# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_erk8660
_database_code_depnum_ccdc_archive 'CCDC 1858045'
_audit_update_record             
;
2018-07-25 deposited with the CCDC.
2018-10-24 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H34 B3 P'
_chemical_formula_iupac          ?
_chemical_formula_weight         457.97

_chemical_melting_point          ?

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

_cell_length_a                   11.7002(3)
_cell_length_b                   17.2942(5)
_cell_length_c                   12.6635(4)
_cell_angle_alpha                90
_cell_angle_beta                 91.842(2)
_cell_angle_gamma                90
_cell_volume                     2561.08(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9896
_cell_measurement_theta_min      4.3287
_cell_measurement_theta_max      68.3763
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.215
_exptl_crystal_size_min          0.139
_exptl_crystal_density_diffrn    1.188
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             976

_exptl_absorpt_coefficient_mu    1.050
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Bruker AXS (2014). SADABS, Version 2014/5, Bruker AXS Inc., Madison, Wisconsin,
USA.
;
_exptl_absorpt_correction_T_min  0.75
_exptl_absorpt_correction_T_max  0.87

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Cu ImS'
_diffrn_source_type              'micro focus tube'

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_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            20970
_diffrn_reflns_av_R_equivalents  0.0524
_diffrn_reflns_av_unetI/netI     0.0442
_diffrn_reflns_theta_min         4.33
_diffrn_reflns_theta_max         68.37
_diffrn_reflns_theta_full        68.37
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       15

_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 hydrogens at B1, B2 and B3 atoms were refined freely.
;

_reflns_number_total             4654
_reflns_number_gt                3867
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0619
_refine_ls_R_factor_gt           0.0490
_refine_ls_wR_factor_gt          0.1197
_refine_ls_wR_factor_ref         0.1276
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.055
_refine_ls_number_reflns         4654
_refine_ls_number_parameters     337
_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)+(0.0588P)²+1.7650P] 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         0.381
_refine_diff_density_min         -0.356
_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'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       
;

APEX3 v2016.1-0 (Bruker AXS Inc., 2016)
;
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014/7 (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 0.56403(4) 0.21593(3) 0.35276(4) 0.01658(14) Uani d . . . 1 . .
B B1 0.4405(2) 0.08352(15) 0.17438(19) 0.0229(5) Uani d . . . 1 . .
H H1A 0.355(2) 0.0570(14) 0.1732(17) 0.024(6) Uiso d . . . 1 . .
H H1B 0.510(2) 0.0249(16) 0.195(2) 0.043(8) Uiso d . . . 1 . .
B B3 0.5492(2) 0.05904(14) 0.26881(19) 0.0240(5) Uani d . . . 1 . .
H H3A 0.639(2) 0.0788(15) 0.2434(18) 0.030(6) Uiso d . . . 1 . .
H H3B 0.543(2) 0.0182(16) 0.335(2) 0.037(7) Uiso d . . . 1 . .
B B2 0.4531(2) 0.13900(14) 0.29831(18) 0.0207(5) Uani d . . . 1 . .
H H2A 0.391(2) 0.1244(14) 0.3590(18) 0.029(6) Uiso d . . . 1 . .
H H2B 0.402(2) 0.1665(14) 0.2335(19) 0.028(6) Uiso d . . . 1 . .
C C1 0.62542(17) 0.26860(12) 0.24441(16) 0.0197(4) Uani d . . . 1 . .
C C2 0.68661(17) 0.33982(13) 0.25629(17) 0.0227(5) Uani d . . . 1 . .
H H2 0.703 0.3592 0.3253 0.027 Uiso calc U . R 1 . .
C C3 0.72241(18) 0.38111(13) 0.17041(17) 0.0254(5) Uani d . . . 1 . .
H H3 0.7633 0.428 0.1823 0.031 Uiso calc U . R 1 . .
C C4 0.70053(18) 0.35625(13) 0.06470(17) 0.0263(5) Uani d . . . 1 . .
H H4 0.7255 0.385 0.0058 0.032 Uiso calc U . R 1 . .
C C5 0.55538(18) 0.20442(14) -0.11917(16) 0.0255(5) Uani d . . . 1 . .
H H5 0.578 0.2313 -0.1805 0.031 Uiso calc U . R 1 . .
C C6 0.48907(19) 0.13618(14) -0.12444(17) 0.0270(5) Uani d . . . 1 . .
H H6 0.468 0.116 -0.1921 0.032 Uiso calc U . R 1 . .
C C7 0.45334(18) 0.09739(13) -0.03600(16) 0.0248(5) Uani d . . . 1 . .
H H7 0.408 0.0522 -0.0454 0.03 Uiso calc U . R 1 . .
C C8 0.48182(17) 0.12259(13) 0.06895(16) 0.0218(4) Uani d . . . 1 . .
C C9 0.54810(17) 0.18773(13) 0.07060(15) 0.0211(4) Uani d . . . 1 . .
C C10 0.60399(17) 0.24628(12) 0.14225(16) 0.0203(4) Uani d . . . 1 . .
C C11 0.64164(18) 0.28878(13) 0.05304(16) 0.0231(5) Uani d . . . 1 . .
C C12 0.58462(18) 0.22902(13) -0.01899(16) 0.0228(5) Uani d . . . 1 . .
C C21 0.50909(17) 0.29602(12) 0.43269(15) 0.0177(4) Uani d . . . 1 . .
C C22 0.57231(18) 0.32807(12) 0.51981(16) 0.0207(4) Uani d . . . 1 . .
C C23 0.52236(19) 0.38714(13) 0.57773(16) 0.0239(5) Uani d . . . 1 . .
H H23 0.564 0.4077 0.6369 0.029 Uiso calc U . R 1 . .
C C24 0.41501(19) 0.41721(13) 0.55311(17) 0.0252(5) Uani d . . . 1 . .
C C25 0.35735(18) 0.38792(13) 0.46444(17) 0.0251(5) Uani d . . . 1 . .
H H25 0.2846 0.4087 0.4448 0.03 Uiso calc U . R 1 . .
C C26 0.40215(18) 0.32921(12) 0.40325(16) 0.0212(4) Uani d . . . 1 . .
C C27 0.69315(19) 0.30687(14) 0.55395(18) 0.0291(5) Uani d . . . 1 . .
H H27A 0.7279 0.3498 0.594 0.044 Uiso calc U . R 1 . .
H H27B 0.7379 0.2965 0.4914 0.044 Uiso calc U . R 1 . .
H H27C 0.692 0.2606 0.5985 0.044 Uiso calc U . R 1 . .
C C28 0.3665(2) 0.48210(13) 0.61699(19) 0.0337(6) Uani d . . . 1 . .
H H28A 0.397 0.479 0.6898 0.051 Uiso calc U . R 1 . .
H H28B 0.283 0.4777 0.6166 0.051 Uiso calc U . R 1 . .
H H28C 0.3879 0.5318 0.5861 0.051 Uiso calc U . R 1 . .
C C29 0.33336(19) 0.30577(14) 0.30507(17) 0.0270(5) Uani d . . . 1 . .
H H29A 0.2989 0.2549 0.3161 0.04 Uiso calc U . R 1 . .
H H29B 0.3838 0.3033 0.2448 0.04 Uiso calc U . R 1 . .
H H29C 0.2729 0.3439 0.2907 0.04 Uiso calc U . R 1 . .
C C31 0.66655(17) 0.16103(12) 0.43603(16) 0.0208(4) Uani d . . . 1 . .
C C32 0.62215(19) 0.12787(13) 0.52810(17) 0.0248(5) Uani d . . . 1 . .
C C33 0.6937(2) 0.08184(14) 0.59268(18) 0.0306(5) Uani d . . . 1 . .
H H33 0.6633 0.0585 0.6537 0.037 Uiso calc U . R 1 . .
C C34 0.8071(2) 0.06929(15) 0.57046(19) 0.0356(6) Uani d . . . 1 . .
C C35 0.8482(2) 0.10199(15) 0.47889(19) 0.0329(6) Uani d . . . 1 . .
H H35 0.9259 0.0934 0.4625 0.04 Uiso calc U . R 1 . .
C C36 0.78065(18) 0.14675(13) 0.41013(17) 0.0248(5) Uani d . . . 1 . .
C C37 0.5024(2) 0.13999(16) 0.56524(18) 0.0345(6) Uani d . . . 1 . .
H H37A 0.4697 0.0901 0.5852 0.052 Uiso calc U . R 1 . .
H H37B 0.4553 0.1631 0.5082 0.052 Uiso calc U . R 1 . .
H H37C 0.5044 0.1746 0.6265 0.052 Uiso calc U . R 1 . .
C C38 0.8836(3) 0.02151(18) 0.6444(2) 0.0517(8) Uani d . . . 1 . .
H H38A 0.8846 -0.0322 0.6198 0.078 Uiso calc U . R 1 . .
H H38B 0.8541 0.0234 0.7159 0.078 Uiso calc U . R 1 . .
H H38C 0.9614 0.0425 0.6451 0.078 Uiso calc U . R 1 . .
C C39 0.83509(18) 0.17641(14) 0.31150(19) 0.0303(5) Uani d . . . 1 . .
H H39A 0.9126 0.1555 0.3075 0.045 Uiso calc U . R 1 . .
H H39B 0.8385 0.233 0.3138 0.045 Uiso calc U . R 1 . .
H H39C 0.7894 0.16 0.2493 0.045 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 . 1.814(2) ?
P1 C31 . 1.836(2) ?
P1 C21 . 1.843(2) ?
P1 B2 . 1.968(2) ?
B1 C8 . 1.585(3) ?
B1 B3 . 1.768(3) ?
B1 B2 . 1.841(3) ?
B1 H1A . 1.10(2) ?
B1 H1B . 1.32(3) ?
B3 B2 . 1.828(4) ?
B3 H1B . 1.19(3) ?
B3 H3A . 1.16(2) ?
B3 H3B . 1.10(3) ?
B2 H2A . 1.10(2) ?
B2 H2B . 1.11(2) ?
C1 C10 . 1.366(3) ?
C1 C2 . 1.430(3) ?
C2 C3 . 1.378(3) ?
C2 H2 . 0.95 ?
C3 C4 . 1.421(3) ?
C3 H3 . 0.95 ?
C4 C11 . 1.361(3) ?
C4 H4 . 0.95 ?
C5 C12 . 1.371(3) ?
C5 C6 . 1.413(3) ?
C5 H5 . 0.95 ?
C6 C7 . 1.382(3) ?
C6 H6 . 0.95 ?
C7 C8 . 1.428(3) ?
C7 H7 . 0.95 ?
C8 C9 . 1.368(3) ?
C9 C12 . 1.418(3) ?
C9 C10 . 1.496(3) ?
C10 C11 . 1.429(3) ?
C11 C12 . 1.519(3) ?
C21 C26 . 1.416(3) ?
C21 C22 . 1.421(3) ?
C22 C23 . 1.397(3) ?
C22 C27 . 1.510(3) ?
C23 C24 . 1.386(3) ?
C23 H23 . 0.95 ?
C24 C25 . 1.387(3) ?
C24 C28 . 1.505(3) ?
C25 C26 . 1.390(3) ?
C25 H25 . 0.95 ?
C26 C29 . 1.514(3) ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
C29 H29A . 0.98 ?
C29 H29B . 0.98 ?
C29 H29C . 0.98 ?
C31 C36 . 1.407(3) ?
C31 C32 . 1.413(3) ?
C32 C33 . 1.399(3) ?
C32 C37 . 1.507(3) ?
C33 C34 . 1.383(4) ?
C33 H33 . 0.95 ?
C34 C35 . 1.390(4) ?
C34 C38 . 1.518(3) ?
C35 C36 . 1.392(3) ?
C35 H35 . 0.95 ?
C36 C39 . 1.510(3) ?
C37 H37A . 0.98 ?
C37 H37B . 0.98 ?
C37 H37C . 0.98 ?
C38 H38A . 0.98 ?
C38 H38B . 0.98 ?
C38 H38C . 0.98 ?
C39 H39A . 0.98 ?
C39 H39B . 0.98 ?
C39 H39C . 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 C31 . . 115.26(9) ?
C1 P1 C21 . . 101.04(9) ?
C31 P1 C21 . . 107.82(9) ?
C1 P1 B2 . . 110.31(10) ?
C31 P1 B2 . . 105.25(10) ?
C21 P1 B2 . . 117.57(10) ?
C8 B1 B3 . . 116.08(18) ?
C8 B1 B2 . . 118.52(18) ?
B3 B1 B2 . . 60.82(13) ?
C8 B1 H1A . . 117.9(12) ?
B3 B1 H1A . . 122.9(12) ?
B2 B1 H1A . . 106.0(12) ?
C8 B1 H1B . . 106.9(12) ?
B3 B1 H1B . . 42.3(12) ?
B2 B1 H1B . . 101.7(12) ?
H1A B1 H1B . . 103.6(17) ?
B1 B3 B2 . . 61.56(14) ?
B1 B3 H1B . . 48.1(13) ?
B2 B3 H1B . . 108.1(13) ?
B1 B3 H3A . . 112.4(12) ?
B2 B3 H3A . . 113.8(13) ?
H1B B3 H3A . . 105.1(17) ?
B1 B3 H3B . . 127.0(13) ?
B2 B3 H3B . . 105.9(14) ?
H1B B3 H3B . . 104.2(19) ?
H3A B3 H3B . . 119.0(18) ?
B3 B2 B1 . . 57.62(13) ?
B3 B2 P1 . . 100.38(14) ?
B1 B2 P1 . . 133.21(15) ?
B3 B2 H2A . . 113.0(13) ?
B1 B2 H2A . . 116.0(13) ?
P1 B2 H2A . . 110.6(13) ?
B3 B2 H2B . . 119.6(13) ?
B1 B2 H2B . . 64.3(13) ?
P1 B2 H2B . . 107.6(13) ?
H2A B2 H2B . . 105.4(17) ?
C10 C1 C2 . . 114.77(19) ?
C10 C1 P1 . . 120.64(16) ?
C2 C1 P1 . . 124.19(15) ?
C3 C2 C1 . . 121.8(2) ?
C3 C2 H2 . . 119.1 ?
C1 C2 H2 . . 119.1 ?
C2 C3 C4 . . 122.5(2) ?
C2 C3 H3 . . 118.8 ?
C4 C3 H3 . . 118.8 ?
C11 C4 C3 . . 115.9(2) ?
C11 C4 H4 . . 122.0 ?
C3 C4 H4 . . 122.0 ?
C12 C5 C6 . . 115.0(2) ?
C12 C5 H5 . . 122.5 ?
C6 C5 H5 . . 122.5 ?
C7 C6 C5 . . 123.2(2) ?
C7 C6 H6 . . 118.4 ?
C5 C6 H6 . . 118.4 ?
C6 C7 C8 . . 122.6(2) ?
C6 C7 H7 . . 118.7 ?
C8 C7 H7 . . 118.7 ?
C9 C8 C7 . . 112.39(19) ?
C9 C8 B1 . . 121.75(18) ?
C7 C8 B1 . . 125.8(2) ?
C8 C9 C12 . . 126.01(19) ?
C8 C9 C10 . . 143.46(19) ?
C12 C9 C10 . . 90.42(17) ?
C1 C10 C11 . . 123.5(2) ?
C1 C10 C9 . . 146.0(2) ?
C11 C10 C9 . . 90.48(16) ?
C4 C11 C10 . . 121.54(19) ?
C4 C11 C12 . . 149.3(2) ?
C10 C11 C12 . . 89.09(17) ?
C5 C12 C9 . . 120.8(2) ?
C5 C12 C11 . . 149.2(2) ?
C9 C12 C11 . . 90.00(16) ?
C26 C21 C22 . . 118.68(18) ?
C26 C21 P1 . . 118.75(15) ?
C22 C21 P1 . . 122.51(15) ?
C23 C22 C21 . . 118.48(19) ?
C23 C22 C27 . . 115.53(18) ?
C21 C22 C27 . . 125.92(19) ?
C24 C23 C22 . . 123.2(2) ?
C24 C23 H23 . . 118.4 ?
C22 C23 H23 . . 118.4 ?
C23 C24 C25 . . 117.31(19) ?
C23 C24 C28 . . 120.9(2) ?
C25 C24 C28 . . 121.7(2) ?
C24 C25 C26 . . 122.4(2) ?
C24 C25 H25 . . 118.8 ?
C26 C25 H25 . . 118.8 ?
C25 C26 C21 . . 119.69(19) ?
C25 C26 C29 . . 116.95(19) ?
C21 C26 C29 . . 123.34(19) ?
C22 C27 H27A . . 109.5 ?
C22 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C22 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C24 C28 H28A . . 109.5 ?
C24 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C24 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C26 C29 H29A . . 109.5 ?
C26 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
C26 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
C36 C31 C32 . . 119.85(19) ?
C36 C31 P1 . . 124.36(17) ?
C32 C31 P1 . . 115.66(15) ?
C33 C32 C31 . . 119.0(2) ?
C33 C32 C37 . . 116.2(2) ?
C31 C32 C37 . . 124.83(19) ?
C34 C33 C32 . . 122.0(2) ?
C34 C33 H33 . . 119.0 ?
C32 C33 H33 . . 119.0 ?
C33 C34 C35 . . 117.8(2) ?
C33 C34 C38 . . 120.7(2) ?
C35 C34 C38 . . 121.5(2) ?
C34 C35 C36 . . 122.9(2) ?
C34 C35 H35 . . 118.6 ?
C36 C35 H35 . . 118.6 ?
C35 C36 C31 . . 118.4(2) ?
C35 C36 C39 . . 117.4(2) ?
C31 C36 C39 . . 124.2(2) ?
C32 C37 H37A . . 109.5 ?
C32 C37 H37B . . 109.5 ?
H37A C37 H37B . . 109.5 ?
C32 C37 H37C . . 109.5 ?
H37A C37 H37C . . 109.5 ?
H37B C37 H37C . . 109.5 ?
C34 C38 H38A . . 109.5 ?
C34 C38 H38B . . 109.5 ?
H38A C38 H38B . . 109.5 ?
C34 C38 H38C . . 109.5 ?
H38A C38 H38C . . 109.5 ?
H38B C38 H38C . . 109.5 ?
C36 C39 H39A . . 109.5 ?
C36 C39 H39B . . 109.5 ?
H39A C39 H39B . . 109.5 ?
C36 C39 H39C . . 109.5 ?
H39A C39 H39C . . 109.5 ?
H39B C39 H39C . . 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
C8 B1 B3 B2 . . . . 109.6(2) ?
B1 B3 B2 P1 . . . . -135.08(16) ?
C8 B1 B2 B3 . . . . -105.6(2) ?
C8 B1 B2 P1 . . . . -33.3(3) ?
B3 B1 B2 P1 . . . . 72.4(2) ?
C31 P1 C1 C10 . . . . 110.87(18) ?
C21 P1 C1 C10 . . . . -133.22(18) ?
B2 P1 C1 C10 . . . . -8.1(2) ?
C31 P1 C1 C2 . . . . -76.8(2) ?
C21 P1 C1 C2 . . . . 39.08(19) ?
B2 P1 C1 C2 . . . . 164.18(17) ?
C10 C1 C2 C3 . . . . -1.2(3) ?
P1 C1 C2 C3 . . . . -173.92(17) ?
C1 C2 C3 C4 . . . . 0.4(3) ?
C2 C3 C4 C11 . . . . 0.0(3) ?
C12 C5 C6 C7 . . . . 1.5(3) ?
C5 C6 C7 C8 . . . . -0.8(3) ?
C6 C7 C8 C9 . . . . -0.6(3) ?
C6 C7 C8 B1 . . . . 177.5(2) ?
B3 B1 C8 C9 . . . . -54.9(3) ?
B2 B1 C8 C9 . . . . 14.5(3) ?
B3 B1 C8 C7 . . . . 127.2(2) ?
B2 B1 C8 C7 . . . . -163.4(2) ?
C7 C8 C9 C12 . . . . 1.5(3) ?
B1 C8 C9 C12 . . . . -176.7(2) ?
C7 C8 C9 C10 . . . . 176.5(3) ?
B1 C8 C9 C10 . . . . -1.7(4) ?
C2 C1 C10 C11 . . . . 1.6(3) ?
P1 C1 C10 C11 . . . . 174.61(16) ?
C2 C1 C10 C9 . . . . -177.1(3) ?
P1 C1 C10 C9 . . . . -4.1(4) ?
C8 C9 C10 C1 . . . . 2.9(6) ?
C12 C9 C10 C1 . . . . 178.9(3) ?
C8 C9 C10 C11 . . . . -176.0(3) ?
C12 C9 C10 C11 . . . . 0.00(17) ?
C3 C4 C11 C10 . . . . 0.3(3) ?
C3 C4 C11 C12 . . . . 176.5(3) ?
C1 C10 C11 C4 . . . . -1.3(3) ?
C9 C10 C11 C4 . . . . 178.0(2) ?
C1 C10 C11 C12 . . . . -179.3(2) ?
C9 C10 C11 C12 . . . . 0.00(16) ?
C6 C5 C12 C9 . . . . -0.7(3) ?
C6 C5 C12 C11 . . . . -176.6(3) ?
C8 C9 C12 C5 . . . . -0.9(3) ?
C10 C9 C12 C5 . . . . -177.9(2) ?
C8 C9 C12 C11 . . . . 177.1(2) ?
C10 C9 C12 C11 . . . . 0.00(16) ?
C4 C11 C12 C5 . . . . -0.2(7) ?
C10 C11 C12 C5 . . . . 176.5(4) ?
C4 C11 C12 C9 . . . . -176.7(4) ?
C10 C11 C12 C9 . . . . 0.00(17) ?
C1 P1 C21 C26 . . . . 81.53(17) ?
C31 P1 C21 C26 . . . . -157.18(16) ?
B2 P1 C21 C26 . . . . -38.5(2) ?
C1 P1 C21 C22 . . . . -95.52(18) ?
C31 P1 C21 C22 . . . . 25.77(19) ?
B2 P1 C21 C22 . . . . 144.43(17) ?
C26 C21 C22 C23 . . . . 4.8(3) ?
P1 C21 C22 C23 . . . . -178.12(15) ?
C26 C21 C22 C27 . . . . -172.0(2) ?
P1 C21 C22 C27 . . . . 5.0(3) ?
C21 C22 C23 C24 . . . . -1.4(3) ?
C27 C22 C23 C24 . . . . 175.8(2) ?
C22 C23 C24 C25 . . . . -2.0(3) ?
C22 C23 C24 C28 . . . . -178.7(2) ?
C23 C24 C25 C26 . . . . 1.8(3) ?
C28 C24 C25 C26 . . . . 178.5(2) ?
C24 C25 C26 C21 . . . . 1.6(3) ?
C24 C25 C26 C29 . . . . -176.6(2) ?
C22 C21 C26 C25 . . . . -5.0(3) ?
P1 C21 C26 C25 . . . . 177.86(16) ?
C22 C21 C26 C29 . . . . 173.16(19) ?
P1 C21 C26 C29 . . . . -4.0(3) ?
C1 P1 C31 C36 . . . . -11.9(2) ?
C21 P1 C31 C36 . . . . -123.83(18) ?
B2 P1 C31 C36 . . . . 109.91(19) ?
C1 P1 C31 C32 . . . . 172.32(15) ?
C21 P1 C31 C32 . . . . 60.35(18) ?
B2 P1 C31 C32 . . . . -65.91(18) ?
C36 C31 C32 C33 . . . . 0.7(3) ?
P1 C31 C32 C33 . . . . 176.73(17) ?
C36 C31 C32 C37 . . . . 178.8(2) ?
P1 C31 C32 C37 . . . . -5.2(3) ?
C31 C32 C33 C34 . . . . 1.5(3) ?
C37 C32 C33 C34 . . . . -176.8(2) ?
C32 C33 C34 C35 . . . . -2.1(4) ?
C32 C33 C34 C38 . . . . 177.7(2) ?
C33 C34 C35 C36 . . . . 0.5(4) ?
C38 C34 C35 C36 . . . . -179.3(2) ?
C34 C35 C36 C31 . . . . 1.7(3) ?
C34 C35 C36 C39 . . . . -177.9(2) ?
C32 C31 C36 C35 . . . . -2.2(3) ?
P1 C31 C36 C35 . . . . -177.89(16) ?
C32 C31 C36 C39 . . . . 177.3(2) ?
P1 C31 C36 C39 . . . . 1.6(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_erk9105
_database_code_depnum_ccdc_archive 'CCDC 1858046'
_audit_update_record             
;
2018-07-25 deposited with the CCDC.
2018-10-24 downloaded from the CCDC.
;

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H32 B3 P'
_chemical_formula_iupac          ?
_chemical_formula_weight         383.89

_chemical_melting_point          ?

