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#$Date: 2025-08-20 12:41:31 +0300 (Wed, 20 Aug 2025) $
#$Revision: 301828 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/59/4035922.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_4035922
loop_
_publ_author_name
'Kolanji, Kubandiran'
'Postulka, Lars'
'Wolf, Bernd'
'Lang, Michael'
'Schollmeyer, Dieter'
'Baumgarten, Martin'
_publ_section_title
;
 Planar Benzo[1,2- b:4,5- b']dithiophene Derivatives Decorated with
 Nitronyl and Imino Nitroxides.
;
_journal_issue                   1
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              140
_journal_page_last               149
_journal_paper_doi               10.1021/acs.joc.8b02499
_journal_volume                  84
_journal_year                    2019
_chemical_formula_moiety         'C58 H98 N4 O6 S4 Si4'
_chemical_formula_sum            'C58 H98 N4 O6 S4 Si4'
_chemical_formula_weight         1188.00
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 98.054(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   48.0321(15)
_cell_length_b                   10.6191(2)
_cell_length_c                   14.3112(5)
_cell_measurement_reflns_used    17282
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      28.53
_cell_measurement_theta_min      2.31
_cell_volume                     7227.5(4)
_computing_cell_refinement       'STOE X-AREA'
_computing_data_collection       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT - 2014'
_diffrn_ambient_temperature      193(2)
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      ' 152 frames, detector distance = 80 mm'
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_av_unetI/netI     0.0454
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       64
_diffrn_reflns_limit_h_min       -64
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            22829
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.446
_diffrn_reflns_theta_min         2.308
_diffrn_source
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_exptl_absorpt_coefficient_mu    0.242
_exptl_absorpt_correction_T_max  0.9739
_exptl_absorpt_correction_T_min  0.8354
_exptl_absorpt_correction_type   integration
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.092
_exptl_crystal_description       needle
_exptl_crystal_F_000             2568
_exptl_crystal_size_max          0.740
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.070
_platon_squeeze_details
;
TITL tbdttnnsi in C2/c Ohne LSgm
CELL   48.0321   10.6191   14.3112     90.00     98.05     90.00
SPGR C2/c
# Solvent Accessible Volume =       708
# Electrons Found in S.A.V. =       165
# Note: Atoms in Void as Cxxx and Qxxx all others
C101 1.000 0.336 0.365 !      11.04 eA-3
C102 0.992 0.273 0.242 !       2.82 eA-3
Q103 0.973 0.091 0.468 !       0.64 eA-3
Q104 0.519 0.403 0.491 !       0.61 eA-3
Q105 0.528 0.343 0.356 !       0.55 eA-3
Q106 0.809 0.126 0.105 !       0.55 eA-3
Q107 0.196 0.059 0.190 !       0.54 eA-3
Q108 0.493 0.503 0.398 !       0.53 eA-3
Q109 0.182 0.504 0.950 !       0.53 eA-3
Q110 0.207 0.163 0.958 !       0.52 eA-3
Q111 0.496 0.453 0.081 !       0.51 eA-3
;
_refine_diff_density_max         0.292
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.969
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     383
_refine_ls_number_reflns         9067
_refine_ls_number_restraints     34
_refine_ls_restrained_S_all      0.975
_refine_ls_R_factor_all          0.0660
_refine_ls_R_factor_gt           0.0401
_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)+(0.0614P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0984
_refine_ls_wR_factor_ref         0.1077
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6185
_reflns_number_total             9067
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jo8b02499_si_002.cif
_cod_data_source_block           bdtth2-nnsi
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4035922
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.841
_shelx_estimated_absorpt_t_max   0.983
_platon_squeeze_void_probe_radius 1.20
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.55636(2) 0.36760(4) 0.57396(3) 0.03257(10) Uani 1 1 d . . . . .
C2 C 0.52464(3) 0.43693(16) 0.52610(11) 0.0286(3) Uani 1 1 d . . . . .
C4 C 0.48543(3) 0.48081(16) 0.40898(11) 0.0276(3) Uani 1 1 d . . . . .
C3 C 0.51057(3) 0.41529(16) 0.43644(11) 0.0282(3) Uani 1 1 d . . . . .
C5 C 0.46745(3) 0.47798(16) 0.32019(11) 0.0294(3) Uani 1 1 d . . . . .
