#------------------------------------------------------------------------------
#$Date: 2021-03-05 03:48:56 +0200 (Fri, 05 Mar 2021) $
#$Revision: 262588 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/22/7242215.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_7242215
loop_
_publ_author_name
'Hyodo, Tadashi'
'Tominaga, Masahide'
'Yamaguchi, Kentaro'
_publ_section_title
;
 Guest-dependent single-crystal-to-single-crystal transformations in
 porous adamantane-bearing macrocycles
;
_journal_issue                   7
_journal_name_full               CrystEngComm
_journal_page_first              1539
_journal_page_last               1543
_journal_paper_doi               10.1039/D0CE01782E
_journal_volume                  23
_journal_year                    2021
_chemical_formula_sum            'C56 H48 Br4 N8 O4'
_chemical_formula_weight         1216.66
_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_creation_method           SHELXL-2018/3
_audit_update_record
;
2020-07-07 deposited with the CCDC.	2021-01-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.574(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.6615(6)
_cell_length_b                   14.1104(11)
_cell_length_c                   22.4415(17)
_cell_measurement_reflns_used    9742
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      78.44
_cell_measurement_theta_min      3.61
_cell_volume                     2425.2(3)
_computing_cell_refinement       'SAINT (Bruker AXS, 2015)'
_computing_data_collection       'APEX3 (Bruker AXS, 2015)'
_computing_data_reduction        'SAINT (Bruker AXS, 2015)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXLE (Hübschle et al., 2011)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2015)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.24
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type  'BrukerD8 goniometer'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0385
_diffrn_reflns_av_unetI/netI     0.0221
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            35013
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         79.792
_diffrn_reflns_theta_min         3.941
_diffrn_source                   'rotating-anode X-ray tube'
_exptl_absorpt_coefficient_mu    4.525
_exptl_absorpt_correction_T_max  0.7644
_exptl_absorpt_correction_T_min  0.6486
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS Sheldrick 1996'
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.666
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             1224
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.707
_refine_diff_density_min         -0.536
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     360
_refine_ls_number_reflns         5142
_refine_ls_number_restraints     32
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0284
_refine_ls_R_factor_gt           0.0269
_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)+(0.0432P)²+1.5030P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0749
_refine_ls_wR_factor_ref         0.0760
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4828
_reflns_number_total             5142
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ce01782e2.cif
_cod_data_source_block           1d
_cod_depositor_comments
'Adding full bibliography for 7242212--7242215.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7242215
_shelx_shelxl_version_number     2018/3
_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_min   0.660
_shelx_estimated_absorpt_t_max   0.805
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_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
C1A C 1.226(2) 0.4858(11) 0.5036(6) 0.187(7) Uani 0.500(0) 1 d D . P A -1
C2A C 1.315(3) 0.5705(10) 0.4906(6) 0.31(2) Uani 0.500(0) 1 d D . P A -1
H2A H 1.254941 0.628890 0.485914 0.367 Uiso 0.500(0) 1 calc R U P A -1
C3A C 1.497(3) 0.5651(18) 0.4847(11) 0.361(17) Uani 0.500(0) 1 d D U P A -1
H3A H 1.545016 0.621760 0.469067 0.433 Uiso 0.500(0) 1 calc R U P A -1
C4A C 1.627(2) 0.4950(12) 0.4967(7) 0.187(7) Uani 0.500(0) 1 d D U P A -1
H4A H 1.750126 0.504770 0.498540 0.225 Uiso 0.500(0) 1 calc R U P A -1
C5A C 1.538(2) 0.4072(12) 0.5053(13) 0.242(11) Uani 0.500(0) 1 d D U P A -1
H5A H 1.598531 0.348401 0.507220 0.290 Uiso 0.500(0) 1 calc R U P A -1
C6A C 1.351(2) 0.4136(12) 0.5108(5) 0.187(7) Uani 0.500(0) 1 d D . P A -1
H6A H 1.300415 0.354902 0.521976 0.225 Uiso 0.500(0) 1 calc R U P A -1
C7A C 1.0661(15) 0.5204(17) 0.4989(5) 0.164(9) Uani 0.500(0) 1 d D . P A -1
H7A H 0.990176 0.467622 0.502756 0.197 Uiso 0.500(0) 1 calc R U P A -1
C8A C 0.970(4) 0.5902(8) 0.4917(6) 0.36(3) Uani 0.500(0) 1 d D . P A -1
H8AA H 1.019205 0.651333 0.486803 0.430 Uiso 0.500(0) 1 calc R U P A -1
H8AB H 0.846588 0.582535 0.491064 0.430 Uiso 0.500(0) 1 calc R U P A -1
C1 C 0.3370(2) 0.88949(13) 0.39024(8) 0.0253(4) Uani 1 1 d . . . . .
