# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# 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_sk90tbaf
_database_code_depnum_ccdc_archive 'CCDC 1545904'
_audit_update_record             
;
2017-04-25 deposited with the CCDC.
2017-08-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H52 N4 O S'
_chemical_formula_weight         552.85

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C2/c

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

_cell_length_a                   46.4589(8)
_cell_length_b                   7.76490(10)
_cell_length_c                   18.0818(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.435(7)
_cell_angle_gamma                90.00
_cell_volume                     6511.3(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    153(2)
_cell_measurement_reflns_used    4528
_cell_measurement_theta_min      6.77
_cell_measurement_theta_max      68.25

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.128
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2416
_exptl_absorpt_coefficient_mu    1.102
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8097
_exptl_absorpt_correction_T_max  0.9470
_exptl_absorpt_process_details   'CrystalClear Expert 2.1 43b(Rigaku, 2013)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      153(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'micro-focus rotating anode'
_diffrn_radiation_monochromator  confocal
_diffrn_measurement_device_type  'Rigaku RAXIS Rapid'
_diffrn_measurement_method       ω-scans
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            23276
_diffrn_reflns_av_R_equivalents  0.0393
_diffrn_reflns_av_sigmaI/netI    0.0393
_diffrn_reflns_limit_h_min       -55
_diffrn_reflns_limit_h_max       50
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         6.77
_diffrn_reflns_theta_max         68.25
_reflns_number_total             5861
_reflns_number_gt                4528
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear Expert 2.1 43b(Rigaku, 2013)'
_computing_cell_refinement       'CrystalClear Expert 2.1 43b(Rigaku, 2013)'
_computing_data_reduction        'CrystalClear Expert 2.1 43b(Rigaku, 2013)'
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_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)+(0.0832P)²+2.2559P] 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     SHELXL
_refine_ls_extinction_coef       0.00039(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5861
_refine_ls_number_parameters     359
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0562
_refine_ls_R_factor_gt           0.0459
_refine_ls_wR_factor_ref         0.1462
_refine_ls_wR_factor_gt          0.1270
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.017
_refine_ls_shift/su_max          0.001
_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
C1 C 0.19150(4) 0.1072(2) 0.33931(9) 0.0403(4) Uani 1 1 d . . .
H1 H 0.1831 0.0820 0.3848 0.048 Uiso 1 1 calc R . .
C2 C 0.22096(4) 0.1287(2) 0.33729(10) 0.0420(4) Uani 1 1 d . . .
C3 C 0.23351(4) 0.1716(2) 0.27049(11) 0.0429(4) Uani 1 1 d . . .
C4 C 0.21640(4) 0.1877(2) 0.20498(10) 0.0422(4) Uani 1 1 d . . .
H4 H 0.2247 0.2166 0.1598 0.051 Uiso 1 1 calc R . .
C5 C 0.18691(4) 0.1602(2) 0.20738(9) 0.0356(4) Uani 1 1 d . . .
C6 C 0.17404(4) 0.1230(2) 0.27361(9) 0.0350(4) Uani 1 1 d . . .
N7 N 0.16425(3) 0.16701(18) 0.15446(8) 0.0360(3) Uani 1 1 d . . .
C8 C 0.13923(4) 0.1368(2) 0.18935(9) 0.0340(4) Uani 1 1 d . . .
N9 N 0.14435(3) 0.10880(18) 0.26214(7) 0.0356(3) Uani 1 1 d . . .
C10 C 0.23986(4) 0.1018(3) 0.40761(11) 0.0530(5) Uani 1 1 d . . .
H10A H 0.2277 0.0757 0.4487 0.080 Uiso 1 1 calc R . .
H10B H 0.2510 0.2067 0.4190 0.080 Uiso 1 1 calc R . .
H10C H 0.2531 0.0056 0.4006 0.080 Uiso 1 1 calc R . .
C11 C 0.26573(4) 0.2000(3) 0.26981(12) 0.0571(6) Uani 1 1 d . . .
H11A H 0.2705 0.2418 0.2209 0.086 Uiso 1 1 calc R . .
H11B H 0.2758 0.0911 0.2806 0.086 Uiso 1 1 calc R . .
H11C H 0.2717 0.2854 0.3075 0.086 Uiso 1 1 calc R . .
N12 N 0.11164(3) 0.14408(18) 0.15863(7) 0.0373(4) Uani 1 1 d . . .
C13 C 0.10545(4) 0.1608(2) 0.08667(9) 0.0372(4) Uani 1 1 d . . .
S14 S 0.127806(11) 0.15710(7) 0.01495(2) 0.05016(18) Uani 1 1 d . . .
C15 C 0.07383(4) 0.1896(2) 0.06747(10) 0.0405(4) Uani 1 1 d . . .
C16 C 0.06124(4) 0.1513(3) -0.00303(11) 0.0502(5) Uani 1 1 d . . .
H16 H 0.0726 0.1052 -0.0402 0.060 Uiso 1 1 calc R . .
C17 C 0.03224(5) 0.1809(3) -0.01818(12) 0.0610(6) Uani 1 1 d . . .
H17 H 0.0238 0.1534 -0.0659 0.073 Uiso 1 1 calc R . .
C18 C 0.01501(5) 0.2498(3) 0.03440(12) 0.0613(6) Uani 1 1 d . . .
H18 H -0.0049 0.2701 0.0230 0.074 Uiso 1 1 calc R . .
C19 C 0.02746(4) 0.2885(3) 0.10392(11) 0.0527(5) Uani 1 1 d . . .
C21 C 0.05660(4) 0.2570(3) 0.11996(10) 0.0446(5) Uani 1 1 d . . .
H21 H 0.0648 0.2824 0.1681 0.054 Uiso 1 1 calc R . .
O21 O 0.01292(3) 0.3550(2) 0.16133(9) 0.0715(5) Uani 1 1 d . . .
C22 C -0.01758(5) 0.3778(5) 0.14965(17) 0.0938(10) Uani 1 1 d . . .
H22A H -0.0253 0.4241 0.1948 0.141 Uiso 1 1 calc R . .
H22B H -0.0267 0.2666 0.1376 0.141 Uiso 1 1 calc R . .
H22C H -0.0216 0.4583 0.1086 0.141 Uiso 1 1 calc R . .
C60 C 0.47295(5) 0.3389(3) 0.32416(13) 0.0654(6) Uani 1 1 d . . .
H60A H 0.4863 0.4355 0.3193 0.098 Uiso 1 1 calc R . .
H60B H 0.4829 0.2306 0.3148 0.098 Uiso 1 1 calc R . .
H60C H 0.4661 0.3375 0.3744 0.098 Uiso 1 1 calc R . .
C61 C 0.44732(4) 0.3592(3) 0.26812(12) 0.0516(5) Uani 1 1 d . . .
H61A H 0.4376 0.4698 0.2773 0.062 Uiso 1 1 calc R . .
H61B H 0.4544 0.3638 0.2176 0.062 Uiso 1 1 calc R . .
C62 C 0.42557(4) 0.2137(3) 0.27161(10) 0.0459(5) Uani 1 1 d . . .
H62A H 0.4196 0.2010 0.3229 0.055 Uiso 1 1 calc R . .
H62B H 0.4345 0.1040 0.2568 0.055 Uiso 1 1 calc R . .
C63 C 0.39950(4) 0.2534(2) 0.21983(9) 0.0374(4) Uani 1 1 d . . .
H63A H 0.4063 0.2803 0.1703 0.045 Uiso 1 1 calc R . .
H63B H 0.3901 0.3582 0.2380 0.045 Uiso 1 1 calc R . .
N64 N 0.37690(3) 0.11152(18) 0.21101(7) 0.0348(3) Uani 1 1 d . . .
C65 C 0.35271(4) 0.1859(2) 0.16051(9) 0.0368(4) Uani 1 1 d . . .
H65A H 0.3451 0.2892 0.1849 0.044 Uiso 1 1 calc R . .
H65B H 0.3610 0.2247 0.1142 0.044 Uiso 1 1 calc R . .
C66 C 0.32756(4) 0.0671(3) 0.13990(10) 0.0450(5) Uani 1 1 d . . .
H66A H 0.3187 0.0274 0.1853 0.054 Uiso 1 1 calc R . .
H66B H 0.3345 -0.0353 0.1136 0.054 Uiso 1 1 calc R . .
C67 C 0.30527(4) 0.1633(3) 0.09021(11) 0.0494(5) Uani 1 1 d . . .
H67A H 0.2998 0.2706 0.1154 0.059 Uiso 1 1 calc R . .
H67B H 0.3141 0.1961 0.0437 0.059 Uiso 1 1 calc R . .
C68 C 0.27835(4) 0.0583(3) 0.07128(12) 0.0613(6) Uani 1 1 d . . .
H68A H 0.2650 0.1258 0.0389 0.092 Uiso 1 1 calc R . .
H68B H 0.2691 0.0287 0.1169 0.092 Uiso 1 1 calc R . .
H68C H 0.2836 -0.0475 0.0457 0.092 Uiso 1 1 calc R . .
C69 C 0.32602(5) 0.2556(3) 0.44592(11) 0.0531(5) Uani 1 1 d . . .
H69A H 0.3174 0.1986 0.4876 0.080 Uiso 1 1 calc R . .
H69B H 0.3112 0.3213 0.4173 0.080 Uiso 1 1 calc R . .
H69C H 0.3413 0.3338 0.4648 0.080 Uiso 1 1 calc R . .
C70 C 0.33871(4) 0.1208(2) 0.39637(10) 0.0432(4) Uani 1 1 d . . .
H70A H 0.3232 0.0411 0.3781 0.052 Uiso 1 1 calc R . .
H70B H 0.3533 0.0527 0.4259 0.052 Uiso 1 1 calc R . .
C71 C 0.35270(4) 0.2000(2) 0.33036(9) 0.0382(4) Uani 1 1 d . . .
H71A H 0.3381 0.2645 0.2994 0.046 Uiso 1 1 calc R . .
H71B H 0.3680 0.2815 0.3480 0.046 Uiso 1 1 calc R . .
C72 C 0.36558(4) 0.0587(2) 0.28481(9) 0.0379(4) Uani 1 1 d . . .
H72A H 0.3507 -0.0311 0.2752 0.045 Uiso 1 1 calc R . .
H72B H 0.3816 0.0053 0.3152 0.045 Uiso 1 1 calc R . .
C73 C 0.38917(4) -0.0504(2) 0.17755(9) 0.0373(4) Uani 1 1 d . . .
H73A H 0.4042 -0.0977 0.2131 0.045 Uiso 1 1 calc R . .
H73B H 0.3736 -0.1371 0.1718 0.045 Uiso 1 1 calc R . .
C74 C 0.40221(4) -0.0276(2) 0.10324(9) 0.0431(4) Uani 1 1 d . . .
H74A H 0.3890 0.0414 0.0701 0.052 Uiso 1 1 calc R . .
H74B H 0.4206 0.0359 0.1103 0.052 Uiso 1 1 calc R . .
C75 C 0.40758(4) -0.2000(2) 0.06745(10) 0.0464(5) Uani 1 1 d . . .
H75A H 0.3892 -0.2642 0.0616 0.056 Uiso 1 1 calc R . .
H75B H 0.4211 -0.2679 0.1004 0.056 Uiso 1 1 calc R . .
C76 C 0.42011(5) -0.1810(3) -0.00773(11) 0.0560(6) Uani 1 1 d . . .
H76A H 0.4232 -0.2954 -0.0288 0.084 Uiso 1 1 calc R . .
H76B H 0.4385 -0.1195 -0.0021 0.084 Uiso 1 1 calc R . .
H76C H 0.4067 -0.1159 -0.0409 0.084 Uiso 1 1 calc R . .
H7 H 0.1632(5) 0.179(3) 0.1055(12) 0.060(6) Uiso 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
C1 C2 1.382(3) . ?
C1 C6 1.403(2) . ?
C2 C3 1.412(3) . ?
C2 C10 1.516(2) . ?
C3 C4 1.392(2) . ?
C3 C11 1.514(3) . ?
C4 C5 1.390(2) . ?
C5 N7 1.380(2) . ?
C5 C6 1.400(2) . ?
C6 N9 1.387(2) . ?
N7 C8 1.375(2) . ?
C8 N9 1.341(2) . ?
C8 N12 1.367(2) . ?
N12 C13 1.322(2) . ?
C13 C15 1.506(2) . ?
C13 S14 1.7095(19) . ?
C15 C21 1.381(3) . ?
C15 C16 1.402(2) . ?
C16 C17 1.378(3) . ?
C17 C18 1.387(3) . ?
C18 C19 1.385(3) . ?
C19 O21 1.373(2) . ?
C19 C21 1.389(3) . ?
O21 C22 1.431(3) . ?
C60 C61 1.525(3) . ?
C61 C62 1.520(3) . ?
C62 C63 1.518(2) . ?
C63 N64 1.523(2) . ?
N64 C65 1.519(2) . ?
N64 C72 1.520(2) . ?
N64 C73 1.521(2) . ?
C65 C66 1.518(2) . ?
C66 C67 1.525(2) . ?
C67 C68 1.515(3) . ?
C69 C70 1.519(3) . ?
C70 C71 1.523(2) . ?
C71 C72 1.516(2) . ?
C73 C74 1.517(2) . ?
C74 C75 1.514(2) . ?
C75 C76 1.518(3) . ?

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
C2 C1 C6 119.38(17) . . ?
C1 C2 C3 120.77(16) . . ?
C1 C2 C10 119.09(18) . . ?
C3 C2 C10 120.12(17) . . ?
C4 C3 C2 120.32(17) . . ?
C4 C3 C11 119.65(18) . . ?
C2 C3 C11 120.03(17) . . ?
C5 C4 C3 118.26(17) . . ?
N7 C5 C4 133.20(16) . . ?
N7 C5 C6 104.69(15) . . ?
C4 C5 C6 122.06(15) . . ?
N9 C6 C5 111.12(14) . . ?
N9 C6 C1 129.73(16) . . ?
C5 C6 C1 119.14(16) . . ?
C8 N7 C5 107.81(14) . . ?
N9 C8 N12 120.80(15) . . ?
N9 C8 N7 111.89(15) . . ?
N12 C8 N7 127.17(15) . . ?
C8 N9 C6 104.48(14) . . ?
C13 N12 C8 123.16(15) . . ?
N12 C13 C15 113.14(16) . . ?
N12 C13 S14 129.72(14) . . ?
C15 C13 S14 117.14(12) . . ?
C21 C15 C16 118.54(17) . . ?
C21 C15 C13 119.70(15) . . ?
C16 C15 C13 121.75(18) . . ?
C17 C16 C15 119.7(2) . . ?
C16 C17 C18 121.72(19) . . ?
C17 C18 C19 118.62(19) . . ?
O21 C19 C18 124.78(19) . . ?
O21 C19 C21 115.19(17) . . ?
C18 C19 C21 120.0(2) . . ?
C15 C21 C19 121.39(17) . . ?
C19 O21 C22 117.54(18) . . ?
C62 C61 C60 112.96(17) . . ?
C61 C62 C63 109.36(15) . . ?
C62 C63 N64 115.94(14) . . ?
C65 N64 C72 110.37(13) . . ?
C65 N64 C73 110.90(12) . . ?
C72 N64 C73 106.48(12) . . ?
C65 N64 C63 105.57(12) . . ?
C72 N64 C63 112.06(12) . . ?
C73 N64 C63 111.53(13) . . ?
C66 C65 N64 116.57(14) . . ?
C65 C66 C67 109.41(16) . . ?
C68 C67 C66 113.07(17) . . ?
C69 C70 C71 112.52(16) . . ?
C72 C71 C70 109.56(15) . . ?
C71 C72 N64 116.77(14) . . ?
C74 C73 N64 115.78(14) . . ?
C75 C74 C73 111.12(15) . . ?
C74 C75 C76 112.27(16) . . ?

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
C6 C1 C2 C3 2.0(3) . . . . ?
C6 C1 C2 C10 -176.66(16) . . . . ?
C1 C2 C3 C4 -2.0(3) . . . . ?
C10 C2 C3 C4 176.67(17) . . . . ?
C1 C2 C3 C11 178.14(18) . . . . ?
C10 C2 C3 C11 -3.2(3) . . . . ?
C2 C3 C4 C5 -0.1(3) . . . . ?
C11 C3 C4 C5 179.78(17) . . . . ?
C3 C4 C5 N7 179.27(17) . . . . ?
C3 C4 C5 C6 2.2(3) . . . . ?
N7 C5 C6 N9 -0.54(19) . . . . ?
C4 C5 C6 N9 177.28(16) . . . . ?
N7 C5 C6 C1 -179.97(15) . . . . ?
C4 C5 C6 C1 -2.1(3) . . . . ?
C2 C1 C6 N9 -179.29(17) . . . . ?
C2 C1 C6 C5 0.0(3) . . . . ?
C4 C5 N7 C8 -176.76(19) . . . . ?
C6 C5 N7 C8 0.71(18) . . . . ?
C5 N7 C8 N9 -0.67(19) . . . . ?
C5 N7 C8 N12 174.95(16) . . . . ?
N12 C8 N9 C6 -175.62(15) . . . . ?
N7 C8 N9 C6 0.32(18) . . . . ?
C5 C6 N9 C8 0.15(19) . . . . ?
C1 C6 N9 C8 179.50(17) . . . . ?
N9 C8 N12 C13 -175.71(15) . . . . ?
N7 C8 N12 C13 9.0(3) . . . . ?
C8 N12 C13 C15 -172.25(15) . . . . ?
C8 N12 C13 S14 6.8(3) . . . . ?
N12 C13 C15 C21 23.4(2) . . . . ?
S14 C13 C15 C21 -155.82(15) . . . . ?
N12 C13 C15 C16 -157.33(17) . . . . ?
S14 C13 C15 C16 23.5(2) . . . . ?
C21 C15 C16 C17 -0.2(3) . . . . ?
C13 C15 C16 C17 -179.56(17) . . . . ?
C15 C16 C17 C18 0.7(3) . . . . ?
C16 C17 C18 C19 -0.4(3) . . . . ?
C17 C18 C19 O21 -179.2(2) . . . . ?
C17 C18 C19 C21 -0.4(3) . . . . ?
C16 C15 C21 C19 -0.6(3) . . . . ?
C13 C15 C21 C19 178.75(18) . . . . ?
O21 C19 C21 C15 179.76(18) . . . . ?
C18 C19 C21 C15 0.9(3) . . . . ?
C18 C19 O21 C22 3.4(3) . . . . ?
C21 C19 O21 C22 -175.4(2) . . . . ?
C60 C61 C62 C63 174.29(17) . . . . ?
C61 C62 C63 N64 174.16(15) . . . . ?
C62 C63 N64 C65 177.05(14) . . . . ?
C62 C63 N64 C72 56.86(19) . . . . ?
C62 C63 N64 C73 -62.42(18) . . . . ?
C72 N64 C65 C66 -61.05(19) . . . . ?
C73 N64 C65 C66 56.72(19) . . . . ?
C63 N64 C65 C66 177.66(14) . . . . ?
N64 C65 C66 C67 179.20(15) . . . . ?
C65 C66 C67 C68 -175.89(16) . . . . ?
C69 C70 C71 C72 178.39(15) . . . . ?
C70 C71 C72 N64 171.94(14) . . . . ?
C65 N64 C72 C71 -60.88(18) . . . . ?
C73 N64 C72 C71 178.67(14) . . . . ?
C63 N64 C72 C71 56.47(19) . . . . ?
C65 N64 C73 C74 60.71(18) . . . . ?
C72 N64 C73 C74 -179.18(14) . . . . ?
C63 N64 C73 C74 -56.65(18) . . . . ?
N64 C73 C74 C75 -167.33(14) . . . . ?
C73 C74 C75 C76 178.92(16) . . . . ?

_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_theta_full        68.25
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         0.210
_refine_diff_density_min         -0.244
_refine_diff_density_rms         0.045
####################################################################### 
# 
# 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_sk99tba
_database_code_depnum_ccdc_archive 'CCDC 1545905'
_audit_update_record             
;
2017-04-25 deposited with the CCDC.
2017-08-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H30.50 F6 N3.50 O'
_chemical_formula_weight         522.04

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2/n

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

_cell_length_a                   10.42800(10)
_cell_length_b                   8.66040(10)
_cell_length_c                   30.374(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.054(6)
_cell_angle_gamma                90.00
_cell_volume                     2708.94(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    153(2)
_cell_measurement_reflns_used    6.64
_cell_measurement_theta_min      70.08
_cell_measurement_theta_max      3154

_exptl_crystal_description       bloc
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.280
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1092
_exptl_absorpt_coefficient_mu    0.924
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8368
_exptl_absorpt_correction_T_max  0.9640
_exptl_absorpt_process_details   'CrystalClear Expert 2.1 43b(Rigaku, 2013)'


