# 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_3a_erk10030
_database_code_depnum_ccdc_archive 'CCDC 2108147'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut WWU University of Muenster
Germany
;
_audit_update_record             
;
2022-03-04 deposited with the CCDC.	2022-04-18 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2019.11-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H26 B F5 N2'
_chemical_formula_iupac          ?
_chemical_formula_weight         496.32

_chemical_melting_point          ?

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

_cell_length_a                   7.1528(5)
_cell_length_b                   14.6225(9)
_cell_length_c                   15.3173(11)
_cell_angle_alpha                63.926(2)
_cell_angle_beta                 83.017(2)
_cell_angle_gamma                75.844(2)
_cell_volume                     1395.14(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5425
_cell_measurement_theta_min      2.5912
_cell_measurement_theta_max      24.0781
_cell_measurement_temperature    102.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.147
_exptl_crystal_size_mid          0.067
_exptl_crystal_size_min          0.039
_exptl_crystal_density_diffrn    1.181
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             516

_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
twinabs 2008/2
;
_exptl_absorpt_correction_T_min  0.92
_exptl_absorpt_correction_T_max  1.00

_exptl_special_details           
;
'Details of twinning from .abs file'
'BASF w/esd from .lstfile'
;

_diffrn_ambient_temperature      102.(2)

_diffrn_source                   MoK\a
_diffrn_source_type              'micro focus tube'
_diffrn_source_power             0.05
_diffrn_source_current           1.0
_diffrn_source_voltage           50

_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device       'Bruker D8 Venture Photon III Diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'phi/omega scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            6799
_diffrn_reflns_av_R_equivalents  0.1296
_diffrn_reflns_av_unetI/netI     0.1124
_diffrn_reflns_theta_min         2.59
_diffrn_reflns_theta_max         25.06
_diffrn_reflns_theta_full        25.06
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       18

_refine_special_details          
;
A badly disordered half heptane 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.

Refined as a 2-component twin.
;

_reflns_number_total             4945
_reflns_number_gt                3004
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     ?
_reflns_Friedel_fraction_full    ?

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1136
_refine_ls_R_factor_gt           0.0625
_refine_ls_wR_factor_gt          0.1412
_refine_ls_wR_factor_ref         0.1659
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_restrained_S_all      1.083
_refine_ls_number_reflns         4945
_refine_ls_number_parameters     333
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0648P)²+0.3953P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.600
_refine_diff_density_min         -0.325
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.011(3)

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

_computing_data_collection       'Bruker APEX3 v2019.11-0 Photon III'
_computing_cell_refinement       'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 994)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N N1 0.6484(4) 0.1866(2) 0.7628(2) 0.0212(7) Uani d . . . 1 . .
N N2 0.4223(4) 0.3121(2) 0.76969(19) 0.0195(6) Uani d . . . 1 . .
C C1 0.6162(5) 0.2738(2) 0.7788(2) 0.0200(8) Uani d . . . 1 . .
C C2 0.4767(5) 0.1711(3) 0.7438(3) 0.0268(8) Uani d . . . 1 . .
H H2 0.461679 0.11575 0.730493 0.032 Uiso calc U . R 1 . .
C C3 0.3345(5) 0.2497(3) 0.7478(3) 0.0236(8) Uani d . . . 1 . .
H H3 0.20102 0.260203 0.737694 0.028 Uiso calc U . R 1 . .
B B1 0.7660(6) 0.3186(3) 0.8087(3) 0.0245(9) Uani d . . . 1 . .
C C4 0.9190(5) 0.2488(3) 0.8762(3) 0.0263(9) Uani d . . . 1 . .
H H4A 0.930022 0.175517 0.902817 0.032 Uiso calc U . R 1 . .
H H4B 1.008146 0.276348 0.893636 0.032 Uiso calc U . R 1 . .
C C11 0.8315(5) 0.1140(2) 0.7698(2) 0.0201(8) Uani d . . . 1 . .
C C12 0.8696(5) 0.0231(3) 0.8540(3) 0.0248(8) Uani d . . . 1 . .
C C13 1.0435(5) -0.0472(3) 0.8593(3) 0.0290(9) Uani d . . . 1 . .
H H13 1.072697 -0.110155 0.916652 0.035 Uiso calc U . R 1 . .
C C14 1.1761(5) -0.0270(3) 0.7817(3) 0.0260(8) Uani d . . . 1 . .
C C15 1.1296(5) 0.0644(3) 0.6980(3) 0.0242(8) Uani d . . . 1 . .
H H15 1.218014 0.077619 0.644604 0.029 Uiso calc U . R 1 . .
C C16 0.9584(5) 0.1375(3) 0.6893(3) 0.0227(8) Uani d . . . 1 . .
C C17 0.7284(6) 0.0016(3) 0.9387(3) 0.0323(9) Uani d . . . 1 . .
H H17A 0.788641 -0.059455 0.995537 0.048 Uiso calc U . R 1 . .
H H17B 0.613333 -0.011873 0.92173 0.048 Uiso calc U . R 1 . .
H H17C 0.691534 0.062238 0.953839 0.048 Uiso calc U . R 1 . .
C C18 1.3648(6) -0.1030(3) 0.7899(3) 0.0374(10) Uani d . . . 1 . .
H H18A 1.361783 -0.168118 0.848037 0.056 Uiso calc U . R 1 . .
H H18B 1.469827 -0.073321 0.794708 0.056 Uiso calc U . R 1 . .
H H18C 1.385749 -0.117211 0.732155 0.056 Uiso calc U . R 1 . .
C C19 0.9111(6) 0.2371(3) 0.5986(3) 0.0287(9) Uani d . . . 1 . .
H H19A 0.998905 0.232266 0.545695 0.043 Uiso calc U . R 1 . .
H H19B 0.925753 0.29555 0.610533 0.043 Uiso calc U . R 1 . .
H H19C 0.777866 0.248474 0.580362 0.043 Uiso calc U . R 1 . .
C C21 0.3224(5) 0.4012(2) 0.7872(3) 0.0210(8) Uani d . . . 1 . .
C C22 0.3010(5) 0.3895(3) 0.8829(2) 0.0214(8) Uani d . . . 1 . .
C C23 0.2193(5) 0.4788(3) 0.8969(3) 0.0246(8) Uani d . . . 1 . .
H H23 0.204833 0.473277 0.961442 0.03 Uiso calc U . R 1 . .
C C24 0.1582(5) 0.5754(3) 0.8208(3) 0.0282(9) Uani d . . . 1 . .
C C25 0.1766(5) 0.5812(3) 0.7269(3) 0.0293(9) Uani d . . . 1 . .
H H25 0.133525 0.646695 0.674017 0.035 Uiso calc U . R 1 . .
C C26 0.2548(5) 0.4956(3) 0.7073(3) 0.0242(8) Uani d . . . 1 . .
C C27 0.3690(6) 0.2870(3) 0.9669(3) 0.0300(9) Uani d . . . 1 . .
H H27A 0.348456 0.230664 0.953351 0.045 Uiso calc U . R 1 . .
H H27B 0.296346 0.285952 1.025716 0.045 Uiso calc U . R 1 . .
H H27C 0.506623 0.277377 0.976517 0.045 Uiso calc U . R 1 . .
C C28 0.0813(6) 0.6716(3) 0.8382(3) 0.0392(10) Uani d . . . 1 . .
H H28A 0.188471 0.702735 0.837618 0.059 Uiso calc U . R 1 . .
H H28B 0.01445 0.652728 0.901465 0.059 Uiso calc U . R 1 . .
H H28C -0.009094 0.721967 0.786861 0.059 Uiso calc U . R 1 . .
C C29 0.2690(6) 0.5035(3) 0.6058(3) 0.0336(9) Uani d . . . 1 . .
H H29A 0.159248 0.48165 0.593987 0.05 Uiso calc U . R 1 . .
H H29B 0.389394 0.458268 0.597892 0.05 Uiso calc U . R 1 . .
H H29C 0.267812 0.575822 0.559305 0.05 Uiso calc U . R 1 . .
C C31 0.7291(5) 0.4424(3) 0.7679(2) 0.0206(8) Uani d . . . 1 . .
C C32 0.6949(5) 0.4947(3) 0.8268(3) 0.0254(8) Uani d . . . 1 . .
F F32 0.6927(3) 0.44009(16) 0.92518(14) 0.0357(6) Uani d . . . 1 . .
C C33 0.6601(5) 0.6016(3) 0.7918(3) 0.0295(9) Uani d . . . 1 . .
F F33 0.6226(4) 0.64757(17) 0.85326(17) 0.0452(6) Uani d . . . 1 . .
C C34 0.6598(5) 0.6616(3) 0.6938(3) 0.0322(9) Uani d . . . 1 . .
F F34 0.6282(4) 0.76659(16) 0.65752(19) 0.0519(7) Uani d . . . 1 . .
C C35 0.6942(5) 0.6149(3) 0.6313(3) 0.0297(9) Uani d . . . 1 . .
F F35 0.6942(4) 0.67288(16) 0.53428(16) 0.0493(7) Uani d . . . 1 . .
C C36 0.7279(5) 0.5069(3) 0.6700(3) 0.0253(8) Uani d . . . 1 . .
F F36 0.7590(3) 0.46469(15) 0.60497(14) 0.0355(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
N1 C1 . 1.362(4) ?
N1 C2 . 1.387(4) ?
N1 C11 . 1.452(4) ?
N2 C1 . 1.362(4) ?
N2 C3 . 1.393(4) ?
N2 C21 . 1.443(4) ?
C1 B1 . 1.585(5) ?
C2 C3 . 1.354(5) ?
C2 H2 . 0.95 ?
C3 H3 . 0.95 ?
B1 C4 . 1.453(5) ?
B1 C31 . 1.596(5) ?
C4 H4A . 0.95 ?
C4 H4B . 0.95 ?
C11 C12 . 1.381(5) ?
C11 C16 . 1.404(5) ?
C12 C13 . 1.392(5) ?
C12 C17 . 1.510(5) ?
C13 C14 . 1.398(5) ?
C13 H13 . 0.95 ?
C14 C15 . 1.385(5) ?
C14 C18 . 1.503(5) ?
C15 C16 . 1.391(5) ?
C15 H15 . 0.95 ?
C16 C19 . 1.503(5) ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C21 C22 . 1.393(5) ?
C21 C26 . 1.403(5) ?
C22 C23 . 1.391(5) ?
C22 C27 . 1.495(5) ?
C23 C24 . 1.386(5) ?
C23 H23 . 0.95 ?
C24 C25 . 1.396(5) ?
C24 C28 . 1.506(5) ?
C25 C26 . 1.384(5) ?
C25 H25 . 0.95 ?
C26 C29 . 1.499(5) ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
C29 H29A . 0.98 ?
C29 H29B . 0.98 ?
C29 H29C . 0.98 ?
C31 C36 . 1.377(5) ?
C31 C32 . 1.386(5) ?
C32 F32 . 1.360(4) ?
C32 C33 . 1.378(5) ?
C33 F33 . 1.348(4) ?
C33 C34 . 1.366(5) ?
C34 F34 . 1.352(4) ?
C34 C35 . 1.369(5) ?
C35 F35 . 1.349(4) ?
C35 C36 . 1.390(5) ?
C36 F36 . 1.357(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
C1 N1 C2 . . 110.5(3) ?
C1 N1 C11 . . 126.6(3) ?
C2 N1 C11 . . 122.7(3) ?
C1 N2 C3 . . 110.7(3) ?
C1 N2 C21 . . 123.9(3) ?
C3 N2 C21 . . 125.2(3) ?
N2 C1 N1 . . 105.0(3) ?
N2 C1 B1 . . 126.4(3) ?
N1 C1 B1 . . 128.5(3) ?
C3 C2 N1 . . 107.2(3) ?
C3 C2 H2 . . 126.4 ?
N1 C2 H2 . . 126.4 ?
C2 C3 N2 . . 106.5(3) ?
C2 C3 H3 . . 126.7 ?
N2 C3 H3 . . 126.7 ?
C4 B1 C1 . . 120.6(3) ?
C4 B1 C31 . . 122.5(3) ?
C1 B1 C31 . . 116.7(3) ?
B1 C4 H4A . . 120.0 ?
B1 C4 H4B . . 120.0 ?
H4A C4 H4B . . 120.0 ?
C12 C11 C16 . . 123.0(3) ?
C12 C11 N1 . . 118.4(3) ?
C16 C11 N1 . . 118.5(3) ?
C11 C12 C13 . . 118.1(3) ?
C11 C12 C17 . . 120.9(3) ?
C13 C12 C17 . . 121.0(3) ?
C12 C13 C14 . . 121.2(3) ?
C12 C13 H13 . . 119.4 ?
C14 C13 H13 . . 119.4 ?
C15 C14 C13 . . 118.5(3) ?
C15 C14 C18 . . 121.2(3) ?
C13 C14 C18 . . 120.2(3) ?
C14 C15 C16 . . 122.6(3) ?
C14 C15 H15 . . 118.7 ?
C16 C15 H15 . . 118.7 ?
C15 C16 C11 . . 116.6(3) ?
C15 C16 C19 . . 122.0(3) ?
C11 C16 C19 . . 121.4(3) ?
C12 C17 H17A . . 109.5 ?
C12 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C12 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C14 C18 H18A . . 109.5 ?
C14 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C14 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C16 C19 H19A . . 109.5 ?
C16 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C16 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C22 C21 C26 . . 123.2(3) ?
C22 C21 N2 . . 118.1(3) ?
C26 C21 N2 . . 118.7(3) ?
C23 C22 C21 . . 116.8(3) ?
C23 C22 C27 . . 121.2(3) ?
C21 C22 C27 . . 122.0(3) ?
C24 C23 C22 . . 122.8(3) ?
C24 C23 H23 . . 118.6 ?
C22 C23 H23 . . 118.6 ?
C23 C24 C25 . . 117.6(3) ?
C23 C24 C28 . . 121.3(3) ?
C25 C24 C28 . . 121.0(3) ?
C26 C25 C24 . . 122.9(3) ?
C26 C25 H25 . . 118.6 ?
C24 C25 H25 . . 118.6 ?
C25 C26 C21 . . 116.6(3) ?
C25 C26 C29 . . 121.8(3) ?
C21 C26 C29 . . 121.7(3) ?
C22 C27 H27A . . 109.5 ?
C22 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C22 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C24 C28 H28A . . 109.5 ?
C24 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C24 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C26 C29 H29A . . 109.5 ?
C26 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
C26 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
C36 C31 C32 . . 113.9(3) ?
C36 C31 B1 . . 122.4(3) ?
C32 C31 B1 . . 123.6(3) ?
F32 C32 C33 . . 116.3(3) ?
F32 C32 C31 . . 119.9(3) ?
C33 C32 C31 . . 123.8(3) ?
F33 C33 C34 . . 119.8(3) ?
F33 C33 C32 . . 120.6(3) ?
C34 C33 C32 . . 119.6(3) ?
F34 C34 C33 . . 120.8(3) ?
F34 C34 C35 . . 119.5(4) ?
C33 C34 C35 . . 119.7(3) ?
F35 C35 C34 . . 120.6(3) ?
F35 C35 C36 . . 120.7(3) ?
C34 C35 C36 . . 118.7(3) ?
F36 C36 C31 . . 119.4(3) ?
F36 C36 C35 . . 116.3(3) ?
C31 C36 C35 . . 124.3(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 N2 C1 N1 . . . . -0.2(4) ?
C21 N2 C1 N1 . . . . 175.8(3) ?
C3 N2 C1 B1 . . . . -176.6(3) ?
C21 N2 C1 B1 . . . . -0.5(5) ?
C2 N1 C1 N2 . . . . 0.1(4) ?
C11 N1 C1 N2 . . . . -176.3(3) ?
C2 N1 C1 B1 . . . . 176.4(3) ?
C11 N1 C1 B1 . . . . 0.0(5) ?
C1 N1 C2 C3 . . . . 0.1(4) ?
C11 N1 C2 C3 . . . . 176.6(3) ?
N1 C2 C3 N2 . . . . -0.2(4) ?
C1 N2 C3 C2 . . . . 0.3(4) ?
C21 N2 C3 C2 . . . . -175.7(3) ?
N2 C1 B1 C4 . . . . 137.9(4) ?
N1 C1 B1 C4 . . . . -37.6(5) ?
N2 C1 B1 C31 . . . . -37.4(5) ?
N1 C1 B1 C31 . . . . 147.1(3) ?
C1 N1 C11 C12 . . . . 98.4(4) ?
C2 N1 C11 C12 . . . . -77.5(4) ?
C1 N1 C11 C16 . . . . -83.8(4) ?
C2 N1 C11 C16 . . . . 100.2(4) ?
C16 C11 C12 C13 . . . . 1.0(5) ?
N1 C11 C12 C13 . . . . 178.6(3) ?
C16 C11 C12 C17 . . . . 179.8(3) ?
N1 C11 C12 C17 . . . . -2.6(5) ?
C11 C12 C13 C14 . . . . -0.1(5) ?
C17 C12 C13 C14 . . . . -179.0(3) ?
C12 C13 C14 C15 . . . . -1.0(6) ?
C12 C13 C14 C18 . . . . 178.7(4) ?
C13 C14 C15 C16 . . . . 1.5(5) ?
C18 C14 C15 C16 . . . . -178.2(3) ?
C14 C15 C16 C11 . . . . -0.7(5) ?
C14 C15 C16 C19 . . . . 179.1(3) ?
C12 C11 C16 C15 . . . . -0.6(5) ?
N1 C11 C16 C15 . . . . -178.2(3) ?
C12 C11 C16 C19 . . . . 179.6(3) ?
N1 C11 C16 C19 . . . . 2.0(5) ?
C1 N2 C21 C22 . . . . -72.2(4) ?
C3 N2 C21 C22 . . . . 103.2(4) ?
C1 N2 C21 C26 . . . . 106.6(4) ?
C3 N2 C21 C26 . . . . -77.9(4) ?
C26 C21 C22 C23 . . . . -4.3(5) ?
N2 C21 C22 C23 . . . . 174.5(3) ?
C26 C21 C22 C27 . . . . 178.0(3) ?
N2 C21 C22 C27 . . . . -3.2(5) ?
C21 C22 C23 C24 . . . . 1.0(5) ?
C27 C22 C23 C24 . . . . 178.7(4) ?
C22 C23 C24 C25 . . . . 1.5(6) ?
C22 C23 C24 C28 . . . . -176.3(3) ?
C23 C24 C25 C26 . . . . -0.9(6) ?
C28 C24 C25 C26 . . . . 176.9(4) ?
C24 C25 C26 C21 . . . . -2.1(6) ?
C24 C25 C26 C29 . . . . 178.7(4) ?
C22 C21 C26 C25 . . . . 4.8(5) ?
N2 C21 C26 C25 . . . . -174.0(3) ?
C22 C21 C26 C29 . . . . -176.0(4) ?
N2 C21 C26 C29 . . . . 5.2(5) ?
C4 B1 C31 C36 . . . . 123.7(4) ?
C1 B1 C31 C36 . . . . -61.1(5) ?
C4 B1 C31 C32 . . . . -56.5(5) ?
C1 B1 C31 C32 . . . . 118.7(4) ?
C36 C31 C32 F32 . . . . -179.8(3) ?
B1 C31 C32 F32 . . . . 0.4(5) ?
C36 C31 C32 C33 . . . . 0.8(5) ?
B1 C31 C32 C33 . . . . -179.0(4) ?
F32 C32 C33 F33 . . . . -1.2(5) ?
C31 C32 C33 F33 . . . . 178.1(3) ?
F32 C32 C33 C34 . . . . -179.9(3) ?
C31 C32 C33 C34 . . . . -0.5(6) ?
F33 C33 C34 F34 . . . . 2.1(6) ?
C32 C33 C34 F34 . . . . -179.2(3) ?
F33 C33 C34 C35 . . . . -178.8(3) ?
C32 C33 C34 C35 . . . . -0.1(6) ?
F34 C34 C35 F35 . . . . -1.0(6) ?
C33 C34 C35 F35 . . . . 179.9(4) ?
F34 C34 C35 C36 . . . . 179.5(3) ?
C33 C34 C35 C36 . . . . 0.3(6) ?
C32 C31 C36 F36 . . . . -179.8(3) ?
B1 C31 C36 F36 . . . . 0.0(5) ?
C32 C31 C36 C35 . . . . -0.6(5) ?
B1 C31 C36 C35 . . . . 179.2(3) ?
F35 C35 C36 F36 . . . . -0.3(5) ?
C34 C35 C36 F36 . . . . 179.3(3) ?
F35 C35 C36 C31 . . . . -179.5(3) ?
C34 C35 C36 C31 . . . . 0.0(6) ?



#=============================================================================
#  end of cif data for "erk10030" (compound 3a)
#=============================================================================
#=============================================================================
#  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_7a_erk9983
_database_code_depnum_ccdc_archive 'CCDC 2108143'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut WWU University of Muenster
Germany
;
_audit_update_record             
;
2022-03-04 deposited with the CCDC.	2022-04-18 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2019.11-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H25 B F8 N2 O3 S'
_chemical_formula_iupac          ?
_chemical_formula_weight         632.37
_chemical_absolute_configuration .

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_IT_number           41
_space_group_name_H-M_alt        'A b a 2'
_space_group_name_Hall           'A 2 -2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/2, -y+1, z+1/2'
'-x+1/2, y+1, z+1/2'

_cell_length_a                   28.1536(10)
_cell_length_b                   14.3388(5)
_cell_length_c                   14.2090(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5736.0(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9862
_cell_measurement_theta_min      2.4831
_cell_measurement_theta_max      25.3258
_cell_measurement_temperature    101.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.258
_exptl_crystal_size_mid          0.203
_exptl_crystal_size_min          0.130
_exptl_crystal_density_diffrn    1.465
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2592

_exptl_absorpt_coefficient_mu    0.199
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption
correction. Reference: Krause, L., Herbst-Irmer, R., Sheldrick G.M.
& Stalke D., J. Appl. Cryst. 48 (2015) 3-10.
;
_exptl_absorpt_correction_T_min  0.93
_exptl_absorpt_correction_T_max  0.97

_exptl_special_details           
;
;

_diffrn_ambient_temperature      101.(2)

_diffrn_source                   MoK\a
_diffrn_source_type              'micro focus tube'
_diffrn_source_power             0.05
_diffrn_source_current           1.0
_diffrn_source_voltage           50

_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device       'Bruker D8 Venture Photon III Diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'phi/omega scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            50990
_diffrn_reflns_av_R_equivalents  0.0376
_diffrn_reflns_av_unetI/netI     0.0196
_diffrn_reflns_theta_min         2.48
_diffrn_reflns_theta_max         25.36
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17

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

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

The hydrogen position at B1 atom was refined freely.

One C6F5 group is disordered over two positions. Several restraints (SADI,
SAME, ISOR and SIMU) were used in order to improve refinement stability.
;

_reflns_number_total             5245
_reflns_number_gt                5076
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.916
_reflns_Friedel_fraction_max     0.998
_reflns_Friedel_fraction_full    0.999

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0409
_refine_ls_R_factor_gt           0.0393
_refine_ls_wR_factor_gt          0.0964
_refine_ls_wR_factor_ref         0.0977
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.057
_refine_ls_number_reflns         5245
_refine_ls_number_parameters     498
_refine_ls_number_restraints     324
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0428P)²+9.9906P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.787
_refine_diff_density_min         -0.306
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Flack x determined using 2329 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.030(19)

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX3 v2019.11-0 Photon III'
_computing_cell_refinement       'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'XT, VERSION 2018/2'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 994)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N N1 0.65052(11) 0.4332(2) 0.4462(2) 0.0248(7) Uani d . . . 1.0 . .
N N2 0.57873(11) 0.4040(2) 0.4881(2) 0.0264(7) Uani d . . . 1.0 . .
C C1 0.62329(14) 0.3702(3) 0.4923(3) 0.0264(8) Uani d . . . 1.0 . .
C C2 0.62332(14) 0.5061(3) 0.4137(3) 0.0330(9) Uani d . . . 1.0 . .
H H2 0.634247 0.558699 0.3794 0.04 Uiso calc U . R 1.0 . .
C C3 0.57854(14) 0.4886(3) 0.4398(3) 0.0357(10) Uani d . . . 1.0 . .
H H3 0.551639 0.526726 0.427611 0.043 Uiso calc U . R 1.0 . .
S S1 0.60961(3) 0.14954(6) 0.65822(7) 0.0293(2) Uani d . . . 1.0 . .
O O1 0.60458(10) 0.2213(2) 0.5795(2) 0.0407(8) Uani d . . . 1.0 . .
O O2 0.59728(13) 0.1853(2) 0.7474(2) 0.0488(9) Uani d . . . 1.0 . .
O O3 0.65087(9) 0.09272(18) 0.6489(2) 0.0340(6) Uani d . . . 1.0 . .
C C4 0.55958(15) 0.0761(3) 0.6245(4) 0.0408(11) Uani d . . . 1.0 . .
F F1 0.51949(9) 0.1227(2) 0.6214(2) 0.0565(8) Uani d . . . 1.0 . .
F F2 0.55553(10) 0.0086(2) 0.6884(2) 0.0622(9) Uani d . . . 1.0 . .
F F3 0.56684(11) 0.0376(2) 0.5413(2) 0.0602(8) Uani d . . . 1.0 . .
C C11 0.70148(13) 0.4272(2) 0.4303(3) 0.0237(8) Uani d . . . 1.0 . .
C C12 0.73260(15) 0.4555(3) 0.5012(3) 0.0278(8) Uani d . . . 1.0 . .
C C13 0.78117(15) 0.4472(3) 0.4841(3) 0.0323(9) Uani d . . . 1.0 . .
H H13 0.80303 0.465339 0.531578 0.039 Uiso calc U . R 1.0 . .
C C14 0.79845(14) 0.4128(3) 0.3988(3) 0.0307(9) Uani d . . . 1.0 . .
C C15 0.76590(14) 0.3885(3) 0.3296(3) 0.0279(8) Uani d . . . 1.0 . .
H H15 0.777473 0.365687 0.271138 0.034 Uiso calc U . R 1.0 . .
C C16 0.71726(13) 0.3962(2) 0.3421(3) 0.0245(8) Uani d . . . 1.0 . .
C C17 0.71522(17) 0.4951(3) 0.5928(3) 0.0360(9) Uani d . . . 1.0 . .
H H17A 0.693245 0.546661 0.580236 0.054 Uiso calc U . R 1.0 . .
H H17B 0.742305 0.518194 0.629332 0.054 Uiso calc U . R 1.0 . .
H H17C 0.69878 0.446415 0.628518 0.054 Uiso calc U . R 1.0 . .
C C18 0.85143(15) 0.4048(3) 0.3813(4) 0.0464(12) Uani d . . . 1.0 . .
H H18A 0.861777 0.45601 0.340422 0.07 Uiso calc U . R 1.0 . .
H H18B 0.85832 0.345072 0.350675 0.07 Uiso calc U . R 1.0 . .
H H18C 0.868441 0.408226 0.441346 0.07 Uiso calc U . R 1.0 . .
C C19 0.68309(15) 0.3747(3) 0.2634(3) 0.0300(8) Uani d . . . 1.0 . .
H H19A 0.673972 0.432739 0.231825 0.045 Uiso calc U . R 1.0 . .
H H19B 0.654714 0.344454 0.2892 0.045 Uiso calc U . R 1.0 . .
H H19C 0.698373 0.332867 0.21803 0.045 Uiso calc U . R 1.0 . .
C C21 0.53502(13) 0.3626(3) 0.5225(3) 0.0261(8) Uani d . . . 1.0 . .
C C22 0.52307(15) 0.3746(3) 0.6174(3) 0.0322(9) Uani d . . . 1.0 . .
C C23 0.47931(15) 0.3393(3) 0.6453(3) 0.0370(10) Uani d . . . 1.0 . .
H H23 0.469912 0.346837 0.709095 0.044 Uiso calc U . R 1.0 . .
C C24 0.44878(16) 0.2937(3) 0.5843(3) 0.0386(10) Uani d . . . 1.0 . .
C C25 0.46217(14) 0.2843(3) 0.4902(3) 0.0325(9) Uani d . . . 1.0 . .
H H25 0.441407 0.253649 0.447512 0.039 Uiso calc U . R 1.0 . .
C C26 0.50537(13) 0.3190(3) 0.4576(3) 0.0275(8) Uani d . . . 1.0 . .
C C27 0.55632(17) 0.4205(3) 0.6858(3) 0.0415(11) Uani d . . . 1.0 . .
H H27A 0.583348 0.379208 0.697994 0.062 Uiso calc U . R 1.0 . .
H H27B 0.539511 0.432978 0.74486 0.062 Uiso calc U . R 1.0 . .
H H27C 0.567786 0.479401 0.659117 0.062 Uiso calc U . R 1.0 . .
C C28 0.40191(18) 0.2538(4) 0.6176(4) 0.0536(13) Uani d . . . 1.0 . .
H H28A 0.40724 0.192182 0.645474 0.08 Uiso calc U . R 1.0 . .
H H28B 0.380181 0.248072 0.564052 0.08 Uiso calc U . R 1.0 . .
H H28C 0.38797 0.295407 0.664875 0.08 Uiso calc U . R 1.0 . .
C C29 0.51850(15) 0.3087(3) 0.3554(3) 0.0353(9) Uani d . . . 1.0 . .
H H29A 0.49297 0.276043 0.321998 0.053 Uiso calc U . R 1.0 . .
H H29B 0.547992 0.272756 0.350084 0.053 Uiso calc U . R 1.0 . .
H H29C 0.523085 0.370545 0.32747 0.053 Uiso calc U . R 1.0 . .
B B1 0.64698(17) 0.2831(3) 0.5507(3) 0.0326(10) Uani d U . D 1.0 . .
H H01 0.6605(15) 0.312(3) 0.620(3) 0.036(11) Uiso d . . . 1.0 . .
C C31 0.68340(18) 0.2254(4) 0.4849(4) 0.0226(12) Uani d U P D 0.850(4) A 1
C C32 0.73120(19) 0.2202(4) 0.5051(3) 0.0248(11) Uani d U P D 0.850(4) A 1
F F32 0.74913(11) 0.25345(18) 0.58708(19) 0.0326(7) Uani d U P D 0.850(4) A 1
C C33 0.76386(16) 0.1829(3) 0.4423(4) 0.0268(11) Uani d U P D 0.850(4) A 1
F F33 0.81071(9) 0.1830(2) 0.4624(3) 0.0401(8) Uani d U P D 0.850(4) A 1
C C34 0.74854(18) 0.1475(3) 0.3575(4) 0.0258(10) Uani d U P D 0.850(4) A 1
F F34 0.78036(11) 0.1135(2) 0.2961(2) 0.0426(9) Uani d U P D 0.850(4) A 1
C C35 0.70071(19) 0.1467(3) 0.3372(3) 0.0266(10) Uani d U P D 0.850(4) A 1
F F35 0.68523(12) 0.1117(2) 0.2553(2) 0.0403(8) Uani d U P D 0.850(4) A 1
C C36 0.66979(17) 0.1855(6) 0.4006(4) 0.0251(12) Uani d U P D 0.850(4) A 1
F F36 0.62334(9) 0.1880(2) 0.3758(2) 0.0315(7) Uani d U P D 0.850(4) A 1
C C31A 0.6727(10) 0.213(3) 0.473(2) 0.029(6) Uani d U P D 0.150(4) A 2
C C32A 0.7167(9) 0.217(3) 0.5175(19) 0.032(6) Uani d U P D 0.150(4) A 2
F F32A 0.7152(5) 0.2592(9) 0.6042(8) 0.019(3) Uani d U P D 0.150(4) A 2
C C33A 0.7601(8) 0.200(3) 0.4803(19) 0.036(5) Uani d U P D 0.150(4) A 2
F F33A 0.7983(6) 0.2193(14) 0.5353(15) 0.052(5) Uani d U P D 0.150(4) A 2
C C34A 0.7608(8) 0.162(3) 0.392(2) 0.036(5) Uani d U P D 0.150(4) A 2
F F34A 0.8052(7) 0.1489(18) 0.3556(19) 0.075(6) Uani d U P D 0.150(4) A 2
C C35A 0.7200(9) 0.155(3) 0.3416(19) 0.039(5) Uani d U P D 0.150(4) A 2
F F35A 0.7218(10) 0.1173(16) 0.2527(14) 0.067(6) Uani d U P D 0.150(4) A 2
C C36A 0.6767(9) 0.180(5) 0.382(3) 0.034(6) Uani d U P D 0.150(4) A 2
F F36A 0.6375(6) 0.1583(12) 0.3265(11) 0.037(4) Uani d U P D 0.150(4) A 2


_geom_special_details            
;

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 C1 . 1.353(5) ?
N1 C2 . 1.375(5) ?
N1 C11 . 1.455(5) ?
N2 C1 . 1.346(5) ?
N2 C3 . 1.394(5) ?
N2 C21 . 1.451(5) ?
C1 B1 . 1.642(6) ?
C2 C3 . 1.338(6) ?
C2 H2 . 0.95 ?
C3 H3 . 0.95 ?
S1 O2 . 1.410(3) ?
S1 O3 . 1.425(3) ?
S1 O1 . 1.527(3) ?
S1 C4 . 1.823(5) ?
O1 B1 . 1.542(5) ?
C4 F1 . 1.313(5) ?
C4 F3 . 1.320(6) ?
C4 F2 . 1.332(5) ?
C11 C12 . 1.396(5) ?
C11 C16 . 1.402(5) ?
C12 C13 . 1.394(6) ?
C12 C17 . 1.502(5) ?
C13 C14 . 1.395(6) ?
C13 H13 . 0.95 ?
C14 C15 . 1.389(6) ?
C14 C18 . 1.517(6) ?
C15 C16 . 1.385(5) ?
C15 H15 . 0.95 ?
C16 C19 . 1.507(5) ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C21 C26 . 1.393(6) ?
C21 C22 . 1.400(6) ?
C22 C23 . 1.390(6) ?
C22 C27 . 1.501(6) ?
C23 C24 . 1.385(7) ?
C23 H23 . 0.95 ?
C24 C25 . 1.396(6) ?
C24 C28 . 1.514(6) ?
C25 C26 . 1.393(6) ?
C25 H25 . 0.95 ?
C26 C29 . 1.506(6) ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
C29 H29A . 0.98 ?
C29 H29B . 0.98 ?
C29 H29C . 0.98 ?
B1 C31 . 1.616(6) ?
B1 C31A . 1.66(2) ?
B1 H01 . 1.14(5) ?
C31 C32 . 1.378(7) ?
C31 C36 . 1.382(7) ?
C32 F32 . 1.356(5) ?
C32 C33 . 1.388(7) ?
C33 F33 . 1.349(5) ?
C33 C34 . 1.377(7) ?
C34 F34 . 1.342(5) ?
C34 C35 . 1.377(7) ?
C35 F35 . 1.340(5) ?
C35 C36 . 1.371(7) ?
C36 F36 . 1.355(5) ?
C31A C36A . 1.38(2) ?
C31A C32A . 1.393(19) ?
C32A C33A . 1.352(19) ?
C32A F32A . 1.374(19) ?
C33A F33A . 1.359(19) ?
C33A C34A . 1.366(19) ?
C34A C35A . 1.358(19) ?
C34A F34A . 1.364(19) ?
C35A F35A . 1.375(19) ?
C35A C36A . 1.394(19) ?
C36A F36A . 1.393(19) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 N1 C2 . . 110.7(3) ?
C1 N1 C11 . . 126.5(3) ?
C2 N1 C11 . . 122.8(3) ?
C1 N2 C3 . . 109.8(3) ?
C1 N2 C21 . . 128.9(3) ?
C3 N2 C21 . . 121.3(3) ?
N2 C1 N1 . . 105.4(3) ?
N2 C1 B1 . . 132.5(3) ?
N1 C1 B1 . . 121.5(3) ?
C3 C2 N1 . . 106.8(3) ?
C3 C2 H2 . . 126.6 ?
N1 C2 H2 . . 126.6 ?
C2 C3 N2 . . 107.2(3) ?
C2 C3 H3 . . 126.4 ?
N2 C3 H3 . . 126.4 ?
O2 S1 O3 . . 119.5(2) ?
O2 S1 O1 . . 113.0(2) ?
O3 S1 O1 . . 113.12(17) ?
O2 S1 C4 . . 104.8(2) ?
O3 S1 C4 . . 105.95(19) ?
O1 S1 C4 . . 97.18(19) ?
S1 O1 B1 . . 120.6(3) ?
F1 C4 F3 . . 108.4(4) ?
F1 C4 F2 . . 108.6(4) ?
F3 C4 F2 . . 108.7(4) ?
F1 C4 S1 . . 112.2(3) ?
F3 C4 S1 . . 110.9(3) ?
F2 C4 S1 . . 107.8(3) ?
C12 C11 C16 . . 122.6(4) ?
C12 C11 N1 . . 119.3(3) ?
C16 C11 N1 . . 118.0(3) ?
C13 C12 C11 . . 117.7(4) ?
C13 C12 C17 . . 120.2(4) ?
C11 C12 C17 . . 122.1(4) ?
C12 C13 C14 . . 121.6(4) ?
C12 C13 H13 . . 119.2 ?
C14 C13 H13 . . 119.2 ?
C15 C14 C13 . . 118.3(4) ?
C15 C14 C18 . . 120.9(4) ?
C13 C14 C18 . . 120.8(4) ?
C16 C15 C14 . . 122.7(4) ?
C16 C15 H15 . . 118.6 ?
C14 C15 H15 . . 118.6 ?
C15 C16 C11 . . 117.0(3) ?
C15 C16 C19 . . 121.3(3) ?
C11 C16 C19 . . 121.7(3) ?
C12 C17 H17A . . 109.5 ?
C12 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C12 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C14 C18 H18A . . 109.5 ?
C14 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C14 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C16 C19 H19A . . 109.5 ?
C16 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C16 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C26 C21 C22 . . 123.3(4) ?
C26 C21 N2 . . 118.0(3) ?
C22 C21 N2 . . 118.5(4) ?
C23 C22 C21 . . 116.3(4) ?
C23 C22 C27 . . 121.8(4) ?
C21 C22 C27 . . 121.8(4) ?
C24 C23 C22 . . 122.9(4) ?
C24 C23 H23 . . 118.5 ?
C22 C23 H23 . . 118.5 ?
C23 C24 C25 . . 118.5(4) ?
C23 C24 C28 . . 121.6(4) ?
C25 C24 C28 . . 119.9(5) ?
C26 C25 C24 . . 121.3(4) ?
C26 C25 H25 . . 119.3 ?
C24 C25 H25 . . 119.3 ?
C21 C26 C25 . . 117.6(4) ?
C21 C26 C29 . . 122.4(4) ?
C25 C26 C29 . . 120.0(4) ?
C22 C27 H27A . . 109.5 ?
C22 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C22 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C24 C28 H28A . . 109.5 ?
C24 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C24 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C26 C29 H29A . . 109.5 ?
C26 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
C26 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
O1 B1 C31 . . 110.5(4) ?
O1 B1 C1 . . 104.9(3) ?
C31 B1 C1 . . 110.8(4) ?
O1 B1 C31A . . 99.5(15) ?
C1 B1 C31A . . 107.7(16) ?
O1 B1 H01 . . 104.(2) ?
C31 B1 H01 . . 119.(2) ?
C1 B1 H01 . . 107.(2) ?
C31A B1 H01 . . 131.(2) ?
C32 C31 C36 . . 115.4(4) ?
C32 C31 B1 . . 121.8(5) ?
C36 C31 B1 . . 122.6(5) ?
F32 C32 C31 . . 121.6(5) ?
F32 C32 C33 . . 116.2(5) ?
C31 C32 C33 . . 122.3(4) ?
F33 C33 C34 . . 119.4(5) ?
F33 C33 C32 . . 120.8(5) ?
C34 C33 C32 . . 119.8(4) ?
F34 C34 C33 . . 119.6(5) ?
F34 C34 C35 . . 120.8(5) ?
C33 C34 C35 . . 119.6(4) ?
F35 C35 C36 . . 121.1(5) ?
F35 C35 C34 . . 120.2(4) ?
C36 C35 C34 . . 118.6(4) ?
F36 C36 C35 . . 116.9(5) ?
F36 C36 C31 . . 118.8(5) ?
C35 C36 C31 . . 124.2(5) ?
C36A C31A C32A . . 112.(2) ?
C36A C31A B1 . . 150.(4) ?
C32A C31A B1 . . 93.4(17) ?
C33A C32A F32A . . 117.(2) ?
C33A C32A C31A . . 128.(2) ?
F32A C32A C31A . . 113.5(19) ?
C32A C33A F33A . . 117.(2) ?
C32A C33A C34A . . 116.5(18) ?
F33A C33A C34A . . 127.(2) ?
C35A C34A F34A . . 124.(2) ?
C35A C34A C33A . . 120.1(19) ?
F34A C34A C33A . . 115.(2) ?
C34A C35A F35A . . 119.(2) ?
C34A C35A C36A . . 120.1(19) ?
F35A C35A C36A . . 121.(2) ?
C31A C36A F36A . . 123.(2) ?
C31A C36A C35A . . 123.(2) ?
F36A C36A C35A . . 114.(2) ?

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 N2 C1 N1 . . . . -0.4(4) ?
C21 N2 C1 N1 . . . . 177.0(4) ?
C3 N2 C1 B1 . . . . 170.4(4) ?
C21 N2 C1 B1 . . . . -12.3(7) ?
C2 N1 C1 N2 . . . . 0.3(4) ?
C11 N1 C1 N2 . . . . -179.0(3) ?
C2 N1 C1 B1 . . . . -171.8(4) ?
C11 N1 C1 B1 . . . . 9.0(6) ?
C1 N1 C2 C3 . . . . 0.0(5) ?
C11 N1 C2 C3 . . . . 179.3(4) ?
N1 C2 C3 N2 . . . . -0.3(5) ?
C1 N2 C3 C2 . . . . 0.4(5) ?
C21 N2 C3 C2 . . . . -177.2(4) ?
O2 S1 O1 B1 . . . . 91.5(3) ?
O3 S1 O1 B1 . . . . -48.2(4) ?
C4 S1 O1 B1 . . . . -159.0(3) ?
O2 S1 C4 F1 . . . . 58.8(4) ?
O3 S1 C4 F1 . . . . -174.0(3) ?
O1 S1 C4 F1 . . . . -57.4(4) ?
O2 S1 C4 F3 . . . . -179.8(3) ?
O3 S1 C4 F3 . . . . -52.5(3) ?
O1 S1 C4 F3 . . . . 64.1(3) ?
O2 S1 C4 F2 . . . . -60.8(4) ?
O3 S1 C4 F2 . . . . 66.4(4) ?
O1 S1 C4 F2 . . . . -177.0(3) ?
C1 N1 C11 C12 . . . . -82.6(5) ?
C2 N1 C11 C12 . . . . 98.3(4) ?
C1 N1 C11 C16 . . . . 99.8(4) ?
C2 N1 C11 C16 . . . . -79.4(5) ?
C16 C11 C12 C13 . . . . -3.7(5) ?
N1 C11 C12 C13 . . . . 178.8(3) ?
C16 C11 C12 C17 . . . . 175.5(4) ?
N1 C11 C12 C17 . . . . -2.0(5) ?
C11 C12 C13 C14 . . . . 0.7(5) ?
C17 C12 C13 C14 . . . . -178.4(4) ?
C12 C13 C14 C15 . . . . 1.4(6) ?
C12 C13 C14 C18 . . . . 179.6(4) ?
C13 C14 C15 C16 . . . . -0.7(6) ?
C18 C14 C15 C16 . . . . -178.9(4) ?
C14 C15 C16 C11 . . . . -2.0(5) ?
C14 C15 C16 C19 . . . . 176.3(3) ?
C12 C11 C16 C15 . . . . 4.3(5) ?
N1 C11 C16 C15 . . . . -178.2(3) ?
C12 C11 C16 C19 . . . . -174.0(3) ?
N1 C11 C16 C19 . . . . 3.5(5) ?
C1 N2 C21 C26 . . . . -101.0(5) ?
C3 N2 C21 C26 . . . . 76.1(5) ?
C1 N2 C21 C22 . . . . 83.7(5) ?
C3 N2 C21 C22 . . . . -99.1(4) ?
C26 C21 C22 C23 . . . . 0.6(6) ?
N2 C21 C22 C23 . . . . 175.6(3) ?
C26 C21 C22 C27 . . . . 178.9(4) ?
N2 C21 C22 C27 . . . . -6.1(5) ?
C21 C22 C23 C24 . . . . 0.7(6) ?
C27 C22 C23 C24 . . . . -177.6(4) ?
C22 C23 C24 C25 . . . . -1.3(6) ?
C22 C23 C24 C28 . . . . 178.3(4) ?
C23 C24 C25 C26 . . . . 0.6(6) ?
C28 C24 C25 C26 . . . . -179.1(4) ?
C22 C21 C26 C25 . . . . -1.3(5) ?
N2 C21 C26 C25 . . . . -176.3(3) ?
C22 C21 C26 C29 . . . . 178.7(4) ?
N2 C21 C26 C29 . . . . 3.7(5) ?
C24 C25 C26 C21 . . . . 0.7(5) ?
C24 C25 C26 C29 . . . . -179.3(4) ?
S1 O1 B1 C31 . . . . 78.7(4) ?
S1 O1 B1 C1 . . . . -161.9(3) ?
S1 O1 B1 C31A . . . . 86.9(14) ?
N2 C1 B1 O1 . . . . 18.5(6) ?
N1 C1 B1 O1 . . . . -171.9(3) ?
N2 C1 B1 C31 . . . . 137.8(4) ?
N1 C1 B1 C31 . . . . -52.7(5) ?
N2 C1 B1 C31A . . . . 123.8(14) ?
N1 C1 B1 C31A . . . . -66.7(14) ?
O1 B1 C31 C32 . . . . -127.6(5) ?
C1 B1 C31 C32 . . . . 116.6(6) ?
O1 B1 C31 C36 . . . . 58.6(7) ?
C1 B1 C31 C36 . . . . -57.2(7) ?
C36 C31 C32 F32 . . . . -177.5(6) ?
B1 C31 C32 F32 . . . . 8.3(8) ?
C36 C31 C32 C33 . . . . 3.9(9) ?
B1 C31 C32 C33 . . . . -170.3(5) ?
F32 C32 C33 F33 . . . . -1.9(7) ?
C31 C32 C33 F33 . . . . 176.8(5) ?
F32 C32 C33 C34 . . . . 179.9(4) ?
C31 C32 C33 C34 . . . . -1.5(8) ?
F33 C33 C34 F34 . . . . 0.1(6) ?
C32 C33 C34 F34 . . . . 178.4(5) ?
F33 C33 C34 C35 . . . . 179.6(4) ?
C32 C33 C34 C35 . . . . -2.2(7) ?
F34 C34 C35 F35 . . . . 0.0(7) ?
C33 C34 C35 F35 . . . . -179.4(4) ?
F34 C34 C35 C36 . . . . -177.6(6) ?
C33 C34 C35 C36 . . . . 3.0(8) ?
F35 C35 C36 F36 . . . . -1.1(10) ?
C34 C35 C36 F36 . . . . 176.5(5) ?
F35 C35 C36 C31 . . . . -177.9(6) ?
C34 C35 C36 C31 . . . . -0.3(11) ?
C32 C31 C36 F36 . . . . -179.8(6) ?
B1 C31 C36 F36 . . . . -5.7(11) ?
C32 C31 C36 C35 . . . . -3.1(11) ?
B1 C31 C36 C35 . . . . 171.1(6) ?
O1 B1 C31A C36A . . . . 87.(8) ?
C1 B1 C31A C36A . . . . -22.(9) ?
O1 B1 C31A C32A . . . . -126.(3) ?
C1 B1 C31A C32A . . . . 125.(3) ?
C36A C31A C32A C33A . . . . 5.(8) ?
B1 C31A C32A C33A . . . . -158.(5) ?
C36A C31A C32A F32A . . . . 173.(5) ?
B1 C31A C32A F32A . . . . 10.(4) ?
F32A C32A C33A F33A . . . . 5.(6) ?
C31A C32A C33A F33A . . . . 172.(4) ?
F32A C32A C33A C34A . . . . -177.(4) ?
C31A C32A C33A C34A . . . . -9.(8) ?
C32A C33A C34A C35A . . . . 8.(7) ?
F33A C33A C34A C35A . . . . -173.(4) ?
C32A C33A C34A F34A . . . . 178.(4) ?
F33A C33A C34A F34A . . . . -4.(7) ?
F34A C34A C35A F35A . . . . 11.(7) ?
C33A C34A C35A F35A . . . . 180.(4) ?
F34A C34A C35A C36A . . . . -173.(5) ?
C33A C34A C35A C36A . . . . -5.(8) ?
C32A C31A C36A F36A . . . . 172.(5) ?
B1 C31A C36A F36A . . . . -44.(13) ?
C32A C31A C36A C35A . . . . -1.(9) ?
B1 C31A C36A C35A . . . . 144.(6) ?
C34A C35A C36A C31A . . . . 1.(10) ?
F35A C35A C36A C31A . . . . 176.(5) ?
C34A C35A C36A F36A . . . . -173.(4) ?
F35A C35A C36A F36A . . . . 3.(8) ?

####################################################################### 
# 
# 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_6b_erk9897
_database_code_depnum_ccdc_archive 'CCDC 2108142'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut WWU University of Muenster
Germany
;
_audit_update_record             
;
2022-03-04 deposited with the CCDC.	2022-04-18 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2019.1-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H29 B F6 N2'
_chemical_formula_iupac          ?
_chemical_formula_weight         530.35

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   21.6922(7)
_cell_length_b                   7.2551(2)
_cell_length_c                   35.0558(11)
_cell_angle_alpha                90
_cell_angle_beta                 106.2820(10)
_cell_angle_gamma                90
_cell_volume                     5295.8(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9915
_cell_measurement_theta_min      2.5731
_cell_measurement_theta_max      27.4632
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.332
_exptl_crystal_size_mid          0.222
_exptl_crystal_size_min          0.166
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2208

_exptl_absorpt_coefficient_mu    0.107
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 Bruker AXS area detector scaling and absorption correction.
Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_correction_T_min  0.93
_exptl_absorpt_correction_T_max  0.98

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Mo Ims'
_diffrn_source_type              'micro focus tube'

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device_type  'Bruker D8 Venture PHOTON III Diffractometer'
_diffrn_measurement_method       'phi / omega scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            62824
_diffrn_reflns_av_R_equivalents  0.0483
_diffrn_reflns_av_unetI/netI     0.0215
_diffrn_reflns_theta_min         1.96
_diffrn_reflns_theta_max         27.10
_diffrn_reflns_theta_full        27.10
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_limit_l_max       44

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

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

The hydrogens at B1 atom were refined freely.
;

_reflns_number_total             5811
_reflns_number_gt                5208
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0546
_refine_ls_R_factor_gt           0.0487
_refine_ls_wR_factor_gt          0.1166
_refine_ls_wR_factor_ref         0.1204
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.058
_refine_ls_number_reflns         5811
_refine_ls_number_parameters     357
_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)+(0.0495P)²+8.6385P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.562
_refine_diff_density_min         -0.254
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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

_computing_data_collection       'APEX3 v2019.1-0'
_computing_cell_refinement       'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 958)'
_computing_publication_material  ?

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 0.58814(8) 0.4720(2) 0.61257(5) 0.0153(3) Uani d . . . 1 . .
H H01 0.6280(9) 0.386(3) 0.6309(5) 0.021(5) Uiso d . . . 1 . .
H H02 0.5771(9) 0.425(3) 0.5803(6) 0.025(5) Uiso d . . . 1 . .
N N1 0.67725(6) 0.73933(17) 0.62916(4) 0.0163(3) Uani d . . . 1 . .
N N2 0.58389(6) 0.83232(17) 0.59593(4) 0.0148(3) Uani d . . . 1 . .
C C1 0.61597(7) 0.6801(2) 0.61328(4) 0.0144(3) Uani d . . . 1 . .
C C2 0.68255(8) 0.9262(2) 0.62187(5) 0.0200(3) Uani d . . . 1 . .
H H2 0.720463 0.998666 0.629965 0.024 Uiso calc U . R 1 . .
C C3 0.62411(8) 0.9849(2) 0.60129(5) 0.0194(3) Uani d . . . 1 . .
H H3 0.612485 1.106757 0.592168 0.023 Uiso calc U . R 1 . .
C C11 0.73200(7) 0.6310(2) 0.65079(4) 0.0165(3) Uani d . . . 1 . .
C C12 0.75651(7) 0.4962(2) 0.63058(4) 0.0169(3) Uani d . . . 1 . .
C C13 0.81110(8) 0.4002(2) 0.65198(5) 0.0204(3) Uani d . . . 1 . .
H H13 0.828293 0.306726 0.638965 0.024 Uiso calc U . R 1 . .
C C14 0.84110(8) 0.4377(2) 0.69194(5) 0.0231(3) Uani d . . . 1 . .
C C15 0.81524(8) 0.5740(2) 0.71059(5) 0.0229(3) Uani d . . . 1 . .
H H15 0.835307 0.600164 0.737799 0.027 Uiso calc U . R 1 . .
C C16 0.76077(8) 0.6739(2) 0.69072(5) 0.0202(3) Uani d . . . 1 . .
C C17 0.72628(7) 0.4531(2) 0.58728(4) 0.0191(3) Uani d . . . 1 . .
H H17A 0.758457 0.397593 0.576001 0.029 Uiso calc U . R 1 . .
H H17B 0.710109 0.567112 0.572949 0.029 Uiso calc U . R 1 . .
H H17C 0.690636 0.366708 0.584737 0.029 Uiso calc U . R 1 . .
C C18 0.90042(9) 0.3335(3) 0.71455(6) 0.0369(5) Uani d . . . 1 . .
H H18A 0.903672 0.218545 0.700556 0.055 Uiso calc U . R 1 . .
H H18B 0.897493 0.305058 0.741317 0.055 Uiso calc U . R 1 . .
H H18C 0.938555 0.409269 0.716441 0.055 Uiso calc U . R 1 . .
C C19 0.73573(9) 0.8225(3) 0.71264(5) 0.0279(4) Uani d . . . 1 . .
H H19A 0.744984 0.789053 0.740765 0.042 Uiso calc U . R 1 . .
H H19B 0.689228 0.835185 0.701157 0.042 Uiso calc U . R 1 . .
H H19C 0.756745 0.939795 0.710218 0.042 Uiso calc U . R 1 . .
C C21 0.51766(7) 0.84032(19) 0.57238(4) 0.0144(3) Uani d . . . 1 . .
C C22 0.50284(7) 0.79332(19) 0.53218(4) 0.0158(3) Uani d . . . 1 . .
C C23 0.43901(7) 0.8120(2) 0.50989(4) 0.0180(3) Uani d . . . 1 . .
H H23 0.427366 0.778727 0.482587 0.022 Uiso calc U . R 1 . .
C C24 0.39169(7) 0.8777(2) 0.52619(5) 0.0185(3) Uani d . . . 1 . .
C C25 0.40904(7) 0.9218(2) 0.56653(5) 0.0182(3) Uani d . . . 1 . .
H H25 0.377046 0.965769 0.578019 0.022 Uiso calc U . R 1 . .
C C26 0.47190(7) 0.90323(19) 0.59045(4) 0.0162(3) Uani d . . . 1 . .
C C27 0.55282(8) 0.7251(2) 0.51326(5) 0.0200(3) Uani d . . . 1 . .
H H27A 0.558123 0.591634 0.517202 0.03 Uiso calc U . R 1 . .
H H27B 0.593786 0.786761 0.525505 0.03 Uiso calc U . R 1 . .
H H27C 0.539117 0.752308 0.484736 0.03 Uiso calc U . R 1 . .
C C28 0.32368(8) 0.9024(3) 0.50062(5) 0.0271(4) Uani d . . . 1 . .
H H28A 0.32407 0.957774 0.475189 0.041 Uiso calc U . R 1 . .
H H28B 0.300458 0.983432 0.51421 0.041 Uiso calc U . R 1 . .
H H28C 0.302286 0.782244 0.495841 0.041 Uiso calc U . R 1 . .
C C29 0.48955(8) 0.9451(2) 0.63418(5) 0.0214(3) Uani d . . . 1 . .
H H29A 0.452373 0.997959 0.640918 0.032 Uiso calc U . R 1 . .
H H29B 0.525156 1.033364 0.64084 0.032 Uiso calc U . R 1 . .
H H29C 0.502636 0.831095 0.649292 0.032 Uiso calc U . R 1 . .
C C31 0.52198(7) 0.45275(19) 0.62570(4) 0.0157(3) Uani d . . . 1 . .
C C32 0.51826(8) 0.4217(2) 0.66471(4) 0.0189(3) Uani d . . . 1 . .
C C33 0.46013(8) 0.3904(2) 0.67354(5) 0.0234(3) Uani d . . . 1 . .
H H33 0.459953 0.369452 0.700254 0.028 Uiso calc U . R 1 . .
C C34 0.40251(8) 0.3899(2) 0.64338(5) 0.0242(3) Uani d . . . 1 . .
H H34 0.362829 0.368879 0.649131 0.029 Uiso calc U . R 1 . .
C C35 0.40459(8) 0.4211(2) 0.60462(5) 0.0194(3) Uani d . . . 1 . .
C C36 0.46286(7) 0.45140(19) 0.59630(4) 0.0161(3) Uani d . . . 1 . .
H H36 0.46255 0.472114 0.569488 0.019 Uiso calc U . R 1 . .
C C37 0.57867(9) 0.4120(2) 0.69841(5) 0.0261(4) Uani d . . . 1 . .
C C38 0.34269(8) 0.4252(2) 0.57217(5) 0.0225(3) Uani d . . . 1 . .
F F1 0.61852(5) 0.55420(15) 0.69931(3) 0.0324(3) Uani d . . . 1 . .
F F2 0.61296(5) 0.25790(16) 0.69738(3) 0.0340(3) Uani d . . . 1 . .
F F3 0.56733(6) 0.41076(18) 0.73437(3) 0.0392(3) Uani d . . . 1 . .
F F4 0.35001(5) 0.42431(18) 0.53584(3) 0.0378(3) Uani d . . . 1 . .
F F5 0.30796(5) 0.57643(15) 0.57447(4) 0.0381(3) Uani d . . . 1 . .
F F6 0.30472(5) 0.28189(16) 0.57421(4) 0.0400(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 C1 . 1.623(2) ?
B1 C31 . 1.631(2) ?
B1 H01 . 1.112(19) ?
B1 H02 . 1.141(19) ?
N1 C1 . 1.3590(19) ?
N1 C2 . 1.3903(19) ?
N1 C11 . 1.4487(19) ?
N2 C1 . 1.3552(18) ?
N2 C3 . 1.3890(19) ?
N2 C21 . 1.4436(18) ?
C2 C3 . 1.340(2) ?
C2 H2 . 0.95 ?
C3 H3 . 0.95 ?
C11 C12 . 1.397(2) ?
C11 C16 . 1.398(2) ?
C12 C13 . 1.397(2) ?
C12 C17 . 1.508(2) ?
C13 C14 . 1.396(2) ?
C13 H13 . 0.95 ?
C14 C15 . 1.388(2) ?
C14 C18 . 1.511(2) ?
C15 C16 . 1.395(2) ?
C15 H15 . 0.95 ?
C16 C19 . 1.511(2) ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C21 C26 . 1.395(2) ?
C21 C22 . 1.397(2) ?
C22 C23 . 1.393(2) ?
C22 C27 . 1.505(2) ?
C23 C24 . 1.392(2) ?
C23 H23 . 0.95 ?
C24 C25 . 1.395(2) ?
C24 C28 . 1.507(2) ?
C25 C26 . 1.393(2) ?
C25 H25 . 0.95 ?
C26 C29 . 1.503(2) ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
C29 H29A . 0.98 ?
C29 H29B . 0.98 ?
C29 H29C . 0.98 ?
C31 C36 . 1.402(2) ?
C31 C32 . 1.411(2) ?
C32 C33 . 1.398(2) ?
C32 C37 . 1.500(2) ?
C33 C34 . 1.392(2) ?
C33 H33 . 0.95 ?
C34 C35 . 1.390(2) ?
C34 H34 . 0.95 ?
C35 C36 . 1.392(2) ?
C35 C38 . 1.497(2) ?
C36 H36 . 0.95 ?
C37 F1 . 1.340(2) ?
C37 F2 . 1.349(2) ?
C37 F3 . 1.3504(19) ?
C38 F4 . 1.327(2) ?
C38 F6 . 1.3409(19) ?
C38 F5 . 1.3460(19) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 B1 C31 . . 115.34(12) ?
C1 B1 H01 . . 106.6(10) ?
C31 B1 H01 . . 113.0(10) ?
C1 B1 H02 . . 105.6(10) ?
C31 B1 H02 . . 107.3(10) ?
H01 B1 H02 . . 108.6(14) ?
C1 N1 C2 . . 110.78(13) ?
C1 N1 C11 . . 127.38(13) ?
C2 N1 C11 . . 121.84(13) ?
C1 N2 C3 . . 111.39(12) ?
C1 N2 C21 . . 126.35(12) ?
C3 N2 C21 . . 122.14(12) ?
N2 C1 N1 . . 104.26(12) ?
N2 C1 B1 . . 127.53(13) ?
N1 C1 B1 . . 128.11(13) ?
C3 C2 N1 . . 107.12(13) ?
C3 C2 H2 . . 126.4 ?
N1 C2 H2 . . 126.4 ?
C2 C3 N2 . . 106.45(13) ?
C2 C3 H3 . . 126.8 ?
N2 C3 H3 . . 126.8 ?
C12 C11 C16 . . 122.47(14) ?
C12 C11 N1 . . 119.15(13) ?
C16 C11 N1 . . 118.26(13) ?
C13 C12 C11 . . 117.54(14) ?
C13 C12 C17 . . 120.08(14) ?
C11 C12 C17 . . 122.38(13) ?
C14 C13 C12 . . 121.88(15) ?
C14 C13 H13 . . 119.1 ?
C12 C13 H13 . . 119.1 ?
C15 C14 C13 . . 118.38(15) ?
C15 C14 C18 . . 120.44(15) ?
C13 C14 C18 . . 121.18(15) ?
C14 C15 C16 . . 122.18(15) ?
C14 C15 H15 . . 118.9 ?
C16 C15 H15 . . 118.9 ?
C15 C16 C11 . . 117.53(14) ?
C15 C16 C19 . . 119.46(14) ?
C11 C16 C19 . . 123.01(14) ?
C12 C17 H17A . . 109.5 ?
C12 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C12 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C14 C18 H18A . . 109.5 ?
C14 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C14 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C16 C19 H19A . . 109.5 ?
C16 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C16 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C26 C21 C22 . . 123.09(14) ?
C26 C21 N2 . . 118.30(13) ?
C22 C21 N2 . . 118.53(13) ?
C23 C22 C21 . . 116.98(13) ?
C23 C22 C27 . . 120.70(13) ?
C21 C22 C27 . . 122.32(13) ?
C24 C23 C22 . . 122.32(14) ?
C24 C23 H23 . . 118.8 ?
C22 C23 H23 . . 118.8 ?
C23 C24 C25 . . 118.32(14) ?
C23 C24 C28 . . 120.56(14) ?
C25 C24 C28 . . 121.11(14) ?
C26 C25 C24 . . 121.92(14) ?
C26 C25 H25 . . 119.0 ?
C24 C25 H25 . . 119.0 ?
C25 C26 C21 . . 117.33(13) ?
C25 C26 C29 . . 121.40(13) ?
C21 C26 C29 . . 121.25(14) ?
C22 C27 H27A . . 109.5 ?
C22 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C22 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C24 C28 H28A . . 109.5 ?
C24 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C24 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C26 C29 H29A . . 109.5 ?
C26 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
C26 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
C36 C31 C32 . . 114.98(14) ?
C36 C31 B1 . . 119.27(13) ?
C32 C31 B1 . . 125.55(14) ?
C33 C32 C31 . . 122.73(15) ?
C33 C32 C37 . . 117.47(14) ?
C31 C32 C37 . . 119.73(14) ?
C34 C33 C32 . . 120.37(15) ?
C34 C33 H33 . . 119.8 ?
C32 C33 H33 . . 119.8 ?
C35 C34 C33 . . 118.26(15) ?
C35 C34 H34 . . 120.9 ?
C33 C34 H34 . . 120.9 ?
C34 C35 C36 . . 120.69(15) ?
C34 C35 C38 . . 118.55(14) ?
C36 C35 C38 . . 120.74(14) ?
C35 C36 C31 . . 122.97(14) ?
C35 C36 H36 . . 118.5 ?
C31 C36 H36 . . 118.5 ?
F1 C37 F2 . . 106.37(14) ?
F1 C37 F3 . . 105.56(13) ?
F2 C37 F3 . . 105.38(14) ?
F1 C37 C32 . . 113.47(14) ?
F2 C37 C32 . . 112.59(13) ?
F3 C37 C32 . . 112.82(15) ?
F4 C38 F6 . . 106.72(14) ?
F4 C38 F5 . . 106.33(14) ?
F6 C38 F5 . . 105.45(13) ?
F4 C38 C35 . . 113.96(13) ?
F6 C38 C35 . . 112.18(13) ?
F5 C38 C35 . . 111.64(13) ?

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 N2 C1 N1 . . . . -0.81(16) ?
C21 N2 C1 N1 . . . . 175.35(13) ?
C3 N2 C1 B1 . . . . -177.20(13) ?
C21 N2 C1 B1 . . . . -1.0(2) ?
C2 N1 C1 N2 . . . . 0.45(16) ?
C11 N1 C1 N2 . . . . -179.15(13) ?
C2 N1 C1 B1 . . . . 176.81(14) ?
C11 N1 C1 B1 . . . . -2.8(2) ?
C31 B1 C1 N2 . . . . -51.5(2) ?
C31 B1 C1 N1 . . . . 132.91(15) ?
C1 N1 C2 C3 . . . . 0.07(17) ?
C11 N1 C2 C3 . . . . 179.70(13) ?
N1 C2 C3 N2 . . . . -0.55(17) ?
C1 N2 C3 C2 . . . . 0.88(17) ?
C21 N2 C3 C2 . . . . -175.47(13) ?
C1 N1 C11 C12 . . . . 68.2(2) ?
C2 N1 C11 C12 . . . . -111.31(16) ?
C1 N1 C11 C16 . . . . -115.72(17) ?
C2 N1 C11 C16 . . . . 64.72(19) ?
C16 C11 C12 C13 . . . . 1.3(2) ?
N1 C11 C12 C13 . . . . 177.16(13) ?
C16 C11 C12 C17 . . . . -178.58(14) ?
N1 C11 C12 C17 . . . . -2.7(2) ?
C11 C12 C13 C14 . . . . -0.9(2) ?
C17 C12 C13 C14 . . . . 179.04(15) ?
C12 C13 C14 C15 . . . . 0.3(2) ?
C12 C13 C14 C18 . . . . -179.52(16) ?
C13 C14 C15 C16 . . . . -0.1(3) ?
C18 C14 C15 C16 . . . . 179.67(17) ?
C14 C15 C16 C11 . . . . 0.6(2) ?
C14 C15 C16 C19 . . . . -179.05(16) ?
C12 C11 C16 C15 . . . . -1.2(2) ?
N1 C11 C16 C15 . . . . -177.06(14) ?
C12 C11 C16 C19 . . . . 178.43(15) ?
N1 C11 C16 C19 . . . . 2.5(2) ?
C1 N2 C21 C26 . . . . 99.97(17) ?
C3 N2 C21 C26 . . . . -84.25(17) ?
C1 N2 C21 C22 . . . . -83.07(18) ?
C3 N2 C21 C22 . . . . 92.71(17) ?
C26 C21 C22 C23 . . . . 0.1(2) ?
N2 C21 C22 C23 . . . . -176.67(12) ?
C26 C21 C22 C27 . . . . -179.77(13) ?
N2 C21 C22 C27 . . . . 3.4(2) ?
C21 C22 C23 C24 . . . . 1.2(2) ?
C27 C22 C23 C24 . . . . -178.86(14) ?
C22 C23 C24 C25 . . . . -1.6(2) ?
C22 C23 C24 C28 . . . . 177.69(14) ?
C23 C24 C25 C26 . . . . 0.5(2) ?
C28 C24 C25 C26 . . . . -178.72(14) ?
C24 C25 C26 C21 . . . . 0.8(2) ?
C24 C25 C26 C29 . . . . -177.88(14) ?
C22 C21 C26 C25 . . . . -1.1(2) ?
N2 C21 C26 C25 . . . . 175.72(12) ?
C22 C21 C26 C29 . . . . 177.54(14) ?
N2 C21 C26 C29 . . . . -5.7(2) ?
C1 B1 C31 C36 . . . . 94.95(16) ?
C1 B1 C31 C32 . . . . -90.56(17) ?
C36 C31 C32 C33 . . . . 0.4(2) ?
B1 C31 C32 C33 . . . . -174.26(14) ?
C36 C31 C32 C37 . . . . 177.42(13) ?
B1 C31 C32 C37 . . . . 2.7(2) ?
C31 C32 C33 C34 . . . . -0.3(2) ?
C37 C32 C33 C34 . . . . -177.39(15) ?
C32 C33 C34 C35 . . . . 0.0(2) ?
C33 C34 C35 C36 . . . . 0.2(2) ?
C33 C34 C35 C38 . . . . -178.56(14) ?
C34 C35 C36 C31 . . . . -0.1(2) ?
C38 C35 C36 C31 . . . . 178.65(14) ?
C32 C31 C36 C35 . . . . -0.2(2) ?
B1 C31 C36 C35 . . . . 174.82(13) ?
C33 C32 C37 F1 . . . . -132.63(15) ?
C31 C32 C37 F1 . . . . 50.2(2) ?
C33 C32 C37 F2 . . . . 106.48(16) ?
C31 C32 C37 F2 . . . . -70.66(19) ?
C33 C32 C37 F3 . . . . -12.6(2) ?
C31 C32 C37 F3 . . . . 170.23(14) ?
C34 C35 C38 F4 . . . . -169.15(14) ?
C36 C35 C38 F4 . . . . 12.1(2) ?
C34 C35 C38 F6 . . . . -47.7(2) ?
C36 C35 C38 F6 . . . . 133.53(15) ?
C34 C35 C38 F5 . . . . 70.37(18) ?
C36 C35 C38 F5 . . . . -108.36(16) ?

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

data_8b_erk9982
_database_code_depnum_ccdc_archive 'CCDC 2108144'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut WWU University of Muenster
Germany
;
_audit_update_record             
;
2022-03-04 deposited with the CCDC.	2022-04-18 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2019.11-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H28 B F12 N3 O4 S2'
_chemical_formula_iupac          ?
_chemical_formula_weight         809.49
_chemical_absolute_configuration .

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   11.6418(2)
_cell_length_b                   16.3588(4)
_cell_length_c                   18.4012(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3504.43(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9916
_cell_measurement_theta_min      2.2135
_cell_measurement_theta_max      25.0310
_cell_measurement_temperature    101.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.332
_exptl_crystal_size_mid          0.209
_exptl_crystal_size_min          0.184
_exptl_crystal_density_diffrn    1.534
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1648

_exptl_absorpt_coefficient_mu    0.257
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption
correction. Reference: Krause, L., Herbst-Irmer, R., Sheldrick G.M.
& Stalke D., J. Appl. Cryst. 48 (2015) 3-10.
;
_exptl_absorpt_correction_T_min  0.90
_exptl_absorpt_correction_T_max  0.95

_exptl_special_details           
;
;

_diffrn_ambient_temperature      101.(2)

_diffrn_source                   MoK\a
_diffrn_source_type              'micro focus tube'
_diffrn_source_power             0.05
_diffrn_source_current           1.0
_diffrn_source_voltage           50

_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device       'Bruker D8 Venture Photon III Diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'phi/omega scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            27155
_diffrn_reflns_av_R_equivalents  0.0477
_diffrn_reflns_av_unetI/netI     0.0363
_diffrn_reflns_theta_min         2.21
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_full        25.03
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21

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

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

The hydrogen at B1 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.
;

_reflns_number_total             6151
_reflns_number_gt                5787
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.787
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_fraction_full    0.997

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0320
_refine_ls_R_factor_gt           0.0288
_refine_ls_wR_factor_gt          0.0681
_refine_ls_wR_factor_ref         0.0702
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.054
_refine_ls_number_reflns         6151
_refine_ls_number_parameters     515
_refine_ls_number_restraints     82
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0308P)²+1.0081P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.468
_refine_diff_density_min         -0.221
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Flack x determined using 2434 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.00(3)

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX3 v2019.11-0 Photon III'
_computing_cell_refinement       'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 994)'
_computing_publication_material  ?

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 0.3227(3) 0.4678(2) 0.30144(16) 0.0153(7) Uani d . . D 1.0 . .
H H1 0.361(3) 0.4115(16) 0.2644(15) 0.023 Uiso d U . D 1.0 . .
N N1 0.1102(2) 0.53372(15) 0.30768(12) 0.0162(5) Uani d . . . 1.0 . .
N N2 0.1141(2) 0.40433(14) 0.28717(13) 0.0160(5) Uani d . . . 1.0 . .
N N3 0.5588(2) 0.43364(14) 0.38582(13) 0.0177(5) Uani d . . . 1.0 . .
O O1 0.35015(17) 0.44504(12) 0.38581(10) 0.0161(4) Uani d . . . 1.0 . .
O O2 0.43241(19) 0.30679(13) 0.40019(12) 0.0262(5) Uani d . . . 1.0 . .
O O3 0.73790(18) 0.40209(14) 0.31986(11) 0.0258(5) Uani d . . . 1.0 . .
O O4 0.68628(19) 0.31270(13) 0.42300(12) 0.0272(5) Uani d . . . 1.0 . .
S S1 0.44622(6) 0.39201(4) 0.41075(4) 0.01580(15) Uani d . . . 1.0 . .
S S2 0.68241(6) 0.39057(5) 0.38806(4) 0.01852(16) Uani d . . . 1.0 . .
C C1 0.1830(3) 0.46931(17) 0.30046(14) 0.0146(6) Uani d . . . 1.0 . .
C C2 -0.0020(3) 0.5092(2) 0.29876(17) 0.0227(7) Uani d . . . 1.0 . .
H H2 -0.068286 0.542887 0.30122 0.027 Uiso calc U . R 1.0 . .
C C3 0.0003(3) 0.42773(19) 0.28580(18) 0.0229(7) Uani d . . . 1.0 . .
H H3 -0.064118 0.393333 0.277375 0.027 Uiso calc U . R 1.0 . .
C C4 0.4300(3) 0.4105(2) 0.50877(16) 0.0263(8) Uani d . . . 1.0 . .
C C5 0.7575(3) 0.4609(2) 0.44928(17) 0.0248(7) Uani d . . . 1.0 . .
C C11 0.1402(2) 0.61651(18) 0.32990(14) 0.0159(6) Uani d . . . 1.0 . .
C C12 0.1516(2) 0.67728(18) 0.27758(15) 0.0178(6) Uani d . . . 1.0 . .
C C13 0.1833(3) 0.75448(19) 0.30094(16) 0.0226(7) Uani d . . . 1.0 . .
H H13 0.195053 0.796305 0.265904 0.027 Uiso calc U . R 1.0 . .
C C14 0.1983(3) 0.77272(19) 0.37430(17) 0.0241(7) Uani d . . . 1.0 . .
C C15 0.1813(3) 0.71073(19) 0.42514(16) 0.0220(7) Uani d . . . 1.0 . .
H H15 0.189898 0.722729 0.475357 0.026 Uiso calc U . R 1.0 . .
C C16 0.1521(2) 0.63195(18) 0.40424(15) 0.0186(6) Uani d . . . 1.0 . .
C C17 0.1275(3) 0.6618(2) 0.19787(15) 0.0243(7) Uani d . . . 1.0 . .
H H17A 0.047547 0.675942 0.187044 0.037 Uiso calc U . R 1.0 . .
H H17B 0.140567 0.603915 0.18685 0.037 Uiso calc U . R 1.0 . .
H H17C 0.178888 0.695477 0.168142 0.037 Uiso calc U . R 1.0 . .
C C18 0.2316(4) 0.8579(2) 0.3980(2) 0.0399(9) Uani d . . . 1.0 . .
H H18A 0.16211 0.890513 0.405834 0.06 Uiso calc U . R 1.0 . .
H H18B 0.278652 0.883509 0.360134 0.06 Uiso calc U . R 1.0 . .
H H18C 0.275632 0.85488 0.443274 0.06 Uiso calc U . R 1.0 . .
C C19 0.1345(3) 0.56628(19) 0.46125(16) 0.0241(7) Uani d . . . 1.0 . .
H H19A 0.202665 0.531169 0.463299 0.036 Uiso calc U . R 1.0 . .
H H19B 0.067223 0.533271 0.448555 0.036 Uiso calc U . R 1.0 . .
H H19C 0.122406 0.591941 0.508757 0.036 Uiso calc U . R 1.0 . .
C C21 0.1502(2) 0.31921(17) 0.28600(16) 0.0181(6) Uani d . . . 1.0 . .
C C22 0.1673(2) 0.27963(18) 0.21950(16) 0.0190(6) Uani d . . . 1.0 . .
C C23 0.2041(3) 0.19861(19) 0.22244(17) 0.0230(7) Uani d . . . 1.0 . .
H H23 0.216284 0.169955 0.178198 0.028 Uiso calc U . R 1.0 . .
C C24 0.2238(3) 0.15819(19) 0.28778(19) 0.0240(7) Uani d . . . 1.0 . .
C C25 0.2007(3) 0.19943(19) 0.35247(17) 0.0224(7) Uani d . . . 1.0 . .
H H25 0.212212 0.172084 0.397429 0.027 Uiso calc U . R 1.0 . .
C C26 0.1611(3) 0.27980(18) 0.35271(16) 0.0202(6) Uani d . . . 1.0 . .
C C27 0.1466(3) 0.3209(2) 0.14769(17) 0.0282(7) Uani d . . . 1.0 . .
H H27A 0.080356 0.357568 0.151795 0.042 Uiso calc U . R 1.0 . .
H H27B 0.131229 0.279482 0.11046 0.042 Uiso calc U . R 1.0 . .
H H27C 0.214729 0.35254 0.134007 0.042 Uiso calc U . R 1.0 . .
C C28 0.2682(3) 0.0713(2) 0.2899(2) 0.0319(8) Uani d . . . 1.0 . .
H H28A 0.322528 0.065289 0.330214 0.048 Uiso calc U . R 1.0 . .
H H28B 0.307105 0.058665 0.243995 0.048 Uiso calc U . R 1.0 . .
H H28C 0.203735 0.033519 0.296785 0.048 Uiso calc U . R 1.0 . .
C C29 0.1267(3) 0.3195(2) 0.42333(16) 0.0262(7) Uani d . . . 1.0 . .
H H29A 0.042777 0.32073 0.427046 0.039 Uiso calc U . R 1.0 . .
H H29B 0.156606 0.375519 0.42484 0.039 Uiso calc U . R 1.0 . .
H H29C 0.158485 0.288202 0.464039 0.039 Uiso calc U . R 1.0 . .
C C31 0.3844(2) 0.55469(17) 0.28574(15) 0.0143(6) Uani d . . . 1.0 . .
C C32 0.4094(2) 0.58532(17) 0.21580(15) 0.0158(6) Uani d . . . 1.0 . .
C C33 0.4603(3) 0.66161(18) 0.20497(16) 0.0191(6) Uani d . . . 1.0 . .
H H33 0.473167 0.681042 0.156995 0.023 Uiso calc U . R 1.0 . .
C C34 0.4922(3) 0.70895(19) 0.26382(16) 0.0214(7) Uani d . . . 1.0 . .
H H34 0.526284 0.761133 0.256919 0.026 Uiso calc U . R 1.0 . .
C C35 0.4732(3) 0.67864(18) 0.33319(16) 0.0187(6) Uani d . . . 1.0 . .
C C36 0.4198(2) 0.60384(18) 0.34376(14) 0.0164(6) Uani d . . . 1.0 . .
H H36 0.406842 0.585351 0.392004 0.02 Uiso calc U . R 1.0 . .
C C37 0.3889(3) 0.53322(19) 0.14983(16) 0.0194(6) Uani d . . . 1.0 . .
F F1 0.46587(16) 0.47218(12) 0.14426(10) 0.0293(4) Uani d . . . 1.0 . .
F F2 0.28440(15) 0.49739(11) 0.14929(9) 0.0252(4) Uani d . . . 1.0 . .
F F3 0.39595(17) 0.57553(12) 0.08744(9) 0.0297(4) Uani d . . . 1.0 . .
C C38 0.5181(3) 0.72347(19) 0.39874(17) 0.0257(7) Uani d U . D 1.0 . .
F F4 0.5480(14) 0.8008(4) 0.3847(5) 0.048(2) Uani d U P D 0.79(4) A 1
F F5 0.4468(9) 0.7236(8) 0.4546(5) 0.0375(19) Uani d U P D 0.79(4) A 1
F F6 0.6161(6) 0.6875(6) 0.4226(5) 0.0346(16) Uani d U P D 0.79(4) A 1
F F4A 0.502(4) 0.8040(10) 0.3910(16) 0.045(6) Uani d U P D 0.21(4) A 2
F F5A 0.460(3) 0.704(2) 0.4593(17) 0.034(6) Uani d U P D 0.21(4) A 2
F F6A 0.6259(16) 0.712(3) 0.4135(18) 0.047(7) Uani d U P D 0.21(4) A 2
F F7 0.4415(2) 0.48915(13) 0.52395(10) 0.0408(5) Uani d . . . 1.0 . .
F F8 0.50906(16) 0.36882(14) 0.54410(10) 0.0360(5) Uani d . . . 1.0 . .
F F9 0.32700(16) 0.38615(16) 0.53015(10) 0.0428(6) Uani d . . . 1.0 . .
F F10 0.70653(18) 0.46527(13) 0.51367(10) 0.0328(5) Uani d . . . 1.0 . .
F F11 0.86425(17) 0.43424(13) 0.45900(12) 0.0389(5) Uani d . . . 1.0 . .
F F12 0.76335(18) 0.53576(12) 0.42129(10) 0.0340(5) 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 C31 . 1.618(4) ?
B1 C1 . 1.628(4) ?
B1 O1 . 1.628(3) ?
B1 H1 . 1.23(2) ?
N1 C1 . 1.359(4) ?
N1 C2 . 1.376(4) ?
N1 C11 . 1.457(4) ?
N2 C1 . 1.353(4) ?
N2 C3 . 1.380(4) ?
N2 C21 . 1.454(4) ?
N3 S1 . 1.547(3) ?
N3 S2 . 1.603(3) ?
O1 S1 . 1.488(2) ?
O2 S1 . 1.417(2) ?
O3 S2 . 1.424(2) ?
O4 S2 . 1.428(2) ?
S1 C4 . 1.839(3) ?
S2 C5 . 1.832(3) ?
C2 C3 . 1.353(4) ?
C2 H2 . 0.95 ?
C3 H3 . 0.95 ?
C4 F8 . 1.317(4) ?
C4 F7 . 1.323(4) ?
C4 F9 . 1.324(4) ?
C5 F10 . 1.327(4) ?
C5 F12 . 1.330(4) ?
C5 F11 . 1.330(4) ?
C11 C12 . 1.390(4) ?
C11 C16 . 1.398(4) ?
C12 C13 . 1.384(4) ?
C12 C17 . 1.515(4) ?
C13 C14 . 1.394(4) ?
C13 H13 . 0.95 ?
C14 C15 . 1.394(4) ?
C14 C18 . 1.510(5) ?
C15 C16 . 1.387(4) ?
C15 H15 . 0.95 ?
C16 C19 . 1.515(4) ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C21 C26 . 1.392(4) ?
C21 C22 . 1.399(4) ?
C22 C23 . 1.394(4) ?
C22 C27 . 1.503(4) ?
C23 C24 . 1.391(5) ?
C23 H23 . 0.95 ?
C24 C25 . 1.394(5) ?
C24 C28 . 1.514(4) ?
C25 C26 . 1.393(4) ?
C25 H25 . 0.95 ?
C26 C29 . 1.507(4) ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
C29 H29A . 0.98 ?
C29 H29B . 0.98 ?
C29 H29C . 0.98 ?
C31 C36 . 1.399(4) ?
C31 C32 . 1.411(4) ?
C32 C33 . 1.396(4) ?
C32 C37 . 1.502(4) ?
C33 C34 . 1.382(4) ?
C33 H33 . 0.95 ?
C34 C35 . 1.387(4) ?
C34 H34 . 0.95 ?
C35 C36 . 1.386(4) ?
C35 C38 . 1.505(4) ?
C36 H36 . 0.95 ?
C37 F3 . 1.343(3) ?
C37 F1 . 1.345(4) ?
C37 F2 . 1.351(3) ?
C38 F6A . 1.298(18) ?
C38 F5 . 1.321(7) ?
C38 F4 . 1.337(6) ?
C38 F4A . 1.339(16) ?
C38 F5A . 1.342(18) ?
C38 F6 . 1.357(6) ?

