#------------------------------------------------------------------------------
#$Date: 2016-03-26 02:25:24 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180138 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/35/7103540.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_7103540
loop_
_publ_author_name
'Ding, Hanfeng'
'Zhang, Yiping'
'Yao, Weijun'
'Xu, Duanjun'
'Ma, Cheng'
_publ_section_title
;
 Thiazepine moiety-controlled regioselective rearrangements of
 7-oxanorbornadiene derivatives.
;
_journal_issue                   44
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              5797
_journal_page_last               5799
_journal_paper_doi               10.1039/b813371a
_journal_year                    2008
_chemical_formula_moiety         '2(C28 H30 N O5 S), 2(C2 F3 O2), 5(H2 O)'
_chemical_formula_sum            'C60 H70 F6 N2 O19 S2'
_chemical_formula_weight         1301.30
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                97.49(3)
_cell_angle_beta                 106.18(3)
_cell_angle_gamma                115.38(3)
_cell_formula_units_Z            2
_cell_length_a                   14.258(3)
_cell_length_b                   15.677(3)
_cell_length_c                   17.381(4)
_cell_measurement_reflns_used    15502
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.4
_cell_measurement_theta_min      3.0
_cell_volume                     3228.4(19)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0680
_diffrn_reflns_av_sigmaI/netI    0.0916
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            26071
_diffrn_reflns_theta_full        25.20
_diffrn_reflns_theta_max         25.20
_diffrn_reflns_theta_min         3.00
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.171
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.339
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1364
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.17
_refine_diff_density_max         1.671
_refine_diff_density_min         -1.334
_refine_diff_density_rms         0.109
_refine_ls_extinction_coef       0.009(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.125
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     765
_refine_ls_number_reflns         11577
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.125
_refine_ls_R_factor_all          0.1841
_refine_ls_R_factor_gt           0.1158
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ^2^(Fo^2^)+(0.2P)^2] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3182
_refine_ls_wR_factor_ref         0.3553
_reflns_number_gt                5925
_reflns_number_total             11577
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b813371a.txt
_cod_data_source_block           8a
_cod_database_code               7103540
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.48200(13) 0.91066(11) 0.17707(9) 0.0559(5) Uani 1 1 d . . .
S2 S 0.21161(13) 0.44309(11) 0.38803(10) 0.0598(5) Uani 1 1 d . . .
N1 N 0.2672(4) 0.5001(3) 0.5421(3) 0.0521(12) Uani 1 1 d . . .
N2 N 0.2918(4) 0.8206(3) 0.0664(3) 0.0530(12) Uani 1 1 d . . .
O1 O 0.1576(4) 0.6219(4) 0.5011(3) 0.0782(14) Uani 1 1 d . . .
O2 O 0.2096(4) 0.7141(4) 0.4179(3) 0.0817(14) Uani 1 1 d . . .
O3 O 0.2249(4) 0.8676(3) 0.2053(3) 0.0791(14) Uani 1 1 d . . .
O4 O 0.5541(4) 0.5584(3) 0.4081(3) 0.0812(15) Uani 1 1 d . . .
O5 O 0.3114(4) 1.0233(3) 0.2813(3) 0.0708(12) Uani 1 1 d . . .
O6 O 0.2708(3) 1.1281(3) 0.1605(3) 0.0585(11) Uani 1 1 d . . .
O7 O 0.5801(4) 1.1210(3) 0.0375(3) 0.0644(11) Uani 1 1 d . . .
O8 O 0.4357(3) 1.2319(3) 0.2629(2) 0.0589(11) Uani 1 1 d . . .
O9 O 0.4369(4) 0.8242(3) 0.3825(2) 0.0558(10) Uani 1 1 d . . .
O10 O 0.4504(4) 0.8446(3) 0.5158(2) 0.0615(11) Uani 1 1 d . . .
O11 O -0.0470(8) 0.5539(7) 0.1792(5) 0.158(3) Uani 1 1 d . . .
O12 O -0.1322(10) 0.5434(9) 0.2714(7) 0.200(5) Uani 1 1 d . . .
O13 O 0.9140(6) 1.1056(5) 0.1822(5) 0.136(3) Uani 1 1 d . . .
O14 O 0.9377(6) 1.0060(6) 0.0949(4) 0.118(2) Uani 1 1 d . . .
