#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:08:31 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180289 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/03/7150372.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_7150372
loop_
_publ_author_name
'Williams, Craig M.'
'Heim, Ralf'
'Brecknell, Douglas J.'
'Bernhardt, Paul V.'
_publ_section_title
;
 Unprecedented photochemical induced cascading rearrangement of the
 3-azabicyclo[3.3.1]nonane skeleton.
;
_journal_issue                   6
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              806
_journal_page_last               807
_journal_paper_doi               10.1039/b402200a
_journal_volume                  2
_journal_year                    2004
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C24 H32 Br1 N1 O5'
_chemical_formula_structural     'C24 H32 BR N O5'
_chemical_formula_sum            'C24 H32 Br N O5'
_chemical_formula_weight         494.42
_chemical_name_systematic
;
?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_conform_dict_location     ftp://ftp.iucr.org/cifdics/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.1
_audit_creation_date             2003-10-16T12:42:42-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 125.61(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   25.75(1)
_cell_length_b                   11.464(2)
_cell_length_c                   20.370(7)
_cell_measurement_reflns_used    16
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      12.652
_cell_measurement_theta_min      9.072
_cell_measurement_wavelength     0.71073
_cell_volume                     4889(3)
_computing_cell_refinement       'CAD4 Express (Enraf Nonius, 1994)'
_computing_data_collection       'CAD4 Express (Enraf Nonius, 1994)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector                 'scintillation LiI'
_diffrn_detector_dtime           1.195
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 1
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Enraf Nonius TurboCAD4'
_diffrn_measurement_method       'non-profiled omega scans'
_diffrn_orient_matrix_type
;
x-axis points to radiation source
the matrix is specified in reciprocal space
;
_diffrn_orient_matrix_UB_11      -0.13371E-1
_diffrn_orient_matrix_UB_12      -0.61799E-1
_diffrn_orient_matrix_UB_13      -0.41609E-1
_diffrn_orient_matrix_UB_21      0.38718E-1
_diffrn_orient_matrix_UB_22      -0.46733E-1
_diffrn_orient_matrix_UB_23      0.40068E-1
_diffrn_orient_matrix_UB_31      -0.24578E-1
_diffrn_orient_matrix_UB_32      -0.04003
_diffrn_orient_matrix_UB_33      0.17505E-1
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0461
_diffrn_reflns_av_unetI/netI     0.0746
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            4395
_diffrn_reflns_theta_full        24.97
_diffrn_reflns_theta_max         24.97
_diffrn_reflns_theta_min         1.95
_diffrn_source                   'Enraf Nonius FR590'
_diffrn_standards_decay_%        19
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.715
_exptl_absorpt_correction_T_max  0.6272
_exptl_absorpt_correction_T_min  0.481
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details
;
North A.C.T., Phillips D.C. & Mathews F.S. (1968) Acta. Cryst. A24, 351
Number of psi-scan sets used was   5
Theta correction was applied.
Averaged transmission function was used.
No Fourier smoothing was applied.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.343
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             2064
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.28
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.05
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     286
_refine_ls_number_reflns         4295
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      0.997
_refine_ls_R_factor_all          0.1682
_refine_ls_R_factor_gt           0.0529
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0733P)²+3.6966P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1241
_refine_ls_wR_factor_ref         0.1662
_reflns_number_gt                1781
_reflns_number_total             4295
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b402200a.txt
_cod_data_source_block           1950cw2
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7150372
#BEGIN Tags that were not found in dictionaries:
_exptl_absorpt_factor_mur        0.514
_exptl_absorpt_correction_t_ave  0.5276
_diffrn_standards_decay_corr_max 1.294
_diffrn_standards_decay_corr_min 1
#END Tags that were not found in dictionaries
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2259(2) 0.0621(5) 0.1754(3) 0.0741(15) Uani 1 1 d . . .
C2 C 0.1931(3) 0.1812(6) 0.1427(4) 0.0958(19) Uani 1 1 d . . .
H2A H 0.1479 0.1722 0.1187 0.115 Uiso 1 1 calc R . .
H2B H 0.2105 0.2349 0.1877 0.115 Uiso 1 1 calc R . .
C3 C 0.2005(3) 0.2344(6) 0.0807(4) 0.108(2) Uani 1 1 d . . .
