#------------------------------------------------------------------------------
#$Date: 2019-11-25 20:33:38 +0200 (Mon, 25 Nov 2019) $
#$Revision: 241751 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/15/4131572.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_4131572
loop_
_publ_author_name
'Sun, Junling'
'Liu, Zhichang'
'Liu, Wei-Guang'
'Wu, Yilei'
'Wang, Yuping'
'Barnes, Jonathan C.'
'Hermann, Keith R.'
'Goddard, 3rd, William A'
'Wasielewski, Michael R.'
'Stoddart, J. Fraser'
_publ_section_title
;
 Mechanical-Bond-Protected, Air-Stable Radicals.
;
_journal_issue                   36
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              12704
_journal_page_last               12709
_journal_paper_doi               10.1021/jacs.7b06857
_journal_volume                  139
_journal_year                    2017
_chemical_formula_moiety
'C40 H32 N4, C26 H24 Br2 N2, 4(F6 P), C4 H6 N2'
_chemical_formula_sum            'C70 H62 Br2 F24 N8 P4'
_chemical_formula_weight         1754.97
_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_Hall           '-P 2yb'
_space_group_name_H-M_alt        'P 1 21/m 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2015-03-10
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_cell_angle_alpha                90
_cell_angle_beta                 97.398(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.0874(5)
_cell_length_b                   17.3630(7)
_cell_length_c                   18.0711(8)
_cell_measurement_reflns_used    6973
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      66.778
_cell_measurement_theta_min      2.466
_cell_volume                     3449.9(3)
_computing_cell_refinement       'SAINT V7.23A (Bruker, 2005)'
_computing_data_collection       'APEX2 V2.1-4 (Bruker, 2007)'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker Kappa APEX CCD area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'MX optics'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_unetI/netI     0.0273
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            6312
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         66.789
_diffrn_reflns_theta_min         3.544
_diffrn_source                   microsource
_exptl_absorpt_coefficient_mu    3.408
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.6736
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.
 
For component 1:
 wR2(int) was 0.0770 before and 0.0576 after correction.
 The Ratio of minimum to maximum transmission is 0.85.
 The λ/2 correction factor is Not present
 
For component 2:
 wR2(int) was 0.1385 before and 0.0659 after correction.
 The Ratio of minimum to maximum transmission is 0.85.
 The λ/2 correction factor is Not present

Final HKLF 4 output contains 77107 reflections, Rint = 0.0519
 (29915 with I > 3sig(I), Rint = 0.0429)
;
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.689
_exptl_crystal_description       block
_exptl_crystal_F_000             1768
_exptl_crystal_size_max          0.088
_exptl_crystal_size_mid          0.074
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.108
_refine_diff_density_min         -0.600
_refine_diff_density_rms         0.124
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     525
_refine_ls_number_reflns         6312
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0795
_refine_ls_R_factor_gt           0.0705
_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)+(0.1284P)²+5.4426P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2042
_refine_ls_wR_factor_ref         0.2137
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5351
_reflns_number_total             6312
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja7b06857_si_002.cif
_cod_data_source_block           cx0314
_cod_database_code               4131572
_shelxl_version_number           2013-4
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.848
_shelx_estimated_absorpt_t_min   0.754
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.827(2) 0.173(2)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Others
 Sof(H38C)=Sof(H38D)=Sof(Br2A)=0.5*(1-FVAR(2))
 Sof(Br2)=Sof(H38A)=Sof(H38B)=0.5*FVAR(2)
 Fixed Sof: H21A(0.5) H21B(0.5) H26A(0.5) H26B(0.5) H33A(0.5) H33B(0.5)
 H40A(0.5) H40B(0.5) H40C(0.5) H42A(0.5) H42B(0.5) H42C(0.5)
4.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C13(H13A,H13B), C21(H21A,H21B), C26(H26A,H26B), C33(H33A,H33B),
 C38(H38A,H38B), C38(H38C,H38D)
4.b Me refined with riding coordinates:
 C40(H40A,H40B,H40C), C42(H42A,H42B,H42C)
4.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C4(H4), C5(H5), C8(H8), C9(H9), C11(H11), C12(H12), C14(H14),
 C18(H18), C19(H19), C20(H20), C23(H23), C24(H24), C27(H27), C28(H28), C31(H31),
  C32(H32), C35(H35), C36(H36)
;
_olex2_date_sample_data_collection 2015-03-09
_olex2_date_sample_submission    2015-03-04
_olex2_submission_original_sample_id cx0314
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N -0.0032(4) 0.5472(2) 0.8213(2) 0.0432(9) Uani 1 1 d . . . . .