C1 C 0.8893(8) 1.0459(6) 0.4778(8) 0.120(3) Uani 1 1 d . . .
H1A H 0.9256 1.0914 0.5329 0.180 Uiso 1 1 calc R . .
H1B H 0.8607 1.0745 0.4383 0.180 Uiso 1 1 calc R . .
H1C H 0.9422 1.0315 0.4632 0.180 Uiso 1 1 calc R . .
C2 C 0.2205(8) 0.5534(7) 0.1997(5) 0.099(3) Uani 1 1 d . . .
H2A H 0.1591 0.5455 0.1563 0.119 Uiso 1 1 calc R . .
C3 C 0.1743(7) 0.8350(6) 0.2650(6) 0.100(3) Uani 1 1 d . . .
H3A H 0.1308 0.7644 0.2473 0.149 Uiso 1 1 calc R . .
H3B H 0.1267 0.8628 0.2681 0.149 Uiso 1 1 calc R . .
H3C H 0.2319 0.8563 0.3190 0.149 Uiso 1 1 calc R . .
C4 C 0.5127(7) 0.7493(6) 0.1375(6) 0.091(2) Uani 1 1 d . . .
H4A H 0.4751 0.6829 0.1020 0.137 Uiso 1 1 calc R . .
H4B H 0.5343 0.7492 0.1950 0.137 Uiso 1 1 calc R . .
H4C H 0.5782 0.7884 0.1266 0.137 Uiso 1 1 calc R . .
C5 C 0.5097(10) 1.5239(6) 0.1054(7) 0.124(4) Uani 1 1 d . . .
H5A H 0.4404 1.5201 0.0736 0.185 Uiso 1 1 calc R . .
H5B H 0.5652 1.5573 0.0830 0.185 Uiso 1 1 calc R . .
H5C H 0.5343 1.5597 0.1627 0.185 Uiso 1 1 calc R . .
C6 C 0.0609(7) 0.6365(7) 0.4921(8) 0.121(4) Uani 1 1 d . . .
H6A H 0.0209 0.6016 0.5241 0.181 Uiso 1 1 calc R . .
H6B H 0.0124 0.6119 0.4342 0.181 Uiso 1 1 calc R . .
H6C H 0.0858 0.7055 0.5121 0.181 Uiso 1 1 calc R . .
C7 C 0.2662(7) 0.6550(5) 0.0017(5) 0.091(2) Uani 1 1 d . . .
H7A H 0.3085 0.6208 0.0086 0.137 Uiso 1 1 calc R . .
H7B H 0.2480 0.6613 -0.0540 0.137 Uiso 1 1 calc R . .
H7C H 0.1984 0.6187 0.0110 0.137 Uiso 1 1 calc R . .
C8 C 0.2759(8) 0.5020(7) 0.1845(5) 0.105(3) Uani 1 1 d . . .
H8A H 0.2512 0.4611 0.1311 0.126 Uiso 1 1 calc R . .
C9 C 0.7322(7) 0.8765(6) 0.4050(5) 0.083(2) Uani 1 1 d . . .
H9A H 0.7500 0.8828 0.3577 0.099 Uiso 1 1 calc R . .
C10 C 0.1092(7) 0.2475(5) 0.3915(5) 0.088(2) Uani 1 1 d . . .
H10A H 0.0944 0.2087 0.4295 0.132 Uiso 1 1 calc R . .
H10B H 0.1530 0.2322 0.3650 0.132 Uiso 1 1 calc R . .
H10C H 0.0397 0.2328 0.3498 0.132 Uiso 1 1 calc R . .
C11 C 0.2217(6) 1.1868(6) 0.1878(5) 0.089(2) Uani 1 1 d . . .
H11A H 0.1445 1.1574 0.1518 0.133 Uiso 1 1 calc R . .
H11B H 0.2617 1.2528 0.1849 0.133 Uiso 1 1 calc R . .
H11C H 0.2271 1.1883 0.2443 0.133 Uiso 1 1 calc R . .
C12 C 0.7461(6) 1.1478(5) 0.3004(5) 0.078(2) Uani 1 1 d . . .
H12A H 0.8168 1.1556 0.3267 0.093 Uiso 1 1 calc R . .
C13 C 0.6406(6) 0.7879(5) 0.4008(4) 0.0646(17) Uani 1 1 d . . .
H13A H 0.5980 0.7377 0.3506 0.078 Uiso 1 1 calc R . .
