# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_buch98
_database_code_depnum_ccdc_archive 'CCDC 1560393'
_audit_update_record             
;
2017-07-05 deposited with the CCDC.
2017-10-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 complex 4 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C46 H57 F6 N3 O6 S2 W, C4 H10 O'
_chemical_formula_sum            'C50 H67 F6 N3 O7 S2 W'
_chemical_formula_weight         1184.04

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'
F F 0.0171 0.0103 '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'
W W -0.8490 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   12.0693(8)
_cell_length_b                   12.9179(9)
_cell_length_c                   18.8210(13)
_cell_angle_alpha                79.289(3)
_cell_angle_beta                 83.831(4)
_cell_angle_gamma                65.484(3)
_cell_volume                     2621.8(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    13826
_cell_measurement_theta_min      1.75
_cell_measurement_theta_max      30.59

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.29
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.500
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1208
_exptl_absorpt_coefficient_mu    2.355
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.8642
_exptl_absorpt_correction_T_max  0.9952
_exptl_absorpt_process_details   'SADABS (Bruker,2008)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  Triumph
_diffrn_measurement_device_type  'Bruker Kappa APEXII Duo'
_diffrn_measurement_method       'Omega + Phi Scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            76602
_diffrn_reflns_av_R_equivalents  0.0330
_diffrn_reflns_av_sigmaI/netI    0.0338
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.75
_diffrn_reflns_theta_max         30.59
_reflns_number_total             15994
_reflns_number_gt                13826
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEXII Software Suite, 2008'
_computing_cell_refinement       'Bruker APEXII Software Suite, 2008'
_computing_data_reduction        'Bruker APEXII Software Suite, 2008'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL-plus, XP (Sheldrick, 1991)'
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0207P)²+2.6339P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         15994
_refine_ls_number_parameters     707
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0384
_refine_ls_R_factor_gt           0.0255
_refine_ls_wR_factor_ref         0.0566
_refine_ls_wR_factor_gt          0.0521
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

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
W1 W 0.980827(7) 0.706828(7) 0.219045(4) 0.01308(2) Uani 1 1 d . A .
O1 O 0.86233(13) 0.62890(13) 0.21051(8) 0.0197(3) Uani 1 1 d . . .
S1 S 0.83866(5) 0.58395(5) 0.14795(3) 0.01785(10) Uani 1 1 d . . .
O2 O 0.94289(14) 0.49192(15) 0.12443(9) 0.0283(4) Uani 1 1 d . . .
O3 O 0.76414(16) 0.67319(15) 0.09505(9) 0.0286(4) Uani 1 1 d . . .
O4 O 0.93438(13) 0.64948(13) 0.33123(7) 0.0181(3) Uani 1 1 d . . .
C44 C 0.7402(2) 0.5158(2) 0.19520(12) 0.0235(5) Uani 1 1 d . . .
F1 F 0.70341(13) 0.47253(13) 0.14745(8) 0.0306(3) Uani 1 1 d . . .
F2 F 0.64232(13) 0.58939(14) 0.22540(8) 0.0345(3) Uani 1 1 d . . .
F3 F 0.79965(15) 0.42907(14) 0.24593(8) 0.0389(4) Uani 1 1 d . . .
S2 S 0.85522(9) 0.70138(9) 0.39190(5) 0.01532(19) Uani 0.50 1 d P A 1
O5 O 0.8905(9) 0.6290(7) 0.4593(5) 0.0286(14) Uani 0.50 1 d P A 1
O6 O 0.8315(5) 0.8188(5) 0.3885(3) 0.0356(11) Uani 0.50 1 d P A 1
C45 C 0.7109(4) 0.6968(5) 0.3757(2) 0.0234(9) Uani 0.50 1 d P A 1
F4 F 0.6641(5) 0.7638(4) 0.3143(3) 0.0354(10) Uani 0.50 1 d P A 1
F5 F 0.7217(3) 0.5931(4) 0.3717(2) 0.0379(9) Uani 0.50 1 d P A 1
F6 F 0.6316(8) 0.7308(7) 0.4315(5) 0.0479(19) Uani 0.50 1 d P A 1
S2A S 0.84320(10) 0.62779(10) 0.38358(6) 0.0209(2) Uani 0.50 1 d P A 2
O5A O 0.8851(9) 0.5942(7) 0.4559(5) 0.0283(14) Uani 0.50 1 d P A 2
O6A O 0.7830(4) 0.5642(4) 0.3613(2) 0.0326(10) Uani 0.50 1 d P A 2
C45A C 0.7247(5) 0.7709(5) 0.3827(3) 0.0395(13) Uani 0.50 1 d P A 2
F4A F 0.6367(9) 0.7708(7) 0.4296(6) 0.061(2) Uani 0.50 1 d P A 2
F5A F 0.6725(6) 0.8108(5) 0.3190(4) 0.0624(17) Uani 0.50 1 d P A 2
F6A F 0.7705(5) 0.8424(5) 0.3959(4) 0.0684(16) Uani 0.50 1 d P A 2
N1 N 1.22370(16) 0.62134(17) 0.39800(9) 0.0213(4) Uani 1 1 d . . .
N2 N 1.23895(16) 0.49062(16) 0.33365(9) 0.0201(4) Uani 1 1 d . . .
N3 N 0.90984(15) 0.85445(15) 0.19675(9) 0.0160(3) Uani 1 1 d . . .
C1 C 1.20001(18) 0.6023(2) 0.33478(11) 0.0185(4) Uani 1 1 d . A .
C2 C 1.2922(2) 0.5116(2) 0.44471(12) 0.0297(5) Uani 1 1 d . . .
H2A H 1.2509 0.5069 0.4928 0.036 Uiso 1 1 calc R . .
H2B H 1.3762 0.5027 0.4511 0.036 Uiso 1 1 calc R . .
C3 C 1.2927(2) 0.4209(2) 0.40322(11) 0.0241(5) Uani 1 1 d . . .
H3A H 1.3765 0.3635 0.3956 0.029 Uiso 1 1 calc R . .
H3B H 1.2422 0.3806 0.4288 0.029 Uiso 1 1 calc R . .
C4 C 1.22230(19) 0.7264(2) 0.41424(11) 0.0219(5) Uani 1 1 d . . .
C5 C 1.30904(19) 0.76715(19) 0.38050(11) 0.0211(4) Uani 1 1 d . . .
C6 C 1.3131(2) 0.8621(2) 0.40264(14) 0.0317(6) Uani 1 1 d . . .
H6 H 1.3703 0.8916 0.3796 0.038 Uiso 1 1 calc R . .
C7 C 1.2359(3) 0.9156(2) 0.45768(15) 0.0453(8) Uani 1 1 d . . .
C8 C 1.1510(3) 0.8725(3) 0.48942(14) 0.0481(9) Uani 1 1 d . . .
H8 H 1.0964 0.9093 0.5262 0.058 Uiso 1 1 calc R . .
C9 C 1.1431(2) 0.7781(3) 0.46947(12) 0.0366(7) Uani 1 1 d . . .
C10 C 1.3988(2) 0.7105(2) 0.32298(12) 0.0240(5) Uani 1 1 d . . .
H10A H 1.3583 0.7337 0.2767 0.036 Uiso 1 1 calc R . .
H10B H 1.4296 0.6266 0.3364 0.036 Uiso 1 1 calc R . .
H10C H 1.4668 0.7343 0.3184 0.036 Uiso 1 1 calc R . .
C11 C 1.2482(4) 1.0145(3) 0.4829(2) 0.0762(14) Uani 1 1 d . . .
H11A H 1.1865 1.0422 0.5212 0.114 Uiso 1 1 calc R . .
H11B H 1.2365 1.0771 0.4422 0.114 Uiso 1 1 calc R . .
H11C H 1.3295 0.9883 0.5018 0.114 Uiso 1 1 calc R . .
C12 C 1.0548(3) 0.7297(4) 0.50828(16) 0.0626(11) Uani 1 1 d . . .
H12A H 1.0997 0.6569 0.5394 0.094 Uiso 1 1 calc R . .
H12B H 1.0108 0.7160 0.4727 0.094 Uiso 1 1 calc R . .
H12C H 0.9966 0.7848 0.5380 0.094 Uiso 1 1 calc R . .
C13 C 1.2411(2) 0.43717(19) 0.27287(11) 0.0210(4) Uani 1 1 d . . .
C14 C 1.33135(19) 0.43124(19) 0.21785(11) 0.0194(4) Uani 1 1 d . . .
C15 C 1.3342(2) 0.37702(19) 0.15974(12) 0.0243(5) Uani 1 1 d . . .
H15 H 1.3940 0.3731 0.1219 0.029 Uiso 1 1 calc R . .
C16 C 1.2519(3) 0.3286(2) 0.15556(14) 0.0314(6) Uani 1 1 d . . .
C17 C 1.1679(2) 0.3324(2) 0.21214(15) 0.0348(6) Uani 1 1 d . . .
H17 H 1.1122 0.2985 0.2100 0.042 Uiso 1 1 calc R . .
C18 C 1.1614(2) 0.3839(2) 0.27205(13) 0.0279(5) Uani 1 1 d . . .
C19 C 1.4242(2) 0.4798(2) 0.22049(11) 0.0209(4) Uani 1 1 d . . .
H19A H 1.4947 0.4433 0.1890 0.031 Uiso 1 1 calc R . .
H19B H 1.4504 0.4646 0.2703 0.031 Uiso 1 1 calc R . .
H19C H 1.3881 0.5631 0.2039 0.031 Uiso 1 1 calc R . .
C20 C 1.2536(3) 0.2745(3) 0.09091(16) 0.0487(8) Uani 1 1 d . . .
H20A H 1.2596 0.1958 0.1071 0.073 Uiso 1 1 calc R . .
H20B H 1.3238 0.2726 0.0589 0.073 Uiso 1 1 calc R . .
H20C H 1.1784 0.3199 0.0646 0.073 Uiso 1 1 calc R . .
C21 C 1.0744(2) 0.3758(2) 0.33525(16) 0.0382(7) Uani 1 1 d . . .
H21A H 0.9960 0.3886 0.3169 0.057 Uiso 1 1 calc R . .
H21B H 1.0622 0.4343 0.3652 0.057 Uiso 1 1 calc R . .
H21C H 1.1088 0.2991 0.3644 0.057 Uiso 1 1 calc R . .
C22 C 0.84634(18) 0.97366(18) 0.17529(10) 0.0164(4) Uani 1 1 d . A .
C23 C 0.89478(18) 1.04898(18) 0.19108(10) 0.0168(4) Uani 1 1 d . . .
C24 C 0.8292(2) 1.16682(19) 0.17103(11) 0.0202(4) Uani 1 1 d . A .
H24 H 0.8593 1.2192 0.1819 0.024 Uiso 1 1 calc R . .
C25 C 0.7205(2) 1.20914(19) 0.13551(11) 0.0226(4) Uani 1 1 d . . .
H25 H 0.6766 1.2899 0.1226 0.027 Uiso 1 1 calc R A .
C26 C 0.6762(2) 1.1339(2) 0.11896(12) 0.0251(5) Uani 1 1 d . A .
H26 H 0.6024 1.1640 0.0938 0.030 Uiso 1 1 calc R . .
C27 C 0.7367(2) 1.01543(19) 0.13812(12) 0.0215(4) Uani 1 1 d . . .
C28 C 1.01252(19) 1.0038(2) 0.23085(12) 0.0218(4) Uani 1 1 d . A .
H28 H 1.0597 0.9223 0.2229 0.026 Uiso 1 1 calc R . .
C29 C 0.9859(3) 1.0014(3) 0.31190(14) 0.0521(9) Uani 1 1 d . . .
H29A H 0.9439 1.0804 0.3223 0.078 Uiso 1 1 calc R A .
H29B H 1.0626 0.9629 0.3374 0.078 Uiso 1 1 calc R . .
H29C H 0.9341 0.9592 0.3282 0.078 Uiso 1 1 calc R . .
C30 C 1.0923(3) 1.0691(3) 0.2019(2) 0.0527(9) Uani 1 1 d . . .
H30A H 1.1039 1.0717 0.1493 0.079 Uiso 1 1 calc R A .
H30B H 1.1716 1.0297 0.2245 0.079 Uiso 1 1 calc R . .
H30C H 1.0526 1.1477 0.2131 0.079 Uiso 1 1 calc R . .
C31 C 0.6840(2) 0.9363(2) 0.12000(14) 0.0311(6) Uani 1 1 d . A .
H31 H 0.7452 0.8552 0.1321 0.037 Uiso 1 1 calc R . .
C32 C 0.6581(3) 0.9583(2) 0.03970(15) 0.0377(6) Uani 1 1 d . . .
H32A H 0.5919 1.0344 0.0277 0.056 Uiso 1 1 calc R A .
H32B H 0.6341 0.8991 0.0291 0.056 Uiso 1 1 calc R . .
H32C H 0.7316 0.9554 0.0108 0.056 Uiso 1 1 calc R . .
C33 C 0.5675(3) 0.9480(3) 0.16534(18) 0.0503(8) Uani 1 1 d . . .
H33A H 0.5842 0.9355 0.2168 0.075 Uiso 1 1 calc R A .
H33B H 0.5396 0.8906 0.1563 0.075 Uiso 1 1 calc R . .
H33C H 0.5042 1.0254 0.1521 0.075 Uiso 1 1 calc R . .
C34 C 1.07242(18) 0.66524(19) 0.13310(11) 0.0168(4) Uani 1 1 d . . .
H34 H 1.1128 0.5836 0.1407 0.020 Uiso 1 1 calc R A .
C35 C 1.10906(19) 0.70735(19) 0.05652(10) 0.0180(4) Uani 1 1 d . A .
C36 C 1.1179(2) 0.6220(2) 0.00705(12) 0.0303(5) Uani 1 1 d . . .
H36A H 1.1769 0.5450 0.0261 0.045 Uiso 1 1 calc R A .
H36B H 1.1445 0.6464 -0.0418 0.045 Uiso 1 1 calc R . .
H36C H 1.0378 0.6202 0.0053 0.045 Uiso 1 1 calc R . .
C37 C 1.0139(2) 0.8265(2) 0.02665(12) 0.0283(5) Uani 1 1 d . . .
H37A H 0.9359 0.8215 0.0232 0.042 Uiso 1 1 calc R A .
H37B H 1.0412 0.8529 -0.0215 0.042 Uiso 1 1 calc R . .
H37C H 1.0039 0.8811 0.0591 0.042 Uiso 1 1 calc R . .
C38 C 1.23156(18) 0.71413(18) 0.06326(10) 0.0163(4) Uani 1 1 d . . .
C39 C 1.2359(2) 0.79882(19) 0.09814(11) 0.0211(4) Uani 1 1 d . A .
H39 H 1.1625 0.8518 0.1172 0.025 Uiso 1 1 calc R . .
C40 C 1.3444(2) 0.8077(2) 0.10570(13) 0.0279(5) Uani 1 1 d . . .
H40 H 1.3445 0.8663 0.1296 0.033 Uiso 1 1 calc R A .
C41 C 1.4526(2) 0.7315(2) 0.07855(13) 0.0300(5) Uani 1 1 d . A .
H41 H 1.5272 0.7373 0.0836 0.036 Uiso 1 1 calc R . .
C42 C 1.4507(2) 0.6474(2) 0.04426(13) 0.0291(5) Uani 1 1 d . . .
H42 H 1.5246 0.5948 0.0253 0.035 Uiso 1 1 calc R A .
C43 C 1.3413(2) 0.6383(2) 0.03684(12) 0.0229(4) Uani 1 1 d . A .
H43 H 1.3421 0.5791 0.0132 0.027 Uiso 1 1 calc R . .
C46 C 1.14016(19) 0.6959(2) 0.27554(11) 0.0182(4) Uani 1 1 d . . .
H46A H 1.199(2) 0.694(2) 0.2398(14) 0.027(7) Uiso 1 1 d . . .
H46B H 1.114(2) 0.765(2) 0.2968(14) 0.026(7) Uiso 1 1 d . . .
O1X O 0.56359(16) 0.22909(17) 0.36272(10) 0.0359(4) Uani 1 1 d . . .
C1X C 0.5779(3) 0.1382(3) 0.32523(19) 0.0574(9) Uani 1 1 d . . .
H1X1 H 0.6520 0.0693 0.3411 0.069 Uiso 1 1 calc R . .
H1X2 H 0.5869 0.1618 0.2725 0.069 Uiso 1 1 calc R . .
C2X C 0.4687(3) 0.1110(3) 0.3410(2) 0.0665(11) Uani 1 1 d . . .
H2X1 H 0.4614 0.0860 0.3931 0.100 Uiso 1 1 calc R . .
H2X2 H 0.4770 0.0491 0.3148 0.100 Uiso 1 1 calc R . .
H2X3 H 0.3957 0.1798 0.3255 0.100 Uiso 1 1 calc R . .
C4X C 0.6405(2) 0.3554(3) 0.39482(15) 0.0400(7) Uani 1 1 d . . .
H4X1 H 0.5701 0.4236 0.3751 0.060 Uiso 1 1 calc R . .
H4X2 H 0.7121 0.3739 0.3907 0.060 Uiso 1 1 calc R . .
H4X3 H 0.6233 0.3316 0.4459 0.060 Uiso 1 1 calc R . .
C3X C 0.6648(2) 0.2592(3) 0.35319(14) 0.0411(7) Uani 1 1 d . . .
H3X1 H 0.6783 0.2840 0.3012 0.049 Uiso 1 1 calc R . .
H3X2 H 0.7389 0.1916 0.3708 0.049 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