_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      153(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'micro-focus rotating anode'
_diffrn_radiation_monochromator  confocal
_diffrn_measurement_device_type  'Rigaku RAXIS Rapid'
_diffrn_measurement_method       ω-scans
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            22353
_diffrn_reflns_av_R_equivalents  0.0237
_diffrn_reflns_av_sigmaI/netI    0.0227
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         6.64
_diffrn_reflns_theta_max         70.08
_reflns_number_total             5100
_reflns_number_gt                3154
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear Expert 2.1 43b(Rigaku, 2013)'
_computing_cell_refinement       'CrystalClear Expert 2.1 43b(Rigaku, 2013)'
_computing_data_reduction        'CrystalClear Expert 2.1 43b(Rigaku, 2013)'
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_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)+(0.0723P)²+0.6135P] 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     SHELXL
_refine_ls_extinction_coef       0.0044(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5100
_refine_ls_number_parameters     415
_refine_ls_number_restraints     57
_refine_ls_R_factor_all          0.0787
_refine_ls_R_factor_gt           0.0543
_refine_ls_wR_factor_ref         0.1607
_refine_ls_wR_factor_gt          0.1391
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0.001
_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
C1 C -0.2071(2) -0.0805(3) 0.65265(8) 0.0823(7) Uani 1 1 d . . .
H1 H -0.2927 -0.1105 0.6561 0.099 Uiso 1 1 calc R . .
C2 C -0.1623(3) -0.1054(3) 0.61266(8) 0.0845(7) Uani 1 1 d . . .
C3 C -0.0363(3) -0.0604(3) 0.60743(7) 0.0768(7) Uani 1 1 d . . .
C4 C 0.0442(2) 0.0091(3) 0.64236(7) 0.0701(6) Uani 1 1 d . . .
H4 H 0.1293 0.0410 0.6390 0.084 Uiso 1 1 calc R . .
C5 C -0.0011(2) 0.0313(2) 0.68219(6) 0.0595(5) Uani 1 1 d . . .
C6 C -0.1258(2) -0.0115(2) 0.68768(7) 0.0642(5) Uani 1 1 d . . .
C7 C -0.2496(3) -0.1845(4) 0.57456(10) 0.1278(12) Uani 1 1 d . . .
H7A H -0.2040 -0.1925 0.5488 0.192 Uiso 1 1 calc R . .
H7B H -0.3291 -0.1239 0.5664 0.192 Uiso 1 1 calc R . .
H7C H -0.2719 -0.2881 0.5839 0.192 Uiso 1 1 calc R . .
C8 C 0.0126(3) -0.0841(4) 0.56350(8) 0.1077(10) Uani 1 1 d . . .
H8A H 0.1021 -0.0467 0.5661 0.162 Uiso 1 1 calc R . .
H8B H -0.0426 -0.0267 0.5400 0.162 Uiso 1 1 calc R . .
H8C H 0.0099 -0.1943 0.5561 0.162 Uiso 1 1 calc R . .
N9 N 0.05626(16) 0.09232(19) 0.72290(5) 0.0582(4) Uani 1 1 d . . .
H9 H 0.1358 0.1290 0.7291 0.070 Uiso 1 1 calc R . .
C10 C -0.03168(19) 0.0856(2) 0.75156(6) 0.0574(5) Uani 1 1 d . . .
N11 N -0.14194(17) 0.0224(2) 0.73129(5) 0.0672(5) Uani 1 1 d . . .
H11 H -0.2121 0.0053 0.7433 0.081 Uiso 0.50 1 calc PR . .
N12 N -0.01770(16) 0.1337(2) 0.79460(5) 0.0595(4) Uani 1 1 d . . .
C13 C 0.0967(2) 0.1892(2) 0.81326(6) 0.0566(5) Uani 1 1 d . . .
O14 O 0.19778(14) 0.20498(19) 0.79606(4) 0.0730(4) Uani 1 1 d . . .
C15 C 0.1032(2) 0.2380(2) 0.86119(6) 0.0581(5) Uani 1 1 d . . .
C16 C 0.2194(2) 0.2940(2) 0.88376(6) 0.0644(5) Uani 1 1 d . . .
H16 H 0.2927 0.3012 0.8688 0.077 Uiso 1 1 calc R . .
C17 C 0.2304(2) 0.3400(3) 0.92811(7) 0.0710(6) Uani 1 1 d . A .
C18 C 0.1249(3) 0.3321(3) 0.94979(7) 0.0823(7) Uani 1 1 d . . .
H18 H 0.1322 0.3633 0.9801 0.099 Uiso 1 1 calc R . .
C19 C 0.0075(3) 0.2785(3) 0.92724(8) 0.0818(7) Uani 1 1 d . B .
C20 C -0.0036(2) 0.2305(2) 0.88313(7) 0.0684(6) Uani 1 1 d . . .
H20 H -0.0842 0.1925 0.8681 0.082 Uiso 1 1 calc R . .
C21 C 0.3577(3) 0.3994(4) 0.95120(9) 0.0905(8) Uani 1 1 d D . .
F22 F 0.3542(10) 0.4369(19) 0.99254(19) 0.133(3) Uani 0.54(2) 1 d PD A 1
F23 F 0.4031(11) 0.5136(13) 0.9317(4) 0.135(4) Uani 0.54(2) 1 d PD A 1
F24 F 0.4530(9) 0.2969(10) 0.9543(5) 0.140(4) Uani 0.54(2) 1 d PD A 1
F22' F 0.3447(14) 0.515(3) 0.9793(8) 0.178(6) Uani 0.46(2) 1 d PD A -1
F23' F 0.4254(15) 0.461(2) 0.9232(3) 0.164(6) Uani 0.46(2) 1 d PD A -1
F24' F 0.4244(17) 0.2910(14) 0.9720(7) 0.182(6) Uani 0.46(2) 1 d PD A -1
C25 C -0.1085(4) 0.2753(6) 0.95048(12) 0.1248(13) Uani 1 1 d D . .
F26 F -0.193(2) 0.386(4) 0.9327(8) 0.331(17) Uani 0.338(13) 1 d PD B 2
F27 F -0.0738(10) 0.305(2) 0.9923(2) 0.140(5) Uani 0.338(13) 1 d PD B 2
F28 F -0.163(2) 0.1449(19) 0.9478(9) 0.227(13) Uani 0.338(13) 1 d PD B 2
F26' F -0.1366(8) 0.4100(12) 0.9660(5) 0.218(6) Uani 0.662(13) 1 d PD B -2
F27' F -0.0898(7) 0.1710(19) 0.9845(3) 0.247(6) Uani 0.662(13) 1 d PD B -2
F28' F -0.2140(5) 0.2314(10) 0.92732(19) 0.137(3) Uani 0.662(13) 1 d PD B -2
N51 N 0.2500 0.6334(3) 0.7500 0.0926(9) Uani 1 2 d S . .
C52 C 0.2929(3) 0.7391(3) 0.71556(10) 0.1064(10) Uani 1 1 d . . .
H52A H 0.2195 0.8081 0.7042 0.128 Uiso 1 1 calc R . .
H52B H 0.3642 0.8049 0.7307 0.128 Uiso 1 1 calc R . .
C53 C 0.3385(4) 0.6632(4) 0.67634(13) 0.1402(14) Uani 1 1 d . . .
H53A H 0.2670 0.6013 0.6597 0.168 Uiso 1 1 calc R . .
H53B H 0.4116 0.5928 0.6869 0.168 Uiso 1 1 calc R . .
C54 C 0.3827(5) 0.7870(5) 0.64528(16) 0.1552(16) Uani 1 1 d . . .
H54A H 0.3139 0.8664 0.6393 0.186 Uiso 1 1 calc R . .
H54B H 0.4615 0.8381 0.6612 0.186 Uiso 1 1 calc R . .
C55 C 0.4100(6) 0.7321(7) 0.6044(2) 0.220(3) Uani 1 1 d . . .
H55A H 0.4365 0.8184 0.5870 0.329 Uiso 1 1 calc R . .
H55B H 0.3322 0.6834 0.5878 0.329 Uiso 1 1 calc R . .
H55C H 0.4803 0.6561 0.6097 0.329 Uiso 1 1 calc R . .
C56 C 0.1413(3) 0.5260(3) 0.72891(11) 0.1010(9) Uani 1 1 d DU . .
H56A H 0.1080 0.4705 0.7533 0.121 Uiso 0.669(12) 1 calc PR C 3
H56B H 0.1799 0.4477 0.7112 0.121 Uiso 0.669(12) 1 calc PR C 3
H56C H 0.1299 0.4410 0.7498 0.121 Uiso 0.331(12) 1 calc PR C 4
H56D H 0.1638 0.4802 0.7013 0.121 Uiso 0.331(12) 1 calc PR C 4
C57 C 0.0250(10) 0.5981(13) 0.6988(4) 0.144(4) Uani 0.669(12) 1 d PDU C 3
H57A H 0.0490 0.6270 0.6697 0.173 Uiso 0.669(12) 1 calc PR C 3
H57B H -0.0047 0.6919 0.7129 0.173 Uiso 0.669(12) 1 calc PR C 3
C58 C -0.0862(11) 0.4717(15) 0.6924(6) 0.197(7) Uani 0.669(12) 1 d PDU C 3
H58A H -0.0671 0.4004 0.6688 0.237 Uiso 0.669(12) 1 calc PR C 3
H58B H -0.0775 0.4111 0.7203 0.237 Uiso 0.669(12) 1 calc PR C 3
C59 C -0.2122(9) 0.5121(13) 0.6820(5) 0.262(7) Uani 0.669(12) 1 d PDU C 3
H59A H -0.2650 0.4196 0.6742 0.392 Uiso 0.669(12) 1 calc PR C 3
H59B H -0.2229 0.5833 0.6566 0.392 Uiso 0.669(12) 1 calc PR C 3
H59C H -0.2403 0.5630 0.7077 0.392 Uiso 0.669(12) 1 calc PR C 3
C57' C 0.0144(14) 0.619(2) 0.7181(5) 0.098(4) Uani 0.331(12) 1 d PD C 4
H57C H 0.0173 0.6861 0.6919 0.118 Uiso 0.331(12) 1 calc PR C 4
H57D H 0.0026 0.6852 0.7437 0.118 Uiso 0.331(12) 1 calc PR C 4
C58' C -0.1048(15) 0.497(3) 0.7077(7) 0.216(16) Uani 0.331(12) 1 d PD C 4
H58C H -0.0956 0.4082 0.7286 0.259 Uiso 0.331(12) 1 calc PR C 4
H58D H -0.1908 0.5459 0.7069 0.259 Uiso 0.331(12) 1 calc PR C 4
C59' C -0.0780(19) 0.454(2) 0.6626(5) 0.161(8) Uani 0.331(12) 1 d PD C 4
H59D H -0.1439 0.3810 0.6488 0.242 Uiso 0.331(12) 1 calc PR C 4
H59E H 0.0081 0.4064 0.6652 0.242 Uiso 0.331(12) 1 calc PR C 4
H59F H -0.0804 0.5472 0.6441 0.242 Uiso 0.331(12) 1 calc PR C 4


_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
C1 C2 1.385(3) . ?
C1 C6 1.388(3) . ?
C2 C3 1.404(4) . ?
C2 C7 1.518(3) . ?
C3 C4 1.383(3) . ?
C3 C8 1.515(3) . ?
C4 C5 1.380(3) . ?
C5 C6 1.387(3) . ?
C5 N9 1.390(2) . ?
C6 N11 1.393(2) . ?
N9 C10 1.361(2) . ?
C10 N11 1.333(2) . ?
C10 N12 1.358(2) . ?
N12 C13 1.328(2) . ?
C13 O14 1.256(2) . ?
C13 C15 1.507(3) . ?
C15 C16 1.383(3) . ?
C15 C20 1.386(3) . ?
C16 C17 1.392(3) . ?
C17 C18 1.370(3) . ?
C17 C21 1.492(4) . ?
C18 C19 1.386(3) . ?
C19 C20 1.390(3) . ?
C19 C25 1.494(4) . ?
C21 F24' 1.275(10) . ?
C21 F23 1.281(8) . ?
C21 F23' 1.301(10) . ?
C21 F22 1.303(7) . ?
C21 F24 1.324(8) . ?
C21 F22' 1.334(9) . ?
F22 F22' 0.78(2) . ?
F22 F24' 1.632(17) . ?
F23 F23' 0.59(2) . ?
F23 F22' 1.655(16) . ?
F24 F24' 0.657(19) . ?
F24 F23' 1.703(15) . ?
C25 F28 1.263(10) . ?
C25 F28' 1.267(6) . ?
C25 F27 1.291(8) . ?
C25 F26' 1.309(8) . ?
C25 F26 1.354(10) . ?
C25 F27' 1.364(9) . ?
F26 F26' 1.11(3) . ?
F26 F28' 1.36(3) . ?
F27 F27' 1.195(11) . ?
F27 F26' 1.313(10) . ?
F28 F28' 1.06(3) . ?
F28 F27' 1.27(2) . ?
N51 C52 1.510(3) . ?
N51 C52 1.510(3) 2_556 ?
N51 C56 1.527(3) 2_556 ?
N51 C56 1.527(3) . ?
C52 C53 1.502(4) . ?
C53 C54 1.545(5) . ?
C54 C55 1.401(6) . ?
C56 C57 1.532(9) . ?
C56 C57' 1.540(16) . ?
C57 C58 1.584(13) . ?
C58 C59 1.348(12) . ?
C57' C58' 1.626(18) . ?
C58' C59' 1.49(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
C2 C1 C6 119.3(2) . . ?
C1 C2 C3 120.5(2) . . ?
C1 C2 C7 119.6(3) . . ?
C3 C2 C7 119.9(2) . . ?
C4 C3 C2 120.0(2) . . ?
C4 C3 C8 119.1(2) . . ?
C2 C3 C8 120.8(2) . . ?
C5 C4 C3 118.9(2) . . ?
C4 C5 C6 121.67(19) . . ?
C4 C5 N9 132.4(2) . . ?
C6 C5 N9 105.96(17) . . ?
C5 C6 C1 119.6(2) . . ?
C5 C6 N11 108.31(18) . . ?
C1 C6 N11 132.0(2) . . ?
C10 N9 C5 108.27(17) . . ?
N11 C10 N12 121.63(18) . . ?
N11 C10 N9 109.94(16) . . ?
N12 C10 N9 128.42(18) . . ?
C10 N11 C6 107.51(17) . . ?
C13 N12 C10 118.38(17) . . ?
O14 C13 N12 128.21(17) . . ?
O14 C13 C15 117.28(18) . . ?
N12 C13 C15 114.51(17) . . ?
C16 C15 C20 119.06(18) . . ?
C16 C15 C13 118.68(18) . . ?
C20 C15 C13 122.26(19) . . ?
C15 C16 C17 120.8(2) . . ?
C18 C17 C16 120.1(2) . . ?
C18 C17 C21 120.9(2) . . ?
C16 C17 C21 119.0(2) . . ?
C17 C18 C19 119.5(2) . . ?
C18 C19 C20 120.7(2) . . ?
C18 C19 C25 119.4(2) . . ?
C20 C19 C25 119.9(3) . . ?
C15 C20 C19 119.9(2) . . ?
F24' C21 F23 125.8(9) . . ?
F24' C21 F23' 108.4(9) . . ?
F23 C21 F23' 26.5(9) . . ?
F24' C21 F22 78.5(8) . . ?
F23 C21 F22 108.8(6) . . ?
F23' C21 F22 129.0(7) . . ?
F24' C21 F24 29.2(9) . . ?
F23 C21 F24 102.9(7) . . ?
F23' C21 F24 80.9(8) . . ?
F22 C21 F24 103.5(6) . . ?
F24' C21 F22' 109.7(8) . . ?
F23 C21 F22' 78.5(8) . . ?
F23' C21 F22' 103.5(7) . . ?
F22 C21 F22' 34.5(8) . . ?
F24 C21 F22' 127.4(9) . . ?
F24' C21 C17 110.7(6) . . ?
F23 C21 C17 114.5(4) . . ?
F23' C21 C17 111.5(6) . . ?
F22 C21 C17 112.4(5) . . ?
F24 C21 C17 113.8(4) . . ?
F22' C21 C17 112.7(7) . . ?
F22' F22 C21 74.9(10) . . ?
F22' F22 F24' 119.9(14) . . ?
C21 F22 F24' 50.0(5) . . ?
F23' F23 C21 78.6(15) . . ?
F23' F23 F22' 127.5(16) . . ?
C21 F23 F22' 52.2(5) . . ?
F24' F24 C21 71.3(14) . . ?
F24' F24 F23' 117.4(15) . . ?
C21 F24 F23' 49.0(5) . . ?
F22 F22' C21 70.6(10) . . ?
F22 F22' F23 114.2(15) . . ?
C21 F22' F23 49.3(5) . . ?
F23 F23' C21 74.9(15) . . ?
F23 F23' F24 116.6(16) . . ?
C21 F23' F24 50.2(5) . . ?
F24 F24' C21 79.5(12) . . ?
F24 F24' F22 122.7(16) . . ?
C21 F24' F22 51.5(6) . . ?
F28 C25 F28' 49.5(13) . . ?
F28 C25 F27 107.3(10) . . ?
F28' C25 F27 133.7(5) . . ?
F28 C25 F26' 134.0(8) . . ?
F28' C25 F26' 104.1(6) . . ?
F27 C25 F26' 60.6(5) . . ?
F28 C25 F26 110.4(12) . . ?
F28' C25 F26 62.6(15) . . ?
F27 C25 F26 108.3(11) . . ?
F26' C25 F26 49.1(12) . . ?
F28 C25 F27' 57.7(10) . . ?
F28' C25 F27' 103.3(6) . . ?
F27 C25 F27' 53.4(5) . . ?
F26' C25 F27' 109.3(5) . . ?
F26 C25 F27' 141.2(7) . . ?
F28 C25 C19 112.3(7) . . ?
F28' C25 C19 116.1(3) . . ?
F27 C25 C19 109.8(5) . . ?
F26' C25 C19 113.5(5) . . ?
F26 C25 C19 108.7(7) . . ?
F27' C25 C19 109.9(5) . . ?
F26' F26 C25 63.3(8) . . ?
F26' F26 F28' 110.2(12) . . ?
C25 F26 F28' 55.6(7) . . ?
F27' F27 C25 66.4(6) . . ?
F27' F27 F26' 120.8(9) . . ?
C25 F27 F26' 60.3(5) . . ?
F28' F28 C25 65.4(10) . . ?
F28' F28 F27' 124.5(13) . . ?
C25 F28 F27' 65.2(8) . . ?
F26 F26' C25 67.6(10) . . ?
F26 F26' F27 124.6(15) . . ?
C25 F26' F27 59.0(5) . . ?
F27 F27' F28 113.1(13) . . ?
F27 F27' C25 60.2(6) . . ?
F28 F27' C25 57.2(8) . . ?
F28 F28' C25 65.0(9) . . ?
F28 F28' F26 124.6(12) . . ?
C25 F28' F26 61.8(10) . . ?
C52 N51 C52 105.3(3) . 2_556 ?
C52 N51 C56 112.24(18) . 2_556 ?
C52 N51 C56 111.11(17) 2_556 2_556 ?
C52 N51 C56 111.11(17) . . ?
C52 N51 C56 112.24(18) 2_556 . ?
C56 N51 C56 105.0(3) 2_556 . ?
C53 C52 N51 116.7(2) . . ?
C52 C53 C54 110.0(3) . . ?
C55 C54 C53 115.4(4) . . ?
N51 C56 C57 117.9(4) . . ?
N51 C56 C57' 109.1(6) . . ?
C57 C56 C57' 24.0(8) . . ?
C56 C57 C58 106.7(8) . . ?
C59 C58 C57 121.1(11) . . ?
C56 C57' C58' 107.8(11) . . ?
C59' C58' C57' 95.2(13) . . ?

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
C6 C1 C2 C3 -0.4(4) . . . . ?
C6 C1 C2 C7 178.5(3) . . . . ?
C1 C2 C3 C4 0.1(4) . . . . ?
C7 C2 C3 C4 -178.8(3) . . . . ?
C1 C2 C3 C8 -178.7(3) . . . . ?
C7 C2 C3 C8 2.4(4) . . . . ?
C2 C3 C4 C5 0.7(3) . . . . ?
C8 C3 C4 C5 179.6(2) . . . . ?
C3 C4 C5 C6 -1.3(3) . . . . ?
C3 C4 C5 N9 177.9(2) . . . . ?
C4 C5 C6 C1 0.9(3) . . . . ?
N9 C5 C6 C1 -178.4(2) . . . . ?
C4 C5 C6 N11 178.83(19) . . . . ?
N9 C5 C6 N11 -0.5(2) . . . . ?
C2 C1 C6 C5 -0.1(4) . . . . ?
C2 C1 C6 N11 -177.4(2) . . . . ?
C4 C5 N9 C10 -179.2(2) . . . . ?
C6 C5 N9 C10 0.1(2) . . . . ?
C5 N9 C10 N11 0.4(2) . . . . ?
C5 N9 C10 N12 -179.31(19) . . . . ?
N12 C10 N11 C6 179.01(18) . . . . ?
N9 C10 N11 C6 -0.8(2) . . . . ?
C5 C6 N11 C10 0.8(2) . . . . ?
C1 C6 N11 C10 178.3(2) . . . . ?
N11 C10 N12 C13 177.07(18) . . . . ?
N9 C10 N12 C13 -3.2(3) . . . . ?
C10 N12 C13 O14 0.3(3) . . . . ?
C10 N12 C13 C15 -179.41(17) . . . . ?
O14 C13 C15 C16 -1.3(3) . . . . ?
N12 C13 C15 C16 178.48(18) . . . . ?
O14 C13 C15 C20 177.91(19) . . . . ?
N12 C13 C15 C20 -2.3(3) . . . . ?
C20 C15 C16 C17 1.0(3) . . . . ?
C13 C15 C16 C17 -179.74(19) . . . . ?
C15 C16 C17 C18 -0.9(3) . . . . ?
C15 C16 C17 C21 179.9(2) . . . . ?
C16 C17 C18 C19 -0.1(4) . . . . ?
C21 C17 C18 C19 179.1(2) . . . . ?
C17 C18 C19 C20 1.0(4) . . . . ?
C17 C18 C19 C25 -177.8(3) . . . . ?
C16 C15 C20 C19 -0.2(3) . . . . ?
C13 C15 C20 C19 -179.4(2) . . . . ?
C18 C19 C20 C15 -0.8(4) . . . . ?
C25 C19 C20 C15 178.0(3) . . . . ?
C18 C17 C21 F24' 87.1(13) . . . . ?
C16 C17 C21 F24' -93.7(13) . . . . ?
C18 C17 C21 F23 -123.5(9) . . . . ?
C16 C17 C21 F23 55.7(9) . . . . ?
C18 C17 C21 F23' -152.1(12) . . . . ?
C16 C17 C21 F23' 27.1(12) . . . . ?
C18 C17 C21 F22 1.3(9) . . . . ?
C16 C17 C21 F22 -179.5(8) . . . . ?
C18 C17 C21 F24 118.6(9) . . . . ?
C16 C17 C21 F24 -62.3(10) . . . . ?
C18 C17 C21 F22' -36.2(15) . . . . ?
C16 C17 C21 F22' 143.0(15) . . . . ?
F24' C21 F22 F22' 154.2(19) . . . . ?
F23 C21 F22 F22' 29.9(19) . . . . ?
F23' C21 F22 F22' 50(2) . . . . ?
F24 C21 F22 F22' 138.8(16) . . . . ?
C17 C21 F22 F22' -98.0(17) . . . . ?
F23 C21 F22 F24' -124.2(9) . . . . ?
F23' C21 F22 F24' -104.4(10) . . . . ?
F24 C21 F22 F24' -15.3(10) . . . . ?
F22' C21 F22 F24' -154(2) . . . . ?
C17 C21 F22 F24' 107.9(8) . . . . ?
F24' C21 F23 F23' 55(2) . . . . ?
F22 C21 F23 F23' 143.9(19) . . . . ?
F24 C21 F23 F23' 35(2) . . . . ?
F22' C21 F23 F23' 161(2) . . . . ?
C17 C21 F23 F23' -89(2) . . . . ?
F24' C21 F23 F22' -106.0(9) . . . . ?
F23' C21 F23 F22' -161(2) . . . . ?
F22 C21 F23 F22' -16.8(11) . . . . ?
F24 C21 F23 F22' -126.1(8) . . . . ?
C17 C21 F23 F22' 109.9(8) . . . . ?
F23 C21 F24 F24' 145.3(17) . . . . ?
F23' C21 F24 F24' 160.2(18) . . . . ?
F22 C21 F24 F24' 32.1(18) . . . . ?
F22' C21 F24 F24' 60(2) . . . . ?
C17 C21 F24 F24' -90.2(18) . . . . ?
F24' C21 F24 F23' -160.2(18) . . . . ?
F23 C21 F24 F23' -14.8(8) . . . . ?
F22 C21 F24 F23' -128.1(7) . . . . ?
F22' C21 F24 F23' -100.1(9) . . . . ?
C17 C21 F24 F23' 109.6(6) . . . . ?
F24' F22 F22' C21 22.6(15) . . . . ?
C21 F22 F22' F23 -23.6(13) . . . . ?
F24' F22 F22' F23 -1(3) . . . . ?
F24' C21 F22' F22 -27(2) . . . . ?
F23 C21 F22' F22 -151.2(18) . . . . ?
F23' C21 F22' F22 -142.4(16) . . . . ?
F24 C21 F22' F22 -53.7(19) . . . . ?
C17 C21 F22' F22 96.9(17) . . . . ?
F24' C21 F22' F23 124.2(9) . . . . ?
F23' C21 F22' F23 8.7(10) . . . . ?
F22 C21 F22' F23 151.2(18) . . . . ?
F24 C21 F22' F23 97.5(9) . . . . ?
C17 C21 F22' F23 -111.9(6) . . . . ?
F23' F23 F22' F22 6(4) . . . . ?
C21 F23 F22' F22 29.9(17) . . . . ?
F23' F23 F22' C21 -24(3) . . . . ?
F22' F23 F23' C21 19(2) . . . . ?
C21 F23 F23' F24 -28.8(15) . . . . ?
F22' F23 F23' F24 -10(4) . . . . ?
F24' C21 F23' F23 -136(2) . . . . ?
F22 C21 F23' F23 -46(2) . . . . ?
F24 C21 F23' F23 -146(2) . . . . ?
F22' C21 F23' F23 -19(2) . . . . ?
C17 C21 F23' F23 102.0(18) . . . . ?
F24' C21 F23' F24 10.0(9) . . . . ?
F23 C21 F23' F24 146(2) . . . . ?
F22 C21 F23' F24 100.0(9) . . . . ?
F22' C21 F23' F24 126.4(9) . . . . ?
C17 C21 F23' F24 -112.1(5) . . . . ?
F24' F24 F23' F23 16(3) . . . . ?
C21 F24 F23' F23 37(2) . . . . ?
F24' F24 F23' C21 -21(2) . . . . ?
F23' F24 F24' C21 16.8(15) . . . . ?
C21 F24 F24' F22 -29.3(15) . . . . ?
F23' F24 F24' F22 -13(3) . . . . ?
F23 C21 F24' F24 -43(2) . . . . ?
F23' C21 F24' F24 -20.7(19) . . . . ?
F22 C21 F24' F24 -148.2(18) . . . . ?
F22' C21 F24' F24 -133.0(16) . . . . ?
C17 C21 F24' F24 102.0(17) . . . . ?
F23 C21 F24' F22 105.0(9) . . . . ?
F23' C21 F24' F22 127.5(7) . . . . ?
F24 C21 F24' F22 148.2(18) . . . . ?
F22' C21 F24' F22 15.2(10) . . . . ?
C17 C21 F24' F22 -109.8(5) . . . . ?
F22' F22 F24' F24 9(4) . . . . ?
C21 F22 F24' F24 38(2) . . . . ?
F22' F22 F24' C21 -29(2) . . . . ?
C18 C19 C25 F28 -128.5(17) . . . . ?
C20 C19 C25 F28 52.7(17) . . . . ?
C18 C19 C25 F28' 177.0(6) . . . . ?
C20 C19 C25 F28' -1.8(7) . . . . ?
C18 C19 C25 F27 -9.3(11) . . . . ?
C20 C19 C25 F27 171.9(10) . . . . ?
C18 C19 C25 F26' 56.4(9) . . . . ?
C20 C19 C25 F26' -122.4(8) . . . . ?
C18 C19 C25 F26 109.1(19) . . . . ?
C20 C19 C25 F26 -69.8(19) . . . . ?
C18 C19 C25 F27' -66.3(9) . . . . ?
C20 C19 C25 F27' 114.9(9) . . . . ?
F28 C25 F26 F26' 131.2(12) . . . . ?
F28' C25 F26 F26' 144.4(11) . . . . ?
F27 C25 F26 F26' 14.0(14) . . . . ?
F27' C25 F26 F26' 68(3) . . . . ?
C19 C25 F26 F26' -105.3(8) . . . . ?
F28 C25 F26 F28' -13.2(9) . . . . ?
F27 C25 F26 F28' -130.4(7) . . . . ?
F26' C25 F26 F28' -144.4(11) . . . . ?
F27' C25 F26 F28' -77(2) . . . . ?
C19 C25 F26 F28' 110.3(5) . . . . ?
F28 C25 F27 F27' 21.7(13) . . . . ?
F28' C25 F27 F27' 71.7(12) . . . . ?
F26' C25 F27 F27' 153.0(9) . . . . ?
F26 C25 F27 F27' 140.9(12) . . . . ?
C19 C25 F27 F27' -100.6(7) . . . . ?
F28 C25 F27 F26' -131.3(11) . . . . ?
F28' C25 F27 F26' -81.3(10) . . . . ?
F26 C25 F27 F26' -12.1(13) . . . . ?
F27' C25 F27 F26' -153.0(9) . . . . ?
C19 C25 F27 F26' 106.5(6) . . . . ?
F27 C25 F28 F28' 133.3(8) . . . . ?
F26' C25 F28 F28' 67.8(16) . . . . ?
F26 C25 F28 F28' 15.5(11) . . . . ?
F27' C25 F28 F28' 153.9(12) . . . . ?
C19 C25 F28 F28' -106.0(8) . . . . ?
F28' C25 F28 F27' -153.9(12) . . . . ?
F27 C25 F28 F27' -20.6(11) . . . . ?
F26' C25 F28 F27' -86.1(17) . . . . ?
F26 C25 F28 F27' -138.4(8) . . . . ?
C19 C25 F28 F27' 100.1(7) . . . . ?
F28' F26 F26' C25 30.8(7) . . . . ?
C25 F26 F26' F27 -15.9(13) . . . . ?
F28' F26 F26' F27 14.9(19) . . . . ?
F28 C25 F26' F26 -78.8(17) . . . . ?
F28' C25 F26' F26 -32.2(14) . . . . ?
F27 C25 F26' F26 -164.8(15) . . . . ?
F27' C25 F26' F26 -142.0(13) . . . . ?
C19 C25 F26' F26 94.9(13) . . . . ?
F28 C25 F26' F27 86.0(17) . . . . ?
F28' C25 F26' F27 132.6(7) . . . . ?
F26 C25 F26' F27 164.8(14) . . . . ?
F27' C25 F26' F27 22.7(7) . . . . ?
C19 C25 F26' F27 -100.3(6) . . . . ?
F27' F27 F26' F26 -11.8(19) . . . . ?
C25 F27 F26' F26 17.2(14) . . . . ?
F27' F27 F26' C25 -29.0(8) . . . . ?
C25 F27 F27' F28 -22.5(10) . . . . ?
F26' F27 F27' F28 4.9(15) . . . . ?
F26' F27 F27' C25 27.4(7) . . . . ?
F28' F28 F27' F27 -6(2) . . . . ?
C25 F28 F27' F27 23.2(10) . . . . ?
F28' F28 F27' C25 -29.0(12) . . . . ?
F28 C25 F27' F27 -155.3(13) . . . . ?
F28' C25 F27' F27 -135.2(7) . . . . ?
F26' C25 F27' F27 -24.8(8) . . . . ?
F26 C25 F27' F27 -73(2) . . . . ?
C19 C25 F27' F27 100.3(7) . . . . ?
F28' C25 F27' F28 20.1(11) . . . . ?
F27 C25 F27' F28 155.3(13) . . . . ?
F26' C25 F27' F28 130.5(11) . . . . ?
F26 C25 F27' F28 83(2) . . . . ?
C19 C25 F27' F28 -104.4(9) . . . . ?
F27' F28 F28' C25 29.0(12) . . . . ?
C25 F28 F28' F26 -17.6(12) . . . . ?
F27' F28 F28' F26 11(2) . . . . ?
F27 C25 F28' F28 -74.0(13) . . . . ?
F26' C25 F28' F28 -136.6(10) . . . . ?
F26 C25 F28' F28 -163.6(11) . . . . ?
F27' C25 F28' F28 -22.4(10) . . . . ?
C19 C25 F28' F28 97.9(11) . . . . ?
F28 C25 F28' F26 163.6(11) . . . . ?
F27 C25 F28' F26 89.6(12) . . . . ?
F26' C25 F28' F26 27.0(7) . . . . ?
F27' C25 F28' F26 141.2(7) . . . . ?
C19 C25 F28' F26 -98.5(8) . . . . ?
F26' F26 F28' F28 -15.6(18) . . . . ?
C25 F26 F28' F28 18.1(12) . . . . ?
F26' F26 F28' C25 -33.7(10) . . . . ?
C52 N51 C52 C53 -178.7(4) 2_556 . . . ?
C56 N51 C52 C53 60.2(3) 2_556 . . . ?
C56 N51 C52 C53 -56.9(4) . . . . ?
N51 C52 C53 C54 -178.2(3) . . . . ?
C52 C53 C54 C55 -171.3(5) . . . . ?
C52 N51 C56 C57 -49.5(7) . . . . ?
C52 N51 C56 C57 68.2(7) 2_556 . . . ?
C56 N51 C56 C57 -171.0(7) 2_556 . . . ?
C52 N51 C56 C57' -73.9(8) . . . . ?
C52 N51 C56 C57' 43.7(8) 2_556 . . . ?
C56 N51 C56 C57' 164.5(8) 2_556 . . . ?
N51 C56 C57 C58 -165.3(9) . . . . ?
C57' C56 C57 C58 -92(3) . . . . ?
C56 C57 C58 C59 155.7(15) . . . . ?
N51 C56 C57' C58' -165.9(10) . . . . ?
C57 C56 C57' C58' 78(2) . . . . ?
C56 C57' C58' C59' -75.3(15) . . . . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        70.08
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         0.295
_refine_diff_density_min         -0.180
_refine_diff_density_rms         0.044
####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1545906'
_audit_update_record             
;
2017-04-25 deposited with the CCDC.
2017-08-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H26 F12 N6 O2'
_chemical_formula_weight         802.63

