#------------------------------------------------------------------------------
#$Date: 2021-12-07 05:50:15 +0200 (Tue, 07 Dec 2021) $
#$Revision: 271209 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/83/7158360.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_7158360
loop_
_publ_author_name
'Zheng, Yi'
'Zhang, Ting-Ting'
'Shen, Wen-Bo'
_publ_section_title
;
 Gold-catalyzed oxidative cyclization of amide-alkynes: access to
 functionalized γ-lactams.
;
_journal_issue                   44
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              9688
_journal_page_last               9691
_journal_paper_doi               10.1039/d1ob01846a
_journal_volume                  19
_journal_year                    2021
_chemical_formula_moiety         'C31 H23 Br N2 O5 S'
_chemical_formula_sum            'C31 H23 Br N2 O5 S'
_chemical_formula_weight         615.48
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2020-09-14
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-12-09 deposited with the CCDC.	2021-10-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.076(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.9570(4)
_cell_length_b                   29.1941(10)
_cell_length_c                   8.9667(3)
_cell_measurement_reflns_used    2574
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.1050
_cell_measurement_theta_min      4.3470
_cell_volume                     2814.84(17)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -60.00  -6.00   0.50    2.00    --  -33.50 -77.00  30.00  108
  2  ω    -99.00 -73.00   0.50    2.00    --  -33.50 -77.00  30.00   52
  3  ω     58.00 103.00   0.50    2.00    --   36.47 178.00-120.00   90
  4  ω      8.00  58.00   0.50    2.00    --   36.47 -37.00  30.00  100
  5  ω    -32.00  31.00   0.50    2.00    --   36.47 -57.00-120.00  126
  6  ω     15.00  74.00   0.50    2.00    --   36.47  37.00  30.00  118
  7  ω    -26.00  32.00   0.50    2.00    --   36.47 -57.00 -90.00  116
  8  ω     22.00  56.00   0.50    2.00    --   36.47 -99.00 150.00   68
  9  ω     24.00  67.00   0.50    2.00    --   36.47 -99.00-180.00   86
 10  ω    -32.00  -7.00   0.50    2.00    --   36.47 -37.00  30.00   50
 11  ω     42.00  74.00   0.50   15.00    --  108.00 -94.00  60.00   64
 12  ω    122.00 170.00   0.50   15.00    --  108.00  45.00   0.00   96
 13  ω     37.00 111.00   0.50   15.00    --  108.00-111.00 -90.00  148
 14  ω     78.00 108.00   0.50   15.00    --  108.00 -94.00  60.00   60
 15  ω    108.00 176.00   0.50   15.00    --  108.00  61.00-150.00  136
 16  ω     50.00 109.00   0.50   15.00    --  108.00 -94.00 -30.00  118
 17  ω    108.00 135.00   0.50   15.00    --  108.00 -77.00  30.00   54
 18  ω     39.00  65.00   0.50   15.00    --  108.00 -77.00  30.00   52
 19  ω     88.00 173.00   0.50   15.00    --  108.00  61.00  90.00  170
 20  ω     37.00 120.00   0.50   15.00    --  108.00 -30.00  60.00  166
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0911032000
_diffrn_orient_matrix_UB_12      0.0373635000
_diffrn_orient_matrix_UB_13      0.0741502000
_diffrn_orient_matrix_UB_21      0.0986975000
_diffrn_orient_matrix_UB_22      -0.0369408000
_diffrn_orient_matrix_UB_23      0.0554955000
_diffrn_orient_matrix_UB_31      0.0498978000
_diffrn_orient_matrix_UB_32      0.0048421000
_diffrn_orient_matrix_UB_33      -0.1485620000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_av_unetI/netI     0.0415
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            11574
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.068
_diffrn_reflns_theta_max         67.068
_diffrn_reflns_theta_min         4.111
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.046
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66358
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.452
_exptl_crystal_description       plate
_exptl_crystal_F_000             1256
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.475
_refine_diff_density_min         -0.686
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     366
_refine_ls_number_reflns         5010
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0727
_refine_ls_R_factor_gt           0.0485
_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)+(0.0528P)²+0.7127P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1186
_refine_ls_wR_factor_ref         0.1328
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3531
_reflns_number_total             5010
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ob01846a2.cif
_cod_data_source_block           202009169
_cod_depositor_comments          'Adding full bibliography for 7158360.cif.'
