#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/48/2224891.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_2224891
loop_
_publ_author_name
'Loh, Wan-Sin'
'Fun, Hoong-Kun'
'Sarveswari, S.'
'Vijayakumar, V.'
'Reddy, B. Palakshi'
_publ_section_title
;
 2,4,6,8-Tetrakis(4-bromophenyl)-3,7-diazabicyclo[3.3.1]nonan-9-one
;
_journal_coeditor_code           CI2986
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o265
_journal_page_last               o266
_journal_paper_doi               10.1107/S1600536809055226
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C31 H24 Br4 N2 O'
_chemical_formula_moiety         'C31 H24 Br4 N2 O'
_chemical_formula_sum            'C31 H24 Br4 N2 O'
_chemical_formula_weight         760.16
_chemical_name_systematic
;
2,4,6,8-Tetrakis(4-bromophenyl)-3,7-diazabicyclo[3.3.1]nonan-9-one
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 101.067(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.7409(5)
_cell_length_b                   27.7762(10)
_cell_length_c                   7.1538(2)
_cell_measurement_reflns_used    8924
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.19
_cell_measurement_theta_min      2.61
_cell_volume                     2874.62(16)
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_collection       'APEX2 (Bruker, 2009)'
_computing_data_reduction        'SAINT (Bruker, 2009)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material
'SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type
;
Bruker SMART APEXII CCD area-detector diffractometer
;
_diffrn_measurement_method       'φ and 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  0.0452
_diffrn_reflns_av_sigmaI/netI    0.0637
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            37831
_diffrn_reflns_theta_full        30.05
_diffrn_reflns_theta_max         30.05
_diffrn_reflns_theta_min         2.03
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    5.628
_exptl_absorpt_correction_T_max  0.6141
_exptl_absorpt_correction_T_min  0.0818
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2009)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.756
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             1488
_exptl_crystal_size_max          0.89
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.787
_refine_diff_density_min         -0.794
_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     409
_refine_ls_number_reflns         8336
_refine_ls_number_restraints     180
_refine_ls_restrained_S_all      0.995
_refine_ls_R_factor_all          0.1342
_refine_ls_R_factor_gt           0.0508
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_max_lt       0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0556P)²+2.5808P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1137
_refine_ls_wR_factor_ref         0.1410
_reflns_number_gt                4019
_reflns_number_total             8336
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ci2986.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2224891
_cod_database_fobs_code          2224891
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br Br1 0.31050(3) 0.487998(19) 0.72659(7) 0.06406(17) Uani d . 1 . .
Br Br2A 1.1481(2) 0.53133(10) 1.3533(4) 0.0839(10) Uani d P 0.69(2) A 1
Br Br2B 1.1745(18) 0.5373(5) 1.275(5) 0.157(9) Uani d P 0.31(2) A 2
Br Br3 0.30786(4) 0.66382(3) -0.10599(9) 0.0953(2) Uani d . 1 . .
Br Br4 1.20123(3) 0.67899(2) 0.36272(9) 0.07356(19) Uani d . 1 A .
O O1 0.72350(19) 0.69393(11) 0.9876(4) 0.0478(7) Uani d . 1 . .
N N1 0.7408(2) 0.58644(12) 0.7607(5) 0.0429(8) Uani d . 1 A .
H H1N1 0.7422 0.5573 0.7230 0.036(11) Uiso d R 1 . .
N N2 0.74301(19) 0.68444(11) 0.4561(5) 0.0374(7) Uani d . 1 A .
H H1N2 0.7425 0.7003 0.3532 0.038(11) Uiso d R 1 . .
C C1 0.5800(3) 0.53202(15) 0.7522(6) 0.0456(10) Uani d . 1 . .
H H1A 0.6382 0.5198 0.8031 0.055 Uiso calc R 1 . .
C C2 0.5024(3) 0.50554(16) 0.7674(6) 0.0492(11) Uani d . 1 . .
H H2A 0.5085 0.4756 0.8265 0.059 Uiso calc R 1 . .
C C3 0.4165(3) 0.52380(16) 0.6947(6) 0.0439(10) Uani d . 1 . .
