# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_erk9425
_database_code_depnum_ccdc_archive 'CCDC 2064640'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut WWU University of Muenster
Germany
;
_audit_update_record             
;
2021-02-23 deposited with the CCDC.	2021-06-01 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2016.1-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H41 B F9 N3'
_chemical_formula_iupac          ?
_chemical_formula_weight         769.59

_chemical_melting_point          ?

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

_cell_length_a                   9.7145(2)
_cell_length_b                   11.9901(3)
_cell_length_c                   17.9234(6)
_cell_angle_alpha                103.2820(10)
_cell_angle_beta                 95.2260(10)
_cell_angle_gamma                109.005(2)
_cell_volume                     1889.60(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6132
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      28.28
_cell_measurement_temperature    173.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.030
_exptl_crystal_density_diffrn    1.353
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             800

_exptl_absorpt_coefficient_mu    0.110
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'
_exptl_absorpt_correction_T_min  0.98
_exptl_absorpt_correction_T_max  1.00

_exptl_special_details           
;
;

_diffrn_ambient_temperature      173.(2)

_diffrn_source                   'Mo rotating anode'
_diffrn_source_type              'Mo rotating anode'

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

_diffrn_measurement_device_type  'rotating anode Nonius FR591'
_diffrn_measurement_method       'omega and phi scans'

_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            19776
_diffrn_reflns_av_R_equivalents  0.093
_diffrn_reflns_av_unetI/netI     0.0373
_diffrn_reflns_theta_min         4.18
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       20

_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.

One disordered over two positions CF3 group was found in 
the asymmetrical unit. Several restraints (SADI, SAME, ISOR 
and SIMU) were used in order to improve refinement stability.

The hydrogen at B1, N2, N3 and C2 atoms were refined freely.
;

_reflns_number_total             6579
_reflns_number_gt                5240
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0985
_refine_ls_R_factor_gt           0.0779
_refine_ls_wR_factor_gt          0.1854
_refine_ls_wR_factor_ref         0.2064
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_restrained_S_all      1.085
_refine_ls_number_reflns         6579
_refine_ls_number_parameters     546
_refine_ls_number_restraints     75
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0829P)²+3.3814P] 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         0.358
_refine_diff_density_min         -0.338
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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-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 0.7353(4) 0.5248(3) 0.2651(2) 0.0296(8) Uani d . . . 1.0 . .
H H1 0.653(4) 0.555(3) 0.290(2) 0.034(9) Uiso d . . . 1.0 . .
C C1 1.0962(4) 0.8117(3) 0.3483(2) 0.0327(7) Uani d . . . 1.0 . .
C C2 1.0995(5) 0.8884(4) 0.4179(2) 0.0483(10) Uani d . . . 1.0 . .
H H2A 1.008(5) 0.867(4) 0.446(2) 0.051(11) Uiso d . . . 1.0 . .
C C3 1.2367(5) 0.9873(4) 0.4667(3) 0.0574(12) Uani d . . . 1.0 . .
H H3A 1.2736 0.9584 0.5092 0.069 Uiso calc U . R 1.0 . .
H H3B 1.2125 1.06 0.4909 0.069 Uiso calc U . R 1.0 . .
C C4 1.3571(5) 1.0243(5) 0.4198(3) 0.0751(16) Uani d . . . 1.0 . .
H H4A 1.334 1.0768 0.3891 0.09 Uiso calc U . R 1.0 . .
H H4B 1.4524 1.0731 0.4558 0.09 Uiso calc U . R 1.0 . .
C C5 1.3726(5) 0.9157(6) 0.3661(3) 0.0762(16) Uani d . . . 1.0 . .
H H5A 1.4062 0.8678 0.3971 0.091 Uiso calc U . R 1.0 . .
H H5B 1.4488 0.9441 0.3347 0.091 Uiso calc U . R 1.0 . .
C C6 1.2292(4) 0.8350(5) 0.3127(3) 0.0689(15) Uani d . . . 1.0 . .
H H6A 1.2152 0.8726 0.2703 0.083 Uiso calc U . R 1.0 . .
H H6B 1.2377 0.755 0.2886 0.083 Uiso calc U . R 1.0 . .
C C7 0.9608(3) 0.7047(3) 0.30929(19) 0.0291(7) Uani d . . . 1.0 . .
C C8 0.8861(4) 0.5999(3) 0.32664(19) 0.0296(7) Uani d . . . 1.0 . .
C C9 0.7662(3) 0.6027(3) 0.20220(19) 0.0266(7) Uani d . . . 1.0 . .
N N1 0.8856(3) 0.7033(2) 0.23326(16) 0.0282(6) Uani d . . . 1.0 . .
C C11 0.9225(4) 0.8093(3) 0.2032(2) 0.0320(7) Uani d . . . 1.0 . .
C C12 0.8787(4) 0.9064(3) 0.2380(2) 0.0357(8) Uani d . . . 1.0 . .
C C13 0.9200(4) 1.0104(3) 0.2104(2) 0.0446(9) Uani d . . . 1.0 . .
H H13 0.8951 1.079 0.2339 0.054 Uiso calc U . R 1.0 . .
C C14 0.9967(5) 1.0145(4) 0.1493(2) 0.0485(10) Uani d . . . 1.0 . .
H H14 1.024 1.0858 0.1312 0.058 Uiso calc U . R 1.0 . .
C C15 1.0339(4) 0.9162(3) 0.1144(2) 0.0421(9) Uani d . . . 1.0 . .
H H15 1.0851 0.9201 0.0718 0.051 Uiso calc U . R 1.0 . .
C C16 0.9978(4) 0.8107(3) 0.1403(2) 0.0348(8) Uani d . . . 1.0 . .
C C17 0.7901(5) 0.9017(4) 0.3028(2) 0.0460(9) Uani d . . . 1.0 . .
H H17A 0.698 0.914 0.2871 0.069 Uiso calc U . R 1.0 . .
H H17B 0.8479 0.9666 0.3499 0.069 Uiso calc U . R 1.0 . .
H H17C 0.767 0.8216 0.3134 0.069 Uiso calc U . R 1.0 . .
C C18 1.0414(4) 0.7051(3) 0.1026(2) 0.0417(9) Uani d . . . 1.0 . .
H H18A 1.0964 0.6842 0.1425 0.063 Uiso calc U . R 1.0 . .
H H18B 1.104 0.7282 0.0646 0.063 Uiso calc U . R 1.0 . .
H H18C 0.9523 0.6341 0.0759 0.063 Uiso calc U . R 1.0 . .
N N2 0.6842(3) 0.5880(3) 0.13405(17) 0.0312(6) Uani d . . . 1.0 . .
H H2 0.704(4) 0.641(3) 0.110(2) 0.024(9) Uiso d . . . 1.0 . .
C C21 0.5411(3) 0.4922(3) 0.10423(19) 0.0303(7) Uani d . . . 1.0 . .
C C22 0.4180(4) 0.5135(3) 0.1304(2) 0.0396(8) Uani d . . . 1.0 . .
C C23 0.2802(4) 0.4196(4) 0.1021(3) 0.0516(10) Uani d . . . 1.0 . .
H H23 0.1947 0.4316 0.1187 0.062 Uiso calc U . R 1.0 . .
C C24 0.2658(4) 0.3113(4) 0.0513(3) 0.0533(11) Uani d . . . 1.0 . .
H H24 0.1711 0.2483 0.0335 0.064 Uiso calc U . R 1.0 . .
C C25 0.3890(4) 0.2925(4) 0.0253(2) 0.0462(9) Uani d . . . 1.0 . .
H H25 0.3778 0.2168 -0.0105 0.055 Uiso calc U . R 1.0 . .
C C26 0.5295(4) 0.3841(3) 0.0513(2) 0.0361(8) Uani d . . . 1.0 . .
C C27 0.4325(5) 0.6334(4) 0.1858(3) 0.0511(10) Uani d . . . 1.0 . .
H H27A 0.4868 0.6417 0.2369 0.077 Uiso calc U . R 1.0 . .
H H27B 0.3338 0.6354 0.1912 0.077 Uiso calc U . R 1.0 . .
H H27C 0.4864 0.7012 0.1656 0.077 Uiso calc U . R 1.0 . .
C C28 0.6604(4) 0.3634(4) 0.0200(2) 0.0455(9) Uani d . . . 1.0 . .
H H28A 0.7426 0.4421 0.0313 0.068 Uiso calc U . R 1.0 . .
H H28B 0.633 0.3264 -0.0365 0.068 Uiso calc U . R 1.0 . .
H H28C 0.6907 0.3082 0.0448 0.068 Uiso calc U . R 1.0 . .
N N3 0.9228(4) 0.5589(3) 0.38894(17) 0.0370(7) Uani d . . . 1.0 . .
H H3 0.863(6) 0.492(5) 0.391(3) 0.082(18) Uiso d . . . 1.0 . .
C C31 1.0210(4) 0.6298(3) 0.4599(2) 0.0376(8) Uani d . . . 1.0 . .
C C32 0.9649(5) 0.6844(4) 0.5217(2) 0.0514(10) Uani d . . . 1.0 . .
C C33 1.0592(7) 0.7478(4) 0.5915(3) 0.0699(14) Uani d . . . 1.0 . .
H H33 1.0222 0.7843 0.6341 0.084 Uiso calc U . R 1.0 . .
C C34 1.2047(7) 0.7598(4) 0.6014(3) 0.0739(17) Uani d . . . 1.0 . .
H H34 1.2676 0.8051 0.6502 0.089 Uiso calc U . R 1.0 . .
C C35 1.2606(5) 0.7066(4) 0.5410(3) 0.0620(13) Uani d . . . 1.0 . .
H H35 1.3618 0.7148 0.5484 0.074 Uiso calc U . R 1.0 . .
C C36 1.1692(4) 0.6407(3) 0.4690(3) 0.0468(10) Uani d . . . 1.0 . .
C C47 0.4457(4) 0.3596(3) 0.3016(2) 0.0396(8) Uani d . . . 1.0 . .
F F1 0.5288(3) 0.4250(2) 0.37151(13) 0.0508(6) Uani d . . . 1.0 . .
F F2 0.3869(2) 0.4315(2) 0.27510(14) 0.0483(6) Uani d . . . 1.0 . .
F F3 0.3309(3) 0.2716(2) 0.31578(16) 0.0645(8) Uani d . . . 1.0 . .
C C37 0.8050(6) 0.6738(5) 0.5102(3) 0.0716(14) Uani d . . . 1.0 . .
H H37A 0.7412 0.5881 0.5018 0.107 Uiso calc U . R 1.0 . .
H H37B 0.7829 0.7016 0.4647 0.107 Uiso calc U . R 1.0 . .
H H37C 0.787 0.7249 0.5566 0.107 Uiso calc U . R 1.0 . .
C C38 1.2270(5) 0.5807(5) 0.4013(3) 0.0714(14) Uani d . . . 1.0 . .
H H38A 1.332 0.5954 0.4175 0.107 Uiso calc U . R 1.0 . .
H H38B 1.2155 0.6156 0.3578 0.107 Uiso calc U . R 1.0 . .
H H38C 1.171 0.4921 0.3847 0.107 Uiso calc U . R 1.0 . .
C C41 0.6714(3) 0.3745(3) 0.23514(19) 0.0288(7) Uani d . . . 1.0 . .
C C42 0.5317(4) 0.3029(3) 0.24783(19) 0.0317(7) Uani d . . . 1.0 . .
C C43 0.4658(4) 0.1774(3) 0.2139(2) 0.0364(8) Uani d . . . 1.0 . .
H H43 0.3699 0.1341 0.222 0.044 Uiso calc U . R 1.0 . .
C C44 0.5389(4) 0.1156(3) 0.1686(2) 0.0349(8) Uani d . . . 1.0 . .
C C45 0.6806(4) 0.1785(3) 0.1593(2) 0.0326(7) Uani d . . . 1.0 . .
H H45 0.7338 0.1357 0.1301 0.039 Uiso calc U . R 1.0 . .
C C46 0.7449(3) 0.3043(3) 0.19276(19) 0.0280(7) Uani d . . . 1.0 . .
C C48 0.4686(4) -0.0185(4) 0.1285(2) 0.0487(10) Uani d . . D 1.0 . .
F F4 0.372(2) -0.0358(18) 0.0640(9) 0.075(4) Uani d U P D 0.51(5) A 1
F F5 0.391(3) -0.0815(19) 0.1722(11) 0.074(5) Uani d U P D 0.51(5) A 1
F F6 0.5617(15) -0.0733(15) 0.1031(17) 0.077(4) Uani d U P D 0.51(5) A 1
F F4A 0.5682(16) -0.0724(16) 0.1314(16) 0.067(4) Uani d U P D 0.49(5) A 2
F F5A 0.362(2) -0.0762(16) 0.1634(11) 0.054(3) Uani d U P D 0.49(5) A 2
F F6A 0.403(3) -0.0452(15) 0.0553(7) 0.062(3) Uani d U P D 0.49(5) A 2
C C49 0.9051(4) 0.3572(3) 0.1839(2) 0.0323(7) Uani d . . . 1.0 . .
F F7 0.9335(2) 0.2916(2) 0.12025(15) 0.0561(7) Uani d . . . 1.0 . .
F F8 0.9958(2) 0.3562(3) 0.24366(15) 0.0611(7) Uani d . . . 1.0 . .
F F9 0.9500(2) 0.47167(18) 0.17844(14) 0.0476(6) Uani d . . . 1.0 . .


_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 C8 . 1.601(5) ?
B1 C9 . 1.610(5) ?
B1 C41 . 1.639(5) ?
B1 H1 . 1.07(3) ?
C1 C2 . 1.360(5) ?
C1 C6 . 1.466(5) ?
C1 C7 . 1.478(5) ?
C2 C3 . 1.493(6) ?
C2 H2A . 1.04(4) ?
C3 C4 . 1.512(7) ?
C3 H3A . 0.99 ?
C3 H3B . 0.99 ?
C4 C5 . 1.491(8) ?
C4 H4A . 0.99 ?
C4 H4B . 0.99 ?
C5 C6 . 1.499(6) ?
C5 H5A . 0.99 ?
C5 H5B . 0.99 ?
C6 H6A . 0.99 ?
C6 H6B . 0.99 ?
C7 C8 . 1.352(5) ?
C7 N1 . 1.480(4) ?
C8 N3 . 1.382(4) ?
C9 N1 . 1.332(4) ?
C9 N2 . 1.338(4) ?
N1 C11 . 1.446(4) ?
C11 C16 . 1.399(5) ?
C11 C12 . 1.401(5) ?
C12 C13 . 1.399(5) ?
C12 C17 . 1.506(5) ?
C13 C14 . 1.381(6) ?
C13 H13 . 0.95 ?
C14 C15 . 1.375(6) ?
C14 H14 . 0.95 ?
C15 C16 . 1.396(5) ?
C15 H15 . 0.95 ?
C16 C18 . 1.499(5) ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
N2 C21 . 1.442(4) ?
N2 H2 . 0.83(4) ?
C21 C26 . 1.382(5) ?
C21 C22 . 1.401(5) ?
C22 C23 . 1.396(5) ?
C22 C27 . 1.503(6) ?
C23 C24 . 1.360(6) ?
C23 H23 . 0.95 ?
C24 C25 . 1.389(6) ?
C24 H24 . 0.95 ?
C25 C26 . 1.400(5) ?
C25 H25 . 0.95 ?
C26 C28 . 1.505(5) ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
N3 C31 . 1.416(5) ?
N3 H3 . 0.83(6) ?
C31 C36 . 1.394(5) ?
C31 C32 . 1.401(6) ?
C32 C33 . 1.373(6) ?
C32 C37 . 1.508(7) ?
C33 C34 . 1.363(8) ?
C33 H33 . 0.95 ?
C34 C35 . 1.374(8) ?
C34 H34 . 0.95 ?
C35 C36 . 1.395(6) ?
C35 H35 . 0.95 ?
C36 C38 . 1.514(7) ?
C47 F2 . 1.324(4) ?
C47 F1 . 1.338(4) ?
C47 F3 . 1.353(4) ?
C47 C42 . 1.518(5) ?
C37 H37A . 0.98 ?
C37 H37B . 0.98 ?
C37 H37C . 0.98 ?
C38 H38A . 0.98 ?
C38 H38B . 0.98 ?
C38 H38C . 0.98 ?
C41 C46 . 1.411(5) ?
C41 C42 . 1.420(4) ?
C42 C43 . 1.388(5) ?
C43 C44 . 1.373(5) ?
C43 H43 . 0.95 ?
C44 C45 . 1.383(5) ?
C44 C48 . 1.494(5) ?
C45 C46 . 1.388(5) ?
C45 H45 . 0.95 ?
C46 C49 . 1.516(4) ?
C48 F6A . 1.323(10) ?
C48 F5 . 1.327(10) ?
C48 F4A . 1.330(10) ?
C48 F6 . 1.334(10) ?
C48 F5A . 1.337(10) ?
C48 F4 . 1.350(10) ?
C49 F9 . 1.328(4) ?
C49 F8 . 1.328(4) ?
C49 F7 . 1.335(4) ?