C14 C 0.3899(9) 1.3399(7) 0.0543(6) 0.096(3) Uani 1 1 d . . .
H14A H 0.3311 1.3502 0.0273 0.115 Uiso 1 1 calc R . .
C15 C 0.1947(6) 0.3459(6) 0.5862(5) 0.080(2) Uani 1 1 d . . .
H15A H 0.1528 0.2758 0.5610 0.120 Uiso 1 1 calc R . .
H15B H 0.1552 0.3659 0.6144 0.120 Uiso 1 1 calc R . .
H15C H 0.2668 0.3633 0.6258 0.120 Uiso 1 1 calc R . .
C16 C 0.2552(6) 0.6165(5) 0.2785(4) 0.0720(18) Uani 1 1 d . . .
H16A H 0.2183 0.6509 0.2882 0.086 Uiso 1 1 calc R . .
C17 C 0.3640(7) 0.5103(5) 0.2453(5) 0.080(2) Uani 1 1 d . . .
H17A H 0.4000 0.4752 0.2351 0.096 Uiso 1 1 calc R . .
C18 C 0.7684(6) 0.9396(5) 0.5459(5) 0.081(2) Uani 1 1 d . . .
H18A H 0.8119 0.9901 0.5959 0.098 Uiso 1 1 calc R . .
C19 C 0.7947(6) 0.9525(5) 0.4765(6) 0.078(2) Uani 1 1 d . . .
C20 C 0.3116(6) 0.5605(5) 0.6291(4) 0.0649(16) Uani 1 1 d . . .
H20A H 0.3490 0.6290 0.6319 0.097 Uiso 1 1 calc R . .
H20B H 0.3636 0.5448 0.6638 0.097 Uiso 1 1 calc R . .
H20C H 0.2511 0.5471 0.6482 0.097 Uiso 1 1 calc R . .
C21 C 0.4838(7) 0.9290(5) 0.3973(4) 0.081(2) Uani 1 1 d . . .
H21A H 0.4875 0.9454 0.3466 0.122 Uiso 1 1 calc R . .
H21B H 0.5577 0.9616 0.4397 0.122 Uiso 1 1 calc R . .
H21C H 0.4374 0.9499 0.4157 0.122 Uiso 1 1 calc R . .
C22 C 0.4927(9) 1.4206(6) 0.1003(5) 0.081(2) Uani 1 1 d . . .
C23 C 0.7088(5) 1.1426(5) 0.2172(4) 0.0632(16) Uani 1 1 d . . .
H23A H 0.7541 1.1481 0.1866 0.076 Uiso 1 1 calc R . .
C24 C 0.1789(5) 0.7915(5) 0.0089(5) 0.075(2) Uani 1 1 d . . .
H24A H 0.1629 0.8445 0.0195 0.112 Uiso 1 1 calc R . .
H24B H 0.1253 0.7341 0.0173 0.112 Uiso 1 1 calc R . .
H24C H 0.1746 0.7767 -0.0478 0.112 Uiso 1 1 calc R . .
C25 C 0.6787(5) 0.8534(5) 0.5440(4) 0.0671(17) Uani 1 1 d . . .
H25A H 0.6619 0.8477 0.5917 0.080 Uiso 1 1 calc R . .
C26 C 0.6771(5) 1.1412(5) 0.3455(4) 0.0641(17) Uani 1 1 d . . .
H26A H 0.7040 1.1469 0.4022 0.077 Uiso 1 1 calc R . .
C27 C 0.5783(7) 1.4038(5) 0.1403(5) 0.077(2) Uani 1 1 d . . .
H27A H 0.6493 1.4567 0.1714 0.093 Uiso 1 1 calc R . .
C28 C 0.3693(6) 1.2421(5) 0.0460(4) 0.0673(17) Uani 1 1 d . . .
H28A H 0.2989 1.1894 0.0130 0.081 Uiso 1 1 calc R . .
C29 C 0.1727(5) 0.3556(5) 0.4392(5) 0.0627(16) Uani 1 1 d . . .
C30 C 0.3438(5) 1.0490(4) 0.0021(3) 0.0582(15) Uani 1 1 d . . .
H30A H 0.3619 1.0712 -0.0434 0.087 Uiso 1 1 calc R . .
H30B H 0.2737 1.0450 -0.0007 0.087 Uiso 1 1 calc R . .
