#------------------------------------------------------------------------------
#$Date: 2021-03-27 08:13:50 +0200 (Sat, 27 Mar 2021) $
#$Revision: 263391 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/37/2243791.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2243791
loop_
_publ_author_name
'Zeller, Matthias'
'Bogdanowich-Knipp, Susan'
'Smith, Pamela'
'Purcell, Dale K.'
'Okezue, Mercy'
'Smith, Daniel T.'
'Byrn, Stephen R.'
'Clase, Kari L.'
_publ_section_title
;
 Maleate salts of bedaquiline
;
_journal_coeditor_code           TX2038
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              433
_journal_page_last               445
_journal_paper_doi               10.1107/S2056989021002991
_journal_volume                  77
_journal_year                    2021
_chemical_absolute_configuration ad
_chemical_formula_iupac
'C32 H32 Br N2 O2 +, C4 H3 O4 -, 0.821C4 H8 O2'
_chemical_formula_moiety
'C32 H32 Br N2 O2 +, C4 H3 O4 -, 0.821(C4 H8 O2)'
_chemical_formula_sum            'C39.28 H41.57 Br N2 O7.64'
_chemical_formula_weight         743.88
_chemical_name_common
;
Bedaquilinium maleate ethyl acetate 0.821-solvate
;
_chemical_name_systematic
;[4-(6-bromo-2-methoxyquinolin-3-yl)-3-hydroxy-3-(naphthalen-1-yl)-4-phenylbutyl]dimethylazanium 3-carboxyprop-2-enoate ethyl acetate
0.821-solvate
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 107.359(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.1525(10)
_cell_length_b                   13.5353(9)
_cell_length_c                   17.8572(11)
_cell_measurement_reflns_used    9891
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      30.8613
_cell_measurement_theta_min      2.5259
_cell_volume                     3726.3(4)
_computing_cell_refinement
;
SAINT (Bruker, 2020)
;
_computing_data_collection
;
APEX3 (Bruker, 2020)
;
_computing_data_reduction
;
SAINT (Bruker, 2020)
;
_computing_molecular_graphics
;
Mercury (Macrae et al.,  2020)
;
_computing_publication_material
;
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2018/3 (Sheldrick, 2015b),
shelXle  (Hübschle et al.,  2011)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type
;
Bruker AXS D8 Quest with PhotonII CPAD
;
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_monochromator  'Triumph curved graphite crystal'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0817
_diffrn_reflns_av_unetI/netI     0.1095
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            153291
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.173
_diffrn_reflns_theta_min         2.390
_diffrn_source                   'fine focus sealed tube X-ray source'
_diffrn_source_current           '30 mA'
_diffrn_source_voltage           '50 kV'
_exptl_absorpt_coefficient_mu    1.156
_exptl_absorpt_correction_T_max  0.7424
_exptl_absorpt_correction_T_min  0.6697
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Krause et al.,  2015)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.326
_exptl_crystal_description       block
_exptl_crystal_F_000             1550
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.430
_exptl_crystal_size_min          0.370
_refine_diff_density_max         0.883
_refine_diff_density_min         -1.027
_refine_ls_abs_structure_details
;
Flack x determined using 5601 quotients
[(I⁺)-(I⁻)]/[(I⁺)+(I⁻)]
(Parsons et al.,  2013).
;
_refine_ls_abs_structure_Flack   0.020(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1359
_refine_ls_number_reflns         28338
_refine_ls_number_restraints     1870
_refine_ls_restrained_S_all      1.012
_refine_ls_R_factor_all          0.1257
_refine_ls_R_factor_gt           0.0618
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0795P)²+0.9081P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1642
_refine_ls_wR_factor_ref         0.1999
_reflns_number_gt                15758
_reflns_number_total             28338
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            tx2038sup1.cif
_cod_data_source_block           ethyl_acetate
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2243791
_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   0.624
_shelx_estimated_absorpt_t_max   0.674
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br Br1A 0.02899(4) -0.1368(3) 0.47002(5) 0.0853(2) Uani d 1 . .
O O1A 0.23412(18) 0.0834(4) 0.16595(15) 0.0384(6) Uani d 1 . .
H H1AB 0.190(4) 0.088(5) 0.182(3) 0.058 Uiso d 1 . .
O O2A 0.31927(16) 0.2987(4) 0.36367(14) 0.0343(5) Uani d 1 . .
O O3A 0.25764(18) 0.5025(4) 0.21465(17) 0.0430(6) Uani d 1 . .
O O4A 0.3323(2) 0.5009(5) 0.12996(19) 0.0776(14) Uani d 1 . .
O O5A 0.4687(3) 0.5653(5) 0.1195(2) 0.0789(14) Uani d 1 . .
H H5A 0.410(6) 0.531(7) 0.128(5) 0.118 Uiso d 1 . .
O O6A 0.58605(19) 0.6327(4) 0.19870(19) 0.0508(7) Uani d 1 . .
N N1A 0.15387(17) 0.3824(4) 0.10491(16) 0.0290(5) Uani d 1 . .
H H1A 0.192127 0.429610 0.142926 0.035 Uiso calc 1 . .
N N2A 0.21055(18) 0.2293(4) 0.40474(16) 0.0309(6) Uani d 1 . .
C C1A 0.3501(2) 0.1343(4) 0.28290(18) 0.0295(6) Uani d 1 . .
H H1AA 0.389428 0.191936 0.302046 0.035 Uiso calc 1 . .
C C2A 0.2981(2) 0.1569(4) 0.19441(19) 0.0305(6) Uani d 1 . .
C C3A 0.2523(2) 0.2579(4) 0.18924(18) 0.0280(6) Uani d 1 . .
H H3AA 0.209997 0.254603 0.219490 0.034 Uiso calc 1 . .
H H3AB 0.295907 0.308814 0.213855 0.034 Uiso calc 1 . .
C C4A 0.2051(2) 0.2892(4) 0.10544(19) 0.0320(7) Uani d 1 . .
H H4AA 0.247771 0.300417 0.076437 0.038 Uiso calc 1 . .
H H4AB 0.165422 0.235709 0.078618 0.038 Uiso calc 1 . .
C C5A 0.0750(2) 0.3651(5) 0.1305(2) 0.0423(8) Uani d 1 . .
H H5AA 0.045311 0.428010 0.131294 0.063 Uiso calc 1 . .
H H5AB 0.092183 0.336078 0.183165 0.063 Uiso calc 1 . .
H H5AC 0.035812 0.319704 0.093730 0.063 Uiso calc 1 . .
C C6A 0.1289(3) 0.4300(5) 0.0261(2) 0.0406(8) Uani d 1 . .
H H6AA 0.181244 0.451969 0.013879 0.061 Uiso calc 1 . .
H H6AB 0.091537 0.487025 0.026100 0.061 Uiso calc 1 . .
H H6AC 0.097568 0.382291 -0.013531 0.061 Uiso calc 1 . .
C C7A 0.3613(3) 0.1571(5) 0.1439(3) 0.0343(10) Uani d 0.874(3) A 1
C C8A 0.3446(4) 0.0912(5) 0.0821(3) 0.0432(11) Uani d 0.874(3) A 1
H H8A 0.295157 0.049649 0.072597 0.052 Uiso calc 0.874(3) A 1
C C9A 0.3980(4) 0.0828(6) 0.0324(3) 0.0508(13) Uani d 0.874(3) A 1
H H9A 0.384385 0.036339 -0.009333 0.061 Uiso calc 0.874(3) A 1
C C10A 0.4694(4) 0.1420(6) 0.0449(4) 0.0604(14) Uani d 0.874(3) A 1
H H10A 0.505210 0.136602 0.011493 0.072 Uiso calc 0.874(3) A 1
C C11A 0.4905(4) 0.2108(6) 0.1068(4) 0.0623(14) Uani d 0.874(3) A 1
C C12A 0.5640(5) 0.2752(8) 0.1180(6) 0.091(2) Uani d 0.874(3) A 1
H H12A 0.599152 0.269222 0.084066 0.109 Uiso calc 0.874(3) A 1
C C13A 0.5843(5) 0.3433(8) 0.1748(6) 0.096(2) Uani d 0.874(3) A 1
H H13A 0.633602 0.384386 0.180943 0.115 Uiso calc 0.874(3) A 1
C C14A 0.5335(4) 0.3540(7) 0.2248(5) 0.0773(17) Uani d 0.874(3) A 1
H H14A 0.548379 0.401996 0.265419 0.093 Uiso calc 0.874(3) A 1
C C15A 0.4603(4) 0.2942(6) 0.2155(4) 0.0519(12) Uani d 0.874(3) A 1
H H15A 0.425838 0.303429 0.249735 0.062 Uiso calc 0.874(3) A 1
C C16A 0.4361(3) 0.2208(6) 0.1569(3) 0.0456(11) Uani d 0.874(3) A 1
C C7C 0.3427(19) 0.132(2) 0.1331(17) 0.041(4) Uani d 0.126(3) A 2
C C8C 0.3206(19) 0.056(2) 0.0799(16) 0.041(4) Uani d 0.126(3) A 2
H H8C 0.273649 0.013988 0.079459 0.049 Uiso calc 0.126(3) A 2
C C9C 0.367(2) 0.042(2) 0.0258(16) 0.042(4) Uani d 0.126(3) A 2
H H9C 0.350668 -0.009539 -0.012149 0.050 Uiso calc 0.126(3) A 2
C C10C 0.437(2) 0.100(2) 0.0273(19) 0.046(4) Uani d 0.126(3) A 2
H H10C 0.467759 0.090004 -0.009734 0.056 Uiso calc 0.126(3) A 2
C C11C 0.463(2) 0.176(2) 0.0845(19) 0.052(3) Uani d 0.126(3) A 2
C C12C 0.533(2) 0.240(3) 0.084(2) 0.068(4) Uani d 0.126(3) A 2
H H12C 0.569295 0.221262 0.052987 0.081 Uiso calc 0.126(3) A 2
C C13C 0.550(3) 0.325(3) 0.125(3) 0.076(4) Uani d 0.126(3) A 2
H H13C 0.587427 0.373898 0.114413 0.091 Uiso calc 0.126(3) A 2
C C14C 0.510(3) 0.339(3) 0.183(3) 0.073(3) Uani d 0.126(3) A 2
H H14C 0.529544 0.390797 0.219989 0.088 Uiso calc 0.126(3) A 2
C C15C 0.442(3) 0.278(3) 0.189(2) 0.060(4) Uani d 0.126(3) A 2
H H15C 0.412938 0.293104 0.226547 0.072 Uiso calc 0.126(3) A 2
C C16C 0.416(2) 0.195(3) 0.140(2) 0.047(3) Uani d 0.126(3) A 2
C C17A 0.4079(2) 0.0434(4) 0.2939(2) 0.0350(7) Uani d 1 . .
C C18A 0.3816(3) -0.0471(5) 0.2559(3) 0.0456(9) Uani d 1 . .
H H18A 0.325410 -0.053527 0.219538 0.055 Uiso calc 1 . .