C2 C 0.5399(2) 0.81517(12) 0.32911(8) 0.0240(4) Uani 1 1 d . . . . .
C3 C 0.6824(2) 0.79740(13) 0.36679(8) 0.0250(4) Uani 1 1 d . . . . .
C4 C 0.7991(2) 0.72556(13) 0.35382(8) 0.0255(4) Uani 1 1 d . . . . .
H4 H 0.893413 0.712190 0.380888 0.031 Uiso 1 1 calc R U . . .
C5 C 0.7796(2) 0.67266(12) 0.30144(8) 0.0241(4) Uani 1 1 d . . . . .
C6 C 0.6375(2) 0.69371(13) 0.26359(9) 0.0272(4) Uani 1 1 d . . . . .
H6 H 0.622040 0.659333 0.227424 0.033 Uiso 1 1 calc R U . . .
C7 C 0.5177(2) 0.76389(14) 0.27755(8) 0.0277(4) Uani 1 1 d . . . . .
H7 H 0.420673 0.776257 0.251417 0.033 Uiso 1 1 calc R U . . .
C8 C 0.9125(2) 0.59560(12) 0.28751(8) 0.0259(4) Uani 1 1 d . . . . .
C9 C 1.1005(3) 0.63187(14) 0.29847(11) 0.0345(5) Uani 1 1 d . . . . .
H9A H 1.122066 0.686812 0.272249 0.041 Uiso 1 1 calc R U . . .
H9B H 1.115557 0.653016 0.340362 0.041 Uiso 1 1 calc R U . . .
C10 C 1.2316(3) 0.55322(14) 0.28575(11) 0.0376(5) Uani 1 1 d . . . . .
H10 H 1.352749 0.577791 0.293093 0.045 Uiso 1 1 calc R U . . .
C11 C 1.2108(3) 0.52226(15) 0.22076(11) 0.0440(6) Uani 1 1 d . . . . .
H11A H 1.231456 0.576831 0.194139 0.053 Uiso 1 1 calc R U . . .
H11B H 1.297287 0.472411 0.212007 0.053 Uiso 1 1 calc R U . . .
C12 C 1.0267(3) 0.48420(15) 0.20977(9) 0.0371(5) Uani 1 1 d . . . . .
H12 H 1.012902 0.463632 0.167258 0.045 Uiso 1 1 calc R U . . .
C13 C 0.8925(3) 0.56172(14) 0.22238(9) 0.0337(4) Uani 1 1 d . . . . .
H13A H 0.773133 0.536634 0.215073 0.040 Uiso 1 1 calc R U . . .
H13B H 0.909643 0.615861 0.195105 0.040 Uiso 1 1 calc R U . . .
C14 C 1.2006(2) 0.46850(14) 0.32699(10) 0.0315(4) Uani 1 1 d . . . . .
H14A H 1.216659 0.488582 0.369057 0.038 Uiso 1 1 calc R U . . .
H14B H 1.286948 0.418170 0.319055 0.038 Uiso 1 1 calc R U . . .
C15 C 0.9942(3) 0.39960(14) 0.25053(9) 0.0307(4) Uani 1 1 d . . . . .
H15A H 1.078623 0.348580 0.241978 0.037 Uiso 1 1 calc R U . . .
H15B H 0.875076 0.374658 0.242587 0.037 Uiso 1 1 calc R U . . .
C16 C 0.1861(2) 0.89270(13) 0.48822(8) 0.0254(4) Uani 1 1 d . . . . .
C17 C 0.0871(2) 0.81637(12) 0.57395(8) 0.0261(4) Uani 1 1 d . . . . .
C18 C 0.2226(2) 0.77081(13) 0.60395(8) 0.0253(4) Uani 1 1 d . . . . .
C19 C 0.1903(2) 0.69107(13) 0.63820(8) 0.0257(4) Uani 1 1 d . . . . .