H5 H 0.4711 0.4287 0.2679 0.035 Uiso 1 1 calc R U . . .
C6 C 0.44445(3) 0.55405(16) 0.31905(11) 0.0291(3) Uani 1 1 d . . . . .
C8 C 0.42020(3) 0.52203(19) 0.15251(13) 0.0376(4) Uani 1 1 d . . . . .
H8 H 0.4338 0.4663 0.1334 0.045 Uiso 1 1 calc R U . . .
C7 C 0.42210(3) 0.57314(16) 0.24034(12) 0.0297(3) Uani 1 1 d . . . . .
C9 C 0.39572(3) 0.56084(18) 0.09262(13) 0.0349(4) Uani 1 1 d . . . . .
H9 H 0.3913 0.5336 0.0290 0.042 Uiso 1 1 calc R U . . .
C10 C 0.37926(3) 0.64070(16) 0.13482(11) 0.0285(3) Uani 1 1 d . . . . .
S11 S 0.39344(2) 0.66881(4) 0.25026(3) 0.03123(10) Uani 1 1 d . . . . .
C12 C 0.35234(3) 0.70012(16) 0.09123(11) 0.0279(3) Uani 1 1 d . . . . .
H12 H 0.3454 0.6560 0.0307 0.033 Uiso 1 1 calc R U . . .
N13 N 0.33034(3) 0.69558(13) 0.15370(10) 0.0303(3) Uani 1 1 d . . . . .
C14 C 0.31424(3) 0.81834(17) 0.13910(14) 0.0364(4) Uani 1 1 d . . . . .
C15 C 0.32492(3) 0.87781(17) 0.05201(13) 0.0363(4) Uani 1 1 d . . . . .
N16 N 0.35491(3) 0.83571(14) 0.07270(10) 0.0311(3) Uani 1 1 d . . . . .
O17 O 0.31242(2) 0.58994(11) 0.12103(9) 0.0328(3) Uani 1 1 d . . . . .
Si18 Si 0.31182(2) 0.47710(5) 0.20249(4) 0.04013(13) Uani 1 1 d . . . . .
C19 C 0.3433(4) 0.376(2) 0.1972(11) 0.071(3) Uani 0.4 1 d . . P A 1
H19A H 0.3443 0.3529 0.1315 0.107 Uiso 0.4 1 calc R U P A 1
H19B H 0.3418 0.2995 0.2345 0.107 Uiso 0.4 1 calc R U P A 1
H19C H 0.3603 0.4224 0.2229 0.107 Uiso 0.4 1 calc R U P A 1
C19A C 0.3449(3) 0.3881(13) 0.2342(6) 0.071(3) Uani 0.6 1 d . . P A 2
H19D H 0.3510 0.3537 0.1769 0.107 Uiso 0.6 1 calc R U P A 2
H19E H 0.3417 0.3190 0.2769 0.107 Uiso 0.6 1 calc R U P A 2
H19F H 0.3594 0.4444 0.2657 0.107 Uiso 0.6 1 calc R U P A 2
C20 C 0.30601(9) 0.5443(3) 0.3178(2) 0.1011(12) Uani 1 1 d . . . . .
H20A H 0.3033 0.4759 0.3615 0.152 Uiso 1 1 calc R U . . .
H20B H 0.2893 0.5981 0.3090 0.152 Uiso 1 1 calc R U . . .
H20C H 0.3224 0.5945 0.3437 0.152 Uiso 1 1 calc R U . . .
C21 C 0.28134(4) 0.3793(2) 0.14855(16) 0.0502(5) Uani 1 1 d D U . . .
C22 C 0.2751(6) 0.386(2) 0.0462(10) 0.086(5) Uani 0.272(17) 1 d . U P B 1
H22A H 0.2606 0.3235 0.0238 0.130 Uiso 0.272(17) 1 calc R U P B 1
H22B H 0.2922 0.3681 0.0183 0.130 Uiso 0.272(17) 1 calc R U P B 1
H22C H 0.2682 0.4703 0.0274 0.130 Uiso 0.272(17) 1 calc R U P B 1
C22A C 0.28867(16) 0.3371(6) 0.0489(3) 0.0652(15) Uani 0.728(17) 1 d . U P B 2
H22D H 0.2747 0.2760 0.0207 0.098 Uiso 0.728(17) 1 calc R U P B 2
H22E H 0.3074 0.2982 0.0567 0.098 Uiso 0.728(17) 1 calc R U P B 2
H22F H 0.2885 0.4108 0.0077 0.098 Uiso 0.728(17) 1 calc R U P B 2
C23 C 0.27927(5) 0.2570(2) 0.2030(2) 0.0622(6) Uani 1 1 d . U . . .
