# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1579549'
_audit_update_record             
;
2017-10-12 deposited with the CCDC.
2018-02-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H22 F2 N2 S2'
_chemical_formula_weight         440.56

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   4.9401(5)
_cell_length_b                   27.416(3)
_cell_length_c                   15.4519(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.408(2)
_cell_angle_gamma                90.00
_cell_volume                     2083.5(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2291
_cell_measurement_theta_min      2.5924
_cell_measurement_theta_max      25.2181

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.405
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             920
_exptl_absorpt_coefficient_mu    0.287
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13026
_diffrn_reflns_av_R_equivalents  0.0498
_diffrn_reflns_av_sigmaI/netI    0.0558
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.49
_diffrn_reflns_theta_max         26.04
_reflns_number_total             4084
_reflns_number_gt                3236
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_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)+(0.0590P)²+0.0579P] 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         4084
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0715
_refine_ls_R_factor_gt           0.0532
_refine_ls_wR_factor_ref         0.1251
_refine_ls_wR_factor_gt          0.1152
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_restrained_S_all      1.090
_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
S1 S 0.31768(12) 0.41875(2) 0.35812(4) 0.02589(19) Uani 1 1 d . . .
S2 S 0.77015(12) 0.51520(2) 0.41253(4) 0.02520(19) Uani 1 1 d . . .
F1 F -0.4479(3) 0.61914(6) -0.12244(9) 0.0365(4) Uani 1 1 d . . .
N2 N -0.0563(4) 0.52268(8) 0.11198(13) 0.0243(5) Uani 1 1 d . . .
F3 F -0.0753(3) 0.68727(6) -0.08966(10) 0.0404(4) Uani 1 1 d . . .
C4 C 0.1384(5) 0.60169(9) 0.08335(15) 0.0228(6) Uani 1 1 d . . .
N5 N 0.3294(4) 0.59857(8) 0.15138(12) 0.0233(5) Uani 1 1 d . . .
C6 C 0.3291(4) 0.55823(9) 0.19941(15) 0.0215(5) Uani 1 1 d . . .
C7 C 0.1343(5) 0.51955(9) 0.17920(15) 0.0206(5) Uani 1 1 d . . .
C8 C 0.5261(4) 0.51187(9) 0.32497(15) 0.0226(6) Uani 1 1 d . . .
C9 C 0.5250(4) 0.55324(9) 0.27396(15) 0.0220(5) Uani 1 1 d . . .
C10 C -0.0576(5) 0.56387(9) 0.06361(15) 0.0225(6) Uani 1 1 d . . .
C11 C 0.3391(5) 0.47316(9) 0.30384(15) 0.0220(6) Uani 1 1 d . . .
C12 C -0.0612(5) 0.64784(10) -0.03717(16) 0.0274(6) Uani 1 1 d . . .
C13 C 0.1458(4) 0.47628(9) 0.23356(15) 0.0221(6) Uani 1 1 d . . .
C14 C -0.2583(5) 0.61112(10) -0.05522(16) 0.0274(6) Uani 1 1 d . . .
C15 C 1.1686(5) 0.64863(10) 0.40082(16) 0.0272(6) Uani 1 1 d . . .
H15A H 1.0060 0.6687 0.3964 0.033 Uiso 1 1 calc R . .
H15B H 1.2281 0.6454 0.3430 0.033 Uiso 1 1 calc R . .
C16 C -0.0743(5) 0.34976(10) 0.29580(17) 0.0298(6) Uani 1 1 d . . .
H16A H -0.1978 0.3427 0.2448 0.036 Uiso 1 1 calc R . .
H16B H -0.1804 0.3504 0.3455 0.036 Uiso 1 1 calc R . .
C17 C 1.1012(5) 0.59853(9) 0.43450(16) 0.0251(6) Uani 1 1 d . . .
H17A H 1.2635 0.5785 0.4371 0.030 Uiso 1 1 calc R . .
H17B H 1.0500 0.6019 0.4933 0.030 Uiso 1 1 calc R . .
C18 C 0.0470(5) 0.39953(10) 0.28528(16) 0.0255(6) Uani 1 1 d . . .
C19 C 0.8755(5) 0.57262(9) 0.38030(16) 0.0232(6) Uani 1 1 d . . .
C20 C 0.7284(5) 0.58760(9) 0.30638(15) 0.0231(6) Uani 1 1 d . . .
H20A H 0.7568 0.6173 0.2795 0.028 Uiso 1 1 calc R . .
C21 C -0.2583(5) 0.57004(10) -0.00725(16) 0.0277(6) Uani 1 1 d . . .
H21A H -0.3885 0.5460 -0.0206 0.033 Uiso 1 1 calc R . .
C22 C 0.1327(5) 0.64378(10) 0.02988(16) 0.0269(6) Uani 1 1 d . . .
H22A H 0.2613 0.6683 0.0410 0.032 Uiso 1 1 calc R . .
C23 C 1.3904(5) 0.67375(10) 0.45996(18) 0.0331(7) Uani 1 1 d . . .
H23A H 1.3293 0.6769 0.5176 0.040 Uiso 1 1 calc R . .
H23B H 1.5512 0.6533 0.4648 0.040 Uiso 1 1 calc R . .
C24 C 0.1324(5) 0.30874(9) 0.30832(17) 0.0299(6) Uani 1 1 d . . .
H24A H 0.2465 0.3092 0.2606 0.036 Uiso 1 1 calc R . .
H24B H 0.2483 0.3145 0.3616 0.036 Uiso 1 1 calc R . .
C25 C -0.0212(5) 0.43400(9) 0.22423(15) 0.0250(6) Uani 1 1 d . . .
H25A H -0.1629 0.4304 0.1806 0.030 Uiso 1 1 calc R . .
C26 C 0.0032(6) 0.25871(11) 0.3128(2) 0.0418(8) Uani 1 1 d . . .
H26A H -0.1078 0.2580 0.3613 0.050 Uiso 1 1 calc R . .
H26B H -0.1159 0.2533 0.2601 0.050 Uiso 1 1 calc R . .
C27 C 1.4670(6) 0.72382(11) 0.4287(2) 0.0486(8) Uani 1 1 d . . .
H27A H 1.6061 0.7375 0.4690 0.073 Uiso 1 1 calc R . .
H27B H 1.3099 0.7446 0.4247 0.073 Uiso 1 1 calc R . .
H27C H 1.5334 0.7210 0.3725 0.073 Uiso 1 1 calc R . .
C28 C 0.2075(7) 0.21768(12) 0.3233(2) 0.0572(10) Uani 1 1 d . . .
H28A H 0.1136 0.1872 0.3264 0.086 Uiso 1 1 calc R . .
H28B H 0.3249 0.2225 0.3757 0.086 Uiso 1 1 calc R . .
H28C H 0.3140 0.2173 0.2744 0.086 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
S1 C11 1.720(3) . ?
S1 C18 1.746(2) . ?
S2 C8 1.728(2) . ?
S2 C19 1.745(3) . ?
F1 C14 1.349(3) . ?
N2 C7 1.337(3) . ?
N2 C10 1.354(3) . ?
F3 C12 1.349(3) . ?
C4 N5 1.347(3) . ?
C4 C22 1.418(3) . ?
C4 C10 1.432(3) . ?
N5 C6 1.332(3) . ?
C6 C9 1.439(3) . ?
C6 C7 1.446(3) . ?
C7 C13 1.452(3) . ?
C8 C9 1.381(3) . ?
C8 C11 1.425(3) . ?
C9 C20 1.433(3) . ?
C10 C21 1.416(3) . ?
C11 C13 1.379(3) . ?
C12 C22 1.348(3) . ?
C12 C14 1.410(4) . ?
C13 C25 1.422(3) . ?
C14 C21 1.348(4) . ?
C15 C17 1.517(3) . ?
C15 C23 1.524(3) . ?
C16 C18 1.505(3) . ?
C16 C24 1.519(4) . ?
C17 C19 1.508(3) . ?
C18 C25 1.355(3) . ?
C19 C20 1.358(3) . ?
C23 C27 1.515(4) . ?
C24 C26 1.517(4) . ?
C26 C28 1.510(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
C11 S1 C18 91.49(12) . . ?
C8 S2 C19 91.66(12) . . ?
C7 N2 C10 116.7(2) . . ?
N5 C4 C22 118.7(2) . . ?
N5 C4 C10 122.0(2) . . ?
C22 C4 C10 119.3(2) . . ?
C6 N5 C4 116.8(2) . . ?
N5 C6 C9 119.3(2) . . ?
N5 C6 C7 121.6(2) . . ?
C9 C6 C7 119.1(2) . . ?
N2 C7 C6 121.7(2) . . ?
N2 C7 C13 119.2(2) . . ?
C6 C7 C13 119.0(2) . . ?
C9 C8 C11 120.9(2) . . ?
C9 C8 S2 111.64(18) . . ?
C11 C8 S2 127.5(2) . . ?
C8 C9 C20 112.0(2) . . ?
C8 C9 C6 120.1(2) . . ?
C20 C9 C6 127.9(2) . . ?
N2 C10 C21 119.5(2) . . ?
N2 C10 C4 121.2(2) . . ?
C21 C10 C4 119.2(2) . . ?
C13 C11 C8 121.3(2) . . ?
C13 C11 S1 111.58(18) . . ?
C8 C11 S1 127.07(18) . . ?
C22 C12 F3 121.4(2) . . ?
C22 C12 C14 121.4(2) . . ?
F3 C12 C14 117.2(2) . . ?
C11 C13 C25 112.4(2) . . ?
C11 C13 C7 119.5(2) . . ?
C25 C13 C7 128.1(2) . . ?
C21 C14 F1 121.6(2) . . ?
C21 C14 C12 121.5(2) . . ?
F1 C14 C12 116.9(2) . . ?
C17 C15 C23 111.9(2) . . ?
C18 C16 C24 114.5(2) . . ?
C19 C17 C15 114.3(2) . . ?
C25 C18 C16 129.2(2) . . ?
C25 C18 S1 111.31(19) . . ?
C16 C18 S1 119.51(18) . . ?
C20 C19 C17 129.3(2) . . ?
C20 C19 S2 111.24(18) . . ?
C17 C19 S2 119.43(18) . . ?
C19 C20 C9 113.4(2) . . ?
C14 C21 C10 119.3(2) . . ?
C12 C22 C4 119.3(2) . . ?
C27 C23 C15 113.9(2) . . ?
C26 C24 C16 113.2(2) . . ?
C18 C25 C13 113.2(2) . . ?
C28 C26 C24 113.5(2) . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        26.04
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.343
_refine_diff_density_min         -0.352
_refine_diff_density_rms         0.097
####################################################################### 
# 
# 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_2_a
_database_code_depnum_ccdc_archive 'CCDC 1812531'
_audit_update_record             
;
2017-12-20 deposited with the CCDC.
2018-02-13 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            'C52 H48 F4 N4 S4'
_chemical_formula_weight         933.18

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        '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                   4.9884(2)
_cell_length_b                   20.5374(10)
_cell_length_c                   23.8286(11)
_cell_angle_alpha                109.0160(10)
_cell_angle_beta                 90.3880(10)
_cell_angle_gamma                91.8700(10)
_cell_volume                     2306.37(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9874
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      21.47