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   9.8669(12)
_cell_length_b                   11.6783(13)
_cell_length_c                   16.7989(19)
_cell_angle_alpha                94.509(5)
_cell_angle_beta                 90.153(4)
_cell_angle_gamma                99.505(5)
_cell_volume                     1903.0(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    253(2)
_cell_measurement_reflns_used    4668
_cell_measurement_theta_min      2.64
_cell_measurement_theta_max      72.06

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.401
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             816
_exptl_absorpt_coefficient_mu    1.143
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8036
_exptl_absorpt_correction_T_max  0.9557
_exptl_absorpt_process_details   'CrystalClear Expert 2.1 43b(Rigaku, 2013)'

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 0.123 0.906 0.591 10 1 ' '
2 0.500 0.500 0.000 97 39 ' '
3 0.876 0.094 0.409 10 1 ' '
_platon_squeeze_details          
;
The unit cell contains 2 disordered water molecules around the 2 fold 
axis which  have been treated as a diffuse contribution to the overall 
scatering without specific atom positions by SQUEEZE/PLATON.
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      253(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'micro-focus rotating anode'
_diffrn_radiation_monochromator  confocal
_diffrn_measurement_device_type  'Rigaku RAXIS Rapid'
_diffrn_measurement_method       ω-scans
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            27444
_diffrn_reflns_av_R_equivalents  0.0229
_diffrn_reflns_av_sigmaI/netI    0.0244
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.64
_diffrn_reflns_theta_max         72.06
_reflns_number_total             7106
_reflns_number_gt                4668
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear Expert 2.1 43b(Rigaku, 2013)'
_computing_cell_refinement       'CrystalClear Expert 2.1 43b(Rigaku, 2013)'
_computing_data_reduction        'CrystalClear Expert 2.1 43b(Rigaku, 2013)'
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_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)+(0.0520P)²+2.6400P] 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     SHELXL
_refine_ls_extinction_coef       0.0060(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         7106
_refine_ls_number_parameters     537
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.0962
_refine_ls_R_factor_gt           0.0756
_refine_ls_wR_factor_ref         0.1920
_refine_ls_wR_factor_gt          0.1770
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.001
_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
C1 C 0.5892(4) 0.1789(3) 0.3285(2) 0.0638(10) Uani 1 1 d . . .
H1 H 0.6829 0.1775 0.3330 0.077 Uiso 1 1 calc R . .
C2 C 0.4929(5) 0.0850(3) 0.3484(2) 0.0688(11) Uani 1 1 d . . .
C3 C 0.3507(5) 0.0876(3) 0.3391(3) 0.0754(12) Uani 1 1 d . . .
C4 C 0.3063(4) 0.1840(3) 0.3117(3) 0.0722(11) Uani 1 1 d . . .
H4 H 0.2129 0.1854 0.3056 0.087 Uiso 1 1 calc R . .
C5 C 0.4017(4) 0.2774(3) 0.2936(2) 0.0555(8) Uani 1 1 d . . .
C6 C 0.5420(3) 0.2745(3) 0.3016(2) 0.0519(8) Uani 1 1 d . . .
C7 C 0.5411(6) -0.0186(4) 0.3797(3) 0.0944(15) Uani 1 1 d . . .
H7A H 0.5066 -0.0290 0.4324 0.142 Uiso 1 1 calc R . .
H7B H 0.6397 -0.0061 0.3814 0.142 Uiso 1 1 calc R . .
H7C H 0.5078 -0.0869 0.3451 0.142 Uiso 1 1 calc R . .
C8 C 0.2449(6) -0.0159(4) 0.3588(4) 0.1123(19) Uani 1 1 d . . .
H8A H 0.2588 -0.0837 0.3257 0.168 Uiso 1 1 calc R . .
H8B H 0.1542 0.0003 0.3492 0.168 Uiso 1 1 calc R . .
H8C H 0.2548 -0.0296 0.4140 0.168 Uiso 1 1 calc R . .
N9 N 0.3909(3) 0.3853(2) 0.26617(17) 0.0547(7) Uani 1 1 d . . .
H9 H 0.3152 0.4087 0.2556 0.066 Uiso 1 1 calc R . .
C10 C 0.5176(3) 0.4472(3) 0.25880(19) 0.0487(8) Uani 1 1 d . . .
N11 N 0.6105(3) 0.3806(2) 0.27894(17) 0.0550(7) Uani 1 1 d . . .
H11 H 0.6983 0.4007 0.2779 0.066 Uiso 1 1 calc R . .
N12 N 0.5586(3) 0.5556(2) 0.23738(16) 0.0505(7) Uani 1 1 d . . .
C13 C 0.4615(3) 0.6161(3) 0.21477(19) 0.0505(8) Uani 1 1 d . . .
O14 O 0.3368(2) 0.5794(2) 0.20646(16) 0.0655(7) Uani 1 1 d . . .
C15 C 0.5149(3) 0.7401(3) 0.19734(19) 0.0514(8) Uani 1 1 d . . .
C16 C 0.4247(4) 0.8056(3) 0.1661(2) 0.0585(9) Uani 1 1 d . . .
H16 H 0.3325 0.7734 0.1582 0.070 Uiso 1 1 calc R . .
C17 C 0.4705(4) 0.9178(3) 0.1468(2) 0.0630(10) Uani 1 1 d . . .
C18 C 0.6079(4) 0.9669(3) 0.1578(2) 0.0714(11) Uani 1 1 d . . .
H18 H 0.6391 1.0422 0.1440 0.086 Uiso 1 1 calc R . .
C19 C 0.6978(4) 0.9030(3) 0.1897(3) 0.0693(11) Uani 1 1 d . . .
C20 C 0.6518(4) 0.7902(3) 0.2105(2) 0.0595(9) Uani 1 1 d . . .
H20 H 0.7126 0.7485 0.2331 0.071 Uiso 1 1 calc R . .
C21 C 0.3724(6) 0.9858(4) 0.1109(3) 0.0861(13) Uani 1 1 d . . .
F22 F 0.4163(4) 1.0976(3) 0.1161(2) 0.1426(14) Uani 1 1 d . . .
F23 F 0.2528(4) 0.9723(3) 0.1455(2) 0.1393(14) Uani 1 1 d . . .
F24 F 0.3474(4) 0.9527(3) 0.03539(19) 0.1416(14) Uani 1 1 d . . .
C25 C 0.8459(6) 0.9541(5) 0.2000(4) 0.1060(19) Uani 1 1 d . . .
F26 F 0.9252(3) 0.8850(3) 0.2218(3) 0.1485(15) Uani 1 1 d . . .
F27 F 0.9026(4) 0.9793(4) 0.1297(3) 0.190(2) Uani 1 1 d . . .
F28 F 0.8666(4) 1.0495(5) 0.2396(4) 0.251(4) Uani 1 1 d . . .
C51 C 0.8376(4) 0.6680(3) 0.0481(2) 0.0695(11) Uani 1 1 d . . .
H51 H 0.7461 0.6782 0.0486 0.083 Uiso 1 1 calc R . .
C52 C 0.9225(4) 0.7061(3) -0.0134(2) 0.0654(10) Uani 1 1 d . . .
C53 C 1.0604(4) 0.6897(3) -0.0136(2) 0.0602(9) Uani 1 1 d . . .
C54 C 1.1128(4) 0.6370(3) 0.0478(2) 0.0576(9) Uani 1 1 d . . .
H54 H 1.2042 0.6268 0.0480 0.069 Uiso 1 1 calc R . .
C55 C 1.0272(3) 0.6001(3) 0.10879(19) 0.0497(8) Uani 1 1 d . . .
C56 C 0.8907(3) 0.6148(3) 0.1086(2) 0.0535(8) Uani 1 1 d . . .
C57 C 0.8645(5) 0.7653(5) -0.0803(3) 0.1027(17) Uani 1 1 d . . .
H57A H 0.9000 0.8472 -0.0748 0.154 Uiso 1 1 calc R . .
H57B H 0.7661 0.7535 -0.0774 0.154 Uiso 1 1 calc R . .
H57C H 0.8909 0.7323 -0.1309 0.154 Uiso 1 1 calc R . .
C58 C 1.1536(5) 0.7325(4) -0.0809(2) 0.0806(12) Uani 1 1 d . . .
H58A H 1.1712 0.8161 -0.0766 0.121 Uiso 1 1 calc R . .
H58B H 1.1096 0.7047 -0.1314 0.121 Uiso 1 1 calc R . .
H58C H 1.2390 0.7037 -0.0772 0.121 Uiso 1 1 calc R . .
N59 N 1.0489(3) 0.5437(2) 0.17712(16) 0.0519(7) Uani 1 1 d . . .
H59 H 1.1255 0.5245 0.1911 0.062 Uiso 1 1 calc R . .
C60 C 0.9303(3) 0.5244(3) 0.2174(2) 0.0494(8) Uani 1 1 d . . .
N61 N 0.8339(3) 0.5668(3) 0.17694(17) 0.0591(8) Uani 1 1 d . . .
H61 H 0.7498 0.5645 0.1911 0.071 Uiso 1 1 calc R . .
N62 N 0.8991(3) 0.4735(2) 0.28575(16) 0.0516(7) Uani 1 1 d . . .
C63 C 0.9970(3) 0.4293(3) 0.3222(2) 0.0524(8) Uani 1 1 d . . .
O64 O 1.1143(3) 0.4215(3) 0.29604(16) 0.0785(9) Uani 1 1 d . . .
C65 C 0.9608(3) 0.3843(3) 0.4022(2) 0.0535(8) Uani 1 1 d . . .
C66 C 1.0541(4) 0.3319(3) 0.4423(2) 0.0660(10) Uani 1 1 d . . .
H66 H 1.1380 0.3237 0.4193 0.079 Uiso 1 1 calc R . .
C67 C 1.0229(5) 0.2919(4) 0.5163(2) 0.0743(12) Uani 1 1 d . A .
C68 C 0.8997(5) 0.3010(4) 0.5511(2) 0.0779(12) Uani 1 1 d . . .
H68 H 0.8792 0.2723 0.6006 0.093 Uiso 1 1 calc R . .
C69 C 0.8059(4) 0.3535(3) 0.5120(2) 0.0691(11) Uani 1 1 d . B .
C70 C 0.8360(4) 0.3966(3) 0.4379(2) 0.0582(9) Uani 1 1 d . . .
H70 H 0.7732 0.4332 0.4124 0.070 Uiso 1 1 calc R . .
C71 C 1.1293(7) 0.2372(6) 0.5585(3) 0.112(2) Uani 1 1 d D . .
F72 F 1.2508(6) 0.2927(10) 0.5535(7) 0.239(6) Uani 0.807(9) 1 d PD A 7
F73 F 1.1038(7) 0.2386(6) 0.6369(3) 0.174(3) Uani 0.807(9) 1 d PD A 7
F74 F 1.1145(11) 0.1277(6) 0.5362(5) 0.223(5) Uani 0.807(9) 1 d PD A 7
F72' F 1.2110(18) 0.3106(14) 0.6078(11) 0.097(7) Uiso 0.193(9) 1 d PD A -7
F73' F 1.0824(17) 0.1421(15) 0.5935(13) 0.107(7) Uiso 0.193(9) 1 d PD A -7
F74' F 1.2289(15) 0.1986(14) 0.5068(8) 0.079(5) Uiso 0.193(9) 1 d PD A -7
C75 C 0.6671(6) 0.3639(5) 0.5469(3) 0.0971(17) Uani 1 1 d D . .
F76 F 0.6586(6) 0.3292(5) 0.6215(3) 0.152(2) Uani 0.862(9) 1 d PD B 8
F77 F 0.5677(4) 0.3018(8) 0.5059(4) 0.219(4) Uani 0.862(9) 1 d PD B 8
F78 F 0.6455(4) 0.4713(4) 0.5566(4) 0.138(2) Uani 0.862(9) 1 d PD B 8
F76' F 0.5998(19) 0.2708(15) 0.5746(15) 0.082(7) Uiso 0.138(9) 1 d PD B -8
F77' F 0.582(2) 0.4012(17) 0.4948(10) 0.072(7) Uiso 0.138(9) 1 d PD B -8
F78' F 0.696(4) 0.445(2) 0.6071(16) 0.166(16) Uiso 0.138(9) 1 d PD B -8


_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
C1 C6 1.385(5) . ?
C1 C2 1.391(5) . ?
C2 C3 1.416(6) . ?
C2 C7 1.501(5) . ?
C3 C4 1.383(6) . ?
C3 C8 1.520(5) . ?
C4 C5 1.372(5) . ?
C5 N9 1.395(4) . ?
C5 C6 1.397(5) . ?
C6 N11 1.390(4) . ?
N9 C10 1.347(4) . ?
C10 N12 1.342(4) . ?
C10 N11 1.355(4) . ?
N12 C13 1.351(4) . ?
C13 O14 1.238(4) . ?
C13 C15 1.508(5) . ?
C15 C20 1.391(5) . ?
C15 C16 1.393(5) . ?
C16 C17 1.378(5) . ?
C17 C18 1.388(5) . ?
C17 C21 1.503(5) . ?
C18 C19 1.382(5) . ?
C19 C20 1.392(5) . ?
C19 C25 1.489(6) . ?
C21 F22 1.301(5) . ?
C21 F24 1.307(5) . ?
C21 F23 1.309(6) . ?
C25 F28 1.239(7) . ?
C25 F26 1.286(6) . ?
C25 F27 1.340(7) . ?
C51 C56 1.378(5) . ?
C51 C52 1.386(5) . ?
C52 C53 1.405(5) . ?
C52 C57 1.523(5) . ?
C53 C54 1.383(5) . ?
C53 C58 1.521(5) . ?
C54 C55 1.379(4) . ?
C55 C56 1.386(4) . ?
C55 N59 1.400(4) . ?
C56 N61 1.395(4) . ?
N59 C60 1.349(4) . ?
C60 N62 1.347(4) . ?
C60 N61 1.348(4) . ?
N62 C63 1.336(4) . ?
C63 O64 1.254(4) . ?
C63 C65 1.505(4) . ?
C65 C66 1.386(5) . ?
C65 C70 1.395(5) . ?
C66 C67 1.380(5) . ?
C67 C68 1.367(6) . ?
C67 C71 1.517(7) . ?
C68 C69 1.382(6) . ?
C69 C70 1.394(5) . ?
C69 C75 1.511(6) . ?
C71 F72 1.272(7) . ?
C71 F74 1.288(8) . ?
C71 F73' 1.313(13) . ?
C71 F72' 1.315(13) . ?
C71 F73 1.342(7) . ?
C71 F74' 1.418(12) . ?
F72 F72' 1.014(15) . ?
F72 F74' 1.287(15) . ?
F73 F73' 1.280(19) . ?
F73 F72' 1.356(18) . ?
F74 F73' 1.023(17) . ?
F74 F74' 1.401(15) . ?
C75 F77 1.283(6) . ?
C75 F76' 1.297(13) . ?
C75 F78 1.303(6) . ?
C75 F78' 1.328(16) . ?
C75 F76 1.345(6) . ?
C75 F77' 1.358(13) . ?
F76 F76' 1.10(2) . ?
F76 F78' 1.38(3) . ?
F77 F77' 1.176(15) . ?
F77 F76' 1.289(19) . ?
F78 F78' 1.07(3) . ?
F78 F77' 1.356(18) . ?

