#------------------------------------------------------------------------------
#$Date: 2024-12-06 17:38:18 +0200 (Fri, 06 Dec 2024) $
#$Revision: 296338 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/37/7133761.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_7133761
loop_
_publ_author_name
'Dillon, Alexandra M.'
'Shtukenberg, Alexander G.'
'Demkiw, Krystyna M.'
'Woerpel, K. A.'
'Ward, Michael D.'
_publ_section_title
;
 Hydrogen-bonded frameworks for conformational analysis of reactive
 substrates.
;
_journal_issue                   82
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              11770
_journal_page_last               11773
_journal_paper_doi               10.1039/d4cc03430a
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C9 H9 Br O, 4(C6 H11 O3 S), 4(C H6 N3)'
_chemical_formula_sum            'C37 H77 Br N12 O13 S4'
_chemical_formula_weight         1106.25
_chemical_name_systematic
'guanidinium cyclohexanemonosulfonate 2-bromopropiophenone'
_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_Hall           'P -2yac'
_space_group_name_H-M_alt        'P 1 n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2024-09-13 deposited with the CCDC.	2024-09-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.365(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   17.4620(7)
_cell_length_b                   8.6851(3)
_cell_length_c                   19.0810(7)
_cell_measurement_reflns_used    9789
_cell_measurement_temperature    130.(2)
_cell_measurement_theta_max      74.45
_cell_measurement_theta_min      4.70
_cell_volume                     2855.24(18)
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_collection       'Bruker APEX4'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1380)'
_computing_publication_material  'Bruker APEX4'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      130.(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 with PHOTON III detector'
_diffrn_measurement_method       'φ and ω shutterless scans'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0868
_diffrn_reflns_av_unetI/netI     0.0591
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            64513
_diffrn_reflns_theta_full        67.68
_diffrn_reflns_theta_max         74.80
_diffrn_reflns_theta_min         3.18
_exptl_absorpt_coefficient_mu    2.878
_exptl_absorpt_correction_T_max  0.7538
_exptl_absorpt_correction_T_min  0.5125
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1172
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: methanol, ethanol'
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.316
_refine_diff_density_min         -1.497
_refine_ls_abs_structure_details
;

Flack x determined using 3586 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.11(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.588
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     593
_refine_ls_number_reflns         11250
_refine_ls_number_restraints     101
_refine_ls_restrained_S_all      1.593
_refine_ls_R_factor_all          0.1392
_refine_ls_R_factor_gt           0.1263
_refine_ls_shift/su_max          0.075
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3445
_refine_ls_wR_factor_ref         0.3666
_reflns_Friedel_coverage         0.925
_reflns_Friedel_fraction_full    0.943
_reflns_Friedel_fraction_max     0.922
_reflns_number_gt                9625
_reflns_number_total             11250
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cc03430a2.cif
_cod_data_source_block           23mdw94d_Hunter
_cod_depositor_comments
'Adding full bibliography for 7133757--7133764.cif.'
_cod_database_code               7133761
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y, z+1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S S3 0.70619(14) 0.3029(3) 0.28507(11) 0.0447(6) Uani d . . . 1 . .
O O7 0.6870(5) 0.3315(10) 0.3558(3) 0.0508(17) Uani d . . . 1 . .
O O8 0.6388(4) 0.3224(10) 0.2287(4) 0.0474(16) Uani d . . . 1 . .
O O9 0.7715(4) 0.3951(10) 0.2703(3) 0.0523(18) Uani d . . . 1 . .
C C13 0.7341(6) 0.1059(15) 0.2825(5) 0.050(2) Uani d . . . 1 . .
H H13 0.691224 0.041405 0.295724 0.061000 Uiso calc U . R 1 . .
C C14 0.8078(8) 0.0766(17) 0.3375(6) 0.060(3) Uani d . . . 1 . .
H H14A 0.797890 0.102503 0.385743 0.072000 Uiso calc U . R 1 . .
H H14B 0.850881 0.142040 0.326801 0.072000 Uiso calc U . R 1 . .
C C15 0.8301(9) -0.0959(19) 0.3341(7) 0.070(4) Uani d . . . 1 . .
H H15A 0.878671 -0.114977 0.367631 0.084000 Uiso calc U . R 1 . .
H H15B 0.788719 -0.159722 0.349173 0.084000 Uiso calc U . R 1 . .
C C16 0.8410(11) -0.142(2) 0.2626(8) 0.080(4) Uani d . . . 1 . .
H H16A 0.854761 -0.252982 0.262900 0.096000 Uiso calc U . R 1 . .
H H16B 0.884630 -0.083298 0.248639 0.096000 Uiso calc U . R 1 . .
