#------------------------------------------------------------------------------
#$Date: 2020-11-06 15:13:29 +0200 (Fri, 06 Nov 2020) $
#$Revision: 258973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/76/7157677.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_7157677
loop_
_publ_author_name
'Izmest'ev, Alexei N.'
'Gazieva, Galina A.'
'Karnoukhova, Valentina A.'
'Kravchenko, Angelina N.'
_publ_section_title
;
 Diastereodivergent synthesis of dispiroheterocyclic structures comprising
 pyrrolidinyloxindole and imidazothiazolotriazine moieties.
;
_journal_issue                   35
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              6905
_journal_page_last               6911
_journal_paper_doi               10.1039/d0ob01628d
_journal_volume                  18
_journal_year                    2020
_chemical_formula_moiety         'C27 H27 Br N8 O5 S'
_chemical_formula_sum            'C27 H27 Br N8 O5 S'
_chemical_formula_weight         655.53
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2020-01-31 deposited with the CCDC.	2020-08-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.705(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.7202(14)
_cell_length_b                   11.6843(16)
_cell_length_c                   24.726(4)
_cell_measurement_reflns_used    399
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      25
_cell_measurement_theta_min      3
_cell_volume                     2802.4(7)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015b)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_type            'Bruker APEX II CCD area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX DUO diffractometer'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0525
_diffrn_reflns_av_unetI/netI     0.0367
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            48478
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.997
_diffrn_reflns_theta_min         1.928
_exptl_absorpt_coefficient_mu    1.596
_exptl_absorpt_correction_T_max  0.4331
_exptl_absorpt_correction_T_min  0.3175
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.554
_exptl_crystal_description       prism
_exptl_crystal_F_000             1344
_exptl_crystal_size_max          0.410
_exptl_crystal_size_mid          0.390
_exptl_crystal_size_min          0.340
_refine_diff_density_max         0.918
_refine_diff_density_min         -0.534
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     387
_refine_ls_number_reflns         8165
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0679
_refine_ls_R_factor_gt           0.0482
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0643P)²+3.6022P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1235
_refine_ls_wR_factor_ref         0.1344
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6265
_reflns_number_total             8165
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            d0ob01628d2.cif
_cod_data_source_block           goa42
_cod_depositor_comments
'Adding full bibliography for 7157677--7157680.cif.'
_cod_original_cell_volume        2802.3(7)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7157677
_shelx_shelxl_version_number     2016/6
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.561
_shelx_estimated_absorpt_t_max   0.613
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br -0.14081(3) 1.01589(3) 0.05969(2) 0.03966(10) Uani 1 1 d . . . . .
S1 S 0.22442(6) 0.53014(5) 0.16820(2) 0.01910(12) Uani 1 1 d . . . . .
O1 O -0.2358(2) 0.29400(18) 0.19646(8) 0.0325(4) Uani 1 1 d . . . . .
O2 O -0.01781(17) 0.59782(15) 0.04399(7) 0.0217(3) Uani 1 1 d . . . . .
O3 O 0.49510(17) 0.65271(15) 0.13474(7) 0.0237(4) Uani 1 1 d . . . . .
O4 O 0.4522(3) -0.01158(18) 0.08480(11) 0.0440(6) Uani 1 1 d . . . . .
O5 O 0.5627(2) 0.06261(18) 0.15384(9) 0.0368(5) Uani 1 1 d . . . . .
N1 N -0.2409(2) 0.4838(2) 0.21987(10) 0.0297(5) Uani 1 1 d . . . . .
N2 N -0.1882(2) 0.4383(2) 0.13703(9) 0.0249(4) Uani 1 1 d . . . . .
N3 N -0.1066(2) 0.6596(2) 0.22505(10) 0.0273(5) Uani 1 1 d . . . . .
H3N H -0.127(3) 0.674(3) 0.2556(14) 0.032(9) Uiso 1 1 d . . . . .