_cod_original_cell_volume        2814.84(18)
_cod_database_code               7158360
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         C14H15N2O1S1Br1
_chemical_oxdiff_usercomment     r
_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_max   0.888
_shelx_estimated_absorpt_t_min   0.581
_reflns_odcompleteness_completeness 99.59
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 H2-N2
 0.87 with sigma of 0.02
3.a Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B)
3.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C9(H9), C10(H10), C13(H13), C14(H14), C15(H15), C16(H16),
 C17(H17), C20(H20), C21(H21), C23(H23), C24(H24), C26(H26), C27(H27), C29(H29),
  C30(H30)
3.c Idealised Me refined as rotating group:
 C31(H31A,H31B,H31C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.768
_oxdiff_exptl_absorpt_empirical_full_min 0.791
loop_
_space_group_symop_operation_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_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 0.38965(7) 0.54160(3) 1.14685(8) 0.1345(3) Uani 1 1 d . . . . .
C1 C 0.0112(3) 0.22809(10) 0.5372(3) 0.0519(7) Uani 1 1 d . . . . .
C2 C -0.0455(3) 0.27455(10) 0.5433(3) 0.0466(6) Uani 1 1 d . . . . .
C3 C 0.0269(3) 0.30527(10) 0.4914(3) 0.0467(6) Uani 1 1 d . . . . .
C4 C 0.1414(3) 0.28361(10) 0.4541(4) 0.0539(7) Uani 1 1 d . . . . .
H4A H 0.1481 0.2893 0.3495 0.065 Uiso 1 1 calc R . . . .
H4B H 0.2160 0.2945 0.5210 0.065 Uiso 1 1 calc R . . . .
C5 C 0.0156(3) 0.35630(10) 0.4814(3) 0.0482(6) Uani 1 1 d . . . . .
C6 C -0.1063(3) 0.37760(9) 0.4228(3) 0.0470(6) Uani 1 1 d . . . . .
C7 C -0.1929(3) 0.35451(11) 0.3153(4) 0.0563(7) Uani 1 1 d . . . . .
H7 H -0.1736 0.3256 0.2829 0.068 Uiso 1 1 calc R . . . .
C8 C -0.3066(3) 0.37374(12) 0.2559(4) 0.0669(9) Uani 1 1 d . . . . .
H8 H -0.3632 0.3582 0.1826 0.080 Uiso 1 1 calc R . . . .
C9 C -0.3354(3) 0.41631(13) 0.3065(5) 0.0706(9) Uani 1 1 d . . . . .
H9 H -0.4126 0.4292 0.2672 0.085 Uiso 1 1 calc R . . . .
C10 C -0.2530(3) 0.44002(11) 0.4132(4) 0.0624(8) Uani 1 1 d . . . . .
H10 H -0.2749 0.4684 0.4468 0.075 Uiso 1 1 calc R . . . .
C11 C -0.1360(3) 0.42149(10) 0.4714(3) 0.0514(7) Uani 1 1 d . . . . .
C12 C -0.1606(3) 0.28138(10) 0.6035(3) 0.0494(6) Uani 1 1 d . . . . .
C13 C -0.1747(3) 0.31856(12) 0.6941(4) 0.0580(7) Uani 1 1 d . . . . .
H13 H -0.1093 0.3390 0.7230 0.070 Uiso 1 1 calc R . . . .
C14 C -0.2866(4) 0.32539(14) 0.7420(4) 0.0716(10) Uani 1 1 d . . . . .
H14 H -0.2963 0.3506 0.8019 0.086 Uiso 1 1 calc R . . . .
C15 C -0.3834(3) 0.29489(17) 0.7010(5) 0.0817(12) Uani 1 1 d . . . . .
H15 H -0.4583 0.2996 0.7329 0.098 Uiso 1 1 calc R . . . .
C16 C -0.3690(3) 0.25762(16) 0.6133(5) 0.0789(11) Uani 1 1 d . . . . .
H16 H -0.4340 0.2369 0.5865 0.095 Uiso 1 1 calc R . . . .
C17 C -0.2585(3) 0.25061(12) 0.5646(4) 0.0639(8) Uani 1 1 d . . . . .
H17 H -0.2493 0.2252 0.5053 0.077 Uiso 1 1 calc R . . . .
