#------------------------------------------------------------------------------
#$Date: 2020-08-07 01:27:03 +0200 (vie 07 de ago de 2020) $
#$Revision: 255143 $
#$URL: svn://www.crystallography.net/cod/cif/4/03/86/4038655.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_4038655
loop_
_publ_author_name
'Dressler, Justin'
'Barker, Joshua E.'
'Karas, Lucas J.'
'Hashimoto, Hannah'
'Kishi, Ryohei'
'Zakharov, Lev N.'
'MacMillan, Samantha N.'
'Gómez-García, Carlos J'
'Nakano, Masayoshi'
'Wu, Judy I.'
'Haley, Michael M.'
_publ_section_title
;
 Late-stage Modification of Electronic Properties of Antiaromatic and
 Diradicaloid Indeno[1,2-b]fluorene Analogues via Sulfur Oxidation.
;
_journal_name_full               'The Journal of organic chemistry'
_journal_paper_doi               10.1021/acs.joc.0c01387
_journal_year                    2020
_chemical_formula_sum            'C48 H44 O4 S2'
_chemical_formula_weight         748.95
_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
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                115.901(3)
_cell_angle_beta                 94.740(3)
_cell_angle_gamma                112.307(3)
_cell_formula_units_Z            2
_cell_length_a                   13.0977(14)
_cell_length_b                   15.0775(16)
_cell_length_c                   15.4634(15)
_cell_measurement_reflns_used    3394
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      24.99
_cell_measurement_theta_min      2.57
_cell_volume                     2425.5(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker Apex II CCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0485
_diffrn_reflns_av_unetI/netI     0.1257
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            17634
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         1.534
_diffrn_source                   'Incoatec I\mS'
_exptl_absorpt_coefficient_mu    0.146
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6596
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            'deep blue/purple'
_exptl_crystal_density_diffrn    1.025
_exptl_crystal_description       cut-block
_exptl_crystal_F_000             792
_exptl_crystal_size_max          0.060
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.010
_platon_squeeze_details
;
I mixture of solvent molecules, CH2Cl2/CHCl3/NCCH3, is highly 
disordered in an area around an inversion center. They were
treated by SQUEEZE and not included in the total formular 
of the compound.   
;
_refine_diff_density_max         0.465
_refine_diff_density_min         -0.389
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     487
_refine_ls_number_reflns         8491
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.002
_refine_ls_R_factor_all          0.1466
_refine_ls_R_factor_gt           0.0848
_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)+(0.1102P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2035
_refine_ls_wR_factor_ref         0.2237
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4288
_reflns_number_total             8491
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jo0c01387_si_003.cif
_cod_data_source_block           mo_mh265_0m_a_sqd
_cod_original_cell_volume        2425.5(4)
_cod_database_code               4038655
_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   0.991
_shelx_estimated_absorpt_t_max   0.999
_platon_squeeze_void_probe_radius 1.20
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
S1 S 0.47129(12) 0.12282(10) 0.39945(8) 0.0443(4) Uani 1 1 d . . . . .
O1 O 0.5756(3) 0.1126(3) 0.3967(2) 0.0612(10) Uani 1 1 d . . . . .
O2 O 0.3676(3) 0.0313(2) 0.3215(2) 0.0618(11) Uani 1 1 d . . . . .
C1 C 0.5084(3) 0.4884(3) 0.4037(3) 0.0262(9) Uani 1 1 d . . . . .
H1B H 0.5138 0.4814 0.3404 0.031 Uiso 1 1 calc R U . . .
C2 C 0.5025(3) 0.4072(3) 0.4237(3) 0.0271(10) Uani 1 1 d . . . . .
C3 C 0.4938(3) 0.4164(3) 0.5199(3) 0.0259(9) Uani 1 1 d . . . . .
C4 C 0.4835(4) 0.3187(3) 0.5134(3) 0.0287(10) Uani 1 1 d . . . . .
C5 C 0.4890(4) 0.2503(3) 0.4156(3) 0.0306(10) Uani 1 1 d . . . . .
C6 C 0.5002(3) 0.3006(3) 0.3586(3) 0.0274(10) Uani 1 1 d . . . . .
C7 C 0.4584(4) 0.2629(3) 0.5717(3) 0.0298(10) Uani 1 1 d . . . . .
C8 C 0.4502(4) 0.1565(3) 0.5194(3) 0.0358(11) Uani 1 1 d . . . . .
C9 C 0.4222(4) 0.0862(4) 0.5580(3) 0.0445(13) Uani 1 1 d . . . . .
H9A H 0.4164 0.0139 0.5217 0.053 Uiso 1 1 calc R U . . .
