#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/35/7103542.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_7103542
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_sum            'C32.5 H38.5 Br N O5.75 S'
_chemical_formula_weight         647.11
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 116.8800(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   26.9107(11)
_cell_length_b                   10.0719(3)
_cell_length_c                   27.6693(10)
_cell_measurement_reflns_used    29380
_cell_measurement_temperature    296(1)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.0
_cell_volume                     6689.3(4)
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.942
_diffrn_measured_fraction_theta_max 0.942
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0561
_diffrn_reflns_av_sigmaI/netI    0.0484
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            46569
_diffrn_reflns_theta_full        25.20
_diffrn_reflns_theta_max         25.20
_diffrn_reflns_theta_min         2.99
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.332
_exptl_absorpt_correction_T_max  0.766
_exptl_absorpt_correction_T_min  0.465
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Higashi, T. (1995). Program for Absorption Correction.
Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.285
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             2700.00
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.49
_exptl_crystal_size_min          0.20
_refine_diff_density_max         1.023
_refine_diff_density_min         -1.052
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     746
_refine_ls_number_reflns         11340
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.1307
_refine_ls_R_factor_gt           0.0754
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1435P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2164
_refine_ls_wR_factor_ref         0.2428
_reflns_number_gt                6309
_reflns_number_total             11340
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b813371a.txt
_cod_data_source_block           13b
_cod_original_formula_sum        'C32.50 H38.50 Br N O5.75 S'
_cod_database_code               7103542
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.06636(3) 1.04021(9) 0.07801(3) 0.1187(3) Uani 1 1 d . . .
Br2 Br 0.41316(4) 0.12382(10) 0.40911(4) 0.1356(4) Uani 1 1 d . . .
S1 S 0.12276(6) 0.10641(13) 0.29381(6) 0.0739(4) Uani 1 1 d . . .
S2 S 0.37343(6) 1.05849(15) 0.17793(6) 0.0850(5) Uani 1 1 d . . .
N11 N 0.06434(16) 0.3578(4) 0.24042(15) 0.0661(11) Uani 1 1 d . . .
N41 N 0.43014(16) 0.8149(5) 0.24389(16) 0.0753(12) Uani 1 1 d . . .
O11 O 0.16420(11) 0.4242(3) 0.32883(11) 0.0540(7) Uani 1 1 d . . .
O12 O 0.22173(16) 0.6274(4) 0.28739(15) 0.0874(11) Uani 1 1 d . . .
O13 O 0.25507(14) 0.6862(4) 0.40515(14) 0.0772(10) Uani 1 1 d . . .
O14 O 0.27527(14) 0.4751(4) 0.39500(14) 0.0725(9) Uani 1 1 d . . .
O15 O 0.02500(14) 0.3465(4) 0.29735(14) 0.0795(10) Uani 1 1 d . . .
O41 O 0.33411(12) 0.7427(3) 0.15262(13) 0.0654(9) Uani 1 1 d . . .
O42 O 0.27392(16) 0.5567(4) 0.20144(16) 0.0968(13) Uani 1 1 d . . .
O43 O 0.24154(15) 0.4749(4) 0.08985(16) 0.0898(12) Uani 1 1 d . . .
O44 O 0.22442(15) 0.6923(4) 0.08550(18) 0.0975(13) Uani 1 1 d . . .
O45 O 0.47629(14) 0.8017(4) 0.19355(14) 0.0817(10) Uani 1 1 d . . .
C1 C 0.17896(18) 0.5489(4) 0.35648(17) 0.0530(11) Uani 1 1 d . . .
C2 C 0.15530(18) 0.5425(4) 0.39641(17) 0.0536(11) Uani 1 1 d . . .
C3 C 0.1622(2) 0.6299(5) 0.43791(18) 0.0631(12) Uani 1 1 d . . .
H3 H 0.1860 0.7024 0.4457 0.076 Uiso 1 1 calc R . .
C4 C 0.1335(2) 0.6074(5) 0.4670(2) 0.0741(15) Uani 1 1 d . . .
H4 H 0.1385 0.6632 0.4956 0.089 Uiso 1 1 calc R . .
C5 C 0.0972(2) 0.5022(6) 0.4540(2) 0.0751(15) Uani 1 1 d . . .
H5 H 0.0769 0.4900 0.4734 0.090 Uiso 1 1 calc R . .
C6 C 0.0899(2) 0.4145(5) 0.41322(19) 0.0651(13) Uani 1 1 d . . .
H6 H 0.0645 0.3451 0.4044 0.078 Uiso 1 1 calc R . .
C7 C 0.12139(18) 0.4322(4) 0.38563(17) 0.0548(11) Uani 1 1 d . . .
C8 C 0.12475(18) 0.3517(4) 0.34078(17) 0.0535(11) Uani 1 1 d . . .
C9 C 0.15172(19) 0.6601(5) 0.31507(18) 0.0571(11) Uani 1 1 d . . .