H23A H 0.2637 0.2062 0.1713 0.093 Uiso 1 1 calc R U . . .
H23B H 0.2759 0.2763 0.2674 0.093 Uiso 1 1 calc R U . . .
H23C H 0.2969 0.2099 0.2051 0.093 Uiso 1 1 calc R U . . .
C24 C 0.2561(3) 0.4680(16) 0.1797(15) 0.071(4) Uani 0.272(17) 1 d D U P B 1
H24A H 0.2562 0.5501 0.1484 0.106 Uiso 0.272(17) 1 calc R U P B 1
H24B H 0.2591 0.4800 0.2483 0.106 Uiso 0.272(17) 1 calc R U P B 1
H24C H 0.2379 0.4269 0.1610 0.106 Uiso 0.272(17) 1 calc R U P B 1
C24A C 0.25347(10) 0.4462(6) 0.1374(7) 0.0740(19) Uani 0.728(17) 1 d D U P B 2
H24D H 0.2387 0.3887 0.1093 0.111 Uiso 0.728(17) 1 calc R U P B 2
H24E H 0.2542 0.5195 0.0961 0.111 Uiso 0.728(17) 1 calc R U P B 2
H24F H 0.2494 0.4741 0.1993 0.111 Uiso 0.728(17) 1 calc R U P B 2
C25 C 0.32303(5) 0.8927(2) 0.22961(16) 0.0521(5) Uani 1 1 d . . . . .
H25A H 0.3132 0.9738 0.2258 0.078 Uiso 1 1 calc R U . . .
H25B H 0.3434 0.9071 0.2376 0.078 Uiso 1 1 calc R U . . .
H25C H 0.3182 0.8449 0.2836 0.078 Uiso 1 1 calc R U . . .
C26 C 0.28240(4) 0.8004(2) 0.12652(19) 0.0520(5) Uani 1 1 d . . . . .
H26A H 0.2731 0.8824 0.1158 0.078 Uiso 1 1 calc R U . . .
H26B H 0.2770 0.7619 0.1835 0.078 Uiso 1 1 calc R U . . .
H26C H 0.2767 0.7454 0.0722 0.078 Uiso 1 1 calc R U . . .
C27 C 0.32364(4) 1.02101(19) 0.04854(18) 0.0512(5) Uani 1 1 d . . . . .
H27A H 0.3302 1.0508 -0.0095 0.077 Uiso 1 1 calc R U . . .
H27B H 0.3357 1.0558 0.1033 0.077 Uiso 1 1 calc R U . . .
H27C H 0.3042 1.0487 0.0495 0.077 Uiso 1 1 calc R U . . .
C28 C 0.30986(4) 0.8254(2) -0.04152(14) 0.0465(5) Uani 1 1 d . . . . .
H28A H 0.3208 0.8455 -0.0925 0.070 Uiso 1 1 calc R U . . .
H28B H 0.2911 0.8633 -0.0553 0.070 Uiso 1 1 calc R U . . .
H28C H 0.3080 0.7338 -0.0366 0.070 Uiso 1 1 calc R U . . .
O29 O 0.36840(2) 0.84498(12) -0.01146(8) 0.0352(3) Uani 1 1 d . . . . .
Si30 Si 0.39784(2) 0.93160(5) -0.00280(4) 0.03788(12) Uani 1 1 d . . . . .
C31 C 0.42297(4) 0.8919(2) 0.10303(16) 0.0536(5) Uani 1 1 d . . . . .
H31A H 0.4393 0.9480 0.1069 0.080 Uiso 1 1 calc R U . . .
H31B H 0.4291 0.8044 0.0988 0.080 Uiso 1 1 calc R U . . .
H31C H 0.4138 0.9024 0.1596 0.080 Uiso 1 1 calc R U . . .
C32 C 0.39017(5) 1.1034(2) -0.0013(2) 0.0608(6) Uani 1 1 d . . . . .
H32A H 0.4077 1.1509 -0.0011 0.091 Uiso 1 1 calc R U . . .