C10 C 0.4028(4) 0.1245(4) 0.6520(3) 0.0466(13) Uani 1 1 d . . . . .
H10B H 0.3835 0.0780 0.6804 0.056 Uiso 1 1 calc R U . . .
C11 C 0.4113(4) 0.2292(4) 0.7038(3) 0.0433(12) Uani 1 1 d . . . . .
H11A H 0.3972 0.2535 0.7674 0.052 Uiso 1 1 calc R U . . .
C12 C 0.4398(4) 0.2999(4) 0.6657(3) 0.0378(11) Uani 1 1 d . . . . .
H12A H 0.4466 0.3724 0.7030 0.045 Uiso 1 1 calc R U . . .
C13 C 0.5067(3) 0.2605(3) 0.2551(3) 0.0246(9) Uani 1 1 d . . . . .
C14 C 0.6117(4) 0.2806(5) 0.2356(3) 0.0531(14) Uani 1 1 d . . . . .
C15 C 0.6158(4) 0.2405(4) 0.1370(3) 0.0511(14) Uani 1 1 d . . . . .
H15B H 0.6890 0.2549 0.1253 0.061 Uiso 1 1 calc R U . . .
C16 C 0.5203(4) 0.1818(3) 0.0565(3) 0.0291(10) Uani 1 1 d . . . . .
C17 C 0.4160(4) 0.1654(4) 0.0774(3) 0.0458(13) Uani 1 1 d . . . . .
H17B H 0.3475 0.1266 0.0230 0.055 Uiso 1 1 calc R U . . .
C18 C 0.4076(4) 0.2036(4) 0.1749(3) 0.0420(12) Uani 1 1 d . . . . .
C19 C 0.7213(5) 0.3452(8) 0.3227(4) 0.151(4) Uani 1 1 d . . . . .
H19D H 0.7881 0.3525 0.2968 0.227 Uiso 1 1 calc R U . . .
H19E H 0.7300 0.4193 0.3682 0.227 Uiso 1 1 calc R U . . .
H19F H 0.7168 0.3055 0.3595 0.227 Uiso 1 1 calc R U . . .
C20 C 0.2897(5) 0.1832(7) 0.1933(4) 0.105(3) Uani 1 1 d . . . . .
H20D H 0.2296 0.1421 0.1286 0.157 Uiso 1 1 calc R U . . .
H20E H 0.2730 0.1398 0.2271 0.157 Uiso 1 1 calc R U . . .
H20F H 0.2910 0.2548 0.2358 0.157 Uiso 1 1 calc R U . . .
C21 C 0.5272(4) 0.1386(4) -0.0527(3) 0.0359(11) Uani 1 1 d . . . . .
C22 C 0.6275(5) 0.1125(6) -0.0642(4) 0.083(2) Uani 1 1 d . . . . .
H22A H 0.6175 0.0542 -0.0481 0.124 Uiso 1 1 calc R U . . .
H22B H 0.6302 0.0866 -0.1338 0.124 Uiso 1 1 calc R U . . .
H22C H 0.6998 0.1797 -0.0182 0.124 Uiso 1 1 calc R U . . .
C23 C 0.4155(5) 0.0339(4) -0.1284(3) 0.0693(18) Uani 1 1 d . . . . .
H23A H 0.3497 0.0497 -0.1217 0.104 Uiso 1 1 calc R U . . .
H23B H 0.4210 0.0113 -0.1969 0.104 Uiso 1 1 calc R U . . .
H23C H 0.4046 -0.0264 -0.1149 0.104 Uiso 1 1 calc R U . . .
C24 C 0.5438(5) 0.2291(4) -0.0779(3) 0.0578(15) Uani 1 1 d . . . . .
H24A H 0.4790 0.2466 -0.0706 0.087 Uiso 1 1 calc R U . . .
H24B H 0.6163 0.2961 -0.0319 0.087 Uiso 1 1 calc R U . . .
H24C H 0.5467 0.2030 -0.1474 0.087 Uiso 1 1 calc R U . . .
S1' S 0.79542(10) 0.53336(10) 0.76707(9) 0.0401(3) Uani 1 1 d . . . . .
O1' O 0.6877(3) 0.5343(3) 0.7452(3) 0.0541(9) Uani 1 1 d . . . . .
O2' O 0.8688(3) 0.6057(3) 0.8700(2) 0.0520(9) Uani 1 1 d . . . . .
C1' C 1.0343(3) 0.6127(3) 0.5235(3) 0.0286(10) Uani 1 1 d . . . . .
H1'B H 1.0569 0.6868 0.5384 0.034 Uiso 1 1 calc R U . . .
