# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # 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_2a #TrackingRef 'revised-compound-2a.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H20 Cl4 I2 N2 O4 Pt2 S2' _chemical_formula_weight 1226.30 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' 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' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pt Pt -1.7033 8.3905 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c 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 7.2336(4) _cell_length_b 20.5641(10) _cell_length_c 20.2197(10) _cell_angle_alpha 90.00 _cell_angle_beta 92.9860(10) _cell_angle_gamma 90.00 _cell_volume 3003.6(3) _cell_formula_units_Z 4 _cell_measurement_temperature 230(2) _cell_measurement_reflns_used 5168 _cell_measurement_theta_min 2.2227 _cell_measurement_theta_max 24.3302 _exptl_crystal_description Prismatic _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.431 _exptl_crystal_size_mid 0.273 _exptl_crystal_size_min 0.222 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.712 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2240 _exptl_absorpt_coefficient_mu 11.888 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.4046 _exptl_absorpt_correction_T_max 0.7453 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 230(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 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 20653 _diffrn_reflns_av_R_equivalents 0.0368 _diffrn_reflns_av_sigmaI/netI 0.0364 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.98 _diffrn_reflns_theta_max 25.70 _reflns_number_total 5695 _reflns_number_gt 4837 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0372P)^2^+0.0000P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5695 _refine_ls_number_parameters 347 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0367 _refine_ls_R_factor_gt 0.0283 _refine_ls_wR_factor_ref 0.0624 _refine_ls_wR_factor_gt 0.0595 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.017 _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 Pt1 Pt 0.47235(3) 0.271770(10) 0.136105(11) 0.03552(8) Uani 1 1 d . . . I1 I 0.51438(7) 0.52766(2) 0.14139(2) 0.05052(13) Uani 1 1 d . . . Cl1 Cl 0.5072(2) 0.27316(7) 0.02358(7) 0.0483(4) Uani 1 1 d . . . Cl2 Cl 0.4147(3) 0.46379(9) 0.41087(8) 0.0686(6) Uani 1 1 d . . . S1 S 0.4720(2) 0.16508(7) 0.13353(8) 0.0441(4) Uani 1 1 d . . . O1 O 0.4875(6) 0.37025(18) 0.13868(17) 0.0368(10) Uani 1 1 d . . . O2 O 0.3991(8) 0.1290(2) 0.1883(2) 0.0695(16) Uani 1 1 d . . . N1 N 0.4425(7) 0.2842(2) 0.2342(2) 0.0351(11) Uani 1 1 d . . . C1 C 0.4183(10) 0.2403(3) 0.2806(3) 0.0506(18) Uani 1 1 d . . . H1 H 0.4108 0.1967 0.2684 0.061 Uiso 1 1 calc R . . C2 C 0.4037(10) 0.2564(3) 0.3464(3) 0.0504(18) Uani 