# Electronic Supplementary Material (ESI) for ChemComm.
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1867989'
_audit_update_record             
;
2018-09-15 deposited with the CCDC.
2018-12-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H20 F6 N P S'
_chemical_formula_weight         511.45

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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'
N N 0.0061 0.0033 '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                   7.9540(3)
_cell_length_b                   8.0616(3)
_cell_length_c                   18.5002(7)
_cell_angle_alpha                85.168(2)
_cell_angle_beta                 88.948(2)
_cell_angle_gamma                74.026(2)
_cell_volume                     1136.40(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4086
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      26.22

_exptl_crystal_description       RECTANGLE
_exptl_crystal_colour            YELLOW
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.495
_exptl_crystal_F_000             524
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.276
_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_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18834
_diffrn_reflns_av_unetI/netI     0.0602
_diffrn_reflns_av_R_equivalents  0.0448
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.105
_diffrn_reflns_theta_max         28.022
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             5346
_reflns_number_gt                3466
_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 (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)+(0.1243P)²] 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         5346
_refine_ls_number_parameters     309
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1013
_refine_ls_R_factor_gt           0.0657
_refine_ls_wR_factor_ref         0.2092
_refine_ls_wR_factor_gt          0.1779
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.013
_refine_ls_shift/su_mean         0.002

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
S2 S 0.57333(10) 0.36946(10) 0.24328(4) 0.0338(2) Uani 1 1 d . . . . .
P2 P 0.18619(9) 0.10901(10) 0.32718(4) 0.0352(2) Uani 1 1 d . . . . .
F1 F 0.3332(2) 0.0311(3) 0.38683(11) 0.0670(7) Uani 1 1 d . . . . .
F2 F 0.0374(3) 0.1903(4) 0.26945(13) 0.0915(9) Uani 1 1 d . . . . .
F3 F 0.1510(3) -0.0726(3) 0.32365(15) 0.0772(8) Uani 1 1 d . . . . .
F4 F 0.0416(2) 0.1534(3) 0.38874(12) 0.0689(7) Uani 1 1 d . . . . .
F5 F 0.2209(3) 0.2909(3) 0.33290(17) 0.0867(9) Uani 1 1 d . . . . .
F6 F 0.3309(3) 0.0644(4) 0.26733(12) 0.0833(9) Uani 1 1 d . . . . .
C1 C 0.6448(4) 0.2712(4) 0.45799(16) 0.0392(7) Uani 1 1 d . . . . .
H1 H 0.6252 0.3886 0.4700 0.059 Uiso 1 1 calc R U . . .
H10 H 0.7610 0.2057 0.4725 0.059 Uiso 1 1 calc R U . . .
H9 H 0.5613 0.2210 0.4828 0.059 Uiso 1 1 calc R U . . .
C2 C 0.6246(3) 0.2688(4) 0.37782(16) 0.0305(6) Uani 1 1 d . . . . .
N1 N 0.6843(3) 0.1186(3) 0.33862(11) 0.0257(5) Uani 1 1 d . . . . .
C4 C 0.6675(3) 0.1565(4) 0.26560(15) 0.0285(6) Uani 1 1 d . . . . .
C5 C 0.7280(3) 0.0331(4) 0.21435(14) 0.0265(6) Uani 1 1 d . . . . .
C6 C 0.8123(3) -0.1317(4) 0.23924(15) 0.0281(6) Uani 1 1 d . . . . .
C7 C 0.8873(4) -0.2661(4) 0.18825(15) 0.0308(6) Uani 1 1 d . . . . .
C8 C 0.7774(4) -0.3223(4) 0.14492(16) 0.0350(7) Uani 1 1 d . . . . .
H8 H 0.6573 -0.2725 0.1463 0.042 Uiso 1 1 calc R U . . .
C9 C 0.8456(4) -0.4527(4) 0.09938(16) 0.0418(8) Uani 1 1 d . . . . .
H7 H 0.7716 -0.4910 0.0706 0.050 Uiso 1 1 calc R U . . .
C10 C 1.0243(4) -0.5251(4) 0.09714(17) 0.0427(8) Uani 1 1 d . . . . .
H2 H 1.0704 -0.6132 0.0671 0.051 Uiso 1 1 calc R U . . .
C11 C 0.4661(4) 0.5914(4) 0.35157(19) 0.0416(8) Uani 1 1 d . . . . .
H20 H 0.3476 0.5978 0.3651 0.062 Uiso 1 1 calc R U . . .
H4 H 0.4668 0.6713 0.3101 0.062 Uiso 1 1 calc R U . . .
H3 H 0.5257 0.6205 0.3913 0.062 Uiso 1 1 calc R U . . .
C30 C 0.5569(4) 0.4118(4) 0.33324(16) 0.0325(7) Uani 1 1 d . . . . .
C13 C 1.0661(4) -0.3388(4) 0.18492(16) 0.0376(7) Uani 1 1 d . . . . .
H5 H 1.1406 -0.3010 0.2136 0.045 Uiso 1 1 calc R U . . .
C14 C 1.1344(4) -0.4677(4) 0.13908(17) 0.0422(8) Uani 1 1 d . . . . .
H6 H 1.2547 -0.5156 0.1366 0.051 Uiso 1 1 calc R U . . .
C15 C 0.8211(3) -0.1812(4) 0.31657(15) 0.0273(6) Uani 1 1 d . . . . .
C16 C 0.7515(3) -0.0558(4) 0.36649(15) 0.0286(6) Uani 1 1 d . . . . .
C17 C 0.7462(3) -0.1084(4) 0.44002(15) 0.0332(7) Uani 1 1 d . . . . .
H14 H 0.6982 -0.0275 0.4730 0.040 Uiso 1 1 calc R U . . .
C18 C 0.8121(4) -0.2802(4) 0.46372(16) 0.0366(7) Uani 1 1 d . . . . .
H13 H 0.8072 -0.3144 0.5128 0.044 Uiso 1 1 calc R U . . .
C19 C 0.8854(4) -0.4030(4) 0.41603(16) 0.0369(7) Uani 1 1 d . . . . .
H12 H 0.9317 -0.5183 0.4331 0.044 Uiso 1 1 calc R U . . .
C20 C 0.8896(4) -0.3538(4) 0.34278(16) 0.0329(7) Uani 1 1 d . . . . .
H11 H 0.9385 -0.4365 0.3106 0.040 Uiso 1 1 calc R U . . .
C21 C 0.6989(4) 0.0963(3) 0.13580(15) 0.0294(6) Uani 1 1 d . . . . .
C22 C 0.8392(4) 0.1087(4) 0.09187(16) 0.0362(7) Uani 1 1 d . . . . .
H19 H 0.9519 0.0780 0.1110 0.043 Uiso 1 1 calc R U . . .
C23 C 0.8100(4) 0.1671(4) 0.01934(17) 0.0416(8) Uani 1 1 d . . . . .
H18 H 0.9033 0.1774 -0.0100 0.050 Uiso 1 1 calc R U . . .
C24 C 0.6431(5) 0.2101(4) -0.00976(17) 0.0450(8) Uani 1 1 d . . . . .
H17 H 0.6244 0.2476 -0.0586 0.054 Uiso 1 1 calc R U . . .
C25 C 0.5051(4) 0.1970(4) 0.03404(18) 0.0456(8) Uani 1 1 d . . . . .
H15 H 0.3927 0.2262 0.0147 0.055 Uiso 1 1 calc R U . . .
C26 C 0.5322(4) 0.1406(4) 0.10680(16) 0.0372(7) Uani 1 1 d . . . . .
H16 H 0.4381 0.1327 0.1361 0.045 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
S2 C4 1.692(3) . ?
S2 C30 1.722(3) . ?
P2 F3 1.571(2) . ?
P2 F2 1.572(2) . ?
P2 F6 1.572(2) . ?
P2 F5 1.577(2) . ?
P2 F1 1.583(2) . ?
P2 F4 1.594(2) . ?
C1 C2 1.497(4) . ?
C1 H1 0.9600 . ?
C1 H10 0.9600 . ?
C1 H9 0.9600 . ?
C2 C30 1.346(4) . ?
C2 N1 1.427(3) . ?
N1 C4 1.360(3) . ?
N1 C16 1.415(3) . ?
C4 C5 1.414(4) . ?
C5 C6 1.358(4) . ?
C5 C21 1.499(4) . ?
C6 C15 1.450(4) . ?
C6 C7 1.489(4) . ?
C7 C13 1.383(4) . ?
C7 C8 1.384(4) . ?
C8 C9 1.388(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.381(4) . ?
C9 H7 0.9300 . ?
C10 C14 1.375(4) . ?
C10 H2 0.9300 . ?
C11 C30 1.494(4) . ?
C11 H20 0.9600 . ?
C11 H4 0.9600 . ?
C11 H3 0.9600 . ?
C13 C14 1.384(4) . ?
C13 H5 0.9300 . ?
C14 H6 0.9300 . ?
C15 C20 1.395(4) . ?
C15 C16 1.418(4) . ?
C16 C17 1.394(4) . ?
C17 C18 1.375(4) . ?
C17 H14 0.9300 . ?
C18 C19 1.382(4) . ?
C18 H13 0.9300 . ?
C19 C20 1.382(4) . ?
C19 H12 0.9300 . ?
C20 H11 0.9300 . ?
C21 C26 1.381(4) . ?
C21 C22 1.389(4) . ?
C22 C23 1.386(4) . ?
C22 H19 0.9300 . ?
C23 C24 1.383(4) . ?
C23 H18 0.9300 . ?
C24 C25 1.375(4) . ?
C24 H17 0.9300 . ?
C25 C26 1.385(4) . ?
C25 H15 0.9300 . ?
C26 H16 0.9300 . ?