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
W1 N3 1.7235(18) . ?
W1 C34 1.890(2) . ?
W1 O1 2.0950(14) . ?
W1 O4 2.1977(14) . ?
W1 C46 2.237(2) . ?
O1 S1 1.5065(15) . ?
S1 O2 1.4235(17) . ?
S1 O3 1.4264(17) . ?
S1 C44 1.825(2) . ?
O4 S2A 1.4767(17) . ?
O4 S2 1.4780(16) . ?
C44 F2 1.321(3) . ?
C44 F3 1.328(3) . ?
C44 F1 1.340(3) . ?
S2 O6 1.412(6) . ?
S2 O5 1.418(10) . ?
S2 C45 1.827(5) . ?
C45 F5 1.307(7) . ?
C45 F4 1.330(7) . ?
C45 F6 1.349(10) . ?
S2A O5A 1.429(10) . ?
S2A O6A 1.438(5) . ?
S2A C45A 1.807(6) . ?
C45A F4A 1.306(10) . ?
C45A F6A 1.326(8) . ?
C45A F5A 1.328(9) . ?
N1 C1 1.341(3) . ?
N1 C4 1.439(3) . ?
N1 C2 1.479(3) . ?
N2 C1 1.322(3) . ?
N2 C13 1.435(3) . ?
N2 C3 1.485(3) . ?
N3 C22 1.406(3) . ?
C1 C46 1.475(3) . ?
C2 C3 1.522(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C9 1.398(3) . ?
C4 C5 1.402(3) . ?
C5 C6 1.388(3) . ?
C5 C10 1.505(3) . ?
C6 C7 1.394(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.392(5) . ?
C7 C11 1.509(5) . ?
C8 C9 1.382(5) . ?
C8 H8 0.9500 . ?
C9 C12 1.509(4) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C18 1.398(3) . ?
C13 C14 1.408(3) . ?
C14 C15 1.394(3) . ?
C14 C19 1.503(3) . ?
C15 C16 1.391(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.382(4) . ?
C16 C20 1.506(4) . ?
C17 C18 1.391(4) . ?
C17 H17 0.9500 . ?
C18 C21 1.518(4) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C23 1.412(3) . ?
C22 C27 1.414(3) . ?
C23 C24 1.392(3) . ?
C23 C28 1.516(3) . ?
C24 C25 1.387(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.381(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.390(3) . ?
C26 H26 0.9500 . ?
C27 C31 1.510(3) . ?
C28 C29 1.522(3) . ?
C28 C30 1.524(4) . ?
C28 H28 1.0000 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 C32 1.527(4) . ?
C31 C33 1.530(4) . ?
C31 H31 1.0000 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 C35 1.530(3) . ?
C34 H34 0.9500 . ?
C35 C37 1.534(3) . ?
C35 C36 1.535(3) . ?
C35 C38 1.537(3) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 C43 1.387(3) . ?
C38 C39 1.398(3) . ?
C39 C40 1.384(3) . ?
C39 H39 0.9500 . ?
C40 C41 1.383(4) . ?
C40 H40 0.9500 . ?
C41 C42 1.371(4) . ?
C41 H41 0.9500 . ?
C42 C43 1.397(3) . ?
C42 H42 0.9500 . ?
C43 H43 0.9500 . ?
C46 H46A 0.92(3) . ?
C46 H46B 0.96(3) . ?
O1X C3X 1.412(3) . ?
O1X C1X 1.421(4) . ?
C1X C2X 1.487(5) . ?
C1X H1X1 0.9900 . ?
C1X H1X2 0.9900 . ?
C2X H2X1 0.9800 . ?
C2X H2X2 0.9800 . ?
C2X H2X3 0.9800 . ?
C4X C3X 1.502(4) . ?
C4X H4X1 0.9800 . ?
C4X H4X2 0.9800 . ?
C4X H4X3 0.9800 . ?
C3X H3X1 0.9900 . ?
C3X H3X2 0.9900 . ?

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
N3 W1 C34 101.68(8) . . ?
N3 W1 O1 111.10(7) . . ?
C34 W1 O1 95.43(7) . . ?
N3 W1 O4 111.07(7) . . ?
C34 W1 O4 147.20(8) . . ?
O1 W1 O4 74.97(5) . . ?
N3 W1 C46 98.77(8) . . ?
C34 W1 C46 93.84(8) . . ?
O1 W1 C46 146.07(7) . . ?
O4 W1 C46 79.64(6) . . ?
S1 O1 W1 130.98(9) . . ?
O2 S1 O3 118.94(11) . . ?
O2 S1 O1 113.42(9) . . ?
O3 S1 O1 112.99(10) . . ?
O2 S1 C44 104.79(11) . . ?
O3 S1 C44 105.07(11) . . ?
O1 S1 C44 98.67(9) . . ?
S2A O4 S2 42.06(7) . . ?
S2A O4 W1 148.04(10) . . ?
S2 O4 W1 137.84(10) . . ?
F2 C44 F3 108.78(19) . . ?
F2 C44 F1 108.12(18) . . ?
F3 C44 F1 107.59(19) . . ?
F2 C44 S1 112.26(16) . . ?
F3 C44 S1 111.22(16) . . ?
F1 C44 S1 108.72(15) . . ?
O6 S2 O5 117.2(4) . . ?
O6 S2 O4 113.2(2) . . ?
O5 S2 O4 112.0(4) . . ?
O6 S2 C45 106.3(3) . . ?
O5 S2 C45 103.9(4) . . ?
O4 S2 C45 102.46(16) . . ?
F5 C45 F4 107.5(4) . . ?
F5 C45 F6 105.8(5) . . ?
F4 C45 F6 109.9(5) . . ?
F5 C45 S2 112.8(3) . . ?
F4 C45 S2 111.0(4) . . ?
F6 C45 S2 109.6(4) . . ?
O5A S2A O6A 116.7(3) . . ?
O5A S2A O4 111.9(3) . . ?
O6A S2A O4 115.73(19) . . ?
O5A S2A C45A 104.4(4) . . ?
O6A S2A C45A 103.8(3) . . ?
O4 S2A C45A 101.9(2) . . ?
F4A C45A F6A 110.4(6) . . ?
F4A C45A F5A 105.2(7) . . ?
F6A C45A F5A 108.7(6) . . ?
F4A C45A S2A 111.3(6) . . ?
F6A C45A S2A 110.4(4) . . ?
F5A C45A S2A 110.8(5) . . ?
C1 N1 C4 127.46(18) . . ?
C1 N1 C2 110.95(19) . . ?
C4 N1 C2 118.87(18) . . ?
C1 N2 C13 126.71(17) . . ?
C1 N2 C3 111.81(18) . . ?
C13 N2 C3 121.30(19) . . ?
C22 N3 W1 175.78(15) . . ?
N2 C1 N1 110.80(18) . . ?
N2 C1 C46 126.22(19) . . ?
N1 C1 C46 123.0(2) . . ?
N1 C2 C3 103.33(17) . . ?
N1 C2 H2A 111.1 . . ?
C3 C2 H2A 111.1 . . ?
N1 C2 H2B 111.1 . . ?
C3 C2 H2B 111.1 . . ?
H2A C2 H2B 109.1 . . ?
N2 C3 C2 102.49(18) . . ?
N2 C3 H3A 111.3 . . ?
C2 C3 H3A 111.3 . . ?
N2 C3 H3B 111.3 . . ?
C2 C3 H3B 111.3 . . ?
H3A C3 H3B 109.2 . . ?
C9 C4 C5 121.5(2) . . ?
C9 C4 N1 118.6(2) . . ?
C5 C4 N1 119.50(18) . . ?
C6 C5 C4 118.1(2) . . ?
C6 C5 C10 119.2(2) . . ?
C4 C5 C10 122.7(2) . . ?
C5 C6 C7 122.0(3) . . ?
C5 C6 H6 119.0 . . ?
C7 C6 H6 119.0 . . ?
C8 C7 C6 117.9(3) . . ?
C8 C7 C11 121.8(3) . . ?
C6 C7 C11 120.3(4) . . ?
C9 C8 C7 122.4(2) . . ?
C9 C8 H8 118.8 . . ?
C7 C8 H8 118.8 . . ?
C8 C9 C4 118.1(3) . . ?
C8 C9 C12 120.8(3) . . ?
C4 C9 C12 121.1(3) . . ?
C5 C10 H10A 109.5 . . ?
C5 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C5 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C7 C11 H11A 109.5 . . ?
C7 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C7 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C18 C13 C14 121.3(2) . . ?
C18 C13 N2 120.0(2) . . ?
C14 C13 N2 118.51(19) . . ?
C15 C14 C13 118.1(2) . . ?
C15 C14 C19 119.67(19) . . ?
C13 C14 C19 122.25(19) . . ?
C16 C15 C14 121.9(2) . . ?
C16 C15 H15 119.1 . . ?
C14 C15 H15 119.1 . . ?
C17 C16 C15 118.1(2) . . ?
C17 C16 C20 121.0(3) . . ?
C15 C16 C20 120.9(3) . . ?
C16 C17 C18 122.8(2) . . ?
C16 C17 H17 118.6 . . ?
C18 C17 H17 118.6 . . ?
C17 C18 C13 117.7(2) . . ?
C17 C18 C21 120.0(2) . . ?
C13 C18 C21 122.2(2) . . ?
C14 C19 H19A 109.5 . . ?
C14 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C14 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C16 C20 H20A 109.5 . . ?
C16 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C16 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N3 C22 C23 118.80(18) . . ?
N3 C22 C27 119.69(19) . . ?
C23 C22 C27 121.51(19) . . ?
C24 C23 C22 118.00(19) . . ?
C24 C23 C28 120.62(19) . . ?
C22 C23 C28 121.35(19) . . ?
C25 C24 C23 121.1(2) . . ?
C25 C24 H24 119.4 . . ?
C23 C24 H24 119.4 . . ?
C26 C25 C24 120.0(2) . . ?
C26 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
C25 C26 C27 121.7(2) . . ?
C25 C26 H26 119.2 . . ?
C27 C26 H26 119.2 . . ?
C26 C27 C22 117.6(2) . . ?
C26 C27 C31 120.0(2) . . ?
C22 C27 C31 122.37(19) . . ?
C23 C28 C29 110.30(19) . . ?
C23 C28 C30 113.0(2) . . ?
C29 C28 C30 112.1(3) . . ?
C23 C28 H28 107.0 . . ?
C29 C28 H28 107.0 . . ?
C30 C28 H28 107.0 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C27 C31 C32 112.0(2) . . ?
C27 C31 C33 110.9(2) . . ?
C32 C31 C33 109.8(2) . . ?
C27 C31 H31 108.0 . . ?
C32 C31 H31 108.0 . . ?
C33 C31 H31 108.0 . . ?
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 . . ?
C31 C33 H33A 109.5 . . ?
C31 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C31 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C35 C34 W1 146.50(16) . . ?
C35 C34 H34 106.7 . . ?
W1 C34 H34 106.7 . . ?
C34 C35 C37 111.10(17) . . ?
C34 C35 C36 108.67(18) . . ?
C37 C35 C36 108.42(19) . . ?
C34 C35 C38 105.67(16) . . ?
C37 C35 C38 110.09(18) . . ?
C36 C35 C38 112.89(18) . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C35 C37 H37A 109.5 . . ?
C35 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C35 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C43 C38 C39 116.9(2) . . ?
C43 C38 C35 123.13(19) . . ?
C39 C38 C35 119.94(18) . . ?
C40 C39 C38 121.8(2) . . ?
C40 C39 H39 119.1 . . ?
C38 C39 H39 119.1 . . ?
C41 C40 C39 120.2(2) . . ?
C41 C40 H40 119.9 . . ?
C39 C40 H40 119.9 . . ?
C42 C41 C40 119.1(2) . . ?
C42 C41 H41 120.4 . . ?
C40 C41 H41 120.4 . . ?
C41 C42 C43 120.7(2) . . ?
C41 C42 H42 119.7 . . ?
C43 C42 H42 119.7 . . ?
C38 C43 C42 121.3(2) . . ?
C38 C43 H43 119.4 . . ?
C42 C43 H43 119.4 . . ?
C1 C46 W1 122.72(15) . . ?
C1 C46 H46A 106.9(17) . . ?
W1 C46 H46A 105.7(16) . . ?
C1 C46 H46B 104.1(16) . . ?
W1 C46 H46B 107.0(16) . . ?
H46A C46 H46B 110(2) . . ?
C3X O1X C1X 113.3(2) . . ?
O1X C1X C2X 108.8(2) . . ?
O1X C1X H1X1 109.9 . . ?
C2X C1X H1X1 109.9 . . ?
O1X C1X H1X2 109.9 . . ?
C2X C1X H1X2 109.9 . . ?
H1X1 C1X H1X2 108.3 . . ?
C1X C2X H2X1 109.5 . . ?
C1X C2X H2X2 109.5 . . ?
H2X1 C2X H2X2 109.5 . . ?
C1X C2X H2X3 109.5 . . ?
H2X1 C2X H2X3 109.5 . . ?
H2X2 C2X H2X3 109.5 . . ?
C3X C4X H4X1 109.5 . . ?
C3X C4X H4X2 109.5 . . ?
H4X1 C4X H4X2 109.5 . . ?
C3X C4X H4X3 109.5 . . ?
H4X1 C4X H4X3 109.5 . . ?
H4X2 C4X H4X3 109.5 . . ?
O1X C3X C4X 109.0(2) . . ?
O1X C3X H3X1 109.9 . . ?
C4X C3X H3X1 109.9 . . ?
O1X C3X H3X2 109.9 . . ?
C4X C3X H3X2 109.9 . . ?
H3X1 C3X H3X2 108.3 . . ?

