#------------------------------------------------------------------------------
#$Date: 2016-03-26 03:00:22 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180164 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/60/7106082.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_7106082
loop_
_publ_author_name
'Bin Yan'
'Jordan Cramen'
'Robert McDonald'
'Natia L. Frank'
_publ_section_title
;
 Ferromagnetic Spin-Delocalized Electron Donors for Multifunctional
 Materials: p-Conjugated Benzotriazinyl Radicals
;
_journal_name_full               Chem.Commun.
_journal_page_first              3201
_journal_paper_doi               10.1039/c0cc04727a
_journal_volume                  47
_journal_year                    2011
_chemical_formula_moiety         'C21 H15 Br N3'
_chemical_formula_sum            'C21 H15 Br N3'
_chemical_formula_weight         389.27
_chemical_name_systematic
'1-(4-bromophenyl)-3-(3-vinylphenyl)-1,2,4-benzotriazin-4(1H)-yl radical'
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 93.7888(18)
_cell_angle_gamma                90.00
_cell_formula_units_Z            12
_cell_length_a                   16.5376(18)
_cell_length_b                   13.7569(15)
_cell_length_c                   22.820(3)
_cell_measurement_reflns_used    4213
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      24.24
_cell_measurement_theta_min      2.32
_cell_volume                     5180.3(10)
_computing_cell_refinement       'Bruker SAINT (Bruker, 1997)'
_computing_data_collection       'Bruker SMART (Bruker, 1997)'
_computing_data_reduction        'Bruker SAINT (Bruker, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL (Bruker, 1997)'
_computing_publication_material  'Bruker SHELXTL (Bruker, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'DIRDIF-96 (Beurskens et al., 1996)'
_diffrn_ambient_temperature      193(2)
_diffrn_detector_area_resol_mean 8.192
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type
'Bruker PLATFORM diffractometer/SMART 1000 CCD area detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0514
_diffrn_reflns_av_sigmaI/netI    0.0397
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            35190
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.57
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.388
_exptl_absorpt_correction_T_max  0.5649
_exptl_absorpt_correction_T_min  0.3755
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.497
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             2364
_exptl_crystal_size_max          0.51
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.27
_refine_diff_density_max         1.125
_refine_diff_density_min         -0.411
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     676
_refine_ls_number_reflns         9135
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          0.0772
_refine_ls_R_factor_gt           0.0425
_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)+(0.0598P)²+3.3754P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1014
_refine_ls_wR_factor_ref         0.1198
_reflns_number_gt                6107
_reflns_number_total             9135
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            C0CC04727A.TXT
_cod_data_source_block           vic0626
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7106082
loop_
_symmetry_equiv_pos_as_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_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1A Br 0.85634(3) -0.13312(4) 0.14844(3) 0.07196(18) Uani 1 1 d . . .
N1A N 0.50387(17) -0.0485(2) 0.18826(12) 0.0345(7) Uani 1 1 d . . .
N2A N 0.46898(17) 0.0121(2) 0.14630(12) 0.0347(7) Uani 1 1 d . . .
N3A N 0.34400(17) 0.0056(2) 0.19367(12) 0.0358(7) Uani 1 1 d . . .
C1A C 0.3913(2) 0.0344(2) 0.15202(15) 0.0333(8) Uani 1 1 d . . .
C2A C 0.3792(2) -0.0585(2) 0.23380(15) 0.0338(8) Uani 1 1 d . . .
C3A C 0.3323(2) -0.0962(3) 0.27773(16) 0.0409(9) Uani 1 1 d . . .
H3A H 0.2782 -0.0744 0.2805 0.049 Uiso 1 1 calc R . .
C4A C 0.3644(2) -0.1642(3) 0.31653(17) 0.0432(9) Uani 1 1 d . . .
H4A H 0.3323 -0.1894 0.3460 0.052 Uiso 1 1 calc R . .
C5A C 0.4433(2) -0.1963(3) 0.31320(17) 0.0461(10) Uani 1 1 d . . .
H5A H 0.4643 -0.2445 0.3399 0.055 Uiso 1 1 calc R . .
C6A C 0.4916(2) -0.1594(3) 0.27167(16) 0.0405(9) Uani 1 1 d . . .
H6A H 0.5459 -0.1813 0.2699 0.049 Uiso 1 1 calc R . .
C7A C 0.4601(2) -0.0895(2) 0.23213(15) 0.0335(8) Uani 1 1 d . . .
C11A C 0.5868(2) -0.0700(2) 0.18034(15) 0.0327(8) Uani 1 1 d . . .
