#------------------------------------------------------------------------------
#$Date: 2025-05-14 13:17:04 +0300 (Wed, 14 May 2025) $
#$Revision: 299663 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/01/1570175.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_1570175
loop_
_publ_author_name
'Zhang, Ying'
'Yang, Jimin'
'Ruan, Yu-Long'
'Liao, Ling'
'Ma, Chuang'
'Xue, Xiao-Song'
'Yu, Jin-Sheng'
_publ_section_title
;
 Nickel-catalysed asymmetric hydromonofluoromethylation of 1,3-enynes for
 enantioselective construction of monofluoromethyl-tethered chiral
 allenes.
;
_journal_issue                   44
_journal_name_full               'Chemical science'
_journal_page_first              12676
_journal_page_last               12683
_journal_paper_doi               10.1039/d3sc04474b
_journal_volume                  14
_journal_year                    2023
_chemical_formula_sum            'C21 H17 F O4 S3'
_chemical_formula_weight         448.52
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2023-06-26 deposited with the CCDC.	2023-10-23 downloaded from the CCDC.
;
_cell_angle_alpha                103.159(2)
_cell_angle_beta                 96.871(2)
_cell_angle_gamma                116.633(3)
_cell_formula_units_Z            2
_cell_length_a                   9.6128(3)
_cell_length_b                   10.2795(3)
_cell_length_c                   12.5045(3)
_cell_measurement_temperature    298(2)
_cell_volume                     1040.05(6)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0751
_diffrn_reflns_av_unetI/netI     0.0557
_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       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            23484
_diffrn_reflns_point_group_measured_fraction_full 0.924
_diffrn_reflns_point_group_measured_fraction_max 0.924
_diffrn_reflns_theta_full        67.075
_diffrn_reflns_theta_max         67.075
_diffrn_reflns_theta_min         3.754
_exptl_absorpt_coefficient_mu    3.562
_exptl_crystal_density_diffrn    1.432
_exptl_crystal_F_000             464
_exptl_crystal_size_max          0.390
_exptl_crystal_size_mid          0.320
_exptl_crystal_size_min          0.260
_refine_diff_density_max         0.404
_refine_diff_density_min         -0.453
_refine_diff_density_rms         0.059
_refine_ls_abs_structure_details
;
 Flack x determined using 2587 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.060(16)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     523
_refine_ls_number_reflns         6878
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0555
_refine_ls_R_factor_gt           0.0531
_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)+(0.1087P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1505
_refine_ls_wR_factor_ref         0.1541
_reflns_Friedel_coverage         0.856
_reflns_Friedel_fraction_full    0.853
_reflns_Friedel_fraction_max     0.853
_reflns_number_gt                6319
_reflns_number_total             6878
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3sc04474b2.cif
_cod_data_source_block           exp_3357
_cod_depositor_comments
;
Adding full bibliography for 1570174--1570176.cif.

2025-05-14
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C42 H34 F2 O8 S6'
_cod_original_formula_weight         897.05
_cod_original_formula_units_Z            1
_cod_database_code               1570175
_shelx_shelxl_version_number     2018/3
_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   0.337
_shelx_estimated_absorpt_t_max   0.458
loop_
_space_group_symop_operation_xyz
'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
S4 S 0.94629(14) 0.23878(13) 0.83096(10) 0.0464(3) Uani 1 1 d . . . . .
S5 S 0.75992(15) 0.28058(14) 0.63334(11) 0.0492(3) Uani 1 1 d . . . . .
S2 S 1.24181(17) 0.69181(16) 1.34741(11) 0.0545(4) Uani 1 1 d . . . . .
S3 S 1.06735(14) 0.76098(14) 1.16140(10) 0.0480(3) Uani 1 1 d . . . . .
S6 S 0.3883(3) 0.7189(3) 0.6939(2) 0.0880(6) Uani 1 1 d . . . . .
S1 S 1.6292(3) 0.2581(3) 1.3013(3) 0.1092(9) Uani 1 1 d . . . . .
F1 F 1.3593(4) 0.9340(4) 1.2838(3) 0.0653(9) Uani 1 1 d . . . . .
