#------------------------------------------------------------------------------
#$Date: 2022-02-04 21:56:07 +0200 (Fri, 04 Feb 2022) $
#$Revision: 272732 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/10/7061088.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_7061088
loop_
_publ_author_name
'Wang, Rui'
'Zhang, Wei'
'Tang, Ying'
'Qi, Ze-Hui'
'Yu, Yuan-Hui'
'Tan, Hong-Bo'
'Tang, Dian-Yong'
'Xu, Zhi-Gang'
'Chen, Zhong-Zhu'
_publ_section_title
;
 A four-component domino reaction for the synthesis of novel bridgehead
 nitrogen-containing pyrido[1,2-d][1,4]diazepines
;
_journal_issue                   2
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              592
_journal_page_last               598
_journal_paper_doi               10.1039/D1NJ04233E
_journal_volume                  46
_journal_year                    2022
_chemical_formula_sum            'C24 H27 Br N2 O6'
_chemical_formula_weight         519.38
_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   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2021-07-26 deposited with the CCDC.	2021-11-26 downloaded from the CCDC.
;
_cell_angle_alpha                105.831(2)
_cell_angle_beta                 108.602(2)
_cell_angle_gamma                98.017(2)
_cell_formula_units_Z            2
_cell_length_a                   10.1274(13)
_cell_length_b                   10.9703(14)
_cell_length_c                   11.7010(15)
_cell_measurement_reflns_used    3666
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.54
_cell_measurement_theta_min      2.57
_cell_volume                     1148.2(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0124
_diffrn_reflns_av_unetI/netI     0.0229
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6423
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.995
_diffrn_reflns_theta_min         2.986
_exptl_absorpt_coefficient_mu    1.834
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_diffrn    1.502
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             536
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.190
_refine_diff_density_max         0.222
_refine_diff_density_min         -0.351
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     302
_refine_ls_number_reflns         4470
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0378
_refine_ls_R_factor_gt           0.0293
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0439P)²+0.2714P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0766
_refine_ls_wR_factor_ref         0.0803
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3760
_reflns_number_total             4470
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1nj04233e2.cif
_cod_data_source_block           1
_cod_depositor_comments
'Adding full bibliography for 7061088--7061090.cif.'
_cod_database_code               7061088
_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, -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 0.18263(3) -0.06747(2) 0.33334(2) 0.05923(10) Uani 1 1 d . . . . .
O002 O 0.24051(13) 0.27105(15) 0.11791(12) 0.0448(3) Uani 1 1 d . . . . .
O4 O 0.76183(14) 0.39839(15) 0.61640(12) 0.0448(3) Uani 1 1 d . . . . .
O1 O 1.14763(15) 0.86397(15) 0.85252(13) 0.0496(4) Uani 1 1 d . . . . .
O2 O 1.18423(16) 0.86031(15) 0.67258(14) 0.0521(4) Uani 1 1 d . . . . .
O3 O 0.32343(15) 0.29716(17) -0.02995(12) 0.0541(4) Uani 1 1 d . . . . .
N1 N 0.73979(15) 0.43608(14) 0.27438(13) 0.0280(3) Uani 1 1 d . . . . .
O5 O 0.65161(16) 0.35656(16) 0.77351(12) 0.0528(4) Uani 1 1 d . . . . .
H5 H 0.7148 0.3870 0.7520 0.079 Uiso 1 1 calc R U . . .
N2 N 0.96086(18) 0.71090(16) 0.45082(15) 0.0425(4) Uani 1 1 d . . . . .
H2 H 1.0437 0.7657 0.4845 0.051 Uiso 1 1 calc R U . . .
C17 C 0.49678(18) 0.32597(16) 0.30288(15) 0.0279(3) Uani 1 1 d . . . . .
H17 H 0.4136 0.2847 0.3087 0.034 Uiso 1 1 calc R U . . .
C21 C 0.43386(19) 0.14113(17) 0.44561(16) 0.0316(4) Uani 1 1 d . . . . .