N2 N 0.5024(3) 0.5527(2) 0.6812(3) 0.0423(9) Uani 1 1 d . . . . .
C1 C -0.0639(4) 0.5860(3) 0.7620(3) 0.0414(10) Uani 1 1 d . . . . .
H1 H -0.1029 0.5579 0.7206 0.050 Uiso 1 1 calc R . . . .
C2 C -0.0695(4) 0.6641(3) 0.7614(2) 0.0367(9) Uani 1 1 d . . . . .
H2 H -0.1141 0.6894 0.7200 0.044 Uiso 1 1 calc R . . . .
C3 C -0.0104(4) 0.7091(2) 0.8209(2) 0.0340(9) Uani 1 1 d . . . . .
C4 C 0.0511(4) 0.6652(3) 0.8820(3) 0.0392(10) Uani 1 1 d . . . . .
H4 H 0.0915 0.6913 0.9244 0.047 Uiso 1 1 calc R . . . .
C5 C 0.0518(4) 0.5870(3) 0.8798(3) 0.0442(11) Uani 1 1 d . . . . .
H5 H 0.0928 0.5595 0.9211 0.053 Uiso 1 1 calc R . . . .
C6 C 0.0240(5) 0.4641(3) 0.8140(4) 0.0547(14) Uani 1 1 d . . . . .
H6A H -0.0421 0.4389 0.7805 0.066 Uiso 1 1 calc R . . . .
H6B H 0.0301 0.4389 0.8634 0.066 Uiso 1 1 calc R . . . .
C7 C 0.1424(5) 0.4559(3) 0.7823(4) 0.0534(13) Uani 1 1 d . . . . .
C8 C 0.2518(5) 0.4610(3) 0.8285(4) 0.0591(15) Uani 1 1 d . . . . .
H8 H 0.2520 0.4638 0.8810 0.071 Uiso 1 1 calc R . . . .
C9 C 0.3614(5) 0.4623(3) 0.7987(4) 0.0601(15) Uani 1 1 d . . . . .
H9 H 0.4359 0.4658 0.8310 0.072 Uiso 1 1 calc R . . . .
C10 C 0.3625(5) 0.4583(3) 0.7227(4) 0.0546(14) Uani 1 1 d . . . . .
C11 C 0.2523(6) 0.4509(3) 0.6755(4) 0.0611(15) Uani 1 1 d . . . . .
H11 H 0.2519 0.4469 0.6231 0.073 Uiso 1 1 calc R . . . .
C12 C 0.1435(5) 0.4496(3) 0.7063(4) 0.0588(15) Uani 1 1 d . . . . .
H12 H 0.0688 0.4444 0.6744 0.071 Uiso 1 1 calc R . . . .
C13 C 0.4793(5) 0.4676(3) 0.6893(4) 0.0568(15) Uani 1 1 d . . . . .
H13A H 0.4726 0.4421 0.6400 0.068 Uiso 1 1 calc R . . . .
H13B H 0.5474 0.4436 0.7222 0.068 Uiso 1 1 calc R . . . .
C14 C 0.4464(4) 0.5891(3) 0.6210(3) 0.0418(10) Uani 1 1 d . . . . .
H14 H 0.4046 0.5601 0.5811 0.050 Uiso 1 1 calc R . . . .
C15 C 0.4490(4) 0.6688(3) 0.6165(2) 0.0363(9) Uani 1 1 d . . . . .
C16 C 0.5134(3) 0.7101(2) 0.6768(2) 0.0307(8) Uani 1 1 d . . . . .
C17 C 0.5759(4) 0.6690(3) 0.7381(2) 0.0341(9) Uani 1 1 d . . . . .
C18 C 0.5670(4) 0.5895(3) 0.7380(3) 0.0402(10) Uani 1 1 d . . . . .
H18 H 0.6072 0.5608 0.7787 0.048 Uiso 1 1 calc R . . . .
C19 C 0.3875(4) 0.7113(3) 0.5546(2) 0.0430(10) Uani 1 1 d . . . . .
H19 H 0.3463 0.6843 0.5131 0.052 Uiso 1 1 calc R . . . .