C12A C 0.6096(2) -0.0928(2) 0.12452(16) 0.0373(9) Uani 1 1 d . . .
H12A H 0.5699 -0.0955 0.0925 0.045 Uiso 1 1 calc R . .
C13A C 0.6898(2) -0.1116(3) 0.11527(17) 0.0416(9) Uani 1 1 d . . .
H13A H 0.7053 -0.1278 0.0771 0.050 Uiso 1 1 calc R . .
C14A C 0.7464(2) -0.1067(3) 0.16136(18) 0.0420(9) Uani 1 1 d . . .
C15A C 0.7260(2) -0.0819(3) 0.21704(17) 0.0451(10) Uani 1 1 d . . .
H15A H 0.7664 -0.0774 0.2485 0.054 Uiso 1 1 calc R . .
C16A C 0.6456(2) -0.0637(3) 0.22614(16) 0.0416(9) Uani 1 1 d . . .
H16A H 0.6306 -0.0466 0.2643 0.050 Uiso 1 1 calc R . .
C21A C 0.3547(2) 0.1014(2) 0.10629(15) 0.0348(8) Uani 1 1 d . . .
C22A C 0.2715(2) 0.1144(3) 0.10188(16) 0.0391(9) Uani 1 1 d . . .
H22A H 0.2393 0.0804 0.1282 0.047 Uiso 1 1 calc R . .
C23A C 0.2335(2) 0.1757(3) 0.06004(16) 0.0421(9) Uani 1 1 d . . .
C24A C 0.2821(3) 0.2258(3) 0.02275(16) 0.0477(10) Uani 1 1 d . . .
H24A H 0.2578 0.2688 -0.0058 0.057 Uiso 1 1 calc R . .
C25A C 0.3648(3) 0.2138(3) 0.02681(17) 0.0496(10) Uani 1 1 d . . .
H25A H 0.3971 0.2490 0.0012 0.059 Uiso 1 1 calc R . .
C26A C 0.4017(2) 0.1508(3) 0.06795(16) 0.0421(9) Uani 1 1 d . . .
H26A H 0.4587 0.1417 0.0698 0.051 Uiso 1 1 calc R . .
C27A C 0.1436(3) 0.1837(3) 0.05612(19) 0.0560(11) Uani 1 1 d . . .
H27A H 0.1165 0.1431 0.0823 0.067 Uiso 1 1 calc R . .
C28A C 0.0992(4) 0.2356(5) 0.0237(3) 0.0999(19) Uani 1 1 d . . .
H28A H 0.1221 0.2780 -0.0036 0.120 Uiso 1 1 calc R . .
H28B H 0.0421 0.2332 0.0260 0.120 Uiso 1 1 calc R . .
Br1B Br -0.35746(2) 0.70859(4) 0.37702(2) 0.05793(15) Uani 1 1 d . . .
N1B N -0.00829(17) 0.8047(2) 0.33416(12) 0.0345(7) Uani 1 1 d . . .
N2B N 0.02533(17) 0.8720(2) 0.37307(12) 0.0361(7) Uani 1 1 d . . .
N3B N 0.15451(17) 0.8481(2) 0.33323(13) 0.0369(7) Uani 1 1 d . . .
C1B C 0.1045(2) 0.8886(2) 0.36992(15) 0.0349(8) Uani 1 1 d . . .
C2B C 0.1184(2) 0.7873(2) 0.29167(15) 0.0345(8) Uani 1 1 d . . .
C3B C 0.1652(2) 0.7472(3) 0.24814(16) 0.0410(9) Uani 1 1 d . . .
H3B H 0.2216 0.7609 0.2488 0.049 Uiso 1 1 calc R . .
C4B C 0.1302(2) 0.6888(3) 0.20501(16) 0.0431(9) Uani 1 1 d . . .
H4B H 0.1627 0.6615 0.1764 0.052 Uiso 1 1 calc R . .
C5B C 0.0483(2) 0.6693(3) 0.20265(17) 0.0464(10) Uani 1 1 d . . .
H5B H 0.0248 0.6292 0.1722 0.056 Uiso 1 1 calc R . .
C6B C 0.0000(2) 0.7077(3) 0.24425(16) 0.0428(9) Uani 1 1 d . . .
H6B H -0.0567 0.6953 0.2419 0.051 Uiso 1 1 calc R . .
C7B C 0.0352(2) 0.7645(2) 0.28966(15) 0.0338(8) Uani 1 1 d . . .
C11B C -0.0906(2) 0.7825(2) 0.34265(15) 0.0333(8) Uani 1 1 d . . .