C18 C -0.0587(3) 0.48144(11) 0.6640(4) 0.0615(8) Uani 1 1 d . . . . .
C19 C 0.0541(4) 0.49399(12) 0.7804(4) 0.0633(8) Uani 1 1 d . . . . .
C20 C 0.1576(4) 0.46653(13) 0.8195(5) 0.0787(11) Uani 1 1 d . . . . .
H20 H 0.1605 0.4383 0.7721 0.094 Uiso 1 1 calc R . . . .
C21 C 0.2572(5) 0.48075(15) 0.9292(5) 0.0890(13) Uani 1 1 d . . . . .
H21 H 0.3271 0.4623 0.9555 0.107 Uiso 1 1 calc R . . . .
C22 C 0.2516(5) 0.52265(17) 0.9989(5) 0.0872(13) Uani 1 1 d . . . . .
C23 C 0.1504(5) 0.55028(16) 0.9608(5) 0.0891(13) Uani 1 1 d . . . . .
H23 H 0.1480 0.5785 1.0083 0.107 Uiso 1 1 calc R . . . .
C24 C 0.0518(4) 0.53619(14) 0.8518(5) 0.0792(11) Uani 1 1 d . . . . .
H24 H -0.0173 0.5551 0.8254 0.095 Uiso 1 1 calc R . . . .
C25 C 0.2695(3) 0.16588(9) 0.6073(3) 0.0461(6) Uani 1 1 d . . . . .
C26 C 0.2247(3) 0.12319(11) 0.6342(4) 0.0624(8) Uani 1 1 d . . . . .
H26 H 0.1622 0.1096 0.5631 0.075 Uiso 1 1 calc R . . . .
C27 C 0.2736(4) 0.10093(12) 0.7675(5) 0.0714(10) Uani 1 1 d . . . . .
H27 H 0.2443 0.0719 0.7852 0.086 Uiso 1 1 calc R . . . .
C28 C 0.3645(3) 0.12064(15) 0.8747(4) 0.0696(9) Uani 1 1 d . . . . .
C29 C 0.4075(3) 0.16319(15) 0.8463(4) 0.0732(10) Uani 1 1 d . . . . .
H29 H 0.4698 0.1767 0.9178 0.088 Uiso 1 1 calc R . . . .
C30 C 0.3603(3) 0.18643(12) 0.7133(4) 0.0604(8) Uani 1 1 d . . . . .
H30 H 0.3895 0.2155 0.6959 0.072 Uiso 1 1 calc R . . . .
C31 C 0.4143(5) 0.0959(2) 1.0233(5) 0.117(2) Uani 1 1 d . . . . .
H31A H 0.5023 0.1009 1.0516 0.175 Uiso 1 1 calc GR . . . .
H31B H 0.3980 0.0637 1.0106 0.175 Uiso 1 1 calc GR . . . .
H31C H 0.3740 0.1076 1.1015 0.175 Uiso 1 1 calc GR . . . .
N1 N 0.1196(3) 0.23527(9) 0.4798(3) 0.0588(7) Uani 1 1 d . . . . .
N2 N -0.0465(3) 0.44391(9) 0.5788(3) 0.0595(7) Uani 1 1 d D . . . .
H2 H 0.024(2) 0.4307(13) 0.596(5) 0.083(13) Uiso 1 1 d D . . . .
O1 O 0.1343(3) 0.16203(10) 0.3383(3) 0.0833(8) Uani 1 1 d . . . . .
O2 O 0.3084(3) 0.21739(10) 0.3843(3) 0.0872(9) Uani 1 1 d . . . . .
O3 O -0.0231(2) 0.19165(8) 0.5763(3) 0.0651(6) Uani 1 1 d . . . . .
O4 O 0.1111(2) 0.37825(8) 0.5231(3) 0.0623(6) Uani 1 1 d . . . . .
O5 O -0.1541(3) 0.50363(10) 0.6488(4) 0.0954(10) Uani 1 1 d . . . . .
S1 S 0.21067(8) 0.19355(3) 0.43607(9) 0.0598(2) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
N1 C1 C2 105.4(2) . . ?
O3 C1 C2 129.4(3) . . ?
O3 C1 N1 125.1(3) . . ?
C3 C2 C1 108.4(3) . . ?
