10) 0.43828(12) 0.0134(4) Uani d . . . 1 . .
C C15 0.65029(13) 0.71249(10) 0.48699(11) 0.0141(4) Uani d . . . 1 . .
H H15 0.689 0.6798 0.5182 0.017 Uiso calc U . R 1 . .
C C16 0.56454(13) 0.72230(9) 0.49250(11) 0.0113(4) Uani d . . . 1 . .
C C17 0.50646(13) 0.88296(9) 0.36947(12) 0.0136(4) Uani d . . . 1 . .
C C18 0.42199(14) 0.90739(10) 0.38422(13) 0.0167(4) Uani d . . . 1 . .
H H18A 0.4116 0.953 0.3694 0.025 Uiso calc U . R 1 . .
H H18B 0.4321 0.9027 0.4396 0.025 Uiso calc U . R 1 . .
H H18C 0.3682 0.882 0.3531 0.025 Uiso calc U . R 1 . .
C C19 0.49079(15) 0.88954(10) 0.28223(12) 0.0180(4) Uani d . . . 1 . .
H H19A 0.4403 0.8612 0.2517 0.027 Uiso calc U . R 1 . .
H H19B 0.5468 0.8771 0.2739 0.027 Uiso calc U . R 1 . .
H H19C 0.4753 0.9345 0.2658 0.027 Uiso calc U . R 1 . .
C C20 0.58375(14) 0.93122(10) 0.41486(13) 0.0186(4) Uani d . . . 1 . .
H H20A 0.5633 0.9755 0.3987 0.028 Uiso calc U . R 1 . .
H H20B 0.6389 0.922 0.4036 0.028 Uiso calc U . R 1 . .
H H20C 0.5977 0.9266 0.4709 0.028 Uiso calc U . R 1 . .
C C21 0.77531(14) 0.73811(10) 0.43165(12) 0.0175(4) Uani d . . . 1 . .
C C22 0.83601(15) 0.79668(13) 0.46893(14) 0.0269(5) Uani d . . . 1 . .
H H22A 0.8404 0.8013 0.523 0.04 Uiso calc U . R 1 . .
H H22B 0.8089 0.8359 0.4397 0.04 Uiso calc U . R 1 . .
H H22C 0.8975 0.7902 0.4678 0.04 Uiso calc U . R 1 . .
C C23 0.82312(18) 0.67779(14) 0.47390(19) 0.0415(7) Uani d . . . 1 . .
H H23A 0.832 0.6811 0.5292 0.062 Uiso calc U . R 1 . .
H H23B 0.8829 0.6735 0.4687 0.062 Uiso calc U . R 1 . .
H H23C 0.7854 0.6398 0.4512 0.062 Uiso calc U . R 1 . .
C C24 0.76289(16) 0.73303(12) 0.34540(14) 0.0271(5) Uani d . . . 1 . .
H H24A 0.8224 0.7243 0.3412 0.041 Uiso calc U . R 1 . .
H H24B 0.7381 0.7738 0.319 0.041 Uiso calc U . R 1 . .
H H24C 0.7203 0.6977 0.321 0.041 Uiso calc U . R 1 . .
C C25 0.55465(13) 0.69014(10) 0.56509(11) 0.0131(4) Uani d . . . 1 . .
C C26 0.62973(14) 0.72246(11) 0.63598(12) 0.0197(5) Uani d . . . 1 . .
H H26A 0.6222 0.7695 0.6322 0.03 Uiso calc U . R 1 . .
H H26B 0.6905 0.711 0.6362 0.03 Uiso calc U . R 1 . .
H H26C 0.6239 0.7073 0.6842 0.03 Uiso calc U . R 1 . .
C C27 0.57165(15) 0.61671(10) 0.57077(13) 0.0191(4) Uani d . . . 1 . .
H H27A 0.5687 0.6006 0.6197 0.029 Uiso calc U . R 1 . .
H H27B 0.6324 0.6076 0.5694 0.029 Uiso calc U . R 1 . .
H H27C 0.5247 0.5952 0.5268 0.029 Uiso calc U . R 1 . .
C C28 0.46431(13) 0.70428(10) 0.57477(12) 0.0155(4) Uani d . . . 1 . .
H H28A 0.415 0.6798 0.5359 0.023 Uiso calc U . R 1 . .
H H28B 0.451 0.7506 0.5675 0.023 Uiso calc U . R 1 . .
H H28C 0.4687 0.6915 0.6271 0.023 Uiso calc U . R 1 . .
B B1 0.40572(15) 0.63916(11) 0.27132(13) 0.0124(4) Uani d . . . 1 . .
C C31 0.49607(14) 0.60795(9) 0.25927(12) 0.0142(4) Uani d . . . 1 . .
F F32 0.57653(9) 0.56525(8) 0.38573(8) 0.0329(3) Uani d . . . 1 . .
C C32 0.57119(14) 0.57651(11) 0.31230(13) 0.0196(5) Uani d . . . 1 . .
F F33 0.71369(9) 0.52182(8) 0.34880(9) 0.0398(4) Uani d . . . 1 . .
C C33 0.64416(15) 0.55276(11) 0.29464(14) 0.0239(5) Uani d . . . 1 . .
F F34 0.71370(9) 0.53622(7) 0.20288(9) 0.0338(3) Uani d . . . 1 . .
C C34 0.64423(15) 0.56034(11) 0.22071(15) 0.0240(5) Uani d . . . 1 . .
F F35 0.56950(11) 0.59772(7) 0.09252(9) 0.0356(4) Uani d . . . 1 . .
C C35 0.57161(16) 0.59097(11) 0.16550(13) 0.0223(5) Uani d . . . 1 . .
F F36 0.42948(9) 0.64126(6) 0.12702(7) 0.0244(3) Uani d . . . 1 . .
C C36 0.50009(15) 0.61335(10) 0.18542(12) 0.0174(4) Uani d . . . 1 . .
C C41 0.31477(13) 0.59978(10) 0.21516(11) 0.0138(4) Uani d . . . 1 . .
F F42 0.38289(8) 0.50038(6) 0.27265(7) 0.0200(3) Uani d . . . 1 . .
C C42 0.31083(14) 0.53247(10) 0.22094(12) 0.0167(4) Uani d . . . 1 . .
F F43 0.23921(9) 0.43032(6) 0.18667(8) 0.0303(3) Uani d . . . 1 . .
C C43 0.23710(15) 0.49496(10) 0.17746(13) 0.0215(5) Uani d . . . 1 . .
F F44 0.08895(9) 0.48899(7) 0.07947(8) 0.0340(3) Uani d . . . 1 . .
C C44 0.16175(15) 0.52423(12) 0.12383(13) 0.0229(5) Uani d . . . 1 . .
F F45 0.08945(9) 0.61903(7) 0.05968(7) 0.0281(3) Uani d . . . 1 . .
C C45 0.16190(14) 0.59027(11) 0.11402(12) 0.0203(5) Uani d . . . 1 . .
F F46 0.23262(8) 0.69029(6) 0.14376(7) 0.0188(3) Uani d . . . 1 . .
C C46 0.23762(14) 0.62611(10) 0.15886(12) 0.0157(4) Uani d . . . 1 . .
B B2 0.19747(15) 0.70542(10) 0.43554(13) 0.0113(4) Uani d . . . 1 . .
C C51 0.15780(13) 0.66181(9) 0.49144(12) 0.0122(4) Uani d . . . 1 . .
F F52 0.28959(8) 0.67816(6) 0.60727(7) 0.0202(3) Uani d . . . 1 . .
C C52 0.20431(14) 0.65314(10) 0.57098(12) 0.0148(4) Uani d . . . 1 . .
F F53 0.22191(10) 0.61226(7) 0.69552(7) 0.0304(3) Uani d . . . 1 . .
C C53 0.17200(15) 0.61741(10) 0.61884(12) 0.0191(4) Uani d . . . 1 . .
F F54 0.05602(10) 0.55204(7) 0.63337(8) 0.0313(3) Uani d . . . 1 . .
C C54 0.08861(15) 0.58658(10) 0.58761(13) 0.0200(5) Uani d . . . 1 . .
F F55 -0.04153(8) 0.56164(6) 0.47708(8) 0.0228(3) Uani d . . . 1 . .
C C55 0.03947(14) 0.59184(10) 0.50904(13) 0.0166(4) Uani d . . . 1 . .
F F56 0.02041(8) 0.63102(6) 0.38717(7) 0.0204(3) Uani d . . . 1 . .
C C56 0.07414(13) 0.62889(10) 0.46380(12) 0.0140(4) Uani d . . . 1 . .
C C61 0.11244(13) 0.73348(9) 0.35847(12) 0.0126(4) Uani d . . . 1 . .
F F62 0.15917(8) 0.69560(6) 0.25728(7) 0.0171(3) Uani d . . . 1 . .
C C62 0.10056(13) 0.73061(10) 0.28057(12) 0.0149(4) Uani d . . . 1 . .
F F63 0.02633(10) 0.75691(7) 0.14695(7) 0.0311(3) Uani d . . . 1 . .
C C63 0.03083(15) 0.76166(11) 0.22067(13) 0.0217(5) Uani d . . . 1 . .
F F64 -0.10061(10) 0.82790(8) 0.18230(9) 0.0432(4) Uani d . . . 1 . .
C C64 -0.03233(15) 0.79753(11) 0.23860(14) 0.0267(5) Uani d . . . 1 . .
F F65 -0.08367(9) 0.84050(7) 0.33325(9) 0.0350(4) Uani d . . . 1 . .
C C65 -0.02451(15) 0.80298(11) 0.31505(14) 0.0237(5) Uani d . . . 1 . .
F F66 0.04898(8) 0.77918(6) 0.44592(7) 0.0214(3) Uani d . . . 1 . .
C C66 0.04594(14) 0.77147(10) 0.37210(13) 0.0169(4) Uani d . . . 1 . .
C C71 0.23814(13) 0.58900(9) 0.40326(11) 0.0112(4) Uani d . . . 1 . .
C C72 0.17060(14) 0.56637(10) 0.33603(12) 0.0169(4) Uani d . . . 1 . .
H H72 0.145 0.5938 0.2921 0.02 Uiso calc U . R 1 . .
C C73 0.14072(15) 0.50284(11) 0.33387(13) 0.0229(5) Uani d . . . 1 . .
H H73 0.0946 0.4866 0.288 0.027 Uiso calc U . R 1 . .
C C74 0.17783(16) 0.46329(10) 0.39818(14) 0.0233(5) Uani d . . . 1 . .
H H74 0.1562 0.4202 0.3969 0.028 Uiso calc U . R 1 . .
C C75 0.24662(15) 0.48650(10) 0.46452(13) 0.0200(5) Uani d . . . 1 . .
H H75 0.2728 0.4589 0.5083 0.024 Uiso calc U . R 1 . .
C C76 0.27730(14) 0.54936(10) 0.46740(12) 0.0148(4) Uani d . . . 1 . .
H H76 0.3246 0.5652 0.5128 0.018 Uiso calc U . R 1 . .
C C81 0.12744(18) 0.55767(12) 0.91274(14) 0.0294(5) Uani d . . . 1 . .
H H81A 0.1191 0.5996 0.9352 0.035 Uiso calc U . R 1 . .
H H81B 0.0798 0.5275 0.9157 0.035 Uiso calc U . R 1 . .
Cl Cl1 0.23631(5) 0.52648(4) 0.96718(4) 0.04090(17) Uani d . . . 1 . .
Cl Cl2 0.11372(5) 0.56896(3) 0.81418(4) 0.03358(15) Uani d . . . 1 . .
C C91 0.89143(19) 0.60609(15) 0.20604(17) 0.0396(7) Uani d . . . 1 . .
H H91A 0.8592 0.5643 0.202 0.047 Uiso calc U . R 1 . .
H H91B 0.9292 0.6134 0.2616 0.047 Uiso calc U . R 1 . .
Cl Cl3 0.81005(5) 0.66815(3) 0.17333(5) 0.04292(18) Uani d . . . 1 . .
Cl Cl4 0.96359(4) 0.60167(3) 0.15245(4) 0.03187(14) Uani d . . . 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 C5 . 1.7163(19) ?
S1 B1 . 2.045(2) ?
P1 C1 . 1.8199(19) ?
P1 C3 . 1.8253(19) ?
P1 C11 . 1.8388(19) ?
P1 C5 . 1.8536(19) ?
N1 C5 . 1.314(2) ?
N1 C71 . 1.467(2) ?
N1 B2 . 1.642(3) ?
C1 C2 . 1.543(3) ?
C1 H1A . 0.99 ?
C1 H1B . 0.99 ?
C2 B1 . 1.616(3) ?
C2 H2A . 0.99 ?
C2 H2B . 0.99 ?
C3 C4 . 1.538(3) ?
C3 H3A . 0.99 ?
C3 H3B . 0.99 ?
C4 B2 . 1.617(3) ?
C4 H4A . 0.99 ?
C4 H4B . 0.99 ?
C11 C16 . 1.428(3) ?
C11 C12 . 1.449(3) ?
C12 C13 . 1.387(3) ?
C12 C17 . 1.565(3) ?
C13 C14 . 1.390(3) ?
C13 H13 . 0.95 ?
C14 C15 . 1.382(3) ?
C14 C21 . 1.536(3) ?
C15 C16 . 1.399(3) ?
C15 H15 . 0.95 ?
C16 C25 . 1.554(3) ?
C17 C18 . 1.532(3) ?
C17 C19 . 1.544(3) ?
C17 C20 . 1.556(3) ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C20 H20A . 0.98 ?
C20 H20B . 0.98 ?
C20 H20C . 0.98 ?
C21 C23 . 1.516(3) ?
C21 C24 . 1.535(3) ?
C21 C22 . 1.538(3) ?
C22 H22A . 0.98 ?
C22 H22B . 0.98 ?
C22 H22C . 0.98 ?
C23 H23A . 0.98 ?
C23 H23B . 0.98 ?
C23 H23C . 0.98 ?
C24 H24A . 0.98 ?
C24 H24B . 0.98 ?
C24 H24C . 0.98 ?
C25 C28 . 1.519(3) ?
C25 C27 . 1.539(3) ?
C25 C26 . 1.553(3) ?
C26 H26A . 0.98 ?
C26 H26B . 0.98 ?
C26 H26C . 0.98 ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
B1 C41 . 1.638(3) ?
B1 C31 . 1.644(3) ?
C31 C32 . 1.386(3) ?
C31 C36 . 1.392(3) ?
F32 C32 . 1.348(3) ?
C32 C33 . 1.389(3) ?
F33 C33 . 1.340(3) ?
C33 C34 . 1.374(3) ?
F34 C34 . 1.344(2) ?
C34 C35 . 1.372(4) ?
F35 C35 . 1.343(3) ?
C35 C36 . 1.382(3) ?
F36 C36 . 1.358(3) ?
C41 C46 . 1.384(3) ?
C41 C42 . 1.399(3) ?
F42 C42 . 1.355(2) ?
C42 C43 . 1.378(3) ?
F43 C43 . 1.347(3) ?
C43 C44 . 1.372(3) ?
F44 C44 . 1.348(2) ?
C44 C45 . 1.378(3) ?
F45 C45 . 1.346(3) ?
C45 C46 . 1.386(3) ?
F46 C46 . 1.353(2) ?
B2 C51 . 1.654(3) ?
B2 C61 . 1.657(3) ?
C51 C52 . 1.391(3) ?
C51 C56 . 1.397(3) ?
F52 C52 . 1.358(2) ?
C52 C53 . 1.383(3) ?
F53 C53 . 1.347(2) ?
C53 C54 . 1.376(3) ?
F54 C54 . 1.343(2) ?
C54 C55 . 1.374(3) ?
F55 C55 . 1.341(2) ?
C55 C56 . 1.383(3) ?
F56 C56 . 1.356(2) ?
C61 C62 . 1.382(3) ?
C61 C66 . 1.400(3) ?
F62 C62 . 1.358(2) ?
C62 C63 . 1.394(3) ?
F63 C63 . 1.340(3) ?
C63 C64 . 1.371(3) ?
F64 C64 . 1.343(3) ?
C64 C65 . 1.376(4) ?
F65 C65 . 1.343(3) ?
C65 C66 . 1.378(3) ?
F66 C66 . 1.356(2) ?
C71 C72 . 1.384(3) ?
C71 C76 . 1.385(3) ?
C72 C73 . 1.391(3) ?
C72 H72 . 0.95 ?
C73 C74 . 1.382(3) ?
C73 H73 . 0.95 ?
C74 C75 . 1.387(3) ?
C74 H74 . 0.95 ?
C75 C76 . 1.380(3) ?
C75 H75 . 0.95 ?
C76 H76 . 0.95 ?
C81 Cl1 . 1.754(3) ?
C81 Cl2 . 1.768(2) ?
C81 H81A . 0.99 ?
C81 H81B . 0.99 ?
C91 Cl3 . 1.753(3) ?
C91 Cl4 . 1.757(3) ?
C91 H91A . 0.99 ?
C91 H91B . 0.99 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C5 S1 B1 . . 103.52(9) ?
C1 P1 C3 . . 111.99(9) ?
C1 P1 C11 . . 105.29(9) ?
C3 P1 C11 . . 120.47(9) ?
C1 P1 C5 . . 95.69(9) ?
C3 P1 C5 . . 105.79(9) ?
C11 P1 C5 . . 114.92(8) ?
C5 N1 C71 . . 116.29(15) ?
C5 N1 B2 . . 129.20(16) ?
C71 N1 B2 . . 114.39(14) ?
C2 C1 P1 . . 113.60(13) ?
C2 C1 H1A . . 108.8 ?
P1 C1 H1A . . 108.8 ?
C2 C1 H1B . . 108.8 ?
P1 C1 H1B . . 108.8 ?
H1A C1 H1B . . 107.7 ?
C1 C2 B1 . . 120.37(16) ?
C1 C2 H2A . . 107.2 ?
B1 C2 H2A . . 107.2 ?
C1 C2 H2B . . 107.2 ?
B1 C2 H2B . . 107.2 ?
H2A C2 H2B . . 106.9 ?
C4 C3 P1 . . 114.75(13) ?
C4 C3 H3A . . 108.6 ?
P1 C3 H3A . . 108.6 ?
C4 C3 H3B . . 108.6 ?
P1 C3 H3B . . 108.6 ?
H3A C3 H3B . . 107.6 ?
C3 C4 B2 . . 114.21(16) ?
C3 C4 H4A . . 108.7 ?
B2 C4 H4A . . 108.7 ?
C3 C4 H4B . . 108.7 ?
B2 C4 H4B . . 108.7 ?
H4A C4 H4B . . 107.6 ?
N1 C5 S1 . . 123.64(14) ?
N1 C5 P1 . . 120.93(14) ?
S1 C5 P1 . . 115.35(10) ?
C16 C11 C12 . . 118.03(17) ?
C16 C11 P1 . . 122.47(14) ?
C12 C11 P1 . . 116.14(14) ?
C13 C12 C11 . . 117.17(17) ?
C13 C12 C17 . . 112.72(16) ?
C11 C12 C17 . . 129.53(17) ?
C12 C13 C14 . . 124.32(18) ?
C12 C13 H13 . . 117.8 ?
C14 C13 H13 . . 117.8 ?
C15 C14 C13 . . 116.55(18) ?
C15 C14 C21 . . 123.87(18) ?
C13 C14 C21 . . 119.17(17) ?
C14 C15 C16 . . 123.18(18) ?
C14 C15 H15 . . 118.4 ?
C16 C15 H15 . . 118.4 ?
C15 C16 C11 . . 118.38(17) ?
C15 C16 C25 . . 113.78(17) ?
C11 C16 C25 . . 126.78(17) ?
C18 C17 C19 . . 109.88(17) ?
C18 C17 C20 . . 104.19(16) ?
C19 C17 C20 . . 107.43(16) ?
C18 C17 C12 . . 115.90(16) ?
C19 C17 C12 . . 112.33(16) ?
C20 C17 C12 . . 106.38(16) ?
C17 C18 H18A . . 109.5 ?
C17 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C17 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C17 C19 H19A . . 109.5 ?
C17 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C17 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C17 C20 H20A . . 109.5 ?
C17 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
C17 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
C23 C21 C24 . . 109.2(2) ?
C23 C21 C14 . . 112.15(17) ?
C24 C21 C14 . . 109.39(17) ?
C23 C21 C22 . . 108.1(2) ?
C24 C21 C22 . . 109.88(18) ?
C14 C21 C22 . . 108.15(17) ?
C21 C22 H22A . . 109.5 ?
C21 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
C21 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
C21 C23 H23A . . 109.5 ?
C21 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
C21 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
C21 C24 H24A . . 109.5 ?
C21 C24 H24B . . 109.5 ?
H24A C24 H24B . . 109.5 ?
C21 C24 H24C . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
C28 C25 C27 . . 109.11(16) ?
C28 C25 C26 . . 105.56(16) ?
C27 C25 C26 . . 107.98(17) ?
C28 C25 C16 . . 114.31(16) ?
C27 C25 C16 . . 114.30(16) ?
C26 C25 C16 . . 104.95(15) ?
C25 C26 H26A . . 109.5 ?
C25 C26 H26B . . 109.5 ?
H26A C26 H26B . . 109.5 ?
C25 C26 H26C . . 109.5 ?
H26A C26 H26C . . 109.5 ?
H26B C26 H26C . . 109.5 ?
C25 C27 H27A . . 109.5 ?
C25 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C25 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C25 C28 H28A . . 109.5 ?
C25 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C25 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C2 B1 C41 . . 119.56(17) ?
C2 B1 C31 . . 108.50(16) ?
C41 B1 C31 . . 108.14(16) ?
C2 B1 S1 . . 110.38(14) ?
C41 B1 S1 . . 101.26(13) ?
C31 B1 S1 . . 108.43(14) ?
C32 C31 C36 . . 113.41(18) ?
C32 C31 B1 . . 129.71(18) ?
C36 C31 B1 . . 116.88(18) ?
F32 C32 C31 . . 120.98(18) ?
F32 C32 C33 . . 115.02(19) ?
C31 C32 C33 . . 124.0(2) ?
F33 C33 C34 . . 119.9(2) ?
F33 C33 C32 . . 120.5(2) ?
C34 C33 C32 . . 119.6(2) ?
F34 C34 C35 . . 121.0(2) ?
F34 C34 C33 . . 119.8(2) ?
C35 C34 C33 . . 119.2(2) ?
F35 C35 C34 . . 120.1(2) ?
F35 C35 C36 . . 120.6(2) ?
C34 C35 C36 . . 119.3(2) ?
F36 C36 C35 . . 115.79(19) ?
F36 C36 C31 . . 119.67(18) ?
C35 C36 C31 . . 124.5(2) ?
C46 C41 C42 . . 113.45(18) ?
C46 C41 B1 . . 126.62(18) ?
C42 C41 B1 . . 119.93(18) ?
F42 C42 C43 . . 115.99(19) ?
F42 C42 C41 . . 119.50(18) ?
C43 C42 C41 . . 124.5(2) ?
F43 C43 C44 . . 120.26(19) ?
F43 C43 C42 . . 120.6(2) ?
C44 C43 C42 . . 119.2(2) ?
F44 C44 C43 . . 120.8(2) ?
F44 C44 C45 . . 119.9(2) ?
C43 C44 C45 . . 119.3(2) ?
F45 C45 C44 . . 119.62(19) ?
F45 C45 C46 . . 120.8(2) ?
C44 C45 C46 . . 119.6(2) ?
F46 C46 C41 . . 120.63(18) ?
F46 C46 C45 . . 115.44(18) ?
C41 C46 C45 . . 123.9(2) ?
C4 B2 N1 . . 108.43(15) ?
C4 B2 C51 . . 113.80(16) ?
N1 B2 C51 . . 106.19(15) ?
C4 B2 C61 . . 106.07(16) ?
N1 B2 C61 . . 111.38(15) ?
C51 B2 C61 . . 111.03(15) ?
C52 C51 C56 . . 112.36(18) ?
C52 C51 B2 . . 123.91(17) ?
C56 C51 B2 . . 123.72(18) ?
F52 C52 C53 . . 114.41(18) ?
F52 C52 C51 . . 120.72(17) ?
C53 C52 C51 . . 124.82(19) ?
F53 C53 C54 . . 119.96(19) ?
F53 C53 C52 . . 120.43(19) ?
C54 C53 C52 . . 119.6(2) ?
F54 C54 C55 . . 120.76(19) ?
F54 C54 C53 . . 120.3(2) ?
C55 C54 C53 . . 118.91(19) ?
F55 C55 C54 . . 120.02(18) ?
F55 C55 C56 . . 120.69(19) ?
C54 C55 C56 . . 119.30(19) ?
F56 C56 C55 . . 114.65(17) ?
F56 C56 C51 . . 120.35(17) ?
C55 C56 C51 . . 124.99(19) ?
C62 C61 C66 . . 112.75(18) ?
C62 C61 B2 . . 129.58(17) ?
C66 C61 B2 . . 117.34(18) ?
F62 C62 C61 . . 120.30(17) ?
F62 C62 C63 . . 114.76(18) ?
C61 C62 C63 . . 124.9(2) ?
F63 C63 C64 . . 120.76(19) ?
F63 C63 C62 . . 120.4(2) ?
C64 C63 C62 . . 118.9(2) ?
F64 C64 C63 . . 120.4(2) ?
F64 C64 C65 . . 120.1(2) ?
C63 C64 C65 . . 119.5(2) ?
F65 C65 C64 . . 119.6(2) ?
F65 C65 C66 . . 121.0(2) ?
C64 C65 C66 . . 119.3(2) ?
F66 C66 C65 . . 115.81(18) ?
F66 C66 C61 . . 119.56(18) ?
C65 C66 C61 . . 124.6(2) ?
C72 C71 C76 . . 121.31(18) ?
C72 C71 N1 . . 120.15(17) ?
C76 C71 N1 . . 118.39(17) ?
C71 C72 C73 . . 118.9(2) ?
C71 C72 H72 . . 120.5 ?
C73 C72 H72 . . 120.5 ?
C74 C73 C72 . . 120.2(2) ?
C74 C73 H73 . . 119.9 ?
C72 C73 H73 . . 119.9 ?
C73 C74 C75 . . 120.0(2) ?
C73 C74 H74 . . 120.0 ?
C75 C74 H74 . . 120.0 ?
C76 C75 C74 . . 120.4(2) ?
C76 C75 H75 . . 119.8 ?
C74 C75 H75 . . 119.8 ?
C75 C76 C71 . . 119.08(19) ?
C75 C76 H76 . . 120.5 ?
C71 C76 H76 . . 120.5 ?
Cl1 C81 Cl2 . . 111.31(13) ?
Cl1 C81 H81A . . 109.4 ?
Cl2 C81 H81A . . 109.4 ?
Cl1 C81 H81B . . 109.4 ?
Cl2 C81 H81B . . 109.4 ?
H81A C81 H81B . . 108.0 ?
Cl3 C91 Cl4 . . 112.41(15) ?
Cl3 C91 H91A . . 109.1 ?
Cl4 C91 H91A . . 109.1 ?
Cl3 C91 H91B . . 109.1 ?
Cl4 C91 H91B . . 109.1 ?
H91A C91 H91B . . 107.9 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C3 P1 C1 C2 . . . . -176.56(13) ?
C11 P1 C1 C2 . . . . 50.81(15) ?
C5 P1 C1 C2 . . . . -66.98(15) ?
P1 C1 C2 B1 . . . . 64.4(2) ?
C1 P1 C3 C4 . . . . 126.39(15) ?
C11 P1 C3 C4 . . . . -109.03(15) ?
C5 P1 C3 C4 . . . . 23.37(17) ?
P1 C3 C4 B2 . . . . -57.3(2) ?
C71 N1 C5 S1 . . . . -0.9(2) ?
B2 N1 C5 S1 . . . . 174.82(14) ?
C71 N1 C5 P1 . . . . 175.52(13) ?
B2 N1 C5 P1 . . . . -8.7(3) ?
B1 S1 C5 N1 . . . . 117.63(17) ?
B1 S1 C5 P1 . . . . -58.99(12) ?
C1 P1 C5 N1 . . . . -106.05(16) ?
C3 P1 C5 N1 . . . . 8.74(18) ?
C11 P1 C5 N1 . . . . 144.17(15) ?
C1 P1 C5 S1 . . . . 70.66(12) ?
C3 P1 C5 S1 . . . . -174.55(10) ?
C11 P1 C5 S1 . . . . -39.12(14) ?
C1 P1 C11 C16 . . . . -122.64(16) ?
C3 P1 C11 C16 . . . . 109.68(17) ?
C5 P1 C11 C16 . . . . -18.73(19) ?
C1 P1 C11 C12 . . . . 36.25(16) ?
C3 P1 C11 C12 . . . . -91.42(16) ?
C5 P1 C11 C12 . . . . 140.16(14) ?
C16 C11 C12 C13 . . . . 15.7(3) ?
P1 C11 C12 C13 . . . . -144.18(15) ?
C16 C11 C12 C17 . . . . -154.88(19) ?
P1 C11 C12 C17 . . . . 45.3(3) ?
C11 C12 C13 C14 . . . . -4.1(3) ?
C17 C12 C13 C14 . . . . 167.99(18) ?
C12 C13 C14 C15 . . . . -7.3(3) ?
C12 C13 C14 C21 . . . . 179.75(19) ?
C13 C14 C15 C16 . . . . 7.3(3) ?
C21 C14 C15 C16 . . . . 179.85(19) ?
C14 C15 C16 C11 . . . . 4.3(3) ?
C14 C15 C16 C25 . . . . -164.80(18) ?
C12 C11 C16 C15 . . . . -15.8(3) ?
P1 C11 C16 C15 . . . . 142.69(16) ?
C12 C11 C16 C25 . . . . 151.65(18) ?
P1 C11 C16 C25 . . . . -49.8(3) ?
C13 C12 C17 C18 . . . . -168.02(17) ?
C11 C12 C17 C18 . . . . 2.9(3) ?
C13 C12 C17 C19 . . . . 64.5(2) ?
C11 C12 C17 C19 . . . . -124.6(2) ?
C13 C12 C17 C20 . . . . -52.7(2) ?
C11 C12 C17 C20 . . . . 118.2(2) ?
C15 C14 C21 C23 . . . . 9.6(3) ?
C13 C14 C21 C23 . . . . -178.0(2) ?
C15 C14 C21 C24 . . . . 130.9(2) ?
C13 C14 C21 C24 . . . . -56.8(3) ?
C15 C14 C21 C22 . . . . -109.5(2) ?
C13 C14 C21 C22 . . . . 62.9(2) ?
C15 C16 C25 C28 . . . . 176.00(17) ?
C11 C16 C25 C28 . . . . 8.0(3) ?
C15 C16 C25 C27 . . . . -57.3(2) ?
C11 C16 C25 C27 . . . . 134.8(2) ?
C15 C16 C25 C26 . . . . 60.8(2) ?
C11 C16 C25 C26 . . . . -107.1(2) ?
C1 C2 B1 C41 . . . . 71.9(2) ?
C1 C2 B1 C31 . . . . -163.59(16) ?
C1 C2 B1 S1 . . . . -44.9(2) ?
C2 B1 C31 C32 . . . . 112.0(2) ?
C41 B1 C31 C32 . . . . -116.9(2) ?
S1 B1 C31 C32 . . . . -7.9(3) ?
C2 B1 C31 C36 . . . . -67.6(2) ?
C41 B1 C31 C36 . . . . 63.5(2) ?
S1 B1 C31 C36 . . . . 172.47(15) ?
C36 C31 C32 F32 . . . . -177.67(19) ?
B1 C31 C32 F32 . . . . 2.7(3) ?
C36 C31 C32 C33 . . . . 0.4(3) ?
B1 C31 C32 C33 . . . . -179.3(2) ?
F32 C32 C33 F33 . . . . -0.6(3) ?
C31 C32 C33 F33 . . . . -178.8(2) ?
F32 C32 C33 C34 . . . . 178.4(2) ?
C31 C32 C33 C34 . . . . 0.3(3) ?
F33 C33 C34 F34 . . . . 0.5(3) ?
C32 C33 C34 F34 . . . . -178.6(2) ?
F33 C33 C34 C35 . . . . 178.7(2) ?
C32 C33 C34 C35 . . . . -0.4(3) ?
F34 C34 C35 F35 . . . . -0.6(3) ?
C33 C34 C35 F35 . . . . -178.7(2) ?
F34 C34 C35 C36 . . . . 178.00(19) ?
C33 C34 C35 C36 . . . . -0.1(3) ?
F35 C35 C36 F36 . . . . 0.6(3) ?
C34 C35 C36 F36 . . . . -177.99(18) ?
F35 C35 C36 C31 . . . . 179.42(19) ?
C34 C35 C36 C31 . . . . 0.9(3) ?
C32 C31 C36 F36 . . . . 177.86(18) ?
B1 C31 C36 F36 . . . . -2.4(3) ?
C32 C31 C36 C35 . . . . -1.0(3) ?
B1 C31 C36 C35 . . . . 178.76(19) ?
C2 B1 C41 C46 . . . . 0.8(3) ?
C31 B1 C41 C46 . . . . -123.9(2) ?
S1 B1 C41 C46 . . . . 122.25(19) ?
C2 B1 C41 C42 . . . . 179.81(17) ?
C31 B1 C41 C42 . . . . 55.1(2) ?
S1 B1 C41 C42 . . . . -58.8(2) ?
C46 C41 C42 F42 . . . . 178.53(17) ?
B1 C41 C42 F42 . . . . -0.6(3) ?
C46 C41 C42 C43 . . . . -2.0(3) ?
B1 C41 C42 C43 . . . . 178.88(19) ?
F42 C42 C43 F43 . . . . -0.7(3) ?
C41 C42 C43 F43 . . . . 179.85(19) ?
F42 C42 C43 C44 . . . . -179.90(18) ?
C41 C42 C43 C44 . . . . 0.6(3) ?
F43 C43 C44 F44 . . . . -0.2(3) ?
C42 C43 C44 F44 . . . . 179.02(19) ?
F43 C43 C44 C45 . . . . -178.47(19) ?
C42 C43 C44 C45 . . . . 0.7(3) ?
F44 C44 C45 F45 . . . . -0.5(3) ?
C43 C44 C45 F45 . . . . 177.78(19) ?
F44 C44 C45 C46 . . . . -178.87(18) ?
C43 C44 C45 C46 . . . . -0.6(3) ?
C42 C41 C46 F46 . . . . -177.09(17) ?
B1 C41 C46 F46 . . . . 1.9(3) ?
C42 C41 C46 C45 . . . . 2.2(3) ?
B1 C41 C46 C45 . . . . -178.78(19) ?
F45 C45 C46 F46 . . . . 0.0(3) ?
C44 C45 C46 F46 . . . . 178.31(18) ?
F45 C45 C46 C41 . . . . -179.35(18) ?
C44 C45 C46 C41 . . . . -1.0(3) ?
C3 C4 B2 N1 . . . . 55.9(2) ?
C3 C4 B2 C51 . . . . 173.78(15) ?
C3 C4 B2 C61 . . . . -63.9(2) ?
C5 N1 B2 C4 . . . . -22.1(3) ?
C71 N1 B2 C4 . . . . 153.66(16) ?
C5 N1 B2 C51 . . . . -144.79(18) ?
C71 N1 B2 C51 . . . . 31.0(2) ?
C5 N1 B2 C61 . . . . 94.2(2) ?
C71 N1 B2 C61 . . . . -89.99(18) ?
C4 B2 C51 C52 . . . . -34.4(3) ?
N1 B2 C51 C52 . . . . 84.8(2) ?
C61 B2 C51 C52 . . . . -154.00(18) ?
C4 B2 C51 C56 . . . . 146.35(18) ?
N1 B2 C51 C56 . . . . -94.5(2) ?
C61 B2 C51 C56 . . . . 26.8(3) ?
C56 C51 C52 F52 . . . . 175.81(17) ?
B2 C51 C52 F52 . . . . -3.5(3) ?
C56 C51 C52 C53 . . . . -1.3(3) ?
B2 C51 C52 C53 . . . . 179.37(19) ?
F52 C52 C53 F53 . . . . 3.2(3) ?
C51 C52 C53 F53 . . . . -179.47(19) ?
F52 C52 C53 C54 . . . . -176.27(19) ?
C51 C52 C53 C54 . . . . 1.0(3) ?
F53 C53 C54 F54 . . . . 0.9(3) ?
C52 C53 C54 F54 . . . . -179.58(19) ?
F53 C53 C54 C55 . . . . -179.15(19) ?
C52 C53 C54 C55 . . . . 0.4(3) ?
F54 C54 C55 F55 . . . . -0.8(3) ?
C53 C54 C55 F55 . . . . 179.25(19) ?
F54 C54 C55 C56 . . . . 178.69(19) ?
C53 C54 C55 C56 . . . . -1.3(3) ?
F55 C55 C56 F56 . . . . -0.4(3) ?
C54 C55 C56 F56 . . . . -179.89(18) ?
F55 C55 C56 C51 . . . . -179.60(18) ?
C54 C55 C56 C51 . . . . 0.9(3) ?
C52 C51 C56 F56 . . . . -178.80(17) ?
B2 C51 C56 F56 . . . . 0.5(3) ?
C52 C51 C56 C55 . . . . 0.4(3) ?
B2 C51 C56 C55 . . . . 179.66(19) ?
C4 B2 C61 C62 . . . . 106.2(2) ?
N1 B2 C61 C62 . . . . -11.6(3) ?
C51 B2 C61 C62 . . . . -129.7(2) ?
C4 B2 C61 C66 . . . . -66.7(2) ?
N1 B2 C61 C66 . . . . 175.55(16) ?
C51 B2 C61 C66 . . . . 57.4(2) ?
C66 C61 C62 F62 . . . . -179.86(17) ?
B2 C61 C62 F62 . . . . 7.0(3) ?
C66 C61 C62 C63 . . . . 0.1(3) ?
B2 C61 C62 C63 . . . . -173.02(19) ?
F62 C62 C63 F63 . . . . -1.4(3) ?
C61 C62 C63 F63 . . . . 178.62(19) ?
F62 C62 C63 C64 . . . . 179.21(19) ?
C61 C62 C63 C64 . . . . -0.8(3) ?
F63 C63 C64 F64 . . . . 0.9(3) ?
C62 C63 C64 F64 . . . . -179.8(2) ?
F63 C63 C64 C65 . . . . -178.2(2) ?
C62 C63 C64 C65 . . . . 1.2(3) ?
F64 C64 C65 F65 . . . . -2.2(3) ?
C63 C64 C65 F65 . . . . 176.9(2) ?
F64 C64 C65 C66 . . . . 180.0(2) ?
C63 C64 C65 C66 . . . . -1.0(3) ?
F65 C65 C66 F66 . . . . 2.2(3) ?
C64 C65 C66 F66 . . . . -179.97(19) ?
F65 C65 C66 C61 . . . . -177.52(19) ?
C64 C65 C66 C61 . . . . 0.3(3) ?
C62 C61 C66 F66 . . . . -179.59(17) ?
B2 C61 C66 F66 . . . . -5.5(3) ?
C62 C61 C66 C65 . . . . 0.1(3) ?
B2 C61 C66 C65 . . . . 174.16(19) ?
C5 N1 C71 C72 . . . . -101.3(2) ?
B2 N1 C71 C72 . . . . 82.3(2) ?
C5 N1 C71 C76 . . . . 83.1(2) ?
B2 N1 C71 C76 . . . . -93.3(2) ?
C76 C71 C72 C73 . . . . 1.2(3) ?
N1 C71 C72 C73 . . . . -174.28(18) ?
C71 C72 C73 C74 . . . . 0.3(3) ?
C72 C73 C74 C75 . . . . -1.5(3) ?
C73 C74 C75 C76 . . . . 1.2(3) ?
C74 C75 C76 C71 . . . . 0.3(3) ?
C72 C71 C76 C75 . . . . -1.5(3) ?
N1 C71 C76 C75 . . . . 174.04(18) ?