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
C6 C1 C2 118.2(4) . . ?
C1 C2 C3 120.0(4) . . ?
C1 C2 C7 119.4(4) . . ?
C3 C2 C7 120.7(4) . . ?
C4 C3 C2 120.6(3) . . ?
C4 C3 C8 119.1(4) . . ?
C2 C3 C8 120.3(4) . . ?
C5 C4 C3 119.2(4) . . ?
C4 C5 N9 133.2(4) . . ?
C4 C5 C6 120.4(3) . . ?
N9 C5 C6 106.5(3) . . ?
C1 C6 N11 132.0(3) . . ?
C1 C6 C5 121.5(3) . . ?
N11 C6 C5 106.5(3) . . ?
C10 N9 C5 109.5(3) . . ?
N12 C10 N9 131.2(3) . . ?
N12 C10 N11 120.8(3) . . ?
N9 C10 N11 108.0(3) . . ?
C10 N11 C6 109.5(3) . . ?
C10 N12 C13 118.1(3) . . ?
O14 C13 N12 126.6(3) . . ?
O14 C13 C15 118.5(3) . . ?
N12 C13 C15 114.9(3) . . ?
C20 C15 C16 119.1(3) . . ?
C20 C15 C13 121.9(3) . . ?
C16 C15 C13 119.0(3) . . ?
C17 C16 C15 120.7(3) . . ?
C16 C17 C18 120.3(3) . . ?
C16 C17 C21 119.9(4) . . ?
C18 C17 C21 119.8(4) . . ?
C19 C18 C17 119.4(4) . . ?
C18 C19 C20 120.7(4) . . ?
C18 C19 C25 119.7(4) . . ?
C20 C19 C25 119.6(4) . . ?
C15 C20 C19 119.8(3) . . ?
F22 C21 F24 107.4(4) . . ?
F22 C21 F23 105.6(5) . . ?
F24 C21 F23 105.9(5) . . ?
F22 C21 C17 113.3(4) . . ?
F24 C21 C17 111.6(4) . . ?
F23 C21 C17 112.5(4) . . ?
F28 C25 F26 112.3(6) . . ?
F28 C25 F27 102.9(5) . . ?
F26 C25 F27 99.3(6) . . ?
F28 C25 C19 113.7(6) . . ?
F26 C25 C19 115.9(4) . . ?
F27 C25 C19 111.1(5) . . ?
C56 C51 C52 119.0(3) . . ?
C51 C52 C53 120.0(3) . . ?
C51 C52 C57 119.3(4) . . ?
C53 C52 C57 120.7(4) . . ?
C54 C53 C52 120.4(3) . . ?
C54 C53 C58 119.8(3) . . ?
C52 C53 C58 119.8(3) . . ?
C55 C54 C53 119.0(3) . . ?
C54 C55 C56 120.8(3) . . ?
C54 C55 N59 132.2(3) . . ?
C56 C55 N59 107.0(3) . . ?
C51 C56 C55 120.8(3) . . ?
C51 C56 N61 133.1(3) . . ?
C55 C56 N61 106.1(3) . . ?
C60 N59 C55 109.0(3) . . ?
N62 C60 N61 120.6(3) . . ?
N62 C60 N59 131.3(3) . . ?
N61 C60 N59 108.1(3) . . ?
C60 N61 C56 109.8(3) . . ?
C63 N62 C60 118.3(3) . . ?
O64 C63 N62 126.4(3) . . ?
O64 C63 C65 117.6(3) . . ?
N62 C63 C65 116.0(3) . . ?
C66 C65 C70 119.2(3) . . ?
C66 C65 C63 119.6(3) . . ?
C70 C65 C63 121.1(3) . . ?
C67 C66 C65 120.1(4) . . ?
C68 C67 C66 121.3(4) . . ?
C68 C67 C71 120.5(4) . . ?
C66 C67 C71 118.2(4) . . ?
C67 C68 C69 119.2(4) . . ?
C68 C69 C70 120.7(4) . . ?
C68 C69 C75 121.5(4) . . ?
C70 C69 C75 117.8(4) . . ?
C69 C70 C65 119.5(4) . . ?
F72 C71 F74 115.0(8) . . ?
F72 C71 F73' 130.8(10) . . ?
F74 C71 F73' 46.3(8) . . ?
F72 C71 F72' 46.1(8) . . ?
F74 C71 F72' 136.2(10) . . ?
F73' C71 F72' 110.0(11) . . ?
F72 C71 F73 105.2(7) . . ?
F74 C71 F73 103.3(6) . . ?
F73' C71 F73 57.6(9) . . ?
F72' C71 F73 61.4(8) . . ?
F72 C71 F74' 56.8(7) . . ?
F74 C71 F74' 62.1(7) . . ?
F73' C71 F74' 101.7(10) . . ?
F72' C71 F74' 99.4(10) . . ?
F73 C71 F74' 136.3(8) . . ?
F72 C71 C67 113.1(5) . . ?
F74 C71 C67 109.7(5) . . ?
F73' C71 C67 116.0(10) . . ?
F72' C71 C67 114.0(9) . . ?
F73 C71 C67 109.9(5) . . ?
F74' C71 C67 113.8(7) . . ?
F72' F72 C71 69.2(9) . . ?
F72' F72 F74' 129.7(13) . . ?
C71 F72 F74' 67.3(7) . . ?
F73' F73 C71 60.1(7) . . ?
F73' F73 F72' 109.5(9) . . ?
C71 F73 F72' 58.4(6) . . ?
F73' F74 C71 68.2(9) . . ?
F73' F74 F74' 121.1(13) . . ?
C71 F74 F74' 63.5(6) . . ?
F72 F72' C71 64.7(8) . . ?
F72 F72' F73 121.7(13) . . ?
C71 F72' F73 60.3(7) . . ?
F74 F73' F73 126.8(13) . . ?
F74 F73' C71 65.5(8) . . ?
F73 F73' C71 62.3(8) . . ?
F72 F74' F74 106.8(9) . . ?
F72 F74' C71 55.8(5) . . ?
F74 F74' C71 54.4(6) . . ?
F77 C75 F76' 60.0(10) . . ?
F77 C75 F78 109.5(7) . . ?
F76' C75 F78 129.6(11) . . ?
F77 C75 F78' 143.2(17) . . ?
F76' C75 F78' 108.4(14) . . ?
F78 C75 F78' 48.1(14) . . ?
F77 C75 F76 107.1(5) . . ?
F76' C75 F76 49.0(10) . . ?
F78 C75 F76 103.2(5) . . ?
F78' C75 F76 62.4(14) . . ?
F77 C75 F77' 52.8(8) . . ?
F76' C75 F77' 107.0(11) . . ?
F78 C75 F77' 61.2(9) . . ?
F78' C75 F77' 108.4(15) . . ?
F76 C75 F77' 136.3(9) . . ?
F77 C75 C69 112.7(4) . . ?
F76' C75 C69 116.2(11) . . ?
F78 C75 C69 113.0(4) . . ?
F78' C75 C69 103.7(17) . . ?
F76 C75 C69 110.8(5) . . ?
F77' C75 C69 112.8(9) . . ?
F76' F76 C75 63.2(8) . . ?
F76' F76 F78' 117.7(12) . . ?
C75 F76 F78' 58.2(9) . . ?
F77' F77 C75 66.9(8) . . ?
F77' F77 F76' 119.9(12) . . ?
C75 F77 F76' 60.6(8) . . ?
F78' F78 C75 67.2(12) . . ?
F78' F78 F77' 127.2(13) . . ?
C75 F78 F77' 61.4(6) . . ?
F76 F76' F77 124.6(12) . . ?
F76 F76' C75 67.8(9) . . ?
F77 F76' C75 59.5(7) . . ?
F77 F77' F78 112.9(11) . . ?
F77 F77' C75 60.3(7) . . ?
F78 F77' C75 57.4(7) . . ?
F78 F78' C75 64.7(10) . . ?
F78 F78' F76 114.8(16) . . ?
C75 F78' F76 59.4(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
C6 C1 C2 C3 1.6(6) . . . . ?
C6 C1 C2 C7 -178.5(4) . . . . ?
C1 C2 C3 C4 -1.2(6) . . . . ?
C7 C2 C3 C4 178.8(4) . . . . ?
C1 C2 C3 C8 178.5(4) . . . . ?
C7 C2 C3 C8 -1.5(6) . . . . ?
C2 C3 C4 C5 -0.1(6) . . . . ?
C8 C3 C4 C5 -179.8(4) . . . . ?
C3 C4 C5 N9 -179.2(4) . . . . ?
C3 C4 C5 C6 1.0(6) . . . . ?
C2 C1 C6 N11 178.6(4) . . . . ?
C2 C1 C6 C5 -0.7(6) . . . . ?
C4 C5 C6 C1 -0.6(6) . . . . ?
N9 C5 C6 C1 179.5(3) . . . . ?
C4 C5 C6 N11 180.0(3) . . . . ?
N9 C5 C6 N11 0.1(4) . . . . ?
C4 C5 N9 C10 179.2(4) . . . . ?
C6 C5 N9 C10 -1.0(4) . . . . ?
C5 N9 C10 N12 -177.5(3) . . . . ?
C5 N9 C10 N11 1.5(4) . . . . ?
N12 C10 N11 C6 177.7(3) . . . . ?
N9 C10 N11 C6 -1.4(4) . . . . ?
C1 C6 N11 C10 -178.5(4) . . . . ?
C5 C6 N11 C10 0.8(4) . . . . ?
N9 C10 N12 C13 -3.8(5) . . . . ?
N11 C10 N12 C13 177.3(3) . . . . ?
C10 N12 C13 O14 -5.1(5) . . . . ?
C10 N12 C13 C15 175.8(3) . . . . ?
O14 C13 C15 C20 175.5(3) . . . . ?
N12 C13 C15 C20 -5.3(5) . . . . ?
O14 C13 C15 C16 -5.4(5) . . . . ?
N12 C13 C15 C16 173.8(3) . . . . ?
C20 C15 C16 C17 1.4(5) . . . . ?
C13 C15 C16 C17 -177.7(3) . . . . ?
C15 C16 C17 C18 0.3(6) . . . . ?
C15 C16 C17 C21 178.2(4) . . . . ?
C16 C17 C18 C19 -1.1(6) . . . . ?
C21 C17 C18 C19 -178.9(4) . . . . ?
C17 C18 C19 C20 0.1(6) . . . . ?
C17 C18 C19 C25 178.6(5) . . . . ?
C16 C15 C20 C19 -2.3(5) . . . . ?
C13 C15 C20 C19 176.7(3) . . . . ?
C18 C19 C20 C15 1.6(6) . . . . ?
C25 C19 C20 C15 -176.9(5) . . . . ?
C16 C17 C21 F22 161.9(4) . . . . ?
C18 C17 C21 F22 -20.3(7) . . . . ?
C16 C17 C21 F24 -76.7(6) . . . . ?
C18 C17 C21 F24 101.1(5) . . . . ?
C16 C17 C21 F23 42.2(6) . . . . ?
C18 C17 C21 F23 -140.0(5) . . . . ?
C18 C19 C25 F28 54.9(8) . . . . ?
C20 C19 C25 F28 -126.6(6) . . . . ?
C18 C19 C25 F26 -172.8(5) . . . . ?
C20 C19 C25 F26 5.8(8) . . . . ?
C18 C19 C25 F27 -60.6(7) . . . . ?
C20 C19 C25 F27 118.0(5) . . . . ?
C56 C51 C52 C53 0.3(6) . . . . ?
C56 C51 C52 C57 -179.9(4) . . . . ?
C51 C52 C53 C54 -0.9(6) . . . . ?
C57 C52 C53 C54 179.3(4) . . . . ?
C51 C52 C53 C58 -179.5(4) . . . . ?
C57 C52 C53 C58 0.7(6) . . . . ?
C52 C53 C54 C55 0.6(6) . . . . ?
C58 C53 C54 C55 179.2(4) . . . . ?
C53 C54 C55 C56 0.2(5) . . . . ?
C53 C54 C55 N59 179.0(4) . . . . ?
C52 C51 C56 C55 0.5(6) . . . . ?
C52 C51 C56 N61 -179.3(4) . . . . ?
C54 C55 C56 C51 -0.8(6) . . . . ?
N59 C55 C56 C51 -179.9(3) . . . . ?
C54 C55 C56 N61 179.0(3) . . . . ?
N59 C55 C56 N61 0.0(4) . . . . ?
C54 C55 N59 C60 -178.8(4) . . . . ?
C56 C55 N59 C60 0.0(4) . . . . ?
C55 N59 C60 N62 179.9(4) . . . . ?
C55 N59 C60 N61 0.0(4) . . . . ?
N62 C60 N61 C56 -179.9(3) . . . . ?
N59 C60 N61 C56 0.0(4) . . . . ?
C51 C56 N61 C60 179.8(4) . . . . ?
C55 C56 N61 C60 0.0(4) . . . . ?
N61 C60 N62 C63 177.7(3) . . . . ?
N59 C60 N62 C63 -2.2(6) . . . . ?
C60 N62 C63 O64 -6.2(6) . . . . ?
C60 N62 C63 C65 174.1(3) . . . . ?
O64 C63 C65 C66 -2.8(5) . . . . ?
N62 C63 C65 C66 176.9(3) . . . . ?
O64 C63 C65 C70 175.8(3) . . . . ?
N62 C63 C65 C70 -4.5(5) . . . . ?
C70 C65 C66 C67 0.4(6) . . . . ?
C63 C65 C66 C67 179.0(4) . . . . ?
C65 C66 C67 C68 1.0(6) . . . . ?
C65 C66 C67 C71 -178.9(4) . . . . ?
C66 C67 C68 C69 -1.3(7) . . . . ?
C71 C67 C68 C69 178.7(4) . . . . ?
C67 C68 C69 C70 0.1(6) . . . . ?
C67 C68 C69 C75 178.8(4) . . . . ?
C68 C69 C70 C65 1.3(6) . . . . ?
C75 C69 C70 C65 -177.4(4) . . . . ?
C66 C65 C70 C69 -1.6(5) . . . . ?
C63 C65 C70 C69 179.8(3) . . . . ?
C68 C67 C71 F72 -137.3(9) . . . . ?
C66 C67 C71 F72 42.6(10) . . . . ?
C68 C67 C71 F74 92.8(8) . . . . ?
C66 C67 C71 F74 -87.3(8) . . . . ?
C68 C67 C71 F73' 42.7(13) . . . . ?
C66 C67 C71 F73' -137.3(12) . . . . ?
C68 C67 C71 F72' -86.7(11) . . . . ?
C66 C67 C71 F72' 93.2(11) . . . . ?
C68 C67 C71 F73 -20.1(8) . . . . ?
C66 C67 C71 F73 159.8(5) . . . . ?
C68 C67 C71 F74' 160.2(9) . . . . ?
C66 C67 C71 F74' -19.9(11) . . . . ?
F74 C71 F72 F72' -131.1(14) . . . . ?
F73' C71 F72 F72' -78.3(18) . . . . ?
F73 C71 F72 F72' -18.2(14) . . . . ?
F74' C71 F72 F72' -154.1(15) . . . . ?
C67 C71 F72 F72' 101.7(13) . . . . ?
F74 C71 F72 F74' 23.0(10) . . . . ?
F73' C71 F72 F74' 75.8(15) . . . . ?
F72' C71 F72 F74' 154.1(15) . . . . ?
F73 C71 F72 F74' 135.9(9) . . . . ?
C67 C71 F72 F74' -104.2(10) . . . . ?
F72 C71 F73 F73' -129.1(12) . . . . ?
F74 C71 F73 F73' -8.2(11) . . . . ?
F72' C71 F73 F73' -143.9(14) . . . . ?
F74' C71 F73 F73' -71.5(15) . . . . ?
C67 C71 F73 F73' 108.9(11) . . . . ?
F72 C71 F73 F72' 14.9(11) . . . . ?
F74 C71 F73 F72' 135.8(11) . . . . ?
F73' C71 F73 F72' 143.9(14) . . . . ?
F74' C71 F73 F72' 72.4(15) . . . . ?
C67 C71 F73 F72' -107.2(10) . . . . ?
F72 C71 F74 F73' 123.6(13) . . . . ?
F72' C71 F74 F73' 71.8(18) . . . . ?
F73 C71 F74 F73' 9.5(13) . . . . ?
F74' C71 F74 F73' 145.3(15) . . . . ?
C67 C71 F74 F73' -107.6(13) . . . . ?
F72 C71 F74 F74' -21.7(9) . . . . ?
F73' C71 F74 F74' -145.3(15) . . . . ?
F72' C71 F74 F74' -73.5(15) . . . . ?
F73 C71 F74 F74' -135.7(9) . . . . ?
C67 C71 F74 F74' 107.1(9) . . . . ?
F74' F72 F72' C71 -31.6(17) . . . . ?
C71 F72 F72' F73 20.5(14) . . . . ?
F74' F72 F72' F73 -11(3) . . . . ?
F74 C71 F72' F72 81.0(17) . . . . ?
F73' C71 F72' F72 127.9(13) . . . . ?
F73 C71 F72' F72 159.9(15) . . . . ?
F74' C71 F72' F72 21.8(13) . . . . ?
C67 C71 F72' F72 -99.7(10) . . . . ?
F72 C71 F72' F73 -159.9(15) . . . . ?
F74 C71 F72' F73 -79.0(13) . . . . ?
F73' C71 F72' F73 -32.0(12) . . . . ?
F74' C71 F72' F73 -138.2(9) . . . . ?
C67 C71 F72' F73 100.4(8) . . . . ?
F73' F73 F72' F72 11(2) . . . . ?
C71 F73 F72' F72 -21.4(15) . . . . ?
F73' F73 F72' C71 32.8(12) . . . . ?
C71 F74 F73' F73 -12.2(16) . . . . ?
F74' F74 F73' F73 24(3) . . . . ?
F74' F74 F73' C71 36.5(13) . . . . ?
C71 F73 F73' F74 12.5(17) . . . . ?
F72' F73 F73' F74 -20(3) . . . . ?
F72' F73 F73' C71 -32.1(12) . . . . ?
F72 C71 F73' F74 -86.9(16) . . . . ?
F72' C71 F73' F74 -135.6(13) . . . . ?
F73 C71 F73' F74 -169.0(15) . . . . ?
F74' C71 F73' F74 -30.9(13) . . . . ?
C67 C71 F73' F74 93.1(11) . . . . ?
F72 C71 F73' F73 82.1(13) . . . . ?
F74 C71 F73' F73 169.0(15) . . . . ?
F72' C71 F73' F73 33.4(12) . . . . ?
F74' C71 F73' F73 138.0(9) . . . . ?
C67 C71 F73' F73 -98.0(9) . . . . ?
F72' F72 F74' F74 12(2) . . . . ?
C71 F72 F74' F74 -19.9(8) . . . . ?
F72' F72 F74' C71 32.1(17) . . . . ?
F73' F74 F74' F72 -17.9(19) . . . . ?
C71 F74 F74' F72 20.3(8) . . . . ?
F73' F74 F74' C71 -38.1(15) . . . . ?
F74 C71 F74' F72 -156.4(10) . . . . ?
F73' C71 F74' F72 -131.5(11) . . . . ?
F72' C71 F74' F72 -18.6(11) . . . . ?
F73 C71 F74' F72 -76.6(13) . . . . ?
C67 C71 F74' F72 103.0(7) . . . . ?
F72 C71 F74' F74 156.4(10) . . . . ?
F73' C71 F74' F74 24.9(11) . . . . ?
F72' C71 F74' F74 137.8(10) . . . . ?
F73 C71 F74' F74 79.8(12) . . . . ?
C67 C71 F74' F74 -100.6(7) . . . . ?
C68 C69 C75 F77 -112.7(7) . . . . ?
C70 C69 C75 F77 66.0(8) . . . . ?
C68 C69 C75 F76' -46.2(14) . . . . ?
C70 C69 C75 F76' 132.5(13) . . . . ?
C68 C69 C75 F78 122.5(6) . . . . ?
C70 C69 C75 F78 -58.7(6) . . . . ?
C68 C69 C75 F78' 72.6(16) . . . . ?
C70 C69 C75 F78' -108.7(16) . . . . ?
C68 C69 C75 F76 7.3(7) . . . . ?
C70 C69 C75 F76 -174.0(5) . . . . ?
C68 C69 C75 F77' -170.4(10) . . . . ?
C70 C69 C75 F77' 8.4(11) . . . . ?
F77 C75 F76 F76' 16.0(14) . . . . ?
F78 C75 F76 F76' 131.5(13) . . . . ?
F78' C75 F76 F76' 158(2) . . . . ?
F77' C75 F76 F76' 69.6(18) . . . . ?
C69 C75 F76 F76' -107.2(13) . . . . ?
F77 C75 F76 F78' -141.7(19) . . . . ?
F76' C75 F76 F78' -158(2) . . . . ?
F78 C75 F76 F78' -26.1(18) . . . . ?
F77' C75 F76 F78' -88(2) . . . . ?
C69 C75 F76 F78' 95.1(19) . . . . ?
F76' C75 F77 F77' 149.7(17) . . . . ?
F78 C75 F77 F77' 24.5(11) . . . . ?
F78' C75 F77 F77' 69(3) . . . . ?
F76 C75 F77 F77' 135.8(11) . . . . ?
C69 C75 F77 F77' -102.2(11) . . . . ?
F78 C75 F77 F76' -125.2(13) . . . . ?
F78' C75 F77 F76' -80(2) . . . . ?
F76 C75 F77 F76' -13.9(13) . . . . ?
F77' C75 F77 F76' -149.7(17) . . . . ?
C69 C75 F77 F76' 108.1(13) . . . . ?
F77 C75 F78 F78' 145(2) . . . . ?
F76' C75 F78 F78' 79(2) . . . . ?
F76 C75 F78 F78' 32(2) . . . . ?
F77' C75 F78 F78' 168(2) . . . . ?
C69 C75 F78 F78' -88(2) . . . . ?
F77 C75 F78 F77' -22.1(10) . . . . ?
F76' C75 F78 F77' -88.8(15) . . . . ?
F78' C75 F78 F77' -168(2) . . . . ?
F76 C75 F78 F77' -136.0(10) . . . . ?
C69 C75 F78 F77' 104.4(10) . . . . ?
C75 F76 F76' F77 -18.6(16) . . . . ?
F78' F76 F76' F77 3(3) . . . . ?
F78' F76 F76' C75 21(2) . . . . ?
F77' F77 F76' F76 -12(3) . . . . ?
C75 F77 F76' F76 20.0(17) . . . . ?
F77' F77 F76' C75 -32.4(16) . . . . ?
F77 C75 F76' F76 -162.3(16) . . . . ?
F78 C75 F76' F76 -71.0(13) . . . . ?
F78' C75 F76' F76 -21(2) . . . . ?
F77' C75 F76' F76 -137.4(11) . . . . ?
C69 C75 F76' F76 95.5(12) . . . . ?
F78 C75 F76' F77 91.2(15) . . . . ?
F78' C75 F76' F77 141.5(18) . . . . ?
F76 C75 F76' F77 162.3(16) . . . . ?
F77' C75 F76' F77 24.9(13) . . . . ?
C69 C75 F76' F77 -102.2(7) . . . . ?
C75 F77 F77' F78 -24.0(10) . . . . ?
F76' F77 F77' F78 6(2) . . . . ?
F76' F77 F77' C75 30.5(15) . . . . ?
F78' F78 F77' F77 10(3) . . . . ?
C75 F78 F77' F77 24.8(11) . . . . ?
F78' F78 F77' C75 -14(3) . . . . ?
F76' C75 F77' F77 -27.2(15) . . . . ?
F78 C75 F77' F77 -153.5(11) . . . . ?
F78' C75 F77' F77 -143.8(17) . . . . ?
F76 C75 F77' F77 -74.9(14) . . . . ?
C69 C75 F77' F77 101.9(8) . . . . ?
F77 C75 F77' F78 153.5(11) . . . . ?
F76' C75 F77' F78 126.3(12) . . . . ?
F78' C75 F77' F78 9.7(18) . . . . ?
F76 C75 F77' F78 78.6(13) . . . . ?
C69 C75 F77' F78 -104.6(7) . . . . ?
F77' F78 F78' C75 14(3) . . . . ?
C75 F78 F78' F76 -33.1(18) . . . . ?
F77' F78 F78' F76 -19(4) . . . . ?
F77 C75 F78' F78 -63(3) . . . . ?
F76' C75 F78' F78 -127.2(16) . . . . ?
F76 C75 F78' F78 -145(2) . . . . ?
F77' C75 F78' F78 -11(2) . . . . ?
C69 C75 F78' F78 108.7(15) . . . . ?
F77 C75 F78' F76 82(2) . . . . ?
F76' C75 F78' F76 17.6(17) . . . . ?
F78 C75 F78' F76 145(2) . . . . ?
F77' C75 F78' F76 133.4(10) . . . . ?
C69 C75 F78' F76 -106.5(9) . . . . ?
F76' F76 F78' F78 13(4) . . . . ?
C75 F76 F78' F78 35(2) . . . . ?
F76' F76 F78' C75 -22(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.950
_diffrn_reflns_theta_full        72.06
_diffrn_measured_fraction_theta_full 0.950
_refine_diff_density_max         0.800
_refine_diff_density_min         -0.489
_refine_diff_density_rms         0.060
####################################################################### 
# 
# 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_2sk90tba
_database_code_depnum_ccdc_archive 'CCDC 1545901'
_audit_update_record             
;
2017-04-26 deposited with the CCDC.
2017-08-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C50 H69 N7 O2 S2'
_chemical_formula_weight         864.24

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pna21
_symmetry_int_tables_number      33
_chemical_absolute_configuration .

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

_cell_length_a                   21.9302(15)
_cell_length_b                   8.3467(6)
_cell_length_c                   26.7797(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4901.9(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    213(2)
_cell_measurement_reflns_used    6585
_cell_measurement_theta_min      6.57
_cell_measurement_theta_max      68.24

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.171
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1864
_exptl_absorpt_coefficient_mu    1.330
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8785
_exptl_absorpt_correction_T_max  0.9487
_exptl_absorpt_process_details   'CrystalClear-SM Expert 2.1 (Rigaku, 2013)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      213(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'micro-focus rotating anode'
_diffrn_radiation_monochromator  confocal
_diffrn_measurement_device_type  'Rigaku RAXIS Rapid'
_diffrn_measurement_method       ω-scans
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            47965
_diffrn_reflns_av_R_equivalents  0.0666
_diffrn_reflns_av_sigmaI/netI    0.0547
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         6.57
_diffrn_reflns_theta_max         68.24
_reflns_number_total             8679
_reflns_number_gt                6585
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear-SM Expert 2.1 (Rigaku, 2013)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 (Rigaku, 2013)'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 (Rigaku, 2013)'
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_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)+(0.0712P)²+1.9410P] 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         8679
_refine_ls_number_parameters     560
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0723
_refine_ls_R_factor_gt           0.0590
_refine_ls_wR_factor_ref         0.1535
_refine_ls_wR_factor_gt          0.1399
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.001