C3 C2 C12 129.9(3) . . ?
C12 C2 C1 121.7(3) . . ?
C2 C3 C4 111.9(3) . . ?
C2 C3 C5 129.8(3) . . ?
C5 C3 C4 118.1(3) . . ?
C3 C4 H4A 111.4 . . ?
C3 C4 H4B 111.4 . . ?
H4A C4 H4B 109.3 . . ?
N1 C4 C3 101.8(2) . . ?
N1 C4 H4A 111.4 . . ?
N1 C4 H4B 111.4 . . ?
C6 C5 C3 120.0(3) . . ?
O4 C5 C3 116.6(3) . . ?
O4 C5 C6 123.4(3) . . ?
C7 C6 C5 119.5(3) . . ?
C7 C6 C11 119.2(3) . . ?
C11 C6 C5 121.3(3) . . ?
C6 C7 H7 119.5 . . ?
C8 C7 C6 121.1(3) . . ?
C8 C7 H7 119.5 . . ?
C7 C8 H8 120.4 . . ?
C7 C8 C9 119.2(3) . . ?
C9 C8 H8 120.4 . . ?
C8 C9 H9 119.3 . . ?
C10 C9 C8 121.5(3) . . ?
C10 C9 H9 119.3 . . ?
C9 C10 H10 120.0 . . ?
C9 C10 C11 120.0(3) . . ?
C11 C10 H10 120.0 . . ?
C10 C11 C6 119.0(3) . . ?
C10 C11 N2 123.3(3) . . ?
N2 C11 C6 117.7(3) . . ?
C13 C12 C2 121.3(3) . . ?
C13 C12 C17 119.2(3) . . ?
C17 C12 C2 119.5(3) . . ?
C12 C13 H13 120.0 . . ?
C12 C13 C14 119.9(3) . . ?
C14 C13 H13 120.0 . . ?
C13 C14 H14 119.9 . . ?
C15 C14 C13 120.3(4) . . ?
C15 C14 H14 119.9 . . ?
C14 C15 H15 120.1 . . ?
C16 C15 C14 119.9(3) . . ?
C16 C15 H15 120.1 . . ?
C15 C16 H16 119.8 . . ?
C15 C16 C17 120.3(4) . . ?
C17 C16 H16 119.8 . . ?
C12 C17 H17 119.8 . . ?
C16 C17 C12 120.4(4) . . ?
C16 C17 H17 119.8 . . ?
N2 C18 C19 115.6(3) . . ?
O5 C18 C19 121.5(3) . . ?
O5 C18 N2 122.9(4) . . ?
C20 C19 C18 124.2(3) . . ?
C20 C19 C24 119.0(4) . . ?
C24 C19 C18 116.8(4) . . ?
C19 C20 H20 119.9 . . ?
C19 C20 C21 120.3(4) . . ?
C21 C20 H20 119.9 . . ?
C20 C21 H21 120.3 . . ?
C22 C21 C20 119.3(5) . . ?
C22 C21 H21 120.3 . . ?
C21 C22 Br1 118.5(4) . . ?
C23 C22 Br1 120.4(3) . . ?
C23 C22 C21 121.1(4) . . ?
C22 C23 H23 120.2 . . ?
C22 C23 C24 119.5(4) . . ?
C24 C23 H23 120.2 . . ?
C19 C24 H24 119.6 . . ?
C23 C24 C19 120.8(4) . . ?
C23 C24 H24 119.6 . . ?
C26 C25 S1 119.3(2) . . ?
C30 C25 C26 120.6(3) . . ?
C30 C25 S1 120.1(2) . . ?
C25 C26 H26 120.4 . . ?
C27 C26 C25 119.1(3) . . ?
C27 C26 H26 120.4 . . ?
C26 C27 H27 119.3 . . ?
C28 C27 C26 121.3(3) . . ?
C28 C27 H27 119.3 . . ?
C27 C28 C31 120.4(4) . . ?
C29 C28 C27 118.7(3) . . ?
C29 C28 C31 121.0(4) . . ?
C28 C29 H29 119.3 . . ?
C28 C29 C30 121.4(3) . . ?
C30 C29 H29 119.3 . . ?
C25 C30 C29 118.9(3) . . ?
C25 C30 H30 120.6 . . ?
C29 C30 H30 120.6 . . ?