C2' C 0.9708(3) 0.5711(3) 0.5758(3) 0.0288(10) Uani 1 1 d . . . . .
C3' C 0.9353(3) 0.4581(3) 0.5527(3) 0.0303(10) Uani 1 1 d . . . . .
C4' C 0.8739(4) 0.4428(3) 0.6199(3) 0.0328(10) Uani 1 1 d . . . . .
C5' C 0.8717(4) 0.5463(4) 0.6822(3) 0.0347(11) Uani 1 1 d . . . . .
C6' C 0.9298(3) 0.6265(3) 0.6591(3) 0.0306(10) Uani 1 1 d . . . . .
C7' C 0.8205(4) 0.3589(4) 0.6453(3) 0.0345(11) Uani 1 1 d . . . . .
C8' C 0.7745(4) 0.3961(4) 0.7244(3) 0.0364(11) Uani 1 1 d . . . . .
C9' C 0.7234(4) 0.3326(4) 0.7666(4) 0.0515(13) Uani 1 1 d . . . . .
H9'A H 0.6905 0.3583 0.8189 0.062 Uiso 1 1 calc R U . . .
C10' C 0.7222(5) 0.2297(4) 0.7293(4) 0.0593(15) Uani 1 1 d . . . . .
H10A H 0.6894 0.1848 0.7576 0.071 Uiso 1 1 calc R U . . .
C11' C 0.7679(4) 0.1923(4) 0.6520(4) 0.0494(13) Uani 1 1 d . . . . .
H11B H 0.7661 0.1218 0.6278 0.059 Uiso 1 1 calc R U . . .
C12' C 0.8163(4) 0.2546(4) 0.6088(4) 0.0448(12) Uani 1 1 d . . . . .
H12B H 0.8466 0.2269 0.5549 0.054 Uiso 1 1 calc R U . . .
C13' C 0.9527(3) 0.7426(3) 0.7045(3) 0.0279(10) Uani 1 1 d . . . . .
C14' C 1.0385(4) 0.8229(4) 0.7964(3) 0.0404(11) Uani 1 1 d . . . . .
C15' C 1.0608(4) 0.9328(4) 0.8385(4) 0.0499(13) Uani 1 1 d . . . . .
H15A H 1.1179 0.9866 0.9019 0.060 Uiso 1 1 calc R U . . .
C16' C 1.0026(4) 0.9671(4) 0.7911(4) 0.0446(12) Uani 1 1 d . . . . .
C17' C 0.9197(4) 0.8867(4) 0.7000(3) 0.0427(12) Uani 1 1 d . . . . .
H17A H 0.8783 0.9081 0.6663 0.051 Uiso 1 1 calc R U . . .
C18' C 0.8941(4) 0.7750(4) 0.6550(3) 0.0349(11) Uani 1 1 d . . . . .
C19' C 1.1078(5) 0.7909(5) 0.8504(4) 0.0651(16) Uani 1 1 d . . . . .
H19A H 1.0814 0.7106 0.8109 0.098 Uiso 1 1 calc R U . . .
H19B H 1.1900 0.8310 0.8581 0.098 Uiso 1 1 calc R U . . .
H19C H 1.0966 0.8106 0.9170 0.098 Uiso 1 1 calc R U . . .
C20' C 0.7985(4) 0.6891(4) 0.5555(4) 0.0573(15) Uani 1 1 d . . . . .
H20A H 0.7670 0.7267 0.5317 0.086 Uiso 1 1 calc R U . . .
H20B H 0.8302 0.6499 0.5055 0.086 Uiso 1 1 calc R U . . .
H20C H 0.7369 0.6356 0.5654 0.086 Uiso 1 1 calc R U . . .
C21' C 1.0299(5) 1.0894(4) 0.8421(5) 0.0690(17) Uani 1 1 d . . . . .
C22' C 1.0088(15) 1.1224(8) 0.9362(8) 0.259(9) Uani 1 1 d . . . . .
H22D H 0.9280 1.0750 0.9268 0.388 Uiso 1 1 calc R U . . .
H22E H 1.0600 1.1152 0.9798 0.388 Uiso 1 1 calc R U . . .
H22F H 1.0236 1.2001 0.9675 0.388 Uiso 1 1 calc R U . . .
C23' C 1.1519(7) 1.1590(6) 0.8518(11) 0.230(8) Uani 1 1 d . . . . .
H23D H 1.1633 1.1336 0.7850 0.345 Uiso 1 1 calc R U . . .
H23E H 1.1681 1.2370 0.8823 0.345 Uiso 1 1 calc R U . . .
H23F H 1.2045 1.1521 0.8946 0.345 Uiso 1 1 calc R U . . .
