#------------------------------------------------------------------------------
#$Date: 2021-02-04 02:39:27 +0200 (Thu, 04 Feb 2021) $
#$Revision: 261453 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/55/4135577.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_4135577
loop_
_publ_author_name
'Haut, Franz-Lucas'
'Habiger, Christoph'
'Wein, Lukas A.'
'Wurst, Klaus'
'Podewitz, Maren'
'Magauer, Thomas'
_publ_section_title
;
 Rapid Assembly of Tetrasubstituted Furans via Pummerer-Type
 Rearrangement.
;
_journal_issue                   2
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              1216
_journal_page_last               1223
_journal_paper_doi               10.1021/jacs.0c12194
_journal_volume                  143
_journal_year                    2021
_chemical_formula_sum            'C25 H22 O3 S2'
_chemical_formula_weight         434.54
_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                93.349(4)
_cell_angle_beta                 90.495(3)
_cell_angle_gamma                109.075(3)
_cell_formula_units_Z            4
_cell_length_a                   10.0613(11)
_cell_length_b                   10.9059(13)
_cell_length_c                   20.821(2)
_cell_measurement_reflns_used    9924
_cell_measurement_temperature    183(2)
_cell_measurement_theta_max      25.4
_cell_measurement_theta_min      2.3
_cell_volume                     2154.6(4)
_computing_cell_refinement       'Bruker SAINT-V 8.34A'
_computing_data_collection       'Bruker Apex III'
_computing_data_reduction        'Bruker SAINT-V 8.34A'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXTL-XT-2014/4 (Bruker AXS, 2014)'
_diffrn_ambient_temperature      183(2)
_diffrn_detector_area_resol_mean 10.4
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON 100'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'multi layered optics'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_av_unetI/netI     0.0410
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            27040
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.143
_diffrn_source                   'Incoatec Microfocus'
_exptl_absorpt_coefficient_mu    0.272
_exptl_absorpt_correction_T_max  0.971
_exptl_absorpt_correction_T_min  0.874
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SADABS-2014/5)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.340
_exptl_crystal_description       plate
_exptl_crystal_F_000             912
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.953
_refine_diff_density_min         -0.602
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.122
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     552
_refine_ls_number_reflns         7551
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.122
_refine_ls_R_factor_all          0.0791
_refine_ls_R_factor_gt           0.0709
_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)+(0.0620P)²+5.8154P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1820
_refine_ls_wR_factor_ref         0.1862
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6619
_reflns_number_total             7551
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja0c12194_si_002.cif
_cod_data_source_block           14l
_cod_database_code               4135577
_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   0.953
_shelx_estimated_absorpt_t_max   0.989
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 0.05584(12) 0.38220(12) 0.95004(5) 0.0410(3) Uani 1 1 d . . . . .
S2 S 0.20160(9) 0.53187(9) 0.67312(4) 0.0278(2) Uani 1 1 d . . . . .
S4 S 0.70539(9) 0.60241(10) 0.67321(4) 0.0284(2) Uani 1 1 d . . . . .
O1 O 0.1109(3) 0.2639(3) 0.84387(12) 0.0320(6) Uani 1 1 d . . . . .
O2 O 0.1530(3) 0.6254(3) 0.70911(13) 0.0387(7) Uani 1 1 d . . . . .
O3 O 0.0972(3) 0.4159(3) 0.64417(14) 0.0374(7) Uani 1 1 d . . . . .
O102 O 0.6186(3) 0.4718(3) 0.65420(13) 0.0366(7) Uani 1 1 d . . . . .
O103 O 0.6368(3) 0.6962(3) 0.69099(13) 0.0384(7) Uani 1 1 d . . . . .
C1 C 0.1268(4) 0.3842(4) 0.87358(18) 0.0331(9) Uani 1 1 d . . . . .
C2 C 0.2000(4) 0.4813(4) 0.83785(18) 0.0316(9) Uani 1 1 d . . . . .
C3 C 0.2355(4) 0.4175(4) 0.78049(17) 0.0281(8) Uani 1 1 d . . . . .
C4 C 0.1774(4) 0.2872(4) 0.78647(18) 0.0291(8) Uani 1 1 d . . . . .
C5 C -0.1286(5) 0.3476(6) 0.9298(2) 0.0554(13) Uani 1 1 d . . . . .
H5A H -0.1419 0.4230 0.9108 0.083 Uiso 1 1 calc R U . . .
H5B H -0.1834 0.3292 0.9689 0.083 Uiso 1 1 calc R U . . .
H5C H -0.1605 0.2719 0.8989 0.083 Uiso 1 1 calc R U . . .
C6 C 0.3158(4) 0.4836(4) 0.72518(17) 0.0273(8) Uani 1 1 d . . . . .
H6A H 0.3556 0.4236 0.7009 0.033 Uiso 1 1 calc R U . . .
H6B H 0.3946 0.5610 0.7414 0.033 Uiso 1 1 calc R U . . .
C7 C 0.3089(4) 0.6116(3) 0.61136(17) 0.0244(7) Uani 1 1 d . . . . .