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
N3 W1 O1 S1 90.82(13) . . . . ?
C34 W1 O1 S1 -13.94(14) . . . . ?
O4 W1 O1 S1 -162.01(14) . . . . ?
C46 W1 O1 S1 -119.13(14) . . . . ?
W1 O1 S1 O2 62.18(15) . . . . ?
W1 O1 S1 O3 -76.98(14) . . . . ?
W1 O1 S1 C44 172.51(12) . . . . ?
N3 W1 O4 S2A 74.8(2) . . . . ?
C34 W1 O4 S2A -108.8(2) . . . . ?
O1 W1 O4 S2A -32.44(19) . . . . ?
C46 W1 O4 S2A 170.3(2) . . . . ?
N3 W1 O4 S2 3.42(16) . . . . ?
C34 W1 O4 S2 179.84(14) . . . . ?
O1 W1 O4 S2 -103.80(15) . . . . ?
C46 W1 O4 S2 98.92(15) . . . . ?
O2 S1 C44 F2 175.20(16) . . . . ?
O3 S1 C44 F2 -58.69(18) . . . . ?
O1 S1 C44 F2 58.07(18) . . . . ?
O2 S1 C44 F3 53.06(18) . . . . ?
O3 S1 C44 F3 179.17(16) . . . . ?
O1 S1 C44 F3 -64.07(17) . . . . ?
O2 S1 C44 F1 -65.23(18) . . . . ?
O3 S1 C44 F1 60.88(18) . . . . ?
O1 S1 C44 F1 177.64(15) . . . . ?
S2A O4 S2 O6 -157.2(3) . . . . ?
W1 O4 S2 O6 -25.7(3) . . . . ?
S2A O4 S2 O5 67.6(3) . . . . ?
W1 O4 S2 O5 -160.9(3) . . . . ?
S2A O4 S2 C45 -43.14(18) . . . . ?
W1 O4 S2 C45 88.4(2) . . . . ?
O6 S2 C45 F5 174.9(4) . . . . ?
O5 S2 C45 F5 -60.8(5) . . . . ?
O4 S2 C45 F5 56.0(3) . . . . ?
O6 S2 C45 F4 54.2(4) . . . . ?
O5 S2 C45 F4 178.5(5) . . . . ?
O4 S2 C45 F4 -64.8(4) . . . . ?
O6 S2 C45 F6 -67.4(5) . . . . ?
O5 S2 C45 F6 56.9(6) . . . . ?
O4 S2 C45 F6 173.6(4) . . . . ?
S2 O4 S2A O5A -67.3(4) . . . . ?
W1 O4 S2A O5A -175.6(4) . . . . ?
S2 O4 S2A O6A 155.6(3) . . . . ?
W1 O4 S2A O6A 47.3(3) . . . . ?
S2 O4 S2A C45A 43.8(2) . . . . ?
W1 O4 S2A C45A -64.5(3) . . . . ?
O5A S2A C45A F4A -59.9(7) . . . . ?
O6A S2A C45A F4A 62.9(7) . . . . ?
O4 S2A C45A F4A -176.6(6) . . . . ?
O5A S2A C45A F6A 63.0(6) . . . . ?
O6A S2A C45A F6A -174.3(5) . . . . ?
O4 S2A C45A F6A -53.7(5) . . . . ?
O5A S2A C45A F5A -176.6(5) . . . . ?
O6A S2A C45A F5A -53.8(5) . . . . ?
O4 S2A C45A F5A 66.8(5) . . . . ?
C34 W1 N3 C22 73(2) . . . . ?
O1 W1 N3 C22 -27(2) . . . . ?
O4 W1 N3 C22 -109(2) . . . . ?
C46 W1 N3 C22 169(2) . . . . ?
C13 N2 C1 N1 -173.08(19) . . . . ?
C3 N2 C1 N1 2.1(2) . . . . ?
C13 N2 C1 C46 6.0(3) . . . . ?
C3 N2 C1 C46 -178.89(19) . . . . ?
C4 N1 C1 N2 164.20(19) . . . . ?
C2 N1 C1 N2 3.3(2) . . . . ?
C4 N1 C1 C46 -14.9(3) . . . . ?
C2 N1 C1 C46 -175.75(19) . . . . ?
C1 N1 C2 C3 -7.0(2) . . . . ?
C4 N1 C2 C3 -169.69(18) . . . . ?
C1 N2 C3 C2 -6.2(2) . . . . ?
C13 N2 C3 C2 169.23(19) . . . . ?
N1 C2 C3 N2 7.4(2) . . . . ?
C1 N1 C4 C9 120.8(2) . . . . ?
C2 N1 C4 C9 -79.7(3) . . . . ?
C1 N1 C4 C5 -66.5(3) . . . . ?
C2 N1 C4 C5 93.1(2) . . . . ?
C9 C4 C5 C6 -1.1(3) . . . . ?
N1 C4 C5 C6 -173.63(19) . . . . ?
C9 C4 C5 C10 177.5(2) . . . . ?
N1 C4 C5 C10 4.9(3) . . . . ?
C4 C5 C6 C7 1.3(3) . . . . ?
C10 C5 C6 C7 -177.3(2) . . . . ?
C5 C6 C7 C8 -1.5(4) . . . . ?
C5 C6 C7 C11 176.6(2) . . . . ?
C6 C7 C8 C9 1.6(4) . . . . ?
C11 C7 C8 C9 -176.5(3) . . . . ?
C7 C8 C9 C4 -1.4(4) . . . . ?
C7 C8 C9 C12 176.3(2) . . . . ?
C5 C4 C9 C8 1.1(3) . . . . ?
N1 C4 C9 C8 173.7(2) . . . . ?
C5 C4 C9 C12 -176.6(2) . . . . ?
N1 C4 C9 C12 -4.0(3) . . . . ?
C1 N2 C13 C18 -110.0(2) . . . . ?
C3 N2 C13 C18 75.3(3) . . . . ?
C1 N2 C13 C14 75.4(3) . . . . ?
C3 N2 C13 C14 -99.3(2) . . . . ?
C18 C13 C14 C15 4.2(3) . . . . ?
N2 C13 C14 C15 178.70(19) . . . . ?
C18 C13 C14 C19 -175.1(2) . . . . ?
N2 C13 C14 C19 -0.6(3) . . . . ?
C13 C14 C15 C16 -0.7(3) . . . . ?
C19 C14 C15 C16 178.6(2) . . . . ?
C14 C15 C16 C17 -1.8(4) . . . . ?
C14 C15 C16 C20 177.6(2) . . . . ?
C15 C16 C17 C18 0.9(4) . . . . ?
C20 C16 C17 C18 -178.5(2) . . . . ?
C16 C17 C18 C13 2.4(4) . . . . ?
C16 C17 C18 C21 -174.6(2) . . . . ?
C14 C13 C18 C17 -5.0(3) . . . . ?
N2 C13 C18 C17 -179.4(2) . . . . ?
C14 C13 C18 C21 172.0(2) . . . . ?
N2 C13 C18 C21 -2.5(3) . . . . ?
W1 N3 C22 C23 -167(2) . . . . ?
W1 N3 C22 C27 12(2) . . . . ?
N3 C22 C23 C24 -178.44(18) . . . . ?
C27 C22 C23 C24 2.1(3) . . . . ?
N3 C22 C23 C28 -0.4(3) . . . . ?
C27 C22 C23 C28 -179.90(19) . . . . ?
C22 C23 C24 C25 -1.1(3) . . . . ?
C28 C23 C24 C25 -179.12(19) . . . . ?
C23 C24 C25 C26 -0.5(3) . . . . ?
C24 C25 C26 C27 1.1(4) . . . . ?
C25 C26 C27 C22 -0.2(3) . . . . ?
C25 C26 C27 C31 179.0(2) . . . . ?
N3 C22 C27 C26 179.06(19) . . . . ?
C23 C22 C27 C26 -1.5(3) . . . . ?
N3 C22 C27 C31 -0.1(3) . . . . ?
C23 C22 C27 C31 179.3(2) . . . . ?
C24 C23 C28 C29 85.7(3) . . . . ?
C22 C23 C28 C29 -92.3(3) . . . . ?
C24 C23 C28 C30 -40.7(3) . . . . ?
C22 C23 C28 C30 141.3(2) . . . . ?
C26 C27 C31 C32 53.9(3) . . . . ?
C22 C27 C31 C32 -126.9(2) . . . . ?
C26 C27 C31 C33 -69.2(3) . . . . ?
C22 C27 C31 C33 110.0(3) . . . . ?
N3 W1 C34 C35 1.8(3) . . . . ?
O1 W1 C34 C35 114.7(3) . . . . ?
O4 W1 C34 C35 -174.8(2) . . . . ?
C46 W1 C34 C35 -98.0(3) . . . . ?
W1 C34 C35 C37 -23.5(3) . . . . ?
W1 C34 C35 C36 -142.7(2) . . . . ?
W1 C34 C35 C38 95.9(3) . . . . ?
C34 C35 C38 C43 109.1(2) . . . . ?
C37 C35 C38 C43 -130.9(2) . . . . ?
C36 C35 C38 C43 -9.6(3) . . . . ?
C34 C35 C38 C39 -70.1(2) . . . . ?
C37 C35 C38 C39 49.9(2) . . . . ?
C36 C35 C38 C39 171.25(19) . . . . ?
C43 C38 C39 C40 0.5(3) . . . . ?
C35 C38 C39 C40 179.7(2) . . . . ?
C38 C39 C40 C41 -0.1(3) . . . . ?
C39 C40 C41 C42 0.0(4) . . . . ?
C40 C41 C42 C43 -0.2(4) . . . . ?
C39 C38 C43 C42 -0.6(3) . . . . ?
C35 C38 C43 C42 -179.9(2) . . . . ?
C41 C42 C43 C38 0.5(3) . . . . ?
N2 C1 C46 W1 50.6(3) . . . . ?
N1 C1 C46 W1 -130.41(18) . . . . ?
N3 W1 C46 C1 149.85(17) . . . . ?
C34 W1 C46 C1 -107.70(18) . . . . ?
O1 W1 C46 C1 -2.0(3) . . . . ?
O4 W1 C46 C1 39.88(17) . . . . ?
C3X O1X C1X C2X 178.0(3) . . . . ?
C1X O1X C3X C4X 180.0(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        30.59
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         2.946
_refine_diff_density_min         -1.208
_refine_diff_density_rms         0.105
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_buch191
_database_code_depnum_ccdc_archive 'CCDC 1576352'
_audit_update_record             
;
2017-09-25 deposited with the CCDC.
2017-10-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
complex 2 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C46 H62 N3 O2 W, C F3 O3 S'
_chemical_formula_sum            'C47 H62 F3 N3 O5 S W'
_chemical_formula_weight         1021.91

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'
F F 0.0171 0.0103 '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'
W W -0.8490 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   16.2173(8)
_cell_length_b                   17.5402(9)
_cell_length_c                   17.1966(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 109.557(2)
_cell_angle_gamma                90.00
_cell_volume                     4609.4(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    11172
_cell_measurement_theta_min      1.71
_cell_measurement_theta_max      30.48

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.29
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.473
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2088
_exptl_absorpt_coefficient_mu    2.611
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.4304
_exptl_absorpt_correction_T_max  0.6048
_exptl_absorpt_process_details   'SADABS (Bruker, 2008)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  Triumph
_diffrn_measurement_device_type  'Bruker KAPPA APEXII Duo'
_diffrn_measurement_method       'Omega + Phi Scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            52954
_diffrn_reflns_av_R_equivalents  0.0280
_diffrn_reflns_av_sigmaI/netI    0.0306
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.71
_diffrn_reflns_theta_max         30.48
_reflns_number_total             13998
_reflns_number_gt                11172
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEXII Software Suite, 2008'
_computing_cell_refinement       'Bruker APEXII Software Suite, 2008'
_computing_data_reduction        'Bruker APEXII Software Suite, 2008'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL-plus, XP (Sheldrick, 1991)'
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0381P)²+35.0921P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         13998
_refine_ls_number_parameters     554
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0631
_refine_ls_R_factor_gt           0.0447
_refine_ls_wR_factor_ref         0.1112
_refine_ls_wR_factor_gt          0.1046
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000

