# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2011 data_publication_text _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 #TrackingRef '- Huo007Final-3a.cif' _publ_contact_author_name 'Shouquan Huo' _publ_contact_author_address ; Department of Chemistry East Carolina University Greenville, NC 27858 ; _publ_contact_author_email huos@ecu.edu _publ_contact_author_phone 252-328-9784 _publ_contact_author_fax 252-3286210 loop_ _publ_author_name _publ_author_address 'Alexander W. Garner' ;Department of Chemistry East Carolina University Greenville, NC 27858 ; 'Caleb F. Harris' ;Department of Chemistry East Carolina University Greenville, NC 27858 ; 'Dileep A. K. Vezzu' ; Department of Chemistry East Carolina University Greenville, NC 27858 ; 'Robert D. Pike' ;Department of Chemistry College of William and Mary Williamsburg, VA 23185 ; 'Shouquan Huo.' ;Department of Chemistry East Carolina University Greenville, NC 27858 ; _publ_section_title ; Solvent-Controlled Switch of Selectivity between sp2 and sp3 C-H Bond Activation by Platinum (II) ; data_NN_C(sp2)Pt(3a) _database_code_depnum_ccdc_archive 'CCDC 791812' #TrackingRef '- Huo007Final-3a.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H18 Cl N3 Pt' _chemical_formula_sum 'C19 H18 Cl N3 Pt' _chemical_formula_weight 518.90 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pt Pt -4.5932 6.9264 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.6378(2) _cell_length_b 14.7260(3) _cell_length_c 15.0539(3) _cell_angle_alpha 88.2820(10) _cell_angle_beta 84.6860(10) _cell_angle_gamma 81.3120(10) _cell_volume 1666.33(6) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9797 _cell_measurement_theta_min 3.04 _cell_measurement_theta_max 71.16 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.068 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 992 _exptl_absorpt_coefficient_mu 17.254 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.0656 _exptl_absorpt_correction_T_max 0.1993 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX II CCD' _diffrn_measurement_method '\w and \y' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_reflns_number 28251 _diffrn_reflns_av_R_equivalents 0.0378 _diffrn_reflns_av_sigmaI/netI 0.0337 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.95 _diffrn_reflns_theta_max 67.00 _reflns_number_total 5766 _reflns_number_gt 5705 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2004)' _computing_cell_refinement 'SAINTPLUS (Bruker AXS, 2004)' _computing_data_reduction SAINTPLUS _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'XSHELL (Bruker, 2004)' _computing_molecular_graphics 'ORTEP3 (Farrugia, 1997)' _computing_publication_material 'SHELXL97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0467P)^2^+6.7899P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5766 _refine_ls_number_parameters 436 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0329 _refine_ls_R_factor_gt 0.0325 _refine_ls_wR_factor_ref 0.0846 _refine_ls_wR_factor_gt 0.0844 _refine_ls_goodness_of_fit_ref 1.144 _refine_ls_restrained_S_all 1.144 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pt1 Pt 0.44485(2) 0.661703(13) 0.608296(12) 0.00866(9) Uani 1 1 d . . . Pt2 Pt 0.11918(2) 0.866390(13) 0.104942(13) 0.01000(9) Uani 1 1 d . . . Cl1 Cl 0.53593(16) 0.80448(8) 0.59461(8) 0.0145(2) Uani 1 1 d . . . Cl2 Cl 0.09976(17) 0.71137(8) 0.09407(8) 0.0162(2) Uani 1 1 d . . . N1 N 0.3160(5) 0.6795(3) 0.4910(3) 0.0111(8) Uani 1 1 d . . . N2 N 0.3462(5) 0.5433(3) 0.6103(3) 0.0101(8) Uani 1 1 d . . . N3 N 0.4028(5) 0.5030(3) 0.7599(3) 0.0110(8) Uani 1 1 d . . . N4 N 0.2646(6) 0.8699(3) -0.0190(3) 0.0139(9) Uani 1 1 d . . . N5 N 0.1549(6) 0.9981(3) 0.1016(3) 0.0131(9) Uani 1 1 d . . . N6 N 0.0572(6) 1.0284(3) 0.2540(3) 0.0122(8) Uani 1 1 d . . . C1 C 0.3060(6) 0.7517(3) 0.4347(3) 0.0125(10) Uani 1 1 d . . . H1 H 0.3410 0.8070 0.4529 0.015 Uiso 1 1 calc R . . C2 C 0.2467(7) 0.7489(4) 0.3512(4) 0.0153(10) Uani 1 1 d . . . H2 H 0.2385 0.8020 0.3134 0.018 Uiso 1 1 calc R . . C3 C 0.1990(7) 0.6680(4) 0.3226(3) 0.0156(10) Uani 1 1 d . . . H3 H 0.1599 0.6641 