C C4 0.4065(3) 0.56740(15) 0.6027(6) 0.0460(10) Uani d . 1 . .
H H4A 0.3479 0.5793 0.5518 0.055 Uiso calc R 1 . .
C C5 0.4841(3) 0.59328(15) 0.5867(6) 0.0465(10) Uani d . 1 . .
H H5A 0.4773 0.6227 0.5236 0.056 Uiso calc R 1 . .
C C6 0.5728(3) 0.57663(14) 0.6625(5) 0.0364(9) Uani d . 1 . .
C C7 0.6570(2) 0.60577(13) 0.6387(5) 0.0372(9) Uani d . 1 . .
H H7A 0.6643 0.6032 0.5057 0.045 Uiso calc R 1 . .
C C8 0.6489(2) 0.66002(13) 0.6871(5) 0.0345(8) Uani d . 1 . .
H H8A 0.5909 0.6659 0.7313 0.041 Uiso calc R 1 . .
C C9 0.7300(3) 0.67358(13) 0.8402(5) 0.0359(9) Uani d . 1 . .
C C10 0.8211(2) 0.66416(14) 0.7791(5) 0.0366(9) Uani d . 1 A .
H H10A 0.8720 0.6733 0.8825 0.044 Uiso calc R 1 . .
C C11 0.8276(2) 0.60953(14) 0.7382(6) 0.0391(9) Uani d . 1 . .
H H11A 0.8388 0.6044 0.6090 0.047 Uiso calc PR 0.69(2) A 1
H H11B 0.8321 0.6063 0.6039 0.047 Uiso d PR 0.31(2) A 2
C C12A 0.9042(12) 0.5860(11) 0.885(3) 0.038(3) Uani d PU 0.69(2) A 1
C C13A 0.9955(13) 0.5865(9) 0.858(2) 0.051(3) Uani d PU 0.69(2) A 1
H H13A 1.0078 0.5987 0.7446 0.062 Uiso calc PR 0.69(2) A 1
C C14A 1.0693(9) 0.5694(6) 0.994(2) 0.056(3) Uani d PU 0.69(2) A 1
H H14A 1.1297 0.5703 0.9737 0.068 Uiso calc PR 0.69(2) A 1
C C15A 1.0490(10) 0.5514(6) 1.1589(19) 0.052(3) Uani d PU 0.69(2) A 1
C C16A 0.9581(9) 0.5494(6) 1.187(2) 0.058(3) Uani d PU 0.69(2) A 1
H H16A 0.9458 0.5360 1.2988 0.070 Uiso calc PR 0.69(2) A 1
C C17A 0.8892(11) 0.5664(8) 1.058(2) 0.048(3) Uani d PU 0.69(2) A 1
H H17A 0.8295 0.5654 1.0817 0.057 Uiso calc PR 0.69(2) A 1
C C12B 0.915(3) 0.590(3) 0.853(8) 0.047(7) Uani d PU 0.31(2) A 2
C C13B 0.995(3) 0.5912(19) 0.799(5) 0.050(6) Uani d PU 0.31(2) A 2
H H13B 0.9978 0.6032 0.6788 0.060 Uiso calc PR 0.31(2) A 2
C C14B 1.074(2) 0.5748(15) 0.919(5) 0.067(7) Uani d PU 0.31(2) A 2
H H14B 1.1309 0.5748 0.8791 0.080 Uiso calc PR 0.31(2) A 2
C C15B 1.067(2) 0.5587(14) 1.098(6) 0.060(7) Uani d PU 0.31(2) A 2
C C16B 0.991(2) 0.5515(13) 1.157(5) 0.066(6) Uani d PU 0.31(2) A 2
H H16B 0.9877 0.5363 1.2712 0.079 Uiso calc PR 0.31(2) A 2
C C17B 0.905(3) 0.571(2) 1.018(7) 0.061(6) Uani d PU 0.31(2) A 2
H H17B 0.8469 0.5694 1.0502 0.073 Uiso calc PR 0.31(2) A 2
C C18 0.6555(2) 0.69378(14) 0.5159(5) 0.0361(9) Uani d . 1 . .
