# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_i13721_150K_yellow_1y #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C16 H14 Br2 F6 N2 O2 Pt' _chemical_formula_sum 'C16 H14 Br2 F6 N2 O2 Pt' _chemical_formula_weight 735.2 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.5396(2) _cell_length_b 9.2604(3) _cell_length_c 14.9961(4) _cell_angle_alpha 93.7030(10) _cell_angle_beta 100.5840(10) _cell_angle_gamma 107.0110(10) _cell_volume 976.35(5) _cell_formula_units_Z 2 _cell_measurement_temperature 150.00(10) _cell_measurement_reflns_used 9942 _cell_measurement_theta_min 2.32 _cell_measurement_theta_max 32.82 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.501 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 684 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 11.35 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Bruker SADABS, 1996' _exptl_absorpt_correction_T_min 0.701 _exptl_absorpt_correction_T_max 0.9703 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 150.00(10) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_reflns_av_R_equivalents 0.0193 _diffrn_reflns_av_unetI/netI 0.0158 _diffrn_reflns_number 18505 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.39 _diffrn_reflns_theta_max 27.1 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.997 _reflns_number_total 4293 _reflns_number_gt 4135 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0120P)^2^+0.8401P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 4293 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0144 _refine_ls_R_factor_gt 0.0132 _refine_ls_wR_factor_ref 0.0314 _refine_ls_wR_factor_gt 0.0311 _refine_ls_goodness_of_fit_ref 1.09 _refine_ls_restrained_S_all 1.09 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.747 _refine_diff_density_min -0.613 _refine_diff_density_rms 0.079 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Pt Pt -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pt Pt 0.778109(11) 0.923506(9) 0.526475(6) 0.01592(3) Uani 1 1 d . . . Br1 Br 0.66056(3) 0.69965(3) 0.413753(16) 0.02405(5) Uani 1 1 d . . . Br2 Br 0.88155(3) 0.77117(3) 0.638451(16) 0.02312(5) Uani 1 1 d . . . F1 F 0.9731(3) 1.1070(2) 0.07383(13) 0.0535(5) Uani 1 1 d . . . F2 F 0.7272(3) 1.1369(2) -0.01105(11) 0.0522(5) Uani 1 1 d . . . F3 F 0.8952(2) 1.3097(2) 0.09627(13) 0.0480(4) Uani 1 1 d . . . F4 F 1.6252(3) 1.3184(2) 0.83066(12) 0.0476(4) Uani 1 1 d . . . F5 F 1.6580(3) 1.4563(2) 0.95556(12) 0.0552(5) Uani 1 1 d . . . F6 F 1.6926(2) 1.5612(2) 0.83309(14) 0.0541(5) Uani 1 1 d . . . O1 O 0.5657(2) 1.1503(2) 0.14156(11) 0.0286(4) Uani 1 1 d . . . O2 O 1.2806(2) 1.2946(2) 0.87079(12) 0.0281(4) Uani 1 1 d . . . N1 N 0.6926(3) 1.0626(2) 0.44138(13) 0.0173(4) Uani 1 1 d . . . N2 N 0.8613(3) 1.1169(2) 0.61513(13) 0.0177(4) Uani 1 1 d . . . C1 C 0.7330(3) 1.2081(3) 0.48055(16) 0.0199(5) Uani 1 1 d . . . C2 C 0.6845(3) 1.3171(3) 0.43121(17) 0.0240(5) Uani 1 1 d . . . H2 H 0.7148 1.4187 0.4594 0.029 Uiso 1 1 calc R . . C3 C 0.5924(3) 1.2772(3) 0.34127(17) 0.0263(5) Uani 1 1 d . . . H3 H 0.5578 1.351 0.3069 0.032 Uiso 1 1 calc R . . C4 C 0.5499(3) 1.1295(3) 0.30069(17) 0.0234(5) Uani 1 1 d . . . C5 C 0.6031(3) 1.0254(3) 0.35311(16) 0.0218(5) Uani 1 1 d . . . H5 H 0.5752 0.9238 0.3256 0.026 Uiso 1 1 calc R . . C6 C 0.8252(3) 1.2381(3) 0.57755(16) 0.0195(5) Uani 1 1 d . . . C7 C 0.8718(4) 1.3773(3) 0.63013(18) 0.0257(5) Uani 1 1 d . . . H7 H 0.8473 1.4615 0.6032 0.031 Uiso 1 1 calc R . . C8 C 0.9533(4) 1.3936(3) 0.72100(17) 0.0268(5) Uani 1 1 d . . . H8 H 0.9844 1.4889 0.7575 0.032 Uiso 1 1 calc R . . C9 C 0.9906(3) 1.2711(3) 0.75981(16) 0.0230(5) Uani 1 1 d . . . C10 C 0.9420(3) 1.1348(3) 0.70383(16) 0.0211(5) Uani 1 1 d . . . H10 H 0.9672 1.05 0.7297 0.025 Uiso 1 1 calc R . . C11 C 0.4477(4) 1.0836(3) 0.20237(17) 0.0300(6) Uani 1 1 d . . . H11A H 0.4074 0.9713 0.1886 0.036 Uiso 1 1 calc R . . H11B H 0.3324 1.116 0.1923 0.036 Uiso 1 1 calc R . . C12 C 0.7107(4) 1.0835(3) 0.13899(18) 0.0319(6) Uani 1 1 d . . . H12A H 0.655 0.973 0.1181 0.038 Uiso 1 1 calc R . . H12B H 0.7922 1.0974 0.2007 0.038 Uiso 1 1 calc R . . C13 C 0.8248(4) 1.1593(3) 0.07440(18) 0.0317(6) Uani 1 1 d . . . C14 C 1.0843(4) 1.2821(3) 0.85904(17) 0.0283(5) Uani 1 1 d . . . H14A H 1.0714 1.3721 0.8934 0.034 Uiso 1 1 calc R . . H14B H 1.0184 1.1905 0.8847 0.034 Uiso 1 1 calc R . . C15 C 1.3850(3) 1.4291(3) 0.84182(17) 0.0275(5) Uani 1 1 d . . . H15A H 1.3633 1.5185 0.8724 0.033 Uiso 1 1 calc R . . H15B H 1.3445 1.4261 0.7749 0.033 Uiso 1 1 calc R . . C16 C 1.5904(4) 1.4407(3) 0.86629(19) 0.0342(6) 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 Pt 0.01834(5) 0.01175(5) 0.02022(5) 0.00300(3) 0.00723(3) 0.00640(3) Br1 0.03136(12) 0.01512(12) 0.02607(12) -0.00086(9) 0.00643(10) 0.00836(10) Br2 0.02820(12) 0.01686(12) 0.02728(12) 0.00654(9) 0.00599(9) 0.01064(10) F1 0.0500(11) 0.0642(13) 0.0591(12) 0.0041(10) 0.0268(9) 0.0286(10) F2 0.0572(11) 0.0686(13) 0.0198(8) 0.0004(8) 0.0061(8) 0.0050(10) F3 0.0399(10) 0.0341(10) 0.0620(12) -0.0056(8) 0.0149(8) -0.0009(8) F4 0.0477(10) 0.0538(12) 0.0525(11) 0.0044(9) 0.0201(8) 0.0276(9) F5 0.0456(10) 0.0814(15) 0.0330(9) -0.0063(9) -0.0088(8) 0.0248(10) F6 0.0319(9) 0.0500(12) 0.0760(14) 0.0153(10) 0.0136(9) 0.0032(8) O1 0.0322(9) 0.0353(11) 0.0251(9) 0.0127(8) 0.0095(7) 0.0167(8) O2 0.0312(9) 0.0265(10) 0.0268(9) 0.0061(7) 0.0066(7) 0.0082(8) N1 0.0183(9) 0.0138(9) 0.0227(10) 0.0037(7) 0.0093(7) 0.0060(7) N2 0.0191(9) 0.0160(10) 0.0208(10) 0.0042(8) 0.0090(7) 0.0063(8) C1 0.0199(11) 0.0157(12) 0.0282(12) 0.0049(9) 0.0110(9) 0.0075(9) C2 0.0293(12) 0.0162(12) 0.0330(13) 0.0084(10) 0.0123(10) 0.0123(10) C3 0.0290(12) 0.0256(14) 0.0322(14) 0.0138(11) 0.0116(10) 0.0152(11) C4 0.0211(11) 0.0269(13) 0.0260(12) 0.0094(10) 0.0092(9) 0.0095(10) C5 0.0222(11) 0.0192(12) 0.0254(12) 0.0053(10) 0.0085(9) 0.0059(9) C6 0.0196(11) 0.0146(11) 0.0279(12) 0.0029(9) 0.0106(9) 0.0070(9) C7 0.0308(13) 0.0150(12) 0.0340(14) 0.0010(10) 0.0089(11) 0.0104(10) C8 0.0296(13) 0.0196(13) 0.0310(13) -0.0052(10) 0.0083(10) 0.0081(10) C9 0.0224(11) 0.0227(13) 0.0240(12) 0.0006(10) 0.0091(9) 0.0051(10) C10 0.0231(11) 0.0170(12) 0.0247(12) 0.0039(9) 0.0086(9) 0.0062(9) C11 0.0277(13) 0.0367(16) 0.0279(13) 0.0107(11) 0.0078(10) 0.0109(11) C12 0.0381(15) 0.0372(16) 0.0269(13) 0.0075(11) 0.0087(11) 0.0198(13) C13 0.0332(14) 0.0320(15) 0.0266(13) -0.0031(11) 0.0060(11) 0.0068(12) C14 0.0310(13) 0.0278(14) 0.0245(13) -0.0003(10) 0.0110(10) 0.0044(11) C15 0.0287(13) 0.0256(14) 0.0261(13) 0.0025(10) 0.0051(10) 0.0059(11) C16 0.0327(14) 0.0390(17) 0.0305(14) 0.0004(12) 0.0052(11) 0.0121(12) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pt N2 2.0244(19) . ? Pt N1 2.0247(19) . ? Pt Br1 2.4212(3) . ? Pt Br2 2.4263(2) . ? F1 C13 1.343(3) . ? F2 C13 1.325(3) . ? F3 C13 1.332(3) . ? F4 C16 1.336(3) . ? F5 C16 1.324(3) . ? F6 C16 1.340(3) . ? O1 C12 1.410(3) . ? O1 C11 1.433(3) . ? O2 C15 1.408(3) . ? O2 C14 1.427(3) . ? N1 C5 1.343(3) . ? N1 C1 1.358(3) . ? N2 C10 1.335(3) . ? N2 C6 1.362(3) . ? C1 C2 1.384(3) . ? C1 C6 1.463(3) . ? C2 C3 1.371(4) . ? C2 H2 0.95 . ? C3 C4 1.381(4) . ? C3 H3 0.95 . ? C4 C5 1.384(3) . ? C4 C11 1.503(3) . ? C5 H5 0.95 . ? C6 C7 1.381(3) . ? C7 C8 1.367(4) . ? C7 H7 0.95 . ? C8 C9 1.384(4) . ? C8 H8 0.95 . ? C9 C10 1.383(3) . ? C9 C14 1.509(3) . ? C10 H10 0.95 . ? C11 H11A 0.99 . ? C11 H11B 0.99 . ? C12 C13 1.487(4) . ? C12 H12A 0.99 . ? C12 H12B 0.99 . ? C14 H14A 0.99 . ? C14 H14B 0.99 . ? C15 C16 1.494(4) . ? C15 H15A 0.99 . ? C15 H15B 0.99 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Pt N1 80.89(8) . . ? N2 Pt Br1 175.58(5) . . ? N1 Pt Br1 95.11(6) . . ? N2 Pt Br2 94.81(5) . . ? N1 Pt Br2 175.48(5) . . ? Br1 Pt Br2 89.138(9) . . ? C12 O1 C11 111.61(19) . . ? C15 O2 C14 111.90(19) . . ? C5 N1 C1 118.68(19) . . ? C5 N1 Pt 127.03(16) . . ? C1 N1 Pt 114.30(15) . . ? C10 N2 C6 118.8(2) . . ? C10 N2 Pt 127.02(16) . . ? C6 N2 Pt 114.13(15) . . ? N1 C1 C2 121.3(2) . . ? N1 C1 C6 115.31(19) . . ? C2 C1 C6 123.4(2) . . ? C3 C2 C1 119.3(2) . . ? C3 C2 H2 120.3 . . ? C1 C2 H2 120.3 . . ? C2 C3 C4 120.0(2) . . ? C2 C3 H3 120 . . ? C4 C3 H3 120 . . ? C3 C4 C5 118.2(2) . . ? C3 C4 C11 120.6(2) . . ? C5 C4 C11 121.2(2) . . ? N1 C5 C4 122.5(2) . . ? N1 C5 H5 118.7 . . ? C4 C5 H5 118.7 . . ? N2 C6 C7 120.6(2) . . ? N2 C6 C1 115.34(19) . . ? C7 C6 C1 124.0(2) . . ? C8 C7 C6 119.9(2) . . ? C8 C7 H7 120.1 . . ? C6 C7 H7 120.1 . . ? C7 C8 C9 119.9(2) . . ? C7 C8 H8 120 . . ? C9 C8 H8 120 . . ? C10 C9 C8 117.7(2) . . ? C10 C9 C14 119.5(2) . . ? C8 C9 C14 122.7(2) . . ? N2 C10 C9 123.0(2) . . ? N2 C10 H10 118.5 . . ? C9 C10 H10 118.5 . . ? O1 C11 C4 111.6(2) . . ? O1 C11 H11A 109.3 . . ? C4 C11 H11A 109.3 . . ? O1 C11 H11B 109.3 . . ? C4 C11 H11B 109.3 . . ? H11A C11 H11B 108 . . ? O1 C12 C13 107.7(2) . . ? O1 C12 H12A 110.2 . . ? C13 C12 H12A 110.2 . . ? O1 C12 H12B 110.2 . . ? C13 C12 H12B 110.2 . . ? H12A C12 H12B 108.5 . . ? F2 C13 F3 105.7(2) . . ? F2 C13 F1 107.2(2) . . ? F3 C13 F1 106.9(2) . . ? F2 C13 C12 113.4(2) . . ? F3 C13 C12 112.9(2) . . ? F1 C13 C12 110.3(2) . . ? O2 C14 C9 112.16(19) . . ? O2 C14 H14A 109.2 . . ? C9 C14 H14A 109.2 . . ? O2 C14 H14B 109.2 . . ? C9 C14 H14B 109.2 . . ? H14A C14 H14B 107.9 . . ? O2 C15 C16 108.0(2) . . ? O2 C15 H15A 110.1 . . ? C16 C15 H15A 110.1 . . ? O2 C15 H15B 110.1 . . ? C16 C15 H15B 110.1 . . ? H15A C15 H15B 108.4 . . ? F5 C16 F4 106.4(2) . . ? F5 C16 F6 107.9(2) . . ? F4 C16 F6 107.0(2) . . ? F5 C16 C15 113.4(2) . . ? F4 C16 C15 112.3(2) . . ? F6 C16 C15 109.5(2) . . ? 