# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2014

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#                                CCDC 
# 
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# 
#  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.
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#  fide research purposes only. It may contain copyright material
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data_TR1_a

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        'organometallic complex'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H30 N4 O10 Pd3'
_chemical_formula_weight         877.74

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      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3 :H'
_space_group_name_Hall           '-R 3'

_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'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   27.371(3)
_cell_length_b                   27.371(3)
_cell_length_c                   10.3756(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     6731.8(17)
_cell_formula_units_Z            9
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       needle
_exptl_crystal_colour            Black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.949
_exptl_crystal_F_000             3888
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    1.845
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34368
_diffrn_reflns_av_unetI/netI     0.0216
_diffrn_reflns_av_R_equivalents  0.0476
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         1.488
_diffrn_reflns_theta_max         26.349
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3063
_reflns_number_gt                2617
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3063
_refine_ls_number_parameters     200
_refine_ls_number_restraints     65
_refine_ls_R_factor_all          0.0438
_refine_ls_R_factor_gt           0.0347
_refine_ls_wR_factor_ref         0.1287
_refine_ls_wR_factor_gt          0.1176
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.002
_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 0.70165(2) 0.86241(2) 0.10246(3) 0.02557(16) Uani 1 1 d . U . . .
Pd2 Pd 0.6667 0.8333 -0.1667 0.03138(18) Uani 1 2 d S U P . .
O2 O 0.71649(17) 0.77608(15) -0.0441(3) 0.0410(9) Uani 1 1 d . U . . .
O4 O 0.78272(15) 0.90398(16) 0.0146(3) 0.0412(8) Uani 1 1 d . U . . .
N1 N 0.67673(18) 0.79249(17) -0.0074(3) 0.0317(8) Uani 1 1 d . U . . .
O006 O 0.61380(19) 0.69629(15) 0.0126(3) 0.0486(10) Uani 1 1 d . U . . .
O3 O 0.75049(16) 0.87709(16) -0.1890(3) 0.0433(9) Uani 1 1 d . U . . .
N2 N 0.71895(16) 0.93207(15) 0.2056(3) 0.0290(8) Uani 1 1 d . U . . .
C5 C 0.62578(19) 0.81708(18) 0.1737(4) 0.0257(8) Uani 1 1 d . U . . .
O1 O 0.45976(19) 0.7010(2) 0.2827(5) 0.0769(14) Uani 1 1 d . U . . .
C8 C 0.6261(2) 0.7447(2) 0.0377(4) 0.0365(11) Uani 1 1 d . U . . .
C6 C 0.5952(2) 0.7616(2) 0.1245(4) 0.0330(10) Uani 1 1 d . U . . .
C4 C 0.5984(2) 0.8321(2) 0.2659(4) 0.0307(9) Uani 1 1 d . U . . .
H4 H 0.6172 0.8679 0.3027 0.037 Uiso 1 1 calc R U . . .
C10 C 0.7282(2) 0.97078(19) 0.2624(4) 0.0309(10) Uani 1 1 d . U . . .
C7 C 0.5410(2) 0.7241(2) 0.1620(5) 0.0421(11) Uani 1 1 d . U . . .
H7 H 0.5222 0.6878 0.1278 0.051 Uiso 1 1 calc R U . . .
C3 C 0.5438(2) 0.7946(2) 0.3027(5) 0.0410(11) Uani 1 1 d . U . . .
H3 H 0.5264 0.8057 0.3636 0.049 Uiso 1 1 calc R U . . .
C2 C 0.5142(2) 0.7408(2) 0.2517(5) 0.0445(12) Uani 1 1 d . U . . .
C12 C 0.7883(3) 0.8978(3) -0.1034(5) 0.0480(13) Uani 1 1 d . U . . .
C11 C 0.7390(3) 1.0200(2) 0.3355(5) 0.0494(15) Uani 1 1 d . U . . .
H11A H 0.7707 1.0528 0.2991 0.074 Uiso 1 1 calc R U . . .
H11B H 0.7471 1.0156 0.4234 0.074 Uiso 1 1 calc R U . . .
H11C H 0.7063 1.0244 0.3328 0.074 Uiso 1 1 calc R U . . .
C9 C 0.7431(3) 0.7686(3) 0.0683(4) 0.0477(14) Uani 1 1 d . U . . .
H9A H 0.7613 0.8031 0.1166 0.071 Uiso 1 1 calc R U . . .
H9B H 0.7707 0.7587 0.0418 0.071 Uiso 1 1 calc R U . . .
H9C H 0.7152 0.7391 0.1210 0.071 Uiso 1 1 calc R U . . .
C13 C 0.8473(3) 0.9171(5) -0.1494(7) 0.100(3) Uani 1 1 d . U . . .
H13A H 0.8678 0.9575 -0.1560 0.151 Uiso 1 1 calc R U . . .
H13B H 0.8459 0.9009 -0.2324 0.151 Uiso 1 1 calc R U . . .
H13C H 0.8659 0.9052 -0.0892 0.151 Uiso 1 1 calc R U . . .
C1 C 0.4321(4) 0.7164(4) 0.3648(13) 0.129(5) Uani 1 1 d . U . . .
H1A H 0.4450 0.7168 0.4510 0.193 Uiso 1 1 calc R U . . .
H1B H 0.3924 0.6901 0.3595 0.193 Uiso 1 1 calc R U . . .
H1C H 0.4391 0.7534 0.3426 0.193 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 C5 1.955(4) . ?
Pd1 N2 2.025(4) . ?
Pd1 N1 2.030(4) . ?
Pd1 O4 2.127(4) . ?
Pd1 Pd2 2.9301(4) . ?
Pd2 O3 2.001(4) 16_664 ?
Pd2 O3 2.001(4) . ?
Pd2 N1 2.089(3) . ?
Pd2 N1 2.089(3) 16_664 ?
Pd2 Pd1 2.9301(4) 16_664 ?
O2 N1 1.421(5) . ?
O2 C9 1.443(6) . ?
O4 C12 1.256(6) . ?
N1 C8 1.428(7) . ?
O006 C8 1.222(6) . ?
O3 C12 1.263(7) . ?
N2 C10 1.125(6) . ?
C5 C4 1.398(6) . ?
C5 C6 1.413(6) . ?
O1 C1 1.339(10) . ?
O1 C2 1.374(7) . ?
C8 C6 1.459(7) . ?
C6 C7 1.373(8) . ?
C4 C3 1.378(7) . ?
C10 C11 1.443(6) . ?
C7 C2 1.396(8) . ?
C3 C2 1.382(8) . ?
C12 C13 1.505(9) . ?

