# Electronic Supplementary Material (ESI) for Green Chemistry.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_SHE939c
_database_code_depnum_ccdc_archive 'CCDC 1841279'
_audit_update_record             
;
2018-05-03 deposited with the CCDC.
2018-06-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H19 N O2 S'
_chemical_formula_weight         313.40
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_space_group_IT_number           2
_symmetry_space_group_name_H-M   P-1
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.9159(18)
_cell_length_b                   9.2280(19)
_cell_length_c                   10.159(2)
_cell_angle_alpha                105.035(5)
_cell_angle_beta                 98.430(5)
_cell_angle_gamma                102.959(5)
_cell_volume                     767.9(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4004
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      30.59

_exptl_crystal_description       Plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.356
_exptl_crystal_F_000             332
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    0.218
_shelx_estimated_absorpt_T_min   0.958
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.761
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_process_details   
; 
 SADABS Version 2008/1 Bruker-Nonius
 Blessing, Acta Cryst. (1995) A51 33-38
;
_exptl_special_details           
; 
 It should be noted that the esd's of the cell dimensions are probably too low;
 they should be multiplied by a factor of 2 to 10
;
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_specimen_support 'magnetic support with MicroMount'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Microfocus source E025 IuS'
_diffrn_source_type              'Bruker APEX DUO'
_diffrn_source_power             50
_diffrn_source_current           0.6
_diffrn_source_size              '0.2 mm x 0.2 mm fine focus'
_diffrn_radiation_monochromator  'Quazar MX Multilayer Optics'
_diffrn_detector_type            '4K CCD area detector APEX II'
_diffrn_measurement_device_type  'APEX DUO Kappa 4-axis goniometer'
_diffrn_measurement_method       
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_detector_area_resol_mean 512
_diffrn_reflns_number            7780
_diffrn_reflns_av_unetI/netI     0.0297
_diffrn_reflns_av_R_equivalents  0.0218
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.127
_diffrn_reflns_theta_max         30.608
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.902
_diffrn_measured_fraction_theta_full 0.969
_diffrn_reflns_Laue_measured_fraction_max 0.902
_diffrn_reflns_Laue_measured_fraction_full 0.969
_diffrn_reflns_point_group_measured_fraction_max 0.902
_diffrn_reflns_point_group_measured_fraction_full 0.969
_reflns_number_total             4257
_reflns_number_gt                3630
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2 v2014.9-0'
_computing_cell_refinement       'Bruker APEX2 v2014.9-0'
_computing_data_reduction        'Bruker SAINT V7.60A'
_computing_structure_solution    Sir2011
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0473P)²+0.4052P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4257
_refine_ls_number_parameters     200
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0476
_refine_ls_R_factor_gt           0.0389
_refine_ls_wR_factor_ref         0.1063
_refine_ls_wR_factor_gt          0.1008
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.31367(16) 0.52320(16) 0.67669(14) 0.0183(3) Uani 1 1 d . . . . .
H1A H 0.3337 0.6005 0.6250 0.022 Uiso 1 1 calc R U . . .
H1AB H 0.4124 0.4946 0.7010 0.022 Uiso 1 1 calc R U . . .
C2 C 0.25867(16) 0.59196(15) 0.80926(14) 0.0178(3) Uani 1 1 d . . . . .
H2 H 0.3388 0.6898 0.8703 0.021 Uiso 1 1 calc R U . . .
C3 C 0.09941(18) 0.62518(17) 0.76470(17) 0.0232(3) Uani 1 1 d . . . . .
H3A H 0.1121 0.6965 0.7067 0.028 Uiso 1 1 calc R U . . .
H3AB H 0.0643 0.6762 0.8485 0.028 Uiso 1 1 calc R U . . .
C4 C -0.02555(17) 0.46926(17) 0.68013(15) 0.0198(3) Uani 1 1 d . . . . .
H4A H -0.1110 0.4488 0.7307 0.024 Uiso 1 1 calc R U . . .
H4AB H -0.0725 0.4757 0.5880 0.024 Uiso 1 1 calc R U . . .
C5 C 0.05491(15) 0.33590(16) 0.66035(13) 0.0153(2) Uani 1 1 d . . . . .
H5 H -0.0211 0.2338 0.6029 0.018 Uiso 1 1 calc R U . . .
C6 C 0.12254(15) 0.33091(15) 0.80347(13) 0.0140(2) Uani 1 1 d . . . . .
C7 C 0.08029(17) 0.20763(16) 0.85742(14) 0.0172(3) Uani 1 1 d . . . . .
H7 H 0.0050 0.1130 0.8018 0.021 Uiso 1 1 calc R U . . .
C8 C 0.15063(18) 0.22543(18) 0.99499(15) 0.0211(3) Uani 1 1 d . . . . .
H8 H 0.1223 0.1426 1.0339 0.025 Uiso 1 1 calc R U . . .
C9 C 0.26180(18) 0.36363(19) 1.07525(14) 0.0234(3) Uani 1 1 d . . . . .
H9 H 0.3096 0.3741 1.1684 0.028 Uiso 1 1 calc R U . . .
C10 C 0.30405(17) 0.48702(17) 1.02068(14) 0.0204(3) Uani 1 1 d . . . . .
H10 H 0.3809 0.5809 1.0758 0.024 Uiso 1 1 calc R U . . .
C11 C 0.23243(16) 0.47114(15) 0.88464(13) 0.0155(2) Uani 1 1 d . . . . .
C12 C 0.35693(16) 0.16811(15) 0.57995(13) 0.0165(3) Uani 1 1 d . . . . .
C13 C 0.52109(17) 0.22086(16) 0.60709(14) 0.0189(3) Uani 1 1 d . . . . .
