# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

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

data_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1911330'
loop_
_audit_author_name
_audit_author_address
'Andrew F Dalebrook'
;University of Auckland
New Zealand
;
_audit_update_record             
;
2019-04-20 deposited with the CCDC.	2019-07-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97


_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H20 N4, 2(C F3 O3 S), H2 O'
_chemical_formula_sum            'C20 H22 F6 N4 O7 S2'
_chemical_formula_weight         608.54

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

_cell_length_a                   12.7108(1)
_cell_length_b                   12.4777(1)
_cell_length_c                   16.4443(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.012(1)
_cell_angle_gamma                90.00
_cell_volume                     2582.63(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    88(2)
_cell_measurement_reflns_used    1407
_cell_measurement_theta_min      5.759
_cell_measurement_theta_max      52.502

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.616
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1280
_exptl_absorpt_coefficient_mu    0.309
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.889
_exptl_absorpt_correction_T_max  0.942
_exptl_absorpt_process_details   'SADABS; Sheldrick, 1996'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      88(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  'Bruker SMART APEXII CCD'
_diffrn_measurement_method       'Area detector ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        <2%
_diffrn_reflns_number            30554
_diffrn_reflns_av_R_equivalents  0.0345
_diffrn_reflns_av_sigmaI/netI    0.0242
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.90
_diffrn_reflns_theta_max         26.00
_reflns_number_total             5078
_reflns_number_gt                4320
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 (Bruker, 2006)'
_computing_cell_refinement       'SAINT (Siemens, 1995)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Ortep-III (Burnett & Johnson, 1996)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'

