data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'XiaoMing Ren' _publ_contact_author_email XMREN@ES.HOKUDAI.AC.JP loop_ _publ_author_name X.Ren T.Akutagawa K.Awaga W.Fujita R.K.Kremer Q.Meng ; T.Nakamura ; Z.-P.Ni S.Nishihara S.Noro J.L.Xie #================================= data_182194 _database_code_depnum_ccdc_archive 'CCDC 272684' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H11 F N5 Ni S4' _chemical_formula_weight 527.29 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 '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 1 21/c 1' 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 12.112(2) _cell_length_b 25.875(5) _cell_length_c 7.3230(15) _cell_angle_alpha 90.00 _cell_angle_beta 101.72(3) _cell_angle_gamma 90.00 _cell_volume 2247.2(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 24083 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.80 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.559 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1068 _exptl_absorpt_coefficient_mu 1.261 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.500 _exptl_absorpt_correction_T_max 0.882 _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.00 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 36649 _diffrn_reflns_av_R_equivalents 0.0418 _diffrn_reflns_av_sigmaI/netI 0.0290 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -33 _diffrn_reflns_limit_k_max 33 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 3.11 _diffrn_reflns_theta_max 27.48 _reflns_number_total 5127 _reflns_number_gt 3533 _reflns_threshold_expression >2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction CrystalStructure _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _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^)+(0.0360P)^2^+0.3945P] 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 SHELXL _refine_ls_extinction_coef 0.0014(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5127 _refine_ls_number_parameters 281 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0560 _refine_ls_R_factor_gt 0.0353 _refine_ls_wR_factor_ref 0.0850 _refine_ls_wR_factor_gt 0.0781 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.045 _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 Ni1 Ni -0.22782(2) 0.221189(11) 0.02398(4) 0.05230(10) Uani 1 1 d . . . S1 S -0.11511(5) 0.28442(2) 0.10616(8) 0.05960(16) Uani 1 1 d . . . S2 S -0.36608(5) 0.27181(2) -0.07854(8) 0.06015(16) Uani 1 1 d . . . S3 S -0.08708(5) 0.17228(2) 0.12896(8) 0.06163(17) Uani 1 1 d . . . S4 S -0.33653(5) 0.15650(2) -0.06519(8) 0.06060(16) Uani 1 1 d . . . F1 F 0.25741(16) 0.32812(6) -0.0074(2) 0.1027(6) Uani 1 1 d . . . N1 N -0.0996(2) 0.42554(10) 0.0989(4) 0.0948(8) Uani 1 1 d . . . N2 N -0.4396(2) 0.40930(10) -0.1413(4) 0.0982(8) Uani 1 1 d . . . N3 N 0.0112(3) 0.04081(10) 0.1642(4) 0.1061(9) Uani 1 1 d . . . N4 N -0.3309(2) 0.01506(10) -0.1092(4) 0.0972(8) Uani 1 1 d . . . N5 N 0.27532(17) 0.08548(7) -0.1273(3) 0.0618(5) Uani 1 1 d . . . C1 C -0.1441(2) 0.38694(10) 0.0720(3) 0.0644(6) Uani 1 1 d . . . C2 C -0.19755(19) 0.33743(9) 0.0398(3) 0.0533(5) Uani 1 1 d . . . C3 C -0.30813(19) 0.33208(9) -0.0410(3) 0.0543(5) Uani 1 1 d . . . C4 C -0.3801(2) 0.37551(10) -0.0961(3) 0.0657(6) Uani 1 1 d . . . C5 C -0.0586(2) 0.07073(11) 0.1225(3) 0.0725(7) Uani 1 1 d . . . C6 C -0.1384(2) 0.11138(9) 0.0753(3) 0.0580(6) Uani 1 1 d . . . C7 C -0.2481(2) 0.10422(9) -0.0100(3) 0.0573(5) Uani 1 1 d . . . C8 C -0.2932(2) 0.05394(10) -0.0626(4) 0.0699(7) Uani 1 1 d . . . C9 C 0.3728(3) 0.07962(12) -0.1791(5) 0.0898(9) Uani 1 1 d . . . H9A H 0.4384 0.0927 -0.1049 0.108 Uiso 1 1 calc R . . C10 C 0.3780(4) 0.05469(14) -0.3397(6) 0.1147(12) Uani 1 1 d . . . H10A H 0.4467 0.0506 -0.3760 0.138 Uiso 1 1 calc R . . C11 C 0.2815(4) 0.03554(13) -0.4478(5) 0.1074(12) Uani 1 1 d . . . H11A H 0.2835 0.0187 -0.5593 0.129 Uiso 1 1 calc R . . C12 C 0.1826(3) 0.04143(12) -0.3904(5) 0.0983(10) Uani 1 1 d . . . H12A H 0.1161 0.0284 -0.4619 0.118 Uiso 1 1 calc R . . C13 C 0.1813(2) 0.06616(10) -0.2295(4) 0.0786(7) Uani 1 1 d . . . H13A H 0.1136 0.0698 -0.1894 0.094 Uiso 1 1 calc R . . C14 C 0.2716(2) 0.11282(10) 0.0494(3) 0.0766(7) Uani 1 1 d . . . H14A H 0.3373 0.1033 0.1427 0.092 Uiso 1 1 calc R . . H14B H 0.2052 0.1018 0.0939 0.092 Uiso 1 1 calc R . . C15 C 0.2689(2) 0.17076(9) 0.0268(3) 0.0586(6) Uani 1 1 d . . . C16 C 0.3634(2) 0.20004(10) 0.0910(3) 0.0705(7) Uani 1 1 d . . . H16A H 0.4307 0.1836 0.1434 0.085 Uiso 1 1 calc R . . C17 C 0.3608(2) 0.25295(11) 0.0798(4) 