#------------------------------------------------------------------------------
#$Date: 2022-02-04 21:56:12 +0200 (Fri, 04 Feb 2022) $
#$Revision: 272733 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/10/7061093.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_7061093
loop_
_publ_author_name
'Chernick, Erin T.'
'Abdollahi, Maryam F.'
'Tabasi, Zahra A.'
'Junge, Marc J.'
'Zhao, Yuming'
_publ_section_title
;
 Study of a carbazole--bromobenzothiadiazole derived fluorescent molecular
 rotor: crystal structure, redox activity, and solvatofluorochromic
 effects
;
_journal_issue                   2
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              572
_journal_page_last               581
_journal_paper_doi               10.1039/D1NJ04274B
_journal_volume                  46
_journal_year                    2022
_chemical_formula_moiety         'C29 H18 Br N3 S2'
_chemical_formula_sum            'C29 H18 Br N3 S2'
_chemical_formula_weight         552.49
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-06-29
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-07-05 deposited with the CCDC.	2021-12-02 downloaded from the CCDC.
;
_cell_angle_alpha                94.9790(10)
_cell_angle_beta                 109.1850(10)
_cell_angle_gamma                114.5180(10)
_cell_formula_units_Z            2
_cell_length_a                   9.74830(10)
_cell_length_b                   11.0899(2)
_cell_length_c                   13.28450(10)
_cell_measurement_reflns_used    14350
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      79.6110
_cell_measurement_theta_min      3.6240
_cell_volume                     1191.75(3)
_computing_cell_refinement       'CrysAlisPro 1.171.41.111a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.111a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.111a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     29.00  84.00   0.50    0.05    --   49.43  77.00 -30.00  110
  2  ω     29.00 121.00   0.50    0.05    --   49.43  77.00-150.00  184
  3  ω     29.00 121.00   0.50    0.05    --   49.43  77.00  60.00  184
  4  ω     29.00 121.00   0.50    0.05    --   49.43  77.00 150.00  184
  5  ω     41.00 105.00   0.50    0.07    --  111.50 -94.00  90.00  128
  6  ω     41.00 117.00   0.50    0.07    --  111.50-132.00 121.00  152
  7  ω     38.00  99.00   0.50    0.05    --   49.43-132.00 121.00  122
  8  ω     41.00 111.00   0.50    0.07    --  111.50-125.00  30.00  140
  9  ω     41.00 111.00   0.50    0.07    --  111.50-125.00   0.00  140
 10  ω     41.00 111.00   0.50    0.07    --  111.50-125.00 -30.00  140
 11  ω     41.00 119.00   0.50    0.07    --  111.50-136.00 -55.00  156
 12  ω     41.00 111.00   0.50    0.07    --  111.50-125.00 -90.00  140
 13  ω     41.00 105.00   0.50    0.07    --  111.50 -94.00-180.00  128
 14  ω     41.00 101.00   0.50    0.05    --   49.43-136.00 -55.00  120
 15  ω     41.00 111.00   0.50    0.07    --  111.50-125.00  60.00  140
 16  ω     41.00 105.00   0.50    0.07    --  111.50 -94.00 120.00  128
 17  ω     41.00 105.00   0.50    0.07    --  111.50 -94.00 150.00  128
 18  ω     41.00  79.00   0.50    0.07    --  111.50 -61.00 -30.00   76
 19  ω     41.00  79.00   0.50    0.07    --  111.50 -61.00-120.00   76
 20  ω     41.00  79.00   0.50    0.07    --  111.50 -61.00  60.00   76
 21  ω     41.00  79.00   0.50    0.07    --  111.50 -61.00  30.00   76
 22  ω     41.00  79.00   0.50    0.07    --  111.50 -61.00 -60.00   76
 23  ω     41.00  79.00   0.50    0.07    --  111.50 -61.00-180.00   76
 24  ω     41.00  79.00   0.50    0.07    --  111.50 -61.00   0.00   76
 25  ω     41.00  79.00   0.50    0.07    --  111.50 -61.00 150.00   76
 26  ω     88.00 178.00   0.50    0.07    --  111.50 136.00   8.00  180