N4 N 0.0266(2) 0.61203(19) 0.22868(9) 0.0244(4) Uani 1 1 d . . . . .
N5 N -0.0237(2) 0.58986(18) 0.13567(8) 0.0191(4) Uani 1 1 d . . . . .
N6 N 0.3020(2) 0.69151(17) 0.03323(8) 0.0198(4) Uani 1 1 d . . . . .
N7 N 0.3663(2) 0.79947(18) 0.16518(8) 0.0217(4) Uani 1 1 d . . . . .
N8 N 0.4822(2) 0.06893(19) 0.11434(9) 0.0270(5) Uani 1 1 d . . . . .
C1 C -0.2228(2) 0.3955(2) 0.18624(11) 0.0260(5) Uani 1 1 d . . . . .
C2 C -0.2128(3) 0.5937(2) 0.19593(10) 0.0257(5) Uani 1 1 d . . . . .
H2A H -0.299703 0.639602 0.192168 0.031 Uiso 1 1 calc R U . . .
C3 C -0.1688(2) 0.5603(2) 0.13919(10) 0.0228(5) Uani 1 1 d . . . . .
H3A H -0.227685 0.599394 0.110110 0.027 Uiso 1 1 calc R U . . .
C4 C 0.0624(2) 0.5816(2) 0.18272(9) 0.0190(4) Uani 1 1 d . . . . .
C5 C 0.0405(2) 0.59026(19) 0.08824(9) 0.0177(4) Uani 1 1 d . . . . .
C6 C 0.1980(2) 0.58101(19) 0.09827(9) 0.0168(4) Uani 1 1 d . . . . .
C7 C 0.2543(2) 0.50207(19) 0.05362(9) 0.0188(4) Uani 1 1 d . . . . .
H7A H 0.175896 0.486496 0.026432 0.023 Uiso 1 1 calc R U . . .
C8 C 0.3564(3) 0.5773(2) 0.02609(10) 0.0210(5) Uani 1 1 d . . . . .
H8A H 0.450283 0.569717 0.043735 0.025 Uiso 1 1 calc R U . . .
H8B H 0.358927 0.557872 -0.012809 0.025 Uiso 1 1 calc R U . . .
C9 C 0.2685(2) 0.7001(2) 0.08907(9) 0.0174(4) Uani 1 1 d . . . . .
C10 C 0.3929(2) 0.7125(2) 0.13152(10) 0.0197(4) Uani 1 1 d . . . . .
C11 C 0.2447(3) 0.8562(2) 0.14783(9) 0.0207(4) Uani 1 1 d . . . . .
C12 C 0.1915(3) 0.9552(2) 0.16866(10) 0.0262(5) Uani 1 1 d . . . . .
H12A H 0.233256 0.990412 0.200232 0.031 Uiso 1 1 calc R U . . .
C13 C 0.0746(3) 1.0012(2) 0.14169(11) 0.0263(5) Uani 1 1 d . . . . .
H13A H 0.034645 1.069015 0.154970 0.032 Uiso 1 1 calc R U . . .
C14 C 0.0164(3) 0.9492(2) 0.09580(10) 0.0244(5) Uani 1 1 d . . . . .
C15 C 0.0703(2) 0.8498(2) 0.07474(9) 0.0207(4) Uani 1 1 d . . . . .
H15A H 0.029648 0.815234 0.042801 0.025 Uiso 1 1 calc R U . . .
C16 C 0.1847(2) 0.8035(2) 0.10192(9) 0.0186(4) Uani 1 1 d . . . . .
C17 C 0.3119(2) 0.3883(2) 0.07201(10) 0.0198(4) Uani 1 1 d . . . . .
C18 C 0.2501(3) 0.2888(2) 0.05184(10) 0.0242(5) Uani 1 1 d . . . . .
H18A H 0.169478 0.293783 0.028076 0.029 Uiso 1 1 calc R U . . .
