#------------------------------------------------------------------------------
#$Date: 2016-03-05 12:18:09 +0200 (Sat, 05 Mar 2016) $
#$Revision: 177862 $
#$URL: svn://www.crystallography.net/cod/cif/7/03/81/7038184.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_7038184
loop_
_publ_author_name
'Webre, Whitney A.'
'Hill, Jonathan P.'
'Matsushita, Yoshitaka'
'Karr, Paul A.'
'Ariga, Katsuhiko'
'D'Souza, Francis'
_publ_section_title
;
 Anion binding, electrochemistry and solvatochromism of β-brominated
 oxoporphyrinogens.
;
_journal_issue                   9
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              4006
_journal_page_last               4016
_journal_paper_doi               10.1039/c5dt04258e
_journal_volume                  45
_journal_year                    2016
_chemical_formula_sum            'C180 H188 Br20 N8 O11'
_chemical_formula_weight         4237.57
_space_group_crystal_system      orthorhombic
_space_group_IT_number           56
_space_group_name_Hall           '-P 2ab 2ac'
_space_group_name_H-M_alt        'P c c n'
_symmetry_space_group_name_Hall  '-P 2ab 2ac'
_symmetry_space_group_name_H-M   'P c c n'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2015-12-23 deposited with the CCDC.
2016-01-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   23.5535(17)
_cell_length_b                   19.3587(14)
_cell_length_c                   20.9760(15)
_cell_measurement_reflns_used    9858
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.76
_cell_measurement_theta_min      2.47
_cell_volume                     9564.3(12)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      113(2)
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device
;
Rigaku AFC11 Saturn724+ (4x4 bin mode)
;
_diffrn_measurement_method       dtprofit.ref
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.710747
_diffrn_reflns_av_R_equivalents  0.0611
_diffrn_reflns_av_unetI/netI     0.0287
_diffrn_reflns_laue_measured_fraction_full 0.998
_diffrn_reflns_laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            145551
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.903
_diffrn_reflns_theta_min         2.245
_diffrn_source_current           24.0000
_diffrn_source_power             1.2000
_diffrn_source_voltage           50.0000
_exptl_absorpt_coefficient_mu    4.239
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6044
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            'Reddish orange'
_exptl_crystal_density_diffrn    1.471
_exptl_crystal_description       Chunk
_exptl_crystal_F_000             4224
_exptl_crystal_size_max          0.206
_exptl_crystal_size_mid          0.149
_exptl_crystal_size_min          0.062
_refine_diff_density_max         3.145
_refine_diff_density_min         -2.045
_refine_diff_density_rms         0.180
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     522
_refine_ls_number_reflns         11356
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.1010
_refine_ls_R_factor_gt           0.0726
_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)+(0.1261P)²+65.3961P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2056
_refine_ls_wR_factor_ref         0.2368
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8436
_reflns_number_total             11356
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5dt04258e2.cif
_cod_data_source_block           shelx
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 

 Adding full bibliography for 7038184.cif.
;
_cod_database_code               7038184
_shelx_shelxl_version_number     2014/7
_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   0.476
_shelx_estimated_absorpt_t_max   0.779
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y, -z+1/2'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y+1/2, z'
'-x, -y, -z'
'-x-1/2, y, z-1/2'
'x, -y-1/2, z-1/2'
'x-1/2, y-1/2, -z'
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
O01 O 0.3239(6) 0.7386(8) 1.0102(7) 0.131(6) Uiso 0.90(3) 1 d . . P
C01 C 0.3931(10) 0.7229(13) 1.0376(11) 0.141(9) Uiso 0.90(3) 1 d . . P
Br1 Br 0.21833(4) 0.33508(4) 0.67050(5) 0.0603(3) Uani 1 1 d . . .
Br2A Br 0.39271(3) 0.62358(4) 0.72383(8) 0.0374(3) Uani 0.966(4) 1 d . . P
Br2B Br 0.3992(11) 0.6181(12) 0.755(2) 0.0374(3) Uani 0.034(4) 1 d . . P
Br3 Br 0.29840(3) 0.56178(4) 1.02768(4) 0.03958(19) Uani 1 1 d . . .
Br4 Br 0.14809(2) 0.58366(3) 1.02616(3) 0.03439(18) Uani 1 1 d . . .
Br5A Br 0.42580(5) 0.80402(4) 0.72004(7) 0.0474(3) Uani 0.975(4) 1 d . . P
Br5B Br 0.443(2) 0.7976(16) 0.749(3) 0.0474(3) Uani 0.025(4) 1 d . . P
O1 O -0.05844(19) 0.4738(2) 0.8745(3) 0.0419(12) Uani 1 1 d . . .