H H18A 0.6560 0.7272 0.5603 0.043 Uiso calc R 1 . .
C C19 0.5739(2) 0.68748(14) 0.3557(5) 0.0354(9) Uani d . 1 . .
C C20 0.4955(3) 0.71480(15) 0.3534(6) 0.0425(10) Uani d . 1 . .
H H20A 0.4963 0.7385 0.4455 0.051 Uiso calc R 1 . .
C C21 0.4157(3) 0.70809(17) 0.2188(6) 0.0525(11) Uani d . 1 . .
H H21A 0.3634 0.7267 0.2203 0.063 Uiso calc R 1 . .
C C22 0.4158(3) 0.67304(18) 0.0822(6) 0.0519(11) Uani d . 1 . .
C C23 0.4933(3) 0.64617(17) 0.0766(6) 0.0486(11) Uani d . 1 . .
H H23A 0.4927 0.6231 -0.0179 0.058 Uiso calc R 1 . .
C C24 0.5721(3) 0.65356(15) 0.2121(5) 0.0417(10) Uani d . 1 . .
H H24A 0.6249 0.6356 0.2074 0.050 Uiso calc R 1 . .
C C25 0.8226(2) 0.69706(14) 0.6039(5) 0.0371(9) Uani d . 1 . .
H H25A 0.8152 0.7305 0.6421 0.045 Uiso calc R 1 A .
C C26 0.9132(2) 0.69287(14) 0.5379(5) 0.0377(9) Uani d . 1 A .
C C27 0.9219(3) 0.67096(15) 0.3685(6) 0.0452(10) Uani d . 1 . .
H H27A 0.8697 0.6588 0.2885 0.054 Uiso calc R 1 A .
C C28 1.0073(3) 0.66702(16) 0.3171(6) 0.0506(11) Uani d . 1 A .
H H28A 1.0124 0.6523 0.2029 0.061 Uiso calc R 1 . .
C C29 1.0844(3) 0.68484(16) 0.4343(6) 0.0479(10) Uani d . 1 . .
C C30 1.0784(3) 0.70730(16) 0.6042(6) 0.0505(11) Uani d . 1 A .
H H30A 1.1308 0.7192 0.6844 0.061 Uiso calc R 1 . .
C C31 0.9919(3) 0.71153(15) 0.6511(6) 0.0472(10) Uani d . 1 . .
H H31A 0.9865 0.7275 0.7627 0.057 Uiso calc R 1 A .
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
C11 N1 C7 . . 115.2(3) ?
C11 N1 H1N1 . . 107.7 ?
C7 N1 H1N1 . . 103.1 ?
C18 N2 C25 . . 112.2(3) ?
C18 N2 H1N2 . . 107.3 ?
C25 N2 H1N2 . . 111.8 ?
C2 C1 C6 . . 121.3(4) ?
C2 C1 H1A . . 119.3 ?
C6 C1 H1A . . 119.3 ?
C3 C2 C1 . . 119.5(4) ?
C3 C2 H2A . . 120.3 ?
C1 C2 H2A . . 120.3 ?
C2 C3 C4 . . 121.0(4) ?
C2 C3 Br1 . . 118.8(3) ?
C4 C3 Br1 . . 120.2(3) ?
C3 C4 C5 . . 119.1(4) ?
C3 C4 H4A . . 120.5 ?
C5 C4 H4A . . 120.5 ?
C4 C5 C6 . . 121.8(4) ?
C4 C5 H5A . . 119.1 ?
C6 C5 H5A . . 119.1 ?
C1 C6 C5 . . 117.3(4) ?
C1 C6 C7 . . 122.3(3) ?
C5 C6 C7 . . 120.3(3) ?
N1 C7 C6 . . 110.5(3) ?
N1 C7 C8 . . 108.3(3) ?
C6 C7 C8 . . 113.0(3) ?
N1 C7 H7A . . 108.3 ?
C6 C7 H7A . . 108.3 ?
C8 C7 H7A . . 108.3 ?
C9 C8 C7 . . 108.6(3) ?