C24' C 0.9508(8) 1.1098(6) 0.7849(8) 0.180(5) Uani 1 1 d . . . . .
H24D H 0.9602 1.0887 0.7176 0.270 Uiso 1 1 calc R U . . .
H24E H 0.8704 1.0651 0.7786 0.270 Uiso 1 1 calc R U . . .
H24F H 0.9705 1.1888 0.8212 0.270 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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 S1 O1 116.9(2) . . ?
O2 S1 C5 112.18(19) . . ?
O1 S1 C5 112.2(2) . . ?
O2 S1 C8 110.2(2) . . ?
O1 S1 C8 110.5(2) . . ?
C5 S1 C8 92.05(19) . . ?
C2 C1 C3 118.2(3) . 2_666 ?
C2 C1 H1B 120.9 . . ?
C3 C1 H1B 120.9 2_666 . ?
C1 C2 C3 121.6(4) . . ?
C1 C2 C6 129.5(3) . . ?
C3 C2 C6 108.9(3) . . ?
C4 C3 C1 132.8(3) . 2_666 ?
C4 C3 C2 106.8(3) . . ?
C1 C3 C2 120.2(3) 2_666 . ?
C3 C4 C5 108.0(3) . . ?
C3 C4 C7 138.7(4) . . ?
C5 C4 C7 113.1(3) . . ?
C6 C5 C4 111.5(3) . . ?
C6 C5 S1 137.5(3) . . ?
C4 C5 S1 110.9(3) . . ?
C5 C6 C2 104.8(3) . . ?
C5 C6 C13 129.9(4) . . ?
C2 C6 C13 125.3(3) . . ?
C12 C7 C8 119.4(4) . . ?
C12 C7 C4 129.3(4) . . ?
C8 C7 C4 111.3(4) . . ?
C9 C8 C7 121.6(4) . . ?
C9 C8 S1 125.6(3) . . ?
C7 C8 S1 112.7(3) . . ?
C8 C9 C10 118.0(4) . . ?
C8 C9 H9A 121.0 . . ?
C10 C9 H9A 121.0 . . ?
C11 C10 C9 120.5(4) . . ?
C11 C10 H10B 119.7 . . ?
C9 C10 H10B 119.7 . . ?
C10 C11 C12 121.6(4) . . ?
C10 C11 H11A 119.2 . . ?
C12 C11 H11A 119.2 . . ?
C11 C12 C7 118.8(4) . . ?
C11 C12 H12A 120.6 . . ?
C7 C12 H12A 120.6 . . ?
C14 C13 C18 118.5(4) . . ?
C14 C13 C6 120.9(4) . . ?
C18 C13 C6 120.6(4) . . ?
C13 C14 C15 120.0(4) . . ?
C13 C14 C19 119.2(4) . . ?
C15 C14 C19 120.8(4) . . ?
C16 C15 C14 123.1(4) . . ?
C16 C15 H15B 118.5 . . ?
C14 C15 H15B 118.5 . . ?
C15 C16 C17 116.3(4) . . ?
C15 C16 C21 122.1(4) . . ?
C17 C16 C21 121.6(4) . . ?
C16 C17 C18 122.7(4) . . ?
C16 C17 H17B 118.7 . . ?
C18 C17 H17B 118.7 . . ?
C13 C18 C17 119.4(4) . . ?
C13 C18 C20 120.4(4) . . ?
C17 C18 C20 120.2(4) . . ?
C14 C19 H19D 109.5 . . ?
C14 C19 H19E 109.5 . . ?
H19D C19 H19E 109.5 . . ?
C14 C19 H19F 109.5 . . ?
H19D C19 H19F 109.5 . . ?
H19E C19 H19F 109.5 . . ?
C18 C20 H20D 109.5 . . ?
C18 C20 H20E 109.5 . . ?
H20D C20 H20E 109.5 . . ?
C18 C20 H20F 109.5 . . ?
H20D C20 H20F 109.5 . . ?
H20E C20 H20F 109.5 . . ?
C22 C21 C24 108.9(4) . . ?
C22 C21 C23 108.6(4) . . ?
C24 C21 C23 108.1(4) . . ?
C22 C21 C16 111.5(3) . . ?
C24 C21 C16 107.9(3) . . ?
C23 C21 C16 111.6(4) . . ?
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 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 . . ?
O1' S1' O2' 117.0(2) . . ?
O1' S1' C5' 112.4(2) . . ?
O2' S1' C5' 111.8(2) . . ?
O1' S1' C8' 111.1(2) . . ?
O2' S1' C8' 109.7(2) . . ?
C5' S1' C8' 92.0(2) . . ?