H13 H 0.5710 0.2962 0.5675 0.023 Uiso 1 1 calc R U . . .
C14 C 0.61054(17) 0.16185(16) 0.69268(15) 0.0198(3) Uani 1 1 d . . . . .
H14 H 0.7223 0.1957 0.7098 0.024 Uiso 1 1 calc R U . . .
C15 C 0.53902(17) 0.05347(16) 0.75414(14) 0.0192(3) Uani 1 1 d . . . . .
C16 C 0.37498(18) 0.00168(16) 0.72434(16) 0.0214(3) Uani 1 1 d . . . . .
H16 H 0.3250 -0.0728 0.7648 0.026 Uiso 1 1 calc R U . . .
C17 C 0.28304(17) 0.05667(15) 0.63681(15) 0.0190(3) Uani 1 1 d . . . . .
H17 H 0.1713 0.0188 0.6160 0.023 Uiso 1 1 calc R U . . .
C18 C 0.6383(2) -0.00577(18) 0.85018(17) 0.0264(3) Uani 1 1 d . . . . .
H18A H 0.6749 -0.0892 0.7945 0.040 Uiso 1 1 calc R U . . .
H18B H 0.5751 -0.0464 0.9105 0.040 Uiso 1 1 calc R U . . .
H18C H 0.7294 0.0799 0.9079 0.040 Uiso 1 1 calc R U . . .
N1 N 0.18587(13) 0.38215(13) 0.58949(11) 0.0155(2) Uani 1 1 d . . . . .
O1 O 0.34037(13) 0.33282(13) 0.40995(10) 0.0234(2) Uani 1 1 d . . . . .
O2 O 0.09905(12) 0.12966(13) 0.40272(10) 0.0247(2) Uani 1 1 d . . . . .
S1 S 0.24035(4) 0.25030(4) 0.48112(3) 0.01732(9) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.4893(17) . ?
C1 C2 1.5319(19) . ?
C1 H1A 0.9900 . ?
C1 H1AB 0.9900 . ?
C2 C11 1.5042(19) . ?
C2 C3 1.547(2) . ?
C2 H2 1.0000 . ?
C3 C4 1.552(2) . ?
C3 H3A 0.9900 . ?
C3 H3AB 0.9900 . ?
C4 C5 1.5426(19) . ?
C4 H4A 0.9900 . ?
C4 H4AB 0.9900 . ?
C5 N1 1.4986(17) . ?
C5 C6 1.5067(17) . ?
C5 H5 1.0000 . ?
C6 C7 1.3886(18) . ?
C6 C11 1.3983(18) . ?
C7 C8 1.3969(19) . ?
C7 H7 0.9500 . ?
C8 C9 1.389(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.394(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.3906(18) . ?
C10 H10 0.9500 . ?
C12 C17 1.3932(19) . ?
C12 C13 1.396(2) . ?
C12 S1 1.7625(14) . ?
C13 C14 1.388(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.397(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.393(2) . ?
C15 C18 1.508(2) . ?
C16 C17 1.388(2) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
N1 S1 1.6296(12) . ?
O1 S1 1.4381(11) . ?
O2 S1 1.4414(11) . ?

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
N1 C1 C2 107.33(11) . . ?
N1 C1 H1A 110.2 . . ?
C2 C1 H1A 110.2 . . ?
N1 C1 H1AB 110.2 . . ?
C2 C1 H1AB 110.2 . . ?
H1A C1 H1AB 108.5 . . ?
C11 C2 C1 108.05(11) . . ?
C11 C2 C3 108.62(12) . . ?
C1 C2 C3 107.99(11) . . ?
C11 C2 H2 110.7 . . ?
C1 C2 H2 110.7 . . ?
C3 C2 H2 110.7 . . ?
C2 C3 C4 109.33(11) . . ?
C2 C3 H3A 109.8 . . ?
C4 C3 H3A 109.8 . . ?
C2 C3 H3AB 109.8 . . ?
C4 C3 H3AB 109.8 . . ?
H3A C3 H3AB 108.3 . . ?
C5 C4 C3 108.92(11) . . ?
C5 C4 H4A 109.9 . . ?
C3 C4 H4A 109.9 . . ?
C5 C4 H4AB 109.9 . . ?
C3 C4 H4AB 109.9 . . ?
H4A C4 H4AB 108.3 . . ?
N1 C5 C6 109.75(10) . . ?
N1 C5 C4 105.39(11) . . ?
C6 C5 C4 107.46(11) . . ?
N1 C5 H5 111.3 . . ?
C6 C5 H5 111.3 . . ?
C4 C5 H5 111.3 . . ?
C7 C6 C11 121.13(12) . . ?
C7 C6 C5 126.33(12) . . ?
C11 C6 C5 112.47(11) . . ?
C6 C7 C8 118.74(13) . . ?
C6 C7 H7 120.6 . . ?
C8 C7 H7 120.6 . . ?
C9 C8 C7 120.32(13) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C8 C9 C10 120.78(12) . . ?
C8 C9 H9 119.6 . . ?
C10 C9 H9 119.6 . . ?
C11 C10 C9 119.21(13) . . ?
C11 C10 H10 120.4 . . ?
C9 C10 H10 120.4 . . ?
C10 C11 C6 119.80(13) . . ?
C10 C11 C2 127.02(12) . . ?
C6 C11 C2 113.18(11) . . ?
C17 C12 C13 120.70(13) . . ?
C17 C12 S1 119.07(11) . . ?
C13 C12 S1 120.12(11) . . ?
C14 C13 C12 119.17(13) . . ?
C14 C13 H13 120.4 . . ?
C12 C13 H13 120.4 . . ?
C13 C14 C15 121.12(13) . . ?
C13 C14 H14 119.4 . . ?