 27  ω     91.00 178.00   0.50    0.07    --  111.50 132.00-169.00  174
 28  ω     91.00 178.00   0.50    0.07    --  111.50  77.00 -90.00  174
 29  ω    104.00 178.00   0.50    0.07    --  111.50  30.00-180.00  148
 30  ω    102.00 178.00   0.50    0.07    --  111.50  45.00 -60.00  152
 31  ω    104.00 178.00   0.50    0.07    --  111.50  15.00-150.00  148
 32  ω    102.00 178.00   0.50    0.07    --  111.50  45.00   0.00  152
 33  ω    102.00 178.00   0.50    0.07    --  111.50  45.00  60.00  152
 34  ω    104.00 178.00   0.50    0.07    --  111.50  15.00 120.00  148
 35  ω    104.00 178.00   0.50    0.07    --  111.50  30.00 150.00  148
 36  ω    -16.00  24.00   0.50    0.05    --  -49.43  19.00 -90.00   80
 37  ω    -16.00  24.00   0.50    0.05    --  -49.43  19.00-120.00   80
 38  ω    -16.00  24.00   0.50    0.05    --  -49.43  19.00-180.00   80
 39  ω    -16.00  24.00   0.50    0.05    --  -49.43  19.00-150.00   80
 40  ω    -16.00  24.00   0.50    0.05    --  -49.43  19.00 -60.00   80
 41  ω    -16.00  24.00   0.50    0.05    --  -49.43  19.00 -30.00   80
 42  ω    -16.00  24.00   0.50    0.05    --  -49.43  19.00  30.00   80
 43  ω    -16.00  24.00   0.50    0.05    --  -49.43  19.00 150.00   80
 44  ω    -94.00 -19.00   0.50    0.07    --  -90.00 136.00   8.00  150
 45  ω    -94.00 -19.00   0.50    0.05    --  -49.43 136.00   8.00  150
 46  ω    -91.00 -17.00   0.50    0.05    --  -49.43 132.00-169.00  148
 47  ω    -65.00 -18.00   0.50    0.07    --  -90.00  61.00 -30.00   94
 48  ω   -162.00 -82.00   0.50    0.07    --  -90.00 -15.00 150.00  160
 49  ω   -121.00 -66.00   0.50    0.05    --  -49.43-136.00 -55.00  110
 50  ω   -160.00 -66.00   0.50    0.07    --  -90.00-136.00 -55.00  188
 51  ω   -121.00 -29.00   0.50    0.05    --  -49.43 -77.00 -90.00  184
 52  ω   -121.00 -37.00   0.50    0.05    --  -49.43 -57.00 -30.00  168
 53  ω   -161.00 -69.00   0.50    0.07    --  -90.00-132.00 121.00  184
 54  ω   -121.00 -69.00   0.50    0.05    --  -49.43-132.00 121.00  104
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0443969000
_diffrn_orient_matrix_UB_12      0.0237939000
_diffrn_orient_matrix_UB_13      -0.1163870000
_diffrn_orient_matrix_UB_21      0.0921633000
_diffrn_orient_matrix_UB_22      0.1562271000
_diffrn_orient_matrix_UB_23      0.0511800000
_diffrn_orient_matrix_UB_31      0.1597822000
_diffrn_orient_matrix_UB_32      0.0049888000
_diffrn_orient_matrix_UB_33      -0.0011253000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0489
_diffrn_reflns_av_unetI/netI     0.0267
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            30336
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.816
_diffrn_reflns_theta_min         3.648
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    4.175
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.49606
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.111a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.540
_exptl_crystal_description       irregular
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.075
_refine_diff_density_max         0.913
_refine_diff_density_min         -1.168
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         5068
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.0523
_refine_ls_R_factor_gt           0.0460
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0538P)²+0.8586P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1191
_refine_ls_wR_factor_ref         0.1241
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4322
_reflns_number_total             5068
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1nj04274b2.cif
_cod_data_source_block           carbazolederiv
_cod_depositor_comments          'Adding full bibliography for 7061093.cif.'