C8 C 0.3728(4) 0.7443(4) 0.61818(19) 0.0320(8) Uani 1 1 d . . . . .
H8 H 0.3644 0.7917 0.6568 0.038 Uiso 1 1 calc R U . . .
C9 C 0.4498(5) 0.8079(4) 0.5679(2) 0.0405(10) Uani 1 1 d . . . . .
H9 H 0.4949 0.8994 0.5723 0.049 Uiso 1 1 calc R U . . .
C10 C 0.4616(4) 0.7394(4) 0.5111(2) 0.0392(10) Uani 1 1 d . . . . .
C11 C 0.3984(4) 0.6065(4) 0.50594(19) 0.0375(9) Uani 1 1 d . . . . .
H11 H 0.4073 0.5589 0.4674 0.045 Uiso 1 1 calc R U . . .
C12 C 0.3224(4) 0.5406(4) 0.55573(19) 0.0336(9) Uani 1 1 d . . . . .
H12 H 0.2803 0.4487 0.5519 0.040 Uiso 1 1 calc R U . . .
C13 C 0.5423(6) 0.8088(6) 0.4550(2) 0.0613(14) Uani 1 1 d . . . . .
H13A H 0.6123 0.7684 0.4417 0.092 Uiso 1 1 calc R U . . .
H13B H 0.5898 0.9006 0.4684 0.092 Uiso 1 1 calc R U . . .
H13C H 0.4767 0.8022 0.4189 0.092 Uiso 1 1 calc R U . . .
C14 C 0.2379(4) 0.6220(4) 0.85578(18) 0.0345(9) Uani 1 1 d . . . . .
C15 C 0.3749(5) 0.7069(4) 0.8533(2) 0.0429(10) Uani 1 1 d . . . . .
H15 H 0.4465 0.6747 0.8378 0.051 Uiso 1 1 calc R U . . .
C16 C 0.4092(6) 0.8371(5) 0.8728(3) 0.0555(13) Uani 1 1 d . . . . .
H16 H 0.5034 0.8934 0.8705 0.067 Uiso 1 1 calc R U . . .
C17 C 0.3062(7) 0.8851(5) 0.8958(2) 0.0586(14) Uani 1 1 d . . . . .
H17 H 0.3294 0.9742 0.9099 0.070 Uiso 1 1 calc R U . . .
C18 C 0.1689(6) 0.8023(5) 0.8981(2) 0.0511(12) Uani 1 1 d . . . . .
H18 H 0.0977 0.8350 0.9135 0.061 Uiso 1 1 calc R U . . .
C19 C 0.1349(5) 0.6731(4) 0.8781(2) 0.0406(10) Uani 1 1 d . . . . .
H19 H 0.0400 0.6177 0.8795 0.049 Uiso 1 1 calc R U . . .
C20 C 0.1710(4) 0.1676(4) 0.74789(18) 0.0293(8) Uani 1 1 d . . . . .
C21 C 0.1714(4) 0.1615(4) 0.68101(19) 0.0336(9) Uani 1 1 d . . . . .
H21 H 0.1798 0.2373 0.6589 0.040 Uiso 1 1 calc R U . . .
C22 C 0.1598(4) 0.0461(4) 0.6465(2) 0.0372(9) Uani 1 1 d . . . . .
H22 H 0.1598 0.0433 0.6008 0.045 Uiso 1 1 calc R U . . .
C23 C 0.1483(4) -0.0650(4) 0.6775(2) 0.0365(9) Uani 1 1 d . . . . .
H23 H 0.1400 -0.1441 0.6534 0.044 Uiso 1 1 calc R U . . .
C24 C 0.1489(4) -0.0601(4) 0.7441(2) 0.0387(10) Uani 1 1 d . . . . .
H24 H 0.1420 -0.1359 0.7659 0.046 Uiso 1 1 calc R U . . .
C25 C 0.1594(4) 0.0547(4) 0.7790(2) 0.0351(9) Uani 1 1 d . . . . .
H25 H 0.1587 0.0568 0.8246 0.042 Uiso 1 1 calc R U . . .
C103 C 0.7303(4) 0.5378(4) 0.79464(18) 0.0292(8) Uani 1 1 d . . . . .
C106 C 0.8188(4) 0.5966(4) 0.73957(17) 0.0294(8) Uani 1 1 d . . . . .
H10A H 0.8785 0.5437 0.7262 0.035 Uiso 1 1 calc R U . . .
H10B H 0.8812 0.6855 0.7530 0.035 Uiso 1 1 calc R U . . .
C107 C 0.8218(4) 0.6638(4) 0.61062(17) 0.0254(8) Uani 1 1 d . . . . .
C108 C 0.8183(4) 0.7744(4) 0.58225(19) 0.0316(8) Uani 1 1 d . . . . .
H108 H 0.7555 0.8182 0.5967 0.038 Uiso 1 1 calc R U . . .
C109 C 0.9080(4) 0.8202(4) 0.53231(19) 0.0339(9) Uani 1 1 d . . . . .