C C19A 0.4386(3) -0.1282(5) 0.2718(3) 0.0564(11) Uani d 1 . .
H H19A 0.420833 -0.189045 0.245421 0.068 Uiso calc 1 . .
C C20A 0.5198(3) -0.1203(5) 0.3249(3) 0.0591(13) Uani d 1 . .
H H20A 0.557645 -0.175675 0.336163 0.071 Uiso calc 1 . .
C C21A 0.5452(3) -0.0320(6) 0.3613(3) 0.0649(15) Uani d 1 . .
H H21A 0.601430 -0.026192 0.397750 0.078 Uiso calc 1 . .
C C22A 0.4905(3) 0.0499(5) 0.3463(2) 0.0504(11) Uani d 1 . .
H H22A 0.509958 0.110631 0.372267 0.060 Uiso calc 1 . .
C C23A 0.2886(2) 0.1306(4) 0.33303(17) 0.0275(6) Uani d 1 . .
C C24A 0.2493(2) 0.0476(4) 0.34742(19) 0.0311(6) Uani d 1 . .
H H24A 0.262493 -0.014151 0.328403 0.037 Uiso calc 1 . .
C C25A 0.1885(2) 0.0516(4) 0.39060(19) 0.0316(7) Uani d 1 . .
C C26A 0.1467(2) -0.0334(5) 0.4085(2) 0.0401(8) Uani d 1 . .
H H26A 0.161054 -0.097165 0.394024 0.048 Uiso calc 1 . .
C C27A 0.0858(3) -0.0227(5) 0.4466(2) 0.0442(9) Uani d 1 . .
C C28A 0.0625(2) 0.0697(5) 0.4696(2) 0.0437(9) Uani d 1 . .
H H28A 0.019073 0.074902 0.495367 0.052 Uiso calc 1 . .
C C29A 0.1037(2) 0.1529(5) 0.4540(2) 0.0381(8) Uani d 1 . .
H H29A 0.088576 0.215925 0.469269 0.046 Uiso calc 1 . .
C C30A 0.1683(2) 0.1456(4) 0.41547(18) 0.0307(7) Uani d 1 . .
C C31A 0.2695(2) 0.2206(4) 0.36887(18) 0.0287(6) Uani d 1 . .
C C32A 0.3048(3) 0.3891(4) 0.4001(2) 0.0456(9) Uani d 1 . .
H H32A 0.349358 0.437409 0.398264 0.068 Uiso calc 1 . .
H H32B 0.307834 0.376197 0.454834 0.068 Uiso calc 1 . .
H H32C 0.247392 0.415309 0.371967 0.068 Uiso calc 1 . .
C C33A 0.3246(3) 0.5217(5) 0.1966(2) 0.0427(9) Uani d 1 . .
C C34A 0.3976(2) 0.5695(4) 0.2579(2) 0.0389(8) Uani d 1 . .
H H34A 0.388111 0.578612 0.307481 0.047 Uiso calc 1 . .
C C35A 0.4743(3) 0.6012(4) 0.2532(2) 0.0408(8) Uani d 1 . .
H H35A 0.510715 0.629067 0.300418 0.049 Uiso calc 1 . .
C C36A 0.5130(3) 0.6005(5) 0.1868(2) 0.0432(9) Uani d 1 . .
Br Br1B 0.54606(5) 0.3491(3) 0.47124(6) 0.0999(3) Uani d 1 . .
O O1B 0.74520(18) 0.5862(4) 0.17331(16) 0.0383(5) Uani d 1 . .
H H1BB 0.694(4) 0.594(5) 0.186(3) 0.057 Uiso d 1 . .
O O2B 0.81300(16) 0.8084(4) 0.36580(14) 0.0355(5) Uani d 1 . .
O O3B 0.7527(2) 1.0064(4) 0.21261(19) 0.0519(7) Uani d 1 . .
O O4B 0.8241(2) 1.0126(5) 0.12531(18) 0.0597(9) Uani d 1 . .
O O5B 0.9612(2) 1.0754(4) 0.11490(18) 0.0575(9) Uani d 1 . .
H H5B 0.901(5) 1.044(6) 0.130(4) 0.086 Uiso d 1 . .
O O6B 1.0803(2) 1.1377(4) 0.19574(19) 0.0508(7) Uani d 1 . .
N N1B 0.65378(17) 0.8812(4) 0.10484(16) 0.0319(6) Uani d 1 . .
H H1B 0.690381 0.930731 0.141697 0.038 Uiso calc 1 . .
N N2B 0.70866(19) 0.7295(4) 0.40698(16) 0.0342(6) Uani d 1 . .
C C1B 0.8576(2) 0.6475(4) 0.28897(19) 0.0314(7) Uani d 1 . .
H H1BA 0.888029 0.711712 0.306093 0.038 Uiso calc 1 B 1
C C2B 0.8061(2) 0.6645(4) 0.1995(2) 0.0303(6) Uani d 1 . .
C C3B 0.7553(2) 0.7625(4) 0.19154(18) 0.0275(6) Uani d 1 . .
H H3BA 0.712441 0.756992 0.220996 0.033 Uiso calc 1 . .
H H3BB 0.796240 0.816130 0.215834 0.033 Uiso calc 1 . .
C C4B 0.7083(2) 0.7905(4) 0.10731(19) 0.0322(7) Uani d 1 . .
H H4BA 0.751121 0.803333 0.078703 0.039 Uiso calc 1 . .
H H4BB 0.670834 0.735065 0.081039 0.039 Uiso calc 1 . .
C C5B 0.5752(2) 0.8621(5) 0.1307(3) 0.0468(9) Uani d 1 . .
H H5BA 0.544387 0.924353 0.131085 0.070 Uiso calc 1 . .
H H5BB 0.593043 0.833766 0.183616 0.070 Uiso calc 1 . .
H H5BC 0.536861 0.815679 0.094354 0.070 Uiso calc 1 . .
C C6B 0.6272(3) 0.9261(5) 0.0248(2) 0.0501(10) Uani d 1 . .
H H6BA 0.678893 0.947245 0.011197 0.075 Uiso calc 1 . .
H H6BB 0.589832 0.983341 0.024186 0.075 Uiso calc 1 . .
H H6BC 0.595340 0.877140 -0.013430 0.075 Uiso calc 1 . .
C C7B 0.8673(2) 0.6619(4) 0.1480(2) 0.0336(7) Uani d 1 . .
C C8B 0.8527(3) 0.5916(5) 0.0892(2) 0.0406(8) Uani d 1 . .
H H8B 0.805953 0.546601 0.082820 0.049 Uiso calc 1 . .
C C9B 0.9045(3) 0.5840(5) 0.0383(2) 0.0471(10) Uani d 1 . .
H H9B 0.891313 0.535741 -0.002152 0.057 Uiso calc 1 . .
C C10B 0.9730(3) 0.6453(5) 0.0468(2) 0.0484(10) Uani d 1 . .
H H10B 1.007915 0.639193 0.012572 0.058 Uiso calc 1 . .
C C11B 0.9932(3) 0.7192(5) 0.1068(3) 0.0457(9) Uani d 1 . .
C C12B 1.0638(3) 0.7849(5) 0.1143(3) 0.0582(12) Uani d 1 . .
H H12B 1.097921 0.778083 0.079533 0.070 Uiso calc 1 . .
C C13B 1.0839(3) 0.8564(6) 0.1691(3) 0.0614(13) Uani d 1 . .
H H13B 1.132210 0.898513 0.173600 0.074 Uiso calc 1 . .
C C14B 1.0325(3) 0.8681(5) 0.2194(3) 0.0497(9) Uani d 1 . .
H H14B 1.045339 0.919472 0.257373 0.060 Uiso calc 1 . .
C C15B 0.9629(2) 0.8052(4) 0.2145(2) 0.0408(8) Uani d 1 . .
H H15B 0.930025 0.813986 0.250104 0.049 Uiso calc 1 . .
C C16B 0.9394(2) 0.7285(4) 0.1579(2) 0.0363(7) Uani d 1 . .
C C17B 0.9295(9) 0.5716(10) 0.3094(10) 0.035(2) Uani d 0.573(17) C 1
C C18B 0.9119(7) 0.4729(10) 0.2814(8) 0.050(2) Uani d 0.573(17) C 1
H H18B 0.855748 0.455349 0.248841 0.060 Uiso calc 0.573(17) C 1
C C19B 0.9782(8) 0.4019(9) 0.3025(8) 0.057(2) Uani d 0.573(17) C 1
H H19B 0.967212 0.336462 0.282785 0.068 Uiso calc 0.573(17) C 1
C C20B 1.0582(7) 0.4260(9) 0.3508(8) 0.048(2) Uani d 0.573(17) C 1
H H20B 1.102266 0.377141 0.365400 0.057 Uiso calc 0.573(17) C 1
C C21B 1.0752(6) 0.5208(9) 0.3784(7) 0.046(2) Uani d 0.573(17) C 1
H H21B 1.130996 0.536881 0.412502 0.055 Uiso calc 0.573(17) C 1
C C22B 1.0118(7) 0.5936(9) 0.3570(7) 0.0351(19) Uani d 0.573(17) C 1
H H22B 1.025205 0.659266 0.375475 0.042 Uiso calc 0.573(17) C 1
C C17D 0.9151(10) 0.5534(13) 0.2970(11) 0.030(3) Uani d 0.427(17) C 2
C C18D 0.8899(10) 0.4626(11) 0.2593(9) 0.038(2) Uani d 0.427(17) C 2
H H18D 0.833858 0.453834 0.223011 0.045 Uiso calc 0.427(17) C 2
C C19D 0.9505(10) 0.3852(11) 0.2772(9) 0.047(2) Uani d 0.427(17) C 2
H H19D 0.933942 0.322169 0.254171 0.057 Uiso calc 0.427(17) C 2
C C20D 1.0328(11) 0.3976(12) 0.3271(8) 0.047(3) Uani d 0.427(17) C 2
H H20D 1.071394 0.342941 0.339189 0.056 Uiso calc 0.427(17) C 2
C C21D 1.0601(10) 0.4885(13) 0.3596(9) 0.049(3) Uani d 0.427(17) C 2
H H21D 1.118237 0.499151 0.390961 0.059 Uiso calc 0.427(17) C 2
C C22D 0.9989(10) 0.5646(12) 0.3448(10) 0.040(3) Uani d 0.427(17) C 2
H H22D 1.015872 0.626967 0.368802 0.048 Uiso calc 0.427(17) C 2
C C23B 0.7955(2) 0.6383(4) 0.33776(19) 0.0316(7) Uani d 1 . .
C C24B 0.7586(2) 0.5520(4) 0.3511(2) 0.0359(7) Uani d 1 . .
H H24B 0.774592 0.491703 0.331895 0.043 Uiso calc 1 . .
C C25B 0.6964(2) 0.5511(5) 0.3935(2) 0.0386(8) Uani d 1 . .
C C26B 0.6586(3) 0.4623(5) 0.4101(3) 0.0504(10) Uani d 1 . .