_cod_database_code               7061093
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C29H18BrN3S2
_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   0.745
_shelx_estimated_absorpt_t_min   0.358
_reflns_odcompleteness_completeness 99.59
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C8(H8), C13(H13), C14(H14), C16(H16), C17(H17), C19(H19),
 C20(H20), C21(H21), C22(H22), C25(H25), C26(H26), C27(H27), C28(H28)
2.b Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C)
;
_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 1.536
_oxdiff_exptl_absorpt_empirical_full_min 0.628
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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 -0.24716(6) 0.33152(5) 0.01266(3) 0.0955(2) Uani 1 1 d . . . . .
S1 S -0.06141(9) 0.65601(7) 0.35065(5) 0.05031(18) Uani 1 1 d . . . . .
S2 S 0.34987(8) 0.60690(6) 0.59093(5) 0.04302(16) Uani 1 1 d . . . . .
N1 N 0.0713(3) 0.6118(2) 0.41957(17) 0.0440(5) Uani 1 1 d . . . . .
N2 N -0.1400(3) 0.5542(2) 0.23035(18) 0.0494(5) Uani 1 1 d . . . . .
N3 N 0.8578(3) 0.8823(2) 1.12584(17) 0.0476(5) Uani 1 1 d . . . . .
C1 C 0.0598(3) 0.5104(2) 0.34841(19) 0.0381(5) Uani 1 1 d . . . . .
C2 C -0.0614(3) 0.4781(3) 0.2398(2) 0.0419(5) Uani 1 1 d . . . . .
C3 C -0.0862(3) 0.3748(3) 0.1552(2) 0.0515(6) Uani 1 1 d . . . . .
C4 C 0.0061(4) 0.3085(3) 0.1793(2) 0.0535(7) Uani 1 1 d . . . . .
H4 H -0.008335 0.241435 0.123849 0.064 Uiso 1 1 calc R U . . .
C5 C 0.1233(3) 0.3402(3) 0.2872(2) 0.0479(6) Uani 1 1 d . . . . .
H5 H 0.183859 0.292524 0.300395 0.057 Uiso 1 1 calc R U . . .
C6 C 0.1530(3) 0.4379(3) 0.37405(19) 0.0398(5) Uani 1 1 d . . . . .
C7 C 0.2716(3) 0.4629(3) 0.48544(19) 0.0402(5) Uani 1 1 d . . . . .
C8 C 0.3354(3) 0.3789(3) 0.5234(2) 0.0436(5) Uani 1 1 d . . . . .
H8 H 0.308617 0.296519 0.478420 0.052 Uiso 1 1 calc R U . . .
C9 C 0.4445(3) 0.4257(3) 0.6354(2) 0.0443(5) Uani 1 1 d . . . . .
C10 C 0.4668(3) 0.5513(3) 0.6842(2) 0.0420(5) Uani 1 1 d . . . . .
C11 C 0.5247(4) 0.3439(3) 0.6886(3) 0.0587(7) Uani 1 1 d . . . . .
H11A H 0.631181 0.405251 0.745580 0.088 Uiso 1 1 calc R U . . .
H11B H 0.536713 0.291163 0.633954 0.088 Uiso 1 1 calc R U . . .
H11C H 0.457306 0.283254 0.720039 0.088 Uiso 1 1 calc R U . . .
C12 C 0.5674(3) 0.6367(3) 0.7982(2) 0.0416(5) Uani 1 1 d . . . . .
C13 C 0.5927(4) 0.5784(3) 0.8868(2) 0.0497(6) Uani 1 1 d . . . . .
H13 H 0.544029 0.483386 0.873613 0.060 Uiso 1 1 calc R U . . .
C14 C 0.6887(4) 0.6590(3) 0.9940(2) 0.0500(6) Uani 1 1 d . . . . .
