# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 186/1733 data_global _publ_contact_author_name 'G. C. SAUNDERS' _publ_contact_author_address ;School of Chemistry, The Queen's Univesrity of Belfast, David Keir Building, Belfast BT9 5AG ; _publ_requested_journal 'Dalton Transactions' _publ_section_title ; Structural and electronic impact of fluorine in the ortho positions of triphenlylphosphine and 1,2-bis(diphenylphosphino)ethane; a comparison of 2,6-difluorophenyl- with pentafluorophenyl-phosphines Paper ref: 9/07759F ; data_I _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H13 F2 P' _chemical_formula_sum 'C18 H13 F2 P' _chemical_formula_weight 298.25 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' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _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 12.382(3) _cell_length_b 9.993(4) _cell_length_c 11.931(4) _cell_angle_alpha 90.00 _cell_angle_beta 99.45(2) _cell_angle_gamma 90.00 _cell_volume 1456.2(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 35 _cell_measurement_theta_min 5.34 _cell_measurement_theta_max 12.41 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.78 _exptl_crystal_size_mid 0.72 _exptl_crystal_size_min 0.32 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.360 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 616 _exptl_absorpt_coefficient_mu 0.200 _exptl_absorpt_correction_type 'not applied' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens P4 diffractometer' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 100 _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1 _diffrn_reflns_number 2817 _diffrn_reflns_av_R_equivalents 0.0166 _diffrn_reflns_av_sigmaI/netI 0.0258 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 1 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.63 _diffrn_reflns_theta_max 23.50 _reflns_number_total 2146 _reflns_number_gt 1647 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'XSCANS (Fait, 1991)' _computing_cell_refinement 'XSCANS (Fait, 1991)' _computing_data_reduction 'XSCANS (Fait, 1991)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXS-97 (Sheldrick, 1990)' _computing_publication_material 'SHELXS-97 (Sheldrick, 1990)' _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^)+(0.0429P)^2^+0.3941P] 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 2146 _refine_ls_number_parameters 190 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0539 _refine_ls_R_factor_gt 0.0365 _refine_ls_wR_factor_ref 0.0924 _refine_ls_wR_factor_gt 0.0838 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.027 _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 P1 P 0.28398(5) 0.03573(6) 0.79346(5) 0.0496(2) Uani 1 1 d . . . F12 F 0.11026(11) 0.07935(16) 0.95745(12) 0.0711(4) Uani 1 1 d . . . F16 F 0.42530(14) -0.16701(18) 0.92009(16) 0.1007(6) Uani 1 1 d . . . C11 C 0.26792(17) -0.0394(2) 0.93016(19) 0.0481(6) Uani 1 1 d . . . C12 C 0.18602(19) -0.0149(2) 0.99474(19) 0.0528(6) Uani 1 1 d . . . C13 C 0.1773(2) -0.0791(3) 1.0946(2) 0.0712(8) Uani 1 1 d . . . H13A H 0.1207 -0.0589 1.1343 0.085 Uiso 1 1 calc R . . C14 C 0.2542(3) -0.1736(3) 1.1342(3) 0.0868(10) Uani 1 1 d . . . H14A H 0.2500 -0.2182 1.2018 0.104 Uiso 1 1 calc R . . C15 C 0.3370(3) -0.2033(3) 1.0756(3) 0.0843(9) Uani 1 1 d . . . H15A H 0.3891 -0.2677 1.1024 0.101 Uiso 1 1 calc R . . C16 C 0.3418(2) -0.1362(3) 0.9764(2) 0.0658(7) Uani 1 1 d . . . C21 C 0.32817(16) 0.2071(2) 0.83176(18) 0.0475(6) Uani 1 1 d . . . C22 C 0.38384(19) 0.2730(3) 0.7559(2) 0.0603(6) Uani 1 1 d . . . H22A H 0.3992 0.2280 0.6922 0.072 Uiso 1 1 calc R . . C23 C 0.4166(2) 0.4045(3) 0.7740(3) 0.0704(8) Uani 1 1 d . . . H23A H 0.4513 0.4485 0.7212 0.084 Uiso 1 1 calc R . . C24 C 0.3980(2) 0.4697(3) 0.8696(3) 0.0695(8) Uani 1 1 d . . . H24A H 0.4207 0.5580 0.8822 0.083 Uiso 1 1 calc R . . C25 C 0.3459(2) 0.4054(3) 0.9469(2) 0.0675(7) Uani 1 1 d . . . H25A H 0.3340 0.4498 1.0123 0.081 Uiso 1 1 calc R . . C26 C 0.31117(19) 0.2753(3) 0.9282(2) 0.0576(6) Uani 1 1 d . . . H26A H 0.2757 0.2326 0.9812 0.069 Uiso 1 1 calc R . . C31 C 0.14188(18) 0.0585(2) 0.72394(17) 0.0453(5) Uani 1 1 d . . . C32 C 0.10698(19) 0.1749(2) 0.66683(19) 0.0546(6) Uani 1 1 d . . . H32A H 0.1544 0.2474 0.6693 0.065 Uiso 1 1 calc R . . C33 C 0.0015(2) 0.1847(3) 0.6056(2) 0.0658(7) Uani 1 1 d . . . H33A H -0.0209 0.2633 0.5670 0.079 Uiso 1 1 calc R . . C34 C -0.0692(2) 0.0793(3) 0.6019(2) 0.0682(7) Uani 1 1 d . . . H34A H -0.1401 0.0869 0.5622 0.082 Uiso 1 1 calc R . . C35 C -0.0357(2) -0.0374(3) 0.6568(2) 0.0676(7) Uani 1 1 d . . . H35A H -0.0836 -0.1094 0.6541 0.081 Uiso 1 1 calc R . . C36 C 0.0695(2) -0.0479(2) 0.7162(2) 0.0581(6) Uani 1 1 d . . . H36A H 0.0922 -0.1282 0.7518 0.070 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0480(3) 0.0517(4) 0.0504(4) -0.0008(3) 0.0116(3) 0.0070(3) F12 0.0588(8) 0.0948(11) 0.0618(9) -0.0027(8) 0.0163(7) 0.0180(8) F16 0.0794(11) 0.0971(13) 0.1256(15) 0.0187(11) 0.0164(10) 0.0455(10) C11 0.0458(12) 0.0447(13) 0.0512(13) 0.0015(11) 0.0003(10) 0.0015(11) C12 0.0494(13) 0.0594(15) 0.0471(14) 0.0000(12) 0.0002(11) -0.0025(12) C13 0.0723(17) 0.090(2) 0.0502(16) 0.0001(15) 0.0061(13) -0.0309(17) C14 0.104(2) 0.082(2) 0.0651(19) 0.0258(17) -0.0154(19) -0.035(2) C15 0.092(2) 0.0590(18) 0.089(2) 0.0234(17) -0.0260(19) -0.0043(17) C16 0.0604(16) 0.0546(16) 0.0777(19) 0.0074(14) -0.0025(14) 0.0049(13) C21 0.0380(12) 0.0535(14) 0.0492(13) 0.0049(12) 0.0015(10) 0.0028(11) C22 0.0534(14) 0.0695(17) 0.0575(15) 0.0058(14) 0.0082(12) -0.0010(13) C23 0.0578(16) 0.0724(19) 0.080(2) 0.0213(17) 0.0084(14) -0.0073(15) C24 0.0575(15) 0.0581(16) 0.085(2) 0.0079(16) -0.0120(15) -0.0048(14) C25 0.0689(17) 0.0630(17) 0.0661(17) -0.0088(14) -0.0025(14) -0.0030(14) C26 0.0606(15) 0.0594(16) 0.0525(15) -0.0003(13) 0.0082(12) -0.0040(13) C31 0.0518(13) 0.0474(13) 0.0369(12) -0.0053(11) 0.0083(10) 0.0025(11) C32 0.0553(14) 0.0529(15) 0.0539(14) 0.0024(12) 0.0039(11) 0.0014(12) C33 0.0638(16) 0.0707(18) 0.0602(16) 0.0075(14) 0.0022(13) 0.0113(15) C34 0.0525(15) 0.098(2) 0.0510(15) 0.0005(15) 0.0002(12) 0.0035(16) C35 0.0605(16) 0.081(2) 0.0589(16) -0.0041(15) 0.0037(13) -0.0173(15) C36 0.0670(16) 0.0543(15) 0.0521(14) 0.0019(12) 0.0071(12) -0.0040(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 C31 1.832(2) . ? P1 C21 1.832(3) . ? P1 C11 1.836(2) . ? F12 C12 1.352(3) . ? F16 C16 1.358(3) . ? C11 C16 1.382(3) . ? C11 C12 1.392(3) . ? C12 C13 1.373(3) . ? C13 C14 1.369(4) . ? C14 C15 1.365(5) . ? C15 C16 1.369(4) . ? C21 C26 1.383(3) . ? C21 C22 1.390(3) . ? C22 C23 1.382(4) . ? C23 C24 1.365(4) . ? C24 C25 1.370(4) . ? C25 C26 1.377(3) . ? C31 C32 1.381(3) . ? C31 C36 1.384(3) . ? C32 C33 1.391(3) . ? C33 C34 1.366(4) . ? C34 C35 1.368(4) . ? C35 C36 1.381(3) . ? 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 C31 P1 C21 102.84(10) . . ? C31 P1 C11 102.53(10) . . ? C21 P1 C11 103.42(10) . . ? C16 C11 C12 113.3(2) . . ? C16 C11 P1 118.69(19) . . ? C12 C11 P1 127.95(17) . . ? F12 C12 C13 117.5(2) . . ? F12 C12 C11 118.0(2) . . ? C13 C12 C11 124.5(2) . . ? C14 C13 C12 118.2(3) . . ? C15 C14 C13 120.7(3) . . ? C14 C15 C16 118.6(3) . . ? F16 C16 C15 117.5(3) . . ? F16 C16 C11 117.9(2) . . ? C15 C16 C11 124.6(3) . . ? C26 C21 C22 117.9(2) . . ? C26 C21 P1 126.01(18) . . ? C22 C21 P1 116.11(19) . . ? C23 C22 C21 120.9(3) . . ? C24 C23 C22 120.0(3) . . ? C23 C24 C25 120.1(3) . . ? C24 C25 C26 120.2(3) . . ? C25 C26 C21 121.0(2) . . ? C32 C31 C36 117.9(2) . . ? C32 C31 P1 121.83(17) . . ? C36 C31 P1 119.88(17) . . ? C31 C32 C33 120.6(2) . . ? C34 C33 C32 120.3(2) . . ? C33 C34 C35 120.0(2) . . ? C34 C35 C36 119.8(2) . . ? C35 C36 C31 121.5(2) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 23.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.218 _refine_diff_density_min -0.172 _refine_diff_density_rms 0.031 #===END data_II _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H11 F4 P' _chemical_formula_sum 'C18 H11 F4 P' _chemical_formula_weight 334.24 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' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 8.2411(10) _cell_length_b 14.043(3) _cell_length_c 27.145(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3141.4(9) _cell_formula_units_Z 8 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 34 _cell_measurement_theta_min 5.38 _cell_measurement_theta_max 12.54 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.58 _exptl_crystal_size_mid 0.58 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.413 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1360 _exptl_absorpt_coefficient_mu 0.211 _exptl_absorpt_correction_type 'not applied' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _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 P4 diffractometer' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 2 _diffrn_standards_interval_count 100 _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1 _diffrn_reflns_number 2882 _diffrn_reflns_av_R_equivalents 0.0199 _diffrn_reflns_av_sigmaI/netI 0.0364 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -1 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 2.89 _diffrn_reflns_theta_max 22.99 _reflns_number_total 2177 _reflns_number_gt 1611 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'XSCANS (Fait, 1991)' _computing_cell_refinement 'XSCANS (Fait, 1991)' _computing_data_reduction 'XSCANS (Fait, 1991)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (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^)+(0.0467P)^2^+1.1903P] 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 2177 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0690 _refine_ls_R_factor_gt 0.0428 _refine_ls_wR_factor_ref 0.1026 _refine_ls_wR_factor_gt 0.0949 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_restrained_S_all 1.059 _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 P1 P 0.04636(9) 0.48880(5) 0.37998(3) 0.0329(2) Uani 1 1 d . . . C11 C 0.0289(4) 0.4613(2) 0.31423(11) 0.0413(8) Uani 1 1 d . . . C12 C -0.0475(4) 0.3830(3) 0.29377(12) 0.0522(9) Uani 1 1 d . . . F12 F -0.1178(2) 0.31948(15) 0.32478(7) 0.0652(6) Uani 1 1 d . . . C13 C -0.0580(5) 0.3652(3) 0.24413(13) 0.0750(13) Uani 1 1 d . . . H13A H -0.1081 0.3105 0.2322 0.090 Uiso 1 1 calc R . . C14 C 0.0093(6) 0.4320(5) 0.21253(14) 0.0917(18) Uani 1 1 d . . . H14A H 0.0036 0.4222 0.1787 0.110 Uiso 1 1 calc R . . C15 C 0.0836(6) 0.5117(4) 0.23022(15) 0.0863(16) Uani 1 1 d . . . H15A H 0.1270 0.5567 0.2088 0.104 Uiso 1 1 calc R . . C16 C 0.0930(5) 0.5239(3) 0.28001(13) 0.0599(10) Uani 1 1 d . . . F16 F 0.1684(3) 0.60372(17) 0.29707(9) 0.0887(8) Uani 1 1 d . . . C21 C -0.1688(3) 0.49301(19) 0.39773(9) 0.0287(7) Uani 1 1 d . . . C22 C -0.2444(4) 0.5809(2) 0.39214(10) 0.0385(8) Uani 1 1 d . . . F22 F -0.1629(3) 0.65174(16) 0.37076(11) 0.0518(7) Uani 0.67 1 d P . . C23 C -0.4019(4) 0.5978(2) 0.40594(12) 0.0472(8) Uani 1 1 d . . . H23A H -0.4484 0.6575 0.4014 0.057 Uiso 1 1 calc R . . C24 C -0.4903(4) 0.5246(2) 0.42675(11) 0.0485(9) Uani 1 1 d . . . H24A H -0.5967 0.5351 0.4367 0.058 Uiso 1 1 calc R . . C25 C -0.4214(4) 0.4361(2) 0.43280(11) 0.0430(8) Uani 1 1 d . . . H25A H -0.4806 0.3868 0.4470 0.052 Uiso 1 1 calc R . . C26 C -0.2645(4) 0.4213(2) 0.41770(10) 0.0355(7) Uani 1 1 d . . . F26 F -0.2066(3) 0.33499(16) 0.42381(9) 0.0409(6) Uani 0.67 1 d P . . C31 C 0.1260(3) 0.38014(18) 0.40771(10) 0.0290(7) Uani 1 1 d . . . C32 C 0.2052(3) 0.3083(2) 0.38211(12) 0.0400(8) Uani 1 1 d . . . F32 F 0.2329(6) 0.3046(4) 0.33898(16) 0.0451(13) Uani 