#------------------------------------------------------------------------------
#$Date: 2021-07-05 20:13:41 +0200 (Mon 05 de Jul de 2021) $
#$Revision: 267243 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/81/7158104.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7158104
loop_
_publ_author_name
'Li, Jun'
'Daniliuc, Constantin G.'
'Kehr, Gerald'
'Erker, Gerhard'
_publ_section_title
;
 Formation of amidino-borate derivatives by a multi-component reaction.
;
_journal_issue                   25
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              5551
_journal_page_last               5554
_journal_paper_doi               10.1039/d1ob00775k
_journal_volume                  19
_journal_year                    2021
_chemical_formula_sum            'C42 H41 B F9 N3'
_chemical_formula_weight         769.59
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           'APEX3 v2016.1-0'
_audit_update_record
;
2021-02-23 deposited with the CCDC.	2021-06-01 downloaded from the CCDC.
;
_cell_angle_alpha                103.2820(10)
_cell_angle_beta                 95.2260(10)
_cell_angle_gamma                109.005(2)
_cell_formula_units_Z            2
_cell_length_a                   9.7145(2)
_cell_length_b                   11.9901(3)
_cell_length_c                   17.9234(6)
_cell_measurement_reflns_used    6132
_cell_measurement_temperature    173.(2)
_cell_measurement_theta_max      28.28
_cell_measurement_theta_min      4.08
_cell_volume                     1889.60(9)
_computing_cell_refinement       'Collect (Nonius B.V., 1998)'
_computing_data_collection
;

Collect (Nonius B.V., 1998)
;
_computing_data_reduction        'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'XP (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      173.(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'rotating anode Nonius FR591'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_monochromator  'Montel mirror'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.093
_diffrn_reflns_av_unetI/netI     0.0373
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            19776
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         4.18
_diffrn_source                   'Mo rotating anode'
_diffrn_source_type              'Mo rotating anode'
_exptl_absorpt_coefficient_mu    0.110
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.98
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.353
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             800
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.030
_refine_diff_density_max         0.358
_refine_diff_density_min         -0.338
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     546
_refine_ls_number_reflns         6579
_refine_ls_number_restraints     75
_refine_ls_restrained_S_all      1.085
_refine_ls_R_factor_all          0.0985
_refine_ls_R_factor_gt           0.0779
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0829P)²+3.3814P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1854
_refine_ls_wR_factor_ref         0.2064
_reflns_number_gt                5240
_reflns_number_total             6579
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ob00775k2.cif
_cod_data_source_block           erk9425
_cod_depositor_comments
'Adding full bibliography for 7158104--7158107.cif.'
_cod_database_code               7158104
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B B1 0.7353(4) 0.5248(3) 0.2651(2) 0.0296(8) Uani d . . . 1.0 . .
H H1 0.653(4) 0.555(3) 0.290(2) 0.034(9) Uiso d . . . 1.0 . .
C C1 1.0962(4) 0.8117(3) 0.3483(2) 0.0327(7) Uani d . . . 1.0 . .
C C2 1.0995(5) 0.8884(4) 0.4179(2) 0.0483(10) Uani d . . . 1.0 . .
H H2A 1.008(5) 0.867(4) 0.446(2) 0.051(11) Uiso d . . . 1.0 . .
C C3 1.2367(5) 0.9873(4) 0.4667(3) 0.0574(12) Uani d . . . 1.0 . .
H H3A 1.2736 0.9584 0.5092 0.069 Uiso calc U . R 1.0 . .
H H3B 1.2125 1.06 0.4909 0.069 Uiso calc U . R 1.0 . .
C C4 1.3571(5) 1.0243(5) 0.4198(3) 0.0751(16) Uani d . . . 1.0 . .
H H4A 1.334 1.0768 0.3891 0.09 Uiso calc U . R 1.0 . .
H H4B 1.4524 1.0731 0.4558 0.09 Uiso calc U . R 1.0 . .
C C5 1.3726(5) 0.9157(6) 0.3661(3) 0.0762(16) Uani d . . . 1.0 . .
H H5A 1.4062 0.8678 0.3971 0.091 Uiso calc U . R 1.0 . .
H H5B 1.4488 0.9441 0.3347 0.091 Uiso calc U . R 1.0 . .
C C6 1.2292(4) 0.8350(5) 0.3127(3) 0.0689(15) Uani d . . . 1.0 . .
