# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_erk9527
_database_code_depnum_ccdc_archive 'CCDC 2119779'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut WWU University of Muenster
Germany
;
_audit_update_record             
;
2021-11-02 deposited with the CCDC.	2022-01-10 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2016.1-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H30 B F9 N2'
_chemical_formula_iupac          ?
_chemical_formula_weight         612.38

_chemical_melting_point          ?

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

_cell_length_a                   8.7127(9)
_cell_length_b                   33.713(3)
_cell_length_c                   9.8085(9)
_cell_angle_alpha                90
_cell_angle_beta                 95.063(7)
_cell_angle_gamma                90
_cell_volume                     2869.8(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1718
_cell_measurement_theta_min      5.2327
_cell_measurement_theta_max      61.8606
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.090
_exptl_crystal_density_diffrn    1.417
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1264

_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  0.73
_exptl_absorpt_correction_T_max  0.91

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

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

_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Kappa CCD APEXII'
_diffrn_measurement_method       'phi / omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            21209
_diffrn_reflns_av_R_equivalents  0.1162
_diffrn_reflns_av_unetI/netI     0.1466
_diffrn_reflns_theta_min         4.71
_diffrn_reflns_theta_max         66.80
_diffrn_reflns_theta_full        66.80
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.984
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11

_refine_special_details          
;

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

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

The hydrogen at N2 atom was refined freely.
;

_reflns_number_total             5020
_reflns_number_gt                3131
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1117
_refine_ls_R_factor_gt           0.0703
_refine_ls_wR_factor_gt          0.1684
_refine_ls_wR_factor_ref         0.1958
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_refine_ls_number_reflns         5020
_refine_ls_number_parameters     399
_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)+(0.0222P)²+0.5637P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.301
_refine_diff_density_min         -0.307
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0033(4)

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'

_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    'APEX3 v2016.1-0 (Bruker AXS Inc., 2016)'
_computing_publication_material  'APEX3 v2016.1-0 (Bruker AXS Inc., 2016)'

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 0.3695(5) 0.36639(13) 0.6031(4) 0.0290(10) Uani d . . . 1 . .
N N1 0.3031(3) 0.38070(9) 0.4758(3) 0.0268(7) Uani d . . . 1 . .
N N2 0.2102(4) 0.27608(10) 0.4212(3) 0.0321(8) Uani d . . . 1 . .
H H1 0.298(5) 0.2753(12) 0.386(4) 0.029(11) Uiso d . . . 1 . .
C C1 0.2351(4) 0.34839(12) 0.3948(4) 0.0309(9) Uani d . . . 1 . .
C C2 0.2127(5) 0.31447(11) 0.4927(4) 0.0312(9) Uani d . . . 1 . .
H H2 0.1094 0.3181 0.528 0.037 Uiso calc U . R 1 . .
C C3 0.3348(5) 0.32083(11) 0.6141(4) 0.0328(9) Uani d . . . 1 . .
H H3 0.4298 0.3061 0.594 0.039 Uiso calc U . R 1 . .
C C4 0.2880(6) 0.30640(13) 0.7527(4) 0.0464(12) Uani d . . . 1 . .
H H4A 0.1947 0.3204 0.7747 0.07 Uiso calc U . R 1 . .
H H4B 0.3716 0.3118 0.8238 0.07 Uiso calc U . R 1 . .
H H4C 0.2677 0.2778 0.7482 0.07 Uiso calc U . R 1 . .
C C5 0.2015(5) 0.34687(12) 0.2607(4) 0.0337(9) Uani d . . . 1 . .
H H5 0.1552 0.3229 0.2272 0.04 Uiso calc U . R 1 . .
C C6 0.2261(5) 0.37772(13) 0.1534(4) 0.0400(10) Uani d . . . 1 . .
H H6A 0.1335 0.3942 0.1378 0.06 Uiso calc U . R 1 . .
H H6B 0.2467 0.3646 0.0678 0.06 Uiso calc U . R 1 . .
H H6C 0.3141 0.3945 0.1848 0.06 Uiso calc U . R 1 . .
C C11 0.2763(4) 0.42132(11) 0.4286(4) 0.0293(9) Uani d . . . 1 . .
C C12 0.1255(5) 0.43457(12) 0.4098(4) 0.0349(9) Uani d . . . 1 . .
C C13 0.0994(5) 0.47367(12) 0.3634(4) 0.0370(10) Uani d . . . 1 . .
H H13 -0.0032 0.4834 0.3502 0.044 Uiso calc U . R 1 . .
C C14 0.2195(5) 0.49805(13) 0.3369(4) 0.0398(10) Uani d . . . 1 . .
H H14 0.2 0.5244 0.3057 0.048 Uiso calc U . R 1 . .
C C15 0.3698(5) 0.48397(12) 0.3558(4) 0.0375(10) Uani d . . . 1 . .
H H15 0.4528 0.501 0.3385 0.045 Uiso calc U . R 1 . .
C C16 0.4005(5) 0.44493(12) 0.4001(4) 0.0328(9) Uani d . . . 1 . .
C C17 -0.0117(5) 0.40983(13) 0.4393(4) 0.0383(10) Uani d . . . 1 . .
H H17A -0.0463 0.3942 0.3581 0.057 Uiso calc U . R 1 . .
H H17B -0.0954 0.4273 0.463 0.057 Uiso calc U . R 1 . .
H H17C 0.0172 0.3919 0.5161 0.057 Uiso calc U . R 1 . .
C C18 0.5636(5) 0.43031(12) 0.4121(4) 0.0370(10) Uani d . . . 1 . .
H H18A 0.6289 0.4493 0.3682 0.055 Uiso calc U . R 1 . .
H H18B 0.5683 0.4045 0.3669 0.055 Uiso calc U . R 1 . .
H H18C 0.6004 0.4276 0.509 0.055 Uiso calc U . R 1 . .
C C21 0.1920(5) 0.24114(12) 0.5013(4) 0.0319(9) Uani d . . . 1 . .
C C22 0.3128(5) 0.21410(12) 0.5230(4) 0.0353(10) Uani d . . . 1 . .
C C23 0.2910(6) 0.18029(14) 0.5993(5) 0.0501(12) Uani d . . . 1 . .
H H23 0.3726 0.1617 0.6146 0.06 Uiso calc U . R 1 . .
C C24 0.1545(7) 0.17330(15) 0.6526(5) 0.0606(15) Uani d . . . 1 . .
H H24 0.1423 0.1502 0.7061 0.073 Uiso calc U . R 1 . .
C C25 0.0351(7) 0.19939(16) 0.6296(5) 0.0624(16) Uani d . . . 1 . .
H H25 -0.0597 0.1941 0.6671 0.075 Uiso calc U . R 1 . .
C C26 0.0494(6) 0.23402(14) 0.5514(4) 0.0453(11) Uani d . . . 1 . .
C C27 0.4650(5) 0.22049(14) 0.4651(5) 0.0475(12) Uani d . . . 1 . .
H H27A 0.4485 0.2231 0.3654 0.071 Uiso calc U . R 1 . .
H H27B 0.5326 0.1978 0.4881 0.071 Uiso calc U . R 1 . .
H H27C 0.5131 0.2447 0.504 0.071 Uiso calc U . R 1 . .
C C28 -0.0856(6) 0.26083(15) 0.5215(6) 0.0625(15) Uani d . . . 1 . .
H H28A -0.0776 0.2833 0.5851 0.094 Uiso calc U . R 1 . .
H H28B -0.1808 0.2462 0.5325 0.094 Uiso calc U . R 1 . .
H H28C -0.087 0.2706 0.4274 0.094 Uiso calc U . R 1 . .
C C31 0.4684(4) 0.39029(11) 0.7202(3) 0.0268(8) Uani d . . . 1 . .
C C32 0.4053(4) 0.41838(11) 0.8082(4) 0.0271(8) Uani d . . . 1 . .
C C33 0.4948(4) 0.43746(11) 0.9134(4) 0.0291(9) Uani d . . . 1 . .
H H33 0.4487 0.4561 0.97 0.035 Uiso calc U . R 1 . .
C C34 0.6506(5) 0.42930(11) 0.9352(4) 0.0307(9) Uani d . . . 1 . .
C C35 0.7173(5) 0.40101(11) 0.8549(4) 0.0305(9) Uani d . . . 1 . .
H H35 0.8238 0.3949 0.8708 0.037 Uiso calc U . R 1 . .
C C36 0.6267(4) 0.38204(11) 0.7519(4) 0.0285(8) Uani d . . . 1 . .
C C37 0.2382(5) 0.42836(12) 0.7919(4) 0.0329(9) Uani d . . . 1 . .
C C38 0.7504(5) 0.44963(13) 1.0447(4) 0.0375(10) Uani d . . . 1 . .
C C39 0.7060(5) 0.35002(12) 0.6779(4) 0.0307(9) Uani d . . . 1 . .
F F1 0.1490(3) 0.39783(7) 0.7485(3) 0.0430(6) Uani d . . . 1 . .
F F2 0.2062(3) 0.45816(7) 0.7028(2) 0.0407(6) Uani d . . . 1 . .
F F3 0.1858(3) 0.44056(7) 0.9106(2) 0.0387(6) Uani d . . . 1 . .
F F4 0.6725(3) 0.47548(7) 1.1163(2) 0.0464(7) Uani d . . . 1 . .
F F5 0.8650(3) 0.46968(9) 0.9960(3) 0.0594(8) Uani d . . . 1 . .
F F6 0.8161(3) 0.42400(8) 1.1369(3) 0.0574(8) Uani d . . . 1 . .
F F7 0.8594(3) 0.35392(7) 0.6901(2) 0.0390(6) Uani d . . . 1 . .
F F8 0.6773(3) 0.31360(6) 0.7283(2) 0.0361(6) Uani d . . . 1 . .
F F9 0.6623(3) 0.34821(7) 0.5426(2) 0.0392(6) Uani d . . . 1 . .


_geom_special_details            
;

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 N1 . 1.414(5) ?
B1 C3 . 1.571(6) ?
B1 C31 . 1.593(6) ?
N1 C1 . 1.444(5) ?
N1 C11 . 1.458(5) ?
N2 C21 . 1.432(5) ?
N2 C2 . 1.471(5) ?
N2 H1 . 0.86(4) ?
C1 C5 . 1.323(5) ?
C1 C2 . 1.517(5) ?
C2 C3 . 1.540(5) ?
C2 H2 . 1.0 ?
C3 C4 . 1.533(6) ?
C3 H3 . 1.0 ?
C4 H4A . 0.98 ?
C4 H4B . 0.98 ?
C4 H4C . 0.98 ?
C5 C6 . 1.509(5) ?
C5 H5 . 0.95 ?
C6 H6A . 0.98 ?
C6 H6B . 0.98 ?
C6 H6C . 0.98 ?
C11 C12 . 1.384(6) ?
C11 C16 . 1.391(5) ?
C12 C13 . 1.407(6) ?
C12 C17 . 1.507(6) ?
C13 C14 . 1.373(6) ?
C13 H13 . 0.95 ?
C14 C15 . 1.389(6) ?
C14 H14 . 0.95 ?
C15 C16 . 1.404(6) ?
C15 H15 . 0.95 ?
C16 C18 . 1.499(6) ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C21 C22 . 1.394(6) ?
C21 C26 . 1.397(6) ?
C22 C23 . 1.386(6) ?
C22 C27 . 1.504(6) ?
C23 C24 . 1.361(8) ?
C23 H23 . 0.95 ?
C24 C25 . 1.366(8) ?
C24 H24 . 0.95 ?
C25 C26 . 1.408(7) ?
C25 H25 . 0.95 ?
C26 C28 . 1.492(7) ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
C31 C36 . 1.415(5) ?
C31 C32 . 1.424(5) ?
C32 C33 . 1.394(5) ?
C32 C37 . 1.489(6) ?
C33 C34 . 1.383(6) ?
C33 H33 . 0.95 ?
C34 C35 . 1.396(5) ?
C34 C38 . 1.488(5) ?
C35 C36 . 1.383(5) ?
C35 H35 . 0.95 ?
C36 C39 . 1.503(5) ?
C37 F1 . 1.336(4) ?
C37 F2 . 1.345(5) ?
C37 F3 . 1.351(5) ?
C38 F5 . 1.329(5) ?
C38 F4 . 1.340(5) ?
C38 F6 . 1.342(5) ?
C39 F7 . 1.338(5) ?
C39 F9 . 1.350(4) ?
C39 F8 . 1.355(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
N1 B1 C3 . . 109.1(3) ?
N1 B1 C31 . . 128.1(4) ?
C3 B1 C31 . . 122.7(3) ?
B1 N1 C1 . . 110.1(3) ?
B1 N1 C11 . . 130.0(3) ?
C1 N1 C11 . . 119.2(3) ?
C21 N2 C2 . . 117.4(3) ?
C21 N2 H1 . . 110.(3) ?
C2 N2 H1 . . 104.(3) ?
C5 C1 N1 . . 128.3(4) ?
C5 C1 C2 . . 124.8(4) ?
N1 C1 C2 . . 106.9(3) ?
N2 C2 C1 . . 111.0(3) ?
N2 C2 C3 . . 118.1(3) ?
C1 C2 C3 . . 105.4(3) ?
N2 C2 H2 . . 107.3 ?
C1 C2 H2 . . 107.3 ?
C3 C2 H2 . . 107.3 ?
C4 C3 C2 . . 114.9(4) ?
C4 C3 B1 . . 116.0(3) ?
C2 C3 B1 . . 102.0(3) ?
C4 C3 H3 . . 107.8 ?
C2 C3 H3 . . 107.8 ?
B1 C3 H3 . . 107.8 ?
C3 C4 H4A . . 109.5 ?
C3 C4 H4B . . 109.5 ?
H4A C4 H4B . . 109.5 ?
C3 C4 H4C . . 109.5 ?
H4A C4 H4C . . 109.5 ?
H4B C4 H4C . . 109.5 ?
C1 C5 C6 . . 129.4(4) ?
C1 C5 H5 . . 115.3 ?
C6 C5 H5 . . 115.3 ?
C5 C6 H6A . . 109.5 ?
C5 C6 H6B . . 109.5 ?
H6A C6 H6B . . 109.5 ?
C5 C6 H6C . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
C12 C11 C16 . . 122.3(4) ?
C12 C11 N1 . . 117.9(3) ?
C16 C11 N1 . . 119.7(3) ?
C11 C12 C13 . . 118.0(4) ?
C11 C12 C17 . . 123.8(4) ?
C13 C12 C17 . . 118.2(4) ?
C14 C13 C12 . . 121.2(4) ?
C14 C13 H13 . . 119.4 ?
C12 C13 H13 . . 119.4 ?
C13 C14 C15 . . 119.7(4) ?
C13 C14 H14 . . 120.2 ?
C15 C14 H14 . . 120.2 ?
C14 C15 C16 . . 120.9(4) ?
C14 C15 H15 . . 119.6 ?
C16 C15 H15 . . 119.6 ?
C11 C16 C15 . . 117.9(4) ?
C11 C16 C18 . . 123.0(4) ?
C15 C16 C18 . . 119.1(4) ?
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 ?
C22 C21 C26 . . 121.1(4) ?
C22 C21 N2 . . 120.2(4) ?
C26 C21 N2 . . 118.6(4) ?
C23 C22 C21 . . 118.9(4) ?
C23 C22 C27 . . 119.3(4) ?
C21 C22 C27 . . 121.8(4) ?
C24 C23 C22 . . 121.1(5) ?
C24 C23 H23 . . 119.5 ?
C22 C23 H23 . . 119.5 ?
C23 C24 C25 . . 120.2(5) ?
C23 C24 H24 . . 119.9 ?
C25 C24 H24 . . 119.9 ?
C24 C25 C26 . . 121.4(5) ?
C24 C25 H25 . . 119.3 ?
C26 C25 H25 . . 119.3 ?
C21 C26 C25 . . 117.3(5) ?
C21 C26 C28 . . 122.5(4) ?
C25 C26 C28 . . 120.2(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 ?
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 ?
C36 C31 C32 . . 114.8(3) ?
C36 C31 B1 . . 120.9(3) ?
C32 C31 B1 . . 124.1(3) ?
C33 C32 C31 . . 122.3(4) ?
C33 C32 C37 . . 116.9(3) ?
C31 C32 C37 . . 120.7(3) ?
C34 C33 C32 . . 120.0(4) ?
C34 C33 H33 . . 120.0 ?
C32 C33 H33 . . 120.0 ?
C33 C34 C35 . . 120.0(4) ?
C33 C34 C38 . . 121.5(4) ?
C35 C34 C38 . . 118.4(4) ?
C36 C35 C34 . . 119.3(4) ?
C36 C35 H35 . . 120.4 ?
C34 C35 H35 . . 120.4 ?
C35 C36 C31 . . 123.5(4) ?
C35 C36 C39 . . 115.3(3) ?
C31 C36 C39 . . 121.1(3) ?
F1 C37 F2 . . 106.7(3) ?
F1 C37 F3 . . 106.1(3) ?
F2 C37 F3 . . 105.4(3) ?
F1 C37 C32 . . 113.3(3) ?
F2 C37 C32 . . 112.6(3) ?
F3 C37 C32 . . 112.2(3) ?
F5 C38 F4 . . 106.8(3) ?
F5 C38 F6 . . 106.3(4) ?
F4 C38 F6 . . 105.7(3) ?
F5 C38 C34 . . 112.6(3) ?
F4 C38 C34 . . 112.8(3) ?
F6 C38 C34 . . 112.2(3) ?
F7 C39 F9 . . 106.6(3) ?
F7 C39 F8 . . 105.8(3) ?
F9 C39 F8 . . 105.8(3) ?
F7 C39 C36 . . 112.6(3) ?
F9 C39 C36 . . 113.9(3) ?
F8 C39 C36 . . 111.6(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
C3 B1 N1 C1 . . . . -3.9(4) ?
C31 B1 N1 C1 . . . . 174.6(4) ?
C3 B1 N1 C11 . . . . 166.3(4) ?
C31 B1 N1 C11 . . . . -15.1(7) ?
B1 N1 C1 C5 . . . . -159.2(4) ?
C11 N1 C1 C5 . . . . 29.4(6) ?
B1 N1 C1 C2 . . . . 18.8(4) ?
C11 N1 C1 C2 . . . . -152.6(3) ?
C21 N2 C2 C1 . . . . 179.1(3) ?
C21 N2 C2 C3 . . . . 57.2(5) ?
C5 C1 C2 N2 . . . . 23.1(6) ?
N1 C1 C2 N2 . . . . -155.0(3) ?
C5 C1 C2 C3 . . . . 152.1(4) ?
N1 C1 C2 C3 . . . . -26.0(4) ?
N2 C2 C3 C4 . . . . -86.5(5) ?
C1 C2 C3 C4 . . . . 148.8(4) ?
N2 C2 C3 B1 . . . . 147.1(3) ?
C1 C2 C3 B1 . . . . 22.4(4) ?
N1 B1 C3 C4 . . . . -137.7(4) ?
C31 B1 C3 C4 . . . . 43.7(6) ?
N1 B1 C3 C2 . . . . -12.0(4) ?
C31 B1 C3 C2 . . . . 169.3(4) ?
N1 C1 C5 C6 . . . . 1.1(7) ?
C2 C1 C5 C6 . . . . -176.6(4) ?
B1 N1 C11 C12 . . . . -110.4(4) ?
C1 N1 C11 C12 . . . . 59.1(5) ?
B1 N1 C11 C16 . . . . 71.5(5) ?
C1 N1 C11 C16 . . . . -119.0(4) ?
C16 C11 C12 C13 . . . . -1.6(6) ?
N1 C11 C12 C13 . . . . -179.6(3) ?
C16 C11 C12 C17 . . . . 179.9(4) ?
N1 C11 C12 C17 . . . . 1.8(6) ?
C11 C12 C13 C14 . . . . 0.2(6) ?
C17 C12 C13 C14 . . . . 178.9(4) ?
C12 C13 C14 C15 . . . . 0.1(6) ?
C13 C14 C15 C16 . . . . 0.8(6) ?
C12 C11 C16 C15 . . . . 2.4(6) ?
N1 C11 C16 C15 . . . . -179.5(3) ?
C12 C11 C16 C18 . . . . -176.4(4) ?
N1 C11 C16 C18 . . . . 1.6(5) ?
C14 C15 C16 C11 . . . . -2.0(6) ?
C14 C15 C16 C18 . . . . 176.8(4) ?
C2 N2 C21 C22 . . . . -112.4(4) ?
C2 N2 C21 C26 . . . . 70.5(5) ?
C26 C21 C22 C23 . . . . -2.0(6) ?
N2 C21 C22 C23 . . . . -179.1(4) ?
C26 C21 C22 C27 . . . . 177.5(4) ?
N2 C21 C22 C27 . . . . 0.5(6) ?
C21 C22 C23 C24 . . . . 0.0(7) ?
C27 C22 C23 C24 . . . . -179.5(4) ?
C22 C23 C24 C25 . . . . 1.1(7) ?
C23 C24 C25 C26 . . . . -0.3(8) ?
C22 C21 C26 C25 . . . . 2.8(6) ?
N2 C21 C26 C25 . . . . 179.9(4) ?
C22 C21 C26 C28 . . . . -175.5(4) ?
N2 C21 C26 C28 . . . . 1.6(6) ?
C24 C25 C26 C21 . . . . -1.6(7) ?
C24 C25 C26 C28 . . . . 176.6(5) ?
N1 B1 C31 C36 . . . . -112.6(5) ?
C3 B1 C31 C36 . . . . 65.8(5) ?
N1 B1 C31 C32 . . . . 73.3(5) ?
C3 B1 C31 C32 . . . . -108.3(5) ?
C36 C31 C32 C33 . . . . 2.7(5) ?
B1 C31 C32 C33 . . . . 177.2(3) ?
C36 C31 C32 C37 . . . . -176.7(3) ?
B1 C31 C32 C37 . . . . -2.2(5) ?
C31 C32 C33 C34 . . . . -0.1(6) ?
C37 C32 C33 C34 . . . . 179.4(3) ?
C32 C33 C34 C35 . . . . -2.1(6) ?
C32 C33 C34 C38 . . . . 178.9(4) ?
C33 C34 C35 C36 . . . . 1.4(6) ?
C38 C34 C35 C36 . . . . -179.5(3) ?
C34 C35 C36 C31 . . . . 1.5(6) ?
C34 C35 C36 C39 . . . . -175.7(3) ?
C32 C31 C36 C35 . . . . -3.5(5) ?
B1 C31 C36 C35 . . . . -178.1(3) ?
C32 C31 C36 C39 . . . . 173.6(3) ?
B1 C31 C36 C39 . . . . -1.1(5) ?
C33 C32 C37 F1 . . . . -146.6(3) ?
C31 C32 C37 F1 . . . . 32.9(5) ?
C33 C32 C37 F2 . . . . 92.3(4) ?
C31 C32 C37 F2 . . . . -88.3(4) ?
C33 C32 C37 F3 . . . . -26.4(5) ?
C31 C32 C37 F3 . . . . 153.0(3) ?
C33 C34 C38 F5 . . . . -120.6(4) ?
C35 C34 C38 F5 . . . . 60.3(5) ?
C33 C34 C38 F4 . . . . 0.3(5) ?
C35 C34 C38 F4 . . . . -178.8(3) ?
C33 C34 C38 F6 . . . . 119.6(4) ?
C35 C34 C38 F6 . . . . -59.5(5) ?
C35 C36 C39 F7 . . . . -21.4(5) ?
C31 C36 C39 F7 . . . . 161.3(3) ?
C35 C36 C39 F9 . . . . -142.9(3) ?
C31 C36 C39 F9 . . . . 39.7(5) ?
C35 C36 C39 F8 . . . . 97.4(4) ?
C31 C36 C39 F8 . . . . -79.9(4) ?