C9 C8 C18 . . 105.0(3) ?
C7 C8 C18 . . 112.8(3) ?
C9 C8 H8A . . 110.1 ?
C7 C8 H8A . . 110.1 ?
C18 C8 H8A . . 110.1 ?
O1 C9 C8 . . 124.3(3) ?
O1 C9 C10 . . 123.6(3) ?
C8 C9 C10 . . 111.8(3) ?
C9 C10 C11 . . 108.3(3) ?
C9 C10 C25 . . 106.3(3) ?
C11 C10 C25 . . 114.3(3) ?
C9 C10 H10A . . 109.3 ?
C11 C10 H10A . . 109.3 ?
C25 C10 H10A . . 109.3 ?
N1 C11 C12B . . 117(2) ?
N1 C11 C12A . . 106.3(8) ?
N1 C11 C10 . . 108.7(3) ?
C12B C11 C10 . . 109(3) ?
C12A C11 C10 . . 110.6(13) ?
N1 C11 H11A . . 110.4 ?
C12B C11 H11A . . 100.5 ?
C12A C11 H11A . . 110.4 ?
C10 C11 H11A . . 110.4 ?
N1 C11 H11B . . 107.0 ?
C12B C11 H11B . . 107.0 ?
C12A C11 H11B . . 116.9 ?
C10 C11 H11B . . 107.0 ?
C13A C12A C17A . . 116.3(14) ?
C13A C12A C11 . . 120.3(12) ?
C17A C12A C11 . . 123.2(13) ?
C12A C13A C14A . . 122.9(10) ?
C12A C13A H13A . . 118.6 ?
C14A C13A H13A . . 118.6 ?
C15A C14A C13A . . 117.1(10) ?
C15A C14A H14A . . 121.4 ?
C13A C14A H14A . . 121.4 ?
C14A C15A C16A . . 121.1(10) ?
C14A C15A Br2A . . 118.3(10) ?
C16A C15A Br2A . . 120.5(8) ?
C17A C16A C15A . . 120.9(10) ?
C17A C16A H16A . . 119.5 ?
C15A C16A H16A . . 119.5 ?
C16A C17A C12A . . 121.6(12) ?
C16A C17A H17A . . 119.2 ?
C12A C17A H17A . . 119.2 ?
C13B C12B C17B . . 123(4) ?
C13B C12B C11 . . 124(3) ?
C17B C12B C11 . . 114(4) ?
C12B C13B C14B . . 120(3) ?
C12B C13B H13B . . 119.8 ?
C14B C13B H13B . . 119.8 ?
C15B C14B C13B . . 118(3) ?
C15B C14B H14B . . 120.9 ?
C13B C14B H14B . . 121.0 ?
C16B C15B C14B . . 125(3) ?
C16B C15B Br2B . . 113(3) ?
C14B C15B Br2B . . 121(3) ?
C15B C16B C17B . . 113(2) ?
C15B C16B H16B . . 123.4 ?
C17B C16B H16B . . 123.4 ?
C12B C17B C16B . . 119(3) ?
C12B C17B H17B . . 120.3 ?
C16B C17B H17B . . 120.3 ?
N2 C18 C19 . . 112.3(3) ?
N2 C18 C8 . . 108.4(3) ?
C19 C18 C8 . . 111.5(3) ?
N2 C18 H18A . . 108.2 ?
C19 C18 H18A . . 108.2 ?
C8 C18 H18A . . 108.2 ?
C20 C19 C24 . . 117.8(4) ?
C20 C19 C18 . . 119.4(4) ?
C24 C19 C18 . . 122.7(3) ?
C19 C20 C21 . . 122.2(4) ?
C19 C20 H20A . . 118.9 ?
C21 C20 H20A . . 118.9 ?
C22 C21 C20 . . 118.2(4) ?
C22 C21 H21A . . 120.9 ?
C20 C21 H21A . . 120.9 ?
C23 C22 C21 . . 121.2(4) ?
C23 C22 Br3 . . 119.8(4) ?
C21 C22 Br3 . . 119.0(3) ?
C22 C23 C24 . . 119.6(4) ?