H9A H 0.1123 0.6409 0.2943 0.069 Uiso 1 1 calc R . .
H9B H 0.1552 0.7428 0.3343 0.069 Uiso 1 1 calc R . .
C10 C 0.1767(2) 0.6779(5) 0.27656(19) 0.0625(12) Uani 1 1 d . . .
C11 C 0.14749(19) 0.7612(5) 0.22747(17) 0.0568(11) Uani 1 1 d . . .
C12 C 0.09824(19) 0.8252(5) 0.21527(18) 0.0607(12) Uani 1 1 d . . .
H12 H 0.0814 0.8147 0.2379 0.073 Uiso 1 1 calc R . .
C13 C 0.0731(2) 0.9052(5) 0.16997(19) 0.0672(13) Uani 1 1 d . . .
H13 H 0.0397 0.9479 0.1620 0.081 Uiso 1 1 calc R . .
C14 C 0.0982(2) 0.9203(5) 0.13720(19) 0.0710(14) Uani 1 1 d . . .
C15 C 0.1474(2) 0.8551(6) 0.1473(2) 0.0760(15) Uani 1 1 d . . .
H15 H 0.1636 0.8650 0.1241 0.091 Uiso 1 1 calc R . .
C16 C 0.1717(2) 0.7752(5) 0.1926(2) 0.0695(13) Uani 1 1 d . . .
H16 H 0.2045 0.7302 0.1999 0.083 Uiso 1 1 calc R . .
C17 C 0.2427(2) 0.5609(6) 0.38655(19) 0.0619(12) Uani 1 1 d . . .
C18 C 0.3136(2) 0.7181(7) 0.4356(3) 0.0954(19) Uani 1 1 d . . .
H18A H 0.3346 0.6379 0.4515 0.115 Uiso 1 1 calc R . .
H18B H 0.3189 0.7790 0.4647 0.115 Uiso 1 1 calc R . .
C19 C 0.3336(3) 0.7785(8) 0.3998(3) 0.121(3) Uani 1 1 d . . .
H19A H 0.3320 0.7146 0.3734 0.181 Uiso 1 1 calc R . .
H19B H 0.3714 0.8073 0.4208 0.181 Uiso 1 1 calc R . .
H19C H 0.3107 0.8534 0.3818 0.181 Uiso 1 1 calc R . .
C20 C 0.14658(18) 0.2046(4) 0.35658(18) 0.0589(12) Uani 1 1 d . . .
C21 C 0.20958(19) 0.2042(5) 0.3893(2) 0.0698(14) Uani 1 1 d . . .
H21A H 0.2200 0.2622 0.4203 0.084 Uiso 1 1 calc R . .
H21B H 0.2259 0.2399 0.3671 0.084 Uiso 1 1 calc R . .
C22 C 0.2338(2) 0.0660(5) 0.4092(3) 0.0891(19) Uani 1 1 d . . .
H22A H 0.2276 0.0105 0.3783 0.107 Uiso 1 1 calc R . .
H22B H 0.2737 0.0731 0.4318 0.107 Uiso 1 1 calc R . .
C23 C 0.2073(3) 0.0020(6) 0.4412(3) 0.099(2) Uani 1 1 d . . .
H23A H 0.2167 0.0525 0.4740 0.119 Uiso 1 1 calc R . .
H23B H 0.2218 -0.0872 0.4515 0.119 Uiso 1 1 calc R . .
C24 C 0.1441(3) -0.0039(5) 0.4080(3) 0.0903(18) Uani 1 1 d . . .
H24A H 0.1344 -0.0607 0.3767 0.108 Uiso 1 1 calc R . .
H24B H 0.1277 -0.0412 0.4298 0.108 Uiso 1 1 calc R . .
C25 C 0.1215(2) 0.1353(5) 0.3895(2) 0.0724(14) Uani 1 1 d . . .
H25A H 0.1287 0.1888 0.4212 0.087 Uiso 1 1 calc R . .
H25B H 0.0814 0.1301 0.3678 0.087 Uiso 1 1 calc R . .
C26 C 0.06677(19) 0.3488(5) 0.29038(19) 0.0602(12) Uani 1 1 d . . .
C27 C 0.0080(2) 0.3666(6) 0.1935(2) 0.0863(17) Uani 1 1 d . . .
H27A H 0.0099 0.4218 0.1657 0.104 Uiso 1 1 calc R . .
H27B H -0.0172 0.4091 0.2050 0.104 Uiso 1 1 calc R . .
C28 C -0.0149(2) 0.2335(7) 0.1699(3) 0.116(2) Uani 1 1 d . . .
H28A H 0.0079 0.1948 0.1551 0.174 Uiso 1 1 calc R . .
H28B H -0.0523 0.2435 0.1418 0.174 Uiso 1 1 calc R . .
H28C H -0.0149 0.1768 0.1978 0.174 Uiso 1 1 calc R . .