H21 H 0.4321 0.1211 0.3625 0.038 Uiso 1 1 calc R U . . .
C11 C 0.61604(18) 0.39465(16) 0.17311(15) 0.0279(3) Uani 1 1 d . . . . .
C9 C 0.74662(17) 0.45633(16) 0.40615(15) 0.0261(3) Uani 1 1 d . . . . .
H9 H 0.8357 0.4380 0.4543 0.031 Uiso 1 1 calc R U . . .
C18 C 0.62145(17) 0.36383(16) 0.40561(15) 0.0270(3) Uani 1 1 d . . . . .
C14 C 0.34796(19) 0.30478(17) 0.08000(16) 0.0328(4) Uani 1 1 d . . . . .
C5 C 0.89570(19) 0.69200(17) 0.53054(17) 0.0321(4) Uani 1 1 d . . . . .
C13 C 0.48791(17) 0.34690(16) 0.18599(15) 0.0275(3) Uani 1 1 d . . . . .
C20 C 0.54102(18) 0.24518(17) 0.54445(16) 0.0296(4) Uani 1 1 d . . . . .
C19 C 0.64614(18) 0.33639(17) 0.52423(15) 0.0304(4) Uani 1 1 d . . . . .
C10 C 0.74940(18) 0.59967(17) 0.47274(17) 0.0315(4) Uani 1 1 d . . . . .
H10A H 0.6859 0.6296 0.4106 0.038 Uiso 1 1 calc R U . . .
H10B H 0.7117 0.6027 0.5397 0.038 Uiso 1 1 calc R U . . .
C4 C 0.9596(2) 0.74888(18) 0.65993(17) 0.0365(4) Uani 1 1 d . . . . .
H4 H 0.9070 0.7355 0.7096 0.044 Uiso 1 1 calc R U . . .
C22 C 0.3308(2) 0.06792(18) 0.47000(18) 0.0366(4) Uani 1 1 d . . . . .
C25 C 0.5475(2) 0.26469(19) 0.67070(17) 0.0361(4) Uani 1 1 d . . . . .
C8 C 0.87536(19) 0.49944(19) 0.27065(17) 0.0349(4) Uani 1 1 d . . . . .
H8A H 0.8728 0.4669 0.1839 0.042 Uiso 1 1 calc R U . . .
H8B H 0.9542 0.4757 0.3256 0.042 Uiso 1 1 calc R U . . .
C3 C 1.1034(2) 0.82819(18) 0.72318(18) 0.0385(4) Uani 1 1 d . . . . .
C7 C 0.9037(2) 0.64707(19) 0.31324(17) 0.0398(4) Uani 1 1 d . . . . .
H7A H 0.9709 0.6802 0.2790 0.048 Uiso 1 1 calc R U . . .
H7B H 0.8144 0.6703 0.2769 0.048 Uiso 1 1 calc R U . . .
C23 C 0.3333(2) 0.0919(2) 0.5929(2) 0.0447(5) Uani 1 1 d . . . . .
H23 H 0.2622 0.0430 0.6082 0.054 Uiso 1 1 calc R U . . .
C12 C 0.6238(2) 0.3968(2) 0.04807(17) 0.0431(5) Uani 1 1 d . . . . .
H12A H 0.6606 0.4852 0.0551 0.065 Uiso 1 1 calc R U . . .
H12B H 0.5294 0.3625 -0.0178 0.065 Uiso 1 1 calc R U . . .
H12C H 0.6865 0.3443 0.0268 0.065 Uiso 1 1 calc R U . . .
C24 C 0.4423(2) 0.1887(2) 0.69195(19) 0.0456(5) Uani 1 1 d . . . . .
H24 H 0.4459 0.2039 0.7752 0.055 Uiso 1 1 calc R U . . .
C2 C 1.2939(2) 0.9397(2) 0.9250(2) 0.0526(5) Uani 1 1 d . . . . .
H2A H 1.3085 1.0217 0.9089 0.063 Uiso 1 1 calc R U . . .