H H26B 0.676312 0.399991 0.395642 0.060 Uiso calc 1 . .
C C27B 0.5956(3) 0.4685(5) 0.4476(3) 0.0554(11) Uani d 1 . .
C C28B 0.5681(3) 0.5580(5) 0.4700(2) 0.0495(10) Uani d 1 . .
H H28B 0.523840 0.559434 0.495026 0.059 Uiso calc 1 . .
C C29B 0.6057(2) 0.6449(5) 0.4557(2) 0.0419(9) Uani d 1 . .
H H29B 0.587413 0.706191 0.471219 0.050 Uiso calc 1 . .
C C30B 0.6717(2) 0.6430(5) 0.41775(18) 0.0350(7) Uani d 1 . .
C C31B 0.7691(2) 0.7254(4) 0.37173(18) 0.0306(6) Uani d 1 . .
C C32B 0.7903(3) 0.8970(5) 0.3988(3) 0.0513(10) Uani d 1 . .
H H32D 0.831311 0.949565 0.396650 0.077 Uiso calc 1 . .
H H32E 0.792681 0.885069 0.453525 0.077 Uiso calc 1 . .
H H32F 0.731492 0.917139 0.368821 0.077 Uiso calc 1 . .
C C33B 0.8175(3) 1.0299(4) 0.1929(2) 0.0432(9) Uani d 1 . .
C C34B 0.8909(3) 1.0788(4) 0.2532(2) 0.0437(9) Uani d 1 . .
H H34B 0.881485 1.088332 0.302744 0.052 Uiso calc 1 . .
C C35B 0.9672(3) 1.1112(4) 0.2490(2) 0.0412(8) Uani d 1 . .
H H35B 1.002838 1.140866 0.295786 0.049 Uiso calc 1 . .
C C36B 1.0061(3) 1.1087(4) 0.1827(2) 0.0413(8) Uani d 1 . .
O O1 0.6549(4) 0.1187(5) 0.5572(4) 0.118(2) Uani d 0.874(3) A 1
O O2 0.7608(4) 0.1996(6) 0.5280(4) 0.0972(16) Uani d 0.874(3) A 1
C C1 0.7171(5) 0.1724(6) 0.5806(5) 0.088(2) Uani d 0.874(3) A 1
C C2 0.7566(7) 0.2127(8) 0.6606(5) 0.119(3) Uani d 0.874(3) A 1
H H2A 0.758100 0.161079 0.699532 0.178 Uiso calc 0.874(3) A 1
H H2B 0.722034 0.268592 0.669280 0.178 Uiso calc 0.874(3) A 1
H H2C 0.815851 0.234903 0.665979 0.178 Uiso calc 0.874(3) A 1
C C3 0.7233(6) 0.1654(8) 0.4500(5) 0.110(3) Uani d 0.874(3) A 1
H H3A 0.666865 0.198517 0.426215 0.131 Uiso calc 0.874(3) A 1
H H3B 0.713123 0.093288 0.450041 0.131 Uiso calc 0.874(3) A 1
C C4 0.7838(7) 0.1883(10) 0.4041(6) 0.129(4) Uani d 0.874(3) A 1
H H4A 0.841661 0.162956 0.431855 0.155 Uiso calc 0.874(3) A 1
H H4B 0.786716 0.259958 0.397655 0.155 Uiso calc 0.874(3) A 1
H H4C 0.762979 0.156936 0.352343 0.155 Uiso calc 0.874(3) A 1
O O1E 0.8165(19) 0.1948(18) 0.5815(15) 0.109(8) Uani d 0.126(3) A 3
O O2E 0.7400(17) 0.0863(19) 0.4952(10) 0.112(5) Uani d 0.126(3) A 3
C C1E 0.7688(14) 0.1239(16) 0.5705(9) 0.107(5) Uani d 0.126(3) A 3
C C2E 0.729(2) 0.075(3) 0.6260(13) 0.124(9) Uani d 0.126(3) A 3
H H2EA 0.693651 0.019149 0.599679 0.186 Uiso calc 0.126(3) A 3
H H2EB 0.775379 0.050678 0.671552 0.186 Uiso calc 0.126(3) A 3
H H2EC 0.693092 0.122312 0.643309 0.186 Uiso calc 0.126(3) A 3
C C3E 0.7575(15) 0.147(3) 0.4366(10) 0.106(5) Uani d 0.126(3) A 3
H H3EA 0.749241 0.217106 0.447395 0.127 Uiso calc 0.126(3) A 3
H H3EB 0.717256 0.129871 0.384435 0.127 Uiso calc 0.126(3) A 3
C C4E 0.8485(17) 0.129(4) 0.437(2) 0.108(11) Uani d 0.126(3) A 3
H H4EA 0.861717 0.170158 0.397286 0.129 Uiso calc 0.126(3) A 3
H H4EB 0.887824 0.146197 0.489146 0.129 Uiso calc 0.126(3) A 3
H H4EC 0.855948 0.059258 0.426400 0.129 Uiso calc 0.126(3) A 3
O O3 0.8705(10) 0.2818(19) 0.0451(13) 0.081(6) Uani d 0.171(7) D 1
O O4 0.7393(9) 0.2293(13) 0.0417(9) 0.072(4) Uani d 0.171(7) D 1
C C5 0.8128(9) 0.2850(15) 0.0752(10) 0.075(4) Uani d 0.171(7) D 1
C C6 0.8104(16) 0.338(2) 0.1475(12) 0.077(6) Uani d 0.171(7) D 1
H H6A 0.754381 0.326023 0.156728 0.115 Uiso calc 0.171(7) D 1
H H6B 0.857174 0.313172 0.192275 0.115 Uiso calc 0.171(7) D 1
H H6C 0.818105 0.408710 0.141113 0.115 Uiso calc 0.171(7) D 1
C C7 0.7350(15) 0.1865(12) -0.0320(10) 0.075(5) Uani d 0.171(7) D 1
H H7A 0.693641 0.130522 -0.043205 0.090 Uiso calc 0.171(7) D 1
H H7B 0.792785 0.161219 -0.031220 0.090 Uiso calc 0.171(7) D 1
C C8 0.706(3) 0.264(2) -0.0934(11) 0.077(6) Uani d 0.171(7) D 1
H H8D 0.702569 0.235315 -0.144721 0.116 Uiso calc 0.171(7) D 1
H H8E 0.648570 0.287848 -0.093929 0.116 Uiso calc 0.171(7) D 1
H H8F 0.747379 0.318442 -0.081984 0.116 Uiso calc 0.171(7) D 1
O O3E 0.8603(8) 0.3188(19) 0.0493(12) 0.081(5) Uani d 0.183(7) E 2
O O4E 0.7167(8) 0.3265(17) 0.0171(8) 0.077(4) Uani d 0.183(7) E 2
C C5E 0.7968(8) 0.3108(17) 0.0715(8) 0.075(4) Uani d 0.183(7) E 2
C C6E 0.7921(15) 0.294(2) 0.1523(8) 0.078(6) Uani d 0.183(7) E 2
H H6EA 0.731200 0.291174 0.151394 0.118 Uiso calc 0.183(7) E 2
H H6EB 0.821006 0.232008 0.172636 0.118 Uiso calc 0.183(7) E 2
H H6EC 0.820974 0.348891 0.186134 0.118 Uiso calc 0.183(7) E 2
C C7E 0.7173(13) 0.3305(12) -0.0622(8) 0.072(4) Uani d 0.183(7) E 2
H H7EA 0.771446 0.362205 -0.065366 0.087 Uiso calc 0.183(7) E 2
H H7EB 0.667511 0.369919 -0.093834 0.087 Uiso calc 0.183(7) E 2
C C8E 0.712(3) 0.2280(15) -0.0930(14) 0.072(6) Uani d 0.183(7) E 2
H H8EA 0.712015 0.229364 -0.147725 0.108 Uiso calc 0.183(7) E 2
H H8EB 0.761364 0.189668 -0.061530 0.108 Uiso calc 0.183(7) E 2
H H8EC 0.657780 0.197356 -0.089902 0.108 Uiso calc 0.183(7) E 2
O O3F 0.7477(16) 0.2910(16) 0.2656(11) 0.091(10) Uani d 0.126(3) A 3
O O4F 0.7156(12) 0.2037(12) 0.1554(8) 0.067(5) Uani d 0.126(3) A 3
C C5F 0.7074(12) 0.2223(13) 0.2290(9) 0.066(7) Uani d 0.126(3) A 3
C C6F 0.6446(14) 0.1559(15) 0.2500(14) 0.066(9) Uani d 0.126(3) A 3
H H6FA 0.622651 0.107216 0.208215 0.099 Uiso calc 0.126(3) A 3
H H6FB 0.673559 0.121739 0.299276 0.099 Uiso calc 0.126(3) A 3
H H6FC 0.596121 0.195014 0.256537 0.099 Uiso calc 0.126(3) A 3
C C7F 0.7750(13) 0.266(2) 0.1332(10) 0.073(4) Uani d 0.126(3) A 3
H H7FA 0.828425 0.229001 0.135149 0.088 Uiso calc 0.126(3) A 3
H H7FB 0.791067 0.322807 0.169679 0.088 Uiso calc 0.126(3) A 3
C C8F 0.733(2) 0.302(3) 0.0522(14) 0.077(5) Uani d 0.126(3) A 3
H H8FA 0.772882 0.345160 0.035791 0.116 Uiso calc 0.126(3) A 3
H H8FB 0.717414 0.245391 0.016407 0.116 Uiso calc 0.126(3) A 3
H H8FC 0.680182 0.338881 0.050821 0.116 Uiso calc 0.126(3) A 3
O O3G 0.744(3) 0.1657(14) 0.0058(19) 0.081(8) Uani d 0.074(6) F 4
O O4G 0.7632(14) 0.3233(17) -0.0192(14) 0.074(4) Uani d 0.074(6) F 4
C C5G 0.765(2) 0.2471(13) 0.0328(11) 0.076(4) Uani d 0.074(6) F 4
C C6G 0.797(5) 0.278(3) 0.1163(11) 0.073(6) Uani d 0.074(6) F 4
H H6GA 0.808301 0.348988 0.119276 0.109 Uiso calc 0.074(6) F 4
H H6GB 0.753939 0.261724 0.142733 0.109 Uiso calc 0.074(6) F 4
H H6GC 0.851423 0.242428 0.141943 0.109 Uiso calc 0.074(6) F 4
C C7G 0.6795(16) 0.348(3) -0.0692(17) 0.076(5) Uani d 0.074(6) F 4
H H7GA 0.650069 0.393308 -0.041708 0.092 Uiso calc 0.074(6) F 4
H H7GB 0.643780 0.287739 -0.084069 0.092 Uiso calc 0.074(6) F 4
C C8G 0.690(3) 0.397(4) -0.1404(16) 0.082(10) Uani d 0.074(6) F 4
H H8GA 0.632482 0.414596 -0.175604 0.123 Uiso calc 0.074(6) F 4
H H8GB 0.724840 0.456788 -0.125167 0.123 Uiso calc 0.074(6) F 4
H H8GC 0.718572 0.351576 -0.167385 0.123 Uiso calc 0.074(6) F 4
O O3H 0.7694(17) 0.1976(16) -0.010(2) 0.076(6) Uani d 0.087(6) G 5
O O4H 0.7174(14) 0.3438(16) 0.009(2) 0.077(4) Uani d 0.087(6) G 5
C C5H 0.7824(12) 0.2734(14) 0.0270(15) 0.078(4) Uani d 0.087(6) G 5
C C6H 0.8594(16) 0.302(3) 0.093(2) 0.064(6) Uani d 0.087(6) G 5
H H6HA 0.850449 0.368699 0.110952 0.097 Uiso calc 0.087(6) G 5
H H6HB 0.867769 0.255193 0.135774 0.097 Uiso calc 0.087(6) G 5
H H6HC 0.910939 0.302734 0.074322 0.097 Uiso calc 0.087(6) G 5
C C7H 0.6405(15) 0.3158(19) -0.050(3) 0.073(5) Uani d 0.087(6) G 5
H H7HA 0.612914 0.259028 -0.031591 0.088 Uiso calc 0.087(6) G 5
H H7HB 0.654585 0.295866 -0.097881 0.088 Uiso calc 0.087(6) G 5
C C8H 0.5805(18) 0.402(2) -0.067(3) 0.083(11) Uani d 0.087(6) G 5
H H8HA 0.527044 0.383567 -0.107310 0.124 Uiso calc 0.087(6) G 5
H H8HB 0.566700 0.420525 -0.018669 0.124 Uiso calc 0.087(6) G 5
H H8HC 0.608230 0.457238 -0.084736 0.124 Uiso calc 0.087(6) G 5
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2A O1A H1AB . . 115(4) ?