C29 C 0.1080(2) 0.3182(6) 0.22863(19) 0.0668(13) Uani 1 1 d . . .
C30 C 0.1172(3) 0.4070(7) 0.1906(2) 0.0973(19) Uani 1 1 d . . .
H30A H 0.1561 0.4278 0.2052 0.146 Uiso 1 1 calc R . .
H30B H 0.0963 0.4874 0.1857 0.146 Uiso 1 1 calc R . .
H30C H 0.1051 0.3632 0.1563 0.146 Uiso 1 1 calc R . .
C31 C 0.1379(2) 0.2097(6) 0.2504(2) 0.0721(14) Uani 1 1 d . . .
C32 C 0.1864(2) 0.1651(7) 0.2410(3) 0.098(2) Uani 1 1 d . . .
H32A H 0.1903 0.0704 0.2451 0.147 Uiso 1 1 calc R . .
H32B H 0.2199 0.2070 0.2670 0.147 Uiso 1 1 calc R . .
H32C H 0.1798 0.1894 0.2051 0.147 Uiso 1 1 calc R . .
C41 C 0.32025(19) 0.6102(5) 0.13043(19) 0.0615(12) Uani 1 1 d . . .
C42 C 0.34782(18) 0.5991(4) 0.09516(18) 0.0558(11) Uani 1 1 d . . .
C43 C 0.3455(2) 0.4952(5) 0.0614(2) 0.0689(13) Uani 1 1 d . . .
H43 H 0.3209 0.4252 0.0552 0.083 Uiso 1 1 calc R . .
C44 C 0.3804(2) 0.4972(5) 0.0370(2) 0.0731(14) Uani 1 1 d . . .
H44 H 0.3785 0.4296 0.0134 0.088 Uiso 1 1 calc R . .
C45 C 0.4183(2) 0.6005(5) 0.0479(2) 0.0724(14) Uani 1 1 d . . .
H45 H 0.4424 0.6001 0.0321 0.087 Uiso 1 1 calc R . .
C46 C 0.4207(2) 0.7044(5) 0.08196(19) 0.0665(13) Uani 1 1 d . . .
H46 H 0.4466 0.7724 0.0896 0.080 Uiso 1 1 calc R . .
C47 C 0.3841(2) 0.7050(5) 0.10435(18) 0.0601(12) Uani 1 1 d . . .
C48 C 0.37717(19) 0.8010(5) 0.14302(18) 0.0606(12) Uani 1 1 d . . .
C49 C 0.3451(2) 0.5080(5) 0.1764(2) 0.0689(13) Uani 1 1 d . . .
H49A H 0.3438 0.4214 0.1606 0.083 Uiso 1 1 calc R . .
H49B H 0.3840 0.5299 0.1987 0.083 Uiso 1 1 calc R . .
C50 C 0.3171(2) 0.4983(5) 0.2125(2) 0.0715(14) Uani 1 1 d . . .
C51 C 0.3426(2) 0.4093(5) 0.2614(2) 0.0673(13) Uani 1 1 d . . .
C52 C 0.3172(2) 0.3978(6) 0.2946(2) 0.0775(15) Uani 1 1 d . . .
H52 H 0.2854 0.4475 0.2869 0.093 Uiso 1 1 calc R . .
C53 C 0.3379(2) 0.3143(6) 0.3389(2) 0.0850(16) Uani 1 1 d . . .
H53 H 0.3202 0.3066 0.3610 0.102 Uiso 1 1 calc R . .
C54 C 0.3855(3) 0.2425(6) 0.3497(2) 0.0808(15) Uani 1 1 d . . .
C55 C 0.4128(2) 0.2546(5) 0.3186(2) 0.0750(14) Uani 1 1 d . . .
H55 H 0.4454 0.2072 0.3272 0.090 Uiso 1 1 calc R . .
C56 C 0.3914(2) 0.3375(5) 0.2745(2) 0.0705(13) Uani 1 1 d . . .
H56 H 0.4097 0.3460 0.2530 0.085 Uiso 1 1 calc R . .
C57 C 0.2560(2) 0.6019(6) 0.0999(2) 0.0744(14) Uani 1 1 d . . .
C58 C 0.1815(3) 0.4487(8) 0.0674(3) 0.124(3) Uani 1 1 d . . .
H58A H 0.1660 0.5003 0.0869 0.148 Uiso 1 1 calc R . .
H58B H 0.1631 0.4758 0.0297 0.148 Uiso 1 1 calc R . .
C59 C 0.1718(4) 0.3158(11) 0.0712(6) 0.205(5) Uani 1 1 d . . .
H59A H 0.1851 0.2652 0.0500 0.307 Uiso 1 1 calc R . .
H59B H 0.1325 0.3012 0.0579 0.307 Uiso 1 1 calc R . .
H59C H 0.1910 0.2884 0.1084 0.307 Uiso 1 1 calc R . .