C15 C14 H14 119.4 . . ?
C16 C15 C14 118.54(13) . . ?
C16 C15 C18 121.14(13) . . ?
C14 C15 C18 120.32(14) . . ?
C17 C16 C15 121.37(13) . . ?
C17 C16 H16 119.3 . . ?
C15 C16 H16 119.3 . . ?
C16 C17 C12 119.06(13) . . ?
C16 C17 H17 120.5 . . ?
C12 C17 H17 120.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C1 N1 C5 114.12(10) . . ?
C1 N1 S1 116.01(9) . . ?
C5 N1 S1 120.71(9) . . ?
O1 S1 O2 120.06(6) . . ?
O1 S1 N1 106.05(6) . . ?
O2 S1 N1 106.85(6) . . ?
O1 S1 C12 107.55(7) . . ?
O2 S1 C12 107.87(7) . . ?
N1 S1 C12 107.94(6) . . ?

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
N1 C1 C2 C11 60.77(14) . . . . ?
N1 C1 C2 C3 -56.55(14) . . . . ?
C11 C2 C3 C4 -53.81(15) . . . . ?
C1 C2 C3 C4 63.14(15) . . . . ?
C2 C3 C4 C5 -4.06(16) . . . . ?
C3 C4 C5 N1 -56.94(13) . . . . ?
C3 C4 C5 C6 60.05(14) . . . . ?
N1 C5 C6 C7 -128.21(14) . . . . ?
C4 C5 C6 C7 117.68(14) . . . . ?
N1 C5 C6 C11 54.70(14) . . . . ?
C4 C5 C6 C11 -59.41(14) . . . . ?
C11 C6 C7 C8 -0.4(2) . . . . ?
C5 C6 C7 C8 -177.31(13) . . . . ?
C6 C7 C8 C9 -0.6(2) . . . . ?
C7 C8 C9 C10 0.6(2) . . . . ?
C8 C9 C10 C11 0.6(2) . . . . ?
C9 C10 C11 C6 -1.7(2) . . . . ?
C9 C10 C11 C2 178.10(13) . . . . ?
C7 C6 C11 C10 1.6(2) . . . . ?
C5 C6 C11 C10 178.86(12) . . . . ?
C7 C6 C11 C2 -178.18(12) . . . . ?
C5 C6 C11 C2 -0.92(16) . . . . ?
C1 C2 C11 C10 122.28(15) . . . . ?
C3 C2 C11 C10 -120.81(15) . . . . ?
C1 C2 C11 C6 -57.95(15) . . . . ?
C3 C2 C11 C6 58.96(15) . . . . ?
C17 C12 C13 C14 -0.5(2) . . . . ?
S1 C12 C13 C14 175.83(10) . . . . ?
C12 C13 C14 C15 -1.4(2) . . . . ?
C13 C14 C15 C16 1.9(2) . . . . ?
C13 C14 C15 C18 -178.22(13) . . . . ?
C14 C15 C16 C17 -0.6(2) . . . . ?
C18 C15 C16 C17 179.54(13) . . . . ?
C15 C16 C17 C12 -1.2(2) . . . . ?
C13 C12 C17 C16 1.80(19) . . . . ?
S1 C12 C17 C16 -174.59(10) . . . . ?
C2 C1 N1 C5 -7.61(15) . . . . ?
C2 C1 N1 S1 -154.85(9) . . . . ?
C6 C5 N1 C1 -49.22(14) . . . . ?
C4 C5 N1 C1 66.21(13) . . . . ?
C6 C5 N1 S1 96.34(11) . . . . ?
C4 C5 N1 S1 -148.23(9) . . . . ?
C1 N1 S1 O1 -47.67(10) . . . . ?
C5 N1 S1 O1 167.39(9) . . . . ?
C1 N1 S1 O2 -176.85(9) . . . . ?
C5 N1 S1 O2 38.21(11) . . . . ?
C1 N1 S1 C12 67.35(11) . . . . ?
C5 N1 S1 C12 -77.59(11) . . . . ?
C17 C12 S1 O1 -167.31(10) . . . . ?
C13 C12 S1 O1 16.27(13) . . . . ?
C17 C12 S1 O2 -36.47(12) . . . . ?
C13 C12 S1 O2 147.11(11) . . . . ?
C17 C12 S1 N1 78.66(11) . . . . ?
C13 C12 S1 N1 -97.76(11) . . . . ?

_refine_diff_density_max         0.429
_refine_diff_density_min         -0.415
_refine_diff_density_rms         0.057
####################################################################### 
# 
# 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_SHE931b
_database_code_depnum_ccdc_archive 'CCDC 1841280'
_audit_update_record             
;
2018-05-03 deposited with the CCDC.