0.0724(7) Uani 1 1 d . . . H17A H 0.4251 0.2725 0.1242 0.087 Uiso 1 1 calc R . . C18 C 0.2614(2) 0.27590(10) 0.0017(3) 0.0693(7) Uani 1 1 d . . . C19 C 0.1665(2) 0.24859(12) -0.0653(4) 0.0768(8) Uani 1 1 d . . . H19A H 0.0999 0.2654 -0.1189 0.092 Uiso 1 1 calc R . . C20 C 0.1703(2) 0.19574(11) -0.0526(3) 0.0715(7) Uani 1 1 d . . . H20A H 0.1057 0.1765 -0.0981 0.086 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 Ni1 0.04689(17) 0.05760(18) 0.05001(17) 0.00606(12) 0.00420(12) -0.00617(12) S1 0.0469(3) 0.0626(4) 0.0641(3) 0.0046(3) -0.0009(3) -0.0069(3) S2 0.0448(3) 0.0669(4) 0.0645(4) 0.0030(3) 0.0010(3) -0.0035(3) S3 0.0508(3) 0.0646(4) 0.0652(4) 0.0039(3) 0.0017(3) -0.0028(3) S4 0.0519(3) 0.0623(4) 0.0648(3) 0.0048(3) 0.0053(3) -0.0109(3) F1 0.1353(16) 0.0673(11) 0.1045(12) -0.0046(9) 0.0221(11) 0.0132(10) N1 0.0970(19) 0.0692(15) 0.1134(19) -0.0086(14) 0.0099(15) -0.0161(14) N2 0.0873(18) 0.0814(17) 0.122(2) -0.0005(15) 0.0123(15) 0.0240(14) N3 0.109(2) 0.0880(18) 0.110(2) -0.0072(15) -0.0035(16) 0.0306(17) N4 0.109(2) 0.0666(16) 0.1087(19) -0.0032(14) 0.0036(15) -0.0167(14) N5 0.0585(12) 0.0562(11) 0.0676(12) 0.0057(9) 0.0054(10) -0.0074(9) C1 0.0608(15) 0.0636(16) 0.0679(15) -0.0046(12) 0.0107(12) -0.0035(12) C2 0.0576(14) 0.0577(13) 0.0459(11) -0.0005(9) 0.0135(10) -0.0029(10) C3 0.0540(13) 0.0607(14) 0.0479(11) -0.0006(9) 0.0096(10) 0.0004(10) C4 0.0556(14) 0.0691(16) 0.0710(15) -0.0048(12) 0.0093(12) 0.0044(13) C5 0.0777(18) 0.0701(17) 0.0671(15) -0.0036(13) 0.0082(13) 0.0040(14) C6 0.0623(15) 0.0608(14) 0.0510(12) 0.0033(10) 0.0117(11) 0.0013(11) C7 0.0638(14) 0.0571(14) 0.0519(12) 0.0047(10) 0.0135(11) -0.0064(11) C8 0.0730(17) 0.0636(16) 0.0696(15) 0.0027(12) 0.0062(13) -0.0055(13) C9 0.0634(18) 0.086(2) 0.122(2) -0.0102(18) 0.0236(17) -0.0125(15) C10 0.123(3) 0.093(3) 0.149(3) -0.015(2) 0.075(3) -0.004(2) C11 0.177(4) 0.068(2) 0.081(2) -0.0067(15) 0.036(3) 0.007(2) C12 0.111(3) 0.079(2) 0.092(2) -0.0143(16) -0.012(2) 0.0017(19) C13 0.0614(16) 0.0750(18) 0.0933(19) -0.0096(15) 0.0016(14) -0.0053(13) C14 0.0858(19) 0.0787(18) 0.0618(15) 0.0026(13) 0.0071(14) -0.0119(15) C15 0.0580(14) 0.0683(15) 0.0488(12) -0.0024(10) 0.0095(10) -0.0031(11) C16 0.0508(14) 0.0803(18) 0.0734(16) -0.0022(13) -0.0037(12) 0.0011(13) C17 0.0593(16) 0.0764(18) 0.0792(17) -0.0080(13) 0.0087(13) -0.0090(13) C18 0.0803(19) 0.0699(17) 0.0597(14) -0.0049(12) 0.0187(13) 0.0068(14) C19 0.0582(16) 0.088(2) 0.0788(17) -0.0076(15) 0.0017(13) 0.0158(14) C20 0.0458(13) 0.091(2) 0.0748(16) -0.0099(14) 0.0052(12) -0.0058(13) _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 Ni1 S3 2.1368(8) . ? Ni1 S1 2.1374(7) . ? Ni1 S2 2.1385(7) . ? Ni1 S4 2.1477(7) . ? S1 C2 1.708(2) . ? S2 C3 1.709(2) . ? S3 C6 1.710(2) . ? S4 C7 1.722(2) . ? F1 C18 1.353(3) . ? N1 C1 1.133(3) . ? N2 C4 1.138(3) . ? N3 C5 1.141(3) . ? N4 C8 1.129(3) . ? N5 C9 1.321(3) . ? N5 C13 1.327(3) . ? N5 C14 1.483(3) . ? C1 C2 1.433(3) . ? C2 C3 1.357(3) . ? C3 C4 1.429(3) . ? C5 C6 1.423(3) . ? C6 C7 1.361(3) . ? C7 C8 1.433(3) . ? C9 C10 1.354(4) . ? C10 C11 1.365(5) . ? C11 C12 1.356(5) . ? C12 C13 1.343(4) . ? C14 C15 1.508(3) . ? C15 C16 1.374(3) . ? C15 C20 1.378(3) . ? C16 C17 1.371(4) . ? C17 C18 1.361(4) . ? C18 C19 1.353(4) . ? C19 C20 1.371(4) . ? 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 S3 Ni1 S1 86.26(3) . . ? S3 Ni1 S2 178.54(3) . . ? S1 Ni1 S2 92.28(3) . . ? S3 Ni1 S4 92.45(3) . . ? S1 Ni1 S4 177.71(3) . . ? S2 Ni1 S4 89.01(3) . . ? C2 S1 Ni1 103.39(8) . . ? C3 S2 Ni1 103.63(8) . . ? C6 S3 Ni1 103.70(8) . . ? C7 S4 Ni1 103.12(8) . . ? C9 N5 C13 120.6(2) . . ? C9 N5 C14 119.5(2) . . ? C13 N5 C14 119.8(2) . . ? N1 C1 C2 178.5(3) . . ? C3 C2 C1 122.4(2) . . ? C3 C2 S1 120.68(18) . . ? C1 C2 S1 116.91(17) . . ? C2 C3 C4 122.3(2) . . ? C2 C3 S2 119.99(18) . . ? C4 C3 S2 117.69(17) . . ? N2 C4 C3 178.4(3) . . ? N3 C5 C6 175.1(3) . . ? C7 C6 C5 124.2(2) . . ? C7 C6 S3 120.42(18) . . ? C5 C6 S3 115.35(18) . . ? C6 C7 C8 122.0(2) . . ? C6 C7 S4 120.24(18) . . ? C8 C7 S4 117.71(19) . . ? N4 C8 C7 177.7(3) . . ? N5 C9 C10 120.4(3) . . ? C9 C10 C11 119.5(4) . . ? C12 C11 C10 119.0(3) . . ? C13 C12 C11 119.6(3) . . ? N5 C13 C12 120.8(3) . . ? N5 C14 C15 112.5(2) . . ? C16 C15 C20 118.4(2) . . ? C16 C15 C14 120.8(2) . . ? C20 C15 C14 120.7(2) . . ? C17 C16 C15 121.5(2) . . ? C18 C17 C16 117.9(2) . . ? C19 C18 F1 119.0(3) . . ? C19 C18 C17 122.6(3) . . ? F1 C18 C17 118.4(3) . . ? C18 C19 C20 118.8(2) . . ? C19 C20 C15 120.7(2) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.306 _refine_diff_density_min -0.254 _refine_diff_density_rms 0.048 #=================================== data_CCDC285872 _database_code_depnum_ccdc_archive 'CCDC 285872' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H9 F3 N5 Ni S4' _chemical_formula_weight 563.27 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 '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 1 21/c 1' 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 7.445(2) _cell_length_b 22.234(6) _cell_length_c 13.400(5) _cell_angle_alpha 90.00 _cell_angle_beta 98.400(10) _cell_angle_gamma 90.00 _cell_volume 2194.3(12) _cell_formula_units_Z 4 _cell_measurement_temperature 93(2) _cell_measurement_reflns_used 31525 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.80 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.705 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1132 _exptl_absorpt_coefficient_mu 1.310 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.397 _exptl_absorpt_correction_T_max 0.770 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 93(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.00 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31084 _diffrn_reflns_av_R_equivalents 0.0374 _diffrn_reflns_av_sigmaI/netI 0.0251 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.07 _diffrn_reflns_theta_max 26.50 _reflns_number_total 4562 _reflns_number_gt 4059 _reflns_threshold_expression >2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction CrystalStructure _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _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^)+(0.0150P)^2^+1.9719P] 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 4562 _refine_ls_number_parameters 298 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0325 _refine_ls_R_factor_gt 0.0288 _refine_ls_wR_factor_ref 0.0556 _refine_ls_wR_factor_gt 0.0548 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.061 _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 Ni1 Ni 0.71022(3) 0.971702(10) 0.489994(17) 0.01324(6) Uani 1 1 d . . . S1 S 0.70683(6) 1.01288(2) 0.34513(3) 0.01657(10) Uani 1 1 d . . . S2 S 0.83014(6) 1.04951(2) 0.56859(3) 0.01530(10) Uani 1 1 d . . . S3 S 0.58827(6) 0.894539(19) 0.40963(3) 0.01562(10) Uani 1 1 d . . . S4 S 0.71820(6) 0.92932(2) 0.63492(3) 0.01545(10) Uani 1 1 d . . . F1 F 0.33401(14) 0.52635(5) 0.39282(8) 0.0227(2) Uani 1 1 d . . . F2 F 0.55016(15) 0.43322(5) 0.35685(9) 0.0254(3) Uani 1 1 d . . . F3 F 0.91017(15) 0.45084(5) 0.35997(9) 0.0258(3) Uani 1 1 d . . . N1 N 0.8395(2) 1.15237(8) 0.22448(13) 0.0257(4) Uani 1 1 d . . . N2 N 1.0109(2) 1.19988(7) 0.52188(13) 0.0239(4) Uani 1 1 d . . . N3 N 0.4487(2) 0.73724(7) 0.46486(13) 0.0223(4) Uani 1 1 d . . . N4 N 0.6126(2) 0.77951(7) 0.74215(13) 0.0238(4) Uani 1 1 d . . . N5 N 0.9448(2) 0.66923(6) 0.54504(12) 0.0153(3) Uani 1 1 d . . . C1 C 0.8235(2) 1.12151(8) 0.29125(15) 0.0179(4) Uani 1 1 d . . . C2 C 0.8015(2) 1.08200(8) 0.37359(14) 0.0159(4) Uani 1 1 d . . . C3 C 0.8563(2) 1.09808(8) 0.47207(14) 0.0159(4) Uani 1 1 d . . . C4 C 0.9415(2) 1.15493(8) 0.49854(14) 0.0171(4) Uani 1 1 d . . . C5 C 0.5034(2) 0.78515(8) 0.48087(14) 0.0162(4) Uani 1 1 d . . . C6 C 0.5739(2) 0.84417(8) 0.50502(14) 0.0149(4) Uani 1 1 d . . . C7 C 0.6312(2) 0.85934(8) 0.60387(14) 0.0150(4) Uani 1 1 d . . . C8 C 0.6214(2) 0.81592(8) 0.68228(14) 0.0173(4) Uani 1 1 d . . . C9 C 0.8468(2) 0.66620(9) 0.62229(15) 0.0205(4) Uani 1 1 d . . . H9A H 0.7235 0.6575 0.6092 0.025 Uiso 1 1 calc R . . C10 C 0.9271(3) 0.67583(9) 0.71938(16) 0.0259(4) Uani 1 1 d . . . H10A H 0.8591 0.6735 0.7722 0.031 Uiso 1 1 calc R . . C11 C 1.1110(3) 0.68921(9) 0.73831(16) 0.0264(4) Uani 1 1 d . . . H11A H 1.1673 0.6966 0.8038 0.032 Uiso 1 1 calc R . . C12 C 1.2093(3) 0.69136(9) 0.65851(16) 0.0250(4) Uani 1 1 d . . . H12A H 1.3330 0.6996 0.6700 0.030 Uiso 1 1 calc R . . C13 C 1.1234(2) 0.68121(8) 0.56232(15) 0.0197(4) Uani 1 1 d . . . H13A H 1.1894 0.6826 0.5086 0.024 Uiso 1 1 calc R . . C14 C 0.8511(2) 0.66330(8) 0.43892(14) 0.0174(4) Uani 1 1 d . . . H14A H 0.9374 0.6713 0.3929 0.021 Uiso 1 1 calc R . . H14B H 0.7553 0.6931 0.4268 0.021 Uiso 1 1 calc R . . C15 C 0.7707(2) 0.60149(8) 0.41780(13) 0.0156(4) Uani 1 1 d . . . C16 C 0.5843(2) 0.59285(8) 0.41372(14) 0.0169(4) Uani 1 1 d . . . H16A H 0.5091 0.6249 0.4242 0.020 Uiso 1 1 calc R . . C17 C 0.5132(2) 0.53625(9) 0.39396(14) 0.0176(4) Uani 1 1 d . . . C18 C 0.6213(3) 0.48833(8) 0.37588(14) 0.0179(4) Uani 1 1 d . . . C19 C 0.8057(2) 0.49791(8) 0.37893(14) 0.0180(4) Uani 1 1 d . . . C20 