C60 C 0.3592(2) 0.9463(5) 0.12009(19) 0.0708(14) Uani 1 1 d . . .
C61 C 0.2971(3) 0.9483(6) 0.0790(3) 0.107(2) Uani 1 1 d . . .
H61A H 0.2747 0.9305 0.0975 0.129 Uiso 1 1 calc R . .
H61B H 0.2898 0.8791 0.0522 0.129 Uiso 1 1 calc R . .
C62 C 0.2801(3) 1.0870(7) 0.0496(4) 0.147(4) Uani 1 1 d . . .
H62A H 0.2430 1.0800 0.0198 0.177 Uiso 1 1 calc R . .
H62B H 0.2788 1.1518 0.0749 0.177 Uiso 1 1 calc R . .
C63 C 0.3200(5) 1.1375(8) 0.0277(3) 0.153(4) Uani 1 1 d . . .
H63A H 0.3179 1.0794 -0.0012 0.184 Uiso 1 1 calc R . .
H63B H 0.3088 1.2258 0.0127 0.184 Uiso 1 1 calc R . .
C64 C 0.3756(4) 1.1412(6) 0.0695(3) 0.116(2) Uani 1 1 d . . .
H64A H 0.3781 1.2024 0.0975 0.139 Uiso 1 1 calc R . .
H64B H 0.4001 1.1729 0.0549 0.139 Uiso 1 1 calc R . .
C65 C 0.3945(3) 1.0012(5) 0.0943(2) 0.0897(18) Uani 1 1 d . . .
H65A H 0.3924 0.9408 0.0661 0.108 Uiso 1 1 calc R . .
H65B H 0.4331 1.0054 0.1215 0.108 Uiso 1 1 calc R . .
C66 C 0.4322(2) 0.8088(5) 0.19600(19) 0.0647(12) Uani 1 1 d . . .
C67 C 0.4838(2) 0.8060(8) 0.2936(2) 0.099(2) Uani 1 1 d . . .
H67A H 0.4781 0.7614 0.3218 0.119 Uiso 1 1 calc R . .
H67B H 0.5100 0.7540 0.2864 0.119 Uiso 1 1 calc R . .
C68 C 0.5066(3) 0.9381(8) 0.3122(3) 0.139(3) Uani 1 1 d . . .
H68A H 0.5075 0.9865 0.2827 0.209 Uiso 1 1 calc R . .
H68B H 0.5438 0.9303 0.3410 0.209 Uiso 1 1 calc R . .
H68C H 0.4837 0.9843 0.3250 0.209 Uiso 1 1 calc R . .
C69 C 0.3829(2) 0.8630(7) 0.2493(2) 0.0801(16) Uani 1 1 d . . .
C70 C 0.3698(3) 0.7877(7) 0.2885(2) 0.105(2) Uani 1 1 d . . .
H70A H 0.3742 0.8448 0.3179 0.158 Uiso 1 1 calc R . .
H70B H 0.3947 0.7135 0.3023 0.158 Uiso 1 1 calc R . .
H70C H 0.3320 0.7563 0.2705 0.158 Uiso 1 1 calc R . .
C71 C 0.3543(2) 0.9693(6) 0.2211(2) 0.0828(17) Uani 1 1 d . . .
C72 C 0.3017(3) 1.0185(8) 0.2225(3) 0.127(3) Uani 1 1 d . . .
H72A H 0.2702 1.0021 0.1881 0.191 Uiso 1 1 calc R . .
H72B H 0.3048 1.1120 0.2299 0.191 Uiso 1 1 calc R . .
H72C H 0.2967 0.9724 0.2504 0.191 Uiso 1 1 calc R . .
O1W O 0.5216(9) 0.472(2) 0.5024(11) 0.279(11) Uiso 0.50 1 d P . .
H1A H 0.5378 0.5170 0.4827 0.419 Uiso 0.50 1 d PR . .
H1B H 0.5362 0.3888 0.5033 0.419 Uiso 0.50 1 d PR . .
O2W O 0.4619(8) 0.5607(18) 0.4223(8) 0.242(8) Uiso 0.50 1 d P . .
H2A H 0.4692 0.6437 0.4295 0.363 Uiso 0.50 1 d PR . .
H2B H 0.4555 0.5230 0.4452 0.363 Uiso 0.50 1 d PR . .
O1 O 0.0000 0.5000 0.0000 0.422(13) Uiso 1 2 d SD . .
H1C H -0.0272 0.4733 0.0114 0.633 Uiso 0.50 1 d PR . .
C81 C 0.0076(12) 0.673(2) 0.0624(9) 0.292(16) Uiso 0.50 1 d PD . .
H81A H -0.0279 0.6406 0.0576 0.438 Uiso 0.50 1 calc PR . .
H81B H 0.0080 0.7686 0.0649 0.438 Uiso 0.50 1 calc PR . .
H81C H 0.0366 0.6373 0.0951 0.438 Uiso 0.50 1 calc PR . .