C19 C 0.3036(3) 0.1830(2) 0.06571(11) 0.0259(5) Uani 1 1 d . . . . .
H19A H 0.262735 0.114926 0.051153 0.031 Uiso 1 1 calc R U . . .
C20 C 0.4183(3) 0.1790(2) 0.10131(10) 0.0225(5) Uani 1 1 d . . . . .
C21 C 0.4809(3) 0.2751(2) 0.12301(10) 0.0229(5) Uani 1 1 d . . . . .
H21A H 0.558937 0.269263 0.148023 0.027 Uiso 1 1 calc R U . . .
C22 C 0.4280(3) 0.3804(2) 0.10775(10) 0.0229(5) Uani 1 1 d . . . . .
H22A H 0.471190 0.448120 0.121714 0.028 Uiso 1 1 calc R U . . .
C23 C -0.3212(3) 0.4746(3) 0.26693(13) 0.0402(7) Uani 1 1 d . . . . .
H23A H -0.323736 0.394515 0.278609 0.060 Uiso 1 1 calc R U . . .
H23B H -0.415361 0.501413 0.257698 0.060 Uiso 1 1 calc R U . . .
H23C H -0.279036 0.521589 0.296348 0.060 Uiso 1 1 calc R U . . .
C24 C -0.1278(3) 0.3651(2) 0.09795(11) 0.0282(5) Uani 1 1 d . . . . .
H24A H -0.161780 0.286750 0.101886 0.042 Uiso 1 1 calc R U . . .
H24B H -0.027244 0.365993 0.104147 0.042 Uiso 1 1 calc R U . . .
H24C H -0.153548 0.392817 0.061273 0.042 Uiso 1 1 calc R U . . .
C25 C 0.3884(3) 0.7815(2) 0.01373(11) 0.0269(5) Uani 1 1 d . . . . .
H25A H 0.345515 0.855994 0.019656 0.040 Uiso 1 1 calc R U . . .
H25B H 0.399146 0.770773 -0.025076 0.040 Uiso 1 1 calc R U . . .
H25C H 0.479167 0.778754 0.033432 0.040 Uiso 1 1 calc R U . . .
C26 C 0.4501(3) 0.8260(2) 0.21464(10) 0.0258(5) Uani 1 1 d . . . . .
H26A H 0.450936 0.909756 0.220640 0.031 Uiso 1 1 calc R U . . .
H26B H 0.546187 0.800755 0.210722 0.031 Uiso 1 1 calc R U . . .
C27 C 0.3938(3) 0.7670(3) 0.26264(11) 0.0356(6) Uani 1 1 d . . . . .
H27A H 0.448987 0.788385 0.295671 0.053 Uiso 1 1 calc R U . . .
H27B H 0.397954 0.683932 0.257605 0.053 Uiso 1 1 calc R U . . .
H27C H 0.297870 0.790386 0.265875 0.053 Uiso 1 1 calc R U . . .
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'
S S 0.1246 0.1234 '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
C4 S1 C6 90.52(10) . . ?
C1 N1 C23 122.6(2) . . ?
C1 N1 C2 113.1(2) . . ?
C23 N1 C2 121.4(2) . . ?
C1 N2 C3 111.5(2) . . ?
C1 N2 C24 120.6(2) . . ?
C3 N2 C24 123.7(2) . . ?
N4 N3 C2 116.6(2) . . ?
N4 N3 H3N 108(2) . . ?
C2 N3 H3N 111(2) . . ?
C4 N4 N3 111.1(2) . . ?
C5 N5 C4 115.81(19) . . ?
C5 N5 C3 123.33(19) . . ?
C4 N5 C3 117.68(19) . . ?
C9 N6 C25 116.1(2) . . ?
C9 N6 C8 106.68(18) . . ?
C25 N6 C8 113.84(19) . . ?
C10 N7 C11 111.1(2) . . ?
