#------------------------------------------------------------------------------
#$Date: 2016-03-21 03:11:20 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178424 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/45/4024507.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_4024507
loop_
_publ_author_name
'Ken S. Feldman'
'Matthew D. Fodor'
_publ_section_title
;
Extending Pummerer Reaction Chemistry: (\+-)-Dibromoagelaspongin Synthesis
and Related Studies
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              3449
_journal_page_last               3461
_journal_paper_doi               10.1021/jo900283g
_journal_volume                  74
_journal_year                    2009
_chemical_formula_moiety         'C19 H21 Br2 Cl N5 O3 S2'
_chemical_formula_sum            'C19 H21 Br2 Cl N5 O3 S2'
_chemical_formula_weight         626.80
_chemical_name_systematic
; 
 ? 
;
_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                 116.518(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.510(3)
_cell_length_b                   12.862(3)
_cell_length_c                   13.257(3)
_cell_measurement_reflns_used    7203
_cell_measurement_temperature    93(2)
_cell_measurement_theta_max      28.270
_cell_measurement_theta_min      2.228
_cell_volume                     2213.8(9)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      93(2)
_diffrn_measured_fraction_theta_full 0.969
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0456
_diffrn_reflns_av_sigmaI/netI    0.0516
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            14082
_diffrn_reflns_theta_full        28.36
_diffrn_reflns_theta_max         28.36
_diffrn_reflns_theta_min         2.23
_exptl_absorpt_coefficient_mu    4.006
_exptl_absorpt_correction_T_max  0.5849
_exptl_absorpt_correction_T_min  0.5013
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.881
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1252
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_refine_diff_density_max         1.470
_refine_diff_density_min         -2.169
_refine_diff_density_rms         0.150
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     306
_refine_ls_number_reflns         5367
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0668
_refine_ls_R_factor_gt           0.0551
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0660P)²+8.8378P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1333
_refine_ls_wR_factor_ref         0.1405
_reflns_number_gt                4492
_reflns_number_total             5367
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo900283g_si_001.cif
_cod_data_source_block           mdf2t
_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 
;
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               4024507
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_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
Br1 Br 0.45954(4) 0.60398(4) 0.19990(4) 0.03185(15) Uani 1 1 d . . .
Br2 Br 0.22735(3) 0.51801(4) 0.21546(4) 0.02489(14) Uani 1 1 d . . .
C1 C 0.1942(3) 0.6281(4) 0.4796(3) 0.0200(9) Uani 1 1 d . . .
H11 H 0.1801 0.6330 0.4026 0.024 Uiso 1 1 calc R . .
C2 C 0.2461(3) 0.7068(4) 0.5542(4) 0.0210(9) Uani 1 1 d . . .
H2 H 0.2677 0.7664 0.5281 0.025 Uiso 1 1 calc R . .
C3 C 0.2673(3) 0.6999(4) 0.6670(4) 0.0222(9) Uani 1 1 d . . .
H3 H 0.3029 0.7548 0.7174 0.027 Uiso 1 1 calc R . .
C4 C 0.2368(4) 0.6136(4) 0.7061(4) 0.0232(9) Uani 1 1 d . . .
H14 H 0.2524 0.6085 0.7836 0.028 Uiso 1 1 calc R . .
C5 C 0.1829(3) 0.5338(4) 0.6318(4) 0.0224(9) Uani 1 1 d . . .
H5 H 0.1601 0.4749 0.6578 0.027 Uiso 1 1 calc R . .
C6 C 0.1629(3) 0.5416(4) 0.5193(3) 0.0186(8) Uani 1 1 d . . .
C7 C 0.1858(3) 0.3723(3) 0.4110(3) 0.0152(8) Uani 1 1 d . . .
C8 C 0.3375(3) 0.3244(4) 0.4260(3) 0.0174(8) Uani 1 1 d . . .
C9 C 0.2556(3) 0.2434(4) 0.3443(3) 0.0184(8) Uani 1 1 d . . .
C10 C 0.0096(4) 0.3101(5) 0.0346(3) 0.0283(11) Uani 1 1 d . . .
H10A H 0.0632 0.3590 0.0393 0.042 Uiso 1 1 calc R . .
H10B H -0.0533 0.3224 -0.0352 0.042 Uiso 1 1 calc R . .
H10C H 0.0335 0.2387 0.0348 0.042 Uiso 1 1 calc R . .
