# 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_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Snigdha Panda' _publ_contact_author_email snigdha@iiserkol.ac.in loop_ _publ_author_name 'Pradip K. Dutta' 'Snigdha Panda' 'G. Ramakrishna' 'C. M. Reddy' 'S. S. Zade' data_compound_9 _database_code_depnum_ccdc_archive 'CCDC 882776' #TrackingRef '- SSalen.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; N,N'-bis[(2-methylthio)phenylmethylene]-1,2-ethanediamine ; _chemical_name_common N,N'-bis((2-methylthio)phenylmethylene)-1,2-ethanediamine _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H20 N2 S2' _chemical_formula_weight 328.50 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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P-1 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 4.9290(13) _cell_length_b 7.326(2) _cell_length_c 11.923(3) _cell_angle_alpha 86.404(6) _cell_angle_beta 86.201(6) _cell_angle_gamma 79.514(5) _cell_volume 421.85(19) _cell_formula_units_Z 1 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 2791 _cell_measurement_theta_min 2.83 _cell_measurement_theta_max 30.83 _exptl_crystal_description plate _exptl_crystal_colour white _exptl_crystal_size_max 0.6 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.096 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.293 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 174 _exptl_absorpt_coefficient_mu 0.314 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.860 _exptl_absorpt_correction_T_max 0.970 _exptl_absorpt_process_details 'SADABS; BRUKER, 2008' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 APEX-II CCD DUO' _diffrn_measurement_method '\ f and \ w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 6086 _diffrn_reflns_av_R_equivalents 0.0377 _diffrn_reflns_av_sigmaI/netI 0.0349 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.83 _diffrn_reflns_theta_max 27.98 _reflns_number_total 2020 _reflns_number_gt 1621 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0426P)^2^+0.1144P] 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 SHELXL _refine_ls_extinction_coef 0.216(18) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2020 _refine_ls_number_parameters 102 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0482 _refine_ls_R_factor_gt 0.0390 _refine_ls_wR_factor_ref 0.1051 _refine_ls_wR_factor_gt 0.0973 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _refine_ls_shift/su_max 0.000 _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 C1 C 0.2775(4) 0.3663(2) 0.25975(15) 0.0550(4) Uani 1 1 d . . . H1 H 0.1687 0.2760 0.2770 0.066 Uiso 1 1 calc R . . C2 C 0.4513(4) 0.3548(3) 0.16438(16) 0.0608(5) Uani 1 1 d . . . H2 H 0.4611 0.2567 0.1175 0.073 Uiso 1 1 calc R . . C3 C 0.6123(4) 0.4906(2) 0.13846(14) 0.0536(4) Uani 1 1 d . . . H3 H 0.7301 0.4824 0.0740 0.064 Uiso 1 1 calc R . . C4 C 0.5999(3) 0.6385(2) 0.20735(12) 0.0411(3) Uani 1 1 d . . . C5 C 0.7686(3) 0.7835(2) 0.17493(13) 0.0436(4) Uani 1 1 d . . . H5 H 0.7925 0.8655 0.2284 0.052 Uiso 1 1 calc R . . C6 C 1.0432(4) 0.9464(2) 0.05426(13) 0.0488(4) Uani 1 1 d . . . H6A H 1.2379 0.8923 0.0473 0.059 Uiso 1 1 calc R . . H6B H 1.0148 1.0299 0.1157 0.059 Uiso 1 1 calc R . . C7 C 0.2048(4) 0.7785(3) 0.51543(15) 0.0573(4) Uani 1 1 d . . . H7A H 0.0190 0.7817 0.4947 0.086 Uiso 1 1 calc R . . H7B H 0.2046 0.8669 0.5716 0.086 Uiso 1 1 calc R . . H7C H 0.2793 0.6562 0.5452 0.086 Uiso 1 1 calc R . . C8 C 0.4248(3) 0.6482(2) 0.30558(13) 0.0412(3) Uani 1 1 d . . . C9 C 0.2632(3) 0.5106(2) 0.33001(14) 0.0490(4) Uani 1 1 d . . . H9 H 0.1450 0.5167 0.3943 0.059 Uiso 1 1 calc R . . N1 N 0.8801(3) 0.79970(19) 0.07823(11) 0.0517(4) Uani 1 1 d . . . S1 S 0.41287(11) 0.83590(6) 0.39379(4) 0.0629(2) Uani 1 1 d . . . 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 C1 0.0593(10) 0.0470(8) 0.0649(10) 0.0065(7) -0.0001(8) -0.0302(8) C2 0.0746(13) 0.0509(9) 0.0638(11) -0.0064(8) 0.0024(9) -0.0308(9) C3 0.0597(11) 0.0546(9) 0.0503(9) -0.0008(7) 0.0059(8) -0.0242(8) C4 0.0400(8) 0.0403(7) 0.0452(7) 0.0084(6) -0.0037(6) -0.0162(6) C5 0.0434(8) 0.0445(8) 0.0461(8) 0.0055(6) -0.0015(6) -0.0194(6) C6 0.0482(9) 0.0541(9) 0.0486(8) 0.0084(7) 0.0020(7) -0.0263(7) C7 0.0608(11) 0.0567(10) 0.0555(9) 0.0003(7) 0.0089(8) -0.0185(8) C8 0.0396(8) 0.0379(7) 0.0478(8) 0.0075(6) -0.0022(6) -0.0146(6) C9 0.0485(9) 0.0477(8) 0.0540(9) 0.0063(7) 0.0049(7) -0.0226(7) N1 0.0601(9) 0.0514(7) 0.0486(7) 0.0069(6) 0.0032(6) -0.0289(7) S1 0.0753(4) 0.0550(3) 0.0653(3) -0.0103(2) 0.0217(2) -0.0370(2) _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 C1 C2 1.375(3) . ? C1 C9 1.379(2) . ? C2 C3 1.390(2) . ? C3 C4 1.391(2) . ? C4 C8 1.406(2) . ? C4 C5 1.4820(18) . ? C5 N1 1.252(2) . ? C6 N1 1.4588(18) . ? C6 C6 1.515(3) 2_775 ? C7 S1 1.7931(18) . ? C8 C9 1.3998(19) . ? C8 S1 1.7732(16) . ? 