_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)+(0.0400P)²+2.0135P] 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         5078
_refine_ls_number_parameters     362
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0432
_refine_ls_R_factor_gt           0.0356
_refine_ls_wR_factor_ref         0.0935
_refine_ls_wR_factor_gt          0.0883
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.38923(15) 0.52753(16) 0.65028(13) 0.0279(4) Uani 1 1 d . . .
H1A H 0.3795 0.4762 0.6064 0.042 Uiso 1 1 calc R . .
H1B H 0.4013 0.5972 0.6285 0.042 Uiso 1 1 calc R . .
H1C H 0.3268 0.5294 0.6770 0.042 Uiso 1 1 calc R . .
C2 C 0.47157(14) 0.47725(14) 0.78979(12) 0.0230(4) Uani 1 1 d . . .
H2 H 0.4051 0.4841 0.8067 0.028 Uiso 1 1 calc R . .
C3 C 0.55625(14) 0.44823(14) 0.84567(12) 0.0219(4) Uani 1 1 d . . .
H3 H 0.5472 0.4362 0.9001 0.026 Uiso 1 1 calc R . .
C4 C 0.65794(14) 0.43641(13) 0.82090(11) 0.0184(4) Uani 1 1 d . . .
C5 C 0.66649(14) 0.45886(14) 0.73788(11) 0.0194(4) Uani 1 1 d . . .
H5 H 0.7320 0.4537 0.7191 0.023 Uiso 1 1 calc R . .
C6 C 0.57847(14) 0.48815(14) 0.68525(12) 0.0219(4) Uani 1 1 d . . .
H6 H 0.5852 0.5029 0.6308 0.026 Uiso 1 1 calc R . .
C7 C 0.84395(13) 0.37677(14) 0.86082(10) 0.0172(3) Uani 1 1 d . . .
C8 C 0.93210(14) 0.42145(14) 0.90897(11) 0.0206(4) Uani 1 1 d . . .
H8 H 0.9223 0.4703 0.9500 0.025 Uiso 1 1 calc R . .
C9 C 1.03391(14) 0.39386(15) 0.89636(11) 0.0230(4) Uani 1 1 d . . .
H9 H 1.0921 0.4230 0.9296 0.028 Uiso 1 1 calc R . .
C10 C 1.04942(14) 0.32287(15) 0.83431(12) 0.0232(4) Uani 1 1 d . . .
H10 H 1.1179 0.3064 0.8245 0.028 Uiso 1 1 calc R . .
C11 C 0.96275(14) 0.27653(14) 0.78700(11) 0.0207(4) Uani 1 1 d . . .
H11 H 0.9733 0.2290 0.7453 0.025 Uiso 1 1 calc R . .
C12 C 0.86007(13) 0.30047(13) 0.80127(10) 0.0172(3) Uani 1 1 d . . .
C13 C 0.69676(13) 0.19182(13) 0.77955(11) 0.0167(3) Uani 1 1 d . . .
C14 C 0.70245(14) 0.15870(14) 0.86227(11) 0.0187(4) Uani 1 1 d . . .
H14 H 0.7597 0.1792 0.9007 0.022 Uiso 1 1 calc R . .
C15 C 0.62354(14) 0.09661(14) 0.88545(11) 0.0207(4) Uani 1 1 d . . .
H15 H 0.6283 0.0741 0.9398 0.025 Uiso 1 1 calc R . .
C16 C 0.60710(14) 0.15961(14) 0.72468(11) 0.0213(4) Uani 1 1 d . . .
H16 H 0.6003 0.1801 0.6698 0.026 Uiso 1 1 calc R . .
C17 C 0.53036(14) 0.09838(14) 0.75215(12) 0.0225(4) Uani 1 1 d . . .
H17 H 0.4713 0.0779 0.7156 0.027 Uiso 1 1 calc R . .
C18 C 0.45576(15) -0.00253(16) 0.85838(13) 0.0282(4) Uani 1 1 d . . .
H18A H 0.3994 -0.0130 0.8138 0.042 Uiso 1 1 calc R . .
H18B H 0.4279 0.0309 0.9035 0.042 Uiso 1 1 calc R . .
H18C H 0.4863 -0.0706 0.8756 0.042 Uiso 1 1 calc R . .
C19 C 0.85828(19) 0.22270(19) 0.48828(15) 0.0419(6) Uani 1 1 d . . .
C20 C 0.71154(16) 0.24792(16) 0.13849(12) 0.0278(4) Uani 1 1 d . . .
N1 N 0.48186(12) 0.49634(12) 0.71023(10) 0.0224(3) Uani 1 1 d . . .
N2 N 0.74044(11) 0.40540(12) 0.87679(9) 0.0187(3) Uani 1 1 d . . .
H2A H 0.7292 0.4027 0.9271 0.022 Uiso 1 1 calc R . .
N3 N 0.77345(11) 0.25015(12) 0.75176(9) 0.0179(3) Uani 1 1 d . . .
H3A H 0.7697 0.2576 0.6994 0.022 Uiso 1 1 calc R . .
N4 N 0.53830(11) 0.06693(12) 0.83113(10) 0.0211(3) Uani 1 1 d . . .
O1 O 0.78686(11) 0.41523(12) 0.47455(9) 0.0329(3) Uani 1 1 d . . .
O2 O 0.83423(12) 0.34323(12) 0.61070(8) 0.0336(3) Uani 1 1 d . . .
O3 O 0.67592(12) 0.27952(15) 0.52575(12) 0.0513(5) Uani 1 1 d . . .
O4 O 0.86837(11) 0.34304(12) 0.08666(9) 0.0323(3) Uani 1 1 d . . .
O5 O 0.69034(12) 0.40901(12) 0.04119(8) 0.0335(3) Uani 1 1 d . . .
O6 O 0.77180(10) 0.43846(11) 0.18201(8) 0.0267(3) Uani 1 1 d . . .
F1 F 0.95717(11) 0.25825(13) 0.48465(10) 0.0578(4) Uani 1 1 d . . .
F2 F 0.86544(18) 0.13675(13) 0.53541(13) 0.0864(6) Uani 1 1 d . . .
F3 F 0.81646(13) 0.19314(15) 0.41349(10) 0.0692(5) Uani 1 1 d . . .
F4 F 0.77150(13) 0.20419(11) 0.20282(8) 0.0497(4) Uani 1 1 d . . .
F5 F 0.70368(11) 0.17673(10) 0.07735(8) 0.0406(3) Uani 1 1 d . . .
F6 F 0.61468(10) 0.26282(11) 0.15854(9) 0.0468(4) Uani 1 1 d . . .
S1 S 0.77939(4) 0.32682(4) 0.52875(3) 0.02332(12) Uani 1 1 d . . .
S2 S 0.76685(3) 0.37410(3) 0.10894(3) 0.01985(11) Uani 1 1 d . . .
O7 O 0.95015(15) 0.15601(13) 0.00432(11) 0.0395(4) Uani 1 1 d . . .
H7A H 1.019(3) 0.171(3) 0.010(2) 0.094(13) Uiso 1 1 d . . .
H7B H 0.927(2) 0.212(3) 0.0273(19) 0.065(9) Uiso 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.479(2) . ?
C2 N1 1.354(2) . ?
C2 C3 1.363(3) . ?
C3 C4 1.416(2) . ?
C4 N2 1.351(2) . ?
C4 C5 1.413(3) . ?
C5 C6 1.365(3) . ?
C6 N1 1.352(2) . ?
C7 C8 1.395(2) . ?
C7 C12 1.401(2) . ?
C7 N2 1.423(2) . ?
C8 C9 1.382(3) . ?
C9 C10 1.386(3) . ?
C10 C11 1.384(3) . ?
C11 C12 1.390(2) . ?
C12 N3 1.421(2) . ?
C13 N3 1.346(2) . ?
C13 C16 1.410(2) . ?
C13 C14 1.414(2) . ?
C14 C15 1.363(2) . ?
C15 N4 1.356(2) . ?
C16 C17 1.364(3) . ?
C17 N4 1.347(2) . ?
C18 N4 1.478(2) . ?
C19 F2 1.319(3) . ?
C19 F3 1.322(3) . ?
C19 F1 1.342(3) . ?
C19 S1 1.823(2) . ?
C20 F4 1.332(2) . ?
C20 F6 1.331(2) . ?
C20 F5 1.335(2) . ?
C20 S2 1.818(2) . ?
O1 S1 1.4295(15) . ?
O2 S1 1.4429(14) . ?
O3 S1 1.4361(15) . ?
O4 S2 1.4427(14) . ?
O5 S2 1.4404(14) . ?
O6 S2 1.4393(14) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C2 C3 121.63(16) . . ?
C2 C3 C4 120.03(17) . . ?
N2 C4 C5 123.87(16) . . ?
N2 C4 C3 119.16(16) . . ?
C5 C4 C3 116.97(16) . . ?
C6 C5 C4 119.94(16) . . ?
N1 C6 C5 121.76(17) . . ?
C8 C7 C12 118.96(16) . . ?
C8 C7 N2 119.02(16) . . ?
C12 C7 N2 121.92(15) . . ?
C9 C8 C7 120.66(17) . . ?
C8 C9 C10 120.12(17) . . ?
C11 C10 C9 119.81(17) . . ?
C10 C11 C12 120.53(17) . . ?
C11 C12 C7 119.74(16) . . ?
C11 C12 N3 118.62(16) . . ?
C7 C12 N3 121.57(15) . . ?
N3 C13 C16 119.73(16) . . ?
N3 C13 C14 122.83(16) . . ?
C16 C13 C14 117.43(16) . . ?
C15 C14 C13 119.62(16) . . ?
N4 C15 C14 121.50(17) . . ?
C17 C16 C13 119.94(17) . . ?
N4 C17 C16 121.42(17) . . ?
F2 C19 F3 107.8(2) . . ?
F2 C19 F1 107.9(2) . . ?
F3 C19 F1 108.0(2) . . ?
F2 C19 S1 111.19(19) . . ?
F3 C19 S1 111.59(16) . . ?
F1 C19 S1 110.30(16) . . ?
F4 C20 F6 107.89(16) . . ?
F4 C20 F5 107.47(16) . . ?
F6 C20 F5 107.74(16) . . ?
F4 C20 S2 111.56(14) . . ?
F6 C20 S2 110.53(14) . . ?
F5 C20 S2 111.48(13) . . ?
C6 N1 C2 119.64(15) . . ?
C6 N1 C1 119.34(16) . . ?
C2 N1 C1 121.02(15) . . ?
C4 N2 C7 126.61(15) . . ?
C13 N3 C12 125.75(15) . . ?
C17 N4 C15 120.08(15) . . ?
C17 N4 C18 120.15(16) . . ?
C15 N4 C18 119.75(16) . . ?
O1 S1 O3 115.84(10) . . ?
O1 S1 O2 114.04(9) . . ?
O3 S1 O2 114.28(10) . . ?
O1 S1 C19 103.57(10) . . ?
O3 S1 C19 104.02(11) . . ?
O2 S1 C19 102.91(10) . . ?
O6 S2 O5 115.04(8) . . ?
O6 S2 O4 115.18(8) . . ?
O5 S2 O4 114.59(9) . . ?
O6 S2 C20 103.51(9) . . ?
O5 S2 C20 102.95(9) . . ?
O4 S2 C20 103.18(9) . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.652
_refine_diff_density_min         -0.496
_refine_diff_density_rms         0.051
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelxl_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1911332'
loop_
_audit_author_name
_audit_author_address
'Andrew F Dalebrook'
;University of Auckland
New Zealand
;
_audit_update_record             
;
2019-04-20 deposited with the CCDC.	2019-07-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97


