# Electronic Supplementary Material (ESI) for Catalysis Science & Technology.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_PdHCADMF

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H12 N2 O4 Pd'
_chemical_formula_sum            'C13 H12 N2 O4 Pd'
_chemical_formula_weight         366.65

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'
Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

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

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

_cell_length_a                   10.9190(7)
_cell_length_b                   23.8725(14)
_cell_length_c                   4.8372(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1260.88(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      2.91
_cell_measurement_theta_max      27.48

_exptl_crystal_description       Plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.931
_exptl_crystal_F_000             728
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    1.487
_shelx_estimated_absorpt_T_min   0.797
_shelx_estimated_absorpt_T_max   0.971
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.797
_exptl_absorpt_correction_T_max  0.971
_exptl_absorpt_process_details   'SADABS 2007/2 (Sheldrick, G.M., 2007)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_monochromator  '10cm confocal mirrors'
_diffrn_measurement_device_type  
'Bruker-Nonius APEX II CCD camera on κ-goniostat'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_detector_area_resol_mean '4096x4096pixels / 62x62mm'
_diffrn_reflns_number            8455
_diffrn_reflns_av_unetI/netI     0.0559
_diffrn_reflns_av_R_equivalents  0.0509
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_theta_min         3.168
_diffrn_reflns_theta_max         27.561
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2621
_reflns_number_gt                2242
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.789
_reflns_Friedel_fraction_max     0.995
_reflns_Friedel_fraction_full    0.999

_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       'COLLECT (Hooft, R.W.W., 1998)'
_computing_cell_refinement       
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_data_reduction        
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL2014 (Sheldrick, 2008)'
_computing_molecular_graphics    'MERCURY 3.1(J.Appl.Cryst.41,466-470, 2008'
_computing_publication_material  
'WinGX, ver.2013.3 (L.J. Farrugia, J.App.Cryst.(2012),45,849-854)'