_exptl_crystal_description       NEEDLEL
_exptl_crystal_colour            YELLOE
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_F_000             976
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.184
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     ?
_diffrn_radiation_type           ?
_diffrn_source                   synchrotron
_diffrn_measurement_device_type  MX300
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            29058
_diffrn_reflns_av_unetI/netI     0.0354
_diffrn_reflns_av_R_equivalents  0.0397
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.770
_diffrn_reflns_theta_max         24.710
_diffrn_reflns_theta_full        24.710
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measured_fraction_theta_full 0.954
_diffrn_reflns_Laue_measured_fraction_max 0.954
_diffrn_reflns_Laue_measured_fraction_full 0.954
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_point_group_measured_fraction_full 0.954
_reflns_number_total             7478
_reflns_number_gt                6367
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.1046P)²+1.9141P] 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         7478
_refine_ls_number_parameters     581
_refine_ls_number_restraints     981
_refine_ls_R_factor_all          0.0673
_refine_ls_R_factor_gt           0.0594
_refine_ls_wR_factor_ref         0.1769
_refine_ls_wR_factor_gt          0.1673
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.005
_refine_ls_shift/su_max          0.055
_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_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
F1 F 1.0643(4) 0.46339(10) 0.43459(9) 0.0670(6) Uani 1 1 d . U . . .
S1 S 0.25716(14) 0.07522(3) 0.52425(3) 0.0387(2) Uani 1 1 d . U . . .
N1 N 0.2958(5) 0.25513(11) 0.37699(10) 0.0389(5) Uani 1 1 d . U . . .
C1 C -1.0205(10) 0.0122(3) 0.11619(19) 0.0997(16) Uani 1 1 d . U . . .
H1A H -1.0789 0.0365 0.0903 0.149 Uiso 1 1 calc R U . . .
H1AB H -1.1725 0.0006 0.1361 0.149 Uiso 1 1 calc R U . . .
H1AC H -0.9364 -0.0293 0.0933 0.149 Uiso 1 1 calc R U . . .
S2 S -0.17374(14) 0.05052(3) 0.40261(3) 0.0380(2) Uani 1 1 d . U . . .
N2 N 0.6342(5) 0.27768(11) 0.47825(10) 0.0380(5) Uani 1 1 d . U . . .
F2 F 0.7555(5) 0.44131(10) 0.33939(9) 0.0693(6) Uani 1 1 d . U . . .
C2 C -0.8219(9) 0.0573(2) 0.16172(17) 0.0753(11) Uani 1 1 d . U . . .
H2A H -0.6624 0.0654 0.1415 0.090 Uiso 1 1 calc R U . . .
H2AB H -0.8999 0.1016 0.1808 0.090 Uiso 1 1 calc R U . . .
S3 S 0.53774(17) 0.48236(4) 0.08057(3) 0.0502(2) Uani 1 1 d . U . . .
N3 N 1.0664(5) 0.54698(11) 0.26825(10) 0.0395(5) Uani 1 1 d . U . . .
F3 F 1.6078(4) 0.58196(11) 0.43921(8) 0.0680(6) Uani 1 1 d . U . . .
C3 C -0.7416(7) 0.02705(18) 0.20861(14) 0.0525(8) Uani 1 1 d . U . . .
H3A H -0.6644 -0.0173 0.1896 0.063 Uiso 1 1 calc R U . . .
H3AB H -0.9009 0.0193 0.2290 0.063 Uiso 1 1 calc R U . . .
S4 S 0.9533(2) 0.60405(5) 0.04393(4) 0.0651(3) Uani 1 1 d . U . . .
N4 N 1.3755(5) 0.65130(12) 0.24215(11) 0.0458(6) Uani 1 1 d . U . . .
F4 F 1.8814(4) 0.68397(11) 0.41823(9) 0.0724(6) Uani 1 1 d . U . . .
C4 C -0.5411(6) 0.07237(16) 0.25397(13) 0.0449(7) Uani 1 1 d . U . . .
H4A H -0.3792 0.0791 0.2339 0.054 Uiso 1 1 calc R U . . .
H4AB H -0.6159 0.1172 0.2725 0.054 Uiso 1 1 calc R U . . .
C5 C -0.4706(6) 0.04139(15) 0.30129(13) 0.0433(7) Uani 1 1 d . U . . .
H5A H -0.6318 0.0375 0.3227 0.052 Uiso 1 1 calc R U . . .
H5AB H -0.4096 -0.0048 0.2821 0.052 Uiso 1 1 calc R U . . .
C6 C -0.2596(6) 0.08119(13) 0.34503(11) 0.0366(6) Uani 1 1 d . U . . .
C7 C -0.1111(6) 0.13876(13) 0.34790(11) 0.0366(6) Uani 1 1 d . U . . .
H7 H -0.1300 0.1625 0.3210 0.044 Uiso 1 1 calc R U . . .
C8 C 0.0768(5) 0.15918(13) 0.39636(11) 0.0338(6) Uani 1 1 d . U . . .
C9 C 0.2744(5) 0.21570(13) 0.41126(11) 0.0335(5) Uani 1 1 d . U . . .
C00J C 0.0642(5) 0.11570(13) 0.42998(11) 0.0337(5) Uani 1 1 d . U . . .
C10 C 0.4861(6) 0.30595(13) 0.39240(12) 0.0382(6) Uani 1 1 d . U . . .
C11 C 0.5211(7) 0.34941(15) 0.35703(13) 0.0472(7) Uani 1 1 d . U . . .
H11 H 0.4125 0.3430 0.3236 0.057 Uiso 1 1 calc R U . . .
C12 C 0.7127(7) 0.39984(15) 0.37240(14) 0.0497(7) Uani 1 1 d . U . . .
C14 C 0.8516(7) 0.37245(15) 0.45820(13) 0.0473(7) Uani 1 1 d . U . . .
H14 H 0.9620 0.3810 0.4916 0.057 Uiso 1 1 calc R U . . .
C13 C 0.8757(7) 0.41181(14) 0.42315(14) 0.0484(7) Uani 1 1 d . U . . .
C16 C 0.4486(5) 0.22658(12) 0.46249(11) 0.0332(5) Uani 1 1 d . U . . .
C15 C 0.6555(6) 0.31768(13) 0.44360(12) 0.0378(6) Uani 1 1 d . U . . .
C17 C 0.4255(5) 0.18028(12) 0.49664(11) 0.0338(6) Uani 1 1 d . U . . .
C18 C 0.2384(5) 0.12625(13) 0.47988(11) 0.0332(5) Uani 1 1 d . U . . .
C19 C 0.5847(6) 0.18005(13) 0.54687(11) 0.0364(6) Uani 1 1 d . U . . .
H19 H 0.7199 0.2129 0.5640 0.044 Uiso 1 1 calc R U . . .
C20 C 0.5183(6) 0.12709(14) 0.56681(11) 0.0378(6) Uani 1 1 d . U . . .
C21 C 0.6317(6) 0.10784(15) 0.61746(12) 0.0437(7) Uani 1 1 d . U . . .
H21A H 0.7274 0.0656 0.6013 0.052 Uiso 1 1 calc R U . . .
H21B H 0.4839 0.0982 0.6402 0.052 Uiso 1 1 calc R U . . .
C22 C 0.8189(6) 0.16131(15) 0.65919(12) 0.0438(7) Uani 1 1 d . U . . .
H22A H 0.7283 0.2045 0.6744 0.053 Uiso 1 1 calc R U . . .
H22B H 0.9745 0.1690 0.6377 0.053 Uiso 1 1 calc R U . . .
C23 C 0.9094(7) 0.13855(16) 0.71073(13) 0.0487(7) Uani 1 1 d . U . . .
H23A H 0.7515 0.1297 0.7310 0.058 Uiso 1 1 calc R U . . .
H23B H 0.9996 0.0954 0.6948 0.058 Uiso 1 1 calc R U . . .
C24 C 1.0929(9) 0.18875(18) 0.75540(15) 0.0633(9) Uani 1 1 d . U . . .
H24A H 1.0059 0.2324 0.7708 0.076 Uiso 1 1 calc R U . . .
H24B H 1.2548 0.1964 0.7358 0.076 Uiso 1 1 calc R U . . .
C25 C 1.1688(10) 0.1645(2) 0.80669(17) 0.0811(13) Uani 1 1 d . U . . .
H25A H 1.0099 0.1582 0.8271 0.122 Uiso 1 1 calc R U . . .
H25B H 1.2872 0.1984 0.8336 0.122 Uiso 1 1 calc R U . . .
H25C H 1.2575 0.1216 0.7919 0.122 Uiso 1 1 calc R U . . .