H14 H 0.704786 0.617955 1.051941 0.060 Uiso 1 1 calc R U . . .
C15 C 0.7605(3) 0.7999(3) 1.0152(2) 0.0439(5) Uani 1 1 d . . . . .
C16 C 0.7361(4) 0.8605(3) 0.9288(2) 0.0510(6) Uani 1 1 d . . . . .
H16 H 0.783659 0.955564 0.942721 0.061 Uiso 1 1 calc R U . . .
C17 C 0.6406(4) 0.7794(3) 0.8215(2) 0.0489(6) Uani 1 1 d . . . . .
H17 H 0.625074 0.821017 0.763912 0.059 Uiso 1 1 calc R U . . .
C18 C 1.0064(3) 0.8918(3) 1.1939(2) 0.0436(5) Uani 1 1 d . . . . .
C19 C 1.0985(4) 0.8365(3) 1.1676(2) 0.0510(6) Uani 1 1 d . . . . .
H19 H 1.062102 0.783062 1.097132 0.061 Uiso 1 1 calc R U . . .
C20 C 1.2458(4) 0.8638(3) 1.2499(3) 0.0599(7) Uani 1 1 d . . . . .
H20 H 1.310272 0.828469 1.234520 0.072 Uiso 1 1 calc R U . . .
C21 C 1.3002(4) 0.9434(4) 1.3557(3) 0.0670(8) Uani 1 1 d . . . . .
H21 H 1.400652 0.960895 1.409414 0.080 Uiso 1 1 calc R U . . .
C22 C 1.2073(4) 0.9966(3) 1.3821(2) 0.0580(7) Uani 1 1 d . . . . .
H22 H 1.243921 1.048448 1.453207 0.070 Uiso 1 1 calc R U . . .
C23 C 1.0576(3) 0.9713(3) 1.3004(2) 0.0465(6) Uani 1 1 d . . . . .
C24 C 0.9304(3) 1.0076(3) 1.2973(2) 0.0478(6) Uani 1 1 d . . . . .
C25 C 0.9078(4) 1.0816(3) 1.3754(3) 0.0628(8) Uani 1 1 d . . . . .
H25 H 0.984497 1.117226 1.448256 0.075 Uiso 1 1 calc R U . . .
C26 C 0.7717(5) 1.1013(4) 1.3437(3) 0.0747(10) Uani 1 1 d . . . . .
H26 H 0.756160 1.150583 1.395367 0.090 Uiso 1 1 calc R U . . .
C27 C 0.6569(5) 1.0483(4) 1.2353(3) 0.0733(9) Uani 1 1 d . . . . .
H27 H 0.566328 1.064180 1.215528 0.088 Uiso 1 1 calc R U . . .
C28 C 0.6728(4) 0.9723(3) 1.1555(3) 0.0616(7) Uani 1 1 d . . . . .
H28 H 0.594406 0.935926 1.083144 0.074 Uiso 1 1 calc R U . . .
C29 C 0.8106(3) 0.9529(3) 1.1883(2) 0.0481(6) 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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -6 2 0.0971
1 6 -2 0.0840
-6 4 3 0.1432
6 -3 -3 0.1251
-1 -2 -6 0.0490
-1 0 -7 0.0377
2 0 7 0.0230
-1 2 -8 0.0653
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 S1 N2 101.58(11) . . ?
C7 S2 C10 92.47(12) . . ?
C1 N1 S1 106.30(16) . . ?
C2 N2 S1 105.76(17) . . ?
C18 N3 C15 125.3(2) . . ?
C18 N3 C29 108.4(2) . . ?
C29 N3 C15 125.8(2) . . ?
N1 C1 C2 112.6(2) . . ?
N1 C1 C6 126.0(2) . . ?
C6 C1 C2 121.4(2) . . ?
N2 C2 C1 113.7(2) . . ?
N2 C2 C3 127.0(2) . . ?