H H6A 1.2152 0.8726 0.2703 0.083 Uiso calc U . R 1.0 . .
H H6B 1.2377 0.755 0.2886 0.083 Uiso calc U . R 1.0 . .
C C7 0.9608(3) 0.7047(3) 0.30929(19) 0.0291(7) Uani d . . . 1.0 . .
C C8 0.8861(4) 0.5999(3) 0.32664(19) 0.0296(7) Uani d . . . 1.0 . .
C C9 0.7662(3) 0.6027(3) 0.20220(19) 0.0266(7) Uani d . . . 1.0 . .
N N1 0.8856(3) 0.7033(2) 0.23326(16) 0.0282(6) Uani d . . . 1.0 . .
C C11 0.9225(4) 0.8093(3) 0.2032(2) 0.0320(7) Uani d . . . 1.0 . .
C C12 0.8787(4) 0.9064(3) 0.2380(2) 0.0357(8) Uani d . . . 1.0 . .
C C13 0.9200(4) 1.0104(3) 0.2104(2) 0.0446(9) Uani d . . . 1.0 . .
H H13 0.8951 1.079 0.2339 0.054 Uiso calc U . R 1.0 . .
C C14 0.9967(5) 1.0145(4) 0.1493(2) 0.0485(10) Uani d . . . 1.0 . .
H H14 1.024 1.0858 0.1312 0.058 Uiso calc U . R 1.0 . .
C C15 1.0339(4) 0.9162(3) 0.1144(2) 0.0421(9) Uani d . . . 1.0 . .
H H15 1.0851 0.9201 0.0718 0.051 Uiso calc U . R 1.0 . .
C C16 0.9978(4) 0.8107(3) 0.1403(2) 0.0348(8) Uani d . . . 1.0 . .
C C17 0.7901(5) 0.9017(4) 0.3028(2) 0.0460(9) Uani d . . . 1.0 . .
H H17A 0.698 0.914 0.2871 0.069 Uiso calc U . R 1.0 . .
H H17B 0.8479 0.9666 0.3499 0.069 Uiso calc U . R 1.0 . .
H H17C 0.767 0.8216 0.3134 0.069 Uiso calc U . R 1.0 . .
C C18 1.0414(4) 0.7051(3) 0.1026(2) 0.0417(9) Uani d . . . 1.0 . .
H H18A 1.0964 0.6842 0.1425 0.063 Uiso calc U . R 1.0 . .
H H18B 1.104 0.7282 0.0646 0.063 Uiso calc U . R 1.0 . .
H H18C 0.9523 0.6341 0.0759 0.063 Uiso calc U . R 1.0 . .
N N2 0.6842(3) 0.5880(3) 0.13405(17) 0.0312(6) Uani d . . . 1.0 . .
H H2 0.704(4) 0.641(3) 0.110(2) 0.024(9) Uiso d . . . 1.0 . .
C C21 0.5411(3) 0.4922(3) 0.10423(19) 0.0303(7) Uani d . . . 1.0 . .
C C22 0.4180(4) 0.5135(3) 0.1304(2) 0.0396(8) Uani d . . . 1.0 . .
C C23 0.2802(4) 0.4196(4) 0.1021(3) 0.0516(10) Uani d . . . 1.0 . .
H H23 0.1947 0.4316 0.1187 0.062 Uiso calc U . R 1.0 . .
C C24 0.2658(4) 0.3113(4) 0.0513(3) 0.0533(11) Uani d . . . 1.0 . .
H H24 0.1711 0.2483 0.0335 0.064 Uiso calc U . R 1.0 . .
C C25 0.3890(4) 0.2925(4) 0.0253(2) 0.0462(9) Uani d . . . 1.0 . .
H H25 0.3778 0.2168 -0.0105 0.055 Uiso calc U . R 1.0 . .
C C26 0.5295(4) 0.3841(3) 0.0513(2) 0.0361(8) Uani d . . . 1.0 . .
C C27 0.4325(5) 0.6334(4) 0.1858(3) 0.0511(10) Uani d . . . 1.0 . .
H H27A 0.4868 0.6417 0.2369 0.077 Uiso calc U . R 1.0 . .
H H27B 0.3338 0.6354 0.1912 0.077 Uiso calc U . R 1.0 . .
H H27C 0.4864 0.7012 0.1656 0.077 Uiso calc U . R 1.0 . .