_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+9.6050P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.14(10)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2621
_refine_ls_number_parameters     184
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0620
_refine_ls_R_factor_gt           0.0486
_refine_ls_wR_factor_ref         0.1057
_refine_ls_wR_factor_gt          0.0985
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_restrained_S_all      1.087
_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
C9 C 0.1205(9) 0.2144(4) 0.808(2) 0.023(3) Uani 1 1 d . . . . .
C8 C 0.0065(10) 0.2357(4) 0.913(2) 0.024(2) Uani 1 1 d . . . . .
H8 H -0.0282 0.2690 0.8392 0.029 Uiso 1 1 calc R U . . .
C7 C -0.0513(10) 0.2069(4) 1.121(2) 0.024(2) Uani 1 1 d . . . . .
H7 H -0.1248 0.2216 1.1969 0.029 Uiso 1 1 calc R U . . .
C6 C -0.0044(8) 0.1558(4) 1.227(3) 0.0227(19) Uani 1 1 d . . . . .
C5 C -0.0554(11) 0.1214(5) 1.436(2) 0.031(3) Uani 1 1 d . . . . .
H5 H -0.1300 0.1316 1.5239 0.037 Uiso 1 1 calc R U . . .
C4 C 0.0041(11) 0.0734(5) 1.510(2) 0.034(3) Uani 1 1 d . . . . .
H4 H -0.0294 0.0518 1.6562 0.041 Uiso 1 1 calc R U . . .
C3 C 0.1132(11) 0.0537(4) 1.382(2) 0.030(3) Uani 1 1 d . . . . .
H3 H 0.1486 0.0192 1.4378 0.036 Uiso 1 1 calc R U . . .
C2 C 0.1672(9) 0.0852(4) 1.1755(19) 0.023(3) Uani 1 1 d . . . . .
C1 C 0.1035(9) 0.1364(4) 1.106(2) 0.020(2) Uani 1 1 d . . . . .
C13 C 0.1972(9) 0.2375(4) 0.580(2) 0.021(2) Uani 1 1 d . . . . .
C10 C 0.5011(10) 0.1159(4) 0.366(2) 0.027(2) Uani 1 1 d . . . . .
H10 H 0.4738 0.1512 0.2990 0.032 Uiso 1 1 calc R U . . .
C11 C 0.6338(10) 0.0352(4) 0.316(3) 0.040(4) Uani 1 1 d . . . . .
H11A H 0.5807 0.0205 0.4625 0.060 Uiso 1 1 calc R U . . .
H11B H 0.7186 0.0365 0.3823 0.060 Uiso 1 1 calc R U . . .
H11C H 0.6287 0.0108 0.1536 0.060 Uiso 1 1 calc R U . . .
C12 C 0.6599(10) 0.1187(5) 0.016(2) 0.031(3) Uani 1 1 d . . . . .
H12A H 0.6481 0.0974 -0.1549 0.047 Uiso 1 1 calc R U . . .
H12B H 0.7474 0.1204 0.0604 0.047 Uiso 1 1 calc R U . . .
H12C H 0.6279 0.1567 -0.0077 0.047 Uiso 1 1 calc R U . . .
N1 N 0.1604(7) 0.1671(3) 0.9037(16) 0.0174(17) Uani 1 1 d . . . . .
N2 N 0.5944(6) 0.0910(3) 0.242(3) 0.0253(15) Uani 1 1 d . . . . .
O1 O 0.2694(7) 0.0730(3) 1.0351(16) 0.0242(16) Uani 1 1 d . . . . .
O2 O 0.2903(6) 0.2049(3) 0.5100(16) 0.0260(16) Uani 1 1 d . . . . .
O4 O 0.1764(7) 0.2832(3) 0.4784(18) 0.0315(18) Uani 1 1 d . . . . .
O3 O 0.4481(6) 0.0946(3) 0.5673(16) 0.0268(16) Uani 1 1 d . . . . .
Pd1 Pd 0.30045(5) 0.13353(3) 0.7436(3) 0.02131(18) 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
C9 N1 1.294(12) . ?
C9 C8 1.436(14) . ?
C9 C13 1.493(13) . ?
C8 C7 1.375(14) . ?
C8 H8 0.9500 . ?
C7 C6 1.417(14) . ?
C7 H7 0.9500 . ?
C6 C1 1.394(13) . ?
C6 C5 1.419(17) . ?
C5 C4 1.364(16) . ?
C5 H5 0.9500 . ?
C4 C3 1.422(17) . ?
C4 H4 0.9500 . ?
C3 C2 1.382(14) . ?
C3 H3 0.9500 . ?
C2 O1 1.338(12) . ?
C2 C1 1.446(13) . ?
C1 N1 1.371(12) . ?
C13 O4 1.217(12) . ?
C13 O2 1.324(11) . ?
C10 O3 1.242(13) . ?
C10 N2 1.323(14) . ?
C10 H10 0.9500 . ?
C11 N2 1.444(13) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 N2 1.463(16) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
N1 Pd1 1.893(8) . ?
O1 Pd1 2.047(7) . ?
O2 Pd1 2.047(7) . ?
O3 Pd1 2.048(7) . ?