C 0.8817(2) 0.55352(8) 0.40001(14) 0.0163(4) Uani 1 1 d . . . H20A H 1.0061 0.5591 0.4024 0.020 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 Ni1 0.01370(11) 0.01355(11) 0.01210(12) 0.00065(9) 0.00071(8) 0.00073(8) S1 0.0190(2) 0.0175(2) 0.0126(2) 0.00107(17) 0.00041(17) -0.00107(17) S2 0.0168(2) 0.0153(2) 0.0134(2) 0.00028(16) 0.00085(16) 0.00022(16) S3 0.0184(2) 0.0156(2) 0.0123(2) 0.00017(17) 0.00049(16) 0.00010(17) S4 0.0179(2) 0.0154(2) 0.0126(2) -0.00015(17) 0.00052(16) -0.00053(17) F1 0.0169(5) 0.0309(6) 0.0202(6) 0.0007(5) 0.0021(4) -0.0028(4) F2 0.0311(6) 0.0179(5) 0.0264(7) -0.0013(5) 0.0012(5) -0.0056(5) F3 0.0280(6) 0.0169(5) 0.0324(7) -0.0026(5) 0.0041(5) 0.0081(5) N1 0.0276(9) 0.0262(9) 0.0238(10) 0.0058(8) 0.0058(7) 0.0011(7) N2 0.0261(9) 0.0176(8) 0.0268(10) 0.0018(7) 0.0001(7) 0.0008(7) N3 0.0238(8) 0.0203(9) 0.0241(10) -0.0038(7) 0.0081(7) -0.0032(7) N4 0.0297(9) 0.0226(9) 0.0188(9) 0.0015(7) 0.0029(7) -0.0021(7) N5 0.0169(7) 0.0128(7) 0.0160(8) 0.0002(6) 0.0021(6) 0.0013(6) C1 0.0151(8) 0.0192(9) 0.0190(10) 0.0001(8) 0.0010(7) 0.0011(7) C2 0.0124(8) 0.0170(9) 0.0184(10) 0.0030(7) 0.0033(7) 0.0029(7) C3 0.0114(8) 0.0154(8) 0.0213(10) 0.0011(7) 0.0040(7) 0.0028(7) C4 0.0155(8) 0.0194(9) 0.0165(10) 0.0030(7) 0.0025(7) 0.0044(7) C5 0.0149(8) 0.0210(10) 0.0131(10) 0.0000(7) 0.0035(7) 0.0031(7) C6 0.0124(8) 0.0158(9) 0.0169(10) 0.0000(7) 0.0033(7) 0.0021(7) C7 0.0135(8) 0.0154(8) 0.0163(10) 0.0015(7) 0.0023(7) 0.0025(7) C8 0.0170(9) 0.0181(9) 0.0168(10) -0.0038(8) 0.0020(7) -0.0005(7) C9 0.0169(9) 0.0262(10) 0.0188(11) -0.0016(8) 0.0037(7) 0.0017(7) C10 0.0301(11) 0.0305(11) 0.0176(11) -0.0029(8) 0.0054(8) 0.0046(9) C11 0.0331(11) 0.0227(10) 0.0200(11) -0.0015(8) -0.0075(8) 0.0006(9) C12 0.0204(9) 0.0208(10) 0.0315(12) 0.0033(9) -0.0043(8) -0.0038(8) C13 0.0184(9) 0.0148(9) 0.0265(11) 0.0037(8) 0.0045(8) -0.0006(7) C14 0.0209(9) 0.0170(9) 0.0140(10) 0.0007(7) 0.0017(7) 0.0018(7) C15 0.0200(9) 0.0174(9) 0.0087(9) 0.0008(7) -0.0001(7) 0.0014(7) C16 0.0191(9) 0.0197(9) 0.0115(9) 0.0007(7) 0.0010(7) 0.0051(7) C17 0.0168(9) 0.0253(10) 0.0098(9) 0.0033(7) -0.0005(7) -0.0002(7) C18 0.0249(9) 0.0152(9) 0.0126(9) 0.0020(7) -0.0008(7) -0.0017(7) C19 0.0237(9) 0.0169(9) 0.0129(9) 0.0015(7) 0.0012(7) 0.0062(7) C20 0.0162(9) 0.0200(9) 0.0121(9) 0.0015(7) 0.0005(7) 0.0019(7) _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 Ni1 S1 2.1430(8) . ? Ni1 S2 2.1505(7) . ? Ni1 S4 2.1515(8) . ? Ni1 S3 2.1545(7) . ? S1 C2 1.7106(19) . ? S2 C3 1.7176(19) . ? S3 C6 1.7144(19) . ? S4 C7 1.7132(19) . ? F1 C17 1.350(2) . ? F2 C18 1.344(2) . ? F3 C19 1.350(2) . ? N1 C1 1.148(3) . ? N2 C4 1.147(2) . ? N3 C5 1.149(2) . ? N4 C8 1.148(2) . ? N5 C13 1.343(2) . ? N5 C9 1.352(2) . ? N5 C14 1.495(2) . ? C1 C2 1.438(3) . ? C2 C3 1.371(3) . ? C3 C4 1.435(3) . ? C5 C6 1.433(3) . ? C6 C7 1.373(3) . ? C7 C8 1.437(3) . ? C9 C10 1.367(3) . ? C9 H9A 0.9300 . ? C10 C11 1.388(3) . ? C10 H10A 0.9300 . ? C11 C12 1.382(3) . ? C11 H11A 0.9300 . ? C12 C13 1.371(3) . ? C12 H12A 0.9300 . ? C13 H13A 0.9300 . ? C14 C15 1.509(2) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C20 1.391(3) . ? C15 C16 1.394(3) . ? C16 C17 1.376(3) . ? C16 H16A 0.9300 . ? C17 C18 1.378(3) . ? C18 C19 1.384(3) . ? C19 C20 1.372(3) . ? C20 H20A 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 S1 Ni1 S2 92.81(3) . . ? S1 Ni1 S4 178.87(2) . . ? S2 Ni1 S4 87.45(3) . . ? S1 Ni1 S3 86.51(3) . . ? S2 Ni1 S3 179.21(2) . . ? S4 Ni1 S3 93.24(3) . . ? C2 S1 Ni1 103.41(7) . . ? C3 S2 Ni1 102.81(7) . . ? C6 S3 Ni1 102.43(7) . . ? C7 S4 Ni1 102.65(7) . . ? C13 N5 C9 120.61(17) . . ? C13 N5 C14 119.60(15) . . ? C9 N5 C14 119.66(15) . . ? N1 C1 C2 178.9(2) . . ? C3 C2 C1 121.88(17) . . ? C3 C2 S1 120.26(14) . . ? C1 C2 S1 117.85(14) . . ? C2 C3 C4 121.75(17) . . ? C2 C3 S2 120.70(14) . . ? C4 C3 S2 117.53(15) . . ? N2 C4 C3 178.4(2) . . ? N3 C5 C6 177.7(2) . . ? C7 C6 C5 119.66(16) . . ? C7 C6 S3 120.95(14) . . ? C5 C6 S3 119.38(14) . . ? C6 C7 C8 119.92(16) . . ? C6 C7 S4 120.70(14) . . ? C8 C7 S4 119.37(14) . . ? N4 C8 C7 177.3(2) . . ? N5 C9 C10 120.75(18) . . ? N5 C9 H9A 119.6 . . ? C10 C9 H9A 119.6 . . ? C9 C10 C11 119.33(19) . . ? C9 C10 H10A 120.3 . . ? C11 C10 H10A 120.3 . . ? C12 C11 C10 119.1(2) . . ? C12 C11 H11A 120.5 . . ? C10 C11 H11A 120.5 . . ? C13 C12 C11 119.64(19) . . ? C13 C12 H12A 120.2 . . ? C11 C12 H12A 120.2 . . ? N5 C13 C12 120.60(18) . . ? N5 C13 H13A 119.7 . . ? C12 C13 H13A 119.7 . . ? N5 C14 C15 112.07(14) . . ? N5 C14 H14A 109.2 . . ? C15 C14 H14A 109.2 . . ? N5 