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 C2 C1 C9 120.54(14) . . ? C1 C2 C3 119.58(16) . . ? C2 C3 C4 121.03(16) . . ? C3 C4 C8 119.14(13) . . ? C3 C4 C5 119.36(14) . . ? C8 C4 C5 121.49(14) . . ? N1 C5 C4 122.44(14) . . ? N1 C6 C6 109.60(16) . 2_775 ? C9 C8 C4 119.00(14) . . ? C9 C8 S1 122.10(13) . . ? C4 C8 S1 118.89(10) . . ? C1 C9 C8 120.69(15) . . ? C5 N1 C6 118.50(14) . . ? C8 S1 C7 104.12(8) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.98 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.269 _refine_diff_density_min -0.298 _refine_diff_density_rms 0.046 data_compound_11 _database_code_depnum_ccdc_archive 'CCDC 882777' #TrackingRef '- SSalen.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H17 N2 Pd S2, F6 P ' _chemical_formula_sum 'C17 H17 F6 N2 P Pd S2' _chemical_formula_weight 564.84 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' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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)/n ' _symmetry_space_group_name_Hall '-P 2yn ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 14.4109(10) _cell_length_b 8.1051(5) _cell_length_c 17.2294(12) _cell_angle_alpha 90.00 _cell_angle_beta 97.665(2) _cell_angle_gamma 90.00 _cell_volume 1994.4(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5636 _cell_measurement_theta_min 2.39 _cell_measurement_theta_max 28.24 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.6 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.881 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1120.0 _exptl_absorpt_coefficient_mu 1.281 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.637 _exptl_absorpt_correction_T_max 0.774 _exptl_absorpt_process_details 'SADABS; BRUKER, 2008' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 APEX-II CCD' _diffrn_measurement_method '\ f and \ w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21778 _diffrn_reflns_av_R_equivalents 0.0560 _diffrn_reflns_av_sigmaI/netI 0.0497 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.73 _diffrn_reflns_theta_max 28.00 _reflns_number_total 4812 _reflns_number_gt 3711 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _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^)+(0.0240P)^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 SHELXL _refine_ls_extinction_coef 0.00006(14) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4812 _refine_ls_number_parameters 264 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0431 _refine_ls_R_factor_gt 0.0271 _refine_ls_wR_factor_ref 0.0601 _refine_ls_wR_factor_gt 0.0559 _refine_ls_goodness_of_fit_ref 0.953 _refine_ls_restrained_S_all 0.953 _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 C1 C 0.4274(2) 0.8156(3) 0.0828(2) 0.0385(8) Uani 1 1 d . . . H1A H 0.4362 0.7869 0.0302 0.058 Uiso 1 1 calc R . . H1B H 0.4344 0.7188 0.1152 0.058 Uiso 1 1 calc R . . H1C H 0.4731 0.8963 0.1028 0.058 Uiso 1 1 calc R . . C2 C 0.32150(18) 1.0800(3) 0.02524(15) 0.0186(5) Uani 1 1 d . . . C3 C 0.35833(18) 1.2147(3) 0.06791(15) 0.0234(6) Uani 1 1 d . . . H3 H 0.3714 1.2077 0.1221 0.028 Uiso 1 1 calc R . . C4 C 0.3760(2) 1.3609(3) 0.03005(16) 0.0267(6) Uani 1 1 d . . . H4 H 0.4015 1.4506 0.0590 0.032 Uiso 1 1 calc R . . C5 C 0.3558(2) 1.3730(3) -0.04966(16) 0.0262(6) Uani 1 1 d . . . H5 H 0.3680 1.4705 -0.0749 0.031 Uiso 1 1 calc R . . C6 C 0.31722(18) 1.2400(3) -0.09256(15) 0.0238(6) Uani 1 1 d . . . H6 H 0.3031 1.2500 -0.1466 0.029 Uiso 1 1 calc R . . C7 C 0.29890(18) 1.0905(3) -0.05668(15) 0.0199(6) Uani 1 1 d . . . C8 C 0.25541(18) 0.9627(3) -0.10992(15) 0.0212(6) Uani 1 1 d . . . H8 H 0.2528 0.9844 -0.1632 0.025 Uiso 1 1 calc R . . C9 C 0.17790(19) 0.7155(3) -0.15535(14) 0.0219(5) Uani 1 1 d . . . H9A H 0.2226 0.6324 -0.1667 0.026 Uiso 1 1 calc R . . H9B H 0.1592 0.7789 -0.2026 0.026 Uiso 1 1 calc R . . C10 C 0.09350(19) 0.6346(3) -0.12829(14) 0.0209(6) Uani 1 1 d . . . H10A H 0.0444 0.7154 -0.1256 0.025 Uiso 1 1 calc R . . H10B H 