C20 C 0.6406(4) 0.7113(3) 0.7991(2) 0.0404(10) Uani 1 1 d . . . . .
H20 H 0.6839 0.6843 0.8399 0.048 Uiso 1 1 calc R . . . .
Br1 Br 1.00591(7) 0.7500 1.16086(4) 0.0519(3) Uani 1 2 d S T P . .
Br2 Br 0.46370(16) 0.7500 0.30700(19) 0.0624(8) Uani 0.848(10) 2 d S T P A 1
N3 N 0.3875(5) 0.7500 0.9178(3) 0.0401(12) Uani 1 2 d S T P . .
N4 N 0.0474(5) 0.7500 0.5610(3) 0.0463(13) Uani 1 2 d S T P . .
C21 C 0.9741(8) 0.7500 1.0517(4) 0.061(2) Uani 1 2 d S T P . .
H21A H 1.0110 0.7962 1.0317 0.073 Uiso 0.5 1 calc R . . . .
H21B H 1.0110 0.7038 1.0317 0.073 Uiso 0.5 1 calc R . . . .
C22 C 0.8359(7) 0.7500 1.0274(4) 0.0491(17) Uani 1 2 d S T P . .
C23 C 0.7735(5) 0.6811(3) 1.0183(3) 0.0522(13) Uani 1 1 d . . . . .
H23 H 0.8168 0.6338 1.0203 0.063 Uiso 1 1 calc R . . . .
C24 C 0.6484(5) 0.6812(3) 1.0064(3) 0.0473(11) Uani 1 1 d . . . . .
H24 H 0.6056 0.6338 1.0006 0.057 Uiso 1 1 calc R . . . .
C25 C 0.5840(7) 0.7500 1.0029(4) 0.0430(15) Uani 1 2 d S T P . .
C26 C 0.4472(7) 0.7500 0.9963(4) 0.0496(17) Uani 1 2 d S T P . .
H26A H 0.4203 0.7039 1.0220 0.060 Uiso 0.5 1 calc R . . . .
H26B H 0.4203 0.7961 1.0220 0.060 Uiso 0.5 1 calc R . . . .
C27 C 0.3587(4) 0.6826(3) 0.8818(3) 0.0409(10) Uani 1 1 d . . . . .
H27 H 0.3827 0.6356 0.9061 0.049 Uiso 1 1 calc R . . . .
C28 C 0.2968(4) 0.6806(3) 0.8123(2) 0.0358(9) Uani 1 1 d . . . . .
H28 H 0.2788 0.6324 0.7886 0.043 Uiso 1 1 calc R . . . .
C29 C 0.2579(5) 0.7500 0.7740(3) 0.0335(13) Uani 1 2 d S T P . .
C30 C 0.1874(5) 0.7500 0.7018(3) 0.0336(13) Uani 1 2 d S T P . .
C31 C 0.1479(4) 0.6808(3) 0.6637(3) 0.0379(9) Uani 1 1 d . . . . .
H31 H 0.1692 0.6326 0.6865 0.045 Uiso 1 1 calc R . . . .
C32 C 0.0804(4) 0.6825(3) 0.5955(3) 0.0419(10) Uani 1 1 d . . . . .
H32 H 0.0558 0.6354 0.5714 0.050 Uiso 1 1 calc R . . . .
C33 C -0.0212(8) 0.7500 0.4849(4) 0.061(2) Uani 1 2 d S T P . .
H33A H -0.0741 0.7961 0.4788 0.073 Uiso 0.5 1 calc R . . . .
H33B H -0.0741 0.7039 0.4788 0.073 Uiso 0.5 1 calc R . . . .
C34 C 0.0617(7) 0.7500 0.4253(4) 0.0542(19) Uani 1 2 d S T P . .
C35 C 0.1007(6) 0.6811(4) 0.3974(3) 0.0626(15) Uani 1 1 d . . . . .
H35 H 0.0755 0.6336 0.4163 0.075 Uiso 1 1 calc R . . . .
C36 C 0.1752(6) 0.6816(4) 0.3428(3) 0.0617(15) Uani 1 1 d . . . . .
H36 H 0.2014 0.6341 0.3242 0.074 Uiso 1 1 calc R . . . .
C37 C 0.2131(7) 0.7500 0.3141(4) 0.0525(18) Uani 1 2 d S T P A .
