Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Jonathan Rourke' _publ_contact_author_address ; Department of Chemistry University of Warwick Coventry CV4 7AL UNITED KINGDOM ; _publ_contact_author_email J.ROURKE@WARWICK.AC.UK _publ_section_title ; Cyclometallated platinum(II) complexes: oxidation to, and C-H activation by, platinum(IV). ; loop_ _publ_author_name 'J. Rourke' 'Katherine Casey-Green' 'Gareth W. V. Cave' 'Guy J. Clarkson' 'W. Errington' ; C.P.Newman ; data_2b _database_code_depnum_ccdc_archive 'CCDC 643939' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H16 Cl4 F2 N2 Pt' _chemical_formula_weight 695.27 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' Cl Cl 0.1484 0.1585 '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 9.8170(6) _cell_length_b 16.6371(12) _cell_length_c 15.0892(16) _cell_angle_alpha 90.00 _cell_angle_beta 108.028(4) _cell_angle_gamma 90.00 _cell_volume 2343.5(3) _cell_formula_units_Z 4 _cell_measurement_temperature 240(2) _cell_measurement_reflns_used 2522 _cell_measurement_theta_min 3 _cell_measurement_theta_max 20 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.971 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1328 _exptl_absorpt_coefficient_mu 6.474 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.65 _exptl_absorpt_correction_T_max 0.89 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; The temperature of the crystal was controlled using the Oxford Cryosystem Cryostream Cooler (Cosier & Glazer, 1986). The data collection nominally covered over a hemisphere of reciprocal space, by a combination of three sets of exposures with different \f angles for the crystal; each 10 s exposure covered 0.3\% in \w. The crystal-to-detector distance was 5.0 cm. Coverage of the unique set is over 97% complete to at least 26\% in \q. Crystal decay was found to be negligible by by repeating the initial frames at t data collection and analyzing the duplicate reflections. Hydrogen atoms were added at calculated positions and refined using a riding model. Anisotropic displacement parameters were used for all non-H atoms H-atoms were given isotropic displacement parameter equal to 1.2 (or 1.5 for met atoms) times the equivalent isotropic displacement parameter of the atom to which they are attached. ; _diffrn_ambient_temperature 240(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens SMART diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8.192 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 14626 _diffrn_reflns_av_R_equivalents 0.1228 _diffrn_reflns_av_sigmaI/netI 0.2051 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.87 _diffrn_reflns_theta_max 28.98 _reflns_number_total 5690 _reflns_number_gt 2281 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Siemens, 1994)' _computing_cell_refinement 'SAINT (Siemens, 1995)' _computing_data_reduction 'SAINT (Siemens, 1995)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)' _computing_publication_material 'SHELXTL (Sheldrick, 1997)' _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^)+(0.0216P)^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 0.00152(12) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5690 _refine_ls_number_parameters 290 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1913 _refine_ls_R_factor_gt 0.0532 _refine_ls_wR_factor_ref 0.0955 _refine_ls_wR_factor_gt 0.0697 _refine_ls_goodness_of_fit_ref 0.885 _refine_ls_restrained_S_all 0.885 _refine_ls_shift/su_max 0.023 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pt1 Pt 0.15422(4) 0.50379(2) 0.30589(3) 0.03753(15) Uani 1 1 d . . . Cl1 Cl -0.0576(3) 0.42229(16) 0.24622(19) 0.0603(8) Uani 1 1 d . . . N11 N 0.1335(8) 0.5360(4) 0.1731(6) 0.038(2) Uani 1 1 d . . . F11 F 0.5850(6) 0.2444(3) 0.2307(5) 0.078(2) Uani 1 1 d . . . C12 C 0.0433(10) 0.5976(6) 0.1385(7) 0.045(3) Uani 1 1 d . . . H12A H -0.0097 0.6189 0.1753 0.054 Uiso 1 1 calc R . . C13 C 0.0251(11) 0.6306(6) 0.0529(8) 0.054(3) Uani 1 1 d . . . H13A H -0.0395 0.6733 0.0323 0.064 Uiso 1 1 calc R . . C14 C 0.0990(12) 0.6024(6) -0.0023(7) 0.051(3) Uani 1 1 d . . . H14A H 0.0870 0.6243 -0.0617 0.061 Uiso 1 1 calc R . . C15 C 0.1955(11) 0.5383(5) 0.0326(8) 0.051(3) Uani 1 1 d . . . H15A H 0.2501 0.5175 -0.0034 0.061 Uiso 1 1 calc R . . C16 C 0.2100(9) 0.5061(6) 0.1198(6) 0.036(2) Uani 1 1 d . . . C17 C 0.3081(10) 0.4379(5) 0.1541(6) 0.033(2) Uani 1 1 d . . . C18 C 0.2670(11) 0.3679(5) 0.1875(7) 0.046(3) Uani 1 1 d . . . H18A H 0.1747 0.3646 0.1935 0.055 Uiso 1 1 calc R . . C19 C 0.3575(11) 0.3024(6) 0.2126(7) 0.050(3) Uani 1 1 d . . . H19A H 0.3271 0.2547 0.2342 0.060 Uiso 1 1 calc R . . C110 C 0.4924(12) 0.3088(6) 0.2051(7) 0.049(3) Uani 1 1 d . . . C111 C 0.5432(11) 0.3769(7) 0.1739(7) 0.057(3) Uani 1 1 d . . . H11A H 0.6379 0.3800 0.1721 0.069 Uiso 1 1 calc R . . C112 C 0.4470(11) 0.4417(6) 0.1447(7) 0.049(3) Uani 1 1 d . . . H11B H 0.4754 0.4877 0.1189 0.058 Uiso 1 1 calc R . . N21 N 0.1855(8) 0.4822(4) 0.4413(5) 0.040(2) Uani 1 1 d . . . F21 F 0.5751(7) 0.7180(3) 0.3184(5) 0.081(2) Uani 1 1 d . . . C22 C 0.1048(11) 0.4297(6) 0.4750(8) 0.054(3) Uani 1 1 d . . . H22A H 0.0308 0.4008 0.4323 0.065 Uiso 1 1 calc R . . C23 C 0.1285(13) 0.4183(7) 0.5682(9) 0.065(3) Uani 1 1 d . . . H23A H 0.0735 0.3806 0.5887 0.078 Uiso 1 1 calc R . . C24 C 0.2316(15) 0.4614(7) 0.6312(8) 0.071(4) Uani 1 1 d . . . H24A H 0.2472 0.4556 0.6955 0.085 Uiso 1 1 calc R . . C25 C 0.3144(12) 0.5152(7) 0.5968(8) 0.066(4) Uani 1 1 d . . . H25A H 0.3869 0.5453 0.6390 0.079 Uiso 1 1 calc R . . C26 C 0.2911(11) 0.5242(5) 0.5037(7) 0.043(3) Uani 1 1 d . . . C27 C 0.3663(11) 0.5768(5) 0.4573(7) 0.043(3) Uani 1 1 d . . . C28 C 0.4847(12) 0.6260(6) 0.5064(9) 0.054(3) Uani 1 1 d . . . H28A H 0.5156 0.6260 0.5719 0.065 Uiso 1 1 calc R . . C29 C 0.5532(12) 0.6727(6) 0.4604(10) 0.062(4) Uani 1 1 d . . . H29A H 0.6319 0.7046 0.4927 0.074 Uiso 1 1 calc R . . C210 C 0.5038(12) 0.6717(6) 0.3650(10) 0.057(3) Uani 1 1 d . . . C211 C 0.3908(10) 0.6224(5) 0.3151(7) 0.041(3) Uani 1 1 d . . . H21A H 0.3658 0.6221 0.2497 0.050 Uiso 1 1 calc R . . C212 C 0.3159(10) 0.5754(5) 0.3562(8) 0.044(3) Uani 1 1 d . . . C001 C 1.1050(10) 0.7812(5) 0.6082(8) 0.057(3) Uani 1 1 d . . . H00A H 1.1251 0.7541 0.6694 0.069 Uiso 1 1 calc R . . Cl01 Cl 1.1790(3) 0.87766(17) 0.6275(2) 0.0830(10) Uani 1 1 d . . . Cl02 Cl 1.1843(3) 0.72542(17) 0.5405(2) 0.0804(10) Uani 1 1 d . . . Cl03 Cl 0.9204(3) 0.7872(2) 0.5586(3) 0.1038(13) 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 Pt1 0.0334(2) 0.0422(2) 0.0356(2) -0.0047(3) 0.00866(14) 0.0009(3) Cl1 0.0477(18) 0.0827(19) 0.0539(19) -0.0178(16) 0.0206(15) -0.0166(15) N11 0.028(5) 0.034(4) 0.048(6) 0.001(4) 0.008(4) -0.005(4) F11 0.061(4) 0.072(4) 0.098(6) 0.006(4) 0.021(4) 0.030(4) C12 0.038(7) 0.050(6) 0.044(8) -0.012(6) 0.008(5) -0.014(5) C13 0.054(8) 0.045(7) 0.047(8) 0.006(6) -0.008(6) -0.011(6) C14 0.075(9) 0.038(6) 0.033(7) 0.002(5) 0.010(6) -0.014(6) C15 0.047(7) 0.039(5) 0.067(9) -0.001(6) 0.019(6) -0.008(5) C16 0.033(5) 0.043(5) 0.027(5) 0.014(7) 0.003(4) -0.008(6) C17 0.040(7) 0.033(5) 0.030(6) -0.002(5) 0.016(5) 0.001(5) C18 0.048(7) 0.046(6) 0.046(7) 0.010(5) 0.018(5) 0.002(5) C19 0.048(7) 0.050(6) 0.053(8) 0.005(6) 0.017(6) 0.003(6) C110 0.050(8) 0.045(6) 0.042(7) -0.009(6) 0.000(6) 0.006(6) C111 0.044(7) 0.076(8) 0.046(8) -0.008(7) 0.005(6) 0.014(7) C112 0.056(8) 0.051(7) 0.042(7) -0.009(5) 0.019(6) -0.017(6) N21 0.043(5) 0.049(6) 0.028(5) 0.003(4) 0.008(4) 0.007(4) F21 0.081(5) 0.065(4) 0.097(6) 0.005(4) 0.027(4) -0.027(4) C22 0.044(7) 0.055(7) 0.062(9) -0.008(7) 0.016(6) 0.013(6) C23 0.080(10) 0.071(8) 0.051(9) 0.012(7) 0.032(7) 0.024(7) C24 0.105(11) 0.079(9) 0.039(8) 0.011(7) 0.039(8) 0.049(8) C25 0.083(9) 0.070(9) 0.048(8) -0.016(7) 0.025(7) 0.025(7) C26 0.048(7) 0.043(7) 0.037(7) -0.010(5) 0.011(6) 0.008(5) C27 0.046(7) 0.037(6) 0.046(7) -0.003(6) 0.014(6) 0.021(5) C28 0.040(8) 0.055(6) 0.055(8) -0.017(7) -0.004(6) 0.023(7) C29 0.046(8) 0.042(7) 0.093(12) -0.013(7) 0.015(8) -0.001(6) C210 0.061(8) 0.033(6) 0.081(10) -0.005(7) 0.026(8) 0.003(6) C211 0.046(7) 0.045(6) 0.026(6) -0.009(5) 0.001(5) 0.004(5) C212 0.049(7) 0.020(5) 0.073(9) 0.005(5) 0.033(6) 0.006(5) C001 0.037(6) 0.055(6) 0.077(9) 0.007(6) 0.014(6) 0.021(5) Cl01 0.074(2) 0.0703(19) 0.101(3) -0.0171(19) 0.022(2) 0.0103(18) Cl02 0.081(2) 0.0730(19) 0.099(3) -0.0155(19) 0.045(2) 0.0114(18) Cl03 0.046(2) 0.102(2) 0.151(4) -0.018(3) 0.014(2) 0.0128(19) _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 C212 1.941(10) . ? Pt1 N21 2.002(7) . ? Pt1 N11 2.023(8) . ? Pt1 Cl1 2.412(3) . ? N11 C12 1.351(10) . ? N11 C16 1.353(11) . ? F11 C110 1.382(10) . ? C12 C13 1.362(13) . ? C13 C14 1.348(14) . ? C14 C15 1.415(12) . ? C15 C16 1.386(12) . ? C16 C17 1.475(12) . ? C17 C18 1.379(11) . ? C17 C112 1.415(12) . ? C18 C19 1.382(12) . ? C19 C110 1.368(13) . ? C110 C111 1.378(13) . ? C111 C112 1.410(12) . ? N21 C26 1.359(11) . ? N21 C22 1.377(11) . ? F21 C210 1.371(12) . ? C22 C23 1.366(14) . ? C23 C24 1.358(15) . ? C24 C25 1.411(15) . ? C25 C26 1.359(13) . ? C26 C27 1.456(13) . ? C27 C28 1.428(13) . ? C27 C212 1.451(13) . ? C28 C29 1.351(14) . ? C29 C210 1.370(15) . ? C210 C211 1.397(13) . ? C211 C212 1.349(12) . ? C001 Cl02 1.733(10) . ? C001 Cl03 1.736(9) . ? C001 Cl01 1.748(9) . ? 