O2A O 0.4804(3) 0.3867(3) 0.8729(4) 0.054(2) Uani 0.786(12) 1 d . . P
O2B O 0.4676(12) 0.3855(13) 0.9190(17) 0.054(2) Uani 0.214(12) 1 d . . P
N2 N 0.2311(2) 0.6264(2) 0.8617(3) 0.0280(10) Uani 1 1 d . . .
C1 C 0.0142(3) 0.3933(4) 0.9682(5) 0.059(3) Uani 1 1 d . . .
H1A H 0.0260 0.4237 1.0032 0.088 Uiso 1 1 calc R U .
H1B H 0.0205 0.3450 0.9805 0.088 Uiso 1 1 calc R U .
H1C H -0.0262 0.4004 0.9593 0.088 Uiso 1 1 calc R U .
C2 C 0.0492(3) 0.4100(3) 0.9082(4) 0.0383(16) Uani 1 1 d . . .
C3 C 0.0408(3) 0.4858(3) 0.8895(4) 0.0344(14) Uani 1 1 d . . .
C4 C 0.0843(2) 0.5298(3) 0.8880(3) 0.0315(13) Uani 1 1 d . . .
H4 H 0.1209 0.5126 0.8984 0.038 Uiso 1 1 calc R U .
C5 C 0.0794(2) 0.6019(3) 0.8716(3) 0.0292(12) Uani 1 1 d . . .
C6 C 0.1268(2) 0.6440(3) 0.8702(3) 0.0283(12) Uani 1 1 d . . .
C7 C 0.3735(2) 0.7857(3) 0.8447(3) 0.0296(12) Uani 1 1 d . . .
N1 N 0.34821(19) 0.7329(2) 0.8787(3) 0.0276(10) Uani 1 1 d . . .
H1N H 0.3308 0.7379 0.9156 0.033 Uiso 1 1 calc R U .
C9 C 0.3543(2) 0.6715(3) 0.8466(3) 0.0290(13) Uani 1 1 d . . .
C10 C 0.3348(2) 0.6067(3) 0.8742(3) 0.0309(13) Uani 1 1 d . . .
C11 C 0.2764(2) 0.6044(3) 0.8978(3) 0.0302(13) Uani 1 1 d . . .
C12 C 0.1811(2) 0.6210(3) 0.8966(3) 0.0285(12) Uani 1 1 d . . .
C13 C 0.2242(3) 0.4239(3) 0.7082(4) 0.0419(17) Uani 1 1 d . . .
C14 C 0.2138(3) 0.4297(4) 0.7729(4) 0.0485(19) Uani 1 1 d . . .
H14 H 0.2046 0.3903 0.7978 0.058 Uiso 1 1 calc R U .
C15 C 0.2172(3) 0.4950(4) 0.8002(4) 0.0434(16) Uani 1 1 d . . .
H15 H 0.2106 0.5001 0.8446 0.052 Uiso 1 1 calc R U .
C16 C 0.2303(2) 0.5538(3) 0.7634(4) 0.0335(14) Uani 1 1 d . . .
C17 C 0.2423(3) 0.5446(3) 0.7006(4) 0.0400(15) Uani 1 1 d . . .
H17 H 0.2532 0.5833 0.6755 0.048 Uiso 1 1 calc R U .
C18 C 0.2390(3) 0.4792(4) 0.6721(4) 0.0457(17) Uani 1 1 d . . .
H18 H 0.2470 0.4736 0.6281 0.055 Uiso 1 1 calc R U .
C19 C 0.2323(3) 0.6258(3) 0.7925(4) 0.0357(14) Uani 1 1 d . . .
H19A H 0.2674 0.6492 0.7779 0.043 Uiso 1 1 calc R U .
H19B H 0.1996 0.6527 0.7763 0.043 Uiso 1 1 calc R U .
C20 C 0.0236(3) 0.6278(3) 0.8567(3) 0.0311(13) Uani 1 1 d . . .
H20 H 0.0194 0.6755 0.8469 0.037 Uiso 1 1 calc R U .
C21 C -0.0233(3) 0.5870(3) 0.8560(3) 0.0328(14) Uani 1 1 d . . .
C22 C -0.0172(2) 0.5119(3) 0.8734(4) 0.0341(14) Uani 1 1 d . . .
C23 C 0.0324(4) 0.3615(4) 0.8538(7) 0.084(4) Uani 1 1 d . . .