C12B C -0.1444(2) 0.8563(3) 0.35338(15) 0.0369(8) Uani 1 1 d . . .
H12B H -0.1267 0.9220 0.3540 0.044 Uiso 1 1 calc R . .
C13B C -0.2236(2) 0.8347(3) 0.36320(15) 0.0394(9) Uani 1 1 d . . .
H13B H -0.2607 0.8854 0.3704 0.047 Uiso 1 1 calc R . .
C14B C -0.2489(2) 0.7393(3) 0.36262(14) 0.0363(8) Uani 1 1 d . . .
C15B C -0.1955(2) 0.6648(3) 0.35295(16) 0.0402(9) Uani 1 1 d . . .
H15B H -0.2132 0.5991 0.3530 0.048 Uiso 1 1 calc R . .
C16B C -0.1163(2) 0.6870(3) 0.34327(16) 0.0397(9) Uani 1 1 d . . .
H16B H -0.0790 0.6362 0.3369 0.048 Uiso 1 1 calc R . .
C21B C 0.1393(2) 0.9620(3) 0.41268(15) 0.0361(8) Uani 1 1 d . . .
C22B C 0.2215(2) 0.9828(3) 0.41524(16) 0.0441(9) Uani 1 1 d . . .
H22B H 0.2556 0.9480 0.3907 0.053 Uiso 1 1 calc R . .
C23B C 0.2553(3) 1.0536(3) 0.45304(18) 0.0500(11) Uani 1 1 d . . .
C24B C 0.2037(3) 1.1041(3) 0.48828(17) 0.0500(11) Uani 1 1 d . . .
H24B H 0.2250 1.1543 0.5134 0.060 Uiso 1 1 calc R . .
C25B C 0.1231(3) 1.0824(3) 0.48715(17) 0.0486(10) Uani 1 1 d . . .
H25B H 0.0892 1.1165 0.5122 0.058 Uiso 1 1 calc R . .
C26B C 0.0898(2) 1.0106(3) 0.44964(16) 0.0405(9) Uani 1 1 d . . .
H26B H 0.0338 0.9952 0.4495 0.049 Uiso 1 1 calc R . .
C27B C 0.3418(3) 1.0782(5) 0.4575(2) 0.0786(16) Uani 1 1 d . . .
H27B H 0.3559 1.1350 0.4796 0.094 Uiso 1 1 calc R . .
C28B C 0.3965(5) 1.0372(6) 0.4376(3) 0.119(2) Uani 1 1 d . . .
H28C H 0.3869 0.9798 0.4151 0.143 Uiso 1 1 calc R . .
H28D H 0.4500 1.0616 0.4441 0.143 Uiso 1 1 calc R . .
Br1C Br -0.35732(2) 0.07608(3) 0.38185(2) 0.05377(14) Uani 1 1 d . . .
N1C N -0.00768(17) 0.1627(2) 0.33273(12) 0.0358(7) Uani 1 1 d . . .
N2C N 0.03074(17) 0.2235(2) 0.37296(12) 0.0363(7) Uani 1 1 d . . .
N3C N 0.15530(18) 0.1990(2) 0.32724(13) 0.0385(7) Uani 1 1 d . . .
C1C C 0.1098(2) 0.2384(2) 0.36745(15) 0.0355(8) Uani 1 1 d . . .
C2C C 0.1170(2) 0.1325(2) 0.28992(15) 0.0346(8) Uani 1 1 d . . .
C3C C 0.1621(2) 0.0829(3) 0.24947(16) 0.0407(9) Uani 1 1 d . . .
H3C H 0.2178 0.0977 0.2469 0.049 Uiso 1 1 calc R . .
C4C C 0.1261(2) 0.0126(3) 0.21336(16) 0.0428(9) Uani 1 1 d . . .
H4C H 0.1572 -0.0212 0.1863 0.051 Uiso 1 1 calc R . .
C5C C 0.0450(2) -0.0088(3) 0.21648(17) 0.0448(9) Uani 1 1 d . . .
H5C H 0.0208 -0.0575 0.1915 0.054 Uiso 1 1 calc R . .
C6C C -0.0018(2) 0.0393(3) 0.25533(16) 0.0410(9) Uani 1 1 d . . .
H6C H -0.0576 0.0240 0.2571 0.049 Uiso 1 1 calc R . .
C7C C 0.0341(2) 0.1111(2) 0.29212(15) 0.0341(8) Uani 1 1 d . . .
C11C C -0.0908(2) 0.1452(2) 0.34352(15) 0.0343(8) Uani 1 1 d . . .