H19 H 0.284846 0.659636 0.658086 0.031 Uiso 1 1 calc R U . . .
C20 C 0.0209(2) 0.65648(13) 0.64381(8) 0.0252(4) Uani 1 1 d . . . . .
C21 C -0.1135(3) 0.70502(15) 0.61390(9) 0.0323(4) Uani 1 1 d . . . . .
H21 H -0.230196 0.683206 0.617149 0.039 Uiso 1 1 calc R U . . .
C22 C -0.0810(3) 0.78457(15) 0.57941(9) 0.0325(4) Uani 1 1 d . . . . .
H22 H -0.174827 0.816839 0.559683 0.039 Uiso 1 1 calc R U . . .
C23 C -0.0140(2) 0.57095(12) 0.68323(8) 0.0248(4) Uani 1 1 d . . . . .
C24 C 0.1170(2) 0.49036(12) 0.67136(8) 0.0239(3) Uani 1 1 d . . . . .
H24A H 0.104310 0.470016 0.629241 0.029 Uiso 1 1 calc R U . . .
H24B H 0.237480 0.514326 0.677930 0.029 Uiso 1 1 calc R U . . .
N1 N 0.2993(2) 0.97549(11) 0.41206(7) 0.0280(3) Uani 1 1 d . . . . .
N2 N 0.2878(2) 0.80669(11) 0.41157(7) 0.0293(3) Uani 1 1 d . . . . .
N3 N 0.2071(2) 0.80803(11) 0.46364(7) 0.0288(3) Uani 1 1 d . . . . .
N4 N 0.2213(2) 0.97693(11) 0.46350(7) 0.0272(3) Uani 1 1 d . . . . .
O1 O 0.42709(17) 0.89174(9) 0.33940(6) 0.0275(3) Uani 1 1 d . . . . .
O2 O 0.11590(18) 0.90007(9) 0.54213(6) 0.0287(3) Uani 1 1 d . . . . .
Br1 Br 0.72603(3) 0.87482(2) 0.43466(2) 0.03093(8) Uani 1 1 d . . . . .
Br2A Br 0.4606(10) 0.8135(6) 0.5981(2) 0.0423(11) Uani 0.35(3) 1 d . . P B 1
Br2B Br 0.4474(5) 0.8218(3) 0.59874(8) 0.0288(4) Uani 0.65(3) 1 d . . P B 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'
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'
Br Br -0.6763 1.2805 '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
_geom_angle_publ_flag
C7A C1A C6A 155(2) . . ?
C7A C1A C2A 97.2(16) . . ?
C6A C1A C2A 107.5(14) . . ?
C3A C2A C1A 117.6(16) . . ?
C3A C2A H2A 121.2 . . ?
C1A C2A H2A 121.2 . . ?
C2A C3A C4A 135(2) . . ?
C2A C3A H3A 112.4 . . ?
C4A C3A H3A 112.4 . . ?
C3A C4A C5A 107.1(15) . . ?
C3A C4A H4A 126.5 . . ?
C5A C4A H4A 126.5 . . ?
C4A C5A C6A 115.9(15) . . ?
C4A C5A H5A 122.1 . . ?
C6A C5A H5A 122.1 . . ?
C1A C6A C5A 135.3(17) . . ?
C1A C6A H6A 112.4 . . ?
C5A C6A H6A 112.4 . . ?
C8A C7A C1A 149(3) . . ?
C8A C7A H7A 105.7 . . ?
C1A C7A H7A 105.7 . . ?
C7A C8A H8AA 120.0 . . ?
C7A C8A H8AB 120.0 . . ?
H8AA C8A H8AB 120.0 . . ?
N2 C1 N1 126.89(17) . . ?
N2 C1 O1 118.98(16) . . ?
N1 C1 O1 114.03(16) . . ?
C7 C2 C3 119.82(17) . . ?
C7 C2 O1 118.74(17) . . ?
C3 C2 O1 121.09(16) . . ?
C2 C3 C4 120.38(17) . . ?
C2 C3 Br1 120.30(13) . . ?
C4 C3 Br1 119.26(14) . . ?
C3 C4 C5 120.79(17) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C6 C5 C4 117.56(16) . . ?
C6 C5 C8 122.72(17) . . ?
C4 C5 C8 119.72(17) . . ?