H23A H -0.0083 0.3662 0.8453 0.126 Uiso 1 1 calc R U .
H23B H 0.0409 0.3137 0.8658 0.126 Uiso 1 1 calc R U .
H23C H 0.0539 0.3737 0.8154 0.126 Uiso 1 1 calc R U .
C24 C 0.1117(3) 0.3948(3) 0.9250(4) 0.0399(16) Uani 1 1 d . . .
H24A H 0.1353 0.4006 0.8869 0.060 Uiso 1 1 calc R U .
H24B H 0.1150 0.3472 0.9406 0.060 Uiso 1 1 calc R U .
H24C H 0.1244 0.4268 0.9582 0.060 Uiso 1 1 calc R U .
C25 C -0.0826(3) 0.6155(3) 0.8404(4) 0.0402(16) Uani 1 1 d . . .
C26 C -0.1223(3) 0.6078(4) 0.8963(4) 0.0480(19) Uani 1 1 d . . .
H26A H -0.1594 0.6276 0.8855 0.072 Uiso 1 1 calc R U .
H26B H -0.1066 0.6322 0.9333 0.072 Uiso 1 1 calc R U .
H26C H -0.1268 0.5588 0.9066 0.072 Uiso 1 1 calc R U .
C27 C -0.1061(3) 0.5779(4) 0.7814(5) 0.055(2) Uani 1 1 d . . .
H27A H -0.1136 0.5295 0.7920 0.082 Uiso 1 1 calc R U .
H27B H -0.0783 0.5803 0.7467 0.082 Uiso 1 1 calc R U .
H27C H -0.1415 0.6001 0.7678 0.082 Uiso 1 1 calc R U .
C28 C -0.0792(3) 0.6929(3) 0.8232(4) 0.0476(19) Uani 1 1 d . . .
H28A H -0.1172 0.7098 0.8121 0.071 Uiso 1 1 calc R U .
H28B H -0.0537 0.6992 0.7867 0.071 Uiso 1 1 calc R U .
H28C H -0.0647 0.7189 0.8598 0.071 Uiso 1 1 calc R U .
C29 C 0.3934(3) 0.7571(3) 0.7892(3) 0.0361(15) Uani 1 1 d . . .
C30 C 0.3809(3) 0.6861(3) 0.7903(3) 0.0338(14) Uani 1 1 d . . .
C31 C 0.1963(2) 0.5976(3) 0.9559(3) 0.0297(12) Uani 1 1 d . . .
C32 C 0.2550(2) 0.5878(3) 0.9566(3) 0.0314(13) Uani 1 1 d . . .
C33 C 0.3709(3) 0.5509(3) 0.8798(3) 0.0325(13) Uani 1 1 d . . .
C34 C 0.3513(3) 0.4825(3) 0.8965(4) 0.0398(15) Uani 1 1 d . . .
H34 H 0.3121 0.4762 0.9056 0.048 Uiso 1 1 calc R U .
C35 C 0.3857(4) 0.4275(3) 0.8999(4) 0.0472(18) Uani 1 1 d . . .
C36 C 0.4474(4) 0.4368(4) 0.8839(5) 0.056(2) Uani 1 1 d . . .
C37 C 0.4688(3) 0.5076(4) 0.8715(4) 0.0437(17) Uani 1 1 d . . .
C38 C 0.4314(3) 0.5598(3) 0.8690(3) 0.0351(14) Uani 1 1 d . . .
H38 H 0.4452 0.6048 0.8597 0.042 Uiso 1 1 calc R U .
C39 C 0.5332(3) 0.5220(4) 0.8585(5) 0.060(2) Uani 1 1 d . . .
C40 C 0.5460(3) 0.5966(4) 0.8555(5) 0.052(2) Uani 1 1 d . . .
H40A H 0.5342 0.6188 0.8954 0.078 Uiso 1 1 calc R U .
H40B H 0.5254 0.6174 0.8197 0.078 Uiso 1 1 calc R U .
H40C H 0.5869 0.6032 0.8493 0.078 Uiso 1 1 calc R U .
C41 C 0.5698(5) 0.4899(8) 0.9089(8) 0.117(6) Uani 1 1 d . . .
H41A H 0.6089 0.5066 0.9043 0.175 Uiso 1 1 calc R U .
H41B H 0.5692 0.4395 0.9042 0.175 Uiso 1 1 calc R U .
H41C H 0.5553 0.5025 0.9511 0.175 Uiso 1 1 calc R U .
C42 C 0.5465(4) 0.4939(5) 0.7859(5) 0.067(3) Uani 1 1 d . . .