0.2649 0.019 Uiso 1 1 calc R . . C4 C 0.2103(6) 0.5925(4) 0.3814(3) 0.0132(10) Uani 1 1 d . . . H4 H 0.1787 0.5361 0.3640 0.016 Uiso 1 1 calc R . . C5 C 0.2678(6) 0.6003(3) 0.4652(3) 0.0116(9) Uani 1 1 d . . . C6 C 0.2768(6) 0.5258(3) 0.5328(3) 0.0105(9) Uani 1 1 d . . . C7 C 0.2119(6) 0.4449(3) 0.5215(3) 0.0126(10) Uani 1 1 d . . . H7 H 0.1664 0.4332 0.4670 0.015 Uiso 1 1 calc R . . C8 C 0.2145(7) 0.3809(3) 0.5912(3) 0.0130(10) Uani 1 1 d . . . H8 H 0.1754 0.3235 0.5840 0.016 Uiso 1 1 calc R . . C9 C 0.2740(7) 0.4012(4) 0.6707(4) 0.0142(10) Uani 1 1 d . . . H9 H 0.2682 0.3593 0.7198 0.017 Uiso 1 1 calc R . . C10 C 0.3435(6) 0.4833(3) 0.6802(3) 0.0109(9) Uani 1 1 d . . . C11 C 0.3113(7) 0.4641(4) 0.8419(3) 0.0146(10) Uani 1 1 d . . . H11 H 0.1913 0.4552 0.8252 0.018 Uiso 1 1 calc R . . C12 C 0.2766(7) 0.5353(4) 0.9165(3) 0.0195(11) Uani 1 1 d . . . H12A H 0.3903 0.5483 0.9345 0.029 Uiso 1 1 calc R . . H12B H 0.2088 0.5110 0.9679 0.029 Uiso 1 1 calc R . . H12C H 0.2085 0.5921 0.8948 0.029 Uiso 1 1 calc R . . C13 C 0.3970(7) 0.3696(4) 0.8761(4) 0.0199(11) Uani 1 1 d . . . H13A H 0.4654 0.3352 0.8263 0.030 Uiso 1 1 calc R . . H13B H 0.3037 0.3352 0.9019 0.030 Uiso 1 1 calc R . . H13C H 0.4763 0.3781 0.9217 0.030 Uiso 1 1 calc R . . C14 C 0.5563(7) 0.5468(3) 0.7654(3) 0.0106(9) Uani 1 1 d . . . C15 C 0.5937(7) 0.6187(3) 0.7080(3) 0.0134(10) Uani 1 1 d . . . C16 C 0.7566(7) 0.6506(3) 0.7132(3) 0.0140(10) Uani 1 1 d . . . H16 H 0.7866 0.6980 0.6732 0.017 Uiso 1 1 calc R . . C17 C 0.8754(7) 0.6155(4) 0.7744(4) 0.0163(10) Uani 1 1 d . . . H17 H 0.9853 0.6380 0.7756 0.020 Uiso 1 1 calc R . . C18 C 0.8307(7) 0.5466(4) 0.8341(3) 0.0158(10) Uani 1 1 d . . . H18 H 0.9084 0.5231 0.8779 0.019 Uiso 1 1 calc R . . C19 C 0.6739(7) 0.5129(4) 0.8291(3) 0.0139(10) Uani 1 1 d . . . H19 H 0.6442 0.4658 0.8697 0.017 Uiso 1 1 calc R . . C20 C 0.3104(7) 0.7998(4) -0.0765(4) 0.0194(11) Uani 1 1 d . . . H20 H 0.2905 0.7397 -0.0575 0.023 Uiso 1 1 calc R . . C21 C 0.3853(8) 0.8131(4) -0.1623(4) 0.0242(12) Uani 1 1 d . . . H21 H 0.4171 0.7629 -0.2017 0.029 Uiso 1 1 calc R . . C22 C 0.4132(7) 0.9007(4) -0.1898(4) 0.0211(12) Uani 1 1 d . . . H22 H 0.4631 0.9114 -0.2487 0.025 Uiso 1 1 calc R . . C23 C 0.3678(7) 0.9726(4) -0.1310(4) 0.0162(10) Uani 1 1 d . . . H23 H 0.3886 1.0329 -0.1484 0.019 Uiso 1 1 calc R . . C24 C 0.2908(6) 0.9552(4) -0.0455(4) 0.0148(10) Uani 1 1 d . . . C25 C 0.2336(7) 1.0271(4) 0.0213(3) 0.0136(10) Uani 1 1 d . . . C26 C 0.2612(7) 1.1164(4) 0.0071(4) 0.0171(11) Uani 1 1 d . . . H26 H 0.3157 1.1349 -0.0484 0.021 Uiso 1 1 calc R . . C27 C 0.2089(7) 1.1796(4) 0.0747(4) 0.0160(10) Uani 1 1 d . . . H27 H 0.2217 1.2424 0.0652 0.019 Uiso 1 1 calc R . . C28 C 0.1385(7) 1.1497(4) 0.1552(4) 0.0151(10) Uani 1 1 d . . . H28 H 0.1049 1.1924 0.2020 0.018 Uiso 1 1 calc R . . C29 C 0.1144(7) 1.0572(4) 0.1707(4) 0.0139(10) Uani 1 1 d . . . C30 C 0.1195(7) 1.0748(3) 0.3300(3) 0.0123(10) Uani 1 1 d . . . H30 H 0.2224 1.1044 0.3037 0.015 Uiso 1 1 calc R . . C31 C -0.0122(8) 1.1523(4) 0.3745(4) 0.0217(12) Uani 1 1 d . . . H31A H -0.0858 1.1844 0.3299 0.033 Uiso 1 1 calc R . . H31B H 0.0532 1.1957 0.4006 0.033 Uiso 1 1 calc R . . H31C H -0.0885 1.1265 0.4216 0.033 Uiso 1 1 calc R . . C32 C 0.1954(7) 1.0036(4) 0.3968(3) 0.0172(11) Uani 1 1 d . . . H32A H 0.1022 0.9688 0.4218 0.026 Uiso 1 1 calc R . . H32B H 0.2398 1.0346 0.4450 0.026 Uiso 1 1 calc R . . H32C H 0.2933 0.9616 0.3668 0.026 Uiso 1 1 calc R . . C33 C -0.0567(6) 0.9599(3) 0.2712(3) 0.0124(10) Uani 1 1 d . . . C34 C -0.1845(7) 0.9732(4) 0.3435(4) 0.0154(10) Uani 1 1 d . . . H34 H -0.1895 1.0253 0.3798 0.018 Uiso 1 1 calc R . . C35 C -0.3049(7) 0.9121(4) 0.3639(4) 0.0169(10) Uani 1 1 d . . . H35 H -0.3887 0.9210 0.4147 0.020 Uiso 1 1 calc R . . C36 C -0.3004(7) 0.8378(4) 0.3085(4) 0.0172(11) Uani 1 1 d . . . H36 H -0.3839 0.7962 0.3201 0.021 Uiso 1 1 calc R . . C37 C -0.1745(7) 0.8249(4) 0.2370(4) 0.0153(10) Uani 1 1 d . . . H37 H -0.1735 0.7739 0.1997 0.018 Uiso 1 1 calc R . . C38 C -0.0465(6) 0.8838(3) 0.2162(3) 0.0108(9) 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 0.00874(12) 0.00792(12) 