C C17 0.7678(11) -0.1149(18) 0.2080(8) 0.074(4) Uani d . . . 1 . .
H H17A 0.724434 -0.177133 0.220426 0.089000 Uiso calc U . R 1 . .
H H17B 0.777061 -0.146639 0.160288 0.089000 Uiso calc U . R 1 . .
C C18 0.7464(8) 0.0590(16) 0.2075(6) 0.060(3) Uani d . . . 1 . .
H H18A 0.788648 0.121082 0.192881 0.072000 Uiso calc U . R 1 . .
H H18B 0.698344 0.077736 0.173151 0.072000 Uiso calc U . R 1 . .
S S1 0.42056(16) 1.2361(3) 0.53354(12) 0.0445(6) Uani d . . . 1 . .
O O1 0.3620(5) 1.2887(9) 0.4754(4) 0.0465(16) Uani d . . . 1 . .
O O2 0.4983(5) 1.2678(10) 0.5227(4) 0.0523(18) Uani d . . . 1 . .
O O3 0.4062(5) 1.2946(10) 0.6020(4) 0.0510(18) Uani d . . . 1 . .
C C1 0.4107(13) 1.0330(18) 0.5376(9) 0.086(5) Uani d . . . 1 . .
H H1 0.357531 1.015978 0.549197 0.103000 Uiso calc U . R 1 . .
C C2 0.4103(13) 0.951(2) 0.4665(11) 0.089(5) Uani d . . . 1 . .
H H2A 0.368244 0.992131 0.430223 0.107000 Uiso calc U . R 1 . .
H H2B 0.460437 0.966461 0.449626 0.107000 Uiso calc U . R 1 . .
C C3 0.3972(16) 0.782(3) 0.479(2) 0.142(13) Uani d . . . 1 . .
H H3A 0.345105 0.769691 0.492270 0.170000 Uiso calc U . R 1 . .
H H3B 0.396992 0.726580 0.433564 0.170000 Uiso calc U . R 1 . .
C C4 0.454(2) 0.708(2) 0.5335(18) 0.128(10) Uani d . . . 1 . .
H H4A 0.506734 0.720909 0.521801 0.153000 Uiso calc U . R 1 . .
H H4B 0.442849 0.595982 0.534624 0.153000 Uiso calc U . R 1 . .
C C5 0.4502(16) 0.780(2) 0.6082(16) 0.114(8) Uani d . . . 1 . .
H H5A 0.489505 0.731964 0.644904 0.137000 Uiso calc U . R 1 . .
H H5B 0.398253 0.763579 0.621327 0.137000 Uiso calc U . R 1 . .
C C6 0.4674(15) 0.962(2) 0.6024(10) 0.100(6) Uani d . . . 1 . .
H H6A 0.459683 1.014707 0.646860 0.119000 Uiso calc U . R 1 . .
H H6B 0.521851 0.978355 0.595759 0.119000 Uiso calc U . R 1 . .
S S2 0.07485(13) 0.7251(3) 0.40117(11) 0.0432(6) Uani d . . . 1 . .
O O4 0.0076(4) 0.6926(9) 0.3472(4) 0.0463(16) Uani d . . . 1 . .
O O5 0.1443(5) 0.6361(10) 0.3891(4) 0.0520(17) Uani d . . . 1 . .
O O6 0.0574(4) 0.7041(9) 0.4733(4) 0.0475(17) Uani d . . . 1 . .
C C7 0.0954(6) 0.9256(15) 0.3933(6) 0.049(2) Uani d . . . 1 . .
H H7 0.048769 0.985769 0.401370 0.059000 Uiso calc U . R 1 . .
C C8 0.1124(8) 0.9632(17) 0.3181(6) 0.063(3) Uani d . . . 1 . .
H H8A 0.157280 0.901714 0.308396 0.076000 Uiso calc U . R 1 . .
H H8B 0.066894 0.935844 0.282199 0.076000 Uiso calc U . R 1 . .
C C9 0.1299(10) 1.131(2) 0.3129(8) 0.077(4) Uani d . . . 1 . .
H H9C 0.143439 1.152363 0.265439 0.093000 Uiso calc U . R 1 . .
H H9D 0.082634 1.190903 0.317248 0.093000 Uiso calc U . R 1 . .
C C10 0.1930(12) 1.182(2) 0.3669(10) 0.083(4) Uani d . . . 1 . .
H H10A 0.198084 1.295723 0.363918 0.100000 Uiso calc U . R 1 . .
H H10B 0.242154 1.135772 0.357908 0.100000 Uiso calc U . R 1 . .