C31A O2A C32A . . 117.1(3) ?
C33A O4A H5A . . 109(4) ?
C36A O5A H5A . . 107(4) ?
C6A N1A C5A . . 110.0(3) ?
C6A N1A C4A . . 111.2(3) ?
C5A N1A C4A . . 112.5(3) ?
C6A N1A H1A . . 107.7 ?
C5A N1A H1A . . 107.7 ?
C4A N1A H1A . . 107.7 ?
C31A N2A C30A . . 117.6(3) ?
C17A C1A C23A . . 112.3(3) ?
C17A C1A C2A . . 114.1(3) ?
C23A C1A C2A . . 110.4(3) ?
C17A C1A H1AA . . 106.5 ?
C23A C1A H1AA . . 106.5 ?
C2A C1A H1AA . . 106.5 ?
O1A C2A C7C . . 92.3(11) ?
O1A C2A C3A . . 108.3(3) ?
C7C C2A C3A . . 118.3(13) ?
O1A C2A C7A . . 109.2(3) ?
C3A C2A C7A . . 110.6(3) ?
O1A C2A C1A . . 109.6(3) ?
C7C C2A C1A . . 117.0(13) ?
C3A C2A C1A . . 109.5(3) ?
C7A C2A C1A . . 109.6(3) ?
C4A C3A C2A . . 113.3(3) ?
C4A C3A H3AA . . 108.9 ?
C2A C3A H3AA . . 108.9 ?
C4A C3A H3AB . . 108.9 ?
C2A C3A H3AB . . 108.9 ?
H3AA C3A H3AB . . 107.7 ?
N1A C4A C3A . . 110.6(2) ?
N1A C4A H4AA . . 109.5 ?
C3A C4A H4AA . . 109.5 ?
N1A C4A H4AB . . 109.5 ?
C3A C4A H4AB . . 109.5 ?
H4AA C4A H4AB . . 108.1 ?
N1A C5A H5AA . . 109.5 ?
N1A C5A H5AB . . 109.5 ?
H5AA C5A H5AB . . 109.5 ?
N1A C5A H5AC . . 109.5 ?
H5AA C5A H5AC . . 109.5 ?
H5AB C5A H5AC . . 109.5 ?
N1A C6A H6AA . . 109.5 ?
N1A C6A H6AB . . 109.5 ?
H6AA C6A H6AB . . 109.5 ?
N1A C6A H6AC . . 109.5 ?
H6AA C6A H6AC . . 109.5 ?
H6AB C6A H6AC . . 109.5 ?
C8A C7A C16A . . 117.9(4) ?
C8A C7A C2A . . 117.3(4) ?
C16A C7A C2A . . 124.8(4) ?
C7A C8A C9A . . 122.9(6) ?
C7A C8A H8A . . 118.6 ?
C9A C8A H8A . . 118.6 ?
C10A C9A C8A . . 119.6(5) ?
C10A C9A H9A . . 120.2 ?
C8A C9A H9A . . 120.2 ?
C9A C10A C11A . . 120.8(5) ?
C9A C10A H10A . . 119.6 ?
C11A C10A H10A . . 119.6 ?
C10A C11A C16A . . 120.1(6) ?
C10A C11A C12A . . 120.5(5) ?
C16A C11A C12A . . 119.3(6) ?
C13A C12A C11A . . 122.0(6) ?
C13A C12A H12A . . 119.0 ?
C11A C12A H12A . . 119.0 ?
C12A C13A C14A . . 120.0(7) ?
C12A C13A H13A . . 120.0 ?
C14A C13A H13A . . 120.0 ?
C13A C14A C15A . . 120.2(7) ?
C13A C14A H14A . . 119.9 ?
C15A C14A H14A . . 119.9 ?
C14A C15A C16A . . 122.2(5) ?
C14A C15A H15A . . 118.9 ?
C16A C15A H15A . . 118.9 ?
C15A C16A C11A . . 116.3(5) ?
C15A C16A C7A . . 125.0(4) ?
C11A C16A C7A . . 118.8(5) ?
C8C C7C C16C . . 123(2) ?
C8C C7C C2A . . 126(2) ?
C16C C7C C2A . . 111.5(18) ?
C7C C8C C9C . . 120(2) ?
C7C C8C H8C . . 120.0 ?
C9C C8C H8C . . 120.0 ?
C10C C9C C8C . . 121(2) ?
C10C C9C H9C . . 119.7 ?
C8C C9C H9C . . 119.7 ?
C9C C10C C11C . . 120(2) ?
C9C C10C H10C . . 120.1 ?
C11C C10C H10C . . 120.1 ?
C12C C11C C10C . . 120(2) ?
C12C C11C C16C . . 119(2) ?
C10C C11C C16C . . 121(2) ?
C13C C12C C11C . . 123(2) ?
C13C C12C H12C . . 118.6 ?
C11C C12C H12C . . 118.6 ?
C12C C13C C14C . . 117(3) ?
C12C C13C H13C . . 121.5 ?
C14C C13C H13C . . 121.5 ?
C13C C14C C15C . . 122(3) ?
C13C C14C H14C . . 119.1 ?
C15C C14C H14C . . 119.1 ?
C14C C15C C16C . . 121(2) ?
C14C C15C H15C . . 119.3 ?
C16C C15C H15C . . 119.3 ?
C15C C16C C7C . . 128(2) ?
C15C C16C C11C . . 116(2) ?
C7C C16C C11C . . 116(2) ?
C22A C17A C18A . . 118.3(4) ?
C22A C17A C1A . . 117.8(4) ?
C18A C17A C1A . . 123.9(3) ?
C17A C18A C19A . . 119.9(4) ?
C17A C18A H18A . . 120.1 ?
C19A C18A H18A . . 120.1 ?
C20A C19A C18A . . 120.8(5) ?
C20A C19A H19A . . 119.6 ?
C18A C19A H19A . . 119.6 ?
C21A C20A C19A . . 119.1(4) ?
C21A C20A H20A . . 120.5 ?
C19A C20A H20A . . 120.5 ?
C20A C21A C22A . . 121.5(5) ?
C20A C21A H21A . . 119.2 ?
C22A C21A H21A . . 119.2 ?
C17A C22A C21A . . 120.5(5) ?
C17A C22A H22A . . 119.8 ?
C21A C22A H22A . . 119.8 ?
C24A C23A C31A . . 116.1(3) ?
C24A C23A C1A . . 124.4(3) ?
C31A C23A C1A . . 119.6(3) ?
C23A C24A C25A . . 120.8(3) ?
C23A C24A H24A . . 119.6 ?
C25A C24A H24A . . 119.6 ?
C30A C25A C26A . . 119.2(3) ?
C30A C25A C24A . . 117.8(3) ?
C26A C25A C24A . . 123.0(3) ?
C27A C26A C25A . . 119.4(4) ?
C27A C26A H26A . . 120.3 ?
C25A C26A H26A . . 120.3 ?
C26A C27A C28A . . 122.5(4) ?
C26A C27A Br1A . . 119.4(3) ?
C28A C27A Br1A . . 118.1(3) ?
C29A C28A C27A . . 118.8(3) ?
C29A C28A H28A . . 120.6 ?
C27A C28A H28A . . 120.6 ?
C28A C29A C30A . . 120.8(4) ?
C28A C29A H29A . . 119.6 ?
C30A C29A H29A . . 119.6 ?
N2A C30A C29A . . 118.8(3) ?
N2A C30A C25A . . 122.0(3) ?
C29A C30A C25A . . 119.2(3) ?
N2A C31A O2A . . 120.1(3) ?
N2A C31A C23A . . 125.2(3) ?
O2A C31A C23A . . 114.7(3) ?
O2A C32A H32A . . 109.5 ?
O2A C32A H32B . . 109.5 ?
H32A C32A H32B . . 109.5 ?
O2A C32A H32C . . 109.5 ?
H32A C32A H32C . . 109.5 ?
H32B C32A H32C . . 109.5 ?
O3A C33A O4A . . 122.3(4) ?
O3A C33A C34A . . 117.2(3) ?
O4A C33A C34A . . 120.5(4) ?
C35A C34A C33A . . 129.4(3) ?
C35A C34A H34A . . 115.3 ?
C33A C34A H34A . . 115.3 ?
C34A C35A C36A . . 131.4(3) ?
C34A C35A H35A . . 114.3 ?
C36A C35A H35A . . 114.3 ?
O6A C36A O5A . . 122.3(4) ?
O6A C36A C35A . . 118.1(4) ?
O5A C36A C35A . . 119.5(3) ?
C2B O1B H1BB . . 115(4) ?
C31B O2B C32B . . 117.4(3) ?
C33B O4B H5B . . 103(3) ?
C36B O5B H5B . . 101(3) ?
C6B N1B C5B . . 109.7(3) ?
C6B N1B C4B . . 111.0(3) ?
C5B N1B C4B . . 113.1(3) ?
C6B N1B H1B . . 107.6 ?
C5B N1B H1B . . 107.6 ?
C4B N1B H1B . . 107.6 ?
C31B N2B C30B . . 117.0(3) ?
C17B C1B C23B . . 113.4(8) ?
C23B C1B C17D . . 111.0(9) ?
C17B C1B C2B . . 118.5(7) ?