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
C4 S2 C30 91.40(14) . . ?
F3 P2 F2 89.93(14) . . ?
F3 P2 F6 90.40(13) . . ?
F2 P2 F6 92.73(14) . . ?
F3 P2 F5 178.53(16) . . ?
F2 P2 F5 90.93(14) . . ?
F6 P2 F5 90.75(14) . . ?
F3 P2 F1 90.96(14) . . ?
F2 P2 F1 178.38(14) . . ?
F6 P2 F1 88.62(12) . . ?
F5 P2 F1 88.15(13) . . ?
F3 P2 F4 89.70(13) . . ?
F2 P2 F4 88.08(13) . . ?
F6 P2 F4 179.18(13) . . ?
F5 P2 F4 89.13(14) . . ?
F1 P2 F4 90.57(12) . . ?
C2 C1 H1 109.5 . . ?
C2 C1 H10 109.5 . . ?
H1 C1 H10 109.5 . . ?
C2 C1 H9 109.5 . . ?
H1 C1 H9 109.5 . . ?
H10 C1 H9 109.5 . . ?
C30 C2 N1 111.7(2) . . ?
C30 C2 C1 123.5(3) . . ?
N1 C2 C1 124.7(2) . . ?
C4 N1 C16 119.3(2) . . ?
C4 N1 C2 112.4(2) . . ?
C16 N1 C2 128.3(2) . . ?
N1 C4 C5 123.8(2) . . ?
N1 C4 S2 112.2(2) . . ?
C5 C4 S2 124.0(2) . . ?
C6 C5 C4 118.2(2) . . ?
C6 C5 C21 124.7(2) . . ?
C4 C5 C21 117.0(2) . . ?
C5 C6 C15 119.8(2) . . ?
C5 C6 C7 121.1(3) . . ?
C15 C6 C7 119.0(2) . . ?
C13 C7 C8 119.5(3) . . ?
C13 C7 C6 120.6(3) . . ?
C8 C7 C6 119.9(3) . . ?
C7 C8 C9 120.4(3) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 H8 119.8 . . ?
C10 C9 C8 119.5(3) . . ?
C10 C9 H7 120.3 . . ?
C8 C9 H7 120.3 . . ?
C14 C10 C9 120.5(3) . . ?
C14 C10 H2 119.8 . . ?
C9 C10 H2 119.8 . . ?
C30 C11 H20 109.5 . . ?
C30 C11 H4 109.5 . . ?
H20 C11 H4 109.5 . . ?
C30 C11 H3 109.5 . . ?
H20 C11 H3 109.5 . . ?
H4 C11 H3 109.5 . . ?
C2 C30 C11 129.3(3) . . ?
C2 C30 S2 112.2(2) . . ?
C11 C30 S2 118.4(2) . . ?
C7 C13 C14 120.3(3) . . ?
C7 C13 H5 119.9 . . ?
C14 C13 H5 119.9 . . ?
C10 C14 C13 120.0(3) . . ?
C10 C14 H6 120.0 . . ?
C13 C14 H6 120.0 . . ?
C20 C15 C16 119.0(3) . . ?
C20 C15 C6 120.6(2) . . ?
C16 C15 C6 120.3(3) . . ?
C17 C16 N1 122.6(2) . . ?
C17 C16 C15 119.5(3) . . ?
N1 C16 C15 117.9(2) . . ?
C18 C17 C16 119.9(3) . . ?
C18 C17 H14 120.1 . . ?
C16 C17 H14 120.1 . . ?
C17 C18 C19 121.3(3) . . ?
C17 C18 H13 119.3 . . ?
C19 C18 H13 119.3 . . ?
C18 C19 C20 119.7(3) . . ?
C18 C19 H12 120.2 . . ?
C20 C19 H12 120.2 . . ?
C19 C20 C15 120.6(3) . . ?
C19 C20 H11 119.7 . . ?
C15 C20 H11 119.7 . . ?
C26 C21 C22 119.9(3) . . ?
C26 C21 C5 119.8(3) . . ?
C22 C21 C5 120.3(2) . . ?
C23 C22 C21 119.5(3) . . ?
C23 C22 H19 120.2 . . ?
C21 C22 H19 120.2 . . ?
C24 C23 C22 120.6(3) . . ?
C24 C23 H18 119.7 . . ?
C22 C23 H18 119.7 . . ?
C25 C24 C23 119.5(3) . . ?
C25 C24 H17 120.2 . . ?
C23 C24 H17 120.2 . . ?
C24 C25 C26 120.5(3) . . ?
C24 C25 H15 119.8 . . ?
C26 C25 H15 119.8 . . ?
C21 C26 C25 120.0(3) . . ?
C21 C26 H16 120.0 . . ?
C25 C26 H16 120.0 . . ?

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
C30 C2 N1 C4 3.3(3) . . . . ?
C1 C2 N1 C4 -172.8(3) . . . . ?
C30 C2 N1 C16 -175.2(2) . . . . ?
C1 C2 N1 C16 8.7(4) . . . . ?
C16 N1 C4 C5 -5.9(4) . . . . ?
C2 N1 C4 C5 175.5(2) . . . . ?
C16 N1 C4 S2 176.35(18) . . . . ?
C2 N1 C4 S2 -2.3(3) . . . . ?
C30 S2 C4 N1 0.6(2) . . . . ?
C30 S2 C4 C5 -177.1(2) . . . . ?
N1 C4 C5 C6 -2.0(4) . . . . ?
S2 C4 C5 C6 175.5(2) . . . . ?
N1 C4 C5 C21 180.0(2) . . . . ?
S2 C4 C5 C21 -2.6(4) . . . . ?
C4 C5 C6 C15 6.7(4) . . . . ?
C21 C5 C6 C15 -175.4(2) . . . . ?
C4 C5 C6 C7 -176.9(2) . . . . ?
C21 C5 C6 C7 1.0(4) . . . . ?
C5 C6 C7 C13 114.6(3) . . . . ?
C15 C6 C7 C13 -69.0(4) . . . . ?
C5 C6 C7 C8 -66.9(4) . . . . ?
C15 C6 C7 C8 109.5(3) . . . . ?
C13 C7 C8 C9 1.1(5) . . . . ?
C6 C7 C8 C9 -177.3(3) . . . . ?
C7 C8 C9 C10 -0.6(5) . . . . ?
C8 C9 C10 C14 -0.6(5) . . . . ?
N1 C2 C30 C11 173.9(3) . . . . ?
C1 C2 C30 C11 -9.9(5) . . . . ?
N1 C2 C30 S2 -2.8(3) . . . . ?
C1 C2 C30 S2 173.3(2) . . . . ?
C4 S2 C30 C2 1.3(2) . . . . ?
C4 S2 C30 C11 -175.8(2) . . . . ?
C8 C7 C13 C14 -0.5(4) . . . . ?
C6 C7 C13 C14 177.9(3) . . . . ?
C9 C10 C14 C13 1.2(5) . . . . ?
C7 C13 C14 C10 -0.6(5) . . . . ?
C5 C6 C15 C20 172.7(3) . . . . ?
C7 C6 C15 C20 -3.7(4) . . . . ?
C5 C6 C15 C16 -3.8(4) . . . . ?
C7 C6 C15 C16 179.7(2) . . . . ?
C4 N1 C16 C17 -169.3(2) . . . . ?
C2 N1 C16 C17 9.1(4) . . . . ?
C4 N1 C16 C15 8.6(4) . . . . ?
C2 N1 C16 C15 -173.0(2) . . . . ?
C20 C15 C16 C17 -2.6(4) . . . . ?
C6 C15 C16 C17 174.0(2) . . . . ?
C20 C15 C16 N1 179.4(2) . . . . ?
C6 C15 C16 N1 -4.0(4) . . . . ?
N1 C16 C17 C18 179.4(2) . . . . ?
C15 C16 C17 C18 1.5(4) . . . . ?
C16 C17 C18 C19 0.5(4) . . . . ?
C17 C18 C19 C20 -1.4(5) . . . . ?
C18 C19 C20 C15 0.3(4) . . . . ?
C16 C15 C20 C19 1.8(4) . . . . ?
C6 C15 C20 C19 -174.8(3) . . . . ?
C6 C5 C21 C26 110.7(3) . . . . ?
C4 C5 C21 C26 -71.4(3) . . . . ?
C6 C5 C21 C22 -68.6(4) . . . . ?
C4 C5 C21 C22 109.3(3) . . . . ?
C26 C21 C22 C23 0.6(4) . . . . ?
C5 C21 C22 C23 179.9(3) . . . . ?
C21 C22 C23 C24 -1.1(5) . . . . ?
C22 C23 C24 C25 0.9(5) . . . . ?
C23 C24 C25 C26 -0.2(5) . . . . ?
C22 C21 C26 C25 0.1(4) . . . . ?
C5 C21 C26 C25 -179.2(3) . . . . ?
C24 C25 C26 C21 -0.3(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C17 H14 F1 0.93 2.60 3.331(4) 135.9 2_656

_refine_diff_density_max         0.633
_refine_diff_density_min         -0.490
_refine_diff_density_rms         0.103

_shelxl_version_number           2014-1

####################################################################### 
# 
# 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_M1_a
_database_code_depnum_ccdc_archive 'CCDC 1867991'
_audit_update_record             
;
2018-09-15 deposited with the CCDC.
2018-12-14 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            'C21 H20 F6 N P S'
_chemical_formula_weight         463.41

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'
P P 0.1023 0.0942 '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                   15.4360(17)
_cell_length_b                   8.6838(8)
_cell_length_c                   15.9215(18)
_cell_angle_alpha                90
_cell_angle_beta                 99.948(5)
_cell_angle_gamma                90
_cell_volume                     2102.1(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3347
_cell_measurement_theta_min      2.68
_cell_measurement_theta_max      20.84