H109 H 0.9033 0.8940 0.5116 0.041 Uiso 1 1 calc R U . . .
C110 C 1.0044(4) 0.7607(4) 0.51199(17) 0.0306(8) Uani 1 1 d . . . . .
C111 C 1.0050(4) 0.6500(4) 0.54098(18) 0.0300(8) Uani 1 1 d . . . . .
H111 H 1.0700 0.6080 0.5275 0.036 Uiso 1 1 calc R U . . .
C112 C 0.9128(4) 0.5987(4) 0.58942(17) 0.0275(8) Uani 1 1 d . . . . .
H112 H 0.9120 0.5207 0.6077 0.033 Uiso 1 1 calc R U . . .
C113 C 1.1064(5) 0.8157(5) 0.4600(2) 0.0428(10) Uani 1 1 d . . . . .
H11A H 1.0734 0.8757 0.4362 0.064 Uiso 1 1 calc R U . . .
H11B H 1.1126 0.7446 0.4304 0.064 Uiso 1 1 calc R U . . .
H11C H 1.1995 0.8624 0.4797 0.064 Uiso 1 1 calc R U . . .
C114 C 0.6668(4) 0.2876(4) 0.76391(18) 0.0317(9) Uani 1 1 d . . . . .
C115 C 0.7959(4) 0.2780(5) 0.7446(2) 0.0404(10) Uani 1 1 d . . . . .
H115 H 0.8799 0.3491 0.7538 0.048 Uiso 1 1 calc R U . . .
C116 C 0.8025(5) 0.1664(5) 0.7127(2) 0.0473(11) Uani 1 1 d . . . . .
H116 H 0.8909 0.1621 0.6993 0.057 Uiso 1 1 calc R U . . .
C117 C 0.6834(6) 0.0611(5) 0.6997(2) 0.0557(13) Uani 1 1 d . . . . .
H117 H 0.6891 -0.0163 0.6783 0.067 Uiso 1 1 calc R U . . .
C118 C 0.5549(6) 0.0700(5) 0.7184(3) 0.0651(15) Uani 1 1 d . . . . .
H118 H 0.4716 -0.0019 0.7096 0.078 Uiso 1 1 calc R U . . .
C119 C 0.5466(5) 0.1815(5) 0.7494(2) 0.0490(12) Uani 1 1 d . . . . .
H119 H 0.4574 0.1862 0.7612 0.059 Uiso 1 1 calc R U . . .
C120 C 0.7528(4) 0.7436(4) 0.8720(2) 0.0376(9) Uani 1 1 d . . . . .
C121 C 0.7784(5) 0.8475(5) 0.8325(2) 0.0491(11) Uani 1 1 d . . . . .
H121 H 0.7594 0.8311 0.7875 0.059 Uiso 1 1 calc R U . . .
C122 C 0.8315(6) 0.9744(5) 0.8585(3) 0.0549(13) Uani 1 1 d . . . . .
H122 H 0.8502 1.0446 0.8312 0.066 Uiso 1 1 calc R U . . .
C123 C 0.8571(6) 0.9992(5) 0.9238(3) 0.0566(13) Uani 1 1 d . . . . .
H123 H 0.8943 1.0862 0.9416 0.068 Uiso 1 1 calc R U . . .
C124 C 0.8286(5) 0.8967(5) 0.9635(2) 0.0514(12) Uani 1 1 d . . . . .
H124 H 0.8436 0.9138 1.0087 0.062 Uiso 1 1 calc R U . . .
C125 C 0.7786(5) 0.7699(5) 0.9379(2) 0.0424(10) Uani 1 1 d . . . . .
H125 H 0.7618 0.7002 0.9654 0.051 Uiso 1 1 calc R U . . .
S3 S 0.46740(19) 0.27848(15) 0.89787(8) 0.0449(4) Uani 0.7 1 d . . P A 1
O101 O 0.6183(5) 0.5304(5) 0.8875(2) 0.0283(13) Uiso 0.7 1 d . . P A 1
C101 C 0.5901(7) 0.4065(8) 0.8615(3) 0.0271(16) Uiso 0.7 1 d . . P A 1
C102 C 0.6599(8) 0.4102(8) 0.8046(4) 0.028(3) Uiso 0.7 1 d . . P A 1
C104 C 0.7046(9) 0.6147(9) 0.8480(4) 0.029(3) Uiso 0.7 1 d . . P A 1
C105 C 0.5330(14) 0.3171(16) 0.9811(6) 0.049(3) Uiso 0.4 1 d . . P A 1
H10C H 0.4736 0.2522 1.0086 0.074 Uiso 0.4 1 calc R U P A 1
H10D H 0.6299 0.3162 0.9840 0.074 Uiso 0.4 1 calc R U P A 1
H10E H 0.5306 0.4035 0.9955 0.074 Uiso 0.4 1 calc R U P A 1
C5B C 0.5338(16) 0.2390(15) 0.9627(7) 0.040(3) Uiso 0.3 1 d . . P B 3
S3A S 0.4755(6) 0.4728(7) 0.9433(3) 0.0819(16) Uani 0.3 1 d . . P A 2
O1A O 0.5728(12) 0.3735(12) 0.8458(6) 0.036(3) Uiso 0.3 1 d . . P A 2
C1A C 0.5927(15) 0.4933(17) 0.8777(7) 0.021(3) Uiso 0.3 1 d . . P A 2
C2A C 0.6540(17) 0.3866(17) 0.7956(8) 0.016(5) Uiso 0.3 1 d . . P A 2
C4A C 0.691(2) 0.587(2) 0.8441(9) 0.027(6) Uiso 0.3 1 d . . P A 2
C5A C 0.5534(17) 0.3774(18) 0.9928(8) 0.041(4) Uiso 0.3 1 d . . P A 2
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
C1 S1 C5 101.3(2) . . ?