C38 C 0.2966(8) 0.7500 0.2551(5) 0.061(2) Uani 1 2 d S T P . .
H38A H 0.2824 0.7963 0.2232 0.073 Uiso 0.424(5) 1 calc R . . A 1
H38B H 0.2824 0.7037 0.2232 0.073 Uiso 0.424(5) 1 calc R . . A 1
H38C H 0.2723 0.7955 0.2237 0.073 Uiso 0.076(5) 1 calc R . . A 2
H38D H 0.2723 0.7045 0.2237 0.073 Uiso 0.076(5) 1 calc R . . A 2
P1 P 0.72267(14) 0.45130(8) 0.92081(8) 0.0518(4) Uani 1 1 d . . . . .
F1 F 0.6875(4) 0.4554(3) 1.0027(2) 0.0966(15) Uani 1 1 d . . . . .
F2 F 0.7538(4) 0.4489(3) 0.8374(2) 0.0845(12) Uani 1 1 d . . . . .
F3 F 0.6059(3) 0.3989(2) 0.8925(3) 0.0842(12) Uani 1 1 d . . . . .
F4 F 0.6407(5) 0.5260(2) 0.9000(2) 0.0843(13) Uani 1 1 d . . . . .
F5 F 0.8381(4) 0.5011(3) 0.9472(2) 0.0939(14) Uani 1 1 d . . . . .
F6 F 0.7952(4) 0.3757(2) 0.9433(3) 0.0992(15) Uani 1 1 d . . . . .
P2 P 0.75706(13) 0.52647(10) 0.55139(10) 0.0629(4) Uani 1 1 d . . . . .
F7 F 0.7279(4) 0.5865(3) 0.6130(2) 0.0927(14) Uani 1 1 d . . . . .
F8 F 0.7834(3) 0.4629(2) 0.4922(2) 0.0694(10) Uani 1 1 d . . . . .
F9 F 0.6379(3) 0.5534(2) 0.5002(2) 0.0671(9) Uani 1 1 d . . . . .
F10 F 0.8346(3) 0.5872(2) 0.5135(3) 0.0827(12) Uani 1 1 d . . . . .
F11 F 0.8775(4) 0.4998(3) 0.6039(2) 0.0873(13) Uani 1 1 d . . . . .
F12 F 0.6786(4) 0.4633(3) 0.5889(3) 0.1020(15) Uani 1 1 d . . . . .
N5 N 0.7676(8) 0.7500 0.6123(5) 0.082(2) Uani 1 2 d S T P . .
C39 C 0.7191(9) 0.7500 0.5537(6) 0.078(3) Uani 1 2 d S T P . .
C40 C 0.6537(10) 0.7500 0.4769(6) 0.093(4) Uani 1 2 d S T P . .
H40A H 0.5696 0.7668 0.4780 0.139 Uiso 0.5 1 calc R . . B -1
H40B H 0.6540 0.6979 0.4561 0.139 Uiso 0.5 1 calc R . . B -1
H40C H 0.6942 0.7853 0.4457 0.139 Uiso 0.5 1 calc R . . B -1
N6 N 0.2031(9) 0.2500 0.6703(5) 0.087(3) Uani 1 2 d S T P . .
C41 C 0.2466(9) 0.2500 0.7296(6) 0.064(2) Uani 1 2 d S T P . .
C42 C 0.3072(10) 0.2500 0.8059(5) 0.076(3) Uani 1 2 d S T P . .
H42A H 0.3212 0.1968 0.8230 0.114 Uiso 0.5 1 calc R . . C -1
H42B H 0.2558 0.2763 0.8383 0.114 Uiso 0.5 1 calc R . . C -1
H42C H 0.3852 0.2769 0.8080 0.114 Uiso 0.5 1 calc R . . C -1
Br2A Br 0.4823(8) 0.7500 0.2677(11) 0.075(3) Uani 0.152(10) 2 d S T P A 2
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'
Br Br -0.6763 1.2805 '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'
P P 0.2955 0.4335 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C1 N1 C6 119.6(5) . .
C5 N1 C1 119.5(4) . .
C5 N1 C6 119.6(5) . .
C14 N2 C13 118.3(5) . .
C18 N2 C13 118.3(5) . .
C18 N2 C14 123.0(4) . .
N1 C1 H1 119.5 . .