0.0695 0.5486 -0.1647 0.025 Uiso 1 1 calc R . . C11 C 0.09702(18) 0.4175(3) -0.03378(15) 0.0208(6) Uani 1 1 d . . . H11 H 0.0610 0.3615 -0.0742 0.025 Uiso 1 1 calc R . . C12 C 0.11663(18) 0.3294(3) 0.03960(15) 0.0195(5) Uani 1 1 d . . . C13 C 0.08980(19) 0.1618(3) 0.03705(17) 0.0241(6) Uani 1 1 d . . . H13 H 0.0640 0.1158 -0.0104 0.029 Uiso 1 1 calc R . . C14 C 0.1009(2) 0.0656(3) 0.10299(17) 0.0278(7) Uani 1 1 d . . . H14 H 0.0829 -0.0447 0.1001 0.033 Uiso 1 1 calc R . . C15 C 0.1393(2) 0.1336(3) 0.17424(17) 0.0295(7) Uani 1 1 d . . . H15 H 0.1464 0.0689 0.2192 0.035 Uiso 1 1 calc R . . C16 C 0.1666(2) 0.2962(3) 0.17829(17) 0.0296(6) Uani 1 1 d . . . H16 H 0.1927 0.3395 0.2263 0.036 Uiso 1 1 calc R . . C17 C 0.15633(19) 0.3988(3) 0.11185(15) 0.0226(6) Uani 1 1 d . . . F1 F 0.36082(12) 0.54528(19) 0.77794(9) 0.0333(4) Uani 1 1 d . . . F2 F 0.51890(12) 0.5741(2) 0.79714(10) 0.0360(4) Uani 1 1 d . . . F3 F 0.42757(12) 0.74380(18) 0.85860(9) 0.0315(4) Uani 1 1 d . . . F4 F 0.50363(13) 0.8428(2) 0.76164(11) 0.0435(5) Uani 1 1 d . . . F5 F 0.34601(12) 0.8133(2) 0.74161(10) 0.0364(4) Uani 1 1 d . . . F6 F 0.43634(13) 0.6423(2) 0.68025(9) 0.0431(5) Uani 1 1 d . . . N1 N 0.22069(15) 0.8253(2) -0.09192(12) 0.0180(5) Uani 1 1 d . . . N2 N 0.12324(15) 0.5633(2) -0.04987(12) 0.0179(5) Uani 1 1 d . . . P1 P 0.43307(5) 0.69374(9) 0.76941(4) 0.02468(16) Uani 1 1 d . . . Pd01 Pd 0.210315(14) 0.72053(2) 0.013966(11) 0.01694(6) Uani 1 1 d . . . S1 S 0.31091(5) 0.89998(8) 0.08304(4) 0.02114(15) Uani 1 1 d . . . S2 S 0.19297(6) 0.60219(8) 0.12931(4) 0.02754(17) Uani 1 1 d . . . 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 C1 0.0252(17) 0.0261(17) 0.060(2) 0.0074(14) -0.0089(16) 0.0029(13) C2 0.0153(13) 0.0179(13) 0.0227(14) 0.0017(10) 0.0026(11) 0.0008(10) C3 0.0212(14) 0.0247(14) 0.0230(13) 0.0015(12) -0.0023(11) -0.0016(12) C4 0.0271(16) 0.0217(14) 0.0297(15) -0.0008(12) -0.0015(13) -0.0031(12) C5 0.0268(15) 0.0190(14) 0.0324(16) 0.0074(12) 0.0026(13) -0.0003(12) C6 0.0226(14) 0.0283(15) 0.0203(13) 0.0058(11) 0.0023(11) 0.0017(11) C7 0.0153(13) 0.0228(14) 0.0214(14) 0.0019(11) 0.0019(11) 0.0009(11) C8 0.0202(14) 0.0273(15) 0.0164(13) 0.0012(11) 0.0037(11) 0.0011(11) C9 0.0272(14) 0.0233(13) 0.0152(12) -0.0039(11) 0.0027(11) 0.0011(12) C10 0.0225(14) 0.0226(14) 0.0160(13) -0.0016(10) -0.0038(11) 0.0009(11) C11 0.0158(13) 0.0245(14) 0.0218(14) -0.0060(11) 0.0019(11) -0.0011(11) C12 0.0143(13) 0.0203(13) 0.0245(14) 0.0010(10) 0.0043(11) -0.0003(10) C13 0.0173(14) 0.0222(13) 0.0329(16) -0.0022(12) 0.0041(12) 0.0017(11) C14 0.0215(15) 0.0196(14) 0.0431(18) 0.0034(12) 0.0076(14) -0.0017(11) C15 0.0235(15) 0.0304(16) 0.0349(17) 0.0120(13) 0.0048(13) 0.0012(13) C16 0.0268(15) 0.0352(17) 0.0257(15) 0.0064(13) -0.0003(12) -0.0048(13) C17 0.0194(14) 0.0227(14) 0.0259(15) 0.0029(11) 0.0041(12) -0.0010(11) F1 0.0378(10) 0.0343(9) 0.0271(9) -0.0006(7) 0.0014(8) -0.0096(8) F2 0.0322(10) 0.0433(10) 0.0316(9) 0.0011(8) 0.0006(8) 0.0152(8) F3 0.0327(9) 0.0362(10) 0.0247(8) -0.0064(7) 0.0006(7) 0.0027(8) F4 0.0299(10) 0.0488(11) 0.0500(12) 0.0186(9) -0.0014(9) -0.0101(9) F5 0.0266(9) 0.0401(10) 0.0402(10) 0.0084(8) -0.0048(8) 0.0077(8) F6 0.0391(11) 0.0707(12) 0.0203(9) 0.0012(9) 0.0069(8) 0.0053(10) N1 0.0188(11) 0.0196(11) 0.0155(10) -0.0017(8) 0.0025(9) 0.0014(9) N2 0.0156(11) 0.0201(11) 0.0176(11) -0.0033(9) 0.0011(9) 0.0009(9) P1 0.0212(4) 0.0324(4) 0.0200(4) 0.0039(3) 0.0013(3) 0.0009(3) Pd01 0.01732(10) 0.01837(11) 0.01471(10) -0.00016(8) 0.00059(7) -0.00129(9) S1 0.0237(4) 0.0204(3) 0.0179(3) 0.0019(3) -0.0025(3) -0.0032(3) S2 0.0389(4) 0.0256(4) 0.0175(3) 0.0000(3) 0.0014(3) -0.0091(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 C1 S1 1.813(3) . ? C2 C3 1.382(3) . ? C2 C7 1.408(4) . ? C2 S1 1.784(2) . ? C3 C4 1.392(4) . ? C4 C5 1.369(4) . ? C5 C6 1.381(4) . ? C6 C7 1.402(3) . ? C7 C8 1.468(4) . ? C8 N1 1.276(3) . ? C9 N1 1.478(3) . ? C9 C10 1.509(4) . ? C10 N2 1.480(3) . ? C11 N2 1.282(3) . ? C11 C12 1.447(3) . ? C12 C13 1.411(3) . ? C12 C17 1.415(4) . ? C13 C14 1.370(4) . ? C14 C15 1.391(4) . ? C15 C16 1.375(4) . ? C16 C17 1.406(4) . ? C17 S2 1.745(3) . ? F1 P1 1.6107(17) . ? F2 P1 1.5940(17) . ? F3 P1 1.6015(16) . ? F4 P1 1.5964(19) . ? F5 P1 1.6070(17) . ? F6 P1 1.5984(17) . ? N1 Pd01 2.036(2) . ? N2 Pd01 2.010(2) . ? Pd01 S2 2.2504(7) . ? Pd01 S1 2.2745(7) . ? 