# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Gandelman, Mark' _publ_contact_author_email chmark@tx.technion.ac.il _publ_section_title ; Bidentate Ligand Synthesis via N-C Rearrangement in Triazoles ; _publ_author_name M.Gandelman # Attachment 'CIF.cif' data_Compound-6a _database_code_depnum_ccdc_archive 'CCDC 767176' #TrackingRef 'CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common Gandelman-39 _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H28 B N3 O P2' _chemical_formula_weight 399.20 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.622(2) _cell_length_b 16.515(3) _cell_length_c 13.913(3) _cell_angle_alpha 90.00 _cell_angle_beta 95.09(2) _cell_angle_gamma 90.00 _cell_volume 2202.2(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 13423 _cell_measurement_theta_min 1.92 _cell_measurement_theta_max 25.05 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.204 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 848 _exptl_absorpt_coefficient_mu 0.212 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method 'phi- and omega-scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13091 _diffrn_reflns_av_R_equivalents 0.1532 _diffrn_reflns_av_sigmaI/netI 0.1640 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.92 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3802 _reflns_number_gt 1726 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius, 2006)' _computing_cell_refinement 'DENZO HKL2000 (Otwinowski & Minor 1997)' _computing_data_reduction 'DENZO HKL2000 (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'TEXSAN (MSC, 1999)' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0597P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3802 _refine_ls_number_parameters 249 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1601 _refine_ls_R_factor_gt 0.0639 _refine_ls_wR_factor_ref 0.1532 _refine_ls_wR_factor_gt 0.1317 _refine_ls_goodness_of_fit_ref 0.847 _refine_ls_restrained_S_all 0.847 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.66777(12) 0.36159(7) 0.36464(6) 0.0448(4) Uani 1 1 d . . . P2 P 0.75208(13) 0.15353(8) 0.48369(7) 0.0538(4) Uani 1 1 d . . . O1 O 0.7392(3) 0.30496(17) 0.30208(15) 0.0481(8) Uani 1 1 d . . . N1 N 0.7261(4) 0.2690(3) 0.6254(2) 0.0506(11) Uani 1 1 d . . . H1 H 0.740(4) 0.224(3) 0.659(3) 0.071(16) Uiso 1 1 d . . . N2 N 0.6985(4) 0.3457(2) 0.6442(2) 0.0592(11) Uani 1 1 d . . . N3 N 0.6776(4) 0.3847(2) 0.5616(2) 0.0574(11) Uani 1 1 d . . . C1 C 0.6930(4) 0.3304(3) 0.4888(2) 0.0413(11) Uani 1 1 d . . . C2 C 0.7246(4) 0.2543(3) 0.5279(2) 0.0431(11) Uani 1 1 d . . . C3 C 0.9050(6) 0.1630(4) 0.4157(3) 0.0787(17) Uani 1 1 d . . . H3 H 0.8797 0.1981 0.3619 0.094 Uiso 1 1 d R . . C4 C 1.0230(7) 0.1980(6) 0.4760(6) 0.172(4) Uani 1 1 d . . . H4A H 1.1026 0.2036 0.4395 0.206 Uiso 1 1 d R . . H4B H 0.9957 0.2503 0.4978 0.206 Uiso 1 1 d R . . H4C H 1.0466 0.1637 0.5308 0.206 Uiso 1 1 d R . . C5 C 0.9434(8) 0.0838(5) 0.3727(5) 0.158(3) Uani 1 1 d . . . H5A H 0.8898 0.0762 0.3118 0.237 Uiso 1 1 calc RD . . H5B H 0.9241 0.0405 0.4156 0.237 Uiso 1 1 calc R . . H5C H 1.0410 0.0839 0.3631 0.237 Uiso 1 1 calc R . . C6 C 0.5974(6) 0.1345(3) 0.4006(3) 0.0720(16) Uani 1 1 d . . . H6 H 0.6019 0.1694 0.3458 0.086 Uiso 1 1 d R . . C7 C 0.5946(8) 0.0467(4) 0.3650(4) 0.127(3) Uani 1 1 d . . . H7A H 0.6792 0.0351 0.3359 0.190 Uiso 1 1 calc RD . . H7B H 0.5161 0.0391 0.3183 0.190 Uiso 1 1 calc R . . H7C H 0.5866 0.0108 0.4186 0.190 Uiso 1 1 calc R . . C8 C 0.4649(6) 0.1540(4) 0.4469(4) 0.103(2) Uani 1 1 d . . . H8A H 0.3848 0.1450 0.4020 0.123 Uiso 1 1 d R . . H8B H 0.4604 0.1192 0.5017 0.123 Uiso 1 1 d R . . H8C H 0.4664 0.2095 0.4676 0.123 Uiso 1 1 d R . . C9 C 0.7325(5) 0.4627(3) 0.3642(2) 0.0424(11) Uani 1 1 d . . . C10 C 0.8749(6) 0.4724(4) 0.3748(3) 0.0766(16) Uani 1 1 d . . . H10 H 0.9335 0.4255 0.3836 0.092 Uiso 1 1 d R . . C11 C 0.9342(7) 0.5492(4) 0.3708(4) 0.0915(19) Uani 1 1 d . . . H11 H 1.0339 0.5542 0.3804 0.110 Uiso 1 1 d R . . C12 C 0.8490(8) 0.6157(4) 0.3551(4) 0.092(2) Uani 1 1 d . . . H12 H 0.8917 0.6678 0.3495 0.111 Uiso 1 1 d R . . C13 C 0.7079(8) 0.6070(4) 0.3455(4) 0.0899(19) Uani 1 1 d . . . H13 H 0.6481 0.6534 0.3365 0.108 Uiso 1 1 d R . . C14 C 0.6497(6) 0.5304(3) 