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 C212 Pt1 N21 82.1(4) . . ? C212 Pt1 N11 92.5(4) . . ? N21 Pt1 N11 174.3(3) . . ? C212 Pt1 Cl1 175.8(3) . . ? N21 Pt1 Cl1 97.0(3) . . ? N11 Pt1 Cl1 88.2(2) . . ? C12 N11 C16 117.8(9) . . ? C12 N11 Pt1 115.9(7) . . ? C16 N11 Pt1 126.0(6) . . ? N11 C12 C13 123.4(10) . . ? C14 C13 C12 120.6(10) . . ? C13 C14 C15 117.3(11) . . ? C16 C15 C14 120.3(11) . . ? N11 C16 C15 120.6(9) . . ? N11 C16 C17 119.7(8) . . ? C15 C16 C17 119.6(9) . . ? C18 C17 C112 118.3(9) . . ? C18 C17 C16 123.1(9) . . ? C112 C17 C16 118.4(9) . . ? C17 C18 C19 122.0(10) . . ? C110 C19 C18 118.1(10) . . ? C19 C110 C111 123.7(10) . . ? C19 C110 F11 119.1(10) . . ? C111 C110 F11 117.2(10) . . ? C110 C111 C112 117.1(10) . . ? C111 C112 C17 120.5(10) . . ? C26 N21 C22 118.2(9) . . ? C26 N21 Pt1 117.3(7) . . ? C22 N21 Pt1 124.5(7) . . ? C23 C22 N21 122.3(11) . . ? C24 C23 C22 120.0(12) . . ? C23 C24 C25 117.8(11) . . ? C26 C25 C24 121.2(11) . . ? N21 C26 C25 120.5(10) . . ? N21 C26 C27 111.5(9) . . ? C25 C26 C27 128.0(10) . . ? C28 C27 C212 120.8(10) . . ? C28 C27 C26 123.2(11) . . ? C212 C27 C26 115.9(9) . . ? C29 C28 C27 121.2(13) . . ? C28 C29 C210 117.6(12) . . ? C29 C210 F21 117.5(11) . . ? C29 C210 C211 122.5(12) . . ? F21 C210 C211 120.0(12) . . ? C212 C211 C210 123.2(10) . . ? C211 C212 C27 114.7(9) . . ? C211 C212 Pt1 132.2(9) . . ? C27 C212 Pt1 113.1(8) . . ? Cl02 C001 Cl03 112.0(6) . . ? Cl02 C001 Cl01 110.5(6) . . ? Cl03 C001 Cl01 110.1(5) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C29 H29A Cl03 0.94 3.03 3.939(12) 164.3 . C001 H00A F21 0.99 2.49 3.275(13) 135.9 4_676 C14 H14A Cl1 0.94 2.82 3.598(11) 141.1 3_565 C24 H24A Cl01 0.94 2.85 3.741(12) 157.9 2_646 C12 H12A Cl01 0.94 2.92 3.552(11) 126.2 4_475 _diffrn_measured_fraction_theta_max 0.913 _diffrn_reflns_theta_full 28.98 _diffrn_measured_fraction_theta_full 0.913 _refine_diff_density_max 0.842 _refine_diff_density_min -0.787 _refine_diff_density_rms 0.173 data_4b _database_code_depnum_ccdc_archive 'CCDC 643940' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H13 Cl F N O Pt S' _chemical_formula_weight 480.84 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' O O 0.0106 0.0060 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pt Pt -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 11.1323(12) _cell_length_b 7.0613(19) _cell_length_c 17.800(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1399.2(5) _cell_formula_units_Z 4 _cell_measurement_temperature 220(2) _cell_measurement_reflns_used 6324 _cell_measurement_theta_min 3 _cell_measurement_theta_max 20 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.64 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.283 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 904 _exptl_absorpt_coefficient_mu 10.369 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.31 _exptl_absorpt_correction_T_max 0.89 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; The temperature of the crystal was controlled using the Oxford Cryosystem Cryostream Cooler (Cosier & Glazer, 1986). The data collection nominally covered over a hemisphere of reciprocal space, by a combination of three sets of exposures with different \f angles for the crystal; each 10 s exposure covered 0.3\% in \w. The crystal-to-detector distance was 5.0 cm. Coverage of the unique set is over 97% complete to at least 26\% in \q. Crystal decay was found to be negligible by by repeating the initial frames at t data collection and analyzing the duplicate reflections. Hydrogen atoms were added at calculated positions and refined using a riding model. Anisotropic displacement parameters were used for all non-H atoms H-atoms were given isotropic displacement parameter equal to 1.2 (or 1.5 for met atoms) times the equivalent isotropic displacement parameter of the atom to which they are attached. ; _diffrn_ambient_temperature 220(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens SMART diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8.192 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 8396 _diffrn_reflns_av_R_equivalents 0.0436 _diffrn_reflns_av_sigmaI/netI 0.0356 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.16 _diffrn_reflns_theta_max 28.99 _reflns_number_total 1848 _reflns_number_gt 1499 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Siemens, 1994)' _computing_cell_refinement 'SAINT (Siemens, 1995)' _computing_data_reduction 'SAINT (Siemens, 1995)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)' _computing_publication_material 'SHELXTL (Sheldrick, 1997)' _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^)+(0.0272P)^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 0.00018(10) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 1848 _refine_ls_number_parameters 114 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0353 _refine_ls_R_factor_gt 0.0246 _refine_ls_wR_factor_ref 0.0548 _refine_ls_wR_factor_gt 0.0522 _refine_ls_goodness_of_fit_ref 0.938 _refine_ls_restrained_S_all 0.938 _refine_ls_shift/su_max 0.006 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pt1 Pt 0.698291(18) 0.2500 0.428321(11) 0.03333(9) Uani 1 2 d S . . Cl1 Cl 0.68285(16) 0.2500 0.29405(9) 0.0821(7) Uani 1 2 d S . . N1 N 0.5140(4) 0.2500 0.4414(2) 0.0327(10) Uani 1 2 d S . . C2 C 0.4348(5) 0.2500 0.3866(3) 0.0447(14) Uani 1 2 d S . . H2A H 0.4625 0.2500 0.3367 0.054 Uiso 1 2 calc SR . . C3 C 0.3111(6) 0.2500 0.3998(4) 0.0541(17) Uani 1 2 d S . . H3A H 0.2565 0.2500 0.3595 0.065 Uiso 1 2 calc SR . . C4 C 0.2714(5) 0.2500 0.4709(5) 0.0545(18) Uani 1 2 d S . . H4A H 0.1884 0.2500 0.4807 0.065 Uiso 1 2 calc SR . . C5 C 0.3519(5) 0.2500 0.5296(4) 0.0450(14) Uani 1 2 d S . . H5A H 0.3243 0.2500 0.5795 0.054 Uiso 1 2 calc SR . . C6 C 0.4761(5) 0.2500 0.5143(3) 0.0353(12) Uani 1 2 d S . . C7 C 0.5716(5) 0.2500 0.5698(3) 0.0333(11) Uani 1 2 d S . . C8 C 0.6905(4) 0.2500 0.5405(3) 0.0291(10) Uani 1 2 d S . . C9 C 0.7843(5) 0.2500 0.5924(3) 0.0394(13) Uani 1 2 d S . . H9A H 0.8642 0.2500 0.5753 0.047 Uiso 1 2 calc SR . . C10 C 0.7617(6) 0.2500 0.6669(3) 0.0435(14) Uani 1 2 d S . . F10 F 0.8549(4) 0.2500 0.7152(2) 0.0705(11) Uani 1 2 d S . . C11 C 0.6443(7) 0.2500 0.6962(3) 0.0529(16) Uani 1 2 d S . . H11A H 0.6304 0.2500 0.7483 0.064 Uiso 1 2 calc SR . . C12 C 0.5525(5) 0.2500 0.6468(3) 0.0453(14) Uani 1 2 d S . . H12A H 0.4732 0.2500 0.6651 0.054 Uiso 1 2 calc SR . . S1 S 0.89629(14) 0.2500 0.41540(8) 0.0436(3) Uani 1 2 d S . . O1 O 0.9793(4) 0.2500 0.4809(3) 0.0655(13) Uani 1 2 d S . . C02 C 0.9403(4) 0.4439(7) 0.3592(3) 0.0711(15) Uani 1 1 d . . . H02A H 1.0247 0.4319 0.3465 0.107 Uiso 1 1 calc R . . H02B H 0.9276 0.5608 0.3867 0.107 Uiso 1 1 calc R . . H02C H 0.8929 0.4455 0.3135 0.107 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 0.03155(13) 0.04187(14) 0.02658(12) 0.000 0.00001(9) 0.000 Cl1 0.0691(12) 0.148(2) 0.0289(8) 0.000 0.0003(8) 0.000 N1 0.030(2) 0.037(2) 0.030(2) 0.000 -0.0052(18) 0.000 C2 0.045(4) 0.047(3) 0.042(3) 0.000 -0.008(3) 0.000 C3 0.045(4) 0.047(4) 0.070(5) 0.000 -0.025(3) 0.000 C4 0.029(3) 0.050(4) 0.084(5) 0.000 -0.002(3) 0.000 C5 0.035(3) 0.046(4) 0.055(4) 0.000 0.004(3) 0.000 C6 0.032(3) 0.026(3) 0.047(3) 0.000 -0.001(2) 0.000 C7 0.034(3) 0.032(3) 0.034(3) 0.000 0.003(2) 0.000 C8 0.030(3) 0.031(3) 0.026(2) 0.000 -0.001(2) 0.000 C9 0.036(3) 0.043(3) 0.039(3) 0.000 -0.007(2) 0.000 C10 0.053(4) 0.045(4) 0.032(3) 0.000 -0.009(3) 0.000 F10 0.078(3) 0.087(3) 0.047(2) 0.000 -0.034(2) 0.000 C11 0.080(5) 0.052(4) 0.027(3) 0.000 0.001(3) 0.000 C12 0.046(3) 0.054(4) 0.036(3) 0.000 0.012(3) 0.000 S1 0.0337(8) 0.0526(9) 0.0444(8) 0.000 0.0086(6) 0.000 O1 0.029(2) 0.110(4) 0.058(3) 0.000 0.000(2) 0.000 C02 0.069(3) 0.062(3) 0.082(4) 0.010(3) 0.025(3) -0.016(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pt1 C8 1.998(5) . ? Pt1 N1 2.065(4) . ? Pt1 S1 2.2161(16) . ? Pt1 Cl1 2.3962(17) . ? N1 C2 1.315(7) . ? N1 C6 1.363(7) . ? C2 C3 1.398(8) . ? C3 C4 1.340(11) . ? C4 C5 1.377(9) . ? C5 C6 1.408(7) . ? C6 C7 1.452(7) . ? C7 C12 1.389(7) . ? C7 C8 1.422(7) . ? C8 C9 1.395(7) . ? C9 C10 1.349(8) . ? C10 F10 1.347(7) . ? C10 C11 1.407(9) . ? C11 C12 1.348(8) . ? S1 O1 1.488(5) . ? S1 C02 1.765(4) 7_565 ? S1 C02 1.765(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 C8 Pt1 N1 81.00(18) . . ? C8 Pt1 S1 98.46(14) . . ? N1 Pt1 S1 179.46(11) . . ? C8 Pt1 Cl1 173.38(15) . . ? N1 Pt1 Cl1 92.38(12) . . ? S1 Pt1 Cl1 88.16(6) . . ? C2 N1 C6 119.9(5) . . ? C2 N1 Pt1 125.6(4) . . ? C6 N1 Pt1 114.5(3) . . ? N1 C2 C3 122.4(6) . . ? C4 C3 C2 118.9(6) . . ? C3 C4 C5 120.1(6) . . ? C4 C5 C6 119.5(6) . . ? N1 C6 C5 119.2(5) . . ? N1 C6 C7 114.8(4) . . ? C5 C6 C7 126.0(5) . . ? C12 C7 C8 120.4(5) . . ? C12 C7 C6 124.0(5) . . ? C8 C7 C6 115.6(4) . . ? C9 C8 C7 117.0(5) . . ? C9 C8 Pt1 129.0(4) . . ? C7 C8 Pt1 114.0(4) . . ? C10 C9 C8 120.8(5) . . ? F10 C10 C9 118.9(6) . . ? F10 C10 C11 118.6(5) . . ? C9 C10 C11 122.5(5) . . ? C12 C11 C10 117.5(5) . . ? C11 C12 C7 121.8(5) . . ? O1 S1 C02 105.8(2) . 