C3 C2 C1 119.3(2) . . ?
C2 C3 Br1 119.2(2) . . ?
C4 C3 Br1 121.7(2) . . ?
C4 C3 C2 119.1(2) . . ?
C3 C4 H4 119.6 . . ?
C3 C4 C5 120.9(2) . . ?
C5 C4 H4 119.6 . . ?
C4 C5 H5 118.3 . . ?
C6 C5 C4 123.5(2) . . ?
C6 C5 H5 118.3 . . ?
C1 C6 C7 123.0(2) . . ?
C5 C6 C1 115.8(2) . . ?
C5 C6 C7 121.2(2) . . ?
C6 C7 S2 123.63(18) . . ?
C8 C7 S2 109.59(18) . . ?
C8 C7 C6 126.8(2) . . ?
C7 C8 H8 122.3 . . ?
C7 C8 C9 115.3(2) . . ?
C9 C8 H8 122.3 . . ?
C8 C9 C11 121.2(2) . . ?
C10 C9 C8 111.6(2) . . ?
C10 C9 C11 127.2(2) . . ?
C9 C10 S2 111.02(18) . . ?
C9 C10 C12 130.2(2) . . ?
C12 C10 S2 118.81(18) . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 C10 121.4(2) . . ?
C13 C12 C17 117.6(2) . . ?
C17 C12 C10 121.0(2) . . ?
C12 C13 H13 119.3 . . ?
C14 C13 C12 121.3(3) . . ?
C14 C13 H13 119.3 . . ?
C13 C14 H14 119.9 . . ?
C15 C14 C13 120.1(2) . . ?
C15 C14 H14 119.9 . . ?
C14 C15 N3 119.9(2) . . ?
C14 C15 C16 119.7(2) . . ?
C16 C15 N3 120.4(2) . . ?
C15 C16 H16 120.0 . . ?
C15 C16 C17 119.9(3) . . ?
C17 C16 H16 120.0 . . ?
C12 C17 H17 119.3 . . ?
C16 C17 C12 121.3(2) . . ?
C16 C17 H17 119.3 . . ?
N3 C18 C19 128.5(2) . . ?
N3 C18 C23 109.1(2) . . ?
C19 C18 C23 122.3(2) . . ?
C18 C19 H19 121.2 . . ?
C20 C19 C18 117.5(3) . . ?
C20 C19 H19 121.2 . . ?
C19 C20 H20 119.3 . . ?
C19 C20 C21 121.3(3) . . ?
C21 C20 H20 119.3 . . ?
C20 C21 H21 119.5 . . ?
C22 C21 C20 121.1(3) . . ?
C22 C21 H21 119.5 . . ?
C21 C22 H22 120.5 . . ?
C21 C22 C23 119.1(3) . . ?
C23 C22 H22 120.5 . . ?
C18 C23 C24 106.7(2) . . ?
C22 C23 C18 118.7(3) . . ?
C22 C23 C24 134.6(3) . . ?
C25 C24 C23 134.2(3) . . ?
C25 C24 C29 118.9(3) . . ?
C29 C24 C23 106.9(2) . . ?
C24 C25 H25 120.3 . . ?
C26 C25 C24 119.4(3) . . ?
C26 C25 H25 120.3 . . ?
C25 C26 H26 119.7 . . ?
C25 C26 C27 120.5(3) . . ?
C27 C26 H26 119.7 . . ?
C26 C27 H27 119.0 . . ?
C26 C27 C28 122.1(3) . . ?
C28 C27 H27 119.0 . . ?
C27 C28 H28 121.5 . . ?
C29 C28 C27 117.0(3) . . ?
C29 C28 H28 121.5 . . ?
N3 C29 C24 108.8(2) . . ?
C28 C29 N3 129.0(3) . . ?
C28 C29 C24 122.1(3) . . ?
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 C3 1.882(3) . ?
S1 N1 1.606(2) . ?
S1 N2 1.607(2) . ?
S2 C7 1.730(2) . ?