1 1 d . . . H2 H 0.3908 0.2238 0.3778 0.061 Uiso 1 1 calc R . . C3 C 0.4080(10) 0.3195(3) 0.3655(3) 0.0502(17) Uani 1 1 d . . . H3 H 0.3962 0.3303 0.4097 0.060 Uiso 1 1 calc R . . C4 C 0.4305(8) 0.3690(3) 0.3180(3) 0.0383(14) Uani 1 1 d . . . C5 C 0.4483(8) 0.3487(2) 0.2518(3) 0.0316(13) Uani 1 1 d . . . C6 C 0.4722(8) 0.3931(3) 0.1990(3) 0.0341(13) Uani 1 1 d . . . C7 C 0.4780(8) 0.4581(3) 0.2153(3) 0.0348(13) Uani 1 1 d . . . C8 C 0.4618(9) 0.4797(3) 0.2803(3) 0.0449(16) Uani 1 1 d . . . H8 H 0.4680 0.5239 0.2897 0.054 Uiso 1 1 calc R . . C9 C 0.4368(10) 0.4361(3) 0.3305(3) 0.0452(16) Uani 1 1 d . . . C10 C 0.3618(14) 0.1329(4) 0.0619(4) 0.092(3) Uani 1 1 d . . . H10A H 0.3539 0.0865 0.0660 0.139 Uiso 1 1 calc R . . H10B H 0.4313 0.1437 0.0243 0.139 Uiso 1 1 calc R . . H10C H 0.2394 0.1508 0.0562 0.139 Uiso 1 1 calc R . . C11 C 0.7047(11) 0.1415(3) 0.1279(5) 0.076(3) Uani 1 1 d . . . H11A H 0.7782 0.1606 0.1638 0.115 Uiso 1 1 calc R . . H11B H 0.7490 0.1562 0.0866 0.115 Uiso 1 1 calc R . . H11C H 0.7137 0.0950 0.1304 0.115 Uiso 1 1 calc R . . Pt1A Pt 0.98336(3) 0.347217(11) 0.151618(11) 0.03450(7) Uani 1 1 d . . . I1A I 0.90883(9) 0.17420(2) 0.33826(2) 0.07298(17) Uani 1 1 d . . . Cl1A Cl 1.0032(2) 0.26305(7) 0.07783(8) 0.0489(4) Uani 1 1 d . . . Cl2A Cl 0.8981(3) 0.41348(11) 0.48075(9) 0.0809(7) Uani 1 1 d . . . S1A S 0.9974(2) 0.41678(7) 0.06896(7) 0.0361(3) Uani 1 1 d . . . O1A O 0.9595(6) 0.28167(19) 0.22528(19) 0.0450(11) Uani 1 1 d . . . O2A O 1.0125(6) 0.48644(19) 0.08522(19) 0.0458(11) Uani 1 1 d . . . N1A N 0.9656(7) 0.4107(2) 0.2282(2) 0.0357(11) Uani 1 1 d . . . C1A C 0.9707(9) 0.4750(3) 0.2284(3) 0.0445(16) Uani 1 1 d . . . H1A H 0.9858 0.4968 0.1887 0.053 Uiso 1 1 calc R . . C2A C 0.9544(9) 0.5112(3) 0.2859(3) 0.0527(18) Uani 1 1 d . . . H2A H 0.9575 0.5564 0.2842 0.063 Uiso 1 1 calc R . . C3A C 0.9338(9) 0.4806(3) 0.3449(3) 0.0508(17) Uani 1 1 d . . . H3A H 0.9220 0.5048 0.3833 0.061 Uiso 1 1 calc R . . C4A C 0.9307(9) 0.4121(3) 0.3475(3) 0.0441(16) Uani 1 1 d . . . C5A C 0.9456(8) 0.3775(3) 0.2871(3) 0.0390(14) Uani 1 1 d . . . C6A C 0.9402(9) 0.3092(3) 0.2828(3) 0.0407(15) Uani 1 1 d . . . C7A C 0.9202(10) 0.2752(3) 0.3414(3) 0.0481(17) Uani 1 1 d . . . C8A C 0.9061(10) 0.3076(4) 0.4014(3) 0.060(2) Uani 1 1 d . . . H8A H 0.8933 0.2836 0.4399 0.072 Uiso 1 1 calc R . . C9A C 0.9106(10) 0.3740(4) 0.4048(3) 0.0519(18) Uani 1 1 d . . . C10A C 1.1783(9) 0.3983(3) 0.0165(3) 0.0469(16) Uani 1 1 d . . . H10D H 1.1720 0.4271 -0.0209 0.070 Uiso 1 1 calc R . . H10E H 1.1659 0.3541 0.0014 0.070 Uiso 1 1 calc R . . H10F H 1.2954 0.4036 0.0405 0.070 Uiso 1 1 calc R . . C11A C 0.7984(8) 0.4057(3) 0.0157(3) 0.0444(16) Uani 1 1 d . . . H11D H 0.6899 0.4161 0.0390 0.067 Uiso 1 1 calc R . . H11E H 0.7920 0.3613 0.0012 0.067 Uiso 1 1 calc R . . H11F