7_565 ? O1 S1 C02 105.8(2) . . ? C02 S1 C02 101.7(3) 7_565 . ? O1 S1 Pt1 122.42(18) . . ? C02 S1 Pt1 109.58(17) 7_565 . ? C02 S1 Pt1 109.58(17) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C9 H9A O1 0.94 2.11 2.941(7) 146.2 . C3 H3A Cl1 0.94 2.85 3.734(7) 156.5 6_556 C12 H12A F10 0.94 2.51 3.297(6) 141.9 6_557 C02 H02A Cl1 0.97 3.32 4.074(5) 136.3 6_656 C4 H4A O1 0.94 2.33 3.257(8) 169.4 1_455 _diffrn_measured_fraction_theta_max 0.923 _diffrn_reflns_theta_full 28.99 _diffrn_measured_fraction_theta_full 0.923 _refine_diff_density_max 1.095 _refine_diff_density_min -0.638 _refine_diff_density_rms 0.115 data_5b _database_code_depnum_ccdc_archive 'CCDC 643941' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H10 Cl F N2 Pt' _chemical_formula_weight 419.75 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pt Pt -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pna2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z+1/2' _cell_length_a 6.7240(6) _cell_length_b 17.6254(15) _cell_length_c 9.2172(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1092.36(16) _cell_formula_units_Z 4 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 4145 _cell_measurement_theta_min 3 _cell_measurement_theta_max 20 _exptl_crystal_description block _exptl_crystal_colour 'light brown' _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.552 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 776 _exptl_absorpt_coefficient_mu 13.073 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.46 _exptl_absorpt_correction_T_max 0.89 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; The temperature of the crystal was controlled using the Oxford Cryosystem Cryostream Cooler (Cosier & Glazer, 1986). The data collection nominally covered over a hemisphere of reciprocal space, by a combination of three sets of exposures with different \f angles for the crystal; each 10 s exposure covered 0.3\% in \w. The crystal-to-detector distance was 5.0 cm. Coverage of the unique set is over 97% complete to at least 26\% in \q. Crystal decay was found to be negligible by by repeating the initial frames at t data collection and analyzing the duplicate reflections. Hydrogen atoms were added at calculated positions and refined using a riding model. Anisotropic displacement parameters were used for all non-H atoms H-atoms were given isotropic displacement parameter equal to 1.2 (or 1.5 for met atoms) times the equivalent isotropic displacement parameter of the atom to which they are attached. ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens SMART diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8.192 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 6666 _diffrn_reflns_av_R_equivalents 0.0416 _diffrn_reflns_av_sigmaI/netI 0.0517 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.49 _diffrn_reflns_theta_max 29.04 _reflns_number_total 2589 _reflns_number_gt 1904 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Siemens, 1994)' _computing_cell_refinement 'SAINT (Siemens, 1995)' _computing_data_reduction 'SAINT (Siemens, 1995)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)' _computing_publication_material 'SHELXTL (Sheldrick, 1997)' _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^)+(0.0337P)^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 0.00091(14) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.156(17) _refine_ls_number_reflns 2589 _refine_ls_number_parameters 148 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0456 _refine_ls_R_factor_gt 0.0304 _refine_ls_wR_factor_ref 0.0697 _refine_ls_wR_factor_gt 0.0666 _refine_ls_goodness_of_fit_ref 0.909 _refine_ls_restrained_S_all 0.909 _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 0.42821(3) 0.752760(13) 0.11228(17) 0.01897(10) Uani 1 1 d . . . Cl1 Cl 0.4563(4) 0.83141(14) 0.3280(3) 0.0303(6) Uani 1 1 d . . . N01 N 0.4475(12) 0.6629(4) 0.2480(10) 0.031(2) Uani 1 1 d . . . H01A H 0.3241 0.6432 0.2629 0.046 Uiso 1 1 calc R . . H01B H 0.4998 0.6782 0.3342 0.046 Uiso 1 1 calc R . . H01C H 0.5273 0.6269 0.2079 0.046 Uiso 1 1 calc R . . N1 N 0.4039(11) 0.8383(4) -0.0325(9) 0.0198(18) Uani 1 1 d . . . C2 C 0.3968(13) 0.9126(4) 0.0044(10) 0.0246(19) Uani 1 1 d . . . H2A H 0.3990 0.9264 0.1040 0.029 Uiso 1 1 calc R . . C3 C 0.3868(15) 0.9682(4) -0.0986(10) 0.026(2) Uani 1 1 d . . . H3A H 0.3886 1.0202 -0.0709 0.031 Uiso 1 1 calc R . . C4 C 0.3740(14) 0.9486(5) -0.2423(11) 0.028(2) Uani 1 1 d . . . H4A H 0.3637 0.9866 -0.3150 0.034 Uiso 1 1 calc R . . C5 C 0.3763(14) 0.8727(5) -0.2796(11) 0.0228(19) Uani 1 1 d . . . H5A H 0.3672 0.8580 -0.3785 0.027 Uiso 1 1 calc R . . C6 C 0.3921(11) 0.8178(4) -0.1705(11) 0.0186(18) Uani 1 1 d . . . C7 C 0.3923(13) 0.7349(4) -0.1970(10) 0.0195(17) Uani 1 1 d . . . C8 C 0.4055(13) 0.6927(5) -0.0697(10) 0.017(2) Uani 1 1 d . . . C9 C 0.4024(12) 0.6126(4) -0.0842(11) 0.0222(19) Uani 1 1 d . . . H9A H 0.4083 0.5806 -0.0014 0.027 Uiso 1 1 calc R . . C10 C 0.3905(14) 0.5832(5) -0.2200(11) 0.028(2) Uani 1 1 d . . . F10 F 0.3886(9) 0.5041(3) -0.2333(6) 0.0382(15) Uani 1 1 d . . . C11 C 0.3788(14) 0.6237(5) -0.3471(12) 0.031(2) Uani 1 1 d . . . H11A H 0.3696 0.5993 -0.4388 0.037 Uiso 1 1 calc R . . C12 C 0.3812(13) 0.7030(4) -0.3340(11) 0.025(2) Uani 1 1 d . . . H12A H 0.3753 0.7343 -0.4178 0.030 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 0.02526(15) 0.01271(12) 0.01893(15) -0.0010(2) 0.0024(4) 0.00024(13) Cl1 0.0444(15) 0.0237(12) 0.0227(13) -0.0037(11) 0.0014(13) -0.0016(11) N01 0.041(5) 0.029(4) 0.021(5) -0.002(4) 0.001(4) 0.003(4) N1 0.023(4) 0.007(3) 0.030(5) -0.002(3) -0.003(4) 0.001(3) C2 0.032(5) 0.019(4) 0.022(5) -0.005(4) -0.001(4) 0.002(4) C3 0.037(5) 0.008(3) 0.032(6) 0.002(4) 0.010(5) 0.001(4) C4 0.028(5) 0.015(4) 0.041(6) 0.008(4) 0.012(5) 0.003(4) C5 0.029(5) 0.020(4) 0.019(5) 0.001(4) 0.004(4) -0.002(4) C6 0.013(4) 0.016(4) 0.026(5) -0.004(4) 0.008(4) -0.004(3) C7 0.019(4) 0.015(4) 0.024(5) 0.003(3) 0.005(4) 0.001(3) C8 0.019(5) 0.018(5) 0.015(5) -0.003(4) 0.002(4) -0.004(3) C9 0.020(4) 0.011(4) 0.036(6) -0.002(4) 0.006(4) 0.003(3) C10 0.021(4) 0.015(4) 0.049(7) -0.011(4) 0.000(4) -0.001(4) F10 0.058(3) 0.009(2) 0.048(4) -0.014(2) -0.001(3) -0.003(3) C11 0.033(5) 0.025(4) 0.034(7) -0.012(4) -0.005(4) -0.003(4) C12 0.028(4) 0.018(4) 0.029(5) -0.004(4) 0.001(4) 0.000(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pt1 C8 1.990(9) . ? Pt1 N1 2.020(8) . ? Pt1 N01 2.022(9) . ? Pt1 Cl1 2.431(3) . ? N1 C6 1.325(12) . ? N1 C2 1.354(10) . ? C2 C3 1.366(11) . ? C3 C4 1.372(13) . ? C4 C5 1.380(11) . ? C5 C6 1.400(12) . ? C6 C7 1.482(10) . ? C7 C12 1.384(13) . ? C7 C8 1.392(12) . ? C8 C9 1.417(11) . ? C9 C10 1.357(13) . ? C10 C11 1.374(13) . ? C10 F10 1.399(9) . ? C11 C12 1.403(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 C8 Pt1 N1 80.5(3) . . ? C8 Pt1 N01 96.3(4) . . ? N1 Pt1 N01 176.7(4) . . ? C8 Pt1 Cl1 177.4(3) . . ? N1 Pt1 Cl1 96.9(2) . . ? N01 Pt1 Cl1 86.3(3) . . ? C6 N1 C2 120.2(8) . . ? C6 N1 Pt1 115.8(6) . . ? C2 N1 Pt1 124.0(7) . . ? N1 C2 C3 121.4(9) . . ? C2 C3 C4 119.5(8) . . ? C3 C4 C5 119.0(9) . . ? C4 C5 C6 119.5(9) . . ? N1 C6 C5 120.3(7) . . ? N1 C6 C7 115.3(8) . . ? C5 C6 C7 124.3(9) . . ? C12 C7 C8 123.7(8) . . ? C12 C7 C6 123.4(8) . . ? C8 C7 C6 112.8(8) . . ? C7 C8 