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

_cell_length_a                   10.0213(3)
_cell_length_b                   12.6524(4)
_cell_length_c                   17.7395(6)
_cell_angle_alpha                90
_cell_angle_beta                 103.7880(10)
_cell_angle_gamma                90
_cell_volume                     2184.44(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9920
_cell_measurement_theta_min      2.5647
_cell_measurement_theta_max      66.6313
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.214
_exptl_crystal_size_mid          0.133
_exptl_crystal_size_min          0.077
_exptl_crystal_density_diffrn    1.167
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             824

_exptl_absorpt_coefficient_mu    1.132
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Bruker AXS (2014). SADABS, Version 2014/5, Bruker AXS Inc., Madison, Wisconsin,
USA.
;
_exptl_absorpt_correction_T_min  0.75
_exptl_absorpt_correction_T_max  0.92

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Cu ImS'
_diffrn_source_type              'micro focus tube'

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_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            30888
_diffrn_reflns_av_R_equivalents  0.1333
_diffrn_reflns_av_unetI/netI     0.0514
_diffrn_reflns_theta_min         4.33
_diffrn_reflns_theta_max         66.85
_diffrn_reflns_theta_full        66.85
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_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 hydrogens at B1, B2 and B3 atoms were refined freely.
;

_reflns_number_total             3869
_reflns_number_gt                3054
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0955
_refine_ls_R_factor_gt           0.0746
_refine_ls_wR_factor_gt          0.1405
_refine_ls_wR_factor_ref         0.1525
_refine_ls_goodness_of_fit_ref   1.154
_refine_ls_restrained_S_all      1.154
_refine_ls_number_reflns         3869
_refine_ls_number_parameters     283
_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)+(0.0374P)²+2.0642P] 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         0.195
_refine_diff_density_min         -0.336
_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'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       
;

APEX3 v2016.1-0 (Bruker AXS Inc., 2016)
;
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014/7 (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
B B1 0.6084(4) 0.2761(4) 0.7866(2) 0.0523(10) Uani d . . . 1 . .
H H1A 0.627(4) 0.195(3) 0.816(2) 0.062(11) Uiso d . . . 1 . .
B B2 0.4330(4) 0.3259(3) 0.7809(2) 0.0456(9) Uani d . . . 1 . .
H H2A 0.446(4) 0.290(3) 0.838(2) 0.069(12) Uiso d . . . 1 . .
H H2B 0.334(4) 0.311(3) 0.749(2) 0.069(12) Uiso d . . . 1 . .
B B3 0.4901(4) 0.2729(4) 0.6960(3) 0.0528(10) Uani d . . . 1 . .
H H3A 0.441(3) 0.189(3) 0.6765(19) 0.055(10) Uiso d . . . 1 . .
H H3B 0.484(4) 0.341(3) 0.652(2) 0.061(11) Uiso d . . . 1 . .
H H3C 0.627(4) 0.260(3) 0.713(2) 0.073(12) Uiso d . . . 1 . .
P P1 0.46906(8) 0.47860(7) 0.78723(5) 0.0393(2) Uani d . . . 1 . .
C C1 0.6546(3) 0.4736(3) 0.82483(17) 0.0429(7) Uani d . . . 1 . .
C C2 0.7363(3) 0.5575(3) 0.86066(18) 0.0454(8) Uani d . . . 1 . .
H H2 0.6968 0.6251 0.8639 0.055 Uiso calc U . R 1 . .
C C3 0.8763(3) 0.5410(3) 0.89166(19) 0.0529(9) Uani d . . . 1 . .
H H3 0.9332 0.5976 0.9155 0.063 Uiso calc U . R 1 . .
C C4 0.9321(4) 0.4410(3) 0.8874(2) 0.0569(10) Uani d . . . 1 . .
H H4 1.0277 0.4298 0.9075 0.068 Uiso calc U . R 1 . .
C C5 0.8490(4) 0.3581(3) 0.8542(2) 0.0557(9) Uani d . . . 1 . .
H H5 0.8884 0.29 0.8532 0.067 Uiso calc U . R 1 . .
C C6 0.7081(3) 0.3717(3) 0.82175(18) 0.0467(8) Uani d . . . 1 . .
C C11 0.4090(3) 0.5718(3) 0.85159(17) 0.0406(7) Uani d . . . 1 . .
C C12 0.3510(3) 0.5364(3) 0.91248(18) 0.0413(7) Uani d . . . 1 . .
C C13 0.3055(3) 0.6101(3) 0.95817(18) 0.0451(8) Uani d . . . 1 . .
H H13 0.2652 0.5858 0.9983 0.054 Uiso calc U . R 1 . .
C C14 0.3163(3) 0.7183(3) 0.94775(18) 0.0463(8) Uani d . . . 1 . .
C C15 0.3761(3) 0.7516(3) 0.88916(18) 0.0452(8) Uani d . . . 1 . .
H H15 0.3863 0.8253 0.882 0.054 Uiso calc U . R 1 . .
C C16 0.4220(3) 0.6818(3) 0.84032(18) 0.0412(7) Uani d . . . 1 . .
C C17 0.3340(3) 0.4211(3) 0.92999(18) 0.0458(8) Uani d . . . 1 . .
H H17A 0.2922 0.415 0.9745 0.069 Uiso calc U . R 1 . .
H H17B 0.4241 0.3866 0.9422 0.069 Uiso calc U . R 1 . .
H H17C 0.2745 0.387 0.8846 0.069 Uiso calc U . R 1 . .
C C18 0.2650(4) 0.7980(3) 0.9974(2) 0.0584(10) Uani d . . . 1 . .
H H18A 0.3349 0.8087 1.0459 0.088 Uiso calc U . R 1 . .
H H18B 0.1803 0.7718 1.0093 0.088 Uiso calc U . R 1 . .
H H18C 0.2465 0.8652 0.9694 0.088 Uiso calc U . R 1 . .
C C19 0.4809(3) 0.7319(3) 0.77745(19) 0.0456(8) Uani d . . . 1 . .
H H19A 0.4077 0.741 0.7302 0.068 Uiso calc U . R 1 . .
H H19B 0.5527 0.6861 0.7663 0.068 Uiso calc U . R 1 . .
H H19C 0.5204 0.801 0.7952 0.068 Uiso calc U . R 1 . .
C C21 0.4050(3) 0.5332(3) 0.68927(18) 0.0413(7) Uani d . . . 1 . .
C C22 0.2624(3) 0.5501(3) 0.66531(18) 0.0435(8) Uani d . . . 1 . .
C C23 0.2079(3) 0.5922(3) 0.59181(19) 0.0473(8) Uani d . . . 1 . .
H H23 0.1118 0.6046 0.5761 0.057 Uiso calc U . R 1 . .
C C24 0.2888(4) 0.6165(3) 0.54082(19) 0.0490(8) Uani d . . . 1 . .
C C25 0.4280(4) 0.5952(3) 0.56401(18) 0.0476(8) Uani d . . . 1 . .
H H25 0.4842 0.6095 0.529 0.057 Uiso calc U . R 1 . .
C C26 0.4890(3) 0.5536(3) 0.63708(18) 0.0418(7) Uani d . . . 1 . .
C C27 0.1631(3) 0.5260(3) 0.71500(19) 0.0468(8) Uani d . . . 1 . .
H H27A 0.1919 0.4613 0.7448 0.07 Uiso calc U . R 1 . .
H H27B 0.0707 0.5162 0.6817 0.07 Uiso calc U . R 1 . .
H H27C 0.1622 0.5849 0.7507 0.07 Uiso calc U . R 1 . .
C C28 0.2266(4) 0.6633(3) 0.4618(2) 0.0621(10) Uani d . . . 1 . .
H H28A 0.1705 0.6097 0.4288 0.093 Uiso calc U . R 1 . .
H H28B 0.3002 0.6865 0.4378 0.093 Uiso calc U . R 1 . .
H H28C 0.1689 0.7239 0.4675 0.093 Uiso calc U . R 1 . .
C C29 0.6414(3) 0.5343(3) 0.65529(19) 0.0496(8) Uani d . . . 1 . .
H H29A 0.6759 0.5485 0.609 0.074 Uiso calc U . R 1 . .
H H29B 0.6604 0.4606 0.6712 0.074 Uiso calc U . R 1 . .
H H29C 0.6873 0.5813 0.6975 0.074 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
B1 C6 . 1.598(6) ?
B1 B3 . 1.754(6) ?
B1 B2 . 1.847(6) ?
B1 H1A . 1.15(4) ?
B1 H3C . 1.37(4) ?
B2 B3 . 1.858(6) ?
B2 P1 . 1.964(4) ?
B2 H2A . 1.09(4) ?
B2 H2B . 1.03(4) ?
B3 H3A . 1.18(3) ?
B3 H3B . 1.16(4) ?
B3 H3C . 1.34(4) ?
P1 C1 . 1.821(3) ?
P1 C21 . 1.838(3) ?
P1 C11 . 1.839(3) ?
C1 C2 . 1.397(5) ?
C1 C6 . 1.402(5) ?
C2 C3 . 1.395(4) ?
C2 H2 . 0.95 ?
C3 C4 . 1.392(5) ?
C3 H3 . 0.95 ?
C4 C5 . 1.382(5) ?
C4 H4 . 0.95 ?
C5 C6 . 1.403(5) ?
C5 H5 . 0.95 ?
C11 C12 . 1.416(4) ?
C11 C16 . 1.416(4) ?
C12 C13 . 1.383(5) ?
C12 C17 . 1.509(4) ?
C13 C14 . 1.389(5) ?
C13 H13 . 0.95 ?
C14 C15 . 1.383(5) ?
C14 C18 . 1.507(5) ?
C15 C16 . 1.390(4) ?
C15 H15 . 0.95 ?
C16 C19 . 1.519(4) ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C21 C22 . 1.407(4) ?
C21 C26 . 1.416(4) ?
C22 C23 . 1.393(4) ?
C22 C27 . 1.509(4) ?
C23 C24 . 1.385(5) ?
C23 H23 . 0.95 ?
C24 C25 . 1.384(5) ?
C24 C28 . 1.513(4) ?
C25 C26 . 1.398(4) ?
C25 H25 . 0.95 ?
C26 C29 . 1.504(4) ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
C29 H29A . 0.98 ?
C29 H29B . 0.98 ?
C29 H29C . 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
C6 B1 B3 . . 126.7(3) ?
C6 B1 B2 . . 105.2(3) ?
B3 B1 B2 . . 62.0(2) ?
C6 B1 H1A . . 118.7(18) ?
B3 B1 H1A . . 113.5(18) ?
B2 B1 H1A . . 112.2(18) ?
C6 B1 H3C . . 105.5(16) ?
B3 B1 H3C . . 49.0(15) ?
B2 B1 H3C . . 110.0(16) ?
H1A B1 H3C . . 105.(2) ?
B1 B2 B3 . . 56.5(2) ?
B1 B2 P1 . . 99.9(2) ?
B3 B2 P1 . . 108.2(3) ?
B1 B2 H2A . . 84.4(19) ?
B3 B2 H2A . . 128.(2) ?
P1 B2 H2A . . 112.(2) ?
B1 B2 H2B . . 138.(2) ?
B3 B2 H2B . . 86.(2) ?
P1 B2 H2B . . 110.(2) ?
H2A B2 H2B . . 109.(3) ?
B1 B3 B2 . . 61.4(2) ?
B1 B3 H3A . . 115.7(17) ?
B2 B3 H3A . . 111.7(17) ?
B1 B3 H3B . . 121.2(18) ?
B2 B3 H3B . . 107.8(18) ?
H3A B3 H3B . . 121.(2) ?
B1 B3 H3C . . 50.4(17) ?
B2 B3 H3C . . 110.7(17) ?
H3A B3 H3C . . 107.(2) ?
H3B B3 H3C . . 97.(2) ?
C1 P1 C21 . . 117.10(15) ?
C1 P1 C11 . . 104.56(14) ?
C21 P1 C11 . . 104.69(14) ?
C1 P1 B2 . . 98.33(17) ?
C21 P1 B2 . . 107.31(16) ?
C11 P1 B2 . . 125.68(16) ?
C2 C1 C6 . . 121.9(3) ?
C2 C1 P1 . . 125.2(3) ?
C6 C1 P1 . . 112.6(2) ?
C3 C2 C1 . . 119.4(3) ?
C3 C2 H2 . . 120.3 ?
C1 C2 H2 . . 120.3 ?
C4 C3 C2 . . 119.6(3) ?
C4 C3 H3 . . 120.2 ?
C2 C3 H3 . . 120.2 ?
C5 C4 C3 . . 120.3(3) ?
C5 C4 H4 . . 119.9 ?
C3 C4 H4 . . 119.9 ?
C4 C5 C6 . . 121.8(4) ?
C4 C5 H5 . . 119.1 ?
C6 C5 H5 . . 119.1 ?
C1 C6 C5 . . 117.0(3) ?
C1 C6 B1 . . 120.2(3) ?
C5 C6 B1 . . 122.8(3) ?
C12 C11 C16 . . 119.1(3) ?
C12 C11 P1 . . 121.7(2) ?
C16 C11 P1 . . 119.2(2) ?
C13 C12 C11 . . 119.1(3) ?
C13 C12 C17 . . 117.5(3) ?
C11 C12 C17 . . 123.4(3) ?
C12 C13 C14 . . 122.7(3) ?
C12 C13 H13 . . 118.7 ?
C14 C13 H13 . . 118.7 ?
C15 C14 C13 . . 117.5(3) ?
C15 C14 C18 . . 120.3(3) ?
C13 C14 C18 . . 122.2(3) ?
C14 C15 C16 . . 122.8(3) ?
C14 C15 H15 . . 118.6 ?
C16 C15 H15 . . 118.6 ?
C15 C16 C11 . . 118.8(3) ?
C15 C16 C19 . . 115.9(3) ?
C11 C16 C19 . . 125.3(3) ?
C12 C17 H17A . . 109.5 ?
C12 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C12 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C14 C18 H18A . . 109.5 ?
C14 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C14 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C16 C19 H19A . . 109.5 ?
C16 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C16 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C22 C21 C26 . . 119.6(3) ?
C22 C21 P1 . . 116.3(2) ?
C26 C21 P1 . . 124.0(2) ?
C23 C22 C21 . . 118.9(3) ?
C23 C22 C27 . . 117.3(3) ?
C21 C22 C27 . . 123.8(3) ?
C24 C23 C22 . . 122.4(3) ?
C24 C23 H23 . . 118.8 ?
C22 C23 H23 . . 118.8 ?
C25 C24 C23 . . 117.9(3) ?
C25 C24 C28 . . 121.0(3) ?
C23 C24 C28 . . 121.1(3) ?
C24 C25 C26 . . 122.4(3) ?
C24 C25 H25 . . 118.8 ?
C26 C25 H25 . . 118.8 ?
C25 C26 C21 . . 118.6(3) ?
C25 C26 C29 . . 117.2(3) ?
C21 C26 C29 . . 124.2(3) ?
C22 C27 H27A . . 109.5 ?
C22 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C22 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C24 C28 H28A . . 109.5 ?
C24 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C24 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C26 C29 H29A . . 109.5 ?
C26 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
C26 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 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
C6 B1 B2 B3 . . . . 123.9(3) ?
C6 B1 B2 P1 . . . . 18.5(3) ?
B3 B1 B2 P1 . . . . -105.4(3) ?
C6 B1 B3 B2 . . . . -88.5(4) ?
P1 B2 B3 B1 . . . . 90.0(3) ?
C21 P1 C1 C2 . . . . 83.4(3) ?
C11 P1 C1 C2 . . . . -31.9(3) ?
B2 P1 C1 C2 . . . . -162.2(3) ?
C21 P1 C1 C6 . . . . -103.0(3) ?
C11 P1 C1 C6 . . . . 141.7(2) ?
B2 P1 C1 C6 . . . . 11.4(3) ?
C6 C1 C2 C3 . . . . 2.6(5) ?
P1 C1 C2 C3 . . . . 175.7(3) ?
C1 C2 C3 C4 . . . . -0.9(5) ?
C2 C3 C4 C5 . . . . -1.3(5) ?
C3 C4 C5 C6 . . . . 1.9(6) ?
C2 C1 C6 C5 . . . . -2.0(5) ?
P1 C1 C6 C5 . . . . -175.9(3) ?
C2 C1 C6 B1 . . . . 174.8(3) ?
P1 C1 C6 B1 . . . . 1.0(4) ?
C4 C5 C6 C1 . . . . -0.3(5) ?
C4 C5 C6 B1 . . . . -177.0(3) ?
B3 B1 C6 C1 . . . . 52.2(5) ?
B2 B1 C6 C1 . . . . -14.0(4) ?
B3 B1 C6 C5 . . . . -131.1(4) ?
B2 B1 C6 C5 . . . . 162.7(3) ?
C1 P1 C11 C12 . . . . -100.3(3) ?
C21 P1 C11 C12 . . . . 136.1(3) ?
B2 P1 C11 C12 . . . . 11.5(3) ?
C1 P1 C11 C16 . . . . 79.3(3) ?
C21 P1 C11 C16 . . . . -44.4(3) ?
B2 P1 C11 C16 . . . . -168.9(2) ?
C16 C11 C12 C13 . . . . 1.6(4) ?
P1 C11 C12 C13 . . . . -178.9(2) ?
C16 C11 C12 C17 . . . . -179.3(3) ?
P1 C11 C12 C17 . . . . 0.2(4) ?
C11 C12 C13 C14 . . . . -1.1(5) ?
C17 C12 C13 C14 . . . . 179.7(3) ?
C12 C13 C14 C15 . . . . -0.4(5) ?
C12 C13 C14 C18 . . . . 179.4(3) ?
C13 C14 C15 C16 . . . . 1.4(5) ?
C18 C14 C15 C16 . . . . -178.3(3) ?
C14 C15 C16 C11 . . . . -1.0(5) ?
C14 C15 C16 C19 . . . . 178.1(3) ?
C12 C11 C16 C15 . . . . -0.6(4) ?
P1 C11 C16 C15 . . . . 179.9(2) ?
C12 C11 C16 C19 . . . . -179.5(3) ?
P1 C11 C16 C19 . . . . 0.9(4) ?
C1 P1 C21 C22 . . . . -171.5(2) ?
C11 P1 C21 C22 . . . . -56.3(3) ?
B2 P1 C21 C22 . . . . 79.2(3) ?
C1 P1 C21 C26 . . . . 11.6(3) ?
C11 P1 C21 C26 . . . . 126.9(3) ?
B2 P1 C21 C26 . . . . -97.6(3) ?
C26 C21 C22 C23 . . . . -3.5(5) ?
P1 C21 C22 C23 . . . . 179.5(2) ?
C26 C21 C22 C27 . . . . 177.0(3) ?
P1 C21 C22 C27 . . . . 0.0(4) ?
C21 C22 C23 C24 . . . . 1.1(5) ?
C27 C22 C23 C24 . . . . -179.4(3) ?
C22 C23 C24 C25 . . . . 1.6(5) ?
C22 C23 C24 C28 . . . . -179.3(3) ?
C23 C24 C25 C26 . . . . -1.9(5) ?
C28 C24 C25 C26 . . . . 179.0(3) ?
C24 C25 C26 C21 . . . . -0.5(5) ?
C24 C25 C26 C29 . . . . -179.8(3) ?
C22 C21 C26 C25 . . . . 3.2(5) ?
P1 C21 C26 C25 . . . . 180.0(2) ?
C22 C21 C26 C29 . . . . -177.5(3) ?
P1 C21 C26 C29 . . . . -0.7(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_erk9206
_database_code_depnum_ccdc_archive 'CCDC 1858047'
_audit_update_record             
;
2018-07-25 deposited with the CCDC.
2018-10-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H30 B3 F10 P'
_chemical_formula_weight         716.00

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'

_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                   13.6837(2)
_cell_length_b                   13.2326(2)
_cell_length_c                   19.2001(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.6220(10)
_cell_angle_gamma                90.00
_cell_volume                     3392.56(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    6685
_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          0.14
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1464
_exptl_absorpt_coefficient_mu    0.162
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9714
_exptl_absorpt_correction_T_max  0.9839
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(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            18717
_diffrn_reflns_av_R_equivalents  0.039
_diffrn_reflns_av_sigmaI/netI    0.0389
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         4.12
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5865
_reflns_number_gt                4828
_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    'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'XP-SHELXL-2013 (Sheldrick, 2013)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_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.