H 0.8052 0.4338 -0.0220 0.067 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 Pt1 0.04710(17) 0.02445(12) 0.03504(13) 0.00032(9) 0.00244(10) -0.00015(10) I1 0.0700(3) 0.0307(2) 0.0507(3) 0.00642(18) 0.0015(2) 0.0005(2) Cl1 0.0674(12) 0.0396(8) 0.0384(8) -0.0034(7) 0.0082(8) -0.0014(8) Cl2 0.1132(17) 0.0515(10) 0.0414(9) -0.0110(8) 0.0075(10) -0.0003(11) S1 0.0614(12) 0.0262(7) 0.0450(9) -0.0007(7) 0.0057(8) -0.0011(7) O1 0.057(3) 0.026(2) 0.028(2) 0.0006(16) 0.0049(19) -0.0041(18) O2 0.115(5) 0.029(2) 0.068(3) 0.002(2) 0.035(3) -0.008(3) N1 0.044(3) 0.030(2) 0.032(2) 0.003(2) 0.003(2) 0.001(2) C1 0.072(5) 0.034(3) 0.046(4) 0.007(3) 0.002(3) -0.002(3) C2 0.077(5) 0.041(4) 0.033(3) 0.005(3) 0.004(3) -0.009(3) C3 0.065(5) 0.053(4) 0.033(3) 0.006(3) 0.009(3) 0.002(4) C4 0.035(4) 0.037(3) 0.043(3) -0.004(3) 0.001(3) 0.000(3) C5 0.035(3) 0.026(3) 0.033(3) -0.001(2) -0.004(2) -0.002(2) C6 0.033(4) 0.032(3) 0.037(3) -0.001(3) -0.002(3) 0.003(3) C7 0.038(4) 0.028(3) 0.038(3) 0.002(3) 0.003(3) -0.002(3) C8 0.054(4) 0.031(3) 0.050(4) -0.009(3) -0.001(3) 0.000(3) C9 0.063(5) 0.037(3) 0.035(3) -0.008(3) 0.004(3) 0.003(3) C10 0.145(9) 0.044(4) 0.083(6) -0.010(4) -0.045(6) -0.020(5) C11 0.074(6) 0.034(4) 0.123(7) 0.001(4) 0.021(5) 0.008(4) Pt1A 0.04036(15) 0.03159(13) 0.03143(12) 0.00730(10) 0.00061(10) -0.00289(10) I1A 0.1149(5) 0.0479(3) 0.0562(3) 0.0211(2) 0.0049(3) -0.0095(3) Cl1A 0.0617(12) 0.0369(8) 0.0480(9) 0.0002(7) 0.0030(8) -0.0029(8) Cl2A 0.121(2) 0.0870(15) 0.0353(9) -0.0006(10) 0.0090(11) 0.0019(13) S1A 0.0429(10) 0.0337(7) 0.0317(7) 0.0068(6) 0.0016(7) -0.0024(7) O1A 0.064(3) 0.036(2) 0.035(2) 0.0122(19) 0.003(2) -0.003(2) O2A 0.066(3) 0.033(2) 0.038(2) 0.0057(19) 0.002(2) -0.007(2) N1A 0.039(3) 0.038(3) 0.030(2) 0.009(2) 0.000(2) -0.003(2) C1A 0.055(4) 0.033(3) 0.045(4) 0.005(3) -0.002(3) -0.006(3) C2A 0.065(5) 0.039(4) 0.053(4) -0.001(3) -0.001(4) -0.001(3) C3A 0.061(5) 0.051(4) 0.041(4) -0.009(3) 0.004(3) 0.003(3) C4A 0.047(4) 0.055(4) 0.030(3) 0.007(3) 0.004(3) -0.004(3) C5A 0.035(4) 0.044(3) 0.037(3) 0.011(3) 0.001(3) -0.001(3) C6A 0.041(4) 0.044(4) 0.036(3) 0.012(3) -0.003(3) -0.007(3) C7A 0.056(5) 0.048(4) 0.040(3) 0.012(3) 0.000(3) -0.002(3) C8A 0.067(5) 0.071(5) 0.041(4) 0.021(4) 0.005(4) -0.006(4) C9A 0.059(5) 0.066(5) 0.031(3) 0.000(3) 0.004(3) -0.003(4) C10A 0.045(4) 0.050(4) 0.046(4) 0.012(3) 0.008(3) -0.001(3) C11A 0.044(4) 0.051(4) 0.038(3) 0.009(3) -0.004(3) -0.003(3) _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 Pt1 N1 2.022(4) . ? Pt1 O1 2.029(4) . ? Pt1 S1 2.1946(15) . ? Pt1 Cl1 2.3024(15) . ? I1 C7 2.094(5) . ? Cl2 C9 1.738(6) . ? S1 O2 1.455(5) . ? S1 C10 1.746(8) . ? S1 C11 1.761(8) . ? O1 C6 1.317(6) . ? N1 C1 1.320(7) . ? N1 C5 1.374(6) . ? C1 C2 1.382(8) . ? C2 C3 1.353(9) . ? C3 C4 1.414(8) . ? C4 C9 