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
C1 C 0.7311(3) 0.8085(7) 0.3547(2) 0.0528(15) Uani 1 1 d . . .
H1 H 0.7731 0.8224 0.3603 0.063 Uiso 1 1 calc R . .
C2 C 0.7107(3) 0.7554(8) 0.3095(2) 0.0567(16) Uani 1 1 d . . .
C3 C 0.6492(3) 0.7252(8) 0.3013(2) 0.0553(16) Uani 1 1 d . . .
C4 C 0.6059(3) 0.7561(8) 0.3391(2) 0.0522(16) Uani 1 1 d . . .
H4 H 0.5640 0.7398 0.3336 0.063 Uiso 1 1 calc R . .
C5 C 0.6274(2) 0.8112(7) 0.3843(2) 0.0395(13) Uani 1 1 d . . .
C6 C 0.6896(3) 0.8415(7) 0.3920(2) 0.0428(13) Uani 1 1 d . . .
N7 N 0.59946(19) 0.8569(6) 0.42807(17) 0.0422(11) Uani 1 1 d . . .
H7 H 0.564(2) 0.875(5) 0.4319(16) 0.051 Uiso 1 1 d . . .
C8 C 0.6430(2) 0.9090(7) 0.46183(19) 0.0365(12) Uani 1 1 d . . .
N9 N 0.6978(2) 0.8980(6) 0.44004(18) 0.0429(11) Uani 1 1 d . . .
C10 C 0.7550(2) 0.7124(11) 0.2670(2) 0.088(2) Uani 1 1 d . . .
H10A H 0.7319 0.6793 0.2378 0.133 Uiso 1 1 calc R . .
H10B H 0.7813 0.6254 0.2776 0.133 Uiso 1 1 calc R . .
H10C H 0.7796 0.8052 0.2587 0.133 Uiso 1 1 calc R . .
C11 C 0.6241(4) 0.6649(10) 0.2519(3) 0.090(3) Uani 1 1 d . . .
H11A H 0.5801 0.6542 0.2543 0.135 Uiso 1 1 calc R . .
H11B H 0.6419 0.5615 0.2442 0.135 Uiso 1 1 calc R . .
H11C H 0.6341 0.7405 0.2256 0.135 Uiso 1 1 calc R . .
N12 N 0.63761(19) 0.9608(6) 0.50888(17) 0.0417(11) Uani 1 1 d . . .
C13 C 0.5859(3) 0.9781(7) 0.5330(2) 0.0437(14) Uani 1 1 d . . .
S14 S 0.51411(6) 0.9426(2) 0.51156(5) 0.0555(4) Uani 1 1 d . . .
C15 C 0.5943(3) 1.0316(7) 0.5865(2) 0.0447(14) Uani 1 1 d . . .
C16 C 0.6492(3) 1.0910(8) 0.6029(2) 0.0552(16) Uani 1 1 d . . .
H16 H 0.6828 1.0934 0.5812 0.066 Uiso 1 1 calc R . .
C17 C 0.6551(3) 1.1470(9) 0.6507(3) 0.075(2) Uani 1 1 d . . .
H17 H 0.6914 1.1982 0.6603 0.090 Uiso 1 1 calc R . .
C18 C 0.6098(3) 1.1300(9) 0.6844(3) 0.074(2) Uani 1 1 d . . .
H18 H 0.6163 1.1582 0.7179 0.088 Uiso 1 1 calc R . .
C19 C 0.5545(4) 1.0719(10) 0.6697(3) 0.067(2) Uani 1 1 d . . .
C20 C 0.5467(3) 1.0216(9) 0.6204(2) 0.0599(18) Uani 1 1 d . . .
H20 H 0.5088 0.9806 0.6102 0.072 Uiso 1 1 calc R . .
O21 O 0.5056(3) 1.0531(9) 0.69905(19) 0.102(2) Uani 1 1 d . . .
C22 C 0.5141(4) 1.0630(13) 0.7528(3) 0.106(3) Uani 1 1 d . . .
H22A H 0.4752 1.0469 0.7694 0.159 Uiso 1 1 calc R . .
H22B H 0.5301 1.1677 0.7614 0.159 Uiso 1 1 calc R . .
H22C H 0.5426 0.9809 0.7634 0.159 Uiso 1 1 calc R . .
C31 C 0.2681(3) 0.6882(7) 0.5751(2) 0.0496(14) Uani 1 1 d . . .
H31 H 0.2263 0.6686 0.5701 0.060 Uiso 1 1 calc R . .
C32 C 0.2893(3) 0.7465(8) 0.6208(2) 0.0552(16) Uani 1 1 d . . .
C33 C 0.3533(3) 0.7719(9) 0.6283(2) 0.0580(16) Uani 1 1 d . . .
C34 C 0.3934(3) 0.7456(8) 0.5901(2) 0.0507(15) Uani 1 1 d . . .
H34 H 0.4351 0.7679 0.5943 0.061 Uiso 1 1 calc R . .
C35 C 0.3717(3) 0.6852(6) 0.5448(2) 0.0450(14) Uani 1 1 d . . .
C36 C 0.3100(2) 0.6599(7) 0.5373(2) 0.0406(13) Uani 1 1 d . . .
N37 N 0.4007(2) 0.6422(6) 0.50029(16) 0.0425(11) Uani 1 1 d . . .
H37 H 0.442(2) 0.656(4) 0.4898(15) 0.051 Uiso 1 1 d . . .
C38 C 0.3571(3) 0.5914(7) 0.4688(2) 0.0418(13) Uani 1 1 d . . .
N39 N 0.3019(2) 0.5978(6) 0.49021(17) 0.0402(10) Uani 1 1 d . . .
H39 H 0.2654(15) 0.600(3) 0.4728(13) 0.048 Uiso 1 1 d . . .
C40 C 0.2418(3) 0.7713(8) 0.6608(2) 0.085(2) Uani 1 1 d . . .
H40A H 0.2610 0.8136 0.6906 0.128 Uiso 1 1 calc R . .
H40B H 0.2224 0.6697 0.6685 0.128 Uiso 1 1 calc R . .
H40C H 0.2113 0.8465 0.6490 0.128 Uiso 1 1 calc R . .
C41 C 0.3746(3) 0.8344(10) 0.6787(3) 0.080(2) Uani 1 1 d . . .
H41A H 0.3486 0.9223 0.6891 0.119 Uiso 1 1 calc R . .
H41B H 0.4164 0.8718 0.6759 0.119 Uiso 1 1 calc R . .
H41C H 0.3725 0.7490 0.7032 0.119 Uiso 1 1 calc R . .
N42 N 0.36163(19) 0.5377(5) 0.42071(17) 0.0420(11) Uani 1 1 d . . .
C43 C 0.4153(3) 0.5247(7) 0.3967(2) 0.0408(13) Uani 1 1 d . . .
S44 S 0.48610(7) 0.5579(2) 0.41801(4) 0.0538(4) Uani 1 1 d . . .
C45 C 0.4066(3) 0.4679(7) 0.3439(2) 0.0439(14) Uani 1 1 d . . .
C46 C 0.3504(3) 0.4078(8) 0.3281(2) 0.0546(15) Uani 1 1 d . . .
H46 H 0.3181 0.3976 0.3510 0.066 Uiso 1 1 calc R . .
C47 C 0.3424(3) 0.3629(9) 0.2782(2) 0.071(2) Uani 1 1 d . . .
H47 H 0.3038 0.3278 0.2675 0.085 Uiso 1 1 calc R . .
C48 C 0.3899(3) 0.3686(9) 0.2440(3) 0.072(2) Uani 1 1 d . . .
H48 H 0.3850 0.3320 0.2111 0.087 Uiso 1 1 calc R . .
C49 C 0.4450(3) 0.4307(10) 0.2606(3) 0.0653(19) Uani 1 1 d . . .
C50 C 0.4535(3) 0.4766(8) 0.3097(2) 0.0553(17) Uani 1 1 d . . .
H50 H 0.4919 0.5143 0.3200 0.066 Uiso 1 1 calc R . .
O51 O 0.4964(3) 0.4470(9) 0.2299(2) 0.106(2) Uani 1 1 d . . .
C52 C 0.4869(4) 0.4325(14) 0.1786(3) 0.107(3) Uani 1 1 d . . .
H52A H 0.5254 0.4450 0.1612 0.160 Uiso 1 1 calc R . .
H52B H 0.4587 0.5147 0.1676 0.160 Uiso 1 1 calc R . .
H52C H 0.4700 0.3277 0.1713 0.160 Uiso 1 1 calc R . .
C60 C 0.4560(3) 0.5475(10) 0.0512(3) 0.077(2) Uani 1 1 d . . .
H60A H 0.4807 0.4677 0.0681 0.115 Uiso 1 1 calc R . .
H60B H 0.4447 0.6307 0.0747 0.115 Uiso 1 1 calc R . .
H60C H 0.4792 0.5943 0.0240 0.115 Uiso 1 1 calc R . .
C61 C 0.3985(3) 0.4684(8) 0.0304(3) 0.0655(19) Uani 1 1 d . . .
H61A H 0.4104 0.3822 0.0075 0.079 Uiso 1 1 calc R . .
H61B H 0.3756 0.4201 0.0580 0.079 Uiso 1 1 calc R . .
C62 C 0.3577(3) 0.5843(8) 0.0031(3) 0.068(2) Uani 1 1 d . . .
H62A H 0.3800 0.6311 -0.0251 0.082 Uiso 1 1 calc R . .
H62B H 0.3459 0.6714 0.0256 0.082 Uiso 1 1 calc R . .
C63 C 0.2997(3) 0.4977(7) -0.0164(3) 0.0606(17) Uani 1 1 d . . .
H63A H 0.3115 0.4263 -0.0438 0.073 Uiso 1 1 calc R . .
H63B H 0.2833 0.4309 0.0105 0.073 Uiso 1 1 calc R . .
N64 N 0.2508(3) 0.6052(2) -0.0343(3) 0.0569(6) Uani 1 1 d . . .
C65 C 0.1976(3) 0.4977(7) -0.0537(3) 0.0620(17) Uani 1 1 d . . .
H65A H 0.2136 0.4291 -0.0804 0.074 Uiso 1 1 calc R . .
H65B H 0.1847 0.4274 -0.0264 0.074 Uiso 1 1 calc R . .
C66 C 0.1431(3) 0.5816(8) -0.0731(3) 0.068(2) Uani 1 1 d . . .
H66A H 0.1560 0.6664 -0.0961 0.082 Uiso 1 1 calc R . .
H66B H 0.1215 0.6323 -0.0452 0.082 Uiso 1 1 calc R . .
C67 C 0.1001(3) 0.4696(9) -0.0998(3) 0.073(2) Uani 1 1 d . . .
H67A H 0.1217 0.4201 -0.1279 0.088 Uiso 1 1 calc R . .
H67B H 0.0879 0.3840 -0.0769 0.088 Uiso 1 1 calc R . .
C68 C 0.0447(3) 0.5494(9) -0.1190(3) 0.078(2) Uani 1 1 d . . .
H68A H 0.0192 0.4715 -0.1359 0.117 Uiso 1 1 calc R . .
H68B H 0.0562 0.6333 -0.1422 0.117 Uiso 1 1 calc R . .
H68C H 0.0222 0.5959 -0.0913 0.117 Uiso 1 1 calc R . .
C69 C 0.2272(3) 0.7147(8) 0.0069(3) 0.071(2) Uani 1 1 d . . .
H69A H 0.1899 0.7674 -0.0048 0.085 Uiso 1 1 calc R . .
H69B H 0.2576 0.7983 0.0132 0.085 Uiso 1 1 calc R . .
C70 C 0.2133(3) 0.6268(8) 0.0568(3) 0.0733(19) Uani 1 1 d . . .
H70A H 0.1896 0.5299 0.0498 0.088 Uiso 1 1 calc R . .
H70B H 0.2518 0.5939 0.0723 0.088 Uiso 1 1 calc R . .
C71 C 0.1769(4) 0.7345(10) 0.0943(3) 0.104(3) Uani 1 1 d D . .
H71A H 0.1759 0.6821 0.1271 0.125 Uiso 1 1 calc R . .
H71B H 0.1980 0.8373 0.0982 0.125 Uiso 1 1 calc R . .
C72 C 0.1146(3) 0.7636(9) 0.0774(3) 0.098(2) Uani 1 1 d D . .
H72A H 0.0937 0.8310 0.1015 0.148 Uiso 1 1 calc R . .
H72B H 0.0932 0.6623 0.0744 0.148 Uiso 1 1 calc R . .
H72C H 0.1154 0.8168 0.0452 0.148 Uiso 1 1 calc R . .
C73 C 0.2733(3) 0.7132(7) -0.0761(3) 0.0596(17) Uani 1 1 d . . .
H73A H 0.2409 0.7899 -0.0841 0.072 Uiso 1 1 calc R . .
H73B H 0.3082 0.7747 -0.0636 0.072 Uiso 1 1 calc R . .
C74 C 0.2917(4) 0.6331(8) -0.1223(3) 0.101(3) Uani 1 1 d . . .
H74A H 0.2554 0.5877 -0.1383 0.121 Uiso 1 1 calc R . .
H74B H 0.3191 0.5443 -0.1140 0.121 Uiso 1 1 calc R . .
C75 C 0.3232(3) 0.7429(8) -0.1586(3) 0.095(2) Uani 1 1 d D . .
H75A H 0.3133 0.7076 -0.1926 0.114 Uiso 1 1 calc R . .
H75B H 0.3065 0.8511 -0.1545 0.114 Uiso 1 1 calc R . .
C76 C 0.3887(3) 0.7513(11) -0.1539(5) 0.189(6) Uani 1 1 d D . .
H76A H 0.4048 0.8256 -0.1784 0.283 Uiso 1 1 calc R . .
H76B H 0.4060 0.6459 -0.1594 0.283 Uiso 1 1 calc R . .
H76C H 0.3992 0.7880 -0.1206 0.283 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
C1 C2 1.365(9) . ?
C1 C6 1.379(8) . ?
C2 C3 1.390(8) . ?
C2 C10 1.538(8) . ?
C3 C4 1.411(7) . ?
C3 C11 1.520(8) . ?
C4 C5 1.378(8) . ?
C5 C6 1.404(7) . ?
C5 N7 1.376(7) . ?
C6 N9 1.382(7) . ?
N7 C8 1.384(6) . ?
C8 N9 1.340(6) . ?
C8 N12 1.337(7) . ?
N12 C13 1.313(7) . ?
C13 C15 1.511(7) . ?
C13 S14 1.702(6) . ?
C15 C16 1.374(8) . ?
C15 C20 1.387(8) . ?
C16 C17 1.369(9) . ?
C17 C18 1.348(10) . ?
C18 C19 1.362(10) . ?
C19 O21 1.339(9) . ?
C19 C20 1.396(9) . ?
O21 C22 1.453(10) . ?
C31 C36 1.387(7) . ?
C31 C32 1.397(8) . ?
C32 C33 1.432(7) . ?
C32 C40 1.509(8) . ?
C33 C34 1.367(8) . ?
C33 C41 1.522(9) . ?
C34 C35 1.397(8) . ?
C35 N37 1.398(7) . ?
C35 C36 1.384(7) . ?
C36 N39 1.376(7) . ?
N37 C38 1.343(7) . ?
C38 N39 1.341(7) . ?
C38 N42 1.367(7) . ?
N42 C43 1.346(6) . ?
C43 C45 1.504(8) . ?
C43 S44 1.676(6) . ?
C45 C50 1.378(8) . ?
C45 C46 1.396(8) . ?
C46 C47 1.401(9) . ?
C47 C48 1.387(10) . ?
C48 C49 1.387(9) . ?
C49 C50 1.383(9) . ?
C49 O51 1.401(8) . ?
O51 C52 1.395(10) . ?
C60 C61 1.529(9) . ?
C61 C62 1.507(9) . ?
C62 C63 1.553(8) . ?
C63 N64 1.479(7) . ?
N64 C69 1.523(9) . ?
N64 C73 1.519(8) . ?
N64 C65 1.561(8) . ?
C65 C66 1.479(8) . ?
C66 C67 1.509(9) . ?
C67 C68 1.478(9) . ?
C69 C70 1.556(10) . ?
C70 C71 1.567(10) . ?
C71 C72 1.460(8) . ?
C73 C74 1.463(10) . ?
C74 C75 1.505(8) . ?
C75 C76 1.444(9) . ?

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
C2 C1 C6 119.4(6) . . ?
C1 C2 C3 121.1(5) . . ?
C1 C2 C10 121.7(6) . . ?
C3 C2 C10 117.0(6) . . ?
C2 C3 C4 120.5(5) . . ?
C2 C3 C11 123.3(6) . . ?
C4 C3 C11 116.2(6) . . ?
C5 C4 C3 117.5(5) . . ?
C4 C5 C6 121.4(5) . . ?
C4 C5 N7 133.6(5) . . ?
C6 C5 N7 104.9(5) . . ?
N9 C6 C5 108.9(5) . . ?
N9 C6 C1 131.1(6) . . ?
C5 C6 C1 120.0(6) . . ?
C8 N7 C5 109.7(4) . . ?
N9 C8 N12 120.8(5) . . ?
N9 C8 N7 108.2(5) . . ?
N12 C8 N7 131.0(5) . . ?
C8 N9 C6 108.3(5) . . ?
C13 N12 C8 125.1(5) . . ?
N12 C13 C15 113.2(5) . . ?
N12 C13 S14 127.8(4) . . ?
C15 C13 S14 119.0(5) . . ?
C16 C15 C20 118.1(6) . . ?
C16 C15 C13 121.1(5) . . ?
C20 C15 C13 120.8(5) . . ?
C17 C16 C15 120.3(7) . . ?
C16 C17 C18 121.3(7) . . ?
C19 C18 C17 120.0(6) . . ?
O21 C19 C18 125.9(6) . . ?
O21 C19 C20 114.9(7) . . ?
C18 C19 C20 119.2(7) . . ?
C19 C20 C15 120.7(7) . . ?
C19 O21 C22 118.1(6) . . ?
C36 C31 C32 118.5(5) . . ?
C31 C32 C33 120.0(5) . . ?
C31 C32 C40 116.1(5) . . ?
C33 C32 C40 123.8(6) . . ?
C34 C33 C32 120.1(6) . . ?
C34 C33 C41 121.4(6) . . ?
C32 C33 C41 118.5(6) . . ?
C33 C34 C35 119.2(5) . . ?
N37 C35 C36 106.4(5) . . ?
N37 C35 C34 132.7(5) . . ?
C36 C35 C34 120.9(5) . . ?
C31 C36 C35 121.1(5) . . ?
C31 C36 N39 130.4(5) . . ?
C35 C36 N39 108.5(5) . . ?
C38 N37 C35 107.0(5) . . ?
N37 C38 N39 111.2(5) . . ?
N37 C38 N42 130.1(5) . . ?
N39 C38 N42 118.7(5) . . ?
C38 N39 C36 106.9(5) . . ?
C43 N42 C38 122.6(5) . . ?
N42 C43 C45 111.3(5) . . ?
N42 C43 S44 129.4(4) . . ?
C45 C43 S44 119.3(4) . . ?
C50 C45 C46 118.5(6) . . ?
C50 C45 C43 120.9(5) . . ?
C46 C45 C43 120.6(5) . . ?
C45 C46 C47 119.7(6) . . ?
C48 C47 C46 121.8(6) . . ?
C47 C48 C49 117.2(6) . . ?
C48 C49 C50 121.7(7) . . ?
C48 C49 O51 123.4(6) . . ?
C50 C49 O51 115.0(6) . . ?
C45 C50 C49 121.1(6) . . ?
C49 O51 C52 116.7(7) . . ?
C62 C61 C60 112.9(6) . . ?
C61 C62 C63 110.5(6) . . ?
N64 C63 C62 114.9(5) . . ?
C63 N64 C69 112.0(6) . . ?
C63 N64 C73 111.3(6) . . ?
C69 N64 C73 106.7(2) . . ?
C63 N64 C65 107.6(2) . . ?
C69 N64 C65 109.4(6) . . ?
C73 N64 C65 109.8(6) . . ?
C66 C65 N64 116.7(5) . . ?
C65 C66 C67 112.2(6) . . ?
C68 C67 C66 113.5(6) . . ?
N64 C69 C70 114.0(5) . . ?
C71 C70 C69 112.4(5) . . ?
C72 C71 C70 111.9(7) . . ?
C74 C73 N64 116.2(5) . . ?
C73 C74 C75 113.3(6) . . ?
C76 C75 C74 115.4(7) . . ?

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
C6 C1 C2 C3 -3.8(10) . . . . ?
C6 C1 C2 C10 -178.3(6) . . . . ?
C1 C2 C3 C4 3.0(11) . . . . ?
C10 C2 C3 C4 177.8(6) . . . . ?
C1 C2 C3 C11 -179.5(7) . . . . ?
C10 C2 C3 C11 -4.7(11) . . . . ?
C2 C3 C4 C5 -2.2(10) . . . . ?
C11 C3 C4 C5 -179.9(6) . . . . ?
C3 C4 C5 C6 2.4(10) . . . . ?
C3 C4 C5 N7 178.0(6) . . . . ?
C4 C5 C6 N9 178.9(6) . . . . ?
N7 C5 C6 N9 2.2(6) . . . . ?
C4 C5 C6 C1 -3.3(9) . . . . ?
N7 C5 C6 C1 -180.0(5) . . . . ?
C2 C1 C6 N9 -178.9(6) . . . . ?
C2 C1 C6 C5 3.9(9) . . . . ?
C4 C5 N7 C8 -177.7(7) . . . . ?
C6 C5 N7 C8 -1.6(6) . . . . ?
C5 N7 C8 N9 0.4(6) . . . . ?
C5 N7 C8 N12 -178.3(6) . . . . ?
N12 C8 N9 C6 179.9(5) . . . . ?
N7 C8 N9 C6 1.0(6) . . . . ?
C5 C6 N9 C8 -2.1(6) . . . . ?
C1 C6 N9 C8 -179.5(6) . . . . ?
N9 C8 N12 C13 178.8(5) . . . . ?
N7 C8 N12 C13 -2.6(10) . . . . ?
C8 N12 C13 C15 177.4(5) . . . . ?
C8 N12 C13 S14 -0.8(9) . . . . ?
N12 C13 C15 C16 14.3(8) . . . . ?
S14 C13 C15 C16 -167.3(5) . . . . ?
N12 C13 C15 C20 -165.5(6) . . . . ?
S14 C13 C15 C20 12.8(8) . . . . ?
C20 C15 C16 C17 -3.7(9) . . . . ?
C13 C15 C16 C17 176.5(6) . . . . ?
C15 C16 C17 C18 7.1(11) . . . . ?
C16 C17 C18 C19 -7.1(12) . . . . ?
C17 C18 C19 O21 -178.2(8) . . . . ?
C17 C18 C19 C20 3.8(13) . . . . ?
O21 C19 C20 C15 -178.7(7) . . . . ?
C18 C19 C20 C15 -0.5(13) . . . . ?
C16 C15 C20 C19 0.5(10) . . . . ?
C13 C15 C20 C19 -179.7(7) . . . . ?
C18 C19 O21 C22 -13.5(15) . . . . ?
C20 C19 O21 C22 164.5(9) . . . . ?
C36 C31 C32 C33 -1.6(10) . . . . ?
C36 C31 C32 C40 -178.6(6) . . . . ?
C31 C32 C33 C34 2.7(11) . . . . ?
C40 C32 C33 C34 179.5(6) . . . . ?
C31 C32 C33 C41 -179.6(6) . . . . ?
C40 C32 C33 C41 -2.8(11) . . . . ?
C32 C33 C34 C35 -3.6(10) . . . . ?
C41 C33 C34 C35 178.8(7) . . . . ?
C33 C34 C35 N37 -177.9(6) . . . . ?
C33 C34 C35 C36 3.4(10) . . . . ?
C32 C31 C36 C35 1.4(9) . . . . ?
C32 C31 C36 N39 177.2(6) . . . . ?
N37 C35 C36 C31 178.7(5) . . . . ?
C34 C35 C36 C31 -2.3(9) . . . . ?
N37 C35 C36 N39 2.1(6) . . . . ?
C34 C35 C36 N39 -179.0(5) . . . . ?
C36 C35 N37 C38 -1.1(6) . . . . ?
C34 C35 N37 C38 -179.8(6) . . . . ?
C35 N37 C38 N39 -0.3(6) . . . . ?
C35 N37 C38 N42 179.4(6) . . . . ?
N37 C38 N39 C36 1.6(6) . . . . ?
N42 C38 N39 C36 -178.2(5) . . . . ?
C31 C36 N39 C38 -178.5(6) . . . . ?
C35 C36 N39 C38 -2.3(6) . . . . ?
N37 C38 N42 C43 1.5(9) . . . . ?
N39 C38 N42 C43 -178.8(5) . . . . ?
C38 N42 C43 C45 -178.1(5) . . . . ?
C38 N42 C43 S44 3.4(8) . . . . ?
N42 C43 C45 C50 166.9(5) . . . . ?
S44 C43 C45 C50 -14.5(8) . . . . ?
N42 C43 C45 C46 -11.9(8) . . . . ?
S44 C43 C45 C46 166.7(5) . . . . ?
C50 C45 C46 C47 -1.9(9) . . . . ?
C43 C45 C46 C47 176.9(6) . . . . ?
C45 C46 C47 C48 3.3(11) . . . . ?
C46 C47 C48 C49 -4.1(11) . . . . ?
C47 C48 C49 C50 3.6(12) . . . . ?
C47 C48 C49 O51 -178.5(8) . . . . ?
C46 C45 C50 C49 1.5(10) . . . . ?
C43 C45 C50 C49 -177.3(7) . . . . ?
C48 C49 C50 C45 -2.5(13) . . . . ?
O51 C49 C50 C45 179.5(7) . . . . ?
C48 C49 O51 C52 14.2(14) . . . . ?
C50 C49 O51 C52 -167.8(9) . . . . ?
C60 C61 C62 C63 -179.1(6) . . . . ?
C61 C62 C63 N64 167.7(7) . . . . ?
C62 C63 N64 C69 -61.4(8) . . . . ?
C62 C63 N64 C73 58.0(8) . . . . ?
C62 C63 N64 C65 178.3(5) . . . . ?
C63 N64 C65 C66 179.3(5) . . . . ?
C69 N64 C65 C66 57.4(8) . . . . ?
C73 N64 C65 C66 -59.4(8) . . . . ?
N64 C65 C66 C67 168.8(6) . . . . ?
C65 C66 C67 C68 179.2(7) . . . . ?
C63 N64 C69 C70 -47.3(8) . . . . ?
C73 N64 C69 C70 -169.3(4) . . . . ?
C65 N64 C69 C70 72.0(7) . . . . ?
N64 C69 C70 C71 -168.2(6) . . . . ?
C69 C70 C71 C72 69.3(8) . . . . ?
C63 N64 C73 C74 64.3(8) . . . . ?
C69 N64 C73 C74 -173.2(5) . . . . ?
C65 N64 C73 C74 -54.7(8) . . . . ?
N64 C73 C74 C75 -170.3(6) . . . . ?
C73 C74 C75 C76 90.5(9) . . . . ?

_diffrn_measured_fraction_theta_max 0.979
_diffrn_reflns_theta_full        68.24
_diffrn_measured_fraction_theta_full 0.979
_refine_diff_density_max         0.499
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.086
####################################################################### 
# 
# 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_2sk100nbu4_sq
_database_code_depnum_ccdc_archive 'CCDC 1545907'
_audit_update_record             
;
2017-04-25 deposited with the CCDC.
2017-08-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C53 H65 F12 N7 O S2'
_chemical_formula_weight         1108.24

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C2
_symmetry_int_tables_number      5
_chemical_absolute_configuration .

