#------------------------------------------------------------------------------
#$Date: 2024-12-06 17:38:18 +0200 (Fri, 06 Dec 2024) $
#$Revision: 296338 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/37/7133762.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_7133762
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_sum            'C23 H29 F N6 O7 S2'
_chemical_formula_weight         584.64
_chemical_name_systematic
'guanidinium 4,4?-biphenyldisulfonate 2-fluoropropiophenone'
_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
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2024-06-20 deposited with the CCDC.	2024-09-25 downloaded from the CCDC.
;
_cell_angle_alpha                96.337(4)
_cell_angle_beta                 94.485(4)
_cell_angle_gamma                93.536(4)
_cell_formula_units_Z            4
_cell_length_a                   7.3252(5)
_cell_length_b                   12.7523(9)
_cell_length_c                   30.161(2)
_cell_measurement_reflns_used    9921
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      28.31
_cell_measurement_theta_min      2.45
_cell_volume                     2784.6(3)
_computing_cell_refinement       'Bruker APEX4'
_computing_data_collection       'Bruker APEX4'
_computing_data_reduction        'Bruker APEX4'
_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      100.(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       ' 'three-circle diffractometer''
_diffrn_measurement_device_type  'Bruker D8 SMART APEXII'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'multilayer optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0624
_diffrn_reflns_av_unetI/netI     0.0642
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            50789
_diffrn_reflns_theta_full        25.24
_diffrn_reflns_theta_max         28.39
_diffrn_reflns_theta_min         1.61
_diffrn_source                   Incoatec
_diffrn_source_type              'microfocus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.250
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_correction_T_min  0.92
_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    1.395
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1224
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: methanol ethanol'
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.030
_refine_diff_density_max         1.887
_refine_diff_density_min         -0.928
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.131
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     669
_refine_ls_number_reflns         13848
_refine_ls_number_restraints     249
_refine_ls_restrained_S_all      1.141
_refine_ls_R_factor_all          0.1782
_refine_ls_R_factor_gt           0.1468
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0539P)²+33.4676P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2969
_refine_ls_wR_factor_ref         0.3125
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9939
_reflns_number_total             13848
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cc03430a2.cif
_cod_data_source_block           23mdw65d
_cod_depositor_comments
'Adding full bibliography for 7133757--7133764.cif.'
_cod_database_code               7133762
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
C C44 0.3728(9) 0.5618(10) 0.6956(3) 0.111(7) Uani d U . D 1 . .
H H44A 0.390379 0.637862 0.705452 0.167000 Uiso calc U . R 1 . .
H H44B 0.341822 0.523992 0.720831 0.167000 Uiso calc U . R 1 . .
H H44C 0.272843 0.548662 0.671638 0.167000 Uiso calc U . R 1 . .
C C43 0.5469(11) 0.5234(9) 0.6783(4) 0.122(3) Uani d U . D 1 . .
H H43 0.570068 0.458692 0.693192 0.147000 Uiso calc U . R 1 . .
F F1 0.522(2) 0.4905(17) 0.6356(5) 0.274(10) Uani d U . D 1 . .
O O13 0.7835(14) 0.6539(8) 0.6750(4) 0.139(4) Uani d U . D 1 . .
C C41 0.6964(9) 0.6063(7) 0.6992(3) 0.122(3) Uani d U . D 1 . .
C C35 0.7835(17) 0.6394(11) 0.8424(3) 0.169(8) Uani d U . G 1 . .
H H35 0.804879 0.644530 0.874048 0.203000 Uiso calc U . R 1 . .
C C36 0.8773(13) 0.7098(9) 0.8187(4) 0.158(7) Uani d U . G 1 . .
H H36 0.962864 0.763033 0.834138 0.190000 Uiso calc U . R 1 . .
C C37 0.8461(11) 0.7023(8) 0.7723(4) 0.129(5) Uani d U . DG 1 . .
H H37 0.910193 0.750456 0.756143 0.155000 Uiso calc U . R 1 . .
C C38 0.7209(11) 0.6245(8) 0.7497(3) 0.122(3) Uani d U . DG 1 . .
C C39 0.6271(11) 0.5541(7) 0.7734(3) 0.129(5) Uani d U . DG 1 . .
