#------------------------------------------------------------------------------
#$Date: 2023-05-06 13:46:33 +0300 (Sat, 06 May 2023) $
#$Revision: 283586 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/27/2022726.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_2022726
loop_
_publ_author_name
'Meenatchi, C. Selva'
'Vishnupriya, R.'
'Suresh, J.'
'Rubina, S. Raja'
'Selvanayagam, S.'
'Bhandari, S. R.'
_publ_section_title
;
 Crystal structures of
 (12E)-12-(4-benzyl-idene)-7,7,16-trimethyl-3-(4-methyl-phen-yl)-1-oxa-16-aza-tetra-cyclo-[11.2.1.0<sup>2,11</sup>.0<sup>4,9</sup>]hexa-deca-2(11),4(9)-dien-5-one
 and
 (12E)-12-(4-bromo-benzyl-idene)-73-(4-bromo-phen-yl)-,7,16-trimethyl-10-oxa-16-aza-tetra-cyclo-[11.2.1.0<sup>2,11</sup>.0<sup>4,9</sup>]hexa-deca-2(11),4(9)-dien-5-one.
;
_journal_coeditor_code           ZN2026
_journal_issue                   'Pt 4'
_journal_name_full
'Acta crystallographica. Section E, Crystallographic communications'
_journal_page_first              392
_journal_page_last               396
_journal_paper_doi               10.1107/S205698902300275X
_journal_volume                  79
_journal_year                    2023
_chemical_formula_iupac          'C30 H29 Br2 N O2'
_chemical_formula_moiety         'C30 H29 Br2 N O2'
_chemical_formula_sum            'C30 H29 Br2 N O2'
_chemical_formula_weight         595.36
_chemical_name_systematic
(12E)-12-(4-Bromobenzylidene)-73-(4-bromophenyl)-,7,16-trimethyl-10-oxa-16-azatetracyclo[11.2.1.0^2,11^.0^4,9^]hexadeca-2(11),4(9)-dien-5-one
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 96.312(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.051(3)
_cell_length_b                   9.7793(17)
_cell_length_c                   17.005(3)
_cell_measurement_reflns_used    102112
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.5
_cell_volume                     2653.1(8)
_computing_cell_refinement
;
SAINT (Bruker, 2009)
;
_computing_data_collection
;
APEX2 (Bruker, 2009)
;
_computing_data_reduction
;
SAINT (Bruker, 2009)
;
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 2012) and PLATON (Spek, 2020)
;
_computing_publication_material
;
SHELXL2018/3 (Sheldrick, 2015b) and PLATON (Spek, 2020)
;
_computing_structure_refinement
;
SHELXL2018/3 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2018/2 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0908
_diffrn_reflns_av_unetI/netI     0.0325
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            133143
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.276
_diffrn_reflns_theta_min         3.332
_exptl_absorpt_coefficient_mu    3.083
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.491
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1208
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.535
_refine_diff_density_min         -0.712
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         6556
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.093
_refine_ls_R_factor_all          0.0747
_refine_ls_R_factor_gt           0.0496
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0695P)²+2.2350P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1221
_refine_ls_wR_factor_ref         0.1407
_reflns_number_gt                4933
_reflns_number_total             6556
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            zn2026sup1.cif
_cod_data_source_block           II
_cod_depositor_comments
'Adding full bibliography for 2022725--2022726.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2022726
_cod_database_fobs_code          2022726
_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+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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 1.13657(3) 1.48892(4) -0.08618(3) 0.07424(18) Uani d 1 . .
Br Br2 0.33512(2) 0.92555(5) 0.21664(2) 0.05914(15) Uani d 1 . .
O O1 0.74355(12) 0.8697(2) -0.04204(11) 0.0324(4) Uani d 1 . .
O O2 0.60743(18) 0.5052(3) 0.07177(15) 0.0552(7) Uani d 1 . .
N N1 0.77700(15) 1.1142(3) 0.15803(14) 0.0350(5) Uani d 1 . .
C C1 0.75767(19) 0.9713(3) 0.17268(16) 0.0349(6) Uani d 1 . .
H H1 0.715499 0.963908 0.209986 0.042 Uiso calc 1 . .