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 C9 C8 118.4(9) . . ?
N1 C9 C13 113.4(9) . . ?
C8 C9 C13 127.9(9) . . ?
C7 C8 C9 118.5(9) . . ?
C7 C8 H8 120.8 . . ?
C9 C8 H8 120.8 . . ?
C8 C7 C6 122.0(10) . . ?
C8 C7 H7 119.0 . . ?
C6 C7 H7 119.0 . . ?
C1 C6 C7 116.1(11) . . ?
C1 C6 C5 116.0(10) . . ?
C7 C6 C5 127.8(10) . . ?
C4 C5 C6 119.1(11) . . ?
C4 C5 H5 120.5 . . ?
C6 C5 H5 120.5 . . ?
C5 C4 C3 124.2(11) . . ?
C5 C4 H4 117.9 . . ?
C3 C4 H4 117.9 . . ?
C2 C3 C4 119.5(10) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
O1 C2 C3 127.1(10) . . ?
O1 C2 C1 117.9(8) . . ?
C3 C2 C1 115.0(9) . . ?
N1 C1 C6 120.3(9) . . ?
N1 C1 C2 113.6(8) . . ?
C6 C1 C2 126.1(10) . . ?
O4 C13 O2 124.5(9) . . ?
O4 C13 C9 121.7(9) . . ?
O2 C13 C9 113.7(8) . . ?
O3 C10 N2 122.0(11) . . ?
O3 C10 H10 119.0 . . ?
N2 C10 H10 119.0 . . ?
N2 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N2 C12 H12A 109.5 . . ?
N2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 N1 C1 124.6(8) . . ?
C9 N1 Pd1 119.7(7) . . ?
C1 N1 Pd1 115.5(6) . . ?
C10 N2 C11 122.1(11) . . ?
C10 N2 C12 120.8(9) . . ?
C11 N2 C12 117.1(9) . . ?
C2 O1 Pd1 109.5(6) . . ?
C13 O2 Pd1 113.0(6) . . ?
C10 O3 Pd1 120.5(7) . . ?
N1 Pd1 O1 83.3(3) . . ?
N1 Pd1 O2 80.2(3) . . ?
O1 Pd1 O2 163.4(3) . . ?
N1 Pd1 O3 177.8(3) . . ?
O1 Pd1 O3 95.6(3) . . ?
O2 Pd1 O3 101.0(3) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C8 H8 O2 0.95 2.62 3.373(13) 136.8 4_455
C10 H10 O2 0.95 2.59 3.209(13) 123.2 .
C12 H12A O3 0.98 2.57 3.224(14) 124.6 1_554

_refine_diff_density_max         1.031
_refine_diff_density_min         -0.885
_refine_diff_density_rms         0.157

_shelxl_version_number           2014-1

_database_code_depnum_ccdc_archive 'CCDC 988167'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_PdHSADMF

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H12 N2 O5 Pd S'
_chemical_formula_sum            'C12 H12 N2 O5 Pd S'
_chemical_formula_weight         402.70

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'
Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P21/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                   19.681(3)
_cell_length_b                   7.1866(8)
_cell_length_c                   20.443(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.332(2)
_cell_angle_gamma                90.00
_cell_volume                     2760.2(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    14148
_cell_measurement_theta_min      2.5
_cell_measurement_theta_max      34.8

_exptl_crystal_description       needle
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.938
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1600
_exptl_absorpt_coefficient_mu    1.518
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.7510
_exptl_absorpt_correction_T_max  0.9703
_exptl_absorpt_process_details   'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_source_power             1.2
_diffrn_source_voltage           50.0
_diffrn_source_current           24.0
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           'Mo K\a'
_diffrn_source                   'Rotating Anode'
_diffrn_radiation_monochromator  Confocal
_diffrn_measurement_specimen_support Mitegen
_diffrn_detector                 CCD
_diffrn_measurement_device       
;
AFC12 (Right): Kappa 3 circle
;
_diffrn_measurement_device_type  
;
Rigaku Saturn724+ (2x2 bin mode)
;
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            34176
_diffrn_reflns_av_R_equivalents  0.0453
_diffrn_reflns_av_sigmaI/netI    0.0324
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.02
_diffrn_reflns_theta_max         27.48
_reflns_number_total             6318
_reflns_number_gt                5831
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'
_computing_structure_solution    'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'MERCURY 3.1(J.Appl.Cryst.41,466-470, 2008'
_computing_publication_material  
'WinGX, ver.2013.3 (L.J. Farrugia, J.App.Cryst.(2012),45,849-854)'