O8 O 0.5957(5) 0.2089(6) 0.5703(4) 0.0641(11) Uani 1 1 d . . . . .
F2 F 0.6886(5) 0.0294(4) 0.6796(3) 0.0637(9) Uani 1 1 d . . . . .
O5 O 1.0255(5) 0.4021(5) 0.8867(4) 0.0615(11) Uani 1 1 d . . . . .
O6 O 1.0188(6) 0.1733(6) 0.7587(4) 0.0644(11) Uani 1 1 d . . . . .
O1 O 1.1447(7) 0.5305(5) 1.2928(4) 0.0753(14) Uani 1 1 d . . . . .
C9 C 1.2577(7) 0.7792(6) 1.2321(5) 0.0465(12) Uani 1 1 d . . . . .
O3 O 1.0276(6) 0.8513(6) 1.2431(4) 0.0691(12) Uani 1 1 d . . . . .
O7 O 0.8457(6) 0.4419(5) 0.6907(4) 0.0619(11) Uani 1 1 d . . . . .
O4 O 0.9587(5) 0.6000(5) 1.1086(4) 0.0600(10) Uani 1 1 d . . . . .
C27 C 0.8300(8) -0.0146(7) 0.9001(6) 0.0579(14) Uani 1 1 d . . . . .
H27 H 0.808130 -0.071296 0.824716 0.070 Uiso 1 1 calc R U . . .
C33 C 1.0221(8) 0.3405(8) 0.5513(6) 0.0642(16) Uani 1 1 d . . . . .
H33 H 1.066557 0.439849 0.600677 0.077 Uiso 1 1 calc R U . . .
C22 C 0.8973(7) 0.1445(7) 0.9338(5) 0.0470(12) Uani 1 1 d . . . . .
C4 C 1.5805(8) 0.4449(8) 1.2226(6) 0.0631(15) Uani 1 1 d . . . . .
C8 C 1.3267(7) 0.7135(8) 1.1450(5) 0.0586(14) Uani 1 1 d . . . . .
H8A H 1.256456 0.603350 1.113791 0.070 Uiso 1 1 calc R U . . .
H8B H 1.327568 0.756090 1.083179 0.070 Uiso 1 1 calc R U . . .
C10 C 1.1446(8) 0.7588(7) 1.4369(5) 0.0518(13) Uani 1 1 d . . . . .
C23 C 0.9288(9) 0.2312(8) 1.0442(5) 0.0591(15) Uani 1 1 d . . . . .
H23 H 0.970463 0.336798 1.063635 0.071 Uiso 1 1 calc R U . . .
C3 C 1.6532(9) 0.3549(10) 1.2098(8) 0.081(2) Uani 1 1 d . . . . .
H3 H 1.709795 0.349405 1.155149 0.097 Uiso 1 1 calc R U . . .
O2 O 1.4052(6) 0.7554(7) 1.4097(4) 0.0730(13) Uani 1 1 d . . . . .
C1 C 1.4979(10) 0.4268(10) 1.3105(7) 0.0775(19) Uani 1 1 d . . . . .
H1 H 1.439184 0.476531 1.327923 0.093 Uiso 1 1 calc R U . . .
C37 C 0.5555(8) 0.3924(8) 0.8572(5) 0.0612(14) Uani 1 1 d . . . . .
C29 C 0.8009(8) 0.0813(7) 0.4725(5) 0.0567(13) Uani 1 1 d . . . . .
H29 H 0.696028 0.008589 0.467118 0.068 Uiso 1 1 calc R U . . .
C2 C 1.5107(10) 0.3280(9) 1.3699(8) 0.081(2) Uani 1 1 d . . . . .
H2 H 1.467698 0.304987 1.430309 0.097 Uiso 1 1 calc R U . . .
C31 C 1.0423(10) 0.1545(10) 0.4113(6) 0.0740(18) Uani 1 1 d . . . . .
H31 H 1.101709 0.129435 0.365342 0.089 Uiso 1 1 calc R U . . .
C16 C 1.1190(7) 0.8482(6) 1.0560(5) 0.0481(12) Uani 1 1 d . . . . .