C7 C6 C5 121.54(18) . . ?
C7 C6 H6 119.2 . . ?
C5 C6 H6 119.2 . . ?
C2 C7 C6 119.85(18) . . ?
C2 C7 H7 120.1 . . ?
C6 C7 H7 120.1 . . ?
C5 C8 C13 111.42(16) . . ?
C5 C8 C9 110.86(15) . . ?
C13 C8 C9 108.81(16) . . ?
C5 C8 C24 109.09(14) . 3_666 ?
C13 C8 C24 108.10(15) . 3_666 ?
C9 C8 C24 108.48(16) . 3_666 ?
C10 C9 C8 110.18(16) . . ?
C10 C9 H9A 109.6 . . ?
C8 C9 H9A 109.6 . . ?
C10 C9 H9B 109.6 . . ?
C8 C9 H9B 109.6 . . ?
H9A C9 H9B 108.1 . . ?
C11 C10 C9 109.50(19) . . ?
C11 C10 C14 109.85(17) . . ?
C9 C10 C14 109.83(16) . . ?
C11 C10 H10 109.2 . . ?
C9 C10 H10 109.2 . . ?
C14 C10 H10 109.2 . . ?
C12 C11 C10 109.14(16) . . ?
C12 C11 H11A 109.9 . . ?
C10 C11 H11A 109.9 . . ?
C12 C11 H11B 109.9 . . ?
C10 C11 H11B 109.9 . . ?
H11A C11 H11B 108.3 . . ?
C11 C12 C15 110.09(18) . . ?
C11 C12 C13 109.96(18) . . ?
C15 C12 C13 109.02(16) . . ?
C11 C12 H12 109.2 . . ?
C15 C12 H12 109.2 . . ?
C13 C12 H12 109.2 . . ?
C12 C13 C8 110.28(17) . . ?
C12 C13 H13A 109.6 . . ?
C8 C13 H13A 109.6 . . ?
C12 C13 H13B 109.6 . . ?
C8 C13 H13B 109.6 . . ?
H13A C13 H13B 108.1 . . ?
C10 C14 C23 110.43(17) . 3_666 ?
C10 C14 H14A 109.6 . . ?
C23 C14 H14A 109.6 3_666 . ?
C10 C14 H14B 109.6 . . ?
C23 C14 H14B 109.6 3_666 . ?
H14A C14 H14B 108.1 . . ?
C12 C15 C23 110.61(16) . 3_666 ?
C12 C15 H15A 109.5 . . ?
C23 C15 H15A 109.5 3_666 . ?
C12 C15 H15B 109.5 . . ?
C23 C15 H15B 109.5 3_666 . ?
H15A C15 H15B 108.1 . . ?
N3 C16 O2 120.04(16) . . ?
N3 C16 N4 126.66(17) . . ?
O2 C16 N4 113.22(16) . . ?
C22 C17 C18 119.96(17) . . ?
C22 C17 O2 118.84(17) . . ?
C18 C17 O2 120.95(17) . . ?
C17 C18 C19 120.26(17) . . ?
C17 C18 Br2B 118.11(18) . . ?
C19 C18 Br2B 121.60(18) . . ?
C17 C18 Br2A 121.4(3) . . ?
C19 C18 Br2A 118.3(3) . . ?
C18 C19 C20 120.90(17) . . ?
C18 C19 H19 119.5 . . ?
C20 C19 H19 119.5 . . ?
C21 C20 C19 117.48(17) . . ?
C21 C20 C23 121.98(17) . . ?
C19 C20 C23 120.51(17) . . ?
C22 C21 C20 121.59(18) . . ?
C22 C21 H21 119.2 . . ?
C20 C21 H21 119.2 . . ?
C17 C22 C21 119.79(18) . . ?
C17 C22 H22 120.1 . . ?
C21 C22 H22 120.1 . . ?
C20 C23 C14 112.05(16) . 3_666 ?
C20 C23 C24 110.94(14) . . ?
C14 C23 C24 108.20(15) 3_666 . ?
C20 C23 C15 109.32(15) . 3_666 ?
C14 C23 C15 107.78(15) 3_666 3_666 ?
C24 C23 C15 108.43(15) . 3_666 ?
C8 C24 C23 111.61(14) 3_666 . ?
C8 C24 H24A 109.3 3_666 . ?