####################################################################### 
# 
# 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_erk8376
_database_code_depnum_ccdc_archive 'CCDC 1537870'
_audit_update_record             
;
2017-03-14 deposited with the CCDC.
2017-04-12 downloaded from the CCDC.
;

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H40 B2 Cl2 F15 O P'
_chemical_formula_iupac          ?
_chemical_formula_weight         969.23

_chemical_melting_point          ?

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

_cell_length_a                   11.2486(7)
_cell_length_b                   14.9232(9)
_cell_length_c                   15.8287(8)
_cell_angle_alpha                63.327(2)
_cell_angle_beta                 69.289(2)
_cell_angle_gamma                69.458(2)
_cell_volume                     2161.4(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5369
_cell_measurement_theta_min      2.7479
_cell_measurement_theta_max      25.7138
_cell_measurement_temperature    101.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.201
_exptl_crystal_size_mid          0.094
_exptl_crystal_size_min          0.055
_exptl_crystal_density_diffrn    1.489
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             988

_exptl_absorpt_coefficient_mu    0.286
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Bruker AXS (2014). SADABS, Version 2014/2, Bruker AXS Inc., Madison, Wisconsin,
USA.
;
_exptl_absorpt_correction_T_min  0.92
_exptl_absorpt_correction_T_max  0.98

_exptl_special_details           
;
;

_diffrn_ambient_temperature      101.(2)

_diffrn_source                   'Mo ImS'
_diffrn_source_type              'micro focus tube'

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device_type  'Bruker D8 Venture PHOTON 100 CMOS'
_diffrn_measurement_method       'omega and phi scans'

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            35075
_diffrn_reflns_av_R_equivalents  0.1125
_diffrn_reflns_av_unetI/netI     0.0823
_diffrn_reflns_theta_min         2.53
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_full        25.03
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       18

_refine_special_details          
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.

_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;

_reflns_number_total             7630
_reflns_number_gt                5018
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0985
_refine_ls_R_factor_gt           0.0506
_refine_ls_wR_factor_gt          0.0866
_refine_ls_wR_factor_ref         0.1009
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.008
_refine_ls_number_reflns         7630
_refine_ls_number_parameters     577
_refine_ls_number_restraints     6
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0348P)²+1.1540P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.354
_refine_diff_density_min         -0.489
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
O O 0.0106 0.0060 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       
;
APEX2 v.2014.1-1 (Bruker AXS Inc., 2014)

;
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P P1 0.67785(8) 0.33804(6) 0.32653(5) 0.01011(18) Uani d . . . 1 . .
B B1 0.4105(3) 0.4013(3) 0.3923(2) 0.0117(7) Uani d . . . 1 . .
B B2 0.5645(3) 0.1941(3) 0.2990(2) 0.0128(8) Uani d . . . 1 . .
O O1 0.50311(19) 0.29382(14) 0.27444(13) 0.0116(4) Uani d . . . 1 . .
C C1 0.6355(3) 0.4210(2) 0.3942(2) 0.0138(7) Uani d . . . 1 . .
H H1A 0.6526 0.3801 0.4599 0.017 Uiso calc U . R 1 . .
H H1B 0.687 0.4744 0.3596 0.017 Uiso calc U . R 1 . .
C C2 0.4872(3) 0.4713(2) 0.4011(2) 0.0120(7) Uani d . . . 1 . .
H H2A 0.4764 0.5401 0.3485 0.014 Uiso calc U . R 1 . .
H H2B 0.4471 0.4808 0.464 0.014 Uiso calc U . R 1 . .
C C3 0.6878(3) 0.2038(2) 0.40669(19) 0.0125(7) Uani d . . . 1 . .
H H3A 0.7726 0.1744 0.4254 0.015 Uiso calc U . R 1 . .
H H3B 0.6175 0.1992 0.4667 0.015 Uiso calc U . R 1 . .
C C4 0.6744(3) 0.1408(2) 0.3565(2) 0.0144(7) Uani d . . . 1 . .
H H4A 0.6572 0.0739 0.4066 0.017 Uiso calc U . R 1 . .
H H4B 0.7589 0.1262 0.311 0.017 Uiso calc U . R 1 . .
C C5 0.5184(3) 0.3691(2) 0.30070(19) 0.0086(6) Uani d . . . 1 . .
H H5 0.5155 0.4341 0.2417 0.01 Uiso calc U . R 1 . .
C C11 0.8175(3) 0.3362(2) 0.22386(19) 0.0096(6) Uani d . . . 1 . .
C C12 0.9308(3) 0.2549(2) 0.24063(19) 0.0108(7) Uani d . . . 1 . .
C C13 0.9914(3) 0.2073(2) 0.17324(19) 0.0128(7) Uani d . . . 1 . .
H H13 1.0639 0.1504 0.1857 0.015 Uiso calc U . R 1 . .
C C14 0.9513(3) 0.2389(2) 0.08828(19) 0.0124(7) Uani d . . . 1 . .
C C15 0.8615(3) 0.3326(2) 0.06462(19) 0.0126(7) Uani d . . . 1 . .
H H15 0.843 0.3619 0.0023 0.015 Uiso calc U . R 1 . .
C C16 0.7967(3) 0.3862(2) 0.12716(19) 0.0105(6) Uani d . . . 1 . .
C C17 1.0059(3) 0.2262(2) 0.31841(19) 0.0134(7) Uani d . . . 1 . .
C C18 1.1379(3) 0.2573(2) 0.2593(2) 0.0170(7) Uani d . . . 1 . .
H H18A 1.1216 0.3316 0.2216 0.026 Uiso calc U . R 1 . .
H H18B 1.1836 0.22 0.2149 0.026 Uiso calc U . R 1 . .
H H18C 1.1917 0.2398 0.3039 0.026 Uiso calc U . R 1 . .
C C19 1.0364(3) 0.1097(2) 0.3795(2) 0.0188(7) Uani d . . . 1 . .
H H19A 1.0874 0.0961 0.4247 0.028 Uiso calc U . R 1 . .
H H19B 1.0867 0.0716 0.3363 0.028 Uiso calc U . R 1 . .
H H19C 0.9545 0.0874 0.4163 0.028 Uiso calc U . R 1 . .
C C20 0.9439(3) 0.2876(2) 0.3854(2) 0.0165(7) Uani d . . . 1 . .
H H20A 0.8653 0.2648 0.4314 0.025 Uiso calc U . R 1 . .
H H20B 0.9203 0.3611 0.3463 0.025 Uiso calc U . R 1 . .
H H20C 1.0064 0.2761 0.4215 0.025 Uiso calc U . R 1 . .
C C21 1.0151(3) 0.1782(2) 0.0204(2) 0.0160(7) Uani d . . . 1 . .
C C22 1.0509(4) 0.0626(2) 0.0780(2) 0.0353(10) Uani d . . . 1 . .
H H22A 0.9724 0.0398 0.1243 0.053 Uiso calc U . R 1 . .
H H22B 1.1155 0.0481 0.1135 0.053 Uiso calc U . R 1 . .
H H22C 1.0877 0.0257 0.0332 0.053 Uiso calc U . R 1 . .
C C23 1.1389(4) 0.2147(3) -0.0480(3) 0.0390(10) Uani d . . . 1 . .
H H23A 1.1799 0.1779 -0.093 0.059 Uiso calc U . R 1 . .
H H23B 1.2 0.2006 -0.0098 0.059 Uiso calc U . R 1 . .
H H23C 1.116 0.2889 -0.0851 0.059 Uiso calc U . R 1 . .
C C24 0.9225(4) 0.1970(3) -0.0405(2) 0.0294(9) Uani d . . . 1 . .
H H24A 0.9021 0.2704 -0.081 0.044 Uiso calc U . R 1 . .
H H24B 0.8418 0.176 0.0028 0.044 Uiso calc U . R 1 . .
H H24C 0.9647 0.1567 -0.0823 0.044 Uiso calc U . R 1 . .
C C25 0.7221(3) 0.4986(2) 0.08393(19) 0.0131(7) Uani d . . . 1 . .
C C26 0.8203(3) 0.5547(2) -0.0057(2) 0.0217(8) Uani d . . . 1 . .
H H26A 0.8936 0.5529 0.0152 0.033 Uiso calc U . R 1 . .
H H26B 0.7764 0.6264 -0.0368 0.033 Uiso calc U . R 1 . .
H H26C 0.8529 0.5201 -0.0523 0.033 Uiso calc U . R 1 . .
C C27 0.6071(3) 0.5064(2) 0.0475(2) 0.0197(7) Uani d . . . 1 . .
H H27A 0.6406 0.4796 -0.0049 0.03 Uiso calc U . R 1 . .
H H27B 0.5605 0.5787 0.0229 0.03 Uiso calc U . R 1 . .
H H27C 0.5473 0.466 0.1013 0.03 Uiso calc U . R 1 . .
C C28 0.6788(3) 0.5603(2) 0.1500(2) 0.0156(7) Uani d . . . 1 . .
H H28A 0.607 0.5361 0.2045 0.023 Uiso calc U . R 1 . .
H H28B 0.6494 0.6336 0.1125 0.023 Uiso calc U . R 1 . .
H H28C 0.7525 0.5506 0.175 0.023 Uiso calc U . R 1 . .
C C31 0.3738(3) 0.3019(2) 0.49288(19) 0.0104(6) Uani d U . . 1 . .
C C32 0.3983(3) 0.2732(2) 0.5829(2) 0.0144(7) Uani d . . . 1 . .
F F32 0.46974(17) 0.32330(13) 0.59353(11) 0.0213(4) Uani d . . . 1 . .
C C33 0.3544(3) 0.1962(2) 0.66675(19) 0.0162(7) Uani d . . . 1 . .
F F33 0.38342(18) 0.17507(14) 0.75095(11) 0.0266(5) Uani d . . . 1 . .
C C34 0.2816(3) 0.1409(2) 0.6651(2) 0.0196(7) Uani d . . . 1 . .
F F34 0.23567(18) 0.06600(13) 0.74688(12) 0.0301(5) Uani d . . . 1 . .
C C35 0.2537(3) 0.1636(2) 0.5788(2) 0.0168(7) Uani d . . . 1 . .
F F35 0.18001(18) 0.11178(13) 0.57507(12) 0.0262(5) Uani d . . . 1 . .
C C36 0.3000(3) 0.2417(2) 0.49677(19) 0.0138(7) Uani d . . . 1 . .
F F36 0.26574(16) 0.26045(12) 0.41530(11) 0.0176(4) Uani d . . . 1 . .
C C41 0.2703(3) 0.4732(2) 0.36430(19) 0.0099(6) Uani d . . . 1 . .
C C42 0.1812(3) 0.5285(2) 0.42144(19) 0.0131(7) Uani d . . . 1 . .
F F42 0.21154(16) 0.52216(13) 0.50061(11) 0.0183(4) Uani d . . . 1 . .
C C43 0.0605(3) 0.5897(2) 0.40629(19) 0.0126(7) Uani d . . . 1 . .
F F43 -0.01817(16) 0.64115(13) 0.46520(11) 0.0201(4) Uani d . . . 1 . .
C C44 0.0199(3) 0.5963(2) 0.3309(2) 0.0165(7) Uani d . . . 1 . .
F F44 -0.09825(17) 0.65430(13) 0.31451(12) 0.0244(4) Uani d . . . 1 . .
C C45 0.1020(3) 0.5427(2) 0.2727(2) 0.0142(7) Uani d . . . 1 . .
F F45 0.06167(17) 0.54727(13) 0.19923(12) 0.0238(4) Uani d . . . 1 . .
C C46 0.2230(3) 0.4851(2) 0.28868(19) 0.0116(7) Uani d . . . 1 . .
F F46 0.29727(16) 0.43873(12) 0.22465(11) 0.0172(4) Uani d . . . 1 . .
C C51 0.5150(3) 0.1354(2) 0.25987(19) 0.0114(6) Uani d . . . 1 . .
C C52 0.5196(3) 0.1668(2) 0.1625(2) 0.0169(7) Uani d . . . 1 . .
F F52 0.57608(19) 0.24555(13) 0.09658(11) 0.0268(5) Uani d . . . 1 . .
C C53 0.4686(3) 0.1220(2) 0.1277(2) 0.0206(8) Uani d . . . 1 . .
F F53 0.4747(2) 0.15550(15) 0.03243(12) 0.0392(6) Uani d . . . 1 . .
C C54 0.4105(3) 0.0417(2) 0.1921(2) 0.0201(7) Uani d . . . 1 . .
F F54 0.3598(2) -0.00364(14) 0.16004(13) 0.0341(5) Uani d . . . 1 . .
C C55 0.4029(3) 0.0077(2) 0.2897(2) 0.0158(7) Uani d . . . 1 . .
F F55 0.34514(18) -0.07090(13) 0.35309(12) 0.0247(4) Uani d . . . 1 . .
C C56 0.4543(3) 0.0544(2) 0.3214(2) 0.0139(7) Uani d . . . 1 . .
F F56 0.44411(17) 0.01963(13) 0.41840(11) 0.0232(4) Uani d . . . 1 . .
C C61 0.7058(4) 0.2355(3) 0.7154(3) 0.0380(10) Uani d . . . 1 . .
H H61A 0.6431 0.1948 0.7299 0.046 Uiso calc U . R 1 . .
H H61B 0.6862 0.3013 0.6608 0.046 Uiso calc U . R 1 . .
Cl Cl1 0.86413(11) 0.16759(8) 0.67996(8) 0.0510(3) Uani d . . . 1 . .
Cl Cl2 0.68382(11) 0.26205(9) 0.81855(7) 0.0529(3) Uani d . . . 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
P1 C3 . 1.815(3) ?
P1 C11 . 1.821(3) ?
P1 C1 . 1.822(3) ?
P1 C5 . 1.834(3) ?
B1 C2 . 1.643(4) ?
B1 C41 . 1.648(4) ?
B1 C31 . 1.658(4) ?
B1 C5 . 1.667(4) ?
B2 O1 . 1.339(4) ?
B2 C4 . 1.563(4) ?
B2 C51 . 1.591(4) ?
O1 C5 . 1.439(3) ?
C1 C2 . 1.557(4) ?
C1 H1A . 0.99 ?
C1 H1B . 0.99 ?
C2 H2A . 0.99 ?
C2 H2B . 0.99 ?
C3 C4 . 1.547(4) ?
C3 H3A . 0.99 ?
C3 H3B . 0.99 ?
C4 H4A . 0.99 ?
C4 H4B . 0.99 ?
C5 H5 . 1.0 ?
C11 C12 . 1.425(4) ?
C11 C16 . 1.435(4) ?
C12 C13 . 1.390(4) ?
C12 C17 . 1.555(4) ?
C13 C14 . 1.394(4) ?
C13 H13 . 0.95 ?
C14 C15 . 1.386(4) ?
C14 C21 . 1.537(4) ?
C15 C16 . 1.394(4) ?
C15 H15 . 0.95 ?
C16 C25 . 1.540(4) ?
C17 C20 . 1.534(4) ?
C17 C19 . 1.543(4) ?
C17 C18 . 1.551(4) ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C20 H20A . 0.98 ?
C20 H20B . 0.98 ?
C20 H20C . 0.98 ?
C21 C22 . 1.526(4) ?
C21 C23 . 1.531(4) ?
C21 C24 . 1.535(4) ?
C22 H22A . 0.98 ?
C22 H22B . 0.98 ?
C22 H22C . 0.98 ?
C23 H23A . 0.98 ?
C23 H23B . 0.98 ?
C23 H23C . 0.98 ?
C24 H24A . 0.98 ?
C24 H24B . 0.98 ?
C24 H24C . 0.98 ?
C25 C28 . 1.539(4) ?
C25 C27 . 1.543(4) ?
C25 C26 . 1.552(4) ?
C26 H26A . 0.98 ?
C26 H26B . 0.98 ?
C26 H26C . 0.98 ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
C31 C36 . 1.392(4) ?
C31 C32 . 1.392(4) ?
C32 F32 . 1.365(3) ?
C32 C33 . 1.375(4) ?
C33 F33 . 1.357(3) ?
C33 C34 . 1.363(4) ?
C34 F34 . 1.351(3) ?
C34 C35 . 1.375(4) ?
C35 F35 . 1.347(3) ?
C35 C36 . 1.380(4) ?
C36 F36 . 1.357(3) ?
C41 C46 . 1.393(4) ?
C41 C42 . 1.397(4) ?
C42 F42 . 1.367(3) ?
C42 C43 . 1.378(4) ?
C43 F43 . 1.351(3) ?
C43 C44 . 1.375(4) ?
C44 F44 . 1.349(3) ?
C44 C45 . 1.372(4) ?
C45 F45 . 1.358(3) ?
C45 C46 . 1.372(4) ?
C46 F46 . 1.352(3) ?
C51 C52 . 1.382(4) ?
C51 C56 . 1.388(4) ?
C52 F52 . 1.352(3) ?
C52 C53 . 1.379(4) ?
C53 F53 . 1.343(3) ?
C53 C54 . 1.373(4) ?
C54 F54 . 1.350(3) ?
C54 C55 . 1.373(4) ?
C55 F55 . 1.350(3) ?
C55 C56 . 1.369(4) ?
C56 F56 . 1.357(3) ?
C61 Cl1 . 1.747(4) ?
C61 Cl2 . 1.763(4) ?
C61 H61A . 0.99 ?
C61 H61B . 0.99 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C3 P1 C11 . . 104.90(13) ?
C3 P1 C1 . . 111.63(13) ?
C11 P1 C1 . . 124.61(13) ?
C3 P1 C5 . . 99.66(13) ?
C11 P1 C5 . . 115.22(12) ?
C1 P1 C5 . . 98.26(13) ?
C2 B1 C41 . . 109.6(2) ?
C2 B1 C31 . . 115.3(2) ?
C41 B1 C31 . . 105.8(2) ?
C2 B1 C5 . . 99.5(2) ?
C41 B1 C5 . . 112.4(2) ?
C31 B1 C5 . . 114.4(2) ?
O1 B2 C4 . . 124.9(3) ?
O1 B2 C51 . . 111.7(3) ?
C4 B2 C51 . . 123.4(3) ?
B2 O1 C5 . . 127.3(2) ?
C2 C1 P1 . . 105.62(18) ?
C2 C1 H1A . . 110.6 ?
P1 C1 H1A . . 110.6 ?
C2 C1 H1B . . 110.6 ?
P1 C1 H1B . . 110.6 ?
H1A C1 H1B . . 108.7 ?
C1 C2 B1 . . 112.4(2) ?
C1 C2 H2A . . 109.1 ?
B1 C2 H2A . . 109.1 ?
C1 C2 H2B . . 109.1 ?
B1 C2 H2B . . 109.1 ?
H2A C2 H2B . . 107.9 ?
C4 C3 P1 . . 110.99(18) ?
C4 C3 H3A . . 109.4 ?
P1 C3 H3A . . 109.4 ?
C4 C3 H3B . . 109.4 ?
P1 C3 H3B . . 109.4 ?
H3A C3 H3B . . 108.0 ?
C3 C4 B2 . . 115.1(2) ?
C3 C4 H4A . . 108.5 ?
B2 C4 H4A . . 108.5 ?
C3 C4 H4B . . 108.5 ?
B2 C4 H4B . . 108.5 ?
H4A C4 H4B . . 107.5 ?
O1 C5 B1 . . 120.5(2) ?
O1 C5 P1 . . 113.33(18) ?
B1 C5 P1 . . 104.69(18) ?
O1 C5 H5 . . 105.8 ?
B1 C5 H5 . . 105.8 ?
P1 C5 H5 . . 105.8 ?
C12 C11 C16 . . 118.2(2) ?
C12 C11 P1 . . 118.06(19) ?
C16 C11 P1 . . 119.1(2) ?
C13 C12 C11 . . 117.6(2) ?
C13 C12 C17 . . 116.2(3) ?
C11 C12 C17 . . 125.4(2) ?
C12 C13 C14 . . 123.4(3) ?
C12 C13 H13 . . 118.3 ?
C14 C13 H13 . . 118.3 ?
C15 C14 C13 . . 116.0(3) ?
C15 C14 C21 . . 122.6(2) ?
C13 C14 C21 . . 121.1(3) ?
C14 C15 C16 . . 123.7(3) ?
C14 C15 H15 . . 118.1 ?
C16 C15 H15 . . 118.1 ?
C15 C16 C11 . . 117.0(3) ?
C15 C16 C25 . . 117.6(2) ?
C11 C16 C25 . . 125.0(2) ?
C20 C17 C19 . . 110.0(2) ?
C20 C17 C18 . . 105.0(2) ?
C19 C17 C18 . . 107.7(2) ?
C20 C17 C12 . . 115.2(2) ?
C19 C17 C12 . . 113.3(2) ?
C18 C17 C12 . . 104.9(2) ?
C17 C18 H18A . . 109.5 ?
C17 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C17 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C17 C19 H19A . . 109.5 ?
C17 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C17 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C17 C20 H20A . . 109.5 ?
C17 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
C17 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
C22 C21 C23 . . 109.4(3) ?
C22 C21 C24 . . 108.0(3) ?
C23 C21 C24 . . 108.9(3) ?
C22 C21 C14 . . 111.3(2) ?
C23 C21 C14 . . 108.3(2) ?
C24 C21 C14 . . 111.0(3) ?
C21 C22 H22A . . 109.5 ?
C21 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
C21 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
C21 C23 H23A . . 109.5 ?
C21 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
C21 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
C21 C24 H24A . . 109.5 ?
C21 C24 H24B . . 109.5 ?
H24A C24 H24B . . 109.5 ?
C21 C24 H24C . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
C28 C25 C16 . . 114.8(2) ?
C28 C25 C27 . . 111.4(2) ?
C16 C25 C27 . . 112.1(2) ?
C28 C25 C26 . . 104.0(2) ?
C16 C25 C26 . . 106.5(2) ?
C27 C25 C26 . . 107.3(2) ?
C25 C26 H26A . . 109.5 ?
C25 C26 H26B . . 109.5 ?
H26A C26 H26B . . 109.5 ?
C25 C26 H26C . . 109.5 ?
H26A C26 H26C . . 109.5 ?
H26B C26 H26C . . 109.5 ?
C25 C27 H27A . . 109.5 ?
C25 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C25 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C25 C28 H28A . . 109.5 ?
C25 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C25 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C36 C31 C32 . . 111.7(2) ?
C36 C31 B1 . . 120.7(2) ?
C32 C31 B1 . . 127.4(3) ?
F32 C32 C33 . . 114.6(2) ?
F32 C32 C31 . . 120.3(2) ?
C33 C32 C31 . . 125.1(3) ?
F33 C33 C34 . . 120.0(3) ?
F33 C33 C32 . . 120.1(3) ?
C34 C33 C32 . . 119.8(3) ?
F34 C34 C33 . . 120.9(3) ?
F34 C34 C35 . . 120.2(3) ?
C33 C34 C35 . . 118.9(3) ?
F35 C35 C34 . . 120.4(3) ?
F35 C35 C36 . . 120.6(3) ?
C34 C35 C36 . . 118.9(3) ?
F36 C36 C35 . . 115.1(3) ?
F36 C36 C31 . . 119.4(2) ?
C35 C36 C31 . . 125.5(3) ?
C46 C41 C42 . . 112.3(3) ?
C46 C41 B1 . . 127.6(3) ?
C42 C41 B1 . . 120.1(2) ?
F42 C42 C43 . . 115.2(2) ?
F42 C42 C41 . . 119.4(3) ?
C43 C42 C41 . . 125.4(3) ?
F43 C43 C44 . . 120.2(3) ?
F43 C43 C42 . . 120.9(3) ?
C44 C43 C42 . . 118.9(3) ?
F44 C44 C45 . . 120.7(3) ?
F44 C44 C43 . . 120.6(3) ?
C45 C44 C43 . . 118.7(3) ?
F45 C45 C44 . . 119.1(3) ?
F45 C45 C46 . . 120.4(3) ?
C44 C45 C46 . . 120.5(3) ?
F46 C46 C45 . . 115.3(2) ?
F46 C46 C41 . . 120.5(3) ?
C45 C46 C41 . . 124.2(3) ?
C52 C51 C56 . . 114.8(3) ?
C52 C51 B2 . . 122.3(2) ?
C56 C51 B2 . . 122.6(2) ?
F52 C52 C53 . . 117.1(3) ?
F52 C52 C51 . . 119.5(3) ?
C53 C52 C51 . . 123.4(3) ?
F53 C53 C54 . . 119.6(3) ?
F53 C53 C52 . . 121.3(3) ?
C54 C53 C52 . . 119.1(3) ?
F54 C54 C55 . . 119.8(3) ?
F54 C54 C53 . . 120.4(3) ?
C55 C54 C53 . . 119.9(3) ?
F55 C55 C56 . . 120.9(3) ?
F55 C55 C54 . . 119.9(3) ?
C56 C55 C54 . . 119.2(3) ?
F56 C56 C55 . . 117.7(2) ?
F56 C56 C51 . . 118.7(2) ?
C55 C56 C51 . . 123.6(3) ?
Cl1 C61 Cl2 . . 112.66(19) ?
Cl1 C61 H61A . . 109.1 ?
Cl2 C61 H61A . . 109.1 ?
Cl1 C61 H61B . . 109.1 ?
Cl2 C61 H61B . . 109.1 ?
H61A C61 H61B . . 107.8 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C4 B2 O1 C5 . . . . -4.5(4) ?
C51 B2 O1 C5 . . . . 177.1(2) ?
C3 P1 C1 C2 . . . . -101.0(2) ?
C11 P1 C1 C2 . . . . 131.42(19) ?
C5 P1 C1 C2 . . . . 2.9(2) ?
P1 C1 C2 B1 . . . . 24.9(3) ?
C41 B1 C2 C1 . . . . -161.6(2) ?
C31 B1 C2 C1 . . . . 79.2(3) ?
C5 B1 C2 C1 . . . . -43.5(3) ?
C11 P1 C3 C4 . . . . -62.7(2) ?
C1 P1 C3 C4 . . . . 159.75(19) ?
C5 P1 C3 C4 . . . . 56.8(2) ?
P1 C3 C4 B2 . . . . -43.7(3) ?
O1 B2 C4 C3 . . . . 14.3(4) ?
C51 B2 C4 C3 . . . . -167.5(2) ?
B2 O1 C5 B1 . . . . -99.5(3) ?
B2 O1 C5 P1 . . . . 25.5(3) ?
C2 B1 C5 O1 . . . . 171.0(2) ?
C41 B1 C5 O1 . . . . -73.1(3) ?
C31 B1 C5 O1 . . . . 47.5(3) ?
C2 B1 C5 P1 . . . . 42.0(2) ?
C41 B1 C5 P1 . . . . 157.89(19) ?
C31 B1 C5 P1 . . . . -81.5(2) ?
C3 P1 C5 O1 . . . . -47.6(2) ?
C11 P1 C5 O1 . . . . 64.0(2) ?
C1 P1 C5 O1 . . . . -161.34(19) ?
C3 P1 C5 B1 . . . . 85.53(19) ?
C11 P1 C5 B1 . . . . -162.85(17) ?
C1 P1 C5 B1 . . . . -28.2(2) ?
C3 P1 C11 C12 . . . . -29.0(2) ?
C1 P1 C11 C12 . . . . 101.3(2) ?
C5 P1 C11 C12 . . . . -137.5(2) ?
C3 P1 C11 C16 . . . . 126.5(2) ?
C1 P1 C11 C16 . . . . -103.2(2) ?
C5 P1 C11 C16 . . . . 18.0(3) ?
C16 C11 C12 C13 . . . . -19.8(4) ?
P1 C11 C12 C13 . . . . 135.9(2) ?
C16 C11 C12 C17 . . . . 149.8(3) ?
P1 C11 C12 C17 . . . . -54.5(3) ?
C11 C12 C13 C14 . . . . 3.8(4) ?
C17 C12 C13 C14 . . . . -166.8(3) ?
C12 C13 C14 C15 . . . . 11.1(4) ?
C12 C13 C14 C21 . . . . -175.1(3) ?
C13 C14 C15 C16 . . . . -10.2(4) ?
C21 C14 C15 C16 . . . . 176.1(3) ?
C14 C15 C16 C11 . . . . -5.4(4) ?
C14 C15 C16 C25 . . . . 167.6(3) ?
C12 C11 C16 C15 . . . . 20.5(4) ?
P1 C11 C16 C15 . . . . -134.9(2) ?
C12 C11 C16 C25 . . . . -151.8(3) ?
P1 C11 C16 C25 . . . . 52.7(3) ?
C13 C12 C17 C20 . . . . 174.1(2) ?
C11 C12 C17 C20 . . . . 4.4(4) ?
C13 C12 C17 C19 . . . . -57.9(3) ?
C11 C12 C17 C19 . . . . 132.3(3) ?
C13 C12 C17 C18 . . . . 59.2(3) ?
C11 C12 C17 C18 . . . . -110.5(3) ?
C15 C14 C21 C22 . . . . -151.1(3) ?
C13 C14 C21 C22 . . . . 35.6(4) ?
C15 C14 C21 C23 . . . . 88.7(3) ?
C13 C14 C21 C23 . . . . -84.6(3) ?
C15 C14 C21 C24 . . . . -30.8(4) ?
C13 C14 C21 C24 . . . . 155.9(3) ?
C15 C16 C25 C28 . . . . -167.2(2) ?
C11 C16 C25 C28 . . . . 5.1(4) ?
C15 C16 C25 C27 . . . . 64.4(3) ?
C11 C16 C25 C27 . . . . -123.2(3) ?
C15 C16 C25 C26 . . . . -52.7(3) ?
C11 C16 C25 C26 . . . . 119.6(3) ?
C2 B1 C31 C36 . . . . 175.0(3) ?
C41 B1 C31 C36 . . . . 53.6(3) ?
C5 B1 C31 C36 . . . . -70.6(3) ?
C2 B1 C31 C32 . . . . 1.5(4) ?
C41 B1 C31 C32 . . . . -119.9(3) ?
C5 B1 C31 C32 . . . . 115.9(3) ?
C36 C31 C32 F32 . . . . 179.8(2) ?
B1 C31 C32 F32 . . . . -6.2(4) ?
C36 C31 C32 C33 . . . . -0.9(4) ?
B1 C31 C32 C33 . . . . 173.1(3) ?
F32 C32 C33 F33 . . . . -0.3(4) ?
C31 C32 C33 F33 . . . . -179.6(3) ?
F32 C32 C33 C34 . . . . 179.8(3) ?
C31 C32 C33 C34 . . . . 0.5(5) ?
F33 C33 C34 F34 . . . . 1.1(4) ?
C32 C33 C34 F34 . . . . -179.0(3) ?
F33 C33 C34 C35 . . . . -179.9(3) ?
C32 C33 C34 C35 . . . . 0.1(5) ?
F34 C34 C35 F35 . . . . 0.3(4) ?
C33 C34 C35 F35 . . . . -178.8(3) ?
F34 C34 C35 C36 . . . . 179.0(3) ?
C33 C34 C35 C36 . . . . -0.1(5) ?
F35 C35 C36 F36 . . . . 0.0(4) ?
C34 C35 C36 F36 . . . . -178.7(3) ?
F35 C35 C36 C31 . . . . 178.2(3) ?
C34 C35 C36 C31 . . . . -0.4(5) ?
C32 C31 C36 F36 . . . . 179.1(2) ?
B1 C31 C36 F36 . . . . 4.6(4) ?
C32 C31 C36 C35 . . . . 0.9(4) ?
B1 C31 C36 C35 . . . . -173.6(3) ?
C2 B1 C41 C46 . . . . 128.1(3) ?
C31 B1 C41 C46 . . . . -107.0(3) ?
C5 B1 C41 C46 . . . . 18.4(4) ?
C2 B1 C41 C42 . . . . -54.2(3) ?
C31 B1 C41 C42 . . . . 70.8(3) ?
C5 B1 C41 C42 . . . . -163.8(2) ?
C46 C41 C42 F42 . . . . 177.9(2) ?
B1 C41 C42 F42 . . . . -0.2(4) ?
C46 C41 C42 C43 . . . . -0.8(4) ?
B1 C41 C42 C43 . . . . -178.9(3) ?
F42 C42 C43 F43 . . . . 2.0(4) ?
C41 C42 C43 F43 . . . . -179.3(2) ?
F42 C42 C43 C44 . . . . -176.9(2) ?
C41 C42 C43 C44 . . . . 1.9(4) ?
F43 C43 C44 F44 . . . . 0.3(4) ?
C42 C43 C44 F44 . . . . 179.2(2) ?
F43 C43 C44 C45 . . . . -179.8(2) ?
C42 C43 C44 C45 . . . . -0.9(4) ?
F44 C44 C45 F45 . . . . -1.3(4) ?
C43 C44 C45 F45 . . . . 178.8(2) ?
F44 C44 C45 C46 . . . . 178.9(2) ?
C43 C44 C45 C46 . . . . -1.0(4) ?
F45 C45 C46 F46 . . . . 2.6(4) ?
C44 C45 C46 F46 . . . . -177.7(2) ?
F45 C45 C46 C41 . . . . -177.6(3) ?
C44 C45 C46 C41 . . . . 2.1(5) ?
C42 C41 C46 F46 . . . . 178.6(2) ?
B1 C41 C46 F46 . . . . -3.5(4) ?
C42 C41 C46 C45 . . . . -1.2(4) ?
B1 C41 C46 C45 . . . . 176.7(3) ?
O1 B2 C51 C52 . . . . 56.7(4) ?
C4 B2 C51 C52 . . . . -121.7(3) ?
O1 B2 C51 C56 . . . . -117.9(3) ?
C4 B2 C51 C56 . . . . 63.7(4) ?
C56 C51 C52 F52 . . . . 179.6(3) ?
B2 C51 C52 F52 . . . . 4.6(4) ?
C56 C51 C52 C53 . . . . 0.0(5) ?
B2 C51 C52 C53 . . . . -175.1(3) ?
F52 C52 C53 F53 . . . . -0.1(5) ?
C51 C52 C53 F53 . . . . 179.6(3) ?
F52 C52 C53 C54 . . . . 179.9(3) ?
C51 C52 C53 C54 . . . . -0.4(5) ?
F53 C53 C54 F54 . . . . 0.1(5) ?
C52 C53 C54 F54 . . . . -179.9(3) ?
F53 C53 C54 C55 . . . . -179.4(3) ?
C52 C53 C54 C55 . . . . 0.5(5) ?
F54 C54 C55 F55 . . . . 0.1(5) ?
C53 C54 C55 F55 . . . . 179.7(3) ?
F54 C54 C55 C56 . . . . -179.8(3) ?
C53 C54 C55 C56 . . . . -0.3(5) ?
F55 C55 C56 F56 . . . . -0.6(4) ?
C54 C55 C56 F56 . . . . 179.4(3) ?
F55 C55 C56 C51 . . . . 179.9(3) ?
C54 C55 C56 C51 . . . . -0.1(5) ?
C52 C51 C56 F56 . . . . -179.2(3) ?
B2 C51 C56 F56 . . . . -4.2(4) ?
C52 C51 C56 C55 . . . . 0.3(4) ?
B2 C51 C56 C55 . . . . 175.3(3) ?