 The hydrogens at B1, B2 and B3 atoms were refined freely. 
;

_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)+(0.0158P)²+3.3393P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5865
_refine_ls_number_parameters     473
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0637
_refine_ls_R_factor_gt           0.0495
_refine_ls_wR_factor_ref         0.1083
_refine_ls_wR_factor_gt          0.0993
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_restrained_S_all      1.079
_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 0.60448(4) 0.20050(5) 0.16871(3) 0.03187(15) Uani 1 1 d . . .
B2 B 0.5349(2) 0.0695(2) 0.16683(16) 0.0323(6) Uani 1 1 d . . .
H2A H 0.495(2) 0.0512(19) 0.1136(15) 0.050(8) Uiso 1 1 d . . .
H2B H 0.5869(19) 0.0083(19) 0.1866(13) 0.044(7) Uiso 1 1 d . . .
B1 B 0.4104(2) 0.1110(2) 0.18214(15) 0.0360(6) Uani 1 1 d . . .
H1A H 0.4161(19) 0.1042(19) 0.2478(14) 0.047(7) Uiso 1 1 d . . .
B3 B 0.4975(2) 0.0522(2) 0.25198(16) 0.0374(6) Uani 1 1 d . . .
H3A H 0.5507(18) 0.0958(17) 0.2923(12) 0.033(6) Uiso 1 1 d . . .
C1 C 0.49616(17) 0.28221(18) 0.16041(13) 0.0338(5) Uani 1 1 d . . .
C2 C 0.49293(19) 0.38425(18) 0.14082(14) 0.0398(6) Uani 1 1 d . . .
H2 H 0.5522 0.4180 0.1356 0.048 Uiso 1 1 calc R . .
C3 C 0.40285(19) 0.43560(19) 0.12907(15) 0.0431(6) Uani 1 1 d . . .
H3 H 0.4004 0.5052 0.1167 0.052 Uiso 1 1 calc R . .
C4 C 0.3163(2) 0.3858(2) 0.13523(15) 0.0454(7) Uani 1 1 d . . .
H4 H 0.2545 0.4213 0.1272 0.054 Uiso 1 1 calc R . .
C5 C 0.31950(19) 0.2847(2) 0.15301(14) 0.0429(6) Uani 1 1 d . . .
H5 H 0.2593 0.2514 0.1566 0.052 Uiso 1 1 calc R . .
C6 C 0.40920(18) 0.22988(18) 0.16592(13) 0.0343(5) Uani 1 1 d . . .
C11 C 0.66650(17) 0.24636(17) 0.09946(13) 0.0344(5) Uani 1 1 d . . .
C12 C 0.72858(18) 0.33347(18) 0.11230(15) 0.0397(6) Uani 1 1 d . . .
C13 C 0.77212(19) 0.3689(2) 0.05766(16) 0.0463(7) Uani 1 1 d . . .
H13 H 0.8128 0.4277 0.0661 0.056 Uiso 1 1 calc R . .
C14 C 0.75896(19) 0.3225(2) -0.00803(16) 0.0465(7) Uani 1 1 d . . .
C15 C 0.69741(19) 0.2381(2) -0.01999(15) 0.0437(6) Uani 1 1 d . . .
H15 H 0.6871 0.2052 -0.0650 0.052 Uiso 1 1 calc R . .
C16 C 0.65034(18) 0.20024(18) 0.03176(14) 0.0370(6) Uani 1 1 d . . .
C17 C 0.7548(2) 0.38999(19) 0.18262(16) 0.0476(7) Uani 1 1 d . . .
H17A H 0.8109 0.3562 0.2146 0.071 Uiso 1 1 calc R . .
H17B H 0.6967 0.3908 0.2047 0.071 Uiso 1 1 calc R . .
H17C H 0.7739 0.4595 0.1740 0.071 Uiso 1 1 calc R . .
C18 C 0.8101(2) 0.3604(3) -0.06533(18) 0.0643(9) Uani 1 1 d . . .
H18A H 0.8409 0.4262 -0.0512 0.096 Uiso 1 1 calc R . .
H18B H 0.7607 0.3673 -0.1104 0.096 Uiso 1 1 calc R . .
H18C H 0.8620 0.3122 -0.0714 0.096 Uiso 1 1 calc R . .
C19 C 0.5832(2) 0.1096(2) 0.01117(14) 0.0458(7) Uani 1 1 d . . .
H19A H 0.5808 0.0920 -0.0387 0.069 Uiso 1 1 calc R . .
H19B H 0.5155 0.1257 0.0170 0.069 Uiso 1 1 calc R . .
H19C H 0.6096 0.0523 0.0419 0.069 Uiso 1 1 calc R . .
C21 C 0.69955(17) 0.20260(18) 0.25233(13) 0.0353(5) Uani 1 1 d . . .
C22 C 0.78682(18) 0.14555(17) 0.25261(14) 0.0360(6) Uani 1 1 d . . .
C23 C 0.85811(19) 0.13694(19) 0.31620(15) 0.0438(6) Uani 1 1 d . . .
H23 H 0.9175 0.0998 0.3162 0.053 Uiso 1 1 calc R . .
C24 C 0.8461(2) 0.1803(2) 0.37958(15) 0.0474(7) Uani 1 1 d . . .
C25 C 0.7601(2) 0.2360(2) 0.37754(15) 0.0470(7) Uani 1 1 d . . .
H25 H 0.7510 0.2672 0.4203 0.056 Uiso 1 1 calc R . .
C26 C 0.68619(19) 0.24843(19) 0.31573(14) 0.0405(6) Uani 1 1 d . . .
C27 C 0.8083(2) 0.0924(2) 0.18799(15) 0.0441(6) Uani 1 1 d . . .
H27A H 0.8245 0.1425 0.1547 0.066 Uiso 1 1 calc R . .
H27B H 0.7491 0.0538 0.1644 0.066 Uiso 1 1 calc R . .
H27C H 0.8651 0.0463 0.2029 0.066 Uiso 1 1 calc R . .
C28 C 0.9231(2) 0.1637(3) 0.44762(17) 0.0685(10) Uani 1 1 d . . .
H28A H 0.9060 0.2046 0.4858 0.103 Uiso 1 1 calc R . .
H28B H 0.9892 0.1836 0.4406 0.103 Uiso 1 1 calc R . .
H28C H 0.9241 0.0921 0.4608 0.103 Uiso 1 1 calc R . .
C29 C 0.5958(2) 0.3100(2) 0.32180(15) 0.0499(7) Uani 1 1 d . . .
H29A H 0.6043 0.3356 0.3707 0.075 Uiso 1 1 calc R . .
H29B H 0.5358 0.2676 0.3102 0.075 Uiso 1 1 calc R . .
H29C H 0.5886 0.3670 0.2885 0.075 Uiso 1 1 calc R . .
C31 C 0.31123(18) 0.05148(18) 0.14252(14) 0.0369(6) Uani 1 1 d . . .
F32 F 0.33017(11) 0.10777(11) 0.02924(8) 0.0468(4) Uani 1 1 d . . .
C32 C 0.27796(18) 0.05395(18) 0.06917(14) 0.0384(6) Uani 1 1 d . . .
F33 F 0.16775(13) 0.00876(14) -0.03920(9) 0.0621(5) Uani 1 1 d . . .
C33 C 0.1939(2) 0.0045(2) 0.03241(15) 0.0452(6) Uani 1 1 d . . .
F34 F 0.05537(13) -0.09982(14) 0.03492(11) 0.0740(6) Uani 1 1 d . . .
C34 C 0.13683(19) -0.0500(2) 0.06954(17) 0.0501(7) Uani 1 1 d . . .
F35 F 0.10825(14) -0.10349(16) 0.18004(11) 0.0829(6) Uani 1 1 d . . .
C35 C 0.1645(2) -0.0529(2) 0.14260(17) 0.0529(7) Uani 1 1 d . . .
F36 F 0.26848(12) -0.00323(15) 0.24959(9) 0.0627(5) Uani 1 1 d . . .
C36 C 0.24905(19) -0.0015(2) 0.17728(15) 0.0443(6) Uani 1 1 d . . .
C41 C 0.47902(17) -0.06021(19) 0.27871(14) 0.0378(6) Uani 1 1 d . . .
F42 F 0.45444(14) -0.14173(12) 0.16665(9) 0.0582(4) Uani 1 1 d . . .
C42 C 0.4602(2) -0.1465(2) 0.23749(15) 0.0442(6) Uani 1 1 d . . .
F43 F 0.42366(14) -0.32118(13) 0.22121(12) 0.0744(6) Uani 1 1 d . . .
C43 C 0.4453(2) -0.2404(2) 0.26448(18) 0.0517(7) Uani 1 1 d . . .
F44 F 0.43658(15) -0.34219(14) 0.36357(13) 0.0857(7) Uani 1 1 d . . .
C44 C 0.4499(2) -0.2510(2) 0.33641(19) 0.0579(8) Uani 1 1 d . . .
F45 F 0.47138(16) -0.17751(17) 0.44992(10) 0.0829(6) Uani 1 1 d . . .
C45 C 0.4679(2) -0.1682(2) 0.37954(17) 0.0551(8) Uani 1 1 d . . .
F46 F 0.49865(13) 0.00363(13) 0.39605(8) 0.0581(4) Uani 1 1 d . . .
C46 C 0.48160(19) -0.0756(2) 0.35064(15) 0.0448(6) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 C1 1.813(2) . ?
P1 C11 1.830(3) . ?
P1 C21 1.833(2) . ?
P1 B2 1.975(3) . ?
B2 B3 1.831(4) . ?
B2 B1 1.873(4) . ?
B2 H2A 1.08(3) . ?
B2 H2B 1.09(3) . ?
B1 C6 1.603(4) . ?
B1 C31 1.609(4) . ?
B1 B3 1.768(4) . ?
B1 H1A 1.25(3) . ?
B3 C41 1.611(4) . ?
B3 H1A 1.30(3) . ?
B3 H3A 1.10(2) . ?
C1 C2 1.400(3) . ?
C1 C6 1.401(3) . ?
C2 C3 1.382(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.383(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.379(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.401(3) . ?
C5 H5 0.9500 . ?
C11 C16 1.409(3) . ?
C11 C12 1.421(3) . ?
C12 C13 1.396(4) . ?
C12 C17 1.516(4) . ?
C13 C14 1.378(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.387(4) . ?
C14 C18 1.513(4) . ?
C15 C16 1.390(4) . ?
C15 H15 0.9500 . ?
C16 C19 1.510(3) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C21 C26 1.407(3) . ?
C21 C22 1.412(3) . ?
C22 C23 1.391(3) . ?
C22 C27 1.510(3) . ?
C23 C24 1.387(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.383(4) . ?
C24 C28 1.504(4) . ?
C25 C26 1.390(4) . ?
C25 H25 0.9500 . ?
C26 C29 1.507(4) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C31 C36 1.382(3) . ?
C31 C32 1.383(4) . ?
F32 C32 1.358(3) . ?
C32 C33 1.376(4) . ?
F33 C33 1.344(3) . ?
C33 C34 1.372(4) . ?
F34 C34 1.340(3) . ?
C34 C35 1.371(4) . ?
F35 C35 1.341(3) . ?
C35 C36 1.381(4) . ?
F36 C36 1.356(3) . ?
C41 C42 1.381(4) . ?
C41 C46 1.389(4) . ?
F42 C42 1.347(3) . ?
C42 C43 1.378(4) . ?
F43 C43 1.346(3) . ?
C43 C44 1.376(4) . ?
F44 C44 1.343(3) . ?
C44 C45 1.362(5) . ?
F45 C45 1.347(3) . ?
C45 C46 1.375(4) . ?
F46 C46 1.351(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 P1 C11 103.79(11) . . ?
C1 P1 C21 118.56(11) . . ?
C11 P1 C21 106.16(11) . . ?
C1 P1 B2 98.05(11) . . ?
C11 P1 B2 125.19(12) . . ?
C21 P1 B2 106.06(12) . . ?
B3 B2 B1 57.02(15) . . ?
B3 B2 P1 108.74(17) . . ?
B1 B2 P1 101.01(15) . . ?
B3 B2 H2A 129.7(14) . . ?
B1 B2 H2A 85.8(14) . . ?
P1 B2 H2A 110.9(14) . . ?
B3 B2 H2B 83.4(13) . . ?
B1 B2 H2B 135.3(14) . . ?
P1 B2 H2B 111.7(13) . . ?
H2A B2 H2B 108.6(19) . . ?
C6 B1 C31 114.6(2) . . ?
C6 B1 B3 123.8(2) . . ?
C31 B1 B3 120.1(2) . . ?
C6 B1 B2 103.22(19) . . ?
C31 B1 B2 118.9(2) . . ?
B3 B1 B2 60.30(16) . . ?
C6 B1 H1A 105.3(12) . . ?
C31 B1 H1A 107.6(12) . . ?
B3 B1 H1A 47.1(12) . . ?
B2 B1 H1A 106.2(12) . . ?
C41 B3 B1 121.4(2) . . ?
C41 B3 B2 119.6(2) . . ?
B1 B3 B2 62.68(16) . . ?
C41 B3 H1A 108.5(11) . . ?
B1 B3 H1A 44.9(11) . . ?
B2 B3 H1A 106.4(12) . . ?
C41 B3 H3A 112.7(12) . . ?
B1 B3 H3A 122.2(12) . . ?
B2 B3 H3A 106.9(12) . . ?
H1A B3 H3A 101.1(16) . . ?
C2 C1 C6 121.3(2) . . ?
C2 C1 P1 125.16(19) . . ?
C6 C1 P1 112.96(17) . . ?
C3 C2 C1 119.5(2) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
C2 C3 C4 120.1(2) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C5 C4 C3 120.1(2) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C4 C5 C6 121.7(2) . . ?
C4 C5 H5 119.1 . . ?
C6 C5 H5 119.1 . . ?
C5 C6 C1 117.2(2) . . ?
C5 C6 B1 120.9(2) . . ?
C1 C6 B1 121.8(2) . . ?
C16 C11 C12 118.6(2) . . ?
C16 C11 P1 121.49(18) . . ?
C12 C11 P1 119.82(19) . . ?
C13 C12 C11 118.6(2) . . ?
C13 C12 C17 116.5(2) . . ?
C11 C12 C17 124.8(2) . . ?
C14 C13 C12 123.1(2) . . ?
C14 C13 H13 118.4 . . ?
C12 C13 H13 118.4 . . ?
C13 C14 C15 117.6(3) . . ?
C13 C14 C18 122.0(3) . . ?
C15 C14 C18 120.5(3) . . ?
C14 C15 C16 122.1(3) . . ?
C14 C15 H15 119.0 . . ?
C16 C15 H15 119.0 . . ?
C15 C16 C11 120.0(2) . . ?
C15 C16 C19 116.7(2) . . ?
C11 C16 C19 123.3(2) . . ?
C12 C17 H17A 109.5 . . ?
C12 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C12 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C14 C18 H18A 109.5 . . ?
C14 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C14 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C26 C21 C22 119.8(2) . . ?
C26 C21 P1 124.26(18) . . ?
C22 C21 P1 115.67(18) . . ?
C23 C22 C21 118.5(2) . . ?
C23 C22 C27 117.3(2) . . ?
C21 C22 C27 124.2(2) . . ?
C24 C23 C22 122.8(2) . . ?
C24 C23 H23 118.6 . . ?
C22 C23 H23 118.6 . . ?
C25 C24 C23 117.3(2) . . ?
C25 C24 C28 122.2(3) . . ?
C23 C24 C28 120.5(3) . . ?
C24 C25 C26 122.9(3) . . ?
C24 C25 H25 118.6 . . ?
C26 C25 H25 118.6 . . ?
C25 C26 C21 118.7(2) . . ?
C25 C26 C29 117.0(2) . . ?
C21 C26 C29 124.3(2) . . ?
C22 C27 H27A 109.5 . . ?
C22 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C22 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C24 C28 H28A 109.5 . . ?
C24 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C24 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C36 C31 C32 113.8(2) . . ?
C36 C31 B1 124.4(2) . . ?
C32 C31 B1 121.7(2) . . ?
F32 C32 C33 116.3(2) . . ?
F32 C32 C31 119.4(2) . . ?
C33 C32 C31 124.3(2) . . ?
F33 C33 C34 119.9(2) . . ?
F33 C33 C32 120.7(3) . . ?
C34 C33 C32 119.4(3) . . ?
F34 C34 C35 120.5(3) . . ?
F34 C34 C33 120.5(3) . . ?
C35 C34 C33 119.0(2) . . ?
F35 C35 C34 120.0(3) . . ?
F35 C35 C36 120.4(3) . . ?
C34 C35 C36 119.6(3) . . ?
F36 C36 C35 116.2(2) . . ?
F36 C36 C31 120.0(2) . . ?
C35 C36 C31 123.8(3) . . ?
C42 C41 C46 114.2(2) . . ?
C42 C41 B3 127.1(2) . . ?
C46 C41 B3 118.7(2) . . ?
F42 C42 C43 116.2(3) . . ?
F42 C42 C41 120.1(2) . . ?
C43 C42 C41 123.7(3) . . ?
F43 C43 C44 119.7(3) . . ?
F43 C43 C42 120.9(3) . . ?
C44 C43 C42 119.4(3) . . ?
F44 C44 C45 120.5(3) . . ?
F44 C44 C43 120.0(3) . . ?
C45 C44 C43 119.4(3) . . ?
F45 C45 C44 119.9(3) . . ?
F45 C45 C46 120.5(3) . . ?
C44 C45 C46 119.6(3) . . ?
F46 C46 C45 116.8(3) . . ?
F46 C46 C41 119.4(2) . . ?
C45 C46 C41 123.8(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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 P1 B2 B3 -72.98(18) . . . . ?
C11 P1 B2 B3 173.79(15) . . . . ?
C21 P1 B2 B3 49.92(19) . . . . ?
C1 P1 B2 B1 -14.29(17) . . . . ?
C11 P1 B2 B1 -127.51(15) . . . . ?
C21 P1 B2 B1 108.61(16) . . . . ?
B3 B2 B1 C6 121.6(2) . . . . ?
P1 B2 B1 C6 16.3(2) . . . . ?
B3 B2 B1 C31 -110.2(3) . . . . ?
P1 B2 B1 C31 144.5(2) . . . . ?
P1 B2 B1 B3 -105.31(18) . . . . ?
C6 B1 B3 C41 164.1(2) . . . . ?
C31 B1 B3 C41 -1.4(4) . . . . ?
B2 B1 B3 C41 -109.6(3) . . . . ?
C6 B1 B3 B2 -86.3(3) . . . . ?
C31 B1 B3 B2 108.2(2) . . . . ?
B1 B2 B3 C41 112.5(3) . . . . ?
P1 B2 B3 C41 -156.39(19) . . . . ?
P1 B2 B3 B1 91.15(18) . . . . ?
C11 P1 C1 C2 -33.8(2) . . . . ?
C21 P1 C1 C2 83.6(2) . . . . ?
B2 P1 C1 C2 -163.1(2) . . . . ?
C11 P1 C1 C6 137.78(18) . . . . ?
C21 P1 C1 C6 -104.83(19) . . . . ?
B2 P1 C1 C6 8.4(2) . . . . ?
C6 C1 C2 C3 2.3(4) . . . . ?
P1 C1 C2 C3 173.2(2) . . . . ?
C1 C2 C3 C4 -1.3(4) . . . . ?
C2 C3 C4 C5 -0.1(4) . . . . ?
C3 C4 C5 C6 0.6(4) . . . . ?
C4 C5 C6 C1 0.3(4) . . . . ?
C4 C5 C6 B1 -176.5(2) . . . . ?
C2 C1 C6 C5 -1.8(4) . . . . ?
P1 C1 C6 C5 -173.71(19) . . . . ?
C2 C1 C6 B1 175.0(2) . . . . ?
P1 C1 C6 B1 3.1(3) . . . . ?
C31 B1 C6 C5 32.1(3) . . . . ?
B3 B1 C6 C5 -134.1(3) . . . . ?
B2 B1 C6 C5 163.0(2) . . . . ?
C31 B1 C6 C1 -144.5(2) . . . . ?
B3 B1 C6 C1 49.2(3) . . . . ?
B2 B1 C6 C1 -13.7(3) . . . . ?
C1 P1 C11 C16 -96.4(2) . . . . ?
C21 P1 C11 C16 137.9(2) . . . . ?
B2 P1 C11 C16 14.1(3) . . . . ?
C1 P1 C11 C12 80.4(2) . . . . ?
C21 P1 C11 C12 -45.3(2) . . . . ?
B2 P1 C11 C12 -169.16(18) . . . . ?
C16 C11 C12 C13 -0.9(3) . . . . ?
P1 C11 C12 C13 -177.77(19) . . . . ?
C16 C11 C12 C17 -178.6(2) . . . . ?
P1 C11 C12 C17 4.5(3) . . . . ?
C11 C12 C13 C14 -1.0(4) . . . . ?
C17 C12 C13 C14 176.9(2) . . . . ?
C12 C13 C14 C15 1.5(4) . . . . ?
C12 C13 C14 C18 -177.7(3) . . . . ?
C13 C14 C15 C16 -0.3(4) . . . . ?
C18 C14 C15 C16 179.0(3) . . . . ?
C14 C15 C16 C11 -1.6(4) . . . . ?
C14 C15 C16 C19 178.4(2) . . . . ?
C12 C11 C16 C15 2.1(3) . . . . ?
P1 C11 C16 C15 178.93(19) . . . . ?
C12 C11 C16 C19 -177.9(2) . . . . ?
P1 C11 C16 C19 -1.1(3) . . . . ?
C1 P1 C21 C26 12.7(3) . . . . ?
C11 P1 C21 C26 128.8(2) . . . . ?
B2 P1 C21 C26 -96.1(2) . . . . ?
C1 P1 C21 C22 -173.51(17) . . . . ?
C11 P1 C21 C22 -57.4(2) . . . . ?
B2 P1 C21 C22 77.7(2) . . . . ?
C26 C21 C22 C23 -0.5(4) . . . . ?
P1 C21 C22 C23 -174.60(19) . . . . ?
C26 C21 C22 C27 179.3(2) . . . . ?
P1 C21 C22 C27 5.2(3) . . . . ?
C21 C22 C23 C24 1.4(4) . . . . ?
C27 C22 C23 C24 -178.5(2) . . . . ?
C22 C23 C24 C25 -1.6(4) . . . . ?
C22 C23 C24 C28 176.6(3) . . . . ?
C23 C24 C25 C26 1.0(4) . . . . ?
C28 C24 C25 C26 -177.2(3) . . . . ?
C24 C25 C26 C21 -0.2(4) . . . . ?
C24 C25 C26 C29 179.2(3) . . . . ?
C22 C21 C26 C25 -0.1(4) . . . . ?
P1 C21 C26 C25 173.5(2) . . . . ?
C22 C21 C26 C29 -179.4(2) . . . . ?
P1 C21 C26 C29 -5.8(4) . . . . ?
C6 B1 C31 C36 -120.0(3) . . . . ?
B3 B1 C31 C36 46.7(4) . . . . ?
B2 B1 C31 C36 117.2(3) . . . . ?
C6 B1 C31 C32 56.4(3) . . . . ?
B3 B1 C31 C32 -136.8(2) . . . . ?
B2 B1 C31 C32 -66.3(3) . . . . ?
C36 C31 C32 F32 176.9(2) . . . . ?
B1 C31 C32 F32 0.1(4) . . . . ?
C36 C31 C32 C33 -3.3(4) . . . . ?
B1 C31 C32 C33 179.9(2) . . . . ?
F32 C32 C33 F33 1.3(4) . . . . ?
C31 C32 C33 F33 -178.5(2) . . . . ?
F32 C32 C33 C34 -179.0(2) . . . . ?
C31 C32 C33 C34 1.2(4) . . . . ?
F33 C33 C34 F34 0.5(4) . . . . ?
C32 C33 C34 F34 -179.2(2) . . . . ?
F33 C33 C34 C35 -179.6(3) . . . . ?
C32 C33 C34 C35 0.7(4) . . . . ?
F34 C34 C35 F35 -1.9(4) . . . . ?
C33 C34 C35 F35 178.2(3) . . . . ?
F34 C34 C35 C36 179.6(3) . . . . ?
C33 C34 C35 C36 -0.2(4) . . . . ?
F35 C35 C36 F36 -2.0(4) . . . . ?
C34 C35 C36 F36 176.4(3) . . . . ?
F35 C35 C36 C31 179.4(3) . . . . ?
C34 C35 C36 C31 -2.2(5) . . . . ?
C32 C31 C36 F36 -174.8(2) . . . . ?
B1 C31 C36 F36 1.9(4) . . . . ?
C32 C31 C36 C35 3.8(4) . . . . ?
B1 C31 C36 C35 -179.5(3) . . . . ?
B1 B3 C41 C42 54.4(4) . . . . ?
B2 B3 C41 C42 -19.8(4) . . . . ?
B1 B3 C41 C46 -125.5(3) . . . . ?
B2 B3 C41 C46 160.2(2) . . . . ?
C46 C41 C42 F42 179.2(2) . . . . ?
B3 C41 C42 F42 -0.8(4) . . . . ?
C46 C41 C42 C43 -0.2(4) . . . . ?
B3 C41 C42 C43 179.9(3) . . . . ?
F42 C42 C43 F43 -1.7(4) . . . . ?
C41 C42 C43 F43 177.6(2) . . . . ?
F42 C42 C43 C44 -179.9(2) . . . . ?
C41 C42 C43 C44 -0.5(4) . . . . ?
F43 C43 C44 F44 2.5(4) . . . . ?
C42 C43 C44 F44 -179.3(3) . . . . ?
F43 C43 C44 C45 -177.4(3) . . . . ?
C42 C43 C44 C45 0.8(4) . . . . ?
F44 C44 C45 F45 -0.7(4) . . . . ?
C43 C44 C45 F45 179.2(3) . . . . ?
F44 C44 C45 C46 179.8(3) . . . . ?
C43 C44 C45 C46 -0.3(4) . . . . ?
F45 C45 C46 F46 0.2(4) . . . . ?
C44 C45 C46 F46 179.7(2) . . . . ?
F45 C45 C46 C41 -180.0(2) . . . . ?
C44 C45 C46 C41 -0.5(4) . . . . ?
C42 C41 C46 F46 -179.5(2) . . . . ?
B3 C41 C46 F46 0.5(4) . . . . ?
C42 C41 C46 C45 0.7(4) . . . . ?
B3 C41 C46 C45 -179.3(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         0.317
_refine_diff_density_min         -0.245
_refine_diff_density_rms         0.043
####################################################################### 
# 
# 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_erk9119
_database_code_depnum_ccdc_archive 'CCDC 1859606'
_audit_update_record             
;
2018-08-01 deposited with the CCDC.
2018-10-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H26 Br P'
_chemical_formula_weight         425.33

