# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2017

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

data_complex1
_audit_block_doi                 10.5517/ccdc.csd.cc1n4723
_database_code_depnum_ccdc_archive 'CCDC 1523404'
_audit_update_record             
;
2017-02-25 deposited with the CCDC.
2017-03-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H12 Cl N O Pd S'
_chemical_formula_sum            'C16 H12 Cl N O Pd S'
_chemical_formula_weight         408.18

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Cl Cl 0.1484 0.1585 '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'

_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                   9.222(3)
_cell_length_b                   12.461(4)
_cell_length_c                   13.128(4)
_cell_angle_alpha                90
_cell_angle_beta                 100.199(5)
_cell_angle_gamma                90
_cell_volume                     1484.7(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    3590
_cell_measurement_theta_min      4.488
_cell_measurement_theta_max      56.634

_exptl_crystal_description       rod
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      1.826
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.826
_exptl_crystal_F_000             808
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.24
_exptl_absorpt_coefficient_mu    1.566
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.608
_exptl_absorpt_correction_T_max  0.687
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16942
_diffrn_reflns_av_unetI/netI     0.0796
_diffrn_reflns_av_R_equivalents  0.0864
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.873
_diffrn_reflns_theta_max         28.317
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3590
_reflns_number_gt                2375
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0518P)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         3590
_refine_ls_number_parameters     190
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0861
_refine_ls_R_factor_gt           0.0485
_refine_ls_wR_factor_ref         0.1162
_refine_ls_wR_factor_gt          0.1031
_refine_ls_goodness_of_fit_ref   0.974
_refine_ls_restrained_S_all      0.974
_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
Pd1 Pd 0.50397(4) 0.76952(3) 0.67907(3) 0.03779(14) Uani 1 1 d . . . . .
S1 S 0.37861(14) 0.64043(10) 0.74849(10) 0.0452(3) Uani 1 1 d . . . . .
Cl1 Cl 0.30846(14) 0.82986(11) 0.55911(11) 0.0566(4) Uani 1 1 d . . . . .
O1 O 0.6533(4) 0.8738(3) 0.6364(2) 0.0463(8) Uani 1 1 d . . . . .
N1 N 0.6750(4) 0.7197(3) 0.7779(3) 0.0388(9) Uani 1 1 d . . . . .
C16 C 0.7996(5) 0.7747(4) 0.7706(4) 0.0419(11) Uani 1 1 d . . . . .
C8 C 0.6706(6) 0.6429(4) 0.8484(4) 0.0430(11) Uani 1 1 d . . . . .
C6 C 0.3680(5) 0.5352(4) 0.6545(4) 0.0412(11) Uani 1 1 d . . . . .
C15 C 0.7839(5) 0.8582(4) 0.6953(3) 0.0428(11) Uani 1 1 d . . . . .
C5 C 0.4827(6) 0.4686(4) 0.6453(4) 0.0484(12) Uani 1 1 d . . . . .
H5 H 0.573168 0.476620 0.688956 0.058 Uiso 1 1 calc R U . . .
C11 C 0.9325(6) 0.7513(4) 0.8388(4) 0.0518(14) Uani 1 1 d . . . . .
C7 C 0.5235(6) 0.5967(4) 0.8550(4) 0.0501(13) Uani 1 1 d . . . . .
H7A H 0.496480 0.617842 0.920296 0.060 Uiso 1 1 calc R U . . .
H7B H 0.530039 0.519052 0.854287 0.060 Uiso 1 1 calc R U . . .
C1 C 0.2350(6) 0.5240(5) 0.5902(4) 0.0591(15) Uani 1 1 d . . . . .
H1 H 0.157004 0.569117 0.597146 0.071 Uiso 1 1 calc R U . . .
C10 C 0.9265(7) 0.6692(5) 0.9122(4) 0.0621(16) Uani 1 1 d . . . . .
H10 H 1.011636 0.651414 0.958475 0.075 Uiso 1 1 calc R U . . .
C9 C 0.7994(6) 0.6154(5) 0.9169(4) 0.0568(14) Uani 1 1 d . . . . .
H9 H 0.798214 0.560914 0.965169 0.068 Uiso 1 1 calc R U . . .
C4 C 0.4631(8) 0.3889(4) 0.5701(4) 0.0605(16) Uani 1 1 d . . . . .
H4 H 0.540404 0.342999 0.563327 0.073 Uiso 1 1 calc R U . . .
C14 C 0.9077(6) 0.9185(5) 0.6909(4) 0.0625(16) Uani 1 1 d . . . . .
H14 H 0.902998 0.975045 0.644198 0.075 Uiso 1 1 calc R U . . .
C12 C 1.0560(6) 0.8150(6) 0.8287(5) 0.0697(17) Uani 1 1 d . . . . .
H12 H 1.146738 0.802586 0.870717 0.084 Uiso 1 1 calc R U . . .
C3 C 0.3299(8) 0.3782(5) 0.5060(5) 0.0698(18) Uani 1 1 d . . . . .