C9 116.9(8) . . ? C7 C8 Pt1 115.5(6) . . ? C9 C8 Pt1 127.6(7) . . ? C10 C9 C8 117.9(9) . . ? C9 C10 C11 126.3(8) . . ? C9 C10 F10 117.6(8) . . ? C11 C10 F10 116.2(8) . . ? C10 C11 C12 116.3(9) . . ? C7 C12 C11 118.9(9) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N01 H01A Cl1 0.91 2.58 3.386(8) 147.4 3_465 N01 H01C F10 0.91 2.44 3.148(9) 135.0 2_665 _diffrn_measured_fraction_theta_max 0.935 _diffrn_reflns_theta_full 29.04 _diffrn_measured_fraction_theta_full 0.935 _refine_diff_density_max 2.467 _refine_diff_density_min -2.525 _refine_diff_density_rms 0.218 data_6b _database_code_depnum_ccdc_archive 'CCDC 643942' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H12 Cl F N2 Pt' _chemical_formula_weight 481.82 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' Cl Cl 0.1484 0.1585 '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)/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 8.570(5) _cell_length_b 18.793(10) _cell_length_c 10.005(5) _cell_angle_alpha 90.00 _cell_angle_beta 114.085(14) _cell_angle_gamma 90.00 _cell_volume 1471.1(13) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 6475 _cell_measurement_theta_min 2.90 _cell_measurement_theta_max 28.50 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.175 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 904 _exptl_absorpt_coefficient_mu 9.723 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2430 _exptl_absorpt_correction_T_max 0.4431 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; The temperature of the crystal was controlled using the Oxford Cryosystem Cryostream Cooler (Cosier & Glazer, 1986). The data collection nominally covered over a hemisphere of Reciprocal space, by a combination of three sets of exposures with different \f angles for the crystal; each 10 s exposure covered 0.3\% in \w. The crystal-to-detector distance was 5.0 cm. Coverage of the unique Set is over 97% complete to at least 26\% in \q. Crystal decay was found to be negligible by by repeating the initial frames at the end of data collection and analyzing the duplicate reflections. Hydrogen atoms were added at calculated positions and refined using a riding model. Anisotropic displacement parameters were used for all non-H atoms; H-atoms were given isotropic displacement parameter equal to 1.2 (or 1.5 for methyl H-atoms) times the equivalent isotropic displacement parameter of the atom to which they are attached. ; _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 'Siemens SMART diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8.192 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 14099 _diffrn_reflns_av_R_equivalents 0.1163 _diffrn_reflns_av_sigmaI/netI 0.0835 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.17 _diffrn_reflns_theta_max 29.25 _reflns_number_total 3752 _reflns_number_gt 2644 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Siemens, 1994)' _computing_cell_refinement 'SAINT (Siemens, 1995)' _computing_data_reduction 'SAINT (Siemens, 1995)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)' _computing_publication_material 'SHELXTL (Sheldrick, 1997)' _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^)+(0.0500P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3752 _refine_ls_number_parameters 190 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0609 _refine_ls_R_factor_gt 0.0425 _refine_ls_wR_factor_ref 0.0975 _refine_ls_wR_factor_gt 0.0946 _refine_ls_goodness_of_fit_ref 0.935 _refine_ls_restrained_S_all 0.935 _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 0.14292(3) 0.425833(12) 0.24302(3) 0.04190(11) Uani 1 1 d . . . Cl1 Cl 0.0485(3) 0.53013(9) 0.3264(3) 0.0675(5) Uani 1 1 d . . . N101 N -0.0160(7) 0.3552(3) 0.2764(7) 0.0500(14) Uani 1 1 d . . . C102 C -0.1269(8) 0.3704(4) 0.3358(9) 0.0546(17) Uani 1 1 d . . . H10A H -0.1368 0.4172 0.3613 0.066 Uiso 1 1 calc R . . C103 C -0.2255(9) 0.3195(4) 0.3601(9) 0.064(2) Uani 1 1 d . . . H10B H -0.3002 0.3314 0.4028 0.077 Uiso 1 1 calc R . . C104 C -0.2131(9) 0.2492(4) 0.3201(10) 0.065(2) Uani 1 1 d . . . H10C H -0.2835 0.2141 0.3310 0.078 Uiso 1 1 calc R . . C105 C -0.0937(10) 0.2325(4) 0.2637(8) 0.0584(18) Uani 1 1 d . . . H10D H -0.0787 0.1856 0.2419 0.070 Uiso 1 1 calc R . . C106 C 0.0018(8) 0.2857(4) 0.2405(7) 0.0477(15) Uani 1 1 d . . . C107 C 0.1336(7) 0.2763(3) 0.1836(7) 0.0442(13) Uani 1 1 d . . . C108 C 0.1707(9) 0.2110(3) 0.1388(9) 0.0548(17) Uani 1 1 d . . . H10E H 0.1155 0.1701 0.1491 0.066 Uiso 1 1 calc R . . C109 C 0.2891(9) 0.2070(4) 0.0792(8) 0.0563(18) Uani 1 1 d . . . H10F H 0.3160 0.1635 0.0494 0.068 Uiso 1 1 calc R . . F110 F 0.4848(6) 0.2652(2) 0.0052(6) 0.0728(12) Uani 1 1 d . . . C110 C 0.3671(9) 0.2689(4) 0.0646(8) 0.0545(16) Uani 1 1 d . . . C111 C 0.3347(8) 0.3337(4) 0.1102(8) 0.0512(16) Uani 1 1 d . . . H11A H 0.3925 0.3740 0.1011 0.061 Uiso 1 1 calc R . . C112 C 0.2133(7) 0.3389(3) 0.1708(7) 0.0437(14) Uani 1 1 d . . . N201 N 0.3158(6) 0.4886(3) 0.2103(7) 0.0462(13) Uani 1 1 d . . . C202 C 0.4779(8) 0.4893(3) 0.3070(8) 0.0491(15) Uani 1 1 d . . . H20A H 0.5089 0.4617 0.3911 0.059 Uiso 1 1 calc R . . C203 C 0.6003(8) 0.5288(4) 0.2878(9) 0.0570(18) Uani 1 1 d . . . H20B H 0.7131 0.5267 0.3562 0.068 Uiso 1 1 calc R . . C204 C 0.5565(10) 0.5717(4) 0.1675(9) 0.062(2) Uani 1 1 d . . . H20C H 0.6383 0.5994 0.1532 0.075 Uiso 1 1 calc R . . C205 C 0.3869(10) 0.5729(4) 0.0671(10) 0.066(2) Uani 1 1 d . . . H20D H 0.3524 0.6009 -0.0168 0.079 Uiso 1 1 calc R . . C206 C 0.2705(9) 0.5312(4) 0.0956(8) 0.0566(18) Uani 1 1 d . . . H20E H 0.1559 0.5332 0.0313 0.068 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 0.03913(14) 0.03767(14) 0.04950(18) 0.00477(10) 0.01871(11) 0.00005(9) Cl1 0.0759(12) 0.0455(9) 0.1025(17) -0.0008(9) 0.0581(12) 0.0029(8) N101 0.044(3) 0.043(3) 0.063(4) 0.012(3) 0.021(3) 0.004(2) C102 0.047(4) 0.061(4) 0.061(5) 0.010(4) 0.027(3) 0.004(3) C103 0.046(4) 0.078(5) 0.074(6) 0.019(4) 0.031(4) 0.000(4) C104 0.047(4) 0.071(5) 0.082(6) 0.019(4) 0.032(4) -0.009(3) C105 0.064(4) 0.050(4) 0.050(4) 0.005(3) 0.012(4) -0.018(3) C106 0.043(3) 0.055(4) 0.039(4) 0.000(3) 0.011(3) -0.009(3) C107 0.042(3) 0.047(3) 0.040(3) 0.004(3) 0.012(3) -0.002(3) C108 0.055(4) 0.039(3) 0.062(5) 0.001(3) 0.015(3) -0.002(3) C109 0.055(4) 0.045(4) 0.058(5) -0.006(3) 0.012(3) 0.007(3) F110 0.075(3) 0.073(3) 0.089(4) -0.007(2) 0.052(3) 0.006(2) C110 0.056(4) 0.058(4) 0.049(4) -0.001(3) 0.021(3) 0.004(3) C111 0.049(3) 0.048(3) 0.060(5) -0.006(3) 0.026(3) -0.007(3) C112 0.041(3) 0.038(3) 0.046(4) -0.002(3) 0.011(3) -0.005(2) N201 0.041(3) 0.039(3) 0.062(4) 0.000(2) 0.024(3) -0.001(2) C202 0.051(4) 0.046(3) 0.052(4) 0.003(3) 0.022(3) 0.001(3) C203 0.039(3) 0.054(4) 0.078(6) -0.008(4) 0.023(4) -0.003(3) C204 0.062(4) 0.070(5) 0.062(5) -0.014(4) 0.032(4) -0.018(4) C205 0.070(5) 0.063(5) 0.063(5) 0.005(4) 0.025(4) -0.021(4) C206 0.046(4) 0.070(5) 0.051(5) 0.007(4) 0.017(3) -0.006(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pt1 C112 1.977(6) . ? Pt1 N201 2.022(5) . ? Pt1 N101 2.025(5) . ? Pt1 Cl1 2.397(2) . ? N101 C102 1.341(8) . ? N101 C106 1.380(9) . ? C102 C103 1.361(9) . ? C102 H10A 0.9300 . ? C103 C104 1.398(11) . ? C103 H10B 0.9300 . ? C104 C105 1.391(11) . ? C104 H10C 0.9300 . ? C105 C106 1.370(9) . ? C105 H10D 0.9300 . ? C106 C107 1.467(9) . ? C107 C108 1.388(9) . ? C107 C112 1.392(9) . ? C108 C109 1.373(10) . ? C108 H10E 0.9300 . ? C109 C110 1.380(10) . ? C109 H10F 0.9300 . ? F110 C110 1.366(8) . ? C110 C111 1.367(9) . ? C111 C112 1.405(9) . ? C111 H11A 0.9300 . ? N201 C206 1.321(9) . ? N201 C202 1.330(8) . ? C202 C203 1.361(9) . ? C202 H20A 0.9300 . ? C203 C204 1.369(11) . ? C203 H20B 0.9300 . ? C204 C205 1.389(11) . ? C204 H20C 0.9300 . ? C205 C206 1.387(10) . ? C205 H20D 0.9300 . ? C206 H20E 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 C112 Pt1 N201 94.0(2) . . ? C112 Pt1 N101 81.1(2) . . ? N201 Pt1 N101 174.7(2) . . ? C112 Pt1 Cl1 178.22(18) . . ? N201 Pt1 Cl1 87.30(15) . . ? N101 Pt1 Cl1 97.66(17) . . ? C102 N101 C106 119.4(6) . . ? C102 N101 Pt1 125.4(5) . . ? C106 N101 Pt1 115.1(5) . . ? N101 C102 C103 122.2(7) . . ? N101 C102 H10A 118.9 . . ? C103 C102 H10A 118.9 . . ? C102 C103 C104 119.1(7) . . ? C102 C103 H10B 120.4 . . ? C104 C103 H10B 120.4 . . ? C105 C104 C103 118.9(6) . . ? C105 C104 H10C 120.5 . . ? C103 C104 H10C 120.5 . . ? C106 C105 C104 119.7(7) . . ? C106 C105 H10D 120.2 . . ? C104 C105 H10D 120.2 . . ? C105 C106 N101 120.5(7) . . ? C105 C106 C107 125.9(7) . . ? N101 C106 C107 113.5(6) . . ? C108 C107 C112 122.2(6) . . ? C108 