0.3515(3) 0.0693(15) Uani 1 1 d . . . H14 H 0.5499 0.5250 0.3448 0.083 Uiso 1 1 d R . . C15 C 0.4839(4) 0.3653(3) 0.3346(3) 0.0447(11) Uani 1 1 d . . . C16 C 0.3904(6) 0.3957(4) 0.3964(3) 0.0759(16) Uani 1 1 d . . . H16 H 0.4272 0.4149 0.4587 0.091 Uiso 1 1 d R . . C17 C 0.2499(6) 0.3974(4) 0.3707(4) 0.093(2) Uani 1 1 d . . . H17 H 0.1847 0.4169 0.4137 0.112 Uiso 1 1 d R . . C18 C 0.1978(6) 0.3697(4) 0.2812(4) 0.0884(19) Uani 1 1 d . . . H18 H 0.0996 0.3725 0.2618 0.106 Uiso 1 1 d R . . C19 C 0.2857(6) 0.3398(4) 0.2205(4) 0.0825(18) Uani 1 1 d . . . H19 H 0.2488 0.3196 0.1587 0.099 Uiso 1 1 d R . . C20 C 0.4281(5) 0.3374(3) 0.2450(3) 0.0637(14) Uani 1 1 d . . . H20 H 0.4898 0.3172 0.2000 0.076 Uiso 1 1 d R . . B1 B 0.7728(7) 0.0807(4) 0.5905(4) 0.081(2) Uani 1 1 d . . . H1A H 0.7878 0.0269 0.5674 0.097 Uiso 1 1 d R . . H1B H 0.8511 0.0967 0.6339 0.097 Uiso 1 1 d R . . H1C H 0.6896 0.0816 0.6239 0.097 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0661(9) 0.0394(8) 0.0282(5) 0.0008(5) 0.0007(5) 0.0047(6) P2 0.0845(10) 0.0406(8) 0.0351(6) -0.0011(5) -0.0021(5) 0.0085(7) O1 0.070(2) 0.046(2) 0.0280(13) -0.0035(13) 0.0041(12) 0.0130(16) N1 0.084(3) 0.038(3) 0.029(2) 0.0036(18) -0.0019(17) -0.002(2) N2 0.104(3) 0.041(3) 0.0315(19) 0.0007(18) 0.0003(18) 0.000(2) N3 0.099(3) 0.041(3) 0.0320(19) -0.0016(17) 0.0036(17) 0.001(2) C1 0.059(3) 0.037(3) 0.028(2) -0.0003(18) 0.0022(17) 0.000(2) C2 0.058(3) 0.044(3) 0.027(2) -0.005(2) 0.0017(18) -0.005(2) C3 0.090(4) 0.087(5) 0.061(3) 0.008(3) 0.013(3) 0.036(4) C4 0.079(5) 0.263(12) 0.179(7) -0.078(8) 0.040(5) -0.027(6) C5 0.178(8) 0.167(9) 0.137(6) -0.015(6) 0.055(5) 0.078(7) C6 0.105(5) 0.063(4) 0.044(3) 0.011(2) -0.012(3) -0.024(3) C7 0.230(8) 0.062(5) 0.083(4) -0.020(3) -0.016(4) -0.039(5) C8 0.109(5) 0.094(5) 0.097(4) 0.013(4) -0.032(4) -0.039(4) C9 0.056(3) 0.046(3) 0.024(2) 0.0037(18) -0.0027(18) 0.004(2) C10 0.076(5) 0.063(5) 0.092(4) 0.013(3) 0.014(3) 0.003(3) C11 0.094(5) 0.074(5) 0.106(4) 0.012(4) 0.006(3) -0.023(4) C12 0.135(6) 0.062(5) 0.080(4) -0.002(3) 0.008(4) -0.034(5) C13 0.131(6) 0.040(4) 0.095(4) 0.006(3) -0.009(4) -0.006(4) C14 0.083(4) 0.056(4) 0.066(3) 0.004(3) -0.013(3) 0.002(3) C15 0.056(3) 0.039(3) 0.039(2) -0.001(2) 0.0027(19) 0.003(2) C16 0.071(4) 0.093(5) 0.061(3) -0.011(3) -0.002(3) 0.007(3) C17 0.054(4) 0.143(7) 0.081(4) -0.015(4) 0.001(3) 0.011(4) C18 0.059(4) 0.103(6) 0.102(4) 0.001(4) -0.004(3) 0.004(4) C19 0.067(4) 0.092(5) 0.083(4) -0.017(3) -0.025(3) 0.000(3) C20 0.066(4) 0.073(4) 0.052(3) -0.013(2) 0.001(2) -0.002(3) B1 0.148(7) 0.044(4) 0.047(3) 0.008(3) -0.008(3) 0.023(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 O1 1.487(3) . ? P1 C9 1.782(5) . ? P1 C15 1.782(4) . ? P1 C1 1.798(4) . ? P2 C2 1.802(4) . ? P2 C3 1.825(5) . ? P2 C6 1.829(5) . ? P2 B1 1.909(5) . ? N1 N2 1.325(5) . ? N1 C2 1.378(5) . ? N1 H1 0.88(5) . ? N2 N3 1.318(4) . ? N3 C1 1.371(5) . ? C1 C2 1.392(6) . ? C3 C4 1.470(8) . ? C3 C5 1.498(8) . ? C3 H3 0.9600 . ? C4 H4A 0.9599 . ? C4 H4B 0.9601 . ? C4 H4C 0.9599 . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 C8 1.513(7) . ? C6 C7 1.532(7) . ? C6 H6 0.9599 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 C10 1.374(6) . ? C9 C14 1.376(6) . ? C10 C11 1.394(7) . ? C10 H10 0.9601 . ? C11 C12 1.376(8) . ? C11 H11 0.9600 . ? C12 C13 1.360(8) . ? C12 H12 0.9601 . ? C13 C14 1.389(7) . ? C13 H13 0.9600 . ? C14 H14 0.9601 . ? C15 C20 1.391(5) . ? C15 C16 1.393(6) . ? C16 C17 1.368(6) . ? C16 H16 0.9600 . ? C17 C18 1.378(7) . ? C17 H17 0.9601 . ? C18 C19 1.342(7) . ? C18 H18 0.9600 . ? C19 C20 1.383(6) . ? C19 H19 0.9600 . ? C20 H20 0.9600 . ? B1 H1A 0.9600 . ? B1 H1B 0.9600 . ? B1 H1C 0.9600 . ? 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 O1 P1 C9 114.05(19) . . ? O1 P1 C15 112.64(17) . . ? C9 P1 C15 107.9(2) . . ? O1 P1 C1 110.61(18) . . ? C9 P1 C1 104.71(18) . . ? C15 P1 C1 106.39(18) . . ? C2 P2 C3 104.3(2) . . ? C2 P2 C6 103.8(2) . . ? C3 P2 C6 109.6(2) . . ? C2 P2 B1 109.0(2) . . ? C3 P2 B1 115.1(3) . . ? C6 P2 B1 114.0(3) . . ? N2 N1 C2 112.2(4) . . ? N2 N1 H1 137(3) . . ? C2 N1 H1 111(3) . . ? N3 N2 N1 108.2(3) . . ? N2 N3 C1 107.9(4) . . ? N3 C1 C2 109.6(3) . . ? N3 C1 P1 120.6(3) . . ? C2 C1 P1 129.8(3) . . ? N1 C2 C1 102.1(4) . . ? N1 C2 P2 120.6(3) . . ? C1 C2 P2 137.2(3) . . ? C4 C3 C5 111.4(6) . . ? C4 C3 P2 110.8(4) . . ? C5 C3 P2 111.8(5) . . ? C4 C3 H3 109.8 . . ? C5 C3 H3 105.7 . . ? P2 C3 H3 107.2 . . ? C3 C4 H4A 110.3 . . ? C3 C4 H4B 108.3 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.8 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C8 C6 C7 110.3(5) . . ? C8 C6 P2 111.3(3) . . ? C7 C6 P2 110.9(4) . . ? C8 C6 H6 108.0 . . ? C7 C6 H6 108.1 . . ? P2 C6 H6 107.9 . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 H8A 110.4 . . ? C6 C8 H8B 108.0 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.9 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C10 C9 C14 118.6(5) . . ? C10 C9 P1 117.1(4) . . ? C14 C9 P1 124.3(4) . . ? C9 C10 C11 120.7(5) . . ? C9 C10 H10 119.2 . . ? C11 C10 H10 120.1 . . ? C12 C11 C10 119.5(6) . . ? C12 C11 H11 121.9 . . ? C10 C11 H11 118.6 . . ? C13 C12 C11 120.5(6) . . ? C13 C12 H12 121.1 . . ? C11 C12 H12 118.4 . . ? C12 C13 C14 119.6(6) . . ? C12 C13 H13 120.7 . . ? C14 C13 H13 119.6 . . ? C9 C14 C13 121.1(6) . . ? C9 C14 H14 119.9 . . ? C13 C14 H14 119.0 . . ? C20 C15 C16 117.0(4) . . ? C20 C15 P1 119.7(3) . . ? C16 C15 P1 123.3(3) . . ? C17 C16 C15 121.6(4) . . ? C17 C16 H16 120.4 . . ? C15 C16 H16 118.0 . . ? C16 C17 C18 120.1(5) . . ? C16 C17 H17 121.9 . . ? C18 C17 H17 117.9 . . ? C19 C18 C17 119.5(5) . . ? C19 C18 H18 120.0 . . ? C17 C18 H18 120.5 . . ? C18 C19 C20 121.4(5) . . ? C18 C19 H19 119.2 . . ? C20 C19 H19 119.4 . . ? C19 C20 C15 120.5(4) . . ? C19 C20 H20 120.3 . . ? C15 C20 H20 119.2 . . ? P2 B1 H1A 109.2 . . ? P2 B1 H1B 109.7 . . ? H1A B1 H1B 109.5 . . ? P2 B1 H1C 109.5 . . ? H1A B1 H1C 109.5 . . ? H1B B1 H1C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 0.665 _refine_diff_density_min -0.280 _refine_diff_density_rms 0.056 data_compound-17 _database_code_depnum_ccdc_archive 'CCDC 767177' #TrackingRef 'CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'Gandelman-72 (ES-247)' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H32 N3 O P2 Pt0.50' _chemical_formula_weight 538.01 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' P P 0.1023 0.0942 '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 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 19.943(4) _cell_length_b 12.845(3) _cell_length_c 19.491(4) _cell_angle_alpha 90.00 _cell_angle_beta 91.52(2) _cell_angle_gamma 90.00 _cell_volume 4991.2(18) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 27011 _cell_measurement_theta_min 1.89 _cell_measurement_theta_max 25.92 _exptl_crystal_description cubic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.432 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2192 _exptl_absorpt_coefficient_mu 2.982 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5732 _exptl_absorpt_correction_T_max 0.7161 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method 'phi- and omega-scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26401 _diffrn_reflns_av_R_equivalents 0.0970 _diffrn_reflns_av_sigmaI/netI 0.0626 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.89 _diffrn_reflns_theta_max 25.92 _reflns_number_total 4737 _reflns_number_gt 3259 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius, 2006)' _computing_cell_refinement 'DENZO HKL2000 (Otwinowski & Minor 1997)' _computing_data_reduction 'DENZO HKL2000 (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'TEXSAN (MSC, 1999)' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0362P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4737 _refine_ls_number_parameters 295 _refine_ls_number_restraints 9 _refine_ls_R_factor_all 0.0703 _refine_ls_R_factor_gt 0.0369 _refine_ls_wR_factor_ref 0.0834 _refine_ls_wR_factor_gt 0.0780 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_restrained_S_all 1.066 _refine_ls_shift/su_max 0.010 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pt1 Pt 0.2500 0.7500 0.0000 0.03023(9) Uani 1 2 d S . . P1 P 0.28702(7) 0.58024(10) -0.02080(6) 0.0344(3) Uani 1 1 d . . . P2 P 0.24099(7) 0.69684(11) 0.11522(6) 0.0366(3) Uani 1 1 d . . . N1 N 0.3451(2) 0.4456(3) 0.0799(2) 0.0461(12) Uani 1 1 d . . . N2 N 0.3438(3) 0.4413(3) 0.1489(2) 0.0543(13) Uani 1 1 d . . . N3 N 0.3076(3) 0.5196(3) 