H3A H 0.1815 0.3115 0.0662 0.13 Uiso 1 1 calc R . .
H3B H 0.1785 0.1866 0.0324 0.13 Uiso 1 1 calc R . .
C4 C 0.2707(3) 0.2427(6) 0.1150(4) 0.0997(19) Uani 1 1 d . . .
H4A H 0.2926 0.2906 0.1633 0.12 Uiso 1 1 calc R . .
H4B H 0.2754 0.2792 0.0758 0.12 Uiso 1 1 calc R . .
C5 C 0.2999(2) 0.1216(6) 0.1352(3) 0.0791(16) Uani 1 1 d . A .
H5 H 0.2766 0.0757 0.0853 0.095 Uiso 1 1 calc R . .
C6 C 0.2948(2) 0.0571(5) 0.1971(3) 0.0682(15) Uani 1 1 d . . .
C7 C 0.3344(3) 0.1035(5) 0.2857(3) 0.0756(16) Uani 1 1 d . . .
H7 H 0.3519 0.1809 0.2887 0.091 Uiso 1 1 calc R . .
C8 C 0.2373(3) 0.0353(5) 0.2550(4) 0.0847(18) Uani 1 1 d . . .
H8A H 0.2009 0.0568 0.2552 0.102 Uiso 1 1 calc R . .
H8B H 0.2472 -0.0465 0.2692 0.102 Uiso 1 1 calc R . .
C9 C 0.3180(3) 0.1110(7) 0.3924(4) 0.114(2) Uani 1 1 d . . .
H9A H 0.2837 0.1151 0.3984 0.171 Uiso 1 1 calc R . .
H9B H 0.3452 0.1777 0.4174 0.171 Uiso 1 1 calc R . .
H9C H 0.3423 0.0411 0.4176 0.171 Uiso 1 1 calc R . .
C10 C 0.3695(3) 0.1312(7) 0.1635(4) 0.104(2) Uani 1 1 d . . .
C11A C 0.4418(6) 0.1432(14) 0.1346(8) 0.106(5) Uiso 0.493(11) 1 d PD A 1
H11A H 0.4464 0.2235 0.1238 0.127 Uiso 0.493(11) 1 calc PR A 1
H11B H 0.4733 0.1275 0.1915 0.127 Uiso 0.493(11) 1 calc PR A 1
C12A C 0.4504(8) 0.0624(17) 0.0845(10) 0.134(6) Uiso 0.493(11) 1 d PD A 1
H12A H 0.4936 0.0673 0.1007 0.201 Uiso 0.493(11) 1 calc PR A 1
H12B H 0.4216 0.0838 0.0286 0.201 Uiso 0.493(11) 1 calc PR A 1
H12C H 0.4416 -0.016 0.0917 0.201 Uiso 0.493(11) 1 calc PR A 1
C11B C 0.4433(6) 0.0484(13) 0.1299(9) 0.103(5) Uiso 0.507(11) 1 d PD A 2
H11C H 0.4737 0.0599 0.1876 0.124 Uiso 0.507(11) 1 calc PR A 2
H11D H 0.451 -0.0279 0.1166 0.124 Uiso 0.507(11) 1 calc PR A 2
C12B C 0.4526(6) 0.1398(12) 0.0859(8) 0.103(5) Uiso 0.507(11) 1 d PD A 2
H12D H 0.497 0.1438 0.1069 0.155 Uiso 0.507(11) 1 calc PR A 2
H12E H 0.4391 0.2139 0.093 0.155 Uiso 0.507(11) 1 calc PR A 2
H12F H 0.4279 0.1208 0.0295 0.155 Uiso 0.507(11) 1 calc PR A 2
C13 C 0.3211(2) -0.0645(5) 0.2106(3) 0.0681(15) Uani 1 1 d . . .
H13 H 0.304 -0.1222 0.1713 0.082 Uiso 1 1 calc R . .
C14 C 0.3717(2) -0.0784(5) 0.2861(3) 0.0698(15) Uani 1 1 d . . .
C15 C 0.4149(2) -0.1770(6) 0.3308(3) 0.0677(15) Uani 1 1 d . . .