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
W1 W 0.013184(10) 0.236580(9) 0.795721(9) 0.01295(5) Uani 1 1 d . . .
O1 O -0.10609(19) 0.25644(18) 0.7833(2) 0.0198(6) Uani 1 1 d . . .
N1 N 0.0874(2) 0.4041(2) 0.7728(2) 0.0193(7) Uani 1 1 d . . .
C1 C 0.0386(3) 0.3605(2) 0.8050(2) 0.0175(7) Uani 1 1 d . . .
O2 O -0.0457(2) 0.12588(18) 0.8142(2) 0.0236(6) Uani 1 1 d . . .
N2 N 0.0032(2) 0.4064(2) 0.8474(2) 0.0206(7) Uani 1 1 d . . .
C2 C 0.0886(3) 0.4858(3) 0.7960(3) 0.0284(10) Uani 1 1 d . . .
H2A H 0.0696 0.5189 0.7466 0.034 Uiso 1 1 calc R . .
H2B H 0.1477 0.5017 0.8319 0.034 Uiso 1 1 calc R . .
N3 N 0.1144(2) 0.2025(2) 0.8652(2) 0.0162(6) Uani 1 1 d . . .
C3 C 0.0237(4) 0.4880(3) 0.8420(3) 0.0301(10) Uani 1 1 d . . .
H3A H 0.0501 0.5107 0.8976 0.036 Uiso 1 1 calc R . .
H3B H -0.0293 0.5173 0.8111 0.036 Uiso 1 1 calc R . .
C4 C 0.1465(3) 0.3832(2) 0.7290(3) 0.0187(8) Uani 1 1 d . . .
C5 C 0.2312(3) 0.3610(3) 0.7744(3) 0.0212(8) Uani 1 1 d . . .
C6 C 0.2913(3) 0.3529(3) 0.7326(3) 0.0242(9) Uani 1 1 d . . .
H6 H 0.3496 0.3377 0.7626 0.029 Uiso 1 1 calc R . .
C7 C 0.2677(3) 0.3665(3) 0.6476(3) 0.0249(9) Uani 1 1 d . . .
C8 C 0.1813(3) 0.3872(3) 0.6039(3) 0.0217(8) Uani 1 1 d . . .
H8 H 0.1638 0.3942 0.5459 0.026 Uiso 1 1 calc R . .
C9 C 0.1204(3) 0.3979(2) 0.6442(3) 0.0193(8) Uani 1 1 d . . .
C10 C 0.2610(3) 0.3511(3) 0.8669(3) 0.0288(10) Uani 1 1 d . . .
H10A H 0.2423 0.3952 0.8918 0.043 Uiso 1 1 calc R . .
H10B H 0.3250 0.3472 0.8886 0.043 Uiso 1 1 calc R . .
H10C H 0.2352 0.3046 0.8804 0.043 Uiso 1 1 calc R . .
C11 C 0.3356(4) 0.3652(3) 0.6052(4) 0.0368(12) Uani 1 1 d . . .
H11A H 0.3098 0.3436 0.5498 0.055 Uiso 1 1 calc R . .
H11B H 0.3854 0.3339 0.6373 0.055 Uiso 1 1 calc R . .
H11C H 0.3555 0.4173 0.6011 0.055 Uiso 1 1 calc R . .
C12 C 0.0307(3) 0.4292(3) 0.5968(3) 0.0266(9) Uani 1 1 d . . .
H12A H -0.0131 0.4046 0.6162 0.040 Uiso 1 1 calc R . .
H12B H 0.0171 0.4188 0.5378 0.040 Uiso 1 1 calc R . .
H12C H 0.0299 0.4843 0.6056 0.040 Uiso 1 1 calc R . .
C13 C -0.0453(3) 0.3861(2) 0.9003(3) 0.0195(8) Uani 1 1 d . . .
C14 C -0.1365(3) 0.3902(3) 0.8708(3) 0.0221(8) Uani 1 1 d . . .
C15 C -0.1805(3) 0.3718(3) 0.9257(3) 0.0248(9) Uani 1 1 d . . .
H15 H -0.2427 0.3725 0.9063 0.030 Uiso 1 1 calc R . .
C16 C -0.1369(3) 0.3524(3) 1.0073(3) 0.0270(10) Uani 1 1 d . . .
C17 C -0.0461(3) 0.3520(3) 1.0357(3) 0.0266(9) Uani 1 1 d . . .
H17 H -0.0156 0.3397 1.0918 0.032 Uiso 1 1 calc R . .
C18 C 0.0017(3) 0.3692(3) 0.9833(3) 0.0229(9) Uani 1 1 d . . .
C19 C -0.1872(3) 0.4153(3) 0.7834(3) 0.0288(10) Uani 1 1 d . . .
H19A H -0.1760 0.4695 0.7770 0.043 Uiso 1 1 calc R . .
H19B H -0.2499 0.4075 0.7724 0.043 Uiso 1 1 calc R . .
H19C H -0.1684 0.3852 0.7443 0.043 Uiso 1 1 calc R . .
C20 C -0.1884(5) 0.3353(4) 1.0646(4) 0.0434(14) Uani 1 1 d . . .
H20A H -0.1479 0.3212 1.1192 0.065 Uiso 1 1 calc R . .
H20B H -0.2289 0.2930 1.0421 0.065 Uiso 1 1 calc R . .
H20C H -0.2216 0.3806 1.0696 0.065 Uiso 1 1 calc R . .
C21 C 0.0999(3) 0.3747(4) 1.0172(3) 0.0359(12) Uani 1 1 d . . .
H21A H 0.1254 0.3370 0.9898 0.054 Uiso 1 1 calc R . .
H21B H 0.1201 0.3647 1.0767 0.054 Uiso 1 1 calc R . .
H21C H 0.1182 0.4260 1.0071 0.054 Uiso 1 1 calc R . .
C22 C -0.1606(3) 0.2078(3) 0.8124(3) 0.0273(10) Uani 1 1 d . . .
H22A H -0.2231 0.2193 0.7833 0.033 Uiso 1 1 calc R . .
H22B H -0.1480 0.2151 0.8723 0.033 Uiso 1 1 calc R . .
C23 C -0.1400(3) 0.1270(3) 0.7948(3) 0.0288(10) Uani 1 1 d . . .
H23A H -0.1581 0.0904 0.8299 0.035 Uiso 1 1 calc R . .
H23B H -0.1703 0.1139 0.7362 0.035 Uiso 1 1 calc R . .
C24 C -0.0127(4) 0.0516(3) 0.8021(3) 0.0310(11) Uani 1 1 d . . .
H24A H -0.0227 0.0151 0.8411 0.046 Uiso 1 1 calc R . .
H24B H 0.0502 0.0552 0.8114 0.046 Uiso 1 1 calc R . .
H24C H -0.0431 0.0343 0.7455 0.046 Uiso 1 1 calc R . .
C25 C 0.1740(3) 0.1558(2) 0.9231(2) 0.0167(7) Uani 1 1 d . . .
C26 C 0.1616(3) 0.1355(3) 0.9981(2) 0.0200(8) Uani 1 1 d . . .
C27 C 0.2191(3) 0.0824(3) 1.0493(3) 0.0247(9) Uani 1 1 d . . .
H27 H 0.2114 0.0681 1.0997 0.030 Uiso 1 1 calc R . .
C28 C 0.2868(3) 0.0504(3) 1.0286(3) 0.0270(10) Uani 1 1 d . . .
H28 H 0.3241 0.0136 1.0637 0.032 Uiso 1 1 calc R . .
C29 C 0.2996(3) 0.0724(3) 0.9562(3) 0.0237(9) Uani 1 1 d . . .
H29 H 0.3473 0.0515 0.9430 0.028 Uiso 1 1 calc R . .
C30 C 0.2442(3) 0.1243(2) 0.9021(3) 0.0191(8) Uani 1 1 d . . .
C31 C 0.0892(3) 0.1688(3) 1.0248(3) 0.0306(11) Uani 1 1 d . . .
H31 H 0.0624 0.2119 0.9866 0.037 Uiso 1 1 calc R . .
C32 C 0.1251(5) 0.2014(5) 1.1134(3) 0.058(2) Uani 1 1 d . . .
H32A H 0.1452 0.1594 1.1529 0.086 Uiso 1 1 calc R . .
H32B H 0.0786 0.2296 1.1255 0.086 Uiso 1 1 calc R . .
H32C H 0.1741 0.2358 1.1180 0.086 Uiso 1 1 calc R . .
C33 C 0.0171(5) 0.1107(5) 1.0187(5) 0.0543(19) Uani 1 1 d . . .
H33A H -0.0037 0.0888 0.9631 0.081 Uiso 1 1 calc R . .
H33B H -0.0316 0.1360 1.0300 0.081 Uiso 1 1 calc R . .
H33C H 0.0404 0.0701 1.0592 0.081 Uiso 1 1 calc R . .
C34 C 0.2566(3) 0.1428(3) 0.8198(3) 0.0217(8) Uani 1 1 d . . .
H34 H 0.2205 0.1888 0.7958 0.026 Uiso 1 1 calc R . .
C35 C 0.3513(3) 0.1600(3) 0.8289(3) 0.0300(10) Uani 1 1 d . . .
H35A H 0.3729 0.2016 0.8685 0.045 Uiso 1 1 calc R . .
H35B H 0.3549 0.1750 0.7753 0.045 Uiso 1 1 calc R . .
H35C H 0.3870 0.1144 0.8488 0.045 Uiso 1 1 calc R . .
C36 C 0.2229(3) 0.0757(3) 0.7603(3) 0.0279(10) Uani 1 1 d . . .
H36A H 0.2315 0.0869 0.7077 0.042 Uiso 1 1 calc R . .
H36B H 0.1604 0.0680 0.7508 0.042 Uiso 1 1 calc R . .
H36C H 0.2553 0.0294 0.7843 0.042 Uiso 1 1 calc R . .
C37 C 0.0283(3) 0.2152(2) 0.6907(2) 0.0174(7) Uani 1 1 d . . .
H37 H 0.0876 0.2099 0.6938 0.021 Uiso 1 1 calc R . .
C38 C -0.0384(3) 0.2051(3) 0.6030(3) 0.0213(8) Uani 1 1 d . . .
C39 C 0.0057(3) 0.2281(3) 0.5392(3) 0.0263(10) Uani 1 1 d . . .
H39A H 0.0617 0.2013 0.5517 0.039 Uiso 1 1 calc R . .
H39B H 0.0159 0.2832 0.5419 0.039 Uiso 1 1 calc R . .
H39C H -0.0326 0.2142 0.4836 0.039 Uiso 1 1 calc R . .
C40 C -0.1202(3) 0.2555(3) 0.5892(3) 0.0263(9) Uani 1 1 d . . .
H40A H -0.1621 0.2460 0.5339 0.039 Uiso 1 1 calc R . .
H40B H -0.1030 0.3093 0.5941 0.039 Uiso 1 1 calc R . .
H40C H -0.1474 0.2432 0.6306 0.039 Uiso 1 1 calc R . .
C41 C -0.0618(3) 0.1203(3) 0.5938(3) 0.0227(9) Uani 1 1 d . . .
C42 C 0.0035(3) 0.0661(3) 0.5988(3) 0.0259(9) Uani 1 1 d . . .
H42 H 0.0615 0.0828 0.6070 0.031 Uiso 1 1 calc R . .
C43 C -0.0151(4) -0.0115(3) 0.5918(3) 0.0321(11) Uani 1 1 d . . .
H43 H 0.0303 -0.0473 0.5961 0.038 Uiso 1 1 calc R . .
C44 C -0.1001(4) -0.0369(3) 0.5787(4) 0.0380(12) Uani 1 1 d . . .
H44 H -0.1131 -0.0899 0.5745 0.046 Uiso 1 1 calc R . .
C45 C -0.1647(4) 0.0154(3) 0.5719(4) 0.0390(13) Uani 1 1 d . . .
H45 H -0.2230 -0.0014 0.5617 0.047 Uiso 1 1 calc R . .
C46 C -0.1459(3) 0.0934(3) 0.5799(3) 0.0292(10) Uani 1 1 d . . .
H46 H -0.1917 0.1287 0.5756 0.035 Uiso 1 1 calc R . .
S1 S 0.12776(8) 0.36589(8) 0.32501(9) 0.0317(3) Uani 1 1 d . . .
O3 O 0.1380(3) 0.3743(3) 0.2448(3) 0.0460(10) Uani 1 1 d . . .
O4 O 0.2096(3) 0.3592(3) 0.3919(3) 0.0584(15) Uani 1 1 d . . .
O5 O 0.0639(3) 0.4136(3) 0.3424(3) 0.0515(12) Uani 1 1 d . . .
C47 C 0.0802(4) 0.2710(3) 0.3185(4) 0.0344(11) Uani 1 1 d . . .
F1 F 0.0046(2) 0.2669(2) 0.2553(3) 0.0568(11) Uani 1 1 d . . .
F2 F 0.1336(2) 0.21752(18) 0.3057(2) 0.0394(8) Uani 1 1 d . . .
F3 F 0.0629(4) 0.2520(3) 0.3855(3) 0.0752(16) Uani 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

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
W1 N3 1.779(3) . ?
W1 O1 1.906(3) . ?
W1 C37 1.939(4) . ?
W1 C1 2.207(4) . ?
W1 O2 2.233(3) . ?
O1 C22 1.434(5) . ?
N1 C1 1.347(5) . ?
N1 C4 1.450(5) . ?
N1 C2 1.486(6) . ?
C1 N2 1.337(5) . ?
O2 C24 1.450(6) . ?
O2 C23 1.452(6) . ?
N2 C13 1.433(5) . ?
N2 C3 1.480(6) . ?
C2 C3 1.515(7) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
N3 C25 1.398(5) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.389(6) . ?
C4 C9 1.399(6) . ?
C5 C6 1.398(6) . ?
C5 C10 1.511(6) . ?
C6 C7 1.402(7) . ?
C6 H6 0.9500 . ?
C7 C8 1.398(7) . ?
C7 C11 1.511(6) . ?
C8 C9 1.396(6) . ?
C8 H8 0.9500 . ?
C9 C12 1.514(6) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.396(6) . ?
C13 C18 1.405(6) . ?
C14 C15 1.397(6) . ?
C14 C19 1.518(6) . ?
C15 C16 1.386(7) . ?
C15 H15 0.9500 . ?
C16 C17 1.387(7) . ?
C16 C20 1.521(7) . ?
C17 C18 1.404(7) . ?
C17 H17 0.9500 . ?
C18 C21 1.505(7) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C23 1.509(7) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.416(6) . ?
C25 C30 1.416(6) . ?
C26 C27 1.401(6) . ?
C26 C31 1.513(6) . ?
C27 C28 1.382(7) . ?
C27 H27 0.9500 . ?
C28 C29 1.383(7) . ?
C28 H28 0.9500 . ?
C29 C30 1.394(6) . ?
C29 H29 0.9500 . ?
C30 C34 1.530(6) . ?
C31 C33 1.528(9) . ?
C31 C32 1.548(8) . ?
C31 H31 1.0000 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 C35 1.521(6) . ?
C34 C36 1.536(7) . ?
C34 H34 1.0000 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 C38 1.544(6) . ?
C37 H37 0.9500 . ?
C38 C41 1.530(6) . ?
C38 C40 1.545(7) . ?
C38 C39 1.552(6) . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 C46 1.386(7) . ?
C41 C42 1.405(7) . ?
C42 C43 1.391(7) . ?
C42 H42 0.9500 . ?
C43 C44 1.394(8) . ?
C43 H43 0.9500 . ?
C44 C45 1.368(9) . ?
C44 H44 0.9500 . ?
C45 C46 1.398(7) . ?
C45 H45 0.9500 . ?
C46 H46 0.9500 . ?
S1 O5 1.438(4) . ?
S1 O4 1.440(5) . ?
S1 O3 1.450(5) . ?
S1 C47 1.821(6) . ?
C47 F3 1.316(6) . ?
C47 F2 1.344(6) . ?
C47 F1 1.341(7) . ?