H30C H 0.3378 0.9851 -0.0017 0.087 Uiso 1 1 calc R . .
C31 C 0.5590(6) 1.3084(5) 0.1342(4) 0.0650(17) Uani 1 1 d . . .
H31A H 0.6179 1.2989 0.1624 0.078 Uiso 1 1 calc R . .
C32 C 0.2235(5) 0.6639(4) 0.4617(4) 0.0600(16) Uani 1 1 d . . .
C33 C 0.4352(6) 0.7921(4) 0.1204(4) 0.0569(15) Uani 1 1 d . . .
C34 C 0.2090(5) 0.3963(4) 0.5206(4) 0.0586(16) Uani 1 1 d . . .
C35 C 0.3464(5) 0.6260(4) 0.3417(3) 0.0504(14) Uani 1 1 d . . .
C36 C 0.3342(6) 0.7557(4) 0.0636(4) 0.0600(16) Uani 1 1 d . . .
C37 C 0.4003(5) 0.5734(4) 0.3246(4) 0.0572(15) Uani 1 1 d . . .
C39 C 0.4942(5) 0.5967(4) 0.3978(4) 0.0575(16) Uani 1 1 d . . .
C40 C 0.5135(4) 0.6799(4) 0.4672(3) 0.0468(13) Uani 1 1 d . . .
C41 C 0.6140(5) 0.7754(4) 0.4698(4) 0.0526(14) Uani 1 1 d . . .
C42 C 0.5394(5) 0.6574(5) 0.5494(4) 0.0623(16) Uani 1 1 d . . .
H42A H 0.6088 0.6563 0.5640 0.093 Uiso 1 1 calc R . .
H42B H 0.4804 0.5943 0.5449 0.093 Uiso 1 1 calc R . .
H42C H 0.5453 0.7072 0.5919 0.093 Uiso 1 1 calc R . .
C43 C 0.4287(5) 0.7919(4) 0.4473(3) 0.0474(13) Uani 1 1 d . . .
C44 C 0.2887(5) 0.9628(4) 0.2191(4) 0.0517(14) Uani 1 1 d . . .
C45 C 0.3284(5) 0.9832(4) 0.1489(3) 0.0448(12) Uani 1 1 d . . .
H45A H 0.2627 0.9696 0.1012 0.054 Uiso 1 1 calc R . .
C46 C 0.3207(4) 0.6422(4) 0.4826(3) 0.0460(13) Uani 1 1 d . . .
H46A H 0.3671 0.6783 0.5417 0.055 Uiso 1 1 calc R . .
C47 C 0.4346(5) 1.1209(4) 0.0841(3) 0.0459(13) Uani 1 1 d . . .
C48 C 0.2763(4) 0.5352(4) 0.4775(4) 0.0474(13) Uani 1 1 d . . .
C49 C 0.3615(4) 0.9074(4) 0.1243(3) 0.0448(12) Uani 1 1 d . . .
C50 C 0.3983(4) 0.6845(4) 0.4326(3) 0.0452(13) Uani 1 1 d . . .
C51 C 0.6028(4) 1.1291(4) 0.1803(4) 0.0484(13) Uani 1 1 d . . .
C52 C 0.4549(5) 1.2260(4) 0.0876(4) 0.0516(14) Uani 1 1 d . . .
C53 C 0.4168(4) 1.0934(4) 0.1663(3) 0.0411(12) Uani 1 1 d . . .
C54 C 0.5721(5) 1.1269(4) 0.3089(3) 0.0502(14) Uani 1 1 d . . .
H54A H 0.5271 1.1225 0.3396 0.060 Uiso 1 1 calc R . .
C55 C 0.3769(5) 1.1595(4) 0.2047(3) 0.0453(13) Uani 1 1 d . . .
C56 C 0.5338(4) 1.1189(4) 0.2241(3) 0.0443(12) Uani 1 1 d . . .
C57 C 0.5458(5) 1.1231(4) 0.0929(3) 0.0451(13) Uani 1 1 d . . .
C58 C -0.1180(6) 0.6669(4) 0.2094(5) 0.145(2) Uani 1 1 d D . .
C59 C -0.1053(10) 0.5752(6) 0.2165(10) 0.145(2) Uani 1 1 d D . .
C60 C 0.9013(12) 0.9604(11) 0.2095(10) 0.145(2) Uani 1 1 d D . .
