#------------------------------------------------------------------------------
#$Date: 2019-05-13 10:49:06 +0300 (Mon, 13 May 2019) $
#$Revision: 215051 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/53/1505363.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_1505363
loop_
_publ_author_name
'Chebanov, Valentin A.'
'Saraev, Vyacheslav E.'
'Desenko, Sergey M.'
'Chernenko, Vitaliy N.'
'Shishkina, Svetlana V.'
'Shishkin, Oleg V.'
'Kobzar, Kiril M.'
'Kappe, C. Oliver'
_publ_section_title
;
 One-pot, multicomponent route to pyrazoloquinolizinones.
;
_journal_issue                   9
_journal_name_full               'Organic letters'
_journal_page_first              1691
_journal_page_last               1694
_journal_paper_doi               10.1021/ol070411l
_journal_volume                  9
_journal_year                    2007
_chemical_formula_moiety         'C24 H24 Br N3 O2, 0.25(C4 H10 O)'
_chemical_formula_sum            'C25 H26.5 Br N3 O2.25'
_chemical_formula_weight         484.90
_chemical_name_systematic
; 
 4-(4-Bromo-phenyl)-5a-hydroxy-7,7-dimethyl-3-phenyl-4,5,5a,6,7,8-hexahydro-
1H-1,2,9a-triaza-cyclopenta[a]naphthalen-9-one
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 132.682(5)
_cell_angle_gamma                90.000(5)
_cell_formula_units_Z            16
_cell_length_a                   36.322(5)
_cell_length_b                   13.144(5)
_cell_length_c                   25.296(5)
_cell_measurement_reflns_used    15683
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30
_cell_measurement_theta_min      8
_cell_volume                     8878(4)
_computing_cell_refinement
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.27p5 beta (release 01-04-2005 CrysAlis171 .NET)
(compiled Apr  1 2005,17:53:34)
;
_computing_data_collection
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.27p5 beta (release 01-04-2005 CrysAlis171 .NET)
(compiled Apr  1 2005,17:53:34)
;
_computing_data_reduction
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.27p5 beta (release 01-04-2005 CrysAlis171 .NET)
(compiled Apr  1 2005,17:53:34)
;
_computing_molecular_graphics    'XP (Siemens, 1998)'
_computing_publication_material  'SHELXTL (Sheldrick, 1998)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 1998)'
_computing_structure_solution    'SHELXTL (Sheldrick, 1998)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 16.1827
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  Xcalibur"3
_diffrn_measurement_method       ω-scans
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0585
_diffrn_reflns_av_sigmaI/netI    0.0778
_diffrn_reflns_limit_h_max       51
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            32926
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         3.17
_diffrn_standards_interval_count 50
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    1.881
_exptl_absorpt_correction_T_max  0.8342
_exptl_absorpt_correction_T_min  0.7048
_exptl_absorpt_correction_type   psi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.451
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             4008
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.578
_refine_diff_density_min         -1.313
_refine_diff_density_rms         0.116
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.967
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     571
_refine_ls_number_reflns         12864
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.967
_refine_ls_R_factor_all          0.1065
_refine_ls_R_factor_gt           0.0656
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1066P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1620
_refine_ls_wR_factor_ref         0.1924
_reflns_number_gt                7385
_reflns_number_total             12864
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol070411lsi20070219_052209.cif
_cod_data_source_block           experimental
_cod_depositor_comments
;

2019-05-05
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C100 H106 Br4 N12 O9'
_cod_original_formula_weight         1939.61
_cod_original_formula_moiety         '4(C24 H24 Br N3 O2), C4 H10 O'
_cod_original_formula_units_Z            4
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               1505363
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
Br1A Br 0.578257(14) 0.50863(3) 0.353261(19) 0.03289(12) Uani 1 1 d .
O1A O 0.35864(8) 0.02181(19) 0.37031(12) 0.0283(5) Uani 1 1 d .
O2A O 0.47744(9) 0.21533(19) 0.55463(13) 0.0329(6) Uani 1 1 d .