C107 C106 123.0(6) . . ? C112 C107 C106 114.8(6) . . ? C109 C108 C107 119.8(6) . . ? C109 C108 H10E 120.1 . . ? C107 C108 H10E 120.1 . . ? C108 C109 C110 118.3(6) . . ? C108 C109 H10F 120.8 . . ? C110 C109 H10F 120.8 . . ? F110 C110 C111 118.6(6) . . ? F110 C110 C109 118.6(6) . . ? C111 C110 C109 122.9(7) . . ? C110 C111 C112 119.6(6) . . ? C110 C111 H11A 120.2 . . ? C112 C111 H11A 120.2 . . ? C107 C112 C111 117.2(6) . . ? C107 C112 Pt1 115.5(5) . . ? C111 C112 Pt1 127.3(5) . . ? C206 N201 C202 118.4(6) . . ? C206 N201 Pt1 121.3(4) . . ? C202 N201 Pt1 120.3(5) . . ? N201 C202 C203 122.6(7) . . ? N201 C202 H20A 118.7 . . ? C203 C202 H20A 118.7 . . ? C202 C203 C204 119.7(7) . . ? C202 C203 H20B 120.2 . . ? C204 C203 H20B 120.2 . . ? C203 C204 C205 118.4(7) . . ? C203 C204 H20C 120.8 . . ? C205 C204 H20C 120.8 . . ? C206 C205 C204 118.0(8) . . ? C206 C205 H20D 121.0 . . ? C204 C205 H20D 121.0 . . ? N201 C206 C205 122.7(7) . . ? N201 C206 H20E 118.6 . . ? C205 C206 H20E 118.6 . . ? _diffrn_measured_fraction_theta_max 0.939 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 2.338 _refine_diff_density_min -1.937 _refine_diff_density_rms 0.226 data_8a _database_code_depnum_ccdc_archive 'CCDC 643943' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H17 Cl5 N2 Pt' _chemical_formula_weight 693.73 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' Cl Cl 0.1484 0.1585 '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 triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.5988(4) _cell_length_b 11.0181(5) _cell_length_c 12.4407(5) _cell_angle_alpha 81.3380(10) _cell_angle_beta 79.2530(10) _cell_angle_gamma 64.6860(10) _cell_volume 1164.81(9) _cell_formula_units_Z 2 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 3890 _cell_measurement_theta_min 3.16 _cell_measurement_theta_max 27.11 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.978 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 664 _exptl_absorpt_coefficient_mu 6.611 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1480 _exptl_absorpt_correction_T_max 0.6213 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; The temperature of the crystal was controlled using the Oxford Cryosystem Cryostream Cooler (Cosier & Glazer, 1986). The data collection nominally covered over a hemisphere of Reciprocal space, by a combination of three sets of exposures with different \f angles for the crystal; each 10 s exposure covered 0.3\% in \w. The crystal-to-detector distance was 5.0 cm. Coverage of the unique Set is over 97% complete to at least 26\% in \q. Crystal decay was found to be negligible by by repeating the initial frames at the end of data collection and analyzing the duplicate reflections. Hydrogen atoms were added at calculated positions and refined using a riding model. Anisotropic displacement parameters were used for all non-H atoms; H-atoms were given isotropic displacement parameter equal to 1.2 (or 1.5 for methyl H-atoms) times the equivalent isotropic displacement parameter of the atom to which they are attached. ; _diffrn_ambient_temperature 180(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 'Siemens SMART diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8.192 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 7139 _diffrn_reflns_av_R_equivalents 0.0257 _diffrn_reflns_av_sigmaI/netI 0.0605 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.67 _diffrn_reflns_theta_max 28.56 _reflns_number_total 5027 _reflns_number_gt 4309 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Siemens, 1994)' _computing_cell_refinement 'SAINT (Siemens, 1995)' _computing_data_reduction 'SAINT (Siemens, 1995)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)' _computing_publication_material 'SHELXTL (Sheldrick, 1997)' _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^)+(0.0319P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5027 _refine_ls_number_parameters 280 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0427 _refine_ls_R_factor_gt 0.0342 _refine_ls_wR_factor_ref 0.0757 _refine_ls_wR_factor_gt 0.0731 _refine_ls_goodness_of_fit_ref 0.982 _refine_ls_restrained_S_all 0.982 _refine_ls_shift/su_max 0.003 _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 -0.21228(2) 1.37203(2) 0.778364(15) 0.02241(7) Uani 1 1 d . . . Cl1 Cl -0.02170(16) 1.46606(14) 0.70456(11) 0.0331(3) Uani 1 1 d . . . Cl2 Cl -0.42389(16) 1.59573(13) 0.79221(11) 0.0323(3) Uani 1 1 d . . . N1 N -0.2707(5) 1.3663(4) 0.6309(3) 0.0281(10) Uani 1 1 d . . . N2 N -0.1496(5) 1.3594(5) 0.9273(3) 0.0291(10) Uani 1 1 d . . . C1 C -0.2127(6) 1.4106(5) 0.5337(4) 0.0285(12) Uani 1 1 d . . . H1A H -0.1407 1.4494 0.5314 0.034 Uiso 1 1 calc R . . C2 C -0.2569(7) 1.4003(6) 0.4374(5) 0.0358(14) Uani 1 1 d . . . H2A H -0.2153 1.4321 0.3694 0.043 Uiso 1 1 calc R . . C3 C -0.3604(7) 1.3446(6) 0.4391(5) 0.0398(15) Uani 1 1 d . . . H3A H -0.3923 1.3387 0.3729 0.048 Uiso 1 1 calc R . . C4 C -0.4177(6) 1.2970(6) 0.5389(5) 0.0365(14) Uani 1 1 d . . . H4A H -0.4869 1.2555 0.5411 0.044 Uiso 1 1 calc R . . C5 C -0.3748(6) 1.3096(5) 0.6359(4) 0.0285(12) Uani 1 1 d . . . C6 C -0.4274(6) 1.2679(5) 0.7471(5) 0.0316(13) Uani 1 1 d . . . C7 C -0.5370(7) 1.2106(7) 0.7717(5) 0.0449(16) Uani 1 1 d . . . H7A H -0.5808 1.1966 0.7148 0.054 Uiso 1 1 calc R . . C8 C -0.5795(8) 1.1750(7) 0.8800(6) 0.0507(18) Uani 1 1 d . . . H8A H -0.6526 1.1356 0.8971 0.061 Uiso 1 1 calc R . . C9 C -0.5175(7) 1.1957(6) 0.9646(5) 0.0426(16) Uani 1 1 d . . . H9A H -0.5471 1.1695 1.0385 0.051 Uiso 1 1 calc R . . C10 C -0.4121(6) 1.2548(5) 0.9406(4) 0.0319(13) Uani 1 1 d . . . H10A H -0.3716 1.2711 0.9984 0.038 Uiso 1 1 calc R . . C11 C -0.3659(6) 1.2902(5) 0.8325(4) 0.0285(12) Uani 1 1 d . . . C12 C -0.2089(7) 1.4615(6) 0.9953(4) 0.0377(15) Uani 1 1 d . . . H12A H -0.2923 1.5431 0.9753 0.045 Uiso 1 1 calc R . . C13 C -0.1533(8) 1.4507(7) 1.0900(5) 0.0443(16) Uani 1 1 d . . . H13A H -0.1984 1.5233 1.1359 0.053 Uiso 1 1 calc R . . C14 C -0.0306(7) 1.3337(6) 1.1199(5) 0.0407(15) Uani 1 1 d . . . H14A H 0.0111 1.3255 1.1855 0.049 Uiso 1 1 calc R . . C15 C 0.0309(7) 1.2278(6) 1.0520(4) 0.0358(14) Uani 1 1 d . . . H15A H 0.1125 1.1453 1.0728 0.043 Uiso 1 1 calc R . . C16 C -0.0258(6) 1.2424(5) 0.9555(4) 0.0287(12) Uani 1 1 d . . . C17 C 0.0280(6) 1.1431(5) 0.8737(4) 0.0273(12) Uani 1 1 d . . . C18 C 0.1449(6) 1.0129(6) 0.8869(5) 0.0339(13) Uani 1 1 d . . . H18A H 0.1919 0.9838 0.9523 0.041 Uiso 1 1 calc R . . C19 C 0.1915(6) 0.9270(6) 0.8044(5) 0.0374(15) Uani 1 1 d . . . H19A H 0.2711 0.8389 0.8131 0.045 Uiso 1 1 calc R . . C20 C 0.1233(6) 0.9684(6) 0.7098(5) 0.0366(14) Uani 1 1 d . . . H20A H 0.1570 0.9096 0.6527 0.044 Uiso 1 1 calc R . . C21 C 0.0047(6) 1.0969(5) 0.6978(5) 0.0307(12) Uani 1 1 d . . . H21A H -0.0438 1.1247 0.6330 0.037 Uiso 1 1 calc R . . C22 C -0.0419(5) 1.1823(5) 0.7783(4) 0.0252(11) Uani 1 1 d . . . Cl3 Cl -0.21467(19) 0.75471(18) 0.49052(13) 0.0495(4) Uani 1 1 d . . . Cl4 Cl -0.48179(19) 0.91452(18) 0.63761(16) 0.0566(5) Uani 1 1 d . . . Cl5 Cl -0.1767(2) 0.8980(2) 0.65164(18) 0.0662(5) Uani 1 1 d . . . C23 C -0.2790(7) 0.8101(6) 0.6231(5) 0.0390(14) Uani 1 1 d . . . H23A H -0.2604 0.7297 0.6771 0.047 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 0.02308(11) 0.02009(11) 0.02195(10) -0.00127(7) -0.00466(7) -0.00639(8) Cl1 0.0375(8) 0.0360(8) 0.0308(7) -0.0007(6) -0.0040(6) -0.0207(6) Cl2 0.0344(7) 0.0238(7) 0.0304(7) -0.0016(5) -0.0082(5) -0.0029(5) N1 0.032(2) 0.022(2) 0.023(2) -0.0041(18) -0.0066(18) -0.0024(19) N2 0.029(2) 0.029(3) 0.024(2) 0.0049(19) -0.0032(18) -0.010(2) C1 0.026(3) 0.032(3) 0.027(3) -0.002(2) -0.006(2) -0.011(2) C2 0.036(3) 0.034(3) 0.029(3) -0.002(3) -0.007(2) -0.006(3) C3 0.039(3) 0.037(3) 0.036(3) -0.013(3) -0.015(3) -0.001(3) C4 0.028(3) 0.038(3) 0.043(3) -0.012(3) -0.010(2) -0.009(3) C5 0.023(3) 0.027(3) 0.036(3) -0.008(2) -0.007(2) -0.008(2) C6 0.026(3) 0.025(3) 0.040(3) -0.005(2) -0.005(2) -0.006(2) C7 0.039(4) 0.046(4) 0.054(4) -0.014(3) -0.001(3) -0.021(3) C8 0.045(4) 0.041(4) 0.065(5) -0.005(3) 0.010(3) -0.023(3) C9 0.037(3) 0.041(4) 0.046(4) 0.002(3) 0.005(3) -0.018(3) C10 0.027(3) 0.026(3) 0.034(3) 0.003(2) -0.007(2) -0.003(2) C11 0.028(3) 0.018(3) 0.029(3) 0.000(2) -0.005(2) 0.000(2) C12 0.044(4) 0.027(3) 0.031(3) -0.006(2) -0.006(3) -0.003(3) C13 0.059(4) 0.039(4) 0.034(3) -0.010(3) -0.010(3) -0.015(3) C14 0.054(4) 0.042(4) 0.029(3) -0.002(3) -0.009(3) -0.021(3) C15 0.040(3) 0.038(3) 0.030(3) 0.004(3) -0.008(2) -0.018(3) C16 0.027(3) 0.027(3) 0.031(3) 0.004(2) -0.005(2) -0.011(2) C17 