1.403(8) . ? C4 C5 1.415(8) . ? C5 C6 1.421(7) . ? C6 C7 1.378(7) . ? C7 C8 1.399(8) . ? C8 C9 1.373(8) . ? Pt1A O1A 2.023(4) . ? Pt1A N1A 2.035(5) . ? Pt1A S1A 2.2062(14) . ? Pt1A Cl1A 2.2944(16) . ? I1A C7A 2.079(7) . ? Cl2A C9A 1.744(6) . ? S1A O2A 1.473(4) . ? S1A C11A 1.766(6) . ? S1A C10A 1.769(6) . ? O1A C6A 1.308(7) . ? N1A C1A 1.323(7) . ? N1A C5A 1.387(7) . ? C1A C2A 1.391(9) . ? C2A C3A 1.364(9) . ? C3A C4A 1.409(9) . ? C4A C9A 1.413(8) . ? C4A C5A 1.421(8) . ? C5A C6A 1.407(8) . ? C6A C7A 1.390(8) . ? C7A C8A 1.392(9) . ? C8A C9A 1.369(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 N1 Pt1 O1 81.81(16) . . ? N1 Pt1 S1 98.58(13) . . ? O1 Pt1 S1 176.98(12) . . ? N1 Pt1 Cl1 172.05(13) . . ? O1 Pt1 Cl1 90.25(10) . . ? S1 Pt1 Cl1 89.37(6) . . ? O2 S1 C10 105.6(4) . . ? O2 S1 C11 107.1(4) . . ? C10 S1 C11 103.8(5) . . ? O2 S1 Pt1 119.50(19) . . ? C10 S1 Pt1 113.5(3) . . ? C11 S1 Pt1 106.0(2) . . ? C6 O1 Pt1 111.9(3) . . ? C1 N1 C5 118.7(5) . . ? C1 N1 Pt1 129.5(4) . . ? C5 N1 Pt1 111.9(3) . . ? N1 C1 C2 122.7(6) . . ? C3 C2 C1 120.2(6) . . ? C2 C3 C4 119.9(6) . . ? C9 C4 C3 126.1(6) . . ? C9 C4 C5 117.2(5) . . ? C3 C4 C5 116.7(5) . . ? N1 C5 C4 121.8(5) . . ? N1 C5 C6 115.4(5) . . ? C4 C5 C6 122.8(5) . . ? O1 C6 C7 124.3(5) . . ? O1 C6 C5 119.1(5) . . ? C7 C6 C5 116.6(5) . . ? C6 C7 C8 121.9(5) . . ? C6 C7 I1 119.7(4) . . ? C8 C7 I1 118.3(4) . . ? C9 C8 C7 120.6(5) . . ? C8 C9 C4 120.9(5) . . ? C8 C9 Cl2 119.9(5) . . ? C4 C9 Cl2 119.2(5) . . ? O1A Pt1A N1A 81.70(17) . . ? O1A Pt1A S1A 177.28(13) . . ? N1A Pt1A S1A 99.67(13) . . ? O1A Pt1A Cl1A 89.24(12) . . ? N1A Pt1A Cl1A 170.92(13) . . ? S1A Pt1A Cl1A 89.40(6) . . ? O2A S1A C11A 108.1(3) . . ? O2A S1A C10A 107.1(3) . . ? C11A S1A C10A 102.2(3) . . ? O2A S1A Pt1A 117.87(17) . . ? C11A S1A Pt1A 108.1(2) . . ? C10A S1A Pt1A 112.3(2) . . ? C6A O1A Pt1A 112.6(4) . . ? C1A N1A C5A 119.6(5) . . ? C1A N1A Pt1A 129.8(4) . . ? C5A N1A Pt1A 110.6(4) . . ? N1A C1A C2A 122.3(6) . . ? C3A C2A C1A 120.1(6) . . ? C2A C3A C4A 119.8(6) . . ? C3A C4A C9A 125.9(6) . . ? C3A C4A C5A 117.9(5) . . ? C9A C4A C5A 116.2(6) . . ? N1A C5A C6A 116.2(5) . . ? N1A C5A C4A 120.4(5) . . ? C6A C5A C4A 123.4(5) . . ? O1A C6A C7A 124.1(6) . . ? O1A C6A C5A 118.9(5) . . ? C7A C6A C5A 117.0(6) . . ? C6A C7A C8A 121.2(6) . . ? C6A C7A I1A 118.9(5) . . ? C8A C7A I1A 120.0(5) . . ? C9A C8A C7A 121.2(6) . . ? C8A C9A C4A 121.1(6) . . ? C8A C9A Cl2A 120.4(5) . . ? C4A C9A Cl2A 118.5(5) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.70 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.891 _refine_diff_density_min -1.112 _refine_diff_density_rms 0.127 #=======================================================================_eof # End of Crystallographic Information File _database_code_depnum_ccdc_archive 'CCDC 883224'