####################################################################### 
# 
# 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_erk8345
_database_code_depnum_ccdc_archive 'CCDC 1537869'
_audit_update_record             
;
2017-03-14 deposited with the CCDC.
2017-04-12 downloaded from the CCDC.
;

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H38 B2 F15 P'
_chemical_formula_iupac          ?
_chemical_formula_weight         856.29

_chemical_melting_point          ?

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

_cell_length_a                   13.6249(7)
_cell_length_b                   17.6508(8)
_cell_length_c                   15.8725(8)
_cell_angle_alpha                90
_cell_angle_beta                 91.388(2)
_cell_angle_gamma                90
_cell_volume                     3816.1(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9065
_cell_measurement_theta_min      2.2631
_cell_measurement_theta_max      27.0964
_cell_measurement_temperature    101.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.134
_exptl_crystal_size_mid          0.103
_exptl_crystal_size_min          0.059
_exptl_crystal_density_diffrn    1.490
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1752

_exptl_absorpt_coefficient_mu    0.176
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Bruker AXS (2014). SADABS, Version 2014/2, Bruker AXS Inc., Madison, Wisconsin,
USA.
;
_exptl_absorpt_correction_T_min  0.94
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      101.(2)

_diffrn_source                   'Mo ImS'
_diffrn_source_type              'micro focus tube'

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device_type  'Bruker D8 Venture PHOTON 100 CMOS'
_diffrn_measurement_method       'omega and phi scans'

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            76841
_diffrn_reflns_av_R_equivalents  0.0742
_diffrn_reflns_av_unetI/netI     0.0330
_diffrn_reflns_theta_min         2.30
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_full        25.35
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19

_refine_special_details          
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.

_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;

_reflns_number_total             7223
_reflns_number_gt                5724
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0642
_refine_ls_R_factor_gt           0.0456
_refine_ls_wR_factor_gt          0.0944
_refine_ls_wR_factor_ref         0.1010
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.066
_refine_ls_number_reflns         7223
_refine_ls_number_parameters     581
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0377P)²+3.5961P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.334
_refine_diff_density_min         -0.363
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'

_computing_data_collection       
;
APEX2 v.2014.1-1 (Bruker AXS Inc., 2014)

;
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P P1A 0.74776(5) 0.25 0.35296(5) 0.01295(17) Uani d T P S 1 . .
B B1A 0.8897(2) 0.25 0.3929(2) 0.0156(7) Uani d T P S 1 . .
B B2A 0.5517(3) 0.25 0.2385(2) 0.0170(8) Uani d T P S 1 . .
H H2A 0.881(2) 0.25 0.4603(19) 0.012(8) Uiso d . P S 1 . .
C C1A 0.71517(15) 0.32633(13) 0.27896(13) 0.0168(5) Uani d . . . 1 . .
H H101 0.7313 0.3755 0.3059 0.02 Uiso calc U . R 1 . .
H H102 0.7563 0.3214 0.2287 0.02 Uiso calc U . R 1 . .
C C2A 0.60605(15) 0.32755(13) 0.24986(14) 0.0178(5) Uani d . . . 1 . .
H H201 0.6016 0.3548 0.1954 0.021 Uiso calc U . R 1 . .
H H202 0.5695 0.3579 0.2911 0.021 Uiso calc U . R 1 . .
C C11A 0.6490(2) 0.25 0.43208(18) 0.0129(6) Uani d T P S 1 . .
C C12A 0.60036(15) 0.18099(12) 0.45235(13) 0.0157(5) Uani d . . . 1 . .
C C13A 0.49943(15) 0.18338(12) 0.46620(13) 0.0167(5) Uani d . . . 1 . .
H H13A 0.4659 0.137 0.4749 0.02 Uiso calc U . R 1 . .
C C14A 0.4460(2) 0.25 0.46780(19) 0.0167(7) Uani d T P S 1 . .
C C15A 0.65103(16) 0.10502(12) 0.47632(14) 0.0177(5) Uani d . . . 1 . .
C C16A 0.76318(16) 0.10791(13) 0.47650(15) 0.0225(5) Uani d . . . 1 . .
H H16A 0.7855 0.1113 0.4184 0.034 Uiso calc U . R 1 . .
H H16B 0.7898 0.0619 0.5029 0.034 Uiso calc U . R 1 . .
H H16C 0.7861 0.1524 0.5083 0.034 Uiso calc U . R 1 . .
C C17A 0.62551(18) 0.09031(14) 0.56921(15) 0.0258(6) Uani d . . . 1 . .
H H17A 0.6477 0.1332 0.6039 0.039 Uiso calc U . R 1 . .
H H17B 0.6583 0.044 0.5889 0.039 Uiso calc U . R 1 . .
H H17C 0.5543 0.0844 0.5737 0.039 Uiso calc U . R 1 . .
C C18A 0.61382(17) 0.03813(13) 0.42276(16) 0.0250(5) Uani d . . . 1 . .
H H18A 0.542 0.0365 0.4235 0.037 Uiso calc U . R 1 . .
H H18B 0.6406 -0.0092 0.4459 0.037 Uiso calc U . R 1 . .
H H18C 0.6352 0.0444 0.3647 0.037 Uiso calc U . R 1 . .
C C19A 0.3355(2) 0.25 0.4858(2) 0.0193(7) Uani d T P S 1 . .
C C20A 0.3263(4) 0.25 0.5803(3) 0.0582(16) Uani d T P S 1 . .
H H20A 0.257(4) 0.25 0.595(3) 0.064(15) Uiso d . P S 1 . .
H H20B 0.360(3) 0.210(2) 0.605(2) 0.082(13) Uiso d . . . 1 . .
C C21A 0.28468(19) 0.18036(18) 0.4492(2) 0.0492(9) Uani d . . . 1 . .
H H21A 0.3108 0.1349 0.4771 0.074 Uiso calc U . R 1 . .
H H21B 0.2965 0.1774 0.3887 0.074 Uiso calc U . R 1 . .
H H21C 0.2139 0.1839 0.4584 0.074 Uiso calc U . R 1 . .
C C31A 0.95143(15) 0.32585(13) 0.37026(14) 0.0167(5) Uani d . . . 1 . .
C C32A 0.99999(16) 0.36478(13) 0.43543(15) 0.0209(5) Uani d . . . 1 . .
C C33A 1.05819(18) 0.42721(14) 0.42442(16) 0.0281(6) Uani d . . . 1 . .
C C34A 1.07311(17) 0.45447(14) 0.34480(18) 0.0297(6) Uani d . . . 1 . .
C C35A 1.02831(16) 0.41836(14) 0.27738(16) 0.0264(6) Uani d . . . 1 . .
C C36A 0.96931(15) 0.35626(14) 0.29137(14) 0.0204(5) Uani d . . . 1 . .
C C41A 0.4363(2) 0.25 0.22110(19) 0.0180(7) Uani d T P S 1 . .
C C42A 0.37993(16) 0.31618(13) 0.21513(14) 0.0204(5) Uani d . . . 1 . .
C C43A 0.27874(16) 0.31728(14) 0.20687(14) 0.0227(5) Uani d . . . 1 . .
C C44A 0.2280(2) 0.25 0.2033(2) 0.0223(8) Uani d T P S 1 . .
F F32A 0.99203(10) 0.34186(8) 0.51598(8) 0.0292(3) Uani d . . . 1 . .
F F33A 1.10156(12) 0.46146(9) 0.49105(10) 0.0457(4) Uani d . . . 1 . .
F F34A 1.13022(12) 0.51498(9) 0.33241(12) 0.0499(5) Uani d . . . 1 . .
F F35A 1.04201(10) 0.44361(9) 0.19854(9) 0.0385(4) Uani d . . . 1 . .
F F36A 0.92790(9) 0.32401(9) 0.22151(8) 0.0286(3) Uani d . . . 1 . .
F F42A 0.42280(9) 0.38460(8) 0.21818(9) 0.0304(3) Uani d . . . 1 . .
F F43A 0.23010(10) 0.38310(8) 0.20337(10) 0.0343(4) Uani d . . . 1 . .
F F44A 0.12962(13) 0.25 0.19601(12) 0.0307(5) Uani d T P S 1 . .
P P1B 0.70485(5) 0.75 0.09996(5) 0.01089(17) Uani d T P S 1 . .
B B1B 0.5625(2) 0.75 0.1335(2) 0.0125(7) Uani d T P S 1 . .
B B2B 0.9016(3) 0.75 -0.0067(2) 0.0167(8) Uani d T P S 1 . .
H H2B 0.577(2) 0.75 0.203(2) 0.014(8) Uiso d . P S 1 . .
C C1B 0.73771(15) 0.67388(12) 0.02749(13) 0.0146(4) Uani d . . . 1 . .
H H111 0.7213 0.6247 0.0537 0.018 Uiso calc U . R 1 . .
H H112 0.6969 0.6789 -0.0247 0.018 Uiso calc U . R 1 . .
C C2B 0.84684(15) 0.67248(12) 0.00330(14) 0.0163(5) Uani d . . . 1 . .
H H211 0.8515 0.6447 -0.0506 0.02 Uiso calc U . R 1 . .
H H212 0.8832 0.6425 0.0466 0.02 Uiso calc U . R 1 . .
C C11B 0.8035(2) 0.75 0.18264(18) 0.0124(6) Uani d T P S 1 . .
C C12B 0.85285(15) 0.81922(12) 0.20426(13) 0.0140(4) Uani d . . . 1 . .
C C13B 0.95416(15) 0.81660(12) 0.22016(13) 0.0154(5) Uani d . . . 1 . .
H H13B 0.9879 0.863 0.23 0.018 Uiso calc U . R 1 . .
C C14B 1.0081(2) 0.75 0.22239(18) 0.0153(6) Uani d T P S 1 . .
C C15B 0.80365(16) 0.89690(12) 0.22356(14) 0.0182(5) Uani d . . . 1 . .
C C16B 0.69143(16) 0.89441(13) 0.22365(15) 0.0202(5) Uani d . . . 1 . .
H H16D 0.6663 0.942 0.2465 0.03 Uiso calc U . R 1 . .
H H16E 0.67 0.8521 0.2587 0.03 Uiso calc U . R 1 . .
H H16F 0.666 0.8876 0.1659 0.03 Uiso calc U . R 1 . .
C C17B 0.83746(17) 0.96166(13) 0.16637(16) 0.0243(5) Uani d . . . 1 . .
H H17D 0.8079 0.9553 0.1099 0.036 Uiso calc U . R 1 . .
H H17E 0.9092 0.9606 0.1628 0.036 Uiso calc U . R 1 . .
H H17F 0.8168 1.0103 0.1899 0.036 Uiso calc U . R 1 . .
C C18B 0.83631(17) 0.91674(14) 0.31559(15) 0.0255(6) Uani d . . . 1 . .
H H18D 0.8037 0.9635 0.333 0.038 Uiso calc U . R 1 . .
H H18E 0.9076 0.924 0.3184 0.038 Uiso calc U . R 1 . .
H H18F 0.8182 0.8753 0.3532 0.038 Uiso calc U . R 1 . .
C C19B 1.1198(2) 0.75 0.23758(19) 0.0171(7) Uani d T P S 1 . .
C C21B 1.16687(19) 0.81945(17) 0.1990(2) 0.0530(9) Uani d . . . 1 . .
H H21D 1.1427 0.8652 0.2268 0.08 Uiso calc U . R 1 . .
H H21E 1.1499 0.8216 0.1387 0.08 Uiso calc U . R 1 . .
H H21F 1.2383 0.8164 0.2067 0.08 Uiso calc U . R 1 . .
C C20B 1.1410(3) 0.75 0.3311(3) 0.070(2) Uani d T P S 1 . .
H H20C 1.215(4) 0.75 0.346(3) 0.069(15) Uiso d . P S 1 . .
H H20D 1.111(3) 0.7884(19) 0.357(2) 0.066(12) Uiso d . . . 1 . .
C C31B 0.50034(14) 0.67362(12) 0.10863(13) 0.0134(4) Uani d . . . 1 . .
C C32B 0.45103(15) 0.63496(12) 0.17157(13) 0.0161(5) Uani d . . . 1 . .
C C33B 0.39290(16) 0.57210(13) 0.15794(14) 0.0193(5) Uani d . . . 1 . .
C C34B 0.38061(16) 0.54403(12) 0.07755(15) 0.0200(5) Uani d . . . 1 . .
C C35B 0.42701(15) 0.57994(13) 0.01244(14) 0.0175(5) Uani d . . . 1 . .
C C36B 0.48393(14) 0.64288(12) 0.02894(13) 0.0147(5) Uani d . . . 1 . .
C C41B 1.0161(2) 0.75 -0.02446(19) 0.0179(7) Uani d T P S 1 . .
C C42B 1.07172(16) 0.81609(14) -0.03235(15) 0.0232(5) Uani d . . . 1 . .
C C43B 1.17130(17) 0.81703(15) -0.04606(15) 0.0269(6) Uani d . . . 1 . .
C C44B 1.2218(2) 0.75 -0.0528(2) 0.0236(8) Uani d T P S 1 . .
F F32B 0.45866(9) 0.65889(7) 0.25245(8) 0.0234(3) Uani d . . . 1 . .
F F33B 0.34695(10) 0.53895(8) 0.22205(8) 0.0286(3) Uani d . . . 1 . .
F F34B 0.32447(10) 0.48297(8) 0.06228(9) 0.0310(3) Uani d . . . 1 . .
F F35B 0.41560(9) 0.55287(7) -0.06673(8) 0.0229(3) Uani d . . . 1 . .
F F36B 0.52518(9) 0.67530(7) -0.03933(7) 0.0193(3) Uani d . . . 1 . .
F F42B 1.02976(10) 0.88448(8) -0.02647(11) 0.0397(4) Uani d . . . 1 . .
F F43B 1.21954(10) 0.88275(9) -0.05353(11) 0.0453(4) Uani d . . . 1 . .
F F44B 1.31823(13) 0.75 -0.06627(13) 0.0335(5) Uani d T P S 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
P1A C1A 4_565 1.835(2) ?
P1A C1A . 1.835(2) ?
P1A C11A . 1.863(3) ?
P1A B1A . 2.020(4) ?
B1A C31A 4_565 1.626(3) ?
B1A C31A . 1.626(3) ?
B1A H2A . 1.08(3) ?
B2A C2A . 1.565(3) ?
B2A C2A 4_565 1.565(3) ?
B2A C41A . 1.590(5) ?
C1A C2A . 1.546(3) ?
C1A H101 . 0.99 ?
C1A H102 . 0.99 ?
C2A H201 . 0.99 ?
C2A H202 . 0.99 ?
C11A C12A . 1.427(3) ?
C11A C12A 4_565 1.427(3) ?
C12A C13A . 1.398(3) ?
C12A C15A . 1.551(3) ?
C13A C14A . 1.384(3) ?
C13A H13A . 0.95 ?
C14A C13A 4_565 1.384(3) ?
C14A C19A . 1.540(4) ?
C15A C16A . 1.529(3) ?
C15A C18A . 1.534(3) ?
C15A C17A . 1.545(3) ?
C16A H16A . 0.98 ?
C16A H16B . 0.98 ?
C16A H16C . 0.98 ?
C17A H17A . 0.98 ?
C17A H17B . 0.98 ?
C17A H17C . 0.98 ?
C18A H18A . 0.98 ?
C18A H18B . 0.98 ?
C18A H18C . 0.98 ?
C19A C20A . 1.508(5) ?
C19A C21A . 1.519(3) ?
C19A C21A 4_565 1.519(3) ?
C20A H20A . 0.97(5) ?
C20A H20B . 0.93(4) ?
C21A H21A . 0.98 ?
C21A H21B . 0.98 ?
C21A H21C . 0.98 ?
C31A C36A . 1.389(3) ?
C31A C32A . 1.395(3) ?
C32A F32A . 1.348(3) ?
C32A C33A . 1.371(3) ?
C33A F33A . 1.343(3) ?
C33A C34A . 1.372(4) ?
C34A F34A . 1.339(3) ?
C34A C35A . 1.376(4) ?
C35A F35A . 1.346(3) ?
C35A C36A . 1.380(3) ?
C36A F36A . 1.357(3) ?
C41A C42A 4_565 1.400(3) ?
C41A C42A . 1.400(3) ?
C42A F42A . 1.342(3) ?
C42A C43A . 1.382(3) ?
C43A F43A . 1.338(3) ?
C43A C44A . 1.374(3) ?
C44A F44A . 1.343(4) ?
C44A C43A 4_565 1.374(3) ?
P1B C1B . 1.831(2) ?
P1B C1B 4_575 1.831(2) ?
P1B C11B . 1.856(3) ?
P1B B1B . 2.023(3) ?
B1B C31B 4_575 1.635(3) ?
B1B C31B . 1.635(3) ?
B1B H2B . 1.12(3) ?
B2B C2B 4_575 1.568(3) ?
B2B C2B . 1.569(3) ?
B2B C41B . 1.592(4) ?
C1B C2B . 1.545(3) ?
C1B H111 . 0.99 ?
C1B H112 . 0.99 ?
C2B H211 . 0.99 ?
C2B H212 . 0.99 ?
C11B C12B 4_575 1.432(3) ?
C11B C12B . 1.432(3) ?
C12B C13B . 1.398(3) ?
C12B C15B . 1.560(3) ?
C13B C14B . 1.387(3) ?
C13B H13B . 0.95 ?
C14B C13B 4_575 1.386(3) ?
C14B C19B . 1.535(4) ?
C15B C16B . 1.530(3) ?
C15B C17B . 1.537(3) ?
C15B C18B . 1.557(3) ?
C16B H16D . 0.98 ?
C16B H16E . 0.98 ?
C16B H16F . 0.98 ?
C17B H17D . 0.98 ?
C17B H17E . 0.98 ?
C17B H17F . 0.98 ?
C18B H18D . 0.98 ?
C18B H18E . 0.98 ?
C18B H18F . 0.98 ?
C19B C20B . 1.505(5) ?
C19B C21B 4_575 1.519(3) ?
C19B C21B . 1.519(3) ?
C21B H21D . 0.98 ?
C21B H21E . 0.98 ?
C21B H21F . 0.98 ?
C20B H20C . 1.03(5) ?
C20B H20D . 0.90(3) ?
C31B C36B . 1.389(3) ?
C31B C32B . 1.396(3) ?
C32B F32B . 1.353(2) ?
C32B C33B . 1.377(3) ?
C33B F33B . 1.342(2) ?
C33B C34B . 1.375(3) ?
C34B F34B . 1.340(3) ?
C34B C35B . 1.379(3) ?
C35B F35B . 1.350(2) ?
C35B C36B . 1.376(3) ?
C36B F36B . 1.359(2) ?
C41B C42B . 1.398(3) ?
C41B C42B 4_575 1.398(3) ?
C42B F42B . 1.340(3) ?
C42B C43B . 1.379(3) ?
C43B F43B . 1.340(3) ?
C43B C44B . 1.374(3) ?
C44B F44B . 1.336(4) ?
C44B C43B 4_575 1.374(3) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1A P1A C1A 4_565 . 94.49(15) ?
C1A P1A C11A 4_565 . 105.30(9) ?
C1A P1A C11A . . 105.30(9) ?
C1A P1A B1A 4_565 . 114.57(9) ?
C1A P1A B1A . . 114.57(9) ?
C11A P1A B1A . . 119.36(14) ?
C31A B1A C31A 4_565 . 110.9(2) ?
C31A B1A P1A 4_565 . 115.29(15) ?
C31A B1A P1A . . 115.29(15) ?
C31A B1A H2A 4_565 . 106.9(8) ?
C31A B1A H2A . . 106.9(8) ?
P1A B1A H2A . . 100.4(16) ?
C2A B2A C2A . 4_565 122.0(3) ?
C2A B2A C41A . . 118.92(14) ?
C2A B2A C41A 4_565 . 118.91(14) ?
C2A C1A P1A . . 114.68(15) ?
C2A C1A H101 . . 108.6 ?
P1A C1A H101 . . 108.6 ?
C2A C1A H102 . . 108.6 ?
P1A C1A H102 . . 108.6 ?
H101 C1A H102 . . 107.6 ?
C1A C2A B2A . . 118.1(2) ?
C1A C2A H201 . . 107.8 ?
B2A C2A H201 . . 107.8 ?
C1A C2A H202 . . 107.8 ?
B2A C2A H202 . . 107.8 ?
H201 C2A H202 . . 107.1 ?
C12A C11A C12A . 4_565 117.2(3) ?
C12A C11A P1A . . 119.92(13) ?
C12A C11A P1A 4_565 . 119.92(13) ?
C13A C12A C11A . . 118.2(2) ?
C13A C12A C15A . . 114.89(18) ?
C11A C12A C15A . . 125.93(19) ?
C14A C13A C12A . . 123.3(2) ?
C14A C13A H13A . . 118.4 ?
C12A C13A H13A . . 118.4 ?
C13A C14A C13A 4_565 . 116.4(3) ?
C13A C14A C19A 4_565 . 121.39(14) ?
C13A C14A C19A . . 121.39(14) ?
C16A C15A C18A . . 110.10(18) ?
C16A C15A C17A . . 104.58(18) ?
C18A C15A C17A . . 108.70(19) ?
C16A C15A C12A . . 114.23(18) ?
C18A C15A C12A . . 112.97(18) ?
C17A C15A C12A . . 105.67(17) ?
C15A C16A H16A . . 109.5 ?
C15A C16A H16B . . 109.5 ?
H16A C16A H16B . . 109.5 ?
C15A C16A H16C . . 109.5 ?
H16A C16A H16C . . 109.5 ?
H16B C16A H16C . . 109.5 ?
C15A C17A H17A . . 109.5 ?
C15A C17A H17B . . 109.5 ?
H17A C17A H17B . . 109.5 ?
C15A C17A H17C . . 109.5 ?
H17A C17A H17C . . 109.5 ?
H17B C17A H17C . . 109.5 ?
C15A C18A H18A . . 109.5 ?
C15A C18A H18B . . 109.5 ?
H18A C18A H18B . . 109.5 ?
C15A C18A H18C . . 109.5 ?
H18A C18A H18C . . 109.5 ?
H18B C18A H18C . . 109.5 ?
C20A C19A C21A . . 109.4(2) ?
C20A C19A C21A . 4_565 109.4(2) ?
C21A C19A C21A . 4_565 108.1(3) ?
C20A C19A C14A . . 106.8(3) ?
C21A C19A C14A . . 111.59(18) ?
C21A C19A C14A 4_565 . 111.59(18) ?
C19A C20A H20A . . 110.(3) ?
C19A C20A H20B . . 112.(2) ?
H20A C20A H20B . . 112.(3) ?
C19A C21A H21A . . 109.5 ?
C19A C21A H21B . . 109.5 ?
H21A C21A H21B . . 109.5 ?
C19A C21A H21C . . 109.5 ?
H21A C21A H21C . . 109.5 ?
H21B C21A H21C . . 109.5 ?
C36A C31A C32A . . 112.8(2) ?
C36A C31A B1A . . 128.3(2) ?
C32A C31A B1A . . 118.7(2) ?
F32A C32A C33A . . 115.0(2) ?
F32A C32A C31A . . 120.5(2) ?
C33A C32A C31A . . 124.5(2) ?
F33A C33A C32A . . 120.4(2) ?
F33A C33A C34A . . 119.7(2) ?
C32A C33A C34A . . 119.9(2) ?
F34A C34A C33A . . 121.0(2) ?
F34A C34A C35A . . 120.3(2) ?
C33A C34A C35A . . 118.8(2) ?
F35A C35A C34A . . 120.1(2) ?
F35A C35A C36A . . 120.5(2) ?
C34A C35A C36A . . 119.5(2) ?
F36A C36A C35A . . 115.7(2) ?
F36A C36A C31A . . 119.7(2) ?
C35A C36A C31A . . 124.6(2) ?
C42A C41A C42A 4_565 . 113.1(3) ?
C42A C41A B2A 4_565 . 123.38(14) ?
C42A C41A B2A . . 123.38(14) ?
F42A C42A C43A . . 115.0(2) ?
F42A C42A C41A . . 120.7(2) ?
C43A C42A C41A . . 124.2(2) ?
F43A C43A C44A . . 120.0(2) ?
F43A C43A C42A . . 120.5(2) ?
C44A C43A C42A . . 119.4(2) ?
F44A C44A C43A . . 120.22(14) ?
F44A C44A C43A . 4_565 120.22(14) ?
C43A C44A C43A . 4_565 119.6(3) ?
C1B P1B C1B . 4_575 94.39(14) ?
C1B P1B C11B . . 105.08(9) ?
C1B P1B C11B 4_575 . 105.08(9) ?
C1B P1B B1B . . 114.56(9) ?
C1B P1B B1B 4_575 . 114.56(9) ?
C11B P1B B1B . . 119.77(14) ?
C31B B1B C31B 4_575 . 111.0(2) ?
C31B B1B P1B 4_575 . 115.51(14) ?
C31B B1B P1B . . 115.51(14) ?
C31B B1B H2B 4_575 . 108.5(8) ?
C31B B1B H2B . . 108.5(8) ?
P1B B1B H2B . . 96.3(16) ?
C2B B2B C2B 4_575 . 121.5(3) ?
C2B B2B C41B 4_575 . 119.26(13) ?
C2B B2B C41B . . 119.26(13) ?
C2B C1B P1B . . 114.78(15) ?
C2B C1B H111 . . 108.6 ?
P1B C1B H111 . . 108.6 ?
C2B C1B H112 . . 108.6 ?
P1B C1B H112 . . 108.6 ?
H111 C1B H112 . . 107.5 ?
C1B C2B B2B . . 118.33(19) ?
C1B C2B H211 . . 107.7 ?
B2B C2B H211 . . 107.7 ?
C1B C2B H212 . . 107.7 ?
B2B C2B H212 . . 107.7 ?
H211 C2B H212 . . 107.1 ?
C12B C11B C12B 4_575 . 117.1(3) ?
C12B C11B P1B 4_575 . 119.81(13) ?
C12B C11B P1B . . 119.81(13) ?
C13B C12B C11B . . 118.1(2) ?
C13B C12B C15B . . 114.88(18) ?
C11B C12B C15B . . 126.54(19) ?
C14B C13B C12B . . 123.6(2) ?
C14B C13B H13B . . 118.2 ?
C12B C13B H13B . . 118.2 ?
C13B C14B C13B 4_575 . 116.0(3) ?
C13B C14B C19B 4_575 . 121.81(14) ?
C13B C14B C19B . . 121.81(14) ?
C16B C15B C17B . . 109.62(19) ?
C16B C15B C18B . . 105.58(18) ?
C17B C15B C18B . . 107.69(19) ?
C16B C15B C12B . . 114.16(18) ?
C17B C15B C12B . . 113.66(17) ?
C18B C15B C12B . . 105.52(18) ?
C15B C16B H16D . . 109.5 ?
C15B C16B H16E . . 109.5 ?
H16D C16B H16E . . 109.5 ?
C15B C16B H16F . . 109.5 ?
H16D C16B H16F . . 109.5 ?
H16E C16B H16F . . 109.5 ?
C15B C17B H17D . . 109.5 ?
C15B C17B H17E . . 109.5 ?
H17D C17B H17E . . 109.5 ?
C15B C17B H17F . . 109.5 ?
H17D C17B H17F . . 109.5 ?
H17E C17B H17F . . 109.5 ?
C15B C18B H18D . . 109.5 ?
C15B C18B H18E . . 109.5 ?
H18D C18B H18E . . 109.5 ?
C15B C18B H18F . . 109.5 ?
H18D C18B H18F . . 109.5 ?
H18E C18B H18F . . 109.5 ?
C20B C19B C21B . 4_575 108.9(2) ?
C20B C19B C21B . . 108.9(2) ?
C21B C19B C21B 4_575 . 107.6(3) ?
C20B C19B C14B . . 108.7(3) ?
C21B C19B C14B 4_575 . 111.30(18) ?
C21B C19B C14B . . 111.30(18) ?
C19B C21B H21D . . 109.5 ?
C19B C21B H21E . . 109.5 ?
H21D C21B H21E . . 109.5 ?
C19B C21B H21F . . 109.5 ?
H21D C21B H21F . . 109.5 ?
H21E C21B H21F . . 109.5 ?
C19B C20B H20C . . 113.(3) ?
C19B C20B H20D . . 112.(2) ?
H20C C20B H20D . . 110.(3) ?
C36B C31B C32B . . 113.02(19) ?
C36B C31B B1B . . 127.8(2) ?
C32B C31B B1B . . 119.1(2) ?
F32B C32B C33B . . 115.54(18) ?
F32B C32B C31B . . 119.95(19) ?
C33B C32B C31B . . 124.5(2) ?
F33B C33B C34B . . 119.9(2) ?
F33B C33B C32B . . 120.6(2) ?
C34B C33B C32B . . 119.5(2) ?
F34B C34B C33B . . 120.9(2) ?
F34B C34B C35B . . 120.3(2) ?
C33B C34B C35B . . 118.8(2) ?
F35B C35B C36B . . 120.96(19) ?
F35B C35B C34B . . 119.4(2) ?
C36B C35B C34B . . 119.7(2) ?
F36B C36B C35B . . 115.48(18) ?
F36B C36B C31B . . 120.06(18) ?
C35B C36B C31B . . 124.5(2) ?
C42B C41B C42B . 4_575 113.1(3) ?
C42B C41B B2B . . 123.46(14) ?
C42B C41B B2B 4_575 . 123.45(14) ?
F42B C42B C43B . . 115.0(2) ?
F42B C42B C41B . . 120.8(2) ?
C43B C42B C41B . . 124.1(2) ?
F43B C43B C44B . . 119.4(2) ?
F43B C43B C42B . . 120.7(2) ?
C44B C43B C42B . . 119.9(2) ?
F44B C44B C43B . . 120.59(14) ?
F44B C44B C43B . 4_575 120.59(14) ?
C43B C44B C43B . 4_575 118.8(3) ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C1A P1A C1A C2A 4_565 . . . 61.68(19) ?
C11A P1A C1A C2A . . . . -45.54(18) ?
B1A P1A C1A C2A . . . . -178.69(16) ?
P1A C1A C2A B2A . . . . -34.7(3) ?
C2A B2A C2A C1A 4_565 . . . -4.1(4) ?
C41A B2A C2A C1A . . . . 171.6(2) ?
C1A P1A C11A C12A 4_565 . . . 30.5(2) ?
C1A P1A C11A C12A . . . . 129.6(2) ?
B1A P1A C11A C12A . . . . -100.0(2) ?
C1A P1A C11A C12A 4_565 . . 4_565 -129.6(2) ?
C1A P1A C11A C12A . . . 4_565 -30.5(2) ?
B1A P1A C11A C12A . . . 4_565 100.0(2) ?
C12A C11A C12A C13A 4_565 . . . 18.9(4) ?
P1A C11A C12A C13A . . . . -141.69(19) ?
C12A C11A C12A C15A 4_565 . . . -149.50(18) ?
P1A C11A C12A C15A . . . . 49.9(3) ?
C11A C12A C13A C14A . . . . -5.3(4) ?
C15A C12A C13A C14A . . . . 164.4(2) ?
C12A C13A C14A C13A . . . 4_565 -8.4(4) ?
C12A C13A C14A C19A . . . . -178.3(2) ?
C13A C12A C15A C16A . . . . -169.19(19) ?
C11A C12A C15A C16A . . . . -0.5(3) ?
C13A C12A C15A C18A . . . . 63.9(2) ?
C11A C12A C15A C18A . . . . -127.3(2) ?
C13A C12A C15A C17A . . . . -54.8(2) ?
C11A C12A C15A C17A . . . . 113.9(2) ?
C13A C14A C19A C20A 4_565 . . . -84.7(3) ?
C13A C14A C19A C20A . . . . 84.7(3) ?
C13A C14A C19A C21A 4_565 . . . 155.9(3) ?
C13A C14A C19A C21A . . . . -34.8(4) ?
C13A C14A C19A C21A 4_565 . . 4_565 34.8(4) ?
C13A C14A C19A C21A . . . 4_565 -155.9(3) ?
C31A B1A C31A C36A 4_565 . . . 73.8(3) ?
P1A B1A C31A C36A . . . . -59.5(3) ?
C31A B1A C31A C32A 4_565 . . . -101.2(3) ?
P1A B1A C31A C32A . . . . 125.5(2) ?
C36A C31A C32A F32A . . . . -178.79(19) ?
B1A C31A C32A F32A . . . . -3.0(3) ?
C36A C31A C32A C33A . . . . 1.0(3) ?
B1A C31A C32A C33A . . . . 176.8(2) ?
F32A C32A C33A F33A . . . . -0.7(3) ?
C31A C32A C33A F33A . . . . 179.5(2) ?
F32A C32A C33A C34A . . . . 178.6(2) ?
C31A C32A C33A C34A . . . . -1.2(4) ?
F33A C33A C34A F34A . . . . -0.2(4) ?
C32A C33A C34A F34A . . . . -179.5(2) ?
F33A C33A C34A C35A . . . . 179.7(2) ?
C32A C33A C34A C35A . . . . 0.4(4) ?
F34A C34A C35A F35A . . . . 0.2(3) ?
C33A C34A C35A F35A . . . . -179.7(2) ?
F34A C34A C35A C36A . . . . -179.7(2) ?
C33A C34A C35A C36A . . . . 0.4(4) ?
F35A C35A C36A F36A . . . . 0.0(3) ?
C34A C35A C36A F36A . . . . 180.0(2) ?
F35A C35A C36A C31A . . . . 179.5(2) ?
C34A C35A C36A C31A . . . . -0.5(4) ?
C32A C31A C36A F36A . . . . 179.33(19) ?
B1A C31A C36A F36A . . . . 4.1(3) ?
C32A C31A C36A C35A . . . . -0.1(3) ?
B1A C31A C36A C35A . . . . -175.4(2) ?
C2A B2A C41A C42A . . . 4_565 -176.0(3) ?
C2A B2A C41A C42A 4_565 . . 4_565 -0.2(4) ?
C2A B2A C41A C42A . . . . 0.2(4) ?
C2A B2A C41A C42A 4_565 . . . 176.0(3) ?
C42A C41A C42A F42A 4_565 . . . -178.82(14) ?
B2A C41A C42A F42A . . . . 4.7(4) ?
C42A C41A C42A C43A 4_565 . . . 2.0(4) ?
B2A C41A C42A C43A . . . . -174.5(2) ?
F42A C42A C43A F43A . . . . -0.7(3) ?
C41A C42A C43A F43A . . . . 178.6(2) ?
F42A C42A C43A C44A . . . . -179.9(2) ?
C41A C42A C43A C44A . . . . -0.6(4) ?
F43A C43A C44A F44A . . . . 0.3(4) ?
C42A C43A C44A F44A . . . . 179.4(2) ?
F43A C43A C44A C43A . . . 4_565 179.92(17) ?
C42A C43A C44A C43A . . . 4_565 -0.9(5) ?
C1B P1B C1B C2B 4_575 . . . 61.8(2) ?
C11B P1B C1B C2B . . . . -45.13(18) ?
B1B P1B C1B C2B . . . . -178.65(16) ?
P1B C1B C2B B2B . . . . -35.4(3) ?
C2B B2B C2B C1B 4_575 . . . -2.8(4) ?
C41B B2B C2B C1B . . . . 175.2(2) ?
C1B P1B C11B C12B . . . 4_575 -30.0(2) ?
C1B P1B C11B C12B 4_575 . . 4_575 -128.9(2) ?
B1B P1B C11B C12B . . . 4_575 100.5(2) ?
C1B P1B C11B C12B . . . . 128.9(2) ?
C1B P1B C11B C12B 4_575 . . . 30.0(2) ?
B1B P1B C11B C12B . . . . -100.5(2) ?
C12B C11B C12B C13B 4_575 . . . 19.2(4) ?
P1B C11B C12B C13B . . . . -140.28(18) ?
C12B C11B C12B C15B 4_575 . . . -152.27(17) ?
P1B C11B C12B C15B . . . . 48.2(3) ?
C11B C12B C13B C14B . . . . -5.1(3) ?
C15B C12B C13B C14B . . . . 167.4(2) ?
C12B C13B C14B C13B . . . 4_575 -9.2(4) ?
C12B C13B C14B C19B . . . . 178.2(2) ?
C13B C12B C15B C16B . . . . -167.88(19) ?
C11B C12B C15B C16B . . . . 3.9(3) ?
C13B C12B C15B C17B . . . . 65.4(2) ?
C11B C12B C15B C17B . . . . -122.9(2) ?
C13B C12B C15B C18B . . . . -52.4(2) ?
C11B C12B C15B C18B . . . . 119.3(2) ?
C13B C14B C19B C20B 4_575 . . . -86.1(2) ?
C13B C14B C19B C20B . . . . 86.1(2) ?
C13B C14B C19B C21B 4_575 . . 4_575 33.9(4) ?
C13B C14B C19B C21B . . . 4_575 -153.9(3) ?
C13B C14B C19B C21B 4_575 . . . 153.9(3) ?
C13B C14B C19B C21B . . . . -33.9(4) ?
C31B B1B C31B C36B 4_575 . . . 75.2(3) ?
P1B B1B C31B C36B . . . . -58.8(3) ?
C31B B1B C31B C32B 4_575 . . . -100.3(3) ?
P1B B1B C31B C32B . . . . 125.7(2) ?
C36B C31B C32B F32B . . . . -179.04(18) ?
B1B C31B C32B F32B . . . . -2.9(3) ?
C36B C31B C32B C33B . . . . 0.9(3) ?
B1B C31B C32B C33B . . . . 177.0(2) ?
F32B C32B C33B F33B . . . . 0.9(3) ?
C31B C32B C33B F33B . . . . -179.1(2) ?
F32B C32B C33B C34B . . . . 179.71(19) ?
C31B C32B C33B C34B . . . . -0.2(3) ?
F33B C33B C34B F34B . . . . -1.1(3) ?
C32B C33B C34B F34B . . . . -180.0(2) ?
F33B C33B C34B C35B . . . . 178.7(2) ?
C32B C33B C34B C35B . . . . -0.1(3) ?
F34B C34B C35B F35B . . . . -0.2(3) ?
C33B C34B C35B F35B . . . . 179.92(19) ?
F34B C34B C35B C36B . . . . 179.58(19) ?
C33B C34B C35B C36B . . . . -0.3(3) ?
F35B C35B C36B F36B . . . . 1.0(3) ?
C34B C35B C36B F36B . . . . -178.77(18) ?
F35B C35B C36B C31B . . . . -179.13(19) ?
C34B C35B C36B C31B . . . . 1.1(3) ?
C32B C31B C36B F36B . . . . 178.53(18) ?
B1B C31B C36B F36B . . . . 2.8(3) ?
C32B C31B C36B C35B . . . . -1.3(3) ?
B1B C31B C36B C35B . . . . -177.0(2) ?
C2B B2B C41B C42B 4_575 . . . -0.4(4) ?
C2B B2B C41B C42B . . . . -178.5(3) ?
C2B B2B C41B C42B 4_575 . . 4_575 178.5(3) ?
C2B B2B C41B C42B . . . 4_575 0.4(4) ?
C42B C41B C42B F42B 4_575 . . . 179.94(15) ?
B2B C41B C42B F42B . . . . -1.1(4) ?
C42B C41B C42B C43B 4_575 . . . -0.3(4) ?
B2B C41B C42B C43B . . . . 178.7(3) ?
F42B C42B C43B F43B . . . . -0.7(3) ?
C41B C42B C43B F43B . . . . 179.5(2) ?
F42B C42B C43B C44B . . . . 179.7(2) ?
C41B C42B C43B C44B . . . . 0.0(4) ?
F43B C43B C44B F44B . . . . 0.3(4) ?
C42B C43B C44B F44B . . . . 179.8(2) ?
F43B C43B C44B C43B . . . 4_575 -179.19(18) ?
C42B C43B C44B C43B . . . 4_575 0.4(5) ?

