#------------------------------------------------------------------------------
#$Date: 2024-05-05 03:35:46 +0300 (Sun, 05 May 2024) $
#$Revision: 291496 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/28/7132830.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_7132830
loop_
_publ_author_name
'Li, Ming-Jun'
'Lu, Ming-Ming'
'Xu, Peng'
'Chen, Si-Qi'
'Wu, Luan-Ting'
'Zhang, Ze'
'Xu, Hui'
_publ_section_title
;
 Chemodivergent mechanosynthesis of cyclopentenyl and pyrrolinyl
 spirobarbiturates from unsaturated barbiturates and enamino esters.
;
_journal_issue                   29
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              3958
_journal_page_last               3961
_journal_paper_doi               10.1039/d3cc06327e
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C28 H30 Br N3 O5'
_chemical_formula_sum            'C28.01 H30.01 Br N3 O5'
_chemical_formula_weight         568.65
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2023-08-15
_audit_creation_method
;FinalCif V117 by Daniel Kratzert, Freiburg 2023,
https://dkratzert.de/finalcif.html
;
_audit_update_record
;
2023-11-06 deposited with the CCDC.	2024-03-12 downloaded from the CCDC.
;
_cell_angle_alpha                115.124(2)
_cell_angle_beta                 105.133(3)
_cell_angle_gamma                100.196(3)
_cell_formula_units_Z            2
_cell_length_a                   11.0881(8)
_cell_length_b                   11.9277(9)
_cell_length_c                   12.1514(9)
_cell_measurement_reflns_used    5919
_cell_measurement_temperature    298.0
_cell_measurement_theta_max      24.80
_cell_measurement_theta_min      2.24
_cell_volume                     1326.22(18)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection
'Bruker BIS V6.2.16/2021-10-22 && APEX4 2021.10-0'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      298.0
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1052
_diffrn_reflns_av_unetI/netI     0.0570
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            37795
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         2.240
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.593
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5574
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction:
Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D., J. Appl. Cryst. 48
(2015) 3-10
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.424
_exptl_crystal_description       block
_exptl_crystal_F_000             588
_refine_diff_density_max         0.292
_refine_diff_density_min         -0.453
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     347
_refine_ls_number_reflns         4666
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0609
_refine_ls_R_factor_gt           0.0415
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0526P)²+0.3504P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1067
_refine_ls_wR_factor_ref         0.1144
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3509
_reflns_number_total             4666
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3cc06327e2.cif
_cod_data_source_block           1_a
_cod_depositor_comments
'Adding full bibliography for 7132829--7132830.cif.'
_cod_original_cell_volume        1326.22(17)
_cod_database_code               7132830
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C13(H13A,H13B)
2.c Aromatic/amide H refined with riding coordinates:
 C23(H23), C4(H4), C19(H19), C10(H10), C5(H5), C20(H20), C21(H21), C22(H22)
2.d Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C25(H25A,H25B,H25C), C27(H27A,H27B,H27C), C7(H7A,H7B,
 H7C), C8(H8A,H8B,H8C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_shelx_shelxl_version_number     2016/6
_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, -y, -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 0.45961(4) 0.35532(4) 0.81585(4) 0.08224(19) Uani 1 1 d . . . A 1
O4 O 0.40309(16) 0.30433(18) 0.34545(17) 0.0456(4) Uani 1 1 d . . . . .
O3 O 0.6600(2) 0.14840(18) 0.63231(19) 0.0530(5) Uani 1 1 d . . . . .
O2 O 0.95541(19) 0.5018(2) 0.6702(2) 0.0562(5) Uani 1 1 d . . . . .
O5 O 0.34464(18) 0.3829(2) 0.5188(2) 0.0611(6) Uani 1 1 d . . . . .
N1 N 0.73766(19) 0.41166(19) 0.72258(19) 0.0350(5) Uani 1 1 d . . . . .