C61 C 0.9213(10) 1.0330(10) 0.1563(9) 0.145(2) Uani 1 1 d D A .
F1 F -0.0948(8) 0.6962(7) 0.1471(5) 0.233(2) Uani 1 1 d D . .
F2 F -0.0520(7) 0.7403(7) 0.2770(5) 0.233(2) Uani 1 1 d D . .
F3 F -0.2200(6) 0.6477(7) 0.1975(6) 0.233(2) Uani 1 1 d D . .
F4 F 0.856(3) 0.8702(18) 0.1711(15) 0.233(2) Uani 0.579(13) 1 d P A 1
F5 F 0.981(2) 0.9906(18) 0.2753(17) 0.233(2) Uani 0.579(13) 1 d P A 1
F6 F 0.805(2) 0.9465(18) 0.2226(15) 0.233(2) Uani 0.579(13) 1 d P A 1
F7 F 0.970(3) 0.920(2) 0.216(2) 0.233(2) Uani 0.421(13) 1 d P A 2
F8 F 0.924(3) 0.998(2) 0.286(2) 0.233(2) Uani 0.421(13) 1 d P A 2
F9 F 0.805(3) 0.888(3) 0.192(2) 0.233(2) Uani 0.421(13) 1 d P A 2
O1W O -0.0593(8) 0.7064(5) -0.1920(5) 0.162(3) Uani 1 1 d . . .
H1E H -0.0194 0.6748 -0.2091 0.244 Uiso 1 1 d R . .
H1F H -0.0128 0.7700 -0.1807 0.244 Uiso 1 1 d R . .
O2W O 0.0654(17) 0.6126(14) -0.231(2) 0.53(2) Uani 1 1 d . . .
H2E H 0.0357 0.5648 -0.2114 0.797 Uiso 1 1 d R . .
H2F H 0.1225 0.6068 -0.2358 0.797 Uiso 1 1 d R . .
O3W O -0.0133(6) 0.5783(5) 0.0380(5) 0.131(2) Uani 1 1 d . . .
O4W O -0.0925(5) 0.7024(5) -0.0366(5) 0.136(3) Uani 1 1 d . . .
H4E H -0.0666 0.6611 -0.0122 0.204 Uiso 1 1 d R . .
H4F H -0.0816 0.7041 -0.0882 0.204 Uiso 1 1 d R . .
O5W O 0.9595(5) 1.0937(4) -0.0310(4) 0.1078(19) Uani 1 1 d . . .
H5E H 0.9588 1.0646 0.0098 0.162 Uiso 1 1 d R . .
H5F H 0.9841 1.0578 -0.0640 0.162 Uiso 1 1 d R . .
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
C49 S1 C33 92.2(3) . . ?
C48 S2 C29 92.0(3) . . ?
C48 N1 C34 113.8(5) . . ?
C48 N1 C20 125.1(5) . . ?
C34 N1 C20 121.1(5) . . ?
C49 N2 C36 114.4(5) . . ?
C49 N2 C24 125.2(5) . . ?
C36 N2 C24 120.4(5) . . ?
C32 O1 C6 118.9(6) . . ?
C44 O3 C3 118.5(5) . . ?
C55 O6 C11 116.3(5) . . ?
C43 O9 C21 115.7(4) . . ?
C19 C1 H1A 109.5 . . ?
C19 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C19 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C16 C2 C8 121.5(8) . . ?
C16 C2 H2A 119.2 . . ?
C8 C2 H2A 119.2 . . ?
O3 C3 H3A 109.5 . . ?
O3 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
O3 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C33 C4 H4A 109.5 . . ?
C33 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C33 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C22 C5 H5A 109.5 . . ?
C22 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C22 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
O1 C6 H6A 109.5 . . ?
O1 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
O1 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C36 C7 H7A 109.5 . . ?
C36 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C36 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C17 C8 C2 121.3(7) . . ?
C17 C8 H8A 119.3 . . ?
C2 C8 H8A 119.3 . . ?
C19 C9 C13 121.5(7) . . ?
C19 C9 H9A 119.2 . . ?
C13 C9 H9A 119.2 . . ?
C29 C10 H10A 109.5 . . ?
C29 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C29 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O6 C11 H11A 109.5 . . ?
O6 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O6 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C23 C12 C26 119.7(6) . . ?