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
C5 Pd1 N2 94.12(16) . . ?
C5 Pd1 N1 82.21(17) . . ?
N2 Pd1 N1 173.86(15) . . ?
C5 Pd1 O4 174.00(15) . . ?
N2 Pd1 O4 91.87(15) . . ?
N1 Pd1 O4 91.87(16) . . ?
C5 Pd1 Pd2 95.09(11) . . ?
N2 Pd1 Pd2 130.54(10) . . ?
N1 Pd1 Pd2 45.46(10) . . ?
O4 Pd1 Pd2 81.30(9) . . ?
O3 Pd2 O3 180.0 16_664 . ?
O3 Pd2 N1 90.37(15) 16_664 . ?
O3 Pd2 N1 89.63(15) . . ?
O3 Pd2 N1 89.63(15) 16_664 16_664 ?
O3 Pd2 N1 90.37(15) . 16_664 ?
N1 Pd2 N1 180.0 . 16_664 ?
O3 Pd2 Pd1 80.03(9) 16_664 16_664 ?
O3 Pd2 Pd1 99.97(9) . 16_664 ?
N1 Pd2 Pd1 136.14(10) . 16_664 ?
N1 Pd2 Pd1 43.86(10) 16_664 16_664 ?
O3 Pd2 Pd1 99.98(9) 16_664 . ?
O3 Pd2 Pd1 80.03(9) . . ?
N1 Pd2 Pd1 43.86(10) . . ?
N1 Pd2 Pd1 136.14(10) 16_664 . ?
Pd1 Pd2 Pd1 180.0 16_664 . ?
N1 O2 C9 110.5(3) . . ?
C12 O4 Pd1 120.7(4) . . ?
O2 N1 C8 110.2(4) . . ?
O2 N1 Pd1 119.9(3) . . ?
C8 N1 Pd1 113.2(3) . . ?
O2 N1 Pd2 106.5(2) . . ?
C8 N1 Pd2 115.0(3) . . ?
Pd1 N1 Pd2 90.68(15) . . ?
C12 O3 Pd2 128.6(3) . . ?
C10 N2 Pd1 179.5(4) . . ?
C4 C5 C6 116.6(4) . . ?
C4 C5 Pd1 128.9(3) . . ?
C6 C5 Pd1 114.6(3) . . ?
C1 O1 C2 117.3(7) . . ?
O006 C8 N1 122.6(5) . . ?
O006 C8 C6 125.9(5) . . ?
N1 C8 C6 111.3(4) . . ?
C7 C6 C5 122.7(4) . . ?
C7 C6 C8 121.2(4) . . ?
C5 C6 C8 116.0(4) . . ?
C3 C4 C5 120.7(4) . . ?
N2 C10 C11 178.9(6) . . ?
C6 C7 C2 119.4(5) . . ?
C4 C3 C2 121.9(5) . . ?
O1 C2 C3 125.5(6) . . ?
O1 C2 C7 115.8(5) . . ?
C3 C2 C7 118.7(5) . . ?
O4 C12 O3 128.3(5) . . ?
O4 C12 C13 116.3(5) . . ?
O3 C12 C13 115.4(5) . . ?

_refine_diff_density_max         1.570
_refine_diff_density_min         -0.798
_refine_diff_density_rms         0.164

_shelxl_version_number           2013-4



_exptl_crystal_recrystallization_method 'Vapour Deposition'
_database_code_depnum_ccdc_archive 'CCDC 1012984'