H H39 0.541551 0.500872 0.757965 0.154000 Uiso calc U . R 1 . .
C C40 0.6584(16) 0.5616(9) 0.8198(3) 0.159(7) Uani d U . G 1 . .
H H40 0.594219 0.513447 0.835961 0.191000 Uiso calc U . R 1 . .
C C46 0.0679(12) 0.0352(10) 0.8126(4) 0.161(6) Uani d U . D 1 . .
H H46 0.106706 -0.035962 0.801285 0.193000 Uiso calc U . R 1 . .
C C45 -0.1130(13) 0.0561(14) 0.7895(5) 0.146(9) Uani d U . D 1 . .
H H45A -0.091734 0.099181 0.765185 0.220000 Uiso calc U . R 1 . .
H H45B -0.186204 0.093979 0.811049 0.220000 Uiso calc U . R 1 . .
H H45C -0.179148 -0.011242 0.777176 0.220000 Uiso calc U . R 1 . .
O O14 0.2966(15) 0.1720(8) 0.8329(3) 0.121(4) Uani d U . D 1 . .
C C42 0.2033(11) 0.1234(9) 0.8019(3) 0.113(4) Uani d U . D 1 . .
F F2 0.042(2) 0.0409(18) 0.8571(4) 0.271(10) Uani d U . D 1 . .
C C29 0.1727(17) 0.0503(9) 0.6765(3) 0.152(7) Uani d U . G 1 . .
H H29 0.115113 -0.004266 0.655043 0.182000 Uiso calc U . R 1 . .
C C30 0.1443(12) 0.0503(6) 0.7215(4) 0.124(5) Uani d U . DG 1 . .
H H30 0.067346 -0.004298 0.730852 0.149000 Uiso calc U . R 1 . .
C C31 0.2286(11) 0.1302(7) 0.7529(2) 0.102(4) Uani d U . DG 1 . .
C C32 0.3413(12) 0.2101(7) 0.7392(3) 0.125(5) Uani d U . DG 1 . .
H H32 0.398896 0.264744 0.760617 0.150000 Uiso calc U . R 1 . .
C C33 0.3697(14) 0.2102(10) 0.6942(4) 0.146(6) Uani d U . G 1 . .
H H33 0.446664 0.264778 0.684809 0.175000 Uiso calc U . R 1 . .
C C34 0.2854(17) 0.1303(11) 0.6628(3) 0.153(7) Uani d U . G 1 . .
H H34 0.304775 0.130274 0.632021 0.184000 Uiso calc U . R 1 . .
S S1 0.42572(19) 0.81798(11) 0.57374(5) 0.0152(3) Uani d . . . 1 . .
S S2 0.4844(2) 0.87824(11) 0.92784(5) 0.0164(3) Uani d . . . 1 . .
O O1 0.5927(5) 0.8734(3) 0.56257(14) 0.0158(8) Uani d . . . 1 . .
O O2 0.2580(6) 0.8657(3) 0.55803(15) 0.0184(9) Uani d . . . 1 . .
O O3 0.4175(6) 0.7045(3) 0.55950(14) 0.0180(9) Uani d . . . 1 . .
O O4 0.6588(6) 0.9390(3) 0.94279(14) 0.0196(9) Uani d . . . 1 . .
O O5 0.3259(6) 0.9341(3) 0.94218(15) 0.0223(9) Uani d . . . 1 . .
O O6 0.4797(6) 0.7699(3) 0.93983(15) 0.0196(9) Uani d . . . 1 . .
C C1 0.4302(9) 0.8304(5) 0.6323(2) 0.0216(13) Uani d . . . 1 . .
C C2 0.2860(9) 0.7850(6) 0.6531(2) 0.0273(14) Uani d . . . 1 . .
H H2 0.183827 0.748458 0.635335 0.033000 Uiso calc U . R 1 . .
C C3 0.2908(9) 0.7926(6) 0.6987(2) 0.0273(14) Uani d . . . 1 . .
H H3 0.193203 0.759384 0.712227 0.033000 Uiso calc U . R 1 . .
C C4 0.4354(9) 0.8481(5) 0.7259(2) 0.0240(13) Uani d . . . 1 . .