C26 C 1.6206(16) 0.8960(4) -0.0248(3) 0.141(3) Uani 1 1 d . U . . .
H26A H 1.7042 0.8645 -0.0585 0.212 Uiso 1 1 calc R U . . .
H26B H 1.7441 0.9337 -0.0056 0.212 Uiso 1 1 calc R U . . .
H26C H 1.4633 0.9133 -0.0376 0.212 Uiso 1 1 calc R U . . .
C27 C 1.5415(18) 0.8585(4) 0.0190(3) 0.154(3) Uani 1 1 d D U . . .
H27A H 1.7033 0.8450 0.0345 0.185 Uiso 1 1 calc R U . . .
H27B H 1.4506 0.8902 0.0520 0.185 Uiso 1 1 calc R U . . .
C28 C 1.3815(15) 0.8022(4) -0.0049(3) 0.134(2) Uani 1 1 d D U . . .
H28A H 1.4796 0.7687 -0.0354 0.160 Uiso 1 1 calc R U . . .
H28B H 1.2289 0.8148 -0.0240 0.160 Uiso 1 1 calc R U . . .
C29 C 1.2776(15) 0.7679(3) 0.0394(3) 0.1321(19) Uani 1 1 d D U . . .
H29A H 1.3499 0.7945 0.0783 0.158 Uiso 1 1 calc R U . . .
H29B H 1.0844 0.7719 0.0410 0.158 Uiso 1 1 calc R U . . .
C30 C 1.3303(12) 0.7017(3) 0.0300(2) 0.1078(16) Uani 1 1 d D U . . .
H30A H 1.5238 0.6988 0.0315 0.129 Uiso 1 1 calc R U . . .
H30B H 1.2722 0.6761 -0.0103 0.129 Uiso 1 1 calc R U . . .
C31 C 1.2153(9) 0.66473(19) 0.06930(17) 0.0685(10) Uani 1 1 d . U . . .
C32 C 1.2917(8) 0.67025(16) 0.12522(15) 0.0592(9) Uani 1 1 d . U . . .
H32 H 1.4285 0.7004 0.1461 0.071 Uiso 1 1 calc R U . . .
C33 C 1.1424(7) 0.62535(14) 0.14902(13) 0.0458(7) Uani 1 1 d . U . . .
C34 C 1.1849(6) 0.61444(13) 0.20522(12) 0.0399(6) Uani 1 1 d . U . . .
C35 C 1.4198(6) 0.63537(13) 0.29184(13) 0.0414(6) Uani 1 1 d . U . . .
C36 C 1.6268(7) 0.67105(15) 0.33196(15) 0.0516(7) Uani 1 1 d . U . . .
H36 H 1.7246 0.7070 0.3252 0.062 Uiso 1 1 calc R U . . .
C37 C 1.6817(7) 0.65267(16) 0.38002(14) 0.0521(7) Uani 1 1 d . U . . .
C38 C 1.5339(7) 0.59876(16) 0.39134(13) 0.0510(7) Uani 1 1 d . U . . .
C39 C 1.3298(7) 0.56474(15) 0.35580(13) 0.0475(7) Uani 1 1 d . U . . .
H39 H 1.2318 0.5302 0.3647 0.057 Uiso 1 1 calc R U . . .
C40 C 1.2652(6) 0.58199(13) 0.30460(12) 0.0392(6) Uani 1 1 d . U . . .
C41 C 1.0220(6) 0.56242(13) 0.21887(12) 0.0366(6) Uani 1 1 d . U . . .
C42 C 0.8174(6) 0.52484(14) 0.17778(12) 0.0385(6) Uani 1 1 d . U . . .
C43 C 0.7841(6) 0.53576(15) 0.12373(12) 0.0426(6) Uani 1 1 d . U . . .
C44 C 0.9481(6) 0.58634(15) 0.10961(13) 0.0458(7) Uani 1 1 d . U . . .
C45 C 0.4726(6) 0.44465(15) 0.13512(13) 0.0433(6) Uani 1 1 d . U . . .
C46 C 0.6333(6) 0.47250(14) 0.18330(12) 0.0395(6) Uani 1 1 d . U . . .
H46 H 0.6252 0.4590 0.2169 0.047 Uiso 1 1 calc R U . . .
C47 C 0.2588(6) 0.38821(16) 0.12339(13) 0.0502(7) Uani 1 1 d . U . . .
H47A H 0.3152 0.3487 0.0911 0.060 Uiso 1 1 calc R U . . .
H47B H 0.0955 0.4040 0.1105 0.060 Uiso 1 1 calc R U . . .
C48 C 0.1974(6) 0.36564(15) 0.17663(14) 0.0483(7) Uani 1 1 d . U . . .
H48A H 0.1288 0.4042 0.2081 0.058 Uiso 1 1 calc R U . . .
H48B H 0.3619 0.3523 0.1911 0.058 Uiso 1 1 calc R U . . .
C49 C -0.0066(7) 0.30563(16) 0.16178(15) 0.0537(8) Uani 1 1 d . U . . .
H49A H -0.1649 0.3180 0.1442 0.064 Uiso 1 1 calc R U . . .
H49B H 0.0685 0.2663 0.1322 0.064 Uiso 1 1 calc R U . . .
C50 C -0.0899(8) 0.2846(2) 0.21388(18) 0.0701(10) Uani 1 1 d . U . . .
H50A H -0.1647 0.3239 0.2435 0.084 Uiso 1 1 calc R U . . .
H50B H 0.0681 0.2720 0.2314 0.084 Uiso 1 1 calc R U . . .
C51 C -0.2937(9) 0.2249(2) 0.1988(3) 0.0907(14) Uani 1 1 d . U . . .
H51A H -0.4482 0.2360 0.1799 0.136 Uiso 1 1 calc R U . . .
H51B H -0.3466 0.2164 0.2345 0.136 Uiso 1 1 calc R U . . .
H51C H -0.2157 0.1845 0.1723 0.136 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
F1 C13 1.351(3) . ?
S1 C18 1.718(2) . ?
S1 C20 1.746(3) . ?
N1 C9 1.327(3) . ?
N1 C10 1.344(4) . ?
C1 C2 1.513(5) . ?
C1 H1A 0.9600 . ?
C1 H1AB 0.9600 . ?
C1 H1AC 0.9600 . ?
S2 C00J 1.715(3) . ?
S2 C6 1.742(3) . ?
N2 C16 1.332(3) . ?
N2 C15 1.344(3) . ?
F2 C12 1.348(3) . ?
C2 C3 1.503(5) . ?
C2 H2A 0.9700 . ?
C2 H2AB 0.9700 . ?
S3 C43 1.712(3) . ?
S3 C45 1.744(3) . ?
N3 C41 1.334(3) . ?
N3 C40 1.337(4) . ?
F3 C38 1.347(4) . ?
C3 C4 1.518(4) . ?
C3 H3A 0.9700 . ?
C3 H3AB 0.9700 . ?
S4 C44 1.718(3) . ?
S4 C31 1.737(5) . ?
N4 C34 1.326(4) . ?
N4 C35 1.346(4) . ?
F4 C37 1.341(4) . ?
C4 C5 1.509(4) . ?
C4 H4A 0.9700 . ?
C4 H4AB 0.9700 . ?
C5 C6 1.495(4) . ?
C5 H5A 0.9700 . ?
C5 H5AB 0.9700 . ?
C6 C7 1.357(4) . ?
C7 C8 1.425(4) . ?
C7 H7 0.9300 . ?
C8 C00J 1.381(4) . ?
C8 C9 1.448(4) . ?
C9 C16 1.446(4) . ?
C00J C18 1.422(4) . ?
C10 C11 1.421(4) . ?
C10 C15 1.429(4) . ?
C11 C12 1.343(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.401(5) . ?
C14 C13 1.342(4) . ?
C14 C15 1.418(4) . ?
C14 H14 0.9300 . ?
C16 C17 1.441(4) . ?
C17 C18 1.379(4) . ?
C17 C19 1.433(4) . ?
C19 C20 1.354(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.500(4) . ?
C21 C22 1.508(4) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.520(4) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.498(4) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 C25 1.513(5) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 C27 1.531(8) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 C28 1.342(8) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 C29 1.531(9) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 C30 1.339(6) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 C31 1.493(5) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 C32 1.351(5) . ?
C32 C33 1.424(4) . ?
C32 H32 0.9300 . ?
C33 C44 1.382(5) . ?
C33 C34 1.443(4) . ?
C34 C41 1.443(4) . ?
C35 C36 1.414(4) . ?
C35 C40 1.433(4) . ?
C36 C37 1.347(5) . ?
C36 H36 0.9300 . ?
C37 C38 1.409(5) . ?
C38 C39 1.341(4) . ?
C39 C40 1.415(4) . ?
C39 H39 0.9300 . ?
C41 C42 1.428(4) . ?
C42 C43 1.387(4) . ?
C42 C46 1.430(4) . ?
C43 C44 1.427(4) . ?
C45 C46 1.348(4) . ?
C45 C47 1.505(4) . ?
C46 H46 0.9300 . ?
C47 C48 1.516(4) . ?
C47 H47A 0.9700 . ?
C47 H47B 0.9700 . ?
C48 C49 1.519(4) . ?
C48 H48A 0.9700 . ?
C48 H48B 0.9700 . ?
C49 C50 1.498(5) . ?
C49 H49A 0.9700 . ?
C49 H49B 0.9700 . ?
C50 C51 1.514(5) . ?
C50 H50A 0.9700 . ?
C50 H50B 0.9700 . ?
C51 H51A 0.9600 . ?
C51 H51B 0.9600 . ?
C51 H51C 0.9600 . ?