_exptl_crystal_description       RECTANGLE
_exptl_crystal_colour            YELLOW
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.464
_exptl_crystal_F_000             952
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.290
_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     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22320
_diffrn_reflns_av_unetI/netI     0.0925
_diffrn_reflns_av_R_equivalents  0.1272
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.598
_diffrn_reflns_theta_max         26.547
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4344
_reflns_number_gt                2014
_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)+(0.1000P)²] 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         4344
_refine_ls_number_parameters     274
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2061
_refine_ls_R_factor_gt           0.0992
_refine_ls_wR_factor_ref         0.2578
_refine_ls_wR_factor_gt          0.2210
_refine_ls_goodness_of_fit_ref   1.277
_refine_ls_restrained_S_all      1.277
_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
P1 P 0.81670(9) 0.40608(16) 0.08807(10) 0.0646(5) Uani 1 1 d . . . . .
S002 S 0.69788(9) 0.06863(16) 0.27899(10) 0.0721(5) Uani 1 1 d . . . . .
N003 N 0.8074(2) 0.2744(4) 0.3405(2) 0.0497(10) Uani 1 1 d . . . . .
F004 F 0.8937(3) 0.3653(5) 0.1620(3) 0.1321(15) Uani 1 1 d . . . . .
F005 F 0.7492(3) 0.3767(5) 0.1477(3) 0.1372(17) Uani 1 1 d . . . . .
F006 F 0.8863(3) 0.4314(5) 0.0283(3) 0.1381(17) Uani 1 1 d . . . . .
F007 F 0.8223(3) 0.5786(4) 0.1096(3) 0.1382(17) Uani 1 1 d . . . . .
C008 C 0.7208(3) 0.2380(5) 0.3305(3) 0.0526(13) Uani 1 1 d . . . . .
C009 C 0.8351(3) 0.4176(6) 0.3762(3) 0.0576(13) Uani 1 1 d . . . . .
C00A C 0.6578(3) 0.3276(6) 0.3631(3) 0.0579(14) Uani 1 1 d . . . . .
C00B C 0.8578(3) 0.1544(6) 0.3123(3) 0.0600(14) Uani 1 1 d . . . . .
F00C F 0.8146(3) 0.2298(5) 0.0667(4) 0.1550(19) Uani 1 1 d . . . . .
C00D C 0.7743(4) 0.5062(6) 0.4110(3) 0.0648(15) Uani 1 1 d . . . . .
C00E C 0.6854(4) 0.4573(6) 0.4070(3) 0.0660(15) Uani 1 1 d . . . . .
F00F F 0.7406(3) 0.4393(8) 0.0150(3) 0.186(2) Uani 1 1 d . . . . .
C00G C 0.8068(4) 0.0396(6) 0.2745(4) 0.0680(15) Uani 1 1 d . . . . .
C00H C 0.5663(3) 0.2631(6) 0.3494(4) 0.0700(16) Uani 1 1 d . . . . .
C00I C 0.9196(4) 0.4745(7) 0.3737(4) 0.0794(17) Uani 1 1 d . . . . .
H00I H 0.9586 0.4169 0.3480 0.095 Uiso 1 1 calc R U . . .
C00J C 0.8043(5) 0.6476(7) 0.4487(4) 0.0836(18) Uani 1 1 d . . . . .
H00J H 0.7671 0.7069 0.4757 0.100 Uiso 1 1 calc R U . . .
C00K C 0.5083(4) 0.2899(6) 0.2751(5) 0.0823(18) Uani 1 1 d . . . . .
H00K H 0.5250 0.3514 0.2328 0.099 Uiso 1 1 calc R U . . .
C00L C 0.4234(4) 0.2242(8) 0.2628(6) 0.101(2) Uani 1 1 d . . . . .
H00L H 0.3838 0.2426 0.2128 0.121 Uiso 1 1 calc R U . . .
C00M C 0.8888(6) 0.6993(8) 0.4462(5) 0.104(2) Uani 1 1 d . . . . .
H00M H 0.9069 0.7939 0.4704 0.124 Uiso 1 1 calc R U . . .
C00N C 0.9450(5) 0.6150(9) 0.4092(5) 0.099(2) Uani 1 1 d . . . . .
H00N H 1.0012 0.6521 0.4077 0.119 Uiso 1 1 calc R U . . .
C00O C 0.6211(4) 0.5451(8) 0.4515(4) 0.096(2) Uani 1 1 d . . . . .
H00A H 0.6291 0.6550 0.4450 0.115 Uiso 1 1 calc R U . . .
H00B H 0.5612 0.5193 0.4257 0.115 Uiso 1 1 calc R U . . .
C00P C 0.8342(4) -0.1045(7) 0.2339(5) 0.104(2) Uani 1 1 d . . . . .
H00C H 0.8548 -0.0786 0.1821 0.156 Uiso 1 1 calc R U . . .
H00D H 0.7848 -0.1729 0.2213 0.156 Uiso 1 1 calc R U . . .
H00E H 0.8806 -0.1542 0.2724 0.156 Uiso 1 1 calc R U . . .
C00Q C 0.4004(5) 0.1348(9) 0.3242(7) 0.125(3) Uani 1 1 d . . . . .
H00Q H 0.3450 0.0892 0.3158 0.150 Uiso 1 1 calc R U . . .
C00R C 0.9554(4) 0.1492(7) 0.3277(4) 0.095(2) Uani 1 1 d . . . . .
H00F H 0.9746 0.0443 0.3258 0.143 Uiso 1 1 calc R U . . .
H00G H 0.9777 0.1922 0.3827 0.143 Uiso 1 1 calc R U . . .
H00H H 0.9770 0.2077 0.2845 0.143 Uiso 1 1 calc R U . . .
C00S C 0.5405(4) 0.1744(9) 0.4109(5) 0.129(3) Uani 1 1 d . . . . .
H00S H 0.5788 0.1561 0.4618 0.155 Uiso 1 1 calc R U . . .
C00T C 0.6359(5) 0.5049(12) 0.5437(5) 0.146(3) Uani 1 1 d . . . . .
H00O H 0.6303 0.3956 0.5500 0.219 Uiso 1 1 calc R U . . .
H00P H 0.5932 0.5565 0.5708 0.219 Uiso 1 1 calc R U . . .
H00R H 0.6939 0.5367 0.5698 0.219 Uiso 1 1 calc R U . . .
C00U C 0.4558(6) 0.1105(12) 0.3973(7) 0.159(4) Uani 1 1 d . . . . .
H00U H 0.4380 0.0505 0.4396 0.191 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
P1 F007 1.536(4) . ?
P1 F006 1.568(4) . ?
P1 F005 1.548(4) . ?
P1 F004 1.562(4) . ?
P1 F00F 1.531(4) . ?
P1 F00C 1.567(4) . ?
S002 C00G 1.714(6) . ?
S002 C008 1.691(5) . ?
N003 C008 1.356(5) . ?
N003 C009 1.403(6) . ?
N003 C00B 1.419(6) . ?
C008 C00A 1.412(6) . ?
C009 C00D 1.400(7) . ?
C009 C00I 1.402(7) . ?
C00A C00E 1.355(7) . ?
C00A C00H 1.500(7) . ?
C00B C00G 1.345(7) . ?
C00B C00R 1.484(7) . ?
C00D C00E 1.428(7) . ?
C00D C00J 1.410(8) . ?
C00E C00O 1.520(7) . ?
C00G C00P 1.503(7) . ?
C00H C00K 1.374(8) . ?
C00H C00S 1.360(8) . ?
C00I C00N 1.373(8) . ?
C00I H00I 0.9300 . ?
C00J C00M 1.386(9) . ?
C00J H00J 0.9300 . ?
C00K C00L 1.412(8) . ?
C00K H00K 0.9300 . ?
C00L C00Q 1.343(10) . ?
C00L H00L 0.9300 . ?
C00M C00N 1.346(9) . ?
C00M H00M 0.9300 . ?
C00N H00N 0.9300 . ?
C00O C00T 1.487(9) . ?
C00O H00A 0.9700 . ?
C00O H00B 0.9700 . ?
C00P H00C 0.9600 . ?
C00P H00D 0.9600 . ?
C00P H00E 0.9600 . ?
C00Q C00U 1.336(12) . ?
C00Q H00Q 0.9300 . ?
C00R H00F 0.9600 . ?
C00R H00G 0.9600 . ?
C00R H00H 0.9600 . ?
C00S C00U 1.402(10) . ?
C00S H00S 0.9300 . ?
C00T H00O 0.9600 . ?
C00T H00P 0.9600 . ?
C00T H00R 0.9600 . ?
C00U H00U 0.9300 . ?

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
F007 P1 F006 88.9(2) . . ?
F007 P1 F005 92.4(3) . . ?
F006 P1 F005 178.4(2) . . ?
F007 P1 F004 92.7(3) . . ?
F006 P1 F004 88.7(3) . . ?
F005 P1 F004 90.3(3) . . ?
F007 P1 F00F 89.5(3) . . ?
F006 P1 F00F 91.7(3) . . ?
F005 P1 F00F 89.3(3) . . ?
F004 P1 F00F 177.8(3) . . ?
F007 P1 F00C 178.0(3) . . ?
F006 P1 F00C 89.8(2) . . ?
F005 P1 F00C 88.9(2) . . ?
F004 P1 F00C 85.8(3) . . ?
F00F P1 F00C 92.0(3) . . ?
C00G S002 C008 91.4(2) . . ?
C008 N003 C009 118.7(4) . . ?
C008 N003 C00B 112.0(4) . . ?
C009 N003 C00B 129.3(4) . . ?
N003 C008 C00A 123.7(4) . . ?
N003 C008 S002 112.3(3) . . ?
C00A C008 S002 123.9(4) . . ?
N003 C009 C00D 118.0(5) . . ?
N003 C009 C00I 121.4(5) . . ?
C00D C009 C00I 120.5(5) . . ?
C00E C00A C008 118.3(5) . . ?
C00E C00A C00H 126.1(5) . . ?
C008 C00A C00H 115.5(5) . . ?
C00G C00B N003 112.0(4) . . ?
C00G C00B C00R 123.4(5) . . ?
N003 C00B C00R 124.5(5) . . ?
C009 C00D C00E 121.6(5) . . ?
C009 C00D C00J 117.0(5) . . ?
C00E C00D C00J 121.4(5) . . ?
C00A C00E C00D 118.9(5) . . ?
C00A C00E C00O 119.1(5) . . ?
C00D C00E C00O 122.0(5) . . ?
C00B C00G C00P 128.5(5) . . ?
C00B C00G S002 112.0(4) . . ?
C00P C00G S002 119.4(4) . . ?
C00K C00H C00S 119.1(6) . . ?
C00K C00H C00A 121.3(5) . . ?
C00S C00H C00A 119.5(6) . . ?
C009 C00I C00N 120.2(6) . . ?
C009 C00I H00I 119.9 . . ?
C00N C00I H00I 119.9 . . ?
C00M C00J C00D 120.8(6) . . ?
C00M C00J H00J 119.6 . . ?
C00D C00J H00J 119.6 . . ?
C00H C00K C00L 120.1(7) . . ?
C00H C00K H00K 119.9 . . ?
C00L C00K H00K 119.9 . . ?
C00Q C00L C00K 119.2(7) . . ?
C00Q C00L H00L 120.4 . . ?
C00K C00L H00L 120.4 . . ?
C00J C00M C00N 121.2(7) . . ?
C00J C00M H00M 119.4 . . ?
C00N C00M H00M 119.4 . . ?
C00M C00N C00I 120.2(7) . . ?
C00M C00N H00N 119.9 . . ?
C00I C00N H00N 119.9 . . ?
C00T C00O C00E 109.9(5) . . ?
C00T C00O H00A 109.7 . . ?
C00E C00O H00A 109.7 . . ?
C00T C00O H00B 109.7 . . ?
C00E C00O H00B 109.7 . . ?
H00A C00O H00B 108.2 . . ?
C00G C00P H00C 109.5 . . ?
C00G C00P H00D 109.5 . . ?
H00C C00P H00D 109.5 . . ?
C00G C00P H00E 109.5 . . ?
H00C C00P H00E 109.5 . . ?
H00D C00P H00E 109.5 . . ?
C00L C00Q C00U 121.0(8) . . ?
C00L C00Q H00Q 119.5 . . ?
C00U C00Q H00Q 119.5 . . ?
C00B C00R H00F 109.5 . . ?
C00B C00R H00G 109.5 . . ?
H00F C00R H00G 109.5 . . ?
C00B C00R H00H 109.5 . . ?
H00F C00R H00H 109.5 . . ?
H00G C00R H00H 109.5 . . ?
C00H C00S C00U 119.7(7) . . ?
C00H C00S H00S 120.2 . . ?
C00U C00S H00S 120.2 . . ?
C00O C00T H00O 109.5 . . ?
C00O C00T H00P 109.5 . . ?
H00O C00T H00P 109.5 . . ?
C00O C00T H00R 109.5 . . ?
H00O C00T H00R 109.5 . . ?
H00P C00T H00R 109.5 . . ?
C00Q C00U C00S 120.8(8) . . ?
C00Q C00U H00U 119.6 . . ?
C00S C00U H00U 119.6 . . ?