C28 C31 H31A 109.5 . . ?
C28 C31 H31B 109.5 . . ?
C28 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C1 N1 C4 112.3(2) . . ?
C1 N1 S1 124.5(2) . . ?
C4 N1 S1 123.1(2) . . ?
C11 N2 H2 114(3) . . ?
C18 N2 C11 129.3(3) . . ?
C18 N2 H2 117(3) . . ?
N1 S1 C25 105.54(13) . . ?
O1 S1 C25 108.44(15) . . ?
O1 S1 N1 107.96(16) . . ?
O1 S1 O2 120.19(19) . . ?
O2 S1 C25 109.79(16) . . ?
O2 S1 N1 103.92(15) . . ?
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 C22 1.893(4) . ?
C1 C2 1.498(4) . ?
C1 N1 1.397(4) . ?
C1 O3 1.203(4) . ?
C2 C3 1.339(4) . ?
C2 C12 1.478(4) . ?
C3 C4 1.499(4) . ?
C3 C5 1.496(4) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 N1 1.457(4) . ?
C5 C6 1.475(4) . ?
C5 O4 1.223(4) . ?
C6 C7 1.390(4) . ?
C6 C11 1.411(4) . ?
C7 H7 0.9300 . ?
C7 C8 1.377(5) . ?
C8 H8 0.9300 . ?
C8 C9 1.380(5) . ?
C9 H9 0.9300 . ?
C9 C10 1.371(5) . ?
C10 H10 0.9300 . ?
C10 C11 1.397(4) . ?
C11 N2 1.398(4) . ?
C12 C13 1.382(4) . ?
C12 C17 1.391(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.389(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.379(6) . ?
C15 H15 0.9300 . ?
C15 C16 1.369(6) . ?
C16 H16 0.9300 . ?
C16 C17 1.379(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.502(5) . ?
C18 N2 1.357(4) . ?
C18 O5 1.216(4) . ?
C19 C20 1.378(6) . ?
C19 C24 1.391(5) . ?
C20 H20 0.9300 . ?
C20 C21 1.385(6) . ?
C21 H21 0.9300 . ?
C21 C22 1.381(6) . ?
C22 C23 1.360(7) . ?
C23 H23 0.9300 . ?
C23 C24 1.373(6) . ?
C24 H24 0.9300 . ?
C25 C26 1.378(4) . ?
C25 C30 1.375(4) . ?
C25 S1 1.745(3) . ?
C26 H26 0.9300 . ?
C26 C27 1.375(5) . ?
C27 H27 0.9300 . ?
C27 C28 1.372(5) . ?
C28 C29 1.370(6) . ?
C28 C31 1.521(5) . ?
C29 H29 0.9300 . ?
C29 C30 1.383(5) . ?
C30 H30 0.9300 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
N1 S1 1.669(3) . ?
N2 H2 0.852(19) . ?
O1 S1 1.426(3) . ?
O2 S1 1.427(3) . ?
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
N2 H2 O4 0.852(19) 1.98(3) 2.689(4) 140(4) .
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
Br1 C22 C23 C24 179.1(3) . . . . ?
C1 C2 C3 C4 -3.2(3) . . . . ?
C1 C2 C3 C5 -176.5(3) . . . . ?
C1 C2 C12 C13 139.6(3) . . . . ?
C1 C2 C12 C17 -42.4(4) . . . . ?
C1 N1 S1 C25 -64.0(3) . . . . ?
C1 N1 S1 O1 51.8(3) . . . . ?
C1 N1 S1 O2 -179.5(3) . . . . ?
C2 C1 N1 C4 2.7(4) . . . . ?
C2 C1 N1 S1 -174.2(2) . . . . ?
C2 C3 C4 N1 4.6(3) . . . . ?
C2 C3 C5 C6 -45.0(4) . . . . ?
C2 C3 C5 O4 135.3(3) . . . . ?
C2 C12 C13 C14 176.4(3) . . . . ?
C2 C12 C17 C16 -176.7(3) . . . . ?
C3 C2 C12 C13 -38.2(5) . . . . ?
C3 C2 C12 C17 139.7(3) . . . . ?
C3 C4 N1 C1 -4.3(4) . . . . ?
C3 C4 N1 S1 172.6(2) . . . . ?
C3 C5 C6 C7 -30.4(4) . . . . ?