C16 C 0.4109(2) -0.2821(6) 0.2942(4) 0.0735(16) Uani 1 1 d . . .
C17 C 0.4489(3) -0.3770(7) 0.3401(4) 0.0868(18) Uani 1 1 d . . .
C18 C 0.4931(3) -0.3635(7) 0.4222(5) 0.095(2) Uani 1 1 d . . .
H18 H 0.5194 -0.4255 0.4533 0.114 Uiso 1 1 calc R . .
C19 C 0.4981(3) -0.2601(7) 0.4577(4) 0.092(2) Uani 1 1 d . . .
H19 H 0.5283 -0.252 0.5131 0.111 Uiso 1 1 calc R . .
C20 C 0.4599(2) -0.1668(6) 0.4141(3) 0.0789(16) Uani 1 1 d . . .
H20 H 0.4639 -0.0971 0.4401 0.095 Uiso 1 1 calc R . .
C21 C 0.3862(4) -0.3278(7) 0.1621(5) 0.126(3) Uani 1 1 d D . .
H21A H 0.427 -0.3694 0.1951 0.151 Uiso 0.39(4) 1 d PR B 1
H21B H 0.4325 -0.3406 0.1945 0.151 Uiso 0.303(19) 1 d PR B 2
H21C H 0.4098 -0.4013 0.175 0.151 Uiso 0.303(19) 1 d PR B 3
C22A C 0.4011(14) -0.2159(13) 0.1390(18) 0.098(9) Uiso 0.39(4) 1 d PD B 1
H22A H 0.4341 -0.1754 0.1868 0.147 Uiso 0.39(4) 1 calc PR B 1
H22B H 0.3634 -0.1683 0.1096 0.147 Uiso 0.39(4) 1 calc PR B 1
H22C H 0.4155 -0.232 0.1057 0.147 Uiso 0.39(4) 1 calc PR B 1
C23A C 0.339(2) -0.415(4) 0.102(3) 0.16(2) Uiso 0.39(4) 1 d PD B 1
H23A H 0.3387 -0.4821 0.1292 0.24 Uiso 0.39(4) 1 calc PR B 1
H23B H 0.3513 -0.4376 0.0669 0.24 Uiso 0.39(4) 1 calc PR B 1
H23C H 0.2974 -0.3804 0.0698 0.24 Uiso 0.39(4) 1 calc PR B 1
C22B C 0.3679(15) -0.240(2) 0.0980(16) 0.093(9) Uiso 0.303(19) 1 d PD B 2
H22D H 0.3898 -0.1684 0.1226 0.14 Uiso 0.303(19) 1 calc PR B 2
H22E H 0.3226 -0.2275 0.0664 0.14 Uiso 0.303(19) 1 calc PR B 2
H22F H 0.3794 -0.2689 0.0638 0.14 Uiso 0.303(19) 1 calc PR B 2
C23B C 0.348(2) -0.434(3) 0.116(3) 0.14(2) Uiso 0.303(19) 1 d PD B 2
H23D H 0.3621 -0.4988 0.1525 0.213 Uiso 0.303(19) 1 calc PR B 2
H23E H 0.3545 -0.4514 0.0752 0.213 Uiso 0.303(19) 1 calc PR B 2
H23F H 0.3037 -0.4194 0.0914 0.213 Uiso 0.303(19) 1 calc PR B 2
C22C C 0.424(2) -0.223(3) 0.169(3) 0.21(3) Uiso 0.303(19) 1 d PD B 3
H22G H 0.4646 -0.2239 0.2201 0.311 Uiso 0.303(19) 1 calc PR B 3
H22H H 0.4009 -0.1536 0.1648 0.311 Uiso 0.303(19) 1 calc PR B 3
H22I H 0.429 -0.2238 0.1261 0.311 Uiso 0.303(19) 1 calc PR B 3
C23C C 0.3266(10) -0.317(5) 0.0783(9) 0.169(15) Uiso 0.303(19) 1 d PD B 3
H23G H 0.2989 -0.3816 0.0673 0.254 Uiso 0.303(19) 1 calc PR B 3
H23H H 0.3373 -0.3173 0.0404 0.254 Uiso 0.303(19) 1 calc PR B 3
H23I H 0.3054 -0.2454 0.0735 0.254 Uiso 0.303(19) 1 calc PR B 3
C24 C 0.4732(5) -0.5777(7) 0.3438(6) 0.171(4) Uani 1 1 d . . .