_refine_diff_density_max         0.525
_refine_diff_density_min         -0.261
_refine_diff_density_rms         0.063

####################################################################### 
# 
# 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_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1867993'
_audit_update_record             
;
2018-09-15 deposited with the CCDC.
2018-12-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H51 Cl2 N2 Rh2 S2'
_chemical_formula_weight         924.68

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Rh Rh -1.1178 0.9187 '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                   8.4377(3)
_cell_length_b                   14.4824(6)
_cell_length_c                   17.1062(7)
_cell_angle_alpha                97.320(2)
_cell_angle_beta                 101.1230(10)
_cell_angle_gamma                95.3930(10)
_cell_volume                     2019.21(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9863
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      30.65

_exptl_crystal_description       PLATE
_exptl_crystal_colour            ORANGE
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.521
_exptl_crystal_F_000             946
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    1.085
_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_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32890
_diffrn_reflns_av_unetI/netI     0.0539
_diffrn_reflns_av_R_equivalents  0.0419
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.454
_diffrn_reflns_theta_max         30.659
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             12358
_reflns_number_gt                9616
_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 (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)+(0.0269P)²+1.2664P] 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         12358
_refine_ls_number_parameters     465
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0542
_refine_ls_R_factor_gt           0.0335
_refine_ls_wR_factor_ref         0.0755
_refine_ls_wR_factor_gt          0.0687
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_restrained_S_all      1.009
_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
Rh1 Rh 0.59691(2) 0.73975(2) 0.34958(2) 0.01550(5) Uani 1 1 d . . . . .
Rh2 Rh 0.92924(2) 0.23625(2) 0.15648(2) 0.01441(4) Uani 1 1 d . . . . .
Cl1 Cl 0.34491(7) 0.79208(4) 0.29493(4) 0.02511(12) Uani 1 1 d . . . . .
Cl2 Cl 0.71082(7) 0.19101(4) 0.21871(3) 0.02194(11) Uani 1 1 d . . . . .
S1 S 0.80027(7) 0.94082(4) 0.32788(3) 0.01808(11) Uani 1 1 d . . . . .
S2 S 0.66649(7) 0.20247(4) -0.01949(4) 0.02232(12) Uani 1 1 d . . . . .
N1 N 0.7042(2) 0.91804(13) 0.45392(11) 0.0156(4) Uani 1 1 d . . . . .
N2 N 0.7982(2) 0.07197(13) 0.03782(11) 0.0158(4) Uani 1 1 d . . . . .
C1 C 0.7044(3) 0.87010(15) 0.38070(13) 0.0161(4) Uani 1 1 d . . . . .
C2 C 0.7853(3) 1.01005(15) 0.47039(13) 0.0171(4) Uani 1 1 d . . . . .
C3 C 0.8457(3) 1.03320(15) 0.40711(13) 0.0183(4) Uani 1 1 d . . . . .
C4 C 0.9394(3) 1.12313(16) 0.39953(15) 0.0242(5) Uani 1 1 d . . . . .
H1 H 0.9198 1.1725 0.4383 0.036 Uiso 1 1 calc R U . . .
H2 H 0.9052 1.1380 0.3462 0.036 Uiso 1 1 calc R U . . .
H3 H 1.0534 1.1167 0.4092 0.036 Uiso 1 1 calc R U . . .
C5 C 0.8024(3) 1.07318(17) 0.54846(14) 0.0252(5) Uani 1 1 d . . . . .
H4 H 0.8768 1.1280 0.5496 0.038 Uiso 1 1 calc R U . . .
H5 H 0.8432 1.0406 0.5922 0.038 Uiso 1 1 calc R U . . .
H6 H 0.6981 1.0916 0.5537 0.038 Uiso 1 1 calc R U . . .
C6 C 0.6145(3) 0.86577(16) 0.50081(13) 0.0173(4) Uani 1 1 d . . . . .
C7 C 0.5828(3) 0.90062(18) 0.57536(14) 0.0231(5) Uani 1 1 d . . . . .
H7 H 0.6249 0.9612 0.6003 0.028 Uiso 1 1 calc R U . . .
C8 C 0.4873(3) 0.8432(2) 0.61153(15) 0.0279(5) Uani 1 1 d . . . . .
H10 H 0.4668 0.8649 0.6617 0.033 Uiso 1 1 calc R U . . .
C9 C 0.4226(3) 0.7544(2) 0.57363(16) 0.0299(6) Uani 1 1 d . . . . .
H8 H 0.3582 0.7164 0.5982 0.036 Uiso 1 1 calc R U . . .
C10 C 0.4530(3) 0.72106(18) 0.49856(15) 0.0270(5) Uani 1 1 d . . . . .
H9 H 0.4067 0.6613 0.4732 0.032 Uiso 1 1 calc R U . . .
C11 C 0.5511(3) 0.77525(16) 0.46080(14) 0.0192(4) Uani 1 1 d . . . . .
C12 C 0.7862(3) 0.64840(18) 0.35488(16) 0.0310(6) Uani 1 1 d . . . . .
H11 H 0.7517 0.7062 0.3791 0.037 Uiso 1 1 calc R U . . .
C13 C 0.9456(4) 0.6593(2) 0.4159(2) 0.0651(12) Uani 1 1 d . . . . .
H14 H 0.9949 0.6024 0.4107 0.098 Uiso 1 1 calc R U . . .
H13 H 0.9252 0.6723 0.4693 0.098 Uiso 1 1 calc R U . . .
H12 H 1.0174 0.7102 0.4064 0.098 Uiso 1 1 calc R U . . .
C14 C 0.7652(3) 0.67558(16) 0.27606(17) 0.0277(6) Uani 1 1 d . . . . .
C15 C 0.8958(4) 0.7251(2) 0.2426(3) 0.0605(11) Uani 1 1 d . . . . .
H17 H 0.9546 0.6797 0.2183 0.091 Uiso 1 1 calc R U . . .
H16 H 0.9693 0.7665 0.2853 0.091 Uiso 1 1 calc R U . . .
H15 H 0.8471 0.7608 0.2028 0.091 Uiso 1 1 calc R U . . .
C16 C 0.6064(3) 0.64339(17) 0.23579(15) 0.0269(5) Uani 1 1 d . . . . .
C17 C 0.5269(5) 0.6546(2) 0.15232(18) 0.0590(10) Uani 1 1 d . . . . .
H18 H 0.5975 0.6965 0.1313 0.089 Uiso 1 1 calc R U . . .
H20 H 0.4261 0.6800 0.1533 0.089 Uiso 1 1 calc R U . . .
H19 H 0.5059 0.5946 0.1187 0.089 Uiso 1 1 calc R U . . .
C18 C 0.5271(3) 0.59196(17) 0.28801(18) 0.0310(6) Uani 1 1 d . . . . .
C19 C 0.3556(4) 0.5450(2) 0.2649(3) 0.0650(12) Uani 1 1 d . . . . .
H22 H 0.3461 0.4956 0.2206 0.098 Uiso 1 1 calc R U . . .
H21 H 0.2836 0.5901 0.2494 0.098 Uiso 1 1 calc R U . . .
H23 H 0.3269 0.5192 0.3100 0.098 Uiso 1 1 calc R U . . .
C20 C 0.6413(4) 0.59173(17) 0.35894(17) 0.0322(6) Uani 1 1 d . . . . .
C21 C 0.6227(6) 0.5374(2) 0.4267(2) 0.0676(12) Uani 1 1 d . . . . .
H25 H 0.5104 0.5133 0.4208 0.101 Uiso 1 1 calc R U . . .
H26 H 0.6588 0.5779 0.4773 0.101 Uiso 1 1 calc R U . . .
H24 H 0.6871 0.4862 0.4251 0.101 Uiso 1 1 calc R U . . .
