#------------------------------------------------------------------------------
#$Date: 2025-07-05 13:10:14 +0300 (Sat, 05 Jul 2025) $
#$Revision: 300370 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/23/1572307.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_1572307
loop_
_publ_author_name
'Rousselin, Yoann'
'Clavel, Alexandre'
_publ_section_title
;
 Pinaverium bromide
;
_journal_coeditor_code           BH4086
_journal_issue                   8
_journal_name_full               IUCrData
_journal_page_first              x240653
_journal_paper_doi               10.1107/S2414314624006539
_journal_volume                  9
_journal_year                    2024
_chemical_absolute_configuration ad
_chemical_formula_iupac          'C26 H41 Br N O4 +, Br -'
_chemical_formula_moiety         'C26 H41 Br N O4 +, Br -'
_chemical_formula_sum            'C26 H41 Br2 N O4'
_chemical_formula_weight         591.42
_chemical_name_common
;
Pinaverium bromide
;
_chemical_name_systematic
'4-[(2-Bromo-4,5-dimethoxyphenyl)methyl]-4-{2-[2-(6,6-dimethyl-2-bicyclo[3.1.1]heptanyl)ethoxy]ethyl}morpholin-4-ium bromide'
_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   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method
;
FinalCif V137 by Daniel Kratzert, Freiburg 2024,
https://dkratzert.de/finalcif.html
;
_cell_angle_alpha                90
_cell_angle_beta                 99.265(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.4966(6)
_cell_length_b                   8.8166(3)
_cell_length_c                   18.9475(7)
_cell_measurement_reflns_used    9547
_cell_measurement_temperature    110.00(10)
_cell_measurement_theta_max      66.526
_cell_measurement_theta_min      3.300
_cell_volume                     2719.85(17)
_computing_cell_refinement
;
SAINT (Bruker, 2016)
;
_computing_data_collection
;
APEX5 (Bruker, 2023)
;
_computing_data_reduction
;
SAINT (Bruker, 2016)
;
_computing_molecular_graphics
;
ORTEP (Burnett & Johnson, 1996); Mercury (Macrae et al.,
2020)
;
_computing_publication_material
;
Olex2 (Dolomanov et al.,  2009)
;
_computing_structure_refinement
;
SHELXL2019/3 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2018/2 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      110.00(10)
_diffrn_detector                 CPAD
_diffrn_detector_area_resol_mean 7.41
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE dual wavelength Ag/Cu'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0442
_diffrn_reflns_av_unetI/netI     0.0208
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            103023
_diffrn_reflns_theta_full        66.653
_diffrn_reflns_theta_max         66.653
_diffrn_reflns_theta_min         2.363
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    4.023
_exptl_absorpt_correction_T_max  0.5984
_exptl_absorpt_correction_T_min  0.4533
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Krause et al.,  2015)
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.444
_exptl_crystal_description       plate
_exptl_crystal_F_000             1224
_exptl_crystal_size_max          0.59
_exptl_crystal_size_mid          0.569
_exptl_crystal_size_min          0.064
_refine_diff_density_max         0.683
_refine_diff_density_min         -0.590
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   -0.009(17)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     650
_refine_ls_number_reflns         9273
_refine_ls_number_restraints     201
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0258
_refine_ls_R_factor_gt           0.0251
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0278P)²+2.6359P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0623
_refine_ls_wR_factor_ref         0.0627
_reflns_number_gt                9063
_reflns_number_total             9273
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            bh4086.cif
_cod_data_source_block           I
_cod_original_cell_volume        2719.84(17)
_cod_database_code               1572307
#BEGIN Tags that were not found in dictionaries:
_shelx_estimated_absorpt_t_min   0.109
_shelx_estimated_absorpt_t_max   0.783
#END Tags that were not found in dictionaries
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 Br1 0.77782(3) 0.65663(5) 0.80156(2) 0.02972(11) Uani d 1 . .
O O1 0.74510(19) 0.1905(4) 0.62731(15) 0.0283(7) Uani d 1 . .
O O2 0.66700(19) 0.0272(4) 0.70686(15) 0.0288(7) Uani d 1 . .
O O3 0.44575(18) 0.6082(4) 0.82426(15) 0.0250(7) Uani d 1 . .
O O4 0.72470(17) 0.5705(4) 1.02623(15) 0.0279(7) Uani d 1 . .
N N1 0.59756(19) 0.4833(4) 0.90094(16) 0.0171(7) Uani d 1 . .
C C1 0.7961(3) 0.2693(6) 0.5848(2) 0.0335(11) Uani d 1 . .
H H1A 0.808620 0.202202 0.546712 0.050 Uiso calc 1 . .
H H1B 0.847313 0.300050 0.615027 0.050 Uiso calc 1 . .
H H1C 0.767168 0.359478 0.563466 0.050 Uiso calc 1 . .
C C2 0.6162(3) -0.0564(6) 0.7470(3) 0.0349(12) Uani d 1 . .
H H2A 0.601573 -0.153794 0.723396 0.052 Uiso calc 1 . .
H H2B 0.566149 0.001499 0.749825 0.052 Uiso calc 1 . .
H H2C 0.646011 -0.074463 0.795299 0.052 Uiso calc 1 . .
C C3 0.6879(2) 0.1684(6) 0.7318(2) 0.0207(9) Uani d 1 . .
C C4 0.6723(2) 0.2263(5) 0.7959(2) 0.0189(8) Uani d 1 . .
H H4 0.645628 0.163709 0.825946 0.023 Uiso calc 1 . .
C C5 0.6943(2) 0.3743(5) 0.8181(2) 0.0184(8) Uani d 1 . .
C C6 0.7347(2) 0.4613(5) 0.7735(2) 0.0204(8) Uani d 1 . .
C C7 0.7529(2) 0.4053(5) 0.7086(2) 0.0218(9) Uani d 1 . .
H H7 0.780762 0.467205 0.679238 0.026 Uiso calc 1 . .
C C8 0.7299(3) 0.2595(5) 0.6877(2) 0.0222(9) Uani d 1 . .
C C9 0.6823(2) 0.4173(5) 0.8925(2) 0.0203(9) Uani d 1 . .
H H9A 0.724835 0.492778 0.911109 0.024 Uiso calc 1 . .
H H9B 0.692145 0.326036 0.923119 0.024 Uiso calc 1 . .
C C10 0.5289(2) 0.3872(5) 0.8594(2) 0.0204(9) Uani d 1 . .
H H10C 0.540206 0.370954 0.810148 0.025 Uiso calc 1 . .
H H10D 0.528039 0.286717 0.882577 0.025 Uiso calc 1 . .
C C11 0.4460(2) 0.4618(6) 0.8561(2) 0.0234(9) Uani d 1 . .
H H11C 0.403371 0.397811 0.827750 0.028 Uiso calc 1 . .
H H11D 0.432732 0.471320 0.904991 0.028 Uiso calc 1 . .
C C12 0.5033(3) 0.7033(5) 0.8686(2) 0.0244(10) Uani d 1 . .
H H12C 0.489436 0.706808 0.917556 0.029 Uiso calc 1 . .
H H12D 0.500204 0.807746 0.849262 0.029 Uiso calc 1 . .
C C13 0.5893(2) 0.6419(5) 0.8713(2) 0.0195(8) Uani d 1 . .