C C5 0.5783(9) 0.8945(5) 0.7051(2) 0.0216(13) Uani d . . . 1 . .
H H5 0.679174 0.931887 0.722982 0.026000 Uiso calc U . R 1 . .
C C6 0.5764(8) 0.8872(5) 0.6588(2) 0.0211(12) Uani d . . . 1 . .
H H6 0.673648 0.920518 0.645267 0.025000 Uiso calc U . R 1 . .
C C7 0.4401(9) 0.8556(5) 0.7751(2) 0.0216(13) Uani d . . . 1 . .
C C8 0.3727(10) 0.7709(5) 0.7965(2) 0.0253(14) Uani d . . . 1 . .
H H8 0.317816 0.708383 0.779234 0.030000 Uiso calc U . R 1 . .
C C9 0.3864(9) 0.7786(5) 0.8427(2) 0.0212(12) Uani d . . . 1 . .
H H9 0.339345 0.721110 0.856958 0.025000 Uiso calc U . R 1 . .
C C10 0.4668(9) 0.8682(5) 0.8688(2) 0.0193(12) Uani d . . . 1 . .
C C11 0.5359(9) 0.9541(5) 0.8482(2) 0.0216(13) Uani d . . . 1 . .
H H11 0.590998 1.016168 0.865711 0.026000 Uiso calc U . R 1 . .
C C12 0.5219(9) 0.9466(5) 0.8011(2) 0.0203(12) Uani d . . . 1 . .
H H12 0.568697 1.004038 0.786834 0.024000 Uiso calc U . R 1 . .
S S3 0.92990(19) 0.31483(11) 0.57127(5) 0.0145(3) Uani d . . . 1 . .
S S4 0.9903(2) 0.38234(11) 0.92570(5) 0.0154(3) Uani d . . . 1 . .
O O7 1.0992(5) 0.3718(3) 0.56085(14) 0.0175(9) Uani d . . . 1 . .
O O8 0.7662(6) 0.3643(3) 0.55552(14) 0.0184(9) Uani d . . . 1 . .
O O9 0.9218(6) 0.2019(3) 0.55603(15) 0.0182(9) Uani d . . . 1 . .
O O10 0.8300(6) 0.4367(3) 0.93931(15) 0.0203(9) Uani d . . . 1 . .
O O11 1.1626(6) 0.4418(3) 0.94268(15) 0.0185(9) Uani d . . . 1 . .
O O12 0.9847(6) 0.2731(3) 0.93597(14) 0.0175(9) Uani d . . . 1 . .
C C13 0.9342(8) 0.3272(5) 0.63053(19) 0.0153(11) Uani d . . . 1 . .
C C14 0.8623(8) 0.2451(5) 0.6520(2) 0.0191(12) Uani d . . . 1 . .
H H14 0.811276 0.181453 0.634976 0.023000 Uiso calc U . R 1 . .
C C15 0.8650(9) 0.2564(5) 0.6984(2) 0.0245(14) Uani d . . . 1 . .
H H15 0.814446 0.200495 0.713044 0.029000 Uiso calc U . R 1 . .
C C16 0.9413(8) 0.3490(5) 0.7235(2) 0.0202(13) Uani d . . . 1 . .
C C17 1.0106(8) 0.4309(5) 0.7012(2) 0.0186(12) Uani d . . . 1 . .
H H17 1.061156 0.494946 0.717929 0.022000 Uiso calc U . R 1 . .
C C18 1.0068(8) 0.4201(5) 0.6553(2) 0.0185(12) Uani d . . . 1 . .
H H18 1.054240 0.476686 0.640547 0.022000 Uiso calc U . R 1 . .
C C19 0.9544(9) 0.3595(5) 0.7733(2) 0.0209(13) Uani d . . . 1 . .
C C20 0.8174(9) 0.3090(6) 0.7956(2) 0.0270(14) Uani d . . . 1 . .
H H20 0.717668 0.268382 0.778543 0.032000 Uiso calc U . R 1 . .
C C21 0.8263(10) 0.3178(6) 0.8419(2) 0.0285(15) Uani d . . . 1 . .
H H21 0.731443 0.285762 0.856719 0.034000 Uiso calc U . R 1 . .