C12C C -0.1101(2) 0.1199(2) 0.39967(15) 0.0349(8) Uani 1 1 d . . .
H12C H -0.0686 0.1160 0.4304 0.042 Uiso 1 1 calc R . .
C13C C -0.1895(2) 0.1003(2) 0.41098(16) 0.0366(8) Uani 1 1 d . . .
H13C H -0.2028 0.0823 0.4494 0.044 Uiso 1 1 calc R . .
C14C C -0.2490(2) 0.1071(2) 0.36608(16) 0.0374(8) Uani 1 1 d . . .
C15C C -0.2309(2) 0.1350(3) 0.31007(16) 0.0406(9) Uani 1 1 d . . .
H15C H -0.2727 0.1414 0.2797 0.049 Uiso 1 1 calc R . .
C16C C -0.1518(2) 0.1535(3) 0.29894(16) 0.0392(9) Uani 1 1 d . . .
H16C H -0.1387 0.1719 0.2606 0.047 Uiso 1 1 calc R . .
C21C C 0.1501(2) 0.3035(2) 0.41216(16) 0.0368(8) Uani 1 1 d . . .
C22C C 0.2322(2) 0.3226(3) 0.41111(16) 0.0411(9) Uani 1 1 d . . .
H22C H 0.2615 0.2962 0.3804 0.049 Uiso 1 1 calc R . .
C23C C 0.2728(2) 0.3800(3) 0.45427(18) 0.0479(10) Uani 1 1 d . . .
C24C C 0.2280(3) 0.4189(3) 0.49859(18) 0.0511(10) Uani 1 1 d . . .
H24C H 0.2543 0.4579 0.5285 0.061 Uiso 1 1 calc R . .
C25C C 0.1463(3) 0.4013(3) 0.49923(17) 0.0503(10) Uani 1 1 d . . .
H25C H 0.1164 0.4293 0.5291 0.060 Uiso 1 1 calc R . .
C26C C 0.1072(2) 0.3433(3) 0.45685(16) 0.0430(9) Uani 1 1 d . . .
H26C H 0.0509 0.3306 0.4582 0.052 Uiso 1 1 calc R . .
C27C C 0.3598(3) 0.3999(4) 0.4557(2) 0.0668(13) Uani 1 1 d . . .
H27C H 0.3797 0.4444 0.4851 0.080 Uiso 1 1 calc R . .
C28C C 0.4088(4) 0.3682(5) 0.4254(3) 0.108(2) Uani 1 1 d . . .
H28E H 0.3931 0.3233 0.3951 0.130 Uiso 1 1 calc R . .
H28F H 0.4639 0.3877 0.4313 0.130 Uiso 1 1 calc R . .
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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2A N1A C7A 122.3(3) . . ?
N2A N1A C11A 113.7(3) . . ?
C7A N1A C11A 123.8(3) . . ?
C1A N2A N1A 115.8(3) . . ?
C1A N3A C2A 115.2(3) . . ?
N3A C1A N2A 128.0(3) . . ?
N3A C1A C21A 117.0(3) . . ?
N2A C1A C21A 115.0(3) . . ?
N3A C2A C3A 118.9(3) . . ?
N3A C2A C7A 122.6(3) . . ?
C3A C2A C7A 118.5(3) . . ?
C4A C3A C2A 120.3(3) . . ?
C3A C4A C5A 120.6(3) . . ?
C6A C5A C4A 120.8(4) . . ?
C5A C6A C7A 119.4(3) . . ?
N1A C7A C6A 123.7(3) . . ?
N1A C7A C2A 115.9(3) . . ?
C6A C7A C2A 120.4(3) . . ?
C16A C11A C12A 119.2(3) . . ?
C16A C11A N1A 121.7(3) . . ?
C12A C11A N1A 119.0(3) . . ?
C13A C12A C11A 120.3(3) . . ?
C14A C13A C12A 119.4(3) . . ?
C13A C14A C15A 121.7(3) . . ?
C13A C14A Br1A 119.2(3) . . ?
C15A C14A Br1A 119.1(3) . . ?
C14A C15A C16A 118.7(3) . . ?
C11A C16A C15A 120.7(3) . . ?
C22A C21A C26A 119.1(3) . . ?
C22A C21A C1A 119.1(3) . . ?
C26A C21A C1A 121.8(3) . . ?
C21A C22A C23A 121.9(3) . . ?
C24A C23A C22A 117.9(4) . . ?
C24A C23A C27A 122.8(4) . . ?
C22A C23A C27A 119.3(4) . . ?
C25A C24A C23A 120.8(4) . . ?