C23 C12 H12A 120.2 . . ?
C26 C12 H12A 120.2 . . ?
C41 C13 C9 120.7(6) . . ?
C41 C13 H13A 119.7 . . ?
C9 C13 H13A 119.7 . . ?
C22 C14 C28 123.0(7) . . ?
C22 C14 H14A 118.5 . . ?
C28 C14 H14A 118.5 . . ?
C34 C15 H15A 109.5 . . ?
C34 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C34 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C35 C16 C2 117.6(7) . . ?
C35 C16 H16A 121.2 . . ?
C2 C16 H16A 121.2 . . ?
C8 C17 C37 118.0(7) . . ?
C8 C17 H17A 121.0 . . ?
C37 C17 H17A 121.0 . . ?
C19 C18 C25 122.3(7) . . ?
C19 C18 H18A 118.9 . . ?
C25 C18 H18A 118.9 . . ?
C9 C19 C18 117.7(7) . . ?
C9 C19 C1 119.9(9) . . ?
C18 C19 C1 122.4(8) . . ?
N1 C20 H20A 109.5 . . ?
N1 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N1 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O9 C21 H21A 109.5 . . ?
O9 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O9 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C14 C22 C27 117.5(6) . . ?
C14 C22 C5 120.4(8) . . ?
C27 C22 C5 122.1(9) . . ?
C12 C23 C51 118.4(6) . . ?
C12 C23 H23A 120.8 . . ?
C51 C23 H23A 120.8 . . ?
N2 C24 H24A 109.5 . . ?
N2 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
N2 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C18 C25 C41 119.7(7) . . ?
C18 C25 H25A 120.1 . . ?
C41 C25 H25A 120.1 . . ?
C54 C26 C12 121.9(6) . . ?
C54 C26 H26A 119.0 . . ?
C12 C26 H26A 119.0 . . ?
C22 C27 C31 120.2(8) . . ?
C22 C27 H27A 119.9 . . ?
C31 C27 H27A 119.9 . . ?
C52 C28 C14 119.1(8) . . ?
C52 C28 H28A 120.5 . . ?
C14 C28 H28A 120.5 . . ?
C34 C29 C10 128.4(7) . . ?
C34 C29 S2 111.3(5) . . ?
C10 C29 S2 120.3(6) . . ?
C47 C30 H30A 109.5 . . ?
C47 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C47 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C27 C31 C52 122.7(7) . . ?
C27 C31 H31A 118.7 . . ?
C52 C31 H31A 118.7 . . ?
O2 C32 O1 124.2(6) . . ?
O2 C32 C46 125.9(6) . . ?
O1 C32 C46 109.9(5) . . ?
C36 C33 C4 130.5(6) . . ?
C36 C33 S1 110.5(4) . . ?
C4 C33 S1 118.9(5) . . ?
C29 C34 N1 111.9(6) . . ?
C29 C34 C15 127.8(6) . . ?
N1 C34 C15 120.2(6) . . ?
C16 C35 C37 119.6(5) . . ?
C16 C35 C50 129.1(5) . . ?
C37 C35 C50 111.3(5) . . ?
C33 C36 N2 112.8(5) . . ?
C33 C36 C7 126.3(6) . . ?
N2 C36 C7 120.9(6) . . ?
C17 C37 C35 122.0(6) . . ?
C17 C37 C39 127.9(6) . . ?
C35 C37 C39 110.2(5) . . ?
O4 C39 C37 128.1(6) . . ?
O4 C39 C40 121.4(6) . . ?
C37 C39 C40 110.5(5) . . ?
C42 C40 C39 109.9(5) . . ?
C42 C40 C41 110.3(5) . . ?
C39 C40 C41 107.1(4) . . ?
C42 C40 C50 116.3(4) . . ?
C39 C40 C50 102.0(4) . . ?
C41 C40 C50 110.7(4) . . ?
C13 C41 C25 118.1(6) . . ?
C13 C41 C40 122.1(5) . . ?
C25 C41 C40 119.8(5) . . ?
C40 C42 H42A 109.5 . . ?
C40 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C40 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
O10 C43 O9 123.8(5) . . ?
O10 C43 C50 122.5(5) . . ?
O9 C43 C50 113.6(4) . . ?
O5 C44 O3 122.8(6) . . ?
O5 C44 C45 126.1(5) . . ?