H42A H 0.5187 0.5135 0.7562 0.101 Uiso 1 1 calc R U .
H42B H 0.5439 0.4434 0.7852 0.101 Uiso 1 1 calc R U .
H42C H 0.5848 0.5081 0.7733 0.101 Uiso 1 1 calc R U .
C43 C 0.3637(4) 0.3552(4) 0.9167(5) 0.057(2) Uani 1 1 d . . .
C44 C 0.3029(5) 0.3584(5) 0.9353(6) 0.083(4) Uani 1 1 d . . .
H44A H 0.2800 0.3719 0.8983 0.125 Uiso 1 1 calc R U .
H44B H 0.2980 0.3925 0.9694 0.125 Uiso 1 1 calc R U .
H44C H 0.2905 0.3130 0.9505 0.125 Uiso 1 1 calc R U .
C45 C 0.3696(5) 0.3067(4) 0.8596(5) 0.068(3) Uani 1 1 d . . .
H45A H 0.3555 0.2607 0.8711 0.101 Uiso 1 1 calc R U .
H45B H 0.4096 0.3035 0.8472 0.101 Uiso 1 1 calc R U .
H45C H 0.3473 0.3248 0.8238 0.101 Uiso 1 1 calc R U .
C46 C 0.3994(7) 0.3258(5) 0.9720(6) 0.097(5) Uani 1 1 d . . .
H46A H 0.3962 0.3564 1.0090 0.145 Uiso 1 1 calc R U .
H46B H 0.4392 0.3227 0.9588 0.145 Uiso 1 1 calc R U .
H46C H 0.3854 0.2797 0.9832 0.145 Uiso 1 1 calc R U .
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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
Br2B Br2A C30 54.2(18) . .
Br2A Br2B C30 105(3) . .
Br5B Br5A C29 61(3) . .
Br5A Br5B C29 96(4) . .
O2B O2A C36 70.2(14) . .
O2A O2B C36 63.8(18) . .
C11 N2 C12 110.0(5) . .
C11 N2 C19 122.1(5) . .
C12 N2 C19 122.9(5) . .
C2 C1 H1A 109.5 . .
C2 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
C2 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
C23 C2 C3 111.3(7) . .
C23 C2 C1 110.1(8) . .
C3 C2 C1 110.0(6) . .
C23 C2 C24 107.5(6) . .
C3 C2 C24 111.4(5) . .
C1 C2 C24 106.5(6) . .
C4 C3 C22 118.7(5) . .
C4 C3 C2 121.3(5) . .
C22 C3 C2 120.0(5) . .
C3 C4 C5 124.3(5) . .
C3 C4 H4 117.8 . .
C5 C4 H4 117.8 . .
C6 C5 C20 121.9(5) . .
C6 C5 C4 120.7(5) . .
C20 C5 C4 117.4(5) . .
C5 C6 C7 123.5(5) . 4_565
C5 C6 C12 121.3(5) . .
C7 C6 C12 115.2(5) 4_565 .
C29 C7 N1 106.7(5) . .
C29 C7 C6 133.4(6) . 4_565
N1 C7 C6 119.9(6) . 4_565
C9 N1 C7 110.0(5) . .
C9 N1 H1N 125.0 . .
C7 N1 H1N 125.0 . .
C30 C9 N1 107.0(5) . .
C30 C9 C10 131.8(6) . .
N1 C9 C10 121.2(6) . .
C33 C10 C9 120.9(5) . .
C33 C10 C11 121.8(5) . .
C9 C10 C11 117.2(5) . .
C32 C11 N2 106.4(5) . .
C32 C11 C10 131.1(6) . .
N2 C11 C10 122.2(6) . .
C31 C12 N2 106.4(5) . .
C31 C12 C6 132.2(6) . .
N2 C12 C6 121.1(6) . .
C18 C13 C14 121.9(7) . .
C18 C13 Br1 120.1(6) . .
C14 C13 Br1 118.0(6) . .
C13 C14 C15 117.9(7) . .
C13 C14 H14 121.0 . .
C15 C14 H14 121.0 . .
C14 C15 C16 121.4(7) . .
C14 C15 H15 119.3 . .
C16 C15 H15 119.3 . .
C17 C16 C15 118.1(6) . .
C17 C16 C19 120.1(6) . .
C15 C16 C19 121.8(7) . .
C16 C17 C18 121.3(7) . .
C16 C17 H17 119.4 . .
C18 C17 H17 119.4 . .
C13 C18 C17 119.4(7) . .
C13 C18 H18 120.3 . .
C17 C18 H18 120.3 . .
