#------------------------------------------------------------------------------
#$Date: 2020-10-22 02:21:43 +0300 (Thu, 22 Oct 2020) $
#$Revision: 258532 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/89/4038906.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_4038906
loop_
_publ_author_name
'Zheng, Kuan'
'Shen, Defeng'
'Zhang, Bingbing'
'Hong, Ran'
_publ_section_title
;
 The Landscape of Lankacidin Biomimetic Synthesis: Structural Revisions
 and Biogenetic Implications.
;
_journal_name_full               'The Journal of organic chemistry'
_journal_paper_doi               10.1021/acs.joc.0c01930
_journal_year                    2020
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C45 H43 Br3 N O8'
_chemical_formula_sum            'C45 H43 Br3 N O8'
_chemical_formula_weight         965.50
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.1493(4)
_cell_length_b                   24.3955(12)
_cell_length_c                   34.606(3)
_cell_measurement_reflns_used    4164
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      60.55
_cell_measurement_theta_min      3.13
_cell_volume                     4347.2(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.964
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0890
_diffrn_reflns_av_unetI/netI     0.1095
_diffrn_reflns_Laue_measured_fraction_full 0.964
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            13856
_diffrn_reflns_point_group_measured_fraction_full 0.924
_diffrn_reflns_point_group_measured_fraction_max 0.924
_diffrn_reflns_theta_full        66.576
_diffrn_reflns_theta_max         66.575
_diffrn_reflns_theta_min         2.216
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    3.872
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.475
_exptl_crystal_description       block
_exptl_crystal_F_000             1914
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.284
_refine_diff_density_min         -0.724
_refine_diff_density_rms         0.149
_refine_ls_abs_structure_details
;
 Flack x determined using 996 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.09(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.127
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     565
_refine_ls_number_reflns         7085
_refine_ls_number_restraints     991
_refine_ls_restrained_S_all      1.137
_refine_ls_R_factor_all          0.1724
_refine_ls_R_factor_gt           0.1129
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3081
_refine_ls_wR_factor_ref         0.3554
_reflns_Friedel_coverage         0.651
_reflns_Friedel_fraction_full    0.870
_reflns_Friedel_fraction_max     0.869
_reflns_number_gt                3944
_reflns_number_total             7085
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jo0c01930_si_001.cif
_cod_data_source_block           a
_cod_database_code               4038906
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.8314(9) 0.13454(12) 0.75098(12) 0.1496(14) Uani 1 1 d . U . . .
O1 O 0.248(3) 0.3385(5) 0.4722(3) 0.075(2) Uani 1 1 d . U . . .
C1 C -0.431(5) 0.2247(8) 0.4074(8) 0.0992(11) Uani 1 1 d . U . . .
Br2 Br -0.6859(5) 0.17130(9) 0.39267(8) 0.1004(8) Uani 1 1 d . U . . .
O2 O 0.213(3) 0.3739(4) 0.4127(3) 0.071(2) Uani 1 1 d . U . . .
C2 C -0.336(4) 0.2224(7) 0.4435(6) 0.079(3) Uani 1 1 d . U . . .
H2 H -0.3990 0.1969 0.4611 0.095 Uiso 1 1 calc R U . . .
Br3 Br 1.3636(7) 1.01544(10) 0.70319(9) 0.1225(11) Uani 1 1 d . U . . .
O3 O 0.047(3) 0.4614(5) 0.4548(3) 0.070(2) Uani 1 1 d . U . . .
C3 C -0.145(4) 0.2586(6) 0.4537(5) 0.071(3) Uani 1 1 d . U . . .
H3 H -0.0724 0.2564 0.4783 0.086 Uiso 1 1 calc R U . . .
O4 O 0.136(2) 0.6126(4) 0.5334(3) 0.0647(18) Uani 1 1 d . U . . .
C4 C -0.059(4) 0.2980(6) 0.4287(5) 0.068(3) Uani 1 1 d . U . . .
O5 O 0.779(4) 0.7829(6) 0.6387(5) 0.101(3) Uani 1 1 d D U . . .
C5 C -0.182(4) 0.3011(7) 0.3919(5) 0.077(3) Uani 1 1 d . U . . .
H5 H -0.1381 0.3292 0.3750 0.092 Uiso 1 1 calc R U . . .
O6 O 1.115(4) 0.7811(7) 0.6041(5) 0.116(3) Uani 1 1 d . U . . .