C24A C25A C26A 120.7(4) . . ?
C21A C26A C25A 119.6(4) . . ?
C28A C27A C23A 129.1(5) . . ?
N2B N1B C7B 122.1(3) . . ?
N2B N1B C11B 114.0(3) . . ?
C7B N1B C11B 123.9(3) . . ?
C1B N2B N1B 115.9(3) . . ?
C1B N3B C2B 115.4(3) . . ?
N2B C1B N3B 127.7(3) . . ?
N2B C1B C21B 114.7(3) . . ?
N3B C1B C21B 117.6(3) . . ?
N3B C2B C7B 122.5(3) . . ?
N3B C2B C3B 119.4(3) . . ?
C7B C2B C3B 118.1(3) . . ?
C4B C3B C2B 120.6(3) . . ?
C3B C4B C5B 120.7(3) . . ?
C4B C5B C6B 120.6(4) . . ?
C5B C6B C7B 119.4(4) . . ?
C6B C7B N1B 123.6(3) . . ?
C6B C7B C2B 120.5(3) . . ?
N1B C7B C2B 115.9(3) . . ?
C16B C11B C12B 119.6(3) . . ?
C16B C11B N1B 120.3(3) . . ?
C12B C11B N1B 120.0(3) . . ?
C13B C12B C11B 120.1(3) . . ?
C12B C13B C14B 119.7(3) . . ?
C13B C14B C15B 120.8(3) . . ?
C13B C14B Br1B 120.1(3) . . ?
C15B C14B Br1B 119.1(3) . . ?
C16B C15B C14B 119.1(3) . . ?
C15B C16B C11B 120.6(3) . . ?
C26B C21B C22B 119.5(3) . . ?
C26B C21B C1B 120.5(3) . . ?
C22B C21B C1B 120.1(3) . . ?
C21B C22B C23B 121.4(4) . . ?
C22B C23B C24B 118.0(4) . . ?
C22B C23B C27B 123.6(5) . . ?
C24B C23B C27B 118.4(4) . . ?
C25B C24B C23B 120.9(4) . . ?
C24B C25B C26B 120.7(4) . . ?
C21B C26B C25B 119.3(4) . . ?
C28B C27B C23B 129.1(7) . . ?
N2C N1C C7C 122.1(3) . . ?
N2C N1C C11C 113.3(3) . . ?
C7C N1C C11C 123.7(3) . . ?
C1C N2C N1C 116.4(3) . . ?
C1C N3C C2C 115.9(3) . . ?
N2C C1C N3C 126.8(3) . . ?
N2C C1C C21C 115.2(3) . . ?
N3C C1C C21C 117.9(3) . . ?
N3C C2C C3C 119.2(3) . . ?
N3C C2C C7C 121.9(3) . . ?
C3C C2C C7C 118.9(3) . . ?
C4C C3C C2C 120.5(3) . . ?
C3C C4C C5C 120.0(3) . . ?
C4C C5C C6C 121.2(4) . . ?
C5C C6C C7C 119.2(3) . . ?
N1C C7C C6C 123.4(3) . . ?
N1C C7C C2C 116.5(3) . . ?
C6C C7C C2C 120.1(3) . . ?
C12C C11C C16C 119.9(3) . . ?
C12C C11C N1C 118.9(3) . . ?
C16C C11C N1C 121.2(3) . . ?
C13C C12C C11C 120.1(3) . . ?
C14C C13C C12C 119.3(3) . . ?
C13C C14C C15C 121.1(3) . . ?
C13C C14C Br1C 118.8(3) . . ?
C15C C14C Br1C 120.1(3) . . ?
C16C C15C C14C 119.3(3) . . ?
C15C C16C C11C 120.3(3) . . ?
C22C C21C C26C 119.0(3) . . ?
C22C C21C C1C 120.0(3) . . ?
C26C C21C C1C 120.9(3) . . ?
C21C C22C C23C 121.4(4) . . ?
C22C C23C C24C 118.1(4) . . ?
C22C C23C C27C 123.2(4) . . ?
C24C C23C C27C 118.6(4) . . ?
C25C C24C C23C 120.6(4) . . ?
C24C C25C C26C 120.6(4) . . ?
C25C C26C C21C 120.2(4) . . ?
C28C C27C C23C 129.0(6) . . ?
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
Br1A C14A 1.895(4) . ?
N1A N2A 1.368(4) . ?
N1A C7A 1.392(4) . ?
N1A C11A 1.426(4) . ?
N2A C1A 1.336(4) . ?
N3A C1A 1.331(4) . ?
N3A C2A 1.372(4) . ?