C22 C 1.0778(3) 0.34488(16) 0.25341(15) 0.0252(5) Uani 1 1 d . . . . .
C23 C 0.9460(3) 0.38800(16) 0.21087(18) 0.0311(6) Uani 1 1 d . . . . .
C24 C 0.9590(3) 0.38503(17) 0.13082(17) 0.0301(6) Uani 1 1 d . . . . .
C25 C 1.0976(3) 0.33667(17) 0.12064(15) 0.0261(5) Uani 1 1 d . . . . .
C26 C 1.1650(5) 0.3259(2) 0.04531(19) 0.0522(9) Uani 1 1 d . . . . .
H27 H 1.2263 0.3840 0.0416 0.078 Uiso 1 1 calc R U . . .
H28 H 1.0771 0.3098 -0.0008 0.078 Uiso 1 1 calc R U . . .
H29 H 1.2348 0.2772 0.0470 0.078 Uiso 1 1 calc R U . . .
C27 C 1.1740(3) 0.31747(15) 0.19793(15) 0.0224(5) Uani 1 1 d . . . . .
C28 C 1.3363(3) 0.2822(2) 0.2158(2) 0.0416(8) Uani 1 1 d . . . . .
H32 H 1.4210 0.3336 0.2236 0.062 Uiso 1 1 calc R U . . .
H30 H 1.3463 0.2368 0.1714 0.062 Uiso 1 1 calc R U . . .
H31 H 1.3458 0.2534 0.2638 0.062 Uiso 1 1 calc R U . . .
C29 C 0.8551(5) 0.4284(2) 0.0669(2) 0.0661(12) Uani 1 1 d . . . . .
H35 H 0.7458 0.4253 0.0756 0.099 Uiso 1 1 calc R U . . .
H33 H 0.8552 0.3948 0.0148 0.099 Uiso 1 1 calc R U . . .
H34 H 0.8982 0.4927 0.0697 0.099 Uiso 1 1 calc R U . . .
C30 C 0.8180(4) 0.4299(2) 0.2494(3) 0.0624(11) Uani 1 1 d . . . . .
H36 H 0.8661 0.4862 0.2854 0.094 Uiso 1 1 calc R U . . .
H38 H 0.7730 0.3857 0.2791 0.094 Uiso 1 1 calc R U . . .
H37 H 0.7332 0.4445 0.2084 0.094 Uiso 1 1 calc R U . . .
C31 C 1.1124(5) 0.3410(2) 0.34194(17) 0.0528(10) Uani 1 1 d . . . . .
H40 H 1.1907 0.2981 0.3540 0.079 Uiso 1 1 calc R U . . .
H41 H 1.0136 0.3200 0.3579 0.079 Uiso 1 1 calc R U . . .
H39 H 1.1551 0.4023 0.3708 0.079 Uiso 1 1 calc R U . . .
C32 C 0.9915(2) 0.10492(15) 0.16024(13) 0.0149(4) Uani 1 1 d . . . . .
C33 C 0.9115(3) 0.03523(15) 0.09667(13) 0.0159(4) Uani 1 1 d . . . . .
C34 C 0.9453(3) -0.05737(15) 0.09178(14) 0.0197(5) Uani 1 1 d . . . . .
H45 H 0.8922 -0.1020 0.0484 0.024 Uiso 1 1 calc R U . . .
C35 C 1.0599(3) -0.08161(16) 0.15304(14) 0.0217(5) Uani 1 1 d . . . . .
H44 H 1.0842 -0.1431 0.1506 0.026 Uiso 1 1 calc R U . . .
C36 C 1.1384(3) -0.01540(16) 0.21763(14) 0.0212(5) Uani 1 1 d . . . . .
H42 H 1.2143 -0.0325 0.2587 0.025 Uiso 1 1 calc R U . . .
C37 C 1.1037(3) 0.07697(16) 0.22117(13) 0.0188(4) Uani 1 1 d . . . . .
H43 H 1.1564 0.1210 0.2651 0.023 Uiso 1 1 calc R U . . .
C38 C 0.6860(3) 0.02740(16) -0.03226(13) 0.0186(5) Uani 1 1 d . . . . .
C39 C 0.6040(3) 0.08908(17) -0.07095(13) 0.0213(5) Uani 1 1 d . . . . .
C40 C 0.4796(3) 0.0727(2) -0.14813(14) 0.0295(6) Uani 1 1 d . . . . .
H46 H 0.4499 0.0065 -0.1650 0.044 Uiso 1 1 calc R U . . .
H48 H 0.5241 0.0997 -0.1889 0.044 Uiso 1 1 calc R U . . .
H47 H 0.3849 0.1015 -0.1400 0.044 Uiso 1 1 calc R U . . .
C41 C 0.8008(3) 0.16611(15) 0.05430(13) 0.0168(4) Uani 1 1 d . . . . .
C42 C 0.6650(3) -0.07563(17) -0.05900(14) 0.0244(5) Uani 1 1 d . . . . .
H49 H 0.5741 -0.0921 -0.1037 0.037 Uiso 1 1 calc R U . . .
H51 H 0.6455 -0.1077 -0.0154 0.037 Uiso 1 1 calc R U . . .
H50 H 0.7618 -0.0936 -0.0753 0.037 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
Rh1 C1 1.976(2) . ?
Rh1 C11 2.026(2) . ?
Rh1 C12 2.164(2) . ?
Rh1 C18 2.233(2) . ?
Rh1 C20 2.231(2) . ?
Rh1 C14 2.259(2) . ?
Rh1 C16 2.265(2) . ?
Rh1 Cl1 2.3845(6) . ?
Rh2 C41 1.968(2) . ?
Rh2 C32 2.026(2) . ?
Rh2 C25 2.164(2) . ?
Rh2 C27 2.218(2) . ?
Rh2 C22 2.227(2) . ?
Rh2 C24 2.254(2) . ?
Rh2 C23 2.255(2) . ?
Rh2 Cl2 2.3805(6) . ?
S1 C1 1.698(2) . ?
S1 C3 1.736(2) . ?
S2 C41 1.698(2) . ?
S2 C39 1.743(2) . ?
N1 C1 1.353(3) . ?
N1 C2 1.408(3) . ?
N1 C6 1.439(3) . ?
N2 C41 1.354(3) . ?
N2 C38 1.414(3) . ?
N2 C33 1.439(3) . ?
C2 C3 1.348(3) . ?
C2 C5 1.493(3) . ?
C3 C4 1.492(3) . ?
C4 H1 0.9600 . ?
C4 H2 0.9600 . ?
C4 H3 0.9600 . ?
C5 H4 0.9600 . ?
C5 H5 0.9600 . ?
C5 H6 0.9600 . ?
C6 C7 1.395(3) . ?
C6 C11 1.404(3) . ?
C7 C8 1.386(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.376(4) . ?
C8 H10 0.9300 . ?
C9 C10 1.393(3) . ?
C9 H8 0.9300 . ?
C10 C11 1.390(3) . ?
C10 H9 0.9300 . ?
C12 C20 1.426(4) . ?
C12 C14 1.435(4) . ?
C12 C13 1.516(4) . ?
C12 H11 0.9800 . ?
C13 H14 0.9600 . ?
C13 H13 0.9600 . ?
C13 H12 0.9600 . ?
C14 C16 1.390(4) . ?
C14 C15 1.502(4) . ?
C15 H17 0.9600 . ?
C15 H16 0.9600 . ?
C15 H15 0.9600 . ?
C16 C18 1.451(4) . ?
C16 C17 1.492(4) . ?
C17 H18 0.9600 . ?
C17 H20 0.9600 . ?
C17 H19 0.9600 . ?
C18 C20 1.397(4) . ?
C18 C19 1.496(4) . ?
C19 H22 0.9600 . ?
C19 H21 0.9600 . ?
C19 H23 0.9600 . ?
C20 C21 1.505(4) . ?
C21 H25 0.9600 . ?
C21 H26 0.9600 . ?
C21 H24 0.9600 . ?
C22 C27 1.407(3) . ?
C22 C23 1.446(4) . ?
C22 C31 1.495(4) . ?
C23 C24 1.390(4) . ?
C23 C30 1.505(4) . ?
C24 C25 1.446(4) . ?
C24 C29 1.505(4) . ?
C25 C27 1.428(4) . ?
C25 C26 1.502(4) . ?
C26 H27 0.9600 . ?
C26 H28 0.9600 . ?
C26 H29 0.9600 . ?
C27 C28 1.497(3) . ?
C28 H32 0.9600 . ?
C28 H30 0.9600 . ?
C28 H31 0.9600 . ?
C29 H35 0.9600 . ?
C29 H33 0.9600 . ?
C29 H34 0.9600 . ?
C30 H36 0.9600 . ?
C30 H38 0.9600 . ?
C30 H37 0.9600 . ?
C31 H40 0.9600 . ?
C31 H41 0.9600 . ?
C31 H39 0.9600 . ?
C32 C37 1.394(3) . ?
C32 C33 1.402(3) . ?
C33 C34 1.393(3) . ?
C34 C35 1.387(3) . ?
C34 H45 0.9300 . ?
C35 C36 1.381(3) . ?
C35 H44 0.9300 . ?
C36 C37 1.393(3) . ?
C36 H42 0.9300 . ?
C37 H43 0.9300 . ?
C38 C39 1.344(3) . ?
C38 C42 1.487(3) . ?
C39 C40 1.497(3) . ?
C40 H46 0.9600 . ?
C40 H48 0.9600 . ?
C40 H47 0.9600 . ?
C42 H49 0.9600 . ?
C42 H51 0.9600 . ?
C42 H50 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
C1 Rh1 C11 77.42(9) . . ?
C1 Rh1 C12 107.47(9) . . ?
C11 Rh1 C12 110.21(10) . . ?
C1 Rh1 C18 162.35(9) . . ?
C11 Rh1 C18 119.10(10) . . ?
C12 Rh1 C18 62.58(10) . . ?
C1 Rh1 C20 141.82(10) . . ?
C11 Rh1 C20 98.32(9) . . ?
C12 Rh1 C20 37.82(10) . . ?
C18 Rh1 C20 36.48(10) . . ?
C1 Rh1 C14 101.23(9) . . ?
C11 Rh1 C14 146.79(10) . . ?
C12 Rh1 C14 37.80(10) . . ?
C18 Rh1 C14 61.73(9) . . ?
C20 Rh1 C14 62.02(9) . . ?
C1 Rh1 C16 125.48(9) . . ?