0.33 1 d P . . C33 C 0.2792(4) 0.2333(2) 0.40670(13) 0.0474(9) Uani 1 1 d . . . H33A H 0.3329 0.1862 0.3889 0.057 Uiso 1 1 calc R . . C34 C 0.2734(4) 0.2284(2) 0.45740(14) 0.0521(9) Uani 1 1 d . . . H34A H 0.3200 0.1772 0.4738 0.063 Uiso 1 1 calc R . . C35 C 0.1986(4) 0.2995(2) 0.48349(12) 0.0494(9) Uani 1 1 d . . . H35A H 0.1957 0.2969 0.5177 0.059 Uiso 1 1 calc R . . C36 C 0.1279(4) 0.3743(2) 0.45924(11) 0.0408(8) Uani 1 1 d . . . F36 F 0.0498(7) 0.4433(3) 0.48420(15) 0.0456(13) Uani 0.33 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 P1 0.0289(4) 0.0315(4) 0.0382(4) 0.0053(4) 0.0031(4) 0.0001(4) C11 0.0356(18) 0.055(2) 0.0336(17) 0.0110(15) 0.0065(15) 0.0161(17) C12 0.040(2) 0.080(3) 0.0361(19) 0.0027(18) 0.0018(17) 0.013(2) F12 0.0669(13) 0.0793(14) 0.0493(11) -0.0117(11) -0.0022(11) -0.0213(12) C13 0.054(2) 0.132(4) 0.039(2) -0.015(3) -0.0073(19) 0.018(3) C14 0.076(3) 0.167(5) 0.031(2) 0.011(3) 0.005(2) 0.053(4) C15 0.084(3) 0.128(4) 0.048(3) 0.037(3) 0.029(2) 0.045(3) C16 0.060(2) 0.065(3) 0.055(2) 0.023(2) 0.0158(19) 0.022(2) F16 0.1084(19) 0.0714(15) 0.0863(16) 0.0357(13) 0.0412(15) 0.0018(15) C21 0.0295(16) 0.0309(16) 0.0257(14) -0.0027(13) -0.0023(12) -0.0005(14) C22 0.0369(18) 0.0347(17) 0.0440(18) -0.0033(15) -0.0027(15) 0.0017(15) F22 0.0399(16) 0.0281(14) 0.087(2) 0.0147(14) 0.0034(15) 0.0047(13) C23 0.038(2) 0.0431(19) 0.060(2) -0.0125(17) -0.0059(17) 0.0086(17) C24 0.0290(17) 0.064(2) 0.053(2) -0.0169(18) 0.0007(15) 0.0009(17) C25 0.0331(18) 0.051(2) 0.0445(18) -0.0011(16) 0.0033(15) -0.0086(16) C26 0.0362(18) 0.0353(17) 0.0348(16) 0.0011(14) -0.0024(15) -0.0017(15) F26 0.0335(14) 0.0354(14) 0.0540(15) 0.0132(12) 0.0054(12) -0.0020(12) C31 0.0227(15) 0.0300(16) 0.0343(16) 0.0020(13) -0.0007(13) -0.0031(13) C32 0.0314(17) 0.0363(17) 0.052(2) -0.0035(16) 0.0078(16) -0.0021(15) F32 0.060(3) 0.054(3) 0.022(3) 0.009(2) 0.017(3) 0.025(3) C33 0.0327(19) 0.0378(19) 0.072(2) -0.0056(17) 0.0029(18) 0.0045(16) C34 0.040(2) 0.0407(19) 0.076(3) 0.0153(19) -0.0242(19) -0.0001(17) C35 0.054(2) 0.051(2) 0.0425(19) 0.0072(17) -0.0162(17) 0.0006(18) C36 0.0397(18) 0.0437(18) 0.0390(17) -0.0036(16) -0.0063(16) 0.0006(16) F36 0.070(4) 0.042(3) 0.025(3) -0.012(2) -0.010(3) 0.017(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 P1 C31 1.823(3) . ? P1 C11 1.832(3) . ? P1 C21 1.838(3) . ? C11 C16 1.384(5) . ? C11 C12 1.383(5) . ? C12 F12 1.356(4) . ? C12 C13 1.373(5) . ? C13 C14 1.387(6) . ? C14 C15 1.363(6) . ? C15 C16 1.365(5) . ? C16 F16 1.363(4) . ? C21 C26 1.389(4) . ? C21 C22 1.390(4) . ? C22 F22 1.334(4) . ? C22 C23 1.372(4) . ? C23 C24 1.381(4) . ? C24 C25 1.376(5) . ? C25 C26 1.372(4) . ? C26 F26 1.313(4) . ? C31 C32 1.388(4) . ? C31 C36 1.401(4) . ? C32 F32 1.194(5) . ? C32 C33 1.388(4) . ? C33 C34 1.379(4) . ? C34 C35 1.370(4) . ? C35 C36 1.370(4) . ? C36 F36 1.345(5) . ? 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 C31 P1 C11 104.71(13) . . ? C31 P1 C21 105.41(12) . . ? C11 P1 C21 100.73(13) . . ? C16 C11 C12 114.2(3) . . ? C16 C11 P1 119.3(3) . . ? C12 C11 P1 126.5(2) . . ? F12 C12 C13 117.6(4) . . ? F12 C12 C11 117.9(3) . . ? C13 C12 C11 124.5(4) . . ? C12 C13 C14 117.3(4) . . ? C15 C14 C13 121.1(4) . . ? C14 C15 C16 118.5(4) . . ? F16 C16 C15 117.8(4) . . ? F16 C16 C11 118.0(3) . . ? C15 C16 C11 124.3(4) . . ? C26 C21 C22 115.6(3) . . ? C26 C21 P1 128.8(2) . . ? C22 C21 P1 115.6(2) . . ? F22 C22 C23 117.8(3) . . ? F22 C22 C21 119.0(3) . . ? C23 C22 C21 123.2(3) . . ? C22 C23 C24 118.8(3) . . ? C23 C24 C25 120.3(3) . . ? C24 C25 C26 119.3(3) . . ? F26 C26 C25 116.4(3) . . ? F26 C26 C21 120.8(3) . . ? C25 C26 C21 122.8(3) . . ? C32 C31 C36 116.9(3) . . ? C32 C31 P1 124.8(2) . . ? C36 C31 P1 117.7(2) . . ? F32 C32 C31 127.8(4) . . ? F32 C32 C33 110.8(3) . . ? C31 C32 C33 121.2(3) . . ? C32 C33 C34 120.1(3) . . ? C35 C34 C33 119.7(3) . . ? C34 C35 C36 120.1(3) . . ? F36 C36 C35 120.9(3) . . ? F36 C36 C31 117.1(3) . . ? C35 C36 C31 121.9(3) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 22.99 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.209 _refine_diff_density_min -0.220 _refine_diff_density_rms 0.042 #===END data_III _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H9 F6 P' _chemical_formula_sum 'C18 H9 F6 P' _chemical_formula_weight 370.22 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' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _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 9.548(2) _cell_length_b 13.703(2) _cell_length_c 13.222(6) _cell_angle_alpha 90.00 _cell_angle_beta 110.23(3) _cell_angle_gamma 90.00 _cell_volume 1623.2(8) _cell_formula_units_Z 4 _cell_measurement_temperature 190(2) _cell_measurement_reflns_used 14 _cell_measurement_theta_min 5.26 _cell_measurement_theta_max 9.33 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.80 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.515 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 744 _exptl_absorpt_coefficient_mu 0.230 _exptl_absorpt_correction_type 'not applied' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 190(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 P4 diffractometer' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 100 _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1 _diffrn_reflns_number 2590 _diffrn_reflns_av_R_equivalents 0.0508 _diffrn_reflns_av_sigmaI/netI 0.0502 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.72 _diffrn_reflns_theta_max 21.95 _reflns_number_total 1941 _reflns_number_gt 1430 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'XSCANS (Fait, 1991)' _computing_cell_refinement 'XSCANS (Fait, 1991)' _computing_data_reduction 'XSCANS (Fait, 1991)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (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^)+(0.0347P)^2^+1.2352P] 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 1941 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0726 _refine_ls_R_factor_gt 0.0441 _refine_ls_wR_factor_ref 0.1028 _refine_ls_wR_factor_gt 0.0905 _refine_ls_goodness_of_fit_ref 1.083 _refine_ls_restrained_S_all 1.083 _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 P1 P 0.82522(10) 0.28911(8) 0.24163(8) 0.0338(3) Uani 1 1 d . . . F12 F 0.6987(3) 0.3785(2) -0.00040(19) 0.0755(9) Uani 1 1 d . . . F16 F 0.5714(3) 0.18379(19) 0.2490(2) 0.0667(8) Uani 1 1 d . . . F22 F 0.7735(3) 0.51219(18) 0.1865(2) 0.0654(8) Uani 1 1 d . . . F26 F 1.1142(2) 0.2554(2) 0.2127(2) 0.0600(7) Uani 1 1 d . . . F32 F 1.0267(2) 0.3086(2) 0.45958(18) 0.0696(8) Uani 1 1 d . . . F36 F 0.5459(2) 0.4189(2) 0.25334(19) 0.0635(8) Uani 1 1 d . . . C11 C 0.6431(4) 0.2849(3) 0.1318(3) 0.0352(10) Uani 1 1 d . . . C12 C 0.5996(4) 0.3244(3) 0.0285(3) 0.0494(12) Uani 1 1 d . . . C13 C 0.4602(5) 0.3108(4) -0.0488(4) 0.0698(16) Uani 1 1 d . . . H13A H 0.4364 0.3388 -0.1167 0.084 Uiso 1 1 calc R . . C14 C 0.3584(5) 0.2554(4) -0.0234(4) 0.0706(16) Uani 1 1 d . . . H14A H 0.2633 0.2470 -0.0740 0.085 Uiso 1 1 calc R . . C15 C 0.3944(5) 0.2116(4) 0.0768(4) 0.0579(13) Uani 1 1 d . . . H15A H 0.3258 0.1728 0.0939 0.070 Uiso 1 1 calc R . . C16 C 0.5344(4) 0.2271(3) 0.1498(3) 0.0452(11) Uani 1 1 d . . . C21 C 0.9369(4) 0.3794(3) 0.2001(3) 0.0347(10) Uani 1 1 d . . . C22 C 0.9045(5) 0.4788(3) 0.1809(3) 0.0477(11) Uani 1 1 d . . . C23 C 0.9943(6) 0.5440(4) 0.1541(3) 0.0650(14) Uani 1 1 d . . . H23A H 0.9669 0.6091 0.1405 0.078 Uiso 1 1 calc R . . C24 C 1.1275(6) 0.5097(5) 0.1479(4) 0.0713(17) Uani 1 1 d . . . H24A H 1.1912 0.5525 0.1303 0.086 Uiso 1 1 calc R . . C25 C 1.1667(5) 0.4138(4) 0.1673(4) 0.0632(14) Uani 1 1 d . . . H25A H 1.2566 0.3914 0.1633 0.076 Uiso 1 1 calc R . . C26 C 1.0722(4) 0.3510(3) 0.1925(3) 0.0433(11) Uani 1 1 d . . . C31 C 0.7889(4) 0.3589(3) 0.3498(3) 0.0322(9) Uani 1 1 d . . . C32 C 0.8986(4) 0.3569(3) 0.4517(3) 0.0452(11) Uani 1 1 d . . . C33 C 0.8903(5) 0.4008(3) 0.5428(3) 0.0555(12) Uani 1 1 d . . . H33A H 0.9698 0.3977 0.6078 0.067 Uiso 1 1 calc R . . C34 C 0.7615(5) 0.4493(3) 0.5354(4) 0.0578(13) Uani 1 1 d . . . H34A H 0.7521 0.4790 0.5960 0.069 Uiso 1 1 calc R . . C35 C 0.6462(5) 0.4538(3) 0.4381(4) 0.0558(12) Uani 1 1 d . . . H35A H 0.5584 0.4863 0.4327 0.067 Uiso 1 1 calc R . . C36 C 0.6612(4) 0.4100(3) 0.3483(3) 0.0413(10) 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 P1 0.0267(6) 0.0394(6) 0.0372(6) 0.0022(5) 0.0135(5) 0.0037(5) F12 0.0491(15) 0.129(2) 0.0466(15) 0.0288(16) 0.0138(12) -0.0198(17) F16 0.0549(16) 0.0816(19) 0.0670(17) 0.0190(15) 0.0253(14) -0.0202(14) F22 0.0741(18) 0.0482(15) 0.089(2) 0.0167(14) 0.0482(16) 0.0169(14) F26 0.0356(13) 0.0798(19) 0.0666(17) -0.0068(14) 0.0203(12) 0.0123(13) F32 0.0391(14) 0.105(2) 0.0525(16) -0.0052(15) 0.0000(12) 0.0299(15) F36 0.0325(13) 0.095(2) 0.0569(16) -0.0158(14) 0.0076(12) 0.0235(13) C11 0.028(2) 0.047(2) 0.036(2) -0.002(2) 0.0173(19) 0.000(2) C12 0.034(2) 0.080(3) 0.040(3) 0.004(2) 0.019(2) -0.008(2) C13 0.036(3) 0.133(5) 0.037(3) 0.002(3) 0.008(2) -0.005(3) C14 0.028(3) 0.127(5) 0.053(3) -0.022(3) 0.009(2) -0.015(3) C15 0.037(3) 0.077(3) 0.064(3) -0.016(3) 0.023(2) -0.021(3) C16 0.044(3) 0.054(3) 0.044(3) -0.004(2) 0.023(2) -0.007(2) C21 0.030(2) 0.043(3) 0.037(2) -0.0089(19) 0.0173(19) -0.0056(19) C22 0.051(3) 0.056(3) 0.043(3) -0.007(2) 0.026(2) -0.008(3) C23 0.097(4) 0.055(3) 0.054(3) -0.009(2) 0.040(3) -0.026(3) C24 0.076(4) 0.103(5) 0.048(3) -0.022(3) 0.036(3) -0.059(4) C25 0.044(3) 0.098(4) 0.056(3) -0.020(3) 0.027(2) -0.024(3) C26 0.031(2) 0.063(3) 0.035(2) -0.009(2) 0.009(2) -0.008(2) C31 0.026(2) 0.042(2) 0.032(2) 0.0023(18) 0.0146(19) 0.0039(19) C32 0.037(2) 0.058(3) 0.039(3) 0.002(2) 0.011(2) 0.006(2) C33 0.056(3) 0.069(3) 0.036(3) -0.004(2) 0.009(2) 0.005(3) C34 0.075(3) 0.069(3) 0.040(3) -0.006(2) 0.033(3) 0.004(3) C35 0.045(3) 0.068(3) 0.065(3) -0.008(3) 0.033(3) 0.009(2) C36 0.031(2) 0.054(3) 0.039(3) -0.004(2) 0.012(2) 0.005(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 C21 1.837(4) . ? P1 C11 1.841(4) . ? P1 C31 1.851(4) . ? F12 C12 1.357(4) . ? F16 C16 1.370(5) . ? F22 C22 1.358(5) . ? F26 C26 1.368(5) . ? F32 C32 1.362(4) . ? F36 C36 1.359(4) . ? C11 C16 1.389(5) . ? C11 C12 1.392(5) . ? C12 C13 1.381(6) . ? C13 C14 1.364(6) . ? C14 C15 1.386(6) . ? C15 C16 1.368(6) . ? C21 C26 1.386(5) . ? C21 C22 1.399(6) . ? C22 C23 1.368(6) . ? C23 C24 1.385(7) . ? C24 C25 1.366(7) . ? C25 C26 1.369(6) . ? C31 C32 1.392(5) . ? C31 C36 1.400(5) . ? C32 C33 1.373(6) . ? C33 C34 1.371(6) . ? C34 C35 1.375(6) . ? C35 C36 1.382(5) . ? 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 C21 P1 C11 105.82(17) . . ? C21 P1 C31 99.60(17) . . ? C11 P1 C31 104.33(16) . . ? C16 C11 C12 113.7(4) . . ? C16 C11 P1 116.1(3) . . ? C12 C11 P1 129.9(3) . . ? F12 C12 C13 116.9(4) . . ? F12 C12 C11 119.2(3) . . ? C13 C12 C11 123.9(4) . . ? C14 C13 C12 118.6(4) . . ? C13 C14 C15 120.9(4) . . ? C16 C15 C14 117.8(4) . . ? C15 C16 F16 118.2(4) . . ? C15 C16 C11 125.0(4) . . ? F16 C16 C11 116.8(3) . . ? C26 C21 C22 114.4(4) . . ? C26 C21 P1 119.0(3) . . ? C22 C21 P1 126.5(3) . . ? F22 C22 C23 117.8(4) . . ? F22 C22 C21 117.9(4) . . ? C23 C22 C21 124.3(4) . . ? C22 C23 C24 117.7(5) . . ? C25 C24 C23 120.9(5) . . ? C24 C25 C26 119.3(5) . . ? F26 C26 C25 118.4(4) . . ? F26 C26 C21 118.2(4) . . ? C25 C26 C21 123.4(4) . . ? C32 C31 C36 112.6(3) . . ? C32 C31 P1 117.3(3) . . ? C36 C31 P1 130.0(3) . . ? F32 C32 C33 118.0(4) . . ? F32 C32 C31 116.0(3) . . ? C33 C32 C31 126.0(4) . . ? C34 C33 C32 118.2(4) . . ? C33 C34 C35 119.8(4) . . ? C34 C35 C36 119.8(4) . . ? F36 C36 C35 117.6(3) . . ? F36 C36 C31 118.8(3) . . ? C35 C36 C31 123.6(4) . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 21.95 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.197 _refine_diff_density_min -0.266 _refine_diff_density_rms 0.046 #===END data_96109 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C24 H28 Cl2 F2 P2 Pt' _chemical_formula_weight 682.39 _chemical_melting_point ? _chemical_compound_source ? 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' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.984(2) _cell_length_b 15.583(4) _cell_length_c 16.459(4) _cell_angle_alpha 90.00 _cell_angle_beta 102.05(2) _cell_angle_gamma 90.00 _cell_volume 2504.3(10) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 38 _cell_measurement_theta_min 5.2 _cell_measurement_theta_max 12.5 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.76 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.45 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.810 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1328 _exptl_absorpt_coefficient_mu 5.969 _exptl_absorpt_correction_type 'psi scan (XEMP; SHELXTL/PC)' _exptl_absorpt_correction_T_min 0.313 _exptl_absorpt_correction_T_max 0.142 _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(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 'Siemens P4 diffractometer' _diffrn_measurement_method 'omega scan' _diffrn_standards_number 3 _diffrn_standards_interval_count 100 _diffrn_standards_interval_time ? _diffrn_standards_decay_% <2 _diffrn_reflns_number 5127 _diffrn_reflns_av_R_equivalents 0.0208 _diffrn_reflns_av_sigmaI/netI 0.0548 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.53 _diffrn_reflns_theta_max 26.00 _reflns_number_total 4517 _reflns_number_observed 3437 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'XSCANS (Fait, 1991)' _computing_cell_refinement 'XSCANS (Fait, 1991)' _computing_data_reduction 'XSCANS (Fait, 1991)' _computing_structure_solution 'SHELXTL/PC ver5.0 (Sheldrick, 1996)' _computing_structure_refinement 'SHELXTL/PC ver5.0 (Sheldrick, 1996)' _computing_molecular_graphics 'SHELXTL/PC ver5.0 (Sheldrick, 1996)' _computing_publication_material 'SHELXTL/PC ver5.0 (Sheldrick, 1996)' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0497P)^2^+22.7662P] 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 'riding model' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4517 _refine_ls_number_parameters 251 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0726 _refine_ls_R_factor_obs 0.0477 _refine_ls_wR_factor_all 0.1132 _refine_ls_wR_factor_obs 0.1020 _refine_ls_goodness_of_fit_all 1.015 _refine_ls_goodness_of_fit_obs 1.057 _refine_ls_restrained_S_all 1.020 _refine_ls_restrained_S_obs 1.063 _refine_ls_shift/esd_max 0.026 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Pt1 Pt 0.62044(4) 0.18052(2) 0.85570(2) 0.02139(12) Uani 1 d . . Cl1 Cl 0.4070(3) 0.2047(2) 0.7713(2) 0.0368(6) Uani 1 d . . Cl2 Cl 0.8304(3) 0.1646(2) 0.9421(2) 0.0425(7) Uani 1 d . . P1 P 0.5652(4) 0.2665(2) 0.9569(2) 0.0533(9) Uani 1 d D . P2 P 0.6768(2) 0.08465(15) 0.75948(14) 0.0200(5) Uani 1 d . . F12 F 0.8060(6) -0.0350(4) 0.8916(3) 0.042(2) Uani 1 d . . F16 F 0.9323(6) 0.1427(4) 0.6898(4) 0.0408(15) Uani 1 d . . C11 C 0.8566(10) 0.0538(6) 0.7870(6) 0.025(2) Uani 1 d . . C12 C 0.9028(10) 0.0004(7) 0.8553(6) 0.031(2) Uani 1 d . . C13 C 1.0362(12) -0.0178(7) 0.8892(7) 0.042(3) Uani 1 d . . H13A H 1.0617(12) -0.0551(7) 0.9363(7) 0.050 Uiso 1 d R . C14 C 1.1350(11) 0.0221(7) 0.8540(7) 0.045(3) Uani 1 d . . H14A H 1.2300(11) 0.0111(7) 0.8769(7) 0.054 Uiso 1 d R . C15 C 1.0984(10) 0.0753(6) 0.7877(7) 0.036(3) Uani 1 d . . H15A H 1.1679(10) 0.1016(6) 0.7635(7) 0.044 Uiso 1 d R . C16 C 0.9635(10) 0.0895(6) 0.7560(6) 0.029(2) Uani 1 d . . C21 C 0.6479(9) 0.1260(6) 0.6542(6) 0.024(2) Uani 1 d . . C22 C 0.6361(10) 0.0734(7) 0.5850(6) 0.032(2) Uani 1 d . . H22A H 0.6410(10) 0.0122(7) 0.5922(6) 0.038 Uiso 1 d R . C23 C 0.6185(11) 0.1088(7) 0.5070(6) 0.038(3) Uani 1 d . . H23A H 0.6100(11) 0.0719(7) 0.4595(6) 0.045 Uiso 1 d R . C24 C 0.6102(11) 0.1963(7) 0.4959(6) 0.038(3) Uani 1 d . . H24A H 0.5967(11) 0.2206(7) 0.4411(6) 0.045 Uiso 1 d R . C25 C 0.6223(11) 0.2495(7) 0.5645(6) 0.036(3) Uani 1 d . . H25A H 0.6174(11) 0.3106(7) 0.5573(6) 0.044 Uiso 1 d R . C26 C 0.6402(10) 0.2152(6) 0.6430(6) 0.030(2) Uani 1 d . . H26A H 0.6488(10) 0.2521(6) 0.6906(6) 0.036 Uiso 1 d R . C31 C 0.5853(9) -0.0178(5) 0.7492(5) 0.021(2) Uani 1 d . . C32 C 0.4536(10) -0.0204(7) 0.7625(6) 0.032(2) Uani 1 d . . H32A H 0.4135(10) 0.0310(7) 0.7789(6) 0.038 Uiso 1 d R . C33 C 0.3807(11) -0.0966(7) 0.7539(6) 0.039(3) Uani 1 d . . H33A H 0.2898(11) -0.0979(7) 0.7645(6) 0.047 Uiso 1 d R . C34 C 0.4387(11) -0.1700(6) 0.7302(6) 0.032(2) Uani 1 d . . H34A H 0.3878(11) -0.2227(6) 0.7242(6) 0.038 Uiso 1 d R . C35 C 0.5682(11) -0.1669(6) 0.7151(6) 0.035(3) Uani 1 d . . H35A H 0.6083(11) -0.2184(6) 0.6986(6) 0.042 Uiso 1 d R . C36 C 0.6432(11) -0.0922(6) 0.7237(6) 0.030(2) Uani 1 d . . H36A H 0.7342(11) -0.0910(6) 0.7132(6) 0.036 Uiso 1 d R . C1 C 0.4421(11) 0.3498(7) 0.9253(7) 0.040(3) Uiso 1 d . . H1A H 0.3556(11) 0.3242(7) 0.8984(7) 0.048 Uiso 1 calc R . H1B H 0.4276(11) 0.3803(7) 0.9741(7) 0.048 Uiso 1 calc R . C2 C 0.4860(14) 0.4124(8) 0.8669(8) 0.058(3) Uiso 1 d . . H2A H 0.4169(14) 0.4557(8) 0.8517(8) 0.087 Uiso 1 calc R . H2B H 0.4987(14) 0.3827(8) 0.8179(8) 0.087 Uiso 1 calc R . H2C H 0.5707(14) 0.4388(8) 0.8936(8) 0.087 Uiso 1 calc R . C3 C 0.5268(26) 0.2120(16) 1.0365(15) 0.144(9) Uiso 1 d . . H3A H 0.6112(26) 0.1920(16) 1.0718(15) 0.172 Uiso 1 calc R . H3B H 0.4831(26) 0.2508(16) 1.0691(15) 0.172 Uiso 1 calc R . C4 C 0.4364(19) 0.1379(12) 1.0117(12) 0.102(6) Uiso 1 d . . H4A H 0.4188(19) 0.1100(12) 1.0604(12) 0.154 Uiso 1 calc R . H4B H 0.4797(19) 0.0983(12) 0.9806(12) 0.154 Uiso 1 calc R . H4C H 0.3514(19) 0.1572(12) 0.9778(12) 0.154 Uiso 1 calc R . C5 C 0.7195(17) 0.3312(12) 1.0110(13) 0.114(7) Uiso 1 d D . H5B H 0.7843(17) 0.2899(12) 1.0409(13) 0.137 Uiso 1 calc R . H5A H 0.7607(17) 0.3542(12) 0.9672(13) 0.137 Uiso 1 calc R . C6 C 0.7165(25) 0.3975(16) 1.0651(15) 0.147(9) Uiso 1 d . . H6A H 0.8074(25) 0.4198(16) 1.0837(15) 0.221 Uiso 1 calc R . H6B H 0.6823(25) 0.3772(16) 1.1119(15) 0.221 Uiso 1 calc R . H6C H 0.6577(25) 0.4421(16) 1.0375(15) 0.221 Uiso 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 0.0214(2) 0.0226(2) 0.0201(2) -0.0004(2) 0.00416(12) 0.0003(2) Cl1 0.0233(14) 0.0422(15) 0.0414(14) -0.0074(11) -0.0013(11) 0.0073(10) Cl2 0.034(2) 0.056(2) 0.0314(13) -0.0069(12) -0.0061(11) 0.0079(13) P1 0.089(3) 0.042(2) 0.0269(15) -0.0059(13) 0.008(2) 0.033(2) P2 0.0188(13) 0.0219(11) 0.0193(11) 0.0009(9) 0.0041(9) -0.0012(9) F12 0.040(4) 0.050(4) 0.038(3) 0.023(3) 0.009(3) -0.003(3) F16 0.031(4) 0.044(3) 0.052(4) 0.013(3) 0.019(3) -0.003(3) C11 0.027(6) 0.026(5) 0.024(5) -0.005(4) 0.008(4) -0.002(4) C12 0.024(6) 0.035(5) 0.033(5) 0.002(5) 0.007(4) 0.002(4) C13 0.040(7) 0.047(7) 0.037(6) 0.012(5) 0.005(5) 0.015(5) C14 0.025(6) 0.053(7) 0.055(7) -0.013(6) 0.000(5) 0.011(5) C15 0.022(6) 0.031(6) 0.056(7) -0.006(5) 0.010(5) -0.004(4) C16 0.031(6) 0.021(5) 0.034(5) 0.000(4) 0.008(4) 0.003(4) C21 0.017(5) 0.028(5) 0.026(5) 0.001(4) 0.003(4) 0.002(4) C22 0.032(6) 0.031(5) 0.032(5) 0.001(4) 0.009(4) 0.000(4) C23 0.044(7) 0.044(6) 0.025(5) 0.001(5) 0.007(5) 0.006(5) C24 0.040(7) 0.043(7) 0.028(5) 0.007(5) 0.002(5) -0.003(5) C25 0.042(7) 0.028(5) 0.036(6) 0.004(5) 0.001(5) -0.001(5) C26 0.032(6) 0.030(5) 0.027(5) 0.001(4) 0.006(4) 0.002(4) C31 0.021(6) 0.023(5) 0.020(4) -0.004(4) 0.006(4) -0.004(4) C32 0.027(6) 0.037(6) 0.031(5) -0.005(4) 0.005(4) -0.010(4) C33 0.033(7) 0.050(7) 0.037(6) 0.009(5) 0.016(5) -0.002(5) C34 0.036(7) 0.028(6) 0.030(5) -0.002(4) 0.004(4) -0.011(5) C35 0.040(7) 0.030(6) 0.034(5) 0.003(4) 0.007(5) -0.004(5) C36 0.031(6) 0.023(5) 0.037(5) 0.004(4) 0.010(4) 0.004(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pt1 Cl2 2.287(3) . ? Pt1 P1 2.293(3) . ? Pt1 Cl1 2.320(2) . ? Pt1 P2 2.330(2) . ? P1 C3 1.67(2) . ? P1 C1 1.789(11) . ? P1 C5 1.900(13) . ? P2 C21 1.815(9) . ? P2 C11 1.822(10) . ? P2 C31 1.829(9) . ? F12 C12 1.355(11) . ? F16 C16 1.352(11) . ? C11 C16 1.392(13) . ? C11 C12 1.397(13) . ? C12 C13 1.363(14) . ? C13 C14 1.39(2) . ? C14 C15 1.36(2) . ? C15 C16 1.357(14) . ? C21 C22 1.389(13) . ? C21 C26 1.402(13) . ? C22 C23 1.374(13) . ? C23 C24 1.377(14) . ? C24 C25 1.386(14) . ? C25 C26 1.376(13) . ? C31 C32 1.378(14) . ? C31 C36 1.399(12) . ? C32 C33 1.384(14) . ? C33 C34 1.375(14) . ? C34 C35 1.368(15) . ? C35 C36 1.375(13) . ? C1 C2 1.50(2) . ? C3 C4 1.47(3) . ? C5 C6 1.37(3) . ? 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 Cl2 Pt1 P1 86.57(11) . . ? Cl2 Pt1 Cl1 176.62(10) . . ? P1 Pt1 Cl1 90.57(11) . . ? Cl2 Pt1 P2 91.88(9) . . ? P1 Pt1 P2 175.80(10) . . ? Cl1 Pt1 P2 91.10(9) . . ? C3 P1 C1 109.9(10) . . ? C3 P1 C5 101.4(11) . . ? C1 P1 C5 101.1(7) . . ? C3 P1 Pt1 113.7(9) . . ? C1 P1 Pt1 117.9(4) . . ? C5 P1 Pt1 110.9(7) . . ? C21 P2 C11 106.5(4) . . ? C21 P2 C31 104.2(4) . . ? C11 P2 C31 103.9(4) . . ? C21 P2 Pt1 114.1(3) . . ? C11 P2 Pt1 111.5(3) . . ? C31 P2 Pt1 115.8(3) . . ? C16 C11 C12 112.6(9) . . ? C16 C11 P2 126.5(7) . . ? C12 C11 P2 119.9(7) . . ? F12 C12 C13 117.4(9) . . ? F12 C12 C11 116.9(8) . . ? C13 C12 C11 125.7(10) . . ? C12 C13 C14 117.0(10) . . ? C15 C14 C13 120.8(10) . . ? C16 C15 C14 119.1(10) . . ? F16 C16 C15 116.9(9) . . ? F16 C16 C11 118.4(8) . . ? C15 C16 C11 124.7(9) . . ? C22 C21 C26 119.1(9) . . ? C22 C21 P2 122.8(7) . . ? C26 C21 P2 118.1(7) . . ? C23 C22 C21 120.1(10) . . ? C22 C23 C24 121.0(10) . . ? C23 C24 C25 119.4(10) . . ? C26 C25 C24 120.4(9) . . ? C25 C26 C21 120.0(9) . . ? C32 C31 C36 119.4(9) . . ? C32 C31 P2 119.1(7) . . ? C36 C31 P2 121.4(7) . . ? C31 C32 C33 120.6(10) . . ? C34 C33 C32 120.0(10) . . ? C35 C34 C33 119.5(9) . . ? C34 C35 C36 121.7(10) . . ? C35 C36 C31 118.9(9) . . ? C2 C1 P1 112.6(8) . . ? C4 C3 P1 114.2(17) . . ? C6 C5 P1 125.5(17) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Pt1 P2 C11 C12 71.0(8) . . . . ? Pt1 P2 C11 C16 -96.8(8) . . . . ? Pt1 P2 C21 C22 -160.7(7) . . . . ? Pt1 P2 C21 C26 20.7(9) . . . . ? Pt1 P2 C31 C32 31.0(8) . . . . ? Pt1 P2 C31 C36 -152.6(7) . . . . ? _refine_diff_density_max 2.104 _refine_diff_density_min -1.591 _refine_diff_density_rms 0.182 #===END data_9834 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C24 H26 Cl2 F4 P2 Pt' _chemical_formula_weight 718.38 _chemical_melting_point ? _chemical_compound_source ? 