H32B H 0.3818 1.1240 0.0554 0.091 Uiso 1 1 calc R U . . .
H32C H 0.3770 1.1257 -0.0575 0.091 Uiso 1 1 calc R U . . .
C33 C 0.41197(4) 0.8869(2) -0.11437(14) 0.0444(4) Uani 1 1 d . . . . .
C34 C 0.41800(6) 0.7451(3) -0.1154(2) 0.0712(7) Uani 1 1 d . . . . .
H34A H 0.4255 0.7233 -0.1735 0.107 Uiso 1 1 calc R U . . .
H34B H 0.4005 0.6984 -0.1127 0.107 Uiso 1 1 calc R U . . .
H34C H 0.4318 0.7232 -0.0606 0.107 Uiso 1 1 calc R U . . .
C35 C 0.39053(5) 0.9185(3) -0.20051(16) 0.0606(6) Uani 1 1 d . . . . .
H35A H 0.3974 0.8878 -0.2577 0.091 Uiso 1 1 calc R U . . .
H35B H 0.3879 1.0100 -0.2047 0.091 Uiso 1 1 calc R U . . .
H35C H 0.3725 0.8780 -0.1943 0.091 Uiso 1 1 calc R U . . .
C36 C 0.43914(5) 0.9614(3) -0.12133(19) 0.0669(7) Uani 1 1 d . . . . .
H36A H 0.4470 0.9350 -0.1779 0.100 Uiso 1 1 calc R U . . .
H36B H 0.4529 0.9448 -0.0653 0.100 Uiso 1 1 calc R U . . .
H36C H 0.4349 1.0516 -0.1252 0.100 Uiso 1 1 calc R U . . .
O37 O 0.52154(2) 0.33522(12) 0.37522(8) 0.0338(3) Uani 1 1 d . . . . .
C38 C 0.51388(6) 0.2071(2) 0.38313(19) 0.0617(6) Uani 1 1 d . . . . .
H38A H 0.5230 0.1562 0.3390 0.092 Uiso 1 1 calc R U . . .
H38B H 0.4934 0.1987 0.3681 0.092 Uiso 1 1 calc R U . . .
H38C H 0.5199 0.1779 0.4477 0.092 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 '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_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 1 0 0.0765
1 -1 0 0.0896
1 0 -1 0.4075
1 0 0 0.0388
-1 0 0 0.0392
-2 1 2 0.3300
-1 -1 1 0.2015
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
C2 S1 C6 91.03(8) . 5_666
C3 C2 C4 123.11(14) . 5_666
C3 C2 S1 125.51(13) . .
C4 C2 S1 111.37(11) 5_666 .
C3 C4 C2 118.99(14) . 5_666
C3 C4 C5 128.81(15) . .
C2 C4 C5 112.19(13) 5_666 .
O37 C3 C2 120.79(13) . .
O37 C3 C4 121.29(14) . .
C2 C3 C4 117.88(15) . .
C6 C5 C4 112.57(15) . .
C6 C5 H5 123.7 . .
C4 C5 H5 123.7 . .
C5 C6 C7 126.73(16) . .
C5 C6 S1 112.82(11) . 5_666
C7 C6 S1 120.45(12) . 5_666
C7 C8 C9 112.71(15) . .
C7 C8 H8 123.6 . .
C9 C8 H8 123.6 . .
C8 C7 C6 127.28(15) . .
C8 C7 S11 110.99(11) . .
C6 C7 S11 121.73(13) . .
C10 C9 C8 113.48(16) . .
C10 C9 H9 123.3 . .
C8 C9 H9 123.3 . .
C9 C10 C12 127.00(15) . .
C9 C10 S11 110.99(11) . .
C12 C10 S11 122.01(12) . .
C10 S11 C7 91.82(8) . .
N16 C12 N13 103.06(13) . .
N16 C12 C10 113.49(12) . .
N13 C12 C10 112.58(13) . .
N16 C12 H12 109.2 . .
N13 C12 H12 109.2 . .
C10 C12 H12 109.2 . .
O17 N13 C12 105.81(12) . .
O17 N13 C14 110.64(11) . .
C12 N13 C14 106.44(13) . .
N13 C14 C25 104.65(15) . .
N13 C14 C26 113.10(15) . .
C25 C14 C26 108.57(17) . .
N13 C14 C15 103.99(13) . .