H2OA H 0.4826 0.1523 0.5611 0.049 Uiso 1 1 calc R
N1A N 0.41985(10) 0.1395(2) 0.43689(16) 0.0302(7) Uani 1 1 d .
N2A N 0.44257(12) 0.0030(2) 0.3976(2) 0.0418(9) Uani 1 1 d .
H2NA H 0.4184 -0.0392 0.3830 0.050 Uiso 1 1 calc R
N3A N 0.47817(13) -0.0179(2) 0.3951(2) 0.0497(10) Uani 1 1 d .
C1A C 0.44876(12) 0.0949(3) 0.4248(2) 0.0318(8) Uani 1 1 d .
C2A C 0.50765(13) 0.0649(3) 0.4230(2) 0.0398(10) Uani 1 1 d .
C3A C 0.49098(12) 0.1385(3) 0.4434(2) 0.0341(9) Uani 1 1 d .
C4A C 0.50879(12) 0.2439(3) 0.47461(19) 0.0335(8) Uani 1 1 d .
H4A H 0.5367 0.2382 0.5280 0.040 Uiso 1 1 calc R
C5A C 0.46439(13) 0.2982(3) 0.4579(2) 0.0335(8) Uani 1 1 d .
H5AA H 0.4385 0.3124 0.4057 0.040 Uiso 1 1 calc R
H5AB H 0.4760 0.3642 0.4835 0.040 Uiso 1 1 calc R
C6A C 0.44056(12) 0.2361(3) 0.4798(2) 0.0318(8) Uani 1 1 d .
C7A C 0.39840(15) 0.2972(3) 0.4636(3) 0.0502(12) Uani 1 1 d .
H7AB H 0.3772 0.3247 0.4142 0.060 Uiso 1 1 calc R
H7AA H 0.4132 0.3559 0.4969 0.060 Uiso 1 1 calc R
C8A C 0.36456(13) 0.2388(3) 0.4695(2) 0.0346(9) Uani 1 1 d .
C9A C 0.3481(2) 0.1457(5) 0.4274(4) 0.093(3) Uani 1 1 d .
H9AB H 0.3138 0.1591 0.3809 0.112 Uiso 1 1 calc R
H9AA H 0.3449 0.0936 0.4524 0.112 Uiso 1 1 calc R
C10A C 0.37565(12) 0.0963(3) 0.40982(17) 0.0293(8) Uani 1 1 d .
C11A C 0.3909(2) 0.2106(7) 0.5450(3) 0.108(3) Uani 1 1 d .
H11B H 0.4070 0.2710 0.5757 0.163 Uiso 1 1 calc R
H11A H 0.4164 0.1589 0.5622 0.163 Uiso 1 1 calc R
H11C H 0.3666 0.1832 0.5468 0.163 Uiso 1 1 calc R
C12A C 0.3198(3) 0.3036(6) 0.4407(7) 0.192(6) Uani 1 1 d .
H12A H 0.2996 0.2680 0.4476 0.288 Uiso 1 1 calc R
H12B H 0.2994 0.3162 0.3893 0.288 Uiso 1 1 calc R
H12C H 0.3314 0.3686 0.4665 0.288 Uiso 1 1 calc R
C13A C 0.55009(14) 0.0721(3) 0.4262(3) 0.0433(11) Uani 1 1 d .
C14A C 0.54412(18) 0.0386(3) 0.3693(3) 0.0621(15) Uani 1 1 d .
H14A H 0.5131 0.0099 0.3283 0.075 Uiso 1 1 calc R
C15A C 0.58334(18) 0.0464(4) 0.3711(3) 0.0642(15) Uani 1 1 d .
H15A H 0.5791 0.0235 0.3316 0.077 Uiso 1 1 calc R
C16A C 0.62884(16) 0.0883(3) 0.4317(3) 0.0496(12) Uani 1 1 d .
H16A H 0.6558 0.0939 0.4336 0.059 Uiso 1 1 calc R
C17A C 0.63465(15) 0.1214(4) 0.4886(3) 0.0489(12) Uani 1 1 d .