C10 N7 C26 123.9(2) . . ?
C11 N7 C26 124.9(2) . . ?
O5 N8 O4 123.7(2) . . ?
O5 N8 C20 118.4(2) . . ?
O4 N8 C20 117.9(2) . . ?
O1 C1 N1 126.8(3) . . ?
O1 C1 N2 124.7(3) . . ?
N1 C1 N2 108.5(2) . . ?
N3 C2 N1 114.6(2) . . ?
N3 C2 C3 111.0(2) . . ?
N1 C2 C3 102.6(2) . . ?
N3 C2 H2A 109.5 . . ?
N1 C2 H2A 109.5 . . ?
C3 C2 H2A 109.5 . . ?
N2 C3 N5 110.9(2) . . ?
N2 C3 C2 104.0(2) . . ?
N5 C3 C2 108.6(2) . . ?
N2 C3 H3A 111.0 . . ?
N5 C3 H3A 111.0 . . ?
C2 C3 H3A 111.0 . . ?
N4 C4 N5 123.2(2) . . ?
N4 C4 S1 125.99(19) . . ?
N5 C4 S1 110.73(17) . . ?
O2 C5 N5 124.6(2) . . ?
O2 C5 C6 123.9(2) . . ?
N5 C5 C6 111.52(19) . . ?
C5 C6 C7 108.51(18) . . ?
C5 C6 C9 110.65(18) . . ?
C7 C6 C9 104.10(17) . . ?
C5 C6 S1 104.62(15) . . ?
C7 C6 S1 116.17(16) . . ?
C9 C6 S1 112.81(15) . . ?
C17 C7 C8 113.99(19) . . ?
C17 C7 C6 116.67(19) . . ?
C8 C7 C6 104.10(18) . . ?
C17 C7 H7A 107.2 . . ?
C8 C7 H7A 107.2 . . ?
C6 C7 H7A 107.2 . . ?
N6 C8 C7 102.96(18) . . ?
N6 C8 H8A 111.2 . . ?
C7 C8 H8A 111.2 . . ?
N6 C8 H8B 111.2 . . ?
C7 C8 H8B 111.2 . . ?
H8A C8 H8B 109.1 . . ?
N6 C9 C16 114.66(19) . . ?
N6 C9 C10 116.02(19) . . ?
C16 C9 C10 101.00(18) . . ?
N6 C9 C6 101.78(17) . . ?
C16 C9 C6 115.68(18) . . ?
C10 C9 C6 108.14(18) . . ?
O3 C10 N7 125.6(2) . . ?
O3 C10 C9 126.0(2) . . ?
N7 C10 C9 108.3(2) . . ?
C12 C11 C16 122.0(2) . . ?
C12 C11 N7 127.8(2) . . ?
C16 C11 N7 110.1(2) . . ?
C11 C12 C13 117.4(2) . . ?
C11 C12 H12A 121.3 . . ?
C13 C12 H12A 121.3 . . ?
C14 C13 C12 120.3(2) . . ?
C14 C13 H13A 119.8 . . ?
C12 C13 H13A 119.8 . . ?
C13 C14 C15 122.2(2) . . ?
C13 C14 Br1 119.02(19) . . ?
C15 C14 Br1 118.77(19) . . ?
C16 C15 C14 117.3(2) . . ?
C16 C15 H15A 121.3 . . ?
C14 C15 H15A 121.3 . . ?
C15 C16 C11 120.7(2) . . ?
C15 C16 C9 130.3(2) . . ?
C11 C16 C9 109.0(2) . . ?
C18 C17 C22 119.2(2) . . ?
C18 C17 C7 119.3(2) . . ?
C22 C17 C7 121.5(2) . . ?
C19 C18 C17 121.0(2) . . ?
C19 C18 H18A 119.5 . . ?
C17 C18 H18A 119.5 . . ?
C20 C19 C18 117.9(2) . . ?