H H13C 0.603396 0.642138 0.822458 0.023 Uiso calc 1 . .
H H13D 0.628601 0.709209 0.901467 0.023 Uiso calc 1 . .
C C14 0.5903(2) 0.4773(5) 0.98005(19) 0.0186(8) Uani d 1 . .
H H14C 0.531791 0.491159 0.984373 0.022 Uiso calc 1 . .
H H14D 0.606455 0.374376 0.997925 0.022 Uiso calc 1 . .
C C15 0.6400(2) 0.5906(5) 1.0287(2) 0.0216(9) Uani d 1 . .
H H15C 0.623215 0.694902 1.013327 0.026 Uiso calc 1 . .
H H15D 0.629630 0.576578 1.078281 0.026 Uiso calc 1 . .
C C16 0.7773(3) 0.6458(6) 1.0818(2) 0.0322(10) Uani d 1 . .
H H16E 0.763432 0.617245 1.128959 0.039 Uiso calc 1 . .
H H16F 0.771695 0.757160 1.076117 0.039 Uiso calc 1 . .
C C17 0.8632(3) 0.5968(6) 1.0760(2) 0.0349(11) Uani d 1 . .
H H17E 0.876736 0.633690 1.029984 0.042 Uiso calc 1 . .
H H17F 0.864931 0.484608 1.075165 0.042 Uiso calc 1 . .
C C18 0.9294(3) 0.6538(7) 1.1369(2) 0.0384(12) Uani d 1 . .
H H18 0.908993 0.628652 1.182447 0.046 Uiso calc 1 . .
C C19 0.9405(3) 0.8255(6) 1.1371(3) 0.0426(12) Uani d 1 . .
H H19E 0.913238 0.869173 1.175253 0.051 Uiso calc 1 . .
H H19F 0.912364 0.866094 1.090844 0.051 Uiso calc 1 . .
C C20 1.0328(3) 0.8805(7) 1.1489(4) 0.0571(16) Uani d 1 . .
H H20E 1.041115 0.948398 1.109000 0.068 Uiso calc 1 . .
H H20F 1.044019 0.939879 1.193723 0.068 Uiso calc 1 . .
C C21 1.0926(3) 0.7515(7) 1.1529(3) 0.0475(14) Uani d 1 . .
H H21 1.151664 0.782512 1.161165 0.057 Uiso calc 1 . .
C C22 1.0704(3) 0.6311(9) 1.2044(3) 0.0619(18) Uani d 1 . .
H H22E 1.043354 0.671396 1.243475 0.074 Uiso calc 1 . .
H H22F 1.115941 0.561354 1.222861 0.074 Uiso calc 1 . .
C C23 1.0108(3) 0.5695(7) 1.1399(3) 0.0454(14) Uani d 1 . .
H H23 1.005797 0.456469 1.138258 0.054 Uiso calc 1 . .
C C24 1.0693(3) 0.6361(7) 1.0920(3) 0.0409(12) Uani d 1 . .
C C25 1.0364(3) 0.6954(8) 1.0169(3) 0.0534(16) Uani d 1 . .
H H25G 0.992427 0.768894 1.019516 0.080 Uiso calc 1 . .
H H25H 1.014769 0.610525 0.986114 0.080 Uiso calc 1 . .
H H25I 1.080966 0.744657 0.997022 0.080 Uiso calc 1 . .
C C26 1.1404(3) 0.5297(8) 1.0837(4) 0.0587(16) Uani d 1 . .
H H26G 1.184495 0.587729 1.067268 0.088 Uiso calc 1 . .
H H26H 1.121058 0.450640 1.048721 0.088 Uiso calc 1 . .
H H26I 1.161296 0.482723 1.129962 0.088 Uiso calc 1 . .
Br Br1A 0.20805(3) 0.34247(6) 0.67939(3) 0.03860(13) Uani d 1 . .
O O1A 0.2564(2) 0.7808(4) 0.86903(16) 0.0317(7) Uani d 1 . .
O O2A 0.3262(2) 0.9594(4) 0.78952(16) 0.0301(7) Uani d 1 . .
O O3A 0.54323(18) 0.3963(4) 0.67381(15) 0.0250(7) Uani d 1 . .
O O4A 0.28184(19) 0.3885(4) 0.46950(17) 0.0332(8) Uani d 1 . .
N N1A 0.39434(19) 0.5208(4) 0.59104(16) 0.0168(7) Uani d 1 . .
C C1A 0.2193(3) 0.6863(6) 0.9161(2) 0.0327(11) Uani d 1 . .
H H1AA 0.164551 0.655166 0.892476 0.049 Uiso calc 1 . .
H H1AB 0.214338 0.742724 0.959817 0.049 Uiso calc 1 . .
H H1AC 0.253391 0.596183 0.928441 0.049 Uiso calc 1 . .
C C2A 0.3719(3) 1.0521(6) 0.7487(3) 0.0378(12) Uani d 1 . .
H H2AA 0.338294 1.075053 0.702386 0.057 Uiso calc 1 . .
H H2AB 0.421698 0.998337 0.740967 0.057 Uiso calc 1 . .
H H2AC 0.387073 1.146838 0.774501 0.057 Uiso calc 1 . .
C C3A 0.3023(3) 0.8204(5) 0.7606(2) 0.0231(9) Uani d 1 . .
C C4A 0.3145(3) 0.7728(5) 0.6944(2) 0.0229(9) Uani d 1 . .
H H4A 0.339054 0.840387 0.665023 0.027 Uiso calc 1 . .
C C5A 0.2918(2) 0.6273(5) 0.6685(2) 0.0233(9) Uani d 1 . .
C C6A 0.2519(2) 0.5357(6) 0.7115(2) 0.0255(9) Uani d 1 . .
C C7A 0.2391(3) 0.5820(6) 0.7789(2) 0.0278(10) Uani d 1 . .
H H7A 0.212318 0.515796 0.807339 0.033 Uiso calc 1 . .
C C8A 0.2647(3) 0.7230(6) 0.8049(2) 0.0250(10) Uani d 1 . .
C C9A 0.3077(2) 0.5867(5) 0.5951(2) 0.0222(9) Uani d 1 . .
H H9AA 0.299721 0.678698 0.564866 0.027 Uiso calc 1 . .
H H9AB 0.266041 0.511471 0.574369 0.027 Uiso calc 1 . .
C C10A 0.4009(2) 0.3618(5) 0.6213(2) 0.0193(9) Uani d 1 . .
H H10A 0.363417 0.293911 0.589713 0.023 Uiso calc 1 . .
H H10B 0.383753 0.361891 0.668997 0.023 Uiso calc 1 . .
C C11A 0.4883(3) 0.3021(5) 0.6279(2) 0.0219(9) Uani d 1 . .
H H11A 0.490717 0.197534 0.647167 0.026 Uiso calc 1 . .
H H11B 0.504970 0.298821 0.579993 0.026 Uiso calc 1 . .
C C12A 0.5445(2) 0.5425(6) 0.6422(2) 0.0217(9) Uani d 1 . .
H H12A 0.560911 0.533013 0.594394 0.026 Uiso calc 1 . .
H H12B 0.585590 0.606898 0.672165 0.026 Uiso calc 1 . .