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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   P212121

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

_cell_length_a                   7.9924(2)
_cell_length_b                   15.6376(5)
_cell_length_c                   33.0811(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4134.5(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9210
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      27.88

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.367
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1760
_exptl_absorpt_coefficient_mu    2.071
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5570
_exptl_absorpt_correction_T_max  0.9405
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(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            29596
_diffrn_reflns_av_R_equivalents  0.123
_diffrn_reflns_av_sigmaI/netI    0.0628
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_theta_min         4.09
_diffrn_reflns_theta_max         25.00
_reflns_number_total             7243
_reflns_number_gt                5853
_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    'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'XP-SHELXL-2013 (Sheldrick, 2013)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_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)+(0.0000P)²+25.6882P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.017(15)
_refine_ls_number_reflns         7243
_refine_ls_number_parameters     481
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0998
_refine_ls_R_factor_gt           0.0712
_refine_ls_wR_factor_ref         0.1460
_refine_ls_wR_factor_gt          0.1291
_refine_ls_goodness_of_fit_ref   1.130
_refine_ls_restrained_S_all      1.130
_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
Br1A Br 0.69342(11) 0.17582(6) 0.05156(3) 0.0405(2) Uani 1 1 d . . .
P1A P 0.6063(3) 0.01342(13) 0.11228(6) 0.0277(5) Uani 1 1 d . . .
C1A C 0.4363(10) 0.0644(5) 0.0834(2) 0.0299(19) Uani 1 1 d . . .
C6A C 0.4663(12) 0.1371(5) 0.0600(3) 0.036(2) Uani 1 1 d . . .
C4A C 0.1756(12) 0.1569(6) 0.0470(3) 0.043(2) Uani 1 1 d . . .
H4A H 0.0868 0.1877 0.0346 0.052 Uiso 1 1 calc R . .
C3A C 0.1429(12) 0.0861(6) 0.0699(3) 0.042(2) Uani 1 1 d . . .
H3A H 0.0303 0.0680 0.0734 0.050 Uiso 1 1 calc R . .
C5A C 0.3411(11) 0.1833(5) 0.0419(2) 0.037(2) Uani 1 1 d . . .
H5A H 0.3665 0.2326 0.0263 0.044 Uiso 1 1 calc R . .
C2A C 0.2691(11) 0.0406(5) 0.0879(2) 0.0313(19) Uani 1 1 d . . .
H2A H 0.2422 -0.0081 0.1038 0.038 Uiso 1 1 calc R . .
C11A C 0.4935(10) -0.0623(5) 0.1456(2) 0.0249(18) Uani 1 1 d . . .
C12A C 0.4651(11) -0.0326(5) 0.1852(2) 0.030(2) Uani 1 1 d . . .
C13A C 0.3885(11) -0.0847(5) 0.2130(3) 0.034(2) Uani 1 1 d . . .
H13A H 0.3721 -0.0638 0.2397 0.040 Uiso 1 1 calc R . .
C14A C 0.3337(10) -0.1675(6) 0.2036(2) 0.035(2) Uani 1 1 d . . .
C15A C 0.3581(10) -0.1947(5) 0.1647(2) 0.0313(19) Uani 1 1 d . . .
H15A H 0.3193 -0.2501 0.1574 0.038 Uiso 1 1 calc R . .
C16A C 0.4374(11) -0.1450(5) 0.1350(2) 0.031(2) Uani 1 1 d . . .
C17A C 0.5176(12) 0.0554(6) 0.1989(3) 0.039(2) Uani 1 1 d . . .
H17A H 0.4928 0.0621 0.2278 0.059 Uiso 1 1 calc R . .
H17B H 0.4561 0.0987 0.1835 0.059 Uiso 1 1 calc R . .
H17C H 0.6380 0.0627 0.1945 0.059 Uiso 1 1 calc R . .
C18A C 0.2537(13) -0.2247(5) 0.2352(2) 0.044(2) Uani 1 1 d . . .
H18A H 0.1756 -0.2641 0.2220 0.066 Uiso 1 1 calc R . .
H18B H 0.1930 -0.1894 0.2548 0.066 Uiso 1 1 calc R . .
H18C H 0.3408 -0.2574 0.2492 0.066 Uiso 1 1 calc R . .
C19A C 0.4586(12) -0.1849(6) 0.0935(2) 0.037(2) Uani 1 1 d . . .
H19A H 0.4203 -0.1446 0.0728 0.056 Uiso 1 1 calc R . .
H19B H 0.3923 -0.2375 0.0919 0.056 Uiso 1 1 calc R . .
H19C H 0.5769 -0.1984 0.0890 0.056 Uiso 1 1 calc R . .
C21A C 0.7366(11) -0.0535(5) 0.0788(2) 0.0298(18) Uani 1 1 d . . .
C22A C 0.8781(11) -0.0888(5) 0.0993(2) 0.0307(19) Uani 1 1 d . . .
C23A C 0.9865(12) -0.1401(5) 0.0783(3) 0.035(2) Uani 1 1 d . . .
H23A H 1.0767 -0.1655 0.0927 0.042 Uiso 1 1 calc R . .
C24A C 0.9721(12) -0.1571(5) 0.0373(3) 0.038(2) Uani 1 1 d . . .
C25A C 0.8356(12) -0.1195(5) 0.0176(2) 0.035(2) Uani 1 1 d . . .
H25A H 0.8228 -0.1286 -0.0106 0.042 Uiso 1 1 calc R . .
C26A C 0.7196(11) -0.0702(5) 0.0373(2) 0.0293(19) Uani 1 1 d . . .
C27A C 0.9170(12) -0.0692(6) 0.1433(2) 0.039(2) Uani 1 1 d . . .
H27A H 0.8196 -0.0833 0.1600 0.058 Uiso 1 1 calc R . .
H27B H 0.9433 -0.0083 0.1462 0.058 Uiso 1 1 calc R . .
H27C H 1.0132 -0.1034 0.1520 0.058 Uiso 1 1 calc R . .
C28A C 1.0926(13) -0.2155(7) 0.0156(3) 0.058(3) Uani 1 1 d . . .
H28A H 1.1997 -0.1860 0.0119 0.086 Uiso 1 1 calc R . .
H28B H 1.0463 -0.2309 -0.0108 0.086 Uiso 1 1 calc R . .
H28C H 1.1099 -0.2674 0.0317 0.086 Uiso 1 1 calc R . .
C29A C 0.5743(11) -0.0388(6) 0.0120(2) 0.038(2) Uani 1 1 d . . .
H29A H 0.5835 -0.0621 -0.0154 0.057 Uiso 1 1 calc R . .
H29B H 0.5763 0.0238 0.0108 0.057 Uiso 1 1 calc R . .
H29C H 0.4689 -0.0577 0.0242 0.057 Uiso 1 1 calc R . .
Br1 Br 0.24798(12) 0.24703(6) 0.16088(3) 0.0420(2) Uani 1 1 d . . .
P1 P 0.1559(3) 0.45084(14) 0.17222(6) 0.0296(5) Uani 1 1 d . . .
C1 C -0.0140(11) 0.3752(5) 0.1603(2) 0.0294(18) Uani 1 1 d . . .
C6 C 0.0214(11) 0.2869(5) 0.1593(2) 0.0323(19) Uani 1 1 d . . .
C5 C -0.1046(12) 0.2265(5) 0.1547(3) 0.040(2) Uani 1 1 d . . .
H5 H -0.0770 0.1675 0.1534 0.048 Uiso 1 1 calc R . .
C4 C -0.2672(12) 0.2514(6) 0.1519(2) 0.039(2) Uani 1 1 d . . .
H4 H -0.3536 0.2101 0.1489 0.047 Uiso 1 1 calc R . .
C3 C -0.3053(12) 0.3383(5) 0.1536(3) 0.040(2) Uani 1 1 d . . .
H3 H -0.4185 0.3563 0.1517 0.048 Uiso 1 1 calc R . .
C2 C -0.1823(12) 0.3974(5) 0.1579(3) 0.037(2) Uani 1 1 d . . .
H2 H -0.2122 0.4561 0.1594 0.045 Uiso 1 1 calc R . .
C11 C 0.2863(10) 0.4701(5) 0.1275(2) 0.0277(18) Uani 1 1 d . . .
C12 C 0.2670(11) 0.4344(5) 0.0882(2) 0.033(2) Uani 1 1 d . . .
C13 C 0.3955(12) 0.4500(6) 0.0600(3) 0.043(2) Uani 1 1 d . . .
H13 H 0.3853 0.4259 0.0338 0.051 Uiso 1 1 calc R . .
C14 C 0.5346(13) 0.4982(6) 0.0684(3) 0.045(2) Uani 1 1 d . . .
C15 C 0.5466(11) 0.5357(6) 0.1065(3) 0.036(2) Uani 1 1 d . . .
H15 H 0.6382 0.5725 0.1123 0.043 Uiso 1 1 calc R . .
C16 C 0.4273(12) 0.5203(6) 0.1361(2) 0.035(2) Uani 1 1 d . . .
C17 C 0.1182(12) 0.3831(6) 0.0746(3) 0.039(2) Uani 1 1 d . . .
H17D H 0.0152 0.4130 0.0822 0.059 Uiso 1 1 calc R . .
H17E H 0.1207 0.3267 0.0875 0.059 Uiso 1 1 calc R . .
H17F H 0.1218 0.3762 0.0452 0.059 Uiso 1 1 calc R . .
C18 C 0.6750(13) 0.5093(7) 0.0372(3) 0.056(3) Uani 1 1 d . . .
H18D H 0.7380 0.4558 0.0348 0.084 Uiso 1 1 calc R . .
H18E H 0.7503 0.5551 0.0460 0.084 Uiso 1 1 calc R . .
H18F H 0.6265 0.5241 0.0109 0.084 Uiso 1 1 calc R . .
C19 C 0.4598(12) 0.5592(6) 0.1771(3) 0.041(2) Uani 1 1 d . . .
H19D H 0.5662 0.5904 0.1765 0.062 Uiso 1 1 calc R . .
H19E H 0.4655 0.5138 0.1975 0.062 Uiso 1 1 calc R . .
H19F H 0.3690 0.5988 0.1839 0.062 Uiso 1 1 calc R . .
C21 C 0.0336(10) 0.5491(5) 0.1822(2) 0.0264(18) Uani 1 1 d . . .
C22 C -0.0151(11) 0.5589(5) 0.2232(2) 0.031(2) Uani 1 1 d . . .
C23 C -0.1082(11) 0.6292(5) 0.2347(3) 0.033(2) Uani 1 1 d . . .
H23 H -0.1416 0.6342 0.2622 0.039 Uiso 1 1 calc R . .
C24 C -0.1548(10) 0.6923(5) 0.2080(2) 0.033(2) Uani 1 1 d . . .
C25 C -0.1042(10) 0.6831(5) 0.1677(2) 0.0341(19) Uani 1 1 d . . .
H25 H -0.1326 0.7266 0.1489 0.041 Uiso 1 1 calc R . .
C26 C -0.0136(10) 0.6125(5) 0.1543(2) 0.0285(18) Uani 1 1 d . . .
C27 C 0.0303(14) 0.4932(6) 0.2552(2) 0.043(2) Uani 1 1 d . . .
H27D H -0.0087 0.5129 0.2817 0.065 Uiso 1 1 calc R . .
H27E H 0.1520 0.4858 0.2558 0.065 Uiso 1 1 calc R . .
H27F H -0.0231 0.4385 0.2487 0.065 Uiso 1 1 calc R . .
C28 C -0.2567(13) 0.7689(5) 0.2222(3) 0.045(2) Uani 1 1 d . . .
H28D H -0.3560 0.7488 0.2368 0.068 Uiso 1 1 calc R . .
H28E H -0.2915 0.8028 0.1987 0.068 Uiso 1 1 calc R . .
H28F H -0.1883 0.8043 0.2402 0.068 Uiso 1 1 calc R . .
C29 C 0.0275(13) 0.6089(6) 0.1094(2) 0.040(2) Uani 1 1 d . . .
H29D H 0.1479 0.6177 0.1056 0.060 Uiso 1 1 calc R . .
H29E H -0.0345 0.6538 0.0952 0.060 Uiso 1 1 calc R . .
H29F H -0.0043 0.5529 0.0986 0.060 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1A C6A 1.934(9) . ?
P1A C1A 1.843(8) . ?
P1A C21A 1.845(8) . ?
P1A C11A 1.851(8) . ?
C1A C2A 1.395(12) . ?
C1A C6A 1.396(12) . ?
C6A C5A 1.372(12) . ?
C4A C3A 1.367(12) . ?
C4A C5A 1.396(12) . ?
C4A H4A 0.9500 . ?
C3A C2A 1.371(12) . ?
C3A H3A 0.9500 . ?
C5A H5A 0.9500 . ?
C2A H2A 0.9500 . ?
C11A C12A 1.409(11) . ?
C11A C16A 1.413(11) . ?
C12A C13A 1.373(11) . ?
C12A C17A 1.510(11) . ?
C13A C14A 1.402(12) . ?
C13A H13A 0.9500 . ?
C14A C15A 1.371(11) . ?
C14A C18A 1.517(11) . ?
C15A C16A 1.403(11) . ?
C15A H15A 0.9500 . ?
C16A C19A 1.517(11) . ?
C17A H17A 0.9800 . ?
C17A H17B 0.9800 . ?
C17A H17C 0.9800 . ?
C18A H18A 0.9800 . ?
C18A H18B 0.9800 . ?
C18A H18C 0.9800 . ?
C19A H19A 0.9800 . ?
C19A H19B 0.9800 . ?
C19A H19C 0.9800 . ?
C21A C26A 1.405(10) . ?
C21A C22A 1.428(11) . ?
C22A C23A 1.369(12) . ?
C22A C27A 1.520(11) . ?
C23A C24A 1.387(12) . ?
C23A H23A 0.9500 . ?
C24A C25A 1.401(12) . ?
C24A C28A 1.509(12) . ?
C25A C26A 1.372(11) . ?
C25A H25A 0.9500 . ?
C26A C29A 1.514(11) . ?
C27A H27A 0.9800 . ?
C27A H27B 0.9800 . ?
C27A H27C 0.9800 . ?
C28A H28A 0.9800 . ?
C28A H28B 0.9800 . ?
C28A H28C 0.9800 . ?
C29A H29A 0.9800 . ?
C29A H29B 0.9800 . ?
C29A H29C 0.9800 . ?
Br1 C6 1.916(9) . ?
P1 C11 1.834(8) . ?
P1 C1 1.844(9) . ?
P1 C21 1.851(8) . ?
C1 C2 1.392(12) . ?
C1 C6 1.410(11) . ?
C6 C5 1.389(12) . ?
C5 C4 1.359(12) . ?
C5 H5 0.9500 . ?
C4 C3 1.394(12) . ?
C4 H4 0.9500 . ?
C3 C2 1.357(12) . ?
C3 H3 0.9500 . ?
C2 H2 0.9500 . ?
C11 C16 1.403(12) . ?
C11 C12 1.424(10) . ?
C12 C13 1.408(12) . ?
C12 C17 1.503(12) . ?
C13 C14 1.371(14) . ?
C13 H13 0.9500 . ?
C14 C15 1.394(13) . ?
C14 C18 1.534(12) . ?
C15 C16 1.389(12) . ?
C15 H15 0.9500 . ?
C16 C19 1.508(12) . ?
C17 H17D 0.9800 . ?
C17 H17E 0.9800 . ?
C17 H17F 0.9800 . ?
C18 H18D 0.9800 . ?
C18 H18E 0.9800 . ?
C18 H18F 0.9800 . ?
C19 H19D 0.9800 . ?
C19 H19E 0.9800 . ?
C19 H19F 0.9800 . ?
C21 C26 1.405(11) . ?
C21 C22 1.421(11) . ?
C22 C23 1.381(12) . ?
C22 C27 1.518(11) . ?
C23 C24 1.375(11) . ?
C23 H23 0.9500 . ?
C24 C25 1.399(11) . ?
C24 C28 1.522(11) . ?
C25 C26 1.394(11) . ?
C25 H25 0.9500 . ?
C26 C29 1.521(11) . ?
C27 H27D 0.9800 . ?
C27 H27E 0.9800 . ?
C27 H27F 0.9800 . ?
C28 H28D 0.9800 . ?
C28 H28E 0.9800 . ?
C28 H28F 0.9800 . ?
C29 H29D 0.9800 . ?
C29 H29E 0.9800 . ?
C29 H29F 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
C1A P1A C21A 110.5(4) . . ?
C1A P1A C11A 103.1(4) . . ?
C21A P1A C11A 105.6(4) . . ?
C2A C1A C6A 116.2(8) . . ?
C2A C1A P1A 122.4(6) . . ?
C6A C1A P1A 120.9(7) . . ?
C5A C6A C1A 123.1(8) . . ?
C5A C6A Br1A 117.2(6) . . ?
C1A C6A Br1A 119.8(7) . . ?
C3A C4A C5A 119.2(8) . . ?
C3A C4A H4A 120.4 . . ?
C5A C4A H4A 120.4 . . ?
C4A C3A C2A 121.4(9) . . ?