O2 S2 O3 118.10(18) . . ?
O2 S2 C7 108.26(17) . . ?
O3 S2 C7 107.87(17) . . ?
O2 S2 C6 107.97(17) . . ?
O3 S2 C6 108.45(17) . . ?
C7 S2 C6 105.49(17) . . ?
O102 S4 O103 118.10(18) . . ?
O102 S4 C107 108.89(17) . . ?
O103 S4 C107 108.11(17) . . ?
O102 S4 C106 108.30(18) . . ?
O103 S4 C106 108.23(18) . . ?
C107 S4 C106 104.36(17) . . ?
C4 O1 C1 106.0(3) . . ?
C2 C1 O1 111.9(3) . . ?
C2 C1 S1 132.7(3) . . ?
O1 C1 S1 115.3(3) . . ?
C1 C2 C3 105.2(4) . . ?
C1 C2 C14 126.0(4) . . ?
C3 C2 C14 128.7(4) . . ?
C4 C3 C2 106.5(3) . . ?
C4 C3 C6 127.3(3) . . ?
C2 C3 C6 126.1(4) . . ?
C3 C4 O1 110.3(3) . . ?
C3 C4 C20 136.3(3) . . ?
O1 C4 C20 113.4(3) . . ?
S1 C5 H5A 109.5 . . ?
S1 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
S1 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C3 C6 S2 109.8(2) . . ?
C3 C6 H6A 109.7 . . ?
S2 C6 H6A 109.7 . . ?
C3 C6 H6B 109.7 . . ?
S2 C6 H6B 109.7 . . ?
H6A C6 H6B 108.2 . . ?
C8 C7 C12 121.2(4) . . ?
C8 C7 S2 119.2(3) . . ?
C12 C7 S2 119.6(3) . . ?
C7 C8 C9 119.1(4) . . ?
C7 C8 H8 120.4 . . ?
C9 C8 H8 120.4 . . ?
C8 C9 C10 120.7(4) . . ?
C8 C9 H9 119.6 . . ?
C10 C9 H9 119.6 . . ?
C11 C10 C9 119.0(4) . . ?
C11 C10 C13 119.9(4) . . ?
C9 C10 C13 121.1(4) . . ?
C10 C11 C12 121.4(4) . . ?
C10 C11 H11 119.3 . . ?
C12 C11 H11 119.3 . . ?
C11 C12 C7 118.6(4) . . ?
C11 C12 H12 120.7 . . ?
C7 C12 H12 120.7 . . ?
C10 C13 H13A 109.5 . . ?
C10 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C10 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 C19 117.7(4) . . ?
C15 C14 C2 122.4(4) . . ?
C19 C14 C2 119.9(4) . . ?
C16 C15 C14 121.5(5) . . ?
C16 C15 H15 119.3 . . ?
C14 C15 H15 119.3 . . ?
C15 C16 C17 119.9(5) . . ?
C15 C16 H16 120.1 . . ?
C17 C16 H16 120.1 . . ?
C16 C17 C18 119.5(5) . . ?
C16 C17 H17 120.3 . . ?
C18 C17 H17 120.3 . . ?
C19 C18 C17 120.5(5) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C18 C19 C14 121.0(5) . . ?
C18 C19 H19 119.5 . . ?
C14 C19 H19 119.5 . . ?
C21 C20 C25 118.3(4) . . ?
C21 C20 C4 122.3(3) . . ?
C25 C20 C4 119.3(3) . . ?
C22 C21 C20 120.6(4) . . ?
C22 C21 H21 119.7 . . ?
C20 C21 H21 119.7 . . ?
C23 C22 C21 120.8(4) . . ?
C23 C22 H22 119.6 . . ?
C21 C22 H22 119.6 . . ?
C22 C23 C24 119.2(4) . . ?
C22 C23 H23 120.4 . . ?
C24 C23 H23 120.4 . . ?
C25 C24 C23 120.3(4) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C24 C25 C20 120.8(4) . . ?
C24 C25 H25 119.6 . . ?
C20 C25 H25 119.6 . . ?
C102 C103 C104 107.5(6) . . ?
C4A C103 C106 132.5(10) . . ?
C102 C103 C106 129.9(5) . . ?