2018-06-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H15 F6 N O3 S'
_chemical_formula_weight         391.33
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_space_group_IT_number           15
_symmetry_space_group_name_H-M   C2/c
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_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                   39.756(4)
_cell_length_b                   6.2412(7)
_cell_length_c                   31.125(3)
_cell_angle_alpha                90
_cell_angle_beta                 123.261(2)
_cell_angle_gamma                90
_cell_volume                     6457.8(12)
_cell_formula_units_Z            16
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8571
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      29.13

_exptl_crystal_description       Needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.610
_exptl_crystal_F_000             3200
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.01
_exptl_absorpt_coefficient_mu    0.280
_shelx_estimated_absorpt_T_min   0.933
_shelx_estimated_absorpt_T_max   0.997
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.767
_exptl_absorpt_correction_T_max  0.997
_exptl_absorpt_process_details   
; 
 SADABS Version 2008/1 Bruker-Nonius
 Blessing, Acta Cryst. (1995) A51 33-38
;
_exptl_special_details           
; 
 It should be noted that the esd's of the cell dimensions are probably too low;
 they should be multiplied by a factor of 2 to 10
;
_diffrn_ambient_temperature      100(2)
_diffrn_measurement_specimen_support 'magnetic support with MicroMount'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Microfocus source E025 IuS'
_diffrn_source_type              'Bruker APEX DUO'
_diffrn_source_power             50
_diffrn_source_current           0.6
_diffrn_source_size              '0.2 mm x 0.2 mm fine focus'
_diffrn_radiation_monochromator  'Quazar MX Multilayer Optics'
_diffrn_detector_type            '4K CCD area detector APEX II'
_diffrn_measurement_device_type  'APEX DUO Kappa 4-axis goniometer'
_diffrn_measurement_method       
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_detector_area_resol_mean 512
_diffrn_reflns_number            45043
_diffrn_reflns_av_unetI/netI     0.0582
_diffrn_reflns_av_R_equivalents  0.0627
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_h_max       56
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_theta_min         1.565
_diffrn_reflns_theta_max         30.686
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             9922
_reflns_number_gt                6845
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2 v2014.9-0'
_computing_cell_refinement       'Bruker APEX2 v2014.9-0'
_computing_data_reduction        'Bruker SAINT V7.60A'
_computing_structure_solution    Sir2011
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0452P)²+30.4496P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9922
_refine_ls_number_parameters     453
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1017
_refine_ls_R_factor_gt           0.0641
_refine_ls_wR_factor_ref         0.1599
_refine_ls_wR_factor_gt          0.1453
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.071
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1B S 0.39804(2) 0.76840(11) 0.49636(3) 0.01720(14) Uani 1 1 d . . . . .
F1B F 0.45660(6) 0.6758(3) 0.70314(7) 0.0303(4) Uani 1 1 d . . . . .
F2B F 0.49849(6) 0.8348(3) 0.69014(7) 0.0320(4) Uani 1 1 d . . . . .
F3B F 0.49397(6) 0.3185(3) 0.69655(7) 0.0307(4) Uani 1 1 d . . . . .
F4B F 0.52433(5) 0.4782(4) 0.66573(8) 0.0360(5) Uani 1 1 d . . . . .
F5B F 0.47900(6) 0.2409(3) 0.62043(8) 0.0322(4) Uani 1 1 d . . . . .
F6B F 0.43495(6) 0.9032(3) 0.64154(8) 0.0353(5) Uani 1 1 d . . . . .
O1B O 0.43793(6) 0.6840(3) 0.51762(8) 0.0221(4) Uani 1 1 d . . . . .
O2B O 0.39129(6) 0.9955(3) 0.49167(8) 0.0247(4) Uani 1 1 d . . . . .
N1B N 0.38337(7) 0.6819(4) 0.53330(9) 0.0172(4) Uani 1 1 d . . . . .
O1 O 0.41866(5) 0.4775(3) 0.61016(7) 0.0174(4) Uani 1 1 d . . . . .
C1B C 0.34369(9) 0.7547(5) 0.52259(12) 0.0232(6) Uani 1 1 d . . . . .
H1BA H 0.3233 0.7628 0.4852 0.028 Uiso 1 1 calc R U . . .
H1BB H 0.3460 0.8966 0.5382 0.028 Uiso 1 1 calc R U . . .
C2B C 0.33305(9) 0.5815(5) 0.54761(11) 0.0249(6) Uani 1 1 d . . . . .
H2BA H 0.3035 0.5631 0.5292 0.030 Uiso 1 1 calc R U . . .
H2BB H 0.3440 0.6161 0.5840 0.030 Uiso 1 1 calc R U . . .
C3B C 0.35289(9) 0.3810(5) 0.54306(11) 0.0223(6) Uani 1 1 d . . . . .
H3BA H 0.3569 0.2707 0.5683 0.027 Uiso 1 1 calc R U . . .
H3BB H 0.3367 0.3193 0.5081 0.027 Uiso 1 1 calc R U . . .
C4B C 0.39267(8) 0.4658(4) 0.55458(10) 0.0164(5) Uani 1 1 d . . . . .
H4B H 0.4043 0.3744 0.5394 0.020 Uiso 1 1 calc R U . . .
C5B C 0.45638(8) 0.5731(5) 0.62931(10) 0.0186(5) Uani 1 1 d . . . . .
H5B H 0.4565 0.6400 0.6002 0.022 Uiso 1 1 calc R U . . .
C6B C 0.46172(9) 0.7471(5) 0.66664(11) 0.0229(6) Uani 1 1 d . . . . .
C7B C 0.48859(9) 0.4008(5) 0.65363(11) 0.0238(6) Uani 1 1 d . . . . .
C8B C 0.36579(8) 0.6542(4) 0.43524(10) 0.0172(5) Uani 1 1 d . . . . .
C9B C 0.37289(9) 0.4470(5) 0.42528(11) 0.0196(5) Uani 1 1 d . . . . .
H9B H 0.3953 0.3674 0.4511 0.023 Uiso 1 1 calc R U . . .
C10B C 0.34670(9) 0.3589(5) 0.37712(11) 0.0213(6) Uani 1 1 d . . . . .
H10B H 0.3517 0.2191 0.3699 0.026 Uiso 1 1 calc R U . . .
C11B C 0.31307(9) 0.4714(5) 0.33906(11) 0.0221(6) Uani 1 1 d . . . . .
C12B C 0.30652(9) 0.6786(5) 0.35005(12) 0.0256(6) Uani 1 1 d . . . . .
H12B H 0.2839 0.7580 0.3244 0.031 Uiso 1 1 calc R U . . .
C13B C 0.33256(9) 0.7690(5) 0.39782(11) 0.0221(6) Uani 1 1 d . . . . .