H2B H 1.3602 0.8918 0.9012 0.063 Uiso 1 1 calc R U . . .
C15 C 0.0965(2) 0.2268(2) 0.0203(2) 0.0515(5) Uani 1 1 d . . . . .
H15A H 0.0355 0.1688 0.0427 0.062 Uiso 1 1 calc R U . . .
H15B H 0.0996 0.1785 -0.0613 0.062 Uiso 1 1 calc R U . . .
C1 C 1.3185(3) 0.9644(2) 1.0634(2) 0.0604(6) Uani 1 1 d . . . . .
H1A H 1.3031 0.8825 1.0778 0.091 Uiso 1 1 calc R U . . .
H1B H 1.2526 1.0122 1.0857 0.091 Uiso 1 1 calc R U . . .
H1C H 1.4154 1.0144 1.1154 0.091 Uiso 1 1 calc R U . . .
C16 C 0.0357(3) 0.3405(3) 0.0087(3) 0.0725(8) Uani 1 1 d . . . . .
H16A H -0.0625 0.3098 -0.0503 0.109 Uiso 1 1 calc R U . . .
H16B H 0.0905 0.3930 -0.0221 0.109 Uiso 1 1 calc R U . . .
H16C H 0.0399 0.3921 0.0911 0.109 Uiso 1 1 calc R U . . .
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
C14 O002 C15 116.33(14) . . ?
C3 O1 C2 116.44(15) . . ?
C11 N1 C8 122.57(14) . . ?
C11 N1 C9 122.81(13) . . ?
C8 N1 C9 112.57(13) . . ?
C25 O5 H5 109.5 . . ?
C5 N2 C7 125.66(16) . . ?
C5 N2 H2 117.2 . . ?
C7 N2 H2 117.2 . . ?
C18 C17 C13 122.44(15) . . ?
C18 C17 H17 118.8 . . ?
C13 C17 H17 118.8 . . ?
C22 C21 C20 120.65(16) . . ?
C22 C21 H21 119.7 . . ?
C20 C21 H21 119.7 . . ?
N1 C11 C13 119.90(14) . . ?
N1 C11 C12 116.91(15) . . ?
C13 C11 C12 123.13(16) . . ?
N1 C9 C18 110.49(13) . . ?
N1 C9 C10 110.49(13) . . ?
C18 C9 C10 110.65(13) . . ?
N1 C9 H9 108.4 . . ?
C18 C9 H9 108.4 . . ?
C10 C9 H9 108.4 . . ?
C17 C18 C19 127.15(15) . . ?
C17 C18 C9 118.00(14) . . ?
C19 C18 C9 114.52(14) . . ?
O3 C14 O002 120.66(16) . . ?
O3 C14 C13 127.83(16) . . ?
O002 C14 C13 111.51(14) . . ?
N2 C5 C4 122.62(17) . . ?
N2 C5 C10 117.76(16) . . ?
C4 C5 C10 119.57(16) . . ?
C11 C13 C17 118.17(15) . . ?
C11 C13 C14 122.59(14) . . ?
C17 C13 C14 118.90(15) . . ?
C21 C20 C25 117.74(16) . . ?
C21 C20 C19 123.86(14) . . ?
C25 C20 C19 118.39(15) . . ?
O4 C19 C18 117.39(15) . . ?
O4 C19 C20 118.39(14) . . ?
C18 C19 C20 124.16(14) . . ?
C5 C10 C9 114.30(14) . . ?
C5 C10 H10A 108.7 . . ?
C9 C10 H10A 108.7 . . ?
C5 C10 H10B 108.7 . . ?
C9 C10 H10B 108.7 . . ?
H10A C10 H10B 107.6 . . ?
C5 C4 C3 123.11(17) . . ?
C5 C4 H4 118.4 . . ?
C3 C4 H4 118.4 . . ?
C21 C22 C23 121.20(17) . . ?
C21 C22 Br1 119.68(14) . . ?
C23 C22 Br1 119.12(14) . . ?
O5 C25 C24 117.49(16) . . ?