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 N2 Pt N1 C5 -178.55(19) . . . . ? Br1 Pt N1 C5 -0.43(18) . . . . ? Br2 Pt N1 C5 -160.4(5) . . . . ? N2 Pt N1 C1 1.53(15) . . . . ? Br1 Pt N1 C1 179.65(14) . . . . ? Br2 Pt N1 C1 19.7(8) . . . . ? N1 Pt N2 C10 177.92(19) . . . . ? Br1 Pt N2 C10 152.8(6) . . . . ? Br2 Pt N2 C10 -0.66(18) . . . . ? N1 Pt N2 C6 -0.88(15) . . . . ? Br1 Pt N2 C6 -26.0(8) . . . . ? Br2 Pt N2 C6 -179.47(14) . . . . ? C5 N1 C1 C2 -0.3(3) . . . . ? Pt N1 C1 C2 179.67(18) . . . . ? C5 N1 C1 C6 178.17(19) . . . . ? Pt N1 C1 C6 -1.9(2) . . . . ? N1 C1 C2 C3 0.6(4) . . . . ? C6 C1 C2 C3 -177.7(2) . . . . ? C1 C2 C3 C4 -0.4(4) . . . . ? C2 C3 C4 C5 -0.1(4) . . . . ? C2 C3 C4 C11 179.6(2) . . . . ? C1 N1 C5 C4 -0.3(3) . . . . ? Pt N1 C5 C4 179.80(17) . . . . ? C3 C4 C5 N1 0.5(3) . . . . ? C11 C4 C5 N1 -179.2(2) . . . . ? C10 N2 C6 C7 0.2(3) . . . . ? Pt N2 C6 C7 179.12(17) . . . . ? C10 N2 C6 C1 -178.77(19) . . . . ? Pt N2 C6 C1 0.1(2) . . . . ? N1 C1 C6 N2 1.2(3) . . . . ? C2 C1 C6 N2 179.6(2) . . . . ? N1 C1 C6 C7 -177.8(2) . . . . ? C2 C1 C6 C7 0.6(4) . . . . ? N2 C6 C7 C8 -0.6(4) . . . . ? C1 C6 C7 C8 178.3(2) . . . . ? C6 C7 C8 C9 0.6(4) . . . . ? C7 C8 C9 C10 -0.3(4) . . . . ? C7 C8 C9 C14 178.6(2) . . . . ? C6 N2 C10 C9 0.2(3) . . . . ? Pt N2 C10 C9 -178.57(16) . . . . ? C8 C9 C10 N2 -0.2(3) . . . . ? C14 C9 C10 N2 -179.0(2) . . . . ? C12 O1 C11 C4 71.5(3) . . . . ? C3 C4 C11 O1 70.0(3) . . . . ? C5 C4 C11 O1 -110.3(3) . . . . ? C11 O1 C12 C13 179.9(2) . . . . ? O1 C12 C13 F2 -63.9(3) . . . . ? O1 C12 C13 F3 56.4(3) . . . . ? O1 C12 C13 F1 175.9(2) . . . . ? C15 O2 C14 C9 63.3(3) . . . . ? C10 C9 C14 O2 77.3(3) . . . . ? C8 C9 C14 O2 -101.5(3) . . . . ? C14 O2 C15 C16 173.8(2) . . . . ? O2 C15 C16 F5 -64.4(3) . . . . ? O2 C15 C16 F4 56.3(3) . . . . ? O2 C15 C16 F6 175.1(2) . . . . ? _database_code_depnum_ccdc_archive 'CCDC 897003' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_i13721_250K_orange_1o #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C16 H14 Br2 F6 N2 O2 Pt' _chemical_formula_sum 'C16 H14 Br2 F6 N2 O2 Pt' _chemical_formula_weight 735.2 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.1269(2) _cell_length_b 9.2336(2) _cell_length_c 15.9319(5) _cell_angle_alpha 95.5970(10) _cell_angle_beta 102.6190(10) _cell_angle_gamma 94.1750(10) _cell_volume 1013.43(5) _cell_formula_units_Z 2 _cell_measurement_temperature 250.00(10) _cell_measurement_reflns_used 9942 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 29.35 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.409 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 684 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 10.934 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Bruker SADABS, 1996' _exptl_absorpt_correction_T_min 0.6107 _exptl_absorpt_correction_T_max 0.9703 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 250.00(10) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_reflns_av_R_equivalents 0.0326 _diffrn_reflns_av_unetI/netI 0.0318 _diffrn_reflns_number 18791 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.32 _diffrn_reflns_theta_max 27.1 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.983 _diffrn_measured_fraction_theta_max 0.978 _reflns_number_total 4368 _reflns_number_gt 3917 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0370P)^2^+8.3861P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 4368 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.046 _refine_ls_R_factor_gt 0.0392 _refine_ls_wR_factor_ref 0.0992 _refine_ls_wR_factor_gt 0.0966 _refine_ls_goodness_of_fit_ref 1.127 _refine_ls_restrained_S_all 1.127 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 3.163 _refine_diff_density_min -1.127 _refine_diff_density_rms 0.197 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Pt Pt -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pt1 Pt 0.75404(4) 0.02512(3) 0.00573(2) 0.02913(10) Uani 1 1 d . . . Br1 Br 0.71576(12) 0.21374(9) -0.09028(6) 0.0434(2) Uani 1 1 d . . . Br2 Br 0.82452(13) 0.21459(9) 0.12793(6) 0.0449(2) Uani 1 1 d . . . F1 F 0.5661(18) -0.2012(16) 0.4749(6) 0.159(5) Uani 1 1 d . . . F2 F 0.3755(16) -0.3383(10) 0.3749(10) 0.158(5) Uani 1 1 d . . . F3 F 0.3418(12) -0.1123(10) 0.3954(7) 0.113(3) Uani 1 1 d . . . F4 F -0.0819(12) -0.3894(12) -0.4153(8) 0.137(4) Uani 1 1 d . . . F5 F 0.0008(12) -0.1603(12) -0.3754(8) 0.130(4) Uani 1 1 d . . . F6 F 0.0565(15) -0.2654(18) -0.4919(6) 0.167(6) Uani 1 1 d . . . O1 O 0.7238(10) -0.2854(8) 0.3386(4) 0.0563(17) Uani 1 1 d . . . O2 O 0.3791(10) -0.2000(8) -0.3591(4) 0.0560(17) Uani 1 1 d . . . N1 N 0.7848(8) -0.1404(6) 0.0789(4) 0.0259(12) Uani 1 1 d . . . N2 N 0.6994(9) -0.1418(8) -0.0893(4) 0.0324(14) Uani 1 1 d . . . C1 C 0.7546(10) -0.2755(9) 0.0312(5) 0.0340(17) Uani 1 1 d . . . C2 C 0.7739(13) -0.4036(10) 0.0733(6) 0.043(2) Uani 1 1 d . . . H2 H 0.7582 -0.4971 0.0406 0.051 Uiso 1 1 calc R . . C3 C 0.8153(14) -0.3905(11) 0.1614(6) 0.048(2) Uani 1 1 d . . . H3 H 0.8242 -0.4759 0.1903 0.058 Uiso 1 1 calc R . . C4 C 0.8444(12) -0.2550(10) 0.2091(6) 0.0417(19) Uani 1 1 d . . . C5 C 0.8268(12) -0.1338(10) 0.1648(6) 0.044(2) Uani 1 1 d . . . H5 H 0.8457 -0.0401 0.1976 0.053 Uiso 1 1 calc R . . C6 C 0.7080(10) -0.2799(8) -0.0627(5) 0.0312(16) Uani 1 1 d . . . C7 C 0.6745(13) -0.4063(10) -0.1206(6) 0.046(2) Uani 1 1 d . . . H7 H 0.6825 -0.5003 -0.1013 0.055 Uiso 1 1 calc R . . C8 C 0.6283(14) -0.3891(10) -0.2088(6) 0.050(2) Uani 1 1 d . . . H8 H 0.6005 -0.4732 -0.2504 0.06 Uiso 1 1 calc R . . C9 C 0.6226(12) -0.2546(10) -0.2357(6) 0.042(2) Uani 1 1 d . . . C10 C 0.6598(12) -0.1334(10) -0.1753(5) 0.0384(18) Uani 1 1 d . . . H10 H 0.6575 -0.0396 -0.1949 0.046 Uiso 1 1 calc R . . C11 C 0.8896(15) -0.2403(12) 0.3073(6) 0.053(2) Uani 1 1 d . . . H11A H 0.9953 -0.3009 0.3284 0.064 Uiso 1 1 calc R . . H11B H 0.9345 -0.1372 0.3305 0.064 Uiso 1 1 calc R . . C12 C 0.5986(17) -0.1768(13) 0.3370(8) 0.067(3) Uani 1 1 d . . . H12A H 0.5215 -0.1763 0.2772 0.08 Uiso 1 1 calc R . . H12B H 0.6735 -0.0801 0.3556 0.08 Uiso 1 1 calc R . . C13 C 0.4680(19) -0.2038(14) 0.3957(9) 0.071(3) Uani 1 1 d . . . C14 C 0.5719(15) -0.2341(12) -0.3313(6) 0.053(2) Uani 1 1 d . . . H14A H 0.6611 -0.1543 -0.342 0.063 Uiso 1 1 calc R . . H14B H 0.5905 -0.3248 -0.3658 0.063 Uiso 1 1 calc R . . C15 C 0.2430(15) -0.3190(14) -0.3628(8) 0.066(3) Uani 1 1 d . . . H15A H 0.2327 -0.3367 -0.3036 0.079 Uiso 1 1 calc R . . H15B H 0.2826 -0.4083 -0.3912 0.079 Uiso 1 1 calc R . . C16 C 0.0569(19) -0.2840(19) -0.4126(10) 0.088(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pt1 0.02680(15) 0.02239(15) 0.03964(18) 0.00457(11) 0.01036(11) 0.00189(10) Br1 0.0461(5) 0.0328(4) 0.0549(5) 0.0158(4) 0.0139(4) 0.0056(3) Br2 0.0485(5) 0.0324(4) 0.0520(5) -0.0070(4) 0.0136(4) 0.0004(3) F1 0.185(11) 0.256(15) 0.064(6) 0.039(7) 0.060(7) 0.086(10) F2 0.140(8) 0.079(6) 0.283(15) -0.026(8) 0.141(10) -0.022(6) F3 0.091(6) 0.098(6) 0.167(9) -0.005(6) 0.072(6) 0.012(5) F4 0.059(5) 0.143(9) 0.189(11) -0.028(8) 0.017(6) -0.016(5) F5 0.072(5) 0.134(9) 0.188(11) 0.000(8) 0.038(6) 0.023(5) F6 0.101(7) 0.313(18) 0.069(6) 0.046(8) -0.021(5) -0.006(9) O1 0.070(4) 0.055(4) 0.054(4) 0.018(3) 0.027(3) 0.014(3) O2 0.058(4) 0.060(4) 0.049(4) 0.011(3) 0.007(3) 0.004(3) N1 0.023(3) 0.016(3) 0.040(4) 0.010(2) 0.008(2) 0.002(2) N2 0.027(3) 0.046(4) 0.028(3) 0.013(3) 0.007(3) 0.010(3) C1 0.027(4) 0.048(5) 0.034(4) 0.022(4) 0.010(3) 0.009(3) C2 0.056(5) 0.040(5) 0.038(5) 0.025(4) 0.012(4) 0.008(4) C3 0.064(6) 0.045(5) 0.041(5) 0.012(4) 0.019(4) 0.008(4) C4 0.043(5) 0.043(5) 0.038(5) 0.010(4) 0.005(4) 0.007(4) C5 0.037(4) 0.040(5) 0.051(5) -0.012(4) 0.008(4) 0.000(4) C6 0.031(4) 0.022(4) 0.041(4) 0.002(3) 0.011(3) 0.001(3) C7 0.056(5) 0.035(5) 0.043(5) 0.008(4) 0.007(4) -0.008(4) C8 0.062(6) 0.038(5) 0.046(5) -0.006(4) 0.005(4) 0.006(4) C9 0.038(4) 0.049(5) 0.041(5) 0.001(4) 0.013(4) 0.003(4) C10 0.039(4) 0.043(5) 0.035(4) 0.007(4) 0.011(3) 0.006(3) C11 0.058(6) 0.058(6) 0.043(5) 0.003(4) 0.011(4) 0.007(5) C12 0.074(7) 0.068(8) 0.068(7) 0.021(6) 0.029(6) 0.018(6) C13 0.076(8) 0.063(8) 0.077(9) -0.001(6) 0.029(7) 0.007(6) C14 0.061(6) 0.058(6) 0.039(5) -0.001(4) 0.013(4) 0.005(5) C15 0.056(6) 0.073(8) 0.066(7) 0.009(6) 0.009(5) 0.000(5) C16 0.056(7) 0.114(12) 0.087(10) -0.008(9) 0.011(7) 0.003(8) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pt1 N2 2.005(7) . ? Pt1 N1 2.007(6) . ? Pt1 Br1 2.4195(8) . ? Pt1 Br2 2.4256(9) . ? F1 C13 1.299(16) . ? F2 C13 1.339(15) . ? F3 C13 1.277(14) . ? F4 C16 1.327(17) . ? F5 C16 1.362(17) . ? F6 C16 1.290(17) . ? O1 C12 1.388(13) . ? O1 C11 1.430(12) . ? O2 C15 1.400(13) . ? O2 C14 1.417(12) . ? N1 C5 1.330(11) . ? N1 C1 1.373(11) . ? N2 C10 1.348(10) . ? N2 C6 1.383(10) . ? C1 C2 1.416(11) . ? C1 C6 1.456(11) . ? C2 C3 1.361(12) . ? C2 H2 0.95 . ? C3 C4 1.376(13) . ? C3 H3 0.95 . ? C4 C5 1.379(13) . ? C4 C11 1.518(13) . ? C5 H5 0.95 . ? C6 C7 1.387(12) . ? C7 C8 1.398(13) . ? C7 H7 0.95 . ? C8 C9 1.353(13) . ? C8 H8 0.95 . ? C9 C10 1.373(12) . ? C9 C14 1.520(13) . ? C10 H10 0.95 . ? C11 H11A 0.99 . ? C11 H11B 0.99 . ? C12 C13 1.482(16) . ? C12 H12A 0.99 . ? C12 H12B 0.99 . ? C14 H14A 0.99 . ? C14 H14B 0.99 . ? C15 C16 1.465(18) . ? C15 H15A 0.99 . ? C15 H15B 0.99 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Pt1 N1 81.3(2) . . ? N2 Pt1 Br1 95.17(18) . . ? N1 Pt1 Br1 176.44(18) . . ? N2 Pt1 Br2 175.96(18) . . ? N1 Pt1 Br2 94.66(18) . . ? Br1 Pt1 Br2 88.86(3) . . ? C12 O1 C11 111.4(8) . . ? C15 O2 C14 112.8(8) . . ? C5 N1 C1 118.4(6) . . ? C5 N1 Pt1 128.3(6) . . ? C1 N1 Pt1 113.3(5) . . ? C10 N2 C6 117.2(7) . . ? C10 N2 Pt1 127.1(6) . . ? C6 N2 Pt1 115.7(5) . . ? N1 C1 C2 120.2(7) . . ? N1 C1 C6 117.3(6) . . ? C2 C1 C6 122.4(8) . . ? C3 C2 C1 118.9(9) . . ? C3 C2 H2 120.5 . . ? C1 C2 H2 120.5 . . ? C2 C3 C4 120.7(9) . . ? C2 C3 H3 119.7 . . ? C4 C3 H3 119.7 . . ? C3 C4 C5 118.0(8) . . ? C3 C4 C11 120.8(8) . . ? C5 C4 C11 121.2(8) . . ? N1 C5 C4 123.8(8) . . ? N1 C5 H5 118.1 . . ? C4 C5 H5 118.1 . . ? N2 C6 C7 122.6(7) . . ? N2 C6 C1 112.4(7) . . ? C7 C6 C1 125.1(7) . . ? C6 C7 C8 117.0(8) . . ? C6 C7 H7 121.5 . . ? C8 C7 H7 121.5 . . ? C9 C8 C7 121.1(8) . . ? C9 C8 H8 119.4 . . ? C7 C8 H8 119.4 . . ? C8 C9 C10 119.3(8) . . ? C8 C9 C14 121.8(8) . . ? C10 C9 C14 119.0(8) . . ? N2 C10 C9 122.9(8) . . ? N2 C10 H10 118.6 . . ? C9 C10 H10 118.6 . . ? O1 C11 C4 111.3(8) . . ? O1 C11 H11A 109.4 . . ? C4 C11 H11A 109.4 . . ? O1 C11 H11B 109.4 . . ? C4 C11 H11B 109.4 . . ? H11A C11 H11B 108 . . ? O1 C12 C13 109.7(10) . . ? O1 C12 H12A 109.7 . . ? C13 C12 H12A 109.7 . . ? O1 C12 H12B 109.7 . . ? C13 C12 H12B 109.7 . . ? H12A C12 H12B 108.2 . . ? F3 C13 F1 108.0(11) . . ? F3 C13 F2 108.2(11) . . ? F1 C13 F2 105.3(14) . . ? F3 C13 C12 113.9(11) . . ? F1 C13 C12 110.7(12) . . ? F2 C13 C12 110.3(11) . . ? O2 C14 C9 112.5(8) . . ? O2 C14 H14A 109.1 . . ? C9 C14 H14A 109.1 . . ? O2 C14 H14B 109.1 . . ? C9 C14 H14B 109.1 . . ? H14A C14 H14B 107.8 . . ? O2 C15 C16 107.8(11) . . ? O2 C15 H15A 110.2 . . ? C16 C15 H15A 110.2 . . ? O2 C15 H15B 110.2 . . ? C16 C15 H15B 110.2 . . ? H15A C15 H15B 108.5 . . ? F6 C16 F4 106.6(13) . . ? F6 C16 F5 107.4(16) . . ? F4 C16 F5 106.1(11) . . ? F6 C16 C15 113.9(12) . . ? F4 C16 C15 111.2(14) . . ? F5 C16 C15 111.2(12) . . ? 