C20 C19 H19A 121.0 . . ?
C18 C19 H19A 121.0 . . ?
C21 C20 C19 122.9(2) . . ?
C21 C20 N8 117.8(2) . . ?
C19 C20 N8 119.2(2) . . ?
C20 C21 C22 118.5(2) . . ?
C20 C21 H21A 120.7 . . ?
C22 C21 H21A 120.7 . . ?
C21 C22 C17 120.4(2) . . ?
C21 C22 H22A 119.8 . . ?
C17 C22 H22A 119.8 . . ?
N1 C23 H23A 109.5 . . ?
N1 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
N1 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N2 C24 H24A 109.5 . . ?
N2 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
N2 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N6 C25 H25A 109.5 . . ?
N6 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
N6 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N7 C26 C27 110.6(2) . . ?
N7 C26 H26A 109.5 . . ?
C27 C26 H26A 109.5 . . ?
N7 C26 H26B 109.5 . . ?
C27 C26 H26B 109.5 . . ?
H26A C26 H26B 108.1 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
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 C14 1.887(3) . ?
S1 C4 1.745(2) . ?
S1 C6 1.831(2) . ?
O1 C1 1.221(3) . ?
O2 C5 1.203(3) . ?
O3 C10 1.213(3) . ?
O4 N8 1.215(3) . ?
O5 N8 1.213(3) . ?
N1 C1 1.344(4) . ?
N1 C23 1.447(3) . ?
N1 C2 1.447(4) . ?
N2 C1 1.377(3) . ?
N2 C3 1.438(3) . ?
N2 C24 1.443(3) . ?
N3 N4 1.407(3) . ?
N3 C2 1.442(3) . ?
N3 H3N 0.81(3) . ?
N4 C4 1.261(3) . ?
N5 C5 1.364(3) . ?
N5 C4 1.392(3) . ?
N5 C3 1.461(3) . ?
N6 C9 1.442(3) . ?
N6 C25 1.448(3) . ?
N6 C8 1.451(3) . ?
N7 C10 1.349(3) . ?
N7 C11 1.397(3) . ?
N7 C26 1.459(3) . ?
N8 C20 1.455(3) . ?
C2 C3 1.543(3) . ?
C2 H2A 1.0000 . ?
C3 H3A 1.0000 . ?
C5 C6 1.539(3) . ?
C6 C7 1.564(3) . ?
C6 C9 1.574(3) . ?
C7 C17 1.501(3) . ?
C7 C8 1.519(3) . ?
C7 H7A 1.0000 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C16 1.503(3) . ?
C9 C10 1.556(3) . ?
C11 C12 1.380(3) . ?
C11 C16 1.386(3) . ?
C12 C13 1.388(4) . ?
C12 H12A 0.9500 . ?
C13 C14 1.376(4) . ?
C13 H13A 0.9500 . ?
C14 C15 1.390(3) . ?
C15 C16 1.373(3) . ?
C15 H15A 0.9500 . ?
C17 C18 1.386(3) . ?
C17 C22 1.391(3) . ?
C18 C19 1.376(4) . ?
C18 H18A 0.9500 . ?
C19 C20 1.376(4) . ?
C19 H19A 0.9500 . ?
C20 C21 1.370(4) . ?
C21 C22 1.376(3) . ?
C21 H21A 0.9500 . ?
C22 H22A 0.9500 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C27 1.505(4) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
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
N3 H3N O1 0.81(3) 2.31(3) 2.994(3) 142(3) 2_455
N3 H3N O5 0.81(3) 2.63(3) 3.204(3) 129(3) 2
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
C2 N3 N4 C4 50.4(3) . . . . ?
C23 N1 C1 O1 -20.9(4) . . . . ?
C2 N1 C1 O1 178.0(2) . . . . ?
C23 N1 C1 N2 158.3(3) . . . . ?
C2 N1 C1 N2 -2.8(3) . . . . ?