C25 C14 C15 112.91(16) . .
C26 C14 C15 113.30(16) . .
N16 C15 C27 109.75(15) . .
N16 C15 C28 112.78(15) . .
C27 C15 C28 108.79(16) . .
N16 C15 C14 97.89(13) . .
C27 C15 C14 114.67(17) . .
C28 C15 C14 112.68(16) . .
O29 N16 C12 105.95(12) . .
O29 N16 C15 110.18(12) . .
C12 N16 C15 102.99(12) . .
N13 O17 Si18 113.34(9) . .
O17 Si18 C19A 116.0(4) . .
O17 Si18 C20 111.30(11) . .
C19A Si18 C20 102.1(4) . .
O17 Si18 C19 106.9(6) . .
C20 Si18 C19 118.8(5) . .
O17 Si18 C21 101.46(8) . .
C19A Si18 C21 114.4(4) . .
C20 Si18 C21 111.98(15) . .
C19 Si18 C21 104.8(7) . .
Si18 C19 H19A 109.5 . .
Si18 C19 H19B 109.5 . .
H19A C19 H19B 109.5 . .
Si18 C19 H19C 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
Si18 C19A H19D 109.5 . .
Si18 C19A H19E 109.5 . .
H19D C19A H19E 109.5 . .
Si18 C19A H19F 109.5 . .
H19D C19A H19F 109.5 . .
H19E C19A H19F 109.5 . .
Si18 C20 H20A 109.5 . .
Si18 C20 H20B 109.5 . .
H20A C20 H20B 109.5 . .
Si18 C20 H20C 109.5 . .
H20A C20 H20C 109.5 . .
H20B C20 H20C 109.5 . .
C22 C21 C23 122.4(8) . .
C24A C21 C23 109.6(3) . .
C24A C21 C22A 110.2(3) . .
C23 C21 C22A 104.9(3) . .
C22 C21 C24 100.9(11) . .
C23 C21 C24 104.2(7) . .
C22 C21 Si18 115.4(6) . .
C24A C21 Si18 114.5(3) . .
C23 C21 Si18 111.42(15) . .
C22A C21 Si18 105.6(2) . .
C24 C21 Si18 97.7(7) . .
C21 C22 H22A 109.5 . .
C21 C22 H22B 109.5 . .
H22A C22 H22B 109.5 . .
C21 C22 H22C 109.5 . .
H22A C22 H22C 109.5 . .
H22B C22 H22C 109.5 . .
C21 C22A H22D 109.5 . .
C21 C22A H22E 109.5 . .
H22D C22A H22E 109.5 . .
C21 C22A H22F 109.5 . .
H22D C22A H22F 109.5 . .
H22E C22A H22F 109.5 . .
C21 C23 H23A 109.5 . .
C21 C23 H23B 109.5 . .
H23A C23 H23B 109.5 . .
C21 C23 H23C 109.5 . .
H23A C23 H23C 109.5 . .
H23B C23 H23C 109.5 . .
C21 C24 H24A 109.5 . .
C21 C24 H24B 109.5 . .
H24A C24 H24B 109.5 . .
C21 C24 H24C 109.5 . .
H24A C24 H24C 109.5 . .
H24B C24 H24C 109.5 . .
C21 C24A H24D 109.5 . .
C21 C24A H24E 109.5 . .
H24D C24A H24E 109.5 . .
C21 C24A H24F 109.5 . .
H24D C24A H24F 109.5 . .
H24E C24A H24F 109.5 . .
C14 C25 H25A 109.5 . .
C14 C25 H25B 109.5 . .
H25A C25 H25B 109.5 . .
C14 C25 H25C 109.5 . .
H25A C25 H25C 109.5 . .
H25B C25 H25C 109.5 . .
C14 C26 H26A 109.5 . .
C14 C26 H26B 109.5 . .
H26A C26 H26B 109.5 . .
C14 C26 H26C 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
C15 C27 H27A 109.5 . .
C15 C27 H27B 109.5 . .
H27A C27 H27B 109.5 . .
C15 C27 H27C 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
C15 C28 H28A 109.5 . .
C15 C28 H28B 109.5 . .
H28A C28 H28B 109.5 . .
C15 C28 H28C 109.5 . .
H28A C28 H28C 109.5 . .
H28B C28 H28C 109.5 . .
N16 O29 Si30 116.51(10) . .