C12 C 1.1444(12) 0.9571(9) 1.5775(6) 0.078(2) Uani 1 1 d . . . . .
H12 H 1.195002 1.058524 1.624264 0.094 Uiso 1 1 calc R U . . .
C28 C 0.8687(7) 0.2285(7) 0.5459(5) 0.0488(12) Uani 1 1 d . . . . .
C20 C 1.2443(10) 1.0774(9) 1.0037(7) 0.077(2) Uani 1 1 d . . . . .
H20 H 1.303061 1.183671 1.022612 0.093 Uiso 1 1 calc R U . . .
C25 C 0.8282(9) -0.0001(10) 1.0930(7) 0.0728(19) Uani 1 1 d . . . . .
H25 H 0.802745 -0.049335 1.147421 0.087 Uiso 1 1 calc R U . . .
C32 C 1.1064(9) 0.3010(10) 0.4822(7) 0.0767(19) Uani 1 1 d . . . . .
H32 H 1.208644 0.374951 0.483526 0.092 Uiso 1 1 calc R U . . .
C17 C 1.0751(8) 0.7592(7) 0.9436(5) 0.0570(14) Uani 1 1 d . . . . .
H17 H 1.019305 0.652725 0.923607 0.068 Uiso 1 1 calc R U . . .
C38 C 0.4543(8) 0.4458(8) 0.8472(6) 0.0622(15) Uani 1 1 d . . . . .
H38 H 0.376851 0.420151 0.888299 0.075 Uiso 1 1 calc R U . . .
C7 C 1.4930(8) 0.7454(8) 1.1920(6) 0.0658(16) Uani 1 1 d . . . . .
H7 H 1.567828 0.844259 1.238554 0.079 Uiso 1 1 calc R U . . .
C24 C 0.8976(11) 0.1592(10) 1.1249(6) 0.074(2) Uani 1 1 d . . . . .
H24 H 0.922578 0.216139 1.200706 0.088 Uiso 1 1 calc R U . . .
C5 C 1.5897(9) 0.5440(9) 1.1538(6) 0.0682(17) Uani 1 1 d . . . . .
H5 H 1.634517 0.535334 1.092465 0.082 Uiso 1 1 calc R U . . .
C11 C 1.2253(9) 0.9090(8) 1.5067(6) 0.0619(15) Uani 1 1 d . . . . .
H11 H 1.329901 0.975841 1.506583 0.074 Uiso 1 1 calc R U . . .
C18 C 1.1142(10) 0.8288(10) 0.8618(6) 0.0716(19) Uani 1 1 d . . . . .
H18 H 1.084438 0.769745 0.786094 0.086 Uiso 1 1 calc R U . . .
C30 C 0.8911(10) 0.0438(9) 0.4072(6) 0.0684(17) Uani 1 1 d . . . . .
H30 H 0.849650 -0.056491 0.360409 0.082 Uiso 1 1 calc R U . . .
C35 C 0.6221(7) 0.1858(7) 0.8037(5) 0.0585(14) Uani 1 1 d . . . . .
H35A H 0.519480 0.137420 0.748308 0.070 Uiso 1 1 calc R U . . .
H35B H 0.610682 0.125018 0.854491 0.070 Uiso 1 1 calc R U . . .
C34 C 0.7473(7) 0.1811(6) 0.7416(5) 0.0460(12) Uani 1 1 d . . . . .
C41 C 0.5219(8) 0.6679(7) 0.6391(7) 0.0691(18) Uani 1 1 d . . . . .
H41 H 0.570111 0.698902 0.582523 0.083 Uiso 1 1 calc R U . . .
C36 C 0.6582(7) 0.3434(7) 0.8718(5) 0.0578(13) Uani 1 1 d . . . . .
H36 H 0.756176 0.407636 0.925590 0.069 Uiso 1 1 calc R U . . .
C26 C 0.7972(9) -0.0848(8) 0.9827(7) 0.0678(17) Uani 1 1 d . . . . .
H26 H 0.753561 -0.190628 0.963306 0.081 Uiso 1 1 calc R U . . .