C11 Rh1 C16 156.68(9) . . ?
C12 Rh1 C16 61.96(9) . . ?
C18 Rh1 C16 37.64(10) . . ?
C20 Rh1 C16 61.51(9) . . ?
C14 Rh1 C16 35.78(10) . . ?
C1 Rh1 Cl1 91.54(6) . . ?
C11 Rh1 Cl1 88.21(7) . . ?
C12 Rh1 Cl1 155.72(7) . . ?
C18 Rh1 Cl1 94.98(7) . . ?
C20 Rh1 Cl1 126.49(8) . . ?
C14 Rh1 Cl1 124.94(7) . . ?
C16 Rh1 Cl1 94.84(7) . . ?
C41 Rh2 C32 77.21(9) . . ?
C41 Rh2 C25 104.50(9) . . ?
C32 Rh2 C25 117.03(9) . . ?
C41 Rh2 C27 136.36(9) . . ?
C32 Rh2 C27 99.36(8) . . ?
C25 Rh2 C27 38.02(9) . . ?
C41 Rh2 C22 165.45(9) . . ?
C32 Rh2 C22 114.57(9) . . ?
C25 Rh2 C22 63.11(9) . . ?
C27 Rh2 C22 36.91(9) . . ?
C41 Rh2 C24 103.49(9) . . ?
C32 Rh2 C24 155.01(9) . . ?
C25 Rh2 C24 38.14(10) . . ?
C27 Rh2 C24 62.51(9) . . ?
C22 Rh2 C24 62.16(9) . . ?
C41 Rh2 C23 131.20(10) . . ?
C32 Rh2 C23 151.58(10) . . ?
C25 Rh2 C23 62.22(9) . . ?
C27 Rh2 C23 61.76(9) . . ?
C22 Rh2 C23 37.63(10) . . ?
C24 Rh2 C23 35.92(10) . . ?
C41 Rh2 Cl2 88.13(6) . . ?
C32 Rh2 Cl2 87.30(6) . . ?
C25 Rh2 Cl2 154.31(7) . . ?
C27 Rh2 Cl2 135.48(7) . . ?
C22 Rh2 Cl2 100.53(7) . . ?
C24 Rh2 Cl2 117.64(7) . . ?
C23 Rh2 Cl2 92.55(7) . . ?
C1 S1 C3 92.91(11) . . ?
C41 S2 C39 93.27(11) . . ?
C1 N1 C2 115.83(18) . . ?
C1 N1 C6 113.06(18) . . ?
C2 N1 C6 131.08(18) . . ?
C41 N2 C38 115.62(19) . . ?
C41 N2 C33 112.79(18) . . ?
C38 N2 C33 131.59(19) . . ?
N1 C1 S1 109.15(15) . . ?
N1 C1 Rh1 120.34(16) . . ?
S1 C1 Rh1 130.48(12) . . ?
C3 C2 N1 111.39(19) . . ?
C3 C2 C5 124.7(2) . . ?
N1 C2 C5 123.9(2) . . ?
C2 C3 C4 128.6(2) . . ?
C2 C3 S1 110.66(16) . . ?
C4 C3 S1 120.72(17) . . ?
C3 C4 H1 109.5 . . ?
C3 C4 H2 109.5 . . ?
H1 C4 H2 109.5 . . ?
C3 C4 H3 109.5 . . ?
H1 C4 H3 109.5 . . ?
H2 C4 H3 109.5 . . ?
C2 C5 H4 109.5 . . ?
C2 C5 H5 109.5 . . ?
H4 C5 H5 109.5 . . ?
C2 C5 H6 109.5 . . ?
H4 C5 H6 109.5 . . ?
H5 C5 H6 109.5 . . ?
C7 C6 C11 122.3(2) . . ?
C7 C6 N1 125.3(2) . . ?
C11 C6 N1 112.34(19) . . ?
C8 C7 C6 118.7(2) . . ?
C8 C7 H7 120.7 . . ?
C6 C7 H7 120.7 . . ?
C9 C8 C7 120.4(2) . . ?
C9 C8 H10 119.8 . . ?
C7 C8 H10 119.8 . . ?
C8 C9 C10 120.3(2) . . ?
C8 C9 H8 119.9 . . ?
C10 C9 H8 119.9 . . ?
C11 C10 C9 121.4(2) . . ?
C11 C10 H9 119.3 . . ?
C9 C10 H9 119.3 . . ?
C10 C11 C6 117.0(2) . . ?
C10 C11 Rh1 126.04(18) . . ?
C6 C11 Rh1 116.81(16) . . ?
C20 C12 C14 107.9(2) . . ?
C20 C12 C13 125.1(3) . . ?
C14 C12 C13 125.7(3) . . ?
C20 C12 Rh1 73.64(15) . . ?
C14 C12 Rh1 74.68(14) . . ?
C13 C12 Rh1 127.68(18) . . ?
C20 C12 H11 93.7 . . ?
C14 C12 H11 93.7 . . ?
C13 C12 H11 93.7 . . ?
Rh1 C12 H11 34.0 . . ?
C12 C13 H14 109.5 . . ?
C12 C13 H13 109.5 . . ?
H14 C13 H13 109.5 . . ?
C12 C13 H12 109.5 . . ?
H14 C13 H12 109.5 . . ?
H13 C13 H12 109.5 . . ?
C16 C14 C12 107.7(2) . . ?
C16 C14 C15 126.8(3) . . ?
C12 C14 C15 125.4(3) . . ?
C16 C14 Rh1 72.37(14) . . ?
C12 C14 Rh1 67.52(14) . . ?
C15 C14 Rh1 128.03(18) . . ?
C14 C15 H17 109.5 . . ?
C14 C15 H16 109.5 . . ?
H17 C15 H16 109.5 . . ?
C14 C15 H15 109.5 . . ?
H17 C15 H15 109.5 . . ?
H16 C15 H15 109.5 . . ?
C14 C16 C18 108.4(2) . . ?
C14 C16 C17 127.7(3) . . ?
C18 C16 C17 123.9(3) . . ?
C14 C16 Rh1 71.85(14) . . ?
C18 C16 Rh1 69.97(14) . . ?
C17 C16 Rh1 125.56(19) . . ?
C16 C17 H18 109.5 . . ?
C16 C17 H20 109.5 . . ?
H18 C17 H20 109.5 . . ?
C16 C17 H19 109.5 . . ?
H18 C17 H19 109.5 . . ?
H20 C17 H19 109.5 . . ?
C20 C18 C16 107.6(2) . . ?
C20 C18 C19 128.2(3) . . ?
C16 C18 C19 124.1(3) . . ?
C20 C18 Rh1 71.68(14) . . ?
C16 C18 Rh1 72.39(13) . . ?
C19 C18 Rh1 123.76(19) . . ?
C18 C19 H22 109.5 . . ?
C18 C19 H21 109.5 . . ?
H22 C19 H21 109.5 . . ?
C18 C19 H23 109.5 . . ?
H22 C19 H23 109.5 . . ?
H21 C19 H23 109.5 . . ?
C18 C20 C12 108.0(2) . . ?
C18 C20 C21 127.2(3) . . ?
C12 C20 C21 124.6(3) . . ?
C18 C20 Rh1 71.85(14) . . ?
C12 C20 Rh1 68.54(14) . . ?
C21 C20 Rh1 127.93(19) . . ?
C20 C21 H25 109.5 . . ?
C20 C21 H26 109.5 . . ?
H25 C21 H26 109.5 . . ?
C20 C21 H24 109.5 . . ?
H25 C21 H24 109.5 . . ?
H26 C21 H24 109.5 . . ?
C27 C22 C23 107.2(2) . . ?
C27 C22 C31 127.3(3) . . ?
C23 C22 C31 125.2(3) . . ?
C27 C22 Rh2 71.19(13) . . ?
C23 C22 Rh2 72.25(13) . . ?
C31 C22 Rh2 126.93(17) . . ?
C24 C23 C22 109.3(2) . . ?
C24 C23 C30 126.6(3) . . ?
C22 C23 C30 124.1(3) . . ?
C24 C23 Rh2 72.00(14) . . ?
C22 C23 Rh2 70.12(13) . . ?
C30 C23 Rh2 124.62(19) . . ?
C23 C24 C25 107.3(2) . . ?
C23 C24 C29 127.0(3) . . ?
C25 C24 C29 125.6(3) . . ?
C23 C24 Rh2 72.08(14) . . ?
C25 C24 Rh2 67.57(13) . . ?
C29 C24 Rh2 128.01(19) . . ?
C27 C25 C24 107.7(2) . . ?
C27 C25 C26 126.4(3) . . ?
C24 C25 C26 125.0(3) . . ?
C27 C25 Rh2 73.01(13) . . ?
C24 C25 Rh2 74.29(14) . . ?
C26 C25 Rh2 127.14(18) . . ?
C25 C26 H27 109.5 . . ?
C25 C26 H28 109.5 . . ?
H27 C26 H28 109.5 . . ?
C25 C26 H29 109.5 . . ?
H27 C26 H29 109.5 . . ?
H28 C26 H29 109.5 . . ?
C22 C27 C25 108.3(2) . . ?
C22 C27 C28 127.1(2) . . ?
C25 C27 C28 124.3(2) . . ?
C22 C27 Rh2 71.89(13) . . ?
C25 C27 Rh2 68.97(13) . . ?
C28 C27 Rh2 128.87(17) . . ?
C27 C28 H32 109.5 . . ?
C27 C28 H30 109.5 . . ?
H32 C28 H30 109.5 . . ?
C27 C28 H31 109.5 . . ?
H32 C28 H31 109.5 . . ?
H30 C28 H31 109.5 . . ?
C24 C29 H35 109.5 . . ?
C24 C29 H33 109.5 . . ?
H35 C29 H33 109.5 . . ?
C24 C29 H34 109.5 . . ?
H35 C29 H34 109.5 . . ?
H33 C29 H34 109.5 . . ?
C23 C30 H36 109.5 . . ?
C23 C30 H38 109.5 . . ?
H36 C30 H38 109.5 . . ?
C23 C30 H37 109.5 . . ?
H36 C30 H37 109.5 . . ?
H38 C30 H37 109.5 . . ?
C22 C31 H40 109.5 . . ?
C22 C31 H41 109.5 . . ?
H40 C31 H41 109.5 . . ?
C22 C31 H39 109.5 . . ?
H40 C31 H39 109.5 . . ?
H41 C31 H39 109.5 . . ?
C37 C32 C33 117.0(2) . . ?
C37 C32 Rh2 126.03(16) . . ?
C33 C32 Rh2 116.96(16) . . ?
C34 C33 C32 122.4(2) . . ?
C34 C33 N2 125.5(2) . . ?
C32 C33 N2 112.08(19) . . ?
C35 C34 C33 118.6(2) . . ?
C35 C34 H45 120.7 . . ?
C33 C34 H45 120.7 . . ?
C36 C35 C34 120.7(2) . . ?
C36 C35 H44 119.6 . . ?
C34 C35 H44 119.6 . . ?
C35 C36 C37 119.9(2) . . ?