H17A H 0.6655 0.1505 0.5296 0.059 Uiso 1 1 calc R
C18A C 0.59537(14) 0.1124(4) 0.4859(2) 0.0478(12) Uani 1 1 d .
H18A H 0.5997 0.1343 0.5257 0.057 Uiso 1 1 calc R
C19A C 0.52692(12) 0.3058(3) 0.44548(17) 0.0256(7) Uani 1 1 d .
C20A C 0.50213(12) 0.3027(2) 0.37315(17) 0.0248(7) Uani 1 1 d .
H20A H 0.4742 0.2585 0.3419 0.030 Uiso 1 1 calc R
C21A C 0.51698(12) 0.3623(3) 0.34530(18) 0.0254(7) Uani 1 1 d .
H21A H 0.4993 0.3598 0.2955 0.031 Uiso 1 1 calc R
C22A C 0.55806(11) 0.4258(2) 0.39110(17) 0.0205(6) Uani 1 1 d .
C23A C 0.58371(12) 0.4310(3) 0.46337(17) 0.0285(7) Uani 1 1 d .
H23A H 0.6117 0.4750 0.4944 0.034 Uiso 1 1 calc R
C24A C 0.56785(13) 0.3707(3) 0.49001(19) 0.0366(9) Uani 1 1 d .
H24A H 0.5854 0.3740 0.5397 0.044 Uiso 1 1 calc R
Br1B Br 0.768510(16) 0.39935(4) -0.00478(2) 0.04708(14) Uani 1 1 d .
O1B O 0.62479(9) 0.83170(19) 0.16079(13) 0.0308(5) Uani 1 1 d .
O2B O 0.72747(8) 0.58268(18) 0.29204(11) 0.0268(5) Uani 1 1 d .
H2OB H 0.7347 0.5227 0.3076 0.040 Uiso 1 1 calc R
N1B N 0.67188(10) 0.6909(2) 0.19501(14) 0.0218(5) Uani 1 1 d .
N2B N 0.70639(10) 0.8419(2) 0.18288(15) 0.0262(6) Uani 1 1 d .
H2NB H 0.6867 0.8875 0.1783 0.031 Uiso 1 1 calc R
N3B N 0.74299(10) 0.8640(2) 0.18283(15) 0.0253(6) Uani 1 1 d .
C1B C 0.70422(11) 0.7406(2) 0.19085(16) 0.0223(6) Uani 1 1 d .
C2B C 0.76384(11) 0.7732(2) 0.19090(16) 0.0228(6) Uani 1 1 d .
C3B C 0.74038(11) 0.6931(2) 0.19590(16) 0.0216(6) Uani 1 1 d .
C4B C 0.74614(11) 0.5795(3) 0.19886(16) 0.0226(6) Uani 1 1 d .
H4B H 0.7757 0.5593 0.2495 0.027 Uiso 1 1 calc R
C5B C 0.69859(12) 0.5326(3) 0.17731(17) 0.0243(7) Uani 1 1 d .
H5BB H 0.6703 0.5406 0.1248 0.029 Uiso 1 1 calc R
H5BA H 0.7040 0.4589 0.1881 0.029 Uiso 1 1 calc R
C6B C 0.68466(11) 0.5822(2) 0.21678(16) 0.0229(7) Uani 1 1 d .
C7B C 0.64106(13) 0.5265(3) 0.20051(18) 0.0277(7) Uani 1 1 d .
H7BB H 0.6536 0.4612 0.2270 0.033 Uiso 1 1 calc R
H7BA H 0.6158 0.5103 0.1485 0.033 Uiso 1 1 calc R
C8B C 0.61518(13) 0.5853(3) 0.22004(19) 0.0313(8) Uani 1 1 d .
C9B C 0.59641(14) 0.6841(3) 0.1788(2) 0.0331(8) Uani 1 1 d .