C6 C -0.357(5) 0.2640(8) 0.3816(6) 0.087(3) Uani 1 1 d . U . . .
H6 H -0.4300 0.2649 0.3570 0.104 Uiso 1 1 calc R U . . .
O7 O 0.651(3) 0.3976(5) 0.6896(4) 0.091(3) Uani 1 1 d . U . . .
C7 C 0.140(4) 0.3371(7) 0.4405(5) 0.075(2) Uani 1 1 d . U . . .
O8 O 0.461(7) 0.3994(12) 0.7451(9) 0.100(3) Uani 0.507(15) 1 d . U P A 1
O9 O 0.265(7) 0.3826(12) 0.7037(9) 0.100(3) Uani 0.493(15) 1 d . U P A 2
C8 C 0.405(4) 0.4138(7) 0.4228(5) 0.073(2) Uani 1 1 d . U . . .
H8 H 0.5591 0.3961 0.4338 0.088 Uiso 1 1 calc R U . . .
C9 C 0.473(4) 0.4444(7) 0.3870(5) 0.074(2) Uani 1 1 d . U . . .
H9A H 0.6272 0.4655 0.3914 0.110 Uiso 1 1 calc R U . . .
H9B H 0.3324 0.4684 0.3802 0.110 Uiso 1 1 calc R U . . .
H9C H 0.5025 0.4189 0.3663 0.110 Uiso 1 1 calc R U . . .
C10 C 0.282(4) 0.4533(7) 0.4523(5) 0.069(2) Uani 1 1 d . U . . .
N11 N 0.463(3) 0.4798(5) 0.4744(4) 0.063(2) Uani 1 1 d . U . . .
C11 C 0.306(4) 0.5915(6) 0.4497(5) 0.067(2) Uani 1 1 d . U . . .
H11A H 0.3282 0.6294 0.4433 0.101 Uiso 1 1 calc R U . . .
H11B H 0.1238 0.5834 0.4520 0.101 Uiso 1 1 calc R U . . .
H11C H 0.3802 0.5691 0.4298 0.101 Uiso 1 1 calc R U . . .
C12 C 0.394(4) 0.5225(6) 0.5020(5) 0.061(2) Uani 1 1 d . U . . .
H12 H 0.2062 0.5195 0.5056 0.074 Uiso 1 1 calc R U . . .
C13 C 0.441(4) 0.5793(6) 0.4881(5) 0.067(2) Uani 1 1 d . U . . .
H13 H 0.6280 0.5848 0.4849 0.080 Uiso 1 1 calc R U . . .
C14 C 0.341(4) 0.6201(6) 0.5173(5) 0.0641(19) Uani 1 1 d . U . . .
C15 C 0.499(4) 0.6698(7) 0.5271(5) 0.068(2) Uani 1 1 d . U . . .
C16 C 0.692(4) 0.6909(6) 0.4972(5) 0.068(2) Uani 1 1 d . U . . .
H16A H 0.7737 0.7236 0.5068 0.102 Uiso 1 1 calc R U . . .
H16B H 0.6027 0.6989 0.4736 0.102 Uiso 1 1 calc R U . . .
H16C H 0.8220 0.6634 0.4926 0.102 Uiso 1 1 calc R U . . .
C17 C 0.463(4) 0.6938(7) 0.5616(6) 0.073(3) Uani 1 1 d . U . . .
H17 H 0.3269 0.6803 0.5765 0.088 Uiso 1 1 calc R U . . .
C18 C 0.616(5) 0.7392(7) 0.5787(6) 0.084(3) Uani 1 1 d . U . . .
H18A H 0.5243 0.7734 0.5743 0.101 Uiso 1 1 calc R U . . .
H18B H 0.7818 0.7415 0.5656 0.101 Uiso 1 1 calc R U . . .
C19 C 0.662(5) 0.7327(8) 0.6211(6) 0.089(3) Uani 1 1 d . U . . .
H19 H 0.4914 0.7277 0.6332 0.107 Uiso 1 1 calc R U . . .
C20 C 0.812(5) 0.6827(8) 0.6288(6) 0.084(3) Uani 1 1 d . U . . .
H20 H 0.9683 0.6777 0.6159 0.100 Uiso 1 1 calc R U . . .
C21 C 0.733(4) 0.6433(8) 0.6540(6) 0.076(3) Uani 1 1 d . U . . .