C C13A 0.4607(2) 0.6168(5) 0.6350(2) 0.0195(9) Uani d 1 . .
H H13A 0.462790 0.717154 0.612007 0.023 Uiso calc 1 . .
H H13B 0.446365 0.633043 0.683244 0.023 Uiso calc 1 . .
C C14A 0.4057(2) 0.5283(6) 0.51247(19) 0.0194(8) Uani d 1 . .
H H14A 0.382413 0.625276 0.492064 0.023 Uiso calc 1 . .
H H14B 0.465316 0.529671 0.510442 0.023 Uiso calc 1 . .
C C15A 0.3667(3) 0.3994(6) 0.4656(2) 0.0245(9) Uani d 1 . .
H H15A 0.374012 0.417507 0.415461 0.029 Uiso calc 1 . .
H H15B 0.394270 0.302779 0.481577 0.029 Uiso calc 1 . .
C C16A 0.2479(4) 0.2667(9) 0.4199(4) 0.0395(16) Uani d 0.78 A 1
H H16A 0.288671 0.184356 0.419452 0.047 Uiso calc 0.78 A 1
H H16B 0.232894 0.306725 0.370749 0.047 Uiso calc 0.78 A 1
C C17A 0.1700(4) 0.2064(8) 0.4485(4) 0.0435(14) Uani d 0.78 A 1
H H17A 0.152482 0.110209 0.423699 0.052 Uiso calc 0.78 A 1
H H17B 0.185087 0.183721 0.500083 0.052 Uiso calc 0.78 A 1
C C18A 0.0982(4) 0.3153(7) 0.4383(3) 0.0348(12) Uani d 0.78 A 1
H H18A 0.120076 0.413840 0.459590 0.042 Uiso calc 0.78 A 1
C C19A 0.0307(5) 0.2617(12) 0.4847(4) 0.063(2) Uani d 0.78 A 1
H H19A 0.043444 0.156553 0.501182 0.076 Uiso calc 0.78 A 1
H H19B 0.034752 0.326968 0.527660 0.076 Uiso calc 0.78 A 1
C C20A -0.0580(5) 0.2669(12) 0.4448(5) 0.067(2) Uani d 0.78 A 1
H H20A -0.082280 0.164278 0.444861 0.080 Uiso calc 0.78 A 1
H H20B -0.090621 0.335570 0.470587 0.080 Uiso calc 0.78 A 1
C C21A -0.0638(4) 0.3207(11) 0.3685(4) 0.0503(14) Uani d 0.78 A 1
H H21A -0.121356 0.328332 0.342351 0.060 Uiso calc 0.78 A 1
C C22A -0.0138(4) 0.4600(11) 0.3639(4) 0.0539(15) Uani d 0.78 A 1
H H22A -0.008902 0.526198 0.406570 0.065 Uiso calc 0.78 A 1
H H22B -0.029471 0.518761 0.319239 0.065 Uiso calc 0.78 A 1
C C23A 0.0607(4) 0.3499(9) 0.3630(3) 0.0405(12) Uani d 0.78 A 1
H H23A 0.100648 0.382835 0.331541 0.049 Uiso calc 0.78 A 1
C C24A -0.0053(4) 0.2275(9) 0.3281(4) 0.0437(13) Uani d 0.78 A 1
C C25A -0.0245(5) 0.2498(11) 0.2482(4) 0.0559(18) Uani d 0.78 A 1
H H25A -0.072674 0.189211 0.228723 0.084 Uiso calc 0.78 A 1
H H25B 0.022685 0.217538 0.226414 0.084 Uiso calc 0.78 A 1
H H25C -0.035816 0.357285 0.237664 0.084 Uiso calc 0.78 A 1
C C26A 0.0064(5) 0.0599(9) 0.3450(4) 0.0560(17) Uani d 0.78 A 1
H H26A 0.012921 0.044855 0.396831 0.084 Uiso calc 0.78 A 1
H H26B 0.055533 0.023309 0.327355 0.084 Uiso calc 0.78 A 1
H H26C -0.041732 0.003456 0.321663 0.084 Uiso calc 0.78 A 1
C C16B 0.2245(15) 0.300(4) 0.4340(17) 0.047(8) Uiso d 0.22 A 2
H H16C 0.237372 0.193649 0.447749 0.056 Uiso calc 0.22 A 2
H H16D 0.226331 0.310007 0.382264 0.056 Uiso calc 0.22 A 2
C C17B 0.1336(14) 0.337(4) 0.4474(14) 0.051(8) Uiso d 0.22 A 2
H H17C 0.132930 0.336088 0.499522 0.061 Uiso calc 0.22 A 2
H H17D 0.119077 0.440997 0.429898 0.061 Uiso calc 0.22 A 2
C C18B 0.0692(13) 0.230(4) 0.4122(13) 0.069(7) Uiso d 0.22 A 2
H H18B 0.083964 0.123717 0.427243 0.083 Uiso calc 0.22 A 2
C C19B 0.0657(13) 0.248(4) 0.3264(11) 0.057(7) Uiso d 0.22 A 2
H H19C 0.098621 0.336974 0.316512 0.068 Uiso calc 0.22 A 2
H H19D 0.090038 0.156703 0.307524 0.068 Uiso calc 0.22 A 2
C C20B -0.0262(13) 0.268(3) 0.2871(12) 0.040(5) Uiso d 0.22 A 2
H H20C -0.030741 0.366758 0.261903 0.048 Uiso calc 0.22 A 2
H H20D -0.038246 0.187548 0.250470 0.048 Uiso calc 0.22 A 2
C C21B -0.0891(15) 0.262(3) 0.3342(13) 0.061(8) Uiso d 0.22 A 2
H H21B -0.146926 0.265007 0.308460 0.074 Uiso calc 0.22 A 2
C C22B -0.0755(16) 0.156(3) 0.3963(14) 0.067(7) Uiso d 0.22 A 2
H H22C -0.051034 0.057267 0.386094 0.080 Uiso calc 0.22 A 2
H H22D -0.124015 0.141715 0.420312 0.080 Uiso calc 0.22 A 2
C C23B -0.0134(13) 0.272(3) 0.4325(12) 0.054(6) Uiso d 0.22 A 2
H H23B -0.012584 0.281741 0.485172 0.065 Uiso calc 0.22 A 2
C C24B -0.0655(14) 0.397(3) 0.3872(13) 0.047(6) Uiso d 0.22 A 2
C C25B -0.1405(18) 0.437(4) 0.4222(18) 0.083(11) Uiso d 0.22 A 2
H H25D -0.167598 0.526745 0.398976 0.124 Uiso calc 0.22 A 2
H H25E -0.122643 0.457443 0.473113 0.124 Uiso calc 0.22 A 2
H H25F -0.178984 0.351312 0.416727 0.124 Uiso calc 0.22 A 2
C C26B -0.036(3) 0.550(4) 0.365(2) 0.104(13) Uiso d 0.22 A 2
H H26D -0.009296 0.536913 0.322277 0.155 Uiso calc 0.22 A 2
H H26E 0.003778 0.592590 0.403711 0.155 Uiso calc 0.22 A 2
H H26F -0.082647 0.618935 0.353278 0.155 Uiso calc 0.22 A 2
Br Br2 0.60599(3) 1.02818(5) 0.95233(2) 0.02366(10) Uani d 1 . .