H3 H 0.316652 0.324533 0.455904 0.084 Uiso 1 1 calc R U . . .
C13 C 1.0409(7) 0.8947(6) 0.7567(5) 0.076(2) Uani 1 1 d . . . . .
H13 H 1.123290 0.935691 0.750841 0.091 Uiso 1 1 calc R U . . .
C2 C 0.2170(8) 0.4451(6) 0.5149(5) 0.0759(19) Uani 1 1 d . . . . .
H2 H 0.127259 0.437940 0.470199 0.091 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
Pd1 N1 1.958(4) . ?
Pd1 O1 2.042(3) . ?
Pd1 S1 2.2644(14) . ?
Pd1 Cl1 2.3001(14) . ?
S1 C6 1.792(5) . ?
S1 C7 1.838(5) . ?
O1 C15 1.326(5) . ?
N1 C8 1.337(6) . ?
N1 C16 1.356(6) . ?
C16 C11 1.414(7) . ?
C16 C15 1.424(7) . ?
C8 C9 1.400(7) . ?
C8 C7 1.490(7) . ?
C6 C5 1.366(7) . ?
C6 C1 1.368(7) . ?
C15 C14 1.376(7) . ?
C5 C4 1.390(7) . ?
C5 H5 0.9300 . ?
C11 C10 1.414(8) . ?
C11 C12 1.414(8) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C1 C2 1.384(8) . ?
C1 H1 0.9300 . ?
C10 C9 1.361(8) . ?
C10 H10 0.9300 . ?
C9 H9 0.9300 . ?
C4 C3 1.367(8) . ?
C4 H4 0.9300 . ?
C14 C13 1.402(8) . ?
C14 H14 0.9300 . ?
C12 C13 1.361(9) . ?
C12 H12 0.9300 . ?
C3 C2 1.354(9) . ?
C3 H3 0.9300 . ?
C13 H13 0.9300 . ?
C2 H2 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
N1 Pd1 O1 83.13(15) . . ?
N1 Pd1 S1 85.23(12) . . ?
O1 Pd1 S1 168.35(10) . . ?
N1 Pd1 Cl1 177.99(12) . . ?
O1 Pd1 Cl1 95.10(10) . . ?
S1 Pd1 Cl1 96.52(5) . . ?
C6 S1 C7 104.5(2) . . ?
C6 S1 Pd1 102.27(15) . . ?
C7 S1 Pd1 99.35(17) . . ?
C15 O1 Pd1 109.5(3) . . ?
C8 N1 C16 122.8(4) . . ?
C8 N1 Pd1 124.4(3) . . ?
C16 N1 Pd1 112.7(3) . . ?
N1 C16 C11 120.1(5) . . ?
N1 C16 C15 115.8(4) . . ?
C11 C16 C15 124.1(5) . . ?
N1 C8 C9 119.5(5) . . ?
N1 C8 C7 117.2(4) . . ?
C9 C8 C7 123.1(5) . . ?
C5 C6 C1 120.5(5) . . ?
C5 C6 S1 123.8(4) . . ?
C1 C6 S1 115.7(4) . . ?
O1 C15 C14 124.8(5) . . ?
O1 C15 C16 118.8(4) . . ?
C14 C15 C16 116.4(5) . . ?
C6 C5 C4 119.4(5) . . ?
C6 C5 H5 120.3 . . ?
C4 C5 H5 120.3 . . ?
C10 C11 C12 126.9(6) . . ?
C10 C11 C16 116.5(5) . . ?
C12 C11 C16 116.5(5) . . ?
C8 C7 S1 112.8(3) . . ?
C8 C7 H7A 109.0 . . ?
S1 C7 H7A 109.0 . . ?
C8 C7 H7B 109.0 . . ?
S1 C7 H7B 109.0 . . ?
H7A C7 H7B 107.8 . . ?
C6 C1 C2 119.6(6) . . ?
C6 C1 H1 120.2 . . ?
C2 C1 H1 120.2 . . ?
C9 C10 C11 121.7(5) . . ?
C9 C10 H10 119.2 . . ?
C11 C10 H10 119.2 . . ?
C10 C9 C8 119.4(5) . . ?
C10 C9 H9 120.3 . . ?
C8 C9 H9 120.3 . . ?
C3 C4 C5 119.8(6) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C15 C14 C13 120.1(6) . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C13 C12 C11 119.3(6) . . ?
C13 C12 H12 120.3 . . ?
C11 C12 H12 120.3 . . ?
C2 C3 C4 120.5(6) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C12 C13 C14 123.6(6) . . ?
C12 C13 H13 118.2 . . ?
C14 C13 H13 118.2 . . ?
C3 C2 C1 120.2(6) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C8 N1 C16 C11 0.5(7) . . . . ?
Pd1 N1 C16 C11 177.9(4) . . . . ?
C8 N1 C16 C15 -176.5(4) . . . . ?
Pd1 N1 C16 C15 1.0(5) . . . . ?
C16 N1 C8 C9 -1.4(7) . . . . ?
Pd1 N1 C8 C9 -178.5(3) . . . . ?
C16 N1 C8 C7 173.8(4) . . . . ?
Pd1 N1 C8 C7 -3.3(6) . . . . ?
C7 S1 C6 C5 -26.1(5) . . . . ?
Pd1 S1 C6 C5 77.1(4) . . . . ?
C7 S1 C6 C1 153.8(4) . . . . ?
Pd1 S1 C6 C1 -103.0(4) . . . . ?
Pd1 O1 C15 C14 -176.5(4) . . . . ?
Pd1 O1 C15 C16 2.2(5) . . . . ?
N1 C16 C15 O1 -2.2(7) . . . . ?
C11 C16 C15 O1 -179.1(4) . . . . ?
N1 C16 C15 C14 176.6(4) . . . . ?
C11 C16 C15 C14 -0.2(8) . . . . ?
C1 C6 C5 C4 -0.2(8) . . . . ?
S1 C6 C5 C4 179.7(4) . . . . ?
N1 C16 C11 C10 0.2(7) . . . . ?
C15 C16 C11 C10 176.9(5) . . . . ?
N1 C16 C11 C12 -177.7(5) . . . . ?
C15 C16 C11 C12 -1.0(8) . . . . ?
N1 C8 C7 S1 9.5(6) . . . . ?
C9 C8 C7 S1 -175.5(4) . . . . ?
C6 S1 C7 C8 95.4(4) . . . . ?
Pd1 S1 C7 C8 -10.0(4) . . . . ?
C5 C6 C1 C2 -0.5(8) . . . . ?
S1 C6 C1 C2 179.6(4) . . . . ?
C12 C11 C10 C9 177.7(6) . . . . ?
C16 C11 C10 C9 0.0(8) . . . . ?
C11 C10 C9 C8 -0.9(8) . . . . ?
N1 C8 C9 C10 1.6(8) . . . . ?
C7 C8 C9 C10 -173.3(5) . . . . ?
C6 C5 C4 C3 0.3(8) . . . . ?
O1 C15 C14 C13 -179.8(5) . . . . ?
C16 C15 C14 C13 1.4(8) . . . . ?
C10 C11 C12 C13 -176.7(6) . . . . ?
C16 C11 C12 C13 1.0(9) . . . . ?
C5 C4 C3 C2 0.4(9) . . . . ?
C11 C12 C13 C14 0.3(10) . . . . ?
C15 C14 C13 C12 -1.5(10) . . . . ?
C4 C3 C2 C1 -1.1(10) . . . . ?
C6 C1 C2 C3 1.1(9) . . . . ?