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
C8 B1 C9 . . 98.5(3) ?
C8 B1 C41 . . 121.7(3) ?
C9 B1 C41 . . 119.5(3) ?
C8 B1 H1 . . 104.9(19) ?
C9 B1 H1 . . 100.1(19) ?
C41 B1 H1 . . 109.3(19) ?
C2 C1 C6 . . 119.3(3) ?
C2 C1 C7 . . 120.5(3) ?
C6 C1 C7 . . 120.2(3) ?
C1 C2 C3 . . 124.0(4) ?
C1 C2 H2A . . 119.(2) ?
C3 C2 H2A . . 116.(2) ?
C2 C3 C4 . . 112.2(4) ?
C2 C3 H3A . . 109.2 ?
C4 C3 H3A . . 109.2 ?
C2 C3 H3B . . 109.2 ?
C4 C3 H3B . . 109.2 ?
H3A C3 H3B . . 107.9 ?
C5 C4 C3 . . 112.0(4) ?
C5 C4 H4A . . 109.2 ?
C3 C4 H4A . . 109.2 ?
C5 C4 H4B . . 109.2 ?
C3 C4 H4B . . 109.2 ?
H4A C4 H4B . . 107.9 ?
C4 C5 C6 . . 111.5(4) ?
C4 C5 H5A . . 109.3 ?
C6 C5 H5A . . 109.3 ?
C4 C5 H5B . . 109.3 ?
C6 C5 H5B . . 109.3 ?
H5A C5 H5B . . 108.0 ?
C1 C6 C5 . . 116.4(4) ?
C1 C6 H6A . . 108.2 ?
C5 C6 H6A . . 108.2 ?
C1 C6 H6B . . 108.2 ?
C5 C6 H6B . . 108.2 ?
H6A C6 H6B . . 107.4 ?
C8 C7 C1 . . 134.0(3) ?
C8 C7 N1 . . 108.5(3) ?
C1 C7 N1 . . 117.4(3) ?
C7 C8 N3 . . 128.2(3) ?
C7 C8 B1 . . 110.3(3) ?
N3 C8 B1 . . 121.4(3) ?
N1 C9 N2 . . 120.6(3) ?
N1 C9 B1 . . 108.3(3) ?
N2 C9 B1 . . 130.5(3) ?
C9 N1 C11 . . 123.2(3) ?
C9 N1 C7 . . 113.1(3) ?
C11 N1 C7 . . 122.8(3) ?
C16 C11 C12 . . 122.7(3) ?
C16 C11 N1 . . 119.3(3) ?
C12 C11 N1 . . 118.0(3) ?
C13 C12 C11 . . 117.4(3) ?
C13 C12 C17 . . 120.0(3) ?
C11 C12 C17 . . 122.6(3) ?
C14 C13 C12 . . 120.7(4) ?
C14 C13 H13 . . 119.6 ?
C12 C13 H13 . . 119.6 ?
C15 C14 C13 . . 120.6(3) ?
C15 C14 H14 . . 119.7 ?
C13 C14 H14 . . 119.7 ?
C14 C15 C16 . . 121.3(4) ?
C14 C15 H15 . . 119.4 ?
C16 C15 H15 . . 119.4 ?
C15 C16 C11 . . 117.2(3) ?
C15 C16 C18 . . 120.7(3) ?
C11 C16 C18 . . 122.1(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 ?
C16 C18 H18A . . 109.5 ?
C16 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C16 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C9 N2 C21 . . 122.8(3) ?
C9 N2 H2 . . 122.(2) ?
C21 N2 H2 . . 114.(2) ?
C26 C21 C22 . . 122.4(3) ?
C26 C21 N2 . . 119.8(3) ?
C22 C21 N2 . . 117.8(3) ?
C23 C22 C21 . . 117.4(4) ?
C23 C22 C27 . . 121.0(3) ?
C21 C22 C27 . . 121.6(3) ?
C24 C23 C22 . . 121.5(4) ?
C24 C23 H23 . . 119.3 ?
C22 C23 H23 . . 119.3 ?
C23 C24 C25 . . 120.3(4) ?
C23 C24 H24 . . 119.9 ?
C25 C24 H24 . . 119.9 ?
C24 C25 C26 . . 120.6(4) ?
C24 C25 H25 . . 119.7 ?
C26 C25 H25 . . 119.7 ?
C21 C26 C25 . . 117.8(3) ?
C21 C26 C28 . . 122.6(3) ?
C25 C26 C28 . . 119.6(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 ?
C26 C28 H28A . . 109.5 ?
C26 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C26 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C8 N3 C31 . . 127.2(3) ?
C8 N3 H3 . . 115.(4) ?
C31 N3 H3 . . 115.(4) ?
C36 C31 C32 . . 120.8(4) ?
C36 C31 N3 . . 120.5(3) ?
C32 C31 N3 . . 118.7(4) ?
C33 C32 C31 . . 118.3(5) ?
C33 C32 C37 . . 121.8(4) ?
C31 C32 C37 . . 119.9(4) ?
C34 C33 C32 . . 121.8(5) ?
C34 C33 H33 . . 119.1 ?
C32 C33 H33 . . 119.1 ?
C33 C34 C35 . . 120.2(4) ?
C33 C34 H34 . . 119.9 ?
C35 C34 H34 . . 119.9 ?
C34 C35 C36 . . 120.3(5) ?
C34 C35 H35 . . 119.9 ?
C36 C35 H35 . . 119.9 ?
C31 C36 C35 . . 118.6(4) ?
C31 C36 C38 . . 119.7(4) ?
C35 C36 C38 . . 121.7(4) ?
F2 C47 F1 . . 107.2(3) ?
F2 C47 F3 . . 105.4(3) ?
F1 C47 F3 . . 105.4(3) ?
F2 C47 C42 . . 115.5(3) ?
F1 C47 C42 . . 111.9(3) ?
F3 C47 C42 . . 110.8(3) ?
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 ?
C36 C38 H38A . . 109.5 ?
C36 C38 H38B . . 109.5 ?
H38A C38 H38B . . 109.5 ?
C36 C38 H38C . . 109.5 ?
H38A C38 H38C . . 109.5 ?
H38B C38 H38C . . 109.5 ?
C46 C41 C42 . . 113.7(3) ?
C46 C41 B1 . . 124.3(3) ?
C42 C41 B1 . . 122.0(3) ?
C43 C42 C41 . . 123.1(3) ?
C43 C42 C47 . . 115.4(3) ?
C41 C42 C47 . . 121.5(3) ?
C44 C43 C42 . . 120.1(3) ?
C44 C43 H43 . . 119.9 ?
C42 C43 H43 . . 119.9 ?
C43 C44 C45 . . 119.5(3) ?
C43 C44 C48 . . 121.4(3) ?
C45 C44 C48 . . 119.0(3) ?
C44 C45 C46 . . 119.9(3) ?
C44 C45 H45 . . 120.1 ?
C46 C45 H45 . . 120.1 ?
C45 C46 C41 . . 123.3(3) ?
C45 C46 C49 . . 113.3(3) ?
C41 C46 C49 . . 123.3(3) ?
F6A C48 F4A . . 109.2(9) ?
F5 C48 F6 . . 107.6(10) ?
F6A C48 F5A . . 104.6(9) ?
F4A C48 F5A . . 105.3(11) ?
F5 C48 F4 . . 106.3(9) ?
F6 C48 F4 . . 105.0(8) ?
F6A C48 C44 . . 114.8(8) ?
F5 C48 C44 . . 112.8(10) ?
F4A C48 C44 . . 110.0(9) ?
F6 C48 C44 . . 115.1(8) ?
F5A C48 C44 . . 112.4(9) ?
F4 C48 C44 . . 109.5(9) ?
F9 C49 F8 . . 106.5(3) ?
F9 C49 F7 . . 105.4(3) ?
F8 C49 F7 . . 106.0(3) ?
F9 C49 C46 . . 115.4(3) ?
F8 C49 C46 . . 111.0(3) ?
F7 C49 C46 . . 112.0(3) ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6 C1 C2 C3 . . . . -8.1(6) ?
C7 C1 C2 C3 . . . . 170.8(4) ?
C1 C2 C3 C4 . . . . 20.9(6) ?
C2 C3 C4 C5 . . . . -44.4(6) ?
C3 C4 C5 C6 . . . . 56.1(6) ?
C2 C1 C6 C5 . . . . 19.1(7) ?
C7 C1 C6 C5 . . . . -159.8(4) ?
C4 C5 C6 C1 . . . . -43.2(7) ?
C2 C1 C7 C8 . . . . -66.0(5) ?
C6 C1 C7 C8 . . . . 113.0(5) ?
C2 C1 C7 N1 . . . . 115.9(4) ?
C6 C1 C7 N1 . . . . -65.2(5) ?
C1 C7 C8 N3 . . . . -3.3(6) ?
N1 C7 C8 N3 . . . . 175.0(3) ?
C1 C7 C8 B1 . . . . 174.0(3) ?
N1 C7 C8 B1 . . . . -7.7(4) ?
C9 B1 C8 C7 . . . . 10.8(3) ?
C41 B1 C8 C7 . . . . 143.4(3) ?
C9 B1 C8 N3 . . . . -171.7(3) ?
C41 B1 C8 N3 . . . . -39.1(5) ?
C8 B1 C9 N1 . . . . -10.2(3) ?
C41 B1 C9 N1 . . . . -144.2(3) ?
C8 B1 C9 N2 . . . . 178.8(3) ?
C41 B1 C9 N2 . . . . 44.8(5) ?
N2 C9 N1 C11 . . . . 9.4(5) ?
B1 C9 N1 C11 . . . . -162.6(3) ?
N2 C9 N1 C7 . . . . 178.9(3) ?
B1 C9 N1 C7 . . . . 6.8(3) ?
C8 C7 N1 C9 . . . . 0.5(4) ?
C1 C7 N1 C9 . . . . 179.1(3) ?
C8 C7 N1 C11 . . . . 170.0(3) ?
C1 C7 N1 C11 . . . . -11.4(4) ?
C9 N1 C11 C16 . . . . -83.3(4) ?
C7 N1 C11 C16 . . . . 108.3(4) ?
C9 N1 C11 C12 . . . . 95.8(4) ?
C7 N1 C11 C12 . . . . -72.6(4) ?
C16 C11 C12 C13 . . . . -3.4(5) ?
N1 C11 C12 C13 . . . . 177.6(3) ?
C16 C11 C12 C17 . . . . 176.5(3) ?
N1 C11 C12 C17 . . . . -2.6(5) ?
C11 C12 C13 C14 . . . . 2.1(5) ?
C17 C12 C13 C14 . . . . -177.7(4) ?
C12 C13 C14 C15 . . . . 0.0(6) ?
C13 C14 C15 C16 . . . . -1.1(6) ?
C14 C15 C16 C11 . . . . 0.0(5) ?
C14 C15 C16 C18 . . . . -178.9(4) ?
C12 C11 C16 C15 . . . . 2.4(5) ?
N1 C11 C16 C15 . . . . -178.6(3) ?
C12 C11 C16 C18 . . . . -178.8(3) ?
N1 C11 C16 C18 . . . . 0.2(5) ?
N1 C9 N2 C21 . . . . -169.1(3) ?
B1 C9 N2 C21 . . . . 0.9(5) ?
C9 N2 C21 C26 . . . . -96.5(4) ?
C9 N2 C21 C22 . . . . 83.9(4) ?
C26 C21 C22 C23 . . . . 1.3(5) ?
N2 C21 C22 C23 . . . . -179.1(3) ?
C26 C21 C22 C27 . . . . -177.8(4) ?
N2 C21 C22 C27 . . . . 1.8(5) ?
C21 C22 C23 C24 . . . . 0.2(6) ?
C27 C22 C23 C24 . . . . 179.3(4) ?
C22 C23 C24 C25 . . . . -1.0(7) ?
C23 C24 C25 C26 . . . . 0.4(6) ?
C22 C21 C26 C25 . . . . -1.8(5) ?
N2 C21 C26 C25 . . . . 178.6(3) ?
C22 C21 C26 C28 . . . . 176.8(3) ?
N2 C21 C26 C28 . . . . -2.8(5) ?
C24 C25 C26 C21 . . . . 0.9(6) ?
C24 C25 C26 C28 . . . . -177.7(4) ?
C7 C8 N3 C31 . . . . 19.7(6) ?
B1 C8 N3 C31 . . . . -157.4(3) ?
C8 N3 C31 C36 . . . . -93.9(4) ?
C8 N3 C31 C32 . . . . 88.8(5) ?
C36 C31 C32 C33 . . . . -0.6(6) ?
N3 C31 C32 C33 . . . . 176.8(4) ?
C36 C31 C32 C37 . . . . 178.7(4) ?
N3 C31 C32 C37 . . . . -4.0(6) ?
C31 C32 C33 C34 . . . . 0.8(7) ?
C37 C32 C33 C34 . . . . -178.4(5) ?
C32 C33 C34 C35 . . . . -0.8(7) ?
C33 C34 C35 C36 . . . . 0.5(7) ?
C32 C31 C36 C35 . . . . 0.3(5) ?
N3 C31 C36 C35 . . . . -177.0(3) ?
C32 C31 C36 C38 . . . . 179.9(4) ?
N3 C31 C36 C38 . . . . 2.6(5) ?
C34 C35 C36 C31 . . . . -0.2(6) ?
C34 C35 C36 C38 . . . . -179.9(4) ?
C8 B1 C41 C46 . . . . -63.4(4) ?
C9 B1 C41 C46 . . . . 59.9(4) ?
C8 B1 C41 C42 . . . . 118.9(4) ?
C9 B1 C41 C42 . . . . -117.9(3) ?
C46 C41 C42 C43 . . . . -7.4(5) ?
B1 C41 C42 C43 . . . . 170.6(3) ?
C46 C41 C42 C47 . . . . 171.3(3) ?
B1 C41 C42 C47 . . . . -10.7(5) ?
F2 C47 C42 C43 . . . . -109.7(4) ?
F1 C47 C42 C43 . . . . 127.3(3) ?
F3 C47 C42 C43 . . . . 10.1(5) ?
F2 C47 C42 C41 . . . . 71.5(4) ?
F1 C47 C42 C41 . . . . -51.5(4) ?
F3 C47 C42 C41 . . . . -168.8(3) ?
C41 C42 C43 C44 . . . . 3.3(5) ?
C47 C42 C43 C44 . . . . -175.5(3) ?
C42 C43 C44 C45 . . . . 2.2(5) ?
C42 C43 C44 C48 . . . . -177.4(3) ?
C43 C44 C45 C46 . . . . -3.0(5) ?
C48 C44 C45 C46 . . . . 176.6(3) ?
C44 C45 C46 C41 . . . . -1.7(5) ?
C44 C45 C46 C49 . . . . 174.4(3) ?
C42 C41 C46 C45 . . . . 6.6(5) ?
B1 C41 C46 C45 . . . . -171.4(3) ?
C42 C41 C46 C49 . . . . -169.1(3) ?
B1 C41 C46 C49 . . . . 12.9(5) ?
C43 C44 C48 F6A . . . . 95.4(13) ?
C45 C44 C48 F6A . . . . -84.3(13) ?
C43 C44 C48 F5 . . . . -39.9(14) ?
C45 C44 C48 F5 . . . . 140.5(13) ?
C43 C44 C48 F4A . . . . -141.0(13) ?
C45 C44 C48 F4A . . . . 39.4(13) ?
C43 C44 C48 F6 . . . . -163.9(16) ?
C45 C44 C48 F6 . . . . 16.5(16) ?
C43 C44 C48 F5A . . . . -23.9(13) ?
C45 C44 C48 F5A . . . . 156.4(12) ?
C43 C44 C48 F4 . . . . 78.2(12) ?
C45 C44 C48 F4 . . . . -101.4(11) ?
C45 C46 C49 F9 . . . . 148.6(3) ?
C41 C46 C49 F9 . . . . -35.3(5) ?
C45 C46 C49 F8 . . . . -90.2(4) ?
C41 C46 C49 F8 . . . . 85.9(4) ?
C45 C46 C49 F7 . . . . 28.0(4) ?
C41 C46 C49 F7 . . . . -155.9(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_erk9465
_database_code_depnum_ccdc_archive 'CCDC 2064641'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut WWU University of Muenster
Germany
;
_audit_update_record             
;
2021-02-23 deposited with the CCDC.	2021-06-01 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2016.1-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C41 H39 B F9 N3'
_chemical_formula_iupac          ?
_chemical_formula_weight         755.56
_chemical_absolute_configuration .

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_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                   20.6283(7)
_cell_length_b                   8.9160(2)
_cell_length_c                   19.7224(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3627.38(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6705
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      26.37
_cell_measurement_temperature    173.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.040
_exptl_crystal_density_diffrn    1.384
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1568

_exptl_absorpt_coefficient_mu    0.113
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'
_exptl_absorpt_correction_T_min  0.99
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      173.(2)

_diffrn_source                   'Mo rotating anode'
_diffrn_source_type              'Mo rotating anode'

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

_diffrn_measurement_device_type  'rotating anode Nonius FR591'
_diffrn_measurement_method       'omega and phi scans'

_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            21027
_diffrn_reflns_av_R_equivalents  0.087
_diffrn_reflns_av_unetI/netI     0.0456
_diffrn_reflns_theta_min         4.08
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23

_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 and N2 atoms were refined freely.

One CF3 group and one 2,6-xylyl group are disordered over
two positions. Several restraints (SADI, SAME, ISOR and SIMU)
were used in order to improve refinement stability.
;

_reflns_number_total             6341
_reflns_number_gt                5202
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1019
_refine_ls_R_factor_gt           0.0781
_refine_ls_wR_factor_gt          0.1810
_refine_ls_wR_factor_ref         0.2025
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_restrained_S_all      1.088
_refine_ls_number_reflns         6341
_refine_ls_number_parameters     600
_refine_ls_number_restraints     302
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0784P)²+6.3280P] 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         0.352
_refine_diff_density_min         -0.250
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Flack x determined using 1824 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.0(7)