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
N3 W1 O1 144.09(14) . . ?
N3 W1 C37 100.63(16) . . ?
O1 W1 C37 111.81(16) . . ?
N3 W1 C1 100.02(16) . . ?
O1 W1 C1 89.20(14) . . ?
C37 W1 C1 100.35(16) . . ?
N3 W1 O2 87.40(15) . . ?
O1 W1 O2 73.05(13) . . ?
C37 W1 O2 99.07(15) . . ?
C1 W1 O2 157.51(14) . . ?
C22 O1 W1 125.0(3) . . ?
C1 N1 C4 130.7(4) . . ?
C1 N1 C2 113.2(4) . . ?
C4 N1 C2 115.6(3) . . ?
N2 C1 N1 107.5(4) . . ?
N2 C1 W1 121.9(3) . . ?
N1 C1 W1 130.6(3) . . ?
C24 O2 C23 113.0(4) . . ?
C24 O2 W1 124.3(3) . . ?
C23 O2 W1 115.0(3) . . ?
C1 N2 C13 128.5(4) . . ?
C1 N2 C3 113.8(4) . . ?
C13 N2 C3 117.5(4) . . ?
N1 C2 C3 102.5(4) . . ?
N1 C2 H2A 111.3 . . ?
C3 C2 H2A 111.3 . . ?
N1 C2 H2B 111.3 . . ?
C3 C2 H2B 111.3 . . ?
H2A C2 H2B 109.2 . . ?
C25 N3 W1 159.7(3) . . ?
N2 C3 C2 102.5(4) . . ?
N2 C3 H3A 111.3 . . ?
C2 C3 H3A 111.3 . . ?
N2 C3 H3B 111.3 . . ?
C2 C3 H3B 111.3 . . ?
H3A C3 H3B 109.2 . . ?
C5 C4 C9 122.3(4) . . ?
C5 C4 N1 118.7(4) . . ?
C9 C4 N1 118.2(4) . . ?
C4 C5 C6 117.9(4) . . ?
C4 C5 C10 122.1(4) . . ?
C6 C5 C10 119.8(4) . . ?
C5 C6 C7 121.6(4) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 H6 119.2 . . ?
C8 C7 C6 118.7(4) . . ?
C8 C7 C11 120.4(5) . . ?
C6 C7 C11 120.8(5) . . ?
C7 C8 C9 121.1(4) . . ?
C7 C8 H8 119.5 . . ?
C9 C8 H8 119.5 . . ?
C8 C9 C4 118.3(4) . . ?
C8 C9 C12 119.6(4) . . ?
C4 C9 C12 122.0(4) . . ?
C5 C10 H10A 109.5 . . ?
C5 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C5 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C7 C11 H11A 109.5 . . ?
C7 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C7 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C18 121.9(4) . . ?
C14 C13 N2 119.7(4) . . ?
C18 C13 N2 118.1(4) . . ?
C13 C14 C15 117.5(4) . . ?
C13 C14 C19 122.1(4) . . ?
C15 C14 C19 120.4(4) . . ?
C16 C15 C14 122.5(4) . . ?
C16 C15 H15 118.8 . . ?
C14 C15 H15 118.8 . . ?
C17 C16 C15 118.7(4) . . ?
C17 C16 C20 121.3(5) . . ?
C15 C16 C20 120.0(5) . . ?
C16 C17 C18 121.4(4) . . ?
C16 C17 H17 119.3 . . ?
C18 C17 H17 119.3 . . ?
C17 C18 C13 118.0(4) . . ?
C17 C18 C21 120.4(4) . . ?
C13 C18 C21 121.5(4) . . ?
C14 C19 H19A 109.5 . . ?
C14 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C14 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C16 C20 H20A 109.5 . . ?
C16 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C16 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O1 C22 C23 106.6(4) . . ?
O1 C22 H22A 110.4 . . ?
C23 C22 H22A 110.4 . . ?
O1 C22 H22B 110.4 . . ?
C23 C22 H22B 110.4 . . ?
H22A C22 H22B 108.6 . . ?
O2 C23 C22 104.7(4) . . ?
O2 C23 H23A 110.8 . . ?
C22 C23 H23A 110.8 . . ?
O2 C23 H23B 110.8 . . ?
C22 C23 H23B 110.8 . . ?
H23A C23 H23B 108.9 . . ?
O2 C24 H24A 109.5 . . ?
O2 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
O2 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N3 C25 C26 121.4(4) . . ?
N3 C25 C30 118.1(4) . . ?
C26 C25 C30 120.4(4) . . ?
C27 C26 C25 118.1(4) . . ?
C27 C26 C31 119.2(4) . . ?
C25 C26 C31 122.7(4) . . ?
C28 C27 C26 121.9(4) . . ?
C28 C27 H27 119.1 . . ?
C26 C27 H27 119.1 . . ?
C27 C28 C29 119.3(4) . . ?
C27 C28 H28 120.3 . . ?
C29 C28 H28 120.3 . . ?
C28 C29 C30 121.7(4) . . ?
C28 C29 H29 119.2 . . ?
C30 C29 H29 119.2 . . ?
C29 C30 C25 118.6(4) . . ?
C29 C30 C34 120.1(4) . . ?
C25 C30 C34 121.2(4) . . ?
C26 C31 C33 112.0(5) . . ?
C26 C31 C32 111.5(5) . . ?
C33 C31 C32 109.9(5) . . ?
C26 C31 H31 107.7 . . ?
C33 C31 H31 107.7 . . ?
C32 C31 H31 107.7 . . ?
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 . . ?
C31 C33 H33A 109.5 . . ?
C31 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C31 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C35 C34 C30 112.8(4) . . ?
C35 C34 C36 110.0(4) . . ?
C30 C34 C36 109.1(4) . . ?
C35 C34 H34 108.3 . . ?
C30 C34 H34 108.3 . . ?
C36 C34 H34 108.3 . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C34 C36 H36A 109.5 . . ?
C34 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C34 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C38 C37 W1 131.8(3) . . ?
C38 C37 H37 114.1 . . ?
W1 C37 H37 114.1 . . ?
C41 C38 C37 106.3(3) . . ?
C41 C38 C40 111.7(4) . . ?
C37 C38 C40 111.7(4) . . ?
C41 C38 C39 109.7(4) . . ?
C37 C38 C39 108.8(4) . . ?
C40 C38 C39 108.5(4) . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C38 C40 H40A 109.5 . . ?
C38 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C38 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C46 C41 C42 117.3(4) . . ?
C46 C41 C38 123.0(4) . . ?
C42 C41 C38 119.7(4) . . ?
C43 C42 C41 121.4(5) . . ?
C43 C42 H42 119.3 . . ?
C41 C42 H42 119.3 . . ?
C42 C43 C44 120.0(5) . . ?
C42 C43 H43 120.0 . . ?
C44 C43 H43 120.0 . . ?
C45 C44 C43 119.1(5) . . ?
C45 C44 H44 120.4 . . ?
C43 C44 H44 120.4 . . ?
C44 C45 C46 120.9(5) . . ?
C44 C45 H45 119.5 . . ?
C46 C45 H45 119.5 . . ?
C41 C46 C45 121.3(5) . . ?
C41 C46 H46 119.4 . . ?
C45 C46 H46 119.4 . . ?
O5 S1 O4 114.6(3) . . ?
O5 S1 O3 117.2(3) . . ?
O4 S1 O3 113.5(3) . . ?
O5 S1 C47 103.0(3) . . ?
O4 S1 C47 103.5(3) . . ?
O3 S1 C47 102.5(3) . . ?
F3 C47 F2 107.7(5) . . ?
F3 C47 F1 106.9(5) . . ?
F2 C47 F1 107.1(5) . . ?
F3 C47 S1 112.8(4) . . ?
F2 C47 S1 111.4(4) . . ?
F1 C47 S1 110.6(4) . . ?

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
N3 W1 O1 C22 -41.4(5) . . . . ?
C37 W1 O1 C22 111.7(4) . . . . ?
C1 W1 O1 C22 -147.5(4) . . . . ?
O2 W1 O1 C22 18.5(3) . . . . ?
C4 N1 C1 N2 173.0(4) . . . . ?
C2 N1 C1 N2 1.8(5) . . . . ?
C4 N1 C1 W1 -7.5(7) . . . . ?
C2 N1 C1 W1 -178.6(3) . . . . ?
N3 W1 C1 N2 -104.7(3) . . . . ?
O1 W1 C1 N2 40.4(3) . . . . ?
C37 W1 C1 N2 152.4(3) . . . . ?
O2 W1 C1 N2 3.1(6) . . . . ?
N3 W1 C1 N1 75.8(4) . . . . ?
O1 W1 C1 N1 -139.1(4) . . . . ?
C37 W1 C1 N1 -27.1(4) . . . . ?
O2 W1 C1 N1 -176.3(3) . . . . ?
N3 W1 O2 C24 -54.3(4) . . . . ?
O1 W1 O2 C24 156.3(4) . . . . ?
C37 W1 O2 C24 46.1(4) . . . . ?
C1 W1 O2 C24 -164.5(4) . . . . ?
N3 W1 O2 C23 158.4(3) . . . . ?
O1 W1 O2 C23 9.0(3) . . . . ?
C37 W1 O2 C23 -101.2(3) . . . . ?
C1 W1 O2 C23 48.2(5) . . . . ?
N1 C1 N2 C13 -172.0(4) . . . . ?
W1 C1 N2 C13 8.4(6) . . . . ?
N1 C1 N2 C3 3.1(5) . . . . ?
W1 C1 N2 C3 -176.5(3) . . . . ?
C1 N1 C2 C3 -5.7(6) . . . . ?
C4 N1 C2 C3 -178.2(4) . . . . ?
O1 W1 N3 C25 46.9(10) . . . . ?
C37 W1 N3 C25 -107.7(8) . . . . ?
C1 W1 N3 C25 149.6(8) . . . . ?
O2 W1 N3 C25 -9.0(8) . . . . ?
C1 N2 C3 C2 -6.5(6) . . . . ?
C13 N2 C3 C2 169.2(4) . . . . ?
N1 C2 C3 N2 6.6(5) . . . . ?
C1 N1 C4 C5 -81.7(6) . . . . ?
C2 N1 C4 C5 89.3(5) . . . . ?
C1 N1 C4 C9 108.4(5) . . . . ?
C2 N1 C4 C9 -80.6(5) . . . . ?
C9 C4 C5 C6 -0.5(7) . . . . ?
N1 C4 C5 C6 -169.9(4) . . . . ?
C9 C4 C5 C10 175.1(4) . . . . ?
N1 C4 C5 C10 5.6(6) . . . . ?
C4 C5 C6 C7 0.0(7) . . . . ?
C10 C5 C6 C7 -175.7(5) . . . . ?
C5 C6 C7 C8 -1.3(7) . . . . ?
C5 C6 C7 C11 173.7(5) . . . . ?
C6 C7 C8 C9 3.1(7) . . . . ?
C11 C7 C8 C9 -172.0(4) . . . . ?
C7 C8 C9 C4 -3.5(7) . . . . ?
C7 C8 C9 C12 172.9(4) . . . . ?
C5 C4 C9 C8 2.2(6) . . . . ?
N1 C4 C9 C8 171.7(4) . . . . ?
C5 C4 C9 C12 -174.1(4) . . . . ?
N1 C4 C9 C12 -4.6(6) . . . . ?
C1 N2 C13 C14 -100.2(6) . . . . ?
C3 N2 C13 C14 84.8(5) . . . . ?
C1 N2 C13 C18 85.6(6) . . . . ?
C3 N2 C13 C18 -89.4(5) . . . . ?
C18 C13 C14 C15 -4.3(7) . . . . ?
N2 C13 C14 C15 -178.3(4) . . . . ?
C18 C13 C14 C19 174.3(4) . . . . ?
N2 C13 C14 C19 0.3(7) . . . . ?
C13 C14 C15 C16 2.1(7) . . . . ?
C19 C14 C15 C16 -176.5(4) . . . . ?
C14 C15 C16 C17 0.6(7) . . . . ?
C14 C15 C16 C20 178.1(5) . . . . ?
C15 C16 C17 C18 -1.2(7) . . . . ?
C20 C16 C17 C18 -178.7(5) . . . . ?
C16 C17 C18 C13 -0.9(7) . . . . ?
C16 C17 C18 C21 174.9(5) . . . . ?
C14 C13 C18 C17 3.7(7) . . . . ?
N2 C13 C18 C17 177.8(4) . . . . ?
C14 C13 C18 C21 -172.0(5) . . . . ?
N2 C13 C18 C21 2.0(7) . . . . ?
W1 O1 C22 C23 -40.5(5) . . . . ?
C24 O2 C23 C22 179.3(4) . . . . ?
W1 O2 C23 C22 -29.7(5) . . . . ?
O1 C22 C23 O2 40.1(5) . . . . ?
W1 N3 C25 C26 -54.3(10) . . . . ?
W1 N3 C25 C30 121.2(8) . . . . ?
N3 C25 C26 C27 173.7(4) . . . . ?
C30 C25 C26 C27 -1.6(6) . . . . ?
N3 C25 C26 C31 -6.3(7) . . . . ?
C30 C25 C26 C31 178.3(4) . . . . ?
C25 C26 C27 C28 0.4(7) . . . . ?
C31 C26 C27 C28 -179.6(5) . . . . ?
C26 C27 C28 C29 1.5(7) . . . . ?
C27 C28 C29 C30 -2.1(7) . . . . ?
C28 C29 C30 C25 0.8(7) . . . . ?
C28 C29 C30 C34 -175.6(4) . . . . ?
N3 C25 C30 C29 -174.4(4) . . . . ?
C26 C25 C30 C29 1.0(6) . . . . ?
N3 C25 C30 C34 1.9(6) . . . . ?
C26 C25 C30 C34 177.4(4) . . . . ?
C27 C26 C31 C33 -72.0(6) . . . . ?
C25 C26 C31 C33 108.0(5) . . . . ?
C27 C26 C31 C32 51.6(7) . . . . ?
C25 C26 C31 C32 -128.3(5) . . . . ?
C29 C30 C34 C35 -47.8(6) . . . . ?
C25 C30 C34 C35 135.9(4) . . . . ?
C29 C30 C34 C36 74.8(5) . . . . ?
C25 C30 C34 C36 -101.5(5) . . . . ?
N3 W1 C37 C38 158.5(4) . . . . ?
O1 W1 C37 C38 -5.9(4) . . . . ?
C1 W1 C37 C38 -99.2(4) . . . . ?
O2 W1 C37 C38 69.4(4) . . . . ?
W1 C37 C38 C41 -89.5(5) . . . . ?
W1 C37 C38 C40 32.7(6) . . . . ?
W1 C37 C38 C39 152.5(4) . . . . ?
C37 C38 C41 C46 118.4(5) . . . . ?
C40 C38 C41 C46 -3.7(6) . . . . ?
C39 C38 C41 C46 -124.1(5) . . . . ?
C37 C38 C41 C42 -62.2(5) . . . . ?
C40 C38 C41 C42 175.7(4) . . . . ?
C39 C38 C41 C42 55.3(5) . . . . ?
C46 C41 C42 C43 -1.5(7) . . . . ?
C38 C41 C42 C43 179.1(4) . . . . ?
C41 C42 C43 C44 0.8(8) . . . . ?
C42 C43 C44 C45 0.7(8) . . . . ?
C43 C44 C45 C46 -1.5(9) . . . . ?
C42 C41 C46 C45 0.7(7) . . . . ?
C38 C41 C46 C45 -179.9(5) . . . . ?
C44 C45 C46 C41 0.8(9) . . . . ?
O5 S1 C47 F3 -56.1(5) . . . . ?
O4 S1 C47 F3 63.5(5) . . . . ?
O3 S1 C47 F3 -178.3(5) . . . . ?
O5 S1 C47 F2 -177.4(4) . . . . ?
O4 S1 C47 F2 -57.8(5) . . . . ?
O3 S1 C47 F2 60.4(5) . . . . ?
O5 S1 C47 F1 63.5(4) . . . . ?
O4 S1 C47 F1 -176.8(4) . . . . ?
O3 S1 C47 F1 -58.6(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        30.48
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         9.946
_refine_diff_density_min         -2.192
_refine_diff_density_rms         0.166
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_buch99
_database_code_depnum_ccdc_archive 'CCDC 1560394'
_audit_update_record             
;
2017-07-05 deposited with the CCDC.
2017-10-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 compound 3 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H29 N2, C F3 O3 S'
_chemical_formula_sum            'C23 H29 F3 N2 O3 S'
_chemical_formula_weight         470.54