_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C14 H18 N4 Pd0.5), 2(C F3 O3 S), 1.5(O2 H)'
_chemical_formula_sum            'C30 H35.50 F6 N8 O7.50 Pd S2'
_chemical_formula_weight         912.68

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

_cell_length_a                   9.609(5)
_cell_length_b                   13.660(5)
_cell_length_c                   15.003(5)
_cell_angle_alpha                106.473(5)
_cell_angle_beta                 93.890(5)
_cell_angle_gamma                101.967(5)
_cell_volume                     1830.5(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    89(2)
_cell_measurement_reflns_used    9976
_cell_measurement_theta_min      5.358
_cell_measurement_theta_max      51.894

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.656
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             927
_exptl_absorpt_coefficient_mu    0.710
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.880
_exptl_absorpt_correction_T_max  0.918
_exptl_absorpt_process_details   'SADABS; Sheldrick, 1996'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      89(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  'Bruker SMART APEXII CCD'
_diffrn_measurement_method       'Area detector ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        <2%
_diffrn_reflns_number            40793
_diffrn_reflns_av_R_equivalents  0.0429
_diffrn_reflns_av_sigmaI/netI    0.0396
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.43
_diffrn_reflns_theta_max         27.96
_reflns_number_total             8775
_reflns_number_gt                6735
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'APEX2 (Bruker, 2006)'
_computing_cell_refinement       'SAINT (Siemens, 1995)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Ortep-III (Burnett & Johnson, 1996)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'

