Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name P.Pringle _publ_contact_author_address ; School of Chemistry University of Bristol Cantock's Close BRISTOL BS8 1TS UNITED KINGDOM ; _publ_contact_author_email PAUL.PRINGLE@BRIS.AC.UK _publ_section_title ; Bulky 4-phosphacyclohexanones: diastereoselective complexations, orthometallations and unprecedented [3.1.1]metallabicycles. ; loop_ _publ_author_name 'P. Pringle' 'Ruth Doherty' 'Mairi F. Haddow' 'Zoe A. Harrison' 'A. Orpen' 'Alex Turner' ; R.L.Wingad ; data_1_rd20sad _database_code_depnum_ccdc_archive 'CCDC 609145' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H42 Cl2 O2 P2 Pd' _chemical_formula_sum 'C30 H42 Cl2 O2 P2 Pd' _chemical_formula_weight 673.88 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.3599(15) _cell_length_b 14.735(3) _cell_length_c 12.580(2) _cell_angle_alpha 90.00 _cell_angle_beta 96.482(4) _cell_angle_gamma 90.00 _cell_volume 1539.8(5) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4602 _cell_measurement_theta_min 2.765 _cell_measurement_theta_max 27.437 _exptl_crystal_description cuboid _exptl_crystal_colour orange _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.453 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 696 _exptl_absorpt_coefficient_mu 0.906 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.674116 _exptl_absorpt_correction_T_max 0.830000 _exptl_absorpt_process_details 'SADABS V2.10' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.2 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 9856 _diffrn_reflns_av_R_equivalents 0.0346 _diffrn_reflns_av_sigmaI/netI 0.0423 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.14 _diffrn_reflns_theta_max 27.44 _reflns_number_total 3505 _reflns_number_gt 2803 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART V5.054 (Bruker, 1998)' _computing_cell_refinement 'Bruker SMART V5.054 (Bruker, 1998)' _computing_data_reduction 'Bruker SAINT V6.02 (Bruker, 1999)' _computing_structure_solution 'SHELXS V6.12 (Bruker 2001)' _computing_structure_refinement 'SHELXL V6.12 (Bruker 2001)' _computing_molecular_graphics 'Bruker SHELXTL V6.14 (Bruker AXS, 2003)' _computing_publication_material 'Bruker SHELXTL V6.14 (Bruker AXS, 2003)' _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^)+(0.0279P)^2^+0.3354P] 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 3505 _refine_ls_number_parameters 173 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0429 _refine_ls_R_factor_gt 0.0283 _refine_ls_wR_factor_ref 0.0657 _refine_ls_wR_factor_gt 0.0616 _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_restrained_S_all 1.020 _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 Pd1 Pd 0.5000 0.0000 1.0000 0.01803(7) Uani 1 2 d S . . P1 P 0.56442(7) 0.09584(4) 0.85911(4) 0.01786(13) Uani 1 1 d . . . O1 O 0.2890(2) 0.05700(13) 0.53909(14) 0.0434(5) Uani 1 1 d . . . Cl1 Cl 0.52230(8) 0.12842(4) 1.10540(4) 0.02963(14) Uani 1 1 d . . . C1 C 0.6442(3) 0.04746(15) 0.73710(17) 0.0217(5) Uani 1 1 d . . . C2 C 0.5006(3) 0.00601(15) 0.66640(17) 0.0247(5) Uani 1 1 d . . . H2A H 0.5418 -0.0256 0.6056 0.030 Uiso 1 1 calc R . . H2B H 0.4497 -0.0402 0.7088 0.030 Uiso 1 1 calc R . . C3 C 0.3727(3) 0.07284(16) 0.62229(18) 0.0277(5) Uani 