C C28 0.6604(4) 0.3634(4) 0.0200(2) 0.0455(9) Uani d . . . 1.0 . .
H H28A 0.7426 0.4421 0.0313 0.068 Uiso calc U . R 1.0 . .
H H28B 0.633 0.3264 -0.0365 0.068 Uiso calc U . R 1.0 . .
H H28C 0.6907 0.3082 0.0448 0.068 Uiso calc U . R 1.0 . .
N N3 0.9228(4) 0.5589(3) 0.38894(17) 0.0370(7) Uani d . . . 1.0 . .
H H3 0.863(6) 0.492(5) 0.391(3) 0.082(18) Uiso d . . . 1.0 . .
C C31 1.0210(4) 0.6298(3) 0.4599(2) 0.0376(8) Uani d . . . 1.0 . .
C C32 0.9649(5) 0.6844(4) 0.5217(2) 0.0514(10) Uani d . . . 1.0 . .
C C33 1.0592(7) 0.7478(4) 0.5915(3) 0.0699(14) Uani d . . . 1.0 . .
H H33 1.0222 0.7843 0.6341 0.084 Uiso calc U . R 1.0 . .
C C34 1.2047(7) 0.7598(4) 0.6014(3) 0.0739(17) Uani d . . . 1.0 . .
H H34 1.2676 0.8051 0.6502 0.089 Uiso calc U . R 1.0 . .
C C35 1.2606(5) 0.7066(4) 0.5410(3) 0.0620(13) Uani d . . . 1.0 . .
H H35 1.3618 0.7148 0.5484 0.074 Uiso calc U . R 1.0 . .
C C36 1.1692(4) 0.6407(3) 0.4690(3) 0.0468(10) Uani d . . . 1.0 . .
C C47 0.4457(4) 0.3596(3) 0.3016(2) 0.0396(8) Uani d . . . 1.0 . .
F F1 0.5288(3) 0.4250(2) 0.37151(13) 0.0508(6) Uani d . . . 1.0 . .
F F2 0.3869(2) 0.4315(2) 0.27510(14) 0.0483(6) Uani d . . . 1.0 . .
F F3 0.3309(3) 0.2716(2) 0.31578(16) 0.0645(8) Uani d . . . 1.0 . .
C C37 0.8050(6) 0.6738(5) 0.5102(3) 0.0716(14) Uani d . . . 1.0 . .
H H37A 0.7412 0.5881 0.5018 0.107 Uiso calc U . R 1.0 . .
H H37B 0.7829 0.7016 0.4647 0.107 Uiso calc U . R 1.0 . .
H H37C 0.787 0.7249 0.5566 0.107 Uiso calc U . R 1.0 . .
C C38 1.2270(5) 0.5807(5) 0.4013(3) 0.0714(14) Uani d . . . 1.0 . .
H H38A 1.332 0.5954 0.4175 0.107 Uiso calc U . R 1.0 . .
H H38B 1.2155 0.6156 0.3578 0.107 Uiso calc U . R 1.0 . .
H H38C 1.171 0.4921 0.3847 0.107 Uiso calc U . R 1.0 . .
C C41 0.6714(3) 0.3745(3) 0.23514(19) 0.0288(7) Uani d . . . 1.0 . .
C C42 0.5317(4) 0.3029(3) 0.24783(19) 0.0317(7) Uani d . . . 1.0 . .
C C43 0.4658(4) 0.1774(3) 0.2139(2) 0.0364(8) Uani d . . . 1.0 . .
H H43 0.3699 0.1341 0.222 0.044 Uiso calc U . R 1.0 . .
C C44 0.5389(4) 0.1156(3) 0.1686(2) 0.0349(8) Uani d . . . 1.0 . .
C C45 0.6806(4) 0.1785(3) 0.1593(2) 0.0326(7) Uani d . . . 1.0 . .
H H45 0.7338 0.1357 0.1301 0.039 Uiso calc U . R 1.0 . .
C C46 0.7449(3) 0.3043(3) 0.19276(19) 0.0280(7) Uani d . . . 1.0 . .
C C48 0.4686(4) -0.0185(4) 0.1285(2) 0.0487(10) Uani d . . D 1.0 . .