_refine_diff_density_max         1.000
_refine_diff_density_min         -0.717
_refine_diff_density_rms         0.116

####################################################################### 
# 
# 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_complex2
_audit_block_doi                 10.5517/ccdc.csd.cc1n4734
_database_code_depnum_ccdc_archive 'CCDC 1523405'
_audit_update_record             
;
2017-02-25 deposited with the CCDC.
2017-03-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H12 Cl N O Pd Se'
_chemical_formula_sum            'C16 H12 Cl N O Pd Se'
_chemical_formula_weight         455.08

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 '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           Orthorhombic
_symmetry_space_group_name_H-M   Pbca
_symmetry_space_group_name_Hall  '-P 2ac2ab'

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

_cell_length_a                   19.823(3)
_cell_length_b                   15.375(2)
_cell_length_c                   22.920(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     6985.5(17)
_cell_formula_units_Z            16
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    6158
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      25.00

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.24
_exptl_crystal_density_meas      1.732
_exptl_crystal_density_diffrn    1.731
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3520.0
_exptl_absorpt_coefficient_mu    3.296
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.291
_exptl_absorpt_correction_T_max  0.456
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            64370
_diffrn_reflns_av_R_equivalents  0.0461
_diffrn_reflns_av_unetI/netI     0.0300
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.78
_diffrn_reflns_theta_max         25.00
_reflns_number_total             6155
_reflns_number_gt                4970
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0608P)²+5.7801P] 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         6155
_refine_ls_number_parameters     379
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0543
_refine_ls_R_factor_gt           0.0407
_refine_ls_wR_factor_ref         0.1109
_refine_ls_wR_factor_gt          0.1049
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.099
_refine_ls_shift/su_mean         0.014