H9BB H 0.5869 0.7293 0.1991 0.040 Uiso 1 1 calc R
H9BA H 0.5656 0.6695 0.1284 0.040 Uiso 1 1 calc R
C10B C 0.63214(12) 0.7412(3) 0.17824(17) 0.0267(7) Uani 1 1 d .
C11B C 0.65017(16) 0.6064(3) 0.3010(2) 0.0419(10) Uani 1 1 d .
H11F H 0.6311 0.6382 0.3112 0.063 Uiso 1 1 calc R
H11E H 0.6771 0.6523 0.3160 0.063 Uiso 1 1 calc R
H11D H 0.6646 0.5422 0.3276 0.063 Uiso 1 1 calc R
C12B C 0.57060(15) 0.5212(3) 0.1963(2) 0.0383(9) Uani 1 1 d .
H12F H 0.5498 0.5011 0.1459 0.057 Uiso 1 1 calc R
H12E H 0.5505 0.5615 0.2016 0.057 Uiso 1 1 calc R
H12D H 0.5831 0.4602 0.2265 0.057 Uiso 1 1 calc R
C13B C 0.80552(12) 0.7657(3) 0.19342(18) 0.0248(7) Uani 1 1 d .
C14B C 0.80624(14) 0.8251(3) 0.1482(2) 0.0406(10) Uani 1 1 d .
H14B H 0.7807 0.8740 0.1173 0.049 Uiso 1 1 calc R
C15B C 0.84413(16) 0.8125(3) 0.1485(3) 0.0470(11) Uani 1 1 d .
H15B H 0.8445 0.8529 0.1177 0.056 Uiso 1 1 calc R
C16B C 0.88189(14) 0.7410(3) 0.1938(2) 0.0393(9) Uani 1 1 d .
H16B H 0.9081 0.7332 0.1942 0.047 Uiso 1 1 calc R
C17B C 0.88110(13) 0.6816(3) 0.23787(19) 0.0305(8) Uani 1 1 d .
H17B H 0.9063 0.6317 0.2678 0.037 Uiso 1 1 calc R
C18B C 0.84359(12) 0.6947(3) 0.23860(18) 0.0256(7) Uani 1 1 d .
H18B H 0.8438 0.6548 0.2701 0.031 Uiso 1 1 calc R
C19B C 0.75331(12) 0.5383(3) 0.14977(17) 0.0246(7) Uani 1 1 d .
C20B C 0.72328(13) 0.5717(3) 0.07959(19) 0.0368(9) Uani 1 1 d .
H20B H 0.6992 0.6236 0.0624 0.044 Uiso 1 1 calc R
C21B C 0.72798(14) 0.5301(4) 0.0340(2) 0.0422(10) Uani 1 1 d .
H21B H 0.7068 0.5524 -0.0145 0.051 Uiso 1 1 calc R
C22B C 0.76347(13) 0.4567(3) 0.05930(19) 0.0346(8) Uani 1 1 d .
C23B C 0.79465(14) 0.4231(3) 0.12964(19) 0.0316(8) Uani 1 1 d .
H23B H 0.8192 0.3723 0.1469 0.038 Uiso 1 1 calc R
C24B C 0.78943(13) 0.4649(3) 0.17451(18) 0.0270(7) Uani 1 1 d .
H24B H 0.8109 0.4430 0.2231 0.032 Uiso 1 1 calc R
O1S O 0.5000 -0.1998(5) 0.2500 0.0911(19) Uani 1 2 d S
C1S C 0.5350(3) -0.2304(6) 0.2444(4) 0.106(2) Uani 1 1 d .
H1SA H 0.5169 -0.2642 0.1975 0.127 Uiso 1 1 calc R
H1SB H 0.5588 -0.2801 0.2829 0.127 Uiso 1 1 calc R
C2S C 0.5627(2) -0.1426(4) 0.2508(3) 0.0668(15) Uani 1 1 d .
H2SA H 0.5928 -0.1663 0.2617 0.100 Uiso 1 1 calc R
H2SB H 0.5724 -0.0982 0.2896 0.100 Uiso 1 1 calc R
H2SC H 0.5414 -0.1048 0.2054 0.100 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'
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
_geom_angle_site_symmetry_1
C10A N1A C1A 120.9(3) .