0.021(3) 0.025(3) 0.033(3) 0.001(2) 0.000(2) -0.010(2) C18 0.028(3) 0.033(3) 0.036(3) 0.007(3) -0.006(2) -0.011(2) C19 0.025(3) 0.024(3) 0.051(4) 0.002(3) 0.001(3) -0.002(2) C20 0.032(3) 0.029(3) 0.045(3) -0.006(3) 0.003(3) -0.011(2) C21 0.027(3) 0.028(3) 0.037(3) -0.001(2) -0.004(2) -0.012(2) C22 0.018(2) 0.025(3) 0.031(3) 0.003(2) -0.002(2) -0.009(2) Cl3 0.0428(9) 0.0554(10) 0.0458(9) -0.0019(8) -0.0007(7) -0.0189(8) Cl4 0.0394(9) 0.0436(10) 0.0738(12) -0.0069(9) -0.0006(8) -0.0071(7) Cl5 0.0663(12) 0.0578(12) 0.0906(15) -0.0012(11) -0.0300(11) -0.0346(10) C23 0.034(3) 0.031(3) 0.047(4) -0.002(3) -0.004(3) -0.010(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pt1 C11 2.007(6) . ? Pt1 N2 2.020(4) . ? Pt1 C22 2.030(5) . ? Pt1 N1 2.033(4) . ? Pt1 Cl2 2.4386(13) . ? Pt1 Cl1 2.4435(14) . ? N1 C1 1.347(6) . ? N1 C5 1.374(7) . ? N2 C12 1.365(7) . ? N2 C16 1.381(6) . ? C1 C2 1.378(8) . ? C1 H1A 0.9500 . ? C2 C3 1.369(9) . ? C2 H2A 0.9500 . ? C3 C4 1.383(8) . ? C3 H3A 0.9500 . ? C4 C5 1.389(8) . ? C4 H4A 0.9500 . ? C5 C6 1.458(7) . ? C6 C11 1.405(8) . ? C6 C7 1.410(8) . ? C7 C8 1.382(9) . ? C7 H7A 0.9500 . ? C8 C9 1.392(10) . ? C8 H8A 0.9500 . ? C9 C10 1.388(8) . ? C9 H9A 0.9500 . ? C10 C11 1.387(7) . ? C10 H10A 0.9500 . ? C12 C13 1.351(8) . ? C12 H12A 0.9500 . ? C13 C14 1.381(8) . ? C13 H13A 0.9500 . ? C14 C15 1.394(8) . ? C14 H14A 0.9500 . ? C15 C16 1.370(8) . ? C15 H15A 0.9500 . ? C16 C17 1.468(8) . ? C17 C22 1.393(7) . ? C17 C18 1.402(7) . ? C18 C19 1.381(8) . ? C18 H18A 0.9500 . ? C19 C20 1.376(8) . ? C19 H19A 0.9500 . ? C20 C21 1.394(7) . ? C20 H20A 0.9500 . ? C21 C22 1.359(8) . ? C21 H21A 0.9500 . ? Cl3 C23 1.754(6) . ? Cl4 C23 1.778(6) . ? Cl5 C23 1.753(7) . ? C23 H23A 1.0000 . ? 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 C11 Pt1 N2 95.1(2) . . ? C11 Pt1 C22 87.8(2) . . ? N2 Pt1 C22 81.3(2) . . ? C11 Pt1 N1 81.8(2) . . ? N2 Pt1 N1 174.73(18) . . ? C22 Pt1 N1 94.29(19) . . ? C11 Pt1 Cl2 89.51(14) . . ? N2 Pt1 Cl2 95.69(13) . . ? C22 Pt1 Cl2 175.81(14) . . ? N1 Pt1 Cl2 88.55(12) . . ? C11 Pt1 Cl1 177.28(15) . . ? N2 Pt1 Cl1 87.09(13) . . ? C22 Pt1 Cl1 90.85(15) . . ? N1 Pt1 Cl1 95.92(14) . . ? Cl2 Pt1 Cl1 91.92(5) . . ? C1 N1 C5 120.6(5) . . ? C1 N1 Pt1 124.6(4) . . ? C5 N1 Pt1 114.7(3) . . ? C12 N2 C16 118.5(5) . . ? C12 N2 Pt1 125.1(4) . . ? C16 N2 Pt1 116.0(4) . . ? N1 C1 C2 120.6(5) . . ? N1 C1 H1A 119.7 . . ? C2 C1 H1A 119.7 . . ? C3 C2 C1 120.5(5) . . ? C3 C2 H2A 119.8 . . ? C1 C2 H2A 119.8 . . ? C2 C3 C4 118.8(6) . . ? C2 C3 H3A 120.6 . . ? C4 C3 H3A 120.6 . . ? C3 C4 C5 120.5(6) . . ? C3 C4 H4A 119.7 . . ? C5 C4 H4A 119.7 . . ? N1 C5 C4 119.0(5) . . ? N1 C5 C6 113.9(5) . . ? C4 C5 C6 127.2(5) . . ? C11 C6 C7 119.8(5) . . ? C11 C6 C5 116.7(5) . . ? C7 C6 C5 123.5(5) . . ? C8 C7 C6 119.0(6) . . ? C8 C7 H7A 120.5 . . ? C6 C7 H7A 120.5 . . ? C7 C8 C9 121.3(6) . . ? C7 C8 H8A 119.4 . . ? C9 C8 H8A 119.4 . . ? C10 C9 C8 119.8(6) . . ? C10 C9 H9A 120.1 . . ? C8 C9 H9A 120.1 . . ? C11 C10 C9 120.2(6) . . ? C11 C10 H10A 119.9 . . ? C9 C10 H10A 119.9 . . ? C10 C11 C6 120.0(6) . . ? C10 C11 Pt1 127.1(5) . . ? C6 C11 Pt1 112.9(4) . . ? C13 C12 N2 122.4(5) . . ? C13 C12 H12A 118.8 . . ? N2 C12 H12A 118.8 . . ? C12 C13 C14 119.8(6) . . ? C12 C13 H13A 120.1 . . ? C14 C13 H13A 120.1 . . ? C13 C14 C15 118.8(6) . . ? C13 C14 H14A 120.6 . . ? C15 C14 H14A 120.6 . . ? C16 C15 C14 120.2(6) . . ? C16 C15 H15A 119.9 . . ? C14 C15 H15A 119.9 . . ? C15 C16 N2 120.3(5) . . ? C15 C16 C17 127.2(5) . . ? N2 C16 C17 112.5(5) . . ? C22 C17 C18 119.1(5) . . ? C22 C17 C16 117.4(5) . . ? C18 C17 C16 123.5(5) . . ? C19 C18 C17 119.7(5) . . ? C19 C18 H18A 120.1 . . ? C17 C18 H18A 120.1 . . ? C20 C19 C18 120.4(5) . . ? C20 C19 H19A 119.8 . . ? C18 C19 H19A 119.8 . . ? C19 C20 C21 119.9(6) . . ? C19 C20 H20A 120.1 . . ? C21 C20 H20A 120.1 . . ? C22 C21 C20 120.3(6) . . ? C22 C21 H21A 119.9 . . ? C20 C21 H21A 119.9 . . ? C21 C22 C17 120.6(5) . . ? C21 C22 Pt1 126.8(4) . . ? C17 C22 Pt1 112.6(4) . . ? Cl5 C23 Cl3 111.1(3) . . ? Cl5 C23 Cl4 109.9(3) . . ? Cl3 C23 Cl4 110.1(3) . . ? Cl5 C23 H23A 108.5 . . ? Cl3 C23 H23A 108.5 . . ? Cl4 C23 H23A 108.5 . . ? _diffrn_measured_fraction_theta_max 0.848 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.955 _refine_diff_density_max 2.205 _refine_diff_density_min -1.844 _refine_diff_density_rms 0.164 data_8b _database_code_depnum_ccdc_archive 'CCDC 643944' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H16 Cl8 F2 N2 Pt' _chemical_formula_weight 849.08 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' Cl Cl 0.1484 0.1585 '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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z+1/2' '-x, -y, -z' '-x, y, -z-1/2' '-x+1/2, -y+1/2, -z' '-x+1/2, y+1/2, -z-1/2' _cell_length_a 22.1430(3) _cell_length_b 11.3439(2) _cell_length_c 15.4143(2) _cell_angle_alpha 90.00 _cell_angle_beta 133.1870(10) _cell_angle_gamma 90.00 _cell_volume 2823.08(7) _cell_formula_units_Z 4 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 3892 _cell_measurement_theta_min 3.23 _cell_measurement_theta_max 28.12 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.998 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1624 _exptl_absorpt_coefficient_mu 5.760 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4988 _exptl_absorpt_correction_T_max 0.7238 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; The temperature of the crystal was controlled using the Oxford Cryosystem Cryostream Cooler (Cosier & Glazer, 1986). The data collection nominally covered over a hemisphere of Reciprocal space, by a combination of three sets of exposures with different \f angles for the crystal; each 10 s exposure covered 0.3\% in \w. The crystal-to-detector distance was 5.0 cm. Coverage of the unique Set is over 97% complete to at least 26\% in \q. Crystal decay was found to be negligible by by repeating the initial frames at the end of data collection and analyzing the duplicate reflections. Hydrogen atoms were added at calculated positions and refined using a riding model. Anisotropic displacement parameters were used for all non-H atoms; H-atoms were given isotropic displacement parameter equal to 1.2 (or 1.5 for methyl H-atoms) times the equivalent isotropic displacement parameter of the atom to which they are attached. ; _diffrn_ambient_temperature 180(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 'Siemens SMART diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8.192 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 8850 _diffrn_reflns_av_R_equivalents 0.0662 _diffrn_reflns_av_sigmaI/netI 0.1044 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.19 _diffrn_reflns_theta_max 29.09 _reflns_number_total 3430 _reflns_number_gt 2368 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Siemens, 1994)' _computing_cell_refinement 'SAINT (Siemens, 1995)' _computing_data_reduction 'SAINT (Siemens, 1995)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)' _computing_publication_material 'SHELXTL (Sheldrick, 1997)' _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^)+(0.0498P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3430 _refine_ls_number_parameters 175 _refine_ls_number_restraints 9 _refine_ls_R_factor_all 0.0951 _refine_ls_R_factor_gt 0.0523 _refine_ls_wR_factor_ref 0.1101 _refine_ls_wR_factor_gt 0.0962 _refine_ls_goodness_of_fit_ref 0.992 _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 0.0000 0.70010(4) 0.2500 0.02946(15) Uani 1 2 d S . . Cl1 Cl 0.08286(11) 0.54637(17) 0.26268(18) 0.0427(5) Uani 1 1 d . . . N101 N -0.0880(3) 0.7108(5) 0.0687(5) 0.0350(14) Uani 1 1 d . . . C102 C -0.0880(5) 0.6469(7) -0.0043(7) 0.044(2) Uani 1 1 d . . . H10D H -0.0447 0.5915 0.0294 0.052 Uiso 1 1 calc R . . C103 C -0.1484(5) 0.6584(9) -0.1268(8) 0.057(2) Uani 1 1 d . . . H10E H -0.1466 0.6128 -0.1766 0.068 Uiso 1 1 calc R . . C104 C -0.2121(5) 0.7387(9) -0.1748(8) 0.055(2) Uani 1 1 d . . . H10C H -0.2554 0.7473 -0.2586 0.066 Uiso 1 1 calc R . . C105 C -0.2119(5) 0.8065(8) -0.0994(7) 0.047(2) Uani 1 1 d . . . H10B H -0.2543 0.8630 -0.1312 0.056 Uiso 1 1 calc R . . C106 C -0.1496(4) 0.7909(7) 0.0221(7) 0.0377(19) Uani 1 1 d . . . C107 C -0.1410(4) 0.8557(6) 0.1131(7) 0.0350(18) Uani 1 1 d . . . C108 C -0.0721(4) 0.8267(6) 0.2323(7) 0.0306(17) Uani 1 1 d . . . C109 C -0.0605(5) 0.8802(6) 0.3233(7) 0.0379(18) Uani 1 1 d . . . H10A H -0.0144 0.8615 0.4043 0.045 Uiso 1 1 calc R . . F110 F -0.1071(4) 1.0121(5) 0.3805(6) 0.0818(18) Uani 1 1 d . . . C110 C -0.1183(6) 