C C2 0.8429(2) 0.9194(4) 0.21006(17) 0.0429(7) Uani d 1 . .
H H2A 0.848064 0.821331 0.203353 0.052 Uiso calc 1 . .
H H2B 0.851861 0.941265 0.265987 0.052 Uiso calc 1 . .
C C3 0.90510(19) 0.9981(3) 0.16300(17) 0.0367(6) Uani d 1 . .
H H3A 0.947246 1.044848 0.198476 0.044 Uiso calc 1 . .
H H3B 0.932793 0.936504 0.129481 0.044 Uiso calc 1 . .
C C4 0.84906(17) 1.1019(3) 0.11262(16) 0.0299(6) Uani d 1 . .
H H4 0.877685 1.190003 0.109710 0.036 Uiso calc 1 . .
C C5 0.82292(16) 1.0451(3) 0.03006(16) 0.0278(5) Uani d 1 . .
C C6 0.76206(16) 0.9339(3) 0.03146(15) 0.0277(5) Uani d 1 . .
C C7 0.73047(16) 0.8929(3) 0.09691(15) 0.0280(5) Uani d 1 . .
C C8 0.85228(18) 1.0867(3) -0.03686(16) 0.0319(6) Uani d 1 . .
H H8 0.827454 1.047826 -0.083593 0.038 Uiso calc 1 . .
C C9 0.91934(18) 1.1868(3) -0.04467(17) 0.0327(6) Uani d 1 . .
C C10 0.9139(2) 1.2727(4) -0.11047(19) 0.0451(8) Uani d 1 . .
H H10 0.866585 1.268859 -0.147241 0.054 Uiso calc 1 . .
C C11 0.9776(2) 1.3637(4) -0.1222(2) 0.0529(9) Uani d 1 . .
H H11 0.972788 1.420918 -0.166140 0.064 Uiso calc 1 . .
C C12 1.0477(2) 1.3684(3) -0.0684(2) 0.0443(8) Uani d 1 . .
C C13 1.05595(19) 1.2852(3) -0.0033(2) 0.0445(7) Uani d 1 . .
H H13 1.103820 1.289674 0.032729 0.053 Uiso calc 1 . .
C C14 0.99204(18) 1.1939(3) 0.00834(18) 0.0385(7) Uani d 1 . .
H H14 0.997839 1.136580 0.052242 0.046 Uiso calc 1 . .
C C15 0.69997(16) 0.7497(3) -0.04300(15) 0.0280(5) Uani d 1 . .
C C16 0.69721(19) 0.6819(3) -0.12194(16) 0.0370(7) Uani d 1 . .
H H16A 0.749908 0.634979 -0.125406 0.044 Uiso calc 1 . .
H H16B 0.691302 0.751430 -0.162876 0.044 Uiso calc 1 . .
C C17 0.6257(2) 0.5797(3) -0.13722(18) 0.0415(7) Uani d 1 . .
C C18 0.6246(3) 0.4881(4) -0.0646(2) 0.0509(9) Uani d 1 . .
H H18A 0.573307 0.434798 -0.070523 0.061 Uiso calc 1 . .
H H18B 0.671080 0.424447 -0.063439 0.061 Uiso calc 1 . .
C C19 0.63029(19) 0.5615(3) 0.01397(18) 0.0367(6) Uani d 1 . .
C C20 0.66752(16) 0.6980(3) 0.01977(16) 0.0283(5) Uani d 1 . .
C C21 0.67489(16) 0.7691(3) 0.09920(15) 0.0274(5) Uani d 1 . .
H H21 0.702592 0.705638 0.138323 0.033 Uiso calc 1 . .
C C22 0.59016(16) 0.8069(3) 0.12632(15) 0.0276(5) Uani d 1 . .
C C23 0.57771(17) 0.7910(3) 0.20543(16) 0.0332(6) Uani d 1 . .
H H23 0.620545 0.755204 0.240721 0.040 Uiso calc 1 . .
C C24 0.50238(18) 0.8278(3) 0.23264(17) 0.0363(6) Uani d 1 . .