N2 C19 C16 114.1(5) . .
N2 C19 H19A 108.7 . .
C16 C19 H19A 108.7 . .
N2 C19 H19B 108.7 . .
C16 C19 H19B 108.7 . .
H19A C19 H19B 107.6 . .
C21 C20 C5 122.9(5) . .
C21 C20 H20 118.6 . .
C5 C20 H20 118.6 . .
C20 C21 C22 118.8(5) . .
C20 C21 C25 122.2(5) . .
C22 C21 C25 119.0(5) . .
O1 C22 C3 121.3(5) . .
O1 C22 C21 120.8(5) . .
C3 C22 C21 117.9(5) . .
C2 C23 H23A 109.5 . .
C2 C23 H23B 109.5 . .
H23A C23 H23B 109.5 . .
C2 C23 H23C 109.5 . .
H23A C23 H23C 109.5 . .
H23B C23 H23C 109.5 . .
C2 C24 H24A 109.5 . .
C2 C24 H24B 109.5 . .
H24A C24 H24B 109.5 . .
C2 C24 H24C 109.5 . .
H24A C24 H24C 109.5 . .
H24B C24 H24C 109.5 . .
C26 C25 C21 111.2(6) . .
C26 C25 C27 110.8(6) . .
C21 C25 C27 109.3(6) . .
C26 C25 C28 108.0(6) . .
C21 C25 C28 110.6(5) . .
C27 C25 C28 106.8(6) . .
C25 C26 H26A 109.5 . .
C25 C26 H26B 109.5 . .
H26A C26 H26B 109.5 . .
C25 C26 H26C 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
C25 C27 H27A 109.5 . .
C25 C27 H27B 109.5 . .
H27A C27 H27B 109.5 . .
C25 C27 H27C 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
C25 C28 H28A 109.5 . .
C25 C28 H28B 109.5 . .
H28A C28 H28B 109.5 . .
C25 C28 H28C 109.5 . .
H28A C28 H28C 109.5 . .
H28B C28 H28C 109.5 . .
C7 C29 C30 107.9(6) . .
C7 C29 Br5B 119.0(15) . .
C30 C29 Br5B 128.8(13) . .
C7 C29 Br5A 126.9(4) . .
C30 C29 Br5A 125.0(5) . .
Br5B C29 Br5A 23(2) . .
C9 C30 C29 108.3(6) . .
C9 C30 Br2B 111.1(15) . .
C29 C30 Br2B 138.9(13) . .
C9 C30 Br2A 125.4(5) . .
C29 C30 Br2A 126.1(5) . .
Br2B C30 Br2A 20.5(18) . .
C12 C31 C32 108.2(6) . .
C12 C31 Br4 127.0(4) . .
C32 C31 Br4 124.8(5) . .
C11 C32 C31 108.9(6) . .
C11 C32 Br3 125.3(4) . .
C31 C32 Br3 125.8(5) . .
C10 C33 C34 122.7(6) . .
C10 C33 C38 120.0(6) . .
C34 C33 C38 117.4(5) . .
C35 C34 C33 123.1(7) . .
C35 C34 H34 118.5 . .
C33 C34 H34 118.5 . .
C34 C35 C36 118.6(7) . .
C34 C35 C43 122.2(8) . .
C36 C35 C43 119.2(7) . .
O2A C36 O2B 46.0(13) . .
O2A C36 C37 118.0(8) . .
O2B C36 C37 131.9(15) . .
O2A C36 C35 122.9(8) . .
O2B C36 C35 97.6(15) . .
C37 C36 C35 118.6(6) . .
C38 C37 C36 118.7(7) . .
C38 C37 C39 119.6(7) . .
C36 C37 C39 121.6(6) . .
C37 C38 C33 123.3(6) . .
C37 C38 H38 118.4 . .
C33 C38 H38 118.4 . .
C40 C39 C41 108.6(9) . .
C40 C39 C37 112.3(6) . .
C41 C39 C37 111.1(9) . .
C40 C39 C42 104.2(8) . .
C41 C39 C42 113.9(9) . .
C37 C39 C42 106.7(7) . .
C39 C40 H40A 109.5 . .
C39 C40 H40B 109.5 . .
H40A C40 H40B 109.5 . .
C39 C40 H40C 109.5 . .
H40A C40 H40C 109.5 . .
H40B C40 H40C 109.5 . .
C39 C41 H41A 109.5 . .
C39 C41 H41B 109.5 . .
H41A C41 H41B 109.5 . .
C39 C41 H41C 109.5 . .