C22 C23 H23A . . 120.2 ?
C24 C23 H23A . . 120.2 ?
C23 C24 C19 . . 120.9(4) ?
C23 C24 H24A . . 119.5 ?
C19 C24 H24A . . 119.5 ?
N2 C25 C26 . . 113.1(3) ?
N2 C25 C10 . . 108.0(3) ?
C26 C25 C10 . . 111.0(3) ?
N2 C25 H25A . . 108.2 ?
C26 C25 H25A . . 108.2 ?
C10 C25 H25A . . 108.2 ?
C31 C26 C27 . . 118.0(4) ?
C31 C26 C25 . . 118.9(3) ?
C27 C26 C25 . . 123.1(3) ?
C28 C27 C26 . . 120.7(4) ?
C28 C27 H27A . . 119.7 ?
C26 C27 H27A . . 119.7 ?
C29 C28 C27 . . 120.0(4) ?
C29 C28 H28A . . 120.0 ?
C27 C28 H28A . . 120.0 ?
C28 C29 C30 . . 120.9(4) ?
C28 C29 Br4 . . 119.6(3) ?
C30 C29 Br4 . . 119.4(3) ?
C31 C30 C29 . . 118.0(4) ?
C31 C30 H30A . . 121.0 ?
C29 C30 H30A . . 121.0 ?
C26 C31 C30 . . 122.3(4) ?
C26 C31 H31A . . 118.8 ?
C30 C31 H31A . . 118.8 ?
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 C3 . 1.902(4) ?
Br2A C15A . 1.897(13) ?
Br2B C15B . 1.92(3) ?
Br3 C22 . 1.894(4) ?
Br4 C29 . 1.895(4) ?
O1 C9 . 1.217(4) ?
N1 C11 . 1.468(5) ?
N1 C7 . 1.470(5) ?
N1 H1N1 . 0.85 ?
N2 C18 . 1.458(4) ?
N2 C25 . 1.463(5) ?
N2 H1N2 . 0.86 ?
C1 C2 . 1.381(6) ?
C1 C6 . 1.390(5) ?
C1 H1A . 0.93 ?
C2 C3 . 1.371(6) ?
C2 H2A . 0.93 ?
C3 C4 . 1.373(6) ?
C4 C5 . 1.375(5) ?
C4 H4A . 0.93 ?
C5 C6 . 1.394(5) ?
C5 H5A . 0.93 ?
C6 C7 . 1.519(5) ?
C7 C8 . 1.556(5) ?
C7 H7A . 0.98 ?
C8 C9 . 1.506(5) ?
C8 C18 . 1.560(5) ?
C8 H8A . 0.98 ?
C9 C10 . 1.513(5) ?
C10 C11 . 1.552(5) ?
C10 C25 . 1.555(5) ?
C10 H10A . 0.98 ?
C11 C12B . 1.50(4) ?
C11 C12A . 1.533(19) ?
C11 H11A . 0.98 ?
C11 H11B . 0.98 ?
C12A C13A . 1.40(2) ?
C12A C17A . 1.406(15) ?
C13A C14A . 1.396(16) ?
C13A H13A . 0.93 ?
C14A C15A . 1.365(12) ?
C14A H14A . 0.93 ?
C15A C16A . 1.394(13) ?
C16A C17A . 1.32(2) ?
C16A H16A . 0.93 ?
C17A H17A . 0.93 ?
C12B C13B . 1.30(5) ?
C12B C17B . 1.32(4) ?
C13B C14B . 1.39(3) ?
C13B H13B . 0.93 ?
C14B C15B . 1.38(4) ?
C14B H14B . 0.93 ?
C15B C16B . 1.29(4) ?
C16B C17B . 1.55(5) ?
C16B H16B . 0.93 ?
C17B H17B . 0.93 ?
C18 C19 . 1.504(5) ?
C18 H18A . 0.98 ?
C19 C20 . 1.380(5) ?
C19 C24 . 1.391(5) ?
C20 C21 . 1.382(5) ?
C20 H20A . 0.93 ?
C21 C22 . 1.379(6) ?
C21 H21A . 0.93 ?