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 N2 Pt1 N1 C5 -179.2(7) . . . . ? Br1 Pt1 N1 C5 172(2) . . . . ? Br2 Pt1 N1 C5 1.0(6) . . . . ? N2 Pt1 N1 C1 -0.3(5) . . . . ? Br1 Pt1 N1 C1 -9(3) . . . . ? Br2 Pt1 N1 C1 179.9(4) . . . . ? N1 Pt1 N2 C10 -178.6(6) . . . . ? Br1 Pt1 N2 C10 0.9(6) . . . . ? Br2 Pt1 N2 C10 -176(2) . . . . ? N1 Pt1 N2 C6 -0.1(5) . . . . ? Br1 Pt1 N2 C6 179.3(5) . . . . ? Br2 Pt1 N2 C6 3(3) . . . . ? C5 N1 C1 C2 -1.9(10) . . . . ? Pt1 N1 C1 C2 179.0(6) . . . . ? C5 N1 C1 C6 179.7(7) . . . . ? Pt1 N1 C1 C6 0.6(8) . . . . ? N1 C1 C2 C3 2.5(12) . . . . ? C6 C1 C2 C3 -179.1(8) . . . . ? C1 C2 C3 C4 -2.1(14) . . . . ? C2 C3 C4 C5 1.2(14) . . . . ? C2 C3 C4 C11 179.7(9) . . . . ? C1 N1 C5 C4 0.9(12) . . . . ? Pt1 N1 C5 C4 179.8(6) . . . . ? C3 C4 C5 N1 -0.5(13) . . . . ? C11 C4 C5 N1 -179.1(8) . . . . ? C10 N2 C6 C7 -1.2(11) . . . . ? Pt1 N2 C6 C7 -179.8(6) . . . . ? C10 N2 C6 C1 179.1(6) . . . . ? Pt1 N2 C6 C1 0.5(8) . . . . ? N1 C1 C6 N2 -0.7(9) . . . . ? C2 C1 C6 N2 -179.1(7) . . . . ? N1 C1 C6 C7 179.5(7) . . . . ? C2 C1 C6 C7 1.2(12) . . . . ? N2 C6 C7 C8 -0.8(13) . . . . ? C1 C6 C7 C8 178.9(8) . . . . ? C6 C7 C8 C9 1.9(14) . . . . ? C7 C8 C9 C10 -1.0(14) . . . . ? C7 C8 C9 C14 -179.8(9) . . . . ? C6 N2 C10 C9 2.1(11) . . . . ? Pt1 N2 C10 C9 -179.5(6) . . . . ? C8 C9 C10 N2 -1.1(13) . . . . ? C14 C9 C10 N2 177.7(8) . . . . ? C12 O1 C11 C4 -79.5(11) . . . . ? C3 C4 C11 O1 -71.7(12) . . . . ? C5 C4 C11 O1 106.9(10) . . . . ? C11 O1 C12 C13 -160.7(9) . . . . ? O1 C12 C13 F3 -177.1(11) . . . . ? O1 C12 C13 F1 61.0(15) . . . . ? O1 C12 C13 F2 -55.2(16) . . . . ? C15 O2 C14 C9 -71.0(11) . . . . ? C8 C9 C14 O2 101.9(11) . . . . ? C10 C9 C14 O2 -76.8(11) . . . . ? C14 O2 C15 C16 -165.6(9) . . . . ? O2 C15 C16 F6 62.5(17) . . . . ? O2 C15 C16 F4 -177.0(11) . . . . ? O2 C15 C16 F5 -59.0(15) . . . . ? # The following lines are used to test the character set of files sent by # network email or other means. They are not part of the CIF data set # abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789 # !@#$%^&*()_+{}:"~<>?|\-=[];'`,./ # END of CIF _database_code_depnum_ccdc_archive 'CCDC 897004' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_i13721_295K_orange_1o #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C16 H14 Br2 F6 N2 O2 Pt' _chemical_formula_sum 'C16 H14 Br2 F6 N2 O2 Pt' _chemical_formula_weight 735.2 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.1492(2) _cell_length_b 9.2419(2) _cell_length_c 15.9759(4) _cell_angle_alpha 95.2900(10) _cell_angle_beta 102.5630(10) _cell_angle_gamma 93.5960(10) _cell_volume 1022.17(4) _cell_formula_units_Z 2 _cell_measurement_temperature 295.0(1) _cell_measurement_reflns_used 9942 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 29.35 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.389 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 684 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 10.841 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Bruker SADABS, 1996' _exptl_absorpt_correction_T_min 0.6107 _exptl_absorpt_correction_T_max 0.9703 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 295.0(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_reflns_av_R_equivalents 0.0249 _diffrn_reflns_av_unetI/netI 0.022 _diffrn_reflns_number 19669 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.31 _diffrn_reflns_theta_max 27.1 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.994 _diffrn_measured_fraction_theta_max 0.992 _reflns_number_total 4483 _reflns_number_gt 4079 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0271P)^2^+0.2705P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 4483 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0246 _refine_ls_R_factor_gt 0.0201 _refine_ls_wR_factor_ref 0.0495 _refine_ls_wR_factor_gt 0.0479 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.048 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.891 _refine_diff_density_min -0.5 _refine_diff_density_rms 0.088 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Pt Pt -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pt Pt 0.753544(16) 0.024437(13) 0.005259(8) 0.03715(5) Uani 1 1 d . . . Br1 Br 0.71352(5) 0.21333(4) -0.09123(3) 0.05311(10) Uani 1 1 d . . . Br2 Br 0.82270(5) 0.21256(4) 0.12625(3) 0.05426(10) Uani 1 1 d . . . F1 F 0.5643(8) -0.2072(8) 0.4732(3) 0.199(3) Uani 1 1 d . . . F2 F 0.3788(7) -0.3366(5) 0.3738(4) 0.190(3) Uani 1 1 d . . . F3 F 0.3442(5) -0.1151(4) 0.3955(3) 0.1373(14) Uani 1 1 d . . . F4 F -0.0745(5) -0.3846(5) -0.4127(3) 0.1637(18) Uani 1 1 d . . . F5 F 0.0051(6) -0.1617(5) -0.3742(4) 0.1602(18) Uani 1 1 d . . . F6 F 0.0613(7) -0.2616(8) -0.4891(3) 0.202(3) Uani 1 1 d . . . O1 O 0.7269(4) -0.2861(3) 0.33793(18) 0.0711(8) Uani 1 1 d . . . O2 O 0.3811(4) -0.1980(3) -0.35720(18) 0.0702(8) Uani 1 1 d . . . N1 N 0.7842(4) -0.1440(3) 0.07805(18) 0.0398(6) Uani 1 1 d . . . N2 N 0.6998(4) -0.1432(3) -0.08995(18) 0.0382(6) Uani 1 1 d . . . C1 C 0.7573(5) -0.2771(3) 0.0323(2) 0.0432(8) Uani 1 1 d . . . C2 C 0.7746(5) -0.4024(4) 0.0725(2) 0.0519(9) Uani 1 1 d . . . H2 H 0.7563 -0.4952 0.0396 0.062 Uiso 1 1 calc R . . C3 C 0.8190(6) -0.3913(4) 0.1611(3) 0.0582(10) Uani 1 1 d . . . H3 H 0.8319 -0.4771 0.1897 0.07 Uiso 1 1 calc R . . C4 C 0.8447(5) -0.2567(4) 0.2088(2) 0.0508(8) Uani 1 1 d . . . C5 C 0.8263(5) -0.1358(4) 0.1645(2) 0.0474(8) Uani 1 1 d . . . H5 H 0.8441 -0.0422 0.1966 0.057 Uiso 1 1 calc R . . C6 C 0.7102(5) -0.2771(4) -0.0608(2) 0.0426(7) Uani 1 1 d . . . C7 C 0.6775(6) -0.4007(4) -0.1188(3) 0.0562(9) Uani 1 1 d . . . H7 H 0.6846 -0.4942 -0.0987 0.067 Uiso 1 1 calc R . . C8 C 0.6342(6) -0.3885(4) -0.2061(3) 0.0614(10) Uani 1 1 d . . . H8 H 0.6119 -0.4737 -0.2463 0.074 Uiso 1 1 calc R . . C9 C 0.6235(5) -0.2539(4) -0.2349(2) 0.0508(8) Uani 1 1 d . . . C10 C 0.6580(5) -0.1336(4) -0.1746(2) 0.0465(8) Uani 1 1 d . . . H10 H 0.6516 -0.0396 -0.1941 0.056 Uiso 1 1 calc R . . C11 C 0.8907(6) -0.2424(5) 0.3059(3) 0.0684(11) Uani 1 1 d . . . H11A H 0.9963 -0.3037 0.3267 0.082 Uiso 1 1 calc R . . H11B H 0.9353 -0.1398 0.3285 0.082 Uiso 1 1 calc R . . C12 C 0.6004(8) -0.1781(6) 0.3374(4) 0.0894(15) Uani 1 1 d . . . H12A H 0.5232 -0.1752 0.2782 0.107 Uiso 1 1 calc R . . H12B H 0.6731 -0.0818 0.3571 0.107 Uiso 1 1 calc R . . C13 C 0.4738(8) -0.2102(6) 0.3953(4) 0.0866(14) Uani 1 1 d . . . C14 C 0.5728(6) -0.2335(5) -0.3295(3) 0.0642(11) Uani 1 1 d . . . H14A H 0.6614 -0.1548 -0.3408 0.077 Uiso 1 1 calc R . . H14B H 0.5912 -0.3245 -0.3635 0.077 Uiso 1 1 calc R . . C15 C 0.2451(7) -0.3162(6) -0.3606(3) 0.0860(14) Uani 1 1 d . . . H15A H 0.2326 -0.3326 -0.3016 0.103 Uiso 1 1 calc R . . H15B H 0.2862 -0.406 -0.3875 0.103 Uiso 1 1 calc R . . C16 C 0.0607(9) -0.2813(8) -0.4119(5) 0.1072(19) 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 Pt 0.03576(8) 0.02723(7) 0.05001(9) 0.00479(5) 0.01259(5) 0.00320(5) Br1 0.0597(2) 0.03402(18) 0.0693(2) 0.01584(16) 0.01704(18) 0.00768(15) Br2 0.0610(2) 0.03623(19) 0.0640(2) -0.00588(16) 0.01581(18) 0.00269(15) F1 0.222(5) 0.331(8) 0.070(3) 0.038(3) 0.061(3) 0.103(5) F2 0.167(4) 0.096(3) 0.339(8) -0.035(4) 0.162(5) -0.027(3) F3 0.115(3) 0.107(3) 0.206(4) -0.005(3) 0.078(3) 0.019(2) F4 0.078(2) 0.161(4) 0.233(5) -0.017(4) 0.017(3) -0.016(2) F5 0.101(3) 0.142(4) 0.239(5) 0.005(4) 0.042(3) 0.032(3) F6 0.140(4) 0.362(9) 0.081(3) 0.055(4) -0.024(2) -0.016(4) O1 0.092(2) 0.0691(19) 0.0622(17) 0.0230(14) 0.0304(16) 0.0170(16) O2 0.074(2) 0.074(2) 0.0590(17) 0.0114(14) 0.0062(14) 0.0059(16) N1 0.0360(14) 0.0359(15) 0.0495(16) 0.0066(12) 0.0132(12) 0.0030(11) N2 0.0367(14) 0.0308(14) 0.0503(16) 0.0070(11) 0.0147(12) 0.0057(11) C1 0.0398(17) 0.0341(18) 0.057(2) 0.0075(15) 0.0117(15) 0.0045(13) C2 0.071(2) 0.0331(19) 0.053(2) 0.0071(16) 0.0170(18) 0.0032(16) C3 0.072(3) 0.042(2) 0.064(3) 0.0184(18) 0.017(2) 0.0064(18) C4 0.052(2) 0.057(2) 0.0441(19) 0.0125(17) 0.0088(16) 0.0063(17) C5 0.050(2) 0.0408(19) 0.050(2) 0.0017(15) 0.0104(16) 0.0019(15) C6 0.0439(18) 0.0346(17) 0.052(2) 0.0078(14) 0.0144(15) 0.0052(14) C7 0.075(3) 0.0301(18) 0.061(2) 0.0010(16) 0.0124(19) 0.0022(17) C8 0.082(3) 0.044(2) 0.056(2) -0.0047(18) 0.014(2) 0.0048(19) C9 0.051(2) 0.054(2) 0.048(2) 0.0018(17) 0.0143(16) 0.0053(16) C10 0.0471(19) 0.0420(19) 0.052(2) 0.0085(15) 0.0131(16) 0.0053(15) C11 0.072(3) 0.072(3) 0.059(3) 0.014(2) 0.009(2) 0.006(2) C12 0.101(4) 0.087(4) 0.093(4) 0.023(3) 0.039(3) 0.026(3) C13 0.097(4) 0.085(4) 0.081(4) -0.003(3) 0.031(3) 0.009(3) C14 0.072(3) 0.070(3) 0.051(2) 0.004(2) 0.017(2) 0.005(2) C15 0.081(3) 0.091(4) 0.080(3) 0.002(3) 0.010(3) -0.006(3) C16 0.073(4) 0.130(6) 0.112(5) -0.007(4) 0.017(3) 0.003(4) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pt N1 2.022(3) . ? Pt N2 2.024(3) . ? Pt Br2 2.4207(4) . ? Pt Br1 2.4234(4) . ? F1 C13 1.269(7) . ? F2 C13 1.292(6) . ? F3 C13 1.317(6) . ? F4 C16 1.313(7) . ? F5 C16 1.333(7) . ? F6 C16 1.265(8) . ? O1 C12 1.387(5) . ? O1 C11 1.427(5) . ? O2 C15 1.405(5) . ? O2 C14 1.415(5) . ? N1 C5 1.343(4) . ? N1 C1 1.352(4) . ? N2 C10 1.332(4) . ? N2 C6 1.362(4) . ? C1 C2 1.374(5) . ? C1 C6 1.452(5) . ? C2 C3 1.375(5) . ? C2 H2 0.95 . ? C3 C4 1.377(5) . ? C3 H3 0.95 . ? C4 C5 1.374(5) . ? C4 C11 1.506(5) . ? C5 H5 0.95 . ? C6 C7 1.377(5) . ? C7 C8 1.378(5) . ? C7 H7 0.95 . ? C8 C9 1.366(5) . ? C8 H8 0.95 . ? C9 C10 1.375(5) . ? C9 C14 1.508(5) . ? C10 H10 0.95 . ? C11 H11A 0.99 . ? C11 H11B 0.99 . ? C12 C13 1.463(7) . ? C12 H12A 0.99 . ? C12 H12B 0.99 . ? C14 H14A 0.99 . ? C14 H14B 0.99 . ? C15 C16 1.465(8) . ? C15 H15A 0.99 . ? C15 H15B 0.99 . ? 