H21 H 0.5980 0.6517 0.6709 0.091 Uiso 1 1 calc R U . . .
C22 C 0.847(4) 0.5884(8) 0.6564(6) 0.082(3) Uani 1 1 d . U . . .
C23 C 0.733(4) 0.5512(8) 0.6780(6) 0.080(3) Uani 1 1 d . U . . .
H23 H 0.5937 0.5636 0.6927 0.096 Uiso 1 1 calc R U . . .
C24 C 0.802(4) 0.4879(8) 0.6827(6) 0.081(3) Uani 1 1 d . U . . .
H24A H 0.9410 0.4786 0.6649 0.097 Uiso 1 1 calc R U . . .
H24B H 0.8643 0.4813 0.7087 0.097 Uiso 1 1 calc R U . . .
C25 C 0.579(4) 0.4520(7) 0.6752(5) 0.076(3) Uani 1 1 d . U . . .
H25 H 0.4355 0.4651 0.6914 0.091 Uiso 1 1 calc R U . . .
C26 C 0.478(4) 0.4470(7) 0.6361(5) 0.071(3) Uani 1 1 d . U . . .
H26 H 0.3461 0.4216 0.6321 0.085 Uiso 1 1 calc R U . . .
C27 C 0.556(4) 0.4749(6) 0.6057(5) 0.066(3) Uani 1 1 d . U . . .
H27 H 0.6989 0.4978 0.6094 0.079 Uiso 1 1 calc R U . . .
C28 C 0.444(4) 0.4742(6) 0.5665(5) 0.069(2) Uani 1 1 d . U . . .
C29 C 0.513(3) 0.5123(6) 0.5416(5) 0.062(2) Uani 1 1 d . U . . .
H29 H 0.6478 0.5354 0.5490 0.074 Uiso 1 1 calc R U . . .
C30 C 1.089(4) 0.5770(8) 0.6305(6) 0.082(3) Uani 1 1 d . U . . .
H30A H 1.1319 0.5388 0.6316 0.123 Uiso 1 1 calc R U . . .
H30B H 1.2333 0.5983 0.6397 0.123 Uiso 1 1 calc R U . . .
H30C H 1.0506 0.5871 0.6043 0.123 Uiso 1 1 calc R U . . .
C31 C 0.232(4) 0.4339(6) 0.5589(5) 0.069(2) Uani 1 1 d . U . . .
H31A H 0.1584 0.4407 0.5339 0.104 Uiso 1 1 calc R U . . .
H31B H 0.1000 0.4375 0.5783 0.104 Uiso 1 1 calc R U . . .
H31C H 0.3019 0.3974 0.5596 0.104 Uiso 1 1 calc R U . . .
C32 C 0.964(7) 0.8028(11) 0.6298(9) 0.116(3) Uani 1 1 d D U . . .
C33 C 1.068(6) 0.8592(10) 0.6498(8) 0.107(4) Uani 1 1 d D U . . .
C34 C 1.248(5) 0.8814(10) 0.6367(8) 0.109(4) Uani 1 1 d . U . . .
H34 H 1.3280 0.8660 0.6152 0.131 Uiso 1 1 calc R U . . .
C35 C 1.344(6) 0.9279(10) 0.6511(8) 0.113(4) Uani 1 1 d . U . . .
H35 H 1.4878 0.9451 0.6403 0.136 Uiso 1 1 calc R U . . .
C36 C 1.213(7) 0.9498(10) 0.6844(8) 0.1219(13) Uani 1 1 d . U . . .
C37 C 1.019(6) 0.9276(11) 0.7015(9) 0.117(4) Uani 1 1 d . U . . .
H37 H 0.9390 0.9429 0.7230 0.140 Uiso 1 1 calc R U . . .
C38 C 0.936(6) 0.8773(11) 0.6844(8) 0.113(4) Uani 1 1 d . U . . .
H38 H 0.8026 0.8568 0.6952 0.135 Uiso 1 1 calc R U . . .
C39 C 0.529(5) 0.3703(10) 0.7146(7) 0.100(3) Uani 1 1 d . U . . .
C40 C 0.602(6) 0.3148(10) 0.7223(8) 0.104(3) Uani 1 1 d . U . . .
C43 C 0.739(8) 0.2082(12) 0.7404(11) 0.1477(15) Uani 1 1 d . U . . .