H41A C41 H41C 109.5 . .
H41B C41 H41C 109.5 . .
C39 C42 H42A 109.5 . .
C39 C42 H42B 109.5 . .
H42A C42 H42B 109.5 . .
C39 C42 H42C 109.5 . .
H42A C42 H42C 109.5 . .
H42B C42 H42C 109.5 . .
C44 C43 C45 108.6(9) . .
C44 C43 C35 110.3(7) . .
C45 C43 C35 110.4(8) . .
C44 C43 C46 110.1(10) . .
C45 C43 C46 108.4(8) . .
C35 C43 C46 109.0(8) . .
C43 C44 H44A 109.5 . .
C43 C44 H44B 109.5 . .
H44A C44 H44B 109.5 . .
C43 C44 H44C 109.5 . .
H44A C44 H44C 109.5 . .
H44B C44 H44C 109.5 . .
C43 C45 H45A 109.5 . .
C43 C45 H45B 109.5 . .
H45A C45 H45B 109.5 . .
C43 C45 H45C 109.5 . .
H45A C45 H45C 109.5 . .
H45B C45 H45C 109.5 . .
C43 C46 H46A 109.5 . .
C43 C46 H46B 109.5 . .
H46A C46 H46B 109.5 . .
C43 C46 H46C 109.5 . .
H46A C46 H46C 109.5 . .
H46B C46 H46C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O01 C01 1.75(3) .
Br1 C13 1.897(7) .
Br2A Br2B 0.68(5) .
Br2A C30 1.868(7) .
Br2B C30 1.57(2) .
Br3 C32 1.877(7) .
Br4 C31 1.880(7) .
Br5A Br5B 0.75(7) .
Br5A C29 1.874(7) .
Br5B C29 1.64(3) .
O1 C22 1.219(7) .
O2A O2B 1.01(3) .
O2A C36 1.264(9) .
O2B C36 1.32(3) .
N2 C11 1.376(8) .
N2 C12 1.390(8) .
N2 C19 1.453(9) .
C1 C2 1.540(12) .
C1 H1A 0.9800 .
C1 H1B 0.9800 .
C1 H1C 0.9800 .
C2 C23 1.529(12) .
C2 C3 1.531(8) .
C2 C24 1.541(8) .
C3 C4 1.334(8) .
C3 C22 1.495(8) .
C4 C5 1.443(8) .
C4 H4 0.9500 .
C5 C6 1.382(8) .
C5 C20 1.442(8) .
C6 C7 1.462(8) 4_565
C6 C12 1.463(8) .
C7 C29 1.373(9) .
C7 N1 1.381(7) .
C7 C6 1.462(8) 4_565
N1 C9 1.374(7) .
N1 H1N 0.8800 .
C9 C30 1.366(10) .
C9 C10 1.455(8) .
C10 C33 1.380(8) .
C10 C11 1.463(8) .
C11 C32 1.370(10) .
C12 C31 1.370(9) .
C13 C18 1.357(11) .
C13 C14 1.383(12) .
C14 C15 1.391(10) .
C14 H14 0.9500 .
C15 C16 1.409(10) .
C15 H15 0.9500 .
C16 C17 1.359(11) .
C16 C19 1.522(9) .
C17 C18 1.403(10) .
C17 H17 0.9500 .
C18 H18 0.9500 .
C19 H19A 0.9900 .
C19 H19B 0.9900 .
C20 C21 1.357(8) .
C20 H20 0.9500 .
C21 C22 1.507(8) .
C21 C25 1.536(8) .
C23 H23A 0.9800 .
C23 H23B 0.9800 .
C23 H23C 0.9800 .
C24 H24A 0.9800 .
C24 H24B 0.9800 .
C24 H24C 0.9800 .
C25 C26 1.509(12) .
C25 C27 1.539(11) .
C25 C28 1.544(9) .
C26 H26A 0.9800 .
C26 H26B 0.9800 .
C26 H26C 0.9800 .
C27 H27A 0.9800 .
C27 H27B 0.9800 .
C27 H27C 0.9800 .
C28 H28A 0.9800 .
C28 H28B 0.9800 .
C28 H28C 0.9800 .
C29 C30 1.405(8) .
C31 C32 1.396(8) .
C33 C34 1.447(9) .
C33 C38 1.452(9) .
C34 C35 1.341(9) .
C34 H34 0.9500 .
C35 C36 1.502(13) .
C35 C43 1.534(10) .
C36 C37 1.481(11) .
C37 C38 1.341(8) .
C37 C39 1.567(11) .
C38 H38 0.9500 .