O5 C25 C20 122.62(16) . . ?
C24 C25 C20 119.88(17) . . ?
N1 C8 C7 113.02(14) . . ?
N1 C8 H8A 109.0 . . ?
C7 C8 H8A 109.0 . . ?
N1 C8 H8B 109.0 . . ?
C7 C8 H8B 109.0 . . ?
H8A C8 H8B 107.8 . . ?
O2 C3 O1 120.94(18) . . ?
O2 C3 C4 126.77(18) . . ?
O1 C3 C4 112.26(16) . . ?
N2 C7 C8 114.19(15) . . ?
N2 C7 H7A 108.7 . . ?
C8 C7 H7A 108.7 . . ?
N2 C7 H7B 108.7 . . ?
C8 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
C24 C23 C22 118.90(17) . . ?
C24 C23 H23 120.5 . . ?
C22 C23 H23 120.5 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C23 C24 C25 121.38(17) . . ?
C23 C24 H24 119.3 . . ?
C25 C24 H24 119.3 . . ?
O1 C2 C1 106.69(17) . . ?
O1 C2 H2A 110.4 . . ?
C1 C2 H2A 110.4 . . ?
O1 C2 H2B 110.4 . . ?
C1 C2 H2B 110.4 . . ?
H2A C2 H2B 108.6 . . ?
O002 C15 C16 110.2(2) . . ?
O002 C15 H15A 109.6 . . ?
C16 C15 H15A 109.6 . . ?
O002 C15 H15B 109.6 . . ?
C16 C15 H15B 109.6 . . ?
H15A C15 H15B 108.1 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
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 . . ?
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 C22 1.8885(19) . ?
O002 C14 1.343(2) . ?
O002 C15 1.451(2) . ?
O4 C19 1.253(2) . ?
O1 C3 1.356(2) . ?
O1 C2 1.441(2) . ?
O2 C3 1.220(2) . ?
O3 C14 1.206(2) . ?
N1 C11 1.335(2) . ?
N1 C8 1.469(2) . ?
N1 C9 1.474(2) . ?
O5 C25 1.344(2) . ?
O5 H5 0.8200 . ?
N2 C5 1.345(2) . ?
N2 C7 1.447(2) . ?
N2 H2 0.8600 . ?
C17 C18 1.351(2) . ?
C17 C13 1.425(2) . ?
C17 H17 0.9300 . ?
C21 C22 1.377(2) . ?
C21 C20 1.397(2) . ?
C21 H21 0.9300 . ?
C11 C13 1.400(2) . ?
C11 C12 1.497(2) . ?
C9 C18 1.506(2) . ?
C9 C10 1.545(2) . ?
C9 H9 0.9800 . ?
C18 C19 1.452(2) . ?
C14 C13 1.464(2) . ?
C5 C4 1.359(3) . ?
C5 C10 1.499(2) . ?
C20 C25 1.412(2) . ?
C20 C19 1.478(2) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C4 C3 1.426(3) . ?
C4 H4 0.9300 . ?
C22 C23 1.381(3) . ?
C25 C24 1.388(3) . ?
C8 C7 1.514(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C23 C24 1.369(3) . ?
C23 H23 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C24 H24 0.9300 . ?
C2 C1 1.498(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C15 C16 1.484(4) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O5 H5 O4 0.82 1.83 2.5422(18) 145.1 .
N2 H2 O2 0.86 2.07 2.727(2) 132.6 .
C7 H7A Br1 0.97 3.03 3.8145(18) 138.9 1_665
C23 H23 O2 0.93 2.44 3.274(2) 148.8 1_445
C12 H12A O3 0.96 2.47 3.400(3) 162.1 2_665
C12 H12B O3 0.96 2.06 2.836(2) 137.2 .
C15 H15A O1 0.97 2.56 3.434(3) 149.2 2_666
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 N1 C11 C13 -173.65(16) . . . . ?
C9 N1 C11 C13 -11.1(2) . . . . ?
C8 N1 C11 C12 8.9(2) . . . . ?