C4A C3A H3A 119.3 . . ?
C2A C3A H3A 119.3 . . ?
C6A C5A C4A 118.9(8) . . ?
C6A C5A H5A 120.6 . . ?
C4A C5A H5A 120.6 . . ?
C3A C2A C1A 121.3(8) . . ?
C3A C2A H2A 119.3 . . ?
C1A C2A H2A 119.3 . . ?
C12A C11A C16A 118.7(7) . . ?
C12A C11A P1A 114.9(6) . . ?
C16A C11A P1A 126.4(6) . . ?
C13A C12A C11A 120.1(8) . . ?
C13A C12A C17A 117.5(7) . . ?
C11A C12A C17A 122.4(7) . . ?
C12A C13A C14A 122.5(8) . . ?
C12A C13A H13A 118.7 . . ?
C14A C13A H13A 118.7 . . ?
C15A C14A C13A 116.8(7) . . ?
C15A C14A C18A 121.6(8) . . ?
C13A C14A C18A 121.6(8) . . ?
C14A C15A C16A 123.3(8) . . ?
C14A C15A H15A 118.3 . . ?
C16A C15A H15A 118.3 . . ?
C15A C16A C11A 118.6(7) . . ?
C15A C16A C19A 117.1(7) . . ?
C11A C16A C19A 124.4(7) . . ?
C12A C17A H17A 109.5 . . ?
C12A C17A H17B 109.5 . . ?
H17A C17A H17B 109.5 . . ?
C12A C17A H17C 109.5 . . ?
H17A C17A H17C 109.5 . . ?
H17B C17A H17C 109.5 . . ?
C14A C18A H18A 109.5 . . ?
C14A C18A H18B 109.5 . . ?
H18A C18A H18B 109.5 . . ?
C14A C18A H18C 109.5 . . ?
H18A C18A H18C 109.5 . . ?
H18B C18A H18C 109.5 . . ?
C16A C19A H19A 109.5 . . ?
C16A C19A H19B 109.5 . . ?
H19A C19A H19B 109.5 . . ?
C16A C19A H19C 109.5 . . ?
H19A C19A H19C 109.5 . . ?
H19B C19A H19C 109.5 . . ?
C26A C21A C22A 117.9(8) . . ?
C26A C21A P1A 129.6(7) . . ?
C22A C21A P1A 112.5(5) . . ?
C23A C22A C21A 119.3(7) . . ?
C23A C22A C27A 118.2(8) . . ?
C21A C22A C27A 122.5(8) . . ?
C22A C23A C24A 123.7(8) . . ?
C22A C23A H23A 118.2 . . ?
C24A C23A H23A 118.2 . . ?
C23A C24A C25A 116.1(8) . . ?
C23A C24A C28A 121.9(9) . . ?
C25A C24A C28A 121.9(8) . . ?
C26A C25A C24A 122.7(8) . . ?
C26A C25A H25A 118.6 . . ?
C24A C25A H25A 118.6 . . ?
C25A C26A C21A 120.3(8) . . ?
C25A C26A C29A 116.0(7) . . ?
C21A C26A C29A 123.7(8) . . ?
C22A C27A H27A 109.5 . . ?
C22A C27A H27B 109.5 . . ?
H27A C27A H27B 109.5 . . ?
C22A C27A H27C 109.5 . . ?
H27A C27A H27C 109.5 . . ?
H27B C27A H27C 109.5 . . ?
C24A C28A H28A 109.5 . . ?
C24A C28A H28B 109.5 . . ?
H28A C28A H28B 109.5 . . ?
C24A C28A H28C 109.5 . . ?
H28A C28A H28C 109.5 . . ?
H28B C28A H28C 109.5 . . ?
C26A C29A H29A 109.5 . . ?
C26A C29A H29B 109.5 . . ?
H29A C29A H29B 109.5 . . ?
C26A C29A H29C 109.5 . . ?
H29A C29A H29C 109.5 . . ?
H29B C29A H29C 109.5 . . ?
C11 P1 C1 110.6(4) . . ?
C11 P1 C21 107.9(3) . . ?
C1 P1 C21 100.5(4) . . ?
C2 C1 C6 115.9(8) . . ?
C2 C1 P1 124.3(6) . . ?
C6 C1 P1 119.1(7) . . ?
C5 C6 C1 121.6(8) . . ?
C5 C6 Br1 117.9(6) . . ?
C1 C6 Br1 120.5(6) . . ?
C4 C5 C6 120.4(8) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C5 C4 C3 119.0(9) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
C2 C3 C4 120.7(9) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C3 C2 C1 122.4(8) . . ?
C3 C2 H2 118.8 . . ?
C1 C2 H2 118.8 . . ?
C16 C11 C12 119.5(7) . . ?
C16 C11 P1 112.6(6) . . ?
C12 C11 P1 127.6(6) . . ?
C13 C12 C11 117.2(8) . . ?
C13 C12 C17 118.2(7) . . ?
C11 C12 C17 124.6(8) . . ?
C14 C13 C12 123.6(8) . . ?
C14 C13 H13 118.2 . . ?
C12 C13 H13 118.2 . . ?
C13 C14 C15 118.0(9) . . ?
C13 C14 C18 121.3(9) . . ?
C15 C14 C18 120.7(9) . . ?
C16 C15 C14 121.2(9) . . ?
C16 C15 H15 119.4 . . ?
C14 C15 H15 119.4 . . ?
C15 C16 C11 120.4(8) . . ?
C15 C16 C19 116.5(8) . . ?
C11 C16 C19 123.2(8) . . ?
C12 C17 H17D 109.5 . . ?
C12 C17 H17E 109.5 . . ?
H17D C17 H17E 109.5 . . ?
C12 C17 H17F 109.5 . . ?
H17D C17 H17F 109.5 . . ?
H17E C17 H17F 109.5 . . ?
C14 C18 H18D 109.5 . . ?
C14 C18 H18E 109.5 . . ?
H18D C18 H18E 109.5 . . ?
C14 C18 H18F 109.5 . . ?
H18D C18 H18F 109.5 . . ?
H18E C18 H18F 109.5 . . ?
C16 C19 H19D 109.5 . . ?
C16 C19 H19E 109.5 . . ?
H19D C19 H19E 109.5 . . ?
C16 C19 H19F 109.5 . . ?
H19D C19 H19F 109.5 . . ?
H19E C19 H19F 109.5 . . ?
C26 C21 C22 118.5(7) . . ?
C26 C21 P1 127.6(6) . . ?
C22 C21 P1 113.9(6) . . ?
C23 C22 C21 119.7(8) . . ?
C23 C22 C27 118.5(8) . . ?
C21 C22 C27 121.8(8) . . ?
C24 C23 C22 122.7(8) . . ?
C24 C23 H23 118.6 . . ?
C22 C23 H23 118.6 . . ?
C23 C24 C25 117.3(8) . . ?
C23 C24 C28 120.7(7) . . ?
C25 C24 C28 121.9(7) . . ?
C26 C25 C24 122.4(8) . . ?
C26 C25 H25 118.8 . . ?
C24 C25 H25 118.8 . . ?
C25 C26 C21 119.3(7) . . ?
C25 C26 C29 116.9(7) . . ?
C21 C26 C29 123.8(7) . . ?
C22 C27 H27D 109.5 . . ?
C22 C27 H27E 109.5 . . ?
H27D C27 H27E 109.5 . . ?
C22 C27 H27F 109.5 . . ?
H27D C27 H27F 109.5 . . ?
H27E C27 H27F 109.5 . . ?
C24 C28 H28D 109.5 . . ?
C24 C28 H28E 109.5 . . ?
H28D C28 H28E 109.5 . . ?
C24 C28 H28F 109.5 . . ?
H28D C28 H28F 109.5 . . ?
H28E C28 H28F 109.5 . . ?
C26 C29 H29D 109.5 . . ?
C26 C29 H29E 109.5 . . ?
H29D C29 H29E 109.5 . . ?
C26 C29 H29F 109.5 . . ?
H29D C29 H29F 109.5 . . ?
H29E C29 H29F 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C21A P1A C1A C2A 109.7(7) . . . . ?
C11A P1A C1A C2A -2.8(8) . . . . ?
C21A P1A C1A C6A -79.5(8) . . . . ?
C11A P1A C1A C6A 168.1(7) . . . . ?
C2A C1A C6A C5A -0.4(13) . . . . ?
P1A C1A C6A C5A -171.9(7) . . . . ?
C2A C1A C6A Br1A -179.8(6) . . . . ?
P1A C1A C6A Br1A 8.8(10) . . . . ?
C5A C4A C3A C2A -0.1(14) . . . . ?
C1A C6A C5A C4A -0.1(13) . . . . ?
Br1A C6A C5A C4A 179.3(7) . . . . ?
C3A C4A C5A C6A 0.4(14) . . . . ?
C4A C3A C2A C1A -0.4(13) . . . . ?
C6A C1A C2A C3A 0.7(12) . . . . ?
P1A C1A C2A C3A 172.0(7) . . . . ?
C1A P1A C11A C12A -98.2(7) . . . . ?
C21A P1A C11A C12A 145.8(6) . . . . ?
C1A P1A C11A C16A 82.7(8) . . . . ?
C21A P1A C11A C16A -33.3(8) . . . . ?
C16A C11A C12A C13A 1.8(12) . . . . ?
P1A C11A C12A C13A -177.4(7) . . . . ?
C16A C11A C12A C17A -178.8(8) . . . . ?
P1A C11A C12A C17A 2.0(11) . . . . ?
C11A C12A C13A C14A -0.9(13) . . . . ?
C17A C12A C13A C14A 179.6(8) . . . . ?
C12A C13A C14A C15A -0.8(13) . . . . ?
C12A C13A C14A C18A 178.3(8) . . . . ?
C13A C14A C15A C16A 1.6(12) . . . . ?
C18A C14A C15A C16A -177.5(8) . . . . ?
C14A C15A C16A C11A -0.7(12) . . . . ?
C14A C15A C16A C19A 178.6(8) . . . . ?
C12A C11A C16A C15A -1.0(12) . . . . ?
P1A C11A C16A C15A 178.1(6) . . . . ?
C12A C11A C16A C19A 179.7(8) . . . . ?
P1A C11A C16A C19A -1.2(12) . . . . ?
C1A P1A C21A C26A -1.6(9) . . . . ?
C11A P1A C21A C26A 109.2(8) . . . . ?
C1A P1A C21A C22A 175.2(6) . . . . ?
C11A P1A C21A C22A -74.0(6) . . . . ?
C26A C21A C22A C23A -2.9(12) . . . . ?
P1A C21A C22A C23A 179.9(6) . . . . ?
C26A C21A C22A C27A 175.0(8) . . . . ?
P1A C21A C22A C27A -2.2(10) . . . . ?
C21A C22A C23A C24A 3.3(13) . . . . ?
C27A C22A C23A C24A -174.7(8) . . . . ?
C22A C23A C24A C25A -1.1(14) . . . . ?
C22A C23A C24A C28A -178.8(9) . . . . ?
C23A C24A C25A C26A -1.4(13) . . . . ?
C28A C24A C25A C26A 176.3(8) . . . . ?
C24A C25A C26A C21A 1.6(13) . . . . ?
C24A C25A C26A C29A -176.5(8) . . . . ?
C22A C21A C26A C25A 0.6(11) . . . . ?
P1A C21A C26A C25A 177.2(6) . . . . ?
C22A C21A C26A C29A 178.5(7) . . . . ?
P1A C21A C26A C29A -4.8(12) . . . . ?
C11 P1 C1 C2 -110.0(8) . . . . ?
C21 P1 C1 C2 3.8(8) . . . . ?
C11 P1 C1 C6 79.9(7) . . . . ?
C21 P1 C1 C6 -166.3(7) . . . . ?
C2 C1 C6 C5 2.2(13) . . . . ?
P1 C1 C6 C5 173.2(6) . . . . ?
C2 C1 C6 Br1 178.4(6) . . . . ?
P1 C1 C6 Br1 -10.7(10) . . . . ?
C1 C6 C5 C4 -1.5(13) . . . . ?
Br1 C6 C5 C4 -177.7(7) . . . . ?
C6 C5 C4 C3 0.4(13) . . . . ?
C5 C4 C3 C2 -0.1(13) . . . . ?
C4 C3 C2 C1 0.9(14) . . . . ?
C6 C1 C2 C3 -2.0(13) . . . . ?
P1 C1 C2 C3 -172.4(7) . . . . ?
C1 P1 C11 C16 -173.9(6) . . . . ?
C21 P1 C11 C16 77.1(7) . . . . ?
C1 P1 C11 C12 0.2(8) . . . . ?
C21 P1 C11 C12 -108.8(7) . . . . ?
C16 C11 C12 C13 1.8(11) . . . . ?
P1 C11 C12 C13 -171.9(6) . . . . ?
C16 C11 C12 C17 -176.9(8) . . . . ?
P1 C11 C12 C17 9.4(12) . . . . ?
C11 C12 C13 C14 -1.0(13) . . . . ?
C17 C12 C13 C14 177.8(8) . . . . ?
C12 C13 C14 C15 -1.9(14) . . . . ?
C12 C13 C14 C18 176.8(8) . . . . ?
C13 C14 C15 C16 4.2(13) . . . . ?
C18 C14 C15 C16 -174.5(8) . . . . ?
C14 C15 C16 C11 -3.5(13) . . . . ?
C14 C15 C16 C19 175.7(8) . . . . ?
C12 C11 C16 C15 0.4(12) . . . . ?
P1 C11 C16 C15 175.0(7) . . . . ?
C12 C11 C16 C19 -178.8(8) . . . . ?
P1 C11 C16 C19 -4.2(11) . . . . ?
C11 P1 C21 C26 25.6(9) . . . . ?
C1 P1 C21 C26 -90.2(8) . . . . ?
C11 P1 C21 C22 -154.3(6) . . . . ?
C1 P1 C21 C22 89.9(6) . . . . ?
C26 C21 C22 C23 0.7(12) . . . . ?
P1 C21 C22 C23 -179.4(6) . . . . ?
C26 C21 C22 C27 179.7(8) . . . . ?
P1 C21 C22 C27 -0.4(11) . . . . ?
C21 C22 C23 C24 -1.2(13) . . . . ?
C27 C22 C23 C24 179.7(8) . . . . ?
C22 C23 C24 C25 0.1(13) . . . . ?
C22 C23 C24 C28 -179.6(8) . . . . ?
C23 C24 C25 C26 1.5(12) . . . . ?
C28 C24 C25 C26 -178.7(8) . . . . ?
C24 C25 C26 C21 -2.0(13) . . . . ?
C24 C25 C26 C29 177.7(8) . . . . ?
C22 C21 C26 C25 0.9(12) . . . . ?
P1 C21 C26 C25 -179.0(6) . . . . ?
C22 C21 C26 C29 -178.8(8) . . . . ?
P1 C21 C26 C29 1.3(13) . . . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.492
_refine_diff_density_min         -0.609
_refine_diff_density_rms         0.093
#=============================================================================
#  end of cif data for "erk9119"  (compound 10)
#=============================================================================
#=============================================================================
#  end of cif file
#=============================================================================
####################################################################### 
# 
# 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_erk9220
_database_code_depnum_ccdc_archive 'CCDC 1858048'
_audit_update_record             
;
2018-07-25 deposited with the CCDC.
2018-10-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H32 B3 F10 P'
_chemical_formula_weight         790.08

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'

_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                   15.0735(4)
_cell_length_b                   15.1214(4)
_cell_length_c                   19.5400(6)
_cell_angle_alpha                84.907(2)
_cell_angle_beta                 81.768(2)
_cell_angle_gamma                86.1100(10)
_cell_volume                     4383.6(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    15882
_cell_measurement_theta_min      3.57
_cell_measurement_theta_max      26.73

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.197
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1616
_exptl_absorpt_coefficient_mu    0.132
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9869
_exptl_absorpt_correction_T_max  0.9960
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(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            44882
_diffrn_reflns_av_R_equivalents  0.091
_diffrn_reflns_av_sigmaI/netI    0.0969
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.61
_diffrn_reflns_theta_max         25.00
_reflns_number_total             15315
_reflns_number_gt                8989
_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. 

 The structure was refined using the 'HKLF 5' option, whereby the BASF 
 factor was refined to 0.23.
 