####################################################################### 
# 
# 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_erk8322
_database_code_depnum_ccdc_archive 'CCDC 1537873'
_audit_update_record             
;
2017-03-14 deposited with the CCDC.
2017-04-12 downloaded from the CCDC.
;

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C55 H48 B2 F20 N P'
_chemical_formula_iupac          ?
_chemical_formula_weight         1155.53

_chemical_melting_point          ?

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

_cell_length_a                   12.5829(4)
_cell_length_b                   13.9854(5)
_cell_length_c                   17.6337(6)
_cell_angle_alpha                78.257(2)
_cell_angle_beta                 81.650(2)
_cell_angle_gamma                71.145(2)
_cell_volume                     2864.56(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8569
_cell_measurement_theta_min      3.3871
_cell_measurement_theta_max      66.9766
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.020
_exptl_crystal_density_diffrn    1.340
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1180

_exptl_absorpt_coefficient_mu    1.332
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Bruker AXS (2014). SADABS, Version 2014/2, Bruker AXS Inc., Madison, Wisconsin,
USA.
;
_exptl_absorpt_correction_T_min  0.83
_exptl_absorpt_correction_T_max  0.97

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'fine-focus sealed tube'

_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'KappaCCD APEXII'
_diffrn_measurement_method       'phi / omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            51604
_diffrn_reflns_av_R_equivalents  0.0791
_diffrn_reflns_av_unetI/netI     0.0690
_diffrn_reflns_theta_min         3.39
_diffrn_reflns_theta_max         68.33
_diffrn_reflns_theta_full        68.33
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measured_fraction_theta_full 0.974
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21

_refine_special_details          
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.

_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.

The hydrogen atoms at P1 and B2 were refined freely.
;

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
1 0.000 0.000 0.000 383.9 110.6
_platon_squeeze_details          
;
One and a half badly disordered dichloromethane molecules were found in 
the asymmetrical unit and could not be satisfactorily refined. 
The program SQUEEZE (A. L. Spek J. Appl. Cryst., 2003, 36, 7-13) was 
therefore used to remove mathematically the effect of the solvent. 
The quoted formula and derived parameters are not included the squeezed
solvent molecules. 
;

_reflns_number_total             10235
_reflns_number_gt                6726
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0783
_refine_ls_R_factor_gt           0.0521
_refine_ls_wR_factor_gt          0.1254
_refine_ls_wR_factor_ref         0.1351
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_refine_ls_number_reflns         10235
_refine_ls_number_parameters     731
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0637P)²] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.224
_refine_diff_density_min         -0.370
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'APEX2 v.2014.1--1 (Bruker AXS Inc., 2014)'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXL--2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'APEX2 v.2014.1--1 (Bruker AXS Inc., 2014)'
_computing_publication_material  'APEX2 v.2014.1--1 (Bruker AXS Inc., 2014)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P P1 0.71832(7) 0.80136(5) 0.71186(4) 0.03243(19) Uani d . . . 1 . .
H H1 0.652(2) 0.8632(19) 0.6601(15) 0.023(7) Uiso d . . . 1 . .
N N1 0.61309(18) 0.50838(16) 0.61654(12) 0.0284(5) Uani d . . . 1 . .
C C1 0.6944(2) 0.6791(2) 0.71858(16) 0.0318(6) Uani d . . . 1 . .
H H1A 0.7194 0.6551 0.668 0.038 Uiso calc U . R 1 . .
H H1B 0.7412 0.6285 0.758 0.038 Uiso calc U . R 1 . .
C C2 0.5700(2) 0.6827(2) 0.74051(15) 0.0283(6) Uani d . . . 1 . .
H H2A 0.5246 0.7229 0.6968 0.034 Uiso calc U . R 1 . .
H H2B 0.5404 0.7172 0.7864 0.034 Uiso calc U . R 1 . .
C C3 0.8608(3) 0.8013(2) 0.67497(17) 0.0391(7) Uani d . . . 1 . .
H H3A 0.8599 0.8724 0.6525 0.047 Uiso calc U . R 1 . .
H H3B 0.909 0.7777 0.7189 0.047 Uiso calc U . R 1 . .
C C4 0.9136(2) 0.7321(2) 0.61216(16) 0.0372(7) Uani d . . . 1 . .
H H4A 0.915 0.6609 0.635 0.045 Uiso calc U . R 1 . .
H H4B 0.9926 0.7322 0.5979 0.045 Uiso calc U . R 1 . .
C C5 0.5984(2) 0.52503(19) 0.67951(15) 0.0270(6) Uani d . . . 1 . .
C C11 0.6519(2) 0.8509(2) 0.80062(15) 0.0304(6) Uani d . . . 1 . .
C C12 0.6829(2) 0.7936(2) 0.87517(16) 0.0304(6) Uani d . . . 1 . .
C C13 0.5975(2) 0.7979(2) 0.93514(16) 0.0299(6) Uani d . . . 1 . .
H H13 0.6161 0.758 0.9846 0.036 Uiso calc U . R 1 . .
C C14 0.4865(2) 0.8575(2) 0.92664(16) 0.0306(6) Uani d . . . 1 . .
C C15 0.4651(2) 0.9262(2) 0.85739(16) 0.0325(6) Uani d . . . 1 . .
H H15 0.3923 0.9747 0.8531 0.039 Uiso calc U . R 1 . .
C C16 0.5459(3) 0.9273(2) 0.79374(16) 0.0333(7) Uani d . . . 1 . .
C C17 0.8062(2) 0.7397(2) 0.89627(17) 0.0351(7) Uani d . . . 1 . .
C C18 0.8130(3) 0.7016(3) 0.98397(18) 0.0474(8) Uani d . . . 1 . .
H H18A 0.8922 0.6723 0.9951 0.071 Uiso calc U . R 1 . .
H H18B 0.7746 0.6491 1.0007 0.071 Uiso calc U . R 1 . .
H H18C 0.7765 0.7592 1.012 0.071 Uiso calc U . R 1 . .
C C19 0.8689(3) 0.6445(2) 0.85827(19) 0.0417(7) Uani d . . . 1 . .
H H19A 0.877 0.665 0.8017 0.063 Uiso calc U . R 1 . .
H H19B 0.8259 0.5952 0.8713 0.063 Uiso calc U . R 1 . .
H H19C 0.9437 0.6127 0.8776 0.063 Uiso calc U . R 1 . .
C C20 0.8699(3) 0.8202(2) 0.87446(18) 0.0419(8) Uani d . . . 1 . .
H H20A 0.8642 0.85 0.8193 0.063 Uiso calc U . R 1 . .
H H20B 0.9494 0.7874 0.8841 0.063 Uiso calc U . R 1 . .
H H20C 0.8366 0.8744 0.9061 0.063 Uiso calc U . R 1 . .
C C21 0.3911(2) 0.8547(2) 0.99137(17) 0.0364(7) Uani d . . . 1 . .
C C22 0.4303(3) 0.7704(2) 1.06098(17) 0.0430(8) Uani d . . . 1 . .
H H22A 0.4879 0.7848 1.0849 0.065 Uiso calc U . R 1 . .
H H22B 0.4621 0.704 1.0433 0.065 Uiso calc U . R 1 . .
H H22C 0.3659 0.7685 1.0993 0.065 Uiso calc U . R 1 . .
C C23 0.2956(3) 0.8341(3) 0.9585(2) 0.0481(8) Uani d . . . 1 . .
H H23A 0.3247 0.7691 0.9386 0.072 Uiso calc U . R 1 . .
H H23B 0.266 0.8898 0.9161 0.072 Uiso calc U . R 1 . .
H H23C 0.2351 0.8302 0.9997 0.072 Uiso calc U . R 1 . .
C C24 0.3478(3) 0.9581(2) 1.0199(2) 0.0498(9) Uani d . . . 1 . .
H H24A 0.2855 0.9574 1.0603 0.075 Uiso calc U . R 1 . .
H H24B 0.3212 1.0129 0.9763 0.075 Uiso calc U . R 1 . .
H H24C 0.409 0.9702 1.0414 0.075 Uiso calc U . R 1 . .
C C25 0.5135(3) 1.0157(2) 0.72449(17) 0.0421(8) Uani d . . . 1 . .
C C26 0.4476(3) 0.9926(2) 0.66680(18) 0.0492(8) Uani d . . . 1 . .
H H26A 0.4955 0.9334 0.6435 0.074 Uiso calc U . R 1 . .
H H26B 0.4256 1.0523 0.6258 0.074 Uiso calc U . R 1 . .
H H26C 0.3801 0.9773 0.6944 0.074 Uiso calc U . R 1 . .
C C27 0.6163(3) 1.0488(2) 0.68249(18) 0.0524(9) Uani d . . . 1 . .
H H27A 0.6577 1.0607 0.7209 0.079 Uiso calc U . R 1 . .
H H27B 0.5901 1.1121 0.6453 0.079 Uiso calc U . R 1 . .
H H27C 0.6661 0.9946 0.6548 0.079 Uiso calc U . R 1 . .
C C28 0.4333(4) 1.1140(2) 0.7555(2) 0.0617(11) Uani d . . . 1 . .
H H28A 0.3594 1.1044 0.7735 0.092 Uiso calc U . R 1 . .
H H28B 0.4246 1.1733 0.7137 0.092 Uiso calc U . R 1 . .
H H28C 0.4657 1.1257 0.7988 0.092 Uiso calc U . R 1 . .
B B1 0.5587(3) 0.5671(2) 0.76020(17) 0.0278(7) Uani d . . . 1 . .
C C31 0.4331(2) 0.5532(2) 0.78171(14) 0.0271(6) Uani d . . . 1 . .
F F32 0.51574(12) 0.37565(11) 0.78079(9) 0.0325(4) Uani d . . . 1 . .
C C32 0.4223(2) 0.4551(2) 0.79249(14) 0.0268(6) Uani d . . . 1 . .
F F33 0.32022(14) 0.33494(12) 0.82628(9) 0.0392(4) Uani d . . . 1 . .
C C33 0.3224(2) 0.4324(2) 0.81349(15) 0.0323(6) Uani d . . . 1 . .
F F34 0.12676(14) 0.49103(14) 0.84400(10) 0.0469(5) Uani d . . . 1 . .
C C34 0.2252(2) 0.5110(2) 0.82337(16) 0.0344(7) Uani d . . . 1 . .
F F35 0.13400(14) 0.68762(14) 0.81900(10) 0.0466(4) Uani d . . . 1 . .
C C35 0.2291(2) 0.6102(2) 0.81101(16) 0.0340(7) Uani d . . . 1 . .
F F36 0.32969(13) 0.72871(12) 0.78172(9) 0.0388(4) Uani d . . . 1 . .
C C36 0.3323(2) 0.6298(2) 0.79144(15) 0.0310(6) Uani d . . . 1 . .
C C41 0.6392(2) 0.4997(2) 0.82889(15) 0.0283(6) Uani d . . . 1 . .
F F42 0.77571(14) 0.38991(12) 0.75192(9) 0.0406(4) Uani d . . . 1 . .
C C42 0.7402(2) 0.4223(2) 0.82153(15) 0.0313(6) Uani d . . . 1 . .
F F43 0.90610(17) 0.30223(15) 0.86944(12) 0.0590(5) Uani d . . . 1 . .
C C43 0.8083(3) 0.3749(2) 0.88122(18) 0.0391(7) Uani d . . . 1 . .
F F44 0.84296(17) 0.36109(14) 1.01180(11) 0.0537(5) Uani d . . . 1 . .
C C44 0.7769(3) 0.4046(2) 0.95309(17) 0.0412(7) Uani d . . . 1 . .
F F45 0.64605(15) 0.51150(13) 1.03345(9) 0.0438(4) Uani d . . . 1 . .
C C45 0.6772(3) 0.4805(2) 0.96368(15) 0.0342(7) Uani d . . . 1 . .
F F46 0.51484(13) 0.60064(12) 0.91715(8) 0.0347(4) Uani d . . . 1 . .
C C46 0.6117(2) 0.5254(2) 0.90313(15) 0.0289(6) Uani d . . . 1 . .
B B2 0.8484(3) 0.7663(3) 0.53415(19) 0.0356(8) Uani d . . . 1 . .
H H2 0.749(2) 0.772(2) 0.5496(15) 0.031(7) Uiso d . . . 1 . .
C C51 0.9017(2) 0.6939(2) 0.46591(16) 0.0325(6) Uani d . . . 1 . .
F F52 1.07450(13) 0.59644(13) 0.52062(9) 0.0391(4) Uani d . . . 1 . .
C C52 1.0065(2) 0.6196(2) 0.46243(16) 0.0329(7) Uani d . . . 1 . .
F F53 1.15135(13) 0.49373(13) 0.40284(9) 0.0398(4) Uani d . . . 1 . .
C C53 1.0487(2) 0.5654(2) 0.40171(16) 0.0327(6) Uani d . . . 1 . .
F F54 1.02573(14) 0.53041(13) 0.28054(9) 0.0426(4) Uani d . . . 1 . .
C C54 0.9866(2) 0.5834(2) 0.34014(16) 0.0344(7) Uani d . . . 1 . .
F F55 0.81842(15) 0.67450(15) 0.27980(9) 0.0486(5) Uani d . . . 1 . .
C C55 0.8814(3) 0.6558(2) 0.33997(16) 0.0368(7) Uani d . . . 1 . .
F F56 0.74128(14) 0.78081(13) 0.39582(9) 0.0445(4) Uani d . . . 1 . .
C C56 0.8433(2) 0.7085(2) 0.40153(16) 0.0336(6) Uani d . . . 1 . .
C C61 0.8477(3) 0.8822(2) 0.49108(16) 0.0378(7) Uani d . . . 1 . .
F F62 1.04624(15) 0.82753(14) 0.46401(10) 0.0495(5) Uani d . . . 1 . .
C C62 0.9467(3) 0.9033(2) 0.45741(17) 0.0423(8) Uani d . . . 1 . .
F F63 1.05218(19) 1.00755(16) 0.38258(11) 0.0663(6) Uani d . . . 1 . .
C C63 0.9515(3) 0.9959(3) 0.41493(18) 0.0508(9) Uani d . . . 1 . .
F F64 0.8577(2) 1.16710(14) 0.36340(12) 0.0737(7) Uani d . . . 1 . .
C C64 0.8546(4) 1.0761(3) 0.40564(19) 0.0546(10) Uani d . . . 1 . .
F F65 0.6576(2) 1.14064(14) 0.43049(12) 0.0664(6) Uani d . . . 1 . .
C C65 0.7529(3) 1.0625(2) 0.43886(19) 0.0509(9) Uani d . . . 1 . .
F F66 0.64957(15) 0.95883(13) 0.51072(10) 0.0482(5) Uani d . . . 1 . .
C C66 0.7529(3) 0.9668(2) 0.48061(17) 0.0428(8) Uani d . . . 1 . .
C C71 0.6355(2) 0.4900(2) 0.53973(14) 0.0291(6) Uani d . . . 1 . .
C C72 0.6784(2) 0.3881(2) 0.52856(16) 0.0319(6) Uani d . . . 1 . .
C C73 0.7039(3) 0.3738(2) 0.45125(17) 0.0394(7) Uani d . . . 1 . .
H H73 0.7334 0.3061 0.4398 0.047 Uiso calc U . R 1 . .
C C74 0.6873(3) 0.4555(3) 0.39133(17) 0.0453(8) Uani d . . . 1 . .
H H74 0.7072 0.4431 0.3393 0.054 Uiso calc U . R 1 . .
C C75 0.6421(3) 0.5558(3) 0.40500(17) 0.0395(7) Uani d . . . 1 . .
H H75 0.6299 0.611 0.3625 0.047 Uiso calc U . R 1 . .
C C76 0.6146(2) 0.5754(2) 0.48065(15) 0.0310(6) Uani d . . . 1 . .
C C77 0.6988(3) 0.3013(2) 0.59590(18) 0.0430(8) Uani d . . . 1 . .
H H77A 0.7585 0.304 0.6247 0.065 Uiso calc U . R 1 . .
H H77B 0.7219 0.236 0.5766 0.065 Uiso calc U . R 1 . .
H H77C 0.6294 0.3071 0.6304 0.065 Uiso calc U . R 1 . .
C C78 0.5666(3) 0.6817(2) 0.49917(18) 0.0417(7) Uani d . . . 1 . .
H H78A 0.5461 0.7305 0.4513 0.063 Uiso calc U . R 1 . .
H H78B 0.6228 0.6985 0.5226 0.063 Uiso calc U . R 1 . .
H H78C 0.4993 0.6856 0.5357 0.063 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
P1 C1 . 1.808(3) ?
P1 C3 . 1.815(3) ?
P1 C11 . 1.821(3) ?
P1 H1 . 1.30(3) ?
N1 C5 . 1.157(3) ?
N1 C71 . 1.401(3) ?
C1 C2 . 1.544(4) ?
C1 H1A . 0.99 ?
C1 H1B . 0.99 ?
C2 B1 . 1.631(4) ?
C2 H2A . 0.99 ?
C2 H2B . 0.99 ?
C3 C4 . 1.553(4) ?
C3 H3A . 0.99 ?
C3 H3B . 0.99 ?
C4 B2 . 1.612(5) ?
C4 H4A . 0.99 ?
C4 H4B . 0.99 ?
C5 B1 . 1.601(4) ?
C11 C16 . 1.417(4) ?
C11 C12 . 1.429(4) ?
C12 C13 . 1.389(4) ?
C12 C17 . 1.552(4) ?
C13 C14 . 1.388(4) ?
C13 H13 . 0.95 ?
C14 C15 . 1.392(4) ?
C14 C21 . 1.535(4) ?
C15 C16 . 1.402(4) ?
C15 H15 . 0.95 ?
C16 C25 . 1.545(4) ?
C17 C18 . 1.535(4) ?
C17 C19 . 1.541(4) ?
C17 C20 . 1.541(4) ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C20 H20A . 0.98 ?
C20 H20B . 0.98 ?
C20 H20C . 0.98 ?
C21 C24 . 1.533(4) ?
C21 C22 . 1.533(4) ?
C21 C23 . 1.536(4) ?
C22 H22A . 0.98 ?
C22 H22B . 0.98 ?
C22 H22C . 0.98 ?
C23 H23A . 0.98 ?
C23 H23B . 0.98 ?
C23 H23C . 0.98 ?
C24 H24A . 0.98 ?
C24 H24B . 0.98 ?
C24 H24C . 0.98 ?
C25 C26 . 1.542(5) ?
C25 C27 . 1.552(5) ?
C25 C28 . 1.568(4) ?
C26 H26A . 0.98 ?
C26 H26B . 0.98 ?
C26 H26C . 0.98 ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
B1 C41 . 1.629(4) ?
B1 C31 . 1.636(4) ?
C31 C36 . 1.385(4) ?
C31 C32 . 1.394(4) ?
F32 C32 . 1.356(3) ?
C32 C33 . 1.376(4) ?
F33 C33 . 1.344(3) ?
C33 C34 . 1.372(4) ?
F34 C34 . 1.341(3) ?
C34 C35 . 1.376(4) ?
F35 C35 . 1.341(3) ?
C35 C36 . 1.393(4) ?
F36 C36 . 1.349(3) ?
C41 C42 . 1.387(4) ?
C41 C46 . 1.393(4) ?
F42 C42 . 1.359(3) ?
C42 C43 . 1.376(4) ?
F43 C43 . 1.340(3) ?
C43 C44 . 1.377(4) ?
F44 C44 . 1.341(4) ?
C44 C45 . 1.374(4) ?
F45 C45 . 1.350(3) ?
C45 C46 . 1.364(4) ?
F46 C46 . 1.358(3) ?
B2 C61 . 1.642(4) ?
B2 C51 . 1.656(4) ?
B2 H2 . 1.22(3) ?
C51 C56 . 1.386(4) ?
C51 C52 . 1.393(4) ?
F52 C52 . 1.353(3) ?
C52 C53 . 1.382(4) ?
F53 C53 . 1.355(3) ?
C53 C54 . 1.364(4) ?
F54 C54 . 1.351(3) ?
C54 C55 . 1.383(4) ?
F55 C55 . 1.349(3) ?
C55 C56 . 1.378(4) ?
F56 C56 . 1.355(3) ?
C61 C66 . 1.385(5) ?
C61 C62 . 1.394(4) ?
F62 C62 . 1.356(4) ?
C62 C63 . 1.374(4) ?
F63 C63 . 1.358(4) ?
C63 C64 . 1.367(5) ?
F64 C64 . 1.347(4) ?
C64 C65 . 1.383(5) ?
F65 C65 . 1.338(4) ?
C65 C66 . 1.390(4) ?
F66 C66 . 1.361(4) ?
C71 C72 . 1.396(4) ?
C71 C76 . 1.396(4) ?
C72 C73 . 1.394(4) ?
C72 C77 . 1.500(4) ?
C73 C74 . 1.372(4) ?
C73 H73 . 0.95 ?
C74 C75 . 1.390(5) ?
C74 H74 . 0.95 ?
C75 C76 . 1.388(4) ?
C75 H75 . 0.95 ?
C76 C78 . 1.497(4) ?
C77 H77A . 0.98 ?
C77 H77B . 0.98 ?
C77 H77C . 0.98 ?
C78 H78A . 0.98 ?
C78 H78B . 0.98 ?
C78 H78C . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 P1 C3 . . 113.71(13) ?
C1 P1 C11 . . 107.05(12) ?
C3 P1 C11 . . 121.35(13) ?
C1 P1 H1 . . 104.7(11) ?
C3 P1 H1 . . 106.3(11) ?
C11 P1 H1 . . 101.8(11) ?
C5 N1 C71 . . 177.2(3) ?
C2 C1 P1 . . 113.50(19) ?
C2 C1 H1A . . 108.9 ?
P1 C1 H1A . . 108.9 ?
C2 C1 H1B . . 108.9 ?
P1 C1 H1B . . 108.9 ?
H1A C1 H1B . . 107.7 ?
C1 C2 B1 . . 110.4(2) ?
C1 C2 H2A . . 109.6 ?
B1 C2 H2A . . 109.6 ?
C1 C2 H2B . . 109.6 ?
B1 C2 H2B . . 109.6 ?
H2A C2 H2B . . 108.1 ?
C4 C3 P1 . . 113.60(19) ?
C4 C3 H3A . . 108.8 ?
P1 C3 H3A . . 108.8 ?
C4 C3 H3B . . 108.8 ?
P1 C3 H3B . . 108.8 ?
H3A C3 H3B . . 107.7 ?
C3 C4 B2 . . 114.5(3) ?
C3 C4 H4A . . 108.6 ?
B2 C4 H4A . . 108.6 ?
C3 C4 H4B . . 108.6 ?
B2 C4 H4B . . 108.6 ?
H4A C4 H4B . . 107.6 ?
N1 C5 B1 . . 168.9(3) ?
C16 C11 C12 . . 120.0(2) ?
C16 C11 P1 . . 115.5(2) ?
C12 C11 P1 . . 121.0(2) ?
C13 C12 C11 . . 117.2(3) ?
C13 C12 C17 . . 117.7(3) ?
C11 C12 C17 . . 124.5(2) ?
C14 C13 C12 . . 123.5(3) ?
C14 C13 H13 . . 118.3 ?
C12 C13 H13 . . 118.3 ?
C13 C14 C15 . . 116.8(3) ?
C13 C14 C21 . . 122.9(3) ?
C15 C14 C21 . . 120.3(3) ?
C14 C15 C16 . . 123.1(3) ?
C14 C15 H15 . . 118.4 ?
C16 C15 H15 . . 118.4 ?
C15 C16 C11 . . 117.1(3) ?
C15 C16 C25 . . 116.9(3) ?
C11 C16 C25 . . 126.0(2) ?
C18 C17 C19 . . 104.9(3) ?
C18 C17 C20 . . 106.2(2) ?
C19 C17 C20 . . 110.6(2) ?
C18 C17 C12 . . 112.1(2) ?
C19 C17 C12 . . 115.0(2) ?
C20 C17 C12 . . 107.6(2) ?
C17 C18 H18A . . 109.5 ?
C17 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C17 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C17 C19 H19A . . 109.5 ?
C17 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C17 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C17 C20 H20A . . 109.5 ?
C17 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
C17 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
C24 C21 C22 . . 108.3(2) ?
C24 C21 C14 . . 109.1(2) ?
C22 C21 C14 . . 112.3(2) ?
C24 C21 C23 . . 110.0(3) ?
C22 C21 C23 . . 108.3(2) ?
C14 C21 C23 . . 108.7(2) ?
C21 C22 H22A . . 109.5 ?
C21 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
C21 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
C21 C23 H23A . . 109.5 ?
C21 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
C21 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
C21 C24 H24A . . 109.5 ?
C21 C24 H24B . . 109.5 ?
H24A C24 H24B . . 109.5 ?
C21 C24 H24C . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
C26 C25 C16 . . 112.8(2) ?
C26 C25 C27 . . 111.5(3) ?
C16 C25 C27 . . 112.5(3) ?
C26 C25 C28 . . 106.0(3) ?
C16 C25 C28 . . 109.3(2) ?
C27 C25 C28 . . 104.1(3) ?
C25 C26 H26A . . 109.5 ?
C25 C26 H26B . . 109.5 ?
H26A C26 H26B . . 109.5 ?
C25 C26 H26C . . 109.5 ?
H26A C26 H26C . . 109.5 ?
H26B C26 H26C . . 109.5 ?
C25 C27 H27A . . 109.5 ?
C25 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C25 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C25 C28 H28A . . 109.5 ?
C25 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C25 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C5 B1 C41 . . 112.6(2) ?
C5 B1 C2 . . 104.0(2) ?
C41 B1 C2 . . 109.2(2) ?
C5 B1 C31 . . 102.8(2) ?
C41 B1 C31 . . 109.4(2) ?
C2 B1 C31 . . 118.6(2) ?
C36 C31 C32 . . 114.3(2) ?
C36 C31 B1 . . 127.0(2) ?
C32 C31 B1 . . 118.8(2) ?
F32 C32 C33 . . 116.7(2) ?
F32 C32 C31 . . 118.6(2) ?
C33 C32 C31 . . 124.7(2) ?
F33 C33 C34 . . 120.5(2) ?
F33 C33 C32 . . 120.8(3) ?
C34 C33 C32 . . 118.6(3) ?
F34 C34 C33 . . 119.9(3) ?
F34 C34 C35 . . 120.3(3) ?
C33 C34 C35 . . 119.8(2) ?
F35 C35 C34 . . 120.0(2) ?
F35 C35 C36 . . 120.2(3) ?
C34 C35 C36 . . 119.7(3) ?
F36 C36 C31 . . 120.8(2) ?
F36 C36 C35 . . 116.4(2) ?
C31 C36 C35 . . 122.8(3) ?
C42 C41 C46 . . 113.8(3) ?
C42 C41 B1 . . 127.3(2) ?
C46 C41 B1 . . 118.7(2) ?
F42 C42 C43 . . 116.9(2) ?
F42 C42 C41 . . 119.3(2) ?
C43 C42 C41 . . 123.8(2) ?
F43 C43 C42 . . 120.6(3) ?
F43 C43 C44 . . 119.8(3) ?
C42 C43 C44 . . 119.6(3) ?
F44 C44 C45 . . 120.3(3) ?
F44 C44 C43 . . 120.8(3) ?
C45 C44 C43 . . 118.9(3) ?
F45 C45 C46 . . 120.6(3) ?
F45 C45 C44 . . 119.7(3) ?
C46 C45 C44 . . 119.7(3) ?
F46 C46 C45 . . 116.8(2) ?
F46 C46 C41 . . 119.0(2) ?
C45 C46 C41 . . 124.1(3) ?
C4 B2 C61 . . 111.3(2) ?
C4 B2 C51 . . 116.0(3) ?
C61 B2 C51 . . 104.7(2) ?
C4 B2 H2 . . 110.7(13) ?
C61 B2 H2 . . 104.8(13) ?
C51 B2 H2 . . 108.7(12) ?
C56 C51 C52 . . 112.9(2) ?
C56 C51 B2 . . 120.1(3) ?
C52 C51 B2 . . 126.8(3) ?
F52 C52 C53 . . 115.6(3) ?
F52 C52 C51 . . 120.4(2) ?
C53 C52 C51 . . 124.1(3) ?
F53 C53 C54 . . 119.4(2) ?
F53 C53 C52 . . 120.5(3) ?
C54 C53 C52 . . 120.0(3) ?
F54 C54 C53 . . 121.0(3) ?
F54 C54 C55 . . 120.0(3) ?
C53 C54 C55 . . 119.0(2) ?
F55 C55 C56 . . 121.1(3) ?
F55 C55 C54 . . 120.0(2) ?
C56 C55 C54 . . 118.9(3) ?
F56 C56 C55 . . 115.4(3) ?
F56 C56 C51 . . 119.5(2) ?
C55 C56 C51 . . 125.1(3) ?
C66 C61 C62 . . 112.8(3) ?
C66 C61 B2 . . 125.8(3) ?
C62 C61 B2 . . 121.4(3) ?
F62 C62 C63 . . 116.2(3) ?
F62 C62 C61 . . 119.1(3) ?
C63 C62 C61 . . 124.6(3) ?
F63 C63 C64 . . 120.4(3) ?
F63 C63 C62 . . 119.9(3) ?
C64 C63 C62 . . 119.7(3) ?
F64 C64 C63 . . 120.4(3) ?
F64 C64 C65 . . 120.1(4) ?
C63 C64 C65 . . 119.5(3) ?
F65 C65 C64 . . 119.9(3) ?
F65 C65 C66 . . 121.7(3) ?
C64 C65 C66 . . 118.4(3) ?
F66 C66 C61 . . 119.9(3) ?
F66 C66 C65 . . 115.1(3) ?
C61 C66 C65 . . 125.0(3) ?
C72 C71 C76 . . 125.4(2) ?
C72 C71 N1 . . 117.4(2) ?
C76 C71 N1 . . 117.3(2) ?
C73 C72 C71 . . 115.3(3) ?
C73 C72 C77 . . 123.1(3) ?
C71 C72 C77 . . 121.6(2) ?
C74 C73 C72 . . 121.3(3) ?
C74 C73 H73 . . 119.3 ?
C72 C73 H73 . . 119.3 ?
C73 C74 C75 . . 121.5(3) ?
C73 C74 H74 . . 119.3 ?
C75 C74 H74 . . 119.3 ?
C76 C75 C74 . . 120.1(3) ?
C76 C75 H75 . . 120.0 ?
C74 C75 H75 . . 120.0 ?
C75 C76 C71 . . 116.4(3) ?
C75 C76 C78 . . 122.6(3) ?
C71 C76 C78 . . 121.0(2) ?
C72 C77 H77A . . 109.5 ?
C72 C77 H77B . . 109.5 ?
H77A C77 H77B . . 109.5 ?
C72 C77 H77C . . 109.5 ?
H77A C77 H77C . . 109.5 ?
H77B C77 H77C . . 109.5 ?
C76 C78 H78A . . 109.5 ?
C76 C78 H78B . . 109.5 ?
H78A C78 H78B . . 109.5 ?
C76 C78 H78C . . 109.5 ?
H78A C78 H78C . . 109.5 ?
H78B C78 H78C . . 109.5 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C3 P1 C1 C2 . . . . -173.08(19) ?
C11 P1 C1 C2 . . . . 50.1(2) ?
P1 C1 C2 B1 . . . . -170.11(18) ?
C1 P1 C3 C4 . . . . 35.2(3) ?
C11 P1 C3 C4 . . . . 165.2(2) ?
P1 C3 C4 B2 . . . . 62.5(3) ?
C1 P1 C11 C16 . . . . -101.3(2) ?
C3 P1 C11 C16 . . . . 125.9(2) ?
C1 P1 C11 C12 . . . . 57.6(2) ?
C3 P1 C11 C12 . . . . -75.2(3) ?
C16 C11 C12 C13 . . . . 15.1(4) ?
P1 C11 C12 C13 . . . . -142.9(2) ?
C16 C11 C12 C17 . . . . -156.1(2) ?
P1 C11 C12 C17 . . . . 45.9(3) ?
C11 C12 C13 C14 . . . . -2.5(4) ?
C17 C12 C13 C14 . . . . 169.2(2) ?
C12 C13 C14 C15 . . . . -9.2(4) ?
C12 C13 C14 C21 . . . . 174.7(2) ?
C13 C14 C15 C16 . . . . 9.0(4) ?
C21 C14 C15 C16 . . . . -174.8(2) ?
C14 C15 C16 C11 . . . . 3.0(4) ?
C14 C15 C16 C25 . . . . -173.5(2) ?
C12 C11 C16 C15 . . . . -15.2(4) ?
P1 C11 C16 C15 . . . . 143.9(2) ?
C12 C11 C16 C25 . . . . 160.9(3) ?
P1 C11 C16 C25 . . . . -40.0(3) ?
C13 C12 C17 C18 . . . . -1.8(3) ?
C11 C12 C17 C18 . . . . 169.3(2) ?
C13 C12 C17 C19 . . . . 118.0(3) ?
C11 C12 C17 C19 . . . . -70.9(3) ?
C13 C12 C17 C20 . . . . -118.2(3) ?
C11 C12 C17 C20 . . . . 52.9(3) ?
C13 C14 C21 C24 . . . . 113.2(3) ?
C15 C14 C21 C24 . . . . -62.8(3) ?
C13 C14 C21 C22 . . . . -6.9(4) ?
C15 C14 C21 C22 . . . . 177.1(2) ?
C13 C14 C21 C23 . . . . -126.8(3) ?
C15 C14 C21 C23 . . . . 57.2(3) ?
C15 C16 C25 C26 . . . . -85.5(3) ?
C11 C16 C25 C26 . . . . 98.4(3) ?
C15 C16 C25 C27 . . . . 147.3(2) ?
C11 C16 C25 C27 . . . . -28.9(4) ?
C15 C16 C25 C28 . . . . 32.1(4) ?
C11 C16 C25 C28 . . . . -144.0(3) ?
N1 C5 B1 C41 . . . . -175.7(12) ?
N1 C5 B1 C2 . . . . -57.5(14) ?
N1 C5 B1 C31 . . . . 66.8(14) ?
C1 C2 B1 C5 . . . . -64.3(3) ?
C1 C2 B1 C41 . . . . 56.1(3) ?
C1 C2 B1 C31 . . . . -177.7(2) ?
C5 B1 C31 C36 . . . . -119.6(3) ?
C41 B1 C31 C36 . . . . 120.6(3) ?
C2 B1 C31 C36 . . . . -5.5(4) ?
C5 B1 C31 C32 . . . . 60.9(3) ?
C41 B1 C31 C32 . . . . -58.9(3) ?
C2 B1 C31 C32 . . . . 175.0(2) ?
C36 C31 C32 F32 . . . . 177.1(2) ?
B1 C31 C32 F32 . . . . -3.3(3) ?
C36 C31 C32 C33 . . . . -2.1(4) ?
B1 C31 C32 C33 . . . . 177.5(2) ?
F32 C32 C33 F33 . . . . 4.0(4) ?
C31 C32 C33 F33 . . . . -176.8(2) ?
F32 C32 C33 C34 . . . . -177.9(2) ?
C31 C32 C33 C34 . . . . 1.3(4) ?
F33 C33 C34 F34 . . . . -1.7(4) ?
C32 C33 C34 F34 . . . . -179.8(2) ?
F33 C33 C34 C35 . . . . 179.2(2) ?
C32 C33 C34 C35 . . . . 1.0(4) ?
F34 C34 C35 F35 . . . . -0.5(4) ?
C33 C34 C35 F35 . . . . 178.6(2) ?
F34 C34 C35 C36 . . . . 178.4(2) ?
C33 C34 C35 C36 . . . . -2.4(4) ?
C32 C31 C36 F36 . . . . -179.1(2) ?
B1 C31 C36 F36 . . . . 1.4(4) ?
C32 C31 C36 C35 . . . . 0.6(4) ?
B1 C31 C36 C35 . . . . -179.0(3) ?
F35 C35 C36 F36 . . . . 0.2(4) ?
C34 C35 C36 F36 . . . . -178.7(2) ?
F35 C35 C36 C31 . . . . -179.4(2) ?
C34 C35 C36 C31 . . . . 1.6(4) ?
C5 B1 C41 C42 . . . . 8.2(4) ?
C2 B1 C41 C42 . . . . -106.8(3) ?
C31 B1 C41 C42 . . . . 121.8(3) ?
C5 B1 C41 C46 . . . . -177.5(2) ?
C2 B1 C41 C46 . . . . 67.5(3) ?
C31 B1 C41 C46 . . . . -63.9(3) ?
C46 C41 C42 F42 . . . . 179.5(2) ?
B1 C41 C42 F42 . . . . -6.0(4) ?
C46 C41 C42 C43 . . . . -0.4(4) ?
B1 C41 C42 C43 . . . . 174.1(3) ?
F42 C42 C43 F43 . . . . 1.7(4) ?
C41 C42 C43 F43 . . . . -178.4(3) ?
F42 C42 C43 C44 . . . . 179.8(3) ?
C41 C42 C43 C44 . . . . -0.3(4) ?
F43 C43 C44 F44 . . . . -0.4(4) ?
C42 C43 C44 F44 . . . . -178.6(3) ?
F43 C43 C44 C45 . . . . 178.9(3) ?
C42 C43 C44 C45 . . . . 0.7(4) ?
F44 C44 C45 F45 . . . . 0.3(4) ?
C43 C44 C45 F45 . . . . -179.0(3) ?
F44 C44 C45 C46 . . . . 178.8(2) ?
C43 C44 C45 C46 . . . . -0.5(4) ?
F45 C45 C46 F46 . . . . -0.7(4) ?
C44 C45 C46 F46 . . . . -179.3(2) ?
F45 C45 C46 C41 . . . . 178.3(2) ?
C44 C45 C46 C41 . . . . -0.3(4) ?
C42 C41 C46 F46 . . . . 179.7(2) ?
B1 C41 C46 F46 . . . . 4.6(3) ?
C42 C41 C46 C45 . . . . 0.7(4) ?
B1 C41 C46 C45 . . . . -174.4(2) ?
C3 C4 B2 C61 . . . . 60.8(3) ?
C3 C4 B2 C51 . . . . -179.6(2) ?
C4 B2 C51 C56 . . . . 171.2(2) ?
C61 B2 C51 C56 . . . . -65.8(3) ?
C4 B2 C51 C52 . . . . -12.8(4) ?
C61 B2 C51 C52 . . . . 110.3(3) ?
C56 C51 C52 F52 . . . . 179.7(2) ?
B2 C51 C52 F52 . . . . 3.4(4) ?
C56 C51 C52 C53 . . . . -0.2(4) ?
B2 C51 C52 C53 . . . . -176.5(3) ?
F52 C52 C53 F53 . . . . 0.5(4) ?
C51 C52 C53 F53 . . . . -179.6(2) ?
F52 C52 C53 C54 . . . . -179.8(2) ?
C51 C52 C53 C54 . . . . 0.1(4) ?
F53 C53 C54 F54 . . . . 0.4(4) ?
C52 C53 C54 F54 . . . . -179.3(2) ?
F53 C53 C54 C55 . . . . 179.3(2) ?
C52 C53 C54 C55 . . . . -0.5(4) ?
F54 C54 C55 F55 . . . . -0.9(4) ?
C53 C54 C55 F55 . . . . -179.7(2) ?
F54 C54 C55 C56 . . . . 179.8(2) ?
C53 C54 C55 C56 . . . . 0.9(4) ?
F55 C55 C56 F56 . . . . -1.7(4) ?
C54 C55 C56 F56 . . . . 177.6(2) ?
F55 C55 C56 C51 . . . . 179.5(3) ?
C54 C55 C56 C51 . . . . -1.1(4) ?
C52 C51 C56 F56 . . . . -178.0(2) ?
B2 C51 C56 F56 . . . . -1.4(4) ?
C52 C51 C56 C55 . . . . 0.7(4) ?
B2 C51 C56 C55 . . . . 177.3(3) ?
C4 B2 C61 C66 . . . . -115.9(3) ?
C51 B2 C61 C66 . . . . 118.1(3) ?
C4 B2 C61 C62 . . . . 67.2(3) ?
C51 B2 C61 C62 . . . . -58.8(3) ?
C66 C61 C62 F62 . . . . 179.2(2) ?
B2 C61 C62 F62 . . . . -3.5(4) ?
C66 C61 C62 C63 . . . . -3.0(4) ?
B2 C61 C62 C63 . . . . 174.3(3) ?
F62 C62 C63 F63 . . . . -0.1(4) ?
C61 C62 C63 F63 . . . . -178.0(3) ?
F62 C62 C63 C64 . . . . 180.0(3) ?
C61 C62 C63 C64 . . . . 2.1(5) ?
F63 C63 C64 F64 . . . . 0.9(5) ?
C62 C63 C64 F64 . . . . -179.2(3) ?
F63 C63 C64 C65 . . . . 179.8(3) ?
C62 C63 C64 C65 . . . . -0.3(5) ?
F64 C64 C65 F65 . . . . -1.5(5) ?
C63 C64 C65 F65 . . . . 179.6(3) ?
F64 C64 C65 C66 . . . . 178.6(3) ?
C63 C64 C65 C66 . . . . -0.3(5) ?
C62 C61 C66 F66 . . . . -179.4(2) ?
B2 C61 C66 F66 . . . . 3.4(4) ?
C62 C61 C66 C65 . . . . 2.3(4) ?
B2 C61 C66 C65 . . . . -174.8(3) ?
F65 C65 C66 F66 . . . . 0.9(4) ?
C64 C65 C66 F66 . . . . -179.2(3) ?
F65 C65 C66 C61 . . . . 179.3(3) ?
C64 C65 C66 C61 . . . . -0.8(5) ?
C76 C71 C72 C73 . . . . 1.7(4) ?
N1 C71 C72 C73 . . . . -177.3(2) ?
C76 C71 C72 C77 . . . . 179.6(3) ?
N1 C71 C72 C77 . . . . 0.6(4) ?
C71 C72 C73 C74 . . . . 0.0(4) ?
C77 C72 C73 C74 . . . . -177.8(3) ?
C72 C73 C74 C75 . . . . -1.5(5) ?
C73 C74 C75 C76 . . . . 1.3(5) ?
C74 C75 C76 C71 . . . . 0.3(4) ?
C74 C75 C76 C78 . . . . 179.5(3) ?
C72 C71 C76 C75 . . . . -1.8(4) ?
N1 C71 C76 C75 . . . . 177.2(2) ?
C72 C71 C76 C78 . . . . 179.0(3) ?
N1 C71 C76 C78 . . . . -2.0(4) ?