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' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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 13.152(10) _cell_length_b 10.867(4) _cell_length_c 19.251(4) _cell_angle_alpha 90.00 _cell_angle_beta 103.58(4) _cell_angle_gamma 90.00 _cell_volume 2674.4(23) _cell_formula_units_Z 4 _cell_measurement_temperature 190(2) _cell_measurement_reflns_used 27 _cell_measurement_theta_min 4.93 _cell_measurement_theta_max 12.46 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.784 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1392 _exptl_absorpt_coefficient_mu 5.605 _exptl_absorpt_correction_type 'psi-scans (XEMP; SHELXTL/PC)' _exptl_absorpt_correction_T_min 0.238 _exptl_absorpt_correction_T_max 0.382 _exptl_special_details ; ? ; _diffrn_ambient_temperature 190(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 'Siemens P4 diffractometer' _diffrn_measurement_method 'omega scans' _diffrn_standards_number 3 _diffrn_standards_interval_count 1000 _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1 _diffrn_reflns_number 6316 _diffrn_reflns_av_R_equivalents 0.0644 _diffrn_reflns_av_sigmaI/netI 0.0706 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.53 _diffrn_reflns_theta_max 26.49 _reflns_number_total 5500 _reflns_number_observed 4029 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'XSCANS (Fait, 1991)' _computing_cell_refinement 'XSCANS (Fait, 1991)' _computing_data_reduction 'XSCANS (Fait, 1991)' _computing_structure_solution 'SHELXTL/PC ver5.0(Sheldrick, 1996)' _computing_structure_refinement 'SHELXTL/PC ver5.0(Sheldrick, 1996)' _computing_molecular_graphics 'SHELXTL/PC ver5.0(Sheldrick, 1996)' _computing_publication_material 'SHELXTL/PC ver5.0(Sheldrick, 1996)' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.1263P)^2^+3.9476P] 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 5500 _refine_ls_number_parameters 316 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0942 _refine_ls_R_factor_obs 0.0653 _refine_ls_wR_factor_all 0.1918 _refine_ls_wR_factor_obs 0.1674 _refine_ls_goodness_of_fit_all 1.027 _refine_ls_goodness_of_fit_obs 1.054 _refine_ls_restrained_S_all 1.027 _refine_ls_restrained_S_obs 1.054 _refine_ls_shift/esd_max -0.003 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Pt1 Pt 0.23616(3) 0.57352(4) 0.18100(2) 0.0197(2) Uani 1 d . . Cl1 Cl 0.3126(2) 0.4321(3) 0.1196(2) 0.0311(7) Uani 1 d . . Cl2 Cl 0.1558(2) 0.7139(3) 0.2409(2) 0.0323(7) Uani 1 d . . P1 P 0.1890(3) 0.4267(3) 0.2530(2) 0.0279(7) Uani 1 d . . P2 P 0.2533(2) 0.7340(3) 0.10504(14) 0.0187(6) Uani 1 d . . F12 F 0.1866(7) 0.7679(11) -0.0632(5) 0.034(3) Uani 0.67 d P 1 F16 F 0.4729(8) 0.6667(10) 0.1262(5) 0.030(2) Uani 0.67 d P 1 F22 F 0.2630(8) 0.9761(10) 0.0297(5) 0.030(2) Uani 0.67 d P 1 F26 F 0.3913(7) 0.7873(10) 0.2545(5) 0.029(2) Uani 0.67 d P 1 F32 F 0.1134(9) 0.9664(12) 0.1222(6) 0.044(3) Uani 0.67 d P 1 F36 F 0.1023(10) 0.5851(12) 0.0060(7) 0.051(3) Uani 0.67 d P 1 C12 C 0.2839(9) 0.7210(13) -0.0389(6) 0.032(3) Uani 1 d . 2 H12 H 0.2141(9) 0.7431(13) -0.0553(6) 0.039 Uiso 0.33 calc PR 2 C16 C 0.4281(9) 0.6763(11) 0.0547(6) 0.024(2) Uani 1 d . 2 H16 H 0.4579(9) 0.6671(11) 0.1032(6) 0.029 Uiso 0.33 calc PR 2 C22 C 0.3181(10) 0.9779(12) 0.0985(7) 0.032(3) Uani 1 d . 2 H22 H 0.2829(10) 0.9737(12) 0.0506(7) 0.039 Uiso 0.33 calc PR 2 C26 C 0.3761(9) 0.8871(13) 0.2119(6) 0.030(3) Uani 1 d . 2 H26 H 0.3788(9) 0.8199(13) 0.2422(6) 0.036 Uiso 0.33 calc PR 2 C32 C 0.0685(9) 0.8774(12) 0.0794(6) 0.029(3) Uani 1 d . 2 H32 H 0.1076(9) 0.9381(12) 0.1077(6) 0.035 Uiso 0.33 calc PR 2 C36 C 0.0551(9) 0.6867(12) 0.0227(6) 0.031(3) Uani 1 d . 2 H36 H 0.0868(9) 0.6142(12) 0.0131(6) 0.037 Uiso 0.33 calc PR 2 C1 C 0.2138(15) 0.2703(13) 0.2301(11) 0.068(6) Uani 1 d . . H1A H 0.1732(15) 0.2540(13) 0.1821(11) 0.081 Uiso 1 calc R . H1B H 0.2871(15) 0.2633(13) 0.2294(11) 0.081 Uiso 1 calc R . C2 C 0.1888(18) 0.1710(17) 0.2795(12) 0.085(7) Uani 1 d . . H2A H 0.2046(18) 0.0916(17) 0.2628(12) 0.127 Uiso 1 calc R . H2B H 0.1159(18) 0.1747(17) 0.2796(12) 0.127 Uiso 1 calc R . H2C H 0.2302(18) 0.1840(17) 0.3271(12) 0.127 Uiso 1 calc R . C3 C 0.0496(10) 0.4281(12) 0.2459(7) 0.033(3) Uani 1 d . . H3A H 0.0322(10) 0.3595(12) 0.2732(7) 0.040 Uiso 1 calc R . H3B H 0.0319(10) 0.5031(12) 0.2677(7) 0.040 Uiso 1 calc R . C4 C -0.0174(13) 0.4202(17) 0.1709(7) 0.058(5) Uani 1 d . . H4A H -0.0899(13) 0.4216(17) 0.1722(7) 0.087 Uiso 1 calc R . H4B H -0.0023(13) 0.3451(17) 0.1491(7) 0.087 Uiso 1 calc R . H4C H -0.0026(13) 0.4890(17) 0.1436(7) 0.087 Uiso 1 calc R . C5 C 0.2477(10) 0.4506(15) 0.3473(6) 0.038(3) Uani 1 d . . H5A H 0.2280(10) 0.5315(15) 0.3610(6) 0.046 Uiso 1 calc R . H5B H 0.2195(10) 0.3902(15) 0.3749(6) 0.046 Uiso 1 calc R . C6 C 0.3666(14) 0.4407(24) 0.3663(11) 0.092(9) Uani 1 d . . H6A H 0.3926(14) 0.4541(24) 0.4166(11) 0.138 Uiso 1 calc R . H6B H 0.3953(14) 0.5015(24) 0.3401(11) 0.138 Uiso 1 calc R . H6C H 0.3868(14) 0.3602(24) 0.3540(11) 0.138 Uiso 1 calc R . C11 C 0.3232(9) 0.7095(11) 0.0343(6) 0.023(2) Uani 1 d . . C13 C 0.3417(11) 0.7016(15) -0.0882(7) 0.040(3) Uani 1 d . . H13 H 0.3116(11) 0.7097(15) -0.1368(7) 0.048 Uiso 1 calc R 2 C14 C 0.4462(11) 0.6697(14) -0.0646(7) 0.040(3) Uani 1 d . . H14 H 0.4872(11) 0.6571(14) -0.0972(7) 0.048 Uiso 1 calc R . C15 C 0.4894(10) 0.6566(11) 0.0087(7) 0.031(3) Uani 1 d . . H15 H 0.5593(10) 0.6346(11) 0.0253(7) 0.038 Uiso 1 calc R 2 C21 C 0.3193(8) 0.8757(12) 0.1422(6) 0.025(2) Uani 1 d . . C23 C 0.3684(11) 1.0854(13) 0.1249(9) 0.046(4) Uani 1 d . . H23 H 0.3660(11) 1.1537(13) 0.0955(9) 0.055 Uiso 1 calc R 2 C24 C 0.4222(11) 1.0899(14) 0.1954(9) 0.047(4) Uani 1 d . . H24 H 0.4551(11) 1.1626(14) 0.2138(9) 0.056 Uiso 1 calc R . C25 C 0.4280(10) 0.9905(14) 0.2386(7) 0.036(3) Uani 1 d . . H25 H 0.4669(10) 0.9933(14) 0.2856(7) 0.044 Uiso 1 calc R 2 C31 C 0.1175(8) 0.7751(12) 0.0637(5) 0.023(2) Uani 1 d . . C33 C -0.0413(10) 0.8946(14) 0.0536(7) 0.037(3) Uani 1 d . . H33 H -0.0734(10) 0.9658(14) 0.0647(7) 0.045 Uiso 1 calc R 2 C34 C -0.0988(9) 0.8048(14) 0.0122(7) 0.040(3) Uani 1 d . . H34 H -0.1706(9) 0.8148(14) -0.0044(7) 0.048 Uiso 1 calc R . C35 C -0.0511(9) 0.6995(15) -0.0050(6) 0.039(3) Uani 1 d . . H35 H -0.0893(9) 0.6393(15) -0.0342(6) 0.046 Uiso 1 calc R 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 0.0145(2) 0.0267(3) 0.0202(2) 0.0013(2) 0.0088(2) 0.0022(2) Cl1 0.0281(14) 0.0301(15) 0.041(2) -0.0022(13) 0.0210(13) 0.0052(13) Cl2 0.0321(15) 0.038(2) 0.0321(14) 0.0000(13) 0.0188(12) 0.0081(14) P1 0.027(2) 0.028(2) 0.033(2) 0.0072(13) 0.0166(13) 0.0014(14) P2 0.0122(12) 0.0257(14) 0.0191(13) 0.0007(11) 0.0056(10) 0.0026(12) F12 0.020(5) 0.066(8) 0.014(4) 0.011(5) 0.002(4) -0.003(5) F16 0.022(5) 0.048(7) 0.021(5) 0.010(5) 0.005(4) 0.002(5) F22 0.021(5) 0.036(6) 0.031(5) 0.016(5) 0.000(4) 0.014(5) F26 0.020(5) 0.045(6) 0.018(4) 0.002(5) -0.003(4) 0.001(5) F32 0.036(6) 0.048(7) 0.047(7) -0.008(6) 0.009(6) 0.017(6) F36 0.042(7) 0.061(9) 0.047(7) -0.010(6) 0.003(6) 0.003(7) C12 0.023(6) 0.053(8) 0.025(6) 0.004(6) 0.013(5) 0.002(6) C16 0.022(6) 0.028(6) 0.024(6) 0.003(5) 0.011(5) -0.004(5) C22 0.023(6) 0.033(7) 0.039(7) 0.002(6) 0.006(5) -0.004(6) C26 0.018(5) 0.050(8) 0.026(6) -0.005(6) 0.013(5) 0.004(6) C32 0.021(6) 0.034(6) 0.030(6) -0.001(5) 0.003(5) 0.003(5) C36 0.026(6) 0.038(7) 0.028(6) 0.004(5) 0.007(5) 0.013(6) C1 0.077(12) 0.023(7) 0.127(16) -0.008(9) 0.073(12) -0.010(8) C2 0.103(17) 0.058(12) 0.116(17) 0.025(11) 0.072(15) -0.016(12) C3 0.031(7) 0.033(7) 0.039(7) 0.001(6) 0.016(6) -0.006(6) C4 0.047(9) 0.100(14) 0.023(6) -0.014(8) -0.002(6) -0.020(9) C5 0.026(6) 0.066(10) 0.024(6) 0.015(6) 0.010(5) -0.006(7) C6 0.030(9) 0.178(27) 0.066(12) 0.026(14) 0.011(9) 0.004(12) C11 0.024(6) 0.025(6) 0.022(5) 0.010(5) 0.009(4) 0.008(5) C13 0.035(7) 0.065(10) 0.024(6) 0.005(6) 0.015(5) 0.006(7) C14 0.037(7) 0.061(9) 0.033(7) -0.002(6) 0.032(6) 0.000(7) C15 0.026(6) 0.027(6) 0.046(7) -0.006(6) 0.020(6) -0.007(5) C21 0.012(5) 0.034(6) 0.031(6) 0.000(5) 0.007(4) 0.000(5) C23 0.032(7) 0.037(8) 0.069(10) 0.017(7) 0.012(7) -0.002(6) C24 0.028(7) 0.051(10) 0.064(10) -0.029(8) 0.017(7) -0.012(7) C25 0.026(6) 0.049(9) 0.034(7) -0.017(6) 0.006(5) 0.004(6) C31 0.020(5) 0.037(6) 0.016(5) 0.006(5) 0.009(4) 0.000(5) C33 0.018(6) 0.049(8) 0.050(8) 0.008(7) 0.018(6) 0.018(6) C34 0.011(5) 0.057(9) 0.050(8) 0.017(7) 0.004(5) 0.003(6) C35 0.019(6) 0.070(10) 0.025(6) 0.010(6) 0.002(5) -0.012(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pt1 P1 2.293(3) . ? Pt1 Cl1 2.308(3) . ? Pt1 Cl2 2.312(3) . ? Pt1 P2 2.320(3) . ? P1 C1 1.805(15) . ? P1 C3 1.807(13) . ? P1 C5 1.816(13) . ? P2 C21 1.829(13) . ? P2 C11 1.832(11) . ? P2 C31 1.832(11) . ? F12 C12 1.36(2) . ? F16 C16 1.369(14) . ? F22 C22 1.35(2) . ? F26 C26 1.35(2) . ? F32 C32 1.32(2) . ? F36 C36 1.34(2) . ? C12 C13 1.36(2) . ? C12 C11 1.39(2) . ? C16 C15 1.35(2) . ? C16 C11 1.39(2) . ? C22 C23 1.38(2) . ? C22 C21 1.39(2) . ? C26 C25 1.35(2) . ? C26 C21 1.38(2) . ? C32 C31 1.35(2) . ? C32 C33 1.43(2) . ? C36 C35 1.38(2) . ? C36 C31 1.38(2) . ? C1 C2 1.52(2) . ? C3 C4 1.51(2) . ? C5 C6 1.52(2) . ? C13 C14 1.39(2) . ? C14 C15 1.40(2) . ? C23 C24 1.38(2) . ? C24 C25 1.35(2) . ? C33 C34 1.37(2) . ? C34 C35 1.38(2) . ? 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 P1 Pt1 Cl1 93.34(12) . . ? P1 Pt1 Cl2 86.41(12) . . ? Cl1 Pt1 Cl2 178.66(11) . . ? P1 Pt1 P2 169.79(11) . . ? Cl1 Pt1 P2 93.41(11) . . ? Cl2 Pt1 P2 86.66(11) . . ? C1 P1 C3 103.2(7) . . ? C1 P1 C5 108.7(9) . . ? C3 P1 C5 105.1(6) . . ? C1 P1 Pt1 114.7(5) . . ? C3 P1 Pt1 111.2(4) . . ? C5 P1 Pt1 113.1(5) . . ? C21 P2 C11 97.9(5) . . ? C21 P2 C31 106.8(6) . . ? C11 P2 C31 108.7(5) . . ? C21 P2 Pt1 119.6(4) . . ? C11 P2 Pt1 120.0(4) . . ? C31 P2 Pt1 103.2(4) . . ? F12 C12 C13 117.0(11) . . ? F12 C12 C11 118.6(10) . . ? C13 C12 C11 123.9(12) . . ? C15 C16 F16 117.8(11) . . ? C15 C16 C11 124.3(11) . . ? F16 C16 C11 117.9(10) . . ? F22 C22 C23 118.3(12) . . ? F22 C22 C21 120.5(12) . . ? C23 C22 C21 121.2(13) . . ? F26 C26 C25 116.7(12) . . ? F26 C26 C21 119.3(12) . . ? C25 C26 C21 123.6(13) . . ? F32 C32 C31 125.2(12) . . ? F32 C32 C33 113.0(12) . . ? C31 C32 C33 121.7(12) . . ? F36 C36 C35 118.3(13) . . ? F36 C36 C31 117.6(11) . . ? C35 C36 C31 124.1(13) . . ? C2 C1 P1 115.9(12) . . ? C4 C3 P1 115.2(10) . . ? C6 C5 P1 113.6(11) . . ? C12 C11 C16 114.6(10) . . ? C12 C11 P2 127.6(9) . . ? C16 C11 P2 117.8(8) . . ? C12 C13 C14 118.8(12) . . ? C13 C14 C15 119.6(11) . . ? C16 C15 C14 118.8(12) . . ? C26 C21 C22 116.3(12) . . ? C26 C21 P2 123.7(10) . . ? C22 C21 P2 120.0(9) . . ? C24 C23 C22 119.0(13) . . ? C25 C24 C23 121.2(13) . . ? C24 C25 C26 118.7(13) . . ? C32 C31 C36 116.6(11) . . ? C32 C31 P2 124.7(9) . . ? C36 C31 P2 117.7(9) . . ? C34 C33 C32 119.0(12) . . ? C33 C34 C35 120.6(11) . . ? C36 C35 C34 117.8(13) . . ? _refine_diff_density_max 3.355 _refine_diff_density_min -5.193 _refine_diff_density_rms 0.300 #===END data_9686 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C24 H24 Cl2 F6 P2 Pt' _chemical_formula_weight 754.36 _chemical_melting_point ? _chemical_compound_source ? 