C2' C1' C3' 117.9(4) . 2_766 ?
C2' C1' H1'B 121.0 . . ?
C3' C1' H1'B 121.0 2_766 . ?
C1' C2' C3' 121.1(4) . . ?
C1' C2' C6' 129.3(4) . . ?
C3' C2' C6' 109.6(3) . . ?
C4' C3' C1' 132.3(4) . 2_766 ?
C4' C3' C2' 106.8(4) . . ?
C1' C3' C2' 120.9(4) 2_766 . ?
C3' C4' C7' 138.6(4) . . ?
C3' C4' C5' 107.0(4) . . ?
C7' C4' C5' 114.3(4) . . ?
C6' C5' C4' 112.3(4) . . ?
C6' C5' S1' 138.0(4) . . ?
C4' C5' S1' 109.7(3) . . ?
C5' C6' C13' 130.9(4) . . ?
C5' C6' C2' 104.3(4) . . ?
C13' C6' C2' 124.7(4) . . ?
C12' C7' C8' 118.5(4) . . ?
C12' C7' C4' 130.1(4) . . ?
C8' C7' C4' 111.2(4) . . ?
C9' C8' C7' 122.4(4) . . ?
C9' C8' S1' 124.8(4) . . ?
C7' C8' S1' 112.7(3) . . ?
C8' C9' C10' 117.5(5) . . ?
C8' C9' H9'A 121.2 . . ?
C10' C9' H9'A 121.2 . . ?
C11' C10' C9' 120.7(5) . . ?
C11' C10' H10A 119.6 . . ?
C9' C10' H10A 119.6 . . ?
C12' C11' C10' 121.6(5) . . ?
C12' C11' H11B 119.2 . . ?
C10' C11' H11B 119.2 . . ?
C11' C12' C7' 119.2(5) . . ?
C11' C12' H12B 120.4 . . ?
C7' C12' H12B 120.4 . . ?
C18' C13' C14' 119.5(4) . . ?
C18' C13' C6' 120.8(4) . . ?
C14' C13' C6' 119.6(4) . . ?
C15' C14' C13' 119.4(4) . . ?
C15' C14' C19' 119.8(4) . . ?
C13' C14' C19' 120.8(4) . . ?
C14' C15' C16' 122.2(4) . . ?
C14' C15' H15A 118.9 . . ?
C16' C15' H15A 118.9 . . ?
C17' C16' C15' 117.2(4) . . ?
C17' C16' C21' 123.1(5) . . ?
C15' C16' C21' 119.7(5) . . ?
C16' C17' C18' 122.6(4) . . ?
C16' C17' H17A 118.7 . . ?
C18' C17' H17A 118.7 . . ?
C13' C18' C17' 119.1(4) . . ?
C13' C18' C20' 120.7(4) . . ?
C17' C18' C20' 120.1(4) . . ?
C14' C19' H19A 109.5 . . ?
C14' C19' H19B 109.5 . . ?
H19A C19' H19B 109.5 . . ?
C14' C19' H19C 109.5 . . ?
H19A C19' H19C 109.5 . . ?
H19B C19' H19C 109.5 . . ?
C18' C20' H20A 109.5 . . ?
C18' C20' H20B 109.5 . . ?
H20A C20' H20B 109.5 . . ?
C18' C20' H20C 109.5 . . ?
H20A C20' H20C 109.5 . . ?
H20B C20' H20C 109.5 . . ?
C22' C21' C23' 111.9(9) . . ?
C22' C21' C24' 104.1(8) . . ?
C23' C21' C24' 108.7(7) . . ?
C22' C21' C16' 109.7(6) . . ?
C23' C21' C16' 109.8(5) . . ?
C24' C21' C16' 112.5(5) . . ?
C21' C22' H22D 109.5 . . ?
C21' C22' H22E 109.5 . . ?
H22D C22' H22E 109.5 . . ?
C21' C22' H22F 109.5 . . ?
H22D C22' H22F 109.5 . . ?
H22E C22' H22F 109.5 . . ?
C21' C23' H23D 109.5 . . ?
C21' C23' H23E 109.5 . . ?
H23D C23' H23E 109.5 . . ?
C21' C23' H23F 109.5 . . ?
H23D C23' H23F 109.5 . . ?
H23E C23' H23F 109.5 . . ?
C21' C24' H24D 109.5 . . ?
C21' C24' H24E 109.5 . . ?
H24D C24' H24E 109.5 . . ?
C21' C24' H24F 109.5 . . ?
H24D C24' H24F 109.5 . . ?
H24E C24' H24F 109.5 . . ?
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
S1 O2 1.434(3) . ?