C11 C -0.0619(4) 0.4227(4) 0.1349(4) 0.0297(11) Uani 1 1 d . . .
H11A H -0.1234 0.4326 0.0631 0.045 Uiso 1 1 calc R . .
H11B H -0.0140 0.4805 0.1472 0.045 Uiso 1 1 calc R . .
H11C H -0.0819 0.4208 0.1965 0.045 Uiso 1 1 calc R . .
C12 C 0.2685(5) 0.1377(5) 0.3968(6) 0.062(2) Uani 1 1 d . . .
H12A H 0.2018 0.1022 0.3649 0.073 Uiso 1 1 calc R . .
H12B H 0.3163 0.0969 0.3770 0.073 Uiso 1 1 calc R . .
C14 C 0.4182(4) 0.1849(5) 0.5759(4) 0.0295(13) Uani 1 1 d . . .
H14A H 0.4299 0.2091 0.6516 0.035 Uiso 1 1 calc R . .
H14B H 0.4704 0.1313 0.5853 0.035 Uiso 1 1 calc R . .
C15 C 0.5193(3) 0.2955(4) 0.5086(3) 0.0179(8) Uani 1 1 d . . .
C16 C 0.4926(3) 0.3761(3) 0.4218(3) 0.0169(8) Uani 1 1 d . . .
C17 C 0.5342(3) 0.4434(4) 0.3737(4) 0.0202(9) Uani 1 1 d . . .
H17A H 0.5848 0.4899 0.4310 0.024 Uiso 1 1 d R . .
H17B H 0.5687 0.4058 0.3347 0.024 Uiso 1 1 d R . .
C18 C 0.4508(3) 0.5013(3) 0.2954(3) 0.0192(8) Uani 1 1 d . . .
C19 C 0.3610(3) 0.4689(4) 0.2978(3) 0.0185(8) Uani 1 1 d . . .
Cl1 Cl 0.26472(11) 0.23060(14) 0.21502(13) 0.0528(5) Uani 1 1 d . . .
N1 N 0.3871(3) 0.3907(3) 0.3745(3) 0.0176(7) Uani 1 1 d . . .
N2 N 0.4272(3) 0.2710(3) 0.5110(3) 0.0189(7) Uani 1 1 d . . .
N3 N 0.2815(3) 0.3873(3) 0.4709(3) 0.0182(7) Uani 1 1 d . . .
H3A H 0.2999 0.3690 0.5445 0.022 Uiso 1 1 calc R . .
H3B H 0.2970 0.4565 0.4692 0.022 Uiso 1 1 calc R . .
N4 N 0.1602(3) 0.2950(3) 0.3273(3) 0.0188(7) Uani 1 1 d . . .
N5 N -0.0121(3) 0.3251(3) 0.1321(3) 0.0208(8) Uani 1 1 d . . .
O1 O 0.6017(2) 0.2558(3) 0.5670(3) 0.0275(7) Uani 1 1 d . . .
O2 O -0.0175(2) 0.2631(3) 0.3035(2) 0.0206(6) Uani 1 1 d . . .
O3 O 0.0569(2) 0.1523(3) 0.2047(2) 0.0219(6) Uani 1 1 d . . .
S1 S 0.08869(8) 0.44141(9) 0.42548(9) 0.0212(2) Uani 1 1 d . . .
S2 S 0.03971(7) 0.25173(9) 0.24022(8) 0.0160(2) Uani 1 1 d . . .
C13A C 0.3067(6) 0.1390(6) 0.5123(6) 0.018(3) Uani 0.55(2) 1 d P . .
H13A H 0.3068 0.0670 0.5388 0.022 Uiso 0.39(11) 1 calc PR . .
H13B H 0.2599 0.1807 0.5323 0.022 Uiso 0.67(10) 1 calc PR . .
C13B C 0.3607(9) 0.0965(9) 0.4859(9) 0.024(4) Uani 0.45(2) 1 d P . .
H13C H 0.4064 0.0697 0.4545 0.029 Uiso 0.52(11) 1 calc PR . .
H13D H 0.3431 0.0380 0.5227 0.029 Uiso 0.37(12) 1 calc PR . .
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'
Cl Cl 0.1484 0.1585 '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'
S S 0.1246 0.1234 '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
C2 C1 C6 118.8(4) . . ?
C2 C1 H11 120.6 . . ?
C6 C1 H11 120.6 . . ?