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
C18 S1 C20 91.69(13) . . ?
C9 N1 C10 116.8(2) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1AB 109.5 . . ?
H1A C1 H1AB 109.5 . . ?
C2 C1 H1AC 109.5 . . ?
H1A C1 H1AC 109.5 . . ?
H1AB C1 H1AC 109.5 . . ?
C00J S2 C6 91.69(13) . . ?
C16 N2 C15 116.9(2) . . ?
C3 C2 C1 113.6(4) . . ?
C3 C2 H2A 108.8 . . ?
C1 C2 H2A 108.8 . . ?
C3 C2 H2AB 108.8 . . ?
C1 C2 H2AB 108.8 . . ?
H2A C2 H2AB 107.7 . . ?
C43 S3 C45 91.59(14) . . ?
C41 N3 C40 117.4(2) . . ?
C2 C3 C4 113.4(3) . . ?
C2 C3 H3A 108.9 . . ?
C4 C3 H3A 108.9 . . ?
C2 C3 H3AB 108.9 . . ?
C4 C3 H3AB 108.9 . . ?
H3A C3 H3AB 107.7 . . ?
C44 S4 C31 91.96(17) . . ?
C34 N4 C35 116.7(2) . . ?
C5 C4 C3 112.1(2) . . ?
C5 C4 H4A 109.2 . . ?
C3 C4 H4A 109.2 . . ?
C5 C4 H4AB 109.2 . . ?
C3 C4 H4AB 109.2 . . ?
H4A C4 H4AB 107.9 . . ?
C6 C5 C4 114.7(2) . . ?
C6 C5 H5A 108.6 . . ?
C4 C5 H5A 108.6 . . ?
C6 C5 H5AB 108.6 . . ?
C4 C5 H5AB 108.6 . . ?
H5A C5 H5AB 107.6 . . ?
C7 C6 C5 131.0(2) . . ?
C7 C6 S2 111.2(2) . . ?
C5 C6 S2 117.7(2) . . ?
C6 C7 C8 113.2(2) . . ?
C6 C7 H7 123.4 . . ?
C8 C7 H7 123.4 . . ?
C00J C8 C7 112.1(2) . . ?
C00J C8 C9 119.6(2) . . ?
C7 C8 C9 128.2(2) . . ?
N1 C9 C16 121.6(2) . . ?
N1 C9 C8 119.5(2) . . ?
C16 C9 C8 118.9(2) . . ?
C8 C00J C18 121.1(2) . . ?
C8 C00J S2 111.70(19) . . ?
C18 C00J S2 127.1(2) . . ?
N1 C10 C11 119.4(3) . . ?
N1 C10 C15 121.8(2) . . ?
C11 C10 C15 118.8(3) . . ?
C12 C11 C10 119.2(3) . . ?
C12 C11 H11 120.4 . . ?
C10 C11 H11 120.4 . . ?
C11 C12 F2 121.0(3) . . ?
C11 C12 C13 121.8(3) . . ?
F2 C12 C13 117.2(3) . . ?
C13 C14 C15 119.1(3) . . ?
C13 C14 H14 120.5 . . ?
C15 C14 H14 120.5 . . ?
C14 C13 F1 121.0(3) . . ?
C14 C13 C12 121.6(3) . . ?
F1 C13 C12 117.4(3) . . ?
N2 C16 C17 119.1(2) . . ?
N2 C16 C9 121.5(2) . . ?
C17 C16 C9 119.4(2) . . ?
N2 C15 C14 119.0(3) . . ?
N2 C15 C10 121.4(2) . . ?
C14 C15 C10 119.5(3) . . ?
C18 C17 C19 112.1(2) . . ?
C18 C17 C16 119.5(2) . . ?
C19 C17 C16 128.3(2) . . ?
C17 C18 C00J 121.4(2) . . ?
C17 C18 S1 111.76(19) . . ?
C00J C18 S1 126.8(2) . . ?
C20 C19 C17 113.2(2) . . ?
C20 C19 H19 123.4 . . ?
C17 C19 H19 123.4 . . ?
C19 C20 C21 130.6(3) . . ?
C19 C20 S1 111.3(2) . . ?
C21 C20 S1 118.1(2) . . ?
C20 C21 C22 115.4(2) . . ?
C20 C21 H21A 108.4 . . ?
C22 C21 H21A 108.4 . . ?
C20 C21 H21B 108.4 . . ?
C22 C21 H21B 108.4 . . ?
H21A C21 H21B 107.5 . . ?
C21 C22 C23 111.2(2) . . ?
C21 C22 H22A 109.4 . . ?
C23 C22 H22A 109.4 . . ?
C21 C22 H22B 109.4 . . ?
C23 C22 H22B 109.4 . . ?
H22A C22 H22B 108.0 . . ?
C24 C23 C22 115.4(3) . . ?
C24 C23 H23A 108.4 . . ?
C22 C23 H23A 108.4 . . ?
C24 C23 H23B 108.4 . . ?
C22 C23 H23B 108.4 . . ?
H23A C23 H23B 107.5 . . ?
C23 C24 C25 113.1(3) . . ?
C23 C24 H24A 109.0 . . ?
C25 C24 H24A 109.0 . . ?
C23 C24 H24B 109.0 . . ?
C25 C24 H24B 109.0 . . ?
H24A C24 H24B 107.8 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C27 C26 H26A 109.5 . . ?
C27 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C27 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C28 C27 C26 113.9(6) . . ?
C28 C27 H27A 108.8 . . ?
C26 C27 H27A 108.8 . . ?
C28 C27 H27B 108.8 . . ?
C26 C27 H27B 108.8 . . ?
H27A C27 H27B 107.7 . . ?
C27 C28 C29 114.7(6) . . ?
C27 C28 H28A 108.6 . . ?
C29 C28 H28A 108.6 . . ?
C27 C28 H28B 108.6 . . ?
C29 C28 H28B 108.6 . . ?
H28A C28 H28B 107.6 . . ?
C30 C29 C28 118.5(6) . . ?
C30 C29 H29A 107.7 . . ?
C28 C29 H29A 107.7 . . ?
C30 C29 H29B 107.7 . . ?
C28 C29 H29B 107.7 . . ?
H29A C29 H29B 107.1 . . ?
C29 C30 C31 120.3(5) . . ?
C29 C30 H30A 107.3 . . ?
C31 C30 H30A 107.2 . . ?
C29 C30 H30B 107.2 . . ?
C31 C30 H30B 107.2 . . ?
H30A C30 H30B 106.9 . . ?
C32 C31 C30 128.4(5) . . ?
C32 C31 S4 111.2(3) . . ?
C30 C31 S4 120.4(4) . . ?
C31 C32 C33 113.5(4) . . ?
C31 C32 H32 123.3 . . ?
C33 C32 H32 123.3 . . ?
C44 C33 C32 112.2(3) . . ?
C44 C33 C34 119.9(3) . . ?
C32 C33 C34 127.8(3) . . ?
N4 C34 C41 122.0(3) . . ?
N4 C34 C33 119.3(3) . . ?
C41 C34 C33 118.7(3) . . ?
N4 C35 C36 119.5(3) . . ?
N4 C35 C40 121.6(3) . . ?
C36 C35 C40 119.0(3) . . ?
C37 C36 C35 119.6(3) . . ?
C37 C36 H36 120.2 . . ?
C35 C36 H36 120.2 . . ?
F4 C37 C36 121.4(3) . . ?
F4 C37 C38 117.5(3) . . ?
C36 C37 C38 121.0(3) . . ?
C39 C38 F3 120.9(3) . . ?
C39 C38 C37 121.8(3) . . ?
F3 C38 C37 117.3(3) . . ?
C38 C39 C40 119.3(3) . . ?
C38 C39 H39 120.4 . . ?
C40 C39 H39 120.4 . . ?
N3 C40 C39 119.4(3) . . ?
N3 C40 C35 121.3(3) . . ?
C39 C40 C35 119.2(3) . . ?
N3 C41 C42 119.4(2) . . ?
N3 C41 C34 121.0(3) . . ?
C42 C41 C34 119.6(2) . . ?
C43 C42 C41 120.3(3) . . ?
C43 C42 C46 111.4(3) . . ?
C41 C42 C46 128.3(3) . . ?
C42 C43 C44 120.2(3) . . ?
C42 C43 S3 112.0(2) . . ?
C44 C43 S3 127.8(2) . . ?
C33 C44 C43 121.2(3) . . ?
C33 C44 S4 111.2(2) . . ?
C43 C44 S4 127.5(3) . . ?
C46 C45 C47 129.6(3) . . ?
C46 C45 S3 111.4(2) . . ?
C47 C45 S3 119.0(2) . . ?
C45 C46 C42 113.6(3) . . ?
C45 C46 H46 123.2 . . ?
C42 C46 H46 123.2 . . ?
C45 C47 C48 114.0(3) . . ?
C45 C47 H47A 108.8 . . ?
C48 C47 H47A 108.8 . . ?
C45 C47 H47B 108.8 . . ?
C48 C47 H47B 108.8 . . ?
H47A C47 H47B 107.6 . . ?
C47 C48 C49 112.2(3) . . ?
C47 C48 H48A 109.2 . . ?
C49 C48 H48A 109.2 . . ?
C47 C48 H48B 109.2 . . ?
C49 C48 H48B 109.2 . . ?
H48A C48 H48B 107.9 . . ?
C50 C49 C48 114.4(3) . . ?
C50 C49 H49A 108.7 . . ?
C48 C49 H49A 108.7 . . ?
C50 C49 H49B 108.7 . . ?
C48 C49 H49B 108.7 . . ?
H49A C49 H49B 107.6 . . ?
C49 C50 C51 114.1(4) . . ?
C49 C50 H50A 108.7 . . ?
C51 C50 H50A 108.7 . . ?
C49 C50 H50B 108.7 . . ?
C51 C50 H50B 108.7 . . ?
H50A C50 H50B 107.6 . . ?
C50 C51 H51A 109.5 . . ?
C50 C51 H51B 109.5 . . ?
H51A C51 H51B 109.5 . . ?
C50 C51 H51C 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?

