# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_compound2
_database_code_depnum_ccdc_archive 'CCDC 1446126'
_audit_update_record             
;
2016-01-07 deposited with the CCDC.
2016-06-23 downloaded from the CCDC.
;

_audit_creation_date             2015-12-19T21:19:39-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C19 H33 I2 N3 O3 Pd1 Si1'
_chemical_formula_sum            'C19 H33 I2 N3 O3 Pd Si'
_chemical_formula_weight         739.77
_chemical_compound_source        'synthesis as described'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.9025(13)
_cell_length_b                   10.7384(10)
_cell_length_c                   15.224(4)
_cell_angle_alpha                87.238(16)
_cell_angle_beta                 89.80(2)
_cell_angle_gamma                70.189(11)
_cell_volume                     1367.5(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    223
_cell_measurement_theta_min      3.46
_cell_measurement_theta_max      16.43
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.21
_exptl_crystal_density_diffrn    1.797
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             716
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 -4 4 0.094
4 12 -11 0.1
4 2 3 0.214
-3 -2 -1 0.176
0 -1 2 0.077
-1 2 -9 0.143
9 13 10 0.187
-4 -7 -3 0.191
-9 1 4 0.151
14 -1 -6 0.244

_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    3.002
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 R.H. Blessing, Acta Cryst. (1995), A51, 33-38
;
_exptl_absorpt_correction_T_min  0.352
_exptl_absorpt_correction_T_max  0.424

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'Enraf Nonius FR590'
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 9
_diffrn_orient_matrix_type       X=UH
_diffrn_orient_matrix_ub_11      0.01
_diffrn_orient_matrix_ub_12      0
_diffrn_orient_matrix_ub_13      0
_diffrn_orient_matrix_ub_21      0
_diffrn_orient_matrix_ub_22      0.01
_diffrn_orient_matrix_ub_23      0
_diffrn_orient_matrix_ub_31      0
_diffrn_orient_matrix_ub_32      0
_diffrn_orient_matrix_ub_33      0.01
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_reflns_av_R_equivalents  0.0375
_diffrn_reflns_av_unetI/netI     0.0789
_diffrn_reflns_number            11724
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.27
_diffrn_reflns_theta_max         27.5
_diffrn_reflns_theta_full        27.5
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_reflns_number_total             6209
_reflns_number_gt                3678
_reflns_threshold_expression     >2σ(I)
_diffrn_reflns_reduction_process 
;
 Scaled and merged with Sortav
 R.H. Blessing, (1987) Cryst. Rev. 1, 3-58
 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397
;

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_cell_refinement       'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_reduction        'EvalCCD (Duisenberg & Schreurs 1990-2000)'
_computing_structure_solution    'SIR97 (Giacovazzo et al, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_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)+(0.0413P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         6209
_refine_ls_number_parameters     262
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0902
_refine_ls_R_factor_gt           0.0376
_refine_ls_wR_factor_ref         0.0956
_refine_ls_wR_factor_gt          0.0802
_refine_ls_goodness_of_fit_ref   0.944
_refine_ls_restrained_S_all      0.944
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         1.699
_refine_diff_density_min         -1.393
_refine_diff_density_rms         0.145