C14 H14B 109.2 . . ? C15 C14 H14B 109.2 . . ? H14A C14 H14B 107.9 . . ? C20 C15 C16 120.05(17) . . ? C20 C15 C14 120.03(16) . . ? C16 C15 C14 119.90(16) . . ? C17 C16 C15 119.11(17) . . ? C17 C16 H16A 120.4 . . ? C15 C16 H16A 120.4 . . ? F1 C17 C16 120.21(16) . . ? F1 C17 C18 118.26(17) . . ? C16 C17 C18 121.53(17) . . ? F2 C18 C17 120.93(17) . . ? F2 C18 C19 120.51(16) . . ? C17 C18 C19 118.56(17) . . ? F3 C19 C20 120.39(16) . . ? F3 C19 C18 118.13(16) . . ? C20 C19 C18 121.49(17) . . ? C19 C20 C15 119.24(17) . . ? C19 C20 H20A 120.4 . . ? C15 C20 H20A 120.4 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.485 _refine_diff_density_min -0.304 _refine_diff_density_rms 0.064 #===================================== data_CCDC285873 _database_code_depnum_ccdc_archive 'CCDC 285873' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H9 F3 N5 Pd S4' _chemical_formula_weight 610.96 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' 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' 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 7.4749(15) _cell_length_b 22.786(5) _cell_length_c 13.566(3) _cell_angle_alpha 90.00 _cell_angle_beta 98.55(3) _cell_angle_gamma 90.00 _cell_volume 2284.8(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 13556 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 27.6 _exptl_crystal_description block _exptl_crystal_colour black _exptl_crystal_size_max 0.70 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.776 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1204 _exptl_absorpt_coefficient_mu 1.221 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.371 _exptl_absorpt_correction_T_max 0.885 _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.00 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22143 _diffrn_reflns_av_R_equivalents 0.0560 _diffrn_reflns_av_sigmaI/netI 0.0451 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 27.48 _reflns_number_total 5233 _reflns_number_gt 4070 _reflns_threshold_expression >2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction CrystalStructure _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _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^)+(0.0080P)^2^+8.2987P] 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 5233 _refine_ls_number_parameters 298 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0719 _refine_ls_R_factor_gt 0.0525 _refine_ls_wR_factor_ref 0.1125 _refine_ls_wR_factor_gt 0.1045 _refine_ls_goodness_of_fit_ref 1.092 _refine_ls_restrained_S_all 1.092 _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 Pd1 Pd 0.70857(5) 0.973363(17) 0.49037(3) 0.04438(13) Uani 1 1 d . . . S1 S 0.7056(2) 1.01892(6) 0.34165(10) 0.0554(4) Uani 1 1 d . . . S2 S 0.83204(19) 1.05456(6) 0.57103(10) 0.0508(3) Uani 1 1 d . . . S3 S 0.5851(2) 0.89235(6) 0.40814(10) 0.0520(3) Uani 1 1 d . . . S4 S 0.71720(19) 0.92655(6) 0.63874(10) 0.0502(3) Uani 1 1 d . . . F1 F 0.3520(5) 0.53364(19) 0.3980(3) 0.0849(11) Uani 1 1 d . . . F2 F 0.5580(6) 0.44178(16) 0.3609(3) 0.0939(13) Uani 1 1 d . . . F3 F 0.9165(6) 0.45661(16) 0.3601(3) 0.0954(13) Uani 1 1 d . . . N1 N 0.8341(8) 1.1565(3) 0.2327(4) 0.0833(17) Uani 1 1 d . . . N2 N 1.0024(8) 1.2008(2) 0.5219(4) 0.0735(15) Uani 1 1 d . . . N3 N 0.4654(8) 0.7389(2) 0.4643(4) 0.0727(15) Uani 1 1 d . . . N4 N 0.6264(8) 0.7792(2) 0.7372(4) 0.0762(16) Uani 1 1 d . . . N5 N 0.9645(7) 0.66939(19) 0.5435(3) 0.0530(11) Uani 1 1 d . . . C1 C 0.8194(8) 1.1258(3) 0.2968(5) 0.0577(14) Uani 1 1 d . . . C2 C 0.7978(7) 1.0851(2) 0.3762(4) 0.0473(12) Uani 1 1 d . . . C3 C 0.8544(7) 1.1002(2) 0.4740(4) 0.0481(12) Uani 1 1 d . . . C4 C 0.9355(8) 1.1574(3) 0.5001(4) 0.0539(14) Uani 1 1 d . . . C5 C 0.5138(8) 0.7863(3) 0.4800(4) 0.0518(13) Uani 1 1 d . . . C6 C 0.5790(7) 0.8436(2) 0.5045(4) 0.0460(12) Uani 1 1 d . . . C7 C 0.6361(7) 0.8586(2) 0.6028(4) 0.0461(12) Uani 1 1 d . . . C8 C 0.6305(8) 0.8150(3) 0.6785(4) 0.0568(14) Uani 1 1 d . . . C9 C 0.8677(9) 0.6677(3) 0.6185(5) 0.0727(18) Uani 1 1 d . . . H9A H 0.7442 0.6601 0.6052 0.087 Uiso 1 1 calc R . . C10 C 0.9471(12) 0.6771(3) 0.7142(5) 0.089(2) Uani 1 1 d . . . H10A H 0.8785 0.6761 0.7660 0.107 Uiso 1 1 calc R . . C11 C 1.1280(12) 0.6878(3) 0.7330(6) 0.087(2) Uani 1 1 d . . . H11A H 1.1840 0.6945 0.7980 0.105 Uiso 1 1 calc R . . C12 C 1.2272(10) 0.6885(3) 0.6561(6) 0.084(2) Uani 1 1 d . . . H12A H 1.3514 0.6949 0.6682 0.100 Uiso 1 1 calc R . . C13 C 1.1416(9) 0.6797(3) 0.5613(6) 0.0690(17) Uani 1 1 d . . . H13A H 1.2078 0.6809 0.5084 0.083 Uiso 1 1 calc R . . C14 