C6 C 1.5395(7) 0.6443(8) 1.1720(5) 0.0626(15) Uani 1 1 d . . . . .
C39 C 0.4532(8) 0.5415(7) 0.7773(6) 0.0590(14) Uani 1 1 d . . . . .
C21 C 1.2028(9) 1.0092(8) 1.0883(6) 0.0656(17) Uani 1 1 d . . . . .
H21 H 1.229808 1.068694 1.163626 0.079 Uiso 1 1 calc R U . . .
C19 C 1.1979(10) 0.9867(11) 0.8926(7) 0.080(2) Uani 1 1 d . . . . .
H19 H 1.223685 1.033060 0.836630 0.096 Uiso 1 1 calc R U . . .
C15 C 0.9888(9) 0.6572(9) 1.4370(6) 0.0707(18) Uani 1 1 d . . . . .
H15 H 0.934846 0.556791 1.388158 0.085 Uiso 1 1 calc R U . . .
C13 C 0.9936(12) 0.8587(12) 1.5794(7) 0.085(2) Uani 1 1 d . . . . .
H13 H 0.941786 0.893021 1.627401 0.102 Uiso 1 1 calc R U . . .
C40 C 0.5438(9) 0.5724(9) 0.6948(6) 0.0697(17) Uani 1 1 d . . . . .
H40 H 0.611682 0.532405 0.679534 0.084 Uiso 1 1 calc R U . . .
C42 C 0.3650(8) 0.6139(9) 0.7837(7) 0.0713(18) Uani 1 1 d . . . . .
H42 H 0.298169 0.606724 0.832657 0.086 Uiso 1 1 calc R U . . .
C14 C 0.9168(11) 0.7093(12) 1.5113(8) 0.091(2) Uani 1 1 d . . . . .
H14 H 0.814585 0.642007 1.515244 0.109 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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
O6 S4 O5 120.5(3) . . ?
O6 S4 C22 109.4(3) . . ?
O5 S4 C22 108.8(3) . . ?
O6 S4 C34 105.8(3) . . ?
O5 S4 C34 107.6(3) . . ?
C22 S4 C34 103.4(3) . . ?
O7 S5 O8 119.7(3) . . ?
O7 S5 C28 110.3(3) . . ?
O8 S5 C28 108.9(3) . . ?
O7 S5 C34 108.1(3) . . ?
O8 S5 C34 103.0(3) . . ?
C28 S5 C34 105.7(3) . . ?
O1 S2 O2 120.3(3) . . ?
O1 S2 C10 110.2(3) . . ?
O2 S2 C10 107.8(3) . . ?
O1 S2 C9 105.6(3) . . ?
O2 S2 C9 104.4(3) . . ?
C10 S2 C9 107.8(3) . . ?
O3 S3 O4 120.6(3) . . ?
O3 S3 C16 108.8(3) . . ?
O4 S3 C16 109.3(3) . . ?
O3 S3 C9 106.9(3) . . ?
O4 S3 C9 106.4(3) . . ?
C16 S3 C9 103.5(3) . . ?
C42 S6 C41 92.9(4) . . ?
C3 S1 C2 95.4(4) . . ?
F1 C9 C8 110.6(5) . . ?
F1 C9 S3 105.5(3) . . ?
C8 C9 S3 110.3(4) . . ?
F1 C9 S2 105.8(3) . . ?
C8 C9 S2 110.3(4) . . ?
S3 C9 S2 114.2(3) . . ?
C26 C27 C22 117.5(6) . . ?
C26 C27 H27 121.3 . . ?
C22 C27 H27 121.3 . . ?
C32 C33 C28 118.3(7) . . ?
C32 C33 H33 120.9 . . ?
C28 C33 H33 120.9 . . ?
C23 C22 C27 122.6(5) . . ?
C23 C22 S4 118.6(5) . . ?
C27 C22 S4 118.7(4) . . ?
C3 C4 C1 111.1(7) . . ?
C3 C4 C5 123.0(7) . . ?
C1 C4 C5 125.9(7) . . ?
C7 C8 C9 113.8(5) . . ?
C7 C8 H8A 108.8 . . ?