C2 C1 N1 121.1(4) . .
C2 C1 H1 119.5 . .
C1 C2 H2 119.1 . .
C1 C2 C3 121.8(4) . .
C3 C2 H2 119.1 . .
C2 C3 C3 123.4(3) . 4_575
C2 C3 C4 114.7(4) . .
C3 C3 C4 121.9(3) 4_575 .
C3 C4 H4 119.7 . .
C5 C4 C3 120.7(5) . .
C5 C4 H4 119.7 . .
N1 C5 C4 122.2(4) . .
N1 C5 H5 118.9 . .
C4 C5 H5 118.9 . .
N1 C6 H6A 109.9 . .
N1 C6 H6B 109.9 . .
N1 C6 C7 108.9(4) . .
H6A C6 H6B 108.3 . .
C7 C6 H6A 109.9 . .
C7 C6 H6B 109.9 . .
C8 C7 C6 120.2(6) . .
C12 C7 C6 120.4(6) . .
C12 C7 C8 119.2(5) . .
C7 C8 H8 119.7 . .
C7 C8 C9 120.5(6) . .
C9 C8 H8 119.7 . .
C8 C9 H9 119.8 . .
C10 C9 C8 120.4(6) . .
C10 C9 H9 119.8 . .
C9 C10 C11 119.4(5) . .
C9 C10 C13 120.8(6) . .
C11 C10 C13 119.6(6) . .
C10 C11 H11 120.3 . .
C12 C11 C10 119.4(6) . .
C12 C11 H11 120.3 . .
C7 C12 C11 121.0(6) . .
C7 C12 H12 119.5 . .
C11 C12 H12 119.5 . .
N2 C13 H13A 110.1 . .
N2 C13 H13B 110.1 . .
C10 C13 N2 107.9(4) . .
C10 C13 H13A 110.1 . .
C10 C13 H13B 110.1 . .
H13A C13 H13B 108.4 . .
N2 C14 H14 119.7 . .
N2 C14 C15 120.6(4) . .
C15 C14 H14 119.7 . .
C14 C15 C16 118.1(4) . .
C14 C15 C19 123.2(4) . .
C16 C15 C19 118.7(4) . .
C15 C16 C17 119.5(4) . .
C16 C16 C15 120.3(3) 4_575 .
C16 C16 C17 120.2(2) 4_575 .
C16 C17 C20 119.1(4) . .
C18 C17 C16 118.2(4) . .
C18 C17 C20 122.6(4) . .
N2 C18 C17 120.6(4) . .
N2 C18 H18 119.7 . .
C17 C18 H18 119.7 . .
C15 C19 H19 119.6 . .
C19 C19 C15 120.9(3) 4_575 .
C19 C19 H19 119.6 4_575 .
C17 C20 H20 119.6 . .
C20 C20 C17 120.8(3) 4_575 .
C20 C20 H20 119.6 4_575 .
C27 N3 C26 120.4(3) 4_575 .
C27 N3 C26 120.4(3) . .
C27 N3 C27 119.2(5) . 4_575
C32 N4 C32 119.7(6) . 4_575
C32 N4 C33 120.1(3) . .
C32 N4 C33 120.1(3) 4_575 .
Br1 C21 H21A 109.8 . .
Br1 C21 H21B 109.8 . .
H21A C21 H21B 108.2 . .
C22 C21 Br1 109.4(5) . .
C22 C21 H21A 109.8 . .
C22 C21 H21B 109.8 . .
C23 C22 C21 119.9(4) 4_575 .
C23 C22 C21 119.9(4) . .
C23 C22 C23 120.0(7) . 4_575
C22 C23 H23 120.1 . .
C24 C23 C22 119.8(5) . .
C24 C23 H23 120.1 . .
C23 C24 H24 119.7 . .
C23 C24 C25 120.7(5) . .
C25 C24 H24 119.7 . .
C24 C25 C24 118.7(7) 4_575 .
C24 C25 C26 120.7(3) 4_575 .
C24 C25 C26 120.7(3) . .
N3 C26 C25 113.3(6) . .
N3 C26 H26A 108.9 . .
N3 C26 H26B 108.9 . .
C25 C26 H26A 108.9 . .
C25 C26 H26B 108.9 . .
H26A C26 H26B 107.7 . .
N3 C27 H27 119.1 . .
C28 C27 N3 121.8(4) . .