C23B C1B C2B . . 110.7(3) ?
C17D C1B C2B . . 109.3(7) ?
C17B C1B H1BA . . 104.2 ?
C23B C1B H1BA . . 104.2 ?
C2B C1B H1BA . . 104.2 ?
O1B C2B C7B . . 106.8(3) ?
O1B C2B C3B . . 108.2(3) ?
C7B C2B C3B . . 112.5(3) ?
O1B C2B C1B . . 109.1(3) ?
C7B C2B C1B . . 111.2(3) ?
C3B C2B C1B . . 108.9(3) ?
C4B C3B C2B . . 113.7(3) ?
C4B C3B H3BA . . 108.8 ?
C2B C3B H3BA . . 108.8 ?
C4B C3B H3BB . . 108.8 ?
C2B C3B H3BB . . 108.8 ?
H3BA C3B H3BB . . 107.7 ?
N1B C4B C3B . . 110.4(3) ?
N1B C4B H4BA . . 109.6 ?
C3B C4B H4BA . . 109.6 ?
N1B C4B H4BB . . 109.6 ?
C3B C4B H4BB . . 109.6 ?
H4BA C4B H4BB . . 108.1 ?
N1B C5B H5BA . . 109.5 ?
N1B C5B H5BB . . 109.5 ?
H5BA C5B H5BB . . 109.5 ?
N1B C5B H5BC . . 109.5 ?
H5BA C5B H5BC . . 109.5 ?
H5BB C5B H5BC . . 109.5 ?
N1B C6B H6BA . . 109.5 ?
N1B C6B H6BB . . 109.5 ?
H6BA C6B H6BB . . 109.5 ?
N1B C6B H6BC . . 109.5 ?
H6BA C6B H6BC . . 109.5 ?
H6BB C6B H6BC . . 109.5 ?
C8B C7B C16B . . 118.1(3) ?
C8B C7B C2B . . 118.3(3) ?
C16B C7B C2B . . 123.5(3) ?
C7B C8B C9B . . 122.6(4) ?
C7B C8B H8B . . 118.7 ?
C9B C8B H8B . . 118.7 ?
C10B C9B C8B . . 120.4(4) ?
C10B C9B H9B . . 119.8 ?
C8B C9B H9B . . 119.8 ?
C9B C10B C11B . . 120.5(3) ?
C9B C10B H10B . . 119.7 ?
C11B C10B H10B . . 119.7 ?
C12B C11B C10B . . 120.3(4) ?
C12B C11B C16B . . 120.3(4) ?
C10B C11B C16B . . 119.3(4) ?
C13B C12B C11B . . 122.1(4) ?
C13B C12B H12B . . 118.9 ?
C11B C12B H12B . . 118.9 ?
C12B C13B C14B . . 119.1(4) ?
C12B C13B H13B . . 120.5 ?
C14B C13B H13B . . 120.5 ?
C15B C14B C13B . . 120.8(5) ?
C15B C14B H14B . . 119.6 ?
C13B C14B H14B . . 119.6 ?
C14B C15B C16B . . 122.2(4) ?
C14B C15B H15B . . 118.9 ?
C16B C15B H15B . . 118.9 ?
C15B C16B C7B . . 125.4(3) ?
C15B C16B C11B . . 115.5(4) ?
C7B C16B C11B . . 119.1(4) ?
C22B C17B C18B . . 118.3(9) ?
C22B C17B C1B . . 122.1(9) ?
C18B C17B C1B . . 119.6(8) ?
C19B C18B C17B . . 119.4(9) ?
C19B C18B H18B . . 120.3 ?
C17B C18B H18B . . 120.3 ?
C20B C19B C18B . . 120.6(9) ?
C20B C19B H19B . . 119.7 ?
C18B C19B H19B . . 119.7 ?
C19B C20B C21B . . 120.2(8) ?
C19B C20B H20B . . 119.9 ?
C21B C20B H20B . . 119.9 ?
C20B C21B C22B . . 120.8(8) ?
C20B C21B H21B . . 119.6 ?
C22B C21B H21B . . 119.6 ?
C17B C22B C21B . . 120.8(9) ?
C17B C22B H22B . . 119.6 ?
C21B C22B H22B . . 119.6 ?
C22D C17D C18D . . 119.1(11) ?
C22D C17D C1B . . 114.6(11) ?
C18D C17D C1B . . 126.3(11) ?
C17D C18D C19D . . 117.5(11) ?
C17D C18D H18D . . 121.3 ?
C19D C18D H18D . . 121.3 ?
C20D C19D C18D . . 122.1(11) ?
C20D C19D H19D . . 119.0 ?
C18D C19D H19D . . 119.0 ?
C19D C20D C21D . . 120.7(10) ?
C19D C20D H20D . . 119.7 ?
C21D C20D H20D . . 119.7 ?
C20D C21D C22D . . 117.4(11) ?
C20D C21D H21D . . 121.3 ?
C22D C21D H21D . . 121.3 ?
C17D C22D C21D . . 123.1(12) ?
C17D C22D H22D . . 118.4 ?
C21D C22D H22D . . 118.4 ?
C24B C23B C31B . . 115.2(3) ?
C24B C23B C1B . . 124.6(3) ?
C31B C23B C1B . . 120.1(3) ?
C23B C24B C25B . . 120.8(3) ?
C23B C24B H24B . . 119.6 ?
C25B C24B H24B . . 119.6 ?
C30B C25B C26B . . 120.3(4) ?
C30B C25B C24B . . 117.6(4) ?
C26B C25B C24B . . 122.1(4) ?
C27B C26B C25B . . 118.3(5) ?
C27B C26B H26B . . 120.8 ?
C25B C26B H26B . . 120.8 ?
C26B C27B C28B . . 122.7(4) ?
C26B C27B Br1B . . 118.4(4) ?
C28B C27B Br1B . . 118.9(3) ?
C29B C28B C27B . . 119.5(4) ?
C29B C28B H28B . . 120.3 ?
C27B C28B H28B . . 120.3 ?
C28B C29B C30B . . 120.4(4) ?
C28B C29B H29B . . 119.8 ?
C30B C29B H29B . . 119.8 ?
N2B C30B C25B . . 122.7(3) ?
N2B C30B C29B . . 118.5(4) ?
C25B C30B C29B . . 118.8(4) ?
N2B C31B O2B . . 119.1(3) ?
N2B C31B C23B . . 126.2(3) ?
O2B C31B C23B . . 114.6(3) ?
O2B C32B H32D . . 109.5 ?
O2B C32B H32E . . 109.5 ?
H32D C32B H32E . . 109.5 ?
O2B C32B H32F . . 109.5 ?
H32D C32B H32F . . 109.5 ?
H32E C32B H32F . . 109.5 ?
O3B C33B O4B . . 122.8(4) ?
O3B C33B C34B . . 117.7(4) ?
O4B C33B C34B . . 119.5(4) ?
C35B C34B C33B . . 130.8(4) ?
C35B C34B H34B . . 114.6 ?
C33B C34B H34B . . 114.6 ?
C34B C35B C36B . . 130.6(4) ?
C34B C35B H35B . . 114.7 ?
C36B C35B H35B . . 114.7 ?
O6B C36B O5B . . 122.5(4) ?
O6B C36B C35B . . 117.6(4) ?
O5B C36B C35B . . 119.9(3) ?
C1 O2 C3 . . 115.1(6) ?
O1 C1 O2 . . 117.7(7) ?
O1 C1 C2 . . 128.9(7) ?
O2 C1 C2 . . 113.3(6) ?
C1 C2 H2A . . 109.5 ?
C1 C2 H2B . . 109.5 ?
H2A C2 H2B . . 109.5 ?
C1 C2 H2C . . 109.5 ?
H2A C2 H2C . . 109.5 ?
H2B C2 H2C . . 109.5 ?
O2 C3 C4 . . 108.4(7) ?
O2 C3 H3A . . 110.0 ?
C4 C3 H3A . . 110.0 ?
O2 C3 H3B . . 110.0 ?
C4 C3 H3B . . 110.0 ?
H3A C3 H3B . . 108.4 ?
C3 C4 H4A . . 109.5 ?
C3 C4 H4B . . 109.5 ?
H4A C4 H4B . . 109.5 ?
C3 C4 H4C . . 109.5 ?
H4A C4 H4C . . 109.5 ?
H4B C4 H4C . . 109.5 ?
C1E O2E C3E . . 114.9(6) ?
O1E C1E O2E . . 117.6(7) ?
O1E C1E C2E . . 128.8(7) ?
O2E C1E C2E . . 113.4(6) ?
C1E C2E H2EA . . 109.5 ?
C1E C2E H2EB . . 109.5 ?
H2EA C2E H2EB . . 109.5 ?
C1E C2E H2EC . . 109.5 ?
H2EA C2E H2EC . . 109.5 ?
H2EB C2E H2EC . . 109.5 ?
O2E C3E C4E . . 108.3(7) ?
O2E C3E H3EA . . 110.0 ?
C4E C3E H3EA . . 110.0 ?
O2E C3E H3EB . . 110.0 ?
C4E C3E H3EB . . 110.0 ?
H3EA C3E H3EB . . 108.4 ?
C3E C4E H4EA . . 109.5 ?
C3E C4E H4EB . . 109.5 ?
H4EA C4E H4EB . . 109.5 ?
C3E C4E H4EC . . 109.5 ?
H4EA C4E H4EC . . 109.5 ?
H4EB C4E H4EC . . 109.5 ?
C5 O4 C7 . . 115.0(6) ?
O3 C5 O4 . . 117.7(7) ?
O3 C5 C6 . . 128.8(7) ?
O4 C5 C6 . . 113.4(6) ?
C5 C6 H6A . . 109.5 ?
C5 C6 H6B . . 109.5 ?
H6A C6 H6B . . 109.5 ?
C5 C6 H6C . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
O4 C7 C8 . . 108.3(7) ?
O4 C7 H7A . . 110.0 ?
C8 C7 H7A . . 110.0 ?
O4 C7 H7B . . 110.0 ?
C8 C7 H7B . . 110.0 ?
H7A C7 H7B . . 108.4 ?
C7 C8 H8D . . 109.5 ?
C7 C8 H8E . . 109.5 ?
H8D C8 H8E . . 109.5 ?
C7 C8 H8F . . 109.5 ?
H8D C8 H8F . . 109.5 ?
H8E C8 H8F . . 109.5 ?
C5E O4E C7E . . 114.9(6) ?
O3E C5E O4E . . 117.6(7) ?
O3E C5E C6E . . 128.8(7) ?
O4E C5E C6E . . 113.4(6) ?
C5E C6E H6EA . . 109.5 ?
C5E C6E H6EB . . 109.5 ?
H6EA C6E H6EB . . 109.5 ?
C5E C6E H6EC . . 109.5 ?
H6EA C6E H6EC . . 109.5 ?
H6EB C6E H6EC . . 109.5 ?
O4E C7E C8E . . 108.3(7) ?
O4E C7E H7EA . . 110.0 ?