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 N1 Pt N2 80.72(11) . . ? N1 Pt Br2 95.31(8) . . ? N2 Pt Br2 176.01(7) . . ? N1 Pt Br1 175.79(8) . . ? N2 Pt Br1 95.08(7) . . ? Br2 Pt Br1 88.893(14) . . ? C12 O1 C11 112.4(4) . . ? C15 O2 C14 112.8(4) . . ? C5 N1 C1 118.7(3) . . ? C5 N1 Pt 126.9(2) . . ? C1 N1 Pt 114.4(2) . . ? C10 N2 C6 119.4(3) . . ? C10 N2 Pt 126.8(2) . . ? C6 N2 Pt 113.8(2) . . ? N1 C1 C2 121.4(3) . . ? N1 C1 C6 115.4(3) . . ? C2 C1 C6 123.2(3) . . ? C1 C2 C3 119.0(3) . . ? C1 C2 H2 120.5 . . ? C3 C2 H2 120.5 . . ? C2 C3 C4 120.4(3) . . ? C2 C3 H3 119.8 . . ? C4 C3 H3 119.8 . . ? C5 C4 C3 117.7(3) . . ? C5 C4 C11 121.1(4) . . ? C3 C4 C11 121.2(4) . . ? N1 C5 C4 122.9(3) . . ? N1 C5 H5 118.5 . . ? C4 C5 H5 118.5 . . ? N2 C6 C7 119.9(3) . . ? N2 C6 C1 115.6(3) . . ? C7 C6 C1 124.5(3) . . ? C6 C7 C8 119.9(4) . . ? C6 C7 H7 120 . . ? C8 C7 H7 120 . . ? C9 C8 C7 119.9(4) . . ? C9 C8 H8 120 . . ? C7 C8 H8 120 . . ? C8 C9 C10 118.1(4) . . ? C8 C9 C14 122.4(4) . . ? C10 C9 C14 119.4(4) . . ? N2 C10 C9 122.8(3) . . ? N2 C10 H10 118.6 . . ? C9 C10 H10 118.6 . . ? O1 C11 C4 111.4(3) . . ? O1 C11 H11A 109.3 . . ? C4 C11 H11A 109.3 . . ? O1 C11 H11B 109.3 . . ? C4 C11 H11B 109.3 . . ? H11A C11 H11B 108 . . ? O1 C12 C13 108.7(4) . . ? O1 C12 H12A 110 . . ? C13 C12 H12A 110 . . ? O1 C12 H12B 110 . . ? C13 C12 H12B 110 . . ? H12A C12 H12B 108.3 . . ? F1 C13 F2 107.1(6) . . ? F1 C13 F3 105.8(5) . . ? F2 C13 F3 106.0(5) . . ? F1 C13 C12 112.7(5) . . ? F2 C13 C12 112.5(5) . . ? F3 C13 C12 112.2(5) . . ? O2 C14 C9 112.6(3) . . ? O2 C14 H14A 109.1 . . ? C9 C14 H14A 109.1 . . ? O2 C14 H14B 109.1 . . ? C9 C14 H14B 109.1 . . ? H14A C14 H14B 107.8 . . ? O2 C15 C16 107.9(5) . . ? O2 C15 H15A 110.1 . . ? C16 C15 H15A 110.1 . . ? O2 C15 H15B 110.1 . . ? C16 C15 H15B 110.1 . . ? H15A C15 H15B 108.4 . . ? F6 C16 F4 108.2(6) . . ? F6 C16 F5 108.3(8) . . ? F4 C16 F5 105.1(5) . . ? F6 C16 C15 114.8(6) . . ? F4 C16 C15 110.4(6) . . ? F5 C16 C15 109.6(6) . . ? 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 N2 Pt N1 C5 -179.4(3) . . . . ? Br2 Pt N1 C5 0.9(3) . . . . ? Br1 Pt N1 C5 176.4(8) . . . . ? N2 Pt N1 C1 0.2(2) . . . . ? Br2 Pt N1 C1 -179.5(2) . . . . ? Br1 Pt N1 C1 -4.0(11) . . . . ? N1 Pt N2 C10 -179.9(3) . . . . ? Br2 Pt N2 C10 -175.6(8) . . . . ? Br1 Pt N2 C10 -0.2(3) . . . . ? N1 Pt N2 C6 -0.2(2) . . . . ? Br2 Pt N2 C6 4.1(11) . . . . ? Br1 Pt N2 C6 179.5(2) . . . . ? C5 N1 C1 C2 -0.9(5) . . . . ? Pt N1 C1 C2 179.5(3) . . . . ? C5 N1 C1 C6 179.4(3) . . . . ? Pt N1 C1 C6 -0.3(4) . . . . ? N1 C1 C2 C3 0.5(5) . . . . ? C6 C1 C2 C3 -179.8(3) . . . . ? C1 C2 C3 C4 0.3(6) . . . . ? C2 C3 C4 C5 -0.6(6) . . . . ? C2 C3 C4 C11 179.2(3) . . . . ? C1 N1 C5 C4 0.5(5) . . . . ? Pt N1 C5 C4 -179.9(2) . . . . ? C3 C4 C5 N1 0.2(5) . . . . ? C11 C4 C5 N1 -179.6(3) . . . . ? C10 N2 C6 C7 0.0(5) . . . . ? Pt N2 C6 C7 -179.8(3) . . . . ? C10 N2 C6 C1 179.8(3) . . . . ? Pt N2 C6 C1 0.1(3) . . . . ? N1 C1 C6 N2 0.1(4) . . . . ? C2 C1 C6 N2 -179.6(3) . . . . ? N1 C1 C6 C7 180.0(3) . . . . ? C2 C1 C6 C7 0.2(6) . . . . ? N2 C6 C7 C8 0.0(6) . . . . ? C1 C6 C7 C8 -179.8(3) . . . . ? C6 C7 C8 C9 -0.2(6) . . . . ? C7 C8 C9 C10 0.4(6) . . . . ? C7 C8 C9 C14 -178.7(4) . . . . ? C6 N2 C10 C9 0.3(5) . . . . ? Pt N2 C10 C9 180.0(2) . . . . ? C8 C9 C10 N2 -0.4(5) . . . . ? C14 C9 C10 N2 178.7(3) . . . . ? C12 O1 C11 C4 -79.8(5) . . . . ? C5 C4 C11 O1 106.9(4) . . . . ? C3 C4 C11 O1 -72.9(5) . . . . ? C11 O1 C12 C13 -161.9(4) . . . . ? O1 C12 C13 F1 63.3(7) . . . . ? O1 C12 C13 F2 -58.0(7) . . . . ? O1 C12 C13 F3 -177.5(5) . . . . ? C15 O2 C14 C9 -71.4(5) . . . . ? C8 C9 C14 O2 103.3(5) . . . . ? C10 C9 C14 O2 -75.7(5) . . . . ? C14 O2 C15 C16 -164.3(4) . . . . ? O2 C15 C16 F6 61.3(8) . . . . ? O2 C15 C16 F4 -176.1(5) . . . . ? O2 C15 C16 F5 -60.9(7) . . . . ? _database_code_depnum_ccdc_archive 'CCDC 897005' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_i13721_100K_yellow_1y #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C16 H14 Br2 F6 N2 O2 Pt' _chemical_formula_sum 'C16 H14 Br2 F6 N2 O2 Pt' _chemical_formula_weight 735.2 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.5185(3) _cell_length_b 9.2611(3) _cell_length_c 14.9578(5) _cell_angle_alpha 93.465(2) _cell_angle_beta 100.8230(10) _cell_angle_gamma 106.8170(10) _cell_volume 971.91(6) _cell_formula_units_Z 2 _cell_measurement_temperature 100.00(10) _cell_measurement_reflns_used 9942 _cell_measurement_theta_min 2.32 _cell_measurement_theta_max 32.82 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.512 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 684 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 11.401 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Bruker SADABS, 1996' _exptl_absorpt_correction_T_min 0.701 _exptl_absorpt_correction_T_max 0.9703 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100.00(10) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_reflns_av_R_equivalents 0.0185 _diffrn_reflns_av_unetI/netI 0.0149 _diffrn_reflns_number 17978 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.4 _diffrn_reflns_theta_max 27.1 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.993 _reflns_number_total 4251 _reflns_number_gt 4128 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0110P)^2^+0.9316P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 4251 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0135 _refine_ls_R_factor_gt 0.0127 _refine_ls_wR_factor_ref 0.03 _refine_ls_wR_factor_gt 0.0297 _refine_ls_goodness_of_fit_ref 1.105 _refine_ls_restrained_S_all 1.105 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.717 _refine_diff_density_min -0.818 _refine_diff_density_rms 0.081 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Pt Pt -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pt Pt 0.779017(11) 0.922843(9) 0.526695(5) 0.01137(3) Uani 1 1 d . . . Br1 Br 0.66259(3) 0.69908(2) 0.414058(15) 0.01692(5) Uani 1 1 d . . . Br2 Br 0.88533(3) 0.77128(2) 0.639818(15) 0.01636(5) Uani 1 1 d . . . F1 F 0.9729(2) 1.1079(2) 0.07363(11) 0.0365(4) Uani 1 1 d . . . F2 F 0.7279(2) 1.1411(2) -0.01227(10) 0.0353(4) Uani 1 1 d . . . F3 F 0.8950(2) 1.31066(17) 0.09837(11) 0.0333(4) Uani 1 1 d . . . F4 F 1.6265(2) 1.31927(18) 0.83056(11) 0.0323(4) Uani 1 1 d . . . F5 F 1.6601(2) 1.4573(2) 0.95629(10) 0.0374(4) Uani 1 1 d . . . F6 F 1.6928(2) 1.56241(19) 0.83326(12) 0.0366(4) Uani 1 1 d . . . O1 O 0.5606(2) 1.14780(19) 0.13920(11) 0.0207(3) Uani 1 1 d . . . O2 O 1.2813(2) 1.29489(19) 0.87187(11) 0.0205(3) Uani 1 1 d . . . N1 N 0.6910(2) 1.0613(2) 0.44077(13) 0.0132(4) Uani 1 1 d . . . N2 N 0.8609(2) 1.1161(2) 0.61500(12) 0.0137(4) Uani 1 1 d . . . C1 C 0.7302(3) 1.2068(2) 0.47942(15) 0.0146(4) Uani 1 1 d . . . C2 C 0.6804(3) 1.3156(3) 0.42968(16) 0.0180(5) Uani 1 1 d . . . H2 H 0.7101 1.4169 0.4577 0.022 Uiso 1 1 calc R . . C3 C 0.5876(3) 1.2756(3) 0.33932(16) 0.0188(5) Uani 1 1 d . . . H3 H 0.5521 1.3492 0.3046 0.023 Uiso 1 1 calc R . . C4 C 0.5458(3) 1.1274(3) 0.29893(16) 0.0167(4) Uani 1 1 d . . . C5 C 0.6003(3) 1.0237(3) 0.35218(15) 0.0156(4) Uani 1 1 d . . . H5 H 0.5725 0.9221 0.325 0.019 Uiso 1 1 calc R . . C6 C 0.8238(3) 1.2372(2) 0.57676(15) 0.0148(4) Uani 1 1 d . . . C7 C 0.8690(3) 1.3762(3) 0.62907(16) 0.0186(5) Uani 1 1 d . . . H7 H 0.8432 1.4599 0.6017 0.022 Uiso 1 1 calc R . . C8 C 0.9516(3) 1.3932(3) 0.72093(16) 0.0197(5) Uani 1 1 d . . . H8 H 0.9822 1.4884 0.7572 0.024 Uiso 1 1 calc R . . C9 C 0.9899(3) 1.2704(3) 0.76026(15) 0.0175(5) Uani 1 1 d . . . C10 C 0.9419(3) 1.1339(3) 0.70421(15) 0.0157(4) Uani 1 1 d . . . H10 H 0.9678 1.0493 0.7304 0.019 Uiso 1 1 calc R . . C11 C 0.4429(3) 1.0813(3) 0.20028(16) 0.0222(5) Uani 1 1 d . . . H11A H 0.4031 0.9692 0.1868 0.027 Uiso 1 1 calc R . . H11B H 0.3269 1.1136 0.19 0.027 Uiso 1 1 calc R . . C12 C 0.7074(3) 1.0816(3) 0.13749(17) 0.0227(5) Uani 1 1 d . . . H12A H 0.6527 0.9717 0.1155 0.027 Uiso 1 1 calc R . . H12B H 0.7873 1.0939 0.1998 0.027 Uiso 1 1 calc R . . C13 C 0.8241(3) 1.1607(3) 0.07411(16) 0.0219(5) Uani 1 1 d . . . C14 C 1.0839(3) 1.2819(3) 0.85981(16) 0.0201(5) Uani 1 1 d . . . H14A H 1.0703 1.3717 0.8939 0.024 Uiso 1 1 calc R . . H14B H 1.0186 1.1905 0.8859 0.024 Uiso 1 1 calc R . . C15 C 1.3850(3) 1.4296(3) 0.84222(16) 0.0198(5) Uani 1 1 d . . . H15A H 1.3629 1.5188 0.8726 0.024 Uiso 1 1 calc R . . H15B H 1.3435 1.4264 0.7751 0.024 Uiso 1 1 calc R . . C16 C 1.5909(4) 1.4414(3) 0.86656(17) 0.0246(5) 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 Pt 0.01303(4) 0.00864(4) 0.01433(5) 0.00193(3) 0.00544(3) 0.00456(3) Br1 0.02166(11) 0.01114(10) 0.01840(11) -0.00063(8) 0.00482(8) 0.00589(8) Br2 0.01962(10) 0.01245(11) 0.01915(11) 0.00440(8) 0.00460(8) 0.00744(8) F1 0.0327(8) 0.0454(10) 0.0396(9) 0.0013(8) 0.0171(7) 0.0196(8) F2 0.0386(9) 0.0465(10) 0.0142(7) 0.0003(7) 0.0045(6) 0.0046(8) F3 0.0270(8) 0.0240(8) 0.0435(10) -0.0052(7) 0.0104(7) -0.0004(6) F4 0.0340(8) 0.0374(9) 0.0337(9) 0.0039(7) 0.0136(7) 0.0199(7) F5 0.0324(9) 0.0542(11) 0.0226(8) -0.0033(7) -0.0045(6) 0.0169(8) F6 0.0222(8) 0.0346(9) 0.0501(10) 0.0106(8) 0.0094(7) 0.0021(7) O1 0.0228(8) 0.0254(9) 0.0193(8) 0.0092(7) 0.0078(7) 0.0120(7) O2 0.0215(8) 0.0198(9) 0.0201(8) 0.0042(7) 0.0054(7) 0.0050(7) N1 0.0144(8) 0.0105(9) 0.0169(9) 0.0027(7) 0.0074(7) 0.0047(7) N2 0.0140(8) 0.0126(9) 0.0158(9) 0.0025(7) 0.0066(7) 0.0037(7) C1 0.0127(10) 0.0120(11) 0.0217(11) 0.0026(8) 0.0080(8) 0.0048(8) C2 0.0219(11) 0.0119(11) 0.0249(12) 