C41 C 0.610(11) 0.2784(19) 0.6989(16) 0.108(3) Uani 0.507(15) 1 d . U P A 1
H41 H 0.5667 0.2887 0.6738 0.130 Uiso 0.507(15) 1 calc R U P A 1
C42 C 0.674(12) 0.2221(19) 0.7035(17) 0.119(3) Uani 0.507(15) 1 d . U P A 1
H42 H 0.6722 0.1971 0.6832 0.142 Uiso 0.507(15) 1 calc R U P A 1
C44 C 0.708(13) 0.241(2) 0.7736(18) 0.124(3) Uani 0.507(15) 1 d . U P A 1
H44 H 0.7225 0.2288 0.7989 0.149 Uiso 0.507(15) 1 calc R U P A 1
C45 C 0.654(12) 0.296(2) 0.7628(16) 0.114(3) Uani 0.507(15) 1 d . U P A 1
H45 H 0.6490 0.3223 0.7823 0.137 Uiso 0.507(15) 1 calc R U P A 1
C46 C 0.840(13) 0.304(2) 0.7230(16) 0.110(3) Uani 0.493(15) 1 d . U P A 2
H46 H 0.9599 0.3316 0.7170 0.132 Uiso 0.493(15) 1 calc R U P A 2
C47 C 0.918(13) 0.257(2) 0.7320(17) 0.121(3) Uani 0.493(15) 1 d . U P A 2
H47 H 1.0959 0.2508 0.7335 0.145 Uiso 0.493(15) 1 calc R U P A 2
C48 C 0.407(13) 0.277(2) 0.7203(16) 0.110(3) Uani 0.493(15) 1 d . U P A 2
H48 H 0.2485 0.2844 0.7084 0.132 Uiso 0.493(15) 1 calc R U P A 2
C49 C 0.472(13) 0.223(2) 0.7390(18) 0.120(3) Uani 0.493(15) 1 d . U P A 2
H49A H 0.3437 0.2007 0.7492 0.145 Uiso 0.493(15) 1 calc R U P A 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 123(2) . . ?
C2 C1 Br2 117.8(18) . . ?
C6 C1 Br2 119.6(19) . . ?
C7 O2 C8 117.7(14) . . ?
C1 C2 C3 118(2) . . ?
C1 C2 H2 120.8 . . ?
C3 C2 H2 120.8 . . ?
C4 C3 C2 121.5(18) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
C3 C4 C5 117.5(18) . . ?
C3 C4 C7 120.7(17) . . ?
C5 C4 C7 121.8(16) . . ?
C32 O5 C19 126(2) . . ?
C6 C5 C4 120.4(19) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C5 C6 C1 119(2) . . ?
C5 C6 H6 120.3 . . ?
C1 C6 H6 120.3 . . ?
C39 O7 C25 125.7(18) . . ?
O1 C7 O2 119.0(16) . . ?
O1 C7 C4 125.8(16) . . ?
O2 C7 C4 115.2(15) . . ?
O2 C8 C9 107.5(15) . . ?
O2 C8 C10 107.6(15) . . ?
C9 C8 C10 109.6(15) . . ?
O2 C8 H8 110.7 . . ?
C9 C8 H8 110.7 . . ?
C10 C8 H8 110.7 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
O3 C10 N11 123.7(16) . . ?
O3 C10 C8 123.7(17) . . ?
N11 C10 C8 112.6(17) . . ?
C10 N11 C12 122.6(15) . . ?
C13 C11 H11A 109.5 . . ?
C13 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C13 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N11 C12 C13 114.6(14) . . ?
N11 C12 C29 112.1(13) . . ?
C13 C12 C29 112.3(14) . . ?
N11 C12 H12 105.6 . . ?
C13 C12 H12 105.6 . . ?
C29 C12 H12 105.6 . . ?
C12 C13 C14 110.1(14) . . ?
C12 C13 C11 112.9(15) . . ?
C14 C13 C11 107.4(14) . . ?
C12 C13 H13 108.8 . . ?
C14 C13 H13 108.8 . . ?
C11 C13 H13 108.8 . . ?
O4 C14 C15 119.6(15) . . ?
O4 C14 C13 120.3(16) . . ?
C15 C14 C13 120.1(16) . . ?
C17 C15 C14 118.6(16) . . ?
C17 C15 C16 123.1(16) . . ?
C14 C15 C16 118.3(15) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 C18 127.5(19) . . ?
C15 C17 H17 116.3 . . ?