_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)+(0.0617P)²+2.4156P] 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         6318
_refine_ls_number_parameters     383
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0449
_refine_ls_R_factor_gt           0.0409
_refine_ls_wR_factor_ref         0.1060
_refine_ls_wR_factor_gt          0.1027
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_restrained_S_all      1.072
_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 0.17702(16) 0.2246(4) 0.49334(17) 0.0186(6) Uani 1 1 d . . .
C2 C 0.15641(18) 0.1897(5) 0.42185(18) 0.0234(7) Uani 1 1 d . . .
C3 C 0.08556(19) 0.2223(5) 0.38633(19) 0.0272(8) Uani 1 1 d . . .
H3 H 0.0689 0.2054 0.3381 0.033 Uiso 1 1 calc R . .
C4 C 0.03853(18) 0.2806(5) 0.4223(2) 0.0288(8) Uani 1 1 d . . .
H4 H -0.0097 0.3022 0.3969 0.035 Uiso 1 1 calc R . .
C5 C 0.05813(19) 0.3081(5) 0.4919(2) 0.0281(8) Uani 1 1 d . . .
H5 H 0.0240 0.3451 0.5138 0.034 Uiso 1 1 calc R . .
C6 C 0.13069(17) 0.2802(5) 0.53066(18) 0.0223(7) Uani 1 1 d . . .
C7 C 0.16040(19) 0.2956(5) 0.60246(18) 0.0238(7) Uani 1 1 d . . .
H7 H 0.1307 0.3306 0.6295 0.029 Uiso 1 1 calc R . .
C8 C 0.23163(18) 0.2609(5) 0.63435(18) 0.0234(7) Uani 1 1 d . . .
H8 H 0.2510 0.2702 0.6827 0.028 Uiso 1 1 calc R . .
C9 C 0.27471(17) 0.2113(5) 0.59323(17) 0.0207(7) Uani 1 1 d . . .
C10 C 0.32503(19) -0.0368(5) 0.34574(19) 0.0237(7) Uani 1 1 d . . .
H10 H 0.2756 -0.0104 0.3285 0.028 Uiso 1 1 calc R . .
C11 C 0.3177(2) -0.1574(6) 0.23349(19) 0.0297(8) Uani 1 1 d . . .
H11A H 0.2669 -0.1329 0.2257 0.045 Uiso 1 1 calc R . .
H11B H 0.3245 -0.2892 0.2250 0.045 Uiso 1 1 calc R . .
H11C H 0.3352 -0.0807 0.2023 0.045 Uiso 1 1 calc R . .
C12 C 0.43296(19) -0.1608(5) 0.3271(2) 0.0298(8) Uani 1 1 d . . .
H12A H 0.4536 -0.1265 0.3753 0.045 Uiso 1 1 calc R . .
H12B H 0.4577 -0.0937 0.2992 0.045 Uiso 1 1 calc R . .
H12C H 0.4382 -0.2951 0.3218 0.045 Uiso 1 1 calc R . .
C101 C 0.18669(17) 0.6671(5) 0.43158(16) 0.0188(6) Uani 1 1 d . . .
C102 C 0.25482(17) 0.6354(5) 0.47918(17) 0.0189(6) Uani 1 1 d . . .
C103 C 0.26277(18) 0.6856(5) 0.54653(17) 0.0218(7) Uani 1 1 d . . .
H103 H 0.3074 0.6700 0.5804 0.026 Uiso 1 1 calc R . .
C104 C 0.20417(18) 0.7602(5) 0.56486(17) 0.0229(7) Uani 1 1 d . . .
H104 H 0.2105 0.7904 0.6115 0.028 Uiso 1 1 calc R . .