C C22 0.9770(8) 0.3747(5) 0.8665(2) 0.0182(12) Uani d . . . 1 . .
C C23 1.1113(9) 0.4244(5) 0.8452(2) 0.0219(13) Uani d . . . 1 . .
H H23 1.212567 0.463768 0.862235 0.026000 Uiso calc U . R 1 . .
C C24 1.0984(9) 0.4170(5) 0.7991(2) 0.0232(13) Uani d . . . 1 . .
H H24 1.190955 0.452265 0.784674 0.028000 Uiso calc U . R 1 . .
N N1 0.9073(7) 0.7467(4) 0.54769(17) 0.0180(10) Uani d . . . 1 . .
H H1A 0.804649 0.779127 0.547418 0.022000 Uiso calc U . R 1 . .
H H1B 1.013635 0.783769 0.549710 0.022000 Uiso calc U . R 1 . .
N N2 1.0562(7) 0.5925(4) 0.54645(18) 0.0191(10) Uani d . . . 1 . .
H H2A 1.163107 0.629091 0.549166 0.023000 Uiso calc U . R 1 . .
H H2B 1.051379 0.523029 0.544676 0.023000 Uiso calc U . R 1 . .
N N3 0.7416(7) 0.5862(4) 0.54199(19) 0.0211(11) Uani d . . . 1 . .
H H3A 0.638891 0.618544 0.541716 0.025000 Uiso calc U . R 1 . .
H H3B 0.738170 0.516792 0.540231 0.025000 Uiso calc U . R 1 . .
C C25 0.9018(8) 0.6422(4) 0.54504(19) 0.0150(11) Uani d . . . 1 . .
N N4 0.4116(7) 0.2460(4) 0.54350(18) 0.0190(10) Uani d . . . 1 . .
H H4A 0.309306 0.278816 0.543110 0.023000 Uiso calc U . R 1 . .
H H4B 0.518069 0.282513 0.544495 0.023000 Uiso calc U . R 1 . .
N N5 0.5598(7) 0.0916(4) 0.54394(18) 0.0180(10) Uani d . . . 1 . .
H H5A 0.666626 0.127971 0.545429 0.022000 Uiso calc U . R 1 . .
H H5B 0.554995 0.022377 0.543331 0.022000 Uiso calc U . R 1 . .
N N6 0.2445(7) 0.0857(4) 0.5411(2) 0.0235(12) Uani d . . . 1 . .
H H6A 0.141824 0.118139 0.540695 0.028000 Uiso calc U . R 1 . .
H H6B 0.241031 0.016502 0.540499 0.028000 Uiso calc U . R 1 . .
C C26 0.4052(8) 0.1415(4) 0.54260(19) 0.0144(11) Uani d . . . 1 . .
N N7 0.4888(7) 0.3225(4) 0.95178(19) 0.0218(11) Uani d . . . 1 . .
H H7A 0.594756 0.357813 0.950295 0.026000 Uiso calc U . R 1 . .
H H7B 0.387353 0.355948 0.952352 0.026000 Uiso calc U . R 1 . .
N N8 0.6339(7) 0.1687(4) 0.95232(18) 0.0197(11) Uani d . . . 1 . .
H H8A 0.630530 0.099887 0.953182 0.024000 Uiso calc U . R 1 . .
H H8B 0.739360 0.204654 0.950870 0.024000 Uiso calc U . R 1 . .
N N9 0.3227(7) 0.1650(4) 0.95535(19) 0.0220(11) Uani d . . . 1 . .
H H9A 0.317820 0.096143 0.956229 0.026000 Uiso calc U . R 1 . .
H H9B 0.221510 0.198684 0.955914 0.026000 Uiso calc U . R 1 . .
C C27 0.4819(8) 0.2177(5) 0.9532(2) 0.0178(12) Uani d . . . 1 . .
N N10 1.1321(7) 0.6704(4) 0.95724(18) 0.0194(11) Uani d . . . 1 . .
H H10A 1.129103 0.601240 0.956858 0.023000 Uiso calc U . R 1 . .
H H10B 1.237737 0.707182 0.957069 0.023000 Uiso calc U . R 1 . .