O29 Si30 C31 112.51(8) . .
O29 Si30 C32 111.85(9) . .
C31 Si30 C32 108.75(12) . .
O29 Si30 C33 101.52(8) . .
C31 Si30 C33 111.46(10) . .
C32 Si30 C33 110.64(11) . .
Si30 C31 H31A 109.5 . .
Si30 C31 H31B 109.5 . .
H31A C31 H31B 109.5 . .
Si30 C31 H31C 109.5 . .
H31A C31 H31C 109.5 . .
H31B C31 H31C 109.5 . .
Si30 C32 H32A 109.5 . .
Si30 C32 H32B 109.5 . .
H32A C32 H32B 109.5 . .
Si30 C32 H32C 109.5 . .
H32A C32 H32C 109.5 . .
H32B C32 H32C 109.5 . .
C35 C33 C34 108.3(2) . .
C35 C33 C36 108.42(19) . .
C34 C33 C36 109.90(19) . .
C35 C33 Si30 110.28(14) . .
C34 C33 Si30 110.29(15) . .
C36 C33 Si30 109.57(16) . .
C33 C34 H34A 109.5 . .
C33 C34 H34B 109.5 . .
H34A C34 H34B 109.5 . .
C33 C34 H34C 109.5 . .
H34A C34 H34C 109.5 . .
H34B C34 H34C 109.5 . .
C33 C35 H35A 109.5 . .
C33 C35 H35B 109.5 . .
H35A C35 H35B 109.5 . .
C33 C35 H35C 109.5 . .
H35A C35 H35C 109.5 . .
H35B C35 H35C 109.5 . .
C33 C36 H36A 109.5 . .
C33 C36 H36B 109.5 . .
H36A C36 H36B 109.5 . .
C33 C36 H36C 109.5 . .
H36A C36 H36C 109.5 . .
H36B C36 H36C 109.5 . .
C3 O37 C38 114.50(15) . .
O37 C38 H38A 109.5 . .
O37 C38 H38B 109.5 . .
H38A C38 H38B 109.5 . .
O37 C38 H38C 109.5 . .
H38A C38 H38C 109.5 . .
H38B C38 H38C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C2 1.7433(15) .
S1 C6 1.7479(18) 5_666
C2 C3 1.383(2) .
C2 C4 1.409(2) 5_666
C4 C3 1.401(2) .
C4 C2 1.409(2) 5_666
C4 C5 1.433(2) .
C3 O37 1.3775(19) .
C5 C6 1.367(2) .
C5 H5 0.9500 .
C6 C7 1.457(2) .
C6 S1 1.7478(18) 5_666
C8 C7 1.360(2) .
C8 C9 1.416(2) .
C8 H8 0.9500 .
C7 S11 1.7327(16) .
C9 C10 1.358(2) .
C9 H9 0.9500 .
C10 C12 1.4943(19) .
C10 S11 1.7225(16) .
C12 N16 1.472(2) .
C12 N13 1.478(2) .
C12 H12 1.0000 .
N13 O17 1.4509(17) .
N13 C14 1.515(2) .
C14 C25 1.525(3) .
C14 C26 1.526(2) .
C14 C15 1.548(3) .
C15 N16 1.4978(19) .
C15 C27 1.522(3) .
C15 C28 1.534(3) .
N16 O29 1.4485(19) .
O17 Si18 1.6750(13) .
Si18 C19A 1.848(13) .
Si18 C20 1.854(3) .
Si18 C19 1.86(2) .
Si18 C21 1.871(2) .
C19 H19A 0.9800 .
C19 H19B 0.9800 .
C19 H19C 0.9800 .
C19A H19D 0.9800 .
C19A H19E 0.9800 .
C19A H19F 0.9800 .
C20 H20A 0.9800 .
C20 H20B 0.9800 .
C20 H20C 0.9800 .
C21 C22 1.456(14) .
C21 C24A 1.504(5) .
C21 C23 1.525(3) .
C21 C22A 1.581(5) .
C21 C24 1.646(13) .
C22 H22A 0.9800 .
C22 H22B 0.9800 .
C22 H22C 0.9800 .
C22A H22D 0.9800 .
C22A H22E 0.9800 .
C22A H22F 0.9800 .
C23 H23A 0.9800 .
C23 H23B 0.9800 .
C23 H23C 0.9800 .