C1A C21A 1.490(5) . ?
C2A C3A 1.406(5) . ?
C2A C7A 1.408(5) . ?
C3A C4A 1.371(5) . ?
C4A C5A 1.384(5) . ?
C5A C6A 1.377(5) . ?
C6A C7A 1.396(5) . ?
C11A C16A 1.383(5) . ?
C11A C12A 1.388(5) . ?
C12A C13A 1.381(5) . ?
C13A C14A 1.364(5) . ?
C14A C15A 1.379(5) . ?
C15A C16A 1.383(5) . ?
C21A C22A 1.385(5) . ?
C21A C26A 1.386(5) . ?
C22A C23A 1.392(5) . ?
C23A C24A 1.392(5) . ?
C23A C27A 1.487(6) . ?
C24A C25A 1.374(6) . ?
C25A C26A 1.389(5) . ?
C27A C28A 1.236(6) . ?
Br1B C14B 1.895(3) . ?
N1B N2B 1.374(4) . ?
N1B C7B 1.397(4) . ?
N1B C11B 1.420(4) . ?
N2B C1B 1.336(4) . ?
N3B C1B 1.337(4) . ?
N3B C2B 1.372(4) . ?
C1B C21B 1.492(5) . ?
C2B C7B 1.409(5) . ?
C2B C3B 1.411(5) . ?
C3B C4B 1.369(5) . ?
C4B C5B 1.378(5) . ?
C5B C6B 1.385(5) . ?
C6B C7B 1.395(5) . ?
C11B C16B 1.382(5) . ?
C11B C12B 1.383(5) . ?
C12B C13B 1.376(5) . ?
C13B C14B 1.377(5) . ?
C14B C15B 1.380(5) . ?
C15B C16B 1.377(5) . ?
C21B C26B 1.385(5) . ?
C21B C22B 1.387(5) . ?
C22B C23B 1.393(5) . ?
C23B C24B 1.395(6) . ?
C23B C27B 1.468(6) . ?
C24B C25B 1.366(6) . ?
C25B C26B 1.396(5) . ?
C27B C28B 1.181(8) . ?
Br1C C14C 1.898(4) . ?
N1C N2C 1.367(4) . ?
N1C C7C 1.388(4) . ?
N1C C11C 1.433(4) . ?
N2C C1C 1.337(4) . ?
N3C C1C 1.340(4) . ?
N3C C2C 1.375(4) . ?
C1C C21C 1.482(5) . ?
C2C C3C 1.402(5) . ?
C2C C7C 1.406(5) . ?
C3C C4C 1.379(5) . ?
C4C C5C 1.380(5) . ?
C5C C6C 1.383(5) . ?
C6C C7C 1.402(5) . ?
C11C C12C 1.385(5) . ?
C11C C16C 1.389(5) . ?
C12C C13C 1.381(5) . ?
C13C C14C 1.377(5) . ?
C14C C15C 1.387(5) . ?
C15C C16C 1.372(5) . ?
C21C C22C 1.384(5) . ?
C21C C26C 1.392(5) . ?
C22C C23C 1.399(5) . ?
C23C C24C 1.400(6) . ?
C23C C27C 1.463(6) . ?
C24C C25C 1.373(6) . ?
C25C C26C 1.381(5) . ?
C27C C28C 1.183(8) . ?
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
C7A N1A N2A C1A 4.0(5) . . . . ?
C11A N1A N2A C1A -179.9(3) . . . . ?
C2A N3A C1A N2A -3.2(5) . . . . ?
C2A N3A C1A C21A 178.0(3) . . . . ?
N1A N2A C1A N3A 0.5(5) . . . . ?
N1A N2A C1A C21A 179.3(3) . . . . ?
C1A N3A C2A C3A -177.1(3) . . . . ?
C1A N3A C2A C7A 1.7(5) . . . . ?
N3A C2A C3A C4A 176.5(3) . . . . ?
C7A C2A C3A C4A -2.3(5) . . . . ?
C2A C3A C4A C5A 0.3(6) . . . . ?
C3A C4A C5A C6A 1.3(6) . . . . ?
C4A C5A C6A C7A -0.7(6) . . . . ?
N2A N1A C7A C6A 172.9(3) . . . . ?
C11A N1A C7A C6A -2.9(5) . . . . ?
N2A N1A C7A C2A -5.2(5) . . . . ?
C11A N1A C7A C2A 179.1(3) . . . . ?
C5A C6A C7A N1A -179.4(3) . . . . ?
C5A C6A C7A C2A -1.4(6) . . . . ?