Br Br2A 0.38707(3) -0.02718(5) 0.54091(2) 0.02466(11) Uani d 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
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
C8 O1 C1 . . 117.6(4) ?
C3 O2 C2 . . 115.4(3) ?
C11 O3 C12 . . 109.0(3) ?
C16 O4 C15 . . 114.0(3) ?
C10 N1 C9 . . 110.2(3) ?
C13 N1 C9 . . 109.9(3) ?
C13 N1 C10 . . 107.9(3) ?
C13 N1 C14 . . 112.5(3) ?
C14 N1 C9 . . 107.7(3) ?
C14 N1 C10 . . 108.6(3) ?
O1 C1 H1A . . 109.5 ?
O1 C1 H1B . . 109.5 ?
O1 C1 H1C . . 109.5 ?
H1A C1 H1B . . 109.5 ?
H1A C1 H1C . . 109.5 ?
H1B C1 H1C . . 109.5 ?
O2 C2 H2A . . 109.5 ?
O2 C2 H2B . . 109.5 ?
O2 C2 H2C . . 109.5 ?
H2A C2 H2B . . 109.5 ?
H2A C2 H2C . . 109.5 ?
H2B C2 H2C . . 109.5 ?
O2 C3 C4 . . 124.9(4) ?
O2 C3 C8 . . 115.9(4) ?
C4 C3 C8 . . 119.2(4) ?
C3 C4 H4 . . 118.9 ?
C3 C4 C5 . . 122.2(4) ?
C5 C4 H4 . . 118.9 ?
C4 C5 C9 . . 116.7(4) ?
C6 C5 C4 . . 117.3(4) ?
C6 C5 C9 . . 125.4(4) ?
C5 C6 Br1 . . 121.6(3) ?
C5 C6 C7 . . 122.0(4) ?
C7 C6 Br1 . . 116.1(3) ?
C6 C7 H7 . . 120.3 ?
C8 C7 C6 . . 119.5(4) ?
C8 C7 H7 . . 120.3 ?
O1 C8 C3 . . 114.7(4) ?
O1 C8 C7 . . 125.5(4) ?
C7 C8 C3 . . 119.8(4) ?
N1 C9 H9A . . 108.1 ?
N1 C9 H9B . . 108.1 ?
C5 C9 N1 . . 116.7(3) ?
C5 C9 H9A . . 108.1 ?
C5 C9 H9B . . 108.1 ?
H9A C9 H9B . . 107.3 ?
N1 C10 H10C . . 109.3 ?
N1 C10 H10D . . 109.3 ?
H10C C10 H10D . . 107.9 ?
C11 C10 N1 . . 111.7(4) ?
C11 C10 H10C . . 109.3 ?
C11 C10 H10D . . 109.3 ?
O3 C11 C10 . . 110.7(3) ?
O3 C11 H11C . . 109.5 ?
O3 C11 H11D . . 109.5 ?
C10 C11 H11C . . 109.5 ?
C10 C11 H11D . . 109.5 ?
H11C C11 H11D . . 108.1 ?
O3 C12 H12C . . 109.7 ?
O3 C12 H12D . . 109.7 ?
O3 C12 C13 . . 109.9(4) ?
H12C C12 H12D . . 108.2 ?
C13 C12 H12C . . 109.7 ?
C13 C12 H12D . . 109.7 ?
N1 C13 C12 . . 111.9(3) ?
N1 C13 H13C . . 109.2 ?
N1 C13 H13D . . 109.2 ?
C12 C13 H13C . . 109.2 ?
C12 C13 H13D . . 109.2 ?
H13C C13 H13D . . 107.9 ?
N1 C14 H14C . . 108.0 ?
N1 C14 H14D . . 108.0 ?
H14C C14 H14D . . 107.2 ?
C15 C14 N1 . . 117.2(4) ?
C15 C14 H14C . . 108.0 ?
C15 C14 H14D . . 108.0 ?
O4 C15 C14 . . 109.8(3) ?
O4 C15 H15C . . 109.7 ?
O4 C15 H15D . . 109.7 ?
C14 C15 H15C . . 109.7 ?
C14 C15 H15D . . 109.7 ?
H15C C15 H15D . . 108.2 ?
O4 C16 H16E . . 110.4 ?
O4 C16 H16F . . 110.4 ?
O4 C16 C17 . . 106.4(4) ?
H16E C16 H16F . . 108.6 ?
C17 C16 H16E . . 110.4 ?
C17 C16 H16F . . 110.4 ?
C16 C17 H17E . . 108.6 ?
C16 C17 H17F . . 108.6 ?
C16 C17 C18 . . 114.6(4) ?
H17E C17 H17F . . 107.6 ?
C18 C17 H17E . . 108.6 ?
C18 C17 H17F . . 108.6 ?
C17 C18 H18 . . 106.0 ?
C19 C18 C17 . . 113.3(5) ?
C19 C18 H18 . . 106.0 ?
C19 C18 C23 . . 112.2(4) ?
C23 C18 C17 . . 112.5(5) ?
C23 C18 H18 . . 106.0 ?
C18 C19 H19E . . 108.6 ?
C18 C19 H19F . . 108.6 ?
C18 C19 C20 . . 114.7(5) ?
H19E C19 H19F . . 107.6 ?
C20 C19 H19E . . 108.6 ?
C20 C19 H19F . . 108.6 ?
C19 C20 H20E . . 109.1 ?
C19 C20 H20F . . 109.1 ?
H20E C20 H20F . . 107.8 ?
C21 C20 C19 . . 112.6(5) ?
C21 C20 H20E . . 109.1 ?
C21 C20 H20F . . 109.1 ?
C20 C21 H21 . . 114.7 ?
C20 C21 C22 . . 109.7(5) ?
C20 C21 C24 . . 112.3(4) ?
C22 C21 H21 . . 114.7 ?
C22 C21 C24 . . 87.9(5) ?
C24 C21 H21 . . 114.7 ?
C21 C22 H22E . . 114.4 ?
C21 C22 H22F . . 114.4 ?
C21 C22 C23 . . 85.8(4) ?
H22E C22 H22F . . 111.5 ?
C23 C22 H22E . . 114.4 ?
C23 C22 H22F . . 114.4 ?
C18 C23 C22 . . 107.7(5) ?
C18 C23 H23 . . 114.6 ?
C18 C23 C24 . . 114.9(5) ?
C22 C23 H23 . . 114.6 ?
C22 C23 C24 . . 87.3(4) ?
C24 C23 H23 . . 114.6 ?
C21 C24 C23 . . 85.1(4) ?
C25 C24 C21 . . 118.6(5) ?
C25 C24 C23 . . 121.1(4) ?
C25 C24 C26 . . 106.1(5) ?
C26 C24 C21 . . 112.2(4) ?
C26 C24 C23 . . 112.9(5) ?
C24 C25 H25G . . 109.5 ?
C24 C25 H25H . . 109.5 ?
C24 C25 H25I . . 109.5 ?
H25G C25 H25H . . 109.5 ?
H25G C25 H25I . . 109.5 ?
H25H C25 H25I . . 109.5 ?
C24 C26 H26G . . 109.5 ?
C24 C26 H26H . . 109.5 ?