N2 N 0.8023(2) 0.1133(2) 0.5275(2) 0.0435(5) Uani 1 1 d . . . . .
N3 N 0.9553(2) 0.2962(2) 0.5508(2) 0.0457(6) Uani 1 1 d . . . . .
O1 O 0.9513(2) 0.0885(2) 0.4304(2) 0.0715(7) Uani 1 1 d . . . . .
C28 C 0.9016(2) 0.3853(3) 0.6181(2) 0.0403(6) Uani 1 1 d . . . . .
C1 C 0.7651(2) 0.3265(2) 0.6108(2) 0.0341(5) Uani 1 1 d . . . . .
C11 C 0.5558(2) 0.3560(2) 0.5457(2) 0.0353(5) Uani 1 1 d . . . . .
C3 C 0.6254(2) 0.2009(2) 0.3616(2) 0.0371(6) Uani 1 1 d . . . . .
C12 C 0.4256(2) 0.3506(2) 0.4735(3) 0.0397(6) Uani 1 1 d . . . . .
C18 C 0.8601(2) 0.5649(3) 0.9630(2) 0.0398(6) Uani 1 1 d . . . . .
C15 C 0.6093(2) 0.4110(2) 0.6777(2) 0.0346(5) Uani 1 1 d . . . A 1
C17 C 0.8051(3) 0.4255(3) 0.8515(2) 0.0402(6) Uani 1 1 d . . . . .
C24 C 0.7377(2) 0.1893(2) 0.5939(2) 0.0387(6) Uani 1 1 d . . . . .
C2 C 0.6602(2) 0.3232(2) 0.4901(2) 0.0354(5) Uani 1 1 d . . . . .
H2 H 0.701118 0.397758 0.482084 0.042 Uiso 1 1 calc R U . . .
C16 C 0.5492(3) 0.4763(3) 0.7729(3) 0.0460(7) Uani 1 1 d . . . A 1
H16A H 0.486555 0.510147 0.735625 0.055 Uiso 1 1 calc R U . A 1
H16B H 0.617867 0.549803 0.852369 0.055 Uiso 1 1 calc R U . A 1
C13 C 0.2695(3) 0.2764(3) 0.2607(3) 0.0492(7) Uani 1 1 d . . . . .
H13A H 0.270841 0.276602 0.181257 0.059 Uiso 1 1 calc R U . . .
H13B H 0.234960 0.344343 0.304941 0.059 Uiso 1 1 calc R U . . .
C23 C 0.9458(3) 0.6622(3) 0.9608(3) 0.0516(7) Uani 1 1 d . . . . .
H23 H 0.969899 0.641918 0.888638 0.062 Uiso 1 1 calc R U . . .
C4 C 0.5289(3) 0.0848(3) 0.3201(3) 0.0463(6) Uani 1 1 d . . . . .
H4 H 0.475885 0.082511 0.367707 0.056 Uiso 1 1 calc R U . . .
C26 C 0.9043(3) 0.1615(3) 0.4967(3) 0.0480(7) Uani 1 1 d . . . . .
C19 C 0.8268(3) 0.5974(3) 1.0725(3) 0.0546(7) Uani 1 1 d . . . . .
H19 H 0.770458 0.533093 1.077031 0.066 Uiso 1 1 calc R U . . .
C10 C 0.7004(3) 0.2005(3) 0.2863(3) 0.0511(7) Uani 1 1 d . . . . .
H10 H 0.763097 0.278673 0.311243 0.061 Uiso 1 1 calc R U . . .
C14 C 0.1813(3) 0.1461(3) 0.2255(3) 0.0653(9) Uani 1 1 d . . . . .
H14A H 0.098268 0.122718 0.157800 0.098 Uiso 1 1 calc R U . . .
H14B H 0.166483 0.151058 0.301603 0.098 Uiso 1 1 calc R U . . .
H14C H 0.222565 0.080992 0.194657 0.098 Uiso 1 1 calc R U . . .