F F4 0.372(2) -0.0358(18) 0.0640(9) 0.075(4) Uani d U P D 0.51(5) A 1
F F5 0.391(3) -0.0815(19) 0.1722(11) 0.074(5) Uani d U P D 0.51(5) A 1
F F6 0.5617(15) -0.0733(15) 0.1031(17) 0.077(4) Uani d U P D 0.51(5) A 1
F F4A 0.5682(16) -0.0724(16) 0.1314(16) 0.067(4) Uani d U P D 0.49(5) A 2
F F5A 0.362(2) -0.0762(16) 0.1634(11) 0.054(3) Uani d U P D 0.49(5) A 2
F F6A 0.403(3) -0.0452(15) 0.0553(7) 0.062(3) Uani d U P D 0.49(5) A 2
C C49 0.9051(4) 0.3572(3) 0.1839(2) 0.0323(7) Uani d . . . 1.0 . .
F F7 0.9335(2) 0.2916(2) 0.12025(15) 0.0561(7) Uani d . . . 1.0 . .
F F8 0.9958(2) 0.3562(3) 0.24366(15) 0.0611(7) Uani d . . . 1.0 . .
F F9 0.9500(2) 0.47167(18) 0.17844(14) 0.0476(6) Uani d . . . 1.0 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C8 B1 C9 . . 98.5(3) ?
C8 B1 C41 . . 121.7(3) ?
C9 B1 C41 . . 119.5(3) ?
C8 B1 H1 . . 104.9(19) ?
C9 B1 H1 . . 100.1(19) ?
C41 B1 H1 . . 109.3(19) ?
C2 C1 C6 . . 119.3(3) ?
C2 C1 C7 . . 120.5(3) ?
C6 C1 C7 . . 120.2(3) ?
C1 C2 C3 . . 124.0(4) ?
C1 C2 H2A . . 119.(2) ?
C3 C2 H2A . . 116.(2) ?
C2 C3 C4 . . 112.2(4) ?
C2 C3 H3A . . 109.2 ?
C4 C3 H3A . . 109.2 ?
C2 C3 H3B . . 109.2 ?
C4 C3 H3B . . 109.2 ?
H3A C3 H3B . . 107.9 ?
C5 C4 C3 . . 112.0(4) ?
C5 C4 H4A . . 109.2 ?
C3 C4 H4A . . 109.2 ?
C5 C4 H4B . . 109.2 ?
C3 C4 H4B . . 109.2 ?
H4A C4 H4B . . 107.9 ?
C4 C5 C6 . . 111.5(4) ?
C4 C5 H5A . . 109.3 ?
C6 C5 H5A . . 109.3 ?
C4 C5 H5B . . 109.3 ?
C6 C5 H5B . . 109.3 ?
H5A C5 H5B . . 108.0 ?
C1 C6 C5 . . 116.4(4) ?
C1 C6 H6A . . 108.2 ?
C5 C6 H6A . . 108.2 ?
C1 C6 H6B . . 108.2 ?
C5 C6 H6B . . 108.2 ?
H6A C6 H6B . . 107.4 ?
C8 C7 C1 . . 134.0(3) ?
C8 C7 N1 . . 108.5(3) ?
C1 C7 N1 . . 117.4(3) ?
C7 C8 N3 . . 128.2(3) ?
C7 C8 B1 . . 110.3(3) ?
N3 C8 B1 . . 121.4(3) ?
N1 C9 N2 . . 120.6(3) ?
N1 C9 B1 . . 108.3(3) ?
N2 C9 B1 . . 130.5(3) ?
C9 N1 C11 . . 123.2(3) ?
C9 N1 C7 . . 113.1(3) ?
C11 N1 C7 . . 122.8(3) ?
C16 C11 C12 . . 122.7(3) ?
C16 C11 N1 . . 119.3(3) ?
C12 C11 N1 . . 118.0(3) ?
C13 C12 C11 . . 117.4(3) ?
C13 C12 C17 . . 120.0(3) ?
C11 C12 C17 . . 122.6(3) ?
C14 C13 C12 . . 120.7(4) ?
C14 C13 H13 . . 119.6 ?
C12 C13 H13 . . 119.6 ?
C15 C14 C13 . . 120.6(3) ?
C15 C14 H14 . . 119.7 ?
C13 C14 H14 . . 119.7 ?
C14 C15 C16 . . 121.3(4) ?
C14 C15 H15 . . 119.4 ?
C16 C15 H15 . . 119.4 ?
C15 C16 C11 . . 117.2(3) ?
C15 C16 C18 . . 120.7(3) ?