C3 N2 C1 O1 -174.8(2) . . . . ?
C24 N2 C1 O1 -17.1(4) . . . . ?
C3 N2 C1 N1 5.9(3) . . . . ?
C24 N2 C1 N1 163.6(2) . . . . ?
N4 N3 C2 N1 63.3(3) . . . . ?
N4 N3 C2 C3 -52.4(3) . . . . ?
C1 N1 C2 N3 -121.5(2) . . . . ?
C23 N1 C2 N3 77.1(3) . . . . ?
C1 N1 C2 C3 -1.1(3) . . . . ?
C23 N1 C2 C3 -162.5(2) . . . . ?
C1 N2 C3 N5 110.2(2) . . . . ?
C24 N2 C3 N5 -46.7(3) . . . . ?
C1 N2 C3 C2 -6.4(3) . . . . ?
C24 N2 C3 C2 -163.3(2) . . . . ?
C5 N5 C3 N2 78.3(3) . . . . ?
C4 N5 C3 N2 -80.7(3) . . . . ?
C5 N5 C3 C2 -168.1(2) . . . . ?
C4 N5 C3 C2 33.0(3) . . . . ?
N3 C2 C3 N2 127.3(2) . . . . ?
N1 C2 C3 N2 4.4(2) . . . . ?
N3 C2 C3 N5 9.1(3) . . . . ?
N1 C2 C3 N5 -113.8(2) . . . . ?
N3 N4 C4 N5 -2.9(3) . . . . ?
N3 N4 C4 S1 174.19(18) . . . . ?
C5 N5 C4 N4 159.1(2) . . . . ?
C3 N5 C4 N4 -40.3(3) . . . . ?
C5 N5 C4 S1 -18.3(3) . . . . ?
C3 N5 C4 S1 142.23(18) . . . . ?
C6 S1 C4 N4 -153.5(2) . . . . ?
C6 S1 C4 N5 23.85(18) . . . . ?
C4 N5 C5 O2 -179.4(2) . . . . ?
C3 N5 C5 O2 21.3(4) . . . . ?
C4 N5 C5 C6 0.1(3) . . . . ?
C3 N5 C5 C6 -159.3(2) . . . . ?
O2 C5 C6 C7 -39.2(3) . . . . ?
N5 C5 C6 C7 141.35(19) . . . . ?
O2 C5 C6 C9 74.4(3) . . . . ?
N5 C5 C6 C9 -105.0(2) . . . . ?
O2 C5 C6 S1 -163.8(2) . . . . ?
N5 C5 C6 S1 16.7(2) . . . . ?
C4 S1 C6 C5 -22.28(16) . . . . ?
C4 S1 C6 C7 -141.87(18) . . . . ?
C4 S1 C6 C9 98.05(17) . . . . ?
C5 C6 C7 C17 -111.9(2) . . . . ?
C9 C6 C7 C17 130.2(2) . . . . ?
S1 C6 C7 C17 5.6(3) . . . . ?
C5 C6 C7 C8 121.57(19) . . . . ?
C9 C6 C7 C8 3.7(2) . . . . ?
S1 C6 C7 C8 -120.97(17) . . . . ?
C9 N6 C8 C7 46.1(2) . . . . ?
C25 N6 C8 C7 175.4(2) . . . . ?
C17 C7 C8 N6 -156.79(19) . . . . ?
C6 C7 C8 N6 -28.6(2) . . . . ?
C25 N6 C9 C16 63.6(3) . . . . ?
C8 N6 C9 C16 -168.37(19) . . . . ?
C25 N6 C9 C10 -53.7(3) . . . . ?
C8 N6 C9 C10 74.4(2) . . . . ?
C25 N6 C9 C6 -170.8(2) . . . . ?
C8 N6 C9 C6 -42.7(2) . . . . ?
C5 C6 C9 N6 -93.9(2) . . . . ?
C7 C6 C9 N6 22.5(2) . . . . ?