0.00982(12) 0.00003(8) -0.00300(8) -0.00152(8) Pt2 0.00988(13) 0.00969(13) 0.01072(12) -0.00069(8) -0.00368(8) -0.00060(8) Cl1 0.0194(6) 0.0098(5) 0.0159(6) 0.0019(4) -0.0048(5) -0.0062(4) Cl2 0.0223(6) 0.0094(5) 0.0166(6) -0.0017(4) -0.0039(5) 0.0003(4) N1 0.0077(19) 0.013(2) 0.0118(19) -0.0018(16) -0.0003(15) 0.0012(16) N2 0.0053(19) 0.0104(19) 0.014(2) -0.0023(16) -0.0019(16) 0.0025(15) N3 0.0093(19) 0.015(2) 0.0087(19) 0.0015(16) -0.0012(15) -0.0038(16) N4 0.013(2) 0.017(2) 0.012(2) -0.0012(17) -0.0040(16) -0.0007(17) N5 0.008(2) 0.018(2) 0.015(2) 0.0026(17) -0.0039(16) -0.0037(17) N6 0.011(2) 0.014(2) 0.013(2) -0.0001(16) -0.0046(16) -0.0046(16) C1 0.011(2) 0.012(2) 0.015(2) 0.0022(19) -0.0013(19) 0.0006(19) C2 0.012(2) 0.016(2) 0.018(3) 0.003(2) -0.0016(19) 0.000(2) C3 0.013(2) 0.024(3) 0.010(2) 0.001(2) -0.0036(19) 0.000(2) C4 0.011(2) 0.014(2) 0.015(2) 0.0017(19) -0.0025(19) -0.0017(19) C5 0.007(2) 0.011(2) 0.015(2) -0.0031(19) 0.0016(18) 0.0006(18) C6 0.008(2) 0.010(2) 0.013(2) -0.0010(18) -0.0026(18) 0.0024(18) C7 0.008(2) 0.015(2) 0.014(2) -0.0039(19) -0.0005(18) -0.0013(19) C8 0.012(2) 0.013(2) 0.016(2) -0.0003(19) -0.0016(19) -0.0074(19) C9 0.013(2) 0.015(2) 0.016(3) 0.002(2) -0.007(2) -0.006(2) C10 0.010(2) 0.010(2) 0.012(2) -0.0021(18) -0.0003(18) -0.0003(19) C11 0.011(2) 0.020(3) 0.013(2) 0.006(2) -0.0032(19) -0.004(2) C12 0.015(3) 0.037(3) 0.008(2) -0.001(2) -0.0095(19) -0.006(2) C13 0.017(3) 0.024(3) 0.020(3) 0.010(2) -0.007(2) -0.008(2) C14 0.011(2) 0.009(2) 0.010(2) -0.0020(18) -0.0021(18) 0.0016(18) C15 0.013(2) 0.012(2) 0.015(2) -0.0025(19) -0.0021(19) 0.0001(19) C16 0.017(3) 0.011(2) 0.015(2) -0.0022(19) -0.004(2) -0.004(2) C17 0.010(2) 0.015(2) 0.024(3) -0.001(2) -0.006(2) -0.002(2) C18 0.013(2) 0.019(3) 0.015(2) 0.000(2) -0.005(2) 0.001(2) C19 0.015(2) 0.014(2) 0.015(2) -0.0008(19) -0.007(2) -0.003(2) C20 0.018(3) 0.023(3) 0.015(3) -0.005(2) -0.001(2) 0.002(2) C21 0.017(3) 0.030(3) 0.024(3) -0.010(2) -0.001(2) 0.003(2) C22 0.013(3) 0.032(3) 0.016(3) 0.000(2) -0.004(2) 0.006(2) C23 0.010(2) 0.023(3) 0.015(2) 0.002(2) -0.0044(19) 0.000(2) C24 0.008(2) 0.020(3) 0.016(2) 0.001(2) -0.0063(19) 0.002(2) C25 0.013(2) 0.014(2) 0.015(2) 0.001(2) -0.0068(19) -0.0021(19) C26 0.016(3) 0.020(3) 0.017(3) 0.004(2) -0.008(2) -0.004(2) C27 0.015(2) 0.013(2) 0.021(3) 0.001(2) -0.006(2) -0.004(2) C28 0.015(2) 0.014(2) 0.017(3) 0.000(2) -0.004(2) -0.004(2) C29 0.010(2) 0.014(2) 0.017(3) 0.000(2) -0.0035(19) -0.0018(19) C30 0.015(2) 0.012(2) 0.011(2) -0.0027(19) -0.0025(19) -0.006(2) C31 0.025(3) 0.013(3) 0.028(3) -0.007(2) 0.003(2) -0.007(2) C32 0.018(3) 0.024(3) 0.013(2) 0.003(2) -0.008(2) -0.007(2) C33 0.009(2) 0.012(2) 0.017(2) 0.0048(19) -0.0062(19) -0.0018(19) C34 0.016(3) 0.014(2) 0.017(3) -0.001(2) -0.006(2) -0.004(2) C35 0.013(2) 0.023(3) 0.014(2) 0.004(2) -0.0005(19) -0.004(2) C36 0.014(2) 0.015(2) 0.024(3) 0.008(2) -0.005(2) -0.005(2) C37 0.016(2) 0.016(2) 0.017(2) 0.000(2) -0.006(2) -0.009(2) C38 0.010(2) 0.009(2) 0.014(2) 0.0059(18) -0.0058(18) -0.0019(18) _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 2.000(4) . ? Pt1 C15 1.997(5) . ? Pt1 N1 2.091(4) . ? Pt1 Cl1 2.3100(11) . ? Pt2 N5 1.997(4) . ? Pt2 C38 2.002(5) . ? Pt2 N4 2.085(4) . ? Pt2 Cl2 2.3214(12) . ? N1 C1 1.338(7) . ? N1 C5 1.352(7) . ? N2 C10 1.354(7) . ? N2 C6 1.371(7) . ? N3 C10 1.375(7) . ? N3 C14 1.431(6) . ? N3 C11 1.503(6) . ? N4 C24 1.345(7) . ? N4 C20 1.351(7) . ? N5 C29 1.360(7) . ? N5 C25 1.384(7) . ? N6 C29 1.365(7) . ? N6 C33 1.432(6) . ? N6 C30 1.500(6) . ? C1 C2 1.379(8) . ? C1 H1 0.9500 . ? C2 C3 1.388(8) . ? C2 H2 0.9500 . ? C3 C4 1.398(7) . ? C3 H3 0.9500 . ? C4 C5 1.388(7) . ? C4 H4 0.9500 . ? C5 C6 1.471(7) . ? C6 C7 1.379(7) . ? C7 C8 1.389(7) . ? C7 H7 0.9500 . ? C8 C9 1.376(8) . ? C8 H8 0.9500 . ? C9 C10 1.408(7) . ? C9 H9 0.9500 . ? C11 C12 1.538(8) . ? C11 C13 1.541(7) . ? C11 H11 1.0000 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.393(7) . ? C14 C19 1.404(7) . ? C15 C16 1.404(7) . ? C16 C17 1.386(7) . ? C16 H16 0.9500 . ? C17 C18 1.396(8) . ? C17 H17 0.9500 . ? C18 C19 1.373(8) . ? C18 H18 0.9500 . ? C19 