H24A H 0.4603 -0.6428 0.3078 0.256 Uiso 1 1 calc R . .
H24B H 0.4654 -0.5951 0.3836 0.256 Uiso 1 1 calc R . .
H24C H 0.5179 -0.563 0.3703 0.256 Uiso 1 1 calc R . .
N1 N 0.2922(2) 0.1094(4) 0.3082(3) 0.0834(14) Uani 1 1 d . . .
O1 O 0.4100(2) 0.1728(5) 0.2227(3) 0.140(2) Uani 1 1 d . A .
O2A O 0.3754(4) 0.1222(10) 0.1118(5) 0.076(3) Uiso 0.493(11) 1 d P A 1
O2B O 0.3763(4) 0.0537(10) 0.1073(5) 0.079(3) Uiso 0.507(11) 1 d P A 2
O3 O 0.38610(16) 0.0195(4) 0.3331(2) 0.0813(11) Uani 1 1 d . . .
O4 O 0.36549(17) -0.2968(3) 0.2137(2) 0.0839(11) Uani 1 1 d . B .
O5 O 0.4381(2) -0.4789(5) 0.2999(3) 0.1201(16) Uani 1 1 d . . .
Br1 Br 0.17022(3) -0.05662(7) 0.09487(4) 0.1068(4) Uani 1 1 d . . .
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 0 '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 0.006 '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_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
8 -4 3
1 3 8
-7 -5 5
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 C1 C2 111.2(5) . . ?
C8 C1 C6 102.3(4) . . ?
C2 C1 C6 113.7(5) . . ?
C8 C1 Br1 110.4(4) . . ?
C2 C1 Br1 107.6(4) . . ?
C6 C1 Br1 111.6(4) . . ?
C3 C2 C1 114.6(5) . . ?
C2 C3 C4 109.7(5) . . ?
C3 C4 C5 109.7(5) . . ?
C4 C5 C6 113.5(5) . . ?
C4 C5 C10 108.8(5) . . ?
C6 C5 C10 111.5(4) . . ?
C13 C6 C5 110.7(4) . . ?
C13 C6 C1 113.7(4) . . ?
C5 C6 C1 112.1(4) . . ?
C13 C6 C7 100.5(4) . . ?
C5 C6 C7 118.4(5) . . ?
C1 C6 C7 100.7(4) . . ?
N1 C7 O3 113.3(4) . . ?
N1 C7 C6 106.5(4) . . ?
O3 C7 C6 105.7(4) . . ?
N1 C8 C1 100.3(4) . . ?
O1 C10 O2A 118.5(8) . . ?
O1 C10 C5 125.1(7) . . ?
O2A C10 C5 113.4(7) . . ?
O1 C10 O2B 126.7(7) . . ?
O2A C10 O2B 30.1(6) . . ?
C5 C10 O2B 107.1(6) . . ?
C12A C11A O2A 106.6(12) . . ?
C12B C11B O2B 110.2(10) . . ?
C14 C13 C6 111.1(5) . . ?
C13 C14 O3 113.1(5) . . ?
C13 C14 C15 133.6(6) . . ?
O3 C14 C15 113.3(5) . . ?
C16 C15 C20 118.4(5) . . ?
C16 C15 C14 122.8(5) . . ?
C20 C15 C14 118.7(6) . . ?
O4 C16 C15 119.8(5) . . ?
O4 C16 C17 119.1(6) . . ?
C15 C16 C17 120.9(6) . . ?
O5 C17 C18 124.2(7) . . ?
O5 C17 C16 116.7(6) . . ?
C18 C17 C16 119.1(7) . . ?
C19 C18 C17 120.0(7) . . ?
C18 C19 C20 121.9(6) . . ?
C19 C20 C15 119.7(6) . . ?
O4 C21 C22B 113.7(11) . . ?
O4 C21 C22A 106.5(10) . . ?
C22B C21 C22A 32.0(12) . . ?
O4 C21 C23C 103.7(14) . . ?
C22B C21 C23C 50(2) . . ?
C22A C21 C23C 81(2) . . ?