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 C3 C2 C7 120.4(2) . . ? C3 C2 S1 113.86(19) . . ? C7 C2 S1 125.7(2) . . ? C2 C3 C4 120.3(2) . . ? C5 C4 C3 120.2(3) . . ? C4 C5 C6 119.8(2) . . ? C5 C6 C7 121.6(2) . . ? C6 C7 C2 117.5(2) . . ? C6 C7 C8 115.1(2) . . ? C2 C7 C8 127.3(2) . . ? N1 C8 C7 127.8(2) . . ? N1 C9 C10 107.87(19) . . ? N2 C10 C9 107.7(2) . . ? N2 C11 C12 128.0(2) . . ? C13 C12 C17 119.1(2) . . ? C13 C12 C11 115.3(2) . . ? C17 C12 C11 125.5(2) . . ? C14 C13 C12 121.4(3) . . ? C13 C14 C15 119.7(3) . . ? C16 C15 C14 120.1(3) . . ? C15 C16 C17 121.8(3) . . ? C16 C17 C12 117.9(2) . . ? C16 C17 S2 114.9(2) . . ? C12 C17 S2 127.2(2) . . ? C8 N1 C9 118.9(2) . . ? C8 N1 Pd01 131.29(18) . . ? C9 N1 Pd01 109.78(15) . . ? C11 N2 C10 120.0(2) . . ? C11 N2 Pd01 130.28(18) . . ? C10 N2 Pd01 109.60(15) . . ? F2 P1 F4 90.46(10) . . ? F2 P1 F6 90.47(10) . . ? F4 P1 F6 90.93(10) . . ? F2 P1 F3 90.12(9) . . ? F4 P1 F3 90.13(10) . . ? F6 P1 F3 178.78(11) . . ? F2 P1 F5 179.57(11) . . ? F4 P1 F5 89.96(10) . . ? F6 P1 F5 89.59(10) . . ? F3 P1 F5 89.81(9) . . ? F2 P1 F1 90.20(10) . . ? F4 P1 F1 179.08(11) . . ? F6 P1 F1 89.71(10) . . ? F3 P1 F1 89.22(9) . . ? F5 P1 F1 89.38(10) . . ? N2 Pd01 N1 83.64(8) . . ? N2 Pd01 S2 94.48(6) . . ? N1 Pd01 S2 177.75(6) . . ? N2 Pd01 S1 178.32(6) . . ? N1 Pd01 S1 94.84(6) . . ? S2 Pd01 S1 87.05(2) . . ? C2 S1 C1 99.15(13) . . ? C2 S1 Pd01 109.08(9) . . ? C1 S1 Pd01 106.44(10) . . ? C17 S2 Pd01 108.49(9) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.714 _refine_diff_density_min -0.383 _refine_diff_density_rms 0.085 data_compound_10 _database_code_depnum_ccdc_archive 'CCDC 882778' #TrackingRef '- SSalen.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H20 F12 N2 P2 Pd S2' _chemical_formula_weight 724.84 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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' Pd Pd -0.9988 1.0072 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/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 11.7171(10) _cell_length_b 9.4790(8) _cell_length_c 22.0703(19) _cell_angle_alpha 90.00 _cell_angle_beta 92.692(2) _cell_angle_gamma 90.00 _cell_volume 2448.6(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 7760 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 29.48 _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.099 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.966 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1432.0 _exptl_absorpt_coefficient_mu 1.169 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.777 _exptl_absorpt_correction_T_max 0.891 _exptl_absorpt_process_details 'SADABS; BRUKER, 2008' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 APEX-II CCD DUO' _diffrn_measurement_method '\ f and \ w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 22858 _diffrn_reflns_av_R_equivalents 0.0386 _diffrn_reflns_av_sigmaI/netI 0.0300 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 26.00 _reflns_number_total 4820 _reflns_number_gt 4039 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0699P)^2^+9.8119P] 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 4820 _refine_ls_number_parameters 336 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0661 _refine_ls_R_factor_gt 0.0544 _refine_ls_wR_factor_ref 0.1548 _refine_ls_wR_factor_gt 0.1456 _refine_ls_goodness_of_fit_ref 1.271 _refine_ls_restrained_S_all 1.271 _refine_ls_shift/su_max 0.000 _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 Pd1 Pd 0.73862(3) 0.82361(4) 0.104048(18) 0.01845(16) Uani 1 1 d . . . S2 S 0.62166(12) 1.01294(16) 0.11523(6) 0.0239(3) Uani 1 1 d . . . S1 S 0.84043(11) 0.85808(16) 0.19314(6) 0.0227(3) Uani 1 1 d . . . P1 P 0.96424(12) 0.22541(17) 0.09372(7) 0.0238(3) Uani 1 1 d . . . P2 P 0.51663(13) 0.48155(17) 0.15071(7) 0.0248(3) Uani 1 1 d . . . C17 C 0.4788(5) 0.9552(6) 0.0975(3) 0.0231(12) Uani 1 1 d . . . C16 C 0.3890(5) 1.0179(7) 0.1260(3) 0.0269(13) Uani 1 1 d . . . H16 H 0.4044 1.0755 0.1595 0.032 Uiso 1 1 calc R . . C13 C 0.3423(5) 0.8481(6) 0.0273(3) 0.0221(12) Uani 1 1 d . . . H13 H 0.3257 0.7911 -0.0063 0.026 Uiso 1 1 calc R . . C15 C 0.2771(5) 0.9964(7) 0.1056(3) 0.0253(12) Uani 1 1 d . . . H15 H 0.2178 1.0387 0.1255 0.030 Uiso 1 1 calc R . . C12 C 0.4567(5) 0.8662(6) 0.0475(3) 0.0200(11) Uani 1 1 d . . . C14 C 0.2535(5) 0.9122(7) 0.0556(3) 0.0266(13) Uani 1 1 d . . . H14 H 0.1785 0.8988 0.0412 0.032 Uiso 1 1 calc R . . C2 C 0.9826(5) 0.7976(6) 