#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/13/2221304.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_2221304
loop_
_publ_author_name
'Kılıç, Işın'
'Ağar, Erbil'
'Erşahin, Ferda'
'Işık, Şamil'
_publ_section_title
;
 2-[(4-Bromophenyl)iminomethyl]-3,5-dimethoxyphenol
;
_journal_coeditor_code           BT2917
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o934
_journal_paper_doi               10.1107/S1600536809011416
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C15 H14 Br N O3'
_chemical_formula_moiety         'C15 H14 Br N O3'
_chemical_formula_sum            'C15 H14 Br N O3'
_chemical_formula_weight         336.18
_chemical_name_systematic
;
2-[(4-Bromophenyl)iminomethyl]-3,5-dimethoxyphenol
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                97.177(5)
_cell_angle_beta                 92.796(5)
_cell_angle_gamma                106.214(5)
_cell_formula_units_Z            4
_cell_length_a                   8.2655(5)
_cell_length_b                   9.7305(6)
_cell_length_c                   18.3806(11)
_cell_measurement_reflns_used    26370
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      29.80
_cell_measurement_theta_min      2.20
_cell_volume                     1402.94(15)
_computing_cell_refinement       'X-AREA (Stoe & Cie, 2002)'
_computing_data_collection       'X-AREA (Stoe & Cie, 2002)'
_computing_data_reduction        'X-RED32 (Stoe & Cie, 2002)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean 6.67
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Stoe IPDS-2'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0801
_diffrn_reflns_av_sigmaI/netI    0.0606
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            20096
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.20
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.936
_exptl_absorpt_correction_T_max  0.8393
_exptl_absorpt_correction_T_min  0.4214
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   '(X-RED; Stoe & Cie, 2002)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.592
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.670
_exptl_crystal_size_mid          0.380
_exptl_crystal_size_min          0.090
_refine_diff_density_max         0.609
_refine_diff_density_min         -0.917
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     369
_refine_ls_number_reflns         5514
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.0795
_refine_ls_R_factor_gt           0.0501
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0586P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1021
_refine_ls_wR_factor_ref         0.1124
_reflns_number_gt                3901
_reflns_number_total             5514
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt2917.cif
_cod_data_source_block           I
_cod_database_code               2221304
_cod_database_fobs_code          2221304
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
H H1 0.862(6) 0.544(5) 0.509(3) 0.086(15) Uiso d . 1 . .
H H4 0.128(6) 0.946(5) 0.005(3) 0.079(15) Uiso d . 1 . .
C C1 0.6535(4) 0.6668(4) 0.50157(19) 0.0470(8) Uani d . 1 . .
C C2 0.7277(5) 0.6064(4) 0.4429(2) 0.0542(9) Uani d . 1 . .
C C3 0.6849(5) 0.6161(5) 0.3700(2) 0.0581(10) Uani d . 1 . .
H H3 0.7331 0.5735 0.3321 0.070 Uiso calc R 1 . .
C C4 0.5703(5) 0.6897(4) 0.3547(2) 0.0555(9) Uani d . 1 . .
C C5 0.4951(5) 0.7517(4) 0.4110(2) 0.0581(10) Uani d . 1 . .
H H5 0.4181 0.8014 0.3999 0.070 Uiso calc R 1 . .
C C6 0.5340(5) 0.7397(4) 0.4822(2) 0.0525(9) Uani d . 1 . .
C C7 0.6914(4) 0.6516(4) 0.5757(2) 0.0486(8) Uani d . 1 . .
H H7 0.6351 0.6885 0.6124 0.058 Uiso calc R 1 . .
C C8 0.8394(4) 0.5718(4) 0.66721(19) 0.0460(8) Uani d . 1 . .
C C9 0.8251(4) 0.6672(4) 0.7279(2) 0.0506(9) Uani d . 1 . .
H H9 0.7870 0.7464 0.7210 0.061 Uiso calc R 1 . .
C C10 0.8666(5) 0.6459(4) 0.7981(2) 0.0503(9) Uani d . 1 . .
H H10 0.8573 0.7103 0.8384 0.060 Uiso calc R 1 . .
C C11 0.9221(4) 0.5282(4) 0.80813(19) 0.0480(8) Uani d . 1 . .
C C12 0.9410(4) 0.4343(4) 0.7486(2) 0.0499(9) Uani d . 1 . .
H H12 0.9809 0.3562 0.7558 0.060 Uiso calc R 1 . .
