#------------------------------------------------------------------------------
#$Date: 2020-11-06 13:30:32 +0200 (Fri, 06 Nov 2020) $
#$Revision: 258779 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/83/1558306.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_1558306
loop_
_publ_author_name
'Labella, Jorge'
'Durán-Sampedro, Gonzalo'
'Martínez-Díaz, M. Victoria'
'Torres, Tomás'
_publ_section_title
;
 Annulative π-extension of BODIPYs made easy via gold(i)-catalyzed
 cycloisomerization
;
_journal_issue                   39
_journal_name_full               'Chemical Science'
_journal_page_first              10778
_journal_page_last               10785
_journal_paper_doi               10.1039/D0SC01054E
_journal_volume                  11
_journal_year                    2020
_chemical_formula_sum            'C44 H33 B F2 N2'
_chemical_formula_weight         638.53
_chemical_name_common            JL376_1_250K
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_update_record
;
2020-02-20 deposited with the CCDC.	2020-06-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 115.8809(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   12.5426(5)
_cell_length_b                   41.2031(15)
_cell_length_c                   13.9741(5)
_cell_measurement_reflns_used    9539
_cell_measurement_temperature    250.(2)
_cell_measurement_theta_max      24.4002
_cell_measurement_theta_min      2.6773
_cell_volume                     6497.4(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      250.(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker Kappa Apex II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0523
_diffrn_reflns_av_unetI/netI     0.0300
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       49
_diffrn_reflns_limit_k_min       -49
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            131931
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         0.99
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_correction_T_min  0.94
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            'dark blue-purple'
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             2672
_exptl_crystal_size_max          0.195
_exptl_crystal_size_mid          0.116
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.385
_refine_diff_density_min         -0.322
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     893
_refine_ls_number_reflns         11877
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0862
_refine_ls_R_factor_gt           0.0466
_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)+(0.1251P)²+0.0648P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1442
_refine_ls_wR_factor_ref         0.1878
_reflns_number_gt                7903
_reflns_number_total             11877
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0sc01054e2.cif
_cod_data_source_block           02809JorgeLabella
_cod_depositor_comments
'Adding full bibliography for 1558304--1558314.cif.'
_cod_database_code               1558306
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'
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 0.4471(2) 0.54223(6) 0.2375(2) 0.0396(6) Uani d . . . 1 . .
B B2 0.1851(2) 0.31397(6) 0.4779(2) 0.0449(6) Uani d . . . 1 . .
C C1 0.23664(19) 0.51445(5) 0.18701(17) 0.0381(5) Uani d . . . 1 . .
C C2 0.19121(19) 0.48174(5) 0.17043(16) 0.0374(5) Uani d . . . 1 . .
C C3 0.28399(18) 0.46212(5) 0.17772(17) 0.0379(5) Uani d . . . 1 . .
H H3 0.2808 0.4395 0.1682 0.045 Uiso calc U . R 1 . .
C C4 0.38302(19) 0.48173(5) 0.20164(17) 0.0369(5) Uani d . . . 1 . .
C C5 0.49528(18) 0.47217(5) 0.21578(16) 0.0358(5) Uani d . . . 1 . .
C C6 0.58780(19) 0.49476(5) 0.24652(16) 0.0371(5) Uani d . . . 1 . .
C C7 0.70612(19) 0.48880(5) 0.27246(17) 0.0394(5) Uani d . . . 1 . .
H H7 0.7393 0.4685 0.27 0.047 Uiso calc U . R 1 . .
C C8 0.76711(19) 0.51809(5) 0.30284(16) 0.0369(5) Uani d . . . 1 . .
C C9 0.67852(19) 0.54218(5) 0.28781(16) 0.0367(5) Uani d . . . 1 . .
C C10 0.1608(2) 0.54155(5) 0.17179(19) 0.0463(6) Uani d . . . 1 . .
C C11 0.0442(2) 0.53399(6) 0.13831(18) 0.0489(6) Uani d . . . 1 . .
H H11 -0.0088 0.5515 0.1233 0.059 Uiso calc U . R 1 . .
C C12 -0.0050(2) 0.50237(6) 0.12383(17) 0.0438(5) Uani d . . . 1 . .
C C13 -0.1287(2) 0.49848(7) 0.08960(19) 0.0545(6) Uani d . . . 1 . .
H H13 -0.1775 0.5169 0.0738 0.065 Uiso calc U . R 1 . .
C C14 -0.1771(2) 0.46875(7) 0.0794(2) 0.0602(7) Uani d . . . 1 . .
H H14 -0.2598 0.4666 0.052 0.072 Uiso calc U . R 1 . .
C C15 -0.1049(2) 0.44060(7) 0.10960(19) 0.0526(6) Uani d . . . 1 . .
C C16 -0.1549(3) 0.40993(8) 0.1105(3) 0.0761(9) Uani d . . . 1 . .
H H16 -0.2374 0.408 0.0853 0.091 Uiso calc U . R 1 . .
C C17 -0.0850(3) 0.38305(8) 0.1474(3) 0.0815(9) Uani d . . . 1 . .
H H17 -0.1196 0.3628 0.147 0.098 Uiso calc U . R 1 . .
C C18 0.0377(3) 0.38564(7) 0.1857(2) 0.0670(8) Uani d . . . 1 . .
H H18 0.0858 0.3672 0.2129 0.08 Uiso calc U . R 1 . .
C C19 0.0880(2) 0.41487(6) 0.1837(2) 0.0536(6) Uani d . . . 1 . .
H H19 0.1707 0.4161 0.2089 0.064 Uiso calc U . R 1 . .
C C20 0.0195(2) 0.44338(6) 0.14470(17) 0.0445(6) Uani d . . . 1 . .
C C21 0.06880(19) 0.47510(5) 0.14616(16) 0.0386(5) Uani d . . . 1 . .
C C22 0.1984(2) 0.57654(6) 0.1868(3) 0.0667(8) Uani d . . . 1 . .
H H22A 0.2274 0.5824 0.1352 0.1 Uiso calc U . R 1 . .
H H22B 0.2609 0.5796 0.2581 0.1 Uiso calc U . R 1 . .
H H22C 0.1312 0.5901 0.1769 0.1 Uiso calc U . R 1 . .
C C23 0.7063(2) 0.57607(5) 0.29890(17) 0.0424(5) Uani d . . . 1 . .
C C24 0.8228(2) 0.58314(6) 0.32843(18) 0.0480(6) Uani d . . . 1 . .
H H24 0.8439 0.6052 0.3356 0.058 Uiso calc U . R 1 . .
C C25 0.9150(2) 0.56028(6) 0.34938(17) 0.0452(6) Uani d . . . 1 . .
C C26 1.0327(2) 0.57168(7) 0.3805(2) 0.0583(7) Uani d . . . 1 . .
H H26 1.0477 0.5941 0.3857 0.07 Uiso calc U . R 1 . .
C C27 1.1227(2) 0.55071(7) 0.4027(2) 0.0631(7) Uani d . . . 1 . .
H H27 1.1991 0.5588 0.42 0.076 Uiso calc U . R 1 . .
C C28 1.1046(2) 0.51691(7) 0.40038(18) 0.0512(6) Uani d . . . 1 . .
C C29 1.2015(2) 0.49509(8) 0.4295(2) 0.0628(7) Uani d . . . 1 . .
H H29 1.2777 0.5035 0.4481 0.075 Uiso calc U . R 1 . .
C C30 1.1871(2) 0.46262(8) 0.4312(2) 0.0641(8) Uani d . . . 1 . .
H H30 1.2522 0.4486 0.4495 0.077 Uiso calc U . R 1 . .
C C31 1.0746(2) 0.45015(7) 0.40536(19) 0.0583(7) Uani d . . . 1 . .
