# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Paola Deplano' _publ_contact_author_email deplano@unica.it _publ_section_title ; Mixed-ligand Pt(II) dithione-dithiolato complexes: influence of the dicyanobenzodithiolato ligand on the second-order-NLO properties ; loop_ _publ_author_name D.Espa L.Pilia L.Marchio F.Artizzu A.Serpe M.L.Mercuri ; A.Cerdeira ; M.Almeida M.Pizzotti F.Tessore P.Deplano # Attachment '- pt309.cif' data_pt309 _database_code_depnum_ccdc_archive 'CCDC 848108' #TrackingRef '- pt309.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H20 N4 Pt S4' _chemical_formula_sum 'C26 H20 N4 Pt S4' _chemical_formula_weight 711.79 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' S S 0.1246 0.1234 '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' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbcn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y, z-1/2' _cell_length_a 21.151(2) _cell_length_b 16.300(1) _cell_length_c 7.921(1) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2730.9(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 15919 _cell_measurement_theta_min 1.58 _cell_measurement_theta_max 28.63 _exptl_crystal_description prism _exptl_crystal_colour black _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.731 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1384 _exptl_absorpt_coefficient_mu 5.466 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.652 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details SADABS _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 'Bruker Smart ApexII CCD' _diffrn_measurement_method 'theta & omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 36999 _diffrn_reflns_av_R_equivalents 0.0604 _diffrn_reflns_av_sigmaI/netI 0.0303 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 1.58 _diffrn_reflns_theta_max 28.63 _reflns_number_total 3513 _reflns_number_gt 2119 _reflns_threshold_expression >2sigma(I) _computing_data_collection Smart _computing_cell_refinement Saint _computing_data_reduction Saint _computing_structure_solution Sir2004 _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^)+(0.0208P)^2^+2.0000P] 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 3513 _refine_ls_number_parameters 159 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0610 _refine_ls_R_factor_gt 0.0286 _refine_ls_wR_factor_ref 0.0656 _refine_ls_wR_factor_gt 0.0561 _refine_ls_goodness_of_fit_ref 1.004 _refine_ls_restrained_S_all 1.004 _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 Pt Pt 0.5000 0.372790(12) 0.2500 0.05092(8) Uani 1 2 d S . . S2 S 0.42519(5) 0.27406(6) 0.21544(13) 0.0595(3) Uani 1 1 d . . . S1 S 0.42708(5) 0.47311(6) 0.20303(14) 0.0594(3) Uani 1 1 d . . . C10 C 0.46760(17) 0.1823(2) 0.2353(5) 0.0521(9) Uani 1 1 d . . . C4 C 0.32321(19) 0.6357(3) 0.2571(5) 0.0642(11) Uani 1 1 d . . . C1 C 0.46655(18) 0.5627(2) 0.2218(4) 0.0508(9) Uani 1 1 d . . . C12 C 0.4669(2) 0.0345(2) 0.2383(6) 0.0701(12) Uani 1 1 d . . . N1 N 0.43837(15) 0.63308(19) 0.1862(4) 0.0540(8) Uani 1 1 d . . . C2 C 0.4736(2) 0.7105(3) 0.1942(7) 0.0824(15) Uani 1 1 d . . . H2A H 0.4885 0.7238 0.0816 0.099 Uiso 1 1 calc R . . H2B H 0.4448 0.7537 0.2287 0.099 Uiso 1 1 calc R . . C11 C 0.4351(2) 0.1081(2) 0.2254(5) 0.0669(12) Uani 1 1 d . . . H11 H 0.3915 0.1083 0.2099 0.080 Uiso 1 1 calc R . . C13 C 0.4327(2) -0.0420(3) 0.2337(7) 0.0875(16) Uani 1 1 d . . . C5 C 0.2817(3) 0.5702(4) 0.2693(7) 0.0988(18) Uani 1 1 d . . . H5 H 0.2858 0.5255 0.1972 0.119 Uiso 1 1 calc R . . C3 C 0.37342(19) 0.6365(2) 0.1207(5) 0.0625(11) Uani 1 1 d . . . H3A H 0.3667 0.5899 0.0465 0.075 Uiso 1 1 calc R . . H3B H 0.3686 0.6859 0.0538 0.075 Uiso 1 1 calc R . . C6 C 0.2337(3) 0.5714(5) 0.3901(12) 0.136(3) Uani 1 1 d . . . H6 H 0.2047 0.5287 0.3967 0.163 Uiso 1 1 calc R . . N2 N 0.4065(2) -0.1021(3) 0.2323(8) 