C28 C27 H27 119.1 . .
C27 C28 H28 119.5 . .
C27 C28 C29 120.9(4) . .
C29 C28 H28 119.5 . .
C28 C29 C28 115.1(6) . 4_575
C28 C29 C30 122.4(3) 4_575 .
C28 C29 C30 122.4(3) . .
C31 C30 C29 122.5(3) . .
C31 C30 C29 122.5(3) 4_575 .
C31 C30 C31 114.9(6) 4_575 .
C30 C31 H31 119.3 . .
C32 C31 C30 121.3(4) . .
C32 C31 H31 119.3 . .
N4 C32 C31 121.4(5) . .
N4 C32 H32 119.3 . .
C31 C32 H32 119.3 . .
N4 C33 H33A 109.2 . .
N4 C33 H33B 109.2 . .
N4 C33 C34 112.1(7) . .
H33A C33 H33B 107.9 . .
C34 C33 H33A 109.2 . .
C34 C33 H33B 109.2 . .
C35 C34 C33 120.6(4) 4_575 .
C35 C34 C33 120.6(4) . .
C35 C34 C35 118.9(8) 4_575 .
C34 C35 H35 119.9 . .
C36 C35 C34 120.2(6) . .
C36 C35 H35 119.9 . .
C35 C36 H36 119.4 . .
C35 C36 C37 121.1(6) . .
C37 C36 H36 119.4 . .
C36 C37 C36 118.4(8) . 4_575
C36 C37 C38 120.8(4) 4_575 .
C36 C37 C38 120.8(4) . .
Br2 C38 H38A 110.3 . .
Br2 C38 H38B 110.3 . .
C37 C38 Br2 107.0(5) . .
C37 C38 H38A 110.3 . .
C37 C38 H38B 110.3 . .
C37 C38 H38C 105.1 . .
C37 C38 H38D 105.1 . .
C37 C38 Br2A 128.9(8) . .
H38A C38 H38B 108.6 . .
H38C C38 H38D 105.9 . .
Br2A C38 H38C 105.1 . .
Br2A C38 H38D 105.1 . .
F1 P1 F2 178.0(3) . .
F1 P1 F3 92.1(3) . .
F1 P1 F4 89.0(2) . .
F2 P1 F3 87.0(2) . .
F2 P1 F4 89.1(2) . .
F4 P1 F3 88.5(2) . .
F5 P1 F1 88.9(3) . .
F5 P1 F2 92.0(2) . .
F5 P1 F3 178.7(3) . .
F5 P1 F4 92.3(3) . .
F6 P1 F1 88.5(3) . .
F6 P1 F2 93.3(3) . .
F6 P1 F3 88.5(2) . .
F6 P1 F4 176.1(3) . .
F6 P1 F5 90.7(3) . .
F7 P2 F8 177.0(3) . .
F7 P2 F11 90.2(2) . .
F7 P2 F12 89.0(3) . .
F8 P2 F11 89.2(2) . .
F8 P2 F12 88.1(3) . .
F9 P2 F7 89.2(2) . .
F9 P2 F8 91.35(19) . .
F9 P2 F11 179.4(2) . .
F9 P2 F12 89.5(2) . .
F10 P2 F7 92.1(3) . .
F10 P2 F8 90.8(2) . .
F10 P2 F9 90.6(2) . .
F10 P2 F11 89.4(3) . .
F10 P2 F12 178.9(3) . .
F11 P2 F12 90.5(3) . .
N5 C39 C40 179.3(12) . .
C39 C40 H40A 109.5 . .
C39 C40 H40B 109.5 . .
C39 C40 H40C 109.5 . .
H40A C40 H40B 109.5 . .
H40A C40 H40C 109.5 . .
H40B C40 H40C 109.5 . .
N6 C41 C42 178.2(11) . .
C41 C42 H42A 109.5 . .
C41 C42 H42B 109.5 . .
C41 C42 H42C 109.5 . .
H42A C42 H42B 109.5 . .
H42A C42 H42C 109.5 . .
H42B C42 H42C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C1 1.367(7) .
N1 C5 1.342(7) .
N1 C6 1.484(6) .
N2 C13 1.510(6) .
N2 C14 1.340(7) .
N2 C18 1.336(7) .
C1 H1 0.9500 .
C1 C2 1.358(7) .
C2 H2 0.9500 .
C2 C3 1.418(6) .