C35 C36 H42 120.1 . . ?
C37 C36 H42 120.1 . . ?
C36 C37 C32 121.4(2) . . ?
C36 C37 H43 119.3 . . ?
C32 C37 H43 119.3 . . ?
C39 C38 N2 112.0(2) . . ?
C39 C38 C42 125.0(2) . . ?
N2 C38 C42 123.0(2) . . ?
C38 C39 C40 129.6(2) . . ?
C38 C39 S2 110.11(17) . . ?
C40 C39 S2 120.27(19) . . ?
C39 C40 H46 109.5 . . ?
C39 C40 H48 109.5 . . ?
H46 C40 H48 109.5 . . ?
C39 C40 H47 109.5 . . ?
H46 C40 H47 109.5 . . ?
H48 C40 H47 109.5 . . ?
N2 C41 S2 109.02(16) . . ?
N2 C41 Rh2 120.54(16) . . ?
S2 C41 Rh2 130.11(13) . . ?
C38 C42 H49 109.5 . . ?
C38 C42 H51 109.5 . . ?
H49 C42 H51 109.5 . . ?
C38 C42 H50 109.5 . . ?
H49 C42 H50 109.5 . . ?
H51 C42 H50 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
C2 N1 C1 S1 -2.4(2) . . . . ?
C6 N1 C1 S1 175.62(14) . . . . ?
C2 N1 C1 Rh1 179.44(14) . . . . ?
C6 N1 C1 Rh1 -2.6(2) . . . . ?
C3 S1 C1 N1 2.08(17) . . . . ?
C3 S1 C1 Rh1 -179.96(16) . . . . ?
C1 N1 C2 C3 1.4(3) . . . . ?
C6 N1 C2 C3 -176.2(2) . . . . ?
C1 N1 C2 C5 -178.3(2) . . . . ?
C6 N1 C2 C5 4.1(4) . . . . ?
N1 C2 C3 C4 -179.9(2) . . . . ?
C5 C2 C3 C4 -0.2(4) . . . . ?
N1 C2 C3 S1 0.3(2) . . . . ?
C5 C2 C3 S1 179.97(18) . . . . ?
C1 S1 C3 C2 -1.38(18) . . . . ?
C1 S1 C3 C4 178.79(19) . . . . ?
C1 N1 C6 C7 -174.3(2) . . . . ?
C2 N1 C6 C7 3.3(4) . . . . ?
C1 N1 C6 C11 1.8(3) . . . . ?
C2 N1 C6 C11 179.4(2) . . . . ?
C11 C6 C7 C8 1.0(3) . . . . ?
N1 C6 C7 C8 176.7(2) . . . . ?
C6 C7 C8 C9 -1.3(4) . . . . ?
C7 C8 C9 C10 0.3(4) . . . . ?
C8 C9 C10 C11 1.2(4) . . . . ?
C9 C10 C11 C6 -1.6(4) . . . . ?
C9 C10 C11 Rh1 -176.47(19) . . . . ?
C7 C6 C11 C10 0.5(3) . . . . ?
N1 C6 C11 C10 -175.8(2) . . . . ?
C7 C6 C11 Rh1 175.85(17) . . . . ?
N1 C6 C11 Rh1 -0.4(2) . . . . ?
C20 C12 C14 C16 5.1(3) . . . . ?
C13 C12 C14 C16 172.7(2) . . . . ?
Rh1 C12 C14 C16 -61.56(17) . . . . ?
C20 C12 C14 C15 -171.7(2) . . . . ?
C13 C12 C14 C15 -4.1(4) . . . . ?
Rh1 C12 C14 C15 121.6(2) . . . . ?
C20 C12 C14 Rh1 66.71(17) . . . . ?
C13 C12 C14 Rh1 -125.7(3) . . . . ?
C12 C14 C16 C18 -2.3(3) . . . . ?
C15 C14 C16 C18 174.5(2) . . . . ?
Rh1 C14 C16 C18 -60.75(17) . . . . ?
C12 C14 C16 C17 179.8(3) . . . . ?
C15 C14 C16 C17 -3.4(4) . . . . ?
Rh1 C14 C16 C17 121.3(3) . . . . ?
C12 C14 C16 Rh1 58.49(16) . . . . ?
C15 C14 C16 Rh1 -124.7(3) . . . . ?
C14 C16 C18 C20 -1.5(3) . . . . ?
C17 C16 C18 C20 176.5(2) . . . . ?
Rh1 C16 C18 C20 -63.44(17) . . . . ?
C14 C16 C18 C19 -178.8(2) . . . . ?
C17 C16 C18 C19 -0.8(4) . . . . ?
Rh1 C16 C18 C19 119.3(3) . . . . ?
C14 C16 C18 Rh1 61.94(17) . . . . ?
C17 C16 C18 Rh1 -120.0(3) . . . . ?
C16 C18 C20 C12 4.7(3) . . . . ?
C19 C18 C20 C12 -178.2(3) . . . . ?
Rh1 C18 C20 C12 -59.22(17) . . . . ?
C16 C18 C20 C21 -171.8(3) . . . . ?
C19 C18 C20 C21 5.3(5) . . . . ?
Rh1 C18 C20 C21 124.3(3) . . . . ?
C16 C18 C20 Rh1 63.91(17) . . . . ?
C19 C18 C20 Rh1 -119.0(3) . . . . ?
C14 C12 C20 C18 -6.1(3) . . . . ?
C13 C12 C20 C18 -173.8(2) . . . . ?
Rh1 C12 C20 C18 61.31(18) . . . . ?
C14 C12 C20 C21 170.5(2) . . . . ?
C13 C12 C20 C21 2.8(4) . . . . ?
Rh1 C12 C20 C21 -122.1(3) . . . . ?
C14 C12 C20 Rh1 -67.41(16) . . . . ?
C13 C12 C20 Rh1 124.9(3) . . . . ?
C27 C22 C23 C24 1.4(3) . . . . ?
C31 C22 C23 C24 175.2(2) . . . . ?
Rh2 C22 C23 C24 -61.67(17) . . . . ?
C27 C22 C23 C30 -177.9(2) . . . . ?
C31 C22 C23 C30 -4.1(4) . . . . ?
Rh2 C22 C23 C30 119.0(2) . . . . ?
C27 C22 C23 Rh2 63.06(15) . . . . ?
C31 C22 C23 Rh2 -123.1(2) . . . . ?
C22 C23 C24 C25 1.9(3) . . . . ?
C30 C23 C24 C25 -178.8(2) . . . . ?
Rh2 C23 C24 C25 -58.61(16) . . . . ?
C22 C23 C24 C29 -175.0(3) . . . . ?
C30 C23 C24 C29 4.3(4) . . . . ?
Rh2 C23 C24 C29 124.5(3) . . . . ?
C22 C23 C24 Rh2 60.50(16) . . . . ?
C30 C23 C24 Rh2 -120.2(3) . . . . ?
C23 C24 C25 C27 -4.4(3) . . . . ?
C29 C24 C25 C27 172.5(2) . . . . ?
Rh2 C24 C25 C27 -65.92(15) . . . . ?
C23 C24 C25 C26 -173.9(2) . . . . ?
C29 C24 C25 C26 3.1(4) . . . . ?
Rh2 C24 C25 C26 124.7(3) . . . . ?
C23 C24 C25 Rh2 61.49(17) . . . . ?
C29 C24 C25 Rh2 -121.6(3) . . . . ?
C23 C22 C27 C25 -4.2(3) . . . . ?
C31 C22 C27 C25 -177.8(2) . . . . ?
Rh2 C22 C27 C25 59.60(16) . . . . ?
C23 C22 C27 C28 170.8(2) . . . . ?
C31 C22 C27 C28 -2.9(4) . . . . ?
Rh2 C22 C27 C28 -125.5(2) . . . . ?
C23 C22 C27 Rh2 -63.75(16) . . . . ?
C31 C22 C27 Rh2 122.6(2) . . . . ?
C24 C25 C27 C22 5.3(3) . . . . ?
C26 C25 C27 C22 174.6(2) . . . . ?
Rh2 C25 C27 C22 -61.44(16) . . . . ?
C24 C25 C27 C28 -169.8(2) . . . . ?
C26 C25 C27 C28 -0.5(4) . . . . ?
Rh2 C25 C27 C28 123.5(2) . . . . ?
C24 C25 C27 Rh2 66.77(16) . . . . ?
C26 C25 C27 Rh2 -124.0(3) . . . . ?
C37 C32 C33 C34 -2.5(3) . . . . ?
Rh2 C32 C33 C34 179.02(16) . . . . ?
C37 C32 C33 N2 179.60(18) . . . . ?
Rh2 C32 C33 N2 1.1(2) . . . . ?
C41 N2 C33 C34 -174.2(2) . . . . ?
C38 N2 C33 C34 6.5(3) . . . . ?
C41 N2 C33 C32 3.6(2) . . . . ?
C38 N2 C33 C32 -175.7(2) . . . . ?
C32 C33 C34 C35 1.4(3) . . . . ?
N2 C33 C34 C35 179.02(19) . . . . ?
C33 C34 C35 C36 0.2(3) . . . . ?
C34 C35 C36 C37 -0.6(3) . . . . ?
C35 C36 C37 C32 -0.6(3) . . . . ?
C33 C32 C37 C36 2.1(3) . . . . ?
Rh2 C32 C37 C36 -179.62(16) . . . . ?
C41 N2 C38 C39 1.4(3) . . . . ?
C33 N2 C38 C39 -179.3(2) . . . . ?
C41 N2 C38 C42 -179.1(2) . . . . ?
C33 N2 C38 C42 0.1(3) . . . . ?
N2 C38 C39 C40 177.7(2) . . . . ?
C42 C38 C39 C40 -1.7(4) . . . . ?
N2 C38 C39 S2 -0.3(2) . . . . ?
C42 C38 C39 S2 -179.70(18) . . . . ?
C41 S2 C39 C38 -0.65(18) . . . . ?
C41 S2 C39 C40 -178.83(19) . . . . ?
C38 N2 C41 S2 -1.9(2) . . . . ?
C33 N2 C41 S2 178.76(14) . . . . ?
C38 N2 C41 Rh2 172.18(14) . . . . ?
C33 N2 C41 Rh2 -7.2(2) . . . . ?
C39 S2 C41 N2 1.40(17) . . . . ?
C39 S2 C41 Rh2 -171.89(15) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C4 H2 Cl2 0.96 2.71 3.617(3) 158.8 1_565
C40 H48 Cl1 0.96 2.85 3.805(3) 170.8 2_665
C42 H49 Cl2 0.96 2.92 3.848(2) 163.5 2_655