C82 C 0.0173(19) 0.6317(16) 0.0138(14) 0.41(3) Uiso 0.50 1 d PD . .
H82A H -0.0036 0.6894 -0.0168 0.488 Uiso 0.50 1 calc PR . .
H82B H 0.0565 0.6397 0.0231 0.488 Uiso 0.50 1 calc PR . .
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'
Br Br -0.2901 2.4595 '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'
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
C31 S1 C20 103.6(2) . . ?
C71 S2 C60 105.5(3) . . ?
C26 N11 C29 123.7(4) . . ?
C26 N11 C27 117.0(4) . . ?
C29 N11 C27 116.2(4) . . ?
C66 N41 C69 123.3(4) . . ?
C66 N41 C67 117.0(4) . . ?
C69 N41 C67 117.6(4) . . ?
C1 O11 C8 112.1(3) . . ?
C17 O13 C18 116.6(4) . . ?
C48 O41 C41 112.1(3) . . ?
C57 O43 C58 115.0(5) . . ?
O11 C1 C2 104.4(3) . . ?
O11 C1 C9 108.6(3) . . ?
C2 C1 C9 111.2(4) . . ?
O11 C1 C17 109.3(4) . . ?
C2 C1 C17 110.2(4) . . ?
C9 C1 C17 112.8(4) . . ?
C7 C2 C3 121.1(4) . . ?
C7 C2 C1 109.4(4) . . ?
C3 C2 C1 129.5(4) . . ?
C4 C3 C2 118.8(5) . . ?
C4 C3 H3 120.6 . . ?
C2 C3 H3 120.6 . . ?
C3 C4 C5 120.1(5) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C4 C5 C6 121.9(5) . . ?
C4 C5 H5 119.1 . . ?
C6 C5 H5 119.1 . . ?
C5 C6 C7 118.3(5) . . ?
C5 C6 H6 120.8 . . ?
C7 C6 H6 120.8 . . ?
C2 C7 C6 119.6(4) . . ?
C2 C7 C8 109.2(4) . . ?
C6 C7 C8 131.2(4) . . ?
O11 C8 C7 103.8(3) . . ?
O11 C8 C26 110.4(4) . . ?
C7 C8 C26 109.7(4) . . ?
O11 C8 C20 108.5(3) . . ?
C7 C8 C20 115.2(4) . . ?
C26 C8 C20 109.1(3) . . ?
C10 C9 C1 113.7(4) . . ?
C10 C9 H9A 108.8 . . ?
C1 C9 H9A 108.8 . . ?
C10 C9 H9B 108.8 . . ?
C1 C9 H9B 108.8 . . ?
H9A C9 H9B 107.7 . . ?
O12 C10 C11 121.0(4) . . ?
O12 C10 C9 119.2(4) . . ?
C11 C10 C9 119.7(4) . . ?
C12 C11 C16 118.9(4) . . ?
C12 C11 C10 122.9(4) . . ?
C16 C11 C10 118.2(4) . . ?
C11 C12 C13 121.3(4) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 H12 119.4 . . ?
C14 C13 C12 118.9(5) . . ?
C14 C13 H13 120.6 . . ?
C12 C13 H13 120.6 . . ?
C13 C14 C15 121.9(5) . . ?
C13 C14 Br1 118.7(4) . . ?
C15 C14 Br1 119.4(4) . . ?
C16 C15 C14 118.4(5) . . ?
C16 C15 H15 120.8 . . ?
C14 C15 H15 120.8 . . ?
C15 C16 C11 120.6(5) . . ?
C15 C16 H16 119.7 . . ?
C11 C16 H16 119.7 . . ?
O14 C17 O13 125.3(4) . . ?
O14 C17 C1 126.8(5) . . ?
O13 C17 C1 107.7(4) . . ?
O13 C18 C19 109.7(5) . . ?
O13 C18 H18A 109.7 . . ?
C19 C18 H18A 109.7 . . ?
O13 C18 H18B 109.7 . . ?
C19 C18 H18B 109.7 . . ?
H18A C18 H18B 108.2 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 C25 108.6(4) . . ?
C21 C20 C8 110.0(4) . . ?
C25 C20 C8 112.6(4) . . ?
C21 C20 S1 112.3(3) . . ?
C25 C20 S1 104.9(3) . . ?
C8 C20 S1 108.4(3) . . ?
C20 C21 C22 113.4(4) . . ?
C20 C21 H21A 108.9 . . ?
C22 C21 H21A 108.9 . . ?
C20 C21 H21B 108.9 . . ?
C22 C21 H21B 108.9 . . ?
H21A C21 H21B 107.7 . . ?
C23 C22 C21 111.2(5) . . ?
C23 C22 H22A 109.4 . . ?
C21 C22 H22A 109.4 . . ?
C23 C22 H22B 109.4 . . ?
C21 C22 H22B 109.4 . . ?