N3A C2A C7A N1A 2.2(5) . . . . ?
C3A C2A C7A N1A -179.0(3) . . . . ?
N3A C2A C7A C6A -175.9(3) . . . . ?
C3A C2A C7A C6A 2.9(5) . . . . ?
N2A N1A C11A C16A 132.1(3) . . . . ?
C7A N1A C11A C16A -51.7(5) . . . . ?
N2A N1A C11A C12A -44.4(4) . . . . ?
C7A N1A C11A C12A 131.7(4) . . . . ?
C16A C11A C12A C13A 1.8(5) . . . . ?
N1A C11A C12A C13A 178.4(3) . . . . ?
C11A C12A C13A C14A -0.6(5) . . . . ?
C12A C13A C14A C15A -1.0(6) . . . . ?
C12A C13A C14A Br1A 179.8(3) . . . . ?
C13A C14A C15A C16A 1.4(6) . . . . ?
Br1A C14A C15A C16A -179.4(3) . . . . ?
C12A C11A C16A C15A -1.4(5) . . . . ?
N1A C11A C16A C15A -177.9(3) . . . . ?
C14A C15A C16A C11A -0.1(6) . . . . ?
N3A C1A C21A C22A -13.0(5) . . . . ?
N2A C1A C21A C22A 168.0(3) . . . . ?
N3A C1A C21A C26A 167.1(3) . . . . ?
N2A C1A C21A C26A -11.8(5) . . . . ?
C26A C21A C22A C23A 0.0(5) . . . . ?
C1A C21A C22A C23A -179.8(3) . . . . ?
C21A C22A C23A C24A -1.1(5) . . . . ?
C21A C22A C23A C27A 177.7(3) . . . . ?
C22A C23A C24A C25A 0.9(6) . . . . ?
C27A C23A C24A C25A -178.0(4) . . . . ?
C23A C24A C25A C26A 0.5(6) . . . . ?
C22A C21A C26A C25A 1.4(5) . . . . ?
C1A C21A C26A C25A -178.8(3) . . . . ?
C24A C25A C26A C21A -1.6(6) . . . . ?
C24A C23A C27A C28A -3.7(7) . . . . ?
C22A C23A C27A C28A 177.5(5) . . . . ?
C7B N1B N2B C1B -7.1(4) . . . . ?
C11B N1B N2B C1B 174.4(3) . . . . ?
N1B N2B C1B N3B 0.5(5) . . . . ?
N1B N2B C1B C21B 180.0(3) . . . . ?
C2B N3B C1B N2B 4.6(5) . . . . ?
C2B N3B C1B C21B -174.9(3) . . . . ?
C1B N3B C2B C7B -3.4(5) . . . . ?
C1B N3B C2B C3B 175.0(3) . . . . ?
N3B C2B C3B C4B -177.8(3) . . . . ?
C7B C2B C3B C4B 0.6(5) . . . . ?
C2B C3B C4B C5B 1.1(6) . . . . ?
C3B C4B C5B C6B -0.7(6) . . . . ?
C4B C5B C6B C7B -1.6(6) . . . . ?
C5B C6B C7B N1B -178.8(3) . . . . ?
C5B C6B C7B C2B 3.3(5) . . . . ?
N2B N1B C7B C6B -170.0(3) . . . . ?
C11B N1B C7B C6B 8.4(5) . . . . ?
N2B N1B C7B C2B 7.9(5) . . . . ?
C11B N1B C7B C2B -173.7(3) . . . . ?
N3B C2B C7B C6B 175.6(3) . . . . ?
C3B C2B C7B C6B -2.9(5) . . . . ?
N3B C2B C7B N1B -2.5(5) . . . . ?
C3B C2B C7B N1B 179.1(3) . . . . ?
N2B N1B C11B C16B -133.2(3) . . . . ?
C7B N1B C11B C16B 48.3(5) . . . . ?
N2B N1B C11B C12B 43.4(4) . . . . ?
C7B N1B C11B C12B -135.1(3) . . . . ?
C16B C11B C12B C13B -1.6(5) . . . . ?
N1B C11B C12B C13B -178.2(3) . . . . ?
C11B C12B C13B C14B 0.4(5) . . . . ?
C12B C13B C14B C15B 0.7(5) . . . . ?
C12B C13B C14B Br1B 179.2(3) . . . . ?
C13B C14B C15B C16B -0.6(5) . . . . ?
Br1B C14B C15B C16B -179.1(3) . . . . ?
C14B C15B C16B C11B -0.6(6) . . . . ?
C12B C11B C16B C15B 1.7(5) . . . . ?