C24 C26 H26I . . 109.5 ?
H26G C26 H26H . . 109.5 ?
H26G C26 H26I . . 109.5 ?
H26H C26 H26I . . 109.5 ?
C8A O1A C1A . . 117.4(4) ?
C3A O2A C2A . . 116.0(3) ?
C11A O3A C12A . . 108.9(3) ?
C15A O4A C16A . . 107.0(4) ?
C16B O4A C15A . . 130.2(12) ?
C10A N1A C9A . . 109.7(3) ?
C10A N1A C13A . . 107.8(3) ?
C10A N1A C14A . . 113.3(3) ?
C13A N1A C9A . . 110.5(3) ?
C13A N1A C14A . . 108.6(3) ?
C14A N1A C9A . . 106.8(3) ?
O1A C1A H1AA . . 109.5 ?
O1A C1A H1AB . . 109.5 ?
O1A C1A H1AC . . 109.5 ?
H1AA C1A H1AB . . 109.5 ?
H1AA C1A H1AC . . 109.5 ?
H1AB C1A H1AC . . 109.5 ?
O2A C2A H2AA . . 109.5 ?
O2A C2A H2AB . . 109.5 ?
O2A C2A H2AC . . 109.5 ?
H2AA C2A H2AB . . 109.5 ?
H2AA C2A H2AC . . 109.5 ?
H2AB C2A H2AC . . 109.5 ?
O2A C3A C8A . . 115.4(4) ?
C4A C3A O2A . . 124.4(4) ?
C4A C3A C8A . . 120.1(4) ?
C3A C4A H4A . . 118.9 ?
C3A C4A C5A . . 122.1(4) ?
C5A C4A H4A . . 118.9 ?
C4A C5A C9A . . 117.8(4) ?
C6A C5A C4A . . 116.9(4) ?
C6A C5A C9A . . 125.2(4) ?
C5A C6A Br1A . . 121.5(3) ?
C5A C6A C7A . . 121.8(5) ?
C7A C6A Br1A . . 116.7(3) ?
C6A C7A H7A . . 119.7 ?
C8A C7A C6A . . 120.7(4) ?
C8A C7A H7A . . 119.7 ?
O1A C8A C3A . . 115.2(4) ?
O1A C8A C7A . . 126.5(4) ?
C7A C8A C3A . . 118.3(4) ?
N1A C9A H9AA . . 108.3 ?
N1A C9A H9AB . . 108.3 ?
C5A C9A N1A . . 115.8(3) ?
C5A C9A H9AA . . 108.3 ?
C5A C9A H9AB . . 108.3 ?
H9AA C9A H9AB . . 107.4 ?
N1A C10A H10A . . 109.4 ?
N1A C10A H10B . . 109.4 ?
N1A C10A C11A . . 111.2(3) ?
H10A C10A H10B . . 108.0 ?
C11A C10A H10A . . 109.4 ?
C11A C10A H10B . . 109.4 ?
O3A C11A C10A . . 110.5(4) ?
O3A C11A H11A . . 109.5 ?
O3A C11A H11B . . 109.5 ?
C10A C11A H11A . . 109.5 ?
C10A C11A H11B . . 109.5 ?
H11A C11A H11B . . 108.1 ?
O3A C12A H12A . . 109.5 ?
O3A C12A H12B . . 109.5 ?
O3A C12A C13A . . 110.7(3) ?
H12A C12A H12B . . 108.1 ?
C13A C12A H12A . . 109.5 ?
C13A C12A H12B . . 109.5 ?
N1A C13A H13A . . 109.2 ?
N1A C13A H13B . . 109.2 ?
C12A C13A N1A . . 112.0(3) ?
C12A C13A H13A . . 109.2 ?
C12A C13A H13B . . 109.2 ?
H13A C13A H13B . . 107.9 ?
N1A C14A H14A . . 108.4 ?
N1A C14A H14B . . 108.4 ?
H14A C14A H14B . . 107.5 ?
C15A C14A N1A . . 115.4(4) ?
C15A C14A H14A . . 108.4 ?
C15A C14A H14B . . 108.4 ?
O4A C15A C14A . . 110.5(4) ?
O4A C15A H15A . . 109.6 ?
O4A C15A H15B . . 109.6 ?
C14A C15A H15A . . 109.6 ?
C14A C15A H15B . . 109.6 ?
H15A C15A H15B . . 108.1 ?
O4A C16A H16A . . 110.5 ?
O4A C16A H16B . . 110.5 ?
O4A C16A C17A . . 106.0(5) ?
H16A C16A H16B . . 108.7 ?
C17A C16A H16A . . 110.5 ?
C17A C16A H16B . . 110.5 ?
C16A C17A H17A . . 108.7 ?
C16A C17A H17B . . 108.7 ?
H17A C17A H17B . . 107.6 ?
C18A C17A C16A . . 114.3(6) ?
C18A C17A H17A . . 108.7 ?
C18A C17A H17B . . 108.7 ?
C17A C18A H18A . . 105.9 ?
C17A C18A C19A . . 110.1(6) ?
C19A C18A H18A . . 105.9 ?
C23A C18A C17A . . 116.5(6) ?
C23A C18A H18A . . 105.9 ?
C23A C18A C19A . . 111.7(6) ?
C18A C19A H19A . . 108.7 ?
C18A C19A H19B . . 108.7 ?
H19A C19A H19B . . 107.6 ?
C20A C19A C18A . . 114.4(6) ?
C20A C19A H19A . . 108.7 ?
C20A C19A H19B . . 108.7 ?
C19A C20A H20A . . 109.0 ?
C19A C20A H20B . . 109.0 ?
H20A C20A H20B . . 107.8 ?
C21A C20A C19A . . 112.9(6) ?
C21A C20A H20A . . 109.0 ?
C21A C20A H20B . . 109.0 ?
C20A C21A H21A . . 113.9 ?
C20A C21A C24A . . 110.9(7) ?
C22A C21A C20A . . 111.4(8) ?
C22A C21A H21A . . 113.9 ?
C22A C21A C24A . . 90.8(5) ?
C24A C21A H21A . . 113.9 ?
C21A C22A H22A . . 114.3 ?
C21A C22A H22B . . 114.3 ?
C21A C22A C23A . . 86.1(6) ?
H22A C22A H22B . . 111.4 ?
C23A C22A H22A . . 114.3 ?
C23A C22A H22B . . 114.3 ?
C18A C23A C22A . . 108.7(6) ?
C18A C23A H23A . . 114.8 ?
C18A C23A C24A . . 114.0(6) ?
C22A C23A H23A . . 114.8 ?
C22A C23A C24A . . 86.5(5) ?
C24A C23A H23A . . 114.8 ?
C21A C24A C23A . . 82.9(6) ?
C25A C24A C21A . . 112.2(6) ?
C25A C24A C23A . . 110.2(6) ?
C25A C24A C26A . . 109.7(7) ?
C26A C24A C21A . . 118.5(7) ?
C26A C24A C23A . . 121.0(6) ?
C24A C25A H25A . . 109.5 ?
C24A C25A H25B . . 109.5 ?
C24A C25A H25C . . 109.5 ?
H25A C25A H25B . . 109.5 ?
H25A C25A H25C . . 109.5 ?
H25B C25A H25C . . 109.5 ?