0.9615(7) 0.2917(9) 0.047(2) Uani 1 1 d . . . C111 C -0.1860(5) 0.9939(7) 0.1776(9) 0.051(2) Uani 1 1 d . . . H11B H -0.2240 1.0516 0.1609 0.061 Uiso 1 1 calc R . . C112 C -0.1968(5) 0.9395(7) 0.0882(8) 0.046(2) Uani 1 1 d . . . H11A H -0.2433 0.9596 0.0077 0.056 Uiso 1 1 calc R . . Cl11 Cl -0.09458(15) 0.6461(2) 0.4458(2) 0.0635(7) Uani 1 1 d D A . C10 C -0.0734(5) 0.7006(7) 0.5701(7) 0.060(2) Uani 1 1 d D . . H10F H -0.0553 0.6329 0.6248 0.072 Uiso 0.795(18) 1 calc PR A 1 H10G H -0.0381 0.6431 0.6372 0.072 Uiso 0.205(18) 1 calc PRD A 2 Cl12 Cl 0.0092(5) 0.7990(7) 0.6441(6) 0.090(2) Uani 0.795(18) 1 d PD A 1 Cl13 Cl -0.1647(5) 0.7596(12) 0.5263(8) 0.103(3) Uani 0.795(18) 1 d PD A 1 Cl22 Cl -0.0278(18) 0.8356(15) 0.616(2) 0.090(2) Uani 0.205(18) 1 d PD A 2 Cl23 Cl -0.1587(19) 0.729(5) 0.542(3) 0.103(3) Uani 0.205(18) 1 d PD A 2 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 0.0185(2) 0.0241(2) 0.0319(2) 0.000 0.01186(18) 0.000 Cl1 0.0270(10) 0.0364(11) 0.0459(12) -0.0044(9) 0.0177(9) 0.0010(8) N101 0.023(3) 0.033(4) 0.038(3) 0.004(3) 0.016(3) 0.002(3) C102 0.032(4) 0.045(5) 0.046(5) -0.007(4) 0.023(4) -0.003(4) C103 0.044(5) 0.062(6) 0.040(5) 0.003(4) 0.020(5) -0.010(4) C104 0.039(5) 0.064(6) 0.043(5) 0.010(5) 0.020(4) -0.009(4) C105 0.026(4) 0.053(5) 0.044(5) 0.024(5) 0.017(4) 0.008(4) C106 0.022(4) 0.033(4) 0.048(5) 0.015(4) 0.020(4) 0.000(3) C107 0.025(4) 0.028(4) 0.043(5) 0.007(4) 0.019(4) 0.000(3) C108 0.024(4) 0.024(4) 0.045(5) 0.001(3) 0.024(4) -0.005(3) C109 0.035(4) 0.031(4) 0.045(5) 0.001(4) 0.027(4) -0.003(3) F110 0.085(4) 0.076(4) 0.103(5) -0.009(4) 0.072(4) 0.011(3) C110 0.054(6) 0.040(5) 0.072(6) -0.008(5) 0.053(6) -0.002(4) C111 0.042(5) 0.039(5) 0.082(7) 0.010(5) 0.046(5) 0.008(4) C112 0.028(4) 0.040(5) 0.063(6) 0.014(4) 0.028(4) 0.009(3) Cl11 0.0578(15) 0.0659(16) 0.0568(15) 0.0076(12) 0.0353(13) 0.0092(12) C10 0.045(5) 0.066(6) 0.052(5) 0.003(5) 0.027(5) -0.007(5) Cl12 0.075(4) 0.117(4) 0.086(3) -0.035(3) 0.058(3) -0.046(4) Cl13 0.078(3) 0.129(9) 0.100(3) -0.020(4) 0.059(3) 0.020(3) Cl22 0.075(4) 0.117(4) 0.086(3) -0.035(3) 0.058(3) -0.046(4) Cl23 0.078(3) 0.129(9) 0.100(3) -0.020(4) 0.059(3) 0.020(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pt1 C108 2.022(7) 6_556 ? Pt1 C108 2.022(7) . ? Pt1 N101 2.042(6) 6_556 ? Pt1 N101 2.042(6) . ? Pt1 Cl1 2.4402(19) 6_556 ? Pt1 Cl1 2.4403(19) . ? N101 C102 1.338(10) . ? N101 C106 1.363(9) . ? C102 C103 1.384(11) . ? C102 H10D 0.9500 . ? C103 C104 1.392(13) . ? C103 H10E 0.9500 . ? C104 C105 1.391(13) . ? C104 H10C 0.9500 . ? C105 C106 1.380(11) . ? C105 H10B 0.9500 . ? C106 C107 1.477(11) . ? C107 C112 1.389(10) . ? C107 C108 1.406(10) . ? C108 C109 1.381(10) . ? C109 C110 1.368(10) . ? C109 H10A 0.9500 . ? F110 C110 1.342(10) . ? C110 C111 1.366(12) . ? C111 C112 1.374(12) . ? C111 H11B 0.9500 . ? C112 H11A 0.9500 . ? Cl11 C10 1.745(9) . ? C10 Cl23 1.658(17) . ? C10 Cl22 1.699(12) . ? C10 Cl12 1.743(9) . ? C10 Cl13 1.768(10) . ? C10 H10F 1.0000 . ? C10 H10G 1.0000 . ? 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 C108 Pt1 C108 89.5(4) 6_556 . ? C108 Pt1 N101 81.2(3) 6_556 6_556 ? C108 Pt1 N101 93.9(3) . 6_556 ? C108 Pt1 N101 93.9(3) 6_556 . ? C108 Pt1 N101 81.2(3) . . ? N101 Pt1 N101 173.2(3) 6_556 . ? C108 Pt1 Cl1 177.7(2) 6_556 6_556 ? C108 Pt1 Cl1 90.90(18) . 6_556 ? N101 Pt1 Cl1 96.50(18) 6_556 6_556 ? N101 Pt1 Cl1 88.37(17) . 6_556 ? C108 Pt1 Cl1 90.90(18) 6_556 . ? C108 Pt1 Cl1 177.7(2) . . ? N101 Pt1 Cl1 88.37(17) 6_556 . ? N101 Pt1 Cl1 96.50(18) . . ? Cl1 Pt1 Cl1 88.77(10) 6_556 . ? C102 N101 C106 119.6(7) . . ? C102 N101 Pt1 124.7(5) . . ? C106 N101 Pt1 115.7(5) . . ? N101 C102 C103 122.7(8) . . ? N101 C102 H10D 118.7 . . ? C103 C102 H10D 118.7 . . ? C102 C103 C104 117.9(9) . . ? C102 C103 H10E 121.0 . . ? C104 C103 H10E 121.0 . . ? C105 C104 C103 119.7(8) . . ? C105 C104 H10C 120.2 . . ? C103 C104 H10C 120.2 . . ? C106 C105 C104 119.4(8) . . ? C106 C105 H10B 120.3 . . ? C104 C105 H10B 120.3 . . ? N101 C106 C105 120.7(8) . . ? N101 C106 C107 113.5(6) . . ? C105 C106 C107 125.7(7) . . ? C112 C107 C108 119.1(8) . . ? C112 C107 C106 124.5(7) . . ? C108 C107 C106 116.4(6) . . ? C109 C108 C107 120.3(7) . . ? C109 C108 Pt1 126.5(6) . . ? C107 C108 Pt1 113.1(5) . . ? C110 C109 C108 117.2(7) . . ? C110 C109 H10A 121.4 . . ? C108 C109 H10A 121.4 . . ? F110 C110 C111 118.1(8) . . ? F110 C110 C109 116.8(8) . . ? C111 C110 C109 125.1(8) . . ? C110 C111 C112 117.0(8) . . ? C110 C111 H11B 121.5 . . ? C112 C111 H11B 121.5 . . ? C111 C112 C107 121.3(8) . . ? C111 C112 H11A 119.4 . . ? C107 C112 H11A 119.4 . . ? Cl23 C10 Cl22 101(2) . . ? Cl23 C10 Cl12 123(2) . . ? Cl23 C10 Cl11 112.5(14) . . ? Cl22 C10 Cl11 114.2(8) . . ? Cl12 C10 Cl11 108.6(5) . . ? Cl22 C10 Cl13 91.0(11) . . ? Cl12 C10 Cl13 114.9(7) . . ? Cl11 C10 Cl13 109.7(6) . . ? Cl23 C10 H10F 95.3 . . ? Cl22 C10 H10F 124.2 . . ? Cl12 C10 H10F 107.8 . . ? Cl11 C10 H10F 107.8 . . ? Cl13 C10 H10F 107.8 . . ? Cl23 C10 H10G 109.7 . . ? Cl22 C10 H10G 109.7 . . ? Cl12 C10 H10G 90.8 . . ? Cl11 C10 H10G 109.7 . . ? Cl13 C10 H10G 121.4 . . ? _diffrn_measured_fraction_theta_max 0.907 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.063 _refine_diff_density_min -1.590 _refine_diff_density_rms 0.190 data_9 _database_code_depnum_ccdc_archive 'CCDC 643945' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H15.50 Cl F2 N2 O1.25 Pt' _chemical_formula_weight 596.40 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' O O 0.0106 0.0060 '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' Cl Cl 0.1484 0.1585 '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)/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 9.493(6) _cell_length_b 15.559(12) _cell_length_c 15.246(10) _cell_angle_alpha 90.00 _cell_angle_beta 106.83(4) _cell_angle_gamma 90.00 _cell_volume 2155(3) _cell_formula_units_Z 4 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 2462 _cell_measurement_theta_min 2.98 _cell_measurement_theta_max 26.88 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.838 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1138 _exptl_absorpt_coefficient_mu 6.666 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3144 _exptl_absorpt_correction_T_max 0.7498 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; The temperature of the crystal was controlled using the Oxford Cryosystem Cryostream Cooler (Cosier & Glazer, 1986). The data collection nominally covered over a hemisphere of Reciprocal space, by a combination of three sets of exposures with different \f angles for the crystal; each 10 s exposure covered 0.3\% in \w. The crystal-to-detector distance was 5.0 cm. Coverage of the unique Set is over 97% complete to at least 26\% in \q. Crystal decay was found to be negligible by by repeating the initial frames at the end of data collection and analyzing the duplicate reflections. Hydrogen atoms were added at calculated positions and refined using a riding model. Anisotropic displacement parameters were used for all non-H atoms; H-atoms were given isotropic displacement parameter equal to 1.2 (or 1.5 for methyl H-atoms) times the equivalent isotropic displacement parameter of the atom to which they are attached. ; _diffrn_ambient_temperature 180(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 'Siemens SMART diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8.192 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 10722 _diffrn_reflns_av_R_equivalents 0.1739 _diffrn_reflns_av_sigmaI/netI 0.2315 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.91 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3783 _reflns_number_gt 1761 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Siemens, 1994)' _computing_cell_refinement 'SAINT (Siemens, 1995)' _computing_data_reduction 'SAINT (Siemens, 1995)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)' _computing_publication_material 'SHELXTL (Sheldrick, 1997)' _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^)+(0.0546P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3783 _refine_ls_number_parameters 269 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1995 _refine_ls_R_factor_gt 0.0840 _refine_ls_wR_factor_ref 0.1651 _refine_ls_wR_factor_gt 0.1301 _refine_ls_goodness_of_fit_ref 0.975 _refine_ls_restrained_S_all 0.975 _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 Pt1 Pt 0.79723(8) -0.11399(5) 0.36645(6) 0.0427(3) Uani 1 1 d . . . Cl1 Cl 1.0288(5) -0.0427(3) 0.3790(4) 0.0550(15) Uani 1 1 d . . . O1 O 0.8459(12) -0.1281(7) 