# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full Org.Biomol.Chem. _journal_coden_cambridge 0177 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Debjit Das' _publ_contact_author_email dasdebji@gmail.com loop_ _publ_author_name 'Debjit Das' 'Ujjal Kanti Roy' 'Sujit Roy' data_srsp064_0m _database_code_depnum_ccdc_archive 'CCDC 812048' #TrackingRef 'web_deposit_cif_file_0_DebjitDas_1297270749.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H48 Cl16 Pd4 Sn4' _chemical_formula_weight 1900.26 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' 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' Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? 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 9.3763(7) _cell_length_b 11.1992(9) _cell_length_c 13.5473(11) _cell_angle_alpha 90.00 _cell_angle_beta 107.455(2) _cell_angle_gamma 90.00 _cell_volume 1357.06(19) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.325 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 896 _exptl_absorpt_coefficient_mu 3.915 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.3035 _exptl_absorpt_correction_T_max 0.5082 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19846 _diffrn_reflns_av_R_equivalents 0.0231 _diffrn_reflns_av_sigmaI/netI 0.0205 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.28 _diffrn_reflns_theta_max 31.80 _reflns_number_total 4158 _reflns_number_gt 3421 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ 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/[\s^2^(Fo^2^)+(0.0269P)^2^+0.7237P] where P=(Fo^2^+2Fc^2^)/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 4158 _refine_ls_number_parameters 127 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0348 _refine_ls_R_factor_gt 0.0251 _refine_ls_wR_factor_ref 0.0574 _refine_ls_wR_factor_gt 0.0542 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.029 _refine_ls_shift/su_max 0.009 _refine_ls_shift/su_mean 0.001 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 Sn1 Sn 0.699922(18) 0.747499(17) 0.218114(14) 0.03723(6) Uani 1 1 d . . . Pd1 Pd 0.437236(19) 0.801012(19) 0.113632(14) 0.03433(6) Uani 1 1 d . . . Cl3 Cl 0.80257(9) 0.57043(8) 0.17675(7) 0.0627(2) Uani 1 1 d . . . Cl4 Cl 0.89168(9) 0.87799(8) 0.21253(8) 0.0651(2) Uani 1 1 d . . . Cl5 Cl 0.75187(10) 0.72710(10) 0.39747(6) 0.0676(2) Uani 1 1 d . . . Cl6 Cl 0.50936(9) 0.96782(8) 0.21533(7) 0.0647(2) Uani 1 1 d . . . C8 C 0.4157(3) 0.6794(2) -0.01706(19) 0.0393(6) Uani 1 1 d . . . H8 H 0.5112 0.6468 -0.0203 0.047 Uiso 1 1 calc R . . C1 C 0.3587(3) 0.6217(3) 0.0517(2) 0.0423(6) Uani 1 1 d . . . H1 H 0.4215 0.5561 0.0887 0.051 Uiso 1 1 calc R . . C5 C 0.2185(3) 0.8786(3) -0.0037(2) 0.0502(7) Uani 1 1 d . . . H5 H 0.2136 0.9660 -0.0077 0.060 Uiso 1 1 calc R . . C7 C 0.3314(4) 0.7468(3) -0.1122(2) 0.0545(8) Uani 1 1 d . . . H7A H 0.2985 0.6905 -0.1689 0.065 Uiso 1 1 calc R . . H7B H 0.4000 0.8019 -0.1296 0.065 Uiso 1 1 calc R . . C4 C 0.1830(3) 0.8303(3) 0.0780(2) 0.0549(8) Uani 1 1 d . . . H4 H 0.1569 0.8898 0.1228 0.066 Uiso 1 1 calc R . . C6 C 0.1981(4) 0.8161(3) -0.1052(2) 