C105 C 0.13803(18) 0.7910(5) 0.51747(18) 0.0219(7) Uani 1 1 d . . .
H105 H 0.1002 0.8426 0.5316 0.026 Uiso 1 1 calc R . .
C106 C 0.12779(17) 0.7445(4) 0.44809(17) 0.0196(6) Uani 1 1 d . . .
C107 C 0.06481(18) 0.7714(5) 0.39230(17) 0.0229(7) Uani 1 1 d . . .
H107 H 0.0239 0.8236 0.4008 0.027 Uiso 1 1 calc R . .
C108 C 0.06204(18) 0.7234(5) 0.32652(18) 0.0247(7) Uani 1 1 d . . .
H108 H 0.0199 0.7422 0.2897 0.030 Uiso 1 1 calc R . .
C109 C 0.12314(17) 0.6455(5) 0.31488(17) 0.0229(7) Uani 1 1 d . . .
C110 C 0.41008(18) 0.3754(5) 0.39609(19) 0.0237(7) Uani 1 1 d . . .
H110 H 0.4021 0.3821 0.4396 0.028 Uiso 1 1 calc R . .
C111 C 0.5303(2) 0.2838(7) 0.4556(2) 0.0461(12) Uani 1 1 d . . .
H11D H 0.5118 0.2898 0.4951 0.069 Uiso 1 1 calc R . .
H11E H 0.5688 0.3747 0.4615 0.069 Uiso 1 1 calc R . .
H11F H 0.5486 0.1585 0.4522 0.069 Uiso 1 1 calc R . .
C112 C 0.4889(2) 0.3137(6) 0.3275(2) 0.0326(9) Uani 1 1 d . . .
H11G H 0.4442 0.3024 0.2903 0.049 Uiso 1 1 calc R . .
H11H H 0.5186 0.2043 0.3277 0.049 Uiso 1 1 calc R . .
H11I H 0.5141 0.4261 0.3207 0.049 Uiso 1 1 calc R . .
N1 N 0.24727(14) 0.1942(4) 0.52648(14) 0.0186(5) Uani 1 1 d . . .
N2 N 0.35705(16) -0.1116(4) 0.30446(15) 0.0227(6) Uani 1 1 d . . .
N101 N 0.18167(14) 0.6215(4) 0.36589(14) 0.0196(6) Uani 1 1 d . . .
N102 N 0.47334(15) 0.3261(4) 0.39325(17) 0.0271(7) Uani 1 1 d . . .
O1 O 0.20622(13) 0.1262(3) 0.39434(12) 0.0238(5) Uani 1 1 d . . .
O2 O 0.38573(13) 0.1246(4) 0.55671(13) 0.0286(6) Uani 1 1 d . . .
O3 O 0.35701(13) 0.0018(3) 0.40744(13) 0.0245(5) Uani 1 1 d . . .
O4 O 0.37931(14) 0.0070(4) 0.66616(15) 0.0316(6) Uani 1 1 d . . .
O5 O 0.40210(13) 0.3351(4) 0.65304(15) 0.0354(7) Uani 1 1 d . . .
O101 O 0.30597(12) 0.5605(4) 0.45629(12) 0.0208(5) Uani 1 1 d . . .
O102 O 0.20643(13) 0.4957(4) 0.25319(13) 0.0284(6) Uani 1 1 d . . .
O103 O 0.35919(12) 0.4143(4) 0.34319(13) 0.0242(5) Uani 1 1 d . . .
O104 O 0.13129(16) 0.7537(5) 0.19648(14) 0.0499(9) Uani 1 1 d . . .
O105 O 0.07884(16) 0.4502(6) 0.20290(18) 0.0602(11) Uani 1 1 d . . .
S1 S 0.36865(4) 0.16607(12) 0.62187(4) 0.02159(18) Uani 1 1 d . . .
S101 S 0.13356(5) 0.58124(17) 0.23360(5) 0.0327(2) Uani 1 1 d . . .
Pd1 Pd 0.300145(13) 0.10607(4) 0.467451(13) 0.01925(9) Uani 1 1 d . . .
Pd2 Pd 0.267451(12) 0.51658(4) 0.355268(13) 0.01825(9) Uani 1 1 d . . .