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' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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 13.253(2) _cell_length_b 10.866(1) _cell_length_c 19.356(3) _cell_angle_alpha 90.00 _cell_angle_beta 103.19(1) _cell_angle_gamma 90.00 _cell_volume 2713.9(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 26 _cell_measurement_theta_min 5.31 _cell_measurement_theta_max 12.58 _exptl_crystal_description rhomboid _exptl_crystal_colour yellow _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.29 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.846 _exptl_crystal_density_method ? _exptl_crystal_F_000 1456 _exptl_absorpt_coefficient_mu 5.538 _exptl_absorpt_correction_type 'psi scan (XEMP; SHELXL-93)' _exptl_absorpt_correction_T_min 0.114 _exptl_absorpt_correction_T_max 0.343 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens P4 diffractometer' _diffrn_measurement_method 'omega scan' _diffrn_standards_number 3 _diffrn_standards_interval_count 100 _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1 _diffrn_reflns_number 7355 _diffrn_reflns_av_R_equivalents 0.0412 _diffrn_reflns_av_sigmaI/netI 0.0458 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.53 _diffrn_reflns_theta_max 27.00 _reflns_number_total 5892 _reflns_number_observed 4539 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'XSCANS (Fait, 1991)' _computing_cell_refinement 'XSCANS (Fait, 1991)' _computing_data_reduction 'XSCANS (Fait, 1991)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'SHELXL-93 (Sheldrick, 1993)' _computing_publication_material 'SHELXL-93 (Sheldrick, 1993)' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0684P)^2^+7.8220P] 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 'riding model' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5892 _refine_ls_number_parameters 316 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0622 _refine_ls_R_factor_obs 0.0405 _refine_ls_wR_factor_all 0.1059 _refine_ls_wR_factor_obs 0.0934 _refine_ls_goodness_of_fit_all 0.903 _refine_ls_goodness_of_fit_obs 0.914 _refine_ls_restrained_S_all 0.903 _refine_ls_restrained_S_obs 0.914 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Pt1 Pt 0.23606(2) 0.07629(2) 0.180275(12) 0.02734(9) Uani 1 d . . Cl1 Cl 0.15560(14) 0.2173(2) 0.23896(9) 0.0435(4) Uani 1 d . . Cl2 Cl 0.31358(15) -0.0644(2) 0.11997(10) 0.0422(4) Uani 1 d . . P1 P 0.1895(2) -0.0705(2) 0.25188(10) 0.0382(4) Uani 1 d . . P2 P 0.25388(12) 0.23804(14) 0.10510(8) 0.0254(3) Uani 1 d . . F12 F 0.3902(3) 0.2915(4) 0.2534(2) 0.0497(11) Uani 1 d . . F16 F 0.2644(3) 0.4761(4) 0.0309(2) 0.0488(11) Uani 1 d . . F22 F 0.1179(3) 0.4717(4) 0.1220(2) 0.0504(11) Uani 1 d . . F26 F 0.1049(3) 0.0876(4) 0.0093(2) 0.0466(10) Uani 1 d . . F32 F 0.4679(3) 0.1708(4) 0.1247(2) 0.0436(10) Uani 1 d . . F36 F 0.1864(3) 0.2662(4) -0.0637(2) 0.0490(11) Uani 1 d . . C1 C 0.0509(6) -0.0671(8) 0.2465(4) 0.051(2) Uani 1 d . . H1A H 0.0336(6) 0.0087(8) 0.2665(4) 0.061 Uiso 1 d R . H1B H 0.0332(6) -0.1334(8) 0.2744(4) 0.061 Uiso 1 d R . C2 C -0.0149(8) -0.0783(10) 0.1711(5) 0.076(3) Uani 1 d . . H2A H -0.0873(8) -0.0760(10) 0.1713(5) 0.091 Uiso 1 d R . H2B H 0.0012(8) -0.0113(10) 0.1432(5) 0.091 Uiso 1 d R . H2C H 0.0009(8) -0.1548(10) 0.1512(5) 0.091 Uiso 1 d R . C3 C 0.2459(6) -0.0467(8) 0.3452(4) 0.051(2) Uani 1 d . . H3A H 0.2195(6) -0.1080(8) 0.3721(4) 0.061 Uiso 1 d R . H3B H 0.2243(6) 0.0324(8) 0.3585(4) 0.061 Uiso 1 d R . C4 C 0.3627(8) -0.0506(13) 0.3648(6) 0.093(4) Uani 1 d . . H4A H 0.3882(8) -0.0369(13) 0.4147(6) 0.112 Uiso 1 d R . H4B H 0.3848(8) -0.1302(13) 0.3524(6) 0.112 Uiso 1 d R . H4C H 0.3896(8) 0.0117(13) 0.3387(6) 0.112 Uiso 1 d R . C5 C 0.2179(9) -0.2291(7) 0.2326(5) 0.069(3) Uani 1 d . . H5A H 0.2912(9) -0.2355(7) 0.2364(5) 0.083 Uiso 1 d R . H5B H 0.1839(9) -0.2466(7) 0.1843(5) 0.083 Uiso 1 d R . C6 C 0.1880(12) -0.3267(9) 0.2794(7) 0.116(5) Uani 1 d . . H6A H 0.2064(12) -0.4068(9) 0.2653(7) 0.140 Uiso 1 d R . H6B H 0.2229(12) -0.3118(9) 0.3278(7) 0.140 Uiso 1 d R . H6C H 0.1144(12) -0.3229(9) 0.2750(7) 0.140 Uiso 1 d R . C11 C 0.3196(5) 0.3789(6) 0.1414(3) 0.0287(13) Uani 1 d . . C12 C 0.3799(5) 0.3892(7) 0.2097(4) 0.038(2) Uani 1 d . . C13 C 0.4316(6) 0.4967(9) 0.2352(5) 0.054(2) Uani 1 d . . H13A H 0.4719(6) 0.4999(9) 0.2832(5) 0.065 Uiso 1 d R . C14 C 0.4236(7) 0.5960(8) 0.1921(6) 0.063(3) Uani 1 d . . H14A H 0.4577(7) 0.6711(8) 0.2104(6) 0.076 Uiso 1 d R . C15 C 0.3676(6) 0.5905(7) 0.1226(5) 0.053(2) Uani 1 d . . H15A H 0.3640(6) 0.6601(7) 0.0916(5) 0.063 Uiso 1 d R . C16 C 0.3182(5) 0.4827(6) 0.0989(4) 0.0349(15) Uani 1 d . . C21 C 0.1192(4) 0.2794(6) 0.0645(3) 0.0265(12) Uani 1 d . . C22 C 0.0666(5) 0.3818(6) 0.0805(4) 0.0351(15) Uani 1 d . . C23 C -0.0395(5) 0.3978(7) 0.0553(4) 0.045(2) Uani 1 d . . H23A H -0.0722(5) 0.4720(7) 0.0659(4) 0.054 Uiso 1 d R . C24 C -0.0952(5) 0.3062(8) 0.0154(5) 0.052(2) Uani 1 d . . H24A H -0.1686(5) 0.3156(8) -0.0024(5) 0.062 Uiso 1 d R . C25 C -0.0481(5) 0.2015(7) -0.0017(4) 0.043(2) Uani 1 d . . H25A H -0.0865(5) 0.1365(7) -0.0294(4) 0.052 Uiso 1 d R . C26 C 0.0581(5) 0.1913(6) 0.0241(3) 0.037(2) Uani 1 d . . C31 C 0.3217(5) 0.2123(6) 0.0340(3) 0.0296(13) Uani 1 d . . C32 C 0.4249(5) 0.1783(6) 0.0538(3) 0.0343(14) Uani 1 d . . C33 C 0.4867(6) 0.1555(7) 0.0078(4) 0.046(2) Uani 1 d . . H33A H 0.5578(6) 0.1321(7) 0.0252(4) 0.055 Uiso 1 d R . C34 C 0.4446(7) 0.1667(8) -0.0641(4) 0.056(2) Uani 1 d . . H34A H 0.4864(7) 0.1504(8) -0.0976(4) 0.067 Uiso 1 d R . C35 C 0.3427(6) 0.2023(8) -0.0877(4) 0.052(2) Uani 1 d . . H35A H 0.3127(6) 0.2104(8) -0.1375(4) 0.062 Uiso 1 d R . C36 C 0.2852(5) 0.2253(7) -0.0383(4) 0.039(2) Uani 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 0.03085(13) 0.02721(13) 0.02768(13) 0.00183(11) 0.01442(9) 0.00268(11) Cl1 0.0535(10) 0.0414(9) 0.0429(9) -0.0030(8) 0.0261(8) 0.0101(8) Cl2 0.0527(10) 0.0325(8) 0.0503(10) -0.0007(8) 0.0300(8) 0.0074(8) P1 0.0478(10) 0.0350(9) 0.0396(9) 0.0052(8) 0.0257(8) -0.0007(9) P2 0.0283(7) 0.0253(7) 0.0240(7) 0.0023(6) 0.0091(6) 0.0035(6) F12 0.049(2) 0.067(3) 0.030(2) 0.000(2) 0.003(2) 0.003(2) F16 0.053(3) 0.042(2) 0.049(2) 0.017(2) 0.008(2) 0.001(2) F22 0.050(2) 0.041(2) 0.062(3) -0.014(2) 0.016(2) 0.009(2) F26 0.046(2) 0.037(2) 0.055(3) -0.012(2) 0.005(2) -0.002(2) F32 0.037(2) 0.053(3) 0.040(2) 0.007(2) 0.008(2) 0.006(2) F36 0.042(2) 0.074(3) 0.030(2) 0.005(2) 0.006(2) 0.008(2) C1 0.053(4) 0.055(5) 0.054(5) 0.003(4) 0.031(4) -0.006(4) C2 0.061(6) 0.108(9) 0.058(5) 0.001(6) 0.012(4) -0.019(6) C3 0.049(4) 0.065(5) 0.044(4) 0.016(4) 0.022(4) 0.000(4) C4 0.056(6) 0.137(11) 0.086(8) 0.017(8) 0.015(5) -0.008(7) C5 0.117(8) 0.028(4) 0.082(6) 0.009(4) 0.063(6) 0.008(5) C6 0.193(15) 0.043(6) 0.142(12) 0.025(7) 0.098(11) 0.003(8) C11 0.025(3) 0.027(3) 0.036(3) -0.006(3) 0.010(3) 0.000(3) C12 0.028(3) 0.046(4) 0.039(4) -0.008(3) 0.008(3) 0.003(3) C13 0.038(4) 0.068(6) 0.055(5) -0.026(4) 0.006(4) -0.011(4) C14 0.045(4) 0.043(5) 0.102(8) -0.027(5) 0.016(5) -0.009(4) C15 0.047(4) 0.032(4) 0.080(6) -0.001(4) 0.017(4) -0.004(3) C16 0.032(3) 0.027(3) 0.047(4) 0.000(3) 0.011(3) 0.001(3) C21 0.022(3) 0.033(3) 0.025(3) -0.001(3) 0.006(2) 0.000(3) C22 0.041(4) 0.034(3) 0.034(3) 0.005(3) 0.016(3) 0.005(3) C23 0.033(4) 0.052(5) 0.053(4) 0.017(4) 0.019(3) 0.011(3) C24 0.026(3) 0.067(5) 0.064(5) 0.015(4) 0.010(3) 0.004(4) C25 0.034(4) 0.047(4) 0.046(4) 0.004(3) 0.005(3) -0.007(3) C26 0.041(4) 0.037(4) 0.035(3) -0.001(3) 0.011(3) -0.001(3) C31 0.033(3) 0.027(3) 0.031(3) -0.003(3) 0.014(3) -0.001(3) C32 0.038(4) 0.030(3) 0.036(3) 0.001(3) 0.011(3) 0.000(3) C33 0.038(4) 0.046(4) 0.058(5) 0.004(4) 0.021(3) 0.005(3) C34 0.061(5) 0.066(6) 0.053(5) -0.004(4) 0.037(4) 0.008(4) C35 0.059(5) 0.069(6) 0.033(4) -0.001(4) 0.023(3) 0.002(4) C36 0.041(4) 0.045(4) 0.033(3) -0.001(3) 0.014(3) 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 P1 2.288(2) . ? Pt1 Cl2 2.303(2) . ? Pt1 Cl1 2.308(2) . ? Pt1 P2 2.328(2) . ? P1 C3 1.808(8) . ? P1 C1 1.817(8) . ? P1 C5 1.820(8) . ? P2 C11 1.821(6) . ? P2 C31 1.828(6) . ? P2 C21 1.834(6) . ? F12 C12 1.344(8) . ? F16 C16 1.348(8) . ? F22 C22 1.346(8) . ? F26 C26 1.348(8) . ? F32 C32 1.363(7) . ? F36 C36 1.364(8) . ? C1 C2 1.524(12) . ? C3 C4 1.508(12) . ? C5 C6 1.506(12) . ? C11 C12 1.384(9) . ? C11 C16 1.394(9) . ? C12 C13 1.387(11) . ? C13 C14 1.353(13) . ? C14 C15 1.382(13) . ? C15 C16 1.368(10) . ? C21 C26 1.376(9) . ? C21 C22 1.385(9) . ? C22 C23 1.390(9) . ? C23 C24 1.369(11) . ? C24 C25 1.374(11) . ? C25 C26 1.386(9) . ? C31 C36 1.380(9) . ? C31 C32 1.384(9) . ? C32 C33 1.362(10) . ? C33 C34 1.383(11) . ? C34 C35 1.378(11) . ? C35 C36 1.375(10) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag P1 Pt1 Cl2 93.29(7) . . ? P1 Pt1 Cl1 86.91(7) . . ? Cl2 Pt1 Cl1 178.91(7) . . ? P1 Pt1 P2 169.97(6) . . ? Cl2 Pt1 P2 93.66(6) . . ? Cl1 Pt1 P2 86.01(6) . . ? C3 P1 C1 103.7(4) . . ? C3 P1 C5 106.4(4) . . ? C1 P1 C5 105.1(4) . . ? C3 P1 Pt1 113.4(3) . . ? C1 P1 Pt1 111.1(3) . . ? C5 P1 Pt1 116.0(3) . . ? C11 P2 C31 98.3(3) . . ? C11 P2 C21 107.0(3) . . ? C31 P2 C21 108.2(3) . . ? C11 P2 Pt1 120.1(2) . . ? C31 P2 Pt1 119.5(2) . . ? C21 P2 Pt1 103.0(2) . . ? C2 C1 P1 113.8(6) . . ? C4 C3 P1 114.5(7) . . ? C6 C5 P1 116.7(7) . . ? C12 C11 C16 115.2(6) . . ? C12 C11 P2 123.9(5) . . ? C16 C11 P2 120.8(5) . . ? F12 C12 C11 119.4(6) . . ? F12 C12 C13 118.0(6) . . ? C11 C12 C13 122.6(7) . . ? C14 C13 C12 119.3(8) . . ? C13 C14 C15 121.0(7) . . ? C16 C15 C14 118.2(8) . . ? F16 C16 C15 118.6(7) . . ? F16 C16 C11 117.8(6) . . ? C15 C16 C11 123.6(7) . . ? C26 C21 C22 115.2(6) . . ? C26 C21 P2 117.5(5) . . ? C22 C21 P2 126.2(5) . . ? F22 C22 C21 120.4(6) . . ? F22 C22 C23 116.8(6) . . ? C21 C22 C23 122.8(7) . . ? C24 C23 C22 118.7(7) . . ? C23 C24 C25 121.4(7) . . ? C24 C25 C26 117.4(7) . . ? F26 C26 C21 117.5(6) . . ? F26 C26 C25 118.0(6) . . ? C21 C26 C25 124.5(7) . . ? C36 C31 C32 113.8(6) . . ? C36 C31 P2 129.0(5) . . ? C32 C31 P2 117.2(5) . . ? C33 C32 F32 118.1(6) . . ? C33 C32 C31 124.9(6) . . ? F32 C32 C31 117.0(6) . . ? C32 C33 C34 118.5(7) . . ? C35 C34 C33 119.9(7) . . ? C36 C35 C34 118.5(7) . . ? F36 C36 C35 116.6(6) . . ? F36 C36 C31 119.0(6) . . ? C35 C36 C31 124.4(7) . . ? _refine_diff_density_max 1.429 _refine_diff_density_min -1.680 _refine_diff_density_rms 0.157 #===END data_9805 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C37 H22 Cl F8 O P2 Rh' _chemical_formula_weight 834.85 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Rh' 'Rh' -1.1178 0.9187 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 16.194(7) _cell_length_b 12.255(5) _cell_length_c 16.621(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3298.7(24) _cell_formula_units_Z 4 _cell_measurement_temperature 190(2) _cell_measurement_reflns_used 51 _cell_measurement_theta_min 5.31 _cell_measurement_theta_max 12.56 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.681 _exptl_crystal_density_method ? _exptl_crystal_F_000 1664 _exptl_absorpt_coefficient_mu 0.773 _exptl_absorpt_correction_type 'psi scan (XEMP; SHELXTL-PC)' _exptl_absorpt_correction_T_min 0.788 _exptl_absorpt_correction_T_max 0.838 _exptl_special_details ; ? ; _diffrn_ambient_temperature 190(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 'Siemens P4 diffractometer' _diffrn_measurement_method 'omega scan' _diffrn_standards_number 3 _diffrn_standards_interval_count 100 _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1 _diffrn_reflns_number 3636 _diffrn_reflns_av_R_equivalents 0.0223 _diffrn_reflns_av_sigmaI/netI 0.0358 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 1 _diffrn_reflns_theta_min 2.52 _diffrn_reflns_theta_max 25.98 _reflns_number_total 3162 _reflns_number_observed 2310 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'XSCANS (Fait, 1991)' _computing_cell_refinement 'XSCANS (Fait, 1991)' _computing_data_reduction 'XSCANS (Fait, 1991)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXTL-pc ver5.0 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-pc ver5.0 (Sheldrick, 1997)' _computing_publication_material 'SHELXTL-pc ver5.0 (Sheldrick, 1997)' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 1 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0361P)^2^+9.2697P] 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 'riding model' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3161 _refine_ls_number_parameters 259 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0735 _refine_ls_R_factor_obs 0.0467 _refine_ls_wR_factor_all 0.1067 _refine_ls_wR_factor_obs 0.0942 _refine_ls_goodness_of_fit_all 1.059 _refine_ls_goodness_of_fit_obs 1.116 _refine_ls_restrained_S_all 1.063 _refine_ls_restrained_S_obs 1.116 _refine_ls_shift/esd_max 0.002 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Rh1 Rh 0.0000 0.5000 0.5000 0.02234(13) Uani 1 d S . P1 P -0.12111(7) 0.52266(9) 0.42850(6) 0.0230(2) Uani 1 d . . Cl1 Cl 0.0678(3) 0.5082(5) 0.3705(3) 0.0344(11) Uani 0.50 d P 1 O1 O 0.0860(10) 