_refine_diff_density_max         1.127
_refine_diff_density_min         -0.935
_refine_diff_density_rms         0.058

####################################################################### 
# 
# 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_1_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1812530'
_audit_update_record             
;
2017-12-20 deposited with the CCDC.
2018-02-13 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            'C26 H26 F2 N2 S2'
_chemical_formula_weight         468.61

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   18.3461(6)
_cell_length_b                   5.07610(10)
_cell_length_c                   25.1208(8)
_cell_angle_alpha                90
_cell_angle_beta                 99.4330(10)
_cell_angle_gamma                90
_cell_volume                     2307.78(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9842
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      21.47

_exptl_crystal_description       needlelike
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_F_000             984
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.050
_exptl_crystal_size_mid          0.010
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.184
_shelx_estimated_absorpt_T_min   0.987
_shelx_estimated_absorpt_T_max   0.997
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.6229
_diffrn_radiation_type           ?
_diffrn_source                   synchrotron
_diffrn_measurement_device_type  MX300
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21591
_diffrn_reflns_av_unetI/netI     0.0616
_diffrn_reflns_av_R_equivalents  0.0776
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         1.643
_diffrn_reflns_theta_max         24.707
_diffrn_reflns_theta_full        24.707
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.982
_reflns_number_total             3843
_reflns_number_gt                3470
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.1661P)²+0.0838P] 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         3843
_refine_ls_number_parameters     291
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0757
_refine_ls_R_factor_gt           0.0734
_refine_ls_wR_factor_ref         0.1991
_refine_ls_wR_factor_gt          0.1938
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.067
_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_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
S1 S 0.33826(3) 0.15444(10) -0.00055(2) 0.0317(3) Uani 1 1 d . . . . .
S2 S 0.52567(3) 0.23512(10) 0.05403(2) 0.0308(3) Uani 1 1 d . . . . .
F1 F 0.23311(8) 1.5653(3) 0.23432(6) 0.0553(4) Uani 1 1 d . . . . .
F2 F 0.37475(9) 1.6237(3) 0.27645(6) 0.0526(4) Uani 1 1 d . . . . .
N2 N 0.44237(9) 0.9374(3) 0.16698(6) 0.0279(4) Uani 1 1 d . . . . .
N1 N 0.29070(9) 0.8696(3) 0.12334(6) 0.0291(4) Uani 1 1 d . . . . .
C7 C 0.32207(10) 0.5264(4) 0.06592(7) 0.0273(5) Uani 1 1 d . . . . .
C8 C 0.47435(10) 0.5954(4) 0.10937(7) 0.0266(5) Uani 1 1 d . . . . .
C9 C 0.34315(11) 0.7243(4) 0.10681(8) 0.0268(5) Uani 1 1 d . . . . .
C10 C 0.28213(13) 1.4028(4) 0.21655(9) 0.0370(5) Uani 1 1 d . . . . .
C11 C 0.38939(11) 1.0872(4) 0.18322(7) 0.0283(5) Uani 1 1 d . . . . .
C12 C 0.31313(11) 1.0527(4) 0.16118(7) 0.0284(5) Uani 1 1 d . . . . .
C13 C 0.37606(11) 0.3752(4) 0.04826(8) 0.0273(5) Uani 1 1 d . . . . .
C14 C 0.45202(10) 0.4090(4) 0.06992(8) 0.0259(4) Uani 1 1 d . . . . .
C15 C 0.24969(11) 0.4577(4) 0.03985(8) 0.0308(5) Uani 1 1 d . . . . .
H15 H 0.2071 0.5400 0.0471 0.037 Uiso 1 1 calc R U . . .
C16 C 0.25949(12) 1.2181(4) 0.17892(9) 0.0354(5) Uani 1 1 d . . . . .
H16 H 0.2096 1.1993 0.1648 0.042 Uiso 1 1 calc R U . . .
C17 C 0.41062(13) 1.2824(4) 0.22318(8) 0.0342(5) Uani 1 1 d . . . . .
H17 H 0.4600 1.3055 0.2383 0.041 Uiso 1 1 calc R U . . .
C18 C 0.35707(13) 1.4342(4) 0.23873(8) 0.0353(5) Uani 1 1 d . . . . .
C19 C 0.55250(10) 0.5950(4) 0.12634(8) 0.0294(5) Uani 1 1 d . . . . .
H19 H 0.5768 0.7094 0.1523 0.035 Uiso 1 1 calc R U . . .
C20 C 0.79743(12) 0.3997(4) 0.15589(9) 0.0374(5) Uani 1 1 d . . . . .
H20A H 0.7974 0.2145 0.1654 0.045 Uiso 1 1 calc R U . . .
H20B H 0.8147 0.4131 0.1215 0.045 Uiso 1 1 calc R U . . .
C21 C 0.71894(11) 0.4998(4) 0.14882(9) 0.0338(5) Uani 1 1 d . . . . .
H21A H 0.7178 0.6826 0.1374 0.041 Uiso 1 1 calc R U . . .
H21B H 0.7014 0.4918 0.1832 0.041 Uiso 1 1 calc R U . . .
C22 C 0.24904(12) 0.2600(4) 0.00327(9) 0.0315(5) Uani 1 1 d . . . . .
C23 C 0.58772(11) 0.4107(4) 0.10073(8) 0.0283(5) Uani 1 1 d . . . . .
C24 C 0.18561(12) 0.1274(4) -0.03181(10) 0.0414(6) Uani 1 1 d . . . . .
H24A H 0.1820 -0.0522 -0.0193 0.050 Uiso 1 1 calc R U . . .
H24B H 0.1961 0.1194 -0.0684 0.050 Uiso 1 1 calc R U . . .
C25 C 0.41979(11) 0.7595(3) 0.12857(8) 0.0266(5) Uani 1 1 d . . . . .
C26 C 0.66782(11) 0.3388(4) 0.10728(8) 0.0331(5) Uani 1 1 d . . . . .
H26A H 0.6840 0.3581 0.0726 0.040 Uiso 1 1 calc R U . . .
H26B H 0.6730 0.1544 0.1174 0.040 Uiso 1 1 calc R U . . .
C27 C -0.02412(16) 0.2564(7) -0.07478(14) 0.0681(9) Uani 1 1 d . . . . .
H27A H -0.0198 0.4407 -0.0840 0.082 Uiso 1 1 calc R U . . .
H27B H -0.0391 0.2486 -0.0395 0.082 Uiso 1 1 calc R U . . .
C28 C 0.05051(13) 0.1286(5) -0.07130(11) 0.0490(6) Uani 1 1 d . . . . .
H28A H 0.0640 0.1269 -0.1070 0.059 Uiso 1 1 calc R U . . .
H28B H 0.0467 -0.0531 -0.0601 0.059 Uiso 1 1 calc R U . . .
C29 C 0.11180(12) 0.2609(4) -0.03286(10) 0.0428(6) Uani 1 1 d . . . . .
H29A H 0.1157 0.4434 -0.0436 0.051 Uiso 1 1 calc R U . . .
H29B H 0.0993 0.2592 0.0032 0.051 Uiso 1 1 calc R U . . .
C30 C 0.92724(16) 0.4200(7) 0.20639(17) 0.0864(12) Uani 1 1 d . . . . .
H30A H 0.9241 0.2392 0.2170 0.130 Uiso 1 1 calc R U . . .
H30B H 0.9587 0.5149 0.2342 0.130 Uiso 1 1 calc R U . . .
H30C H 0.9474 0.4290 0.1735 0.130 Uiso 1 1 calc R U . . .
C31 C 0.85140(14) 0.5403(5) 0.19771(12) 0.0551(7) Uani 1 1 d . . . . .
H31A H 0.8326 0.5391 0.2316 0.066 Uiso 1 1 calc R U . . .
H31B H 0.8550 0.7225 0.1868 0.066 Uiso 1 1 calc R U . . .
C32 C -0.08357(17) 0.1316(9) -0.11558(17) 0.1001(14) Uani 1 1 d . . . . .
H32A H -0.0691 0.1367 -0.1506 0.150 Uiso 1 1 calc R U . . .
H32B H -0.1290 0.2267 -0.1165 0.150 Uiso 1 1 calc R U . . .
H32C H -0.0905 -0.0481 -0.1056 0.150 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
S1 C13 1.7209(19) . ?
S1 C22 1.740(2) . ?
S2 C14 1.7149(18) . ?
S2 C23 1.740(2) . ?
F1 C10 1.349(2) . ?
F2 C18 1.352(2) . ?
N2 C25 1.337(2) . ?
N2 C11 1.349(2) . ?
N1 C9 1.332(3) . ?
N1 C12 1.345(2) . ?
C7 C13 1.382(3) . ?
C7 C15 1.424(3) . ?
C7 C9 1.443(3) . ?
C8 C14 1.383(3) . ?
C8 C19 1.427(3) . ?
C8 C25 1.445(3) . ?
C9 C25 1.434(3) . ?
C10 C16 1.348(3) . ?
C10 C18 1.405(3) . ?
C11 C17 1.418(3) . ?
C11 C12 1.429(3) . ?
C12 C16 1.420(3) . ?
C13 C14 1.421(3) . ?
C15 C22 1.359(3) . ?
C17 C18 1.356(3) . ?
C19 C23 1.358(3) . ?
C20 C31 1.501(3) . ?
C20 C21 1.510(3) . ?
C21 C26 1.522(3) . ?
C22 C24 1.499(3) . ?
C23 C26 1.497(3) . ?
C24 C29 1.511(3) . ?
C27 C28 1.505(4) . ?
C27 C32 1.508(4) . ?
C28 C29 1.514(3) . ?
C30 C31 1.502(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
C13 S1 C22 91.89(9) . . ?
C14 S2 C23 91.88(9) . . ?
C25 N2 C11 116.47(17) . . ?
C9 N1 C12 116.75(17) . . ?
C13 C7 C15 112.31(17) . . ?
C13 C7 C9 119.49(17) . . ?
C15 C7 C9 128.19(18) . . ?
C14 C8 C19 112.23(17) . . ?
C14 C8 C25 119.58(17) . . ?
C19 C8 C25 128.19(17) . . ?
N1 C9 C25 121.71(17) . . ?
N1 C9 C7 118.98(18) . . ?
C25 C9 C7 119.31(17) . . ?
C16 C10 F1 120.8(2) . . ?
C16 C10 C18 121.74(19) . . ?
F1 C10 C18 117.47(18) . . ?
N2 C11 C17 118.68(19) . . ?
N2 C11 C12 121.46(17) . . ?
C17 C11 C12 119.86(18) . . ?
N1 C12 C16 118.87(18) . . ?
N1 C12 C11 121.72(18) . . ?
C16 C12 C11 119.41(18) . . ?
C7 C13 C14 121.31(17) . . ?
C7 C13 S1 111.34(15) . . ?
C14 C13 S1 127.35(15) . . ?
C8 C14 C13 120.91(17) . . ?
C8 C14 S2 111.51(14) . . ?
C13 C14 S2 127.56(15) . . ?
C22 C15 C7 113.31(18) . . ?
C10 C16 C12 118.8(2) . . ?
C18 C17 C11 118.2(2) . . ?
F2 C18 C17 120.3(2) . . ?
F2 C18 C10 117.74(18) . . ?
C17 C18 C10 121.95(18) . . ?
C23 C19 C8 113.09(18) . . ?
C31 C20 C21 115.44(19) . . ?
C20 C21 C26 111.63(17) . . ?
C15 C22 C24 130.5(2) . . ?
C15 C22 S1 111.13(16) . . ?
C24 C22 S1 118.41(15) . . ?
C19 C23 C26 130.61(19) . . ?
C19 C23 S2 111.28(15) . . ?
C26 C23 S2 118.11(15) . . ?
C22 C24 C29 114.57(19) . . ?
N2 C25 C9 121.86(17) . . ?
N2 C25 C8 118.73(18) . . ?
C9 C25 C8 119.40(17) . . ?
C23 C26 C21 115.34(17) . . ?
C28 C27 C32 114.1(3) . . ?
C27 C28 C29 114.8(2) . . ?
C24 C29 C28 112.45(19) . . ?
C20 C31 C30 113.4(2) . . ?

_refine_diff_density_max         0.436
_refine_diff_density_min         -0.460
_refine_diff_density_rms         0.104

####################################################################### 
# 
# 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_1_a
_database_code_depnum_ccdc_archive 'CCDC 1812532'
_audit_update_record             
;
2017-12-20 deposited with the CCDC.
2018-02-13 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            'C32 H37 F2 N2 S2'
_chemical_formula_weight         551.75

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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+1/2, -z'

_cell_length_a                   4.89080(10)
_cell_length_b                   37.3867(9)
_cell_length_c                   15.8515(4)
_cell_angle_alpha                90
_cell_angle_beta                 95.8960(10)
_cell_angle_gamma                90
_cell_volume                     2883.13(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9968
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      21.51

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.271
_exptl_crystal_F_000             1172
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    0.156
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.6229
_diffrn_radiation_type           ?
_diffrn_source                   synchrotron
_diffrn_measurement_device_type  MX300
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34697
_diffrn_reflns_av_unetI/netI     0.0612
_diffrn_reflns_av_R_equivalents  0.0680
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -44
_diffrn_reflns_limit_k_max       44
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.291
_diffrn_reflns_theta_max         24.738
_diffrn_reflns_theta_full        24.738
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measured_fraction_theta_full 0.951
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_Laue_measured_fraction_full 0.951
_diffrn_reflns_point_group_measured_fraction_max 0.952
_diffrn_reflns_point_group_measured_fraction_full 0.952
_reflns_number_total             9384
_reflns_number_gt                9012
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.969
_reflns_Friedel_fraction_max     0.953
_reflns_Friedel_fraction_full    0.953