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
C31 B1 C1 . . 115.3(2) ?
C31 B1 O1 . . 106.5(2) ?
C1 B1 O1 . . 102.1(2) ?
C31 B1 H1 . . 113.4(15) ?
C1 B1 H1 . . 111.6(16) ?
O1 B1 H1 . . 106.6(15) ?
C1 N1 C2 . . 110.7(2) ?
C1 N1 C11 . . 126.8(2) ?
C2 N1 C11 . . 122.2(2) ?
C1 N2 C3 . . 110.7(2) ?
C1 N2 C21 . . 125.7(2) ?
C3 N2 C21 . . 122.8(2) ?
S1 N3 S2 . . 124.03(15) ?
S1 O1 B1 . . 125.08(17) ?
O2 S1 O1 . . 116.49(13) ?
O2 S1 N3 . . 119.26(13) ?
O1 S1 N3 . . 106.79(12) ?
O2 S1 C4 . . 106.57(15) ?
O1 S1 C4 . . 97.43(13) ?
N3 S1 C4 . . 107.76(15) ?
O3 S2 O4 . . 120.04(14) ?
O3 S2 N3 . . 109.06(13) ?
O4 S2 N3 . . 115.61(13) ?
O3 S2 C5 . . 104.02(14) ?
O4 S2 C5 . . 105.58(14) ?
N3 S2 C5 . . 99.66(14) ?
N2 C1 N1 . . 104.9(2) ?
N2 C1 B1 . . 125.6(2) ?
N1 C1 B1 . . 129.4(3) ?
C3 C2 N1 . . 106.9(3) ?
C3 C2 H2 . . 126.6 ?
N1 C2 H2 . . 126.6 ?
C2 C3 N2 . . 106.8(3) ?
C2 C3 H3 . . 126.6 ?
N2 C3 H3 . . 126.6 ?
F8 C4 F7 . . 109.2(3) ?
F8 C4 F9 . . 109.3(3) ?
F7 C4 F9 . . 108.8(3) ?
F8 C4 S1 . . 109.1(2) ?
F7 C4 S1 . . 110.9(2) ?
F9 C4 S1 . . 109.5(2) ?
F10 C5 F12 . . 108.6(3) ?
F10 C5 F11 . . 108.4(3) ?
F12 C5 F11 . . 107.8(3) ?
F10 C5 S2 . . 111.7(2) ?
F12 C5 S2 . . 111.4(2) ?
F11 C5 S2 . . 108.8(2) ?
C12 C11 C16 . . 122.6(3) ?
C12 C11 N1 . . 119.6(2) ?
C16 C11 N1 . . 117.8(2) ?
C13 C12 C11 . . 117.6(3) ?
C13 C12 C17 . . 120.2(3) ?
C11 C12 C17 . . 122.2(3) ?
C12 C13 C14 . . 122.0(3) ?
C12 C13 H13 . . 119.0 ?
C14 C13 H13 . . 119.0 ?
C13 C14 C15 . . 118.5(3) ?
C13 C14 C18 . . 120.6(3) ?
C15 C14 C18 . . 120.9(3) ?
C16 C15 C14 . . 121.7(3) ?
C16 C15 H15 . . 119.2 ?
C14 C15 H15 . . 119.2 ?
C15 C16 C11 . . 117.6(3) ?
C15 C16 C19 . . 120.0(3) ?
C11 C16 C19 . . 122.4(3) ?
C12 C17 H17A . . 109.5 ?
C12 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C12 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C14 C18 H18A . . 109.5 ?
C14 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C14 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C16 C19 H19A . . 109.5 ?
C16 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C16 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C26 C21 C22 . . 122.9(3) ?
C26 C21 N2 . . 117.2(3) ?
C22 C21 N2 . . 119.8(3) ?
C23 C22 C21 . . 116.7(3) ?
C23 C22 C27 . . 120.7(3) ?
C21 C22 C27 . . 122.6(3) ?
C24 C23 C22 . . 122.4(3) ?
C24 C23 H23 . . 118.8 ?
C22 C23 H23 . . 118.8 ?
C23 C24 C25 . . 118.4(3) ?
C23 C24 C28 . . 121.6(3) ?
C25 C24 C28 . . 119.9(3) ?
C26 C25 C24 . . 121.5(3) ?
C26 C25 H25 . . 119.2 ?
C24 C25 H25 . . 119.2 ?
C21 C26 C25 . . 117.7(3) ?
C21 C26 C29 . . 122.4(3) ?
C25 C26 C29 . . 119.8(3) ?
C22 C27 H27A . . 109.5 ?
C22 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C22 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C24 C28 H28A . . 109.5 ?
C24 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C24 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C26 C29 H29A . . 109.5 ?
C26 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
C26 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
C36 C31 C32 . . 115.5(3) ?
C36 C31 B1 . . 120.0(2) ?
C32 C31 B1 . . 124.5(2) ?
C33 C32 C31 . . 122.4(3) ?
C33 C32 C37 . . 117.3(3) ?
C31 C32 C37 . . 120.2(2) ?
C34 C33 C32 . . 120.2(3) ?
C34 C33 H33 . . 119.9 ?
C32 C33 H33 . . 119.9 ?
C33 C34 C35 . . 118.6(3) ?
C33 C34 H34 . . 120.7 ?
C35 C34 H34 . . 120.7 ?
C36 C35 C34 . . 121.1(3) ?
C36 C35 C38 . . 118.2(3) ?
C34 C35 C38 . . 120.5(3) ?
C35 C36 C31 . . 122.2(3) ?
C35 C36 H36 . . 118.9 ?
C31 C36 H36 . . 118.9 ?
F3 C37 F1 . . 106.1(2) ?
F3 C37 F2 . . 105.8(2) ?
F1 C37 F2 . . 106.1(2) ?
F3 C37 C32 . . 112.9(2) ?
F1 C37 C32 . . 112.2(2) ?
F2 C37 C32 . . 113.3(2) ?
F5 C38 F4 . . 108.2(5) ?
F6A C38 F4A . . 107.6(13) ?
F6A C38 F5A . . 106.(2) ?
F4A C38 F5A . . 104.3(17) ?
F5 C38 F6 . . 106.1(6) ?
F4 C38 F6 . . 104.7(5) ?
F6A C38 C35 . . 115.7(14) ?
F5 C38 C35 . . 114.0(6) ?
F4 C38 C35 . . 113.3(4) ?
F4A C38 C35 . . 110.2(14) ?
F5A C38 C35 . . 112.1(19) ?
F6 C38 C35 . . 109.8(4) ?

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
C31 B1 O1 S1 . . . . -95.2(2) ?
C1 B1 O1 S1 . . . . 143.49(19) ?
B1 O1 S1 O2 . . . . -75.4(2) ?
B1 O1 S1 N3 . . . . 60.7(2) ?
B1 O1 S1 C4 . . . . 171.8(2) ?
S2 N3 S1 O2 . . . . -33.8(2) ?
S2 N3 S1 O1 . . . . -168.48(17) ?
S2 N3 S1 C4 . . . . 87.7(2) ?
S1 N3 S2 O3 . . . . 131.73(18) ?
S1 N3 S2 O4 . . . . -7.1(2) ?
S1 N3 S2 C5 . . . . -119.68(19) ?
C3 N2 C1 N1 . . . . 0.3(3) ?
C21 N2 C1 N1 . . . . -170.4(2) ?
C3 N2 C1 B1 . . . . -176.1(3) ?
C21 N2 C1 B1 . . . . 13.3(4) ?
C2 N1 C1 N2 . . . . -0.2(3) ?
C11 N1 C1 N2 . . . . 173.1(2) ?
C2 N1 C1 B1 . . . . 175.9(3) ?
C11 N1 C1 B1 . . . . -10.7(4) ?
C31 B1 C1 N2 . . . . 155.9(3) ?
O1 B1 C1 N2 . . . . -89.0(3) ?
C31 B1 C1 N1 . . . . -19.5(4) ?
O1 B1 C1 N1 . . . . 95.6(3) ?
C1 N1 C2 C3 . . . . 0.1(3) ?
C11 N1 C2 C3 . . . . -173.6(3) ?
N1 C2 C3 N2 . . . . 0.1(4) ?
C1 N2 C3 C2 . . . . -0.2(4) ?
C21 N2 C3 C2 . . . . 170.8(3) ?
O2 S1 C4 F8 . . . . 59.7(3) ?
O1 S1 C4 F8 . . . . -179.7(2) ?
N3 S1 C4 F8 . . . . -69.4(3) ?
O2 S1 C4 F7 . . . . -179.9(2) ?
O1 S1 C4 F7 . . . . -59.3(2) ?
N3 S1 C4 F7 . . . . 51.0(3) ?
O2 S1 C4 F9 . . . . -59.8(3) ?
O1 S1 C4 F9 . . . . 60.7(2) ?
N3 S1 C4 F9 . . . . 171.1(2) ?
O3 S2 C5 F10 . . . . 172.2(2) ?
O4 S2 C5 F10 . . . . -60.6(3) ?
N3 S2 C5 F10 . . . . 59.6(3) ?
O3 S2 C5 F12 . . . . 50.5(2) ?
O4 S2 C5 F12 . . . . 177.7(2) ?
N3 S2 C5 F12 . . . . -62.1(2) ?
O3 S2 C5 F11 . . . . -68.3(2) ?
O4 S2 C5 F11 . . . . 59.0(2) ?
N3 S2 C5 F11 . . . . 179.2(2) ?
C1 N1 C11 C12 . . . . 100.9(3) ?
C2 N1 C11 C12 . . . . -86.5(3) ?
C1 N1 C11 C16 . . . . -81.5(4) ?
C2 N1 C11 C16 . . . . 91.1(3) ?
C16 C11 C12 C13 . . . . 4.2(4) ?
N1 C11 C12 C13 . . . . -178.3(3) ?
C16 C11 C12 C17 . . . . -174.0(3) ?
N1 C11 C12 C17 . . . . 3.4(4) ?
C11 C12 C13 C14 . . . . -2.9(5) ?
C17 C12 C13 C14 . . . . 175.4(3) ?
C12 C13 C14 C15 . . . . 0.3(5) ?
C12 C13 C14 C18 . . . . -179.3(3) ?
C13 C14 C15 C16 . . . . 1.2(5) ?
C18 C14 C15 C16 . . . . -179.2(3) ?
C14 C15 C16 C11 . . . . 0.0(5) ?
C14 C15 C16 C19 . . . . 179.9(3) ?
C12 C11 C16 C15 . . . . -2.8(4) ?
N1 C11 C16 C15 . . . . 179.7(3) ?
C12 C11 C16 C19 . . . . 177.3(3) ?
N1 C11 C16 C19 . . . . -0.2(4) ?
C1 N2 C21 C26 . . . . 80.7(3) ?
C3 N2 C21 C26 . . . . -88.8(4) ?
C1 N2 C21 C22 . . . . -102.0(3) ?
C3 N2 C21 C22 . . . . 88.4(3) ?
C26 C21 C22 C23 . . . . -4.2(4) ?
N2 C21 C22 C23 . . . . 178.7(3) ?
C26 C21 C22 C27 . . . . 175.2(3) ?
N2 C21 C22 C27 . . . . -1.8(4) ?
C21 C22 C23 C24 . . . . -0.2(4) ?
C27 C22 C23 C24 . . . . -179.7(3) ?
C22 C23 C24 C25 . . . . 2.9(4) ?
C22 C23 C24 C28 . . . . -177.6(3) ?
C23 C24 C25 C26 . . . . -1.3(4) ?
C28 C24 C25 C26 . . . . 179.2(3) ?
C22 C21 C26 C25 . . . . 5.8(4) ?
N2 C21 C26 C25 . . . . -177.1(3) ?
C22 C21 C26 C29 . . . . -171.3(3) ?
N2 C21 C26 C29 . . . . 5.8(4) ?
C24 C25 C26 C21 . . . . -2.9(4) ?
C24 C25 C26 C29 . . . . 174.3(3) ?
C1 B1 C31 C36 . . . . 95.9(3) ?
O1 B1 C31 C36 . . . . -16.6(3) ?
C1 B1 C31 C32 . . . . -86.0(3) ?
O1 B1 C31 C32 . . . . 161.5(2) ?
C36 C31 C32 C33 . . . . -3.4(4) ?
B1 C31 C32 C33 . . . . 178.5(3) ?
C36 C31 C32 C37 . . . . 172.3(3) ?
B1 C31 C32 C37 . . . . -5.8(4) ?
C31 C32 C33 C34 . . . . 2.4(4) ?
C37 C32 C33 C34 . . . . -173.4(3) ?
C32 C33 C34 C35 . . . . 0.5(4) ?
C33 C34 C35 C36 . . . . -2.3(5) ?
C33 C34 C35 C38 . . . . 173.2(3) ?
C34 C35 C36 C31 . . . . 1.2(4) ?
C38 C35 C36 C31 . . . . -174.4(3) ?
C32 C31 C36 C35 . . . . 1.6(4) ?
B1 C31 C36 C35 . . . . 179.8(3) ?
C33 C32 C37 F3 . . . . -15.9(4) ?
C31 C32 C37 F3 . . . . 168.1(2) ?
C33 C32 C37 F1 . . . . 103.8(3) ?
C31 C32 C37 F1 . . . . -72.1(3) ?
C33 C32 C37 F2 . . . . -136.1(3) ?
C31 C32 C37 F2 . . . . 48.0(4) ?
C36 C35 C38 F6A . . . . 95.(2) ?
C34 C35 C38 F6A . . . . -80.(2) ?
C36 C35 C38 F5 . . . . -43.7(8) ?
C34 C35 C38 F5 . . . . 140.7(7) ?
C36 C35 C38 F4 . . . . -168.1(9) ?
C34 C35 C38 F4 . . . . 16.3(9) ?
C36 C35 C38 F4A . . . . -143.(2) ?
C34 C35 C38 F4A . . . . 42.(2) ?
C36 C35 C38 F5A . . . . -27.(2) ?
C34 C35 C38 F5A . . . . 157.(2) ?
C36 C35 C38 F6 . . . . 75.2(6) ?
C34 C35 C38 F6 . . . . -100.4(6) ?

####################################################################### 
# 
# 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_10a-H2O_erk10280
_database_code_depnum_ccdc_archive 'CCDC 2156407'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut WWU University of Muenster
Germany
;
_audit_update_record             
;
2022-03-04 deposited with the CCDC.	2022-04-18 downloaded from the CCDC.
;

_audit_creation_method           'APEX4 v2021.4-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H29 B F11 N3 O5 S2'
_chemical_formula_iupac          ?
_chemical_formula_weight         795.49

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.9266(3)
_cell_length_b                   15.6701(4)
_cell_length_c                   20.3624(5)
_cell_angle_alpha                90
_cell_angle_beta                 100.6230(10)
_cell_angle_gamma                90
_cell_volume                     3426.72(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9702
_cell_measurement_theta_min      2.5996
_cell_measurement_theta_max      26.0494
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.155
_exptl_crystal_size_mid          0.111
_exptl_crystal_size_min          0.109
_exptl_crystal_density_diffrn    1.542
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1624

_exptl_absorpt_coefficient_mu    0.259
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10. doi:10.1107/S1600576714022985
;
_exptl_absorpt_correction_T_min  0.94
_exptl_absorpt_correction_T_max  0.97

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Mo ImS'
_diffrn_source_type              'micro focus tube'
_diffrn_source_power             0.05
_diffrn_source_current           1.0
_diffrn_source_voltage           50

_diffrn_radiation_probe          'single crystal'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device       'Bruker D8 Venture Photon III'
_diffrn_measurement_device_type  'single crystal diffractometer'
_diffrn_measurement_method       'phi/omega scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            85471
_diffrn_reflns_av_R_equivalents  0.0534
_diffrn_reflns_av_unetI/netI     0.0242
_diffrn_reflns_theta_min         2.37
_diffrn_reflns_theta_max         26.08
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_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.

The hydrogens at O1 atom were refined freely.
;

_reflns_number_total             6744
_reflns_number_gt                6108
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0450
_refine_ls_R_factor_gt           0.0418
_refine_ls_wR_factor_gt          0.1211
_refine_ls_wR_factor_ref         0.1236
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.066
_refine_ls_number_reflns         6744
_refine_ls_number_parameters     484
_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)+(0.0677P)²+3.1649P] 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         1.103
_refine_diff_density_min         -0.476
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX4 v2021.4-0 Photon III'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1242)'
_computing_publication_material  'SHELXT 2018/2 (Sheldrick, 2018)'

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 0.7159(2) 0.26858(14) 0.47118(11) 0.0189(4) Uani d . . . 1 . .
N N1 0.88991(16) 0.14601(10) 0.47627(8) 0.0197(3) Uani d . . . 1 . .
N N2 0.91242(16) 0.24818(10) 0.40919(8) 0.0203(3) Uani d . . . 1 . .
N N3 0.55305(16) 0.45121(11) 0.64389(9) 0.0232(4) Uani d . . . 1 . .
O O1 0.73803(13) 0.36861(9) 0.46942(7) 0.0197(3) Uani d . . . 1 . .
H H01 0.724(3) 0.400(2) 0.5028(16) 0.041(8) Uiso d . . . 1 . .
H H02 0.687(3) 0.392(2) 0.4311(18) 0.058(10) Uiso d . . . 1 . .
O O2 0.70371(13) 0.47172(9) 0.57010(7) 0.0240(3) Uani d . . . 1 . .
O O3 0.52081(13) 0.56773(9) 0.55340(7) 0.0222(3) Uani d . . . 1 . .
O O4 0.35313(15) 0.53802(10) 0.64076(8) 0.0301(4) Uani d . . . 1 . .
O O5 0.42558(14) 0.43690(10) 0.73136(7) 0.0281(3) Uani d . . . 1 . .
S S1 0.60757(4) 0.51516(3) 0.59685(2) 0.01867(13) Uani d . . . 1 . .
S S2 0.42069(5) 0.46148(3) 0.66334(2) 0.02047(13) Uani d . . . 1 . .
C C1 0.84304(18) 0.22337(12) 0.45419(9) 0.0174(4) Uani d . . . 1 . .
C C2 0.9880(2) 0.12371(14) 0.44535(12) 0.0307(5) Uani d . . . 1 . .
H H2 1.035962 0.072863 0.452361 0.037000 Uiso calc U . R 1 . .
C C3 1.0024(2) 0.18782(14) 0.40344(12) 0.0314(5) Uani d . . . 1 . .
H H3 1.062672 0.191039 0.375350 0.038000 Uiso calc U . R 1 . .
C C4 0.59779(19) 0.24865(13) 0.41338(10) 0.0250(4) Uani d . . . 1 . .
H H4A 0.521819 0.269500 0.427160 0.037000 Uiso calc U . R 1 . .
H H4B 0.591210 0.186936 0.405732 0.037000 Uiso calc U . R 1 . .
H H4C 0.608400 0.277361 0.372046 0.037000 Uiso calc U . R 1 . .
C C11 0.84862(18) 0.09043(11) 0.52481(9) 0.0178(4) Uani d . . . 1 . .
C C12 0.75411(19) 0.03159(12) 0.50291(10) 0.0218(4) Uani d . . . 1 . .
C C13 0.7178(2) -0.02179(13) 0.55110(11) 0.0249(4) Uani d . . . 1 . .
H H13 0.652399 -0.061568 0.537642 0.030000 Uiso calc U . R 1 . .
C C14 0.7746(2) -0.01832(13) 0.61790(11) 0.0259(4) Uani d . . . 1 . .
C C15 0.8719(2) 0.03904(13) 0.63679(10) 0.0242(4) Uani d . . . 1 . .
H H15 0.912330 0.040938 0.682259 0.029000 Uiso calc U . R 1 . .
C C16 0.91202(18) 0.09383(12) 0.59111(10) 0.0202(4) Uani d . . . 1 . .
C C17 0.6937(2) 0.02141(15) 0.43079(11) 0.0328(5) Uani d . . . 1 . .
H H17A 0.738866 0.055609 0.402756 0.049000 Uiso calc U . R 1 . .
H H17B 0.607051 0.040796 0.424556 0.049000 Uiso calc U . R 1 . .
H H17C 0.695795 -0.038802 0.418040 0.049000 Uiso calc U . R 1 . .
C C18 0.7329(3) -0.07635(17) 0.66896(13) 0.0396(6) Uani d . . . 1 . .
H H18A 0.804569 -0.090864 0.703667 0.059000 Uiso calc U . R 1 . .
H H18B 0.697217 -0.128662 0.646950 0.059000 Uiso calc U . R 1 . .
H H18C 0.669936 -0.047109 0.689317 0.059000 Uiso calc U . R 1 . .
C C19 1.0229(2) 0.15128(15) 0.61315(12) 0.0319(5) Uani d . . . 1 . .
H H19A 1.030856 0.163687 0.660922 0.048000 Uiso calc U . R 1 . .
H H19B 1.011168 0.204710 0.587754 0.048000 Uiso calc U . R 1 . .
H H19C 1.098507 0.122737 0.605079 0.048000 Uiso calc U . R 1 . .
C C21 0.90422(18) 0.32683(12) 0.37057(10) 0.0183(4) Uani d . . . 1 . .
C C22 0.84109(19) 0.32526(12) 0.30470(10) 0.0205(4) Uani d . . . 1 . .
C C23 0.84335(18) 0.39975(13) 0.26739(10) 0.0206(4) Uani d . . . 1 . .
H H23 0.800074 0.400995 0.222434 0.025000 Uiso calc U . R 1 . .
C C24 0.90717(18) 0.47214(12) 0.29419(10) 0.0190(4) Uani d . . . 1 . .
C C25 0.97032(18) 0.46998(12) 0.36012(10) 0.0192(4) Uani d . . . 1 . .
H H25 1.013963 0.519362 0.378666 0.023000 Uiso calc U . R 1 . .
C C26 0.97121(17) 0.39731(12) 0.39960(9) 0.0184(4) Uani d . . . 1 . .
C C27 0.7758(2) 0.24620(14) 0.27375(12) 0.0332(5) Uani d . . . 1 . .
H H27A 0.730578 0.259557 0.228755 0.050000 Uiso calc U . R 1 . .
H H27B 0.716977 0.226157 0.301333 0.050000 Uiso calc U . R 1 . .
H H27C 0.837433 0.201520 0.271042 0.050000 Uiso calc U . R 1 . .
C C28 0.9077(2) 0.55121(14) 0.25211(11) 0.0273(5) Uani d . . . 1 . .
H H28A 0.949112 0.597706 0.279845 0.041000 Uiso calc U . R 1 . .
H H28B 0.821803 0.567761 0.233527 0.041000 Uiso calc U . R 1 . .
H H28C 0.952526 0.539572 0.215592 0.041000 Uiso calc U . R 1 . .
C C29 1.0447(2) 0.39445(14) 0.46978(10) 0.0262(4) Uani d . . . 1 . .
H H29A 0.987351 0.391823 0.501504 0.039000 Uiso calc U . R 1 . .
H H29B 1.096250 0.445841 0.478364 0.039000 Uiso calc U . R 1 . .
H H29C 1.098237 0.343818 0.475165 0.039000 Uiso calc U . R 1 . .
C C31 0.69972(17) 0.24875(12) 0.54779(10) 0.0179(4) Uani d . . . 1 . .
C C32 0.60624(18) 0.19795(12) 0.56561(10) 0.0217(4) Uani d . . . 1 . .
C C33 0.5901(2) 0.18570(13) 0.63070(11) 0.0259(4) Uani d . . . 1 . .
C C34 0.6669(2) 0.22632(13) 0.68207(11) 0.0255(4) Uani d . . . 1 . .
C C35 0.7635(2) 0.27561(13) 0.66799(10) 0.0229(4) Uani d . . . 1 . .
C C36 0.77795(17) 0.28504(11) 0.60252(10) 0.0181(4) Uani d . . . 1 . .
C C41 0.69507(19) 0.59019(13) 0.65740(10) 0.0232(4) Uani d . . . 1 . .
C C42 0.33304(19) 0.37626(14) 0.61388(10) 0.0253(4) Uani d . . . 1 . .
F F1 0.78445(12) 0.55022(9) 0.69946(7) 0.0318(3) Uani d . . . 1 . .
F F2 0.74692(13) 0.65005(8) 0.62509(7) 0.0323(3) Uani d . . . 1 . .
F F3 0.61960(12) 0.62757(8) 0.69282(6) 0.0301(3) Uani d . . . 1 . .
F F4 0.33175(14) 0.38822(12) 0.54930(7) 0.0449(4) Uani d . . . 1 . .
F F5 0.38232(12) 0.30040(9) 0.63105(8) 0.0371(3) Uani d . . . 1 . .
F F6 0.21591(11) 0.37477(9) 0.62383(7) 0.0314(3) Uani d . . . 1 . .
F F32 0.52515(12) 0.15548(8) 0.51850(7) 0.0305(3) Uani d . . . 1 . .
F F33 0.49794(13) 0.13573(9) 0.64424(7) 0.0361(3) Uani d . . . 1 . .
F F34 0.64825(14) 0.21902(9) 0.74503(7) 0.0365(3) Uani d . . . 1 . .
F F35 0.84270(13) 0.31372(9) 0.71769(6) 0.0333(3) Uani d . . . 1 . .
F F36 0.87637(11) 0.33242(7) 0.59175(6) 0.0225(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 O1 . 1.588(2) ?
B1 C4 . 1.608(3) ?
B1 C31 . 1.632(3) ?
B1 C1 . 1.652(3) ?
N1 C1 . 1.360(2) ?
N1 C2 . 1.384(3) ?
N1 C11 . 1.450(2) ?
N2 C1 . 1.350(2) ?
N2 C3 . 1.385(3) ?
N2 C21 . 1.456(2) ?
N3 S2 . 1.5765(17) ?
N3 S1 . 1.5770(17) ?
O1 H01 . 0.87(3) ?
O1 H02 . 0.95(4) ?
O2 S1 . 1.4404(14) ?
O3 S1 . 1.4320(15) ?
O4 S2 . 1.4388(15) ?
O5 S2 . 1.4292(15) ?
S1 C41 . 1.839(2) ?
S2 C42 . 1.833(2) ?
C2 C3 . 1.346(3) ?
C2 H2 . 0.950000 ?
C3 H3 . 0.950000 ?
C4 H4A . 0.980000 ?
C4 H4B . 0.980000 ?
C4 H4C . 0.980000 ?
C11 C12 . 1.395(3) ?
C11 C16 . 1.400(3) ?
C12 C13 . 1.401(3) ?
C12 C17 . 1.504(3) ?
C13 C14 . 1.388(3) ?
C13 H13 . 0.950000 ?
C14 C15 . 1.391(3) ?
C14 C18 . 1.513(3) ?
C15 C16 . 1.395(3) ?
C15 H15 . 0.950000 ?
C16 C19 . 1.509(3) ?
C17 H17A . 0.980000 ?
C17 H17B . 0.980000 ?
C17 H17C . 0.980000 ?
C18 H18A . 0.980000 ?
C18 H18B . 0.980000 ?
C18 H18C . 0.980000 ?
C19 H19A . 0.980000 ?
C19 H19B . 0.980000 ?
C19 H19C . 0.980000 ?
C21 C22 . 1.391(3) ?
C21 C26 . 1.395(3) ?
C22 C23 . 1.395(3) ?
C22 C27 . 1.508(3) ?
C23 C24 . 1.390(3) ?
C23 H23 . 0.950000 ?
C24 C25 . 1.392(3) ?
C24 C28 . 1.507(3) ?
C25 C26 . 1.393(3) ?
C25 H25 . 0.950000 ?
C26 C29 . 1.505(3) ?
C27 H27A . 0.980000 ?
C27 H27B . 0.980000 ?
C27 H27C . 0.980000 ?
C28 H28A . 0.980000 ?
C28 H28B . 0.980000 ?
C28 H28C . 0.980000 ?
C29 H29A . 0.980000 ?
C29 H29B . 0.980000 ?
C29 H29C . 0.980000 ?
C31 C36 . 1.395(3) ?
C31 C32 . 1.395(3) ?
C32 F32 . 1.354(2) ?
C32 C33 . 1.382(3) ?
C33 F33 . 1.344(2) ?
C33 C34 . 1.371(3) ?
C34 F34 . 1.340(2) ?
C34 C35 . 1.380(3) ?
C35 F35 . 1.344(2) ?
C35 C36 . 1.379(3) ?
C36 F36 . 1.357(2) ?
C41 F3 . 1.328(2) ?
C41 F2 . 1.331(2) ?
C41 F1 . 1.331(2) ?
C42 F5 . 1.325(3) ?
C42 F4 . 1.326(2) ?
C42 F6 . 1.332(2) ?

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
O1 B1 C4 . . 106.28(15) ?
O1 B1 C31 . . 104.68(15) ?
C4 B1 C31 . . 116.68(17) ?
O1 B1 C1 . . 106.32(15) ?
C4 B1 C1 . . 110.84(16) ?
C31 B1 C1 . . 111.21(15) ?
C1 N1 C2 . . 110.52(16) ?
C1 N1 C11 . . 127.97(16) ?
C2 N1 C11 . . 121.51(16) ?
C1 N2 C3 . . 110.92(16) ?
C1 N2 C21 . . 128.62(16) ?
C3 N2 C21 . . 120.44(16) ?
S2 N3 S1 . . 123.68(11) ?
B1 O1 H01 . . 119.(2) ?
B1 O1 H02 . . 109.(2) ?
H01 O1 H02 . . 105.(3) ?
O3 S1 O2 . . 118.95(9) ?
O3 S1 N3 . . 117.36(9) ?
O2 S1 N3 . . 108.23(9) ?
O3 S1 C41 . . 104.45(9) ?
O2 S1 C41 . . 103.32(9) ?
N3 S1 C41 . . 101.94(10) ?
O5 S2 O4 . . 117.36(10) ?
O5 S2 N3 . . 110.11(9) ?
O4 S2 N3 . . 116.44(9) ?
O5 S2 C42 . . 104.99(10) ?
O4 S2 C42 . . 104.27(10) ?
N3 S2 C42 . . 101.44(10) ?
N2 C1 N1 . . 104.88(16) ?
N2 C1 B1 . . 128.17(16) ?
N1 C1 B1 . . 126.37(16) ?
C3 C2 N1 . . 106.91(18) ?
C3 C2 H2 . . 126.500000 ?
N1 C2 H2 . . 126.500000 ?
C2 C3 N2 . . 106.76(18) ?
C2 C3 H3 . . 126.600000 ?
N2 C3 H3 . . 126.600000 ?
B1 C4 H4A . . 109.500000 ?
B1 C4 H4B . . 109.500000 ?
H4A C4 H4B . . 109.500000 ?
B1 C4 H4C . . 109.500000 ?
H4A C4 H4C . . 109.500000 ?
H4B C4 H4C . . 109.500000 ?
C12 C11 C16 . . 122.61(18) ?
C12 C11 N1 . . 118.96(17) ?
C16 C11 N1 . . 118.25(17) ?
C11 C12 C13 . . 117.33(18) ?
C11 C12 C17 . . 123.25(19) ?
C13 C12 C17 . . 119.39(19) ?
C14 C13 C12 . . 122.0(2) ?
C14 C13 H13 . . 119.000000 ?
C12 C13 H13 . . 119.000000 ?
C13 C14 C15 . . 118.47(19) ?
C13 C14 C18 . . 120.9(2) ?
C15 C14 C18 . . 120.7(2) ?
C14 C15 C16 . . 122.11(19) ?
C14 C15 H15 . . 118.900000 ?
C16 C15 H15 . . 118.900000 ?
C15 C16 C11 . . 117.33(18) ?
C15 C16 C19 . . 120.17(19) ?
C11 C16 C19 . . 122.46(19) ?
C12 C17 H17A . . 109.500000 ?
C12 C17 H17B . . 109.500000 ?
H17A C17 H17B . . 109.500000 ?
C12 C17 H17C . . 109.500000 ?
H17A C17 H17C . . 109.500000 ?
H17B C17 H17C . . 109.500000 ?
C14 C18 H18A . . 109.500000 ?
C14 C18 H18B . . 109.500000 ?
H18A C18 H18B . . 109.500000 ?
C14 C18 H18C . . 109.500000 ?
H18A C18 H18C . . 109.500000 ?
H18B C18 H18C . . 109.500000 ?
C16 C19 H19A . . 109.500000 ?
C16 C19 H19B . . 109.500000 ?
H19A C19 H19B . . 109.500000 ?
C16 C19 H19C . . 109.500000 ?
H19A C19 H19C . . 109.500000 ?
H19B C19 H19C . . 109.500000 ?
C22 C21 C26 . . 123.43(17) ?
C22 C21 N2 . . 118.43(17) ?
C26 C21 N2 . . 117.79(17) ?
C21 C22 C23 . . 117.05(18) ?
C21 C22 C27 . . 121.99(18) ?
C23 C22 C27 . . 120.93(19) ?
C24 C23 C22 . . 121.81(18) ?
C24 C23 H23 . . 119.100000 ?
C22 C23 H23 . . 119.100000 ?
C23 C24 C25 . . 118.85(17) ?
C23 C24 C28 . . 120.14(18) ?
C25 C24 C28 . . 121.01(18) ?
C24 C25 C26 . . 121.73(18) ?
C24 C25 H25 . . 119.100000 ?
C26 C25 H25 . . 119.100000 ?
C25 C26 C21 . . 117.09(17) ?
C25 C26 C29 . . 121.21(18) ?
C21 C26 C29 . . 121.67(17) ?
C22 C27 H27A . . 109.500000 ?
C22 C27 H27B . . 109.500000 ?
H27A C27 H27B . . 109.500000 ?
C22 C27 H27C . . 109.500000 ?
H27A C27 H27C . . 109.500000 ?
H27B C27 H27C . . 109.500000 ?
C24 C28 H28A . . 109.500000 ?
C24 C28 H28B . . 109.500000 ?
H28A C28 H28B . . 109.500000 ?
C24 C28 H28C . . 109.500000 ?
H28A C28 H28C . . 109.500000 ?
H28B C28 H28C . . 109.500000 ?
C26 C29 H29A . . 109.500000 ?
C26 C29 H29B . . 109.500000 ?
H29A C29 H29B . . 109.500000 ?
C26 C29 H29C . . 109.500000 ?
H29A C29 H29C . . 109.500000 ?
H29B C29 H29C . . 109.500000 ?
C36 C31 C32 . . 113.28(17) ?
C36 C31 B1 . . 121.87(17) ?
C32 C31 B1 . . 124.81(18) ?
F32 C32 C33 . . 115.37(18) ?
F32 C32 C31 . . 120.73(18) ?
C33 C32 C31 . . 123.89(19) ?
F33 C33 C34 . . 119.37(19) ?
F33 C33 C32 . . 120.7(2) ?
C34 C33 C32 . . 119.92(19) ?
F34 C34 C33 . . 120.71(19) ?
F34 C34 C35 . . 120.2(2) ?
C33 C34 C35 . . 119.04(19) ?
F35 C35 C36 . . 120.52(19) ?
F35 C35 C34 . . 120.21(19) ?
C36 C35 C34 . . 119.26(19) ?
F36 C36 C35 . . 116.74(17) ?
F36 C36 C31 . . 118.76(17) ?
C35 C36 C31 . . 124.50(18) ?
F3 C41 F2 . . 108.74(17) ?
F3 C41 F1 . . 108.28(17) ?
F2 C41 F1 . . 108.73(17) ?
F3 C41 S1 . . 110.37(14) ?
F2 C41 S1 . . 109.59(14) ?
F1 C41 S1 . . 111.08(14) ?
F5 C42 F4 . . 108.53(18) ?
F5 C42 F6 . . 107.41(17) ?
F4 C42 F6 . . 108.56(17) ?
F5 C42 S2 . . 111.28(14) ?
F4 C42 S2 . . 110.55(15) ?
F6 C42 S2 . . 110.40(15) ?

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
S2 N3 S1 O3 . . . . -20.61(18) ?
S2 N3 S1 O2 . . . . -158.71(13) ?
S2 N3 S1 C41 . . . . 92.77(15) ?
S1 N3 S2 O5 . . . . -142.32(13) ?
S1 N3 S2 O4 . . . . -5.55(19) ?
S1 N3 S2 C42 . . . . 106.88(14) ?
C3 N2 C1 N1 . . . . -0.6(2) ?
C21 N2 C1 N1 . . . . -179.01(19) ?
C3 N2 C1 B1 . . . . -172.2(2) ?
C21 N2 C1 B1 . . . . 9.3(3) ?
C2 N1 C1 N2 . . . . 0.4(2) ?
C11 N1 C1 N2 . . . . -179.36(18) ?
C2 N1 C1 B1 . . . . 172.24(19) ?
C11 N1 C1 B1 . . . . -7.5(3) ?
O1 B1 C1 N2 . . . . -39.7(3) ?
C4 B1 C1 N2 . . . . 75.4(2) ?
C31 B1 C1 N2 . . . . -153.10(19) ?
O1 B1 C1 N1 . . . . 150.32(18) ?
C4 B1 C1 N1 . . . . -94.6(2) ?
C31 B1 C1 N1 . . . . 36.9(3) ?
C1 N1 C2 C3 . . . . -0.1(3) ?
C11 N1 C2 C3 . . . . 179.7(2) ?
N1 C2 C3 N2 . . . . -0.3(3) ?
C1 N2 C3 C2 . . . . 0.5(3) ?
C21 N2 C3 C2 . . . . 179.1(2) ?
C1 N1 C11 C12 . . . . 87.9(2) ?
C2 N1 C11 C12 . . . . -91.9(2) ?
C1 N1 C11 C16 . . . . -96.8(2) ?
C2 N1 C11 C16 . . . . 83.4(2) ?
C16 C11 C12 C13 . . . . 4.1(3) ?
N1 C11 C12 C13 . . . . 179.18(17) ?
C16 C11 C12 C17 . . . . -173.89(19) ?
N1 C11 C12 C17 . . . . 1.2(3) ?
C11 C12 C13 C14 . . . . -1.4(3) ?
C17 C12 C13 C14 . . . . 176.7(2) ?
C12 C13 C14 C15 . . . . -1.2(3) ?
C12 C13 C14 C18 . . . . 179.6(2) ?
C13 C14 C15 C16 . . . . 1.3(3) ?
C18 C14 C15 C16 . . . . -179.5(2) ?
C14 C15 C16 C11 . . . . 1.2(3) ?
C14 C15 C16 C19 . . . . -176.39(19) ?
C12 C11 C16 C15 . . . . -4.0(3) ?
N1 C11 C16 C15 . . . . -179.15(17) ?
C12 C11 C16 C19 . . . . 173.54(19) ?
N1 C11 C16 C19 . . . . -1.6(3) ?
C1 N2 C21 C22 . . . . -99.4(2) ?
C3 N2 C21 C22 . . . . 82.3(3) ?
C1 N2 C21 C26 . . . . 87.2(3) ?
C3 N2 C21 C26 . . . . -91.1(2) ?
C26 C21 C22 C23 . . . . -1.9(3) ?
N2 C21 C22 C23 . . . . -175.00(16) ?
C26 C21 C22 C27 . . . . 176.36(19) ?
N2 C21 C22 C27 . . . . 3.3(3) ?
C21 C22 C23 C24 . . . . 0.9(3) ?
C27 C22 C23 C24 . . . . -177.38(19) ?
C22 C23 C24 C25 . . . . -0.1(3) ?
C22 C23 C24 C28 . . . . 179.76(18) ?
C23 C24 C25 C26 . . . . 0.1(3) ?
C28 C24 C25 C26 . . . . -179.72(18) ?
C24 C25 C26 C21 . . . . -1.0(3) ?
C24 C25 C26 C29 . . . . 177.16(18) ?
C22 C21 C26 C25 . . . . 2.0(3) ?
N2 C21 C26 C25 . . . . 175.08(16) ?
C22 C21 C26 C29 . . . . -176.19(18) ?
N2 C21 C26 C29 . . . . -3.1(3) ?
O1 B1 C31 C36 . . . . -43.9(2) ?
C4 B1 C31 C36 . . . . -161.03(17) ?
C1 B1 C31 C36 . . . . 70.5(2) ?
O1 B1 C31 C32 . . . . 133.51(18) ?
C4 B1 C31 C32 . . . . 16.4(3) ?
C1 B1 C31 C32 . . . . -112.1(2) ?
C36 C31 C32 F32 . . . . -177.54(16) ?
B1 C31 C32 F32 . . . . 4.8(3) ?
C36 C31 C32 C33 . . . . 1.3(3) ?
B1 C31 C32 C33 . . . . -176.33(18) ?
F32 C32 C33 F33 . . . . -1.1(3) ?
C31 C32 C33 F33 . . . . -179.94(18) ?
F32 C32 C33 C34 . . . . -179.57(18) ?
C31 C32 C33 C34 . . . . 1.6(3) ?
F33 C33 C34 F34 . . . . -2.3(3) ?
C32 C33 C34 F34 . . . . 176.20(18) ?
F33 C33 C34 C35 . . . . 178.20(18) ?
C32 C33 C34 C35 . . . . -3.3(3) ?
F34 C34 C35 F35 . . . . 2.8(3) ?
C33 C34 C35 F35 . . . . -177.72(18) ?
F34 C34 C35 C36 . . . . -177.37(18) ?
C33 C34 C35 C36 . . . . 2.1(3) ?
F35 C35 C36 F36 . . . . 1.4(3) ?
C34 C35 C36 F36 . . . . -178.38(17) ?
F35 C35 C36 C31 . . . . -179.25(17) ?
C34 C35 C36 C31 . . . . 0.9(3) ?
C32 C31 C36 F36 . . . . 176.76(16) ?
B1 C31 C36 F36 . . . . -5.5(3) ?
C32 C31 C36 C35 . . . . -2.5(3) ?
B1 C31 C36 C35 . . . . 175.16(18) ?
O3 S1 C41 F3 . . . . 63.02(16) ?
O2 S1 C41 F3 . . . . -171.89(14) ?
N3 S1 C41 F3 . . . . -59.64(16) ?
O3 S1 C41 F2 . . . . -56.70(15) ?
O2 S1 C41 F2 . . . . 68.39(15) ?
N3 S1 C41 F2 . . . . -179.36(14) ?
O3 S1 C41 F1 . . . . -176.86(13) ?
O2 S1 C41 F1 . . . . -51.77(16) ?
N3 S1 C41 F1 . . . . 60.48(15) ?
O5 S2 C42 F5 . . . . -53.77(16) ?
O4 S2 C42 F5 . . . . -177.76(14) ?
N3 S2 C42 F5 . . . . 60.89(16) ?
O5 S2 C42 F4 . . . . -174.46(15) ?
O4 S2 C42 F4 . . . . 61.56(16) ?
N3 S2 C42 F4 . . . . -59.79(16) ?
O5 S2 C42 F6 . . . . 65.40(16) ?
O4 S2 C42 F6 . . . . -58.58(16) ?
N3 S2 C42 F6 . . . . -179.93(14) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O1 H01 O2 . 0.87(3) 1.82(3) 2.690(2) 175.(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_9b_erk10067
_database_code_depnum_ccdc_archive 'CCDC 2108145'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut WWU University of Muenster
Germany
;
_audit_update_record             
;
2022-03-04 deposited with the CCDC.	2022-04-18 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2019.11-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H31 B F6 N2'
_chemical_formula_iupac          ?
_chemical_formula_weight         544.38

_chemical_melting_point          ?

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

_cell_length_a                   8.07210(10)
_cell_length_b                   17.2707(3)
_cell_length_c                   19.9694(4)
_cell_angle_alpha                92.6730(10)
_cell_angle_beta                 97.0660(10)
_cell_angle_gamma                90.3860(10)
_cell_volume                     2759.58(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9962
_cell_measurement_theta_min      2.5614
_cell_measurement_theta_max      66.4096
_cell_measurement_temperature    104.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.276
_exptl_crystal_size_mid          0.108
_exptl_crystal_size_min          0.063
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1136

_exptl_absorpt_coefficient_mu    0.883
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;

SADABS-2016/2 - Bruker AXS area detector scaling and absorption
correction. Reference: Krause, L., Herbst-Irmer, R., Sheldrick G.M.
& Stalke D., J. Appl. Cryst. 48 (2015) 3-10.
;
_exptl_absorpt_correction_T_min  0.79
_exptl_absorpt_correction_T_max  0.95

_exptl_special_details           
;
;

_diffrn_ambient_temperature      104.(2)

_diffrn_source                   CuK\a
_diffrn_source_type              'micro focus tube'
_diffrn_source_power             0.05
_diffrn_source_current           1.0
_diffrn_source_voltage           50

_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device       'Bruker D8 Venture Photon III Diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'phi/omega scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            62174
_diffrn_reflns_av_R_equivalents  0.0893
_diffrn_reflns_av_unetI/netI     0.0459
_diffrn_reflns_theta_min         2.23
_diffrn_reflns_theta_max         66.67
_diffrn_reflns_theta_full        66.67
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_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.

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

The hydrogens at B1A abd B1B atoms were refined freely, but with B-H 
distance restraints (SADI).
;

_reflns_number_total             9748
_reflns_number_gt                6828
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1096
_refine_ls_R_factor_gt           0.0799
_refine_ls_wR_factor_gt          0.1935
_refine_ls_wR_factor_ref         0.2127
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.176
_refine_ls_number_reflns         9748
_refine_ls_number_parameters     819
_refine_ls_number_restraints     621
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0751P)²+4.3516P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.517
_refine_diff_density_min         -0.316
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_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'
F F 0.0727 0.0534 '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'

_computing_data_collection       'Bruker APEX3 v2019.11-0 Photon III'
_computing_cell_refinement       'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 994)'
_computing_publication_material  'Bruker SHELXTL'

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 B1A 0.6653(5) 0.2531(2) 0.1632(2) 0.0464(10) Uani d U . D 1.0 . .
H H1A 0.599(4) 0.1950(14) 0.1388(16) 0.046(10) Uiso d . . D 1.0 . .
N N1A 0.9661(4) 0.1936(2) 0.1781(2) 0.0627(9) Uani d U . . 1.0 . .
N N2A 0.9770(4) 0.3174(2) 0.1757(2) 0.0677(10) Uani d U . . 1.0 . .
C C1A 0.8681(5) 0.2565(2) 0.1715(2) 0.0504(9) Uani d U . . 1.0 . .
C C2A 1.1325(6) 0.2146(3) 0.1841(3) 0.0919(16) Uani d U . . 1.0 . .
H H2A 1.225065 0.180762 0.188675 0.11 Uiso calc U . R 1.0 . .
C C3A 1.1384(6) 0.2917(3) 0.1824(3) 0.0897(16) Uani d U . . 1.0 . .
H H3A 1.236448 0.323039 0.185267 0.108 Uiso calc U . R 1.0 . .
C C4A 0.6036(5) 0.2360(3) 0.2339(2) 0.0672(12) Uani d U . . 1.0 . .
H H411 0.639426 0.184156 0.247171 0.101 Uiso calc U . R 1.0 . .
H H412 0.481582 0.23846 0.229797 0.101 Uiso calc U . R 1.0 . .
H H413 0.652041 0.274715 0.268359 0.101 Uiso calc U . R 1.0 . .
C C11A 0.9163(5) 0.1130(2) 0.1737(2) 0.0528(10) Uani d U . . 1.0 . .
C C12A 0.8866(5) 0.0756(3) 0.2309(2) 0.0617(11) Uani d U . . 1.0 . .
C C13A 0.8389(5) -0.0023(3) 0.2238(2) 0.0628(11) Uani d U . . 1.0 . .
H H13A 0.812077 -0.027979 0.262219 0.075 Uiso calc U . R 1.0 . .
C C14A 0.8300(5) -0.0425(2) 0.1632(3) 0.0630(11) Uani d U . . 1.0 . .
C C15A 0.8668(6) -0.0045(3) 0.1084(3) 0.0737(13) Uani d U . . 1.0 . .
H H15A 0.862904 -0.03291 0.066296 0.088 Uiso calc U . R 1.0 . .
C C16A 0.9099(6) 0.0741(3) 0.1110(2) 0.0659(12) Uani d U . . 1.0 . .
C C17A 0.9168(9) 0.1163(4) 0.2995(3) 0.110(2) Uani d U . . 1.0 . .
H H17A 1.026373 0.101879 0.321988 0.165 Uiso calc U . R 1.0 . .
H H17B 0.829881 0.10101 0.326676 0.165 Uiso calc U . R 1.0 . .
H H17C 0.914025 0.172479 0.294716 0.165 Uiso calc U . R 1.0 . .
C C18A 0.7800(7) -0.1273(3) 0.1554(4) 0.0993(19) Uani d U . . 1.0 . .
H H18A 0.703564 -0.136587 0.113712 0.149 Uiso calc U . R 1.0 . .
H H18B 0.724286 -0.141421 0.194139 0.149 Uiso calc U . R 1.0 . .
H H18C 0.879809 -0.158948 0.153449 0.149 Uiso calc U . R 1.0 . .
C C19A 0.9510(9) 0.1149(4) 0.0494(3) 0.112(2) Uani d U . . 1.0 . .
H H19A 0.877821 0.159569 0.042089 0.168 Uiso calc U . R 1.0 . .
H H19B 0.933935 0.078905 0.009693 0.168 Uiso calc U . R 1.0 . .
H H19C 1.067639 0.132641 0.056626 0.168 Uiso calc U . R 1.0 . .
C C21A 0.9395(5) 0.3990(3) 0.1723(3) 0.0651(12) Uani d U . . 1.0 . .
C C22A 0.9227(6) 0.4294(3) 0.1083(3) 0.0807(15) Uani d U . . 1.0 . .
C C23A 0.8957(7) 0.5076(3) 0.1057(3) 0.0930(17) Uani d U . . 1.0 . .
H H23A 0.882928 0.530473 0.063091 0.112 Uiso calc U . R 1.0 . .
C C24A 0.8866(6) 0.5535(3) 0.1627(3) 0.0793(14) Uani d U . . 1.0 . .
C C25A 0.9065(5) 0.5231(3) 0.2259(3) 0.0819(15) Uani d U . . 1.0 . .
H H25A 0.901825 0.55597 0.26504 0.098 Uiso calc U . R 1.0 . .
C C26A 0.9339(5) 0.4427(3) 0.2322(3) 0.0710(13) Uani d U . . 1.0 . .
C C27A 0.9381(9) 0.3795(4) 0.0446(3) 0.116(2) Uani d U . . 1.0 . .
H H27A 1.05317 0.361576 0.045326 0.174 Uiso calc U . R 1.0 . .
H H27B 0.90864 0.410105 0.004856 0.174 Uiso calc U . R 1.0 . .
H H27C 0.862274 0.334652 0.042609 0.174 Uiso calc U . R 1.0 . .
C C28A 0.8558(9) 0.6412(3) 0.1579(4) 0.122(2) Uani d U . . 1.0 . .
H H28A 0.934514 0.663485 0.130276 0.184 Uiso calc U . R 1.0 . .
H H28B 0.872004 0.666227 0.203347 0.184 Uiso calc U . R 1.0 . .
H H28C 0.741275 0.649504 0.137159 0.184 Uiso calc U . R 1.0 . .
C C29A 0.9588(7) 0.4079(4) 0.2990(3) 0.0992(19) Uani d U . . 1.0 . .
H H29A 0.882921 0.363412 0.298983 0.149 Uiso calc U . R 1.0 . .
H H29B 0.935537 0.446637 0.334034 0.149 Uiso calc U . R 1.0 . .
H H29C 1.074504 0.390803 0.308357 0.149 Uiso calc U . R 1.0 . .
C C31A 0.5740(4) 0.3296(2) 0.13033(18) 0.0449(8) Uani d U . . 1.0 . .
C C33A 0.4235(8) 0.4024(3) 0.0404(3) 0.0901(16) Uani d U . . 1.0 . .
H H33A 0.381594 0.40538 -0.005942 0.108 Uiso calc U . R 1.0 . .
C C34A 0.4037(7) 0.4639(3) 0.0849(3) 0.0765(14) Uani d U . . 1.0 . .
H H34A 0.349209 0.509482 0.069443 0.092 Uiso calc U . R 1.0 . .
C C35A 0.4632(4) 0.4589(2) 0.15161(19) 0.0471(9) Uani d U . . 1.0 . .
C C36A 0.5471(4) 0.39359(19) 0.17306(18) 0.0401(8) Uani d U . . 1.0 . .
H H36A 0.589067 0.39191 0.219544 0.048 Uiso calc U . R 1.0 . .
C C32A 0.5046(7) 0.3358(3) 0.0630(2) 0.0695(12) Uani d U . D 1.0 . .
C C37A 0.4856(13) 0.2641(5) 0.0122(4) 0.068(2) Uani d U P D 0.694(14) A 1
F F1A 0.6350(11) 0.2330(4) 0.0082(4) 0.104(2) Uani d U P D 0.694(14) A 1
F F2A 0.3867(9) 0.2072(3) 0.0277(3) 0.0724(17) Uani d U P D 0.694(14) A 1
F F3A 0.4291(15) 0.2844(3) -0.0504(2) 0.120(3) Uani d U P D 0.694(14) A 1
C C37C 0.568(2) 0.2818(10) 0.0084(6) 0.062(4) Uani d U P D 0.306(14) A 2
F F1C 0.720(2) 0.2522(10) 0.0138(8) 0.102(5) Uani d U P D 0.306(14) A 2
F F2C 0.457(2) 0.2237(10) 0.0076(10) 0.099(6) Uani d U P D 0.306(14) A 2
F F3C 0.552(3) 0.3098(13) -0.0530(6) 0.129(7) Uani d U P D 0.306(14) A 2
C C38A 0.4292(5) 0.5213(2) 0.2024(2) 0.0623(11) Uani d U . D 1.0 . .
F F4A 0.5460(11) 0.5254(5) 0.2566(4) 0.0477(18) Uani d U P D 0.56(2) B 1
F F5A 0.452(2) 0.5915(3) 0.1736(4) 0.102(4) Uani d U P D 0.56(2) B 1
F F6A 0.2847(10) 0.5198(9) 0.2207(8) 0.117(5) Uani d U P D 0.56(2) B 1
F F4C 0.344(2) 0.5808(7) 0.1764(6) 0.101(4) Uani d U P D 0.44(2) B 2
F F5C 0.5492(17) 0.5469(11) 0.2469(9) 0.095(5) Uani d U P D 0.44(2) B 2
F F6C 0.3118(11) 0.4918(6) 0.2421(5) 0.055(2) Uani d U P D 0.44(2) B 2
B B1B 0.5854(5) 0.8160(2) 0.34903(19) 0.0371(8) Uani d U . D 1.0 . .
H H1B 0.630(4) 0.8747(14) 0.3319(18) 0.054(11) Uiso d . . D 1.0 . .
N N1B 0.2755(3) 0.85900(17) 0.31119(14) 0.0418(7) Uani d U . . 1.0 . .
N N2B 0.2905(3) 0.79002(16) 0.39807(14) 0.0391(6) Uani d U . . 1.0 . .
C C1B 0.3854(4) 0.82081(18) 0.35456(16) 0.0347(7) Uani d U . . 1.0 . .
C C2B 0.1137(5) 0.8511(3) 0.3279(2) 0.0575(10) Uani d U . . 1.0 . .
H H2B 0.015346 0.872296 0.30514 0.069 Uiso calc U . R 1.0 . .
C C3B 0.1232(4) 0.8082(2) 0.3819(2) 0.0560(10) Uani d U . . 1.0 . .
H H3B 0.033018 0.79289 0.405006 0.067 Uiso calc U . R 1.0 . .
C C4B 0.6207(5) 0.7557(3) 0.2875(2) 0.0615(11) Uani d U . . 1.0 . .
H H421 0.571834 0.704891 0.294114 0.092 Uiso calc U . R 1.0 . .
H H422 0.741342 0.750639 0.286949 0.092 Uiso calc U . R 1.0 . .
H H423 0.570076 0.775119 0.244517 0.092 Uiso calc U . R 1.0 . .
C C11B 0.3099(4) 0.89915(19) 0.25261(17) 0.0380(7) Uani d U . . 1.0 . .
C C12B 0.2909(5) 0.8584(2) 0.19057(18) 0.0488(9) Uani d U . . 1.0 . .
C C13B 0.3213(6) 0.8992(3) 0.1344(2) 0.0687(12) Uani d U . . 1.0 . .
H H13B 0.308952 0.872586 0.091303 0.082 Uiso calc U . R 1.0 . .
C C14B 0.3677(5) 0.9754(3) 0.1386(2) 0.0679(12) Uani d U . . 1.0 . .
C C15B 0.3822(5) 1.0135(3) 0.2011(3) 0.0655(12) Uani d U . . 1.0 . .
H H15B 0.413563 1.066759 0.204673 0.079 Uiso calc U . R 1.0 . .
C C16B 0.3530(5) 0.9775(2) 0.2586(2) 0.0532(10) Uani d U . . 1.0 . .
C C17B 0.2357(7) 0.7748(3) 0.1835(3) 0.0813(15) Uani d U . . 1.0 . .
H H17D 0.268336 0.75121 0.141524 0.122 Uiso calc U . R 1.0 . .
H H17E 0.114105 0.771573 0.18219 0.122 Uiso calc U . R 1.0 . .
H H17F 0.288734 0.747136 0.222012 0.122 Uiso calc U . R 1.0 . .
C C18B 0.4057(8) 1.0164(4) 0.0761(3) 0.117(2) Uani d U . . 1.0 . .
H H18D 0.459222 0.980195 0.046447 0.176 Uiso calc U . R 1.0 . .
H H18E 0.480718 1.060732 0.089777 0.176 Uiso calc U . R 1.0 . .
H H18F 0.301439 1.034742 0.05177 0.176 Uiso calc U . R 1.0 . .
C C19B 0.3682(9) 1.0212(3) 0.3256(3) 0.107(2) Uani d U . . 1.0 . .
H H19D 0.271866 1.009022 0.348814 0.161 Uiso calc U . R 1.0 . .
H H19E 0.371713 1.076959 0.318673 0.161 Uiso calc U . R 1.0 . .
H H19F 0.47099 1.006237 0.353038 0.161 Uiso calc U . R 1.0 . .
C C21B 0.3433(4) 0.74041(18) 0.45307(16) 0.0344(7) Uani d U . . 1.0 . .
C C22B 0.3435(4) 0.66039(19) 0.43958(17) 0.0386(8) Uani d U . . 1.0 . .
C C23B 0.3901(4) 0.6139(2) 0.49334(18) 0.0438(8) Uani d U . . 1.0 . .
H H23B 0.391756 0.559265 0.485246 0.053 Uiso calc U . R 1.0 . .
C C24B 0.4344(5) 0.6447(2) 0.55869(19) 0.0469(9) Uani d U . . 1.0 . .
C C25B 0.4267(4) 0.7245(2) 0.56993(18) 0.0441(8) Uani d U . . 1.0 . .
H H25B 0.454605 0.746111 0.614556 0.053 Uiso calc U . R 1.0 . .
C C26B 0.3799(4) 0.77356(19) 0.51839(17) 0.0390(8) Uani d U . . 1.0 . .
C C27B 0.2932(5) 0.6254(2) 0.36942(19) 0.0534(10) Uani d U . . 1.0 . .
H H27D 0.29463 0.568703 0.370578 0.08 Uiso calc U . R 1.0 . .
H H27E 0.37188 0.642451 0.339283 0.08 Uiso calc U . R 1.0 . .
H H27F 0.180528 0.642155 0.352787 0.08 Uiso calc U . R 1.0 . .
C C28B 0.4872(6) 0.5929(3) 0.6162(2) 0.0674(12) Uani d U . . 1.0 . .
H H28D 0.590306 0.566362 0.60806 0.101 Uiso calc U . R 1.0 . .
H H28E 0.399012 0.554373 0.61919 0.101 Uiso calc U . R 1.0 . .
H H28F 0.506547 0.624291 0.658637 0.101 Uiso calc U . R 1.0 . .
C C29B 0.3638(5) 0.8594(2) 0.53315(19) 0.0487(9) Uani d U . . 1.0 . .
H H29D 0.264934 0.868895 0.556184 0.073 Uiso calc U . R 1.0 . .
H H29E 0.352491 0.886257 0.490691 0.073 Uiso calc U . R 1.0 . .
H H29F 0.463524 0.878901 0.562179 0.073 Uiso calc U . R 1.0 . .
C C31B 0.6972(4) 0.79295(18) 0.41874(16) 0.0338(7) Uani d U . . 1.0 . .
C C32B 0.7763(4) 0.84510(18) 0.46976(16) 0.0360(7) Uani d U . . 1.0 . .
C C33B 0.8816(4) 0.8205(2) 0.52475(18) 0.0444(8) Uani d U . . 1.0 . .
H H33B 0.931824 0.857607 0.557795 0.053 Uiso calc U . R 1.0 . .
C C34B 0.9144(5) 0.7429(2) 0.5321(2) 0.0503(9) Uani d U . . 1.0 . .
H H34B 0.98635 0.726256 0.569827 0.06 Uiso calc U . R 1.0 . .
C C35B 0.8402(4) 0.6900(2) 0.48333(19) 0.0459(9) Uani d U . . 1.0 . .
C C36B 0.7353(4) 0.71492(19) 0.42865(18) 0.0408(8) Uani d U . . 1.0 . .
H H36B 0.686306 0.677041 0.396014 0.049 Uiso calc U . R 1.0 . .
C C37B 0.7583(4) 0.9308(2) 0.46387(18) 0.0433(8) Uani d U . . 1.0 . .
F F1B 0.6007(2) 0.95360(11) 0.44854(11) 0.0529(6) Uani d . . . 1.0 . .
F F2B 0.8162(3) 0.97133(12) 0.52167(12) 0.0654(7) Uani d . . . 1.0 . .
F F3B 0.8452(2) 0.95912(11) 0.41648(11) 0.0498(5) Uani d . . . 1.0 . .
C C38B 0.8773(5) 0.6055(2) 0.4884(2) 0.0620(11) Uani d U . D 1.0 . .
F F4B 1.0239(7) 0.5864(4) 0.4955(7) 0.123(4) Uani d U P D 0.543(9) C 1
F F5B 0.7912(13) 0.5605(3) 0.4372(3) 0.111(4) Uani d U P D 0.543(9) C 1
F F6B 0.8072(8) 0.5751(3) 0.5407(3) 0.075(2) Uani d U P D 0.543(9) C 1
F F4D 1.0040(13) 0.5944(5) 0.5392(4) 0.096(3) Uani d U P D 0.457(9) C 2
F F5D 0.9606(11) 0.5810(3) 0.4354(4) 0.072(2) Uani d U P D 0.457(9) C 2
F F6D 0.7585(8) 0.5624(4) 0.4882(9) 0.112(4) Uani d U P D 0.457(9) C 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
B1A C4A . 1.594(6) ?
B1A C1A . 1.626(5) ?
B1A C31A . 1.642(6) ?
B1A H1A . 1.188(18) ?
N1A C1A . 1.351(5) ?
N1A C2A . 1.378(6) ?
N1A C11A . 1.441(5) ?
N2A C1A . 1.359(5) ?
N2A C3A . 1.372(6) ?
N2A C21A . 1.446(5) ?
C2A C3A . 1.334(7) ?
C2A H2A . 0.95 ?
C3A H3A . 0.95 ?
C4A H411 . 0.98 ?
C4A H412 . 0.98 ?
C4A H413 . 0.98 ?
C11A C12A . 1.384(6) ?
C11A C16A . 1.389(6) ?
C12A C13A . 1.393(6) ?
C12A C17A . 1.502(7) ?
C13A C14A . 1.361(6) ?
C13A H13A . 0.95 ?
C14A C15A . 1.365(7) ?
C14A C18A . 1.514(7) ?
C15A C16A . 1.395(7) ?
C15A H15A . 0.95 ?
C16A C19A . 1.515(7) ?
C17A H17A . 0.98 ?
C17A H17B . 0.98 ?
C17A H17C . 0.98 ?
C18A H18A . 0.98 ?
C18A H18B . 0.98 ?
C18A H18C . 0.98 ?
C19A H19A . 0.98 ?
C19A H19B . 0.98 ?
C19A H19C . 0.98 ?
C21A C26A . 1.389(7) ?
C21A C22A . 1.396(7) ?
C22A C23A . 1.371(7) ?
C22A C27A . 1.522(8) ?
C23A C24A . 1.365(8) ?
C23A H23A . 0.95 ?
C24A C25A . 1.382(8) ?
C24A C28A . 1.540(7) ?
C25A C26A . 1.416(7) ?
C25A H25A . 0.95 ?
C26A C29A . 1.481(8) ?
C27A H27A . 0.98 ?
C27A H27B . 0.98 ?
C27A H27C . 0.98 ?
C28A H28A . 0.98 ?
C28A H28B . 0.98 ?
C28A H28C . 0.98 ?
C29A H29A . 0.98 ?
C29A H29B . 0.98 ?
C29A H29C . 0.98 ?
C31A C36A . 1.399(5) ?
C31A C32A . 1.401(6) ?
C33A C34A . 1.376(7) ?
C33A C32A . 1.392(7) ?
C33A H33A . 0.95 ?
C34A C35A . 1.365(6) ?
C34A H34A . 0.95 ?
C35A C36A . 1.377(5) ?
C35A C38A . 1.496(5) ?
C36A H36A . 0.95 ?
C32A C37C . 1.540(13) ?
C32A C37A . 1.558(9) ?
C37A F2A . 1.332(9) ?
C37A F1A . 1.333(9) ?
C37A F3A . 1.340(8) ?
C37C F1C . 1.320(12) ?
C37C F3C . 1.331(12) ?
C37C F2C . 1.339(13) ?
C38A F6A . 1.264(8) ?
C38A F5C . 1.292(11) ?
C38A F4C . 1.328(9) ?
C38A F4A . 1.344(8) ?
C38A F5A . 1.386(8) ?
C38A F6C . 1.415(8) ?
B1B C4B . 1.626(5) ?
B1B C31B . 1.630(5) ?
B1B C1B . 1.634(5) ?
B1B H1B . 1.154(18) ?
N1B C1B . 1.358(4) ?
N1B C2B . 1.395(4) ?
N1B C11B . 1.442(4) ?
N2B C1B . 1.351(4) ?
N2B C3B . 1.391(4) ?
N2B C21B . 1.449(4) ?
C2B C3B . 1.332(5) ?
C2B H2B . 0.95 ?
C3B H3B . 0.95 ?
C4B H421 . 0.98 ?
C4B H422 . 0.98 ?
C4B H423 . 0.98 ?
C11B C12B . 1.387(5) ?
C11B C16B . 1.390(5) ?
C12B C13B . 1.398(6) ?
C12B C17B . 1.504(6) ?
C13B C14B . 1.362(7) ?
C13B H13B . 0.95 ?
C14B C15B . 1.374(7) ?
C14B C18B . 1.526(7) ?
C15B C16B . 1.376(6) ?
C15B H15B . 0.95 ?
C16B C19B . 1.495(6) ?
C17B H17D . 0.98 ?
C17B H17E . 0.98 ?
C17B H17F . 0.98 ?
C18B H18D . 0.98 ?
C18B H18E . 0.98 ?
C18B H18F . 0.98 ?
C19B H19D . 0.98 ?
C19B H19E . 0.98 ?
C19B H19F . 0.98 ?
C21B C22B . 1.396(4) ?
C21B C26B . 1.396(5) ?
C22B C23B . 1.387(5) ?
C22B C27B . 1.507(5) ?
C23B C24B . 1.390(5) ?
C23B H23B . 0.95 ?
C24B C25B . 1.389(5) ?
C24B C28B . 1.511(5) ?
C25B C26B . 1.382(5) ?
C25B H25B . 0.95 ?
C26B C29B . 1.508(5) ?
C27B H27D . 0.98 ?
C27B H27E . 0.98 ?
C27B H27F . 0.98 ?
C28B H28D . 0.98 ?
C28B H28E . 0.98 ?
C28B H28F . 0.98 ?
C29B H29D . 0.98 ?
C29B H29E . 0.98 ?
C29B H29F . 0.98 ?
C31B C36B . 1.402(4) ?
C31B C32B . 1.416(5) ?
C32B C33B . 1.389(5) ?
C32B C37B . 1.497(5) ?
C33B C34B . 1.378(5) ?
C33B H33B . 0.95 ?
C34B C35B . 1.382(5) ?
C34B H34B . 0.95 ?
C35B C36B . 1.384(5) ?
C35B C38B . 1.497(5) ?
C36B H36B . 0.95 ?
C37B F1B . 1.337(4) ?
C37B F2B . 1.352(4) ?
C37B F3B . 1.352(4) ?
C38B F6D . 1.209(7) ?
C38B F4B . 1.224(7) ?
C38B F4D . 1.369(8) ?
C38B F6B . 1.369(6) ?
C38B F5B . 1.371(7) ?
C38B F5D . 1.375(7) ?