0.5101(20) 0.3475(9) 0.048(4) Uani 0.50 d P 2 C1 C 0.0513(9) 0.5071(15) 0.4068(7) 0.035(3) Uani 0.50 d P 2 F12 F -0.1163(2) 0.7329(2) 0.5076(2) 0.0479(7) Uani 1 d . . F16 F -0.0859(2) 0.5894(2) 0.2465(2) 0.0448(7) Uani 1 d . . C11 C -0.1085(3) 0.6548(3) 0.3781(2) 0.0249(9) Uani 1 d . . C12 C -0.1034(3) 0.7475(4) 0.4263(3) 0.0303(10) Uani 1 d . . C13 C -0.0866(3) 0.8498(4) 0.3989(3) 0.0415(12) Uani 1 d . . H13 H -0.0848(3) 0.9102(4) 0.4347(3) 0.050 Uiso 1 calc R . C14 C -0.0723(3) 0.8636(4) 0.3177(3) 0.0413(12) Uani 1 d . . H14 H -0.0616(3) 0.9345(4) 0.2970(3) 0.050 Uiso 1 calc R . C15 C -0.0735(3) 0.7754(4) 0.2664(3) 0.0372(12) Uani 1 d . . H15 H -0.0626(3) 0.7844(4) 0.2107(3) 0.045 Uiso 1 calc R . C16 C -0.0908(3) 0.6732(4) 0.2977(3) 0.0289(10) Uani 1 d . . C21 C -0.1458(3) 0.4221(3) 0.3507(2) 0.0251(9) Uani 1 d . . C22 C -0.2093(3) 0.4377(4) 0.2945(3) 0.0349(11) Uani 1 d . . H22 H -0.2401(3) 0.5036(4) 0.2972(3) 0.042 Uiso 0.20 calc PR 1 F22 F -0.2496(2) 0.5327(3) 0.2964(2) 0.0360(8) Uani 0.80 d P 2 C23 C -0.2297(3) 0.3638(5) 0.2362(3) 0.0408(12) Uani 1 d . . H23 H -0.2716(3) 0.3797(5) 0.1980(3) 0.049 Uiso 1 calc R . C24 C -0.1879(3) 0.2650(4) 0.2341(3) 0.0459(14) Uani 1 d . . H24 H -0.2013(3) 0.2125(4) 0.1941(3) 0.055 Uiso 1 calc R . C25 C -0.1271(3) 0.2430(4) 0.2896(3) 0.0419(12) Uani 1 d . . H25 H -0.0990(3) 0.1750(4) 0.2886(3) 0.050 Uiso 1 calc R . C26 C -0.1071(3) 0.3202(4) 0.3469(3) 0.0315(10) Uani 1 d . . H26 H -0.0655(3) 0.3034(4) 0.3852(3) 0.038 Uiso 0.20 calc PR 1 F26 F -0.0488(2) 0.2930(2) 0.4005(2) 0.0314(7) Uani 0.80 d P 2 C31 C -0.2198(3) 0.5304(4) 0.4825(2) 0.0260(9) Uani 1 d . . C32 C -0.2377(3) 0.4434(4) 0.5340(3) 0.0292(10) Uani 1 d . . H32 H -0.2002(3) 0.3841(4) 0.5380(3) 0.035 Uiso 0.80 calc PR 1 F32 F -0.1918(7) 0.3603(9) 0.5325(7) 0.026(3) Uani 0.20 d P 2 C33 C -0.3096(3) 0.4425(4) 0.5794(3) 0.0339(11) Uani 1 d . . H33 H -0.3212(3) 0.3831(4) 0.6143(3) 0.041 Uiso 1 calc R . C34 C -0.3639(3) 0.5283(4) 0.5733(3) 0.0402(12) Uani 1 d . . H34 H -0.4126(3) 0.5286(4) 0.6052(3) 0.048 Uiso 1 calc R . C35 C -0.3483(3) 0.6140(4) 0.5215(3) 0.0410(12) Uani 1 d . . H35 H -0.3865(3) 0.6725(4) 0.5170(3) 0.049 Uiso 1 calc R . C36 C -0.2770(3) 0.6141(4) 0.4764(3) 0.0359(11) Uani 1 d . . H36 H -0.2669(3) 0.6726(4) 0.4403(3) 0.043 Uiso 0.80 calc PR 1 F36 F -0.2655(7) 0.7073(10) 0.4362(8) 0.031(3) Uani 0.20 d P 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 Rh1 0.0235(2) 0.0256(2) 0.0179(2) 0.0009(2) -0.0021(2) 0.0012(2) P1 0.0241(5) 0.0263(5) 0.0187(5) 0.0013(4) -0.0013(4) 0.0017(5) Cl1 0.026(3) 0.055(2) 0.022(3) 0.001(3) 0.003(2) -0.001(2) O1 0.026(7) 0.081(7) 0.036(10) -0.004(7) 0.012(5) -0.010(6) C1 0.031(7) 0.052(7) 0.022(7) 0.009(8) -0.006(7) -0.003(6) F12 0.073(2) 0.040(2) 0.0305(15) -0.0011(13) 0.004(2) 0.001(2) F16 0.053(2) 0.051(2) 0.0301(15) -0.0018(13) 0.0062(13) -0.005(2) C11 0.022(2) 0.027(2) 0.026(2) 0.006(2) 0.001(2) 0.002(2) C12 0.033(2) 0.032(2) 0.025(2) 0.000(2) 0.001(2) 0.001(2) C13 0.051(3) 0.032(3) 0.042(3) -0.002(2) -0.005(3) 0.003(2) C14 0.038(3) 0.037(3) 0.049(3) 0.015(2) 0.005(2) -0.004(2) C15 0.029(2) 0.052(3) 0.031(3) 0.014(2) 0.004(2) 0.001(2) C16 0.026(2) 0.035(2) 0.026(2) 0.000(2) 0.000(2) 0.000(2) C21 0.027(2) 0.030(2) 0.018(2) 0.003(2) 0.005(2) -0.006(2) C22 0.030(2) 0.047(3) 0.028(2) 0.003(2) -0.001(2) -0.016(2) F22 0.032(2) 0.043(2) 0.033(2) -0.002(2) -0.0138(15) 0.007(2) C23 0.036(3) 0.055(3) 0.031(3) -0.002(2) -0.003(2) -0.015(3) C24 0.049(3) 0.051(3) 0.037(3) -0.015(3) 0.003(2) -0.022(3) C25 0.045(3) 0.036(3) 0.045(3) -0.012(2) 0.008(3) -0.006(2) C26 0.030(2) 0.032(2) 0.032(2) -0.003(2) 0.010(2) -0.002(2) F26 0.034(2) 0.026(2) 0.034(2) -0.0021(14) -0.0068(15) 0.0046(14) C31 0.024(2) 0.032(2) 0.022(2) -0.002(2) -0.003(2) -0.001(2) C32 0.031(2) 0.034(3) 0.023(2) 0.001(2) 0.001(2) -0.002(2) F32 0.027(6) 0.022(6) 0.030(6) 0.009(5) 0.006(5) 0.017(5) C33 0.035(2) 0.040(3) 0.027(2) 0.002(2) 0.001(2) -0.004(2) C34 0.032(2) 0.058(3) 0.030(2) -0.003(2) 0.005(2) 0.002(2) C35 0.034(3) 0.044(3) 0.045(3) 0.002(2) -0.003(2) 0.011(2) C36 0.035(3) 0.040(3) 0.032(3) 0.004(2) -0.001(2) 0.002(2) F36 0.023(6) 0.022(6) 0.047(8) 0.018(6) 0.011(6) 0.011(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Rh1 C1 1.759(14) 5_566 ? Rh1 C1 1.759(14) . ? Rh1 P1 2.3100(13) . ? Rh1 P1 2.3100(13) 5_566 ? Rh1 Cl1 2.419(5) . ? Rh1 Cl1 2.419(5) 5_566 ? P1 C21 1.831(4) . ? P1 C11 1.835(4) . ? P1 C31 1.836(4) . ? O1 C1 1.14(2) . ? F12 C12 1.379(5) . ? F16 C16 1.337(5) . ? C11 C16 1.385(6) . ? C11 C12 1.393(6) . ? C12 C13 1.361(7) . ? C13 C14 1.380(7) . ? C14 C15 1.377(7) . ? C15 C16 1.384(6) . ? C21 C26 1.399(6) . ? C21 C22 1.402(6) . ? C22 F22 1.335(6) . ? C22 C23 1.367(7) . ? C23 C24 1.387(7) . ? C24 C25 1.377(7) . ? C25 C26 1.380(6) . ? C26 F26 1.340(5) . ? C31 C36 1.386(6) . ? C31 C32 1.398(6) . ? C32 F32 1.261(11) . ? C32 C33 1.387(6) . ? C33 C34 1.374(7) . ? C34 C35 1.382(7) . ? C35 C36 1.376(7) . ? C36 F36 1.337(12) . ? 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 C1 Rh1 C1 180.000(2) 5_566 . ? C1 Rh1 P1 93.3(5) 5_566 . ? C1 Rh1 P1 86.7(4) . . ? C1 Rh1 P1 86.7(5) 5_566 5_566 ? C1 Rh1 P1 93.3(4) . 5_566 ? P1 Rh1 P1 180.0 . 5_566 ? P1 Rh1 Cl1 85.57(13) . . ? P1 Rh1 Cl1 94.43(13) 5_566 . ? P1 Rh1 Cl1 94.43(13) . 5_566 ? P1 Rh1 Cl1 85.57(13) 5_566 5_566 ? Cl1 Rh1 Cl1 180.0 . 5_566 ? C21 P1 C11 107.2(2) . . ? C21 P1 C31 101.0(2) . . ? C11 P1 C31 106.0(2) . . ? C21 P1 Rh1 117.91(15) . . ? C11 P1 Rh1 104.26(14) . . ? C31 P1 Rh1 119.58(14) . . ? O1 C1 Rh1 178.3(20) . . ? C16 C11 C12 114.2(4) . . ? C16 C11 P1 127.4(3) . . ? C12 C11 P1 117.7(3) . . ? C13 C12 F12 118.6(4) . . ? C13 C12 C11 124.8(4) . . ? F12 C12 C11 116.6(4) . . ? C12 C13 C14 118.3(5) . . ? C15 C14 C13 120.4(5) . . ? C14 C15 C16 118.8(4) . . ? F16 C16 C15 116.4(4) . . ? F16 C16 C11 120.1(4) . . ? C15 C16 C11 123.5(4) . . ? C26 C21 C22 114.8(4) . . ? C26 C21 P1 122.3(3) . . ? C22 C21 P1 122.6(4) . . ? F22 C22 C23 118.5(4) . . ? F22 C22 C21 117.5(4) . . ? C23 C22 C21 124.0(5) . . ? C22 C23 C24 118.6(5) . . ? C25 C24 C23 120.2(5) . . ? C24 C25 C26 119.7(5) . . ? F26 C26 C25 117.0(4) . . ? F26 C26 C21 120.5(4) . . ? C25 C26 C21 122.6(5) . . ? C36 C31 C32 118.1(4) . . ? C36 C31 P1 125.8(3) . . ? C32 C31 P1 116.2(3) . . ? F32 C32 C33 119.9(7) . . ? F32 C32 C31 118.8(6) . . ? C33 C32 C31 120.9(4) . . ? C34 C33 C32 119.4(4) . . ? C33 C34 C35 120.7(4) . . ? C36 C35 C34 119.5(5) . . ? F36 C36 C35 112.9(7) . . ? F36 C36 C31 125.1(6) . . ? C35 C36 C31 121.4(5) . . ? _refine_diff_density_max 0.405 _refine_diff_density_min -0.414 _refine_diff_density_rms 0.084 #===END data_9801 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C37 H22 Cl F8 Ir O P2' _chemical_formula_weight 924.14 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ir' 'Ir' -1.4442 7.9887 '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 9.5237(14) _cell_length_b 13.309(4) _cell_length_c 13.145(2) _cell_angle_alpha 90.00 _cell_angle_beta 92.039(19) _cell_angle_gamma 90.00 _cell_volume 1665.1(6) _cell_formula_units_Z 2 _cell_measurement_temperature 190(2) _cell_measurement_reflns_used 39 _cell_measurement_theta_min 5.28 _cell_measurement_theta_max 12.52 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.66 _exptl_crystal_size_mid 0.53 _exptl_crystal_size_min 0.42 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.843 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 896 _exptl_absorpt_coefficient_mu 4.262 _exptl_absorpt_correction_type 'psi scan (XEMP; SHELXTL-PC)' _exptl_absorpt_correction_T_min 0.137 _exptl_absorpt_correction_T_max 0.272 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 190(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 P4 diffractometer' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 100 _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1 _diffrn_reflns_number 3857 _diffrn_reflns_av_R_equivalents 0.0313 _diffrn_reflns_av_sigmaI/netI 0.0210 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.60 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3261 _reflns_number_gt 2672 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'XSCANS (Fait, 1991)' _computing_cell_refinement 'XSCANS (Fait, 1991)' _computing_data_reduction 'XSCANS (Fait, 1991)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (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^)+(0.0287P)^2^+4.7643P] 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 3261 _refine_ls_number_parameters 259 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0416 _refine_ls_R_factor_gt 0.0306 _refine_ls_wR_factor_ref 0.0718 _refine_ls_wR_factor_gt 0.0680 _refine_ls_goodness_of_fit_ref 1.146 _refine_ls_restrained_S_all 1.146 _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 Ir1 Ir 0.0000 0.0000 0.5000 0.02306(9) Uani 1 2 d S . . P1 P 0.09366(12) -0.12165(10) 0.60715(10) 0.0243(2) Uani 1 1 d . A . Cl1 Cl 0.1328(8) 0.1276(5) 0.5855(5) 0.0468(19) Uani 0.50 1 d P A 1 C1 C 0.111(2) 0.0969(19) 0.5614(19) 0.052(8) Uani 0.50 1 d P A 2 O1 O 0.1730(16) 0.1478(14) 0.6077(13) 0.050(4) Uani 0.50 1 d P A 2 F12 F 0.1134(4) -0.3015(3) 0.4611(3) 0.0598(10) Uani 1 1 d . . . F16 F 0.3890(4) -0.0429(3) 0.6069(3) 0.0529(9) Uani 1 1 d . . . C11 C 0.2458(5) -0.1739(4) 0.5434(4) 0.0294(10) Uani 1 1 d . . . C12 C 0.2381(6) -0.2542(4) 0.4762(4) 0.0397(12) Uani 1 1 d . A . C13 C 0.3501(6) -0.2899(5) 0.4240(4) 0.0476(14) Uani 1 1 d . . . H13A H 0.3401 -0.3463 0.3800 0.057 Uiso 1 1 calc R A . C14 C 0.4779(7) -0.2414(5) 0.4372(5) 0.0536(17) Uani 1 1 d . A . H14A H 0.5577 -0.2657 0.4035 0.064 Uiso 1 1 calc R . . C15 C 0.4901(6) -0.1586(5) 0.4984(5) 0.0464(13) Uani 1 1 d . . . H15A H 0.5771 -0.1240 0.5056 0.056 Uiso 1 1 calc R A . C16 C 0.3757(5) -0.1261(4) 0.5493(4) 0.0375(12) Uani 1 1 d . A . C21 C -0.0143(5) -0.2284(4) 0.6429(4) 0.0298(10) Uani 1 1 d . . . C22 C 0.0409(6) -0.3201(4) 0.6739(4) 0.0384(12) Uani 1 1 d . A . H22A H 0.1408 -0.3294 0.6735 0.046 Uiso 0.50 1 d PR B 1 F22 F 0.1741(6) -0.3341(4) 0.6742(5) 0.0396(14) Uani 0.50 1 d P A 2 C23 C -0.0413(7) -0.3987(5) 0.7061(5) 0.0525(16) Uani 1 1 d . . . H23A H -0.0003 -0.4614 0.7248 0.063 Uiso 1 1 calc R A . C24 C -0.1841(7) -0.3839(5) 0.7106(5) 0.0589(18) Uani 1 1 d . A . H24A H -0.2421 -0.4370 0.7328 0.071 Uiso 1 1 calc R . . C25 C -0.2435(6) -0.2940(5) 0.6835(5) 0.0577(17) Uani 1 1 d . . . H25A H -0.3421 -0.2846 0.6873 0.069 Uiso 1 1 calc R A . C26 C -0.1588(5) -0.2166(4) 0.6503(5) 0.0430(13) Uani 1 1 d . A . H26A H -0.2049 -0.1544 0.6331 0.052 Uiso 0.50 1 d PR C 1 F26 F -0.2177(6) -0.1206(5) 0.6471(5) 0.0447(15) Uani 0.50 1 d P A 2 C31 C 0.1557(5) -0.0852(4) 0.7349(3) 0.0279(10) Uani 1 1 d . . . C32 C 0.2667(5) -0.1292(4) 0.7908(4) 0.0345(11) Uani 1 1 d . A . H32A H 0.3204 -0.1794 0.7569 0.041 Uiso 0.50 1 d PR D 1 F32 F 0.3569(7) -0.1976(5) 0.7398(5) 0.0472(16) Uani 0.50 1 d P A 2 C33 C 0.3003(7) -0.1013(4) 0.8898(4) 0.0476(15) Uani 1 1 d . . . H33A H 0.3776 -0.1319 0.9255 0.057 Uiso 1 1 calc R A . C34 C 0.2220(7) -0.0295(4) 0.9367(4) 0.0464(15) Uani 1 1 d . A . H34A H 0.2458 -0.0099 1.0047 0.056 Uiso 1 1 calc R . . C35 C 0.1098(7) 0.0140(5) 0.8859(4) 0.0497(15) Uani 1 1 d . . . H35A H 0.0543 0.0630 0.9183 0.060 Uiso 1 1 calc R A . C36 C 0.0786(5) -0.0145(5) 0.7865(4) 0.0417(14) Uani 1 1 d . A . H36A H -0.0057 0.0177 0.7610 0.050 Uiso 0.50 1 d PR E 1 F36 F -0.0440(7) 0.0084(6) 0.7453(5) 0.060(2) Uani 0.50 1 d P 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 Ir1 0.02266(12) 0.02324(13) 0.02295(13) 0.00068(13) -0.00353(8) 0.00139(12) P1 0.0205(5) 0.0267(6) 0.0255(6) 0.0024(5) -0.0008(4) 