0.131(2) Uani 1 1 d . . . C9 C 0.3168(2) 0.7005(4) 0.3663(6) 0.0912(16) Uani 1 1 d . . . H9 H 0.3441 0.7451 0.3588 0.109 Uiso 1 1 calc R . . C7 C 0.2301(3) 0.6364(6) 0.4985(10) 0.144(3) Uani 1 1 d . . . H7 H 0.1992 0.6369 0.5821 0.173 Uiso 1 1 calc R . . C8 C 0.2704(3) 0.6994(5) 0.4860(8) 0.132(3) Uani 1 1 d . . . H8 H 0.2666 0.7434 0.5603 0.158 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 Pt 0.04924(12) 0.04947(12) 0.05403(13) 0.000 0.00409(10) 0.000 S2 0.0470(5) 0.0550(6) 0.0767(7) -0.0020(5) -0.0016(5) 0.0017(4) S1 0.0497(6) 0.0528(6) 0.0757(7) 0.0026(5) 0.0000(5) 0.0000(5) C10 0.049(2) 0.049(2) 0.058(2) -0.002(2) -0.003(2) -0.0008(16) C4 0.046(2) 0.077(3) 0.069(3) 0.015(3) -0.007(2) 0.010(2) C1 0.051(2) 0.053(2) 0.049(2) 0.0033(18) 0.0080(18) 0.0020(17) C12 0.064(3) 0.054(2) 0.092(3) 0.001(3) -0.020(3) -0.004(2) N1 0.0540(19) 0.0537(19) 0.0542(17) 0.0030(15) 0.0107(15) 0.0032(17) C2 0.082(3) 0.058(3) 0.107(4) -0.013(3) -0.005(3) 0.009(2) C11 0.052(2) 0.060(3) 0.088(3) -0.003(2) -0.014(2) -0.0005(19) C13 0.065(3) 0.057(3) 0.141(5) -0.004(3) -0.026(3) 0.002(2) C5 0.064(3) 0.092(4) 0.140(6) 0.013(4) -0.002(3) 0.002(3) C3 0.064(3) 0.064(3) 0.059(2) 0.001(2) -0.002(2) 0.012(2) C6 0.057(4) 0.149(7) 0.201(9) 0.057(6) 0.011(5) -0.004(4) N2 0.079(3) 0.056(2) 0.257(8) -0.003(3) -0.045(3) -0.009(2) C9 0.058(3) 0.127(5) 0.088(4) -0.033(3) 0.006(3) 0.001(3) C7 0.063(4) 0.239(11) 0.131(7) 0.047(6) 0.027(4) 0.015(6) C8 0.071(4) 0.219(9) 0.105(5) -0.040(5) 0.021(4) 0.018(5) _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 Pt S2 2.2734(10) . ? Pt S2 2.2734(10) 4_655 ? Pt S1 2.2784(10) 4_655 ? Pt S1 2.2784(10) . ? S2 C10 1.751(4) . ? S1 C1 1.688(4) . ? C10 C10 1.390(7) 4_655 ? C10 C11 1.392(5) . ? C4 C9 1.371(6) . ? C4 C5 1.386(7) . ? C4 C3 1.515(6) . ? C1 N1 1.323(4) . ? C1 C1 1.484(8) 4_655 ? C12 C11 1.380(6) . ? C12 C12 1.411(9) 4_655 ? C12 C13 1.443(6) . ? N1 C2 1.467(5) . ? N1 C3 1.470(5) . ? C2 C2 1.424(9) 4_655 ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C11 H11 0.9300 . ? C13 N2 1.125(6) . ? C5 C6 1.395(8) . ? C5 H5 0.9300 . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C6 C7 1.366(9) . ? C6 H6 0.9300 . ? C9 C8 1.366(7) . ? C9 H9 0.9300 . ? C7 C8 1.338(9) . ? C7 H7 0.9300 . ? C8 H8 0.9300 . ? 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 S2 Pt S2 89.88(5) . 4_655 ? S2 Pt S1 177.25(4) . 4_655 ? S2 Pt S1 90.99(4) 4_655 4_655 ? S2 Pt S1 90.99(4) . . ? S2 Pt S1 177.25(4) 4_655 . ? S1 Pt S1 88.27(5) 4_655 . ? C10 S2 Pt 103.73(13) . . ? C1 S1 Pt 105.76(14) . . ? C10 C10 C11 119.7(2) 4_655 . ? C10 C10 S2 121.33(12) 4_655 . ? C11 C10 S2 118.9(3) . . ? C9 C4 C5 119.1(5) . . ? C9 C4 C3 120.8(4) . . ? C5 C4 C3 120.0(4) . . ? N1 C1 C1 119.6(2) . 4_655 ? N1 C1 S1 120.6(3) . . ? C1 C1 S1 119.87(14) 4_655 . ? C11 C12 C12 119.5(3) . 4_655 ? C11 C12 C13 120.4(4) . . ? C12 C12 C13 120.1(2) 4_655 . ? C1 N1 C2 120.5(3) . . ? C1 N1 C3 121.9(3) . . ? C2 N1 C3 117.2(3) . . ? C2 C2 N1 115.1(3) 4_655 . ? C2 C2 H2A 108.5 4_655 . ? N1 C2 H2A 108.5 . . ? C2 C2 H2B 108.5 4_655 . ? N1 C2 H2B 108.5 . . ? H2A C2 H2B 107.5 . . ? C12 C11 C10 120.7(4) . . ? C12 C11 H11 119.7 . . ? C10 C11 H11 119.7 . . ? N2 C13 C12 178.9(6) . . ? C4 C5 C6 119.9(6) . . ? C4 C5 H5 120.1 . . ? C6 C5 H5 120.1 . . ? N1 C3 C4 113.8(3) . . ? N1 C3 H3A 108.8 . . ? C4 C3 H3A 108.8 . . ? N1 C3 H3B 108.8 . . ? C4 C3 H3B 108.8 . . ? H3A C3 H3B 107.7 . . ? C7 C6 C5 118.9(7) . . ? C7 C6 H6 120.6 . . ? C5 C6 H6 120.6 . . ? C8 C9 C4 120.0(6) . . ? C8 C9 H9 120.0 . . ? C4 C9 H9 120.0 . . ? C8 C7 C6 120.9(7) . . ? C8 C7 H7 119.5 . . ? C6 C7 H7 119.5 . . ? C7 C8 C9 121.2(7) . . ? C7 C8 H8 119.4 . . ? C9 C8 H8 119.4 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 28.63 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.695 _refine_diff_density_min -0.563 _refine_diff_density_rms 0.075