C11 C16 C18 . . 122.1(3) ?
C12 C17 H17A . . 109.5 ?
C12 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C12 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C16 C18 H18A . . 109.5 ?
C16 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C16 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C9 N2 C21 . . 122.8(3) ?
C9 N2 H2 . . 122.(2) ?
C21 N2 H2 . . 114.(2) ?
C26 C21 C22 . . 122.4(3) ?
C26 C21 N2 . . 119.8(3) ?
C22 C21 N2 . . 117.8(3) ?
C23 C22 C21 . . 117.4(4) ?
C23 C22 C27 . . 121.0(3) ?
C21 C22 C27 . . 121.6(3) ?
C24 C23 C22 . . 121.5(4) ?
C24 C23 H23 . . 119.3 ?
C22 C23 H23 . . 119.3 ?
C23 C24 C25 . . 120.3(4) ?
C23 C24 H24 . . 119.9 ?
C25 C24 H24 . . 119.9 ?
C24 C25 C26 . . 120.6(4) ?
C24 C25 H25 . . 119.7 ?
C26 C25 H25 . . 119.7 ?
C21 C26 C25 . . 117.8(3) ?
C21 C26 C28 . . 122.6(3) ?
C25 C26 C28 . . 119.6(3) ?
C22 C27 H27A . . 109.5 ?
C22 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C22 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C26 C28 H28A . . 109.5 ?
C26 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C26 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C8 N3 C31 . . 127.2(3) ?
C8 N3 H3 . . 115.(4) ?
C31 N3 H3 . . 115.(4) ?
C36 C31 C32 . . 120.8(4) ?
C36 C31 N3 . . 120.5(3) ?
C32 C31 N3 . . 118.7(4) ?
C33 C32 C31 . . 118.3(5) ?
C33 C32 C37 . . 121.8(4) ?
C31 C32 C37 . . 119.9(4) ?
C34 C33 C32 . . 121.8(5) ?
C34 C33 H33 . . 119.1 ?
C32 C33 H33 . . 119.1 ?
C33 C34 C35 . . 120.2(4) ?
C33 C34 H34 . . 119.9 ?
C35 C34 H34 . . 119.9 ?
C34 C35 C36 . . 120.3(5) ?
C34 C35 H35 . . 119.9 ?
C36 C35 H35 . . 119.9 ?
C31 C36 C35 . . 118.6(4) ?
C31 C36 C38 . . 119.7(4) ?
C35 C36 C38 . . 121.7(4) ?
F2 C47 F1 . . 107.2(3) ?
F2 C47 F3 . . 105.4(3) ?
F1 C47 F3 . . 105.4(3) ?
F2 C47 C42 . . 115.5(3) ?
F1 C47 C42 . . 111.9(3) ?
F3 C47 C42 . . 110.8(3) ?
C32 C37 H37A . . 109.5 ?
C32 C37 H37B . . 109.5 ?
H37A C37 H37B . . 109.5 ?
C32 C37 H37C . . 109.5 ?
H37A C37 H37C . . 109.5 ?
H37B C37 H37C . . 109.5 ?
C36 C38 H38A . . 109.5 ?
C36 C38 H38B . . 109.5 ?
H38A C38 H38B . . 109.5 ?
C36 C38 H38C . . 109.5 ?
H38A C38 H38C . . 109.5 ?
H38B C38 H38C . . 109.5 ?
C46 C41 C42 . . 113.7(3) ?
C46 C41 B1 . . 124.3(3) ?
C42 C41 B1 . . 122.0(3) ?
C43 C42 C41 . . 123.1(3) ?
C43 C42 C47 . . 115.4(3) ?
C41 C42 C47 . . 121.5(3) ?
C44 C43 C42 . . 120.1(3) ?
C44 C43 H43 . . 119.9 ?
C42 C43 H43 . . 119.9 ?
C43 C44 C45 . . 119.5(3) ?
C43 C44 C48 . . 121.4(3) ?
C45 C44 C48 . . 119.0(3) ?
C44 C45 C46 . . 119.9(3) ?
C44 C45 H45 . . 120.1 ?
C46 C45 H45 . . 120.1 ?
C45 C46 C41 . . 123.3(3) ?
C45 C46 C49 . . 113.3(3) ?
C41 C46 C49 . . 123.3(3) ?
F6A C48 F4A . . 109.2(9) ?
F5 C48 F6 . . 107.6(10) ?