N N11 0.8170(7) 0.6650(4) 0.95833(18) 0.0205(11) Uani d . . . 1 . .
H H11A 0.714425 0.697452 0.958187 0.025000 Uiso calc U . R 1 . .
H H11B 0.813887 0.596007 0.958648 0.025000 Uiso calc U . R 1 . .
N N12 0.9839(7) 0.8238(4) 0.95760(19) 0.0220(11) Uani d . . . 1 . .
H H12A 0.882493 0.857340 0.957450 0.026000 Uiso calc U . R 1 . .
H H12B 1.090741 0.859225 0.957434 0.026000 Uiso calc U . R 1 . .
C C28 0.9758(8) 0.7199(5) 0.95808(19) 0.0162(11) Uani 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 0.0033 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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C43 C44 H44A . . 109.500000 ?
C43 C44 H44B . . 109.500000 ?
H44A C44 H44B . . 109.500000 ?
C43 C44 H44C . . 109.500000 ?
H44A C44 H44C . . 109.500000 ?
H44B C44 H44C . . 109.500000 ?
F1 C43 C44 . . 110.7(10) ?
F1 C43 C41 . . 124.4(13) ?
C44 C43 C41 . . 104.6(4) ?
F1 C43 H43 . . 105.200000 ?
C44 C43 H43 . . 105.200000 ?
C41 C43 H43 . . 105.200000 ?
O13 C41 C38 . . 124.5(7) ?
O13 C41 C43 . . 118.5(8) ?
C38 C41 C43 . . 117.0(5) ?
C36 C35 C40 . . 120.000000 ?
C36 C35 H35 . . 120.000000 ?
C40 C35 H35 . . 120.000000 ?
C37 C36 C35 . . 120.000000 ?
C37 C36 H36 . . 120.000000 ?
C35 C36 H36 . . 120.000000 ?
C36 C37 C38 . . 120.000000 ?
C36 C37 H37 . . 120.000000 ?
C38 C37 H37 . . 120.000000 ?
C37 C38 C39 . . 120.000000 ?
C37 C38 C41 . . 121.8(6) ?
C39 C38 C41 . . 117.9(6) ?
C40 C39 C38 . . 120.000000 ?
C40 C39 H39 . . 120.000000 ?
C38 C39 H39 . . 120.000000 ?
C39 C40 C35 . . 120.000000 ?
C39 C40 H40 . . 120.000000 ?
C35 C40 H40 . . 120.000000 ?
F2 C46 C45 . . 105.9(5) ?
F2 C46 C42 . . 112.6(13) ?
C45 C46 C42 . . 105.1(4) ?
F2 C46 H46 . . 111.000000 ?
C45 C46 H46 . . 111.000000 ?
C42 C46 H46 . . 111.000000 ?
C46 C45 H45A . . 109.500000 ?
C46 C45 H45B . . 109.500000 ?
H45A C45 H45B . . 109.500000 ?
C46 C45 H45C . . 109.500000 ?
H45A C45 H45C . . 109.500000 ?
H45B C45 H45C . . 109.500000 ?
O14 C42 C31 . . 125.3(7) ?
O14 C42 C46 . . 117.2(8) ?
C31 C42 C46 . . 116.8(5) ?
C30 C29 C34 . . 120.000000 ?
C30 C29 H29 . . 120.000000 ?
C34 C29 H29 . . 120.000000 ?
C29 C30 C31 . . 120.000000 ?
C29 C30 H30 . . 120.000000 ?
C31 C30 H30 . . 120.000000 ?
C30 C31 C32 . . 120.000000 ?
C30 C31 C42 . . 118.2(6) ?
C32 C31 C42 . . 121.7(6) ?
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 H34 . . 120.000000 ?
C29 C34 H34 . . 120.000000 ?
O1 S1 O3 . . 112.7(2) ?
O1 S1 O2 . . 112.8(2) ?
O3 S1 O2 . . 111.9(3) ?
O1 S1 C1 . . 107.2(3) ?
O3 S1 C1 . . 105.6(3) ?
O2 S1 C1 . . 106.0(3) ?
O4 S2 O6 . . 112.9(3) ?
O4 S2 O5 . . 112.2(3) ?