C39 C40 1.477(12) .
C39 C41 1.500(14) .
C39 C42 1.646(15) .
C40 H40A 0.9800 .
C40 H40B 0.9800 .
C40 H40C 0.9800 .
C41 H41A 0.9800 .
C41 H41B 0.9800 .
C41 H41C 0.9800 .
C42 H42A 0.9800 .
C42 H42B 0.9800 .
C42 H42C 0.9800 .
C43 C44 1.487(15) .
C43 C45 1.528(13) .
C43 C46 1.539(14) .
C44 H44A 0.9800 .
C44 H44B 0.9800 .
C44 H44C 0.9800 .
C45 H45A 0.9800 .
C45 H45B 0.9800 .
C45 H45C 0.9800 .
C46 H46A 0.9800 .
C46 H46B 0.9800 .
C46 H46C 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
C23 C2 C3 C4 -118.8(9) . .
C1 C2 C3 C4 118.9(8) . .
C24 C2 C3 C4 1.1(11) . .
C23 C2 C3 C22 62.0(10) . .
C1 C2 C3 C22 -60.3(9) . .
C24 C2 C3 C22 -178.1(7) . .
C22 C3 C4 C5 -0.1(11) . .
C2 C3 C4 C5 -179.3(7) . .
C3 C4 C5 C6 -179.1(7) . .
C3 C4 C5 C20 0.8(11) . .
C20 C5 C6 C7 -9.6(10) . 4_565
C4 C5 C6 C7 170.3(6) . 4_565
C20 C5 C6 C12 168.4(6) . .
C4 C5 C6 C12 -11.7(10) . .
C29 C7 N1 C9 2.6(7) . .
C6 C7 N1 C9 -179.1(5) 4_565 .
C7 N1 C9 C30 -3.1(7) . .
C7 N1 C9 C10 175.7(5) . .
C30 C9 C10 C33 52.3(11) . .
N1 C9 C10 C33 -126.2(7) . .
C30 C9 C10 C11 -130.0(7) . .
N1 C9 C10 C11 51.5(9) . .
C12 N2 C11 C32 -2.5(6) . .
C19 N2 C11 C32 -158.3(5) . .
C12 N2 C11 C10 -177.6(5) . .
C19 N2 C11 C10 26.6(8) . .
C33 C10 C11 C32 53.7(10) . .
C9 C10 C11 C32 -124.0(7) . .
C33 C10 C11 N2 -132.6(7) . .
C9 C10 C11 N2 49.7(9) . .
C11 N2 C12 C31 2.1(6) . .
C19 N2 C12 C31 157.7(5) . .
C11 N2 C12 C6 177.4(5) . .
C19 N2 C12 C6 -27.1(8) . .
C5 C6 C12 C31 -56.1(10) . .
C7 C6 C12 C31 122.0(7) 4_565 .
C5 C6 C12 N2 130.0(6) . .
C7 C6 C12 N2 -51.8(8) 4_565 .
C18 C13 C14 C15 1.9(11) . .
Br1 C13 C14 C15 -179.0(6) . .
C13 C14 C15 C16 0.6(12) . .
C14 C15 C16 C17 -3.1(11) . .
C14 C15 C16 C19 178.0(7) . .
C15 C16 C17 C18 3.2(11) . .
C19 C16 C17 C18 -177.9(6) . .
C14 C13 C18 C17 -1.9(11) . .
Br1 C13 C18 C17 179.1(5) . .
C16 C17 C18 C13 -0.8(11) . .
C11 N2 C19 C16 70.6(7) . .
C12 N2 C19 C16 -82.1(7) . .
C17 C16 C19 N2 -167.0(6) . .
C15 C16 C19 N2 11.8(9) . .
C6 C5 C20 C21 178.1(7) . .
C4 C5 C20 C21 -1.8(10) . .
C5 C20 C21 C22 1.8(11) . .
C5 C20 C21 C25 179.7(7) . .
C4 C3 C22 O1 -179.6(7) . .
C2 C3 C22 O1 -0.3(11) . .
C4 C3 C22 C21 0.1(11) . .
C2 C3 C22 C21 179.4(7) . .
C20 C21 C22 O1 178.7(7) . .
C25 C21 C22 O1 0.7(11) . .
C20 C21 C22 C3 -1.0(10) . .
C25 C21 C22 C3 -179.0(7) . .
C20 C21 C25 C26 -117.2(8) . .
C22 C21 C25 C26 60.6(8) . .
C20 C21 C25 C27 120.1(8) . .
C22 C21 C25 C27 -62.0(9) . .