####################################################################### 
# 
# 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_erk8309
_database_code_depnum_ccdc_archive 'CCDC 1537871'
_audit_update_record             
;
2017-03-14 deposited with the CCDC.
2017-04-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C55 H46 B2 Cl4 F20 N O P'
_chemical_formula_weight         1311.32

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'
O O 0.0106 0.0060 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   11.9911(2)
_cell_length_b                   12.2241(2)
_cell_length_c                   20.5637(4)
_cell_angle_alpha                85.022(1)
_cell_angle_beta                 80.922(1)
_cell_angle_gamma                72.511(1)
_cell_volume                     2836.41(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    6797
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      28.28

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.535
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1328
_exptl_absorpt_coefficient_mu    0.344
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9407
_exptl_absorpt_correction_T_max  0.9864
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode Nonius FR591'
_diffrn_radiation_monochromator  'Montel mirror'
_diffrn_measurement_device_type  'Nonius KappaCCD APEXII'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            25959
_diffrn_reflns_av_R_equivalents  0.036
_diffrn_reflns_av_sigmaI/netI    0.0391
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         4.11
_diffrn_reflns_theta_max         25.00
_reflns_number_total             9787
_reflns_number_gt                7809
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius B.V., 1998)'
_computing_cell_refinement       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP (BrukerAXS, 2000)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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)+(0.0149P)²+6.2124P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         9787
_refine_ls_number_parameters     866
_refine_ls_number_restraints     350
_refine_ls_R_factor_all          0.0818
_refine_ls_R_factor_gt           0.0627
_refine_ls_wR_factor_ref         0.1358
_refine_ls_wR_factor_gt          0.1211
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_restrained_S_all      1.154
_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
P1 P -0.29379(8) 1.33810(7) 0.75031(4) 0.0285(2) Uani 1 1 d . . .
O1 O -0.3179(2) 1.1413(2) 0.71500(11) 0.0309(5) Uani 1 1 d . A .
N1 N -0.2984(2) 1.1374(2) 0.82366(13) 0.0265(6) Uani 1 1 d . . .
C1 C -0.4461(3) 1.3893(3) 0.73492(19) 0.0349(8) Uani 1 1 d . . .
H1A H -0.4978 1.3715 0.7737 0.042 Uiso 1 1 calc R . .
H1B H -0.4688 1.4728 0.7271 0.042 Uiso 1 1 calc R . .
C2 C -0.4616(3) 1.3318(3) 0.67430(19) 0.0393(9) Uani 1 1 d . A .
H2A H -0.4106 1.3523 0.6361 0.047 Uiso 1 1 calc R . .
H2B H -0.5434 1.3648 0.6657 0.047 Uiso 1 1 calc R . .
C3 C -0.2688(3) 1.3804(3) 0.82817(17) 0.0342(8) Uani 1 1 d . . .
H3A H -0.2190 1.4320 0.8187 0.041 Uiso 1 1 calc R . .
H3B H -0.3449 1.4240 0.8515 0.041 Uiso 1 1 calc R . .
C4 C -0.2104(3) 1.2811(3) 0.87416(17) 0.0304(7) Uani 1 1 d . . .
H4A H -0.2030 1.3127 0.9149 0.036 Uiso 1 1 calc R . .
H4B H -0.1306 1.2426 0.8530 0.036 Uiso 1 1 calc R . .
C5 C -0.3007(3) 1.1876(3) 0.76492(17) 0.0270(7) Uani 1 1 d . . .
C11 C -0.2085(3) 1.3653(3) 0.67161(17) 0.0318(8) Uani 1 1 d . . .
C12 C -0.1194(3) 1.2761(3) 0.63738(18) 0.0336(8) Uani 1 1 d . . .
C13 C -0.1108(3) 1.2790(3) 0.56883(19) 0.0412(9) Uani 1 1 d . . .
H13 H -0.0563 1.2173 0.5461 0.049 Uiso 1 1 calc R . .
C14 C -0.1779(4) 1.3675(4) 0.53259(19) 0.0441(10) Uani 1 1 d . . .
C15 C -0.2445(4) 1.4629(4) 0.5668(2) 0.0437(9) Uani 1 1 d . . .
H15 H -0.2810 1.5289 0.5423 0.052 Uiso 1 1 calc R . .
C16 C -0.2613(3) 1.4686(3) 0.63500(18) 0.0353(8) Uani 1 1 d . . .
C17 C -0.0160(3) 1.1871(3) 0.66647(18) 0.0356(8) Uani 1 1 d . . .
C18 C 0.0951(4) 1.2246(4) 0.6381(2) 0.0508(11) Uani 1 1 d . . .
H18A H 0.1640 1.1712 0.6541 0.076 Uiso 1 1 calc R . .
H18B H 0.0855 1.3011 0.6521 0.076 Uiso 1 1 calc R . .
H18C H 0.1054 1.2250 0.5904 0.076 Uiso 1 1 calc R . .
C19 C 0.0017(4) 1.0640(3) 0.6476(2) 0.0469(10) Uani 1 1 d . . .
H19A H -0.0645 1.0381 0.6689 0.070 Uiso 1 1 calc R . .
H19B H 0.0741 1.0142 0.6618 0.070 Uiso 1 1 calc R . .
H19C H 0.0068 1.0618 0.6002 0.070 Uiso 1 1 calc R . .
C20 C -0.0253(3) 1.1883(3) 0.74077(18) 0.0394(9) Uani 1 1 d . . .
H20A H 0.0476 1.1395 0.7550 0.059 Uiso 1 1 calc R . .
H20B H -0.0905 1.1600 0.7612 0.059 Uiso 1 1 calc R . .
H20C H -0.0389 1.2662 0.7537 0.059 Uiso 1 1 calc R . .
C21 C -0.1739(4) 1.3648(4) 0.4578(2) 0.0575(12) Uani 1 1 d . . .
C22 C -0.2990(6) 1.3810(8) 0.4438(3) 0.111(3) Uani 1 1 d . . .
H22A H -0.3274 1.3187 0.4653 0.167 Uiso 1 1 calc R . .
H22B H -0.2990 1.3812 0.3966 0.167 Uiso 1 1 calc R . .
H22C H -0.3502 1.4535 0.4606 0.167 Uiso 1 1 calc R . .
C23 C -0.0908(7) 1.2541(6) 0.4300(3) 0.108(3) Uani 1 1 d . . .
H23A H -0.1177 1.1899 0.4498 0.162 Uiso 1 1 calc R . .
H23B H -0.0119 1.2449 0.4398 0.162 Uiso 1 1 calc R . .
H23C H -0.0897 1.2568 0.3826 0.162 Uiso 1 1 calc R . .
C24 C -0.1310(7) 1.4651(6) 0.4244(3) 0.099(2) Uani 1 1 d . . .
H24A H -0.1248 1.4621 0.3769 0.149 Uiso 1 1 calc R . .
H24B H -0.0542 1.4593 0.4363 0.149 Uiso 1 1 calc R . .
H24C H -0.1868 1.5372 0.4388 0.149 Uiso 1 1 calc R . .
C25 C -0.3221(3) 1.5920(3) 0.6603(2) 0.0406(9) Uani 1 1 d . . .
C26 C -0.2422(4) 1.6664(4) 0.6264(2) 0.0564(12) Uani 1 1 d . . .
H26A H -0.1639 1.6358 0.6392 0.085 Uiso 1 1 calc R . .
H26B H -0.2762 1.7449 0.6399 0.085 Uiso 1 1 calc R . .
H26C H -0.2368 1.6646 0.5789 0.085 Uiso 1 1 calc R . .
C27 C -0.3279(4) 1.6072(3) 0.7337(2) 0.0471(10) Uani 1 1 d . . .
H27A H -0.2498 1.5745 0.7466 0.071 Uiso 1 1 calc R . .
H27B H -0.3816 1.5684 0.7587 0.071 Uiso 1 1 calc R . .
H27C H -0.3558 1.6883 0.7425 0.071 Uiso 1 1 calc R . .
C28 C -0.4465(4) 1.6431(4) 0.6401(2) 0.0527(11) Uani 1 1 d . . .
H28A H -0.4788 1.7216 0.6538 0.079 Uiso 1 1 calc R . .
H28B H -0.4973 1.5979 0.6612 0.079 Uiso 1 1 calc R . .
H28C H -0.4415 1.6418 0.5926 0.079 Uiso 1 1 calc R . .
B1 B -0.4331(4) 1.1940(4) 0.6790(2) 0.0358(9) Uani 1 1 d D . .
C31 C -0.4101(12) 1.1512(16) 0.6040(6) 0.038(3) Uani 0.600(16) 1 d PDU A 1
C32 C -0.3068(10) 1.0775(11) 0.5749(5) 0.049(3) Uani 0.600(16) 1 d PDU A 1
F32 F -0.2208(9) 1.0045(9) 0.6141(6) 0.076(3) Uani 0.600(16) 1 d PDU A 1
C33 C -0.3035(11) 1.0454(12) 0.5122(5) 0.067(3) Uani 0.600(16) 1 d PDU A 1
F33 F -0.2017(9) 0.9715(10) 0.4833(5) 0.094(3) Uani 0.600(16) 1 d PDU A 1
C34 C -0.3977(11) 1.0791(11) 0.4773(5) 0.060(3) Uani 0.600(16) 1 d PDU A 1
F34 F -0.3498(10) 1.0065(9) 0.4189(4) 0.089(3) Uani 0.600(16) 1 d PDU A 1
C35 C -0.5002(11) 1.1463(12) 0.5049(5) 0.053(3) Uani 0.600(16) 1 d PDU A 1
F35 F -0.6011(10) 1.1839(9) 0.4765(4) 0.076(3) Uani 0.600(16) 1 d PDU A 1
C36 C -0.5058(11) 1.1811(12) 0.5685(5) 0.040(3) Uani 0.600(16) 1 d PDU A 1
F36 F -0.6120(8) 1.2510(10) 0.5962(5) 0.055(2) Uani 0.600(16) 1 d PDU A 1
C31A C -0.3987(17) 1.127(2) 0.6089(8) 0.036(5) Uani 0.400(16) 1 d PDU A 2
C32A C -0.3033(13) 1.0416(15) 0.5814(7) 0.044(4) Uani 0.400(16) 1 d PDU A 2
F32A F -0.2032(12) 1.0380(14) 0.6065(10) 0.069(4) Uani 0.400(16) 1 d PDU A 2
C33A C -0.2784(11) 1.0011(14) 0.5182(6) 0.045(4) Uani 0.400(16) 1 d PDU A 2
F33A F -0.1759(10) 0.9142(12) 0.5034(6) 0.075(3) Uani 0.400(16) 1 d PDU A 2
C34A C -0.3585(13) 1.0382(14) 0.4773(7) 0.047(4) Uani 0.400(16) 1 d PDU A 2
F34A F -0.4016(14) 1.0541(12) 0.4141(5) 0.075(3) Uani 0.400(16) 1 d PDU A 2
C35A C -0.4565(15) 1.1232(17) 0.5016(8) 0.049(4) Uani 0.400(16) 1 d PDU A 2
F35A F -0.5437(13) 1.1571(10) 0.4610(6) 0.062(3) Uani 0.400(16) 1 d PDU A 2
C36A C -0.4719(18) 1.168(2) 0.5610(9) 0.056(6) Uani 0.400(16) 1 d PDU A 2
F36A F -0.5782(14) 1.2496(15) 0.5769(8) 0.060(4) Uani 0.400(16) 1 d PDU A 2
C41 C -0.5335(3) 1.1401(3) 0.72282(18) 0.0346(8) Uani 1 1 d . A .
F42 F -0.41226(19) 0.95131(19) 0.69946(12) 0.0484(6) Uani 1 1 d . A .
C42 C -0.5147(3) 1.0222(3) 0.72845(19) 0.0376(9) Uani 1 1 d . . .
F43 F -0.5674(2) 0.8543(2) 0.76858(15) 0.0627(7) Uani 1 1 d . . .
C43 C -0.5931(4) 0.9695(3) 0.7637(2) 0.0438(10) Uani 1 1 d . A .
F44 F -0.7731(2) 0.9855(2) 0.83305(14) 0.0646(7) Uani 1 1 d . A .
C44 C -0.6978(3) 1.0352(4) 0.7959(2) 0.0440(10) Uani 1 1 d . . .
F45 F -0.82531(19) 1.2186(2) 0.82195(13) 0.0532(6) Uani 1 1 d . . .
C45 C -0.7232(3) 1.1526(3) 0.79047(19) 0.0387(9) Uani 1 1 d . A .
F46 F -0.67584(19) 1.31801(18) 0.75269(12) 0.0477(6) Uani 1 1 d . A .
C46 C -0.6424(3) 1.2018(3) 0.75438(19) 0.0371(9) Uani 1 1 d . . .
B2 B -0.2821(3) 1.1872(3) 0.89268(19) 0.0292(8) Uani 1 1 d . . .
C51 C -0.2149(3) 1.0723(3) 0.93541(17) 0.0304(8) Uani 1 1 d . . .
F52 F -0.02634(19) 1.0584(2) 0.87421(12) 0.0525(6) Uani 1 1 d . . .
C52 C -0.0946(3) 1.0169(3) 0.92240(17) 0.0349(8) Uani 1 1 d . . .
F53 F 0.07967(19) 0.8692(2) 0.93823(12) 0.0557(6) Uani 1 1 d . . .
C53 C -0.0373(3) 0.9166(3) 0.95428(19) 0.0393(9) Uani 1 1 d . . .
F54 F -0.0447(2) 0.7673(2) 1.03370(13) 0.0647(7) Uani 1 1 d . . .
C54 C -0.0991(4) 0.8652(3) 1.0021(2) 0.0435(10) Uani 1 1 d . . .
F55 F -0.2836(2) 0.8650(2) 1.06259(13) 0.0610(7) Uani 1 1 d . . .
C55 C -0.2187(4) 0.9150(3) 1.01700(19) 0.0418(9) Uani 1 1 d . . .
F56 F -0.39067(18) 1.05500(19) 1.00239(11) 0.0472(6) Uani 1 1 d . . .
C56 C -0.2722(3) 1.0155(3) 0.98421(18) 0.0347(8) Uani 1 1 d . . .
C61 C -0.4096(3) 1.2574(3) 0.93447(17) 0.0301(7) Uani 1 1 d . . .
F62 F -0.53959(18) 1.25166(18) 0.85993(10) 0.0396(5) Uani 1 1 d . . .
C62 C -0.5222(3) 1.2889(3) 0.91679(17) 0.0322(8) Uani 1 1 d . . .
F63 F -0.72699(19) 1.3828(2) 0.93131(13) 0.0556(6) Uani 1 1 d . . .
C63 C -0.6220(3) 1.3564(3) 0.9532(2) 0.0378(9) Uani 1 1 d . . .
F64 F -0.7086(2) 1.4628(2) 1.04781(13) 0.0601(7) Uani 1 1 d . . .
C64 C -0.6134(3) 1.3960(3) 1.0115(2) 0.0407(9) Uani 1 1 d . . .
F65 F -0.4952(2) 1.4028(2) 1.09143(11) 0.0568(6) Uani 1 1 d . . .
C65 C -0.5049(3) 1.3667(3) 1.03313(18) 0.0391(9) Uani 1 1 d . . .
F66 F -0.30506(19) 1.2725(2) 1.02099(11) 0.0466(6) Uani 1 1 d . . .
C66 C -0.4078(3) 1.2993(3) 0.99517(18) 0.0351(8) Uani 1 1 d . . .
C71 C -0.3045(3) 1.0191(3) 0.82850(17) 0.0306(8) Uani 1 1 d . . .
C72 C -0.2054(3) 0.9350(3) 0.80152(19) 0.0388(9) Uani 1 1 d . . .
H72 H -0.1415 0.9557 0.7766 0.047 Uiso 1 1 calc R . .
C73 C -0.2015(4) 0.8205(3) 0.8116(2) 0.0512(11) Uani 1 1 d . . .
H73 H -0.1350 0.7631 0.7934 0.061 Uiso 1 1 calc R . .
C74 C -0.2955(4) 0.7910(3) 0.8485(2) 0.0512(11) Uani 1 1 d . . .
H74 H -0.2924 0.7133 0.8562 0.061 Uiso 1 1 calc R . .
C75 C -0.3934(4) 0.8750(3) 0.8741(2) 0.0475(10) Uani 1 1 d . . .
H75 H -0.4575 0.8543 0.8988 0.057 Uiso 1 1 calc R . .
C76 C -0.3991(3) 0.9900(3) 0.86407(19) 0.0390(9) Uani 1 1 d . . .
H76 H -0.4666 1.0472 0.8814 0.047 Uiso 1 1 calc R . .
C81 C -0.0354(6) 1.5314(5) 0.1372(4) 0.101(2) Uani 1 1 d U . .
H81A H -0.1213 1.5641 0.1411 0.121 Uiso 1 1 calc R . .
H81B H 0.0002 1.5905 0.1164 0.121 Uiso 1 1 calc R . .
Cl1 Cl 0.00462(15) 1.49637(13) 0.21559(10) 0.0986(6) Uani 1 1 d U . .
Cl2 Cl 0.00735(17) 1.41568(17) 0.08662(10) 0.1135(6) Uani 1 1 d U . .
C91 C 0.7837(5) 1.2802(5) 0.1856(3) 0.0816(17) Uani 1 1 d U . .
H91A H 0.7279 1.2420 0.1752 0.098 Uiso 1 1 calc R . .
H91B H 0.8390 1.2836 0.1455 0.098 Uiso 1 1 calc R . .
Cl3 Cl 0.8600(3) 1.2005(2) 0.24499(14) 0.1554(10) Uani 1 1 d U . .
Cl4 Cl 0.70732(17) 1.41734(15) 0.20790(13) 0.1288(8) Uani 1 1 d U . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 C1 1.814(3) . ?
P1 C3 1.819(4) . ?
P1 C11 1.834(4) . ?
P1 C5 1.863(3) . ?
O1 C5 1.286(4) . ?
O1 B1 1.604(4) . ?
N1 C5 1.307(4) . ?
N1 C71 1.465(4) . ?
N1 B2 1.652(5) . ?
C1 C2 1.545(5) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C2 B1 1.612(6) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C3 C4 1.535(5) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C4 B2 1.618(5) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C11 C12 1.421(5) . ?
C11 C16 1.438(5) . ?
C12 C13 1.395(5) . ?
C12 C17 1.546(5) . ?
C13 C14 1.378(6) . ?
C13 H13 0.9400 . ?
C14 C15 1.378(6) . ?
C14 C21 1.533(6) . ?
C15 C16 1.390(5) . ?
C15 H15 0.9400 . ?
C16 C25 1.560(5) . ?
C17 C20 1.515(5) . ?
C17 C19 1.530(5) . ?
C17 C18 1.550(5) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 H18C 0.9700 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 H19C 0.9700 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 H20C 0.9700 . ?
C21 C23 1.514(8) . ?
C21 C22 1.523(8) . ?
C21 C24 1.537(7) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 H22C 0.9700 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 H23C 0.9700 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 H24C 0.9700 . ?
C25 C27 1.525(6) . ?
C25 C28 1.542(5) . ?
C25 C26 1.560(5) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 H26C 0.9700 . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 H27C 0.9700 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 H28C 0.9700 . ?
B1 C31 1.629(9) . ?
B1 C41 1.651(6) . ?
B1 C31A 1.654(12) . ?
C31 C32 1.375(11) . ?
C31 C36 1.396(12) . ?
C32 C33 1.373(10) . ?
C32 F32 1.446(11) . ?
C33 F33 1.364(10) . ?
C33 C34 1.373(11) . ?
C34 C35 1.328(11) . ?
C34 F34 1.490(10) . ?
C35 F35 1.364(10) . ?
C35 C36 1.395(10) . ?
C36 F36 1.370(11) . ?
C31A C32A 1.378(12) . ?
C31A C36A 1.386(15) . ?
C32A F32A 1.368(13) . ?
C32A C33A 1.386(12) . ?
C33A C34A 1.327(12) . ?
C33A F33A 1.373(12) . ?
C34A C35A 1.371(13) . ?
C34A F34A 1.450(12) . ?
C35A C36A 1.347(13) . ?
C35A F35A 1.384(12) . ?
C36A F36A 1.373(13) . ?
C41 C46 1.386(5) . ?
C41 C42 1.388(5) . ?
F42 C42 1.354(4) . ?
C42 C43 1.375(5) . ?
F43 C43 1.346(4) . ?
C43 C44 1.372(6) . ?
F44 C44 1.342(4) . ?
C44 C45 1.373(6) . ?
F45 C45 1.348(4) . ?
C45 C46 1.377(5) . ?
F46 C46 1.354(4) . ?
B2 C51 1.650(5) . ?
B2 C61 1.654(5) . ?
C51 C56 1.382(5) . ?
C51 C52 1.391(5) . ?
F52 C52 1.347(4) . ?
C52 C53 1.380(5) . ?
F53 C53 1.345(4) . ?
C53 C54 1.362(6) . ?
F54 C54 1.345(4) . ?
C54 C55 1.375(6) . ?
F55 C55 1.347(4) . ?
C55 C56 1.377(5) . ?
F56 C56 1.357(4) . ?
C61 C62 1.387(5) . ?
C61 C66 1.395(5) . ?
F62 C62 1.357(4) . ?
C62 C63 1.380(5) . ?
F63 C63 1.342(4) . ?
C63 C64 1.360(5) . ?
F64 C64 1.343(4) . ?
C64 C65 1.376(5) . ?
F65 C65 1.346(4) . ?
C65 C66 1.375(5) . ?
F66 C66 1.357(4) . ?
C71 C76 1.372(5) . ?
C71 C72 1.390(5) . ?
C72 C73 1.384(5) . ?
C72 H72 0.9400 . ?
C73 C74 1.379(6) . ?
C73 H73 0.9400 . ?
C74 C75 1.373(6) . ?
C74 H74 0.9400 . ?
C75 C76 1.385(5) . ?
C75 H75 0.9400 . ?
C76 H76 0.9400 . ?
C81 Cl2 1.731(7) . ?
C81 Cl1 1.736(7) . ?
C81 H81A 0.9800 . ?
C81 H81B 0.9800 . ?
C91 Cl3 1.701(6) . ?
C91 Cl4 1.714(6) . ?
C91 H91A 0.9800 . ?
C91 H91B 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 P1 C3 114.37(17) . . ?
C1 P1 C11 104.26(17) . . ?
C3 P1 C11 122.02(17) . . ?
C1 P1 C5 91.97(15) . . ?
C3 P1 C5 105.81(16) . . ?
C11 P1 C5 114.54(16) . . ?
C5 O1 B1 122.2(3) . . ?
C5 N1 C71 115.9(3) . . ?
C5 N1 B2 128.6(3) . . ?
C71 N1 B2 115.4(3) . . ?
C2 C1 P1 110.1(2) . . ?
C2 C1 H1A 109.6 . . ?
P1 C1 H1A 109.6 . . ?
C2 C1 H1B 109.6 . . ?
P1 C1 H1B 109.6 . . ?
H1A C1 H1B 108.1 . . ?
C1 C2 B1 116.9(3) . . ?
C1 C2 H2A 108.1 . . ?
B1 C2 H2A 108.1 . . ?
C1 C2 H2B 108.1 . . ?
B1 C2 H2B 108.1 . . ?
H2A C2 H2B 107.3 . . ?
C4 C3 P1 115.2(2) . . ?
C4 C3 H3A 108.5 . . ?
P1 C3 H3A 108.5 . . ?
C4 C3 H3B 108.5 . . ?
P1 C3 H3B 108.5 . . ?
H3A C3 H3B 107.5 . . ?
C3 C4 B2 113.8(3) . . ?
C3 C4 H4A 108.8 . . ?
B2 C4 H4A 108.8 . . ?
C3 C4 H4B 108.8 . . ?
B2 C4 H4B 108.8 . . ?
H4A C4 H4B 107.7 . . ?
O1 C5 N1 122.9(3) . . ?
O1 C5 P1 115.5(2) . . ?
N1 C5 P1 121.3(2) . . ?
C12 C11 C16 118.4(3) . . ?
C12 C11 P1 122.2(3) . . ?