C9 C8 H8A 108.8 . . ?
C7 C8 H8B 108.8 . . ?
C9 C8 H8B 108.8 . . ?
H8A C8 H8B 107.7 . . ?
C11 C10 C15 121.8(6) . . ?
C11 C10 S2 119.4(5) . . ?
C15 C10 S2 118.8(5) . . ?
C24 C23 C22 118.7(6) . . ?
C24 C23 H23 120.6 . . ?
C22 C23 H23 120.6 . . ?
C4 C3 S1 113.1(7) . . ?
C4 C3 H3 123.4 . . ?
S1 C3 H3 123.4 . . ?
C2 C1 C4 116.1(8) . . ?
C2 C1 H1 121.9 . . ?
C4 C1 H1 121.9 . . ?
C36 C37 C38 177.5(7) . . ?
C30 C29 C28 118.8(6) . . ?
C30 C29 H29 120.6 . . ?
C28 C29 H29 120.6 . . ?
C1 C2 S1 104.1(7) . . ?
C1 C2 H2 127.9 . . ?
S1 C2 H2 127.9 . . ?
C32 C31 C30 120.6(7) . . ?
C32 C31 H31 119.7 . . ?
C30 C31 H31 119.7 . . ?
C17 C16 C21 121.2(6) . . ?
C17 C16 S3 120.3(4) . . ?
C21 C16 S3 118.5(5) . . ?
C13 C12 C11 121.1(7) . . ?
C13 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?
C29 C28 C33 121.5(6) . . ?
C29 C28 S5 120.5(5) . . ?
C33 C28 S5 118.1(5) . . ?
C19 C20 C21 119.7(7) . . ?
C19 C20 H20 120.2 . . ?
C21 C20 H20 120.2 . . ?
C26 C25 C24 120.9(6) . . ?
C26 C25 H25 119.6 . . ?
C24 C25 H25 119.6 . . ?
C31 C32 C33 120.9(7) . . ?
C31 C32 H32 119.6 . . ?
C33 C32 H32 119.6 . . ?
C18 C17 C16 119.7(6) . . ?
C18 C17 H17 120.2 . . ?
C16 C17 H17 120.2 . . ?
C37 C38 C39 125.7(6) . . ?
C37 C38 H38 117.1 . . ?
C39 C38 H38 117.1 . . ?
C6 C7 C8 124.1(7) . . ?
C6 C7 H7 117.9 . . ?
C8 C7 H7 117.9 . . ?
C23 C24 C25 119.6(7) . . ?
C23 C24 H24 120.2 . . ?
C25 C24 H24 120.2 . . ?
C6 C5 C4 124.8(7) . . ?
C6 C5 H5 117.6 . . ?
C4 C5 H5 117.6 . . ?
C10 C11 C12 117.6(7) . . ?
C10 C11 H11 121.2 . . ?
C12 C11 H11 121.2 . . ?
C17 C18 C19 119.6(7) . . ?
C17 C18 H18 120.2 . . ?
C19 C18 H18 120.2 . . ?
C31 C30 C29 119.9(7) . . ?
C31 C30 H30 120.0 . . ?
C29 C30 H30 120.0 . . ?
C36 C35 C34 115.4(5) . . ?
C36 C35 H35A 108.4 . . ?
C34 C35 H35A 108.4 . . ?
C36 C35 H35B 108.4 . . ?
C34 C35 H35B 108.4 . . ?
H35A C35 H35B 107.5 . . ?
F2 C34 C35 106.7(5) . . ?
F2 C34 S4 104.2(4) . . ?
C35 C34 S4 116.6(4) . . ?
F2 C34 S5 104.7(4) . . ?
C35 C34 S5 110.1(4) . . ?
S4 C34 S5 113.4(3) . . ?
C40 C41 S6 108.2(6) . . ?
C40 C41 H41 125.9 . . ?
S6 C41 H41 125.9 . . ?
C37 C36 C35 121.8(6) . . ?
C37 C36 H36 119.1 . . ?
C35 C36 H36 119.1 . . ?
C25 C26 C27 120.6(6) . . ?
C25 C26 H26 119.7 . . ?