H H31 1.0646 0.4276 0.4084 0.07 Uiso calc U . R 1 . .
C C32 0.9784(2) 0.47012(6) 0.37567(18) 0.0491(6) Uani d . . . 1 . .
H H32 0.9035 0.461 0.3584 0.059 Uiso calc U . R 1 . .
C C33 0.9887(2) 0.50419(6) 0.37026(17) 0.0440(5) Uani d . . . 1 . .
C C34 0.89067(19) 0.52678(5) 0.34007(16) 0.0402(5) Uani d . . . 1 . .
C C35 0.6183(2) 0.60300(5) 0.2741(2) 0.0565(7) Uani d . . . 1 . .
H H35A 0.6598 0.6236 0.2933 0.085 Uiso calc U . R 1 . .
H H35B 0.5726 0.6 0.3142 0.085 Uiso calc U . R 1 . .
H H35C 0.5656 0.6029 0.1986 0.085 Uiso calc U . R 1 . .
C C36 0.51537(17) 0.43806(5) 0.19245(17) 0.0359(5) Uani d . . . 1 . .
C C37 0.5454(2) 0.41401(5) 0.27076(19) 0.0481(6) Uani d . . . 1 . .
C C38 0.5608(2) 0.38253(6) 0.2436(2) 0.0566(7) Uani d . . . 1 . .
H H38 0.5802 0.3662 0.2955 0.068 Uiso calc U . R 1 . .
C C39 0.5489(2) 0.37417(5) 0.1439(2) 0.0503(6) Uani d . . . 1 . .
C C40 0.5201(2) 0.39843(5) 0.0691(2) 0.0496(6) Uani d . . . 1 . .
H H40 0.5128 0.3932 0.001 0.06 Uiso calc U . R 1 . .
C C41 0.50156(19) 0.43025(5) 0.09041(18) 0.0408(5) Uani d . . . 1 . .
C C42 0.5603(3) 0.42227(7) 0.3807(2) 0.0823(9) Uani d . . . 1 . .
H H42A 0.6041 0.4424 0.4038 0.123 Uiso calc U . R 1 . .
H H42B 0.6034 0.405 0.4294 0.123 Uiso calc U . R 1 . .
H H42C 0.483 0.4247 0.3799 0.123 Uiso calc U . R 1 . .
C C43 0.5651(3) 0.33969(6) 0.1165(3) 0.0740(8) Uani d . . . 1 . .
H H43A 0.4947 0.3272 0.1041 0.111 Uiso calc U . R 1 . .
H H43B 0.6331 0.3302 0.1749 0.111 Uiso calc U . R 1 . .
H H43C 0.5778 0.3395 0.0528 0.111 Uiso calc U . R 1 . .
C C44 0.4644(3) 0.45546(6) 0.0043(2) 0.0578(7) Uani d . . . 1 . .
H H44A 0.4531 0.4453 -0.0621 0.087 Uiso calc U . R 1 . .
H H44B 0.5254 0.472 0.0234 0.087 Uiso calc U . R 1 . .
H H44C 0.3908 0.4654 -0.004 0.087 Uiso calc U . R 1 . .
C C45 -0.02361(19) 0.28826(5) 0.44231(17) 0.0401(5) Uani d . . . 1 . .
C C46 -0.07141(18) 0.25590(5) 0.43011(16) 0.0367(5) Uani d . . . 1 . .
C C47 0.02258(18) 0.23535(5) 0.44814(17) 0.0403(5) Uani d . . . 1 . .
H H47 0.019 0.2126 0.4449 0.048 Uiso calc U . R 1 . .
C C48 0.12305(18) 0.25399(5) 0.47190(18) 0.0398(5) Uani d . . . 1 . .
C C49 0.23684(19) 0.24303(5) 0.49570(18) 0.0416(5) Uani d . . . 1 . .
C C50 0.32819(19) 0.26514(5) 0.51396(18) 0.0431(5) Uani d . . . 1 . .
C C51 0.44793(19) 0.25893(5) 0.54634(18) 0.0448(5) Uani d . . . 1 . .
H H51 0.4837 0.2383 0.559 0.054 Uiso calc U . R 1 . .
C C52 0.5056(2) 0.28856(5) 0.55685(18) 0.0439(5) Uani d . . . 1 . .
C C53 0.4135(2) 0.31290(5) 0.52579(18) 0.0438(5) Uani d . . . 1 . .
C C54 -0.0974(2) 0.31605(5) 0.42542(19) 0.0483(6) Uani d . . . 1 . .
C C55 -0.2141(2) 0.30941(6) 0.39533(19) 0.0491(6) Uani d . . . 1 . .
H H55 -0.2649 0.3272 0.3844 0.059 Uiso calc U . R 1 . .
C C56 -0.2661(2) 0.27807(6) 0.37894(17) 0.0444(5) Uani d . . . 1 . .
C C57 -0.3911(2) 0.27509(7) 0.33925(19) 0.0548(6) Uani d . . . 1 . .
H H57 -0.4377 0.2939 0.3278 0.066 Uiso calc U . R 1 . .
C C58 -0.4436(2) 0.24576(7) 0.3179(2) 0.0601(7) Uani d . . . 1 . .
H H58 -0.5267 0.2445 0.2871 0.072 Uiso calc U . R 1 . .
C C59 -0.3758(2) 0.21673(6) 0.34077(18) 0.0502(6) Uani d . . . 1 . .
C C60 -0.4310(2) 0.18592(8) 0.3220(2) 0.0678(8) Uani d . . . 1 . .
H H60 -0.5142 0.1847 0.2904 0.081 Uiso calc U . R 1 . .
C C61 -0.3673(3) 0.15838(7) 0.3481(2) 0.0702(8) Uani d . . . 1 . .
H H61 -0.4057 0.1381 0.3334 0.084 Uiso calc U . R 1 . .
C C62 -0.2446(2) 0.15999(7) 0.3968(2) 0.0663(8) Uani d . . . 1 . .
H H62 -0.1998 0.1408 0.4178 0.08 Uiso calc U . R 1 . .
C C63 -0.1887(2) 0.18923(6) 0.4146(2) 0.0563(7) Uani d . . . 1 . .
H H63 -0.1054 0.1897 0.4477 0.068 Uiso calc U . R 1 . .
C C64 -0.25046(19) 0.21875(6) 0.38525(17) 0.0422(5) Uani d . . . 1 . .
C C65 -0.19588(18) 0.25025(5) 0.39895(16) 0.0383(5) Uani d . . . 1 . .
C C66 -0.0561(3) 0.35072(6) 0.4396(3) 0.0756(9) Uani d . . . 1 . .
H H66A -0.1221 0.365 0.4285 0.113 Uiso calc U . R 1 . .
H H66B -0.0258 0.3559 0.3883 0.113 Uiso calc U . R 1 . .
H H66C 0.0061 0.3537 0.511 0.113 Uiso calc U . R 1 . .
C C67 0.4386(2) 0.34659(6) 0.52249(19) 0.0516(6) Uani d . . . 1 . .
C C68 0.5558(2) 0.35403(6) 0.5618(2) 0.0586(7) Uani d . . . 1 . .
H H68 0.5758 0.3761 0.5662 0.07 Uiso calc U . R 1 . .
C C69 0.6507(2) 0.33131(6) 0.5968(2) 0.0543(6) Uani d . . . 1 . .
C C70 0.7680(3) 0.34351(8) 0.6341(2) 0.0697(8) Uani d . . . 1 . .
H H70 0.7815 0.366 0.6384 0.084 Uiso calc U . R 1 . .
C C71 0.8604(3) 0.32263(9) 0.6636(2) 0.0752(9) Uani d . . . 1 . .
H H71 0.9376 0.331 0.688 0.09 Uiso calc U . R 1 . .