0.0027(5) Cl1 0.056(3) 0.044(4) 0.038(4) 0.006(3) -0.023(2) -0.003(2) C1 0.041(12) 0.074(18) 0.042(13) 0.021(11) 0.029(11) 0.034(11) O1 0.065(10) 0.046(8) 0.038(7) -0.009(5) -0.031(6) 0.016(7) F12 0.0451(19) 0.079(3) 0.055(2) -0.029(2) 0.0028(16) -0.0093(18) F16 0.0460(19) 0.0444(18) 0.069(2) -0.0002(18) 0.0149(17) -0.0141(16) C11 0.027(2) 0.032(2) 0.029(2) 0.008(2) 0.0029(19) 0.0081(19) C12 0.039(3) 0.046(3) 0.034(3) 0.002(2) 0.003(2) 0.005(2) C13 0.055(4) 0.054(4) 0.035(3) -0.001(3) 0.014(3) 0.013(3) C14 0.052(4) 0.064(4) 0.047(4) 0.020(3) 0.023(3) 0.023(3) C15 0.031(3) 0.057(3) 0.053(3) 0.018(3) 0.013(2) 0.006(3) C16 0.038(3) 0.035(3) 0.040(3) 0.009(2) 0.005(2) 0.001(2) C21 0.026(2) 0.035(3) 0.028(2) 0.004(2) -0.0037(19) -0.006(2) C22 0.047(3) 0.030(3) 0.038(3) -0.001(2) -0.001(2) -0.003(2) F22 0.042(3) 0.028(3) 0.049(4) 0.008(3) -0.002(3) 0.012(3) C23 0.071(4) 0.031(3) 0.055(4) 0.008(3) 0.001(3) -0.010(3) C24 0.063(4) 0.051(4) 0.062(4) 0.013(3) 0.000(3) -0.029(3) C25 0.035(3) 0.071(5) 0.067(4) 0.012(4) -0.003(3) -0.019(3) C26 0.032(3) 0.043(3) 0.054(3) 0.014(3) -0.004(2) -0.002(2) F26 0.027(3) 0.048(4) 0.059(4) 0.006(3) 0.008(3) 0.007(3) C31 0.026(2) 0.032(2) 0.025(2) 0.007(2) -0.0009(18) -0.0048(19) C32 0.038(3) 0.028(2) 0.037(3) 0.008(2) -0.007(2) 0.002(2) F32 0.047(4) 0.050(4) 0.043(4) 0.011(3) -0.011(3) 0.018(3) C33 0.056(4) 0.042(3) 0.044(3) 0.013(3) -0.022(3) -0.007(3) C34 0.070(4) 0.045(3) 0.024(3) 0.002(2) -0.011(3) -0.014(3) C35 0.058(4) 0.060(4) 0.031(3) -0.006(3) 0.005(2) -0.001(3) C36 0.031(2) 0.063(4) 0.031(2) -0.002(3) -0.0005(19) 0.002(3) F36 0.044(4) 0.092(6) 0.044(4) -0.017(4) -0.003(3) 0.031(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 C1 1.84(3) 3_556 ? Ir1 C1 1.84(3) . ? Ir1 P1 2.3046(13) . ? Ir1 P1 2.3046(13) 3_556 ? Ir1 Cl1 2.376(5) 3_556 ? Ir1 Cl1 2.376(5) . ? P1 C21 1.825(5) . ? P1 C31 1.826(5) . ? P1 C11 1.836(5) . ? C1 O1 1.07(3) . ? F12 C12 1.353(6) . ? F16 C16 1.344(6) . ? C11 C12 1.386(8) . ? C11 C16 1.391(7) . ? C12 C13 1.374(7) . ? C13 C14 1.383(9) . ? C14 C15 1.367(10) . ? C15 C16 1.369(7) . ? C21 C22 1.384(7) . ? C21 C26 1.392(7) . ? C22 F22 1.282(8) . ? C22 C23 1.382(8) . ? C23 C24 1.377(9) . ? C24 C25 1.365(10) . ? C25 C26 1.388(8) . ? C26 F26 1.395(8) . ? C31 C36 1.386(7) . ? C31 C32 1.395(7) . ? C32 C33 1.380(8) . ? C32 F32 1.434(8) . ? C33 C34 1.372(9) . ? C34 C35 1.369(9) . ? C35 C36 1.383(8) . ? C36 F36 1.305(8) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ir1 C1 180.000(2) 3_556 . ? C1 Ir1 P1 88.8(8) 3_556 . ? C1 Ir1 P1 91.2(8) . . ? C1 Ir1 P1 91.2(8) 3_556 3_556 ? C1 Ir1 P1 88.8(8) . 3_556 ? P1 Ir1 P1 180.0 . 3_556 ? C1 Ir1 Cl1 3.3(7) 3_556 3_556 ? C1 Ir1 Cl1 176.7(7) . 3_556 ? P1 Ir1 Cl1 88.57(18) . 3_556 ? P1 Ir1 Cl1 91.43(18) 3_556 3_556 ? C1 Ir1 Cl1 176.7(7) 3_556 . ? C1 Ir1 Cl1 3.3(7) . . ? P1 Ir1 Cl1 91.43(18) . . ? P1 Ir1 Cl1 88.57(18) 3_556 . ? Cl1 Ir1 Cl1 180.000(1) 3_556 . ? C21 P1 C31 97.8(2) . . ? C21 P1 C11 106.5(2) . . ? C31 P1 C11 106.6(2) . . ? C21 P1 Ir1 119.66(16) . . ? C31 P1 Ir1 118.75(17) . . ? C11 P1 Ir1 106.35(15) . . ? O1 C1 Ir1 172(3) . . ? C12 C11 C16 114.6(4) . . ? C12 C11 P1 123.9(4) . . ? C16 C11 P1 121.0(4) . . ? F12 C12 C13 117.3(5) . . ? F12 C12 C11 118.6(4) . . ? C13 C12 C11 124.1(5) . . ? C12 C13 C14 118.1(6) . . ? C15 C14 C13 120.4(5) . . ? C14 C15 C16 119.4(6) . . ? F16 C16 C15 118.4(5) . . ? F16 C16 C11 118.3(5) . . ? C15 C16 C11 123.3(6) . . ? C22 C21 C26 116.4(5) . . ? C22 C21 P1 123.4(4) . . ? C26 C21 P1 119.9(4) . . ? F22 C22 C23 117.4(6) . . ? F22 C22 C21 119.6(5) . . ? C23 C22 C21 123.0(5) . . ? C24 C23 C22 118.4(6) . . ? C25 C24 C23 121.0(6) . . ? C24 C25 C26 119.5(6) . . ? C25 C26 F26 116.9(5) . . ? C25 C26 C21 121.7(5) . . ? F26 C26 C21 119.9(5) . . ? C36 C31 C32 115.6(5) . . ? C36 C31 P1 118.1(4) . . ? C32 C31 P1 126.0(4) . . ? C33 C32 C31 122.0(5) . . ? C33 C32 F32 119.3(5) . . ? C31 C32 F32 118.4(5) . . ? C34 C33 C32 120.0(5) . . ? C35 C34 C33 120.1(5) . . ? C34 C35 C36 118.9(6) . . ? F36 C36 C35 119.2(6) . . ? F36 C36 C31 115.9(5) . . ? C35 C36 C31 123.3(5) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Cl1 Ir1 P1 C11 -93.8(3) . . . . ? Cl1 Ir1 P1 C21 145.7(3) . . . . ? Cl1 Ir1 P1 C31 26.2(3) . . . . ? Ir1 P1 C11 C12 -88.9(4) . . . . ? Ir1 P1 C11 C16 82.4(4) . . . . ? Ir1 P1 C21 C22 155.7(4) . . . . ? Ir1 P1 C21 C26 -31.2(5) . . . . ? Ir1 P1 C31 C32 -148.3(4) . . . . ? Ir1 P1 C31 C36 38.5(5) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.156 _refine_diff_density_min -0.930 _refine_diff_density_rms 0.101 #===END data_10 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C37 H18 Cl F12 Ir O P2' _chemical_formula_weight 996.10 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ir' 'Ir' -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 16.159(2) _cell_length_b 12.536(3) _cell_length_c 16.644(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3371.6(11) _cell_formula_units_Z 4 _cell_measurement_temperature 190(2) _cell_measurement_reflns_used 47 _cell_measurement_theta_min 2.38 _cell_measurement_theta_max 12.51 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.42 _exptl_crystal_size_min 0.38 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.962 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1920 _exptl_absorpt_coefficient_mu 4.234 _exptl_absorpt_correction_type 'psi scan (XEMP; SHELXL-97)' _exptl_absorpt_correction_T_min 0.59 _exptl_absorpt_correction_T_max 0.50 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 190(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 P4 diffractometer' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 100 _diffrn_standards_interval_time ? _diffrn_standards_decay_% <2 _diffrn_reflns_number 4172 _diffrn_reflns_av_R_equivalents 0.0187 _diffrn_reflns_av_sigmaI/netI 0.0266 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 1 _diffrn_reflns_theta_min 2.52 _diffrn_reflns_theta_max 26.99 _reflns_number_total 3662 _reflns_number_gt 2483 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'XSCANS (Fait, 1991)' _computing_cell_refinement 'XSCANS (Fait, 1991)' _computing_data_reduction 'XSCANS (Fait, 1991)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (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^)+(0.0108P)^2^+15.9054P] 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 'riding model' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3662 _refine_ls_number_parameters 259 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0580 _refine_ls_R_factor_gt 0.0314 _refine_ls_wR_factor_ref 0.0607 _refine_ls_wR_factor_gt 0.0525 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.039 _refine_ls_shift/su_max 0.048 _refine_ls_shift/su_mean 0.003 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 Ir1 Ir 0.0000 0.0000 0.0000 0.01735(6) Uani 1 2 d S . . P1 P -0.12055(7) -0.02055(9) 0.07211(7) 0.0182(2) Uani 1 1 d . A . Cl1 Cl 0.0686(2) 0.0038(4) 0.1284(2) 0.0254(9) Uani 0.50 1 d P A 1 C1 C 0.0519(7) 0.0021(14) 0.0946(7) 0.021(3) Uani 0.50 1 d PU A 2 O1 O 0.0884(7) 0.0026(16) 0.1540(6) 0.036(3) Uani 0.50 1 d PU A 2 F12 F -0.18559(17) 0.1418(2) -0.03604(16) 0.0282(6) Uani 1 1 d . . . F16 F -0.26835(17) -0.1894(2) 0.07073(17) 0.0335(7) Uani 1 1 d . . . F22 F -0.08555(18) -0.0858(2) 0.25341(16) 0.0319(7) Uani 1 1 d . . . F26 F -0.11783(18) -0.2271(2) -0.00729(16) 0.0320(6) Uani 1 1 d . . . F32 F -0.25076(18) -0.0367(2) 0.20040(17) 0.0356(7) Uani 1 1 d . . . F36 F -0.05115(17) 0.2061(2) 0.10244(17) 0.0303(6) Uani 1 1 d . . . C11 C -0.2192(3) -0.0261(3) 0.0177(2) 0.0198(10) Uani 1 1 d . . . C12 C -0.2392(3) 0.0583(4) -0.0339(3) 0.0212(10) Uani 1 1 d . A . C13 C -0.3090(3) 0.0637(4) -0.0804(3) 0.0259(10) Uani 1 1 d . . . H13A H -0.3185 0.1227 -0.1150 0.031 Uiso 1 1 calc R A . C14 C -0.3653(3) -0.0193(4) -0.0755(3) 0.0286(11) Uani 1 1 d . A . H14A H -0.4138 -0.0176 -0.1077 0.034 Uiso 1 1 calc R . . C15 C -0.3522(3) -0.1048(4) -0.0246(3) 0.0283(11) Uani 1 1 d . . . H15A H -0.3913 -0.1611 -0.0208 0.034 Uiso 1 1 calc R A . C16 C -0.2799(3) -0.1057(4) 0.0210(3) 0.0234(10) Uani 1 1 d . A . C21 C -0.1072(3) -0.1502(4) 0.1211(3) 0.0216(10) Uani 1 1 d . . . C22 C -0.0887(3) -0.1691(4) 0.2018(3) 0.0252(10) Uani 1 1 d . A . C23 C -0.0723(3) -0.2698(4) 0.2321(3) 0.0303(12) Uani 1 1 d . . . H23A H -0.0621 -0.2790 0.2879 0.036 Uiso 1 1 calc R A . C24 C -0.0707(3) -0.3562(4) 0.1814(3) 0.0330(12) Uani 1 1 d . A . H24A H -0.0597 -0.4255 0.2019 0.040 Uiso 1 1 calc R . . C25 C -0.0855(3) -0.3414(4) 0.1000(3) 0.0317(12) Uani 1 1 d . . . H25A H -0.0834 -0.3999 0.0638 0.038 Uiso 1 1 calc R A . C26 C -0.1030(3) -0.2411(4) 0.0731(3) 0.0245(10) Uani 1 1 d . A . C31 C -0.1469(3) 0.0769(4) 0.1496(3) 0.0204(9) Uani 1 1 d . . . C32 C -0.2100(3) 0.0579(4) 0.2056(3) 0.0270(11) Uani 1 1 d . A . C33 C -0.2319(3) 0.1275(4) 0.2654(3) 0.0324(12) Uani 1 1 d . . . H33A H -0.2747 0.1102 0.3023 0.039 Uiso 1 1 calc R A . C34 C -0.1906(3) 0.2229(4) 0.2706(3) 0.0371(13) Uani 1 1 d . A . H34A H -0.2043 0.2719 0.3120 0.045 Uiso 1 1 calc R . . C35 C -0.1291(3) 0.2482(4) 0.2162(3) 0.0329(12) Uani 1 1 d . . . H35A H -0.1009 0.3145 0.2197 0.039 Uiso 1 1 calc R A . C36 C -0.1094(3) 0.1763(4) 0.1569(3) 0.0260(11) Uani 1 1 d . A . 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 Ir1 0.01852(10) 0.01913(10) 0.01439(10) -0.00089(12) 0.00090(11) -0.00206(12) P1 0.0197(5) 0.0188(6) 0.0161(5) -0.0001(4) 0.0017(4) -0.0018(5) Cl1 0.019(2) 0.0402(15) 0.017(2) -0.003(3) -0.0075(17) -0.002(2) C1 0.008(4) 0.026(4) 0.029(6) 0.005(6) -0.009(5) 0.001(4) O1 0.025(6) 0.069(6) 0.012(6) -0.005(6) -0.014(4) -0.002(6) F12 0.0350(15) 0.0203(13) 0.0293(14) 0.0042(12) -0.0028(13) -0.0057(12) F16 0.0302(16) 0.0325(16) 0.0377(16) 0.0156(14) -0.0027(13) -0.0092(13) F22 0.0392(16) 0.0374(16) 0.0190(13) -0.0021(13) -0.0038(13) 0.0054(14) F26 0.0490(17) 0.0259(14) 0.0209(14) -0.0004(13) -0.0014(15) -0.0017(13) F32 0.0314(15) 0.0380(17) 0.0373(16) 0.0017(14) 0.0102(14) -0.0035(14) F36 0.0340(16) 0.0236(14) 0.0334(16) -0.0027(13) 0.0047(13) -0.0056(13) C11 0.021(2) 0.023(2) 0.016(2) 0.0028(16) 0.0035(16) -0.0019(18) C12 0.024(2) 0.020(2) 0.019(2) -0.0009(19) 0.004(2) 0.000(2) C13 0.028(2) 0.028(2) 0.022(2) 0.000(2) -0.002(2) 0.001(2) C14 0.028(2) 0.036(3) 0.022(2) -0.002(2) -0.006(2) 0.000(2) C15 0.028(3) 0.024(2) 0.033(3) -0.005(2) -0.001(2) -0.004(2) C16 0.023(2) 0.028(2) 0.019(2) 0.0023(18) 0.0039(18) 0.001(2) C21 0.021(2) 0.021(2) 0.023(2) 0.0006(19) 0.003(2) 0.0021(19) C22 0.019(2) 0.032(3) 0.024(2) 0.002(2) 0.004(2) -0.001(2) C23 0.023(2) 0.042(3) 0.026(3) 0.011(2) 0.000(2) 0.001(2) C24 0.031(3) 0.029(3) 0.039(3) 0.013(2) -0.004(2) 0.004(2) C25 0.036(3) 0.022(2) 0.038(3) -0.006(2) -0.003(2) 0.001(2) C26 0.026(2) 0.029(2) 0.019(2) 0.002(2) 0.000(2) -0.003(2) C31 0.020(2) 0.022(2) 0.020(2) -0.0017(19) -0.0037(19) 0.0047(19) C32 0.023(2) 0.033(3) 0.025(2) 0.004(2) 0.000(2) 0.007(2) C33 0.028(3) 0.044(3) 0.025(3) 0.000(2) 0.005(2) 0.012(2) C34 0.042(3) 0.041(3) 0.028(3) -0.012(2) -0.004(2) 0.019(3) C35 0.036(3) 0.028(3) 0.035(3) -0.011(2) -0.012(2) 0.011(2) C36 0.024(2) 0.030(3) 0.024(2) 0.001(2) -0.003(2) 0.007(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 C1 1.783(12) . ? Ir1 C1 1.783(12) 5 ? Ir1 P1 2.3026(11) . ? Ir1 P1 2.3026(11) 5 ? Ir1 Cl1 2.408(4) 5 ? Ir1 Cl1 2.408(4) . ? P1 C31 1.827(5) . ? P1 C21 1.832(5) . ? P1 C11 1.835(5) . ? C1 O1 1.152(12) . ? F12 C12 1.359(5) . ? F16 C16 1.350(5) . ? F22 C22 1.354(5) . ? F26 C26 1.370(5) . ? F32 C32 1.360(6) . ? F36 C36 1.359(5) . ? C11 C12 1.400(6) . ? C11 C16 1.400(6) . ? C12 C13 1.370(6) . ? C13 C14 1.385(6) . ? C14 C15 1.382(7) . ? C15 C16 1.394(7) . ? C21 C26 1.393(6) . ? C21 C22 1.395(6) . ? C22 C23 1.384(7) . ? C23 C24 1.374(7) . ? C24 C25 1.388(7) . ? C25 C26 1.365(7) . ? C31 C36 1.390(7) . ? C31 C32 1.402(6) . ? C32 C33 1.370(7) . ? C33 C34 1.373(8) . ? C34 C35 1.381(7) . ? C35 C36 1.375(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ir1 C1 180.0(13) . 