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
C4A B1A C1A . . 109.6(3) ?
C4A B1A C31A . . 111.5(3) ?
C1A B1A C31A . . 114.6(3) ?
C4A B1A H1A . . 90.3(17) ?
C1A B1A H1A . . 117.2(17) ?
C31A B1A H1A . . 111.1(17) ?
C1A N1A C2A . . 110.8(4) ?
C1A N1A C11A . . 128.3(3) ?
C2A N1A C11A . . 120.7(3) ?
C1A N2A C3A . . 110.4(4) ?
C1A N2A C21A . . 128.1(3) ?
C3A N2A C21A . . 121.5(4) ?
N1A C1A N2A . . 104.5(3) ?
N1A C1A B1A . . 124.1(3) ?
N2A C1A B1A . . 131.4(3) ?
C3A C2A N1A . . 106.7(4) ?
C3A C2A H2A . . 126.6 ?
N1A C2A H2A . . 126.6 ?
C2A C3A N2A . . 107.4(4) ?
C2A C3A H3A . . 126.3 ?
N2A C3A H3A . . 126.3 ?
B1A C4A H411 . . 109.5 ?
B1A C4A H412 . . 109.5 ?
H411 C4A H412 . . 109.5 ?
B1A C4A H413 . . 109.5 ?
H411 C4A H413 . . 109.5 ?
H412 C4A H413 . . 109.5 ?
C12A C11A C16A . . 122.0(4) ?
C12A C11A N1A . . 120.7(4) ?
C16A C11A N1A . . 117.3(4) ?
C11A C12A C13A . . 118.3(4) ?
C11A C12A C17A . . 120.8(5) ?
C13A C12A C17A . . 120.7(5) ?
C14A C13A C12A . . 121.5(4) ?
C14A C13A H13A . . 119.2 ?
C12A C13A H13A . . 119.2 ?
C13A C14A C15A . . 118.5(4) ?
C13A C14A C18A . . 121.7(5) ?
C15A C14A C18A . . 119.8(5) ?
C14A C15A C16A . . 123.3(4) ?
C14A C15A H15A . . 118.4 ?
C16A C15A H15A . . 118.4 ?
C11A C16A C15A . . 116.3(4) ?
C11A C16A C19A . . 121.4(5) ?
C15A C16A C19A . . 122.3(5) ?
C12A C17A H17A . . 109.5 ?
C12A C17A H17B . . 109.5 ?
H17A C17A H17B . . 109.5 ?
C12A C17A H17C . . 109.5 ?
H17A C17A H17C . . 109.5 ?
H17B C17A H17C . . 109.5 ?
C14A C18A H18A . . 109.5 ?
C14A C18A H18B . . 109.5 ?
H18A C18A H18B . . 109.5 ?
C14A C18A H18C . . 109.5 ?
H18A C18A H18C . . 109.5 ?
H18B C18A H18C . . 109.5 ?
C16A C19A H19A . . 109.5 ?
C16A C19A H19B . . 109.5 ?
H19A C19A H19B . . 109.5 ?
C16A C19A H19C . . 109.5 ?
H19A C19A H19C . . 109.5 ?
H19B C19A H19C . . 109.5 ?
C26A C21A C22A . . 124.3(4) ?
C26A C21A N2A . . 118.8(5) ?
C22A C21A N2A . . 116.7(4) ?
C23A C22A C21A . . 116.5(5) ?
C23A C22A C27A . . 121.3(6) ?
C21A C22A C27A . . 122.2(5) ?
C24A C23A C22A . . 121.9(6) ?
C24A C23A H23A . . 119.0 ?
C22A C23A H23A . . 119.0 ?
C23A C24A C25A . . 121.1(5) ?
C23A C24A C28A . . 120.6(6) ?
C25A C24A C28A . . 118.3(6) ?
C24A C25A C26A . . 119.9(5) ?
C24A C25A H25A . . 120.0 ?
C26A C25A H25A . . 120.0 ?
C21A C26A C25A . . 116.2(5) ?
C21A C26A C29A . . 122.2(5) ?
C25A C26A C29A . . 121.6(5) ?
C22A C27A H27A . . 109.5 ?
C22A C27A H27B . . 109.5 ?
H27A C27A H27B . . 109.5 ?
C22A C27A H27C . . 109.5 ?
H27A C27A H27C . . 109.5 ?
H27B C27A H27C . . 109.5 ?
C24A C28A H28A . . 109.5 ?
C24A C28A H28B . . 109.5 ?
H28A C28A H28B . . 109.5 ?
C24A C28A H28C . . 109.5 ?
H28A C28A H28C . . 109.5 ?
H28B C28A H28C . . 109.5 ?
C26A C29A H29A . . 109.5 ?
C26A C29A H29B . . 109.5 ?
H29A C29A H29B . . 109.5 ?
C26A C29A H29C . . 109.5 ?
H29A C29A H29C . . 109.5 ?
H29B C29A H29C . . 109.5 ?
C36A C31A C32A . . 114.6(3) ?
C36A C31A B1A . . 118.8(3) ?
C32A C31A B1A . . 126.3(3) ?
C34A C33A C32A . . 120.4(5) ?
C34A C33A H33A . . 119.8 ?
C32A C33A H33A . . 119.8 ?
C35A C34A C33A . . 119.4(4) ?
C35A C34A H34A . . 120.3 ?
C33A C34A H34A . . 120.3 ?
C34A C35A C36A . . 119.8(4) ?
C34A C35A C38A . . 120.7(4) ?
C36A C35A C38A . . 119.5(3) ?
C35A C36A C31A . . 123.7(3) ?
C35A C36A H36A . . 118.1 ?
C31A C36A H36A . . 118.1 ?
C33A C32A C31A . . 122.0(4) ?
C33A C32A C37C . . 116.3(6) ?
C31A C32A C37C . . 118.5(6) ?
C33A C32A C37A . . 115.5(5) ?
C31A C32A C37A . . 121.6(4) ?
F2A C37A F1A . . 106.5(6) ?
F2A C37A F3A . . 107.5(7) ?
F1A C37A F3A . . 106.0(7) ?
F2A C37A C32A . . 115.6(6) ?
F1A C37A C32A . . 109.4(6) ?
F3A C37A C32A . . 111.4(6) ?
F1C C37C F3C . . 102.7(13) ?
F1C C37C F2C . . 108.5(14) ?
F3C C37C F2C . . 107.7(15) ?
F1C C37C C32A . . 123.8(12) ?
F3C C37C C32A . . 114.4(11) ?
F2C C37C C32A . . 98.9(10) ?
F5C C38A F4C . . 109.4(9) ?
F6A C38A F4A . . 110.4(8) ?
F6A C38A F5A . . 108.7(6) ?
F4A C38A F5A . . 101.9(5) ?
F5C C38A F6C . . 103.2(9) ?
F4C C38A F6C . . 99.9(6) ?
F6A C38A C35A . . 115.4(6) ?
F5C C38A C35A . . 119.4(9) ?
F4C C38A C35A . . 114.5(6) ?
F4A C38A C35A . . 112.5(5) ?
F5A C38A C35A . . 107.0(6) ?
F6C C38A C35A . . 107.9(5) ?
C4B B1B C31B . . 109.8(3) ?
C4B B1B C1B . . 110.5(3) ?
C31B B1B C1B . . 113.9(3) ?
C4B B1B H1B . . 103.2(18) ?
C31B B1B H1B . . 110.4(19) ?
C1B B1B H1B . . 108.5(19) ?
C1B N1B C2B . . 110.6(3) ?
C1B N1B C11B . . 127.6(3) ?
C2B N1B C11B . . 121.8(3) ?
C1B N2B C3B . . 111.2(3) ?
C1B N2B C21B . . 127.8(3) ?
C3B N2B C21B . . 120.9(3) ?
N2B C1B N1B . . 104.5(3) ?
N2B C1B B1B . . 131.6(3) ?
N1B C1B B1B . . 123.9(3) ?
C3B C2B N1B . . 107.0(3) ?
C3B C2B H2B . . 126.5 ?
N1B C2B H2B . . 126.5 ?
C2B C3B N2B . . 106.8(3) ?
C2B C3B H3B . . 126.6 ?
N2B C3B H3B . . 126.6 ?
B1B C4B H421 . . 109.5 ?
B1B C4B H422 . . 109.5 ?
H421 C4B H422 . . 109.5 ?
B1B C4B H423 . . 109.5 ?
H421 C4B H423 . . 109.5 ?
H422 C4B H423 . . 109.5 ?
C12B C11B C16B . . 121.7(3) ?
C12B C11B N1B . . 118.1(3) ?
C16B C11B N1B . . 120.1(3) ?
C11B C12B C13B . . 117.0(4) ?
C11B C12B C17B . . 121.8(4) ?
C13B C12B C17B . . 121.2(4) ?
C14B C13B C12B . . 122.9(4) ?
C14B C13B H13B . . 118.5 ?
C12B C13B H13B . . 118.5 ?
C13B C14B C15B . . 117.8(4) ?
C13B C14B C18B . . 120.8(5) ?
C15B C14B C18B . . 121.4(5) ?
C14B C15B C16B . . 122.6(4) ?
C14B C15B H15B . . 118.7 ?
C16B C15B H15B . . 118.7 ?
C15B C16B C11B . . 117.9(4) ?
C15B C16B C19B . . 121.0(4) ?
C11B C16B C19B . . 121.1(4) ?
C12B C17B H17D . . 109.5 ?
C12B C17B H17E . . 109.5 ?
H17D C17B H17E . . 109.5 ?
C12B C17B H17F . . 109.5 ?
H17D C17B H17F . . 109.5 ?
H17E C17B H17F . . 109.5 ?
C14B C18B H18D . . 109.5 ?
C14B C18B H18E . . 109.5 ?
H18D C18B H18E . . 109.5 ?
C14B C18B H18F . . 109.5 ?
H18D C18B H18F . . 109.5 ?
H18E C18B H18F . . 109.5 ?
C16B C19B H19D . . 109.5 ?
C16B C19B H19E . . 109.5 ?
H19D C19B H19E . . 109.5 ?
C16B C19B H19F . . 109.5 ?
H19D C19B H19F . . 109.5 ?
H19E C19B H19F . . 109.5 ?
C22B C21B C26B . . 122.2(3) ?
C22B C21B N2B . . 118.6(3) ?
C26B C21B N2B . . 119.1(3) ?
C23B C22B C21B . . 117.6(3) ?
C23B C22B C27B . . 121.0(3) ?
C21B C22B C27B . . 121.5(3) ?
C22B C23B C24B . . 122.0(3) ?
C22B C23B H23B . . 119.0 ?
C24B C23B H23B . . 119.0 ?
C25B C24B C23B . . 118.2(3) ?
C25B C24B C28B . . 120.8(4) ?
C23B C24B C28B . . 121.0(3) ?
C26B C25B C24B . . 122.2(3) ?
C26B C25B H25B . . 118.9 ?
C24B C25B H25B . . 118.9 ?
C25B C26B C21B . . 117.7(3) ?
C25B C26B C29B . . 120.7(3) ?
C21B C26B C29B . . 121.6(3) ?
C22B C27B H27D . . 109.5 ?
C22B C27B H27E . . 109.5 ?
H27D C27B H27E . . 109.5 ?
C22B C27B H27F . . 109.5 ?
H27D C27B H27F . . 109.5 ?
H27E C27B H27F . . 109.5 ?
C24B C28B H28D . . 109.5 ?
C24B C28B H28E . . 109.5 ?
H28D C28B H28E . . 109.5 ?
C24B C28B H28F . . 109.5 ?
H28D C28B H28F . . 109.5 ?
H28E C28B H28F . . 109.5 ?
C26B C29B H29D . . 109.5 ?
C26B C29B H29E . . 109.5 ?
H29D C29B H29E . . 109.5 ?
C26B C29B H29F . . 109.5 ?
H29D C29B H29F . . 109.5 ?
H29E C29B H29F . . 109.5 ?
C36B C31B C32B . . 114.1(3) ?
C36B C31B B1B . . 119.2(3) ?
C32B C31B B1B . . 126.4(3) ?
C33B C32B C31B . . 122.5(3) ?
C33B C32B C37B . . 116.8(3) ?
C31B C32B C37B . . 120.5(3) ?
C34B C33B C32B . . 121.0(3) ?
C34B C33B H33B . . 119.5 ?
C32B C33B H33B . . 119.5 ?
C33B C34B C35B . . 118.5(3) ?
C33B C34B H34B . . 120.8 ?
C35B C34B H34B . . 120.8 ?
C34B C35B C36B . . 120.3(3) ?
C34B C35B C38B . . 120.0(3) ?
C36B C35B C38B . . 119.8(4) ?
C35B C36B C31B . . 123.7(3) ?
C35B C36B H36B . . 118.2 ?
C31B C36B H36B . . 118.2 ?
F1B C37B F2B . . 105.4(3) ?
F1B C37B F3B . . 106.2(3) ?
F2B C37B F3B . . 104.8(3) ?
F1B C37B C32B . . 114.1(3) ?
F2B C37B C32B . . 112.6(3) ?
F3B C37B C32B . . 112.9(3) ?
F6D C38B F4D . . 114.4(8) ?
F4B C38B F6B . . 106.3(6) ?
F4B C38B F5B . . 109.3(6) ?
F6B C38B F5B . . 97.4(5) ?
F6D C38B F5D . . 107.0(8) ?
F4D C38B F5D . . 97.3(6) ?
F6D C38B C35B . . 116.4(5) ?
F4B C38B C35B . . 117.7(5) ?
F4D C38B C35B . . 110.6(5) ?
F6B C38B C35B . . 111.1(4) ?
F5B C38B C35B . . 112.9(4) ?
F5D C38B C35B . . 109.2(4) ?

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
C2A N1A C1A N2A . . . . -1.8(5) ?
C11A N1A C1A N2A . . . . -176.2(4) ?
C2A N1A C1A B1A . . . . 180.0(4) ?
C11A N1A C1A B1A . . . . 5.5(7) ?
C3A N2A C1A N1A . . . . 2.0(5) ?
C21A N2A C1A N1A . . . . -179.5(5) ?
C3A N2A C1A B1A . . . . -180.0(5) ?
C21A N2A C1A B1A . . . . -1.4(8) ?
C4A B1A C1A N1A . . . . 74.1(5) ?
C31A B1A C1A N1A . . . . -159.7(4) ?
C4A B1A C1A N2A . . . . -103.6(5) ?
C31A B1A C1A N2A . . . . 22.6(6) ?
C1A N1A C2A C3A . . . . 0.9(7) ?
C11A N1A C2A C3A . . . . 175.9(5) ?
N1A C2A C3A N2A . . . . 0.3(7) ?
C1A N2A C3A C2A . . . . -1.5(7) ?
C21A N2A C3A C2A . . . . 179.9(5) ?
C1A N1A C11A C12A . . . . -91.3(5) ?
C2A N1A C11A C12A . . . . 94.7(5) ?
C1A N1A C11A C16A . . . . 92.7(5) ?
C2A N1A C11A C16A . . . . -81.3(6) ?
C16A C11A C12A C13A . . . . -4.0(6) ?
N1A C11A C12A C13A . . . . -179.9(3) ?
C16A C11A C12A C17A . . . . 171.6(5) ?
N1A C11A C12A C17A . . . . -4.2(6) ?
C11A C12A C13A C14A . . . . 3.5(6) ?
C17A C12A C13A C14A . . . . -172.2(5) ?
C12A C13A C14A C15A . . . . -0.9(6) ?
C12A C13A C14A C18A . . . . 179.4(4) ?
C13A C14A C15A C16A . . . . -1.4(7) ?
C18A C14A C15A C16A . . . . 178.4(4) ?
C12A C11A C16A C15A . . . . 1.9(6) ?
N1A C11A C16A C15A . . . . 177.9(4) ?
C12A C11A C16A C19A . . . . -177.0(5) ?
N1A C11A C16A C19A . . . . -1.0(6) ?
C14A C15A C16A C11A . . . . 0.8(7) ?
C14A C15A C16A C19A . . . . 179.8(5) ?
C1A N2A C21A C26A . . . . 94.3(6) ?
C3A N2A C21A C26A . . . . -87.3(6) ?
C1A N2A C21A C22A . . . . -90.0(5) ?
C3A N2A C21A C22A . . . . 88.4(6) ?
C26A C21A C22A C23A . . . . -1.3(7) ?
N2A C21A C22A C23A . . . . -176.7(4) ?
C26A C21A C22A C27A . . . . 177.0(5) ?
N2A C21A C22A C27A . . . . 1.6(7) ?
C21A C22A C23A C24A . . . . 0.3(7) ?
C27A C22A C23A C24A . . . . -178.0(5) ?
C22A C23A C24A C25A . . . . 0.8(8) ?
C22A C23A C24A C28A . . . . -179.9(5) ?
C23A C24A C25A C26A . . . . -1.1(7) ?
C28A C24A C25A C26A . . . . 179.6(4) ?
C22A C21A C26A C25A . . . . 1.0(6) ?
N2A C21A C26A C25A . . . . 176.4(3) ?
C22A C21A C26A C29A . . . . -177.7(4) ?
N2A C21A C26A C29A . . . . -2.3(6) ?
C24A C25A C26A C21A . . . . 0.2(6) ?
C24A C25A C26A C29A . . . . 178.9(4) ?
C4A B1A C31A C36A . . . . 39.0(5) ?
C1A B1A C31A C36A . . . . -86.3(4) ?
C4A B1A C31A C32A . . . . -134.8(4) ?
C1A B1A C31A C32A . . . . 99.9(5) ?
C32A C33A C34A C35A . . . . -0.5(9) ?
C33A C34A C35A C36A . . . . 2.2(7) ?
C33A C34A C35A C38A . . . . -174.0(5) ?
C34A C35A C36A C31A . . . . -1.2(6) ?
C38A C35A C36A C31A . . . . 175.1(3) ?
C32A C31A C36A C35A . . . . -1.5(5) ?
B1A C31A C36A C35A . . . . -176.1(3) ?
C34A C33A C32A C31A . . . . -2.4(9) ?
C34A C33A C32A C37C . . . . -161.8(9) ?
C34A C33A C32A C37A . . . . 167.1(6) ?
C36A C31A C32A C33A . . . . 3.3(7) ?
B1A C31A C32A C33A . . . . 177.3(5) ?
C36A C31A C32A C37C . . . . 162.3(9) ?
B1A C31A C32A C37C . . . . -23.7(10) ?
C36A C31A C32A C37A . . . . -165.6(6) ?
B1A C31A C32A C37A . . . . 8.5(8) ?
C33A C32A C37A F2A . . . . -107.5(7) ?
C31A C32A C37A F2A . . . . 62.0(9) ?
C33A C32A C37A F1A . . . . 132.3(6) ?
C31A C32A C37A F1A . . . . -58.2(8) ?
C33A C32A C37A F3A . . . . 15.5(9) ?
C31A C32A C37A F3A . . . . -175.0(6) ?
C33A C32A C37C F1C . . . . 133.0(13) ?
C31A C32A C37C F1C . . . . -27.2(17) ?
C33A C32A C37C F3C . . . . 6.5(15) ?
C31A C32A C37C F3C . . . . -153.7(12) ?
C33A C32A C37C F2C . . . . -107.6(11) ?
C31A C32A C37C F2C . . . . 92.2(12) ?
C34A C35A C38A F6A . . . . 78.1(11) ?
C36A C35A C38A F6A . . . . -98.2(11) ?
C34A C35A C38A F5C . . . . -134.8(12) ?
C36A C35A C38A F5C . . . . 49.0(12) ?
C34A C35A C38A F4C . . . . -2.3(11) ?
C36A C35A C38A F4C . . . . -178.5(10) ?
C34A C35A C38A F4A . . . . -154.0(6) ?
C36A C35A C38A F4A . . . . 29.8(7) ?
C34A C35A C38A F5A . . . . -43.0(8) ?
C36A C35A C38A F5A . . . . 140.8(7) ?
C34A C35A C38A F6C . . . . 107.9(6) ?
C36A C35A C38A F6C . . . . -68.3(6) ?
C3B N2B C1B N1B . . . . 0.4(4) ?
C21B N2B C1B N1B . . . . 177.0(3) ?
C3B N2B C1B B1B . . . . -178.4(3) ?
C21B N2B C1B B1B . . . . -1.8(5) ?
C2B N1B C1B N2B . . . . -0.4(4) ?
C11B N1B C1B N2B . . . . -176.7(3) ?
C2B N1B C1B B1B . . . . 178.5(3) ?
C11B N1B C1B B1B . . . . 2.2(5) ?
C4B B1B C1B N2B . . . . 103.5(4) ?
C31B B1B C1B N2B . . . . -20.7(5) ?
C4B B1B C1B N1B . . . . -75.1(4) ?
C31B B1B C1B N1B . . . . 160.7(3) ?
C1B N1B C2B C3B . . . . 0.2(5) ?
C11B N1B C2B C3B . . . . 176.8(3) ?
N1B C2B C3B N2B . . . . 0.0(5) ?
C1B N2B C3B C2B . . . . -0.3(5) ?
C21B N2B C3B C2B . . . . -177.1(3) ?
C1B N1B C11B C12B . . . . 92.5(4) ?
C2B N1B C11B C12B . . . . -83.4(4) ?
C1B N1B C11B C16B . . . . -90.5(4) ?
C2B N1B C11B C16B . . . . 93.6(4) ?
C16B C11B C12B C13B . . . . 1.6(5) ?
N1B C11B C12B C13B . . . . 178.6(3) ?
C16B C11B C12B C17B . . . . -176.8(4) ?
N1B C11B C12B C17B . . . . 0.2(5) ?
C11B C12B C13B C14B . . . . 0.1(6) ?
C17B C12B C13B C14B . . . . 178.5(4) ?
C12B C13B C14B C15B . . . . -1.1(6) ?
C12B C13B C14B C18B . . . . 177.7(4) ?
C13B C14B C15B C16B . . . . 0.5(6) ?
C18B C14B C15B C16B . . . . -178.3(4) ?
C14B C15B C16B C11B . . . . 1.1(6) ?
C14B C15B C16B C19B . . . . -179.3(5) ?
C12B C11B C16B C15B . . . . -2.2(5) ?
N1B C11B C16B C15B . . . . -179.0(3) ?
C12B C11B C16B C19B . . . . 178.2(4) ?
N1B C11B C16B C19B . . . . 1.3(6) ?
C1B N2B C21B C22B . . . . -88.4(4) ?
C3B N2B C21B C22B . . . . 87.9(4) ?
C1B N2B C21B C26B . . . . 96.4(4) ?
C3B N2B C21B C26B . . . . -87.4(4) ?
C26B C21B C22B C23B . . . . -3.2(5) ?
N2B C21B C22B C23B . . . . -178.3(3) ?
C26B C21B C22B C27B . . . . 176.1(3) ?
N2B C21B C22B C27B . . . . 1.1(4) ?
C21B C22B C23B C24B . . . . 0.4(5) ?
C27B C22B C23B C24B . . . . -179.0(3) ?
C22B C23B C24B C25B . . . . 1.8(5) ?
C22B C23B C24B C28B . . . . -179.0(3) ?
C23B C24B C25B C26B . . . . -1.2(5) ?
C28B C24B C25B C26B . . . . 179.6(4) ?
C24B C25B C26B C21B . . . . -1.4(5) ?
C24B C25B C26B C29B . . . . 176.5(3) ?
C22B C21B C26B C25B . . . . 3.7(5) ?
N2B C21B C26B C25B . . . . 178.7(3) ?
C22B C21B C26B C29B . . . . -174.2(3) ?
N2B C21B C26B C29B . . . . 0.8(5) ?
C4B B1B C31B C36B . . . . -31.2(4) ?
C1B B1B C31B C36B . . . . 93.4(3) ?
C4B B1B C31B C32B . . . . 142.4(3) ?
C1B B1B C31B C32B . . . . -93.1(4) ?
C36B C31B C32B C33B . . . . -0.3(4) ?
B1B C31B C32B C33B . . . . -174.1(3) ?
C36B C31B C32B C37B . . . . 175.5(3) ?
B1B C31B C32B C37B . . . . 1.7(5) ?
C31B C32B C33B C34B . . . . 0.1(5) ?
C37B C32B C33B C34B . . . . -175.8(3) ?
C32B C33B C34B C35B . . . . 0.1(5) ?
C33B C34B C35B C36B . . . . -0.2(5) ?
C33B C34B C35B C38B . . . . 178.0(3) ?
C34B C35B C36B C31B . . . . 0.0(5) ?
C38B C35B C36B C31B . . . . -178.2(3) ?
C32B C31B C36B C35B . . . . 0.2(5) ?
B1B C31B C36B C35B . . . . 174.5(3) ?
C33B C32B C37B F1B . . . . -135.1(3) ?
C31B C32B C37B F1B . . . . 48.9(4) ?
C33B C32B C37B F2B . . . . -14.9(4) ?
C31B C32B C37B F2B . . . . 169.0(3) ?
C33B C32B C37B F3B . . . . 103.6(3) ?
C31B C32B C37B F3B . . . . -72.4(4) ?
C34B C35B C38B F6D . . . . 124.3(10) ?
C36B C35B C38B F6D . . . . -57.5(10) ?
C34B C35B C38B F4B . . . . -52.6(9) ?
C36B C35B C38B F4B . . . . 125.6(8) ?
C34B C35B C38B F4D . . . . -8.5(7) ?
C36B C35B C38B F4D . . . . 169.7(6) ?
C34B C35B C38B F6B . . . . 70.3(6) ?
C36B C35B C38B F6B . . . . -111.5(5) ?
C34B C35B C38B F5B . . . . 178.6(6) ?
C36B C35B C38B F5B . . . . -3.2(7) ?
C34B C35B C38B F5D . . . . -114.5(6) ?
C36B C35B C38B F5D . . . . 63.7(6) ?

####################################################################### 
# 
# 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_8a_erk10281
_database_code_depnum_ccdc_archive 'CCDC 2156395'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut WWU University of Muenster
Germany
;
_audit_update_record             
;
2022-03-04 deposited with the CCDC.	2022-04-18 downloaded from the CCDC.
;

_audit_creation_method           'APEX4 v2021.4-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H25 B F11 N3 O4 S2'
_chemical_formula_iupac          ?
_chemical_formula_weight         763.45

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 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                   17.1214(10)
_cell_length_b                   16.4782(7)
_cell_length_c                   23.4675(12)
_cell_angle_alpha                90
_cell_angle_beta                 100.205(2)
_cell_angle_gamma                90
_cell_volume                     6516.1(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9884
_cell_measurement_theta_min      2.1535
_cell_measurement_theta_max      24.9551
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.202
_exptl_crystal_size_mid          0.092
_exptl_crystal_size_min          0.052
_exptl_crystal_density_diffrn    1.556
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3104

_exptl_absorpt_coefficient_mu    0.267
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10. doi:10.1107/S1600576714022985
;
_exptl_absorpt_correction_T_min  0.86
_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_source_power             0.05
_diffrn_source_current           1.0
_diffrn_source_voltage           50

_diffrn_radiation_probe          'single crystal'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device       'Bruker D8 Venture Photon III'
_diffrn_measurement_device_type  'single crystal diffractometer'
_diffrn_measurement_method       'phi/omega scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            180894
_diffrn_reflns_av_R_equivalents  0.1184
_diffrn_reflns_av_unetI/netI     0.0484
_diffrn_reflns_theta_min         2.04
_diffrn_reflns_theta_max         26.78
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29

_refine_special_details          
;

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

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

Two diastereoisomers were found in the asymmetric unit.
Two trifluoromethylsulfonylamid anions are disordered over 
two positions. Several restraints (SADI,SAME, ISOR and SIMU) 
were used in order to improve refinement stability.

The hydrogen atoms at B1A and B1B atoms were refined freely.
;

_reflns_number_total             13832
_reflns_number_gt                9292
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0817
_refine_ls_R_factor_gt           0.0485
_refine_ls_wR_factor_gt          0.1130
_refine_ls_wR_factor_ref         0.1302
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.061
_refine_ls_number_reflns         13832
_refine_ls_number_parameters     1194
_refine_ls_number_restraints     624
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0563P)²+4.0791P] 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         0.739
_refine_diff_density_min         -0.319
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.00222(18)

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX4 v2021.4-0 Photon III'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1242)'
_computing_publication_material  'SHELXT 2018/2 (Sheldrick, 2018)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N N1A 1.00851(12) 0.53827(12) 0.20866(9) 0.0216(4) Uani d . . . 1.000000 . .
N N2A 0.99575(12) 0.59756(12) 0.28815(9) 0.0215(4) Uani d . . . 1.000000 . .
B B1A 0.91730(17) 0.45667(17) 0.26776(13) 0.0224(6) Uani d . . D 1.000000 . .
H H1A 0.9522(15) 0.4065(15) 0.2897(10) 0.017(6) Uiso d . . . 1.000000 . .
O O1A 0.8658(3) 0.4908(2) 0.3118(2) 0.0232(10) Uani d U P D 0.888(2) A 1
O O2A 0.88083(13) 0.43405(12) 0.40927(9) 0.0299(5) Uani d U P D 0.888(2) A 1
S S1A 0.83409(6) 0.43664(5) 0.35309(4) 0.0229(2) Uani d U P D 0.888(2) A 1
C C41A 0.74359(19) 0.49346(19) 0.35743(14) 0.0331(7) Uani d U P D 0.888(2) A 1
F F1A 0.7614(4) 0.5652(2) 0.3812(2) 0.0514(11) Uani d U P D 0.888(2) A 1
F F2A 0.70191(16) 0.45236(17) 0.39041(13) 0.0507(7) Uani d U P D 0.888(2) A 1
F F3A 0.69974(12) 0.50379(13) 0.30607(9) 0.0477(6) Uani d U P D 0.888(2) A 1
N N3A 0.80038(15) 0.35850(14) 0.32240(11) 0.0262(6) Uani d U P D 0.888(2) A 1
S S2A 0.82744(11) 0.26799(11) 0.33999(9) 0.0256(4) Uani d U P D 0.888(2) A 1
O O3A 0.9067(2) 0.2617(2) 0.37044(19) 0.0308(8) Uani d U P D 0.888(2) A 1
O O4A 0.80114(16) 0.21679(16) 0.29158(11) 0.0398(6) Uani d U P D 0.888(2) A 1
C C42A 0.7650(3) 0.2420(3) 0.3925(2) 0.0375(12) Uani d U P D 0.888(2) A 1
F F4A 0.7836(2) 0.2880(2) 0.43965(14) 0.0497(9) Uani d U P D 0.888(2) A 1
F F5A 0.68909(14) 0.25214(18) 0.37112(15) 0.0611(9) Uani d U P D 0.888(2) A 1
F F6A 0.7763(2) 0.1650(2) 0.4087(2) 0.0410(9) Uani d U P D 0.888(2) A 1
O O1C 0.855(2) 0.4913(14) 0.3050(17) 0.018(7) Uani d U P D 0.112(2) A 2
O O2C 0.7255(8) 0.4298(9) 0.2935(6) 0.029(4) Uani d U P D 0.112(2) A 2
S S1C 0.7986(5) 0.4430(4) 0.3323(3) 0.0297(18) Uani d U P D 0.112(2) A 2
C C41C 0.7790(9) 0.5067(11) 0.3908(7) 0.032(6) Uani d U P D 0.112(2) A 2
F F1C 0.8403(7) 0.5182(8) 0.4313(5) 0.028(3) Uani d U P D 0.112(2) A 2
F F2C 0.7223(10) 0.4726(12) 0.4138(7) 0.032(5) Uani d U P D 0.112(2) A 2
F F3C 0.755(2) 0.5784(15) 0.3706(16) 0.030(7) Uani d U P D 0.112(2) A 2
N N3C 0.8430(11) 0.3690(8) 0.3635(8) 0.034(5) Uani d U P D 0.112(2) A 2
S S2C 0.8281(11) 0.2755(10) 0.3493(7) 0.042(5) Uani d U P D 0.112(2) A 2
O O3C 0.7834(10) 0.2590(11) 0.2940(6) 0.024(4) Uani d U P D 0.112(2) A 2
O O4C 0.9011(14) 0.2358(14) 0.3704(14) 0.025(7) Uani d U P D 0.112(2) A 2
C C42C 0.7671(12) 0.2500(13) 0.4036(8) 0.008(6) Uani d U P D 0.112(2) A 2
F F4C 0.8019(15) 0.2730(15) 0.4556(9) 0.031(6) Uani d U P D 0.112(2) A 2
F F5C 0.6980(12) 0.2876(13) 0.3900(9) 0.050(6) Uani d U P D 0.112(2) A 2
F F6C 0.7545(18) 0.1707(13) 0.4023(16) 0.036(8) Uani d U P D 0.112(2) A 2
C C1A 0.97289(15) 0.53132(14) 0.25558(11) 0.0213(5) Uani d . . . 1.000000 . .
C C2A 1.05316(16) 0.60882(14) 0.21185(12) 0.0255(6) Uani d . . . 1.000000 . .
H H2A 1.083768 0.627406 0.184411 0.031000 Uiso calc U . R 1.000000 . .
C C3A 1.04455(15) 0.64584(15) 0.26156(12) 0.0259(6) Uani d . . . 1.000000 . .
H H3A 1.067780 0.695919 0.275701 0.031000 Uiso calc U . R 1.000000 . .
C C11A 1.00417(15) 0.47971(14) 0.16230(11) 0.0215(5) Uani d . . . 1.000000 . .
C C12A 1.04927(15) 0.40877(14) 0.17231(11) 0.0226(5) Uani d . . . 1.000000 . .
C C13A 1.04143(16) 0.35216(15) 0.12775(12) 0.0275(6) Uani d . . . 1.000000 . .
H H13A 1.070652 0.302954 0.133648 0.033000 Uiso calc U . R 1.000000 . .
C C14A 0.99199(17) 0.36541(16) 0.07467(12) 0.0291(6) Uani d . . . 1.000000 . .
C C15A 0.95083(16) 0.43821(16) 0.06613(11) 0.0269(6) Uani d . . . 1.000000 . .
H H15A 0.918105 0.448299 0.029700 0.032000 Uiso calc U . R 1.000000 . .
C C16A 0.95603(15) 0.49705(15) 0.10940(11) 0.0245(5) Uani d . . . 1.000000 . .
C C17A 1.10514(16) 0.39386(16) 0.22876(11) 0.0275(6) Uani d . . . 1.000000 . .
H H17A 1.074378 0.381611 0.259160 0.041000 Uiso calc U . R 1.000000 . .
H H17B 1.137469 0.442413 0.239469 0.041000 Uiso calc U . R 1.000000 . .
H H17C 1.139841 0.347870 0.224266 0.041000 Uiso calc U . R 1.000000 . .
C C18A 0.9844(2) 0.30306(18) 0.02676(13) 0.0432(8) Uani d . . . 1.000000 . .
H H18A 1.036171 0.294840 0.015389 0.065000 Uiso calc U . R 1.000000 . .
H H18B 0.946237 0.322285 -0.006672 0.065000 Uiso calc U . R 1.000000 . .
H H18C 0.965715 0.251633 0.040496 0.065000 Uiso calc U . R 1.000000 . .
C C19A 0.91208(17) 0.57632(16) 0.09827(12) 0.0299(6) Uani d . . . 1.000000 . .
H H19A 0.891474 0.592449 0.132977 0.045000 Uiso calc U . R 1.000000 . .
H H19B 0.867862 0.569825 0.065811 0.045000 Uiso calc U . R 1.000000 . .
H H19C 0.948319 0.618222 0.088780 0.045000 Uiso calc U . R 1.000000 . .
C C21A 0.98178(15) 0.61449(15) 0.34633(11) 0.0229(5) Uani d . . . 1.000000 . .
C C22A 1.03154(16) 0.57779(15) 0.39241(12) 0.0262(6) Uani d . . . 1.000000 . .
C C23A 1.01877(17) 0.59598(16) 0.44819(12) 0.0293(6) Uani d . . . 1.000000 . .
H H23A 1.051902 0.571898 0.480524 0.035000 Uiso calc U . R 1.000000 . .
C C24A 0.95868(17) 0.64852(16) 0.45748(12) 0.0308(6) Uani d . . . 1.000000 . .
C C25A 0.91181(17) 0.68457(17) 0.40982(12) 0.0322(6) Uani d . . . 1.000000 . .
H H25A 0.871151 0.721049 0.415971 0.039000 Uiso calc U . R 1.000000 . .
C C26A 0.92237(16) 0.66908(15) 0.35337(12) 0.0267(6) Uani d . . . 1.000000 . .
C C27A 1.09645(17) 0.52027(18) 0.38291(13) 0.0344(7) Uani d . . . 1.000000 . .
H H27A 1.072916 0.468929 0.367271 0.052000 Uiso calc U . R 1.000000 . .
H H27B 1.131887 0.510160 0.419830 0.052000 Uiso calc U . R 1.000000 . .
H H27C 1.126757 0.544322 0.355438 0.052000 Uiso calc U . R 1.000000 . .
C C28A 0.9444(2) 0.6644(2) 0.51806(13) 0.0420(8) Uani d . . . 1.000000 . .
H H28A 0.917653 0.617429 0.531644 0.063000 Uiso calc U . R 1.000000 . .
H H28B 0.910897 0.712598 0.518070 0.063000 Uiso calc U . R 1.000000 . .
H H28C 0.995253 0.673334 0.543854 0.063000 Uiso calc U . R 1.000000 . .
C C29A 0.86983(19) 0.70782(18) 0.30233(13) 0.0385(7) Uani d . . . 1.000000 . .
H H29A 0.830731 0.742750 0.316088 0.058000 Uiso calc U . R 1.000000 . .
H H29B 0.842293 0.665453 0.277140 0.058000 Uiso calc U . R 1.000000 . .
H H29C 0.902306 0.740469 0.280546 0.058000 Uiso calc U . R 1.000000 . .
C C31A 0.85660(14) 0.42728(14) 0.21028(11) 0.0206(5) Uani d . . . 1.000000 . .
C C32A 0.79816(15) 0.47746(14) 0.18136(11) 0.0231(5) Uani d . . . 1.000000 . .
C C33A 0.74549(15) 0.45459(15) 0.13311(11) 0.0243(5) Uani d . . . 1.000000 . .
C C34A 0.75021(16) 0.37754(16) 0.11112(11) 0.0269(6) Uani d . . . 1.000000 . .
C C35A 0.80669(16) 0.32446(15) 0.13841(12) 0.0269(6) Uani d . . . 1.000000 . .
C C36A 0.85783(15) 0.34995(14) 0.18717(11) 0.0227(5) Uani d . . . 1.000000 . .
F F32A 0.79186(9) 0.55416(8) 0.20044(6) 0.0285(3) Uani d . . . 1.000000 . .
F F33A 0.68950(9) 0.50577(9) 0.10632(7) 0.0357(4) Uani d . . . 1.000000 . .
F F34A 0.69979(10) 0.35407(10) 0.06318(7) 0.0376(4) Uani d . . . 1.000000 . .
F F35A 0.81158(10) 0.24897(9) 0.11755(7) 0.0385(4) Uani d . . . 1.000000 . .
F F36A 0.91177(9) 0.29515(8) 0.21247(7) 0.0304(4) Uani d . . . 1.000000 . .
N N1B 0.43771(13) 0.57831(12) 0.18313(10) 0.0252(5) Uani d . . . 1.000000 . .
N N2B 0.41776(13) 0.62094(12) 0.26589(9) 0.0236(5) Uani d . . . 1.000000 . .
B B1B 0.35227(18) 0.47879(17) 0.23954(13) 0.0234(6) Uani d U . D 1.000000 . .
H H1B 0.3029(15) 0.4990(15) 0.2619(11) 0.020(6) Uiso d . . . 1.000000 . .
O O1B 0.40974(17) 0.42383(16) 0.28367(12) 0.0234(6) Uani d U P D 0.9013(17) B 1
O O2B 0.3698(3) 0.2807(2) 0.28800(19) 0.0303(8) Uani d U P D 0.9013(17) B 1
S S1B 0.38766(6) 0.35496(4) 0.31857(3) 0.02217(18) Uani d U P D 0.9013(17) B 1
C C41B 0.4846(2) 0.34205(19) 0.36451(15) 0.0369(8) Uani d U P D 0.9013(17) B 1
F F1B 0.50271(14) 0.40632(13) 0.39792(10) 0.0656(7) Uani d U P D 0.9013(17) B 1
F F2B 0.53914(16) 0.33155(17) 0.33239(12) 0.0674(12) Uani d U P D 0.9013(17) B
1
F F3B 0.48358(13) 0.27770(12) 0.39796(9) 0.0471(5) Uani d U P D 0.9013(17) B 1
N N3B 0.32847(16) 0.38626(14) 0.35577(11) 0.0296(6) Uani d U P D 0.9013(17) B 1
S S2B 0.27700(5) 0.32524(5) 0.38807(3) 0.0318(2) Uani d U P D 0.9013(17) B 1
O O3B 0.19457(14) 0.33841(16) 0.36843(11) 0.0453(6) Uani d U P D 0.9013(17) B 1
O O4B 0.30727(18) 0.24466(14) 0.39467(12) 0.0463(7) Uani d U P D 0.9013(17) B 1
C C42B 0.2988(2) 0.3702(2) 0.46043(14) 0.0376(8) Uani d U P D 0.9013(17) B 1
F F4B 0.27148(13) 0.44498(13) 0.46070(9) 0.0515(6) Uani d U P D 0.9013(17) B 1
F F5B 0.37643(18) 0.3728(3) 0.47972(10) 0.0507(8) Uani d U P D 0.9013(17) B 1
F F6B 0.26514(14) 0.32511(15) 0.49612(9) 0.0610(7) Uani d U P D 0.9013(17) B 1
O O1D 0.4255(14) 0.4236(17) 0.2743(12) 0.030(8) Uani d U P D 0.0987(17) B 2
O O2D 0.383(2) 0.2861(17) 0.2997(17) 0.029(10) Uani d U P D 0.0987(17) B 2
S S1D 0.4233(8) 0.3604(8) 0.3198(5) 0.064(4) Uani d U P D 0.0987(17) B 2
C C41D 0.5263(11) 0.3282(11) 0.3370(8) 0.054(16) Uani d U P D 0.0987(17) B 2
F F1D 0.5744(11) 0.3874(11) 0.3565(8) 0.052(5) Uani d U P D 0.0987(17) B 2
F F2D 0.5468(11) 0.2978(11) 0.2899(8) 0.049(5) Uani d U P D 0.0987(17) B 2
F F3D 0.5320(12) 0.2692(10) 0.3755(7) 0.044(5) Uani d U P D 0.0987(17) B 2
N N3D 0.3988(15) 0.3954(12) 0.3733(9) 0.052(7) Uani d U P D 0.0987(17) B 2
S S2D 0.3600(6) 0.3402(6) 0.4161(5) 0.066(3) Uani d U P D 0.0987(17) B 2
O O3D 0.356(2) 0.2558(11) 0.4030(15) 0.084(10) Uani d U P D 0.0987(17) B 2
O O4D 0.374(3) 0.359(3) 0.4765(9) 0.099(18) Uani d U P D 0.0987(17) B 2
C C42D 0.2545(11) 0.3650(14) 0.3899(10) 0.081(9) Uani d U P D 0.0987(17) B 2
F F4D 0.2269(15) 0.3365(15) 0.3371(10) 0.080(8) Uani d U P D 0.0987(17) B 2
F F5D 0.246(2) 0.4432(15) 0.3892(15) 0.139(14) Uani d U P D 0.0987(17) B 2
F F6D 0.2118(12) 0.3271(14) 0.4241(10) 0.072(7) Uani d U P D 0.0987(17) B 2
C C1B 0.40446(15) 0.55715(14) 0.22915(11) 0.0217(5) Uani d . . . 1.000000 . .
C C2B 0.47070(17) 0.65525(16) 0.19106(13) 0.0331(7) Uani d . . . 1.000000 . .
H H2B 0.497102 0.683948 0.164924 0.040000 Uiso calc U . R 1.000000 . .
C C3B 0.45809(17) 0.68121(16) 0.24273(13) 0.0330(6) Uani d . . . 1.000000 . .
H H3B 0.474069 0.731966 0.260189 0.040000 Uiso calc U . R 1.000000 . .
C C11B 0.44384(16) 0.52790(15) 0.13380(11) 0.0252(6) Uani d . . . 1.000000 . .
C C12B 0.50490(16) 0.47035(16) 0.13995(12) 0.0269(6) Uani d . . . 1.000000 . .
C C13B 0.50853(16) 0.42068(16) 0.09257(12) 0.0284(6) Uani d . . . 1.000000 . .
H H13B 0.549009 0.380684 0.095492 0.034000 Uiso calc U . R 1.000000 . .
C C14B 0.45466(16) 0.42789(16) 0.04111(12) 0.0280(6) Uani d . . . 1.000000 . .
C C15B 0.39697(16) 0.48777(16) 0.03678(12) 0.0286(6) Uani d . . . 1.000000 . .
H H15B 0.360676 0.493594 0.001384 0.034000 Uiso calc U . R 1.000000 . .
C C16B 0.39044(16) 0.53957(15) 0.08250(11) 0.0260(6) Uani d . . . 1.000000 . .
C C17B 0.56393(17) 0.46237(19) 0.19553(12) 0.0348(7) Uani d . . . 1.000000 . .
H H17D 0.590762 0.514463 0.204891 0.052000 Uiso calc U . R 1.000000 . .
H H17E 0.603252 0.420790 0.190893 0.052000 Uiso calc U . R 1.000000 . .
H H17F 0.536155 0.446666 0.226932 0.052000 Uiso calc U . R 1.000000 . .
C C18B 0.45862(19) 0.37074(18) -0.00869(13) 0.0372(7) Uani d . . . 1.000000 . .
H H18D 0.426824 0.322274 -0.004767 0.056000 Uiso calc U . R 1.000000 . .
H H18E 0.513893 0.354893 -0.008250 0.056000 Uiso calc U . R 1.000000 . .
H H18F 0.437710 0.398004 -0.045331 0.056000 Uiso calc U . R 1.000000 . .
C C19B 0.32887(18) 0.60547(17) 0.07671(13) 0.0352(7) Uani d . . . 1.000000 . .
H H19D 0.307732 0.609669 0.112763 0.053000 Uiso calc U . R 1.000000 . .
H H19E 0.285680 0.592467 0.044692 0.053000 Uiso calc U . R 1.000000 . .
H H19F 0.353061 0.657261 0.068880 0.053000 Uiso calc U . R 1.000000 . .
C C21B 0.39928(15) 0.62295(14) 0.32353(11) 0.0234(5) Uani d . . . 1.000000 . .
C C22B 0.45878(16) 0.60120(15) 0.36943(12) 0.0278(6) Uani d . . . 1.000000 . .
C C23B 0.43955(17) 0.60029(17) 0.42455(12) 0.0332(6) Uani d . . . 1.000000 . .
H H23B 0.478872 0.584707 0.456497 0.040000 Uiso calc U . R 1.000000 . .
C C24B 0.36407(18) 0.62162(17) 0.43428(13) 0.0342(7) Uani d . . . 1.000000 . .
C C25B 0.30760(17) 0.64527(16) 0.38706(13) 0.0313(6) Uani d . . . 1.000000 . .
H H25B 0.256276 0.660749 0.393177 0.038000 Uiso calc U . R 1.000000 . .
C C26B 0.32404(15) 0.64690(15) 0.33143(12) 0.0268(6) Uani d . . . 1.000000 . .
C C27B 0.54120(17) 0.58085(18) 0.36003(14) 0.0365(7) Uani d . . . 1.000000 . .
H H27D 0.538222 0.540734 0.328895 0.055000 Uiso calc U . R 1.000000 . .
H H27E 0.571906 0.558443 0.395785 0.055000 Uiso calc U . R 1.000000 . .
H H27F 0.567181 0.630134 0.349295 0.055000 Uiso calc U . R 1.000000 . .
C C28B 0.3450(2) 0.6211(2) 0.49433(14) 0.0488(8) Uani d . . . 1.000000 . .
H H28D 0.371481 0.574947 0.515984 0.073000 Uiso calc U . R 1.000000 . .
H H28E 0.287471 0.616258 0.492079 0.073000 Uiso calc U . R 1.000000 . .
H H28F 0.363559 0.671719 0.514119 0.073000 Uiso calc U . R 1.000000 . .
C C29B 0.26192(16) 0.67325(17) 0.28111(13) 0.0339(7) Uani d . . . 1.000000 . .
H H29D 0.236741 0.625278 0.261056 0.051000 Uiso calc U . R 1.000000 . .
H H29E 0.286924 0.705510 0.254197 0.051000 Uiso calc U . R 1.000000 . .
H H29F 0.221702 0.706114 0.295334 0.051000 Uiso calc U . R 1.000000 . .
C C31B 0.31669(15) 0.43079(14) 0.18063(11) 0.0209(5) Uani d . . . 1.000000 . .
C C32B 0.34833(15) 0.36366(14) 0.15727(11) 0.0231(5) Uani d . . . 1.000000 . .
C C33B 0.31459(16) 0.32812(15) 0.10558(11) 0.0255(6) Uani d . . . 1.000000 . .
C C34B 0.24588(17) 0.36039(17) 0.07393(11) 0.0298(6) Uani d . . . 1.000000 . .
C C35B 0.21300(15) 0.42778(16) 0.09467(11) 0.0277(6) Uani d . . . 1.000000 . .
C C36B 0.24736(15) 0.46048(15) 0.14710(11) 0.0239(5) Uani d . . . 1.000000 . .
F F32B 0.41727(9) 0.33100(8) 0.18450(6) 0.0276(3) Uani d . . . 1.000000 . .
F F33B 0.34911(10) 0.26343(9) 0.08532(7) 0.0360(4) Uani d . . . 1.000000 . .
F F34B 0.21304(11) 0.32743(11) 0.02298(7) 0.0428(4) Uani d . . . 1.000000 . .
F F35B 0.14827(9) 0.46207(11) 0.06258(7) 0.0384(4) Uani d . . . 1.000000 . .
F F36B 0.21164(9) 0.52683(9) 0.16491(7) 0.0308(4) Uani d . . . 1.000000 . .


_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
N1A C1A . 1.355(3) ?
N1A C2A . 1.386(3) ?
N1A C11A . 1.446(3) ?
N2A C1A . 1.350(3) ?
N2A C3A . 1.380(3) ?
N2A C21A . 1.454(3) ?
B1A O1A . 1.577(4) ?
B1A O1C . 1.596(17) ?
B1A C1A . 1.612(4) ?
B1A C31A . 1.624(4) ?
B1A H1A . 1.09(2) ?
O1A S1A . 1.489(3) ?
O2A S1A . 1.417(2) ?
S1A N3A . 1.537(2) ?
S1A C41A . 1.829(3) ?
C41A F3A . 1.313(4) ?
C41A F1A . 1.319(5) ?
C41A F2A . 1.328(4) ?
N3A S2A . 1.594(3) ?
S2A O3A . 1.421(3) ?
S2A O4A . 1.423(3) ?
S2A C42A . 1.820(4) ?
C42A F5A . 1.318(5) ?
C42A F6A . 1.328(4) ?
C42A F4A . 1.333(5) ?
O1C S1C . 1.485(16) ?
O2C S1C . 1.429(13) ?
S1C N3C . 1.551(14) ?
S1C C41C . 1.806(15) ?
C41C F1C . 1.300(13) ?
C41C F3C . 1.314(14) ?
C41C F2C . 1.316(14) ?
N3C S2C . 1.587(16) ?
S2C O3C . 1.413(14) ?
S2C O4C . 1.421(14) ?
S2C C42C . 1.833(16) ?
C42C F4C . 1.316(14) ?
C42C F6C . 1.324(14) ?
C42C F5C . 1.324(14) ?
C2A C3A . 1.348(4) ?
C2A H2A . 0.950000 ?
C3A H3A . 0.950000 ?
C11A C16A . 1.393(4) ?
C11A C12A . 1.398(3) ?
C12A C13A . 1.390(4) ?
C12A C17A . 1.510(4) ?
C13A C14A . 1.394(4) ?
C13A H13A . 0.950000 ?
C14A C15A . 1.388(4) ?
C14A C18A . 1.512(4) ?
C15A C16A . 1.395(4) ?
C15A H15A . 0.950000 ?
C16A C19A . 1.507(4) ?
C17A H17A . 0.980000 ?
C17A H17B . 0.980000 ?
C17A H17C . 0.980000 ?
C18A H18A . 0.980000 ?
C18A H18B . 0.980000 ?
C18A H18C . 0.980000 ?
C19A H19A . 0.980000 ?
C19A H19B . 0.980000 ?
C19A H19C . 0.980000 ?
C21A C26A . 1.389(4) ?
C21A C22A . 1.391(4) ?
C22A C23A . 1.397(4) ?
C22A C27A . 1.507(4) ?
C23A C24A . 1.391(4) ?
C23A H23A . 0.950000 ?
C24A C25A . 1.389(4) ?
C24A C28A . 1.508(4) ?
C25A C26A . 1.392(4) ?
C25A H25A . 0.950000 ?
C26A C29A . 1.507(4) ?
C27A H27A . 0.980000 ?
C27A H27B . 0.980000 ?
C27A H27C . 0.980000 ?
C28A H28A . 0.980000 ?
C28A H28B . 0.980000 ?
C28A H28C . 0.980000 ?
C29A H29A . 0.980000 ?
C29A H29B . 0.980000 ?
C29A H29C . 0.980000 ?
C31A C32A . 1.380(3) ?
C31A C36A . 1.386(3) ?
C32A F32A . 1.352(3) ?
C32A C33A . 1.369(4) ?
C33A F33A . 1.346(3) ?
C33A C34A . 1.378(4) ?
C34A F34A . 1.348(3) ?
C34A C35A . 1.375(4) ?
C35A F35A . 1.345(3) ?
C35A C36A . 1.377(4) ?
C36A F36A . 1.351(3) ?
N1B C1B . 1.353(3) ?
N1B C2B . 1.387(3) ?
N1B C11B . 1.444(3) ?
N2B C1B . 1.353(3) ?
N2B C3B . 1.375(3) ?
N2B C21B . 1.443(3) ?
B1B O1B . 1.581(4) ?
B1B C1B . 1.613(4) ?
B1B C31B . 1.615(4) ?
B1B O1D . 1.643(16) ?
B1B H1B . 1.12(3) ?
O1B S1B . 1.487(3) ?
O2B S1B . 1.424(3) ?
S1B N3B . 1.539(3) ?
S1B C41B . 1.825(3) ?
C41B F2B . 1.311(4) ?
C41B F3B . 1.321(3) ?
C41B F1B . 1.321(4) ?
N3B S2B . 1.612(3) ?
S2B O3B . 1.421(2) ?
S2B O4B . 1.424(2) ?
S2B C42B . 1.829(4) ?
C42B F4B . 1.318(4) ?
C42B F6B . 1.325(4) ?
C42B F5B . 1.327(5) ?
O1D S1D . 1.497(16) ?
O2D S1D . 1.446(16) ?
S1D N3D . 1.507(16) ?
S1D C41D . 1.817(17) ?
C41D F1D . 1.306(14) ?
C41D F2D . 1.315(15) ?
C41D F3D . 1.320(14) ?
N3D S2D . 1.585(15) ?
S2D O3D . 1.424(15) ?
S2D O4D . 1.430(15) ?
S2D C42D . 1.847(17) ?
C42D F5D . 1.297(15) ?
C42D F4D . 1.331(15) ?
C42D F6D . 1.332(15) ?
C2B C3B . 1.339(4) ?
C2B H2B . 0.950000 ?
C3B H3B . 0.950000 ?
C11B C16B . 1.390(4) ?
C11B C12B . 1.400(4) ?
C12B C13B . 1.391(4) ?
C12B C17B . 1.508(4) ?
C13B C14B . 1.389(4) ?
C13B H13B . 0.950000 ?
C14B C15B . 1.387(4) ?
C14B C18B . 1.512(4) ?
C15B C16B . 1.391(4) ?
C15B H15B . 0.950000 ?
C16B C19B . 1.503(4) ?
C17B H17D . 0.980000 ?
C17B H17E . 0.980000 ?
C17B H17F . 0.980000 ?
C18B H18D . 0.980000 ?
C18B H18E . 0.980000 ?
C18B H18F . 0.980000 ?
C19B H19D . 0.980000 ?
C19B H19E . 0.980000 ?
C19B H19F . 0.980000 ?
C21B C26B . 1.391(4) ?
C21B C22B . 1.392(4) ?
C22B C23B . 1.390(4) ?
C22B C27B . 1.504(4) ?
C23B C24B . 1.397(4) ?
C23B H23B . 0.950000 ?
C24B C25B . 1.391(4) ?
C24B C28B . 1.502(4) ?
C25B C26B . 1.384(4) ?
C25B H25B . 0.950000 ?
C26B C29B . 1.506(4) ?
C27B H27D . 0.980000 ?
C27B H27E . 0.980000 ?
C27B H27F . 0.980000 ?
C28B H28D . 0.980000 ?
C28B H28E . 0.980000 ?
C28B H28F . 0.980000 ?
C29B H29D . 0.980000 ?
C29B H29E . 0.980000 ?
C29B H29F . 0.980000 ?
C31B C32B . 1.387(3) ?
C31B C36B . 1.392(4) ?
C32B F32B . 1.350(3) ?
C32B C33B . 1.378(4) ?
C33B F33B . 1.346(3) ?
C33B C34B . 1.382(4) ?
C34B F34B . 1.342(3) ?
C34B C35B . 1.373(4) ?
C35B F35B . 1.349(3) ?
C35B C36B . 1.376(4) ?
C36B F36B . 1.354(3) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1A N1A C2A . . 110.5(2) ?
C1A N1A C11A . . 125.8(2) ?
C2A N1A C11A . . 123.7(2) ?
C1A N2A C3A . . 110.4(2) ?
C1A N2A C21A . . 127.4(2) ?
C3A N2A C21A . . 121.8(2) ?
O1A B1A C1A . . 105.1(2) ?
O1C B1A C1A . . 107.2(9) ?
O1A B1A C31A . . 107.5(3) ?
O1C B1A C31A . . 99.8(16) ?
C1A B1A C31A . . 113.0(2) ?
O1A B1A H1A . . 106.4(13) ?
O1C B1A H1A . . 112.0(19) ?
C1A B1A H1A . . 111.7(13) ?
C31A B1A H1A . . 112.4(13) ?
S1A O1A B1A . . 121.6(3) ?
O2A S1A O1A . . 114.4(2) ?
O2A S1A N3A . . 120.94(14) ?
O1A S1A N3A . . 110.3(2) ?
O2A S1A C41A . . 107.94(15) ?
O1A S1A C41A . . 98.01(19) ?
N3A S1A C41A . . 101.75(15) ?
F3A C41A F1A . . 108.9(3) ?
F3A C41A F2A . . 108.8(3) ?
F1A C41A F2A . . 108.5(4) ?
F3A C41A S1A . . 111.6(2) ?
F1A C41A S1A . . 110.4(3) ?
F2A C41A S1A . . 108.6(2) ?
S1A N3A S2A . . 126.48(18) ?
O3A S2A O4A . . 119.8(2) ?
O3A S2A N3A . . 114.0(2) ?
O4A S2A N3A . . 108.15(18) ?
O3A S2A C42A . . 105.4(3) ?
O4A S2A C42A . . 105.1(2) ?
N3A S2A C42A . . 102.5(2) ?
F5A C42A F6A . . 108.3(4) ?
F5A C42A F4A . . 108.6(4) ?
F6A C42A F4A . . 107.8(4) ?
F5A C42A S2A . . 111.7(3) ?
F6A C42A S2A . . 110.2(3) ?
F4A C42A S2A . . 110.2(3) ?
S1C O1C B1A . . 126.4(16) ?
O2C S1C O1C . . 111.8(19) ?
O2C S1C N3C . . 118.8(10) ?
O1C S1C N3C . . 108.9(16) ?
O2C S1C C41C . . 108.3(9) ?
O1C S1C C41C . . 103.9(12) ?
N3C S1C C41C . . 103.9(10) ?
F1C C41C F3C . . 107.(2) ?
F1C C41C F2C . . 108.7(15) ?
F3C C41C F2C . . 109.(2) ?
F1C C41C S1C . . 113.9(12) ?
F3C C41C S1C . . 110.(2) ?
F2C C41C S1C . . 108.3(12) ?
S1C N3C S2C . . 128.1(13) ?
O3C S2C O4C . . 122.1(18) ?
O3C S2C N3C . . 114.9(14) ?
O4C S2C N3C . . 106.0(15) ?
O3C S2C C42C . . 108.2(13) ?
O4C S2C C42C . . 103.1(16) ?
N3C S2C C42C . . 99.6(12) ?
F4C C42C F6C . . 111.(2) ?
F4C C42C F5C . . 109.1(18) ?
F6C C42C F5C . . 108.7(19) ?
F4C C42C S2C . . 111.0(16) ?
F6C C42C S2C . . 108.8(18) ?
F5C C42C S2C . . 108.7(15) ?
N2A C1A N1A . . 105.4(2) ?
N2A C1A B1A . . 129.6(2) ?
N1A C1A B1A . . 125.0(2) ?
C3A C2A N1A . . 106.4(2) ?
C3A C2A H2A . . 126.800000 ?
N1A C2A H2A . . 126.800000 ?
C2A C3A N2A . . 107.4(2) ?
C2A C3A H3A . . 126.300000 ?
N2A C3A H3A . . 126.300000 ?
C16A C11A C12A . . 122.9(2) ?
C16A C11A N1A . . 118.5(2) ?
C12A C11A N1A . . 118.6(2) ?
C13A C12A C11A . . 117.3(2) ?
C13A C12A C17A . . 120.8(2) ?
C11A C12A C17A . . 121.9(2) ?
C12A C13A C14A . . 122.0(2) ?
C12A C13A H13A . . 119.000000 ?
C14A C13A H13A . . 119.000000 ?
C15A C14A C13A . . 118.5(2) ?
C15A C14A C18A . . 120.4(3) ?
C13A C14A C18A . . 121.1(2) ?
C14A C15A C16A . . 122.0(2) ?
C14A C15A H15A . . 119.000000 ?
C16A C15A H15A . . 119.000000 ?
C11A C16A C15A . . 117.2(2) ?
C11A C16A C19A . . 122.0(2) ?
C15A C16A C19A . . 120.7(2) ?
C12A C17A H17A . . 109.500000 ?
C12A C17A H17B . . 109.500000 ?
H17A C17A H17B . . 109.500000 ?
C12A C17A H17C . . 109.500000 ?
H17A C17A H17C . . 109.500000 ?
H17B C17A H17C . . 109.500000 ?
C14A C18A H18A . . 109.500000 ?
C14A C18A H18B . . 109.500000 ?
H18A C18A H18B . . 109.500000 ?
C14A C18A H18C . . 109.500000 ?
H18A C18A H18C . . 109.500000 ?
H18B C18A H18C . . 109.500000 ?
C16A C19A H19A . . 109.500000 ?
C16A C19A H19B . . 109.500000 ?
H19A C19A H19B . . 109.500000 ?
C16A C19A H19C . . 109.500000 ?
H19A C19A H19C . . 109.500000 ?
H19B C19A H19C . . 109.500000 ?
C26A C21A C22A . . 123.3(2) ?
C26A C21A N2A . . 118.8(2) ?
C22A C21A N2A . . 117.8(2) ?
C21A C22A C23A . . 117.3(2) ?
C21A C22A C27A . . 121.6(2) ?
C23A C22A C27A . . 121.0(2) ?
C24A C23A C22A . . 121.5(3) ?
C24A C23A H23A . . 119.200000 ?
C22A C23A H23A . . 119.200000 ?
C25A C24A C23A . . 118.5(3) ?
C25A C24A C28A . . 121.2(3) ?
C23A C24A C28A . . 120.3(3) ?
C24A C25A C26A . . 122.3(3) ?
C24A C25A H25A . . 118.900000 ?
C26A C25A H25A . . 118.900000 ?
C21A C26A C25A . . 116.9(2) ?
C21A C26A C29A . . 121.7(2) ?
C25A C26A C29A . . 121.3(2) ?
C22A C27A H27A . . 109.500000 ?
C22A C27A H27B . . 109.500000 ?
H27A C27A H27B . . 109.500000 ?
C22A C27A H27C . . 109.500000 ?
H27A C27A H27C . . 109.500000 ?
H27B C27A H27C . . 109.500000 ?
C24A C28A H28A . . 109.500000 ?
C24A C28A H28B . . 109.500000 ?
H28A C28A H28B . . 109.500000 ?
C24A C28A H28C . . 109.500000 ?
H28A C28A H28C . . 109.500000 ?
H28B C28A H28C . . 109.500000 ?
C26A C29A H29A . . 109.500000 ?
C26A C29A H29B . . 109.500000 ?
H29A C29A H29B . . 109.500000 ?
C26A C29A H29C . . 109.500000 ?
H29A C29A H29C . . 109.500000 ?
H29B C29A H29C . . 109.500000 ?
C32A C31A C36A . . 114.7(2) ?
C32A C31A B1A . . 122.1(2) ?
C36A C31A B1A . . 123.2(2) ?
F32A C32A C33A . . 116.9(2) ?
F32A C32A C31A . . 119.4(2) ?
C33A C32A C31A . . 123.7(2) ?
F33A C33A C32A . . 121.6(2) ?
F33A C33A C34A . . 119.1(2) ?
C32A C33A C34A . . 119.3(2) ?
F34A C34A C35A . . 120.0(2) ?
F34A C34A C33A . . 120.4(2) ?
C35A C34A C33A . . 119.6(2) ?
F35A C35A C34A . . 120.2(2) ?
F35A C35A C36A . . 120.9(2) ?
C34A C35A C36A . . 118.9(2) ?
F36A C36A C35A . . 116.5(2) ?
F36A C36A C31A . . 119.9(2) ?
C35A C36A C31A . . 123.6(2) ?
C1B N1B C2B . . 110.3(2) ?
C1B N1B C11B . . 126.3(2) ?
C2B N1B C11B . . 123.2(2) ?
C1B N2B C3B . . 110.4(2) ?
C1B N2B C21B . . 125.1(2) ?
C3B N2B C21B . . 124.2(2) ?
O1B B1B C1B . . 105.1(2) ?
O1B B1B C31B . . 112.1(2) ?
C1B B1B C31B . . 113.4(2) ?
C1B B1B O1D . . 97.1(10) ?
C31B B1B O1D . . 107.0(13) ?
O1B B1B H1B . . 107.3(13) ?
C1B B1B H1B . . 108.5(13) ?
C31B B1B H1B . . 110.1(13) ?
O1D B1B H1B . . 120.3(16) ?
S1B O1B B1B . . 127.5(2) ?
O2B S1B O1B . . 115.55(19) ?
O2B S1B N3B . . 118.0(2) ?
O1B S1B N3B . . 108.30(15) ?
O2B S1B C41B . . 106.8(2) ?
O1B S1B C41B . . 96.94(15) ?
N3B S1B C41B . . 109.00(16) ?
F2B C41B F3B . . 108.8(3) ?
F2B C41B F1B . . 109.3(3) ?
F3B C41B F1B . . 108.5(3) ?
F2B C41B S1B . . 110.0(2) ?
F3B C41B S1B . . 109.7(2) ?
F1B C41B S1B . . 110.5(2) ?
S1B N3B S2B . . 121.84(16) ?
O3B S2B O4B . . 119.93(17) ?
O3B S2B N3B . . 110.26(15) ?
O4B S2B N3B . . 114.46(15) ?
O3B S2B C42B . . 105.46(16) ?
O4B S2B C42B . . 105.45(16) ?
N3B S2B C42B . . 98.35(15) ?
F4B C42B F6B . . 109.1(3) ?
F4B C42B F5B . . 107.6(3) ?
F6B C42B F5B . . 108.9(3) ?
F4B C42B S2B . . 111.7(2) ?
F6B C42B S2B . . 108.6(2) ?
F5B C42B S2B . . 110.9(2) ?
S1D O1D B1B . . 128.7(16) ?
O2D S1D O1D . . 115.3(19) ?
O2D S1D N3D . . 114.0(18) ?
O1D S1D N3D . . 112.0(15) ?
O2D S1D C41D . . 102.5(17) ?
O1D S1D C41D . . 102.5(11) ?
N3D S1D C41D . . 109.3(13) ?
F1D C41D F2D . . 109.5(17) ?
F1D C41D F3D . . 110.1(17) ?
F2D C41D F3D . . 107.3(17) ?
F1D C41D S1D . . 112.7(15) ?
F2D C41D S1D . . 108.5(14) ?
F3D C41D S1D . . 108.5(14) ?
S1D N3D S2D . . 121.2(14) ?
O3D S2D O4D . . 115.(2) ?
O3D S2D N3D . . 115.8(16) ?
O4D S2D N3D . . 119.(2) ?
O3D S2D C42D . . 97.8(15) ?
O4D S2D C42D . . 105.(2) ?
N3D S2D C42D . . 99.0(12) ?
F5D C42D F4D . . 109.(2) ?
F5D C42D F6D . . 114.(2) ?
F4D C42D F6D . . 104.7(19) ?
F5D C42D S2D . . 108.7(19) ?
F4D C42D S2D . . 113.4(17) ?
F6D C42D S2D . . 107.7(15) ?
N1B C1B N2B . . 105.2(2) ?
N1B C1B B1B . . 130.5(2) ?
N2B C1B B1B . . 124.1(2) ?
C3B C2B N1B . . 106.6(2) ?
C3B C2B H2B . . 126.700000 ?
N1B C2B H2B . . 126.700000 ?
C2B C3B N2B . . 107.5(2) ?
C2B C3B H3B . . 126.300000 ?
N2B C3B H3B . . 126.300000 ?
C16B C11B C12B . . 123.2(2) ?
C16B C11B N1B . . 119.0(2) ?
C12B C11B N1B . . 117.8(2) ?
C13B C12B C11B . . 117.0(2) ?
C13B C12B C17B . . 121.5(2) ?
C11B C12B C17B . . 121.5(2) ?
C14B C13B C12B . . 121.9(3) ?
C14B C13B H13B . . 119.100000 ?
C12B C13B H13B . . 119.100000 ?
C15B C14B C13B . . 118.6(2) ?
C15B C14B C18B . . 121.0(3) ?
C13B C14B C18B . . 120.3(3) ?
C14B C15B C16B . . 122.2(3) ?
C14B C15B H15B . . 118.900000 ?
C16B C15B H15B . . 118.900000 ?
C11B C16B C15B . . 116.9(2) ?
C11B C16B C19B . . 121.4(2) ?
C15B C16B C19B . . 121.6(3) ?
C12B C17B H17D . . 109.500000 ?
C12B C17B H17E . . 109.500000 ?
H17D C17B H17E . . 109.500000 ?
C12B C17B H17F . . 109.500000 ?
H17D C17B H17F . . 109.500000 ?
H17E C17B H17F . . 109.500000 ?
C14B C18B H18D . . 109.500000 ?
C14B C18B H18E . . 109.500000 ?
H18D C18B H18E . . 109.500000 ?
C14B C18B H18F . . 109.500000 ?
H18D C18B H18F . . 109.500000 ?
H18E C18B H18F . . 109.500000 ?
C16B C19B H19D . . 109.500000 ?
C16B C19B H19E . . 109.500000 ?
H19D C19B H19E . . 109.500000 ?
C16B C19B H19F . . 109.500000 ?
H19D C19B H19F . . 109.500000 ?
H19E C19B H19F . . 109.500000 ?
C26B C21B C22B . . 122.6(2) ?
C26B C21B N2B . . 119.6(2) ?
C22B C21B N2B . . 117.9(2) ?
C23B C22B C21B . . 117.5(2) ?
C23B C22B C27B . . 121.1(3) ?
C21B C22B C27B . . 121.4(3) ?
C22B C23B C24B . . 121.9(3) ?
C22B C23B H23B . . 119.100000 ?
C24B C23B H23B . . 119.100000 ?
C25B C24B C23B . . 118.2(3) ?
C25B C24B C28B . . 120.9(3) ?
C23B C24B C28B . . 120.9(3) ?
C26B C25B C24B . . 121.9(3) ?
C26B C25B H25B . . 119.100000 ?
C24B C25B H25B . . 119.100000 ?
C25B C26B C21B . . 117.9(3) ?
C25B C26B C29B . . 120.8(2) ?
C21B C26B C29B . . 121.3(3) ?
C22B C27B H27D . . 109.500000 ?
C22B C27B H27E . . 109.500000 ?
H27D C27B H27E . . 109.500000 ?
C22B C27B H27F . . 109.500000 ?
H27D C27B H27F . . 109.500000 ?
H27E C27B H27F . . 109.500000 ?
C24B C28B H28D . . 109.500000 ?
C24B C28B H28E . . 109.500000 ?
H28D C28B H28E . . 109.500000 ?
C24B C28B H28F . . 109.500000 ?
H28D C28B H28F . . 109.500000 ?
H28E C28B H28F . . 109.500000 ?
C26B C29B H29D . . 109.500000 ?
C26B C29B H29E . . 109.500000 ?
H29D C29B H29E . . 109.500000 ?
C26B C29B H29F . . 109.500000 ?
H29D C29B H29F . . 109.500000 ?
H29E C29B H29F . . 109.500000 ?
C32B C31B C36B . . 114.3(2) ?
C32B C31B B1B . . 127.9(2) ?
C36B C31B B1B . . 117.8(2) ?
F32B C32B C33B . . 116.2(2) ?
F32B C32B C31B . . 120.1(2) ?
C33B C32B C31B . . 123.7(2) ?
F33B C33B C32B . . 120.4(2) ?
F33B C33B C34B . . 120.0(2) ?
C32B C33B C34B . . 119.6(2) ?
F34B C34B C35B . . 120.6(3) ?
F34B C34B C33B . . 120.4(2) ?
C35B C34B C33B . . 119.0(2) ?
F35B C35B C34B . . 119.3(2) ?
F35B C35B C36B . . 120.9(2) ?
C34B C35B C36B . . 119.8(2) ?
F36B C36B C35B . . 116.6(2) ?
F36B C36B C31B . . 119.7(2) ?
C35B C36B C31B . . 123.7(2) ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C1A B1A O1A S1A . . . . -152.8(4) ?
C31A B1A O1A S1A . . . . 86.5(5) ?
B1A O1A S1A O2A . . . . 97.0(4) ?
B1A O1A S1A N3A . . . . -43.4(5) ?
B1A O1A S1A C41A . . . . -149.1(4) ?
O2A S1A C41A F3A . . . . 175.2(2) ?
O1A S1A C41A F3A . . . . 56.3(3) ?
N3A S1A C41A F3A . . . . -56.5(2) ?
O2A S1A C41A F1A . . . . 54.0(3) ?
O1A S1A C41A F1A . . . . -64.9(4) ?
N3A S1A C41A F1A . . . . -177.7(3) ?
O2A S1A C41A F2A . . . . -64.9(3) ?
O1A S1A C41A F2A . . . . 176.2(3) ?
N3A S1A C41A F2A . . . . 63.4(3) ?
O2A S1A N3A S2A . . . . -15.3(3) ?
O1A S1A N3A S2A . . . . 122.1(3) ?
C41A S1A N3A S2A . . . . -134.7(2) ?
S1A N3A S2A O3A . . . . -25.7(3) ?
S1A N3A S2A O4A . . . . -161.6(2) ?
S1A N3A S2A C42A . . . . 87.7(3) ?
O3A S2A C42A F5A . . . . 174.6(3) ?
O4A S2A C42A F5A . . . . -57.9(4) ?
N3A S2A C42A F5A . . . . 55.1(4) ?
O3A S2A C42A F6A . . . . -65.0(4) ?
O4A S2A C42A F6A . . . . 62.5(4) ?
N3A S2A C42A F6A . . . . 175.5(4) ?
O3A S2A C42A F4A . . . . 53.8(4) ?
O4A S2A C42A F4A . . . . -178.7(3) ?
N3A S2A C42A F4A . . . . -65.7(3) ?
C1A B1A O1C S1C . . . . -172.(3) ?
C31A B1A O1C S1C . . . . 70.(4) ?
B1A O1C S1C O2C . . . . -88.(3) ?
B1A O1C S1C N3C . . . . 46.(4) ?
B1A O1C S1C C41C . . . . 156.(3) ?
O2C S1C C41C F1C . . . . 175.2(13) ?
O1C S1C C41C F1C . . . . -66.(2) ?
N3C S1C C41C F1C . . . . 48.1(15) ?
O2C S1C C41C F3C . . . . -64.(2) ?
O1C S1C C41C F3C . . . . 55.(3) ?
N3C S1C C41C F3C . . . . 168.(2) ?
O2C S1C C41C F2C . . . . 54.1(16) ?
O1C S1C C41C F2C . . . . 173.(2) ?
N3C S1C C41C F2C . . . . -73.0(16) ?
O2C S1C N3C S2C . . . . 14.(2) ?
O1C S1C N3C S2C . . . . -116.(2) ?
C41C S1C N3C S2C . . . . 134.1(16) ?
S1C N3C S2C O3C . . . . 17.(2) ?
S1C N3C S2C O4C . . . . 154.8(19) ?
S1C N3C S2C C42C . . . . -98.5(17) ?
O3C S2C C42C F4C . . . . -172.6(18) ?
O4C S2C C42C F4C . . . . 57.(2) ?
N3C S2C C42C F4C . . . . -52.2(18) ?
O3C S2C C42C F6C . . . . 66.(2) ?
O4C S2C C42C F6C . . . . -65.(2) ?
N3C S2C C42C F6C . . . . -174.1(18) ?
O3C S2C C42C F5C . . . . -53.(2) ?
O4C S2C C42C F5C . . . . 176.8(19) ?
N3C S2C C42C F5C . . . . 67.7(18) ?
C3A N2A C1A N1A . . . . 0.6(3) ?
C21A N2A C1A N1A . . . . -172.0(2) ?
C3A N2A C1A B1A . . . . 179.2(2) ?
C21A N2A C1A B1A . . . . 6.6(4) ?
C2A N1A C1A N2A . . . . -0.3(3) ?
C11A N1A C1A N2A . . . . 177.4(2) ?
C2A N1A C1A B1A . . . . -179.0(2) ?
C11A N1A C1A B1A . . . . -1.3(4) ?
O1A B1A C1A N2A . . . . 22.7(4) ?
O1C B1A C1A N2A . . . . 30.7(17) ?
C31A B1A C1A N2A . . . . 139.7(3) ?
O1A B1A C1A N1A . . . . -158.9(3) ?
O1C B1A C1A N1A . . . . -151.0(17) ?
C31A B1A C1A N1A . . . . -42.0(3) ?
C1A N1A C2A C3A . . . . -0.2(3) ?
C11A N1A C2A C3A . . . . -177.9(2) ?
N1A C2A C3A N2A . . . . 0.5(3) ?
C1A N2A C3A C2A . . . . -0.7(3) ?
C21A N2A C3A C2A . . . . 172.4(2) ?
C1A N1A C11A C16A . . . . 104.8(3) ?
C2A N1A C11A C16A . . . . -77.8(3) ?
C1A N1A C11A C12A . . . . -76.0(3) ?
C2A N1A C11A C12A . . . . 101.4(3) ?
C16A C11A C12A C13A . . . . -3.4(4) ?
N1A C11A C12A C13A . . . . 177.5(2) ?
C16A C11A C12A C17A . . . . 175.9(2) ?
N1A C11A C12A C17A . . . . -3.2(4) ?
C11A C12A C13A C14A . . . . 1.2(4) ?
C17A C12A C13A C14A . . . . -178.2(2) ?
C12A C13A C14A C15A . . . . 1.3(4) ?
C12A C13A C14A C18A . . . . 180.0(3) ?
C13A C14A C15A C16A . . . . -1.7(4) ?
C18A C14A C15A C16A . . . . 179.7(3) ?
C12A C11A C16A C15A . . . . 3.1(4) ?
N1A C11A C16A C15A . . . . -177.8(2) ?
C12A C11A C16A C19A . . . . -175.9(2) ?
N1A C11A C16A C19A . . . . 3.2(4) ?
C14A C15A C16A C11A . . . . -0.4(4) ?
C14A C15A C16A C19A . . . . 178.5(3) ?
C1A N2A C21A C26A . . . . -102.7(3) ?
C3A N2A C21A C26A . . . . 85.5(3) ?
C1A N2A C21A C22A . . . . 80.3(3) ?
C3A N2A C21A C22A . . . . -91.5(3) ?
C26A C21A C22A C23A . . . . 1.7(4) ?
N2A C21A C22A C23A . . . . 178.5(2) ?
C26A C21A C22A C27A . . . . -178.6(3) ?
N2A C21A C22A C27A . . . . -1.8(4) ?
C21A C22A C23A C24A . . . . 0.1(4) ?
C27A C22A C23A C24A . . . . -179.5(3) ?
C22A C23A C24A C25A . . . . -1.3(4) ?
C22A C23A C24A C28A . . . . 177.6(3) ?
C23A C24A C25A C26A . . . . 0.8(4) ?
C28A C24A C25A C26A . . . . -178.1(3) ?
C22A C21A C26A C25A . . . . -2.2(4) ?
N2A C21A C26A C25A . . . . -179.0(2) ?
C22A C21A C26A C29A . . . . 179.8(3) ?
N2A C21A C26A C29A . . . . 3.0(4) ?
C24A C25A C26A C21A . . . . 0.9(4) ?
C24A C25A C26A C29A . . . . 178.9(3) ?
O1A B1A C31A C32A . . . . 52.4(3) ?
O1C B1A C31A C32A . . . . 50.5(9) ?
C1A B1A C31A C32A . . . . -63.1(3) ?
O1A B1A C31A C36A . . . . -126.0(3) ?
O1C B1A C31A C36A . . . . -127.9(9) ?
C1A B1A C31A C36A . . . . 118.5(3) ?
C36A C31A C32A F32A . . . . 180.0(2) ?
B1A C31A C32A F32A . . . . 1.4(4) ?
C36A C31A C32A C33A . . . . -0.9(4) ?
B1A C31A C32A C33A . . . . -179.4(2) ?
F32A C32A C33A F33A . . . . -0.7(4) ?
C31A C32A C33A F33A . . . . -179.9(2) ?
F32A C32A C33A C34A . . . . 178.8(2) ?
C31A C32A C33A C34A . . . . -0.4(4) ?
F33A C33A C34A F34A . . . . 0.5(4) ?
C32A C33A C34A F34A . . . . -179.0(2) ?
F33A C33A C34A C35A . . . . -179.4(2) ?
C32A C33A C34A C35A . . . . 1.1(4) ?
F34A C34A C35A F35A . . . . -0.3(4) ?
C33A C34A C35A F35A . . . . 179.6(2) ?
F34A C34A C35A C36A . . . . 179.7(2) ?
C33A C34A C35A C36A . . . . -0.4(4) ?
F35A C35A C36A F36A . . . . -0.5(4) ?
C34A C35A C36A F36A . . . . 179.6(2) ?
F35A C35A C36A C31A . . . . 179.0(2) ?
C34A C35A C36A C31A . . . . -1.0(4) ?
C32A C31A C36A F36A . . . . -179.0(2) ?
B1A C31A C36A F36A . . . . -0.5(4) ?
C32A C31A C36A C35A . . . . 1.6(4) ?
B1A C31A C36A C35A . . . . -179.9(2) ?
C1B B1B O1B S1B . . . . 164.2(2) ?
C31B B1B O1B S1B . . . . -72.1(4) ?
B1B O1B S1B O2B . . . . 77.7(4) ?
B1B O1B S1B N3B . . . . -57.3(3) ?
B1B O1B S1B C41B . . . . -170.0(3) ?
O2B S1B C41B F2B . . . . 64.3(3) ?
O1B S1B C41B F2B . . . . -55.1(3) ?
N3B S1B C41B F2B . . . . -167.2(2) ?
O2B S1B C41B F3B . . . . -55.3(3) ?
O1B S1B C41B F3B . . . . -174.7(3) ?
N3B S1B C41B F3B . . . . 73.2(3) ?
O2B S1B C41B F1B . . . . -174.9(3) ?
O1B S1B C41B F1B . . . . 65.7(3) ?
N3B S1B C41B F1B . . . . -46.4(3) ?
O2B S1B N3B S2B . . . . 32.4(3) ?
O1B S1B N3B S2B . . . . 166.07(19) ?
C41B S1B N3B S2B . . . . -89.5(2) ?
S1B N3B S2B O3B . . . . -120.1(2) ?
S1B N3B S2B O4B . . . . 18.6(3) ?
S1B N3B S2B C42B . . . . 129.9(2) ?
O3B S2B C42B F4B . . . . -50.3(3) ?
O4B S2B C42B F4B . . . . -178.2(2) ?
N3B S2B C42B F4B . . . . 63.5(3) ?
O3B S2B C42B F6B . . . . 70.0(3) ?
O4B S2B C42B F6B . . . . -57.8(3) ?
N3B S2B C42B F6B . . . . -176.2(2) ?
O3B S2B C42B F5B . . . . -170.4(3) ?
O4B S2B C42B F5B . . . . 61.8(3) ?
N3B S2B C42B F5B . . . . -56.6(3) ?
C1B B1B O1D S1D . . . . 150.(3) ?
C31B B1B O1D S1D . . . . -93.(3) ?
B1B O1D S1D O2D . . . . 70.(4) ?
B1B O1D S1D N3D . . . . -63.(3) ?
B1B O1D S1D C41D . . . . -180.(3) ?
O2D S1D C41D F1D . . . . -180.(2) ?
O1D S1D C41D F1D . . . . 60.(2) ?
N3D S1D C41D F1D . . . . -58.6(18) ?
O2D S1D C41D F2D . . . . 59.(2) ?
O1D S1D C41D F2D . . . . -61.(2) ?
N3D S1D C41D F2D . . . . 179.9(15) ?
O2D S1D C41D F3D . . . . -58.(2) ?
O1D S1D C41D F3D . . . . -177.5(19) ?
N3D S1D C41D F3D . . . . 63.6(17) ?
O2D S1D N3D S2D . . . . 23.(3) ?
O1D S1D N3D S2D . . . . 155.8(18) ?
C41D S1D N3D S2D . . . . -91.4(19) ?
S1D N3D S2D O3D . . . . 5.(3) ?
S1D N3D S2D O4D . . . . 148.(3) ?
S1D N3D S2D C42D . . . . -99.(2) ?
O3D S2D C42D F5D . . . . -170.(2) ?
O4D S2D C42D F5D . . . . 72.(3) ?
N3D S2D C42D F5D . . . . -52.(2) ?
O3D S2D C42D F4D . . . . -49.(2) ?
O4D S2D C42D F4D . . . . -168.(3) ?
N3D S2D C42D F4D . . . . 68.6(19) ?
O3D S2D C42D F6D . . . . 66.(2) ?
O4D S2D C42D F6D . . . . -52.(3) ?
N3D S2D C42D F6D . . . . -176.0(17) ?
C2B N1B C1B N2B . . . . -0.6(3) ?
C11B N1B C1B N2B . . . . 175.6(2) ?
C2B N1B C1B B1B . . . . 174.0(3) ?
C11B N1B C1B B1B . . . . -9.8(4) ?
C3B N2B C1B N1B . . . . 0.6(3) ?
C21B N2B C1B N1B . . . . -173.9(2) ?
C3B N2B C1B B1B . . . . -174.5(2) ?
C21B N2B C1B B1B . . . . 11.0(4) ?
O1B B1B C1B N1B . . . . 105.8(3) ?
C31B B1B C1B N1B . . . . -17.0(4) ?
O1D B1B C1B N1B . . . . 95.0(12) ?
O1B B1B C1B N2B . . . . -80.4(3) ?
C31B B1B C1B N2B . . . . 156.8(2) ?
O1D B1B C1B N2B . . . . -91.2(12) ?
C1B N1B C2B C3B . . . . 0.5(3) ?
C11B N1B C2B C3B . . . . -175.8(2) ?
N1B C2B C3B N2B . . . . -0.2(3) ?
C1B N2B C3B C2B . . . . -0.3(3) ?
C21B N2B C3B C2B . . . . 174.3(2) ?
C1B N1B C11B C16B . . . . 101.0(3) ?
C2B N1B C11B C16B . . . . -83.2(3) ?
C1B N1B C11B C12B . . . . -80.2(3) ?
C2B N1B C11B C12B . . . . 95.5(3) ?
C16B C11B C12B C13B . . . . -3.1(4) ?
N1B C11B C12B C13B . . . . 178.2(2) ?
C16B C11B C12B C17B . . . . 177.1(2) ?
N1B C11B C12B C17B . . . . -1.6(4) ?
C11B C12B C13B C14B . . . . 0.5(4) ?
C17B C12B C13B C14B . . . . -179.7(3) ?
C12B C13B C14B C15B . . . . 1.6(4) ?
C12B C13B C14B C18B . . . . -177.7(2) ?
C13B C14B C15B C16B . . . . -1.2(4) ?
C18B C14B C15B C16B . . . . 178.0(2) ?
C12B C11B C16B C15B . . . . 3.4(4) ?
N1B C11B C16B C15B . . . . -177.9(2) ?
C12B C11B C16B C19B . . . . -176.2(2) ?
N1B C11B C16B C19B . . . . 2.5(4) ?
C14B C15B C16B C11B . . . . -1.1(4) ?
C14B C15B C16B C19B . . . . 178.5(2) ?
C1B N2B C21B C26B . . . . -87.3(3) ?
C3B N2B C21B C26B . . . . 99.0(3) ?
C1B N2B C21B C22B . . . . 93.3(3) ?
C3B N2B C21B C22B . . . . -80.5(3) ?
C26B C21B C22B C23B . . . . 3.0(4) ?
N2B C21B C22B C23B . . . . -177.6(2) ?
C26B C21B C22B C27B . . . . -175.9(2) ?
N2B C21B C22B C27B . . . . 3.5(4) ?
C21B C22B C23B C24B . . . . -1.1(4) ?
C27B C22B C23B C24B . . . . 177.8(3) ?
C22B C23B C24B C25B . . . . -0.8(4) ?
C22B C23B C24B C28B . . . . -179.3(3) ?
C23B C24B C25B C26B . . . . 1.0(4) ?
C28B C24B C25B C26B . . . . 179.4(3) ?
C24B C25B C26B C21B . . . . 0.8(4) ?
C24B C25B C26B C29B . . . . -179.6(3) ?
C22B C21B C26B C25B . . . . -2.9(4) ?
N2B C21B C26B C25B . . . . 177.7(2) ?
C22B C21B C26B C29B . . . . 177.5(2) ?
N2B C21B C26B C29B . . . . -1.8(4) ?
O1B B1B C31B C32B . . . . -23.4(4) ?
C1B B1B C31B C32B . . . . 95.5(3) ?
O1D B1B C31B C32B . . . . -10.4(9) ?
O1B B1B C31B C36B . . . . 159.1(2) ?
C1B B1B C31B C36B . . . . -82.0(3) ?
O1D B1B C31B C36B . . . . 172.1(8) ?
C36B C31B C32B F32B . . . . 177.4(2) ?
B1B C31B C32B F32B . . . . -0.2(4) ?
C36B C31B C32B C33B . . . . -0.5(4) ?
B1B C31B C32B C33B . . . . -178.0(2) ?
F32B C32B C33B F33B . . . . 1.5(3) ?
C31B C32B C33B F33B . . . . 179.4(2) ?
F32B C32B C33B C34B . . . . -177.2(2) ?
C31B C32B C33B C34B . . . . 0.8(4) ?
F33B C33B C34B F34B . . . . 0.2(4) ?
C32B C33B C34B F34B . . . . 178.8(2) ?
F33B C33B C34B C35B . . . . -178.2(2) ?
C32B C33B C34B C35B . . . . 0.5(4) ?
F34B C34B C35B F35B . . . . -1.7(4) ?
C33B C34B C35B F35B . . . . 176.6(2) ?
F34B C34B C35B C36B . . . . 179.7(2) ?
C33B C34B C35B C36B . . . . -1.9(4) ?
F35B C35B C36B F36B . . . . 1.6(3) ?
C34B C35B C36B F36B . . . . -179.9(2) ?
F35B C35B C36B C31B . . . . -176.2(2) ?
C34B C35B C36B C31B . . . . 2.3(4) ?
C32B C31B C36B F36B . . . . -178.8(2) ?
B1B C31B C36B F36B . . . . -1.0(3) ?
C32B C31B C36B C35B . . . . -1.1(4) ?
B1B C31B C36B C35B . . . . 176.7(2) ?