H13B H 0.3277 0.9094 0.4050 0.027 Uiso 1 1 calc R U . . .
C14B C 0.28444(9) 0.3739(6) 0.28696(12) 0.0308(7) Uani 1 1 d . . . . .
H14A H 0.2873 0.4469 0.2613 0.046 Uiso 1 1 calc R U . . .
H14B H 0.2568 0.3900 0.2780 0.046 Uiso 1 1 calc R U . . .
H14C H 0.2906 0.2214 0.2878 0.046 Uiso 1 1 calc R U . . .
S1A S 0.64466(2) -0.01819(11) 0.73674(3) 0.01733(14) Uani 1 1 d . . . . .
F1A F 0.69162(7) -0.1188(4) 0.88528(9) 0.0503(6) Uani 1 1 d . . . . .
F2A F 0.71937(7) 0.1101(4) 0.94658(8) 0.0471(6) Uani 1 1 d . . . . .
F3A F 0.75535(6) -0.0670(4) 0.92685(9) 0.0471(6) Uani 1 1 d . . . . .
F4A F 0.75151(6) 0.4671(4) 0.93027(8) 0.0431(5) Uani 1 1 d . . . . .
F5A F 0.78140(6) 0.2809(4) 0.90306(10) 0.0482(6) Uani 1 1 d . . . . .
F6A F 0.73671(7) 0.5144(4) 0.85356(9) 0.0478(6) Uani 1 1 d . . . . .
O1A O 0.64405(6) -0.2469(3) 0.74161(8) 0.0232(4) Uani 1 1 d . . . . .
O2A O 0.68028(6) 0.0864(3) 0.74583(8) 0.0232(4) Uani 1 1 d . . . . .
O9A O 0.67653(6) 0.3016(3) 0.85187(7) 0.0200(4) Uani 1 1 d . . . . .
N1A N 0.63567(7) 0.0871(4) 0.77775(9) 0.0173(4) Uani 1 1 d . . . . .
C1A C 0.59890(9) 0.0201(5) 0.77555(12) 0.0239(6) Uani 1 1 d . . . . .
H1AA H 0.6036 -0.1139 0.7951 0.029 Uiso 1 1 calc R U . . .
H1AB H 0.5761 -0.0015 0.7396 0.029 Uiso 1 1 calc R U . . .
C2A C 0.59094(9) 0.2072(5) 0.80024(11) 0.0219(6) Uani 1 1 d . . . . .
H2AA H 0.6039 0.1832 0.8375 0.026 Uiso 1 1 calc R U . . .
H2AB H 0.5617 0.2286 0.7841 0.026 Uiso 1 1 calc R U . . .
C3A C 0.60974(9) 0.3996(5) 0.79030(11) 0.0226(6) Uani 1 1 d . . . . .
H3AA H 0.5914 0.4570 0.7552 0.027 Uiso 1 1 calc R U . . .
H3AB H 0.6165 0.5153 0.8156 0.027 Uiso 1 1 calc R U . . .
C4A C 0.64712(8) 0.3046(4) 0.79672(10) 0.0181(5) Uani 1 1 d . . . . .
H4A H 0.6566 0.3876 0.7779 0.022 Uiso 1 1 calc R U . . .
C6A C 0.71286(8) 0.1984(4) 0.86788(11) 0.0197(5) Uani 1 1 d . . . . .
H6A H 0.7106 0.1262 0.8377 0.024 Uiso 1 1 calc R U . . .
C7A C 0.74597(9) 0.3660(5) 0.88923(13) 0.0292(7) Uani 1 1 d . . . . .
C11A C 0.71996(10) 0.0315(5) 0.90719(12) 0.0301(7) Uani 1 1 d . . . . .
C15A C 0.60344(8) 0.0498(4) 0.67505(10) 0.0170(5) Uani 1 1 d . . . . .
C16A C 0.60097(9) 0.2530(5) 0.65540(11) 0.0212(6) Uani 1 1 d . . . . .
H16A H 0.6222 0.3531 0.6738 0.025 Uiso 1 1 calc R U . . .
C17A C 0.56687(9) 0.3069(5) 0.60835(11) 0.0215(6) Uani 1 1 d . . . . .
H17A H 0.5652 0.4449 0.5944 0.026 Uiso 1 1 calc R U . . .
C18A C 0.53502(9) 0.1649(5) 0.58100(11) 0.0211(6) Uani 1 1 d . . . . .
C19A C 0.53824(9) -0.0385(5) 0.60159(11) 0.0220(6) Uani 1 1 d . . . . .
H19A H 0.5168 -0.1381 0.5834 0.026 Uiso 1 1 calc R U . . .
C20A C 0.57233(9) -0.0969(4) 0.64839(11) 0.0202(5) Uani 1 1 d . . . . .
H20A H 0.5744 -0.2359 0.6621 0.024 Uiso 1 1 calc R U . . .
C21A C 0.49768(9) 0.2323(5) 0.53115(11) 0.0268(6) Uani 1 1 d . . . . .
H21A H 0.5041 0.2537 0.5052 0.040 Uiso 1 1 calc R U . . .
H21B H 0.4875 0.3665 0.5362 0.040 Uiso 1 1 calc R U . . .
H21C H 0.4771 0.1206 0.5195 0.040 Uiso 1 1 calc R U . . .


_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
S1B O2B 1.435(2) . ?
S1B O1B 1.442(2) . ?
S1B N1B 1.640(2) . ?
S1B C8B 1.759(3) . ?
F1B C6B 1.336(3) . ?
F2B C6B 1.341(3) . ?
F3B C7B 1.334(3) . ?
F4B C7B 1.344(4) . ?
F5B C7B 1.333(4) . ?