C10A N1A C6A 123.7(3) .
C1A N1A C6A 115.4(3) .
C1A N2A N3A 111.9(3) .
C2A N3A N2A 104.8(4) .
N2A C1A C3A 108.1(3) .
N2A C1A N1A 127.0(3) .
C3A C1A N1A 124.8(4) .
N3A C2A C3A 111.1(3) .
N3A C2A C13A 120.5(4) .
C3A C2A C13A 128.3(4) .
C1A C3A C2A 104.1(3) .
C1A C3A C4A 122.7(4) .
C2A C3A C4A 133.2(3) .
C3A C4A C19A 114.3(3) .
C3A C4A C5A 106.6(3) .
C19A C4A C5A 109.8(3) .
C4A C5A C6A 113.4(3) .
O2A C6A N1A 111.0(3) .
O2A C6A C7A 109.3(3) .
N1A C6A C7A 109.5(3) .
O2A C6A C5A 109.2(3) .
N1A C6A C5A 108.4(3) .
C7A C6A C5A 109.4(3) .
C6A C7A C8A 115.8(3) .
C9A C8A C11A 108.4(5) .
C9A C8A C12A 110.2(6) .
C11A C8A C12A 107.7(6) .
C9A C8A C7A 107.8(4) .
C11A C8A C7A 112.8(3) .
C12A C8A C7A 109.9(3) .
C8A C9A C10A 123.9(4) .
O1A C10A N1A 120.7(3) .
O1A C10A C9A 121.5(3) .
N1A C10A C9A 117.8(3) .
C14A C13A C18A 119.6(4) .
C14A C13A C2A 119.9(4) .
C18A C13A C2A 120.4(5) .
C13A C14A C15A 120.5(5) .
C16A C15A C14A 119.2(5) .
C17A C16A C15A 120.1(4) .
C16A C17A C18A 119.9(4) .
C13A C18A C17A 120.7(5) .
C20A C19A C24A 117.9(3) .
C20A C19A C4A 121.2(3) .
C24A C19A C4A 120.9(3) .
C21A C20A C19A 121.7(3) .
C20A C21A C22A 119.0(3) .
C23A C22A C21A 121.0(3) .
C23A C22A Br1A 119.7(2) .
C21A C22A Br1A 119.3(2) .
C22A C23A C24A 118.9(3) .
C19A C24A C23A 121.5(3) .
C10B N1B C1B 120.7(3) .
C10B N1B C6B 125.3(3) .
C1B N1B C6B 114.0(3) .
C1B N2B N3B 111.4(3) .
C2B N3B N2B 104.9(3) .
N2B C1B C3B 108.1(3) .
N2B C1B N1B 127.0(3) .
C3B C1B N1B 124.9(3) .
N3B C2B C3B 111.2(3) .
N3B C2B C13B 121.2(3) .
C3B C2B C13B 127.6(3) .
C1B C3B C2B 104.3(3) .
C1B C3B C4B 123.1(3) .
C2B C3B C4B 132.3(3) .
C3B C4B C19B 113.9(3) .
C3B C4B C5B 107.1(3) .
C19B C4B C5B 109.7(3) .
C6B C5B C4B 112.6(3) .
O2B C6B N1B 105.9(2) .
O2B C6B C7B 110.8(3) .
N1B C6B C7B 110.8(3) .
O2B C6B C5B 109.2(3) .
N1B C6B C5B 108.9(3) .
C7B C6B C5B 111.1(3) .
C6B C7B C8B 114.9(3) .
C9B C8B C7B 107.4(3) .
C9B C8B C11B 110.2(3) .
C7B C8B C11B 112.8(3) .
C9B C8B C12B 109.8(3) .
C7B C8B C12B 108.1(3) .
C11B C8B C12B 108.6(3) .
C8B C9B C10B 116.6(3) .
O1B C10B N1B 120.3(3) .