S1 O1 1.434(4) . ?
S1 C5 1.745(4) . ?
S1 C8 1.772(4) . ?
C1 C2 1.365(5) . ?
C1 C3 1.418(5) 2_666 ?
C1 H1B 0.9500 . ?
C2 C3 1.451(5) . ?
C2 C6 1.462(5) . ?
C3 C4 1.385(5) . ?
C3 C1 1.418(5) 2_666 ?
C4 C5 1.438(5) . ?
C4 C7 1.459(5) . ?
C5 C6 1.376(5) . ?
C6 C13 1.466(5) . ?
C7 C12 1.392(6) . ?
C7 C8 1.400(6) . ?
C8 C9 1.383(6) . ?
C9 C10 1.397(6) . ?
C9 H9A 0.9500 . ?
C10 C11 1.376(6) . ?
C10 H10B 0.9500 . ?
C11 C12 1.380(6) . ?
C11 H11A 0.9500 . ?
C12 H12A 0.9500 . ?
C13 C14 1.381(6) . ?
C13 C18 1.386(6) . ?
C14 C15 1.389(6) . ?
C14 C19 1.515(7) . ?
C15 C16 1.356(6) . ?
C15 H15B 0.9500 . ?
C16 C17 1.385(6) . ?
C16 C21 1.546(5) . ?
C17 C18 1.390(6) . ?
C17 H17B 0.9500 . ?
C18 C20 1.533(7) . ?
C19 H19D 0.9800 . ?
C19 H19E 0.9800 . ?
C19 H19F 0.9800 . ?
C20 H20D 0.9800 . ?
C20 H20E 0.9800 . ?
C20 H20F 0.9800 . ?
C21 C22 1.511(6) . ?
C21 C24 1.522(6) . ?
C21 C23 1.533(6) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 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 . ?
S1' O1' 1.430(3) . ?
S1' O2' 1.443(3) . ?
S1' C5' 1.746(4) . ?
S1' C8' 1.771(5) . ?
C1' C2' 1.377(5) . ?
C1' C3' 1.410(6) 2_766 ?
C1' H1'B 0.9500 . ?
C2' C3' 1.445(6) . ?
C2' C6' 1.470(6) . ?
C3' C4' 1.409(6) . ?
C3' C1' 1.410(6) 2_766 ?
C4' C7' 1.433(6) . ?
C4' C5' 1.445(6) . ?
C5' C6' 1.377(6) . ?
C6' C13' 1.464(6) . ?
C7' C12' 1.397(6) . ?
C7' C8' 1.397(6) . ?
C8' C9' 1.386(6) . ?
C9' C10' 1.393(7) . ?
C9' H9'A 0.9500 . ?
C10' C11' 1.376(7) . ?
C10' H10A 0.9500 . ?
C11' C12' 1.376(6) . ?
C11' H11B 0.9500 . ?
C12' H12B 0.9500 . ?
C13' C18' 1.387(6) . ?
C13' C14' 1.396(6) . ?
C14' C15' 1.385(6) . ?
C14' C19' 1.519(6) . ?
C15' C16' 1.386(6) . ?
C15' H15A 0.9500 . ?
C16' C17' 1.375(6) . ?
C16' C21' 1.527(7) . ?
C17' C18' 1.393(6) . ?
C17' H17A 0.9500 . ?
C18' C20' 1.524(6) . ?
C19' H19A 0.9800 . ?
C19' H19B 0.9800 . ?
C19' H19C 0.9800 . ?
C20' H20A 0.9800 . ?
C20' H20B 0.9800 . ?
C20' H20C 0.9800 . ?
C21' C22' 1.406(11) . ?
C21' C23' 1.492(10) . ?
C21' C24' 1.509(10) . ?
C22' H22D 0.9800 . ?
C22' H22E 0.9800 . ?
C22' H22F 0.9800 . ?
C23' H23D 0.9800 . ?
C23' H23E 0.9800 . ?
C23' H23F 0.9800 . ?
C24' H24D 0.9800 . ?
C24' H24E 0.9800 . ?
C24' H24F 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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 C1 C2 C3 0.3(6) 2_666 . . . ?
C3 C1 C2 C6 178.3(4) 2_666 . . . ?
C1 C2 C3 C4 177.0(4) . . . . ?
C6 C2 C3 C4 -1.4(5) . . . . ?
C1 C2 C3 C1 -0.3(7) . . . 2_666 ?
C6 C2 C3 C1 -178.7(3) . . . 2_666 ?
C1 C3 C4 C5 178.3(4) 2_666 . . . ?
C2 C3 C4 C5 1.6(5) . . . . ?
C1 C3 C4 C7 5.7(9) 2_666 . . . ?