C 0.8717(8) 0.6639(2) 0.4379(4) 0.0571(14) Uani 1 1 d . . . H14A H 0.9587 0.6706 0.3928 0.068 Uiso 1 1 calc R . . H14B H 0.7784 0.6937 0.4251 0.068 Uiso 1 1 calc R . . C15 C 0.7875(8) 0.6042(2) 0.4180(4) 0.0500(13) Uani 1 1 d . . . C16 C 0.6052(8) 0.5966(3) 0.4152(4) 0.0552(14) Uani 1 1 d . . . H16A H 0.5323 0.6285 0.4251 0.066 Uiso 1 1 calc R . . C17 C 0.5298(9) 0.5419(3) 0.3978(4) 0.0629(16) Uani 1 1 d . . . C18 C 0.6331(10) 0.4951(3) 0.3784(4) 0.0651(17) Uani 1 1 d . . . C19 C 0.8149(10) 0.5030(3) 0.3796(4) 0.0651(17) Uani 1 1 d . . . C20 C 0.8941(8) 0.5566(3) 0.3989(4) 0.0580(15) Uani 1 1 d . . . H20A H 1.0178 0.5613 0.3992 0.070 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 0.0450(2) 0.0460(2) 0.0413(2) 0.00081(17) 0.00395(17) 0.00414(18) S1 0.0658(9) 0.0576(8) 0.0423(7) 0.0030(6) 0.0063(7) -0.0001(7) S2 0.0532(8) 0.0504(8) 0.0478(8) 0.0007(6) 0.0042(6) 0.0008(6) S3 0.0614(9) 0.0521(8) 0.0415(7) -0.0021(6) 0.0043(6) 0.0024(7) S4 0.0578(8) 0.0506(8) 0.0403(7) -0.0004(6) 0.0008(6) -0.0006(6) F1 0.076(3) 0.114(3) 0.065(2) 0.003(2) 0.012(2) -0.018(2) F2 0.132(4) 0.061(2) 0.084(3) -0.001(2) 0.002(3) -0.024(2) F3 0.123(4) 0.060(2) 0.100(3) -0.010(2) 0.008(3) 0.028(2) N1 0.100(5) 0.079(4) 0.075(4) 0.021(3) 0.026(3) 0.004(3) N2 0.085(4) 0.049(3) 0.085(4) 0.007(3) 0.008(3) -0.002(3) N3 0.081(4) 0.063(3) 0.078(4) -0.015(3) 0.025(3) -0.008(3) N4 0.103(5) 0.068(3) 0.058(3) 0.010(3) 0.014(3) -0.007(3) N5 0.063(3) 0.047(3) 0.048(3) 0.000(2) 0.004(2) 0.006(2) C1 0.057(3) 0.060(4) 0.058(4) 0.011(3) 0.016(3) 0.001(3) C2 0.045(3) 0.053(3) 0.045(3) 0.006(2) 0.009(2) 0.009(2) C3 0.038(3) 0.045(3) 0.062(3) 0.003(3) 0.009(2) 0.000(2) C4 0.054(3) 0.049(3) 0.059(4) 0.005(3) 0.011(3) 0.008(3) C5 0.057(3) 0.054(3) 0.047(3) -0.001(3) 0.015(3) 0.001(3) C6 0.043(3) 0.048(3) 0.046(3) -0.006(2) 0.005(2) 0.004(2) C7 0.046(3) 0.049(3) 0.043(3) 0.004(2) 0.007(2) 0.010(2) C8 0.060(4) 0.056(3) 0.054(3) -0.003(3) 0.005(3) 0.001(3) C9 0.067(4) 0.098(5) 0.054(4) -0.005(4) 0.013(3) 0.012(4) C10 0.104(6) 0.108(6) 0.055(4) -0.014(4) 0.014(4) 0.024(5) C11 0.103(6) 0.082(5) 0.067(5) -0.005(4) -0.021(5) 0.005(5) C12 0.068(5) 0.081(5) 0.094(6) 0.007(4) -0.013(4) -0.012(4) C13 0.065(4) 0.054(4) 0.088(5) 0.007(3) 0.013(4) -0.010(3) C14 0.071(4) 0.058(3) 0.043(3) 0.004(3) 0.010(3) 0.004(3) C15 0.067(4) 0.051(3) 0.031(3) 0.002(2) 0.004(2) 0.003(3) C16 0.066(4) 0.059(3) 0.041(3) 0.002(3) 0.007(3) 0.012(3) C17 0.066(4) 0.077(4) 0.044(3) 0.008(3) 0.005(3) -0.005(3) C18 0.093(5) 0.057(4) 0.043(3) 0.005(3) 0.002(3) -0.007(4) C19 0.088(5) 0.056(4) 0.049(3) 0.005(3) 0.003(3) 0.020(3) C20 0.065(4) 0.063(4) 0.044(3) 0.002(3) 0.004(3) 0.012(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 S1 2.2661(15) . ? Pd1 S4 2.2703(14) . ? Pd1 S2 2.2740(15) . ? Pd1 S3 2.2797(15) . ? S1 C2 1.695(6) . ? S2 C3 1.705(5) . ? S3 C6 1.720(5) . ? S4 C7 1.708(5) . ? F1 C17 1.343(7) . ? F2 C18 1.344(7) . ? F3 C19 1.350(7) . ? N1 C1 1.135(7) . ? N2 C4 1.128(7) . ? N3 C5 1.148(7) . ? N4 C8 1.143(7) . ? N5 C13 1.330(7) . ? N5 C9 1.334(7) . ? N5 C14 1.500(7) . ? C1 C2 1.448(7) . ? C2 C3 1.375(7) . ? C3 C4 1.459(8) . ? C5 C6 1.416(7) . ? C6 C7 1.382(7) . ? C7 C8 1.433(8) . ? C9 C10 1.362(9) . ? C10 C11 1.361(10) . ? C11 C12 1.367(10) . ? C12 C13 1.363(9) . ? C14 C15 1.507(7) . ? C15 C16 1.368(8) . ? C15 C20 1.392(7) . ? C16 C17 1.375(8) . ? C17 C18 1.365(9) . ? C18 C19 1.369(9) . ? C19 C20 1.367(8) . ? 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 S1 Pd1 S4 178.70(6) . . ? S1 Pd1 S2 90.30(6) . . ? S4 Pd1 S2 89.98(5) . . ? S1 Pd1 S3 89.17(6) . . ? S4 Pd1 S3 90.54(5) . . ? S2 Pd1 S3 179.47(5) . . ? C2 S1 Pd1 102.24(18) . . ? C3 S2 Pd1 101.78(19) . . ? C6 S3 Pd1 101.85(18) . . ? C7 S4 Pd1 102.19(18) . . ? C13 N5 C9 120.3(6) . . ? C13 N5 C14 119.6(5) . . ? C9 N5 C14 119.9(5) . . ? N1 C1 C2 178.0(7) . . ? C3 C2 C1 120.4(5) . . ? C3 C2 S1 122.9(4) . . ? C1 C2 S1 116.8(4) . . ? C2 C3 C4 120.9(5) . . ? C2 C3 S2 122.8(4) . . ? C4 C3 S2 116.3(4) . . ? N2 C4 C3 178.0(6) . . ? N3 C5 C6 176.8(7) . . ? C7 C6 C5 120.0(5) . . ? C7 C6 S3 122.4(4) . . ? C5 C6 S3 117.7(4) . . ? C6 C7 C8 118.9(5) . . ? C6 C7 S4 123.0(4) . . ? C8 C7 S4 118.1(4) . . ? N4 C8 C7 178.4(6) . . ? N5 C9 C10 120.9(7) . . ? C11 C10 C9 119.2(7) . . ? C10 C11 C12 119.7(7) . . ? C13 C12 C11 119.1(7) . . ? N5 C13 C12 120.8(7) . . ? N5 C14 C15 111.6(4) . . ? C16 C15 C20 119.5(5) . . ? C16 C15 C14 120.4(5) . . ? C20 C15 C14 120.1(5) . . ? C15 C16 C17 120.0(6) . . ? F1 C17 C18 118.6(6) . . ? F1 C17 C16 120.5(6) . . ? C18 C17 C16 120.9(6) . . ? F2 