C C72 0.8438(2) 0.28867(8) 0.6586(2) 0.0611(7) Uani d . . . 1 . .
C C73 0.9411(3) 0.26751(10) 0.6875(2) 0.0763(9) Uani d . . . 1 . .
H H73 1.0173 0.2764 0.7097 0.092 Uiso calc U . R 1 . .
C C74 0.9286(2) 0.23486(10) 0.6844(2) 0.0753(9) Uani d . . . 1 . .
H H74 0.995 0.2213 0.7042 0.09 Uiso calc U . R 1 . .
C C75 0.8158(2) 0.22169(8) 0.6515(2) 0.0662(8) Uani d . . . 1 . .
H H75 0.806 0.199 0.6498 0.079 Uiso calc U . R 1 . .
C C76 0.7190(2) 0.24156(7) 0.6215(2) 0.0578(7) Uani d . . . 1 . .
H H76 0.6436 0.2321 0.5984 0.069 Uiso calc U . R 1 . .
C C77 0.7278(2) 0.27561(6) 0.62404(18) 0.0493(6) Uani d . . . 1 . .
C C78 0.6288(2) 0.29774(6) 0.59256(18) 0.0471(6) Uani d . . . 1 . .
C C79 0.3479(3) 0.37307(6) 0.4762(2) 0.0692(8) Uani d . . . 1 . .
H H79A 0.3876 0.3939 0.4889 0.104 Uiso calc U . R 1 . .
H H79B 0.2945 0.3727 0.5097 0.104 Uiso calc U . R 1 . .
H H79C 0.3032 0.3697 0.4003 0.104 Uiso calc U . R 1 . .
C C80 0.25198(18) 0.20723(5) 0.49382(19) 0.0424(5) Uani d . . . 1 . .
C C81 0.24838(19) 0.18781(5) 0.57495(19) 0.0469(6) Uani d . . . 1 . .
C C82 0.2376(2) 0.15437(6) 0.5596(2) 0.0552(6) Uani d . . . 1 . .
H H82 0.2366 0.1412 0.614 0.066 Uiso calc U . R 1 . .
C C83 0.2283(2) 0.13989(6) 0.4666(2) 0.0573(7) Uani d . . . 1 . .
C C84 0.2389(2) 0.15935(6) 0.3912(2) 0.0561(7) Uani d . . . 1 . .
H H84 0.2378 0.1496 0.3299 0.067 Uiso calc U . R 1 . .
C C85 0.25128(19) 0.19276(5) 0.4023(2) 0.0460(6) Uani d . . . 1 . .
C C86 0.2553(3) 0.20189(6) 0.6768(2) 0.0657(7) Uani d . . . 1 . .
H H86A 0.1771 0.209 0.6661 0.099 Uiso calc U . R 1 . .
H H86B 0.3091 0.2202 0.698 0.099 Uiso calc U . R 1 . .
H H86C 0.284 0.1855 0.7322 0.099 Uiso calc U . R 1 . .
C C87 0.2052(3) 0.10400(6) 0.4484(3) 0.0827(10) Uani d . . . 1 . .
H H87A 0.1226 0.0996 0.4304 0.124 Uiso calc U . R 1 . .
H H87B 0.2552 0.0923 0.5127 0.124 Uiso calc U . R 1 . .
H H87C 0.2228 0.097 0.3906 0.124 Uiso calc U . R 1 . .
C C88 0.2620(2) 0.21285(7) 0.3172(2) 0.0636(7) Uani d . . . 1 . .
H H88A 0.2134 0.2322 0.3042 0.095 Uiso calc U . R 1 . .
H H88B 0.2355 0.2003 0.2522 0.095 Uiso calc U . R 1 . .
H H88C 0.3441 0.2191 0.3402 0.095 Uiso calc U . R 1 . .
F F1 0.40995(11) 0.56348(3) 0.15263(10) 0.0488(3) Uani d . . . 1 . .
F F2 0.45677(12) 0.55754(3) 0.32878(11) 0.0555(4) Uani d . . . 1 . .
F F3 0.19945(12) 0.33432(3) 0.56189(11) 0.0591(4) Uani d . . . 1 . .
F F4 0.14258(12) 0.33059(3) 0.38280(12) 0.0619(4) Uani d . . . 1 . .
N N1 0.35523(15) 0.51382(4) 0.20971(14) 0.0385(4) Uani d . . . 1 . .
N N2 0.56999(15) 0.52751(4) 0.25736(13) 0.0373(4) Uani d . . . 1 . .
N N3 0.09540(15) 0.28660(4) 0.46835(14) 0.0411(4) Uani d . . . 1 . .
N N4 0.30662(16) 0.29818(4) 0.50163(15) 0.0433(5) Uani d . . . 1 . .
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'
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
F2 B1 F1 . . 111.38(18) ?
F2 B1 N2 . . 109.31(18) ?
F1 B1 N2 . . 109.57(18) ?
F2 B1 N1 . . 109.20(18) ?
F1 B1 N1 . . 108.97(18) ?
N2 B1 N1 . . 108.36(17) ?
F4 B2 F3 . . 111.58(19) ?
F4 B2 N4 . . 110.1(2) ?
F3 B2 N4 . . 108.61(19) ?
F4 B2 N3 . . 108.43(19) ?
F3 B2 N3 . . 109.5(2) ?
N4 B2 N3 . . 108.65(17) ?
N1 C1 C10 . . 129.31(19) ?
N1 C1 C2 . . 109.29(17) ?
C10 C1 C2 . . 121.2(2) ?
C3 C2 C1 . . 105.87(18) ?
C3 C2 C21 . . 132.8(2) ?
C1 C2 C21 . . 121.27(19) ?
C2 C3 C4 . . 108.17(18) ?
C2 C3 H3 . . 125.9 ?
C4 C3 H3 . . 125.9 ?
N1 C4 C5 . . 122.29(19) ?
N1 C4 C3 . . 110.07(18) ?
C5 C4 C3 . . 127.64(19) ?
C4 C5 C6 . . 120.47(19) ?
C4 C5 C36 . . 119.60(18) ?
C6 C5 C36 . . 119.85(18) ?
N2 C6 C7 . . 110.41(18) ?
N2 C6 C5 . . 121.92(19) ?
C7 C6 C5 . . 127.65(19) ?
C6 C7 C8 . . 107.99(19) ?
C6 C7 H7 . . 126.0 ?
C8 C7 H7 . . 126.0 ?
C7 C8 C9 . . 105.52(18) ?
C7 C8 C34 . . 133.1(2) ?
C9 C8 C34 . . 121.36(19) ?
N2 C9 C23 . . 128.6(2) ?
N2 C9 C8 . . 109.84(17) ?
C23 C9 C8 . . 121.49(19) ?
C11 C10 C1 . . 114.8(2) ?
C11 C10 C22 . . 119.5(2) ?
C1 C10 C22 . . 125.7(2) ?
C10 C11 C12 . . 126.5(2) ?
C10 C11 H11 . . 116.8 ?
C12 C11 H11 . . 116.8 ?
C21 C12 C11 . . 120.0(2) ?
C21 C12 C13 . . 120.2(2) ?
C11 C12 C13 . . 119.7(2) ?
C14 C13 C12 . . 121.0(2) ?
C14 C13 H13 . . 119.5 ?
C12 C13 H13 . . 119.5 ?
C13 C14 C15 . . 120.9(2) ?
C13 C14 H14 . . 119.6 ?
C15 C14 H14 . . 119.6 ?
C16 C15 C14 . . 120.4(2) ?
C16 C15 C20 . . 119.6(3) ?
C14 C15 C20 . . 119.9(2) ?
C17 C16 C15 . . 120.9(3) ?
C17 C16 H16 . . 119.5 ?