C C11 0.1789(9) 1.1370(18) 0.4446(8) 0.069(3) Uani d . . . 1 . .
H H11A 0.225518 1.163283 0.479401 0.083000 Uiso calc U . R 1 . .
H H11B 0.134656 1.196952 0.456774 0.083000 Uiso calc U . R 1 . .
C C12 0.1622(7) 0.9690(17) 0.4494(7) 0.062(3) Uani d . . . 1 . .
H H12A 0.149465 0.945051 0.496932 0.074000 Uiso calc U . R 1 . .
H H12B 0.208647 0.908731 0.443013 0.074000 Uiso calc U . R 1 . .
S S4 0.77934(15) 0.7108(3) 0.63924(12) 0.0467(6) Uani d . . . 1 . .
O O10 0.7692(4) 0.6843(10) 0.7129(3) 0.0476(17) Uani d . . . 1 . .
O O11 0.7395(6) 0.5914(13) 0.5911(4) 0.067(2) Uani d . . . 1 . .
O O12 0.8600(5) 0.7234(10) 0.6314(4) 0.0531(18) Uani d . . . 1 . .
C C19 0.7302(10) 0.8832(18) 0.6099(8) 0.072(4) Uani d . . . 1 . .
H H19 0.675452 0.872637 0.618366 0.086000 Uiso calc U . R 1 . .
C C20 0.7630(13) 1.013(3) 0.6494(9) 0.089(5) Uani d . . . 1 . .
H H20A 0.817514 1.027564 0.642523 0.107000 Uiso calc U . R 1 . .
H H20B 0.762456 0.996780 0.700675 0.107000 Uiso calc U . R 1 . .
C C21 0.7152(15) 1.158(2) 0.6240(12) 0.100(6) Uani d . . . 1 . .
H H21A 0.661094 1.145249 0.632174 0.121000 Uiso calc U . R 1 . .
H H21B 0.737532 1.249107 0.651481 0.121000 Uiso calc U . R 1 . .
C C22 0.7160(15) 1.185(2) 0.5451(11) 0.093(6) Uani d . . . 1 . .
H H22A 0.686007 1.279184 0.529314 0.111000 Uiso calc U . R 1 . .
H H22B 0.770085 1.200668 0.537009 0.111000 Uiso calc U . R 1 . .
C C23 0.6808(12) 1.048(3) 0.5026(9) 0.090(5) Uani d . . . 1 . .
H H23A 0.682233 1.064141 0.451515 0.108000 Uiso calc U . R 1 . .
H H23B 0.626014 1.034829 0.508903 0.108000 Uiso calc U . R 1 . .
C C24 0.7276(12) 0.904(2) 0.5289(8) 0.082(5) Uani d . . . 1 . .
H H24A 0.781066 0.913872 0.518477 0.098000 Uiso calc U . R 1 . .
H H24B 0.703460 0.812365 0.503542 0.098000 Uiso calc U . R 1 . .
N N7 0.2825(6) 0.4829(12) 0.6319(4) 0.052(2) Uani d . . . 1 . .
H H7A 0.276232 0.505392 0.675578 0.063000 Uiso calc U . R 1 . .
H H7B 0.321559 0.424573 0.624426 0.063000 Uiso calc U . R 1 . .
N N8 0.1744(6) 0.6239(11) 0.5876(4) 0.049(2) Uani d . . . 1 . .
H H8C 0.167495 0.647312 0.631022 0.059000 Uiso calc U . R 1 . .
H H8D 0.142044 0.658881 0.550910 0.059000 Uiso calc U . R 1 . .
N N9 0.2421(5) 0.5007(11) 0.5117(4) 0.0463(19) Uani d . . . 1 . .
H H9A 0.280768 0.441221 0.504286 0.056000 Uiso calc U . R 1 . .
H H9B 0.209247 0.536496 0.475477 0.056000 Uiso calc U . R 1 . .
C C27 0.2333(6) 0.5365(12) 0.5777(5) 0.045(2) Uani d . . . 1 . .
N N10 0.8798(6) 0.5198(12) 0.3860(4) 0.051(2) Uani d . . . 1 . .
H H10C 0.925507 0.549786 0.377355 0.061000 Uiso calc U . R 1 . .
H H10D 0.849608 0.463182 0.354639 0.061000 Uiso calc U . R 1 . .
N N11 0.9010(6) 0.6449(13) 0.4940(4) 0.052(2) Uani d . . . 1 . .
H H11C 0.885519 0.671173 0.533944 0.062000 Uiso calc U . R 1 . .
H H11D 0.946662 0.675176 0.485346 0.062000 Uiso calc U . R 1 . .
N N12 0.7875(6) 0.5139(12) 0.4590(4) 0.050(2) Uani d . . . 1 . .