H H24 0.494637 0.817617 0.285727 0.044 Uiso calc 1 . .
C C25 0.43931(17) 0.8796(3) 0.17940(18) 0.0354(6) Uani d 1 . .
C C26 0.44916(19) 0.8963(4) 0.10059(18) 0.0412(7) Uani d 1 . .
H H26 0.405744 0.930913 0.065491 0.049 Uiso calc 1 . .
C C27 0.52543(19) 0.8603(3) 0.07442(17) 0.0382(7) Uani d 1 . .
H H27 0.533120 0.872186 0.021438 0.046 Uiso calc 1 . .
C C28 0.7072(2) 1.1975(4) 0.1221(2) 0.0519(9) Uani d 1 . .
H H28A 0.726219 1.289261 0.114943 0.078 Uiso calc 1 . .
H H28B 0.686260 1.159519 0.071727 0.078 Uiso calc 1 . .
H H28C 0.663230 1.198414 0.156123 0.078 Uiso calc 1 . .
C C29 0.6372(3) 0.4933(4) -0.2101(2) 0.0601(11) Uani d 1 . .
H H29A 0.591792 0.429284 -0.219197 0.090 Uiso calc 1 . .
H H29B 0.637705 0.551816 -0.255393 0.090 Uiso calc 1 . .
H H29C 0.689284 0.444488 -0.201590 0.090 Uiso calc 1 . .
C C30 0.5420(2) 0.6584(5) -0.1527(2) 0.0626(11) Uani d 1 . .
H H30A 0.496677 0.594438 -0.162336 0.094 Uiso calc 1 . .
H H30B 0.533914 0.713077 -0.107253 0.094 Uiso calc 1 . .
H H30C 0.543537 0.716471 -0.197980 0.094 Uiso calc 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
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'
Br Br -0.2901 2.4595 '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
C15 O1 C6 . . 117.0(2) ?
C1 N1 C4 . . 101.9(2) ?
C1 N1 C28 . . 115.9(3) ?
C4 N1 C28 . . 116.0(3) ?
N1 C1 C7 . . 112.6(2) ?
N1 C1 C2 . . 101.0(2) ?
C7 C1 C2 . . 110.1(3) ?
N1 C1 H1 . . 110.9 ?
C7 C1 H1 . . 110.9 ?
C2 C1 H1 . . 110.9 ?
C1 C2 C3 . . 102.6(2) ?
C1 C2 H2A . . 111.3 ?
C3 C2 H2A . . 111.3 ?
C1 C2 H2B . . 111.3 ?
C3 C2 H2B . . 111.3 ?
H2A C2 H2B . . 109.2 ?
C4 C3 C2 . . 104.1(2) ?
C4 C3 H3A . . 110.9 ?
C2 C3 H3A . . 110.9 ?
C4 C3 H3B . . 110.9 ?
C2 C3 H3B . . 110.9 ?
H3A C3 H3B . . 109.0 ?
N1 C4 C5 . . 111.2(2) ?
N1 C4 C3 . . 101.9(2) ?
C5 C4 C3 . . 110.7(2) ?
N1 C4 H4 . . 110.9 ?
C5 C4 H4 . . 110.9 ?
C3 C4 H4 . . 110.9 ?
C8 C5 C6 . . 122.4(2) ?
C8 C5 C4 . . 125.7(2) ?
C6 C5 C4 . . 111.9(2) ?
C7 C6 O1 . . 123.1(2) ?
C7 C6 C5 . . 123.5(2) ?
O1 C6 C5 . . 113.2(2) ?
C6 C7 C21 . . 122.9(2) ?
C6 C7 C1 . . 117.0(2) ?
C21 C7 C1 . . 119.9(2) ?
C5 C8 C9 . . 127.3(3) ?
C5 C8 H8 . . 116.3 ?
C9 C8 H8 . . 116.3 ?
C10 C9 C14 . . 117.5(3) ?
C10 C9 C8 . . 119.4(3) ?
C14 C9 C8 . . 122.9(3) ?
C11 C10 C9 . . 121.4(3) ?
C11 C10 H10 . . 119.3 ?
C9 C10 H10 . . 119.3 ?