0.0057(9) 0.0093(9) 0.0092(9) C3 0.0203(11) 0.0182(12) 0.0230(12) 0.0105(9) 0.0080(9) 0.0102(9) C4 0.0147(10) 0.0191(12) 0.0190(11) 0.0066(9) 0.0074(8) 0.0060(9) C5 0.0149(10) 0.0150(11) 0.0181(11) 0.0024(8) 0.0064(8) 0.0045(8) C6 0.0141(10) 0.0123(11) 0.0205(11) 0.0022(8) 0.0075(8) 0.0056(8) C7 0.0212(11) 0.0127(11) 0.0241(12) 0.0011(9) 0.0064(9) 0.0078(9) C8 0.0190(11) 0.0148(11) 0.0258(12) -0.0036(9) 0.0073(9) 0.0054(9) C9 0.0169(11) 0.0177(12) 0.0180(11) 0.0000(9) 0.0073(9) 0.0036(9) C10 0.0152(10) 0.0152(11) 0.0177(11) 0.0026(8) 0.0063(8) 0.0044(8) C11 0.0204(11) 0.0266(13) 0.0200(12) 0.0068(10) 0.0051(9) 0.0065(10) C12 0.0263(12) 0.0249(13) 0.0211(12) 0.0045(10) 0.0070(10) 0.0128(10) C13 0.0225(11) 0.0239(13) 0.0169(11) -0.0040(9) 0.0017(9) 0.0062(10) C14 0.0216(11) 0.0212(12) 0.0169(11) -0.0004(9) 0.0074(9) 0.0043(9) C15 0.0209(11) 0.0180(12) 0.0187(11) 0.0020(9) 0.0038(9) 0.0036(9) C16 0.0253(12) 0.0280(14) 0.0209(12) 0.0019(10) 0.0049(10) 0.0090(10) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pt N2 2.0247(18) . ? Pt N1 2.0259(18) . ? Pt Br1 2.4235(2) . ? Pt Br2 2.4291(2) . ? F1 C13 1.346(3) . ? F2 C13 1.331(3) . ? F3 C13 1.335(3) . ? F4 C16 1.341(3) . ? F5 C16 1.328(3) . ? F6 C16 1.343(3) . ? O1 C12 1.413(3) . ? O1 C11 1.433(3) . ? O2 C15 1.412(3) . ? O2 C14 1.429(3) . ? N1 C5 1.345(3) . ? N1 C1 1.360(3) . ? N2 C10 1.338(3) . ? N2 C6 1.364(3) . ? C1 C2 1.383(3) . ? C1 C6 1.465(3) . ? C2 C3 1.373(3) . ? C2 H2 0.95 . ? C3 C4 1.388(3) . ? C3 H3 0.95 . ? C4 C5 1.387(3) . ? C4 C11 1.504(3) . ? C5 H5 0.95 . ? C6 C7 1.383(3) . ? C7 C8 1.377(3) . ? C7 H7 0.95 . ? C8 C9 1.389(3) . ? C8 H8 0.95 . ? C9 C10 1.388(3) . ? C9 C14 1.507(3) . ? C10 H10 0.95 . ? C11 H11A 0.99 . ? C11 H11B 0.99 . ? C12 C13 1.493(3) . ? C12 H12A 0.99 . ? C12 H12B 0.99 . ? C14 H14A 0.99 . ? C14 H14B 0.99 . ? C15 C16 1.493(3) . ? C15 H15A 0.99 . ? C15 H15B 0.99 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Pt N1 80.82(7) . . ? N2 Pt Br1 175.51(5) . . ? N1 Pt Br1 95.09(5) . . ? N2 Pt Br2 94.84(5) . . ? N1 Pt Br2 175.43(5) . . ? Br1 Pt Br2 89.202(8) . . ? C12 O1 C11 111.54(17) . . ? C15 O2 C14 111.83(18) . . ? C5 N1 C1 118.50(19) . . ? C5 N1 Pt 127.03(15) . . ? C1 N1 Pt 114.47(15) . . ? C10 N2 C6 118.92(19) . . ? C10 N2 Pt 126.87(15) . . ? C6 N2 Pt 114.20(14) . . ? N1 C1 C2 121.6(2) . . ? N1 C1 C6 115.10(19) . . ? C2 C1 C6 123.3(2) . . ? C3 C2 C1 119.3(2) . . ? C3 C2 H2 120.3 . . ? C1 C2 H2 120.3 . . ? C2 C3 C4 119.8(2) . . ? C2 C3 H3 120.1 . . ? C4 C3 H3 120.1 . . ? C5 C4 C3 118.1(2) . . ? C5 C4 C11 121.3(2) . . ? C3 C4 C11 120.6(2) . . ? N1 C5 C4 122.6(2) . . ? N1 C5 H5 118.7 . . ? C4 C5 H5 118.7 . . ? N2 C6 C7 120.7(2) . . ? N2 C6 C1 115.38(19) . . ? C7 C6 C1 123.9(2) . . ? C8 C7 C6 119.9(2) . . ? C8 C7 H7 120.1 . . ? C6 C7 H7 120.1 . . ? C7 C8 C9 119.6(2) . . ? C7 C8 H8 120.2 . . ? C9 C8 H8 120.2 . . ? C10 C9 C8 117.8(2) . . ? C10 C9 C14 119.7(2) . . ? C8 C9 C14 122.4(2) . . ? N2 C10 C9 123.0(2) . . ? N2 C10 H10 118.5 . . ? C9 C10 H10 118.5 . . ? O1 C11 C4 111.55(19) . . ? O1 C11 H11A 109.3 . . ? C4 C11 H11A 109.3 . . ? O1 C11 H11B 109.3 . . ? C4 C11 H11B 109.3 . . ? H11A C11 H11B 108 . . ? O1 C12 C13 107.43(19) . . ? O1 C12 H12A 110.2 . . ? C13 C12 H12A 110.2 . . ? O1 C12 H12B 110.2 . . ? C13 C12 H12B 110.2 . . ? H12A C12 H12B 108.5 . . ? F2 C13 F3 106.2(2) . . ? F2 C13 F1 106.99(19) . . ? F3 C13 F1 106.95(19) . . ? F2 C13 C12 113.4(2) . . ? F3 C13 C12 112.9(2) . . ? F1 C13 C12 110.1(2) . . ? O2 C14 C9 112.08(18) . . ? O2 C14 H14A 109.2 . . ? C9 C14 H14A 109.2 . . ? O2 C14 H14B 109.2 . . ? C9 C14 H14B 109.2 . . ? H14A C14 H14B 107.9 . . ? O2 C15 C16 107.94(19) . . ? O2 C15 H15A 110.1 . . ? C16 C15 H15A 110.1 . . ? O2 C15 H15B 110.1 . . ? C16 C15 H15B 110.1 . . ? H15A C15 H15B 108.4 . . ? F5 C16 F4 106.6(2) . . ? F5 C16 F6 107.5(2) . . ? F4 C16 F6 107.0(2) . . ? F5 C16 C15 113.5(2) . . ? F4 C16 C15 112.3(2) . . ? F6 C16 C15 109.6(2) . . ? 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 N2 Pt N1 C5 -178.30(18) . . . . ? Br1 Pt N1 C5 -0.18(17) . . . . ? Br2 Pt N1 C5 -160.1(5) . . . . ? N2 Pt N1 C1 1.55(14) . . . . ? Br1 Pt N1 C1 179.68(13) . . . . ? Br2 Pt N1 C1 19.7(7) . . . . ? N1 Pt N2 C10 177.71(18) . . . . ? Br1 Pt N2 C10 153.1(5) . . . . ? Br2 Pt N2 C10 -0.86(17) . . . . ? N1 Pt N2 C6 -1.14(14) . . . . ? Br1 Pt N2 C6 -25.7(7) . . . . ? Br2 Pt N2 C6 -179.71(14) . . . . ? C5 N1 C1 C2 -0.5(3) . . . . ? Pt N1 C1 C2 179.58(16) . . . . ? C5 N1 C1 C6 178.18(18) . . . . ? Pt N1 C1 C6 -1.7(2) . . . . ? N1 C1 C2 C3 0.6(3) . . . . ? C6 C1 C2 C3 -178.0(2) . . . . ? C1 C2 C3 C4 -0.3(3) . . . . ? C2 C3 C4 C5 0.0(3) . . . . ? C2 C3 C4 C11 179.5(2) . . . . ? C1 N1 C5 C4 0.2(3) . . . . ? Pt N1 C5 C4 180.00(15) . . . . ? C3 C4 C5 N1 0.1(3) . . . . ? C11 C4 C5 N1 -179.42(19) . . . . ? C10 N2 C6 C7 0.0(3) . . . . ? Pt N2 C6 C7 178.97(16) . . . . ? C10 N2 C6 C1 -178.37(18) . . . . ? Pt N2 C6 C1 0.6(2) . . . . ? N1 C1 C6 N2 0.7(3) . . . . ? C2 C1 C6 N2 179.4(2) . . . . ? N1 C1 C6 C7 -177.60(19) . . . . ? C2 C1 C6 C7 1.1(3) . . . . ? N2 C6 C7 C8 -0.3(3) . . . . ? C1 C6 C7 C8 177.9(2) . . . . ? C6 C7 C8 C9 0.4(3) . . . . ? C7 C8 C9 C10 -0.1(3) . . . . ? C7 C8 C9 C14 178.6(2) . . . . ? C6 N2 C10 C9 0.2(3) . . . . ? Pt N2 C10 C9 -178.57(15) . . . . ? C8 C9 C10 N2 -0.2(3) . . . . ? C14 C9 C10 N2 -178.96(19) . . . . ? C12 O1 C11 C4 71.1(2) . . . . ? C5 C4 C11 O1 -110.4(2) . . . . ? C3 C4 C11 O1 70.1(3) . . . . ? C11 O1 C12 C13 -178.62(19) . . . . ? O1 C12 C13 F2 -63.6(3) . . . . ? O1 C12 C13 F3 57.2(3) . . . . ? O1 C12 C13 F1 176.62(19) . . . . ? C15 O2 C14 C9 63.3(2) . . . . ? C10 C9 C14 O2 77.2(3) . . . . ? C8 C9 C14 O2 -101.5(3) . . . . ? C14 O2 C15 C16 174.04(18) . . . . ? O2 C15 C16 F5 -64.3(3) . . . . ? O2 C15 C16 F4 56.7(3) . . . . ? O2 C15 C16 F6 175.42(19) . . . . ? _database_code_depnum_ccdc_archive 'CCDC 897006' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_i13721_125K_yellow_1y #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C16 H14 Br2 F6 N2 O2 Pt' _chemical_formula_sum 'C16 H14 Br2 F6 N2 O2 Pt' _chemical_formula_weight 735.2 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.5261(2) _cell_length_b 9.2596(3) _cell_length_c 14.9759(5) _cell_angle_alpha 93.5910(10) _cell_angle_beta 100.7020(10) _cell_angle_gamma 106.9220(10) _cell_volume 973.51(5) _cell_formula_units_Z 2 _cell_measurement_temperature 125.00(10) _cell_measurement_reflns_used 9942 _cell_measurement_theta_min 2.32 _cell_measurement_theta_max 32.82 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.508 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 684 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 11.383 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Bruker SADABS, 1996' _exptl_absorpt_correction_T_min 0.701 _exptl_absorpt_correction_T_max 0.9703 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 125.00(10) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_reflns_av_R_equivalents 0.0195 _diffrn_reflns_av_unetI/netI 0.0157 _diffrn_reflns_number 18465 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.39 _diffrn_reflns_theta_max 27.1 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _reflns_number_total 4282 _reflns_number_gt 4128 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0103P)^2^+0.9878P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 4282 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0142 _refine_ls_R_factor_gt 0.0131 _refine_ls_wR_factor_ref 0.0307 _refine_ls_wR_factor_gt 0.0303 _refine_ls_goodness_of_fit_ref 1.1 _refine_ls_restrained_S_all 1.1 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.816 _refine_diff_density_min -0.675 _refine_diff_density_rms 0.082 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Pt Pt -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pt Pt 0.778499(11) 0.923151(9) 0.526543(6) 0.01360(3) Uani 1 1 d . . . Br1 Br 0.66149(3) 0.69937(3) 0.413853(16) 0.02039(5) Uani 1 1 d . . . Br2 Br 0.88324(3) 0.77113(3) 0.639038(16) 0.01968(5) Uani 1 1 d . . . F1 F 0.9728(2) 1.1073(2) 0.07362(12) 0.0452(4) Uani 1 1 d . . . F2 F 0.7276(3) 1.1385(2) -0.01166(10) 0.0435(4) Uani 1 1 d . . . F3 F 0.8953(2) 1.31026(19) 0.09716(12) 0.0402(4) Uani 1 1 d . . . F4 F 1.6259(2) 1.3188(2) 0.83062(12) 0.0399(4) Uani 1 1 d . . . F5 F 1.6593(2) 1.4570(2) 0.95600(11) 0.0460(5) Uani 1 1 d . . . F6 F 1.6928(2) 1.5619(2) 0.83322(13) 0.0453(4) Uani 1 1 d . . . O1 O 0.5632(2) 1.1492(2) 0.14038(11) 0.0247(4) Uani 1 1 d . . . O2 O 1.2810(2) 1.2949(2) 0.87149(11) 0.0240(4) Uani 1 1 d . . . N1 N 0.6916(3) 1.0619(2) 0.44102(13) 0.0155(4) Uani 1 1 d . . . N2 N 0.8612(3) 1.1167(2) 0.61514(13) 0.0151(4) Uani 1 1 d . . . C1 C 0.7318(3) 1.2075(3) 0.48001(16) 0.0178(5) Uani 1 1 d . . . C2 C 0.6826(3) 1.3164(3) 0.43043(17) 0.0204(5) Uani 1 1 d . . . H2 H 0.7126 1.4178 0.4585 0.025 Uiso 1 1 calc R . . C3 C 0.5901(3) 1.2765(3) 0.34039(17) 0.0224(5) Uani 1 1 d . . . H3 H 0.5553 1.3503 0.3058 0.027 Uiso 1 1 calc R . . C4 C 0.5477(3) 1.1284(3) 0.29997(16) 0.0202(5) Uani 1 1 d . . . C5 C 0.6018(3) 1.0248(3) 0.35265(16) 0.0191(5) Uani 1 1 d . . . H5 H 0.5743 0.9233 0.3252 0.023 Uiso 1 1 calc R . . C6 C 0.8240(3) 1.2373(3) 0.57719(16) 0.0169(5) Uani 1 1 d . . . C7 C 0.8707(3) 1.3768(3) 0.62981(17) 0.0223(5) Uani 1 1 d . . . H7 H 0.8456 1.4608 0.6027 0.027 Uiso 1 1 calc R . . C8 C 0.9530(3) 1.3936(3) 0.72102(17) 0.0231(5) Uani 1 1 d . . . H8 H 0.9845 1.4889 0.7573 0.028 Uiso 1 1 calc R . . C9 C 0.9903(3) 1.2707(3) 0.76010(16) 0.0203(5) Uani 1 1 d . . . C10 C 0.9420(3) 1.1346(3) 0.70399(16) 0.0180(5) Uani 1 1 d . . . H10 H 0.9676 1.0498 0.7299 0.022 Uiso 1 1 calc R . . C11 C 0.4459(4) 1.0828(3) 0.20133(17) 0.0256(5) Uani 1 1 d . . . H11A H 0.4059 0.9706 0.1877 0.031 Uiso 1 1 calc R . . H11B H 0.3301 1.1151 0.1911 0.031 Uiso 1 1 calc R . . C12 C 0.7094(4) 1.0829(3) 0.13815(17) 0.0270(6) Uani 1 1 d . . . H12A H 0.6542 0.9727 0.1168 0.032 Uiso 1 1 calc R . . H12B H 0.7903 1.0963 0.2002 0.032 Uiso 1 1 calc R . . C13 C 0.8244(4) 1.1600(3) 