C24 H24A 0.9800 .
C24 H24B 0.9800 .
C24 H24C 0.9800 .
C24A H24D 0.9800 .
C24A H24E 0.9800 .
C24A H24F 0.9800 .
C25 H25A 0.9800 .
C25 H25B 0.9800 .
C25 H25C 0.9800 .
C26 H26A 0.9800 .
C26 H26B 0.9800 .
C26 H26C 0.9800 .
C27 H27A 0.9800 .
C27 H27B 0.9800 .
C27 H27C 0.9800 .
C28 H28A 0.9800 .
C28 H28B 0.9800 .
C28 H28C 0.9800 .
O29 Si30 1.6769(13) .
Si30 C31 1.848(2) .
Si30 C32 1.862(2) .
Si30 C33 1.881(2) .
C31 H31A 0.9800 .
C31 H31B 0.9800 .
C31 H31C 0.9800 .
C32 H32A 0.9800 .
C32 H32B 0.9800 .
C32 H32C 0.9800 .
C33 C35 1.529(3) .
C33 C34 1.533(3) .
C33 C36 1.541(3) .
C34 H34A 0.9800 .
C34 H34B 0.9800 .
C34 H34C 0.9800 .
C35 H35A 0.9800 .
C35 H35B 0.9800 .
C35 H35C 0.9800 .
C36 H36A 0.9800 .
C36 H36B 0.9800 .
C36 H36C 0.9800 .
O37 C38 1.418(3) .
C38 H38A 0.9800 .
C38 H38B 0.9800 .
C38 H38C 0.9800 .
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_4
C6 S1 C2 C3 -178.36(16) 5_666 .
C6 S1 C2 C4 1.25(13) 5_666 5_666
C4 C2 C3 O37 179.09(15) 5_666 .
S1 C2 C3 O37 -1.3(2) . .
C4 C2 C3 C4 1.4(3) 5_666 .
S1 C2 C3 C4 -179.06(13) . .
C2 C4 C3 O37 -179.02(15) 5_666 .
C5 C4 C3 O37 0.4(3) . .
C2 C4 C3 C2 -1.3(3) 5_666 .
C5 C4 C3 C2 178.14(17) . .
C3 C4 C5 C6 179.59(17) . .
C2 C4 C5 C6 -0.9(2) 5_666 .
C4 C5 C6 C7 179.92(16) . .
C4 C5 C6 S1 -0.04(19) . 5_666
C9 C8 C7 C6 -179.71(17) . .
C9 C8 C7 S11 0.6(2) . .
C5 C6 C7 C8 -1.9(3) . .
S1 C6 C7 C8 178.03(16) 5_666 .
C5 C6 C7 S11 177.77(14) . .
S1 C6 C7 S11 -2.3(2) 5_666 .
C7 C8 C9 C10 0.0(2) . .
C8 C9 C10 C12 179.12(17) . .
C8 C9 C10 S11 -0.6(2) . .
C9 C10 S11 C7 0.77(14) . .
C12 C10 S11 C7 -178.97(14) . .
C8 C7 S11 C10 -0.75(15) . .
C6 C7 S11 C10 179.50(14) . .
C9 C10 C12 N16 -107.7(2) . .
S11 C10 C12 N16 72.04(17) . .
C9 C10 C12 N13 135.76(18) . .
S11 C10 C12 N13 -44.55(19) . .
N16 C12 N13 O17 138.08(11) . .
C10 C12 N13 O17 -99.26(14) . .
N16 C12 N13 C14 20.34(15) . .
C10 C12 N13 C14 142.99(14) . .
O17 N13 C14 C25 137.35(15) . .
C12 N13 C14 C25 -108.15(16) . .
O17 N13 C14 C26 19.4(2) . .
C12 N13 C14 C26 133.86(17) . .
O17 N13 C14 C15 -103.98(14) . .
C12 N13 C14 C15 10.52(16) . .
N13 C14 C15 N16 -36.22(15) . .
C25 C14 C15 N16 76.62(17) . .
C26 C14 C15 N16 -159.43(15) . .
N13 C14 C15 C27 -152.27(14) . .
C25 C14 C15 C27 -39.4(2) . .
C26 C14 C15 C27 84.5(2) . .
N13 C14 C15 C28 82.56(16) . .
C25 C14 C15 C28 -164.60(15) . .