####################################################################### 
# 
# 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_10b_erk10111
_database_code_depnum_ccdc_archive 'CCDC 2108146'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut WWU University of Muenster
Germany
;
_audit_update_record             
;
2022-03-04 deposited with the CCDC.	2022-04-18 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2019.11-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C30 H30 B F6 N2, C2 F6 N O4 S2'
_chemical_formula_sum            'C32 H30 B F12 N3 O4 S2'
_chemical_formula_iupac          ?
_chemical_formula_weight         823.52

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.1451(4)
_cell_length_b                   11.7175(3)
_cell_length_c                   21.6932(5)
_cell_angle_alpha                90
_cell_angle_beta                 94.299(2)
_cell_angle_gamma                90
_cell_volume                     3585.43(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8749
_cell_measurement_theta_min      3.1330
_cell_measurement_theta_max      66.5079
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.090
_exptl_crystal_density_diffrn    1.526
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1680

_exptl_absorpt_coefficient_mu    2.297
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption
correction. Reference: Krause, L., Herbst-Irmer, R., Sheldrick G.M.
& Stalke D., J. Appl. Cryst. 48 (2015) 3-10.
;
_exptl_absorpt_correction_T_min  0.65
_exptl_absorpt_correction_T_max  0.82

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Cu sealed tube'
_diffrn_source_type              'fine-focus sealed tube'
_diffrn_source_power             1.50
_diffrn_source_current           30.0
_diffrn_source_voltage           50

_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device       'Bruker APEXII Diffractometer'
_diffrn_measurement_device_type  'Kappa CCD APEXII'
_diffrn_measurement_method       'phi/omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            61186
_diffrn_reflns_av_R_equivalents  0.0894
_diffrn_reflns_av_unetI/netI     0.0454
_diffrn_reflns_theta_min         4.09
_diffrn_reflns_theta_max         66.70
_diffrn_reflns_theta_full        66.70
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_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.
;

_reflns_number_total             6315
_reflns_number_gt                5174
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0492
_refine_ls_R_factor_gt           0.0372
_refine_ls_wR_factor_gt          0.0860
_refine_ls_wR_factor_ref         0.0923
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.017
_refine_ls_number_reflns         6315
_refine_ls_number_parameters     494
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0355P)²+2.5937P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.324
_refine_diff_density_min         -0.399
_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'
F F 0.0727 0.0534 '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'
O O 0.0492 0.0322 '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       'Bruker APEX3 v2019.11-0 Photon III'
_computing_cell_refinement       'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 994)'
_computing_publication_material  ?

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 0.30384(16) 0.6426(2) 0.37655(10) 0.0158(5) Uani d . . . 1 . .
N N1 0.19277(11) 0.80200(13) 0.41996(7) 0.0129(3) Uani d . . . 1 . .
N N2 0.14454(11) 0.62951(14) 0.43312(7) 0.0135(3) Uani d . . . 1 . .
C C1 0.21548(13) 0.69100(16) 0.40980(8) 0.0132(4) Uani d . . . 1 . .
C C2 0.10915(14) 0.80886(17) 0.44760(9) 0.0168(4) Uani d . . . 1 . .
H H2 0.078014 0.876795 0.45879 0.02 Uiso calc U . R 1 . .
C C3 0.07908(14) 0.70069(17) 0.45601(9) 0.0173(4) Uani d . . . 1 . .
H H3 0.023042 0.678432 0.474379 0.021 Uiso calc U . R 1 . .
C C4 0.31283(15) 0.51319(17) 0.36231(10) 0.0212(5) Uani d . . . 1 . .
H H4A 0.318637 0.470205 0.401165 0.032 Uiso calc U . R 1 . .
H H4B 0.369189 0.500174 0.339607 0.032 Uiso calc U . R 1 . .
H H4C 0.256314 0.487612 0.337196 0.032 Uiso calc U . R 1 . .
C C11 0.24567(14) 0.90405(16) 0.40574(9) 0.0142(4) Uani d . . . 1 . .
C C12 0.31896(14) 0.94034(17) 0.44787(9) 0.0171(4) Uani d . . . 1 . .
C C13 0.36713(15) 1.03882(18) 0.43270(10) 0.0214(4) Uani d . . . 1 . .
H H13 0.418231 1.064929 0.460002 0.026 Uiso calc U . R 1 . .
C C14 0.34306(16) 1.10028(18) 0.37900(10) 0.0225(5) Uani d . . . 1 . .
C C15 0.26644(15) 1.06310(17) 0.34020(9) 0.0203(5) Uani d . . . 1 . .
H H15 0.248179 1.106097 0.304127 0.024 Uiso calc U . R 1 . .
C C16 0.21572(14) 0.96509(17) 0.35249(9) 0.0159(4) Uani d . . . 1 . .
C C17 0.34509(15) 0.88069(19) 0.50816(10) 0.0226(5) Uani d . . . 1 . .
H H17A 0.413594 0.866786 0.512274 0.034 Uiso calc U . R 1 . .
H H17B 0.311321 0.807747 0.509013 0.034 Uiso calc U . R 1 . .
H H17C 0.32739 0.928677 0.542453 0.034 Uiso calc U . R 1 . .
C C18 0.3985(2) 1.2046(2) 0.36291(12) 0.0364(6) Uani d . . . 1 . .
H H18A 0.400548 1.258622 0.397452 0.055 Uiso calc U . R 1 . .
H H18B 0.367761 1.240658 0.325896 0.055 Uiso calc U . R 1 . .
H H18C 0.463204 1.182196 0.354927 0.055 Uiso calc U . R 1 . .
C C19 0.13210(15) 0.92870(19) 0.31041(9) 0.0213(4) Uani d . . . 1 . .
H H19A 0.073413 0.951278 0.328423 0.032 Uiso calc U . R 1 . .
H H19B 0.133123 0.845622 0.305305 0.032 Uiso calc U . R 1 . .
H H19C 0.135156 0.965442 0.270025 0.032 Uiso calc U . R 1 . .
C C21 0.13542(13) 0.50600(16) 0.43738(8) 0.0133(4) Uani d . . . 1 . .
C C22 0.17886(14) 0.45118(17) 0.48925(9) 0.0157(4) Uani d . . . 1 . .
C C23 0.16873(14) 0.33324(17) 0.49248(9) 0.0166(4) Uani d . . . 1 . .
H H23 0.198504 0.293381 0.526791 0.02 Uiso calc U . R 1 . .
C C24 0.11614(14) 0.27205(17) 0.44680(9) 0.0167(4) Uani d . . . 1 . .
C C25 0.07268(14) 0.33084(17) 0.39676(9) 0.0163(4) Uani d . . . 1 . .
H H25 0.036664 0.289429 0.365522 0.02 Uiso calc U . R 1 . .
C C26 0.08044(13) 0.44850(17) 0.39115(9) 0.0149(4) Uani d . . . 1 . .
C C27 0.23365(16) 0.51540(18) 0.54042(9) 0.0222(5) Uani d . . . 1 . .
H H27A 0.247602 0.464369 0.57572 0.033 Uiso calc U . R 1 . .
H H27B 0.195826 0.580121 0.553196 0.033 Uiso calc U . R 1 . .
H H27C 0.293155 0.54349 0.525616 0.033 Uiso calc U . R 1 . .
C C28 0.10496(15) 0.14455(17) 0.45249(10) 0.0211(5) Uani d . . . 1 . .
H H28A 0.065444 0.115761 0.41681 0.032 Uiso calc U . R 1 . .
H H28B 0.0747 0.126871 0.490542 0.032 Uiso calc U . R 1 . .
H H28C 0.16746 0.108167 0.453817 0.032 Uiso calc U . R 1 . .
C C29 0.02906(15) 0.51014(18) 0.33761(9) 0.0215(5) Uani d . . . 1 . .
H H29A 0.028343 0.462312 0.300518 0.032 Uiso calc U . R 1 . .
H H29B 0.061638 0.582106 0.330193 0.032 Uiso calc U . R 1 . .
H H29C -0.036198 0.52608 0.34731 0.032 Uiso calc U . R 1 . .
C C31 0.38556(14) 0.72718(17) 0.35891(9) 0.0165(4) Uani d . . . 1 . .
C C32 0.47550(14) 0.72778(18) 0.39114(10) 0.0213(5) Uani d . . . 1 . .
C C33 0.54806(16) 0.7982(2) 0.37393(12) 0.0290(5) Uani d . . . 1 . .
H H33 0.607786 0.797374 0.397086 0.035 Uiso calc U . R 1 . .
C C34 0.53389(15) 0.8693(2) 0.32351(12) 0.0297(5) Uani d . . . 1 . .
H H34 0.58326 0.917887 0.311837 0.036 Uiso calc U . R 1 . .
C C35 0.44645(15) 0.86879(18) 0.29005(10) 0.0211(5) Uani d . . . 1 . .
C C36 0.37349(14) 0.79890(17) 0.30735(9) 0.0169(4) Uani d . . . 1 . .
H H36 0.314213 0.799881 0.283668 0.02 Uiso calc U . R 1 . .
C C37 0.49657(15) 0.6488(2) 0.44424(11) 0.0272(5) Uani d . . . 1 . .
F F1 0.55955(11) 0.69074(14) 0.48724(7) 0.0447(4) Uani d . . . 1 . .
F F2 0.53104(10) 0.54808(12) 0.42679(6) 0.0380(3) Uani d . . . 1 . .
F F3 0.41788(9) 0.62360(12) 0.47343(6) 0.0304(3) Uani d . . . 1 . .
C C38 0.43186(17) 0.94197(19) 0.23318(11) 0.0276(5) Uani d . . . 1 . .
F F4 0.47507(12) 1.04305(12) 0.24029(7) 0.0449(4) Uani d . . . 1 . .
F F5 0.46717(11) 0.89250(12) 0.18407(6) 0.0414(4) Uani d . . . 1 . .
F F6 0.34052(9) 0.96304(11) 0.21674(6) 0.0322(3) Uani d . . . 1 . .
S S1 0.15430(4) 0.62255(4) 0.20454(2) 0.01766(12) Uani d . . . 1 . .
S S2 0.16956(3) 0.42284(4) 0.13535(2) 0.01950(13) Uani d . . . 1 . .
O O1 0.19513(11) 0.65959(13) 0.26353(6) 0.0240(3) Uani d . . . 1 . .
O O2 0.05370(10) 0.62307(12) 0.19401(6) 0.0218(3) Uani d . . . 1 . .
O O3 0.24277(10) 0.39367(13) 0.09637(7) 0.0258(3) Uani d . . . 1 . .
O O4 0.07629(10) 0.44088(14) 0.10739(7) 0.0293(4) Uani d . . . 1 . .
N N3 0.20794(13) 0.51281(15) 0.18501(9) 0.0253(4) Uani d . . . 1 . .
C C5 0.19457(16) 0.72920(19) 0.15058(9) 0.0227(5) Uani d . . . 1 . .
F F7 0.16175(10) 0.83168(10) 0.16485(6) 0.0315(3) Uani d . . . 1 . .
F F8 0.28815(9) 0.73482(12) 0.15252(6) 0.0325(3) Uani d . . . 1 . .
F F9 0.16192(10) 0.70428(12) 0.09293(5) 0.0321(3) Uani d . . . 1 . .
C C6 0.16060(18) 0.2973(2) 0.18413(12) 0.0326(6) Uani d . . . 1 . .
F F10 0.24273(12) 0.27324(13) 0.21486(8) 0.0500(4) Uani d . . . 1 . .
F F11 0.09555(12) 0.31077(14) 0.22435(7) 0.0517(4) Uani d . . . 1 . .
F F12 0.13574(14) 0.20764(13) 0.14848(8) 0.0568(5) 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 C4 . 1.555(3) ?
B1 C31 . 1.591(3) ?
B1 C1 . 1.594(3) ?
N1 C1 . 1.362(2) ?
N1 C2 . 1.368(2) ?
N1 C11 . 1.456(2) ?
N2 C1 . 1.363(2) ?
N2 C3 . 1.367(3) ?
N2 C21 . 1.457(2) ?
C2 C3 . 1.354(3) ?
C2 H2 . 0.95 ?
C3 H3 . 0.95 ?
C4 H4A . 0.98 ?
C4 H4B . 0.98 ?
C4 H4C . 0.98 ?
C11 C12 . 1.396(3) ?
C11 C16 . 1.397(3) ?
C12 C13 . 1.392(3) ?
C12 C17 . 1.504(3) ?
C13 C14 . 1.390(3) ?
C13 H13 . 0.95 ?
C14 C15 . 1.391(3) ?
C14 C18 . 1.507(3) ?
C15 C16 . 1.390(3) ?
C15 H15 . 0.95 ?
C16 C19 . 1.501(3) ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C21 C26 . 1.396(3) ?
C21 C22 . 1.397(3) ?
C22 C23 . 1.392(3) ?
C22 C27 . 1.507(3) ?
C23 C24 . 1.392(3) ?
C23 H23 . 0.95 ?
C24 C25 . 1.390(3) ?
C24 C28 . 1.508(3) ?
C25 C26 . 1.389(3) ?
C25 H25 . 0.95 ?
C26 C29 . 1.507(3) ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
C29 H29A . 0.98 ?
C29 H29B . 0.98 ?
C29 H29C . 0.98 ?
C31 C36 . 1.399(3) ?
C31 C32 . 1.405(3) ?
C32 C33 . 1.390(3) ?
C32 C37 . 1.490(3) ?
C33 C34 . 1.377(4) ?
C33 H33 . 0.95 ?
C34 C35 . 1.386(3) ?
C34 H34 . 0.95 ?
C35 C36 . 1.391(3) ?
C35 C38 . 1.504(3) ?
C36 H36 . 0.95 ?
C37 F1 . 1.334(3) ?
C37 F2 . 1.342(3) ?
C37 F3 . 1.354(3) ?
C38 F4 . 1.336(3) ?
C38 F6 . 1.337(3) ?
C38 F5 . 1.342(3) ?
S1 O2 . 1.4242(15) ?
S1 O1 . 1.4313(15) ?
S1 N3 . 1.5675(19) ?
S1 C5 . 1.832(2) ?
S2 O4 . 1.4259(16) ?
S2 O3 . 1.4268(15) ?
S2 N3 . 1.5745(19) ?
S2 C6 . 1.822(2) ?
C5 F8 . 1.323(3) ?
C5 F7 . 1.332(3) ?
C5 F9 . 1.333(2) ?
C6 F11 . 1.324(3) ?
C6 F10 . 1.326(3) ?
C6 F12 . 1.336(3) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C4 B1 C31 . . 119.22(17) ?
C4 B1 C1 . . 121.04(17) ?
C31 B1 C1 . . 119.72(17) ?
C1 N1 C2 . . 110.44(16) ?
C1 N1 C11 . . 128.25(15) ?
C2 N1 C11 . . 121.31(16) ?
C1 N2 C3 . . 110.48(16) ?
C1 N2 C21 . . 128.31(15) ?
C3 N2 C21 . . 121.17(15) ?
N1 C1 N2 . . 104.82(15) ?
N1 C1 B1 . . 128.01(17) ?
N2 C1 B1 . . 127.16(17) ?
C3 C2 N1 . . 107.15(17) ?
C3 C2 H2 . . 126.4 ?
N1 C2 H2 . . 126.4 ?
C2 C3 N2 . . 107.11(16) ?
C2 C3 H3 . . 126.4 ?
N2 C3 H3 . . 126.4 ?
B1 C4 H4A . . 109.5 ?
B1 C4 H4B . . 109.5 ?
H4A C4 H4B . . 109.5 ?
B1 C4 H4C . . 109.5 ?
H4A C4 H4C . . 109.5 ?
H4B C4 H4C . . 109.5 ?
C12 C11 C16 . . 123.34(18) ?
C12 C11 N1 . . 118.67(17) ?
C16 C11 N1 . . 117.83(17) ?
C13 C12 C11 . . 116.77(18) ?
C13 C12 C17 . . 119.86(19) ?
C11 C12 C17 . . 123.35(18) ?
C14 C13 C12 . . 122.3(2) ?
C14 C13 H13 . . 118.9 ?
C12 C13 H13 . . 118.9 ?
C13 C14 C15 . . 118.39(19) ?
C13 C14 C18 . . 121.0(2) ?
C15 C14 C18 . . 120.6(2) ?
C16 C15 C14 . . 122.16(19) ?
C16 C15 H15 . . 118.9 ?
C14 C15 H15 . . 118.9 ?
C15 C16 C11 . . 116.91(19) ?
C15 C16 C19 . . 120.83(18) ?
C11 C16 C19 . . 122.26(18) ?
C12 C17 H17A . . 109.5 ?
C12 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C12 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C14 C18 H18A . . 109.5 ?
C14 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C14 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C16 C19 H19A . . 109.5 ?
C16 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C16 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C26 C21 C22 . . 122.99(18) ?
C26 C21 N2 . . 118.77(17) ?
C22 C21 N2 . . 118.17(17) ?
C23 C22 C21 . . 117.15(18) ?
C23 C22 C27 . . 120.54(18) ?
C21 C22 C27 . . 122.31(18) ?
C22 C23 C24 . . 121.80(19) ?
C22 C23 H23 . . 119.1 ?
C24 C23 H23 . . 119.1 ?
C25 C24 C23 . . 118.82(18) ?
C25 C24 C28 . . 120.80(19) ?
C23 C24 C28 . . 120.36(18) ?
C26 C25 C24 . . 121.82(19) ?
C26 C25 H25 . . 119.1 ?
C24 C25 H25 . . 119.1 ?
C25 C26 C21 . . 117.36(18) ?
C25 C26 C29 . . 120.42(18) ?
C21 C26 C29 . . 122.20(18) ?
C22 C27 H27A . . 109.5 ?
C22 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C22 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C24 C28 H28A . . 109.5 ?
C24 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C24 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C26 C29 H29A . . 109.5 ?
C26 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
C26 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
C36 C31 C32 . . 116.52(18) ?
C36 C31 B1 . . 121.27(18) ?
C32 C31 B1 . . 122.05(18) ?
C33 C32 C31 . . 121.9(2) ?
C33 C32 C37 . . 117.9(2) ?
C31 C32 C37 . . 120.18(18) ?
C34 C33 C32 . . 120.4(2) ?
C34 C33 H33 . . 119.8 ?
C32 C33 H33 . . 119.8 ?
C33 C34 C35 . . 119.0(2) ?
C33 C34 H34 . . 120.5 ?
C35 C34 H34 . . 120.5 ?
C34 C35 C36 . . 120.8(2) ?
C34 C35 C38 . . 119.29(19) ?
C36 C35 C38 . . 119.9(2) ?
C35 C36 C31 . . 121.4(2) ?
C35 C36 H36 . . 119.3 ?
C31 C36 H36 . . 119.3 ?
F1 C37 F2 . . 106.47(18) ?
F1 C37 F3 . . 106.41(18) ?
F2 C37 F3 . . 105.60(18) ?
F1 C37 C32 . . 113.3(2) ?
F2 C37 C32 . . 112.58(18) ?
F3 C37 C32 . . 111.91(18) ?
F4 C38 F6 . . 106.95(18) ?
F4 C38 F5 . . 106.28(17) ?
F6 C38 F5 . . 106.12(19) ?
F4 C38 C35 . . 112.2(2) ?
F6 C38 C35 . . 113.23(17) ?
F5 C38 C35 . . 111.63(18) ?
O2 S1 O1 . . 118.26(9) ?
O2 S1 N3 . . 117.27(9) ?
O1 S1 N3 . . 108.62(10) ?
O2 S1 C5 . . 104.45(9) ?
O1 S1 C5 . . 103.91(9) ?
N3 S1 C5 . . 101.94(10) ?
O4 S2 O3 . . 118.23(9) ?
O4 S2 N3 . . 116.89(9) ?
O3 S2 N3 . . 109.73(10) ?
O4 S2 C6 . . 105.33(11) ?
O3 S2 C6 . . 103.66(10) ?
N3 S2 C6 . . 100.28(11) ?
S1 N3 S2 . . 125.82(12) ?
F8 C5 F7 . . 108.25(18) ?
F8 C5 F9 . . 108.44(16) ?
F7 C5 F9 . . 108.25(18) ?
F8 C5 S1 . . 111.84(15) ?
F7 C5 S1 . . 109.63(13) ?
F9 C5 S1 . . 110.34(15) ?
F11 C6 F10 . . 108.7(2) ?
F11 C6 F12 . . 108.0(2) ?
F10 C6 F12 . . 107.8(2) ?
F11 C6 S2 . . 111.65(17) ?
F10 C6 S2 . . 111.57(16) ?
F12 C6 S2 . . 109.00(17) ?

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
C2 N1 C1 N2 . . . . -1.2(2) ?
C11 N1 C1 N2 . . . . 178.13(17) ?
C2 N1 C1 B1 . . . . 177.40(19) ?
C11 N1 C1 B1 . . . . -3.2(3) ?
C3 N2 C1 N1 . . . . 1.0(2) ?
C21 N2 C1 N1 . . . . -176.61(17) ?
C3 N2 C1 B1 . . . . -177.60(18) ?
C21 N2 C1 B1 . . . . 4.8(3) ?
C4 B1 C1 N1 . . . . -173.06(19) ?
C31 B1 C1 N1 . . . . 8.4(3) ?
C4 B1 C1 N2 . . . . 5.3(3) ?
C31 B1 C1 N2 . . . . -173.31(18) ?
C1 N1 C2 C3 . . . . 1.0(2) ?
C11 N1 C2 C3 . . . . -178.44(17) ?
N1 C2 C3 N2 . . . . -0.3(2) ?
C1 N2 C3 C2 . . . . -0.5(2) ?
C21 N2 C3 C2 . . . . 177.37(17) ?
C1 N1 C11 C12 . . . . -83.9(2) ?
C2 N1 C11 C12 . . . . 95.4(2) ?
C1 N1 C11 C16 . . . . 100.5(2) ?
C2 N1 C11 C16 . . . . -80.2(2) ?
C16 C11 C12 C13 . . . . -4.2(3) ?
N1 C11 C12 C13 . . . . -179.46(17) ?
C16 C11 C12 C17 . . . . 173.97(18) ?
N1 C11 C12 C17 . . . . -1.3(3) ?
C11 C12 C13 C14 . . . . 1.3(3) ?
C17 C12 C13 C14 . . . . -176.97(19) ?
C12 C13 C14 C15 . . . . 1.8(3) ?
C12 C13 C14 C18 . . . . -178.1(2) ?
C13 C14 C15 C16 . . . . -2.1(3) ?
C18 C14 C15 C16 . . . . 177.8(2) ?
C14 C15 C16 C11 . . . . -0.6(3) ?
C14 C15 C16 C19 . . . . 178.67(18) ?
C12 C11 C16 C15 . . . . 3.9(3) ?
N1 C11 C16 C15 . . . . 179.17(16) ?
C12 C11 C16 C19 . . . . -175.37(18) ?
N1 C11 C16 C19 . . . . -0.1(3) ?
C1 N2 C21 C26 . . . . -96.4(2) ?
C3 N2 C21 C26 . . . . 86.2(2) ?
C1 N2 C21 C22 . . . . 86.5(2) ?
C3 N2 C21 C22 . . . . -90.9(2) ?
C26 C21 C22 C23 . . . . 2.6(3) ?
N2 C21 C22 C23 . . . . 179.64(16) ?
C26 C21 C22 C27 . . . . -176.64(17) ?
N2 C21 C22 C27 . . . . 0.4(3) ?
C21 C22 C23 C24 . . . . -1.2(3) ?
C27 C22 C23 C24 . . . . 178.05(17) ?
C22 C23 C24 C25 . . . . -0.1(3) ?
C22 C23 C24 C28 . . . . -178.71(17) ?
C23 C24 C25 C26 . . . . 0.1(3) ?
C28 C24 C25 C26 . . . . 178.72(17) ?
C24 C25 C26 C21 . . . . 1.2(3) ?
C24 C25 C26 C29 . . . . -177.46(17) ?
C22 C21 C26 C25 . . . . -2.6(3) ?
N2 C21 C26 C25 . . . . -179.60(16) ?
C22 C21 C26 C29 . . . . 176.02(17) ?
N2 C21 C26 C29 . . . . -1.0(3) ?
C4 B1 C31 C36 . . . . 104.0(2) ?
C1 B1 C31 C36 . . . . -77.4(2) ?
C4 B1 C31 C32 . . . . -71.1(3) ?
C1 B1 C31 C32 . . . . 107.5(2) ?
C36 C31 C32 C33 . . . . 1.8(3) ?
B1 C31 C32 C33 . . . . 177.1(2) ?
C36 C31 C32 C37 . . . . -176.19(18) ?
B1 C31 C32 C37 . . . . -0.9(3) ?
C31 C32 C33 C34 . . . . -0.9(3) ?
C37 C32 C33 C34 . . . . 177.1(2) ?
C32 C33 C34 C35 . . . . -0.4(3) ?
C33 C34 C35 C36 . . . . 0.8(3) ?
C33 C34 C35 C38 . . . . -177.1(2) ?
C34 C35 C36 C31 . . . . 0.1(3) ?
C38 C35 C36 C31 . . . . 178.06(18) ?
C32 C31 C36 C35 . . . . -1.4(3) ?
B1 C31 C36 C35 . . . . -176.76(18) ?
C33 C32 C37 F1 . . . . 32.6(3) ?
C31 C32 C37 F1 . . . . -149.33(19) ?
C33 C32 C37 F2 . . . . -88.3(2) ?
C31 C32 C37 F2 . . . . 89.8(2) ?
C33 C32 C37 F3 . . . . 152.9(2) ?
C31 C32 C37 F3 . . . . -29.0(3) ?
C34 C35 C38 F4 . . . . -38.6(3) ?
C36 C35 C38 F4 . . . . 143.42(19) ?
C34 C35 C38 F6 . . . . -159.8(2) ?
C36 C35 C38 F6 . . . . 22.3(3) ?
C34 C35 C38 F5 . . . . 80.5(3) ?
C36 C35 C38 F5 . . . . -97.4(2) ?
O2 S1 N3 S2 . . . . 22.87(19) ?
O1 S1 N3 S2 . . . . 160.24(13) ?
C5 S1 N3 S2 . . . . -90.46(16) ?
O4 S2 N3 S1 . . . . -2.4(2) ?
O3 S2 N3 S1 . . . . 135.75(14) ?
C6 S2 N3 S1 . . . . -115.59(16) ?
O2 S1 C5 F8 . . . . -176.77(14) ?
O1 S1 C5 F8 . . . . 58.65(16) ?
N3 S1 C5 F8 . . . . -54.22(16) ?
O2 S1 C5 F7 . . . . 63.16(17) ?
O1 S1 C5 F7 . . . . -61.41(17) ?
N3 S1 C5 F7 . . . . -174.29(15) ?
O2 S1 C5 F9 . . . . -55.97(16) ?
O1 S1 C5 F9 . . . . 179.45(14) ?
N3 S1 C5 F9 . . . . 66.58(16) ?
O4 S2 C6 F11 . . . . -56.0(2) ?
O3 S2 C6 F11 . . . . 179.17(17) ?
N3 S2 C6 F11 . . . . 65.8(2) ?
O4 S2 C6 F10 . . . . -177.79(16) ?
O3 S2 C6 F10 . . . . 57.37(19) ?
N3 S2 C6 F10 . . . . -56.03(18) ?
O4 S2 C6 F12 . . . . 63.24(19) ?
O3 S2 C6 F12 . . . . -61.59(19) ?
N3 S2 C6 F12 . . . . -175.00(17) ?

####################################################################### 
# 
# 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_11b_erk10031
_database_code_depnum_ccdc_archive 'CCDC 2108148'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut WWU University of Muenster
Germany
;
_audit_update_record             
;
2022-03-04 deposited with the CCDC.	2022-04-18 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2019.11-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H29 B F6 N2 S'
_chemical_formula_iupac          ?
_chemical_formula_weight         574.42

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 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                   9.5906(3)
_cell_length_b                   20.3447(6)
_cell_length_c                   14.5376(4)
_cell_angle_alpha                90
_cell_angle_beta                 101.3110(10)
_cell_angle_gamma                90
_cell_volume                     2781.45(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8049
_cell_measurement_theta_min      2.3490
_cell_measurement_theta_max      26.6857
_cell_measurement_temperature    101.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.222
_exptl_crystal_size_mid          0.072
_exptl_crystal_size_min          0.064
_exptl_crystal_density_diffrn    1.372
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1192

_exptl_absorpt_coefficient_mu    0.180
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption
correction. Reference: Krause, L., Herbst-Irmer, R., Sheldrick G.M.
& Stalke D., J. Appl. Cryst. 48 (2015) 3-10.
;
_exptl_absorpt_correction_T_min  0.78
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      101.(2)

_diffrn_source                   MoK\a
_diffrn_source_type              'micro focus tube'
_diffrn_source_power             0.05
_diffrn_source_current           1.0
_diffrn_source_voltage           50

_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device       'Bruker D8 Venture Photon III Diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'phi/omega scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            44061
_diffrn_reflns_av_R_equivalents  0.0834
_diffrn_reflns_av_unetI/netI     0.0441
_diffrn_reflns_theta_min         2.35
_diffrn_reflns_theta_max         26.73
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_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.

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

_reflns_number_total             5898
_reflns_number_gt                4507
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0658
_refine_ls_R_factor_gt           0.0457
_refine_ls_wR_factor_gt          0.1084
_refine_ls_wR_factor_ref         0.1210
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.091
_refine_ls_number_reflns         5898
_refine_ls_number_parameters     424
_refine_ls_number_restraints     151
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0487P)²+1.9100P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.739
_refine_diff_density_min         -0.390
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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

_computing_data_collection       'Bruker APEX3 v2019.11-0 Photon III'
_computing_cell_refinement       'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 994)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N N1 0.70334(17) 0.31681(8) 0.61048(11) 0.0209(3) Uani d . . . 1.0 . .
N N2 0.58446(18) 0.24126(8) 0.66554(11) 0.0213(4) Uani d . . . 1.0 . .
S S1 0.36219(6) 0.33321(2) 0.44162(4) 0.02583(14) Uani d . . . 1.0 . .
B B1 0.4929(2) 0.26212(10) 0.48446(15) 0.0189(4) Uani d . . . 1.0 . .
C C1 0.5918(2) 0.27480(9) 0.58543(13) 0.0197(4) Uani d . . . 1.0 . .
C C2 0.7643(2) 0.30835(10) 0.70466(14) 0.0275(5) Uani d . . . 1.0 . .
H H2 0.843856 0.331599 0.738664 0.033 Uiso calc U . R 1.0 . .
C C3 0.6905(2) 0.26143(10) 0.73880(14) 0.0275(5) Uani d . . . 1.0 . .
H H3 0.707648 0.245179 0.801267 0.033 Uiso calc U . R 1.0 . .
C C4 0.5159(2) 0.30169(10) 0.39554(13) 0.0237(4) Uani d . . . 1.0 . .
H H4A 0.494687 0.278349 0.334638 0.028 Uiso calc U . R 1.0 . .
H H4B 0.600906 0.330302 0.403331 0.028 Uiso calc U . R 1.0 . .
C C11 0.7419(2) 0.37168(9) 0.55650(14) 0.0219(4) Uani d . . . 1.0 . .
C C12 0.6808(2) 0.43282(10) 0.56982(14) 0.0243(4) Uani d . . . 1.0 . .
C C13 0.7155(2) 0.48586(10) 0.51826(15) 0.0278(5) Uani d . . . 1.0 . .
H H13 0.675326 0.527695 0.525956 0.033 Uiso calc U . R 1.0 . .
C C14 0.8078(2) 0.47931(10) 0.45553(15) 0.0284(5) Uani d . . . 1.0 . .
C C15 0.8703(2) 0.41851(10) 0.44801(15) 0.0276(5) Uani d . . . 1.0 . .
H H15 0.93569 0.414021 0.407062 0.033 Uiso calc U . R 1.0 . .
C C16 0.8403(2) 0.36378(10) 0.49863(14) 0.0247(4) Uani d . . . 1.0 . .
C C17 0.5824(2) 0.44186(10) 0.63771(16) 0.0306(5) Uani d . . . 1.0 . .
H H17A 0.553523 0.488054 0.637924 0.046 Uiso calc U . R 1.0 . .
H H17B 0.631574 0.429209 0.700816 0.046 Uiso calc U . R 1.0 . .
H H17C 0.498039 0.414198 0.618617 0.046 Uiso calc U . R 1.0 . .
C C18 0.8371(3) 0.53712(11) 0.39670(17) 0.0360(5) Uani d . . . 1.0 . .
H H18A 0.929366 0.531048 0.378428 0.054 Uiso calc U . R 1.0 . .
H H18B 0.838823 0.577685 0.433254 0.054 Uiso calc U . R 1.0 . .
H H18C 0.762253 0.540075 0.340314 0.054 Uiso calc U . R 1.0 . .
C C19 0.9114(2) 0.29914(10) 0.48741(17) 0.0323(5) Uani d . . . 1.0 . .
H H19A 0.921258 0.273875 0.545721 0.049 Uiso calc U . R 1.0 . .
H H19B 1.005706 0.307191 0.473222 0.049 Uiso calc U . R 1.0 . .
H H19C 0.85357 0.274261 0.435965 0.049 Uiso calc U . R 1.0 . .
C C21 0.4693(2) 0.19822(10) 0.67956(13) 0.0233(4) Uani d . . . 1.0 . .
C C22 0.3392(2) 0.22670(10) 0.68544(13) 0.0258(4) Uani d . . . 1.0 . .
C C23 0.2287(3) 0.18538(11) 0.69734(15) 0.0303(5) Uani d . . . 1.0 . .
H H23 0.139017 0.203982 0.70069 0.036 Uiso calc U . R 1.0 . .
C C24 0.2458(3) 0.11755(11) 0.70448(14) 0.0308(5) Uani d . . . 1.0 . .
C C25 0.3787(3) 0.09160(10) 0.70241(14) 0.0303(5) Uani d . . . 1.0 . .
H H25 0.391679 0.045409 0.708637 0.036 Uiso calc U . R 1.0 . .
C C26 0.4948(2) 0.13070(10) 0.69149(14) 0.0264(4) Uani d . . . 1.0 . .
C C27 0.3153(3) 0.30009(10) 0.67904(16) 0.0319(5) Uani d . . . 1.0 . .
H H27A 0.220704 0.310304 0.691134 0.048 Uiso calc U . R 1.0 . .
H H27B 0.322076 0.315336 0.616114 0.048 Uiso calc U . R 1.0 . .
H H27C 0.387708 0.322231 0.725712 0.048 Uiso calc U . R 1.0 . .
C C28 0.1235(3) 0.07427(13) 0.71759(17) 0.0397(6) Uani d . . . 1.0 . .
H H28A 0.132689 0.031173 0.689237 0.059 Uiso calc U . R 1.0 . .
H H28B 0.033637 0.094659 0.687312 0.059 Uiso calc U . R 1.0 . .
H H28C 0.124845 0.068834 0.784734 0.059 Uiso calc U . R 1.0 . .
C C29 0.6390(3) 0.10099(11) 0.69529(16) 0.0327(5) Uani d . . . 1.0 . .
H H29A 0.67004 0.109475 0.636062 0.049 Uiso calc U . R 1.0 . .
H H29B 0.634177 0.053452 0.705131 0.049 Uiso calc U . R 1.0 . .
H H29C 0.706972 0.120626 0.74716 0.049 Uiso calc U . R 1.0 . .
C C31 0.4267(2) 0.18858(9) 0.46549(12) 0.0180(4) Uani d . . . 1.0 . .
C C32 0.5030(2) 0.13320(9) 0.44347(13) 0.0203(4) Uani d . . . 1.0 . .
C C33 0.4387(2) 0.07166(10) 0.42306(15) 0.0254(4) Uani d . . . 1.0 . .
H H33 0.493721 0.035459 0.409308 0.03 Uiso calc U . R 1.0 . .
C C34 0.2962(2) 0.06342(10) 0.42284(15) 0.0265(4) Uani d . . . 1.0 . .
H H34 0.252437 0.021713 0.409373 0.032 Uiso calc U . R 1.0 . .
C C35 0.2178(2) 0.11688(10) 0.44256(14) 0.0226(4) Uani d . . . 1.0 . .
C C36 0.2824(2) 0.17771(9) 0.46390(13) 0.0186(4) Uani d . . . 1.0 . .
H H36 0.226 0.213333 0.477961 0.022 Uiso calc U . R 1.0 . .
C C37 0.6563(2) 0.13888(10) 0.43682(16) 0.0277(5) Uani d . . . 1.0 . .
F F1 0.73433(12) 0.17164(6) 0.50884(9) 0.0328(3) Uani d . . . 1.0 . .
F F2 0.71939(14) 0.08017(7) 0.43465(12) 0.0466(4) Uani d . . . 1.0 . .
F F3 0.67328(15) 0.17073(8) 0.35910(10) 0.0461(4) Uani d . . . 1.0 . .
C C38 0.0623(2) 0.10871(11) 0.43815(16) 0.0319(5) Uani d U . D 1.0 . .
F F4 0.0413(5) 0.0509(2) 0.4902(4) 0.0382(10) Uani d U P D 0.461(3) A 1
F F5 0.0071(6) 0.1542(2) 0.4845(6) 0.0563(18) Uani d U P D 0.461(3) A 1
F F6 -0.0085(8) 0.0974(4) 0.3568(4) 0.0491(19) Uani d U P D 0.461(3) A 1
F F4A 0.0235(4) 0.0898(4) 0.5099(3) 0.0554(13) Uani d U P D 0.455(3) A 2
F F5A -0.0110(4) 0.16821(16) 0.4098(5) 0.0441(11) Uani d U P D 0.455(3) A 2
F F6A 0.0006(9) 0.0701(3) 0.3649(5) 0.0403(16) Uani d U P D 0.455(3) A 2
F F4B 0.029(3) 0.1372(13) 0.5148(11) 0.025(4) Uani d U P D 0.084(3) A 3
F F5B -0.020(2) 0.1427(15) 0.3703(14) 0.045(5) Uani d U P D 0.084(3) A 3
F F6B 0.018(3) 0.0476(7) 0.441(2) 0.056(6) Uani d U P D 0.084(3) A 3


_geom_special_details            
;

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 C1 . 1.362(2) ?
N1 C2 . 1.390(2) ?
N1 C11 . 1.454(2) ?
N2 C1 . 1.363(2) ?
N2 C3 . 1.383(3) ?
N2 C21 . 1.455(3) ?
S1 C4 . 1.850(2) ?
S1 B1 . 1.935(2) ?
B1 C4 . 1.575(3) ?
B1 C1 . 1.605(3) ?
B1 C31 . 1.627(3) ?
C2 C3 . 1.340(3) ?
C2 H2 . 0.95 ?
C3 H3 . 0.95 ?
C4 H4A . 0.99 ?
C4 H4B . 0.99 ?
C11 C16 . 1.391(3) ?
C11 C12 . 1.404(3) ?
C12 C13 . 1.391(3) ?
C12 C17 . 1.505(3) ?
C13 C14 . 1.396(3) ?
C13 H13 . 0.95 ?
C14 C15 . 1.388(3) ?
C14 C18 . 1.513(3) ?
C15 C16 . 1.395(3) ?
C15 H15 . 0.95 ?
C16 C19 . 1.505(3) ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C21 C22 . 1.393(3) ?
C21 C26 . 1.400(3) ?
C22 C23 . 1.390(3) ?
C22 C27 . 1.511(3) ?
C23 C24 . 1.391(3) ?
C23 H23 . 0.95 ?
C24 C25 . 1.385(3) ?
C24 C28 . 1.508(3) ?
C25 C26 . 1.403(3) ?
C25 H25 . 0.95 ?
C26 C29 . 1.501(3) ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
C29 H29A . 0.98 ?
C29 H29B . 0.98 ?
C29 H29C . 0.98 ?
C31 C36 . 1.398(3) ?
C31 C32 . 1.414(3) ?
C32 C33 . 1.402(3) ?
C32 C37 . 1.497(3) ?
C33 C34 . 1.376(3) ?
C33 H33 . 0.95 ?
C34 C35 . 1.384(3) ?
C34 H34 . 0.95 ?
C35 C36 . 1.391(3) ?
C35 C38 . 1.490(3) ?
C36 H36 . 0.95 ?
C37 F1 . 1.339(2) ?
C37 F3 . 1.340(3) ?
C37 F2 . 1.342(2) ?
C38 F4A . 1.236(4) ?
C38 F6 . 1.264(6) ?
C38 F5 . 1.316(4) ?
C38 F6B . 1.317(12) ?
C38 F5B . 1.328(12) ?
C38 F4B . 1.349(13) ?
C38 F6A . 1.362(6) ?
C38 F5A . 1.420(4) ?
C38 F4 . 1.434(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
C1 N1 C2 . . 110.01(16) ?
C1 N1 C11 . . 127.40(16) ?
C2 N1 C11 . . 121.63(16) ?
C1 N2 C3 . . 110.86(17) ?
C1 N2 C21 . . 126.06(16) ?
C3 N2 C21 . . 122.31(16) ?
C4 S1 B1 . . 49.11(9) ?
C4 B1 C1 . . 121.05(17) ?
C4 B1 C31 . . 116.34(16) ?
C1 B1 C31 . . 116.33(16) ?
C4 B1 S1 . . 62.62(11) ?
C1 B1 S1 . . 113.80(13) ?
C31 B1 S1 . . 115.24(13) ?
N1 C1 N2 . . 104.78(16) ?
N1 C1 B1 . . 129.64(17) ?
N2 C1 B1 . . 125.50(17) ?
C3 C2 N1 . . 107.59(18) ?
C3 C2 H2 . . 126.2 ?
N1 C2 H2 . . 126.2 ?
C2 C3 N2 . . 106.75(18) ?
C2 C3 H3 . . 126.6 ?
N2 C3 H3 . . 126.6 ?
B1 C4 S1 . . 68.27(11) ?
B1 C4 H4A . . 116.8 ?
S1 C4 H4A . . 116.8 ?
B1 C4 H4B . . 116.8 ?
S1 C4 H4B . . 116.8 ?
H4A C4 H4B . . 113.9 ?
C16 C11 C12 . . 122.45(18) ?
C16 C11 N1 . . 120.82(17) ?
C12 C11 N1 . . 116.65(18) ?
C13 C12 C11 . . 117.55(19) ?
C13 C12 C17 . . 120.38(19) ?
C11 C12 C17 . . 122.07(18) ?
C12 C13 C14 . . 121.8(2) ?
C12 C13 H13 . . 119.1 ?
C14 C13 H13 . . 119.1 ?
C15 C14 C13 . . 118.39(19) ?
C15 C14 C18 . . 121.1(2) ?
C13 C14 C18 . . 120.5(2) ?
C14 C15 C16 . . 122.2(2) ?
C14 C15 H15 . . 118.9 ?
C16 C15 H15 . . 118.9 ?
C11 C16 C15 . . 117.46(19) ?
C11 C16 C19 . . 122.83(19) ?
C15 C16 C19 . . 119.7(2) ?
C12 C17 H17A . . 109.5 ?
C12 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C12 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C14 C18 H18A . . 109.5 ?
C14 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C14 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C16 C19 H19A . . 109.5 ?
C16 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C16 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C22 C21 C26 . . 122.49(19) ?
C22 C21 N2 . . 118.14(17) ?
C26 C21 N2 . . 119.28(19) ?
C23 C22 C21 . . 118.01(19) ?
C23 C22 C27 . . 119.7(2) ?
C21 C22 C27 . . 122.30(19) ?
C22 C23 C24 . . 121.9(2) ?
C22 C23 H23 . . 119.1 ?
C24 C23 H23 . . 119.1 ?
C25 C24 C23 . . 118.1(2) ?
C25 C24 C28 . . 121.4(2) ?
C23 C24 C28 . . 120.4(2) ?
C24 C25 C26 . . 122.7(2) ?
C24 C25 H25 . . 118.6 ?
C26 C25 H25 . . 118.6 ?
C21 C26 C25 . . 116.6(2) ?
C21 C26 C29 . . 122.5(2) ?
C25 C26 C29 . . 120.93(19) ?
C22 C27 H27A . . 109.5 ?
C22 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C22 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C24 C28 H28A . . 109.5 ?
C24 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C24 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C26 C29 H29A . . 109.5 ?
C26 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
C26 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
C36 C31 C32 . . 115.16(17) ?
C36 C31 B1 . . 120.00(16) ?
C32 C31 B1 . . 124.70(17) ?
C33 C32 C31 . . 122.27(18) ?
C33 C32 C37 . . 116.90(17) ?
C31 C32 C37 . . 120.77(17) ?
C34 C33 C32 . . 120.34(18) ?
C34 C33 H33 . . 119.8 ?
C32 C33 H33 . . 119.8 ?
C33 C34 C35 . . 118.91(18) ?
C33 C34 H34 . . 120.5 ?
C35 C34 H34 . . 120.5 ?
C34 C35 C36 . . 120.60(19) ?
C34 C35 C38 . . 118.93(18) ?
C36 C35 C38 . . 120.45(18) ?
C35 C36 C31 . . 122.71(18) ?
C35 C36 H36 . . 118.6 ?
C31 C36 H36 . . 118.6 ?
F1 C37 F3 . . 106.09(17) ?
F1 C37 F2 . . 106.04(17) ?
F3 C37 F2 . . 106.31(17) ?
F1 C37 C32 . . 113.15(17) ?
F3 C37 C32 . . 112.02(17) ?
F2 C37 C32 . . 112.69(17) ?
F6 C38 F5 . . 114.3(4) ?
F6B C38 F5B . . 111.4(15) ?
F6B C38 F4B . . 104.5(15) ?
F5B C38 F4B . . 100.8(13) ?
F4A C38 F6A . . 108.9(4) ?
F4A C38 F5A . . 107.3(4) ?
F6A C38 F5A . . 98.7(3) ?
F6 C38 F4 . . 103.8(4) ?
F5 C38 F4 . . 101.2(4) ?
F4A C38 C35 . . 117.6(3) ?
F6 C38 C35 . . 114.2(4) ?
F5 C38 C35 . . 113.6(3) ?
F6B C38 C35 . . 115.6(11) ?
F5B C38 C35 . . 114.6(11) ?
F4B C38 C35 . . 108.3(12) ?
F6A C38 C35 . . 112.1(4) ?
F5A C38 C35 . . 110.6(2) ?
F4 C38 C35 . . 108.1(2) ?

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
C2 N1 C1 N2 . . . . 0.7(2) ?
C11 N1 C1 N2 . . . . -168.17(18) ?
C2 N1 C1 B1 . . . . -175.98(19) ?
C11 N1 C1 B1 . . . . 15.2(3) ?
C3 N2 C1 N1 . . . . -0.7(2) ?
C21 N2 C1 N1 . . . . 169.38(17) ?
C3 N2 C1 B1 . . . . 176.14(18) ?
C21 N2 C1 B1 . . . . -13.8(3) ?
C4 B1 C1 N1 . . . . -1.0(3) ?
C31 B1 C1 N1 . . . . 150.19(19) ?
S1 B1 C1 N1 . . . . -72.2(2) ?
C4 B1 C1 N2 . . . . -176.99(18) ?
C31 B1 C1 N2 . . . . -25.8(3) ?
S1 B1 C1 N2 . . . . 111.75(19) ?
C1 N1 C2 C3 . . . . -0.4(2) ?
C11 N1 C2 C3 . . . . 169.18(18) ?
N1 C2 C3 N2 . . . . 0.0(2) ?
C1 N2 C3 C2 . . . . 0.5(2) ?
C21 N2 C3 C2 . . . . -170.06(18) ?
C1 B1 C4 S1 . . . . -102.63(17) ?
C31 B1 C4 S1 . . . . 106.22(16) ?
C1 N1 C11 C16 . . . . -93.8(2) ?
C2 N1 C11 C16 . . . . 98.5(2) ?
C1 N1 C11 C12 . . . . 89.4(2) ?
C2 N1 C11 C12 . . . . -78.2(2) ?
C16 C11 C12 C13 . . . . 3.8(3) ?
N1 C11 C12 C13 . . . . -179.50(17) ?
C16 C11 C12 C17 . . . . -175.61(19) ?
N1 C11 C12 C17 . . . . 1.1(3) ?
C11 C12 C13 C14 . . . . -0.2(3) ?
C17 C12 C13 C14 . . . . 179.25(19) ?
C12 C13 C14 C15 . . . . -2.7(3) ?
C12 C13 C14 C18 . . . . 176.72(19) ?
C13 C14 C15 C16 . . . . 2.1(3) ?
C18 C14 C15 C16 . . . . -177.28(19) ?
C12 C11 C16 C15 . . . . -4.3(3) ?
N1 C11 C16 C15 . . . . 179.10(17) ?
C12 C11 C16 C19 . . . . 177.07(19) ?
N1 C11 C16 C19 . . . . 0.5(3) ?
C14 C15 C16 C11 . . . . 1.3(3) ?
C14 C15 C16 C19 . . . . 179.93(19) ?
C1 N2 C21 C22 . . . . -70.6(2) ?
C3 N2 C21 C22 . . . . 98.4(2) ?
C1 N2 C21 C26 . . . . 112.7(2) ?
C3 N2 C21 C26 . . . . -78.3(2) ?
C26 C21 C22 C23 . . . . -4.4(3) ?
N2 C21 C22 C23 . . . . 179.00(17) ?
C26 C21 C22 C27 . . . . 175.77(19) ?
N2 C21 C22 C27 . . . . -0.8(3) ?
C21 C22 C23 C24 . . . . 0.8(3) ?
C27 C22 C23 C24 . . . . -179.40(19) ?
C22 C23 C24 C25 . . . . 2.0(3) ?
C22 C23 C24 C28 . . . . 179.9(2) ?
C23 C24 C25 C26 . . . . -1.4(3) ?
C28 C24 C25 C26 . . . . -179.2(2) ?
C22 C21 C26 C25 . . . . 5.0(3) ?
N2 C21 C26 C25 . . . . -178.49(17) ?
C22 C21 C26 C29 . . . . -173.38(19) ?
N2 C21 C26 C29 . . . . 3.2(3) ?
C24 C25 C26 C21 . . . . -2.0(3) ?
C24 C25 C26 C29 . . . . 176.4(2) ?
C4 B1 C31 C36 . . . . -100.6(2) ?
C1 B1 C31 C36 . . . . 106.8(2) ?
S1 B1 C31 C36 . . . . -30.2(2) ?
C4 B1 C31 C32 . . . . 74.8(2) ?
C1 B1 C31 C32 . . . . -77.7(2) ?
S1 B1 C31 C32 . . . . 145.28(16) ?
C36 C31 C32 C33 . . . . -1.0(3) ?
B1 C31 C32 C33 . . . . -176.64(18) ?
C36 C31 C32 C37 . . . . 176.24(17) ?
B1 C31 C32 C37 . . . . 0.6(3) ?
C31 C32 C33 C34 . . . . 0.7(3) ?
C37 C32 C33 C34 . . . . -176.59(19) ?
C32 C33 C34 C35 . . . . 0.3(3) ?
C33 C34 C35 C36 . . . . -1.1(3) ?
C33 C34 C35 C38 . . . . 177.3(2) ?
C34 C35 C36 C31 . . . . 0.8(3) ?
C38 C35 C36 C31 . . . . -177.55(18) ?
C32 C31 C36 C35 . . . . 0.2(3) ?
B1 C31 C36 C35 . . . . 176.07(17) ?
C33 C32 C37 F1 . . . . -135.77(19) ?
C31 C32 C37 F1 . . . . 46.8(3) ?
C33 C32 C37 F3 . . . . 104.4(2) ?
C31 C32 C37 F3 . . . . -73.0(2) ?
C33 C32 C37 F2 . . . . -15.5(3) ?
C31 C32 C37 F2 . . . . 167.14(18) ?
C34 C35 C38 F4A . . . . 87.9(5) ?
C36 C35 C38 F4A . . . . -93.7(5) ?
C34 C35 C38 F6 . . . . -66.3(4) ?
C36 C35 C38 F6 . . . . 112.1(4) ?
C34 C35 C38 F5 . . . . 160.2(4) ?
C36 C35 C38 F5 . . . . -21.3(5) ?
C34 C35 C38 F6B . . . . 17.8(17) ?
C36 C35 C38 F6B . . . . -163.8(17) ?
C34 C35 C38 F5B . . . . -113.8(15) ?
C36 C35 C38 F5B . . . . 64.7(16) ?
C34 C35 C38 F4B . . . . 134.6(12) ?
C36 C35 C38 F4B . . . . -47.0(12) ?
C34 C35 C38 F6A . . . . -39.4(4) ?
C36 C35 C38 F6A . . . . 139.1(3) ?
C34 C35 C38 F5A . . . . -148.4(3) ?
C36 C35 C38 F5A . . . . 30.0(4) ?
C34 C35 C38 F4 . . . . 48.8(3) ?
C36 C35 C38 F4 . . . . -132.8(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_10a_erk10279
_database_code_depnum_ccdc_archive 'CCDC 2156400'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut WWU University of Muenster
Germany
;
_audit_update_record             
;
2022-03-04 deposited with the CCDC.	2022-04-18 downloaded from the CCDC.
;

_audit_creation_method           'APEX4 v2021.4-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H27 B F11 N3 O4 S2'
_chemical_formula_iupac          ?
_chemical_formula_weight         777.47

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 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                   15.6564(5)
_cell_length_b                   11.3344(4)
_cell_length_c                   18.8248(6)
_cell_angle_alpha                90
_cell_angle_beta                 99.7730(10)
_cell_angle_gamma                90
_cell_volume                     3292.09(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9941
_cell_measurement_theta_min      2.2296
_cell_measurement_theta_max      26.7203
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.271
_exptl_crystal_size_mid          0.131
_exptl_crystal_size_min          0.112
_exptl_crystal_density_diffrn    1.569
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1584

_exptl_absorpt_coefficient_mu    0.266
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10. doi:10.1107/S1600576714022985
;
_exptl_absorpt_correction_T_min  0.91
_exptl_absorpt_correction_T_max  0.97

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Mo ImS'
_diffrn_source_type              'micro focus tube'
_diffrn_source_power             0.05
_diffrn_source_current           1.0
_diffrn_source_voltage           50

_diffrn_radiation_probe          'single crystal'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device       'Bruker D8 Venture Photon III'
_diffrn_measurement_device_type  'single crystal diffractometer'
_diffrn_measurement_method       'phi/omega scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            67418
_diffrn_reflns_av_R_equivalents  0.0804
_diffrn_reflns_av_unetI/netI     0.0334
_diffrn_reflns_theta_min         2.11
_diffrn_reflns_theta_max         26.75
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_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 trifluoromethylsulfonylamid anion is partially disordered over 
two positions. Several restraints (SADI,SAME, ISOR and SIMU) were 
used in order to improve refinement stability.
;

_reflns_number_total             7004
_reflns_number_gt                5351
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0645
_refine_ls_R_factor_gt           0.0444
_refine_ls_wR_factor_gt          0.1053
_refine_ls_wR_factor_ref         0.1186
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_restrained_S_all      1.021
_refine_ls_number_reflns         7004
_refine_ls_number_parameters     549
_refine_ls_number_restraints     180
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0469P)²+3.6729P] 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         0.825
_refine_diff_density_min         -0.411
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX4 v2021.4-0 Photon III'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1242)'
_computing_publication_material  'SHELXT 2018/2 (Sheldrick, 2018)'

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 0.60023(15) 0.5413(2) 0.27908(12) 0.0212(5) Uani d . . . 1.000000 . .
N N1 0.56329(11) 0.31440(17) 0.25368(9) 0.0219(4) Uani d . . . 1.000000 . .
N N2 0.65849(11) 0.34194(16) 0.34866(9) 0.0212(4) Uani d . . . 1.000000 . .
C C1 0.60484(12) 0.40055(19) 0.29621(11) 0.0192(4) Uani d . . . 1.000000 . .
C C2 0.58966(15) 0.2041(2) 0.27981(12) 0.0276(5) Uani d . . . 1.000000 . .
H H2 0.569531 0.130293 0.259712 0.033000 Uiso calc U . R 1.000000 . .
C C3 0.64922(15) 0.2214(2) 0.33909(12) 0.0270(5) Uani d . . . 1.000000 . .
H H3 0.679384 0.161980 0.368912 0.032000 Uiso calc U . R 1.000000 . .
C C4 0.68159(16) 0.5813(3) 0.24292(14) 0.0377(6) Uani d . . . 1.000000 . .
H H4A 0.684261 0.532468 0.200387 0.056000 Uiso calc U . R 1.000000 . .
H H4B 0.735154 0.571452 0.277829 0.056000 Uiso calc U . R 1.000000 . .
H H4C 0.674943 0.664312 0.228518 0.056000 Uiso calc U . R 1.000000 . .
C C11 0.49852(14) 0.3295(2) 0.18889(11) 0.0228(4) Uani d . . . 1.000000 . .
C C12 0.41136(14) 0.32637(19) 0.19566(11) 0.0230(4) Uani d . . . 1.000000 . .
C C13 0.35112(15) 0.3453(2) 0.13333(12) 0.0262(5) Uani d . . . 1.000000 . .
H H13 0.291169 0.345227 0.136354 0.031000 Uiso calc U . R 1.000000 . .
C C14 0.37590(16) 0.3644(2) 0.06683(12) 0.0283(5) Uani d . . . 1.000000 . .
C C15 0.46303(16) 0.3592(2) 0.06212(12) 0.0305(5) Uani d . . . 1.000000 . .
H H15 0.480102 0.368550 0.016367 0.037000 Uiso calc U . R 1.000000 . .
C C16 0.52679(15) 0.3404(2) 0.12282(12) 0.0279(5) Uani d . . . 1.000000 . .
C C17 0.38153(15) 0.2988(2) 0.26576(12) 0.0288(5) Uani d . . . 1.000000 . .
H H17A 0.374266 0.213291 0.269934 0.043000 Uiso calc U . R 1.000000 . .
H H17B 0.326076 0.338157 0.266958 0.043000 Uiso calc U . R 1.000000 . .
H H17C 0.424821 0.326826 0.306003 0.043000 Uiso calc U . R 1.000000 . .
C C18 0.30832(17) 0.3889(2) 0.00121(13) 0.0353(6) Uani d . . . 1.000000 . .
H H18A 0.292940 0.472795 -0.000051 0.053000 Uiso calc U . R 1.000000 . .
H H18B 0.256573 0.341347 0.003456 0.053000 Uiso calc U . R 1.000000 . .
H H18C 0.331560 0.368503 -0.042369 0.053000 Uiso calc U . R 1.000000 . .
C C19 0.62006(17) 0.3285(3) 0.11504(14) 0.0433(7) Uani d . . . 1.000000 . .
H H19A 0.656414 0.329062 0.162857 0.065000 Uiso calc U . R 1.000000 . .
H H19B 0.636367 0.394637 0.086555 0.065000 Uiso calc U . R 1.000000 . .
H H19C 0.628421 0.254122 0.090606 0.065000 Uiso calc U . R 1.000000 . .
C C21 0.71500(13) 0.3888(2) 0.41199(11) 0.0222(4) Uani d . . . 1.000000 . .
C C22 0.80191(14) 0.4106(2) 0.40943(12) 0.0279(5) Uani d . . . 1.000000 . .
C C23 0.85453(15) 0.4422(2) 0.47395(14) 0.0335(6) Uani d . . . 1.000000 . .
H H23 0.913902 0.458993 0.473568 0.040000 Uiso calc U . R 1.000000 . .
C C24 0.82397(16) 0.4501(2) 0.53839(13) 0.0325(5) Uani d . . . 1.000000 . .
C C25 0.73664(16) 0.4266(2) 0.53834(12) 0.0296(5) Uani d . . . 1.000000 . .
H H25 0.714757 0.431725 0.582313 0.036000 Uiso calc U . R 1.000000 . .
C C26 0.68060(14) 0.3957(2) 0.47556(11) 0.0235(5) Uani d . . . 1.000000 . .
C C27 0.84188(17) 0.3974(3) 0.34279(15) 0.0409(6) Uani d . . . 1.000000 . .
H H27A 0.870663 0.471171 0.333485 0.061000 Uiso calc U . R 1.000000 . .
H H27B 0.796567 0.378977 0.301634 0.061000 Uiso calc U . R 1.000000 . .
H H27C 0.884503 0.333277 0.349759 0.061000 Uiso calc U . R 1.000000 . .
C C28 0.88364(19) 0.4818(3) 0.60780(15) 0.0466(7) Uani d . . . 1.000000 . .
H H28A 0.920154 0.413783 0.624656 0.070000 Uiso calc U . R 1.000000 . .
H H28B 0.848956 0.503676 0.644475 0.070000 Uiso calc U . R 1.000000 . .
H H28C 0.920416 0.548455 0.599159 0.070000 Uiso calc U . R 1.000000 . .
C C29 0.58635(15) 0.3699(2) 0.47676(12) 0.0300(5) Uani d . . . 1.000000 . .
H H29A 0.575260 0.375711 0.526337 0.045000 Uiso calc U . R 1.000000 . .
H H29B 0.572398 0.290126 0.458360 0.045000 Uiso calc U . R 1.000000 . .
H H29C 0.550153 0.427247 0.446368 0.045000 Uiso calc U . R 1.000000 . .
C C31 0.50438(13) 0.58225(19) 0.23887(11) 0.0197(4) Uani d . . . 1.000000 . .
C C32 0.48641(14) 0.6237(2) 0.16844(11) 0.0228(4) Uani d . . . 1.000000 . .
C C33 0.40538(15) 0.6611(2) 0.13549(11) 0.0252(5) Uani d . . . 1.000000 . .
C C34 0.33730(14) 0.6581(2) 0.17270(11) 0.0259(5) Uani d . . . 1.000000 . .
C C35 0.35082(14) 0.6155(2) 0.24265(11) 0.0235(5) Uani d . . . 1.000000 . .
C C36 0.43260(13) 0.57968(19) 0.27349(10) 0.0194(4) Uani d . . . 1.000000 . .
C C41 0.65865(16) 0.7313(2) 0.46960(13) 0.0311(5) Uani d . . . 1.000000 . .
F F1 0.73850(9) 0.69009(14) 0.47984(8) 0.0376(4) Uani d . . . 1.000000 . .
F F2 0.61084(9) 0.66596(14) 0.50521(7) 0.0367(3) Uani d . . . 1.000000 . .
F F3 0.65958(12) 0.84103(14) 0.49332(8) 0.0513(5) Uani d . . . 1.000000 . .
F F32 0.54896(8) 0.62729(13) 0.12716(7) 0.0312(3) Uani d . . . 1.000000 . .
F F33 0.39262(9) 0.69981(14) 0.06686(7) 0.0358(3) Uani d . . . 1.000000 . .
F F34 0.25848(9) 0.69423(15) 0.14127(7) 0.0396(4) Uani d . . . 1.000000 . .
F F35 0.28439(8) 0.60944(14) 0.27908(7) 0.0336(3) Uani d . . . 1.000000 . .
F F36 0.44169(8) 0.53884(11) 0.34195(6) 0.0233(3) Uani d . . . 1.000000 . .
O O1 0.61408(9) 0.60320(13) 0.35856(8) 0.0217(3) Uani d . . . 1.000000 . .
S S1 0.61529(4) 0.73301(5) 0.37237(3) 0.03154(16) Uani d U . D 1.000000 . .
O O2 0.6853(4) 0.7869(6) 0.3396(5) 0.0305(14) Uani d U P D 0.511(3) A 1
N N3 0.5269(5) 0.7783(8) 0.3574(4) 0.0288(18) Uani d U P D 0.511(3) A 1
S S2 0.51261(10) 0.91397(11) 0.33705(6) 0.0257(4) Uani d U P D 0.511(3) A 1
O O3 0.4995(10) 0.9303(13) 0.2612(4) 0.0340(18) Uani d U P D 0.511(3) A 1
O O4 0.5650(3) 0.9957(3) 0.3819(2) 0.0397(10) Uani d U P D 0.511(3) A 1
C C42 0.4045(3) 0.9210(4) 0.3621(3) 0.0365(12) Uani d U P D 0.511(3) A 1
F F4 0.4053(2) 0.8940(3) 0.43054(19) 0.0487(9) Uani d U P D 0.511(3) A 1
F F5 0.3737(3) 1.0296(3) 0.3519(2) 0.0625(11) Uani d U P D 0.511(3) A 1
F F6 0.3521(7) 0.8473(11) 0.3229(7) 0.052(2) Uani d U P D 0.511(3) A 1
O O2A 0.6613(4) 0.8159(6) 0.3397(5) 0.0286(14) Uani d U P D 0.489(3) A 2
N N3A 0.5158(5) 0.7744(8) 0.3767(4) 0.0277(18) Uani d U P D 0.489(3) A 2
S S2A 0.45832(10) 0.88283(11) 0.33515(6) 0.0253(4) Uani d U P D 0.489(3) A 2
O O3A 0.3689(8) 0.8549(13) 0.3196(9) 0.051(3) Uani d U P D 0.489(3) A 2
O O4A 0.4964(10) 0.9355(14) 0.2790(5) 0.035(2) Uani d U P D 0.489(3) A 2
C C42A 0.4712(4) 0.9932(5) 0.4074(3) 0.0386(13) Uani d U P D 0.489(3) A 2
F F4A 0.4457(3) 0.9513(3) 0.46551(19) 0.0529(10) Uani d U P D 0.489(3) A 2
F F5A 0.5541(2) 1.0259(3) 0.4241(2) 0.0487(9) Uani d U P D 0.489(3) A 2
F F6A 0.4247(3) 1.0864(3) 0.3847(2) 0.0574(11) Uani d U P D 0.489(3) A 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 C4 . 1.608(3) ?
B1 C1 . 1.627(3) ?
B1 C31 . 1.629(3) ?
B1 O1 . 1.634(3) ?
N1 C1 . 1.357(3) ?
N1 C2 . 1.380(3) ?
N1 C11 . 1.458(3) ?
N2 C1 . 1.356(3) ?
N2 C3 . 1.382(3) ?
N2 C21 . 1.459(3) ?
C2 C3 . 1.342(3) ?
C2 H2 . 0.950000 ?
C3 H3 . 0.950000 ?
C4 H4A . 0.980000 ?
C4 H4B . 0.980000 ?
C4 H4C . 0.980000 ?
C11 C12 . 1.392(3) ?
C11 C16 . 1.395(3) ?
C12 C13 . 1.392(3) ?
C12 C17 . 1.506(3) ?
C13 C14 . 1.389(3) ?
C13 H13 . 0.950000 ?
C14 C15 . 1.383(3) ?
C14 C18 . 1.510(3) ?
C15 C16 . 1.400(3) ?
C15 H15 . 0.950000 ?
C16 C19 . 1.498(3) ?
C17 H17A . 0.980000 ?
C17 H17B . 0.980000 ?
C17 H17C . 0.980000 ?
C18 H18A . 0.980000 ?
C18 H18B . 0.980000 ?
C18 H18C . 0.980000 ?
C19 H19A . 0.980000 ?
C19 H19B . 0.980000 ?
C19 H19C . 0.980000 ?
C21 C22 . 1.392(3) ?
C21 C26 . 1.395(3) ?
C22 C23 . 1.394(3) ?
C22 C27 . 1.502(3) ?
C23 C24 . 1.380(4) ?
C23 H23 . 0.950000 ?
C24 C25 . 1.393(3) ?
C24 C28 . 1.515(3) ?
C25 C26 . 1.392(3) ?
C25 H25 . 0.950000 ?
C26 C29 . 1.508(3) ?
C27 H27A . 0.980000 ?
C27 H27B . 0.980000 ?
C27 H27C . 0.980000 ?
C28 H28A . 0.980000 ?
C28 H28B . 0.980000 ?
C28 H28C . 0.980000 ?
C29 H29A . 0.980000 ?
C29 H29B . 0.980000 ?
C29 H29C . 0.980000 ?
C31 C32 . 1.390(3) ?
C31 C36 . 1.392(3) ?
C32 F32 . 1.350(2) ?
C32 C33 . 1.381(3) ?
C33 F33 . 1.347(2) ?
C33 C34 . 1.372(3) ?
C34 F34 . 1.339(2) ?
C34 C35 . 1.385(3) ?
C35 F35 . 1.341(2) ?
C35 C36 . 1.374(3) ?
C36 F36 . 1.354(2) ?
C41 F2 . 1.315(3) ?
C41 F1 . 1.318(3) ?
C41 F3 . 1.321(3) ?
C41 S1 . 1.841(2) ?
O1 S1 . 1.4937(16) ?
S1 O2A . 1.389(7) ?
S1 N3 . 1.457(7) ?
S1 O2 . 1.478(7) ?
S1 N3A . 1.643(8) ?
N3 S2 . 1.591(8) ?
S2 O4 . 1.417(4) ?
S2 O3 . 1.419(8) ?
S2 C42 . 1.834(5) ?
C42 F6 . 1.307(10) ?
C42 F4 . 1.323(6) ?
C42 F5 . 1.324(6) ?
N3A S2A . 1.640(7) ?
S2A O3A . 1.416(12) ?
S2A O4A . 1.429(10) ?
S2A C42A . 1.833(5) ?
C42A F6A . 1.313(6) ?
C42A F4A . 1.316(6) ?
C42A F5A . 1.335(6) ?