5 ? C1 Ir1 P1 86.5(4) . . ? C1 Ir1 P1 93.5(4) 5 . ? C1 Ir1 P1 93.5(4) . 5 ? C1 Ir1 P1 86.5(4) 5 5 ? P1 Ir1 P1 180.00(8) . 5 ? C1 Ir1 Cl1 179.3(5) . 5 ? C1 Ir1 Cl1 0.7(5) 5 5 ? P1 Ir1 Cl1 94.07(9) . 5 ? P1 Ir1 Cl1 85.93(9) 5 5 ? C1 Ir1 Cl1 0.7(5) . . ? C1 Ir1 Cl1 179.3(5) 5 . ? P1 Ir1 Cl1 85.93(9) . . ? P1 Ir1 Cl1 94.07(9) 5 . ? Cl1 Ir1 Cl1 180.0(3) 5 . ? C31 P1 C21 107.9(2) . . ? C31 P1 C11 99.9(2) . . ? C21 P1 C11 106.8(2) . . ? C31 P1 Ir1 119.34(15) . . ? C21 P1 Ir1 103.39(15) . . ? C11 P1 Ir1 118.83(14) . . ? O1 C1 Ir1 177.2(15) . . ? C12 C11 C16 113.6(4) . . ? C12 C11 P1 118.3(3) . . ? C16 C11 P1 128.0(3) . . ? F12 C12 C13 118.1(4) . . ? F12 C12 C11 116.8(4) . . ? C13 C12 C11 125.1(4) . . ? C12 C13 C14 118.0(4) . . ? C15 C14 C13 121.2(4) . . ? C14 C15 C16 118.0(5) . . ? F16 C16 C15 117.2(4) . . ? F16 C16 C11 118.8(4) . . ? C15 C16 C11 124.1(4) . . ? C26 C21 C22 113.8(4) . . ? C26 C21 P1 118.4(3) . . ? C22 C21 P1 127.2(4) . . ? F22 C22 C23 117.7(4) . . ? F22 C22 C21 119.2(4) . . ? C23 C22 C21 123.1(5) . . ? C24 C23 C22 119.9(5) . . ? C23 C24 C25 119.4(5) . . ? C26 C25 C24 118.6(5) . . ? C25 C26 F26 118.3(4) . . ? C25 C26 C21 125.1(4) . . ? F26 C26 C21 116.5(4) . . ? C36 C31 C32 114.3(4) . . ? C36 C31 P1 124.0(4) . . ? C32 C31 P1 121.6(4) . . ? F32 C32 C33 118.4(4) . . ? F32 C32 C31 117.3(4) . . ? C33 C32 C31 124.2(5) . . ? C32 C33 C34 118.4(5) . . ? C33 C34 C35 120.6(5) . . ? C36 C35 C34 119.2(5) . . ? F36 C36 C35 117.3(5) . . ? F36 C36 C31 119.4(4) . . ? C35 C36 C31 123.3(5) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Cl1 Ir1 P1 C11 177.4(2) . . . . ? Cl1 Ir1 P1 C21 -64.6(2) . . . . ? Cl1 Ir1 P1 C31 55.1(2) . . . . ? Ir1 P1 C11 C12 -55.4(4) . . . . ? Ir1 P1 C11 C16 124.9(4) . . . . ? Ir1 P1 C21 C22 104.9(4) . . . . ? Ir1 P1 C21 C26 -65.2(4) . . . . ? Ir1 P1 C31 C32 -167.3(3) . . . . ? Ir1 P1 C31 C36 15.1(5) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.99 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.998 _refine_diff_density_min -0.699 _refine_diff_density_rms 0.111 #===END data_9843 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C36 H22 Cl2 F8 P2 Pt' _chemical_formula_weight 934.47 _chemical_melting_point ? _chemical_compound_source ? 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' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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 Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 16.312(4) _cell_length_b 12.303(4) _cell_length_c 16.451(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3301.5(17) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 40 _cell_measurement_theta_min 5.26 _cell_measurement_theta_max 11.97 _exptl_crystal_description 'irregular block' _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.62 _exptl_crystal_size_mid 0.56 _exptl_crystal_size_min 0.52 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.880 _exptl_crystal_density_method ? _exptl_crystal_F_000 1808 _exptl_absorpt_coefficient_mu 4.582 _exptl_absorpt_correction_type 'psi-scan (XEMP; SHELXTL/PC)' _exptl_absorpt_correction_T_min 0.237 _exptl_absorpt_correction_T_max 0.174 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens P4 diffractometer' _diffrn_measurement_method 'omega scan' _diffrn_standards_number 3 _diffrn_standards_interval_count 1000 _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1 _diffrn_reflns_number 3890 _diffrn_reflns_av_R_equivalents 0.0589 _diffrn_reflns_av_sigmaI/netI 0.1029 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 1 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -1 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.77 _diffrn_reflns_theta_max 26.49 _reflns_number_total 3396 _reflns_number_observed 1494 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'XSCANS (Fait, 1991)' _computing_cell_refinement 'XSCANS (Fait, 1991)' _computing_data_reduction 'XSCANS (Fait, 1991)' _computing_structure_solution 'SHELXTL/PC ver5.0 (Sheldrick, 1996)' _computing_structure_refinement 'SHELXTL/PC ver5.0 (Sheldrick, 1996)' _computing_molecular_graphics 'SHELXTL/PC ver5.0 (Sheldrick, 1996)' _computing_publication_material 'SHELXTL/PC ver5.0 (Sheldrick, 1996)' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0301P)^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 3396 _refine_ls_number_parameters 241 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1469 _refine_ls_R_factor_obs 0.0459 _refine_ls_wR_factor_all 0.0990 _refine_ls_wR_factor_obs 0.0723 _refine_ls_goodness_of_fit_all 0.971 _refine_ls_goodness_of_fit_obs 1.122 _refine_ls_restrained_S_all 0.971 _refine_ls_restrained_S_obs 1.122 _refine_ls_shift/esd_max -0.026 _refine_ls_shift/esd_mean 0.002 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Pt1 Pt 0.0000 0.0000 0.0000 0.02996(13) Uani 1 d S . P1 P 0.11926(15) -0.0257(2) 0.07238(14) 0.0326(7) Uani 1 d . . Cl1 Cl -0.06490(13) -0.0092(3) 0.12406(12) 0.0474(6) Uani 1 d . . C12 C 0.2378(7) 0.0544(9) -0.0327(6) 0.040(3) Uani 1 d . . H12A H 0.2018(7) 0.1128(9) -0.0365(6) 0.047 Uiso 0.80 calc PR 1 F12 F 0.1899(18) 0.1373(30) -0.0303(20) 0.074(11) Uani 0.20 d P 2 C16 C 0.2726(7) -0.1188(10) 0.0212(6) 0.052(3) Uani 1 d . . H16A H 0.2616(7) -0.1784(10) 0.0543(6) 0.062 Uiso 0.80 calc PR 1 F16 F 0.2607(18) -0.2027(35) 0.0618(19) 0.090(14) Uani 0.20 d P 2 C22 C 0.0986(6) -0.2468(8) 0.0739(6) 0.041(3) Uani 1 d . . H22A H 0.1055(6) -0.2373(8) 0.0183(6) 0.049 Uiso 0.10 calc PR 2 F22 F 0.1097(4) -0.2338(5) -0.0076(4) 0.050(2) Uani 0.90 d P 1 C26 C 0.0902(6) -0.1753(9) 0.2052(7) 0.041(3) Uani 1 d . . H26A H 0.0910(6) -0.1164(9) 0.2406(7) 0.049 Uiso 0.10 calc PR 2 F26 F 0.0884(4) -0.0897(5) 0.2564(3) 0.051(2) Uani 0.90 d P 1 C32 C 0.1069(7) 0.1776(9) 0.1509(7) 0.044(3) Uani 1 d . . H32A H 0.0667(7) 0.1939(9) 0.1127(7) 0.053 Uiso 0.10 calc PR 2 F32 F 0.0500(4) 0.2053(5) 0.0962(4) 0.050(2) Uani 0.90 d P 1 C36 C 0.2061(6) 0.0619(10) 0.2042(6) 0.043(3) Uani 1 d . . H36A H 0.2352(6) -0.0031(10) 0.2023(6) 0.052 Uiso 0.10 calc PR 2 F36 F 0.2464(4) -0.0336(5) 0.2033(4) 0.055(2) Uani 0.90 d P 1 C11 C 0.2169(6) -0.0338(8) 0.0182(5) 0.034(3) Uani 1 d . . C13 C 0.3087(6) 0.0574(9) -0.0764(6) 0.044(3) Uani 1 d . . H13A H 0.3216(6) 0.1169(9) -0.1088(6) 0.053 Uiso 1 calc R . C14 C 0.3602(6) -0.0301(9) -0.0711(7) 0.054(3) Uani 1 d . . H14A H 0.4084(6) -0.0298(9) -0.1014(7) 0.064 Uiso 1 calc R . C15 C 0.3436(6) -0.1168(10) -0.0236(6) 0.057(3) Uani 1 d . . H15A H 0.3801(6) -0.1748(10) -0.0212(6) 0.068 Uiso 1 calc R . C21 C 0.1061(6) -0.1559(9) 0.1231(6) 0.036(3) Uani 1 d . . C23 C 0.0816(6) -0.3515(10) 0.1018(6) 0.055(3) Uani 1 d . . H23A H 0.0779(6) -0.4107(10) 0.0668(6) 0.066 Uiso 1 calc R . C24 C 0.0703(6) -0.3617(10) 0.1862(7) 0.054(3) Uani 1 d . . H24A H 0.0602(6) -0.4301(10) 0.2079(7) 0.065 Uiso 1 calc R . C25 C 0.0736(6) -0.2755(9) 0.2366(6) 0.049(3) Uani 1 d . . H25A H 0.0646(6) -0.2843(9) 0.2920(6) 0.059 Uiso 1 calc R . C31 C 0.1436(6) 0.0759(8) 0.1481(5) 0.036(3) Uani 1 d . . C33 C 0.1271(7) 0.2559(9) 0.2076(7) 0.055(3) Uani 1 d . . H33A H 0.1006(7) 0.3228(9) 0.2082(7) 0.065 Uiso 1 calc R . C34 C 0.1878(8) 0.2326(11) 0.2636(7) 0.072(5) Uani 1 d . . H34A H 0.2010(8) 0.2840(11) 0.3029(7) 0.087 Uiso 1 calc R . C35 C 0.2286(7) 0.1367(10) 0.2628(6) 0.056(4) Uani 1 d . . H35A H 0.2700(7) 0.1218(10) 0.3001(6) 0.067 Uiso 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 0.0310(2) 0.0360(2) 0.0228(2) -0.0005(4) 0.0004(3) 0.0033(4) P1 0.0325(13) 0.039(2) 0.0265(12) -0.0010(12) 0.0021(11) 0.0016(12) Cl1 0.0391(12) 0.075(2) 0.0275(10) -0.001(2) 0.0025(10) 0.004(2) C12 0.039(7) 0.042(7) 0.037(5) -0.005(6) -0.010(6) 0.019(6) F12 0.053(20) 0.095(28) 0.075(23) 0.007(22) 0.037(18) -0.008(21) C16 0.059(8) 0.054(8) 0.041(8) 0.019(6) 0.007(6) 0.024(7) F16 0.028(18) 0.175(45) 0.068(22) 0.024(27) -0.001(19) 0.025(25) C22 0.037(6) 0.041(7) 0.044(6) 0.001(6) 0.000(6) 0.004(5) F22 0.070(4) 0.044(4) 0.035(4) -0.002(4) 0.001(4) 0.010(3) C26 0.024(6) 0.053(8) 0.046(7) 0.011(6) 0.000(5) 0.004(5) F26 0.063(4) 0.065(5) 0.026(3) -0.002(3) 0.008(3) -0.005(4) C32 0.044(7) 0.046(7) 0.041(7) -0.005(6) 0.023(6) -0.006(6) F32 0.058(4) 0.037(4) 0.056(4) 0.001(4) -0.010(4) 0.006(4) C36 0.036(7) 0.060(8) 0.034(6) -0.002(6) 0.000(5) -0.011(6) F36 0.048(4) 0.062(5) 0.055(4) -0.001(4) -0.022(4) 0.009(4) C11 0.033(5) 0.044(7) 0.026(6) 0.002(4) -0.005(4) -0.003(4) C13 0.054(7) 0.055(7) 0.023(5) -0.004(5) 0.011(5) -0.007(6) C14 0.039(6) 0.078(10) 0.044(6) 0.004(6) 0.006(6) 0.003(6) C15 0.040(6) 0.072(9) 0.058(8) 0.001(7) 0.007(6) 0.021(6) C21 0.032(6) 0.044(7) 0.032(6) 0.010(5) 0.004(5) 0.003(5) C23 0.059(8) 0.058(8) 0.047(7) -0.009(6) 0.004(6) 0.005(7) C24 0.042(7) 0.051(8) 0.070(8) 0.018(7) 0.010(7) 0.002(6) C25 0.046(7) 0.057(9) 0.044(7) 0.017(7) 0.006(6) 0.008(6) C31 0.040(6) 0.042(7) 0.026(5) -0.001(5) 0.012(5) -0.005(5) C33 0.063(8) 0.041(7) 0.060(8) -0.020(6) 0.011(7) -0.008(7) C34 0.077(9) 0.076(11) 0.064(10) -0.037(9) 0.012(8) -0.050(9) C35 0.068(9) 0.072(9) 0.027(6) -0.003(6) -0.004(6) -0.033(8) _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 Cl1 2.302(2) 5 ? Pt1 Cl1 2.302(2) . ? Pt1 P1 2.303(2) 5 ? Pt1 P1 2.303(2) . ? P1 C31 1.808(10) . ? P1 C21 1.819(10) . ? P1 C11 1.828(10) . ? C12 F12 1.28(3) . ? C12 C13 1.362(13) . ? C12 C11 1.412(13) . ? C16 F16 1.25(4) . ? C16 C15 1.374(13) . ? C16 C11 1.385(13) . ? C22 F22 1.362(10) . ? C22 C21 1.386(13) . ? C22 C23 1.395(13) . ? C26 F26 1.349(11) . ? C26 C25 1.364(13) . ? C26 C21 1.396(12) . ? C32 F32 1.336(12) . ? C32 C33 1.382(14) . ? C32 C31 1.388(14) . ? C36 F36 1.346(12) . ? C36 C35 1.382(13) . ? C36 C31 1.387(13) . ? C13 C14 1.368(13) . ? C14 C15 1.350(14) . ? C23 C24 1.406(13) . ? C24 C25 1.346(13) . ? C33 C34 1.382(15) . ? C34 C35 1.354(15) . ? 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 Cl1 Pt1 Cl1 180.0 5 . ? Cl1 Pt1 P1 85.60(8) 5 5 ? Cl1 Pt1 P1 94.40(8) . 5 ? Cl1 Pt1 P1 94.40(8) 5 . ? Cl1 Pt1 P1 85.60(8) . . ? P1 Pt1 P1 180.0 5 . ? C31 P1 C21 108.6(5) . . ? C31 P1 C11 100.5(4) . . ? C21 P1 C11 106.2(5) . . ? C31 P1 Pt1 116.5(3) . . ? C21 P1 Pt1 105.0(3) . . ? C11 P1 Pt1 119.5(3) . . ? F12 C12 C13 120.7(18) . . ? F12 C12 C11 116.4(17) . . ? C13 C12 C11 122.6(10) . . ? F16 C16 C15 115.7(19) . . ? F16 C16 C11 122.9(19) . . ? C15 C16 C11 121.3(11) . . ? F22 C22 C21 117.9(9) . . ? F22 C22 C23 117.2(9) . . ? C21 C22 C23 124.8(10) . . ? F26 C26 C25 117.7(10) . . ? F26 C26 C21 118.3(10) . . ? C25 C26 C21 123.9(11) . . ? F32 C32 C33 116.3(11) . . ? F32 C32 C31 120.5(10) . . ? C33 C32 C31 123.2(11) . . ? F36 C36 C35 117.3(10) . . ? F36 C36 C31 117.4(10) . . ? C35 C36 C31 125.2(11) . . ? C16 C11 C12 116.3(10) . . ? C16 C11 P1 126.5(9) . . ? C12 C11 P1 117.2(7) . . ? C12 C13 C14 117.9(10) . . ? C15 C14 C13 122.3(10) . . ? C14 C15 C16 119.6(11) . . ? C22 C21 C26 114.2(10) . . ? C22 C21 P1 117.0(8) . . ? C26 C21 P1 128.1(9) . . ? C22 C23 C24 115.6(10) . . ? C25 C24 C23 122.2(11) . . ? C24 C25 C26 119.1(10) . . ? C36 C31 C32 114.0(10) . . ? C36 C31 P1 122.3(8) . . ? C32 C31 P1 123.5(8) . . ? C32 C33 C34 118.5(12) . . ? C35 C34 C33 121.8(12) . . ? C34 C35 C36 117.2(11) . . ? _refine_diff_density_max 0.888 _refine_diff_density_min -1.716 _refine_diff_density_rms 0.132