O1B C10B C9B 120.3(3) .
N1B C10B C9B 119.3(3) .
C18B C13B C14B 119.0(3) .
C18B C13B C2B 119.9(3) .
C14B C13B C2B 121.0(3) .
C15B C14B C13B 120.0(3) .
C14B C15B C16B 120.5(4) .
C17B C16B C15B 119.9(4) .
C16B C17B C18B 120.1(3) .
C17B C18B C13B 120.6(3) .
C20B C19B C24B 118.8(3) .
C20B C19B C4B 120.7(3) .
C24B C19B C4B 120.5(3) .
C19B C20B C21B 120.5(4) .
C22B C21B C20B 119.7(4) .
C21B C22B C23B 121.1(3) .
C21B C22B Br1B 118.8(3) .
C23B C22B Br1B 120.1(3) .
C22B C23B C24B 118.7(4) .
C23B C24B C19B 121.2(3) .
C1S O1S C1S 147.3(9) 2_655
O1S C1S C2S 111.0(6) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Br1A C22A 1.895(3) .
O1A C10A 1.225(4) .
O2A C6A 1.419(4) .
N1A C10A 1.371(4) .
N1A C1A 1.405(5) .
N1A C6A 1.500(5) .
N2A C1A 1.331(5) .
N2A N3A 1.365(5) .
N3A C2A 1.344(5) .
C1A C3A 1.388(5) .
C2A C3A 1.411(6) .
C2A C13A 1.489(5) .
C3A C4A 1.507(6) .
C4A C19A 1.515(5) .
C4A C5A 1.538(5) .
C5A C6A 1.540(5) .
C6A C7A 1.518(5) .
C7A C8A 1.541(5) .
C8A C9A 1.458(6) .
C8A C11A 1.491(7) .
C8A C12A 1.515(6) .
C9A C10A 1.491(6) .
C13A C14A 1.377(7) .
C13A C18A 1.378(6) .
C14A C15A 1.397(6) .
C15A C16A 1.396(7) .
C16A C17A 1.377(7) .
C17A C18A 1.387(6) .
C19A C20A 1.388(5) .
C19A C24A 1.392(5) .
C20A C21A 1.384(5) .
C21A C22A 1.386(4) .
C22A C23A 1.380(4) .
C23A C24A 1.393(5) .
Br1B C22B 1.906(4) .
O1B C10B 1.233(4) .
O2B C6B 1.424(4) .
N1B C10B 1.368(4) .
N1B C1B 1.409(4) .
N1B C6B 1.489(4) .
N2B C1B 1.357(4) .
N2B N3B 1.362(4) .
N3B C2B 1.353(4) .
C1B C3B 1.380(5) .
C2B C3B 1.414(4) .
C2B C13B 1.475(4) .
C3B C4B 1.502(5) .
C4B C19B 1.530(5) .
C4B C5B 1.543(4) .
C5B C6B 1.537(5) .
C6B C7B 1.526(4) .
C7B C8B 1.535(5) .
C8B C9B 1.508(6) .
C8B C11B 1.536(5) .
C8B C12B 1.541(5) .
C9B C10B 1.508(5) .
C13B C18B 1.396(5) .
C13B C14B 1.400(5) .
C14B C15B 1.380(5) .
C15B C16B 1.396(5) .
C16B C17B 1.377(5) .
C17B C18B 1.386(5) .
C19B C20B 1.381(5) .
C19B C24B 1.389(5) .
C20B C21B 1.388(5) .
C21B C22B 1.373(6) .
C22B C23B 1.383(5) .
C23B C24B 1.385(5) .
O1S C1S 1.428(8) 2_655
O1S C1S 1.428(8) .
C1S C2S 1.466(9) .
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
N2A H2NA O1A 0.88 2.12 2.641(4) 116.8 .
N2A H2NA O1B 0.88 2.05 2.888(4) 158.1 2_645
N2B H2NB O1A 0.88 2.14 2.945(4) 151.2 2_665
N2B H2NB O1B 0.88 2.11 2.621(4) 116.7 .