0.1863(3) 0.0217(11) Uani 1 1 d . . . C3 C 1.0594(5) 0.8513(7) 0.2301(3) 0.0263(12) Uani 1 1 d . . . H3 H 1.0348 0.9151 0.2587 0.032 Uiso 1 1 calc R . . C4 C 1.1744(5) 0.8093(7) 0.2312(3) 0.0279(13) Uani 1 1 d . . . H4 H 1.2263 0.8458 0.2603 0.033 Uiso 1 1 calc R . . C6 C 1.1331(5) 0.6602(6) 0.1457(3) 0.0256(12) Uani 1 1 d . . . H6 H 1.1582 0.5952 0.1177 0.031 Uiso 1 1 calc R . . C7 C 1.0180(5) 0.7014(6) 0.1427(2) 0.0199(11) Uani 1 1 d . . . C5 C 1.2098(5) 0.7134(7) 0.1889(3) 0.0289(13) Uani 1 1 d . . . H5 H 1.2857 0.6846 0.1896 0.035 Uiso 1 1 calc R . . C8 C 0.9465(5) 0.6395(6) 0.0936(2) 0.0211(11) Uani 1 1 d . . . H8 H 0.9802 0.5675 0.0720 0.025 Uiso 1 1 calc R . . N1 N 0.8451(4) 0.6705(5) 0.0764(2) 0.0184(9) Uani 1 1 d . . . C10 C 0.7197(5) 0.6965(6) -0.0139(2) 0.0232(12) Uani 1 1 d . . . H10A H 0.7697 0.7601 -0.0347 0.028 Uiso 1 1 calc R . . H10B H 0.6724 0.6465 -0.0441 0.028 Uiso 1 1 calc R . . C9 C 0.7898(5) 0.5924(6) 0.0249(2) 0.0216(11) Uani 1 1 d . . . H9A H 0.7408 0.5190 0.0398 0.026 Uiso 1 1 calc R . . H9B H 0.8474 0.5485 0.0010 0.026 Uiso 1 1 calc R . . C11 C 0.5411(5) 0.7919(6) 0.0132(3) 0.0209(11) Uani 1 1 d . . . H11 H 0.5145 0.7507 -0.0230 0.025 Uiso 1 1 calc R . . N2 N 0.6475(4) 0.7765(5) 0.0270(2) 0.0198(9) Uani 1 1 d . . . F3 F 1.0760(3) 0.3206(4) 0.1054(2) 0.0479(11) Uani 1 1 d . . . F4 F 0.8921(4) 0.3408(5) 0.12802(19) 0.0458(11) Uani 1 1 d . . . F5 F 0.9374(4) 0.3074(4) 0.03091(17) 0.0408(10) Uani 1 1 d . . . F2 F 1.0374(3) 0.1138(4) 0.0586(2) 0.0427(10) Uani 1 1 d . . . F6 F 0.8539(3) 0.1313(5) 0.0820(2) 0.0524(12) Uani 1 1 d . . . F1 F 0.9922(4) 0.1449(5) 0.1560(2) 0.0496(11) Uani 1 1 d . . . F9 F 0.5329(5) 0.3307(4) 0.11980(19) 0.0497(12) Uani 1 1 d . . . F8 F 0.5611(4) 0.4165(5) 0.21420(16) 0.0419(10) Uani 1 1 d . . . F11 F 0.4764(5) 0.5418(5) 0.0857(2) 0.0555(13) Uani 1 1 d . . . F10 F 0.3895(4) 0.4400(6) 0.1643(2) 0.0555(12) Uani 1 1 d . . . F7 F 0.6454(4) 0.5207(6) 0.1379(2) 0.0570(13) Uani 1 1 d . . . F12 F 0.5014(4) 0.6313(5) 0.1810(2) 0.0500(11) Uani 1 1 d . . . C18 C 0.6178(6) 1.0617(8) 0.1927(3) 0.0401(17) Uani 1 1 d . . . H18A H 0.5726 1.1455 0.1963 0.060 Uiso 1 1 calc R . . H18B H 0.6941 1.0794 0.2086 0.060 Uiso 1 1 calc R . . H18C H 0.5847 0.9866 0.2152 0.060 Uiso 1 1 calc R . . C1 C 0.7851(6) 0.7216(8) 0.2412(3) 0.0372(16) Uani 1 1 d . . . H1A H 0.7933 0.6314 0.2221 0.056 Uiso 1 1 calc R . . H1B H 0.7057 0.7392 0.2472 0.056 Uiso 1 1 calc R . . H1C H 0.8269 0.7219 0.2796 0.056 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 Pd1 0.0128(2) 0.0183(2) 0.0241(2) -0.00664(16) -0.00130(15) 0.00260(15) S2 0.0237(7) 0.0241(7) 0.0238(7) -0.0011(6) -0.0005(5) 0.0023(6) S1 0.0149(6) 0.0261(7) 0.0269(7) -0.0074(6) -0.0019(5) 0.0019(5) P1 0.0148(7) 0.0251(8) 0.0313(8) 0.0042(6) -0.0009(6) 0.0030(6) P2 0.0251(8) 0.0242(8) 0.0249(7) -0.0013(6) -0.0025(6) -0.0023(6) C17 0.012(3) 0.026(3) 0.032(3) -0.004(2) -0.005(2) 0.004(2) C16 0.025(3) 0.029(3) 0.027(3) -0.006(2) -0.001(2) 0.007(2) C13 0.017(3) 0.025(3) 0.023(3) 0.007(2) -0.003(2) 0.000(2) C15 0.018(3) 0.029(3) 0.030(3) 0.006(2) 0.005(2) 0.005(2) C12 0.017(3) 0.017(3) 0.026(3) 0.004(2) -0.003(2) 0.001(2) C14 0.016(3) 0.035(3) 0.029(3) 0.008(3) -0.001(2) 0.002(2) C2 0.018(3) 0.021(3) 0.026(3) 0.005(2) -0.002(2) 0.002(2) C3 0.019(3) 0.028(3) 0.032(3) 0.002(2) -0.002(2) -0.001(2) C4 0.016(3) 0.033(3) 0.034(3) 0.008(3) -0.006(2) -0.002(2) C6 0.023(3) 0.027(3) 0.027(3) 0.004(2) 0.004(2) 0.008(2) C7 0.016(3) 0.021(3) 0.022(3) 0.006(2) 0.002(2) 0.002(2) C5 0.019(3) 0.038(4) 0.030(3) 0.014(3) 0.002(2) 0.006(3) C8 0.026(3) 0.015(3) 0.022(3) 0.003(2) 0.004(2) 0.007(2) N1 0.019(2) 0.017(2) 0.019(2) 0.0005(17) 0.0033(17) 0.0029(18) C10 0.024(3) 0.026(3) 0.019(3) -0.002(2) -0.001(2) 0.007(2) C9 0.024(3) 0.021(3) 0.020(3) -0.001(2) -0.001(2) 0.008(2) C11 0.023(3) 0.014(3) 0.025(3) -0.001(2) -0.005(2) 0.001(2) N2 0.016(2) 0.018(2) 0.024(2) -0.0028(18) -0.0013(18) 0.0021(18) F3 0.029(2) 0.044(3) 0.070(3) -0.019(2) 0.004(2) -0.0095(18) F4 0.048(2) 0.054(3) 0.037(2) 0.0125(19) 0.0186(18) 0.028(2) F5 0.057(3) 0.036(2) 0.030(2) 0.0078(16) 0.0066(18) 0.0111(19) F2 0.032(2) 0.035(2) 0.060(3) -0.0156(19) -0.0040(19) 0.0116(17) F6 0.026(2) 0.066(3) 0.063(3) 0.017(2) -0.0105(19) -0.017(2) F1 0.059(3) 0.040(2) 0.047(2) 0.0093(19) -0.021(2) 0.012(2) F9 0.082(3) 0.033(2) 0.033(2) -0.0094(17) -0.007(2) 0.008(2) F8 0.050(2) 0.051(3) 0.0239(18) -0.0045(17) -0.0094(17) 