1 1 d . . . C4 C 0.3475(3) 0.15872(15) 0.68459(18) 0.0265(5) Uani 1 1 d . . . H4A H 0.2386 0.1824 0.6608 0.032 Uiso 1 1 calc R . . H4B H 0.4262 0.2047 0.6660 0.032 Uiso 1 1 calc R . . C5 C 0.3644(3) 0.14859(14) 0.80699(17) 0.0213(5) Uani 1 1 d . . . C6 C 0.7716(3) -0.02540(16) 0.7722(2) 0.0288(5) Uani 1 1 d . . . H6A H 0.7217 -0.0745 0.8093 0.043 Uiso 1 1 calc R . . H6B H 0.8587 0.0018 0.8205 0.043 Uiso 1 1 calc R . . H6C H 0.8154 -0.0498 0.7090 0.043 Uiso 1 1 calc R . . C7 C 0.7296(3) 0.11756(16) 0.67118(18) 0.0298(5) Uani 1 1 d . . . H7A H 0.7586 0.0888 0.6058 0.045 Uiso 1 1 calc R . . H7B H 0.8272 0.1396 0.7138 0.045 Uiso 1 1 calc R . . H7C H 0.6570 0.1687 0.6522 0.045 Uiso 1 1 calc R . . C8 C 0.2297(3) 0.08429(16) 0.8349(2) 0.0311(6) Uani 1 1 d . . . H8A H 0.2318 0.0803 0.9128 0.047 Uiso 1 1 calc R . . H8B H 0.2465 0.0238 0.8057 0.047 Uiso 1 1 calc R . . H8C H 0.1251 0.1079 0.8040 0.047 Uiso 1 1 calc R . . C9 C 0.3378(3) 0.24058(15) 0.85883(19) 0.0297(5) Uani 1 1 d . . . H9A H 0.4100 0.2857 0.8327 0.044 Uiso 1 1 calc R . . H9B H 0.3605 0.2352 0.9367 0.044 Uiso 1 1 calc R . . H9C H 0.2258 0.2596 0.8403 0.044 Uiso 1 1 calc R . . C10 C 0.7170(3) 0.18134(14) 0.90238(17) 0.0206(5) Uani 1 1 d . . . C11 C 0.7272(3) 0.26512(15) 0.85341(19) 0.0269(5) Uani 1 1 d . . . H11 H 0.6480 0.2820 0.7967 0.032 Uiso 1 1 calc R . . C12 C 0.8521(3) 0.32475(16) 0.8863(2) 0.0314(6) Uani 1 1 d . . . H12 H 0.8566 0.3824 0.8530 0.038 Uiso 1 1 calc R . . C13 C 0.9692(3) 0.30040(17) 0.9671(2) 0.0333(6) Uani 1 1 d . . . H13 H 1.0544 0.3412 0.9897 0.040 Uiso 1 1 calc R . . C14 C 0.9625(3) 0.21668(18) 1.0153(2) 0.0338(6) Uani 1 1 d . . . H14 H 1.0443 0.1995 1.0702 0.041 Uiso 1 1 calc R . . C15 C 0.8365(3) 0.15701(15) 0.98391(18) 0.0264(5) Uani 1 1 d . . . H15 H 0.8319 0.0997 1.0181 0.032 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 Pd1 0.02551(13) 0.01409(12) 0.01461(12) -0.00039(9) 0.00283(9) -0.00117(10) P1 0.0214(3) 0.0161(3) 0.0159(3) 0.0006(2) 0.0013(2) -0.0007(2) O1 0.0422(12) 0.0558(13) 0.0286(10) -0.0102(9) -0.0112(8) 0.0115(9) Cl1 0.0490(4) 0.0188(3) 0.0226(3) -0.0047(2) 0.0105(3) -0.0067(2) C1 0.0245(12) 0.0223(12) 0.0191(11) -0.0012(9) 0.0058(9) 0.0009(9) C2 0.0303(12) 0.0236(12) 0.0201(11) -0.0026(9) 0.0023(9) 0.0016(10) C3 0.0301(13) 0.0313(13) 0.0215(12) 0.0018(10) 0.0021(10) -0.0012(10) C4 0.0293(13) 0.0235(12) 0.0254(12) 0.0045(9) -0.0026(10) 0.0037(9) C5 0.0217(12) 0.0189(11) 0.0230(12) 0.0023(9) 0.0014(9) 0.0015(8) C6 0.0257(13) 0.0280(13) 0.0332(13) -0.0026(10) 0.0063(11) 0.0028(9) C7 0.0365(14) 0.0307(13) 0.0241(12) -0.0001(10) 0.0116(11) -0.0046(10) C8 0.0212(12) 0.0326(14) 0.0395(15) 0.0052(11) 0.0032(11) -0.0005(10) C9 0.0310(13) 0.0242(12) 0.0341(14) -0.0027(10) 0.0050(11) 0.0056(10) C10 0.0217(12) 0.0210(11) 0.0195(11) -0.0026(9) 0.0037(9) -0.0036(9) C11 0.0279(13) 0.0236(12) 0.0286(13) 0.0021(10) 0.0007(10) -0.0026(10) C12 0.0317(14) 0.0222(12) 0.0415(15) -0.0010(11) 0.0094(12) -0.0086(10) C13 0.0258(13) 0.0334(14) 0.0413(15) -0.0120(11) 0.0067(11) -0.0104(10) C14 0.0242(13) 0.0441(16) 0.0314(14) -0.0055(12) -0.0040(10) -0.0035(10) C15 0.0272(13) 0.0254(12) 0.0265(12) 0.0012(10) 0.0021(10) 0.0003(9) _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 Pd1 Cl1 