C15 C16 H16 . . 119.5 ?
C16 C17 C18 . . 120.1(3) ?
C16 C17 H17 . . 120.0 ?
C18 C17 H17 . . 120.0 ?
C19 C18 C17 . . 120.1(3) ?
C19 C18 H18 . . 119.9 ?
C17 C18 H18 . . 119.9 ?
C18 C19 C20 . . 122.1(2) ?
C18 C19 H19 . . 119.0 ?
C20 C19 H19 . . 119.0 ?
C19 C20 C15 . . 117.1(2) ?
C19 C20 C21 . . 124.2(2) ?
C15 C20 C21 . . 118.5(2) ?
C12 C21 C20 . . 119.0(2) ?
C12 C21 C2 . . 115.5(2) ?
C20 C21 C2 . . 125.4(2) ?
C10 C22 H22A . . 109.5 ?
C10 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
C10 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
C24 C23 C9 . . 114.8(2) ?
C24 C23 C35 . . 119.7(2) ?
C9 C23 C35 . . 125.3(2) ?
C23 C24 C25 . . 126.1(2) ?
C23 C24 H24 . . 117.0 ?
C25 C24 H24 . . 117.0 ?
C34 C25 C24 . . 120.5(2) ?
C34 C25 C26 . . 120.4(2) ?
C24 C25 C26 . . 119.1(2) ?
C27 C26 C25 . . 120.8(2) ?
C27 C26 H26 . . 119.6 ?
C25 C26 H26 . . 119.6 ?
C26 C27 C28 . . 121.2(2) ?
C26 C27 H27 . . 119.4 ?
C28 C27 H27 . . 119.4 ?
C27 C28 C29 . . 120.6(2) ?
C27 C28 C33 . . 120.3(2) ?
C29 C28 C33 . . 119.1(2) ?
C30 C29 C28 . . 121.8(3) ?
C30 C29 H29 . . 119.1 ?
C28 C29 H29 . . 119.1 ?
C29 C30 C31 . . 119.2(3) ?
C29 C30 H30 . . 120.4 ?
C31 C30 H30 . . 120.4 ?
C32 C31 C30 . . 121.1(3) ?
C32 C31 H31 . . 119.4 ?
C30 C31 H31 . . 119.4 ?
C31 C32 C33 . . 121.6(2) ?
C31 C32 H32 . . 119.2 ?
C33 C32 H32 . . 119.2 ?
C32 C33 C28 . . 117.0(2) ?
C32 C33 C34 . . 124.5(2) ?
C28 C33 C34 . . 118.4(2) ?
C25 C34 C8 . . 115.5(2) ?
C25 C34 C33 . . 118.7(2) ?
C8 C34 C33 . . 125.8(2) ?
C23 C35 H35A . . 109.5 ?
C23 C35 H35B . . 109.5 ?
H35A C35 H35B . . 109.5 ?
C23 C35 H35C . . 109.5 ?
H35A C35 H35C . . 109.5 ?
H35B C35 H35C . . 109.5 ?
C41 C36 C37 . . 120.40(19) ?
C41 C36 C5 . . 118.92(18) ?
C37 C36 C5 . . 120.7(2) ?
C38 C37 C36 . . 118.0(2) ?
C38 C37 C42 . . 121.4(2) ?
C36 C37 C42 . . 120.6(2) ?
C39 C38 C37 . . 122.9(2) ?
C39 C38 H38 . . 118.6 ?
C37 C38 H38 . . 118.6 ?
C40 C39 C38 . . 117.6(2) ?
C40 C39 C43 . . 120.7(2) ?
C38 C39 C43 . . 121.7(2) ?
C39 C40 C41 . . 122.5(2) ?
C39 C40 H40 . . 118.8 ?
C41 C40 H40 . . 118.8 ?
C40 C41 C36 . . 118.7(2) ?
C40 C41 C44 . . 120.3(2) ?
C36 C41 C44 . . 121.03(19) ?
C37 C42 H42A . . 109.5 ?
C37 C42 H42B . . 109.5 ?
H42A C42 H42B . . 109.5 ?
C37 C42 H42C . . 109.5 ?
H42A C42 H42C . . 109.5 ?
H42B C42 H42C . . 109.5 ?
C39 C43 H43A . . 109.5 ?
C39 C43 H43B . . 109.5 ?
H43A C43 H43B . . 109.5 ?
C39 C43 H43C . . 109.5 ?
H43A C43 H43C . . 109.5 ?
H43B C43 H43C . . 109.5 ?
C41 C44 H44A . . 109.5 ?
C41 C44 H44B . . 109.5 ?
H44A C44 H44B . . 109.5 ?
C41 C44 H44C . . 109.5 ?
H44A C44 H44C . . 109.5 ?
H44B C44 H44C . . 109.5 ?
N3 C45 C54 . . 129.4(2) ?
N3 C45 C46 . . 109.43(17) ?
C54 C45 C46 . . 121.1(2) ?
C47 C46 C45 . . 105.52(18) ?
C47 C46 C65 . . 132.8(2) ?
C45 C46 C65 . . 121.59(19) ?
C46 C47 C48 . . 108.54(18) ?
C46 C47 H47 . . 125.7 ?
C48 C47 H47 . . 125.7 ?
N3 C48 C47 . . 110.00(18) ?
N3 C48 C49 . . 122.59(19) ?
C47 C48 C49 . . 127.41(19) ?
C48 C49 C50 . . 120.39(19) ?
C48 C49 C80 . . 116.27(18) ?
C50 C49 C80 . . 123.24(19) ?
N4 C50 C51 . . 110.25(18) ?
N4 C50 C49 . . 121.21(19) ?
C51 C50 C49 . . 128.5(2) ?
C50 C51 C52 . . 108.1(2) ?
C50 C51 H51 . . 125.9 ?
C52 C51 H51 . . 125.9 ?
C51 C52 C53 . . 105.40(19) ?
C51 C52 C78 . . 133.7(2) ?
C53 C52 C78 . . 120.9(2) ?
N4 C53 C67 . . 128.8(2) ?
N4 C53 C52 . . 109.51(18) ?
C67 C53 C52 . . 121.7(2) ?
C55 C54 C45 . . 115.0(2) ?
C55 C54 C66 . . 119.5(2) ?
C45 C54 C66 . . 125.5(2) ?
C54 C55 C56 . . 126.1(2) ?
C54 C55 H55 . . 117.0 ?
C56 C55 H55 . . 117.0 ?
C65 C56 C55 . . 120.6(2) ?
C65 C56 C57 . . 119.9(2) ?
C55 C56 C57 . . 119.5(2) ?
C58 C57 C56 . . 120.9(2) ?
C58 C57 H57 . . 119.6 ?
C56 C57 H57 . . 119.6 ?
C57 C58 C59 . . 121.3(2) ?
C57 C58 H58 . . 119.4 ?
C59 C58 H58 . . 119.4 ?
C60 C59 C64 . . 119.5(2) ?
C60 C59 C58 . . 121.2(2) ?
C64 C59 C58 . . 119.3(2) ?
C61 C60 C59 . . 121.5(2) ?
C61 C60 H60 . . 119.2 ?
C59 C60 H60 . . 119.2 ?
C60 C61 C62 . . 119.6(3) ?
C60 C61 H61 . . 120.2 ?
C62 C61 H61 . . 120.2 ?
C63 C62 C61 . . 120.4(3) ?
C63 C62 H62 . . 119.8 ?
C61 C62 H62 . . 119.8 ?
C62 C63 C64 . . 122.6(2) ?
C62 C63 H63 . . 118.7 ?
C64 C63 H63 . . 118.7 ?
C63 C64 C59 . . 116.2(2) ?
C63 C64 C65 . . 124.9(2) ?