F6A C48 F5A . . 104.6(9) ?
F4A C48 F5A . . 105.3(11) ?
F5 C48 F4 . . 106.3(9) ?
F6 C48 F4 . . 105.0(8) ?
F6A C48 C44 . . 114.8(8) ?
F5 C48 C44 . . 112.8(10) ?
F4A C48 C44 . . 110.0(9) ?
F6 C48 C44 . . 115.1(8) ?
F5A C48 C44 . . 112.4(9) ?
F4 C48 C44 . . 109.5(9) ?
F9 C49 F8 . . 106.5(3) ?
F9 C49 F7 . . 105.4(3) ?
F8 C49 F7 . . 106.0(3) ?
F9 C49 C46 . . 115.4(3) ?
F8 C49 C46 . . 111.0(3) ?
F7 C49 C46 . . 112.0(3) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 C8 . 1.601(5) ?
B1 C9 . 1.610(5) ?
B1 C41 . 1.639(5) ?
B1 H1 . 1.07(3) ?
C1 C2 . 1.360(5) ?
C1 C6 . 1.466(5) ?
C1 C7 . 1.478(5) ?
C2 C3 . 1.493(6) ?
C2 H2A . 1.04(4) ?
C3 C4 . 1.512(7) ?
C3 H3A . 0.99 ?
C3 H3B . 0.99 ?
C4 C5 . 1.491(8) ?
C4 H4A . 0.99 ?
C4 H4B . 0.99 ?
C5 C6 . 1.499(6) ?
C5 H5A . 0.99 ?
C5 H5B . 0.99 ?
C6 H6A . 0.99 ?
C6 H6B . 0.99 ?
C7 C8 . 1.352(5) ?
C7 N1 . 1.480(4) ?
C8 N3 . 1.382(4) ?
C9 N1 . 1.332(4) ?
C9 N2 . 1.338(4) ?
N1 C11 . 1.446(4) ?
C11 C16 . 1.399(5) ?
C11 C12 . 1.401(5) ?
C12 C13 . 1.399(5) ?
C12 C17 . 1.506(5) ?
C13 C14 . 1.381(6) ?
C13 H13 . 0.95 ?
C14 C15 . 1.375(6) ?
C14 H14 . 0.95 ?
C15 C16 . 1.396(5) ?
C15 H15 . 0.95 ?
C16 C18 . 1.499(5) ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
N2 C21 . 1.442(4) ?
N2 H2 . 0.83(4) ?
C21 C26 . 1.382(5) ?
C21 C22 . 1.401(5) ?
C22 C23 . 1.396(5) ?
C22 C27 . 1.503(6) ?
C23 C24 . 1.360(6) ?
C23 H23 . 0.95 ?
C24 C25 . 1.389(6) ?
C24 H24 . 0.95 ?
C25 C26 . 1.400(5) ?
C25 H25 . 0.95 ?
C26 C28 . 1.505(5) ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
N3 C31 . 1.416(5) ?
N3 H3 . 0.83(6) ?
C31 C36 . 1.394(5) ?
C31 C32 . 1.401(6) ?
C32 C33 . 1.373(6) ?
C32 C37 . 1.508(7) ?
C33 C34 . 1.363(8) ?
C33 H33 . 0.95 ?
C34 C35 . 1.374(8) ?
C34 H34 . 0.95 ?
C35 C36 . 1.395(6) ?
C35 H35 . 0.95 ?
C36 C38 . 1.514(7) ?
C47 F2 . 1.324(4) ?
C47 F1 . 1.338(4) ?
C47 F3 . 1.353(4) ?
C47 C42 . 1.518(5) ?
C37 H37A . 0.98 ?
C37 H37B . 0.98 ?
C37 H37C . 0.98 ?
C38 H38A . 0.98 ?
C38 H38B . 0.98 ?
C38 H38C . 0.98 ?
C41 C46 . 1.411(5) ?
C41 C42 . 1.420(4) ?
C42 C43 . 1.388(5) ?
C43 C44 . 1.373(5) ?
C43 H43 . 0.95 ?
C44 C45 . 1.383(5) ?
C44 C48 . 1.494(5) ?
C45 C46 . 1.388(5) ?
C45 H45 . 0.95 ?
C46 C49 . 1.516(4) ?
C48 F6A . 1.323(10) ?
C48 F5 . 1.327(10) ?
C48 F4A . 1.330(10) ?