C8E C7E H7EA . . 110.0 ?
O4E C7E H7EB . . 110.0 ?
C8E C7E H7EB . . 110.0 ?
H7EA C7E H7EB . . 108.4 ?
C7E C8E H8EA . . 109.5 ?
C7E C8E H8EB . . 109.5 ?
H8EA C8E H8EB . . 109.5 ?
C7E C8E H8EC . . 109.5 ?
H8EA C8E H8EC . . 109.5 ?
H8EB C8E H8EC . . 109.5 ?
C5F O4F C7F . . 115.0(6) ?
O3F C5F O4F . . 117.7(7) ?
O3F C5F C6F . . 128.8(7) ?
O4F C5F C6F . . 113.4(6) ?
C5F C6F H6FA . . 109.5 ?
C5F C6F H6FB . . 109.5 ?
H6FA C6F H6FB . . 109.5 ?
C5F C6F H6FC . . 109.5 ?
H6FA C6F H6FC . . 109.5 ?
H6FB C6F H6FC . . 109.5 ?
O4F C7F C8F . . 108.3(7) ?
O4F C7F H7FA . . 110.0 ?
C8F C7F H7FA . . 110.0 ?
O4F C7F H7FB . . 110.0 ?
C8F C7F H7FB . . 110.0 ?
H7FA C7F H7FB . . 108.4 ?
C7F C8F H8FA . . 109.5 ?
C7F C8F H8FB . . 109.5 ?
H8FA C8F H8FB . . 109.5 ?
C7F C8F H8FC . . 109.5 ?
H8FA C8F H8FC . . 109.5 ?
H8FB C8F H8FC . . 109.5 ?
C5G O4G C7G . . 114.9(6) ?
O3G C5G O4G . . 117.6(7) ?
O3G C5G C6G . . 128.9(7) ?
O4G C5G C6G . . 113.4(6) ?
C5G C6G H6GA . . 109.5 ?
C5G C6G H6GB . . 109.5 ?
H6GA C6G H6GB . . 109.5 ?
C5G C6G H6GC . . 109.5 ?
H6GA C6G H6GC . . 109.5 ?
H6GB C6G H6GC . . 109.5 ?
O4G C7G C8G . . 108.3(7) ?
O4G C7G H7GA . . 110.0 ?
C8G C7G H7GA . . 110.0 ?
O4G C7G H7GB . . 110.0 ?
C8G C7G H7GB . . 110.0 ?
H7GA C7G H7GB . . 108.4 ?
C7G C8G H8GA . . 109.5 ?
C7G C8G H8GB . . 109.5 ?
H8GA C8G H8GB . . 109.5 ?
C7G C8G H8GC . . 109.5 ?
H8GA C8G H8GC . . 109.5 ?
H8GB C8G H8GC . . 109.5 ?
C5H O4H C7H . . 114.9(6) ?
O3H C5H O4H . . 117.6(7) ?
O3H C5H C6H . . 128.9(7) ?
O4H C5H C6H . . 113.4(6) ?
C5H C6H H6HA . . 109.5 ?
C5H C6H H6HB . . 109.5 ?
H6HA C6H H6HB . . 109.5 ?
C5H C6H H6HC . . 109.5 ?
H6HA C6H H6HC . . 109.5 ?
H6HB C6H H6HC . . 109.5 ?
O4H C7H C8H . . 108.4(7) ?
O4H C7H H7HA . . 110.0 ?
C8H C7H H7HA . . 110.0 ?
O4H C7H H7HB . . 110.0 ?
C8H C7H H7HB . . 110.0 ?
H7HA C7H H7HB . . 108.4 ?
C7H C8H H8HA . . 109.5 ?
C7H C8H H8HB . . 109.5 ?
H8HA C8H H8HB . . 109.5 ?
C7H C8H H8HC . . 109.5 ?
H8HA C8H H8HC . . 109.5 ?
H8HB C8H H8HC . . 109.5 ?
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
Br1A C27A . 1.906(4) ?
O1A C2A . 1.415(5) ?
O1A H1AB . 0.84(6) ?
O2A C31A . 1.348(4) ?
O2A C32A . 1.437(4) ?
O3A C33A . 1.245(5) ?
O4A C33A . 1.265(5) ?
O4A H5A . 1.33(10) ?
O5A C36A . 1.292(5) ?
O5A H5A . 1.11(10) ?
O6A C36A . 1.216(5) ?
N1A C6A . 1.490(4) ?
N1A C5A . 1.494(4) ?
N1A C4A . 1.508(4) ?
N1A H1A . 1.0000 ?
N2A C31A . 1.302(4) ?
N2A C30A . 1.365(5) ?
C1A C17A . 1.521(5) ?
C1A C23A . 1.523(4) ?
C1A C2A . 1.582(4) ?
C1A H1AA . 1.0000 ?
C2A C7C . 1.52(2) ?
C2A C3A . 1.544(4) ?
C2A C7A . 1.550(5) ?
C3A C4A . 1.523(4) ?
C3A H3AA . 0.9900 ?
C3A H3AB . 0.9900 ?
C4A H4AA . 0.9900 ?
C4A H4AB . 0.9900 ?
C5A H5AA . 0.9800 ?
C5A H5AB . 0.9800 ?
C5A H5AC . 0.9800 ?
C6A H6AA . 0.9800 ?
C6A H6AB . 0.9800 ?
C6A H6AC . 0.9800 ?
C7A C8A . 1.382(6) ?
C7A C16A . 1.445(7) ?
C8A C9A . 1.414(7) ?
C8A H8A . 0.9500 ?
C9A C10A . 1.366(10) ?
C9A H9A . 0.9500 ?
C10A C11A . 1.407(9) ?
C10A H10A . 0.9500 ?
C11A C16A . 1.436(6) ?
C11A C12A . 1.438(10) ?
C12A C13A . 1.336(12) ?
C12A H12A . 0.9500 ?
C13A C14A . 1.390(9) ?
C13A H13A . 0.9500 ?
C14A C15A . 1.401(8) ?
C14A H14A . 0.9500 ?
C15A C16A . 1.410(8) ?
C15A H15A . 0.9500 ?
C7C C8C . 1.37(2) ?
C7C C16C . 1.42(2) ?
C8C C9C . 1.41(2) ?
C8C H8C . 0.9500 ?
C9C C10C . 1.37(2) ?
C9C H9C . 0.9500 ?
C10C C11C . 1.42(2) ?
C10C H10C . 0.9500 ?
C11C C12C . 1.42(2) ?
C11C C16C . 1.44(2) ?
C12C C13C . 1.36(2) ?
C12C H12C . 0.9500 ?
C13C C14C . 1.39(2) ?
C13C H13C . 0.9500 ?
C14C C15C . 1.40(2) ?
C14C H14C . 0.9500 ?
C15C C16C . 1.41(2) ?
C15C H15C . 0.9500 ?
C17A C22A . 1.384(6) ?
C17A C18A . 1.403(6) ?
C18A C19A . 1.406(5) ?
C18A H18A . 0.9500 ?
C19A C20A . 1.374(7) ?
C19A H19A . 0.9500 ?
C20A C21A . 1.365(8) ?
C20A H20A . 0.9500 ?
C21A C22A . 1.392(6) ?
C21A H21A . 0.9500 ?
C22A H22A . 0.9500 ?
C23A C24A . 1.353(5) ?
C23A C31A . 1.451(4) ?
C24A C25A . 1.419(5) ?
C24A H24A . 0.9500 ?
C25A C30A . 1.416(5) ?
C25A C26A . 1.418(5) ?
C26A C27A . 1.360(6) ?
C26A H26A . 0.9500 ?
C27A C28A . 1.402(7) ?
C28A C29A . 1.378(6) ?
C28A H28A . 0.9500 ?
C29A C30A . 1.413(5) ?
C29A H29A . 0.9500 ?
C32A H32A . 0.9800 ?
C32A H32B . 0.9800 ?
C32A H32C . 0.9800 ?
C33A C34A . 1.495(5) ?
C34A C35A . 1.337(5) ?
C34A H34A . 0.9500 ?
C35A C36A . 1.497(5) ?
C35A H35A . 0.9500 ?
Br1B C27B . 1.906(5) ?
O1B C2B . 1.427(4) ?
O1B H1BB . 0.92(6) ?
O2B C31B . 1.350(4) ?
O2B C32B . 1.432(5) ?
O3B C33B . 1.241(5) ?
O4B C33B . 1.266(5) ?
O4B H5B . 1.29(8) ?
O5B C36B . 1.293(5) ?
O5B H5B . 1.17(8) ?
O6B C36B . 1.216(5) ?
N1B C6B . 1.493(5) ?
N1B C5B . 1.496(4) ?
N1B C4B . 1.504(4) ?
N1B H1B . 1.0000 ?
N2B C31B . 1.311(4) ?
N2B C30B . 1.354(5) ?
C1B C17B . 1.512(14) ?
C1B C23B . 1.518(5) ?
C1B C17D . 1.558(16) ?
C1B C2B . 1.582(5) ?
C1B H1BA . 1.0000 ?
C2B C7B . 1.539(5) ?
C2B C3B . 1.543(4) ?
C3B C4B . 1.517(4) ?
C3B H3BA . 0.9900 ?
C3B H3BB . 0.9900 ?
C4B H4BA . 0.9900 ?
C4B H4BB . 0.9900 ?
C5B H5BA . 0.9800 ?
C5B H5BB . 0.9800 ?
C5B H5BC . 0.9800 ?
C6B H6BA . 0.9800 ?
C6B H6BB . 0.9800 ?
C6B H6BC . 0.9800 ?
C7B C8B . 1.385(5) ?
C7B C16B . 1.440(5) ?
C8B C9B . 1.411(5) ?
C8B H8B . 0.9500 ?
C9B C10B . 1.354(7) ?
C9B H9B . 0.9500 ?
C10B C11B . 1.431(7) ?
C10B H10B . 0.9500 ?
C11B C12B . 1.420(7) ?
C11B C16B . 1.441(5) ?
C12B C13B . 1.346(8) ?
C12B H12B . 0.9500 ?
C13B C14B . 1.403(6) ?
C13B H13B . 0.9500 ?
C14B C15B . 1.391(6) ?
C14B H14B . 0.9500 ?
C15B C16B . 1.420(6) ?
C15B H15B . 0.9500 ?
C17B C22B . 1.379(11) ?
C17B C18B . 1.424(13) ?
C18B C19B . 1.405(12) ?
C18B H18B . 0.9500 ?
C19B C20B . 1.361(12) ?
C19B H19B . 0.9500 ?
C20B C21B . 1.373(12) ?
C20B H20B . 0.9500 ?
C21B C22B . 1.390(10) ?
C21B H21B . 0.9500 ?
C22B H22B . 0.9500 ?
C17D C22D . 1.375(14) ?
C17D C18D . 1.402(15) ?
C18D C19D . 1.405(12) ?
C18D H18D . 0.9500 ?
C19D C20D . 1.372(15) ?