 Three badly disordered cyclopentane molecules were found in the 
 asymmetrical unit and could not be satisfactorily refined. The program 
 SQUEEZE (Spek, A.L. (2015). Acta Cryst. C71, 9-18.) was therefore used to
 remove mathematically the effect of the solvent.
 The quoted formula and derived parameters are not included the squeezed
 solvent molecules.  
;

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 0.003 996 303 ' '
_platon_squeeze_void_probe_radius 1.20

_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)+(0.1210P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         15315
_refine_ls_number_parameters     1054
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1371
_refine_ls_R_factor_gt           0.0832
_refine_ls_wR_factor_ref         0.2374
_refine_ls_wR_factor_gt          0.2093
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_restrained_S_all      1.104
_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
P1B P 0.19328(8) 0.32552(8) 0.31694(6) 0.0312(3) Uani 1 1 d . . .
B1B B 0.2163(4) 0.3683(4) 0.1352(3) 0.0374(13) Uani 1 1 d . . .
H001 H 0.278(3) 0.317(3) 0.119(2) 0.041(12) Uiso 1 1 d . . .
B2B B 0.2340(4) 0.3813(4) 0.2254(3) 0.0328(12) Uani 1 1 d . . .
H002 H 0.175(5) 0.413(5) 0.202(3) 0.10(2) Uiso 1 1 d . . .
H003 H 0.280(3) 0.429(3) 0.229(2) 0.027(10) Uiso 1 1 d . . .
B3B B 0.2914(4) 0.2941(4) 0.1773(3) 0.0354(12) Uani 1 1 d . . .
H004 H 0.263(3) 0.230(3) 0.1928(19) 0.026(10) Uiso 1 1 d . . .
C1B C 0.0896(3) 0.2700(3) 0.3166(2) 0.0335(10) Uani 1 1 d . . .
C2B C 0.0350(3) 0.2368(3) 0.3763(2) 0.0419(12) Uani 1 1 d . . .
H2 H 0.0540 0.2396 0.4203 0.050 Uiso 1 1 calc R . .
C3B C -0.0456(4) 0.2002(3) 0.3729(2) 0.0467(13) Uani 1 1 d . . .
H3 H -0.0807 0.1788 0.4146 0.056 Uiso 1 1 calc R . .
C4B C -0.0769(4) 0.1938(3) 0.3093(2) 0.0464(13) Uani 1 1 d . . .
H4 H -0.1321 0.1680 0.3072 0.056 Uiso 1 1 calc R . .
C5B C -0.0399(4) 0.2444(3) 0.1101(2) 0.0472(13) Uani 1 1 d . . .
H5 H -0.0942 0.2183 0.1055 0.057 Uiso 1 1 calc R . .
C6B C 0.0163(4) 0.2825(3) 0.0526(2) 0.0444(12) Uani 1 1 d . . .
H6 H -0.0005 0.2818 0.0076 0.053 Uiso 1 1 calc R . .
C7B C 0.0949(3) 0.3207(3) 0.0591(2) 0.0374(11) Uani 1 1 d . . .
H7 H 0.1302 0.3449 0.0185 0.045 Uiso 1 1 calc R . .
C8B C 0.1251(3) 0.3252(3) 0.1242(2) 0.0342(10) Uani 1 1 d . . .
C9B C 0.0710(3) 0.2860(3) 0.1779(2) 0.0336(10) Uani 1 1 d . . .
C10B C 0.0574(3) 0.2653(3) 0.2551(2) 0.0349(11) Uani 1 1 d . . .
C11B C -0.0250(3) 0.2262(3) 0.2508(2) 0.0380(11) Uani 1 1 d . . .
C12B C -0.0107(3) 0.2476(3) 0.1723(2) 0.0408(12) Uani 1 1 d . . .
C21B C 0.1604(3) 0.3991(3) 0.3869(2) 0.0302(10) Uani 1 1 d . . .
C22B C 0.1209(3) 0.4857(3) 0.3723(2) 0.0360(11) Uani 1 1 d . . .
C23B C 0.1030(3) 0.5432(3) 0.4243(2) 0.0395(11) Uani 1 1 d . . .
H23 H 0.0789 0.6016 0.4134 0.047 Uiso 1 1 calc R . .
C24B C 0.1189(3) 0.5191(4) 0.4915(2) 0.0451(13) Uani 1 1 d . . .
C25B C 0.1511(3) 0.4327(4) 0.5060(2) 0.0417(12) Uani 1 1 d . . .
H25 H 0.1599 0.4143 0.5524 0.050 Uiso 1 1 calc R . .
C26B C 0.1712(3) 0.3718(3) 0.4569(2) 0.0374(11) Uani 1 1 d . . .
C27B C 0.0949(3) 0.5201(3) 0.3026(2) 0.0433(12) Uani 1 1 d . . .
H27A H 0.0548 0.5735 0.3078 0.065 Uiso 1 1 calc R . .
H27B H 0.0641 0.4743 0.2841 0.065 Uiso 1 1 calc R . .
H27C H 0.1490 0.5347 0.2705 0.065 Uiso 1 1 calc R . .
C28B C 0.0981(4) 0.5848(4) 0.5465(3) 0.0631(16) Uani 1 1 d . . .
H28A H 0.1463 0.5801 0.5756 0.095 Uiso 1 1 calc R . .
H28B H 0.0412 0.5715 0.5754 0.095 Uiso 1 1 calc R . .
H28C H 0.0935 0.6453 0.5242 0.095 Uiso 1 1 calc R . .
C29B C 0.2055(4) 0.2809(3) 0.4831(3) 0.0455(12) Uani 1 1 d . . .
H29A H 0.2713 0.2772 0.4750 0.068 Uiso 1 1 calc R . .
H29B H 0.1827 0.2355 0.4584 0.068 Uiso 1 1 calc R . .
H29C H 0.1850 0.2709 0.5329 0.068 Uiso 1 1 calc R . .
C31B C 0.2895(3) 0.2534(3) 0.3397(2) 0.0303(10) Uani 1 1 d . . .
C32B C 0.2933(3) 0.1594(3) 0.3401(2) 0.0371(11) Uani 1 1 d . . .
C33B C 0.3718(4) 0.1137(3) 0.3538(2) 0.0417(12) Uani 1 1 d . . .
H33 H 0.3747 0.0507 0.3543 0.050 Uiso 1 1 calc R . .
C34B C 0.4463(4) 0.1539(3) 0.3668(2) 0.0454(12) Uani 1 1 d . . .
C35B C 0.4410(3) 0.2459(3) 0.3652(2) 0.0427(12) Uani 1 1 d . . .
H35 H 0.4917 0.2752 0.3736 0.051 Uiso 1 1 calc R . .
C36B C 0.3645(3) 0.2966(3) 0.3520(2) 0.0356(11) Uani 1 1 d . . .
C37B C 0.2173(4) 0.1052(3) 0.3272(3) 0.0466(13) Uani 1 1 d . . .
H37A H 0.2372 0.0421 0.3285 0.070 Uiso 1 1 calc R . .
H37B H 0.1998 0.1245 0.2815 0.070 Uiso 1 1 calc R . .
H37C H 0.1658 0.1140 0.3631 0.070 Uiso 1 1 calc R . .
C38B C 0.5310(4) 0.1007(4) 0.3817(3) 0.0658(17) Uani 1 1 d . . .
H38A H 0.5230 0.0749 0.4298 0.099 Uiso 1 1 calc R . .
H38B H 0.5813 0.1398 0.3745 0.099 Uiso 1 1 calc R . .
H38C H 0.5436 0.0529 0.3503 0.099 Uiso 1 1 calc R . .
C39B C 0.3690(3) 0.3965(3) 0.3531(2) 0.0408(12) Uani 1 1 d . . .
H39A H 0.3291 0.4271 0.3220 0.061 Uiso 1 1 calc R . .
H39B H 0.4307 0.4133 0.3376 0.061 Uiso 1 1 calc R . .
H39C H 0.3500 0.4136 0.4004 0.061 Uiso 1 1 calc R . .
C41B C 0.2449(3) 0.4571(3) 0.0870(2) 0.0370(11) Uani 1 1 d . . .
F42B F 0.1077(2) 0.53221(19) 0.12888(15) 0.0542(8) Uani 1 1 d . . .
C42B C 0.1885(4) 0.5327(3) 0.0887(2) 0.0427(12) Uani 1 1 d . . .
F43B F 0.1522(3) 0.6839(2) 0.05656(19) 0.0746(10) Uani 1 1 d . . .
C43B C 0.2097(4) 0.6127(3) 0.0518(3) 0.0491(13) Uani 1 1 d . . .
F44B F 0.3147(3) 0.6943(2) -0.02551(18) 0.0847(12) Uani 1 1 d . . .
C44B C 0.2914(5) 0.6181(4) 0.0113(3) 0.0610(17) Uani 1 1 d . . .
F45B F 0.4295(2) 0.5483(2) -0.03350(16) 0.0698(10) Uani 1 1 d . . .
C45B C 0.3499(4) 0.5432(4) 0.0068(3) 0.0516(15) Uani 1 1 d . . .
F46B F 0.3837(2) 0.39498(19) 0.03531(13) 0.0492(7) Uani 1 1 d . . .
C46B C 0.3248(4) 0.4656(3) 0.0438(2) 0.0399(12) Uani 1 1 d . . .
C51B C 0.4000(3) 0.2829(3) 0.1769(2) 0.0326(10) Uani 1 1 d . . .
F52B F 0.42790(18) 0.43683(16) 0.16328(13) 0.0417(6) Uani 1 1 d . . .
C52B C 0.4570(3) 0.3511(3) 0.1723(2) 0.0368(11) Uani 1 1 d . . .
F53B F 0.60117(19) 0.40555(18) 0.17122(14) 0.0505(7) Uani 1 1 d . . .
C53B C 0.5489(3) 0.3366(3) 0.1760(2) 0.0402(12) Uani 1 1 d . . .
F54B F 0.6728(2) 0.2379(2) 0.18894(18) 0.0652(9) Uani 1 1 d . . .
C54B C 0.5857(3) 0.2518(3) 0.1849(3) 0.0446(12) Uani 1 1 d . . .
F55B F 0.5654(2) 0.09772(18) 0.19754(16) 0.0579(8) Uani 1 1 d . . .
C55B C 0.5303(4) 0.1816(3) 0.1894(2) 0.0419(12) Uani 1 1 d . . .
F56B F 0.39175(18) 0.12568(16) 0.18677(14) 0.0438(7) Uani 1 1 d . . .
C56B C 0.4398(3) 0.1985(3) 0.1844(2) 0.0351(11) Uani 1 1 d . . .
P1A P 0.66746(8) -0.19302(7) 0.18768(6) 0.0305(3) Uani 1 1 d . . .
B1A B 0.6265(4) -0.2208(4) 0.3709(2) 0.0336(12) Uani 1 1 d . . .
H01 H 0.696(3) -0.281(3) 0.380(2) 0.046(13) Uiso 1 1 d . . .
B2A B 0.6118(4) -0.2366(3) 0.2805(2) 0.0315(11) Uani 1 1 d . . .
H02 H 0.584(3) -0.170(3) 0.306(2) 0.035(12) Uiso 1 1 d . . .
H03 H 0.564(3) -0.290(3) 0.2757(19) 0.023(10) Uiso 1 1 d . . .
B3A B 0.7050(4) -0.2938(3) 0.3207(3) 0.0331(12) Uani 1 1 d . . .
H04 H 0.769(3) -0.261(3) 0.301(2) 0.037(12) Uiso 1 1 d . . .
C1A C 0.7237(3) -0.0919(3) 0.1919(2) 0.0325(10) Uani 1 1 d . . .
C2A C 0.7556(3) -0.0355(3) 0.1325(2) 0.0400(12) Uani 1 1 d . . .
H2A H 0.7505 -0.0524 0.0876 0.048 Uiso 1 1 calc R . .
C3A C 0.7935(4) 0.0429(3) 0.1388(2) 0.0474(13) Uani 1 1 d . . .
H3A H 0.8151 0.0781 0.0979 0.057 Uiso 1 1 calc R . .
C4A C 0.8018(4) 0.0733(3) 0.2041(2) 0.0441(13) Uani 1 1 d . . .
H4A H 0.8275 0.1280 0.2081 0.053 Uiso 1 1 calc R . .
C5A C 0.7512(4) 0.0335(3) 0.4033(2) 0.0440(12) Uani 1 1 d . . .
H5A H 0.7776 0.0870 0.4097 0.053 Uiso 1 1 calc R . .
C6A C 0.7102(3) -0.0217(3) 0.4594(2) 0.0405(12) Uani 1 1 d . . .
H6A H 0.7099 -0.0054 0.5053 0.049 Uiso 1 1 calc R . .
C7A C 0.6705(3) -0.0983(3) 0.4500(2) 0.0371(11) Uani 1 1 d . . .
H7A H 0.6423 -0.1312 0.4900 0.045 Uiso 1 1 calc R . .
C8A C 0.6693(3) -0.1308(3) 0.3849(2) 0.0341(10) Uani 1 1 d . . .
C9A C 0.7092(3) -0.0752(3) 0.3318(2) 0.0335(10) Uani 1 1 d . . .
C10A C 0.7308(3) -0.0617(3) 0.2538(2) 0.0338(10) Uani 1 1 d . . .
C11A C 0.7706(3) 0.0193(3) 0.2609(2) 0.0372(11) Uani 1 1 d . . .
C12A C 0.7500(3) 0.0043(3) 0.3392(2) 0.0383(11) Uani 1 1 d . . .
C21A C 0.5905(3) -0.1576(3) 0.1237(2) 0.0324(10) Uani 1 1 d . . .
C22A C 0.5055(3) -0.1169(3) 0.1461(2) 0.0355(11) Uani 1 1 d . . .
C23A C 0.4453(4) -0.0950(3) 0.0991(2) 0.0451(12) Uani 1 1 d . . .
H23A H 0.3879 -0.0685 0.1149 0.054 Uiso 1 1 calc R . .
C24A C 0.4667(4) -0.1106(3) 0.0293(3) 0.0470(13) Uani 1 1 d . . .
C25A C 0.5523(4) -0.1448(3) 0.0077(3) 0.0488(14) Uani 1 1 d . . .
H25A H 0.5689 -0.1531 -0.0402 0.059 Uiso 1 1 calc R . .
C26A C 0.6161(3) -0.1680(3) 0.0529(2) 0.0365(11) Uani 1 1 d . . .
C27A C 0.4741(3) -0.0917(3) 0.2198(2) 0.0430(12) Uani 1 1 d . . .
H27D H 0.4212 -0.0502 0.2200 0.065 Uiso 1 1 calc R . .
H27E H 0.5223 -0.0634 0.2369 0.065 Uiso 1 1 calc R . .
H27F H 0.4585 -0.1453 0.2499 0.065 Uiso 1 1 calc R . .
C28A C 0.3990(4) -0.0889(4) -0.0207(3) 0.0645(17) Uani 1 1 d . . .
H28D H 0.4275 -0.0559 -0.0626 0.097 Uiso 1 1 calc R . .
H28E H 0.3484 -0.0525 0.0012 0.097 Uiso 1 1 calc R . .
H28F H 0.3773 -0.1441 -0.0332 0.097 Uiso 1 1 calc R . .
C29A C 0.7076(4) -0.2022(3) 0.0185(2) 0.0452(13) Uani 1 1 d . . .
H29D H 0.7543 -0.1863 0.0445 0.068 Uiso 1 1 calc R . .
H29E H 0.7188 -0.1752 -0.0292 0.068 Uiso 1 1 calc R . .
H29F H 0.7087 -0.2670 0.0180 0.068 Uiso 1 1 calc R . .
C31A C 0.7396(3) -0.2863(3) 0.1563(2) 0.0338(10) Uani 1 1 d . . .
C32A C 0.8342(3) -0.2907(3) 0.1501(2) 0.0369(11) Uani 1 1 d . . .
C33A C 0.8815(3) -0.3686(3) 0.1297(2) 0.0377(11) Uani 1 1 d . . .
H33A H 0.9452 -0.3710 0.1255 0.045 Uiso 1 1 calc R . .
C34A C 0.8402(3) -0.4424(3) 0.1155(2) 0.0401(11) Uani 1 1 d . . .
C35A C 0.7477(3) -0.4375(3) 0.1223(2) 0.0384(11) Uani 1 1 d . . .
H35A H 0.7182 -0.4879 0.1133 0.046 Uiso 1 1 calc R . .
C36A C 0.6957(3) -0.3622(3) 0.1417(2) 0.0357(11) Uani 1 1 d . . .
C37A C 0.8903(3) -0.2168(3) 0.1642(3) 0.0462(12) Uani 1 1 d . . .
H37D H 0.9540 -0.2368 0.1574 0.069 Uiso 1 1 calc R . .
H37E H 0.8730 -0.2014 0.2122 0.069 Uiso 1 1 calc R . .
H37F H 0.8804 -0.1645 0.1324 0.069 Uiso 1 1 calc R . .
C38A C 0.8951(4) -0.5255(4) 0.0948(3) 0.0577(15) Uani 1 1 d . . .
H38D H 0.8550 -0.5733 0.0930 0.087 Uiso 1 1 calc R . .
H38E H 0.9360 -0.5435 0.1289 0.087 Uiso 1 1 calc R . .
H38F H 0.9301 -0.5135 0.0490 0.087 Uiso 1 1 calc R . .
C39A C 0.5949(3) -0.3657(3) 0.1454(2) 0.0393(11) Uani 1 1 d . . .
H39D H 0.5779 -0.4273 0.1565 0.059 Uiso 1 1 calc R . .
H39E H 0.5768 -0.3434 0.1005 0.059 Uiso 1 1 calc R . .
H39F H 0.5648 -0.3288 0.1815 0.059 Uiso 1 1 calc R . .
C41A C 0.5400(3) -0.2517(3) 0.4226(2) 0.0351(11) Uani 1 1 d . . .
F42A F 0.4562(2) -0.12072(18) 0.39028(14) 0.0512(7) Uani 1 1 d . . .
C42A C 0.4606(4) -0.2008(3) 0.4279(2) 0.0411(12) Uani 1 1 d . . .
F43A F 0.3069(2) -0.1726(2) 0.47107(17) 0.0662(9) Uani 1 1 d . . .
C43A C 0.3837(4) -0.2248(4) 0.4688(3) 0.0451(12) Uani 1 1 d . . .
F44A F 0.3085(2) -0.3309(2) 0.54957(16) 0.0693(10) Uani 1 1 d . . .
C44A C 0.3838(4) -0.3049(4) 0.5086(2) 0.0498(14) Uani 1 1 d . . .
F45A F 0.4630(2) -0.4356(2) 0.54574(15) 0.0620(9) Uani 1 1 d . . .
C45A C 0.4615(4) -0.3578(3) 0.5063(2) 0.0431(13) Uani 1 1 d . . .
F46A F 0.6116(2) -0.38549(18) 0.46575(14) 0.0496(7) Uani 1 1 d . . .
C46A C 0.5369(3) -0.3308(3) 0.4645(2) 0.0383(11) Uani 1 1 d . . .
C51A C 0.7163(3) -0.3994(3) 0.3131(2) 0.0326(10) Uani 1 1 d . . .
F52A F 0.87515(18) -0.38893(17) 0.29473(14) 0.0443(7) Uani 1 1 d . . .
C52A C 0.8014(3) -0.4375(3) 0.2982(2) 0.0371(11) Uani 1 1 d . . .
F53A F 0.90466(19) -0.5589(2) 0.26949(16) 0.0568(8) Uani 1 1 d . . .
C53A C 0.8197(3) -0.5262(3) 0.2854(3) 0.0405(11) Uani 1 1 d . . .
F54A F 0.7657(2) -0.66659(19) 0.27930(17) 0.0599(8) Uani 1 1 d . . .
C54A C 0.7512(4) -0.5803(3) 0.2897(3) 0.0429(12) Uani 1 1 d . . .
F55A F 0.59569(19) -0.60115(17) 0.31401(14) 0.0489(7) Uani 1 1 d . . .
C55A C 0.6647(4) -0.5470(3) 0.3079(2) 0.0421(12) Uani 1 1 d . . .
F56A F 0.56241(18) -0.42950(17) 0.33605(13) 0.0414(6) Uani 1 1 d . . .
C56A C 0.6495(3) -0.4581(3) 0.3189(2) 0.0352(11) 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
P1B C1B 1.825(4) . ?
P1B C21B 1.831(4) . ?
P1B C31B 1.837(5) . ?
P1B B2B 1.944(5) . ?
B1B C8B 1.609(7) . ?
B1B C41B 1.616(7) . ?
B1B B3B 1.774(8) . ?
B1B B2B 1.849(7) . ?
B1B H001 1.20(5) . ?
B1B H002 1.56(7) . ?
B2B B3B 1.790(8) . ?
B2B H002 1.11(7) . ?
B2B H003 1.05(4) . ?
B3B C51B 1.633(7) . ?
B3B H001 1.21(4) . ?
B3B H004 1.09(4) . ?
C1B C10B 1.369(6) . ?
C1B C2B 1.401(6) . ?
C2B C3B 1.382(7) . ?
C2B H2 0.9500 . ?
C3B C4B 1.404(6) . ?
C3B H3 0.9500 . ?
C4B C11B 1.362(7) . ?
C4B H4 0.9500 . ?
C5B C12B 1.357(6) . ?
C5B C6B 1.411(7) . ?
C5B H5 0.9500 . ?
C6B C7B 1.380(6) . ?
C6B H6 0.9500 . ?
C7B C8B 1.419(6) . ?
C7B H7 0.9500 . ?
C8B C9B 1.352(6) . ?
C9B C12B 1.419(6) . ?
C9B C10B 1.500(6) . ?
C10B C11B 1.428(6) . ?
C11B C12B 1.527(6) . ?
C21B C26B 1.422(6) . ?
C21B C22B 1.425(6) . ?
C22B C23B 1.381(6) . ?
C22B C27B 1.510(6) . ?
C23B C24B 1.381(7) . ?
C23B H23 0.9500 . ?
C24B C25B 1.383(7) . ?
C24B C28B 1.513(7) . ?
C25B C26B 1.376(6) . ?
C25B H25 0.9500 . ?
C26B C29B 1.508(7) . ?
C27B H27A 0.9800 . ?
C27B H27B 0.9800 . ?
C27B H27C 0.9800 . ?
C28B H28A 0.9800 . ?
C28B H28B 0.9800 . ?
C28B H28C 0.9800 . ?
C29B H29A 0.9800 . ?
C29B H29B 0.9800 . ?
C29B H29C 0.9800 . ?
C31B C36B 1.402(6) . ?
C31B C32B 1.417(6) . ?
C32B C33B 1.377(7) . ?
C32B C37B 1.515(6) . ?
C33B C34B 1.378(7) . ?
C33B H33 0.9500 . ?