C104 C103 C106 122.5(5) . . ?
C4A C103 C2A 105.6(12) . . ?
C106 C103 C2A 121.7(7) . . ?
C103 C106 S4 109.1(2) . . ?
C103 C106 H10A 109.9 . . ?
S4 C106 H10A 109.9 . . ?
C103 C106 H10B 109.9 . . ?
S4 C106 H10B 109.9 . . ?
H10A C106 H10B 108.3 . . ?
C108 C107 C112 120.8(3) . . ?
C108 C107 S4 119.4(3) . . ?
C112 C107 S4 119.8(3) . . ?
C107 C108 C109 118.9(3) . . ?
C107 C108 H108 120.5 . . ?
C109 C108 H108 120.5 . . ?
C110 C109 C108 121.6(4) . . ?
C110 C109 H109 119.2 . . ?
C108 C109 H109 119.2 . . ?
C111 C110 C109 118.1(3) . . ?
C111 C110 C113 120.8(4) . . ?
C109 C110 C113 121.0(4) . . ?
C110 C111 C112 121.7(3) . . ?
C110 C111 H111 119.2 . . ?
C112 C111 H111 119.2 . . ?
C107 C112 C111 118.7(3) . . ?
C107 C112 H112 120.6 . . ?
C111 C112 H112 120.6 . . ?
C110 C113 H11A 109.5 . . ?
C110 C113 H11B 109.5 . . ?
H11A C113 H11B 109.5 . . ?
C110 C113 H11C 109.5 . . ?
H11A C113 H11C 109.5 . . ?
H11B C113 H11C 109.5 . . ?
C2A C114 C119 118.5(8) . . ?
C2A C114 C115 123.6(8) . . ?
C119 C114 C115 117.8(4) . . ?
C119 C114 C102 121.4(5) . . ?
C115 C114 C102 120.7(5) . . ?
C116 C115 C114 120.5(4) . . ?
C116 C115 H115 119.7 . . ?
C114 C115 H115 119.7 . . ?
C115 C116 C117 121.2(4) . . ?
C115 C116 H116 119.4 . . ?
C117 C116 H116 119.4 . . ?
C116 C117 C118 118.7(5) . . ?
C116 C117 H117 120.7 . . ?
C118 C117 H117 120.7 . . ?
C119 C118 C117 120.8(5) . . ?
C119 C118 H118 119.6 . . ?
C117 C118 H118 119.6 . . ?
C118 C119 C114 121.0(4) . . ?
C118 C119 H119 119.5 . . ?
C114 C119 H119 119.5 . . ?
C104 C120 C125 118.4(5) . . ?
C104 C120 C121 122.7(5) . . ?
C125 C120 C121 118.8(4) . . ?
C125 C120 C4A 117.8(7) . . ?
C121 C120 C4A 123.4(7) . . ?
C122 C121 C120 120.4(4) . . ?
C122 C121 H121 119.8 . . ?
C120 C121 H121 119.8 . . ?
C123 C122 C121 120.2(5) . . ?
C123 C122 H122 119.9 . . ?
C121 C122 H122 119.9 . . ?
C122 C123 C124 119.8(5) . . ?
C122 C123 H123 120.1 . . ?
C124 C123 H123 120.1 . . ?
C125 C124 C123 120.5(5) . . ?
C125 C124 H124 119.8 . . ?
C123 C124 H124 119.8 . . ?
C124 C125 C120 120.3(4) . . ?
C124 C125 H125 119.9 . . ?
C120 C125 H125 119.9 . . ?
C101 S3 C105 99.4(5) . . ?
C104 O101 C101 109.2(6) . . ?
O101 C101 C102 108.9(6) . . ?
O101 C101 S3 119.2(5) . . ?
C102 C101 S3 131.6(7) . . ?
C103 C102 C101 107.8(7) . . ?
C103 C102 C114 127.5(6) . . ?
C101 C102 C114 124.4(7) . . ?
O101 C104 C120 115.0(7) . . ?
O101 C104 C103 106.6(7) . . ?
C120 C104 C103 137.9(7) . . ?
S3 C105 H10C 109.5 . . ?
S3 C105 H10D 109.5 . . ?
H10C C105 H10D 109.5 . . ?
S3 C105 H10E 109.5 . . ?
H10C C105 H10E 109.5 . . ?
H10D C105 H10E 109.5 . . ?
C1A S3A C5A 98.2(7) . . ?
C1A S3A C5A 127.0(8) . 2_667 ?
C5A S3A C5A 106.2(7) . 2_667 ?
C1A S3A S3A 130.2(7) . 2_667 ?
C5A S3A S3A 58.7(6) . 2_667 ?
C5A S3A S3A 47.4(5) 2_667 2_667 ?
C2A O1A C1A 110.3(13) . . ?
O1A C1A C4A 107.8(13) . . ?
O1A C1A S3A 109.0(11) . . ?
C4A C1A S3A 143.0(15) . . ?
C114 C2A O1A 121.1(14) . . ?
C114 C2A C103 134.1(12) . . ?