H H12C 0.771264 0.539326 0.498750 0.061000 Uiso calc U . R 1 . .
H H12D 0.758001 0.457392 0.427157 0.061000 Uiso calc U . R 1 . .
C C28 0.8560(6) 0.5605(12) 0.4472(4) 0.043(2) Uani d . . . 1 . .
N N4 0.5986(6) 0.4695(11) 0.6257(4) 0.0487(19) Uani d . . . 1 . .
H H4C 0.561564 0.441783 0.591058 0.058000 Uiso calc U . R 1 . .
H H4D 0.639487 0.519417 0.616137 0.058000 Uiso calc U . R 1 . .
N N5 0.6480(6) 0.4795(13) 0.7444(5) 0.054(2) Uani d . . . 1 . .
H H5C 0.644592 0.459167 0.788945 0.065000 Uiso calc U . R 1 . .
H H5D 0.688612 0.529372 0.734019 0.065000 Uiso calc U . R 1 . .
N N6 0.5329(6) 0.3627(14) 0.7077(5) 0.056(2) Uani d . . . 1 . .
H H6C 0.528886 0.341732 0.752059 0.067000 Uiso calc U . R 1 . .
H H6D 0.496076 0.333798 0.673077 0.067000 Uiso calc U . R 1 . .
C C26 0.5926(7) 0.4356(13) 0.6934(5) 0.048(2) Uani d . . . 1 . .
C C25 0.4671(7) 0.2998(16) 0.3212(5) 0.055(3) Uani d . . . 1 . .
N N1 0.4816(6) 0.3086(14) 0.2545(5) 0.056(2) Uani d . . . 1 . .
H H1A 0.529847 0.312025 0.246540 0.067000 Uiso calc U . R 1 . .
H H1B 0.442954 0.310870 0.218610 0.067000 Uiso calc U . R 1 . .
N N2 0.5248(6) 0.2963(15) 0.3754(5) 0.061(3) Uani d . . . 1 . .
H H2C 0.573131 0.299687 0.367764 0.073000 Uiso calc U . R 1 . .
H H2D 0.514917 0.290485 0.419097 0.073000 Uiso calc U . R 1 . .
N N3 0.3932(6) 0.2935(15) 0.3321(5) 0.062(3) Uani d . . . 1 . .
H H3C 0.382781 0.286997 0.375654 0.075000 Uiso calc U . R 1 . .
H H3D 0.355057 0.295914 0.295777 0.075000 Uiso calc U . R 1 . .
O O13 0.5593(14) 0.970(2) 0.2580(15) 0.177(9) Uani d U . D 1 . .
C C29 0.5335(11) 0.6906(13) 0.1207(11) 0.143(8) Uani d U . G 1 . .
H H29 0.553774 0.603306 0.147490 0.172000 Uiso calc U . R 1 . .
C C30 0.5126(13) 0.6793(16) 0.0474(11) 0.146(8) Uani d U . G 1 . .
H H30 0.518463 0.584383 0.024128 0.175000 Uiso calc U . R 1 . .
C C31 0.4829(12) 0.807(2) 0.0081(9) 0.152(8) Uani d U . G 1 . .
H H31 0.468614 0.799339 -0.041949 0.182000 Uiso calc U . R 1 . .
C C32 0.4743(12) 0.9460(18) 0.0422(10) 0.155(9) Uani d U . G 1 . .
H H32 0.454076 1.033219 0.015335 0.186000 Uiso calc U . R 1 . .
C C33 0.4953(12) 0.9572(13) 0.1154(11) 0.143(8) Uani d U . G 1 . .
H H33 0.489387 1.052145 0.138697 0.172000 Uiso calc U . R 1 . .
C C34 0.5249(10) 0.8295(16) 0.1547(9) 0.119(5) Uani d U . DG 1 . .
C C35 0.5438(14) 0.848(2) 0.2348(13) 0.145(7) Uani d U . D 1 . .
C C36 0.5311(15) 0.720(4) 0.287(2) 0.189(10) Uani d U . D 1 . .
H H36 0.551211 0.624261 0.267336 0.227000 Uiso calc U . R 1 . .
C C37 0.584(2) 0.746(4) 0.3587(17) 0.149(7) Uani d U . D 1 . .
H H37A 0.637397 0.714710 0.354727 0.224000 Uiso calc U . R 1 . .
H H37B 0.565695 0.684938 0.395613 0.224000 Uiso calc U . R 1 . .
H H37C 0.583967 0.855516 0.371246 0.224000 Uiso calc U . R 1 . .