H19 0.9500 . ? C20 C21 1.384(8) . ? C20 H20 0.9500 . ? C21 C22 1.385(9) . ? C21 H21 0.9500 . ? C22 C23 1.383(8) . ? C22 H22 0.9500 . ? C23 C24 1.397(8) . ? C23 H23 0.9500 . ? C24 C25 1.473(8) . ? C25 C26 1.370(8) . ? C26 C27 1.390(8) . ? C26 H26 0.9500 . ? C27 C28 1.367(8) . ? C27 H27 0.9500 . ? C28 C29 1.411(7) . ? C28 H28 0.9500 . ? C30 C32 1.519(7) . ? C30 C31 1.529(7) . ? C30 H30 1.0000 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 C34 1.390(8) . ? C33 C38 1.402(7) . ? C34 C35 1.390(8) . ? C34 H34 0.9500 . ? C35 C36 1.389(8) . ? C35 H35 0.9500 . ? C36 C37 1.374(8) . ? C36 H36 0.9500 . ? C37 C38 1.410(7) . ? C37 H37 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Pt1 C15 91.67(19) . . ? N2 Pt1 N1 80.70(17) . . ? C15 Pt1 N1 167.32(18) . . ? N2 Pt1 Cl1 173.54(12) . . ? C15 Pt1 Cl1 94.73(15) . . ? N1 Pt1 Cl1 93.13(12) . . ? N5 Pt2 C38 92.12(19) . . ? N5 Pt2 N4 80.83(18) . . ? C38 Pt2 N4 169.67(18) . . ? N5 Pt2 Cl2 173.43(13) . . ? C38 Pt2 Cl2 94.45(14) . . ? N4 Pt2 Cl2 92.66(13) . . ? C1 N1 C5 119.2(4) . . ? C1 N1 Pt1 127.8(3) . . ? C5 N1 Pt1 111.9(3) . . ? C10 N2 C6 120.6(4) . . ? C10 N2 Pt1 125.3(3) . . ? C6 N2 Pt1 114.2(3) . . ? C10 N3 C14 123.0(4) . . ? C10 N3 C11 115.6(4) . . ? C14 N3 C11 120.9(4) . . ? C24 N4 C20 119.5(5) . . ? C24 N4 Pt2 113.1(3) . . ? C20 N4 Pt2 126.8(4) . . ? C29 N5 C25 119.9(5) . . ? C29 N5 Pt2 125.7(4) . . ? C25 N5 Pt2 114.5(4) . . ? C29 N6 C33 124.3(4) . . ? C29 N6 C30 115.5(4) . . ? C33 N6 C30 120.1(4) . . ? N1 C1 C2 122.4(5) . . ? N1 C1 H1 118.8 . . ? C2 C1 H1 118.8 . . ? C1 C2 C3 119.6(5) . . ? C1 C2 H2 120.2 . . ? C3 C2 H2 120.2 . . ? C2 C3 C4 117.9(5) . . ? C2 C3 H3 121.0 . . ? C4 C3 H3 121.0 . . ? C5 C4 C3 119.7(5) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? N1 C5 C4 121.2(5) . . ? N1 C5 C6 115.2(4) . . ? C4 C5 C6 123.5(5) . . ? C7 C6 N2 121.5(5) . . ? C7 C6 C5 122.5(5) . . ? N2 C6 C5 115.9(4) . . ? C6 C7 C8 118.7(5) . . ? C6 C7 H7 120.6 . . ? C8 C7 H7 120.6 . . ? C7 C8 C9 119.5(5) . . ? C7 C8 H8 120.3 . . ? C9 C8 H8 120.3 . . ? C8 C9 C10 120.7(5) . . ? C8 C9 H9 119.6 . . ? C10 C9 H9 119.6 . . ? N2 C10 N3 120.9(4) . . ? N2 C10 C9 118.8(5) . . ? N3 C10 C9 120.3(4) . . ? N3 C11 C12 110.3(4) . . ? N3 C11 C13 116.9(4) . . ? C12 C11 C13 111.6(4) . . ? N3 C11 H11 105.8 . . ? C12 C11 H11 105.8 . . ? C13 C11 H11 105.8 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C15 C14 C19 120.1(5) . . ? C15 C14 N3 122.0(4) . . ? C19 C14 N3 117.8(4) . . ? C16 C15 C14 117.3(5) . . ? C16 C15 Pt1 119.9(4) . . ? C14 C15 Pt1 122.0(4) . . ? C15 C16 C17 122.7(5) . . ? C15 C16 H16 118.7 . . ? C17 C16 H16 118.7 . . ? C18 C17 C16 118.9(5) . . ? C18 C17 H17 120.6 . . ? C16 C17 H17 120.6 . . ? C19 C18 C17 119.6(5) . . ? C19 C18 H18 120.2 . . ? C17 C18 H18 120.2 . . ? C18 C19 C14 121.4(5) . . ? C18 C19 H19 119.3 . . ? C14 C19 H19 119.3 . . ? N4 C20 C21 121.7(5) . . ? N4 C20 H20 119.1 . . ? C21 C20 H20 119.1 . . ? C20 C21 C22 118.9(5) . . ? C20 C21 H21 120.5 . . ? C22 C21 H21 120.5 . . ? C23 C22 C21 119.5(5) . . ? C23 C22 H22 120.2 . . ? C21 C22 H22 120.2 . . ? C22 C23 C24 118.9(5) . . ? C22 C23 H23 120.5 . . ? C24 C23 H23 120.5 . . ? N4 C24 C23 121.3(5) . . ? N4 C24 C25 115.4(5) . . ? C23 C24 C25 123.2(5) . . ? C26 C25 N5 121.6(5) . . ? C26 C25 C24 122.8(5) . . ? N5 C25 C24 115.5(5) . . ? C25 C26 C27 119.4(5) . . ? C25 C26 H26 120.3 . . ? C27 C26 H26 120.3 . . ? C28 C27 C26 118.7(5) . . ? C28 C27 H27 120.6 . . ? C26 C27 H27 120.6 . . ? C27 C28 C29 121.9(5) . . ? C27 C28 H28 119.0 . . ? C29 C28 H28 119.0 . . ? N6 C29 N5 121.6(5) . . ? N6 C29 C28 120.1(5) . . ? N5 C29 C28 118.2(5) . . ? N6 C30 C32 110.2(4) . . ? N6 C30 C31 116.5(4) . . ? C32 C30 C31 112.5(4) . . ? N6 C30 H30 105.5 . . ? C32 C30 H30 105.5 . . ? C31 C30 H30 105.5 . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C30 C32 H32A 109.5 . . ? C30 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C30 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C34 C33 C38 120.4(5) . . ? C34 C33 N6 117.3(5) . . ? C38 C33 N6 122.2(5) . . ? C33 C34 C35 121.6(5) . . ? C33 C34 H34 119.2 . . ? C35 C34 H34 119.2 . . ? C36 C35 C34 118.7(5) . . ? C36 C35 H35 120.6 . . ? C34 C35 H35 120.6 . . ? C37 C36 C35 119.5(5) . . ? C37 C36 H36 120.2 . . ? C35 C36 H36 120.2 . . ? C36 C37 C38 123.2(5) . . ? C36 C37 H37 118.4 . . ? C38 C37 H37 118.4 . . ? C33 C38 C37 116.5(5) . . ? C33 C38 Pt2 122.5(4) . . ? C37 C38 Pt2 120.6(4) . . ? 