O1A C2A C103 104.4(13) . . ?
C103 C4A C1A 111.9(17) . . ?
C103 C4A C120 126.4(14) . . ?
C1A C4A C120 121.6(15) . . ?
S3A C5A S3A 73.8(7) . 2_667 ?
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 C1 1.749(4) . ?
S1 C5 1.809(5) . ?
S2 O2 1.444(3) . ?
S2 O3 1.448(3) . ?
S2 C7 1.765(4) . ?
S2 C6 1.792(4) . ?
S4 O102 1.437(3) . ?
S4 O103 1.443(3) . ?
S4 C107 1.771(4) . ?
S4 C106 1.802(4) . ?
O1 C4 1.371(4) . ?
O1 C1 1.377(5) . ?
C1 C2 1.345(6) . ?
C2 C3 1.453(5) . ?
C2 C14 1.480(6) . ?
C3 C4 1.363(5) . ?
C3 C6 1.493(5) . ?
C4 C20 1.473(5) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.376(5) . ?
C7 C12 1.388(5) . ?
C8 C9 1.388(6) . ?
C8 H8 0.9500 . ?
C9 C10 1.388(6) . ?
C9 H9 0.9500 . ?
C10 C11 1.377(6) . ?
C10 C13 1.521(6) . ?
C11 C12 1.385(6) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.390(6) . ?
C14 C19 1.399(6) . ?
C15 C16 1.382(7) . ?
C15 H15 0.9500 . ?
C16 C17 1.382(8) . ?
C16 H16 0.9500 . ?
C17 C18 1.384(8) . ?
C17 H17 0.9500 . ?
C18 C19 1.374(6) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C20 C21 1.390(5) . ?
C20 C25 1.396(5) . ?
C21 C22 1.383(6) . ?
C21 H21 0.9500 . ?
C22 C23 1.378(6) . ?
C22 H22 0.9500 . ?
C23 C24 1.385(6) . ?
C23 H23 0.9500 . ?
C24 C25 1.383(6) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C103 C4A 1.26(2) . ?
C103 C102 1.368(9) . ?
C103 C104 1.430(9) . ?
C103 C106 1.500(5) . ?
C103 C2A 1.577(18) . ?
C106 H10A 0.9900 . ?
C106 H10B 0.9900 . ?
C107 C108 1.384(5) . ?
C107 C112 1.390(5) . ?
C108 C109 1.388(5) . ?
C108 H108 0.9500 . ?
C109 C110 1.388(6) . ?
C109 H109 0.9500 . ?
C110 C111 1.382(6) . ?
C110 C113 1.509(5) . ?
C111 C112 1.391(5) . ?
C111 H111 0.9500 . ?
C112 H112 0.9500 . ?
C113 H11A 0.9800 . ?
C113 H11B 0.9800 . ?
C113 H11C 0.9800 . ?
C114 C2A 1.275(18) . ?
C114 C119 1.389(6) . ?
C114 C115 1.398(6) . ?
C114 C102 1.561(9) . ?
C115 C116 1.373(6) . ?
C115 H115 0.9500 . ?
C116 C117 1.373(7) . ?
C116 H116 0.9500 . ?
C117 C118 1.386(7) . ?
C117 H117 0.9500 . ?
C118 C119 1.370(7) . ?
C118 H118 0.9500 . ?
C119 H119 0.9500 . ?
C120 C104 1.389(10) . ?
C120 C125 1.390(6) . ?
C120 C121 1.395(6) . ?
C120 C4A 1.68(2) . ?
C121 C122 1.385(7) . ?
C121 H121 0.9500 . ?
C122 C123 1.375(7) . ?
C122 H122 0.9500 . ?
C123 C124 1.385(7) . ?
C123 H123 0.9500 . ?
C124 C125 1.380(7) . ?
C124 H124 0.9500 . ?
C125 H125 0.9500 . ?
S3 C101 1.749(7) . ?
S3 C105 1.825(13) . ?
O101 C104 1.361(10) . ?
O101 C101 1.364(9) . ?
C101 C102 1.379(11) . ?
C105 H10C 0.9800 . ?
C105 H10D 0.9800 . ?
C105 H10E 0.9800 . ?
S3A C1A 1.788(14) . ?
S3A C5A 1.845(17) . ?
S3A C5A 2.140(19) 2_667 ?
S3A S3A 2.405(12) 2_667 ?
O1A C2A 1.32(2) . ?
O1A C1A 1.38(2) . ?
C1A C4A 1.40(2) . ?
C5A S3A 2.140(19) 2_667 ?
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
C4 O1 C1 C2 -0.1(4) . . . . ?
C4 O1 C1 S1 -177.8(3) . . . . ?
C5 S1 C1 C2 103.1(4) . . . . ?
C5 S1 C1 O1 -79.9(3) . . . . ?
O1 C1 C2 C3 -0.7(4) . . . . ?
S1 C1 C2 C3 176.5(3) . . . . ?
O1 C1 C2 C14 -179.0(3) . . . . ?
S1 C1 C2 C14 -1.9(7) . . . . ?