C1 C2 C3 120.8(4) . . ?
C1 C2 H2 119.6 . . ?
C3 C2 H2 119.6 . . ?
C4 C3 C2 120.2(4) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C3 C4 C5 120.0(4) . . ?
C3 C4 H14 120.0 . . ?
C5 C4 H14 120.0 . . ?
C6 C5 C4 119.1(4) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
C1 C6 C5 121.1(4) . . ?
C1 C6 S1 120.8(3) . . ?
C5 C6 S1 117.9(3) . . ?
N3 C7 N4 115.4(4) . . ?
N3 C7 S1 124.4(3) . . ?
N4 C7 S1 120.2(3) . . ?
N3 C8 N2 114.6(3) . . ?
N3 C8 N1 110.3(4) . . ?
N2 C8 N1 100.4(3) . . ?
N3 C8 C9 105.1(3) . . ?
N2 C8 C9 110.9(4) . . ?
N1 C8 C9 115.9(3) . . ?
N4 C9 C12 113.4(5) . . ?
N4 C9 C8 100.2(3) . . ?
C12 C9 C8 112.2(4) . . ?
N4 C9 Cl1 111.5(3) . . ?
C12 C9 Cl1 108.3(4) . . ?
C8 C9 Cl1 111.2(3) . . ?
N5 C10 H10A 109.5 . . ?
N5 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N5 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N5 C11 H11A 109.5 . . ?
N5 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N5 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13A C12 C13B 47.4(6) . . ?
C13A C12 C9 114.2(6) . . ?
C13B C12 C9 126.5(7) . . ?
N2 C14 C13A 107.9(4) . . ?
N2 C14 C13B 104.8(5) . . ?
C13A C14 C13B 41.9(5) . . ?
O1 C15 N2 125.2(4) . . ?
O1 C15 C16 129.8(4) . . ?
N2 C15 C16 105.0(3) . . ?
C17 C16 N1 109.4(4) . . ?
C17 C16 C15 142.9(4) . . ?
N1 C16 C15 107.7(3) . . ?
C16 C17 C18 105.5(4) . . ?
C16 C17 H17A 110.8 . . ?
C18 C17 H17A 110.3 . . ?
C16 C17 H17B 111.4 . . ?
C18 C17 H17B 110.0 . . ?
H17A C17 H17B 108.8 . . ?
C19 C18 C17 109.5(4) . . ?
C19 C18 Br1 125.2(3) . . ?
C17 C18 Br1 125.3(3) . . ?
N1 C19 C18 106.8(4) . . ?
N1 C19 Br2 124.1(3) . . ?
C18 C19 Br2 129.1(3) . . ?
C19 N1 C16 108.8(3) . . ?
C19 N1 C8 138.4(4) . . ?
C16 N1 C8 112.5(3) . . ?
C15 N2 C14 121.9(4) . . ?
C15 N2 C8 114.3(3) . . ?
C14 N2 C8 122.6(4) . . ?
C7 N3 C8 108.4(3) . . ?
C7 N3 H3A 110.0 . . ?
C8 N3 H3A 110.0 . . ?
C7 N3 H3B 110.0 . . ?
C8 N3 H3B 110.0 . . ?
H3A N3 H3B 108.4 . . ?
C7 N4 C9 107.5(3) . . ?
C7 N4 S2 126.4(3) . . ?
C9 N4 S2 124.9(3) . . ?
C11 N5 C10 116.0(4) . . ?
C11 N5 S2 121.8(3) . . ?
C10 N5 S2 120.7(3) . . ?
C7 S1 C6 100.31(19) . . ?
O3 S2 O2 121.37(19) . . ?
O3 S2 N5 108.45(19) . . ?
O2 S2 N5 107.64(19) . . ?
O3 S2 N4 103.85(18) . . ?
O2 S2 N4 104.99(17) . . ?
N5 S2 N4 110.2(2) . . ?
C12 C13A C14 114.3(6) . . ?
C12 C13A H13A 108.7 . . ?
C14 C13A H13A 108.7 . . ?
C12 C13A H13B 108.7 . . ?
C14 C13A H13B 108.7 . . ?
H13A C13A H13B 107.6 . . ?
C12 C13B C14 110.0(8) . . ?
C12 C13B H13C 109.7 . . ?
C14 C13B H13C 109.7 . . ?
C12 C13B H13D 109.7 . . ?