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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-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
N N1 0.8336(2) 0.7099(7) 0.6285(3) 0.0340(13) Uani d . . . 1.0 . .
N N3 0.9956(2) 0.6991(7) 0.5652(3) 0.0353(13) Uani d . . . 1.0 . .
C C1 0.9333(3) 0.7209(8) 0.6984(3) 0.0370(16) Uani d . . . 1.0 . .
C C2 0.9046(4) 0.7205(11) 0.7698(3) 0.048(2) Uani d . . . 1.0 . .
H H2A 0.885 0.8188 0.7807 0.058 Uiso calc U . R 1.0 . .
H H2B 0.8712 0.6415 0.7744 0.058 Uiso calc U . R 1.0 . .
C C3 0.9623(4) 0.6885(11) 0.8156(4) 0.051(2) Uani d . . . 1.0 . .
H H3A 0.9554 0.7316 0.8613 0.061 Uiso calc U . R 1.0 . .
H H3B 0.9697 0.5793 0.8199 0.061 Uiso calc U . R 1.0 . .
C C4 1.0179(4) 0.7628(10) 0.7808(3) 0.048(2) Uani d . . . 1.0 . .
H H4A 1.0596 0.7188 0.7956 0.058 Uiso calc U . R 1.0 . .
H H4B 1.0184 0.8718 0.7901 0.058 Uiso calc U . R 1.0 . .
C C5 1.0058(3) 0.7322(9) 0.7056(4) 0.0397(17) Uani d . . . 1.0 . .
H H5A 1.023 0.815 0.6774 0.048 Uiso calc U . R 1.0 . .
H H5B 1.0269 0.6374 0.6915 0.048 Uiso calc U . R 1.0 . .
C C7 0.9030(3) 0.7121(8) 0.6378(3) 0.0342(15) Uani d . . . 1.0 . .
C C8 0.9335(3) 0.7016(8) 0.5687(3) 0.0327(15) Uani d . . . 1.0 . .
C C9 0.8149(3) 0.6981(8) 0.5635(3) 0.0321(14) Uani d . . . 1.0 . .
C C11 0.7890(3) 0.7477(8) 0.6828(3) 0.0341(15) Uani d . . . 1.0 . .
C C12 0.7809(4) 0.8990(9) 0.6994(4) 0.0429(18) Uani d . . . 1.0 . .
C C13 0.7398(4) 0.9326(11) 0.7527(4) 0.053(2) Uani d . . . 1.0 . .
H H13 0.7334 1.0344 0.7654 0.063 Uiso calc U . R 1.0 . .
C C14 0.7083(4) 0.8229(13) 0.7872(4) 0.061(2) Uani d . . . 1.0 . .
H H14 0.6803 0.8493 0.8236 0.073 Uiso calc U . R 1.0 . .
C C15 0.7161(4) 0.6750(12) 0.7706(4) 0.056(2) Uani d . . . 1.0 . .
H H15 0.694 0.6003 0.796 0.067 Uiso calc U . R 1.0 . .
C C16 0.7567(4) 0.6312(10) 0.7158(4) 0.0454(19) Uani d . . . 1.0 . .
C C17 0.8194(4) 1.0193(10) 0.6649(4) 0.055(2) Uani d . . . 1.0 . .
H H17A 0.8263 0.9918 0.6173 0.083 Uiso calc U . R 1.0 . .
H H17B 0.8613 1.0305 0.6876 0.083 Uiso calc U . R 1.0 . .
H H17C 0.7956 1.1143 0.6671 0.083 Uiso calc U . R 1.0 . .
C C18 0.7657(5) 0.4706(10) 0.6983(5) 0.059(2) Uani d . . . 1.0 . .
H H18A 0.7394 0.4459 0.6585 0.088 Uiso calc U . R 1.0 . .
H H18B 0.7521 0.4082 0.7367 0.088 Uiso calc U . R 1.0 . .
H H18C 0.8115 0.4517 0.6883 0.088 Uiso calc U . R 1.0 . .
N N2 0.7510(2) 0.7035(7) 0.5507(3) 0.0335(13) Uani d . . D 1.0 . .
H H2 0.721(4) 0.744(9) 0.584(4) 0.04(2) Uiso d . . . 1.0 . .
C C21 0.7213(15) 0.7305(19) 0.4842(9) 0.033(4) Uani d U P D 0.67(3) A 1
C C22 0.7179(10) 0.876(2) 0.4593(8) 0.037(4) Uani d U P D 0.67(3) A 1
C C23 0.6880(7) 0.899(2) 0.3969(7) 0.041(3) Uani d U P D 0.67(3) A 1
H H23 0.684 0.9984 0.3798 0.049 Uiso calc U P R 0.67(3) A 1
C C24 0.6642(6) 0.780(2) 0.3596(6) 0.041(3) Uani d U P D 0.67(3) A 1
H H24 0.6455 0.7976 0.3163 0.049 Uiso calc U P R 0.67(3) A 1
C C25 0.6674(7) 0.636(2) 0.3849(7) 0.044(4) Uani d U P D 0.67(3) A 1
H H25 0.6491 0.5554 0.36 0.053 Uiso calc U P R 0.67(3) A 1
C C26 0.6972(9) 0.609(2) 0.4467(8) 0.040(4) Uani d U P D 0.67(3) A 1
C C27 0.7440(13) 1.006(2) 0.4991(13) 0.055(5) Uani d U P D 0.67(3) A 1
H H27A 0.7373 1.0988 0.4735 0.083 Uiso calc U P R 0.67(3) A 1
H H27B 0.7213 1.0123 0.5426 0.083 Uiso calc U P R 0.67(3) A 1
H H27C 0.7904 0.9913 0.5071 0.083 Uiso calc U P R 0.67(3) A 1
C C28 0.6962(10) 0.4488(19) 0.4737(11) 0.059(5) Uani d U P D 0.67(3) A 1
H H28A 0.7187 0.445 0.5174 0.088 Uiso calc U P R 0.67(3) A 1
H H28B 0.6512 0.4161 0.4796 0.088 Uiso calc U P R 0.67(3) A 1
H H28C 0.718 0.3824 0.4414 0.088 Uiso calc U P R 0.67(3) A 1
C C21A 0.723(3) 0.703(3) 0.4827(19) 0.031(9) Uani d U P D 0.33(3) A 2
C C22A 0.713(2) 0.839(3) 0.4507(16) 0.035(8) Uani d U P D 0.33(3) A 2
C C23A 0.6816(16) 0.842(4) 0.3883(13) 0.037(7) Uani d U P D 0.33(3) A 2
H H23A 0.6739 0.9343 0.3655 0.045 Uiso calc U P R 0.33(3) A 2
C C24A 0.6622(14) 0.708(4) 0.3609(13) 0.036(6) Uani d U P D 0.33(3) A 2
H H24A 0.6463 0.7062 0.3157 0.043 Uiso calc U P R 0.33(3) A 2
C C25A 0.6654(16) 0.578(4) 0.3974(14) 0.048(7) Uani d U P D 0.33(3) A 2
H H25A 0.6482 0.4885 0.3781 0.057 Uiso calc U P R 0.33(3) A 2
C C26A 0.6925(17) 0.572(3) 0.4608(15) 0.034(8) Uani d U P D 0.33(3) A 2
C C27A 0.740(2) 0.981(4) 0.4808(18) 0.038(9) Uani d U P D 0.33(3) A 2
H H27D 0.7283 1.0664 0.4519 0.057 Uiso calc U P R 0.33(3) A 2
H H27E 0.7215 0.996 0.5262 0.057 Uiso calc U P R 0.33(3) A 2
H H27F 0.7871 0.9734 0.4841 0.057 Uiso calc U P R 0.33(3) A 2
C C28A 0.690(2) 0.430(4) 0.502(2) 0.068(11) Uani d U P D 0.33(3) A 2
H H28D 0.7117 0.4463 0.5457 0.102 Uiso calc U P R 0.33(3) A 2
H H28E 0.6448 0.4016 0.51 0.102 Uiso calc U P R 0.33(3) A 2
H H28F 0.7121 0.3492 0.4775 0.102 Uiso calc U P R 0.33(3) A 2
C C31 1.0287(3) 0.6985(8) 0.5019(3) 0.0334(15) Uani d . . . 1.0 . .
C C32 1.0596(3) 0.5676(9) 0.4795(3) 0.0387(16) Uani d . . . 1.0 . .
C C33 1.0937(3) 0.5710(10) 0.4190(4) 0.0474(19) Uani d . . . 1.0 . .
H H33 1.1127 0.4813 0.4021 0.057 Uiso calc U . R 1.0 . .
C C34 1.1007(3) 0.7035(11) 0.3828(4) 0.049(2) Uani d . . . 1.0 . .
H H34 1.1232 0.7043 0.3408 0.059 Uiso calc U . R 1.0 . .
C C35 1.0746(3) 0.8335(10) 0.4085(4) 0.0446(19) Uani d . . . 1.0 . .
H H35 1.0811 0.9254 0.3851 0.054 Uiso calc U . R 1.0 . .
C C36 1.0388(3) 0.8324(9) 0.4683(4) 0.0418(17) Uani d . . . 1.0 . .
C C37 1.0586(4) 0.4251(9) 0.5212(4) 0.051(2) Uani d . . . 1.0 . .
H H37A 1.102 0.4054 0.5391 0.076 Uiso calc U . R 1.0 . .
H H37B 1.0449 0.341 0.4926 0.076 Uiso calc U . R 1.0 . .
H H37C 1.028 0.4367 0.5589 0.076 Uiso calc U . R 1.0 . .
C C38 1.0128(4) 0.9788(9) 0.4971(4) 0.051(2) Uani d . . . 1.0 . .
H H38A 1.03 0.9939 0.5429 0.076 Uiso calc U . R 1.0 . .
H H38B 0.9653 0.9746 0.499 0.076 Uiso calc U . R 1.0 . .
H H38C 1.0262 1.0623 0.468 0.076 Uiso calc U . R 1.0 . .
B B1 0.8755(3) 0.6986(9) 0.5123(4) 0.0315(16) Uani d . . . 1.0 . .
H H1 0.875(3) 0.818(8) 0.491(3) 0.034(18) Uiso d . . . 1.0 . .
C C41 0.8874(3) 0.5718(8) 0.4536(3) 0.0298(14) Uani d . . . 1.0 . .
C C42 0.9017(3) 0.6148(8) 0.3852(3) 0.0336(15) Uani d . . . 1.0 . .
C C43 0.9304(3) 0.5193(9) 0.3396(3) 0.0397(17) Uani d . . . 1.0 . .
H H43 0.9413 0.5548 0.2956 0.048 Uiso calc U . R 1.0 . .
C C45 0.9242(3) 0.3192(9) 0.4199(3) 0.0377(16) Uani d . . . 1.0 . .
H H45 0.929 0.2159 0.4307 0.045 Uiso calc U . R 1.0 . .
C C46 0.8976(3) 0.4177(8) 0.4668(3) 0.0324(15) Uani d . . . 1.0 . .
C C47 0.8836(3) 0.7669(9) 0.3582(3) 0.0389(17) Uani d . . . 1.0 . .
F F1 0.9235(2) 0.8772(5) 0.3764(2) 0.0562(12) Uani d . . . 1.0 . .
F F2 0.82365(19) 0.8100(6) 0.3761(2) 0.0528(12) Uani d . . . 1.0 . .
F F3 0.8827(2) 0.7664(6) 0.28987(19) 0.0547(12) Uani d . . . 1.0 . .
C C44 0.9437(3) 0.3736(9) 0.3566(3) 0.0389(17) Uani d . . . 1.0 . .
C C48 0.9793(4) 0.2708(10) 0.3098(4) 0.0479(19) Uani d U . . 1.0 . .
F F4 0.9865(3) 0.3272(6) 0.2487(2) 0.0713(16) Uani d U . . 1.0 . .
F F5 0.9499(3) 0.1411(7) 0.3006(3) 0.092(2) Uani d U . . 1.0 . .
F F6 1.0377(3) 0.2372(8) 0.3324(2) 0.086(2) Uani d U . . 1.0 . .
C C49 0.8790(3) 0.3454(8) 0.5335(3) 0.0360(15) Uani d . . D 1.0 . .
F F7 0.8902(4) 0.2009(7) 0.5362(3) 0.060(3) Uani d U P D 0.775(14) B 1
F F8 0.9081(4) 0.4066(8) 0.5873(3) 0.058(2) Uani d U P D 0.775(14) B 1
F F9 0.8161(3) 0.3615(10) 0.5471(3) 0.065(3) Uani d U P D 0.775(14) B 1
F F7A 0.9277(11) 0.263(4) 0.5592(12) 0.074(9) Uani d U P D 0.225(14) B 2
F F8A 0.8552(19) 0.426(3) 0.5821(13) 0.092(11) Uani d U P D 0.225(14) B 2
F F9A 0.8330(13) 0.240(3) 0.5217(13) 0.081(10) Uani d U P D 0.225(14) B 2


_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
N1 C9 . 1.342(8) ?
N1 C7 . 1.443(8) ?
N1 C11 . 1.453(8) ?
N3 C8 . 1.283(8) ?
N3 C31 . 1.422(8) ?
C1 C7 . 1.352(9) ?
C1 C5 . 1.506(9) ?
C1 C2 . 1.527(9) ?
C2 C3 . 1.520(10) ?
C2 H2A . 0.99 ?
C2 H2B . 0.99 ?
C3 C4 . 1.492(11) ?
C3 H3A . 0.99 ?
C3 H3B . 0.99 ?
C4 C5 . 1.527(9) ?
C4 H4A . 0.99 ?
C4 H4B . 0.99 ?
C5 H5A . 0.99 ?
C5 H5B . 0.99 ?
C7 C8 . 1.503(9) ?
C8 B1 . 1.633(9) ?
C9 N2 . 1.344(8) ?
C9 B1 . 1.607(9) ?
C11 C16 . 1.395(10) ?
C11 C12 . 1.398(10) ?
C12 C13 . 1.384(11) ?
C12 C17 . 1.498(11) ?
C13 C14 . 1.357(13) ?
C13 H13 . 0.95 ?
C14 C15 . 1.369(14) ?
C14 H14 . 0.95 ?
C15 C16 . 1.422(11) ?
C15 H15 . 0.95 ?
C16 C18 . 1.484(12) ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
N2 C21A . 1.460(19) ?
N2 C21 . 1.467(12) ?
N2 H2 . 0.97(8) ?
C21 C22 . 1.388(15) ?
C21 C26 . 1.401(15) ?
C22 C23 . 1.390(13) ?
C22 C27 . 1.499(18) ?
C23 C24 . 1.383(14) ?
C23 H23 . 0.95 ?
C24 C25 . 1.379(15) ?
C24 H24 . 0.95 ?
C25 C26 . 1.386(14) ?
C25 H25 . 0.95 ?
C26 C28 . 1.525(18) ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
C21A C22A . 1.388(19) ?
C21A C26A . 1.40(2) ?
C22A C23A . 1.389(18) ?
C22A C27A . 1.50(2) ?
C23A C24A . 1.370(19) ?
C23A H23A . 0.95 ?
C24A C25A . 1.372(19) ?
C24A H24A . 0.95 ?
C25A C26A . 1.372(18) ?
C25A H25A . 0.95 ?
C26A C28A . 1.50(2) ?
C27A H27D . 0.98 ?
C27A H27E . 0.98 ?
C27A H27F . 0.98 ?
C28A H28D . 0.98 ?
C28A H28E . 0.98 ?
C28A H28F . 0.98 ?
C31 C36 . 1.381(11) ?
C31 C32 . 1.401(10) ?
C32 C33 . 1.386(10) ?
C32 C37 . 1.513(11) ?
C33 C34 . 1.388(12) ?
C33 H33 . 0.95 ?
C34 C35 . 1.374(12) ?
C34 H34 . 0.95 ?
C35 C36 . 1.393(10) ?
C35 H35 . 0.95 ?
C36 C38 . 1.521(11) ?
C37 H37A . 0.98 ?
C37 H37B . 0.98 ?
C37 H37C . 0.98 ?
C38 H38A . 0.98 ?
C38 H38B . 0.98 ?
C38 H38C . 0.98 ?
B1 C41 . 1.636(10) ?
B1 H1 . 1.15(7) ?
C41 C46 . 1.415(10) ?
C41 C42 . 1.433(9) ?
C42 C43 . 1.373(10) ?
C42 C47 . 1.505(10) ?
C43 C44 . 1.369(11) ?
C43 H43 . 0.95 ?
C45 C46 . 1.388(10) ?
C45 C44 . 1.399(10) ?
C45 H45 . 0.95 ?
C46 C49 . 1.515(9) ?
C47 F1 . 1.331(9) ?
C47 F2 . 1.343(8) ?
C47 F3 . 1.347(8) ?
C44 C48 . 1.493(10) ?
C48 F4 . 1.315(9) ?
C48 F5 . 1.318(10) ?
C48 F6 . 1.320(9) ?
C49 F8A . 1.295(17) ?
C49 F7 . 1.309(9) ?
C49 F9 . 1.332(8) ?
C49 F8 . 1.336(8) ?
C49 F7A . 1.342(16) ?
C49 F9A . 1.357(17) ?

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
C9 N1 C7 . . 114.1(5) ?
C9 N1 C11 . . 122.7(5) ?
C7 N1 C11 . . 122.1(5) ?
C8 N3 C31 . . 121.8(5) ?
C7 C1 C5 . . 123.1(6) ?
C7 C1 C2 . . 129.5(6) ?
C5 C1 C2 . . 107.4(6) ?
C3 C2 C1 . . 104.2(6) ?
C3 C2 H2A . . 110.9 ?
C1 C2 H2A . . 110.9 ?
C3 C2 H2B . . 110.9 ?
C1 C2 H2B . . 110.9 ?
H2A C2 H2B . . 108.9 ?
C4 C3 C2 . . 104.2(6) ?
C4 C3 H3A . . 110.9 ?
C2 C3 H3A . . 110.9 ?
C4 C3 H3B . . 110.9 ?
C2 C3 H3B . . 110.9 ?
H3A C3 H3B . . 108.9 ?
C3 C4 C5 . . 104.0(6) ?
C3 C4 H4A . . 111.0 ?
C5 C4 H4A . . 111.0 ?
C3 C4 H4B . . 111.0 ?
C5 C4 H4B . . 111.0 ?
H4A C4 H4B . . 109.0 ?
C1 C5 C4 . . 105.4(6) ?
C1 C5 H5A . . 110.7 ?
C4 C5 H5A . . 110.7 ?
C1 C5 H5B . . 110.7 ?
C4 C5 H5B . . 110.7 ?
H5A C5 H5B . . 108.8 ?
C1 C7 N1 . . 124.9(6) ?
C1 C7 C8 . . 127.7(6) ?
N1 C7 C8 . . 107.4(5) ?
N3 C8 C7 . . 117.9(6) ?
N3 C8 B1 . . 133.9(6) ?
C7 C8 B1 . . 108.2(5) ?
N1 C9 N2 . . 117.3(6) ?
N1 C9 B1 . . 112.1(5) ?
N2 C9 B1 . . 130.2(6) ?
C16 C11 C12 . . 123.5(6) ?
C16 C11 N1 . . 118.3(6) ?
C12 C11 N1 . . 118.2(6) ?
C13 C12 C11 . . 117.4(7) ?
C13 C12 C17 . . 121.0(7) ?
C11 C12 C17 . . 121.4(7) ?
C14 C13 C12 . . 121.2(8) ?
C14 C13 H13 . . 119.4 ?
C12 C13 H13 . . 119.4 ?
C13 C14 C15 . . 121.2(8) ?
C13 C14 H14 . . 119.4 ?
C15 C14 H14 . . 119.4 ?
C14 C15 C16 . . 121.1(8) ?
C14 C15 H15 . . 119.5 ?
C16 C15 H15 . . 119.5 ?
C11 C16 C15 . . 115.6(7) ?
C11 C16 C18 . . 123.4(7) ?
C15 C16 C18 . . 121.0(8) ?
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 ?
C16 C18 H18A . . 109.5 ?
C16 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C16 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C9 N2 C21A . . 124.(3) ?
C9 N2 C21 . . 125.7(14) ?
C9 N2 H2 . . 121.(4) ?
C21A N2 H2 . . 112.(5) ?
C21 N2 H2 . . 106.(4) ?
C22 C21 C26 . . 121.1(11) ?
C22 C21 N2 . . 119.4(11) ?
C26 C21 N2 . . 119.5(11) ?
C21 C22 C23 . . 118.4(13) ?
C21 C22 C27 . . 121.2(12) ?
C23 C22 C27 . . 120.4(14) ?
C24 C23 C22 . . 120.8(12) ?
C24 C23 H23 . . 119.6 ?
C22 C23 H23 . . 119.6 ?
C25 C24 C23 . . 120.4(11) ?
C25 C24 H24 . . 119.8 ?
C23 C24 H24 . . 119.8 ?
C24 C25 C26 . . 120.1(12) ?
C24 C25 H25 . . 120.0 ?
C26 C25 H25 . . 120.0 ?
C25 C26 C21 . . 119.1(13) ?
C25 C26 C28 . . 117.6(12) ?
C21 C26 C28 . . 123.0(12) ?
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 ?
C26 C28 H28A . . 109.5 ?
C26 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C26 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C22A C21A C26A . . 122.(2) ?
C22A C21A N2 . . 118.2(19) ?
C26A C21A N2 . . 117.8(19) ?
C21A C22A C23A . . 119.(2) ?
C21A C22A C27A . . 120.(2) ?
C23A C22A C27A . . 120.(2) ?
C24A C23A C22A . . 118.(2) ?
C24A C23A H23A . . 121.0 ?
C22A C23A H23A . . 121.0 ?
C23A C24A C25A . . 121.(2) ?
C23A C24A H24A . . 119.4 ?
C25A C24A H24A . . 119.4 ?
C26A C25A C24A . . 122.(2) ?
C26A C25A H25A . . 118.9 ?
C24A C25A H25A . . 118.9 ?
C25A C26A C21A . . 116.(2) ?
C25A C26A C28A . . 121.(2) ?
C21A C26A C28A . . 123.(2) ?
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 ?
C26A C28A H28D . . 109.5 ?
C26A C28A H28E . . 109.5 ?
H28D C28A H28E . . 109.5 ?
C26A C28A H28F . . 109.5 ?
H28D C28A H28F . . 109.5 ?
H28E C28A H28F . . 109.5 ?
C36 C31 C32 . . 120.1(6) ?
C36 C31 N3 . . 119.3(7) ?
C32 C31 N3 . . 119.9(6) ?
C33 C32 C31 . . 119.0(7) ?
C33 C32 C37 . . 119.6(7) ?
C31 C32 C37 . . 121.5(6) ?
C32 C33 C34 . . 120.9(8) ?
C32 C33 H33 . . 119.5 ?
C34 C33 H33 . . 119.5 ?
C35 C34 C33 . . 119.2(7) ?
C35 C34 H34 . . 120.4 ?
C33 C34 H34 . . 120.4 ?
C34 C35 C36 . . 120.9(8) ?
C34 C35 H35 . . 119.5 ?
C36 C35 H35 . . 119.5 ?
C31 C36 C35 . . 119.5(7) ?
C31 C36 C38 . . 120.7(6) ?
C35 C36 C38 . . 119.8(7) ?
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 ?
C36 C38 H38A . . 109.5 ?
C36 C38 H38B . . 109.5 ?
H38A C38 H38B . . 109.5 ?
C36 C38 H38C . . 109.5 ?
H38A C38 H38C . . 109.5 ?
H38B C38 H38C . . 109.5 ?
C9 B1 C8 . . 98.2(5) ?
C9 B1 C41 . . 124.0(6) ?
C8 B1 C41 . . 112.6(5) ?
C9 B1 H1 . . 103.(3) ?
C8 B1 H1 . . 105.(3) ?
C41 B1 H1 . . 112.(3) ?
C46 C41 C42 . . 113.7(6) ?
C46 C41 B1 . . 124.3(6) ?
C42 C41 B1 . . 120.8(6) ?
C43 C42 C41 . . 122.7(6) ?
C43 C42 C47 . . 115.8(6) ?
C41 C42 C47 . . 121.5(6) ?
C44 C43 C42 . . 121.0(6) ?
C44 C43 H43 . . 119.5 ?
C42 C43 H43 . . 119.5 ?
C46 C45 C44 . . 119.3(7) ?
C46 C45 H45 . . 120.4 ?
C44 C45 H45 . . 120.4 ?
C45 C46 C41 . . 123.5(6) ?
C45 C46 C49 . . 114.2(6) ?
C41 C46 C49 . . 122.4(6) ?
F1 C47 F2 . . 106.6(6) ?
F1 C47 F3 . . 106.3(6) ?
F2 C47 F3 . . 104.6(5) ?
F1 C47 C42 . . 114.6(5) ?
F2 C47 C42 . . 113.2(6) ?
F3 C47 C42 . . 110.8(6) ?
C43 C44 C45 . . 119.3(7) ?
C43 C44 C48 . . 122.0(7) ?
C45 C44 C48 . . 118.7(7) ?
F4 C48 F5 . . 105.2(7) ?
F4 C48 F6 . . 106.9(6) ?
F5 C48 F6 . . 105.6(8) ?
F4 C48 C44 . . 112.8(7) ?
F5 C48 C44 . . 113.4(7) ?
F6 C48 C44 . . 112.3(6) ?
F7 C49 F9 . . 105.6(7) ?
F7 C49 F8 . . 106.9(7) ?
F9 C49 F8 . . 103.5(6) ?
F8A C49 F7A . . 108.(2) ?
F8A C49 F9A . . 104.3(19) ?
F7A C49 F9A . . 102.1(19) ?
F8A C49 C46 . . 120.1(14) ?
F7 C49 C46 . . 114.2(6) ?
F9 C49 C46 . . 112.1(6) ?
F8 C49 C46 . . 113.7(6) ?
F7A C49 C46 . . 111.8(11) ?
F9A C49 C46 . . 108.9(12) ?