C18 C17 H17 116.3 . . ?
C17 C18 C19 113.4(17) . . ?
C17 C18 H18A 108.9 . . ?
C19 C18 H18A 108.9 . . ?
C17 C18 H18B 108.9 . . ?
C19 C18 H18B 108.9 . . ?
H18A C18 H18B 107.7 . . ?
C20 C19 C18 110.5(18) . . ?
C20 C19 O5 113.2(19) . . ?
C18 C19 O5 112.2(17) . . ?
C20 C19 H19 106.8 . . ?
C18 C19 H19 106.8 . . ?
O5 C19 H19 106.8 . . ?
C21 C20 C19 123(2) . . ?
C21 C20 H20 118.4 . . ?
C19 C20 H20 118.4 . . ?
C20 C21 C22 124(2) . . ?
C20 C21 H21 117.9 . . ?
C22 C21 H21 117.9 . . ?
C23 C22 C21 119(2) . . ?
C23 C22 C30 124.1(18) . . ?
C21 C22 C30 116.7(18) . . ?
C22 C23 C24 129.0(19) . . ?
C22 C23 H23 115.5 . . ?
C24 C23 H23 115.5 . . ?
C25 C24 C23 112.7(16) . . ?
C25 C24 H24A 109.0 . . ?
C23 C24 H24A 109.0 . . ?
C25 C24 H24B 109.0 . . ?
C23 C24 H24B 109.0 . . ?
H24A C24 H24B 107.8 . . ?
C26 C25 O7 109.3(15) . . ?
C26 C25 C24 119.7(18) . . ?
O7 C25 C24 106.2(15) . . ?
C26 C25 H25 107.0 . . ?
O7 C25 H25 107.0 . . ?
C24 C25 H25 107.0 . . ?
C27 C26 C25 126(2) . . ?
C27 C26 H26 116.9 . . ?
C25 C26 H26 116.9 . . ?
C26 C27 C28 127.4(19) . . ?
C26 C27 H27 116.3 . . ?
C28 C27 H27 116.3 . . ?
C29 C28 C27 119.2(17) . . ?
C29 C28 C31 123.2(17) . . ?
C27 C28 C31 117.2(15) . . ?
C28 C29 C12 126.7(17) . . ?
C28 C29 H29 116.7 . . ?
C12 C29 H29 116.7 . . ?
C22 C30 H30A 109.5 . . ?
C22 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C22 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C28 C31 H31A 109.5 . . ?
C28 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C28 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
O5 C32 O6 122(3) . . ?
O5 C32 C33 122(3) . . ?
O6 C32 C33 116(3) . . ?
C34 C33 C38 124(3) . . ?
C34 C33 C32 119(3) . . ?
C38 C33 C32 117(3) . . ?
C33 C34 C35 123(3) . . ?
C33 C34 H34 118.4 . . ?
C35 C34 H34 118.4 . . ?
C34 C35 C36 116(3) . . ?
C34 C35 H35 122.0 . . ?
C36 C35 H35 122.0 . . ?
C37 C36 C35 125(2) . . ?
C37 C36 Br3 121(2) . . ?
C35 C36 Br3 113(2) . . ?
C36 C37 C38 114(3) . . ?
C36 C37 H37 123.1 . . ?
C38 C37 H37 123.1 . . ?
C37 C38 C33 118(3) . . ?
C37 C38 H38 121.1 . . ?
C33 C38 H38 121.1 . . ?
O7 C39 O8 114(2) . . ?
O7 C39 C40 120(2) . . ?
O8 C39 C40 115(2) . . ?
O7 C39 O9 101(2) . . ?
C40 C39 O9 119(3) . . ?
C46 C40 C48 126(4) . . ?
C41 C40 C39 126(3) . . ?
C46 C40 C39 117(3) . . ?
C48 C40 C39 116(3) . . ?
C41 C40 C45 114(4) . . ?
C39 C40 C45 121(3) . . ?
C42 C43 C44 126(4) . . ?
C49 C43 C47 112(4) . . ?
C42 C43 Br1 119(3) . . ?
C44 C43 Br1 114(3) . . ?
C49 C43 Br1 120(3) . . ?
C47 C43 Br1 128(3) . . ?
C40 C41 C42 130(5) . . ?
C40 C41 H41 114.9 . . ?
C42 C41 H41 114.9 . . ?
C43 C42 C41 114(5) . . ?