N1B C11B C16B C15B 178.3(3) . . . . ?
N2B C1B C21B C26B -3.2(5) . . . . ?
N3B C1B C21B C26B 176.4(3) . . . . ?
N2B C1B C21B C22B 177.5(3) . . . . ?
N3B C1B C21B C22B -2.9(5) . . . . ?
C26B C21B C22B C23B -1.9(6) . . . . ?
C1B C21B C22B C23B 177.4(3) . . . . ?
C21B C22B C23B C24B -0.5(6) . . . . ?
C21B C22B C23B C27B 179.8(4) . . . . ?
C22B C23B C24B C25B 2.2(6) . . . . ?
C27B C23B C24B C25B -178.1(4) . . . . ?
C23B C24B C25B C26B -1.5(6) . . . . ?
C22B C21B C26B C25B 2.6(5) . . . . ?
C1B C21B C26B C25B -176.8(3) . . . . ?
C24B C25B C26B C21B -0.9(6) . . . . ?
C22B C23B C27B C28B -10.6(10) . . . . ?
C24B C23B C27B C28B 169.7(7) . . . . ?
C7C N1C N2C C1C 6.5(5) . . . . ?
C11C N1C N2C C1C 176.2(3) . . . . ?
N1C N2C C1C N3C -1.0(5) . . . . ?
N1C N2C C1C C21C -179.1(3) . . . . ?
C2C N3C C1C N2C -3.6(5) . . . . ?
C2C N3C C1C C21C 174.5(3) . . . . ?
C1C N3C C2C C3C -175.4(3) . . . . ?
C1C N3C C2C C7C 2.9(5) . . . . ?
N3C C2C C3C C4C 177.0(3) . . . . ?
C7C C2C C3C C4C -1.4(5) . . . . ?
C2C C3C C4C C5C 0.6(6) . . . . ?
C3C C4C C5C C6C 0.2(6) . . . . ?
C4C C5C C6C C7C 0.0(6) . . . . ?
N2C N1C C7C C6C 171.8(3) . . . . ?
C11C N1C C7C C6C 3.2(5) . . . . ?
N2C N1C C7C C2C -7.0(5) . . . . ?
C11C N1C C7C C2C -175.6(3) . . . . ?
C5C C6C C7C N1C -179.5(3) . . . . ?
C5C C6C C7C C2C -0.9(5) . . . . ?
N3C C2C C7C N1C 2.0(5) . . . . ?
C3C C2C C7C N1C -179.7(3) . . . . ?
N3C C2C C7C C6C -176.8(3) . . . . ?
C3C C2C C7C C6C 1.5(5) . . . . ?
N2C N1C C11C C12C -48.5(4) . . . . ?
C7C N1C C11C C12C 121.1(4) . . . . ?
N2C N1C C11C C16C 131.4(3) . . . . ?
C7C N1C C11C C16C -59.1(5) . . . . ?
C16C C11C C12C C13C 1.7(5) . . . . ?
N1C C11C C12C C13C -178.4(3) . . . . ?
C11C C12C C13C C14C -0.6(5) . . . . ?
C12C C13C C14C C15C -1.2(5) . . . . ?
C12C C13C C14C Br1C 178.1(3) . . . . ?
C13C C14C C15C C16C 1.9(5) . . . . ?
Br1C C14C C15C C16C -177.4(3) . . . . ?
C14C C15C C16C C11C -0.7(5) . . . . ?
C12C C11C C16C C15C -1.1(5) . . . . ?
N1C C11C C16C C15C 179.1(3) . . . . ?
N2C C1C C21C C22C 179.0(3) . . . . ?
N3C C1C C21C C22C 0.7(5) . . . . ?
N2C C1C C21C C26C 1.3(5) . . . . ?
N3C C1C C21C C26C -177.0(3) . . . . ?
C26C C21C C22C C23C 0.7(5) . . . . ?
C1C C21C C22C C23C -176.9(3) . . . . ?
C21C C22C C23C C24C -0.7(6) . . . . ?
C21C C22C C23C C27C 178.4(4) . . . . ?
C22C C23C C24C C25C -0.3(6) . . . . ?
C27C C23C C24C C25C -179.4(4) . . . . ?
C23C C24C C25C C26C 1.3(6) . . . . ?
C24C C25C C26C C21C -1.3(6) . . . . ?
C22C C21C C26C C25C 0.3(5) . . . . ?
C1C C21C C26C C25C 177.9(3) . . . . ?
C22C C23C C27C C28C -5.3(9) . . . . ?
C24C C23C C27C C28C 173.7(6) . . . . ?