C48 F6 . 1.334(10) ?
C48 F5A . 1.337(10) ?
C48 F4 . 1.350(10) ?
C49 F9 . 1.328(4) ?
C49 F8 . 1.328(4) ?
C49 F7 . 1.335(4) ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6 C1 C2 C3 . . . . -8.1(6) ?
C7 C1 C2 C3 . . . . 170.8(4) ?
C1 C2 C3 C4 . . . . 20.9(6) ?
C2 C3 C4 C5 . . . . -44.4(6) ?
C3 C4 C5 C6 . . . . 56.1(6) ?
C2 C1 C6 C5 . . . . 19.1(7) ?
C7 C1 C6 C5 . . . . -159.8(4) ?
C4 C5 C6 C1 . . . . -43.2(7) ?
C2 C1 C7 C8 . . . . -66.0(5) ?
C6 C1 C7 C8 . . . . 113.0(5) ?
C2 C1 C7 N1 . . . . 115.9(4) ?
C6 C1 C7 N1 . . . . -65.2(5) ?
C1 C7 C8 N3 . . . . -3.3(6) ?
N1 C7 C8 N3 . . . . 175.0(3) ?
C1 C7 C8 B1 . . . . 174.0(3) ?
N1 C7 C8 B1 . . . . -7.7(4) ?
C9 B1 C8 C7 . . . . 10.8(3) ?
C41 B1 C8 C7 . . . . 143.4(3) ?
C9 B1 C8 N3 . . . . -171.7(3) ?
C41 B1 C8 N3 . . . . -39.1(5) ?
C8 B1 C9 N1 . . . . -10.2(3) ?
C41 B1 C9 N1 . . . . -144.2(3) ?
C8 B1 C9 N2 . . . . 178.8(3) ?
C41 B1 C9 N2 . . . . 44.8(5) ?
N2 C9 N1 C11 . . . . 9.4(5) ?
B1 C9 N1 C11 . . . . -162.6(3) ?
N2 C9 N1 C7 . . . . 178.9(3) ?
B1 C9 N1 C7 . . . . 6.8(3) ?
C8 C7 N1 C9 . . . . 0.5(4) ?
C1 C7 N1 C9 . . . . 179.1(3) ?
C8 C7 N1 C11 . . . . 170.0(3) ?
C1 C7 N1 C11 . . . . -11.4(4) ?
C9 N1 C11 C16 . . . . -83.3(4) ?
C7 N1 C11 C16 . . . . 108.3(4) ?
C9 N1 C11 C12 . . . . 95.8(4) ?
C7 N1 C11 C12 . . . . -72.6(4) ?
C16 C11 C12 C13 . . . . -3.4(5) ?
N1 C11 C12 C13 . . . . 177.6(3) ?
C16 C11 C12 C17 . . . . 176.5(3) ?
N1 C11 C12 C17 . . . . -2.6(5) ?
C11 C12 C13 C14 . . . . 2.1(5) ?
C17 C12 C13 C14 . . . . -177.7(4) ?
C12 C13 C14 C15 . . . . 0.0(6) ?
C13 C14 C15 C16 . . . . -1.1(6) ?
C14 C15 C16 C11 . . . . 0.0(5) ?
C14 C15 C16 C18 . . . . -178.9(4) ?
C12 C11 C16 C15 . . . . 2.4(5) ?
N1 C11 C16 C15 . . . . -178.6(3) ?
C12 C11 C16 C18 . . . . -178.8(3) ?
N1 C11 C16 C18 . . . . 0.2(5) ?
N1 C9 N2 C21 . . . . -169.1(3) ?
B1 C9 N2 C21 . . . . 0.9(5) ?
C9 N2 C21 C26 . . . . -96.5(4) ?
C9 N2 C21 C22 . . . . 83.9(4) ?
C26 C21 C22 C23 . . . . 1.3(5) ?
N2 C21 C22 C23 . . . . -179.1(3) ?
C26 C21 C22 C27 . . . . -177.8(4) ?
N2 C21 C22 C27 . . . . 1.8(5) ?
C21 C22 C23 C24 . . . . 0.2(6) ?
C27 C22 C23 C24 . . . . 179.3(4) ?
C22 C23 C24 C25 . . . . -1.0(7) ?
C23 C24 C25 C26 . . . . 0.4(6) ?
C22 C21 C26 C25 . . . . -1.8(5) ?