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'
F F 0.0171 0.0103 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.596(3)
_cell_length_b                   10.814(2)
_cell_length_c                   23.235(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.907(7)
_cell_angle_gamma                90.00
_cell_volume                     2662.0(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2227
_cell_measurement_theta_min      1.75
_cell_measurement_theta_max      25.05

_exptl_crystal_description       plates
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.174
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             992
_exptl_absorpt_coefficient_mu    0.166
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6288
_exptl_absorpt_correction_T_max  0.7339
_exptl_absorpt_process_details   'Blessing, 1995'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  Triumph
_diffrn_measurement_device_type  'Bruker Kappa APEXII Duo'
_diffrn_measurement_method       'Omega + Phi Scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            16999
_diffrn_reflns_av_R_equivalents  0.1106
_diffrn_reflns_av_sigmaI/netI    0.1547
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.75
_diffrn_reflns_theta_max         25.05
_reflns_number_total             4645
_reflns_number_gt                2227
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEXII Software Suite, 2008'
_computing_cell_refinement       'Bruker APEXII Software Suite, 2008'
_computing_data_reduction        'Bruker APEXII Software Suite, 2008'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL-plus, XP (Sheldrick, 1991)'
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0564P)²+7.4512P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4645
_refine_ls_number_parameters     322
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.1828
_refine_ls_R_factor_gt           0.0983
_refine_ls_wR_factor_ref         0.2239
_refine_ls_wR_factor_gt          0.1981
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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 0.51992(17) 0.95885(15) 0.77043(7) 0.0326(5) Uani 1 1 d D . .
O1 O 0.4532(5) 0.8523(4) 0.75091(19) 0.0486(13) Uani 1 1 d . A .
O2 O 0.4530(7) 1.0706(4) 0.7603(2) 0.081(2) Uani 1 1 d . A .
O3 O 0.6506(12) 0.980(2) 0.7606(17) 0.062(8) Uani 0.50 1 d PD A 1
O3A O 0.6475(11) 0.927(2) 0.7591(17) 0.060(8) Uani 0.50 1 d PD A 2
C23 C 0.5152(6) 0.9446(6) 0.8492(3) 0.0386(17) Uani 1 1 d D A .
F1 F 0.5692(4) 0.8418(4) 0.86747(16) 0.0583(13) Uani 1 1 d . . .
F2 F 0.6015(10) 1.0234(9) 0.8719(4) 0.050(3) Uani 0.50 1 d PDU A 1
F2A F 0.5339(11) 1.0443(8) 0.8783(4) 0.046(3) Uani 0.50 1 d PDU A 2
F3 F 0.3968(5) 0.9308(5) 0.86671(19) 0.0903(18) Uani 1 1 d . . .
N1 N -0.0089(5) 0.9896(4) 0.19933(19) 0.0235(12) Uani 1 1 d . . .
C1 C -0.0527(5) 1.0410(5) 0.2458(2) 0.0194(13) Uani 1 1 d . . .
N2 N 0.0040(4) 0.9989(4) 0.29334(19) 0.0203(11) Uani 1 1 d . . .
C2 C 0.0940(6) 0.9008(5) 0.2137(2) 0.0263(15) Uani 1 1 d . . .
H2A H 0.1746 0.9263 0.1964 0.032 Uiso 1 1 calc R . .
H2B H 0.0724 0.8162 0.2005 0.032 Uiso 1 1 calc R . .
C3 C 0.1015(6) 0.9076(5) 0.2793(2) 0.0251(14) Uani 1 1 d . . .
H3A H 0.0830 0.8263 0.2968 0.030 Uiso 1 1 calc R . .
H3B H 0.1860 0.9355 0.2926 0.030 Uiso 1 1 calc R . .
C4 C -0.0473(5) 1.0190(5) 0.1413(2) 0.0228(14) Uani 1 1 d . . .
C5 C -0.1350(6) 0.9440(6) 0.1137(2) 0.0293(15) Uani 1 1 d . . .
C6 C -0.1737(6) 0.9734(6) 0.0587(3) 0.0352(16) Uani 1 1 d . . .
H6 H -0.2337 0.9224 0.0392 0.042 Uiso 1 1 calc R . .
C7 C -0.1249(7) 1.0793(7) 0.0306(3) 0.0380(18) Uani 1 1 d . . .
C8 C -0.0371(6) 1.1509(6) 0.0594(3) 0.0326(16) Uani 1 1 d . . .
H8 H -0.0033 1.2211 0.0406 0.039 Uiso 1 1 calc R . .
C9 C 0.0035(6) 1.1240(6) 0.1149(3) 0.0303(15) Uani 1 1 d . . .
C10 C -0.1939(6) 0.8352(6) 0.1448(3) 0.0402(18) Uani 1 1 d . . .
H10A H -0.1271 0.7836 0.1619 0.060 Uiso 1 1 calc R . .
H10B H -0.2439 0.7859 0.1174 0.060 Uiso 1 1 calc R . .
H10C H -0.2487 0.8659 0.1753 0.060 Uiso 1 1 calc R . .
C11 C -0.1714(7) 1.1115(7) -0.0300(3) 0.054(2) Uani 1 1 d . . .
H11A H -0.2294 1.1820 -0.0282 0.081 Uiso 1 1 calc R . .
H11B H -0.2155 1.0402 -0.0468 0.081 Uiso 1 1 calc R . .
H11C H -0.0993 1.1332 -0.0539 0.081 Uiso 1 1 calc R . .
C12 C 0.0990(7) 1.2033(6) 0.1460(3) 0.0402(18) Uani 1 1 d . . .
H12A H 0.0565 1.2532 0.1751 0.060 Uiso 1 1 calc R . .
H12B H 0.1403 1.2579 0.1184 0.060 Uiso 1 1 calc R . .
H12C H 0.1624 1.1504 0.1648 0.060 Uiso 1 1 calc R . .
C13 C -0.0256(5) 1.0384(5) 0.3507(2) 0.0206(13) Uani 1 1 d . . .
C14 C -0.1244(6) 0.9797(6) 0.3803(3) 0.0311(15) Uani 1 1 d . . .
C15 C -0.1520(7) 1.0202(6) 0.4339(3) 0.0368(17) Uani 1 1 d . . .
H15 H -0.2186 0.9818 0.4542 0.044 Uiso 1 1 calc R . .
C16 C -0.0851(7) 1.1166(6) 0.4601(3) 0.0343(17) Uani 1 1 d . . .
C17 C 0.0116(7) 1.1722(6) 0.4300(3) 0.0354(17) Uani 1 1 d . . .
H17 H 0.0574 1.2380 0.4475 0.042 Uiso 1 1 calc R . .
C18 C 0.0430(6) 1.1353(5) 0.3757(3) 0.0279(15) Uani 1 1 d . . .
C19 C -0.2006(6) 0.8751(6) 0.3511(3) 0.0385(17) Uani 1 1 d . . .
H19A H -0.2393 0.8233 0.3806 0.058 Uiso 1 1 calc R . .
H19B H -0.1441 0.8245 0.3278 0.058 Uiso 1 1 calc R . .
H19C H -0.2667 0.9109 0.3263 0.058 Uiso 1 1 calc R . .
C20 C -0.1193(8) 1.1608(7) 0.5199(3) 0.056(2) Uani 1 1 d . . .
H20A H -0.0567 1.2214 0.5334 0.083 Uiso 1 1 calc R . .
H20B H -0.1202 1.0902 0.5464 0.083 Uiso 1 1 calc R . .
H20C H -0.2030 1.1994 0.5186 0.083 Uiso 1 1 calc R . .
C21 C 0.1456(6) 1.1982(5) 0.3436(3) 0.0370(17) Uani 1 1 d . . .
H21A H 0.1882 1.2582 0.3689 0.055 Uiso 1 1 calc R . .
H21B H 0.1093 1.2412 0.3101 0.055 Uiso 1 1 calc R . .
H21C H 0.2068 1.1365 0.3307 0.055 Uiso 1 1 calc R . .
C22 C -0.1518(7) 1.1367(6) 0.2465(3) 0.0345(17) Uani 1 1 d D . .
H22A H -0.197(4) 1.143(5) 0.2106(12) 0.052 Uiso 1 1 d D . .
H22B H -0.116(5) 1.215(3) 0.2544(19) 0.052 Uiso 1 1 d D . .
H22C H -0.210(4) 1.118(5) 0.2758(15) 0.052 Uiso 1 1 d D . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O2 1.419(5) . ?
S1 O1 1.422(5) . ?
S1 O3A 1.423(9) . ?
S1 O3 1.424(9) . ?
S1 C23 1.839(7) . ?
C23 F2A 1.286(8) . ?
C23 F1 1.317(7) . ?
C23 F3 1.333(8) . ?
C23 F2 1.351(8) . ?
N1 C1 1.306(7) . ?
N1 C4 1.437(7) . ?
N1 C2 1.488(7) . ?
C1 N2 1.330(7) . ?
C1 C22 1.474(8) . ?
N2 C13 1.439(7) . ?
N2 C3 1.470(7) . ?
C2 C3 1.526(8) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.384(8) . ?
C4 C9 1.403(8) . ?
C5 C6 1.373(8) . ?
C5 C10 1.521(8) . ?
C6 C7 1.420(9) . ?
C6 H6 0.9500 . ?
C7 C8 1.376(9) . ?
C7 C11 1.524(9) . ?
C8 C9 1.383(8) . ?
C8 H8 0.9500 . ?
C9 C12 1.502(9) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C18 1.397(8) . ?
C13 C14 1.412(8) . ?
C14 C15 1.357(8) . ?
C14 C19 1.541(8) . ?
C15 C16 1.394(9) . ?
C15 H15 0.9500 . ?
C16 C17 1.387(9) . ?
C16 C20 1.520(8) . ?
C17 C18 1.367(8) . ?
C17 H17 0.9500 . ?
C18 C21 1.493(8) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.960(16) . ?
C22 H22B 0.95(2) . ?
C22 H22C 0.95(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 S1 O1 113.1(3) . . ?
O2 S1 O3A 130.4(12) . . ?
O1 S1 O3A 102.4(10) . . ?
O2 S1 O3 108.9(11) . . ?
O1 S1 O3 123.8(11) . . ?
O3A S1 O3 23.1(15) . . ?
O2 S1 C23 102.4(3) . . ?
O1 S1 C23 103.2(3) . . ?
O3A S1 C23 101.8(17) . . ?
O3 S1 C23 102.4(17) . . ?
F2A C23 F1 118.4(7) . . ?
F2A C23 F3 94.1(7) . . ?
F1 C23 F3 102.3(6) . . ?
F2A C23 F2 33.8(5) . . ?
F1 C23 F2 96.9(7) . . ?
F3 C23 F2 125.9(8) . . ?
F2A C23 S1 116.5(7) . . ?
F1 C23 S1 111.9(4) . . ?
F3 C23 S1 110.7(4) . . ?
F2 C23 S1 107.8(6) . . ?
C1 N1 C4 125.6(5) . . ?
C1 N1 C2 111.0(4) . . ?
C4 N1 C2 123.3(4) . . ?
N1 C1 N2 112.3(5) . . ?
N1 C1 C22 124.8(5) . . ?
N2 C1 C22 122.9(5) . . ?
C1 N2 C13 124.5(4) . . ?
C1 N2 C3 110.9(4) . . ?
C13 N2 C3 124.7(4) . . ?
N1 C2 C3 102.7(4) . . ?
N1 C2 H2A 111.2 . . ?
C3 C2 H2A 111.2 . . ?
N1 C2 H2B 111.2 . . ?
C3 C2 H2B 111.2 . . ?
H2A C2 H2B 109.1 . . ?
N2 C3 C2 103.2(4) . . ?
N2 C3 H3A 111.1 . . ?
C2 C3 H3A 111.1 . . ?
N2 C3 H3B 111.1 . . ?
C2 C3 H3B 111.1 . . ?
H3A C3 H3B 109.1 . . ?
C5 C4 C9 122.0(5) . . ?
C5 C4 N1 119.0(5) . . ?
C9 C4 N1 119.0(5) . . ?
C6 C5 C4 119.0(6) . . ?
C6 C5 C10 120.2(6) . . ?
C4 C5 C10 120.6(5) . . ?
C5 C6 C7 120.6(6) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 H6 119.7 . . ?
C8 C7 C6 118.6(6) . . ?
C8 C7 C11 121.8(7) . . ?
C6 C7 C11 119.6(7) . . ?
C7 C8 C9 122.3(6) . . ?
C7 C8 H8 118.9 . . ?
C9 C8 H8 118.9 . . ?
C8 C9 C4 117.5(6) . . ?
C8 C9 C12 121.8(6) . . ?
C4 C9 C12 120.7(5) . . ?
C5 C10 H10A 109.5 . . ?
C5 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C5 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C7 C11 H11A 109.5 . . ?
C7 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C7 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C18 C13 C14 121.3(5) . . ?
C18 C13 N2 119.2(5) . . ?
C14 C13 N2 119.5(5) . . ?
C15 C14 C13 118.3(6) . . ?
C15 C14 C19 121.5(6) . . ?
C13 C14 C19 120.1(5) . . ?
C14 C15 C16 121.7(6) . . ?
C14 C15 H15 119.1 . . ?
C16 C15 H15 119.1 . . ?
C17 C16 C15 118.6(6) . . ?
C17 C16 C20 120.9(6) . . ?
C15 C16 C20 120.5(7) . . ?
C18 C17 C16 122.1(6) . . ?
C18 C17 H17 119.0 . . ?
C16 C17 H17 119.0 . . ?
C17 C18 C13 118.0(6) . . ?
C17 C18 C21 121.2(6) . . ?
C13 C18 C21 120.8(5) . . ?
C14 C19 H19A 109.5 . . ?
C14 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C14 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C16 C20 H20A 109.5 . . ?
C16 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C16 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C1 C22 H22A 113(4) . . ?
C1 C22 H22B 110(4) . . ?
H22A C22 H22B 107(2) . . ?
C1 C22 H22C 109(4) . . ?
H22A C22 H22C 108(3) . . ?
H22B C22 H22C 109(3) . . ?