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_erk9542
_database_code_depnum_ccdc_archive 'CCDC 2119781'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut WWU University of Muenster
Germany
;
_audit_update_record             
;
2021-11-02 deposited with the CCDC.	2022-01-10 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2016.1-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C39 H50 B F9 N2 Si2'
_chemical_formula_iupac          ?
_chemical_formula_weight         784.80

_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                   10.2787(3)
_cell_length_b                   11.0652(3)
_cell_length_c                   18.3857(6)
_cell_angle_alpha                88.526(2)
_cell_angle_beta                 86.347(2)
_cell_angle_gamma                86.166(2)
_cell_volume                     2081.71(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8388
_cell_measurement_theta_min      4.0050
_cell_measurement_theta_max      66.4097
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.050
_exptl_crystal_density_diffrn    1.252
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             824

_exptl_absorpt_coefficient_mu    1.379
_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  0.93

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

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

_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Kappa CCD APEXII'
_diffrn_measurement_method       'phi / omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            30815
_diffrn_reflns_av_R_equivalents  0.0495
_diffrn_reflns_av_unetI/netI     0.0423
_diffrn_reflns_theta_min         4.00
_diffrn_reflns_theta_max         66.85
_diffrn_reflns_theta_full        66.85
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21

_refine_special_details          
;

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

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

One SiMe3 group is disordered over two positions. Several restraints
(SADI, SAME, ISOR and SIMU) were used in order to improve refinement
stability.

The hydrogen at N2 atom was refined freely.
;

_reflns_number_total             7307
_reflns_number_gt                5728
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0587
_refine_ls_R_factor_gt           0.0443
_refine_ls_wR_factor_gt          0.1078
_refine_ls_wR_factor_ref         0.1145
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.078
_refine_ls_number_reflns         7307
_refine_ls_number_parameters     517
_refine_ls_number_restraints     81
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0539P)²+0.6882P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.459
_refine_diff_density_min         -0.522
_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'
Si Si 0.2541 0.3302 '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    'APEX3 v2016.1-0 (Bruker AXS Inc., 2016)'
_computing_publication_material  'APEX3 v2016.1-0 (Bruker AXS Inc., 2016)'

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 0.3310(2) 0.4980(2) 0.23213(12) 0.0172(5) Uani d . . . 1.0 . .
N N1 0.41663(16) 0.39452(14) 0.22066(9) 0.0160(4) Uani d . . . 1.0 . .
N N2 0.63774(16) 0.57480(15) 0.30931(10) 0.0188(4) Uani d . . . 1.0 . .
H H2A 0.649(2) 0.610(2) 0.2686(13) 0.022(6) Uiso d . . . 1.0 . .
Si Si2 0.87361(6) 0.05455(5) 0.13892(3) 0.02396(15) Uani d . . . 1.0 . .
C C1 0.53828(19) 0.40594(17) 0.25332(11) 0.0165(4) Uani d . . . 1.0 . .
C C2 0.51762(18) 0.51055(17) 0.30599(11) 0.0162(4) Uani d . . . 1.0 . .
H H2 0.4965 0.4754 0.3557 0.019 Uiso calc U . R 1.0 . .
C C3 0.39447(19) 0.58786(17) 0.28281(11) 0.0175(4) Uani d . . . 1.0 . .
H H3 0.4254 0.6564 0.2512 0.021 Uiso calc U . R 1.0 . .
C C4 0.3128(2) 0.64316(19) 0.34819(11) 0.0221(5) Uani d . . . 1.0 . .
H H4A 0.2671 0.5778 0.3747 0.027 Uiso calc U . R 1.0 . .
H H4B 0.373 0.6752 0.3818 0.027 Uiso calc U . R 1.0 . .
C C5 0.2113(2) 0.7449(2) 0.32920(13) 0.0291(5) Uani d . . . 1.0 . .
H H5A 0.1464 0.7116 0.299 0.035 Uiso calc U . R 1.0 . .
H H5B 0.2556 0.8078 0.2995 0.035 Uiso calc U . R 1.0 . .
C C6 0.6510(2) 0.34270(18) 0.24075(11) 0.0212(5) Uani d . . . 1.0 . .
H H6 0.717 0.362 0.2716 0.025 Uiso calc U . R 1.0 . .
C C7 0.6943(2) 0.2459(2) 0.18671(12) 0.0267(5) Uani d . . . 1.0 . .
H H7A 0.7322 0.285 0.1419 0.032 Uiso calc U . R 1.0 . .
H H7B 0.6166 0.2051 0.1734 0.032 Uiso calc U . R 1.0 . .
C C8 0.7947(2) 0.15013(18) 0.21437(11) 0.0214(4) Uani d . . . 1.0 . .
H H8A 0.751 0.0973 0.2513 0.026 Uiso calc U . R 1.0 . .
H H8B 0.8629 0.1908 0.2383 0.026 Uiso calc U . R 1.0 . .
Si Si1 0.12298(7) 0.81809(7) 0.41098(4) 0.03780(19) Uani d U . D 1.0 . .
C C11 0.0098(5) 0.7158(7) 0.4582(3) 0.0482(15) Uani d U P D 0.81(2) A 1
H H11A -0.0555 0.6949 0.4248 0.072 Uiso calc U P R 0.81(2) A 1
H H11B 0.0587 0.6419 0.4742 0.072 Uiso calc U P R 0.81(2) A 1
H H11C -0.0342 0.7562 0.5007 0.072 Uiso calc U P R 0.81(2) A 1
C C12 0.0325(9) 0.9627(7) 0.3800(4) 0.0561(19) Uani d U P D 0.81(2) A 1
H H12A 0.0945 1.0158 0.355 0.084 Uiso calc U P R 0.81(2) A 1
H H12B -0.0332 0.9434 0.3464 0.084 Uiso calc U P R 0.81(2) A 1
H H12C -0.0107 1.0039 0.4224 0.084 Uiso calc U P R 0.81(2) A 1
C C13 0.2505(7) 0.8613(6) 0.4725(4) 0.0433(15) Uani d U P D 0.81(2) A 1
H H13A 0.3093 0.9157 0.446 0.065 Uiso calc U P R 0.81(2) A 1
H H13B 0.208 0.9026 0.5151 0.065 Uiso calc U P R 0.81(2) A 1
H H13C 0.3008 0.7882 0.4886 0.065 Uiso calc U P R 0.81(2) A 1
C C11A 0.025(3) 0.683(3) 0.445(2) 0.081(11) Uani d U P D 0.19(2) A 2
H H11D -0.0304 0.66 0.4068 0.122 Uiso calc U P R 0.19(2) A 2
H H11E 0.0853 0.614 0.4571 0.122 Uiso calc U P R 0.19(2) A 2
H H11F -0.0302 0.7059 0.4887 0.122 Uiso calc U P R 0.19(2) A 2
C C12A -0.008(3) 0.933(3) 0.3871(19) 0.060(8) Uani d U P D 0.19(2) A 2
H H12D -0.0522 0.9049 0.3455 0.089 Uiso calc U P R 0.19(2) A 2
H H12E -0.0713 0.9437 0.4289 0.089 Uiso calc U P R 0.19(2) A 2
H H12F 0.0301 1.0097 0.3743 0.089 Uiso calc U P R 0.19(2) A 2
C C13A 0.221(3) 0.850(3) 0.4883(16) 0.060(9) Uani d U P D 0.19(2) A 2
H H13D 0.2865 0.7827 0.4952 0.089 Uiso calc U P R 0.19(2) A 2
H H13E 0.2651 0.9249 0.478 0.089 Uiso calc U P R 0.19(2) A 2
H H13F 0.1636 0.859 0.5327 0.089 Uiso calc U P R 0.19(2) A 2
C C21 0.7451(2) -0.0096(2) 0.08660(13) 0.0349(6) Uani d . . . 1.0 . .
H H21A 0.7867 -0.0618 0.0484 0.052 Uiso calc U . R 1.0 . .
H H21B 0.6921 0.0566 0.0643 0.052 Uiso calc U . R 1.0 . .
H H21C 0.689 -0.0573 0.1197 0.052 Uiso calc U . R 1.0 . .
C C22 0.9832(3) -0.0704(2) 0.17507(16) 0.0425(7) Uani d . . . 1.0 . .
H H22A 1.0474 -0.0365 0.2047 0.064 Uiso calc U . R 1.0 . .
H H22B 1.0288 -0.1144 0.1344 0.064 Uiso calc U . R 1.0 . .
H H22C 0.9313 -0.126 0.2052 0.064 Uiso calc U . R 1.0 . .
C C23 0.9734(2) 0.1539(2) 0.07702(14) 0.0401(6) Uani d . . . 1.0 . .
H H23A 1.0481 0.1783 0.1023 0.06 Uiso calc U . R 1.0 . .
H H23B 0.9195 0.2261 0.063 0.06 Uiso calc U . R 1.0 . .
H H23C 1.0048 0.1094 0.0333 0.06 Uiso calc U . R 1.0 . .
C C31 0.19581(19) 0.52194(17) 0.19436(11) 0.0171(4) Uani d . . . 1.0 . .
C C32 0.08050(19) 0.46625(17) 0.21758(11) 0.0184(4) Uani d . . . 1.0 . .
C C33 -0.0350(2) 0.48691(18) 0.18253(12) 0.0222(5) Uani d . . . 1.0 . .
H H33 -0.1106 0.4474 0.1998 0.027 Uiso calc U . R 1.0 . .
C C34 -0.0403(2) 0.56461(18) 0.12269(11) 0.0209(4) Uani d . . . 1.0 . .
C C35 0.0690(2) 0.62528(18) 0.09948(11) 0.0197(4) Uani d . . . 1.0 . .
H H35 0.0656 0.6804 0.0591 0.024 Uiso calc U . R 1.0 . .
C C36 0.18376(19) 0.60517(17) 0.13550(11) 0.0175(4) Uani d . . . 1.0 . .
C C37 0.0753(2) 0.3824(2) 0.28335(12) 0.0248(5) Uani d . . . 1.0 . .
C C38 -0.1644(2) 0.5842(2) 0.08459(12) 0.0270(5) Uani d . . . 1.0 . .
C C39 0.2913(2) 0.68656(18) 0.11132(12) 0.0220(5) Uani d . . . 1.0 . .
C C41 0.39244(19) 0.28333(17) 0.18508(11) 0.0175(4) Uani d . . . 1.0 . .
C C42 0.3751(2) 0.17858(18) 0.22822(12) 0.0216(5) Uani d . . . 1.0 . .
C C43 0.3511(2) 0.07243(19) 0.19367(12) 0.0271(5) Uani d . . . 1.0 . .
H H43 0.3369 0.0011 0.2221 0.033 Uiso calc U . R 1.0 . .
C C44 0.3477(2) 0.06905(19) 0.11868(13) 0.0291(5) Uani d . . . 1.0 . .
H H44 0.3299 -0.0038 0.096 0.035 Uiso calc U . R 1.0 . .
C C45 0.3702(2) 0.17177(18) 0.07678(12) 0.0232(5) Uani d . . . 1.0 . .
H H45 0.3695 0.1685 0.0252 0.028 Uiso calc U . R 1.0 . .
C C46 0.39413(19) 0.28030(17) 0.10899(11) 0.0178(4) Uani d . . . 1.0 . .
C C47 0.3860(2) 0.17530(19) 0.30962(12) 0.0278(5) Uani d . . . 1.0 . .
H H47A 0.478 0.1619 0.3205 0.042 Uiso calc U . R 1.0 . .
H H47B 0.3366 0.1093 0.3315 0.042 Uiso calc U . R 1.0 . .
H H47C 0.3503 0.2526 0.3299 0.042 Uiso calc U . R 1.0 . .
C C48 0.4286(2) 0.38659(18) 0.06085(11) 0.0220(5) Uani d . . . 1.0 . .
H H48A 0.3516 0.4431 0.0574 0.033 Uiso calc U . R 1.0 . .
H H48B 0.458 0.3582 0.0121 0.033 Uiso calc U . R 1.0 . .
H H48C 0.4987 0.4278 0.0816 0.033 Uiso calc U . R 1.0 . .
C C51 0.64023(19) 0.65765(19) 0.36732(12) 0.0210(5) Uani d . . . 1.0 . .
C C52 0.6542(2) 0.6101(2) 0.43784(12) 0.0256(5) Uani d . . . 1.0 . .
C C53 0.6540(2) 0.6890(2) 0.49557(13) 0.0362(6) Uani d . . . 1.0 . .
H H53 0.6611 0.6573 0.5438 0.043 Uiso calc U . R 1.0 . .
C C54 0.6437(3) 0.8127(2) 0.48359(15) 0.0431(7) Uani d . . . 1.0 . .
H H54 0.6416 0.8657 0.5236 0.052 Uiso calc U . R 1.0 . .
C C55 0.6364(2) 0.8593(2) 0.41402(15) 0.0378(6) Uani d . . . 1.0 . .
H H55 0.6328 0.9446 0.4062 0.045 Uiso calc U . R 1.0 . .
C C56 0.6342(2) 0.78361(19) 0.35445(13) 0.0274(5) Uani d . . . 1.0 . .
C C57 0.6752(2) 0.4756(2) 0.45204(12) 0.0302(5) Uani d . . . 1.0 . .
H H57A 0.5906 0.4411 0.4629 0.045 Uiso calc U . R 1.0 . .
H H57B 0.7296 0.461 0.4937 0.045 Uiso calc U . R 1.0 . .
H H57C 0.719 0.4374 0.4088 0.045 Uiso calc U . R 1.0 . .
C C58 0.6263(3) 0.8374(2) 0.27871(14) 0.0388(6) Uani d . . . 1.0 . .
H H58A 0.7031 0.8082 0.2483 0.058 Uiso calc U . R 1.0 . .
H H58B 0.6236 0.9259 0.2809 0.058 Uiso calc U . R 1.0 . .
H H58C 0.547 0.8131 0.2577 0.058 Uiso calc U . R 1.0 . .
F F1 0.16765(11) 0.40167(11) 0.32940(7) 0.0289(3) Uani d . . . 1.0 . .
F F2 0.09159(13) 0.26519(11) 0.26528(8) 0.0353(3) Uani d . . . 1.0 . .
F F3 -0.03966(12) 0.39549(13) 0.32135(7) 0.0377(3) Uani d . . . 1.0 . .
F F4 -0.20761(15) 0.48126(13) 0.06326(9) 0.0514(4) Uani d . . . 1.0 . .
F F5 -0.26121(15) 0.63505(18) 0.12742(9) 0.0653(5) Uani d . . . 1.0 . .
F F6 -0.15362(15) 0.65492(15) 0.02599(9) 0.0573(5) Uani d . . . 1.0 . .
F F7 0.28682(12) 0.72093(12) 0.04105(7) 0.0355(3) Uani d . . . 1.0 . .
F F8 0.41225(11) 0.63781(10) 0.11956(6) 0.0213(3) Uani d . . . 1.0 . .
F F9 0.28100(12) 0.78901(10) 0.14960(8) 0.0340(3) 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 N1 . 1.409(3) ?
B1 C3 . 1.579(3) ?
B1 C31 . 1.596(3) ?
N1 C1 . 1.436(2) ?
N1 C41 . 1.451(2) ?
N2 C51 . 1.427(3) ?
N2 C2 . 1.471(2) ?
N2 H2A . 0.84(2) ?
Si2 C22 . 1.861(2) ?
Si2 C23 . 1.869(3) ?
Si2 C21 . 1.870(2) ?
Si2 C8 . 1.876(2) ?
C1 C6 . 1.323(3) ?
C1 C2 . 1.524(3) ?
C2 C3 . 1.556(3) ?
C2 H2 . 1.0 ?
C3 C4 . 1.538(3) ?
C3 H3 . 1.0 ?
C4 C5 . 1.533(3) ?
C4 H4A . 0.99 ?
C4 H4B . 0.99 ?
C5 Si1 . 1.879(2) ?
C5 H5A . 0.99 ?
C5 H5B . 0.99 ?
C6 C7 . 1.505(3) ?
C6 H6 . 0.95 ?
C7 C8 . 1.530(3) ?
C7 H7A . 0.99 ?
C7 H7B . 0.99 ?
C8 H8A . 0.99 ?
C8 H8B . 0.99 ?
Si1 C11 . 1.840(4) ?
Si1 C13A . 1.849(14) ?
Si1 C12A . 1.852(13) ?
Si1 C13 . 1.878(4) ?
Si1 C12 . 1.890(4) ?
Si1 C11A . 1.930(14) ?
C11 H11A . 0.98 ?
C11 H11B . 0.98 ?
C11 H11C . 0.98 ?
C12 H12A . 0.98 ?
C12 H12B . 0.98 ?
C12 H12C . 0.98 ?
C13 H13A . 0.98 ?
C13 H13B . 0.98 ?
C13 H13C . 0.98 ?
C11A H11D . 0.98 ?
C11A H11E . 0.98 ?
C11A H11F . 0.98 ?
C12A H12D . 0.98 ?
C12A H12E . 0.98 ?
C12A H12F . 0.98 ?
C13A H13D . 0.98 ?
C13A H13E . 0.98 ?
C13A H13F . 0.98 ?
C21 H21A . 0.98 ?
C21 H21B . 0.98 ?
C21 H21C . 0.98 ?
C22 H22A . 0.98 ?
C22 H22B . 0.98 ?
C22 H22C . 0.98 ?
C23 H23A . 0.98 ?
C23 H23B . 0.98 ?
C23 H23C . 0.98 ?
C31 C36 . 1.409(3) ?
C31 C32 . 1.409(3) ?
C32 C33 . 1.390(3) ?
C32 C37 . 1.505(3) ?
C33 C34 . 1.380(3) ?
C33 H33 . 0.95 ?
C34 C35 . 1.386(3) ?
C34 C38 . 1.495(3) ?
C35 C36 . 1.391(3) ?
C35 H35 . 0.95 ?
C36 C39 . 1.510(3) ?
C37 F3 . 1.335(2) ?
C37 F1 . 1.342(2) ?
C37 F2 . 1.345(2) ?
C38 F6 . 1.319(3) ?
C38 F4 . 1.327(3) ?
C38 F5 . 1.332(3) ?
C39 F8 . 1.338(2) ?
C39 F7 . 1.340(2) ?
C39 F9 . 1.344(2) ?
C41 C46 . 1.399(3) ?
C41 C42 . 1.402(3) ?
C42 C43 . 1.393(3) ?
C42 C47 . 1.507(3) ?
C43 C44 . 1.383(3) ?
C43 H43 . 0.95 ?
C44 C45 . 1.381(3) ?
C44 H44 . 0.95 ?
C45 C46 . 1.396(3) ?
C45 H45 . 0.95 ?
C46 C48 . 1.501(3) ?
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 C52 . 1.399(3) ?
C51 C56 . 1.406(3) ?
C52 C53 . 1.392(3) ?
C52 C57 . 1.508(3) ?
C53 C54 . 1.379(4) ?
C53 H53 . 0.95 ?
C54 C55 . 1.371(4) ?
C54 H54 . 0.95 ?
C55 C56 . 1.398(3) ?
C55 H55 . 0.95 ?
C56 C58 . 1.505(3) ?
C57 H57A . 0.98 ?
C57 H57B . 0.98 ?
C57 H57C . 0.98 ?
C58 H58A . 0.98 ?
C58 H58B . 0.98 ?
C58 H58C . 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
N1 B1 C3 . . 109.48(17) ?
N1 B1 C31 . . 124.05(18) ?
C3 B1 C31 . . 126.34(17) ?
B1 N1 C1 . . 111.44(16) ?
B1 N1 C41 . . 128.31(16) ?
C1 N1 C41 . . 120.16(15) ?
C51 N2 C2 . . 116.32(16) ?
C51 N2 H2A . . 111.2(15) ?
C2 N2 H2A . . 105.8(16) ?
C22 Si2 C23 . . 108.65(13) ?
C22 Si2 C21 . . 109.84(11) ?
C23 Si2 C21 . . 109.37(12) ?
C22 Si2 C8 . . 111.26(11) ?
C23 Si2 C8 . . 107.89(11) ?
C21 Si2 C8 . . 109.77(10) ?
C6 C1 N1 . . 128.67(18) ?
C6 C1 C2 . . 124.09(18) ?
N1 C1 C2 . . 107.21(15) ?
N2 C2 C1 . . 110.92(16) ?
N2 C2 C3 . . 116.33(16) ?
C1 C2 C3 . . 106.48(15) ?
N2 C2 H2 . . 107.6 ?
C1 C2 H2 . . 107.6 ?
C3 C2 H2 . . 107.6 ?
C4 C3 C2 . . 112.59(16) ?
C4 C3 B1 . . 119.54(17) ?
C2 C3 B1 . . 101.80(15) ?
C4 C3 H3 . . 107.4 ?
C2 C3 H3 . . 107.4 ?
B1 C3 H3 . . 107.4 ?
C5 C4 C3 . . 115.32(18) ?
C5 C4 H4A . . 108.4 ?
C3 C4 H4A . . 108.4 ?
C5 C4 H4B . . 108.4 ?
C3 C4 H4B . . 108.4 ?
H4A C4 H4B . . 107.5 ?
C4 C5 Si1 . . 113.88(16) ?
C4 C5 H5A . . 108.8 ?
Si1 C5 H5A . . 108.8 ?
C4 C5 H5B . . 108.8 ?
Si1 C5 H5B . . 108.8 ?
H5A C5 H5B . . 107.7 ?
C1 C6 C7 . . 132.09(19) ?
C1 C6 H6 . . 114.0 ?
C7 C6 H6 . . 114.0 ?
C6 C7 C8 . . 114.25(18) ?
C6 C7 H7A . . 108.7 ?
C8 C7 H7A . . 108.7 ?
C6 C7 H7B . . 108.7 ?
C8 C7 H7B . . 108.7 ?
H7A C7 H7B . . 107.6 ?
C7 C8 Si2 . . 112.14(15) ?
C7 C8 H8A . . 109.2 ?
Si2 C8 H8A . . 109.2 ?
C7 C8 H8B . . 109.2 ?
Si2 C8 H8B . . 109.2 ?
H8A C8 H8B . . 107.9 ?
C13A Si1 C12A . . 117.7(13) ?
C11 Si1 C13 . . 111.3(3) ?
C11 Si1 C5 . . 111.4(3) ?
C13A Si1 C5 . . 117.4(12) ?
C12A Si1 C5 . . 113.3(11) ?
C13 Si1 C5 . . 107.2(3) ?
C11 Si1 C12 . . 110.8(3) ?
C13 Si1 C12 . . 107.4(3) ?
C5 Si1 C12 . . 108.5(2) ?
C13A Si1 C11A . . 104.2(13) ?
C12A Si1 C11A . . 102.1(11) ?
C5 Si1 C11A . . 98.0(13) ?
Si1 C11 H11A . . 109.5 ?
Si1 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
Si1 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
Si1 C12 H12A . . 109.5 ?
Si1 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
Si1 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
Si1 C13 H13A . . 109.5 ?
Si1 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
Si1 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
Si1 C11A H11D . . 109.5 ?
Si1 C11A H11E . . 109.5 ?
H11D C11A H11E . . 109.5 ?
Si1 C11A H11F . . 109.5 ?
H11D C11A H11F . . 109.5 ?
H11E C11A H11F . . 109.5 ?
Si1 C12A H12D . . 109.5 ?
Si1 C12A H12E . . 109.5 ?
H12D C12A H12E . . 109.5 ?
Si1 C12A H12F . . 109.5 ?
H12D C12A H12F . . 109.5 ?
H12E C12A H12F . . 109.5 ?
Si1 C13A H13D . . 109.5 ?
Si1 C13A H13E . . 109.5 ?
H13D C13A H13E . . 109.5 ?
Si1 C13A H13F . . 109.5 ?
H13D C13A H13F . . 109.5 ?
H13E C13A H13F . . 109.5 ?
Si2 C21 H21A . . 109.5 ?
Si2 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
Si2 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?
Si2 C22 H22A . . 109.5 ?
Si2 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
Si2 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
Si2 C23 H23A . . 109.5 ?
Si2 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
Si2 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
C36 C31 C32 . . 115.19(18) ?
C36 C31 B1 . . 120.97(17) ?
C32 C31 B1 . . 123.82(18) ?
C33 C32 C31 . . 122.46(19) ?
C33 C32 C37 . . 116.16(18) ?
C31 C32 C37 . . 121.37(18) ?
C34 C33 C32 . . 120.23(19) ?
C34 C33 H33 . . 119.9 ?
C32 C33 H33 . . 119.9 ?
C33 C34 C35 . . 119.50(19) ?
C33 C34 C38 . . 119.71(19) ?
C35 C34 C38 . . 120.78(19) ?
C34 C35 C36 . . 119.81(19) ?
C34 C35 H35 . . 120.1 ?
C36 C35 H35 . . 120.1 ?
C35 C36 C31 . . 122.66(18) ?
C35 C36 C39 . . 115.20(18) ?
C31 C36 C39 . . 121.94(18) ?
F3 C37 F1 . . 106.93(17) ?
F3 C37 F2 . . 106.33(16) ?
F1 C37 F2 . . 106.74(17) ?
F3 C37 C32 . . 111.63(17) ?
F1 C37 C32 . . 112.50(17) ?
F2 C37 C32 . . 112.31(18) ?
F6 C38 F4 . . 106.55(19) ?
F6 C38 F5 . . 106.30(19) ?
F4 C38 F5 . . 105.60(19) ?
F6 C38 C34 . . 113.31(18) ?
F4 C38 C34 . . 112.35(18) ?
F5 C38 C34 . . 112.18(18) ?
F8 C39 F7 . . 106.48(16) ?
F8 C39 F9 . . 105.79(16) ?
F7 C39 F9 . . 106.23(16) ?
F8 C39 C36 . . 114.61(16) ?
F7 C39 C36 . . 112.27(17) ?
F9 C39 C36 . . 110.89(17) ?
C46 C41 C42 . . 121.21(18) ?
C46 C41 N1 . . 120.07(17) ?
C42 C41 N1 . . 118.62(18) ?
C43 C42 C41 . . 118.23(19) ?
C43 C42 C47 . . 118.95(19) ?
C41 C42 C47 . . 122.78(18) ?
C44 C43 C42 . . 121.2(2) ?
C44 C43 H43 . . 119.4 ?
C42 C43 H43 . . 119.4 ?
C45 C44 C43 . . 119.83(19) ?
C45 C44 H44 . . 120.1 ?
C43 C44 H44 . . 120.1 ?
C44 C45 C46 . . 121.0(2) ?
C44 C45 H45 . . 119.5 ?
C46 C45 H45 . . 119.5 ?
C45 C46 C41 . . 118.39(18) ?
C45 C46 C48 . . 118.92(18) ?
C41 C46 C48 . . 122.58(17) ?
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 ?
C52 C51 C56 . . 120.28(19) ?
C52 C51 N2 . . 118.09(19) ?
C56 C51 N2 . . 121.6(2) ?
C53 C52 C51 . . 119.2(2) ?
C53 C52 C57 . . 119.4(2) ?
C51 C52 C57 . . 121.37(19) ?
C54 C53 C52 . . 120.7(2) ?
C54 C53 H53 . . 119.6 ?
C52 C53 H53 . . 119.6 ?
C55 C54 C53 . . 120.0(2) ?
C55 C54 H54 . . 120.0 ?
C53 C54 H54 . . 120.0 ?
C54 C55 C56 . . 121.2(2) ?
C54 C55 H55 . . 119.4 ?
C56 C55 H55 . . 119.4 ?
C55 C56 C51 . . 118.4(2) ?
C55 C56 C58 . . 120.0(2) ?
C51 C56 C58 . . 121.6(2) ?
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 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C3 B1 N1 C1 . . . . -4.5(2) ?
C31 B1 N1 C1 . . . . 171.65(18) ?
C3 B1 N1 C41 . . . . 172.09(18) ?
C31 B1 N1 C41 . . . . -11.8(3) ?
B1 N1 C1 C6 . . . . -163.1(2) ?
C41 N1 C1 C6 . . . . 20.0(3) ?
B1 N1 C1 C2 . . . . 15.1(2) ?
C41 N1 C1 C2 . . . . -161.75(16) ?
C51 N2 C2 C1 . . . . -167.25(17) ?
C51 N2 C2 C3 . . . . 70.9(2) ?
C6 C1 C2 N2 . . . . 31.3(3) ?
N1 C1 C2 N2 . . . . -147.03(16) ?
C6 C1 C2 C3 . . . . 158.75(19) ?
N1 C1 C2 C3 . . . . -19.6(2) ?
N2 C2 C3 C4 . . . . -90.5(2) ?
C1 C2 C3 C4 . . . . 145.27(16) ?
N2 C2 C3 B1 . . . . 140.23(17) ?
C1 C2 C3 B1 . . . . 16.0(2) ?
N1 B1 C3 C4 . . . . -132.34(19) ?
C31 B1 C3 C4 . . . . 51.7(3) ?
N1 B1 C3 C2 . . . . -7.6(2) ?
C31 B1 C3 C2 . . . . 176.38(19) ?
C2 C3 C4 C5 . . . . 165.10(17) ?
B1 C3 C4 C5 . . . . -75.5(2) ?
C3 C4 C5 Si1 . . . . -175.46(14) ?
N1 C1 C6 C7 . . . . 4.6(4) ?
C2 C1 C6 C7 . . . . -173.3(2) ?
C1 C6 C7 C8 . . . . -147.2(2) ?
C6 C7 C8 Si2 . . . . -166.57(15) ?
C22 Si2 C8 C7 . . . . -174.55(16) ?
C23 Si2 C8 C7 . . . . 66.36(18) ?
C21 Si2 C8 C7 . . . . -52.75(19) ?
C4 C5 Si1 C11 . . . . -70.9(3) ?
C4 C5 Si1 C13A . . . . 42.1(14) ?
C4 C5 Si1 C12A . . . . -175.5(13) ?
C4 C5 Si1 C13 . . . . 51.1(3) ?
C4 C5 Si1 C12 . . . . 166.8(4) ?
C4 C5 Si1 C11A . . . . -68.6(10) ?
N1 B1 C31 C36 . . . . -103.6(2) ?
C3 B1 C31 C36 . . . . 71.8(3) ?
N1 B1 C31 C32 . . . . 78.3(3) ?
C3 B1 C31 C32 . . . . -106.2(2) ?
C36 C31 C32 C33 . . . . 3.3(3) ?
B1 C31 C32 C33 . . . . -178.54(19) ?
C36 C31 C32 C37 . . . . -175.34(18) ?
B1 C31 C32 C37 . . . . 2.8(3) ?
C31 C32 C33 C34 . . . . -0.2(3) ?
C37 C32 C33 C34 . . . . 178.56(19) ?
C32 C33 C34 C35 . . . . -2.4(3) ?
C32 C33 C34 C38 . . . . 178.81(19) ?
C33 C34 C35 C36 . . . . 1.5(3) ?
C38 C34 C35 C36 . . . . -179.65(19) ?
C34 C35 C36 C31 . . . . 1.9(3) ?
C34 C35 C36 C39 . . . . -173.15(18) ?
C32 C31 C36 C35 . . . . -4.2(3) ?
B1 C31 C36 C35 . . . . 177.63(18) ?
C32 C31 C36 C39 . . . . 170.52(18) ?
B1 C31 C36 C39 . . . . -7.7(3) ?
C33 C32 C37 F3 . . . . -35.8(3) ?
C31 C32 C37 F3 . . . . 142.94(19) ?
C33 C32 C37 F1 . . . . -156.02(18) ?
C31 C32 C37 F1 . . . . 22.7(3) ?
C33 C32 C37 F2 . . . . 83.5(2) ?
C31 C32 C37 F2 . . . . -97.7(2) ?
C33 C34 C38 F6 . . . . -176.3(2) ?
C35 C34 C38 F6 . . . . 4.9(3) ?
C33 C34 C38 F4 . . . . -55.4(3) ?
C35 C34 C38 F4 . . . . 125.8(2) ?
C33 C34 C38 F5 . . . . 63.3(3) ?
C35 C34 C38 F5 . . . . -115.5(2) ?
C35 C36 C39 F8 . . . . -151.79(18) ?
C31 C36 C39 F8 . . . . 33.2(3) ?
C35 C36 C39 F7 . . . . -30.1(2) ?
C31 C36 C39 F7 . . . . 154.81(18) ?
C35 C36 C39 F9 . . . . 88.5(2) ?
C31 C36 C39 F9 . . . . -86.5(2) ?
B1 N1 C41 C46 . . . . 76.9(3) ?
C1 N1 C41 C46 . . . . -106.8(2) ?
B1 N1 C41 C42 . . . . -106.7(2) ?
C1 N1 C41 C42 . . . . 69.5(2) ?
C46 C41 C42 C43 . . . . -4.1(3) ?
N1 C41 C42 C43 . . . . 179.60(18) ?
C46 C41 C42 C47 . . . . 173.77(19) ?
N1 C41 C42 C47 . . . . -2.6(3) ?
C41 C42 C43 C44 . . . . 1.6(3) ?
C47 C42 C43 C44 . . . . -176.3(2) ?
C42 C43 C44 C45 . . . . 1.0(4) ?
C43 C44 C45 C46 . . . . -1.2(3) ?
C44 C45 C46 C41 . . . . -1.1(3) ?
C44 C45 C46 C48 . . . . 175.2(2) ?
C42 C41 C46 C45 . . . . 3.8(3) ?
N1 C41 C46 C45 . . . . -179.91(17) ?
C42 C41 C46 C48 . . . . -172.35(19) ?
N1 C41 C46 C48 . . . . 3.9(3) ?
C2 N2 C51 C52 . . . . 73.6(2) ?
C2 N2 C51 C56 . . . . -108.9(2) ?
C56 C51 C52 C53 . . . . 3.8(3) ?
N2 C51 C52 C53 . . . . -178.61(19) ?
C56 C51 C52 C57 . . . . -173.48(19) ?
N2 C51 C52 C57 . . . . 4.1(3) ?
C51 C52 C53 C54 . . . . -1.7(3) ?
C57 C52 C53 C54 . . . . 175.7(2) ?
C52 C53 C54 C55 . . . . -1.5(4) ?
C53 C54 C55 C56 . . . . 2.5(4) ?
C54 C55 C56 C51 . . . . -0.3(4) ?
C54 C55 C56 C58 . . . . -179.9(2) ?
C52 C51 C56 C55 . . . . -2.9(3) ?
N2 C51 C56 C55 . . . . 179.7(2) ?
C52 C51 C56 C58 . . . . 176.7(2) ?
N2 C51 C56 C58 . . . . -0.7(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_erk9520
_database_code_depnum_ccdc_archive 'CCDC 2119783'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut WWU University of Muenster
Germany
;
_audit_update_record             
;
2021-11-02 deposited with the CCDC.	2022-01-10 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2016.1-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C43 H38 B F9 N2 S2'
_chemical_formula_iupac          ?
_chemical_formula_weight         828.68