O3 C44 C45 111.1(5) . . ?
C44 C45 C49 107.8(4) . . ?
C44 C45 C53 113.8(4) . . ?
C49 C45 C53 116.2(4) . . ?
C44 C45 H45A 106.1 . . ?
C49 C45 H45A 106.1 . . ?
C53 C45 H45A 106.1 . . ?
C48 C46 C32 108.9(5) . . ?
C48 C46 C50 117.0(4) . . ?
C32 C46 C50 112.3(5) . . ?
C48 C46 H46A 105.9 . . ?
C32 C46 H46A 105.9 . . ?
C50 C46 H46A 105.9 . . ?
C30 C47 C52 110.5(5) . . ?
C30 C47 C57 110.5(4) . . ?
C52 C47 C57 106.6(5) . . ?
C30 C47 C53 115.4(5) . . ?
C52 C47 C53 110.9(4) . . ?
C57 C47 C53 102.2(4) . . ?
N1 C48 C46 123.5(5) . . ?
N1 C48 S2 111.0(4) . . ?
C46 C48 S2 124.7(4) . . ?
N2 C49 C45 124.1(5) . . ?
N2 C49 S1 110.1(4) . . ?
C45 C49 S1 124.9(4) . . ?
C35 C50 C43 114.5(5) . . ?
C35 C50 C46 113.1(4) . . ?
C43 C50 C46 105.7(4) . . ?
C35 C50 C40 103.6(4) . . ?
C43 C50 C40 107.8(4) . . ?
C46 C50 C40 112.2(4) . . ?
C56 C51 C23 121.6(5) . . ?
C56 C51 C57 110.3(5) . . ?
C23 C51 C57 128.0(5) . . ?
C28 C52 C31 117.5(5) . . ?
C28 C52 C47 120.8(6) . . ?
C31 C52 C47 121.7(5) . . ?
C56 C53 C55 110.6(4) . . ?
C56 C53 C45 112.3(4) . . ?
C55 C53 C45 108.4(4) . . ?
C56 C53 C47 103.7(4) . . ?
C55 C53 C47 108.3(4) . . ?
C45 C53 C47 113.4(4) . . ?
C26 C54 C56 118.0(6) . . ?
C26 C54 H54A 121.0 . . ?
C56 C54 H54A 121.0 . . ?
O8 C55 O6 125.3(5) . . ?
O8 C55 C53 124.6(5) . . ?
O6 C55 C53 110.0(4) . . ?
C51 C56 C54 120.3(5) . . ?
C51 C56 C53 111.0(5) . . ?
C54 C56 C53 128.6(5) . . ?
O7 C57 C51 126.3(5) . . ?
O7 C57 C47 124.9(5) . . ?
C51 C57 C47 108.8(4) . . ?
F3 C58 F1 107.7(12) . . ?
F3 C58 F2 107.6(12) . . ?
F1 C58 F2 107.6(12) . . ?
F3 C58 C59 110.6(8) . . ?
F1 C58 C59 111.4(9) . . ?
F2 C58 C59 111.6(8) . . ?
O12 C59 O11 126.4(8) . . ?
O12 C59 C58 112.6(12) . . ?
O11 C59 C58 119.1(12) . . ?
F4 C60 F6 91.5(17) . . ?
F5 C60 F6 112.0(19) . . ?
F5 C60 F4 116.0(19) . . ?
F9 C60 F8 100(2) . . ?
F9 C60 F7 105(2) . . ?
F8 C60 F7 101(2) . . ?
F9 C60 C61 121.1(18) . . ?
F4 C60 C61 116.6(16) . . ?
F8 C60 C61 115.3(19) . . ?
F7 C60 C61 112.4(17) . . ?
F6 C60 C61 105.9(14) . . ?
F5 C60 C61 112.4(16) . . ?
O14 C61 O13 131.9(14) . . ?
O14 C61 C60 114.0(14) . . ?
O13 C61 C60 114.0(14) . . ?
H1E O1W H1F 103.6 . . ?
H2E O2W H2F 101.5 . . ?
H4E O4W H4F 109.3 . . ?
H5E O5W H5F 99.2 . . ?
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 C49 1.682(5) . ?
S1 C33 1.721(6) . ?
S2 C48 1.682(6) . ?
S2 C29 1.709(7) . ?
N1 C48 1.327(7) . ?