Br Br1 0.4180(5) 0.6917(8) 0.2748(6) 0.247(4) Uani d U . D 1 . .
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'
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'
Br Br -0.6763 1.2805 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O9 S3 O7 . . 112.9(4) ?
O9 S3 O8 . . 110.7(4) ?
O7 S3 O8 . . 112.3(4) ?
O9 S3 C13 . . 107.2(5) ?
O7 S3 C13 . . 107.1(5) ?
O8 S3 C13 . . 106.2(5) ?
C18 C13 C14 . . 111.3(10) ?
C18 C13 S3 . . 111.2(8) ?
C14 C13 S3 . . 109.9(9) ?
C18 C13 H13 . . 108.100000 ?
C14 C13 H13 . . 108.100000 ?
S3 C13 H13 . . 108.100000 ?
C13 C14 C15 . . 108.5(11) ?
C13 C14 H14A . . 110.000000 ?
C15 C14 H14A . . 110.000000 ?
C13 C14 H14B . . 110.000000 ?
C15 C14 H14B . . 110.000000 ?
H14A C14 H14B . . 108.400000 ?
C16 C15 C14 . . 112.1(12) ?
C16 C15 H15A . . 109.200000 ?
C14 C15 H15A . . 109.200000 ?
C16 C15 H15B . . 109.200000 ?
C14 C15 H15B . . 109.200000 ?
H15A C15 H15B . . 107.900000 ?
C15 C16 C17 . . 111.7(13) ?
C15 C16 H16A . . 109.300000 ?
C17 C16 H16A . . 109.300000 ?
C15 C16 H16B . . 109.300000 ?
C17 C16 H16B . . 109.300000 ?
H16A C16 H16B . . 107.900000 ?
C16 C17 C18 . . 109.2(13) ?
C16 C17 H17A . . 109.800000 ?
C18 C17 H17A . . 109.800000 ?
C16 C17 H17B . . 109.800000 ?
C18 C17 H17B . . 109.800000 ?
H17A C17 H17B . . 108.300000 ?
C13 C18 C17 . . 108.7(10) ?
C13 C18 H18A . . 109.900000 ?
C17 C18 H18A . . 109.900000 ?
C13 C18 H18B . . 109.900000 ?
C17 C18 H18B . . 109.900000 ?
H18A C18 H18B . . 108.300000 ?
O2 S1 O1 . . 113.2(5) ?
O2 S1 O3 . . 111.5(5) ?
O1 S1 O3 . . 111.8(5) ?
O2 S1 C1 . . 107.3(8) ?
O1 S1 C1 . . 106.5(8) ?
O3 S1 C1 . . 105.9(6) ?
C2 C1 C6 . . 115.2(14) ?
C2 C1 S1 . . 114.2(11) ?
C6 C1 S1 . . 111.6(16) ?
C2 C1 H1 . . 104.800000 ?
C6 C1 H1 . . 104.800000 ?
S1 C1 H1 . . 104.800000 ?
C3 C2 C1 . . 107.(2) ?
C3 C2 H2A . . 110.300000 ?
C1 C2 H2A . . 110.300000 ?
C3 C2 H2B . . 110.300000 ?
C1 C2 H2B . . 110.300000 ?
H2A C2 H2B . . 108.600000 ?
C4 C3 C2 . . 116.(2) ?
C4 C3 H3A . . 108.300000 ?
C2 C3 H3A . . 108.300000 ?
C4 C3 H3B . . 108.300000 ?
C2 C3 H3B . . 108.300000 ?
H3A C3 H3B . . 107.400000 ?
C3 C4 C5 . . 110.(2) ?
C3 C4 H4A . . 109.600000 ?
C5 C4 H4A . . 109.600000 ?
C3 C4 H4B . . 109.600000 ?
C5 C4 H4B . . 109.600000 ?
H4A C4 H4B . . 108.100000 ?
C4 C5 C6 . . 107.2(19) ?
C4 C5 H5A . . 110.300000 ?
C6 C5 H5A . . 110.300000 ?
C4 C5 H5B . . 110.300000 ?
C6 C5 H5B . . 110.300000 ?
H5A C5 H5B . . 108.500000 ?
C1 C6 C5 . . 110.(2) ?
C1 C6 H6A . . 109.800000 ?
C5 C6 H6A . . 109.800000 ?
C1 C6 H6B . . 109.800000 ?
C5 C6 H6B . . 109.800000 ?
H6A C6 H6B . . 108.200000 ?
O4 S2 O6 . . 111.8(4) ?
O4 S2 O5 . . 111.9(5) ?
O6 S2 O5 . . 112.3(4) ?
O4 S2 C7 . . 106.2(5) ?
O6 S2 C7 . . 105.9(5) ?