O6 S2 O5 . . 112.2(3) ?
O4 S2 C10 . . 105.9(3) ?
O6 S2 C10 . . 106.6(3) ?
O5 S2 C10 . . 106.3(3) ?
C6 C1 C2 . . 119.2(6) ?
C6 C1 S1 . . 120.5(5) ?
C2 C1 S1 . . 120.3(5) ?
C3 C2 C1 . . 120.5(6) ?
C3 C2 H2 . . 119.800000 ?
C1 C2 H2 . . 119.800000 ?
C2 C3 C4 . . 121.5(6) ?
C2 C3 H3 . . 119.200000 ?
C4 C3 H3 . . 119.200000 ?
C3 C4 C5 . . 117.8(6) ?
C3 C4 C7 . . 121.2(6) ?
C5 C4 C7 . . 120.9(6) ?
C6 C5 C4 . . 121.5(6) ?
C6 C5 H5 . . 119.200000 ?
C4 C5 H5 . . 119.200000 ?
C5 C6 C1 . . 119.5(6) ?
C5 C6 H6 . . 120.300000 ?
C1 C6 H6 . . 120.300000 ?
C12 C7 C8 . . 119.2(6) ?
C12 C7 C4 . . 119.7(6) ?
C8 C7 C4 . . 121.0(6) ?
C9 C8 C7 . . 119.7(6) ?
C9 C8 H8 . . 120.200000 ?
C7 C8 H8 . . 120.200000 ?
C8 C9 C10 . . 121.7(6) ?
C8 C9 H9 . . 119.200000 ?
C10 C9 H9 . . 119.200000 ?
C9 C10 C11 . . 119.8(6) ?
C9 C10 S2 . . 121.7(5) ?
C11 C10 S2 . . 118.5(5) ?
C10 C11 C12 . . 118.7(6) ?
C10 C11 H11 . . 120.600000 ?
C12 C11 H11 . . 120.600000 ?
C7 C12 C11 . . 121.0(6) ?
C7 C12 H12 . . 119.500000 ?
C11 C12 H12 . . 119.500000 ?
O9 S3 O8 . . 112.4(3) ?
O9 S3 O7 . . 112.9(2) ?
O8 S3 O7 . . 111.8(2) ?
O9 S3 C13 . . 106.7(3) ?
O8 S3 C13 . . 106.2(3) ?
O7 S3 C13 . . 106.3(3) ?
O11 S4 O12 . . 112.6(2) ?
O11 S4 O10 . . 112.4(3) ?
O12 S4 O10 . . 112.6(3) ?
O11 S4 C22 . . 107.2(3) ?
O12 S4 C22 . . 105.6(3) ?
O10 S4 C22 . . 105.9(3) ?
C18 C13 C14 . . 120.0(6) ?
C18 C13 S3 . . 119.5(5) ?
C14 C13 S3 . . 120.5(5) ?
C13 C14 C15 . . 119.8(6) ?
C13 C14 H14 . . 120.100000 ?
C15 C14 H14 . . 120.100000 ?
C14 C15 C16 . . 120.4(6) ?
C14 C15 H15 . . 119.800000 ?
C16 C15 H15 . . 119.800000 ?
C15 C16 C17 . . 118.7(6) ?
C15 C16 C19 . . 120.8(6) ?
C17 C16 C19 . . 120.4(6) ?
C18 C17 C16 . . 120.9(6) ?
C18 C17 H17 . . 119.500000 ?
C16 C17 H17 . . 119.500000 ?
C17 C18 C13 . . 120.1(6) ?
C17 C18 H18 . . 119.900000 ?
C13 C18 H18 . . 119.900000 ?
C24 C19 C20 . . 117.9(6) ?
C24 C19 C16 . . 122.2(6) ?
C20 C19 C16 . . 120.0(6) ?
C21 C20 C19 . . 121.1(6) ?
C21 C20 H20 . . 119.500000 ?
C19 C20 H20 . . 119.500000 ?
C20 C21 C22 . . 118.8(6) ?
C20 C21 H21 . . 120.600000 ?
C22 C21 H21 . . 120.600000 ?
C23 C22 C21 . . 120.7(6) ?
C23 C22 S4 . . 120.8(5) ?