C2 C3 C4 C7 -171.0(5) . . . . ?
C3 C4 C5 C6 -1.3(5) . . . . ?
C7 C4 C5 C6 173.4(4) . . . . ?
C3 C4 C5 S1 -177.8(3) . . . . ?
C7 C4 C5 S1 -3.1(5) . . . . ?
O2 S1 C5 C6 -60.0(5) . . . . ?
O1 S1 C5 C6 74.0(5) . . . . ?
C8 S1 C5 C6 -172.9(5) . . . . ?
O2 S1 C5 C4 115.2(3) . . . . ?
O1 S1 C5 C4 -110.8(3) . . . . ?
C8 S1 C5 C4 2.3(3) . . . . ?
C4 C5 C6 C2 0.3(5) . . . . ?
S1 C5 C6 C2 175.5(4) . . . . ?
C4 C5 C6 C13 -178.7(4) . . . . ?
S1 C5 C6 C13 -3.5(8) . . . . ?
C1 C2 C6 C5 -177.6(4) . . . . ?
C3 C2 C6 C5 0.7(5) . . . . ?
C1 C2 C6 C13 1.5(7) . . . . ?
C3 C2 C6 C13 179.8(4) . . . . ?
C3 C4 C7 C12 -3.4(9) . . . . ?
C5 C4 C7 C12 -175.7(4) . . . . ?
C3 C4 C7 C8 174.7(5) . . . . ?
C5 C4 C7 C8 2.3(5) . . . . ?
C12 C7 C8 C9 1.0(7) . . . . ?
C4 C7 C8 C9 -177.2(4) . . . . ?
C12 C7 C8 S1 177.7(3) . . . . ?
C4 C7 C8 S1 -0.5(5) . . . . ?
O2 S1 C8 C9 60.9(4) . . . . ?
O1 S1 C8 C9 -69.8(5) . . . . ?
C5 S1 C8 C9 175.5(4) . . . . ?
O2 S1 C8 C7 -115.6(3) . . . . ?
O1 S1 C8 C7 113.6(4) . . . . ?
C5 S1 C8 C7 -1.1(4) . . . . ?
C7 C8 C9 C10 -0.4(7) . . . . ?
S1 C8 C9 C10 -176.7(4) . . . . ?
C8 C9 C10 C11 0.1(7) . . . . ?
C9 C10 C11 C12 -0.5(8) . . . . ?
C10 C11 C12 C7 1.1(7) . . . . ?
C8 C7 C12 C11 -1.3(6) . . . . ?
C4 C7 C12 C11 176.6(4) . . . . ?
C5 C6 C13 C14 -89.0(6) . . . . ?
C2 C6 C13 C14 92.1(5) . . . . ?
C5 C6 C13 C18 92.5(6) . . . . ?
C2 C6 C13 C18 -86.4(5) . . . . ?
C18 C13 C14 C15 -2.4(7) . . . . ?
C6 C13 C14 C15 179.1(4) . . . . ?
C18 C13 C14 C19 178.5(6) . . . . ?
C6 C13 C14 C19 0.0(8) . . . . ?
C13 C14 C15 C16 0.5(8) . . . . ?
C19 C14 C15 C16 179.6(6) . . . . ?
C14 C15 C16 C17 1.6(7) . . . . ?
C14 C15 C16 C21 179.6(5) . . . . ?
C15 C16 C17 C18 -1.9(7) . . . . ?
C21 C16 C17 C18 -179.9(4) . . . . ?
C14 C13 C18 C17 2.1(7) . . . . ?
C6 C13 C18 C17 -179.4(4) . . . . ?
C14 C13 C18 C20 -177.6(5) . . . . ?
C6 C13 C18 C20 0.9(7) . . . . ?
C16 C17 C18 C13 0.1(7) . . . . ?
C16 C17 C18 C20 179.8(5) . . . . ?
C15 C16 C21 C22 31.0(6) . . . . ?
C17 C16 C21 C22 -151.2(5) . . . . ?
C15 C16 C21 C24 -88.7(5) . . . . ?
C17 C16 C21 C24 89.2(5) . . . . ?
C15 C16 C21 C23 152.6(5) . . . . ?
C17 C16 C21 C23 -29.5(6) . . . . ?
C3' C1' C2' C3' -0.6(6) 2_766 . . . ?
C3' C1' C2' C6' 178.7(4) 2_766 . . . ?
C1' C2' C3' C4' 179.3(4) . . . . ?
C6' C2' C3' C4' -0.1(4) . . . . ?
C1' C2' C3' C1' 0.6(6) . . . 2_766 ?