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
C4 B1 C1 . . 110.41(19) ?
C4 B1 C31 . . 117.15(18) ?
C1 B1 C31 . . 112.21(18) ?
C4 B1 O1 . . 105.96(18) ?
C1 B1 O1 . . 104.19(16) ?
C31 B1 O1 . . 105.76(16) ?
C1 N1 C2 . . 110.91(18) ?
C1 N1 C11 . . 127.22(19) ?
C2 N1 C11 . . 121.87(18) ?
C1 N2 C3 . . 110.54(18) ?
C1 N2 C21 . . 129.16(19) ?
C3 N2 C21 . . 120.12(17) ?
N2 C1 N1 . . 104.64(18) ?
N2 C1 B1 . . 128.74(18) ?
N1 C1 B1 . . 126.02(18) ?
C3 C2 N1 . . 106.7(2) ?
C3 C2 H2 . . 126.600000 ?
N1 C2 H2 . . 126.600000 ?
C2 C3 N2 . . 107.2(2) ?
C2 C3 H3 . . 126.400000 ?
N2 C3 H3 . . 126.400000 ?
B1 C4 H4A . . 109.500000 ?
B1 C4 H4B . . 109.500000 ?
H4A C4 H4B . . 109.500000 ?
B1 C4 H4C . . 109.500000 ?
H4A C4 H4C . . 109.500000 ?
H4B C4 H4C . . 109.500000 ?
C12 C11 C16 . . 123.2(2) ?
C12 C11 N1 . . 118.28(18) ?
C16 C11 N1 . . 118.39(19) ?
C13 C12 C11 . . 117.0(2) ?
C13 C12 C17 . . 120.3(2) ?
C11 C12 C17 . . 122.70(19) ?
C14 C13 C12 . . 122.1(2) ?
C14 C13 H13 . . 119.000000 ?
C12 C13 H13 . . 119.000000 ?
C15 C14 C13 . . 118.7(2) ?
C15 C14 C18 . . 121.2(2) ?
C13 C14 C18 . . 120.1(2) ?
C14 C15 C16 . . 121.9(2) ?
C14 C15 H15 . . 119.100000 ?
C16 C15 H15 . . 119.100000 ?
C11 C16 C15 . . 116.8(2) ?
C11 C16 C19 . . 122.8(2) ?
C15 C16 C19 . . 120.4(2) ?
C12 C17 H17A . . 109.500000 ?
C12 C17 H17B . . 109.500000 ?
H17A C17 H17B . . 109.500000 ?
C12 C17 H17C . . 109.500000 ?
H17A C17 H17C . . 109.500000 ?
H17B C17 H17C . . 109.500000 ?
C14 C18 H18A . . 109.500000 ?
C14 C18 H18B . . 109.500000 ?
H18A C18 H18B . . 109.500000 ?
C14 C18 H18C . . 109.500000 ?
H18A C18 H18C . . 109.500000 ?
H18B C18 H18C . . 109.500000 ?
C16 C19 H19A . . 109.500000 ?
C16 C19 H19B . . 109.500000 ?
H19A C19 H19B . . 109.500000 ?
C16 C19 H19C . . 109.500000 ?
H19A C19 H19C . . 109.500000 ?
H19B C19 H19C . . 109.500000 ?
C22 C21 C26 . . 122.78(19) ?
C22 C21 N2 . . 119.83(19) ?
C26 C21 N2 . . 116.91(18) ?
C21 C22 C23 . . 116.9(2) ?
C21 C22 C27 . . 124.0(2) ?
C23 C22 C27 . . 119.0(2) ?
C24 C23 C22 . . 122.7(2) ?
C24 C23 H23 . . 118.600000 ?
C22 C23 H23 . . 118.600000 ?
C23 C24 C25 . . 118.3(2) ?
C23 C24 C28 . . 121.2(2) ?
C25 C24 C28 . . 120.5(2) ?
C26 C25 C24 . . 121.7(2) ?
C26 C25 H25 . . 119.100000 ?
C24 C25 H25 . . 119.100000 ?
C25 C26 C21 . . 117.6(2) ?
C25 C26 C29 . . 120.9(2) ?
C21 C26 C29 . . 121.53(19) ?
C22 C27 H27A . . 109.500000 ?
C22 C27 H27B . . 109.500000 ?
H27A C27 H27B . . 109.500000 ?
C22 C27 H27C . . 109.500000 ?
H27A C27 H27C . . 109.500000 ?
H27B C27 H27C . . 109.500000 ?
C24 C28 H28A . . 109.500000 ?
C24 C28 H28B . . 109.500000 ?
H28A C28 H28B . . 109.500000 ?
C24 C28 H28C . . 109.500000 ?
H28A C28 H28C . . 109.500000 ?
H28B C28 H28C . . 109.500000 ?
C26 C29 H29A . . 109.500000 ?
C26 C29 H29B . . 109.500000 ?
H29A C29 H29B . . 109.500000 ?
C26 C29 H29C . . 109.500000 ?
H29A C29 H29C . . 109.500000 ?
H29B C29 H29C . . 109.500000 ?
C32 C31 C36 . . 113.89(18) ?
C32 C31 B1 . . 124.12(19) ?
C36 C31 B1 . . 121.99(18) ?
F32 C32 C33 . . 115.67(18) ?
F32 C32 C31 . . 120.67(18) ?
C33 C32 C31 . . 123.6(2) ?
F33 C33 C34 . . 119.76(19) ?
F33 C33 C32 . . 120.4(2) ?
C34 C33 C32 . . 119.84(19) ?
F34 C34 C33 . . 120.30(19) ?
F34 C34 C35 . . 120.5(2) ?
C33 C34 C35 . . 119.19(19) ?
F35 C35 C36 . . 121.10(19) ?
F35 C35 C34 . . 119.84(19) ?
C36 C35 C34 . . 119.1(2) ?
F36 C36 C35 . . 116.29(18) ?
F36 C36 C31 . . 119.35(17) ?
C35 C36 C31 . . 124.36(19) ?
F2 C41 F1 . . 109.52(19) ?
F2 C41 F3 . . 109.4(2) ?
F1 C41 F3 . . 109.19(19) ?
F2 C41 S1 . . 111.54(15) ?
F1 C41 S1 . . 109.25(17) ?
F3 C41 S1 . . 107.88(16) ?
S1 O1 B1 . . 125.34(13) ?
N3 S1 O2 . . 121.4(4) ?
O2A S1 O1 . . 125.5(3) ?
N3 S1 O1 . . 109.3(4) ?
O2 S1 O1 . . 108.8(3) ?
O2A S1 N3A . . 113.3(4) ?
O1 S1 N3A . . 107.8(4) ?
O2A S1 C41 . . 108.4(4) ?
N3 S1 C41 . . 111.9(3) ?
O2 S1 C41 . . 104.2(4) ?
O1 S1 C41 . . 98.87(10) ?
N3A S1 C41 . . 98.4(3) ?
S1 N3 S2 . . 118.5(6) ?
O4 S2 O3 . . 119.0(6) ?
O4 S2 N3 . . 116.4(4) ?
O3 S2 N3 . . 111.0(7) ?
O4 S2 C42 . . 106.5(3) ?
O3 S2 C42 . . 105.7(6) ?
N3 S2 C42 . . 94.5(3) ?
F6 C42 F4 . . 107.6(7) ?
F6 C42 F5 . . 109.5(7) ?
F4 C42 F5 . . 107.5(4) ?
F6 C42 S2 . . 110.2(7) ?
F4 C42 S2 . . 112.5(3) ?
F5 C42 S2 . . 109.4(4) ?
S2A N3A S1 . . 129.7(5) ?
O3A S2A O4A . . 117.6(9) ?
O3A S2A N3A . . 111.9(7) ?
O4A S2A N3A . . 113.6(7) ?
O3A S2A C42A . . 106.6(7) ?
O4A S2A C42A . . 104.8(6) ?
N3A S2A C42A . . 100.1(4) ?
F6A C42A F4A . . 109.4(4) ?
F6A C42A F5A . . 108.4(5) ?
F4A C42A F5A . . 108.9(5) ?
F6A C42A S2A . . 108.8(4) ?
F4A C42A S2A . . 111.1(4) ?
F5A C42A S2A . . 110.2(4) ?

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 N2 C1 N1 . . . . -0.8(2) ?
C21 N2 C1 N1 . . . . -175.69(19) ?
C3 N2 C1 B1 . . . . -172.2(2) ?
C21 N2 C1 B1 . . . . 12.9(3) ?
C2 N1 C1 N2 . . . . 0.9(2) ?
C11 N1 C1 N2 . . . . -179.57(19) ?
C2 N1 C1 B1 . . . . 172.6(2) ?
C11 N1 C1 B1 . . . . -7.9(3) ?
C4 B1 C1 N2 . . . . 73.4(3) ?
C31 B1 C1 N2 . . . . -154.0(2) ?
O1 B1 C1 N2 . . . . -40.0(3) ?
C4 B1 C1 N1 . . . . -96.3(2) ?
C31 B1 C1 N1 . . . . 36.4(3) ?
O1 B1 C1 N1 . . . . 150.33(18) ?
C1 N1 C2 C3 . . . . -0.6(3) ?
C11 N1 C2 C3 . . . . 179.78(19) ?
N1 C2 C3 N2 . . . . 0.1(3) ?
C1 N2 C3 C2 . . . . 0.4(3) ?
C21 N2 C3 C2 . . . . 175.85(19) ?
C1 N1 C11 C12 . . . . -94.7(3) ?
C2 N1 C11 C12 . . . . 84.8(3) ?
C1 N1 C11 C16 . . . . 88.5(3) ?
C2 N1 C11 C16 . . . . -92.0(3) ?
C16 C11 C12 C13 . . . . -5.6(3) ?
N1 C11 C12 C13 . . . . 177.7(2) ?
C16 C11 C12 C17 . . . . 171.8(2) ?
N1 C11 C12 C17 . . . . -4.9(3) ?
C11 C12 C13 C14 . . . . 1.2(3) ?
C17 C12 C13 C14 . . . . -176.3(2) ?
C12 C13 C14 C15 . . . . 2.9(4) ?
C12 C13 C14 C18 . . . . -177.8(2) ?
C13 C14 C15 C16 . . . . -2.9(4) ?
C18 C14 C15 C16 . . . . 177.9(2) ?
C12 C11 C16 C15 . . . . 5.6(4) ?
N1 C11 C16 C15 . . . . -177.7(2) ?
C12 C11 C16 C19 . . . . -172.1(2) ?
N1 C11 C16 C19 . . . . 4.6(4) ?
C14 C15 C16 C11 . . . . -1.2(4) ?
C14 C15 C16 C19 . . . . 176.6(2) ?
C1 N2 C21 C22 . . . . -95.3(3) ?
C3 N2 C21 C22 . . . . 90.3(3) ?
C1 N2 C21 C26 . . . . 92.4(3) ?
C3 N2 C21 C26 . . . . -82.0(3) ?
C26 C21 C22 C23 . . . . -0.9(3) ?
N2 C21 C22 C23 . . . . -172.8(2) ?
C26 C21 C22 C27 . . . . 176.5(2) ?
N2 C21 C22 C27 . . . . 4.6(4) ?
C21 C22 C23 C24 . . . . 1.1(4) ?
C27 C22 C23 C24 . . . . -176.4(2) ?
C22 C23 C24 C25 . . . . -0.7(4) ?
C22 C23 C24 C28 . . . . 178.5(2) ?
C23 C24 C25 C26 . . . . 0.0(4) ?
C28 C24 C25 C26 . . . . -179.1(2) ?
C24 C25 C26 C21 . . . . 0.1(3) ?
C24 C25 C26 C29 . . . . 179.7(2) ?
C22 C21 C26 C25 . . . . 0.4(3) ?
N2 C21 C26 C25 . . . . 172.4(2) ?
C22 C21 C26 C29 . . . . -179.2(2) ?
N2 C21 C26 C29 . . . . -7.1(3) ?
C4 B1 C31 C32 . . . . 15.9(3) ?
C1 B1 C31 C32 . . . . -113.4(2) ?
O1 B1 C31 C32 . . . . 133.7(2) ?
C4 B1 C31 C36 . . . . -163.3(2) ?
C1 B1 C31 C36 . . . . 67.4(3) ?
O1 B1 C31 C36 . . . . -45.6(3) ?
C36 C31 C32 F32 . . . . -177.59(19) ?
B1 C31 C32 F32 . . . . 3.1(3) ?
C36 C31 C32 C33 . . . . 1.0(3) ?
B1 C31 C32 C33 . . . . -178.3(2) ?
F32 C32 C33 F33 . . . . -1.1(3) ?
C31 C32 C33 F33 . . . . -179.7(2) ?
F32 C32 C33 C34 . . . . 178.5(2) ?
C31 C32 C33 C34 . . . . -0.1(4) ?
F33 C33 C34 F34 . . . . -0.5(4) ?
C32 C33 C34 F34 . . . . 179.9(2) ?
F33 C33 C34 C35 . . . . 178.5(2) ?
C32 C33 C34 C35 . . . . -1.1(4) ?
F34 C34 C35 F35 . . . . 0.6(3) ?
C33 C34 C35 F35 . . . . -178.4(2) ?
F34 C34 C35 C36 . . . . -179.6(2) ?
C33 C34 C35 C36 . . . . 1.4(3) ?
F35 C35 C36 F36 . . . . -0.2(3) ?
C34 C35 C36 F36 . . . . -179.95(19) ?
F35 C35 C36 C31 . . . . 179.3(2) ?
C34 C35 C36 C31 . . . . -0.4(4) ?
C32 C31 C36 F36 . . . . 178.79(19) ?
B1 C31 C36 F36 . . . . -1.9(3) ?
C32 C31 C36 C35 . . . . -0.7(3) ?
B1 C31 C36 C35 . . . . 178.6(2) ?
C4 B1 O1 S1 . . . . 63.4(2) ?
C1 B1 O1 S1 . . . . 179.95(13) ?
C31 B1 O1 S1 . . . . -61.6(2) ?
B1 O1 S1 O2A . . . . -46.9(5) ?
B1 O1 S1 N3 . . . . 75.7(3) ?
B1 O1 S1 O2 . . . . -58.9(4) ?
B1 O1 S1 N3A . . . . 90.8(3) ?
B1 O1 S1 C41 . . . . -167.25(16) ?
F2 C41 S1 O2A . . . . 171.8(3) ?
F1 C41 S1 O2A . . . . -67.0(3) ?
F3 C41 S1 O2A . . . . 51.6(3) ?
F2 C41 S1 N3 . . . . 59.0(4) ?
F1 C41 S1 N3 . . . . -179.8(4) ?
F3 C41 S1 N3 . . . . -61.2(4) ?
F2 C41 S1 O2 . . . . -168.1(3) ?
F1 C41 S1 O2 . . . . -46.9(3) ?
F3 C41 S1 O2 . . . . 71.7(3) ?
F2 C41 S1 O1 . . . . -55.97(19) ?
F1 C41 S1 O1 . . . . 65.24(17) ?
F3 C41 S1 O1 . . . . -176.18(17) ?
F2 C41 S1 N3A . . . . 53.7(4) ?
F1 C41 S1 N3A . . . . 174.9(4) ?
F3 C41 S1 N3A . . . . -66.5(4) ?
O2 S1 N3 S2 . . . . -27.7(8) ?
O1 S1 N3 S2 . . . . -155.6(4) ?
C41 S1 N3 S2 . . . . 95.9(5) ?
S1 N3 S2 O4 . . . . -47.5(7) ?
S1 N3 S2 O3 . . . . 92.8(8) ?
S1 N3 S2 C42 . . . . -158.5(5) ?
O4 S2 C42 F6 . . . . -179.8(7) ?
O3 S2 C42 F6 . . . . 52.8(9) ?
N3 S2 C42 F6 . . . . -60.5(7) ?
O4 S2 C42 F4 . . . . -59.7(4) ?
O3 S2 C42 F4 . . . . 172.9(7) ?
N3 S2 C42 F4 . . . . 59.6(5) ?
O4 S2 C42 F5 . . . . 59.7(4) ?
O3 S2 C42 F5 . . . . -67.7(7) ?
N3 S2 C42 F5 . . . . 179.0(5) ?
O2A S1 N3A S2A . . . . 13.5(10) ?
O1 S1 N3A S2A . . . . -129.9(7) ?
C41 S1 N3A S2A . . . . 127.9(7) ?
S1 N3A S2A O3A . . . . 147.2(10) ?
S1 N3A S2A O4A . . . . 11.1(11) ?
S1 N3A S2A C42A . . . . -100.1(7) ?
O3A S2A C42A F6A . . . . -60.0(8) ?
O4A S2A C42A F6A . . . . 65.4(8) ?
N3A S2A C42A F6A . . . . -176.7(5) ?
O3A S2A C42A F4A . . . . 60.5(8) ?
O4A S2A C42A F4A . . . . -174.2(7) ?
N3A S2A C42A F4A . . . . -56.2(5) ?
O3A S2A C42A F5A . . . . -178.8(7) ?
O4A S2A C42A F5A . . . . -53.4(7) ?
N3A S2A C42A F5A . . . . 64.6(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_12a_erk10261
_database_code_depnum_ccdc_archive 'CCDC 2156427'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut WWU University of Muenster
Germany
;
_audit_update_record             
;
2022-03-04 deposited with the CCDC.	2022-04-18 downloaded from the CCDC.
;

_audit_creation_method           'APEX4 v2021.4-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C37 H34 B F5 N2 S'
_chemical_formula_iupac          ?
_chemical_formula_weight         644.53

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   18.9516(3)
_cell_length_b                   16.2353(3)
_cell_length_c                   20.5299(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6316.7(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    7849
_cell_measurement_theta_min      4.1822
_cell_measurement_theta_max      66.3466
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.242
_exptl_crystal_size_mid          0.075
_exptl_crystal_size_min          0.063
_exptl_crystal_density_diffrn    1.355
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2688

_exptl_absorpt_coefficient_mu    1.418
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10. doi:10.1107/S1600576714022985
;
_exptl_absorpt_correction_T_min  0.67
_exptl_absorpt_correction_T_max  0.75

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Cu ImS'
_diffrn_source_type              'micro focus tube'
_diffrn_source_power             0.05
_diffrn_source_current           1.0
_diffrn_source_voltage           50

_diffrn_radiation_probe          'single crystal'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device       'Bruker D8 Venture Photon III'
_diffrn_measurement_device_type  'single crystal diffractometer'
_diffrn_measurement_method       'phi/omega scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            82790
_diffrn_reflns_av_R_equivalents  0.1286
_diffrn_reflns_av_unetI/netI     0.0380
_diffrn_reflns_theta_min         4.18
_diffrn_reflns_theta_max         66.71
_diffrn_reflns_theta_full        66.71
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24

_refine_special_details          
;

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

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

_reflns_number_total             5585
_reflns_number_gt                4269
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0899
_refine_ls_R_factor_gt           0.0673
_refine_ls_wR_factor_gt          0.1637
_refine_ls_wR_factor_ref         0.1789
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_refine_ls_number_reflns         5585
_refine_ls_number_parameters     422
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0750P)²+13.5952P] 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         1.220
_refine_diff_density_min         -0.388
_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'
F F 0.0727 0.0534 '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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX4 v2021.4-0 Photon III'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1242)'
_computing_publication_material  'SHELXT 2018/2 (Sheldrick, 2018)'

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 0.2607(2) 0.6939(2) 0.2932(2) 0.0282(8) Uani d . . . 1 . .
N N1 0.19441(14) 0.55643(17) 0.25099(14) 0.0274(6) Uani d . . . 1 . .
N N2 0.24830(15) 0.53966(17) 0.34198(14) 0.0274(6) Uani d . . . 1 . .
S S1 0.39399(4) 0.77088(5) 0.29074(4) 0.0300(2) Uani d . . . 1 . .
C C1 0.23345(17) 0.5973(2) 0.29587(17) 0.0274(7) Uani d . . . 1 . .
C C2 0.1852(2) 0.4750(2) 0.26846(19) 0.0342(8) Uani d . . . 1 . .
H H2 0.160010 0.434319 0.244693 0.041000 Uiso calc U . R 1 . .
C C3 0.21876(19) 0.4642(2) 0.32547(19) 0.0340(8) Uani d . . . 1 . .
H H3 0.221699 0.414567 0.349805 0.041000 Uiso calc U . R 1 . .
C C4 0.33499(19) 0.6987(2) 0.24997(18) 0.0320(8) Uani d . . . 1 . .
H H4A 0.324779 0.717828 0.205164 0.038000 Uiso calc U . R 1 . .
H H4B 0.357172 0.643596 0.247402 0.038000 Uiso calc U . R 1 . .
C C5 0.34701(18) 0.7657(2) 0.36599(17) 0.0289(8) Uani d . . . 1 . .
C C6 0.28437(18) 0.7285(2) 0.36288(17) 0.0283(7) Uani d . . . 1 . .
H H6 0.255158 0.722858 0.400223 0.034000 Uiso calc U . R 1 . .
C C11 0.16577(18) 0.5902(2) 0.19100(17) 0.0281(7) Uani d . . . 1 . .
C C12 0.09594(18) 0.6174(2) 0.19046(17) 0.0272(7) Uani d . . . 1 . .
C C13 0.0699(2) 0.6500(2) 0.13243(17) 0.0310(8) Uani d . . . 1 . .
H H13 0.022784 0.669955 0.131243 0.037000 Uiso calc U . R 1 . .
C C14 0.1105(2) 0.6542(2) 0.07647(18) 0.0357(9) Uani d . . . 1 . .
C C15 0.1791(2) 0.6233(2) 0.07865(18) 0.0384(9) Uani d . . . 1 . .
H H15 0.207045 0.624749 0.040227 0.046000 Uiso calc U . R 1 . .
C C16 0.20801(19) 0.5904(2) 0.13513(18) 0.0330(8) Uani d . . . 1 . .
C C17 0.04927(19) 0.6087(2) 0.24948(18) 0.0323(8) Uani d . . . 1 . .
H H17A 0.028735 0.553347 0.250346 0.048000 Uiso calc U . R 1 . .
H H17B 0.011389 0.649749 0.247499 0.048000 Uiso calc U . R 1 . .
H H17C 0.077331 0.617480 0.288970 0.048000 Uiso calc U . R 1 . .
C C18 0.0812(3) 0.6899(3) 0.0139(2) 0.0516(11) Uani d . . . 1 . .
H H18A 0.030010 0.696589 0.017998 0.077000 Uiso calc U . R 1 . .
H H18B 0.091694 0.652628 -0.022318 0.077000 Uiso calc U . R 1 . .
H H18C 0.102993 0.743665 0.005692 0.077000 Uiso calc U . R 1 . .
C C19 0.2802(2) 0.5521(3) 0.1360(2) 0.0476(10) Uani d . . . 1 . .
H H19A 0.310910 0.583387 0.165428 0.071000 Uiso calc U . R 1 . .
H H19B 0.300126 0.552898 0.091971 0.071000 Uiso calc U . R 1 . .
H H19C 0.276752 0.495035 0.151274 0.071000 Uiso calc U . R 1 . .
C C21 0.28686(18) 0.5505(2) 0.40243(17) 0.0279(7) Uani d . . . 1 . .
C C22 0.24945(19) 0.5660(2) 0.45958(18) 0.0340(8) Uani d . . . 1 . .
C C23 0.2873(2) 0.5785(2) 0.51635(19) 0.0362(9) Uani d . . . 1 . .
H H23 0.262500 0.591467 0.555230 0.043000 Uiso calc U . R 1 . .
C C24 0.3608(2) 0.5727(2) 0.51837(19) 0.0349(8) Uani d . . . 1 . .
C C25 0.39596(19) 0.5537(2) 0.46108(19) 0.0335(8) Uani d . . . 1 . .
H H25 0.445879 0.548439 0.461914 0.040000 Uiso calc U . R 1 . .
C C26 0.36041(18) 0.5420(2) 0.40217(18) 0.0309(8) Uani d . . . 1 . .
C C27 0.1696(2) 0.5697(3) 0.4599(2) 0.0445(10) Uani d . . . 1 . .
H H27A 0.150405 0.513867 0.455808 0.067000 Uiso calc U . R 1 . .
H H27B 0.153290 0.603320 0.423172 0.067000 Uiso calc U . R 1 . .
H H27C 0.153310 0.594294 0.500796 0.067000 Uiso calc U . R 1 . .
C C28 0.4006(2) 0.5859(3) 0.5812(2) 0.0466(10) Uani d . . . 1 . .
H H28A 0.409014 0.532648 0.602231 0.070000 Uiso calc U . R 1 . .
H H28B 0.372796 0.621119 0.610208 0.070000 Uiso calc U . R 1 . .
H H28C 0.445902 0.612526 0.571791 0.070000 Uiso calc U . R 1 . .
C C29 0.4013(2) 0.5234(3) 0.3413(2) 0.0444(10) Uani d . . . 1 . .
H H29A 0.371235 0.492955 0.310835 0.067000 Uiso calc U . R 1 . .
H H29B 0.442698 0.490024 0.352297 0.067000 Uiso calc U . R 1 . .
H H29C 0.416619 0.575063 0.321084 0.067000 Uiso calc U . R 1 . .
C C31 0.19576(18) 0.7531(2) 0.26539(16) 0.0257(7) Uani d . . . 1 . .
C C32 0.1913(2) 0.7956(2) 0.20664(17) 0.0316(8) Uani d . . . 1 . .
F F32 0.24261(12) 0.78947(15) 0.16106(10) 0.0442(6) Uani d . . . 1 . .
C C33 0.1354(2) 0.8458(2) 0.18890(18) 0.0343(8) Uani d . . . 1 . .
F F33 0.13392(14) 0.88285(15) 0.12995(11) 0.0511(6) Uani d . . . 1 . .
C C34 0.0801(2) 0.8574(2) 0.2311(2) 0.0390(9) Uani d . . . 1 . .
F F34 0.02738(13) 0.90948(14) 0.21580(13) 0.0535(7) Uani d . . . 1 . .
C C35 0.08050(19) 0.8168(2) 0.28951(19) 0.0378(9) Uani d . . . 1 . .
F F35 0.02628(12) 0.82594(17) 0.33145(12) 0.0536(7) Uani d . . . 1 . .
C C36 0.13670(18) 0.7668(2) 0.30498(17) 0.0301(8) Uani d . . . 1 . .
F F36 0.13193(11) 0.72698(14) 0.36286(10) 0.0386(5) Uani d . . . 1 . .
C C41 0.38002(19) 0.8033(2) 0.42378(18) 0.0323(8) Uani d . . . 1 . .
C C42 0.3540(2) 0.7840(3) 0.48571(19) 0.0425(9) Uani d . . . 1 . .
H H42 0.314233 0.748746 0.489855 0.051000 Uiso calc U . R 1 . .
C C43 0.3858(2) 0.8162(3) 0.54136(19) 0.0450(10) Uani d . . . 1 . .
H H43 0.367991 0.801418 0.583017 0.054000 Uiso calc U . R 1 . .
C C44 0.4434(2) 0.8698(3) 0.53707(19) 0.0413(10) Uani d . . . 1 . .
C C45 0.4688(2) 0.8884(3) 0.4757(2) 0.0453(10) Uani d . . . 1 . .
H H45 0.508213 0.924175 0.471424 0.054000 Uiso calc U . R 1 . .
C C46 0.4373(2) 0.8555(2) 0.41933(19) 0.0372(9) Uani d . . . 1 . .
H H46 0.455643 0.869396 0.377705 0.045000 Uiso calc U . R 1 . .
C C47 0.4760(3) 0.9052(4) 0.5978(2) 0.0604(13) Uani d . . . 1 . .
H H47A 0.523802 0.924777 0.588036 0.091000 Uiso calc U . R 1 . .
H H47B 0.478303 0.862583 0.631547 0.091000 Uiso calc U . R 1 . .
H H47C 0.447245 0.951314 0.613365 0.091000 Uiso calc U . R 1 . .


_geom_special_details            
;

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 C6 . 1.601(5) ?
B1 C1 . 1.653(5) ?
B1 C31 . 1.664(5) ?
B1 C4 . 1.665(5) ?
N1 C1 . 1.355(4) ?
N1 C2 . 1.381(4) ?
N1 C11 . 1.453(4) ?
N2 C1 . 1.360(4) ?
N2 C3 . 1.389(4) ?
N2 C21 . 1.451(4) ?
S1 C5 . 1.785(4) ?
S1 C4 . 1.823(4) ?
C2 C3 . 1.343(5) ?
C2 H2 . 0.950000 ?
C3 H3 . 0.950000 ?
C4 H4A . 0.990000 ?
C4 H4B . 0.990000 ?
C5 C6 . 1.333(5) ?
C5 C41 . 1.473(5) ?
C6 H6 . 0.950000 ?
C11 C12 . 1.395(5) ?
C11 C16 . 1.399(5) ?
C12 C13 . 1.394(5) ?
C12 C17 . 1.507(5) ?
C13 C14 . 1.384(5) ?
C13 H13 . 0.950000 ?
C14 C15 . 1.395(6) ?
C14 C18 . 1.514(5) ?
C15 C16 . 1.389(6) ?
C15 H15 . 0.950000 ?
C16 C19 . 1.503(5) ?
C17 H17A . 0.980000 ?
C17 H17B . 0.980000 ?
C17 H17C . 0.980000 ?
C18 H18A . 0.980000 ?
C18 H18B . 0.980000 ?
C18 H18C . 0.980000 ?
C19 H19A . 0.980000 ?
C19 H19B . 0.980000 ?
C19 H19C . 0.980000 ?
C21 C22 . 1.394(5) ?
C21 C26 . 1.401(5) ?
C22 C23 . 1.384(5) ?
C22 C27 . 1.515(5) ?
C23 C24 . 1.396(6) ?
C23 H23 . 0.950000 ?
C24 C25 . 1.387(5) ?
C24 C28 . 1.509(5) ?
C25 C26 . 1.397(5) ?
C25 H25 . 0.950000 ?
C26 C29 . 1.501(5) ?
C27 H27A . 0.980000 ?
C27 H27B . 0.980000 ?
C27 H27C . 0.980000 ?
C28 H28A . 0.980000 ?
C28 H28B . 0.980000 ?
C28 H28C . 0.980000 ?
C29 H29A . 0.980000 ?
C29 H29B . 0.980000 ?
C29 H29C . 0.980000 ?
C31 C32 . 1.392(5) ?
C31 C36 . 1.401(5) ?
C32 F32 . 1.354(4) ?
C32 C33 . 1.384(5) ?
C33 F33 . 1.352(4) ?
C33 C34 . 1.372(6) ?
C34 F34 . 1.347(4) ?
C34 C35 . 1.369(6) ?
C35 F35 . 1.349(4) ?
C35 C36 . 1.376(5) ?
C36 F36 . 1.356(4) ?
C41 C46 . 1.380(5) ?
C41 C42 . 1.399(5) ?
C42 C43 . 1.393(6) ?
C42 H42 . 0.950000 ?
C43 C44 . 1.400(6) ?
C43 H43 . 0.950000 ?
C44 C45 . 1.383(6) ?
C44 C47 . 1.506(5) ?
C45 C46 . 1.407(5) ?
C45 H45 . 0.950000 ?
C46 H46 . 0.950000 ?
C47 H47A . 0.980000 ?
C47 H47B . 0.980000 ?
C47 H47C . 0.980000 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C6 B1 C1 . . 113.0(3) ?
C6 B1 C31 . . 108.1(3) ?
C1 B1 C31 . . 109.2(3) ?
C6 B1 C4 . . 102.9(3) ?
C1 B1 C4 . . 109.1(3) ?
C31 B1 C4 . . 114.5(3) ?
C1 N1 C2 . . 111.1(3) ?
C1 N1 C11 . . 126.5(3) ?
C2 N1 C11 . . 122.3(3) ?
C1 N2 C3 . . 110.7(3) ?
C1 N2 C21 . . 128.0(3) ?
C3 N2 C21 . . 121.2(3) ?
C5 S1 C4 . . 93.50(16) ?
N1 C1 N2 . . 104.5(3) ?
N1 C1 B1 . . 127.8(3) ?
N2 C1 B1 . . 127.7(3) ?
C3 C2 N1 . . 106.9(3) ?
C3 C2 H2 . . 126.500000 ?
N1 C2 H2 . . 126.500000 ?
C2 C3 N2 . . 106.8(3) ?
C2 C3 H3 . . 126.600000 ?
N2 C3 H3 . . 126.600000 ?
B1 C4 S1 . . 107.7(2) ?
B1 C4 H4A . . 110.200000 ?
S1 C4 H4A . . 110.200000 ?
B1 C4 H4B . . 110.200000 ?
S1 C4 H4B . . 110.200000 ?
H4A C4 H4B . . 108.500000 ?
C6 C5 C41 . . 127.1(3) ?
C6 C5 S1 . . 115.1(3) ?
C41 C5 S1 . . 117.7(3) ?
C5 C6 B1 . . 116.8(3) ?
C5 C6 H6 . . 121.600000 ?
B1 C6 H6 . . 121.600000 ?
C12 C11 C16 . . 122.4(3) ?
C12 C11 N1 . . 118.7(3) ?
C16 C11 N1 . . 118.8(3) ?
C13 C12 C11 . . 117.6(3) ?
C13 C12 C17 . . 121.0(3) ?
C11 C12 C17 . . 121.4(3) ?
C14 C13 C12 . . 122.1(3) ?
C14 C13 H13 . . 119.000000 ?
C12 C13 H13 . . 119.000000 ?
C13 C14 C15 . . 118.3(3) ?
C13 C14 C18 . . 121.3(4) ?
C15 C14 C18 . . 120.5(4) ?
C16 C15 C14 . . 122.2(3) ?
C16 C15 H15 . . 118.900000 ?
C14 C15 H15 . . 118.900000 ?
C15 C16 C11 . . 117.4(3) ?
C15 C16 C19 . . 121.9(4) ?
C11 C16 C19 . . 120.7(4) ?
C12 C17 H17A . . 109.500000 ?
C12 C17 H17B . . 109.500000 ?
H17A C17 H17B . . 109.500000 ?
C12 C17 H17C . . 109.500000 ?
H17A C17 H17C . . 109.500000 ?
H17B C17 H17C . . 109.500000 ?
C14 C18 H18A . . 109.500000 ?
C14 C18 H18B . . 109.500000 ?
H18A C18 H18B . . 109.500000 ?
C14 C18 H18C . . 109.500000 ?
H18A C18 H18C . . 109.500000 ?
H18B C18 H18C . . 109.500000 ?
C16 C19 H19A . . 109.500000 ?
C16 C19 H19B . . 109.500000 ?
H19A C19 H19B . . 109.500000 ?
C16 C19 H19C . . 109.500000 ?
H19A C19 H19C . . 109.500000 ?
H19B C19 H19C . . 109.500000 ?
C22 C21 C26 . . 121.8(3) ?
C22 C21 N2 . . 119.1(3) ?
C26 C21 N2 . . 119.1(3) ?
C23 C22 C21 . . 118.2(3) ?
C23 C22 C27 . . 120.6(4) ?
C21 C22 C27 . . 121.2(3) ?
C22 C23 C24 . . 122.2(4) ?
C22 C23 H23 . . 118.900000 ?
C24 C23 H23 . . 118.900000 ?
C25 C24 C23 . . 118.0(3) ?
C25 C24 C28 . . 121.0(4) ?
C23 C24 C28 . . 121.0(4) ?
C24 C25 C26 . . 122.2(3) ?
C24 C25 H25 . . 118.900000 ?
C26 C25 H25 . . 118.900000 ?
C25 C26 C21 . . 117.6(3) ?
C25 C26 C29 . . 119.9(3) ?
C21 C26 C29 . . 122.4(3) ?
C22 C27 H27A . . 109.500000 ?
C22 C27 H27B . . 109.500000 ?
H27A C27 H27B . . 109.500000 ?
C22 C27 H27C . . 109.500000 ?
H27A C27 H27C . . 109.500000 ?
H27B C27 H27C . . 109.500000 ?
C24 C28 H28A . . 109.500000 ?
C24 C28 H28B . . 109.500000 ?
H28A C28 H28B . . 109.500000 ?
C24 C28 H28C . . 109.500000 ?
H28A C28 H28C . . 109.500000 ?
H28B C28 H28C . . 109.500000 ?
C26 C29 H29A . . 109.500000 ?
C26 C29 H29B . . 109.500000 ?
H29A C29 H29B . . 109.500000 ?
C26 C29 H29C . . 109.500000 ?
H29A C29 H29C . . 109.500000 ?
H29B C29 H29C . . 109.500000 ?
C32 C31 C36 . . 112.1(3) ?
C32 C31 B1 . . 129.0(3) ?
C36 C31 B1 . . 118.9(3) ?
F32 C32 C33 . . 114.3(3) ?
F32 C32 C31 . . 121.2(3) ?
C33 C32 C31 . . 124.5(3) ?
F33 C33 C34 . . 119.2(3) ?
F33 C33 C32 . . 120.9(4) ?
C34 C33 C32 . . 119.9(3) ?
F34 C34 C35 . . 120.7(4) ?
F34 C34 C33 . . 120.4(4) ?
C35 C34 C33 . . 118.9(3) ?
F35 C35 C34 . . 120.1(4) ?
F35 C35 C36 . . 120.5(4) ?
C34 C35 C36 . . 119.4(4) ?
F36 C36 C35 . . 115.6(3) ?
F36 C36 C31 . . 119.1(3) ?
C35 C36 C31 . . 125.3(3) ?
C46 C41 C42 . . 118.3(4) ?
C46 C41 C5 . . 122.3(3) ?
C42 C41 C5 . . 119.3(3) ?
C43 C42 C41 . . 120.6(4) ?
C43 C42 H42 . . 119.700000 ?
C41 C42 H42 . . 119.700000 ?
C42 C43 C44 . . 121.3(4) ?
C42 C43 H43 . . 119.400000 ?
C44 C43 H43 . . 119.400000 ?
C45 C44 C43 . . 117.7(4) ?
C45 C44 C47 . . 121.9(4) ?
C43 C44 C47 . . 120.4(4) ?
C44 C45 C46 . . 121.2(4) ?
C44 C45 H45 . . 119.400000 ?
C46 C45 H45 . . 119.400000 ?
C41 C46 C45 . . 120.9(4) ?
C41 C46 H46 . . 119.600000 ?
C45 C46 H46 . . 119.600000 ?
C44 C47 H47A . . 109.500000 ?
C44 C47 H47B . . 109.500000 ?
H47A C47 H47B . . 109.500000 ?
C44 C47 H47C . . 109.500000 ?
H47A C47 H47C . . 109.500000 ?
H47B C47 H47C . . 109.500000 ?

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
C2 N1 C1 N2 . . . . -0.2(4) ?
C11 N1 C1 N2 . . . . -179.1(3) ?
C2 N1 C1 B1 . . . . 176.7(3) ?
C11 N1 C1 B1 . . . . -2.2(5) ?
C3 N2 C1 N1 . . . . 0.1(4) ?
C21 N2 C1 N1 . . . . -177.8(3) ?
C3 N2 C1 B1 . . . . -176.8(3) ?
C21 N2 C1 B1 . . . . 5.3(5) ?
C6 B1 C1 N1 . . . . 162.2(3) ?
C31 B1 C1 N1 . . . . 41.8(5) ?
C4 B1 C1 N1 . . . . -84.0(4) ?
C6 B1 C1 N2 . . . . -21.6(5) ?
C31 B1 C1 N2 . . . . -142.0(3) ?
C4 B1 C1 N2 . . . . 92.2(4) ?
C1 N1 C2 C3 . . . . 0.3(4) ?
C11 N1 C2 C3 . . . . 179.2(3) ?
N1 C2 C3 N2 . . . . -0.2(4) ?
C1 N2 C3 C2 . . . . 0.1(4) ?
C21 N2 C3 C2 . . . . 178.1(3) ?
C6 B1 C4 S1 . . . . -19.5(3) ?
C1 B1 C4 S1 . . . . -139.8(2) ?
C31 B1 C4 S1 . . . . 97.6(3) ?
C5 S1 C4 B1 . . . . 18.2(3) ?
C4 S1 C5 C6 . . . . -11.8(3) ?
C4 S1 C5 C41 . . . . 169.2(3) ?
C41 C5 C6 B1 . . . . 179.2(3) ?
S1 C5 C6 B1 . . . . 0.3(4) ?
C1 B1 C6 C5 . . . . 130.2(3) ?
C31 B1 C6 C5 . . . . -108.8(3) ?
C4 B1 C6 C5 . . . . 12.7(4) ?
C1 N1 C11 C12 . . . . -96.8(4) ?
C2 N1 C11 C12 . . . . 84.5(4) ?
C1 N1 C11 C16 . . . . 86.5(4) ?
C2 N1 C11 C16 . . . . -92.3(4) ?
C16 C11 C12 C13 . . . . -3.8(5) ?
N1 C11 C12 C13 . . . . 179.6(3) ?
C16 C11 C12 C17 . . . . 173.8(3) ?
N1 C11 C12 C17 . . . . -2.8(5) ?
C11 C12 C13 C14 . . . . 1.3(5) ?
C17 C12 C13 C14 . . . . -176.2(3) ?
C12 C13 C14 C15 . . . . 1.2(5) ?
C12 C13 C14 C18 . . . . -179.9(4) ?
C13 C14 C15 C16 . . . . -1.4(6) ?
C18 C14 C15 C16 . . . . 179.7(4) ?
C14 C15 C16 C11 . . . . -0.9(5) ?
C14 C15 C16 C19 . . . . 175.9(4) ?
C12 C11 C16 C15 . . . . 3.5(5) ?
N1 C11 C16 C15 . . . . -179.9(3) ?
C12 C11 C16 C19 . . . . -173.3(3) ?
N1 C11 C16 C19 . . . . 3.3(5) ?
C1 N2 C21 C22 . . . . 94.7(4) ?
C3 N2 C21 C22 . . . . -82.9(4) ?
C1 N2 C21 C26 . . . . -87.6(4) ?
C3 N2 C21 C26 . . . . 94.7(4) ?
C26 C21 C22 C23 . . . . 4.2(5) ?
N2 C21 C22 C23 . . . . -178.2(3) ?
C26 C21 C22 C27 . . . . -176.1(4) ?
N2 C21 C22 C27 . . . . 1.5(5) ?
C21 C22 C23 C24 . . . . -2.6(5) ?
C27 C22 C23 C24 . . . . 177.7(4) ?
C22 C23 C24 C25 . . . . 0.0(6) ?
C22 C23 C24 C28 . . . . -179.4(4) ?
C23 C24 C25 C26 . . . . 1.3(5) ?
C28 C24 C25 C26 . . . . -179.3(3) ?
C24 C25 C26 C21 . . . . 0.2(5) ?
C24 C25 C26 C29 . . . . 178.6(4) ?
C22 C21 C26 C25 . . . . -3.0(5) ?
N2 C21 C26 C25 . . . . 179.3(3) ?
C22 C21 C26 C29 . . . . 178.6(4) ?
N2 C21 C26 C29 . . . . 1.0(5) ?
C6 B1 C31 C32 . . . . 124.8(4) ?
C1 B1 C31 C32 . . . . -111.9(4) ?
C4 B1 C31 C32 . . . . 10.7(5) ?
C6 B1 C31 C36 . . . . -53.0(4) ?
C1 B1 C31 C36 . . . . 70.4(4) ?
C4 B1 C31 C36 . . . . -167.1(3) ?
C36 C31 C32 F32 . . . . -178.9(3) ?
B1 C31 C32 F32 . . . . 3.2(5) ?
C36 C31 C32 C33 . . . . 0.1(5) ?
B1 C31 C32 C33 . . . . -177.8(3) ?
F32 C32 C33 F33 . . . . 1.3(5) ?
C31 C32 C33 F33 . . . . -177.8(3) ?
F32 C32 C33 C34 . . . . -179.7(3) ?
C31 C32 C33 C34 . . . . 1.2(6) ?
F33 C33 C34 F34 . . . . -4.6(5) ?
C32 C33 C34 F34 . . . . 176.4(3) ?
F33 C33 C34 C35 . . . . 177.1(3) ?
C32 C33 C34 C35 . . . . -1.9(5) ?
F34 C34 C35 F35 . . . . 2.8(5) ?
C33 C34 C35 F35 . . . . -178.9(3) ?
F34 C34 C35 C36 . . . . -177.1(3) ?
C33 C34 C35 C36 . . . . 1.2(5) ?
F35 C35 C36 F36 . . . . 2.0(5) ?
C34 C35 C36 F36 . . . . -178.1(3) ?
F35 C35 C36 C31 . . . . -179.7(3) ?
C34 C35 C36 C31 . . . . 0.2(6) ?
C32 C31 C36 F36 . . . . 177.4(3) ?
B1 C31 C36 F36 . . . . -4.4(5) ?
C32 C31 C36 C35 . . . . -0.9(5) ?
B1 C31 C36 C35 . . . . 177.3(3) ?
C6 C5 C41 C46 . . . . -165.5(4) ?
S1 C5 C41 C46 . . . . 13.4(5) ?
C6 C5 C41 C42 . . . . 16.2(6) ?
S1 C5 C41 C42 . . . . -164.9(3) ?
C46 C41 C42 C43 . . . . -0.8(6) ?
C5 C41 C42 C43 . . . . 177.6(4) ?
C41 C42 C43 C44 . . . . 1.4(6) ?
C42 C43 C44 C45 . . . . -1.3(6) ?
C42 C43 C44 C47 . . . . 178.7(4) ?
C43 C44 C45 C46 . . . . 0.7(6) ?
C47 C44 C45 C46 . . . . -179.3(4) ?
C42 C41 C46 C45 . . . . 0.2(6) ?
C5 C41 C46 C45 . . . . -178.1(4) ?
C44 C45 C46 C41 . . . . -0.1(6) ?

####################################################################### 
# 
# 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_15b_erk10073
_database_code_depnum_ccdc_archive 'CCDC 2108151'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut WWU University of Muenster
Germany
;
_audit_update_record             
;
2022-03-04 deposited with the CCDC.	2022-04-18 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2019.11-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C39 H36 B Cl2 F9 N2 O'
_chemical_formula_iupac          ?
_chemical_formula_weight         801.41

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.2231(4)
_cell_length_b                   15.8615(5)
_cell_length_c                   17.6686(5)
_cell_angle_alpha                90
_cell_angle_beta                 91.414(2)
_cell_angle_gamma                90
_cell_volume                     3704.65(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9054
_cell_measurement_theta_min      3.7455
_cell_measurement_theta_max      68.1739
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.181
_exptl_crystal_size_mid          0.143
_exptl_crystal_size_min          0.079
_exptl_crystal_density_diffrn    1.437
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1648

_exptl_absorpt_coefficient_mu    2.287
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;

SADABS-2016/2 - Bruker AXS area detector scaling and absorption
correction. Reference: Krause, L., Herbst-Irmer, R., Sheldrick G.M.
& Stalke D., J. Appl. Cryst. 48 (2015) 3-10.
;
_exptl_absorpt_correction_T_min  0.71
_exptl_absorpt_correction_T_max  0.84

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   CuK\a
_diffrn_source_type              'micro focus tube'
_diffrn_source_power             0.05
_diffrn_source_current           1.0
_diffrn_source_voltage           50

_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device       'Bruker D8 Venture Photon III Diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'phi/omega scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            83131
_diffrn_reflns_av_R_equivalents  0.0901
_diffrn_reflns_av_unetI/netI     0.0368
_diffrn_reflns_theta_min         3.75
_diffrn_reflns_theta_max         68.37
_diffrn_reflns_theta_full        67.68
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_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.

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

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

_reflns_number_total             6765
_reflns_number_gt                5555
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0505
_refine_ls_R_factor_gt           0.0385
_refine_ls_wR_factor_gt          0.0896
_refine_ls_wR_factor_ref         0.0964
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.029
_refine_ls_number_reflns         6765
_refine_ls_number_parameters     606
_refine_ls_number_restraints     286
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0399P)²+2.2130P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.512
_refine_diff_density_min         -0.256
_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'
F F 0.0727 0.0534 '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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX3 v2019.11-0 Photon III'
_computing_cell_refinement       'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 994)'
_computing_publication_material  'Bruker SHELXTL'

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 0.67696(15) 0.29055(12) 0.51833(10) 0.0184(4) Uani d . . . 1.0 . .
N N1 0.73566(11) 0.17007(9) 0.41868(8) 0.0183(3) Uani d . . . 1.0 . .
N N2 0.59970(10) 0.14010(9) 0.47715(8) 0.0174(3) Uani d . . . 1.0 . .
O O1 0.74210(8) 0.28311(7) 0.59047(6) 0.0177(2) Uani d . . . 1.0 . .
C C1 0.67321(12) 0.19978(10) 0.47242(9) 0.0168(3) Uani d . . . 1.0 . .
C C2 0.70047(14) 0.09396(11) 0.38994(10) 0.0243(4) Uani d . . . 1.0 . .
H H2 0.730721 0.061243 0.351567 0.029 Uiso calc U . R 1.0 . .
C C3 0.61567(14) 0.07517(11) 0.42650(10) 0.0228(4) Uani d . . . 1.0 . .
H H3 0.574509 0.026642 0.419053 0.027 Uiso calc U . R 1.0 . .
C C4 0.75285(14) 0.36724(11) 0.49035(10) 0.0218(4) Uani d . . . 1.0 . .
H H4A 0.796289 0.352338 0.447511 0.026 Uiso calc U . R 1.0 . .
H H4B 0.719451 0.42255 0.482688 0.026 Uiso calc U . R 1.0 . .
C C5 0.80250(13) 0.35440(11) 0.56948(10) 0.0206(4) Uani d . . . 1.0 . .
C C6 0.78233(14) 0.42724(11) 0.62410(10) 0.0232(4) Uani d . . . 1.0 . .
C C11 0.83561(13) 0.20078(11) 0.40058(9) 0.0200(4) Uani d . . . 1.0 . .
C C12 0.84778(14) 0.25573(12) 0.33974(10) 0.0239(4) Uani d . . . 1.0 . .
C C13 0.94611(15) 0.28265(12) 0.32546(10) 0.0278(4) Uani d . . . 1.0 . .
H H13 0.956163 0.32186 0.285702 0.033 Uiso calc U . R 1.0 . .
C C14 1.02963(15) 0.25423(12) 0.36719(10) 0.0274(4) Uani d . . . 1.0 . .
C C15 1.01390(14) 0.19628(12) 0.42515(10) 0.0262(4) Uani d . . . 1.0 . .
H H15 1.070591 0.17512 0.453236 0.031 Uiso calc U . R 1.0 . .
C C16 0.91752(14) 0.16863(11) 0.44297(10) 0.0214(4) Uani d . . . 1.0 . .
C C17 0.76049(15) 0.28702(14) 0.29185(11) 0.0335(5) Uani d . . . 1.0 . .
H H17A 0.730125 0.336087 0.316196 0.05 Uiso calc U . R 1.0 . .
H H17B 0.709768 0.242265 0.286191 0.05 Uiso calc U . R 1.0 . .
H H17C 0.784483 0.303169 0.241857 0.05 Uiso calc U . R 1.0 . .
C C18 1.13467(16) 0.28414(15) 0.34990(13) 0.0375(5) Uani d . . . 1.0 . .
H H18A 1.168045 0.242327 0.318204 0.056 Uiso calc U . R 1.0 . .
H H18B 1.17373 0.291467 0.397301 0.056 Uiso calc U . R 1.0 . .
H H18C 1.13057 0.338075 0.322948 0.056 Uiso calc U . R 1.0 . .
C C19 0.90246(15) 0.10539(12) 0.50534(11) 0.0276(4) Uani d . . . 1.0 . .
H H19A 0.968106 0.091052 0.52889 0.041 Uiso calc U . R 1.0 . .
H H19B 0.871015 0.054352 0.484182 0.041 Uiso calc U . R 1.0 . .
H H19C 0.858484 0.129641 0.543512 0.041 Uiso calc U . R 1.0 . .
C C21 0.52221(13) 0.13486(10) 0.53388(9) 0.0170(3) Uani d . . . 1.0 . .
C C22 0.42090(13) 0.14639(10) 0.51298(9) 0.0192(3) Uani d . . . 1.0 . .
C C23 0.34982(13) 0.14094(11) 0.56992(10) 0.0207(4) Uani d . . . 1.0 . .
H H23 0.280391 0.149555 0.557102 0.025 Uiso calc U . R 1.0 . .
C C24 0.37724(14) 0.12331(11) 0.64481(10) 0.0206(4) Uani d . . . 1.0 . .
C C25 0.47881(14) 0.10865(10) 0.66235(9) 0.0194(4) Uani d . . . 1.0 . .
H H25 0.4982 0.095217 0.713058 0.023 Uiso calc U . R 1.0 . .
C C26 0.55307(13) 0.11305(10) 0.60784(9) 0.0180(3) Uani d . . . 1.0 . .
C C27 0.38578(14) 0.16201(12) 0.43213(10) 0.0250(4) Uani d . . . 1.0 . .
H H27A 0.443655 0.178566 0.401888 0.038 Uiso calc U . R 1.0 . .
H H27B 0.335261 0.207227 0.430953 0.038 Uiso calc U . R 1.0 . .
H H27C 0.355646 0.110352 0.411132 0.038 Uiso calc U . R 1.0 . .
C C28 0.29834(15) 0.11749(12) 0.70466(11) 0.0281(4) Uani d . . . 1.0 . .
H H28A 0.300988 0.168289 0.736216 0.042 Uiso calc U . R 1.0 . .
H H28B 0.31154 0.067779 0.736319 0.042 Uiso calc U . R 1.0 . .
H H28C 0.231163 0.112619 0.680363 0.042 Uiso calc U . R 1.0 . .
C C29 0.66152(13) 0.09327(11) 0.62802(10) 0.0224(4) Uani d . . . 1.0 . .
H H29A 0.701742 0.145099 0.626365 0.034 Uiso calc U . R 1.0 . .
H H29B 0.68771 0.052491 0.591725 0.034 Uiso calc U . R 1.0 . .
H H29C 0.665843 0.069309 0.679118 0.034 Uiso calc U . R 1.0 . .
C C31 0.56295(13) 0.32266(10) 0.53769(9) 0.0171(3) Uani d . . . 1.0 . .
C C32 0.49005(13) 0.35827(10) 0.48771(9) 0.0198(4) Uani d . . . 1.0 . .
C C33 0.39866(14) 0.39146(11) 0.51240(10) 0.0231(4) Uani d . . . 1.0 . .
H H33 0.351544 0.41484 0.476773 0.028 Uiso calc U . R 1.0 . .
C C34 0.37658(13) 0.39038(11) 0.58843(10) 0.0222(4) Uani d . . . 1.0 . .
H H34 0.31478 0.413041 0.605713 0.027 Uiso calc U . R 1.0 . .
C C35 0.44704(13) 0.35532(10) 0.63908(10) 0.0189(3) Uani d . . . 1.0 . .
C C36 0.53678(13) 0.32226(10) 0.61408(9) 0.0174(3) Uani d . . . 1.0 . .
H H36 0.58276 0.298211 0.650158 0.021 Uiso calc U . R 1.0 . .
C C37 0.50869(15) 0.36542(11) 0.40451(10) 0.0251(4) Uani d U . D 1.0 . .
F F1 0.5555(9) 0.4361(6) 0.3863(8) 0.053(2) Uani d U P D 0.74(4) A 1
F F2 0.5606(6) 0.3013(4) 0.3763(4) 0.0224(11) Uani d U P D 0.74(4) A 1
F F3 0.4203(3) 0.3664(5) 0.3638(3) 0.0346(12) Uani d U P D 0.74(4) A 1
F F1A 0.575(2) 0.4264(17) 0.386(2) 0.041(4) Uani d U P D 0.26(4) A 2
F F2A 0.545(2) 0.2947(12) 0.3756(14) 0.037(5) Uani d U P D 0.26(4) A 2
F F3A 0.4296(16) 0.385(2) 0.3596(11) 0.066(5) Uani d U P D 0.26(4) A 2
C C38 0.42611(14) 0.35706(11) 0.72185(10) 0.0247(4) Uani d U . D 1.0 . .
F F4 0.5039(7) 0.3318(11) 0.7665(4) 0.057(2) Uani d U P D 0.53(3) B 1
F F5 0.4072(8) 0.4357(5) 0.7455(7) 0.0388(16) Uani d U P D 0.53(3) B 1
F F6 0.3462(8) 0.3135(6) 0.7420(6) 0.054(2) Uani d U P D 0.53(3) B 1
F F4A 0.4813(9) 0.3011(6) 0.7592(5) 0.0436(18) Uani d U P D 0.47(3) B 2
F F5A 0.4381(14) 0.4310(6) 0.7539(8) 0.057(3) Uani d U P D 0.47(3) B 2
F F6A 0.3312(6) 0.3326(9) 0.7346(7) 0.053(2) Uani d U P D 0.47(3) B 2
C C41 0.91519(14) 0.33549(11) 0.57466(10) 0.0222(4) Uani d . . . 1.0 . .
C C42 0.98431(15) 0.38221(12) 0.53396(11) 0.0287(4) Uani d . . . 1.0 . .
H H42 0.960691 0.424582 0.499883 0.034 Uiso calc U . R 1.0 . .
C C43 1.08761(16) 0.36755(13) 0.54263(12) 0.0340(5) Uani d . . . 1.0 . .
H H43 1.134174 0.400405 0.515074 0.041 Uiso calc U . R 1.0 . .
C C44 1.12295(15) 0.30478(13) 0.59163(12) 0.0322(4) Uani d . . . 1.0 . .
H H44 1.193447 0.294287 0.597407 0.039 Uiso calc U . R 1.0 . .
C C45 1.05429(14) 0.25787(12) 0.63181(11) 0.0284(4) Uani d . . . 1.0 . .
H H45 1.077868 0.214819 0.665208 0.034 Uiso calc U . R 1.0 . .
C C46 0.95102(14) 0.27321(12) 0.62372(10) 0.0257(4) Uani d . . . 1.0 . .
H H46 0.904642 0.240876 0.651929 0.031 Uiso calc U . R 1.0 . .
F F7 0.68637(8) 0.45432(6) 0.62212(6) 0.0279(2) Uani d . . . 1.0 . .
F F8 0.80347(8) 0.40564(7) 0.69643(6) 0.0273(2) Uani d . . . 1.0 . .
F F9 0.83924(9) 0.49544(7) 0.60952(6) 0.0330(3) Uani d . . . 1.0 . .
C C51 0.0219(6) 0.4431(7) 0.7622(5) 0.0264(17) Uani d U P D 0.526(3) C 1
H H51A -0.002962 0.386861 0.777391 0.032 Uiso calc U P R 0.526(3) C 1
H H51B 0.005494 0.45097 0.707715 0.032 Uiso calc U P R 0.526(3) C 1
Cl Cl1 0.1528(4) 0.4480(3) 0.7771(3) 0.0638(11) Uani d U P D 0.526(3) C 1
Cl Cl2 -0.0389(10) 0.5217(9) 0.8151(9) 0.0423(18) Uani d U P D 0.526(3) C 1
C C51A 0.0277(10) 0.4512(12) 0.7449(9) 0.035(3) Uani d U P D 0.347(3) D 2
H H51C 0.0077 0.464285 0.69187 0.042 Uiso calc U P R 0.347(3) D 2
H H51D 0.007996 0.392163 0.75524 0.042 Uiso calc U P R 0.347(3) D 2
Cl Cl1A 0.1598(6) 0.4610(5) 0.7560(5) 0.075(3) Uani d U P D 0.347(3) D 2
Cl Cl2A -0.0373(12) 0.5187(11) 0.8058(13) 0.0351(18) Uani d U P D 0.347(3) D 2
C C51B 0.057(2) 0.4497(17) 0.7479(18) 0.058(5) Uani d U P D 0.126(3) E 3
H H51E 0.08586 0.400845 0.776041 0.07 Uiso calc U P R 0.126(3) E 3
H H51F 0.007912 0.42838 0.709637 0.07 Uiso calc U P R 0.126(3) E 3
Cl Cl1B 0.1551(6) 0.5034(6) 0.7025(8) 0.083(3) Uani d U P D 0.126(3) E 3
Cl Cl2B -0.0035(13) 0.5175(13) 0.8109(12) 0.092(5) Uani d U P D 0.126(3) E 3


_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 O1 . 1.525(2) ?
B1 C31 . 1.635(3) ?
B1 C1 . 1.653(2) ?
B1 C4 . 1.660(3) ?
N1 C1 . 1.358(2) ?
N1 C2 . 1.386(2) ?
N1 C11 . 1.452(2) ?
N2 C1 . 1.361(2) ?
N2 C3 . 1.384(2) ?
N2 C21 . 1.453(2) ?
O1 C5 . 1.438(2) ?
C2 C3 . 1.341(3) ?
C2 H2 . 0.95 ?
C3 H3 . 0.95 ?
C4 C5 . 1.543(2) ?
C4 H4A . 0.99 ?
C4 H4B . 0.99 ?
C5 C41 . 1.520(3) ?
C5 C6 . 1.533(2) ?
C6 F7 . 1.339(2) ?
C6 F8 . 1.346(2) ?
C6 F9 . 1.346(2) ?
C11 C12 . 1.396(3) ?
C11 C16 . 1.398(3) ?
C12 C13 . 1.397(3) ?
C12 C17 . 1.499(3) ?
C13 C14 . 1.388(3) ?
C13 H13 . 0.95 ?
C14 C15 . 1.396(3) ?
C14 C18 . 1.506(3) ?
C15 C16 . 1.391(3) ?
C15 H15 . 0.95 ?
C16 C19 . 1.507(3) ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C21 C22 . 1.393(2) ?
C21 C26 . 1.403(2) ?
C22 C23 . 1.396(2) ?
C22 C27 . 1.512(2) ?
C23 C24 . 1.392(2) ?
C23 H23 . 0.95 ?
C24 C25 . 1.390(3) ?
C24 C28 . 1.507(2) ?
C25 C26 . 1.394(2) ?
C25 H25 . 0.95 ?
C26 C29 . 1.502(2) ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
C29 H29A . 0.98 ?
C29 H29B . 0.98 ?
C29 H29C . 0.98 ?
C31 C36 . 1.402(2) ?
C31 C32 . 1.409(2) ?
C32 C33 . 1.398(3) ?
C32 C37 . 1.501(2) ?
C33 C34 . 1.382(3) ?
C33 H33 . 0.95 ?
C34 C35 . 1.392(2) ?
C34 H34 . 0.95 ?
C35 C36 . 1.380(2) ?
C35 C38 . 1.495(2) ?
C36 H36 . 0.95 ?
C37 F1 . 1.324(6) ?
C37 F2A . 1.330(12) ?
C37 F2 . 1.330(5) ?
C37 F3A . 1.333(12) ?
C37 F1A . 1.349(13) ?
C37 F3 . 1.358(4) ?
C38 F5A . 1.311(9) ?
C38 F4A . 1.316(7) ?
C38 F6 . 1.319(7) ?
C38 F6A . 1.338(8) ?
C38 F5 . 1.341(7) ?
C38 F4 . 1.343(6) ?
C41 C46 . 1.390(3) ?
C41 C42 . 1.391(3) ?
C42 C43 . 1.390(3) ?
C42 H42 . 0.95 ?
C43 C44 . 1.393(3) ?
C43 H43 . 0.95 ?
C44 C45 . 1.383(3) ?
C44 H44 . 0.95 ?
C45 C46 . 1.391(3) ?
C45 H45 . 0.95 ?
C46 H46 . 0.95 ?
C51 Cl1 . 1.745(8) ?
C51 Cl2 . 1.764(8) ?
C51 H51A . 0.99 ?
C51 H51B . 0.99 ?
C51A Cl2A . 1.758(12) ?
C51A Cl1A . 1.759(11) ?
C51A H51C . 0.99 ?
C51A H51D . 0.99 ?
C51B Cl1B . 1.756(15) ?
C51B Cl2B . 1.758(15) ?
C51B H51E . 0.99 ?
C51B H51F . 0.99 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 B1 C31 . . 110.72(13) ?
O1 B1 C1 . . 110.63(13) ?
C31 B1 C1 . . 110.94(14) ?
O1 B1 C4 . . 88.42(12) ?
C31 B1 C4 . . 113.65(14) ?
C1 B1 C4 . . 120.21(14) ?
C1 N1 C2 . . 110.74(14) ?
C1 N1 C11 . . 127.61(14) ?
C2 N1 C11 . . 120.72(14) ?
C1 N2 C3 . . 110.92(14) ?
C1 N2 C21 . . 126.80(13) ?
C3 N2 C21 . . 121.66(14) ?
C5 O1 B1 . . 91.69(12) ?
N1 C1 N2 . . 104.43(14) ?
N1 C1 B1 . . 129.36(15) ?
N2 C1 B1 . . 126.05(14) ?
C3 C2 N1 . . 107.12(15) ?
C3 C2 H2 . . 126.4 ?
N1 C2 H2 . . 126.4 ?
C2 C3 N2 . . 106.78(15) ?
C2 C3 H3 . . 126.6 ?
N2 C3 H3 . . 126.6 ?
C5 C4 B1 . . 83.13(12) ?
C5 C4 H4A . . 114.8 ?
B1 C4 H4A . . 114.8 ?
C5 C4 H4B . . 114.8 ?
B1 C4 H4B . . 114.8 ?
H4A C4 H4B . . 111.9 ?
O1 C5 C41 . . 112.27(14) ?
O1 C5 C6 . . 108.89(13) ?
C41 C5 C6 . . 107.23(14) ?
O1 C5 C4 . . 96.36(13) ?
C41 C5 C4 . . 118.36(15) ?
C6 C5 C4 . . 113.21(14) ?
F7 C6 F8 . . 106.31(14) ?
F7 C6 F9 . . 105.72(14) ?
F8 C6 F9 . . 106.39(14) ?
F7 C6 C5 . . 113.88(14) ?
F8 C6 C5 . . 111.76(14) ?
F9 C6 C5 . . 112.23(14) ?
C12 C11 C16 . . 122.52(16) ?
C12 C11 N1 . . 120.13(16) ?
C16 C11 N1 . . 117.21(15) ?
C11 C12 C13 . . 117.08(17) ?
C11 C12 C17 . . 122.65(17) ?
C13 C12 C17 . . 120.27(17) ?
C14 C13 C12 . . 122.45(17) ?
C14 C13 H13 . . 118.8 ?
C12 C13 H13 . . 118.8 ?
C13 C14 C15 . . 118.21(17) ?
C13 C14 C18 . . 121.04(18) ?
C15 C14 C18 . . 120.74(18) ?
C16 C15 C14 . . 121.84(18) ?
C16 C15 H15 . . 119.1 ?
C14 C15 H15 . . 119.1 ?
C15 C16 C11 . . 117.77(16) ?
C15 C16 C19 . . 120.90(16) ?
C11 C16 C19 . . 121.33(16) ?
C12 C17 H17A . . 109.5 ?
C12 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C12 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C14 C18 H18A . . 109.5 ?
C14 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C14 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C16 C19 H19A . . 109.5 ?
C16 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C16 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C22 C21 C26 . . 122.35(15) ?
C22 C21 N2 . . 119.98(14) ?
C26 C21 N2 . . 117.56(15) ?
C21 C22 C23 . . 117.46(15) ?
C21 C22 C27 . . 122.89(15) ?
C23 C22 C27 . . 119.63(16) ?
C24 C23 C22 . . 122.22(16) ?
C24 C23 H23 . . 118.9 ?
C22 C23 H23 . . 118.9 ?
C25 C24 C23 . . 118.24(16) ?
C25 C24 C28 . . 121.00(16) ?
C23 C24 C28 . . 120.73(17) ?
C24 C25 C26 . . 122.04(16) ?
C24 C25 H25 . . 119.0 ?
C26 C25 H25 . . 119.0 ?
C25 C26 C21 . . 117.54(16) ?
C25 C26 C29 . . 120.67(15) ?
C21 C26 C29 . . 121.78(15) ?
C22 C27 H27A . . 109.5 ?
C22 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C22 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C24 C28 H28A . . 109.5 ?
C24 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C24 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C26 C29 H29A . . 109.5 ?
C26 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
C26 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
C36 C31 C32 . . 115.08(15) ?
C36 C31 B1 . . 116.79(14) ?
C32 C31 B1 . . 127.85(15) ?
C33 C32 C31 . . 122.59(16) ?
C33 C32 C37 . . 116.19(15) ?
C31 C32 C37 . . 121.18(16) ?
C34 C33 C32 . . 120.25(16) ?
C34 C33 H33 . . 119.9 ?
C32 C33 H33 . . 119.9 ?
C33 C34 C35 . . 118.42(16) ?
C33 C34 H34 . . 120.8 ?
C35 C34 H34 . . 120.8 ?
C36 C35 C34 . . 120.88(16) ?
C36 C35 C38 . . 120.11(15) ?
C34 C35 C38 . . 118.97(16) ?
C35 C36 C31 . . 122.77(15) ?
C35 C36 H36 . . 118.6 ?
C31 C36 H36 . . 118.6 ?
F1 C37 F2 . . 107.9(6) ?
F2A C37 F3A . . 104.9(12) ?
F2A C37 F1A . . 105.5(15) ?
F3A C37 F1A . . 101.2(15) ?
F1 C37 F3 . . 105.3(5) ?
F2 C37 F3 . . 104.9(4) ?
F1 C37 C32 . . 113.0(6) ?
F2A C37 C32 . . 112.6(12) ?
F2 C37 C32 . . 114.1(4) ?
F3A C37 C32 . . 117.0(11) ?
F1A C37 C32 . . 114.3(15) ?
F3 C37 C32 . . 111.1(3) ?
F5A C38 F4A . . 109.1(5) ?
F5A C38 F6A . . 106.9(7) ?
F4A C38 F6A . . 103.3(6) ?
F6 C38 F5 . . 104.3(5) ?
F6 C38 F4 . . 107.0(5) ?
F5 C38 F4 . . 103.9(5) ?
F5A C38 C35 . . 114.6(6) ?
F4A C38 C35 . . 111.3(4) ?
F6 C38 C35 . . 115.0(5) ?
F6A C38 C35 . . 110.9(5) ?
F5 C38 C35 . . 111.2(5) ?
F4 C38 C35 . . 114.3(3) ?
C46 C41 C42 . . 118.88(17) ?
C46 C41 C5 . . 119.76(16) ?
C42 C41 C5 . . 121.28(16) ?
C43 C42 C41 . . 120.69(18) ?
C43 C42 H42 . . 119.7 ?
C41 C42 H42 . . 119.7 ?
C42 C43 C44 . . 120.11(18) ?
C42 C43 H43 . . 119.9 ?
C44 C43 H43 . . 119.9 ?
C45 C44 C43 . . 119.29(18) ?
C45 C44 H44 . . 120.4 ?
C43 C44 H44 . . 120.4 ?
C44 C45 C46 . . 120.54(18) ?
C44 C45 H45 . . 119.7 ?
C46 C45 H45 . . 119.7 ?
C41 C46 C45 . . 120.48(18) ?
C41 C46 H46 . . 119.8 ?
C45 C46 H46 . . 119.8 ?
Cl1 C51 Cl2 . . 110.6(7) ?
Cl1 C51 H51A . . 109.5 ?
Cl2 C51 H51A . . 109.5 ?
Cl1 C51 H51B . . 109.5 ?
Cl2 C51 H51B . . 109.5 ?
H51A C51 H51B . . 108.1 ?
Cl2A C51A Cl1A . . 112.2(10) ?
Cl2A C51A H51C . . 109.2 ?
Cl1A C51A H51C . . 109.2 ?
Cl2A C51A H51D . . 109.2 ?
Cl1A C51A H51D . . 109.2 ?
H51C C51A H51D . . 107.9 ?
Cl1B C51B Cl2B . . 110.3(13) ?
Cl1B C51B H51E . . 109.6 ?
Cl2B C51B H51E . . 109.6 ?
Cl1B C51B H51F . . 109.6 ?
Cl2B C51B H51F . . 109.6 ?
H51E C51B H51F . . 108.1 ?