O4 C21 C22C 103(2) . . ?
C22B C21 C22C 53(3) . . ?
C22A C21 C22C 21(3) . . ?
C23C C21 C22C 103(2) . . ?
O4 C21 C23A 107(2) . . ?
C22B C21 C23A 92(3) . . ?
C22A C21 C23A 123(2) . . ?
C23C C21 C23A 46.7(18) . . ?
C22C C21 C23A 141(3) . . ?
O4 C21 C23B 105(2) . . ?
C22B C21 C23B 104(3) . . ?
C22A C21 C23B 134(3) . . ?
C23C C21 C23B 59(4) . . ?
C22C C21 C23B 150(3) . . ?
C23A C21 C23B 13(4) . . ?
C7 N1 C9 118.8(5) . . ?
C7 N1 C8 109.3(4) . . ?
C9 N1 C8 118.2(5) . . ?
C10 O2A C11A 115.7(9) . . ?
C11B O2B C10 113.8(9) . . ?
C14 O3 C7 107.8(4) . . ?
C16 O4 C21 118.4(5) . . ?
C17 O5 C24 118.8(6) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C8 1.503(8) . ?
C1 C2 1.538(8) . ?
C1 C6 1.559(7) . ?
C1 Br1 1.965(5) . ?
C2 C3 1.510(8) . ?
C3 C4 1.515(8) . ?
C4 C5 1.518(8) . ?
C5 C6 1.531(7) . ?
C5 C10 1.535(8) . ?
C6 C13 1.503(7) . ?
C6 C7 1.561(7) . ?
C7 N1 1.409(7) . ?
C7 O3 1.461(6) . ?
C8 N1 1.452(7) . ?
C9 N1 1.433(6) . ?
C10 O1 1.143(7) . ?
C10 O2A 1.152(9) . ?
C10 O2B 1.539(13) . ?
C11A C12A 1.489(7) . ?
C11A O2A 1.507(14) . ?
C11B C12B 1.487(7) . ?
C11B O2B 1.505(14) . ?
C13 C14 1.324(7) . ?
C14 O3 1.379(6) . ?
C14 C15 1.471(7) . ?
C15 C16 1.387(8) . ?
C15 C20 1.396(7) . ?
C16 O4 1.361(6) . ?
C16 C17 1.396(8) . ?
C17 O5 1.358(8) . ?
C17 C18 1.379(8) . ?
C18 C19 1.355(9) . ?
C19 C20 1.371(8) . ?
C21 O4 1.473(7) . ?
C21 C22B 1.488(7) . ?
C21 C22A 1.492(7) . ?
C21 C23C 1.494(8) . ?
C21 C22C 1.495(8) . ?
C21 C23A 1.497(7) . ?
C21 C23B 1.498(8) . ?
C24 O5 1.400(8) . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C8 C1 C2 C3 159.5(5) . . . . ?
C6 C1 C2 C3 44.7(7) . . . . ?
Br1 C1 C2 C3 -79.5(5) . . . . ?
C1 C2 C3 C4 -55.0(7) . . . . ?
C2 C3 C4 C5 61.2(7) . . . . ?
C3 C4 C5 C6 -59.6(7) . . . . ?
C3 C4 C5 C10 175.6(6) . . . . ?
C4 C5 C6 C13 176.7(4) . . . . ?
C10 C5 C6 C13 -60.0(7) . . . . ?
C4 C5 C6 C1 48.5(6) . . . . ?
C10 C5 C6 C1 171.8(5) . . . . ?
C4 C5 C6 C7 -68.1(6) . . . . ?
C10 C5 C6 C7 55.2(7) . . . . ?
C8 C1 C6 C13 73.3(5) . . . . ?
C2 C1 C6 C13 -166.7(5) . . . . ?
Br1 C1 C6 C13 -44.7(5) . . . . ?
C8 C1 C6 C5 -160.1(5) . . . . ?
C2 C1 C6 C5 -40.1(6) . . . . ?
Br1 C1 C6 C5 81.9(5) . . . . ?
C8 C1 C6 C7 -33.3(5) . . . . ?
C2 C1 C6 C7 86.7(5) . . . . ?
Br1 C1 C6 C7 -151.3(4) . . . . ?