_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                   9.0047(2)
_cell_length_b                   12.1833(2)
_cell_length_c                   19.4720(4)
_cell_angle_alpha                85.1480(10)
_cell_angle_beta                 81.4370(10)
_cell_angle_gamma                86.1730(10)
_cell_volume                     2101.65(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9962
_cell_measurement_theta_min      3.6465
_cell_measurement_theta_max      66.8181
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             856

_exptl_absorpt_coefficient_mu    1.780
_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  0.63
_exptl_absorpt_correction_T_max  0.74

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

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

_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Kappa CCD APEXII'
_diffrn_measurement_method       'phi / omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            35023
_diffrn_reflns_av_R_equivalents  0.0432
_diffrn_reflns_av_unetI/netI     0.0323
_diffrn_reflns_theta_min         3.65
_diffrn_reflns_theta_max         66.83
_diffrn_reflns_theta_full        66.83
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_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 hydrogen at N2 atom was refined freely.

One CF3 group is disordered over two positions. Several restraints
(SADI, SAME, ISOR and SIMU) were used in order to improve refinement
stability.
 
A half badly disordered 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. 
;

_reflns_number_total             7416
_reflns_number_gt                6301
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0456
_refine_ls_R_factor_gt           0.0385
_refine_ls_wR_factor_gt          0.0950
_refine_ls_wR_factor_ref         0.0985
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_restrained_S_all      1.088
_refine_ls_number_reflns         7416
_refine_ls_number_parameters     550
_refine_ls_number_restraints     81
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0432P)²+1.0769P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.235
_refine_diff_density_min         -0.313
_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'
S S 0.3331 0.5567 '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    'APEX3 v2016.1-0 (Bruker AXS Inc., 2016)'
_computing_publication_material  'APEX3 v2016.1-0 (Bruker AXS Inc., 2016)'