C C13 0.9008(5) 0.4565(4) 0.6792(2) 0.0522(9) Uani d . 1 . .
H H13 0.9145 0.3936 0.6391 0.063 Uiso calc R 1 . .
C C14 0.5657(6) 0.6265(6) 0.2249(2) 0.0751(12) Uani d . 1 . .
H H14A 0.5251 0.6514 0.1800 0.113 Uiso calc R 1 . .
H H14B 0.5140 0.5257 0.2269 0.113 Uiso calc R 1 . .
H H14C 0.6863 0.6451 0.2264 0.113 Uiso calc R 1 . .
C C15 0.3157(6) 0.8384(6) 0.5262(3) 0.0840(16) Uani d . 1 . .
H H15A 0.2800 0.8751 0.5716 0.126 Uiso calc R 1 . .
H H15B 0.2274 0.7562 0.5021 0.126 Uiso calc R 1 . .
H H15C 0.3394 0.9123 0.4949 0.126 Uiso calc R 1 . .
C C16 0.3436(4) 0.8322(4) -0.00258(19) 0.0472(8) Uani d . 1 . .
C C17 0.2508(5) 0.8723(4) -0.0580(2) 0.0493(9) Uani d . 1 . .
C C18 0.2770(5) 0.8456(4) -0.1320(2) 0.0534(9) Uani d . 1 . .
H H18 0.2147 0.8736 -0.1679 0.064 Uiso calc R 1 . .
C C19 0.3969(5) 0.7772(4) -0.1511(2) 0.0525(9) Uani d . 1 . .
C C20 0.4941(5) 0.7381(4) -0.0976(2) 0.0567(10) Uani d . 1 . .
H H20 0.5761 0.6936 -0.1114 0.068 Uiso calc R 1 . .
C C21 0.4692(5) 0.7651(4) -0.0252(2) 0.0506(9) Uani d . 1 . .
C C22 0.3103(5) 0.8518(4) 0.0720(2) 0.0495(9) Uani d . 1 . .
H H22 0.3742 0.8228 0.1069 0.059 Uiso calc R 1 . .
C C23 0.1593(5) 0.9256(4) 0.16780(19) 0.0485(8) Uani d . 1 . .
C C24 0.2798(5) 0.9472(4) 0.2266(2) 0.0543(9) Uani d . 1 . .
H H24 0.3905 0.9508 0.2176 0.065 Uiso calc R 1 . .
C C25 0.2378(5) 0.9636(4) 0.2982(2) 0.0539(9) Uani d . 1 . .
H H25 0.3197 0.9792 0.3372 0.065 Uiso calc R 1 . .
C C26 0.0739(5) 0.9566(4) 0.31126(19) 0.0511(9) Uani d . 1 . .
C C27 -0.0479(5) 0.9373(4) 0.2532(2) 0.0528(9) Uani d . 1 . .
H H27 -0.1583 0.9347 0.2624 0.063 Uiso calc R 1 . .
C C28 -0.0043(5) 0.9220(4) 0.1826(2) 0.0523(9) Uani d . 1 . .
H H28 -0.0860 0.9089 0.1438 0.063 Uiso calc R 1 . .
C C29 0.3267(6) 0.7663(5) -0.2796(2) 0.0694(12) Uani d . 1 . .
H H29A 0.3624 0.7342 -0.3260 0.104 Uiso calc R 1 . .
H H29B 0.3382 0.8680 -0.2755 0.104 Uiso calc R 1 . .
H H29C 0.2106 0.7143 -0.2766 0.104 Uiso calc R 1 . .
C C30 0.6916(6) 0.6705(6) 0.0127(3) 0.0811(15) Uani d . 1 . .
H H30A 0.7415 0.6483 0.0563 0.122 Uiso calc R 1 . .
H H30B 0.7753 0.7407 -0.0083 0.122 Uiso calc R 1 . .
H H30C 0.6499 0.5841 -0.0223 0.122 Uiso calc R 1 . .
Br Br1 0.97872(6) 0.49642(5) 0.90475(2) 0.06820(16) Uani d . 1 . .
Br Br2 0.01410(7) 0.97819(6) 0.40896(2) 0.07682(18) Uani d . 1 . .
N N1 0.8025(4) 0.5876(3) 0.59359(16) 0.0525(8) Uani d . 1 . .
N N2 0.1932(4) 0.9090(3) 0.09355(16) 0.0516(7) Uani d . 1 . .