F6B C6B 1.334(4) . ?
N1B C4B 1.458(3) . ?
N1B C1B 1.493(4) . ?
O1 C5B 1.407(3) . ?
O1 C4B 1.451(3) . ?
C1B C2B 1.522(4) . ?
C1B H1BA 0.9900 . ?
C1B H1BB 0.9900 . ?
C2B C3B 1.527(4) . ?
C2B H2BA 0.9900 . ?
C2B H2BB 0.9900 . ?
C3B C4B 1.513(4) . ?
C3B H3BA 0.9900 . ?
C3B H3BB 0.9900 . ?
C4B H4B 1.0000 . ?
C5B C7B 1.518(4) . ?
C5B C6B 1.518(4) . ?
C5B H5B 1.0000 . ?
C8B C13B 1.389(4) . ?
C8B C9B 1.394(4) . ?
C9B C10B 1.386(4) . ?
C9B H9B 0.9500 . ?
C10B C11B 1.395(4) . ?
C10B H10B 0.9500 . ?
C11B C12B 1.398(4) . ?
C11B C14B 1.507(4) . ?
C12B C13B 1.383(4) . ?
C12B H12B 0.9500 . ?
C13B H13B 0.9500 . ?
C14B H14A 0.9800 . ?
C14B H14B 0.9800 . ?
C14B H14C 0.9800 . ?
S1A O1A 1.437(2) . ?
S1A O2A 1.440(2) . ?
S1A N1A 1.640(2) . ?
S1A C15A 1.761(3) . ?
F1A C11A 1.331(4) . ?
F2A C11A 1.333(4) . ?
F3A C11A 1.337(4) . ?
F4A C7A 1.330(4) . ?
F5A C7A 1.337(4) . ?
F6A C7A 1.333(4) . ?
O9A C6A 1.400(3) . ?
O9A C4A 1.453(3) . ?
N1A C4A 1.450(4) . ?
N1A C1A 1.485(4) . ?
C1A C2A 1.523(4) . ?
C1A H1AA 0.9900 . ?
C1A H1AB 0.9900 . ?
C2A C3A 1.533(4) . ?
C2A H2AA 0.9900 . ?
C2A H2AB 0.9900 . ?
C3A C4A 1.508(4) . ?
C3A H3AA 0.9900 . ?
C3A H3AB 0.9900 . ?
C4A H4A 1.0000 . ?
C6A C11A 1.511(4) . ?
C6A C7A 1.519(4) . ?
C6A H6A 1.0000 . ?
C15A C16A 1.388(4) . ?
C15A C20A 1.389(4) . ?
C16A C17A 1.385(4) . ?
C16A H16A 0.9500 . ?
C17A C18A 1.390(4) . ?
C17A H17A 0.9500 . ?
C18A C19A 1.396(4) . ?
C18A C21A 1.504(4) . ?
C19A C20A 1.388(4) . ?
C19A H19A 0.9500 . ?
C20A H20A 0.9500 . ?
C21A H21A 0.9800 . ?
C21A H21B 0.9800 . ?
C21A H21C 0.9800 . ?

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
O2B S1B O1B 120.30(13) . . ?
O2B S1B N1B 106.14(13) . . ?
O1B S1B N1B 106.41(12) . . ?
O2B S1B C8B 107.80(13) . . ?
O1B S1B C8B 108.30(13) . . ?
N1B S1B C8B 107.23(13) . . ?
C4B N1B C1B 110.9(2) . . ?
C4B N1B S1B 121.59(18) . . ?
C1B N1B S1B 118.79(18) . . ?
C5B O1 C4B 115.0(2) . . ?
N1B C1B C2B 103.0(2) . . ?
N1B C1B H1BA 111.2 . . ?
C2B C1B H1BA 111.2 . . ?
N1B C1B H1BB 111.2 . . ?
C2B C1B H1BB 111.2 . . ?
H1BA C1B H1BB 109.1 . . ?
C1B C2B C3B 103.4(2) . . ?
C1B C2B H2BA 111.1 . . ?
C3B C2B H2BA 111.1 . . ?
C1B C2B H2BB 111.1 . . ?
C3B C2B H2BB 111.1 . . ?
H2BA C2B H2BB 109.0 . . ?
C4B C3B C2B 102.5(2) . . ?
C4B C3B H3BA 111.3 . . ?
C2B C3B H3BA 111.3 . . ?
C4B C3B H3BB 111.3 . . ?
C2B C3B H3BB 111.3 . . ?
H3BA C3B H3BB 109.2 . . ?
O1 C4B N1B 109.4(2) . . ?
O1 C4B C3B 105.6(2) . . ?
N1B C4B C3B 104.1(2) . . ?
O1 C4B H4B 112.4 . . ?
N1B C4B H4B 112.4 . . ?
C3B C4B H4B 112.4 . . ?
O1 C5B C7B 108.8(2) . . ?
O1 C5B C6B 107.3(2) . . ?
C7B C5B C6B 113.5(2) . . ?
O1 C5B H5B 109.0 . . ?
C7B C5B H5B 109.0 . . ?
C6B C5B H5B 109.0 . . ?
F6B C6B F1B 107.3(2) . . ?
F6B C6B F2B 107.6(2) . . ?
F1B C6B F2B 107.5(2) . . ?
F6B C6B C5B 110.0(2) . . ?
F1B C6B C5B 113.0(2) . . ?
F2B C6B C5B 111.3(2) . . ?
F5B C7B F3B 108.0(3) . . ?
F5B C7B F4B 107.1(2) . . ?
F3B C7B F4B 107.1(2) . . ?
F5B C7B C5B 109.8(2) . . ?
F3B C7B C5B 113.6(2) . . ?
F4B C7B C5B 111.0(3) . . ?