C21 C22 S4 . . 118.5(5) ?
C22 C23 C24 . . 119.7(6) ?
C22 C23 H23 . . 120.100000 ?
C24 C23 H23 . . 120.100000 ?
C23 C24 C19 . . 121.7(6) ?
C23 C24 H24 . . 119.100000 ?
C19 C24 H24 . . 119.100000 ?
C25 N1 H1A . . 120.000000 ?
C25 N1 H1B . . 120.000000 ?
H1A N1 H1B . . 120.000000 ?
C25 N2 H2A . . 120.000000 ?
C25 N2 H2B . . 120.000000 ?
H2A N2 H2B . . 120.000000 ?
C25 N3 H3A . . 120.000000 ?
C25 N3 H3B . . 120.000000 ?
H3A N3 H3B . . 120.000000 ?
N1 C25 N3 . . 120.1(5) ?
N1 C25 N2 . . 120.5(5) ?
N3 C25 N2 . . 119.4(5) ?
C26 N4 H4A . . 120.000000 ?
C26 N4 H4B . . 120.000000 ?
H4A N4 H4B . . 120.000000 ?
C26 N5 H5A . . 120.000000 ?
C26 N5 H5B . . 120.000000 ?
H5A N5 H5B . . 120.000000 ?
C26 N6 H6A . . 120.000000 ?
C26 N6 H6B . . 120.000000 ?
H6A N6 H6B . . 120.000000 ?
N4 C26 N6 . . 120.4(5) ?
N4 C26 N5 . . 120.3(5) ?
N6 C26 N5 . . 119.4(5) ?
C27 N7 H7A . . 120.000000 ?
C27 N7 H7B . . 120.000000 ?
H7A N7 H7B . . 120.000000 ?
C27 N8 H8A . . 120.000000 ?
C27 N8 H8B . . 120.000000 ?
H8A N8 H8B . . 120.000000 ?
C27 N9 H9A . . 120.000000 ?
C27 N9 H9B . . 120.000000 ?
H9A N9 H9B . . 120.000000 ?
N8 C27 N9 . . 120.7(6) ?
N8 C27 N7 . . 119.5(6) ?
N9 C27 N7 . . 119.8(5) ?
C28 N10 H10A . . 120.000000 ?
C28 N10 H10B . . 120.000000 ?
H10A N10 H10B . . 120.000000 ?
C28 N11 H11A . . 120.000000 ?
C28 N11 H11B . . 120.000000 ?
H11A N11 H11B . . 120.000000 ?
C28 N12 H12A . . 120.000000 ?
C28 N12 H12B . . 120.000000 ?
H12A N12 H12B . . 120.000000 ?
N11 C28 N12 . . 121.1(5) ?
N11 C28 N10 . . 120.2(5) ?
N12 C28 N10 . . 118.7(6) ?
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
C44 C43 . 1.504(5) ?
C44 H44A . 0.980000 ?
C44 H44B . 0.980000 ?
C44 H44C . 0.980000 ?
C43 F1 . 1.304(13) ?
C43 C41 . 1.522(5) ?
C43 H43 . 1.000000 ?
O13 C41 . 1.197(5) ?
C41 C38 . 1.509(5) ?
C35 C36 . 1.390000 ?
C35 C40 . 1.390000 ?
C35 H35 . 0.950000 ?
C36 C37 . 1.390000 ?
C36 H36 . 0.950000 ?
C37 C38 . 1.390000 ?
C37 H37 . 0.950000 ?
C38 C39 . 1.390000 ?
C39 C40 . 1.390000 ?
C39 H39 . 0.950000 ?
C40 H40 . 0.950000 ?
C46 F2 . 1.365(5) ?
C46 C45 . 1.501(5) ?
C46 C42 . 1.531(5) ?
C46 H46 . 1.000000 ?
C45 H45A . 0.980000 ?
C45 H45B . 0.980000 ?
C45 H45C . 0.980000 ?
O14 C42 . 1.201(5) ?
C42 C31 . 1.518(5) ?
C29 C30 . 1.390000 ?
C29 C34 . 1.390000 ?
C29 H29 . 0.950000 ?
C30 C31 . 1.390000 ?