O2A H2OA N3A 0.84 2.06 2.858(4) 158.8 5_656
O2B H2OB N3B 0.84 2.19 2.982(4) 156.8 4_645
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
C1A N2A N3A C2A 0.7(5) .
N3A N2A C1A C3A -1.3(4) .
N3A N2A C1A N1A -178.1(3) .
C10A N1A C1A N2A -10.9(5) .
C6A N1A C1A N2A 169.8(3) .
C10A N1A C1A C3A 172.8(3) .
C6A N1A C1A C3A -6.6(5) .
N2A N3A C2A C3A 0.2(5) .
N2A N3A C2A C13A -177.3(3) .
N2A C1A C3A C2A 1.3(4) .
N1A C1A C3A C2A 178.2(3) .
N2A C1A C3A C4A 178.8(3) .
N1A C1A C3A C4A -4.3(5) .
N3A C2A C3A C1A -0.9(4) .
C13A C2A C3A C1A 176.3(4) .
N3A C2A C3A C4A -178.0(4) .
C13A C2A C3A C4A -0.7(7) .
C1A C3A C4A C19A -139.2(3) .
C2A C3A C4A C19A 37.5(5) .
C1A C3A C4A C5A -17.7(5) .
C2A C3A C4A C5A 158.9(4) .
C3A C4A C5A C6A 50.7(4) .
C19A C4A C5A C6A 175.0(3) .
C10A N1A C6A O2A 98.4(3) .
C1A N1A C6A O2A -82.2(4) .
C10A N1A C6A C7A -22.3(4) .
C1A N1A C6A C7A 157.0(3) .
C10A N1A C6A C5A -141.6(3) .
C1A N1A C6A C5A 37.8(4) .
C4A C5A C6A O2A 58.6(4) .
C4A C5A C6A N1A -62.6(4) .
C4A C5A C6A C7A 178.1(4) .
O2A C6A C7A C8A -71.1(5) .
N1A C6A C7A C8A 50.7(5) .
C5A C6A C7A C8A 169.4(4) .
C6A C7A C8A C9A -50.9(6) .
C6A C7A C8A C11A 68.7(6) .
C6A C7A C8A C12A -171.1(7) .
C11A C8A C9A C10A -98.7(7) .
C12A C8A C9A C10A 143.6(7) .
C7A C8A C9A C10A 23.7(8) .
C1A N1A C10A O1A -5.2(5) .
C6A N1A C10A O1A 174.1(3) .
C1A N1A C10A C9A 177.5(4) .
C6A N1A C10A C9A -3.2(6) .
C8A C9A C10A O1A -175.1(5) .
C8A C9A C10A N1A 2.1(9) .
N3A C2A C13A C14A 40.8(6) .
C3A C2A C13A C14A -136.2(5) .
N3A C2A C13A C18A -139.4(4) .
C3A C2A C13A C18A 43.6(6) .
C18A C13A C14A C15A -0.9(7) .
C2A C13A C14A C15A 178.9(4) .
C13A C14A C15A C16A 0.3(8) .
C14A C15A C16A C17A -0.1(7) .
C15A C16A C17A C18A 0.5(6) .
C14A C13A C18A C17A 1.3(6) .
C2A C13A C18A C17A -178.5(4) .
C16A C17A C18A C13A -1.1(6) .
C3A C4A C19A C20A 40.1(4) .
C5A C4A C19A C20A -79.5(4) .
C3A C4A C19A C24A -142.5(4) .
C5A C4A C19A C24A 97.8(4) .
C24A C19A C20A C21A -0.4(5) .
C4A C19A C20A C21A 177.0(3) .
C19A C20A C21A C22A 0.8(5) .
C20A C21A C22A C23A -0.8(5) .
C20A C21A C22A Br1A -179.4(2) .
C21A C22A C23A C24A 0.4(5) .
Br1A C22A C23A C24A 179.0(3) .
C20A C19A C24A C23A 0.0(6) .
C4A C19A C24A C23A -177.4(4) .