0.07419(17) 0.0267(5) Uani 1 1 d . . . C14 C 1.0843(3) 1.2819(3) 0.85946(16) 0.0235(5) Uani 1 1 d . . . H14A H 1.0708 1.3717 0.8937 0.028 Uiso 1 1 calc R . . H14B H 1.0187 1.1903 0.8853 0.028 Uiso 1 1 calc R . . C15 C 1.3850(3) 1.4294(3) 0.84211(17) 0.0236(5) Uani 1 1 d . . . H15A H 1.3632 1.5188 0.8726 0.028 Uiso 1 1 calc R . . H15B H 1.3437 1.4263 0.7751 0.028 Uiso 1 1 calc R . . C16 C 1.5909(4) 1.4412(3) 0.86637(18) 0.0286(6) 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 Pt 0.01576(4) 0.01005(5) 0.01727(5) 0.00251(3) 0.00638(3) 0.00552(3) Br1 0.02658(12) 0.01286(11) 0.02223(12) -0.00061(9) 0.00572(9) 0.00712(9) Br2 0.02402(11) 0.01431(12) 0.02327(12) 0.00545(9) 0.00534(9) 0.00898(9) F1 0.0420(10) 0.0545(12) 0.0506(11) 0.0030(9) 0.0234(8) 0.0245(9) F2 0.0484(10) 0.0565(12) 0.0170(8) 0.0008(7) 0.0051(7) 0.0049(9) F3 0.0335(9) 0.0282(9) 0.0518(11) -0.0055(8) 0.0122(8) -0.0014(7) F4 0.0419(10) 0.0449(11) 0.0428(10) 0.0044(8) 0.0177(8) 0.0236(8) F5 0.0387(10) 0.0678(13) 0.0272(9) -0.0042(8) -0.0063(7) 0.0201(9) F6 0.0279(9) 0.0419(11) 0.0626(12) 0.0130(9) 0.0122(8) 0.0027(8) O1 0.0271(9) 0.0311(10) 0.0226(9) 0.0114(7) 0.0094(7) 0.0151(8) O2 0.0260(9) 0.0228(9) 0.0232(9) 0.0061(7) 0.0058(7) 0.0065(7) N1 0.0167(9) 0.0120(9) 0.0210(10) 0.0035(7) 0.0090(7) 0.0059(7) N2 0.0162(9) 0.0137(10) 0.0177(9) 0.0035(7) 0.0076(7) 0.0052(7) C1 0.0162(10) 0.0146(12) 0.0255(12) 0.0036(9) 0.0097(9) 0.0057(9) C2 0.0252(12) 0.0137(12) 0.0279(13) 0.0069(10) 0.0114(10) 0.0098(10) C3 0.0260(12) 0.0204(13) 0.0280(13) 0.0122(10) 0.0113(10) 0.0128(10) C4 0.0186(11) 0.0233(13) 0.0225(12) 0.0088(10) 0.0085(9) 0.0082(10) C5 0.0196(11) 0.0171(12) 0.0217(12) 0.0033(9) 0.0069(9) 0.0056(9) C6 0.0161(10) 0.0130(11) 0.0251(12) 0.0029(9) 0.0101(9) 0.0060(9) C7 0.0267(12) 0.0134(12) 0.0297(13) 0.0012(10) 0.0087(10) 0.0096(10) C8 0.0242(12) 0.0171(12) 0.0281(13) -0.0041(10) 0.0077(10) 0.0066(10) C9 0.0193(11) 0.0203(13) 0.0216(12) -0.0002(10) 0.0081(9) 0.0047(9) C10 0.0187(11) 0.0154(12) 0.0211(12) 0.0034(9) 0.0076(9) 0.0048(9) C11 0.0242(12) 0.0298(15) 0.0239(13) 0.0096(11) 0.0066(10) 0.0079(11) C12 0.0314(13) 0.0320(15) 0.0225(13) 0.0054(11) 0.0066(10) 0.0163(12) C13 0.0270(13) 0.0271(14) 0.0230(13) -0.0032(10) 0.0040(10) 0.0059(11) C14 0.0260(12) 0.0225(13) 0.0209(12) -0.0004(10) 0.0090(10) 0.0041(10) C15 0.0240(12) 0.0224(13) 0.0219(12) 0.0015(10) 0.0039(10) 0.0044(10) C16 0.0294(13) 0.0322(15) 0.0243(13) 0.0016(11) 0.0046(10) 0.0109(12) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pt N1 2.0253(18) . ? Pt N2 2.0261(19) . ? Pt Br1 2.4218(2) . ? Pt Br2 2.4271(2) . ? F1 C13 1.344(3) . ? F2 C13 1.326(3) . ? F3 C13 1.333(3) . ? F4 C16 1.338(3) . ? F5 C16 1.328(3) . ? F6 C16 1.340(3) . ? O1 C12 1.412(3) . ? O1 C11 1.430(3) . ? O2 C15 1.410(3) . ? O2 C14 1.426(3) . ? N1 C5 1.342(3) . ? N1 C1 1.360(3) . ? N2 C10 1.335(3) . ? N2 C6 1.360(3) . ? C1 C2 1.383(3) . ? C1 C6 1.463(3) . ? C2 C3 1.370(4) . ? C2 H2 0.95 . ? C3 C4 1.385(4) . ? C3 H3 0.95 . ? C4 C5 1.383(3) . ? C4 C11 1.504(3) . ? C5 H5 0.95 . ? C6 C7 1.385(3) . ? C7 C8 1.370(4) . ? C7 H7 0.95 . ? C8 C9 1.387(3) . ? C8 H8 0.95 . ? C9 C10 1.384(3) . ? C9 C14 1.507(3) . ? C10 H10 0.95 . ? C11 H11A 0.99 . ? C11 H11B 0.99 . ? C12 C13 1.487(4) . ? C12 H12A 0.99 . ? C12 H12B 0.99 . ? C14 H14A 0.99 . ? C14 H14B 0.99 . ? C15 C16 1.495(3) . ? C15 H15A 0.99 . ? C15 H15B 0.99 . ? 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 N1 Pt N2 80.88(8) . . ? N1 Pt Br1 95.08(6) . . ? N2 Pt Br1 175.56(5) . . ? N1 Pt Br2 175.47(5) . . ? N2 Pt Br2 94.83(5) . . ? Br1 Pt Br2 89.156(9) . . ? C12 O1 C11 111.61(18) . . ? C15 O2 C14 111.88(18) . . ? C5 N1 C1 118.55(19) . . ? C5 N1 Pt 127.12(16) . . ? C1 N1 Pt 114.33(15) . . ? C10 N2 C6 119.0(2) . . ? C10 N2 Pt 126.98(16) . . ? C6 N2 Pt 114.03(15) . . ? N1 C1 C2 121.3(2) . . ? N1 C1 C6 115.12(19) . . ? C2 C1 C6 123.5(2) . . ? C3 C2 C1 119.4(2) . . ? C3 C2 H2 120.3 . . ? C1 C2 H2 120.3 . . ? C2 C3 C4 119.8(2) . . ? C2 C3 H3 120.1 . . ? C4 C3 H3 120.1 . . ? C5 C4 C3 118.2(2) . . ? C5 C4 C11 121.3(2) . . ? C3 C4 C11 120.5(2) . . ? N1 C5 C4 122.7(2) . . ? N1 C5 H5 118.7 . . ? C4 C5 H5 118.7 . . ? N2 C6 C7 120.5(2) . . ? N2 C6 C1 115.6(2) . . ? C7 C6 C1 123.9(2) . . ? C8 C7 C6 119.9(2) . . ? C8 C7 H7 120 . . ? C6 C7 H7 120 . . ? C7 C8 C9 119.7(2) . . ? C7 C8 H8 120.1 . . ? C9 C8 H8 120.1 . . ? C10 C9 C8 117.7(2) . . ? C10 C9 C14 119.7(2) . . ? C8 C9 C14 122.6(2) . . ? N2 C10 C9 123.1(2) . . ? N2 C10 H10 118.4 . . ? C9 C10 H10 118.4 . . ? O1 C11 C4 111.9(2) . . ? O1 C11 H11A 109.2 . . ? C4 C11 H11A 109.2 . . ? O1 C11 H11B 109.2 . . ? C4 C11 H11B 109.2 . . ? H11A C11 H11B 107.9 . . ? O1 C12 C13 107.7(2) . . ? O1 C12 H12A 110.2 . . ? C13 C12 H12A 110.2 . . ? O1 C12 H12B 110.2 . . ? C13 C12 H12B 110.2 . . ? H12A C12 H12B 108.5 . . ? F2 C13 F3 106.2(2) . . ? F2 C13 F1 106.9(2) . . ? F3 C13 F1 106.9(2) . . ? F2 C13 C12 113.4(2) . . ? F3 C13 C12 112.9(2) . . ? F1 C13 C12 110.2(2) . . ? O2 C14 C9 112.22(19) . . ? O2 C14 H14A 109.2 . . ? C9 C14 H14A 109.2 . . ? O2 C14 H14B 109.2 . . ? C9 C14 H14B 109.2 . . ? H14A C14 H14B 107.9 . . ? O2 C15 C16 108.0(2) . . ? O2 C15 H15A 110.1 . . ? C16 C15 H15A 110.1 . . ? O2 C15 H15B 110.1 . . ? C16 C15 H15B 110.1 . . ? H15A C15 H15B 108.4 . . ? F5 C16 F4 106.5(2) . . ? F5 C16 F6 107.7(2) . . ? F4 C16 F6 107.1(2) . . ? F5 C16 C15 113.3(2) . . ? F4 C16 C15 112.3(2) . . ? F6 C16 C15 109.6(2) . . ? 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 N2 Pt N1 C5 -178.52(19) . . . . ? Br1 Pt N1 C5 -0.39(18) . . . . ? Br2 Pt N1 C5 -159.8(5) . . . . ? N2 Pt N1 C1 1.61(15) . . . . ? Br1 Pt N1 C1 179.74(14) . . . . ? Br2 Pt N1 C1 20.3(8) . . . . ? N1 Pt N2 C10 177.81(19) . . . . ? Br1 Pt N2 C10 153.0(6) . . . . ? Br2 Pt N2 C10 -0.74(18) . . . . ? N1 Pt N2 C6 -0.86(15) . . . . ? Br1 Pt N2 C6 -25.7(8) . . . . ? Br2 Pt N2 C6 -179.40(14) . . . . ? C5 N1 C1 C2 -0.2(3) . . . . ? Pt N1 C1 C2 179.63(17) . . . . ? C5 N1 C1 C6 178.06(19) . . . . ? Pt N1 C1 C6 -2.1(2) . . . . ? N1 C1 C2 C3 0.5(3) . . . . ? C6 C1 C2 C3 -177.6(2) . . . . ? C1 C2 C3 C4 -0.2(4) . . . . ? C2 C3 C4 C5 -0.3(3) . . . . ? C2 C3 C4 C11 179.8(2) . . . . ? C1 N1 C5 C4 -0.3(3) . . . . ? Pt N1 C5 C4 179.79(17) . . . . ? C3 C4 C5 N1 0.6(3) . . . . ? C11 C4 C5 N1 -179.5(2) . . . . ? C10 N2 C6 C7 0.5(3) . . . . ? Pt N2 C6 C7 179.25(17) . . . . ? C10 N2 C6 C1 -178.77(19) . . . . ? Pt N2 C6 C1 0.0(2) . . . . ? N1 C1 C6 N2 1.4(3) . . . . ? C2 C1 C6 N2 179.6(2) . . . . ? N1 C1 C6 C7 -177.8(2) . . . . ? C2 C1 C6 C7 0.4(4) . . . . ? N2 C6 C7 C8 -0.7(4) . . . . ? C1 C6 C7 C8 178.5(2) . . . . ? C6 C7 C8 C9 0.4(4) . . . . ? C7 C8 C9 C10 0.2(4) . . . . ? C7 C8 C9 C14 178.7(2) . . . . ? C6 N2 C10 C9 0.1(3) . . . . ? Pt N2 C10 C9 -178.53(16) . . . . ? C8 C9 C10 N2 -0.4(3) . . . . ? C14 C9 C10 N2 -179.0(2) . . . . ? C12 O1 C11 C4 71.3(3) . . . . ? C5 C4 C11 O1 -110.1(3) . . . . ? C3 C4 C11 O1 69.7(3) . . . . ? C11 O1 C12 C13 -179.4(2) . . . . ? O1 C12 C13 F2 -63.9(3) . . . . ? O1 C12 C13 F3 56.9(3) . . . . ? O1 C12 C13 F1 176.3(2) . . . . ? C15 O2 C14 C9 63.2(3) . . . . ? C10 C9 C14 O2 77.3(3) . . . . ? C8 C9 C14 O2 -101.2(3) . . . . ? C14 O2 C15 C16 174.10(19) . . . . ? O2 C15 C16 F5 -64.4(3) . . . . ? O2 C15 C16 F4 56.4(3) . . . . ? O2 C15 C16 F6 175.3(2) . . . . ? _database_code_depnum_ccdc_archive 'CCDC 897007' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_i13721_200K_yellow_1y #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C16 H14 Br2 F6 N2 O2 Pt' _chemical_formula_sum 'C16 H14 Br2 F6 N2 O2 Pt' _chemical_formula_weight 735.2 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.5650(2) _cell_length_b 9.2677(2) _cell_length_c 15.0434(4) _cell_angle_alpha 93.9450(10) _cell_angle_beta 100.3450(10) _cell_angle_gamma 107.1440(10) _cell_volume 983.10(4) _cell_formula_units_Z 2 _cell_measurement_temperature 200.00(10) _cell_measurement_reflns_used 9942 _cell_measurement_theta_min 2.32 _cell_measurement_theta_max 32.82 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.484 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 684 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 11.272 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Bruker SADABS, 1996' _exptl_absorpt_correction_T_min 0.701 _exptl_absorpt_correction_T_max 0.9703 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 200.00(10) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_reflns_av_R_equivalents 0.0188 _diffrn_reflns_av_unetI/netI 0.0152 _diffrn_reflns_number 18274 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.39 _diffrn_reflns_theta_max 27.1 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.994 _reflns_number_total 4305 _reflns_number_gt 4124 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0125P)^2^+0.6782P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 4305 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0147 _refine_ls_R_factor_gt 0.0133 _refine_ls_wR_factor_ref 0.0314 _refine_ls_wR_factor_gt 0.031 _refine_ls_goodness_of_fit_ref 1.083 _refine_ls_restrained_S_all 1.083 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.574 _refine_diff_density_min -0.492 _refine_diff_density_rms 0.073 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Pt Pt -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pt Pt 0.777527(11) 0.924286(9) 0.526402(6) 0.02135(3) Uani 1 1 d . . . Br1 Br 0.87861(3) 0.77148(3) 0.637412(17) 0.03092(6) Uani 1 1 d . . . Br2 Br 0.65923(4) 0.70030(3) 0.413810(17) 0.03212(6) Uani 1 1 d . . . F1 F 1.6556(3) 1.4551(3) 0.95457(13) 0.0760(7) Uani 1 1 d . . . F2 F 1.6240(3) 1.3177(2) 0.83035(14) 0.0637(5) Uani 1 1 d . . . F3 F 1.6925(3) 1.5600(2) 0.83299(17) 0.0738(6) Uani 1 1 d . . . F4 F 0.9729(3) 1.1060(3) 0.07406(15) 0.0732(6) Uani 1 1 d . . . F5 F 0.8955(3) 1.3082(2) 0.09495(15) 0.0649(5) Uani 1 1 d . . . F6 F 0.7271(3) 1.1327(3) -0.00959(12) 0.0722(6) Uani 1 1 d . . . O1 O 1.2800(3) 1.2947(2) 0.86953(12) 0.0371(4) Uani 1 1 d . . . O2 O 0.5701(3) 1.1515(2) 0.14364(12) 0.0383(4) Uani 1 1 d . . . N1 N 0.8620(3) 1.1179(2) 0.61501(13) 0.0227(4) Uani 1 1 d . . . N2 N 0.6938(3) 1.0639(2) 0.44199(13) 0.0230(4) Uani 1 1 d . . . C1 C 0.8265(3) 1.2391(3) 0.57771(16) 0.0254(5) Uani 1 1 d . . . C2 C 0.8739(4) 1.3783(3) 0.63057(19) 0.0339(6) Uani 1 1 d . . . H2 H 0.8498 1.4625 0.604 0.041 Uiso 1 1 calc R . . C3 C 0.9555(4) 1.3950(3) 0.72108(18) 0.0346(6) Uani 1 1 d . . . H3 H 0.9871 1.4905 0.7575 0.042 Uiso 1 1 calc R . . C4 C 0.9919(3) 1.2718(3) 0.75956(17) 0.0306(5) Uani 1 1 d . . . C5 C 0.9419(3) 1.1358(3) 0.70301(16) 0.0267(5) Uani 1 1 d . . . H5 H 0.966 1.0507 0.7283 0.032 Uiso 1 1 calc R . . C6 C 0.7350(3) 1.2093(3) 0.48149(17) 0.0259(5) Uani 1 1 d . . . C7 C 0.6876(4) 1.3186(3) 0.43240(18) 0.0314(5) Uani 1 1 d . . . H7 H 0.7179 1.4202 0.4607 0.038 Uiso 1 1 calc R . . C8 C 0.5970(4) 1.2789(3) 0.34310(18) 0.0340(6) Uani 1 1 d . . . H8 H 0.5637 1.3531 0.3091 0.041 Uiso 1 1 calc R . . C9 C 0.5534(3) 1.1310(3) 0.30200(17) 0.0309(5) Uani 1 1 d . . . C10 C 0.6050(3) 1.0269(3) 0.35404(17) 0.0288(5) Uani 1 1 d . . . H10 H 0.5764 0.9252 0.3264 0.035 Uiso 1 1 calc R . . C11 C 1.0849(4) 1.2833(3) 0.85792(18) 0.0373(6) Uani 1 1 d . . . H11A H 1.0732 1.3739 0.8922 0.045 Uiso 1 1 calc R . . H11B H 1.0182 1.1923 0.8837 0.045 Uiso 1 1 calc R . . C12 C 1.3859(4) 1.4291(3) 0.84147(18) 0.0363(6) Uani 1 1 d . . . H12A H 1.3646 1.5186 0.8722 0.044 Uiso 1 1 calc R . . H12B H 1.3466 1.4266 0.7748 0.044 Uiso 1 1 calc R . . C13 C 1.5895(4) 1.4403(4) 0.8659(2) 0.0453(7) Uani 1 1 d . . . C14 C 0.4527(4) 1.0854(3) 0.20420(18) 0.0391(6) Uani 1 1 d . . . H14A H 0.412 0.9731 0.1903 0.047 Uiso 1 1 calc R . . H14B H 0.338 1.1179 0.1943 0.047 Uiso 1 1 calc R . . C15 C 0.7138(4) 1.0842(3) 0.14047(19) 0.0418(6) Uani 1 1 d . . . H15A H 0.6574 0.9734 0.1203 0.05 Uiso 1 1 calc R . . H15B H 0.7962 1.0994 0.2017 0.05 Uiso 1 1 calc R . . C16 C 0.8256(4) 1.1580(3) 0.07501(19) 0.0423(6) 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 Pt 0.02399(5) 0.01636(5) 0.02715(5) 0.00421(3) 0.00953(3) 0.00872(3) Br1 0.03731(13) 0.02299(12) 0.03669(13) 0.00905(10) 0.00784(10) 0.01459(10) Br2 0.04124(13) 0.02087(11) 0.03471(13) -0.00100(9) 0.00830(10) 0.01121(10) F1 0.0604(12) 0.1155(19) 0.0448(11) -0.0090(11) -0.0124(9) 0.0351(13) F2 0.0620(12) 0.0722(14) 0.0719(13) 0.0064(11) 0.0271(10) 0.0363(11) F3 0.0424(10) 0.0679(14) 0.1053(18) 0.0204(12) 0.0188(11) 0.0045(10) F4 0.0687(13) 0.0882(16) 0.0806(15) 0.0062(12) 0.0371(11) 0.0399(12) F5 0.0532(11) 0.0459(11) 0.0856(15) -0.0056(10) 0.0215(10) -0.0006(9) F6 0.0789(14) 0.0953(16) 0.0265(9) 0.0007(9) 0.0085(9) 0.0067(12) O1 0.0407(10) 0.0363(10) 0.0340(10) 0.0077(8) 0.0076(8) 0.0109(8) O2 0.0435(10) 0.0471(11) 0.0333(10) 0.0163(8) 0.0120(8) 0.0229(9) N1 0.0236(9) 0.0197(9) 0.0286(10) 0.0061(7) 0.0109(8) 0.0088(7) N2 0.0251(9) 0.0177(9) 0.0292(10) 0.0046(7) 0.0108(8) 0.0081(7) C1 0.0256(11) 0.0188(11) 0.0352(13) 0.0033(9) 0.0115(9) 0.0089(9) C2 0.0405(14) 0.0210(12) 0.0443(15) 0.0018(10) 0.0110(12) 0.0149(11) C3 0.0367(13) 0.0262(13) 0.0408(15) -0.0057(11) 0.0095(11) 0.0109(11) C4 0.0293(12) 0.0307(13) 0.0323(13) 0.0004(10) 0.0123(10) 0.0073(10) C5 0.0296(11) 0.0233(12) 0.0294(12) 0.0050(9) 0.0102(10) 0.0088(9) C6 0.0264(11) 0.0205(11) 0.0362(13) 0.0066(9) 0.0128(10) 0.0110(9) C7 0.0388(13) 0.0241(12) 0.0399(14) 0.0114(10) 0.0150(11) 0.0171(10) C8 0.0383(14) 0.0336(14) 0.0403(15) 0.0180(11) 0.0144(11) 0.0202(11) C9 0.0280(12) 0.0377(14) 0.0317(13) 0.0126(11) 0.0106(10) 0.0129(10) C10 0.0311(12) 0.0257(12) 0.0322(13) 0.0052(10) 0.0104(10) 0.0102(10) C11 0.0419(15) 0.0366(14) 0.0320(14) 0.0006(11) 0.0145(11) 0.0072(12) C12 0.0392(14) 0.0339(14) 0.0339(14) 0.0048(11) 0.0063(11) 0.0095(11) C13 0.0434(16) 0.0521(18) 0.0392(16) 0.0034(13) 0.0074(13) 0.0147(14) C14 0.0357(14) 0.0481(17) 0.0357(15) 0.0147(12) 0.0068(11) 0.0149(12) C15 0.0502(16) 0.0478(17) 0.0364(15) 0.0094(12) 0.0120(12) 0.0263(14) C16 0.0441(15) 0.0452(17) 0.0341(15) -0.0061(12) 0.0074(12) 0.0114(13) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pt N1 2.0237(19) . ? Pt N2 2.0267(18) . ? Pt Br2 2.4198(3) . ? Pt Br1 2.4257(2) . ? F1 C13 1.320(3) . ? F2 C13 1.337(4) . ? F3 C13 1.337(4) . ? F4 C16 1.340(3) . ? F5 C16 1.326(3) . ? F6 C16 1.321(3) . ? O1 C12 1.407(3) . ? O1 C11 1.426(3) . ? O2 C15 1.409(3) . ? O2 C14 1.429(3) . ? N1 C5 1.330(3) . ? N1 C1 1.364(3) . ? N2 C10 1.342(3) . ? N2 C6 1.357(3) . ? C1 C2 1.381(3) . ? C1 C6 1.457(3) . ? C2 C3 1.368(4) . ? C2 H2 0.95 . ? C3 C4 1.390(4) . ? C3 H3 0.95 . ? C4 C5 1.383(3) . ? C4 C11 1.502(4) . ? C5 H5 0.95 . ? C6 C7 1.387(3) . ? C7 C8 1.365(4) . ? C7 H7 0.95 . ? C8 C9 1.384(4) . ? C8 H8 0.95 . ? C9 C10 1.382(3) . ? C9 C14 1.499(4) . ? C10 H10 0.95 . ? C11 H11A 0.99 . ? C11 H11B 0.99 . ? C12 C13 1.488(4) . ? C12 H12A 0.99 . ? C12 H12B 0.99 . ? C14 H14A 0.99 . ? C14 H14B 0.99 . ? C15 C16 1.485(4) . ? C15 H15A 0.99 . ? C15 H15B 0.99 . ? 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 N1 Pt N2 80.86(8) . . ? N1 Pt Br2 175.65(5) . . ? N2 Pt Br2 95.16(5) . . ? N1 Pt Br1 94.86(5) . . ? N2 Pt Br1 175.49(5) . . ? Br2 Pt Br1 89.067(9) . . ? C12 O1 C11 111.9(2) . . ? C15 O2 C14 111.6(2) . . ? C5 N1 C1 118.9(2) . . ? C5 N1 Pt 127.06(15) . . ? C1 N1 Pt 113.99(15) . . ? C10 N2 C6 118.7(2) . . ? C10 N2 Pt 127.05(15) . . ? C6 N2 Pt 114.20(15) . . ? N1 C1 C2 120.4(2) . . ? N1 C1 C6 115.52(19) . . ? C2 C1 C6 124.1(2) . . ? C3 C2 C1 120.1(2) . . ? C3 C2 H2 120 . . ? C1 C2 H2 120 . . ? C2 C3 C4 119.8(2) . . ? C2 C3 H3 120.1 . . ? C4 C3 H3 120.1 . . ? C5 C4 C3 117.3(2) . . ? C5 C4 C11 120.1(2) . . ? C3 C4 C11 122.5(2) . . ? N1 C5 C4 123.5(2) . . ? N1 C5 H5 118.3 . . ? C4 C5 H5 118.3 . . ? N2 C6 C7 121.1(2) . . ? N2 C6 C1 115.40(19) . . ? C7 C6 C1 123.5(2) . . ? C8 C7 C6 119.4(2) . . ? C8 C7 H7 120.3 . . ? C6 C7 H7 120.3 . . ? C7 C8 C9 120.2(2) . . ? C7 C8 H8 119.9 . . ? C9 C8 H8 119.9 . . ? C10 C9 C8 117.9(2) . . ? C10 C9 C14 121.2(2) . . ? C8 C9 C14 120.8(2) . . ? N2 C10 C9 122.7(2) . . ? N2 C10 H10 118.7 . . ? C9 C10 H10 118.7 . . ? O1 C11 C4 112.3(2) . . ? O1 C11 H11A 109.1 . . ? C4 C11 H11A 109.1 . . ? O1 C11 H11B 109.1 . . ? C4 C11 H11B 109.1 . . ? H11A C11 H11B 107.9 . . ? O1 C12 C13 108.2(2) . . ? O1 C12 H12A 110.1 . . ? C13 C12 H12A 110.1 . . ? O1 C12 H12B 110.1 . . ? C13 C12 H12B 110.1 . . ? H12A C12 H12B 108.4 . . ? F1 C13 F2 106.0(3) . . ? F1 C13 F3 108.3(3) . . ? F2 C13 F3 106.8(2) . . ? F1 C13 C12 113.4(2) . . ? F2 C13 C12 112.4(3) . . ? F3 C13 C12 109.6(3) . . ? O2 C14 C9 111.9(2) . . ? O2 C14 H14A 109.2 . . ? C9 C14 H14A 109.2 . . ? O2 C14 H14B 109.2 . . ? C9 C14 H14B 109.2 . . ? H14A C14 H14B 107.9 . . ? O2 C15 C16 107.7(2) . . ? O2 C15 H15A 110.2 . . ? C16 C15 H15A 110.2 . . ? O2 C15 H15B 110.2 . . ? C16 C15 H15B 110.2 . . ? H15A C15 H15B 108.5 . . ? F6 C16 F5 105.6(3) . . ? F6 C16 F4 107.0(2) . . ? F5 C16 F4 106.8(2) . . ? F6 C16 C15 113.3(3) . . ? F5 C16 C15 113.3(2) . . ? F4 C16 C15 110.3(3) . . ? 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 N2 Pt N1 C5 177.85(19) . . . . ? Br2 Pt N1 C5 153.7(6) . . . . ? Br1 Pt N1 C5 -0.71(18) . . . . ? N2 Pt N1 C1 -0.67(15) . . . . ? Br2 Pt N1 C1 -24.8(8) . . . . ? Br1 Pt N1 C1 -179.23(14) . . . . ? N1 Pt N2 C10 -178.73(19) . . . . ? Br2 Pt N2 C10 -0.51(18) . . . . ? Br1 Pt N2 C10 -160.1(5) . . . . ? N1 Pt N2 C6 1.33(15) . . . . ? Br2 Pt N2 C6 179.55(14) . . . . ? Br1 Pt N2 C6 19.9(7) . . . . ? C5 N1 C1 C2 0.3(3) . . . . ? Pt N1 C1 C2 178.98(18) . . . . ? C5 N1 C1 C6 -178.70(19) . . . . ? Pt N1 C1 C6 0.0(2) . . . . ? N1 C1 C2 C3 -0.6(4) . . . . ? C6 C1 C2 C3 178.4(2) . . . . ? C1 C2 C3 C4 0.5(4) . . . . ? C2 C3 C4 C5 -0.2(4) . . . . ? C2 C3 C4 C11 178.6(2) . . . . ? C1 N1 C5 C4 -0.1(3) . . . . ? Pt N1 C5 C4 -178.51(17) . . . . ? C3 C4 C5 N1 0.0(3) . . . . ? C11 C4 C5 N1 -178.9(2) . . . . ? C10 N2 C6 C7 -0.3(3) . . . . ? Pt N2 C6 C7 179.65(18) . . . . ? C10 N2 C6 C1 178.32(19) . . . . ? Pt N2 C6 C1 -1.7(2) . . . . ? N1 C1 C6 N2 1.2(3) . . . . ? C2 C1 C6 N2 -177.8(2) . . . . ? N1 C1 C6 C7 179.8(2) . . . . ? C2 C1 C6 C7 0.8(4) . . . . ? N2 C6 C7 C8 0.4(4) . . . . ? C1 C6 C7 C8 -178.1(2) . . . . ? C6 C7 C8 C9 -0.2(4) . . . . ? C7 C8 C9 C10 -0.2(4) . . . . ? C7 C8 C9 C14 179.5(2) . . . . ? C6 N2 C10 C9 -0.1(3) . . . . ? Pt N2 C10 C9 179.96(17) . . . . ? C8 C9 C10 N2 0.3(4) . . . . ? C14 C9 C10 N2 -179.4(2) . . . . ? C12 O1 C11 C4 64.0(3) . . . . ? C5 C4 C11 O1 77.0(3) . . . . ? C3 C4 C11 O1 -101.9(3) . . . . ? C11 O1 C12 C13 173.5(2) . . . . ? O1 C12 C13 F1 -64.3(3) . . . . ? O1 C12 C13 F2 56.0(3) . . . . ? O1 C12 C13 F3 174.6(2) . . . . ? C15 O2 C14 C9 71.7(3) . . . . ? C10 C9 C14 O2 -110.5(3) . . . . ? C8 C9 C14 O2 69.8(3) . . . . ? C14 O2 C15 C16 179.0(2) . . . . ? O2 C15 C16 F6 -64.5(3) . . . . ? O2 C15 C16 F5 55.9(3) . . . . ? O2 C15 C16 F4 175.6(2) . . . . ? _database_code_depnum_ccdc_archive 'CCDC 897008' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_i13721_295K_yellow_1y #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C16 H14 Br2 F6 N2 O2 Pt' _chemical_formula_sum 'C16 H14 Br2 F6 N2 O2 Pt' _chemical_formula_weight 735.2 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.6147(2) _cell_length_b 9.2829(2) _cell_length_c 15.1696(3) _cell_angle_alpha 94.4130(10) _cell_angle_beta 99.8080(10) _cell_angle_gamma 107.2290(10) _cell_volume 999.91(4) _cell_formula_units_Z 2 _cell_measurement_temperature 295.00(10) _cell_measurement_reflns_used 9942 _cell_measurement_theta_min 2.32 _cell_measurement_theta_max 32.82 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.442 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 684 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 11.082 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Bruker SADABS, 1996' _exptl_absorpt_correction_T_min 0.701 _exptl_absorpt_correction_T_max 0.9703 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 295.00(10) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_reflns_av_R_equivalents 0.0839 _diffrn_reflns_av_unetI/netI 0.041 _diffrn_reflns_number 18646 