C6 C 0.5902(4) -0.0283(3) 0.1349(3) 0.0617(9) Uani 1 1 d . . . . .
C9 C 0.6852(3) 0.0876(4) 0.1751(3) 0.0589(8) Uani 1 1 d . . . . .
C5 C 0.5113(3) -0.0279(3) 0.2079(3) 0.0571(8) Uani 1 1 d . . . . .
H5 H 0.445517 -0.105061 0.180481 0.069 Uiso 1 1 calc R U . . .
C20 C 0.8782(3) 0.7270(4) 1.1763(3) 0.0645(9) Uani 1 1 d . . . . .
H20 H 0.854836 0.748725 1.249056 0.077 Uiso 1 1 calc R U . . .
C21 C 0.9614(3) 0.8209(3) 1.1713(3) 0.0657(9) Uani 1 1 d . . . . .
H21 H 0.994977 0.906759 1.240450 0.079 Uiso 1 1 calc R U . . .
C25 C 0.7561(3) -0.0282(3) 0.4810(3) 0.0669(9) Uani 1 1 d . . . . .
H25A H 0.800061 -0.044648 0.549066 0.100 Uiso 1 1 calc R U . . .
H25B H 0.775772 -0.074440 0.404934 0.100 Uiso 1 1 calc R U . . .
H25C H 0.662274 -0.057793 0.458698 0.100 Uiso 1 1 calc R U . . .
C22 C 0.9962(4) 0.7891(3) 1.0639(3) 0.0673(9) Uani 1 1 d . . . . .
H22 H 1.054053 0.853516 1.060860 0.081 Uiso 1 1 calc R U . . .
C27 C 1.0761(3) 0.3465(4) 0.5334(4) 0.0777(11) Uani 1 1 d . . . . .
H27A H 1.052212 0.351280 0.454087 0.117 Uiso 1 1 calc R U . . .
H27B H 1.127185 0.288601 0.528023 0.117 Uiso 1 1 calc R U . . .
H27C H 1.127534 0.432329 0.606812 0.117 Uiso 1 1 calc R U . . .
C7 C 0.5720(5) -0.1550(4) 0.0164(3) 0.0943(14) Uani 1 1 d . . . . .
H7A H 0.568164 -0.140336 -0.055996 0.142 Uiso 1 1 calc R U . . .
H7B H 0.491241 -0.220115 -0.006621 0.142 Uiso 1 1 calc R U . . .
H7C H 0.645217 -0.185085 0.036864 0.142 Uiso 1 1 calc R U . . .
C8 C 0.7755(4) 0.0955(5) 0.1022(4) 0.1027(15) Uani 1 1 d . . . . .
H8A H 0.823987 0.185680 0.135661 0.154 Uiso 1 1 calc R U . . .
H8B H 0.723444 0.055998 0.010322 0.154 Uiso 1 1 calc R U . . .
H8C H 0.836338 0.049668 0.114296 0.154 Uiso 1 1 calc R U . . .
H17A H 0.751(2) 0.373(2) 0.867(2) 0.030(6) Uiso 1 1 d . . . . .
H17B H 0.875(3) 0.387(3) 0.843(3) 0.045(7) Uiso 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 0.0000 0.0000 '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'
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'
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
C12 O4 C13 116.4(2) . . ?
C1 N1 C17 118.73(19) . . ?
C15 N1 C1 108.58(18) . . ?
C15 N1 C17 124.3(2) . . ?
C24 N2 C26 123.8(2) . . ?
C24 N2 C25 118.1(2) . . ?
C26 N2 C25 118.1(2) . . ?
C28 N3 C26 125.2(2) . . ?
C28 N3 C27 118.1(3) . . ?
C26 N3 C27 116.8(2) . . ?
O2 C28 N3 121.9(2) . . ?
O2 C28 C1 122.6(2) . . ?
N3 C28 C1 115.2(2) . . ?