0.013(2) F11 0.083(3) 0.040(3) 0.042(2) 0.014(2) -0.019(2) -0.009(2) F10 0.030(2) 0.077(3) 0.060(3) -0.005(2) 0.001(2) -0.016(2) F7 0.034(2) 0.079(3) 0.058(3) -0.013(3) 0.014(2) -0.016(2) F12 0.050(3) 0.035(2) 0.064(3) -0.017(2) -0.006(2) 0.009(2) C18 0.034(4) 0.053(4) 0.033(3) -0.019(3) -0.006(3) 0.019(3) C1 0.022(3) 0.057(4) 0.033(3) 0.007(3) 0.001(3) -0.007(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 Pd1 N2 2.014(4) . ? Pd1 N1 2.026(4) . ? Pd1 S1 2.2751(14) . ? Pd1 S2 2.2785(15) . ? S2 C18 1.774(6) . ? S2 C17 1.787(6) . ? S1 C2 1.775(6) . ? S1 C1 1.811(7) . ? P1 F6 1.582(4) . ? P1 F2 1.587(4) . ? P1 F1 1.593(4) . ? P1 F4 1.594(4) . ? P1 F3 1.601(4) . ? P1 F5 1.607(4) . ? P2 F12 1.583(4) . ? P2 F10 1.583(4) . ? P2 F7 1.592(4) . ? P2 F11 1.594(4) . ? P2 F8 1.596(4) . ? P2 F9 1.600(4) . ? C17 C16 1.384(8) . ? C17 C12 1.404(8) . ? C16 C15 1.381(8) . ? C13 C14 1.380(8) . ? C13 C12 1.404(7) . ? C15 C14 1.378(9) . ? C12 C11 1.455(8) . ? C2 C3 1.387(8) . ? C2 C7 1.402(8) . ? C3 C4 1.403(8) . ? C4 C5 1.381(9) . ? C6 C5 1.375(9) . ? C6 C7 1.402(8) . ? C7 C8 1.462(8) . ? C8 N1 1.265(7) . ? N1 C9 1.480(7) . ? C10 N2 1.477(7) . ? C10 C9 1.522(7) . ? C11 N2 1.278(7) . ? 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 N2 Pd1 N1 84.06(18) . . ? N2 Pd1 S1 175.36(14) . . ? N1 Pd1 S1 93.32(13) . . ? N2 Pd1 S2 88.18(14) . . ? N1 Pd1 S2 168.13(13) . . ? S1 Pd1 S2 94.98(5) . . ? C18 S2 C17 103.0(3) . . ? C18 S2 Pd1 110.6(2) . . ? C17 S2 Pd1 107.3(2) . . ? C2 S1 C1 100.5(3) . . ? C2 S1 Pd1 109.6(2) . . ? C1 S1 Pd1 102.4(2) . . ? F6 P1 F2 90.0(3) . . ? F6 P1 F1 90.2(2) . . ? F2 P1 F1 90.5(3) . . ? F6 P1 F4 90.9(3) . . ? F2 P1 F4 178.5(3) . . ? F1 P1 F4 90.6(2) . . ? F6 P1 F3 179.9(3) . . ? F2 P1 F3 89.9(2) . . ? F1 P1 F3 89.9(3) . . ? F4 P1 F3 89.1(2) . . ? F6 P1 F5 90.4(2) . . ? F2 P1 F5 89.4(2) . . ? F1 P1 F5 179.4(3) . . ? F4 P1 F5 89.5(2) . . ? F3 P1 F5 89.5(3) . . ? F12 P2 F10 91.0(3) . . ? F12 P2 F7 89.6(3) . . ? F10 P2 F7 178.8(3) . . ? F12 P2 F11 91.4(3) . . ? F10 P2 F11 91.0(3) . . ? F7 P2 F11 90.0(3) . . ? F12 P2 F8 90.8(2) . . ? F10 P2 F8 90.5(3) . . ? F7 P2 F8 88.5(3) . . ? F11 P2 F8 177.3(3) . . ? F12 P2 F9 179.5(3) . . ? F10 P2 F9 89.5(3) . . ? F7 P2 F9 90.0(3) . . ? F11 P2 F9 88.4(2) . . ? F8 P2 F9 89.3(2) . . ? C16 C17 C12 119.9(5) . . ? C16 C17 S2 119.6(5) . . ? C12 C17 S2 119.5(4) . . ? C15 C16 C17 121.2(6) . . ? C14 C13 C12 122.0(6) . . ? C14 C15 C16 119.8(5) . . ? C17 C12 C13 117.5(5) . . ? C17 C12 C11 126.5(5) . . ? C13 C12 C11 116.0(5) . . ? C15 C14 C13 119.4(5) . . ? C3 C2 C7 120.9(5) . . ? C3 C2 S1 113.8(4) . . ? C7 C2 S1 125.3(4) . . ? C2 C3 C4 120.0(6) . . ? C5 C4 C3 119.5(6) . . ? C5 C6 C7 121.7(6) . . ? C6 C7 C2 117.7(5) . . ? C6 C7 C8 116.0(5) . . ? C2 C7 C8 126.3(5) . . ? C6 C5 C4 120.2(6) . . ? N1 C8 C7 128.8(5) . . ? C8 N1 C9 119.0(5) . . ? C8 N1 Pd1 131.3(4) . . ? C9 N1 Pd1 109.7(3) . . ? N2 C10 C9 107.3(4) . . ? N1 C9 C10 108.2(4) . . ? N2 C11 C12 127.6(5) . . ? C11 N2 C10 119.6(5) . . ? C11 N2 Pd1 130.4(4) . . ? C10 N2 Pd1 109.5(3) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 5.572 _refine_diff_density_min -1.834 _refine_diff_density_rms 0.151 data_compound_12 _database_code_depnum_ccdc_archive 'CCDC 882779' #TrackingRef '- SSalen.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H17 F6 N2 P Pt S2' _chemical_formula_weight 653.52 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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 Monoclinic _symmetry_space_group_name_H-M 'P2(1)/n ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 14.3395(7) _cell_length_b 8.1398(4) _cell_length_c 17.2965(8) _cell_angle_alpha 90.00 _cell_angle_beta 97.5460(10) _cell_angle_gamma 90.00 _cell_volume 2001.38(17) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9943 _cell_measurement_theta_min 2.77 _cell_measurement_theta_max 28.38 _exptl_crystal_description BLOCK _exptl_crystal_colour YELLOW _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.176 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1248.0 _exptl_absorpt_coefficient_mu 7.361 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.081 _exptl_absorpt_correction_T_max 0.308 _exptl_absorpt_process_details 'SADABS; BRUKER, 2008' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 APEX-II CCD DUO' _diffrn_measurement_method '\ f and \ w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 18115 _diffrn_reflns_av_R_equivalents 0.0268 _diffrn_reflns_av_sigmaI/netI 0.0199 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3927 _reflns_number_gt 3628 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0307P)^2^+9.5993P] 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 3927 _refine_ls_number_parameters 263 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0202 _refine_ls_R_factor_gt 0.0173 _refine_ls_wR_factor_ref 0.0444 _refine_ls_wR_factor_gt 0.0421 _refine_ls_goodness_of_fit_ref 0.998 _refine_ls_restrained_S_all 0.998 _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 0.210144(8) 0.780598(15) 0.013509(6) 0.01802(5) Uani 1 1 d . . . S2 S 0.19631(7) 0.89944(11) 0.12912(5) 0.02954(19) Uani 1 1 d . . . S1 S 0.30947(6) 0.60068(10) 0.08141(4) 0.02234(16) Uani 1 1 d . . . P1 P 0.43358(6) 0.80413(12) 0.77072(5) 0.02669(19) Uani 1 1 d . . . F1 F 0.36211(15) 0.9541(3) 0.77737(12) 0.0374(5) Uani 1 1 d . . . F2 F 0.43827(16) 0.8504(4) 0.68157(12) 0.0483(6) Uani 1 1 d . . . F3 F 0.52033(15) 0.9217(3) 0.79791(12) 0.0407(5) Uani 1 1 d . . . F4 F 0.42661(15) 0.7585(3) 0.85981(12) 0.0343(5) Uani 1 1 d . . . F5 F 0.34536(15) 0.6866(3) 0.74359(13) 0.0405(5) Uani 1 1 d . . . F6 F 0.50324(16) 0.6530(3) 0.76477(14) 0.0488(6) Uani 1 1 d . . . N2 N 0.12430(17) 0.9390(3) -0.04948(14) 0.0194(5) Uani 1 1 d . . . N1 N 0.21835(18) 0.6765(3) -0.09192(14) 0.0195(5) Uani 1 1 d . . . C17 C 0.1573(2) 1.1008(4) 0.11259(18) 0.0238(7) Uani 1 1 d . . . C12 C 0.1166(2) 1.1693(4) 0.04051(18) 0.0219(6) Uani 1 1 d . . . C13 C 0.0888(2) 1.3362(4) 0.0389(2) 0.0266(7) Uani 1 1 d . . . H13 H 0.0629 1.3824 -0.0082 0.032 Uiso 1 1 calc R . . C14 C 0.0989(2) 1.4321(4) 0.1047(2) 0.0306(8) Uani 1 1 d . . . H14 H 0.0800 1.5414 0.1022 0.037 Uiso 1 1 calc R . . C15 C 0.1378(2) 1.3633(5) 0.1754(2) 0.0332(8) Uani 1 1 d . . . H15 H 0.1447 1.4271 0.2204 0.040 Uiso 1 1 calc R . . C16 C 0.1659(3) 1.2017(5) 0.1790(2) 0.0328(8) Uani 1 1 d . . . H16 H 0.1914 1.1579 0.2268 0.039 Uiso 1 1 calc R . . C11 C 0.0979(2) 1.0835(4) -0.03239(18) 0.0231(7) Uani 1 1 d . . . H11 H 0.0619 1.1401 -0.0725 0.028 Uiso 1 1 calc R . . C10 C 0.0935(2) 0.8718(4) -0.12870(17) 0.0227(7) Uani 1 1 d . . . H10A H 0.0718 0.9598 -0.1644 0.027 Uiso 1 1 calc R . . H10B H 0.0423 0.7945 -0.1270 0.027 Uiso 1 1 calc R . . C9 C 0.1772(2) 0.7862(4) -0.15571(18) 0.0253(7) Uani 1 1 d . . . H9A H 0.1574 0.7229 -0.2025 0.030 Uiso 1 1 calc R . . H9B H 0.2233 0.8665 -0.1674 0.030 Uiso 1 1 calc R . . C8 C 0.2534(2) 0.5394(4) -0.10980(17) 0.0218(6) Uani 1 1 d . . . H8 H 0.2508 0.5178 -0.1628 0.026 Uiso 1 1 calc R . . C7 C 0.2968(2) 0.4126(4) -0.05743(18) 0.0219(6) Uani 1 1 d . . . C2 C 0.3202(2) 0.4218(4) 0.02408(18) 0.0208(6) Uani 1 1 d . . . C1 C 0.4267(3) 0.6836(5) 0.0824(3) 0.0393(9) Uani 1 1 d . . . H1A H 0.4721 0.6040 0.1043 0.059 Uiso 1 1 calc R . . H1B H 0.4328 0.7817 0.1135 0.059 Uiso 1 1 calc R . . H1C H 0.4373 0.7089 0.0301 0.059 Uiso 1 1 calc R . . C3 C 0.3576(2) 0.2876(4) 0.0662(2) 0.0252(7) Uani 1 1 d . . . H3 H 0.3705 0.2940 0.1203 0.030 Uiso 1 1 calc R . . C4 C 0.3759(2) 0.1429(4) 0.0281(2) 0.0298(7) Uani 1 1 d . . . H4 H 0.4025 0.0539 0.0567 0.036 Uiso 1 1 calc R . . C5 C 0.3548(2) 0.1310(4) -0.0516(2) 0.0293(8) Uani 1 1 d . . . H5 H 0.3668 0.0341 -0.0770 0.035 Uiso 1 1 calc R . . C6 C 0.3156(2) 0.2646(4) -0.0938(2) 0.0272(7) Uani 1 1 d . . . H6 H 0.3013 0.2557 -0.1476 0.033 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 0.01835(7) 0.01936(7) 0.01590(7) 0.00064(4) 0.00059(4) 0.00083(5) S2 0.0422(5) 0.0267(4) 0.0187(4) -0.0006(3) 0.0004(3) 0.0107(4) S1 0.0253(4) 0.0205(4) 0.0196(4) -0.0014(3) -0.0030(3) 0.0036(3) P1 0.0232(4) 0.0348(5) 0.0218(4) -0.0041(3) 0.0018(3) -0.0014(4) F1 0.0431(12) 0.0384(12) 0.0302(11) 0.0021(9) 0.0027(9) 0.0128(10) F2 0.0431(13) 0.0813(18) 0.0215(10) -0.0020(11) 0.0076(9) -0.0057(13) F3 0.0359(12) 0.0501(14) 0.0352(11) 0.0013(10) 0.0008(9) -0.0157(10) F4 0.0376(12) 0.0391(12) 0.0254(10) 0.0049(9) 0.0015(9) -0.0022(9) F5 0.0288(11) 0.0491(14) 0.0411(12) -0.0082(10) -0.0050(9) -0.0080(10) F6 0.0342(12) 0.0561(15) 0.0536(14) -0.0208(12) -0.0031(10) 0.0121(11) N2 0.0190(12) 0.0194(14) 0.0199(12) 0.0024(10) 0.0033(10) -0.0023(10) N1 0.0194(13) 0.0213(14) 0.0175(12) 0.0022(10) 0.0018(10) -0.0024(11) C17 0.0207(15) 0.0253(17) 0.0253(16) -0.0025(13) 0.0028(12) 0.0037(13) C12 0.0164(14) 0.0240(16) 0.0258(15) 0.0008(13) 0.0040(12) -0.0007(12) C13 0.0186(15) 