C59 C64 C65 . . 118.9(2) ?
C56 C65 C64 . . 119.4(2) ?
C56 C65 C46 . . 115.58(19) ?
C64 C65 C46 . . 125.01(19) ?
C54 C66 H66A . . 109.5 ?
C54 C66 H66B . . 109.5 ?
H66A C66 H66B . . 109.5 ?
C54 C66 H66C . . 109.5 ?
H66A C66 H66C . . 109.5 ?
H66B C66 H66C . . 109.5 ?
C68 C67 C53 . . 114.8(2) ?
C68 C67 C79 . . 119.4(2) ?
C53 C67 C79 . . 125.7(2) ?
C67 C68 C69 . . 125.8(2) ?
C67 C68 H68 . . 117.1 ?
C69 C68 H68 . . 117.1 ?
C78 C69 C70 . . 121.0(3) ?
C78 C69 C68 . . 120.9(2) ?
C70 C69 C68 . . 118.1(2) ?
C71 C70 C69 . . 119.9(3) ?
C71 C70 H70 . . 120.1 ?
C69 C70 H70 . . 120.1 ?
C70 C71 C72 . . 121.8(3) ?
C70 C71 H71 . . 119.1 ?
C72 C71 H71 . . 119.1 ?
C73 C72 C71 . . 120.6(3) ?
C73 C72 C77 . . 119.5(3) ?
C71 C72 C77 . . 119.9(3) ?
C74 C73 C72 . . 122.2(3) ?
C74 C73 H73 . . 118.9 ?
C72 C73 H73 . . 118.9 ?
C73 C74 C75 . . 119.0(3) ?
C73 C74 H74 . . 120.5 ?
C75 C74 H74 . . 120.5 ?
C76 C75 C74 . . 120.3(3) ?
C76 C75 H75 . . 119.8 ?
C74 C75 H75 . . 119.8 ?
C75 C76 C77 . . 122.6(2) ?
C75 C76 H76 . . 118.7 ?
C77 C76 H76 . . 118.7 ?
C76 C77 C72 . . 116.3(2) ?
C76 C77 C78 . . 125.0(2) ?
C72 C77 C78 . . 118.7(2) ?
C69 C78 C77 . . 118.8(2) ?
C69 C78 C52 . . 115.5(2) ?
C77 C78 C52 . . 125.7(2) ?
C67 C79 H79A . . 109.5 ?
C67 C79 H79B . . 109.5 ?
H79A C79 H79B . . 109.5 ?
C67 C79 H79C . . 109.5 ?
H79A C79 H79C . . 109.5 ?
H79B C79 H79C . . 109.5 ?
C81 C80 C85 . . 120.2(2) ?
C81 C80 C49 . . 120.1(2) ?
C85 C80 C49 . . 119.0(2) ?
C82 C81 C80 . . 118.3(2) ?
C82 C81 C86 . . 119.3(2) ?
C80 C81 C86 . . 122.4(2) ?
C83 C82 C81 . . 122.2(2) ?
C83 C82 H82 . . 118.9 ?
C81 C82 H82 . . 118.9 ?
C84 C83 C82 . . 118.0(2) ?
C84 C83 C87 . . 121.3(3) ?
C82 C83 C87 . . 120.7(3) ?
C83 C84 C85 . . 122.4(2) ?
C83 C84 H84 . . 118.8 ?
C85 C84 H84 . . 118.8 ?
C84 C85 C80 . . 118.6(2) ?
C84 C85 C88 . . 120.2(2) ?
C80 C85 C88 . . 121.3(2) ?
C81 C86 H86A . . 109.5 ?
C81 C86 H86B . . 109.5 ?
H86A C86 H86B . . 109.5 ?
C81 C86 H86C . . 109.5 ?
H86A C86 H86C . . 109.5 ?
H86B C86 H86C . . 109.5 ?
C83 C87 H87A . . 109.5 ?
C83 C87 H87B . . 109.5 ?
H87A C87 H87B . . 109.5 ?
C83 C87 H87C . . 109.5 ?
H87A C87 H87C . . 109.5 ?
H87B C87 H87C . . 109.5 ?
C85 C88 H88A . . 109.5 ?
C85 C88 H88B . . 109.5 ?
H88A C88 H88B . . 109.5 ?
C85 C88 H88C . . 109.5 ?
H88A C88 H88C . . 109.5 ?
H88B C88 H88C . . 109.5 ?
C1 N1 C4 . . 106.48(16) ?
C1 N1 B1 . . 130.18(17) ?
C4 N1 B1 . . 123.32(17) ?
C9 N2 C6 . . 106.05(17) ?
C9 N2 B1 . . 130.50(17) ?
C6 N2 B1 . . 123.45(17) ?
C45 N3 C48 . . 106.50(17) ?
C45 N3 B2 . . 130.29(17) ?
C48 N3 B2 . . 122.71(18) ?
C53 N4 C50 . . 106.68(18) ?
C53 N4 B2 . . 129.00(18) ?
C50 N4 B2 . . 123.94(17) ?
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 F2 . 1.380(3) ?
B1 F1 . 1.381(3) ?
B1 N2 . 1.565(3) ?
B1 N1 . 1.568(3) ?
B2 F4 . 1.379(3) ?
B2 F3 . 1.388(3) ?
B2 N4 . 1.555(3) ?
B2 N3 . 1.556(3) ?
C1 N1 . 1.379(3) ?
C1 C10 . 1.422(3) ?
C1 C2 . 1.442(3) ?
C2 C3 . 1.384(3) ?
C2 C21 . 1.447(3) ?
C3 C4 . 1.394(3) ?
C3 H3 . 0.94 ?
C4 N1 . 1.385(3) ?
C4 C5 . 1.391(3) ?
C5 C6 . 1.401(3) ?
C5 C36 . 1.489(3) ?
C6 N2 . 1.386(3) ?
C6 C7 . 1.387(3) ?
C7 C8 . 1.392(3) ?
C7 H7 . 0.94 ?
C8 C9 . 1.435(3) ?
C8 C34 . 1.448(3) ?
C9 N2 . 1.376(3) ?
C9 C23 . 1.431(3) ?
C10 C11 . 1.362(3) ?
C10 C22 . 1.503(3) ?
C11 C12 . 1.418(3) ?
C11 H11 . 0.94 ?
C12 C21 . 1.402(3) ?
C12 C13 . 1.418(3) ?
C13 C14 . 1.347(4) ?
C13 H13 . 0.94 ?
C14 C15 . 1.418(4) ?
C14 H14 . 0.94 ?
C15 C16 . 1.413(4) ?
C15 C20 . 1.421(3) ?
C16 C17 . 1.367(4) ?
C16 H16 . 0.94 ?
C17 C18 . 1.395(4) ?
C17 H17 . 0.94 ?
C18 C19 . 1.366(3) ?
C18 H18 . 0.94 ?
C19 C20 . 1.417(3) ?
C19 H19 . 0.94 ?
C20 C21 . 1.442(3) ?
C22 H22A . 0.97 ?
C22 H22B . 0.97 ?
C22 H22C . 0.97 ?
C23 C24 . 1.364(3) ?
C23 C35 . 1.495(3) ?
C24 C25 . 1.420(3) ?
C24 H24 . 0.94 ?
C25 C34 . 1.407(3) ?
C25 C26 . 1.425(3) ?
C26 C27 . 1.346(4) ?
C26 H26 . 0.94 ?
C27 C28 . 1.409(4) ?
C27 H27 . 0.94 ?
C28 C29 . 1.421(4) ?
C28 C33 . 1.425(3) ?
C29 C30 . 1.352(4) ?
C29 H29 . 0.94 ?
C30 C31 . 1.393(4) ?
C30 H30 . 0.94 ?