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

_cell_length_a                   30.8271(17)
_cell_length_b                   8.5867(4)
_cell_length_c                   22.1213(16)
_cell_angle_alpha                90.00
_cell_angle_beta                 108.296(3)
_cell_angle_gamma                90.00
_cell_volume                     5559.6(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4652
_cell_measurement_theta_min      6.53
_cell_measurement_theta_max      68.22

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2320
_exptl_absorpt_coefficient_mu    1.600
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8312
_exptl_absorpt_correction_T_max  0.9687
_exptl_absorpt_process_details   'CrystalClear Expert 2.1 43b(Rigaku, 2013)'

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 0.163 0.500 145 23 ' '
2 0.123 0.230 0.900 10 0 ' '
3 0.877 0.230 0.100 10 0 ' '
4 0.500 0.663 0.500 145 23 ' '
5 0.377 0.730 0.100 10 0 ' '
6 0.623 0.730 0.900 10 0 ' '
_platon_squeeze_details          
;
The unit cell contains a molecule of methanol which 
has been treated as a diffuse contribution to the overall scatering 
without specific atom positions by SQUEEZE/PLATON.
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'micro-focus rotating anode'
_diffrn_radiation_monochromator  confocal
_diffrn_measurement_device_type  'Rigaku RAXIS Rapid'
_diffrn_measurement_method       ω-scans
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12807
_diffrn_reflns_av_R_equivalents  0.0465
_diffrn_reflns_av_sigmaI/netI    0.0721
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         6.53
_diffrn_reflns_theta_max         68.22
_reflns_number_total             7503
_reflns_number_gt                4652
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear Expert 2.1 43b(Rigaku, 2013)'
_computing_cell_refinement       'CrystalClear Expert 2.1 43b(Rigaku, 2013)'
_computing_data_reduction        'CrystalClear Expert 2.1 43b(Rigaku, 2013)'
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_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)+(0.0812P)²+1.0320P] 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         7503
_refine_ls_number_parameters     692
_refine_ls_number_restraints     30
_refine_ls_R_factor_all          0.1022
_refine_ls_R_factor_gt           0.0703
_refine_ls_wR_factor_ref         0.1751
_refine_ls_wR_factor_gt          0.1652
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.052
_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
C1 C 0.6019(2) 0.0557(9) 0.5128(3) 0.071(2) Uani 1 1 d . . .
H1 H 0.5954 0.0210 0.5488 0.085 Uiso 1 1 calc R . .
C2 C 0.64439(19) 0.0351(10) 0.5076(3) 0.073(2) Uani 1 1 d . . .
C3 C 0.65343(19) 0.0898(10) 0.4530(3) 0.073(2) Uani 1 1 d . . .
C4 C 0.62141(17) 0.1654(9) 0.4045(3) 0.071(2) Uani 1 1 d . . .
H4 H 0.6283 0.2042 0.3694 0.085 Uiso 1 1 calc R . .
C5 C 0.57709(16) 0.1815(9) 0.4108(2) 0.0602(17) Uani 1 1 d . . .
C6 C 0.56781(17) 0.1300(8) 0.4632(3) 0.0590(17) Uani 1 1 d . . .
C7 C 0.6809(2) -0.0434(13) 0.5590(3) 0.098(3) Uani 1 1 d . . .
H7A H 0.6700 -0.0642 0.5944 0.148 Uiso 1 1 calc R . .
H7B H 0.7072 0.0230 0.5726 0.148 Uiso 1 1 calc R . .
H7C H 0.6890 -0.1396 0.5433 0.148 Uiso 1 1 calc R . .
C8 C 0.7018(2) 0.0710(13) 0.4487(3) 0.101(3) Uani 1 1 d . . .
H8A H 0.7212 0.0253 0.4873 0.151 Uiso 1 1 calc R . .
H8B H 0.7136 0.1712 0.4426 0.151 Uiso 1 1 calc R . .
H8C H 0.7009 0.0047 0.4134 0.151 Uiso 1 1 calc R . .
N9 N 0.53743(14) 0.2474(7) 0.3714(2) 0.0566(14) Uani 1 1 d . . .
C10 C 0.50502(16) 0.2364(8) 0.4011(2) 0.0539(15) Uani 1 1 d . . .
N11 N 0.52276(14) 0.1657(7) 0.4570(2) 0.0642(16) Uani 1 1 d . . .
H11 H 0.5088 0.1458 0.4842 0.077 Uiso 0.50 1 calc PR . .
N12 N 0.46121(13) 0.2839(7) 0.38135(19) 0.0572(13) Uani 1 1 d . . .
C13 C 0.44214(18) 0.3441(8) 0.3251(3) 0.0640(18) Uani 1 1 d . . .
S14 S 0.46450(5) 0.3818(3) 0.26704(7) 0.0779(6) Uani 1 1 d . . .
C15 C 0.39323(18) 0.3885(9) 0.3123(3) 0.0661(17) Uani 1 1 d . . .
C16 C 0.3648(2) 0.4278(10) 0.2533(3) 0.084(2) Uani 1 1 d . . .
H16 H 0.3758 0.4240 0.2187 0.101 Uiso 1 1 calc R . .
C17 C 0.3194(2) 0.4739(13) 0.2436(4) 0.102(3) Uani 1 1 d D A .
C18 C 0.3030(2) 0.4756(11) 0.2940(4) 0.094(3) Uani 1 1 d . . .
H18 H 0.2726 0.5030 0.2872 0.112 Uiso 1 1 calc R . .
C19 C 0.3292(2) 0.4390(8) 0.3530(4) 0.0731(19) Uani 1 1 d . . .
C20 C 0.37404(17) 0.3905(10) 0.3618(3) 0.0741(19) Uani 1 1 d . . .
H20 H 0.3918 0.3584 0.4021 0.089 Uiso 1 1 calc R . .
C21 C 0.2895(3) 0.5191(16) 0.1768(5) 0.146(5) Uani 1 1 d D . .
F22 F 0.2707(6) 0.3926(17) 0.1446(9) 0.266(18) Uani 0.65(2) 1 d PD A 1
F23 F 0.3147(4) 0.589(3) 0.1437(7) 0.210(11) Uani 0.65(2) 1 d PD A 1
F24 F 0.2575(4) 0.6143(15) 0.1763(6) 0.128(5) Uani 0.65(2) 1 d PD A 1
F22' F 0.2495(6) 0.456(5) 0.1698(12) 0.33(4) Uani 0.35(2) 1 d PD A -1
F23' F 0.3048(6) 0.469(2) 0.1314(7) 0.095(7) Uani 0.35(2) 1 d PD A -1
F24' F 0.2826(14) 0.676(2) 0.1620(11) 0.23(2) Uani 0.35(2) 1 d PD A -1
C25 C 0.3115(2) 0.4430(13) 0.4070(5) 0.100(3) Uani 1 1 d . . .
F26 F 0.29144(18) 0.5784(7) 0.4095(3) 0.1215(18) Uani 1 1 d . . .
F27 F 0.27904(18) 0.3352(8) 0.4034(3) 0.141(2) Uani 1 1 d . . .
F28 F 0.34182(17) 0.4259(10) 0.4638(3) 0.144(3) Uani 1 1 d . . .
H9 H 0.532(4) 0.288(16) 0.338(5) 0.173 Uiso 1 1 d . . .
C31 C 0.40356(19) 0.0708(10) 0.0128(3) 0.078(2) Uani 1 1 d . . .
H31 H 0.4027 0.0502 -0.0289 0.093 Uiso 1 1 calc R . .
C32 C 0.3655(2) 0.0451(10) 0.0307(3) 0.078(2) Uani 1 1 d . . .
C33 C 0.36685(19) 0.0828(12) 0.0930(4) 0.091(3) Uani 1 1 d . . .
C34 C 0.40587(19) 0.1400(10) 0.1365(3) 0.076(2) Uani 1 1 d . . .
H34 H 0.4067 0.1623 0.1780 0.091 Uiso 1 1 calc R . .
C35 C 0.44493(16) 0.1645(9) 0.1165(3) 0.0619(18) Uani 1 1 d . . .
C36 C 0.44317(17) 0.1267(8) 0.0558(3) 0.0618(17) Uani 1 1 d . . .
C37 C 0.3222(2) -0.0146(13) -0.0173(4) 0.117(3) Uani 1 1 d . . .
H37A H 0.3268 -0.0250 -0.0581 0.175 Uiso 1 1 calc R . .
H37B H 0.2977 0.0574 -0.0205 0.175 Uiso 1 1 calc R . .
H37C H 0.3145 -0.1143 -0.0038 0.175 Uiso 1 1 calc R . .
C38 C 0.3249(3) 0.0593(14) 0.1152(5) 0.119(4) Uani 1 1 d . . .
H38A H 0.3328 0.0838 0.1597 0.178 Uiso 1 1 calc R . .
H38B H 0.3151 -0.0471 0.1085 0.178 Uiso 1 1 calc R . .
H38C H 0.3007 0.1266 0.0914 0.178 Uiso 1 1 calc R . .
N39 N 0.48834(14) 0.2170(7) 0.1475(2) 0.0617(14) Uani 1 1 d . . .
C40 C 0.51210(16) 0.2145(8) 0.1044(2) 0.0544(16) Uani 1 1 d . . .
N41 N 0.48597(13) 0.1598(6) 0.0497(2) 0.0566(13) Uani 1 1 d . . .
H41 H 0.4938 0.1467 0.0160 0.068 Uiso 0.50 1 calc PR . .
N42 N 0.55551(12) 0.2618(6) 0.11126(17) 0.0487(12) Uani 1 1 d . . .
C43 C 0.58525(16) 0.3021(8) 0.1644(2) 0.0512(14) Uani 1 1 d . . .
S44 S 0.58060(4) 0.3018(2) 0.23954(6) 0.0682(5) Uani 1 1 d . . .
C45 C 0.62956(15) 0.3613(7) 0.1573(2) 0.0472(13) Uani 1 1 d . . .
C46 C 0.66737(16) 0.3993(9) 0.2096(3) 0.0632(17) Uani 1 1 d . . .
H46 H 0.6658 0.3868 0.2506 0.076 Uiso 1 1 calc R . .
C47 C 0.70711(17) 0.4555(8) 0.2009(3) 0.0619(17) Uani 1 1 d . . .
C48 C 0.71048(18) 0.4728(7) 0.1422(3) 0.0592(16) Uani 1 1 d . . .
H48 H 0.7374 0.5103 0.1370 0.071 Uiso 1 1 calc R . .
C49 C 0.67419(18) 0.4352(9) 0.0899(3) 0.0613(17) Uani 1 1 d . . .
C50 C 0.63384(17) 0.3793(8) 0.0981(2) 0.0534(14) Uani 1 1 d . . .
H50 H 0.6094 0.3539 0.0625 0.064 Uiso 1 1 calc R . .
C51 C 0.7466(2) 0.4944(14) 0.2593(4) 0.098(3) Uani 1 1 d . . .
F53 F 0.78148(18) 0.5484(13) 0.2483(3) 0.202(4) Uani 1 1 d . . .
F54 F 0.7615(2) 0.3635(10) 0.2948(3) 0.162(3) Uani 1 1 d . . .
F55 F 0.73575(16) 0.5804(9) 0.2990(3) 0.138(2) Uani 1 1 d . . .
C55 C 0.6796(2) 0.4542(12) 0.0261(3) 0.086(2) Uani 1 1 d . . .
F56 F 0.6963(2) 0.5945(9) 0.0197(2) 0.136(2) Uani 1 1 d . . .
F57 F 0.70957(16) 0.3597(10) 0.0157(2) 0.143(3) Uani 1 1 d . . .
F58 F 0.64087(14) 0.4353(7) -0.02077(17) 0.1044(17) Uani 1 1 d . . .
H39 H 0.499(3) 0.241(13) 0.188(4) 0.125 Uiso 1 1 d . . .
N70 N 0.5360(2) 0.7773(9) 0.2407(3) 0.100(2) Uani 1 1 d D . .
C71 C 0.5036(3) 0.8888(11) 0.2582(4) 0.095(2) Uani 1 1 d D . .
H71A H 0.5211 0.9487 0.2949 0.114 Uiso 1 1 calc R . .
H71B H 0.4919 0.9613 0.2232 0.114 Uiso 1 1 calc R . .
C72 C 0.4635(3) 0.8188(13) 0.2731(4) 0.114(3) Uani 1 1 d D . .
H72A H 0.4743 0.7324 0.3022 0.137 Uiso 1 1 calc R . .
H72B H 0.4425 0.7772 0.2341 0.137 Uiso 1 1 calc R . .
C73 C 0.4381(3) 0.9293(12) 0.3019(4) 0.100(3) Uani 1 1 d D . .
H73A H 0.4309 1.0218 0.2755 0.120 Uiso 1 1 calc R . .
H73B H 0.4582 0.9607 0.3434 0.120 Uiso 1 1 calc R . .
C74 C 0.3946(3) 0.8685(15) 0.3100(5) 0.126(4) Uani 1 1 d D . .
H74A H 0.3793 0.9510 0.3247 0.189 Uiso 1 1 calc R . .
H74B H 0.4015 0.7856 0.3407 0.189 Uiso 1 1 calc R . .
H74C H 0.3750 0.8301 0.2700 0.189 Uiso 1 1 calc R . .
C75 C 0.5112(3) 0.6706(10) 0.1875(3) 0.091(2) Uani 1 1 d D . .
H75A H 0.4896 0.6101 0.2016 0.109 Uiso 1 1 calc R . .
H75B H 0.5333 0.5981 0.1804 0.109 Uiso 1 1 calc R . .
C76 C 0.4855(3) 0.7438(12) 0.1243(3) 0.101(3) Uani 1 1 d D . .
H76A H 0.4599 0.8033 0.1285 0.122 Uiso 1 1 calc R . .
H76B H 0.5055 0.8144 0.1114 0.122 Uiso 1 1 calc R . .
C77 C 0.4686(3) 0.6204(12) 0.0749(4) 0.105(3) Uani 1 1 d D . .
H77A H 0.4498 0.5479 0.0893 0.127 Uiso 1 1 calc R . .
H77B H 0.4946 0.5630 0.0706 0.127 Uiso 1 1 calc R . .
C78 C 0.4412(3) 0.6822(15) 0.0104(4) 0.128(4) Uani 1 1 d D . .
H78A H 0.4269 0.5971 -0.0167 0.192 Uiso 1 1 calc R . .
H78B H 0.4610 0.7369 -0.0081 0.192 Uiso 1 1 calc R . .
H78C H 0.4181 0.7521 0.0150 0.192 Uiso 1 1 calc R . .
C79 C 0.5701(3) 0.8774(12) 0.2221(5) 0.114(3) Uani 1 1 d D . .
H79A H 0.5867 0.9393 0.2588 0.137 Uiso 1 1 calc R . .
H79B H 0.5534 0.9488 0.1890 0.137 Uiso 1 1 calc R . .
C80 C 0.6047(3) 0.7895(13) 0.1984(5) 0.132(4) Uani 1 1 d D . .
H80A H 0.5886 0.7308 0.1605 0.158 Uiso 1 1 calc R . .
H80B H 0.6214 0.7163 0.2307 0.158 Uiso 1 1 calc R . .
C81 C 0.6388(3) 0.9025(15) 0.1828(6) 0.140(4) Uani 1 1 d D . .
H81A H 0.6562 0.8474 0.1599 0.169 Uiso 1 1 calc R . .
H81B H 0.6222 0.9863 0.1560 0.169 Uiso 1 1 calc R . .
C82 C 0.6693(4) 0.9657(18) 0.2413(8) 0.197(8) Uani 1 1 d D . .
H82A H 0.6917 1.0304 0.2318 0.295 Uiso 1 1 calc R . .
H82B H 0.6843 0.8821 0.2687 0.295 Uiso 1 1 calc R . .
H82C H 0.6521 1.0268 0.2622 0.295 Uiso 1 1 calc R . .
C83 C 0.5606(3) 0.6797(12) 0.2964(4) 0.106(3) Uani 1 1 d D . .
H83A H 0.5822 0.6150 0.2841 0.127 Uiso 1 1 calc R . .
H83B H 0.5384 0.6105 0.3053 0.127 Uiso 1 1 calc R . .
C84 C 0.5869(4) 0.7644(13) 0.3593(4) 0.134(4) Uani 1 1 d D . .
H84A H 0.6059 0.8459 0.3508 0.160 Uiso 1 1 calc R . .
H84B H 0.5654 0.8116 0.3779 0.160 Uiso 1 1 calc R . .
C85 C 0.6163(5) 0.6451(15) 0.4050(5) 0.161(5) Uani 1 1 d D . .
H85A H 0.5975 0.5551 0.4058 0.193 Uiso 1 1 calc R . .
H85B H 0.6258 0.6897 0.4474 0.193 Uiso 1 1 calc R . .
C86 C 0.6607(5) 0.587(3) 0.3895(7) 0.217(9) Uani 1 1 d D . .
H86A H 0.6762 0.5103 0.4204 0.326 Uiso 1 1 calc R . .
H86B H 0.6806 0.6733 0.3910 0.326 Uiso 1 1 calc R . .
H86C H 0.6519 0.5410 0.3478 0.326 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
C1 C2 1.361(8) . ?
C1 C6 1.412(8) . ?
C2 C3 1.403(9) . ?
C2 C7 1.486(9) . ?
C3 C4 1.372(9) . ?
C3 C8 1.534(8) . ?
C4 C5 1.422(7) . ?
C5 C6 1.352(8) . ?
C5 N9 1.380(7) . ?
C6 N11 1.386(7) . ?
N9 C10 1.360(6) . ?
C10 N11 1.330(7) . ?
C10 N12 1.346(7) . ?
N12 C13 1.305(7) . ?
C13 C15 1.494(8) . ?
C13 S14 1.668(6) . ?
C15 C16 1.366(9) . ?
C15 C20 1.399(8) . ?
C16 C17 1.405(10) . ?
C17 C18 1.361(11) . ?
C17 C21 1.526(11) . ?
C18 C19 1.339(11) . ?
C19 C20 1.398(8) . ?
C19 C25 1.461(11) . ?
C21 F24 1.278(13) . ?
C21 F22' 1.310(16) . ?
C21 F23' 1.310(14) . ?
C21 F22 1.328(14) . ?
C21 F23 1.363(14) . ?
C21 F24' 1.388(16) . ?
F22 F22' 1.13(4) . ?
F22 F23' 1.35(2) . ?
F23 F23' 1.08(2) . ?
F23 F24' 1.40(2) . ?
F24 F24' 1.07(3) . ?
F24 F22' 1.38(4) . ?
C25 F28 1.318(10) . ?
C25 F26 1.326(11) . ?
C25 F27 1.347(10) . ?
C31 C32 1.369(9) . ?
C31 C36 1.377(8) . ?
C32 C33 1.404(11) . ?
C32 C37 1.511(10) . ?
C33 C34 1.374(10) . ?
C33 C38 1.533(10) . ?
C34 C35 1.422(8) . ?
C35 C36 1.366(8) . ?
C35 N39 1.374(7) . ?
C36 N41 1.397(7) . ?
N39 C40 1.372(7) . ?
C40 N41 1.312(7) . ?
C40 N42 1.361(6) . ?
N42 C43 1.291(6) . ?
C43 C45 1.511(7) . ?
C43 S44 1.712(5) . ?
C45 C50 1.366(7) . ?
C45 C46 1.398(7) . ?
C46 C47 1.385(8) . ?
C47 C48 1.344(8) . ?
C47 C51 1.508(9) . ?
C48 C49 1.372(8) . ?
C49 C50 1.398(7) . ?
C49 C55 1.480(9) . ?
C51 F53 1.263(9) . ?
C51 F55 1.270(10) . ?
C51 F54 1.365(12) . ?
C55 F57 1.303(10) . ?
C55 F58 1.322(8) . ?
C55 F56 1.336(11) . ?
N70 C83 1.485(10) . ?
N70 C75 1.498(9) . ?
N70 C79 1.510(10) . ?
N70 C71 1.521(9) . ?
C71 C72 1.499(10) . ?
C72 C73 1.495(10) . ?
C73 C74 1.502(10) . ?
C75 C76 1.510(9) . ?
C76 C77 1.494(11) . ?
C77 C78 1.508(10) . ?
C79 C80 1.528(11) . ?
C80 C81 1.546(12) . ?
C81 C82 1.446(15) . ?
C83 C84 1.554(11) . ?
C84 C85 1.523(12) . ?
C85 C86 1.592(14) . ?

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
C2 C1 C6 119.7(6) . . ?
C1 C2 C3 119.0(6) . . ?
C1 C2 C7 120.8(6) . . ?
C3 C2 C7 120.2(5) . . ?
C4 C3 C2 122.9(5) . . ?
C4 C3 C8 118.5(6) . . ?
C2 C3 C8 118.6(6) . . ?
C3 C4 C5 116.6(5) . . ?
C6 C5 N9 106.9(4) . . ?
C6 C5 C4 121.3(5) . . ?
N9 C5 C4 131.8(5) . . ?
C5 C6 N11 108.5(5) . . ?
C5 C6 C1 120.5(5) . . ?
N11 C6 C1 131.0(5) . . ?
C10 N9 C5 107.9(4) . . ?
N11 C10 N12 121.2(4) . . ?
N11 C10 N9 109.3(4) . . ?
N12 C10 N9 129.5(5) . . ?
C10 N11 C6 107.4(4) . . ?
C13 N12 C10 122.4(4) . . ?
N12 C13 C15 114.0(5) . . ?
N12 C13 S14 129.8(4) . . ?
C15 C13 S14 116.2(5) . . ?
C16 C15 C20 116.3(5) . . ?
C16 C15 C13 123.4(6) . . ?
C20 C15 C13 120.3(5) . . ?
C15 C16 C17 121.7(7) . . ?
C18 C17 C16 119.1(7) . . ?
C18 C17 C21 121.5(7) . . ?
C16 C17 C21 119.4(7) . . ?
C19 C18 C17 122.0(6) . . ?
C18 C19 C20 118.3(7) . . ?
C18 C19 C25 121.7(6) . . ?
C20 C19 C25 120.0(7) . . ?
C19 C20 C15 122.5(6) . . ?
F24 C21 F22' 64.4(18) . . ?
F24 C21 F23' 131.8(12) . . ?
F22' C21 F23' 109.2(16) . . ?
F24 C21 F22 108.3(11) . . ?
F22' C21 F22 50.5(18) . . ?
F23' C21 F22 61.5(12) . . ?
F24 C21 F23 106.6(12) . . ?
F22' C21 F23 142.4(15) . . ?
F23' C21 F23 47.6(10) . . ?
F22 C21 F23 107.2(13) . . ?
F24 C21 F24' 46.9(13) . . ?
F22' C21 F24' 107.7(14) . . ?
F23' C21 F24' 101.7(12) . . ?
F22 C21 F24' 131.3(18) . . ?
F23 C21 F24' 61.2(12) . . ?
F24 C21 C17 113.7(10) . . ?
F22' C21 C17 105.7(13) . . ?
F23' C21 C17 113.8(10) . . ?
F22 C21 C17 109.9(12) . . ?
F23 C21 C17 111.0(9) . . ?
F24' C21 C17 118.5(16) . . ?
F22' F22 C21 63.9(15) . . ?
F22' F22 F23' 119(2) . . ?
C21 F22 F23' 58.6(9) . . ?
F23' F23 C21 63.6(11) . . ?
F23' F23 F24' 114.4(19) . . ?
C21 F23 F24' 60.3(10) . . ?
F24' F24 C21 71.9(11) . . ?
F24' F24 F22' 125.6(18) . . ?
C21 F24 F22' 58.9(11) . . ?
F22 F22' C21 65.5(11) . . ?
F22 F22' F24 114.6(17) . . ?
C21 F22' F24 56.7(12) . . ?
F23 F23' C21 68.8(10) . . ?
F23 F23' F22 125.9(14) . . ?
C21 F23' F22 59.9(8) . . ?
F24 F24' C21 61.1(12) . . ?
F24 F24' F23 117.7(18) . . ?
C21 F24' F23 58.5(9) . . ?
F28 C25 F26 105.0(8) . . ?
F28 C25 F27 105.7(8) . . ?
F26 C25 F27 104.9(5) . . ?
F28 C25 C19 116.3(5) . . ?
F26 C25 C19 110.7(9) . . ?
F27 C25 C19 113.3(8) . . ?
C32 C31 C36 120.7(6) . . ?
C31 C32 C33 118.9(6) . . ?
C31 C32 C37 120.0(7) . . ?
C33 C32 C37 121.0(6) . . ?
C34 C33 C32 121.3(5) . . ?
C34 C33 C38 117.6(7) . . ?
C32 C33 C38 121.1(6) . . ?
C33 C34 C35 118.5(6) . . ?
C36 C35 N39 107.4(4) . . ?
C36 C35 C34 119.6(5) . . ?
N39 C35 C34 132.9(6) . . ?
C35 C36 C31 121.0(5) . . ?
C35 C36 N41 107.4(5) . . ?
C31 C36 N41 131.6(6) . . ?
C40 N39 C35 107.3(5) . . ?
N41 C40 N42 120.4(4) . . ?
N41 C40 N39 109.8(4) . . ?
N42 C40 N39 129.7(5) . . ?
C40 N41 C36 108.0(4) . . ?
C43 N42 C40 125.0(4) . . ?
N42 C43 C45 113.7(4) . . ?
N42 C43 S44 129.2(4) . . ?
C45 C43 S44 117.1(4) . . ?
C50 C45 C46 117.4(5) . . ?
C50 C45 C43 120.0(4) . . ?
C46 C45 C43 122.6(4) . . ?
C47 C46 C45 120.7(5) . . ?
C48 C47 C46 120.9(5) . . ?
C48 C47 C51 121.2(5) . . ?
C46 C47 C51 118.0(5) . . ?
C47 C48 C49 119.9(5) . . ?
C48 C49 C50 119.6(5) . . ?
C48 C49 C55 118.2(5) . . ?
C50 C49 C55 122.2(5) . . ?
C45 C50 C49 121.5(5) . . ?
F53 C51 F55 110.1(10) . . ?
F53 C51 F54 105.0(8) . . ?
F55 C51 F54 101.3(7) . . ?
F53 C51 C47 115.1(7) . . ?
F55 C51 C47 113.9(6) . . ?
F54 C51 C47 110.2(8) . . ?
F57 C55 F58 107.5(7) . . ?
F57 C55 F56 102.9(6) . . ?
F58 C55 F56 108.1(7) . . ?
F57 C55 C49 113.4(7) . . ?
F58 C55 C49 112.9(5) . . ?
F56 C55 C49 111.3(7) . . ?
C83 N70 C75 107.9(7) . . ?
C83 N70 C79 109.3(6) . . ?
C75 N70 C79 111.2(6) . . ?
C83 N70 C71 110.4(6) . . ?
C75 N70 C71 111.7(6) . . ?
C79 N70 C71 106.3(7) . . ?
C72 C71 N70 117.2(8) . . ?
C71 C72 C73 114.7(8) . . ?
C72 C73 C74 116.0(8) . . ?
N70 C75 C76 117.6(7) . . ?
C77 C76 C75 110.1(8) . . ?
C76 C77 C78 113.9(9) . . ?
N70 C79 C80 115.6(8) . . ?
C79 C80 C81 111.3(9) . . ?
C82 C81 C80 109.5(10) . . ?
N70 C83 C84 117.8(8) . . ?
C85 C84 C83 108.3(9) . . ?
C84 C85 C86 116.3(13) . . ?