N1 C1 C28 112.22(19) . . ?
N1 C1 C24 110.0(2) . . ?
N1 C1 C2 102.91(18) . . ?
C28 C1 C24 114.0(2) . . ?
C28 C1 C2 107.3(2) . . ?
C24 C1 C2 109.74(19) . . ?
C12 C11 C2 126.0(2) . . ?
C15 C11 C12 124.1(2) . . ?
C15 C11 C2 109.1(2) . . ?
C4 C3 C2 122.8(2) . . ?
C4 C3 C10 118.1(2) . . ?
C10 C3 C2 118.8(2) . . ?
O4 C12 C11 111.8(2) . . ?
O5 C12 O4 122.0(2) . . ?
O5 C12 C11 126.2(3) . . ?
C23 C18 C17 121.6(2) . . ?
C23 C18 C19 118.4(3) . . ?
C19 C18 C17 120.0(3) . . ?
N1 C15 C16 120.0(2) . . ?
C11 C15 N1 112.7(2) . . ?
C11 C15 C16 127.2(2) . . ?
N1 C17 C18 114.0(2) . . ?
N1 C17 H17A 110.0(15) . . ?
N1 C17 H17B 105.7(16) . . ?
C18 C17 H17A 111.6(15) . . ?
C18 C17 H17B 111.2(16) . . ?
H17A C17 H17B 104(2) . . ?
O3 C24 N2 122.2(2) . . ?
O3 C24 C1 121.6(2) . . ?
N2 C24 C1 116.2(2) . . ?
C1 C2 H2 107.2 . . ?
C11 C2 C1 100.24(18) . . ?
C11 C2 H2 107.2 . . ?
C3 C2 C1 112.98(19) . . ?
C3 C2 C11 121.1(2) . . ?
C3 C2 H2 107.2 . . ?
Br1 C16 H16A 109.4 . . ?
Br1 C16 H16B 109.4 . . ?
C15 C16 Br1 111.09(18) . . ?
C15 C16 H16A 109.4 . . ?
C15 C16 H16B 109.4 . . ?
H16A C16 H16B 108.0 . . ?
O4 C13 H13A 109.5 . . ?
O4 C13 H13B 109.5 . . ?
O4 C13 C14 110.9(2) . . ?
H13A C13 H13B 108.0 . . ?
C14 C13 H13A 109.5 . . ?
C14 C13 H13B 109.5 . . ?
C18 C23 H23 119.5 . . ?
C22 C23 C18 121.0(3) . . ?
C22 C23 H23 119.5 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.0(3) . . ?
C5 C4 H4 120.0 . . ?
N3 C26 N2 117.7(2) . . ?
O1 C26 N2 120.8(3) . . ?
O1 C26 N3 121.3(3) . . ?
C18 C19 H19 120.0 . . ?
C18 C19 C20 119.9(3) . . ?
C20 C19 H19 120.0 . . ?
C3 C10 H10 118.9 . . ?
C3 C10 C9 122.3(3) . . ?
C9 C10 H10 118.9 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C9 C6 C5 118.5(3) . . ?
C9 C6 C7 121.7(3) . . ?
C5 C6 C7 119.8(4) . . ?
C10 C9 C8 118.5(3) . . ?
C6 C9 C10 119.5(3) . . ?
C6 C9 C8 121.9(3) . . ?
C4 C5 C6 121.5(3) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C19 C20 H20 119.8 . . ?
C21 C20 C19 120.5(3) . . ?
C21 C20 H20 119.8 . . ?
C20 C21 H21 120.0 . . ?
C20 C21 C22 119.9(3) . . ?
C22 C21 H21 120.0 . . ?
N2 C25 H25A 109.5 . . ?
N2 C25 H25B 109.5 . . ?
N2 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C23 C22 H22 119.9 . . ?
C21 C22 C23 120.2(3) . . ?
C21 C22 H22 119.9 . . ?
N3 C27 H27A 109.5 . . ?