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
C31 B1 O1 C5 . . . . -109.97(14) ?
C1 B1 O1 C5 . . . . 126.62(14) ?
C4 B1 O1 C5 . . . . 4.78(12) ?
C2 N1 C1 N2 . . . . 0.87(18) ?
C11 N1 C1 N2 . . . . -168.01(15) ?
C2 N1 C1 B1 . . . . -174.69(16) ?
C11 N1 C1 B1 . . . . 16.4(3) ?
C3 N2 C1 N1 . . . . -0.79(18) ?
C21 N2 C1 N1 . . . . 170.27(15) ?
C3 N2 C1 B1 . . . . 174.96(15) ?
C21 N2 C1 B1 . . . . -14.0(2) ?
O1 B1 C1 N1 . . . . -89.5(2) ?
C31 B1 C1 N1 . . . . 147.23(16) ?
C4 B1 C1 N1 . . . . 11.2(3) ?
O1 B1 C1 N2 . . . . 95.84(18) ?
C31 B1 C1 N2 . . . . -27.4(2) ?
C4 B1 C1 N2 . . . . -163.49(15) ?
C1 N1 C2 C3 . . . . -0.6(2) ?
C11 N1 C2 C3 . . . . 169.13(16) ?
N1 C2 C3 N2 . . . . 0.1(2) ?
C1 N2 C3 C2 . . . . 0.4(2) ?
C21 N2 C3 C2 . . . . -171.17(15) ?
O1 B1 C4 C5 . . . . -4.48(12) ?
C31 B1 C4 C5 . . . . 107.50(15) ?
C1 B1 C4 C5 . . . . -117.55(16) ?
B1 O1 C5 C41 . . . . -129.38(14) ?
B1 O1 C5 C6 . . . . 112.04(14) ?
B1 O1 C5 C4 . . . . -5.17(13) ?
B1 C4 C5 O1 . . . . 4.78(12) ?
B1 C4 C5 C41 . . . . 124.36(16) ?
B1 C4 C5 C6 . . . . -108.93(15) ?
O1 C5 C6 F7 . . . . -62.17(18) ?
C41 C5 C6 F7 . . . . 176.13(14) ?
C4 C5 C6 F7 . . . . 43.7(2) ?
O1 C5 C6 F8 . . . . 58.33(18) ?
C41 C5 C6 F8 . . . . -63.37(18) ?
C4 C5 C6 F8 . . . . 164.24(14) ?
O1 C5 C6 F9 . . . . 177.77(13) ?
C41 C5 C6 F9 . . . . 56.07(18) ?
C4 C5 C6 F9 . . . . -76.32(19) ?
C1 N1 C11 C12 . . . . -98.3(2) ?
C2 N1 C11 C12 . . . . 93.8(2) ?
C1 N1 C11 C16 . . . . 85.9(2) ?
C2 N1 C11 C16 . . . . -82.0(2) ?
C16 C11 C12 C13 . . . . -4.3(3) ?
N1 C11 C12 C13 . . . . -179.88(15) ?
C16 C11 C12 C17 . . . . 176.98(17) ?
N1 C11 C12 C17 . . . . 1.4(3) ?
C11 C12 C13 C14 . . . . 2.6(3) ?
C17 C12 C13 C14 . . . . -178.68(18) ?
C12 C13 C14 C15 . . . . 0.3(3) ?
C12 C13 C14 C18 . . . . 179.59(18) ?
C13 C14 C15 C16 . . . . -1.7(3) ?
C18 C14 C15 C16 . . . . 179.03(18) ?
C14 C15 C16 C11 . . . . 0.1(3) ?
C14 C15 C16 C19 . . . . 179.42(17) ?
C12 C11 C16 C15 . . . . 3.0(3) ?
N1 C11 C16 C15 . . . . 178.73(15) ?
C12 C11 C16 C19 . . . . -176.29(17) ?
N1 C11 C16 C19 . . . . -0.6(2) ?
C1 N2 C21 C22 . . . . 113.53(19) ?
C3 N2 C21 C22 . . . . -76.3(2) ?
C1 N2 C21 C26 . . . . -70.2(2) ?
C3 N2 C21 C26 . . . . 99.96(18) ?
C26 C21 C22 C23 . . . . 4.2(2) ?
N2 C21 C22 C23 . . . . -179.78(14) ?
C26 C21 C22 C27 . . . . -174.23(16) ?
N2 C21 C22 C27 . . . . 1.8(2) ?
C21 C22 C23 C24 . . . . -1.1(3) ?
C27 C22 C23 C24 . . . . 177.37(16) ?
C22 C23 C24 C25 . . . . -1.7(3) ?
C22 C23 C24 C28 . . . . -179.69(16) ?
C23 C24 C25 C26 . . . . 1.5(2) ?
C28 C24 C25 C26 . . . . 179.51(16) ?
C24 C25 C26 C21 . . . . 1.4(2) ?
C24 C25 C26 C29 . . . . -177.40(16) ?
C22 C21 C26 C25 . . . . -4.3(2) ?
N2 C21 C26 C25 . . . . 179.53(14) ?
C22 C21 C26 C29 . . . . 174.45(16) ?
N2 C21 C26 C29 . . . . -1.7(2) ?
O1 B1 C31 C36 . . . . -12.0(2) ?
C1 B1 C31 C36 . . . . 111.27(16) ?
C4 B1 C31 C36 . . . . -109.63(16) ?
O1 B1 C31 C32 . . . . 161.66(15) ?
C1 B1 C31 C32 . . . . -75.1(2) ?
C4 B1 C31 C32 . . . . 64.0(2) ?
C36 C31 C32 C33 . . . . 0.5(2) ?
B1 C31 C32 C33 . . . . -173.18(16) ?
C36 C31 C32 C37 . . . . 178.20(15) ?
B1 C31 C32 C37 . . . . 4.5(3) ?
C31 C32 C33 C34 . . . . 0.1(3) ?
C37 C32 C33 C34 . . . . -177.71(16) ?
C32 C33 C34 C35 . . . . -0.3(3) ?
C33 C34 C35 C36 . . . . -0.1(3) ?
C33 C34 C35 C38 . . . . 177.42(16) ?
C34 C35 C36 C31 . . . . 0.8(3) ?
C38 C35 C36 C31 . . . . -176.74(15) ?
C32 C31 C36 C35 . . . . -0.9(2) ?
B1 C31 C36 C35 . . . . 173.51(15) ?
C33 C32 C37 F1 . . . . 89.8(7) ?
C31 C32 C37 F1 . . . . -88.0(7) ?
C33 C32 C37 F2A . . . . -136.0(15) ?
C31 C32 C37 F2A . . . . 46.2(16) ?
C33 C32 C37 F2 . . . . -146.4(5) ?
C31 C32 C37 F2 . . . . 35.8(5) ?
C33 C32 C37 F3A . . . . -14.3(19) ?
C31 C32 C37 F3A . . . . 167.9(19) ?
C33 C32 C37 F1A . . . . 103.7(18) ?
C31 C32 C37 F1A . . . . -74.1(18) ?
C33 C32 C37 F3 . . . . -28.2(4) ?
C31 C32 C37 F3 . . . . 154.0(4) ?
C36 C35 C38 F5A . . . . 102.8(9) ?
C34 C35 C38 F5A . . . . -74.7(9) ?
C36 C35 C38 F4A . . . . -21.6(7) ?
C34 C35 C38 F4A . . . . 160.8(7) ?
C36 C35 C38 F6 . . . . -118.7(7) ?
C34 C35 C38 F6 . . . . 63.8(7) ?
C36 C35 C38 F6A . . . . -136.1(7) ?
C34 C35 C38 F6A . . . . 46.4(7) ?
C36 C35 C38 F5 . . . . 123.0(5) ?
C34 C35 C38 F5 . . . . -54.5(5) ?
C36 C35 C38 F4 . . . . 5.7(9) ?
C34 C35 C38 F4 . . . . -171.8(9) ?
O1 C5 C41 C46 . . . . -25.5(2) ?
C6 C5 C41 C46 . . . . 94.01(18) ?
C4 C5 C41 C46 . . . . -136.47(17) ?
O1 C5 C41 C42 . . . . 157.70(16) ?
C6 C5 C41 C42 . . . . -82.7(2) ?
C4 C5 C41 C42 . . . . 46.8(2) ?
C46 C41 C42 C43 . . . . -0.6(3) ?
C5 C41 C42 C43 . . . . 176.17(17) ?
C41 C42 C43 C44 . . . . 0.9(3) ?
C42 C43 C44 C45 . . . . -0.5(3) ?
C43 C44 C45 C46 . . . . -0.2(3) ?
C42 C41 C46 C45 . . . . -0.1(3) ?
C5 C41 C46 C45 . . . . -176.93(16) ?
C44 C45 C46 C41 . . . . 0.5(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_13a_erk10112
_database_code_depnum_ccdc_archive 'CCDC 2108149'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut WWU University of Muenster
Germany
;
_audit_update_record             
;
2022-03-04 deposited with the CCDC.	2022-04-18 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2019.11-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H28 B Cl2 F5 N2 O2'
_chemical_formula_iupac          ?
_chemical_formula_weight         625.25

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.1301(2)
_cell_length_b                   53.7784(15)
_cell_length_c                   7.3365(2)
_cell_angle_alpha                90
_cell_angle_beta                 115.797(2)
_cell_angle_gamma                90
_cell_volume                     2888.02(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9944
_cell_measurement_theta_min      3.2872
_cell_measurement_theta_max      68.2162
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.264
_exptl_crystal_size_mid          0.089
_exptl_crystal_size_min          0.053
_exptl_crystal_density_diffrn    1.438
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1288

_exptl_absorpt_coefficient_mu    2.587
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;

SADABS-2016/2 - Bruker AXS area detector scaling and absorption
correction. Reference: Krause, L., Herbst-Irmer, R., Sheldrick G.M.
& Stalke D., J. Appl. Cryst. 48 (2015) 3-10.
;
_exptl_absorpt_correction_T_min  0.74
_exptl_absorpt_correction_T_max  0.88

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   CuK\a
_diffrn_source_type              'micro focus tube'
_diffrn_source_power             0.05
_diffrn_source_current           1.0
_diffrn_source_voltage           50

_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device       'Bruker D8 Venture Photon III Diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'phi/omega scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            31653
_diffrn_reflns_av_R_equivalents  0.0654
_diffrn_reflns_av_unetI/netI     0.0466
_diffrn_reflns_theta_min         3.29
_diffrn_reflns_theta_max         68.27
_diffrn_reflns_theta_full        67.68
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.984
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -64
_diffrn_reflns_limit_k_max       64
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8

_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 bora-beta-lactame like four member ringwas found 
disordered over two positions. Several restraints (SADI, 
SAME, ISOR and SIMU) were used in order to improve 
refinement stability.
;

_reflns_number_total             5196
_reflns_number_gt                4124
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0638
_refine_ls_R_factor_gt           0.0470
_refine_ls_wR_factor_gt          0.1080
_refine_ls_wR_factor_ref         0.1164
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.021
_refine_ls_number_reflns         5196
_refine_ls_number_parameters     422
_refine_ls_number_restraints     142
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0431P)²+3.2406P] 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         0.302
_refine_diff_density_min         -0.407
_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'
F F 0.0727 0.0534 '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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX3 v2019.11-0 Photon III'
_computing_cell_refinement       'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 994)'
_computing_publication_material  'Bruker SHELXTL'

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 0.6487(4) 0.38290(5) 0.5382(4) 0.0167(5) Uani d U . D 1.0 . .
O O1 0.5854(3) 0.36754(6) 0.6748(4) 0.0202(5) Uani d U P D 0.951(5) A 1
C C4 0.8427(6) 0.36813(11) 0.6496(8) 0.0225(8) Uani d U P D 0.951(5) A 1
H H4A 0.871289 0.356854 0.560608 0.027 Uiso calc U P R 0.951(5) A 1
H H4B 0.948372 0.378677 0.733886 0.027 Uiso calc U P R 0.951(5) A 1
C C5 0.7475(4) 0.35601(5) 0.7618(4) 0.0235(7) Uani d U P D 0.951(5) A 1
O O2 0.7910(3) 0.34065(3) 0.8954(3) 0.0357(7) Uani d U P D 0.951(5) A 1
O O1A 0.838(6) 0.3703(14) 0.614(11) 0.018(5) Uani d U P D 0.049(5) A 2
C C4A 0.621(9) 0.3661(19) 0.709(14) 0.018(5) Uani d U P D 0.049(5) A 2
H H4A1 0.622756 0.375637 0.825098 0.021 Uiso calc U P R 0.049(5) A 2
H H4A2 0.51826 0.354217 0.65424 0.021 Uiso calc U P R 0.049(5) A 2
C C5A 0.804(6) 0.3556(8) 0.740(7) 0.018(5) Uani d U P D 0.049(5) A 2
O O2A 0.911(5) 0.3432(6) 0.882(5) 0.033(8) Uani d U P D 0.049(5) A 2
N N1 0.4889(3) 0.39099(3) 0.1386(3) 0.0158(4) Uani d . . . 1.0 . .
N N2 0.4386(3) 0.35450(3) 0.2230(3) 0.0179(4) Uani d . . . 1.0 . .
C C1 0.5257(3) 0.37626(4) 0.3019(4) 0.0151(5) Uani d . . . 1.0 . .
C C2 0.3802(3) 0.37866(4) -0.0385(4) 0.0232(5) Uani d . . . 1.0 . .
H H2 0.336305 0.385048 -0.172157 0.028 Uiso calc U . R 1.0 . .
C C3 0.3487(4) 0.35596(4) 0.0148(4) 0.0252(6) Uani d . . . 1.0 . .
H H3 0.277466 0.343231 -0.074448 0.03 Uiso calc U . R 1.0 . .
C C11 0.5677(3) 0.41541(4) 0.1438(4) 0.0158(5) Uani d . . . 1.0 . .
C C12 0.7475(3) 0.41666(4) 0.1694(4) 0.0175(5) Uani d . . . 1.0 . .
C C13 0.8244(3) 0.44011(4) 0.1845(4) 0.0202(5) Uani d . . . 1.0 . .
H H13 0.947018 0.441373 0.202123 0.024 Uiso calc U . R 1.0 . .
C C14 0.7275(3) 0.46176(4) 0.1748(4) 0.0198(5) Uani d . . . 1.0 . .
C C15 0.5463(3) 0.45961(4) 0.1412(4) 0.0206(5) Uani d . . . 1.0 . .
H H15 0.477761 0.474314 0.129868 0.025 Uiso calc U . R 1.0 . .
C C16 0.4617(3) 0.43659(4) 0.1235(4) 0.0178(5) Uani d . . . 1.0 . .
C C17 0.8607(3) 0.39373(4) 0.1891(4) 0.0232(6) Uani d . . . 1.0 . .
H H17A 0.950475 0.397218 0.136659 0.035 Uiso calc U . R 1.0 . .
H H17B 0.780877 0.380105 0.111554 0.035 Uiso calc U . R 1.0 . .
H H17C 0.924392 0.388951 0.332006 0.035 Uiso calc U . R 1.0 . .
C C18 0.8197(4) 0.48676(4) 0.2037(5) 0.0302(6) Uani d . . . 1.0 . .
H H18A 0.926542 0.487212 0.335672 0.045 Uiso calc U . R 1.0 . .
H H18B 0.733799 0.499861 0.19796 0.045 Uiso calc U . R 1.0 . .
H H18C 0.858722 0.489457 0.096247 0.045 Uiso calc U . R 1.0 . .
C C19 0.2657(3) 0.43506(5) 0.0875(4) 0.0256(6) Uani d . . . 1.0 . .
H H19A 0.228337 0.450972 0.122694 0.038 Uiso calc U . R 1.0 . .
H H19B 0.25189 0.421835 0.171662 0.038 Uiso calc U . R 1.0 . .
H H19C 0.188924 0.431359 -0.055584 0.038 Uiso calc U . R 1.0 . .
C C21 0.4470(3) 0.33172(4) 0.3336(4) 0.0169(5) Uani d . . . 1.0 . .
C C22 0.5766(3) 0.31392(4) 0.3486(4) 0.0205(5) Uani d . . . 1.0 . .
C C23 0.5823(3) 0.29213(4) 0.4550(4) 0.0227(6) Uani d . . . 1.0 . .
H H23 0.671721 0.2799 0.470362 0.027 Uiso calc U . R 1.0 . .
C C24 0.4617(4) 0.28782(4) 0.5388(4) 0.0241(6) Uani d . . . 1.0 . .
C C25 0.3319(3) 0.30592(4) 0.5153(4) 0.0241(6) Uani d . . . 1.0 . .
H H25 0.2478 0.303073 0.571106 0.029 Uiso calc U . R 1.0 . .
C C26 0.3211(3) 0.32803(4) 0.4128(4) 0.0200(5) Uani d . . . 1.0 . .
C C27 0.7028(4) 0.31698(5) 0.2489(5) 0.0325(7) Uani d . . . 1.0 . .
H H27A 0.637685 0.312657 0.105211 0.049 Uiso calc U . R 1.0 . .
H H27B 0.808595 0.305983 0.314561 0.049 Uiso calc U . R 1.0 . .
H H27C 0.744338 0.334277 0.262207 0.049 Uiso calc U . R 1.0 . .
C C28 0.4707(4) 0.26417(5) 0.6537(5) 0.0366(7) Uani d . . . 1.0 . .
H H28A 0.360199 0.25431 0.57889 0.055 Uiso calc U . R 1.0 . .
H H28B 0.479387 0.268318 0.787687 0.055 Uiso calc U . R 1.0 . .
H H28C 0.578308 0.25454 0.669139 0.055 Uiso calc U . R 1.0 . .
C C29 0.1793(3) 0.34741(5) 0.3885(5) 0.0269(6) Uani d . . . 1.0 . .
H H29A 0.239694 0.363319 0.442403 0.04 Uiso calc U . R 1.0 . .
H H29B 0.109873 0.342212 0.462659 0.04 Uiso calc U . R 1.0 . .
H H29C 0.096189 0.349302 0.244649 0.04 Uiso calc U . R 1.0 . .
C C31 0.6412(3) 0.41229(4) 0.5856(4) 0.0178(5) Uani d . . . 1.0 . .
C C32 0.7830(3) 0.42894(4) 0.6301(4) 0.0215(5) Uani d . . . 1.0 . .
F F32 0.94198(19) 0.42133(3) 0.6311(2) 0.0269(3) Uani d . . . 1.0 . .
C C33 0.7715(4) 0.45387(4) 0.6696(4) 0.0287(6) Uani d . . . 1.0 . .
F F33 0.9139(2) 0.46922(3) 0.7103(3) 0.0409(4) Uani d . . . 1.0 . .
C C34 0.6122(4) 0.46303(4) 0.6672(4) 0.0308(6) Uani d . . . 1.0 . .
F F34 0.5981(3) 0.48736(3) 0.7023(3) 0.0458(5) Uani d . . . 1.0 . .
C C35 0.4679(4) 0.44744(5) 0.6253(4) 0.0281(6) Uani d . . . 1.0 . .
F F35 0.3095(2) 0.45617(3) 0.6188(3) 0.0396(4) Uani d . . . 1.0 . .
C C36 0.4850(3) 0.42259(4) 0.5866(4) 0.0220(5) Uani d . . . 1.0 . .
F F36 0.33530(19) 0.40811(3) 0.5406(2) 0.0268(3) Uani d . . . 1.0 . .
C C41 -0.0326(4) 0.29180(5) 0.9908(5) 0.0332(7) Uani d . . . 1.0 . .
H H41A 0.002854 0.305115 1.094103 0.04 Uiso calc U . R 1.0 . .
H H41B -0.161343 0.294633 0.892956 0.04 Uiso calc U . R 1.0 . .
Cl Cl1 0.10738(12) 0.29354(2) 0.86268(14) 0.0464(2) Uani d . . . 1.0 . .
Cl Cl2 -0.01446(11) 0.26280(2) 1.10913(13) 0.0414(2) 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 O1 . 1.549(3) ?
B1 O1A . 1.55(2) ?
B1 C1 . 1.620(4) ?
B1 C31 . 1.625(3) ?
B1 C4 . 1.633(4) ?
B1 C4A . 1.63(2) ?
B1 C5 . 2.069(4) ?
B1 C5A . 2.073(17) ?
O1 C5 . 1.340(4) ?
C4 C5 . 1.502(5) ?
C4 H4A . 0.99 ?
C4 H4B . 0.99 ?
C5 O2 . 1.211(3) ?
O1A C5A . 1.330(19) ?
C4A C5A . 1.51(2) ?
C4A H4A1 . 0.99 ?
C4A H4A2 . 0.99 ?
C5A O2A . 1.228(18) ?
N1 C1 . 1.356(3) ?
N1 C2 . 1.382(3) ?
N1 C11 . 1.454(3) ?
N2 C1 . 1.360(3) ?
N2 C3 . 1.379(3) ?
N2 C21 . 1.454(3) ?
C2 C3 . 1.340(3) ?
C2 H2 . 0.95 ?
C3 H3 . 0.95 ?
C11 C12 . 1.392(3) ?
C11 C16 . 1.397(3) ?
C12 C13 . 1.390(3) ?
C12 C17 . 1.508(3) ?
C13 C14 . 1.390(3) ?
C13 H13 . 0.95 ?
C14 C15 . 1.389(3) ?
C14 C18 . 1.509(3) ?
C15 C16 . 1.395(3) ?
C15 H15 . 0.95 ?
C16 C19 . 1.499(3) ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C21 C22 . 1.392(3) ?
C21 C26 . 1.394(3) ?
C22 C23 . 1.397(3) ?
C22 C27 . 1.506(3) ?
C23 C24 . 1.384(4) ?
C23 H23 . 0.95 ?
C24 C25 . 1.390(4) ?
C24 C28 . 1.510(3) ?
C25 C26 . 1.389(3) ?
C25 H25 . 0.95 ?
C26 C29 . 1.506(3) ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
C29 H29A . 0.98 ?
C29 H29B . 0.98 ?
C29 H29C . 0.98 ?
C31 C32 . 1.382(3) ?
C31 C36 . 1.388(3) ?
C32 F32 . 1.353(3) ?
C32 C33 . 1.384(3) ?
C33 F33 . 1.346(3) ?
C33 C34 . 1.378(4) ?
C34 F34 . 1.348(3) ?
C34 C35 . 1.364(4) ?
C35 F35 . 1.351(3) ?
C35 C36 . 1.386(3) ?
C36 F36 . 1.358(3) ?
C41 Cl2 . 1.760(3) ?
C41 Cl1 . 1.766(3) ?
C41 H41A . 0.99 ?
C41 H41B . 0.99 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 B1 C1 . . 110.5(2) ?
O1A B1 C1 . . 110.(3) ?
O1 B1 C31 . . 109.0(2) ?
O1A B1 C31 . . 118.(4) ?
C1 B1 C31 . . 112.34(19) ?
O1 B1 C4 . . 86.39(19) ?
C1 B1 C4 . . 116.1(3) ?
C31 B1 C4 . . 119.0(3) ?
O1A B1 C4A . . 85.9(11) ?
C1 B1 C4A . . 118.(5) ?
C31 B1 C4A . . 110.(4) ?
O1 B1 C5 . . 40.36(13) ?
C1 B1 C5 . . 122.71(18) ?
C31 B1 C5 . . 123.2(2) ?
C4 B1 C5 . . 46.03(17) ?
O1A B1 C5A . . 39.9(8) ?
C1 B1 C5A . . 120.5(17) ?
C31 B1 C5A . . 127.1(17) ?
C4A B1 C5A . . 46.2(8) ?
C5 O1 B1 . . 91.2(2) ?
C5 C4 B1 . . 82.5(2) ?
C5 C4 H4A . . 114.9 ?
B1 C4 H4A . . 114.9 ?
C5 C4 H4B . . 114.9 ?
B1 C4 H4B . . 114.9 ?
H4A C4 H4B . . 111.9 ?
O2 C5 O1 . . 125.6(3) ?
O2 C5 C4 . . 134.5(3) ?
O1 C5 C4 . . 99.9(2) ?
O2 C5 B1 . . 173.9(3) ?
O1 C5 B1 . . 48.47(14) ?
C4 C5 B1 . . 51.47(16) ?
C5A O1A B1 . . 91.7(14) ?
C5A C4A B1 . . 82.4(11) ?
C5A C4A H4A1 . . 114.9 ?
B1 C4A H4A1 . . 114.9 ?
C5A C4A H4A2 . . 114.9 ?
B1 C4A H4A2 . . 114.9 ?
H4A1 C4A H4A2 . . 112.0 ?
O2A C5A O1A . . 129.(3) ?
O2A C5A C4A . . 128.(3) ?
O1A C5A C4A . . 99.6(15) ?
O2A C5A B1 . . 168.(5) ?
O1A C5A B1 . . 48.4(10) ?
C4A C5A B1 . . 51.4(9) ?
C1 N1 C2 . . 110.80(19) ?
C1 N1 C11 . . 125.4(2) ?
C2 N1 C11 . . 123.5(2) ?
C1 N2 C3 . . 110.44(19) ?
C1 N2 C21 . . 126.7(2) ?
C3 N2 C21 . . 122.65(19) ?
N1 C1 N2 . . 104.6(2) ?
N1 C1 B1 . . 127.78(19) ?
N2 C1 B1 . . 127.6(2) ?
C3 C2 N1 . . 106.8(2) ?
C3 C2 H2 . . 126.6 ?
N1 C2 H2 . . 126.6 ?
C2 C3 N2 . . 107.4(2) ?
C2 C3 H3 . . 126.3 ?
N2 C3 H3 . . 126.3 ?
C12 C11 C16 . . 122.6(2) ?
C12 C11 N1 . . 118.16(19) ?
C16 C11 N1 . . 119.3(2) ?
C13 C12 C11 . . 117.7(2) ?
C13 C12 C17 . . 120.0(2) ?
C11 C12 C17 . . 122.3(2) ?
C14 C13 C12 . . 122.0(2) ?
C14 C13 H13 . . 119.0 ?
C12 C13 H13 . . 119.0 ?
C15 C14 C13 . . 118.3(2) ?
C15 C14 C18 . . 121.5(2) ?
C13 C14 C18 . . 120.2(2) ?
C14 C15 C16 . . 122.2(2) ?
C14 C15 H15 . . 118.9 ?
C16 C15 H15 . . 118.9 ?
C15 C16 C11 . . 117.2(2) ?
C15 C16 C19 . . 120.6(2) ?
C11 C16 C19 . . 122.2(2) ?
C12 C17 H17A . . 109.5 ?
C12 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C12 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C14 C18 H18A . . 109.5 ?
C14 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C14 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C16 C19 H19A . . 109.5 ?
C16 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C16 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C22 C21 C26 . . 122.5(2) ?
C22 C21 N2 . . 118.3(2) ?
C26 C21 N2 . . 119.2(2) ?
C21 C22 C23 . . 117.5(2) ?
C21 C22 C27 . . 122.6(2) ?
C23 C22 C27 . . 119.9(2) ?
C24 C23 C22 . . 122.0(2) ?
C24 C23 H23 . . 119.0 ?
C22 C23 H23 . . 119.0 ?
C23 C24 C25 . . 118.3(2) ?
C23 C24 C28 . . 121.2(2) ?
C25 C24 C28 . . 120.6(2) ?
C26 C25 C24 . . 122.1(2) ?
C26 C25 H25 . . 118.9 ?
C24 C25 H25 . . 118.9 ?
C25 C26 C21 . . 117.6(2) ?
C25 C26 C29 . . 121.4(2) ?
C21 C26 C29 . . 121.0(2) ?
C22 C27 H27A . . 109.5 ?
C22 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C22 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C24 C28 H28A . . 109.5 ?
C24 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C24 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C26 C29 H29A . . 109.5 ?
C26 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
C26 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
C32 C31 C36 . . 114.3(2) ?
C32 C31 B1 . . 125.1(2) ?
C36 C31 B1 . . 120.6(2) ?
F32 C32 C31 . . 120.2(2) ?
F32 C32 C33 . . 116.3(2) ?
C31 C32 C33 . . 123.5(2) ?
F33 C33 C34 . . 119.8(2) ?
F33 C33 C32 . . 120.7(3) ?
C34 C33 C32 . . 119.5(2) ?
F34 C34 C35 . . 120.2(3) ?
F34 C34 C33 . . 120.1(3) ?
C35 C34 C33 . . 119.7(2) ?
F35 C35 C34 . . 120.5(2) ?
F35 C35 C36 . . 120.5(2) ?
C34 C35 C36 . . 119.0(2) ?
F36 C36 C35 . . 116.4(2) ?
F36 C36 C31 . . 119.5(2) ?
C35 C36 C31 . . 124.1(2) ?
Cl2 C41 Cl1 . . 111.99(15) ?
Cl2 C41 H41A . . 109.2 ?
Cl1 C41 H41A . . 109.2 ?
Cl2 C41 H41B . . 109.2 ?
Cl1 C41 H41B . . 109.2 ?
H41A C41 H41B . . 107.9 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C1 B1 O1 C5 . . . . 116.8(2) ?
C31 B1 O1 C5 . . . . -119.3(3) ?
C4 B1 O1 C5 . . . . 0.2(3) ?
O1 B1 C4 C5 . . . . -0.2(3) ?
C1 B1 C4 C5 . . . . -111.3(3) ?
C31 B1 C4 C5 . . . . 109.6(3) ?
B1 O1 C5 O2 . . . . 178.7(3) ?
B1 O1 C5 C4 . . . . -0.2(4) ?
B1 C4 C5 O2 . . . . -178.6(4) ?
B1 C4 C5 O1 . . . . 0.2(3) ?
C1 B1 O1A C5A . . . . -114.(5) ?
C31 B1 O1A C5A . . . . 115.(5) ?
C4A B1 O1A C5A . . . . 5.(7) ?
O1A B1 C4A C5A . . . . -4.(6) ?
C1 B1 C4A C5A . . . . 107.(4) ?
C31 B1 C4A C5A . . . . -123.(4) ?
B1 O1A C5A O2A . . . . -165.(6) ?
B1 O1A C5A C4A . . . . -5.(7) ?
B1 C4A C5A O2A . . . . 165.(6) ?
B1 C4A C5A O1A . . . . 5.(7) ?
C2 N1 C1 N2 . . . . 0.3(3) ?
C11 N1 C1 N2 . . . . -173.37(19) ?
C2 N1 C1 B1 . . . . 179.4(2) ?
C11 N1 C1 B1 . . . . 5.7(4) ?
C3 N2 C1 N1 . . . . -0.5(3) ?
C21 N2 C1 N1 . . . . 174.7(2) ?
C3 N2 C1 B1 . . . . -179.6(2) ?
C21 N2 C1 B1 . . . . -4.4(4) ?
O1 B1 C1 N1 . . . . 153.1(2) ?
O1A B1 C1 N1 . . . . -103.(2) ?
C31 B1 C1 N1 . . . . 31.1(3) ?
C4 B1 C1 N1 . . . . -110.6(3) ?
C4A B1 C1 N1 . . . . 161.(2) ?
C5 B1 C1 N1 . . . . -163.5(2) ?
C5A B1 C1 N1 . . . . -145.8(14) ?
O1 B1 C1 N2 . . . . -28.0(3) ?
O1A B1 C1 N2 . . . . 76.(2) ?
C31 B1 C1 N2 . . . . -150.1(2) ?
C4 B1 C1 N2 . . . . 68.2(3) ?
C4A B1 C1 N2 . . . . -20.(2) ?
C5 B1 C1 N2 . . . . 15.4(3) ?
C5A B1 C1 N2 . . . . 33.1(15) ?
C1 N1 C2 C3 . . . . 0.0(3) ?
C11 N1 C2 C3 . . . . 173.8(2) ?
N1 C2 C3 N2 . . . . -0.3(3) ?
C1 N2 C3 C2 . . . . 0.5(3) ?
C21 N2 C3 C2 . . . . -174.9(2) ?
C1 N1 C11 C12 . . . . 75.6(3) ?
C2 N1 C11 C12 . . . . -97.3(3) ?
C1 N1 C11 C16 . . . . -104.3(3) ?
C2 N1 C11 C16 . . . . 82.8(3) ?
C16 C11 C12 C13 . . . . 3.1(4) ?
N1 C11 C12 C13 . . . . -176.8(2) ?
C16 C11 C12 C17 . . . . -179.4(2) ?
N1 C11 C12 C17 . . . . 0.7(4) ?
C11 C12 C13 C14 . . . . 0.0(4) ?
C17 C12 C13 C14 . . . . -177.6(2) ?
C12 C13 C14 C15 . . . . -2.4(4) ?
C12 C13 C14 C18 . . . . 176.5(3) ?
C13 C14 C15 C16 . . . . 2.0(4) ?
C18 C14 C15 C16 . . . . -177.0(3) ?
C14 C15 C16 C11 . . . . 0.8(4) ?
C14 C15 C16 C19 . . . . 180.0(2) ?
C12 C11 C16 C15 . . . . -3.5(4) ?
N1 C11 C16 C15 . . . . 176.4(2) ?
C12 C11 C16 C19 . . . . 177.4(2) ?
N1 C11 C16 C19 . . . . -2.7(4) ?
C1 N2 C21 C22 . . . . -93.2(3) ?
C3 N2 C21 C22 . . . . 81.5(3) ?
C1 N2 C21 C26 . . . . 89.5(3) ?
C3 N2 C21 C26 . . . . -95.9(3) ?
C26 C21 C22 C23 . . . . -2.6(4) ?
N2 C21 C22 C23 . . . . -179.9(2) ?
C26 C21 C22 C27 . . . . 175.0(2) ?
N2 C21 C22 C27 . . . . -2.3(4) ?
C21 C22 C23 C24 . . . . 1.6(4) ?
C27 C22 C23 C24 . . . . -176.0(3) ?
C22 C23 C24 C25 . . . . -0.1(4) ?
C22 C23 C24 C28 . . . . -179.8(3) ?
C23 C24 C25 C26 . . . . -0.6(4) ?
C28 C24 C25 C26 . . . . 179.1(3) ?
C24 C25 C26 C21 . . . . -0.3(4) ?
C24 C25 C26 C29 . . . . 179.9(3) ?
C22 C21 C26 C25 . . . . 1.9(4) ?
N2 C21 C26 C25 . . . . 179.2(2) ?
C22 C21 C26 C29 . . . . -178.2(2) ?
N2 C21 C26 C29 . . . . -1.0(4) ?
O1 B1 C31 C32 . . . . 128.6(3) ?
O1A B1 C31 C32 . . . . 21.(2) ?
C1 B1 C31 C32 . . . . -108.5(3) ?
C4 B1 C31 C32 . . . . 32.0(4) ?
C4A B1 C31 C32 . . . . 118.(3) ?
C5 B1 C31 C32 . . . . 86.2(3) ?
C5A B1 C31 C32 . . . . 68.2(16) ?
O1 B1 C31 C36 . . . . -50.4(3) ?
O1A B1 C31 C36 . . . . -158.(2) ?
C1 B1 C31 C36 . . . . 72.5(3) ?
C4 B1 C31 C36 . . . . -147.0(3) ?
C4A B1 C31 C36 . . . . -61.(3) ?
C5 B1 C31 C36 . . . . -92.9(3) ?
C5A B1 C31 C36 . . . . -110.9(16) ?
C36 C31 C32 F32 . . . . -179.0(2) ?
B1 C31 C32 F32 . . . . 1.9(4) ?
C36 C31 C32 C33 . . . . -0.9(4) ?
B1 C31 C32 C33 . . . . 180.0(2) ?
F32 C32 C33 F33 . . . . -1.2(4) ?
C31 C32 C33 F33 . . . . -179.4(2) ?
F32 C32 C33 C34 . . . . 178.8(2) ?
C31 C32 C33 C34 . . . . 0.6(4) ?
F33 C33 C34 F34 . . . . 1.0(4) ?
C32 C33 C34 F34 . . . . -179.0(2) ?
F33 C33 C34 C35 . . . . 179.8(3) ?
C32 C33 C34 C35 . . . . -0.2(4) ?
F34 C34 C35 F35 . . . . -0.1(4) ?
C33 C34 C35 F35 . . . . -178.9(2) ?
F34 C34 C35 C36 . . . . 179.0(2) ?
C33 C34 C35 C36 . . . . 0.2(4) ?
F35 C35 C36 F36 . . . . 0.8(4) ?
C34 C35 C36 F36 . . . . -178.3(2) ?
F35 C35 C36 C31 . . . . 178.4(2) ?
C34 C35 C36 C31 . . . . -0.6(4) ?
C32 C31 C36 F36 . . . . 178.6(2) ?
B1 C31 C36 F36 . . . . -2.3(4) ?
C32 C31 C36 C35 . . . . 1.0(4) ?
B1 C31 C36 C35 . . . . -179.9(2) ?

####################################################################### 
# 
# 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_16b_erk10094
_database_code_depnum_ccdc_archive 'CCDC 2108152'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut WWU University of Muenster
Germany
;
_audit_update_record             
;
2022-03-04 deposited with the CCDC.	2022-04-18 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2019.11-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C48 H29 B2 F21 N2'
_chemical_formula_iupac          ?
_chemical_formula_weight         1054.35

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   22.1581(5)
_cell_length_b                   10.6732(3)
_cell_length_c                   18.8029(5)
_cell_angle_alpha                90
_cell_angle_beta                 105.0880(10)
_cell_angle_gamma                90
_cell_volume                     4293.55(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9728
_cell_measurement_theta_min      4.7712
_cell_measurement_theta_max      66.6043
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.175
_exptl_crystal_size_mid          0.158
_exptl_crystal_size_min          0.065
_exptl_crystal_density_diffrn    1.631
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2120

_exptl_absorpt_coefficient_mu    1.418
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;

SADABS-2016/2 - Bruker AXS area detector scaling and absorption
correction. Reference: Krause, L., Herbst-Irmer, R., Sheldrick G.M.
& Stalke D., J. Appl. Cryst. 48 (2015) 3-10.
;
_exptl_absorpt_correction_T_min  0.79
_exptl_absorpt_correction_T_max  0.91

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   CuK\a
_diffrn_source_type              'micro focus tube'
_diffrn_source_power             0.05
_diffrn_source_current           1.0
_diffrn_source_voltage           50

_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device       'Bruker D8 Venture Photon III Diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'phi/omega scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            79383
_diffrn_reflns_av_R_equivalents  0.0668
_diffrn_reflns_av_unetI/netI     0.0321
_diffrn_reflns_theta_min         2.06
_diffrn_reflns_theta_max         66.75
_diffrn_reflns_theta_full        66.75
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22

_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 C6F5 group is disordered over two positions. Several restraints (SADI,
SAME, ISOR and SIMU) were used in order to improve refinement stability.
;

_reflns_number_total             7573
_reflns_number_gt                6051
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0570
_refine_ls_R_factor_gt           0.0416
_refine_ls_wR_factor_gt          0.0845
_refine_ls_wR_factor_ref         0.0915
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.028
_refine_ls_number_reflns         7573
_refine_ls_number_parameters     764
_refine_ls_number_restraints     422
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0255P)²+3.8309P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.281
_refine_diff_density_min         -0.274
_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'
F F 0.0727 0.0534 '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'

_computing_data_collection       'Bruker APEX3 v2019.11-0 Photon III'
_computing_cell_refinement       'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 994)'
_computing_publication_material  'Bruker SHELXTL'

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 0.22397(10) 0.7017(3) 0.53567(12) 0.0272(5) Uani d . . . 1.0 . .
N N1 0.21571(7) 0.87717(18) 0.43213(8) 0.0276(4) Uani d . . . 1.0 . .
N N2 0.28406(7) 0.91864(18) 0.53385(8) 0.0273(4) Uani d . . . 1.0 . .
C C1 0.24160(8) 0.8295(2) 0.50107(10) 0.0266(5) Uani d . . . 1.0 . .
C C2 0.24052(9) 0.9915(2) 0.42343(11) 0.0323(5) Uani d . . . 1.0 . .
H H2 0.229792 1.042828 0.380718 0.039 Uiso calc U . R 1.0 . .
C C3 0.28338(9) 1.0175(2) 0.48747(11) 0.0318(5) Uani d . . . 1.0 . .
H H3 0.308354 1.090883 0.49817 0.038 Uiso calc U . R 1.0 . .
C C4 0.25777(9) 0.6556(2) 0.61397(10) 0.0284(5) Uani d . . . 1.0 . .
H H4A 0.230747 0.677142 0.646633 0.034 Uiso calc U . R 1.0 . .
H H4B 0.29643 0.705812 0.630742 0.034 Uiso calc U . R 1.0 . .
C C11 0.17030(9) 0.8179(2) 0.37111(10) 0.0281(5) Uani d . . . 1.0 . .
C C12 0.10720(9) 0.8455(2) 0.36191(10) 0.0302(5) Uani d . . . 1.0 . .
C C13 0.06471(9) 0.7845(2) 0.30482(10) 0.0341(6) Uani d . . . 1.0 . .
H H13 0.021307 0.799759 0.297733 0.041 Uiso calc U . R 1.0 . .
C C14 0.08379(9) 0.7019(2) 0.25791(10) 0.0339(5) Uani d . . . 1.0 . .
C C15 0.14766(10) 0.6861(2) 0.26603(11) 0.0343(5) Uani d . . . 1.0 . .
H H15 0.161137 0.63401 0.232173 0.041 Uiso calc U . R 1.0 . .
C C16 0.19231(9) 0.7443(2) 0.32226(10) 0.0302(5) Uani d . . . 1.0 . .
C C17 0.08623(9) 0.9408(2) 0.40925(11) 0.0346(5) Uani d . . . 1.0 . .
H H17A 0.110405 0.930617 0.460547 0.052 Uiso calc U . R 1.0 . .
H H17B 0.04171 0.928814 0.405807 0.052 Uiso calc U . R 1.0 . .
H H17C 0.092882 1.025268 0.392246 0.052 Uiso calc U . R 1.0 . .
C C18 0.03621(10) 0.6301(3) 0.20046(11) 0.0411(6) Uani d . . . 1.0 . .
H H18A 0.015049 0.569308 0.22471 0.062 Uiso calc U . R 1.0 . .
H H18B 0.057272 0.585882 0.168039 0.062 Uiso calc U . R 1.0 . .
H H18C 0.005393 0.688489 0.171285 0.062 Uiso calc U . R 1.0 . .
C C19 0.26108(9) 0.7278(3) 0.32794(11) 0.0367(6) Uani d . . . 1.0 . .
H H19A 0.266797 0.658589 0.29606 0.055 Uiso calc U . R 1.0 . .
H H19B 0.283297 0.708931 0.379063 0.055 Uiso calc U . R 1.0 . .
H H19C 0.27779 0.805133 0.312392 0.055 Uiso calc U . R 1.0 . .
C C21 0.33021(9) 0.9195(2) 0.60551(10) 0.0294(5) Uani d . . . 1.0 . .
C C22 0.31277(9) 0.9701(2) 0.66571(11) 0.0348(5) Uani d . . . 1.0 . .
C C23 0.35939(10) 0.9822(3) 0.73121(11) 0.0406(6) Uani d . . . 1.0 . .
H H23 0.348855 1.015154 0.773348 0.049 Uiso calc U . R 1.0 . .
C C24 0.42098(10) 0.9474(3) 0.73676(12) 0.0410(6) Uani d . . . 1.0 . .
C C25 0.43572(10) 0.8996(2) 0.67527(11) 0.0364(6) Uani d . . . 1.0 . .
H H25 0.477718 0.875772 0.678883 0.044 Uiso calc U . R 1.0 . .
C C26 0.39143(9) 0.8849(2) 0.60809(11) 0.0309(5) Uani d . . . 1.0 . .
C C27 0.24702(10) 1.0138(3) 0.65905(12) 0.0424(6) Uani d . . . 1.0 . .
H H27A 0.2357 1.077693 0.620404 0.064 Uiso calc U . R 1.0 . .
H H27B 0.24423 1.049688 0.706069 0.064 Uiso calc U . R 1.0 . .
H H27C 0.218285 0.942672 0.64632 0.064 Uiso calc U . R 1.0 . .
C C28 0.47118(11) 0.9630(3) 0.80835(13) 0.0583(8) Uani d . . . 1.0 . .
H H28A 0.465442 0.899822 0.843824 0.087 Uiso calc U . R 1.0 . .
H H28B 0.468131 1.046892 0.828362 0.087 Uiso calc U . R 1.0 . .
H H28C 0.512438 0.952496 0.799159 0.087 Uiso calc U . R 1.0 . .
C C29 0.41192(9) 0.8357(2) 0.54328(11) 0.0346(5) Uani d . . . 1.0 . .
H H29A 0.445415 0.88876 0.534691 0.052 Uiso calc U . R 1.0 . .
H H29B 0.376419 0.836408 0.499462 0.052 Uiso calc U . R 1.0 . .
H H29C 0.427303 0.749711 0.553412 0.052 Uiso calc U . R 1.0 . .
C C31 0.16767(9) 0.6212(2) 0.48683(10) 0.0271(5) Uani d . . . 1.0 . .
C C32 0.10566(9) 0.6238(2) 0.49316(10) 0.0289(5) Uani d . . . 1.0 . .
C C33 0.05919(9) 0.5478(2) 0.45019(11) 0.0342(5) Uani d . . . 1.0 . .
H H33 0.017617 0.55369 0.454886 0.041 Uiso calc U . R 1.0 . .
C C34 0.07301(10) 0.4642(2) 0.40096(11) 0.0356(6) Uani d . . . 1.0 . .
H H34 0.041328 0.412078 0.371768 0.043 Uiso calc U . R 1.0 . .
C C35 0.13420(10) 0.4571(2) 0.39458(10) 0.0312(5) Uani d . . . 1.0 . .
C C36 0.17999(9) 0.5346(2) 0.43641(10) 0.0281(5) Uani d . . . 1.0 . .
H H36 0.221257 0.528873 0.430709 0.034 Uiso calc U . R 1.0 . .
C C37 0.08711(9) 0.7061(2) 0.54821(11) 0.0317(5) Uani d . . . 1.0 . .
C C38 0.14953(10) 0.3644(3) 0.34224(11) 0.0384(6) Uani d . . . 1.0 . .
C C41 0.21419(9) 0.4202(2) 0.62002(10) 0.0275(5) Uani d . . . 1.0 . .
C C42 0.17539(9) 0.4408(2) 0.66726(10) 0.0312(5) Uani d . . . 1.0 . .
C C43 0.12205(9) 0.3742(3) 0.66577(11) 0.0367(6) Uani d . . . 1.0 . .
C C44 0.10391(9) 0.2798(3) 0.61586(11) 0.0379(6) Uani d . . . 1.0 . .
C C45 0.13895(9) 0.2555(2) 0.56664(11) 0.0340(5) Uani d . . . 1.0 . .
C C46 0.19224(9) 0.3251(2) 0.57009(10) 0.0290(5) Uani d . . . 1.0 . .
C C61 0.32395(9) 0.4494(2) 0.57916(10) 0.0265(5) Uani d . . . 1.0 . .
C C62 0.34306(9) 0.5144(2) 0.52540(11) 0.0281(5) Uani d . . . 1.0 . .
C C63 0.38726(9) 0.4737(2) 0.49039(11) 0.0318(5) Uani d . . . 1.0 . .
C C64 0.41491(9) 0.3591(2) 0.50856(11) 0.0329(5) Uani d . . . 1.0 . .
C C65 0.39664(9) 0.2866(2) 0.56000(11) 0.0327(5) Uani d . . . 1.0 . .
C C66 0.35284(9) 0.3332(2) 0.59358(10) 0.0296(5) Uani d . . . 1.0 . .
F F1 0.08273(6) 0.64220(14) 0.60844(6) 0.0382(3) Uani d U . . 1.0 . .
F F2 0.12834(5) 0.79956(13) 0.57292(6) 0.0356(3) Uani d U . . 1.0 . .
F F3 0.03124(5) 0.76078(14) 0.52177(6) 0.0409(3) Uani d U . . 1.0 . .
F F4 0.11200(7) 0.37547(16) 0.27416(7) 0.0555(4) Uani d U . . 1.0 . .
F F5 0.20782(7) 0.37548(17) 0.33607(8) 0.0624(5) Uani d U . . 1.0 . .
F F6 0.14338(7) 0.24582(15) 0.36263(7) 0.0529(4) Uani d U . . 1.0 . .
F F42 0.19144(5) 0.52954(14) 0.72040(6) 0.0382(3) Uani d U . . 1.0 . .
F F43 0.08788(6) 0.40067(15) 0.71394(7) 0.0479(4) Uani d U . . 1.0 . .
F F44 0.05309(5) 0.20977(16) 0.61500(7) 0.0496(4) Uani d U . . 1.0 . .
F F45 0.12170(6) 0.16263(14) 0.51709(7) 0.0438(3) Uani d U . . 1.0 . .
F F46 0.22402(5) 0.29125(12) 0.51995(6) 0.0312(3) Uani d U . . 1.0 . .
B B2 0.27812(10) 0.5038(3) 0.62934(12) 0.0280(5) Uani d U . D 1.0 . .
C C51 0.3277(5) 0.5096(9) 0.7142(4) 0.0200(19) Uani d U P D 0.516(11) A 1
C C52 0.3812(3) 0.5802(9) 0.7312(4) 0.0171(19) Uani d U P D 0.516(11) A 1
F F52 0.3972(4) 0.6508(10) 0.6788(5) 0.0291(14) Uani d U P D 0.516(11) A 1
C C53 0.4246(3) 0.5845(7) 0.7988(3) 0.0253(16) Uani d U P D 0.516(11) A 1
F F53 0.4752(2) 0.6591(5) 0.8098(3) 0.0426(12) Uani d U P D 0.516(11) A 1
C C54 0.4162(3) 0.5082(8) 0.8541(3) 0.0244(15) Uani d U P D 0.516(11) A 1
F F54 0.4585(2) 0.5076(7) 0.9204(2) 0.0429(13) Uani d U P D 0.516(11) A 1
C C55 0.3655(3) 0.4296(8) 0.8408(3) 0.0242(16) Uani d U P D 0.516(11) A 1
F F55 0.3566(2) 0.3516(7) 0.8931(2) 0.0383(13) Uani d U P D 0.516(11) A 1
C C56 0.3232(4) 0.4323(8) 0.7717(4) 0.0247(18) Uani d U P D 0.516(11) A 1
F F56 0.2760(3) 0.3475(7) 0.7645(3) 0.0320(12) Uani d U P D 0.516(11) A 1
C C51A 0.3199(5) 0.4735(9) 0.7161(4) 0.0152(18) Uani d U P D 0.484(11) A 2
C C52A 0.3716(4) 0.5484(10) 0.7430(5) 0.025(2) Uani d U P D 0.484(11) A 2
F F52A 0.3877(4) 0.6332(9) 0.6963(5) 0.0297(17) Uani d U P D 0.484(11) A 2
C C53A 0.4111(3) 0.5467(7) 0.8136(4) 0.0243(17) Uani d U P D 0.484(11) A 2
F F53A 0.4590(3) 0.6268(5) 0.8338(4) 0.0461(15) Uani d U P D 0.484(11) A 2
C C54A 0.3999(4) 0.4597(8) 0.8618(3) 0.0232(16) Uani d U P D 0.484(11) A 2
F F54A 0.4372(3) 0.4532(7) 0.9314(2) 0.0446(15) Uani d U P D 0.484(11) A 2
C C55A 0.3509(3) 0.3784(8) 0.8395(3) 0.0250(16) Uani d U P D 0.484(11) A 2
F F55A 0.3402(2) 0.2894(7) 0.8863(2) 0.0384(13) Uani d U P D 0.484(11) A 2
C C56A 0.3132(4) 0.3871(9) 0.7682(4) 0.0204(17) Uani d U P D 0.484(11) A 2
F F56A 0.2678(3) 0.2974(7) 0.7523(3) 0.0319(13) Uani d U P D 0.484(11) A 2
F F62 0.31740(5) 0.62844(12) 0.50151(6) 0.0328(3) Uani d U . . 1.0 . .
F F63 0.40254(6) 0.54564(14) 0.43878(7) 0.0450(3) Uani d U . . 1.0 . .
F F64 0.45818(5) 0.31701(14) 0.47557(7) 0.0437(3) Uani d U . . 1.0 . .
F F65 0.42078(6) 0.17136(14) 0.57587(7) 0.0447(4) Uani d U . . 1.0 . .
F F66 0.33679(5) 0.25616(13) 0.64305(6) 0.0387(3) Uani d U . . 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 C4 . 1.548(3) ?
B1 C31 . 1.594(3) ?
B1 C1 . 1.603(3) ?
N1 C2 . 1.365(3) ?
N1 C1 . 1.372(2) ?
N1 C11 . 1.458(2) ?
N2 C3 . 1.366(3) ?
N2 C1 . 1.367(3) ?
N2 C21 . 1.464(2) ?
C2 C3 . 1.354(3) ?
C2 H2 . 0.95 ?
C3 H3 . 0.95 ?
C4 B2 . 1.686(4) ?
C4 H4A . 0.99 ?
C4 H4B . 0.99 ?
C11 C16 . 1.390(3) ?
C11 C12 . 1.395(3) ?
C12 C13 . 1.392(3) ?
C12 C17 . 1.503(3) ?
C13 C14 . 1.388(3) ?
C13 H13 . 0.95 ?
C14 C15 . 1.394(3) ?
C14 C18 . 1.508(3) ?
C15 C16 . 1.392(3) ?
C15 H15 . 0.95 ?
C16 C19 . 1.510(3) ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C21 C26 . 1.394(3) ?
C21 C22 . 1.396(3) ?
C22 C23 . 1.392(3) ?
C22 C27 . 1.504(3) ?
C23 C24 . 1.392(3) ?
C23 H23 . 0.95 ?
C24 C25 . 1.379(3) ?
C24 C28 . 1.516(3) ?
C25 C26 . 1.392(3) ?
C25 H25 . 0.95 ?
C26 C29 . 1.502(3) ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
C29 H29A . 0.98 ?
C29 H29B . 0.98 ?
C29 H29C . 0.98 ?
C31 C36 . 1.401(3) ?
C31 C32 . 1.410(3) ?
C32 C33 . 1.392(3) ?
C32 C37 . 1.494(3) ?
C33 C34 . 1.377(3) ?
C33 H33 . 0.95 ?
C34 C35 . 1.394(3) ?
C34 H34 . 0.95 ?
C35 C36 . 1.385(3) ?
C35 C38 . 1.496(3) ?
C36 H36 . 0.95 ?
C37 F3 . 1.342(2) ?
C37 F1 . 1.347(2) ?
C37 F2 . 1.351(3) ?
C38 F5 . 1.332(3) ?
C38 F4 . 1.338(2) ?
C38 F6 . 1.339(3) ?
C41 C46 . 1.382(3) ?
C41 C42 . 1.405(3) ?
C41 B2 . 1.644(3) ?
C42 F42 . 1.355(3) ?
C42 C43 . 1.373(3) ?
C43 F43 . 1.353(2) ?
C43 C44 . 1.365(4) ?
C44 F44 . 1.348(3) ?
C44 C45 . 1.379(3) ?
C45 F45 . 1.346(3) ?
C45 C46 . 1.382(3) ?
C46 F46 . 1.364(2) ?
C61 C62 . 1.380(3) ?
C61 C66 . 1.390(3) ?
C61 B2 . 1.660(3) ?
C62 F62 . 1.369(3) ?
C62 C63 . 1.385(3) ?
C63 F63 . 1.348(3) ?
C63 C64 . 1.370(3) ?
C64 F64 . 1.347(2) ?
C64 C65 . 1.379(3) ?
C65 F65 . 1.344(3) ?
C65 C66 . 1.381(3) ?
C66 F66 . 1.356(2) ?
B2 C51A . 1.684(7) ?
B2 C51 . 1.687(7) ?
C51 C52 . 1.370(8) ?
C51 C56 . 1.382(9) ?
C52 F52 . 1.359(7) ?
C52 C53 . 1.381(7) ?
C53 F53 . 1.348(7) ?
C53 C54 . 1.370(7) ?
C54 F54 . 1.351(6) ?
C54 C55 . 1.372(7) ?
C55 F55 . 1.342(6) ?
C55 C56 . 1.391(8) ?
C56 F56 . 1.364(6) ?
C51A C52A . 1.380(9) ?
C51A C56A . 1.381(9) ?
C52A F52A . 1.371(7) ?
C52A C53A . 1.387(9) ?
C53A F53A . 1.338(6) ?
C53A C54A . 1.365(7) ?
C54A F54A . 1.355(7) ?
C54A C55A . 1.368(7) ?
C55A F55A . 1.357(7) ?
C55A C56A . 1.386(8) ?
C56A F56A . 1.365(7) ?

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
C4 B1 C31 . . 119.3(2) ?
C4 B1 C1 . . 123.22(19) ?
C31 B1 C1 . . 117.49(17) ?
C2 N1 C1 . . 111.25(17) ?
C2 N1 C11 . . 120.66(16) ?
C1 N1 C11 . . 128.00(19) ?
C3 N2 C1 . . 110.96(16) ?
C3 N2 C21 . . 118.14(18) ?
C1 N2 C21 . . 130.77(18) ?
N2 C1 N1 . . 103.72(18) ?
N2 C1 B1 . . 128.42(16) ?
N1 C1 B1 . . 127.83(18) ?
C3 C2 N1 . . 106.72(19) ?
C3 C2 H2 . . 126.6 ?
N1 C2 H2 . . 126.6 ?
C2 C3 N2 . . 107.3(2) ?
C2 C3 H3 . . 126.3 ?
N2 C3 H3 . . 126.3 ?
B1 C4 B2 . . 120.66(18) ?
B1 C4 H4A . . 107.2 ?
B2 C4 H4A . . 107.2 ?
B1 C4 H4B . . 107.2 ?
B2 C4 H4B . . 107.2 ?
H4A C4 H4B . . 106.8 ?
C16 C11 C12 . . 123.37(18) ?
C16 C11 N1 . . 118.42(17) ?
C12 C11 N1 . . 118.05(18) ?
C13 C12 C11 . . 116.9(2) ?
C13 C12 C17 . . 121.48(18) ?
C11 C12 C17 . . 121.59(19) ?
C14 C13 C12 . . 122.03(19) ?
C14 C13 H13 . . 119.0 ?
C12 C13 H13 . . 119.0 ?
C13 C14 C15 . . 118.4(2) ?
C13 C14 C18 . . 120.41(19) ?
C15 C14 C18 . . 121.2(2) ?
C16 C15 C14 . . 122.0(2) ?
C16 C15 H15 . . 119.0 ?
C14 C15 H15 . . 119.0 ?
C11 C16 C15 . . 116.87(18) ?
C11 C16 C19 . . 122.71(18) ?
C15 C16 C19 . . 120.42(19) ?
C12 C17 H17A . . 109.5 ?
C12 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C12 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C14 C18 H18A . . 109.5 ?
C14 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C14 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C16 C19 H19A . . 109.5 ?
C16 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C16 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C26 C21 C22 . . 123.11(18) ?
C26 C21 N2 . . 118.06(17) ?
C22 C21 N2 . . 118.29(18) ?
C23 C22 C21 . . 117.0(2) ?
C23 C22 C27 . . 121.6(2) ?
C21 C22 C27 . . 121.27(18) ?
C24 C23 C22 . . 121.9(2) ?
C24 C23 H23 . . 119.0 ?
C22 C23 H23 . . 119.0 ?
C25 C24 C23 . . 118.52(19) ?
C25 C24 C28 . . 120.4(2) ?
C23 C24 C28 . . 121.1(2) ?
C24 C25 C26 . . 122.5(2) ?
C24 C25 H25 . . 118.7 ?
C26 C25 H25 . . 118.7 ?
C25 C26 C21 . . 116.8(2) ?
C25 C26 C29 . . 119.02(18) ?
C21 C26 C29 . . 124.15(18) ?
C22 C27 H27A . . 109.5 ?
C22 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C22 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C24 C28 H28A . . 109.5 ?
C24 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C24 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C26 C29 H29A . . 109.5 ?
C26 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
C26 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
C36 C31 C32 . . 115.85(19) ?
C36 C31 B1 . . 118.97(17) ?
C32 C31 B1 . . 125.06(18) ?
C33 C32 C31 . . 122.0(2) ?
C33 C32 C37 . . 116.69(18) ?
C31 C32 C37 . . 121.33(19) ?
C34 C33 C32 . . 120.51(19) ?
C34 C33 H33 . . 119.7 ?
C32 C33 H33 . . 119.7 ?
C33 C34 C35 . . 119.0(2) ?
C33 C34 H34 . . 120.5 ?
C35 C34 H34 . . 120.5 ?
C36 C35 C34 . . 120.3(2) ?
C36 C35 C38 . . 120.72(19) ?
C34 C35 C38 . . 119.0(2) ?
C35 C36 C31 . . 122.40(19) ?
C35 C36 H36 . . 118.8 ?
C31 C36 H36 . . 118.8 ?
F3 C37 F1 . . 105.68(15) ?
F3 C37 F2 . . 106.41(19) ?
F1 C37 F2 . . 105.96(16) ?
F3 C37 C32 . . 113.12(16) ?
F1 C37 C32 . . 112.20(19) ?
F2 C37 C32 . . 112.89(16) ?
F5 C38 F4 . . 106.51(18) ?
F5 C38 F6 . . 106.4(2) ?
F4 C38 F6 . . 105.86(19) ?
F5 C38 C35 . . 112.95(19) ?
F4 C38 C35 . . 112.3(2) ?
F6 C38 C35 . . 112.27(18) ?
C46 C41 C42 . . 112.27(19) ?
C46 C41 B2 . . 127.73(17) ?
C42 C41 B2 . . 119.99(19) ?
F42 C42 C43 . . 115.84(18) ?
F42 C42 C41 . . 119.27(19) ?
C43 C42 C41 . . 124.9(2) ?
F43 C43 C44 . . 119.9(2) ?
F43 C43 C42 . . 120.5(2) ?
C44 C43 C42 . . 119.62(19) ?
F44 C44 C43 . . 120.88(19) ?
F44 C44 C45 . . 120.2(2) ?
C43 C44 C45 . . 118.9(2) ?
F45 C45 C44 . . 119.7(2) ?
F45 C45 C46 . . 120.91(19) ?
C44 C45 C46 . . 119.4(2) ?
F46 C46 C45 . . 114.41(19) ?
F46 C46 C41 . . 120.68(18) ?
C45 C46 C41 . . 124.89(19) ?
C62 C61 C66 . . 112.20(18) ?
C62 C61 B2 . . 126.2(2) ?
C66 C61 B2 . . 121.33(18) ?
F62 C62 C61 . . 120.45(17) ?
F62 C62 C63 . . 114.09(19) ?
C61 C62 C63 . . 125.5(2) ?
F63 C63 C64 . . 120.54(18) ?
F63 C63 C62 . . 120.3(2) ?
C64 C63 C62 . . 119.2(2) ?
F64 C64 C63 . . 120.5(2) ?
F64 C64 C65 . . 120.7(2) ?
C63 C64 C65 . . 118.78(19) ?
F65 C65 C64 . . 119.78(19) ?
F65 C65 C66 . . 121.0(2) ?
C64 C65 C66 . . 119.3(2) ?
F66 C66 C65 . . 115.9(2) ?
F66 C66 C61 . . 119.02(17) ?
C65 C66 C61 . . 125.1(2) ?
C41 B2 C61 . . 112.77(18) ?
C41 B2 C51A . . 103.9(3) ?
C61 B2 C51A . . 102.7(4) ?
C41 B2 C4 . . 108.57(16) ?
C61 B2 C4 . . 114.48(18) ?
C51A B2 C4 . . 113.9(4) ?
C41 B2 C51 . . 116.8(3) ?
C61 B2 C51 . . 101.9(4) ?
C4 B2 C51 . . 101.9(4) ?
C52 C51 C56 . . 112.3(6) ?
C52 C51 B2 . . 123.4(6) ?
C56 C51 B2 . . 123.9(6) ?
F52 C52 C51 . . 120.7(7) ?
F52 C52 C53 . . 113.4(7) ?
C51 C52 C53 . . 125.8(7) ?
F53 C53 C54 . . 120.4(5) ?
F53 C53 C52 . . 121.0(6) ?
C54 C53 C52 . . 118.6(6) ?
F54 C54 C53 . . 120.4(5) ?
F54 C54 C55 . . 120.2(6) ?
C53 C54 C55 . . 119.4(5) ?
F55 C55 C54 . . 121.0(6) ?
F55 C55 C56 . . 120.4(6) ?
C54 C55 C56 . . 118.5(5) ?
F56 C56 C51 . . 121.8(6) ?
F56 C56 C55 . . 113.0(6) ?
C51 C56 C55 . . 125.1(6) ?
C52A C51A C56A . . 111.0(6) ?
C52A C51A B2 . . 116.0(6) ?
C56A C51A B2 . . 133.0(6) ?
F52A C52A C51A . . 118.5(7) ?
F52A C52A C53A . . 114.6(7) ?
C51A C52A C53A . . 126.8(7) ?
F53A C53A C54A . . 120.9(6) ?
F53A C53A C52A . . 121.3(7) ?
C54A C53A C52A . . 117.8(6) ?
F54A C54A C53A . . 120.4(6) ?
F54A C54A C55A . . 119.9(6) ?
C53A C54A C55A . . 119.7(5) ?
F55A C55A C54A . . 120.3(5) ?
F55A C55A C56A . . 120.7(6) ?
C54A C55A C56A . . 119.0(6) ?
F56A C56A C51A . . 121.5(6) ?
F56A C56A C55A . . 112.9(6) ?
C51A C56A C55A . . 125.6(7) ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_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 N2 C1 N1 . . . . 1.0(2) ?
C21 N2 C1 N1 . . . . -174.69(18) ?
C3 N2 C1 B1 . . . . -176.80(19) ?
C21 N2 C1 B1 . . . . 7.5(3) ?
C2 N1 C1 N2 . . . . -0.9(2) ?
C11 N1 C1 N2 . . . . 175.60(17) ?
C2 N1 C1 B1 . . . . 176.93(19) ?
C11 N1 C1 B1 . . . . -6.6(3) ?
C4 B1 C1 N2 . . . . -4.3(3) ?
C31 B1 C1 N2 . . . . 174.26(18) ?
C4 B1 C1 N1 . . . . 178.43(19) ?
C31 B1 C1 N1 . . . . -3.1(3) ?
C1 N1 C2 C3 . . . . 0.5(2) ?
C11 N1 C2 C3 . . . . -176.33(18) ?
N1 C2 C3 N2 . . . . 0.2(2) ?
C1 N2 C3 C2 . . . . -0.8(2) ?
C21 N2 C3 C2 . . . . 175.54(18) ?
C31 B1 C4 B2 . . . . 44.6(3) ?
C1 B1 C4 B2 . . . . -136.9(2) ?
C2 N1 C11 C16 . . . . 87.1(3) ?
C1 N1 C11 C16 . . . . -89.1(2) ?
C2 N1 C11 C12 . . . . -88.4(2) ?
C1 N1 C11 C12 . . . . 95.4(3) ?
C16 C11 C12 C13 . . . . 6.8(3) ?
N1 C11 C12 C13 . . . . -177.87(19) ?
C16 C11 C12 C17 . . . . -170.5(2) ?
N1 C11 C12 C17 . . . . 4.8(3) ?
C11 C12 C13 C14 . . . . -1.4(3) ?
C17 C12 C13 C14 . . . . 176.0(2) ?
C12 C13 C14 C15 . . . . -3.8(3) ?
C12 C13 C14 C18 . . . . 175.3(2) ?
C13 C14 C15 C16 . . . . 4.0(3) ?
C18 C14 C15 C16 . . . . -175.1(2) ?
C12 C11 C16 C15 . . . . -6.7(3) ?
N1 C11 C16 C15 . . . . 178.07(19) ?
C12 C11 C16 C19 . . . . 172.6(2) ?
N1 C11 C16 C19 . . . . -2.7(3) ?
C14 C15 C16 C11 . . . . 1.0(3) ?
C14 C15 C16 C19 . . . . -178.2(2) ?
C3 N2 C21 C26 . . . . -79.2(3) ?
C1 N2 C21 C26 . . . . 96.3(3) ?
C3 N2 C21 C22 . . . . 92.7(2) ?
C1 N2 C21 C22 . . . . -91.9(3) ?
C26 C21 C22 C23 . . . . -1.8(4) ?
N2 C21 C22 C23 . . . . -173.2(2) ?
C26 C21 C22 C27 . . . . 176.0(2) ?
N2 C21 C22 C27 . . . . 4.6(3) ?
C21 C22 C23 C24 . . . . 0.9(4) ?
C27 C22 C23 C24 . . . . -176.9(2) ?
C22 C23 C24 C25 . . . . 0.0(4) ?
C22 C23 C24 C28 . . . . 179.2(3) ?
C23 C24 C25 C26 . . . . 0.0(4) ?
C28 C24 C25 C26 . . . . -179.2(2) ?
C24 C25 C26 C21 . . . . -0.8(4) ?
C24 C25 C26 C29 . . . . 178.2(2) ?
C22 C21 C26 C25 . . . . 1.8(4) ?
N2 C21 C26 C25 . . . . 173.2(2) ?
C22 C21 C26 C29 . . . . -177.2(2) ?
N2 C21 C26 C29 . . . . -5.8(3) ?
C4 B1 C31 C36 . . . . -94.9(2) ?
C1 B1 C31 C36 . . . . 86.5(2) ?
C4 B1 C31 C32 . . . . 80.8(3) ?
C1 B1 C31 C32 . . . . -97.8(2) ?
C36 C31 C32 C33 . . . . -2.0(3) ?
B1 C31 C32 C33 . . . . -177.9(2) ?
C36 C31 C32 C37 . . . . 176.17(19) ?
B1 C31 C32 C37 . . . . 0.3(3) ?
C31 C32 C33 C34 . . . . 1.8(3) ?
C37 C32 C33 C34 . . . . -176.4(2) ?
C32 C33 C34 C35 . . . . -0.2(3) ?
C33 C34 C35 C36 . . . . -1.0(3) ?
C33 C34 C35 C38 . . . . 178.8(2) ?
C34 C35 C36 C31 . . . . 0.8(3) ?
C38 C35 C36 C31 . . . . -179.0(2) ?
C32 C31 C36 C35 . . . . 0.7(3) ?
B1 C31 C36 C35 . . . . 176.8(2) ?
C33 C32 C37 F3 . . . . -42.1(3) ?
C31 C32 C37 F3 . . . . 139.6(2) ?
C33 C32 C37 F1 . . . . 77.3(2) ?
C31 C32 C37 F1 . . . . -100.9(2) ?
C33 C32 C37 F2 . . . . -163.01(18) ?
C31 C32 C37 F2 . . . . 18.7(3) ?
C36 C35 C38 F5 . . . . -6.4(3) ?
C34 C35 C38 F5 . . . . 173.8(2) ?
C36 C35 C38 F4 . . . . -126.9(2) ?
C34 C35 C38 F4 . . . . 53.3(3) ?
C36 C35 C38 F6 . . . . 113.9(2) ?
C34 C35 C38 F6 . . . . -65.9(3) ?
C46 C41 C42 F42 . . . . 178.62(17) ?
B2 C41 C42 F42 . . . . -0.2(3) ?
C46 C41 C42 C43 . . . . 0.8(3) ?
B2 C41 C42 C43 . . . . -178.1(2) ?
F42 C42 C43 F43 . . . . 1.8(3) ?
C41 C42 C43 F43 . . . . 179.64(19) ?
F42 C42 C43 C44 . . . . -177.42(19) ?
C41 C42 C43 C44 . . . . 0.5(3) ?
F43 C43 C44 F44 . . . . -1.7(3) ?
C42 C43 C44 F44 . . . . 177.45(19) ?
F43 C43 C44 C45 . . . . 179.16(19) ?
C42 C43 C44 C45 . . . . -1.6(3) ?
F44 C44 C45 F45 . . . . 0.9(3) ?
C43 C44 C45 F45 . . . . 179.98(19) ?
F44 C44 C45 C46 . . . . -177.58(19) ?
C43 C44 C45 C46 . . . . 1.5(3) ?
F45 C45 C46 F46 . . . . 0.1(3) ?
C44 C45 C46 F46 . . . . 178.58(18) ?
F45 C45 C46 C41 . . . . -178.62(19) ?
C44 C45 C46 C41 . . . . -0.2(3) ?
C42 C41 C46 F46 . . . . -179.63(17) ?
B2 C41 C46 F46 . . . . -0.9(3) ?
C42 C41 C46 C45 . . . . -0.9(3) ?
B2 C41 C46 C45 . . . . 177.8(2) ?
C66 C61 C62 F62 . . . . 176.98(17) ?
B2 C61 C62 F62 . . . . -9.4(3) ?
C66 C61 C62 C63 . . . . -2.0(3) ?
B2 C61 C62 C63 . . . . 171.56(19) ?
F62 C62 C63 F63 . . . . 1.3(3) ?
C61 C62 C63 F63 . . . . -179.63(18) ?
F62 C62 C63 C64 . . . . -178.33(17) ?
C61 C62 C63 C64 . . . . 0.7(3) ?
F63 C63 C64 F64 . . . . 0.5(3) ?
C62 C63 C64 F64 . . . . -179.84(18) ?
F63 C63 C64 C65 . . . . -178.06(18) ?
C62 C63 C64 C65 . . . . 1.6(3) ?
F64 C64 C65 F65 . . . . -2.0(3) ?
C63 C64 C65 F65 . . . . 176.60(18) ?
F64 C64 C65 C66 . . . . 179.08(18) ?
C63 C64 C65 C66 . . . . -2.3(3) ?
F65 C65 C66 F66 . . . . 0.5(3) ?
C64 C65 C66 F66 . . . . 179.43(18) ?
F65 C65 C66 C61 . . . . -177.99(18) ?
C64 C65 C66 C61 . . . . 0.9(3) ?
C62 C61 C66 F66 . . . . -177.27(17) ?
B2 C61 C66 F66 . . . . 8.8(3) ?
C62 C61 C66 C65 . . . . 1.2(3) ?
B2 C61 C66 C65 . . . . -172.76(19) ?
C46 C41 B2 C61 . . . . -9.0(3) ?
C42 C41 B2 C61 . . . . 169.71(18) ?
C46 C41 B2 C51A . . . . -119.4(5) ?
C42 C41 B2 C51A . . . . 59.3(5) ?
C46 C41 B2 C4 . . . . 119.0(2) ?
C42 C41 B2 C4 . . . . -62.3(2) ?
C46 C41 B2 C51 . . . . -126.6(5) ?
C42 C41 B2 C51 . . . . 52.1(5) ?
C62 C61 B2 C41 . . . . 121.3(2) ?
C66 C61 B2 C41 . . . . -65.7(2) ?
C62 C61 B2 C51A . . . . -127.5(4) ?
C66 C61 B2 C51A . . . . 45.5(4) ?
C62 C61 B2 C4 . . . . -3.5(3) ?
C66 C61 B2 C4 . . . . 169.54(17) ?
C62 C61 B2 C51 . . . . -112.7(4) ?
C66 C61 B2 C51 . . . . 60.4(4) ?
B1 C4 B2 C41 . . . . -69.8(2) ?
B1 C4 B2 C61 . . . . 57.2(2) ?
B1 C4 B2 C51A . . . . 174.9(4) ?
B1 C4 B2 C51 . . . . 166.3(4) ?
C41 B2 C51 C52 . . . . -176.7(8) ?
C61 B2 C51 C52 . . . . 59.9(10) ?
C4 B2 C51 C52 . . . . -58.6(10) ?
C41 B2 C51 C56 . . . . 11.8(12) ?
C61 B2 C51 C56 . . . . -111.5(10) ?
C4 B2 C51 C56 . . . . 129.9(9) ?
C56 C51 C52 F52 . . . . 172.3(9) ?
B2 C51 C52 F52 . . . . 0.0(15) ?
C56 C51 C52 C53 . . . . -4.9(15) ?
B2 C51 C52 C53 . . . . -177.3(7) ?
F52 C52 C53 F53 . . . . 3.7(11) ?
C51 C52 C53 F53 . . . . -178.9(9) ?
F52 C52 C53 C54 . . . . -174.2(8) ?
C51 C52 C53 C54 . . . . 3.2(13) ?
F53 C53 C54 F54 . . . . 0.5(10) ?
C52 C53 C54 F54 . . . . 178.4(6) ?
F53 C53 C54 C55 . . . . -177.6(6) ?
C52 C53 C54 C55 . . . . 0.4(10) ?
F54 C54 C55 F55 . . . . 0.4(9) ?
C53 C54 C55 F55 . . . . 178.5(6) ?
F54 C54 C55 C56 . . . . -179.6(6) ?
C53 C54 C55 C56 . . . . -1.5(10) ?
C52 C51 C56 F56 . . . . -175.0(8) ?
B2 C51 C56 F56 . . . . -2.7(15) ?
C52 C51 C56 C55 . . . . 3.5(15) ?
B2 C51 C56 C55 . . . . 175.8(7) ?
F55 C55 C56 F56 . . . . -1.9(10) ?
C54 C55 C56 F56 . . . . 178.1(6) ?
F55 C55 C56 C51 . . . . 179.4(8) ?
C54 C55 C56 C51 . . . . -0.5(13) ?
C41 B2 C51A C52A . . . . -169.4(9) ?
C61 B2 C51A C52A . . . . 72.9(10) ?
C4 B2 C51A C52A . . . . -51.5(11) ?
C41 B2 C51A C56A . . . . 10.2(13) ?
C61 B2 C51A C56A . . . . -107.4(12) ?
C4 B2 C51A C56A . . . . 128.2(11) ?
C56A C51A C52A F52A . . . . 175.2(10) ?
B2 C51A C52A F52A . . . . -5.1(15) ?
C56A C51A C52A C53A . . . . -3.7(17) ?
B2 C51A C52A C53A . . . . 176.0(9) ?
F52A C52A C53A F53A . . . . 3.0(13) ?
C51A C52A C53A F53A . . . . -178.1(10) ?
F52A C52A C53A C54A . . . . -176.4(8) ?
C51A C52A C53A C54A . . . . 2.5(16) ?
F53A C53A C54A F54A . . . . 0.2(10) ?
C52A C53A C54A F54A . . . . 179.6(7) ?
F53A C53A C54A C55A . . . . -179.6(6) ?
C52A C53A C54A C55A . . . . -0.2(11) ?
F54A C54A C55A F55A . . . . -1.5(10) ?
C53A C54A C55A F55A . . . . 178.3(6) ?
F54A C54A C55A C56A . . . . 179.8(6) ?
C53A C54A C55A C56A . . . . -0.5(11) ?
C52A C51A C56A F56A . . . . -175.5(9) ?
B2 C51A C56A F56A . . . . 4.8(17) ?
C52A C51A C56A C55A . . . . 3.0(15) ?
B2 C51A C56A C55A . . . . -176.7(9) ?
F55A C55A C56A F56A . . . . -1.2(11) ?
C54A C55A C56A F56A . . . . 177.5(7) ?
F55A C55A C56A C51A . . . . -179.8(9) ?
C54A C55A C56A C51A . . . . -1.1(14) ?

####################################################################### 
# 
# 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_14b_erk10095
_database_code_depnum_ccdc_archive 'CCDC 2108150'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut WWU University of Muenster
Germany
;
_audit_update_record             
;
2022-03-04 deposited with the CCDC.	2022-04-18 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2019.11-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H29 B F6 N2 O2 S'
_chemical_formula_iupac          ?
_chemical_formula_weight         606.42

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   40.6057(15)
_cell_length_b                   9.3758(4)
_cell_length_c                   30.7701(10)
_cell_angle_alpha                90
_cell_angle_beta                 99.8210(10)
_cell_angle_gamma                90
_cell_volume                     11542.8(8)
_cell_formula_units_Z            16
_cell_measurement_reflns_used    9864
_cell_measurement_theta_min      2.6239
_cell_measurement_theta_max      25.3376
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.370
_exptl_crystal_size_mid          0.191
_exptl_crystal_size_min          0.144
_exptl_crystal_density_diffrn    1.396
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             5024

_exptl_absorpt_coefficient_mu    0.182
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption
correction. Reference: Krause, L., Herbst-Irmer, R., Sheldrick G.M.
& Stalke D., J. Appl. Cryst. 48 (2015) 3-10.
;
_exptl_absorpt_correction_T_min  0.93
_exptl_absorpt_correction_T_max  0.97

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   MoK\a
_diffrn_source_type              'micro focus tube'
_diffrn_source_power             0.05
_diffrn_source_current           1.0
_diffrn_source_voltage           50

_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device       'Bruker D8 Venture Photon III Diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'phi/omega scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            120304
_diffrn_reflns_av_R_equivalents  0.0520
_diffrn_reflns_av_unetI/netI     0.0215
_diffrn_reflns_theta_min         2.23
_diffrn_reflns_theta_max         25.39
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_limit_h_min       -48
_diffrn_reflns_limit_h_max       48
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_limit_l_max       37

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

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

_reflns_number_total             10584
_reflns_number_gt                9184
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0551
_refine_ls_R_factor_gt           0.0471
_refine_ls_wR_factor_gt          0.1145
_refine_ls_wR_factor_ref         0.1195
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_refine_ls_number_reflns         10584
_refine_ls_number_parameters     769
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0455P)²+27.7620P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.676
_refine_diff_density_min         -0.477
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX3 v2019.11-0 Photon III'
_computing_cell_refinement       'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 994)'
_computing_publication_material  ?

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 B1A 0.39848(6) 0.0193(3) 0.55692(8) 0.0242(5) Uani d . . . 1 . .
N N1A 0.36320(4) 0.1021(2) 0.47946(6) 0.0207(4) Uani d . . . 1 . .
N N2A 0.40543(4) 0.2389(2) 0.50128(6) 0.0234(4) Uani d . . . 1 . .
O O1A 0.42103(4) -0.10636(18) 0.54806(5) 0.0274(4) Uani d . . . 1 . .
O O2A 0.45230(5) -0.1767(2) 0.62300(6) 0.0436(5) Uani d . . . 1 . .
S S1A 0.45178(2) -0.07066(7) 0.58764(2) 0.03118(15) Uani d . . . 1 . .
C C1A 0.38998(5) 0.1185(2) 0.51216(7) 0.0215(4) Uani d . . . 1 . .
C C2A 0.36178(5) 0.2122(3) 0.44913(7) 0.0243(5) Uani d . . . 1 . .
H H2A 0.345331 0.224691 0.423486 0.029 Uiso calc U . R 1 . .
C C3A 0.38796(6) 0.2978(3) 0.46275(7) 0.0255(5) Uani d . . . 1 . .
H H3A 0.393493 0.38267 0.44872 0.031 Uiso calc U . R 1 . .
C C4A 0.42641(6) 0.0796(3) 0.59803(7) 0.0282(5) Uani d . . . 1 . .
H H4A1 0.419048 0.077177 0.627088 0.034 Uiso calc U . R 1 . .
H H4A2 0.435979 0.173607 0.592449 0.034 Uiso calc U . R 1 . .
C C11A 0.34127(5) -0.0204(2) 0.47216(6) 0.0203(4) Uani d . . . 1 . .
C C12A 0.30770(5) -0.0068(3) 0.47691(7) 0.0240(5) Uani d . . . 1 . .
C C13A 0.28752(5) -0.1275(3) 0.46832(7) 0.0268(5) Uani d . . . 1 . .
H H13A 0.264744 -0.121376 0.471702 0.032 Uiso calc U . R 1 . .
C C14A 0.29949(6) -0.2563(3) 0.45500(7) 0.0269(5) Uani d . . . 1 . .
C C15A 0.33280(6) -0.2632(3) 0.44941(7) 0.0252(5) Uani d . . . 1 . .
H H15A 0.341208 -0.350218 0.439884 0.03 Uiso calc U . R 1 . .
C C16A 0.35403(5) -0.1467(2) 0.45735(7) 0.0222(5) Uani d . . . 1 . .
C C17A 0.29302(6) 0.1317(3) 0.48990(8) 0.0310(5) Uani d . . . 1 . .
H H17A 0.311097 0.195791 0.502918 0.046 Uiso calc U . R 1 . .
H H17B 0.278412 0.112475 0.511503 0.046 Uiso calc U . R 1 . .
H H17C 0.280016 0.176616 0.463712 0.046 Uiso calc U . R 1 . .
C C18A 0.27740(6) -0.3863(3) 0.44579(9) 0.0375(6) Uani d . . . 1 . .
H H18A 0.273777 -0.407485 0.414148 0.056 Uiso calc U . R 1 . .
H H18B 0.255857 -0.367769 0.45501 0.056 Uiso calc U . R 1 . .
H H18C 0.288237 -0.467972 0.462255 0.056 Uiso calc U . R 1 . .
C C19A 0.38944(5) -0.1590(3) 0.44879(7) 0.0258(5) Uani d . . . 1 . .
H H19A 0.404577 -0.175979 0.476689 0.039 Uiso calc U . R 1 . .
H H19B 0.395768 -0.070318 0.435499 0.039 Uiso calc U . R 1 . .
H H19C 0.390947 -0.238689 0.428613 0.039 Uiso calc U . R 1 . .
C C21A 0.43883(5) 0.2904(3) 0.51963(7) 0.0250(5) Uani d . . . 1 . .
C C22A 0.44266(6) 0.4120(3) 0.54601(8) 0.0298(5) Uani d . . . 1 . .
C C23A 0.47517(6) 0.4603(3) 0.56084(8) 0.0328(6) Uani d . . . 1 . .
H H23A 0.478395 0.542215 0.579247 0.039 Uiso calc U . R 1 . .
C C24A 0.50282(6) 0.3930(3) 0.54963(8) 0.0314(5) Uani d . . . 1 . .
C C25A 0.49786(6) 0.2753(3) 0.52193(8) 0.0312(5) Uani d . . . 1 . .
H H25A 0.516691 0.229531 0.513575 0.037 Uiso calc U . R 1 . .
C C26A 0.46584(6) 0.2223(3) 0.50597(7) 0.0271(5) Uani d . . . 1 . .
C C27A 0.41356(7) 0.4882(3) 0.55921(10) 0.0432(7) Uani d . . . 1 . .
H H27A 0.396346 0.503336 0.533156 0.065 Uiso calc U . R 1 . .
H H27B 0.420934 0.580543 0.572296 0.065 Uiso calc U . R 1 . .
H H27C 0.40432 0.430608 0.580846 0.065 Uiso calc U . R 1 . .
C C28A 0.53776(6) 0.4470(3) 0.56685(9) 0.0419(7) Uani d . . . 1 . .
H H28A 0.536883 0.549157 0.57328 0.063 Uiso calc U . R 1 . .
H H28B 0.551968 0.431357 0.544554 0.063 Uiso calc U . R 1 . .
H H28C 0.547031 0.395381 0.593876 0.063 Uiso calc U . R 1 . .
C C29A 0.46121(6) 0.0994(3) 0.47400(8) 0.0331(6) Uani d . . . 1 . .
H H29A 0.482594 0.076997 0.464849 0.05 Uiso calc U . R 1 . .
H H29B 0.444767 0.125359 0.448063 0.05 Uiso calc U . R 1 . .
H H29C 0.453263 0.015735 0.488279 0.05 Uiso calc U . R 1 . .
C C31A 0.36434(5) -0.0418(3) 0.57247(7) 0.0244(5) Uani d . . . 1 . .
C C32A 0.34159(6) 0.0363(3) 0.59284(7) 0.0278(5) Uani d . . . 1 . .
C C33A 0.31431(6) -0.0284(3) 0.60685(8) 0.0305(5) Uani d . . . 1 . .
H H33A 0.299414 0.027754 0.620383 0.037 Uiso calc U . R 1 . .
C C34A 0.30870(6) -0.1722(3) 0.60134(8) 0.0320(6) Uani d . . . 1 . .
H H34A 0.29028 -0.216367 0.611292 0.038 Uiso calc U . R 1 . .
C C35A 0.33045(6) -0.2514(3) 0.58098(8) 0.0293(5) Uani d . . . 1 . .
C C36A 0.35769(6) -0.1875(3) 0.56711(7) 0.0261(5) Uani d . . . 1 . .
H H36A 0.372328 -0.244868 0.553501 0.031 Uiso calc U . R 1 . .
C C37A 0.34615(6) 0.1925(3) 0.60184(8) 0.0320(5) Uani d . . . 1 . .
C C38A 0.32612(6) -0.4083(3) 0.57687(8) 0.0348(6) Uani d . . . 1 . .
F F1A 0.35576(4) 0.26271(16) 0.56817(5) 0.0391(4) Uani d . . . 1 . .
F F2A 0.36947(4) 0.22012(18) 0.63763(5) 0.0471(4) Uani d . . . 1 . .
F F3A 0.31805(4) 0.25620(17) 0.60936(6) 0.0454(4) Uani d . . . 1 . .
F F4A 0.34804(4) -0.47639(16) 0.60802(5) 0.0383(3) Uani d . . . 1 . .
F F5A 0.29578(4) -0.45324(18) 0.58129(7) 0.0584(5) Uani d . . . 1 . .
F F6A 0.33208(4) -0.46026(16) 0.53782(5) 0.0421(4) Uani d . . . 1 . .
B B1B 0.12380(6) 0.2003(3) 0.69284(8) 0.0199(5) Uani d . . . 1 . .
N N1B 0.13434(4) 0.2909(2) 0.77622(6) 0.0206(4) Uani d . . . 1 . .
N N2B 0.08561(4) 0.1964(2) 0.75677(6) 0.0221(4) Uani d . . . 1 . .
O O1B 0.14044(4) 0.05284(16) 0.69206(5) 0.0233(3) Uani d . . . 1 . .
O O2B 0.12818(5) -0.0240(2) 0.61218(6) 0.0439(5) Uani d . . . 1 . .
S S1B 0.11296(2) -0.01255(6) 0.65220(2) 0.02907(14) Uani d . . . 1 . .
C C1B 0.11452(5) 0.2255(2) 0.74197(7) 0.0200(4) Uani d . . . 1 . .
C C2B 0.11755(5) 0.3043(3) 0.81181(7) 0.0253(5) Uani d . . . 1 . .
H H2B 0.125917 0.346942 0.839496 0.03 Uiso calc U . R 1 . .
C C3B 0.08726(5) 0.2454(3) 0.79956(7) 0.0271(5) Uani d . . . 1 . .
H H3B 0.070138 0.238496 0.816994 0.033 Uiso calc U . R 1 . .
C C4B 0.09314(5) 0.1581(2) 0.65245(7) 0.0214(4) Uani d . . . 1 . .
H H4B1 0.092832 0.214201 0.625121 0.026 Uiso calc U . R 1 . .
H H4B2 0.070779 0.155376 0.661179 0.026 Uiso calc U . R 1 . .
C C11B 0.16999(5) 0.3170(2) 0.77976(7) 0.0218(5) Uani d . . . 1 . .
C C12B 0.19111(5) 0.1989(3) 0.78798(7) 0.0233(5) Uani d . . . 1 . .
C C13B 0.22551(5) 0.2223(3) 0.79220(7) 0.0266(5) Uani d . . . 1 . .
H H13B 0.240322 0.143326 0.797296 0.032 Uiso calc U . R 1 . .
C C14B 0.23860(6) 0.3583(3) 0.78911(7) 0.0293(5) Uani d . . . 1 . .
C C15B 0.21667(6) 0.4731(3) 0.78225(7) 0.0287(5) Uani d . . . 1 . .
H H15B 0.225487 0.566323 0.780351 0.034 Uiso calc U . R 1 . .
C C16B 0.18191(6) 0.4558(3) 0.77803(7) 0.0249(5) Uani d . . . 1 . .
C C17B 0.17805(5) 0.0508(3) 0.79337(8) 0.0264(5) Uani d . . . 1 . .
H H17D 0.170162 0.009097 0.764244 0.04 Uiso calc U . R 1 . .
H H17E 0.159498 0.055343 0.809949 0.04 Uiso calc U . R 1 . .
H H17F 0.195975 -0.008534 0.809418 0.04 Uiso calc U . R 1 . .
C C18B 0.27589(6) 0.3816(3) 0.79481(9) 0.0377(6) Uani d . . . 1 . .
H H18D 0.280462 0.467821 0.778837 0.057 Uiso calc U . R 1 . .
H H18E 0.286377 0.299279 0.78307 0.057 Uiso calc U . R 1 . .
H H18F 0.285015 0.392897 0.826216 0.057 Uiso calc U . R 1 . .
C C19B 0.15988(6) 0.5863(3) 0.77294(8) 0.0309(5) Uani d . . . 1 . .
H H19D 0.15912 0.626637 0.743402 0.046 Uiso calc U . R 1 . .
H H19E 0.16895 0.657389 0.795151 0.046 Uiso calc U . R 1 . .
H H19F 0.137249 0.559823 0.776972 0.046 Uiso calc U . R 1 . .
C C21B 0.05864(5) 0.1057(3) 0.73491(7) 0.0258(5) Uani d . . . 1 . .
C C22B 0.02960(6) 0.1673(3) 0.71157(7) 0.0303(5) Uani d . . . 1 . .
C C23B 0.00486(6) 0.0743(3) 0.69071(7) 0.0344(6) Uani d . . . 1 . .
H H23B -0.01498 0.113292 0.674153 0.041 Uiso calc U . R 1 . .
C C24B 0.00831(6) -0.0722(3) 0.69336(8) 0.0351(6) Uani d . . . 1 . .
C C25B 0.03733(6) -0.1287(3) 0.71771(8) 0.0339(6) Uani d . . . 1 . .
H H25B 0.03982 -0.229305 0.719747 0.041 Uiso calc U . R 1 . .
C C26B 0.06297(6) -0.0418(3) 0.73931(7) 0.0279(5) Uani d . . . 1 . .
C C27B 0.02502(6) 0.3259(3) 0.70677(9) 0.0381(6) Uani d . . . 1 . .
H H27D 0.034713 0.372766 0.734484 0.057 Uiso calc U . R 1 . .
H H27E 0.001115 0.348112 0.699719 0.057 Uiso calc U . R 1 . .
H H27F 0.036226 0.360322 0.682991 0.057 Uiso calc U . R 1 . .
C C28B -0.01862(7) -0.1714(4) 0.67040(9) 0.0469(8) Uani d . . . 1 . .
H H28D -0.039068 -0.116885 0.660223 0.07 Uiso calc U . R 1 . .
H H28E -0.023174 -0.245451 0.691063 0.07 Uiso calc U . R 1 . .
H H28F -0.011019 -0.216087 0.645063 0.07 Uiso calc U . R 1 . .
C C29B 0.09364(6) -0.1072(3) 0.76588(8) 0.0332(6) Uani d . . . 1 . .
H H29D 0.112586 -0.094821 0.750324 0.05 Uiso calc U . R 1 . .
H H29E 0.0898 -0.209153 0.769963 0.05 Uiso calc U . R 1 . .
H H29F 0.098569 -0.060372 0.794736 0.05 Uiso calc U . R 1 . .
C C31B 0.14781(5) 0.3240(2) 0.67808(6) 0.0204(4) Uani d . . . 1 . .
C C32B 0.13868(5) 0.4663(2) 0.66645(7) 0.0225(5) Uani d . . . 1 . .
C C33B 0.16018(6) 0.5602(3) 0.65004(7) 0.0262(5) Uani d . . . 1 . .
H H33B 0.153287 0.655393 0.642925 0.031 Uiso calc U . R 1 . .
C C34B 0.19161(6) 0.5150(3) 0.64409(7) 0.0265(5) Uani d . . . 1 . .
H H34B 0.206363 0.578518 0.632902 0.032 Uiso calc U . R 1 . .
C C35B 0.20113(5) 0.3763(3) 0.65465(7) 0.0249(5) Uani d . . . 1 . .
C C36B 0.17983(5) 0.2832(2) 0.67155(7) 0.0220(4) Uani d . . . 1 . .
H H36B 0.187217 0.188728 0.678912 0.026 Uiso calc U . R 1 . .
C C37B 0.10420(6) 0.5217(2) 0.66898(7) 0.0262(5) Uani d . . . 1 . .
C C38B 0.23473(6) 0.3224(3) 0.64809(8) 0.0307(5) Uani d . . . 1 . .
F F1B 0.08094(3) 0.47270(16) 0.63583(4) 0.0342(3) Uani d . . . 1 . .
F F2B 0.09347(3) 0.48338(15) 0.70646(4) 0.0326(3) Uani d . . . 1 . .
F F3B 0.10218(4) 0.66320(15) 0.66724(5) 0.0405(4) Uani d . . . 1 . .
F F4B 0.25576(3) 0.30708(17) 0.68675(5) 0.0389(4) Uani d . . . 1 . .
F F5B 0.23321(4) 0.19482(19) 0.62874(6) 0.0522(5) Uani d . . . 1 . .
F F6B 0.25012(4) 0.41059(19) 0.62399(5) 0.0471(4) Uani d . . . 1 . .