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 C1 179.2(4) . . . . ? C15 Pt1 N1 C1 -127.2(8) . . . . ? Cl1 Pt1 N1 C1 1.1(4) . . . . ? N2 Pt1 N1 C5 -13.1(3) . . . . ? C15 Pt1 N1 C5 40.5(10) . . . . ? Cl1 Pt1 N1 C5 168.8(3) . . . . ? C15 Pt1 N2 C10 21.1(4) . . . . ? N1 Pt1 N2 C10 -169.1(4) . . . . ? Cl1 Pt1 N2 C10 -151.7(9) . . . . ? C15 Pt1 N2 C6 -159.4(3) . . . . ? N1 Pt1 N2 C6 10.4(3) . . . . ? Cl1 Pt1 N2 C6 27.9(13) . . . . ? N5 Pt2 N4 C24 -7.8(3) . . . . ? C38 Pt2 N4 C24 39.6(12) . . . . ? Cl2 Pt2 N4 C24 173.1(3) . . . . ? N5 Pt2 N4 C20 -178.4(5) . . . . ? C38 Pt2 N4 C20 -131.0(10) . . . . ? Cl2 Pt2 N4 C20 2.4(4) . . . . ? C38 Pt2 N5 C29 16.5(4) . . . . ? N4 Pt2 N5 C29 -171.1(4) . . . . ? Cl2 Pt2 N5 C29 -163.5(8) . . . . ? C38 Pt2 N5 C25 -165.8(4) . . . . ? N4 Pt2 N5 C25 6.6(3) . . . . ? Cl2 Pt2 N5 C25 14.1(13) . . . . ? C5 N1 C1 C2 0.5(7) . . . . ? Pt1 N1 C1 C2 167.4(4) . . . . ? N1 C1 C2 C3 -1.5(8) . . . . ? C1 C2 C3 C4 1.2(8) . . . . ? C2 C3 C4 C5 0.0(7) . . . . ? C1 N1 C5 C4 0.8(7) . . . . ? Pt1 N1 C5 C4 -168.1(4) . . . . ? C1 N1 C5 C6 -177.8(4) . . . . ? Pt1 N1 C5 C6 13.3(5) . . . . ? C3 C4 C5 N1 -1.1(7) . . . . ? C3 C4 C5 C6 177.4(5) . . . . ? C10 N2 C6 C7 -3.9(7) . . . . ? Pt1 N2 C6 C7 176.6(4) . . . . ? C10 N2 C6 C5 173.1(4) . . . . ? Pt1 N2 C6 C5 -6.4(5) . . . . ? N1 C5 C6 C7 171.9(4) . . . . ? C4 C5 C6 C7 -6.6(7) . . . . ? N1 C5 C6 N2 -5.1(6) . . . . ? C4 C5 C6 N2 176.4(4) . . . . ? N2 C6 C7 C8 1.3(7) . . . . ? C5 C6 C7 C8 -175.5(4) . . . . ? C6 C7 C8 C9 2.8(7) . . . . ? C7 C8 C9 C10 -4.3(8) . . . . ? C6 N2 C10 N3 -175.9(4) . . . . ? Pt1 N2 C10 N3 3.6(6) . . . . ? C6 N2 C10 C9 2.3(7) . . . . ? Pt1 N2 C10 C9 -178.2(4) . . . . ? C14 N3 C10 N2 -39.6(7) . . . . ? C11 N3 C10 N2 148.4(4) . . . . ? C14 N3 C10 C9 142.2(5) . . . . ? C11 N3 C10 C9 -29.8(6) . . . . ? C8 C9 C10 N2 1.8(7) . . . . ? C8 C9 C10 N3 -180.0(5) . . . . ? C10 N3 C11 C12 -138.6(4) . . . . ? C14 N3 C11 C12 49.3(6) . . . . ? C10 N3 C11 C13 92.7(5) . . . . ? C14 N3 C11 C13 -79.5(6) . . . . ? C10 N3 C14 C15 40.1(7) . . . . ? C11 N3 C14 C15 -148.3(5) . . . . ? C10 N3 C14 C19 -137.7(5) . . . . ? C11 N3 C14 C19 33.9(7) . . . . ? C19 C14 C15 C16 4.1(7) . . . . ? N3 C14 C15 C16 -173.7(5) . . . . ? C19 C14 C15 Pt1 173.8(4) . . . . ? N3 C14 C15 Pt1 -3.9(7) . . . . ? N2 Pt1 C15 C16 149.6(4) . . . . ? N1 Pt1 C15 C16 96.9(9) . . . . ? Cl1 Pt1 C15 C16 -31.2(4) . . . . ? N2 Pt1 C15 C14 -19.9(4) . . . . ? N1 Pt1 C15 C14 -72.6(10) . . . . ? Cl1 Pt1 C15 C14 159.3(4) . . . . ? C14 C15 C16 C17 -2.3(8) . . . . ? Pt1 C15 C16 C17 -172.3(4) . . . . ? C15 C16 C17 C18 -0.8(8) . . . . ? C16 C17 C18 C19 2.1(8) . . . . ? C17 C18 C19 C14 -0.3(8) . . . . ? C15 C14 C19 C18 -2.9(8) . . . . ? N3 C14 C19 C18 175.0(5) . . . . ? C24 N4 C20 C21 0.6(8) . . . . ? Pt2 N4 C20 C21 170.7(4) . . . . ? N4 C20 C21 C22 -0.3(9) . . . . ? C20 C21 C22 C23 0.8(8) . . . . ? C21 C22 C23 C24 -1.5(8) . . . . ? C20 N4 C24 C23 -1.3(7) . . . . ? Pt2 N4 C24 C23 -172.7(4) . . . . ? C20 N4 C24 C25 178.9(5) . . . . ? Pt2 N4 C24 C25 7.5(5) . . . . ? C22 C23 C24 N4 1.8(7) . . . . ? C22 C23 C24 C25 -178.4(5) . . . . ? C29 N5 C25 C26 -4.6(7) . . . . ? Pt2 N5 C25 C26 177.5(4) . . . . ? C29 N5 C25 C24 173.2(4) . . . . ? Pt2 N5 C25 C24 -4.6(5) . . . . ? N4 C24 C25 C26 175.7(5) . . . . ? C23 C24 C25 C26 -4.1(8) . . . . ? N4 C24 C25 N5 -2.1(6) . . . . ? C23 C24 C25 N5 178.0(5) . . . . ? N5 C25 C26 C27 -0.1(8) . . . . ? C24 C25 C26 C27 -177.8(5) . . . . ? C25 C26 C27 C28 3.0(8) . . . . ? C26 C27 C28 C29 -1.3(8) . . . . ? C33 N6 C29 N5 -36.6(7) . . . . ? C30 N6 C29 N5 144.3(5) . . . . ? C33 N6 C29 C28 145.5(5) . . . . ? C30 N6 C29 C28 -33.6(7) . . . . ? C25 N5 C29 N6 -171.8(5) . . . . ? Pt2 N5 C29 N6 5.8(7) . . . . ? C25 N5 C29 C28 6.2(7) . . . . ? Pt2 N5 C29 C28 -176.3(3) . . . . ? C27 C28 C29 N6 174.7(5) . . . . ? C27 C28 C29 N5 -3.3(8) . . . . ? C29 