H22A C22 H22B 108.0 . . ?
C22 C23 C24 110.9(5) . . ?
C22 C23 H23A 109.5 . . ?
C24 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C24 C23 H23B 109.5 . . ?
H23A C23 H23B 108.0 . . ?
C25 C24 C23 109.5(5) . . ?
C25 C24 H24A 109.8 . . ?
C23 C24 H24A 109.8 . . ?
C25 C24 H24B 109.8 . . ?
C23 C24 H24B 109.8 . . ?
H24A C24 H24B 108.2 . . ?
C24 C25 C20 113.7(5) . . ?
C24 C25 H25A 108.8 . . ?
C20 C25 H25A 108.8 . . ?
C24 C25 H25B 108.8 . . ?
C20 C25 H25B 108.8 . . ?
H25A C25 H25B 107.7 . . ?
O15 C26 N11 122.5(4) . . ?
O15 C26 C8 118.7(4) . . ?
N11 C26 C8 118.6(4) . . ?
N11 C27 C28 112.5(5) . . ?
N11 C27 H27A 109.1 . . ?
C28 C27 H27A 109.1 . . ?
N11 C27 H27B 109.1 . . ?
C28 C27 H27B 109.1 . . ?
H27A C27 H27B 107.8 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C31 C29 N11 121.6(5) . . ?
C31 C29 C30 123.7(5) . . ?
N11 C29 C30 114.6(5) . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C29 C31 C32 124.1(6) . . ?
C29 C31 S1 120.8(4) . . ?
C32 C31 S1 115.1(5) . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
O41 C41 C42 104.0(4) . . ?
O41 C41 C49 109.5(4) . . ?
C42 C41 C49 109.7(4) . . ?
O41 C41 C57 107.0(4) . . ?
C42 C41 C57 114.1(4) . . ?
C49 C41 C57 112.1(4) . . ?
C43 C42 C47 121.1(5) . . ?
C43 C42 C41 128.5(5) . . ?
C47 C42 C41 110.0(4) . . ?
C44 C43 C42 119.0(5) . . ?
C44 C43 H43 120.5 . . ?
C42 C43 H43 120.5 . . ?
C43 C44 C45 119.9(5) . . ?
C43 C44 H44 120.0 . . ?
C45 C44 H44 120.0 . . ?
C46 C45 C44 120.9(5) . . ?
C46 C45 H45 119.5 . . ?
C44 C45 H45 119.5 . . ?
C47 C46 C45 118.9(5) . . ?
C47 C46 H46 120.5 . . ?
C45 C46 H46 120.5 . . ?
C46 C47 C42 119.9(4) . . ?
C46 C47 C48 131.3(5) . . ?
C42 C47 C48 108.7(4) . . ?
O41 C48 C47 103.7(4) . . ?
O41 C48 C66 110.8(4) . . ?
C47 C48 C66 109.4(4) . . ?
O41 C48 C60 109.2(4) . . ?
C47 C48 C60 114.8(4) . . ?
C66 C48 C60 108.8(4) . . ?
C50 C49 C41 115.7(4) . . ?
C50 C49 H49A 108.4 . . ?
C41 C49 H49A 108.4 . . ?
C50 C49 H49B 108.4 . . ?
C41 C49 H49B 108.4 . . ?
H49A C49 H49B 107.4 . . ?
O42 C50 C49 120.9(5) . . ?
O42 C50 C51 120.7(5) . . ?
C49 C50 C51 118.3(4) . . ?
C52 C51 C56 118.5(5) . . ?
C52 C51 C50 119.2(5) . . ?
C56 C51 C50 122.3(5) . . ?
C51 C52 C53 121.5(5) . . ?
C51 C52 H52 119.3 . . ?
C53 C52 H52 119.3 . . ?
C52 C53 C54 118.1(5) . . ?
C52 C53 H53 120.9 . . ?
C54 C53 H53 120.9 . . ?
C55 C54 C53 121.9(5) . . ?
C55 C54 Br2 119.4(4) . . ?
C53 C54 Br2 118.7(4) . . ?
C54 C55 C56 119.1(5) . . ?
C54 C55 H55 120.5 . . ?
C56 C55 H55 120.5 . . ?
C55 C56 C51 120.9(5) . . ?
C55 C56 H56 119.6 . . ?
C51 C56 H56 119.6 . . ?
O44 C57 O43 124.9(5) . . ?
O44 C57 C41 126.7(5) . . ?
O43 C57 C41 108.4(5) . . ?
C59 C58 O43 110.6(7) . . ?
C59 C58 H58A 109.5 . . ?
O43 C58 H58A 109.5 . . ?
C59 C58 H58B 109.5 . . ?
O43 C58 H58B 109.5 . . ?
H58A C58 H58B 108.1 . . ?
C58 C59 H59A 109.5 . . ?
C58 C59 H59B 109.5 . . ?
H59A C59 H59B 109.5 . . ?