_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 > 2σ(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)+(0.0623P)²+3.4122P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         8775
_refine_ls_number_parameters     603
_refine_ls_number_restraints     43
_refine_ls_R_factor_all          0.0679
_refine_ls_R_factor_gt           0.0492
_refine_ls_wR_factor_ref         0.1349
_refine_ls_wR_factor_gt          0.1226
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C4 C 0.2074(4) 0.2038(3) 0.5088(3) 0.0339(8) Uani 1 1 d . . .
C5 C 0.1440(4) 0.2600(3) 0.5842(3) 0.0389(8) Uani 1 1 d . C .
H5 H 0.0690 0.2233 0.6068 0.047 Uiso 1 1 calc R . .
C6 C 0.1896(4) 0.3648(3) 0.6237(3) 0.0423(9) Uani 1 1 d . . .
H6 H 0.1332 0.3998 0.6632 0.051 Uiso 1 1 calc R A 1
C7 C 0.2200(5) 0.0418(3) 0.3929(3) 0.0446(9) Uani 1 1 d . . .
H7A H 0.2633 -0.0101 0.4089 0.053 Uiso 1 1 calc R C .
H7B H 0.2924 0.0884 0.3723 0.053 Uiso 1 1 calc R . .
C8 C 0.0960(5) -0.0116(4) 0.3158(3) 0.0499(11) Uani 1 1 d . C .
H8A H 0.0841 0.0347 0.2788 0.060 Uiso 1 1 calc R . .
H8B H 0.1150 -0.0750 0.2747 0.060 Uiso 1 1 calc R . .
C9 C -0.2949(6) -0.1050(3) 0.1469(3) 0.0492(11) Uani 1 1 d . . .
H9 H -0.2966 -0.1133 0.0831 0.059 Uiso 1 1 calc R . .
C10 C -0.1667(5) -0.0759(3) 0.2016(3) 0.0440(10) Uani 1 1 d . . .
H10 H -0.0827 -0.0631 0.1752 0.053 Uiso 1 1 calc R . .
C11 C -0.1582(5) -0.0643(3) 0.3007(3) 0.0392(9) Uani 1 1 d . C .
C12 C -0.2944(5) -0.0819(3) 0.3339(3) 0.0445(9) Uani 1 1 d . . .
H12 H -0.2975 -0.0740 0.3973 0.053 Uiso 1 1 calc R . .
C13 C -0.4182(5) -0.1098(4) 0.2753(3) 0.0525(11) Uani 1 1 d . . .
H13 H -0.5047 -0.1207 0.2995 0.063 Uiso 1 1 calc R . .
C14 C -0.5584(6) -0.1566(4) 0.1197(4) 0.0678(15) Uani 1 1 d . . .
H14A H -0.5416 -0.1552 0.0577 0.102 Uiso 1 1 calc R . .
H14B H -0.6189 -0.1101 0.1435 0.102 Uiso 1 1 calc R . .
H14C H -0.6046 -0.2268 0.1176 0.102 Uiso 1 1 calc R . .
C15 C 0.0558(6) 0.7668(4) 0.6604(3) 0.0613(13) Uani 1 1 d . . .
H15A H -0.0357 0.7822 0.6493 0.092 Uiso 1 1 calc R . .
H15B H 0.0672 0.7105 0.6082 0.092 Uiso 1 1 calc R . .
H15C H 0.1309 0.8282 0.6676 0.092 Uiso 1 1 calc R . .
C16 C 0.0907(4) 0.8086(3) 0.8311(3) 0.0421(9) Uani 1 1 d . . .
H16 H 0.1092 0.8790 0.8338 0.051 Uiso 1 1 calc R . .
C17 C 0.0923(4) 0.7844(3) 0.9127(3) 0.0381(8) Uani 1 1 d . . .
H17 H 0.1123 0.8380 0.9696 0.046 Uiso 1 1 calc R . .
C18 C 0.0633(3) 0.6771(3) 0.9121(3) 0.0288(7) Uani 1 1 d . B .
C19 C 0.0370(4) 0.6021(3) 0.8210(3) 0.0319(7) Uani 1 1 d . . .
H19 H 0.0203 0.5309 0.8153 0.038 Uiso 1 1 calc R . .
C20 C 0.0357(4) 0.6324(3) 0.7425(3) 0.0368(8) Uani 1 1 d . . .
H20 H 0.0152 0.5813 0.6842 0.044 Uiso 1 1 calc R . .
C23 C -0.4743(4) 0.4145(3) 1.0768(3) 0.0369(8) Uani 1 1 d . . .
H23 H -0.5248 0.3453 1.0482 0.044 Uiso 1 1 calc R . .
C24 C -0.3366(3) 0.4441(3) 1.0621(2) 0.0291(7) Uani 1 1 d . . .
H24 H -0.2951 0.3948 1.0238 0.035 Uiso 1 1 calc R . .
C25 C -0.2534(3) 0.5494(3) 1.1038(2) 0.0271(7) Uani 1 1 d . B .
C26 C -0.3302(4) 0.6186(3) 1.1603(2) 0.0330(7) Uani 1 1 d . . .
H26 H -0.2839 0.6887 1.1892 0.040 Uiso 1 1 calc R . .
C27 C -0.4673(4) 0.5840(3) 1.1722(3) 0.0377(8) Uani 1 1 d . . .
H27 H -0.5131 0.6312 1.2092 0.045 Uiso 1 1 calc R . .
C28 C -0.6923(4) 0.4476(4) 1.1468(4) 0.0619(15) Uani 1 1 d . . .
H28A H -0.6948 0.4434 1.2095 0.093 Uiso 1 1 calc R . .
H28B H -0.7345 0.3798 1.1027 0.093 Uiso 1 1 calc R . .
H28C H -0.7454 0.4972 1.1378 0.093 Uiso 1 1 calc R . .
C50 C 0.4804(5) 0.1418(4) 0.1787(4) 0.0609(13) Uani 1 1 d D . .
N2 N 0.1660(4) 0.1014(3) 0.4739(2) 0.0390(7) Uani 1 1 d . C .
N3 N -0.0362(4) -0.0384(3) 0.3572(2) 0.0401(7) Uani 1 1 d . . .
N4 N -0.4208(4) -0.1226(3) 0.1814(3) 0.0528(10) Uani 1 1 d . . .
N5 N 0.0636(3) 0.7355(3) 0.7465(2) 0.0387(7) Uani 1 1 d . . .
N6 N 0.0592(3) 0.6466(2) 0.9885(2) 0.0311(6) Uani 1 1 d . . .
N7 N -0.1188(3) 0.5773(2) 1.0905(2) 0.0342(7) Uani 1 1 d . . .
N8 N -0.5413(3) 0.4825(3) 1.1320(2) 0.0416(8) Uani 1 1 d . . .
F1 F 0.4965(4) 0.1026(3) 0.2497(3) 0.0931(12) Uani 1 1 d D E .
F2 F 0.5680(4) 0.2378(3) 0.2018(2) 0.0802(10) Uani 1 1 d D E .
F3 F 0.5289(3) 0.0844(2) 0.1074(2) 0.0719(8) Uani 1 1 d D E .
Pd1 Pd 0.0000 0.5000 1.0000 0.02379(10) Uani 1 2 d S . .
Pd2 Pd 0.0000 0.0000 0.5000 0.03700(12) Uani 1 2 d S . .
C21 C 0.0819(13) 0.7177(6) 1.0829(5) 0.0330(17) Uani 0.67(2) 1 d P B 1
H21A H 0.1079 0.7902 1.0829 0.040 Uiso 0.67(2) 1 calc PR B 1
H21B H 0.1571 0.7048 1.1213 0.040 Uiso 0.67(2) 1 calc PR B 1
C22 C -0.0608(9) 0.6941(5) 1.1183(6) 0.030(2) Uani 0.67(2) 1 d P B 1
H22A H -0.0487 0.7234 1.1861 0.036 Uiso 1 1 calc R B 1