0.1748(2) 0.0523(13) Uani 1 1 d . . . C1 C 0.3101(3) 0.5320(4) 0.0619(2) 0.0357(12) Uani 1 1 d . . . C2 C 0.2864(3) 0.5763(4) 0.1200(2) 0.0392(13) Uani 1 1 d . . . C3 C 0.3602(3) 0.5691(4) -0.0730(2) 0.0382(12) Uani 1 1 d . . . C4 C 0.4225(3) 0.5934(4) -0.0437(3) 0.0499(14) Uani 1 1 d . . . H4 H 0.4258 0.6111 0.0025 0.060 Uiso 1 1 calc R . . C5 C 0.4799(3) 0.5917(5) -0.0824(3) 0.0664(18) Uani 1 1 d . . . H5 H 0.5215 0.6078 -0.0623 0.080 Uiso 1 1 calc R . . C6 C 0.4746(3) 0.5658(5) -0.1514(3) 0.074(2) Uani 1 1 d . . . H6 H 0.5127 0.5643 -0.1778 0.089 Uiso 1 1 calc R . . C7 C 0.4136(3) 0.5425(5) -0.1805(3) 0.0659(18) Uani 1 1 d . . . H7 H 0.4103 0.5270 -0.2271 0.079 Uiso 1 1 calc R . . C8 C 0.3563(3) 0.5417(4) -0.1416(3) 0.0486(14) Uani 1 1 d . . . H8 H 0.3152 0.5228 -0.1616 0.058 Uiso 1 1 calc R . . C9 C 0.2281(3) 0.4864(4) -0.0568(2) 0.0387(13) Uani 1 1 d . . . C10 C 0.2485(3) 0.3824(4) -0.0609(3) 0.0528(15) Uani 1 1 d . . . H10 H 0.2916 0.3639 -0.0462 0.063 Uiso 1 1 calc R . . C11 C 0.2053(4) 0.3069(5) -0.0863(3) 0.0657(18) Uani 1 1 d . . . H11 H 0.2192 0.2380 -0.0895 0.079 Uiso 1 1 calc R . . C12 C 0.1421(4) 0.3346(5) -0.1067(3) 0.073(2) Uani 1 1 d . . . H12 H 0.1131 0.2838 -0.1242 0.088 Uiso 1 1 calc R . . C13 C 0.1194(3) 0.4369(6) -0.1022(3) 0.0673(19) Uani 1 1 d . . . H13 H 0.0760 0.4544 -0.1164 0.081 Uiso 1 1 calc R . . C14 C 0.1629(3) 0.5117(5) -0.0762(3) 0.0508(15) Uani 1 1 d . . . H14 H 0.1482 0.5799 -0.0718 0.061 Uiso 1 1 calc R . . C15 C 0.1548(3) 0.6721(4) 0.1413(3) 0.0495(15) Uani 1 1 d . . . H15 H 0.1363 0.7385 0.1568 0.059 Uiso 1 1 calc R . . C16 C 0.1114(3) 0.6357(5) 0.0800(3) 0.0666(18) Uani 1 1 d . . . H16A H 0.1143 0.6854 0.0434 0.100 Uiso 1 1 calc R . . H16B H 0.0656 0.6296 0.0935 0.100 Uiso 1 1 calc R . . H16C H 0.1271 0.5692 0.0647 0.100 Uiso 1 1 calc R . . C17 C 0.1489(4) 0.5942(5) 0.2006(3) 0.078(2) Uani 1 1 d . . . H17A H 0.1763 0.6171 0.2389 0.117 Uiso 1 1 calc R . . H17B H 0.1638 0.5269 0.1860 0.117 Uiso 1 1 calc R . . H17C H 0.1030 0.5900 0.2139 0.117 Uiso 1 1 calc R . . C18 C 0.2824(3) 0.7841(4) 0.1785(3) 0.0475(15) Uani 1 1 d . . . H18 H 0.2725 0.8555 0.1639 0.057 Uiso 1 1 calc R . . C19 C 0.2591(4) 0.7737(4) 0.2519(3) 0.071(2) Uani 1 1 d . . . H19A H 0.2115 0.7837 0.2528 0.106 Uiso 1 1 calc R . . H19B H 0.2811 0.8252 0.2802 0.106 Uiso 1 1 calc R . . H19C H 0.2701 0.7055 0.2690 0.106 Uiso 1 1 calc R . . C20 C 0.3585(3) 0.7700(4) 0.1747(3) 0.0664(19) Uani 1 1 d . . . H20A H 0.3720 0.7795 0.1282 0.100 Uiso 1 1 calc R . . H20B H 0.3705 0.7011 0.1898 0.100 Uiso 1 1 calc R . . H20C H 0.3807 0.8204 0.2037 0.100 Uiso 1 1 calc R . . O1 O 0.0312(7) 0.3484(12) 0.0546(8) 0.275(7) Uani 1 1 d D . . C21 C 0.0904(8) 0.2956(18) 0.0727(10) 0.317(15) Uani 1 1 d D . . H21A H 0.1062 0.2580 0.0331 0.381 Uiso 1 1 calc R . . H21B H 0.1246 0.3456 0.0865 0.381 Uiso 1 1 calc R . . C22 C 0.0807(9) 0.2302(12) 0.1230(10) 0.221(8) Uani 1 1 d D . . H22A H 0.1042 0.1650 0.1163 0.265 Uiso 1 1 calc R . . H22B H 0.0939 0.2596 0.1671 0.265 Uiso 1 1 calc R . . C23 C 0.0180(10) 0.219(2) 0.1171(17) 0.183(17) Uani 0.50 1 d PD . . H23A H -0.0008 0.2251 0.1623 0.219 Uiso 0.50 1 calc PR . . H23B H 0.0087 0.1489 0.1008 0.219 Uiso 0.50 1 calc PR . . C23A C 0.0503(14) 0.333(2) 0.1591(10) 0.156(12) Uani 0.50 1 d PD . . H23C H 0.0304 0.2759 0.1841 0.187 Uiso 0.50 1 calc PR . . H23D H 0.0769 0.3787 0.1886 0.187 Uiso 0.50 1 calc PR . . C24 C -0.0125(7) 0.2835(14) 0.0768(10) 0.087(6) Uani 0.50 1 d PD . . H24A H -0.0469 0.3203 0.1013 0.105 Uiso 0.50 1 calc PR . . H24B H -0.0337 0.2466 0.0386 0.105 Uiso 0.50 1 calc PR . . C24A C 0.0125(11) 0.3771(18) 0.1162(11) 0.128(10) Uani 0.50 1 d PD . . H24C H 0.0160 0.4520 0.1211 0.154 Uiso 0.50 1 calc PR . . H24D H -0.0337 0.3569 0.1231 0.154 Uiso 0.50 1 calc PR . . 