C18 C17 120.5(7) . . ? F2 C18 C19 120.6(6) . . ? C17 C18 C19 118.9(6) . . ? F3 C19 C20 119.8(6) . . ? F3 C19 C18 118.8(6) . . ? C20 C19 C18 121.4(6) . . ? C19 C20 C15 119.2(6) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.912 _refine_diff_density_min -0.484 _refine_diff_density_rms 0.096 #====================================== data_CCDC285874 _database_code_depnum_ccdc_archive 'CCDC 285874' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H9 F3 N5 Pt S4' _chemical_formula_weight 699.65 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' 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 'P 1 21/c 1' 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 7.5498(15) _cell_length_b 22.745(5) _cell_length_c 13.546(3) _cell_angle_alpha 90.00 _cell_angle_beta 98.70(3) _cell_angle_gamma 90.00 _cell_volume 2299.3(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 26894 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 27.5 _exptl_crystal_description needle _exptl_crystal_colour brown _exptl_crystal_size_max 0.70 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.021 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1332 _exptl_absorpt_coefficient_mu 6.509 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.135 _exptl_absorpt_correction_T_max 0.523 _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 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.00 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 30908 _diffrn_reflns_av_R_equivalents 0.0577 _diffrn_reflns_av_sigmaI/netI 0.0375 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 26.00 _reflns_number_total 4525 _reflns_number_gt 3822 _reflns_threshold_expression >2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction CrystalStructure _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _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^+11.2347P] 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 4525 _refine_ls_number_parameters 298 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0475 _refine_ls_R_factor_gt 0.0387 _refine_ls_wR_factor_ref 0.0873 _refine_ls_wR_factor_gt 0.0838 _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_restrained_S_all 1.064 _refine_ls_shift/su_max 0.002 _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 0.70962(3) 0.972274(11) 0.490581(19) 0.04416(10) Uani 1 1 d . . . S1 S 0.7072(3) 1.01803(8) 0.34197(13) 0.0546(4) Uani 1 1 d . . . S2 S 0.8292(2) 1.05380(8) 0.57121(13) 0.0508(4) Uani 1 1 d . . . S3 S 0.5888(2) 0.89124(8) 0.40871(13) 0.0517(4) Uani 1 1 d . . . S4 S 0.7184(2) 0.92536(8) 0.63900(13) 0.0505(4) Uani 1 1 d . . . F1 F 0.3600(7) 0.5334(2) 0.3981(4) 0.0872(15) Uani 1 1 d . . . F2 F 0.5631(9) 0.4418(2) 0.3609(4) 0.0990(18) Uani 1 1 d . . . F3 F 0.9182(8) 0.4565(2) 0.3598(4) 0.0985(18) Uani 1 1 d . . . N1 N 0.8316(11) 1.1561(3) 0.2319(6) 0.082(2) Uani 1 1 d . . . N2 N 0.9951(10) 1.2002(3) 0.5233(6) 0.076(2) Uani 1 1 d . . . N3 N 0.4680(10) 0.7373(3) 0.4636(5) 0.0728(19) Uani 1 1 d . . . N4 N 0.6259(11) 0.7782(3) 0.7381(5) 0.077(2) Uani 1 1 d . . . N5 N 0.9674(8) 0.6700(2) 0.5424(4) 0.0536(14) Uani 1 1 d . . . C1 C 0.8173(10) 1.1251(3) 0.2974(6) 0.0599(19) Uani 1 1 d . . . C2 C 0.7966(9) 1.0849(3) 0.3767(5) 0.0506(16) Uani 1 1 d . . . C3 C 0.8516(8) 1.0996(3) 0.4754(5) 0.0465(15) Uani 1 1 d . . . C4 C 0.9293(10) 1.1561(3) 0.5007(6) 0.0547(17) Uani 1 1 d . . . C5 C 0.5172(10) 0.7847(3) 0.4801(5) 0.0536(17) Uani 1 1 d . . . C6 C 0.5825(8) 0.8430(3) 0.5045(5) 0.0441(14) Uani 1 1 d . . . C7 C 0.6384(9) 0.8574(3) 0.6026(5) 0.0485(15) Uani 1 1 d . . . C8 C 0.6306(10) 0.8140(3) 0.6791(5) 0.0557(17) Uani 1 1 d . . . C9 C 0.8709(12) 0.6694(4) 0.6175(6) 0.075(2) Uani 1 1 d . . . H9A H 0.7481 0.6624 0.6046 0.090 Uiso 1 1 calc R . . C10 C 0.9535(15) 0.6789(5) 0.7141(7) 0.091(3) Uani 1 1 d . . . H10A H 0.8871 0.6784 0.7666 0.110 Uiso 1 1 calc R . . C11 C 1.1338(15) 0.6891(4) 0.7320(8) 0.091(3) Uani 1 1 d . . . H11A H 1.1911 0.6964 0.7965 0.110 Uiso 1 1 calc R . . C12 C 1.2285(13) 0.6886(4) 0.6544(9) 0.088(3) Uani 1 1 d . . . H12A H 1.3517 0.6946 0.6663 0.105 Uiso 1 1 calc R . . C13 C 1.1457(12) 0.6795(3) 0.5604(7) 0.070(2) Uani 1 1 d . . . H13A H 1.2117 0.6797 0.5078 0.084 Uiso 1 1 calc R . . C14 C 0.8773(11) 0.6643(3) 0.4373(5) 0.0603(19) Uani 1 1 d . . . H14A H 0.9643 0.6707 0.3925 0.072 Uiso 1 1 calc R . . H14B H 0.7852 0.6941 0.4236 0.072 Uiso 1 1 calc R . . C15 C 0.7935(11) 0.6041(3) 0.4176(5) 0.0550(18) Uani 1 1 d . . . C16 C 0.6100(11) 0.5966(3) 0.4143(5) 0.0592(19) Uani 1 1 d . . . H16A H 0.5375 0.6286 