C22A C23A C24A C19A 0.0(6) .
C1B N2B N3B C2B 0.1(3) .
N3B N2B C1B C3B -0.4(4) .
N3B N2B C1B N1B 178.3(3) .
C10B N1B C1B N2B 11.9(5) .
C6B N1B C1B N2B -169.6(3) .
C10B N1B C1B C3B -169.6(3) .
C6B N1B C1B C3B 8.9(4) .
N2B N3B C2B C3B 0.2(3) .
N2B N3B C2B C13B -180.0(3) .
N2B C1B C3B C2B 0.4(3) .
N1B C1B C3B C2B -178.3(3) .
N2B C1B C3B C4B -174.6(3) .
N1B C1B C3B C4B 6.6(5) .
N3B C2B C3B C1B -0.4(4) .
C13B C2B C3B C1B 179.8(3) .
N3B C2B C3B C4B 174.0(3) .
C13B C2B C3B C4B -5.8(6) .
C1B C3B C4B C19B 134.7(3) .
C2B C3B C4B C19B -38.8(5) .
C1B C3B C4B C5B 13.2(4) .
C2B C3B C4B C5B -160.4(3) .
C3B C4B C5B C6B -47.4(3) .
C19B C4B C5B C6B -171.5(3) .
C10B N1B C6B O2B -106.3(3) .
C1B N1B C6B O2B 75.3(3) .
C10B N1B C6B C7B 13.9(4) .
C1B N1B C6B C7B -164.5(3) .
C10B N1B C6B C5B 136.4(3) .
C1B N1B C6B C5B -42.0(3) .
C4B C5B C6B O2B -51.2(3) .
C4B C5B C6B N1B 64.0(3) .
C4B C5B C6B C7B -173.7(3) .
O2B C6B C7B C8B 74.2(4) .
N1B C6B C7B C8B -43.0(4) .
C5B C6B C7B C8B -164.2(3) .
C6B C7B C8B C9B 58.5(4) .
C6B C7B C8B C11B -63.1(4) .
C6B C7B C8B C12B 176.9(3) .
C7B C8B C9B C10B -44.9(4) .
C11B C8B C9B C10B 78.3(4) .
C12B C8B C9B C10B -162.2(3) .
C1B N1B C10B O1B -1.7(5) .
C6B N1B C10B O1B 180.0(3) .
C1B N1B C10B C9B 176.2(3) .
C6B N1B C10B C9B -2.1(5) .
C8B C9B C10B O1B -163.1(3) .
C8B C9B C10B N1B 19.0(5) .
N3B C2B C13B C18B 143.8(3) .
C3B C2B C13B C18B -36.4(5) .
N3B C2B C13B C14B -39.8(5) .
C3B C2B C13B C14B 140.1(4) .
C18B C13B C14B C15B 0.3(6) .
C2B C13B C14B C15B -176.2(4) .
C13B C14B C15B C16B 0.0(7) .
C14B C15B C16B C17B 0.7(7) .
C15B C16B C17B C18B -1.6(6) .
C16B C17B C18B C13B 1.8(5) .
C14B C13B C18B C17B -1.1(5) .
C2B C13B C18B C17B 175.4(3) .
C3B C4B C19B C20B -45.8(4) .
C5B C4B C19B C20B 74.3(4) .
C3B C4B C19B C24B 135.7(3) .
C5B C4B C19B C24B -104.2(3) .
C24B C19B C20B C21B 2.2(6) .
C4B C19B C20B C21B -176.4(3) .
C19B C20B C21B C22B -1.3(6) .
C20B C21B C22B C23B 0.2(6) .
C20B C21B C22B Br1B 179.1(3) .
C21B C22B C23B C24B 0.1(5) .
Br1B C22B C23B C24B -178.8(3) .
C22B C23B C24B C19B 0.8(5) .
C20B C19B C24B C23B -1.9(5) .
C4B C19B C24B C23B 176.6(3) .
C1S O1S C1S C2S -172.2(6) 2_655