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
C7 C1 C2 C3 . . . . 164.5(8) ?
C5 C1 C2 C3 . . . . -15.1(9) ?
C1 C2 C3 C4 . . . . 33.5(9) ?
C2 C3 C4 C5 . . . . -39.1(9) ?
C7 C1 C5 C4 . . . . 171.9(7) ?
C2 C1 C5 C4 . . . . -8.6(9) ?
C3 C4 C5 C1 . . . . 29.5(9) ?
C5 C1 C7 N1 . . . . -176.2(7) ?
C2 C1 C7 N1 . . . . 4.3(13) ?
C5 C1 C7 C8 . . . . 4.4(12) ?
C2 C1 C7 C8 . . . . -175.1(8) ?
C9 N1 C7 C1 . . . . -179.0(7) ?
C11 N1 C7 C1 . . . . 12.9(11) ?
C9 N1 C7 C8 . . . . 0.5(8) ?
C11 N1 C7 C8 . . . . -167.5(6) ?
C31 N3 C8 C7 . . . . -176.1(6) ?
C31 N3 C8 B1 . . . . 2.6(13) ?
C1 C7 C8 N3 . . . . 0.7(11) ?
N1 C7 C8 N3 . . . . -178.8(6) ?
C1 C7 C8 B1 . . . . -178.4(7) ?
N1 C7 C8 B1 . . . . 2.1(8) ?
C7 N1 C9 N2 . . . . -176.5(6) ?
C11 N1 C9 N2 . . . . -8.5(10) ?
C7 N1 C9 B1 . . . . -3.1(8) ?
C11 N1 C9 B1 . . . . 164.9(6) ?
C9 N1 C11 C16 . . . . 89.6(8) ?
C7 N1 C11 C16 . . . . -103.4(8) ?
C9 N1 C11 C12 . . . . -90.8(8) ?
C7 N1 C11 C12 . . . . 76.3(8) ?
C16 C11 C12 C13 . . . . 1.7(11) ?
N1 C11 C12 C13 . . . . -178.0(6) ?
C16 C11 C12 C17 . . . . 176.7(7) ?
N1 C11 C12 C17 . . . . -2.9(10) ?
C11 C12 C13 C14 . . . . -0.3(12) ?
C17 C12 C13 C14 . . . . -175.4(8) ?
C12 C13 C14 C15 . . . . 0.0(13) ?
C13 C14 C15 C16 . . . . -1.0(13) ?
C12 C11 C16 C15 . . . . -2.6(11) ?
N1 C11 C16 C15 . . . . 177.1(6) ?
C12 C11 C16 C18 . . . . -179.6(8) ?
N1 C11 C16 C18 . . . . 0.1(11) ?
C14 C15 C16 C11 . . . . 2.2(12) ?
C14 C15 C16 C18 . . . . 179.3(8) ?
N1 C9 N2 C21A . . . . 175.7(14) ?
B1 C9 N2 C21A . . . . 3.6(18) ?
N1 C9 N2 C21 . . . . 163.7(10) ?
B1 C9 N2 C21 . . . . -8.3(14) ?
C9 N2 C21 C22 . . . . -79.(3) ?
C9 N2 C21 C26 . . . . 101.(2) ?
C26 C21 C22 C23 . . . . 2.(4) ?
N2 C21 C22 C23 . . . . -178.(2) ?
C26 C21 C22 C27 . . . . -180.(2) ?
N2 C21 C22 C27 . . . . 0.(4) ?
C21 C22 C23 C24 . . . . -2.(3) ?
C27 C22 C23 C24 . . . . 179.6(18) ?
C22 C23 C24 C25 . . . . 3.(2) ?
C23 C24 C25 C26 . . . . -3.(2) ?
C24 C25 C26 C21 . . . . 3.(3) ?
C24 C25 C26 C28 . . . . 177.0(16) ?
C22 C21 C26 C25 . . . . -2.(4) ?
N2 C21 C26 C25 . . . . 178.(2) ?
C22 C21 C26 C28 . . . . -176.(2) ?
N2 C21 C26 C28 . . . . 4.(4) ?
C9 N2 C21A C22A . . . . -90.(6) ?
C9 N2 C21A C26A . . . . 107.(5) ?
C26A C21A C22A C23A . . . . -12.(9) ?
N2 C21A C22A C23A . . . . -175.(4) ?
C26A C21A C22A C27A . . . . 172.(5) ?
N2 C21A C22A C27A . . . . 9.(9) ?
C21A C22A C23A C24A . . . . 0.(7) ?
C27A C22A C23A C24A . . . . 175.(4) ?
C22A C23A C24A C25A . . . . 9.(5) ?
C23A C24A C25A C26A . . . . -5.(6) ?
C24A C25A C26A C21A . . . . -7.(6) ?
C24A C25A C26A C28A . . . . 175.(4) ?
C22A C21A C26A C25A . . . . 15.(9) ?
N2 C21A C26A C25A . . . . 178.(4) ?
C22A C21A C26A C28A . . . . -166.(5) ?
N2 C21A C26A C28A . . . . -3.(8) ?
C8 N3 C31 C36 . . . . 82.5(9) ?
C8 N3 C31 C32 . . . . -107.6(8) ?
C36 C31 C32 C33 . . . . -7.7(10) ?
N3 C31 C32 C33 . . . . -177.5(6) ?
C36 C31 C32 C37 . . . . 169.9(6) ?
N3 C31 C32 C37 . . . . 0.2(10) ?
C31 C32 C33 C34 . . . . 3.7(10) ?
C37 C32 C33 C34 . . . . -173.9(7) ?
C32 C33 C34 C35 . . . . 1.7(11) ?
C33 C34 C35 C36 . . . . -3.2(11) ?
C32 C31 C36 C35 . . . . 6.3(10) ?
N3 C31 C36 C35 . . . . 176.1(6) ?
C32 C31 C36 C38 . . . . -172.0(6) ?
N3 C31 C36 C38 . . . . -2.2(10) ?
C34 C35 C36 C31 . . . . -0.8(11) ?
C34 C35 C36 C38 . . . . 177.5(7) ?
N1 C9 B1 C8 . . . . 3.9(7) ?
N2 C9 B1 C8 . . . . 176.3(7) ?
N1 C9 B1 C41 . . . . 128.3(7) ?
N2 C9 B1 C41 . . . . -59.3(11) ?
N3 C8 B1 C9 . . . . 177.7(8) ?
C7 C8 B1 C9 . . . . -3.4(7) ?
N3 C8 B1 C41 . . . . 45.5(11) ?
C7 C8 B1 C41 . . . . -135.6(6) ?
C9 B1 C41 C46 . . . . -62.5(9) ?
C8 B1 C41 C46 . . . . 55.3(8) ?
C9 B1 C41 C42 . . . . 130.9(7) ?
C8 B1 C41 C42 . . . . -111.3(7) ?
C46 C41 C42 C43 . . . . -7.8(9) ?
B1 C41 C42 C43 . . . . 160.1(6) ?
C46 C41 C42 C47 . . . . 169.7(6) ?
B1 C41 C42 C47 . . . . -22.4(9) ?
C41 C42 C43 C44 . . . . 3.6(10) ?
C47 C42 C43 C44 . . . . -174.0(6) ?
C44 C45 C46 C41 . . . . 1.6(10) ?
C44 C45 C46 C49 . . . . -179.4(6) ?
C42 C41 C46 C45 . . . . 5.2(9) ?
B1 C41 C46 C45 . . . . -162.3(6) ?
C42 C41 C46 C49 . . . . -173.7(6) ?
B1 C41 C46 C49 . . . . 18.9(10) ?
C43 C42 C47 F1 . . . . -103.2(7) ?
C41 C42 C47 F1 . . . . 79.1(8) ?
C43 C42 C47 F2 . . . . 134.2(6) ?
C41 C42 C47 F2 . . . . -43.5(9) ?
C43 C42 C47 F3 . . . . 17.0(8) ?
C41 C42 C47 F3 . . . . -160.7(6) ?
C42 C43 C44 C45 . . . . 3.8(10) ?
C42 C43 C44 C48 . . . . -175.4(7) ?
C46 C45 C44 C43 . . . . -6.4(10) ?
C46 C45 C44 C48 . . . . 172.9(7) ?
C43 C44 C48 F4 . . . . -10.1(11) ?
C45 C44 C48 F4 . . . . 170.7(7) ?
C43 C44 C48 F5 . . . . -129.6(8) ?
C45 C44 C48 F5 . . . . 51.2(10) ?
C43 C44 C48 F6 . . . . 110.8(9) ?
C45 C44 C48 F6 . . . . -68.4(10) ?
C45 C46 C49 F8A . . . . 178.(2) ?
C41 C46 C49 F8A . . . . -3.(2) ?
C45 C46 C49 F7 . . . . -0.8(9) ?
C41 C46 C49 F7 . . . . 178.1(7) ?
C45 C46 C49 F9 . . . . -120.9(7) ?
C41 C46 C49 F9 . . . . 58.1(9) ?
C45 C46 C49 F8 . . . . 122.2(7) ?
C41 C46 C49 F8 . . . . -58.8(9) ?
C45 C46 C49 F7A . . . . 50.4(18) ?
C41 C46 C49 F7A . . . . -130.7(17) ?
C45 C46 C49 F9A . . . . -61.7(16) ?
C41 C46 C49 F9A . . . . 117.2(16) ?


####################################################################### 
# 
# 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_erk9338
_database_code_depnum_ccdc_archive 'CCDC 2064642'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut WWU University of Muenster
Germany
;
_audit_update_record             
;
2021-02-23 deposited with the CCDC.	2021-06-01 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2016.1-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C56 H56 B F9 N3 P'
_chemical_formula_iupac          ?
_chemical_formula_weight         983.81

_chemical_melting_point          ?

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

_cell_length_a                   13.5769(2)
_cell_length_b                   17.0284(4)
_cell_length_c                   23.6162(5)
_cell_angle_alpha                90
_cell_angle_beta                 104.9690(10)
_cell_angle_gamma                90
_cell_volume                     5274.62(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11776
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      28.28
_cell_measurement_temperature    173.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.040
_exptl_crystal_density_diffrn    1.239
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2056

_exptl_absorpt_coefficient_mu    0.123
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'
_exptl_absorpt_correction_T_min  0.98
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      173.(2)

_diffrn_source                   'Mo rotating anode'
_diffrn_source_type              'Mo rotating anode'

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

_diffrn_measurement_device_type  'rotating anode Nonius FR591'
_diffrn_measurement_method       'omega and phi scans'

_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            43845
_diffrn_reflns_av_R_equivalents  0.078
_diffrn_reflns_av_unetI/netI     0.0576
_diffrn_reflns_theta_min         4.08
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28

_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.

Two CF3 groups are disordered over two positions. Several 
restraints (SADI, SAME, ISOR and SIMU) were used in order
to improve refinement stability.

A badly disordered half benzene molecule was 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 molecule. 

The hydrogen at N2 and B1 atoms were refined freely.
;

_reflns_number_total             9214
_reflns_number_gt                6297
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0956
_refine_ls_R_factor_gt           0.0618
_refine_ls_wR_factor_gt          0.1360
_refine_ls_wR_factor_ref         0.1564
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.040
_refine_ls_number_reflns         9214
_refine_ls_number_parameters     707
_refine_ls_number_restraints     132
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0482P)²+4.8955P] 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         0.236
_refine_diff_density_min         -0.311
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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