H22B H -0.1278 0.7259 1.0918 0.036 Uiso 1 1 calc R B 1
C22A C -0.0123(16) 0.6772(9) 1.1486(10) 0.025(4) Uani 0.33(2) 1 d P B 2
C21A C 0.021(2) 0.7282(10) 1.0721(9) 0.025(3) Uani 0.33(2) 1 d P B 2
N1 N 0.3082(10) 0.4189(7) 0.6091(6) 0.0384(18) Uani 0.588(16) 1 d P C 1
C1 C 0.3593(13) 0.5315(9) 0.6558(8) 0.052(3) Uani 0.588(16) 1 d P C 1
H1A H 0.3170 0.5693 0.6206 0.078 Uiso 0.588(16) 1 calc PR C 1
H1B H 0.4619 0.5511 0.6595 0.078 Uiso 0.588(16) 1 calc PR C 1
H1C H 0.3326 0.5483 0.7178 0.078 Uiso 0.588(16) 1 calc PR C 1
C2 C 0.3772(9) 0.3680(6) 0.5399(6) 0.041(2) Uani 0.588(16) 1 d P C 1
H2 H 0.4600 0.4058 0.5254 0.049 Uiso 0.588(16) 1 calc PR C 1
C3 C 0.3298(10) 0.2650(7) 0.4921(8) 0.0377(19) Uani 0.588(16) 1 d P C 1
H3 H 0.3815 0.2343 0.4463 0.045 Uiso 0.588(16) 1 calc PR C 1
N1A N 0.2800(11) 0.4267(8) 0.5740(11) 0.033(3) Uani 0.412(16) 1 d P C 2
C1A C 0.3330(16) 0.5435(11) 0.6167(15) 0.055(4) Uani 0.412(16) 1 d P C 2
H1A1 H 0.4061 0.5584 0.6688 0.082 Uiso 0.412(16) 1 calc PR C 2
H1A2 H 0.2546 0.5733 0.6381 0.082 Uiso 0.412(16) 1 calc PR C 2
H1A3 H 0.3721 0.5735 0.5706 0.082 Uiso 0.412(16) 1 calc PR C 2
C2A C 0.3231(11) 0.3779(8) 0.4935(9) 0.040(3) Uani 0.412(16) 1 d P C 2
H2A H 0.3767 0.4186 0.4618 0.048 Uiso 0.412(16) 1 calc PR C 2
C3A C 0.2921(13) 0.2717(9) 0.4561(10) 0.034(3) Uani 0.412(16) 1 d P C 2
H3A H 0.3218 0.2407 0.3994 0.040 Uiso 0.412(16) 1 calc PR C 2
S2 S -0.2474(2) 0.29374(18) 0.65493(16) 0.0448(6) Uani 0.554(3) 1 d PD D 1
O4 O -0.3580(7) 0.3540(6) 0.6668(5) 0.0749(10) Uani 0.554(3) 1 d PD D 1
O5 O -0.1127(6) 0.3611(6) 0.6588(5) 0.0749(10) Uani 0.554(3) 1 d PD D 1
O6 O -0.2583(7) 0.2196(5) 0.7062(5) 0.0749(10) Uani 0.554(3) 1 d PD D 1
C51 C -0.2957(11) 0.2102(10) 0.5308(9) 0.040(3) Uani 0.554(3) 1 d PD D 1
F4 F -0.1924(10) 0.1610(10) 0.5040(9) 0.051(2) Uani 0.554(3) 1 d PD D 1
F6 F -0.3159(9) 0.2692(6) 0.4764(5) 0.0576(18) Uani 0.554(3) 1 d P D 1
F5 F -0.4162(8) 0.1375(7) 0.5197(5) 0.0577(19) Uani 0.554(3) 1 d PD D 1
S2A S -0.2766(3) 0.3453(3) 0.6182(2) 0.0616(11) Uani 0.446(3) 1 d PD D 2
C51A C -0.3394(13) 0.2256(12) 0.5219(10) 0.044(4) Uani 0.446(3) 1 d PD D 2
O4A O -0.3842(8) 0.4038(7) 0.6129(7) 0.0749(10) Uani 0.446(3) 1 d PD D 2
O6A O -0.2811(11) 0.3053(8) 0.6983(6) 0.0749(10) Uani 0.446(3) 1 d PD D 2
O5A O -0.1377(7) 0.3862(7) 0.5999(7) 0.0749(10) Uani 0.446(3) 1 d PD D 2
F4A F -0.2406(13) 0.1690(12) 0.5117(11) 0.057(3) Uani 0.446(3) 1 d PD D 2
F5A F -0.4586(10) 0.1655(8) 0.5358(8) 0.062(3) Uani 0.446(3) 1 d PD D 2
F6A F -0.3645(10) 0.2414(7) 0.4399(6) 0.052(2) Uani 0.446(3) 1 d PD D 2
S1 S 0.29165(16) 0.13518(16) 0.14404(12) 0.0421(4) Uani 0.743(3) 1 d PD E 1
O1 O 0.2227(5) 0.0247(4) 0.1169(3) 0.0564(7) Uani 0.743(3) 1 d PD E 1
O2 O 0.3012(8) 0.1833(4) 0.0697(4) 0.0564(7) Uani 0.743(3) 1 d PD E 1
O3 O 0.2550(5) 0.1990(4) 0.2295(3) 0.0564(7) Uani 0.743(3) 1 d PD E 1
S1A S 0.3197(4) 0.2010(4) 0.1797(3) 0.0403(12) Uani 0.257(3) 1 d PD E 2
O3A O 0.3248(14) 0.2913(10) 0.2571(8) 0.0564(7) Uani 0.257(3) 1 d PD E 2
O1A O 0.2222(13) 0.1068(10) 0.1848(9) 0.0564(7) Uani 0.257(3) 1 d PD E 2
O2A O 0.309(2) 0.2130(14) 0.0866(9) 0.0564(7) Uani 0.257(3) 1 d PD E 2
O7 O 0.0000 0.5000 0.5000 0.131(3) Uiso 1 2 d S . .
O8 O 0.2707(9) 0.4623(7) 0.4011(6) 0.102(3) Uiso 0.603(10) 1 d P . .
O8A O 0.019(2) -0.0260(15) 0.0457(13) 0.154(8) Uiso 0.397(10) 1 d P . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
C4 N2 1.309(5) . ?
C4 C3 1.377(9) . ?
C4 C5 1.427(5) . ?
C4 C3A 1.529(13) . ?
C5 C6 1.347(6) . ?
C6 N1 1.292(9) . ?
C6 N1A 1.471(13) . ?
C7 N2 1.453(5) . ?
C7 C8 1.504(6) . ?
C8 N3 1.475(5) . ?
C9 N4 1.351(6) . ?
C9 C10 1.351(6) . ?
C10 C11 1.443(5) . ?
C11 N3 1.320(5) . ?
C11 C12 1.430(6) . ?
C12 C13 1.346(6) . ?
C13 N4 1.367(6) . ?
C14 N4 1.469(6) . ?
C15 N5 1.473(5) . ?
C16 N5 1.344(6) . ?
C16 C17 1.356(6) . ?
C17 C18 1.431(5) . ?
C18 N6 1.326(4) . ?
C18 C19 1.426(5) . ?
C19 C20 1.354(5) . ?
C20 N5 1.360(5) . ?
C23 C24 1.354(5) . ?
C23 N8 1.359(5) . ?
C24 C25 1.430(5) . ?
C25 N7 1.316(4) . ?
C25 C26 1.441(5) . ?
C26 C27 1.347(5) . ?
C27 N8 1.360(5) . ?
C28 N8 1.483(5) . ?
C50 F3 1.311(6) . ?
C50 F1 1.335(5) . ?
C50 F2 1.339(6) . ?
C50 S1 1.829(5) . ?
C50 S1A 1.885(7) . ?
N2 Pd2 2.023(3) . ?
N3 Pd2 2.043(3) . ?
N6 C21 1.444(8) . ?
N6 C21A 1.545(14) . ?
N6 Pd1 2.026(3) . ?
N7 C22 1.501(6) . ?
N7 C22A 1.514(11) . ?
N7 Pd1 2.039(3) . ?
Pd1 N6 2.026(3) 2_567 ?
Pd1 N7 2.039(3) 2_567 ?
Pd2 N2 2.023(3) 2_556 ?
Pd2 N3 2.043(3) 2_556 ?
C21 C22 1.510(13) . ?
C22A C21A 1.52(2) . ?
N1 C2 1.370(11) . ?
N1 C1 1.458(14) . ?
C2 C3 1.348(11) . ?
N1A C2A 1.342(15) . ?
N1A C1A 1.502(17) . ?