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
Pd1 Pd 0.23290(2) 0.85625(2) 0.340558(16) 0.05517(13) Uani 1 1 d . . .
Pd2 Pd 0.238614(19) 0.94288(2) 0.193128(16) 0.05483(13) Uani 1 1 d . . .
Se2 Se 0.18696(3) 0.80475(3) 0.18181(2) 0.06430(17) Uani 1 1 d . . .
Se1 Se 0.17831(3) 0.99291(3) 0.34297(2) 0.06791(17) Uani 1 1 d . . .
Cl1 Cl 0.13608(7) 0.77674(9) 0.32592(6) 0.0707(4) Uani 1 1 d . . .
Cl2 Cl 0.14075(7) 1.02263(10) 0.18439(8) 0.0851(4) Uani 1 1 d . . .
N1 N 0.3174(2) 0.9210(2) 0.35054(16) 0.0549(10) Uani 1 1 d . . .
N2 N 0.32391(19) 0.8781(2) 0.20053(16) 0.0533(9) Uani 1 1 d . . .
O1 O 0.29535(18) 0.7504(2) 0.34686(17) 0.0703(9) Uani 1 1 d . . .
O2 O 0.29969(18) 1.0498(2) 0.20006(17) 0.0680(9) Uani 1 1 d . . .
C1 C 0.3582(3) 0.7770(3) 0.3557(2) 0.0660(13) Uani 1 1 d . . .
C2 C 0.4130(3) 0.7216(4) 0.3625(3) 0.0894(19) Uani 1 1 d . . .
H2 H 0.4062 0.6618 0.3628 0.107 Uiso 1 1 calc R . .
C3 C 0.4774(3) 0.7542(5) 0.3689(3) 0.101(2) Uani 1 1 d . . .
H3 H 0.5130 0.7154 0.3732 0.121 Uiso 1 1 calc R . .
C4 C 0.4909(3) 0.8426(4) 0.3691(3) 0.0917(19) Uani 1 1 d . . .
H4 H 0.5349 0.8627 0.3734 0.110 Uiso 1 1 calc R . .
C5 C 0.4377(3) 0.9008(3) 0.3629(2) 0.0703(14) Uani 1 1 d . . .
C6 C 0.4444(3) 0.9937(4) 0.3621(3) 0.0781(16) Uani 1 1 d . . .
H6 H 0.4867 1.0194 0.3654 0.094 Uiso 1 1 calc R . .
C7 C 0.3882(3) 1.0436(3) 0.3565(2) 0.0750(16) Uani 1 1 d . . .
H7 H 0.3926 1.1038 0.3565 0.090 Uiso 1 1 calc R . .
C8 C 0.3232(3) 1.0064(3) 0.3506(2) 0.0607(13) Uani 1 1 d . . .
C9 C 0.3723(3) 0.8672(3) 0.3565(2) 0.0592(12) Uani 1 1 d . . .
C10 C 0.2618(3) 1.0608(4) 0.3390(3) 0.0772(16) Uani 1 1 d . . .
H10A H 0.2656 1.0868 0.3006 0.093 Uiso 1 1 calc R . .
H10B H 0.2597 1.1075 0.3674 0.093 Uiso 1 1 calc R . .
C11 C 0.1573(3) 0.9946(4) 0.4253(3) 0.0778(16) Uani 1 1 d . . .
C12 C 0.1978(6) 1.0255(7) 0.4658(4) 0.170(5) Uani 1 1 d . . .
H12 H 0.2393 1.0489 0.4554 0.205 Uiso 1 1 calc R . .
C13 C 0.1784(8) 1.0230(10) 0.5246(5) 0.226(8) Uani 1 1 d . . .
H13 H 0.2075 1.0435 0.5533 0.271 Uiso 1 1 calc R . .
C14 C 0.1180(8) 0.9911(10) 0.5395(4) 0.193(6) Uani 1 1 d . . .
H14 H 0.1025 0.9962 0.5777 0.231 Uiso 1 1 calc R . .
C15 C 0.0788(6) 0.9505(8) 0.4979(5) 0.165(4) Uani 1 1 d . . .
H15 H 0.0394 0.9219 0.5087 0.198 Uiso 1 1 calc R . .
C16 C 0.0984(5) 0.9528(6) 0.4401(3) 0.120(3) Uani 1 1 d . . .
H16 H 0.0722 0.9263 0.4115 0.144 Uiso 1 1 calc R . .
C17 C 0.3635(3) 1.0245(3) 0.2047(2) 0.0593(12) Uani 1 1 d . . .
C18 C 0.4179(3) 1.0803(4) 0.2095(2) 0.0725(15) Uani 1 1 d . . .
H18 H 0.4109 1.1401 0.2091 0.087 Uiso 1 1 calc R . .
C19 C 0.4829(3) 1.0473(4) 0.2149(3) 0.0824(17) Uani 1 1 d . . .
H19 H 0.5183 1.0867 0.2183 0.099 Uiso 1 1 calc R . .
C20 C 0.4979(3) 0.9605(4) 0.2154(3) 0.0773(16) Uani 1 1 d . . .
H20 H 0.5422 0.9415 0.2189 0.093 Uiso 1 1 calc R . .
C21 C 0.4446(3) 0.9008(3) 0.2103(2) 0.0671(13) Uani 1 1 d . . .
C22 C 0.4508(3) 0.8086(4) 0.2114(3) 0.0851(17) Uani 1 1 d . . .
H22 H 0.4933 0.7834 0.2146 0.102 Uiso 1 1 calc R . .
C23 C 0.3954(3) 0.7572(4) 0.2079(3) 0.0830(17) Uani 1 1 d . . .
H23 H 0.4006 0.6971 0.2089 0.100 Uiso 1 1 calc R . .
C24 C 0.3308(3) 0.7924(3) 0.2026(2) 0.0614(13) Uani 1 1 d . . .
C25 C 0.3786(2) 0.9333(3) 0.2045(2) 0.0571(12) Uani 1 1 d . . .
C26 C 0.2683(3) 0.7385(3) 0.2032(3) 0.0724(15) Uani 1 1 d . . .
H26A H 0.2622 0.7142 0.2418 0.087 Uiso 1 1 calc R . .
H26B H 0.2737 0.6906 0.1761 0.087 Uiso 1 1 calc R . .
C27 C 0.1890(3) 0.7948(4) 0.0975(3) 0.0826(18) Uani 1 1 d . . .
C28 C 0.1654(4) 0.8644(5) 0.0650(3) 0.104(2) Uani 1 1 d . . .
H28 H 0.1543 0.9165 0.0833 0.124 Uiso 1 1 calc R . .
C29 C 0.1584(5) 0.8559(7) 0.0060(4) 0.129(3) Uani 1 1 d . . .
H29 H 0.1402 0.9010 -0.0160 0.154 Uiso 1 1 calc R . .
C30 C 0.1779(6) 0.7820(9) -0.0199(4) 0.152(4) Uani 1 1 d . . .
H30 H 0.1748 0.7774 -0.0602 0.182 Uiso 1 1 calc R . .
C31 C 0.2016(9) 0.7154(8) 0.0104(5) 0.204(7) Uani 1 1 d . . .
H31 H 0.2166 0.6656 -0.0086 0.245 Uiso 1 1 calc R . .
C32 C 0.2038(6) 0.7209(6) 0.0718(4) 0.174(5) Uani 1 1 d . . .
H32 H 0.2157 0.6726 0.0939 0.209 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pd1 N1 1.962(4) . ?
Pd1 O1 2.049(3) . ?
Pd1 Cl1 2.3001(14) . ?
Pd1 Se1 2.3641(7) . ?
Pd2 N2 1.969(4) . ?
Pd2 O2 2.048(3) . ?
Pd2 Cl2 2.3037(15) . ?
Pd2 Se2 2.3719(7) . ?
Se2 C27 1.939(6) . ?
Se2 C26 1.968(6) . ?
Se1 C11 1.933(6) . ?
Se1 C10 1.958(6) . ?
N1 C8 1.318(6) . ?
N1 C9 1.372(6) . ?
N2 C24 1.327(6) . ?
N2 C25 1.380(6) . ?
O1 C1 1.326(6) . ?
O2 C17 1.328(6) . ?