C19D H19D . 0.9500 ?
C20D C21D . 1.376(16) ?
C20D H20D . 0.9500 ?
C21D C22D . 1.397(14) ?
C21D H21D . 0.9500 ?
C22D H22D . 0.9500 ?
C23B C24B . 1.364(5) ?
C23B C31B . 1.447(5) ?
C24B C25B . 1.429(5) ?
C24B H24B . 0.9500 ?
C25B C30B . 1.412(6) ?
C25B C26B . 1.419(6) ?
C26B C27B . 1.377(6) ?
C26B H26B . 0.9500 ?
C27B C28B . 1.389(8) ?
C28B C29B . 1.382(7) ?
C28B H28B . 0.9500 ?
C29B C30B . 1.423(5) ?
C29B H29B . 0.9500 ?
C32B H32D . 0.9800 ?
C32B H32E . 0.9800 ?
C32B H32F . 0.9800 ?
C33B C34B . 1.497(6) ?
C34B C35B . 1.331(6) ?
C34B H34B . 0.9500 ?
C35B C36B . 1.497(6) ?
C35B H35B . 0.9500 ?
O1 C1 . 1.209(8) ?
O2 C1 . 1.382(8) ?
O2 C3 . 1.421(10) ?
C1 C2 . 1.484(10) ?
C2 H2A . 0.9800 ?
C2 H2B . 0.9800 ?
C2 H2C . 0.9800 ?
C3 C4 . 1.484(8) ?
C3 H3A . 0.9900 ?
C3 H3B . 0.9900 ?
C4 H4A . 0.9800 ?
C4 H4B . 0.9800 ?
C4 H4C . 0.9800 ?
O1E C1E . 1.209(8) ?
O2E C1E . 1.383(8) ?
O2E C3E . 1.421(10) ?
C1E C2E . 1.485(10) ?
C2E H2EA . 0.9800 ?
C2E H2EB . 0.9800 ?
C2E H2EC . 0.9800 ?
C3E C4E . 1.485(8) ?
C3E H3EA . 0.9900 ?
C3E H3EB . 0.9900 ?
C4E H4EA . 0.9800 ?
C4E H4EB . 0.9800 ?
C4E H4EC . 0.9800 ?
O3 C5 . 1.209(8) ?
O4 C5 . 1.383(8) ?
O4 C7 . 1.421(10) ?
C5 C6 . 1.484(10) ?
C6 H6A . 0.9800 ?
C6 H6B . 0.9800 ?
C6 H6C . 0.9800 ?
C7 C8 . 1.485(8) ?
C7 H7A . 0.9900 ?
C7 H7B . 0.9900 ?
C8 H8D . 0.9800 ?
C8 H8E . 0.9800 ?
C8 H8F . 0.9800 ?
O3E C5E . 1.209(8) ?
O4E C5E . 1.383(8) ?
O4E C7E . 1.421(10) ?
C5E C6E . 1.485(10) ?
C6E H6EA . 0.9800 ?
C6E H6EB . 0.9800 ?
C6E H6EC . 0.9800 ?
C7E C8E . 1.485(8) ?
C7E H7EA . 0.9900 ?
C7E H7EB . 0.9900 ?
C8E H8EA . 0.9800 ?
C8E H8EB . 0.9800 ?
C8E H8EC . 0.9800 ?
O3F C5F . 1.209(8) ?
O4F C5F . 1.383(8) ?
O4F C7F . 1.421(10) ?
C5F C6F . 1.484(10) ?
C6F H6FA . 0.9800 ?
C6F H6FB . 0.9800 ?
C6F H6FC . 0.9800 ?
C7F C8F . 1.485(8) ?
C7F H7FA . 0.9900 ?
C7F H7FB . 0.9900 ?
C8F H8FA . 0.9800 ?
C8F H8FB . 0.9800 ?
C8F H8FC . 0.9800 ?
O3G C5G . 1.209(8) ?
O4G C5G . 1.383(8) ?
O4G C7G . 1.421(10) ?
C5G C6G . 1.484(10) ?
C6G H6GA . 0.9800 ?
C6G H6GB . 0.9800 ?
C6G H6GC . 0.9800 ?
C7G C8G . 1.485(8) ?
C7G H7GA . 0.9900 ?
C7G H7GB . 0.9900 ?
C8G H8GA . 0.9800 ?
C8G H8GB . 0.9800 ?
C8G H8GC . 0.9800 ?
O3H C5H . 1.209(8) ?
O4H C5H . 1.383(8) ?
O4H C7H . 1.421(10) ?
C5H C6H . 1.484(10) ?
C6H H6HA . 0.9800 ?
C6H H6HB . 0.9800 ?
C6H H6HC . 0.9800 ?
C7H C8H . 1.485(8) ?
C7H H7HA . 0.9900 ?
C7H H7HB . 0.9900 ?
C8H H8HA . 0.9800 ?
C8H H8HB . 0.9800 ?
C8H H8HC . 0.9800 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O1A H1AB O6B 1_445 0.84(6) 1.98(6) 2.791(4) 160(6) yes
O5A H5A O4A . 1.11(10) 1.33(10) 2.426(5) 171(9) yes
N1A H1A O3A . 1.00 1.71 2.707(4) 174.7 yes
N1A H1A O4A . 1.00 2.54 3.211(4) 124.7 yes
O1B H1BB O6A . 0.92(6) 1.91(6) 2.812(4) 168(6) yes
O5B H5B O4B . 1.17(8) 1.29(8) 2.429(4) 164(6) yes
N1B H1B O3B . 1.00 1.70 2.701(4) 173.7 yes
N1B H1B O4B . 1.00 2.52 3.204(4) 125.2 yes
C3A H3AA O6B 1_445 0.99 2.56 3.251(4) 127.0 yes
C5A H5AC O3 1_455 0.98 2.60 3.391(15) 137.8 yes
C6A H6AA O4B 2_645 0.98 2.59 3.218(5) 121.6 yes
C32A H32A O1 2_656 0.98 2.59 3.220(7) 122.4 yes
C1B H1BA O2B . 1.00 2.26 2.780(4) 111.4 yes
C3B H3BA O6A . 0.99 2.58 3.284(4) 127.9 yes
C6B H6BA O4A 2_655 0.98 2.58 3.190(5) 120.6 yes
C2E H2EB O3A 2_646 0.98 2.34 2.96(2) 120.0 yes
C4E H4EB O1E . 0.98 2.37 2.91(5) 114.1 yes
C7 H7A O4A 2_645 0.99 2.29 3.068(15) 134.2 yes
C8E H8EC O5A 2_645 0.98 2.65 3.57(3) 156.9 yes
C8G H8GB O1A 2_655 0.98 2.05 2.90(5) 144.7 yes
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
C17A C1A C2A O1A . . . . 69.3(4) ?
C23A C1A C2A O1A . . . . -58.3(3) ?
C17A C1A C2A C7C . . . . -33.9(13) ?
C23A C1A C2A C7C . . . . -161.5(13) ?
C17A C1A C2A C3A . . . . -172.0(3) ?
C23A C1A C2A C3A . . . . 60.3(4) ?
C17A C1A C2A C7A . . . . -50.6(4) ?
C23A C1A C2A C7A . . . . -178.2(3) ?
O1A C2A C3A C4A . . . . -64.2(4) ?
C7C C2A C3A C4A . . . . 38.9(14) ?
C7A C2A C3A C4A . . . . 55.5(4) ?
C1A C2A C3A C4A . . . . 176.4(3) ?
C6A N1A C4A C3A . . . . 163.4(3) ?
C5A N1A C4A C3A . . . . -72.8(4) ?
C2A C3A C4A N1A . . . . 173.9(3) ?
O1A C2A C7A C8A . . . . 1.4(5) ?
C3A C2A C7A C8A . . . . -117.7(4) ?
C1A C2A C7A C8A . . . . 121.5(4) ?
O1A C2A C7A C16A . . . . -178.5(4) ?
C3A C2A C7A C16A . . . . 62.4(5) ?
C1A C2A C7A C16A . . . . -58.4(5) ?
C16A C7A C8A C9A . . . . 1.0(7) ?
C2A C7A C8A C9A . . . . -178.9(4) ?
C7A C8A C9A C10A . . . . -0.2(7) ?
C8A C9A C10A C11A . . . . 0.2(8) ?
C9A C10A C11A C16A . . . . -1.0(9) ?
C9A C10A C11A C12A . . . . -177.9(7) ?
C10A C11A C12A C13A . . . . 178.1(9) ?
C16A C11A C12A C13A . . . . 1.2(14) ?
C11A C12A C13A C14A . . . . -0.5(16) ?
C12A C13A C14A C15A . . . . -0.6(15) ?
C13A C14A C15A C16A . . . . 1.0(12) ?
C14A C15A C16A C11A . . . . -0.3(10) ?
C14A C15A C16A C7A . . . . -179.7(6) ?
C10A C11A C16A C15A . . . . -177.6(6) ?
C12A C11A C16A C15A . . . . -0.8(10) ?
C10A C11A C16A C7A . . . . 1.8(9) ?
C12A C11A C16A C7A . . . . 178.7(7) ?
C8A C7A C16A C15A . . . . 177.7(5) ?
C2A C7A C16A C15A . . . . -2.5(8) ?
C8A C7A C16A C11A . . . . -1.7(7) ?
C2A C7A C16A C11A . . . . 178.2(5) ?
O1A C2A C7C C8C . . . . -4.6(19) ?
C3A C2A C7C C8C . . . . -116.8(16) ?
C1A C2A C7C C8C . . . . 108.8(17) ?
O1A C2A C7C C16C . . . . 179(3) ?
C3A C2A C7C C16C . . . . 67(3) ?
C1A C2A C7C C16C . . . . -68(3) ?
C16C C7C C8C C9C . . . . -4(2) ?
C2A C7C C8C C9C . . . . 180(3) ?
C7C C8C C9C C10C . . . . 2(2) ?
C8C C9C C10C C11C . . . . 1(4) ?
C9C C10C C11C C12C . . . . -177(3) ?
C9C C10C C11C C16C . . . . -2(6) ?
C10C C11C C12C C13C . . . . 166(4) ?
C16C C11C C12C C13C . . . . -10(6) ?
C11C C12C C13C C14C . . . . 15(7) ?
C12C C13C C14C C15C . . . . -13(7) ?
C13C C14C C15C C16C . . . . 6(8) ?
C14C C15C C16C C7C . . . . -173(4) ?
C14C C15C C16C C11C . . . . 0(7) ?
C8C C7C C16C C15C . . . . 176(4) ?
C2A C7C C16C C15C . . . . -7(6) ?
C8C C7C C16C C11C . . . . 3(5) ?
C2A C7C C16C C11C . . . . 180(3) ?
C12C C11C C16C C15C . . . . 2(6) ?
C10C C11C C16C C15C . . . . -174(4) ?
C12C C11C C16C C7C . . . . 176(4) ?
C10C C11C C16C C7C . . . . 0(6) ?