C24A C26A H26A . . 109.5 ?
C24A C26A H26B . . 109.5 ?
C24A C26A H26C . . 109.5 ?
H26A C26A H26B . . 109.5 ?
H26A C26A H26C . . 109.5 ?
H26B C26A H26C . . 109.5 ?
O4A C16B H16C . . 108.6 ?
O4A C16B H16D . . 108.6 ?
O4A C16B C17B . . 115(2) ?
H16C C16B H16D . . 107.6 ?
C17B C16B H16C . . 108.6 ?
C17B C16B H16D . . 108.6 ?
C16B C17B H17C . . 108.6 ?
C16B C17B H17D . . 108.6 ?
H17C C17B H17D . . 107.5 ?
C18B C17B C16B . . 115(2) ?
C18B C17B H17C . . 108.6 ?
C18B C17B H17D . . 108.6 ?
C17B C18B H18B . . 110.0 ?
C17B C18B C19B . . 107(2) ?
C17B C18B C23B . . 110(2) ?
C19B C18B H18B . . 110.0 ?
C23B C18B H18B . . 110.0 ?
C23B C18B C19B . . 109.9(18) ?
C18B C19B H19C . . 109.5 ?
C18B C19B H19D . . 109.5 ?
H19C C19B H19D . . 108.0 ?
C20B C19B C18B . . 110.9(17) ?
C20B C19B H19C . . 109.5 ?
C20B C19B H19D . . 109.5 ?
C19B C20B H20C . . 108.5 ?
C19B C20B H20D . . 108.5 ?
H20C C20B H20D . . 107.5 ?
C21B C20B C19B . . 115.1(19) ?
C21B C20B H20C . . 108.5 ?
C21B C20B H20D . . 108.5 ?
C20B C21B H21B . . 114.3 ?
C20B C21B C22B . . 118(2) ?
C20B C21B C24B . . 103.6(19) ?
C22B C21B H21B . . 114.3 ?
C22B C21B C24B . . 88.9(17) ?
C24B C21B H21B . . 114.3 ?
C21B C22B H22C . . 114.3 ?
C21B C22B H22D . . 114.3 ?
C21B C22B C23B . . 86.4(17) ?
H22C C22B H22D . . 111.4 ?
C23B C22B H22C . . 114.3 ?
C23B C22B H22D . . 114.3 ?
C18B C23B C22B . . 107(2) ?
C18B C23B H23B . . 113.9 ?
C18B C23B C24B . . 117.9(19) ?
C22B C23B H23B . . 113.9 ?
C22B C23B C24B . . 87.5(16) ?
C24B C23B H23B . . 113.9 ?
C21B C24B C23B . . 82.8(16) ?
C25B C24B C21B . . 108(2) ?
C25B C24B C23B . . 110(2) ?
C26B C24B C21B . . 124(2) ?
C26B C24B C23B . . 127(2) ?
C26B C24B C25B . . 104(2) ?
C24B C25B H25D . . 109.5 ?
C24B C25B H25E . . 109.5 ?
C24B C25B H25F . . 109.5 ?
H25D C25B H25E . . 109.5 ?
H25D C25B H25F . . 109.5 ?
H25E C25B H25F . . 109.5 ?
C24B C26B H26D . . 109.5 ?
C24B C26B H26E . . 109.5 ?
C24B C26B H26F . . 109.5 ?
H26D C26B H26E . . 109.5 ?
H26D C26B H26F . . 109.5 ?
H26E C26B H26F . . 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
Br1 C6 . 1.906(5) ?
O1 C1 . 1.435(5) ?
O1 C8 . 1.354(5) ?
O2 C2 . 1.424(6) ?
O2 C3 . 1.356(6) ?
O3 C11 . 1.424(6) ?
O3 C12 . 1.433(5) ?
O4 C15 . 1.417(5) ?
O4 C16 . 1.417(5) ?
N1 C9 . 1.546(5) ?
N1 C10 . 1.528(5) ?
N1 C13 . 1.505(6) ?
N1 C14 . 1.524(4) ?
C1 H1A . 0.9800 ?
C1 H1B . 0.9800 ?
C1 H1C . 0.9800 ?
C2 H2A . 0.9800 ?
C2 H2B . 0.9800 ?
C2 H2C . 0.9800 ?
C3 C4 . 1.380(6) ?
C3 C8 . 1.417(6) ?
C4 H4 . 0.9500 ?
C4 C5 . 1.401(6) ?
C5 C6 . 1.388(6) ?
C5 C9 . 1.503(5) ?
C6 C7 . 1.402(6) ?
C7 H7 . 0.9500 ?
C7 C8 . 1.380(7) ?
C9 H9A . 0.9900 ?
C9 H9B . 0.9900 ?
C10 H10C . 0.9900 ?
C10 H10D . 0.9900 ?
C10 C11 . 1.510(6) ?
C11 H11C . 0.9900 ?
C11 H11D . 0.9900 ?
C12 H12C . 0.9900 ?
C12 H12D . 0.9900 ?
C12 C13 . 1.511(6) ?
C13 H13C . 0.9900 ?
C13 H13D . 0.9900 ?
C14 H14C . 0.9900 ?
C14 H14D . 0.9900 ?
C14 C15 . 1.508(6) ?
C15 H15C . 0.9900 ?
C15 H15D . 0.9900 ?
C16 H16E . 0.9900 ?
C16 H16F . 0.9900 ?
C16 C17 . 1.502(6) ?
C17 H17E . 0.9900 ?
C17 H17F . 0.9900 ?
C17 C18 . 1.541(6) ?
C18 H18 . 1.0000 ?
C18 C19 . 1.524(8) ?
C18 C23 . 1.527(8) ?
C19 H19E . 0.9900 ?
C19 H19F . 0.9900 ?
C19 C20 . 1.579(7) ?
C20 H20E . 0.9900 ?
C20 H20F . 0.9900 ?
C20 C21 . 1.499(8) ?
C21 H21 . 1.0000 ?
C21 C22 . 1.526(9) ?
C21 C24 . 1.541(8) ?
C22 H22E . 0.9900 ?
C22 H22F . 0.9900 ?
C22 C23 . 1.539(7) ?
C23 H23 . 1.0000 ?
C23 C24 . 1.544(7) ?
C24 C25 . 1.530(8) ?
C24 C26 . 1.530(8) ?
C25 H25G . 0.9800 ?
C25 H25H . 0.9800 ?
C25 H25I . 0.9800 ?
C26 H26G . 0.9800 ?
C26 H26H . 0.9800 ?
C26 H26I . 0.9800 ?
Br1A C6A . 1.912(5) ?
O1A C1A . 1.430(5) ?
O1A C8A . 1.345(5) ?
O2A C2A . 1.422(6) ?
O2A C3A . 1.375(6) ?
O3A C11A . 1.420(5) ?
O3A C12A . 1.422(6) ?
O4A C15A . 1.417(5) ?
O4A C16A . 1.477(7) ?
O4A C16B . 1.32(3) ?
N1A C9A . 1.556(5) ?
N1A C10A . 1.512(5) ?
N1A C13A . 1.521(5) ?
N1A C14A . 1.532(4) ?
C1A H1AA . 0.9800 ?
C1A H1AB . 0.9800 ?