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 0.4181(2) 0.33008(17) 0.71837(11) 0.0158(4) Uani d . . . 1.0 . .
N N1 0.46230(16) 0.22944(12) 0.75245(7) 0.0152(3) Uani d . . . 1.0 . .
N N2 0.5131(2) 0.40312(13) 0.88843(8) 0.0226(4) Uani d . . . 1.0 . .
H H02 0.431(3) 0.3748(18) 0.9091(12) 0.023(6) Uiso d . . . 1.0 . .
S S1 0.42845(6) 0.60239(4) 0.65846(2) 0.02197(12) Uani d . . . 1.0 . .
S S2 0.34443(5) 0.02007(4) 0.96266(2) 0.02030(11) Uani d . . . 1.0 . .
C C1 0.50381(19) 0.24583(14) 0.81895(9) 0.0158(4) Uani d . . . 1.0 . .
C C2 0.5377(2) 0.36690(14) 0.81767(9) 0.0179(4) Uani d . . . 1.0 . .
H H2 0.6467 0.3735 0.7991 0.021 Uiso calc U . R 1.0 . .
C C3 0.4451(2) 0.42837(14) 0.76317(9) 0.0170(4) Uani d . . . 1.0 . .
H H3 0.3458 0.4551 0.7881 0.02 Uiso calc U . R 1.0 . .
C C4 0.5255(2) 0.52839(15) 0.72480(10) 0.0193(4) Uani d . . . 1.0 . .
H H4A 0.6267 0.5027 0.7028 0.023 Uiso calc U . R 1.0 . .
H H4B 0.5393 0.5803 0.7595 0.023 Uiso calc U . R 1.0 . .
C C5 0.5105(2) 0.17276(15) 0.87347(9) 0.0176(4) Uani d . . . 1.0 . .
H H5 0.5427 0.2008 0.9125 0.021 Uiso calc U . R 1.0 . .
C C6 0.4756(2) 0.05378(15) 0.88307(9) 0.0192(4) Uani d . . . 1.0 . .
H H6A 0.5704 0.0082 0.8848 0.023 Uiso calc U . R 1.0 . .
H H6B 0.4315 0.0345 0.8423 0.023 Uiso calc U . R 1.0 . .
C C11 0.2748(2) 0.67571(15) 0.70478(10) 0.0219(4) Uani d . . . 1.0 . .
C C12 0.1652(2) 0.72100(16) 0.66591(12) 0.0299(5) Uani d . . . 1.0 . .
H H12 0.1754 0.7108 0.6176 0.036 Uiso calc U . R 1.0 . .
C C13 0.0414(3) 0.78083(18) 0.69724(14) 0.0373(6) Uani d . . . 1.0 . .
H H13 -0.0327 0.8118 0.6702 0.045 Uiso calc U . R 1.0 . .
C C14 0.0246(3) 0.79581(18) 0.76725(14) 0.0396(6) Uani d . . . 1.0 . .
H H14 -0.0612 0.8363 0.7887 0.048 Uiso calc U . R 1.0 . .
C C15 0.1344(3) 0.75113(18) 0.80631(12) 0.0372(5) Uani d . . . 1.0 . .
H H15 0.1235 0.7615 0.8547 0.045 Uiso calc U . R 1.0 . .
C C16 0.2594(2) 0.69174(16) 0.77541(11) 0.0278(5) Uani d . . . 1.0 . .
H H16 0.3344 0.6621 0.8023 0.033 Uiso calc U . R 1.0 . .
C C21 0.1753(2) 0.08756(16) 0.94014(9) 0.0212(4) Uani d . . . 1.0 . .
C C22 0.0699(2) 0.02790(18) 0.91631(10) 0.0270(4) Uani d . . . 1.0 . .
H H22 0.0893 -0.0487 0.9107 0.032 Uiso calc U . R 1.0 . .
C C23 -0.0646(2) 0.0806(2) 0.90060(11) 0.0319(5) Uani d . . . 1.0 . .
H H23 -0.1374 0.0395 0.8849 0.038 Uiso calc U . R 1.0 . .
C C24 -0.0925(2) 0.1921(2) 0.90779(11) 0.0337(5) Uani d . . . 1.0 . .
H H24 -0.1834 0.228 0.8962 0.04 Uiso calc U . R 1.0 . .
C C25 0.0121(2) 0.25144(19) 0.93190(12) 0.0324(5) Uani d . . . 1.0 . .
H H25 -0.0072 0.3282 0.9369 0.039 Uiso calc U . R 1.0 . .
C C26 0.1455(2) 0.19963(17) 0.94886(10) 0.0250(4) Uani d . . . 1.0 . .
H H26 0.2161 0.2405 0.9663 0.03 Uiso calc U . R 1.0 . .
C C31 0.3469(2) 0.33910(14) 0.64737(9) 0.0160(4) Uani d . . . 1.0 . .
C C32 0.1908(2) 0.36052(14) 0.64670(10) 0.0182(4) Uani d . . . 1.0 . .
C C33 0.1264(2) 0.36545(15) 0.58600(10) 0.0214(4) Uani d . . . 1.0 . .
H H33 0.0211 0.3805 0.5877 0.026 Uiso calc U . R 1.0 . .
C C34 0.2150(2) 0.34854(16) 0.52314(10) 0.0219(4) Uani d . . . 1.0 . .
C C35 0.3688(2) 0.33040(15) 0.52067(10) 0.0216(4) Uani d . . . 1.0 . .
H H35 0.4306 0.3207 0.4774 0.026 Uiso calc U . R 1.0 . .
C C36 0.4329(2) 0.32640(15) 0.58146(10) 0.0182(4) Uani d . . . 1.0 . .
C C37 0.0829(2) 0.38742(15) 0.71066(10) 0.0195(4) Uani d . . . 1.0 . .
F F1 0.13371(12) 0.35688(10) 0.77064(6) 0.0282(3) Uani d . . . 1.0 . .
F F2 -0.04778(12) 0.33890(10) 0.71359(6) 0.0310(3) Uani d . . . 1.0 . .
F F3 0.04773(14) 0.49564(9) 0.71038(7) 0.0335(3) Uani d . . . 1.0 . .
C C38 0.1475(2) 0.35390(19) 0.45715(11) 0.0308(5) Uani d U . D 1.0 . .
F F4 -0.0039(6) 0.3625(12) 0.4679(4) 0.0445(16) Uani d U P D 0.69(4) A 1
F F5 0.1872(11) 0.4458(5) 0.4169(3) 0.0338(13) Uani d U P D 0.69(4) A 1
F F6 0.1906(16) 0.2700(6) 0.4186(6) 0.050(2) Uani d U P D 0.69(4) A 1
F F4A 0.0066(16) 0.321(3) 0.4709(11) 0.050(4) Uani d U P D 0.31(4) A 2
F F5A 0.155(3) 0.4478(12) 0.4171(10) 0.050(4) Uani d U P D 0.31(4) A 2
F F6A 0.217(2) 0.2742(15) 0.4168(11) 0.035(3) Uani d U P D 0.31(4) A 2
C C39 0.6009(2) 0.31153(16) 0.57248(10) 0.0219(4) Uani d . . . 1.0 . .
F F7 0.65027(14) 0.20634(10) 0.56585(7) 0.0374(3) Uani d . . . 1.0 . .
F F8 0.66033(12) 0.34474(10) 0.62617(6) 0.0255(3) Uani d . . . 1.0 . .
F F9 0.66463(13) 0.36944(12) 0.51544(6) 0.0369(3) Uani d . . . 1.0 . .
C C41 0.4808(2) 0.11987(14) 0.72681(9) 0.0162(4) Uani d . . . 1.0 . .
C C42 0.3560(2) 0.06159(15) 0.71967(9) 0.0189(4) Uani d . . . 1.0 . .
C C43 0.3811(2) -0.04444(16) 0.69723(11) 0.0268(4) Uani d . . . 1.0 . .
H H43 0.2975 -0.0848 0.6917 0.032 Uiso calc U . R 1.0 . .
C C44 0.5242(3) -0.09230(17) 0.68279(12) 0.0318(5) Uani d . . . 1.0 . .
H H44 0.5389 -0.1649 0.6677 0.038 Uiso calc U . R 1.0 . .
C C45 0.6466(2) -0.03355(16) 0.69054(11) 0.0277(5) Uani d . . . 1.0 . .
H H45 0.7453 -0.0665 0.6806 0.033 Uiso calc U . R 1.0 . .
C C46 0.6275(2) 0.07294(15) 0.71271(9) 0.0192(4) Uani d . . . 1.0 . .
C C47 0.1967(2) 0.10595(16) 0.73867(10) 0.0228(4) Uani d . . . 1.0 . .
H H47A 0.1632 0.1483 0.6982 0.034 Uiso calc U . R 1.0 . .
H H47B 0.1915 0.154 0.777 0.034 Uiso calc U . R 1.0 . .
H H47C 0.1314 0.0445 0.7533 0.034 Uiso calc U . R 1.0 . .
C C48 0.7652(2) 0.13126(16) 0.72147(11) 0.0233(4) Uani d . . . 1.0 . .
H H48A 0.746 0.2111 0.7134 0.035 Uiso calc U . R 1.0 . .
H H48B 0.8504 0.1065 0.6879 0.035 Uiso calc U . R 1.0 . .
H H48C 0.7887 0.1141 0.7689 0.035 Uiso calc U . R 1.0 . .
C C51 0.5168(2) 0.51659(15) 0.89981(10) 0.0212(4) Uani d . . . 1.0 . .
C C52 0.6531(2) 0.56941(16) 0.88475(10) 0.0251(4) Uani d . . . 1.0 . .
C C53 0.6541(3) 0.67941(17) 0.89901(11) 0.0299(5) Uani d . . . 1.0 . .
H H53 0.7453 0.7163 0.888 0.036 Uiso calc U . R 1.0 . .
C C54 0.5265(3) 0.73631(17) 0.92868(11) 0.0312(5) Uani d . . . 1.0 . .
H H54 0.5298 0.8114 0.9378 0.037 Uiso calc U . R 1.0 . .
C C55 0.3936(3) 0.68323(17) 0.94499(10) 0.0291(5) Uani d . . . 1.0 . .
H H55 0.3063 0.7217 0.9667 0.035 Uiso calc U . R 1.0 . .
C C56 0.3858(2) 0.57384(16) 0.93004(10) 0.0248(4) Uani d . . . 1.0 . .
C C57 0.7965(2) 0.50930(19) 0.85619(14) 0.0371(5) Uani d . . . 1.0 . .
H H57A 0.8034 0.5097 0.8055 0.056 Uiso calc U . R 1.0 . .
H H57B 0.7978 0.433 0.8766 0.056 Uiso calc U . R 1.0 . .
H H57C 0.8822 0.5459 0.8678 0.056 Uiso calc U . R 1.0 . .
C C58 0.2379(3) 0.51888(19) 0.94666(12) 0.0345(5) Uani d . . . 1.0 . .
H H58A 0.2152 0.4878 0.9049 0.052 Uiso calc U . R 1.0 . .
H H58B 0.1578 0.5735 0.9623 0.052 Uiso calc U . R 1.0 . .
H H58C 0.2449 0.4597 0.9836 0.052 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
B1 N1 . 1.406(3) ?
B1 C3 . 1.591(3) ?
B1 C31 . 1.601(3) ?
N1 C1 . 1.433(2) ?
N1 C41 . 1.455(2) ?
N2 C51 . 1.422(2) ?
N2 C2 . 1.463(2) ?
N2 H02 . 0.87(2) ?
S1 C11 . 1.768(2) ?
S1 C4 . 1.8110(18) ?
S2 C21 . 1.7769(19) ?
S2 C6 . 1.8377(18) ?
C1 C5 . 1.332(3) ?
C1 C2 . 1.523(2) ?
C2 C3 . 1.558(2) ?
C2 H2 . 1.0 ?
C3 C4 . 1.540(2) ?
C3 H3 . 1.0 ?
C4 H4A . 0.99 ?
C4 H4B . 0.99 ?
C5 C6 . 1.494(3) ?
C5 H5 . 0.95 ?
C6 H6A . 0.99 ?
C6 H6B . 0.99 ?
C11 C12 . 1.389(3) ?
C11 C16 . 1.391(3) ?
C12 C13 . 1.383(3) ?
C12 H12 . 0.95 ?
C13 C14 . 1.375(4) ?
C13 H13 . 0.95 ?
C14 C15 . 1.391(3) ?
C14 H14 . 0.95 ?
C15 C16 . 1.384(3) ?
C15 H15 . 0.95 ?
C16 H16 . 0.95 ?
C21 C22 . 1.387(3) ?
C21 C26 . 1.394(3) ?
C22 C23 . 1.395(3) ?
C22 H22 . 0.95 ?
C23 C24 . 1.380(3) ?
C23 H23 . 0.95 ?
C24 C25 . 1.382(3) ?
C24 H24 . 0.95 ?
C25 C26 . 1.390(3) ?
C25 H25 . 0.95 ?
C26 H26 . 0.95 ?
C31 C36 . 1.412(3) ?
C31 C32 . 1.414(3) ?
C32 C33 . 1.387(3) ?
C32 C37 . 1.506(3) ?
C33 C34 . 1.381(3) ?
C33 H33 . 0.95 ?
C34 C35 . 1.382(3) ?
C34 C38 . 1.496(3) ?
C35 C36 . 1.388(3) ?
C35 H35 . 0.95 ?
C36 C39 . 1.498(3) ?
C37 F1 . 1.332(2) ?
C37 F3 . 1.335(2) ?
C37 F2 . 1.343(2) ?
C38 F6 . 1.322(7) ?
C38 F5A . 1.329(11) ?
C38 F4A . 1.337(11) ?
C38 F4 . 1.347(6) ?
C38 F5 . 1.347(5) ?
C38 F6A . 1.361(11) ?
C39 F7 . 1.338(2) ?
C39 F9 . 1.339(2) ?
C39 F8 . 1.345(2) ?
C41 C42 . 1.399(3) ?
C41 C46 . 1.402(3) ?
C42 C43 . 1.392(3) ?
C42 C47 . 1.503(3) ?
C43 C44 . 1.378(3) ?
C43 H43 . 0.95 ?
C44 C45 . 1.386(3) ?
C44 H44 . 0.95 ?
C45 C46 . 1.393(3) ?
C45 H45 . 0.95 ?
C46 C48 . 1.508(3) ?
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 C52 . 1.404(3) ?
C51 C56 . 1.407(3) ?
C52 C53 . 1.392(3) ?
C52 C57 . 1.497(3) ?
C53 C54 . 1.378(3) ?
C53 H53 . 0.95 ?
C54 C55 . 1.380(3) ?
C54 H54 . 0.95 ?
C55 C56 . 1.397(3) ?
C55 H55 . 0.95 ?
C56 C58 . 1.510(3) ?
C57 H57A . 0.98 ?
C57 H57B . 0.98 ?
C57 H57C . 0.98 ?
C58 H58A . 0.98 ?
C58 H58B . 0.98 ?
C58 H58C . 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
N1 B1 C3 . . 109.00(15) ?
N1 B1 C31 . . 123.64(16) ?
C3 B1 C31 . . 127.32(16) ?
B1 N1 C1 . . 111.18(15) ?
B1 N1 C41 . . 128.95(15) ?
C1 N1 C41 . . 119.66(14) ?
C51 N2 C2 . . 120.55(15) ?
C51 N2 H02 . . 112.1(15) ?
C2 N2 H02 . . 106.4(15) ?
C11 S1 C4 . . 105.11(9) ?
C21 S2 C6 . . 100.70(8) ?
C5 C1 N1 . . 128.51(16) ?
C5 C1 C2 . . 124.55(16) ?
N1 C1 C2 . . 106.92(14) ?
N2 C2 C1 . . 110.22(15) ?
N2 C2 C3 . . 118.01(15) ?
C1 C2 C3 . . 105.42(14) ?
N2 C2 H2 . . 107.6 ?
C1 C2 H2 . . 107.6 ?
C3 C2 H2 . . 107.6 ?
C4 C3 C2 . . 111.81(15) ?
C4 C3 B1 . . 117.79(15) ?
C2 C3 B1 . . 101.27(14) ?
C4 C3 H3 . . 108.5 ?
C2 C3 H3 . . 108.5 ?
B1 C3 H3 . . 108.5 ?
C3 C4 S1 . . 114.83(13) ?
C3 C4 H4A . . 108.6 ?
S1 C4 H4A . . 108.6 ?
C3 C4 H4B . . 108.6 ?
S1 C4 H4B . . 108.6 ?
H4A C4 H4B . . 107.5 ?
C1 C5 C6 . . 130.40(17) ?
C1 C5 H5 . . 114.8 ?
C6 C5 H5 . . 114.8 ?
C5 C6 S2 . . 113.10(13) ?
C5 C6 H6A . . 109.0 ?
S2 C6 H6A . . 109.0 ?
C5 C6 H6B . . 109.0 ?
S2 C6 H6B . . 109.0 ?
H6A C6 H6B . . 107.8 ?
C12 C11 C16 . . 119.45(19) ?
C12 C11 S1 . . 115.93(16) ?
C16 C11 S1 . . 124.61(15) ?
C13 C12 C11 . . 120.3(2) ?
C13 C12 H12 . . 119.8 ?
C11 C12 H12 . . 119.8 ?
C14 C13 C12 . . 120.5(2) ?
C14 C13 H13 . . 119.7 ?
C12 C13 H13 . . 119.7 ?
C13 C14 C15 . . 119.4(2) ?
C13 C14 H14 . . 120.3 ?
C15 C14 H14 . . 120.3 ?
C16 C15 C14 . . 120.6(2) ?
C16 C15 H15 . . 119.7 ?
C14 C15 H15 . . 119.7 ?
C15 C16 C11 . . 119.7(2) ?
C15 C16 H16 . . 120.1 ?
C11 C16 H16 . . 120.1 ?
C22 C21 C26 . . 119.75(18) ?
C22 C21 S2 . . 120.05(16) ?
C26 C21 S2 . . 120.15(15) ?
C21 C22 C23 . . 119.9(2) ?
C21 C22 H22 . . 120.1 ?
C23 C22 H22 . . 120.1 ?
C24 C23 C22 . . 120.3(2) ?
C24 C23 H23 . . 119.9 ?
C22 C23 H23 . . 119.9 ?
C23 C24 C25 . . 119.9(2) ?
C23 C24 H24 . . 120.1 ?
C25 C24 H24 . . 120.1 ?
C24 C25 C26 . . 120.5(2) ?
C24 C25 H25 . . 119.8 ?
C26 C25 H25 . . 119.8 ?
C25 C26 C21 . . 119.76(19) ?
C25 C26 H26 . . 120.1 ?
C21 C26 H26 . . 120.1 ?
C36 C31 C32 . . 115.04(16) ?
C36 C31 B1 . . 123.35(16) ?
C32 C31 B1 . . 121.61(16) ?
C33 C32 C31 . . 122.46(17) ?
C33 C32 C37 . . 114.55(16) ?
C31 C32 C37 . . 122.86(16) ?
C34 C33 C32 . . 120.15(18) ?
C34 C33 H33 . . 119.9 ?
C32 C33 H33 . . 119.9 ?
C33 C34 C35 . . 119.65(18) ?
C33 C34 C38 . . 120.87(18) ?
C35 C34 C38 . . 119.44(18) ?
C34 C35 C36 . . 119.98(18) ?
C34 C35 H35 . . 120.0 ?
C36 C35 H35 . . 120.0 ?
C35 C36 C31 . . 122.65(17) ?
C35 C36 C39 . . 115.59(16) ?
C31 C36 C39 . . 121.72(16) ?
F1 C37 F3 . . 106.96(15) ?
F1 C37 F2 . . 106.28(15) ?
F3 C37 F2 . . 105.96(15) ?
F1 C37 C32 . . 114.47(15) ?
F3 C37 C32 . . 111.01(15) ?
F2 C37 C32 . . 111.64(15) ?
F5A C38 F4A . . 111.2(10) ?
F6 C38 F4 . . 108.2(5) ?
F6 C38 F5 . . 106.4(5) ?
F4 C38 F5 . . 104.4(5) ?
F5A C38 F6A . . 106.2(12) ?
F4A C38 F6A . . 101.9(12) ?
F6 C38 C34 . . 114.0(6) ?
F5A C38 C34 . . 117.6(11) ?
F4A C38 C34 . . 109.7(10) ?
F4 C38 C34 . . 113.0(4) ?
F5 C38 C34 . . 110.2(4) ?
F6A C38 C34 . . 108.9(11) ?
F7 C39 F9 . . 106.39(15) ?
F7 C39 F8 . . 106.40(15) ?
F9 C39 F8 . . 106.21(15) ?
F7 C39 C36 . . 112.68(16) ?
F9 C39 C36 . . 111.66(15) ?
F8 C39 C36 . . 113.01(15) ?
C42 C41 C46 . . 121.28(16) ?
C42 C41 N1 . . 121.00(16) ?
C46 C41 N1 . . 117.65(16) ?
C43 C42 C41 . . 118.21(17) ?
C43 C42 C47 . . 118.75(17) ?
C41 C42 C47 . . 122.96(16) ?
C44 C43 C42 . . 121.63(19) ?
C44 C43 H43 . . 119.2 ?
C42 C43 H43 . . 119.2 ?
C43 C44 C45 . . 119.38(19) ?
C43 C44 H44 . . 120.3 ?
C45 C44 H44 . . 120.3 ?
C44 C45 C46 . . 121.21(19) ?
C44 C45 H45 . . 119.4 ?
C46 C45 H45 . . 119.4 ?
C45 C46 C41 . . 118.29(17) ?
C45 C46 C48 . . 118.47(17) ?
C41 C46 C48 . . 123.23(16) ?
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 ?
C52 C51 C56 . . 120.14(17) ?
C52 C51 N2 . . 119.97(18) ?
C56 C51 N2 . . 119.78(18) ?
C53 C52 C51 . . 118.54(19) ?
C53 C52 C57 . . 119.8(2) ?
C51 C52 C57 . . 121.60(18) ?
C54 C53 C52 . . 121.8(2) ?
C54 C53 H53 . . 119.1 ?
C52 C53 H53 . . 119.1 ?
C53 C54 C55 . . 119.41(19) ?
C53 C54 H54 . . 120.3 ?
C55 C54 H54 . . 120.3 ?
C54 C55 C56 . . 121.0(2) ?
C54 C55 H55 . . 119.5 ?
C56 C55 H55 . . 119.5 ?
C55 C56 C51 . . 119.07(19) ?
C55 C56 C58 . . 119.81(19) ?
C51 C56 C58 . . 121.12(18) ?
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 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C3 B1 N1 C1 . . . . 5.4(2) ?
C31 B1 N1 C1 . . . . -172.54(16) ?
C3 B1 N1 C41 . . . . -169.38(16) ?
C31 B1 N1 C41 . . . . 12.7(3) ?
B1 N1 C1 C5 . . . . 159.27(19) ?
C41 N1 C1 C5 . . . . -25.4(3) ?
B1 N1 C1 C2 . . . . -19.56(19) ?
C41 N1 C1 C2 . . . . 155.73(15) ?
C51 N2 C2 C1 . . . . -171.12(17) ?
C51 N2 C2 C3 . . . . -50.0(2) ?
C5 C1 C2 N2 . . . . -24.9(2) ?
N1 C1 C2 N2 . . . . 154.00(15) ?
C5 C1 C2 C3 . . . . -153.26(17) ?
N1 C1 C2 C3 . . . . 25.62(18) ?
N2 C2 C3 C4 . . . . 89.0(2) ?
C1 C2 C3 C4 . . . . -147.42(15) ?
N2 C2 C3 B1 . . . . -144.71(16) ?
C1 C2 C3 B1 . . . . -21.14(17) ?
N1 B1 C3 C4 . . . . 132.63(16) ?
C31 B1 C3 C4 . . . . -49.6(2) ?
N1 B1 C3 C2 . . . . 10.41(18) ?
C31 B1 C3 C2 . . . . -171.79(17) ?
C2 C3 C4 S1 . . . . 178.19(12) ?
B1 C3 C4 S1 . . . . 61.52(19) ?
C11 S1 C4 C3 . . . . 73.75(15) ?
N1 C1 C5 C6 . . . . -1.0(3) ?
C2 C1 C5 C6 . . . . 177.58(18) ?
C1 C5 C6 S2 . . . . -128.15(19) ?
C21 S2 C6 C5 . . . . 70.19(15) ?
C4 S1 C11 C12 . . . . -167.16(15) ?
C4 S1 C11 C16 . . . . 14.05(19) ?
C16 C11 C12 C13 . . . . -0.5(3) ?
S1 C11 C12 C13 . . . . -179.33(16) ?
C11 C12 C13 C14 . . . . -0.3(3) ?
C12 C13 C14 C15 . . . . 0.7(3) ?
C13 C14 C15 C16 . . . . -0.2(3) ?
C14 C15 C16 C11 . . . . -0.6(3) ?
C12 C11 C16 C15 . . . . 0.9(3) ?
S1 C11 C16 C15 . . . . 179.69(17) ?
C6 S2 C21 C22 . . . . 98.74(16) ?
C6 S2 C21 C26 . . . . -83.70(17) ?
C26 C21 C22 C23 . . . . 0.6(3) ?
S2 C21 C22 C23 . . . . 178.15(15) ?
C21 C22 C23 C24 . . . . 0.9(3) ?
C22 C23 C24 C25 . . . . -1.2(3) ?
C23 C24 C25 C26 . . . . 0.1(3) ?
C24 C25 C26 C21 . . . . 1.3(3) ?
C22 C21 C26 C25 . . . . -1.7(3) ?
S2 C21 C26 C25 . . . . -179.23(16) ?
N1 B1 C31 C36 . . . . -77.1(2) ?
C3 B1 C31 C36 . . . . 105.4(2) ?
N1 B1 C31 C32 . . . . 102.8(2) ?
C3 B1 C31 C32 . . . . -74.7(2) ?
C36 C31 C32 C33 . . . . 1.8(3) ?
B1 C31 C32 C33 . . . . -178.07(17) ?
C36 C31 C32 C37 . . . . -173.89(16) ?
B1 C31 C32 C37 . . . . 6.2(3) ?
C31 C32 C33 C34 . . . . 0.4(3) ?
C37 C32 C33 C34 . . . . 176.41(17) ?
C32 C33 C34 C35 . . . . -2.2(3) ?
C32 C33 C34 C38 . . . . -179.80(18) ?
C33 C34 C35 C36 . . . . 1.7(3) ?
C38 C34 C35 C36 . . . . 179.33(18) ?
C34 C35 C36 C31 . . . . 0.7(3) ?
C34 C35 C36 C39 . . . . -177.29(17) ?
C32 C31 C36 C35 . . . . -2.3(3) ?
B1 C31 C36 C35 . . . . 177.55(17) ?
C32 C31 C36 C39 . . . . 175.49(17) ?
B1 C31 C36 C39 . . . . -4.6(3) ?
C33 C32 C37 F1 . . . . 164.18(16) ?
C31 C32 C37 F1 . . . . -19.8(2) ?
C33 C32 C37 F3 . . . . -74.6(2) ?
C31 C32 C37 F3 . . . . 101.4(2) ?
C33 C32 C37 F2 . . . . 43.4(2) ?
C31 C32 C37 F2 . . . . -140.59(17) ?
C33 C34 C38 F6 . . . . -131.9(7) ?
C35 C34 C38 F6 . . . . 50.5(7) ?
C33 C34 C38 F5A . . . . 97.7(13) ?
C35 C34 C38 F5A . . . . -79.9(13) ?
C33 C34 C38 F4A . . . . -30.7(16) ?
C35 C34 C38 F4A . . . . 151.7(15) ?
C33 C34 C38 F4 . . . . -7.7(7) ?
C35 C34 C38 F4 . . . . 174.6(7) ?
C33 C34 C38 F5 . . . . 108.6(5) ?
C35 C34 C38 F5 . . . . -69.0(5) ?
C33 C34 C38 F6A . . . . -141.5(10) ?
C35 C34 C38 F6A . . . . 40.8(10) ?
C35 C36 C39 F7 . . . . -80.5(2) ?
C31 C36 C39 F7 . . . . 101.5(2) ?
C35 C36 C39 F9 . . . . 39.1(2) ?
C31 C36 C39 F9 . . . . -138.83(17) ?
C35 C36 C39 F8 . . . . 158.82(16) ?
C31 C36 C39 F8 . . . . -19.2(3) ?
B1 N1 C41 C42 . . . . -73.3(2) ?
C1 N1 C41 C42 . . . . 112.37(19) ?
B1 N1 C41 C46 . . . . 109.6(2) ?
C1 N1 C41 C46 . . . . -64.7(2) ?
C46 C41 C42 C43 . . . . -0.8(3) ?
N1 C41 C42 C43 . . . . -177.74(16) ?
C46 C41 C42 C47 . . . . 175.91(17) ?
N1 C41 C42 C47 . . . . -1.0(3) ?
C41 C42 C43 C44 . . . . 0.6(3) ?
C47 C42 C43 C44 . . . . -176.29(19) ?
C42 C43 C44 C45 . . . . -0.2(3) ?
C43 C44 C45 C46 . . . . 0.0(3) ?
C44 C45 C46 C41 . . . . -0.3(3) ?
C44 C45 C46 C48 . . . . 178.74(19) ?
C42 C41 C46 C45 . . . . 0.6(3) ?
N1 C41 C46 C45 . . . . 177.70(16) ?
C42 C41 C46 C48 . . . . -178.32(17) ?
N1 C41 C46 C48 . . . . -1.3(3) ?
C2 N2 C51 C52 . . . . -68.5(2) ?
C2 N2 C51 C56 . . . . 115.3(2) ?
C56 C51 C52 C53 . . . . -1.4(3) ?
N2 C51 C52 C53 . . . . -177.55(17) ?
C56 C51 C52 C57 . . . . 176.62(19) ?
N2 C51 C52 C57 . . . . 0.4(3) ?
C51 C52 C53 C54 . . . . 1.4(3) ?
C57 C52 C53 C54 . . . . -176.6(2) ?
C52 C53 C54 C55 . . . . 0.1(3) ?
C53 C54 C55 C56 . . . . -1.9(3) ?
C54 C55 C56 C51 . . . . 1.9(3) ?
C54 C55 C56 C58 . . . . -178.31(19) ?
C52 C51 C56 C55 . . . . -0.3(3) ?
N2 C51 C56 C55 . . . . 175.93(17) ?
C52 C51 C56 C58 . . . . 179.95(18) ?
N2 C51 C56 C58 . . . . -3.9(3) ?