C23A C1A C17A C22A . . . . -96.5(4) ?
C2A C1A C17A C22A . . . . 136.9(4) ?
C23A C1A C17A C18A . . . . 81.6(4) ?
C2A C1A C17A C18A . . . . -45.1(5) ?
C22A C17A C18A C19A . . . . 0.2(6) ?
C1A C17A C18A C19A . . . . -177.8(4) ?
C17A C18A C19A C20A . . . . 0.8(7) ?
C18A C19A C20A C21A . . . . -1.2(7) ?
C19A C20A C21A C22A . . . . 0.6(8) ?
C18A C17A C22A C21A . . . . -0.8(6) ?
C1A C17A C22A C21A . . . . 177.4(4) ?
C20A C21A C22A C17A . . . . 0.4(8) ?
C17A C1A C23A C24A . . . . -37.5(4) ?
C2A C1A C23A C24A . . . . 91.1(4) ?
C17A C1A C23A C31A . . . . 142.3(3) ?
C2A C1A C23A C31A . . . . -89.1(3) ?
C31A C23A C24A C25A . . . . 4.3(4) ?
C1A C23A C24A C25A . . . . -175.9(3) ?
C23A C24A C25A C30A . . . . 2.2(5) ?
C23A C24A C25A C26A . . . . -178.8(3) ?
C30A C25A C26A C27A . . . . 2.4(5) ?
C24A C25A C26A C27A . . . . -176.6(3) ?
C25A C26A C27A C28A . . . . -0.2(6) ?
C25A C26A C27A Br1A . . . . 179.5(3) ?
C26A C27A C28A C29A . . . . -1.0(6) ?
Br1A C27A C28A C29A . . . . 179.2(3) ?
C27A C28A C29A C30A . . . . 0.1(5) ?
C31A N2A C30A C29A . . . . -179.8(3) ?
C31A N2A C30A C25A . . . . 1.5(4) ?
C28A C29A C30A N2A . . . . -176.7(3) ?
C28A C29A C30A C25A . . . . 2.0(5) ?
C26A C25A C30A N2A . . . . 175.4(3) ?
C24A C25A C30A N2A . . . . -5.5(5) ?
C26A C25A C30A C29A . . . . -3.3(5) ?
C24A C25A C30A C29A . . . . 175.8(3) ?
C30A N2A C31A O2A . . . . -173.3(3) ?
C30A N2A C31A C23A . . . . 5.9(5) ?
C32A O2A C31A N2A . . . . 1.0(5) ?
C32A O2A C31A C23A . . . . -178.3(3) ?
C24A C23A C31A N2A . . . . -8.9(5) ?
C1A C23A C31A N2A . . . . 171.2(3) ?
C24A C23A C31A O2A . . . . 170.4(3) ?
C1A C23A C31A O2A . . . . -9.5(4) ?
O3A C33A C34A C35A . . . . -177.0(4) ?
O4A C33A C34A C35A . . . . 4.0(8) ?
C33A C34A C35A C36A . . . . 0.3(8) ?
C34A C35A C36A O6A . . . . -178.6(5) ?
C34A C35A C36A O5A . . . . 0.8(8) ?
C17B C1B C2B O1B . . . . 77.7(7) ?
C23B C1B C2B O1B . . . . -55.8(3) ?
C17D C1B C2B O1B . . . . 66.8(8) ?
C17B C1B C2B C7B . . . . -39.9(8) ?
C23B C1B C2B C7B . . . . -173.4(3) ?
C17D C1B C2B C7B . . . . -50.8(8) ?
C17B C1B C2B C3B . . . . -164.4(7) ?
C23B C1B C2B C3B . . . . 62.1(4) ?
C17D C1B C2B C3B . . . . -175.3(8) ?
O1B C2B C3B C4B . . . . -65.7(4) ?
C7B C2B C3B C4B . . . . 52.1(4) ?
C1B C2B C3B C4B . . . . 175.9(3) ?
C6B N1B C4B C3B . . . . 164.1(3) ?
C5B N1B C4B C3B . . . . -72.0(4) ?
C2B C3B C4B N1B . . . . 174.6(3) ?
O1B C2B C7B C8B . . . . 1.3(4) ?
C3B C2B C7B C8B . . . . -117.3(4) ?
C1B C2B C7B C8B . . . . 120.2(3) ?
O1B C2B C7B C16B . . . . -178.4(3) ?
C3B C2B C7B C16B . . . . 63.0(4) ?
C1B C2B C7B C16B . . . . -59.5(4) ?
C16B C7B C8B C9B . . . . -1.1(6) ?
C2B C7B C8B C9B . . . . 179.2(3) ?
C7B C8B C9B C10B . . . . 1.6(6) ?
C8B C9B C10B C11B . . . . -0.7(6) ?
C9B C10B C11B C12B . . . . -178.4(4) ?
C9B C10B C11B C16B . . . . -0.6(6) ?
C10B C11B C12B C13B . . . . 178.8(5) ?
C16B C11B C12B C13B . . . . 1.0(7) ?
C11B C12B C13B C14B . . . . -1.4(8) ?
C12B C13B C14B C15B . . . . 1.6(8) ?
C13B C14B C15B C16B . . . . -1.4(7) ?
C14B C15B C16B C7B . . . . -178.6(4) ?
C14B C15B C16B C11B . . . . 0.9(6) ?
C8B C7B C16B C15B . . . . 179.3(4) ?
C2B C7B C16B C15B . . . . -1.0(6) ?
C8B C7B C16B C11B . . . . -0.2(5) ?
C2B C7B C16B C11B . . . . 179.4(3) ?
C12B C11B C16B C15B . . . . -0.7(6) ?
C10B C11B C16B C15B . . . . -178.5(4) ?
C12B C11B C16B C7B . . . . 178.9(4) ?
C10B C11B C16B C7B . . . . 1.1(5) ?
C23B C1B C17B C22B . . . . -99.8(14) ?
C2B C1B C17B C22B . . . . 127.9(12) ?
C23B C1B C17B C18B . . . . 77.7(15) ?
C2B C1B C17B C18B . . . . -54.6(16) ?
C22B C17B C18B C19B . . . . 0(2) ?
C1B C17B C18B C19B . . . . -178.1(13) ?
C17B C18B C19B C20B . . . . 1.7(19) ?
C18B C19B C20B C21B . . . . -1.2(17) ?
C19B C20B C21B C22B . . . . -0.6(16) ?
C18B C17B C22B C21B . . . . -1(2) ?
C1B C17B C22B C21B . . . . 176.3(13) ?
C20B C21B C22B C17B . . . . 1.8(17) ?
C23B C1B C17D C22D . . . . -103.6(14) ?
C2B C1B C17D C22D . . . . 134.0(13) ?
C23B C1B C17D C18D . . . . 78.0(18) ?
C2B C1B C17D C18D . . . . -44.4(19) ?
C22D C17D C18D C19D . . . . 5(2) ?
C1B C17D C18D C19D . . . . -177.1(15) ?
C17D C18D C19D C20D . . . . -3(2) ?
C18D C19D C20D C21D . . . . -2(2) ?
C19D C20D C21D C22D . . . . 5(2) ?
C18D C17D C22D C21D . . . . -2(3) ?
C1B C17D C22D C21D . . . . 179.6(15) ?
C20D C21D C22D C17D . . . . -3(2) ?
C17B C1B C23B C24B . . . . -47.9(7) ?
C17D C1B C23B C24B . . . . -33.5(8) ?
C2B C1B C23B C24B . . . . 88.1(4) ?
C17B C1B C23B C31B . . . . 134.3(6) ?
C17D C1B C23B C31B . . . . 148.7(7) ?
C2B C1B C23B C31B . . . . -89.7(4) ?
C31B C23B C24B C25B . . . . 2.1(5) ?
C1B C23B C24B C25B . . . . -175.8(3) ?
C23B C24B C25B C30B . . . . 2.9(5) ?
C23B C24B C25B C26B . . . . -178.3(4) ?
C30B C25B C26B C27B . . . . 2.3(6) ?
C24B C25B C26B C27B . . . . -176.5(4) ?
C25B C26B C27B C28B . . . . -0.3(7) ?
C25B C26B C27B Br1B . . . . -179.1(3) ?
C26B C27B C28B C29B . . . . -1.0(7) ?
Br1B C27B C28B C29B . . . . 177.7(3) ?
C27B C28B C29B C30B . . . . 0.4(6) ?
C31B N2B C30B C25B . . . . 0.7(5) ?
C31B N2B C30B C29B . . . . -179.8(3) ?
C26B C25B C30B N2B . . . . 176.6(3) ?
C24B C25B C30B N2B . . . . -4.5(5) ?
C26B C25B C30B C29B . . . . -2.8(5) ?
C24B C25B C30B C29B . . . . 176.0(3) ?
C28B C29B C30B N2B . . . . -178.0(3) ?
C28B C29B C30B C25B . . . . 1.5(5) ?
C30B N2B C31B O2B . . . . -174.3(3) ?
C30B N2B C31B C23B . . . . 5.1(5) ?
C32B O2B C31B N2B . . . . -0.1(5) ?
C32B O2B C31B C23B . . . . -179.6(3) ?
C24B C23B C31B N2B . . . . -6.5(5) ?
C1B C23B C31B N2B . . . . 171.5(3) ?
C24B C23B C31B O2B . . . . 172.9(3) ?
C1B C23B C31B O2B . . . . -9.1(4) ?
O3B C33B C34B C35B . . . . 179.8(5) ?
O4B C33B C34B C35B . . . . 1.0(8) ?
C33B C34B C35B C36B . . . . -0.9(8) ?
C34B C35B C36B O6B . . . . -175.1(5) ?
C34B C35B C36B O5B . . . . 4.1(7) ?
C3 O2 C1 O1 . . . . 3.9(11) ?
C3 O2 C1 C2 . . . . -177.9(8) ?
C1 O2 C3 C4 . . . . -172.1(8) ?
C3E O2E C1E O1E . . . . -11(3) ?
C3E O2E C1E C2E . . . . 164(3) ?
C1E O2E C3E C4E . . . . 81(3) ?
C7 O4 C5 O3 . . . . -9(3) ?
C7 O4 C5 C6 . . . . 173.5(18) ?
C5 O4 C7 C8 . . . . -80(3) ?
C7E O4E C5E O3E . . . . 12(3) ?
C7E O4E C5E C6E . . . . -172.6(19) ?
C5E O4E C7E C8E . . . . 85(2) ?
C7F O4F C5F O3F . . . . 3(3) ?
C7F O4F C5F C6F . . . . 180(2) ?
C5F O4F C7F C8F . . . . -133(3) ?
C7G O4G C5G O3G . . . . 66(4) ?
C7G O4G C5G C6G . . . . -117(4) ?
C5G O4G C7G C8G . . . . -156(3) ?
C7H O4H C5H O3H . . . . 2(5) ?
C7H O4H C5H C6H . . . . -176(4) ?
C5H O4H C7H C8H . . . . -175(4) ?

_cod_database_fobs_code 2243791