C3 C3 1.422(9) 4_575
C3 C4 1.439(6) .
C4 H4 0.9500 .
C4 C5 1.359(7) .
C5 H5 0.9500 .
C6 H6A 0.9900 .
C6 H6B 0.9900 .
C6 C7 1.505(7) .
C7 C8 1.384(9) .
C7 C12 1.379(9) .
C8 H8 0.9500 .
C8 C9 1.391(8) .
C9 H9 0.9500 .
C9 C10 1.377(9) .
C10 C11 1.403(9) .
C10 C13 1.506(7) .
C11 H11 0.9500 .
C11 C12 1.392(8) .
C12 H12 0.9500 .
C13 H13A 0.9900 .
C13 H13B 0.9900 .
C14 H14 0.9500 .
C14 C15 1.387(7) .
C15 C16 1.418(6) .
C15 C19 1.436(6) .
C16 C16 1.386(9) 4_575
C16 C17 1.421(6) .
C17 C18 1.384(7) .
C17 C20 1.438(6) .
C18 H18 0.9500 .
C19 C19 1.344(10) 4_575
C19 H19 0.9500 .
C20 C20 1.343(10) 4_575
C20 H20 0.9500 .
Br1 C21 1.958(7) .
Br2 C38 1.965(8) .
N3 C26 1.487(9) .
N3 C27 1.356(5) 4_575
N3 C27 1.356(5) .
N4 C32 1.356(6) 4_575
N4 C32 1.356(6) .
N4 C33 1.483(9) .
C21 H21A 0.9900 .
C21 H21B 0.9900 .
C21 C22 1.538(11) .
C22 C23 1.382(7) .
C22 C23 1.382(7) 4_575
C23 H23 0.9500 .
C23 C24 1.376(8) .
C24 H24 0.9500 .
C24 C25 1.388(6) .
C25 C24 1.388(6) 4_575
C25 C26 1.506(10) .
C26 H26A 0.9900 .
C26 H26B 0.9900 .
C27 H27 0.9500 .
C27 C28 1.353(7) .
C28 H28 0.9500 .
C28 C29 1.427(5) .
C29 C28 1.427(5) 4_575
C29 C30 1.433(9) .
C30 C31 1.425(6) 4_575
C30 C31 1.425(6) .
C31 H31 0.9500 .
C31 C32 1.358(7) .
C32 H32 0.9500 .
C33 H33A 0.9900 .
C33 H33B 0.9900 .
C33 C34 1.502(12) .
C34 C35 1.389(7) .
C34 C35 1.388(7) 4_575
C35 H35 0.9500 .
C35 C36 1.366(9) .
C36 H36 0.9500 .
C36 C37 1.383(8) .
C37 C36 1.383(8) 4_575
C37 C38 1.499(12) .
C38 H38A 0.9900 .
C38 H38B 0.9900 .
C38 H38C 0.9900 .
C38 H38D 0.9900 .
C38 Br2A 2.042(12) .
P1 F1 1.580(4) .
P1 F2 1.589(4) .
P1 F3 1.611(4) .
P1 F4 1.601(4) .
P1 F5 1.567(4) .
P1 F6 1.565(4) .
P2 F7 1.588(4) .
P2 F8 1.591(3) .
P2 F9 1.583(4) .
P2 F10 1.572(4) .
P2 F11 1.603(4) .
P2 F12 1.603(5) .
N5 C39 1.123(13) .
C39 C40 1.482(15) .
C40 H40A 0.9800 .
C40 H40B 0.9800 .
C40 H40C 0.9800 .
N6 C41 1.117(12) .
C41 C42 1.454(14) .
C42 H42A 0.9800 .
C42 H42B 0.9800 .
C42 H42C 0.9800 .
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
N1 C1 C2 C3 1.6(7) . .
N1 C6 C7 C8 82.4(6) . .
N1 C6 C7 C12 -92.1(6) . .
N2 C14 C15 C16 0.7(7) . .
N2 C14 C15 C19 -177.9(4) . .
C1 N1 C5 C4 -1.0(7) . .
C1 N1 C6 C7 86.8(6) . .
C1 C2 C3 C3 177.6(3) . 4_575
C1 C2 C3 C4 -2.1(6) . .
C2 C3 C4 C5 1.2(6) . .
C3 C3 C4 C5 -178.5(3) 4_575 .