C16 C11 P1 116.0(3) . . ?
C13 C12 C11 117.7(3) . . ?
C13 C12 C17 114.8(3) . . ?
C11 C12 C17 126.5(3) . . ?
C14 C13 C12 123.6(4) . . ?
C14 C13 H13 118.2 . . ?
C12 C13 H13 118.2 . . ?
C13 C14 C15 116.0(4) . . ?
C13 C14 C21 122.7(4) . . ?
C15 C14 C21 121.1(4) . . ?
C14 C15 C16 124.6(4) . . ?
C14 C15 H15 117.7 . . ?
C16 C15 H15 117.7 . . ?
C15 C16 C11 116.7(3) . . ?
C15 C16 C25 114.0(3) . . ?
C11 C16 C25 128.8(3) . . ?
C20 C17 C19 108.3(3) . . ?
C20 C17 C12 113.8(3) . . ?
C19 C17 C12 113.5(3) . . ?
C20 C17 C18 106.1(3) . . ?
C19 C17 C18 109.6(3) . . ?
C12 C17 C18 105.3(3) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C23 C21 C22 110.7(5) . . ?
C23 C21 C14 112.2(4) . . ?
C22 C21 C14 107.9(4) . . ?
C23 C21 C24 108.3(5) . . ?
C22 C21 C24 108.8(5) . . ?
C14 C21 C24 108.9(4) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C27 C25 C28 109.3(3) . . ?
C27 C25 C16 116.8(3) . . ?
C28 C25 C16 112.0(3) . . ?
C27 C25 C26 103.9(3) . . ?
C28 C25 C26 108.6(3) . . ?
C16 C25 C26 105.6(3) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O1 B1 C2 108.3(3) . . ?
O1 B1 C31 111.2(5) . . ?
C2 B1 C31 107.1(8) . . ?
O1 B1 C41 104.2(3) . . ?
C2 B1 C41 117.3(3) . . ?
C31 B1 C41 108.7(9) . . ?
O1 B1 C31A 103.7(6) . . ?
C2 B1 C31A 117.3(11) . . ?
C31 B1 C31A 10.6(14) . . ?
C41 B1 C31A 104.6(12) . . ?
C32 C31 C36 116.8(8) . . ?
C32 C31 B1 125.0(8) . . ?
C36 C31 B1 117.8(8) . . ?
C33 C32 C31 117.9(9) . . ?
C33 C32 F32 117.3(9) . . ?
C31 C32 F32 121.3(9) . . ?
F33 C33 C32 118.2(9) . . ?
F33 C33 C34 117.5(9) . . ?
C32 C33 C34 124.2(10) . . ?
C35 C34 C33 119.4(9) . . ?
C35 C34 F34 139.0(11) . . ?
C33 C34 F34 100.7(10) . . ?
C34 C35 F35 125.5(9) . . ?
C34 C35 C36 117.5(9) . . ?
F35 C35 C36 117.0(9) . . ?
F36 C36 C35 116.9(9) . . ?
F36 C36 C31 119.1(8) . . ?
C35 C36 C31 124.0(10) . . ?
C32A C31A C36A 107.0(11) . . ?
C32A C31A B1 134.8(11) . . ?
C36A C31A B1 117.7(11) . . ?
F32A C32A C31A 111.0(13) . . ?
F32A C32A C33A 112.1(13) . . ?
C31A C32A C33A 129.4(12) . . ?
C34A C33A F33A 122.7(11) . . ?
C34A C33A C32A 119.5(11) . . ?
F33A C33A C32A 117.4(10) . . ?
C33A C34A C35A 114.2(11) . . ?
C33A C34A F34A 155.4(16) . . ?
C35A C34A F34A 89.3(12) . . ?
C36A C35A C34A 124.2(12) . . ?
C36A C35A F35A 121.3(12) . . ?
C34A C35A F35A 114.4(11) . . ?
C35A C36A F36A 115.0(14) . . ?
C35A C36A C31A 125.0(14) . . ?
F36A C36A C31A 119.1(13) . . ?
C46 C41 C42 113.4(3) . . ?
C46 C41 B1 126.5(3) . . ?
C42 C41 B1 120.1(3) . . ?
F42 C42 C43 115.9(3) . . ?
F42 C42 C41 119.7(3) . . ?
C43 C42 C41 124.3(4) . . ?
F43 C43 C44 119.4(4) . . ?
F43 C43 C42 121.0(4) . . ?
C44 C43 C42 119.5(4) . . ?
F44 C44 C43 120.5(4) . . ?
F44 C44 C45 120.5(4) . . ?
C43 C44 C45 118.9(4) . . ?
F45 C45 C44 119.8(3) . . ?
F45 C45 C46 120.5(3) . . ?
C44 C45 C46 119.6(3) . . ?
F46 C46 C45 114.8(3) . . ?
F46 C46 C41 121.0(3) . . ?
C45 C46 C41 124.2(3) . . ?
C4 B2 C51 115.1(3) . . ?
C4 B2 N1 108.6(3) . . ?
C51 B2 N1 104.8(3) . . ?
C4 B2 C61 105.1(3) . . ?
C51 B2 C61 110.8(3) . . ?
N1 B2 C61 112.6(3) . . ?
C56 C51 C52 112.5(3) . . ?
C56 C51 B2 124.2(3) . . ?
C52 C51 B2 123.1(3) . . ?
F52 C52 C53 115.3(3) . . ?
F52 C52 C51 120.2(3) . . ?
C53 C52 C51 124.5(4) . . ?
F53 C53 C54 119.8(3) . . ?
F53 C53 C52 120.2(4) . . ?
C54 C53 C52 120.0(4) . . ?
F54 C54 C53 120.8(4) . . ?
F54 C54 C55 120.7(4) . . ?
C53 C54 C55 118.5(3) . . ?
F55 C55 C54 120.3(3) . . ?
F55 C55 C56 120.1(4) . . ?
C54 C55 C56 119.6(4) . . ?
F56 C56 C55 114.0(3) . . ?
F56 C56 C51 121.0(3) . . ?
C55 C56 C51 125.0(3) . . ?
C62 C61 C66 112.2(3) . . ?
C62 C61 B2 129.6(3) . . ?
C66 C61 B2 118.0(3) . . ?
F62 C62 C63 115.6(3) . . ?
F62 C62 C61 119.5(3) . . ?
C63 C62 C61 124.9(3) . . ?
F63 C63 C64 120.2(3) . . ?
F63 C63 C62 120.2(3) . . ?
C64 C63 C62 119.7(3) . . ?
F64 C64 C63 121.1(4) . . ?
F64 C64 C65 119.9(4) . . ?
C63 C64 C65 119.0(3) . . ?
F65 C65 C66 120.8(3) . . ?
F65 C65 C64 119.8(3) . . ?
C66 C65 C64 119.3(3) . . ?
F66 C66 C65 115.3(3) . . ?
F66 C66 C61 119.8(3) . . ?
C65 C66 C61 124.9(3) . . ?
C76 C71 C72 120.8(3) . . ?
C76 C71 N1 121.5(3) . . ?
C72 C71 N1 117.3(3) . . ?
C73 C72 C71 119.5(4) . . ?
C73 C72 H72 120.3 . . ?
C71 C72 H72 120.3 . . ?
C74 C73 C72 119.8(4) . . ?
C74 C73 H73 120.1 . . ?
C72 C73 H73 120.1 . . ?
C75 C74 C73 120.1(4) . . ?
C75 C74 H74 120.0 . . ?
C73 C74 H74 120.0 . . ?
C74 C75 C76 120.9(4) . . ?
C74 C75 H75 119.6 . . ?
C76 C75 H75 119.6 . . ?
C71 C76 C75 119.0(4) . . ?
C71 C76 H76 120.5 . . ?
C75 C76 H76 120.5 . . ?
Cl2 C81 Cl1 113.6(3) . . ?
Cl2 C81 H81A 108.8 . . ?
Cl1 C81 H81A 108.8 . . ?
Cl2 C81 H81B 108.8 . . ?
Cl1 C81 H81B 108.8 . . ?
H81A C81 H81B 107.7 . . ?
Cl3 C91 Cl4 113.3(4) . . ?
Cl3 C91 H91A 108.9 . . ?
Cl4 C91 H91A 108.9 . . ?
Cl3 C91 H91B 108.9 . . ?
Cl4 C91 H91B 108.9 . . ?
H91A C91 H91B 107.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 P1 C1 C2 -170.1(2) . . . . ?
C11 P1 C1 C2 54.2(3) . . . . ?
C5 P1 C1 C2 -61.8(3) . . . . ?
P1 C1 C2 B1 61.5(4) . . . . ?
C1 P1 C3 C4 123.7(3) . . . . ?
C11 P1 C3 C4 -109.3(3) . . . . ?
C5 P1 C3 C4 24.0(3) . . . . ?
P1 C3 C4 B2 -56.9(4) . . . . ?
B1 O1 C5 N1 114.6(4) . . . . ?
B1 O1 C5 P1 -59.7(4) . . . . ?
C71 N1 C5 O1 6.0(4) . . . . ?
B2 N1 C5 O1 -177.6(3) . . . . ?
C71 N1 C5 P1 179.9(2) . . . . ?
B2 N1 C5 P1 -3.7(4) . . . . ?
C1 P1 C5 O1 64.1(3) . . . . ?
C3 P1 C5 O1 -179.9(2) . . . . ?
C11 P1 C5 O1 -42.6(3) . . . . ?
C1 P1 C5 N1 -110.2(3) . . . . ?
C3 P1 C5 N1 5.8(3) . . . . ?
C11 P1 C5 N1 143.1(3) . . . . ?
C1 P1 C11 C12 -122.4(3) . . . . ?
C3 P1 C11 C12 106.2(3) . . . . ?
C5 P1 C11 C12 -23.5(3) . . . . ?
C1 P1 C11 C16 36.5(3) . . . . ?
C3 P1 C11 C16 -94.9(3) . . . . ?
C5 P1 C11 C16 135.4(3) . . . . ?
C16 C11 C12 C13 -17.5(5) . . . . ?
P1 C11 C12 C13 140.8(3) . . . . ?
C16 C11 C12 C17 150.9(3) . . . . ?
P1 C11 C12 C17 -50.8(5) . . . . ?
C11 C12 C13 C14 4.9(6) . . . . ?
C17 C12 C13 C14 -164.9(4) . . . . ?
C12 C13 C14 C15 8.7(6) . . . . ?
C12 C13 C14 C21 -175.2(4) . . . . ?
C13 C14 C15 C16 -9.9(6) . . . . ?
C21 C14 C15 C16 173.9(4) . . . . ?
C14 C15 C16 C11 -2.5(6) . . . . ?
C14 C15 C16 C25 170.1(4) . . . . ?
C12 C11 C16 C15 16.3(5) . . . . ?
P1 C11 C16 C15 -143.3(3) . . . . ?
C12 C11 C16 C25 -155.0(4) . . . . ?
P1 C11 C16 C25 45.3(5) . . . . ?
C13 C12 C17 C20 178.1(3) . . . . ?
C11 C12 C17 C20 9.4(5) . . . . ?
C13 C12 C17 C19 -57.5(4) . . . . ?
C11 C12 C17 C19 133.9(4) . . . . ?
C13 C12 C17 C18 62.3(4) . . . . ?
C11 C12 C17 C18 -106.4(4) . . . . ?
C13 C14 C21 C23 1.3(7) . . . . ?
C15 C14 C21 C23 177.2(5) . . . . ?
C13 C14 C21 C22 123.4(5) . . . . ?
C15 C14 C21 C22 -60.7(6) . . . . ?
C13 C14 C21 C24 -118.6(5) . . . . ?
C15 C14 C21 C24 57.3(6) . . . . ?
C15 C16 C25 C27 -171.7(3) . . . . ?
C11 C16 C25 C27 -0.2(6) . . . . ?
C15 C16 C25 C28 61.1(4) . . . . ?
C11 C16 C25 C28 -127.4(4) . . . . ?
C15 C16 C25 C26 -56.9(4) . . . . ?
C11 C16 C25 C26 114.6(4) . . . . ?
C5 O1 B1 C2 40.7(4) . . . . ?
C5 O1 B1 C31 158.1(9) . . . . ?
C5 O1 B1 C41 -84.9(4) . . . . ?
C5 O1 B1 C31A 165.9(13) . . . . ?
C1 C2 B1 O1 -40.2(4) . . . . ?
C1 C2 B1 C31 -160.3(7) . . . . ?
C1 C2 B1 C41 77.2(4) . . . . ?
C1 C2 B1 C31A -157.0(9) . . . . ?
O1 B1 C31 C32 1(2) . . . . ?
C2 B1 C31 C32 119.5(18) . . . . ?
C41 B1 C31 C32 -112.9(18) . . . . ?
C31A B1 C31 C32 -44(7) . . . . ?
O1 B1 C31 C36 174.0(14) . . . . ?
C2 B1 C31 C36 -67.8(19) . . . . ?
C41 B1 C31 C36 59.8(18) . . . . ?
C31A B1 C31 C36 128(10) . . . . ?
C36 C31 C32 C33 4(3) . . . . ?
B1 C31 C32 C33 176.9(15) . . . . ?
C36 C31 C32 F32 -154.1(17) . . . . ?
B1 C31 C32 F32 19(3) . . . . ?
C31 C32 C33 F33 -179.4(15) . . . . ?
F32 C32 C33 F33 -20.2(19) . . . . ?
C31 C32 C33 C34 -2(2) . . . . ?
F32 C32 C33 C34 157.0(14) . . . . ?
F33 C33 C34 C35 176.5(12) . . . . ?
C32 C33 C34 C35 -1(2) . . . . ?
F33 C33 C34 F34 5.3(15) . . . . ?
C32 C33 C34 F34 -171.9(12) . . . . ?
C33 C34 C35 F35 -178.5(13) . . . . ?
F34 C34 C35 F35 -12(3) . . . . ?
C33 C34 C35 C36 1(2) . . . . ?
F34 C34 C35 C36 168.1(16) . . . . ?
C34 C35 C36 F36 179.6(13) . . . . ?
F35 C35 C36 F36 -1(2) . . . . ?
C34 C35 C36 C31 1(2) . . . . ?
F35 C35 C36 C31 -179.1(17) . . . . ?
C32 C31 C36 F36 177.7(16) . . . . ?
B1 C31 C36 F36 4(3) . . . . ?
C32 C31 C36 C35 -4(3) . . . . ?
B1 C31 C36 C35 -177.1(14) . . . . ?
O1 B1 C31A C32A 3(4) . . . . ?
C2 B1 C31A C32A 122(3) . . . . ?
C31 B1 C31A C32A 140(12) . . . . ?
C41 B1 C31A C32A -106(3) . . . . ?
O1 B1 C31A C36A -168(2) . . . . ?
C2 B1 C31A C36A -49(3) . . . . ?
C31 B1 C31A C36A -32(7) . . . . ?
C41 B1 C31A C36A 83(3) . . . . ?
C36A C31A C32A F32A 147(3) . . . . ?
B1 C31A C32A F32A -25(4) . . . . ?
C36A C31A C32A C33A 1(4) . . . . ?
B1 C31A C32A C33A -172(2) . . . . ?
F32A C32A C33A C34A -153.4(18) . . . . ?
C31A C32A C33A C34A -7(3) . . . . ?
F32A C32A C33A F33A 34(2) . . . . ?
C31A C32A C33A F33A 180(2) . . . . ?
F33A C33A C34A C35A 178.2(18) . . . . ?
C32A C33A C34A C35A 6(3) . . . . ?
F33A C33A C34A F34A -19(5) . . . . ?
C32A C33A C34A F34A 168(3) . . . . ?
C33A C34A C35A C36A 1(3) . . . . ?
F34A C34A C35A C36A -172(3) . . . . ?
C33A C34A C35A F35A -176.0(17) . . . . ?
F34A C34A C35A F35A 11(2) . . . . ?
C34A C35A C36A F36A -178(2) . . . . ?
F35A C35A C36A F36A -1(4) . . . . ?
C34A C35A C36A C31A -8(5) . . . . ?
F35A C35A C36A C31A 169(3) . . . . ?
C32A C31A C36A C35A 7(4) . . . . ?
B1 C31A C36A C35A -180(2) . . . . ?
C32A C31A C36A F36A 176(2) . . . . ?
B1 C31A C36A F36A -10(4) . . . . ?
O1 B1 C41 C46 122.0(4) . . . . ?
C2 B1 C41 C46 2.3(5) . . . . ?
C31 B1 C41 C46 -119.3(6) . . . . ?
C31A B1 C41 C46 -129.5(7) . . . . ?
O1 B1 C41 C42 -60.8(4) . . . . ?
C2 B1 C41 C42 179.5(3) . . . . ?
C31 B1 C41 C42 57.9(6) . . . . ?
C31A B1 C41 C42 47.7(7) . . . . ?
C46 C41 C42 F42 179.4(3) . . . . ?
B1 C41 C42 F42 1.9(5) . . . . ?
C46 C41 C42 C43 -2.4(5) . . . . ?
B1 C41 C42 C43 -180.0(4) . . . . ?
F42 C42 C43 F43 0.1(6) . . . . ?
C41 C42 C43 F43 -178.0(4) . . . . ?
F42 C42 C43 C44 178.4(4) . . . . ?
C41 C42 C43 C44 0.2(6) . . . . ?
F43 C43 C44 F44 1.3(6) . . . . ?
C42 C43 C44 F44 -177.0(4) . . . . ?
F43 C43 C44 C45 -179.8(4) . . . . ?
C42 C43 C44 C45 1.9(6) . . . . ?
F44 C44 C45 F45 -0.8(6) . . . . ?
C43 C44 C45 F45 -179.7(4) . . . . ?
F44 C44 C45 C46 177.3(4) . . . . ?
C43 C44 C45 C46 -1.6(6) . . . . ?
F45 C45 C46 F46 -1.3(5) . . . . ?
C44 C45 C46 F46 -179.4(3) . . . . ?
F45 C45 C46 C41 177.3(3) . . . . ?
C44 C45 C46 C41 -0.9(6) . . . . ?
C42 C41 C46 F46 -178.8(3) . . . . ?
B1 C41 C46 F46 -1.4(6) . . . . ?
C42 C41 C46 C45 2.8(5) . . . . ?
B1 C41 C46 C45 -179.9(3) . . . . ?
C3 C4 B2 C51 173.7(3) . . . . ?
C3 C4 B2 N1 56.6(4) . . . . ?
C3 C4 B2 C61 -64.1(4) . . . . ?
C5 N1 B2 C4 -26.1(4) . . . . ?
C71 N1 B2 C4 150.3(3) . . . . ?
C5 N1 B2 C51 -149.6(3) . . . . ?
C71 N1 B2 C51 26.8(4) . . . . ?
C5 N1 B2 C61 89.9(4) . . . . ?
C71 N1 B2 C61 -93.8(3) . . . . ?
C4 B2 C51 C56 143.9(3) . . . . ?
N1 B2 C51 C56 -96.9(4) . . . . ?
C61 B2 C51 C56 24.8(5) . . . . ?
C4 B2 C51 C52 -41.3(5) . . . . ?
N1 B2 C51 C52 77.9(4) . . . . ?
C61 B2 C51 C52 -160.4(3) . . . . ?
C56 C51 C52 F52 177.3(3) . . . . ?
B2 C51 C52 F52 1.9(5) . . . . ?
C56 C51 C52 C53 -0.2(5) . . . . ?
B2 C51 C52 C53 -175.5(3) . . . . ?
F52 C52 C53 F53 2.4(5) . . . . ?
C51 C52 C53 F53 179.9(3) . . . . ?
F52 C52 C53 C54 -177.6(3) . . . . ?
C51 C52 C53 C54 0.0(6) . . . . ?
F53 C53 C54 F54 0.0(6) . . . . ?
C52 C53 C54 F54 179.9(4) . . . . ?
F53 C53 C54 C55 -179.3(4) . . . . ?
C52 C53 C54 C55 0.6(6) . . . . ?
F54 C54 C55 F55 -1.3(6) . . . . ?
C53 C54 C55 F55 178.0(4) . . . . ?
F54 C54 C55 C56 179.7(4) . . . . ?
C53 C54 C55 C56 -1.0(6) . . . . ?
F55 C55 C56 F56 -0.1(5) . . . . ?
C54 C55 C56 F56 178.9(3) . . . . ?
F55 C55 C56 C51 -178.1(3) . . . . ?
C54 C55 C56 C51 0.9(6) . . . . ?
C52 C51 C56 F56 -178.2(3) . . . . ?
B2 C51 C56 F56 -2.9(5) . . . . ?
C52 C51 C56 C55 -0.2(5) . . . . ?
B2 C51 C56 C55 175.0(4) . . . . ?
C4 B2 C61 C62 110.8(4) . . . . ?
C51 B2 C61 C62 -124.2(4) . . . . ?
N1 B2 C61 C62 -7.2(5) . . . . ?
C4 B2 C61 C66 -64.7(4) . . . . ?
C51 B2 C61 C66 60.2(4) . . . . ?
N1 B2 C61 C66 177.3(3) . . . . ?
C66 C61 C62 F62 -177.9(3) . . . . ?
B2 C61 C62 F62 6.4(5) . . . . ?
C66 C61 C62 C63 1.7(5) . . . . ?
B2 C61 C62 C63 -174.1(3) . . . . ?
F62 C62 C63 F63 -1.1(5) . . . . ?
C61 C62 C63 F63 179.4(3) . . . . ?
F62 C62 C63 C64 178.9(3) . . . . ?
C61 C62 C63 C64 -0.6(6) . . . . ?
F63 C63 C64 F64 -0.6(6) . . . . ?
C62 C63 C64 F64 179.4(3) . . . . ?
F63 C63 C64 C65 179.4(3) . . . . ?
C62 C63 C64 C65 -0.6(6) . . . . ?
F64 C64 C65 F65 1.7(6) . . . . ?
C63 C64 C65 F65 -178.4(3) . . . . ?
F64 C64 C65 C66 -179.3(3) . . . . ?
C63 C64 C65 C66 0.6(6) . . . . ?
F65 C65 C66 F66 0.4(5) . . . . ?
C64 C65 C66 F66 -178.6(3) . . . . ?
F65 C65 C66 C61 179.6(3) . . . . ?
C64 C65 C66 C61 0.6(6) . . . . ?
C62 C61 C66 F66 177.5(3) . . . . ?
B2 C61 C66 F66 -6.2(5) . . . . ?
C62 C61 C66 C65 -1.6(5) . . . . ?
B2 C61 C66 C65 174.6(3) . . . . ?
C5 N1 C71 C76 -114.8(4) . . . . ?
B2 N1 C71 C76 68.3(4) . . . . ?
C5 N1 C71 C72 71.8(4) . . . . ?
B2 N1 C71 C72 -105.0(4) . . . . ?
C76 C71 C72 C73 -1.0(6) . . . . ?
N1 C71 C72 C73 172.3(3) . . . . ?
C71 C72 C73 C74 -0.3(6) . . . . ?
C72 C73 C74 C75 1.2(7) . . . . ?
C73 C74 C75 C76 -0.7(7) . . . . ?
C72 C71 C76 C75 1.5(6) . . . . ?
N1 C71 C76 C75 -171.6(3) . . . . ?
C74 C75 C76 C71 -0.6(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.980
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.980
_refine_diff_density_max         0.627
_refine_diff_density_min         -0.533
_refine_diff_density_rms         0.057
####################################################################### 
# 
# 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_erk8181
_database_code_depnum_ccdc_archive 'CCDC 1537867'
_audit_update_record             
;
2017-03-14 deposited with the CCDC.
2017-04-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C47 H37 B2 F20 O2 P'
_chemical_formula_weight         1066.36

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'
O O 0.0106 0.0060 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/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                   13.2824(2)
_cell_length_b                   16.3939(3)
_cell_length_c                   23.7894(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.038(1)
_cell_angle_gamma                90.00
_cell_volume                     5160.14(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    11926
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      28.28

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.373
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2160
_exptl_absorpt_coefficient_mu    0.161
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9684
_exptl_absorpt_correction_T_max  0.9840
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode Nonius FR591'
_diffrn_radiation_monochromator  'Montel mirror'
_diffrn_measurement_device_type  'Nonius KappaCCD APEXII'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            39921
_diffrn_reflns_av_R_equivalents  0.095
_diffrn_reflns_av_sigmaI/netI    0.0427
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         4.08
_diffrn_reflns_theta_max         25.00
_reflns_number_total             8895
_reflns_number_gt                6383
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius B.V., 1998)'
_computing_cell_refinement       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP (BrukerAXS, 2000)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'


_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. 

 A disordered solvent molecule was found in the asymmetrical unit and could
 not be satisfactorily refined. The program SQUEEZE (A. L. Spek J. Appl. 
 Cryst., 2003, 36, 7-13) was therefore used to remove mathematically the 
 effect of the solvent. 