N3 C27 H27B 109.5 . . ?
N3 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 H8A 109.5 . . ?
C9 C8 H8B 109.5 . . ?
C9 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
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 C16 1.936(3) . ?
O4 C12 1.344(3) . ?
O4 C13 1.450(3) . ?
O3 C24 1.206(3) . ?
O2 C28 1.204(3) . ?
O5 C12 1.207(3) . ?
N1 C1 1.457(3) . ?
N1 C15 1.382(3) . ?
N1 C17 1.472(3) . ?
N2 C24 1.377(3) . ?
N2 C26 1.386(4) . ?
N2 C25 1.471(4) . ?
N3 C28 1.376(3) . ?
N3 C26 1.386(4) . ?
N3 C27 1.472(4) . ?
O1 C26 1.210(3) . ?
C28 C1 1.514(3) . ?
C1 C24 1.522(4) . ?
C1 C2 1.597(3) . ?
C11 C12 1.454(3) . ?
C11 C15 1.352(3) . ?
C11 C2 1.515(3) . ?
C3 C2 1.506(3) . ?
C3 C4 1.386(4) . ?
C3 C10 1.386(4) . ?
C18 C17 1.506(4) . ?
C18 C23 1.378(4) . ?
C18 C19 1.388(4) . ?
C15 C16 1.486(3) . ?
C17 H17A 0.90(3) . ?
C17 H17B 0.98(3) . ?
C2 H2 0.9800 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.494(4) . ?
C23 H23 0.9300 . ?
C23 C22 1.377(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.384(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.401(4) . ?
C10 H10 0.9300 . ?
C10 C9 1.387(4) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C6 C9 1.378(5) . ?
C6 C5 1.399(5) . ?
C6 C7 1.514(4) . ?
C9 C8 1.517(5) . ?
C5 H5 0.9300 . ?
C20 H20 0.9300 . ?
C20 C21 1.352(5) . ?
C21 H21 0.9300 . ?
C21 C22 1.376(5) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C22 H22 0.9300 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
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
O2 C28 C1 N1 -30.4(3) . . . . ?
O2 C28 C1 C24 -156.4(3) . . . . ?
O2 C28 C1 C2 81.9(3) . . . . ?
N1 C1 C24 O3 25.8(3) . . . . ?
N1 C1 C24 N2 -157.0(2) . . . . ?
N1 C1 C2 C11 -24.2(2) . . . . ?
N1 C1 C2 C3 -154.4(2) . . . . ?
N1 C15 C16 Br1 -90.4(2) . . . . ?
N3 C28 C1 N1 155.2(2) . . . . ?
N3 C28 C1 C24 29.2(3) . . . . ?
N3 C28 C1 C2 -92.5(3) . . . . ?
C28 N3 C26 N2 -9.3(4) . . . . ?
C28 N3 C26 O1 174.5(3) . . . . ?
C28 C1 C24 O3 152.9(2) . . . . ?
C28 C1 C24 N2 -29.9(3) . . . . ?
C28 C1 C2 C11 -142.7(2) . . . . ?
C28 C1 C2 C3 87.0(2) . . . . ?
C1 N1 C15 C11 -12.5(3) . . . . ?
C1 N1 C15 C16 172.2(2) . . . . ?
C1 N1 C17 C18 135.0(2) . . . . ?
C11 C15 C16 Br1 95.0(3) . . . . ?
C3 C4 C5 C6 0.7(4) . . . . ?
C3 C10 C9 C6 1.8(4) . . . . ?
C3 C10 C9 C8 -177.5(3) . . . . ?
C12 O4 C13 C14 -80.8(3) . . . . ?
C12 C11 C15 N1 -175.7(2) . . . . ?
C12 C11 C15 C16 -0.8(4) . . . . ?
C12 C11 C2 C1 -171.3(2) . . . . ?
C12 C11 C2 C3 -46.5(4) . . . . ?