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 '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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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 0.29918(4) 0.16107(3) 0.62318(2) 0.03101(10) Uani 1 1 d . . .
I1 I 0.15080(4) 0.03789(3) 0.72144(2) 0.04559(12) Uani 1 1 d . . .
I2 I 0.42783(4) 0.29253(3) 0.51740(2) 0.04813(12) Uani 1 1 d . . .
N1 N -0.0190(4) 0.3266(3) 0.5462(3) 0.0332(9) Uani 1 1 d . . .
N2 N 0.0897(5) 0.1494(3) 0.4775(3) 0.0362(9) Uani 1 1 d . . .
N3 N 0.5000(4) 0.0927(3) 0.7071(3) 0.0349(9) Uani 1 1 d . . .
O1 O -0.4914(4) 0.4922(3) 0.8055(2) 0.0499(9) Uani 1 1 d . . .
O2 O -0.3659(4) 0.6513(3) 0.8880(3) 0.0597(11) Uani 1 1 d . . .
O3 O -0.2413(4) 0.3862(3) 0.8953(2) 0.0506(9) Uani 1 1 d . . .
Si1 Si -0.33106(17) 0.51842(13) 0.83376(10) 0.0401(3) Uani 1 1 d . . .
C1 C 0.1108(5) 0.2173(4) 0.5452(3) 0.0317(10) Uani 1 1 d . . .
C2 C -0.1227(6) 0.3260(5) 0.4800(3) 0.0370(11) Uani 1 1 d . . .
H2 H -0.2214 0.3906 0.4676 0.044 Uiso 1 1 calc R . .
C3 C -0.0566(6) 0.2162(5) 0.4368(3) 0.0407(12) Uani 1 1 d . . .
H3 H -0.1 0.1896 0.3887 0.049 Uiso 1 1 calc R . .
C4 C 0.5650(6) 0.1740(5) 0.7430(3) 0.0406(12) Uani 1 1 d . . .
H4 H 0.5225 0.2641 0.7276 0.049 Uiso 1 1 calc R . .
C5 C 0.6900(6) 0.1316(5) 0.8009(3) 0.0454(13) Uani 1 1 d . . .
H5 H 0.7305 0.1924 0.8241 0.055 Uiso 1 1 calc R . .
C6 C 0.7572(6) -0.0014(5) 0.8253(3) 0.0424(12) Uani 1 1 d . . .
C7 C 0.6940(6) -0.0853(5) 0.7874(4) 0.0487(14) Uani 1 1 d . . .
H7 H 0.7371 -0.1759 0.801 0.058 Uiso 1 1 calc R . .
C8 C 0.5672(6) -0.0375(4) 0.7294(3) 0.0428(13) Uani 1 1 d . . .
H8 H 0.5263 -0.097 0.7046 0.051 Uiso 1 1 calc R . .
C9 C 0.8922(7) -0.0507(6) 0.8906(4) 0.0663(18) Uani 1 1 d . . .
H9A H 0.919 0.0228 0.9103 0.099 Uiso 1 1 calc R . .
H9B H 0.9833 -0.1117 0.8635 0.099 Uiso 1 1 calc R . .
H9C H 0.8607 -0.0948 0.9399 0.099 Uiso 1 1 calc R . .
C10 C -0.0498(5) 0.4300(4) 0.6104(3) 0.0342(11) Uani 1 1 d . . .
H10A H -0.0892 0.5163 0.5796 0.041 Uiso 1 1 calc R . .
H10B H 0.0496 0.4224 0.6398 0.041 Uiso 1 1 calc R . .
C11 C -0.1694(6) 0.4205(4) 0.6781(3) 0.0401(12) Uani 1 1 d . . .
H11A H -0.1254 0.3384 0.7134 0.048 Uiso 1 1 calc R . .
H11B H -0.2652 0.4189 0.6488 0.048 Uiso 1 1 calc R . .
C12 C -0.2130(6) 0.5380(4) 0.7383(3) 0.0392(12) Uani 1 1 d . . .
H12A H -0.273 0.6181 0.7043 0.047 Uiso 1 1 calc R . .
H12B H -0.1154 0.5488 0.759 0.047 Uiso 1 1 calc R . .
C13 C -0.6121(7) 0.5794(6) 0.7484(4) 0.0640(17) Uani 1 1 d . . .
H13A H -0.5855 0.5588 0.6878 0.077 Uiso 1 1 calc R . .
H13B H -0.6183 0.6702 0.7558 0.077 Uiso 1 1 calc R . .
C14 C -0.7673(7) 0.5647(7) 0.7690(5) 0.090(2) Uani 1 1 d . . .
H14A H -0.8484 0.6236 0.7305 0.135 Uiso 1 1 calc R . .
H14B H -0.7937 0.586 0.8289 0.135 Uiso 1 1 calc R . .
H14C H -0.761 0.4749 0.761 0.135 Uiso 1 1 calc R . .