S1 C6 C9 N6 149.29(15) . . . . ?
C5 C6 C9 C16 31.1(3) . . . . ?
C7 C6 C9 C16 147.47(19) . . . . ?
S1 C6 C9 C16 -85.7(2) . . . . ?
C5 C6 C9 C10 143.43(19) . . . . ?
C7 C6 C9 C10 -100.2(2) . . . . ?
S1 C6 C9 C10 26.6(2) . . . . ?
C11 N7 C10 O3 175.6(2) . . . . ?
C26 N7 C10 O3 -7.5(4) . . . . ?
C11 N7 C10 C9 -6.0(3) . . . . ?
C26 N7 C10 C9 170.9(2) . . . . ?
N6 C9 C10 O3 -49.7(3) . . . . ?
C16 C9 C10 O3 -174.3(2) . . . . ?
C6 C9 C10 O3 63.8(3) . . . . ?
N6 C9 C10 N7 131.8(2) . . . . ?
C16 C9 C10 N7 7.2(2) . . . . ?
C6 C9 C10 N7 -114.6(2) . . . . ?
C10 N7 C11 C12 -173.3(2) . . . . ?
C26 N7 C11 C12 9.8(4) . . . . ?
C10 N7 C11 C16 2.0(3) . . . . ?
C26 N7 C11 C16 -174.9(2) . . . . ?
C16 C11 C12 C13 -0.2(4) . . . . ?
N7 C11 C12 C13 174.6(2) . . . . ?
C11 C12 C13 C14 -0.5(4) . . . . ?
C12 C13 C14 C15 0.2(4) . . . . ?
C12 C13 C14 Br1 -179.0(2) . . . . ?
C13 C14 C15 C16 0.7(4) . . . . ?
Br1 C14 C15 C16 179.93(18) . . . . ?
C14 C15 C16 C11 -1.4(4) . . . . ?
C14 C15 C16 C9 -178.2(2) . . . . ?
C12 C11 C16 C15 1.2(4) . . . . ?
N7 C11 C16 C15 -174.4(2) . . . . ?
C12 C11 C16 C9 178.7(2) . . . . ?
N7 C11 C16 C9 3.0(3) . . . . ?
N6 C9 C16 C15 45.6(3) . . . . ?
C10 C9 C16 C15 171.1(2) . . . . ?
C6 C9 C16 C15 -72.4(3) . . . . ?
N6 C9 C16 C11 -131.6(2) . . . . ?
C10 C9 C16 C11 -6.0(2) . . . . ?
C6 C9 C16 C11 110.4(2) . . . . ?
C8 C7 C17 C18 -120.6(2) . . . . ?
C6 C7 C17 C18 118.0(2) . . . . ?
C8 C7 C17 C22 57.7(3) . . . . ?
C6 C7 C17 C22 -63.8(3) . . . . ?
C22 C17 C18 C19 -1.4(4) . . . . ?
C7 C17 C18 C19 176.9(2) . . . . ?
C17 C18 C19 C20 1.7(4) . . . . ?
C18 C19 C20 C21 -0.3(4) . . . . ?
C18 C19 C20 N8 -176.4(2) . . . . ?
O5 N8 C20 C21 19.6(3) . . . . ?
O4 N8 C20 C21 -160.2(3) . . . . ?
O5 N8 C20 C19 -164.1(2) . . . . ?
O4 N8 C20 C19 16.2(4) . . . . ?
C19 C20 C21 C22 -1.2(4) . . . . ?
N8 C20 C21 C22 175.0(2) . . . . ?
C20 C21 C22 C17 1.4(4) . . . . ?
C18 C17 C22 C21 -0.1(4) . . . . ?
C7 C17 C22 C21 -178.4(2) . . . . ?
C10 N7 C26 C27 -92.9(3) . . . . ?
C11 N7 C26 C27 83.6(3) . . . . ?