C1 C2 1.390(8) . ?
C1 C9 1.415(7) . ?
C2 C3 1.379(9) . ?
C2 H2 0.9300 . ?
C3 C4 1.386(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.391(8) . ?
C4 H4 0.9300 . ?
C5 C9 1.404(7) . ?
C5 C6 1.434(7) . ?
C6 C7 1.358(8) . ?
C6 H6 0.9300 . ?
C7 C8 1.416(8) . ?
C7 H7 0.9300 . ?
C8 C10 1.502(8) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.316(10) . ?
C11 C16 1.374(10) . ?
C12 C13 1.403(13) . ?
C12 H12 0.9300 . ?
C13 C14 1.338(15) . ?
C13 H13 0.9300 . ?
C14 C15 1.379(15) . ?
C14 H14 0.9300 . ?
C15 C16 1.382(11) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C18 1.382(7) . ?
C17 C25 1.433(7) . ?
C18 C19 1.390(8) . ?
C18 H18 0.9300 . ?
C19 C20 1.368(8) . ?
C19 H19 0.9300 . ?
C20 C21 1.404(7) . ?
C20 H20 0.9300 . ?
C21 C25 1.406(7) . ?
C21 C22 1.423(7) . ?
C22 C23 1.356(8) . ?
C22 H22 0.9300 . ?
C23 C24 1.396(8) . ?
C23 H23 0.9300 . ?
C24 C26 1.490(7) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 C32 1.313(10) . ?
C27 C28 1.384(9) . ?
C28 C29 1.366(10) . ?
C28 H28 0.9300 . ?
C29 C30 1.339(14) . ?
C29 H29 0.9300 . ?
C30 C31 1.322(14) . ?
C30 H30 0.9300 . ?
C31 C32 1.410(13) . ?
C31 H31 0.9300 . ?
C32 H32 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
N1 Pd1 O1 83.03(15) . . ?
N1 Pd1 Cl1 177.56(11) . . ?
O1 Pd1 Cl1 95.30(11) . . ?
N1 Pd1 Se1 86.41(11) . . ?
O1 Pd1 Se1 168.63(11) . . ?
Cl1 Pd1 Se1 95.38(4) . . ?
N2 Pd2 O2 83.76(14) . . ?
N2 Pd2 Cl2 178.19(11) . . ?
O2 Pd2 Cl2 94.44(11) . . ?
N2 Pd2 Se2 85.84(11) . . ?
O2 Pd2 Se2 169.25(10) . . ?
Cl2 Pd2 Se2 95.94(4) . . ?
C27 Se2 C26 100.9(3) . . ?
C27 Se2 Pd2 99.80(17) . . ?
C26 Se2 Pd2 94.73(16) . . ?
C11 Se1 C10 102.7(3) . . ?
C11 Se1 Pd1 97.66(17) . . ?
C10 Se1 Pd1 94.92(17) . . ?
C8 N1 C9 122.1(5) . . ?
C8 N1 Pd1 125.4(4) . . ?
C9 N1 Pd1 112.5(3) . . ?
C24 N2 C25 121.8(4) . . ?
C24 N2 Pd2 126.4(3) . . ?
C25 N2 Pd2 111.7(3) . . ?
C1 O1 Pd1 109.5(3) . . ?
C17 O2 Pd2 109.5(3) . . ?
O1 C1 C2 124.2(5) . . ?
O1 C1 C9 119.3(5) . . ?
C2 C1 C9 116.5(5) . . ?
C3 C2 C1 120.8(6) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C2 C3 C4 122.5(6) . . ?
C2 C3 H3 118.8 . . ?
C4 C3 H3 118.8 . . ?
C3 C4 C5 118.9(6) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
C4 C5 C9 118.4(5) . . ?
C4 C5 C6 124.9(6) . . ?
C9 C5 C6 116.7(5) . . ?
C7 C6 C5 119.2(5) . . ?
C7 C6 H6 120.4 . . ?
C5 C6 H6 120.4 . . ?
C6 C7 C8 121.7(5) . . ?
C6 C7 H7 119.1 . . ?
C8 C7 H7 119.1 . . ?
N1 C8 C7 118.8(5) . . ?
N1 C8 C10 118.9(5) . . ?
C7 C8 C10 122.0(5) . . ?
N1 C9 C5 121.4(4) . . ?
N1 C9 C1 115.7(5) . . ?
C5 C9 C1 122.9(5) . . ?
C8 C10 Se1 112.4(4) . . ?
C8 C10 H10A 109.1 . . ?
Se1 C10 H10A 109.1 . . ?
C8 C10 H10B 109.1 . . ?
Se1 C10 H10B 109.1 . . ?
H10A C10 H10B 107.9 . . ?
C12 C11 C16 120.9(7) . . ?
C12 C11 Se1 124.2(6) . . ?
C16 C11 Se1 114.6(5) . . ?
C11 C12 C13 120.0(9) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C14 C13 C12 120.0(11) . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C13 C14 C15 119.6(9) . . ?
C13 C14 H14 120.2 . . ?
C15 C14 H14 120.2 . . ?
C14 C15 C16 119.6(10) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 H15 120.2 . . ?
C11 C16 C15 119.1(9) . . ?
C11 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
O2 C17 C18 124.5(5) . . ?
O2 C17 C25 119.0(4) . . ?
C18 C17 C25 116.4(5) . . ?
C17 C18 C19 120.2(5) . . ?
C17 C18 H18 119.9 . . ?
C19 C18 H18 119.9 . . ?
C20 C19 C18 123.9(5) . . ?
C20 C19 H19 118.0 . . ?
C18 C19 H19 118.1 . . ?
C19 C20 C21 118.2(5) . . ?
C19 C20 H20 120.9 . . ?
C21 C20 H20 120.9 . . ?
C20 C21 C25 118.4(5) . . ?
C20 C21 C22 125.8(5) . . ?
C25 C21 C22 115.8(5) . . ?
C23 C22 C21 120.7(6) . . ?
C23 C22 H22 119.6 . . ?
C21 C22 H22 119.6 . . ?
C22 C23 C24 121.5(5) . . ?
C22 C23 H23 119.3 . . ?
C24 C23 H23 119.3 . . ?
N2 C24 C23 118.9(5) . . ?
N2 C24 C26 117.9(5) . . ?
C23 C24 C26 123.2(5) . . ?
N2 C25 C21 121.3(4) . . ?
N2 C25 C17 115.9(4) . . ?
C21 C25 C17 122.7(5) . . ?
C24 C26 Se2 113.0(4) . . ?
C24 C26 H26A 109.0 . . ?
Se2 C26 H26A 109.0 . . ?
C24 C26 H26B 109.0 . . ?
Se2 C26 H26B 109.0 . . ?
H26A C26 H26B 107.8 . . ?
C32 C27 C28 120.2(7) . . ?
C32 C27 Se2 121.3(7) . . ?
C28 C27 Se2 117.9(5) . . ?
C29 C28 C27 119.5(8) . . ?
C29 C28 H28 120.2 . . ?
C27 C28 H28 120.2 . . ?
C30 C29 C28 119.4(10) . . ?
C30 C29 H29 120.3 . . ?
C28 C29 H29 120.3 . . ?
C31 C30 C29 121.8(9) . . ?
C31 C30 H30 119.1 . . ?
C29 C30 H30 119.1 . . ?
C30 C31 C32 119.2(11) . . ?
C30 C31 H31 120.4 . . ?
C32 C31 H31 120.4 . . ?
C27 C32 C31 119.5(10) . . ?
C27 C32 H32 120.3 . . ?
C31 C32 H32 120.2 . . ?