C13 C6 C7 N1 -107.5(5) . . . . ?
C5 C6 C7 N1 131.9(5) . . . . ?
C1 C6 C7 N1 9.3(6) . . . . ?
C13 C6 C7 O3 13.3(5) . . . . ?
C5 C6 C7 O3 -107.4(5) . . . . ?
C1 C6 C7 O3 130.1(4) . . . . ?
C2 C1 C8 N1 -76.7(5) . . . . ?
C6 C1 C8 N1 45.0(5) . . . . ?
Br1 C1 C8 N1 163.9(3) . . . . ?
C4 C5 C10 O1 69.0(9) . . . . ?
C6 C5 C10 O1 -56.9(10) . . . . ?
C4 C5 C10 O2A -90.9(10) . . . . ?
C6 C5 C10 O2A 143.1(9) . . . . ?
C4 C5 C10 O2B -122.4(6) . . . . ?
C6 C5 C10 O2B 111.7(7) . . . . ?
C5 C6 C13 C14 116.4(5) . . . . ?
C1 C6 C13 C14 -116.3(5) . . . . ?
C7 C6 C13 C14 -9.6(5) . . . . ?
C6 C13 C14 O3 1.9(6) . . . . ?
C6 C13 C14 C15 -179.8(5) . . . . ?
C13 C14 C15 C16 4.8(9) . . . . ?
O3 C14 C15 C16 -176.9(4) . . . . ?
C13 C14 C15 C20 -171.9(6) . . . . ?
O3 C14 C15 C20 6.3(6) . . . . ?
C20 C15 C16 O4 176.8(4) . . . . ?
C14 C15 C16 O4 0.1(7) . . . . ?
C20 C15 C16 C17 2.7(8) . . . . ?
C14 C15 C16 C17 -174.1(5) . . . . ?
O4 C16 C17 O5 0.7(8) . . . . ?
C15 C16 C17 O5 174.9(5) . . . . ?
O4 C16 C17 C18 -177.3(5) . . . . ?
C15 C16 C17 C18 -3.0(8) . . . . ?
O5 C17 C18 C19 -176.3(6) . . . . ?
C16 C17 C18 C19 1.5(9) . . . . ?
C17 C18 C19 C20 0.5(10) . . . . ?
C18 C19 C20 C15 -0.9(9) . . . . ?
C16 C15 C20 C19 -0.7(7) . . . . ?
C14 C15 C20 C19 176.2(5) . . . . ?
O3 C7 N1 C9 43.6(7) . . . . ?
C6 C7 N1 C9 159.3(5) . . . . ?
O3 C7 N1 C8 -96.2(5) . . . . ?
C6 C7 N1 C8 19.6(6) . . . . ?
C1 C8 N1 C7 -41.1(6) . . . . ?
C1 C8 N1 C9 178.8(5) . . . . ?
O1 C10 O2A C11A 12.6(16) . . . . ?
C5 C10 O2A C11A 173.9(9) . . . . ?
O2B C10 O2A C11A -102.2(15) . . . . ?
C12A C11A O2A C10 145.4(15) . . . . ?
C12B C11B O2B C10 -92.1(14) . . . . ?
O1 C10 O2B C11B -8.5(13) . . . . ?
O2A C10 O2B C11B 75.9(12) . . . . ?
C5 C10 O2B C11B -176.8(7) . . . . ?
C13 C14 O3 C7 7.4(6) . . . . ?
C15 C14 O3 C7 -171.2(4) . . . . ?
N1 C7 O3 C14 103.2(5) . . . . ?
C6 C7 O3 C14 -13.1(5) . . . . ?
C15 C16 O4 C21 122.5(6) . . . . ?
C17 C16 O4 C21 -63.2(7) . . . . ?
C22B C21 O4 C16 -119.3(17) . . . . ?
C22A C21 O4 C16 -85.9(14) . . . . ?
C23C C21 O4 C16 -171(2) . . . . ?
C22C C21 O4 C16 -64(2) . . . . ?
C23A C21 O4 C16 141(2) . . . . ?
C23B C21 O4 C16 128(3) . . . . ?
C18 C17 O5 C24 0.5(10) . . . . ?
C16 C17 O5 C24 -177.3(6) . . . . ?