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
O2 S1 C23 F2A -41.9(8) . . . . ?
O1 S1 C23 F2A -159.6(7) . . . . ?
O3A S1 C23 F2A 94.5(12) . . . . ?
O3 S1 C23 F2A 70.9(12) . . . . ?
O2 S1 C23 F1 177.4(5) . . . . ?
O1 S1 C23 F1 59.7(5) . . . . ?
O3A S1 C23 F1 -46.2(10) . . . . ?
O3 S1 C23 F1 -69.8(11) . . . . ?
O2 S1 C23 F3 64.0(6) . . . . ?
O1 S1 C23 F3 -53.7(6) . . . . ?
O3A S1 C23 F3 -159.6(10) . . . . ?
O3 S1 C23 F3 176.9(11) . . . . ?
O2 S1 C23 F2 -77.2(7) . . . . ?
O1 S1 C23 F2 165.1(7) . . . . ?
O3A S1 C23 F2 59.2(11) . . . . ?
O3 S1 C23 F2 35.6(12) . . . . ?
C4 N1 C1 N2 -177.4(5) . . . . ?
C2 N1 C1 N2 -1.2(7) . . . . ?
C4 N1 C1 C22 1.4(9) . . . . ?
C2 N1 C1 C22 177.6(5) . . . . ?
N1 C1 N2 C13 -179.5(5) . . . . ?
C22 C1 N2 C13 1.6(9) . . . . ?
N1 C1 N2 C3 0.9(7) . . . . ?
C22 C1 N2 C3 -178.0(5) . . . . ?
C1 N1 C2 C3 1.0(6) . . . . ?
C4 N1 C2 C3 177.3(5) . . . . ?
C1 N2 C3 C2 -0.2(6) . . . . ?
C13 N2 C3 C2 -179.8(5) . . . . ?
N1 C2 C3 N2 -0.5(6) . . . . ?
C1 N1 C4 C5 -98.6(7) . . . . ?
C2 N1 C4 C5 85.7(7) . . . . ?
C1 N1 C4 C9 80.2(7) . . . . ?
C2 N1 C4 C9 -95.5(7) . . . . ?
C9 C4 C5 C6 -0.1(9) . . . . ?
N1 C4 C5 C6 178.7(5) . . . . ?
C9 C4 C5 C10 -176.4(6) . . . . ?
N1 C4 C5 C10 2.4(8) . . . . ?
C4 C5 C6 C7 -0.2(9) . . . . ?
C10 C5 C6 C7 176.1(6) . . . . ?
C5 C6 C7 C8 0.7(9) . . . . ?
C5 C6 C7 C11 -178.7(6) . . . . ?
C6 C7 C8 C9 -0.9(9) . . . . ?
C11 C7 C8 C9 178.5(6) . . . . ?
C7 C8 C9 C4 0.6(9) . . . . ?
C7 C8 C9 C12 -179.7(6) . . . . ?
C5 C4 C9 C8 -0.1(9) . . . . ?
N1 C4 C9 C8 -178.9(5) . . . . ?
C5 C4 C9 C12 -179.8(6) . . . . ?
N1 C4 C9 C12 1.5(8) . . . . ?
C1 N2 C13 C18 -93.0(7) . . . . ?
C3 N2 C13 C18 86.5(7) . . . . ?
C1 N2 C13 C14 86.0(7) . . . . ?
C3 N2 C13 C14 -94.4(7) . . . . ?
C18 C13 C14 C15 0.3(9) . . . . ?
N2 C13 C14 C15 -178.8(5) . . . . ?
C18 C13 C14 C19 178.5(5) . . . . ?
N2 C13 C14 C19 -0.5(8) . . . . ?
C13 C14 C15 C16 -0.4(9) . . . . ?
C19 C14 C15 C16 -178.6(6) . . . . ?
C14 C15 C16 C17 0.3(10) . . . . ?
C14 C15 C16 C20 179.3(6) . . . . ?
C15 C16 C17 C18 -0.1(9) . . . . ?
C20 C16 C17 C18 -179.1(6) . . . . ?
C16 C17 C18 C13 0.0(9) . . . . ?
C16 C17 C18 C21 178.7(6) . . . . ?
C14 C13 C18 C17 -0.1(9) . . . . ?
N2 C13 C18 C17 179.0(5) . . . . ?
C14 C13 C18 C21 -178.8(5) . . . . ?
N2 C13 C18 C21 0.2(8) . . . . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         0.693
_refine_diff_density_min         -0.411
_refine_diff_density_rms         0.087



# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.500 1.000 171 47 ' '
2 0.000 0.500 0.500 33 2 ' '
3 0.500 0.000 0.500 171 47 ' '
4 0.500 1.000 1.000 33 2 ' '
_platon_squeeze_details          
;
;
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_buch166
_database_code_depnum_ccdc_archive 'CCDC 1560395'
_audit_update_record             
;
2017-07-05 deposited with the CCDC.
2017-10-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
compound 5 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H41 N2, C F3 O3 S, C2 H4 Cl2'
_chemical_formula_sum            'C31 H45 Cl2 F3 N2 O3 S'
_chemical_formula_weight         653.65

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'
F F 0.0171 0.0103 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.6954(11)
_cell_length_b                   16.0357(14)
_cell_length_c                   18.0340(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.943(2)
_cell_angle_gamma                90.00
_cell_volume                     3377.7(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    3581
_cell_measurement_theta_min      1.70
_cell_measurement_theta_max      25.04

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.285
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1384
_exptl_absorpt_coefficient_mu    0.304
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.8894
_exptl_absorpt_correction_T_max  0.9642
_exptl_absorpt_process_details   'SADABS (Bruker, 2008)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  Triumph
_diffrn_measurement_device_type  'Bruker Kappa APEXII Duo'
_diffrn_measurement_method       'Omega + Phi Scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            22785
_diffrn_reflns_av_R_equivalents  0.0707
_diffrn_reflns_av_sigmaI/netI    0.0804
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.70
_diffrn_reflns_theta_max         25.04
_reflns_number_total             5971
_reflns_number_gt                3581
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEXII Software Suite, 2008'
_computing_cell_refinement       'Bruker APEXII Software Suite, 2008'
_computing_data_reduction        'Bruker APEXII Software Suite, 2008'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL-plus, XP (Sheldrick, 1991)'
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0641P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5971
_refine_ls_number_parameters     388
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1161
_refine_ls_R_factor_gt           0.0575
_refine_ls_wR_factor_ref         0.1379
_refine_ls_wR_factor_gt          0.1242
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
N1 N 0.8392(2) 0.60143(15) 0.16368(12) 0.0178(6) Uani 1 1 d . . .
C1 C 0.8945(3) 0.66984(18) 0.14558(15) 0.0156(7) Uani 1 1 d . . .
N2 N 0.8404(2) 0.73800(15) 0.16319(12) 0.0191(6) Uani 1 1 d . . .
C2 C 0.7329(3) 0.71738(19) 0.19960(16) 0.0216(7) Uani 1 1 d . . .
H2A H 0.6654 0.7413 0.1718 0.026 Uiso 1 1 calc R . .
H2B H 0.7350 0.7383 0.2513 0.026 Uiso 1 1 calc R . .
C3 C 0.7302(3) 0.62264(19) 0.19768(17) 0.0229(8) Uani 1 1 d . . .
H3A H 0.7276 0.5991 0.2483 0.027 Uiso 1 1 calc R . .
H3B H 0.6635 0.6020 0.1670 0.027 Uiso 1 1 calc R . .
C4 C 0.8651(3) 0.51734(17) 0.14192(15) 0.0172(7) Uani 1 1 d . . .
C5 C 0.8272(3) 0.49021(18) 0.07078(16) 0.0187(7) Uani 1 1 d . . .
C6 C 0.8420(3) 0.40660(19) 0.05399(17) 0.0228(8) Uani 1 1 d . . .
H6 H 0.8165 0.3862 0.0065 0.027 Uiso 1 1 calc R . .
C7 C 0.8936(3) 0.35235(19) 0.10538(17) 0.0229(8) Uani 1 1 d . . .
H7 H 0.9018 0.2951 0.0933 0.027 Uiso 1 1 calc R . .
C8 C 0.9333(3) 0.38148(19) 0.17448(17) 0.0217(8) Uani 1 1 d . . .
H8 H 0.9701 0.3439 0.2088 0.026 Uiso 1 1 calc R . .
C9 C 0.9204(3) 0.46440(19) 0.19447(16) 0.0187(7) Uani 1 1 d . . .
C10 C 0.7700(3) 0.5479(2) 0.01331(16) 0.0240(8) Uani 1 1 d . . .
H10 H 0.7815 0.6063 0.0314 0.029 Uiso 1 1 calc R . .
C11 C 0.8242(3) 0.5411(2) -0.06145(17) 0.0303(8) Uani 1 1 d . . .
H11A H 0.9076 0.5459 -0.0542 0.045 Uiso 1 1 calc R . .
H11B H 0.7951 0.5859 -0.0942 0.045 Uiso 1 1 calc R . .
H11C H 0.8048 0.4870 -0.0840 0.045 Uiso 1 1 calc R . .
C12 C 0.6412(3) 0.5323(2) 0.00509(18) 0.0351(9) Uani 1 1 d . . .
H12A H 0.6270 0.4747 -0.0108 0.053 Uiso 1 1 calc R . .
H12B H 0.6067 0.5706 -0.0321 0.053 Uiso 1 1 calc R . .
H12C H 0.6071 0.5418 0.0529 0.053 Uiso 1 1 calc R . .
C13 C 0.9679(3) 0.4954(2) 0.26920(16) 0.0246(8) Uani 1 1 d . . .
H13 H 0.9447 0.5550 0.2743 0.030 Uiso 1 1 calc R . .
C14 C 0.9202(3) 0.4470(2) 0.33301(17) 0.0354(9) Uani 1 1 d . . .
H14A H 0.8364 0.4488 0.3289 0.053 Uiso 1 1 calc R . .
H14B H 0.9476 0.4721 0.3802 0.053 Uiso 1 1 calc R . .
H14C H 0.9460 0.3889 0.3311 0.053 Uiso 1 1 calc R . .
C15 C 1.0987(3) 0.4918(2) 0.27332(19) 0.0412(10) Uani 1 1 d . . .
H15A H 1.1237 0.4338 0.2683 0.062 Uiso 1 1 calc R . .
H15B H 1.1281 0.5140 0.3212 0.062 Uiso 1 1 calc R . .
H15C H 1.1283 0.5253 0.2331 0.062 Uiso 1 1 calc R . .
C16 C 0.8720(3) 0.82359(18) 0.14792(15) 0.0170(7) Uani 1 1 d . . .
C17 C 0.8373(3) 0.85814(19) 0.07966(16) 0.0216(7) Uani 1 1 d . . .
C18 C 0.8643(3) 0.9409(2) 0.06828(17) 0.0266(8) Uani 1 1 d . . .
H18 H 0.8430 0.9661 0.0219 0.032 Uiso 1 1 calc R . .
C19 C 0.9215(3) 0.9878(2) 0.12249(17) 0.0287(8) Uani 1 1 d . . .
H19 H 0.9380 1.0448 0.1136 0.034 Uiso 1 1 calc R . .
C20 C 0.9547(3) 0.9517(2) 0.18970(17) 0.0257(8) Uani 1 1 d . . .
H20 H 0.9945 0.9844 0.2266 0.031 Uiso 1 1 calc R . .
C21 C 0.9312(3) 0.86874(19) 0.20441(16) 0.0178(7) Uani 1 1 d . . .
C22 C 0.7730(3) 0.8085(2) 0.01844(16) 0.0298(9) Uani 1 1 d . . .
H22 H 0.7478 0.7548 0.0406 0.036 Uiso 1 1 calc R . .
C23 C 0.6665(4) 0.8528(3) -0.0140(2) 0.0617(13) Uani 1 1 d . . .
H23A H 0.6888 0.9054 -0.0368 0.093 Uiso 1 1 calc R . .
H23B H 0.6145 0.8643 0.0256 0.093 Uiso 1 1 calc R . .
H23C H 0.6279 0.8172 -0.0517 0.093 Uiso 1 1 calc R . .
C24 C 0.8510(3) 0.7875(3) -0.04317(19) 0.0512(12) Uani 1 1 d . . .
H24A H 0.8761 0.8391 -0.0665 0.077 Uiso 1 1 calc R . .
H24B H 0.8096 0.7528 -0.0804 0.077 Uiso 1 1 calc R . .
H24C H 0.9179 0.7570 -0.0226 0.077 Uiso 1 1 calc R . .
C25 C 0.9707(3) 0.8298(2) 0.27840(16) 0.0240(8) Uani 1 1 d . . .
H25 H 0.9444 0.7705 0.2782 0.029 Uiso 1 1 calc R . .
C26 C 0.9184(3) 0.8737(2) 0.34325(17) 0.0332(9) Uani 1 1 d . . .
H26A H 0.9461 0.9313 0.3462 0.050 Uiso 1 1 calc R . .
H26B H 0.9407 0.8444 0.3895 0.050 Uiso 1 1 calc R . .
H26C H 0.8348 0.8735 0.3359 0.050 Uiso 1 1 calc R . .
C27 C 1.1009(3) 0.8299(3) 0.2872(2) 0.0508(12) Uani 1 1 d . . .
H27A H 1.1326 0.8055 0.2428 0.076 Uiso 1 1 calc R . .
H27B H 1.1254 0.7970 0.3309 0.076 Uiso 1 1 calc R . .
H27C H 1.1284 0.8873 0.2934 0.076 Uiso 1 1 calc R . .
C28 C 1.0071(3) 0.6680(2) 0.11130(17) 0.0267(8) Uani 1 1 d . . .
H28A H 1.0311 0.7250 0.1005 0.040 Uiso 1 1 calc R . .
H28B H 1.0006 0.6358 0.0651 0.040 Uiso 1 1 calc R . .
H28C H 1.0639 0.6418 0.1457 0.040 Uiso 1 1 calc R . .
S1 S 0.40038(7) 0.65436(5) 0.15356(4) 0.0268(2) Uani 1 1 d . . .
O1 O 0.28395(19) 0.66208(14) 0.12337(12) 0.0337(6) Uani 1 1 d . . .
O2 O 0.4769(2) 0.71866(17) 0.13045(13) 0.0483(7) Uani 1 1 d . . .
O3 O 0.4470(2) 0.57141(15) 0.15490(12) 0.0424(7) Uani 1 1 d . . .
C1X C 0.3896(3) 0.6767(2) 0.25136(19) 0.0308(8) Uani 1 1 d . . .
F1 F 0.49165(17) 0.67288(12) 0.28846(10) 0.0360(5) Uani 1 1 d . . .
F2 F 0.34809(18) 0.75276(13) 0.26239(12) 0.0560(7) Uani 1 1 d . . .
F3 F 0.3209(2) 0.62309(15) 0.28355(11) 0.0607(7) Uani 1 1 d . . .
Cl1 Cl 0.32453(12) 0.84594(7) -0.10055(5) 0.0668(4) Uani 1 1 d . . .
Cl2 Cl 0.14770(11) 0.86479(8) 0.03980(8) 0.0794(5) Uani 1 1 d . . .
C1Y C 0.3408(3) 0.7981(2) -0.01140(17) 0.0345(9) Uani 1 1 d . . .
H1Y1 H 0.2978 0.7449 -0.0120 0.041 Uiso 1 1 calc R . .
H1Y2 H 0.4227 0.7852 -0.0002 0.041 Uiso 1 1 calc R . .
C2Y C 0.2986(3) 0.8530(2) 0.04765(19) 0.0441(10) Uani 1 1 d . . .
H2Y1 H 0.3351 0.9085 0.0443 0.053 Uiso 1 1 calc R . .
H2Y2 H 0.3210 0.8290 0.0969 0.053 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