C30 H30 . 0.950000 ?
C31 C32 . 1.390000 ?
C32 C33 . 1.390000 ?
C32 H32 . 0.950000 ?
C33 C34 . 1.390000 ?
C33 H33 . 0.950000 ?
C34 H34 . 0.950000 ?
S1 O1 . 1.456(4) ?
S1 O3 . 1.460(4) ?
S1 O2 . 1.472(4) ?
S1 C1 . 1.754(7) ?
S2 O4 . 1.465(5) ?
S2 O6 . 1.465(4) ?
S2 O5 . 1.468(4) ?
S2 C10 . 1.765(6) ?
C1 C6 . 1.397(9) ?
C1 C2 . 1.397(9) ?
C2 C3 . 1.367(9) ?
C2 H2 . 0.950000 ?
C3 C4 . 1.392(9) ?
C3 H3 . 0.950000 ?
C4 C5 . 1.396(9) ?
C4 C7 . 1.473(9) ?
C5 C6 . 1.387(9) ?
C5 H5 . 0.950000 ?
C6 H6 . 0.950000 ?
C7 C12 . 1.400(9) ?
C7 C8 . 1.402(9) ?
C8 C9 . 1.384(9) ?
C8 H8 . 0.950000 ?
C9 C10 . 1.384(9) ?
C9 H9 . 0.950000 ?
C10 C11 . 1.406(8) ?
C11 C12 . 1.407(8) ?
C11 H11 . 0.950000 ?
C12 H12 . 0.950000 ?
S3 O9 . 1.459(4) ?
S3 O8 . 1.460(4) ?
S3 O7 . 1.471(4) ?
S3 C13 . 1.775(6) ?
S4 O11 . 1.458(4) ?
S4 O12 . 1.460(4) ?
S4 O10 . 1.464(4) ?
S4 C22 . 1.772(6) ?
C13 C18 . 1.382(8) ?
C13 C14 . 1.388(8) ?
C14 C15 . 1.390(9) ?
C14 H14 . 0.950000 ?
C15 C16 . 1.392(9) ?
C15 H15 . 0.950000 ?
C16 C17 . 1.395(9) ?
C16 C19 . 1.486(9) ?
C17 C18 . 1.374(8) ?
C17 H17 . 0.950000 ?
C18 H18 . 0.950000 ?
C19 C24 . 1.380(9) ?
C19 C20 . 1.413(9) ?
C20 C21 . 1.386(10) ?
C20 H20 . 0.950000 ?
C21 C22 . 1.396(9) ?
C21 H21 . 0.950000 ?
C22 C23 . 1.376(9) ?
C23 C24 . 1.380(9) ?
C23 H23 . 0.950000 ?
C24 H24 . 0.950000 ?
N1 C25 . 1.324(7) ?
N1 H1A . 0.880000 ?
N1 H1B . 0.880000 ?
N2 C25 . 1.330(7) ?
N2 H2A . 0.880000 ?
N2 H2B . 0.880000 ?
N3 C25 . 1.326(8) ?
N3 H3A . 0.880000 ?
N3 H3B . 0.880000 ?
N4 C26 . 1.328(7) ?
N4 H4A . 0.880000 ?
N4 H4B . 0.880000 ?
N5 C26 . 1.333(7) ?
N5 H5A . 0.880000 ?
N5 H5B . 0.880000 ?
N6 C26 . 1.332(8) ?
N6 H6A . 0.880000 ?
N6 H6B . 0.880000 ?
N7 C27 . 1.339(8) ?
N7 H7A . 0.880000 ?
N7 H7B . 0.880000 ?
N8 C27 . 1.311(7) ?
N8 H8A . 0.880000 ?
N8 H8B . 0.880000 ?
N9 C27 . 1.320(8) ?
N9 H9A . 0.880000 ?
N9 H9B . 0.880000 ?
N10 C28 . 1.342(7) ?
N10 H10A . 0.880000 ?
N10 H10B . 0.880000 ?
N11 C28 . 1.321(8) ?
N11 H11A . 0.880000 ?
N11 H11B . 0.880000 ?
N12 C28 . 1.324(8) ?
N12 H12A . 0.880000 ?
N12 H12B . 0.880000 ?