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
C6 C1 C2 C3 0.6(11) . . . . ?
C6 C1 C2 C7 -179.7(8) . . . . ?
C1 C2 C3 C4 0.8(12) . . . . ?
C7 C2 C3 C4 -178.9(8) . . . . ?
C1 C2 C3 C8 177.9(8) . . . . ?
C7 C2 C3 C8 -1.7(12) . . . . ?
C2 C3 C4 C5 -2.3(12) . . . . ?
C8 C3 C4 C5 -179.5(7) . . . . ?
C3 C4 C5 C6 2.5(11) . . . . ?
C3 C4 C5 N9 -178.9(8) . . . . ?
N9 C5 C6 N11 -0.9(8) . . . . ?
C4 C5 C6 N11 178.0(7) . . . . ?
N9 C5 C6 C1 179.8(6) . . . . ?
C4 C5 C6 C1 -1.3(11) . . . . ?
C2 C1 C6 C5 -0.4(11) . . . . ?
C2 C1 C6 N11 -179.5(7) . . . . ?
C6 C5 N9 C10 0.8(8) . . . . ?
C4 C5 N9 C10 -178.0(7) . . . . ?
C5 N9 C10 N11 -0.4(7) . . . . ?
C5 N9 C10 N12 -179.8(7) . . . . ?
N12 C10 N11 C6 179.3(6) . . . . ?
N9 C10 N11 C6 -0.2(7) . . . . ?
C5 C6 N11 C10 0.7(8) . . . . ?
C1 C6 N11 C10 179.8(7) . . . . ?
N11 C10 N12 C13 -175.3(6) . . . . ?
N9 C10 N12 C13 4.0(11) . . . . ?
C10 N12 C13 C15 179.7(6) . . . . ?
C10 N12 C13 S14 -1.9(10) . . . . ?
N12 C13 C15 C16 -168.3(7) . . . . ?
S14 C13 C15 C16 13.1(10) . . . . ?
N12 C13 C15 C20 11.3(10) . . . . ?
S14 C13 C15 C20 -167.3(6) . . . . ?
C20 C15 C16 C17 2.5(13) . . . . ?
C13 C15 C16 C17 -177.9(9) . . . . ?
C15 C16 C17 C18 -1.7(15) . . . . ?
C15 C16 C17 C21 179.0(9) . . . . ?
C16 C17 C18 C19 2.0(15) . . . . ?
C21 C17 C18 C19 -178.7(10) . . . . ?
C17 C18 C19 C20 -3.2(13) . . . . ?
C17 C18 C19 C25 179.2(9) . . . . ?
C18 C19 C20 C15 4.2(12) . . . . ?
C25 C19 C20 C15 -178.2(8) . . . . ?
C16 C15 C20 C19 -3.8(12) . . . . ?
C13 C15 C20 C19 176.6(7) . . . . ?
C18 C17 C21 F24 27.3(17) . . . . ?
C16 C17 C21 F24 -153.4(12) . . . . ?
C18 C17 C21 F22' -41(2) . . . . ?
C16 C17 C21 F22' 138(2) . . . . ?
C18 C17 C21 F23' -160.9(15) . . . . ?
C16 C17 C21 F23' 18.4(19) . . . . ?
C18 C17 C21 F22 -94.2(16) . . . . ?
C16 C17 C21 F22 85.1(16) . . . . ?
C18 C17 C21 F23 147.4(15) . . . . ?
C16 C17 C21 F23 -33.3(19) . . . . ?
C18 C17 C21 F24' 80(2) . . . . ?
C16 C17 C21 F24' -101(2) . . . . ?
F24 C21 F22 F22' -30(2) . . . . ?
F23' C21 F22 F22' -159(2) . . . . ?
F23 C21 F22 F22' -145.0(19) . . . . ?
F24' C21 F22 F22' -79(2) . . . . ?
C17 C21 F22 F22' 94.3(18) . . . . ?
F24 C21 F22 F23' 128.3(13) . . . . ?
F22' C21 F22 F23' 159(2) . . . . ?
F23 C21 F22 F23' 13.7(14) . . . . ?
F24' C21 F22 F23' 80(2) . . . . ?
C17 C21 F22 F23' -107.0(12) . . . . ?
F24 C21 F23 F23' -132.1(16) . . . . ?
F22' C21 F23 F23' -63(3) . . . . ?
F22 C21 F23 F23' -16.3(16) . . . . ?
F24' C21 F23 F23' -145(2) . . . . ?
C17 C21 F23 F23' 103.6(16) . . . . ?
F24 C21 F23 F24' 12(2) . . . . ?
F22' C21 F23 F24' 82(3) . . . . ?
F23' C21 F23 F24' 145(2) . . . . ?
F22 C21 F23 F24' 128(2) . . . . ?
C17 C21 F23 F24' -111.8(19) . . . . ?
F22' C21 F24 F24' -156(3) . . . . ?
F23' C21 F24 F24' -62(3) . . . . ?
F22 C21 F24 F24' -130(2) . . . . ?
F23 C21 F24 F24' -15(2) . . . . ?
C17 C21 F24 F24' 108(2) . . . . ?
F23' C21 F24 F22' 93.4(19) . . . . ?
F22 C21 F24 F22' 25.7(17) . . . . ?
F23 C21 F24 F22' 140.7(16) . . . . ?
F24' C21 F24 F22' 156(3) . . . . ?
C17 C21 F24 F22' -96.7(17) . . . . ?
F23' F22 F22' C21 -20.8(19) . . . . ?
C21 F22 F22' F24 29.4(16) . . . . ?
F23' F22 F22' F24 9(3) . . . . ?
F24 C21 F22' F22 147.8(19) . . . . ?
F23' C21 F22' F22 20(2) . . . . ?
F23 C21 F22' F22 64(3) . . . . ?
F24' C21 F22' F22 129(2) . . . . ?
C17 C21 F22' F22 -103.1(16) . . . . ?
F23' C21 F22' F24 -128.0(15) . . . . ?
F22 C21 F22' F24 -147.8(19) . . . . ?
F23 C21 F22' F24 -84(3) . . . . ?
F24' C21 F22' F24 -18.4(17) . . . . ?
C17 C21 F22' F24 109.2(11) . . . . ?
F24' F24 F22' F22 -4(4) . . . . ?
C21 F24 F22' F22 -32.3(17) . . . . ?
F24' F24 F22' C21 29(3) . . . . ?
F24' F23 F23' C21 -33.6(17) . . . . ?
C21 F23 F23' F22 19.1(19) . . . . ?
F24' F23 F23' F22 -15(3) . . . . ?
F24 C21 F23' F23 73(2) . . . . ?
F22' C21 F23' F23 144.9(19) . . . . ?
F22 C21 F23' F23 162.2(18) . . . . ?
F24' C21 F23' F23 31(2) . . . . ?
C17 C21 F23' F23 -97.3(16) . . . . ?
F24 C21 F23' F22 -89.6(17) . . . . ?
F22' C21 F23' F22 -17.3(19) . . . . ?
F23 C21 F23' F22 -162.2(18) . . . . ?
F24' C21 F23' F22 -131(2) . . . . ?
C17 C21 F23' F22 100.5(14) . . . . ?
F22' F22 F23' F23 1(4) . . . . ?
C21 F22 F23' F23 -21(2) . . . . ?
F22' F22 F23' C21 22(2) . . . . ?
F22' F24 F24' C21 -26(2) . . . . ?
C21 F24 F24' F23 16(2) . . . . ?
F22' F24 F24' F23 -10(5) . . . . ?
F22' C21 F24' F24 23(3) . . . . ?
F23' C21 F24' F24 137.6(17) . . . . ?
F22 C21 F24' F24 76(2) . . . . ?
F23 C21 F24' F24 164(3) . . . . ?
C17 C21 F24' F24 -97(2) . . . . ?
F24 C21 F24' F23 -164(3) . . . . ?
F22' C21 F24' F23 -140.7(17) . . . . ?
F23' C21 F24' F23 -26.0(16) . . . . ?
F22 C21 F24' F23 -88(2) . . . . ?
C17 C21 F24' F23 99.6(12) . . . . ?
F23' F23 F24' F24 19(4) . . . . ?
C21 F23 F24' F24 -16(2) . . . . ?
F23' F23 F24' C21 34.8(19) . . . . ?
C18 C19 C25 F28 -171.0(9) . . . . ?
C20 C19 C25 F28 11.5(13) . . . . ?
C18 C19 C25 F26 -51.3(11) . . . . ?
C20 C19 C25 F26 131.1(8) . . . . ?
C18 C19 C25 F27 66.2(12) . . . . ?
C20 C19 C25 F27 -111.4(9) . . . . ?
C36 C31 C32 C33 2.6(12) . . . . ?
C36 C31 C32 C37 179.3(8) . . . . ?
C31 C32 C33 C34 -2.0(13) . . . . ?
C37 C32 C33 C34 -178.7(9) . . . . ?
C31 C32 C33 C38 178.8(9) . . . . ?
C37 C32 C33 C38 2.1(14) . . . . ?
C32 C33 C34 C35 1.6(13) . . . . ?
C38 C33 C34 C35 -179.2(8) . . . . ?
C33 C34 C35 C36 -1.8(11) . . . . ?
C33 C34 C35 N39 -179.0(8) . . . . ?
N39 C35 C36 C31 -179.7(7) . . . . ?
C34 C35 C36 C31 2.5(11) . . . . ?
N39 C35 C36 N41 -1.1(8) . . . . ?
C34 C35 C36 N41 -179.0(6) . . . . ?
C32 C31 C36 C35 -2.9(12) . . . . ?
C32 C31 C36 N41 178.9(7) . . . . ?
C36 C35 N39 C40 1.6(8) . . . . ?
C34 C35 N39 C40 179.1(8) . . . . ?
C35 N39 C40 N41 -1.6(8) . . . . ?
C35 N39 C40 N42 176.7(6) . . . . ?
N42 C40 N41 C36 -177.6(6) . . . . ?
N39 C40 N41 C36 0.9(7) . . . . ?
C35 C36 N41 C40 0.2(7) . . . . ?
C31 C36 N41 C40 178.5(8) . . . . ?
N41 C40 N42 C43 -172.6(6) . . . . ?
N39 C40 N42 C43 9.3(11) . . . . ?
C40 N42 C43 C45 -175.6(6) . . . . ?
C40 N42 C43 S44 2.7(10) . . . . ?
N42 C43 C45 C50 5.0(8) . . . . ?
S44 C43 C45 C50 -173.4(5) . . . . ?
N42 C43 C45 C46 -174.9(6) . . . . ?
S44 C43 C45 C46 6.6(8) . . . . ?
C50 C45 C46 C47 1.1(9) . . . . ?
C43 C45 C46 C47 -179.0(6) . . . . ?
C45 C46 C47 C48 -0.9(11) . . . . ?
C45 C46 C47 C51 180.0(7) . . . . ?
C46 C47 C48 C49 0.2(10) . . . . ?
C51 C47 C48 C49 179.4(8) . . . . ?
C47 C48 C49 C50 0.1(10) . . . . ?
C47 C48 C49 C55 -179.2(8) . . . . ?
C46 C45 C50 C49 -0.7(9) . . . . ?
C43 C45 C50 C49 179.4(6) . . . . ?
C48 C49 C50 C45 0.1(10) . . . . ?
C55 C49 C50 C45 179.4(7) . . . . ?
C48 C47 C51 F53 2.4(14) . . . . ?
C46 C47 C51 F53 -178.5(9) . . . . ?
C48 C47 C51 F55 130.9(8) . . . . ?
C46 C47 C51 F55 -50.0(12) . . . . ?
C48 C47 C51 F54 -116.1(8) . . . . ?
C46 C47 C51 F54 63.1(9) . . . . ?
C48 C49 C55 F57 66.0(10) . . . . ?
C50 C49 C55 F57 -113.3(8) . . . . ?
C48 C49 C55 F58 -171.3(7) . . . . ?
C50 C49 C55 F58 9.4(12) . . . . ?
C48 C49 C55 F56 -49.5(10) . . . . ?
C50 C49 C55 F56 131.2(7) . . . . ?
C83 N70 C71 C72 -66.8(10) . . . . ?
C75 N70 C71 C72 53.3(9) . . . . ?
C79 N70 C71 C72 174.8(8) . . . . ?
N70 C71 C72 C73 168.8(7) . . . . ?
C71 C72 C73 C74 172.8(9) . . . . ?
C83 N70 C75 C76 -177.0(7) . . . . ?
C79 N70 C75 C76 -57.1(9) . . . . ?
C71 N70 C75 C76 61.5(8) . . . . ?
N70 C75 C76 C77 172.0(7) . . . . ?
C75 C76 C77 C78 178.2(7) . . . . ?
C83 N70 C79 C80 64.7(10) . . . . ?
C75 N70 C79 C80 -54.4(10) . . . . ?
C71 N70 C79 C80 -176.2(8) . . . . ?
N70 C79 C80 C81 -178.2(9) . . . . ?
C79 C80 C81 C82 71.0(12) . . . . ?
C75 N70 C83 C84 -176.6(8) . . . . ?
C79 N70 C83 C84 62.3(11) . . . . ?
C71 N70 C83 C84 -54.2(11) . . . . ?
N70 C83 C84 C85 -169.4(9) . . . . ?
C83 C84 C85 C86 73.8(15) . . . . ?

_diffrn_measured_fraction_theta_max 0.960
_diffrn_reflns_theta_full        68.22
_diffrn_measured_fraction_theta_full 0.960
_refine_diff_density_max         0.270
_refine_diff_density_min         -0.232
_refine_diff_density_rms         0.052
####################################################################### 
# 
# 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_sk15tba
_database_code_depnum_ccdc_archive 'CCDC 1545903'
_audit_update_record             
;
2017-04-26 deposited with the CCDC.
2017-08-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H52 N4 O2'
_chemical_formula_weight         536.79

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c

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

_cell_length_a                   47.563(3)
_cell_length_b                   7.5976(4)
_cell_length_c                   17.5514(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.075(4)
_cell_angle_gamma                90.00
_cell_volume                     6326.4(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    213(2)
_cell_measurement_reflns_used    4491
_cell_measurement_theta_min      7.02
_cell_measurement_theta_max      71.99

_exptl_crystal_description       plate
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.127
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2352
_exptl_absorpt_coefficient_mu    0.544
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9527
_exptl_absorpt_correction_T_max  0.9839
_exptl_absorpt_process_details   'CrystalClear (Rigaku/MSC Inc., 2005)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      213(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'micro-focus rotating anode'
_diffrn_radiation_monochromator  confocal
_diffrn_measurement_device_type  'Rigaku RAXIS Rapid'
_diffrn_measurement_method       ω-scans
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            37061
_diffrn_reflns_av_R_equivalents  0.0328
_diffrn_reflns_av_sigmaI/netI    0.0258
_diffrn_reflns_limit_h_min       -58
_diffrn_reflns_limit_h_max       58
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         7.02
_diffrn_reflns_theta_max         71.99
_reflns_number_total             5894
_reflns_number_gt                4491
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_cell_refinement       'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_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)+(0.0791P)²+1.8488P] 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         5894
_refine_ls_number_parameters     360
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0578
_refine_ls_R_factor_gt           0.0458
_refine_ls_wR_factor_ref         0.1347
_refine_ls_wR_factor_gt          0.1232
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_restrained_S_all      1.005
_refine_ls_shift/su_max          0.001
_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
C1 C 0.56352(4) 0.1552(2) 0.00135(9) 0.0553(4) Uani 1 1 d . . .
H1 H 0.5756 0.1109 -0.0342 0.066 Uiso 1 1 calc R . .
C2 C 0.53511(4) 0.1720(3) -0.01840(10) 0.0669(5) Uani 1 1 d . . .
H2 H 0.5280 0.1369 -0.0674 0.080 Uiso 1 1 calc R . .
C3 C 0.51685(4) 0.2392(3) 0.03196(10) 0.0675(5) Uani 1 1 d . . .
H3 H 0.4976 0.2517 0.0173 0.081 Uiso 1 1 calc R . .
C4 C 0.52745(4) 0.2878(2) 0.10429(10) 0.0596(4) Uani 1 1 d . . .
C5 C 0.55599(3) 0.2700(2) 0.12492(9) 0.0526(4) Uani 1 1 d . . .
H5 H 0.5630 0.3033 0.1742 0.063 Uiso 1 1 calc R . .
C6 C 0.57432(3) 0.20412(19) 0.07419(8) 0.0468(3) Uani 1 1 d . . .
O7 O 0.51169(3) 0.3529(2) 0.16018(8) 0.0826(4) Uani 1 1 d . . .
C8 C 0.48210(4) 0.3664(4) 0.14397(14) 0.1032(8) Uani 1 1 d . . .
H8A H 0.4782 0.4437 0.1005 0.155 Uiso 1 1 calc R . .
H8B H 0.4735 0.4141 0.1881 0.155 Uiso 1 1 calc R . .
H8C H 0.4744 0.2507 0.1322 0.155 Uiso 1 1 calc R . .
C9 C 0.60545(3) 0.19004(19) 0.09589(8) 0.0466(3) Uani 1 1 d . . .
O10 O 0.62187(2) 0.18852(16) 0.04262(6) 0.0604(3) Uani 1 1 d . . .
N11 N 0.61192(3) 0.18099(15) 0.17117(6) 0.0441(3) Uani 1 1 d . . .
C12 C 0.63962(3) 0.17942(17) 0.19711(8) 0.0405(3) Uani 1 1 d . . .
N13 N 0.66196(2) 0.19994(15) 0.15249(6) 0.0445(3) Uani 1 1 d . . .
H13 H 0.6609 0.2129 0.1031 0.053 Uiso 1 1 calc R . .
C14 C 0.68645(3) 0.19646(18) 0.19975(8) 0.0437(3) Uani 1 1 d . . .
C15 C 0.67724(3) 0.17378(18) 0.27306(8) 0.0432(3) Uani 1 1 d . . .
N16 N 0.64813(2) 0.16235(15) 0.27096(6) 0.0438(3) Uani 1 1 d . . .
C17 C 0.71474(3) 0.2111(2) 0.18725(9) 0.0532(4) Uani 1 1 d . . .
H17 H 0.7205 0.2259 0.1375 0.064 Uiso 1 1 calc R . .
C18 C 0.73460(3) 0.2037(2) 0.24909(9) 0.0541(4) Uani 1 1 d . . .
C19 C 0.72565(3) 0.1827(2) 0.32359(9) 0.0529(4) Uani 1 1 d . . .
C20 C 0.69725(3) 0.1682(2) 0.33496(8) 0.0506(4) Uani 1 1 d . . .
H20 H 0.6914 0.1545 0.3847 0.061 Uiso 1 1 calc R . .
C21 C 0.76556(4) 0.2160(3) 0.23660(12) 0.0726(5) Uani 1 1 d . . .
H21A H 0.7679 0.2412 0.1833 0.109 Uiso 1 1 calc R . .
H21B H 0.7747 0.1051 0.2504 0.109 Uiso 1 1 calc R . .
H21C H 0.7740 0.3095 0.2681 0.109 Uiso 1 1 calc R . .
C22 C 0.74709(4) 0.1737(3) 0.39101(11) 0.0768(6) Uani 1 1 d . . .
H22A H 0.7376 0.1522 0.4372 0.115 Uiso 1 1 calc R . .
H22B H 0.7573 0.2843 0.3958 0.115 Uiso 1 1 calc R . .
H22C H 0.7602 0.0788 0.3835 0.115 Uiso 1 1 calc R . .
N23 N 0.62215(2) 0.65464(14) 0.30200(6) 0.0386(3) Uani 1 1 d . . .
C24 C 0.61118(3) 0.48354(18) 0.33367(7) 0.0422(3) Uani 1 1 d . . .
H24A H 0.5975 0.4328 0.2954 0.051 Uiso 1 1 calc R . .
H24B H 0.6270 0.4009 0.3406 0.051 Uiso 1 1 calc R . .
C25 C 0.59733(3) 0.49705(19) 0.40833(8) 0.0473(4) Uani 1 1 d . . .
H25A H 0.5793 0.5591 0.4002 0.057 Uiso 1 1 calc R . .
H25B H 0.6094 0.5644 0.4452 0.057 Uiso 1 1 calc R . .
C26 C 0.59238(4) 0.3140(2) 0.43974(9) 0.0561(4) Uani 1 1 d . . .
H26A H 0.5799 0.2484 0.4031 0.067 Uiso 1 1 calc R . .
H26B H 0.6104 0.2511 0.4459 0.067 Uiso 1 1 calc R . .
C27 C 0.57927(4) 0.3204(2) 0.51604(10) 0.0725(5) Uani 1 1 d . . .
H27A H 0.5915 0.3854 0.5525 0.109 Uiso 1 1 calc R . .
H27B H 0.5768 0.2016 0.5346 0.109 Uiso 1 1 calc R . .
H27C H 0.5611 0.3785 0.5098 0.109 Uiso 1 1 calc R . .
C28 C 0.63491(3) 0.60293(18) 0.22816(7) 0.0410(3) Uani 1 1 d . . .
H28A H 0.6501 0.5187 0.2408 0.049 Uiso 1 1 calc R . .
H28B H 0.6204 0.5411 0.1959 0.049 Uiso 1 1 calc R . .
C29 C 0.64665(3) 0.74947(19) 0.18103(8) 0.0440(3) Uani 1 1 d . . .
H29A H 0.6609 0.8161 0.2122 0.053 Uiso 1 1 calc R . .
H29B H 0.6315 0.8304 0.1635 0.053 Uiso 1 1 calc R . .
C30 C 0.65990(4) 0.6684(2) 0.11255(8) 0.0519(4) Uani 1 1 d . . .
H30A H 0.6756 0.5926 0.1309 0.062 Uiso 1 1 calc R . .
H30B H 0.6459 0.5945 0.0842 0.062 Uiso 1 1 calc R . .
C31 C 0.67060(4) 0.8061(2) 0.05891(10) 0.0655(5) Uani 1 1 d . . .
H31A H 0.6551 0.8813 0.0404 0.098 Uiso 1 1 calc R . .
H31B H 0.6785 0.7481 0.0160 0.098 Uiso 1 1 calc R . .
H31C H 0.6850 0.8768 0.0861 0.098 Uiso 1 1 calc R . .
C32 C 0.59881(3) 0.78953(19) 0.28857(8) 0.0427(3) Uani 1 1 d . . .
H32A H 0.5913 0.8165 0.3378 0.051 Uiso 1 1 calc R . .
H32B H 0.6071 0.8980 0.2700 0.051 Uiso 1 1 calc R . .
C33 C 0.57445(3) 0.7384(2) 0.23313(9) 0.0551(4) Uani 1 1 d . . .
H33A H 0.5809 0.7314 0.1814 0.066 Uiso 1 1 calc R . .
H33B H 0.5674 0.6222 0.2467 0.066 Uiso 1 1 calc R . .
C34 C 0.55104(3) 0.8718(3) 0.23492(10) 0.0634(4) Uani 1 1 d . . .
H34A H 0.5588 0.9892 0.2266 0.076 Uiso 1 1 calc R . .
H34B H 0.5437 0.8707 0.2857 0.076 Uiso 1 1 calc R . .
C35 C 0.52691(4) 0.8389(3) 0.17572(11) 0.0795(6) Uani 1 1 d . . .
H35A H 0.5336 0.8493 0.1250 0.119 Uiso 1 1 calc R . .
H35B H 0.5121 0.9248 0.1818 0.119 Uiso 1 1 calc R . .
H35C H 0.5195 0.7214 0.1824 0.119 Uiso 1 1 calc R . .
C36 C 0.64390(3) 0.73936(19) 0.35807(7) 0.0425(3) Uani 1 1 d . . .
H36A H 0.6514 0.8441 0.3339 0.051 Uiso 1 1 calc R . .
H36B H 0.6343 0.7790 0.4027 0.051 Uiso 1 1 calc R . .
C37 C 0.66843(3) 0.6239(2) 0.38562(9) 0.0540(4) Uani 1 1 d . . .
H37A H 0.6780 0.5808 0.3417 0.065 Uiso 1 1 calc R . .
H37B H 0.6615 0.5219 0.4128 0.065 Uiso 1 1 calc R . .
C38 C 0.68901(3) 0.7262(3) 0.43833(9) 0.0599(4) Uani 1 1 d . . .
H38A H 0.6968 0.8234 0.4098 0.072 Uiso 1 1 calc R . .
H38B H 0.6789 0.7771 0.4798 0.072 Uiso 1 1 calc R . .
C39 C 0.71286(4) 0.6139(3) 0.47213(11) 0.0799(6) Uani 1 1 d . . .
H39A H 0.7055 0.5251 0.5050 0.120 Uiso 1 1 calc R . .
H39B H 0.7263 0.6873 0.5018 0.120 Uiso 1 1 calc R . .
H39C H 0.7222 0.5571 0.4314 0.120 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
C1 C2 1.377(2) . ?
C1 C6 1.394(2) . ?
C2 C3 1.380(3) . ?
C3 C4 1.382(2) . ?
C4 O7 1.369(2) . ?
C4 C5 1.386(2) . ?
C5 C6 1.383(2) . ?
C6 C9 1.506(2) . ?
O7 C8 1.420(2) . ?
C9 O10 1.2599(17) . ?
C9 N11 1.3369(18) . ?
N11 C12 1.3628(19) . ?
C12 N16 1.3364(17) . ?
C12 N13 1.3728(17) . ?
N13 C14 1.3816(18) . ?
C14 C17 1.383(2) . ?
C14 C15 1.3992(19) . ?
C15 N16 1.3853(18) . ?
C15 C20 1.393(2) . ?
C17 C18 1.389(2) . ?
C18 C19 1.413(2) . ?
C18 C21 1.507(2) . ?
C19 C20 1.384(2) . ?
C19 C22 1.508(2) . ?
N23 C32 1.5169(17) . ?
N23 C36 1.5194(17) . ?
N23 C24 1.5206(16) . ?
N23 C28 1.5211(15) . ?
C24 C25 1.5114(18) . ?
C25 C26 1.520(2) . ?
C26 C27 1.517(2) . ?
C28 C29 1.5169(18) . ?
C29 C30 1.5259(18) . ?
C30 C31 1.519(2) . ?
C32 C33 1.510(2) . ?
C33 C34 1.508(2) . ?
C34 C35 1.514(2) . ?
C36 C37 1.511(2) . ?
C37 C38 1.513(2) . ?
C38 C39 1.507(3) . ?