C3 C4 C5 N1 0.3(7) . .
C5 N1 C1 C2 0.0(7) . .
C5 N1 C6 C7 -80.1(6) . .
C6 N1 C1 C2 -166.9(4) . .
C6 N1 C5 C4 165.9(4) . .
C6 C7 C8 C9 -172.7(5) . .
C6 C7 C12 C11 172.5(5) . .
C7 C8 C9 C10 0.0(8) . .
C8 C7 C12 C11 -2.1(8) . .
C8 C9 C10 C11 -1.7(8) . .
C8 C9 C10 C13 173.9(5) . .
C9 C10 C11 C12 1.6(8) . .
C9 C10 C13 N2 -83.9(6) . .
C10 C11 C12 C7 0.3(8) . .
C11 C10 C13 N2 91.7(6) . .
C12 C7 C8 C9 1.9(8) . .
C13 N2 C14 C15 169.8(4) . .
C13 N2 C18 C17 -170.6(4) . .
C13 C10 C11 C12 -174.1(5) . .
C14 N2 C13 C10 -82.9(6) . .
C14 N2 C18 C17 2.1(7) . .
C14 C15 C16 C16 -176.6(3) . 4_575
C14 C15 C16 C17 2.0(6) . .
C14 C15 C19 C19 176.5(3) . 4_575
C15 C16 C17 C18 -2.7(6) . .
C15 C16 C17 C20 -179.8(4) . .
C16 C15 C19 C19 -2.1(5) . 4_575
C16 C16 C17 C18 175.9(3) 4_575 .
C16 C16 C17 C20 -1.2(5) 4_575 .
C16 C17 C18 N2 0.7(6) . .
C16 C17 C20 C20 1.2(5) . 4_575
C18 N2 C13 C10 90.1(6) . .
C18 N2 C14 C15 -2.8(7) . .
C18 C17 C20 C20 -175.7(3) . 4_575
C19 C15 C16 C16 2.1(5) . 4_575
C19 C15 C16 C17 -179.3(4) . .
C20 C17 C18 N2 177.7(4) . .
Br1 C21 C22 C23 -88.3(6) . .
Br1 C21 C22 C23 88.3(6) . 4_575
N3 C27 C28 C29 -0.6(8) . .
N4 C33 C34 C35 -89.9(6) . 4_575
N4 C33 C34 C35 89.9(6) . .
C21 C22 C23 C24 171.3(5) . .
C22 C23 C24 C25 0.5(8) . .
C23 C22 C23 C24 -5.4(10) 4_575 .
C23 C24 C25 C24 4.4(10) . 4_575
C23 C24 C25 C26 -174.8(5) . .
C24 C25 C26 N3 90.4(5) 4_575 .
C24 C25 C26 N3 -90.4(5) . .
C26 N3 C27 C28 175.2(5) . .
C27 N3 C26 C25 90.8(5) . .
C27 N3 C26 C25 -90.8(5) 4_575 .
C27 N3 C27 C28 -3.2(9) 4_575 .
C27 C28 C29 C28 4.2(8) . 4_575
C27 C28 C29 C30 -177.1(5) . .
C28 C29 C30 C31 1.8(9) . .
C28 C29 C30 C31 -1.8(9) 4_575 4_575
C28 C29 C30 C31 179.6(5) . 4_575
C28 C29 C30 C31 -179.6(5) 4_575 .
C29 C30 C31 C32 179.5(5) . .
C30 C31 C32 N4 -0.3(8) . .
C31 C30 C31 C32 1.6(8) 4_575 .
C32 N4 C32 C31 -1.1(9) 4_575 .
C32 N4 C33 C34 -89.0(5) . .
C32 N4 C33 C34 89.0(5) 4_575 .
C33 N4 C32 C31 177.0(6) . .
C33 C34 C35 C36 179.4(6) . .
C34 C35 C36 C37 -0.1(10) . .
C35 C34 C35 C36 -0.7(11) 4_575 .
C35 C36 C37 C36 0.9(12) . 4_575
C35 C36 C37 C38 178.9(6) . .
C36 C37 C38 Br2 -89.0(6) . .
C36 C37 C38 Br2 89.0(6) 4_575 .
C36 C37 C38 Br2A -89.0(6) . .
C36 C37 C38 Br2A 89.0(6) 4_575 .
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.827(2)
2 0.173(2)