C31 C32 . 1.366(3) ?
C31 H31 . 0.94 ?
C32 C33 . 1.415(3) ?
C32 H32 . 0.94 ?
C33 C34 . 1.450(3) ?
C35 H35A . 0.97 ?
C35 H35B . 0.97 ?
C35 H35C . 0.97 ?
C36 C41 . 1.397(3) ?
C36 C37 . 1.400(3) ?
C37 C38 . 1.388(3) ?
C37 C42 . 1.504(4) ?
C38 C39 . 1.380(4) ?
C38 H38 . 0.94 ?
C39 C40 . 1.376(3) ?
C39 C43 . 1.508(3) ?
C40 C41 . 1.387(3) ?
C40 H40 . 0.94 ?
C41 C44 . 1.502(3) ?
C42 H42A . 0.97 ?
C42 H42B . 0.97 ?
C42 H42C . 0.97 ?
C43 H43A . 0.97 ?
C43 H43B . 0.97 ?
C43 H43C . 0.97 ?
C44 H44A . 0.97 ?
C44 H44B . 0.97 ?
C44 H44C . 0.97 ?
C45 N3 . 1.375(3) ?
C45 C54 . 1.426(3) ?
C45 C46 . 1.441(3) ?
C46 C47 . 1.382(3) ?
C46 C65 . 1.445(3) ?
C47 C48 . 1.387(3) ?
C47 H47 . 0.94 ?
C48 N3 . 1.383(3) ?
C48 C49 . 1.392(3) ?
C49 C50 . 1.397(3) ?
C49 C80 . 1.489(3) ?
C50 N4 . 1.384(3) ?
C50 C51 . 1.390(3) ?
C51 C52 . 1.394(3) ?
C51 H51 . 0.94 ?
C52 C53 . 1.446(3) ?
C52 C78 . 1.451(3) ?
C53 N4 . 1.373(3) ?
C53 C67 . 1.428(3) ?
C54 C55 . 1.363(3) ?
C54 C66 . 1.503(3) ?
C55 C56 . 1.420(3) ?
C55 H55 . 0.94 ?
C56 C65 . 1.398(3) ?
C56 C57 . 1.421(3) ?
C57 C58 . 1.346(4) ?
C57 H57 . 0.94 ?
C58 C59 . 1.421(4) ?
C58 H58 . 0.94 ?
C59 C60 . 1.415(4) ?
C59 C64 . 1.419(3) ?
C60 C61 . 1.343(4) ?
C60 H60 . 0.94 ?
C61 C62 . 1.386(4) ?
C61 H61 . 0.94 ?
C62 C63 . 1.361(3) ?
C62 H62 . 0.94 ?
C63 C64 . 1.404(3) ?
C63 H63 . 0.94 ?
C64 C65 . 1.440(3) ?
C66 H66A . 0.97 ?
C66 H66B . 0.97 ?
C66 H66C . 0.97 ?
C67 C68 . 1.361(3) ?
C67 C79 . 1.503(4) ?
C68 C69 . 1.423(4) ?
C68 H68 . 0.94 ?
C69 C78 . 1.406(3) ?
C69 C70 . 1.421(3) ?
C70 C71 . 1.355(4) ?
C70 H70 . 0.94 ?
C71 C72 . 1.412(4) ?
C71 H71 . 0.94 ?
C72 C73 . 1.408(4) ?
C72 C77 . 1.423(3) ?
C73 C74 . 1.353(4) ?
C73 H73 . 0.94 ?
C74 C75 . 1.393(4) ?
C74 H74 . 0.94 ?
C75 C76 . 1.370(4) ?
C75 H75 . 0.94 ?
C76 C77 . 1.407(3) ?
C76 H76 . 0.94 ?
C77 C78 . 1.446(3) ?
C79 H79A . 0.97 ?
C79 H79B . 0.97 ?
C79 H79C . 0.97 ?
C80 C81 . 1.404(3) ?
C80 C85 . 1.407(3) ?
C81 C82 . 1.392(3) ?
C81 C86 . 1.505(3) ?
C82 C83 . 1.388(4) ?
C82 H82 . 0.94 ?
C83 C84 . 1.376(4) ?
C83 C87 . 1.507(3) ?
C84 C85 . 1.387(3) ?
C84 H84 . 0.94 ?
C85 C88 . 1.503(3) ?
C86 H86A . 0.97 ?
C86 H86B . 0.97 ?
C86 H86C . 0.97 ?
C87 H87A . 0.97 ?
C87 H87B . 0.97 ?
C87 H87C . 0.97 ?
C88 H88A . 0.97 ?
C88 H88B . 0.97 ?
C88 H88C . 0.97 ?
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
N1 C1 C2 C3 . . . . -3.4(2) ?
C10 C1 C2 C3 . . . . 172.0(2) ?
N1 C1 C2 C21 . . . . 179.43(18) ?
C10 C1 C2 C21 . . . . -5.1(3) ?
C1 C2 C3 C4 . . . . 2.1(2) ?
C21 C2 C3 C4 . . . . 178.8(2) ?
C2 C3 C4 N1 . . . . -0.1(2) ?
C2 C3 C4 C5 . . . . -179.8(2) ?
N1 C4 C5 C6 . . . . 4.6(3) ?
C3 C4 C5 C6 . . . . -175.8(2) ?
N1 C4 C5 C36 . . . . -172.17(19) ?
C3 C4 C5 C36 . . . . 7.5(3) ?
C4 C5 C6 N2 . . . . -4.2(3) ?
C36 C5 C6 N2 . . . . 172.55(18) ?
C4 C5 C6 C7 . . . . 174.2(2) ?
C36 C5 C6 C7 . . . . -9.1(3) ?
N2 C6 C7 C8 . . . . 1.2(2) ?
C5 C6 C7 C8 . . . . -177.3(2) ?
C6 C7 C8 C9 . . . . -3.3(2) ?
C6 C7 C8 C34 . . . . 178.3(2) ?
C7 C8 C9 N2 . . . . 4.4(2) ?
C34 C8 C9 N2 . . . . -176.99(17) ?
C7 C8 C9 C23 . . . . -172.42(18) ?
C34 C8 C9 C23 . . . . 6.2(3) ?
N1 C1 C10 C11 . . . . 172.8(2) ?
C2 C1 C10 C11 . . . . -1.7(3) ?
N1 C1 C10 C22 . . . . -5.6(4) ?
C2 C1 C10 C22 . . . . 179.9(2) ?
C1 C10 C11 C12 . . . . 3.8(3) ?
C22 C10 C11 C12 . . . . -177.7(2) ?
C10 C11 C12 C21 . . . . 1.0(4) ?
C10 C11 C12 C13 . . . . 179.2(2) ?
C21 C12 C13 C14 . . . . 1.0(3) ?
C11 C12 C13 C14 . . . . -177.2(2) ?
C12 C13 C14 C15 . . . . 4.4(4) ?
C13 C14 C15 C16 . . . . 172.5(2) ?
C13 C14 C15 C20 . . . . -4.0(4) ?
C14 C15 C16 C17 . . . . -174.8(3) ?
C20 C15 C16 C17 . . . . 1.8(4) ?
C15 C16 C17 C18 . . . . 0.5(5) ?
C16 C17 C18 C19 . . . . -1.8(5) ?
C17 C18 C19 C20 . . . . 0.8(4) ?
C18 C19 C20 C15 . . . . 1.4(4) ?
C18 C19 C20 C21 . . . . 176.5(2) ?
C16 C15 C20 C19 . . . . -2.7(3) ?
C14 C15 C20 C19 . . . . 173.9(2) ?
C16 C15 C20 C21 . . . . -178.1(2) ?
C14 C15 C20 C21 . . . . -1.5(3) ?