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.37 _diffrn_reflns_theta_max 27.1 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.994 _diffrn_measured_fraction_theta_max 0.993 _reflns_number_total 4387 _reflns_number_gt 3961 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0385P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 4387 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0302 _refine_ls_R_factor_gt 0.0267 _refine_ls_wR_factor_ref 0.0668 _refine_ls_wR_factor_gt 0.0654 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.019 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 2.015 _refine_diff_density_min -1.633 _refine_diff_density_rms 0.144 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Pt Pt -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pt Pt 0.776807(19) 0.926127(16) 0.526619(11) 0.03518(7) Uani 1 1 d . . . Br1 Br 0.87317(6) 0.77297(5) 0.63581(4) 0.04997(12) Uani 1 1 d . . . Br2 Br 0.65779(7) 0.70181(5) 0.41497(3) 0.05199(12) Uani 1 1 d . . . F1 F 1.6499(7) 1.4517(8) 0.9515(3) 0.135(2) Uani 1 1 d . . . F2 F 1.6207(6) 1.3157(6) 0.8299(3) 0.1095(14) Uani 1 1 d . . . F3 F 1.6905(6) 1.5559(6) 0.8319(4) 0.1256(17) Uani 1 1 d . . . F4 F 0.9738(7) 1.1033(6) 0.0763(4) 0.1222(16) Uani 1 1 d . . . F5 F 0.8942(6) 1.3045(5) 0.0929(4) 0.1106(15) Uani 1 1 d . . . F6 F 0.7289(7) 1.1264(7) -0.0057(3) 0.1239(16) Uani 1 1 d . . . O1 O 1.2781(5) 1.2952(4) 0.8657(2) 0.0603(8) Uani 1 1 d . . . O2 O 0.5799(5) 1.1547(4) 0.1488(2) 0.0631(9) Uani 1 1 d . . . N1 N 0.8640(4) 1.1204(4) 0.6148(2) 0.0361(7) Uani 1 1 d . . . N2 N 0.6967(4) 1.0657(4) 0.4424(3) 0.0365(7) Uani 1 1 d . . . C1 C 0.8299(5) 1.2419(5) 0.5788(3) 0.0409(9) Uani 1 1 d . . . C2 C 0.8788(7) 1.3798(5) 0.6308(4) 0.0550(12) Uani 1 1 d . . . H2 H 0.8565 1.464 0.6046 0.066 Uiso 1 1 calc R . . C3 C 0.9586(7) 1.3977(6) 0.7192(4) 0.0567(12) Uani 1 1 d . . . H3 H 0.9902 1.4938 0.755 0.068 Uiso 1 1 calc R . . C4 C 0.9949(6) 1.2757(6) 0.7581(3) 0.0488(10) Uani 1 1 d . . . C5 C 0.9433(6) 1.1392(5) 0.7016(3) 0.0447(10) Uani 1 1 d . . . H5 H 0.9661 1.054 0.7265 0.054 Uiso 1 1 calc R . . C6 C 0.7382(6) 1.2117(5) 0.4823(3) 0.0403(9) Uani 1 1 d . . . C7 C 0.6927(6) 1.3197(5) 0.4342(3) 0.0486(11) Uani 1 1 d . . . H7 H 0.7219 1.4211 0.4626 0.058 Uiso 1 1 calc R . . C8 C 0.6058(7) 1.2805(6) 0.3459(4) 0.0557(13) Uani 1 1 d . . . H8 H 0.5757 1.3551 0.3122 0.067 Uiso 1 1 calc R . . C9 C 0.5615(6) 1.1344(6) 0.3053(3) 0.0497(11) Uani 1 1 d . . . C10 C 0.6108(6) 1.0309(5) 0.3562(3) 0.0467(10) Uani 1 1 d . . . H10 H 0.582 0.9292 0.3282 0.056 Uiso 1 1 calc R . . C11 C 1.0871(8) 1.2868(7) 0.8555(4) 0.0642(14) Uani 1 1 d . . . H11A H 1.078 1.3785 0.8899 0.077 Uiso 1 1 calc R . . H11B H 1.0191 1.1967 0.8811 0.077 Uiso 1 1 calc R . . C12 C 1.3857(7) 1.4277(6) 0.8400(4) 0.0635(13) Uani 1 1 d . . . H12A H 1.3637 1.5171 0.8705 0.076 Uiso 1 1 calc R . . H12B H 1.3501 1.426 0.7739 0.076 Uiso 1 1 calc R . . C13 C 1.5866(9) 1.4387(8) 0.8655(5) 0.0773(17) Uani 1 1 d . . . C14 C 0.4641(7) 1.0892(7) 0.2080(4) 0.0643(14) Uani 1 1 d . . . H14A H 0.4241 0.9769 0.1938 0.077 Uiso 1 1 calc R . . H14B H 0.3501 1.1212 0.1983 0.077 Uiso 1 1 calc R . . C15 C 0.7199(9) 1.0864(7) 0.1442(4) 0.0711(15) Uani 1 1 d . . . H15A H 0.6624 0.9752 0.1262 0.085 Uiso 1 1 calc R . . H15B H 0.8046 1.1042 0.204 0.085 Uiso 1 1 calc R . . C16 C 0.8271(9) 1.1538(8) 0.0769(4) 0.0762(16) 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 Pt 0.03776(9) 0.02534(10) 0.04814(11) 0.00936(7) 0.01670(7) 0.01291(6) Br1 0.0590(2) 0.0349(2) 0.0631(3) 0.0167(2) 0.0139(2) 0.02198(19) Br2 0.0647(3) 0.0324(2) 0.0599(3) 0.0011(2) 0.0154(2) 0.0167(2) F1 0.105(3) 0.216(6) 0.079(3) -0.014(3) -0.023(3) 0.071(4) F2 0.102(3) 0.115(4) 0.135(4) 0.013(3) 0.047(3) 0.057(3) F3 0.075(2) 0.112(4) 0.179(5) 0.033(3) 0.033(3) 0.006(2) F4 0.119(3) 0.129(4) 0.148(4) 0.014(3) 0.067(3) 0.061(3) F5 0.092(3) 0.072(3) 0.153(4) 0.001(3) 0.041(3) -0.002(2) F6 0.130(4) 0.162(4) 0.051(2) -0.001(3) 0.012(2) 0.010(3) O1 0.065(2) 0.059(2) 0.057(2) 0.0134(17) 0.0121(17) 0.0188(17) O2 0.074(2) 0.074(3) 0.058(2) 0.0293(19) 0.0218(18) 0.0380(19) N1 0.0359(15) 0.0288(17) 0.047(2) 0.0084(14) 0.0155(14) 0.0102(13) N2 0.0426(16) 0.0241(17) 0.0456(19) 0.0073(14) 0.0169(14) 0.0096(13) C1 0.043(2) 0.029(2) 0.056(3) 0.0063(18) 0.0193(19) 0.0144(16) C2 0.062(3) 0.028(2) 0.080(4) 0.005(2) 0.017(3) 0.021(2) C3 0.060(3) 0.037(3) 0.072(4) -0.003(2) 0.018(3) 0.015(2) C4 0.049(2) 0.048(3) 0.047(3) 0.000(2) 0.014(2) 0.0109(19) C5 0.047(2) 0.035(2) 0.054(3) 0.008(2) 0.017(2) 0.0112(18) C6 0.044(2) 0.027(2) 0.058(3) 0.0128(18) 0.0207(19) 0.0162(16) C7 0.060(3) 0.036(2) 0.061(3) 0.017(2) 0.020(2) 0.024(2) C8 0.061(3) 0.051(3) 0.072(4) 0.032(3) 0.025(3) 0.032(2) C9 0.049(2) 0.058(3) 0.049(3) 0.021(2) 0.016(2) 0.019(2) C10 0.051(2) 0.039(2) 0.057(3) 0.016(2) 0.019(2) 0.0165(19) C11 0.073(3) 0.061(3) 0.053(3) 0.002(3) 0.021(3) 0.011(3) C12 0.064(3) 0.062(3) 0.061(3) 0.010(3) 0.011(2) 0.016(3) C13 0.074(4) 0.079(5) 0.076(4) 0.002(3) 0.013(3) 0.022(3) C14 0.059(3) 0.071(4) 0.067(4) 0.029(3) 0.014(3) 0.021(3) C15 0.084(4) 0.079(4) 0.065(4) 0.020(3) 0.024(3) 0.041(3) C16 0.074(4) 0.080(5) 0.065(4) -0.010(3) 0.016(3) 0.014(3) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pt N1 2.025(4) . ? Pt N2 2.034(3) . ? Pt Br2 2.4171(5) . ? Pt Br1 2.4228(4) . ? F1 C13 1.294(8) . ? F2 C13 1.339(7) . ? F3 C13 1.335(8) . ? F4 C16 1.335(7) . ? F5 C16 1.327(8) . ? F6 C16 1.309(8) . ? O1 C12 1.387(6) . ? O1 C11 1.414(6) . ? O2 C15 1.401(6) . ? O2 C14 1.410(6) . ? N1 C5 1.327(6) . ? N1 C1 1.362(5) . ? N2 C10 1.327(6) . ? N2 C6 1.363(5) . ? C1 C2 1.364(6) . ? C1 C6 1.478(7) . ? C2 C3 1.350(8) . ? C2 H2 0.95 . ? C3 C4 1.392(7) . ? C3 H3 0.95 . ? C4 C5 1.385(7) . ? C4 C11 1.506(7) . ? C5 H5 0.95 . ? C6 C7 1.374(6) . ? C7 C8 1.359(7) . ? C7 H7 0.95 . ? C8 C9 1.364(7) . ? C8 H8 0.95 . ? C9 C10 1.375(6) . ? C9 C14 1.500(8) . ? C10 H10 0.95 . ? C11 H11A 0.99 . ? C11 H11B 0.99 . ? C12 C13 1.483(8) . ? C12 H12A 0.99 . ? C12 H12B 0.99 . ? C14 H14A 0.99 . ? C14 H14B 0.99 . ? C15 C16 1.476(8) . ? C15 H15A 0.99 . ? C15 H15B 0.99 . ? 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 N1 Pt N2 81.33(14) . . ? N1 Pt Br2 175.94(9) . . ? N2 Pt Br2 94.89(10) . . ? N1 Pt Br1 94.82(10) . . ? N2 Pt Br1 175.93(10) . . ? Br2 Pt Br1 88.937(18) . . ? C12 O1 C11 112.2(4) . . ? C15 O2 C14 111.5(4) . . ? C5 N1 C1 118.4(4) . . ? C5 N1 Pt 127.4(3) . . ? C1 N1 Pt 114.1(3) . . ? C10 N2 C6 118.1(4) . . ? C10 N2 Pt 128.0(3) . . ? C6 N2 Pt 113.8(3) . . ? N1 C1 C2 120.5(4) . . ? N1 C1 C6 115.4(4) . . ? C2 C1 C6 124.1(4) . . ? C3 C2 C1 120.7(4) . . ? C3 C2 H2 119.7 . . ? C1 C2 H2 119.7 . . ? C2 C3 C4 120.2(5) . . ? C2 C3 H3 119.9 . . ? C4 C3 H3 119.9 . . ? C5 C4 C3 116.4(5) . . ? C5 C4 C11 120.0(4) . . ? C3 C4 C11 123.6(5) . . ? N1 C5 C4 123.8(4) . . ? N1 C5 H5 118.1 . . ? C4 C5 H5 118.1 . . ? N2 C6 C7 120.8(5) . . ? N2 C6 C1 115.4(3) . . ? C7 C6 C1 123.9(4) . . ? C8 C7 C6 119.6(5) . . ? C8 C7 H7 120.2 . . ? C6 C7 H7 120.2 . . ? C7 C8 C9 120.3(4) . . ? C7 C8 H8 119.8 . . ? C9 C8 H8 119.8 . . ? C8 C9 C10 117.8(5) . . ? C8 C9 C14 120.9(4) . . ? C10 C9 C14 121.3(5) . . ? N2 C10 C9 123.3(5) . . ? N2 C10 H10 118.3 . . ? C9 C10 H10 118.3 . . ? O1 C11 C4 112.2(4) . . ? O1 C11 H11A 109.2 . . ? C4 C11 H11A 109.2 . . ? O1 C11 H11B 109.2 . . ? C4 C11 H11B 109.2 . . ? H11A C11 H11B 107.9 . . ? O1 C12 C13 108.7(5) . . ? O1 C12 H12A 109.9 . . ? C13 C12 H12A 109.9 . . ? O1 C12 H12B 109.9 . . ? C13 C12 H12B 109.9 . . ? H12A C12 H12B 108.3 . . ? F1 C13 F3 109.4(7) . . ? F1 C13 F2 105.3(6) . . ? F3 C13 F2 105.6(6) . . ? F1 C13 C12 114.6(6) . . ? F3 C13 C12 109.5(5) . . ? F2 C13 C12 112.0(6) . . ? O2 C14 C9 112.4(4) . . ? O2 C14 H14A 109.1 . . ? C9 C14 H14A 109.1 . . ? O2 C14 H14B 109.1 . . ? C9 C14 H14B 109.1 . . ? H14A C14 H14B 107.9 . . ? O2 C15 C16 108.3(5) . . ? O2 C15 H15A 110 . . ? C16 C15 H15A 110 . . ? O2 C15 H15B 110 . . ? C16 C15 H15B 110 . . ? H15A C15 H15B 108.4 . . ? F6 C16 F5 103.7(6) . . ? F6 C16 F4 107.7(6) . . ? F5 C16 F4 106.9(6) . . ? F6 C16 C15 114.3(6) . . ? F5 C16 C15 113.0(5) . . ? F4 C16 C15 110.6(6) . . ? 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 N2 Pt N1 C5 178.2(3) . . . . ? Br2 Pt N1 C5 156.8(11) . . . . ? Br1 Pt N1 C5 -0.5(3) . . . . ? N2 Pt N1 C1 0.1(3) . . . . ? Br2 Pt N1 C1 -21.2(14) . . . . ? Br1 Pt N1 C1 -178.6(2) . . . . ? N1 Pt N2 C10 -179.2(3) . . . . ? Br2 Pt N2 C10 -0.7(3) . . . . ? Br1 Pt N2 C10 -160.6(10) . . . . ? N1 Pt N2 C6 0.5(2) . . . . ? Br2 Pt N2 C6 179.0(2) . . . . ? Br1 Pt N2 C6 19.0(14) . . . . ? C5 N1 C1 C2 0.9(6) . . . . ? Pt N1 C1 C2 179.1(3) . . . . ? C5 N1 C1 C6 -178.9(3) . . . . ? Pt N1 C1 C6 -0.7(4) . . . . ? N1 C1 C2 C3 -1.2(7) . . . . ? C6 C1 C2 C3 178.5(4) . . . . ? C1 C2 C3 C4 1.1(8) . . . . ? C2 C3 C4 C5 -0.5(7) . . . . ? C2 C3 C4 C11 178.6(4) . . . . ? C1 N1 C5 C4 -0.4(6) . . . . ? Pt N1 C5 C4 -178.3(3) . . . . ? C3 C4 C5 N1 0.2(6) . . . . ? C11 C4 C5 N1 -179.0(4) . . . . ? C10 N2 C6 C7 -0.2(5) . . . . ? Pt N2 C6 C7 -179.9(3) . . . . ? C10 N2 C6 C1 178.7(3) . . . . ? Pt N2 C6 C1 -1.0(4) . . . . ? N1 C1 C6 N2 1.2(5) . . . . ? C2 C1 C6 N2 -178.6(4) . . . . ? N1 C1 C6 C7 -180.0(4) . . . . ? C2 C1 C6 C7 0.2(7) . . . . ? N2 C6 C7 C8 -0.2(6) . . . . ? C1 C6 C7 C8 -179.0(4) . . . . ? C6 C7 C8 C9 0.9(7) . . . . ? C7 C8 C9 C10 -1.2(7) . . . . ? C7 C8 C9 C14 179.5(4) . . . . ? C6 N2 C10 C9 -0.1(6) . . . . ? Pt N2 C10 C9 179.5(3) . . . . ? C8 C9 C10 N2 0.8(7) . . . . ? C14 C9 C10 N2 -179.9(4) . . . . ? C12 O1 C11 C4 65.3(6) . . . . ? C5 C4 C11 O1 76.5(6) . . . . ? C3 C4 C11 O1 -102.6(6) . . . . ? C11 O1 C12 C13 171.6(5) . . . . ? O1 C12 C13 F1 -63.9(8) . . . . ? O1 C12 C13 F3 172.8(5) . . . . ? O1 C12 C13 F2 56.0(7) . . . . ? C15 O2 C14 C9 72.7(6) . . . . ? C8 C9 C14 O2 68.7(6) . . . . ? C10 C9 C14 O2 -110.6(5) . . . . ? C14 O2 C15 C16 176.4(5) . . . . ? O2 C15 C16 F6 -64.3(8) . . . . ? O2 C15 C16 F5 54.1(7) . . . . ? O2 C15 C16 F4 173.9(5) . . . . ? _database_code_depnum_ccdc_archive 'CCDC 897009'