C13B C8B C9B 120.5(3) . . ?
C13B C8B S1B 119.5(2) . . ?
C9B C8B S1B 120.0(2) . . ?
C10B C9B C8B 119.0(3) . . ?
C10B C9B H9B 120.5 . . ?
C8B C9B H9B 120.5 . . ?
C9B C10B C11B 121.4(3) . . ?
C9B C10B H10B 119.3 . . ?
C11B C10B H10B 119.3 . . ?
C10B C11B C12B 118.6(3) . . ?
C10B C11B C14B 121.1(3) . . ?
C12B C11B C14B 120.3(3) . . ?
C13B C12B C11B 120.7(3) . . ?
C13B C12B H12B 119.7 . . ?
C11B C12B H12B 119.7 . . ?
C12B C13B C8B 119.9(3) . . ?
C12B C13B H13B 120.1 . . ?
C8B C13B H13B 120.1 . . ?
C11B C14B H14A 109.5 . . ?
C11B C14B H14B 109.5 . . ?
H14A C14B H14B 109.5 . . ?
C11B C14B H14C 109.5 . . ?
H14A C14B H14C 109.5 . . ?
H14B C14B H14C 109.5 . . ?
O1A S1A O2A 120.08(13) . . ?
O1A S1A N1A 107.01(12) . . ?
O2A S1A N1A 106.04(12) . . ?
O1A S1A C15A 107.15(13) . . ?
O2A S1A C15A 109.38(13) . . ?
N1A S1A C15A 106.41(12) . . ?
C6A O9A C4A 115.5(2) . . ?
C4A N1A C1A 111.3(2) . . ?
C4A N1A S1A 122.55(19) . . ?
C1A N1A S1A 118.72(19) . . ?
N1A C1A C2A 103.5(2) . . ?
N1A C1A H1AA 111.1 . . ?
C2A C1A H1AA 111.1 . . ?
N1A C1A H1AB 111.1 . . ?
C2A C1A H1AB 111.1 . . ?
H1AA C1A H1AB 109.0 . . ?
C1A C2A C3A 103.8(2) . . ?
C1A C2A H2AA 111.0 . . ?
C3A C2A H2AA 111.0 . . ?
C1A C2A H2AB 111.0 . . ?
C3A C2A H2AB 111.0 . . ?
H2AA C2A H2AB 109.0 . . ?
C4A C3A C2A 102.7(2) . . ?
C4A C3A H3AA 111.2 . . ?
C2A C3A H3AA 111.2 . . ?
C4A C3A H3AB 111.2 . . ?
C2A C3A H3AB 111.2 . . ?
H3AA C3A H3AB 109.1 . . ?
N1A C4A O9A 109.8(2) . . ?
N1A C4A C3A 104.3(2) . . ?
O9A C4A C3A 104.9(2) . . ?
N1A C4A H4A 112.4 . . ?
O9A C4A H4A 112.4 . . ?
C3A C4A H4A 112.4 . . ?
O9A C6A C11A 107.7(2) . . ?
O9A C6A C7A 108.5(2) . . ?
C11A C6A C7A 112.8(3) . . ?
O9A C6A H6A 109.3 . . ?
C11A C6A H6A 109.3 . . ?
C7A C6A H6A 109.3 . . ?
F4A C7A F6A 107.1(3) . . ?
F4A C7A F5A 106.8(3) . . ?
F6A C7A F5A 107.8(3) . . ?
F4A C7A C6A 113.2(3) . . ?
F6A C7A C6A 109.7(3) . . ?
F5A C7A C6A 112.0(3) . . ?
F1A C11A F2A 107.1(3) . . ?
F1A C11A F3A 107.0(3) . . ?
F2A C11A F3A 107.0(3) . . ?
F1A C11A C6A 110.0(3) . . ?
F2A C11A C6A 113.7(3) . . ?
F3A C11A C6A 111.7(3) . . ?
C16A C15A C20A 120.9(3) . . ?
C16A C15A S1A 120.0(2) . . ?
C20A C15A S1A 118.9(2) . . ?
C17A C16A C15A 118.7(3) . . ?
C17A C16A H16A 120.7 . . ?
C15A C16A H16A 120.7 . . ?
C16A C17A C18A 121.8(3) . . ?
C16A C17A H17A 119.1 . . ?
C18A C17A H17A 119.1 . . ?
C17A C18A C19A 118.4(3) . . ?
C17A C18A C21A 120.4(3) . . ?
C19A C18A C21A 121.2(3) . . ?
C20A C19A C18A 120.8(3) . . ?
C20A C19A H19A 119.6 . . ?
C18A C19A H19A 119.6 . . ?
C19A C20A C15A 119.4(3) . . ?
C19A C20A H20A 120.3 . . ?
C15A C20A H20A 120.3 . . ?
C18A C21A H21A 109.5 . . ?
C18A C21A H21B 109.5 . . ?
H21A C21A H21B 109.5 . . ?
C18A C21A H21C 109.5 . . ?
H21A C21A H21C 109.5 . . ?
H21B C21A H21C 109.5 . . ?

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
O2B S1B N1B C4B -168.2(2) . . . . ?
O1B S1B N1B C4B -38.9(2) . . . . ?
C8B S1B N1B C4B 76.8(2) . . . . ?
O2B S1B N1B C1B 47.1(2) . . . . ?
O1B S1B N1B C1B 176.4(2) . . . . ?
C8B S1B N1B C1B -67.9(2) . . . . ?
C4B N1B C1B C2B 9.5(3) . . . . ?
S1B N1B C1B C2B 157.67(19) . . . . ?
N1B C1B C2B C3B -30.4(3) . . . . ?
C1B C2B C3B C4B 40.2(3) . . . . ?