#=============================================================================
#  end of cif data for "erk9520" (compound 3f)
#=============================================================================
#=============================================================================
#  end of cif file
#=============================================================================
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_erk9557
_database_code_depnum_ccdc_archive 'CCDC 2119782'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut WWU University of Muenster
Germany
;
_audit_update_record             
;
2021-11-02 deposited with the CCDC.	2022-01-10 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2016.1-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C57 H80 B5 F9 N2 O9'
_chemical_formula_iupac          ?
_chemical_formula_weight         1162.28

_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                   10.6273(3)
_cell_length_b                   15.6946(6)
_cell_length_c                   19.7940(7)
_cell_angle_alpha                100.9550(10)
_cell_angle_beta                 90.7880(10)
_cell_angle_gamma                90.5310(10)
_cell_volume                     3240.76(19)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8733
_cell_measurement_theta_min      2.3152
_cell_measurement_theta_max      27.0716
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.095
_exptl_crystal_size_mid          0.076
_exptl_crystal_size_min          0.052
_exptl_crystal_density_diffrn    1.191
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1228

_exptl_absorpt_coefficient_mu    0.095
_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  0.93
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Mo ImS'
_diffrn_source_type              'micro focus tube'

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

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

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            64068
_diffrn_reflns_av_R_equivalents  0.0839
_diffrn_reflns_av_unetI/netI     0.0646
_diffrn_reflns_theta_min         2.26
_diffrn_reflns_theta_max         27.19
_diffrn_reflns_theta_full        27.19
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25

_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 atom was refined freely.

One part of the BOB molecule (BO2C6H12) is disordered over two positions.
Several restraints (SADI, SAME, ISOR and SIMU) were used in order to 
improve refinement stability.
;

_reflns_number_total             14309
_reflns_number_gt                10752
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0960
_refine_ls_R_factor_gt           0.0696
_refine_ls_wR_factor_gt          0.1295
_refine_ls_wR_factor_ref         0.1399
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_restrained_S_all      1.084
_refine_ls_number_reflns         14309
_refine_ls_number_parameters     860
_refine_ls_number_restraints     223
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0373P)²+2.8746P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.335
_refine_diff_density_min         -0.295
_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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       
;