C23 C24 H24A 109.3 . . ?
C8 C24 H24B 109.3 3_666 . ?
C23 C24 H24B 109.3 . . ?
H24A C24 H24B 108.0 . . ?
N4 N1 C1 116.21(15) . . ?
C1 N2 N3 116.59(15) . . ?
C16 N3 N2 116.11(15) . . ?
N1 N4 C16 116.79(15) . . ?
C1 O1 C2 116.84(14) . . ?
C16 O2 C17 117.85(14) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1A C7A 1.317(14) . ?
C1A C6A 1.406(10) . ?
C1A C2A 1.414(10) . ?
C2A C3A 1.407(10) . ?
C2A H2A 0.9500 . ?
C3A C4A 1.423(10) . ?
C3A H3A 0.9500 . ?
C4A C5A 1.430(10) . ?
C4A H4A 0.9500 . ?
C5A C6A 1.449(10) . ?
C5A H5A 0.9500 . ?
C6A H6A 0.9500 . ?
C7A C8A 1.238(16) . ?
C7A H7A 0.9500 . ?
C8A H8AA 0.9500 . ?
C8A H8AB 0.9500 . ?
C1 N2 1.322(2) . ?
C1 N1 1.343(2) . ?
C1 O1 1.350(2) . ?
C2 C7 1.371(3) . ?
C2 C3 1.385(3) . ?
C2 O1 1.407(2) . ?
C3 C4 1.388(2) . ?
C3 Br1 1.8967(18) . ?
C4 C5 1.397(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.395(3) . ?
C5 C8 1.528(2) . ?
C6 C7 1.392(3) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 C13 1.542(3) . ?
C8 C9 1.542(3) . ?
C8 C24 1.545(2) 3_666 ?
C9 C10 1.529(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.527(4) . ?
C10 C14 1.534(3) . ?
C10 H10 1.0000 . ?
C11 C12 1.523(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C15 1.528(3) . ?
C12 C13 1.533(3) . ?
C12 H12 1.0000 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C23 1.545(3) 3_666 ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C23 1.547(3) 3_666 ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 N3 1.328(2) . ?
C16 O2 1.341(2) . ?
C16 N4 1.342(2) . ?
C17 C22 1.373(3) . ?
C17 C18 1.381(3) . ?
C17 O2 1.401(2) . ?
C18 C19 1.389(2) . ?
C18 Br2B 1.873(3) . ?
C18 Br2A 1.928(6) . ?
C19 C20 1.396(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.394(3) . ?
C20 C23 1.524(2) . ?
C21 C22 1.390(3) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 C24 1.545(2) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
N1 N4 1.314(2) . ?
N2 N3 1.337(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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7A C1A C2A C3A -173.9(13) . . . . ?
C6A C1A C2A C3A 3.0(12) . . . . ?
C1A C2A C3A C4A -11(2) . . . . ?
C2A C3A C4A C5A 14(3) . . . . ?
C3A C4A C5A C6A -11(3) . . . . ?
C7A C1A C6A C5A 169(3) . . . . ?
C2A C1A C6A C5A -3(2) . . . . ?
C4A C5A C6A C1A 8(3) . . . . ?
C6A C1A C7A C8A -179(2) . . . . ?
C2A C1A C7A C8A -6(3) . . . . ?
C7 C2 C3 C4 -2.5(3) . . . . ?
O1 C2 C3 C4 -175.63(16) . . . . ?
C7 C2 C3 Br1 174.57(14) . . . . ?
O1 C2 C3 Br1 1.4(2) . . . . ?
C2 C3 C4 C5 2.8(3) . . . . ?
Br1 C3 C4 C5 -174.30(13) . . . . ?
C3 C4 C5 C6 -1.1(3) . . . . ?
C3 C4 C5 C8 178.49(16) . . . . ?
C4 C5 C6 C7 -0.8(3) . . . . ?
C8 C5 C6 C7 179.59(17) . . . . ?
C3 C2 C7 C6 0.6(3) . . . . ?
O1 C2 C7 C6 173.87(16) . . . . ?
C5 C6 C7 C2 1.1(3) . . . . ?
C6 C5 C8 C13 12.5(2) . . . . ?
C4 C5 C8 C13 -167.11(16) . . . . ?
C6 C5 C8 C9 133.82(19) . . . . ?