C2A C3A 1.358(15) . ?
S2 O5 1.411(6) . ?
S2 O6 1.427(6) . ?
S2 O4 1.465(6) . ?
S2 C51 1.855(14) . ?
C51 F5 1.325(11) . ?
C51 F4 1.332(9) . ?
C51 F6 1.332(12) . ?
S2A O5A 1.413(6) . ?
S2A O4A 1.443(7) . ?
S2A O6A 1.454(7) . ?
S2A C51A 1.805(16) . ?
C51A F6A 1.322(12) . ?
C51A F5A 1.331(12) . ?
C51A F4A 1.334(11) . ?
S1 O1 1.443(5) . ?
S1 O3 1.443(5) . ?
S1 O2 1.446(5) . ?
S1A O3A 1.423(11) . ?
S1A O1A 1.452(11) . ?
S1A O2A 1.451(12) . ?
O8A O8A 1.77(4) 2 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 C4 C3 125.1(5) . . ?
N2 C4 C5 121.1(3) . . ?
C3 C4 C5 112.6(5) . . ?
N2 C4 C3A 122.1(5) . . ?
C3 C4 C3A 25.9(4) . . ?
C5 C4 C3A 114.7(5) . . ?
C6 C5 C4 121.9(4) . . ?
N1 C6 C5 123.0(5) . . ?
N1 C6 N1A 24.9(3) . . ?
C5 C6 N1A 119.1(6) . . ?
N2 C7 C8 108.2(3) . . ?
N3 C8 C7 109.5(3) . . ?
N4 C9 C10 122.4(4) . . ?
C9 C10 C11 120.9(4) . . ?
N3 C11 C12 122.0(4) . . ?
N3 C11 C10 123.7(4) . . ?
C12 C11 C10 114.4(4) . . ?
C13 C12 C11 121.4(4) . . ?
C12 C13 N4 122.1(5) . . ?
N5 C16 C17 123.0(4) . . ?
C16 C17 C18 120.5(4) . . ?
N6 C18 C19 121.0(3) . . ?
N6 C18 C17 124.4(3) . . ?
C19 C18 C17 114.7(3) . . ?
C20 C19 C18 121.3(4) . . ?
C19 C20 N5 121.9(4) . . ?
C24 C23 N8 122.2(3) . . ?
C23 C24 C25 121.6(3) . . ?
N7 C25 C24 121.4(3) . . ?
N7 C25 C26 124.7(3) . . ?
C24 C25 C26 113.9(3) . . ?
C27 C26 C25 121.5(3) . . ?
C26 C27 N8 122.3(3) . . ?
F3 C50 F1 107.3(4) . . ?
F3 C50 F2 105.6(4) . . ?
F1 C50 F2 108.2(5) . . ?
F3 C50 S1 108.5(4) . . ?
F1 C50 S1 111.6(3) . . ?
F2 C50 S1 115.2(4) . . ?
F3 C50 S1A 129.2(4) . . ?
F1 C50 S1A 113.0(4) . . ?
F2 C50 S1A 90.1(4) . . ?
S1 C50 S1A 27.37(16) . . ?
C4 N2 C7 123.0(3) . . ?
C4 N2 Pd2 129.7(3) . . ?
C7 N2 Pd2 106.4(2) . . ?
C11 N3 C8 116.3(3) . . ?
C11 N3 Pd2 129.8(3) . . ?
C8 N3 Pd2 112.7(3) . . ?
C9 N4 C13 118.7(4) . . ?
C9 N4 C14 121.1(4) . . ?
C13 N4 C14 120.2(5) . . ?
C16 N5 C20 118.5(3) . . ?
C16 N5 C15 120.3(4) . . ?
C20 N5 C15 121.1(4) . . ?
C18 N6 C21 124.2(4) . . ?
C18 N6 C21A 112.5(7) . . ?
C21 N6 C21A 24.8(5) . . ?
C18 N6 Pd1 129.4(2) . . ?
C21 N6 Pd1 106.1(3) . . ?
C21A N6 Pd1 110.9(5) . . ?
C25 N7 C22 113.6(4) . . ?
C25 N7 C22A 125.0(5) . . ?
C22 N7 C22A 28.6(5) . . ?
C25 N7 Pd1 131.0(2) . . ?
C22 N7 Pd1 111.3(3) . . ?
C22A N7 Pd1 103.9(5) . . ?
C23 N8 C27 118.4(3) . . ?
C23 N8 C28 120.9(3) . . ?
C27 N8 C28 120.7(3) . . ?
N6 Pd1 N6 180.000(1) 2_567 . ?
N6 Pd1 N7 101.10(12) 2_567 . ?
N6 Pd1 N7 78.90(12) . . ?
N6 Pd1 N7 78.90(12) 2_567 2_567 ?
N6 Pd1 N7 101.10(12) . 2_567 ?
N7 Pd1 N7 180.00(16) . 2_567 ?
N2 Pd2 N2 180.0 2_556 . ?
N2 Pd2 N3 101.69(13) 2_556 . ?
N2 Pd2 N3 78.31(13) . . ?
N2 Pd2 N3 78.31(13) 2_556 2_556 ?
N2 Pd2 N3 101.69(13) . 2_556 ?
N3 Pd2 N3 180.000(1) . 2_556 ?
N6 C21 C22 104.3(8) . . ?
N7 C22 C21 109.3(6) . . ?
N7 C22A C21A 99.3(12) . . ?
C22A C21A N6 108.4(12) . . ?
C6 N1 C2 116.7(7) . . ?
C6 N1 C1 122.3(9) . . ?
C2 N1 C1 120.7(9) . . ?
C3 C2 N1 122.6(7) . . ?
C2 C3 C4 122.2(7) . . ?
C2A N1A C6 119.9(9) . . ?
C2A N1A C1A 119.8(11) . . ?
C6 N1A C1A 120.1(10) . . ?
N1A C2A C3A 123.0(10) . . ?
C2A C3A C4 119.0(10) . . ?
O5 S2 O6 119.2(5) . . ?
O5 S2 O4 109.7(5) . . ?
O6 S2 O4 114.4(5) . . ?
O5 S2 C51 105.3(5) . . ?
O6 S2 C51 103.6(5) . . ?
O4 S2 C51 102.5(5) . . ?
F5 C51 F4 107.8(10) . . ?
F5 C51 F6 107.9(10) . . ?
F4 C51 F6 110.2(10) . . ?
F5 C51 S2 111.0(8) . . ?
F4 C51 S2 110.2(9) . . ?
F6 C51 S2 109.7(9) . . ?
O5A S2A O4A 117.8(6) . . ?
O5A S2A O6A 115.3(6) . . ?
O4A S2A O6A 112.4(6) . . ?
O5A S2A C51A 103.1(6) . . ?
O4A S2A C51A 104.0(6) . . ?
O6A S2A C51A 101.5(6) . . ?
F6A C51A F5A 107.8(11) . . ?
F6A C51A F4A 105.6(13) . . ?
F5A C51A F4A 107.1(12) . . ?
F6A C51A S2A 113.7(10) . . ?
F5A C51A S2A 111.9(11) . . ?
F4A C51A S2A 110.3(10) . . ?
O1 S1 O3 115.6(3) . . ?
O1 S1 O2 116.4(3) . . ?
O3 S1 O2 114.2(3) . . ?
O1 S1 C50 104.5(3) . . ?
O3 S1 C50 101.4(3) . . ?
O2 S1 C50 101.7(3) . . ?
O3A S1A O1A 113.4(8) . . ?
O3A S1A O2A 117.5(9) . . ?
O1A S1A O2A 112.8(10) . . ?
O3A S1A C50 116.0(6) . . ?
O1A S1A C50 93.1(6) . . ?
O2A S1A C50 100.9(9) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        27.96
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         1.249
_refine_diff_density_min         -0.882
_refine_diff_density_rms         0.093
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelxl_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1911331'
loop_
_audit_author_name
_audit_author_address
'Andrew F Dalebrook'
;University of Auckland
New Zealand
;
_audit_update_record             
;
2019-04-20 deposited with the CCDC.	2019-07-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97