C1A H1AC . 0.9800 ?
C2A H2AA . 0.9800 ?
C2A H2AB . 0.9800 ?
C2A H2AC . 0.9800 ?
C3A C4A . 1.367(6) ?
C3A C8A . 1.413(6) ?
C4A H4A . 0.9500 ?
C4A C5A . 1.402(6) ?
C5A C6A . 1.387(6) ?
C5A C9A . 1.499(6) ?
C6A C7A . 1.388(6) ?
C7A H7A . 0.9500 ?
C7A C8A . 1.379(7) ?
C9A H9AA . 0.9900 ?
C9A H9AB . 0.9900 ?
C10A H10A . 0.9900 ?
C10A H10B . 0.9900 ?
C10A C11A . 1.520(6) ?
C11A H11A . 0.9900 ?
C11A H11B . 0.9900 ?
C12A H12A . 0.9900 ?
C12A H12B . 0.9900 ?
C12A C13A . 1.517(6) ?
C13A H13A . 0.9900 ?
C13A H13B . 0.9900 ?
C14A H14A . 0.9900 ?
C14A H14B . 0.9900 ?
C14A C15A . 1.520(6) ?
C15A H15A . 0.9900 ?
C15A H15B . 0.9900 ?
C16A H16A . 0.9900 ?
C16A H16B . 0.9900 ?
C16A C17A . 1.565(10) ?
C17A H17A . 0.9900 ?
C17A H17B . 0.9900 ?
C17A C18A . 1.514(9) ?
C18A H18A . 1.0000 ?
C18A C19A . 1.596(9) ?
C18A C23A . 1.492(9) ?
C19A H19A . 0.9900 ?
C19A H19B . 0.9900 ?
C19A C20A . 1.536(11) ?
C20A H20A . 0.9900 ?
C20A H20B . 0.9900 ?
C20A C21A . 1.509(11) ?
C21A H21A . 1.0000 ?
C21A C22A . 1.490(12) ?
C21A C24A . 1.559(10) ?
C22A H22A . 0.9900 ?
C22A H22B . 0.9900 ?
C22A C23A . 1.569(10) ?
C23A H23A . 1.0000 ?
C23A C24A . 1.599(10) ?
C24A C25A . 1.508(10) ?
C24A C26A . 1.518(11) ?
C25A H25A . 0.9800 ?
C25A H25B . 0.9800 ?
C25A H25C . 0.9800 ?
C26A H26A . 0.9800 ?
C26A H26B . 0.9800 ?
C26A H26C . 0.9800 ?
C16B H16C . 0.9900 ?
C16B H16D . 0.9900 ?
C16B C17B . 1.59(2) ?
C17B H17C . 0.9900 ?
C17B H17D . 0.9900 ?
C17B C18B . 1.49(2) ?
C18B H18B . 1.0000 ?
C18B C19B . 1.62(2) ?
C18B C23B . 1.52(2) ?
C19B H19C . 0.9900 ?
C19B H19D . 0.9900 ?
C19B C20B . 1.59(2) ?
C20B H20C . 0.9900 ?
C20B H20D . 0.9900 ?
C20B C21B . 1.47(2) ?
C21B H21B . 1.0000 ?
C21B C22B . 1.49(3) ?
C21B C24B . 1.56(2) ?
C22B H22C . 0.9900 ?
C22B H22D . 0.9900 ?
C22B C23B . 1.53(2) ?
C23B H23B . 1.0000 ?
C23B C24B . 1.57(2) ?
C24B C25B . 1.53(2) ?
C24B C26B . 1.52(2) ?
C25B H25D . 0.9800 ?
C25B H25E . 0.9800 ?
C25B H25F . 0.9800 ?
C26B H26D . 0.9800 ?
C26B H26E . 0.9800 ?
C26B H26F . 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
Br1 C6 C7 C8 . . . . 174.4(3) ?
O2 C3 C4 C5 . . . . -178.9(4) ?
O2 C3 C8 O1 . . . . -1.6(5) ?
O2 C3 C8 C7 . . . . 179.4(4) ?
O3 C12 C13 N1 . . . . -59.8(4) ?
O4 C16 C17 C18 . . . . -174.0(4) ?
N1 C10 C11 O3 . . . . 57.7(4) ?
N1 C14 C15 O4 . . . . -60.2(5) ?
C1 O1 C8 C3 . . . . -172.5(4) ?
C1 O1 C8 C7 . . . . 6.5(6) ?
C2 O2 C3 C4 . . . . 8.2(6) ?
C2 O2 C3 C8 . . . . -172.6(4) ?
C3 C4 C5 C6 . . . . -1.4(6) ?
C3 C4 C5 C9 . . . . -173.3(4) ?
C4 C3 C8 O1 . . . . 177.6(4) ?
C4 C3 C8 C7 . . . . -1.4(6) ?
C4 C5 C6 Br1 . . . . -173.6(3) ?
C4 C5 C6 C7 . . . . 0.2(6) ?
C4 C5 C9 N1 . . . . -88.9(4) ?
C5 C6 C7 C8 . . . . 0.2(6) ?
C6 C5 C9 N1 . . . . 99.9(5) ?
C6 C7 C8 O1 . . . . -178.6(4) ?
C6 C7 C8 C3 . . . . 0.3(6) ?
C8 C3 C4 C5 . . . . 2.0(6) ?
C9 N1 C10 C11 . . . . -170.5(3) ?
C9 N1 C13 C12 . . . . 171.9(3) ?
C9 N1 C14 C15 . . . . 73.7(5) ?
C9 C5 C6 Br1 . . . . -2.4(5) ?
C9 C5 C6 C7 . . . . 171.4(4) ?
C10 N1 C9 C5 . . . . 46.2(5) ?
C10 N1 C13 C12 . . . . 51.7(4) ?
C10 N1 C14 C15 . . . . -167.0(4) ?
C11 O3 C12 C13 . . . . 64.2(4) ?
C12 O3 C11 C10 . . . . -63.6(4) ?
C13 N1 C9 C5 . . . . -72.6(4) ?
C13 N1 C10 C11 . . . . -50.5(4) ?
C13 N1 C14 C15 . . . . -47.5(5) ?
C14 N1 C9 C5 . . . . 164.5(4) ?
C14 N1 C10 C11 . . . . 71.7(4) ?
C14 N1 C13 C12 . . . . -68.1(4) ?
C15 O4 C16 C17 . . . . 173.3(4) ?
C16 O4 C15 C14 . . . . -165.9(4) ?
C16 C17 C18 C19 . . . . -66.3(6) ?
C16 C17 C18 C23 . . . . 165.1(4) ?
C17 C18 C19 C20 . . . . -135.3(5) ?
C17 C18 C23 C22 . . . . -177.6(5) ?
C17 C18 C23 C24 . . . . 87.1(6) ?
C18 C19 C20 C21 . . . . 3.9(7) ?
C18 C23 C24 C21 . . . . 80.7(5) ?
C18 C23 C24 C25 . . . . -39.9(8) ?
C18 C23 C24 C26 . . . . -167.2(5) ?
C19 C18 C23 C22 . . . . 53.2(6) ?
C19 C18 C23 C24 . . . . -42.1(6) ?
C19 C20 C21 C22 . . . . -48.3(7) ?