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
N2 Pd2 Se2 C27 -92.4(2) . . . . ?
O2 Pd2 Se2 C27 -77.6(6) . . . . ?
Cl2 Pd2 Se2 C27 87.4(2) . . . . ?
N2 Pd2 Se2 C26 9.6(2) . . . . ?
O2 Pd2 Se2 C26 24.3(6) . . . . ?
Cl2 Pd2 Se2 C26 -170.64(18) . . . . ?
N1 Pd1 Se1 C11 -94.2(2) . . . . ?
O1 Pd1 Se1 C11 -72.5(6) . . . . ?
Cl1 Pd1 Se1 C11 87.5(2) . . . . ?
N1 Pd1 Se1 C10 9.4(2) . . . . ?
O1 Pd1 Se1 C10 31.1(6) . . . . ?
Cl1 Pd1 Se1 C10 -168.91(18) . . . . ?
O1 Pd1 N1 C8 178.5(4) . . . . ?
Cl1 Pd1 N1 C8 131(3) . . . . ?
Se1 Pd1 N1 C8 -5.7(4) . . . . ?
O1 Pd1 N1 C9 -0.1(3) . . . . ?
Cl1 Pd1 N1 C9 -47(3) . . . . ?
Se1 Pd1 N1 C9 175.7(3) . . . . ?
O2 Pd2 N2 C24 177.1(4) . . . . ?
Cl2 Pd2 N2 C24 -178(100) . . . . ?
Se2 Pd2 N2 C24 -5.6(4) . . . . ?
O2 Pd2 N2 C25 -1.8(3) . . . . ?
Cl2 Pd2 N2 C25 4(4) . . . . ?
Se2 Pd2 N2 C25 175.4(3) . . . . ?
N1 Pd1 O1 C1 1.6(4) . . . . ?
Cl1 Pd1 O1 C1 179.8(3) . . . . ?
Se1 Pd1 O1 C1 -20.2(8) . . . . ?
N2 Pd2 O2 C17 1.2(3) . . . . ?
Cl2 Pd2 O2 C17 -178.7(3) . . . . ?
Se2 Pd2 O2 C17 -13.6(8) . . . . ?
Pd1 O1 C1 C2 179.3(5) . . . . ?
Pd1 O1 C1 C9 -2.9(6) . . . . ?
O1 C1 C2 C3 177.0(6) . . . . ?
C9 C1 C2 C3 -0.8(10) . . . . ?
C1 C2 C3 C4 0.3(12) . . . . ?
C2 C3 C4 C5 0.2(11) . . . . ?
C3 C4 C5 C9 -0.1(9) . . . . ?
C3 C4 C5 C6 -179.7(6) . . . . ?
C4 C5 C6 C7 -179.1(6) . . . . ?
C9 C5 C6 C7 1.2(8) . . . . ?
C5 C6 C7 C8 -0.8(9) . . . . ?
C9 N1 C8 C7 0.5(7) . . . . ?
Pd1 N1 C8 C7 -178.0(4) . . . . ?
C9 N1 C8 C10 175.1(4) . . . . ?
Pd1 N1 C8 C10 -3.5(6) . . . . ?
C6 C7 C8 N1 -0.1(8) . . . . ?
C6 C7 C8 C10 -174.4(5) . . . . ?
C8 N1 C9 C5 0.0(7) . . . . ?
Pd1 N1 C9 C5 178.7(4) . . . . ?
C8 N1 C9 C1 179.9(4) . . . . ?
Pd1 N1 C9 C1 -1.4(5) . . . . ?
C4 C5 C9 N1 179.5(5) . . . . ?
C6 C5 C9 N1 -0.8(8) . . . . ?
C4 C5 C9 C1 -0.5(8) . . . . ?
C6 C5 C9 C1 179.2(5) . . . . ?
O1 C1 C9 N1 3.0(7) . . . . ?
C2 C1 C9 N1 -179.1(5) . . . . ?
O1 C1 C9 C5 -177.0(5) . . . . ?
C2 C1 C9 C5 0.9(8) . . . . ?
N1 C8 C10 Se1 12.9(6) . . . . ?
C7 C8 C10 Se1 -172.7(4) . . . . ?
C11 Se1 C10 C8 85.3(4) . . . . ?
Pd1 Se1 C10 C8 -13.7(4) . . . . ?
C10 Se1 C11 C12 -8.0(9) . . . . ?
Pd1 Se1 C11 C12 88.8(8) . . . . ?
C10 Se1 C11 C16 178.1(5) . . . . ?
Pd1 Se1 C11 C16 -85.1(5) . . . . ?
C16 C11 C12 C13 -5.8(17) . . . . ?
Se1 C11 C12 C13 -179.3(10) . . . . ?
C11 C12 C13 C14 -2(2) . . . . ?
C12 C13 C14 C15 8(3) . . . . ?
C13 C14 C15 C16 -8(2) . . . . ?
C12 C11 C16 C15 6.1(14) . . . . ?
Se1 C11 C16 C15 -179.8(7) . . . . ?
C14 C15 C16 C11 0.8(17) . . . . ?
Pd2 O2 C17 C18 179.2(4) . . . . ?
Pd2 O2 C17 C25 -0.3(6) . . . . ?
O2 C17 C18 C19 179.2(5) . . . . ?
C25 C17 C18 C19 -1.2(8) . . . . ?
C17 C18 C19 C20 0.6(10) . . . . ?
C18 C19 C20 C21 -0.2(10) . . . . ?
C19 C20 C21 C25 0.6(8) . . . . ?
C19 C20 C21 C22 -178.4(6) . . . . ?
C20 C21 C22 C23 178.1(6) . . . . ?
C25 C21 C22 C23 -0.9(9) . . . . ?
C21 C22 C23 C24 0.4(10) . . . . ?
C25 N2 C24 C23 -1.3(8) . . . . ?
Pd2 N2 C24 C23 179.9(4) . . . . ?
C25 N2 C24 C26 174.8(4) . . . . ?
Pd2 N2 C24 C26 -4.0(7) . . . . ?
C22 C23 C24 N2 0.7(9) . . . . ?
C22 C23 C24 C26 -175.2(6) . . . . ?
C24 N2 C25 C21 0.7(7) . . . . ?
Pd2 N2 C25 C21 179.7(4) . . . . ?
C24 N2 C25 C17 -176.8(4) . . . . ?
Pd2 N2 C25 C17 2.2(5) . . . . ?
C20 C21 C25 N2 -178.7(5) . . . . ?
C22 C21 C25 N2 0.4(8) . . . . ?
C20 C21 C25 C17 -1.3(8) . . . . ?
C22 C21 C25 C17 177.8(5) . . . . ?
O2 C17 C25 N2 -1.3(7) . . . . ?
C18 C17 C25 N2 179.2(4) . . . . ?
O2 C17 C25 C21 -178.8(5) . . . . ?
C18 C17 C25 C21 1.7(7) . . . . ?
N2 C24 C26 Se2 13.8(7) . . . . ?
C23 C24 C26 Se2 -170.3(5) . . . . ?
C27 Se2 C26 C24 86.4(4) . . . . ?
Pd2 Se2 C26 C24 -14.5(4) . . . . ?
C26 Se2 C27 C32 42.5(8) . . . . ?
Pd2 Se2 C27 C32 139.3(7) . . . . ?
C26 Se2 C27 C28 -146.3(5) . . . . ?
Pd2 Se2 C27 C28 -49.4(5) . . . . ?
C32 C27 C28 C29 -0.8(12) . . . . ?
Se2 C27 C28 C29 -172.1(6) . . . . ?
C27 C28 C29 C30 -3.5(13) . . . . ?
C28 C29 C30 C31 2.6(19) . . . . ?
C29 C30 C31 C32 3(2) . . . . ?
C28 C27 C32 C31 5.9(16) . . . . ?
Se2 C27 C32 C31 176.9(10) . . . . ?
C30 C31 C32 C27 -7(2) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.461
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.091
# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 0.000 318 111 hexane
2 0.500 0.000 0.500 318 111 'hexane '
3 0.000 0.500 0.500 318 111 'hexane '
4 0.500 0.500 1.000 318 111 'hexane '
_platon_squeeze_details          
;
Hexane is disordered and difficult to model 
;