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0611P)²+2.0248P] 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_abs_structure_details 
;
 Flack x determined using 4229 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.42(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         9384
_refine_ls_number_parameters     689
_refine_ls_number_restraints     525
_refine_ls_R_factor_all          0.0512
_refine_ls_R_factor_gt           0.0498
_refine_ls_wR_factor_ref         0.1363
_refine_ls_wR_factor_gt          0.1352
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.042
_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_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 1.379(2) 0.84249(19) 0.4694(6) 0.079(3) Uani 1 1 d . U . . .
H1A H 1.4840 0.8637 0.4611 0.119 Uiso 1 1 calc R U . . .
H1AB H 1.3364 0.8415 0.5272 0.119 Uiso 1 1 calc R U . . .
H1AC H 1.2113 0.8430 0.4321 0.119 Uiso 1 1 calc R U . . .
C2 C 1.5429(18) 0.81003(16) 0.4503(5) 0.0656(19) Uani 1 1 d . U . . .
H2A H 1.7101 0.8095 0.4889 0.079 Uiso 1 1 calc R U . . .
H2AB H 1.5955 0.8121 0.3932 0.079 Uiso 1 1 calc R U . . .
C3 C 1.3900(14) 0.77526(16) 0.4580(4) 0.0524(15) Uani 1 1 d . U . . .
H3A H 1.2234 0.7759 0.4191 0.063 Uiso 1 1 calc R U . . .
H3AB H 1.3359 0.7735 0.5150 0.063 Uiso 1 1 calc R U . . .
C4 C 1.5522(14) 0.74211(15) 0.4397(4) 0.0508(14) Uani 1 1 d . U . . .
H4A H 1.7183 0.7413 0.4788 0.061 Uiso 1 1 calc R U . . .
H4AB H 1.6066 0.7438 0.3827 0.061 Uiso 1 1 calc R U . . .
C5 C 1.3920(13) 0.70721(14) 0.4476(4) 0.0466(13) Uani 1 1 d . U . . .
H5A H 1.3391 0.7053 0.5048 0.056 Uiso 1 1 calc R U . . .
H5AB H 1.2252 0.7080 0.4089 0.056 Uiso 1 1 calc R U . . .
C6 C 1.5570(13) 0.67407(14) 0.4283(4) 0.0440(13) Uani 1 1 d . U . . .
H6A H 1.6173 0.6765 0.3722 0.053 Uiso 1 1 calc R U . . .
H6AB H 1.7197 0.6727 0.4687 0.053 Uiso 1 1 calc R U . . .
C7 C 1.3965(12) 0.63958(14) 0.4321(4) 0.0407(12) Uani 1 1 d . U . . .
H7A H 1.2489 0.6392 0.3863 0.049 Uiso 1 1 calc R U . . .
H7AB H 1.3152 0.6384 0.4853 0.049 Uiso 1 1 calc R U . . .
C8 C 1.5839(11) 0.60704(13) 0.4245(4) 0.0387(12) Uani 1 1 d . U . . .
H8A H 1.6536 0.6076 0.3694 0.046 Uiso 1 1 calc R U . . .
H8AB H 1.7400 0.6090 0.4672 0.046 Uiso 1 1 calc R U . . .
C9 C 1.4460(12) 0.57178(13) 0.4347(3) 0.0367(11) Uani 1 1 d . U . . .
C10 C 1.5012(11) 0.54688(13) 0.4965(3) 0.0343(11) Uani 1 1 d . U . . .
H10 H 1.6399 0.5495 0.5408 0.041 Uiso 1 1 calc R U . . .
C11 C 1.3268(10) 0.51634(13) 0.4871(3) 0.0311(10) Uani 1 1 d . U . . .
C12 C 1.1391(11) 0.51862(12) 0.4161(3) 0.0305(10) Uani 1 1 d . U . . .
C13 C 0.9462(10) 0.49088(13) 0.3941(3) 0.0301(10) Uani 1 1 d . U . . .
C14 C 0.9416(10) 0.46073(13) 0.4450(3) 0.0300(10) Uani 1 1 d . U . . .
C15 C 1.1326(10) 0.45740(12) 0.5192(3) 0.0292(10) Uani 1 1 d . U . . .
C16 C 1.3315(10) 0.48516(13) 0.5406(3) 0.0309(10) Uani 1 1 d . U . . .
C17 C 1.5128(11) 0.45298(14) 0.6552(3) 0.0333(11) Uani 1 1 d . U . . .
C18 C 1.7131(12) 0.44840(15) 0.7256(3) 0.0401(12) Uani 1 1 d . U . . .
H18 H 1.8476 0.4656 0.7390 0.048 Uiso 1 1 calc R U . . .
C19 C 1.7041(12) 0.41845(16) 0.7727(3) 0.0418(13) Uani 1 1 d . U . . .
C20 C 1.5069(14) 0.39198(16) 0.7546(4) 0.0458(14) Uani 1 1 d . U . . .
C21 C 1.3126(12) 0.39496(15) 0.6876(3) 0.0410(12) Uani 1 1 d . U . . .
H21 H 1.1807 0.3772 0.6761 0.049 Uiso 1 1 calc R U . . .
C22 C 1.3149(11) 0.42581(14) 0.6351(3) 0.0342(11) Uani 1 1 d . U . . .
C23 C 0.7343(10) 0.43586(13) 0.4118(3) 0.0325(11) Uani 1 1 d . U . . .
H23 H 0.6998 0.4144 0.4383 0.039 Uiso 1 1 calc R U . . .
C24 C 0.5945(11) 0.44661(12) 0.3384(3) 0.0310(11) Uani 1 1 d . U . . .
C25 C 0.3698(11) 0.42820(13) 0.2834(3) 0.0343(11) Uani 1 1 d . U . . .
H25A H 0.4259 0.4257 0.2267 0.041 Uiso 1 1 calc R U . . .
H25B H 0.2068 0.4431 0.2794 0.041 Uiso 1 1 calc R U . . .
C26 C 0.2965(11) 0.39129(13) 0.3156(3) 0.0351(11) Uani 1 1 d . U . . .
H26A H 0.4588 0.3762 0.3199 0.042 Uiso 1 1 calc R U . . .
H26B H 0.2366 0.3936 0.3718 0.042 Uiso 1 1 calc R U . . .
C27 C 0.0700(12) 0.37365(14) 0.2569(4) 0.0400(12) Uani 1 1 d . U . . .
H27A H -0.0852 0.3899 0.2490 0.048 Uiso 1 1 calc R U . . .
H27B H 0.1366 0.3701 0.2019 0.048 Uiso 1 1 calc R U . . .
C28 C -0.0298(12) 0.33796(15) 0.2877(4) 0.0447(13) Uani 1 1 d . U . . .
H28A H -0.0757 0.3410 0.3453 0.054 Uiso 1 1 calc R U . . .
H28B H -0.1977 0.3316 0.2529 0.054 Uiso 1 1 calc R U . . .
C29 C 0.1700(12) 0.30691(14) 0.2863(4) 0.0451(13) Uani 1 1 d . U . . .
H29A H 0.2285 0.3048 0.2299 0.054 Uiso 1 1 calc R U . . .
H29B H 0.3314 0.3119 0.3253 0.054 Uiso 1 1 calc R U . . .
C30 C 0.0465(13) 0.27165(15) 0.3105(4) 0.0497(14) Uani 1 1 d . U . . .
H30A H -0.0054 0.2738 0.3677 0.060 Uiso 1 1 calc R U . . .
H30B H -0.1203 0.2676 0.2732 0.060 Uiso 1 1 calc R U . . .
C31 C 0.2262(14) 0.23980(17) 0.3070(4) 0.0575(15) Uani 1 1 d . U . . .
H31A H 0.3909 0.2433 0.3456 0.069 Uiso 1 1 calc R U . . .
H31B H 0.2816 0.2377 0.2502 0.069 Uiso 1 1 calc R U . . .
C32 C 0.089(2) 0.20532(19) 0.3297(6) 0.079(2) Uani 1 1 d . U . . .
H32A H -0.0585 0.1999 0.2870 0.119 Uiso 1 1 calc R U . . .
H32B H 0.0183 0.2080 0.3836 0.119 Uiso 1 1 calc R U . . .
H32C H 0.2215 0.1863 0.3328 0.119 Uiso 1 1 calc R U . . .
C33 C -0.223(2) 0.15913(19) 0.0968(6) 0.087(3) Uani 1 1 d . U . . .
H33A H -0.3231 0.1370 0.0927 0.131 Uiso 1 1 calc R U . . .
H33B H -0.1246 0.1611 0.1523 0.131 Uiso 1 1 calc R U . . .
H33C H -0.0943 0.1595 0.0549 0.131 Uiso 1 1 calc R U . . .
C34 C -0.4186(18) 0.18983(18) 0.0822(6) 0.072(2) Uani 1 1 d . U . . .
H34A H -0.5327 0.1908 0.1287 0.086 Uiso 1 1 calc R U . . .
H34B H -0.5384 0.1854 0.0306 0.086 Uiso 1 1 calc R U . . .
C35 C -0.2808(15) 0.22566(16) 0.0747(4) 0.0564(16) Uani 1 1 d . U . . .
H35A H -0.1608 0.2243 0.0298 0.068 Uiso 1 1 calc R U . . .
H35B H -0.1670 0.2305 0.1272 0.068 Uiso 1 1 calc R U . . .
C36 C -0.4796(14) 0.25659(16) 0.0563(5) 0.0557(15) Uani 1 1 d . U . . .
H36A H -0.6026 0.2575 0.1005 0.067 Uiso 1 1 calc R U . . .
H36B H -0.5903 0.2520 0.0031 0.067 Uiso 1 1 calc R U . . .
C37 C -0.3420(13) 0.29282(15) 0.0508(4) 0.0519(14) Uani 1 1 d . U . . .
H37A H -0.2314 0.2975 0.1040 0.062 Uiso 1 1 calc R U . . .
H37B H -0.2191 0.2919 0.0065 0.062 Uiso 1 1 calc R U . . .
C38 C -0.5412(13) 0.32340(15) 0.0324(4) 0.0469(13) Uani 1 1 d . U . . .
H38A H -0.6645 0.3242 0.0766 0.056 Uiso 1 1 calc R U . . .
H38B H -0.6512 0.3188 -0.0209 0.056 Uiso 1 1 calc R U . . .
C39 C -0.4037(12) 0.35973(14) 0.0273(4) 0.0421(12) Uani 1 1 d . U . . .
H39A H -0.2849 0.3639 0.0792 0.051 Uiso 1 1 calc R U . . .
H39B H -0.2898 0.3596 -0.0193 0.051 Uiso 1 1 calc R U . . .
C40 C -0.6107(11) 0.39001(14) 0.0143(4) 0.0395(12) Uani 1 1 d . U . . .
H40A H -0.7347 0.3850 -0.0361 0.047 Uiso 1 1 calc R U . . .
H40B H -0.7191 0.3905 0.0622 0.047 Uiso 1 1 calc R U . . .
C41 C -0.4872(11) 0.42628(14) 0.0049(3) 0.0343(11) Uani 1 1 d . U . . .
C42 C -0.3830(11) 0.48241(13) -0.0455(3) 0.0313(10) Uani 1 1 d . U . . .