C34B C35B 1.386(7) . ?
C34B C38B 1.512(7) . ?
C35B C36B 1.384(7) . ?
C35B H35 0.9500 . ?
C36B C39B 1.519(6) . ?
C37B H37A 0.9800 . ?
C37B H37B 0.9800 . ?
C37B H37C 0.9800 . ?
C38B H38A 0.9800 . ?
C38B H38B 0.9800 . ?
C38B H38C 0.9800 . ?
C39B H39A 0.9800 . ?
C39B H39B 0.9800 . ?
C39B H39C 0.9800 . ?
C41B C46B 1.374(7) . ?
C41B C42B 1.378(7) . ?
F42B C42B 1.351(6) . ?
C42B C43B 1.385(7) . ?
F43B C43B 1.337(6) . ?
C43B C44B 1.369(9) . ?
F44B C44B 1.343(6) . ?
C44B C45B 1.388(9) . ?
F45B C45B 1.340(6) . ?
C45B C46B 1.368(7) . ?
F46B C46B 1.348(6) . ?
C51B C52B 1.377(6) . ?
C51B C56B 1.378(6) . ?
F52B C52B 1.344(5) . ?
C52B C53B 1.398(7) . ?
F53B C53B 1.338(5) . ?
C53B C54B 1.369(7) . ?
F54B C54B 1.328(6) . ?
C54B C55B 1.385(7) . ?
F55B C55B 1.346(6) . ?
C55B C56B 1.386(7) . ?
F56B C56B 1.352(5) . ?
P1A C1A 1.812(4) . ?
P1A C31A 1.817(5) . ?
P1A C21A 1.846(4) . ?
P1A B2A 1.964(5) . ?
B1A C41A 1.600(7) . ?
B1A C8A 1.605(7) . ?
B1A B3A 1.807(8) . ?
B1A B2A 1.850(6) . ?
B1A H01 1.37(5) . ?
B1A H02 1.61(4) . ?
B2A B3A 1.836(7) . ?
B2A H02 1.19(4) . ?
B2A H03 1.14(4) . ?
B3A C51A 1.612(7) . ?
B3A H01 1.17(5) . ?
B3A H04 1.13(4) . ?
C1A C10A 1.351(6) . ?
C1A C2A 1.423(6) . ?
C2A C3A 1.373(6) . ?
C2A H2A 0.9500 . ?
C3A C4A 1.419(6) . ?
C3A H3A 0.9500 . ?
C4A C11A 1.365(6) . ?
C4A H4A 0.9500 . ?
C5A C12A 1.369(6) . ?
C5A C6A 1.412(7) . ?
C5A H5A 0.9500 . ?
C6A C7A 1.377(6) . ?
C6A H6A 0.9500 . ?
C7A C8A 1.408(6) . ?
C7A H7A 0.9500 . ?
C8A C9A 1.370(6) . ?
C9A C12A 1.415(6) . ?
C9A C10A 1.512(6) . ?
C10A C11A 1.426(6) . ?
C11A C12A 1.515(6) . ?
C21A C26A 1.403(6) . ?
C21A C22A 1.412(7) . ?
C22A C23A 1.386(6) . ?
C22A C27A 1.523(6) . ?
C23A C24A 1.393(7) . ?
C23A H23A 0.9500 . ?
C24A C25A 1.380(8) . ?
C24A C28A 1.513(7) . ?
C25A C26A 1.403(7) . ?
C25A H25A 0.9500 . ?
C26A C29A 1.525(7) . ?
C27A H27D 0.9800 . ?
C27A H27E 0.9800 . ?
C27A H27F 0.9800 . ?
C28A H28D 0.9800 . ?
C28A H28E 0.9800 . ?
C28A H28F 0.9800 . ?
C29A H29D 0.9800 . ?
C29A H29E 0.9800 . ?
C29A H29F 0.9800 . ?
C31A C32A 1.411(7) . ?
C31A C36A 1.431(6) . ?
C32A C33A 1.394(7) . ?
C32A C37A 1.513(6) . ?
C33A C34A 1.382(6) . ?
C33A H33A 0.9500 . ?
C34A C35A 1.380(7) . ?
C34A C38A 1.510(7) . ?
C35A C36A 1.387(7) . ?
C35A H35A 0.9500 . ?
C36A C39A 1.516(6) . ?
C37A H37D 0.9800 . ?
C37A H37E 0.9800 . ?
C37A H37F 0.9800 . ?
C38A H38D 0.9800 . ?
C38A H38E 0.9800 . ?
C38A H38F 0.9800 . ?
C39A H39D 0.9800 . ?
C39A H39E 0.9800 . ?
C39A H39F 0.9800 . ?
C41A C42A 1.375(7) . ?
C41A C46A 1.387(6) . ?
F42A C42A 1.363(5) . ?
C42A C43A 1.362(7) . ?
F43A C43A 1.354(6) . ?
C43A C44A 1.379(7) . ?
F44A C44A 1.352(6) . ?
C44A C45A 1.371(8) . ?
F45A C45A 1.349(6) . ?
C45A C46A 1.364(7) . ?
F46A C46A 1.353(6) . ?
C51A C52A 1.373(7) . ?
C51A C56A 1.374(6) . ?
F52A C52A 1.364(5) . ?
C52A C53A 1.389(7) . ?
F53A C53A 1.345(6) . ?
C53A C54A 1.348(7) . ?
F54A C54A 1.338(5) . ?
C54A C55A 1.374(7) . ?
F55A C55A 1.352(5) . ?
C55A C56A 1.379(7) . ?
F56A C56A 1.358(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1B P1B C21B 101.49(19) . . ?
C1B P1B C31B 115.7(2) . . ?
C21B P1B C31B 107.54(19) . . ?
C1B P1B B2B 110.6(2) . . ?
C21B P1B B2B 117.1(2) . . ?
C31B P1B B2B 104.8(2) . . ?
C8B B1B C41B 117.7(4) . . ?
C8B B1B B3B 114.1(4) . . ?
C41B B1B B3B 124.7(4) . . ?
C8B B1B B2B 117.3(4) . . ?
C41B B1B B2B 109.2(3) . . ?
B3B B1B B2B 59.2(3) . . ?
C8B B1B H001 108(2) . . ?
C41B B1B H001 102(2) . . ?
B3B B1B H001 43(2) . . ?
B2B B1B H001 100(2) . . ?
C8B B1B H002 95(3) . . ?
C41B B1B H002 98(2) . . ?
B3B B1B H002 95(3) . . ?
B2B B1B H002 37(3) . . ?
H001 B1B H002 137(3) . . ?
B3B B2B B1B 58.4(3) . . ?
B3B B2B P1B 105.5(3) . . ?
B1B B2B P1B 136.6(3) . . ?
B3B B2B H002 114(4) . . ?
B1B B2B H002 57(4) . . ?
P1B B2B H002 109(4) . . ?
B3B B2B H003 109(2) . . ?
B1B B2B H003 114(2) . . ?
P1B B2B H003 110(2) . . ?
H002 B2B H003 110(4) . . ?
C51B B3B B1B 135.8(4) . . ?
C51B B3B B2B 116.1(4) . . ?
B1B B3B B2B 62.5(3) . . ?
C51B B3B H001 107(2) . . ?
B1B B3B H001 42(2) . . ?
B2B B3B H001 103(2) . . ?
C51B B3B H004 109(2) . . ?
B1B B3B H004 111(2) . . ?
B2B B3B H004 112(2) . . ?
H001 B3B H004 109(3) . . ?
C10B C1B C2B 116.0(4) . . ?
C10B C1B P1B 119.2(3) . . ?
C2B C1B P1B 124.6(3) . . ?
C3B C2B C1B 121.9(4) . . ?
C3B C2B H2 119.1 . . ?
C1B C2B H2 119.1 . . ?
C2B C3B C4B 121.7(5) . . ?
C2B C3B H3 119.2 . . ?
C4B C3B H3 119.2 . . ?
C11B C4B C3B 117.2(4) . . ?
C11B C4B H4 121.4 . . ?
C3B C4B H4 121.4 . . ?
C12B C5B C6B 115.1(4) . . ?
C12B C5B H5 122.5 . . ?
C6B C5B H5 122.5 . . ?
C7B C6B C5B 122.5(4) . . ?
C7B C6B H6 118.8 . . ?
C5B C6B H6 118.8 . . ?
C6B C7B C8B 122.6(4) . . ?
C6B C7B H7 118.7 . . ?
C8B C7B H7 118.7 . . ?
C9B C8B C7B 113.3(4) . . ?
C9B C8B B1B 121.7(4) . . ?
C7B C8B B1B 125.0(4) . . ?
C8B C9B C12B 124.8(4) . . ?
C8B C9B C10B 144.2(4) . . ?
C12B C9B C10B 90.9(4) . . ?
C1B C10B C11B 122.6(4) . . ?
C1B C10B C9B 147.2(4) . . ?
C11B C10B C9B 90.2(3) . . ?
C4B C11B C10B 120.6(4) . . ?
C4B C11B C12B 149.8(4) . . ?
C10B C11B C12B 89.5(3) . . ?
C5B C12B C9B 121.6(4) . . ?
C5B C12B C11B 149.0(4) . . ?
C9B C12B C11B 89.4(3) . . ?
C26B C21B C22B 118.0(4) . . ?
C26B C21B P1B 121.9(3) . . ?
C22B C21B P1B 120.1(3) . . ?
C23B C22B C21B 119.6(4) . . ?
C23B C22B C27B 116.3(4) . . ?
C21B C22B C27B 124.1(4) . . ?
C22B C23B C24B 122.6(5) . . ?
C22B C23B H23 118.7 . . ?
C24B C23B H23 118.7 . . ?
C23B C24B C25B 117.1(4) . . ?
C23B C24B C28B 120.4(5) . . ?
C25B C24B C28B 122.5(5) . . ?
C26B C25B C24B 123.7(4) . . ?
C26B C25B H25 118.1 . . ?
C24B C25B H25 118.1 . . ?
C25B C26B C21B 118.7(4) . . ?
C25B C26B C29B 115.6(4) . . ?
C21B C26B C29B 125.6(4) . . ?
C22B C27B H27A 109.5 . . ?
C22B C27B H27B 109.5 . . ?
H27A C27B H27B 109.5 . . ?
C22B C27B H27C 109.5 . . ?
H27A C27B H27C 109.5 . . ?
H27B C27B H27C 109.5 . . ?
C24B C28B H28A 109.5 . . ?
C24B C28B H28B 109.5 . . ?
H28A C28B H28B 109.5 . . ?
C24B C28B H28C 109.5 . . ?
H28A C28B H28C 109.5 . . ?
H28B C28B H28C 109.5 . . ?
C26B C29B H29A 109.5 . . ?
C26B C29B H29B 109.5 . . ?
H29A C29B H29B 109.5 . . ?
C26B C29B H29C 109.5 . . ?
H29A C29B H29C 109.5 . . ?
H29B C29B H29C 109.5 . . ?
C36B C31B C32B 120.0(4) . . ?
C36B C31B P1B 116.2(3) . . ?
C32B C31B P1B 123.6(3) . . ?
C33B C32B C31B 117.7(4) . . ?
C33B C32B C37B 117.3(4) . . ?
C31B C32B C37B 125.0(4) . . ?
C32B C33B C34B 123.8(5) . . ?
C32B C33B H33 118.1 . . ?
C34B C33B H33 118.1 . . ?
C33B C34B C35B 117.2(5) . . ?
C33B C34B C38B 121.9(5) . . ?
C35B C34B C38B 120.9(5) . . ?
C36B C35B C34B 122.4(5) . . ?
C36B C35B H35 118.8 . . ?
C34B C35B H35 118.8 . . ?
C35B C36B C31B 118.8(4) . . ?
C35B C36B C39B 116.0(4) . . ?
C31B C36B C39B 125.2(4) . . ?
C32B C37B H37A 109.5 . . ?
C32B C37B H37B 109.5 . . ?
H37A C37B H37B 109.5 . . ?
C32B C37B H37C 109.5 . . ?
H37A C37B H37C 109.5 . . ?
H37B C37B H37C 109.5 . . ?
C34B C38B H38A 109.5 . . ?
C34B C38B H38B 109.5 . . ?
H38A C38B H38B 109.5 . . ?
C34B C38B H38C 109.5 . . ?
H38A C38B H38C 109.5 . . ?
H38B C38B H38C 109.5 . . ?
C36B C39B H39A 109.5 . . ?
C36B C39B H39B 109.5 . . ?
H39A C39B H39B 109.5 . . ?
C36B C39B H39C 109.5 . . ?
H39A C39B H39C 109.5 . . ?
H39B C39B H39C 109.5 . . ?
C46B C41B C42B 114.8(4) . . ?
C46B C41B B1B 125.1(5) . . ?
C42B C41B B1B 120.1(5) . . ?
F42B C42B C41B 120.2(4) . . ?
F42B C42B C43B 115.9(5) . . ?
C41B C42B C43B 123.8(5) . . ?
F43B C43B C44B 120.6(5) . . ?
F43B C43B C42B 120.7(5) . . ?
C44B C43B C42B 118.7(5) . . ?
F44B C44B C43B 120.7(6) . . ?
F44B C44B C45B 119.7(6) . . ?
C43B C44B C45B 119.6(5) . . ?
F45B C45B C46B 121.5(6) . . ?
F45B C45B C44B 119.5(5) . . ?
C46B C45B C44B 119.1(5) . . ?
F46B C46B C45B 115.8(5) . . ?
F46B C46B C41B 120.2(4) . . ?
C45B C46B C41B 123.9(5) . . ?
C52B C51B C56B 115.4(4) . . ?
C52B C51B B3B 125.8(4) . . ?
C56B C51B B3B 118.7(4) . . ?
F52B C52B C51B 121.9(4) . . ?
F52B C52B C53B 115.4(4) . . ?
C51B C52B C53B 122.7(4) . . ?
F53B C53B C54B 119.6(4) . . ?
F53B C53B C52B 120.1(4) . . ?
C54B C53B C52B 120.2(4) . . ?
F54B C54B C53B 120.3(4) . . ?
F54B C54B C55B 121.2(5) . . ?
C53B C54B C55B 118.5(5) . . ?
F55B C55B C54B 119.4(5) . . ?
F55B C55B C56B 120.9(4) . . ?
C54B C55B C56B 119.7(5) . . ?
F56B C56B C51B 121.2(4) . . ?
F56B C56B C55B 115.4(4) . . ?
C51B C56B C55B 123.4(4) . . ?
C1A P1A C31A 115.3(2) . . ?
C1A P1A C21A 101.90(19) . . ?
C31A P1A C21A 108.5(2) . . ?
C1A P1A B2A 110.5(2) . . ?
C31A P1A B2A 104.6(2) . . ?
C21A P1A B2A 116.5(2) . . ?
C41A B1A C8A 117.6(4) . . ?
C41A B1A B3A 125.1(4) . . ?
C8A B1A B3A 113.0(4) . . ?
C41A B1A B2A 109.9(4) . . ?
C8A B1A B2A 117.5(4) . . ?
B3A B1A B2A 60.3(3) . . ?
C41A B1A H01 108(2) . . ?
C8A B1A H01 100.7(19) . . ?
B3A B1A H01 40.5(19) . . ?
B2A B1A H01 100(2) . . ?
C41A B1A H02 103.1(16) . . ?
C8A B1A H02 90.4(15) . . ?
B3A B1A H02 96.4(16) . . ?
B2A B1A H02 39.5(16) . . ?
H01 B1A H02 136(3) . . ?
B3A B2A B1A 58.7(3) . . ?
B3A B2A P1A 104.3(3) . . ?
B1A B2A P1A 136.1(3) . . ?
B3A B2A H02 113(2) . . ?
B1A B2A H02 59.4(19) . . ?
P1A B2A H02 103(2) . . ?
B3A B2A H03 106.0(19) . . ?
B1A B2A H03 114.0(18) . . ?
P1A B2A H03 109.5(18) . . ?
H02 B2A H03 120(3) . . ?
C51A B3A B1A 135.4(4) . . ?
C51A B3A B2A 114.5(3) . . ?
B1A B3A B2A 61.0(3) . . ?
C51A B3A H01 109(2) . . ?
B1A B3A H01 49(2) . . ?
B2A B3A H01 110(2) . . ?
C51A B3A H04 111(2) . . ?
B1A B3A H04 111(2) . . ?
B2A B3A H04 110(2) . . ?
H01 B3A H04 101(3) . . ?
C10A C1A C2A 115.6(4) . . ?
C10A C1A P1A 120.5(3) . . ?
C2A C1A P1A 123.7(3) . . ?
C3A C2A C1A 121.3(4) . . ?
C3A C2A H2A 119.3 . . ?
C1A C2A H2A 119.3 . . ?
C2A C3A C4A 122.5(4) . . ?
C2A C3A H3A 118.7 . . ?
C4A C3A H3A 118.7 . . ?
C11A C4A C3A 115.9(4) . . ?
C11A C4A H4A 122.0 . . ?
C3A C4A H4A 122.0 . . ?
C12A C5A C6A 115.0(4) . . ?
C12A C5A H5A 122.5 . . ?
C6A C5A H5A 122.5 . . ?
C7A C6A C5A 122.5(4) . . ?
C7A C6A H6A 118.8 . . ?
C5A C6A H6A 118.8 . . ?
C6A C7A C8A 123.9(4) . . ?
C6A C7A H7A 118.0 . . ?
C8A C7A H7A 118.0 . . ?
C9A C8A C7A 111.8(4) . . ?
C9A C8A B1A 121.9(4) . . ?
C7A C8A B1A 126.2(4) . . ?
C8A C9A C12A 125.9(4) . . ?
C8A C9A C10A 143.4(4) . . ?
C12A C9A C10A 90.7(3) . . ?
C1A C10A C11A 123.5(4) . . ?
C1A C10A C9A 147.0(4) . . ?
C11A C10A C9A 89.5(3) . . ?
C4A C11A C10A 121.1(4) . . ?
C4A C11A C12A 148.6(4) . . ?
C10A C11A C12A 90.1(3) . . ?
C5A C12A C9A 120.8(4) . . ?
C5A C12A C11A 149.4(4) . . ?
C9A C12A C11A 89.7(3) . . ?
C26A C21A C22A 119.3(4) . . ?
C26A C21A P1A 121.1(4) . . ?
C22A C21A P1A 119.5(3) . . ?
C23A C22A C21A 119.8(4) . . ?
C23A C22A C27A 115.7(4) . . ?
C21A C22A C27A 124.5(4) . . ?
C22A C23A C24A 121.8(5) . . ?
C22A C23A H23A 119.1 . . ?
C24A C23A H23A 119.1 . . ?
C25A C24A C23A 117.4(4) . . ?
C25A C24A C28A 121.6(5) . . ?
C23A C24A C28A 121.0(5) . . ?
C24A C25A C26A 123.2(5) . . ?
C24A C25A H25A 118.4 . . ?
C26A C25A H25A 118.4 . . ?
C25A C26A C21A 118.1(5) . . ?
C25A C26A C29A 115.2(4) . . ?
C21A C26A C29A 126.7(4) . . ?
C22A C27A H27D 109.5 . . ?
C22A C27A H27E 109.5 . . ?
H27D C27A H27E 109.5 . . ?
C22A C27A H27F 109.5 . . ?
H27D C27A H27F 109.5 . . ?
H27E C27A H27F 109.5 . . ?
C24A C28A H28D 109.5 . . ?
C24A C28A H28E 109.5 . . ?
H28D C28A H28E 109.5 . . ?
C24A C28A H28F 109.5 . . ?
H28D C28A H28F 109.5 . . ?
H28E C28A H28F 109.5 . . ?
C26A C29A H29D 109.5 . . ?
C26A C29A H29E 109.5 . . ?
H29D C29A H29E 109.5 . . ?
C26A C29A H29F 109.5 . . ?
H29D C29A H29F 109.5 . . ?
H29E C29A H29F 109.5 . . ?
C32A C31A C36A 118.8(4) . . ?
C32A C31A P1A 124.5(3) . . ?
C36A C31A P1A 116.6(4) . . ?
C33A C32A C31A 118.8(4) . . ?
C33A C32A C37A 116.0(4) . . ?
C31A C32A C37A 125.2(4) . . ?
C34A C33A C32A 123.1(4) . . ?
C34A C33A H33A 118.4 . . ?
C32A C33A H33A 118.4 . . ?
C35A C34A C33A 117.4(4) . . ?
C35A C34A C38A 121.9(4) . . ?
C33A C34A C38A 120.7(5) . . ?
C34A C35A C36A 123.0(4) . . ?
C34A C35A H35A 118.5 . . ?
C36A C35A H35A 118.5 . . ?
C35A C36A C31A 118.9(4) . . ?
C35A C36A C39A 117.0(4) . . ?
C31A C36A C39A 124.1(4) . . ?
C32A C37A H37D 109.5 . . ?
C32A C37A H37E 109.5 . . ?
H37D C37A H37E 109.5 . . ?
C32A C37A H37F 109.5 . . ?
H37D C37A H37F 109.5 . . ?
H37E C37A H37F 109.5 . . ?
C34A C38A H38D 109.5 . . ?
C34A C38A H38E 109.5 . . ?
H38D C38A H38E 109.5 . . ?
C34A C38A H38F 109.5 . . ?
H38D C38A H38F 109.5 . . ?
H38E C38A H38F 109.5 . . ?
C36A C39A H39D 109.5 . . ?
C36A C39A H39E 109.5 . . ?
H39D C39A H39E 109.5 . . ?
C36A C39A H39F 109.5 . . ?
H39D C39A H39F 109.5 . . ?
H39E C39A H39F 109.5 . . ?
C42A C41A C46A 114.2(4) . . ?
C42A C41A B1A 121.4(4) . . ?
C46A C41A B1A 124.4(5) . . ?
C43A C42A F42A 116.2(5) . . ?
C43A C42A C41A 124.3(5) . . ?
F42A C42A C41A 119.4(4) . . ?
F43A C43A C42A 121.8(5) . . ?
F43A C43A C44A 119.1(5) . . ?
C42A C43A C44A 119.2(5) . . ?
F44A C44A C45A 120.2(5) . . ?
F44A C44A C43A 120.7(6) . . ?
C45A C44A C43A 119.1(5) . . ?
F45A C45A C46A 120.6(5) . . ?
F45A C45A C44A 119.8(5) . . ?
C46A C45A C44A 119.6(5) . . ?
F46A C46A C45A 116.4(4) . . ?
F46A C46A C41A 119.9(4) . . ?
C45A C46A C41A 123.6(5) . . ?
C52A C51A C56A 114.1(4) . . ?
C52A C51A B3A 118.3(4) . . ?
C56A C51A B3A 127.5(4) . . ?
F52A C52A C51A 121.2(4) . . ?
F52A C52A C53A 115.0(4) . . ?
C51A C52A C53A 123.8(4) . . ?
F53A C53A C54A 119.8(4) . . ?
F53A C53A C52A 120.8(4) . . ?
C54A C53A C52A 119.4(5) . . ?
F54A C54A C53A 121.4(5) . . ?
F54A C54A C55A 119.0(4) . . ?
C53A C54A C55A 119.5(4) . . ?
F55A C55A C54A 120.0(4) . . ?
F55A C55A C56A 120.8(5) . . ?
C54A C55A C56A 119.2(4) . . ?
F56A C56A C51A 120.0(4) . . ?
F56A C56A C55A 116.2(4) . . ?