C22 C23 . 1.373(6) ?
C23 C24 . 1.377(5) ?
C23 H23A . 0.93 ?
C24 H24A . 0.93 ?
C25 C26 . 1.504(5) ?
C25 H25A . 0.98 ?
C26 C31 . 1.382(5) ?
C26 C27 . 1.383(5) ?
C27 C28 . 1.382(5) ?
C27 H27A . 0.93 ?
C28 C29 . 1.369(6) ?
C28 H28A . 0.93 ?
C29 C30 . 1.384(6) ?
C30 C31 . 1.384(5) ?
C30 H30A . 0.93 ?
C31 H31A . 0.93 ?
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
N2 H1N2 O1 1_554 0.86 2.58 3.319(4) 145 yes
C18 H18A O1 4_575 0.98 2.50 3.294(5) 138 yes
C5 H5A Cg2 1_555 0.93 2.77 3.614(5) 151 yes
C28 H28A Cg1 1_554 0.93 2.67 3.433(9) 140 yes
C31 H31A Cg3 4_576 0.93 2.80 3.640(5) 151 yes
C13B H13B Cg3 1_555 0.93 2.76 3.53(5) 141 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
C6 C1 C2 C3 . . . . -0.8(6) ?
C1 C2 C3 C4 . . . . 1.7(6) ?
C1 C2 C3 Br1 . . . . -177.4(3) ?
C2 C3 C4 C5 . . . . -1.1(6) ?
Br1 C3 C4 C5 . . . . 178.0(3) ?
C3 C4 C5 C6 . . . . -0.5(6) ?
C2 C1 C6 C5 . . . . -0.7(6) ?
C2 C1 C6 C7 . . . . -178.1(4) ?
C4 C5 C6 C1 . . . . 1.3(6) ?
C4 C5 C6 C7 . . . . 178.8(4) ?
C11 N1 C7 C6 . . . . 175.4(3) ?
C11 N1 C7 C8 . . . . -60.3(4) ?
C1 C6 C7 N1 . . . . -13.9(5) ?
C5 C6 C7 N1 . . . . 168.8(3) ?
C1 C6 C7 C8 . . . . -135.4(4) ?
C5 C6 C7 C8 . . . . 47.3(5) ?
N1 C7 C8 C9 . . . . 0.5(4) ?
C6 C7 C8 C9 . . . . 123.3(3) ?
N1 C7 C8 C18 . . . . 116.6(3) ?
C6 C7 C8 C18 . . . . -120.6(3) ?
C7 C8 C9 O1 . . . . -128.3(4) ?
C18 C8 C9 O1 . . . . 110.7(4) ?
C7 C8 C9 C10 . . . . 58.4(4) ?
C18 C8 C9 C10 . . . . -62.6(4) ?
O1 C9 C10 C11 . . . . 125.8(4) ?
C8 C9 C10 C11 . . . . -60.8(4) ?
O1 C9 C10 C25 . . . . -110.9(4) ?
C8 C9 C10 C25 . . . . 62.4(4) ?
C7 N1 C11 C12B . . . . -178(3) ?
C7 N1 C11 C12A . . . . 176.9(13) ?
C7 N1 C11 C10 . . . . 57.8(4) ?
C9 C10 C11 N1 . . . . 3.6(4) ?
C25 C10 C11 N1 . . . . -114.7(3) ?
C9 C10 C11 C12B . . . . -125.5(19) ?
C25 C10 C11 C12B . . . . 116.2(19) ?
C9 C10 C11 C12A . . . . -112.7(7) ?
C25 C10 C11 C12A . . . . 128.9(7) ?
N1 C11 C12A C13A . . . . 157(2) ?
C12B C11 C12A C13A . . . . 1(19) ?
C10 C11 C12A C13A . . . . -85(2) ?
N1 C11 C12A C17A . . . . -28(3) ?
C12B C11 C12A C17A . . . . 18E1(2) ?
C10 C11 C12A C17A . . . . 89(3) ?
C17A C12A C13A C14A . . . . -1(4) ?
C11 C12A C13A C14A . . . . 174(2) ?