O O1 0.8425(4) 0.5365(4) 0.45644(17) 0.0749(9) Uani d . 1 . .
O O2 0.5240(4) 0.7113(3) 0.28614(15) 0.0706(8) Uani d . 1 . .
O O3 0.4661(4) 0.7956(4) 0.54100(15) 0.0725(9) Uani d . 1 . .
O O4 0.1272(4) 0.9326(3) -0.04128(16) 0.0646(8) Uani d . 1 . .
O O5 0.4290(4) 0.7403(3) -0.22137(15) 0.0656(7) Uani d . 1 . .
O O6 0.5547(3) 0.7280(3) 0.03109(15) 0.0675(8) Uani d . 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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 C1 C7 . . 121.9(3) ?
C2 C1 C6 . . 116.4(3) ?
C7 C1 C6 . . 121.7(3) ?
O1 C2 C3 . . 118.0(3) ?
O1 C2 C1 . . 120.2(3) ?
C3 C2 C1 . . 121.8(3) ?
C4 C3 C2 . . 119.2(4) ?
C4 C3 H3 . . 120.4 ?
C2 C3 H3 . . 120.4 ?
O2 C4 C3 . . 124.5(4) ?
O2 C4 C5 . . 114.7(3) ?
C3 C4 C5 . . 120.8(3) ?
C6 C5 C4 . . 120.2(3) ?
C6 C5 H5 . . 119.9 ?
C4 C5 H5 . . 119.9 ?
C5 C6 O3 . . 124.5(3) ?
C5 C6 C1 . . 121.6(3) ?
O3 C6 C1 . . 113.9(3) ?
N1 C7 C1 . . 121.7(3) ?
N1 C7 H7 . . 119.1 ?
C1 C7 H7 . . 119.1 ?
C13 C8 C9 . . 118.4(3) ?
C13 C8 N1 . . 117.3(3) ?
C9 C8 N1 . . 124.2(3) ?
C10 C9 C8 . . 120.7(3) ?
C10 C9 H9 . . 119.6 ?
C8 C9 H9 . . 119.6 ?
C9 C10 C11 . . 119.4(3) ?
C9 C10 H10 . . 120.3 ?
C11 C10 H10 . . 120.3 ?
C10 C11 C12 . . 120.7(3) ?
C10 C11 Br1 . . 119.9(3) ?
C12 C11 Br1 . . 119.3(2) ?
C13 C12 C11 . . 119.6(3) ?
C13 C12 H12 . . 120.2 ?
C11 C12 H12 . . 120.2 ?
C12 C13 C8 . . 121.0(3) ?
C12 C13 H13 . . 119.5 ?
C8 C13 H13 . . 119.5 ?
O2 C14 H14A . . 109.5 ?
O2 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
O2 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
O3 C15 H15A . . 109.5 ?
O3 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
O3 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
C17 C16 C22 . . 121.9(3) ?
C17 C16 C21 . . 117.0(3) ?
C22 C16 C21 . . 121.1(3) ?
O4 C17 C18 . . 117.5(3) ?
O4 C17 C16 . . 120.5(3) ?
C18 C17 C16 . . 121.9(3) ?
C19 C18 C17 . . 118.8(3) ?
C19 C18 H18 . . 120.6 ?
C17 C18 H18 . . 120.6 ?
O5 C19 C18 . . 124.2(3) ?
O5 C19 C20 . . 114.7(3) ?
C18 C19 C20 . . 121.1(3) ?
C21 C20 C19 . . 120.1(3) ?
C21 C20 H20 . . 120.0 ?
C19 C20 H20 . . 120.0 ?
C20 C21 O6 . . 124.6(3) ?
C20 C21 C16 . . 121.1(3) ?
O6 C21 C16 . . 114.3(3) ?
N2 C22 C16 . . 122.1(3) ?
N2 C22 H22 . . 119.0 ?
C16 C22 H22 . . 119.0 ?
C28 C23 C24 . . 118.5(3) ?
C28 C23 N2 . . 117.5(3) ?
C24 C23 N2 . . 124.1(3) ?
C25 C24 C23 . . 121.0(3) ?
C25 C24 H24 . . 119.5 ?
C23 C24 H24 . . 119.5 ?
C26 C25 C24 . . 119.3(3) ?
C26 C25 H25 . . 120.3 ?
C24 C25 H25 . . 120.3 ?
C25 C26 C27 . . 120.6(3) ?