C14 C13B H13D 109.7 . . ?
H13C C13B H13D 108.2 . . ?
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
Br1 C18 1.872(4) . ?
Br2 C19 1.860(4) . ?
C1 C2 1.380(6) . ?
C1 C6 1.391(6) . ?
C1 H11 0.9500 . ?
C2 C3 1.389(6) . ?
C2 H2 0.9500 . ?
C3 C4 1.380(7) . ?
C3 H3 0.9500 . ?
C4 C5 1.396(6) . ?
C4 H14 0.9500 . ?
C5 C6 1.390(6) . ?
C5 H5 0.9500 . ?
C6 S1 1.781(4) . ?
C7 N3 1.270(5) . ?
C7 N4 1.411(5) . ?
C7 S1 1.747(4) . ?
C8 N3 1.450(5) . ?
C8 N2 1.458(5) . ?
C8 N1 1.467(5) . ?
C8 C9 1.588(6) . ?
C9 N4 1.459(5) . ?
C9 C12 1.500(7) . ?
C9 Cl1 1.785(4) . ?
C10 N5 1.474(5) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 N5 1.458(6) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13A 1.375(10) . ?
C12 C13B 1.433(12) . ?
C14 N2 1.447(6) . ?
C14 C13A 1.571(9) . ?
C14 C13B 1.589(13) . ?
C15 O1 1.209(5) . ?
C15 N2 1.388(5) . ?
C15 C16 1.466(6) . ?
C16 C17 1.366(6) . ?
C16 N1 1.384(5) . ?
C17 C18 1.405(6) . ?
C17 H17A 0.9881 . ?
C17 H17B 0.9904 . ?
C18 C19 1.383(6) . ?
C19 N1 1.358(5) . ?
N3 H3A 0.9200 . ?
N3 H3B 0.9200 . ?
N4 S2 1.702(4) . ?
N5 S2 1.596(4) . ?
O2 S2 1.426(3) . ?
O3 S2 1.423(3) . ?
C13A H13A 0.9900 . ?
C13A H13B 0.9900 . ?
C13B H13C 0.9900 . ?
C13B H13D 0.9900 . ?
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
C6 C1 C2 C3 0.2(6) . . . . ?
C1 C2 C3 C4 0.2(7) . . . . ?
C2 C3 C4 C5 -1.1(7) . . . . ?
C3 C4 C5 C6 1.5(7) . . . . ?
C2 C1 C6 C5 0.2(6) . . . . ?
C2 C1 C6 S1 176.1(3) . . . . ?
C4 C5 C6 C1 -1.1(6) . . . . ?
C4 C5 C6 S1 -177.1(3) . . . . ?
N3 C8 C9 N4 18.0(4) . . . . ?
N2 C8 C9 N4 142.3(3) . . . . ?
N1 C8 C9 N4 -104.1(4) . . . . ?
N3 C8 C9 C12 -102.5(5) . . . . ?
N2 C8 C9 C12 21.8(6) . . . . ?
N1 C8 C9 C12 135.4(5) . . . . ?
N3 C8 C9 Cl1 136.0(3) . . . . ?
N2 C8 C9 Cl1 -99.7(3) . . . . ?
N1 C8 C9 Cl1 13.9(5) . . . . ?
N4 C9 C12 C13A -82.2(7) . . . . ?
C8 C9 C12 C13A 30.3(8) . . . . ?
Cl1 C9 C12 C13A 153.5(6) . . . . ?
N4 C9 C12 C13B -136.1(9) . . . . ?
C8 C9 C12 C13B -23.5(11) . . . . ?
Cl1 C9 C12 C13B 99.7(9) . . . . ?
O1 C15 C16 C17 -6.4(10) . . . . ?
N2 C15 C16 C17 174.2(6) . . . . ?
O1 C15 C16 N1 176.5(5) . . . . ?
N2 C15 C16 N1 -2.9(5) . . . . ?
N1 C16 C17 C18 0.5(5) . . . . ?
C15 C16 C17 C18 -176.6(6) . . . . ?
C16 C17 C18 C19 0.4(5) . . . . ?
C16 C17 C18 Br1 -178.2(3) . . . . ?
C17 C18 C19 N1 -1.2(5) . . . . ?
Br1 C18 C19 N1 177.4(3) . . . . ?
C17 C18 C19 Br2 178.8(3) . . . . ?