0.0617(9) Uani 1 1 d . . . H6A H 0.1139 0.7618 -0.1171 0.074 Uiso 1 1 calc R . . H6B H 0.1731 0.8751 -0.1601 0.074 Uiso 1 1 calc R . . C2 C 0.1938(4) 0.6078(3) 0.0424(3) 0.0613(9) Uani 1 1 d . . . H2A H 0.1380 0.6017 -0.0304 0.074 Uiso 1 1 calc R . . H2B H 0.1806 0.5334 0.0751 0.074 Uiso 1 1 calc R . . C3 C 0.1274(4) 0.7075(4) 0.0894(3) 0.0691(10) Uani 1 1 d . . . H3A H 0.0198 0.7066 0.0582 0.083 Uiso 1 1 calc R . . H3B H 0.1472 0.6911 0.1626 0.083 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sn1 0.02514(8) 0.04093(12) 0.04112(10) -0.00564(7) 0.00312(7) 0.00209(7) Pd1 0.02706(9) 0.04003(12) 0.03228(9) -0.00626(8) 0.00342(6) 0.00428(8) Cl3 0.0557(4) 0.0450(4) 0.0901(6) -0.0097(4) 0.0260(4) 0.0091(4) Cl4 0.0412(4) 0.0498(5) 0.1017(7) 0.0088(4) 0.0174(4) -0.0056(3) Cl5 0.0591(5) 0.0946(7) 0.0430(4) -0.0014(4) 0.0060(3) -0.0019(4) Cl6 0.0545(4) 0.0609(5) 0.0686(5) -0.0325(4) 0.0029(4) 0.0078(4) C8 0.0417(13) 0.0378(15) 0.0385(12) -0.0075(10) 0.0121(10) 0.0021(11) C1 0.0489(15) 0.0326(15) 0.0416(13) -0.0013(11) 0.0077(11) -0.0016(12) C5 0.0450(15) 0.0482(18) 0.0473(15) -0.0023(13) -0.0016(12) 0.0190(13) C7 0.075(2) 0.056(2) 0.0338(13) 0.0024(12) 0.0180(14) 0.0030(16) C4 0.0319(13) 0.080(2) 0.0485(16) -0.0116(15) 0.0047(11) 0.0140(14) C6 0.074(2) 0.066(2) 0.0347(14) 0.0058(14) 0.0010(14) 0.0209(18) C2 0.0576(19) 0.068(2) 0.0606(19) 0.0001(16) 0.0211(15) -0.0216(17) C3 0.0417(17) 0.107(3) 0.061(2) -0.003(2) 0.0193(15) -0.0093(18) _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 Sn1 Cl4 2.3357(8) . ? Sn1 Cl5 2.3416(9) . ? Sn1 Cl3 2.3444(8) . ? Sn1 Pd1 2.5175(3) . ? Pd1 C8 2.195(3) . ? Pd1 C1 2.215(3) . ? Pd1 Cl6 2.2991(8) . ? Pd1 C4 2.309(3) . ? Pd1 C5 2.352(3) . ? C8 C1 1.367(4) . ? C8 C7 1.498(4) . ? C1 C2 1.521(4) . ? C5 C4 1.360(5) . ? C5 C6 1.503(4) . ? C7 C6 1.498(5) . ? C4 C3 1.495(6) . ? C2 C3 1.510(5) . ? 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 Cl4 Sn1 Cl5 99.91(4) . . ? Cl4 Sn1 Cl3 98.41(3) . . ? Cl5 Sn1 Cl3 101.13(4) . . ? Cl4 Sn1 Pd1 117.75(2) . . ? Cl5 Sn1 Pd1 118.07(2) . . ? Cl3 Sn1 Pd1 118.00(2) . . ? C8 Pd1 C1 36.11(10) . . ? C8 Pd1 Cl6 157.99(8) . . ? C1 Pd1 Cl6 165.48(8) . . ? C8 Pd1 C4 94.60(11) . . ? C1 Pd1 C4 81.07(12) . . ? Cl6 Pd1 C4 96.28(9) . . ? C8 Pd1 C5 80.41(10) . . ? C1 Pd1 C5 87.46(11) . . ? Cl6 Pd1 C5 98.33(8) . . ? C4 Pd1 C5 33.92(11) . . ? C8 Pd1 Sn1 98.26(7) . . ? C1 Pd1 Sn1 98.92(7) . . ? Cl6 Pd1 Sn1 78.12(2) . . ? C4 Pd1 Sn1 157.79(8) . . ? C5 Pd1 Sn1 167.32(9) . . ? C1 C8 C7 127.7(3) . . ? C1 C8 Pd1 72.77(15) . . ? C7 C8 Pd1 106.16(19) . . ? C8 C1 C2 125.9(3) . . ? C8 C1 Pd1 71.13(16) . . ? C2 C1 Pd1 109.8(2) . . ? C4 C5 C6 124.3(3) . . ? C4 C5 Pd1 71.32(16) . . ? C6 C5 Pd1 106.98(19) . . ? C8 C7 C6 116.2(3) . . ? C5 C4 C3 128.9(3) . . ? C5 C4 Pd1 74.76(17) . . ? C3 C4 Pd1 102.6(2) . . ? C7 C6 C5 114.8(3) . . ? C3 C2 C1 115.3(3) . . ? C4 C3 C2 115.8(3) . . ? _diffrn_measured_fraction_theta_max 0.898 _diffrn_reflns_theta_full 31.80 _diffrn_measured_fraction_theta_full 0.898 _refine_diff_density_max 0.536 _refine_diff_density_min -0.673 _refine_diff_density_rms 0.097