;

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 0.000 0.500 413 101 ' '
2 0.500 0.500 1.000 413 101 ' '

_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)+(0.0433P)²+8.8097P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         8895
_refine_ls_number_parameters     658
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1000
_refine_ls_R_factor_gt           0.0703
_refine_ls_wR_factor_ref         0.1622
_refine_ls_wR_factor_gt          0.1483
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.19227(7) 0.95150(5) 0.24014(4) 0.0348(2) Uani 1 1 d . . .
O1 O 0.28396(17) 1.07857(13) 0.19716(9) 0.0359(5) Uani 1 1 d . . .
O2 O 0.35870(17) 1.04247(13) 0.27941(9) 0.0354(5) Uani 1 1 d . . .
C1 C 0.2476(3) 0.8994(2) 0.18244(14) 0.0382(8) Uani 1 1 d . . .
H1A H 0.3145 0.8786 0.1962 0.046 Uiso 1 1 calc R . .
H1B H 0.2052 0.8524 0.1706 0.046 Uiso 1 1 calc R . .
C2 C 0.2584(3) 0.9547(2) 0.13093(14) 0.0393(8) Uani 1 1 d . . .
H2A H 0.1905 0.9712 0.1157 0.047 Uiso 1 1 calc R . .
H2B H 0.2874 0.9219 0.1019 0.047 Uiso 1 1 calc R . .
C3 C 0.2223(3) 0.8981(2) 0.30607(14) 0.0400(8) Uani 1 1 d . . .
H3A H 0.1911 0.9260 0.3366 0.048 Uiso 1 1 calc R . .
H3B H 0.1957 0.8424 0.3032 0.048 Uiso 1 1 calc R . .
C4 C 0.3376(3) 0.8960(2) 0.31914(15) 0.0419(8) Uani 1 1 d . . .
H4A H 0.3666 0.8691 0.2875 0.050 Uiso 1 1 calc R . .
H4B H 0.3527 0.8615 0.3525 0.050 Uiso 1 1 calc R . .
C5 C 0.2878(3) 1.03485(19) 0.24133(14) 0.0352(8) Uani 1 1 d . . .
C11 C 0.0699(2) 0.9911(2) 0.21324(14) 0.0343(7) Uani 1 1 d . . .
C12 C 0.0486(2) 1.0759(2) 0.21801(14) 0.0348(7) Uani 1 1 d . . .
C13 C -0.0028(3) 1.1137(2) 0.17201(15) 0.0409(8) Uani 1 1 d . . .
H13 H -0.0119 1.1705 0.1732 0.049 Uiso 1 1 calc R . .
C14 C -0.0417(3) 1.0719(2) 0.12411(15) 0.0396(8) Uani 1 1 d . . .
C15 C -0.0388(3) 0.9880(2) 0.12652(15) 0.0405(8) Uani 1 1 d . . .
H15 H -0.0743 0.9584 0.0973 0.049 Uiso 1 1 calc R . .
C16 C 0.0142(2) 0.9446(2) 0.17023(14) 0.0351(7) Uani 1 1 d . . .
C17 C 0.0653(3) 1.1276(2) 0.27224(15) 0.0406(8) Uani 1 1 d . . .
C18 C 0.1353(3) 1.2007(2) 0.26506(16) 0.0492(9) Uani 1 1 d . . .
H18A H 0.1378 1.2346 0.2986 0.074 Uiso 1 1 calc R . .
H18B H 0.1095 1.2324 0.2325 0.074 Uiso 1 1 calc R . .
H18C H 0.2027 1.1812 0.2596 0.074 Uiso 1 1 calc R . .
C19 C 0.1034(3) 1.0782(2) 0.32421(14) 0.0421(8) Uani 1 1 d . . .
H19A H 0.1720 1.0600 0.3203 0.063 Uiso 1 1 calc R . .
H19B H 0.0601 1.0311 0.3277 0.063 Uiso 1 1 calc R . .
H19C H 0.1025 1.1119 0.3576 0.063 Uiso 1 1 calc R . .
C20 C -0.0397(3) 1.1607(3) 0.28447(17) 0.0530(10) Uani 1 1 d . . .
H20A H -0.0868 1.1157 0.2857 0.079 Uiso 1 1 calc R . .
H20B H -0.0639 1.1984 0.2549 0.079 Uiso 1 1 calc R . .
H20C H -0.0342 1.1888 0.3205 0.079 Uiso 1 1 calc R . .
C21 C -0.0937(3) 1.1199(2) 0.07387(15) 0.0476(9) Uani 1 1 d . . .
C22 C -0.0177(4) 1.1810(4) 0.0533(2) 0.0866(17) Uani 1 1 d . . .
H22A H -0.0492 1.2115 0.0216 0.130 Uiso 1 1 calc R . .
H22B H 0.0406 1.1518 0.0418 0.130 Uiso 1 1 calc R . .
H22C H 0.0038 1.2183 0.0837 0.130 Uiso 1 1 calc R . .
C23 C -0.1295(5) 1.0647(3) 0.0250(2) 0.0866(17) Uani 1 1 d . . .
H23A H -0.1783 1.0260 0.0373 0.130 Uiso 1 1 calc R . .
H23B H -0.0722 1.0354 0.0123 0.130 Uiso 1 1 calc R . .
H23C H -0.1607 1.0973 -0.0057 0.130 Uiso 1 1 calc R . .
C24 C -0.1837(4) 1.1661(3) 0.0933(2) 0.0847(17) Uani 1 1 d . . .
H24A H -0.2322 1.1275 0.1060 0.127 Uiso 1 1 calc R . .
H24B H -0.2152 1.1977 0.0621 0.127 Uiso 1 1 calc R . .
H24C H -0.1610 1.2023 0.1240 0.127 Uiso 1 1 calc R . .
C25 C -0.0074(3) 0.8517(2) 0.17125(15) 0.0386(8) Uani 1 1 d . . .
C26 C 0.0187(3) 0.8098(2) 0.11613(15) 0.0481(9) Uani 1 1 d . . .
H26A H 0.0899 0.8175 0.1115 0.072 Uiso 1 1 calc R . .
H26B H -0.0214 0.8338 0.0843 0.072 Uiso 1 1 calc R . .
H26C H 0.0041 0.7520 0.1181 0.072 Uiso 1 1 calc R . .
C27 C -0.1223(3) 0.8437(2) 0.17515(18) 0.0516(10) Uani 1 1 d . . .
H27A H -0.1408 0.7865 0.1747 0.077 Uiso 1 1 calc R . .
H27B H -0.1581 0.8711 0.1432 0.077 Uiso 1 1 calc R . .
H27C H -0.1402 0.8685 0.2099 0.077 Uiso 1 1 calc R . .
C28 C 0.0402(3) 0.8050(2) 0.22277(15) 0.0455(9) Uani 1 1 d . . .
H28A H 0.0290 0.8348 0.2569 0.068 Uiso 1 1 calc R . .
H28B H 0.1123 0.7992 0.2199 0.068 Uiso 1 1 calc R . .
H28C H 0.0095 0.7514 0.2241 0.068 Uiso 1 1 calc R . .
B1 B 0.3260(3) 1.0359(3) 0.14096(17) 0.0401(9) Uani 1 1 d . . .
C31 C 0.3058(3) 1.0987(2) 0.08867(14) 0.0400(8) Uani 1 1 d . . .
F32 F 0.2352(2) 1.20944(14) 0.13596(9) 0.0660(7) Uani 1 1 d . . .
C32 C 0.2641(3) 1.1755(2) 0.08825(15) 0.0458(9) Uani 1 1 d . . .
F33 F 0.2079(2) 1.29743(17) 0.04321(12) 0.0852(9) Uani 1 1 d . . .
C33 C 0.2487(3) 1.2227(3) 0.04008(18) 0.0548(10) Uani 1 1 d . . .
F34 F 0.2564(2) 1.23867(18) -0.05755(10) 0.0847(9) Uani 1 1 d . . .
C34 C 0.2741(3) 1.1933(3) -0.01048(16) 0.0592(11) Uani 1 1 d . . .
F35 F 0.3435(3) 1.08830(18) -0.06160(10) 0.0935(10) Uani 1 1 d . . .
C35 C 0.3175(4) 1.1180(3) -0.01222(16) 0.0604(11) Uani 1 1 d . . .
F36 F 0.3780(2) 0.99942(15) 0.03200(9) 0.0673(7) Uani 1 1 d . . .
C36 C 0.3328(3) 1.0730(2) 0.03630(16) 0.0482(9) Uani 1 1 d . . .
C41 C 0.4466(3) 1.0265(2) 0.15945(14) 0.0390(8) Uani 1 1 d . . .
F42 F 0.45775(16) 0.88274(14) 0.14815(10) 0.0591(6) Uani 1 1 d . . .
C42 C 0.5021(3) 0.9553(2) 0.16199(15) 0.0448(9) Uani 1 1 d . . .
F43 F 0.65198(18) 0.87913(16) 0.18226(11) 0.0699(7) Uani 1 1 d . . .
C43 C 0.6041(3) 0.9511(3) 0.17908(16) 0.0521(10) Uani 1 1 d . . .
F44 F 0.75573(17) 1.01968(19) 0.20835(11) 0.0773(8) Uani 1 1 d . . .
C44 C 0.6557(3) 1.0220(3) 0.19221(16) 0.0555(11) Uani 1 1 d . . .
F45 F 0.65473(19) 1.16444(18) 0.20467(12) 0.0792(8) Uani 1 1 d . . .
C45 C 0.6052(3) 1.0950(3) 0.19038(17) 0.0549(10) Uani 1 1 d . . .
F46 F 0.45697(17) 1.16925(14) 0.17344(10) 0.0583(6) Uani 1 1 d . . .
C46 C 0.5029(3) 1.0959(2) 0.17404(16) 0.0461(9) Uani 1 1 d . . .
B2 B 0.3954(3) 0.9814(2) 0.33044(16) 0.0384(9) Uani 1 1 d . . .
C51 C 0.3702(3) 1.0265(2) 0.38941(14) 0.0401(8) Uani 1 1 d . . .
F52 F 0.31709(16) 1.15596(12) 0.35234(9) 0.0512(5) Uani 1 1 d . . .
C52 C 0.3341(3) 1.1046(2) 0.39655(15) 0.0453(9) Uani 1 1 d . . .
F53 F 0.2777(2) 1.21346(18) 0.45127(11) 0.0830(8) Uani 1 1 d . . .
C53 C 0.3131(3) 1.1375(3) 0.44755(18) 0.0588(11) Uani 1 1 d . . .
F54 F 0.3091(2) 1.1197(2) 0.54628(11) 0.1054(11) Uani 1 1 d . . .
C54 C 0.3288(4) 1.0904(4) 0.49554(19) 0.0717(14) Uani 1 1 d . . .
F55 F 0.3862(2) 0.9665(2) 0.53782(10) 0.0876(9) Uani 1 1 d . . .
C55 C 0.3671(3) 1.0139(4) 0.49159(16) 0.0650(13) Uani 1 1 d . . .
F56 F 0.43281(18) 0.90919(15) 0.43866(9) 0.0610(6) Uani 1 1 d . . .
C56 C 0.3886(3) 0.9832(3) 0.43976(16) 0.0486(10) Uani 1 1 d . . .
C61 C 0.5186(3) 0.9785(2) 0.32808(14) 0.0373(8) Uani 1 1 d . . .
F62 F 0.53311(18) 0.83400(13) 0.32203(12) 0.0683(7) Uani 1 1 d . . .
C62 C 0.5760(3) 0.9088(2) 0.32477(16) 0.0461(9) Uani 1 1 d . . .
F63 F 0.73177(19) 0.83842(15) 0.32316(13) 0.0771(8) Uani 1 1 d . . .
C63 C 0.6805(3) 0.9087(3) 0.32644(17) 0.0530(10) Uani 1 1 d . . .
F64 F 0.83325(17) 0.98189(17) 0.33275(13) 0.0776(8) Uani 1 1 d . . .
C64 C 0.7318(3) 0.9805(3) 0.33140(18) 0.0546(10) Uani 1 1 d . . .
F65 F 0.72810(18) 1.12399(15) 0.33910(13) 0.0765(8) Uani 1 1 d . . .
C65 C 0.6789(3) 1.0519(2) 0.33436(16) 0.0489(9) Uani 1 1 d . . .
F66 F 0.52729(16) 1.12168(13) 0.33571(10) 0.0544(6) Uani 1 1 d . . .
C66 C 0.5742(3) 1.0492(2) 0.33240(15) 0.0386(8) 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 C3 1.810(3) . ?
P1 C11 1.814(3) . ?
P1 C1 1.825(3) . ?
P1 C5 1.863(4) . ?
O1 C5 1.269(4) . ?
O1 B1 1.649(4) . ?
O2 C5 1.255(4) . ?
O2 B2 1.615(4) . ?
C1 C2 1.541(5) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C2 B1 1.612(5) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C3 C4 1.536(5) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C4 B2 1.609(5) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C11 C12 1.424(5) . ?
C11 C16 1.430(5) . ?
C12 C13 1.385(5) . ?
C12 C17 1.544(5) . ?
C13 C14 1.390(5) . ?
C13 H13 0.9400 . ?
C14 C15 1.378(5) . ?
C14 C21 1.543(5) . ?
C15 C16 1.398(5) . ?
C15 H15 0.9400 . ?
C16 C25 1.550(5) . ?
C17 C19 1.527(5) . ?
C17 C18 1.535(5) . ?
C17 C20 1.548(5) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 H18C 0.9700 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 H19C 0.9700 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 H20C 0.9700 . ?
C21 C23 1.516(6) . ?
C21 C24 1.520(6) . ?
C21 C22 1.532(6) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 H22C 0.9700 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 H23C 0.9700 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 H24C 0.9700 . ?
C25 C28 1.534(5) . ?
C25 C27 1.543(5) . ?
C25 C26 1.546(5) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 H26C 0.9700 . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 H27C 0.9700 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 H28C 0.9700 . ?
B1 C31 1.618(5) . ?
B1 C41 1.631(5) . ?
C31 C32 1.375(5) . ?
C31 C36 1.392(5) . ?
F32 C32 1.350(4) . ?
C32 C33 1.384(5) . ?
F33 C33 1.343(5) . ?
C33 C34 1.366(6) . ?
F34 C34 1.348(4) . ?
C34 C35 1.365(6) . ?
F35 C35 1.344(5) . ?
C35 C36 1.370(5) . ?
F36 C36 1.355(4) . ?
C41 C42 1.378(5) . ?
C41 C46 1.389(5) . ?
F42 C42 1.356(4) . ?
C42 C43 1.382(5) . ?
F43 C43 1.339(5) . ?
C43 C44 1.372(6) . ?
F44 C44 1.350(4) . ?
C44 C45 1.371(6) . ?
F45 C45 1.343(5) . ?
C45 C46 1.380(5) . ?
F46 C46 1.348(4) . ?
B2 C61 1.643(5) . ?
B2 C51 1.645(5) . ?
C51 C52 1.384(5) . ?
C51 C56 1.395(5) . ?
F52 C52 1.350(4) . ?
C52 C53 1.378(5) . ?
F53 C53 1.338(5) . ?
C53 C54 1.379(7) . ?
F54 C54 1.346(5) . ?
C54 C55 1.360(7) . ?
F55 C55 1.352(5) . ?
C55 C56 1.384(6) . ?
F56 C56 1.349(5) . ?
C61 C66 1.373(5) . ?
C61 C62 1.379(5) . ?
F62 C62 1.352(4) . ?
C62 C63 1.385(5) . ?
F63 C63 1.345(4) . ?
C63 C64 1.360(6) . ?
F64 C64 1.346(4) . ?
C64 C65 1.370(6) . ?
F65 C65 1.350(4) . ?
C65 C66 1.388(5) . ?
F66 C66 1.347(4) . ?

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
C3 P1 C11 126.99(16) . . ?
C3 P1 C1 110.64(17) . . ?
C11 P1 C1 108.05(15) . . ?
C3 P1 C5 104.09(15) . . ?
C11 P1 C5 109.29(15) . . ?
C1 P1 C5 92.07(15) . . ?
C5 O1 B1 116.1(2) . . ?
C5 O2 B2 129.7(3) . . ?
C2 C1 P1 113.2(2) . . ?
C2 C1 H1A 108.9 . . ?
P1 C1 H1A 108.9 . . ?
C2 C1 H1B 108.9 . . ?
P1 C1 H1B 108.9 . . ?
H1A C1 H1B 107.7 . . ?
C1 C2 B1 117.2(3) . . ?
C1 C2 H2A 108.0 . . ?
B1 C2 H2A 108.0 . . ?
C1 C2 H2B 108.0 . . ?
B1 C2 H2B 108.0 . . ?
H2A C2 H2B 107.2 . . ?
C4 C3 P1 109.0(2) . . ?
C4 C3 H3A 109.9 . . ?
P1 C3 H3A 109.9 . . ?
C4 C3 H3B 109.9 . . ?
P1 C3 H3B 109.9 . . ?
H3A C3 H3B 108.3 . . ?
C3 C4 B2 117.9(3) . . ?
C3 C4 H4A 107.8 . . ?
B2 C4 H4A 107.8 . . ?
C3 C4 H4B 107.8 . . ?
B2 C4 H4B 107.8 . . ?
H4A C4 H4B 107.2 . . ?
O2 C5 O1 121.0(3) . . ?
O2 C5 P1 123.5(2) . . ?
O1 C5 P1 115.1(2) . . ?
C12 C11 C16 118.9(3) . . ?
C12 C11 P1 120.0(2) . . ?
C16 C11 P1 116.9(2) . . ?
C13 C12 C11 117.5(3) . . ?
C13 C12 C17 116.0(3) . . ?
C11 C12 C17 126.0(3) . . ?
C12 C13 C14 123.3(3) . . ?
C12 C13 H13 118.4 . . ?
C14 C13 H13 118.4 . . ?
C15 C14 C13 116.8(3) . . ?
C15 C14 C21 123.4(3) . . ?
C13 C14 C21 119.5(3) . . ?
C14 C15 C16 123.3(3) . . ?
C14 C15 H15 118.3 . . ?
C16 C15 H15 118.3 . . ?
C15 C16 C11 117.1(3) . . ?
C15 C16 C25 115.5(3) . . ?
C11 C16 C25 126.7(3) . . ?
C19 C17 C18 110.1(3) . . ?
C19 C17 C12 113.5(3) . . ?
C18 C17 C12 112.3(3) . . ?
C19 C17 C20 105.9(3) . . ?
C18 C17 C20 108.1(3) . . ?
C12 C17 C20 106.5(3) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C23 C21 C24 109.1(4) . . ?
C23 C21 C22 108.5(4) . . ?
C24 C21 C22 109.2(4) . . ?
C23 C21 C14 112.2(3) . . ?
C24 C21 C14 109.2(3) . . ?
C22 C21 C14 108.5(3) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C28 C25 C27 104.5(3) . . ?
C28 C25 C26 110.4(3) . . ?
C27 C25 C26 108.1(3) . . ?
C28 C25 C16 116.1(3) . . ?
C27 C25 C16 105.6(3) . . ?
C26 C25 C16 111.6(3) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C2 B1 C31 111.0(3) . . ?
C2 B1 C41 118.8(3) . . ?
C31 B1 C41 111.1(3) . . ?
C2 B1 O1 104.3(3) . . ?
C31 B1 O1 108.0(3) . . ?
C41 B1 O1 102.5(3) . . ?
C32 C31 C36 113.9(3) . . ?
C32 C31 B1 128.8(3) . . ?
C36 C31 B1 117.2(3) . . ?
F32 C32 C31 121.0(3) . . ?
F32 C32 C33 115.6(3) . . ?
C31 C32 C33 123.3(4) . . ?
F33 C33 C34 120.2(4) . . ?
F33 C33 C32 119.7(4) . . ?
C34 C33 C32 120.1(4) . . ?
F34 C34 C35 121.2(4) . . ?
F34 C34 C33 119.9(4) . . ?
C35 C34 C33 119.0(4) . . ?
F35 C35 C34 119.7(4) . . ?
F35 C35 C36 120.7(4) . . ?
C34 C35 C36 119.6(4) . . ?
F36 C36 C35 116.7(4) . . ?
F36 C36 C31 119.2(3) . . ?
C35 C36 C31 124.1(4) . . ?
C42 C41 C46 114.1(3) . . ?
C42 C41 B1 126.9(3) . . ?
C46 C41 B1 119.0(3) . . ?
F42 C42 C41 120.9(3) . . ?
F42 C42 C43 114.9(3) . . ?
C41 C42 C43 124.2(4) . . ?
F43 C43 C44 120.6(4) . . ?
F43 C43 C42 120.6(4) . . ?
C44 C43 C42 118.8(4) . . ?
F44 C44 C45 120.0(4) . . ?
F44 C44 C43 120.0(4) . . ?
C45 C44 C43 120.0(4) . . ?
F45 C45 C44 120.3(4) . . ?
F45 C45 C46 120.7(4) . . ?
C44 C45 C46 119.0(4) . . ?
F46 C46 C45 116.5(4) . . ?
F46 C46 C41 119.7(3) . . ?
C45 C46 C41 123.8(4) . . ?
C4 B2 O2 107.8(3) . . ?
C4 B2 C61 115.5(3) . . ?
O2 B2 C61 103.2(3) . . ?
C4 B2 C51 113.8(3) . . ?
O2 B2 C51 107.0(3) . . ?
C61 B2 C51 108.7(3) . . ?
C52 C51 C56 113.7(3) . . ?
C52 C51 B2 128.2(3) . . ?
C56 C51 B2 118.1(3) . . ?
F52 C52 C53 114.2(4) . . ?
F52 C52 C51 121.2(3) . . ?
C53 C52 C51 124.6(4) . . ?
F53 C53 C52 121.4(4) . . ?
F53 C53 C54 119.7(4) . . ?
C52 C53 C54 118.9(4) . . ?
F54 C54 C55 119.6(5) . . ?
F54 C54 C53 121.1(5) . . ?
C55 C54 C53 119.3(4) . . ?
F55 C55 C54 121.2(4) . . ?
F55 C55 C56 118.5(5) . . ?
C54 C55 C56 120.3(4) . . ?
F56 C56 C55 117.9(4) . . ?
F56 C56 C51 118.9(3) . . ?
C55 C56 C51 123.1(4) . . ?
C66 C61 C62 114.0(3) . . ?
C66 C61 B2 120.2(3) . . ?
C62 C61 B2 125.7(3) . . ?
F62 C62 C61 121.4(3) . . ?
F62 C62 C63 114.7(3) . . ?
C61 C62 C63 123.8(4) . . ?
F63 C63 C64 119.6(4) . . ?
F63 C63 C62 120.7(4) . . ?
C64 C63 C62 119.6(4) . . ?
F64 C64 C63 120.6(4) . . ?
F64 C64 C65 120.1(4) . . ?
C63 C64 C65 119.3(4) . . ?
F65 C65 C64 120.4(3) . . ?
F65 C65 C66 120.5(4) . . ?
C64 C65 C66 119.1(3) . . ?
F66 C66 C61 120.0(3) . . ?
F66 C66 C65 115.9(3) . . ?
C61 C66 C65 124.1(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 P1 C1 C2 -159.5(2) . . . . ?
C11 P1 C1 C2 57.4(3) . . . . ?
C5 P1 C1 C2 -53.6(3) . . . . ?
P1 C1 C2 B1 58.8(4) . . . . ?
C11 P1 C3 C4 -165.0(2) . . . . ?
C1 P1 C3 C4 60.7(3) . . . . ?
C5 P1 C3 C4 -37.1(3) . . . . ?
P1 C3 C4 B2 64.3(4) . . . . ?
B2 O2 C5 O1 -163.0(3) . . . . ?
B2 O2 C5 P1 8.4(5) . . . . ?
B1 O1 C5 O2 98.6(3) . . . . ?
B1 O1 C5 P1 -73.5(3) . . . . ?
C3 P1 C5 O2 4.9(3) . . . . ?
C11 P1 C5 O2 143.1(3) . . . . ?
C1 P1 C5 O2 -107.0(3) . . . . ?
C3 P1 C5 O1 176.8(2) . . . . ?
C11 P1 C5 O1 -45.0(3) . . . . ?
C1 P1 C5 O1 64.9(3) . . . . ?
C3 P1 C11 C12 101.0(3) . . . . ?
C1 P1 C11 C12 -123.8(3) . . . . ?
C5 P1 C11 C12 -24.9(3) . . . . ?
C3 P1 C11 C16 -102.2(3) . . . . ?
C1 P1 C11 C16 33.0(3) . . . . ?
C5 P1 C11 C16 131.9(3) . . . . ?
C16 C11 C12 C13 -18.1(5) . . . . ?
P1 C11 C12 C13 138.2(3) . . . . ?
C16 C11 C12 C17 153.6(3) . . . . ?
P1 C11 C12 C17 -50.0(4) . . . . ?
C11 C12 C13 C14 5.8(5) . . . . ?
C17 C12 C13 C14 -166.8(3) . . . . ?
C12 C13 C14 C15 8.2(5) . . . . ?
C12 C13 C14 C21 -177.2(3) . . . . ?
C13 C14 C15 C16 -10.2(5) . . . . ?
C21 C14 C15 C16 175.5(3) . . . . ?
C14 C15 C16 C11 -1.8(5) . . . . ?
C14 C15 C16 C25 169.3(3) . . . . ?
C12 C11 C16 C15 16.2(5) . . . . ?
P1 C11 C16 C15 -140.8(3) . . . . ?
C12 C11 C16 C25 -153.8(3) . . . . ?
P1 C11 C16 C25 49.1(4) . . . . ?
C13 C12 C17 C19 168.7(3) . . . . ?
C11 C12 C17 C19 -3.1(5) . . . . ?
C13 C12 C17 C18 -65.6(4) . . . . ?
C11 C12 C17 C18 122.5(4) . . . . ?
C13 C12 C17 C20 52.6(4) . . . . ?
C11 C12 C17 C20 -119.2(4) . . . . ?
C15 C14 C21 C23 -7.0(6) . . . . ?
C13 C14 C21 C23 178.9(4) . . . . ?
C15 C14 C21 C24 114.1(4) . . . . ?
C13 C14 C21 C24 -60.0(5) . . . . ?
C15 C14 C21 C22 -126.8(4) . . . . ?
C13 C14 C21 C22 59.0(5) . . . . ?
C15 C16 C25 C28 -173.0(3) . . . . ?
C11 C16 C25 C28 -2.8(5) . . . . ?
C15 C16 C25 C27 -57.7(4) . . . . ?
C11 C16 C25 C27 112.4(4) . . . . ?
C15 C16 C25 C26 59.4(4) . . . . ?
C11 C16 C25 C26 -130.4(4) . . . . ?
C1 C2 B1 C31 -164.6(3) . . . . ?
C1 C2 B1 C41 64.7(4) . . . . ?
C1 C2 B1 O1 -48.6(4) . . . . ?
C5 O1 B1 C2 57.2(4) . . . . ?
C5 O1 B1 C31 175.4(3) . . . . ?
C5 O1 B1 C41 -67.3(4) . . . . ?
C2 B1 C31 C32 115.4(4) . . . . ?
C41 B1 C31 C32 -110.0(4) . . . . ?
O1 B1 C31 C32 1.6(5) . . . . ?
C2 B1 C31 C36 -64.1(4) . . . . ?
C41 B1 C31 C36 70.5(4) . . . . ?
O1 B1 C31 C36 -177.8(3) . . . . ?
C36 C31 C32 F32 -179.2(3) . . . . ?
B1 C31 C32 F32 1.4(6) . . . . ?
C36 C31 C32 C33 1.0(6) . . . . ?
B1 C31 C32 C33 -178.5(4) . . . . ?
F32 C32 C33 F33 0.5(6) . . . . ?
C31 C32 C33 F33 -179.7(4) . . . . ?
F32 C32 C33 C34 -179.1(4) . . . . ?
C31 C32 C33 C34 0.8(7) . . . . ?
F33 C33 C34 F34 -1.3(6) . . . . ?
C32 C33 C34 F34 178.2(4) . . . . ?
F33 C33 C34 C35 178.6(4) . . . . ?
C32 C33 C34 C35 -1.9(7) . . . . ?
F34 C34 C35 F35 0.3(7) . . . . ?
C33 C34 C35 F35 -179.6(4) . . . . ?
F34 C34 C35 C36 -178.9(4) . . . . ?
C33 C34 C35 C36 1.2(7) . . . . ?
F35 C35 C36 F36 2.1(6) . . . . ?
C34 C35 C36 F36 -178.8(4) . . . . ?
F35 C35 C36 C31 -178.5(4) . . . . ?
C34 C35 C36 C31 0.7(7) . . . . ?
C32 C31 C36 F36 177.7(3) . . . . ?
B1 C31 C36 F36 -2.8(5) . . . . ?
C32 C31 C36 C35 -1.8(6) . . . . ?
B1 C31 C36 C35 177.8(4) . . . . ?
C2 B1 C41 C42 7.6(5) . . . . ?
C31 B1 C41 C42 -123.1(4) . . . . ?
O1 B1 C41 C42 121.8(4) . . . . ?
C2 B1 C41 C46 -173.1(3) . . . . ?
C31 B1 C41 C46 56.2(4) . . . . ?
O1 B1 C41 C46 -58.9(4) . . . . ?
C46 C41 C42 F42 -179.1(3) . . . . ?
B1 C41 C42 F42 0.3(6) . . . . ?
C46 C41 C42 C43 2.0(5) . . . . ?
B1 C41 C42 C43 -178.7(3) . . . . ?
F42 C42 C43 F43 -1.4(5) . . . . ?
C41 C42 C43 F43 177.7(3) . . . . ?
F42 C42 C43 C44 178.0(3) . . . . ?
C41 C42 C43 C44 -2.9(6) . . . . ?
F43 C43 C44 F44 0.2(6) . . . . ?
C42 C43 C44 F44 -179.2(3) . . . . ?
F43 C43 C44 C45 -178.1(3) . . . . ?
C42 C43 C44 C45 2.5(6) . . . . ?
F44 C44 C45 F45 -0.1(6) . . . . ?
C43 C44 C45 F45 178.2(4) . . . . ?
F44 C44 C45 C46 -179.7(3) . . . . ?
C43 C44 C45 C46 -1.4(6) . . . . ?
F45 C45 C46 F46 -0.1(5) . . . . ?
C44 C45 C46 F46 179.5(3) . . . . ?
F45 C45 C46 C41 -179.1(4) . . . . ?
C44 C45 C46 C41 0.5(6) . . . . ?
C42 C41 C46 F46 -179.7(3) . . . . ?
B1 C41 C46 F46 0.9(5) . . . . ?
C42 C41 C46 C45 -0.7(5) . . . . ?
B1 C41 C46 C45 179.9(3) . . . . ?
C3 C4 B2 O2 -50.2(4) . . . . ?
C3 C4 B2 C61 -165.0(3) . . . . ?
C3 C4 B2 C51 68.2(4) . . . . ?
C5 O2 B2 C4 10.6(5) . . . . ?
C5 O2 B2 C61 133.3(3) . . . . ?
C5 O2 B2 C51 -112.1(3) . . . . ?
C4 B2 C51 C52 -124.9(4) . . . . ?
O2 B2 C51 C52 -6.0(5) . . . . ?
C61 B2 C51 C52 104.8(4) . . . . ?
C4 B2 C51 C56 56.6(4) . . . . ?
O2 B2 C51 C56 175.6(3) . . . . ?
C61 B2 C51 C56 -73.6(4) . . . . ?
C56 C51 C52 F52 176.8(3) . . . . ?
B2 C51 C52 F52 -1.7(5) . . . . ?
C56 C51 C52 C53 -2.7(5) . . . . ?
B2 C51 C52 C53 178.8(4) . . . . ?
F52 C52 C53 F53 0.9(5) . . . . ?
C51 C52 C53 F53 -179.6(3) . . . . ?
F52 C52 C53 C54 -179.4(4) . . . . ?
C51 C52 C53 C54 0.2(6) . . . . ?
F53 C53 C54 F54 0.0(7) . . . . ?
C52 C53 C54 F54 -179.8(4) . . . . ?
F53 C53 C54 C55 -178.4(4) . . . . ?
C52 C53 C54 C55 1.8(7) . . . . ?
F54 C54 C55 F55 -0.3(7) . . . . ?
C53 C54 C55 F55 178.2(4) . . . . ?
F54 C54 C55 C56 -179.4(4) . . . . ?
C53 C54 C55 C56 -1.0(7) . . . . ?
F55 C55 C56 F56 -3.6(5) . . . . ?
C54 C55 C56 F56 175.6(4) . . . . ?
F55 C55 C56 C51 178.9(3) . . . . ?
C54 C55 C56 C51 -1.9(6) . . . . ?
C52 C51 C56 F56 -173.8(3) . . . . ?
B2 C51 C56 F56 4.8(5) . . . . ?
C52 C51 C56 C55 3.6(5) . . . . ?
B2 C51 C56 C55 -177.8(3) . . . . ?
C4 B2 C61 C66 174.5(3) . . . . ?
O2 B2 C61 C66 57.1(4) . . . . ?
C51 B2 C61 C66 -56.2(4) . . . . ?
C4 B2 C61 C62 -9.0(5) . . . . ?
O2 B2 C61 C62 -126.3(3) . . . . ?
C51 B2 C61 C62 120.3(4) . . . . ?
C66 C61 C62 F62 178.0(3) . . . . ?
B2 C61 C62 F62 1.3(6) . . . . ?
C66 C61 C62 C63 0.9(5) . . . . ?
B2 C61 C62 C63 -175.8(4) . . . . ?
F62 C62 C63 F63 2.6(6) . . . . ?
C61 C62 C63 F63 179.8(4) . . . . ?
F62 C62 C63 C64 -177.5(4) . . . . ?
C61 C62 C63 C64 -0.3(6) . . . . ?
F63 C63 C64 F64 0.4(6) . . . . ?
C62 C63 C64 F64 -179.6(4) . . . . ?
F63 C63 C64 C65 179.6(4) . . . . ?
C62 C63 C64 C65 -0.4(6) . . . . ?
F64 C64 C65 F65 -0.6(6) . . . . ?
C63 C64 C65 F65 -179.8(4) . . . . ?
F64 C64 C65 C66 179.5(4) . . . . ?
C63 C64 C65 C66 0.2(6) . . . . ?
C62 C61 C66 F66 179.7(3) . . . . ?
B2 C61 C66 F66 -3.4(5) . . . . ?
C62 C61 C66 C65 -1.1(5) . . . . ?
B2 C61 C66 C65 175.8(3) . . . . ?
F65 C65 C66 F66 -0.2(5) . . . . ?
C64 C65 C66 F66 179.8(3) . . . . ?
F65 C65 C66 C61 -179.4(3) . . . . ?
C64 C65 C66 C61 0.5(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.979
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.979
_refine_diff_density_max         0.301
_refine_diff_density_min         -0.321
_refine_diff_density_rms         0.058
####################################################################### 
# 
# 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_erk8236
_database_code_depnum_ccdc_archive 'CCDC 1537868'
_audit_update_record             
;
2017-03-14 deposited with the CCDC.
2017-04-12 downloaded from the CCDC.
;

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C46 H37 B2 F20 O2 P S'
_chemical_formula_iupac          ?
_chemical_formula_weight         1086.40

_chemical_melting_point          ?

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

_cell_length_a                   12.6318(6)
_cell_length_b                   14.5000(7)
_cell_length_c                   14.8889(8)
_cell_angle_alpha                62.069(2)
_cell_angle_beta                 76.457(2)
_cell_angle_gamma                70.196(2)
_cell_volume                     2257.5(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9954
_cell_measurement_theta_min      2.4216
_cell_measurement_theta_max      27.4851
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.135
_exptl_crystal_size_mid          0.079
_exptl_crystal_size_min          0.047
_exptl_crystal_density_diffrn    1.598
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1100

_exptl_absorpt_coefficient_mu    0.231
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Bruker AXS (2014). SADABS, Version 2014/2, Bruker AXS Inc., Madison, Wisconsin,
USA.
;
_exptl_absorpt_correction_T_min  0.83
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Mo ImS'
_diffrn_source_type              'micro focus tube'

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device_type  'Bruker D8 Venture PHOTON 100 CMOS'
_diffrn_measurement_method       'omega and phi scans'

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            45620
_diffrn_reflns_av_R_equivalents  0.1005
_diffrn_reflns_av_unetI/netI     0.0698
_diffrn_reflns_theta_min         2.21
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_full        25.35
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17

_refine_special_details          
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.