C6' C2' C3' C1' -178.8(4) . . . 2_766 ?
C1' C3' C4' C7' 2.7(9) 2_766 . . . ?
C2' C3' C4' C7' -175.7(5) . . . . ?
C1' C3' C4' C5' 179.1(4) 2_766 . . . ?
C2' C3' C4' C5' 0.6(4) . . . . ?
C3' C4' C5' C6' -0.9(5) . . . . ?
C7' C4' C5' C6' 176.4(3) . . . . ?
C3' C4' C5' S1' 179.4(3) . . . . ?
C7' C4' C5' S1' -3.2(5) . . . . ?
O1' S1' C5' C6' 69.5(5) . . . . ?
O2' S1' C5' C6' -64.5(5) . . . . ?
C8' S1' C5' C6' -176.6(5) . . . . ?
O1' S1' C5' C4' -110.9(3) . . . . ?
O2' S1' C5' C4' 115.1(3) . . . . ?
C8' S1' C5' C4' 2.9(3) . . . . ?
C4' C5' C6' C13' -177.6(4) . . . . ?
S1' C5' C6' C13' 2.0(8) . . . . ?
C4' C5' C6' C2' 0.8(5) . . . . ?
S1' C5' C6' C2' -179.7(4) . . . . ?
C1' C2' C6' C5' -179.7(4) . . . . ?
C3' C2' C6' C5' -0.4(4) . . . . ?
C1' C2' C6' C13' -1.2(7) . . . . ?
C3' C2' C6' C13' 178.1(4) . . . . ?
C3' C4' C7' C12' 3.1(8) . . . . ?
C5' C4' C7' C12' -173.0(4) . . . . ?
C3' C4' C7' C8' 177.9(5) . . . . ?
C5' C4' C7' C8' 1.7(5) . . . . ?
C12' C7' C8' C9' -1.2(7) . . . . ?
C4' C7' C8' C9' -176.6(4) . . . . ?
C12' C7' C8' S1' 176.0(3) . . . . ?
C4' C7' C8' S1' 0.5(5) . . . . ?
O1' S1' C8' C9' -70.0(4) . . . . ?
O2' S1' C8' C9' 60.9(4) . . . . ?
C5' S1' C8' C9' 175.0(4) . . . . ?
O1' S1' C8' C7' 112.9(3) . . . . ?
O2' S1' C8' C7' -116.2(3) . . . . ?
C5' S1' C8' C7' -2.1(3) . . . . ?
C7' C8' C9' C10' 2.0(7) . . . . ?
S1' C8' C9' C10' -174.8(4) . . . . ?
C8' C9' C10' C11' -1.4(8) . . . . ?
C9' C10' C11' C12' 0.1(8) . . . . ?
C10' C11' C12' C7' 0.8(7) . . . . ?
C8' C7' C12' C11' -0.3(7) . . . . ?
C4' C7' C12' C11' 174.1(4) . . . . ?
C5' C6' C13' C18' -106.7(5) . . . . ?
C2' C6' C13' C18' 75.3(5) . . . . ?
C5' C6' C13' C14' 76.4(6) . . . . ?
C2' C6' C13' C14' -101.7(5) . . . . ?
C18' C13' C14' C15' 2.3(7) . . . . ?
C6' C13' C14' C15' 179.2(4) . . . . ?
C18' C13' C14' C19' -177.4(4) . . . . ?
C6' C13' C14' C19' -0.5(7) . . . . ?
C13' C14' C15' C16' -1.6(7) . . . . ?
C19' C14' C15' C16' 178.1(5) . . . . ?
C14' C15' C16' C17' 0.7(7) . . . . ?
C14' C15' C16' C21' 179.1(5) . . . . ?
C15' C16' C17' C18' -0.4(7) . . . . ?
C21' C16' C17' C18' -178.8(5) . . . . ?
C14' C13' C18' C17' -2.0(6) . . . . ?
C6' C13' C18' C17' -178.9(4) . . . . ?
C14' C13' C18' C20' -178.9(4) . . . . ?
C6' C13' C18' C20' 4.2(6) . . . . ?
C16' C17' C18' C13' 1.1(7) . . . . ?
C16' C17' C18' C20' 178.0(4) . . . . ?
C17' C16' C21' C22' 119.2(9) . . . . ?
C15' C16' C21' C22' -59.1(10) . . . . ?
C17' C16' C21' C23' -117.5(8) . . . . ?
C15' C16' C21' C23' 64.2(9) . . . . ?
C17' C16' C21' C24' 3.8(9) . . . . ?
C15' C16' C21' C24' -174.5(7) . . . . ?
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 -0.044 -0.064 0.436 664 208 ' '