C27 C26 H26 119.7 . . ?
C7 C6 C5 178.6(8) . . ?
C42 C39 C40 111.2(6) . . ?
C42 C39 C38 123.4(6) . . ?
C40 C39 C38 125.3(6) . . ?
C20 C21 C16 118.0(7) . . ?
C20 C21 H21 121.0 . . ?
C16 C21 H21 121.0 . . ?
C20 C19 C18 121.7(7) . . ?
C20 C19 H19 119.1 . . ?
C18 C19 H19 119.1 . . ?
C14 C15 C10 118.2(7) . . ?
C14 C15 H15 120.9 . . ?
C10 C15 H15 120.9 . . ?
C12 C13 C14 120.4(7) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C41 C40 C39 114.2(7) . . ?
C41 C40 H40 122.9 . . ?
C39 C40 H40 122.9 . . ?
C39 C42 S6 113.4(6) . . ?
C39 C42 H42 123.3 . . ?
S6 C42 H42 123.3 . . ?
C13 C14 C15 120.8(8) . . ?
C13 C14 H14 119.6 . . ?
C15 C14 H14 119.6 . . ?
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
S4 O6 1.431(4) . ?
S4 O5 1.442(4) . ?
S4 C22 1.766(5) . ?
S4 C34 1.852(6) . ?
S5 O7 1.427(5) . ?
S5 O8 1.432(5) . ?
S5 C28 1.756(6) . ?
S5 C34 1.858(5) . ?
S2 O1 1.426(5) . ?
S2 O2 1.434(5) . ?
S2 C10 1.754(6) . ?
S2 C9 1.852(5) . ?
S3 O3 1.425(4) . ?
S3 O4 1.433(5) . ?
S3 C16 1.756(6) . ?
S3 C9 1.842(6) . ?
S6 C42 1.695(8) . ?
S6 C41 1.744(8) . ?
S1 C3 1.653(9) . ?
S1 C2 1.799(10) . ?
F1 C9 1.375(7) . ?
F2 C34 1.381(6) . ?
C9 C8 1.524(8) . ?
C27 C26 1.378(10) . ?
C27 C22 1.394(8) . ?
C27 H27 0.9300 . ?
C33 C32 1.368(10) . ?
C33 C28 1.387(8) . ?
C33 H33 0.9300 . ?
C22 C23 1.374(8) . ?
C4 C3 1.381(10) . ?
C4 C1 1.430(10) . ?
C4 C5 1.456(9) . ?
C8 C7 1.492(8) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C10 C11 1.378(9) . ?
C10 C15 1.390(9) . ?
C23 C24 1.367(10) . ?
C23 H23 0.9300 . ?
C3 H3 0.9300 . ?
C1 C2 1.426(11) . ?
C1 H1 0.9300 . ?
C37 C36 1.306(8) . ?
C37 C38 1.321(9) . ?
C29 C30 1.376(9) . ?
C29 C28 1.378(8) . ?
C29 H29 0.9300 . ?
C2 H2 0.9300 . ?
C31 C32 1.366(11) . ?
C31 C30 1.372(11) . ?
C31 H31 0.9300 . ?
C16 C17 1.385(8) . ?
C16 C21 1.405(9) . ?
C12 C13 1.353(13) . ?
C12 C11 1.394(10) . ?
C12 H12 0.9300 . ?
C20 C19 1.374(13) . ?
C20 C21 1.399(10) . ?
C20 H20 0.9300 . ?
C25 C26 1.368(12) . ?
C25 C24 1.394(12) . ?
C25 H25 0.9300 . ?
C32 H32 0.9300 . ?
C17 C18 1.372(10) . ?
C17 H17 0.9300 . ?
C38 C39 1.460(9) . ?
C38 H38 0.9300 . ?
C7 C6 1.291(9) . ?
C7 H7 0.9300 . ?
C24 H24 0.9300 . ?
C5 C6 1.309(10) . ?
C5 H5 0.9300 . ?
C11 H11 0.9300 . ?
C18 C19 1.379(12) . ?
C18 H18 0.9300 . ?
C30 H30 0.9300 . ?