C20 C21 C25 C28 2.8(10) . .
C22 C21 C25 C28 -179.4(7) . .
N1 C7 C29 C30 -1.0(7) . .
C6 C7 C29 C30 -179.1(7) 4_565 .
N1 C7 C29 Br5B -160(3) . .
C6 C7 C29 Br5B 22(3) 4_565 .
N1 C7 C29 Br5A 173.8(5) . .
C6 C7 C29 Br5A -4.2(11) 4_565 .
Br5A Br5B C29 C7 -117(3) . .
Br5A Br5B C29 C30 90(3) . .
Br5B Br5A C29 C7 78(3) . .
Br5B Br5A C29 C30 -108(3) . .
N1 C9 C30 C29 2.4(7) . .
C10 C9 C30 C29 -176.3(6) . .
N1 C9 C30 Br2B 170.4(16) . .
C10 C9 C30 Br2B -8.3(18) . .
N1 C9 C30 Br2A -172.7(4) . .
C10 C9 C30 Br2A 8.6(10) . .
C7 C29 C30 C9 -0.9(8) . .
Br5B C29 C30 C9 155(3) . .
Br5A C29 C30 C9 -175.9(5) . .
C7 C29 C30 Br2B -164(3) . .
Br5B C29 C30 Br2B -8(4) . .
Br5A C29 C30 Br2B 21(3) . .
C7 C29 C30 Br2A 174.2(5) . .
Br5B C29 C30 Br2A -30(3) . .
Br5A C29 C30 Br2A -0.7(9) . .
Br2A Br2B C30 C9 138(2) . .
Br2A Br2B C30 C29 -60(4) . .
Br2B Br2A C30 C9 -50(3) . .
Br2B Br2A C30 C29 135(3) . .
N2 C12 C31 C32 -0.9(6) . .
C6 C12 C31 C32 -175.4(6) . .
N2 C12 C31 Br4 176.9(4) . .
C6 C12 C31 Br4 2.4(10) . .
N2 C11 C32 C31 1.9(7) . .
C10 C11 C32 C31 176.4(6) . .
N2 C11 C32 Br3 -174.5(4) . .
C10 C11 C32 Br3 0.0(9) . .
C12 C31 C32 C11 -0.6(7) . .
Br4 C31 C32 C11 -178.5(4) . .
C12 C31 C32 Br3 175.7(4) . .
Br4 C31 C32 Br3 -2.2(8) . .
C9 C10 C33 C34 -169.1(7) . .
C11 C10 C33 C34 13.3(11) . .
C9 C10 C33 C38 11.2(10) . .
C11 C10 C33 C38 -166.3(6) . .
C10 C33 C34 C35 177.6(8) . .
C38 C33 C34 C35 -2.7(11) . .
C33 C34 C35 C36 -1.7(13) . .
C33 C34 C35 C43 -179.0(8) . .
O2B O2A C36 C37 123(2) . .
O2B O2A C36 C35 -66(2) . .
O2A O2B C36 C37 -90(2) . .
O2A O2B C36 C35 129.3(15) . .
C34 C35 C36 O2A -165.0(9) . .
C43 C35 C36 O2A 12.4(14) . .
C34 C35 C36 O2B 153.5(16) . .
C43 C35 C36 O2B -29.2(17) . .
C34 C35 C36 C37 6.3(13) . .
C43 C35 C36 C37 -176.4(8) . .
O2A C36 C37 C38 165.3(9) . .
O2B C36 C37 C38 -140(2) . .
C35 C36 C37 C38 -6.5(13) . .
O2A C36 C37 C39 -11.9(14) . .
O2B C36 C37 C39 43(2) . .
C35 C36 C37 C39 176.3(8) . .
C36 C37 C38 C33 2.1(12) . .
C39 C37 C38 C33 179.3(7) . .
C10 C33 C38 C37 -177.8(7) . .
C34 C33 C38 C37 2.6(11) . .
C38 C37 C39 C40 10.0(12) . .
C36 C37 C39 C40 -172.8(8) . .
C38 C37 C39 C41 131.8(10) . .
C36 C37 C39 C41 -51.0(13) . .
C38 C37 C39 C42 -103.6(9) . .
C36 C37 C39 C42 73.6(10) . .
C34 C35 C43 C44 -6.7(13) . .
C36 C35 C43 C44 176.1(9) . .
C34 C35 C43 C45 113.3(10) . .
C36 C35 C43 C45 -63.9(11) . .
C34 C35 C43 C46 -127.7(10) . .
C36 C35 C43 C46 55.0(12) . .