N2 C21 C26 C25 . . . . 178.6(3) ?
C22 C21 C26 C28 . . . . 176.8(3) ?
N2 C21 C26 C28 . . . . -2.8(5) ?
C24 C25 C26 C21 . . . . 0.9(6) ?
C24 C25 C26 C28 . . . . -177.7(4) ?
C7 C8 N3 C31 . . . . 19.7(6) ?
B1 C8 N3 C31 . . . . -157.4(3) ?
C8 N3 C31 C36 . . . . -93.9(4) ?
C8 N3 C31 C32 . . . . 88.8(5) ?
C36 C31 C32 C33 . . . . -0.6(6) ?
N3 C31 C32 C33 . . . . 176.8(4) ?
C36 C31 C32 C37 . . . . 178.7(4) ?
N3 C31 C32 C37 . . . . -4.0(6) ?
C31 C32 C33 C34 . . . . 0.8(7) ?
C37 C32 C33 C34 . . . . -178.4(5) ?
C32 C33 C34 C35 . . . . -0.8(7) ?
C33 C34 C35 C36 . . . . 0.5(7) ?
C32 C31 C36 C35 . . . . 0.3(5) ?
N3 C31 C36 C35 . . . . -177.0(3) ?
C32 C31 C36 C38 . . . . 179.9(4) ?
N3 C31 C36 C38 . . . . 2.6(5) ?
C34 C35 C36 C31 . . . . -0.2(6) ?
C34 C35 C36 C38 . . . . -179.9(4) ?
C8 B1 C41 C46 . . . . -63.4(4) ?
C9 B1 C41 C46 . . . . 59.9(4) ?
C8 B1 C41 C42 . . . . 118.9(4) ?
C9 B1 C41 C42 . . . . -117.9(3) ?
C46 C41 C42 C43 . . . . -7.4(5) ?
B1 C41 C42 C43 . . . . 170.6(3) ?
C46 C41 C42 C47 . . . . 171.3(3) ?
B1 C41 C42 C47 . . . . -10.7(5) ?
F2 C47 C42 C43 . . . . -109.7(4) ?
F1 C47 C42 C43 . . . . 127.3(3) ?
F3 C47 C42 C43 . . . . 10.1(5) ?
F2 C47 C42 C41 . . . . 71.5(4) ?
F1 C47 C42 C41 . . . . -51.5(4) ?
F3 C47 C42 C41 . . . . -168.8(3) ?
C41 C42 C43 C44 . . . . 3.3(5) ?
C47 C42 C43 C44 . . . . -175.5(3) ?
C42 C43 C44 C45 . . . . 2.2(5) ?
C42 C43 C44 C48 . . . . -177.4(3) ?
C43 C44 C45 C46 . . . . -3.0(5) ?
C48 C44 C45 C46 . . . . 176.6(3) ?
C44 C45 C46 C41 . . . . -1.7(5) ?
C44 C45 C46 C49 . . . . 174.4(3) ?
C42 C41 C46 C45 . . . . 6.6(5) ?
B1 C41 C46 C45 . . . . -171.4(3) ?
C42 C41 C46 C49 . . . . -169.1(3) ?
B1 C41 C46 C49 . . . . 12.9(5) ?
C43 C44 C48 F6A . . . . 95.4(13) ?
C45 C44 C48 F6A . . . . -84.3(13) ?
C43 C44 C48 F5 . . . . -39.9(14) ?
C45 C44 C48 F5 . . . . 140.5(13) ?
C43 C44 C48 F4A . . . . -141.0(13) ?
C45 C44 C48 F4A . . . . 39.4(13) ?
C43 C44 C48 F6 . . . . -163.9(16) ?
C45 C44 C48 F6 . . . . 16.5(16) ?
C43 C44 C48 F5A . . . . -23.9(13) ?
C45 C44 C48 F5A . . . . 156.4(12) ?
C43 C44 C48 F4 . . . . 78.2(12) ?
C45 C44 C48 F4 . . . . -101.4(11) ?
C45 C46 C49 F9 . . . . 148.6(3) ?
C41 C46 C49 F9 . . . . -35.3(5) ?
C45 C46 C49 F8 . . . . -90.2(4) ?
C41 C46 C49 F8 . . . . 85.9(4) ?
C45 C46 C49 F7 . . . . 28.0(4) ?
C41 C46 C49 F7 . . . . -155.9(3) ?