APEX3 v2016.1-0 (Bruker AXS Inc., 2016)
;
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B B1 0.5284(2) 0.58328(16) 0.21906(12) 0.0134(5) Uani d . . . 1.0 . .
N N1 0.43577(16) 0.58540(11) 0.26971(9) 0.0125(4) Uani d . . . 1.0 . .
N N2 0.63934(18) 0.42616(12) 0.32739(9) 0.0137(4) Uani d . . . 1.0 . .
H H2A 0.693(2) 0.4609(15) 0.3501(11) 0.004(5) Uiso d . . . 1.0 . .
C C1 0.46874(19) 0.53048(13) 0.31752(11) 0.0124(4) Uani d . . . 1.0 . .
C C2 0.5644(2) 0.46796(14) 0.28132(11) 0.0132(4) Uani d . . . 1.0 . .
H H2 0.5162 0.4209 0.2502 0.016 Uiso calc U . R 1.0 . .
C C3 0.6361(2) 0.51969(14) 0.23451(11) 0.0130(4) Uani d . . . 1.0 . .
H H3 0.7023 0.5557 0.2635 0.016 Uiso calc U . R 1.0 . .
C C4 0.7026(2) 0.45941(14) 0.17611(11) 0.0144(4) Uani d . . . 1.0 . .
H H4A 0.6379 0.4286 0.1438 0.017 Uiso calc U . R 1.0 . .
H H4B 0.7487 0.4152 0.1959 0.017 Uiso calc U . R 1.0 . .
C C5 0.7955(2) 0.50442(14) 0.13517(11) 0.0159(5) Uani d . . . 1.0 . .
H H5A 0.8498 0.5459 0.167 0.019 Uiso calc U . R 1.0 . .
H H5B 0.7491 0.5368 0.1046 0.019 Uiso calc U . R 1.0 . .
C C6 0.4265(2) 0.53202(14) 0.38054(11) 0.0138(4) Uani d . . . 1.0 . .
H H6 0.4635 0.4906 0.4038 0.017 Uiso calc U . R 1.0 . .
C C7 0.3292(2) 0.58892(15) 0.42145(11) 0.0167(5) Uani d . . . 1.0 . .
H H7A 0.2473 0.5804 0.3964 0.02 Uiso calc U . R 1.0 . .
H H7B 0.3546 0.6506 0.4256 0.02 Uiso calc U . R 1.0 . .
C C8 0.3133(2) 0.56842(14) 0.49398(11) 0.0165(5) Uani d . . . 1.0 . .
H H8A 0.2539 0.6105 0.5194 0.02 Uiso calc U . R 1.0 . .
H H8B 0.3956 0.5776 0.5185 0.02 Uiso calc U . R 1.0 . .
B B2 0.8775(2) 0.43264(17) 0.09145(13) 0.0155(5) Uani d . . . 1.0 . .
O O1 0.84869(14) 0.39218(10) 0.02578(8) 0.0173(3) Uani d . . . 1.0 . .
O O2 0.97964(15) 0.39749(10) 0.11887(8) 0.0209(4) Uani d . . . 1.0 . .
C C11 0.9516(2) 0.33258(15) 0.00288(12) 0.0194(5) Uani d . . . 1.0 . .
C C12 1.0056(2) 0.31566(16) 0.07254(12) 0.0224(5) Uani d . . . 1.0 . .
C C13 1.0423(2) 0.38108(17) -0.03533(13) 0.0278(6) Uani d . . . 1.0 . .
H H13A 0.9975 0.4001 -0.0733 0.042 Uiso calc U . R 1.0 . .
H H13B 1.1109 0.3426 -0.0537 0.042 Uiso calc U . R 1.0 . .
H H13C 1.0769 0.4318 -0.0037 0.042 Uiso calc U . R 1.0 . .
C C14 0.8976(3) 0.25368(17) -0.04562(14) 0.0312(6) Uani d . . . 1.0 . .
H H14A 0.8298 0.2279 -0.0227 0.047 Uiso calc U . R 1.0 . .
H H14B 0.964 0.2109 -0.0583 0.047 Uiso calc U . R 1.0 . .
H H14C 0.864 0.2713 -0.0872 0.047 Uiso calc U . R 1.0 . .
C C15 1.1462(3) 0.29917(19) 0.07304(16) 0.0371(7) Uani d . . . 1.0 . .
H H15A 1.1914 0.3486 0.0607 0.056 Uiso calc U . R 1.0 . .
H H15B 1.1647 0.2464 0.0396 0.056 Uiso calc U . R 1.0 . .
H H15C 1.1732 0.2918 0.1191 0.056 Uiso calc U . R 1.0 . .
C C16 0.9336(3) 0.24561(18) 0.10007(15) 0.0352(7) Uani d . . . 1.0 . .
H H16A 0.9572 0.2479 0.1484 0.053 Uiso calc U . R 1.0 . .
H H16B 0.9541 0.1885 0.0731 0.053 Uiso calc U . R 1.0 . .
H H16C 0.843 0.2553 0.0964 0.053 Uiso calc U . R 1.0 . .
B B3 0.2649(2) 0.47475(17) 0.49669(13) 0.0154(5) Uani d . . . 1.0 . .
O O3 0.25956(15) 0.40617(10) 0.44225(8) 0.0194(3) Uani d . . . 1.0 . .
O O4 0.22299(15) 0.45218(10) 0.55648(8) 0.0184(3) Uani d . . . 1.0 . .
C C21 0.2350(2) 0.32753(15) 0.47030(12) 0.0185(5) Uani d . . . 1.0 . .
C C22 0.1677(2) 0.36511(15) 0.53863(12) 0.0180(5) Uani d . . . 1.0 . .
C C23 0.3628(2) 0.28910(16) 0.48194(13) 0.0249(5) Uani d . . . 1.0 . .
H H23A 0.4082 0.2772 0.4384 0.037 Uiso calc U . R 1.0 . .
H H23B 0.3509 0.235 0.499 0.037 Uiso calc U . R 1.0 . .
H H23C 0.4117 0.3304 0.5159 0.037 Uiso calc U . R 1.0 . .
C C24 0.1564(2) 0.26464(16) 0.41861(13) 0.0259(6) Uani d . . . 1.0 . .
H H24A 0.0798 0.2934 0.407 0.039 Uiso calc U . R 1.0 . .
H H24B 0.1335 0.2142 0.4385 0.039 Uiso calc U . R 1.0 . .
H H24C 0.2051 0.2456 0.3769 0.039 Uiso calc U . R 1.0 . .
C C25 0.0260(2) 0.37715(17) 0.52964(14) 0.0267(6) Uani d . . . 1.0 . .
H H25A -0.0074 0.4115 0.572 0.04 Uiso calc U . R 1.0 . .
H H25B -0.0161 0.3202 0.5198 0.04 Uiso calc U . R 1.0 . .
H H25C 0.011 0.4074 0.4913 0.04 Uiso calc U . R 1.0 . .
C C26 0.1936(3) 0.31737(17) 0.59698(13) 0.0276(6) Uani d . . . 1.0 . .
H H26A 0.284 0.3195 0.6076 0.041 Uiso calc U . R 1.0 . .
H H26B 0.1658 0.2567 0.5833 0.041 Uiso calc U . R 1.0 . .
H H26C 0.1476 0.3449 0.6378 0.041 Uiso calc U . R 1.0 . .
C C31 0.5193(2) 0.63592(14) 0.15689(11) 0.0139(4) Uani d . . . 1.0 . .
C C32 0.4403(2) 0.60780(14) 0.09881(11) 0.0153(5) Uani d . . . 1.0 . .
C C33 0.4281(2) 0.65336(15) 0.04526(12) 0.0185(5) Uani d . . . 1.0 . .
H H33 0.372 0.6327 0.0078 0.022 Uiso calc U . R 1.0 . .
C C34 0.4974(2) 0.72841(15) 0.04651(12) 0.0200(5) Uani d . . . 1.0 . .
C C35 0.5805(2) 0.75680(15) 0.10083(12) 0.0184(5) Uani d . . . 1.0 . .
H H35 0.6306 0.8074 0.1014 0.022 Uiso calc U . R 1.0 . .
C C36 0.5909(2) 0.71154(14) 0.15453(11) 0.0155(5) Uani d . . . 1.0 . .
C C37 0.3649(2) 0.52469(15) 0.08953(11) 0.0172(5) Uani d . . . 1.0 . .
F F1 0.24592(12) 0.53659(9) 0.10997(7) 0.0221(3) Uani d . . . 1.0 . .
F F2 0.35936(13) 0.48431(9) 0.02330(7) 0.0229(3) Uani d . . . 1.0 . .
F F3 0.41551(13) 0.46691(8) 0.12418(7) 0.0218(3) Uani d . . . 1.0 . .
C C38 0.4838(2) 0.77916(17) -0.01007(13) 0.0276(6) Uani d . . D 1.0 . .
F F4 0.4282(3) 0.73571(16) -0.06532(11) 0.0704(13) Uani d U P D 0.897(5) A 1
F F5 0.59100(18) 0.81200(19) -0.02613(12) 0.0464(8) Uani d U P D 0.897(5) A 1
F F6 0.4097(2) 0.84881(17) 0.01003(13) 0.0537(9) Uani d U P D 0.897(5) A 1
F F4A 0.537(2) 0.7333(12) -0.0692(7) 0.050(7) Uani d U P D 0.103(5) A 2
F F5A 0.544(3) 0.8545(13) -0.0021(14) 0.082(9) Uani d U P D 0.103(5) A 2
F F6A 0.3762(12) 0.8005(14) -0.0302(10) 0.045(6) Uani d U P D 0.103(5) A 2
C C39 0.6913(2) 0.74740(14) 0.20732(11) 0.0171(5) Uani d . . . 1.0 . .
F F7 0.68934(13) 0.71352(9) 0.26417(6) 0.0219(3) Uani d . . . 1.0 . .
F F8 0.80676(13) 0.73428(10) 0.18101(7) 0.0288(3) Uani d . . . 1.0 . .
F F9 0.68142(14) 0.83380(8) 0.22775(7) 0.0256(3) Uani d . . . 1.0 . .
C C41 0.3142(2) 0.62705(14) 0.27579(11) 0.0146(4) Uani d . . . 1.0 . .
C C42 0.3073(2) 0.71712(15) 0.29794(12) 0.0197(5) Uani d . . . 1.0 . .
C C43 0.1884(2) 0.75461(17) 0.30228(13) 0.0276(6) Uani d . . . 1.0 . .
H H43 0.1815 0.8156 0.3172 0.033 Uiso calc U . R 1.0 . .
C C44 0.0804(2) 0.70464(19) 0.28525(14) 0.0305(6) Uani d . . . 1.0 . .
H H44 0.0006 0.7316 0.2862 0.037 Uiso calc U . R 1.0 . .
C C45 0.0892(2) 0.61580(18) 0.26700(12) 0.0254(6) Uani d . . . 1.0 . .
H H45 0.0144 0.5818 0.2572 0.031 Uiso calc U . R 1.0 . .
C C46 0.2059(2) 0.57448(16) 0.26262(11) 0.0182(5) Uani d . . . 1.0 . .
C C47 0.4221(2) 0.77212(15) 0.32158(13) 0.0246(5) Uani d . . . 1.0 . .
H H47A 0.482 0.7386 0.3437 0.037 Uiso calc U . R 1.0 . .
H H47B 0.3975 0.8238 0.3546 0.037 Uiso calc U . R 1.0 . .
H H47C 0.4616 0.7898 0.2819 0.037 Uiso calc U . R 1.0 . .
C C48 0.2093(2) 0.47658(16) 0.24834(12) 0.0220(5) Uani d . . . 1.0 . .
H H48A 0.285 0.4571 0.2224 0.033 Uiso calc U . R 1.0 . .
H H48B 0.1345 0.4533 0.2213 0.033 Uiso calc U . R 1.0 . .
H H48C 0.2107 0.4558 0.292 0.033 Uiso calc U . R 1.0 . .
C C51 0.6812(2) 0.33999(14) 0.30630(11) 0.0169(5) Uani d . . . 1.0 . .
C C52 0.5925(2) 0.27202(15) 0.28878(12) 0.0208(5) Uani d . . . 1.0 . .
C C53 0.6365(3) 0.18742(16) 0.27031(13) 0.0289(6) Uani d . . . 1.0 . .
H H53 0.5777 0.141 0.2575 0.035 Uiso calc U . R 1.0 . .
C C54 0.7634(3) 0.16982(17) 0.27022(13) 0.0334(7) Uani d . . . 1.0 . .
H H54 0.7914 0.1118 0.2571 0.04 Uiso calc U . R 1.0 . .
C C55 0.8496(3) 0.23677(17) 0.28921(13) 0.0283(6) Uani d . . . 1.0 . .
H H55 0.9368 0.2241 0.2903 0.034 Uiso calc U . R 1.0 . .
C C56 0.8109(2) 0.32270(16) 0.30679(11) 0.0209(5) Uani d . . . 1.0 . .
C C57 0.4523(2) 0.28668(16) 0.29161(14) 0.0273(6) Uani d . . . 1.0 . .
H H57A 0.4215 0.2961 0.2467 0.041 Uiso calc U . R 1.0 . .
H H57B 0.4344 0.3378 0.3269 0.041 Uiso calc U . R 1.0 . .
H H57C 0.4099 0.2357 0.3031 0.041 Uiso calc U . R 1.0 . .
C C58 0.9070(2) 0.39462(17) 0.32375(13) 0.0267(6) Uani d . . . 1.0 . .
H H58A 0.9025 0.4209 0.3727 0.04 Uiso calc U . R 1.0 . .
H H58B 0.89 0.4388 0.2959 0.04 Uiso calc U . R 1.0 . .
H H58C 0.9913 0.3711 0.3137 0.04 Uiso calc U . R 1.0 . .
O O9 0.30449(19) 1.06025(11) 0.40466(9) 0.0322(4) Uani d . . . 1.0 . .
B B4 0.2796(3) 1.01730(19) 0.45674(15) 0.0254(6) Uani d . . . 1.0 . .
O O5 0.22202(19) 1.05651(12) 0.51561(9) 0.0349(5) Uani d . . . 1.0 . .
O O6 0.31563(17) 0.93466(11) 0.45657(9) 0.0275(4) Uani d . . . 1.0 . .
C C61 0.2405(3) 0.99908(18) 0.56513(13) 0.0306(6) Uani d . . . 1.0 . .
C C62 0.2614(3) 0.90911(17) 0.51760(13) 0.0276(6) Uani d . . . 1.0 . .
C C63 0.3544(3) 1.0335(2) 0.60845(15) 0.0472(8) Uani d . . . 1.0 . .
H H63A 0.4281 1.0315 0.579 0.071 Uiso calc U . R 1.0 . .
H H63B 0.3694 0.9977 0.6433 0.071 Uiso calc U . R 1.0 . .
H H63C 0.3398 1.0936 0.6312 0.071 Uiso calc U . R 1.0 . .
C C64 0.1235(3) 1.0036(2) 0.60947(17) 0.0551(10) Uani d . . . 1.0 . .
H H64A 0.116 1.0622 0.6368 0.083 Uiso calc U . R 1.0 . .
H H64B 0.1307 0.9618 0.6403 0.083 Uiso calc U . R 1.0 . .
H H64C 0.0488 0.9895 0.5798 0.083 Uiso calc U . R 1.0 . .
C C65 0.3540(3) 0.85123(19) 0.54581(15) 0.0395(7) Uani d . . . 1.0 . .
H H65A 0.3656 0.7979 0.5118 0.059 Uiso calc U . R 1.0 . .
H H65B 0.3213 0.8366 0.5883 0.059 Uiso calc U . R 1.0 . .
H H65C 0.435 0.8818 0.5556 0.059 Uiso calc U . R 1.0 . .
C C66 0.1407(3) 0.8592(2) 0.49380(17) 0.0457(8) Uani d . . . 1.0 . .
H H66A 0.0806 0.8979 0.4773 0.069 Uiso calc U . R 1.0 . .
H H66B 0.1043 0.8369 0.5323 0.069 Uiso calc U . R 1.0 . .
H H66C 0.1591 0.8106 0.4564 0.069 Uiso calc U . R 1.0 . .
B B5 0.2831(3) 1.03715(17) 0.33603(15) 0.0224(6) Uani d . . D 1.0 . .
O O7 0.3584(6) 1.0706(4) 0.2913(3) 0.0329(16) Uani d U P D 0.501(6) B 1
O O8 0.2136(9) 0.9671(6) 0.3049(4) 0.0211(18) Uani d U P D 0.501(6) B 1
C C71 0.3158(5) 1.0263(4) 0.2229(3) 0.0308(14) Uani d U P D 0.501(6) B 1
C C72 0.1809(6) 0.9965(4) 0.2378(3) 0.0311(17) Uani d U P D 0.501(6) B 1
C C73 0.4109(8) 0.9560(6) 0.2025(4) 0.068(3) Uani d U P D 0.501(6) B 1
H H73A 0.3892 0.9227 0.1567 0.102 Uiso calc U P R 0.501(6) B 1
H H73B 0.4947 0.9823 0.2017 0.102 Uiso calc U P R 0.501(6) B 1
H H73C 0.4108 0.9172 0.236 0.102 Uiso calc U P R 0.501(6) B 1
C C74 0.3206(19) 1.0892(11) 0.1734(7) 0.042(4) Uani d U P D 0.501(6) B 1
H H74A 0.292 1.0595 0.1276 0.063 Uiso calc U P R 0.501(6) B 1
H H74B 0.2656 1.1384 0.1898 0.063 Uiso calc U P R 0.501(6) B 1
H H74C 0.4072 1.1102 0.171 0.063 Uiso calc U P R 0.501(6) B 1
C C75 0.0832(7) 1.0658(6) 0.2395(4) 0.054(2) Uani d U P D 0.501(6) B 1
H H75A 0.1121 1.119 0.2703 0.082 Uiso calc U P R 0.501(6) B 1
H H75B 0.0701 1.0775 0.193 0.082 Uiso calc U P R 0.501(6) B 1
H H75C 0.0038 1.046 0.2562 0.082 Uiso calc U P R 0.501(6) B 1
C C76 0.1437(10) 0.9113(6) 0.1911(5) 0.061(3) Uani d U P D 0.501(6) B 1
H H76A 0.2105 0.8689 0.192 0.092 Uiso calc U P R 0.501(6) B 1
H H76B 0.0653 0.8893 0.2071 0.092 Uiso calc U P R 0.501(6) B 1
H H76C 0.1315 0.9208 0.1439 0.092 Uiso calc U P R 0.501(6) B 1
O O7A 0.3165(5) 1.0881(4) 0.2898(3) 0.0214(12) Uani d U P D 0.499(6) B 2
O O8A 0.1895(9) 0.9821(6) 0.3074(4) 0.029(2) Uani d U P D 0.499(6) B 2
C C71A 0.2444(5) 1.0582(3) 0.2252(2) 0.0263(14) Uani d U P D 0.499(6) B 2
C C72A 0.2128(6) 0.9627(4) 0.2291(3) 0.0238(15) Uani d U P D 0.499(6) B 2
C C73A 0.1267(6) 1.1140(4) 0.2302(3) 0.0397(17) Uani d U P D 0.499(6) B 2
H H73D 0.075 1.0968 0.1883 0.06 Uiso calc U P R 0.499(6) B 2
H H73E 0.0781 1.1058 0.2702 0.06 Uiso calc U P R 0.499(6) B 2
H H73F 0.1513 1.1753 0.2352 0.06 Uiso calc U P R 0.499(6) B 2
C C74A 0.3210(19) 1.0704(12) 0.1646(7) 0.042(4) Uani d U P D 0.499(6) B 2
H H74D 0.2722 1.0504 0.1221 0.063 Uiso calc U P R 0.499(6) B 2
H H74E 0.3424 1.132 0.1685 0.063 Uiso calc U P R 0.499(6) B 2
H H74F 0.3985 1.0368 0.1636 0.063 Uiso calc U P R 0.499(6) B 2
C C75A 0.3202(6) 0.9011(4) 0.2002(3) 0.0323(15) Uani d U P D 0.499(6) B 2
H H75D 0.401 0.9256 0.2197 0.048 Uiso calc U P R 0.499(6) B 2
H H75E 0.3064 0.8443 0.2127 0.048 Uiso calc U P R 0.499(6) B 2
H H75F 0.3214 0.8945 0.15 0.048 Uiso calc U P R 0.499(6) B 2
C C76A 0.0841(6) 0.9276(5) 0.2003(4) 0.0288(16) Uani d U P D 0.499(6) B 2
H H76D 0.0872 0.9127 0.15 0.043 Uiso calc U P R 0.499(6) B 2
H H76E 0.0624 0.8757 0.2186 0.043 Uiso calc U P R 0.499(6) B 2
H H76F 0.0203 0.9721 0.2138 0.043 Uiso calc U P R 0.499(6) 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
B1 N1 . 1.411(3) ?
B1 C3 . 1.589(3) ?
B1 C31 . 1.610(3) ?
N1 C1 . 1.438(3) ?
N1 C41 . 1.449(3) ?
N2 C51 . 1.415(3) ?
N2 C2 . 1.453(3) ?
N2 H2A . 0.85(2) ?
C1 C6 . 1.327(3) ?
C1 C2 . 1.511(3) ?
C2 C3 . 1.546(3) ?
C2 H2 . 1.0 ?
C3 C4 . 1.533(3) ?
C3 H3 . 1.0 ?
C4 C5 . 1.535(3) ?
C4 H4A . 0.99 ?
C4 H4B . 0.99 ?
C5 B2 . 1.564(3) ?
C5 H5A . 0.99 ?
C5 H5B . 0.99 ?
C6 C7 . 1.513(3) ?
C6 H6 . 0.95 ?
C7 C8 . 1.541(3) ?
C7 H7A . 0.99 ?
C7 H7B . 0.99 ?
C8 B3 . 1.564(3) ?
C8 H8A . 0.99 ?
C8 H8B . 0.99 ?
B2 O1 . 1.363(3) ?
B2 O2 . 1.373(3) ?
O1 C11 . 1.466(3) ?
O2 C12 . 1.460(3) ?
C11 C13 . 1.518(3) ?
C11 C14 . 1.518(3) ?
C11 C12 . 1.556(3) ?
C12 C15 . 1.519(3) ?
C12 C16 . 1.522(4) ?
C13 H13A . 0.98 ?
C13 H13B . 0.98 ?
C13 H13C . 0.98 ?
C14 H14A . 0.98 ?
C14 H14B . 0.98 ?
C14 H14C . 0.98 ?
C15 H15A . 0.98 ?
C15 H15B . 0.98 ?
C15 H15C . 0.98 ?
C16 H16A . 0.98 ?
C16 H16B . 0.98 ?
C16 H16C . 0.98 ?
B3 O3 . 1.371(3) ?
B3 O4 . 1.377(3) ?
O3 C21 . 1.469(3) ?
O4 C22 . 1.461(3) ?
C21 C24 . 1.515(3) ?
C21 C23 . 1.524(3) ?
C21 C22 . 1.556(3) ?
C22 C26 . 1.515(3) ?
C22 C25 . 1.531(3) ?
C23 H23A . 0.98 ?
C23 H23B . 0.98 ?
C23 H23C . 0.98 ?
C24 H24A . 0.98 ?
C24 H24B . 0.98 ?
C24 H24C . 0.98 ?
C25 H25A . 0.98 ?
C25 H25B . 0.98 ?
C25 H25C . 0.98 ?
C26 H26A . 0.98 ?
C26 H26B . 0.98 ?
C26 H26C . 0.98 ?
C31 C32 . 1.412(3) ?
C31 C36 . 1.413(3) ?
C32 C33 . 1.392(3) ?
C32 C37 . 1.504(3) ?
C33 C34 . 1.379(3) ?
C33 H33 . 0.95 ?
C34 C35 . 1.386(3) ?
C34 C38 . 1.499(3) ?
C35 C36 . 1.390(3) ?
C35 H35 . 0.95 ?
C36 C39 . 1.510(3) ?
C37 F1 . 1.337(3) ?
C37 F2 . 1.343(2) ?
C37 F3 . 1.348(2) ?
C38 F6A . 1.275(12) ?
C38 F4 . 1.305(3) ?
C38 F5 . 1.314(3) ?
C38 F5A . 1.321(13) ?
C38 F6 . 1.353(3) ?
C38 F4A . 1.382(11) ?
C39 F7 . 1.333(3) ?
C39 F8 . 1.341(3) ?
C39 F9 . 1.345(3) ?
C41 C42 . 1.401(3) ?
C41 C46 . 1.402(3) ?
C42 C43 . 1.396(3) ?
C42 C47 . 1.504(3) ?
C43 C44 . 1.385(4) ?
C43 H43 . 0.95 ?
C44 C45 . 1.377(4) ?
C44 H44 . 0.95 ?
C45 C46 . 1.402(3) ?
C45 H45 . 0.95 ?
C46 C48 . 1.509(3) ?
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 C52 . 1.406(3) ?
C51 C56 . 1.408(3) ?
C52 C53 . 1.395(3) ?
C52 C57 . 1.510(3) ?
C53 C54 . 1.379(4) ?
C53 H53 . 0.95 ?
C54 C55 . 1.381(4) ?
C54 H54 . 0.95 ?
C55 C56 . 1.395(3) ?
C55 H55 . 0.95 ?
C56 C58 . 1.502(4) ?
C57 H57A . 0.98 ?
C57 H57B . 0.98 ?
C57 H57C . 0.98 ?
C58 H58A . 0.98 ?
C58 H58B . 0.98 ?
C58 H58C . 0.98 ?
O9 B5 . 1.353(3) ?
O9 B4 . 1.362(3) ?
B4 O6 . 1.355(3) ?
B4 O5 . 1.366(3) ?
O5 C61 . 1.465(3) ?
O6 C62 . 1.466(3) ?
C61 C63 . 1.509(4) ?
C61 C64 . 1.526(4) ?
C61 C62 . 1.561(4) ?
C62 C65 . 1.517(4) ?
C62 C66 . 1.519(4) ?
C63 H63A . 0.98 ?
C63 H63B . 0.98 ?
C63 H63C . 0.98 ?
C64 H64A . 0.98 ?
C64 H64B . 0.98 ?
C64 H64C . 0.98 ?
C65 H65A . 0.98 ?
C65 H65B . 0.98 ?
C65 H65C . 0.98 ?
C66 H66A . 0.98 ?
C66 H66B . 0.98 ?
C66 H66C . 0.98 ?
B5 O8A . 1.357(9) ?
B5 O8 . 1.360(8) ?
B5 O7 . 1.373(7) ?
B5 O7A . 1.373(6) ?
O7 C71 . 1.464(8) ?
O8 C72 . 1.525(9) ?
C71 C73 . 1.505(8) ?
C71 C74 . 1.518(11) ?
C71 C72 . 1.553(8) ?
C72 C75 . 1.506(9) ?
C72 C76 . 1.520(9) ?
C73 H73A . 0.98 ?
C73 H73B . 0.98 ?
C73 H73C . 0.98 ?
C74 H74A . 0.98 ?
C74 H74B . 0.98 ?
C74 H74C . 0.98 ?
C75 H75A . 0.98 ?
C75 H75B . 0.98 ?
C75 H75C . 0.98 ?
C76 H76A . 0.98 ?
C76 H76B . 0.98 ?
C76 H76C . 0.98 ?
O7A C71A . 1.476(7) ?
O8A C72A . 1.545(9) ?
C71A C74A . 1.500(11) ?
C71A C73A . 1.527(7) ?
C71A C72A . 1.550(7) ?
C72A C76A . 1.531(8) ?
C72A C75A . 1.546(7) ?
C73A H73D . 0.98 ?
C73A H73E . 0.98 ?
C73A H73F . 0.98 ?
C74A H74D . 0.98 ?
C74A H74E . 0.98 ?
C74A H74F . 0.98 ?
C75A H75D . 0.98 ?
C75A H75E . 0.98 ?
C75A H75F . 0.98 ?
C76A H76D . 0.98 ?
C76A H76E . 0.98 ?
C76A H76F . 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
N1 B1 C3 . . 107.81(19) ?
N1 B1 C31 . . 123.93(19) ?
C3 B1 C31 . . 128.25(19) ?
B1 N1 C1 . . 111.19(17) ?
B1 N1 C41 . . 130.01(18) ?
C1 N1 C41 . . 118.56(17) ?
C51 N2 C2 . . 120.83(18) ?
C51 N2 H2A . . 115.0(15) ?
C2 N2 H2A . . 111.7(15) ?
C6 C1 N1 . . 128.89(19) ?
C6 C1 C2 . . 125.49(19) ?
N1 C1 C2 . . 105.62(17) ?
N2 C2 C1 . . 113.89(17) ?
N2 C2 C3 . . 117.24(18) ?
C1 C2 C3 . . 104.86(17) ?
N2 C2 H2 . . 106.7 ?
C1 C2 H2 . . 106.7 ?
C3 C2 H2 . . 106.7 ?
C4 C3 C2 . . 111.68(17) ?
C4 C3 B1 . . 121.32(18) ?
C2 C3 B1 . . 100.22(17) ?
C4 C3 H3 . . 107.6 ?
C2 C3 H3 . . 107.6 ?
B1 C3 H3 . . 107.6 ?
C3 C4 C5 . . 115.24(18) ?
C3 C4 H4A . . 108.5 ?
C5 C4 H4A . . 108.5 ?
C3 C4 H4B . . 108.5 ?
C5 C4 H4B . . 108.5 ?
H4A C4 H4B . . 107.5 ?
C4 C5 B2 . . 107.81(18) ?
C4 C5 H5A . . 110.1 ?
B2 C5 H5A . . 110.1 ?
C4 C5 H5B . . 110.1 ?
B2 C5 H5B . . 110.1 ?
H5A C5 H5B . . 108.5 ?
C1 C6 C7 . . 130.6(2) ?
C1 C6 H6 . . 114.7 ?
C7 C6 H6 . . 114.7 ?
C6 C7 C8 . . 112.07(18) ?
C6 C7 H7A . . 109.2 ?
C8 C7 H7A . . 109.2 ?
C6 C7 H7B . . 109.2 ?
C8 C7 H7B . . 109.2 ?
H7A C7 H7B . . 107.9 ?
C7 C8 B3 . . 115.76(18) ?
C7 C8 H8A . . 108.3 ?
B3 C8 H8A . . 108.3 ?
C7 C8 H8B . . 108.3 ?
B3 C8 H8B . . 108.3 ?
H8A C8 H8B . . 107.4 ?
O1 B2 O2 . . 113.0(2) ?
O1 B2 C5 . . 124.4(2) ?
O2 B2 C5 . . 122.2(2) ?
B2 O1 C11 . . 107.00(17) ?
B2 O2 C12 . . 106.59(17) ?
O1 C11 C13 . . 106.55(18) ?
O1 C11 C14 . . 108.50(19) ?
C13 C11 C14 . . 110.0(2) ?
O1 C11 C12 . . 101.74(17) ?
C13 C11 C12 . . 113.6(2) ?
C14 C11 C12 . . 115.7(2) ?
O2 C12 C15 . . 109.2(2) ?
O2 C12 C16 . . 106.32(19) ?
C15 C12 C16 . . 110.8(2) ?
O2 C12 C11 . . 101.81(17) ?
C15 C12 C11 . . 114.6(2) ?
C16 C12 C11 . . 113.2(2) ?
C11 C13 H13A . . 109.5 ?
C11 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
C11 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
C11 C14 H14A . . 109.5 ?
C11 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
C11 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
C12 C15 H15A . . 109.5 ?
C12 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
C12 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
C12 C16 H16A . . 109.5 ?
C12 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C12 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
O3 B3 O4 . . 112.1(2) ?
O3 B3 C8 . . 125.7(2) ?
O4 B3 C8 . . 122.2(2) ?
B3 O3 C21 . . 107.32(17) ?
B3 O4 C22 . . 107.69(17) ?
O3 C21 C24 . . 108.96(19) ?
O3 C21 C23 . . 106.61(18) ?
C24 C21 C23 . . 110.8(2) ?
O3 C21 C22 . . 101.82(17) ?
C24 C21 C22 . . 115.02(19) ?
C23 C21 C22 . . 112.86(19) ?
O4 C22 C26 . . 108.83(19) ?
O4 C22 C25 . . 106.33(18) ?
C26 C22 C25 . . 110.5(2) ?
O4 C22 C21 . . 101.97(17) ?
C26 C22 C21 . . 114.8(2) ?
C25 C22 C21 . . 113.62(19) ?
C21 C23 H23A . . 109.5 ?
C21 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
C21 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
C21 C24 H24A . . 109.5 ?
C21 C24 H24B . . 109.5 ?
H24A C24 H24B . . 109.5 ?
C21 C24 H24C . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
C22 C25 H25A . . 109.5 ?
C22 C25 H25B . . 109.5 ?
H25A C25 H25B . . 109.5 ?
C22 C25 H25C . . 109.5 ?
H25A C25 H25C . . 109.5 ?
H25B C25 H25C . . 109.5 ?
C22 C26 H26A . . 109.5 ?
C22 C26 H26B . . 109.5 ?
H26A C26 H26B . . 109.5 ?
C22 C26 H26C . . 109.5 ?
H26A C26 H26C . . 109.5 ?
H26B C26 H26C . . 109.5 ?
C32 C31 C36 . . 114.58(19) ?
C32 C31 B1 . . 121.84(19) ?
C36 C31 B1 . . 123.55(19) ?
C33 C32 C31 . . 123.0(2) ?
C33 C32 C37 . . 114.84(19) ?
C31 C32 C37 . . 122.16(19) ?
C34 C33 C32 . . 120.0(2) ?
C34 C33 H33 . . 120.0 ?
C32 C33 H33 . . 120.0 ?
C33 C34 C35 . . 119.3(2) ?
C33 C34 C38 . . 120.8(2) ?
C35 C34 C38 . . 119.9(2) ?
C34 C35 C36 . . 120.2(2) ?
C34 C35 H35 . . 119.9 ?
C36 C35 H35 . . 119.9 ?
C35 C36 C31 . . 122.7(2) ?
C35 C36 C39 . . 113.7(2) ?
C31 C36 C39 . . 123.41(19) ?
F1 C37 F2 . . 106.47(17) ?
F1 C37 F3 . . 107.08(18) ?
F2 C37 F3 . . 105.58(18) ?
F1 C37 C32 . . 113.12(19) ?
F2 C37 C32 . . 111.71(18) ?
F3 C37 C32 . . 112.39(18) ?
F4 C38 F5 . . 110.0(3) ?
F6A C38 F5A . . 100.3(14) ?
F4 C38 F6 . . 104.6(3) ?
F5 C38 F6 . . 104.7(2) ?
F6A C38 F4A . . 103.8(12) ?
F5A C38 F4A . . 102.2(15) ?
F6A C38 C34 . . 121.6(8) ?
F4 C38 C34 . . 113.5(2) ?
F5 C38 C34 . . 113.0(2) ?
F5A C38 C34 . . 117.3(11) ?
F6 C38 C34 . . 110.4(2) ?
F4A C38 C34 . . 109.3(7) ?
F7 C39 F8 . . 107.04(18) ?
F7 C39 F9 . . 106.57(17) ?
F8 C39 F9 . . 105.84(18) ?
F7 C39 C36 . . 114.28(19) ?
F8 C39 C36 . . 111.15(18) ?
F9 C39 C36 . . 111.46(18) ?
C42 C41 C46 . . 121.8(2) ?
C42 C41 N1 . . 119.8(2) ?
C46 C41 N1 . . 118.24(19) ?
C43 C42 C41 . . 117.9(2) ?
C43 C42 C47 . . 120.0(2) ?
C41 C42 C47 . . 122.0(2) ?
C44 C43 C42 . . 121.3(2) ?
C44 C43 H43 . . 119.4 ?
C42 C43 H43 . . 119.4 ?
C45 C44 C43 . . 119.7(2) ?
C45 C44 H44 . . 120.1 ?
C43 C44 H44 . . 120.1 ?
C44 C45 C46 . . 121.4(2) ?
C44 C45 H45 . . 119.3 ?
C46 C45 H45 . . 119.3 ?
C45 C46 C41 . . 117.6(2) ?
C45 C46 C48 . . 119.1(2) ?
C41 C46 C48 . . 123.2(2) ?
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 ?
C52 C51 C56 . . 120.7(2) ?
C52 C51 N2 . . 119.6(2) ?
C56 C51 N2 . . 119.6(2) ?
C53 C52 C51 . . 118.4(2) ?
C53 C52 C57 . . 118.9(2) ?
C51 C52 C57 . . 122.7(2) ?
C54 C53 C52 . . 121.4(3) ?
C54 C53 H53 . . 119.3 ?
C52 C53 H53 . . 119.3 ?
C53 C54 C55 . . 119.8(2) ?
C53 C54 H54 . . 120.1 ?
C55 C54 H54 . . 120.1 ?
C54 C55 C56 . . 121.1(2) ?
C54 C55 H55 . . 119.4 ?
C56 C55 H55 . . 119.4 ?
C55 C56 C51 . . 118.6(2) ?
C55 C56 C58 . . 120.0(2) ?
C51 C56 C58 . . 121.4(2) ?
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 ?
B5 O9 B4 . . 130.7(2) ?
O6 B4 O9 . . 123.4(2) ?
O6 B4 O5 . . 114.4(2) ?
O9 B4 O5 . . 122.1(2) ?
B4 O5 C61 . . 106.0(2) ?
B4 O6 C62 . . 107.00(19) ?
O5 C61 C63 . . 106.5(2) ?
O5 C61 C64 . . 108.1(2) ?
C63 C61 C64 . . 110.6(3) ?
O5 C61 C62 . . 102.63(19) ?
C63 C61 C62 . . 113.7(2) ?
C64 C61 C62 . . 114.5(3) ?
O6 C62 C65 . . 108.6(2) ?
O6 C62 C66 . . 106.6(2) ?
C65 C62 C66 . . 110.3(2) ?
O6 C62 C61 . . 101.7(2) ?
C65 C62 C61 . . 114.7(2) ?
C66 C62 C61 . . 114.1(2) ?
C61 C63 H63A . . 109.5 ?
C61 C63 H63B . . 109.5 ?
H63A C63 H63B . . 109.5 ?
C61 C63 H63C . . 109.5 ?
H63A C63 H63C . . 109.5 ?
H63B C63 H63C . . 109.5 ?
C61 C64 H64A . . 109.5 ?
C61 C64 H64B . . 109.5 ?
H64A C64 H64B . . 109.5 ?
C61 C64 H64C . . 109.5 ?
H64A C64 H64C . . 109.5 ?
H64B C64 H64C . . 109.5 ?
C62 C65 H65A . . 109.5 ?
C62 C65 H65B . . 109.5 ?
H65A C65 H65B . . 109.5 ?
C62 C65 H65C . . 109.5 ?
H65A C65 H65C . . 109.5 ?
H65B C65 H65C . . 109.5 ?
C62 C66 H66A . . 109.5 ?
C62 C66 H66B . . 109.5 ?
H66A C66 H66B . . 109.5 ?
C62 C66 H66C . . 109.5 ?
H66A C66 H66C . . 109.5 ?
H66B C66 H66C . . 109.5 ?
O9 B5 O8A . . 123.8(4) ?
O9 B5 O8 . . 125.0(4) ?
O9 B5 O7 . . 119.7(3) ?
O8 B5 O7 . . 113.3(5) ?
O9 B5 O7A . . 123.4(3) ?
O8A B5 O7A . . 108.4(5) ?
B5 O7 C71 . . 104.6(5) ?
B5 O8 C72 . . 99.1(6) ?
O7 C71 C73 . . 104.1(5) ?
O7 C71 C74 . . 109.5(8) ?
C73 C71 C74 . . 109.6(9) ?
O7 C71 C72 . . 101.6(4) ?
C73 C71 C72 . . 116.7(6) ?
C74 C71 C72 . . 114.3(9) ?
C75 C72 C76 . . 113.1(6) ?
C75 C72 O8 . . 118.0(6) ?
C76 C72 O8 . . 101.9(6) ?
C75 C72 C71 . . 113.9(6) ?
C76 C72 C71 . . 111.7(7) ?
O8 C72 C71 . . 96.6(5) ?
C71 C73 H73A . . 109.5 ?
C71 C73 H73B . . 109.5 ?
H73A C73 H73B . . 109.5 ?
C71 C73 H73C . . 109.5 ?
H73A C73 H73C . . 109.5 ?
H73B C73 H73C . . 109.5 ?
C71 C74 H74A . . 109.5 ?
C71 C74 H74B . . 109.5 ?
H74A C74 H74B . . 109.5 ?
C71 C74 H74C . . 109.5 ?
H74A C74 H74C . . 109.5 ?
H74B C74 H74C . . 109.5 ?
C72 C75 H75A . . 109.5 ?
C72 C75 H75B . . 109.5 ?
H75A C75 H75B . . 109.5 ?
C72 C75 H75C . . 109.5 ?
H75A C75 H75C . . 109.5 ?
H75B C75 H75C . . 109.5 ?
C72 C76 H76A . . 109.5 ?
C72 C76 H76B . . 109.5 ?
H76A C76 H76B . . 109.5 ?
C72 C76 H76C . . 109.5 ?
H76A C76 H76C . . 109.5 ?
H76B C76 H76C . . 109.5 ?
B5 O7A C71A . . 108.4(4) ?
B5 O8A C72A . . 106.3(6) ?
O7A C71A C74A . . 110.2(9) ?
O7A C71A C73A . . 106.0(4) ?
C74A C71A C73A . . 110.4(9) ?
O7A C71A C72A . . 102.3(4) ?
C74A C71A C72A . . 115.2(8) ?
C73A C71A C72A . . 111.9(5) ?
C76A C72A O8A . . 101.9(6) ?
C76A C72A C75A . . 111.7(5) ?
O8A C72A C75A . . 119.5(6) ?
C76A C72A C71A . . 116.6(5) ?
O8A C72A C71A . . 94.5(5) ?
C75A C72A C71A . . 111.6(5) ?
C71A C73A H73D . . 109.5 ?
C71A C73A H73E . . 109.5 ?
H73D C73A H73E . . 109.5 ?
C71A C73A H73F . . 109.5 ?
H73D C73A H73F . . 109.5 ?
H73E C73A H73F . . 109.5 ?
C71A C74A H74D . . 109.5 ?
C71A C74A H74E . . 109.5 ?
H74D C74A H74E . . 109.5 ?
C71A C74A H74F . . 109.5 ?
H74D C74A H74F . . 109.5 ?
H74E C74A H74F . . 109.5 ?
C72A C75A H75D . . 109.5 ?
C72A C75A H75E . . 109.5 ?
H75D C75A H75E . . 109.5 ?
C72A C75A H75F . . 109.5 ?
H75D C75A H75F . . 109.5 ?
H75E C75A H75F . . 109.5 ?
C72A C76A H76D . . 109.5 ?
C72A C76A H76E . . 109.5 ?
H76D C76A H76E . . 109.5 ?
C72A C76A H76F . . 109.5 ?
H76D C76A H76F . . 109.5 ?
H76E C76A H76F . . 109.5 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C3 B1 N1 C1 . . . . 0.0(2) ?
C31 B1 N1 C1 . . . . 178.72(19) ?
C3 B1 N1 C41 . . . . -174.2(2) ?
C31 B1 N1 C41 . . . . 4.6(4) ?
B1 N1 C1 C6 . . . . 160.2(2) ?
C41 N1 C1 C6 . . . . -24.8(3) ?
B1 N1 C1 C2 . . . . -19.8(2) ?
C41 N1 C1 C2 . . . . 155.16(18) ?
C51 N2 C2 C1 . . . . 146.5(2) ?
C51 N2 C2 C3 . . . . -90.6(2) ?
C6 C1 C2 N2 . . . . -19.0(3) ?
N1 C1 C2 N2 . . . . 161.03(17) ?
C6 C1 C2 C3 . . . . -148.4(2) ?
N1 C1 C2 C3 . . . . 31.6(2) ?
N2 C2 C3 C4 . . . . 72.9(2) ?
C1 C2 C3 C4 . . . . -159.65(17) ?
N2 C2 C3 B1 . . . . -157.27(18) ?
C1 C2 C3 B1 . . . . -29.8(2) ?
N1 B1 C3 C4 . . . . 142.2(2) ?
C31 B1 C3 C4 . . . . -36.5(3) ?
N1 B1 C3 C2 . . . . 18.9(2) ?
C31 B1 C3 C2 . . . . -159.8(2) ?
C2 C3 C4 C5 . . . . -169.21(18) ?
B1 C3 C4 C5 . . . . 73.1(3) ?
C3 C4 C5 B2 . . . . 166.04(18) ?
N1 C1 C6 C7 . . . . 2.0(4) ?
C2 C1 C6 C7 . . . . -178.0(2) ?
C1 C6 C7 C8 . . . . -178.5(2) ?
C6 C7 C8 B3 . . . . -62.6(3) ?
C4 C5 B2 O1 . . . . 91.4(3) ?
C4 C5 B2 O2 . . . . -81.3(3) ?
O2 B2 O1 C11 . . . . -9.0(3) ?
C5 B2 O1 C11 . . . . 177.7(2) ?
O1 B2 O2 C12 . . . . -12.2(3) ?
C5 B2 O2 C12 . . . . 161.3(2) ?
B2 O1 C11 C13 . . . . -94.6(2) ?
B2 O1 C11 C14 . . . . 147.1(2) ?
B2 O1 C11 C12 . . . . 24.6(2) ?
B2 O2 C12 C15 . . . . 148.0(2) ?
B2 O2 C12 C16 . . . . -92.3(2) ?
B2 O2 C12 C11 . . . . 26.4(2) ?
O1 C11 C12 O2 . . . . -30.6(2) ?
C13 C11 C12 O2 . . . . 83.5(2) ?
C14 C11 C12 O2 . . . . -148.0(2) ?
O1 C11 C12 C15 . . . . -148.4(2) ?
C13 C11 C12 C15 . . . . -34.3(3) ?
C14 C11 C12 C15 . . . . 94.3(3) ?
O1 C11 C12 C16 . . . . 83.1(2) ?
C13 C11 C12 C16 . . . . -162.8(2) ?
C14 C11 C12 C16 . . . . -34.3(3) ?
C7 C8 B3 O3 . . . . 13.6(3) ?
C7 C8 B3 O4 . . . . -167.1(2) ?
O4 B3 O3 C21 . . . . -11.5(2) ?
C8 B3 O3 C21 . . . . 167.9(2) ?
O3 B3 O4 C22 . . . . -9.0(2) ?
C8 B3 O4 C22 . . . . 171.6(2) ?
B3 O3 C21 C24 . . . . 147.29(19) ?
B3 O3 C21 C23 . . . . -93.1(2) ?
B3 O3 C21 C22 . . . . 25.4(2) ?
B3 O4 C22 C26 . . . . 145.62(19) ?
B3 O4 C22 C25 . . . . -95.3(2) ?
B3 O4 C22 C21 . . . . 24.0(2) ?
O3 C21 C22 O4 . . . . -29.4(2) ?
C24 C21 C22 O4 . . . . -147.08(19) ?
C23 C21 C22 O4 . . . . 84.5(2) ?
O3 C21 C22 C26 . . . . -146.87(19) ?
C24 C21 C22 C26 . . . . 95.5(2) ?
C23 C21 C22 C26 . . . . -33.0(3) ?
O3 C21 C22 C25 . . . . 84.6(2) ?
C24 C21 C22 C25 . . . . -33.1(3) ?
C23 C21 C22 C25 . . . . -161.5(2) ?
N1 B1 C31 C32 . . . . -76.4(3) ?
C3 B1 C31 C32 . . . . 102.0(3) ?
N1 B1 C31 C36 . . . . 105.5(3) ?
C3 B1 C31 C36 . . . . -76.0(3) ?
C36 C31 C32 C33 . . . . -3.6(3) ?
B1 C31 C32 C33 . . . . 178.2(2) ?
C36 C31 C32 C37 . . . . 175.02(19) ?
B1 C31 C32 C37 . . . . -3.2(3) ?
C31 C32 C33 C34 . . . . 1.8(3) ?
C37 C32 C33 C34 . . . . -176.9(2) ?
C32 C33 C34 C35 . . . . 1.2(3) ?
C32 C33 C34 C38 . . . . -178.9(2) ?
C33 C34 C35 C36 . . . . -2.0(3) ?
C38 C34 C35 C36 . . . . 178.1(2) ?
C34 C35 C36 C31 . . . . 0.0(3) ?
C34 C35 C36 C39 . . . . 176.3(2) ?
C32 C31 C36 C35 . . . . 2.7(3) ?
B1 C31 C36 C35 . . . . -179.1(2) ?
C32 C31 C36 C39 . . . . -173.3(2) ?
B1 C31 C36 C39 . . . . 4.9(3) ?
C33 C32 C37 F1 . . . . -84.5(2) ?
C31 C32 C37 F1 . . . . 96.8(2) ?
C33 C32 C37 F2 . . . . 35.6(3) ?
C31 C32 C37 F2 . . . . -143.1(2) ?
C33 C32 C37 F3 . . . . 154.11(19) ?
C31 C32 C37 F3 . . . . -24.6(3) ?
C33 C34 C38 F6A . . . . 50.0(13) ?
C35 C34 C38 F6A . . . . -130.1(13) ?
C33 C34 C38 F4 . . . . -16.0(4) ?
C35 C34 C38 F4 . . . . 163.9(3) ?
C33 C34 C38 F5 . . . . -142.1(3) ?
C35 C34 C38 F5 . . . . 37.7(3) ?
C33 C34 C38 F5A . . . . 173.7(18) ?
C35 C34 C38 F5A . . . . -6.5(18) ?
C33 C34 C38 F6 . . . . 101.1(3) ?
C35 C34 C38 F6 . . . . -79.1(3) ?
C33 C34 C38 F4A . . . . -70.7(12) ?
C35 C34 C38 F4A . . . . 109.1(12) ?
C35 C36 C39 F7 . . . . 170.08(19) ?
C31 C36 C39 F7 . . . . -13.6(3) ?
C35 C36 C39 F8 . . . . -68.6(2) ?
C31 C36 C39 F8 . . . . 107.7(2) ?
C35 C36 C39 F9 . . . . 49.2(3) ?
C31 C36 C39 F9 . . . . -134.5(2) ?
B1 N1 C41 C42 . . . . -75.6(3) ?
C1 N1 C41 C42 . . . . 110.6(2) ?
B1 N1 C41 C46 . . . . 107.7(3) ?
C1 N1 C41 C46 . . . . -66.1(3) ?
C46 C41 C42 C43 . . . . -4.2(3) ?
N1 C41 C42 C43 . . . . 179.3(2) ?
C46 C41 C42 C47 . . . . 171.3(2) ?
N1 C41 C42 C47 . . . . -5.2(3) ?
C41 C42 C43 C44 . . . . 0.0(4) ?
C47 C42 C43 C44 . . . . -175.6(2) ?
C42 C43 C44 C45 . . . . 3.3(4) ?
C43 C44 C45 C46 . . . . -2.5(4) ?
C44 C45 C46 C41 . . . . -1.6(3) ?
C44 C45 C46 C48 . . . . 174.8(2) ?
C42 C41 C46 C45 . . . . 5.0(3) ?
N1 C41 C46 C45 . . . . -178.42(19) ?
C42 C41 C46 C48 . . . . -171.2(2) ?
N1 C41 C46 C48 . . . . 5.3(3) ?
C2 N2 C51 C52 . . . . -61.6(3) ?
C2 N2 C51 C56 . . . . 121.9(2) ?
C56 C51 C52 C53 . . . . -1.5(3) ?
N2 C51 C52 C53 . . . . -178.0(2) ?
C56 C51 C52 C57 . . . . 176.2(2) ?
N2 C51 C52 C57 . . . . -0.2(3) ?
C51 C52 C53 C54 . . . . 1.2(4) ?
C57 C52 C53 C54 . . . . -176.7(2) ?
C52 C53 C54 C55 . . . . 0.5(4) ?
C53 C54 C55 C56 . . . . -1.8(4) ?
C54 C55 C56 C51 . . . . 1.4(4) ?
C54 C55 C56 C58 . . . . -176.9(2) ?
C52 C51 C56 C55 . . . . 0.3(3) ?
N2 C51 C56 C55 . . . . 176.7(2) ?
C52 C51 C56 C58 . . . . 178.5(2) ?
N2 C51 C56 C58 . . . . -5.0(3) ?
B5 O9 B4 O6 . . . . 51.7(4) ?
B5 O9 B4 O5 . . . . -132.1(3) ?
O6 B4 O5 C61 . . . . 10.5(3) ?
O9 B4 O5 C61 . . . . -165.9(3) ?
O9 B4 O6 C62 . . . . -174.7(2) ?
O5 B4 O6 C62 . . . . 8.9(3) ?
B4 O5 C61 C63 . . . . 95.8(3) ?
B4 O5 C61 C64 . . . . -145.3(3) ?
B4 O5 C61 C62 . . . . -23.9(3) ?
B4 O6 C62 C65 . . . . -144.2(2) ?
B4 O6 C62 C66 . . . . 96.9(3) ?
B4 O6 C62 C61 . . . . -22.8(3) ?
O5 C61 C62 O6 . . . . 28.1(2) ?
C63 C61 C62 O6 . . . . -86.4(3) ?
C64 C61 C62 O6 . . . . 145.0(2) ?
O5 C61 C62 C65 . . . . 145.2(2) ?
C63 C61 C62 C65 . . . . 30.6(3) ?
C64 C61 C62 C65 . . . . -97.9(3) ?
O5 C61 C62 C66 . . . . -86.2(3) ?
C63 C61 C62 C66 . . . . 159.2(2) ?
C64 C61 C62 C66 . . . . 30.7(3) ?
B4 O9 B5 O8A . . . . 27.4(7) ?
B4 O9 B5 O8 . . . . 9.6(7) ?
B4 O9 B5 O7 . . . . -153.0(4) ?
B4 O9 B5 O7A . . . . -178.8(4) ?
O9 B5 O7 C71 . . . . 175.2(3) ?
O8 B5 O7 C71 . . . . 10.7(7) ?
O9 B5 O8 C72 . . . . 158.0(4) ?
O7 B5 O8 C72 . . . . -38.4(8) ?
B5 O7 C71 C73 . . . . -100.0(6) ?
B5 O7 C71 C74 . . . . 142.9(9) ?
B5 O7 C71 C72 . . . . 21.7(5) ?
B5 O8 C72 C75 . . . . -74.4(8) ?
B5 O8 C72 C76 . . . . 161.0(7) ?
B5 O8 C72 C71 . . . . 47.1(7) ?
O7 C71 C72 C75 . . . . 82.8(6) ?
C73 C71 C72 C75 . . . . -164.8(6) ?
C74 C71 C72 C75 . . . . -35.0(10) ?
O7 C71 C72 C76 . . . . -147.5(6) ?
C73 C71 C72 C76 . . . . -35.1(8) ?
C74 C71 C72 C76 . . . . 94.7(10) ?
O7 C71 C72 O8 . . . . -41.9(6) ?
C73 C71 C72 O8 . . . . 70.5(7) ?
C74 C71 C72 O8 . . . . -159.7(9) ?
O9 B5 O7A C71A . . . . -161.7(4) ?
O8A B5 O7A C71A . . . . -4.4(7) ?
O9 B5 O8A C72A . . . . -171.1(4) ?
O7A B5 O8A C72A . . . . 31.8(8) ?
B5 O7A C71A C74A . . . . -147.1(9) ?
B5 O7A C71A C73A . . . . 93.4(5) ?
B5 O7A C71A C72A . . . . -24.0(5) ?
B5 O8A C72A C76A . . . . -161.7(6) ?
B5 O8A C72A C75A . . . . 74.6(8) ?
B5 O8A C72A C71A . . . . -43.3(8) ?
O7A C71A C72A C76A . . . . 143.9(6) ?
C74A C71A C72A C76A . . . . -96.5(11) ?
C73A C71A C72A C76A . . . . 30.7(7) ?
O7A C71A C72A O8A . . . . 38.2(6) ?
C74A C71A C72A O8A . . . . 157.8(10) ?
C73A C71A C72A O8A . . . . -74.9(6) ?
O7A C71A C72A C75A . . . . -86.0(5) ?
C74A C71A C72A C75A . . . . 33.6(11) ?
C73A C71A C72A C75A . . . . 160.9(5) ?