C9 N1 C11 C12 171.45(16) . . . . ?
C11 N1 C9 C18 30.0(2) . . . . ?
C8 N1 C9 C18 -165.90(14) . . . . ?
C11 N1 C9 C10 -92.78(18) . . . . ?
C8 N1 C9 C10 71.32(17) . . . . ?
C13 C17 C18 C19 -173.41(16) . . . . ?
C13 C17 C18 C9 13.6(2) . . . . ?
N1 C9 C18 C17 -30.3(2) . . . . ?
C10 C9 C18 C17 92.42(18) . . . . ?
N1 C9 C18 C19 155.85(14) . . . . ?
C10 C9 C18 C19 -81.46(18) . . . . ?
C15 O002 C14 O3 -0.4(3) . . . . ?
C15 O002 C14 C13 -179.66(17) . . . . ?
C7 N2 C5 C4 175.64(18) . . . . ?
C7 N2 C5 C10 -1.7(3) . . . . ?
N1 C11 C13 C17 -9.2(2) . . . . ?
C12 C11 C13 C17 168.07(16) . . . . ?
N1 C11 C13 C14 177.56(16) . . . . ?
C12 C11 C13 C14 -5.2(3) . . . . ?
C18 C17 C13 C11 7.5(3) . . . . ?
C18 C17 C13 C14 -178.97(16) . . . . ?
O3 C14 C13 C11 4.8(3) . . . . ?
O002 C14 C13 C11 -175.97(16) . . . . ?
O3 C14 C13 C17 -168.37(19) . . . . ?
O002 C14 C13 C17 10.8(2) . . . . ?
C22 C21 C20 C25 5.6(3) . . . . ?
C22 C21 C20 C19 -173.56(17) . . . . ?
C17 C18 C19 O4 -167.98(18) . . . . ?
C9 C18 C19 O4 5.2(2) . . . . ?
C17 C18 C19 C20 9.0(3) . . . . ?
C9 C18 C19 C20 -177.76(15) . . . . ?
C21 C20 C19 O4 -158.05(17) . . . . ?
C25 C20 C19 O4 22.7(2) . . . . ?
C21 C20 C19 C18 25.0(3) . . . . ?
C25 C20 C19 C18 -154.23(17) . . . . ?
N2 C5 C10 C9 64.3(2) . . . . ?
C4 C5 C10 C9 -113.07(18) . . . . ?
N1 C9 C10 C5 -83.48(17) . . . . ?
C18 C9 C10 C5 153.83(14) . . . . ?
N2 C5 C4 C3 -3.2(3) . . . . ?
C10 C5 C4 C3 174.07(17) . . . . ?
C20 C21 C22 C23 -2.4(3) . . . . ?
C20 C21 C22 Br1 177.37(13) . . . . ?
C21 C20 C25 O5 175.74(17) . . . . ?
C19 C20 C25 O5 -5.0(3) . . . . ?
C21 C20 C25 C24 -5.4(3) . . . . ?
C19 C20 C25 C24 173.91(17) . . . . ?
C11 N1 C8 C7 92.42(19) . . . . ?
C9 N1 C8 C7 -71.71(18) . . . . ?
C2 O1 C3 O2 -0.7(3) . . . . ?
C2 O1 C3 C4 177.38(17) . . . . ?
C5 C4 C3 O2 3.6(3) . . . . ?
C5 C4 C3 O1 -174.29(17) . . . . ?
C5 N2 C7 C8 -60.1(3) . . . . ?
N1 C8 C7 N2 79.9(2) . . . . ?
C21 C22 C23 C24 -1.3(3) . . . . ?
Br1 C22 C23 C24 178.95(16) . . . . ?
C22 C23 C24 C25 1.5(3) . . . . ?
O5 C25 C24 C23 -179.2(2) . . . . ?
C20 C25 C24 C23 1.8(3) . . . . ?
C3 O1 C2 C1 -178.73(18) . . . . ?
C14 O002 C15 C16 -85.8(2) . . . . ?