####################################################################### 
# 
# 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_ligandL1
_audit_block_doi                 10.5517/ccdc.csd.cc1n4745
_database_code_depnum_ccdc_archive 'CCDC 1523406'
_audit_update_record             
;
2017-02-25 deposited with the CCDC.
2017-03-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H13 N O S'
_chemical_formula_sum            'C16 H13 N O S'
_chemical_formula_weight         267.33

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

_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                   10.874(3)
_cell_length_b                   10.652(3)
_cell_length_c                   11.473(4)
_cell_angle_alpha                90
_cell_angle_beta                 90.624(6)
_cell_angle_gamma                90
_cell_volume                     1328.8(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    3206
_cell_measurement_theta_min      3.746
_cell_measurement_theta_max      56.692

_exptl_crystal_description       cube
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      1.336
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.336
_exptl_crystal_F_000             560
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.25
_exptl_absorpt_coefficient_mu    0.234
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.921
_exptl_absorpt_correction_T_max  0.946
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14601
_diffrn_reflns_av_unetI/netI     0.0988
_diffrn_reflns_av_R_equivalents  0.0644
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.873
_diffrn_reflns_theta_max         28.346
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3206
_reflns_number_gt                1925
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3206
_refine_ls_number_parameters     172
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1166
_refine_ls_R_factor_gt           0.0649
_refine_ls_wR_factor_ref         0.2072
_refine_ls_wR_factor_gt          0.1762
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.31783(8) 0.53587(7) -0.00979(7) 0.0672(3) Uani 1 1 d . . . . .
O1 O 0.30627(19) -0.0147(2) 0.18655(19) 0.0642(6) Uani 1 1 d . . . . .
H1 H 0.348167 0.040722 0.157273 0.096 Uiso 1 1 d R U . . .
N1 N 0.24527(19) 0.19369(20) 0.06694(17) 0.0450(5) Uani 1 1 d . . . . .
C1 C 0.1853(3) 0.0130(3) 0.1717(2) 0.0501(7) Uani 1 1 d . . . . .
C2 C 0.0973(3) -0.0635(3) 0.2169(3) 0.0640(8) Uani 1 1 d . . . . .
H2A H 0.119537 -0.135707 0.257623 0.077 Uiso 1 1 calc R U . . .
C3 C -0.0276(3) -0.0323(4) 0.2015(3) 0.0761(11) Uani 1 1 d . . . . .
H3 H -0.087162 -0.084271 0.233281 0.091 Uiso 1 1 calc R U . . .
C4 C -0.0634(3) 0.0710(4) 0.1417(3) 0.0740(10) Uani 1 1 d . . . . .
H4 H -0.146615 0.089489 0.132939 0.089 Uiso 1 1 calc R U . . .
C5 C 0.0265(3) 0.1511(3) 0.0925(3) 0.0575(8) Uani 1 1 d . . . . .
C6 C 0.1519(2) 0.1221(3) 0.1091(2) 0.0458(6) Uani 1 1 d . . . . .
C7 C 0.0005(3) 0.2590(3) 0.0251(3) 0.0721(10) Uani 1 1 d . . . . .
H7 H -0.080636 0.281725 0.009438 0.087 Uiso 1 1 calc R U . . .
C8 C 0.0940(3) 0.3296(3) -0.0168(3) 0.0664(9) Uani 1 1 d . . . . .
H8 H 0.076947 0.401071 -0.060614 0.080 Uiso 1 1 calc R U . . .
C9 C 0.2174(3) 0.2945(3) 0.0060(2) 0.0508(7) Uani 1 1 d . . . . .
C10 C 0.3244(3) 0.3705(3) -0.0394(3) 0.0588(8) Uani 1 1 d . . . . .
H10A H 0.328624 0.358767 -0.123107 0.071 Uiso 1 1 calc R U . . .
H10B H 0.399760 0.337368 -0.005532 0.071 Uiso 1 1 calc R U . . .
C11 C 0.3525(2) 0.5491(2) 0.1396(2) 0.0487(7) Uani 1 1 d . . . . .
C12 C 0.3624(3) 0.6705(3) 0.1828(3) 0.0594(8) Uani 1 1 d . . . . .
H12 H 0.349047 0.738206 0.133059 0.071 Uiso 1 1 calc R U . . .
C13 C 0.3914(3) 0.6923(3) 0.2969(3) 0.0672(9) Uani 1 1 d . . . . .
H13 H 0.399352 0.774201 0.323935 0.081 Uiso 1 1 calc R U . . .
C14 C 0.4089(3) 0.5928(3) 0.3725(3) 0.0671(9) Uani 1 1 d . . . . .