C1 C2 C3 C4 1.2(4) . . . . ?
C14 C2 C3 C4 179.5(4) . . . . ?
C1 C2 C3 C6 179.3(3) . . . . ?
C14 C2 C3 C6 -2.4(6) . . . . ?
C2 C3 C4 O1 -1.4(4) . . . . ?
C6 C3 C4 O1 -179.5(3) . . . . ?
C2 C3 C4 C20 -179.9(4) . . . . ?
C6 C3 C4 C20 2.0(7) . . . . ?
C1 O1 C4 C3 1.0(4) . . . . ?
C1 O1 C4 C20 179.9(3) . . . . ?
C4 C3 C6 S2 97.6(4) . . . . ?
C2 C3 C6 S2 -80.1(4) . . . . ?
O2 S2 C6 C3 63.0(3) . . . . ?
O3 S2 C6 C3 -66.1(3) . . . . ?
C7 S2 C6 C3 178.6(3) . . . . ?
O2 S2 C7 C8 23.3(3) . . . . ?
O3 S2 C7 C8 152.2(3) . . . . ?
C6 S2 C7 C8 -92.1(3) . . . . ?
O2 S2 C7 C12 -153.9(3) . . . . ?
O3 S2 C7 C12 -25.1(3) . . . . ?
C6 S2 C7 C12 90.7(3) . . . . ?
C12 C7 C8 C9 1.3(6) . . . . ?
S2 C7 C8 C9 -175.9(3) . . . . ?
C7 C8 C9 C10 0.5(6) . . . . ?
C8 C9 C10 C11 -1.6(6) . . . . ?
C8 C9 C10 C13 178.3(4) . . . . ?
C9 C10 C11 C12 0.8(6) . . . . ?
C13 C10 C11 C12 -179.0(4) . . . . ?
C10 C11 C12 C7 0.9(6) . . . . ?
C8 C7 C12 C11 -2.0(6) . . . . ?
S2 C7 C12 C11 175.2(3) . . . . ?
C1 C2 C14 C15 128.7(5) . . . . ?
C3 C2 C14 C15 -49.2(6) . . . . ?
C1 C2 C14 C19 -49.2(6) . . . . ?
C3 C2 C14 C19 132.8(4) . . . . ?
C19 C14 C15 C16 0.8(6) . . . . ?
C2 C14 C15 C16 -177.2(4) . . . . ?
C14 C15 C16 C17 0.3(7) . . . . ?
C15 C16 C17 C18 -0.9(8) . . . . ?
C16 C17 C18 C19 0.4(7) . . . . ?
C17 C18 C19 C14 0.7(7) . . . . ?
C15 C14 C19 C18 -1.3(6) . . . . ?
C2 C14 C19 C18 176.7(4) . . . . ?
C3 C4 C20 C21 -31.2(7) . . . . ?
O1 C4 C20 C21 150.3(3) . . . . ?
C3 C4 C20 C25 151.0(4) . . . . ?
O1 C4 C20 C25 -27.5(5) . . . . ?
C25 C20 C21 C22 0.4(6) . . . . ?
C4 C20 C21 C22 -177.5(4) . . . . ?
C20 C21 C22 C23 -0.3(6) . . . . ?
C21 C22 C23 C24 -0.2(6) . . . . ?
C22 C23 C24 C25 0.7(6) . . . . ?
C23 C24 C25 C20 -0.7(6) . . . . ?
C21 C20 C25 C24 0.1(6) . . . . ?
C4 C20 C25 C24 178.0(4) . . . . ?
C4A C103 C106 S4 -96.6(12) . . . . ?
C102 C103 C106 S4 79.4(6) . . . . ?
C104 C103 C106 S4 -99.7(5) . . . . ?
C2A C103 C106 S4 77.6(7) . . . . ?
O102 S4 C106 C103 -60.6(3) . . . . ?
O103 S4 C106 C103 68.5(3) . . . . ?
C107 S4 C106 C103 -176.5(3) . . . . ?
O102 S4 C107 C108 120.6(3) . . . . ?
O103 S4 C107 C108 -8.8(4) . . . . ?
C106 S4 C107 C108 -123.9(3) . . . . ?
O102 S4 C107 C112 -57.6(3) . . . . ?
O103 S4 C107 C112 172.9(3) . . . . ?
C106 S4 C107 C112 57.8(3) . . . . ?
C112 C107 C108 C109 -0.5(6) . . . . ?
S4 C107 C108 C109 -178.7(3) . . . . ?
C107 C108 C109 C110 -2.5(6) . . . . ?
C108 C109 C110 C111 2.8(6) . . . . ?
C108 C109 C110 C113 -176.8(4) . . . . ?
C109 C110 C111 C112 -0.3(6) . . . . ?
C113 C110 C111 C112 179.3(4) . . . . ?
C108 C107 C112 C111 2.9(6) . . . . ?
S4 C107 C112 C111 -178.9(3) . . . . ?
C110 C111 C112 C107 -2.5(6) . . . . ?
C2A C114 C115 C116 177.6(9) . . . . ?