C12 C11 C10 . . 119.4(3) ?
C12 C11 H11 . . 120.3 ?
C10 C11 H11 . . 120.3 ?
C13 C12 C11 . . 121.2(3) ?
C13 C12 Br1 . . 119.4(2) ?
C11 C12 Br1 . . 119.4(3) ?
C12 C13 C14 . . 119.4(3) ?
C12 C13 H13 . . 120.3 ?
C14 C13 H13 . . 120.3 ?
C13 C14 C9 . . 121.1(3) ?
C13 C14 H14 . . 119.4 ?
C9 C14 H14 . . 119.4 ?
C20 C15 O1 . . 124.0(2) ?
C20 C15 C16 . . 125.0(2) ?
O1 C15 C16 . . 110.9(2) ?
C15 C16 C17 . . 113.1(2) ?
C15 C16 H16A . . 109.0 ?
C17 C16 H16A . . 109.0 ?
C15 C16 H16B . . 109.0 ?
C17 C16 H16B . . 109.0 ?
H16A C16 H16B . . 107.8 ?
C16 C17 C29 . . 110.2(3) ?
C16 C17 C18 . . 108.8(3) ?
C29 C17 C18 . . 110.2(3) ?
C16 C17 C30 . . 109.1(3) ?
C29 C17 C30 . . 108.5(3) ?
C18 C17 C30 . . 110.1(3) ?
C19 C18 C17 . . 115.5(3) ?
C19 C18 H18A . . 108.4 ?
C17 C18 H18A . . 108.4 ?
C19 C18 H18B . . 108.4 ?
C17 C18 H18B . . 108.4 ?
H18A C18 H18B . . 107.5 ?
O2 C19 C20 . . 121.0(3) ?
O2 C19 C18 . . 120.3(3) ?
C20 C19 C18 . . 118.6(3) ?
C15 C20 C19 . . 118.9(2) ?
C15 C20 C21 . . 122.7(2) ?
C19 C20 C21 . . 118.1(2) ?
C7 C21 C20 . . 109.6(2) ?
C7 C21 C22 . . 111.3(2) ?
C20 C21 C22 . . 113.3(2) ?
C7 C21 H21 . . 107.5 ?
C20 C21 H21 . . 107.5 ?
C22 C21 H21 . . 107.5 ?
C27 C22 C23 . . 118.7(3) ?
C27 C22 C21 . . 121.8(2) ?
C23 C22 C21 . . 119.5(2) ?
C24 C23 C22 . . 121.1(3) ?
C24 C23 H23 . . 119.4 ?
C22 C23 H23 . . 119.4 ?
C25 C24 C23 . . 118.7(3) ?
C25 C24 H24 . . 120.7 ?
C23 C24 H24 . . 120.7 ?
C26 C25 C24 . . 121.9(3) ?
C26 C25 Br2 . . 119.6(2) ?
C24 C25 Br2 . . 118.4(2) ?
C25 C26 C27 . . 118.7(3) ?
C25 C26 H26 . . 120.7 ?
C27 C26 H26 . . 120.7 ?
C22 C27 C26 . . 121.0(3) ?
C22 C27 H27 . . 119.5 ?
C26 C27 H27 . . 119.5 ?
N1 C28 H28A . . 109.5 ?
N1 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
N1 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C17 C29 H29A . . 109.5 ?
C17 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
C17 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
C17 C30 H30A . . 109.5 ?
C17 C30 H30B . . 109.5 ?
H30A C30 H30B . . 109.5 ?
C17 C30 H30C . . 109.5 ?
H30A C30 H30C . . 109.5 ?
H30B C30 H30C . . 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 C12 . 1.899(3) ?
Br2 C25 . 1.906(3) ?
O1 C15 . 1.365(3) ?
O1 C6 . 1.401(3) ?
O2 C19 . 1.218(4) ?
N1 C1 . 1.458(4) ?
N1 C4 . 1.464(4) ?
N1 C28 . 1.464(4) ?
C1 C7 . 1.522(4) ?
C1 C2 . 1.531(4) ?
C1 H1 . 0.9800 ?
C2 C3 . 1.550(4) ?