_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-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 0.17722(6) 0.18365(5) 0.24341(4) 0.0448(2) Uani d . . . 1.0 . .
C C1 0.0512(2) 0.23333(18) 0.21648(13) 0.0436(7) Uani d . . . 1.0 . .
H H1A 0.0604 0.2909 0.215 0.052 Uiso calc U . R 1.0 . .
H H1B 0.0165 0.2147 0.1766 0.052 Uiso calc U . R 1.0 . .
C C2 -0.0104(2) 0.21313(18) 0.25863(13) 0.0420(7) Uani d . . . 1.0 . .
H H2 -0.0033 0.1599 0.2711 0.05 Uiso calc U . R 1.0 . .
C C3 -0.0731(2) 0.25404(16) 0.28235(12) 0.0360(6) Uani d . . . 1.0 . .
C C4 -0.1272(2) 0.22103(17) 0.32522(12) 0.0360(6) Uani d . . . 1.0 . .
C C5 -0.1708(2) 0.35829(16) 0.30139(11) 0.0337(6) Uani d . . . 1.0 . .
N N1 -0.11115(18) 0.14853(14) 0.33793(11) 0.0405(6) Uani d . . . 1.0 . .
N N2 -0.20697(18) 0.43118(14) 0.29281(11) 0.0384(6) Uani d . . . 1.0 . .
H H2A -0.186(2) 0.4594(19) 0.2673(14) 0.052(10) Uiso d . . . 1.0 . .
N N3 -0.10610(17) 0.33398(13) 0.27037(10) 0.0352(5) Uani d . . . 1.0 . .
C C11 0.2637(2) 0.20977(18) 0.19734(14) 0.0458(8) Uani d . . . 1.0 . .
C C12 0.3650(2) 0.18466(19) 0.22096(15) 0.0502(8) Uani d . . . 1.0 . .
C C13 0.4390(3) 0.2014(2) 0.19162(18) 0.0622(10) Uani d . . . 1.0 . .
H H13 0.5074 0.1858 0.2087 0.075 Uiso calc U . R 1.0 . .
C C14 0.4164(3) 0.2399(2) 0.13863(18) 0.0637(10) Uani d . . . 1.0 . .
C C15 0.3166(3) 0.2612(2) 0.11441(16) 0.0568(9) Uani d . . . 1.0 . .
H H15 0.2997 0.2865 0.0773 0.068 Uiso calc U . R 1.0 . .
C C16 0.2394(2) 0.24712(19) 0.14225(14) 0.0482(8) Uani d . . . 1.0 . .
C C17 0.3990(3) 0.1396(2) 0.27805(16) 0.0605(10) Uani d . . . 1.0 . .
H H17A 0.4657 0.1158 0.2808 0.091 Uiso calc U . R 1.0 . .
H H17B 0.3492 0.0984 0.2792 0.091 Uiso calc U . R 1.0 . .
H H17C 0.404 0.1756 0.311 0.091 Uiso calc U . R 1.0 . .
C C18 0.4989(3) 0.2584(3) 0.1073(2) 0.0955(16) Uani d . . . 1.0 . .
H H18A 0.5368 0.3052 0.1248 0.143 Uiso calc U . R 1.0 . .
H H18B 0.4671 0.2682 0.0656 0.143 Uiso calc U . R 1.0 . .
H H18C 0.5458 0.2138 0.1112 0.143 Uiso calc U . R 1.0 . .
C C19 0.1344(3) 0.2758(2) 0.11032(15) 0.0591(9) Uani d . . . 1.0 . .
H H19A 0.1364 0.2975 0.0722 0.089 Uiso calc U . R 1.0 . .
H H19B 0.1124 0.3167 0.1337 0.089 Uiso calc U . R 1.0 . .
H H19C 0.0862 0.2319 0.1044 0.089 Uiso calc U . R 1.0 . .
C C21 0.2289(2) 0.24112(19) 0.31076(13) 0.0451(7) Uani d . . . 1.0 . .
C C22 0.2338(3) 0.2038(2) 0.36492(15) 0.0550(9) Uani d . . . 1.0 . .
C C23 0.2762(3) 0.2436(3) 0.41694(16) 0.0669(10) Uani d . . . 1.0 . .
H H23 0.2795 0.2179 0.4531 0.08 Uiso calc U . R 1.0 . .
C C24 0.3135(3) 0.3186(3) 0.41800(15) 0.0675(11) Uani d . . . 1.0 . .
C C25 0.3070(3) 0.3553(2) 0.36496(15) 0.0571(9) Uani d . . . 1.0 . .
H H25 0.3318 0.4075 0.3652 0.068 Uiso calc U . R 1.0 . .
C C26 0.2655(2) 0.31889(19) 0.31113(13) 0.0457(8) Uani d . . . 1.0 . .
C C27 0.1947(3) 0.1216(2) 0.36906(18) 0.0779(12) Uani d . . . 1.0 . .
H H27A 0.2187 0.1027 0.4095 0.117 Uiso calc U . R 1.0 . .
H H27B 0.2199 0.0868 0.3429 0.117 Uiso calc U . R 1.0 . .
H H27C 0.12 0.122 0.3575 0.117 Uiso calc U . R 1.0 . .
C C28 0.3630(4) 0.3614(3) 0.47464(18) 0.1058(18) Uani d . . . 1.0 . .
H H28A 0.4362 0.3496 0.4862 0.159 Uiso calc U . R 1.0 . .
H H28B 0.3318 0.3439 0.5056 0.159 Uiso calc U . R 1.0 . .
H H28C 0.353 0.4181 0.4687 0.159 Uiso calc U . R 1.0 . .
C C29 0.2639(3) 0.36610(19) 0.25707(14) 0.0531(8) Uani d . . . 1.0 . .
H H29A 0.2713 0.422 0.2672 0.08 Uiso calc U . R 1.0 . .
H H29B 0.199 0.3576 0.2278 0.08 Uiso calc U . R 1.0 . .
H H29C 0.3202 0.3495 0.241 0.08 Uiso calc U . R 1.0 . .
B B1 -0.2007(3) 0.28848(19) 0.34046(15) 0.0360(7) Uani d . . . 1.0 . .
H H1 -0.2801(19) 0.2738(14) 0.3144(11) 0.029(7) Uiso d . . . 1.0 . .
C C31 -0.1970(2) 0.31057(15) 0.40844(12) 0.0364(6) Uani d . . . 1.0 . .
C C32 -0.1112(2) 0.34238(17) 0.44932(12) 0.0397(7) Uani d . . . 1.0 . .
C C33 -0.1166(3) 0.37273(18) 0.50330(13) 0.0472(8) Uani d . . . 1.0 . .
H H33 -0.0572 0.3944 0.529 0.057 Uiso calc U . R 1.0 . .
C C34 -0.2060(3) 0.37175(18) 0.51970(13) 0.0480(8) Uani d . . . 1.0 . .
C C35 -0.2905(3) 0.33553(17) 0.48360(14) 0.0471(8) Uani d . . . 1.0 . .
H H35 -0.3519 0.3317 0.4957 0.057 Uiso calc U . R 1.0 . .
C C36 -0.2859(2) 0.30460(16) 0.42967(13) 0.0398(7) Uani d . . . 1.0 . .
C C37 -0.0048(2) 0.34574(18) 0.44113(13) 0.0439(7) Uani d . . D 1.0 . .
F F1 0.06098(19) 0.3083(2) 0.48368(12) 0.0720(11) Uani d U P D 0.834(6) A 1
F F2 0.00847(19) 0.3172(3) 0.39203(12) 0.0751(13) Uani d U P D 0.834(6) A 1
F F3 0.0314(2) 0.41940(15) 0.44495(19) 0.0829(13) Uani d U P D 0.834(6) A 1
F F1A 0.0651(10) 0.3742(12) 0.4828(5) 0.072(5) Uani d U P D 0.166(6) A 2
F F2A 0.0294(11) 0.2736(7) 0.4343(10) 0.084(6) Uani d U P D 0.166(6) A 2
F F3A -0.0024(9) 0.3843(11) 0.3935(6) 0.066(5) Uani d U P D 0.166(6) A 2
C C38 -0.2106(3) 0.4092(2) 0.57637(16) 0.0627(10) Uani d . . D 1.0 . .
F F4 -0.1299(7) 0.3874(6) 0.6205(3) 0.077(2) Uani d U P D 0.77(3) B 1
F F5 -0.2935(5) 0.3891(6) 0.5936(3) 0.077(2) Uani d U P D 0.77(3) B 1
F F6 -0.2065(10) 0.4871(3) 0.5743(5) 0.078(2) Uani d U P D 0.77(3) B 1
F F4A -0.156(2) 0.377(2) 0.6250(11) 0.086(8) Uani d U P D 0.23(3) B 2
F F5A -0.3091(11) 0.421(2) 0.5778(15) 0.101(7) Uani d U P D 0.23(3) B 2
F F6A -0.176(3) 0.4835(11) 0.5779(19) 0.081(8) Uani d U P D 0.23(3) B 2
C C39 -0.3805(2) 0.26152(18) 0.39656(14) 0.0436(7) Uani d . . . 1.0 . .
F F7 -0.36021(13) 0.18992(10) 0.37978(8) 0.0531(5) Uani d . . . 1.0 . .
F F8 -0.44623(14) 0.25045(12) 0.43021(9) 0.0627(5) Uani d . . . 1.0 . .
F F9 -0.43458(13) 0.29865(11) 0.34864(9) 0.0583(5) Uani d . . . 1.0 . .
C C41 -0.1678(2) 0.10289(17) 0.36818(14) 0.0420(7) Uani d . . . 1.0 . .
C C42 -0.1306(3) 0.08406(18) 0.42781(15) 0.0501(8) Uani d . . . 1.0 . .
C C43 -0.1826(3) 0.0285(2) 0.45212(18) 0.0638(10) Uani d . . . 1.0 . .
H H43 -0.1584 0.0154 0.4924 0.077 Uiso calc U . R 1.0 . .
C C44 -0.2685(4) -0.0077(2) 0.4186(2) 0.0770(12) Uani d . . . 1.0 . .
H H44 -0.303 -0.0457 0.4359 0.092 Uiso calc U . R 1.0 . .
C C45 -0.3045(3) 0.0107(2) 0.3605(2) 0.0663(11) Uani d . . . 1.0 . .
H H45 -0.3639 -0.0148 0.3378 0.08 Uiso calc U . R 1.0 . .
C C46 -0.2559(3) 0.06598(18) 0.33416(16) 0.0510(8) Uani d . . . 1.0 . .
C C47 -0.0359(3) 0.1235(2) 0.46425(15) 0.0617(9) Uani d . . . 1.0 . .
H H47A 0.0108 0.1343 0.4398 0.093 Uiso calc U . R 1.0 . .
H H47B -0.0024 0.0889 0.4967 0.093 Uiso calc U . R 1.0 . .
H H47C -0.0546 0.173 0.48 0.093 Uiso calc U . R 1.0 . .
C C48 -0.2948(3) 0.0866(2) 0.27029(16) 0.0619(10) Uani d . . . 1.0 . .
H H48A -0.3541 0.0539 0.2525 0.093 Uiso calc U . R 1.0 . .
H H48B -0.241 0.0773 0.2503 0.093 Uiso calc U . R 1.0 . .
H H48C -0.3146 0.1421 0.2665 0.093 Uiso calc U . R 1.0 . .
C C51 -0.2856(2) 0.46186(16) 0.31843(13) 0.0399(7) Uani d . . . 1.0 . .
C C52 -0.2565(3) 0.51105(17) 0.36688(13) 0.0476(8) Uani d . . . 1.0 . .
C C53 -0.3337(4) 0.5362(2) 0.39175(17) 0.0666(11) Uani d . . . 1.0 . .
H H53 -0.3168 0.5688 0.4255 0.08 Uiso calc U . R 1.0 . .
C C54 -0.4332(3) 0.5148(2) 0.3686(2) 0.0728(12) Uani d . . . 1.0 . .
H H54 -0.4841 0.5316 0.387 0.087 Uiso calc U . R 1.0 . .
C C55 -0.4595(3) 0.4695(2) 0.31923(18) 0.0619(10) Uani d . . . 1.0 . .
H H55 -0.529 0.4561 0.3032 0.074 Uiso calc U . R 1.0 . .
C C56 -0.3865(2) 0.44273(18) 0.29203(14) 0.0461(8) Uani d . . . 1.0 . .
C C57 -0.1495(3) 0.5389(2) 0.39064(16) 0.0642(10) Uani d . . . 1.0 . .
H H57A -0.103 0.4939 0.3965 0.096 Uiso calc U . R 1.0 . .
H H57B -0.1434 0.5655 0.4282 0.096 Uiso calc U . R 1.0 . .
H H57C -0.1319 0.5756 0.3628 0.096 Uiso calc U . R 1.0 . .
C C58 -0.4173(3) 0.3955(2) 0.23663(15) 0.0593(9) Uani d . . . 1.0 . .
H H58A -0.4917 0.3902 0.2248 0.089 Uiso calc U . R 1.0 . .
H H58B -0.386 0.3433 0.2434 0.089 Uiso calc U . R 1.0 . .
H H58C -0.3943 0.4222 0.2056 0.089 Uiso calc U . R 1.0 . .
C C61 -0.0862(2) 0.37766(16) 0.22185(12) 0.0368(7) Uani d . . . 1.0 . .
C C62 -0.0099(2) 0.43532(17) 0.23360(13) 0.0426(7) Uani d . . . 1.0 . .
C C63 0.0114(3) 0.47255(19) 0.18588(15) 0.0516(8) Uani d . . . 1.0 . .
H H63 0.0635 0.5113 0.1921 0.062 Uiso calc U . R 1.0 . .
C C64 -0.0425(3) 0.4538(2) 0.12915(16) 0.0586(9) Uani d . . . 1.0 . .
H H64 -0.0268 0.4796 0.0969 0.07 Uiso calc U . R 1.0 . .
C C65 -0.1182(3) 0.3982(2) 0.11916(14) 0.0534(8) Uani d . . . 1.0 . .
H H65 -0.1545 0.3861 0.08 0.064 Uiso calc U . R 1.0 . .
C C66 -0.1427(2) 0.35907(17) 0.16558(13) 0.0424(7) Uani d . . . 1.0 . .
C C67 0.0504(3) 0.4546(2) 0.29466(14) 0.0531(8) Uani d . . . 1.0 . .
H H67A 0.1035 0.4929 0.2931 0.08 Uiso calc U . R 1.0 . .
H H67B 0.0822 0.4067 0.3141 0.08 Uiso calc U . R 1.0 . .
H H67C 0.005 0.4768 0.3167 0.08 Uiso calc U . R 1.0 . .
C C68 -0.2250(3) 0.2984(2) 0.15436(15) 0.0561(9) Uani d . . . 1.0 . .
H H68A -0.195 0.2468 0.1666 0.084 Uiso calc U . R 1.0 . .
H H68B -0.2594 0.2972 0.1124 0.084 Uiso calc U . R 1.0 . .
H H68C -0.2745 0.3114 0.1767 0.084 Uiso calc U . R 1.0 . .