C25 C26 Br2 . . 119.9(3) ?
C27 C26 Br2 . . 119.6(3) ?
C28 C27 C26 . . 119.5(3) ?
C28 C27 H27 . . 120.3 ?
C26 C27 H27 . . 120.3 ?
C27 C28 C23 . . 121.2(3) ?
C27 C28 H28 . . 119.4 ?
C23 C28 H28 . . 119.4 ?
O5 C29 H29A . . 109.5 ?
O5 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
O5 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
O6 C30 H30A . . 109.5 ?
O6 C30 H30B . . 109.5 ?
H30A C30 H30B . . 109.5 ?
O6 C30 H30C . . 109.5 ?
H30A C30 H30C . . 109.5 ?
H30B C30 H30C . . 109.5 ?
C7 N1 C8 . . 121.7(3) ?
C22 N2 C23 . . 121.5(3) ?
C2 O1 H1 . . 108(3) ?
C4 O2 C14 . . 117.9(3) ?
C6 O3 C15 . . 117.3(3) ?
C17 O4 H4 . . 108(3) ?
C19 O5 C29 . . 118.4(3) ?
C21 O6 C30 . . 117.0(3) ?
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
C1 C2 . 1.412(5) ?
C1 C7 . 1.418(5) ?
C1 C6 . 1.424(4) ?
C2 O1 . 1.344(4) ?
C2 C3 . 1.390(5) ?
C3 C4 . 1.375(5) ?
C3 H3 . 0.9300 ?
C4 O2 . 1.358(4) ?
C4 C5 . 1.392(5) ?
C5 C6 . 1.358(5) ?
C5 H5 . 0.9300 ?
C6 O3 . 1.365(4) ?
C7 N1 . 1.296(4) ?
C7 H7 . 0.9300 ?
C8 C13 . 1.390(4) ?
C8 C9 . 1.392(5) ?
C8 N1 . 1.409(4) ?
C9 C10 . 1.373(5) ?
C9 H9 . 0.9300 ?
C10 C11 . 1.376(5) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.380(5) ?
C11 Br1 . 1.899(3) ?
C12 C13 . 1.362(5) ?
C12 H12 . 0.9300 ?
C13 H13 . 0.9300 ?
C14 O2 . 1.426(5) ?
C14 H14A . 0.9600 ?
C14 H14B . 0.9600 ?
C14 H14C . 0.9600 ?
C15 O3 . 1.441(4) ?
C15 H15A . 0.9600 ?
C15 H15B . 0.9600 ?
C15 H15C . 0.9600 ?
C16 C17 . 1.403(5) ?
C16 C22 . 1.412(5) ?
C16 C21 . 1.425(5) ?
C17 O4 . 1.342(4) ?
C17 C18 . 1.392(5) ?
C18 C19 . 1.376(5) ?
C18 H18 . 0.9300 ?
C19 O5 . 1.356(4) ?
C19 C20 . 1.394(5) ?
C20 C21 . 1.361(5) ?
C20 H20 . 0.9300 ?
C21 O6 . 1.366(4) ?
C22 N2 . 1.299(4) ?
C22 H22 . 0.9300 ?
C23 C28 . 1.384(5) ?
C23 C24 . 1.387(5) ?
C23 N2 . 1.405(4) ?
C24 C25 . 1.379(5) ?
C24 H24 . 0.9300 ?
C25 C26 . 1.372(5) ?
C25 H25 . 0.9300 ?
C26 C27 . 1.387(5) ?
C26 Br2 . 1.888(3) ?
C27 C28 . 1.365(5) ?
C27 H27 . 0.9300 ?
C28 H28 . 0.9300 ?
C29 O5 . 1.422(5) ?
C29 H29A . 0.9600 ?
C29 H29B . 0.9600 ?
C29 H29C . 0.9600 ?
C30 O6 . 1.432(4) ?
C30 H30A . 0.9600 ?
C30 H30B . 0.9600 ?
C30 H30C . 0.9600 ?
O1 H1 . 0.97(5) ?
O4 H4 . 0.83(5) ?
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
O1 H1 N1 . 0.97(5) 1.69(5) 2.564(4) 149(5)
O4 H4 N2 . 0.83(5) 1.80(5) 2.564(4) 150(5)
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
C7 C1 C2 O1 . . . . -2.5(6) ?
C6 C1 C2 O1 . . . . 179.6(4) ?
C7 C1 C2 C3 . . . . 177.2(4) ?