C12A C13A C14A C15A . . . . 0(3) ?
C13A C14A C15A C16A . . . . 1(2) ?
C13A C14A C15A Br2A . . . . -176.4(14) ?
C14A C15A C16A C17A . . . . -2(3) ?
Br2A C15A C16A C17A . . . . 175.3(15) ?
C15A C16A C17A C12A . . . . 2(3) ?
C13A C12A C17A C16A . . . . 0(4) ?
C11 C12A C17A C16A . . . . -175(2) ?
N1 C11 C12B C13B . . . . 150(5) ?
C12A C11 C12B C13B . . . . 18E1(3) ?
C10 C11 C12B C13B . . . . -85(6) ?
N1 C11 C12B C17B . . . . -30(7) ?
C12A C11 C12B C17B . . . . -4(16) ?
C10 C11 C12B C17B . . . . 94(6) ?
C17B C12B C13B C14B . . . . -4(9) ?
C11 C12B C13B C14B . . . . 176(5) ?
C12B C13B C14B C15B . . . . -2(7) ?
C13B C14B C15B C16B . . . . 10(7) ?
C13B C14B C15B Br2B . . . . -178(3) ?
C14B C15B C16B C17B . . . . -10(6) ?
Br2B C15B C16B C17B . . . . 177(3) ?
C13B C12B C17B C16B . . . . 3(10) ?
C11 C12B C17B C16B . . . . -177(4) ?
C15B C16B C17B C12B . . . . 4(7) ?
C25 N2 C18 C19 . . . . 172.0(3) ?
C25 N2 C18 C8 . . . . -64.4(4) ?
C9 C8 C18 N2 . . . . 60.7(4) ?
C7 C8 C18 N2 . . . . -57.4(4) ?
C9 C8 C18 C19 . . . . -175.2(3) ?
C7 C8 C18 C19 . . . . 66.7(4) ?
N2 C18 C19 C20 . . . . -149.5(3) ?
C8 C18 C19 C20 . . . . 88.7(4) ?
N2 C18 C19 C24 . . . . 33.4(5) ?
C8 C18 C19 C24 . . . . -88.5(4) ?
C24 C19 C20 C21 . . . . 2.5(6) ?
C18 C19 C20 C21 . . . . -174.8(4) ?
C19 C20 C21 C22 . . . . -0.5(6) ?
C20 C21 C22 C23 . . . . -1.4(7) ?
C20 C21 C22 Br3 . . . . -179.1(3) ?
C21 C22 C23 C24 . . . . 1.3(7) ?
Br3 C22 C23 C24 . . . . 179.0(3) ?
C22 C23 C24 C19 . . . . 0.7(6) ?
C20 C19 C24 C23 . . . . -2.6(6) ?
C18 C19 C24 C23 . . . . 174.6(4) ?
C18 N2 C25 C26 . . . . -173.7(3) ?
C18 N2 C25 C10 . . . . 63.1(4) ?
C9 C10 C25 N2 . . . . -59.0(4) ?
C11 C10 C25 N2 . . . . 60.4(4) ?
C9 C10 C25 C26 . . . . 176.6(3) ?
C11 C10 C25 C26 . . . . -64.0(4) ?
N2 C25 C26 C31 . . . . 168.9(4) ?
C10 C25 C26 C31 . . . . -69.6(5) ?
N2 C25 C26 C27 . . . . -11.3(5) ?
C10 C25 C26 C27 . . . . 110.2(4) ?
C31 C26 C27 C28 . . . . 1.5(6) ?
C25 C26 C27 C28 . . . . -178.3(4) ?
C26 C27 C28 C29 . . . . 0.1(7) ?
C27 C28 C29 C30 . . . . -0.5(7) ?
C27 C28 C29 Br4 . . . . 179.8(3) ?
C28 C29 C30 C31 . . . . -0.6(7) ?
Br4 C29 C30 C31 . . . . 179.2(3) ?
C27 C26 C31 C30 . . . . -2.6(6) ?
C25 C26 C31 C30 . . . . 177.2(4) ?
C29 C30 C31 C26 . . . . 2.2(7) ?