O5 S2 C7 . . 108.3(5) ?
C12 C7 C8 . . 111.4(10) ?
C12 C7 S2 . . 109.2(9) ?
C8 C7 S2 . . 110.8(9) ?
C12 C7 H7 . . 108.500000 ?
C8 C7 H7 . . 108.500000 ?
S2 C7 H7 . . 108.500000 ?
C9 C8 C7 . . 109.8(12) ?
C9 C8 H8A . . 109.700000 ?
C7 C8 H8A . . 109.700000 ?
C9 C8 H8B . . 109.700000 ?
C7 C8 H8B . . 109.700000 ?
H8A C8 H8B . . 108.200000 ?
C10 C9 C8 . . 113.1(14) ?
C10 C9 H9C . . 109.000000 ?
C8 C9 H9C . . 109.000000 ?
C10 C9 H9D . . 109.000000 ?
C8 C9 H9D . . 109.000000 ?
H9C C9 H9D . . 107.800000 ?
C9 C10 C11 . . 111.8(13) ?
C9 C10 H10A . . 109.300000 ?
C11 C10 H10A . . 109.300000 ?
C9 C10 H10B . . 109.300000 ?
C11 C10 H10B . . 109.300000 ?
H10A C10 H10B . . 107.900000 ?
C12 C11 C10 . . 111.2(12) ?
C12 C11 H11A . . 109.400000 ?
C10 C11 H11A . . 109.400000 ?
C12 C11 H11B . . 109.400000 ?
C10 C11 H11B . . 109.400000 ?
H11A C11 H11B . . 108.000000 ?
C11 C12 C7 . . 109.8(12) ?
C11 C12 H12A . . 109.700000 ?
C7 C12 H12A . . 109.700000 ?
C11 C12 H12B . . 109.700000 ?
C7 C12 H12B . . 109.700000 ?
H12A C12 H12B . . 108.200000 ?
O12 S4 O10 . . 112.6(4) ?
O12 S4 O11 . . 110.8(5) ?
O10 S4 O11 . . 111.6(5) ?
O12 S4 C19 . . 109.5(7) ?
O10 S4 C19 . . 108.0(6) ?
O11 S4 C19 . . 103.9(8) ?
C20 C19 C24 . . 112.3(14) ?
C20 C19 S4 . . 111.8(13) ?
C24 C19 S4 . . 110.5(10) ?
C20 C19 H19 . . 107.400000 ?
C24 C19 H19 . . 107.300000 ?
S4 C19 H19 . . 107.400000 ?
C19 C20 C21 . . 109.3(17) ?
C19 C20 H20A . . 109.800000 ?
C21 C20 H20A . . 109.800000 ?
C19 C20 H20B . . 109.800000 ?
C21 C20 H20B . . 109.800000 ?
H20A C20 H20B . . 108.300000 ?
C22 C21 C20 . . 110.1(16) ?
C22 C21 H21A . . 109.600000 ?
C20 C21 H21A . . 109.600000 ?
C22 C21 H21B . . 109.600000 ?
C20 C21 H21B . . 109.600000 ?
H21A C21 H21B . . 108.200000 ?
C23 C22 C21 . . 109.9(15) ?
C23 C22 H22A . . 109.700000 ?
C21 C22 H22A . . 109.700000 ?
C23 C22 H22B . . 109.700000 ?
C21 C22 H22B . . 109.700000 ?
H22A C22 H22B . . 108.200000 ?
C22 C23 C24 . . 108.6(17) ?
C22 C23 H23A . . 110.000000 ?
C24 C23 H23A . . 110.000000 ?
C22 C23 H23B . . 110.000000 ?
C24 C23 H23B . . 110.000000 ?
H23A C23 H23B . . 108.400000 ?
C23 C24 C19 . . 110.5(12) ?
C23 C24 H24A . . 109.500000 ?
C19 C24 H24A . . 109.500000 ?
C23 C24 H24B . . 109.600000 ?
C19 C24 H24B . . 109.600000 ?
H24A C24 H24B . . 108.100000 ?
C27 N7 H7A . . 120.000000 ?
C27 N7 H7B . . 120.000000 ?
H7A N7 H7B . . 120.000000 ?
C27 N8 H8C . . 120.000000 ?
C27 N8 H8D . . 120.000000 ?
H8C N8 H8D . . 120.000000 ?
C27 N9 H9A . . 120.000000 ?
C27 N9 H9B . . 120.000000 ?
H9A N9 H9B . . 120.000000 ?
N7 C27 N8 . . 121.0(9) ?
N7 C27 N9 . . 120.0(9) ?
N8 C27 N9 . . 119.0(9) ?