_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H20 N4, 2(C F3 O3 S)'
_chemical_formula_sum            'C16 H20 F6 N4 O6 S2'
_chemical_formula_weight         542.48

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

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                   11.1143(3)
_cell_length_b                   18.9059(5)
_cell_length_c                   10.9462(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.989(2)
_cell_angle_gamma                90.00
_cell_volume                     2211.10(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    89(2)
_cell_measurement_reflns_used    5212
_cell_measurement_theta_min      4.430
_cell_measurement_theta_max      55.489

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.630
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1112
_exptl_absorpt_coefficient_mu    0.333
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.961
_exptl_absorpt_correction_T_max  0.974
_exptl_absorpt_process_details   'SADABS; Sheldrick, 1996'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      89(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  'Bruker SMART APEXII CCD'
_diffrn_measurement_method       'Area detector ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        <2%
_diffrn_reflns_number            24654
_diffrn_reflns_av_R_equivalents  0.0519
_diffrn_reflns_av_sigmaI/netI    0.0379
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.19
_diffrn_reflns_theta_max         25.99
_reflns_number_total             4341
_reflns_number_gt                3450
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 (Bruker, 2006)'
_computing_cell_refinement       'SAINT (Siemens, 1995)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Ortep-III (Burnett & Johnson, 1996)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'