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 0.03634(16) 0.03053(15) 0.02394(14) 0.00071(14) 0.00338(9) -0.00040(16) P1 0.0437(8) 0.0297(7) 0.0298(7) -0.0016(6) 0.0031(6) 0.0025(6) P2 0.0474(9) 0.0375(7) 0.0252(7) 0.0036(6) 0.0070(6) 0.0010(7) N1 0.051(3) 0.044(3) 0.044(3) 0.002(2) -0.002(2) 0.009(2) N2 0.071(4) 0.044(3) 0.047(3) 0.011(2) -0.001(3) 0.009(3) N3 0.077(4) 0.044(3) 0.035(3) 0.006(2) -0.002(2) 0.010(3) C1 0.039(3) 0.030(3) 0.037(3) 0.012(2) -0.006(2) 0.006(2) C2 0.056(4) 0.037(3) 0.025(3) 0.004(2) 0.001(2) 0.005(3) C3 0.046(3) 0.037(3) 0.031(3) 0.001(2) 0.003(2) 0.003(2) C4 0.049(4) 0.060(4) 0.041(3) -0.001(3) 0.002(3) 0.001(3) C5 0.044(4) 0.094(5) 0.062(4) -0.003(4) 0.006(3) -0.007(3) C6 0.058(5) 0.105(6) 0.061(4) -0.002(4) 0.028(4) -0.001(4) C7 0.070(5) 0.089(5) 0.040(4) -0.005(3) 0.016(3) 0.010(4) C8 0.055(4) 0.052(4) 0.039(3) -0.001(3) 0.005(3) 0.005(3) C9 0.051(4) 0.033(3) 0.033(3) -0.002(2) 0.006(2) -0.004(3) C10 0.068(4) 0.042(3) 0.049(4) -0.007(3) 0.006(3) -0.003(3) C11 0.091(6) 0.046(4) 0.061(4) -0.004(3) 0.015(4) -0.015(4) C12 0.099(6) 0.062(5) 0.058(4) -0.014(3) 0.007(4) -0.039(4) C13 0.052(4) 0.093(6) 0.056(4) 0.000(4) -0.007(3) -0.020(4) C14 0.055(4) 0.050(4) 0.048(4) -0.004(3) -0.002(3) -0.014(3) C15 0.053(4) 0.049(4) 0.047(3) 0.000(3) 0.015(3) -0.009(3) C16 0.048(4) 0.082(5) 0.070(4) 0.006(4) 0.006(3) -0.010(4) C17 0.094(6) 0.084(5) 0.057(4) 0.018(4) 0.027(4) -0.019(4) C18 0.067(4) 0.037(3) 0.039(3) -0.001(2) -0.003(3) -0.001(3) C19 0.105(6) 0.070(5) 0.037(3) -0.010(3) 0.007(3) -0.008(4) C20 0.070(5) 0.065(5) 0.064(4) -0.001(3) -0.014(3) -0.004(3) O1 0.195(13) 0.287(16) 0.34(2) 0.119(14) -0.006(12) 0.063(12) C21 0.23(2) 0.48(3) 0.24(2) 0.19(2) 0.089(16) 0.25(2) C22 0.25(2) 0.160(14) 0.25(2) 0.058(13) -0.046(17) 0.090(13) C23 0.069(14) 0.17(3) 0.31(4) 0.15(3) -0.036(19) 0.013(15) C23A 0.22(3) 0.14(2) 0.108(16) -0.035(14) -0.106(18) 0.08(2) C24 0.033(8) 0.112(15) 0.117(14) 0.045(11) -0.006(8) -0.024(8) C24A 0.105(18) 0.101(16) 0.18(3) 0.000(17) 0.068(19) 0.031(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pt1 P1 2.3410(13) . ? Pt1 P1 2.3411(13) 7_565 ? Pt1 P2 2.3587(13) . ? Pt1 P2 2.3588(13) 7_565 ? P1 C1 1.776(5) . ? P1 C3 1.807(5) . ? P1 C9 1.812(5) . ? P2 C2 1.795(5) . ? P2 C15 1.834(5) . ? P2 C18 1.846(6) . ? N1 N2 1.347(6) . ? N1 C1 1.352(6) . ? N2 N3 1.343(6) . ? N3 C2 1.351(6) . ? C1 C2 1.363(6) . ? C3 C8 1.382(7) . ? C3 C4 1.389(7) . ? C4 C5 1.389(7) . ? C4 H4 0.9300 . ? C5 C6 1.386(8) . ? C5 H5 0.9300 . ? C6 C7 1.361(9) . ? C6 H6 0.9300 . ? C7 C8 1.389(7) . ? C7 H7 0.9300 . ? C8 H8 0.9300 . ? C9 C14 1.383(8) . ? C9 C10 1.398(7) . ? C10 C11 1.381(8) . ? C10 H10 0.9300 . ? C11 C12 1.359(9) . ? C11 H11 0.9300 . ? C12 C13 1.392(9) . ? C12 H12 0.9300 . ? C13 C14 1.381(8) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? C15 C16 1.529(8) . ? C15 C17 1.535(7) . ? C15 H15 0.9800 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 C19 1.522(7) . ? C18 C20 1.531(8) . ? C18 H18 0.9800 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? O1 C24 1.288(13) . ? O1 C24A 1.318(15) . ? O1 C21 1.398(13) . ? C21 C22 1.310(13) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 C23 1.261(15) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C24 1.284(15) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C23A C24A 1.248(15) . ? C23A H23C 0.9700 . ? C23A H23D 0.9700 . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C24A H24C 0.9700 . ? C24A H24D 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag P1 Pt1 P1 180.0 . 7_565 ? P1 Pt1 P2 85.85(5) . . ? P1 Pt1 P2 94.16(5) 7_565 . ? P1 Pt1 P2 94.16(5) . 7_565 ? P1 Pt1 P2 85.84(5) 7_565 7_565 ? P2 Pt1 P2 179.999(2) . 7_565 ? C1 P1 C3 106.8(2) . . ? C1 P1 C9 105.6(2) . . ? C3 P1 C9 104.7(2) . . ? C1 P1 Pt1 104.08(17) . . ? C3 P1 Pt1 115.76(17) . . ? C9 P1 Pt1 118.87(18) . . ? C2 P2 C15 108.2(2) . . ? C2 P2 C18 105.8(3) . . ? C15 P2 C18 109.1(3) . . ? C2 P2 Pt1 104.35(16) . . ? C15 P2 Pt1 114.19(19) . . ? C18 P2 Pt1 114.62(18) . . ? N2 N1 C1 105.6(4) . . ? N3 N2 N1 111.6(4) . . ? N2 N3 C2 105.5(4) . . ? N1 C1 C2 108.3(4) . . ? N1 C1 P1 129.9(4) . . ? C2 C1 P1 121.4(4) . . ? N3 C2 C1 108.8(4) . . ? N3 C2 P2 130.8(4) . . ? C1 C2 P2 120.2(4) . . ? C8 C3 C4 118.8(5) . . ? C8 C3 P1 122.6(4) . . ? C4 C3 P1 118.5(4) . . ? C3 C4 C5 121.0(5) . . ? C3 C4 H4 119.5 . . ? C5 C4 H4 119.5 . . ? C6 C5 C4 119.1(6) . . ? C6 C5 H5 120.4 . . ? C4 C5 H5 120.4 . . ? C7 C6 C5 120.2(6) . . ? C7 C6 H6 119.9 . . ? C5 C6 H6 119.9 . . ? C6 C7 C8 120.8(6) . . ? C6 C7 H7 119.6 . . ? C8 C7 H7 119.6 . . ? C3 C8 C7 120.0(6) . . ? C3 C8 H8 120.0 . . ? C7 C8 H8 120.0 . . ? C14 C9 C10 118.7(5) . . ? C14 C9 P1 123.0(4) . . ? C10 C9 P1 118.1(4) . . ? C11 