C28 N10 H10C . . 120.000000 ?
C28 N10 H10D . . 120.000000 ?
H10C N10 H10D . . 120.000000 ?
C28 N11 H11C . . 120.000000 ?
C28 N11 H11D . . 120.000000 ?
H11C N11 H11D . . 120.000000 ?
C28 N12 H12C . . 120.000000 ?
C28 N12 H12D . . 120.000000 ?
H12C N12 H12D . . 120.000000 ?
N11 C28 N12 . . 121.0(8) ?
N11 C28 N10 . . 120.1(9) ?
N12 C28 N10 . . 118.9(9) ?
C26 N4 H4C . . 120.000000 ?
C26 N4 H4D . . 120.000000 ?
H4C N4 H4D . . 120.000000 ?
C26 N5 H5C . . 120.000000 ?
C26 N5 H5D . . 120.000000 ?
H5C N5 H5D . . 120.000000 ?
C26 N6 H6C . . 120.000000 ?
C26 N6 H6D . . 120.000000 ?
H6C N6 H6D . . 120.000000 ?
N6 C26 N5 . . 120.8(9) ?
N6 C26 N4 . . 120.2(10) ?
N5 C26 N4 . . 119.0(11) ?
N2 C25 N1 . . 120.4(11) ?
N2 C25 N3 . . 120.6(9) ?
N1 C25 N3 . . 119.0(10) ?
C25 N1 H1A . . 120.000000 ?
C25 N1 H1B . . 120.000000 ?
H1A N1 H1B . . 120.000000 ?
C25 N2 H2C . . 120.000000 ?
C25 N2 H2D . . 120.000000 ?
H2C N2 H2D . . 120.000000 ?
C25 N3 H3C . . 120.000000 ?
C25 N3 H3D . . 120.000000 ?
H3C N3 H3D . . 120.000000 ?
C30 C29 C34 . . 120.000000 ?
C30 C29 H29 . . 120.000000 ?
C34 C29 H29 . . 120.000000 ?
C31 C30 C29 . . 120.000000 ?
C31 C30 H30 . . 120.000000 ?
C29 C30 H30 . . 120.000000 ?
C30 C31 C32 . . 120.000000 ?
C30 C31 H31 . . 120.000000 ?
C32 C31 H31 . . 120.000000 ?
C33 C32 C31 . . 120.000000 ?
C33 C32 H32 . . 120.000000 ?
C31 C32 H32 . . 120.000000 ?
C32 C33 C34 . . 120.000000 ?
C32 C33 H33 . . 120.000000 ?
C34 C33 H33 . . 120.000000 ?
C33 C34 C29 . . 120.000000 ?
C33 C34 C35 . . 117.2(13) ?
C29 C34 C35 . . 122.8(13) ?
O13 C35 C34 . . 119.(2) ?
O13 C35 C36 . . 117.(3) ?
C34 C35 C36 . . 123.(2) ?
C37 C36 C35 . . 110.(2) ?
C37 C36 Br1 . . 125.(3) ?
C35 C36 Br1 . . 105.1(17) ?
C37 C36 H36 . . 105.000000 ?
C35 C36 H36 . . 105.000000 ?
Br1 C36 H36 . . 105.000000 ?
C36 C37 H37A . . 109.500000 ?
C36 C37 H37B . . 109.500000 ?
H37A C37 H37B . . 109.500000 ?
C36 C37 H37C . . 109.500000 ?
H37A C37 H37C . . 109.500000 ?
H37B C37 H37C . . 109.500000 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S3 O9 . 1.457(7) ?
S3 O7 . 1.463(6) ?
S3 O8 . 1.468(7) ?
S3 C13 . 1.783(13) ?
C13 C18 . 1.536(14) ?
C13 C14 . 1.545(16) ?
C13 H13 . 1.000000 ?
C14 C15 . 1.55(2) ?
C14 H14A . 0.990000 ?
C14 H14B . 0.990000 ?
C15 C16 . 1.464(19) ?
C15 H15A . 0.990000 ?
C15 H15B . 0.990000 ?
C16 C17 . 1.53(2) ?
C16 H16A . 0.990000 ?
C16 H16B . 0.990000 ?
C17 C18 . 1.556(19) ?
C17 H17A . 0.990000 ?
C17 H17B . 0.990000 ?
C18 H18A . 0.990000 ?
C18 H18B . 0.990000 ?
S1 O2 . 1.433(9) ?
S1 O1 . 1.455(8) ?
S1 O3 . 1.461(7) ?
S1 C1 . 1.776(16) ?
C1 C2 . 1.53(3) ?
C1 C6 . 1.58(3) ?