N6 C30 C32 -130.9(5) . . . . ? C33 N6 C30 C32 50.0(6) . . . . ? C29 N6 C30 C31 99.4(5) . . . . ? C33 N6 C30 C31 -79.8(6) . . . . ? C29 N6 C33 C34 -142.3(5) . . . . ? C30 N6 C33 C34 36.8(6) . . . . ? C29 N6 C33 C38 35.4(7) . . . . ? C30 N6 C33 C38 -145.6(5) . . . . ? C38 C33 C34 C35 0.2(8) . . . . ? N6 C33 C34 C35 177.9(5) . . . . ? C33 C34 C35 C36 -2.2(8) . . . . ? C34 C35 C36 C37 2.0(8) . . . . ? C35 C36 C37 C38 0.2(8) . . . . ? C34 C33 C38 C37 1.9(7) . . . . ? N6 C33 C38 C37 -175.7(4) . . . . ? C34 C33 C38 Pt2 174.4(4) . . . . ? N6 C33 C38 Pt2 -3.2(6) . . . . ? C36 C37 C38 C33 -2.2(7) . . . . ? C36 C37 C38 Pt2 -174.8(4) . . . . ? N5 Pt2 C38 C33 -16.9(4) . . . . ? N4 Pt2 C38 C33 -63.5(12) . . . . ? Cl2 Pt2 C38 C33 163.1(4) . . . . ? N5 Pt2 C38 C37 155.3(4) . . . . ? N4 Pt2 C38 C37 108.6(10) . . . . ? Cl2 Pt2 C38 C37 -24.7(4) . . . . ? _diffrn_measured_fraction_theta_max 0.971 _diffrn_reflns_theta_full 67.00 _diffrn_measured_fraction_theta_full 0.971 _refine_diff_density_max 0.895 _refine_diff_density_min -3.507 _refine_diff_density_rms 0.225 # Attachment 'Huo008Final.cif' data_NN_C(sp3)Pt(3b) _database_code_depnum_ccdc_archive 'CCDC 791813' #TrackingRef 'Huo008Final.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H18 Cl N3 Pt' _chemical_formula_sum 'C19 H18 Cl N3 Pt' _chemical_formula_weight 518.90 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pt Pt -4.5932 6.9264 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 8.1377(2) _cell_length_b 16.8436(5) _cell_length_c 24.7285(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3389.49(15) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9643 _cell_measurement_theta_min 3.57 _cell_measurement_theta_max 68.30 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.034 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1984 _exptl_absorpt_coefficient_mu 16.965 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.0682 _exptl_absorpt_correction_T_max 0.1746 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX II CCD' _diffrn_measurement_method '\w and \y' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_reflns_number 34181 _diffrn_reflns_av_R_equivalents 0.0405 _diffrn_reflns_av_sigmaI/netI 0.0170 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 3.57 _diffrn_reflns_theta_max 67.00 _reflns_number_total 3015 _reflns_number_gt 2933 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2004)' _computing_cell_refinement 'SAINTPLUS (Bruker AXS, 2004)' _computing_data_reduction SAINTPLUS _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'XSHELL (Bruker, 2004)' _computing_molecular_graphics 'ORTEP3 (Farrugia, 1997)' _computing_publication_material 'SHELXL97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0468P)^2^+29.9009P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3015 _refine_ls_number_parameters 219 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0331 _refine_ls_R_factor_gt 0.0323 _refine_ls_wR_factor_ref 0.0949 _refine_ls_wR_factor_gt 0.0943 _refine_ls_goodness_of_fit_ref 1.153 _refine_ls_restrained_S_all 1.153 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pt1 Pt 0.15461(3) 0.557188(14) 0.406291(10) 0.01300(12) Uani 1 1 d . . . Cl1 Cl 0.2773(2) 0.46699(10) 0.34913(6) 0.0270(4) Uani 1 1 d . . . N1 N 0.2258(6) 0.5093(3) 0.48180(19) 0.0127(10) Uani 1 1 d . . . N2 N 0.0469(6) 0.6308(3) 0.45543(19) 0.0115(9) Uani 1 1 d . . . N3 N -0.0457(6) 0.6884(3) 0.37806(19) 0.0151(10) Uani 1 1 d . . . C1 C 0.3265(7) 0.4482(3) 0.4921(3) 0.0161(13) Uani 1 1 d . . . H1 H 0.3638 0.4164 0.4629 0.019 Uiso 1 1 calc R . . C2 C 0.3774(8) 0.4302(4) 0.5434(3) 0.0199(13) Uani 1 1 d . . . H2 H 0.4475 0.3859 0.5493 0.024 Uiso 1 1 calc R . . C3 C 0.3275(8) 0.4760(5) 0.5868(3) 0.0239(15) Uani 1 1 d . . . H3 H 0.3671 0.4657 0.6222 0.029 Uiso 1 1 calc R . . C4 C 0.2174(8) 0.5377(4) 0.5771(3) 0.0200(13) Uani 1 1 d . . . H4 H 0.1755 0.5687 0.6061 0.024 Uiso 1 1 calc R . . C5 C 0.1703(7) 0.5531(4) 0.5239(3) 0.0173(13) Uani 1 1 d . . . C6 C 0.0609(7) 0.6206(3) 0.5095(2) 0.0112(11) Uani 1 1 d . . . C7 C -0.0205(7) 0.6708(4) 0.5446(2) 0.0167(12) Uani 1 1 d . . . H7 H -0.0144 0.6636 0.5827 0.020 Uiso 1 1 calc R . . C8 C -0.1130(8) 0.7332(4) 0.5217(2) 0.0170(12) Uani 1 1 d . . . H8 H -0.1696 0.7691 0.5448 0.020 Uiso 1 1 calc R . . C9 C -0.1228(7) 0.7431(4) 0.4669(3) 0.0171(12) Uani 1 1 d . . . H9 H -0.1835 0.7862 0.4522 0.020 Uiso 1 1 calc R . . C10 C -0.0431(7) 0.6895(3) 0.4324(2) 0.0131(11) Uani 1 1 d . . . C11 C 0.0698(7) 0.6309(4) 0.3478(2) 0.0169(12) Uani 1 1 d . . . C12 C 0.2116(8) 0.6779(4) 0.3232(3) 0.0225(13) Uani 1 1 d . . . H12A H 0.2834 0.6419 0.3030 0.034 Uiso 1 1 calc R . . H12B H 0.2746 0.7035 0.3521 0.034 Uiso 1 1 calc R . . H12C H 0.1678 0.7185 0.2988 0.034 Uiso 1 1 calc R . . C13 C -0.0298(9) 0.5906(4) 0.3030(3) 0.0253(15) Uani 1 1 d . . . H13A H -0.0679 0.6307 0.2772 0.038 Uiso 1 1 calc R . . H13B H -0.1247 0.5635 0.3189 0.038 Uiso 1 1 calc R . . H13C H 0.0395 0.5518 0.2842 0.038 Uiso 1 1 calc R . . C14 C -0.1380(7) 0.7473(4) 0.3494(2) 0.0152(12) Uani 1 1 d . . . C15 C -0.0652(7) 0.8177(3) 0.3333(2) 0.0154(12) Uani 1 1 d . . . H15 H 0.0465 0.8278 0.3421 0.019 Uiso 1 1 calc R . . C16 C -0.1547(7) 0.8740(4) 0.3042(3) 0.0174(13) Uani 1 1 d . . . H16 H -0.1041 0.9223 0.2933 0.021 Uiso 1 1 calc R . . C17 C -0.3165(8) 0.8593(4) 0.2911(2) 0.0192(13) Uani 1 1 d . . . H17 H -0.3773 0.8974 0.2711 0.023 Uiso 1 1 calc R . . C18 C -0.3909(8) 0.7888(4) 0.3072(2) 0.0185(13) Uani 1 1 d . . . H18 H -0.5026 0.7788 0.2983 0.022 Uiso 1 1 calc R . . C19 C -0.3019(8) 0.7336(4) 0.3361(2) 0.0160(12) Uani 1 1 d . . . H19 H -0.3530 0.6855 0.3471 0.019 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pt1 0.01041(17) 0.01553(18) 0.01305(17) -0.00075(9) -0.00033(8) 0.00203(9) Cl1 0.0288(9) 0.0294(8) 0.0229(8) -0.0064(6) 0.0009(6) 0.0153(7) N1 0.007(2) 0.016(2) 0.015(2) -0.0022(19) 0.0026(19) -0.0022(19) N2 0.006(2) 0.012(2) 0.016(2) -0.0004(19) -0.0011(18) -0.0018(18) N3 0.016(2) 0.015(2) 0.014(2) -0.0003(19) -0.001(2) 0.005(2) C1 0.006(3) 0.013(3) 0.030(4) 0.004(2) -0.002(2) 0.000(2) C2 0.015(3) 0.015(3) 0.030(4) 0.001(3) 0.002(3) -0.009(2) C3 0.021(3) 0.028(4) 0.023(3) 0.008(3) -0.011(3) -0.008(3) C4 0.026(4) 0.020(3) 0.015(3) 0.001(2) -0.004(3) -0.003(3) C5 0.010(3) 0.021(3) 0.022(3) 0.002(2) -0.001(2) -0.005(2) C6 0.010(3) 0.008(3) 0.015(3) 0.003(2) -0.002(2) -0.005(2) C7 0.018(3) 0.021(3) 0.011(3) -0.003(2) 0.000(2) -0.008(3) C8 0.014(3) 0.020(3) 0.017(3) -0.008(2) 0.004(2) -0.006(2) C9 0.013(3) 0.018(3) 0.020(3) -0.002(2) -0.001(2) 0.000(2) C10 0.011(3) 0.011(3) 0.018(3) 0.000(2) 0.000(2) -0.003(2) C11 0.015(3) 0.022(3) 0.014(3) -0.003(2) 0.000(2) 0.006(2) C12 0.025(3) 0.026(3) 0.017(3) 0.002(3) 0.004(3) 0.009(3) C13 0.033(4) 0.025(4) 0.018(3) -0.005(3) -0.009(3) 0.010(3) C14 0.016(3) 0.021(3) 0.009(3) 0.000(2) -0.001(2) 0.002(2) C15 0.013(3) 0.014(3) 0.020(3) -0.002(2) -0.003(2) 0.002(2) C16 0.020(3) 0.013(3) 0.019(3) 0.001(2) 0.003(2) 0.000(2) C17 0.022(3) 0.023(3) 0.013(3) 0.000(2) -0.001(2) 0.007(3) C18 0.015(3) 0.025(3) 0.015(3) -0.002(2) -0.001(2) 0.001(3) C19 0.014(3) 0.018(3) 0.016(3) 0.002(2) 0.000(2) -0.005(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pt1 N2 1.944(5) . ? Pt1 C11 2.026(6) . ? Pt1 N1 2.115(5) . ? Pt1 Cl1 2.3029(15) . ? N1 C1 1.339(8) . ? N1 C5 1.353(8) . ? N2 C6 1.352(7) . ? N2 C10 1.356(8) . ? N3 C10 1.344(8) . ? N3 C14 1.432(8) . ? N3 C11 1.543(7) . ? C1 C2 1.369(10) . ? C1 H1 0.9500 . ? C2 C3 1.381(10) . ? C2 H2 0.9500 . ? C3 C4 1.393(10) . ? C3 H3 0.9500 . ? C4 C5 1.395(9) . ? C4 H4 0.9500 . ? C5 C6 1.487(8) . ? C6 C7 1.383(8) . ? C7 C8 1.412(9) . ? C7 H7 0.9500 . ? C8 C9 1.368(9) . ? C8 H8 0.9500 . ? C9 C10 1.401(8) . ? C9 H9 0.9500 . ? C11 C12 1.526(9) . ? C11 C13 1.532(8) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.384(9) . ? C14 C19 1.393(9) . ? C15 C16 1.395(9) . ? C15 H15 0.9500 . ? C16 C17 1.378(9) . ? C16 H16 0.9500 . ? C17 C18 1.391(10) . ? C17 H17 0.9500 . ? C18 C19 1.379(9) . ? C18 H18 0.9500 . ? C19 H19 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Pt1 C11 84.4(2) . . ? N2 Pt1 N1 79.32(19) . . ? C11 Pt1 N1 163.1(2) . . ? N2 Pt1 Cl1 178.26(14) . . ? C11 Pt1 Cl1 96.53(17) . . ? N1 Pt1 Cl1 99.88(13) . . ? C1 N1 C5 