C18 C23 C22 C21 -0.1(5) . . . . ?
C18 C19 C20 C21 -0.8(5) . . . . ?
C15 N1 C1 C28 138.1(2) . . . . ?
C15 N1 C1 C24 -93.8(2) . . . . ?
C15 N1 C1 C2 23.1(2) . . . . ?
C15 N1 C17 C18 -80.6(3) . . . . ?
C15 C11 C12 O4 172.8(2) . . . . ?
C15 C11 C12 O5 -7.0(4) . . . . ?
C15 C11 C2 C1 18.2(2) . . . . ?
C15 C11 C2 C3 143.1(2) . . . . ?
C17 N1 C1 C28 -72.4(3) . . . . ?
C17 N1 C1 C24 55.6(3) . . . . ?
C17 N1 C1 C2 172.5(2) . . . . ?
C17 N1 C15 C11 -159.9(2) . . . . ?
C17 N1 C15 C16 24.8(3) . . . . ?
C17 C18 C23 C22 -179.5(3) . . . . ?
C17 C18 C19 C20 179.9(3) . . . . ?
C24 N2 C26 N3 8.8(4) . . . . ?
C24 N2 C26 O1 -175.0(3) . . . . ?
C24 C1 C2 C11 92.9(2) . . . . ?
C24 C1 C2 C3 -37.3(3) . . . . ?
C2 C1 C24 O3 -86.8(3) . . . . ?
C2 C1 C24 N2 90.5(2) . . . . ?
C2 C11 C12 O4 3.8(3) . . . . ?
C2 C11 C12 O5 -176.0(3) . . . . ?
C2 C11 C15 N1 -5.0(3) . . . . ?
C2 C11 C15 C16 169.9(2) . . . . ?
C2 C3 C4 C5 -173.1(2) . . . . ?
C2 C3 C10 C9 172.0(2) . . . . ?
C13 O4 C12 O5 -9.1(4) . . . . ?
C13 O4 C12 C11 171.1(2) . . . . ?
C23 C18 C17 N1 -55.0(3) . . . . ?
C23 C18 C19 C20 1.2(4) . . . . ?
C4 C3 C2 C1 84.7(3) . . . . ?
C4 C3 C2 C11 -34.0(4) . . . . ?
C4 C3 C10 C9 -2.5(4) . . . . ?
C26 N2 C24 O3 -171.4(2) . . . . ?
C26 N2 C24 C1 11.4(3) . . . . ?
C26 N3 C28 O2 175.0(3) . . . . ?
C26 N3 C28 C1 -10.5(4) . . . . ?
C19 C18 C17 N1 126.3(3) . . . . ?
C19 C18 C23 C22 -0.7(4) . . . . ?
C19 C20 C21 C22 -0.1(5) . . . . ?
C10 C3 C2 C1 -89.5(3) . . . . ?
C10 C3 C2 C11 151.7(2) . . . . ?
C10 C3 C4 C5 1.2(4) . . . . ?
C9 C6 C5 C4 -1.5(4) . . . . ?
C5 C6 C9 C10 0.3(4) . . . . ?
C5 C6 C9 C8 179.5(3) . . . . ?
C20 C21 C22 C23 0.5(5) . . . . ?
C25 N2 C24 O3 11.6(4) . . . . ?
C25 N2 C24 C1 -165.6(2) . . . . ?
C25 N2 C26 N3 -174.3(2) . . . . ?
C25 N2 C26 O1 2.0(4) . . . . ?
C27 N3 C28 O2 -5.3(4) . . . . ?
C27 N3 C28 C1 169.1(2) . . . . ?
C27 N3 C26 N2 171.0(3) . . . . ?
C27 N3 C26 O1 -5.2(4) . . . . ?
C7 C6 C9 C10 -178.3(3) . . . . ?
C7 C6 C9 C8 1.0(5) . . . . ?
C7 C6 C5 C4 177.1(3) . . . . ?