S2 C10 1.733(2) . ?
N1 C1 1.346(3) . ?
N2 C2 1.343(3) . ?
N3 C15 1.423(3) . ?
N3 C18 1.387(3) . ?
N3 C29 1.396(3) . ?
C1 C2 1.430(3) . ?
C1 C6 1.427(3) . ?
C2 C3 1.415(4) . ?
C3 C4 1.362(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.410(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.376(3) . ?
C6 C7 1.463(3) . ?
C7 C8 1.366(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.408(3) . ?
C9 C10 1.381(4) . ?
C9 C11 1.506(3) . ?
C10 C12 1.469(3) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C13 1.392(3) . ?
C12 C17 1.394(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.383(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.378(4) . ?
C15 C16 1.383(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.384(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.390(4) . ?
C18 C23 1.408(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.378(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.393(5) . ?
C21 H21 0.9300 . ?
C21 C22 1.380(5) . ?
C22 H22 0.9300 . ?
C22 C23 1.398(4) . ?
C23 C24 1.444(4) . ?
C24 C25 1.397(4) . ?
C24 C29 1.406(4) . ?
C25 H25 0.9300 . ?
C25 C26 1.369(5) . ?
C26 H26 0.9300 . ?
C26 C27 1.385(5) . ?
C27 H27 0.9300 . ?
C27 C28 1.386(5) . ?
C28 H28 0.9300 . ?
C28 C29 1.382(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 C3 C4 C5 -178.5(2) . . . . ?
S1 N1 C1 C2 0.3(3) . . . . ?
S1 N1 C1 C6 -178.9(2) . . . . ?
S1 N2 C2 C1 0.3(3) . . . . ?
S1 N2 C2 C3 -179.1(2) . . . . ?
S2 C7 C8 C9 0.6(3) . . . . ?
S2 C10 C12 C13 145.8(2) . . . . ?
S2 C10 C12 C17 -33.9(3) . . . . ?
N1 S1 N2 C2 -0.2(2) . . . . ?
N1 C1 C2 N2 -0.4(3) . . . . ?
N1 C1 C2 C3 179.1(2) . . . . ?
N1 C1 C6 C5 -178.4(2) . . . . ?
N1 C1 C6 C7 2.4(4) . . . . ?
N2 S1 N1 C1 -0.1(2) . . . . ?
N2 C2 C3 Br1 -1.2(4) . . . . ?
N2 C2 C3 C4 179.3(3) . . . . ?
N3 C15 C16 C17 -179.7(3) . . . . ?
N3 C18 C19 C20 178.3(3) . . . . ?
N3 C18 C23 C22 -178.7(2) . . . . ?
N3 C18 C23 C24 2.1(3) . . . . ?
C1 C2 C3 Br1 179.43(19) . . . . ?
C1 C2 C3 C4 0.0(4) . . . . ?
C1 C6 C7 S2 -16.1(3) . . . . ?
C1 C6 C7 C8 162.8(3) . . . . ?
C2 C1 C6 C5 2.5(4) . . . . ?
C2 C1 C6 C7 -176.6(2) . . . . ?
C2 C3 C4 C5 1.0(5) . . . . ?
C3 C4 C5 C6 -0.1(5) . . . . ?
C4 C5 C6 C1 -1.6(4) . . . . ?
C4 C5 C6 C7 177.6(3) . . . . ?
C5 C6 C7 S2 164.8(2) . . . . ?
C5 C6 C7 C8 -16.3(4) . . . . ?
C6 C1 C2 N2 178.8(2) . . . . ?
C6 C1 C2 C3 -1.8(4) . . . . ?
C6 C7 C8 C9 -178.4(2) . . . . ?
C7 S2 C10 C9 -0.5(2) . . . . ?
C7 S2 C10 C12 -179.2(2) . . . . ?
C7 C8 C9 C10 -1.0(3) . . . . ?
C7 C8 C9 C11 -179.8(3) . . . . ?
C8 C9 C10 S2 0.9(3) . . . . ?