0.5047(8) 0.035(3) Uani 1 1 d D . . H1 H 0.916(12) -0.100(9) 0.540(10) 0.052 Uiso 1 1 d D . . N101 N 0.7554(16) -0.1118(12) 0.2314(11) 0.048(4) Uani 1 1 d . . . C102 C 0.699(2) -0.0463(15) 0.1764(17) 0.054(6) Uani 1 1 d . . . H10A H 0.6695 0.0034 0.2026 0.064 Uiso 1 1 calc R . . C103 C 0.681(2) -0.0464(17) 0.0843(18) 0.080(8) Uani 1 1 d . . . H10B H 0.6495 0.0034 0.0481 0.096 Uiso 1 1 calc R . . C104 C 0.712(3) -0.1238(17) 0.0452(14) 0.067(7) Uani 1 1 d . . . H10C H 0.6898 -0.1292 -0.0195 0.080 Uiso 1 1 calc R . . C105 C 0.773(2) -0.1884(15) 0.0987(18) 0.064(7) Uani 1 1 d . . . H10D H 0.8029 -0.2377 0.0721 0.077 Uiso 1 1 calc R . . C106 C 0.793(2) -0.1869(15) 0.1917(14) 0.047(6) Uani 1 1 d . . . C107 C 0.8634(19) -0.2473(12) 0.2565(15) 0.040(5) Uani 1 1 d . . . C108 C 0.910(2) -0.3286(16) 0.2322(17) 0.066(7) Uani 1 1 d . . . H10E H 0.8925 -0.3451 0.1700 0.079 Uiso 1 1 calc R . . C109 C 0.985(2) -0.3836(15) 0.304(2) 0.067(7) Uani 1 1 d . . . H10F H 1.0225 -0.4370 0.2909 0.080 Uiso 1 1 calc R . . F110 F 1.0797(16) -0.4126(9) 0.4633(11) 0.108(5) Uani 1 1 d . . . C110 C 1.001(2) -0.3610(13) 0.390(2) 0.067(7) Uani 1 1 d . . . C111 C 0.957(2) -0.2817(13) 0.4150(16) 0.057(6) Uani 1 1 d . . . H11A H 0.9774 -0.2667 0.4778 0.068 Uiso 1 1 calc R . . C112 C 0.884(2) -0.2266(13) 0.3493(16) 0.053(6) Uani 1 1 d . . . N201 N 0.6843(17) 0.0024(10) 0.3808(11) 0.049(5) Uani 1 1 d . . . C202 C 0.739(2) 0.0810(13) 0.3965(14) 0.055(6) Uani 1 1 d . . . H20A H 0.8390 0.0896 0.3997 0.066 Uiso 1 1 calc R . . C203 C 0.657(3) 0.1514(13) 0.4086(14) 0.070(7) Uani 1 1 d . . . H20B H 0.6973 0.2078 0.4177 0.084 Uiso 1 1 calc R . . C204 C 0.514(3) 0.1335(19) 0.4064(19) 0.104(10) Uani 1 1 d . . . H20C H 0.4558 0.1795 0.4172 0.124 Uiso 1 1 calc R . . C205 C 0.453(3) 0.0561(17) 0.3901(19) 0.098(10) Uani 1 1 d . . . H20D H 0.3528 0.0479 0.3875 0.118 Uiso 1 1 calc R . . C206 C 0.542(3) -0.0153(16) 0.3764(17) 0.075(8) Uani 1 1 d . . . C207 C 0.496(2) -0.1025(16) 0.3607(12) 0.060(6) Uani 1 1 d . . . C208 C 0.350(2) -0.1269(18) 0.3547(17) 0.087(8) Uani 1 1 d . . . H20E H 0.2789 -0.0861 0.3610 0.105 Uiso 1 1 calc R . . C209 C 0.315(3) -0.213(2) 0.339(2) 0.115(12) Uani 1 1 d . . . H20F H 0.2158 -0.2309 0.3309 0.138 Uiso 1 1 calc R . . F210 F 0.3747(14) -0.3538(9) 0.3225(10) 0.100(5) Uani 1 1 d . . . C210 C 0.413(3) -0.2724(17) 0.3356(19) 0.086(9) Uani 1 1 d . . . C211 C 0.555(2) -0.2468(12) 0.3400(12) 0.051(6) Uani 1 1 d . . . H21A H 0.6240 -0.2887 0.3328 0.061 Uiso 1 1 calc R . . C212 C 0.600(2) -0.1614(14) 0.3544(12) 0.044(5) Uani 1 1 d . . . O01 O 0.725(17) 0.486(10) 0.351(11) 0.34(8) Uiso 0.25 1 d P . . 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 0.0432(5) 0.0388(5) 0.0547(6) -0.0009(5) 0.0281(4) 0.0017(5) Cl1 0.053(3) 0.058(4) 0.066(4) -0.006(3) 0.036(3) -0.004(3) O1 0.040(8) 0.033(9) 0.031(8) 0.005(6) 0.011(6) -0.012(6) N101 0.043(10) 0.035(10) 0.055(12) 0.005(11) -0.005(9) -0.022(10) C102 0.045(14) 0.066(18) 0.056(18) -0.025(14) 0.023(13) -0.005(12) C103 0.10(2) 0.09(2) 0.05(2) 0.022(17) 0.038(17) -0.010(16) C104 0.12(2) 0.073(18) 0.022(13) -0.014(15) 0.041(14) -0.029(16) C105 0.061(16) 0.064(18) 0.08(2) 0.006(15) 0.039(15) 0.000(13) C106 0.047(13) 0.074(18) 0.023(14) -0.001(12) 0.017(12) -0.023(12) C107 0.033(12) 0.041(14) 0.043(16) 0.006(11) 0.005(11) 0.014(10) C108 0.054(15) 0.077(19) 0.07(2) -0.004(16) 0.031(14) -0.009(13) C109 0.055(14) 0.051(15) 0.11(2) -0.024(18) 0.045(16) -0.002(13) F110 0.116(12) 0.091(12) 0.132(14) 0.021(10) 0.057(11) 0.033(9) C110 0.073(17) 0.038(16) 0.10(2) 0.031(15) 0.039(17) 0.033(12) C111 0.074(16) 0.041(14) 0.065(18) 0.012(12) 0.036(14) 0.017(12) C112 0.040(13) 0.072(16) 0.054(17) 0.012(13) 0.027(12) -0.005(11) N201 0.040(11) 0.041(11) 0.073(14) 0.012(9) 0.026(10) 0.004(8) C202 0.063(14) 0.031(13) 0.083(18) 0.014(11) 0.039(13) -0.007(11) C203 0.14(2) 0.020(12) 0.058(17) 0.002(11) 0.036(17) 0.021(15) C204 0.10(2) 0.10(3) 0.13(3) 0.004(19) 0.05(2) 0.039(19) C205 0.10(2) 0.06(2) 0.16(3) 0.001(19) 0.08(2) 0.009(17) C206 0.065(17) 0.060(18) 0.11(2) -0.004(15) 0.039(16) 0.013(14) C207 0.067(15) 0.092(19) 0.034(13) -0.004(13) 0.036(12) -0.013(15) C208 0.062(16) 0.11(2) 0.12(2) -0.017(19) 0.061(16) -0.015(17) C209 0.056(19) 0.13(3) 0.18(3) -0.03(2) 0.06(2) -0.057(19) F210 0.102(11) 0.084(11) 0.124(13) -0.013(9) 0.046(9) -0.041(8) C210 0.09(2) 0.06(2) 0.14(3) -0.020(17) 0.07(2) -0.029(17) C211 0.083(17) 0.029(13) 0.046(15) 0.000(10) 0.028(13) -0.002(12) C212 0.047(13) 0.058(14) 0.036(13) 0.019(10) 0.025(11) 0.028(11) _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 C212 1.968(19) . ? Pt1 N101 1.981(17) . ? Pt1 C112 1.99(2) . ? Pt1 O1 2.034(11) . ? Pt1 N201 2.147(15) . ? Pt1 Cl1 2.420(5) . ? O1 H1 0.84(2) . ? N101 C102 1.33(2) . ? N101 C106 1.41(2) . ? C102 C103 1.36(3) . ? C102 H10A 0.9500 . ? C103 C104 1.41(3) . ? C103 H10B 0.9500 . ? C104 C105 1.32(3) . ? C104 H10C 0.9500 . ? C105 C106 1.37(3) . ? C105 H10D 0.9500 . ? C106 C107 1.39(2) . ? C107 C112 1.41(3) . ? C107 C108 1.43(3) . ? C108 C109 1.41(3) . ? C108 H10E 0.9500 . ? C109 C110 1.32(3) . ? C109 H10F 0.9500 . ? F110 C110 1.40(2) . ? C110 C111 1.39(3) . ? C111 C112 1.35(3) . ? C111 H11A 0.9500 . ? N201 C202 1.32(2) . ? N201 C206 1.36(2) . ? C202 C203 1.38(2) . ? C202 H20A 0.9500 . ? C203 C204 1.38(3) . ? C203 H20B 0.9500 . ? C204 C205 1.33(3) . ? C204 H20C 0.9500 . ? C205 C206 1.45(3) . ? C205 H20D 0.9500 . ? C206 C207 1.42(3) . ? C207 C212 1.37(2) . ? C207 C208 1.42(3) . ? C208 C209 1.39(3) . ? C208 H20E 0.9500 . ? C209 C210 1.32(3) . ? C209 H20F 0.9500 . ? F210 C210 1.32(2) . ? C210 C211 1.40(3) . ? C211 C212 1.39(2) . ? C211 H21A 0.9500 . ? 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 C212 Pt1 N101 90.6(6) . . ? C212 Pt1 C112 94.5(8) . . ? N101 Pt1 C112 81.1(9) . . ? C212 Pt1 O1 88.9(6) . . ? N101 Pt1 O1 174.6(6) . . ? C112 Pt1 O1 93.6(7) . . ? C212 Pt1 N201 80.6(7) . . ? N101 Pt1 N201 97.8(7) . . ? C112 Pt1 N201 174.9(7) . . ? O1 Pt1 N201 87.5(5) . . ? C212 Pt1 Cl1 174.7(6) . . ? N101 Pt1 Cl1 88.8(4) . . ? C112 Pt1 Cl1 90.6(5) . . ? O1 Pt1 Cl1 92.2(3) . . ? N201 Pt1 Cl1 94.3(4) . . ? Pt1 O1 H1 120(10) . . ? C102 N101 C106 118.0(18) . . ? C102 N101 Pt1 126.3(17) . . ? C106 N101 Pt1 115.6(14) . . ? N101 C102 C103 124(2) . . ? N101 C102 H10A 118.1 . . ? C103 C102 H10A 118.1 . . ? C102 C103 C104 117(2) . . ? C102 C103 H10B 121.4 . . ? C104 C103 H10B 121.4 . . ? C105 C104 C103 120(2) . . ? C105 C104 H10C 120.2 . . ? C103 C104 H10C 120.2 . . ? C104 C105 C106 122(2) . . ? C104 C105 H10D 118.9 . . ? C106 C105 H10D 118.9 . . ? C105 C106 C107 128(2) . . ? C105 C106 N101 119(2) . . ? C107 C106 N101 112.7(19) . . ? C106 C107 C112 117.4(19) . . ? C106 C107 C108 123(2) . . ? C112 C107 C108 119.9(18) . . ? C109 C108 C107 117(2) . . ? C109 C108 H10E 121.3 . . ? C107 C108 H10E 121.3 . . ? C110 C109 C108 120(2) . . ? C110 C109 H10F 120.0 . . ? C108 C109 H10F 120.0 . . ? C109 C110 C111 123(2) . . ? C109 C110 F110 122(2) . . ? C111 C110 F110 115(2) . . ? C112 C111 C110 119(2) . . ? C112 C111 H11A 120.3 . . ? C110 C111 H11A 120.3 . . ? C111 C112 C107 120(2) . . ? C111 C112 Pt1 127.4(18) . . ? C107 C112 Pt1 112.9(15) . . ? C202 N201 C206 121.7(18) . . ? C202 N201 Pt1 128.2(13) . . ? C206 N201 Pt1 110.0(14) . . ? N201 C202 C203 124(2) . . ? N201 C202 H20A 118.2 . . ? C203 C202 H20A 118.2 . . ? C204 C203 C202 115(2) . . ? C204 C203 H20B 122.6 . . ? C202 C203 H20B 122.6 . . ? C205 C204 C203 124(2) . . ? C205 C204 H20C 117.8 . . ? C203 C204 H20C 117.8 . . ? C204 C205 C206 119(2) . . ? C204 C205 H20D 120.6 . . ? C206 C205 H20D 120.6 . . ? N201 C206 C207 116.9(19) . . ? N201 C206 C205 117(2) . . ? C207 C206 C205 126(2) . . ? C212 C207 C208 122(2) . . ? C212 C207 C206 117(2) . . ? C208 C207 C206 121(2) . . ? C209 C208 C207 117(2) . . ? C209 C208 H20E 121.5 . . ? C207 C208 H20E 121.5 . . ? C210 C209 C208 123(2) . . ? C210 C209 H20F 118.5 . . ? C208 C209 H20F 118.5 . . ? F210 C210 C209 121(3) . . ? F210 C210 C211 120(2) . . ? C209 C210 C211 119(2) . . ? C212 C211 C210 122(2) . . ? C212 C211 H21A 119.1 . . ? C210 C211 H21A 119.1 . . ? C207 C212 C211 117(2) . . ? C207 C212 Pt1 115.4(16) . . ? C211 C212 Pt1 127.6(14) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C202 H20A Cl1 0.95 2.81 3.43(2) 123.9 . C111 H11A O1 0.95 2.58 3.09(2) 113.4 . C208 H20E Cl1 0.95 2.56 3.43(2) 153.3 1_455 O1 H1 Cl1 0.84(2) 2.53(10) 3.225(12) 141(14) 3_756 C102 H10A F210 0.95 2.27 3.08(3) 141.9 2_655 _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.842 _refine_diff_density_min -0.871 _refine_diff_density_rms 0.219