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_erk9503
_database_code_depnum_ccdc_archive 'CCDC 2119780'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut WWU University of Muenster
Germany
;
_audit_update_record             
;
2021-11-02 deposited with the CCDC.	2022-01-10 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2016.1-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C43 H38 B F9 N2'
_chemical_formula_iupac          ?
_chemical_formula_weight         764.56

_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                   10.2201(2)
_cell_length_b                   13.4877(3)
_cell_length_c                   15.2758(3)
_cell_angle_alpha                74.9650(10)
_cell_angle_beta                 73.1130(10)
_cell_angle_gamma                67.9510(10)
_cell_volume                     1840.51(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8609
_cell_measurement_theta_min      3.5875
_cell_measurement_theta_max      66.5818
_cell_measurement_temperature    293.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.040
_exptl_crystal_density_diffrn    1.380
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             792

_exptl_absorpt_coefficient_mu    0.952
_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  0.84
_exptl_absorpt_correction_T_max  0.96

_exptl_special_details           
;
;

_diffrn_ambient_temperature      293.(2)

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

_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Kappa CCD APEXII'
_diffrn_measurement_method       'phi / omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            30770
_diffrn_reflns_av_R_equivalents  0.0566
_diffrn_reflns_av_unetI/netI     0.0417
_diffrn_reflns_theta_min         3.59
_diffrn_reflns_theta_max         66.64
_diffrn_reflns_theta_full        66.64
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18

_refine_special_details          
;

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

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

The hydrogen at N2 atom was refined freely. 
;

_reflns_number_total             6459
_reflns_number_gt                5029
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0591
_refine_ls_R_factor_gt           0.0432
_refine_ls_wR_factor_gt          0.1017
_refine_ls_wR_factor_ref         0.1097
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.060
_refine_ls_number_reflns         6459
_refine_ls_number_parameters     504
_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)+(0.0484P)²+0.6250P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.197
_refine_diff_density_min         -0.231
_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'

_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    'APEX3 v2016.1-0 (Bruker AXS Inc., 2016)'
_computing_publication_material  'APEX3 v2016.1-0 (Bruker AXS Inc., 2016)'

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 0.6578(2) 0.39168(17) 0.27235(15) 0.0201(5) Uani d . . . 1 . .
N N1 0.79324(17) 0.31109(12) 0.25148(11) 0.0191(3) Uani d . . . 1 . .
N N2 0.61268(19) 0.13826(13) 0.43229(12) 0.0228(4) Uani d . . . 1 . .
H H2A 0.558(2) 0.1329(18) 0.4008(16) 0.027(6) Uiso d . . . 1 . .
C C1 0.7874(2) 0.20691(15) 0.30444(14) 0.0199(4) Uani d . . . 1 . .
C C2 0.6667(2) 0.22948(15) 0.38925(13) 0.0205(4) Uani d . . . 1 . .
H H2 0.7063 0.2422 0.435 0.025 Uiso calc U . R 1 . .
C C3 0.5559(2) 0.33908(15) 0.35595(13) 0.0193(4) Uani d . . . 1 . .
H H3 0.4882 0.3242 0.3311 0.023 Uiso calc U . R 1 . .
C C4 0.4692(2) 0.40362(15) 0.43654(14) 0.0226(4) Uani d . . . 1 . .
H H4A 0.4364 0.3545 0.4898 0.027 Uiso calc U . R 1 . .
H H4B 0.5339 0.4289 0.4538 0.027 Uiso calc U . R 1 . .
C C5 0.8671(2) 0.10982(15) 0.28221(14) 0.0223(4) Uani d . . . 1 . .
H H5 0.8488 0.0515 0.3259 0.027 Uiso calc U . R 1 . .
C C6 0.9824(2) 0.07964(16) 0.19738(14) 0.0245(4) Uani d . . . 1 . .
H H6A 1.0766 0.052 0.2131 0.029 Uiso calc U . R 1 . .
H H6B 0.9792 0.1439 0.1501 0.029 Uiso calc U . R 1 . .
C C11 0.3397(2) 0.50009(16) 0.41585(14) 0.0235(4) Uani d . . . 1 . .
C C12 0.2086(2) 0.48650(17) 0.42275(15) 0.0293(5) Uani d . . . 1 . .
H H12 0.2001 0.4175 0.4425 0.035 Uiso calc U . R 1 . .
C C13 0.0907(2) 0.57327(19) 0.40086(16) 0.0364(5) Uani d . . . 1 . .
H H13 0.0042 0.5621 0.4058 0.044 Uiso calc U . R 1 . .
C C14 0.1005(2) 0.67673(19) 0.37159(16) 0.0378(6) Uani d . . . 1 . .
H H14 0.0216 0.7352 0.3561 0.045 Uiso calc U . R 1 . .
C C15 0.2292(3) 0.69199(17) 0.36563(15) 0.0328(5) Uani d . . . 1 . .
H H15 0.2364 0.7614 0.3467 0.039 Uiso calc U . R 1 . .
C C16 0.3478(2) 0.60500(16) 0.38756(14) 0.0261(4) Uani d . . . 1 . .
H H16 0.4337 0.6167 0.3834 0.031 Uiso calc U . R 1 . .
C C21 0.9624(2) -0.00533(15) 0.15929(14) 0.0220(4) Uani d . . . 1 . .
C C22 1.0435(2) -0.11394(16) 0.17722(15) 0.0279(5) Uani d . . . 1 . .
H H22 1.1127 -0.135 0.2127 0.033 Uiso calc U . R 1 . .
C C23 1.0231(2) -0.19205(17) 0.14295(16) 0.0327(5) Uani d . . . 1 . .
H H23 1.0776 -0.2648 0.156 0.039 Uiso calc U . R 1 . .
C C24 0.9217(2) -0.16110(18) 0.08963(15) 0.0307(5) Uani d . . . 1 . .
H H24 0.9079 -0.213 0.0665 0.037 Uiso calc U . R 1 . .
C C25 0.8408(2) -0.05333(17) 0.07056(15) 0.0295(5) Uani d . . . 1 . .
H H25 0.773 -0.0323 0.0341 0.035 Uiso calc U . R 1 . .
C C26 0.8607(2) 0.02384(16) 0.10573(15) 0.0266(4) Uani d . . . 1 . .
H H26 0.8049 0.0963 0.0932 0.032 Uiso calc U . R 1 . .
C C31 0.6137(2) 0.51328(15) 0.21721(13) 0.0199(4) Uani d . . . 1 . .
C C32 0.5108(2) 0.54833(15) 0.16087(13) 0.0209(4) Uani d . . . 1 . .
C C33 0.4690(2) 0.65346(16) 0.11178(14) 0.0233(4) Uani d . . . 1 . .
H H33 0.4011 0.6735 0.0756 0.028 Uiso calc U . R 1 . .
C C34 0.5281(2) 0.72831(15) 0.11671(14) 0.0238(4) Uani d . . . 1 . .
C C35 0.6259(2) 0.69922(15) 0.17259(14) 0.0226(4) Uani d . . . 1 . .
H H35 0.6644 0.7497 0.1771 0.027 Uiso calc U . R 1 . .
C C36 0.6668(2) 0.59384(15) 0.22221(13) 0.0201(4) Uani d . . . 1 . .
C C37 0.4361(2) 0.47463(16) 0.15351(14) 0.0233(4) Uani d . . . 1 . .
C C38 0.4846(2) 0.84086(17) 0.06231(15) 0.0287(5) Uani d . . . 1 . .
C C39 0.7712(2) 0.57178(15) 0.28226(14) 0.0247(4) Uani d . . . 1 . .
C C41 0.9306(2) 0.32187(15) 0.19705(14) 0.0206(4) Uani d . . . 1 . .
C C42 1.0416(2) 0.29671(15) 0.24406(15) 0.0238(4) Uani d . . . 1 . .
C C43 1.1746(2) 0.30583(17) 0.19205(16) 0.0284(5) Uani d . . . 1 . .
H H43 1.2497 0.2887 0.2218 0.034 Uiso calc U . R 1 . .
C C44 1.1970(2) 0.33973(17) 0.09716(17) 0.0317(5) Uani d . . . 1 . .
H H44 1.2863 0.3459 0.0636 0.038 Uiso calc U . R 1 . .
C C45 1.0866(2) 0.36448(16) 0.05213(15) 0.0273(5) Uani d . . . 1 . .
H H45 1.1021 0.388 -0.0117 0.033 Uiso calc U . R 1 . .
C C46 0.9522(2) 0.35486(15) 0.10056(14) 0.0232(4) Uani d . . . 1 . .
C C47 1.0237(2) 0.26101(17) 0.34769(15) 0.0291(5) Uani d . . . 1 . .
H H47A 1.032 0.1855 0.3632 0.044 Uiso calc U . R 1 . .
H H47B 0.9303 0.303 0.3781 0.044 Uiso calc U . R 1 . .
H H47C 1.0974 0.2718 0.3677 0.044 Uiso calc U . R 1 . .
C C48 0.8391(2) 0.37528(17) 0.04751(14) 0.0274(5) Uani d . . . 1 . .
H H48A 0.7655 0.4438 0.0564 0.041 Uiso calc U . R 1 . .
H H48B 0.7965 0.3184 0.0696 0.041 Uiso calc U . R 1 . .
H H48C 0.8829 0.3766 -0.0173 0.041 Uiso calc U . R 1 . .
C C51 0.5629(2) 0.11525(15) 0.52975(14) 0.0219(4) Uani d . . . 1 . .
C C52 0.6629(2) 0.07847(15) 0.58776(14) 0.0238(4) Uani d . . . 1 . .
C C53 0.6139(2) 0.04923(17) 0.68245(15) 0.0310(5) Uani d . . . 1 . .
H H53 0.6784 0.0268 0.7214 0.037 Uiso calc U . R 1 . .
C C54 0.4725(3) 0.05247(18) 0.72052(16) 0.0337(5) Uani d . . . 1 . .
H H54 0.4423 0.0321 0.7841 0.04 Uiso calc U . R 1 . .
C C55 0.3762(2) 0.08651(17) 0.66264(16) 0.0313(5) Uani d . . . 1 . .
H H55 0.2812 0.0879 0.6878 0.038 Uiso calc U . R 1 . .
C C56 0.4187(2) 0.11858(15) 0.56775(15) 0.0250(4) Uani d . . . 1 . .
C C57 0.8211(2) 0.06157(17) 0.54857(15) 0.0277(5) Uani d . . . 1 . .
H H57A 0.8367 0.1306 0.5292 0.041 Uiso calc U . R 1 . .
H H57B 0.8528 0.025 0.4962 0.041 Uiso calc U . R 1 . .
H H57C 0.8748 0.0183 0.5952 0.041 Uiso calc U . R 1 . .
C C58 0.3113(2) 0.15508(17) 0.50639(17) 0.0329(5) Uani d . . . 1 . .
H H58A 0.3376 0.103 0.4666 0.049 Uiso calc U . R 1 . .
H H58B 0.3117 0.2244 0.4693 0.049 Uiso calc U . R 1 . .
H H58C 0.2164 0.1611 0.5443 0.049 Uiso calc U . R 1 . .
F F1 0.52234(13) 0.37085(9) 0.15338(9) 0.0307(3) Uani d . . . 1 . .
F F2 0.32213(13) 0.47301(10) 0.22341(9) 0.0336(3) Uani d . . . 1 . .
F F3 0.38618(15) 0.50575(10) 0.07534(9) 0.0368(3) Uani d . . . 1 . .
F F4 0.44457(16) 0.84350(10) -0.01443(9) 0.0427(3) Uani d . . . 1 . .
F F5 0.37369(16) 0.90944(10) 0.11095(10) 0.0452(4) Uani d . . . 1 . .
F F6 0.59200(16) 0.88241(11) 0.03468(12) 0.0546(5) Uani d . . . 1 . .
F F7 0.74048(14) 0.65652(9) 0.32398(9) 0.0332(3) Uani d . . . 1 . .
F F8 0.90790(13) 0.55242(10) 0.23431(9) 0.0340(3) Uani d . . . 1 . .
F F9 0.76840(14) 0.48608(9) 0.35064(8) 0.0317(3) Uani d . . . 1 . .