C26 C14 C15 C28 -40.6(2) . .
N13 C12 N16 O29 -160.74(10) . .
C10 C12 N16 O29 77.22(15) . .
N13 C12 N16 C15 -45.01(15) . .
C10 C12 N16 C15 -167.05(14) . .
C27 C15 N16 O29 -77.53(19) . .
C28 C15 N16 O29 43.9(2) . .
C14 C15 N16 O29 162.64(13) . .
C27 C15 N16 C12 169.81(16) . .
C28 C15 N16 C12 -68.72(18) . .
C14 C15 N16 C12 49.98(15) . .
C12 N13 O17 Si18 118.40(11) . .
C14 N13 O17 Si18 -126.71(12) . .
N13 O17 Si18 C19A -68.1(4) . .
N13 O17 Si18 C20 48.03(17) . .
N13 O17 Si18 C19 -83.1(6) . .
N13 O17 Si18 C21 167.31(11) . .
O17 Si18 C21 C22 25.6(15) . .
C20 Si18 C21 C22 144.4(15) . .
C19 Si18 C21 C22 -85.5(16) . .
O17 Si18 C21 C24A -63.9(4) . .
C19A Si18 C21 C24A 170.4(5) . .
C20 Si18 C21 C24A 54.9(4) . .
O17 Si18 C21 C23 170.96(17) . .
C19A Si18 C21 C23 45.3(4) . .
C20 Si18 C21 C23 -70.3(2) . .
C19 Si18 C21 C23 59.8(6) . .
O17 Si18 C21 C22A 57.6(3) . .
C19A Si18 C21 C22A -68.1(5) . .
C20 Si18 C21 C22A 176.4(3) . .
O17 Si18 C21 C24 -80.4(7) . .
C20 Si18 C21 C24 38.4(7) . .
C19 Si18 C21 C24 168.5(9) . .
C12 N16 O29 Si30 -124.85(11) . .
C15 N16 O29 Si30 124.41(12) . .
N16 O29 Si30 C31 48.21(14) . .
N16 O29 Si30 C32 -74.55(14) . .
N16 O29 Si30 C33 167.47(11) . .
O29 Si30 C33 C35 58.95(17) . .
C31 Si30 C33 C35 178.95(16) . .
C32 Si30 C33 C35 -59.91(19) . .
O29 Si30 C33 C34 -60.68(17) . .
C31 Si30 C33 C34 59.32(19) . .
C32 Si30 C33 C34 -179.53(17) . .
O29 Si30 C33 C36 178.22(15) . .
C31 Si30 C33 C36 -61.78(18) . .
C32 Si30 C33 C36 59.36(18) . .
C2 C3 O37 C38 87.9(2) . .
C4 C3 O37 C38 -94.4(2) . .
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.500 0.179 0.750 133 41 ' '
2 0.142 0.149 0.036 16 0 ' '
3 0.858 0.149 0.464 16 0 ' '
4 -0.000 0.320 0.250 133 41 ' '
5 0.425 0.229 0.153 7 0 ' '
6 0.575 0.229 0.347 7 0 ' '
7 0.075 0.271 0.847 7 0 ' '
8 0.925 0.271 0.653 7 0 ' '
9 0.358 0.351 0.964 16 0 ' '
10 0.642 0.351 0.536 16 0 ' '
11 -0.000 0.682 0.750 131 41 ' '
12 0.358 0.649 0.464 16 0 ' '
13 0.642 0.649 0.036 16 0 ' '
14 0.500 0.817 0.250 131 41 ' '
15 0.075 0.729 0.347 7 0 ' '
16 0.925 0.729 0.153 7 0 ' '
17 0.425 0.771 0.653 7 0 ' '
18 0.575 0.771 0.847 7 0 ' '
19 0.142 0.851 0.536 16 0 ' '
20 0.858 0.851 0.964 16 0 ' '
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168329589
loop_
_platon_missing_refln_index_h
_platon_missing_refln_index_k
_platon_missing_refln_index_l
_platon_missing_refln_theta
2 0 0 0.856
4 0 0 1.713
1 1 0 1.965
-1 1 1 2.399
1 1 1 2.470
-2 0 2 2.883
0 0 2 2.875
-4 0 4 5.773
-2 0 4 5.701
-5 1 5 7.475
-6 0 6 8.677
-4 0 6 8.583