C11 C12 C21 C20 . . . . 171.74(19) ?
C13 C12 C21 C20 . . . . -6.5(3) ?
C11 C12 C21 C2 . . . . -7.5(3) ?
C13 C12 C21 C2 . . . . 174.25(19) ?
C19 C20 C21 C12 . . . . -168.4(2) ?
C15 C20 C21 C12 . . . . 6.6(3) ?
C19 C20 C21 C2 . . . . 10.8(3) ?
C15 C20 C21 C2 . . . . -174.2(2) ?
C3 C2 C21 C12 . . . . -166.7(2) ?
C1 C2 C21 C12 . . . . 9.5(3) ?
C3 C2 C21 C20 . . . . 14.1(4) ?
C1 C2 C21 C20 . . . . -169.69(19) ?
N2 C9 C23 C24 . . . . -178.6(2) ?
C8 C9 C23 C24 . . . . -2.4(3) ?
N2 C9 C23 C35 . . . . -2.8(4) ?
C8 C9 C23 C35 . . . . 173.4(2) ?
C9 C23 C24 C25 . . . . -0.8(3) ?
C35 C23 C24 C25 . . . . -176.8(2) ?
C23 C24 C25 C34 . . . . 0.3(4) ?
C23 C24 C25 C26 . . . . -179.4(2) ?
C34 C25 C26 C27 . . . . -0.7(4) ?
C24 C25 C26 C27 . . . . 178.9(2) ?
C25 C26 C27 C28 . . . . -2.8(4) ?
C26 C27 C28 C29 . . . . -176.6(2) ?
C26 C27 C28 C33 . . . . 2.5(4) ?
C27 C28 C29 C30 . . . . 177.9(2) ?
C33 C28 C29 C30 . . . . -1.1(4) ?
C28 C29 C30 C31 . . . . -1.1(4) ?
C29 C30 C31 C32 . . . . 1.8(4) ?
C30 C31 C32 C33 . . . . -0.3(4) ?
C31 C32 C33 C28 . . . . -1.9(3) ?
C31 C32 C33 C34 . . . . -179.6(2) ?
C27 C28 C33 C32 . . . . -176.5(2) ?
C29 C28 C33 C32 . . . . 2.6(3) ?
C27 C28 C33 C34 . . . . 1.3(3) ?
C29 C28 C33 C34 . . . . -179.6(2) ?
C24 C25 C34 C8 . . . . 3.3(3) ?
C26 C25 C34 C8 . . . . -177.1(2) ?
C24 C25 C34 C33 . . . . -175.19(19) ?
C26 C25 C34 C33 . . . . 4.5(3) ?
C7 C8 C34 C25 . . . . 171.8(2) ?
C9 C8 C34 C25 . . . . -6.3(3) ?
C7 C8 C34 C33 . . . . -9.9(4) ?
C9 C8 C34 C33 . . . . 171.97(19) ?
C32 C33 C34 C25 . . . . 172.9(2) ?
C28 C33 C34 C25 . . . . -4.7(3) ?
C32 C33 C34 C8 . . . . -5.3(3) ?
C28 C33 C34 C8 . . . . 177.02(19) ?
C4 C5 C36 C41 . . . . 91.1(2) ?
C6 C5 C36 C41 . . . . -85.6(3) ?
C4 C5 C36 C37 . . . . -87.7(3) ?
C6 C5 C36 C37 . . . . 95.6(2) ?
C41 C36 C37 C38 . . . . 0.0(3) ?
C5 C36 C37 C38 . . . . 178.8(2) ?
C41 C36 C37 C42 . . . . -180.0(2) ?
C5 C36 C37 C42 . . . . -1.2(3) ?
C36 C37 C38 C39 . . . . 0.6(4) ?
C42 C37 C38 C39 . . . . -179.4(3) ?
C37 C38 C39 C40 . . . . -0.2(4) ?
C37 C38 C39 C43 . . . . -179.4(2) ?
C38 C39 C40 C41 . . . . -1.0(4) ?
C43 C39 C40 C41 . . . . 178.3(2) ?
C39 C40 C41 C36 . . . . 1.6(3) ?
C39 C40 C41 C44 . . . . -176.9(2) ?
C37 C36 C41 C40 . . . . -1.1(3) ?
C5 C36 C41 C40 . . . . -179.86(19) ?
C37 C36 C41 C44 . . . . 177.4(2) ?
C5 C36 C41 C44 . . . . -1.4(3) ?
N3 C45 C46 C47 . . . . -0.9(2) ?
C54 C45 C46 C47 . . . . 177.7(2) ?
N3 C45 C46 C65 . . . . -177.75(18) ?
C54 C45 C46 C65 . . . . 0.9(3) ?
C45 C46 C47 C48 . . . . 1.0(2) ?
C65 C46 C47 C48 . . . . 177.3(2) ?
C46 C47 C48 N3 . . . . -0.7(3) ?
C46 C47 C48 C49 . . . . 179.7(2) ?
N3 C48 C49 C50 . . . . -2.0(3) ?
C47 C48 C49 C50 . . . . 177.5(2) ?
N3 C48 C49 C80 . . . . -178.5(2) ?
C47 C48 C49 C80 . . . . 1.0(3) ?
C48 C49 C50 N4 . . . . -4.6(3) ?
C80 C49 C50 N4 . . . . 171.6(2) ?
C48 C49 C50 C51 . . . . 174.6(2) ?
C80 C49 C50 C51 . . . . -9.1(4) ?
N4 C50 C51 C52 . . . . 0.9(3) ?
C49 C50 C51 C52 . . . . -178.4(2) ?
C50 C51 C52 C53 . . . . -1.8(2) ?
C50 C51 C52 C78 . . . . 176.4(2) ?
C51 C52 C53 N4 . . . . 2.0(2) ?
C78 C52 C53 N4 . . . . -176.38(19) ?
C51 C52 C53 C67 . . . . -177.6(2) ?
C78 C52 C53 C67 . . . . 4.0(3) ?
N3 C45 C54 C55 . . . . 177.0(2) ?
C46 C45 C54 C55 . . . . -1.3(3) ?
N3 C45 C54 C66 . . . . -3.9(4) ?
C46 C45 C54 C66 . . . . 177.8(2) ?
C45 C54 C55 C56 . . . . -0.7(4) ?
C66 C54 C55 C56 . . . . -179.9(2) ?
C54 C55 C56 C65 . . . . 3.4(4) ?
C54 C55 C56 C57 . . . . -175.0(2) ?
C65 C56 C57 C58 . . . . -1.8(3) ?
C55 C56 C57 C58 . . . . 176.7(2) ?
C56 C57 C58 C59 . . . . 4.3(4) ?
C57 C58 C59 C60 . . . . 177.6(2) ?
C57 C58 C59 C64 . . . . -1.2(4) ?
C64 C59 C60 C61 . . . . 2.0(4) ?
C58 C59 C60 C61 . . . . -176.8(3) ?
C59 C60 C61 C62 . . . . 1.5(4) ?
C60 C61 C62 C63 . . . . -2.5(4) ?
C61 C62 C63 C64 . . . . 0.0(4) ?
C62 C63 C64 C59 . . . . 3.3(4) ?
C62 C63 C64 C65 . . . . -177.9(2) ?
C60 C59 C64 C63 . . . . -4.2(3) ?
C58 C59 C64 C63 . . . . 174.6(2) ?
C60 C59 C64 C65 . . . . 176.9(2) ?
C58 C59 C64 C65 . . . . -4.3(3) ?
C55 C56 C65 C64 . . . . 177.8(2) ?
C57 C56 C65 C64 . . . . -3.8(3) ?
C55 C56 C65 C46 . . . . -3.6(3) ?
C57 C56 C65 C46 . . . . 174.74(19) ?