_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)+(0.0378P)²+1.0783P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4341
_refine_ls_number_parameters     309
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0496
_refine_ls_R_factor_gt           0.0353
_refine_ls_wR_factor_ref         0.0889
_refine_ls_wR_factor_gt          0.0819
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.26995(19) 0.53690(13) -0.4579(2) 0.0318(5) Uani 1 1 d . . .
H1A H 0.2554 0.5454 -0.5473 0.048 Uiso 1 1 calc R . .
H1B H 0.1975 0.5508 -0.4322 0.048 Uiso 1 1 calc R . .
H1C H 0.2858 0.4875 -0.4408 0.048 Uiso 1 1 calc R . .
C2 C 0.47289(18) 0.59432(11) -0.43957(18) 0.0228(4) Uani 1 1 d . . .
H2 H 0.4655 0.5808 -0.5230 0.027 Uiso 1 1 calc R . .
C3 C 0.57690(18) 0.62950(11) -0.37394(18) 0.0222(4) Uani 1 1 d . . .
H3 H 0.6392 0.6402 -0.4129 0.027 Uiso 1 1 calc R . .
C4 C 0.59126(17) 0.65017(10) -0.24622(18) 0.0194(4) Uani 1 1 d . . .
C5 C 0.48919(17) 0.63569(11) -0.19540(18) 0.0207(4) Uani 1 1 d . . .
H5 H 0.4918 0.6505 -0.1137 0.025 Uiso 1 1 calc R . .
C6 C 0.38762(17) 0.60018(11) -0.26668(18) 0.0220(4) Uani 1 1 d . . .
H6 H 0.3218 0.5906 -0.2320 0.026 Uiso 1 1 calc R . .
C7 C 0.72707(18) 0.69334(11) -0.04220(18) 0.0211(4) Uani 1 1 d . . .
H7A H 0.6559 0.7146 -0.0211 0.025 Uiso 1 1 calc R . .
H7B H 0.7970 0.7259 -0.0167 0.025 Uiso 1 1 calc R . .
C8 C 0.76091(17) 0.62350(11) 0.03014(17) 0.0196(4) Uani 1 1 d . . .
H8A H 0.6908 0.5911 0.0039 0.024 Uiso 1 1 calc R . .
H8B H 0.8317 0.6024 0.0082 0.024 Uiso 1 1 calc R . .
C9 C 0.90361(17) 0.65316(10) 0.24102(17) 0.0169(4) Uani 1 1 d . . .
C10 C 1.00947(17) 0.66488(10) 0.19566(17) 0.0179(4) Uani 1 1 d . . .
H10 H 1.0049 0.6566 0.1108 0.021 Uiso 1 1 calc R . .
C11 C 1.11817(17) 0.68842(10) 0.27696(17) 0.0185(4) Uani 1 1 d . . .
H11 H 1.1869 0.6961 0.2458 0.022 Uiso 1 1 calc R . .
C12 C 0.91999(18) 0.66338(10) 0.37295(17) 0.0194(4) Uani 1 1 d . . .
H12 H 0.8547 0.6534 0.4083 0.023 Uiso 1 1 calc R . .
C13 C 1.03067(18) 0.68763(10) 0.44763(18) 0.0194(4) Uani 1 1 d . . .
H13 H 1.0391 0.6954 0.5335 0.023 Uiso 1 1 calc R . .
C14 C 1.24305(17) 0.73593(11) 0.48179(18) 0.0242(5) Uani 1 1 d . . .
H14A H 1.2311 0.7863 0.4783 0.036 Uiso 1 1 calc R . .
H14B H 1.3138 0.7242 0.4514 0.036 Uiso 1 1 calc R . .
H14C H 1.2578 0.7200 0.5680 0.036 Uiso 1 1 calc R . .
C15 C 0.39049(19) 0.57171(12) 0.15234(19) 0.0270(5) Uani 1 1 d . . .
C16 C 0.9838(2) 0.53766(12) -0.2340(2) 0.0298(5) Uani 1 1 d . . .
N1 N 0.37908(14) 0.57828(9) -0.38662(15) 0.0220(4) Uani 1 1 d . . .
N2 N 0.69655(14) 0.68149(9) -0.17897(15) 0.0209(4) Uani 1 1 d . . .
H2A H 0.7492 0.6954 -0.2186 0.025 Uiso 1 1 calc R . .
N3 N 0.79196(14) 0.63315(9) 0.16696(15) 0.0202(4) Uani 1 1 d . . .
H3A H 0.7338 0.6254 0.2032 0.024 Uiso 1 1 calc R . .
N4 N 1.12956(14) 0.70095(8) 0.40100(14) 0.0179(3) Uani 1 1 d . . .
O1 O 0.50425(12) 0.68369(8) 0.11035(13) 0.0249(3) Uani 1 1 d . . .
O2 O 0.59685(12) 0.61621(8) 0.30217(13) 0.0288(4) Uani 1 1 d . . .
O3 O 0.40900(13) 0.68492(8) 0.28602(13) 0.0276(3) Uani 1 1 d . . .
O4 O 1.11557(12) 0.64533(7) -0.25778(12) 0.0222(3) Uani 1 1 d . . .
O5 O 0.99189(13) 0.65215(8) -0.10596(13) 0.0255(3) Uani 1 1 d . . .
O6 O 0.88873(12) 0.65589(8) -0.33179(13) 0.0274(3) Uani 1 1 d . . .
S1 S 0.48546(4) 0.64835(3) 0.22010(4) 0.01888(13) Uani 1 1 d . . .
S2 S 0.99701(4) 0.63355(3) -0.23185(4) 0.01716(12) Uani 1 1 d . . .
F1 F 0.44542(15) 0.53360(7) 0.08072(14) 0.0493(4) Uani 1 1 d . . .
F2 F 0.37363(12) 0.52889(7) 0.24358(12) 0.0357(3) Uani 1 1 d . . .
F3 F 0.27785(12) 0.59046(7) 0.08070(13) 0.0442(4) Uani 1 1 d . . .
F4 F 1.07630(14) 0.50908(7) -0.14397(15) 0.0521(4) Uani 1 1 d . . .
F5 F 0.98886(13) 0.51095(8) -0.34517(14) 0.0465(4) Uani 1 1 d . . .
F6 F 0.87579(13) 0.51681(7) -0.21498(14) 0.0471(4) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.473(3) . ?
C2 C3 1.356(3) . ?
C2 N1 1.359(2) . ?
C3 C4 1.418(3) . ?
C4 N2 1.337(2) . ?
C4 C5 1.421(3) . ?
C5 C6 1.360(3) . ?
C6 N1 1.355(2) . ?
C7 N2 1.458(2) . ?
C7 C8 1.532(3) . ?
C8 N3 1.453(2) . ?
C9 N3 1.336(2) . ?
C9 C10 1.415(2) . ?
C9 C12 1.418(3) . ?
C10 C11 1.363(3) . ?
C11 N4 1.349(2) . ?
C12 C13 1.356(3) . ?
C13 N4 1.357(2) . ?
C14 N4 1.482(2) . ?
C15 F1 1.331(2) . ?
C15 F3 1.329(2) . ?
C15 F2 1.338(2) . ?
C15 S1 1.825(2) . ?
C16 F4 1.327(3) . ?
C16 F6 1.334(2) . ?
C16 F5 1.333(2) . ?
C16 S2 1.819(2) . ?
O1 S1 1.4392(14) . ?
O2 S1 1.4479(14) . ?
O3 S1 1.4349(14) . ?
O4 S2 1.4396(13) . ?
O5 S2 1.4384(14) . ?
O6 S2 1.4485(14) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 C2 N1 121.72(18) . . ?
C2 C3 C4 120.39(18) . . ?
N2 C4 C3 120.58(17) . . ?
N2 C4 C5 122.81(18) . . ?
C3 C4 C5 116.61(17) . . ?
C6 C5 C4 119.78(18) . . ?
N1 C6 C5 122.17(18) . . ?
N2 C7 C8 110.65(16) . . ?
N3 C8 C7 112.29(16) . . ?
N3 C9 C10 123.67(17) . . ?
N3 C9 C12 119.58(17) . . ?
C10 C9 C12 116.75(17) . . ?
C11 C10 C9 119.69(17) . . ?
N4 C11 C10 122.34(17) . . ?
C13 C12 C9 120.05(17) . . ?
C12 C13 N4 122.04(17) . . ?
F1 C15 F3 107.89(18) . . ?
F1 C15 F2 107.06(17) . . ?
F3 C15 F2 107.39(16) . . ?
F1 C15 S1 111.18(14) . . ?
F3 C15 S1 111.92(15) . . ?
F2 C15 S1 111.17(14) . . ?
F4 C16 F6 108.05(19) . . ?
F4 C16 F5 107.76(18) . . ?
F6 C16 F5 107.27(17) . . ?
F4 C16 S2 110.66(15) . . ?
F6 C16 S2 111.43(15) . . ?
F5 C16 S2 111.48(16) . . ?
C6 N1 C2 119.20(17) . . ?
C6 N1 C1 120.23(17) . . ?
C2 N1 C1 120.57(17) . . ?
C4 N2 C7 123.65(16) . . ?
C9 N3 C8 125.32(16) . . ?
C11 N4 C13 119.00(16) . . ?
C11 N4 C14 120.49(16) . . ?
C13 N4 C14 120.19(15) . . ?
O3 S1 O1 115.99(9) . . ?
O3 S1 O2 114.45(9) . . ?
O1 S1 O2 114.64(8) . . ?
O3 S1 C15 103.32(9) . . ?
O1 S1 C15 103.29(9) . . ?
O2 S1 C15 102.65(10) . . ?
O5 S2 O4 115.53(8) . . ?
O5 S2 O6 114.10(8) . . ?
O4 S2 O6 114.91(8) . . ?
O5 S2 C16 103.41(9) . . ?
O4 S2 C16 103.09(9) . . ?
O6 S2 C16 103.51(10) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.99
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.315
_refine_diff_density_min         -0.367
_refine_diff_density_rms         0.055