N1 C34 1.410(8) . ?
N1 C20 1.470(8) . ?
N2 C49 1.333(7) . ?
N2 C36 1.391(7) . ?
N2 C24 1.467(8) . ?
O1 C32 1.316(8) . ?
O1 C6 1.462(8) . ?
O2 C32 1.201(8) . ?
O3 C44 1.317(7) . ?
O3 C3 1.447(9) . ?
O4 C39 1.227(7) . ?
O5 C44 1.203(7) . ?
O6 C55 1.317(7) . ?
O6 C11 1.478(7) . ?
O7 C57 1.198(6) . ?
O8 C55 1.194(6) . ?
O9 C43 1.309(7) . ?
O9 C21 1.437(7) . ?
O10 C43 1.230(6) . ?
O11 C59 1.304(15) . ?
O12 C59 1.213(16) . ?
O13 C61 1.226(15) . ?
O14 C61 1.216(15) . ?
C1 C19 1.498(11) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C16 1.397(10) . ?
C2 C8 1.397(13) . ?
C2 H2A 0.9300 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 C33 1.505(9) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 C22 1.519(9) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C36 1.500(9) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C17 1.340(12) . ?
C8 H8A 0.9300 . ?
C9 C19 1.358(10) . ?
C9 C13 1.417(10) . ?
C9 H9A 0.9300 . ?
C10 C29 1.509(9) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C23 1.373(9) . ?
C12 C26 1.398(10) . ?
C12 H12A 0.9300 . ?
C13 C41 1.367(8) . ?
C13 H13A 0.9300 . ?
C14 C22 1.371(12) . ?
C14 C28 1.410(10) . ?
C14 H14A 0.9300 . ?
C15 C34 1.481(9) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C35 1.384(9) . ?
C16 H16A 0.9300 . ?
C17 C37 1.398(9) . ?
C17 H17A 0.9300 . ?
C18 C19 1.374(11) . ?
C18 C25 1.395(10) . ?
C18 H18A 0.9300 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 C27 1.375(11) . ?
C23 C51 1.375(8) . ?
C23 H23A 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 C41 1.404(8) . ?
C25 H25A 0.9300 . ?
C26 C54 1.356(8) . ?
C26 H26A 0.9300 . ?
C27 C31 1.384(8) . ?
C27 H27A 0.9300 . ?
C28 C52 1.377(8) . ?
C28 H28A 0.9300 . ?
C29 C34 1.324(9) . ?
C30 C47 1.509(8) . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 C52 1.393(9) . ?
C31 H31A 0.9300 . ?
C32 C46 1.525(8) . ?
C33 C36 1.316(9) . ?
C35 C37 1.401(8) . ?
C35 C50 1.507(7) . ?
C37 C39 1.433(9) . ?
C39 C40 1.526(8) . ?
C40 C42 1.500(8) . ?
C40 C41 1.550(8) . ?
C40 C50 1.620(7) . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
C43 C50 1.513(7) . ?
C44 C45 1.498(8) . ?
C45 C49 1.509(7) . ?
C45 C53 1.566(7) . ?
C45 H45A 0.9800 . ?
C46 C48 1.497(7) . ?
C46 C50 1.575(7) . ?
C46 H46A 0.9800 . ?
C47 C52 1.535(7) . ?
C47 C57 1.535(8) . ?
C47 C53 1.601(7) . ?
C51 C56 1.374(7) . ?
C51 C57 1.479(8) . ?
C53 C56 1.531(7) . ?
C53 C55 1.542(7) . ?
C54 C56 1.388(8) . ?
C54 H54A 0.9300 . ?
C58 F3 1.300(11) . ?
C58 F1 1.301(11) . ?
C58 F2 1.301(13) . ?
C58 C59 1.540(11) . ?
C60 F5 1.22(3) . ?
C60 F9 1.26(4) . ?
C60 F4 1.26(2) . ?
C60 F8 1.27(4) . ?
C60 F7 1.36(3) . ?
C60 F6 1.39(3) . ?
C60 C61 1.540(11) . ?
O1W H1E 0.9770 . ?
O1W H1F 0.8841 . ?
O2W H2E 0.8589 . ?
O2W H2F 0.8798 . ?
O4W H4E 0.9618 . ?
O4W H4F 0.9542 . ?
O5W H5E 0.8908 . ?
O5W H5F 0.9834 . ?