C8 C9 C10 C12 179.5(3) . . . . ?
C9 C10 C12 C13 -32.6(4) . . . . ?
C9 C10 C12 C17 147.7(3) . . . . ?
C10 S2 C7 C6 179.0(2) . . . . ?
C10 S2 C7 C8 -0.1(2) . . . . ?
C10 C12 C13 C14 179.4(3) . . . . ?
C10 C12 C17 C16 -179.8(3) . . . . ?
C11 C9 C10 S2 179.6(2) . . . . ?
C11 C9 C10 C12 -1.8(5) . . . . ?
C12 C13 C14 C15 0.6(4) . . . . ?
C13 C12 C17 C16 0.5(4) . . . . ?
C13 C14 C15 N3 179.3(3) . . . . ?
C13 C14 C15 C16 0.1(4) . . . . ?
C14 C15 C16 C17 -0.4(4) . . . . ?
C15 N3 C18 C19 6.8(5) . . . . ?
C15 N3 C18 C23 -173.9(2) . . . . ?
C15 N3 C29 C24 172.5(2) . . . . ?
C15 N3 C29 C28 -8.1(5) . . . . ?
C15 C16 C17 C12 0.2(4) . . . . ?
C17 C12 C13 C14 -0.8(4) . . . . ?
C18 N3 C15 C14 65.8(4) . . . . ?
C18 N3 C15 C16 -114.9(3) . . . . ?
C18 N3 C29 C24 -0.2(3) . . . . ?
C18 N3 C29 C28 179.3(3) . . . . ?
C18 C19 C20 C21 0.3(5) . . . . ?
C18 C23 C24 C25 178.7(3) . . . . ?
C18 C23 C24 C29 -2.1(3) . . . . ?
C19 C18 C23 C22 0.7(4) . . . . ?
C19 C18 C23 C24 -178.6(3) . . . . ?
C19 C20 C21 C22 0.6(5) . . . . ?
C20 C21 C22 C23 -0.9(5) . . . . ?
C21 C22 C23 C18 0.3(4) . . . . ?
C21 C22 C23 C24 179.3(3) . . . . ?
C22 C23 C24 C25 -0.4(6) . . . . ?
C22 C23 C24 C29 178.8(3) . . . . ?
C23 C18 C19 C20 -1.0(4) . . . . ?
C23 C24 C25 C26 177.9(3) . . . . ?
C23 C24 C29 N3 1.4(3) . . . . ?
C23 C24 C29 C28 -178.1(3) . . . . ?
C24 C25 C26 C27 0.1(6) . . . . ?
C25 C24 C29 N3 -179.3(3) . . . . ?
C25 C24 C29 C28 1.2(4) . . . . ?
C25 C26 C27 C28 1.0(6) . . . . ?
C26 C27 C28 C29 -0.9(6) . . . . ?
C27 C28 C29 N3 -179.6(3) . . . . ?
C27 C28 C29 C24 -0.2(5) . . . . ?
C29 N3 C15 C14 -105.7(3) . . . . ?
C29 N3 C15 C16 73.6(4) . . . . ?
C29 N3 C18 C19 179.5(3) . . . . ?
C29 N3 C18 C23 -1.2(3) . . . . ?
C29 C24 C25 C26 -1.2(5) . . . . ?
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.2121 -6.4283 1.6298 -0.3332 -0.9404 -0.0678
1.1342 5.8917 -2.0333 0.3265 0.9209 0.2129
-6.2254 4.1002 2.6119 0.0700 0.2005 -0.9772
6.3242 -3.1836 -2.8836 -0.0209 -0.0621 0.9979
-0.8595 -2.4463 -5.6930 0.6425 -0.7528 -0.1431
-0.9067 -0.4833 -7.0061 0.8442 -0.5176 -0.1394
1.5029 0.2082 6.5905 -0.8288 0.5083 0.2338
-0.5323 2.0600 -7.8757 0.9893 -0.1303 -0.0659