Br1 C18 C19 Br2 -2.6(6) . . . . ?
C18 C19 N1 C16 1.5(5) . . . . ?
Br2 C19 N1 C16 -178.5(3) . . . . ?
C18 C19 N1 C8 175.8(5) . . . . ?
Br2 C19 N1 C8 -4.2(7) . . . . ?
C17 C16 N1 C19 -1.3(5) . . . . ?
C15 C16 N1 C19 176.9(3) . . . . ?
C17 C16 N1 C8 -177.2(4) . . . . ?
C15 C16 N1 C8 0.9(5) . . . . ?
N3 C8 N1 C19 -51.6(6) . . . . ?
N2 C8 N1 C19 -172.8(5) . . . . ?
C9 C8 N1 C19 67.7(6) . . . . ?
N3 C8 N1 C16 122.6(4) . . . . ?
N2 C8 N1 C16 1.3(4) . . . . ?
C9 C8 N1 C16 -118.1(4) . . . . ?
O1 C15 N2 C14 -7.6(7) . . . . ?
C16 C15 N2 C14 171.9(4) . . . . ?
O1 C15 N2 C8 -175.4(4) . . . . ?
C16 C15 N2 C8 4.0(5) . . . . ?
C13A C14 N2 C15 -147.8(5) . . . . ?
C13B C14 N2 C15 -104.1(6) . . . . ?
C13A C14 N2 C8 19.0(6) . . . . ?
C13B C14 N2 C8 62.7(6) . . . . ?
N3 C8 N2 C15 -121.6(4) . . . . ?
N1 C8 N2 C15 -3.4(5) . . . . ?
C9 C8 N2 C15 119.7(4) . . . . ?
N3 C8 N2 C14 70.7(5) . . . . ?
N1 C8 N2 C14 -171.1(4) . . . . ?
C9 C8 N2 C14 -48.0(5) . . . . ?
N4 C7 N3 C8 5.5(5) . . . . ?
S1 C7 N3 C8 -173.5(3) . . . . ?
N2 C8 N3 C7 -136.9(4) . . . . ?
N1 C8 N3 C7 110.7(4) . . . . ?
C9 C8 N3 C7 -15.0(4) . . . . ?
N3 C7 N4 C9 7.4(5) . . . . ?
S1 C7 N4 C9 -173.5(3) . . . . ?
N3 C7 N4 S2 175.7(3) . . . . ?
S1 C7 N4 S2 -5.2(5) . . . . ?
C12 C9 N4 C7 104.6(5) . . . . ?
C8 C9 N4 C7 -15.1(4) . . . . ?
Cl1 C9 N4 C7 -132.9(3) . . . . ?
C12 C9 N4 S2 -63.9(5) . . . . ?
C8 C9 N4 S2 176.4(3) . . . . ?
Cl1 C9 N4 S2 58.6(4) . . . . ?
N3 C7 S1 C6 10.1(4) . . . . ?
N4 C7 S1 C6 -168.8(3) . . . . ?
C1 C6 S1 C7 80.3(4) . . . . ?
C5 C6 S1 C7 -103.7(4) . . . . ?
C11 N5 S2 O3 164.8(4) . . . . ?
C10 N5 S2 O3 -29.8(4) . . . . ?
C11 N5 S2 O2 31.9(4) . . . . ?
C10 N5 S2 O2 -162.8(4) . . . . ?
C11 N5 S2 N4 -82.1(4) . . . . ?
C10 N5 S2 N4 83.2(4) . . . . ?
C7 N4 S2 O3 -158.8(3) . . . . ?
C9 N4 S2 O3 7.5(4) . . . . ?
C7 N4 S2 O2 -30.4(4) . . . . ?
C9 N4 S2 O2 135.9(3) . . . . ?
C7 N4 S2 N5 85.2(4) . . . . ?
C9 N4 S2 N5 -108.4(4) . . . . ?
C13B C12 C13A C14 54.7(8) . . . . ?
C9 C12 C13A C14 -63.5(9) . . . . ?
N2 C14 C13A C12 38.1(8) . . . . ?
C13B C14 C13A C12 -54.3(8) . . . . ?
C13A C12 C13B C14 -51.6(7) . . . . ?
C9 C12 C13B C14 39.2(12) . . . . ?
N2 C14 C13B C12 -51.4(9) . . . . ?
C13A C14 C13B C12 49.1(7) . . . . ?