C51A C56A C55A 123.8(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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C8B B1B B2B B3B 103.2(5) . . . . ?
C41B B1B B2B B3B -119.6(5) . . . . ?
C8B B1B B2B P1B 24.5(8) . . . . ?
C41B B1B B2B P1B 161.7(5) . . . . ?
B3B B1B B2B P1B -78.7(5) . . . . ?
C1B P1B B2B B3B -81.4(4) . . . . ?
C21B P1B B2B B3B 163.0(3) . . . . ?
C31B P1B B2B B3B 43.9(3) . . . . ?
C1B P1B B2B B1B -21.4(6) . . . . ?
C21B P1B B2B B1B -137.0(5) . . . . ?
C31B P1B B2B B1B 104.0(6) . . . . ?
C8B B1B B3B C51B 151.4(5) . . . . ?
C41B B1B B3B C51B -7.0(8) . . . . ?
B2B B1B B3B C51B -100.1(6) . . . . ?
C8B B1B B3B B2B -108.5(4) . . . . ?
C41B B1B B3B B2B 93.1(5) . . . . ?
B1B B2B B3B C51B 130.2(5) . . . . ?
P1B B2B B3B C51B -94.1(4) . . . . ?
P1B B2B B3B B1B 135.7(4) . . . . ?
C21B P1B C1B C10B 131.2(4) . . . . ?
C31B P1B C1B C10B -112.7(4) . . . . ?
B2B P1B C1B C10B 6.2(5) . . . . ?
C21B P1B C1B C2B -43.6(5) . . . . ?
C31B P1B C1B C2B 72.5(5) . . . . ?
B2B P1B C1B C2B -168.6(4) . . . . ?
C10B C1B C2B C3B 1.1(7) . . . . ?
P1B C1B C2B C3B 176.0(4) . . . . ?
C1B C2B C3B C4B 0.4(8) . . . . ?
C2B C3B C4B C11B -0.7(8) . . . . ?
C12B C5B C6B C7B -0.4(8) . . . . ?
C5B C6B C7B C8B -0.4(8) . . . . ?
C6B C7B C8B C9B 2.1(7) . . . . ?
C6B C7B C8B B1B 179.6(5) . . . . ?
C41B B1B C8B C9B -144.8(5) . . . . ?
B3B B1B C8B C9B 55.2(6) . . . . ?
B2B B1B C8B C9B -11.2(7) . . . . ?
C41B B1B C8B C7B 37.9(7) . . . . ?
B3B B1B C8B C7B -122.2(5) . . . . ?
B2B B1B C8B C7B 171.5(4) . . . . ?
C7B C8B C9B C12B -3.2(7) . . . . ?
B1B C8B C9B C12B 179.2(5) . . . . ?
C7B C8B C9B C10B -179.4(6) . . . . ?
B1B C8B C9B C10B 3.0(10) . . . . ?
C2B C1B C10B C11B -2.2(7) . . . . ?
P1B C1B C10B C11B -177.4(4) . . . . ?
C2B C1B C10B C9B 177.2(7) . . . . ?
P1B C1B C10B C9B 2.0(10) . . . . ?
C8B C9B C10B C1B -2.5(13) . . . . ?
C12B C9B C10B C1B -179.4(8) . . . . ?
C8B C9B C10B C11B 177.0(7) . . . . ?
C12B C9B C10B C11B 0.1(4) . . . . ?
C3B C4B C11B C10B -0.4(8) . . . . ?
C3B C4B C11B C12B -175.7(7) . . . . ?
C1B C10B C11B C4B 2.0(8) . . . . ?
C9B C10B C11B C4B -177.7(5) . . . . ?
C1B C10B C11B C12B 179.6(5) . . . . ?
C9B C10B C11B C12B -0.1(4) . . . . ?
C6B C5B C12B C9B -0.6(8) . . . . ?
C6B C5B C12B C11B -179.7(7) . . . . ?
C8B C9B C12B C5B 2.6(8) . . . . ?
C10B C9B C12B C5B -179.6(5) . . . . ?
C8B C9B C12B C11B -177.9(5) . . . . ?
C10B C9B C12B C11B -0.1(4) . . . . ?
C4B C11B C12B C5B -4.8(16) . . . . ?
C10B C11B C12B C5B 179.3(9) . . . . ?
C4B C11B C12B C9B 176.1(9) . . . . ?
C10B C11B C12B C9B 0.1(4) . . . . ?
C1B P1B C21B C26B 90.4(4) . . . . ?
C31B P1B C21B C26B -31.5(4) . . . . ?
B2B P1B C21B C26B -149.1(4) . . . . ?
C1B P1B C21B C22B -88.1(4) . . . . ?
C31B P1B C21B C22B 150.0(3) . . . . ?
B2B P1B C21B C22B 32.4(4) . . . . ?
C26B C21B C22B C23B 6.6(6) . . . . ?
P1B C21B C22B C23B -174.8(3) . . . . ?
C26B C21B C22B C27B -172.4(4) . . . . ?
P1B C21B C22B C27B 6.2(6) . . . . ?
C21B C22B C23B C24B -2.5(7) . . . . ?
C27B C22B C23B C24B 176.6(5) . . . . ?
C22B C23B C24B C25B -2.1(7) . . . . ?
C22B C23B C24B C28B 179.9(5) . . . . ?
C23B C24B C25B C26B 2.7(7) . . . . ?
C28B C24B C25B C26B -179.5(5) . . . . ?
C24B C25B C26B C21B 1.5(7) . . . . ?
C24B C25B C26B C29B -180.0(5) . . . . ?
C22B C21B C26B C25B -6.1(6) . . . . ?
P1B C21B C26B C25B 175.3(3) . . . . ?
C22B C21B C26B C29B 175.6(4) . . . . ?
P1B C21B C26B C29B -3.0(6) . . . . ?
C1B P1B C31B C36B -169.2(3) . . . . ?
C21B P1B C31B C36B -56.6(4) . . . . ?
B2B P1B C31B C36B 68.7(4) . . . . ?
C1B P1B C31B C32B 15.5(4) . . . . ?
C21B P1B C31B C32B 128.1(4) . . . . ?
B2B P1B C31B C32B -106.6(4) . . . . ?
C36B C31B C32B C33B 0.8(6) . . . . ?
P1B C31B C32B C33B 175.9(3) . . . . ?
C36B C31B C32B C37B -179.6(4) . . . . ?
P1B C31B C32B C37B -4.5(6) . . . . ?
C31B C32B C33B C34B -0.1(7) . . . . ?
C37B C32B C33B C34B -179.8(4) . . . . ?
C32B C33B C34B C35B -0.6(7) . . . . ?
C32B C33B C34B C38B 179.9(5) . . . . ?
C33B C34B C35B C36B 0.6(7) . . . . ?
C38B C34B C35B C36B -179.9(5) . . . . ?
C34B C35B C36B C31B 0.0(7) . . . . ?
C34B C35B C36B C39B 179.2(4) . . . . ?
C32B C31B C36B C35B -0.7(6) . . . . ?
P1B C31B C36B C35B -176.2(3) . . . . ?
C32B C31B C36B C39B -179.8(4) . . . . ?
P1B C31B C36B C39B 4.8(6) . . . . ?
C8B B1B C41B C46B -122.4(5) . . . . ?
B3B B1B C41B C46B 35.4(7) . . . . ?
B2B B1B C41B C46B 100.6(5) . . . . ?
C8B B1B C41B C42B 59.6(6) . . . . ?
B3B B1B C41B C42B -142.6(5) . . . . ?
B2B B1B C41B C42B -77.4(5) . . . . ?
C46B C41B C42B F42B 179.5(4) . . . . ?
B1B C41B C42B F42B -2.3(6) . . . . ?
C46B C41B C42B C43B -1.6(6) . . . . ?
B1B C41B C42B C43B 176.6(4) . . . . ?
F42B C42B C43B F43B -0.2(6) . . . . ?
C41B C42B C43B F43B -179.2(4) . . . . ?
F42B C42B C43B C44B 178.6(4) . . . . ?
C41B C42B C43B C44B -0.3(7) . . . . ?
F43B C43B C44B F44B -1.3(8) . . . . ?
C42B C43B C44B F44B 179.8(4) . . . . ?
F43B C43B C44B C45B -179.7(4) . . . . ?
C42B C43B C44B C45B 1.4(8) . . . . ?
F44B C44B C45B F45B 0.9(7) . . . . ?
C43B C44B C45B F45B 179.3(5) . . . . ?
F44B C44B C45B C46B -179.1(4) . . . . ?
C43B C44B C45B C46B -0.7(8) . . . . ?
F45B C45B C46B F46B -2.0(6) . . . . ?
C44B C45B C46B F46B 178.0(4) . . . . ?
F45B C45B C46B C41B 178.7(4) . . . . ?
C44B C45B C46B C41B -1.4(7) . . . . ?
C42B C41B C46B F46B -176.9(4) . . . . ?
B1B C41B C46B F46B 5.0(6) . . . . ?
C42B C41B C46B C45B 2.4(6) . . . . ?
B1B C41B C46B C45B -175.7(4) . . . . ?
B1B B3B C51B C52B 37.1(8) . . . . ?
B2B B3B C51B C52B -39.3(6) . . . . ?
B1B B3B C51B C56B -145.7(5) . . . . ?
B2B B3B C51B C56B 137.9(4) . . . . ?
C56B C51B C52B F52B 178.5(4) . . . . ?
B3B C51B C52B F52B -4.2(7) . . . . ?
C56B C51B C52B C53B -0.8(6) . . . . ?
B3B C51B C52B C53B 176.5(4) . . . . ?
F52B C52B C53B F53B 0.6(6) . . . . ?
C51B C52B C53B F53B 180.0(4) . . . . ?
F52B C52B C53B C54B -179.8(4) . . . . ?
C51B C52B C53B C54B -0.5(7) . . . . ?
F53B C53B C54B F54B 0.0(7) . . . . ?
C52B C53B C54B F54B -179.5(4) . . . . ?
F53B C53B C54B C55B -179.7(4) . . . . ?
C52B C53B C54B C55B 0.8(7) . . . . ?
F54B C54B C55B F55B -0.3(7) . . . . ?
C53B C54B C55B F55B 179.4(4) . . . . ?
F54B C54B C55B C56B -179.5(4) . . . . ?
C53B C54B C55B C56B 0.2(7) . . . . ?
C52B C51B C56B F56B -177.4(4) . . . . ?
B3B C51B C56B F56B 5.1(6) . . . . ?
C52B C51B C56B C55B 1.9(6) . . . . ?
B3B C51B C56B C55B -175.6(4) . . . . ?
F55B C55B C56B F56B -1.5(6) . . . . ?
C54B C55B C56B F56B 177.6(4) . . . . ?
F55B C55B C56B C51B 179.2(4) . . . . ?
C54B C55B C56B C51B -1.7(7) . . . . ?
C41A B1A B2A B3A -119.8(4) . . . . ?
C8A B1A B2A B3A 102.1(5) . . . . ?
C41A B1A B2A P1A 162.6(4) . . . . ?
C8A B1A B2A P1A 24.6(7) . . . . ?
B3A B1A B2A P1A -77.6(5) . . . . ?
C1A P1A B2A B3A -79.9(3) . . . . ?
C31A P1A B2A B3A 44.8(3) . . . . ?
C21A P1A B2A B3A 164.5(3) . . . . ?
C1A P1A B2A B1A -20.5(6) . . . . ?
C31A P1A B2A B1A 104.2(5) . . . . ?
C21A P1A B2A B1A -136.0(5) . . . . ?
C41A B1A B3A C51A -2.1(8) . . . . ?
C8A B1A B3A C51A 153.8(4) . . . . ?
B2A B1A B3A C51A -96.5(5) . . . . ?
C41A B1A B3A B2A 94.4(5) . . . . ?
C8A B1A B3A B2A -109.6(4) . . . . ?
B1A B2A B3A C51A 130.0(4) . . . . ?
P1A B2A B3A C51A -94.3(4) . . . . ?
P1A B2A B3A B1A 135.7(3) . . . . ?
C31A P1A C1A C10A -111.8(4) . . . . ?
C21A P1A C1A C10A 130.8(4) . . . . ?
B2A P1A C1A C10A 6.4(5) . . . . ?
C31A P1A C1A C2A 74.0(5) . . . . ?
C21A P1A C1A C2A -43.3(5) . . . . ?
B2A P1A C1A C2A -167.7(4) . . . . ?
C10A C1A C2A C3A 2.0(8) . . . . ?
P1A C1A C2A C3A 176.5(4) . . . . ?
C1A C2A C3A C4A -1.2(9) . . . . ?
C2A C3A C4A C11A 0.8(8) . . . . ?
C12A C5A C6A C7A -1.1(8) . . . . ?
C5A C6A C7A C8A 2.2(8) . . . . ?
C6A C7A C8A C9A -2.4(7) . . . . ?
C6A C7A C8A B1A 178.3(5) . . . . ?
C41A B1A C8A C9A -146.9(4) . . . . ?
B3A B1A C8A C9A 55.2(6) . . . . ?
B2A B1A C8A C9A -12.0(7) . . . . ?
C41A B1A C8A C7A 32.3(7) . . . . ?
B3A B1A C8A C7A -125.6(5) . . . . ?
B2A B1A C8A C7A 167.2(4) . . . . ?
C7A C8A C9A C12A 1.9(7) . . . . ?
B1A C8A C9A C12A -178.8(5) . . . . ?
C7A C8A C9A C10A -177.4(6) . . . . ?
B1A C8A C9A C10A 1.9(10) . . . . ?
C2A C1A C10A C11A -2.5(7) . . . . ?
P1A C1A C10A C11A -177.2(4) . . . . ?
C2A C1A C10A C9A 173.3(7) . . . . ?
P1A C1A C10A C9A -1.3(10) . . . . ?
C8A C9A C10A C1A 2.0(13) . . . . ?
C12A C9A C10A C1A -177.5(8) . . . . ?
C8A C9A C10A C11A 178.5(7) . . . . ?
C12A C9A C10A C11A -0.9(4) . . . . ?
C3A C4A C11A C10A -1.2(8) . . . . ?
C3A C4A C11A C12A -174.2(7) . . . . ?
C1A C10A C11A C4A 2.2(8) . . . . ?
C9A C10A C11A C4A -175.5(5) . . . . ?
C1A C10A C11A C12A 178.6(5) . . . . ?
C9A C10A C11A C12A 0.8(4) . . . . ?
C6A C5A C12A C9A 0.6(7) . . . . ?
C6A C5A C12A C11A 175.9(8) . . . . ?
C8A C9A C12A C5A -1.1(8) . . . . ?
C10A C9A C12A C5A 178.5(5) . . . . ?
C8A C9A C12A C11A -178.7(5) . . . . ?
C10A C9A C12A C11A 0.9(4) . . . . ?
C4A C11A C12A C5A -2.8(16) . . . . ?
C10A C11A C12A C5A -176.9(9) . . . . ?
C4A C11A C12A C9A 173.1(9) . . . . ?
C10A C11A C12A C9A -0.9(4) . . . . ?
C1A P1A C21A C26A 92.1(4) . . . . ?
C31A P1A C21A C26A -30.1(4) . . . . ?
B2A P1A C21A C26A -147.7(3) . . . . ?
C1A P1A C21A C22A -85.9(4) . . . . ?
C31A P1A C21A C22A 152.0(3) . . . . ?
B2A P1A C21A C22A 34.4(4) . . . . ?
C26A C21A C22A C23A 5.8(6) . . . . ?
P1A C21A C22A C23A -176.2(3) . . . . ?
C26A C21A C22A C27A -172.3(4) . . . . ?
P1A C21A C22A C27A 5.7(6) . . . . ?
C21A C22A C23A C24A -1.1(7) . . . . ?
C27A C22A C23A C24A 177.2(4) . . . . ?
C22A C23A C24A C25A -3.3(7) . . . . ?
C22A C23A C24A C28A 178.1(5) . . . . ?
C23A C24A C25A C26A 3.1(7) . . . . ?
C28A C24A C25A C26A -178.3(5) . . . . ?
C24A C25A C26A C21A 1.5(7) . . . . ?
C24A C25A C26A C29A -178.4(5) . . . . ?
C22A C21A C26A C25A -6.0(6) . . . . ?
P1A C21A C26A C25A 176.1(3) . . . . ?
C22A C21A C26A C29A 173.9(4) . . . . ?
P1A C21A C26A C29A -4.0(6) . . . . ?
C1A P1A C31A C32A 14.3(4) . . . . ?
C21A P1A C31A C32A 127.8(4) . . . . ?
B2A P1A C31A C32A -107.3(4) . . . . ?
C1A P1A C31A C36A -170.2(3) . . . . ?
C21A P1A C31A C36A -56.7(4) . . . . ?
B2A P1A C31A C36A 68.3(4) . . . . ?
C36A C31A C32A C33A 0.2(6) . . . . ?
P1A C31A C32A C33A 175.7(3) . . . . ?
C36A C31A C32A C37A -179.4(4) . . . . ?
P1A C31A C32A C37A -3.9(6) . . . . ?
C31A C32A C33A C34A -0.3(7) . . . . ?
C37A C32A C33A C34A 179.4(4) . . . . ?
C32A C33A C34A C35A -0.3(7) . . . . ?
C32A C33A C34A C38A -179.0(5) . . . . ?
C33A C34A C35A C36A 0.8(7) . . . . ?
C38A C34A C35A C36A 179.6(4) . . . . ?
C34A C35A C36A C31A -0.9(7) . . . . ?
C34A C35A C36A C39A 178.6(4) . . . . ?
C32A C31A C36A C35A 0.3(6) . . . . ?
P1A C31A C36A C35A -175.5(3) . . . . ?
C32A C31A C36A C39A -179.1(4) . . . . ?
P1A C31A C36A C39A 5.1(6) . . . . ?
C8A B1A C41A C42A 63.2(5) . . . . ?
B3A B1A C41A C42A -141.9(4) . . . . ?
B2A B1A C41A C42A -74.9(5) . . . . ?
C8A B1A C41A C46A -118.0(5) . . . . ?
B3A B1A C41A C46A 36.9(6) . . . . ?
B2A B1A C41A C46A 103.9(5) . . . . ?
C46A C41A C42A C43A -1.5(6) . . . . ?
B1A C41A C42A C43A 177.4(4) . . . . ?
C46A C41A C42A F42A 178.7(4) . . . . ?
B1A C41A C42A F42A -2.4(6) . . . . ?
F42A C42A C43A F43A 1.0(6) . . . . ?
C41A C42A C43A F43A -178.8(4) . . . . ?
F42A C42A C43A C44A -179.7(4) . . . . ?
C41A C42A C43A C44A 0.5(7) . . . . ?
F43A C43A C44A F44A -0.4(7) . . . . ?
C42A C43A C44A F44A -179.7(4) . . . . ?
F43A C43A C44A C45A 180.0(4) . . . . ?
C42A C43A C44A C45A 0.6(7) . . . . ?
F44A C44A C45A F45A -0.7(7) . . . . ?
C43A C44A C45A F45A 178.9(4) . . . . ?
F44A C44A C45A C46A 179.7(4) . . . . ?
C43A C44A C45A C46A -0.6(7) . . . . ?
F45A C45A C46A F46A -0.7(6) . . . . ?
C44A C45A C46A F46A 178.8(4) . . . . ?
F45A C45A C46A C41A 180.0(4) . . . . ?
C44A C45A C46A C41A -0.5(7) . . . . ?
C42A C41A C46A F46A -177.8(4) . . . . ?
B1A C41A C46A F46A 3.3(6) . . . . ?
C42A C41A C46A C45A 1.5(6) . . . . ?
B1A C41A C46A C45A -177.4(4) . . . . ?
B1A B3A C51A C52A -148.6(5) . . . . ?
B2A B3A C51A C52A 138.6(4) . . . . ?
B1A B3A C51A C56A 32.2(7) . . . . ?
B2A B3A C51A C56A -40.6(6) . . . . ?
C56A C51A C52A F52A -176.2(4) . . . . ?
B3A C51A C52A F52A 4.5(6) . . . . ?
C56A C51A C52A C53A 4.1(6) . . . . ?
B3A C51A C52A C53A -175.1(4) . . . . ?
F52A C52A C53A F53A -1.2(6) . . . . ?
C51A C52A C53A F53A 178.4(4) . . . . ?
F52A C52A C53A C54A 178.0(4) . . . . ?
C51A C52A C53A C54A -2.4(7) . . . . ?
F53A C53A C54A F54A 0.7(7) . . . . ?
C52A C53A C54A F54A -178.5(4) . . . . ?
F53A C53A C54A C55A 178.1(4) . . . . ?
C52A C53A C54A C55A -1.1(7) . . . . ?
F54A C54A C55A F55A -0.9(7) . . . . ?
C53A C54A C55A F55A -178.4(4) . . . . ?
F54A C54A C55A C56A 179.8(4) . . . . ?
C53A C54A C55A C56A 2.3(7) . . . . ?
C52A C51A C56A F56A 177.5(4) . . . . ?
B3A C51A C56A F56A -3.3(6) . . . . ?
C52A C51A C56A C55A -2.8(6) . . . . ?
B3A C51A C56A C55A 176.4(4) . . . . ?
F55A C55A C56A F56A 0.1(6) . . . . ?
C54A C55A C56A F56A 179.4(4) . . . . ?
F55A C55A C56A C51A -179.6(4) . . . . ?
C54A C55A C56A C51A -0.3(7) . . . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.533
_refine_diff_density_min         -0.379
_refine_diff_density_rms         0.078

#=============================================================================
#  end of cif data for "erk9220"  (compound 13)
#=============================================================================
#=============================================================================
#  end of cif file
#=============================================================================