_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 C21 . 1.845(3) ?
P1 C11 . 1.849(3) ?
P1 C1 . 1.867(3) ?
C1 C2 . 1.496(4) ?
C1 H1A . 0.99 ?
C1 H1B . 0.99 ?
C2 C3 . 1.330(4) ?
C2 H2 . 0.95 ?
C3 N3 . 1.438(3) ?
C3 C4 . 1.505(4) ?
C4 N1 . 1.276(3) ?
C4 B1 . 1.621(4) ?
C5 N2 . 1.331(4) ?
C5 N3 . 1.346(3) ?
C5 B1 . 1.619(4) ?
N1 C41 . 1.410(4) ?
N2 C51 . 1.453(4) ?
N2 H2A . 0.87(3) ?
N3 C61 . 1.449(3) ?
C11 C16 . 1.409(5) ?
C11 C12 . 1.410(4) ?
C12 C13 . 1.390(5) ?
C12 C17 . 1.516(5) ?
C13 C14 . 1.375(5) ?
C13 H13 . 0.95 ?
C14 C15 . 1.377(5) ?
C14 C18 . 1.527(5) ?
C15 C16 . 1.395(4) ?
C15 H15 . 0.95 ?
C16 C19 . 1.512(5) ?
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 . 1.414(4) ?
C21 C26 . 1.414(4) ?
C22 C23 . 1.391(5) ?
C22 C27 . 1.509(5) ?
C23 C24 . 1.372(6) ?
C23 H23 . 0.95 ?
C24 C25 . 1.382(5) ?
C24 C28 . 1.519(5) ?
C25 C26 . 1.396(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 ?
B1 C31 . 1.637(4) ?
B1 H1 . 1.12(3) ?
C31 C32 . 1.414(4) ?
C31 C36 . 1.425(4) ?
C32 C33 . 1.395(4) ?
C32 C37 . 1.508(4) ?
C33 C34 . 1.366(4) ?
C33 H33 . 0.95 ?
C34 C35 . 1.385(4) ?
C34 C38 . 1.498(5) ?
C35 C36 . 1.394(4) ?
C35 H35 . 0.95 ?
C36 C39 . 1.509(4) ?
C37 F1A . 1.275(10) ?
C37 F3A . 1.311(10) ?
C37 F2 . 1.312(4) ?
C37 F1 . 1.323(4) ?
C37 F2A . 1.337(10) ?
C37 F3 . 1.342(4) ?
C38 F4A . 1.316(14) ?
C38 F6 . 1.330(6) ?
C38 F5 . 1.336(6) ?
C38 F6A . 1.347(13) ?
C38 F4 . 1.354(6) ?
C38 F5A . 1.361(13) ?
C39 F7 . 1.332(3) ?
C39 F9 . 1.338(4) ?
C39 F8 . 1.353(3) ?
C41 C42 . 1.405(4) ?
C41 C46 . 1.405(4) ?
C42 C43 . 1.390(5) ?
C42 C47 . 1.507(5) ?
C43 C44 . 1.375(6) ?
C43 H43 . 0.95 ?
C44 C45 . 1.369(6) ?
C44 H44 . 0.95 ?
C45 C46 . 1.386(5) ?
C45 H45 . 0.95 ?
C46 C48 . 1.505(5) ?
C47 H47A . 0.98 ?
C47 H47B . 0.98 ?
C47 H47C . 0.98 ?
C48 H48A . 0.98 ?
C48 H48B . 0.98 ?
C48 H48C . 0.98 ?
C51 C56 . 1.389(4) ?
C51 C52 . 1.390(4) ?
C52 C53 . 1.394(5) ?
C52 C57 . 1.493(5) ?
C53 C54 . 1.369(6) ?
C53 H53 . 0.95 ?
C54 C55 . 1.367(6) ?
C54 H54 . 0.95 ?
C55 C56 . 1.390(4) ?
C55 H55 . 0.95 ?
C56 C58 . 1.500(5) ?
C57 H57A . 0.98 ?
C57 H57B . 0.98 ?
C57 H57C . 0.98 ?
C58 H58A . 0.98 ?
C58 H58B . 0.98 ?
C58 H58C . 0.98 ?
C61 C66 . 1.389(4) ?
C61 C62 . 1.402(4) ?
C62 C63 . 1.387(4) ?
C62 C67 . 1.499(4) ?
C63 C64 . 1.388(5) ?
C63 H63 . 0.95 ?
C64 C65 . 1.373(5) ?
C64 H64 . 0.95 ?
C65 C66 . 1.394(4) ?
C65 H65 . 0.95 ?
C66 C68 . 1.494(4) ?
C67 H67A . 0.98 ?
C67 H67B . 0.98 ?
C67 H67C . 0.98 ?
C68 H68A . 0.98 ?
C68 H68B . 0.98 ?
C68 H68C . 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
C21 P1 C11 . . 102.82(14) ?
C21 P1 C1 . . 99.45(14) ?
C11 P1 C1 . . 110.84(14) ?
C2 C1 P1 . . 106.9(2) ?
C2 C1 H1A . . 110.4 ?
P1 C1 H1A . . 110.4 ?
C2 C1 H1B . . 110.4 ?
P1 C1 H1B . . 110.4 ?
H1A C1 H1B . . 108.6 ?
C3 C2 C1 . . 133.5(3) ?
C3 C2 H2 . . 113.3 ?
C1 C2 H2 . . 113.3 ?
C2 C3 N3 . . 127.8(3) ?
C2 C3 C4 . . 124.4(3) ?
N3 C3 C4 . . 107.7(2) ?
N1 C4 C3 . . 115.9(3) ?
N1 C4 B1 . . 135.3(3) ?
C3 C4 B1 . . 108.6(2) ?
N2 C5 N3 . . 118.1(3) ?
N2 C5 B1 . . 129.4(3) ?
N3 C5 B1 . . 112.3(2) ?
C4 N1 C41 . . 124.7(2) ?
C5 N2 C51 . . 123.6(3) ?
C5 N2 H2A . . 116.(2) ?
C51 N2 H2A . . 120.(2) ?
C5 N3 C3 . . 113.4(2) ?
C5 N3 C61 . . 123.6(2) ?
C3 N3 C61 . . 122.0(2) ?
C16 C11 C12 . . 118.3(3) ?
C16 C11 P1 . . 128.3(2) ?
C12 C11 P1 . . 113.4(3) ?
C13 C12 C11 . . 119.8(3) ?
C13 C12 C17 . . 117.0(3) ?
C11 C12 C17 . . 123.2(3) ?
C14 C13 C12 . . 122.1(3) ?
C14 C13 H13 . . 118.9 ?
C12 C13 H13 . . 118.9 ?
C13 C14 C15 . . 117.9(3) ?
C13 C14 C18 . . 121.4(4) ?
C15 C14 C18 . . 120.7(4) ?
C14 C15 C16 . . 122.6(4) ?
C14 C15 H15 . . 118.7 ?
C16 C15 H15 . . 118.7 ?
C15 C16 C11 . . 119.2(3) ?
C15 C16 C19 . . 115.9(3) ?
C11 C16 C19 . . 124.9(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 . . 118.7(3) ?
C22 C21 P1 . . 117.4(3) ?
C26 C21 P1 . . 123.8(2) ?
C23 C22 C21 . . 119.5(3) ?
C23 C22 C27 . . 117.8(3) ?
C21 C22 C27 . . 122.7(3) ?
C24 C23 C22 . . 122.4(4) ?
C24 C23 H23 . . 118.8 ?
C22 C23 H23 . . 118.8 ?
C23 C24 C25 . . 117.9(3) ?
C23 C24 C28 . . 122.7(4) ?
C25 C24 C28 . . 119.4(4) ?
C24 C25 C26 . . 122.7(4) ?
C24 C25 H25 . . 118.6 ?
C26 C25 H25 . . 118.6 ?
C25 C26 C21 . . 118.7(3) ?
C25 C26 C29 . . 116.7(3) ?
C21 C26 C29 . . 124.6(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 ?
C5 B1 C4 . . 97.7(2) ?
C5 B1 C31 . . 116.2(2) ?
C4 B1 C31 . . 121.0(2) ?
C5 B1 H1 . . 101.4(12) ?
C4 B1 H1 . . 106.3(12) ?
C31 B1 H1 . . 111.7(12) ?
C32 C31 C36 . . 114.2(3) ?
C32 C31 B1 . . 124.6(2) ?
C36 C31 B1 . . 121.0(3) ?
C33 C32 C31 . . 122.6(3) ?
C33 C32 C37 . . 112.4(3) ?
C31 C32 C37 . . 125.0(3) ?
C34 C33 C32 . . 120.9(3) ?
C34 C33 H33 . . 119.5 ?
C32 C33 H33 . . 119.5 ?
C33 C34 C35 . . 119.1(3) ?
C33 C34 C38 . . 119.5(3) ?
C35 C34 C38 . . 121.4(3) ?
C34 C35 C36 . . 120.4(3) ?
C34 C35 H35 . . 119.8 ?
C36 C35 H35 . . 119.8 ?
C35 C36 C31 . . 122.4(3) ?
C35 C36 C39 . . 115.1(3) ?
C31 C36 C39 . . 122.4(3) ?
F1A C37 F3A . . 107.1(10) ?
F2 C37 F1 . . 105.8(3) ?
F1A C37 F2A . . 103.3(11) ?
F3A C37 F2A . . 105.7(11) ?
F2 C37 F3 . . 105.9(3) ?
F1 C37 F3 . . 103.6(3) ?
F1A C37 C32 . . 117.6(7) ?
F3A C37 C32 . . 111.5(6) ?
F2 C37 C32 . . 117.0(3) ?
F1 C37 C32 . . 111.5(3) ?
F2A C37 C32 . . 110.8(7) ?
F3 C37 C32 . . 111.9(3) ?
F6 C38 F5 . . 108.2(5) ?
F4A C38 F6A . . 104.5(18) ?
F6 C38 F4 . . 105.6(6) ?
F5 C38 F4 . . 105.9(5) ?
F4A C38 F5A . . 112.1(16) ?
F6A C38 F5A . . 101.9(15) ?
F4A C38 C34 . . 117.3(18) ?
F6 C38 C34 . . 112.4(6) ?
F5 C38 C34 . . 113.3(4) ?
F6A C38 C34 . . 109.(2) ?
F4 C38 C34 . . 111.0(5) ?
F5A C38 C34 . . 110.5(10) ?
F7 C39 F9 . . 106.9(2) ?
F7 C39 F8 . . 105.4(2) ?
F9 C39 F8 . . 105.1(2) ?
F7 C39 C36 . . 112.7(2) ?
F9 C39 C36 . . 114.6(2) ?
F8 C39 C36 . . 111.4(3) ?
C42 C41 C46 . . 120.2(3) ?
C42 C41 N1 . . 122.1(3) ?
C46 C41 N1 . . 116.9(3) ?
C43 C42 C41 . . 118.7(3) ?
C43 C42 C47 . . 121.1(3) ?
C41 C42 C47 . . 120.2(3) ?
C44 C43 C42 . . 120.9(4) ?
C44 C43 H43 . . 119.5 ?
C42 C43 H43 . . 119.5 ?
C45 C44 C43 . . 120.3(4) ?
C45 C44 H44 . . 119.9 ?
C43 C44 H44 . . 119.9 ?
C44 C45 C46 . . 121.2(4) ?
C44 C45 H45 . . 119.4 ?
C46 C45 H45 . . 119.4 ?
C45 C46 C41 . . 118.7(3) ?
C45 C46 C48 . . 121.6(3) ?
C41 C46 C48 . . 119.7(3) ?
C42 C47 H47A . . 109.5 ?
C42 C47 H47B . . 109.5 ?
H47A C47 H47B . . 109.5 ?
C42 C47 H47C . . 109.5 ?
H47A C47 H47C . . 109.5 ?
H47B C47 H47C . . 109.5 ?
C46 C48 H48A . . 109.5 ?
C46 C48 H48B . . 109.5 ?
H48A C48 H48B . . 109.5 ?
C46 C48 H48C . . 109.5 ?
H48A C48 H48C . . 109.5 ?
H48B C48 H48C . . 109.5 ?
C56 C51 C52 . . 123.2(3) ?
C56 C51 N2 . . 118.3(3) ?
C52 C51 N2 . . 118.5(3) ?
C51 C52 C53 . . 116.6(3) ?
C51 C52 C57 . . 122.8(3) ?
C53 C52 C57 . . 120.5(3) ?
C54 C53 C52 . . 121.5(4) ?
C54 C53 H53 . . 119.3 ?
C52 C53 H53 . . 119.3 ?
C55 C54 C53 . . 120.2(3) ?
C55 C54 H54 . . 119.9 ?
C53 C54 H54 . . 119.9 ?
C54 C55 C56 . . 121.3(4) ?
C54 C55 H55 . . 119.4 ?
C56 C55 H55 . . 119.4 ?
C51 C56 C55 . . 117.0(3) ?
C51 C56 C58 . . 122.5(3) ?
C55 C56 C58 . . 120.5(3) ?
C52 C57 H57A . . 109.5 ?
C52 C57 H57B . . 109.5 ?
H57A C57 H57B . . 109.5 ?
C52 C57 H57C . . 109.5 ?
H57A C57 H57C . . 109.5 ?
H57B C57 H57C . . 109.5 ?
C56 C58 H58A . . 109.5 ?
C56 C58 H58B . . 109.5 ?
H58A C58 H58B . . 109.5 ?
C56 C58 H58C . . 109.5 ?
H58A C58 H58C . . 109.5 ?
H58B C58 H58C . . 109.5 ?
C66 C61 C62 . . 123.1(3) ?
C66 C61 N3 . . 118.0(2) ?
C62 C61 N3 . . 118.8(3) ?
C63 C62 C61 . . 117.3(3) ?
C63 C62 C67 . . 120.3(3) ?
C61 C62 C67 . . 122.4(3) ?
C62 C63 C64 . . 120.7(3) ?
C62 C63 H63 . . 119.7 ?
C64 C63 H63 . . 119.7 ?
C65 C64 C63 . . 120.6(3) ?
C65 C64 H64 . . 119.7 ?
C63 C64 H64 . . 119.7 ?
C64 C65 C66 . . 121.0(3) ?
C64 C65 H65 . . 119.5 ?
C66 C65 H65 . . 119.5 ?
C61 C66 C65 . . 117.3(3) ?
C61 C66 C68 . . 122.0(3) ?
C65 C66 C68 . . 120.7(3) ?
C62 C67 H67A . . 109.5 ?
C62 C67 H67B . . 109.5 ?
H67A C67 H67B . . 109.5 ?
C62 C67 H67C . . 109.5 ?
H67A C67 H67C . . 109.5 ?
H67B C67 H67C . . 109.5 ?
C66 C68 H68A . . 109.5 ?
C66 C68 H68B . . 109.5 ?
H68A C68 H68B . . 109.5 ?
C66 C68 H68C . . 109.5 ?
H68A C68 H68C . . 109.5 ?
H68B C68 H68C . . 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
C21 P1 C1 C2 . . . . -68.5(2) ?
C11 P1 C1 C2 . . . . -176.2(2) ?
P1 C1 C2 C3 . . . . 139.0(3) ?
C1 C2 C3 N3 . . . . 4.3(5) ?
C1 C2 C3 C4 . . . . -179.3(3) ?
C2 C3 C4 N1 . . . . -1.1(4) ?
N3 C3 C4 N1 . . . . 175.9(2) ?
C2 C3 C4 B1 . . . . -176.9(3) ?
N3 C3 C4 B1 . . . . 0.1(3) ?
C3 C4 N1 C41 . . . . -167.8(3) ?
B1 C4 N1 C41 . . . . 6.6(5) ?
N3 C5 N2 C51 . . . . 173.0(3) ?
B1 C5 N2 C51 . . . . -0.7(4) ?
N2 C5 N3 C3 . . . . -179.0(2) ?
B1 C5 N3 C3 . . . . -4.3(3) ?
N2 C5 N3 C61 . . . . -10.1(4) ?
B1 C5 N3 C61 . . . . 164.6(2) ?
C2 C3 N3 C5 . . . . 179.4(3) ?
C4 C3 N3 C5 . . . . 2.6(3) ?
C2 C3 N3 C61 . . . . 10.4(4) ?
C4 C3 N3 C61 . . . . -166.5(2) ?
C21 P1 C11 C16 . . . . -118.5(3) ?
C1 P1 C11 C16 . . . . -13.0(3) ?
C21 P1 C11 C12 . . . . 64.7(3) ?
C1 P1 C11 C12 . . . . 170.1(2) ?
C16 C11 C12 C13 . . . . 4.0(5) ?
P1 C11 C12 C13 . . . . -178.8(2) ?
C16 C11 C12 C17 . . . . -176.3(3) ?
P1 C11 C12 C17 . . . . 0.9(4) ?
C11 C12 C13 C14 . . . . -2.3(5) ?
C17 C12 C13 C14 . . . . 178.0(3) ?
C12 C13 C14 C15 . . . . -0.6(5) ?
C12 C13 C14 C18 . . . . 179.5(3) ?
C13 C14 C15 C16 . . . . 1.8(5) ?
C18 C14 C15 C16 . . . . -178.4(3) ?
C14 C15 C16 C11 . . . . 0.1(5) ?
C14 C15 C16 C19 . . . . 178.7(3) ?
C12 C11 C16 C15 . . . . -3.0(4) ?
P1 C11 C16 C15 . . . . -179.6(2) ?
C12 C11 C16 C19 . . . . 178.6(3) ?
P1 C11 C16 C19 . . . . 1.9(5) ?
C11 P1 C21 C22 . . . . -138.6(2) ?
C1 P1 C21 C22 . . . . 107.4(2) ?
C11 P1 C21 C26 . . . . 39.9(3) ?
C1 P1 C21 C26 . . . . -74.2(3) ?
C26 C21 C22 C23 . . . . -1.3(5) ?
P1 C21 C22 C23 . . . . 177.3(3) ?
C26 C21 C22 C27 . . . . 178.7(3) ?
P1 C21 C22 C27 . . . . -2.8(4) ?
C21 C22 C23 C24 . . . . 0.3(5) ?
C27 C22 C23 C24 . . . . -179.7(4) ?
C22 C23 C24 C25 . . . . 0.8(6) ?
C22 C23 C24 C28 . . . . -178.0(4) ?
C23 C24 C25 C26 . . . . -0.8(5) ?
C28 C24 C25 C26 . . . . 177.9(4) ?
C24 C25 C26 C21 . . . . -0.2(5) ?
C24 C25 C26 C29 . . . . -179.8(3) ?
C22 C21 C26 C25 . . . . 1.2(4) ?
P1 C21 C26 C25 . . . . -177.2(2) ?
C22 C21 C26 C29 . . . . -179.2(3) ?
P1 C21 C26 C29 . . . . 2.4(4) ?
N2 C5 B1 C4 . . . . 177.8(3) ?
N3 C5 B1 C4 . . . . 3.8(3) ?
N2 C5 B1 C31 . . . . -51.9(4) ?
N3 C5 B1 C31 . . . . 134.1(3) ?
N1 C4 B1 C5 . . . . -176.8(3) ?
C3 C4 B1 C5 . . . . -2.2(3) ?
N1 C4 B1 C31 . . . . 56.2(5) ?
C3 C4 B1 C31 . . . . -129.2(3) ?
C5 B1 C31 C32 . . . . -54.7(4) ?
C4 B1 C31 C32 . . . . 63.4(4) ?
C5 B1 C31 C36 . . . . 120.0(3) ?
C4 B1 C31 C36 . . . . -121.8(3) ?
C36 C31 C32 C33 . . . . -6.4(4) ?
B1 C31 C32 C33 . . . . 168.7(3) ?
C36 C31 C32 C37 . . . . 171.9(3) ?
B1 C31 C32 C37 . . . . -13.0(4) ?
C31 C32 C33 C34 . . . . 1.2(5) ?
C37 C32 C33 C34 . . . . -177.3(3) ?
C32 C33 C34 C35 . . . . 4.1(5) ?
C32 C33 C34 C38 . . . . -176.3(3) ?
C33 C34 C35 C36 . . . . -3.7(5) ?
C38 C34 C35 C36 . . . . 176.7(3) ?
C34 C35 C36 C31 . . . . -1.9(5) ?
C34 C35 C36 C39 . . . . 175.7(3) ?
C32 C31 C36 C35 . . . . 6.7(4) ?
B1 C31 C36 C35 . . . . -168.6(3) ?
C32 C31 C36 C39 . . . . -170.7(3) ?
B1 C31 C36 C39 . . . . 14.0(4) ?
C33 C32 C37 F1A . . . . 0.4(11) ?
C31 C32 C37 F1A . . . . -178.0(11) ?
C33 C32 C37 F3A . . . . -123.8(10) ?
C31 C32 C37 F3A . . . . 57.8(10) ?
C33 C32 C37 F2 . . . . 178.8(3) ?
C31 C32 C37 F2 . . . . 0.4(5) ?
C33 C32 C37 F1 . . . . 56.8(4) ?
C31 C32 C37 F1 . . . . -121.6(3) ?
C33 C32 C37 F2A . . . . 118.8(10) ?
C31 C32 C37 F2A . . . . -59.6(11) ?
C33 C32 C37 F3 . . . . -58.7(4) ?
C31 C32 C37 F3 . . . . 122.9(4) ?
C33 C34 C38 F4A . . . . -65.8(19) ?
C35 C34 C38 F4A . . . . 113.8(19) ?
C33 C34 C38 F6 . . . . 71.2(7) ?
C35 C34 C38 F6 . . . . -109.2(7) ?
C33 C34 C38 F5 . . . . -165.7(6) ?
C35 C34 C38 F5 . . . . 13.8(7) ?
C33 C34 C38 F6A . . . . 52.8(17) ?
C35 C34 C38 F6A . . . . -127.6(17) ?
C33 C34 C38 F4 . . . . -46.8(7) ?
C35 C34 C38 F4 . . . . 132.8(6) ?
C33 C34 C38 F5A . . . . 164.(2) ?
C35 C34 C38 F5A . . . . -16.(2) ?
C35 C36 C39 F7 . . . . -128.0(3) ?
C31 C36 C39 F7 . . . . 49.6(4) ?
C35 C36 C39 F9 . . . . 109.4(3) ?
C31 C36 C39 F9 . . . . -73.0(4) ?
C35 C36 C39 F8 . . . . -9.8(4) ?
C31 C36 C39 F8 . . . . 167.8(3) ?
C4 N1 C41 C42 . . . . -102.4(4) ?
C4 N1 C41 C46 . . . . 87.8(4) ?
C46 C41 C42 C43 . . . . 0.0(4) ?
N1 C41 C42 C43 . . . . -169.5(3) ?
C46 C41 C42 C47 . . . . 179.9(3) ?
N1 C41 C42 C47 . . . . 10.4(4) ?
C41 C42 C43 C44 . . . . 0.3(5) ?
C47 C42 C43 C44 . . . . -179.6(3) ?
C42 C43 C44 C45 . . . . -0.2(6) ?
C43 C44 C45 C46 . . . . -0.2(6) ?
C44 C45 C46 C41 . . . . 0.4(5) ?
C44 C45 C46 C48 . . . . 180.0(3) ?
C42 C41 C46 C45 . . . . -0.3(4) ?
N1 C41 C46 C45 . . . . 169.7(3) ?
C42 C41 C46 C48 . . . . -179.9(3) ?
N1 C41 C46 C48 . . . . -9.9(4) ?
C5 N2 C51 C56 . . . . -79.8(4) ?
C5 N2 C51 C52 . . . . 102.4(3) ?
C56 C51 C52 C53 . . . . 5.2(5) ?
N2 C51 C52 C53 . . . . -177.1(3) ?
C56 C51 C52 C57 . . . . -172.5(3) ?
N2 C51 C52 C57 . . . . 5.2(4) ?
C51 C52 C53 C54 . . . . -1.5(5) ?
C57 C52 C53 C54 . . . . 176.3(3) ?
C52 C53 C54 C55 . . . . -1.7(6) ?
C53 C54 C55 C56 . . . . 1.3(6) ?
C52 C51 C56 C55 . . . . -5.5(5) ?
N2 C51 C56 C55 . . . . 176.8(3) ?
C52 C51 C56 C58 . . . . 174.4(3) ?
N2 C51 C56 C58 . . . . -3.3(4) ?
C54 C55 C56 C51 . . . . 2.1(5) ?
C54 C55 C56 C58 . . . . -177.8(3) ?
C5 N3 C61 C66 . . . . -94.2(3) ?
C3 N3 C61 C66 . . . . 73.8(3) ?
C5 N3 C61 C62 . . . . 87.0(3) ?
C3 N3 C61 C62 . . . . -105.0(3) ?
C66 C61 C62 C63 . . . . -2.6(4) ?
N3 C61 C62 C63 . . . . 176.1(3) ?
C66 C61 C62 C67 . . . . 180.0(3) ?
N3 C61 C62 C67 . . . . -1.3(4) ?
C61 C62 C63 C64 . . . . 1.1(5) ?
C67 C62 C63 C64 . . . . 178.5(3) ?
C62 C63 C64 C65 . . . . 0.2(5) ?
C63 C64 C65 C66 . . . . -0.2(5) ?
C62 C61 C66 C65 . . . . 2.7(4) ?
N3 C61 C66 C65 . . . . -176.1(3) ?
C62 C61 C66 C68 . . . . -178.8(3) ?
N3 C61 C66 C68 . . . . 2.4(4) ?
C64 C65 C66 C61 . . . . -1.2(5) ?
C64 C65 C66 C68 . . . . -179.7(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_erk9313
_database_code_depnum_ccdc_archive 'CCDC 2064643'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut WWU University of Muenster
Germany
;
_audit_update_record             
;
2021-02-23 deposited with the CCDC.	2021-06-01 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2016.1-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C56 H56 B F9 N3 P'
_chemical_formula_iupac          ?
_chemical_formula_weight         983.81

_chemical_melting_point          ?

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

_cell_length_a                   13.3489(4)
_cell_length_b                   16.9297(6)
_cell_length_c                   23.6112(8)
_cell_angle_alpha                90
_cell_angle_beta                 101.316(2)
_cell_angle_gamma                90
_cell_volume                     5232.2(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9997
_cell_measurement_theta_min      3.2339
_cell_measurement_theta_max      68.6284
_cell_measurement_temperature    111.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.106
_exptl_crystal_size_mid          0.039
_exptl_crystal_size_min          0.027
_exptl_crystal_density_diffrn    1.249
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2056

_exptl_absorpt_coefficient_mu    1.070
_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  0.82
_exptl_absorpt_correction_T_max  0.97

_exptl_special_details           
;
;

_diffrn_ambient_temperature      111.(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            73908
_diffrn_reflns_av_R_equivalents  0.2304
_diffrn_reflns_av_unetI/netI     0.1176
_diffrn_reflns_theta_min         3.23
_diffrn_reflns_theta_max         66.59
_diffrn_reflns_theta_full        66.59
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       28

_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.

A badly disordered half pentane molecule was 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 molecule. 