C119 C114 C115 C116 -0.2(6) . . . . ?
C102 C114 C115 C116 175.6(5) . . . . ?
C114 C115 C116 C117 -1.1(7) . . . . ?
C115 C116 C117 C118 1.3(8) . . . . ?
C116 C117 C118 C119 -0.2(9) . . . . ?
C117 C118 C119 C114 -1.1(9) . . . . ?
C2A C114 C119 C118 -176.6(9) . . . . ?
C115 C114 C119 C118 1.3(7) . . . . ?
C102 C114 C119 C118 -174.5(6) . . . . ?
C104 C120 C121 C122 -177.6(6) . . . . ?
C125 C120 C121 C122 1.3(7) . . . . ?
C4A C120 C121 C122 -179.0(9) . . . . ?
C120 C121 C122 C123 -1.1(8) . . . . ?
C121 C122 C123 C124 -0.5(8) . . . . ?
C122 C123 C124 C125 1.9(8) . . . . ?
C123 C124 C125 C120 -1.7(7) . . . . ?
C104 C120 C125 C124 179.0(5) . . . . ?
C121 C120 C125 C124 0.0(7) . . . . ?
C4A C120 C125 C124 -179.6(8) . . . . ?
C104 O101 C101 C102 0.5(8) . . . . ?
C104 O101 C101 S3 -173.7(5) . . . . ?
C105 S3 C101 O101 -49.1(7) . . . . ?
C105 S3 C101 C102 138.3(8) . . . . ?
C104 C103 C102 C101 1.1(8) . . . . ?
C106 C103 C102 C101 -178.1(4) . . . . ?
C104 C103 C102 C114 -173.2(7) . . . . ?
C106 C103 C102 C114 7.7(10) . . . . ?
O101 C101 C102 C103 -1.0(8) . . . . ?
S3 C101 C102 C103 172.2(5) . . . . ?
O101 C101 C102 C114 173.5(6) . . . . ?
S3 C101 C102 C114 -13.3(11) . . . . ?
C119 C114 C102 C103 -139.2(6) . . . . ?
C115 C114 C102 C103 45.2(9) . . . . ?
C119 C114 C102 C101 47.5(9) . . . . ?
C115 C114 C102 C101 -128.1(7) . . . . ?
C101 O101 C104 C120 -174.0(6) . . . . ?
C101 O101 C104 C103 0.2(7) . . . . ?
C125 C120 C104 O101 34.1(9) . . . . ?
C121 C120 C104 O101 -147.0(6) . . . . ?
C125 C120 C104 C103 -137.5(8) . . . . ?
C121 C120 C104 C103 41.4(12) . . . . ?
C102 C103 C104 O101 -0.8(7) . . . . ?
C106 C103 C104 O101 178.5(4) . . . . ?
C102 C103 C104 C120 171.3(9) . . . . ?
C106 C103 C104 C120 -9.4(12) . . . . ?
C2A O1A C1A C4A 1.2(17) . . . . ?
C2A O1A C1A S3A 177.5(10) . . . . ?
C5A S3A C1A O1A 66.6(11) . . . . ?
C5A S3A C1A O1A -175.9(9) 2_667 . . . ?
S3A S3A C1A O1A 122.2(10) 2_667 . . . ?
C5A S3A C1A C4A -119(2) . . . . ?
C5A S3A C1A C4A -2(2) 2_667 . . . ?
S3A S3A C1A C4A -64(2) 2_667 . . . ?
C119 C114 C2A O1A 43.4(17) . . . . ?
C115 C114 C2A O1A -134.3(12) . . . . ?
C119 C114 C2A C103 -145.0(12) . . . . ?
C115 C114 C2A C103 37.3(19) . . . . ?
C1A O1A C2A C114 170.9(12) . . . . ?
C1A O1A C2A C103 -2.9(14) . . . . ?
C4A C103 C2A C114 -168.8(17) . . . . ?
C106 C103 C2A C114 15.7(19) . . . . ?
C4A C103 C2A O1A 3.8(14) . . . . ?
C106 C103 C2A O1A -171.7(8) . . . . ?
C106 C103 C4A C1A 171.7(8) . . . . ?
C2A C103 C4A C1A -3.1(17) . . . . ?
C106 C103 C4A C120 -12(2) . . . . ?
C2A C103 C4A C120 172.8(13) . . . . ?
O1A C1A C4A C103 1.5(19) . . . . ?
S3A C1A C4A C103 -172.6(13) . . . . ?
O1A C1A C4A C120 -174.7(12) . . . . ?
S3A C1A C4A C120 11(3) . . . . ?
C125 C120 C4A C103 -137.1(14) . . . . ?
C121 C120 C4A C103 43.3(19) . . . . ?
C125 C120 C4A C1A 38.5(18) . . . . ?
C121 C120 C4A C1A -141.2(13) . . . . ?
C1A S3A C5A S3A 132.5(8) . . . 2_667 ?
C5A S3A C5A S3A 0.001(1) 2_667 . . 2_667 ?