C5B O1 C4B N1B -62.5(3) . . . . ?
C5B O1 C4B C3B -174.1(2) . . . . ?
C1B N1B C4B O1 -96.9(2) . . . . ?
S1B N1B C4B O1 115.9(2) . . . . ?
C1B N1B C4B C3B 15.5(3) . . . . ?
S1B N1B C4B C3B -131.6(2) . . . . ?
C2B C3B C4B O1 81.2(2) . . . . ?
C2B C3B C4B N1B -34.0(3) . . . . ?
C4B O1 C5B C7B -108.8(2) . . . . ?
C4B O1 C5B C6B 128.0(2) . . . . ?
O1 C5B C6B F6B -66.2(3) . . . . ?
C7B C5B C6B F6B 173.6(2) . . . . ?
O1 C5B C6B F1B 53.7(3) . . . . ?
C7B C5B C6B F1B -66.6(3) . . . . ?
O1 C5B C6B F2B 174.7(2) . . . . ?
C7B C5B C6B F2B 54.5(3) . . . . ?
O1 C5B C7B F5B 52.7(3) . . . . ?
C6B C5B C7B F5B 172.0(2) . . . . ?
O1 C5B C7B F3B -68.4(3) . . . . ?
C6B C5B C7B F3B 51.0(3) . . . . ?
O1 C5B C7B F4B 170.9(2) . . . . ?
C6B C5B C7B F4B -69.7(3) . . . . ?
O2B S1B C8B C13B -19.0(3) . . . . ?
O1B S1B C8B C13B -150.6(2) . . . . ?
N1B S1B C8B C13B 95.0(2) . . . . ?
O2B S1B C8B C9B 163.3(2) . . . . ?
O1B S1B C8B C9B 31.7(3) . . . . ?
N1B S1B C8B C9B -82.7(2) . . . . ?
C13B C8B C9B C10B 1.2(4) . . . . ?
S1B C8B C9B C10B 178.9(2) . . . . ?
C8B C9B C10B C11B -1.5(4) . . . . ?
C9B C10B C11B C12B 1.2(4) . . . . ?
C9B C10B C11B C14B -179.3(3) . . . . ?
C10B C11B C12B C13B -0.7(4) . . . . ?
C14B C11B C12B C13B 179.8(3) . . . . ?
C11B C12B C13B C8B 0.5(5) . . . . ?
C9B C8B C13B C12B -0.8(4) . . . . ?
S1B C8B C13B C12B -178.5(2) . . . . ?
O1A S1A N1A C4A 158.3(2) . . . . ?
O2A S1A N1A C4A 29.0(2) . . . . ?
C15A S1A N1A C4A -87.4(2) . . . . ?
O1A S1A N1A C1A -54.4(2) . . . . ?
O2A S1A N1A C1A 176.3(2) . . . . ?
C15A S1A N1A C1A 59.9(2) . . . . ?
C4A N1A C1A C2A -5.8(3) . . . . ?
S1A N1A C1A C2A -156.5(2) . . . . ?
N1A C1A C2A C3A 26.8(3) . . . . ?
C1A C2A C3A C4A -37.7(3) . . . . ?
C1A N1A C4A O9A 94.0(3) . . . . ?
S1A N1A C4A O9A -116.6(2) . . . . ?
C1A N1A C4A C3A -17.9(3) . . . . ?
S1A N1A C4A C3A 131.5(2) . . . . ?
C6A O9A C4A N1A 62.0(3) . . . . ?
C6A O9A C4A C3A 173.6(2) . . . . ?
C2A C3A C4A N1A 33.9(3) . . . . ?
C2A C3A C4A O9A -81.5(3) . . . . ?
C4A O9A C6A C11A -126.1(2) . . . . ?
C4A O9A C6A C7A 111.5(3) . . . . ?
O9A C6A C7A F4A 62.3(3) . . . . ?
C11A C6A C7A F4A -56.9(4) . . . . ?
O9A C6A C7A F6A -57.3(3) . . . . ?
C11A C6A C7A F6A -176.5(3) . . . . ?
O9A C6A C7A F5A -176.9(3) . . . . ?
C11A C6A C7A F5A 63.9(4) . . . . ?
O9A C6A C11A F1A 64.9(3) . . . . ?
C7A C6A C11A F1A -175.5(3) . . . . ?
O9A C6A C11A F2A -55.1(3) . . . . ?
C7A C6A C11A F2A 64.5(4) . . . . ?
O9A C6A C11A F3A -176.4(2) . . . . ?
C7A C6A C11A F3A -56.8(4) . . . . ?
O1A S1A C15A C16A -166.7(2) . . . . ?
O2A S1A C15A C16A -35.0(3) . . . . ?
N1A S1A C15A C16A 79.1(2) . . . . ?
O1A S1A C15A C20A 18.1(3) . . . . ?
O2A S1A C15A C20A 149.7(2) . . . . ?
N1A S1A C15A C20A -96.1(2) . . . . ?
C20A C15A C16A C17A -0.4(4) . . . . ?
S1A C15A C16A C17A -175.5(2) . . . . ?
C15A C16A C17A C18A 1.1(4) . . . . ?
C16A C17A C18A C19A -1.1(4) . . . . ?
C16A C17A C18A C21A 177.3(3) . . . . ?
C17A C18A C19A C20A 0.4(4) . . . . ?
C21A C18A C19A C20A -178.0(3) . . . . ?
C18A C19A C20A C15A 0.4(4) . . . . ?
C16A C15A C20A C19A -0.4(4) . . . . ?
S1A C15A C20A C19A 174.8(2) . . . . ?

_refine_diff_density_max         0.522
_refine_diff_density_min         -0.629
_refine_diff_density_rms         0.088