_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
C1 N1 1.364(4) . ?
C1 C6 1.410(5) . ?
C1 C2 1.418(5) . ?
C2 O1 1.347(4) . ?
C2 C3 1.387(5) . ?
C3 C4 1.407(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.373(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.426(5) . ?
C5 H5 0.9500 . ?
C6 C7 1.413(5) . ?
C7 C8 1.381(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.406(5) . ?
C8 H8 0.9500 . ?
C9 N1 1.315(4) . ?
C9 S1 1.795(3) . ?
C10 O3 1.261(4) . ?
C10 N2 1.310(4) . ?
C10 H10 0.9500 . ?
C11 N2 1.464(5) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 N2 1.470(4) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C101 N101 1.357(4) . ?
C101 C106 1.414(4) . ?
C101 C102 1.421(4) . ?
C102 O101 1.343(4) . ?
C102 C103 1.386(5) . ?
C103 C104 1.420(5) . ?
C103 H103 0.9500 . ?
C104 C105 1.389(5) . ?
C104 H104 0.9500 . ?
C105 C106 1.412(5) . ?
C105 H105 0.9500 . ?
C106 C107 1.426(5) . ?
C107 C108 1.374(5) . ?
C107 H107 0.9500 . ?
C108 C109 1.410(5) . ?
C108 H108 0.9500 . ?
C109 N101 1.315(4) . ?
C109 S101 1.794(4) . ?
C110 O103 1.267(4) . ?
C110 N102 1.312(4) . ?
C110 H110 0.9500 . ?
C111 N102 1.457(5) . ?
C111 H11D 0.9800 . ?
C111 H11E 0.9800 . ?
C111 H11F 0.9800 . ?
C112 N102 1.467(5) . ?
C112 H11G 0.9800 . ?
C112 H11H 0.9800 . ?
C112 H11I 0.9800 . ?
N1 Pd1 1.921(3) . ?
N101 Pd2 1.920(3) . ?
O1 Pd1 2.006(2) . ?
O2 S1 1.498(3) . ?
O2 Pd1 2.087(3) . ?
O3 Pd1 2.034(2) . ?
O4 S1 1.434(3) . ?
O5 S1 1.437(3) . ?
O101 Pd2 2.002(2) . ?
O102 S101 1.501(3) . ?
O102 Pd2 2.080(3) . ?
O103 Pd2 2.032(2) . ?
O104 S101 1.447(4) . ?
O105 S101 1.427(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C6 120.0(3) . . ?
N1 C1 C2 114.8(3) . . ?
C6 C1 C2 125.1(3) . . ?
O1 C2 C3 125.6(3) . . ?
O1 C2 C1 118.0(3) . . ?
C3 C2 C1 116.4(3) . . ?
C2 C3 C4 119.5(3) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C5 C4 C3 124.0(3) . . ?
C5 C4 H4 118.0 . . ?
C3 C4 H4 118.0 . . ?
C4 C5 C6 118.8(3) . . ?
C4 C5 H5 120.6 . . ?
C6 C5 H5 120.6 . . ?
C1 C6 C7 116.7(3) . . ?
C1 C6 C5 116.2(3) . . ?
C7 C6 C5 127.0(3) . . ?
C8 C7 C6 121.6(3) . . ?
C8 C7 H7 119.2 . . ?
C6 C7 H7 119.2 . . ?
C7 C8 C9 118.1(3) . . ?
C7 C8 H8 120.9 . . ?
C9 C8 H8 120.9 . . ?
N1 C9 C8 120.6(3) . . ?
N1 C9 S1 112.7(2) . . ?
C8 C9 S1 126.6(3) . . ?
O3 C10 N2 122.8(3) . . ?
O3 C10 H10 118.6 . . ?
N2 C10 H10 118.6 . . ?
N2 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N2 C12 H12A 109.5 . . ?
N2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N101 C101 C106 120.5(3) . . ?
N101 C101 C102 114.5(3) . . ?
C106 C101 C102 124.9(3) . . ?