C63 C64 C65 C56 . . . . -172.0(2) ?
C59 C64 C65 C56 . . . . 6.7(3) ?
C63 C64 C65 C46 . . . . 9.6(3) ?
C59 C64 C65 C46 . . . . -171.7(2) ?
C47 C46 C65 C56 . . . . -174.2(2) ?
C45 C46 C65 C56 . . . . 1.7(3) ?
C47 C46 C65 C64 . . . . 4.2(4) ?
C45 C46 C65 C64 . . . . -179.9(2) ?
N4 C53 C67 C68 . . . . 173.5(2) ?
C52 C53 C67 C68 . . . . -7.0(3) ?
N4 C53 C67 C79 . . . . -9.2(4) ?
C52 C53 C67 C79 . . . . 170.3(2) ?
C53 C67 C68 C69 . . . . 5.0(4) ?
C79 C67 C68 C69 . . . . -172.5(2) ?
C67 C68 C69 C78 . . . . 0.3(4) ?
C67 C68 C69 C70 . . . . 179.1(2) ?
C78 C69 C70 C71 . . . . 1.8(4) ?
C68 C69 C70 C71 . . . . -177.0(3) ?
C69 C70 C71 C72 . . . . -0.2(4) ?
C70 C71 C72 C73 . . . . 178.6(3) ?
C70 C71 C72 C77 . . . . -1.3(4) ?
C71 C72 C73 C74 . . . . 179.6(3) ?
C77 C72 C73 C74 . . . . -0.5(4) ?
C72 C73 C74 C75 . . . . 0.1(4) ?
C73 C74 C75 C76 . . . . 0.7(4) ?
C74 C75 C76 C77 . . . . -1.1(4) ?
C75 C76 C77 C72 . . . . 0.6(4) ?
C75 C76 C77 C78 . . . . 179.4(2) ?
C73 C72 C77 C76 . . . . 0.2(3) ?
C71 C72 C77 C76 . . . . -179.9(2) ?
C73 C72 C77 C78 . . . . -178.7(2) ?
C71 C72 C77 C78 . . . . 1.2(3) ?
C70 C69 C78 C77 . . . . -1.8(3) ?
C68 C69 C78 C77 . . . . 176.9(2) ?
C70 C69 C78 C52 . . . . 177.7(2) ?
C68 C69 C78 C52 . . . . -3.6(3) ?
C76 C77 C78 C69 . . . . -178.5(2) ?
C72 C77 C78 C69 . . . . 0.3(3) ?
C76 C77 C78 C52 . . . . 2.1(4) ?
C72 C77 C78 C52 . . . . -179.1(2) ?
C51 C52 C78 C69 . . . . -176.4(2) ?
C53 C52 C78 C69 . . . . 1.5(3) ?
C51 C52 C78 C77 . . . . 3.0(4) ?
C53 C52 C78 C77 . . . . -179.1(2) ?
C48 C49 C80 C81 . . . . -72.4(3) ?
C50 C49 C80 C81 . . . . 111.2(3) ?
C48 C49 C80 C85 . . . . 97.8(2) ?
C50 C49 C80 C85 . . . . -78.6(3) ?
C85 C80 C81 C82 . . . . -3.5(3) ?
C49 C80 C81 C82 . . . . 166.6(2) ?
C85 C80 C81 C86 . . . . 176.8(2) ?
C49 C80 C81 C86 . . . . -13.1(3) ?
C80 C81 C82 C83 . . . . -1.1(3) ?
C86 C81 C82 C83 . . . . 178.6(2) ?
C81 C82 C83 C84 . . . . 4.8(4) ?
C81 C82 C83 C87 . . . . -174.2(2) ?
C82 C83 C84 C85 . . . . -4.0(4) ?
C87 C83 C84 C85 . . . . 175.0(2) ?
C83 C84 C85 C80 . . . . -0.5(4) ?
C83 C84 C85 C88 . . . . -179.7(2) ?
C81 C80 C85 C84 . . . . 4.3(3) ?
C49 C80 C85 C84 . . . . -165.9(2) ?
C81 C80 C85 C88 . . . . -176.5(2) ?
C49 C80 C85 C88 . . . . 13.3(3) ?
C10 C1 N1 C4 . . . . -171.6(2) ?
C2 C1 N1 C4 . . . . 3.4(2) ?
C10 C1 N1 B1 . . . . 7.1(4) ?
C2 C1 N1 B1 . . . . -177.88(19) ?
C5 C4 N1 C1 . . . . 177.65(19) ?
C3 C4 N1 C1 . . . . -2.1(2) ?
C5 C4 N1 B1 . . . . -1.2(3) ?
C3 C4 N1 B1 . . . . 179.09(18) ?
F2 B1 N1 C1 . . . . 60.3(3) ?
F1 B1 N1 C1 . . . . -61.5(3) ?
N2 B1 N1 C1 . . . . 179.32(18) ?
F2 B1 N1 C4 . . . . -121.1(2) ?
F1 B1 N1 C4 . . . . 117.1(2) ?
N2 B1 N1 C4 . . . . -2.1(3) ?
C23 C9 N2 C6 . . . . 172.9(2) ?
C8 C9 N2 C6 . . . . -3.7(2) ?
C23 C9 N2 B1 . . . . -7.5(3) ?
C8 C9 N2 B1 . . . . 175.99(19) ?
C7 C6 N2 C9 . . . . 1.6(2) ?
C5 C6 N2 C9 . . . . -179.85(19) ?
C7 C6 N2 B1 . . . . -178.14(18) ?
C5 C6 N2 B1 . . . . 0.4(3) ?
F2 B1 N2 C9 . . . . -58.3(3) ?
F1 B1 N2 C9 . . . . 64.1(3) ?
N1 B1 N2 C9 . . . . -177.16(18) ?
F2 B1 N2 C6 . . . . 121.4(2) ?
F1 B1 N2 C6 . . . . -116.3(2) ?
N1 B1 N2 C6 . . . . 2.5(3) ?
C54 C45 N3 C48 . . . . -178.0(2) ?
C46 C45 N3 C48 . . . . 0.5(2) ?
C54 C45 N3 B2 . . . . -6.1(4) ?
C46 C45 N3 B2 . . . . 172.4(2) ?
C47 C48 N3 C45 . . . . 0.1(2) ?
C49 C48 N3 C45 . . . . 179.8(2) ?
C47 C48 N3 B2 . . . . -172.5(2) ?
C49 C48 N3 B2 . . . . 7.1(3) ?
F4 B2 N3 C45 . . . . -56.2(3) ?
F3 B2 N3 C45 . . . . 65.7(3) ?
N4 B2 N3 C45 . . . . -175.9(2) ?
F4 B2 N3 C48 . . . . 114.5(2) ?
F3 B2 N3 C48 . . . . -123.5(2) ?
N4 B2 N3 C48 . . . . -5.1(3) ?
C67 C53 N4 C50 . . . . 178.1(2) ?
C52 C53 N4 C50 . . . . -1.5(2) ?
C67 C53 N4 B2 . . . . -8.8(4) ?
C52 C53 N4 B2 . . . . 171.6(2) ?
C51 C50 N4 C53 . . . . 0.4(3) ?
C49 C50 N4 C53 . . . . 179.7(2) ?
C51 C50 N4 B2 . . . . -173.2(2) ?
C49 C50 N4 B2 . . . . 6.2(3) ?
F4 B2 N4 C53 . . . . 68.0(3) ?
F3 B2 N4 C53 . . . . -54.4(3) ?
N3 B2 N4 C53 . . . . -173.4(2) ?
F4 B2 N4 C50 . . . . -120.0(2) ?
F3 B2 N4 C50 . . . . 117.6(2) ?
N3 B2 N4 C50 . . . . -1.4(3) ?