_geom_special_details            
;

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1A O1A . 1.545(3) ?
B1A C31A . 1.644(3) ?
B1A C4A . 1.648(3) ?
B1A C1A . 1.649(3) ?
N1A C1A . 1.358(3) ?
N1A C2A . 1.386(3) ?
N1A C11A . 1.448(3) ?
N2A C1A . 1.360(3) ?
N2A C3A . 1.388(3) ?
N2A C21A . 1.460(3) ?
O1A S1A . 1.6234(16) ?
O2A S1A . 1.4711(19) ?
S1A C4A . 1.806(3) ?
C2A C3A . 1.341(3) ?
C2A H2A . 0.95 ?
C3A H3A . 0.95 ?
C4A H4A1 . 0.99 ?
C4A H4A2 . 0.99 ?
C11A C16A . 1.399(3) ?
C11A C12A . 1.401(3) ?
C12A C13A . 1.396(3) ?
C12A C17A . 1.511(3) ?
C13A C14A . 1.389(3) ?
C13A H13A . 0.95 ?
C14A C15A . 1.394(3) ?
C14A C18A . 1.511(3) ?
C15A C16A . 1.387(3) ?
C15A H15A . 0.95 ?
C16A C19A . 1.510(3) ?
C17A H17A . 0.98 ?
C17A H17B . 0.98 ?
C17A H17C . 0.98 ?
C18A H18A . 0.98 ?
C18A H18B . 0.98 ?
C18A H18C . 0.98 ?
C19A H19A . 0.98 ?
C19A H19B . 0.98 ?
C19A H19C . 0.98 ?
C21A C22A . 1.393(3) ?
C21A C26A . 1.394(3) ?
C22A C23A . 1.397(3) ?
C22A C27A . 1.495(4) ?
C23A C24A . 1.382(4) ?
C23A H23A . 0.95 ?
C24A C25A . 1.388(4) ?
C24A C28A . 1.514(3) ?
C25A C26A . 1.400(3) ?
C25A H25A . 0.95 ?
C26A C29A . 1.506(3) ?
C27A H27A . 0.98 ?
C27A H27B . 0.98 ?
C27A H27C . 0.98 ?
C28A H28A . 0.98 ?
C28A H28B . 0.98 ?
C28A H28C . 0.98 ?
C29A H29A . 0.98 ?
C29A H29B . 0.98 ?
C29A H29C . 0.98 ?
C31A C36A . 1.397(3) ?
C31A C32A . 1.407(3) ?
C32A C33A . 1.394(3) ?
C32A C37A . 1.496(4) ?
C33A C34A . 1.374(4) ?
C33A H33A . 0.95 ?
C34A C35A . 1.383(4) ?
C34A H34A . 0.95 ?
C35A C36A . 1.388(3) ?
C35A C38A . 1.484(4) ?
C36A H36A . 0.95 ?
C37A F1A . 1.341(3) ?
C37A F3A . 1.343(3) ?
C37A F2A . 1.349(3) ?
C38A F5A . 1.331(3) ?
C38A F4A . 1.352(3) ?
C38A F6A . 1.356(3) ?
B1B O1B . 1.541(3) ?
B1B C31B . 1.628(3) ?
B1B C1B . 1.636(3) ?
B1B C4B . 1.650(3) ?
N1B C1B . 1.358(3) ?
N1B C2B . 1.391(3) ?
N1B C11B . 1.454(3) ?
N2B C1B . 1.357(3) ?
N2B C3B . 1.385(3) ?
N2B C21B . 1.457(3) ?
O1B S1B . 1.6305(16) ?
O2B S1B . 1.4733(19) ?
S1B C4B . 1.792(2) ?
C2B C3B . 1.342(3) ?
C2B H2B . 0.95 ?
C3B H3B . 0.95 ?
C4B H4B1 . 0.99 ?
C4B H4B2 . 0.99 ?
C11B C16B . 1.393(3) ?
C11B C12B . 1.397(3) ?
C12B C13B . 1.398(3) ?
C12B C17B . 1.506(3) ?
C13B C14B . 1.391(4) ?
C13B H13B . 0.95 ?
C14B C15B . 1.390(4) ?
C14B C18B . 1.510(3) ?
C15B C16B . 1.405(3) ?
C15B H15B . 0.95 ?
C16B C19B . 1.508(3) ?
C17B H17D . 0.98 ?
C17B H17E . 0.98 ?
C17B H17F . 0.98 ?
C18B H18D . 0.98 ?
C18B H18E . 0.98 ?
C18B H18F . 0.98 ?
C19B H19D . 0.98 ?
C19B H19E . 0.98 ?
C19B H19F . 0.98 ?
C21B C22B . 1.397(3) ?
C21B C26B . 1.398(4) ?
C22B C23B . 1.401(4) ?
C22B C27B . 1.503(4) ?
C23B C24B . 1.382(4) ?
C23B H23B . 0.95 ?
C24B C25B . 1.389(4) ?
C24B C28B . 1.515(3) ?
C25B C26B . 1.397(3) ?
C25B H25B . 0.95 ?
C26B C29B . 1.499(3) ?
C27B H27D . 0.98 ?
C27B H27E . 0.98 ?
C27B H27F . 0.98 ?
C28B H28D . 0.98 ?
C28B H28E . 0.98 ?
C28B H28F . 0.98 ?
C29B H29D . 0.98 ?
C29B H29E . 0.98 ?
C29B H29F . 0.98 ?
C31B C36B . 1.402(3) ?
C31B C32B . 1.415(3) ?
C32B C33B . 1.394(3) ?
C32B C37B . 1.507(3) ?
C33B C34B . 1.386(3) ?
C33B H33B . 0.95 ?
C34B C35B . 1.379(3) ?
C34B H34B . 0.95 ?
C35B C36B . 1.391(3) ?
C35B C38B . 1.500(3) ?
C36B H36B . 0.95 ?
C37B F3B . 1.330(3) ?
C37B F1B . 1.347(3) ?
C37B F2B . 1.349(3) ?
C38B F5B . 1.333(3) ?
C38B F6B . 1.335(3) ?
C38B F4B . 1.348(3) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1A B1A C31A . . 109.88(19) ?
O1A B1A C4A . . 92.63(17) ?
C31A B1A C4A . . 113.56(18) ?
O1A B1A C1A . . 109.19(17) ?
C31A B1A C1A . . 111.89(18) ?
C4A B1A C1A . . 117.80(19) ?
C1A N1A C2A . . 110.55(18) ?
C1A N1A C11A . . 126.74(18) ?
C2A N1A C11A . . 122.18(17) ?
C1A N2A C3A . . 110.53(18) ?
C1A N2A C21A . . 128.05(19) ?
C3A N2A C21A . . 120.28(18) ?
B1A O1A S1A . . 96.52(13) ?
O2A S1A O1A . . 109.14(10) ?
O2A S1A C4A . . 109.45(11) ?
O1A S1A C4A . . 84.54(9) ?
N1A C1A N2A . . 104.82(18) ?
N1A C1A B1A . . 125.61(19) ?
N2A C1A B1A . . 129.33(19) ?
C3A C2A N1A . . 107.19(19) ?
C3A C2A H2A . . 126.4 ?
N1A C2A H2A . . 126.4 ?
C2A C3A N2A . . 106.9(2) ?
C2A C3A H3A . . 126.5 ?
N2A C3A H3A . . 126.5 ?
B1A C4A S1A . . 86.29(15) ?
B1A C4A H4A1 . . 114.3 ?
S1A C4A H4A1 . . 114.3 ?
B1A C4A H4A2 . . 114.3 ?
S1A C4A H4A2 . . 114.3 ?
H4A1 C4A H4A2 . . 111.4 ?
C16A C11A C12A . . 122.1(2) ?
C16A C11A N1A . . 118.04(18) ?
C12A C11A N1A . . 119.7(2) ?
C13A C12A C11A . . 117.2(2) ?
C13A C12A C17A . . 120.1(2) ?
C11A C12A C17A . . 122.7(2) ?
C14A C13A C12A . . 122.5(2) ?
C14A C13A H13A . . 118.8 ?
C12A C13A H13A . . 118.8 ?
C13A C14A C15A . . 118.2(2) ?
C13A C14A C18A . . 122.0(2) ?
C15A C14A C18A . . 119.8(2) ?
C16A C15A C14A . . 121.9(2) ?
C16A C15A H15A . . 119.0 ?
C14A C15A H15A . . 119.0 ?
C15A C16A C11A . . 118.1(2) ?
C15A C16A C19A . . 119.4(2) ?
C11A C16A C19A . . 122.6(2) ?
C12A C17A H17A . . 109.5 ?
C12A C17A H17B . . 109.5 ?
H17A C17A H17B . . 109.5 ?
C12A C17A H17C . . 109.5 ?
H17A C17A H17C . . 109.5 ?
H17B C17A H17C . . 109.5 ?
C14A C18A H18A . . 109.5 ?
C14A C18A H18B . . 109.5 ?
H18A C18A H18B . . 109.5 ?
C14A C18A H18C . . 109.5 ?
H18A C18A H18C . . 109.5 ?
H18B C18A H18C . . 109.5 ?
C16A C19A H19A . . 109.5 ?
C16A C19A H19B . . 109.5 ?
H19A C19A H19B . . 109.5 ?
C16A C19A H19C . . 109.5 ?
H19A C19A H19C . . 109.5 ?
H19B C19A H19C . . 109.5 ?
C22A C21A C26A . . 122.4(2) ?
C22A C21A N2A . . 120.0(2) ?
C26A C21A N2A . . 117.3(2) ?
C21A C22A C23A . . 117.4(2) ?
C21A C22A C27A . . 122.3(2) ?
C23A C22A C27A . . 120.2(2) ?
C24A C23A C22A . . 122.2(2) ?
C24A C23A H23A . . 118.9 ?
C22A C23A H23A . . 118.9 ?
C23A C24A C25A . . 118.5(2) ?
C23A C24A C28A . . 120.8(2) ?
C25A C24A C28A . . 120.7(2) ?
C24A C25A C26A . . 121.8(2) ?
C24A C25A H25A . . 119.1 ?
C26A C25A H25A . . 119.1 ?
C21A C26A C25A . . 117.6(2) ?
C21A C26A C29A . . 122.0(2) ?
C25A C26A C29A . . 120.4(2) ?
C22A C27A H27A . . 109.5 ?
C22A C27A H27B . . 109.5 ?
H27A C27A H27B . . 109.5 ?
C22A C27A H27C . . 109.5 ?
H27A C27A H27C . . 109.5 ?
H27B C27A H27C . . 109.5 ?
C24A C28A H28A . . 109.5 ?
C24A C28A H28B . . 109.5 ?
H28A C28A H28B . . 109.5 ?
C24A C28A H28C . . 109.5 ?
H28A C28A H28C . . 109.5 ?
H28B C28A H28C . . 109.5 ?
C26A C29A H29A . . 109.5 ?
C26A C29A H29B . . 109.5 ?
H29A C29A H29B . . 109.5 ?
C26A C29A H29C . . 109.5 ?
H29A C29A H29C . . 109.5 ?
H29B C29A H29C . . 109.5 ?
C36A C31A C32A . . 115.6(2) ?
C36A C31A B1A . . 117.5(2) ?
C32A C31A B1A . . 126.8(2) ?
C33A C32A C31A . . 121.9(2) ?
C33A C32A C37A . . 116.6(2) ?
C31A C32A C37A . . 121.4(2) ?
C34A C33A C32A . . 120.8(2) ?
C34A C33A H33A . . 119.6 ?
C32A C33A H33A . . 119.6 ?
C33A C34A C35A . . 118.5(2) ?
C33A C34A H34A . . 120.7 ?
C35A C34A H34A . . 120.7 ?
C34A C35A C36A . . 120.8(2) ?
C34A C35A C38A . . 119.7(2) ?
C36A C35A C38A . . 119.4(2) ?
C35A C36A C31A . . 122.3(2) ?
C35A C36A H36A . . 118.9 ?
C31A C36A H36A . . 118.9 ?
F1A C37A F3A . . 106.4(2) ?
F1A C37A F2A . . 106.3(2) ?
F3A C37A F2A . . 105.82(19) ?
F1A C37A C32A . . 112.40(19) ?
F3A C37A C32A . . 112.7(2) ?
F2A C37A C32A . . 112.7(2) ?
F5A C38A F4A . . 106.7(2) ?
F5A C38A F6A . . 106.6(2) ?
F4A C38A F6A . . 105.2(2) ?
F5A C38A C35A . . 113.8(2) ?
F4A C38A C35A . . 110.7(2) ?
F6A C38A C35A . . 113.3(2) ?
O1B B1B C31B . . 110.47(17) ?
O1B B1B C1B . . 108.35(17) ?
C31B B1B C1B . . 113.45(18) ?
O1B B1B C4B . . 92.85(16) ?
C31B B1B C4B . . 111.78(17) ?
C1B B1B C4B . . 117.86(17) ?
C1B N1B C2B . . 110.28(18) ?
C1B N1B C11B . . 125.78(17) ?
C2B N1B C11B . . 122.77(17) ?
C1B N2B C3B . . 110.37(18) ?
C1B N2B C21B . . 125.96(18) ?
C3B N2B C21B . . 122.87(18) ?
B1B O1B S1B . . 95.94(12) ?
O2B S1B O1B . . 108.98(10) ?
O2B S1B C4B . . 108.74(11) ?
O1B S1B C4B . . 84.91(9) ?
N2B C1B N1B . . 105.20(18) ?
N2B C1B B1B . . 129.02(18) ?
N1B C1B B1B . . 125.65(18) ?
C3B C2B N1B . . 106.88(19) ?
C3B C2B H2B . . 126.6 ?
N1B C2B H2B . . 126.6 ?
C2B C3B N2B . . 107.25(19) ?
C2B C3B H3B . . 126.4 ?
N2B C3B H3B . . 126.4 ?
B1B C4B S1B . . 86.30(13) ?
B1B C4B H4B1 . . 114.3 ?
S1B C4B H4B1 . . 114.3 ?
B1B C4B H4B2 . . 114.3 ?
S1B C4B H4B2 . . 114.3 ?
H4B1 C4B H4B2 . . 111.4 ?
C16B C11B C12B . . 122.7(2) ?
C16B C11B N1B . . 120.1(2) ?
C12B C11B N1B . . 116.95(19) ?
C11B C12B C13B . . 117.7(2) ?
C11B C12B C17B . . 122.27(19) ?
C13B C12B C17B . . 120.0(2) ?
C14B C13B C12B . . 121.7(2) ?
C14B C13B H13B . . 119.2 ?
C12B C13B H13B . . 119.2 ?
C15B C14B C13B . . 118.5(2) ?
C15B C14B C18B . . 120.6(2) ?
C13B C14B C18B . . 120.8(2) ?
C14B C15B C16B . . 122.2(2) ?
C14B C15B H15B . . 118.9 ?
C16B C15B H15B . . 118.9 ?
C11B C16B C15B . . 117.0(2) ?
C11B C16B C19B . . 124.0(2) ?
C15B C16B C19B . . 119.0(2) ?
C12B C17B H17D . . 109.5 ?
C12B C17B H17E . . 109.5 ?
H17D C17B H17E . . 109.5 ?
C12B C17B H17F . . 109.5 ?
H17D C17B H17F . . 109.5 ?
H17E C17B H17F . . 109.5 ?
C14B C18B H18D . . 109.5 ?
C14B C18B H18E . . 109.5 ?
H18D C18B H18E . . 109.5 ?
C14B C18B H18F . . 109.5 ?
H18D C18B H18F . . 109.5 ?
H18E C18B H18F . . 109.5 ?
C16B C19B H19D . . 109.5 ?
C16B C19B H19E . . 109.5 ?
H19D C19B H19E . . 109.5 ?
C16B C19B H19F . . 109.5 ?
H19D C19B H19F . . 109.5 ?
H19E C19B H19F . . 109.5 ?
C22B C21B C26B . . 122.7(2) ?
C22B C21B N2B . . 119.9(2) ?
C26B C21B N2B . . 117.4(2) ?
C21B C22B C23B . . 117.1(2) ?
C21B C22B C27B . . 122.6(2) ?
C23B C22B C27B . . 120.3(2) ?
C24B C23B C22B . . 122.3(2) ?
C24B C23B H23B . . 118.8 ?
C22B C23B H23B . . 118.8 ?
C23B C24B C25B . . 118.6(2) ?
C23B C24B C28B . . 121.7(3) ?
C25B C24B C28B . . 119.7(3) ?
C24B C25B C26B . . 122.0(3) ?
C24B C25B H25B . . 119.0 ?
C26B C25B H25B . . 119.0 ?
C25B C26B C21B . . 117.3(2) ?
C25B C26B C29B . . 120.2(2) ?
C21B C26B C29B . . 122.4(2) ?
C22B C27B H27D . . 109.5 ?
C22B C27B H27E . . 109.5 ?
H27D C27B H27E . . 109.5 ?
C22B C27B H27F . . 109.5 ?
H27D C27B H27F . . 109.5 ?
H27E C27B H27F . . 109.5 ?
C24B C28B H28D . . 109.5 ?
C24B C28B H28E . . 109.5 ?
H28D C28B H28E . . 109.5 ?
C24B C28B H28F . . 109.5 ?
H28D C28B H28F . . 109.5 ?
H28E C28B H28F . . 109.5 ?
C26B C29B H29D . . 109.5 ?
C26B C29B H29E . . 109.5 ?
H29D C29B H29E . . 109.5 ?
C26B C29B H29F . . 109.5 ?
H29D C29B H29F . . 109.5 ?
H29E C29B H29F . . 109.5 ?
C36B C31B C32B . . 115.5(2) ?
C36B C31B B1B . . 117.35(19) ?
C32B C31B B1B . . 126.78(19) ?
C33B C32B C31B . . 122.3(2) ?
C33B C32B C37B . . 116.5(2) ?
C31B C32B C37B . . 121.16(19) ?
C34B C33B C32B . . 120.2(2) ?
C34B C33B H33B . . 119.9 ?
C32B C33B H33B . . 119.9 ?
C35B C34B C33B . . 119.0(2) ?
C35B C34B H34B . . 120.5 ?
C33B C34B H34B . . 120.5 ?
C34B C35B C36B . . 120.8(2) ?
C34B C35B C38B . . 120.7(2) ?
C36B C35B C38B . . 118.5(2) ?
C35B C36B C31B . . 122.2(2) ?
C35B C36B H36B . . 118.9 ?
C31B C36B H36B . . 118.9 ?
F3B C37B F1B . . 106.21(18) ?
F3B C37B F2B . . 105.85(18) ?
F1B C37B F2B . . 105.63(18) ?
F3B C37B C32B . . 113.1(2) ?
F1B C37B C32B . . 112.39(18) ?
F2B C37B C32B . . 112.99(18) ?
F5B C38B F6B . . 107.3(2) ?
F5B C38B F4B . . 105.8(2) ?
F6B C38B F4B . . 105.66(18) ?
F5B C38B C35B . . 112.85(19) ?
F6B C38B C35B . . 112.9(2) ?
F4B C38B C35B . . 111.78(19) ?

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
C31A B1A O1A S1A . . . . -114.89(16) ?
C4A B1A O1A S1A . . . . 1.35(15) ?
C1A B1A O1A S1A . . . . 122.04(16) ?
B1A O1A S1A O2A . . . . 107.48(14) ?
B1A O1A S1A C4A . . . . -1.24(14) ?
C2A N1A C1A N2A . . . . -1.0(2) ?
C11A N1A C1A N2A . . . . 170.66(19) ?
C2A N1A C1A B1A . . . . 173.8(2) ?
C11A N1A C1A B1A . . . . -14.6(3) ?
C3A N2A C1A N1A . . . . 1.3(2) ?
C21A N2A C1A N1A . . . . -166.4(2) ?
C3A N2A C1A B1A . . . . -173.2(2) ?
C21A N2A C1A B1A . . . . 19.1(4) ?
O1A B1A C1A N1A . . . . 91.2(2) ?
C31A B1A C1A N1A . . . . -30.7(3) ?
C4A B1A C1A N1A . . . . -165.0(2) ?
O1A B1A C1A N2A . . . . -95.4(3) ?
C31A B1A C1A N2A . . . . 142.7(2) ?
C4A B1A C1A N2A . . . . 8.4(3) ?
C1A N1A C2A C3A . . . . 0.4(2) ?
C11A N1A C2A C3A . . . . -171.75(19) ?
N1A C2A C3A N2A . . . . 0.4(2) ?
C1A N2A C3A C2A . . . . -1.1(3) ?
C21A N2A C3A C2A . . . . 167.7(2) ?
O1A B1A C4A S1A . . . . -1.21(13) ?
C31A B1A C4A S1A . . . . 111.84(18) ?
C1A B1A C4A S1A . . . . -114.55(19) ?
O2A S1A C4A B1A . . . . -107.24(14) ?
O1A S1A C4A B1A . . . . 1.15(13) ?
C1A N1A C11A C16A . . . . -70.3(3) ?
C2A N1A C11A C16A . . . . 100.5(2) ?
C1A N1A C11A C12A . . . . 114.3(2) ?
C2A N1A C11A C12A . . . . -75.0(3) ?
C16A C11A C12A C13A . . . . 3.1(3) ?
N1A C11A C12A C13A . . . . 178.35(18) ?
C16A C11A C12A C17A . . . . -175.8(2) ?
N1A C11A C12A C17A . . . . -0.6(3) ?
C11A C12A C13A C14A . . . . -0.9(3) ?
C17A C12A C13A C14A . . . . 178.1(2) ?
C12A C13A C14A C15A . . . . -1.1(3) ?
C12A C13A C14A C18A . . . . 180.0(2) ?
C13A C14A C15A C16A . . . . 0.9(3) ?
C18A C14A C15A C16A . . . . 179.9(2) ?
C14A C15A C16A C11A . . . . 1.2(3) ?
C14A C15A C16A C19A . . . . -177.4(2) ?
C12A C11A C16A C15A . . . . -3.3(3) ?
N1A C11A C16A C15A . . . . -178.60(18) ?
C12A C11A C16A C19A . . . . 175.2(2) ?
N1A C11A C16A C19A . . . . -0.1(3) ?
C1A N2A C21A C22A . . . . -110.4(3) ?
C3A N2A C21A C22A . . . . 83.0(3) ?
C1A N2A C21A C26A . . . . 76.0(3) ?
C3A N2A C21A C26A . . . . -90.5(3) ?
C26A C21A C22A C23A . . . . -3.7(4) ?
N2A C21A C22A C23A . . . . -176.9(2) ?
C26A C21A C22A C27A . . . . 177.6(2) ?
N2A C21A C22A C27A . . . . 4.4(4) ?
C21A C22A C23A C24A . . . . 1.0(4) ?
C27A C22A C23A C24A . . . . 179.7(2) ?
C22A C23A C24A C25A . . . . 1.4(4) ?
C22A C23A C24A C28A . . . . -179.1(2) ?
C23A C24A C25A C26A . . . . -1.3(4) ?
C28A C24A C25A C26A . . . . 179.2(2) ?
C22A C21A C26A C25A . . . . 3.8(3) ?
N2A C21A C26A C25A . . . . 177.2(2) ?
C22A C21A C26A C29A . . . . -174.1(2) ?
N2A C21A C26A C29A . . . . -0.7(3) ?
C24A C25A C26A C21A . . . . -1.3(4) ?
C24A C25A C26A C29A . . . . 176.7(2) ?
O1A B1A C31A C36A . . . . -12.2(3) ?
C4A B1A C31A C36A . . . . -114.3(2) ?
C1A B1A C31A C36A . . . . 109.3(2) ?
O1A B1A C31A C32A . . . . 164.5(2) ?
C4A B1A C31A C32A . . . . 62.3(3) ?
C1A B1A C31A C32A . . . . -74.1(3) ?
C36A C31A C32A C33A . . . . 0.3(3) ?
B1A C31A C32A C33A . . . . -176.4(2) ?
C36A C31A C32A C37A . . . . 178.3(2) ?
B1A C31A C32A C37A . . . . 1.6(3) ?
C31A C32A C33A C34A . . . . 0.2(3) ?
C37A C32A C33A C34A . . . . -177.9(2) ?
C32A C33A C34A C35A . . . . -0.9(3) ?
C33A C34A C35A C36A . . . . 1.1(3) ?
C33A C34A C35A C38A . . . . 176.5(2) ?
C34A C35A C36A C31A . . . . -0.6(3) ?
C38A C35A C36A C31A . . . . -176.1(2) ?
C32A C31A C36A C35A . . . . -0.1(3) ?
B1A C31A C36A C35A . . . . 177.0(2) ?
C33A C32A C37A F1A . . . . -140.0(2) ?
C31A C32A C37A F1A . . . . 41.9(3) ?
C33A C32A C37A F3A . . . . -19.8(3) ?
C31A C32A C37A F3A . . . . 162.1(2) ?
C33A C32A C37A F2A . . . . 99.9(2) ?
C31A C32A C37A F2A . . . . -78.2(3) ?
C34A C35A C38A F5A . . . . 19.4(3) ?
C36A C35A C38A F5A . . . . -165.1(2) ?
C34A C35A C38A F4A . . . . -100.8(3) ?
C36A C35A C38A F4A . . . . 74.7(3) ?
C34A C35A C38A F6A . . . . 141.3(2) ?
C36A C35A C38A F6A . . . . -43.2(3) ?
C31B B1B O1B S1B . . . . -114.55(15) ?
C1B B1B O1B S1B . . . . 120.62(15) ?
C4B B1B O1B S1B . . . . -0.01(14) ?
B1B O1B S1B O2B . . . . 108.10(14) ?
B1B O1B S1B C4B . . . . 0.01(13) ?
C3B N2B C1B N1B . . . . 1.0(2) ?
C21B N2B C1B N1B . . . . -169.0(2) ?
C3B N2B C1B B1B . . . . -175.0(2) ?
C21B N2B C1B B1B . . . . 15.1(4) ?
C2B N1B C1B N2B . . . . -1.0(2) ?
C11B N1B C1B N2B . . . . 166.90(19) ?
C2B N1B C1B B1B . . . . 175.1(2) ?
C11B N1B C1B B1B . . . . -17.0(3) ?
O1B B1B C1B N2B . . . . -92.6(2) ?
C31B B1B C1B N2B . . . . 144.4(2) ?
C4B B1B C1B N2B . . . . 11.0(3) ?
O1B B1B C1B N1B . . . . 92.2(2) ?
C31B B1B C1B N1B . . . . -30.8(3) ?
C4B B1B C1B N1B . . . . -164.2(2) ?
C1B N1B C2B C3B . . . . 0.6(3) ?
C11B N1B C2B C3B . . . . -167.7(2) ?
N1B C2B C3B N2B . . . . 0.0(3) ?
C1B N2B C3B C2B . . . . -0.6(3) ?
C21B N2B C3B C2B . . . . 169.7(2) ?
O1B B1B C4B S1B . . . . 0.01(12) ?
C31B B1B C4B S1B . . . . 113.40(16) ?
C1B B1B C4B S1B . . . . -112.50(18) ?
O2B S1B C4B B1B . . . . -108.34(14) ?
O1B S1B C4B B1B . . . . -0.01(12) ?
C1B N1B C11B C16B . . . . 111.9(2) ?
C2B N1B C11B C16B . . . . -81.6(3) ?
C1B N1B C11B C12B . . . . -72.5(3) ?
C2B N1B C11B C12B . . . . 94.0(3) ?
C16B C11B C12B C13B . . . . -3.5(3) ?
N1B C11B C12B C13B . . . . -179.00(18) ?
C16B C11B C12B C17B . . . . 175.0(2) ?
N1B C11B C12B C17B . . . . -0.5(3) ?
C11B C12B C13B C14B . . . . 1.1(3) ?
C17B C12B C13B C14B . . . . -177.5(2) ?
C12B C13B C14B C15B . . . . 0.9(3) ?
C12B C13B C14B C18B . . . . 178.6(2) ?
C13B C14B C15B C16B . . . . -0.5(3) ?
C18B C14B C15B C16B . . . . -178.2(2) ?
C12B C11B C16B C15B . . . . 3.9(3) ?
N1B C11B C16B C15B . . . . 179.19(18) ?
C12B C11B C16B C19B . . . . -174.8(2) ?
N1B C11B C16B C19B . . . . 0.5(3) ?
C14B C15B C16B C11B . . . . -1.8(3) ?
C14B C15B C16B C19B . . . . 176.9(2) ?
C1B N2B C21B C22B . . . . -102.7(3) ?
C3B N2B C21B C22B . . . . 88.5(3) ?
C1B N2B C21B C26B . . . . 78.7(3) ?
C3B N2B C21B C26B . . . . -90.1(3) ?
C26B C21B C22B C23B . . . . -2.5(3) ?
N2B C21B C22B C23B . . . . 178.98(19) ?
C26B C21B C22B C27B . . . . -179.8(2) ?
N2B C21B C22B C27B . . . . 1.6(3) ?
C21B C22B C23B C24B . . . . 1.1(3) ?
C27B C22B C23B C24B . . . . 178.5(2) ?
C22B C23B C24B C25B . . . . 0.2(4) ?
C22B C23B C24B C28B . . . . -179.7(2) ?
C23B C24B C25B C26B . . . . -0.2(4) ?
C28B C24B C25B C26B . . . . 179.7(2) ?
C24B C25B C26B C21B . . . . -1.1(3) ?
C24B C25B C26B C29B . . . . 179.0(2) ?
C22B C21B C26B C25B . . . . 2.5(3) ?
N2B C21B C26B C25B . . . . -178.96(19) ?
C22B C21B C26B C29B . . . . -177.5(2) ?
N2B C21B C26B C29B . . . . 1.0(3) ?
O1B B1B C31B C36B . . . . -6.1(3) ?
C1B B1B C31B C36B . . . . 115.8(2) ?
C4B B1B C31B C36B . . . . -108.0(2) ?
O1B B1B C31B C32B . . . . 166.57(19) ?
C1B B1B C31B C32B . . . . -71.5(3) ?
C4B B1B C31B C32B . . . . 64.7(3) ?
C36B C31B C32B C33B . . . . -0.7(3) ?
B1B C31B C32B C33B . . . . -173.5(2) ?
C36B C31B C32B C37B . . . . 176.02(19) ?
B1B C31B C32B C37B . . . . 3.2(3) ?
C31B C32B C33B C34B . . . . 0.8(3) ?
C37B C32B C33B C34B . . . . -176.0(2) ?
C32B C33B C34B C35B . . . . 0.0(3) ?
C33B C34B C35B C36B . . . . -0.8(3) ?
C33B C34B C35B C38B . . . . 179.1(2) ?
C34B C35B C36B C31B . . . . 0.9(3) ?
C38B C35B C36B C31B . . . . -178.99(19) ?
C32B C31B C36B C35B . . . . -0.2(3) ?
B1B C31B C36B C35B . . . . 173.34(19) ?
C33B C32B C37B F3B . . . . -18.2(3) ?
C31B C32B C37B F3B . . . . 164.90(19) ?
C33B C32B C37B F1B . . . . 102.1(2) ?
C31B C32B C37B F1B . . . . -74.8(2) ?
C33B C32B C37B F2B . . . . -138.5(2) ?
C31B C32B C37B F2B . . . . 44.6(3) ?
C34B C35B C38B F5B . . . . -134.2(2) ?
C36B C35B C38B F5B . . . . 45.7(3) ?
C34B C35B C38B F6B . . . . -12.3(3) ?
C36B C35B C38B F6B . . . . 167.60(19) ?
C34B C35B C38B F4B . . . . 106.7(2) ?
C36B C35B C38B F4B . . . . -73.4(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_20b_erk10114
_database_code_depnum_ccdc_archive 'CCDC 2108154'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut WWU University of Muenster
Germany
;
_audit_update_record             
;
2022-03-04 deposited with the CCDC.	2022-04-18 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2019.11-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C43 H30 B2 F16 N2 O'
_chemical_formula_iupac          ?
_chemical_formula_weight         916.31

_chemical_melting_point          ?

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

_cell_length_a                   10.0449(4)
_cell_length_b                   12.1685(4)
_cell_length_c                   16.6430(5)
_cell_angle_alpha                92.256(2)
_cell_angle_beta                 90.440(2)
_cell_angle_gamma                95.170(2)
_cell_volume                     2024.32(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1796
_cell_measurement_theta_min      3.6501
_cell_measurement_theta_max      65.8645
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.050
_exptl_crystal_density_diffrn    1.503
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             928

_exptl_absorpt_coefficient_mu    1.244
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption
correction. Reference: Krause, L., Herbst-Irmer, R., Sheldrick G.M.
& Stalke D., J. Appl. Cryst. 48 (2015) 3-10.
;
_exptl_absorpt_correction_T_min  0.79
_exptl_absorpt_correction_T_max  0.94

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Cu sealed tube'
_diffrn_source_type              'fine-focus sealed tube'
_diffrn_source_power             1.50
_diffrn_source_current           30.0
_diffrn_source_voltage           50

_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device       'Bruker APEXII Diffractometer'
_diffrn_measurement_device_type  'Kappa CCD APEXII'
_diffrn_measurement_method       'phi/omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            24541
_diffrn_reflns_av_R_equivalents  0.0936
_diffrn_reflns_av_unetI/netI     0.0963
_diffrn_reflns_theta_min         3.65
_diffrn_reflns_theta_max         66.69
_diffrn_reflns_theta_full        66.69
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       19

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

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

_reflns_number_total             7127
_reflns_number_gt                4608
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0913
_refine_ls_R_factor_gt           0.0534
_refine_ls_wR_factor_gt          0.1246
_refine_ls_wR_factor_ref         0.1453
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_restrained_S_all      1.001
_refine_ls_number_reflns         7127
_refine_ls_number_parameters     583
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0555P)²] 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         0.254
_refine_diff_density_min         -0.304
_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'
F F 0.0727 0.0534 '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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX3 v2019.11-0 Photon III'
_computing_cell_refinement       'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 994)'
_computing_publication_material  ?

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 0.2916(4) 0.2822(3) 0.1991(2) 0.0282(7) Uani d . . . 1 . .
B B2 0.2152(4) 0.2655(3) 0.3420(2) 0.0297(7) Uani d . . . 1 . .
N N1 0.4392(3) 0.1474(2) 0.11072(15) 0.0288(6) Uani d . . . 1 . .
N N2 0.5320(3) 0.2013(2) 0.22366(15) 0.0316(6) Uani d . . . 1 . .
O O1 0.2952(2) 0.36180(17) 0.34135(11) 0.0288(5) Uani d . . . 1 . .
C C1 0.4228(3) 0.2141(2) 0.17688(17) 0.0269(6) Uani d . . . 1 . .
C C2 0.5552(4) 0.0944(3) 0.11673(19) 0.0370(8) Uani d . . . 1 . .
H H2 0.587222 0.043442 0.078437 0.044 Uiso calc U . R 1 . .
C C3 0.6129(4) 0.1289(3) 0.1868(2) 0.0391(8) Uani d . . . 1 . .
H H3 0.694686 0.107527 0.207535 0.047 Uiso calc U . R 1 . .
C C4 0.1928(3) 0.2066(3) 0.25763(17) 0.0308(7) Uani d . . . 1 . .
H H4A 0.098284 0.205546 0.240031 0.037 Uiso calc U . R 1 . .
H H4B 0.218025 0.129878 0.257943 0.037 Uiso calc U . R 1 . .
C C5 0.3354(3) 0.3931(2) 0.25993(17) 0.0273(6) Uani d . . . 1 . .
H H5 0.435035 0.407238 0.259501 0.033 Uiso calc U . R 1 . .
C C11 0.3570(3) 0.1310(2) 0.03852(17) 0.0272(6) Uani d . . . 1 . .
C C12 0.3968(3) 0.1919(3) -0.02823(18) 0.0306(7) Uani d . . . 1 . .
C C13 0.3206(3) 0.1723(3) -0.09800(18) 0.0307(7) Uani d . . . 1 . .
H H13 0.343422 0.214599 -0.14346 0.037 Uiso calc U . R 1 . .
C C14 0.2125(3) 0.0932(3) -0.10379(18) 0.0293(7) Uani d . . . 1 . .
C C15 0.1792(3) 0.0314(3) -0.03671(18) 0.0295(7) Uani d . . . 1 . .
H H15 0.105404 -0.023282 -0.040061 0.035 Uiso calc U . R 1 . .
C C16 0.2519(3) 0.0484(2) 0.03514(17) 0.0277(6) Uani d . . . 1 . .
C C17 0.5193(4) 0.2732(3) -0.0257(2) 0.0376(8) Uani d . . . 1 . .
H H17A 0.59857 0.234005 -0.036991 0.056 Uiso calc U . R 1 . .
H H17B 0.528456 0.30996 0.027729 0.056 Uiso calc U . R 1 . .
H H17C 0.510409 0.328374 -0.06627 0.056 Uiso calc U . R 1 . .
C C18 0.1344(4) 0.0736(3) -0.1815(2) 0.0425(8) Uani d . . . 1 . .
H H18A 0.078241 0.003545 -0.179989 0.064 Uiso calc U . R 1 . .
H H18B 0.196395 0.070488 -0.226506 0.064 Uiso calc U . R 1 . .
H H18C 0.077646 0.134047 -0.188469 0.064 Uiso calc U . R 1 . .
C C19 0.2186(4) -0.0225(3) 0.10534(19) 0.0370(8) Uani d . . . 1 . .
H H19A 0.300587 -0.04909 0.126564 0.055 Uiso calc U . R 1 . .
H H19B 0.156329 -0.085719 0.087809 0.055 Uiso calc U . R 1 . .
H H19C 0.17707 0.020974 0.147457 0.055 Uiso calc U . R 1 . .
C C21 0.5753(3) 0.2536(3) 0.30118(18) 0.0323(7) Uani d . . . 1 . .
C C22 0.6609(3) 0.3508(3) 0.3003(2) 0.0348(7) Uani d . . . 1 . .
C C23 0.7075(4) 0.3960(3) 0.3738(2) 0.0415(8) Uani d . . . 1 . .
H H23 0.763185 0.463437 0.375392 0.05 Uiso calc U . R 1 . .
C C24 0.6752(4) 0.3458(3) 0.4455(2) 0.0453(9) Uani d . . . 1 . .
C C25 0.5960(4) 0.2482(3) 0.4431(2) 0.0431(9) Uani d . . . 1 . .
H H25 0.575361 0.213209 0.492033 0.052 Uiso calc U . R 1 . .
C C26 0.5440(4) 0.1980(3) 0.37053(19) 0.0373(8) Uani d . . . 1 . .
C C27 0.7039(4) 0.4028(3) 0.2233(2) 0.0423(8) Uani d . . . 1 . .
H H27A 0.748493 0.476691 0.23531 0.063 Uiso calc U . R 1 . .
H H27B 0.625375 0.408597 0.188975 0.063 Uiso calc U . R 1 . .
H H27C 0.765986 0.357121 0.195389 0.063 Uiso calc U . R 1 . .
C C28 0.7306(5) 0.3973(4) 0.5251(2) 0.0627(12) Uani d . . . 1 . .
H H28A 0.676326 0.456438 0.54298 0.094 Uiso calc U . R 1 . .
H H28B 0.823168 0.427813 0.517955 0.094 Uiso calc U . R 1 . .
H H28C 0.72782 0.340696 0.565469 0.094 Uiso calc U . R 1 . .
C C29 0.4650(4) 0.0871(3) 0.3699(2) 0.0455(9) Uani d . . . 1 . .
H H29A 0.389535 0.086285 0.33221 0.068 Uiso calc U . R 1 . .
H H29B 0.431427 0.072982 0.424043 0.068 Uiso calc U . R 1 . .
H H29C 0.522602 0.029671 0.353207 0.068 Uiso calc U . R 1 . .
C C31 0.1663(3) 0.2338(3) 0.42914(18) 0.0309(7) Uani d . . . 1 . .
C C32 0.0463(3) 0.1739(3) 0.45065(18) 0.0311(7) Uani d . . . 1 . .
C C33 0.0166(4) 0.1520(3) 0.53027(19) 0.0358(7) Uani d . . . 1 . .
H H33 -0.066892 0.1142 0.543132 0.043 Uiso calc U . R 1 . .
C C34 0.1084(4) 0.1852(3) 0.59077(19) 0.0354(7) Uani d . . . 1 . .
H H34 0.088818 0.169291 0.645081 0.042 Uiso calc U . R 1 . .
C C35 0.2294(3) 0.2420(3) 0.57140(18) 0.0328(7) Uani d . . . 1 . .
C C36 0.2564(3) 0.2669(3) 0.49202(18) 0.0317(7) Uani d . . . 1 . .
H H36 0.338546 0.307631 0.480038 0.038 Uiso calc U . R 1 . .
C C37 -0.0547(3) 0.1297(3) 0.38700(19) 0.0350(7) Uani d . . . 1 . .
F F1 -0.00750(19) 0.04965(15) 0.34002(10) 0.0372(4) Uani d . . . 1 . .
F F2 -0.08946(19) 0.20733(17) 0.33818(11) 0.0413(5) Uani d . . . 1 . .
F F3 -0.16901(19) 0.08385(18) 0.41823(11) 0.0433(5) Uani d . . . 1 . .
C C38 0.3346(4) 0.2698(3) 0.63463(19) 0.0374(8) Uani d . . . 1 . .
F F4 0.2831(2) 0.2909(2) 0.70691(11) 0.0517(6) Uani d . . . 1 . .
F F5 0.4115(3) 0.1883(2) 0.64351(15) 0.0705(7) Uani d . . . 1 . .
F F6 0.4165(2) 0.3587(2) 0.61799(12) 0.0597(7) Uani d . . . 1 . .
C C41 0.2213(3) 0.3195(2) 0.11506(17) 0.0257(6) Uani d . . . 1 . .
C C42 0.2830(3) 0.4041(3) 0.07110(18) 0.0293(7) Uani d . . . 1 . .
F F42 0.40606(18) 0.45042(15) 0.09577(10) 0.0340(4) Uani d . . . 1 . .
C C43 0.2330(3) 0.4438(3) 0.00206(18) 0.0316(7) Uani d . . . 1 . .
F F43 0.3005(2) 0.52511(17) -0.03708(11) 0.0454(5) Uani d . . . 1 . .
C C44 0.1100(3) 0.3991(3) -0.02701(18) 0.0335(7) Uani d . . . 1 . .
F F44 0.0580(2) 0.43666(17) -0.09445(11) 0.0464(5) Uani d . . . 1 . .
C C45 0.0440(3) 0.3154(3) 0.01307(19) 0.0334(7) Uani d . . . 1 . .
F F45 -0.0755(2) 0.26956(17) -0.01547(12) 0.0453(5) Uani d . . . 1 . .
C C46 0.0993(3) 0.2773(2) 0.08087(18) 0.0292(7) Uani d . . . 1 . .
F F46 0.02596(19) 0.19122(15) 0.11416(11) 0.0381(4) Uani d . . . 1 . .
C C51 0.2765(3) 0.5010(2) 0.24808(17) 0.0270(6) Uani d . . . 1 . .
C C52 0.3568(3) 0.5974(3) 0.23396(17) 0.0278(6) Uani d . . . 1 . .
F F52 0.48854(17) 0.59401(14) 0.22207(10) 0.0328(4) Uani d . . . 1 . .
C C53 0.3079(3) 0.7002(3) 0.23256(18) 0.0307(7) Uani d . . . 1 . .
F F53 0.3899(2) 0.79059(15) 0.21961(11) 0.0397(5) Uani d . . . 1 . .
C C54 0.1742(3) 0.7093(3) 0.24617(19) 0.0346(7) Uani d . . . 1 . .
F F54 0.1267(2) 0.80852(16) 0.24748(12) 0.0449(5) Uani d . . . 1 . .
C C55 0.0909(3) 0.6153(3) 0.25845(19) 0.0322(7) Uani d . . . 1 . .
F F55 -0.04015(19) 0.62414(17) 0.27131(12) 0.0426(5) Uani d . . . 1 . .
C C56 0.1421(3) 0.5141(3) 0.25882(17) 0.0296(7) Uani d . . . 1 . .
F F56 0.05551(18) 0.42518(15) 0.27186(11) 0.0363(4) Uani d . . . 1 . .


_geom_special_details            
;

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 C4 . 1.643(5) ?
B1 C1 . 1.655(5) ?
B1 C41 . 1.659(4) ?
B1 C5 . 1.678(4) ?
B2 O1 . 1.360(4) ?
B2 C4 . 1.557(5) ?
B2 C31 . 1.585(5) ?
N1 C1 . 1.362(4) ?
N1 C2 . 1.386(4) ?
N1 C11 . 1.450(4) ?
N2 C1 . 1.365(4) ?
N2 C3 . 1.381(4) ?
N2 C21 . 1.461(4) ?
O1 C5 . 1.472(4) ?
C2 C3 . 1.334(5) ?
C2 H2 . 0.95 ?
C3 H3 . 0.95 ?
C4 H4A . 0.99 ?
C4 H4B . 0.99 ?
C5 C51 . 1.508(4) ?
C5 H5 . 1.0 ?
C11 C16 . 1.390(4) ?
C11 C12 . 1.400(4) ?
C12 C13 . 1.386(5) ?
C12 C17 . 1.507(5) ?
C13 C14 . 1.385(5) ?
C13 H13 . 0.95 ?
C14 C15 . 1.396(5) ?
C14 C18 . 1.507(4) ?
C15 C16 . 1.395(4) ?
C15 H15 . 0.95 ?
C16 C19 . 1.502(4) ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C21 C26 . 1.385(5) ?
C21 C22 . 1.399(5) ?
C22 C23 . 1.382(5) ?
C22 C27 . 1.501(5) ?
C23 C24 . 1.388(6) ?
C23 H23 . 0.95 ?
C24 C25 . 1.367(6) ?
C24 C28 . 1.522(5) ?
C25 C26 . 1.407(5) ?
C25 H25 . 0.95 ?
C26 C29 . 1.502(5) ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
C29 H29A . 0.98 ?
C29 H29B . 0.98 ?
C29 H29C . 0.98 ?
C31 C36 . 1.402(5) ?
C31 C32 . 1.408(5) ?
C32 C33 . 1.391(5) ?
C32 C37 . 1.510(5) ?
C33 C34 . 1.383(5) ?
C33 H33 . 0.95 ?
C34 C35 . 1.390(5) ?
C34 H34 . 0.95 ?
C35 C36 . 1.390(5) ?
C35 C38 . 1.493(5) ?
C36 H36 . 0.95 ?
C37 F2 . 1.338(4) ?
C37 F1 . 1.347(4) ?
C37 F3 . 1.348(4) ?
C38 F5 . 1.323(4) ?
C38 F4 . 1.338(4) ?
C38 F6 . 1.338(4) ?
C41 C42 . 1.390(4) ?
C41 C46 . 1.393(4) ?
C42 F42 . 1.365(3) ?
C42 C43 . 1.372(4) ?
C43 F43 . 1.342(4) ?
C43 C44 . 1.380(5) ?
C44 F44 . 1.348(4) ?
C44 C45 . 1.364(5) ?
C45 F45 . 1.352(4) ?
C45 C46 . 1.369(5) ?
C46 F46 . 1.364(4) ?
C51 C56 . 1.386(4) ?
C51 C52 . 1.391(4) ?
C52 F52 . 1.344(3) ?
C52 C53 . 1.386(4) ?
C53 F53 . 1.339(4) ?
C53 C54 . 1.377(5) ?
C54 F54 . 1.337(4) ?
C54 C55 . 1.378(5) ?
C55 F55 . 1.349(4) ?
C55 C56 . 1.377(5) ?
C56 F56 . 1.351(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
C4 B1 C1 . . 108.5(3) ?
C4 B1 C41 . . 115.4(3) ?
C1 B1 C41 . . 109.6(2) ?
C4 B1 C5 . . 101.4(2) ?
C1 B1 C5 . . 111.0(2) ?
C41 B1 C5 . . 110.6(2) ?
O1 B2 C4 . . 113.8(3) ?
O1 B2 C31 . . 113.5(3) ?
C4 B2 C31 . . 132.7(3) ?
C1 N1 C2 . . 111.3(2) ?
C1 N1 C11 . . 128.9(3) ?
C2 N1 C11 . . 119.8(2) ?
C1 N2 C3 . . 110.9(3) ?
C1 N2 C21 . . 130.8(3) ?
C3 N2 C21 . . 118.3(3) ?
B2 O1 C5 . . 113.1(2) ?
N1 C1 N2 . . 103.7(3) ?
N1 C1 B1 . . 127.4(3) ?
N2 C1 B1 . . 128.5(3) ?
C3 C2 N1 . . 106.6(3) ?
C3 C2 H2 . . 126.7 ?
N1 C2 H2 . . 126.7 ?
C2 C3 N2 . . 107.5(3) ?
C2 C3 H3 . . 126.3 ?
N2 C3 H3 . . 126.3 ?
B2 C4 B1 . . 103.6(2) ?
B2 C4 H4A . . 111.0 ?
B1 C4 H4A . . 111.0 ?
B2 C4 H4B . . 111.0 ?
B1 C4 H4B . . 111.0 ?
H4A C4 H4B . . 109.0 ?
O1 C5 C51 . . 104.8(2) ?
O1 C5 B1 . . 106.2(2) ?
C51 C5 B1 . . 120.8(2) ?
O1 C5 H5 . . 108.2 ?
C51 C5 H5 . . 108.2 ?
B1 C5 H5 . . 108.2 ?
C16 C11 C12 . . 122.6(3) ?
C16 C11 N1 . . 119.4(3) ?
C12 C11 N1 . . 117.6(3) ?
C13 C12 C11 . . 117.2(3) ?
C13 C12 C17 . . 120.9(3) ?
C11 C12 C17 . . 121.8(3) ?
C14 C13 C12 . . 122.4(3) ?
C14 C13 H13 . . 118.8 ?
C12 C13 H13 . . 118.8 ?
C13 C14 C15 . . 118.6(3) ?
C13 C14 C18 . . 120.3(3) ?
C15 C14 C18 . . 121.1(3) ?
C16 C15 C14 . . 121.4(3) ?
C16 C15 H15 . . 119.3 ?
C14 C15 H15 . . 119.3 ?
C11 C16 C15 . . 117.7(3) ?
C11 C16 C19 . . 121.7(3) ?
C15 C16 C19 . . 120.6(3) ?
C12 C17 H17A . . 109.5 ?
C12 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C12 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C14 C18 H18A . . 109.5 ?
C14 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C14 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C16 C19 H19A . . 109.5 ?
C16 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C16 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C26 C21 C22 . . 123.3(3) ?
C26 C21 N2 . . 118.7(3) ?
C22 C21 N2 . . 117.5(3) ?
C23 C22 C21 . . 117.0(3) ?
C23 C22 C27 . . 121.0(3) ?
C21 C22 C27 . . 122.0(3) ?
C22 C23 C24 . . 121.9(4) ?
C22 C23 H23 . . 119.0 ?
C24 C23 H23 . . 119.0 ?
C25 C24 C23 . . 118.9(3) ?
C25 C24 C28 . . 120.7(4) ?
C23 C24 C28 . . 120.3(4) ?
C24 C25 C26 . . 122.2(3) ?
C24 C25 H25 . . 118.9 ?
C26 C25 H25 . . 118.9 ?
C21 C26 C25 . . 116.4(3) ?
C21 C26 C29 . . 123.0(3) ?
C25 C26 C29 . . 120.5(3) ?
C22 C27 H27A . . 109.5 ?
C22 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C22 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C24 C28 H28A . . 109.5 ?
C24 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C24 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C26 C29 H29A . . 109.5 ?
C26 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
C26 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
C36 C31 C32 . . 116.4(3) ?
C36 C31 B2 . . 115.4(3) ?
C32 C31 B2 . . 128.2(3) ?
C33 C32 C31 . . 121.8(3) ?
C33 C32 C37 . . 117.6(3) ?
C31 C32 C37 . . 120.6(3) ?
C34 C33 C32 . . 120.2(3) ?
C34 C33 H33 . . 119.9 ?
C32 C33 H33 . . 119.9 ?
C33 C34 C35 . . 119.4(3) ?
C33 C34 H34 . . 120.3 ?
C35 C34 H34 . . 120.3 ?
C34 C35 C36 . . 120.1(3) ?
C34 C35 C38 . . 120.2(3) ?
C36 C35 C38 . . 119.6(3) ?
C35 C36 C31 . . 122.1(3) ?
C35 C36 H36 . . 119.0 ?
C31 C36 H36 . . 119.0 ?
F2 C37 F1 . . 106.9(2) ?
F2 C37 F3 . . 106.5(3) ?
F1 C37 F3 . . 105.7(3) ?
F2 C37 C32 . . 113.0(3) ?
F1 C37 C32 . . 111.5(3) ?
F3 C37 C32 . . 112.8(3) ?
F5 C38 F4 . . 106.5(3) ?
F5 C38 F6 . . 106.3(3) ?
F4 C38 F6 . . 106.4(3) ?
F5 C38 C35 . . 112.0(3) ?
F4 C38 C35 . . 112.6(3) ?
F6 C38 C35 . . 112.7(3) ?
C42 C41 C46 . . 112.0(3) ?
C42 C41 B1 . . 120.4(3) ?
C46 C41 B1 . . 127.6(3) ?
F42 C42 C43 . . 115.9(3) ?
F42 C42 C41 . . 118.5(3) ?
C43 C42 C41 . . 125.6(3) ?
F43 C43 C42 . . 121.5(3) ?
F43 C43 C44 . . 119.6(3) ?
C42 C43 C44 . . 118.9(3) ?
F44 C44 C45 . . 121.0(3) ?
F44 C44 C43 . . 120.3(3) ?
C45 C44 C43 . . 118.7(3) ?
F45 C45 C44 . . 119.3(3) ?
F45 C45 C46 . . 120.5(3) ?
C44 C45 C46 . . 120.2(3) ?
F46 C46 C45 . . 114.8(3) ?
F46 C46 C41 . . 120.5(3) ?
C45 C46 C41 . . 124.7(3) ?
C56 C51 C52 . . 115.3(3) ?
C56 C51 C5 . . 122.8(3) ?
C52 C51 C5 . . 121.6(3) ?
F52 C52 C53 . . 116.8(3) ?
F52 C52 C51 . . 120.2(3) ?
C53 C52 C51 . . 123.0(3) ?
F53 C53 C54 . . 120.0(3) ?
F53 C53 C52 . . 120.6(3) ?
C54 C53 C52 . . 119.5(3) ?
F54 C54 C53 . . 120.0(3) ?
F54 C54 C55 . . 120.8(3) ?
C53 C54 C55 . . 119.2(3) ?
F55 C55 C56 . . 120.7(3) ?
F55 C55 C54 . . 119.2(3) ?
C56 C55 C54 . . 120.0(3) ?
F56 C56 C55 . . 117.2(3) ?
F56 C56 C51 . . 119.8(3) ?
C55 C56 C51 . . 123.0(3) ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C4 B2 O1 C5 . . . . 4.0(4) ?
C31 B2 O1 C5 . . . . -177.5(3) ?
C2 N1 C1 N2 . . . . 0.4(3) ?
C11 N1 C1 N2 . . . . -176.9(3) ?
C2 N1 C1 B1 . . . . -173.2(3) ?
C11 N1 C1 B1 . . . . 9.5(5) ?
C3 N2 C1 N1 . . . . 0.1(4) ?
C21 N2 C1 N1 . . . . 177.6(3) ?
C3 N2 C1 B1 . . . . 173.5(3) ?
C21 N2 C1 B1 . . . . -8.9(5) ?
C4 B1 C1 N1 . . . . 94.6(3) ?
C41 B1 C1 N1 . . . . -32.2(4) ?
C5 B1 C1 N1 . . . . -154.8(3) ?
C4 B1 C1 N2 . . . . -77.4(4) ?
C41 B1 C1 N2 . . . . 155.8(3) ?
C5 B1 C1 N2 . . . . 33.2(4) ?
C1 N1 C2 C3 . . . . -0.7(4) ?
C11 N1 C2 C3 . . . . 176.9(3) ?
N1 C2 C3 N2 . . . . 0.7(4) ?
C1 N2 C3 C2 . . . . -0.5(4) ?
C21 N2 C3 C2 . . . . -178.4(3) ?
O1 B2 C4 B1 . . . . 5.5(4) ?
C31 B2 C4 B1 . . . . -172.6(3) ?
C1 B1 C4 B2 . . . . 105.9(3) ?
C41 B1 C4 B2 . . . . -130.6(3) ?
C5 B1 C4 B2 . . . . -11.1(3) ?
B2 O1 C5 C51 . . . . 117.4(3) ?
B2 O1 C5 B1 . . . . -11.5(3) ?
C4 B1 C5 O1 . . . . 13.6(3) ?
C1 B1 C5 O1 . . . . -101.5(3) ?
C41 B1 C5 O1 . . . . 136.5(2) ?
C4 B1 C5 C51 . . . . -105.2(3) ?
C1 B1 C5 C51 . . . . 139.6(3) ?
C41 B1 C5 C51 . . . . 17.7(4) ?
C1 N1 C11 C16 . . . . -90.2(4) ?
C2 N1 C11 C16 . . . . 92.7(4) ?
C1 N1 C11 C12 . . . . 96.7(4) ?
C2 N1 C11 C12 . . . . -80.4(4) ?
C16 C11 C12 C13 . . . . 4.5(5) ?
N1 C11 C12 C13 . . . . 177.4(3) ?
C16 C11 C12 C17 . . . . -173.8(3) ?
N1 C11 C12 C17 . . . . -0.9(5) ?
C11 C12 C13 C14 . . . . -2.5(5) ?
C17 C12 C13 C14 . . . . 175.9(3) ?
C12 C13 C14 C15 . . . . 0.2(5) ?
C12 C13 C14 C18 . . . . -178.9(3) ?
C13 C14 C15 C16 . . . . 0.3(5) ?
C18 C14 C15 C16 . . . . 179.4(3) ?
C12 C11 C16 C15 . . . . -4.1(5) ?
N1 C11 C16 C15 . . . . -176.9(3) ?
C12 C11 C16 C19 . . . . 174.6(3) ?
N1 C11 C16 C19 . . . . 1.8(5) ?
C14 C15 C16 C11 . . . . 1.6(5) ?
C14 C15 C16 C19 . . . . -177.1(3) ?
C1 N2 C21 C26 . . . . 96.7(4) ?
C3 N2 C21 C26 . . . . -85.8(4) ?
C1 N2 C21 C22 . . . . -91.2(4) ?
C3 N2 C21 C22 . . . . 86.2(4) ?
C26 C21 C22 C23 . . . . -4.7(5) ?
N2 C21 C22 C23 . . . . -176.3(3) ?
C26 C21 C22 C27 . . . . 173.7(3) ?
N2 C21 C22 C27 . . . . 2.1(5) ?
C21 C22 C23 C24 . . . . 2.2(5) ?
C27 C22 C23 C24 . . . . -176.2(3) ?
C22 C23 C24 C25 . . . . 0.6(6) ?
C22 C23 C24 C28 . . . . 178.9(4) ?
C23 C24 C25 C26 . . . . -1.2(6) ?
C28 C24 C25 C26 . . . . -179.5(4) ?
C22 C21 C26 C25 . . . . 4.1(5) ?
N2 C21 C26 C25 . . . . 175.7(3) ?
C22 C21 C26 C29 . . . . -172.7(3) ?
N2 C21 C26 C29 . . . . -1.2(5) ?
C24 C25 C26 C21 . . . . -1.1(5) ?
C24 C25 C26 C29 . . . . 175.9(3) ?
O1 B2 C31 C36 . . . . -32.3(4) ?
C4 B2 C31 C36 . . . . 145.8(4) ?
O1 B2 C31 C32 . . . . 149.9(3) ?
C4 B2 C31 C32 . . . . -32.0(6) ?
C36 C31 C32 C33 . . . . 2.2(5) ?
B2 C31 C32 C33 . . . . 179.9(3) ?
C36 C31 C32 C37 . . . . -177.1(3) ?
B2 C31 C32 C37 . . . . 0.7(5) ?
C31 C32 C33 C34 . . . . -2.8(5) ?
C37 C32 C33 C34 . . . . 176.5(3) ?
C32 C33 C34 C35 . . . . 1.0(5) ?
C33 C34 C35 C36 . . . . 1.2(5) ?
C33 C34 C35 C38 . . . . -174.6(3) ?
C34 C35 C36 C31 . . . . -1.8(5) ?
C38 C35 C36 C31 . . . . 174.1(3) ?
C32 C31 C36 C35 . . . . 0.1(5) ?
B2 C31 C36 C35 . . . . -177.9(3) ?
C33 C32 C37 F2 . . . . 127.6(3) ?
C31 C32 C37 F2 . . . . -53.1(4) ?
C33 C32 C37 F1 . . . . -112.0(3) ?
C31 C32 C37 F1 . . . . 67.3(4) ?
C33 C32 C37 F3 . . . . 6.8(4) ?
C31 C32 C37 F3 . . . . -173.9(3) ?
C34 C35 C38 F5 . . . . 86.3(4) ?
C36 C35 C38 F5 . . . . -89.6(4) ?
C34 C35 C38 F4 . . . . -33.6(5) ?
C36 C35 C38 F4 . . . . 150.5(3) ?
C34 C35 C38 F6 . . . . -154.0(3) ?
C36 C35 C38 F6 . . . . 30.2(5) ?
C4 B1 C41 C42 . . . . 164.2(3) ?
C1 B1 C41 C42 . . . . -73.0(3) ?
C5 B1 C41 C42 . . . . 49.8(4) ?
C4 B1 C41 C46 . . . . -13.9(4) ?
C1 B1 C41 C46 . . . . 109.0(3) ?
C5 B1 C41 C46 . . . . -128.3(3) ?
C46 C41 C42 F42 . . . . -177.4(3) ?
B1 C41 C42 F42 . . . . 4.2(4) ?
C46 C41 C42 C43 . . . . 0.0(5) ?
B1 C41 C42 C43 . . . . -178.3(3) ?
F42 C42 C43 F43 . . . . -1.7(5) ?
C41 C42 C43 F43 . . . . -179.2(3) ?
F42 C42 C43 C44 . . . . 178.8(3) ?
C41 C42 C43 C44 . . . . 1.4(5) ?
F43 C43 C44 F44 . . . . 0.2(5) ?
C42 C43 C44 F44 . . . . 179.7(3) ?
F43 C43 C44 C45 . . . . 179.1(3) ?
C42 C43 C44 C45 . . . . -1.5(5) ?
F44 C44 C45 F45 . . . . 0.0(5) ?
C43 C44 C45 F45 . . . . -178.9(3) ?
F44 C44 C45 C46 . . . . 179.1(3) ?
C43 C44 C45 C46 . . . . 0.2(5) ?
F45 C45 C46 F46 . . . . 1.1(4) ?
C44 C45 C46 F46 . . . . -178.0(3) ?
F45 C45 C46 C41 . . . . -179.6(3) ?
C44 C45 C46 C41 . . . . 1.3(5) ?
C42 C41 C46 F46 . . . . 177.9(3) ?
B1 C41 C46 F46 . . . . -3.9(5) ?
C42 C41 C46 C45 . . . . -1.4(5) ?
B1 C41 C46 C45 . . . . 176.9(3) ?
O1 C5 C51 C56 . . . . -53.8(3) ?
B1 C5 C51 C56 . . . . 65.7(4) ?
O1 C5 C51 C52 . . . . 119.1(3) ?
B1 C5 C51 C52 . . . . -121.4(3) ?
C56 C51 C52 F52 . . . . -179.5(2) ?
C5 C51 C52 F52 . . . . 7.1(4) ?
C56 C51 C52 C53 . . . . 1.6(4) ?
C5 C51 C52 C53 . . . . -171.9(3) ?
F52 C52 C53 F53 . . . . 0.2(4) ?
C51 C52 C53 F53 . . . . 179.2(3) ?
F52 C52 C53 C54 . . . . -178.5(3) ?
C51 C52 C53 C54 . . . . 0.5(5) ?
F53 C53 C54 F54 . . . . -0.9(4) ?
C52 C53 C54 F54 . . . . 177.9(3) ?
F53 C53 C54 C55 . . . . 179.2(3) ?
C52 C53 C54 C55 . . . . -2.0(5) ?
F54 C54 C55 F55 . . . . 0.5(4) ?
C53 C54 C55 F55 . . . . -179.6(3) ?
F54 C54 C55 C56 . . . . -178.4(3) ?
C53 C54 C55 C56 . . . . 1.4(5) ?
F55 C55 C56 F56 . . . . 0.5(4) ?
C54 C55 C56 F56 . . . . 179.4(3) ?
F55 C55 C56 C51 . . . . -178.2(3) ?
C54 C55 C56 C51 . . . . 0.7(5) ?
C52 C51 C56 F56 . . . . 179.1(2) ?
C5 C51 C56 F56 . . . . -7.5(4) ?
C52 C51 C56 C55 . . . . -2.2(4) ?
C5 C51 C56 C55 . . . . 171.2(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_23a_erk10056
_database_code_depnum_ccdc_archive 'CCDC 2156435'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut WWU University of Muenster
Germany
;
_audit_update_record             
;
2022-03-04 deposited with the CCDC.	2022-04-18 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2019.11-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H26 B Cl2 F5 N2 O3 Rh2'
_chemical_formula_iupac          ?
_chemical_formula_weight         857.07

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   15.1290(3)
_cell_length_b                   15.4702(4)
_cell_length_c                   17.7987(4)
_cell_angle_alpha                90
_cell_angle_beta                 111.5710(10)
_cell_angle_gamma                90
_cell_volume                     3874.00(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9852
_cell_measurement_theta_min      2.6957
_cell_measurement_theta_max      26.7223
_cell_measurement_temperature    103.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.138
_exptl_crystal_size_mid          0.125
_exptl_crystal_size_min          0.062
_exptl_crystal_density_diffrn    1.469
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1696

_exptl_absorpt_coefficient_mu    1.044
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption
correction. Reference: Krause, L., Herbst-Irmer, R., Sheldrick G.M.
& Stalke D., J. Appl. Cryst. 48 (2015) 3-10.
;
_exptl_absorpt_correction_T_min  0.88
_exptl_absorpt_correction_T_max  0.94

_exptl_special_details           
;
;

_diffrn_ambient_temperature      103.(2)

_diffrn_source                   MoK\a
_diffrn_source_type              'micro focus tube'
_diffrn_source_power             0.05
_diffrn_source_current           1.0
_diffrn_source_voltage           50

_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device       'Bruker D8 Venture Photon III Diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'phi/omega scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            73765
_diffrn_reflns_av_R_equivalents  0.0570
_diffrn_reflns_av_unetI/netI     0.0268
_diffrn_reflns_theta_min         2.35
_diffrn_reflns_theta_max         26.74
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22

_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 mixture of dichloromethane and pentane molecules 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 molecules. 

;

_reflns_number_total             8225
_reflns_number_gt                7072
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0312
_refine_ls_R_factor_gt           0.0253
_refine_ls_wR_factor_gt          0.0611
_refine_ls_wR_factor_ref         0.0639
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.045
_refine_ls_number_reflns         8225
_refine_ls_number_parameters     421
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0283P)²+2.9142P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.412
_refine_diff_density_min         -0.538
_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'
Cl Cl 0.1484 0.1585 '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'
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'
Rh Rh -1.1178 0.9187 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX3 v2019.11-0 Photon III'
_computing_cell_refinement       'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 994)'
_computing_publication_material  ?