C43 C -0.1929(11) 0.48055(12) 0.0239(3) 0.0307(10) Uani 1 1 d . U . . .
C44 C -0.0046(10) 0.50879(14) 0.0459(3) 0.0323(10) Uani 1 1 d . U . . .
C45 C -0.0053(11) 0.53905(14) -0.0042(3) 0.0324(11) Uani 1 1 d . U . . .
C46 C -0.2061(11) 0.54267(13) -0.0775(3) 0.0304(10) Uani 1 1 d . U . . .
C47 C -0.3978(10) 0.51411(13) -0.0988(3) 0.0300(10) Uani 1 1 d . U . . .
C48 C -0.5912(11) 0.54661(13) -0.2113(3) 0.0323(11) Uani 1 1 d . U . . .
C49 C -0.7895(12) 0.55050(14) -0.2827(3) 0.0384(12) Uani 1 1 d . U . . .
H49 H -0.9135 0.5322 -0.2982 0.046 Uiso 1 1 calc R U . . .
C50 C -0.7948(12) 0.58107(15) -0.3277(3) 0.0405(12) Uani 1 1 d . U . . .
C51 C -0.6067(14) 0.60889(15) -0.3063(4) 0.0442(13) Uani 1 1 d . U . . .
C52 C -0.4126(13) 0.60602(15) -0.2401(4) 0.0440(13) Uani 1 1 d . U . . .
H52 H -0.2883 0.6245 -0.2271 0.053 Uiso 1 1 calc R U . . .
C53 C -0.3995(11) 0.57447(13) -0.1901(3) 0.0338(11) Uani 1 1 d . U . . .
C54 C 0.1973(11) 0.56444(13) 0.0281(3) 0.0347(11) Uani 1 1 d . U . . .
H54 H 0.2248 0.5862 0.0017 0.042 Uiso 1 1 calc R U . . .
C55 C 0.3453(12) 0.55389(14) 0.1006(3) 0.0364(11) Uani 1 1 d . U . . .
C56 C 0.5721(12) 0.57317(16) 0.1537(3) 0.0419(12) Uani 1 1 d . U . . .
H56A H 0.7386 0.5590 0.1558 0.050 Uiso 1 1 calc R U . . .
H56B H 0.5224 0.5754 0.2112 0.050 Uiso 1 1 calc R U . . .
C57 C 0.6300(13) 0.61023(15) 0.1200(4) 0.0430(13) Uani 1 1 d . U . . .
H57A H 0.6985 0.6079 0.0650 0.052 Uiso 1 1 calc R U . . .
H57B H 0.4600 0.6237 0.1125 0.052 Uiso 1 1 calc R U . . .
C58 C 0.8381(15) 0.63046(17) 0.1792(4) 0.0528(16) Uani 1 1 d . U . . .
H58A H 1.0091 0.6171 0.1850 0.063 Uiso 1 1 calc R U . . .
H58B H 0.7719 0.6317 0.2347 0.063 Uiso 1 1 calc R U . . .
C59 C 0.8962(17) 0.66815(19) 0.1502(4) 0.0648(19) Uani 1 1 d . U . . .
H59A H 0.9824 0.6666 0.0979 0.078 Uiso 1 1 calc R U . . .
H59B H 0.7221 0.6804 0.1374 0.078 Uiso 1 1 calc R U . . .
C60 C 1.071(2) 0.6900(3) 0.2102(6) 0.104(3) Uani 1 1 d . U . . .
H60A H 1.2445 0.6776 0.2228 0.125 Uiso 1 1 calc R U . . .
H60B H 0.9845 0.6913 0.2625 0.125 Uiso 1 1 calc R U . . .
C62 C -0.5546(11) 0.45141(13) -0.0559(3) 0.0341(11) Uani 1 1 d . U . . .
H62 H -0.6963 0.4487 -0.0992 0.041 Uiso 1 1 calc R U . . .
C63 C 1.054(4) 0.7931(4) 0.2000(9) 0.163(6) Uani 1 1 d . U . . .
H63A H 0.9885 0.8009 0.1438 0.245 Uiso 1 1 calc R U . . .
H63B H 1.2497 0.7959 0.2088 0.245 Uiso 1 1 calc R U . . .
H63C H 0.9698 0.8073 0.2408 0.245 Uiso 1 1 calc R U . . .
C64 C 0.980(4) 0.7544(4) 0.2105(11) 0.166(6) Uani 1 1 d D U . . .
H64A H 0.9687 0.7508 0.2706 0.200 Uiso 1 1 calc R U . . .
H64B H 0.7955 0.7514 0.1828 0.200 Uiso 1 1 calc R U . . .
C65 C 1.131(3) 0.7267(3) 0.1843(9) 0.138(4) Uani 1 1 d D U . . .
H65A H 1.3220 0.7315 0.2033 0.166 Uiso 1 1 calc R U . . .
H65B H 1.1132 0.7272 0.1228 0.166 Uiso 1 1 calc R U . . .
N1 N 1.1255(9) 0.42788(11) 0.5672(3) 0.0338(9) Uani 1 1 d . U . . .
N2 N 1.5173(9) 0.48280(11) 0.6077(3) 0.0341(9) Uani 1 1 d . U . . .
N3 N -0.5845(9) 0.51595(11) -0.1650(3) 0.0346(9) Uani 1 1 d . U . . .
N4 N -0.2085(9) 0.57233(12) -0.1227(3) 0.0357(10) Uani 1 1 d . U . . .
F1 F 1.5113(9) 0.36317(10) 0.8060(2) 0.0670(11) Uani 1 1 d . U . . .
F2 F 1.8946(8) 0.41247(10) 0.8397(2) 0.0562(9) Uani 1 1 d . U . . .
F3 F -0.9811(8) 0.58672(10) -0.3946(2) 0.0570(9) Uani 1 1 d . U . . .
F4 F -0.6289(10) 0.63851(10) -0.3543(2) 0.0691(12) Uani 1 1 d . U . . .
S1 S 0.7076(3) 0.48842(3) 0.30731(8) 0.0333(3) Uani 1 1 d . U . . .
S2 S 1.1751(3) 0.55807(3) 0.36188(8) 0.0350(3) Uani 1 1 d . U . . .
S3 S -0.2163(3) 0.44053(3) 0.07723(8) 0.0368(3) Uani 1 1 d . U . . .
S4 S 0.2410(3) 0.51154(3) 0.13169(8) 0.0367(3) Uani 1 1 d . 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
C1 C2 1.503(10) . ?
C1 H1A 0.9600 . ?
C1 H1AB 0.9600 . ?
C1 H1AC 0.9600 . ?
C2 C3 1.511(9) . ?
C2 H2A 0.9700 . ?
C2 H2AB 0.9700 . ?
C3 C4 1.515(8) . ?
C3 H3A 0.9700 . ?
C3 H3AB 0.9700 . ?
C4 C5 1.534(8) . ?
C4 H4A 0.9700 . ?
C4 H4AB 0.9700 . ?
C5 C6 1.527(8) . ?
C5 H5A 0.9700 . ?
C5 H5AB 0.9700 . ?
C6 C7 1.514(7) . ?
C6 H6A 0.9700 . ?
C6 H6AB 0.9700 . ?
C7 C8 1.535(7) . ?
C7 H7A 0.9700 . ?
C7 H7AB 0.9700 . ?
C8 C9 1.497(7) . ?
C8 H8A 0.9700 . ?
C8 H8AB 0.9700 . ?
C9 C10 1.359(8) . ?
C9 S2 1.742(6) . ?
C10 C11 1.424(7) . ?
C10 H10 0.9300 . ?
C11 C12 1.380(7) . ?
C11 C16 1.441(7) . ?
C12 C13 1.421(7) . ?
C12 S2 1.725(5) . ?
C13 C14 1.387(7) . ?
C13 S1 1.713(5) . ?
C14 C15 1.431(7) . ?
C14 C23 1.435(7) . ?
C15 N1 1.343(6) . ?
C15 C16 1.439(7) . ?
C16 N2 1.329(7) . ?
C17 N2 1.347(7) . ?
C17 C22 1.417(8) . ?
C17 C18 1.418(8) . ?
C18 C19 1.349(8) . ?
C18 H18 0.9300 . ?
C19 F2 1.358(6) . ?
C19 C20 1.391(9) . ?
C20 F1 1.350(6) . ?
C20 C21 1.355(8) . ?
C21 C22 1.422(7) . ?
C21 H21 0.9300 . ?
C22 N1 1.348(7) . ?
C23 C24 1.348(7) . ?
C23 H23 0.9300 . ?
C24 C25 1.499(7) . ?
C24 S1 1.746(5) . ?
C25 C26 1.527(7) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 C27 1.522(7) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 C28 1.519(8) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 C29 1.519(8) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 C30 1.516(8) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 C31 1.485(9) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 C32 1.513(10) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 C34 1.498(11) . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 C35 1.510(9) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C35 C36 1.520(9) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C36 C37 1.519(8) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C37 C38 1.511(8) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C38 C39 1.522(8) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C39 C40 1.519(8) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C40 C41 1.498(7) . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C41 C62 1.362(7) . ?
C41 S3 1.744(5) . ?
C42 C43 1.367(7) . ?
C42 C62 1.430(7) . ?
C42 C47 1.453(7) . ?
C43 C44 1.421(7) . ?
C43 S3 1.728(5) . ?
C44 C45 1.382(7) . ?
C44 S4 1.722(5) . ?
C45 C54 1.429(7) . ?
C45 C46 1.449(7) . ?
C46 N4 1.320(7) . ?
C46 C47 1.438(7) . ?
C47 N3 1.320(6) . ?
C48 N3 1.360(6) . ?
C48 C53 1.418(7) . ?
C48 C49 1.420(7) . ?
C49 C50 1.346(8) . ?
C49 H49 0.9300 . ?
C50 F3 1.342(6) . ?
C50 C51 1.407(8) . ?
C51 F4 1.342(6) . ?
C51 C52 1.345(8) . ?
C52 C53 1.418(7) . ?
C52 H52 0.9300 . ?
C53 N4 1.347(7) . ?
C54 C55 1.353(7) . ?
C54 H54 0.9300 . ?
C55 C56 1.505(8) . ?
C55 S4 1.749(5) . ?
C56 C57 1.522(8) . ?
C56 H56A 0.9700 . ?
C56 H56B 0.9700 . ?
C57 C58 1.513(8) . ?
C57 H57A 0.9700 . ?
C57 H57B 0.9700 . ?
C58 C59 1.518(9) . ?
C58 H58A 0.9700 . ?
C58 H58B 0.9700 . ?
C59 C60 1.461(11) . ?
C59 H59A 0.9700 . ?
C59 H59B 0.9700 . ?
C60 C65 1.468(14) . ?
C60 H60A 0.9700 . ?
C60 H60B 0.9700 . ?
C62 H62 0.9300 . ?
C63 C64 1.505(18) . ?
C63 H63A 0.9600 . ?
C63 H63B 0.9600 . ?
C63 H63C 0.9600 . ?
C64 C65 1.360(10) . ?
C64 H64A 0.9700 . ?
C64 H64B 0.9700 . ?
C65 H65A 0.9700 . ?
C65 H65B 0.9700 . ?