C10 C9 120.8(6) . . ? C11 C10 H10 119.6 . . ? C9 C10 H10 119.6 . . ? C12 C11 C10 119.1(7) . . ? C12 C11 H11 120.5 . . ? C10 C11 H11 120.5 . . ? C11 C12 C13 121.9(6) . . ? C11 C12 H12 119.0 . . ? C13 C12 H12 119.0 . . ? C14 C13 C12 118.5(6) . . ? C14 C13 H13 120.7 . . ? C12 C13 H13 120.7 . . ? C9 C14 C13 120.9(6) . . ? C9 C14 H14 119.5 . . ? C13 C14 H14 119.5 . . ? C16 C15 C17 109.7(5) . . ? C16 C15 P2 110.6(4) . . ? C17 C15 P2 114.3(4) . . ? C16 C15 H15 107.3 . . ? C17 C15 H15 107.3 . . ? P2 C15 H15 107.3 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C19 C18 C20 111.3(5) . . ? C19 C18 P2 115.6(4) . . ? C20 C18 P2 108.8(4) . . ? C19 C18 H18 106.9 . . ? C20 C18 H18 106.9 . . ? P2 C18 H18 106.9 . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C18 C20 H20A 109.5 . . ? C18 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C18 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C24 O1 C21 100.1(15) . . ? C24A O1 C21 99.4(16) . . ? C22 C21 O1 111.0(13) . . ? C22 C21 H21A 109.4 . . ? O1 C21 H21A 109.4 . . ? C23 C21 H21A 111.0 . . ? C22 C21 H21B 109.4 . . ? O1 C21 H21B 109.4 . . ? H21A C21 H21B 108.0 . . ? C23 C22 C21 99.9(16) . . ? C23 C22 H22A 111.8 . . ? C21 C22 H22A 111.8 . . ? C23 C22 H22B 111.8 . . ? C21 C22 H22B 111.8 . . ? H22A C22 H22B 109.5 . . ? C22 C23 C24 115.6(17) . . ? C22 C23 H23A 108.4 . . ? C24 C23 H23A 108.4 . . ? C22 C23 H23B 108.4 . . ? C24 C23 H23B 108.4 . . ? H23A C23 H23B 107.4 . . ? C24A C23A H23D 115.6 . . ? H23C C23A H23D 112.6 . . ? C23 C24 O1 108.1(14) . . ? C23 C24 H24A 110.1 . . ? O1 C24 H24A 110.1 . . ? C23 C24 H24B 110.1 . . ? O1 C24 H24B 110.1 . . ? H24A C24 H24B 108.4 . . ? C23A C24A O1 107.6(18) . . ? C23A C24A H24C 110.2 . . ? O1 C24A H24C 110.2 . . ? C23A C24A H24D 110.2 . . ? O1 C24A H24D 110.2 . . ? H24C C24A H24D 108.5 . . ? loop_ # start Validation Reply Form _vrf_PLAT413_Gandelman-72 ; PROBLEM: Short Inter XH3 . XHn H20A .. H24A ..1.79 Ang. RESPONSE: Diordered THF-molecule ; # end Validation Reply Form _diffrn_measured_fraction_theta_max 0.972 _diffrn_reflns_theta_full 25.92 _diffrn_measured_fraction_theta_full 0.972 _refine_diff_density_max 0.638 _refine_diff_density_min -0.855 _refine_diff_density_rms 0.101 data_Compound-18 _database_code_depnum_ccdc_archive 'CCDC 767178' #TrackingRef 'CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common Gandelman-73 _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H27 Cl2 N3 P2 Pt' _chemical_formula_weight 649.39 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 39.7180(10) _cell_length_b 7.7810(10) _cell_length_c 16.8610(10) _cell_angle_alpha 90.000(10) _cell_angle_beta 111.897(10) _cell_angle_gamma 90.000(10) _cell_volume 4834.9(7) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 16953 _cell_measurement_theta_min 2.21 _cell_measurement_theta_max 25.05 _exptl_crystal_description cubic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.784 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2528 _exptl_absorpt_coefficient_mu 6.171 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.447 _exptl_absorpt_correction_T_max 0.610 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method 'phi- and omega-scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16953 _diffrn_reflns_av_R_equivalents 0.1059 _diffrn_reflns_av_sigmaI/netI 0.0845 _diffrn_reflns_limit_h_min -47 _diffrn_reflns_limit_h_max 46 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.21 _diffrn_reflns_theta_max 25.05 _reflns_number_total 4264 _reflns_number_gt 2771 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius, 2006)' _computing_cell_refinement 'DENZO HKL2000 (Otwinowski & Minor 1997)' _computing_data_reduction 'DENZO HKL2000 (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'TEXSAN (MSC, 1999)' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1488P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4264 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1109 _refine_ls_R_factor_gt 0.0732 _refine_ls_wR_factor_ref 0.2004 _refine_ls_wR_factor_gt 0.1812 _refine_ls_goodness_of_fit_ref 0.887 _refine_ls_restrained_S_all 0.887 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pt1 Pt 0.111669(13) -0.00833(5) 0.55201(3) 0.0351(2) Uani 1 1 d . . . P1 P 