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
Rh Rh1 0.32948(2) 0.62812(2) 0.78535(2) 0.01605(5) Uani d . . . 1 . .
Rh Rh2 0.30433(2) 0.44721(2) 0.86084(2) 0.01961(5) Uani d . . . 1 . .
Cl Cl1 0.29460(4) 0.48282(4) 0.72869(3) 0.02026(11) Uani d . . . 1 . .
Cl Cl2 0.42975(4) 0.54866(3) 0.90560(3) 0.01938(11) Uani d . . . 1 . .
O O1 0.35209(13) 0.79283(11) 0.87351(10) 0.0286(4) Uani d . . . 1 . .
O O2 0.32977(13) 0.40232(14) 1.03053(11) 0.0365(4) Uani d . . . 1 . .
O O3 0.13678(15) 0.32997(15) 0.79798(14) 0.0476(5) Uani d . . . 1 . .
B B1 0.31620(17) 0.69589(16) 0.66755(14) 0.0167(5) Uani d . . . 1 . .
N N1 0.30204(13) 0.86558(12) 0.65623(11) 0.0166(4) Uani d . . . 1 . .
N N2 0.44695(12) 0.82269(11) 0.69354(10) 0.0147(4) Uani d . . . 1 . .
C C1 0.35653(15) 0.79301(14) 0.67260(12) 0.0149(4) Uani d . . . 1 . .
C C2 0.35795(16) 0.93853(15) 0.66707(15) 0.0219(5) Uani d . . . 1 . .
H H2 0.336339 0.996696 0.659329 0.026 Uiso calc U . R 1 . .
C C3 0.44825(16) 0.91199(15) 0.69050(14) 0.0196(5) Uani d . . . 1 . .
H H3 0.502854 0.947686 0.702715 0.024 Uiso calc U . R 1 . .
C C4 0.22427(15) 0.67976(15) 0.67936(13) 0.0204(5) Uani d . . . 1 . .
H H4A 0.181072 0.637122 0.642319 0.025 Uiso calc U . R 1 . .
H H4B 0.1906 0.731807 0.687253 0.025 Uiso calc U . R 1 . .
C C5 0.34379(15) 0.72955(15) 0.83715(13) 0.0200(5) Uani d . . . 1 . .
C C6 0.31931(17) 0.42001(16) 0.96567(16) 0.0257(5) Uani d . . . 1 . .
C C7 0.20120(19) 0.37344(17) 0.82185(17) 0.0303(6) Uani d . . . 1 . .
C C11 0.19921(15) 0.87164(14) 0.61582(14) 0.0189(4) Uani d . . . 1 . .
C C12 0.16185(17) 0.86175(15) 0.53180(14) 0.0223(5) Uani d . . . 1 . .
C C13 0.06359(18) 0.87084(18) 0.49312(16) 0.0301(6) Uani d . . . 1 . .
H H13 0.036025 0.863463 0.4362 0.036 Uiso calc U . R 1 . .
C C14 0.00504(17) 0.89025(17) 0.53507(17) 0.0297(6) Uani d . . . 1 . .
C C15 0.04584(17) 0.90153(16) 0.61822(15) 0.0255(5) Uani d . . . 1 . .
H H15 0.006048 0.915639 0.647127 0.031 Uiso calc U . R 1 . .
C C16 0.14322(16) 0.89280(15) 0.66057(14) 0.0214(5) Uani d . . . 1 . .
C C17 0.22411(18) 0.84521(19) 0.48383(15) 0.0308(6) Uani d . . . 1 . .
H H17A 0.273773 0.889531 0.496729 0.046 Uiso calc U . R 1 . .
H H17B 0.185435 0.847302 0.425983 0.046 Uiso calc U . R 1 . .
H H17C 0.253596 0.788059 0.497582 0.046 Uiso calc U . R 1 . .
C C18 -0.10100(18) 0.8998(2) 0.49240(19) 0.0423(7) Uani d . . . 1 . .
H H18A -0.114356 0.931367 0.441691 0.063 Uiso calc U . R 1 . .
H H18B -0.127173 0.931697 0.527026 0.063 Uiso calc U . R 1 . .
H H18C -0.130338 0.842372 0.480757 0.063 Uiso calc U . R 1 . .
C C19 0.18307(18) 0.90369(17) 0.75064(15) 0.0278(5) Uani d . . . 1 . .
H H19A 0.178506 0.848771 0.776427 0.042 Uiso calc U . R 1 . .
H H19B 0.146862 0.948133 0.766162 0.042 Uiso calc U . R 1 . .
H H19C 0.249851 0.92126 0.768161 0.042 Uiso calc U . R 1 . .
C C21 0.53398(15) 0.77359(14) 0.70996(13) 0.0155(4) Uani d . . . 1 . .
C C22 0.55766(15) 0.75036(14) 0.64362(13) 0.0176(4) Uani d . . . 1 . .
C C23 0.64312(16) 0.70689(15) 0.65955(14) 0.0216(5) Uani d . . . 1 . .
H H23 0.660405 0.68979 0.615539 0.026 Uiso calc U . R 1 . .
C C24 0.70425(16) 0.68759(16) 0.73796(15) 0.0227(5) Uani d . . . 1 . .
C C25 0.67909(16) 0.71528(15) 0.80163(14) 0.0213(5) Uani d . . . 1 . .
H H25 0.72135 0.704382 0.855378 0.026 Uiso calc U . R 1 . .
C C26 0.59436(15) 0.75833(15) 0.78956(13) 0.0175(4) Uani d . . . 1 . .
C C27 0.49464(16) 0.77225(16) 0.55830(13) 0.0233(5) Uani d . . . 1 . .
H H27A 0.52618 0.755335 0.521321 0.035 Uiso calc U . R 1 . .
H H27B 0.482405 0.834612 0.55389 0.035 Uiso calc U . R 1 . .
H H27C 0.434303 0.741069 0.544145 0.035 Uiso calc U . R 1 . .
C C28 0.79635(19) 0.64034(18) 0.75363(18) 0.0336(6) Uani d . . . 1 . .
H H28A 0.800334 0.622652 0.702101 0.05 Uiso calc U . R 1 . .
H H28B 0.798861 0.589043 0.786668 0.05 Uiso calc U . R 1 . .
H H28C 0.849776 0.678563 0.782323 0.05 Uiso calc U . R 1 . .
C C29 0.56992(17) 0.78445(17) 0.86121(14) 0.0262(5) Uani d . . . 1 . .
H H29A 0.54488 0.734338 0.880638 0.039 Uiso calc U . R 1 . .
H H29B 0.521838 0.830262 0.84513 0.039 Uiso calc U . R 1 . .
H H29C 0.62717 0.80572 0.904442 0.039 Uiso calc U . R 1 . .
C C31 0.35241(16) 0.62562(14) 0.61850(13) 0.0185(4) Uani d . . . 1 . .
C C32 0.29363(18) 0.60031(16) 0.54142(14) 0.0247(5) Uani d . . . 1 . .
F F32 0.20814(11) 0.63929(10) 0.50491(9) 0.0331(3) Uani d . . . 1 . .
C C33 0.3157(2) 0.53556(17) 0.49774(15) 0.0316(6) Uani d . . . 1 . .
F F33 0.25533(13) 0.51300(11) 0.42385(9) 0.0452(4) Uani d . . . 1 . .
C C34 0.4006(2) 0.49301(16) 0.53132(16) 0.0310(6) Uani d . . . 1 . .
F F34 0.42410(14) 0.42886(10) 0.49075(10) 0.0428(4) Uani d . . . 1 . .
C C35 0.46289(18) 0.51544(15) 0.60717(15) 0.0252(5) Uani d . . . 1 . .
F F35 0.54698(11) 0.47469(9) 0.63926(9) 0.0327(3) Uani d . . . 1 . .
C C36 0.43704(16) 0.57928(14) 0.64946(14) 0.0195(5) Uani d . . . 1 . .
F F36 0.49766(9) 0.59307(9) 0.72583(8) 0.0210(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
Rh1 C5 . 1.792(2) ?
Rh1 C4 . 2.127(2) ?
Rh1 B1 . 2.286(2) ?
Rh1 Cl1 . 2.4408(6) ?
Rh1 Cl2 . 2.4507(5) ?
Rh1 Rh2 . 3.1873(3) ?
Rh2 C6 . 1.844(3) ?
Rh2 C7 . 1.850(3) ?
Rh2 Cl2 . 2.3636(6) ?
Rh2 Cl1 . 2.3671(6) ?
O1 C5 . 1.155(3) ?
O2 C6 . 1.139(3) ?
O3 C7 . 1.130(3) ?
B1 C4 . 1.502(3) ?
B1 C31 . 1.611(3) ?
B1 C1 . 1.612(3) ?
N1 C1 . 1.360(3) ?
N1 C2 . 1.381(3) ?
N1 C11 . 1.457(3) ?
N2 C1 . 1.359(3) ?
N2 C3 . 1.383(3) ?
N2 C21 . 1.454(3) ?
C2 C3 . 1.338(3) ?
C2 H2 . 0.95 ?
C3 H3 . 0.95 ?
C4 H4A . 0.99 ?
C4 H4B . 0.99 ?
C11 C16 . 1.398(3) ?
C11 C12 . 1.399(3) ?
C12 C13 . 1.397(3) ?
C12 C17 . 1.508(3) ?
C13 C14 . 1.385(4) ?
C13 H13 . 0.95 ?
C14 C15 . 1.389(4) ?
C14 C18 . 1.509(3) ?
C15 C16 . 1.393(3) ?
C15 H15 . 0.95 ?
C16 C19 . 1.500(3) ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C21 C26 . 1.395(3) ?
C21 C22 . 1.401(3) ?
C22 C23 . 1.391(3) ?
C22 C27 . 1.505(3) ?
C23 C24 . 1.394(3) ?
C23 H23 . 0.95 ?
C24 C25 . 1.389(3) ?
C24 C28 . 1.506(3) ?
C25 C26 . 1.389(3) ?
C25 H25 . 0.95 ?
C26 C29 . 1.508(3) ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
C29 H29A . 0.98 ?
C29 H29B . 0.98 ?
C29 H29C . 0.98 ?
C31 C32 . 1.389(3) ?
C31 C36 . 1.392(3) ?
C32 F32 . 1.357(3) ?
C32 C33 . 1.382(4) ?
C33 F33 . 1.343(3) ?
C33 C34 . 1.370(4) ?
C34 F34 . 1.349(3) ?
C34 C35 . 1.377(4) ?
C35 F35 . 1.345(3) ?
C35 C36 . 1.382(3) ?
C36 F36 . 1.348(3) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C5 Rh1 C4 . . 92.11(9) ?
C5 Rh1 B1 . . 91.35(9) ?
C4 Rh1 B1 . . 39.59(9) ?
C5 Rh1 Cl1 . . 170.31(7) ?
C4 Rh1 Cl1 . . 90.10(7) ?
B1 Rh1 Cl1 . . 96.35(7) ?
C5 Rh1 Cl2 . . 94.07(7) ?
C4 Rh1 Cl2 . . 169.82(6) ?
B1 Rh1 Cl2 . . 148.05(6) ?
Cl1 Rh1 Cl2 . . 82.488(19) ?
C5 Rh1 Rh2 . . 124.23(7) ?
C4 Rh1 Rh2 . . 122.50(6) ?
B1 Rh1 Rh2 . . 143.66(6) ?
Cl1 Rh1 Rh2 . . 47.491(13) ?
Cl2 Rh1 Rh2 . . 47.381(13) ?
C6 Rh2 C7 . . 90.67(11) ?
C6 Rh2 Cl2 . . 91.47(8) ?
C7 Rh2 Cl2 . . 176.30(9) ?
C6 Rh2 Cl1 . . 176.74(8) ?
C7 Rh2 Cl1 . . 92.01(9) ?
Cl2 Rh2 Cl1 . . 85.950(19) ?
C6 Rh2 Rh1 . . 129.62(8) ?
C7 Rh2 Rh1 . . 126.77(9) ?
Cl2 Rh2 Rh1 . . 49.729(13) ?
Cl1 Rh2 Rh1 . . 49.475(14) ?
Rh2 Cl1 Rh1 . . 83.034(18) ?
Rh2 Cl2 Rh1 . . 82.891(17) ?
C4 B1 C31 . . 118.7(2) ?
C4 B1 C1 . . 119.9(2) ?
C31 B1 C1 . . 117.51(18) ?
C4 B1 Rh1 . . 64.48(12) ?
C31 B1 Rh1 . . 104.76(14) ?
C1 B1 Rh1 . . 118.20(14) ?
C1 N1 C2 . . 110.66(18) ?
C1 N1 C11 . . 127.74(18) ?
C2 N1 C11 . . 120.29(18) ?
C1 N2 C3 . . 110.75(18) ?
C1 N2 C21 . . 128.66(18) ?
C3 N2 C21 . . 120.33(18) ?
N2 C1 N1 . . 104.46(18) ?
N2 C1 B1 . . 130.75(19) ?
N1 C1 B1 . . 124.79(18) ?
C3 C2 N1 . . 107.2(2) ?
C3 C2 H2 . . 126.4 ?
N1 C2 H2 . . 126.4 ?
C2 C3 N2 . . 106.92(19) ?
C2 C3 H3 . . 126.5 ?
N2 C3 H3 . . 126.5 ?
B1 C4 Rh1 . . 75.93(13) ?
B1 C4 H4A . . 115.8 ?
Rh1 C4 H4A . . 115.8 ?
B1 C4 H4B . . 115.8 ?
Rh1 C4 H4B . . 115.8 ?
H4A C4 H4B . . 112.8 ?
O1 C5 Rh1 . . 176.6(2) ?
O2 C6 Rh2 . . 178.9(2) ?
O3 C7 Rh2 . . 178.3(2) ?
C16 C11 C12 . . 122.9(2) ?
C16 C11 N1 . . 119.6(2) ?
C12 C11 N1 . . 117.3(2) ?
C13 C12 C11 . . 117.0(2) ?
C13 C12 C17 . . 120.7(2) ?
C11 C12 C17 . . 122.2(2) ?
C14 C13 C12 . . 122.1(2) ?
C14 C13 H13 . . 118.9 ?
C12 C13 H13 . . 118.9 ?
C13 C14 C15 . . 118.7(2) ?
C13 C14 C18 . . 121.5(3) ?
C15 C14 C18 . . 119.8(2) ?
C14 C15 C16 . . 122.1(2) ?
C14 C15 H15 . . 118.9 ?
C16 C15 H15 . . 118.9 ?
C15 C16 C11 . . 117.1(2) ?
C15 C16 C19 . . 119.8(2) ?
C11 C16 C19 . . 123.1(2) ?
C12 C17 H17A . . 109.5 ?
C12 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C12 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C14 C18 H18A . . 109.5 ?
C14 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C14 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C16 C19 H19A . . 109.5 ?
C16 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C16 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C26 C21 C22 . . 122.5(2) ?
C26 C21 N2 . . 119.95(19) ?
C22 C21 N2 . . 117.26(19) ?
C23 C22 C21 . . 117.3(2) ?
C23 C22 C27 . . 120.7(2) ?
C21 C22 C27 . . 122.0(2) ?
C22 C23 C24 . . 122.2(2) ?
C22 C23 H23 . . 118.9 ?
C24 C23 H23 . . 118.9 ?
C25 C24 C23 . . 118.1(2) ?
C25 C24 C28 . . 120.7(2) ?
C23 C24 C28 . . 121.2(2) ?
C24 C25 C26 . . 122.4(2) ?
C24 C25 H25 . . 118.8 ?
C26 C25 H25 . . 118.8 ?
C25 C26 C21 . . 117.4(2) ?
C25 C26 C29 . . 119.8(2) ?
C21 C26 C29 . . 122.8(2) ?
C22 C27 H27A . . 109.5 ?
C22 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C22 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C24 C28 H28A . . 109.5 ?
C24 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C24 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C26 C29 H29A . . 109.5 ?
C26 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
C26 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
C32 C31 C36 . . 114.1(2) ?
C32 C31 B1 . . 120.2(2) ?
C36 C31 B1 . . 125.4(2) ?
F32 C32 C33 . . 116.0(2) ?
F32 C32 C31 . . 120.0(2) ?
C33 C32 C31 . . 124.1(2) ?
F33 C33 C34 . . 119.6(2) ?
F33 C33 C32 . . 121.4(3) ?
C34 C33 C32 . . 119.0(2) ?
F34 C34 C33 . . 120.6(2) ?
F34 C34 C35 . . 119.4(3) ?
C33 C34 C35 . . 120.0(2) ?
F35 C35 C34 . . 119.8(2) ?
F35 C35 C36 . . 121.1(2) ?
C34 C35 C36 . . 119.0(2) ?
F36 C36 C35 . . 116.0(2) ?
F36 C36 C31 . . 120.2(2) ?
C35 C36 C31 . . 123.7(2) ?

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 N2 C1 N1 . . . . 0.3(2) ?
C21 N2 C1 N1 . . . . -173.77(19) ?
C3 N2 C1 B1 . . . . -179.1(2) ?
C21 N2 C1 B1 . . . . 6.9(4) ?
C2 N1 C1 N2 . . . . -0.1(2) ?
C11 N1 C1 N2 . . . . 166.7(2) ?
C2 N1 C1 B1 . . . . 179.3(2) ?
C11 N1 C1 B1 . . . . -13.9(3) ?
C4 B1 C1 N2 . . . . 152.6(2) ?
C31 B1 C1 N2 . . . . -49.8(3) ?
Rh1 B1 C1 N2 . . . . 77.4(3) ?
C4 B1 C1 N1 . . . . -26.6(3) ?
C31 B1 C1 N1 . . . . 131.0(2) ?
Rh1 B1 C1 N1 . . . . -101.8(2) ?
C1 N1 C2 C3 . . . . -0.1(3) ?
C11 N1 C2 C3 . . . . -168.0(2) ?
N1 C2 C3 N2 . . . . 0.2(3) ?
C1 N2 C3 C2 . . . . -0.3(3) ?
C21 N2 C3 C2 . . . . 174.29(19) ?
C31 B1 C4 Rh1 . . . . 93.46(19) ?
C1 B1 C4 Rh1 . . . . -109.25(19) ?
C1 N1 C11 C16 . . . . 108.3(3) ?
C2 N1 C11 C16 . . . . -86.0(3) ?
C1 N1 C11 C12 . . . . -76.2(3) ?
C2 N1 C11 C12 . . . . 89.5(3) ?
C16 C11 C12 C13 . . . . -2.3(4) ?
N1 C11 C12 C13 . . . . -177.7(2) ?
C16 C11 C12 C17 . . . . 175.5(2) ?
N1 C11 C12 C17 . . . . 0.2(3) ?
C11 C12 C13 C14 . . . . 1.1(4) ?
C17 C12 C13 C14 . . . . -176.8(3) ?
C12 C13 C14 C15 . . . . 0.4(4) ?
C12 C13 C14 C18 . . . . -179.9(3) ?
C13 C14 C15 C16 . . . . -0.9(4) ?
C18 C14 C15 C16 . . . . 179.5(3) ?
C14 C15 C16 C11 . . . . -0.3(4) ?
C14 C15 C16 C19 . . . . -178.6(2) ?
C12 C11 C16 C15 . . . . 1.9(3) ?
N1 C11 C16 C15 . . . . 177.2(2) ?
C12 C11 C16 C19 . . . . -179.8(2) ?
N1 C11 C16 C19 . . . . -4.6(3) ?
C1 N2 C21 C26 . . . . -100.8(3) ?
C3 N2 C21 C26 . . . . 85.7(3) ?
C1 N2 C21 C22 . . . . 85.0(3) ?
C3 N2 C21 C22 . . . . -88.5(2) ?
C26 C21 C22 C23 . . . . 3.1(3) ?
N2 C21 C22 C23 . . . . 177.08(19) ?
C26 C21 C22 C27 . . . . -176.0(2) ?
N2 C21 C22 C27 . . . . -2.0(3) ?
C21 C22 C23 C24 . . . . -0.8(3) ?
C27 C22 C23 C24 . . . . 178.3(2) ?
C22 C23 C24 C25 . . . . -1.8(4) ?
C22 C23 C24 C28 . . . . 179.9(2) ?
C23 C24 C25 C26 . . . . 2.3(4) ?
C28 C24 C25 C26 . . . . -179.4(2) ?
C24 C25 C26 C21 . . . . -0.2(3) ?
C24 C25 C26 C29 . . . . 178.2(2) ?
C22 C21 C26 C25 . . . . -2.6(3) ?
N2 C21 C26 C25 . . . . -176.5(2) ?
C22 C21 C26 C29 . . . . 179.0(2) ?
N2 C21 C26 C29 . . . . 5.2(3) ?
C4 B1 C31 C32 . . . . 54.5(3) ?
C1 B1 C31 C32 . . . . -103.4(2) ?
Rh1 B1 C31 C32 . . . . 123.1(2) ?
C4 B1 C31 C36 . . . . -118.8(2) ?
C1 B1 C31 C36 . . . . 83.3(3) ?
Rh1 B1 C31 C36 . . . . -50.2(3) ?
C36 C31 C32 F32 . . . . 178.8(2) ?
B1 C31 C32 F32 . . . . 4.7(3) ?
C36 C31 C32 C33 . . . . -0.5(4) ?
B1 C31 C32 C33 . . . . -174.5(2) ?
F32 C32 C33 F33 . . . . -0.3(4) ?
C31 C32 C33 F33 . . . . 179.0(2) ?
F32 C32 C33 C34 . . . . -179.5(2) ?
C31 C32 C33 C34 . . . . -0.2(4) ?
F33 C33 C34 F34 . . . . 0.2(4) ?
C32 C33 C34 F34 . . . . 179.3(2) ?
F33 C33 C34 C35 . . . . -179.8(2) ?
C32 C33 C34 C35 . . . . -0.6(4) ?
F34 C34 C35 F35 . . . . 1.4(3) ?
C33 C34 C35 F35 . . . . -178.7(2) ?
F34 C34 C35 C36 . . . . -177.9(2) ?
C33 C34 C35 C36 . . . . 2.0(4) ?
F35 C35 C36 F36 . . . . -4.7(3) ?
C34 C35 C36 F36 . . . . 174.7(2) ?
F35 C35 C36 C31 . . . . 177.9(2) ?
C34 C35 C36 C31 . . . . -2.8(4) ?
C32 C31 C36 F36 . . . . -175.39(19) ?
B1 C31 C36 F36 . . . . -1.7(3) ?
C32 C31 C36 C35 . . . . 2.0(3) ?
B1 C31 C36 C35 . . . . 175.7(2) ?



#=============================================================================
#  end of cif data for "erk10056" (compound 23a)
#=============================================================================
#=============================================================================
#  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_22a_erk10147
_database_code_depnum_ccdc_archive 'CCDC 2108155'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut WWU University of Muenster
Germany
;
_audit_update_record             
;
2022-03-04 deposited with the CCDC.	2022-04-18 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2019.11-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H26 Au B Cl F5 N2'
_chemical_formula_iupac          ?
_chemical_formula_weight         728.73

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   23.8839(7)
_cell_length_b                   8.1547(2)
_cell_length_c                   14.4589(4)
_cell_angle_alpha                90
_cell_angle_beta                 105.8530(10)
_cell_angle_gamma                90
_cell_volume                     2708.99(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1198
_cell_measurement_theta_min      7.7398
_cell_measurement_theta_max      58.3700
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.174
_exptl_crystal_size_mid          0.055
_exptl_crystal_size_min          0.046
_exptl_crystal_density_diffrn    1.787
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1416

_exptl_absorpt_coefficient_mu    11.599
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;

SADABS-2016/2 - Bruker AXS area detector scaling and absorption
correction. Reference: Krause, L., Herbst-Irmer, R., Sheldrick G.M.
& Stalke D., J. Appl. Cryst. 48 (2015) 3-10.
;
_exptl_absorpt_correction_T_min  0.42
_exptl_absorpt_correction_T_max  0.62

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   CuK\a
_diffrn_source_type              'micro focus tube'
_diffrn_source_power             0.05
_diffrn_source_current           1.0
_diffrn_source_voltage           50

_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device       'Bruker D8 Venture Photon III Diffractometer'
_diffrn_measurement_device_type  'single crystal'
_diffrn_measurement_method       'phi/omega scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            55159
_diffrn_reflns_av_R_equivalents  0.0525
_diffrn_reflns_av_unetI/netI     0.0235
_diffrn_reflns_theta_min         1.92
_diffrn_reflns_theta_max         68.33
_diffrn_reflns_theta_full        67.68
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16

_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 C6F5 group is disordered over two positions. Several restraints
(SADI, SAME, ISOR and SIMU) were used in order to improve refinement
stability.

The hydrogens at C4 atom were refined freely, but with C-H 
distance restraints (U-fixed value).
;

_reflns_number_total             4925
_reflns_number_gt                4613
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0219
_refine_ls_R_factor_gt           0.0199
_refine_ls_wR_factor_gt          0.0472
_refine_ls_wR_factor_ref         0.0481
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.018
_refine_ls_number_reflns         4925
_refine_ls_number_parameters     455
_refine_ls_number_restraints     314
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0227P)²+3.6814P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.625
_refine_diff_density_min         -0.857
_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'
Au Au -4.4197 7.2980 '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'
Cl Cl 0.3639 0.7018 '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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX3 v2019.11-0 Photon III'
_computing_cell_refinement       'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 994)'
_computing_publication_material  'Bruker SHELXTL'

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
Au Au1 0.65898(2) 0.57307(2) 0.28784(2) 0.01496(5) Uani d . . . 1.0 . .
Cl Cl1 0.61564(3) 0.37695(9) 0.17730(5) 0.02354(15) Uani d . . . 1.0 . .
N N1 0.76514(10) 0.5846(3) 0.60214(17) 0.0161(5) Uani d . . . 1.0 . .
N N2 0.67553(10) 0.5164(3) 0.54006(16) 0.0162(5) Uani d . . . 1.0 . .
C C1 0.72146(12) 0.5898(3) 0.5187(2) 0.0148(6) Uani d . . . 1.0 . .
C C2 0.74652(13) 0.5068(4) 0.6735(2) 0.0196(6) Uani d . . . 1.0 . .
H H2 0.768905 0.487314 0.737794 0.024 Uiso calc U . R 1.0 . .
C C3 0.69050(13) 0.4639(4) 0.6344(2) 0.0205(6) Uani d . . . 1.0 . .
H H3 0.665964 0.408009 0.665775 0.025 Uiso calc U . R 1.0 . .
C C4 0.68502(13) 0.7922(4) 0.3675(2) 0.0174(6) Uani d . . . 1.0 . .
H H4A 0.6937(15) 0.863(5) 0.323(3) 0.026 Uiso d U . . 1.0 . .
H H4B 0.6515(16) 0.824(4) 0.389(2) 0.026 Uiso d U . . 1.0 . .
C C11 0.82059(12) 0.6672(3) 0.61810(19) 0.0152(6) Uani d . . . 1.0 . .
C C12 0.87035(13) 0.5735(4) 0.6260(2) 0.0187(6) Uani d . . . 1.0 . .
C C13 0.92266(12) 0.6578(4) 0.6351(2) 0.0219(6) Uani d . . . 1.0 . .
H H13 0.957203 0.596897 0.639566 0.026 Uiso calc U . R 1.0 . .
C C14 0.92545(13) 0.8278(4) 0.6380(2) 0.0224(6) Uani d . . . 1.0 . .
C C15 0.87483(13) 0.9153(4) 0.6341(2) 0.0206(6) Uani d . . . 1.0 . .
H H15 0.876673 1.031512 0.637958 0.025 Uiso calc U . R 1.0 . .
C C16 0.82141(12) 0.8379(4) 0.62465(19) 0.0174(6) Uani d . . . 1.0 . .
C C17 0.86927(14) 0.3885(4) 0.6250(2) 0.0263(7) Uani d . . . 1.0 . .
H H17A 0.868542 0.348016 0.688515 0.04 Uiso calc U . R 1.0 . .
H H17B 0.904094 0.347079 0.60938 0.04 Uiso calc U . R 1.0 . .
H H17C 0.834455 0.350329 0.57662 0.04 Uiso calc U . R 1.0 . .
C C18 0.98168(15) 0.9147(5) 0.6431(3) 0.0355(8) Uani d . . . 1.0 . .
H H18A 1.014158 0.851706 0.683664 0.053 Uiso calc U . R 1.0 . .
H H18B 0.980904 1.0241 0.670814 0.053 Uiso calc U . R 1.0 . .
H H18C 0.986672 0.924971 0.578334 0.053 Uiso calc U . R 1.0 . .
C C19 0.76744(13) 0.9371(4) 0.6205(2) 0.0227(6) Uani d . . . 1.0 . .
H H19A 0.778628 1.048481 0.643653 0.034 Uiso calc U . R 1.0 . .
H H19B 0.745651 0.885399 0.661095 0.034 Uiso calc U . R 1.0 . .
H H19C 0.743005 0.941712 0.553957 0.034 Uiso calc U . R 1.0 . .
C C21 0.61757(12) 0.4935(4) 0.47536(19) 0.0151(5) Uani d . . . 1.0 . .
C C22 0.60526(12) 0.3435(4) 0.42817(19) 0.0168(6) Uani d . . . 1.0 . .
C C23 0.54997(13) 0.3226(4) 0.3667(2) 0.0195(6) Uani d . . . 1.0 . .
H H23 0.540128 0.220715 0.334511 0.023 Uiso calc U . R 1.0 . .
C C24 0.50839(13) 0.4472(4) 0.3508(2) 0.0194(6) Uani d . . . 1.0 . .
C C25 0.52182(12) 0.5922(4) 0.4013(2) 0.0190(6) Uani d . . . 1.0 . .
H H25 0.493183 0.675962 0.392004 0.023 Uiso calc U . R 1.0 . .
C C26 0.57669(12) 0.6191(4) 0.4661(2) 0.0176(6) Uani d . . . 1.0 . .
C C27 0.65049(13) 0.2099(4) 0.4421(2) 0.0228(6) Uani d . . . 1.0 . .
H H27A 0.656702 0.161689 0.506158 0.034 Uiso calc U . R 1.0 . .
H H27B 0.687135 0.256373 0.435865 0.034 Uiso calc U . R 1.0 . .
H H27C 0.637026 0.124794 0.393165 0.034 Uiso calc U . R 1.0 . .
C C28 0.45047(14) 0.4232(4) 0.2779(2) 0.0276(7) Uani d . . . 1.0 . .
H H28A 0.424585 0.514539 0.281934 0.041 Uiso calc U . R 1.0 . .
H H28B 0.433065 0.319972 0.290971 0.041 Uiso calc U . R 1.0 . .
H H28C 0.456059 0.419477 0.213222 0.041 Uiso calc U . R 1.0 . .
C C29 0.58852(13) 0.7773(4) 0.5214(2) 0.0245(6) Uani d . . . 1.0 . .
H H29A 0.584752 0.869157 0.47645 0.037 Uiso calc U . R 1.0 . .
H H29B 0.628064 0.775273 0.564624 0.037 Uiso calc U . R 1.0 . .
H H29C 0.560441 0.790458 0.559223 0.037 Uiso calc U . R 1.0 . .
B B1 0.72729(13) 0.6699(4) 0.4203(2) 0.0147(6) Uani d U . D 1.0 . .
C C31 0.7906(6) 0.6579(15) 0.4012(19) 0.015(3) Uani d U P D 0.57(3) A 1
C C32 0.8158(5) 0.5095(16) 0.3892(14) 0.026(3) Uani d U P D 0.57(3) A 1
F F32 0.7852(7) 0.3680(18) 0.3883(16) 0.025(2) Uani d U P D 0.57(3) A 1
C C33 0.8709(4) 0.4927(17) 0.3765(10) 0.021(2) Uani d U P D 0.57(3) A 1
F F33 0.8917(5) 0.3425(16) 0.3638(11) 0.035(2) Uani d U P D 0.57(3) A 1
C C34 0.9029(4) 0.6329(19) 0.3762(8) 0.020(2) Uani d U P D 0.57(3) A 1
F F34 0.9572(4) 0.6170(18) 0.3656(10) 0.038(2) Uani d U P D 0.57(3) A 1
C C35 0.8802(4) 0.7827(17) 0.3867(9) 0.019(2) Uani d U P D 0.57(3) A 1
F F35 0.9120(6) 0.9178(16) 0.3848(12) 0.034(2) Uani d U P D 0.57(3) A 1
C C36 0.8249(4) 0.7927(16) 0.3987(10) 0.009(2) Uani d U P D 0.57(3) A 1
F F36 0.8052(7) 0.9453(16) 0.4097(13) 0.0169(18) Uani d U P D 0.57(3) A 1
C C31A 0.7895(7) 0.6329(17) 0.401(3) 0.014(4) Uani d U P D 0.43(3) A 2
C C32A 0.8106(6) 0.4791(18) 0.3905(14) 0.009(3) Uani d U P D 0.43(3) A 2
F F32A 0.7782(10) 0.345(2) 0.398(2) 0.024(3) Uani d U P D 0.43(3) A 2
C C33A 0.8646(6) 0.4496(19) 0.3766(13) 0.018(3) Uani d U P D 0.43(3) A 2
F F33A 0.8839(8) 0.2970(19) 0.3699(15) 0.038(3) Uani d U P D 0.43(3) A 2
C C34A 0.9003(5) 0.578(2) 0.3736(10) 0.018(3) Uani d U P D 0.43(3) A 2
F F34A 0.9547(5) 0.559(2) 0.3638(13) 0.038(3) Uani d U P D 0.43(3) A 2
C C35A 0.8821(5) 0.736(2) 0.3802(12) 0.017(3) Uani d U P D 0.43(3) A 2
F F35A 0.9157(7) 0.868(2) 0.3797(15) 0.034(3) Uani d U P D 0.43(3) A 2
C C36A 0.8272(6) 0.757(2) 0.3936(17) 0.021(4) Uani d U P D 0.43(3) A 2
F F36A 0.8119(9) 0.916(2) 0.4022(19) 0.022(3) Uani d U P D 0.43(3) A 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
Au1 C4 . 2.125(3) ?
Au1 B1 . 2.291(3) ?
Au1 Cl1 . 2.2978(7) ?
N1 C1 . 1.363(4) ?
N1 C2 . 1.385(4) ?
N1 C11 . 1.447(4) ?
N2 C1 . 1.357(4) ?
N2 C3 . 1.380(4) ?
N2 C21 . 1.456(3) ?
C1 B1 . 1.605(4) ?
C2 C3 . 1.349(4) ?
C2 H2 . 0.95 ?
C3 H3 . 0.95 ?
C4 B1 . 1.476(4) ?
C4 H4A . 0.93(4) ?
C4 H4B . 0.97(4) ?
C11 C12 . 1.391(4) ?
C11 C16 . 1.395(4) ?
C12 C13 . 1.400(4) ?
C12 C17 . 1.509(4) ?
C13 C14 . 1.388(5) ?
C13 H13 . 0.95 ?
C14 C15 . 1.392(4) ?
C14 C18 . 1.502(4) ?
C15 C16 . 1.396(4) ?
C15 H15 . 0.95 ?
C16 C19 . 1.509(4) ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C21 C22 . 1.392(4) ?
C21 C26 . 1.396(4) ?
C22 C23 . 1.386(4) ?
C22 C27 . 1.509(4) ?
C23 C24 . 1.395(4) ?
C23 H23 . 0.95 ?
C24 C25 . 1.381(4) ?
C24 C28 . 1.506(4) ?
C25 C26 . 1.404(4) ?
C25 H25 . 0.95 ?
C26 C29 . 1.503(4) ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
C29 H29A . 0.98 ?
C29 H29B . 0.98 ?
C29 H29C . 0.98 ?
B1 C31 . 1.613(8) ?
B1 C31A . 1.614(10) ?
C31 C36 . 1.377(10) ?
C31 C32 . 1.384(10) ?
C32 F32 . 1.365(10) ?
C32 C33 . 1.383(10) ?
C33 F33 . 1.354(9) ?
C33 C34 . 1.376(10) ?
C34 F34 . 1.353(9) ?
C34 C35 . 1.362(9) ?
C35 F35 . 1.343(9) ?
C35 C36 . 1.381(9) ?
C36 F36 . 1.355(10) ?
C31A C32A . 1.375(11) ?
C31A C36A . 1.377(12) ?
C32A F32A . 1.363(11) ?
C32A C33A . 1.379(10) ?
C33A F33A . 1.340(11) ?
C33A C34A . 1.360(11) ?
C34A F34A . 1.355(10) ?
C34A C35A . 1.370(10) ?
C35A F35A . 1.345(11) ?
C35A C36A . 1.387(11) ?
C36A F36A . 1.360(11) ?

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
C4 Au1 B1 . . 38.82(11) ?
C4 Au1 Cl1 . . 166.37(8) ?
B1 Au1 Cl1 . . 154.71(8) ?
C1 N1 C2 . . 110.5(2) ?
C1 N1 C11 . . 124.9(2) ?
C2 N1 C11 . . 124.1(2) ?
C1 N2 C3 . . 110.7(2) ?
C1 N2 C21 . . 126.6(2) ?
C3 N2 C21 . . 122.6(2) ?
N2 C1 N1 . . 104.8(2) ?
N2 C1 B1 . . 130.7(2) ?
N1 C1 B1 . . 124.5(2) ?
C3 C2 N1 . . 106.8(2) ?
C3 C2 H2 . . 126.6 ?
N1 C2 H2 . . 126.6 ?
C2 C3 N2 . . 107.1(2) ?
C2 C3 H3 . . 126.5 ?
N2 C3 H3 . . 126.5 ?
B1 C4 Au1 . . 76.68(17) ?
B1 C4 H4A . . 122.(2) ?
Au1 C4 H4A . . 104.(2) ?
B1 C4 H4B . . 122.(2) ?
Au1 C4 H4B . . 104.(2) ?
H4A C4 H4B . . 114.(3) ?
C12 C11 C16 . . 123.1(3) ?
C12 C11 N1 . . 118.8(2) ?
C16 C11 N1 . . 118.1(2) ?
C11 C12 C13 . . 117.3(3) ?
C11 C12 C17 . . 122.4(3) ?
C13 C12 C17 . . 120.3(3) ?
C14 C13 C12 . . 121.8(3) ?
C14 C13 H13 . . 119.1 ?
C12 C13 H13 . . 119.1 ?
C13 C14 C15 . . 118.5(3) ?
C13 C14 C18 . . 120.5(3) ?
C15 C14 C18 . . 121.0(3) ?
C14 C15 C16 . . 122.2(3) ?
C14 C15 H15 . . 118.9 ?
C16 C15 H15 . . 118.9 ?
C11 C16 C15 . . 117.0(3) ?
C11 C16 C19 . . 122.4(3) ?
C15 C16 C19 . . 120.6(3) ?
C12 C17 H17A . . 109.5 ?
C12 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C12 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C14 C18 H18A . . 109.5 ?
C14 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C14 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C16 C19 H19A . . 109.5 ?
C16 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C16 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C22 C21 C26 . . 123.3(3) ?
C22 C21 N2 . . 117.7(2) ?
C26 C21 N2 . . 119.0(2) ?
C23 C22 C21 . . 117.3(3) ?
C23 C22 C27 . . 121.2(3) ?
C21 C22 C27 . . 121.4(3) ?
C22 C23 C24 . . 121.8(3) ?
C22 C23 H23 . . 119.1 ?
C24 C23 H23 . . 119.1 ?
C25 C24 C23 . . 119.0(3) ?
C25 C24 C28 . . 121.2(3) ?
C23 C24 C28 . . 119.8(3) ?
C24 C25 C26 . . 121.8(3) ?
C24 C25 H25 . . 119.1 ?
C26 C25 H25 . . 119.1 ?
C21 C26 C25 . . 116.7(3) ?
C21 C26 C29 . . 123.6(3) ?
C25 C26 C29 . . 119.6(3) ?
C22 C27 H27A . . 109.5 ?
C22 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C22 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C24 C28 H28A . . 109.5 ?
C24 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C24 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C26 C29 H29A . . 109.5 ?
C26 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
C26 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
C4 B1 C1 . . 121.4(3) ?
C4 B1 C31 . . 119.5(8) ?
C1 B1 C31 . . 116.1(9) ?
C4 B1 C31A . . 124.7(10) ?
C1 B1 C31A . . 112.6(12) ?
C4 B1 Au1 . . 64.50(15) ?
C1 B1 Au1 . . 112.73(18) ?
C31 B1 Au1 . . 108.8(9) ?
C31A B1 Au1 . . 105.7(11) ?
C36 C31 C32 . . 114.4(8) ?
C36 C31 B1 . . 123.2(7) ?
C32 C31 B1 . . 122.4(8) ?
F32 C32 C33 . . 116.2(10) ?
F32 C32 C31 . . 119.3(10) ?
C33 C32 C31 . . 124.4(9) ?
F33 C33 C34 . . 121.7(8) ?
F33 C33 C32 . . 120.4(9) ?
C34 C33 C32 . . 117.9(8) ?
F34 C34 C35 . . 121.4(8) ?
F34 C34 C33 . . 118.2(8) ?
C35 C34 C33 . . 120.4(7) ?
F35 C35 C34 . . 119.3(8) ?
F35 C35 C36 . . 121.3(9) ?
C34 C35 C36 . . 119.4(8) ?
F36 C36 C31 . . 120.2(9) ?
F36 C36 C35 . . 116.3(9) ?
C31 C36 C35 . . 123.5(9) ?
C32A C31A C36A . . 113.2(10) ?
C32A C31A B1 . . 124.9(9) ?
C36A C31A B1 . . 121.9(9) ?
F32A C32A C31A . . 119.5(12) ?
F32A C32A C33A . . 116.3(12) ?
C31A C32A C33A . . 124.1(11) ?
F33A C33A C34A . . 118.8(10) ?
F33A C33A C32A . . 121.8(11) ?
C34A C33A C32A . . 119.3(10) ?
F34A C34A C33A . . 122.8(10) ?
F34A C34A C35A . . 116.7(10) ?
C33A C34A C35A . . 120.6(9) ?
F35A C35A C34A . . 123.5(10) ?
F35A C35A C36A . . 119.3(11) ?
C34A C35A C36A . . 117.1(9) ?
F36A C36A C31A . . 119.7(12) ?
F36A C36A C35A . . 114.6(12) ?
C31A C36A C35A . . 125.7(10) ?

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 N2 C1 N1 . . . . -1.0(3) ?
C21 N2 C1 N1 . . . . 178.8(2) ?
C3 N2 C1 B1 . . . . 179.5(3) ?
C21 N2 C1 B1 . . . . -0.7(5) ?
C2 N1 C1 N2 . . . . 0.9(3) ?
C11 N1 C1 N2 . . . . -171.5(2) ?
C2 N1 C1 B1 . . . . -179.6(3) ?
C11 N1 C1 B1 . . . . 8.0(4) ?
C1 N1 C2 C3 . . . . -0.4(3) ?
C11 N1 C2 C3 . . . . 172.1(3) ?
N1 C2 C3 N2 . . . . -0.3(3) ?
C1 N2 C3 C2 . . . . 0.8(3) ?
C21 N2 C3 C2 . . . . -179.0(3) ?
C1 N1 C11 C12 . . . . -109.9(3) ?
C2 N1 C11 C12 . . . . 78.8(4) ?
C1 N1 C11 C16 . . . . 70.0(4) ?
C2 N1 C11 C16 . . . . -101.4(3) ?
C16 C11 C12 C13 . . . . -3.9(4) ?
N1 C11 C12 C13 . . . . 176.0(2) ?
C16 C11 C12 C17 . . . . 176.0(3) ?
N1 C11 C12 C17 . . . . -4.1(4) ?
C11 C12 C13 C14 . . . . 1.1(4) ?
C17 C12 C13 C14 . . . . -178.8(3) ?
C12 C13 C14 C15 . . . . 1.7(5) ?
C12 C13 C14 C18 . . . . -177.1(3) ?
C13 C14 C15 C16 . . . . -1.9(5) ?
C18 C14 C15 C16 . . . . 176.9(3) ?
C12 C11 C16 C15 . . . . 3.7(4) ?
N1 C11 C16 C15 . . . . -176.1(2) ?
C12 C11 C16 C19 . . . . -177.1(3) ?
N1 C11 C16 C19 . . . . 3.0(4) ?
C14 C15 C16 C11 . . . . -0.7(4) ?
C14 C15 C16 C19 . . . . -179.9(3) ?
C1 N2 C21 C22 . . . . 96.0(3) ?
C3 N2 C21 C22 . . . . -84.2(3) ?
C1 N2 C21 C26 . . . . -86.2(3) ?
C3 N2 C21 C26 . . . . 93.6(3) ?
C26 C21 C22 C23 . . . . 2.3(4) ?
N2 C21 C22 C23 . . . . 180.0(2) ?
C26 C21 C22 C27 . . . . -178.7(3) ?
N2 C21 C22 C27 . . . . -1.0(4) ?
C21 C22 C23 C24 . . . . 1.2(4) ?
C27 C22 C23 C24 . . . . -177.8(3) ?
C22 C23 C24 C25 . . . . -3.2(4) ?
C22 C23 C24 C28 . . . . 175.5(3) ?
C23 C24 C25 C26 . . . . 1.8(4) ?
C28 C24 C25 C26 . . . . -176.9(3) ?
C22 C21 C26 C25 . . . . -3.6(4) ?
N2 C21 C26 C25 . . . . 178.7(2) ?
C22 C21 C26 C29 . . . . 176.1(3) ?
N2 C21 C26 C29 . . . . -1.6(4) ?
C24 C25 C26 C21 . . . . 1.4(4) ?
C24 C25 C26 C29 . . . . -178.3(3) ?
Au1 C4 B1 C1 . . . . -102.1(2) ?
Au1 C4 B1 C31 . . . . 98.1(9) ?
Au1 C4 B1 C31A . . . . 91.9(11) ?
N2 C1 B1 C4 . . . . 51.2(4) ?
N1 C1 B1 C4 . . . . -128.1(3) ?
N2 C1 B1 C31 . . . . -148.4(7) ?
N1 C1 B1 C31 . . . . 32.3(7) ?
N2 C1 B1 C31A . . . . -141.3(8) ?
N1 C1 B1 C31A . . . . 39.4(9) ?
N2 C1 B1 Au1 . . . . -21.9(4) ?
N1 C1 B1 Au1 . . . . 158.8(2) ?
C4 B1 C31 C36 . . . . 47.(2) ?
C1 B1 C31 C36 . . . . -113.8(19) ?
Au1 B1 C31 C36 . . . . 117.8(19) ?
C4 B1 C31 C32 . . . . -135.3(18) ?
C1 B1 C31 C32 . . . . 64.(2) ?
Au1 B1 C31 C32 . . . . -65.(2) ?
C36 C31 C32 F32 . . . . -178.5(19) ?
B1 C31 C32 F32 . . . . 4.(3) ?
C36 C31 C32 C33 . . . . 1.(3) ?
B1 C31 C32 C33 . . . . -177.3(16) ?
F32 C32 C33 F33 . . . . 0.(3) ?
C31 C32 C33 F33 . . . . -179.(2) ?
F32 C32 C33 C34 . . . . 179.5(16) ?
C31 C32 C33 C34 . . . . 0.(3) ?
F33 C33 C34 F34 . . . . -2.(2) ?
C32 C33 C34 F34 . . . . 178.8(14) ?
F33 C33 C34 C35 . . . . 178.3(13) ?
C32 C33 C34 C35 . . . . -1.(2) ?
F34 C34 C35 F35 . . . . 1.(2) ?
C33 C34 C35 F35 . . . . -179.0(13) ?
F34 C34 C35 C36 . . . . -179.2(12) ?
C33 C34 C35 C36 . . . . 0.7(19) ?
C32 C31 C36 F36 . . . . -179.9(18) ?
B1 C31 C36 F36 . . . . -2.(3) ?
C32 C31 C36 C35 . . . . -1.(3) ?
B1 C31 C36 C35 . . . . 176.9(15) ?
F35 C35 C36 F36 . . . . -1.(2) ?
C34 C35 C36 F36 . . . . 179.3(14) ?
F35 C35 C36 C31 . . . . -180.0(18) ?
C34 C35 C36 C31 . . . . 0.(2) ?
C4 B1 C31A C32A . . . . -132.(2) ?
C1 B1 C31A C32A . . . . 61.(3) ?
Au1 B1 C31A C32A . . . . -63.(3) ?
C4 B1 C31A C36A . . . . 48.(3) ?
C1 B1 C31A C36A . . . . -119.(3) ?
Au1 B1 C31A C36A . . . . 117.(3) ?
C36A C31A C32A F32A . . . . 179.(2) ?
B1 C31A C32A F32A . . . . -1.(4) ?
C36A C31A C32A C33A . . . . 2.(4) ?
B1 C31A C32A C33A . . . . -178.(2) ?
F32A C32A C33A F33A . . . . 1.(3) ?
C31A C32A C33A F33A . . . . 178.(2) ?
F32A C32A C33A C34A . . . . -177.(2) ?
C31A C32A C33A C34A . . . . 1.(3) ?
F33A C33A C34A F34A . . . . 0.(3) ?
C32A C33A C34A F34A . . . . 177.4(17) ?
F33A C33A C34A C35A . . . . 180.0(17) ?
C32A C33A C34A C35A . . . . -3.(3) ?
F34A C34A C35A F35A . . . . -2.(3) ?
C33A C34A C35A F35A . . . . 178.6(18) ?
F34A C34A C35A C36A . . . . -177.9(17) ?
C33A C34A C35A C36A . . . . 2.(3) ?
C32A C31A C36A F36A . . . . 180.(2) ?
B1 C31A C36A F36A . . . . 0.(4) ?
C32A C31A C36A C35A . . . . -2.(4) ?
B1 C31A C36A C35A . . . . 178.(2) ?
F35A C35A C36A F36A . . . . 2.(3) ?
C34A C35A C36A F36A . . . . 178.3(19) ?
F35A C35A C36A C31A . . . . -176.(3) ?
C34A C35A C36A C31A . . . . 0.(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_17b_erk10141
_database_code_depnum_ccdc_archive 'CCDC 2108153'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut WWU University of Muenster
Germany
;
_audit_update_record             
;
2022-03-04 deposited with the CCDC.	2022-04-18 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2019.11-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H30 B2 F16 N2'
_chemical_formula_iupac          ?
_chemical_formula_weight         888.30

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   16.1044(3)
_cell_length_b                   17.0992(3)
_cell_length_c                   27.5040(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     7573.8(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9375
_cell_measurement_theta_min      3.2136
_cell_measurement_theta_max      68.2468
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.154
_exptl_crystal_size_mid          0.121
_exptl_crystal_size_min          0.081
_exptl_crystal_density_diffrn    1.558
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3600

_exptl_absorpt_coefficient_mu    1.288
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;

SADABS-2016/2 - Bruker AXS area detector scaling and absorption
correction. Reference: Krause, L., Herbst-Irmer, R., Sheldrick G.M.
& Stalke D., J. Appl. Cryst. 48 (2015) 3-10.
;
_exptl_absorpt_correction_T_min  0.83
_exptl_absorpt_correction_T_max  0.90

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   CuK\a
_diffrn_source_type              'micro focus tube'
_diffrn_source_power             0.05
_diffrn_source_current           1.0
_diffrn_source_voltage           50

_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device       'Bruker D8 Venture Photon III Diffractometer'
_diffrn_measurement_device_type  'single crystal'
_diffrn_measurement_method       'phi/omega scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            88498
_diffrn_reflns_av_R_equivalents  0.0726
_diffrn_reflns_av_unetI/netI     0.0261
_diffrn_reflns_theta_min         3.21
_diffrn_reflns_theta_max         68.28
_diffrn_reflns_theta_full        67.68
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33

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

The bridging hydrogen between B1 and B2 atoms was refined freely.
;

_reflns_number_total             6927
_reflns_number_gt                5759
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0453
_refine_ls_R_factor_gt           0.0340
_refine_ls_wR_factor_gt          0.0774
_refine_ls_wR_factor_ref         0.0841
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_restrained_S_all      1.013
_refine_ls_number_reflns         6927
_refine_ls_number_parameters     626
_refine_ls_number_restraints     124
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0331P)²+5.2625P] 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         0.230
_refine_diff_density_min         -0.224
_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'
F F 0.0727 0.0534 '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'

_computing_data_collection       'Bruker APEX3 v2019.11-0 Photon III'
_computing_cell_refinement       'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 994)'
_computing_publication_material  'Bruker SHELXTL'

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 0.58817(11) 0.68807(10) 0.35522(6) 0.0170(4) Uani d . . . 1.0 . .
H H1 0.6020(11) 0.6107(11) 0.3690(7) 0.023(5) Uiso d . . . 1.0 . .
B B2 0.67681(11) 0.60907(11) 0.35005(6) 0.0173(4) Uani d . . . 1.0 . .
N N1 0.48769(8) 0.67907(8) 0.27669(5) 0.0163(3) Uani d . . . 1.0 . .
N N2 0.42412(8) 0.69115(8) 0.34501(5) 0.0165(3) Uani d . . . 1.0 . .
C C1 0.50110(10) 0.68222(9) 0.32555(6) 0.0156(3) Uani d . . . 1.0 . .
C C2 0.40409(10) 0.68653(10) 0.26656(6) 0.0205(3) Uani d . . . 1.0 . .
H H2 0.379291 0.686489 0.235225 0.025 Uiso calc U . R 1.0 . .
C C3 0.36443(10) 0.69386(10) 0.30919(6) 0.0209(3) Uani d . . . 1.0 . .
H H3 0.306305 0.699777 0.313793 0.025 Uiso calc U . R 1.0 . .
C C4 0.67259(10) 0.69457(9) 0.32656(6) 0.0175(3) Uani d . . . 1.0 . .
H H4A 0.712954 0.733007 0.339451 0.021 Uiso calc U . R 1.0 . .
H H4B 0.667857 0.696387 0.290694 0.021 Uiso calc U . R 1.0 . .
C C11 0.54299(10) 0.65752(10) 0.23686(5) 0.0178(3) Uani d . . . 1.0 . .
C C12 0.58250(10) 0.71550(10) 0.20990(6) 0.0208(3) Uani d . . . 1.0 . .
C C13 0.62917(10) 0.69122(11) 0.16969(6) 0.0247(4) Uani d . . . 1.0 . .
H H13 0.658137 0.729319 0.151136 0.03 Uiso calc U . R 1.0 . .
C C14 0.63440(10) 0.61330(12) 0.15613(6) 0.0255(4) Uani d . . . 1.0 . .
C C15 0.59067(10) 0.55803(11) 0.18293(6) 0.0236(4) Uani d . . . 1.0 . .
H H15 0.593013 0.504683 0.17338 0.028 Uiso calc U . R 1.0 . .
C C16 0.54354(10) 0.57867(10) 0.22339(6) 0.0199(3) Uani d . . . 1.0 . .
C C17 0.57524(11) 0.80095(10) 0.22211(6) 0.0268(4) Uani d . . . 1.0 . .
H H17A 0.517797 0.812923 0.231203 0.04 Uiso calc U . R 1.0 . .
H H17B 0.590986 0.832289 0.193731 0.04 Uiso calc U . R 1.0 . .
H H17C 0.612219 0.813332 0.249338 0.04 Uiso calc U . R 1.0 . .
C C18 0.68486(12) 0.58833(14) 0.11244(7) 0.0363(5) Uani d . . . 1.0 . .
H H18A 0.730214 0.554109 0.123011 0.055 Uiso calc U . R 1.0 . .
H H18B 0.707951 0.634653 0.096399 0.055 Uiso calc U . R 1.0 . .
H H18C 0.649112 0.560031 0.089591 0.055 Uiso calc U . R 1.0 . .
C C19 0.49174(11) 0.51833(10) 0.24925(7) 0.0245(4) Uani d . . . 1.0 . .
H H19A 0.497903 0.524819 0.28447 0.037 Uiso calc U . R 1.0 . .
H H19B 0.510315 0.465888 0.239856 0.037 Uiso calc U . R 1.0 . .
H H19C 0.433279 0.525005 0.240269 0.037 Uiso calc U . R 1.0 . .
C C21 0.39971(9) 0.69158(9) 0.39585(6) 0.0164(3) Uani d . . . 1.0 . .
C C22 0.37055(10) 0.76061(10) 0.41657(6) 0.0196(3) Uani d . . . 1.0 . .
C C23 0.34335(10) 0.75715(10) 0.46464(6) 0.0226(4) Uani d . . . 1.0 . .
H H23 0.323304 0.803529 0.479603 0.027 Uiso calc U . R 1.0 . .
C C24 0.34451(10) 0.68837(11) 0.49140(6) 0.0232(4) Uani d . . . 1.0 . .
C C25 0.37180(10) 0.62033(10) 0.46860(6) 0.0222(4) Uani d . . . 1.0 . .
H H25 0.372317 0.572743 0.486426 0.027 Uiso calc U . R 1.0 . .
C C26 0.39835(10) 0.62007(10) 0.42044(6) 0.0193(3) Uani d . . . 1.0 . .
C C27 0.36567(12) 0.83720(10) 0.38923(7) 0.0266(4) Uani d . . . 1.0 . .
H H27A 0.30811 0.846872 0.379344 0.04 Uiso calc U . R 1.0 . .
H H27B 0.401099 0.834554 0.360308 0.04 Uiso calc U . R 1.0 . .
H H27C 0.384621 0.879808 0.410317 0.04 Uiso calc U . R 1.0 . .
C C28 0.31626(12) 0.68706(12) 0.54382(6) 0.0319(4) Uani d . . . 1.0 . .
H H28A 0.363825 0.697053 0.56516 0.048 Uiso calc U . R 1.0 . .
H H28B 0.292559 0.635697 0.551401 0.048 Uiso calc U . R 1.0 . .
H H28C 0.274092 0.727568 0.548879 0.048 Uiso calc U . R 1.0 . .
C C29 0.42254(11) 0.54451(10) 0.39625(7) 0.0264(4) Uani d . . . 1.0 . .
H H29A 0.483083 0.538861 0.396962 0.04 Uiso calc U . R 1.0 . .
H H29B 0.403341 0.544815 0.362441 0.04 Uiso calc U . R 1.0 . .
H H29C 0.396945 0.500626 0.413595 0.04 Uiso calc U . R 1.0 . .
C C31 0.58262(9) 0.73404(9) 0.40668(6) 0.0170(3) Uani d . . . 1.0 . .
C C32 0.58641(10) 0.81614(10) 0.41210(6) 0.0195(3) Uani d . . . 1.0 . .
C C33 0.58629(10) 0.85182(10) 0.45777(6) 0.0236(4) Uani d . . . 1.0 . .
H H33 0.588367 0.907233 0.459965 0.028 Uiso calc U . R 1.0 . .
C C34 0.58319(11) 0.80781(11) 0.49967(6) 0.0262(4) Uani d . . . 1.0 . .
H H34 0.584468 0.832244 0.530679 0.031 Uiso calc U . R 1.0 . .
C C35 0.57819(10) 0.72742(10) 0.49567(6) 0.0227(4) Uani d . . . 1.0 . .
C C36 0.57733(10) 0.69190(10) 0.45033(6) 0.0199(3) Uani d . . . 1.0 . .
H H36 0.57296 0.636547 0.448765 0.024 Uiso calc U . R 1.0 . .
C C37 0.59223(11) 0.87006(10) 0.36922(6) 0.0234(4) Uani d . . . 1.0 . .
C C38 0.57600(12) 0.67753(12) 0.54042(6) 0.0301(4) Uani d U . D 1.0 . .
F F4 0.5433(5) 0.7147(6) 0.5787(3) 0.0411(19) Uani d U P D 0.600(3) A 1
F F5 0.5317(4) 0.6110(5) 0.5351(3) 0.0231(11) Uani d U P D 0.600(3) A 1
F F6 0.6518(6) 0.6531(5) 0.5546(4) 0.046(2) Uani d U P D 0.600(3) A 1
F F4A 0.5128(13) 0.6286(14) 0.5447(11) 0.048(8) Uani d U P D 0.084(3) A 2
F F5A 0.5907(17) 0.7192(14) 0.5809(7) 0.061(7) Uani d U P D 0.084(3) A 2
F F6A 0.6459(12) 0.6309(14) 0.5386(9) 0.043(7) Uani d U P D 0.084(3) A 2
F F4B 0.6526(12) 0.6756(9) 0.5607(8) 0.047(3) Uani d U P . 0.317(3) A 3
F F5B 0.5226(10) 0.7059(13) 0.5749(8) 0.040(3) Uani d U P . 0.317(3) A 3
F F6B 0.5521(8) 0.6053(12) 0.5301(7) 0.044(3) Uani d U P . 0.317(3) A 3
C C41 0.67831(10) 0.53206(10) 0.31544(6) 0.0177(3) Uani d . . . 1.0 . .
C C42 0.72471(10) 0.52934(10) 0.27285(6) 0.0205(3) Uani d . . . 1.0 . .
C C43 0.73872(10) 0.46196(11) 0.24639(6) 0.0238(4) Uani d . . . 1.0 . .
C C44 0.70611(11) 0.39230(10) 0.26224(6) 0.0248(4) Uani d . . . 1.0 . .
C C45 0.65891(10) 0.39100(10) 0.30395(7) 0.0239(4) Uani d . . . 1.0 . .
C C46 0.64608(10) 0.45960(10) 0.32916(6) 0.0205(3) Uani d . . . 1.0 . .
C C51 0.74334(10) 0.59634(9) 0.39404(6) 0.0176(3) Uani d . . . 1.0 . .
C C52 0.82585(10) 0.61751(10) 0.38670(6) 0.0193(3) Uani d . . . 1.0 . .
C C53 0.88895(10) 0.60477(10) 0.41986(6) 0.0218(4) Uani d . . . 1.0 . .
C C54 0.87078(10) 0.56904(10) 0.46330(6) 0.0216(4) Uani d . . . 1.0 . .
C C55 0.79063(11) 0.54557(10) 0.47255(6) 0.0206(3) Uani d . . . 1.0 . .
C C56 0.72969(10) 0.55838(9) 0.43803(6) 0.0191(3) Uani d . . . 1.0 . .
F F1 0.55053(7) 0.84456(6) 0.33018(4) 0.0297(2) Uani d . . . 1.0 . .
F F2 0.56112(7) 0.94175(6) 0.37878(4) 0.0334(3) Uani d . . . 1.0 . .
F F3 0.67091(7) 0.88211(7) 0.35474(4) 0.0383(3) Uani d . . . 1.0 . .
F F42 0.75953(6) 0.59479(6) 0.25489(3) 0.0270(2) Uani d . . . 1.0 . .
F F43 0.78377(7) 0.46414(6) 0.20508(4) 0.0330(3) Uani d . . . 1.0 . .
F F44 0.72080(7) 0.32613(6) 0.23726(4) 0.0351(3) Uani d . . . 1.0 . .
F F45 0.62721(7) 0.32298(6) 0.32017(4) 0.0335(3) Uani d . . . 1.0 . .
F F46 0.59969(6) 0.45413(6) 0.36986(4) 0.0277(2) Uani d . . . 1.0 . .
F F52 0.84897(6) 0.65068(6) 0.34429(3) 0.0280(2) Uani d . . . 1.0 . .
F F53 0.96723(6) 0.62547(7) 0.40955(4) 0.0337(3) Uani d . . . 1.0 . .
F F54 0.93078(6) 0.55576(6) 0.49642(4) 0.0299(2) Uani d . . . 1.0 . .
F F55 0.77274(6) 0.51009(6) 0.51487(4) 0.0313(2) Uani d . . . 1.0 . .
F F56 0.65336(6) 0.53051(6) 0.44932(4) 0.0257(2) 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 C4 . 1.575(2) ?
B1 C31 . 1.621(2) ?
B1 C1 . 1.626(2) ?
B1 B2 . 1.970(3) ?
B1 H1 . 1.394(19) ?
B2 C4 . 1.600(2) ?
B2 C41 . 1.625(2) ?
B2 C51 . 1.631(2) ?
B2 H1 . 1.312(18) ?
N1 C1 . 1.362(2) ?
N1 C2 . 1.381(2) ?
N1 C11 . 1.459(2) ?
N2 C1 . 1.359(2) ?
N2 C3 . 1.377(2) ?
N2 C21 . 1.453(2) ?
C2 C3 . 1.341(2) ?
C2 H2 . 0.95 ?
C3 H3 . 0.95 ?
C4 H4A . 0.99 ?
C4 H4B . 0.99 ?
C11 C12 . 1.392(2) ?
C11 C16 . 1.398(2) ?
C12 C13 . 1.400(2) ?
C12 C17 . 1.504(2) ?
C13 C14 . 1.386(3) ?
C13 H13 . 0.95 ?
C14 C15 . 1.390(3) ?
C14 C18 . 1.512(2) ?
C15 C16 . 1.392(2) ?
C15 H15 . 0.95 ?
C16 C19 . 1.505(2) ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C21 C22 . 1.392(2) ?
C21 C26 . 1.397(2) ?
C22 C23 . 1.394(2) ?
C22 C27 . 1.512(2) ?
C23 C24 . 1.388(3) ?
C23 H23 . 0.95 ?
C24 C25 . 1.393(3) ?
C24 C28 . 1.512(2) ?
C25 C26 . 1.392(2) ?
C25 H25 . 0.95 ?
C26 C29 . 1.505(2) ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
C29 H29A . 0.98 ?
C29 H29B . 0.98 ?
C29 H29C . 0.98 ?
C31 C36 . 1.403(2) ?
C31 C32 . 1.413(2) ?
C32 C33 . 1.396(2) ?
C32 C37 . 1.500(2) ?
C33 C34 . 1.377(3) ?
C33 H33 . 0.95 ?
C34 C35 . 1.381(3) ?
C34 H34 . 0.95 ?
C35 C36 . 1.387(2) ?
C35 C38 . 1.498(3) ?
C36 H36 . 0.95 ?
C37 F1 . 1.339(2) ?
C37 F3 . 1.344(2) ?
C37 F2 . 1.350(2) ?
C38 F4A . 1.323(15) ?
C38 F6B . 1.325(19) ?
C38 F4 . 1.339(9) ?
C38 F5A . 1.343(14) ?
C38 F6 . 1.348(9) ?
C38 F5 . 1.351(8) ?
C38 F4B . 1.35(2) ?
C38 F5B . 1.370(19) ?
C38 F6A . 1.380(15) ?
C41 C42 . 1.390(2) ?
C41 C46 . 1.395(2) ?
C42 F42 . 1.3458(19) ?
C42 C43 . 1.381(2) ?
C43 F43 . 1.349(2) ?
C43 C44 . 1.373(3) ?
C44 F44 . 1.345(2) ?
C44 C45 . 1.376(3) ?
C45 F45 . 1.346(2) ?
C45 C46 . 1.378(2) ?
C46 F46 . 1.3490(19) ?
C51 C56 . 1.391(2) ?
C51 C52 . 1.392(2) ?
C52 F52 . 1.3494(19) ?
C52 C53 . 1.383(2) ?
C53 F53 . 1.3397(19) ?
C53 C54 . 1.373(2) ?
C54 F54 . 1.3473(18) ?
C54 C55 . 1.376(2) ?
C55 F55 . 1.3437(19) ?
C55 C56 . 1.383(2) ?
C56 F56 . 1.3544(18) ?

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
C4 B1 C31 . . 116.75(14) ?
C4 B1 C1 . . 119.85(13) ?
C31 B1 C1 . . 114.86(13) ?
C4 B1 B2 . . 52.20(9) ?
C31 B1 B2 . . 115.80(12) ?
C1 B1 B2 . . 123.13(13) ?
C4 B1 H1 . . 93.7(8) ?
C31 B1 H1 . . 103.4(8) ?
C1 B1 H1 . . 102.5(8) ?
B2 B1 H1 . . 41.7(8) ?
C4 B2 C41 . . 120.31(14) ?
C4 B2 C51 . . 116.71(13) ?
C41 B2 C51 . . 108.46(13) ?
C4 B2 B1 . . 51.09(9) ?
C41 B2 B1 . . 127.49(13) ?
C51 B2 B1 . . 120.93(13) ?
C4 B2 H1 . . 95.8(8) ?
C41 B2 H1 . . 105.3(8) ?
C51 B2 H1 . . 108.1(8) ?
B1 B2 H1 . . 44.9(8) ?
C1 N1 C2 . . 110.49(13) ?
C1 N1 C11 . . 130.84(13) ?
C2 N1 C11 . . 117.83(13) ?
C1 N2 C3 . . 111.02(13) ?
C1 N2 C21 . . 128.80(13) ?
C3 N2 C21 . . 119.97(13) ?
N2 C1 N1 . . 104.38(13) ?
N2 C1 B1 . . 125.62(13) ?
N1 C1 B1 . . 129.38(14) ?
C3 C2 N1 . . 107.26(14) ?
C3 C2 H2 . . 126.4 ?
N1 C2 H2 . . 126.4 ?
C2 C3 N2 . . 106.85(14) ?
C2 C3 H3 . . 126.6 ?
N2 C3 H3 . . 126.6 ?
B1 C4 B2 . . 76.71(12) ?
B1 C4 H4A . . 115.7 ?
B2 C4 H4A . . 115.7 ?
B1 C4 H4B . . 115.7 ?
B2 C4 H4B . . 115.7 ?
H4A C4 H4B . . 112.7 ?
C12 C11 C16 . . 122.87(15) ?
C12 C11 N1 . . 119.94(15) ?
C16 C11 N1 . . 116.51(14) ?
C11 C12 C13 . . 117.06(16) ?
C11 C12 C17 . . 122.52(15) ?
C13 C12 C17 . . 120.41(15) ?
C14 C13 C12 . . 122.02(16) ?
C14 C13 H13 . . 119.0 ?
C12 C13 H13 . . 119.0 ?
C13 C14 C15 . . 118.68(16) ?
C13 C14 C18 . . 121.20(17) ?
C15 C14 C18 . . 120.11(18) ?
C14 C15 C16 . . 121.84(17) ?
C14 C15 H15 . . 119.1 ?
C16 C15 H15 . . 119.1 ?
C15 C16 C11 . . 117.36(16) ?
C15 C16 C19 . . 120.39(16) ?
C11 C16 C19 . . 122.15(15) ?
C12 C17 H17A . . 109.5 ?
C12 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C12 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C14 C18 H18A . . 109.5 ?
C14 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C14 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C16 C19 H19A . . 109.5 ?
C16 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C16 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C22 C21 C26 . . 122.58(15) ?
C22 C21 N2 . . 119.30(14) ?
C26 C21 N2 . . 117.76(14) ?
C21 C22 C23 . . 117.26(15) ?
C21 C22 C27 . . 123.25(15) ?
C23 C22 C27 . . 119.47(15) ?
C24 C23 C22 . . 122.33(16) ?
C24 C23 H23 . . 118.8 ?
C22 C23 H23 . . 118.8 ?
C23 C24 C25 . . 118.26(15) ?
C23 C24 C28 . . 120.95(17) ?
C25 C24 C28 . . 120.78(17) ?
C26 C25 C24 . . 121.87(16) ?
C26 C25 H25 . . 119.1 ?
C24 C25 H25 . . 119.1 ?
C25 C26 C21 . . 117.56(15) ?
C25 C26 C29 . . 120.20(15) ?
C21 C26 C29 . . 122.23(15) ?
C22 C27 H27A . . 109.5 ?
C22 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C22 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C24 C28 H28A . . 109.5 ?
C24 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C24 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C26 C29 H29A . . 109.5 ?
C26 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
C26 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
C36 C31 C32 . . 115.00(15) ?
C36 C31 B1 . . 120.09(14) ?
C32 C31 B1 . . 124.85(14) ?
C33 C32 C31 . . 121.94(15) ?
C33 C32 C37 . . 116.02(15) ?
C31 C32 C37 . . 122.03(15) ?
C34 C33 C32 . . 120.93(16) ?
C34 C33 H33 . . 119.5 ?
C32 C33 H33 . . 119.5 ?
C33 C34 C35 . . 118.64(16) ?
C33 C34 H34 . . 120.7 ?
C35 C34 H34 . . 120.7 ?
C34 C35 C36 . . 120.52(16) ?
C34 C35 C38 . . 120.19(16) ?
C36 C35 C38 . . 119.27(16) ?
C35 C36 C31 . . 122.94(16) ?
C35 C36 H36 . . 118.5 ?
C31 C36 H36 . . 118.5 ?
F1 C37 F3 . . 106.57(14) ?
F1 C37 F2 . . 105.40(14) ?
F3 C37 F2 . . 105.56(13) ?
F1 C37 C32 . . 113.51(14) ?
F3 C37 C32 . . 112.71(14) ?
F2 C37 C32 . . 112.45(14) ?
F4A C38 F5A . . 113.5(16) ?
F4 C38 F6 . . 106.0(6) ?
F4 C38 F5 . . 106.1(5) ?
F6 C38 F5 . . 104.4(5) ?
F6B C38 F4B . . 109.3(9) ?
F6B C38 F5B . . 107.3(10) ?
F4B C38 F5B . . 107.1(11) ?
F4A C38 F6A . . 105.4(15) ?
F5A C38 F6A . . 101.1(13) ?
F4A C38 C35 . . 116.8(14) ?
F6B C38 C35 . . 111.2(8) ?
F4 C38 C35 . . 112.7(5) ?
F5A C38 C35 . . 112.0(12) ?
F6 C38 C35 . . 113.1(5) ?
F5 C38 C35 . . 113.8(3) ?
F4B C38 C35 . . 109.3(9) ?
F5B C38 C35 . . 112.5(10) ?
F6A C38 C35 . . 106.3(11) ?
C42 C41 C46 . . 113.45(15) ?
C42 C41 B2 . . 121.92(14) ?
C46 C41 B2 . . 123.75(14) ?
F42 C42 C43 . . 115.60(14) ?
F42 C42 C41 . . 120.36(15) ?
C43 C42 C41 . . 124.04(16) ?
F43 C43 C44 . . 119.82(15) ?
F43 C43 C42 . . 120.59(16) ?
C44 C43 C42 . . 119.59(16) ?
F44 C44 C43 . . 120.03(16) ?
F44 C44 C45 . . 120.62(16) ?
C43 C44 C45 . . 119.34(16) ?
F45 C45 C44 . . 119.97(15) ?
F45 C45 C46 . . 120.78(16) ?
C44 C45 C46 . . 119.24(16) ?
F46 C46 C45 . . 116.21(15) ?
F46 C46 C41 . . 119.47(14) ?
C45 C46 C41 . . 124.32(16) ?
C56 C51 C52 . . 113.49(14) ?
C56 C51 B2 . . 127.15(14) ?
C52 C51 B2 . . 119.01(14) ?
F52 C52 C53 . . 115.70(14) ?
F52 C52 C51 . . 119.87(14) ?
C53 C52 C51 . . 124.40(15) ?
F53 C53 C54 . . 120.14(15) ?
F53 C53 C52 . . 120.68(15) ?
C54 C53 C52 . . 119.16(15) ?
F54 C54 C53 . . 120.69(15) ?
F54 C54 C55 . . 119.91(15) ?
C53 C54 C55 . . 119.39(15) ?
F55 C55 C54 . . 119.55(14) ?
F55 C55 C56 . . 120.93(15) ?
C54 C55 C56 . . 119.52(15) ?
F56 C56 C55 . . 115.53(14) ?
F56 C56 C51 . . 120.48(14) ?
C55 C56 C51 . . 123.99(15) ?

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 N2 C1 N1 . . . . -0.28(17) ?
C21 N2 C1 N1 . . . . 174.46(14) ?
C3 N2 C1 B1 . . . . 171.37(14) ?
C21 N2 C1 B1 . . . . -13.9(2) ?
C2 N1 C1 N2 . . . . 0.44(17) ?
C11 N1 C1 N2 . . . . -168.64(15) ?
C2 N1 C1 B1 . . . . -170.78(15) ?
C11 N1 C1 B1 . . . . 20.1(3) ?
C4 B1 C1 N2 . . . . -166.83(15) ?
C31 B1 C1 N2 . . . . -19.9(2) ?
B2 B1 C1 N2 . . . . 131.16(16) ?
C4 B1 C1 N1 . . . . 2.7(2) ?
C31 B1 C1 N1 . . . . 149.59(16) ?
B2 B1 C1 N1 . . . . -59.3(2) ?
C1 N1 C2 C3 . . . . -0.45(19) ?
C11 N1 C2 C3 . . . . 170.22(14) ?
N1 C2 C3 N2 . . . . 0.26(19) ?
C1 N2 C3 C2 . . . . 0.02(19) ?
C21 N2 C3 C2 . . . . -175.25(14) ?
C31 B1 C4 B2 . . . . 103.06(15) ?
C1 B1 C4 B2 . . . . -110.63(15) ?
C41 B2 C4 B1 . . . . 115.73(16) ?
C51 B2 C4 B1 . . . . -109.47(15) ?
C1 N1 C11 C12 . . . . -98.6(2) ?
C2 N1 C11 C12 . . . . 92.94(18) ?
C1 N1 C11 C16 . . . . 90.6(2) ?
C2 N1 C11 C16 . . . . -77.85(18) ?
C16 C11 C12 C13 . . . . -4.6(2) ?
N1 C11 C12 C13 . . . . -174.81(14) ?
C16 C11 C12 C17 . . . . 174.36(15) ?
N1 C11 C12 C17 . . . . 4.2(2) ?
C11 C12 C13 C14 . . . . 1.8(2) ?
C17 C12 C13 C14 . . . . -177.23(16) ?
C12 C13 C14 C15 . . . . 1.1(2) ?
C12 C13 C14 C18 . . . . 179.73(16) ?
C13 C14 C15 C16 . . . . -1.4(2) ?
C18 C14 C15 C16 . . . . 179.98(15) ?
C14 C15 C16 C11 . . . . -1.2(2) ?
C14 C15 C16 C19 . . . . 175.27(15) ?
C12 C11 C16 C15 . . . . 4.4(2) ?
N1 C11 C16 C15 . . . . 174.88(13) ?
C12 C11 C16 C19 . . . . -172.07(15) ?
N1 C11 C16 C19 . . . . -1.6(2) ?
C1 N2 C21 C22 . . . . 112.26(18) ?
C3 N2 C21 C22 . . . . -73.42(19) ?
C1 N2 C21 C26 . . . . -74.4(2) ?
C3 N2 C21 C26 . . . . 99.91(18) ?
C26 C21 C22 C23 . . . . 3.4(2) ?
N2 C21 C22 C23 . . . . 176.38(14) ?
C26 C21 C22 C27 . . . . -175.32(15) ?
N2 C21 C22 C27 . . . . -2.3(2) ?
C21 C22 C23 C24 . . . . -0.2(2) ?
C27 C22 C23 C24 . . . . 178.60(16) ?
C22 C23 C24 C25 . . . . -1.8(2) ?
C22 C23 C24 C28 . . . . 178.67(16) ?
C23 C24 C25 C26 . . . . 0.7(2) ?
C28 C24 C25 C26 . . . . -179.79(16) ?
C24 C25 C26 C21 . . . . 2.3(2) ?
C24 C25 C26 C29 . . . . -176.35(16) ?
C22 C21 C26 C25 . . . . -4.4(2) ?
N2 C21 C26 C25 . . . . -177.54(14) ?
C22 C21 C26 C29 . . . . 174.20(15) ?
N2 C21 C26 C29 . . . . 1.1(2) ?
C4 B1 C31 C36 . . . . -112.14(17) ?
C1 B1 C31 C36 . . . . 99.89(17) ?
B2 B1 C31 C36 . . . . -53.38(19) ?
C4 B1 C31 C32 . . . . 64.8(2) ?
C1 B1 C31 C32 . . . . -83.14(19) ?
B2 B1 C31 C32 . . . . 123.59(16) ?
C36 C31 C32 C33 . . . . 1.1(2) ?
B1 C31 C32 C33 . . . . -176.05(15) ?
C36 C31 C32 C37 . . . . -179.99(15) ?
B1 C31 C32 C37 . . . . 2.9(2) ?
C31 C32 C33 C34 . . . . 0.6(3) ?
C37 C32 C33 C34 . . . . -178.42(16) ?
C32 C33 C34 C35 . . . . -1.5(3) ?
C33 C34 C35 C36 . . . . 0.8(3) ?
C33 C34 C35 C38 . . . . 179.08(16) ?
C34 C35 C36 C31 . . . . 1.0(3) ?
C38 C35 C36 C31 . . . . -177.34(16) ?
C32 C31 C36 C35 . . . . -1.8(2) ?
B1 C31 C36 C35 . . . . 175.42(15) ?
C33 C32 C37 F1 . . . . -146.55(15) ?
C31 C32 C37 F1 . . . . 34.4(2) ?
C33 C32 C37 F3 . . . . 92.17(18) ?
C31 C32 C37 F3 . . . . -86.85(19) ?
C33 C32 C37 F2 . . . . -27.0(2) ?
C31 C32 C37 F2 . . . . 153.97(15) ?
C34 C35 C38 F4A . . . . 124.8(13) ?
C36 C35 C38 F4A . . . . -56.8(13) ?
C34 C35 C38 F6B . . . . 165.5(6) ?
C36 C35 C38 F6B . . . . -16.2(7) ?
C34 C35 C38 F4 . . . . 27.7(4) ?
C36 C35 C38 F4 . . . . -154.0(4) ?
C34 C35 C38 F5A . . . . -8.4(13) ?
C36 C35 C38 F5A . . . . 169.9(13) ?
C34 C35 C38 F6 . . . . -92.5(4) ?
C36 C35 C38 F6 . . . . 85.8(4) ?
C34 C35 C38 F5 . . . . 148.5(4) ?
C36 C35 C38 F5 . . . . -33.2(4) ?
C34 C35 C38 F4B . . . . -73.8(8) ?
C36 C35 C38 F4B . . . . 104.5(8) ?
C34 C35 C38 F5B . . . . 45.1(8) ?
C36 C35 C38 F5B . . . . -136.6(7) ?
C34 C35 C38 F6A . . . . -118.0(11) ?
C36 C35 C38 F6A . . . . 60.4(11) ?
C4 B2 C41 C42 . . . . 40.9(2) ?
C51 B2 C41 C42 . . . . -97.15(17) ?
B1 B2 C41 C42 . . . . 102.98(19) ?
C4 B2 C41 C46 . . . . -150.46(15) ?
C51 B2 C41 C46 . . . . 71.47(19) ?
B1 B2 C41 C46 . . . . -88.4(2) ?
C46 C41 C42 F42 . . . . 179.71(14) ?
B2 C41 C42 F42 . . . . -10.6(2) ?
C46 C41 C42 C43 . . . . -0.5(2) ?
B2 C41 C42 C43 . . . . 169.25(15) ?
F42 C42 C43 F43 . . . . -0.8(2) ?
C41 C42 C43 F43 . . . . 179.32(15) ?
F42 C42 C43 C44 . . . . 179.47(15) ?
C41 C42 C43 C44 . . . . -0.4(3) ?
F43 C43 C44 F44 . . . . 1.6(2) ?
C42 C43 C44 F44 . . . . -178.67(15) ?
F43 C43 C44 C45 . . . . -178.77(15) ?
C42 C43 C44 C45 . . . . 0.9(3) ?
F44 C44 C45 F45 . . . . 0.2(2) ?
C43 C44 C45 F45 . . . . -179.36(15) ?
F44 C44 C45 C46 . . . . 178.97(15) ?
C43 C44 C45 C46 . . . . -0.6(3) ?
F45 C45 C46 F46 . . . . -0.9(2) ?
C44 C45 C46 F46 . . . . -179.62(15) ?
F45 C45 C46 C41 . . . . 178.46(15) ?
C44 C45 C46 C41 . . . . -0.3(3) ?
C42 C41 C46 F46 . . . . -179.89(14) ?
B2 C41 C46 F46 . . . . 10.6(2) ?
C42 C41 C46 C45 . . . . 0.8(2) ?
B2 C41 C46 C45 . . . . -168.70(15) ?
C4 B2 C51 C56 . . . . 134.58(17) ?
C41 B2 C51 C56 . . . . -85.64(19) ?
B1 B2 C51 C56 . . . . 75.8(2) ?
C4 B2 C51 C52 . . . . -52.7(2) ?
C41 B2 C51 C52 . . . . 87.10(17) ?
B1 B2 C51 C52 . . . . -111.46(17) ?
C56 C51 C52 F52 . . . . 176.11(14) ?
B2 C51 C52 F52 . . . . 2.4(2) ?
C56 C51 C52 C53 . . . . -1.7(2) ?
B2 C51 C52 C53 . . . . -175.44(15) ?
F52 C52 C53 F53 . . . . 0.6(2) ?
C51 C52 C53 F53 . . . . 178.57(15) ?
F52 C52 C53 C54 . . . . -178.03(15) ?
C51 C52 C53 C54 . . . . -0.1(3) ?
F53 C53 C54 F54 . . . . 1.3(2) ?
C52 C53 C54 F54 . . . . -179.99(15) ?
F53 C53 C54 C55 . . . . -177.61(15) ?
C52 C53 C54 C55 . . . . 1.1(3) ?
F54 C54 C55 F55 . . . . 0.6(2) ?
C53 C54 C55 F55 . . . . 179.53(15) ?
F54 C54 C55 C56 . . . . -179.02(15) ?
C53 C54 C55 C56 . . . . -0.1(3) ?
F55 C55 C56 F56 . . . . -2.2(2) ?
C54 C55 C56 F56 . . . . 177.37(14) ?
F55 C55 C56 C51 . . . . 178.39(15) ?
C54 C55 C56 C51 . . . . -2.0(3) ?
C52 C51 C56 F56 . . . . -176.56(14) ?
B2 C51 C56 F56 . . . . -3.5(2) ?
C52 C51 C56 C55 . . . . 2.8(2) ?
B2 C51 C56 C55 . . . . 175.88(16) ?