C43 C42 H42 123.1 . . ?
C41 C42 H42 123.1 . . ?
C43 C44 C45 110(5) . . ?
C43 C44 H44 124.8 . . ?
C45 C44 H44 124.8 . . ?
C44 C45 C40 125(5) . . ?
C44 C45 H45 117.7 . . ?
C40 C45 H45 117.7 . . ?
C40 C46 C47 120(6) . . ?
C40 C46 H46 120.1 . . ?
C47 C46 H46 120.1 . . ?
C46 C47 C43 125(6) . . ?
C46 C47 H47 117.7 . . ?
C43 C47 H47 117.7 . . ?
C40 C48 C49 114(5) . . ?
C40 C48 H48 123.1 . . ?
C49 C48 H48 123.1 . . ?
C43 C49 C48 117(5) . . ?
C43 C49 H49A 121.5 . . ?
C48 C49 H49A 121.5 . . ?
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
Br1 C43 1.90(3) . ?
O1 C7 1.23(2) . ?
C1 C2 1.34(3) . ?
C1 C6 1.36(3) . ?
C1 Br2 1.92(2) . ?
O2 C7 1.37(2) . ?
O2 C8 1.43(2) . ?
C2 C3 1.37(3) . ?
C2 H2 0.9300 . ?
Br3 C36 1.90(2) . ?
O3 C10 1.23(2) . ?
C3 C4 1.37(2) . ?
C3 H3 0.9300 . ?
O4 C14 1.21(2) . ?
C4 C5 1.42(3) . ?
C4 C7 1.46(3) . ?
O5 C32 1.11(3) . ?
O5 C19 1.49(3) . ?
C5 C6 1.33(3) . ?
C5 H5 0.9300 . ?
O6 C32 1.30(3) . ?
C6 H6 0.9300 . ?
O7 C39 1.26(3) . ?
O7 C25 1.47(2) . ?
O8 C39 1.32(4) . ?
O9 C39 1.44(4) . ?
C8 C9 1.49(3) . ?
C8 C10 1.54(3) . ?
C8 H8 0.9800 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 N11 1.37(2) . ?
N11 C12 1.46(2) . ?
C11 C13 1.53(3) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C13 1.49(2) . ?
C12 C29 1.52(2) . ?
C12 H12 0.9800 . ?
C13 C14 1.51(2) . ?
C13 H13 0.9800 . ?
C14 C15 1.50(2) . ?
C15 C17 1.34(3) . ?
C15 C16 1.52(2) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C18 1.48(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.49(3) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.47(3) . ?
C19 H19 0.9800 . ?
C20 C21 1.36(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.46(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.31(3) . ?
C22 C30 1.56(3) . ?
C23 C24 1.59(3) . ?
C23 H23 0.9300 . ?
C24 C25 1.47(3) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.45(3) . ?
C25 H25 0.9800 . ?
C26 C27 1.32(2) . ?
C26 H26 0.9300 . ?
C27 C28 1.48(3) . ?
C27 H27 0.9300 . ?
C28 C29 1.32(2) . ?
C28 C31 1.49(2) . ?
C29 H29 0.9300 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 C33 1.63(4) . ?
C33 C34 1.16(3) . ?
C33 C38 1.44(4) . ?
C34 C35 1.33(3) . ?
C34 H34 0.9300 . ?
C35 C36 1.44(4) . ?
C35 H35 0.9300 . ?
C36 C37 1.28(4) . ?
C37 C38 1.43(4) . ?
C37 H37 0.9300 . ?
C38 H38 0.9300 . ?
C39 C40 1.43(3) . ?
C40 C41 1.20(6) . ?
C40 C46 1.25(7) . ?
C40 C48 1.36(7) . ?
C40 C45 1.50(6) . ?
C43 C42 1.36(6) . ?
C43 C44 1.41(7) . ?
C43 C49 1.42(7) . ?
C43 C47 1.53(7) . ?
C41 C42 1.42(6) . ?
C41 H41 0.9300 . ?
C42 H42 0.9300 . ?
C44 C45 1.42(7) . ?
C44 H44 0.9300 . ?
C45 H45 0.9300 . ?
C46 C47 1.27(7) . ?
C46 H46 0.9300 . ?
C47 H47 0.9300 . ?
C48 C49 1.51(7) . ?
C48 H48 0.9300 . ?
C49 H49A 0.9300 . ?