H14 H 0.427861 0.607459 0.450588 0.081 Uiso 1 1 calc R U . . .
C15 C 0.3983(3) 0.4726(3) 0.3318(3) 0.0580(8) Uani 1 1 d . . . . .
H15 H 0.409439 0.405572 0.382820 0.070 Uiso 1 1 calc R U . . .
C16 C 0.3713(2) 0.4496(2) 0.2161(2) 0.0508(7) Uani 1 1 d . . . . .
H16 H 0.365718 0.367393 0.189231 0.061 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C11 1.757(3) . ?
S1 C10 1.795(3) . ?
O1 C1 1.357(3) . ?
O1 H1 0.8200 . ?
N1 C9 1.315(3) . ?
N1 C6 1.363(3) . ?
C1 C2 1.365(4) . ?
C1 C6 1.412(4) . ?
C2 C3 1.407(5) . ?
C2 H2A 0.9300 . ?
C3 C4 1.352(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.420(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.409(4) . ?
C5 C7 1.412(4) . ?
C7 C8 1.357(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.414(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.515(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C16 1.391(4) . ?
C11 C12 1.389(4) . ?
C12 C13 1.363(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.381(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.367(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.378(4) . ?
C15 H15 0.9300 . ?
C16 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
C11 S1 C10 104.78(13) . . ?
C1 O1 H1 109.5 . . ?
C9 N1 C6 118.5(2) . . ?
O1 C1 C2 120.3(3) . . ?
O1 C1 C6 119.2(2) . . ?
C2 C1 C6 120.5(3) . . ?
C1 C2 C3 119.4(3) . . ?
C1 C2 H2A 120.3 . . ?
C3 C2 H2A 120.3 . . ?
C4 C3 C2 122.0(3) . . ?
C4 C3 H3 119.0 . . ?
C2 C3 H3 119.0 . . ?
C3 C4 C5 119.7(3) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
C6 C5 C7 116.1(3) . . ?
C6 C5 C4 119.0(3) . . ?
C7 C5 C4 124.9(3) . . ?
N1 C6 C5 123.6(3) . . ?
N1 C6 C1 116.9(2) . . ?
C5 C6 C1 119.5(3) . . ?
C8 C7 C5 119.9(3) . . ?
C8 C7 H7 120.0 . . ?
C5 C7 H7 120.0 . . ?
C7 C8 C9 120.1(3) . . ?
C7 C8 H8 119.9 . . ?
C9 C8 H8 119.9 . . ?
N1 C9 C8 121.8(3) . . ?
N1 C9 C10 116.5(2) . . ?
C8 C9 C10 121.7(3) . . ?
C9 C10 S1 115.3(2) . . ?
C9 C10 H10A 108.5 . . ?
S1 C10 H10A 108.5 . . ?
C9 C10 H10B 108.5 . . ?
S1 C10 H10B 108.5 . . ?
H10A C10 H10B 107.5 . . ?
C16 C11 C12 118.3(3) . . ?
C16 C11 S1 125.7(2) . . ?
C12 C11 S1 116.0(2) . . ?
C13 C12 C11 121.1(3) . . ?
C13 C12 H12 119.4 . . ?
C11 C12 H12 119.4 . . ?
C12 C13 C14 120.1(3) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 H13 119.9 . . ?
C15 C14 C13 119.6(3) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
C14 C15 C16 120.8(3) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?
C15 C16 C11 120.0(3) . . ?
C15 C16 H16 120.0 . . ?
C11 C16 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
O1 C1 C2 C3 179.4(3) . . . . ?
C6 C1 C2 C3 -0.5(4) . . . . ?
C1 C2 C3 C4 0.8(5) . . . . ?
C2 C3 C4 C5 0.1(5) . . . . ?
C3 C4 C5 C6 -1.2(5) . . . . ?
C3 C4 C5 C7 177.8(3) . . . . ?
C9 N1 C6 C5 -1.0(4) . . . . ?
C9 N1 C6 C1 178.5(2) . . . . ?
C7 C5 C6 N1 1.9(4) . . . . ?
C4 C5 C6 N1 -179.0(2) . . . . ?
C7 C5 C6 C1 -177.6(2) . . . . ?
C4 C5 C6 C1 1.5(4) . . . . ?
O1 C1 C6 N1 0.0(4) . . . . ?
C2 C1 C6 N1 179.9(2) . . . . ?
O1 C1 C6 C5 179.5(2) . . . . ?
C2 C1 C6 C5 -0.6(4) . . . . ?
C6 C5 C7 C8 -1.6(4) . . . . ?
C4 C5 C7 C8 179.4(3) . . . . ?
C5 C7 C8 C9 0.6(5) . . . . ?
C6 N1 C9 C8 -0.2(4) . . . . ?
C6 N1 C9 C10 -179.7(2) . . . . ?
C7 C8 C9 N1 0.4(4) . . . . ?
C7 C8 C9 C10 179.9(3) . . . . ?
N1 C9 C10 S1 -129.9(2) . . . . ?
C8 C9 C10 S1 50.6(3) . . . . ?
C11 S1 C10 C9 73.8(2) . . . . ?
C10 S1 C11 C16 -4.1(3) . . . . ?
C10 S1 C11 C12 175.3(2) . . . . ?
C16 C11 C12 C13 0.8(4) . . . . ?
S1 C11 C12 C13 -178.7(2) . . . . ?
C11 C12 C13 C14 -1.4(5) . . . . ?
C12 C13 C14 C15 0.7(5) . . . . ?
C13 C14 C15 C16 0.5(4) . . . . ?
C14 C15 C16 C11 -1.1(4) . . . . ?
C12 C11 C16 C15 0.4(4) . . . . ?
S1 C11 C16 C15 179.9(2) . . . . ?

_refine_diff_density_max         0.223
_refine_diff_density_min         -0.318
_refine_diff_density_rms         0.045