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 H1A 109.5 . . ?
C2 C1 H1AB 109.5 . . ?
H1A C1 H1AB 109.5 . . ?
C2 C1 H1AC 109.5 . . ?
H1A C1 H1AC 109.5 . . ?
H1AB C1 H1AC 109.5 . . ?
C1 C2 C3 113.5(6) . . ?
C1 C2 H2A 108.9 . . ?
C3 C2 H2A 108.9 . . ?
C1 C2 H2AB 108.9 . . ?
C3 C2 H2AB 108.9 . . ?
H2A C2 H2AB 107.7 . . ?
C2 C3 C4 114.5(5) . . ?
C2 C3 H3A 108.6 . . ?
C4 C3 H3A 108.6 . . ?
C2 C3 H3AB 108.6 . . ?
C4 C3 H3AB 108.6 . . ?
H3A C3 H3AB 107.6 . . ?
C3 C4 C5 113.5(5) . . ?
C3 C4 H4A 108.9 . . ?
C5 C4 H4A 108.9 . . ?
C3 C4 H4AB 108.9 . . ?
C5 C4 H4AB 108.9 . . ?
H4A C4 H4AB 107.7 . . ?
C6 C5 C4 112.9(5) . . ?
C6 C5 H5A 109.0 . . ?
C4 C5 H5A 109.0 . . ?
C6 C5 H5AB 109.0 . . ?
C4 C5 H5AB 109.0 . . ?
H5A C5 H5AB 107.8 . . ?
C7 C6 C5 113.4(5) . . ?
C7 C6 H6A 108.9 . . ?
C5 C6 H6A 108.9 . . ?
C7 C6 H6AB 108.9 . . ?
C5 C6 H6AB 108.9 . . ?
H6A C6 H6AB 107.7 . . ?
C6 C7 C8 110.8(5) . . ?
C6 C7 H7A 109.5 . . ?
C8 C7 H7A 109.5 . . ?
C6 C7 H7AB 109.5 . . ?
C8 C7 H7AB 109.5 . . ?
H7A C7 H7AB 108.1 . . ?
C9 C8 C7 114.2(5) . . ?
C9 C8 H8A 108.7 . . ?
C7 C8 H8A 108.7 . . ?
C9 C8 H8AB 108.7 . . ?
C7 C8 H8AB 108.7 . . ?
H8A C8 H8AB 107.6 . . ?
C10 C9 C8 128.5(5) . . ?
C10 C9 S2 110.9(4) . . ?
C8 C9 S2 120.5(4) . . ?
C9 C10 C11 113.6(5) . . ?
C9 C10 H10 123.2 . . ?
C11 C10 H10 123.2 . . ?
C12 C11 C10 112.2(4) . . ?
C12 C11 C16 120.0(5) . . ?
C10 C11 C16 127.9(5) . . ?
C11 C12 C13 121.6(4) . . ?
C11 C12 S2 111.4(4) . . ?
C13 C12 S2 127.0(4) . . ?
C14 C13 C12 120.1(4) . . ?
C14 C13 S1 111.9(4) . . ?
C12 C13 S1 128.0(4) . . ?
C13 C14 C15 120.0(4) . . ?
C13 C14 C23 111.5(4) . . ?
C15 C14 C23 128.5(4) . . ?
N1 C15 C14 119.0(4) . . ?
N1 C15 C16 121.0(4) . . ?
C14 C15 C16 120.0(4) . . ?
N2 C16 C15 122.1(4) . . ?
N2 C16 C11 119.5(5) . . ?
C15 C16 C11 118.4(4) . . ?
N2 C17 C22 121.2(5) . . ?
N2 C17 C18 119.4(5) . . ?
C22 C17 C18 119.4(5) . . ?
C19 C18 C17 118.5(5) . . ?
C19 C18 H18 120.8 . . ?
C17 C18 H18 120.8 . . ?
C18 C19 F2 120.7(5) . . ?
C18 C19 C20 122.6(5) . . ?
F2 C19 C20 116.7(5) . . ?
F1 C20 C21 120.4(6) . . ?
F1 C20 C19 118.4(5) . . ?
C21 C20 C19 121.2(5) . . ?
C20 C21 C22 118.6(6) . . ?
C20 C21 H21 120.7 . . ?
C22 C21 H21 120.7 . . ?
N1 C22 C17 122.4(5) . . ?
N1 C22 C21 117.9(5) . . ?
C17 C22 C21 119.7(5) . . ?
C24 C23 C14 113.6(4) . . ?
C24 C23 H23 123.2 . . ?
C14 C23 H23 123.2 . . ?
C23 C24 C25 129.9(5) . . ?
C23 C24 S1 111.3(4) . . ?
C25 C24 S1 118.8(4) . . ?
C24 C25 C26 113.8(4) . . ?
C24 C25 H25A 108.8 . . ?
C26 C25 H25A 108.8 . . ?
C24 C25 H25B 108.8 . . ?
C26 C25 H25B 108.8 . . ?
H25A C25 H25B 107.7 . . ?
C27 C26 C25 111.6(4) . . ?
C27 C26 H26A 109.3 . . ?
C25 C26 H26A 109.3 . . ?
C27 C26 H26B 109.3 . . ?
C25 C26 H26B 109.3 . . ?
H26A C26 H26B 108.0 . . ?
C28 C27 C26 115.0(5) . . ?
C28 C27 H27A 108.5 . . ?
C26 C27 H27A 108.5 . . ?
C28 C27 H27B 108.5 . . ?
C26 C27 H27B 108.5 . . ?
H27A C27 H27B 107.5 . . ?
C29 C28 C27 116.0(5) . . ?
C29 C28 H28A 108.3 . . ?
C27 C28 H28A 108.3 . . ?
C29 C28 H28B 108.3 . . ?
C27 C28 H28B 108.3 . . ?
H28A C28 H28B 107.4 . . ?
C30 C29 C28 112.8(5) . . ?
C30 C29 H29A 109.0 . . ?
C28 C29 H29A 109.0 . . ?
C30 C29 H29B 109.0 . . ?
C28 C29 H29B 109.0 . . ?
H29A C29 H29B 107.8 . . ?
C31 C30 C29 115.8(5) . . ?
C31 C30 H30A 108.3 . . ?
C29 C30 H30A 108.3 . . ?
C31 C30 H30B 108.3 . . ?
C29 C30 H30B 108.3 . . ?
H30A C30 H30B 107.4 . . ?
C30 C31 C32 113.4(6) . . ?
C30 C31 H31A 108.9 . . ?
C32 C31 H31A 108.9 . . ?
C30 C31 H31B 108.9 . . ?
C32 C31 H31B 108.9 . . ?
H31A C31 H31B 107.7 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C34 C33 H33A 109.5 . . ?
C34 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C34 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C33 C34 C35 114.1(7) . . ?
C33 C34 H34A 108.7 . . ?
C35 C34 H34A 108.7 . . ?
C33 C34 H34B 108.7 . . ?
C35 C34 H34B 108.7 . . ?
H34A C34 H34B 107.6 . . ?
C34 C35 C36 114.1(6) . . ?
C34 C35 H35A 108.7 . . ?
C36 C35 H35A 108.7 . . ?
C34 C35 H35B 108.7 . . ?
C36 C35 H35B 108.7 . . ?
H35A C35 H35B 107.6 . . ?
C35 C36 C37 114.3(5) . . ?
C35 C36 H36A 108.7 . . ?
C37 C36 H36A 108.7 . . ?
C35 C36 H36B 108.7 . . ?
C37 C36 H36B 108.7 . . ?
H36A C36 H36B 107.6 . . ?
C38 C37 C36 113.9(5) . . ?
C38 C37 H37A 108.8 . . ?
C36 C37 H37A 108.8 . . ?
C38 C37 H37B 108.8 . . ?
C36 C37 H37B 108.8 . . ?
H37A C37 H37B 107.7 . . ?
C37 C38 C39 114.0(5) . . ?
C37 C38 H38A 108.8 . . ?
C39 C38 H38A 108.8 . . ?
C37 C38 H38B 108.8 . . ?
C39 C38 H38B 108.8 . . ?
H38A C38 H38B 107.7 . . ?
C40 C39 C38 112.4(5) . . ?
C40 C39 H39A 109.1 . . ?
C38 C39 H39A 109.1 . . ?
C40 C39 H39B 109.1 . . ?
C38 C39 H39B 109.1 . . ?
H39A C39 H39B 107.9 . . ?
C41 C40 C39 114.7(5) . . ?
C41 C40 H40A 108.6 . . ?
C39 C40 H40A 108.6 . . ?
C41 C40 H40B 108.6 . . ?
C39 C40 H40B 108.6 . . ?
H40A C40 H40B 107.6 . . ?
C62 C41 C40 128.6(5) . . ?
C62 C41 S3 111.5(4) . . ?
C40 C41 S3 119.9(4) . . ?
C43 C42 C62 113.2(4) . . ?
C43 C42 C47 119.9(5) . . ?
C62 C42 C47 126.9(5) . . ?
C42 C43 C44 122.0(4) . . ?
C42 C43 S3 111.4(4) . . ?
C44 C43 S3 126.6(4) . . ?
C45 C44 C43 120.2(4) . . ?
C45 C44 S4 111.4(4) . . ?
C43 C44 S4 128.4(4) . . ?
C44 C45 C54 112.2(4) . . ?
C44 C45 C46 119.9(4) . . ?
C54 C45 C46 127.8(5) . . ?
N4 C46 C47 121.8(4) . . ?
N4 C46 C45 118.8(4) . . ?
C47 C46 C45 119.4(4) . . ?
N3 C47 C46 121.9(4) . . ?
N3 C47 C42 119.6(4) . . ?
C46 C47 C42 118.5(4) . . ?
N3 C48 C53 120.8(4) . . ?
N3 C48 C49 119.6(5) . . ?
C53 C48 C49 119.6(5) . . ?
C50 C49 C48 118.9(5) . . ?
C50 C49 H49 120.6 . . ?
C48 C49 H49 120.6 . . ?
F3 C50 C49 121.8(5) . . ?
F3 C50 C51 116.6(5) . . ?
C49 C50 C51 121.6(5) . . ?
F4 C51 C52 121.2(5) . . ?
F4 C51 C50 117.4(5) . . ?
C52 C51 C50 121.4(5) . . ?
C51 C52 C53 119.3(5) . . ?
C51 C52 H52 120.3 . . ?
C53 C52 H52 120.3 . . ?
N4 C53 C48 122.1(4) . . ?
N4 C53 C52 118.7(5) . . ?
C48 C53 C52 119.2(5) . . ?
C55 C54 C45 113.7(5) . . ?
C55 C54 H54 123.2 . . ?
C45 C54 H54 123.2 . . ?
C54 C55 C56 129.4(5) . . ?
C54 C55 S4 110.9(4) . . ?
C56 C55 S4 119.7(4) . . ?
C55 C56 C57 113.1(5) . . ?
C55 C56 H56A 109.0 . . ?
C57 C56 H56A 109.0 . . ?
C55 C56 H56B 109.0 . . ?
C57 C56 H56B 109.0 . . ?
H56A C56 H56B 107.8 . . ?
C58 C57 C56 112.0(5) . . ?
C58 C57 H57A 109.2 . . ?
C56 C57 H57A 109.2 . . ?
C58 C57 H57B 109.2 . . ?
C56 C57 H57B 109.2 . . ?
H57A C57 H57B 107.9 . . ?
C57 C58 C59 114.3(6) . . ?
C57 C58 H58A 108.7 . . ?
C59 C58 H58A 108.7 . . ?
C57 C58 H58B 108.7 . . ?
C59 C58 H58B 108.7 . . ?
H58A C58 H58B 107.6 . . ?
C60 C59 C58 116.0(7) . . ?
C60 C59 H59A 108.3 . . ?
C58 C59 H59A 108.3 . . ?
C60 C59 H59B 108.3 . . ?
C58 C59 H59B 108.3 . . ?
H59A C59 H59B 107.4 . . ?
C59 C60 C65 117.4(10) . . ?
C59 C60 H60A 107.9 . . ?
C65 C60 H60A 107.9 . . ?
C59 C60 H60B 107.9 . . ?
C65 C60 H60B 107.9 . . ?
H60A C60 H60B 107.2 . . ?
C41 C62 C42 112.4(5) . . ?
C41 C62 H62 123.8 . . ?
C42 C62 H62 123.8 . . ?
C64 C63 H63A 109.5 . . ?
C64 C63 H63B 109.5 . . ?
H63A C63 H63B 109.5 . . ?
C64 C63 H63C 109.5 . . ?
H63A C63 H63C 109.5 . . ?
H63B C63 H63C 109.5 . . ?
C65 C64 C63 123.8(14) . . ?
C65 C64 H64A 106.4 . . ?
C63 C64 H64A 106.4 . . ?
C65 C64 H64B 106.4 . . ?
C63 C64 H64B 106.4 . . ?
H64A C64 H64B 106.4 . . ?
C64 C65 C60 119.7(12) . . ?
C64 C65 H65A 107.4 . . ?
C60 C65 H65A 107.4 . . ?
C64 C65 H65B 107.4 . . ?
C60 C65 H65B 107.4 . . ?
H65A C65 H65B 106.9 . . ?
C15 N1 C22 116.4(4) . . ?
C16 N2 C17 116.9(5) . . ?
C47 N3 C48 116.7(4) . . ?
C46 N4 C53 116.6(4) . . ?
C13 S1 C24 91.7(2) . . ?
C12 S2 C9 91.8(2) . . ?
C43 S3 C41 91.5(2) . . ?
C44 S4 C55 91.8(3) . . ?

_refine_diff_density_max         0.428
_refine_diff_density_min         -0.290
_refine_diff_density_rms         0.051