C35 C36 1.506(9) . ?
C35 C34 1.520(8) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C41 C40 1.400(10) . ?
C41 H41 0.9300 . ?
C36 H36 0.9300 . ?
C26 H26 0.9300 . ?
C39 C42 1.354(9) . ?
C39 C40 1.428(10) . ?
C21 H21 0.9300 . ?
C19 H19 0.9300 . ?
C15 C14 1.374(11) . ?
C15 H15 0.9300 . ?
C13 C14 1.366(13) . ?
C13 H13 0.9300 . ?
C40 H40 0.9300 . ?
C42 H42 0.9300 . ?
C14 H14 0.9300 . ?
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
O3 S3 C9 F1 -49.0(4) . . . . ?
O4 S3 C9 F1 -179.0(3) . . . . ?
C16 S3 C9 F1 65.9(4) . . . . ?
O3 S3 C9 C8 -168.4(4) . . . . ?
O4 S3 C9 C8 61.5(5) . . . . ?
C16 S3 C9 C8 -53.6(5) . . . . ?
O3 S3 C9 S2 66.7(4) . . . . ?
O4 S3 C9 S2 -63.3(4) . . . . ?
C16 S3 C9 S2 -178.4(3) . . . . ?
O1 S2 C9 F1 -176.4(4) . . . . ?
O2 S2 C9 F1 -48.7(4) . . . . ?
C10 S2 C9 F1 65.8(4) . . . . ?
O1 S2 C9 C8 -56.8(5) . . . . ?
O2 S2 C9 C8 71.0(5) . . . . ?
C10 S2 C9 C8 -174.5(4) . . . . ?
O1 S2 C9 S3 68.0(4) . . . . ?
O2 S2 C9 S3 -164.2(3) . . . . ?
C10 S2 C9 S3 -49.7(4) . . . . ?
C26 C27 C22 C23 -1.0(10) . . . . ?
C26 C27 C22 S4 178.2(5) . . . . ?
O6 S4 C22 C23 137.3(5) . . . . ?
O5 S4 C22 C23 3.9(6) . . . . ?
C34 S4 C22 C23 -110.3(5) . . . . ?
O6 S4 C22 C27 -41.9(6) . . . . ?
O5 S4 C22 C27 -175.3(5) . . . . ?
C34 S4 C22 C27 70.5(5) . . . . ?
F1 C9 C8 C7 54.6(6) . . . . ?
S3 C9 C8 C7 170.9(4) . . . . ?
S2 C9 C8 C7 -62.1(6) . . . . ?
O1 S2 C10 C11 173.3(5) . . . . ?
O2 S2 C10 C11 40.3(6) . . . . ?
C9 S2 C10 C11 -71.9(5) . . . . ?
O1 S2 C10 C15 -5.3(6) . . . . ?
O2 S2 C10 C15 -138.3(5) . . . . ?
C9 S2 C10 C15 109.5(5) . . . . ?
C27 C22 C23 C24 2.1(10) . . . . ?
S4 C22 C23 C24 -177.1(5) . . . . ?
C1 C4 C3 S1 -1.9(9) . . . . ?
C5 C4 C3 S1 178.1(6) . . . . ?
C2 S1 C3 C4 0.8(7) . . . . ?
C3 C4 C1 C2 2.5(10) . . . . ?
C5 C4 C1 C2 -177.5(7) . . . . ?
C4 C1 C2 S1 -1.8(9) . . . . ?
C3 S1 C2 C1 0.6(7) . . . . ?
O3 S3 C16 C17 -142.9(5) . . . . ?
O4 S3 C16 C17 -9.4(6) . . . . ?
C9 S3 C16 C17 103.6(5) . . . . ?
O3 S3 C16 C21 35.9(6) . . . . ?
O4 S3 C16 C21 169.5(5) . . . . ?
C9 S3 C16 C21 -77.5(5) . . . . ?
C30 C29 C28 C33 3.0(9) . . . . ?
C30 C29 C28 S5 -178.5(5) . . . . ?
C32 C33 C28 C29 -0.6(10) . . . . ?
C32 C33 C28 S5 -179.1(6) . . . . ?