C15 C -0.4709(8) 0.6842(6) 0.9618(4) 0.0730(19) Uani 1 1 d . . .
H15A H -0.4122 0.6461 1.0157 0.088 Uiso 1 1 calc R . .
H15B H -0.5562 0.648 0.9555 0.088 Uiso 1 1 calc R . .
C16 C -0.5373(12) 0.8268(7) 0.9656(6) 0.152(5) Uani 1 1 d . . .
H16A H -0.6078 0.8491 1.0147 0.227 Uiso 1 1 calc R . .
H16B H -0.5957 0.8639 0.9122 0.227 Uiso 1 1 calc R . .
H16C H -0.4525 0.8619 0.9725 0.227 Uiso 1 1 calc R . .
C17 C -0.1131(9) 0.3691(7) 0.9569(5) 0.085(2) Uani 1 1 d . . .
H17A H -0.1255 0.4541 0.9808 0.101 Uiso 1 1 calc R . .
H17B H -0.1215 0.3096 1.0052 0.101 Uiso 1 1 calc R . .
C18 C 0.0414(9) 0.3179(8) 0.9205(6) 0.106(3) Uani 1 1 d . . .
H18A H 0.1204 0.3094 0.9653 0.16 Uiso 1 1 calc R . .
H18B H 0.0521 0.3772 0.8736 0.16 Uiso 1 1 calc R . .
H18C H 0.0562 0.2326 0.8981 0.16 Uiso 1 1 calc R . .
C19 C 0.2031(6) 0.0225(5) 0.4524(4) 0.0513(14) Uani 1 1 d . . .
H19A H 0.1616 -0.0073 0.4025 0.077 Uiso 1 1 calc R . .
H19B H 0.2191 -0.0418 0.5006 0.077 Uiso 1 1 calc R . .
H19C H 0.3031 0.0331 0.4375 0.077 Uiso 1 1 calc R . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
Pd1 C1 1.961(5) . ?
Pd1 N3 2.099(4) . ?
Pd1 I1 2.5907(6) . ?
Pd1 I2 2.6003(7) . ?
N1 C1 1.339(5) . ?
N1 C2 1.371(6) . ?
N1 C10 1.469(6) . ?
N2 C1 1.340(6) . ?
N2 C3 1.387(6) . ?
N2 C19 1.462(6) . ?
N3 C4 1.336(6) . ?
N3 C8 1.348(5) . ?
O1 C13 1.426(6) . ?
O1 Si1 1.610(4) . ?
O2 C15 1.437(7) . ?
O2 Si1 1.621(3) . ?
O3 C17 1.436(7) . ?
O3 Si1 1.625(4) . ?
Si1 C12 1.835(5) . ?
C2 C3 1.330(7) . ?
C4 C5 1.359(6) . ?
C5 C6 1.380(7) . ?
C6 C7 1.363(7) . ?
C6 C9 1.496(7) . ?
C7 C8 1.375(7) . ?
C10 C11 1.505(6) . ?
C11 C12 1.536(6) . ?
C13 C14 1.474(8) . ?
C15 C16 1.446(8) . ?
C17 C18 1.418(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Pd1 N3 177.54(16) . . ?
C1 Pd1 I1 87.33(13) . . ?
N3 Pd1 I1 90.88(10) . . ?
C1 Pd1 I2 88.28(13) . . ?
N3 Pd1 I2 93.54(10) . . ?
I1 Pd1 I2 175.568(18) . . ?
C1 N1 C2 109.9(4) . . ?
C1 N1 C10 125.6(4) . . ?
C2 N1 C10 124.5(4) . . ?
C1 N2 C3 109.7(4) . . ?
C1 N2 C19 124.6(4) . . ?
C3 N2 C19 125.7(4) . . ?
C4 N3 C8 116.6(4) . . ?
C4 N3 Pd1 122.8(3) . . ?
C8 N3 Pd1 120.6(3) . . ?
C13 O1 Si1 124.2(3) . . ?
C15 O2 Si1 124.5(3) . . ?
C17 O3 Si1 126.4(4) . . ?
O1 Si1 O2 113.0(2) . . ?
O1 Si1 O3 101.51(19) . . ?
O2 Si1 O3 111.3(2) . . ?
O1 Si1 C12 112.2(2) . . ?
O2 Si1 C12 106.1(2) . . ?
O3 Si1 C12 112.9(2) . . ?
N1 C1 N2 106.2(4) . . ?
N1 C1 Pd1 129.2(3) . . ?
N2 C1 Pd1 124.6(3) . . ?
C3 C2 N1 107.6(4) . . ?
C2 C3 N2 106.6(4) . . ?
N3 C4 C5 123.3(4) . . ?
C4 C5 C6 120.3(5) . . ?
C7 C6 C5 116.8(5) . . ?
C7 C6 C9 121.7(5) . . ?
C5 C6 C9 121.6(5) . . ?
C6 C7 C8 120.7(5) . . ?
N3 C8 C7 122.2(5) . . ?
N1 C10 C11 112.4(4) . . ?
C10 C11 C12 111.3(4) . . ?
C11 C12 Si1 113.5(3) . . ?
O1 C13 C14 109.6(5) . . ?
O2 C15 C16 109.2(5) . . ?
C18 C17 O3 114.3(7) . . ?

# END of CIF