0.15340(9) 0.0784(4) 0.50227(19) 0.0340(7) Uani 1 1 d . . . P2 P 0.06813(9) 0.0960(4) 0.4350(2) 0.0362(8) Uani 1 1 d . . . Cl1 Cl 0.15769(10) -0.1196(5) 0.6742(2) 0.0515(9) Uani 1 1 d . . . Cl2 Cl 0.06786(11) -0.0931(6) 0.6060(3) 0.0691(12) Uani 1 1 d . . . N1 N 0.1413(3) 0.3122(12) 0.3637(6) 0.039(3) Uani 1 1 d . . . N2 N 0.1107(3) 0.3726(14) 0.3054(6) 0.042(3) Uani 1 1 d . . . N3 N 0.0801(3) 0.3253(13) 0.3142(6) 0.039(3) Uani 1 1 d . . . C1 C 0.1291(3) 0.2165(14) 0.4123(7) 0.030(3) Uani 1 1 d . . . C2 C 0.0920(3) 0.2235(14) 0.3826(6) 0.031(3) Uani 1 1 d . . . C3 C 0.1893(3) 0.2106(15) 0.5756(7) 0.034(3) Uani 1 1 d . . . C4 C 0.1812(4) 0.3385(18) 0.6219(8) 0.054(4) Uani 1 1 d . . . H4 H 0.1570 0.3539 0.6145 0.065 Uiso 1 1 calc R . . C5 C 0.2059(5) 0.4431(19) 0.6772(8) 0.052(4) Uani 1 1 d . . . H5 H 0.1991 0.5315 0.7051 0.063 Uiso 1 1 calc R . . C6 C 0.2419(5) 0.4137(19) 0.6906(9) 0.065(5) Uani 1 1 d . . . H6 H 0.2597 0.4798 0.7305 0.078 Uiso 1 1 calc R . . C7 C 0.2521(4) 0.2845(19) 0.6446(10) 0.064(4) Uani 1 1 d . . . H7 H 0.2763 0.2667 0.6528 0.076 Uiso 1 1 calc R . . C8 C 0.2252(4) 0.1871(17) 0.5879(10) 0.059(4) Uani 1 1 d . . . H8 H 0.2314 0.1026 0.5567 0.071 Uiso 1 1 calc R . . C9 C 0.1744(4) -0.0865(16) 0.4595(8) 0.040(3) Uani 1 1 d . . . C10 C 0.1751(4) -0.0719(17) 0.3796(9) 0.052(4) Uani 1 1 d . . . H10 H 0.1663 0.0269 0.3476 0.062 Uiso 1 1 calc R . . C11 C 0.1893(4) -0.2060(18) 0.3457(9) 0.059(4) Uani 1 1 d . . . H11 H 0.1885 -0.2014 0.2899 0.071 Uiso 1 1 calc R . . C12 C 0.2040(4) -0.3405(16) 0.3960(10) 0.058(4) Uani 1 1 d . . . H12 H 0.2153 -0.4252 0.3759 0.070 Uiso 1 1 calc R . . C13 C 0.2032(5) -0.3586(17) 0.4749(10) 0.066(5) Uani 1 1 d . . . H13 H 0.2121 -0.4577 0.5067 0.079 Uiso 1 1 calc R . . C14 C 0.1891(5) -0.2298(17) 0.5068(10) 0.063(5) Uani 1 1 d . . . H14 H 0.1894 -0.2388 0.5621 0.075 Uiso 1 1 calc R . . C15 C 0.0352(3) 0.2388(16) 0.4530(8) 0.037(3) Uani 1 1 d . . . H15 H 0.0211 0.1681 0.4775 0.045 Uiso 1 1 calc R . . C16 C 0.0544(5) 0.371(2) 0.5188(10) 0.073(5) Uani 1 1 d . . . H16A H 0.0705 0.3155 0.5694 0.110 Uiso 1 1 calc R . . H16B H 0.0369 0.4376 0.5324 0.110 Uiso 1 1 calc R . . H16C H 0.0680 0.4460 0.4966 0.110 Uiso 1 1 calc R . . C17 C 0.0082(4) 0.3148(18) 0.3701(8) 0.049(4) Uani 1 1 d . . . H17A H -0.0034 0.2236 0.3312 0.074 Uiso 1 1 calc R . . H17B H 0.0209 0.3879 0.3446 0.074 Uiso 1 1 calc R . . H17C H -0.0097 0.3808 0.3823 0.074 Uiso 1 1 calc R . . C18 C 0.0433(4) -0.0597(18) 0.3535(9) 0.045(3) Uani 1 1 d . . . H18 H 0.0296 0.0022 0.3007 0.053 Uiso 1 1 calc R . . C19 C 0.0706(4) -0.1795(19) 0.3364(10) 0.061(4) Uani 1 1 d . . . H19A H 0.0868 -0.1126 0.3184 0.092 Uiso 1 1 calc R . . H19B H 0.0578 -0.2601 0.2924 0.092 Uiso 1 1 calc R . . H19C H 0.0843 -0.2406 0.3878 0.092 Uiso 1 1 calc R . . C20 C 0.0165(4) -0.1648(18) 0.3809(10) 0.059(4) Uani 1 1 d . . . H20A H -0.0006 -0.0885 0.3908 0.088 Uiso 1 1 calc R . . H20B H 0.0296 -0.2266 0.4325 0.088 Uiso 1 1 calc R . . H20C H 0.0036 -0.2447 0.3365 0.088 Uiso 1 1 calc R . . C21 C 0.1110(5) 0.4792(16) 0.2350(10) 0.059(4) Uani 1 1 d . . . H21A H 0.1357 0.4992 0.2405 0.088 Uiso 1 1 calc R . . H21B H 0.0995 0.5871 0.2360 0.088 Uiso 1 1 calc R . . H21C H 0.0982 0.4218 0.1818 0.088 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 0.0486(4) 0.0323(3) 0.0272(3) 0.00404(19) 0.0172(2) 0.0012(2) P1 0.047(2) 0.0294(17) 0.0285(17) -0.0007(13) 0.0171(14) -0.0021(15) P2 0.045(2) 0.0340(18) 0.0311(18) -0.0002(13) 0.0154(15) 0.0045(15) Cl1 0.066(2) 0.056(2) 0.0299(17) 0.0129(15) 0.0151(15) 0.0057(18) Cl2 0.065(3) 0.087(3) 0.068(3) 0.034(2) 0.041(2) 0.007(2) N1 0.053(7) 0.024(5) 0.037(6) 0.006(4) 0.013(5) -0.002(5) N2 0.070(8) 0.037(6) 0.024(6) 0.007(4) 0.023(6) 0.004(5) N3 0.052(7) 0.037(6) 0.030(6) 0.003(4) 0.017(5) 0.010(5) C1 0.044(8) 0.027(6) 0.021(6) 0.008(5) 0.013(5) 0.001(5) C2 0.060(9) 0.027(6) 0.009(6) 0.000(4) 0.017(5) 0.004(6) C3 0.045(8) 0.033(7) 0.024(7) 0.001(5) 0.012(6) 0.001(6) C4 0.070(10) 0.058(10) 0.037(8) 0.000(7) 0.023(7) 0.005(8) C5 0.071(11) 0.047(8) 0.032(8) -0.008(6) 0.012(7) -0.025(8) C6 0.089(13) 0.042(9) 0.045(9) -0.005(7) 0.005(8) -0.018(9) C7 0.058(10) 0.047(9) 0.074(11) 0.005(8) 0.011(8) 0.004(8) C8 0.064(11) 0.028(7) 0.066(10) 0.003(7) 0.004(8) -0.011(7) C9 