C2 H2A . 0.9700 ?
C2 H2B . 0.9700 ?
C3 C4 . 1.551(4) ?
C3 H3A . 0.9700 ?
C3 H3B . 0.9700 ?
C4 C5 . 1.525(4) ?
C4 H4 . 0.9800 ?
C5 C8 . 1.342(4) ?
C5 C6 . 1.464(4) ?
C6 C7 . 1.335(4) ?
C7 C21 . 1.507(4) ?
C8 C9 . 1.472(4) ?
C8 H8 . 0.9300 ?
C9 C10 . 1.394(4) ?
C9 C14 . 1.396(4) ?
C10 C11 . 1.386(4) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.371(5) ?
C11 H11 . 0.9300 ?
C12 C13 . 1.368(5) ?
C13 C14 . 1.391(4) ?
C13 H13 . 0.9300 ?
C14 H14 . 0.9300 ?
C15 C20 . 1.338(4) ?
C15 C16 . 1.493(4) ?
C16 C17 . 1.524(4) ?
C16 H16A . 0.9700 ?
C16 H16B . 0.9700 ?
C17 C29 . 1.528(5) ?
C17 C18 . 1.528(5) ?
C17 C30 . 1.544(5) ?
C18 C19 . 1.510(5) ?
C18 H18A . 0.9700 ?
C18 H18B . 0.9700 ?
C19 C20 . 1.462(4) ?
C20 C21 . 1.512(4) ?
C21 C22 . 1.529(4) ?
C21 H21 . 0.9800 ?
C22 C27 . 1.389(4) ?
C22 C23 . 1.390(4) ?
C23 C24 . 1.389(4) ?
C23 H23 . 0.9300 ?
C24 C25 . 1.378(4) ?
C24 H24 . 0.9300 ?
C25 C26 . 1.376(4) ?
C26 C27 . 1.393(4) ?
C26 H26 . 0.9300 ?
C27 H27 . 0.9300 ?
C28 H28A . 0.9600 ?
C28 H28B . 0.9600 ?
C28 H28C . 0.9600 ?
C29 H29A . 0.9600 ?
C29 H29B . 0.9600 ?
C29 H29C . 0.9600 ?
C30 H30A . 0.9600 ?
C30 H30B . 0.9600 ?
C30 H30C . 0.9600 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C8 H8 O1 . 0.93 2.36 2.742(3) 105 yes
C30 H30A O2 3_665 0.96 2.58 3.306(5) 132 yes
C3 H3B Cg 3_775 0.97 2.84 3.798(3) 169 yes
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
C4 N1 C1 C7 . . . . -63.9(3) ?
C28 N1 C1 C7 . . . . 63.1(3) ?
C4 N1 C1 C2 . . . . 53.6(2) ?
C28 N1 C1 C2 . . . . -179.4(3) ?
N1 C1 C2 C3 . . . . -36.9(3) ?
C7 C1 C2 C3 . . . . 82.4(3) ?
C1 C2 C3 C4 . . . . 8.1(3) ?
C1 N1 C4 C5 . . . . 70.2(3) ?
C28 N1 C4 C5 . . . . -56.7(3) ?
C1 N1 C4 C3 . . . . -47.8(2) ?
C28 N1 C4 C3 . . . . -174.7(2) ?
C2 C3 C4 N1 . . . . 23.3(3) ?
C2 C3 C4 C5 . . . . -95.1(3) ?
N1 C4 C5 C8 . . . . 140.3(3) ?
C3 C4 C5 C8 . . . . -107.1(3) ?
N1 C4 C5 C6 . . . . -41.3(3) ?
C3 C4 C5 C6 . . . . 71.2(3) ?
C15 O1 C6 C7 . . . . -8.7(4) ?
C15 O1 C6 C5 . . . . 168.1(2) ?
C8 C5 C6 C7 . . . . -178.4(3) ?
C4 C5 C6 C7 . . . . 3.2(4) ?
C8 C5 C6 O1 . . . . 4.8(4) ?
C4 C5 C6 O1 . . . . -173.6(2) ?
O1 C6 C7 C21 . . . . 3.0(4) ?