O7 S5 C28 C29 -172.6(5) . . . . ?
O8 S5 C28 C29 -39.3(5) . . . . ?
C34 S5 C28 C29 70.8(5) . . . . ?
O7 S5 C28 C33 6.0(6) . . . . ?
O8 S5 C28 C33 139.2(5) . . . . ?
C34 S5 C28 C33 -110.7(5) . . . . ?
C30 C31 C32 C33 0.5(12) . . . . ?
C28 C33 C32 C31 -1.2(11) . . . . ?
C21 C16 C17 C18 0.3(10) . . . . ?
S3 C16 C17 C18 179.1(5) . . . . ?
C9 C8 C7 C6 134.8(7) . . . . ?
C22 C23 C24 C25 -2.9(11) . . . . ?
C26 C25 C24 C23 2.8(11) . . . . ?
C3 C4 C5 C6 -171.4(8) . . . . ?
C1 C4 C5 C6 8.6(13) . . . . ?
C15 C10 C11 C12 -0.7(9) . . . . ?
S2 C10 C11 C12 -179.2(5) . . . . ?
C13 C12 C11 C10 1.5(10) . . . . ?
C16 C17 C18 C19 0.5(11) . . . . ?
C32 C31 C30 C29 2.0(11) . . . . ?
C28 C29 C30 C31 -3.7(10) . . . . ?
C36 C35 C34 F2 -176.5(5) . . . . ?
C36 C35 C34 S4 67.5(6) . . . . ?
C36 C35 C34 S5 -63.5(6) . . . . ?
O6 S4 C34 F2 42.0(4) . . . . ?
O5 S4 C34 F2 172.0(3) . . . . ?
C22 S4 C34 F2 -73.0(4) . . . . ?
O6 S4 C34 C35 159.3(4) . . . . ?
O5 S4 C34 C35 -70.7(5) . . . . ?
C22 S4 C34 C35 44.3(5) . . . . ?
O6 S4 C34 S5 -71.3(3) . . . . ?
O5 S4 C34 S5 58.8(4) . . . . ?
C22 S4 C34 S5 173.8(3) . . . . ?
O7 S5 C34 F2 -170.0(3) . . . . ?
O8 S5 C34 F2 62.4(4) . . . . ?
C28 S5 C34 F2 -51.8(4) . . . . ?
O7 S5 C34 C35 75.7(5) . . . . ?
O8 S5 C34 C35 -52.0(5) . . . . ?
C28 S5 C34 C35 -166.2(4) . . . . ?
O7 S5 C34 S4 -57.0(4) . . . . ?
O8 S5 C34 S4 175.4(3) . . . . ?
C28 S5 C34 S4 61.1(4) . . . . ?
C42 S6 C41 C40 -0.8(6) . . . . ?
C34 C35 C36 C37 125.9(6) . . . . ?
C24 C25 C26 C27 -1.7(11) . . . . ?
C22 C27 C26 C25 0.8(10) . . . . ?
C37 C38 C39 C42 -168.8(8) . . . . ?
C37 C38 C39 C40 10.6(12) . . . . ?
C19 C20 C21 C16 2.2(11) . . . . ?
C17 C16 C21 C20 -1.6(10) . . . . ?
S3 C16 C21 C20 179.6(6) . . . . ?
C21 C20 C19 C18 -1.6(13) . . . . ?
C17 C18 C19 C20 0.2(12) . . . . ?
C11 C10 C15 C14 -1.5(10) . . . . ?
S2 C10 C15 C14 177.0(6) . . . . ?
C11 C12 C13 C14 -0.1(12) . . . . ?
S6 C41 C40 C39 0.8(8) . . . . ?
C42 C39 C40 C41 -0.4(9) . . . . ?
C38 C39 C40 C41 -179.9(7) . . . . ?
C40 C39 C42 S6 -0.2(8) . . . . ?
C38 C39 C42 S6 179.3(6) . . . . ?
C41 S6 C42 C39 0.6(6) . . . . ?
C12 C13 C14 C15 -2.1(14) . . . . ?
C10 C15 C14 C13 2.9(13) . . . . ?