0.0272(17) 0.0338(18) 0.0038(14) 0.0026(13) -0.0016(14) C14 0.0245(17) 0.0201(17) 0.048(2) -0.0013(15) 0.0079(15) -0.0005(13) C15 0.0298(18) 0.035(2) 0.0347(19) -0.0138(16) 0.0027(15) -0.0011(15) C16 0.0322(19) 0.038(2) 0.0270(18) -0.0068(15) -0.0010(15) 0.0079(16) C11 0.0179(15) 0.0268(17) 0.0244(15) 0.0053(13) 0.0021(12) -0.0006(13) C10 0.0234(15) 0.0255(17) 0.0177(14) 0.0025(12) -0.0027(12) -0.0023(13) C9 0.0304(18) 0.0269(17) 0.0181(15) 0.0046(13) 0.0018(13) 0.0004(14) C8 0.0229(15) 0.0255(17) 0.0168(14) -0.0012(12) 0.0023(12) -0.0033(13) C7 0.0175(14) 0.0262(17) 0.0217(15) -0.0018(13) 0.0018(12) -0.0020(13) C2 0.0179(14) 0.0213(16) 0.0231(15) -0.0008(12) 0.0017(12) -0.0006(12) C1 0.0273(18) 0.028(2) 0.058(3) -0.0081(18) -0.0108(17) -0.0025(15) C3 0.0233(16) 0.0274(18) 0.0241(16) 0.0009(13) 0.0002(13) 0.0018(13) C4 0.0267(17) 0.0230(18) 0.0385(19) 0.0020(15) -0.0009(14) 0.0021(14) C5 0.0266(17) 0.0219(18) 0.0392(19) -0.0087(14) 0.0032(15) -0.0021(14) C6 0.0269(17) 0.0283(18) 0.0256(16) -0.0053(14) 0.0007(13) -0.0006(14) _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 N2 2.003(3) . ? Pt1 N1 2.028(3) . ? Pt1 S2 2.2533(8) . ? Pt1 S1 2.2613(8) . ? S2 C17 1.743(3) . ? S1 C2 1.780(3) . ? S1 C1 1.809(4) . ? P1 F3 1.591(2) . ? P1 F6 1.597(3) . ? P1 F2 1.597(2) . ? P1 F4 1.601(2) . ? P1 F5 1.606(2) . ? P1 F1 1.608(2) . ? N2 C11 1.281(4) . ? N2 C10 1.488(4) . ? N1 C8 1.279(4) . ? N1 C9 1.481(4) . ? C17 C16 1.404(5) . ? C17 C12 1.420(4) . ? C12 C13 1.415(5) . ? C12 C11 1.436(4) . ? C13 C14 1.372(5) . ? C13 H13 0.9300 . ? C14 C15 1.392(5) . ? C14 H14 0.9300 . ? C15 C16 1.375(5) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C11 H11 0.9300 . ? C10 C9 1.513(5) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C8 C7 1.458(4) . ? C8 H8 0.9300 . ? C7 C6 1.401(5) . ? C7 C2 1.408(4) . ? C2 C3 1.382(5) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C3 C4 1.391(5) . ? C3 H3 0.9300 . ? C4 C5 1.375(5) . ? C4 H4 0.9300 . ? C5 C6 1.387(5) . ? C5 H5 0.9300 . ? C6 H6 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 N2 Pt1 N1 83.33(10) . . ? N2 Pt1 S2 94.98(8) . . ? N1 Pt1 S2 178.11(8) . . ? N2 Pt1 S1 178.24(7) . . ? N1 Pt1 S1 95.14(8) . . ? S2 Pt1 S1 86.56(3) . . ? C17 S2 Pt1 108.77(11) . . ? C2 S1 C1 99.33(16) . . ? C2 S1 Pt1 109.59(10) . . ? C1 S1 Pt1 106.53(13) . . ? F3 P1 F6 90.63(14) . . ? F3 P1 F2 90.76(13) . . ? F6 P1 F2 90.77(15) . . ? F3 P1 F4 90.02(12) . . ? F6 P1 F4 90.10(13) . . ? F2 P1 F4 178.82(13) . . ? F3 P1 F5 179.47(15) . . ? F6 P1 F5 89.87(13) . . ? F2 P1 F5 89.41(13) . . ? F4 P1 F5 89.80(12) . . ? F3 P1 F1 90.19(13) . . ? F6 P1 F1 178.93(15) . . ? F2 P1 F1 89.90(13) . . ? F4 P1 F1 89.22(12) . . ? F5 P1 F1 89.31(13) . . ? C11 N2 C10 119.3(3) . . ? C11 N2 Pt1 130.1(2) . . ? C10 N2 Pt1 110.53(19) . . ? C8 N1 C9 118.5(3) . . ? C8 N1 Pt1 130.8(2) . . ? C9 N1 Pt1 110.7(2) . . ? C16 C17 C12 118.1(3) . . ? C16 C17 S2 115.1(3) . . ? C12 C17 S2 126.8(3) . . ? C13 C12 C17 118.5(3) . . ? C13 C12 C11 115.5(3) . . ? C17 C12 C11 126.0(3) . . ? C14 C13 C12 122.1(3) . . ? C14 C13 H13 119.0 . . ? C12 C13 H13 119.0 . . ? C13 C14 C15 119.1(3) . . ? C13 C14 H14 120.4 . . ? C15 C14 H14 120.4 . . ? C16 C15 C14 120.4(3) . . ? C16 C15 H15 119.8 . . ? C14 C15 H15 119.8 . . ? C15 C16 C17 121.9(3) . . ? C15 C16 H16 119.0 . . ? C17 C16 H16 119.0 . . ? N2 C11 C12 128.5(3) . . ? N2 C11 H11 115.7 . . ? C12 C11 H11 115.7 . . ? N2 C10 C9 107.6(2) . . ? N2 C10 H10A 110.2 . . ? C9 C10 H10A 110.2 . . ? N2 C10 H10B 110.2 . . ? C9 C10 H10B 110.2 . . ? H10A C10 H10B 108.5 . . ? N1 C9 C10 107.6(3) . . ? N1 C9 H9A 110.2 . . ? C10 C9 H9A 110.2 . . ? N1 C9 H9B 110.2 . . ? C10 C9 H9B 110.2 . . ? H9A C9 H9B 108.5 . . ? N1 C8 C7 128.1(3) . . ? N1 C8 H8 115.9 . . ? C7 C8 H8 115.9 . . ? C6 C7 C2 117.4(3) . . ? C6 C7 C8 114.9(3) . . ? C2 C7 C8 127.6(3) . . ? C3 C2 C7 120.7(3) . . ? C3 C2 S1 114.1(2) . . ? C7 C2 S1 125.1(2) . . ? S1 C1 H1A 109.5 . . ? S1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? S1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C2 C3 C4 120.2(3) . . ? C2 C3 H3 119.9 . . ? C4 C3 H3 119.9 . . ? C5 C4 C3 120.3(3) . . ? C5 C4 H4 119.9 . . ? C3 C4 H4 119.9 . . ? C4 C5 C6 119.5(3) . . ? C4 C5 H5 120.2 . . ? C6 C5 H5 120.2 . . ? C5 C6 C7 121.8(3) . . ? C5 C6 H6 119.1 . . ? C7 C6 H6 119.1 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.945 _refine_diff_density_min -0.527 _refine_diff_density_rms 0.082