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
C2 C1 C6 119.83(16) . . ?
C1 C2 C3 121.61(16) . . ?
C2 C3 C4 118.78(17) . . ?
O7 C4 C3 124.88(16) . . ?
O7 C4 C5 115.09(15) . . ?
C3 C4 C5 120.03(17) . . ?
C6 C5 C4 121.16(15) . . ?
C5 C6 C1 118.58(15) . . ?
C5 C6 C9 121.09(13) . . ?
C1 C6 C9 120.31(14) . . ?
C4 O7 C8 117.91(16) . . ?
O10 C9 N11 128.43(14) . . ?
O10 C9 C6 117.57(13) . . ?
N11 C9 C6 113.99(13) . . ?
C9 N11 C12 118.67(12) . . ?
N16 C12 N11 122.93(13) . . ?
N16 C12 N13 111.78(12) . . ?
N11 C12 N13 125.26(12) . . ?
C12 N13 C14 108.01(11) . . ?
N13 C14 C17 133.76(13) . . ?
N13 C14 C15 104.39(12) . . ?
C17 C14 C15 121.85(14) . . ?
N16 C15 C20 130.18(13) . . ?
N16 C15 C14 111.16(12) . . ?
C20 C15 C14 118.66(14) . . ?
C12 N16 C15 104.65(11) . . ?
C14 C17 C18 119.22(14) . . ?
C17 C18 C19 119.69(15) . . ?
C17 C18 C21 120.08(15) . . ?
C19 C18 C21 120.23(15) . . ?
C20 C19 C18 120.26(14) . . ?
C20 C19 C22 119.73(15) . . ?
C18 C19 C22 120.01(16) . . ?
C19 C20 C15 120.33(14) . . ?
C32 N23 C36 105.75(10) . . ?
C32 N23 C24 111.61(10) . . ?
C36 N23 C24 111.15(10) . . ?
C32 N23 C28 111.96(10) . . ?
C36 N23 C28 111.51(10) . . ?
C24 N23 C28 104.99(10) . . ?
C25 C24 N23 116.16(11) . . ?
C24 C25 C26 109.91(12) . . ?
C27 C26 C25 112.00(13) . . ?
C29 C28 N23 117.36(11) . . ?
C28 C29 C30 108.78(12) . . ?
C31 C30 C29 112.68(13) . . ?
C33 C32 N23 116.48(12) . . ?
C34 C33 C32 110.35(14) . . ?
C33 C34 C35 113.57(16) . . ?
C37 C36 N23 115.86(12) . . ?
C36 C37 C38 110.42(14) . . ?
C39 C38 C37 112.72(16) . . ?

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
C6 C1 C2 C3 1.0(3) . . . . ?
C1 C2 C3 C4 -1.1(3) . . . . ?
C2 C3 C4 O7 -178.72(17) . . . . ?
C2 C3 C4 C5 0.5(3) . . . . ?
O7 C4 C5 C6 179.36(15) . . . . ?
C3 C4 C5 C6 0.1(3) . . . . ?
C4 C5 C6 C1 -0.1(2) . . . . ?
C4 C5 C6 C9 178.11(14) . . . . ?
C2 C1 C6 C5 -0.4(2) . . . . ?
C2 C1 C6 C9 -178.66(14) . . . . ?
C3 C4 O7 C8 2.2(3) . . . . ?
C5 C4 O7 C8 -177.01(19) . . . . ?
C5 C6 C9 O10 -156.09(15) . . . . ?
C1 C6 C9 O10 22.1(2) . . . . ?
C5 C6 C9 N11 23.8(2) . . . . ?
C1 C6 C9 N11 -158.03(14) . . . . ?
O10 C9 N11 C12 4.1(2) . . . . ?
C6 C9 N11 C12 -175.81(11) . . . . ?
C9 N11 C12 N16 -176.77(12) . . . . ?
C9 N11 C12 N13 5.3(2) . . . . ?
N16 C12 N13 C14 -0.12(15) . . . . ?
N11 C12 N13 C14 178.03(12) . . . . ?
C12 N13 C14 C17 -179.76(16) . . . . ?
C12 N13 C14 C15 -0.20(15) . . . . ?
N13 C14 C15 N16 0.45(15) . . . . ?
C17 C14 C15 N16 -179.92(14) . . . . ?
N13 C14 C15 C20 -178.80(12) . . . . ?
C17 C14 C15 C20 0.8(2) . . . . ?
N11 C12 N16 C15 -177.82(12) . . . . ?
N13 C12 N16 C15 0.39(15) . . . . ?
C20 C15 N16 C12 178.62(14) . . . . ?
C14 C15 N16 C12 -0.52(15) . . . . ?
N13 C14 C17 C18 179.31(15) . . . . ?
C15 C14 C17 C18 -0.2(2) . . . . ?
C14 C17 C18 C19 -0.5(2) . . . . ?
C14 C17 C18 C21 178.86(15) . . . . ?
C17 C18 C19 C20 0.5(2) . . . . ?
C21 C18 C19 C20 -178.83(16) . . . . ?
C17 C18 C19 C22 179.72(16) . . . . ?
C21 C18 C19 C22 0.4(2) . . . . ?
C18 C19 C20 C15 0.1(2) . . . . ?
C22 C19 C20 C15 -179.07(15) . . . . ?
N16 C15 C20 C19 -179.87(14) . . . . ?
C14 C15 C20 C19 -0.8(2) . . . . ?
C32 N23 C24 C25 -58.76(15) . . . . ?
C36 N23 C24 C25 59.04(15) . . . . ?
C28 N23 C24 C25 179.75(11) . . . . ?
N23 C24 C25 C26 -169.71(12) . . . . ?
C24 C25 C26 C27 178.28(14) . . . . ?
C32 N23 C28 C29 56.14(15) . . . . ?
C36 N23 C28 C29 -62.12(15) . . . . ?
C24 N23 C28 C29 177.41(11) . . . . ?
N23 C28 C29 C30 176.63(12) . . . . ?
C28 C29 C30 C31 176.26(14) . . . . ?
C36 N23 C32 C33 179.00(12) . . . . ?
C24 N23 C32 C33 -60.01(15) . . . . ?
C28 N23 C32 C33 57.36(15) . . . . ?
N23 C32 C33 C34 171.18(12) . . . . ?
C32 C33 C34 C35 174.75(14) . . . . ?
C32 N23 C36 C37 175.29(12) . . . . ?
C24 N23 C36 C37 54.00(15) . . . . ?
C28 N23 C36 C37 -62.78(15) . . . . ?
N23 C36 C37 C38 177.68(12) . . . . ?
C36 C37 C38 C39 175.81(14) . . . . ?

_diffrn_measured_fraction_theta_max 0.945
_diffrn_reflns_theta_full        67.50
_diffrn_measured_fraction_theta_full 0.969
_refine_diff_density_max         0.216
_refine_diff_density_min         -0.160
_refine_diff_density_rms         0.044
####################################################################### 
# 
# 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_08sk99
_database_code_depnum_ccdc_archive 'CCDC 1545902'
_audit_update_record             
;
2017-04-25 deposited with the CCDC.
2017-08-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H17 F6 N3 O2'
_chemical_formula_weight         433.36

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/n

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                   4.8277(2)
_cell_length_b                   24.7394(9)
_cell_length_c                   16.4158(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.129(2)
_cell_angle_gamma                90.00
_cell_volume                     1955.52(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2105
_cell_measurement_theta_min      3.24
_cell_measurement_theta_max      72.49

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.472
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             888
_exptl_absorpt_coefficient_mu    1.193
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7963
_exptl_absorpt_correction_T_max  0.9427
_exptl_absorpt_process_details   'CrystalClear-SM Expert 2.1 (Rigaku, 2013)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'micro-focus rotating anode'
_diffrn_radiation_monochromator  confocal
_diffrn_measurement_device_type  'Rigaku RAXIS Rapid'
_diffrn_measurement_method       ω-scans
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10772
_diffrn_reflns_av_R_equivalents  0.0525
_diffrn_reflns_av_sigmaI/netI    0.0609
_diffrn_reflns_limit_h_min       -3
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.24
_diffrn_reflns_theta_max         72.49
_reflns_number_total             3513
_reflns_number_gt                2105
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear-SM Expert 2.1 (Rigaku, 2013)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 (Rigaku, 2013)'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 (Rigaku, 2013)'
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_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)+(0.0526P)²+0.5847P] 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     SHELXL
_refine_ls_extinction_coef       0.0024(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3513
_refine_ls_number_parameters     340
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1050
_refine_ls_R_factor_gt           0.0713
_refine_ls_wR_factor_ref         0.1823
_refine_ls_wR_factor_gt          0.1578
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_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
C1 C -0.0556(7) 0.10787(13) 0.7289(2) 0.0805(10) Uani 1 1 d . . .
H1 H -0.0806 0.1059 0.6723 0.097 Uiso 1 1 calc R . .
C2 C -0.1956(7) 0.07289(13) 0.7775(2) 0.0815(10) Uani 1 1 d . . .
C3 C -0.1622(8) 0.07618(13) 0.8633(2) 0.0857(10) Uani 1 1 d . . .
C4 C 0.0129(8) 0.11510(14) 0.9000(2) 0.0874(11) Uani 1 1 d . . .
H4 H 0.0354 0.1179 0.9565 0.105 Uiso 1 1 calc R . .
C5 C 0.1528(7) 0.14948(12) 0.8509(2) 0.0728(9) Uani 1 1 d . . .
C6 C 0.1235(7) 0.14610(12) 0.7663(2) 0.0708(9) Uani 1 1 d . . .
C7 C -0.3876(8) 0.03084(14) 0.7367(3) 0.1076(13) Uani 1 1 d . . .
H7A H -0.3902 0.0348 0.6785 0.161 Uiso 1 1 calc R . .
H7B H -0.5719 0.0358 0.7539 0.161 Uiso 1 1 calc R . .
H7C H -0.3223 -0.0046 0.7519 0.161 Uiso 1 1 calc R . .
C8 C -0.3115(9) 0.03724(14) 0.9162(3) 0.1136(14) Uani 1 1 d . . .
H8A H -0.2828 0.0480 0.9724 0.170 Uiso 1 1 calc R . .
H8B H -0.2398 0.0014 0.9097 0.170 Uiso 1 1 calc R . .
H8C H -0.5066 0.0376 0.9000 0.170 Uiso 1 1 calc R . .
N9 N 0.3417(6) 0.19171(11) 0.86805(15) 0.0748(8) Uani 1 1 d D . .
H9 H 0.419(7) 0.2012(15) 0.9145(14) 0.112 Uiso 1 1 d D . .
C10 C 0.4297(7) 0.21188(13) 0.79748(18) 0.0682(8) Uani 1 1 d . . .
N11 N 0.2918(6) 0.18524(11) 0.73581(16) 0.0733(7) Uani 1 1 d D . .
H11 H 0.320(7) 0.1920(13) 0.6834(13) 0.110 Uiso 1 1 d D . .
N12 N 0.6097(5) 0.25144(10) 0.78609(15) 0.0714(7) Uani 1 1 d . . .
C13 C 0.7322(7) 0.27620(12) 0.8520(2) 0.0691(8) Uani 1 1 d . . .
O14 O 0.6925(5) 0.26647(9) 0.92475(13) 0.0875(7) Uani 1 1 d . . .
C15 C 0.9275(7) 0.32042(12) 0.83099(18) 0.0664(8) Uani 1 1 d . . .
C16 C 1.0443(7) 0.35411(13) 0.8918(2) 0.0762(9) Uani 1 1 d . . .
H16 H 1.0021 0.3488 0.9456 0.091 Uiso 1 1 calc R . .
C17 C 1.2223(7) 0.39540(13) 0.8736(2) 0.0774(9) Uani 1 1 d . A .
C18 C 1.2916(7) 0.40259(13) 0.7942(2) 0.0826(10) Uani 1 1 d . . .
H18 H 1.4162 0.4296 0.7822 0.099 Uiso 1 1 calc R . .
C19 C 1.1769(7) 0.36992(13) 0.7327(2) 0.0736(9) Uani 1 1 d . B .
C20 C 0.9978(7) 0.32855(12) 0.75127(19) 0.0708(9) Uani 1 1 d . . .
H20 H 0.9239 0.3060 0.7099 0.085 Uiso 1 1 calc R . .
C21 C 1.3408(13) 0.4315(2) 0.9400(3) 0.0991(13) Uani 1 1 d . . .
F22 F 1.485(4) 0.4026(5) 0.9964(7) 0.152(5) Uani 0.61(3) 1 d P A 1
F23 F 1.160(2) 0.4585(9) 0.9711(16) 0.186(9) Uani 0.61(3) 1 d P A 1
F24 F 1.541(4) 0.4630(8) 0.9151(5) 0.149(6) Uani 0.61(3) 1 d P A 1
F22' F 1.200(5) 0.4316(11) 1.0087(9) 0.140(9) Uani 0.39(3) 1 d P A 2
F23' F 1.327(9) 0.4833(4) 0.9205(11) 0.150(10) Uani 0.39(3) 1 d P A 2
F24' F 1.574(5) 0.4208(14) 0.970(2) 0.185(14) Uani 0.39(3) 1 d P A 2
C25 C 1.2427(12) 0.37820(19) 0.6465(3) 0.0903(11) Uani 1 1 d . . .
F26 F 1.0279(19) 0.3876(11) 0.5981(6) 0.142(9) Uani 0.52(3) 1 d P B 3
F27 F 1.406(5) 0.4200(8) 0.6356(5) 0.152(10) Uani 0.52(3) 1 d P B 3
F28 F 1.366(6) 0.3367(6) 0.6186(7) 0.156(10) Uani 0.52(3) 1 d P B 3
F26' F 1.152(7) 0.4244(8) 0.6181(10) 0.185(14) Uani 0.48(3) 1 d P B 4
F27' F 1.501(2) 0.3773(12) 0.6343(8) 0.151(10) Uani 0.48(3) 1 d P B 4
F28' F 1.127(5) 0.3432(9) 0.5935(6) 0.153(11) Uani 0.48(3) 1 d P B 4
O30 O 0.4245(6) 0.20690(11) 0.57672(13) 0.0971(8) Uani 1 1 d D . .
H30 H 0.353(9) 0.2150(17) 0.5292(16) 0.146 Uiso 1 1 d D . .
C31 C 0.6997(9) 0.22657(17) 0.5756(2) 0.1085(13) Uani 1 1 d . . .
H31A H 0.6956 0.2639 0.5595 0.163 Uiso 1 1 calc R . .
H31B H 0.7978 0.2059 0.5374 0.163 Uiso 1 1 calc R . .
H31C H 0.7922 0.2232 0.6291 0.163 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
C1 C2 1.386(4) . ?
C1 C6 1.394(4) . ?
C2 C3 1.408(5) . ?
C2 C7 1.517(4) . ?
C3 C4 1.390(5) . ?
C3 C8 1.514(5) . ?
C4 C5 1.381(4) . ?
C5 C6 1.388(4) . ?
C5 N9 1.402(4) . ?
C6 N11 1.381(4) . ?
N9 C10 1.357(4) . ?
C10 N12 1.331(4) . ?
C10 N11 1.344(4) . ?
N12 C13 1.342(4) . ?
C13 O14 1.247(3) . ?
C13 C15 1.500(4) . ?
C15 C16 1.388(4) . ?
C15 C20 1.390(4) . ?
C16 C17 1.381(4) . ?
C17 C18 1.380(4) . ?
C17 C21 1.491(5) . ?
C18 C19 1.378(4) . ?
C19 C20 1.388(4) . ?
C19 C25 1.487(5) . ?
C21 F24' 1.221(16) . ?
C21 F23 1.237(11) . ?
C21 F23' 1.323(11) . ?
C21 F22 1.328(12) . ?
C21 F24 1.330(8) . ?
C21 F22' 1.359(17) . ?
C25 F27' 1.275(9) . ?
C25 F26 1.281(9) . ?
C25 F28 1.286(9) . ?
C25 F26' 1.298(10) . ?
C25 F27 1.320(9) . ?
C25 F28' 1.322(10) . ?
O30 C31 1.416(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 118.9(3) . . ?
C1 C2 C3 121.0(3) . . ?
C1 C2 C7 118.8(3) . . ?
C3 C2 C7 120.2(3) . . ?
C4 C3 C2 119.7(3) . . ?
C4 C3 C8 119.5(4) . . ?
C2 C3 C8 120.8(4) . . ?
C5 C4 C3 118.8(3) . . ?
C4 C5 C6 121.8(3) . . ?
C4 C5 N9 132.9(3) . . ?
C6 C5 N9 105.3(3) . . ?
N11 C6 C5 107.5(3) . . ?
N11 C6 C1 132.7(3) . . ?
C5 C6 C1 119.8(3) . . ?
C10 N9 C5 110.0(3) . . ?
N12 C10 N11 123.2(3) . . ?
N12 C10 N9 129.6(3) . . ?
N11 C10 N9 107.1(3) . . ?
C10 N11 C6 110.1(3) . . ?
C10 N12 C13 118.5(3) . . ?
O14 C13 N12 126.5(3) . . ?
O14 C13 C15 120.2(3) . . ?
N12 C13 C15 113.3(3) . . ?
C16 C15 C20 118.4(3) . . ?
C16 C15 C13 120.2(3) . . ?
C20 C15 C13 121.4(3) . . ?
C17 C16 C15 121.0(3) . . ?
C18 C17 C16 119.8(3) . . ?
C18 C17 C21 120.4(4) . . ?
C16 C17 C21 119.8(4) . . ?
C19 C18 C17 120.3(3) . . ?
C18 C19 C20 119.8(3) . . ?
C18 C19 C25 120.9(3) . . ?
C20 C19 C25 119.3(3) . . ?
C19 C20 C15 120.7(3) . . ?
F24' C21 F23 127.4(10) . . ?
F24' C21 F23' 109.6(13) . . ?
F23 C21 F23' 63.3(9) . . ?
F24' C21 F22 35(2) . . ?
F23 C21 F22 110.7(13) . . ?
F23' C21 F22 134.9(8) . . ?
F24' C21 F24 65.2(16) . . ?
F23 C21 F24 111.1(8) . . ?
F23' C21 F24 51.8(10) . . ?
F22 C21 F24 100.0(9) . . ?
F24' C21 F22' 99.8(16) . . ?
F23 C21 F22' 41.1(9) . . ?
F23' C21 F22' 100.2(12) . . ?
F22 C21 F22' 72.0(11) . . ?
F24 C21 F22' 132.2(8) . . ?
F24' C21 C17 117.1(8) . . ?
F23 C21 C17 112.3(7) . . ?
F23' C21 C17 113.2(6) . . ?
F22 C21 C17 110.0(7) . . ?
F24 C21 C17 112.1(5) . . ?
F22' C21 C17 114.9(8) . . ?
F27' C25 F26 131.4(6) . . ?
F27' C25 F28 56.5(7) . . ?
F26 C25 F28 107.3(9) . . ?
F27' C25 F26' 105.4(9) . . ?
F26 C25 F26' 51.8(9) . . ?
F28 C25 F26' 136.6(7) . . ?
F27' C25 F27 52.7(6) . . ?
F26 C25 F27 103.8(8) . . ?
F28 C25 F27 106.3(8) . . ?
F26' C25 F27 56.6(8) . . ?
F27' C25 F28' 104.9(9) . . ?
F26 C25 F28' 54.9(7) . . ?
F28 C25 F28' 55.2(6) . . ?
F26' C25 F28' 102.9(10) . . ?
F27 C25 F28' 130.7(6) . . ?
F27' C25 C19 115.1(6) . . ?
F26 C25 C19 113.3(5) . . ?
F28 C25 C19 111.4(6) . . ?
F26' C25 C19 112.0(6) . . ?
F27 C25 C19 114.1(5) . . ?
F28' C25 C19 115.2(5) . . ?

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
C6 C1 C2 C3 1.0(5) . . . . ?
C6 C1 C2 C7 -179.2(3) . . . . ?
C1 C2 C3 C4 0.2(5) . . . . ?
C7 C2 C3 C4 -179.6(3) . . . . ?
C1 C2 C3 C8 -178.9(3) . . . . ?
C7 C2 C3 C8 1.3(5) . . . . ?
C2 C3 C4 C5 -0.6(5) . . . . ?
C8 C3 C4 C5 178.5(3) . . . . ?
C3 C4 C5 C6 -0.1(5) . . . . ?
C3 C4 C5 N9 -179.4(3) . . . . ?
C4 C5 C6 N11 -179.2(3) . . . . ?
N9 C5 C6 N11 0.2(4) . . . . ?
C4 C5 C6 C1 1.3(5) . . . . ?
N9 C5 C6 C1 -179.3(3) . . . . ?
C2 C1 C6 N11 179.0(3) . . . . ?
C2 C1 C6 C5 -1.7(5) . . . . ?
C4 C5 N9 C10 177.5(4) . . . . ?
C6 C5 N9 C10 -1.8(4) . . . . ?
C5 N9 C10 N12 -179.2(3) . . . . ?
C5 N9 C10 N11 2.8(4) . . . . ?
N12 C10 N11 C6 179.2(3) . . . . ?
N9 C10 N11 C6 -2.7(4) . . . . ?
C5 C6 N11 C10 1.6(4) . . . . ?
C1 C6 N11 C10 -179.1(3) . . . . ?
N11 C10 N12 C13 178.7(3) . . . . ?
N9 C10 N12 C13 1.0(5) . . . . ?
C10 N12 C13 O14 -1.0(5) . . . . ?
C10 N12 C13 C15 -179.3(3) . . . . ?
O14 C13 C15 C16 -6.2(5) . . . . ?
N12 C13 C15 C16 172.2(3) . . . . ?
O14 C13 C15 C20 173.3(3) . . . . ?
N12 C13 C15 C20 -8.3(4) . . . . ?
C20 C15 C16 C17 1.2(5) . . . . ?
C13 C15 C16 C17 -179.3(3) . . . . ?
C15 C16 C17 C18 -1.7(5) . . . . ?
C15 C16 C17 C21 179.0(4) . . . . ?
C16 C17 C18 C19 2.1(5) . . . . ?
C21 C17 C18 C19 -178.6(4) . . . . ?
C17 C18 C19 C20 -2.0(5) . . . . ?
C17 C18 C19 C25 178.1(4) . . . . ?
C18 C19 C20 C15 1.5(5) . . . . ?
C25 C19 C20 C15 -178.7(3) . . . . ?
C16 C15 C20 C19 -1.0(4) . . . . ?
C13 C15 C20 C19 179.5(3) . . . . ?
C18 C17 C21 F24' -82(3) . . . . ?
C16 C17 C21 F24' 97(3) . . . . ?
C18 C17 C21 F23 116.3(18) . . . . ?
C16 C17 C21 F23 -64.4(18) . . . . ?
C18 C17 C21 F23' 47(2) . . . . ?
C16 C17 C21 F23' -134(2) . . . . ?
C18 C17 C21 F22 -119.9(10) . . . . ?
C16 C17 C21 F22 59.4(11) . . . . ?
C18 C17 C21 F24 -9.6(15) . . . . ?
C16 C17 C21 F24 169.7(14) . . . . ?
C18 C17 C21 F22' 161.2(16) . . . . ?
C16 C17 C21 F22' -19.5(17) . . . . ?
C18 C19 C25 F27' 55.6(17) . . . . ?
C20 C19 C25 F27' -124.2(17) . . . . ?
C18 C19 C25 F26 -121.3(14) . . . . ?
C20 C19 C25 F26 58.9(15) . . . . ?
C18 C19 C25 F28 117.6(15) . . . . ?
C20 C19 C25 F28 -62.3(16) . . . . ?
C18 C19 C25 F26' -65(2) . . . . ?
C20 C19 C25 F26' 115(2) . . . . ?
C18 C19 C25 F27 -2.8(16) . . . . ?
C20 C19 C25 F27 177.3(15) . . . . ?
C18 C19 C25 F28' 178.0(16) . . . . ?
C20 C19 C25 F28' -1.9(17) . . . . ?

_diffrn_measured_fraction_theta_max 0.911
_diffrn_reflns_theta_full        72.49
_diffrn_measured_fraction_theta_full 0.911
_refine_diff_density_max         0.238
_refine_diff_density_min         -0.168
_refine_diff_density_rms         0.043