C6 C1 C2 C3 . . . . -0.7(6) ?
O1 C2 C3 C4 . . . . -178.7(4) ?
C1 C2 C3 C4 . . . . 1.6(6) ?
C2 C3 C4 O2 . . . . 177.2(4) ?
C2 C3 C4 C5 . . . . -1.2(6) ?
O2 C4 C5 C6 . . . . -178.7(4) ?
C3 C4 C5 C6 . . . . -0.2(7) ?
C4 C5 C6 O3 . . . . -179.4(4) ?
C4 C5 C6 C1 . . . . 1.2(7) ?
C2 C1 C6 C5 . . . . -0.7(6) ?
C7 C1 C6 C5 . . . . -178.6(4) ?
C2 C1 C6 O3 . . . . 179.8(4) ?
C7 C1 C6 O3 . . . . 1.9(6) ?
C2 C1 C7 N1 . . . . 3.5(6) ?
C6 C1 C7 N1 . . . . -178.7(4) ?
C13 C8 C9 C10 . . . . -1.6(6) ?
N1 C8 C9 C10 . . . . -178.8(4) ?
C8 C9 C10 C11 . . . . -0.3(6) ?
C9 C10 C11 C12 . . . . 1.9(6) ?
C9 C10 C11 Br1 . . . . -179.6(3) ?
C10 C11 C12 C13 . . . . -1.4(6) ?
Br1 C11 C12 C13 . . . . -179.9(3) ?
C11 C12 C13 C8 . . . . -0.6(6) ?
C9 C8 C13 C12 . . . . 2.1(6) ?
N1 C8 C13 C12 . . . . 179.4(4) ?
C22 C16 C17 O4 . . . . 0.7(6) ?
C21 C16 C17 O4 . . . . 178.2(4) ?
C22 C16 C17 C18 . . . . -176.3(4) ?
C21 C16 C17 C18 . . . . 1.2(6) ?
O4 C17 C18 C19 . . . . -176.7(4) ?
C16 C17 C18 C19 . . . . 0.4(6) ?
C17 C18 C19 O5 . . . . 177.2(4) ?
C17 C18 C19 C20 . . . . -1.6(6) ?
O5 C19 C20 C21 . . . . -177.8(4) ?
C18 C19 C20 C21 . . . . 1.2(6) ?
C19 C20 C21 O6 . . . . 178.3(4) ?
C19 C20 C21 C16 . . . . 0.5(6) ?
C17 C16 C21 C20 . . . . -1.6(6) ?
C22 C16 C21 C20 . . . . 175.9(4) ?
C17 C16 C21 O6 . . . . -179.7(3) ?
C22 C16 C21 O6 . . . . -2.2(5) ?
C17 C16 C22 N2 . . . . -0.7(6) ?
C21 C16 C22 N2 . . . . -178.0(4) ?
C28 C23 C24 C25 . . . . 0.6(6) ?
N2 C23 C24 C25 . . . . 179.6(3) ?
C23 C24 C25 C26 . . . . 0.7(6) ?
C24 C25 C26 C27 . . . . -1.7(6) ?
C24 C25 C26 Br2 . . . . 179.8(3) ?
C25 C26 C27 C28 . . . . 1.4(6) ?
Br2 C26 C27 C28 . . . . 179.9(3) ?
C26 C27 C28 C23 . . . . 0.0(6) ?
C24 C23 C28 C27 . . . . -0.9(6) ?
N2 C23 C28 C27 . . . . -180.0(3) ?
C1 C7 N1 C8 . . . . -179.6(4) ?
C13 C8 N1 C7 . . . . 153.9(4) ?
C9 C8 N1 C7 . . . . -28.9(6) ?
C16 C22 N2 C23 . . . . 178.9(4) ?
C28 C23 N2 C22 . . . . -150.7(4) ?
C24 C23 N2 C22 . . . . 30.3(6) ?
C3 C4 O2 C14 . . . . 14.8(6) ?
C5 C4 O2 C14 . . . . -166.7(4) ?
C5 C6 O3 C15 . . . . 15.8(6) ?
C1 C6 O3 C15 . . . . -164.8(4) ?
C18 C19 O5 C29 . . . . -3.6(6) ?
C20 C19 O5 C29 . . . . 175.3(4) ?
C20 C21 O6 C30 . . . . 6.8(6) ?
C16 C21 O6 C30 . . . . -175.2(4) ?