O101 C102 C103 125.2(3) . . ?
O101 C102 C101 118.5(3) . . ?
C103 C102 C101 116.3(3) . . ?
C102 C103 C104 120.0(3) . . ?
C102 C103 H103 120.0 . . ?
C104 C103 H103 120.0 . . ?
C105 C104 C103 122.8(3) . . ?
C105 C104 H104 118.6 . . ?
C103 C104 H104 118.6 . . ?
C104 C105 C106 119.1(3) . . ?
C104 C105 H105 120.5 . . ?
C106 C105 H105 120.5 . . ?
C105 C106 C101 116.8(3) . . ?
C105 C106 C107 127.0(3) . . ?
C101 C106 C107 116.2(3) . . ?
C108 C107 C106 121.4(3) . . ?
C108 C107 H107 119.3 . . ?
C106 C107 H107 119.3 . . ?
C107 C108 C109 118.6(3) . . ?
C107 C108 H108 120.7 . . ?
C109 C108 H108 120.7 . . ?
N101 C109 C108 120.5(3) . . ?
N101 C109 S101 112.7(3) . . ?
C108 C109 S101 126.7(3) . . ?
O103 C110 N102 122.7(3) . . ?
O103 C110 H110 118.6 . . ?
N102 C110 H110 118.6 . . ?
N102 C111 H11D 109.5 . . ?
N102 C111 H11E 109.5 . . ?
H11D C111 H11E 109.5 . . ?
N102 C111 H11F 109.5 . . ?
H11D C111 H11F 109.5 . . ?
H11E C111 H11F 109.5 . . ?
N102 C112 H11G 109.5 . . ?
N102 C112 H11H 109.5 . . ?
H11G C112 H11H 109.5 . . ?
N102 C112 H11I 109.5 . . ?
H11G C112 H11I 109.5 . . ?
H11H C112 H11I 109.5 . . ?
C9 N1 C1 122.9(3) . . ?
C9 N1 Pd1 123.4(2) . . ?
C1 N1 Pd1 113.6(2) . . ?
C10 N2 C11 121.1(3) . . ?
C10 N2 C12 122.4(3) . . ?
C11 N2 C12 116.5(3) . . ?
C109 N101 C101 122.8(3) . . ?
C109 N101 Pd2 123.6(2) . . ?
C101 N101 Pd2 113.6(2) . . ?
C110 N102 C111 120.7(3) . . ?
C110 N102 C112 121.1(3) . . ?
C111 N102 C112 118.2(3) . . ?
C2 O1 Pd1 109.7(2) . . ?
S1 O2 Pd1 116.99(14) . . ?
C10 O3 Pd1 118.9(2) . . ?
C102 O101 Pd2 109.27(19) . . ?
S101 O102 Pd2 117.29(15) . . ?
C110 O103 Pd2 118.8(2) . . ?
O4 S1 O5 115.62(18) . . ?
O4 S1 O2 111.92(17) . . ?
O5 S1 O2 111.60(17) . . ?
O4 S1 C9 107.04(16) . . ?
O5 S1 C9 106.42(16) . . ?
O2 S1 C9 103.20(15) . . ?
O105 S101 O104 115.7(2) . . ?
O105 S101 O102 112.5(2) . . ?
O104 S101 O102 111.62(17) . . ?
O105 S101 C109 107.30(18) . . ?
O104 S101 C109 105.73(19) . . ?
O102 S101 C109 102.82(15) . . ?
N1 Pd1 O1 83.85(11) . . ?
N1 Pd1 O3 177.38(11) . . ?
O1 Pd1 O3 97.34(10) . . ?
N1 Pd1 O2 82.93(11) . . ?
O1 Pd1 O2 166.28(10) . . ?
O3 Pd1 O2 96.03(10) . . ?
N101 Pd2 O101 84.07(11) . . ?
N101 Pd2 O103 178.04(11) . . ?
O101 Pd2 O103 96.05(10) . . ?
N101 Pd2 O102 82.96(11) . . ?
O101 Pd2 O102 167.03(10) . . ?
O103 Pd2 O102 96.91(10) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         2.000
_refine_diff_density_min         -1.055
_refine_diff_density_rms         0.129

#===END
##############################################################
_database_code_depnum_ccdc_archive 'CCDC 988168'