C58 C59 H59C 109.5 . . ?
H59A C59 H59C 109.5 . . ?
H59B C59 H59C 109.5 . . ?
C65 C60 C61 110.3(5) . . ?
C65 C60 C48 112.4(4) . . ?
C61 C60 C48 110.0(4) . . ?
C65 C60 S2 104.7(3) . . ?
C61 C60 S2 111.2(4) . . ?
C48 C60 S2 108.2(3) . . ?
C60 C61 C62 111.0(5) . . ?
C60 C61 H61A 109.4 . . ?
C62 C61 H61A 109.4 . . ?
C60 C61 H61B 109.4 . . ?
C62 C61 H61B 109.4 . . ?
H61A C61 H61B 108.0 . . ?
C63 C62 C61 113.9(7) . . ?
C63 C62 H62A 108.8 . . ?
C61 C62 H62A 108.8 . . ?
C63 C62 H62B 108.8 . . ?
C61 C62 H62B 108.8 . . ?
H62A C62 H62B 107.7 . . ?
C64 C63 C62 110.7(7) . . ?
C64 C63 H63A 109.5 . . ?
C62 C63 H63A 109.5 . . ?
C64 C63 H63B 109.5 . . ?
C62 C63 H63B 109.5 . . ?
H63A C63 H63B 108.1 . . ?
C63 C64 C65 110.6(6) . . ?
C63 C64 H64A 109.5 . . ?
C65 C64 H64A 109.5 . . ?
C63 C64 H64B 109.5 . . ?
C65 C64 H64B 109.5 . . ?
H64A C64 H64B 108.1 . . ?
C60 C65 C64 112.8(6) . . ?
C60 C65 H65A 109.0 . . ?
C64 C65 H65A 109.0 . . ?
C60 C65 H65B 109.0 . . ?
C64 C65 H65B 109.0 . . ?
H65A C65 H65B 107.8 . . ?
O45 C66 N41 121.9(4) . . ?
O45 C66 C48 118.9(4) . . ?
N41 C66 C48 119.1(4) . . ?
C68 C67 N41 110.5(6) . . ?
C68 C67 H67A 109.5 . . ?
N41 C67 H67A 109.5 . . ?
C68 C67 H67B 109.5 . . ?
N41 C67 H67B 109.5 . . ?
H67A C67 H67B 108.1 . . ?
C67 C68 H68A 109.5 . . ?
C67 C68 H68B 109.5 . . ?
H68A C68 H68B 109.5 . . ?
C67 C68 H68C 109.5 . . ?
H68A C68 H68C 109.5 . . ?
H68B C68 H68C 109.5 . . ?
C71 C69 N41 120.8(5) . . ?
C71 C69 C70 124.5(6) . . ?
N41 C69 C70 114.7(6) . . ?
C69 C70 H70A 109.5 . . ?
C69 C70 H70B 109.5 . . ?
H70A C70 H70B 109.5 . . ?
C69 C70 H70C 109.5 . . ?
H70A C70 H70C 109.5 . . ?
H70B C70 H70C 109.5 . . ?
C69 C71 C72 122.8(6) . . ?
C69 C71 S2 122.5(4) . . ?
C72 C71 S2 114.6(6) . . ?
C71 C72 H72A 109.5 . . ?
C71 C72 H72B 109.5 . . ?
H72A C72 H72B 109.5 . . ?
C71 C72 H72C 109.5 . . ?
H72A C72 H72C 109.5 . . ?
H72B C72 H72C 109.5 . . ?
O1W O1W H1A 111.3 3_666 . ?
H2A O2W H2B 112.0 . . ?
C82 O1 C82 180(3) 3_565 . ?
C82 O1 H1C 112.7 . . ?
C82 C81 H81A 109.5 . . ?
C82 C81 H81B 109.5 . . ?
H81A C81 H81B 109.5 . . ?
C82 C81 H81C 109.5 . . ?
H81A C81 H81C 109.5 . . ?
H81B C81 H81C 109.5 . . ?
O1 C82 C81 109.32(11) . . ?
O1 C82 H82A 109.8 . . ?
C81 C82 H82A 109.8 . . ?
O1 C82 H82B 109.8 . . ?
C81 C82 H82B 109.8 . . ?
H82A C82 H82B 108.3 . . ?
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
Br1 C14 1.899(5) . ?
Br2 C54 1.892(5) . ?
S1 C31 1.770(6) . ?
S1 C20 1.844(4) . ?
S2 C71 1.747(7) . ?
S2 C60 1.852(5) . ?
N11 C26 1.357(6) . ?
N11 C29 1.411(6) . ?
N11 C27 1.488(6) . ?
N41 C66 1.352(6) . ?
N41 C69 1.430(7) . ?
N41 C67 1.480(7) . ?
O11 C1 1.430(5) . ?
O11 C8 1.444(5) . ?
O12 C10 1.221(6) . ?