118.4(5) . . ? C1 N1 Pt1 128.9(4) . . ? C5 N1 Pt1 112.3(4) . . ? C6 N2 C10 123.6(5) . . ? C6 N2 Pt1 119.9(4) . . ? C10 N2 Pt1 116.5(4) . . ? C10 N3 C14 119.6(5) . . ? C10 N3 C11 118.9(5) . . ? C14 N3 C11 121.0(5) . . ? N1 C1 C2 122.2(6) . . ? N1 C1 H1 118.9 . . ? C2 C1 H1 118.9 . . ? C1 C2 C3 120.4(6) . . ? C1 C2 H2 119.8 . . ? C3 C2 H2 119.8 . . ? C2 C3 C4 118.2(6) . . ? C2 C3 H3 120.9 . . ? C4 C3 H3 120.9 . . ? C5 C4 C3 118.5(6) . . ? C5 C4 H4 120.8 . . ? C3 C4 H4 120.8 . . ? N1 C5 C4 122.2(6) . . ? N1 C5 C6 115.6(6) . . ? C4 C5 C6 122.2(6) . . ? N2 C6 C7 120.2(5) . . ? N2 C6 C5 112.6(5) . . ? C7 C6 C5 127.2(5) . . ? C6 C7 C8 117.3(5) . . ? C6 C7 H7 121.3 . . ? C8 C7 H7 121.3 . . ? C9 C8 C7 121.3(6) . . ? C9 C8 H8 119.4 . . ? C7 C8 H8 119.4 . . ? C8 C9 C10 119.8(6) . . ? C8 C9 H9 120.1 . . ? C10 C9 H9 120.1 . . ? N3 C10 N2 114.7(5) . . ? N3 C10 C9 127.5(5) . . ? N2 C10 C9 117.7(5) . . ? C12 C11 C13 110.0(5) . . ? C12 C11 N3 109.1(5) . . ? C13 C11 N3 107.8(5) . . ? C12 C11 Pt1 110.2(4) . . ? C13 C11 Pt1 115.2(4) . . ? N3 C11 Pt1 104.3(4) . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C15 C14 C19 119.0(6) . . ? C15 C14 N3 120.8(5) . . ? C19 C14 N3 120.2(6) . . ? C14 C15 C16 120.4(6) . . ? C14 C15 H15 119.8 . . ? C16 C15 H15 119.8 . . ? C17 C16 C15 119.9(6) . . ? C17 C16 H16 120.1 . . ? C15 C16 H16 120.1 . . ? C16 C17 C18 120.1(6) . . ? C16 C17 H17 119.9 . . ? C18 C17 H17 119.9 . . ? C19 C18 C17 119.7(6) . . ? C19 C18 H18 120.2 . . ? C17 C18 H18 120.2 . . ? C18 C19 C14 120.9(6) . . ? C18 C19 H19 119.6 . . ? C14 C19 H19 119.6 . . ? 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 Pt1 N1 C1 -176.1(5) . . . . ? C11 Pt1 N1 C1 -160.3(7) . . . . ? Cl1 Pt1 N1 C1 5.5(5) . . . . ? N2 Pt1 N1 C5 -2.5(4) . . . . ? C11 Pt1 N1 C5 13.3(9) . . . . ? Cl1 Pt1 N1 C5 179.0(4) . . . . ? C11 Pt1 N2 C6 -175.9(4) . . . . ? N1 Pt1 N2 C6 -0.5(4) . . . . ? Cl1 Pt1 N2 C6 62(5) . . . . ? C11 Pt1 N2 C10 5.7(4) . . . . ? N1 Pt1 N2 C10 -178.9(4) . . . . ? Cl1 Pt1 N2 C10 -116(5) . . . . ? C5 N1 C1 C2 -1.6(8) . . . . ? Pt1 N1 C1 C2 171.6(4) . . . . ? N1 C1 C2 C3 -1.0(9) . . . . ? C1 C2 C3 C4 3.5(10) . . . . ? C2 C3 C4 C5 -3.5(10) . . . . ? C1 N1 C5 C4 1.5(9) . . . . ? Pt1 N1 C5 C4 -172.8(5) . . . . ? C1 N1 C5 C6 179.2(5) . . . . ? Pt1 N1 C5 C6 4.9(6) . . . . ? C3 C4 C5 N1 1.0(9) . . . . ? C3 C4 C5 C6 -176.5(6) . . . . ? C10 N2 C6 C7 0.8(8) . . . . ? Pt1 N2 C6 C7 -177.5(4) . . . . ? C10 N2 C6 C5 -178.5(5) . . . . ? Pt1 N2 C6 C5 3.2(6) . . . . ? N1 C5 C6 N2 -5.3(7) . . . . ? C4 C5 C6 N2 172.3(6) . . . . ? N1 C5 C6 C7 175.4(6) . . . . ? C4 C5 C6 C7 -7.0(9) . . . . ? N2 C6 C7 C8 -1.7(8) . . . . ? C5 C6 C7 C8 177.5(5) . . . . ? C6 C7 C8 C9 0.6(9) . . . . ? C7 C8 C9 C10 1.5(9) . . . . ? C14 N3 C10 N2 179.5(5) . . . . ? C11 N3 C10 N2 -8.8(7) . . . . ? C14 N3 C10 C9 0.1(9) . . . . ? C11 N3 C10 C9 171.8(6) . . . . ? C6 N2 C10 N3 -178.2(5) . . . . ? Pt1 N2 C10 N3 0.2(6) . . . . ? C6 N2 C10 C9 1.3(8) . . . . ? Pt1 N2 C10 C9 179.7(4) . . . . ? C8 C9 C10 N3 177.0(6) . . . . ? C8 C9 C10 N2 -2.4(8) . . . . ? C10 N3 C11 C12 -105.5(6) . . . . ? C14 N3 C11 C12 66.0(7) . . . . ? C10 N3 C11 C13 135.0(6) . . . . ? C14 N3 C11 C13 -53.4(7) . . . . ? C10 N3 C11 Pt1 12.2(6) . . . . ? C14 N3 C11 Pt1 -176.3(4) . . . . ? N2 Pt1 C11 C12 108.3(4) . . . . ? N1 Pt1 C11 C12 92.6(8) . . . . ? Cl1 Pt1 C11 C12 -73.2(4) . . . . ? N2 Pt1 C11 C13 -126.6(5) . . . . ? N1 Pt1 C11 C13 -142.3(6) . . . . ? Cl1 Pt1 C11 C13 51.9(5) . . . . ? N2 Pt1 C11 N3 -8.7(4) . . . . ? N1 Pt1 C11 N3 -24.3(10) . . . . ? Cl1 Pt1 C11 N3 169.8(3) . . . . ? C10 N3 C14 C15 91.3(7) . . . . ? C11 N3 C14 C15 -80.2(7) . . . . ? C10 N3 C14 C19 -90.3(7) . . . . ? C11 N3 C14 C19 98.2(7) . . . . ? C19 C14 C15 C16 -0.1(9) . . . . ? N3 C14 C15 C16 178.3(5) . . . . ? C14 C15 C16 C17 -0.2(9) . . . . ? C15 C16 C17 C18 0.4(9) . . . . ? C16 C17 C18 C19 -0.2(9) . . . . ? C17 C18 C19 C14 -0.1(9) . . . . ? C15 C14 C19 C18 0.3(9) . . . . ? N3 C14 C19 C18 -178.2(5) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 67.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.093 _refine_diff_density_min -1.716 _refine_diff_density_rms 0.145