_geom_special_details            
;

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 N1 . 1.412(3) ?
B1 C3 . 1.591(3) ?
B1 C31 . 1.597(3) ?
N1 C1 . 1.441(2) ?
N1 C41 . 1.448(3) ?
N2 C51 . 1.418(3) ?
N2 C2 . 1.460(2) ?
N2 H2A . 0.87(2) ?
C1 C5 . 1.328(3) ?
C1 C2 . 1.512(3) ?
C2 C3 . 1.554(2) ?
C2 H2 . 0.98 ?
C3 C4 . 1.550(3) ?
C3 H3 . 0.98 ?
C4 C11 . 1.511(3) ?
C4 H4A . 0.97 ?
C4 H4B . 0.97 ?
C5 C6 . 1.503(3) ?
C5 H5 . 0.93 ?
C6 C21 . 1.512(3) ?
C6 H6A . 0.97 ?
C6 H6B . 0.97 ?
C11 C12 . 1.390(3) ?
C11 C16 . 1.395(3) ?
C12 C13 . 1.380(3) ?
C12 H12 . 0.93 ?
C13 C14 . 1.383(3) ?
C13 H13 . 0.93 ?
C14 C15 . 1.379(3) ?
C14 H14 . 0.93 ?
C15 C16 . 1.387(3) ?
C15 H15 . 0.93 ?
C16 H16 . 0.93 ?
C21 C22 . 1.386(3) ?
C21 C26 . 1.387(3) ?
C22 C23 . 1.394(3) ?
C22 H22 . 0.93 ?
C23 C24 . 1.379(3) ?
C23 H23 . 0.93 ?
C24 C25 . 1.378(3) ?
C24 H24 . 0.93 ?
C25 C26 . 1.387(3) ?
C25 H25 . 0.93 ?
C26 H26 . 0.93 ?
C31 C36 . 1.410(3) ?
C31 C32 . 1.418(3) ?
C32 C33 . 1.391(3) ?
C32 C37 . 1.504(3) ?
C33 C34 . 1.383(3) ?
C33 H33 . 0.93 ?
C34 C35 . 1.381(3) ?
C34 C38 . 1.499(3) ?
C35 C36 . 1.396(3) ?
C35 H35 . 0.93 ?
C36 C39 . 1.502(3) ?
C37 F2 . 1.335(2) ?
C37 F3 . 1.340(2) ?
C37 F1 . 1.345(2) ?
C38 F6 . 1.329(2) ?
C38 F5 . 1.331(3) ?
C38 F4 . 1.338(3) ?
C39 F8 . 1.337(2) ?
C39 F7 . 1.343(2) ?
C39 F9 . 1.345(2) ?
C41 C46 . 1.401(3) ?
C41 C42 . 1.405(3) ?
C42 C43 . 1.393(3) ?
C42 C47 . 1.508(3) ?
C43 C44 . 1.380(3) ?
C43 H43 . 0.93 ?
C44 C45 . 1.381(3) ?
C44 H44 . 0.93 ?
C45 C46 . 1.394(3) ?
C45 H45 . 0.93 ?
C46 C48 . 1.503(3) ?
C47 H47A . 0.96 ?
C47 H47B . 0.96 ?
C47 H47C . 0.96 ?
C48 H48A . 0.96 ?
C48 H48B . 0.96 ?
C48 H48C . 0.96 ?
C51 C56 . 1.406(3) ?
C51 C52 . 1.412(3) ?
C52 C53 . 1.389(3) ?
C52 C57 . 1.502(3) ?
C53 C54 . 1.381(3) ?
C53 H53 . 0.93 ?
C54 C55 . 1.384(3) ?
C54 H54 . 0.93 ?
C55 C56 . 1.388(3) ?
C55 H55 . 0.93 ?
C56 C58 . 1.509(3) ?
C57 H57A . 0.96 ?
C57 H57B . 0.96 ?
C57 H57C . 0.96 ?
C58 H58A . 0.96 ?
C58 H58B . 0.96 ?
C58 H58C . 0.96 ?

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
N1 B1 C3 . . 108.50(16) ?
N1 B1 C31 . . 125.10(18) ?
C3 B1 C31 . . 126.35(17) ?
B1 N1 C1 . . 110.10(16) ?
B1 N1 C41 . . 129.91(16) ?
C1 N1 C41 . . 119.49(15) ?
C51 N2 C2 . . 121.36(16) ?
C51 N2 H2A . . 113.5(15) ?
C2 N2 H2A . . 111.5(15) ?
C5 C1 N1 . . 127.39(19) ?
C5 C1 C2 . . 126.10(18) ?
N1 C1 C2 . . 106.45(15) ?
N2 C2 C1 . . 112.93(16) ?
N2 C2 C3 . . 117.04(16) ?
C1 C2 C3 . . 104.45(15) ?
N2 C2 H2 . . 107.3 ?
C1 C2 H2 . . 107.3 ?
C3 C2 H2 . . 107.3 ?
C4 C3 C2 . . 111.58(15) ?
C4 C3 B1 . . 117.39(16) ?
C2 C3 B1 . . 101.16(15) ?
C4 C3 H3 . . 108.8 ?
C2 C3 H3 . . 108.8 ?
B1 C3 H3 . . 108.8 ?
C11 C4 C3 . . 115.39(16) ?
C11 C4 H4A . . 108.4 ?
C3 C4 H4A . . 108.4 ?
C11 C4 H4B . . 108.4 ?
C3 C4 H4B . . 108.4 ?
H4A C4 H4B . . 107.5 ?
C1 C5 C6 . . 129.99(18) ?
C1 C5 H5 . . 115.0 ?
C6 C5 H5 . . 115.0 ?
C5 C6 C21 . . 111.39(16) ?
C5 C6 H6A . . 109.4 ?
C21 C6 H6A . . 109.4 ?
C5 C6 H6B . . 109.4 ?
C21 C6 H6B . . 109.4 ?
H6A C6 H6B . . 108.0 ?
C12 C11 C16 . . 117.79(19) ?
C12 C11 C4 . . 120.69(18) ?
C16 C11 C4 . . 121.51(18) ?
C13 C12 C11 . . 121.4(2) ?
C13 C12 H12 . . 119.3 ?
C11 C12 H12 . . 119.3 ?
C12 C13 C14 . . 120.3(2) ?
C12 C13 H13 . . 119.8 ?
C14 C13 H13 . . 119.8 ?
C15 C14 C13 . . 119.1(2) ?
C15 C14 H14 . . 120.5 ?
C13 C14 H14 . . 120.5 ?
C14 C15 C16 . . 120.8(2) ?
C14 C15 H15 . . 119.6 ?
C16 C15 H15 . . 119.6 ?
C15 C16 C11 . . 120.6(2) ?
C15 C16 H16 . . 119.7 ?
C11 C16 H16 . . 119.7 ?
C22 C21 C26 . . 118.22(18) ?
C22 C21 C6 . . 121.32(18) ?
C26 C21 C6 . . 120.45(17) ?
C21 C22 C23 . . 121.0(2) ?
C21 C22 H22 . . 119.5 ?
C23 C22 H22 . . 119.5 ?
C24 C23 C22 . . 119.7(2) ?
C24 C23 H23 . . 120.1 ?
C22 C23 H23 . . 120.1 ?
C25 C24 C23 . . 120.0(2) ?
C25 C24 H24 . . 120.0 ?
C23 C24 H24 . . 120.0 ?
C24 C25 C26 . . 119.9(2) ?
C24 C25 H25 . . 120.0 ?
C26 C25 H25 . . 120.0 ?
C25 C26 C21 . . 121.08(19) ?
C25 C26 H26 . . 119.5 ?
C21 C26 H26 . . 119.5 ?
C36 C31 C32 . . 115.04(17) ?
C36 C31 B1 . . 124.52(16) ?
C32 C31 B1 . . 120.41(16) ?
C33 C32 C31 . . 122.40(18) ?
C33 C32 C37 . . 115.88(17) ?
C31 C32 C37 . . 121.68(17) ?
C34 C33 C32 . . 120.15(18) ?
C34 C33 H33 . . 119.9 ?
C32 C33 H33 . . 119.9 ?
C35 C34 C33 . . 119.78(18) ?
C35 C34 C38 . . 120.32(18) ?
C33 C34 C38 . . 119.90(18) ?
C34 C35 C36 . . 119.82(18) ?
C34 C35 H35 . . 120.1 ?
C36 C35 H35 . . 120.1 ?
C35 C36 C31 . . 122.75(17) ?
C35 C36 C39 . . 115.33(17) ?
C31 C36 C39 . . 121.92(17) ?
F2 C37 F3 . . 106.25(16) ?
F2 C37 F1 . . 106.39(16) ?
F3 C37 F1 . . 106.10(16) ?
F2 C37 C32 . . 112.21(16) ?
F3 C37 C32 . . 111.97(16) ?
F1 C37 C32 . . 113.40(16) ?
F6 C38 F5 . . 106.88(18) ?
F6 C38 F4 . . 106.46(18) ?
F5 C38 F4 . . 106.58(17) ?
F6 C38 C34 . . 112.05(17) ?
F5 C38 C34 . . 112.43(18) ?
F4 C38 C34 . . 112.04(17) ?
F8 C39 F7 . . 106.43(15) ?
F8 C39 F9 . . 107.05(16) ?
F7 C39 F9 . . 106.21(16) ?
F8 C39 C36 . . 112.73(17) ?
F7 C39 C36 . . 111.51(16) ?
F9 C39 C36 . . 112.48(16) ?
C46 C41 C42 . . 121.38(19) ?
C46 C41 N1 . . 120.84(17) ?
C42 C41 N1 . . 117.78(17) ?
C43 C42 C41 . . 118.12(19) ?
C43 C42 C47 . . 118.52(18) ?
C41 C42 C47 . . 123.36(18) ?
C44 C43 C42 . . 121.3(2) ?
C44 C43 H43 . . 119.4 ?
C42 C43 H43 . . 119.4 ?
C43 C44 C45 . . 119.8(2) ?
C43 C44 H44 . . 120.1 ?
C45 C44 H44 . . 120.1 ?
C44 C45 C46 . . 121.3(2) ?
C44 C45 H45 . . 119.4 ?
C46 C45 H45 . . 119.4 ?
C45 C46 C41 . . 118.11(18) ?
C45 C46 C48 . . 119.18(18) ?
C41 C46 C48 . . 122.65(18) ?
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 . . 120.03(19) ?
C56 C51 N2 . . 120.47(18) ?
C52 C51 N2 . . 119.21(18) ?
C53 C52 C51 . . 118.37(19) ?
C53 C52 C57 . . 119.87(19) ?
C51 C52 C57 . . 121.54(19) ?
C54 C53 C52 . . 122.0(2) ?
C54 C53 H53 . . 119.0 ?
C52 C53 H53 . . 119.0 ?
C53 C54 C55 . . 119.0(2) ?
C53 C54 H54 . . 120.5 ?
C55 C54 H54 . . 120.5 ?
C54 C55 C56 . . 121.3(2) ?
C54 C55 H55 . . 119.3 ?
C56 C55 H55 . . 119.3 ?
C55 C56 C51 . . 119.2(2) ?
C55 C56 C58 . . 120.12(19) ?
C51 C56 C58 . . 120.70(19) ?
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 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C3 B1 N1 C1 . . . . 7.1(2) ?
C31 B1 N1 C1 . . . . -170.22(17) ?
C3 B1 N1 C41 . . . . -164.61(17) ?
C31 B1 N1 C41 . . . . 18.1(3) ?
B1 N1 C1 C5 . . . . 153.1(2) ?
C41 N1 C1 C5 . . . . -34.2(3) ?
B1 N1 C1 C2 . . . . -24.3(2) ?
C41 N1 C1 C2 . . . . 148.38(16) ?
C51 N2 C2 C1 . . . . 146.21(17) ?
C51 N2 C2 C3 . . . . -92.4(2) ?
C5 C1 C2 N2 . . . . -17.9(3) ?
N1 C1 C2 N2 . . . . 159.57(15) ?
C5 C1 C2 C3 . . . . -146.11(19) ?
N1 C1 C2 C3 . . . . 31.34(18) ?
N2 C2 C3 C4 . . . . 83.1(2) ?
C1 C2 C3 C4 . . . . -151.19(15) ?
N2 C2 C3 B1 . . . . -151.25(16) ?
C1 C2 C3 B1 . . . . -25.57(18) ?
N1 B1 C3 C4 . . . . 133.76(17) ?
C31 B1 C3 C4 . . . . -49.0(3) ?
N1 B1 C3 C2 . . . . 12.12(19) ?
C31 B1 C3 C2 . . . . -170.64(18) ?
C2 C3 C4 C11 . . . . -168.50(16) ?
B1 C3 C4 C11 . . . . 75.4(2) ?
N1 C1 C5 C6 . . . . -1.0(3) ?
C2 C1 C5 C6 . . . . 175.90(18) ?
C1 C5 C6 C21 . . . . -133.9(2) ?
C3 C4 C11 C12 . . . . 82.0(2) ?
C3 C4 C11 C16 . . . . -96.7(2) ?
C16 C11 C12 C13 . . . . 1.1(3) ?
C4 C11 C12 C13 . . . . -177.6(2) ?
C11 C12 C13 C14 . . . . -0.2(4) ?
C12 C13 C14 C15 . . . . -0.7(4) ?
C13 C14 C15 C16 . . . . 0.7(3) ?
C14 C15 C16 C11 . . . . 0.2(3) ?
C12 C11 C16 C15 . . . . -1.1(3) ?
C4 C11 C16 C15 . . . . 177.63(19) ?
C5 C6 C21 C22 . . . . -100.2(2) ?
C5 C6 C21 C26 . . . . 79.3(2) ?
C26 C21 C22 C23 . . . . -0.4(3) ?
C6 C21 C22 C23 . . . . 179.1(2) ?
C21 C22 C23 C24 . . . . 0.6(3) ?
C22 C23 C24 C25 . . . . -0.1(4) ?
C23 C24 C25 C26 . . . . -0.6(3) ?
C24 C25 C26 C21 . . . . 0.8(3) ?
C22 C21 C26 C25 . . . . -0.3(3) ?
C6 C21 C26 C25 . . . . -179.80(19) ?
N1 B1 C31 C36 . . . . -72.4(3) ?
C3 B1 C31 C36 . . . . 110.8(2) ?
N1 B1 C31 C32 . . . . 110.0(2) ?
C3 B1 C31 C32 . . . . -66.8(3) ?
C36 C31 C32 C33 . . . . 2.0(3) ?
B1 C31 C32 C33 . . . . 179.86(18) ?
C36 C31 C32 C37 . . . . -175.65(18) ?
B1 C31 C32 C37 . . . . 2.2(3) ?
C31 C32 C33 C34 . . . . 0.0(3) ?
C37 C32 C33 C34 . . . . 177.85(18) ?
C32 C33 C34 C35 . . . . -1.8(3) ?
C32 C33 C34 C38 . . . . 178.90(19) ?
C33 C34 C35 C36 . . . . 1.3(3) ?
C38 C34 C35 C36 . . . . -179.35(19) ?
C34 C35 C36 C31 . . . . 0.9(3) ?
C34 C35 C36 C39 . . . . -178.76(18) ?
C32 C31 C36 C35 . . . . -2.5(3) ?
B1 C31 C36 C35 . . . . 179.77(19) ?
C32 C31 C36 C39 . . . . 177.15(18) ?
B1 C31 C36 C39 . . . . -0.6(3) ?
C33 C32 C37 F2 . . . . -94.7(2) ?
C31 C32 C37 F2 . . . . 83.2(2) ?
C33 C32 C37 F3 . . . . 24.7(3) ?
C31 C32 C37 F3 . . . . -157.46(18) ?
C33 C32 C37 F1 . . . . 144.75(18) ?
C31 C32 C37 F1 . . . . -37.4(3) ?
C35 C34 C38 F6 . . . . 33.2(3) ?
C33 C34 C38 F6 . . . . -147.5(2) ?
C35 C34 C38 F5 . . . . -87.2(2) ?
C33 C34 C38 F5 . . . . 92.1(2) ?
C35 C34 C38 F4 . . . . 152.75(19) ?
C33 C34 C38 F4 . . . . -27.9(3) ?
C35 C36 C39 F8 . . . . -80.5(2) ?
C31 C36 C39 F8 . . . . 99.9(2) ?
C35 C36 C39 F7 . . . . 39.2(3) ?
C31 C36 C39 F7 . . . . -140.47(19) ?
C35 C36 C39 F9 . . . . 158.39(17) ?
C31 C36 C39 F9 . . . . -21.3(3) ?
B1 N1 C41 C46 . . . . -69.7(3) ?
C1 N1 C41 C46 . . . . 119.32(19) ?
B1 N1 C41 C42 . . . . 111.2(2) ?
C1 N1 C41 C42 . . . . -59.8(2) ?
C46 C41 C42 C43 . . . . 0.2(3) ?
N1 C41 C42 C43 . . . . 179.36(17) ?
C46 C41 C42 C47 . . . . 179.93(18) ?
N1 C41 C42 C47 . . . . -1.0(3) ?
C41 C42 C43 C44 . . . . 0.7(3) ?
C47 C42 C43 C44 . . . . -178.98(19) ?
C42 C43 C44 C45 . . . . -0.5(3) ?
C43 C44 C45 C46 . . . . -0.7(3) ?
C44 C45 C46 C41 . . . . 1.6(3) ?
C44 C45 C46 C48 . . . . -175.77(19) ?
C42 C41 C46 C45 . . . . -1.4(3) ?
N1 C41 C46 C45 . . . . 179.54(17) ?
C42 C41 C46 C48 . . . . 175.89(18) ?
N1 C41 C46 C48 . . . . -3.2(3) ?
C2 N2 C51 C56 . . . . 118.4(2) ?
C2 N2 C51 C52 . . . . -67.9(2) ?
C56 C51 C52 C53 . . . . -1.9(3) ?
N2 C51 C52 C53 . . . . -175.64(18) ?
C56 C51 C52 C57 . . . . 172.85(18) ?
N2 C51 C52 C57 . . . . -0.9(3) ?
C51 C52 C53 C54 . . . . 1.7(3) ?
C57 C52 C53 C54 . . . . -173.1(2) ?
C52 C53 C54 C55 . . . . -0.4(3) ?
C53 C54 C55 C56 . . . . -0.8(3) ?
C54 C55 C56 C51 . . . . 0.7(3) ?
C54 C55 C56 C58 . . . . 179.9(2) ?
C52 C51 C56 C55 . . . . 0.7(3) ?
N2 C51 C56 C55 . . . . 174.40(17) ?
C52 C51 C56 C58 . . . . -178.50(18) ?
N2 C51 C56 C58 . . . . -4.8(3) ?