O13 C17 1.347(6) . ?
O13 C18 1.446(6) . ?
O14 C17 1.177(6) . ?
O15 C26 1.224(5) . ?
O41 C48 1.427(6) . ?
O41 C41 1.445(5) . ?
O42 C50 1.212(6) . ?
O43 C57 1.330(7) . ?
O43 C58 1.470(7) . ?
O44 C57 1.185(6) . ?
O45 C66 1.221(6) . ?
C1 C2 1.505(6) . ?
C1 C9 1.531(6) . ?
C1 C17 1.535(7) . ?
C2 C7 1.382(6) . ?
C2 C3 1.391(6) . ?
C3 C4 1.362(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.375(8) . ?
C4 H4 0.9300 . ?
C5 C6 1.376(7) . ?
C5 H5 0.9300 . ?
C6 C7 1.385(6) . ?
C6 H6 0.9300 . ?
C7 C8 1.519(6) . ?
C8 C26 1.553(6) . ?
C8 C20 1.581(6) . ?
C9 C10 1.505(6) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.483(7) . ?
C11 C12 1.372(6) . ?
C11 C16 1.395(6) . ?
C12 C13 1.382(6) . ?
C12 H12 0.9300 . ?
C13 C14 1.361(7) . ?
C13 H13 0.9300 . ?
C14 C15 1.388(7) . ?
C15 C16 1.380(7) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C18 C19 1.457(9) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 C21 1.519(6) . ?
C20 C25 1.527(7) . ?
C21 C22 1.530(7) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.510(9) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.524(9) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 C25 1.522(7) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C27 C28 1.496(8) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 C31 1.330(7) . ?
C29 C30 1.485(8) . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 C32 1.509(7) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C41 C42 1.473(7) . ?
C41 C49 1.535(7) . ?
C41 C57 1.546(7) . ?
C42 C43 1.385(7) . ?
C42 C47 1.390(6) . ?
C43 C44 1.381(7) . ?
C43 H43 0.9300 . ?
C44 C45 1.391(7) . ?
C44 H44 0.9300 . ?
C45 C46 1.391(7) . ?
C45 H45 0.9300 . ?
C46 C47 1.382(7) . ?
C46 H46 0.9300 . ?
C47 C48 1.514(6) . ?
C48 C66 1.544(6) . ?
C48 C60 1.581(7) . ?
C49 C50 1.500(7) . ?
C49 H49A 0.9700 . ?
C49 H49B 0.9700 . ?
C50 C51 1.506(7) . ?
C51 C52 1.375(7) . ?
C51 C56 1.396(7) . ?
C52 C53 1.381(8) . ?
C52 H52 0.9300 . ?
C53 C54 1.382(8) . ?
C53 H53 0.9300 . ?
C54 C55 1.367(7) . ?
C55 C56 1.372(7) . ?
C55 H55 0.9300 . ?
C56 H56 0.9300 . ?
C58 C59 1.376(11) . ?
C58 H58A 0.9700 . ?
C58 H58B 0.9700 . ?
C59 H59A 0.9600 . ?
C59 H59B 0.9600 . ?
C59 H59C 0.9600 . ?
C60 C65 1.527(8) . ?
C60 C61 1.539(8) . ?
C61 C62 1.575(9) . ?
C61 H61A 0.9700 . ?
C61 H61B 0.9700 . ?
C62 C63 1.538(13) . ?
C62 H62A 0.9700 . ?
C62 H62B 0.9700 . ?
C63 C64 1.419(11) . ?
C63 H63A 0.9700 . ?
C63 H63B 0.9700 . ?
C64 C65 1.550(8) . ?
C64 H64A 0.9700 . ?
C64 H64B 0.9700 . ?
C65 H65A 0.9700 . ?
C65 H65B 0.9700 . ?
C67 C68 1.458(10) . ?
C67 H67A 0.9700 . ?
C67 H67B 0.9700 . ?
C68 H68A 0.9600 . ?
C68 H68B 0.9600 . ?
C68 H68C 0.9600 . ?
C69 C71 1.344(8) . ?
C69 C70 1.490(8) . ?
C70 H70A 0.9600 . ?
C70 H70B 0.9600 . ?
C70 H70C 0.9600 . ?
C71 C72 1.516(8) . ?
C72 H72A 0.9600 . ?
C72 H72B 0.9600 . ?
C72 H72C 0.9600 . ?
O1W H1A 0.9542 . ?
O1W H1B 0.9173 . ?
O2W H2A 0.8614 . ?
O2W H2B 0.8220 . ?
O1 C82 1.4002(11) 3_565 ?
O1 C82 1.4002(11) . ?
O1 H1C 0.9573 . ?
C81 C82 1.5399(10) . ?
C81 H81A 0.9600 . ?
C81 H81B 0.9600 . ?
C81 H81C 0.9600 . ?
C82 H82A 0.9700 . ?
C82 H82B 0.9700 . ?