The hydrogen at N2 and B1 atoms were refined freely.
;

_reflns_number_total             9189
_reflns_number_gt                5397
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1655
_refine_ls_R_factor_gt           0.1005
_refine_ls_wR_factor_gt          0.1703
_refine_ls_wR_factor_ref         0.1945
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_refine_ls_number_reflns         9189
_refine_ls_number_parameters     651
_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)+(0.0383P)²+15.9501P] 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         0.364
_refine_diff_density_min         -0.303
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       
;

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 0.32395(10) 0.82038(9) 0.76194(6) 0.0306(3) Uani d . . . 1 . .
C C1 0.4501(4) 0.7701(3) 0.7850(2) 0.0303(13) Uani d . . . 1 . .
H H1A 0.4845 0.789 0.8236 0.036 Uiso calc U . R 1 . .
H H1B 0.4407 0.7122 0.7868 0.036 Uiso calc U . R 1 . .
C C2 0.5122(4) 0.7901(3) 0.7409(2) 0.0291(13) Uani d . . . 1 . .
H H2 0.5049 0.8435 0.7283 0.035 Uiso calc U . R 1 . .
C C3 0.5764(4) 0.7482(3) 0.7153(2) 0.0264(12) Uani d . . . 1 . .
C C4 0.6306(4) 0.7829(3) 0.6706(2) 0.0244(12) Uani d . . . 1 . .
C C5 0.6732(4) 0.6435(3) 0.6928(2) 0.0244(12) Uani d . . . 1 . .
C C11 0.2347(4) 0.7905(3) 0.8089(2) 0.0297(13) Uani d . . . 1 . .
C C12 0.2574(4) 0.7532(3) 0.8630(2) 0.0321(14) Uani d . . . 1 . .
C C13 0.1775(4) 0.7367(4) 0.8922(3) 0.0374(15) Uani d . . . 1 . .
H H13 0.1932 0.7106 0.9285 0.045 Uiso calc U . R 1 . .
C C14 0.0767(4) 0.7570(4) 0.8700(3) 0.0419(16) Uani d . . . 1 . .
C C15 0.0559(4) 0.7960(4) 0.8185(3) 0.0398(16) Uani d . . . 1 . .
H H15 -0.0127 0.8109 0.8031 0.048 Uiso calc U . R 1 . .
C C16 0.1322(4) 0.8147(4) 0.7872(2) 0.0317(13) Uani d . . . 1 . .
C C17 0.3627(4) 0.7264(4) 0.8928(2) 0.0374(15) Uani d . . . 1 . .
H H17A 0.3839 0.6812 0.872 0.056 Uiso calc U . R 1 . .
H H17B 0.3609 0.7107 0.9326 0.056 Uiso calc U . R 1 . .
H H17C 0.4114 0.7698 0.8933 0.056 Uiso calc U . R 1 . .
C C18 -0.0060(4) 0.7387(5) 0.9040(3) 0.054(2) Uani d . . . 1 . .
H H18A -0.049 0.7855 0.9047 0.082 Uiso calc U . R 1 . .
H H18B 0.0257 0.724 0.9436 0.082 Uiso calc U . R 1 . .
H H18C -0.0481 0.6949 0.8855 0.082 Uiso calc U . R 1 . .
C C19 0.0998(4) 0.8597(4) 0.7317(2) 0.0383(15) Uani d . . . 1 . .
H H19A 0.0916 0.8229 0.699 0.057 Uiso calc U . R 1 . .
H H19B 0.1521 0.899 0.728 0.057 Uiso calc U . R 1 . .
H H19C 0.0348 0.8864 0.7319 0.057 Uiso calc U . R 1 . .
C C21 0.2774(4) 0.7646(3) 0.6949(2) 0.0314(13) Uani d . . . 1 . .
C C22 0.2412(4) 0.6863(4) 0.6925(2) 0.0297(13) Uani d . . . 1 . .
C C23 0.2056(4) 0.6508(4) 0.6398(2) 0.0315(13) Uani d . . . 1 . .
H H23 0.1819 0.5978 0.6393 0.038 Uiso calc U . R 1 . .
C C24 0.2027(4) 0.6891(4) 0.5877(2) 0.0376(15) Uani d . . . 1 . .
C C25 0.2396(4) 0.7661(4) 0.5903(3) 0.0409(16) Uani d . . . 1 . .
H H25 0.2397 0.7935 0.5552 0.049 Uiso calc U . R 1 . .
C C26 0.2761(4) 0.8043(4) 0.6418(2) 0.0354(14) Uani d . . . 1 . .
C C27 0.2399(4) 0.6369(3) 0.7459(2) 0.0337(14) Uani d . . . 1 . .
H H27A 0.1811 0.6519 0.7627 0.051 Uiso calc U . R 1 . .
H H27B 0.3031 0.6459 0.7742 0.051 Uiso calc U . R 1 . .
H H27C 0.2347 0.5808 0.7353 0.051 Uiso calc U . R 1 . .
C C28 0.1634(5) 0.6489(4) 0.5319(3) 0.0542(19) Uani d . . . 1 . .
H H28A 0.1913 0.6746 0.5012 0.081 Uiso calc U . R 1 . .
H H28B 0.0887 0.6522 0.523 0.081 Uiso calc U . R 1 . .
H H28C 0.1843 0.5933 0.5348 0.081 Uiso calc U . R 1 . .
C C29 0.3180(5) 0.8868(4) 0.6391(3) 0.0440(16) Uani d . . . 1 . .
H H29A 0.3928 0.8848 0.6465 0.066 Uiso calc U . R 1 . .
H H29B 0.2957 0.92 0.6683 0.066 Uiso calc U . R 1 . .
H H29C 0.2928 0.9092 0.6007 0.066 Uiso calc U . R 1 . .
B B1 0.7039(4) 0.7145(4) 0.6528(3) 0.0249(14) Uani d . . . 1 . .
H H1 0.782(3) 0.728(2) 0.6737(16) 0.003(10) Uiso d . . . 1 . .
C C31 0.6983(4) 0.6915(3) 0.5846(2) 0.0265(12) Uani d . . . 1 . .
C C32 0.6131(4) 0.6586(3) 0.5477(2) 0.0236(12) Uani d . . . 1 . .
C C33 0.6167(4) 0.6276(3) 0.4939(2) 0.0303(13) Uani d . . . 1 . .
H H33 0.557 0.6051 0.471 0.036 Uiso calc U . R 1 . .
C C34 0.7071(4) 0.6291(3) 0.4731(2) 0.0304(13) Uani d . . . 1 . .
C C35 0.7906(4) 0.6661(3) 0.5053(2) 0.0310(13) Uani d . . . 1 . .
H H35 0.8518 0.6698 0.4906 0.037 Uiso calc U . R 1 . .
C C36 0.7870(4) 0.6981(3) 0.5588(2) 0.0248(12) Uani d . . . 1 . .
C C37 0.5064(4) 0.6535(3) 0.5604(2) 0.0284(13) Uani d . . . 1 . .
F F1 0.4920(2) 0.6888(2) 0.60781(14) 0.0484(10) Uani d . . . 1 . .
F F2 0.4371(2) 0.6842(2) 0.51760(13) 0.0506(10) Uani d . . . 1 . .
F F3 0.4756(3) 0.5787(2) 0.56386(17) 0.0540(10) Uani d . . . 1 . .
C C38 0.7098(4) 0.5901(4) 0.4169(2) 0.0366(15) Uani d . . . 1 . .
F F4 0.6312(3) 0.6114(2) 0.37503(14) 0.0520(10) Uani d . . . 1 . .
F F5 0.7046(3) 0.5123(2) 0.41938(15) 0.0549(10) Uani d . . . 1 . .
F F6 0.7940(3) 0.6082(2) 0.39654(15) 0.0555(11) Uani d . . . 1 . .
C C39 0.8814(4) 0.7406(4) 0.5889(2) 0.0323(14) Uani d . . . 1 . .
F F7 0.9460(2) 0.7534(2) 0.55175(14) 0.0424(9) Uani d . . . 1 . .
F F8 0.9370(2) 0.7018(2) 0.63358(14) 0.0390(8) Uani d . . . 1 . .
F F9 0.8624(2) 0.81235(19) 0.60781(13) 0.0364(8) Uani d . . . 1 . .
N N1 0.6134(3) 0.8545(3) 0.65770(18) 0.0280(10) Uani d . . . 1 . .
C C41 0.6658(4) 0.9005(3) 0.6226(2) 0.0278(13) Uani d . . . 1 . .
C C42 0.7530(4) 0.9411(4) 0.6520(3) 0.0341(14) Uani d . . . 1 . .
C C43 0.7969(5) 0.9972(4) 0.6212(3) 0.0467(18) Uani d . . . 1 . .
H H43 0.8554 1.0255 0.6402 0.056 Uiso calc U . R 1 . .
C C44 0.7574(5) 1.0127(4) 0.5634(3) 0.0527(19) Uani d . . . 1 . .
H H44 0.7885 1.0511 0.5431 0.063 Uiso calc U . R 1 . .
C C45 0.6725(5) 0.9717(4) 0.5359(3) 0.0424(16) Uani d . . . 1 . .
H H45 0.6456 0.982 0.4963 0.051 Uiso calc U . R 1 . .
C C46 0.6252(4) 0.9152(4) 0.5649(2) 0.0346(14) Uani d . . . 1 . .
C C47 0.7973(4) 0.9232(4) 0.7137(3) 0.0390(15) Uani d . . . 1 . .
H H47A 0.8241 0.8692 0.7169 0.059 Uiso calc U . R 1 . .
H H47B 0.7441 0.9283 0.7368 0.059 Uiso calc U . R 1 . .
H H47C 0.8528 0.9604 0.728 0.059 Uiso calc U . R 1 . .
C C48 0.5322(4) 0.8719(4) 0.5340(2) 0.0393(15) Uani d . . . 1 . .
H H48A 0.5529 0.8217 0.519 0.059 Uiso calc U . R 1 . .
H H48B 0.4964 0.9042 0.5018 0.059 Uiso calc U . R 1 . .
H H48C 0.4865 0.8614 0.5609 0.059 Uiso calc U . R 1 . .
N N2 0.7094(3) 0.5709(3) 0.70039(19) 0.0263(10) Uani d . . . 1 . .
H H2A 0.687(5) 0.536(4) 0.730(3) 0.08(2) Uiso d . . . 1 . .
C C51 0.7936(4) 0.5414(3) 0.6754(2) 0.0265(12) Uani d . . . 1 . .
C C52 0.7726(4) 0.4906(3) 0.6286(2) 0.0308(13) Uani d . . . 1 . .
C C53 0.8555(5) 0.4640(4) 0.6052(3) 0.0425(16) Uani d . . . 1 . .
H H53 0.8438 0.4298 0.5727 0.051 Uiso calc U . R 1 . .
C C54 0.9530(5) 0.4872(4) 0.6290(3) 0.0460(17) Uani d . . . 1 . .
H H54 1.0081 0.4704 0.6118 0.055 Uiso calc U . R 1 . .
C C55 0.9723(4) 0.5341(3) 0.6770(3) 0.0370(15) Uani d . . . 1 . .
H H55 1.0407 0.5481 0.6936 0.044 Uiso calc U . R 1 . .
C C56 0.8926(4) 0.5617(3) 0.7018(2) 0.0273(12) Uani d . . . 1 . .
C C57 0.6663(4) 0.4609(4) 0.6043(3) 0.0421(16) Uani d . . . 1 . .
H H57A 0.6686 0.4246 0.5722 0.063 Uiso calc U . R 1 . .
H H57B 0.6217 0.5057 0.5903 0.063 Uiso calc U . R 1 . .
H H57C 0.6395 0.433 0.6345 0.063 Uiso calc U . R 1 . .
C C58 0.9162(4) 0.6123(4) 0.7549(3) 0.0425(16) Uani d . . . 1 . .
H H58A 0.8899 0.6658 0.7455 0.064 Uiso calc U . R 1 . .
H H58B 0.9903 0.6146 0.7687 0.064 Uiso calc U . R 1 . .
H H58C 0.8838 0.5897 0.785 0.064 Uiso calc U . R 1 . .
N N3 0.6079(3) 0.6691(3) 0.72599(17) 0.0244(10) Uani d . . . 1 . .
C C61 0.5856(4) 0.6247(3) 0.7744(2) 0.0263(12) Uani d . . . 1 . .
C C62 0.6375(4) 0.6451(3) 0.8294(2) 0.0278(13) Uani d . . . 1 . .
C C63 0.6103(4) 0.6071(3) 0.8758(2) 0.0319(13) Uani d . . . 1 . .
H H63 0.6445 0.62 0.9138 0.038 Uiso calc U . R 1 . .
C C64 0.5334(4) 0.5502(3) 0.8678(3) 0.0338(14) Uani d . . . 1 . .
H H64 0.5147 0.5254 0.9003 0.041 Uiso calc U . R 1 . .
C C65 0.4841(4) 0.5298(3) 0.8123(2) 0.0322(14) Uani d . . . 1 . .
H H65 0.4325 0.4903 0.8067 0.039 Uiso calc U . R 1 . .
C C66 0.5108(4) 0.5674(3) 0.7646(2) 0.0261(12) Uani d . . . 1 . .
C C67 0.7188(4) 0.7080(4) 0.8391(2) 0.0332(14) Uani d . . . 1 . .
H H67A 0.7727 0.6943 0.8181 0.05 Uiso calc U . R 1 . .
H H67B 0.748 0.7119 0.8805 0.05 Uiso calc U . R 1 . .
H H67C 0.6885 0.7589 0.8252 0.05 Uiso calc U . R 1 . .
C C68 0.4545(4) 0.5466(4) 0.7047(2) 0.0338(14) Uani d . . . 1 . .
H H68A 0.4231 0.5942 0.6854 0.051 Uiso calc U . R 1 . .
H H68B 0.4011 0.5077 0.7073 0.051 Uiso calc U . R 1 . .
H H68C 0.5025 0.5242 0.6826 0.051 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 C21 . 1.844(6) ?
P1 C11 . 1.849(5) ?
P1 C1 . 1.871(5) ?
C1 C2 . 1.491(7) ?
C1 H1A . 0.99 ?
C1 H1B . 0.99 ?
C2 C3 . 1.344(7) ?
C2 H2 . 0.95 ?
C3 N3 . 1.411(7) ?
C3 C4 . 1.511(7) ?
C4 N1 . 1.261(7) ?
C4 B1 . 1.624(8) ?
C5 N2 . 1.321(7) ?
C5 N3 . 1.353(6) ?
C5 B1 . 1.630(8) ?
C11 C12 . 1.403(8) ?
C11 C16 . 1.425(7) ?
C12 C13 . 1.406(7) ?
C12 C17 . 1.513(7) ?
C13 C14 . 1.388(8) ?
C13 H13 . 0.95 ?
C14 C15 . 1.364(9) ?
C14 C18 . 1.518(8) ?
C15 C16 . 1.407(7) ?
C15 H15 . 0.95 ?
C16 C19 . 1.503(8) ?
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 . 1.408(8) ?
C21 C26 . 1.419(8) ?
C22 C23 . 1.378(7) ?
C22 C27 . 1.517(8) ?
C23 C24 . 1.385(8) ?
C23 H23 . 0.95 ?
C24 C25 . 1.390(9) ?
C24 C28 . 1.483(8) ?
C25 C26 . 1.378(8) ?
C25 H25 . 0.95 ?
C26 C29 . 1.511(8) ?
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 ?
B1 C31 . 1.644(8) ?
B1 H1 . 1.08(4) ?
C31 C32 . 1.404(7) ?
C31 C36 . 1.437(7) ?
C32 C33 . 1.385(7) ?
C32 C37 . 1.515(7) ?
C33 C34 . 1.389(7) ?
C33 H33 . 0.95 ?
C34 C35 . 1.371(7) ?
C34 C38 . 1.489(8) ?
C35 C36 . 1.386(7) ?
C35 H35 . 0.95 ?
C36 C39 . 1.503(7) ?
C37 F1 . 1.316(6) ?
C37 F2 . 1.334(6) ?
C37 F3 . 1.339(6) ?
C38 F5 . 1.322(7) ?
C38 F6 . 1.341(6) ?
C38 F4 . 1.342(6) ?
C39 F9 . 1.335(6) ?
C39 F8 . 1.338(6) ?
C39 F7 . 1.363(5) ?
N1 C41 . 1.418(6) ?
C41 C46 . 1.388(7) ?
C41 C42 . 1.411(7) ?
C42 C43 . 1.393(8) ?
C42 C47 . 1.492(8) ?
C43 C44 . 1.389(9) ?
C43 H43 . 0.95 ?
C44 C45 . 1.379(9) ?
C44 H44 . 0.95 ?
C45 C46 . 1.397(8) ?
C45 H45 . 0.95 ?
C46 C48 . 1.502(8) ?
C47 H47A . 0.98 ?
C47 H47B . 0.98 ?
C47 H47C . 0.98 ?
C48 H48A . 0.98 ?
C48 H48B . 0.98 ?
C48 H48C . 0.98 ?
N2 C51 . 1.456(6) ?
N2 H2A . 1.00(7) ?
C51 C52 . 1.385(7) ?
C51 C56 . 1.390(7) ?
C52 C53 . 1.404(8) ?
C52 C57 . 1.509(8) ?
C53 C54 . 1.371(9) ?
C53 H53 . 0.95 ?
C54 C55 . 1.367(8) ?
C54 H54 . 0.95 ?
C55 C56 . 1.390(7) ?
C55 H55 . 0.95 ?
C56 C58 . 1.500(8) ?
C57 H57A . 0.98 ?
C57 H57B . 0.98 ?
C57 H57C . 0.98 ?
C58 H58A . 0.98 ?
C58 H58B . 0.98 ?
C58 H58C . 0.98 ?
N3 C61 . 1.447(6) ?
C61 C66 . 1.379(7) ?
C61 C62 . 1.391(7) ?
C62 C63 . 1.378(7) ?
C62 C67 . 1.505(7) ?
C63 C64 . 1.393(8) ?
C63 H63 . 0.95 ?
C64 C65 . 1.392(8) ?
C64 H64 . 0.95 ?
C65 C66 . 1.399(7) ?
C65 H65 . 0.95 ?
C66 C68 . 1.507(7) ?
C67 H67A . 0.98 ?
C67 H67B . 0.98 ?
C67 H67C . 0.98 ?
C68 H68A . 0.98 ?
C68 H68B . 0.98 ?