0.4234 0.071 Uiso 1 1 calc R . . C17 C 0.5371(12) 0.5420(4) 0.3977(6) 0.063(2) Uani 1 1 d . . . C18 C 0.6378(13) 0.4950(4) 0.3791(6) 0.067(2) Uani 1 1 d . . . C19 C 0.8177(13) 0.5026(3) 0.3794(6) 0.069(2) Uani 1 1 d . . . C20 C 0.8979(11) 0.5569(3) 0.3993(5) 0.0607(19) Uani 1 1 d . . . H20A H 1.0206 0.5615 0.4002 0.073 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 0.04453(16) 0.04350(15) 0.04368(16) 0.00042(11) 0.00416(10) 0.00495(11) S1 0.0642(11) 0.0556(10) 0.0435(10) 0.0035(8) 0.0065(8) 0.0011(8) S2 0.0537(10) 0.0472(9) 0.0501(10) -0.0011(7) 0.0035(8) 0.0009(8) S3 0.0619(11) 0.0493(10) 0.0428(10) -0.0027(7) 0.0046(8) 0.0027(8) S4 0.0603(10) 0.0477(9) 0.0413(9) -0.0001(7) 0.0011(7) 0.0015(8) F1 0.084(4) 0.104(4) 0.073(3) 0.006(3) 0.012(3) -0.015(3) F2 0.150(5) 0.056(3) 0.087(4) -0.001(3) 0.002(3) -0.020(3) F3 0.132(5) 0.061(3) 0.099(4) -0.011(3) 0.006(3) 0.034(3) N1 0.105(6) 0.073(5) 0.072(5) 0.019(4) 0.028(4) 0.009(4) N2 0.087(5) 0.050(4) 0.093(6) 0.009(4) 0.014(4) -0.001(4) N3 0.086(5) 0.058(4) 0.078(5) -0.014(3) 0.026(4) -0.007(4) N4 0.103(6) 0.065(4) 0.063(5) 0.011(4) 0.010(4) -0.006(4) N5 0.068(4) 0.041(3) 0.051(4) 0.001(2) 0.010(3) 0.006(3) C1 0.063(5) 0.054(4) 0.064(5) 0.011(4) 0.013(4) 0.007(4) C2 0.047(4) 0.050(4) 0.056(4) 0.005(3) 0.011(3) 0.014(3) C3 0.034(3) 0.045(4) 0.061(4) 0.006(3) 0.009(3) 0.005(3) C4 0.054(4) 0.045(4) 0.063(5) 0.005(3) 0.003(3) 0.011(3) C5 0.062(4) 0.048(4) 0.053(4) 0.000(3) 0.016(3) 0.005(3) C6 0.042(3) 0.046(4) 0.043(4) -0.006(3) 0.005(3) 0.008(3) C7 0.047(4) 0.050(4) 0.050(4) 0.000(3) 0.014(3) 0.005(3) C8 0.064(5) 0.051(4) 0.049(4) -0.001(3) 0.002(3) -0.001(3) C9 0.070(5) 0.090(6) 0.063(6) -0.008(4) 0.009(4) 0.013(5) C10 0.118(9) 0.108(8) 0.048(5) -0.014(5) 0.013(5) 0.025(6) C11 0.103(8) 0.087(7) 0.073(7) -0.013(5) -0.025(6) 0.006(6) C12 0.074(6) 0.080(6) 0.101(8) 0.005(6) -0.012(6) -0.016(5) C13 0.070(5) 0.054(5) 0.087(6) 0.001(4) 0.015(5) -0.009(4) C14 0.080(5) 0.053(4) 0.047(4) 0.003(3) 0.008(4) 0.004(4) C15 0.077(5) 0.047(4) 0.041(4) 0.004(3) 0.008(3) 0.006(4) C16 0.081(5) 0.054(4) 0.042(4) 0.002(3) 0.008(4) 0.007(4) C17 0.075(5) 0.071(5) 0.043(4) 0.010(4) 0.004(4) -0.006(4) C18 0.099(7) 0.054(5) 0.045(4) 0.003(3) 0.001(4) -0.005(5) C19 0.106(7) 0.047(4) 0.050(5) 0.005(3) 0.002(4) 0.021(5) C20 0.073(5) 0.059(5) 0.050(4) 0.002(3) 0.009(4) 0.009(4) _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 S1 2.2638(18) . ? Pt1 S4 2.2682(18) . ? Pt1 S2 2.2688(18) . ? Pt1 S3 2.2700(18) . ? S1 C2 1.700(7) . ? S2 C3 1.693(7) . ? S3 C6 1.705(7) . ? S4 C7 1.705(7) . ? F1 C17 1.352(9) . ? F2 C18 1.343(9) . ? F3 C19 1.344(9) . ? N1 C1 1.152(9) . ? N2 C4 1.140(9) . ? N3 C5 1.153(9) . ? N4 C8 1.146(9) . ? N5 C9 1.338(10) . ? N5 C13 1.348(10) . ? N5 C14 1.489(9) . ? C1 C2 1.436(10) . ? C2 C3 1.380(10) . ? C3 C4 1.432(10) . ? C5 C6 1.435(9) . ? C6 C7 1.372(9) . ? C7 C8 1.439(10) . ? C9 C10 1.379(12) . ? C10 C11 1.366(14) . ? C11 C12 1.357(14) . ? C12 C13 1.347(12) . ? C14 C15 1.514(10) . ? C15 C20 1.376(10) . ? C15 C16 1.390(11) . ? C16 C17 1.363(11) . ? C17 C18 1.358(12) . ? C18 C19 1.368(12) . ? C19 C20 1.385(11) . ? 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 S1 Pt1 S4 178.60(7) . . ? S1 Pt1 S2 90.08(7) . . ? S4 Pt1 S2 90.09(7) . . ? S1 Pt1 S3 89.44(7) . . ? S4 Pt1 S3 90.39(7) . . ? S2 Pt1 S3 179.46(6) . . ? C2 S1 Pt1 102.5(3) . . ? C3 S2 Pt1 102.3(2) . . ? C6 S3 Pt1 101.9(2) . . ? C7 S4 Pt1 102.0(2) . . ? C9 N5 C13 120.5(7) . . ? C9 N5 C14 120.3(7) . . ? C13 N5 C14 119.1(7) . . ? N1 C1 C2 178.0(9) . . ? C3 C2 C1 121.2(7) . . ? C3 C2 S1 122.3(5) . . ? C1 C2 S1 116.5(6) . . ? C2 C3 C4 120.2(6) . . ? C2 C3 S2 122.8(5) . . ? C4 C3 S2 117.0(5) . . ? N2 C4 C3 177.7(8) . . ? N3 C5 C6 177.6(8) . . ? C7 C6 C5 119.2(6) . . ? C7 C6 S3 122.9(5) . . ? C5 C6 S3 117.8(5) . . ? C6 C7 C8 119.6(6) . . ? C6 C7 S4 122.7(5) . . ? C8 C7 S4 117.7(5) . . ? N4 C8 C7 178.0(8) . . ? N5 C9 C10 120.0(9) . . ? C11 C10 C9 119.4(9) . . ? C12 C11 C10 119.3(9) . . ? C13 C12 C11 120.6(9) . . ? C12 C13 N5 120.2(9) . . ? N5 C14 C15 111.5(6) . . ? C20 C15 C16 119.6(7) . . ? C20 C15 C14 120.1(7) . . ? C16 C15 C14 120.3(7) . . ? C17 C16 C15 119.5(7) . . ? F1 C17 C18 118.0(8) . . ? F1 C17 C16 120.4(8) . . ? C18 C17 C16 121.6(8) . . ? F2 C18 C17 120.9(9) . . ? F2 C18 C19 120.2(8) . . ? C17 C18 C19 118.9(8) . . ? F3 C19 C18 119.4(8) . . ? F3 C19 C20 119.4(9) . . ? C18 C19 C20 121.2(8) . . ? C15 C20 C19 119.0(8) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.585 _refine_diff_density_min -1.361 _refine_diff_density_rms 0.126