C1 H1 . 1.000000 ?
C2 C3 . 1.51(3) ?
C2 H2A . 0.990000 ?
C2 H2B . 0.990000 ?
C3 C4 . 1.46(4) ?
C3 H3A . 0.990000 ?
C3 H3B . 0.990000 ?
C4 C5 . 1.57(4) ?
C4 H4A . 0.990000 ?
C4 H4B . 0.990000 ?
C5 C6 . 1.62(3) ?
C5 H5A . 0.990000 ?
C5 H5B . 0.990000 ?
C6 H6A . 0.990000 ?
C6 H6B . 0.990000 ?
S2 O4 . 1.457(8) ?
S2 O6 . 1.469(7) ?
S2 O5 . 1.488(8) ?
S2 C7 . 1.789(13) ?
C7 C12 . 1.498(15) ?
C7 C8 . 1.547(15) ?
C7 H7 . 1.000000 ?
C8 C9 . 1.50(2) ?
C8 H8A . 0.990000 ?
C8 H8B . 0.990000 ?
C9 C10 . 1.45(3) ?
C9 H9C . 0.990000 ?
C9 H9D . 0.990000 ?
C10 C11 . 1.59(2) ?
C10 H10A . 0.990000 ?
C10 H10B . 0.990000 ?
C11 C12 . 1.49(2) ?
C11 H11A . 0.990000 ?
C11 H11B . 0.990000 ?
C12 H12A . 0.990000 ?
C12 H12B . 0.990000 ?
S4 O12 . 1.445(9) ?
S4 O10 . 1.463(6) ?
S4 O11 . 1.482(10) ?
S4 C19 . 1.770(14) ?
C19 C20 . 1.43(3) ?
C19 C24 . 1.549(19) ?
C19 H19 . 1.000000 ?
C20 C21 . 1.54(3) ?
C20 H20A . 0.990000 ?
C20 H20B . 0.990000 ?
C21 C22 . 1.52(3) ?
C21 H21A . 0.990000 ?
C21 H21B . 0.990000 ?
C22 C23 . 1.52(3) ?
C22 H22A . 0.990000 ?
C22 H22B . 0.990000 ?
C23 C24 . 1.53(3) ?
C23 H23A . 0.990000 ?
C23 H23B . 0.990000 ?
C24 H24A . 0.990000 ?
C24 H24B . 0.990000 ?
N7 C27 . 1.318(14) ?
N7 H7A . 0.880000 ?
N7 H7B . 0.880000 ?
N8 C27 . 1.315(14) ?
N8 H8C . 0.880000 ?
N8 H8D . 0.880000 ?
N9 C27 . 1.329(12) ?
N9 H9A . 0.880000 ?
N9 H9B . 0.880000 ?
N10 C28 . 1.349(12) ?
N10 H10C . 0.880000 ?
N10 H10D . 0.880000 ?
N11 C28 . 1.312(14) ?
N11 H11C . 0.880000 ?
N11 H11D . 0.880000 ?
N12 C28 . 1.317(14) ?
N12 H12C . 0.880000 ?
N12 H12D . 0.880000 ?
N4 C26 . 1.345(13) ?
N4 H4C . 0.880000 ?
N4 H4D . 0.880000 ?
N5 C26 . 1.312(15) ?
N5 H5C . 0.880000 ?
N5 H5D . 0.880000 ?
N6 C26 . 1.286(16) ?
N6 H6C . 0.880000 ?
N6 H6D . 0.880000 ?
C25 N2 . 1.321(15) ?
C25 N1 . 1.341(13) ?
C25 N3 . 1.341(16) ?
N1 H1A . 0.880000 ?
N1 H1B . 0.880000 ?
N2 H2C . 0.880000 ?
N2 H2D . 0.880000 ?
N3 H3C . 0.880000 ?
N3 H3D . 0.880000 ?
O13 C35 . 1.16(2) ?
C29 C30 . 1.390000 ?
C29 C34 . 1.390000 ?
C29 H29 . 0.950000 ?
C30 C31 . 1.390000 ?
C30 H30 . 0.950000 ?
C31 C32 . 1.390000 ?
C31 H31 . 0.950000 ?
C32 C33 . 1.390000 ?
C32 H32 . 0.950000 ?
C33 C34 . 1.390000 ?
C33 H33 . 0.950000 ?
C34 C35 . 1.52(2) ?
C35 C36 . 1.54(3) ?
C36 C37 . 1.54(3) ?
C36 Br1 . 1.96(2) ?
C36 H36 . 1.000000 ?
C37 H37A . 0.980000 ?
C37 H37B . 0.980000 ?
C37 H37C . 0.980000 ?