C68 H68C . 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
C21 P1 C11 . . 103.1(2) ?
C21 P1 C1 . . 98.6(2) ?
C11 P1 C1 . . 110.5(2) ?
C2 C1 P1 . . 106.6(4) ?
C2 C1 H1A . . 110.4 ?
P1 C1 H1A . . 110.4 ?
C2 C1 H1B . . 110.4 ?
P1 C1 H1B . . 110.4 ?
H1A C1 H1B . . 108.6 ?
C3 C2 C1 . . 133.2(5) ?
C3 C2 H2 . . 113.4 ?
C1 C2 H2 . . 113.4 ?
C2 C3 N3 . . 128.0(5) ?
C2 C3 C4 . . 122.9(5) ?
N3 C3 C4 . . 109.0(4) ?
N1 C4 C3 . . 117.0(5) ?
N1 C4 B1 . . 135.5(5) ?
C3 C4 B1 . . 107.4(4) ?
N2 C5 N3 . . 118.7(5) ?
N2 C5 B1 . . 129.7(5) ?
N3 C5 B1 . . 111.3(5) ?
C12 C11 C16 . . 118.5(5) ?
C12 C11 P1 . . 128.3(4) ?
C16 C11 P1 . . 113.1(4) ?
C11 C12 C13 . . 119.2(5) ?
C11 C12 C17 . . 125.0(5) ?
C13 C12 C17 . . 115.8(5) ?
C14 C13 C12 . . 122.6(6) ?
C14 C13 H13 . . 118.7 ?
C12 C13 H13 . . 118.7 ?
C15 C14 C13 . . 117.9(5) ?
C15 C14 C18 . . 121.8(6) ?
C13 C14 C18 . . 120.2(6) ?
C14 C15 C16 . . 122.4(5) ?
C14 C15 H15 . . 118.8 ?
C16 C15 H15 . . 118.8 ?
C15 C16 C11 . . 119.3(5) ?
C15 C16 C19 . . 117.3(5) ?
C11 C16 C19 . . 123.4(5) ?
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 . . 117.7(5) ?
C22 C21 P1 . . 124.9(4) ?
C26 C21 P1 . . 117.4(4) ?
C23 C22 C21 . . 120.1(5) ?
C23 C22 C27 . . 116.8(5) ?
C21 C22 C27 . . 123.1(5) ?
C22 C23 C24 . . 122.8(6) ?
C22 C23 H23 . . 118.6 ?
C24 C23 H23 . . 118.6 ?
C23 C24 C25 . . 116.8(5) ?
C23 C24 C28 . . 121.1(6) ?
C25 C24 C28 . . 122.0(6) ?
C26 C25 C24 . . 122.7(6) ?
C26 C25 H25 . . 118.7 ?
C24 C25 H25 . . 118.7 ?
C25 C26 C21 . . 119.8(6) ?
C25 C26 C29 . . 117.8(6) ?
C21 C26 C29 . . 122.3(5) ?
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 ?
C4 B1 C5 . . 98.2(4) ?
C4 B1 C31 . . 120.6(5) ?
C5 B1 C31 . . 115.1(5) ?
C4 B1 H1 . . 108.(2) ?
C5 B1 H1 . . 103.(2) ?
C31 B1 H1 . . 111.(2) ?
C32 C31 C36 . . 113.8(4) ?
C32 C31 B1 . . 125.2(4) ?
C36 C31 B1 . . 120.8(4) ?
C33 C32 C31 . . 123.4(4) ?
C33 C32 C37 . . 111.3(4) ?
C31 C32 C37 . . 125.4(4) ?
C32 C33 C34 . . 120.4(5) ?
C32 C33 H33 . . 119.8 ?
C34 C33 H33 . . 119.8 ?
C35 C34 C33 . . 118.8(5) ?
C35 C34 C38 . . 122.5(5) ?
C33 C34 C38 . . 118.8(5) ?
C34 C35 C36 . . 121.0(5) ?
C34 C35 H35 . . 119.5 ?
C36 C35 H35 . . 119.5 ?
C35 C36 C31 . . 122.3(5) ?
C35 C36 C39 . . 116.3(4) ?
C31 C36 C39 . . 121.4(5) ?
F1 C37 F2 . . 105.8(4) ?
F1 C37 F3 . . 106.2(4) ?
F2 C37 F3 . . 103.9(4) ?
F1 C37 C32 . . 116.3(4) ?
F2 C37 C32 . . 111.6(4) ?
F3 C37 C32 . . 112.2(4) ?
F5 C38 F6 . . 107.4(5) ?
F5 C38 F4 . . 105.1(5) ?
F6 C38 F4 . . 105.3(5) ?
F5 C38 C34 . . 113.0(5) ?
F6 C38 C34 . . 112.7(5) ?
F4 C38 C34 . . 112.6(5) ?
F9 C39 F8 . . 107.2(5) ?
F9 C39 F7 . . 104.8(4) ?
F8 C39 F7 . . 105.2(4) ?
F9 C39 C36 . . 113.3(4) ?
F8 C39 C36 . . 115.0(5) ?
F7 C39 C36 . . 110.5(4) ?
C4 N1 C41 . . 125.6(4) ?
C46 C41 C42 . . 121.5(5) ?
C46 C41 N1 . . 122.0(5) ?
C42 C41 N1 . . 115.8(5) ?
C43 C42 C41 . . 117.8(6) ?
C43 C42 C47 . . 121.4(5) ?
C41 C42 C47 . . 120.8(5) ?
C44 C43 C42 . . 121.7(6) ?
C44 C43 H43 . . 119.2 ?
C42 C43 H43 . . 119.2 ?
C45 C44 C43 . . 119.1(6) ?
C45 C44 H44 . . 120.4 ?
C43 C44 H44 . . 120.4 ?
C44 C45 C46 . . 121.5(6) ?
C44 C45 H45 . . 119.2 ?
C46 C45 H45 . . 119.2 ?
C41 C46 C45 . . 118.5(6) ?
C41 C46 C48 . . 121.1(5) ?
C45 C46 C48 . . 120.4(5) ?
C42 C47 H47A . . 109.5 ?
C42 C47 H47B . . 109.5 ?
H47A C47 H47B . . 109.5 ?
C42 C47 H47C . . 109.5 ?
H47A C47 H47C . . 109.5 ?
H47B C47 H47C . . 109.5 ?
C46 C48 H48A . . 109.5 ?
C46 C48 H48B . . 109.5 ?
H48A C48 H48B . . 109.5 ?
C46 C48 H48C . . 109.5 ?
H48A C48 H48C . . 109.5 ?
H48B C48 H48C . . 109.5 ?
C5 N2 C51 . . 123.7(5) ?
C5 N2 H2A . . 119.(4) ?
C51 N2 H2A . . 116.(4) ?
C52 C51 C56 . . 122.5(5) ?
C52 C51 N2 . . 119.0(5) ?
C56 C51 N2 . . 118.4(5) ?
C51 C52 C53 . . 117.4(5) ?
C51 C52 C57 . . 122.6(5) ?
C53 C52 C57 . . 119.9(5) ?
C54 C53 C52 . . 120.4(6) ?
C54 C53 H53 . . 119.8 ?
C52 C53 H53 . . 119.8 ?
C55 C54 C53 . . 121.0(5) ?
C55 C54 H54 . . 119.5 ?
C53 C54 H54 . . 119.5 ?
C54 C55 C56 . . 120.6(6) ?
C54 C55 H55 . . 119.7 ?
C56 C55 H55 . . 119.7 ?
C51 C56 C55 . . 117.8(5) ?
C51 C56 C58 . . 122.8(5) ?
C55 C56 C58 . . 119.4(5) ?
C52 C57 H57A . . 109.5 ?
C52 C57 H57B . . 109.5 ?
H57A C57 H57B . . 109.5 ?
C52 C57 H57C . . 109.5 ?
H57A C57 H57C . . 109.5 ?
H57B C57 H57C . . 109.5 ?
C56 C58 H58A . . 109.5 ?
C56 C58 H58B . . 109.5 ?
H58A C58 H58B . . 109.5 ?
C56 C58 H58C . . 109.5 ?
H58A C58 H58C . . 109.5 ?
H58B C58 H58C . . 109.5 ?
C5 N3 C3 . . 113.9(4) ?
C5 N3 C61 . . 123.2(5) ?
C3 N3 C61 . . 122.2(4) ?
C66 C61 C62 . . 122.9(5) ?
C66 C61 N3 . . 119.2(5) ?
C62 C61 N3 . . 117.8(5) ?
C63 C62 C61 . . 117.7(5) ?
C63 C62 C67 . . 120.2(5) ?
C61 C62 C67 . . 122.0(5) ?
C62 C63 C64 . . 121.2(5) ?
C62 C63 H63 . . 119.4 ?
C64 C63 H63 . . 119.4 ?
C65 C64 C63 . . 119.9(5) ?
C65 C64 H64 . . 120.1 ?
C63 C64 H64 . . 120.1 ?
C64 C65 C66 . . 119.8(5) ?
C64 C65 H65 . . 120.1 ?
C66 C65 H65 . . 120.1 ?
C61 C66 C65 . . 118.4(5) ?
C61 C66 C68 . . 122.2(5) ?
C65 C66 C68 . . 119.3(5) ?
C62 C67 H67A . . 109.5 ?
C62 C67 H67B . . 109.5 ?
H67A C67 H67B . . 109.5 ?
C62 C67 H67C . . 109.5 ?
H67A C67 H67C . . 109.5 ?
H67B C67 H67C . . 109.5 ?
C66 C68 H68A . . 109.5 ?
C66 C68 H68B . . 109.5 ?
H68A C68 H68B . . 109.5 ?
C66 C68 H68C . . 109.5 ?
H68A C68 H68C . . 109.5 ?
H68B C68 H68C . . 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
C21 P1 C1 C2 . . . . 66.0(4) ?
C11 P1 C1 C2 . . . . 173.5(4) ?
P1 C1 C2 C3 . . . . -139.5(6) ?
C1 C2 C3 N3 . . . . -3.3(10) ?
C1 C2 C3 C4 . . . . 179.5(5) ?
C2 C3 C4 N1 . . . . 0.1(8) ?
N3 C3 C4 N1 . . . . -177.6(4) ?
C2 C3 C4 B1 . . . . 177.6(5) ?
N3 C3 C4 B1 . . . . 0.0(6) ?
C21 P1 C11 C12 . . . . 120.4(5) ?
C1 P1 C11 C12 . . . . 15.9(6) ?
C21 P1 C11 C16 . . . . -64.3(5) ?
C1 P1 C11 C16 . . . . -168.8(4) ?
C16 C11 C12 C13 . . . . 3.8(8) ?
P1 C11 C12 C13 . . . . 178.9(4) ?
C16 C11 C12 C17 . . . . -177.9(5) ?
P1 C11 C12 C17 . . . . -2.8(9) ?
C11 C12 C13 C14 . . . . -1.0(9) ?
C17 C12 C13 C14 . . . . -179.5(5) ?
C12 C13 C14 C15 . . . . -1.4(9) ?
C12 C13 C14 C18 . . . . -179.1(6) ?
C13 C14 C15 C16 . . . . 1.0(9) ?
C18 C14 C15 C16 . . . . 178.7(6) ?
C14 C15 C16 C11 . . . . 1.8(9) ?
C14 C15 C16 C19 . . . . -178.4(6) ?
C12 C11 C16 C15 . . . . -4.2(8) ?
P1 C11 C16 C15 . . . . 180.0(4) ?
C12 C11 C16 C19 . . . . 176.1(5) ?
P1 C11 C16 C19 . . . . 0.2(7) ?
C11 P1 C21 C22 . . . . -39.2(5) ?
C1 P1 C21 C22 . . . . 74.3(5) ?
C11 P1 C21 C26 . . . . 139.4(4) ?
C1 P1 C21 C26 . . . . -107.1(4) ?
C26 C21 C22 C23 . . . . -0.3(7) ?
P1 C21 C22 C23 . . . . 178.3(4) ?
C26 C21 C22 C27 . . . . 179.0(5) ?
P1 C21 C22 C27 . . . . -2.3(7) ?
C21 C22 C23 C24 . . . . -0.4(8) ?
C27 C22 C23 C24 . . . . -179.8(5) ?
C22 C23 C24 C25 . . . . 1.1(8) ?
C22 C23 C24 C28 . . . . -179.7(5) ?
C23 C24 C25 C26 . . . . -1.1(8) ?
C28 C24 C25 C26 . . . . 179.8(6) ?
C24 C25 C26 C21 . . . . 0.4(8) ?
C24 C25 C26 C29 . . . . 177.7(5) ?
C22 C21 C26 C25 . . . . 0.4(8) ?
P1 C21 C26 C25 . . . . -178.4(4) ?
C22 C21 C26 C29 . . . . -176.8(5) ?
P1 C21 C26 C29 . . . . 4.5(7) ?
N1 C4 B1 C5 . . . . 179.0(6) ?
C3 C4 B1 C5 . . . . 2.2(5) ?
N1 C4 B1 C31 . . . . -55.3(9) ?
C3 C4 B1 C31 . . . . 127.9(5) ?
N2 C5 B1 C4 . . . . -176.9(5) ?
N3 C5 B1 C4 . . . . -3.9(5) ?
N2 C5 B1 C31 . . . . 53.7(7) ?
N3 C5 B1 C31 . . . . -133.3(4) ?
C4 B1 C31 C32 . . . . -64.2(8) ?
C5 B1 C31 C32 . . . . 53.1(7) ?
C4 B1 C31 C36 . . . . 121.1(6) ?
C5 B1 C31 C36 . . . . -121.5(5) ?
C36 C31 C32 C33 . . . . 6.6(8) ?
B1 C31 C32 C33 . . . . -168.4(5) ?
C36 C31 C32 C37 . . . . -172.3(5) ?
B1 C31 C32 C37 . . . . 12.7(9) ?
C31 C32 C33 C34 . . . . -1.2(9) ?
C37 C32 C33 C34 . . . . 177.7(5) ?
C32 C33 C34 C35 . . . . -3.9(9) ?
C32 C33 C34 C38 . . . . 175.8(5) ?
C33 C34 C35 C36 . . . . 3.1(9) ?
C38 C34 C35 C36 . . . . -176.6(5) ?
C34 C35 C36 C31 . . . . 2.8(9) ?
C34 C35 C36 C39 . . . . -177.2(5) ?
C32 C31 C36 C35 . . . . -7.3(8) ?
B1 C31 C36 C35 . . . . 167.9(5) ?
C32 C31 C36 C39 . . . . 172.6(5) ?
B1 C31 C36 C39 . . . . -12.1(8) ?
C33 C32 C37 F1 . . . . -173.2(5) ?
C31 C32 C37 F1 . . . . 5.8(8) ?
C33 C32 C37 F2 . . . . -51.7(6) ?
C31 C32 C37 F2 . . . . 127.2(6) ?
C33 C32 C37 F3 . . . . 64.3(6) ?
C31 C32 C37 F3 . . . . -116.7(6) ?
C35 C34 C38 F5 . . . . 109.9(6) ?
C33 C34 C38 F5 . . . . -69.7(7) ?
C35 C34 C38 F6 . . . . -12.1(9) ?
C33 C34 C38 F6 . . . . 168.3(5) ?
C35 C34 C38 F4 . . . . -131.1(6) ?
C33 C34 C38 F4 . . . . 49.2(8) ?
C35 C36 C39 F9 . . . . 130.0(5) ?
C31 C36 C39 F9 . . . . -50.0(7) ?
C35 C36 C39 F8 . . . . -106.2(5) ?
C31 C36 C39 F8 . . . . 73.8(7) ?
C35 C36 C39 F7 . . . . 12.7(7) ?
C31 C36 C39 F7 . . . . -167.3(5) ?
C3 C4 N1 C41 . . . . 171.5(5) ?
B1 C4 N1 C41 . . . . -5.1(10) ?
C4 N1 C41 C46 . . . . 100.0(7) ?
C4 N1 C41 C42 . . . . -90.3(7) ?
C46 C41 C42 C43 . . . . 0.4(8) ?
N1 C41 C42 C43 . . . . -169.4(5) ?
C46 C41 C42 C47 . . . . -178.4(5) ?
N1 C41 C42 C47 . . . . 11.7(7) ?
C41 C42 C43 C44 . . . . -0.4(9) ?
C47 C42 C43 C44 . . . . 178.4(5) ?
C42 C43 C44 C45 . . . . 0.1(9) ?
C43 C44 C45 C46 . . . . 0.3(10) ?
C42 C41 C46 C45 . . . . 0.0(8) ?
N1 C41 C46 C45 . . . . 169.1(5) ?
C42 C41 C46 C48 . . . . -179.8(5) ?
N1 C41 C46 C48 . . . . -10.6(8) ?
C44 C45 C46 C41 . . . . -0.3(9) ?
C44 C45 C46 C48 . . . . 179.4(6) ?
N3 C5 N2 C51 . . . . -168.2(5) ?
B1 C5 N2 C51 . . . . 4.4(8) ?
C5 N2 C51 C52 . . . . -105.1(6) ?
C5 N2 C51 C56 . . . . 78.8(7) ?
C56 C51 C52 C53 . . . . -4.7(8) ?
N2 C51 C52 C53 . . . . 179.4(5) ?
C56 C51 C52 C57 . . . . 172.5(5) ?
N2 C51 C52 C57 . . . . -3.4(8) ?
C51 C52 C53 C54 . . . . 1.0(9) ?
C57 C52 C53 C54 . . . . -176.4(6) ?
C52 C53 C54 C55 . . . . 2.4(10) ?
C53 C54 C55 C56 . . . . -2.1(10) ?
C52 C51 C56 C55 . . . . 5.0(8) ?
N2 C51 C56 C55 . . . . -179.1(5) ?
C52 C51 C56 C58 . . . . -175.8(5) ?
N2 C51 C56 C58 . . . . 0.1(8) ?
C54 C55 C56 C51 . . . . -1.5(9) ?
C54 C55 C56 C58 . . . . 179.3(6) ?
N2 C5 N3 C3 . . . . 178.3(4) ?
B1 C5 N3 C3 . . . . 4.4(6) ?
N2 C5 N3 C61 . . . . 8.0(7) ?
B1 C5 N3 C61 . . . . -165.9(5) ?
C2 C3 N3 C5 . . . . 179.7(5) ?
C4 C3 N3 C5 . . . . -2.8(6) ?
C2 C3 N3 C61 . . . . -9.9(8) ?
C4 C3 N3 C61 . . . . 167.6(4) ?
C5 N3 C61 C66 . . . . -85.1(6) ?
C3 N3 C61 C66 . . . . 105.4(6) ?
C5 N3 C61 C62 . . . . 98.3(6) ?
C3 N3 C61 C62 . . . . -71.2(6) ?
C66 C61 C62 C63 . . . . -1.6(8) ?
N3 C61 C62 C63 . . . . 174.9(5) ?
C66 C61 C62 C67 . . . . -179.8(5) ?
N3 C61 C62 C67 . . . . -3.4(8) ?
C61 C62 C63 C64 . . . . 0.0(8) ?
C67 C62 C63 C64 . . . . 178.3(5) ?
C62 C63 C64 C65 . . . . 1.3(8) ?
C63 C64 C65 C66 . . . . -1.1(8) ?
C62 C61 C66 C65 . . . . 1.8(8) ?
N3 C61 C66 C65 . . . . -174.6(5) ?
C62 C61 C66 C68 . . . . 179.4(5) ?
N3 C61 C66 C68 . . . . 3.0(8) ?
C64 C65 C66 C61 . . . . -0.4(8) ?
C64 C65 C66 C68 . . . . -178.1(5) ?




#=============================================================================
#  end of cif data for "erk9313" (compound 13')
#=============================================================================
#=============================================================================
#  end of cif file
#=============================================================================