C5 C6 C7 C21 . . . . -173.5(2) ?
O1 C6 C7 C1 . . . . 178.9(2) ?
C5 C6 C7 C1 . . . . 2.4(4) ?
N1 C1 C7 C6 . . . . 29.9(4) ?
C2 C1 C7 C6 . . . . -82.1(3) ?
N1 C1 C7 C21 . . . . -154.1(2) ?
C2 C1 C7 C21 . . . . 93.9(3) ?
C6 C5 C8 C9 . . . . -173.3(3) ?
C4 C5 C8 C9 . . . . 4.9(5) ?
C5 C8 C9 C10 . . . . -145.2(3) ?
C5 C8 C9 C14 . . . . 39.5(5) ?
C14 C9 C10 C11 . . . . -1.1(5) ?
C8 C9 C10 C11 . . . . -176.7(3) ?
C9 C10 C11 C12 . . . . 0.6(6) ?
C10 C11 C12 C13 . . . . -0.1(6) ?
C10 C11 C12 Br1 . . . . 178.0(3) ?
C11 C12 C13 C14 . . . . 0.1(5) ?
Br1 C12 C13 C14 . . . . -178.0(2) ?
C12 C13 C14 C9 . . . . -0.7(5) ?
C10 C9 C14 C13 . . . . 1.2(5) ?
C8 C9 C14 C13 . . . . 176.6(3) ?
C6 O1 C15 C20 . . . . 6.7(4) ?
C6 O1 C15 C16 . . . . -170.6(2) ?
C20 C15 C16 C17 . . . . 23.8(4) ?
O1 C15 C16 C17 . . . . -158.9(3) ?
C15 C16 C17 C29 . . . . -168.1(3) ?
C15 C16 C17 C18 . . . . -47.3(4) ?
C15 C16 C17 C30 . . . . 72.8(3) ?
C16 C17 C18 C19 . . . . 47.9(4) ?
C29 C17 C18 C19 . . . . 168.7(3) ?
C30 C17 C18 C19 . . . . -71.6(4) ?
C17 C18 C19 O2 . . . . 159.9(3) ?
C17 C18 C19 C20 . . . . -23.2(5) ?
O1 C15 C20 C19 . . . . -173.2(3) ?
C16 C15 C20 C19 . . . . 3.7(4) ?
O1 C15 C20 C21 . . . . 0.8(4) ?
C16 C15 C20 C21 . . . . 177.8(3) ?
O2 C19 C20 C15 . . . . 172.8(3) ?
C18 C19 C20 C15 . . . . -4.1(4) ?
O2 C19 C20 C21 . . . . -1.5(4) ?
C18 C19 C20 C21 . . . . -178.5(3) ?
C6 C7 C21 C20 . . . . 4.1(4) ?
C1 C7 C21 C20 . . . . -171.7(2) ?
C6 C7 C21 C22 . . . . -122.0(3) ?
C1 C7 C21 C22 . . . . 62.2(3) ?
C15 C20 C21 C7 . . . . -6.0(4) ?
C19 C20 C21 C7 . . . . 168.1(2) ?
C15 C20 C21 C22 . . . . 118.9(3) ?
C19 C20 C21 C22 . . . . -67.0(3) ?
C7 C21 C22 C27 . . . . 82.3(3) ?
C20 C21 C22 C27 . . . . -41.7(4) ?
C7 C21 C22 C23 . . . . -96.0(3) ?
C20 C21 C22 C23 . . . . 140.0(3) ?
C27 C22 C23 C24 . . . . -0.1(4) ?
C21 C22 C23 C24 . . . . 178.2(3) ?
C22 C23 C24 C25 . . . . 0.5(5) ?
C23 C24 C25 C26 . . . . -0.3(5) ?
C23 C24 C25 Br2 . . . . 178.4(2) ?
C24 C25 C26 C27 . . . . -0.4(5) ?
Br2 C25 C26 C27 . . . . -179.1(3) ?
C23 C22 C27 C26 . . . . -0.6(5) ?
C21 C22 C27 C26 . . . . -178.9(3) ?
C25 C26 C27 C22 . . . . 0.8(5) ?