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
N1 C1 1.323(4) . ?
N1 C4 1.441(4) . ?
N1 C3 1.483(4) . ?
C1 N2 1.310(4) . ?
C1 C28 1.484(4) . ?
N2 C16 1.451(4) . ?
N2 C2 1.485(4) . ?
C2 C3 1.520(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.405(4) . ?
C4 C9 1.405(4) . ?
C5 C6 1.387(4) . ?
C5 C10 1.518(4) . ?
C6 C7 1.387(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.388(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.388(4) . ?
C8 H8 0.9500 . ?
C9 C13 1.515(4) . ?
C10 C11 1.523(4) . ?
C10 C12 1.527(4) . ?
C10 H10 1.0000 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.517(4) . ?
C13 C15 1.529(4) . ?
C13 H13 1.0000 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.391(4) . ?
C16 C21 1.403(4) . ?
C17 C18 1.382(4) . ?
C17 C22 1.528(4) . ?
C18 C19 1.379(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.381(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.387(4) . ?
C20 H20 0.9500 . ?
C21 C25 1.523(4) . ?
C22 C24 1.512(5) . ?
C22 C23 1.524(5) . ?
C22 H22 1.0000 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.520(4) . ?
C25 C27 1.522(5) . ?
C25 H25 1.0000 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
S1 O3 1.437(2) . ?
S1 O2 1.441(2) . ?
S1 O1 1.446(2) . ?
S1 C1X 1.810(4) . ?
C1X F3 1.330(4) . ?
C1X F2 1.331(4) . ?
C1X F1 1.339(4) . ?
Cl1 C1Y 1.783(3) . ?
Cl2 C2Y 1.773(4) . ?
C1Y C2Y 1.486(5) . ?
C1Y H1Y1 0.9900 . ?
C1Y H1Y2 0.9900 . ?
C2Y H2Y1 0.9900 . ?
C2Y H2Y2 0.9900 . ?

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 N1 C4 126.7(3) . . ?
C1 N1 C3 110.7(2) . . ?
C4 N1 C3 121.6(2) . . ?
N2 C1 N1 112.6(3) . . ?
N2 C1 C28 124.6(3) . . ?
N1 C1 C28 122.8(3) . . ?
C1 N2 C16 127.7(3) . . ?
C1 N2 C2 110.6(2) . . ?
C16 N2 C2 121.6(2) . . ?
N2 C2 C3 103.3(2) . . ?
N2 C2 H2A 111.1 . . ?
C3 C2 H2A 111.1 . . ?
N2 C2 H2B 111.1 . . ?
C3 C2 H2B 111.1 . . ?
H2A C2 H2B 109.1 . . ?
N1 C3 C2 102.8(2) . . ?
N1 C3 H3A 111.2 . . ?
C2 C3 H3A 111.2 . . ?
N1 C3 H3B 111.2 . . ?
C2 C3 H3B 111.2 . . ?
H3A C3 H3B 109.1 . . ?
C5 C4 C9 122.8(3) . . ?
C5 C4 N1 118.6(3) . . ?
C9 C4 N1 118.5(2) . . ?
C6 C5 C4 117.5(3) . . ?
C6 C5 C10 119.7(3) . . ?
C4 C5 C10 122.8(3) . . ?
C7 C6 C5 121.0(3) . . ?
C7 C6 H6 119.5 . . ?
C5 C6 H6 119.5 . . ?
C6 C7 C8 120.2(3) . . ?
C6 C7 H7 119.9 . . ?
C8 C7 H7 119.9 . . ?
C9 C8 C7 121.3(3) . . ?
C9 C8 H8 119.3 . . ?
C7 C8 H8 119.3 . . ?
C8 C9 C4 117.1(3) . . ?
C8 C9 C13 120.3(3) . . ?
C4 C9 C13 122.5(3) . . ?
C5 C10 C11 111.8(3) . . ?
C5 C10 C12 111.4(3) . . ?
C11 C10 C12 110.9(3) . . ?
C5 C10 H10 107.5 . . ?
C11 C10 H10 107.5 . . ?
C12 C10 H10 107.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 C13 C14 112.0(3) . . ?
C9 C13 C15 110.6(3) . . ?
C14 C13 C15 110.5(3) . . ?
C9 C13 H13 107.9 . . ?
C14 C13 H13 107.9 . . ?
C15 C13 H13 107.9 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C21 123.2(3) . . ?
C17 C16 N2 118.6(3) . . ?
C21 C16 N2 118.1(2) . . ?
C18 C17 C16 117.1(3) . . ?
C18 C17 C22 120.1(3) . . ?
C16 C17 C22 122.8(3) . . ?
C19 C18 C17 121.7(3) . . ?
C19 C18 H18 119.2 . . ?
C17 C18 H18 119.2 . . ?
C18 C19 C20 119.9(3) . . ?
C18 C19 H19 120.1 . . ?
C20 C19 H19 120.1 . . ?
C19 C20 C21 121.4(3) . . ?
C19 C20 H20 119.3 . . ?
C21 C20 H20 119.3 . . ?
C20 C21 C16 116.8(3) . . ?
C20 C21 C25 120.4(3) . . ?
C16 C21 C25 122.7(3) . . ?
C24 C22 C23 109.5(3) . . ?
C24 C22 C17 110.7(3) . . ?
C23 C22 C17 113.3(3) . . ?
C24 C22 H22 107.7 . . ?
C23 C22 H22 107.7 . . ?
C17 C22 H22 107.7 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 C27 111.1(3) . . ?
C26 C25 C21 111.6(3) . . ?
C27 C25 C21 110.3(3) . . ?
C26 C25 H25 107.9 . . ?
C27 C25 H25 107.9 . . ?
C21 C25 H25 107.9 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C1 C28 H28A 109.5 . . ?
C1 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C1 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O3 S1 O2 115.26(17) . . ?
O3 S1 O1 115.76(15) . . ?
O2 S1 O1 114.62(14) . . ?
O3 S1 C1X 102.25(14) . . ?
O2 S1 C1X 102.44(15) . . ?
O1 S1 C1X 103.81(15) . . ?
F3 C1X F2 107.1(3) . . ?
F3 C1X F1 107.2(3) . . ?
F2 C1X F1 106.9(3) . . ?
F3 C1X S1 111.8(2) . . ?
F2 C1X S1 111.8(2) . . ?
F1 C1X S1 111.9(2) . . ?
C2Y C1Y Cl1 111.5(3) . . ?
C2Y C1Y H1Y1 109.3 . . ?
Cl1 C1Y H1Y1 109.3 . . ?
C2Y C1Y H1Y2 109.3 . . ?
Cl1 C1Y H1Y2 109.3 . . ?
H1Y1 C1Y H1Y2 108.0 . . ?
C1Y C2Y Cl2 111.8(3) . . ?
C1Y C2Y H2Y1 109.2 . . ?
Cl2 C2Y H2Y1 109.2 . . ?
C1Y C2Y H2Y2 109.2 . . ?
Cl2 C2Y H2Y2 109.2 . . ?
H2Y1 C2Y H2Y2 107.9 . . ?

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 N1 C1 N2 169.5(3) . . . . ?
C3 N1 C1 N2 1.0(3) . . . . ?
C4 N1 C1 C28 -12.3(4) . . . . ?
C3 N1 C1 C28 179.2(3) . . . . ?
N1 C1 N2 C16 -176.2(3) . . . . ?
C28 C1 N2 C16 5.7(4) . . . . ?
N1 C1 N2 C2 0.8(3) . . . . ?
C28 C1 N2 C2 -177.3(3) . . . . ?
C1 N2 C2 C3 -2.2(3) . . . . ?
C16 N2 C2 C3 175.0(2) . . . . ?
C1 N1 C3 C2 -2.3(3) . . . . ?
C4 N1 C3 C2 -171.5(2) . . . . ?
N2 C2 C3 N1 2.6(3) . . . . ?
C1 N1 C4 C5 -80.3(4) . . . . ?
C3 N1 C4 C5 87.0(3) . . . . ?
C1 N1 C4 C9 103.9(3) . . . . ?
C3 N1 C4 C9 -88.9(3) . . . . ?
C9 C4 C5 C6 2.6(5) . . . . ?
N1 C4 C5 C6 -173.1(3) . . . . ?
C9 C4 C5 C10 -178.5(3) . . . . ?
N1 C4 C5 C10 5.8(4) . . . . ?
C4 C5 C6 C7 -0.8(5) . . . . ?
C10 C5 C6 C7 -179.8(3) . . . . ?
C5 C6 C7 C8 -1.1(5) . . . . ?
C6 C7 C8 C9 1.4(5) . . . . ?
C7 C8 C9 C4 0.2(4) . . . . ?
C7 C8 C9 C13 -178.0(3) . . . . ?
C5 C4 C9 C8 -2.3(4) . . . . ?
N1 C4 C9 C8 173.4(3) . . . . ?
C5 C4 C9 C13 175.9(3) . . . . ?
N1 C4 C9 C13 -8.4(4) . . . . ?
C6 C5 C10 C11 -50.9(4) . . . . ?
C4 C5 C10 C11 130.2(3) . . . . ?
C6 C5 C10 C12 73.8(4) . . . . ?
C4 C5 C10 C12 -105.1(3) . . . . ?
C8 C9 C13 C14 -57.3(4) . . . . ?
C4 C9 C13 C14 124.7(3) . . . . ?
C8 C9 C13 C15 66.4(4) . . . . ?
C4 C9 C13 C15 -111.7(3) . . . . ?
C1 N2 C16 C17 85.7(4) . . . . ?
C2 N2 C16 C17 -91.0(3) . . . . ?
C1 N2 C16 C21 -97.6(3) . . . . ?
C2 N2 C16 C21 85.7(3) . . . . ?
C21 C16 C17 C18 0.5(5) . . . . ?
N2 C16 C17 C18 177.1(3) . . . . ?
C21 C16 C17 C22 179.9(3) . . . . ?
N2 C16 C17 C22 -3.5(4) . . . . ?
C16 C17 C18 C19 -1.1(5) . . . . ?
C22 C17 C18 C19 179.5(3) . . . . ?
C17 C18 C19 C20 1.0(5) . . . . ?
C18 C19 C20 C21 -0.4(5) . . . . ?
C19 C20 C21 C16 -0.1(5) . . . . ?
C19 C20 C21 C25 178.8(3) . . . . ?
C17 C16 C21 C20 0.1(5) . . . . ?
N2 C16 C21 C20 -176.5(3) . . . . ?
C17 C16 C21 C25 -178.8(3) . . . . ?
N2 C16 C21 C25 4.6(4) . . . . ?
C18 C17 C22 C24 73.9(4) . . . . ?
C16 C17 C22 C24 -105.5(4) . . . . ?
C18 C17 C22 C23 -49.6(4) . . . . ?
C16 C17 C22 C23 131.0(4) . . . . ?
C20 C21 C25 C26 60.8(4) . . . . ?
C16 C21 C25 C26 -120.4(3) . . . . ?
C20 C21 C25 C27 -63.2(4) . . . . ?
C16 C21 C25 C27 115.6(3) . . . . ?
O3 S1 C1X F3 -60.5(3) . . . . ?
O2 S1 C1X F3 179.9(2) . . . . ?
O1 S1 C1X F3 60.3(3) . . . . ?
O3 S1 C1X F2 179.5(2) . . . . ?
O2 S1 C1X F2 59.8(3) . . . . ?
O1 S1 C1X F2 -59.7(3) . . . . ?
O3 S1 C1X F1 59.7(3) . . . . ?
O2 S1 C1X F1 -60.0(3) . . . . ?
O1 S1 C1X F1 -179.5(2) . . . . ?
Cl1 C1Y C2Y Cl2 68.7(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.04
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.805
_refine_diff_density_min         -0.884
_refine_diff_density_rms         0.064