0.055(9) 0.035(7) 0.035(7) -0.004(5) 0.023(6) 0.000(6) C10 0.082(11) 0.024(7) 0.055(9) 0.000(6) 0.031(8) 0.014(7) C11 0.099(13) 0.048(9) 0.041(9) 0.001(7) 0.037(8) 0.020(8) C12 0.090(12) 0.028(7) 0.068(10) 0.007(7) 0.044(9) 0.027(7) C13 0.134(15) 0.023(7) 0.055(9) 0.014(6) 0.051(10) 0.025(8) C14 0.113(14) 0.035(8) 0.057(10) 0.019(7) 0.053(10) 0.029(8) C15 0.047(8) 0.038(7) 0.035(7) 0.001(5) 0.026(6) 0.012(6) C16 0.087(13) 0.070(11) 0.056(10) -0.018(8) 0.019(9) 0.020(10) C17 0.058(9) 0.054(9) 0.038(8) 0.003(6) 0.019(7) 0.015(7) C18 0.052(9) 0.040(7) 0.040(8) -0.009(6) 0.016(6) 0.004(6) C19 0.066(11) 0.056(10) 0.062(10) -0.018(8) 0.024(8) 0.009(8) C20 0.057(10) 0.044(9) 0.069(10) 0.007(7) 0.016(8) -0.017(7) C21 0.092(13) 0.043(9) 0.048(10) 0.023(6) 0.034(9) 0.001(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pt1 P1 2.223(3) . ? Pt1 P2 2.236(3) . ? Pt1 Cl2 2.340(4) . ? Pt1 Cl1 2.351(3) . ? P1 C1 1.815(11) . ? P1 C9 1.819(13) . ? P1 C3 1.817(12) . ? P2 C2 1.812(12) . ? P2 C15 1.826(11) . ? P2 C18 1.821(13) . ? N1 C1 1.326(14) . ? N1 N2 1.332(13) . ? N2 N3 1.328(14) . ? N2 C21 1.454(16) . ? N3 C2 1.333(14) . ? C1 C2 1.369(16) . ? C3 C4 1.375(17) . ? C3 C8 1.376(19) . ? C4 C5 1.347(18) . ? C4 H4 0.9300 . ? C5 C6 1.38(2) . ? C5 H5 0.9300 . ? C6 C7 1.42(2) . ? C6 H6 0.9300 . ? C7 C8 1.366(19) . ? C7 H7 0.9300 . ? C8 H8 0.9300 . ? C9 C10 1.363(18) . ? C9 C14 1.369(17) . ? C10 C11 1.406(17) . ? C10 H10 0.9300 . ? C11 C12 1.337(18) . ? C11 H11 0.9300 . ? C12 C13 1.350(19) . ? C12 H12 0.9300 . ? C13 C14 1.353(19) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? C15 C16 1.498(19) . ? C15 C17 1.527(16) . ? C15 H15 0.9800 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 C20 1.545(19) . ? C18 C19 1.538(18) . ? C18 H18 0.9800 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag P1 Pt1 P2 89.81(12) . . ? P1 Pt1 Cl2 178.60(14) . . ? P2 Pt1 Cl2 90.19(13) . . ? P1 Pt1 Cl1 89.83(12) . . ? P2 Pt1 Cl1 179.42(12) . . ? Cl2 Pt1 Cl1 90.18(13) . . ? C1 P1 C9 105.4(6) . . ? C1 P1 C3 105.7(6) . . ? C9 P1 C3 108.0(6) . . ? C1 P1 Pt1 104.8(4) . . ? C9 P1 Pt1 116.9(4) . . ? C3 P1 Pt1 114.9(4) . . ? C2 P2 C15 106.6(6) . . ? C2 P2 C18 103.4(6) . . ? C15 P2 C18 108.0(6) . . ? C2 P2 Pt1 104.8(4) . . ? C15 P2 Pt1 116.1(4) . . ? C18 P2 Pt1 116.6(5) . . ? C1 N1 N2 102.1(10) . . ? N3 N2 N1 116.2(10) . . ? N3 N2 C21 122.5(12) . . ? N1 N2 C21 121.3(12) . . ? N2 N3 C2 102.6(10) . . ? N1 C1 C2 110.1(10) . . ? N1 C1 P1 130.2(10) . . ? C2 C1 P1 119.6(8) . . ? N3 C2 C1 109.0(11) . . ? N3 C2 P2 131.8(10) . . ? C1 C2 P2 119.2(8) . . ? C4 C3 C8 117.4(13) . . ? C4 C3 P1 120.4(11) . . ? C8 C3 P1 122.2(10) . . ? C3 C4 C5 124.4(16) . . ? C3 C4 H4 117.8 . . ? C5 C4 H4 117.8 . . ? C6 C5 C4 117.2(16) . . ? C6 C5 H5 121.4 . . ? C4 C5 H5 121.4 . . ? C5 C6 C7 121.2(14) . . ? C5 C6 H6 119.4 . . ? C7 C6 H6 119.4 . . ? C8 C7 C6 117.9(16) . . ? C8 C7 H7 121.1 . . ? C6 C7 H7 121.1 . . ? C7 C8 C3 121.8(15) . . ? C7 C8 H8 119.1 . . ? C3 C8 H8 119.1 . . ? C10 C9 C14 118.8(12) . . ? C10 C9 P1 121.0(10) . . ? C14 C9 P1 120.2(10) . . ? C9 C10 C11 120.1(13) . . ? C9 C10 H10 120.0 . . ? C11 C10 H10 120.0 . . ? C12 C11 C10 118.0(13) . . ? C12 C11 H11 121.0 . . ? C10 C11 H11 121.0 . . ? C11 C12 C13 122.8(13) . . ? C11 C12 H12 118.6 . . ? C13 C12 H12 118.6 . . ? C14 C13 C12 118.7(13) . . ? C14 C13 H13 120.6 . . ? C12 C13 H13 120.6 . . ? C13 C14 C9 121.4(13) . . ? C13 C14 H14 119.3 . . ? C9 C14 H14 119.3 . . ? C16 C15 C17 113.6(11) . . ? C16 C15 P2 110.1(10) . . ? C17 C15 P2 112.6(8) . . ? C16 C15 H15 106.7 . . ? C17 C15 H15 106.7 . . ? P2 C15 H15 106.7 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C20 C18 C19 110.4(12) . . ? C20 C18 P2 111.5(10) . . ? C19 C18 P2 108.8(10) . . ? C20 C18 H18 108.7 . . ? C19 C18 H18 108.7 . . ? P2 C18 H18 108.7 . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C18 C20 H20A 109.5 . . ? C18 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C18 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N2 C21 H21A 109.5 . . ? N2 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? N2 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.05 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 4.878 _refine_diff_density_min -1.803 _refine_diff_density_rms 0.278