C19 C20 C21 C24 . . . . 47.7(7) ?
C20 C21 C22 C23 . . . . 85.2(5) ?
C20 C21 C24 C23 . . . . -82.7(5) ?
C20 C21 C24 C25 . . . . 40.2(6) ?
C20 C21 C24 C26 . . . . 164.5(5) ?
C21 C22 C23 C18 . . . . -87.5(5) ?
C21 C22 C23 C24 . . . . 27.8(4) ?
C22 C21 C24 C23 . . . . 27.7(4) ?
C22 C21 C24 C25 . . . . 150.6(5) ?
C22 C21 C24 C26 . . . . -85.0(5) ?
C22 C23 C24 C21 . . . . -27.5(5) ?
C22 C23 C24 C25 . . . . -148.2(6) ?
C22 C23 C24 C26 . . . . 84.6(5) ?
C23 C18 C19 C20 . . . . -6.5(7) ?
C24 C21 C22 C23 . . . . -27.8(4) ?
Br1A C6A C7A C8A . . . . -176.6(3) ?
O2A C3A C4A C5A . . . . 177.4(4) ?
O2A C3A C8A O1A . . . . 0.9(6) ?
O2A C3A C8A C7A . . . . 179.8(4) ?
O3A C12A C13A N1A . . . . -57.7(4) ?
O4A C16A C17A C18A . . . . 71.0(7) ?
O4A C16B C17B C18B . . . . -175(2) ?
N1A C10A C11A O3A . . . . 59.9(4) ?
N1A C14A C15A O4A . . . . 55.5(5) ?
C1A O1A C8A C3A . . . . -179.5(4) ?
C1A O1A C8A C7A . . . . 1.7(6) ?
C2A O2A C3A C4A . . . . -4.9(6) ?
C2A O2A C3A C8A . . . . 173.6(4) ?
C3A C4A C5A C6A . . . . 3.6(6) ?
C3A C4A C5A C9A . . . . 179.9(4) ?
C4A C3A C8A O1A . . . . 179.5(4) ?
C4A C3A C8A C7A . . . . -1.7(6) ?
C4A C5A C6A Br1A . . . . 173.9(3) ?
C4A C5A C6A C7A . . . . -3.6(6) ?
C4A C5A C9A N1A . . . . 87.2(5) ?
C5A C6A C7A C8A . . . . 1.1(7) ?
C6A C5A C9A N1A . . . . -96.9(5) ?
C6A C7A C8A O1A . . . . -179.6(4) ?
C6A C7A C8A C3A . . . . 1.6(6) ?
C8A C3A C4A C5A . . . . -1.0(6) ?
C9A N1A C10A C11A . . . . -172.0(3) ?
C9A N1A C13A C12A . . . . 170.7(3) ?
C9A N1A C14A C15A . . . . -81.9(4) ?
C9A C5A C6A Br1A . . . . -2.1(6) ?
C9A C5A C6A C7A . . . . -179.6(4) ?
C10A N1A C9A C5A . . . . 71.8(4) ?
C10A N1A C13A C12A . . . . 50.8(4) ?
C10A N1A C14A C15A . . . . 39.1(4) ?
C11A O3A C12A C13A . . . . 63.1(4) ?
C12A O3A C11A C10A . . . . -64.3(4) ?
C13A N1A C9A C5A . . . . -47.0(5) ?
C13A N1A C10A C11A . . . . -51.6(4) ?
C13A N1A C14A C15A . . . . 158.9(3) ?
C14A N1A C9A C5A . . . . -164.9(4) ?
C14A N1A C10A C11A . . . . 68.7(4) ?
C14A N1A C13A C12A . . . . -72.4(4) ?
C15A O4A C16A C17A . . . . 155.1(5) ?
C15A O4A C16B C17B . . . . -172.9(15) ?
C16A O4A C15A C14A . . . . 177.1(4) ?
C16A C17A C18A C19A . . . . -166.7(6) ?
C16A C17A C18A C23A . . . . 64.9(8) ?
C17A C18A C19A C20A . . . . -134.9(8) ?
C17A C18A C23A C22A . . . . 178.3(6) ?
C17A C18A C23A C24A . . . . 83.7(7) ?
C18A C19A C20A C21A . . . . 0.6(12) ?
C18A C23A C24A C21A . . . . 82.5(6) ?
C18A C23A C24A C25A . . . . -166.4(6) ?
C18A C23A C24A C26A . . . . -36.6(9) ?
C19A C18A C23A C22A . . . . 50.7(8) ?
C19A C18A C23A C24A . . . . -43.9(8) ?
C19A C20A C21A C22A . . . . -47.4(11) ?
C19A C20A C21A C24A . . . . 52.1(11) ?
C20A C21A C22A C23A . . . . 84.5(7) ?
C20A C21A C24A C23A . . . . -85.4(7) ?
C20A C21A C24A C25A . . . . 165.6(7) ?
C20A C21A C24A C26A . . . . 36.1(10) ?
C21A C22A C23A C18A . . . . -86.6(7) ?
C21A C22A C23A C24A . . . . 27.6(6) ?
C22A C21A C24A C23A . . . . 27.9(5) ?
C22A C21A C24A C25A . . . . -81.1(7) ?
C22A C21A C24A C26A . . . . 149.4(7) ?
C22A C23A C24A C21A . . . . -26.4(5) ?
C22A C23A C24A C25A . . . . 84.7(6) ?
C22A C23A C24A C26A . . . . -145.5(7) ?
C23A C18A C19A C20A . . . . -4.0(10) ?
C24A C21A C22A C23A . . . . -28.3(5) ?
C16B O4A C15A C14A . . . . 174.9(19) ?
C16B C17B C18B C19B . . . . -64(3) ?
C16B C17B C18B C23B . . . . 177(2) ?
C17B C18B C19B C20B . . . . -131(2) ?
C17B C18B C23B C22B . . . . -179(2) ?
C17B C18B C23B C24B . . . . 85(3) ?
C18B C19B C20B C21B . . . . -2(3) ?
C18B C23B C24B C21B . . . . 80(2) ?
C18B C23B C24B C25B . . . . -173(2) ?
C18B C23B C24B C26B . . . . -47(4) ?
C19B C18B C23B C22B . . . . 64(3) ?
C19B C18B C23B C24B . . . . -32(3) ?
C19B C20B C21B C22B . . . . -36(3) ?
C19B C20B C21B C24B . . . . 60(3) ?
C20B C21B C22B C23B . . . . 76(2) ?
C20B C21B C24B C23B . . . . -90.5(19) ?
C20B C21B C24B C25B . . . . 161(2) ?
C20B C21B C24B C26B . . . . 40(3) ?
C21B C22B C23B C18B . . . . -90(2) ?
C21B C22B C23B C24B . . . . 28.6(17) ?
C22B C21B C24B C23B . . . . 28.0(17) ?
C22B C21B C24B C25B . . . . -80(2) ?
C22B C21B C24B C26B . . . . 158(3) ?
C22B C23B C24B C21B . . . . -27.3(16) ?
C22B C23B C24B C25B . . . . 80(2) ?
C22B C23B C24B C26B . . . . -154(3) ?
C23B C18B C19B C20B . . . . -12(3) ?
C24B C21B C22B C23B . . . . -28.5(17) ?