_refine_diff_density_max         0.584
_refine_diff_density_min         -0.999
_refine_diff_density_rms         0.104

_shelxl_version_number           2014-1

####################################################################### 
# 
# 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_M1_a_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1867990'
_audit_update_record             
;
2018-09-15 deposited with the CCDC.
2018-12-14 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 H22 F6 N P S'
_chemical_formula_weight         525.47

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'
P P 0.1023 0.0942 '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/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   10.7758(3)
_cell_length_b                   18.0546(4)
_cell_length_c                   12.5689(3)
_cell_angle_alpha                90
_cell_angle_beta                 103.254(2)
_cell_angle_gamma                90
_cell_volume                     2380.18(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4154
_cell_measurement_theta_min      2.25
_cell_measurement_theta_max      25.49

_exptl_crystal_description       PLATE
_exptl_crystal_colour            YELLOW
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.466
_exptl_crystal_F_000             1080
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.266
_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      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23813
_diffrn_reflns_av_unetI/netI     0.0438
_diffrn_reflns_av_R_equivalents  0.0470
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.011
_diffrn_reflns_theta_max         27.949
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5689
_reflns_number_gt                4421
_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)+(0.1000P)²] 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         5689
_refine_ls_number_parameters     319
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0799
_refine_ls_R_factor_gt           0.0620
_refine_ls_wR_factor_ref         0.1956
_refine_ls_wR_factor_gt          0.1846
_refine_ls_goodness_of_fit_ref   1.301
_refine_ls_restrained_S_all      1.301
_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
S001 S 0.52787(6) 0.89044(4) 0.60975(6) 0.0303(2) Uani 1 1 d . . . . .
P1 P 0.60072(6) 0.64026(4) 0.79674(6) 0.0282(2) Uani 1 1 d . . . . .
F003 F 0.66368(17) 0.64944(12) 0.69429(16) 0.0548(5) Uani 1 1 d . . . . .
N004 N 0.48591(19) 0.76494(11) 0.51566(16) 0.0209(4) Uani 1 1 d . . . . .
F005 F 0.5372(2) 0.63078(18) 0.89714(18) 0.0859(9) Uani 1 1 d . . . . .
F006 F 0.7312(2) 0.66100(18) 0.87603(18) 0.0894(9) Uani 1 1 d . . . . .
F007 F 0.6429(3) 0.55767(12) 0.8091(2) 0.0882(9) Uani 1 1 d . . . . .
F008 F 0.4728(2) 0.6174(2) 0.71689(19) 0.1059(12) Uani 1 1 d . . . . .
C009 C 0.4154(2) 0.69997(12) 0.47706(19) 0.0213(5) Uani 1 1 d . . . . .
C00A C 0.3265(2) 0.79992(13) 0.61706(19) 0.0219(5) Uani 1 1 d . . . . .
C00B C 0.2621(2) 0.73511(12) 0.58898(19) 0.0195(5) Uani 1 1 d . . . . .
C00C C 0.1571(2) 0.71072(13) 0.63969(19) 0.0212(5) Uani 1 1 d . . . . .
C00D C 0.3031(2) 0.68667(12) 0.51267(18) 0.0200(5) Uani 1 1 d . . . . .
C00E C 0.2295(2) 0.62376(13) 0.4710(2) 0.0230(5) Uani 1 1 d . . . . .
H00E H 0.1539 0.6151 0.4927 0.028 Uiso 1 1 calc R U . . .
C00F C 0.2655(2) 0.57498(13) 0.3997(2) 0.0258(5) Uani 1 1 d . . . . .
C00G C 0.6056(2) 0.78882(14) 0.4990(2) 0.0241(5) Uani 1 1 d . . . . .
C00H C 0.2938(2) 0.85671(13) 0.6930(2) 0.0239(5) Uani 1 1 d . . . . .
C00I C 0.0421(2) 0.74847(14) 0.6260(2) 0.0258(5) Uani 1 1 d . . . . .
H00I H 0.0281 0.7910 0.5832 0.031 Uiso 1 1 calc R U . . .
C00J C 0.3606(3) 0.85783(14) 0.8016(2) 0.0289(6) Uani 1 1 d . . . . .
H00J H 0.4253 0.8237 0.8266 0.035 Uiso 1 1 calc R U . . .
C00K C 0.4364(2) 0.81300(12) 0.57761(19) 0.0218(5) Uani 1 1 d . . . . .
C00L C 0.1755(2) 0.64668(14) 0.7037(2) 0.0261(5) Uani 1 1 d . . . . .
H00L H 0.2525 0.6214 0.7144 0.031 Uiso 1 1 calc R U . . .
C00M C -0.0527(2) 0.72255(15) 0.6765(2) 0.0309(6) Uani 1 1 d . . . . .
H00M H -0.1291 0.7484 0.6682 0.037 Uiso 1 1 calc R U . . .
C00N C 0.0805(3) 0.62038(14) 0.7515(2) 0.0300(6) Uani 1 1 d . . . . .
H00N H 0.0932 0.5769 0.7922 0.036 Uiso 1 1 calc R U . . .
C00O C 0.6390(2) 0.85609(15) 0.5430(2) 0.0292(6) Uani 1 1 d . . . . .
C00P C 0.4523(3) 0.65077(14) 0.4037(2) 0.0300(6) Uani 1 1 d . . . . .
H00P H 0.5261 0.6597 0.3793 0.036 Uiso 1 1 calc R U . . .
C00Q C -0.0329(3) 0.65834(15) 0.7390(2) 0.0309(6) Uani 1 1 d . . . . .
H00Q H -0.0959 0.6410 0.7723 0.037 Uiso 1 1 calc R U . . .
C00R C 0.3793(3) 0.58927(14) 0.3677(2) 0.0326(6) Uani 1 1 d . . . . .
H00R H 0.4064 0.5563 0.3209 0.039 Uiso 1 1 calc R U . . .
C00S C 0.3304(3) 0.91024(15) 0.8728(2) 0.0351(7) Uani 1 1 d . . . . .
H00S H 0.3752 0.9112 0.9454 0.042 Uiso 1 1 calc R U . . .
C00T C 0.1694(3) 0.96070(15) 0.7279(3) 0.0405(7) Uani 1 1 d . . . . .
H00T H 0.1055 0.9954 0.7032 0.049 Uiso 1 1 calc R U . . .
C00U C 0.2346(3) 0.96048(14) 0.8363(3) 0.0373(7) Uani 1 1 d . . . . .
H00U H 0.2133 0.9946 0.8847 0.045 Uiso 1 1 calc R U . . .
C00V C 0.1997(3) 0.90876(14) 0.6555(2) 0.0332(6) Uani 1 1 d . . . . .
H00V H 0.1568 0.9092 0.5823 0.040 Uiso 1 1 calc R U . . .
C00W C 0.1867(3) 0.50781(14) 0.3593(2) 0.0329(6) Uani 1 1 d . . . . .
H00A H 0.2286 0.4644 0.3945 0.049 Uiso 1 1 calc R U . . .
H00B H 0.1767 0.5034 0.2817 0.049 Uiso 1 1 calc R U . . .
H00C H 0.1044 0.5126 0.3758 0.049 Uiso 1 1 calc R U . . .
C00X C 0.6890(2) 0.74299(15) 0.4456(2) 0.0291(6) Uani 1 1 d . . . . .
H00D H 0.7718 0.7654 0.4571 0.044 Uiso 1 1 calc R U . . .
H00F H 0.6521 0.7398 0.3686 0.044 Uiso 1 1 calc R U . . .
H00G H 0.6969 0.6942 0.4767 0.044 Uiso 1 1 calc R U . . .
C00Y C 0.7566(3) 0.90083(17) 0.5434(3) 0.0384(7) Uani 1 1 d . . . . .
H00H H 0.8232 0.8866 0.6048 0.058 Uiso 1 1 calc R U . . .
H00K H 0.7380 0.9525 0.5487 0.058 Uiso 1 1 calc R U . . .
H00O H 0.7839 0.8920 0.4769 0.058 Uiso 1 1 calc R U . . .
F00Z F 0.5574(4) 0.72258(16) 0.7790(3) 0.1380(15) 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
S001 C00K 1.705(2) . ?
S001 C00O 1.727(3) . ?
P1 F007 1.556(2) . ?
P1 F008 1.563(2) . ?
P1 F005 1.577(2) . ?
P1 F00Z 1.558(3) . ?
P1 F006 1.571(2) . ?
P1 F003 1.5959(19) . ?
N004 C00K 1.354(3) . ?
N004 C009 1.421(3) . ?
N004 C00G 1.420(3) . ?
C009 C00P 1.402(3) . ?
C009 C00D 1.404(3) . ?
C00A C00B 1.365(3) . ?
C00A C00K 1.405(3) . ?
C00A C00H 1.497(3) . ?
C00B C00D 1.440(3) . ?
C00B C00C 1.487(3) . ?
C00C C00I 1.390(3) . ?
C00C C00L 1.397(3) . ?
C00D C00E 1.415(3) . ?
C00E C00F 1.374(3) . ?
C00E H00E 0.9300 . ?
C00F C00R 1.399(4) . ?
C00F C00W 1.501(3) . ?
C00G C00O 1.349(4) . ?
C00G C00X 1.490(3) . ?
C00H C00V 1.384(4) . ?
C00H C00J 1.390(4) . ?
C00I C00M 1.402(3) . ?
C00I H00I 0.9300 . ?
C00J C00S 1.391(3) . ?
C00J H00J 0.9300 . ?
C00L C00N 1.384(3) . ?
C00L H00L 0.9300 . ?
C00M C00Q 1.389(4) . ?
C00M H00M 0.9300 . ?
C00N C00Q 1.378(4) . ?
C00N H00N 0.9300 . ?
C00O C00Y 1.502(4) . ?
C00P C00R 1.376(4) . ?
C00P H00P 0.9300 . ?
C00Q H00Q 0.9300 . ?
C00R H00R 0.9300 . ?
C00S C00U 1.372(4) . ?
C00S H00S 0.9300 . ?
C00T C00U 1.382(5) . ?
C00T C00V 1.396(4) . ?
C00T H00T 0.9300 . ?
C00U H00U 0.9300 . ?
C00V H00V 0.9300 . ?
C00W H00A 0.9600 . ?
C00W H00B 0.9600 . ?
C00W H00C 0.9600 . ?
C00X H00D 0.9600 . ?
C00X H00F 0.9600 . ?
C00X H00G 0.9600 . ?
C00Y H00H 0.9600 . ?
C00Y H00K 0.9600 . ?
C00Y H00O 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
C00K S001 C00O 91.01(12) . . ?
F007 P1 F008 90.33(19) . . ?
F007 P1 F005 89.25(15) . . ?
F008 P1 F005 90.26(13) . . ?
F007 P1 F00Z 177.56(17) . . ?
F008 P1 F00Z 88.2(2) . . ?
F005 P1 F00Z 92.71(16) . . ?
F007 P1 F006 88.10(17) . . ?
F008 P1 F006 178.26(19) . . ?
F005 P1 F006 90.46(13) . . ?
F00Z P1 F006 93.3(2) . . ?
F007 P1 F003 90.65(13) . . ?
F008 P1 F003 89.12(11) . . ?
F005 P1 F003 179.37(13) . . ?
F00Z P1 F003 87.38(15) . . ?
F006 P1 F003 90.16(12) . . ?
C00K N004 C009 118.35(19) . . ?
C00K N004 C00G 112.4(2) . . ?
C009 N004 C00G 129.25(19) . . ?
C00P C009 N004 122.5(2) . . ?
C00P C009 C00D 119.8(2) . . ?
N004 C009 C00D 117.71(19) . . ?
C00B C00A C00K 118.2(2) . . ?
C00B C00A C00H 124.9(2) . . ?
C00K C00A C00H 116.8(2) . . ?
C00A C00B C00D 118.6(2) . . ?
C00A C00B C00C 122.3(2) . . ?
C00D C00B C00C 119.0(2) . . ?
C00I C00C C00L 118.8(2) . . ?
C00I C00C C00B 123.1(2) . . ?
C00L C00C C00B 118.1(2) . . ?
C00B C00D C009 121.8(2) . . ?
C00B C00D C00E 120.2(2) . . ?
C009 C00D C00E 118.0(2) . . ?
C00F C00E C00D 122.6(2) . . ?
C00F C00E H00E 118.7 . . ?
C00D C00E H00E 118.7 . . ?
C00E C00F C00R 117.7(2) . . ?
C00E C00F C00W 121.1(2) . . ?
C00R C00F C00W 121.2(2) . . ?
C00O C00G N004 112.2(2) . . ?
C00O C00G C00X 123.6(2) . . ?
N004 C00G C00X 124.1(2) . . ?
C00V C00H C00J 119.9(2) . . ?
C00V C00H C00A 120.6(2) . . ?
C00J C00H C00A 119.5(2) . . ?
C00C C00I C00M 120.1(2) . . ?
C00C C00I H00I 119.9 . . ?
C00M C00I H00I 119.9 . . ?
C00S C00J C00H 119.8(3) . . ?
C00S C00J H00J 120.1 . . ?
C00H C00J H00J 120.1 . . ?
N004 C00K C00A 124.8(2) . . ?
N004 C00K S001 112.30(17) . . ?
C00A C00K S001 122.84(17) . . ?
C00N C00L C00C 120.9(2) . . ?
C00N C00L H00L 119.6 . . ?
C00C C00L H00L 119.6 . . ?
C00Q C00M C00I 120.1(2) . . ?
C00Q C00M H00M 120.0 . . ?
C00I C00M H00M 120.0 . . ?
C00L C00N C00Q 120.3(2) . . ?
C00L C00N H00N 119.9 . . ?
C00Q C00N H00N 119.9 . . ?
C00G C00O C00Y 129.1(2) . . ?
C00G C00O S001 111.91(18) . . ?
C00Y C00O S001 118.9(2) . . ?
C009 C00P C00R 120.0(2) . . ?
C009 C00P H00P 120.0 . . ?
C00R C00P H00P 120.0 . . ?
C00M C00Q C00N 119.8(2) . . ?
C00M C00Q H00Q 120.1 . . ?
C00N C00Q H00Q 120.1 . . ?
C00P C00R C00F 121.9(2) . . ?
C00P C00R H00R 119.1 . . ?
C00F C00R H00R 119.1 . . ?
C00J C00S C00U 120.2(3) . . ?
C00J C00S H00S 119.9 . . ?
C00U C00S H00S 119.9 . . ?
C00U C00T C00V 119.9(3) . . ?
C00U C00T H00T 120.0 . . ?
C00V C00T H00T 120.0 . . ?
C00T C00U C00S 120.3(2) . . ?
C00T C00U H00U 119.8 . . ?
C00S C00U H00U 119.8 . . ?
C00T C00V C00H 119.8(3) . . ?
C00T C00V H00V 120.1 . . ?
C00H C00V H00V 120.1 . . ?
C00F C00W H00A 109.5 . . ?
C00F C00W H00B 109.5 . . ?
H00A C00W H00B 109.5 . . ?
C00F C00W H00C 109.5 . . ?
H00A C00W H00C 109.5 . . ?
H00B C00W H00C 109.5 . . ?
C00G C00X H00D 109.5 . . ?
C00G C00X H00F 109.5 . . ?
H00D C00X H00F 109.5 . . ?
C00G C00X H00G 109.5 . . ?
H00D C00X H00G 109.5 . . ?
H00F C00X H00G 109.5 . . ?
C00O C00Y H00H 109.5 . . ?
C00O C00Y H00K 109.5 . . ?
H00H C00Y H00K 109.5 . . ?
C00O C00Y H00O 109.5 . . ?
H00H C00Y H00O 109.5 . . ?
H00K C00Y H00O 109.5 . . ?

_refine_diff_density_max         0.770
_refine_diff_density_min         -0.704
_refine_diff_density_rms         0.073