C4 C5 C8 C9 -45.8(2) . . . . ?
C6 C5 C8 C24 -106.79(19) . . . 3_666 ?
C4 C5 C8 C24 73.6(2) . . . 3_666 ?
C5 C8 C9 C10 178.67(17) . . . . ?
C13 C8 C9 C10 -58.5(2) . . . . ?
C24 C8 C9 C10 58.9(2) 3_666 . . . ?
C8 C9 C10 C11 60.5(2) . . . . ?
C8 C9 C10 C14 -60.2(2) . . . . ?
C9 C10 C11 C12 -60.9(2) . . . . ?
C14 C10 C11 C12 59.8(2) . . . . ?
C10 C11 C12 C15 -59.8(2) . . . . ?
C10 C11 C12 C13 60.4(2) . . . . ?
C11 C12 C13 C8 -59.4(2) . . . . ?
C15 C12 C13 C8 61.4(2) . . . . ?
C5 C8 C13 C12 -179.72(16) . . . . ?
C9 C8 C13 C12 57.8(2) . . . . ?
C24 C8 C13 C12 -59.9(2) 3_666 . . . ?
C11 C10 C14 C23 -60.4(2) . . . 3_666 ?
C9 C10 C14 C23 60.1(2) . . . 3_666 ?
C11 C12 C15 C23 60.2(2) . . . 3_666 ?
C13 C12 C15 C23 -60.5(2) . . . 3_666 ?
C22 C17 C18 C19 2.0(3) . . . . ?
O2 C17 C18 C19 176.16(16) . . . . ?
C22 C17 C18 Br2B -176.21(18) . . . . ?
O2 C17 C18 Br2B -2.0(3) . . . . ?
C22 C17 C18 Br2A -179.5(3) . . . . ?
O2 C17 C18 Br2A -5.4(4) . . . . ?
C17 C18 C19 C20 -1.1(3) . . . . ?
Br2B C18 C19 C20 177.04(17) . . . . ?
Br2A C18 C19 C20 -179.6(3) . . . . ?
C18 C19 C20 C21 -0.1(3) . . . . ?
C18 C19 C20 C23 -177.88(17) . . . . ?
C19 C20 C21 C22 0.4(3) . . . . ?
C23 C20 C21 C22 178.13(19) . . . . ?
C18 C17 C22 C21 -1.7(3) . . . . ?
O2 C17 C22 C21 -175.99(18) . . . . ?
C20 C21 C22 C17 0.5(3) . . . . ?
C21 C20 C23 C14 14.4(2) . . . 3_666 ?
C19 C20 C23 C14 -167.91(17) . . . 3_666 ?
C21 C20 C23 C24 135.44(19) . . . . ?
C19 C20 C23 C24 -46.9(2) . . . . ?
C21 C20 C23 C15 -105.0(2) . . . 3_666 ?
C19 C20 C23 C15 72.7(2) . . . 3_666 ?
C20 C23 C24 C8 178.05(15) . . . 3_666 ?
C14 C23 C24 C8 -58.7(2) 3_666 . . 3_666 ?
C15 C23 C24 C8 57.99(19) 3_666 . . 3_666 ?
N2 C1 N1 N4 7.8(3) . . . . ?
O1 C1 N1 N4 -175.87(15) . . . . ?
N1 C1 N2 N3 -7.3(3) . . . . ?
O1 C1 N2 N3 176.56(16) . . . . ?
O2 C16 N3 N2 -176.04(17) . . . . ?
N4 C16 N3 N2 7.2(3) . . . . ?
C1 N2 N3 C16 -0.2(3) . . . . ?
C1 N1 N4 C16 -0.7(3) . . . . ?
N3 C16 N4 N1 -6.7(3) . . . . ?
O2 C16 N4 N1 176.35(16) . . . . ?
N2 C1 O1 C2 -32.9(2) . . . . ?
N1 C1 O1 C2 150.51(16) . . . . ?
C7 C2 O1 C1 123.26(18) . . . . ?
C3 C2 O1 C1 -63.5(2) . . . . ?
N3 C16 O2 C17 7.9(3) . . . . ?
N4 C16 O2 C17 -174.98(16) . . . . ?
C22 C17 O2 C16 -107.3(2) . . . . ?
C18 C17 O2 C16 78.5(2) . . . . ?