C3 C5 C6 C11 151.0(3) . . . . ?
C4 C3 C5 C6 142.0(3) . . . . ?
C4 C3 C5 O4 -37.7(4) . . . . ?
C4 N1 S1 C25 119.4(3) . . . . ?
C4 N1 S1 O1 -124.7(3) . . . . ?
C4 N1 S1 O2 3.9(3) . . . . ?
C5 C3 C4 N1 178.8(2) . . . . ?
C5 C6 C7 C8 -178.7(3) . . . . ?
C5 C6 C11 C10 -179.6(3) . . . . ?
C5 C6 C11 N2 -0.8(4) . . . . ?
C6 C7 C8 C9 -1.2(5) . . . . ?
C6 C11 N2 C18 -166.4(3) . . . . ?
C7 C6 C11 C10 1.7(4) . . . . ?
C7 C6 C11 N2 -179.5(3) . . . . ?
C7 C8 C9 C10 0.7(6) . . . . ?
C8 C9 C10 C11 1.0(6) . . . . ?
C9 C10 C11 C6 -2.2(5) . . . . ?
C9 C10 C11 N2 179.0(3) . . . . ?
C10 C11 N2 C18 12.3(5) . . . . ?
C11 C6 C7 C8 0.0(5) . . . . ?
C12 C2 C3 C4 174.8(3) . . . . ?
C12 C2 C3 C5 1.5(5) . . . . ?
C12 C13 C14 C15 0.8(5) . . . . ?
C13 C12 C17 C16 1.2(5) . . . . ?
C13 C14 C15 C16 0.3(6) . . . . ?
C14 C15 C16 C17 -0.6(6) . . . . ?
C15 C16 C17 C12 -0.2(6) . . . . ?
C17 C12 C13 C14 -1.5(5) . . . . ?
C18 C19 C20 C21 -179.5(4) . . . . ?
C18 C19 C24 C23 179.4(4) . . . . ?
C19 C18 N2 C11 174.1(3) . . . . ?
C19 C20 C21 C22 0.1(7) . . . . ?
C20 C19 C24 C23 -0.6(6) . . . . ?
C20 C21 C22 Br1 -179.3(3) . . . . ?
C20 C21 C22 C23 -0.5(7) . . . . ?
C21 C22 C23 C24 0.4(7) . . . . ?
C22 C23 C24 C19 0.2(7) . . . . ?
C24 C19 C20 C21 0.5(6) . . . . ?
C25 C26 C27 C28 0.9(6) . . . . ?
C26 C25 C30 C29 1.1(5) . . . . ?
C26 C25 S1 N1 106.5(3) . . . . ?
C26 C25 S1 O1 -9.0(3) . . . . ?
C26 C25 S1 O2 -142.1(3) . . . . ?
C26 C27 C28 C29 -0.7(6) . . . . ?
C26 C27 C28 C31 178.2(4) . . . . ?
C27 C28 C29 C30 0.6(6) . . . . ?
C28 C29 C30 C25 -0.9(5) . . . . ?
C30 C25 C26 C27 -1.2(5) . . . . ?
C30 C25 S1 N1 -74.0(3) . . . . ?
C30 C25 S1 O1 170.5(3) . . . . ?
C30 C25 S1 O2 37.4(3) . . . . ?
C31 C28 C29 C30 -178.2(4) . . . . ?
N1 C1 C2 C3 0.4(3) . . . . ?
N1 C1 C2 C12 -177.9(3) . . . . ?
N2 C18 C19 C20 -10.3(5) . . . . ?
N2 C18 C19 C24 169.7(3) . . . . ?
O3 C1 C2 C3 178.2(3) . . . . ?
O3 C1 C2 C12 0.0(5) . . . . ?
O3 C1 N1 C4 -175.3(3) . . . . ?
O3 C1 N1 S1 7.8(5) . . . . ?
O4 C5 C6 C7 149.3(3) . . . . ?
O4 C5 C6 C11 -29.3(4) . . . . ?
O5 C18 C19 C20 169.4(4) . . . . ?
O5 C18 C19 C24 -10.6(5) . . . . ?
O5 C18 N2 C11 -5.5(6) . . . . ?
S1 C25 C26 C27 178.3(3) . . . . ?
S1 C25 C30 C29 -178.3(3) . . . . ?