_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;

_reflns_number_total             8254
_reflns_number_gt                5735
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0855
_refine_ls_R_factor_gt           0.0499
_refine_ls_wR_factor_gt          0.0923
_refine_ls_wR_factor_ref         0.1028
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_refine_ls_number_reflns         8254
_refine_ls_number_parameters     658
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0357P)²+1.6951P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.341
_refine_diff_density_min         -0.406
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
O O 0.0106 0.0060 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       
;
APEX2 v.2014.1-1 (Bruker AXS Inc., 2014)

;
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P P1 0.68820(6) 0.44929(6) 0.75294(6) 0.00878(17) Uani d . . . 1 . .
S S1 0.77310(6) 0.55941(6) 0.61166(5) 0.00933(16) Uani d . . . 1 . .
B B1 0.5621(3) 0.6696(3) 0.5509(3) 0.0110(7) Uani d . . . 1 . .
B B2 0.8540(3) 0.6058(3) 0.7429(3) 0.0119(7) Uani d . . . 1 . .
O O1 0.66824(16) 0.65654(15) 0.60036(15) 0.0106(4) Uani d . . . 1 . .
O O2 0.86177(15) 0.57811(15) 0.64905(15) 0.0102(4) Uani d . . . 1 . .
C C1 0.5618(2) 0.4704(2) 0.6975(2) 0.0116(6) Uani d . . . 1 . .
H H1A 0.5577 0.3993 0.7071 0.014 Uiso calc U . R 1 . .
H H1B 0.4943 0.4991 0.7358 0.014 Uiso calc U . R 1 . .
C C2 0.5571(2) 0.5484(2) 0.5827(2) 0.0116(6) Uani d . . . 1 . .
H H2A 0.4864 0.5533 0.5608 0.014 Uiso calc U . R 1 . .
H H2B 0.6209 0.5161 0.544 0.014 Uiso calc U . R 1 . .
C C3 0.6667(2) 0.5326(2) 0.8200(2) 0.0093(6) Uani d . . . 1 . .
H H3A 0.6237 0.6074 0.7792 0.011 Uiso calc U . R 1 . .
H H3B 0.6222 0.5035 0.8863 0.011 Uiso calc U . R 1 . .
C C4 0.7815(2) 0.5339(2) 0.8383(2) 0.0116(6) Uani d . . . 1 . .
H H4A 0.829 0.4582 0.8659 0.014 Uiso calc U . R 1 . .
H H4B 0.7675 0.5595 0.8922 0.014 Uiso calc U . R 1 . .
C C11 0.7752(2) 0.3174(2) 0.8300(2) 0.0098(6) Uani d . . . 1 . .
C C12 0.8843(2) 0.2782(2) 0.7858(2) 0.0095(6) Uani d . . . 1 . .
C C13 0.9728(2) 0.2273(2) 0.8481(2) 0.0107(6) Uani d . . . 1 . .
H H13 1.0467 0.2055 0.8187 0.013 Uiso calc U . R 1 . .
C C14 0.9596(2) 0.2063(2) 0.9503(2) 0.0102(6) Uani d . . . 1 . .
C C15 0.8492(2) 0.2252(2) 0.9942(2) 0.0113(6) Uani d . . . 1 . .
H H15 0.8372 0.1998 1.0663 0.014 Uiso calc U . R 1 . .
C C16 0.7550(2) 0.2792(2) 0.9385(2) 0.0098(6) Uani d . . . 1 . .
C C17 0.9103(2) 0.2750(2) 0.6803(2) 0.0116(6) Uani d . . . 1 . .
C C18 0.9632(3) 0.1548(2) 0.7001(2) 0.0154(7) Uani d . . . 1 . .
H H18A 0.9119 0.1117 0.748 0.023 Uiso calc U . R 1 . .
H H18B 1.0355 0.1283 0.7292 0.023 Uiso calc U . R 1 . .
H H18C 0.9758 0.1482 0.6356 0.023 Uiso calc U . R 1 . .
C C19 0.9953(2) 0.3398(2) 0.6099(2) 0.0133(7) Uani d . . . 1 . .
H H19A 1.0152 0.3296 0.5469 0.02 Uiso calc U . R 1 . .
H H19B 1.0635 0.3142 0.6447 0.02 Uiso calc U . R 1 . .
H H19C 0.9612 0.4169 0.5934 0.02 Uiso calc U . R 1 . .
C C20 0.8046(2) 0.3106(2) 0.6264(2) 0.0147(7) Uani d . . . 1 . .
H H20A 0.771 0.3886 0.6048 0.022 Uiso calc U . R 1 . .
H H20B 0.7498 0.2713 0.6735 0.022 Uiso calc U . R 1 . .
H H20C 0.8252 0.2947 0.5665 0.022 Uiso calc U . R 1 . .
C C21 1.0624(2) 0.1576(2) 1.0118(2) 0.0113(6) Uani d . . . 1 . .
C C22 1.0302(3) 0.1468(2) 1.1213(2) 0.0169(7) Uani d . . . 1 . .
H H22A 0.9874 0.2176 1.1202 0.025 Uiso calc U . R 1 . .
H H22B 1.0989 0.1201 1.1558 0.025 Uiso calc U . R 1 . .
H H22C 0.9836 0.0956 1.1581 0.025 Uiso calc U . R 1 . .
C C23 1.1245(3) 0.0443(2) 1.0168(2) 0.0167(7) Uani d . . . 1 . .
H H23A 1.0743 -0.0035 1.0526 0.025 Uiso calc U . R 1 . .
H H23B 1.1919 0.0148 1.0536 0.025 Uiso calc U . R 1 . .
H H23C 1.1469 0.0492 0.9474 0.025 Uiso calc U . R 1 . .
C C24 1.1418(3) 0.2330(2) 0.9573(2) 0.0178(7) Uani d . . . 1 . .
H H24A 1.1652 0.2388 0.8877 0.027 Uiso calc U . R 1 . .
H H24B 1.2087 0.203 0.9949 0.027 Uiso calc U . R 1 . .
H H24C 1.1019 0.305 0.9547 0.027 Uiso calc U . R 1 . .
C C25 0.6390(2) 0.2780(2) 1.0036(2) 0.0122(6) Uani d . . . 1 . .
C C26 0.6417(3) 0.1571(2) 1.0679(2) 0.0178(7) Uani d . . . 1 . .
H H26A 0.5702 0.1512 1.1106 0.027 Uiso calc U . R 1 . .
H H26B 0.7043 0.1211 1.1114 0.027 Uiso calc U . R 1 . .
H H26C 0.6525 0.1225 1.0223 0.027 Uiso calc U . R 1 . .
C C27 0.6224(2) 0.3305(2) 1.0765(2) 0.0156(7) Uani d . . . 1 . .
H H27A 0.6183 0.4077 1.0367 0.023 Uiso calc U . R 1 . .
H H27B 0.6862 0.2952 1.1185 0.023 Uiso calc U . R 1 . .
H H27C 0.5521 0.3222 1.1206 0.023 Uiso calc U . R 1 . .
C C28 0.5360(2) 0.3281(2) 0.9429(2) 0.0140(7) Uani d . . . 1 . .
H H28A 0.4694 0.3102 0.9895 0.021 Uiso calc U . R 1 . .
H H28B 0.5493 0.2992 0.8923 0.021 Uiso calc U . R 1 . .
H H28C 0.523 0.4069 0.9081 0.021 Uiso calc U . R 1 . .
C C31 0.5802(2) 0.7387(2) 0.4273(2) 0.0106(6) Uani d . . . 1 . .
C C32 0.5039(2) 0.7512(2) 0.3660(2) 0.0136(7) Uani d . . . 1 . .
F F32 0.41612(14) 0.70547(14) 0.41101(13) 0.0188(4) Uani d . . . 1 . .
C C33 0.5081(3) 0.8092(2) 0.2621(2) 0.0164(7) Uani d . . . 1 . .
F F33 0.42971(16) 0.81892(14) 0.20828(13) 0.0252(5) Uani d . . . 1 . .
C C34 0.5939(3) 0.8595(2) 0.2123(2) 0.0163(7) Uani d . . . 1 . .
F F34 0.59905(16) 0.91812(14) 0.11032(13) 0.0260(5) Uani d . . . 1 . .
C C35 0.6717(2) 0.8496(2) 0.2689(2) 0.0143(7) Uani d . . . 1 . .
F F35 0.75455(14) 0.90086(14) 0.22199(13) 0.0217(4) Uani d . . . 1 . .
C C36 0.6638(2) 0.7914(2) 0.3732(2) 0.0116(6) Uani d . . . 1 . .
F F36 0.74397(13) 0.78870(13) 0.42159(13) 0.0174(4) Uani d . . . 1 . .
C C41 0.4584(2) 0.7443(2) 0.5975(2) 0.0117(6) Uani d . . . 1 . .
C C42 0.3501(3) 0.7301(2) 0.6305(2) 0.0147(7) Uani d . . . 1 . .
F F42 0.32397(14) 0.64811(14) 0.62845(14) 0.0212(4) Uani d . . . 1 . .
C C43 0.2626(3) 0.7974(2) 0.6649(2) 0.0180(7) Uani d . . . 1 . .
F F43 0.15980(15) 0.77931(15) 0.69515(15) 0.0289(5) Uani d . . . 1 . .
C C44 0.2813(3) 0.8829(2) 0.6700(2) 0.0175(7) Uani d . . . 1 . .
F F44 0.19859(15) 0.94735(15) 0.70613(15) 0.0275(5) Uani d . . . 1 . .
C C45 0.3869(3) 0.9006(2) 0.6390(2) 0.0171(7) Uani d . . . 1 . .
F F45 0.40778(15) 0.98290(14) 0.64436(15) 0.0249(4) Uani d . . . 1 . .
C C46 0.4712(2) 0.8335(2) 0.6022(2) 0.0122(6) Uani d . . . 1 . .
F F46 0.57134(14) 0.85864(13) 0.56869(14) 0.0188(4) Uani d . . . 1 . .
C C51 0.8073(2) 0.7378(2) 0.7000(2) 0.0115(6) Uani d . . . 1 . .
C C52 0.7175(2) 0.7943(2) 0.7449(2) 0.0147(7) Uani d . . . 1 . .
F F52 0.65191(15) 0.74130(14) 0.82709(14) 0.0248(5) Uani d . . . 1 . .
C C53 0.6880(3) 0.9051(3) 0.7118(3) 0.0194(7) Uani d . . . 1 . .
F F53 0.60033(16) 0.95377(15) 0.76017(16) 0.0331(5) Uani d . . . 1 . .
C C54 0.7477(3) 0.9658(2) 0.6282(3) 0.0206(7) Uani d . . . 1 . .
F F54 0.71988(17) 1.07415(14) 0.59456(16) 0.0330(5) Uani d . . . 1 . .
C C55 0.8364(3) 0.9151(2) 0.5796(2) 0.0199(7) Uani d . . . 1 . .
F F55 0.89585(17) 0.97392(15) 0.49741(14) 0.0312(5) Uani d . . . 1 . .
C C56 0.8644(2) 0.8048(2) 0.6161(2) 0.0147(7) Uani d . . . 1 . .
F F56 0.95512(14) 0.75871(14) 0.56731(13) 0.0208(4) Uani d . . . 1 . .
C C61 0.9846(2) 0.5684(2) 0.7695(2) 0.0108(6) Uani d . . . 1 . .
C C62 1.0824(3) 0.5207(2) 0.7243(2) 0.0151(7) Uani d . . . 1 . .
F F62 1.07962(14) 0.49923(15) 0.64559(14) 0.0229(4) Uani d . . . 1 . .
C C63 1.1889(2) 0.4892(2) 0.7556(2) 0.0167(7) Uani d . . . 1 . .
F F63 1.27973(14) 0.44035(15) 0.71012(16) 0.0272(5) Uani d . . . 1 . .
C C64 1.2022(3) 0.5096(2) 0.8332(3) 0.0187(7) Uani d . . . 1 . .
F F64 1.30524(15) 0.48280(16) 0.86284(15) 0.0301(5) Uani d . . . 1 . .
C C65 1.1086(3) 0.5589(2) 0.8791(2) 0.0175(7) Uani d . . . 1 . .
F F65 1.12058(15) 0.58205(15) 0.95340(14) 0.0244(4) Uani d . . . 1 . .
C C66 1.0037(2) 0.5865(2) 0.8471(2) 0.0127(7) Uani d . . . 1 . .
F F66 0.91519(14) 0.63399(14) 0.89656(13) 0.0175(4) Uani d . . . 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
P1 C11 . 1.814(3) ?
P1 C3 . 1.819(3) ?
P1 C1 . 1.837(3) ?
P1 S1 . 2.2543(10) ?
S1 O2 . 1.509(2) ?
S1 O1 . 1.544(2) ?
B1 O1 . 1.593(4) ?
B1 C2 . 1.611(4) ?
B1 C31 . 1.634(4) ?
B1 C41 . 1.640(4) ?
B2 O2 . 1.599(4) ?
B2 C4 . 1.611(4) ?
B2 C61 . 1.634(4) ?
B2 C51 . 1.640(4) ?
C1 C2 . 1.548(4) ?
C1 H1A . 0.99 ?
C1 H1B . 0.99 ?
C2 H2A . 0.99 ?
C2 H2B . 0.99 ?
C3 C4 . 1.544(4) ?
C3 H3A . 0.99 ?
C3 H3B . 0.99 ?
C4 H4A . 0.99 ?
C4 H4B . 0.99 ?
C11 C16 . 1.431(4) ?
C11 C12 . 1.432(4) ?
C12 C13 . 1.392(4) ?
C12 C17 . 1.547(4) ?
C13 C14 . 1.385(4) ?
C13 H13 . 0.95 ?
C14 C15 . 1.389(4) ?
C14 C21 . 1.534(4) ?
C15 C16 . 1.392(4) ?
C15 H15 . 0.95 ?
C16 C25 . 1.557(4) ?
C17 C20 . 1.529(4) ?
C17 C19 . 1.539(4) ?
C17 C18 . 1.547(4) ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C20 H20A . 0.98 ?
C20 H20B . 0.98 ?
C20 H20C . 0.98 ?
C21 C22 . 1.530(4) ?
C21 C23 . 1.537(4) ?
C21 C24 . 1.546(4) ?
C22 H22A . 0.98 ?
C22 H22B . 0.98 ?
C22 H22C . 0.98 ?
C23 H23A . 0.98 ?
C23 H23B . 0.98 ?
C23 H23C . 0.98 ?
C24 H24A . 0.98 ?
C24 H24B . 0.98 ?
C24 H24C . 0.98 ?
C25 C28 . 1.527(4) ?
C25 C27 . 1.537(4) ?
C25 C26 . 1.546(4) ?
C26 H26A . 0.98 ?
C26 H26B . 0.98 ?
C26 H26C . 0.98 ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
C31 C36 . 1.385(4) ?
C31 C32 . 1.390(4) ?
C32 F32 . 1.361(3) ?
C32 C33 . 1.370(4) ?
C33 F33 . 1.347(3) ?
C33 C34 . 1.381(4) ?
C34 F34 . 1.347(3) ?
C34 C35 . 1.370(4) ?
C35 F35 . 1.354(3) ?
C35 C36 . 1.375(4) ?
C36 F36 . 1.355(3) ?
C41 C42 . 1.391(4) ?
C41 C46 . 1.392(4) ?
C42 F42 . 1.352(3) ?
C42 C43 . 1.383(4) ?
C43 F43 . 1.343(3) ?
C43 C44 . 1.375(4) ?
C44 F44 . 1.343(3) ?
C44 C45 . 1.374(4) ?
C45 F45 . 1.347(3) ?
C45 C46 . 1.380(4) ?
C46 F46 . 1.352(3) ?
C51 C52 . 1.389(4) ?
C51 C56 . 1.393(4) ?
C52 F52 . 1.360(3) ?
C52 C53 . 1.379(4) ?
C53 F53 . 1.348(4) ?
C53 C54 . 1.370(5) ?
C54 F54 . 1.347(3) ?
C54 C55 . 1.371(5) ?
C55 F55 . 1.347(4) ?
C55 C56 . 1.368(4) ?
C56 F56 . 1.354(3) ?
C61 C66 . 1.386(4) ?
C61 C62 . 1.389(4) ?
C62 F62 . 1.356(3) ?
C62 C63 . 1.383(4) ?
C63 F63 . 1.346(3) ?
C63 C64 . 1.377(5) ?
C64 F64 . 1.344(3) ?
C64 C65 . 1.371(5) ?
C65 F65 . 1.348(4) ?
C65 C66 . 1.379(4) ?
C66 F66 . 1.355(3) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C11 P1 C3 . . 105.78(13) ?
C11 P1 C1 . . 124.26(13) ?
C3 P1 C1 . . 113.81(13) ?
C11 P1 S1 . . 117.66(10) ?
C3 P1 S1 . . 93.21(10) ?
C1 P1 S1 . . 98.03(9) ?
O2 S1 O1 . . 106.28(11) ?
O2 S1 P1 . . 105.43(8) ?
O1 S1 P1 . . 91.22(8) ?
O1 B1 C2 . . 106.0(2) ?
O1 B1 C31 . . 108.5(2) ?
C2 B1 C31 . . 112.7(3) ?
O1 B1 C41 . . 102.6(2) ?
C2 B1 C41 . . 117.5(2) ?
C31 B1 C41 . . 108.7(2) ?
O2 B2 C4 . . 108.6(2) ?
O2 B2 C61 . . 104.8(2) ?
C4 B2 C61 . . 109.7(2) ?
O2 B2 C51 . . 106.5(2) ?
C4 B2 C51 . . 117.5(2) ?
C61 B2 C51 . . 108.9(2) ?
S1 O1 B1 . . 119.78(17) ?
S1 O2 B2 . . 130.14(18) ?
C2 C1 P1 . . 115.0(2) ?
C2 C1 H1A . . 108.5 ?
P1 C1 H1A . . 108.5 ?
C2 C1 H1B . . 108.5 ?
P1 C1 H1B . . 108.5 ?
H1A C1 H1B . . 107.5 ?
C1 C2 B1 . . 116.3(2) ?
C1 C2 H2A . . 108.2 ?
B1 C2 H2A . . 108.2 ?
C1 C2 H2B . . 108.2 ?
B1 C2 H2B . . 108.2 ?
H2A C2 H2B . . 107.4 ?
C4 C3 P1 . . 110.40(19) ?
C4 C3 H3A . . 109.6 ?
P1 C3 H3A . . 109.6 ?
C4 C3 H3B . . 109.6 ?
P1 C3 H3B . . 109.6 ?
H3A C3 H3B . . 108.1 ?
C3 C4 B2 . . 118.2(2) ?
C3 C4 H4A . . 107.8 ?
B2 C4 H4A . . 107.8 ?
C3 C4 H4B . . 107.8 ?
B2 C4 H4B . . 107.8 ?
H4A C4 H4B . . 107.1 ?
C16 C11 C12 . . 119.4(3) ?
C16 C11 P1 . . 117.4(2) ?
C12 C11 P1 . . 118.2(2) ?
C13 C12 C11 . . 116.7(3) ?
C13 C12 C17 . . 116.9(3) ?
C11 C12 C17 . . 126.0(3) ?
C14 C13 C12 . . 124.1(3) ?
C14 C13 H13 . . 118.0 ?
C12 C13 H13 . . 118.0 ?
C13 C14 C15 . . 116.2(3) ?
C13 C14 C21 . . 120.9(3) ?
C15 C14 C21 . . 122.7(3) ?
C14 C15 C16 . . 123.7(3) ?
C14 C15 H15 . . 118.2 ?
C16 C15 H15 . . 118.2 ?
C15 C16 C11 . . 117.2(3) ?
C15 C16 C25 . . 115.1(3) ?
C11 C16 C25 . . 127.2(3) ?
C20 C17 C19 . . 110.5(2) ?
C20 C17 C12 . . 113.5(2) ?
C19 C17 C12 . . 112.1(2) ?
C20 C17 C18 . . 105.1(2) ?
C19 C17 C18 . . 108.5(2) ?
C12 C17 C18 . . 106.7(2) ?
C17 C18 H18A . . 109.5 ?
C17 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C17 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C17 C19 H19A . . 109.5 ?
C17 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C17 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C17 C20 H20A . . 109.5 ?
C17 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
C17 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
C22 C21 C14 . . 112.7(2) ?
C22 C21 C23 . . 107.9(2) ?
C14 C21 C23 . . 109.8(2) ?
C22 C21 C24 . . 108.6(2) ?
C14 C21 C24 . . 108.0(2) ?
C23 C21 C24 . . 109.8(2) ?
C21 C22 H22A . . 109.5 ?
C21 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
C21 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
C21 C23 H23A . . 109.5 ?
C21 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
C21 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
C21 C24 H24A . . 109.5 ?
C21 C24 H24B . . 109.5 ?
H24A C24 H24B . . 109.5 ?
C21 C24 H24C . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
C28 C25 C27 . . 109.4(2) ?
C28 C25 C26 . . 105.5(2) ?
C27 C25 C26 . . 108.6(2) ?
C28 C25 C16 . . 115.4(2) ?
C27 C25 C16 . . 111.7(2) ?
C26 C25 C16 . . 105.8(2) ?
C25 C26 H26A . . 109.5 ?
C25 C26 H26B . . 109.5 ?
H26A C26 H26B . . 109.5 ?
C25 C26 H26C . . 109.5 ?
H26A C26 H26C . . 109.5 ?
H26B C26 H26C . . 109.5 ?
C25 C27 H27A . . 109.5 ?
C25 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C25 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C25 C28 H28A . . 109.5 ?
C25 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C25 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C36 C31 C32 . . 113.5(3) ?
C36 C31 B1 . . 127.3(3) ?
C32 C31 B1 . . 119.2(3) ?
F32 C32 C33 . . 116.3(3) ?
F32 C32 C31 . . 118.8(3) ?
C33 C32 C31 . . 124.9(3) ?
F33 C33 C32 . . 121.2(3) ?
F33 C33 C34 . . 119.7(3) ?
C32 C33 C34 . . 119.0(3) ?
F34 C34 C35 . . 121.2(3) ?
F34 C34 C33 . . 120.2(3) ?
C35 C34 C33 . . 118.6(3) ?
F35 C35 C34 . . 119.6(3) ?
F35 C35 C36 . . 119.9(3) ?
C34 C35 C36 . . 120.5(3) ?
F36 C36 C35 . . 115.5(3) ?
F36 C36 C31 . . 121.0(3) ?
C35 C36 C31 . . 123.5(3) ?
C42 C41 C46 . . 113.7(3) ?
C42 C41 B1 . . 125.0(3) ?
C46 C41 B1 . . 121.2(3) ?
F42 C42 C43 . . 115.5(3) ?
F42 C42 C41 . . 120.6(3) ?
C43 C42 C41 . . 123.9(3) ?
F43 C43 C44 . . 119.6(3) ?
F43 C43 C42 . . 120.8(3) ?
C44 C43 C42 . . 119.7(3) ?
F44 C44 C45 . . 120.1(3) ?
F44 C44 C43 . . 120.8(3) ?
C45 C44 C43 . . 119.1(3) ?
F45 C45 C44 . . 120.3(3) ?
F45 C45 C46 . . 120.2(3) ?
C44 C45 C46 . . 119.5(3) ?
F46 C46 C45 . . 116.3(3) ?
F46 C46 C41 . . 119.5(3) ?
C45 C46 C41 . . 124.1(3) ?
C52 C51 C56 . . 113.2(3) ?
C52 C51 B2 . . 126.1(3) ?
C56 C51 B2 . . 120.5(3) ?
F52 C52 C53 . . 115.1(3) ?
F52 C52 C51 . . 120.8(3) ?
C53 C52 C51 . . 124.1(3) ?
F53 C53 C54 . . 120.0(3) ?
F53 C53 C52 . . 120.5(3) ?
C54 C53 C52 . . 119.4(3) ?
F54 C54 C53 . . 120.3(3) ?
F54 C54 C55 . . 120.4(3) ?
C53 C54 C55 . . 119.4(3) ?
F55 C55 C56 . . 120.7(3) ?
F55 C55 C54 . . 119.9(3) ?
C56 C55 C54 . . 119.4(3) ?
F56 C56 C55 . . 116.9(3) ?
F56 C56 C51 . . 118.6(3) ?
C55 C56 C51 . . 124.5(3) ?
C66 C61 C62 . . 113.5(3) ?
C66 C61 B2 . . 117.4(3) ?
C62 C61 B2 . . 129.1(3) ?
F62 C62 C63 . . 114.6(3) ?
F62 C62 C61 . . 121.5(3) ?
C63 C62 C61 . . 124.0(3) ?
F63 C63 C64 . . 119.7(3) ?
F63 C63 C62 . . 120.8(3) ?
C64 C63 C62 . . 119.5(3) ?
F64 C64 C65 . . 120.5(3) ?
F64 C64 C63 . . 120.6(3) ?
C65 C64 C63 . . 118.9(3) ?
F65 C65 C64 . . 119.6(3) ?
F65 C65 C66 . . 120.8(3) ?
C64 C65 C66 . . 119.6(3) ?
F66 C66 C65 . . 116.3(3) ?
F66 C66 C61 . . 119.4(3) ?
C65 C66 C61 . . 124.4(3) ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O2 S1 O1 B1 . . . . 173.56(19) ?
P1 S1 O1 B1 . . . . -79.98(19) ?
C2 B1 O1 S1 . . . . 32.7(3) ?
C31 B1 O1 S1 . . . . -88.6(2) ?
C41 B1 O1 S1 . . . . 156.54(17) ?
O1 S1 O2 B2 . . . . 51.0(2) ?
P1 S1 O2 B2 . . . . -44.9(2) ?
C4 B2 O2 S1 . . . . 40.8(3) ?
C61 B2 O2 S1 . . . . 157.93(18) ?
C51 B2 O2 S1 . . . . -86.7(3) ?
C11 P1 C1 C2 . . . . -130.9(2) ?
C3 P1 C1 C2 . . . . 97.8(2) ?
S1 P1 C1 C2 . . . . 0.6(2) ?
P1 C1 C2 B1 . . . . -58.5(3) ?
O1 B1 C2 C1 . . . . 50.8(3) ?
C31 B1 C2 C1 . . . . 169.4(2) ?
C41 B1 C2 C1 . . . . -63.2(3) ?
C11 P1 C3 C4 . . . . 55.6(2) ?
C1 P1 C3 C4 . . . . -164.58(18) ?
S1 P1 C3 C4 . . . . -64.35(19) ?
P1 C3 C4 B2 . . . . 75.1(3) ?
O2 B2 C4 C3 . . . . -49.3(3) ?
C61 B2 C4 C3 . . . . -163.3(2) ?
C51 B2 C4 C3 . . . . 71.6(3) ?
C3 P1 C11 C16 . . . . 36.9(2) ?
C1 P1 C11 C16 . . . . -97.5(2) ?
S1 P1 C11 C16 . . . . 139.24(19) ?
C3 P1 C11 C12 . . . . -118.1(2) ?
C1 P1 C11 C12 . . . . 107.5(2) ?
S1 P1 C11 C12 . . . . -15.7(3) ?
C16 C11 C12 C13 . . . . -16.4(4) ?
P1 C11 C12 C13 . . . . 138.1(2) ?
C16 C11 C12 C17 . . . . 155.9(3) ?
P1 C11 C12 C17 . . . . -49.7(4) ?
C11 C12 C13 C14 . . . . 4.6(4) ?
C17 C12 C13 C14 . . . . -168.4(3) ?
C12 C13 C14 C15 . . . . 8.8(4) ?
C12 C13 C14 C21 . . . . -175.3(3) ?
C13 C14 C15 C16 . . . . -11.0(4) ?
C21 C14 C15 C16 . . . . 173.2(3) ?
C14 C15 C16 C11 . . . . -0.4(4) ?
C14 C15 C16 C25 . . . . 172.2(3) ?
C12 C11 C16 C15 . . . . 14.4(4) ?
P1 C11 C16 C15 . . . . -140.2(2) ?
C12 C11 C16 C25 . . . . -157.2(3) ?
P1 C11 C16 C25 . . . . 48.2(4) ?
C13 C12 C17 C20 . . . . 167.6(2) ?
C11 C12 C17 C20 . . . . -4.6(4) ?
C13 C12 C17 C19 . . . . -66.2(3) ?
C11 C12 C17 C19 . . . . 121.6(3) ?
C13 C12 C17 C18 . . . . 52.4(3) ?
C11 C12 C17 C18 . . . . -119.8(3) ?
C13 C14 C21 C22 . . . . 176.8(3) ?
C15 C14 C21 C22 . . . . -7.6(4) ?
C13 C14 C21 C23 . . . . -62.9(3) ?
C15 C14 C21 C23 . . . . 112.7(3) ?
C13 C14 C21 C24 . . . . 56.9(3) ?
C15 C14 C21 C24 . . . . -127.5(3) ?
C15 C16 C25 C28 . . . . -174.6(3) ?
C11 C16 C25 C28 . . . . -2.9(4) ?
C15 C16 C25 C27 . . . . 59.6(3) ?
C11 C16 C25 C27 . . . . -128.7(3) ?
C15 C16 C25 C26 . . . . -58.4(3) ?
C11 C16 C25 C26 . . . . 113.3(3) ?
O1 B1 C31 C36 . . . . -8.4(4) ?
C2 B1 C31 C36 . . . . -125.5(3) ?
C41 B1 C31 C36 . . . . 102.4(3) ?
O1 B1 C31 C32 . . . . 173.5(2) ?
C2 B1 C31 C32 . . . . 56.4(3) ?
C41 B1 C31 C32 . . . . -75.6(3) ?
C36 C31 C32 F32 . . . . -178.3(2) ?
B1 C31 C32 F32 . . . . 0.1(4) ?
C36 C31 C32 C33 . . . . 0.0(4) ?
B1 C31 C32 C33 . . . . 178.4(3) ?
F32 C32 C33 F33 . . . . -0.6(4) ?
C31 C32 C33 F33 . . . . -178.9(3) ?
F32 C32 C33 C34 . . . . 178.6(3) ?
C31 C32 C33 C34 . . . . 0.3(5) ?
F33 C33 C34 F34 . . . . 0.1(4) ?
C32 C33 C34 F34 . . . . -179.2(3) ?
F33 C33 C34 C35 . . . . 179.2(3) ?
C32 C33 C34 C35 . . . . -0.1(4) ?
F34 C34 C35 F35 . . . . 1.0(4) ?
C33 C34 C35 F35 . . . . -178.1(3) ?
F34 C34 C35 C36 . . . . 178.6(3) ?
C33 C34 C35 C36 . . . . -0.5(4) ?
F35 C35 C36 F36 . . . . -1.2(4) ?
C34 C35 C36 F36 . . . . -178.7(2) ?
F35 C35 C36 C31 . . . . 178.4(3) ?
C34 C35 C36 C31 . . . . 0.9(5) ?
C32 C31 C36 F36 . . . . 179.0(2) ?
B1 C31 C36 F36 . . . . 0.8(4) ?
C32 C31 C36 C35 . . . . -0.6(4) ?
B1 C31 C36 C35 . . . . -178.8(3) ?
O1 B1 C41 C42 . . . . -140.0(3) ?
C2 B1 C41 C42 . . . . -24.2(4) ?
C31 B1 C41 C42 . . . . 105.2(3) ?
O1 B1 C41 C46 . . . . 43.4(3) ?
C2 B1 C41 C46 . . . . 159.3(3) ?
C31 B1 C41 C46 . . . . -71.4(3) ?
C46 C41 C42 F42 . . . . 178.7(3) ?
B1 C41 C42 F42 . . . . 1.9(4) ?
C46 C41 C42 C43 . . . . 0.0(4) ?
B1 C41 C42 C43 . . . . -176.7(3) ?
F42 C42 C43 F43 . . . . 0.9(4) ?
C41 C42 C43 F43 . . . . 179.6(3) ?
F42 C42 C43 C44 . . . . 179.8(3) ?
C41 C42 C43 C44 . . . . -1.5(5) ?
F43 C43 C44 F44 . . . . 0.9(5) ?
C42 C43 C44 F44 . . . . -177.9(3) ?
F43 C43 C44 C45 . . . . 179.9(3) ?
C42 C43 C44 C45 . . . . 1.0(5) ?
F44 C44 C45 F45 . . . . -0.3(4) ?
C43 C44 C45 F45 . . . . -179.2(3) ?
F44 C44 C45 C46 . . . . 179.9(3) ?
C43 C44 C45 C46 . . . . 0.9(5) ?
F45 C45 C46 F46 . . . . -2.8(4) ?
C44 C45 C46 F46 . . . . 177.0(3) ?
F45 C45 C46 C41 . . . . 177.5(3) ?
C44 C45 C46 C41 . . . . -2.6(5) ?
C42 C41 C46 F46 . . . . -177.5(2) ?
B1 C41 C46 F46 . . . . -0.6(4) ?
C42 C41 C46 C45 . . . . 2.1(4) ?
B1 C41 C46 C45 . . . . 179.0(3) ?
O2 B2 C51 C52 . . . . 129.4(3) ?
C4 B2 C51 C52 . . . . 7.5(4) ?
C61 B2 C51 C52 . . . . -118.0(3) ?
O2 B2 C51 C56 . . . . -56.4(3) ?
C4 B2 C51 C56 . . . . -178.4(3) ?
C61 B2 C51 C56 . . . . 56.2(4) ?
C56 C51 C52 F52 . . . . 179.2(3) ?
B2 C51 C52 F52 . . . . -6.2(5) ?
C56 C51 C52 C53 . . . . -1.1(5) ?
B2 C51 C52 C53 . . . . 173.4(3) ?
F52 C52 C53 F53 . . . . 0.4(4) ?
C51 C52 C53 F53 . . . . -179.2(3) ?
F52 C52 C53 C54 . . . . -178.7(3) ?
C51 C52 C53 C54 . . . . 1.6(5) ?
F53 C53 C54 F54 . . . . 0.7(5) ?
C52 C53 C54 F54 . . . . 179.8(3) ?
F53 C53 C54 C55 . . . . -179.8(3) ?
C52 C53 C54 C55 . . . . -0.7(5) ?
F54 C54 C55 F55 . . . . -0.4(5) ?
C53 C54 C55 F55 . . . . -179.9(3) ?
F54 C54 C55 C56 . . . . 178.9(3) ?
C53 C54 C55 C56 . . . . -0.6(5) ?
F55 C55 C56 F56 . . . . 1.5(5) ?
C54 C55 C56 F56 . . . . -177.8(3) ?
F55 C55 C56 C51 . . . . -179.6(3) ?
C54 C55 C56 C51 . . . . 1.1(5) ?
C52 C51 C56 F56 . . . . 178.6(3) ?
B2 C51 C56 F56 . . . . 3.7(4) ?
C52 C51 C56 C55 . . . . -0.3(5) ?
B2 C51 C56 C55 . . . . -175.1(3) ?
O2 B2 C61 C66 . . . . 178.0(2) ?
C4 B2 C61 C66 . . . . -65.7(3) ?
C51 B2 C61 C66 . . . . 64.3(3) ?
O2 B2 C61 C62 . . . . -1.4(4) ?
C4 B2 C61 C62 . . . . 115.0(3) ?
C51 B2 C61 C62 . . . . -115.1(3) ?
C66 C61 C62 F62 . . . . -178.6(3) ?
B2 C61 C62 F62 . . . . 0.8(5) ?
C66 C61 C62 C63 . . . . 2.8(4) ?
B2 C61 C62 C63 . . . . -177.9(3) ?
F62 C62 C63 F63 . . . . -0.7(4) ?
C61 C62 C63 F63 . . . . 178.0(3) ?
F62 C62 C63 C64 . . . . 178.3(3) ?
C61 C62 C63 C64 . . . . -3.0(5) ?
F63 C63 C64 F64 . . . . 1.1(4) ?
C62 C63 C64 F64 . . . . -177.9(3) ?
F63 C63 C64 C65 . . . . -179.6(3) ?
C62 C63 C64 C65 . . . . 1.4(5) ?
F64 C64 C65 F65 . . . . 1.0(4) ?
C63 C64 C65 F65 . . . . -178.3(3) ?
F64 C64 C65 C66 . . . . 179.5(3) ?
C63 C64 C65 C66 . . . . 0.2(5) ?
F65 C65 C66 F66 . . . . -2.1(4) ?
C64 C65 C66 F66 . . . . 179.4(3) ?
F65 C65 C66 C61 . . . . 178.1(3) ?
C64 C65 C66 C61 . . . . -0.3(5) ?
C62 C61 C66 F66 . . . . 179.2(2) ?
B2 C61 C66 F66 . . . . -0.3(4) ?
C62 C61 C66 C65 . . . . -1.1(4) ?
B2 C61 C66 C65 . . . . 179.5(3) ?