2.3060(6) . yes Pd1 Cl1 2.3060(6) 3_657 ? Pd1 P1 2.3751(6) . yes Pd1 P1 2.3751(6) 3_657 ? P1 C10 1.831(2) . yes P1 C1 1.882(2) . yes P1 C5 1.893(2) . yes O1 C3 1.214(3) . ? C1 C2 1.538(3) . ? C1 C6 1.541(3) . ? C1 C7 1.548(3) . ? C2 C3 1.512(3) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.516(3) . ? C4 C5 1.538(3) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C9 1.531(3) . ? C5 C8 1.543(3) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.387(3) . ? C10 C15 1.395(3) . ? C11 C12 1.391(3) . ? C11 H11 0.9500 . ? C12 C13 1.377(3) . ? C12 H12 0.9500 . ? C13 C14 1.378(4) . ? C13 H13 0.9500 . ? C14 C15 1.394(3) . ? C14 H14 0.9500 . ? C15 H15 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 Cl1 Pd1 Cl1 180.0 . 3_657 ? Cl1 Pd1 P1 86.03(2) . . ? Cl1 Pd1 P1 93.97(2) 3_657 . ? Cl1 Pd1 P1 93.97(2) . 3_657 ? Cl1 Pd1 P1 86.03(2) 3_657 3_657 ? P1 Pd1 P1 180.0 . 3_657 ? C10 P1 C1 101.76(10) . . yes C10 P1 C5 112.27(10) . . yes C1 P1 C5 104.69(10) . . yes C10 P1 Pd1 113.34(7) . . ? C1 P1 Pd1 120.98(7) . . ? C5 P1 Pd1 103.70(7) . . ? C2 C1 C6 110.98(18) . . ? C2 C1 C7 109.41(18) . . ? C6 C1 C7 105.82(19) . . ? C2 C1 P1 107.25(15) . . ? C6 C1 P1 109.12(15) . . ? C7 C1 P1 114.30(15) . . ? C3 C2 C1 115.28(18) . . ? C3 C2 H2A 108.5 . . ? C1 C2 H2A 108.5 . . ? C3 C2 H2B 108.5 . . ? C1 C2 H2B 108.5 . . ? H2A C2 H2B 107.5 . . ? O1 C3 C2 120.4(2) . . ? O1 C3 C4 120.4(2) . . ? C2 C3 C4 119.18(19) . . ? C3 C4 C5 115.75(18) . . ? C3 C4 H4A 108.3 . . ? C5 C4 H4A 108.3 . . ? C3 C4 H4B 108.3 . . ? C5 C4 H4B 108.3 . . ? H4A C4 H4B 107.4 . . ? C9 C5 C4 109.83(18) . . ? C9 C5 C8 107.55(19) . . ? C4 C5 C8 107.52(18) . . ? C9 C5 P1 112.41(15) . . ? C4 C5 P1 111.36(15) . . ? C8 C5 P1 107.95(15) . . ? C1 C6 H6A 109.5 . . ? C1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C1 C7 H7A 109.5 . . ? C1 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C1 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C5 C8 H8A 109.5 . . ? C5 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C5 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C5 C9 H9A 109.5 . . ? C5 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C5 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C11 C10 C15 118.7(2) . . ? C11 C10 P1 123.80(17) . . ? C15 C10 P1 117.29(16) . . ? C10 C11 C12 120.8(2) . . ? C10 C11 H11 119.6 . . ? C12 C11 H11 119.6 . . ? C13 C12 C11 120.1(2) . . ? C13 C12 H12 119.9 . . ? C11 C12 H12 119.9 . . ? C12 C13 C14 119.8(2) . . ? C12 C13 H13 120.1 . . ? C14 C13 H13 120.1 . . ? C13 C14 C15 120.5(2) . . ? C13 C14 H14 119.8 . . ? C15 C14 H14 119.8 . . ? C14 C15 C10 120.1(2) . . ? C14 C15 H15 120.0 . . ? C10 C15 H15 120.0 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Cl1 Pd1 P1 C10 38.55(8) . . . . ? Cl1 Pd1 P1 C10 -141.45(8) 3_657 . . . ? Cl1 Pd1 P1 C1 159.75(8) . . . . ? Cl1 Pd1 P1 C1 -20.25(8) 3_657 . . . ? Cl1 Pd1 P1 C5 -83.46(7) . . . . ? Cl1 Pd1 P1 C5 96.54(7) 3_657 . . . ? C10 P1 C1 C2 -156.42(15) . . . . ? C5 P1 C1 C2 -39.37(17) . . . . ? Pd1 P1 C1 C2 76.92(15) . . . . ? C10 P1 C1 C6 83.28(17) . . . . ? C5 P1 C1 C6 -159.67(15) . . . . ? Pd1 P1 C1 C6 -43.38(18) . . . . ? C10 P1 C1 C7 -34.95(18) . . . . ? C5 P1 C1 C7 82.09(18) . . . . ? Pd1 P1 C1 C7 -161.61(13) . . . . ? C6 C1 C2 C3 -176.64(19) . . . . ? C7 C1 C2 C3 -60.2(2) . . . . ? P1 C1 C2 C3 64.3(2) . . . . ? C1 C2 C3 O1 153.1(2) . . . . ? C1 C2 C3 C4 -28.5(3) . . . . ? O1 C3 C4 C5 141.0(2) . . . . ? C2 C3 C4 C5 -37.5(3) . . . . ? C3 C4 C5 C9 179.39(19) . . . . ? C3 C4 C5 C8 -63.9(3) . . . . ? C3 C4 C5 P1 54.2(2) . . . . ? C10 P1 C5 C9 -28.76(19) . . . . ? C1 P1 C5 C9 -138.33(16) . . . . ? Pd1 P1 C5 C9 93.96(15) . . . . ? C10 P1 C5 C4 94.98(16) . . . . ? C1 P1 C5 C4 -14.60(17) . . . . ? Pd1 P1 C5 C4 -142.30(14) . . . . ? C10 P1 C5 C8 -147.21(15) . . . . ? C1 P1 C5 C8 103.21(16) . . . . ? Pd1 P1 C5 C8 -24.50(16) . . . . ? C1 P1 C10 C11 76.9(2) . . . . ? C5 P1 C10 C11 -34.5(2) . . . . ? Pd1 P1 C10 C11 -151.58(18) . . . . ? C1 P1 C10 C15 -97.84(19) . . . . ? C5 P1 C10 C15 150.74(17) . . . . ? Pd1 P1 C10 C15 33.6(2) . . . . ? C15 C10 C11 C12 -1.4(4) . . . . ? P1 C10 C11 C12 -176.09(18) . . . . ? C10 C11 C12 C13 1.1(4) . . . . ? C11 C12 C13 C14 0.1(4) . . . . ? C12 C13 C14 C15 -1.1(4) . . . . ? C13 C14 C15 C10 0.8(4) . . . . ? C11 C10 C15 C14 0.4(3) . . . . ? P1 C10 C15 C14 175.46(18) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.44 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.493 _refine_diff_density_min -0.440 _refine_diff_density_rms 0.072 data_3_rd15asad _database_code_depnum_ccdc_archive 'CCDC 609146' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H41 Cl O2 P2 Pt' _chemical_formula_sum 'C30 H41 Cl O2 P2 Pt' _chemical_formula_weight 726.11 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pt Pt -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 14.309(3) _cell_length_b 14.435(3) _cell_length_c 15.693(3) _cell_angle_alpha 90.00 _cell_angle_beta 113.99(3) _cell_angle_gamma 90.00 _cell_volume 2961.3(12) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5708 _cell_measurement_theta_min 2.153 _cell_measurement_theta_max 27.347 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.629 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1448 _exptl_absorpt_coefficient_mu 4.962 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.454000 _exptl_absorpt_correction_T_max 0.550000 _exptl_absorpt_process_details 'SADABS V2.05 (Sheldrick, 2001)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.5 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 20860 _diffrn_reflns_av_R_equivalents 0.0358 _diffrn_reflns_av_sigmaI/netI 0.0417 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 27.48 _reflns_number_total 6809 _reflns_number_gt 5799 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART V5.054 (Bruker, 1998)' _computing_cell_refinement 'Bruker SMART V5.054 (Bruker, 1998)' _computing_data_reduction 'Bruker SAINT V6.28 (Bruker, 2001)' _computing_structure_solution 'SHELXS V6.12 (Bruker 2001)' _computing_structure_refinement 'SHELXL V6.12 (Bruker 2001)' _computing_molecular_graphics 'Bruker SHELXTL V6.14 (Bruker AXS, 2003)' _computing_publication_material 'Bruker SHELXTL V6.14 (Bruker AXS, 2003)' _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^)+(0.0257P)^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 6809 _refine_ls_number_parameters 333 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0350 _refine_ls_R_factor_gt 0.0262 _refine_ls_wR_factor_ref 0.0568 _refine_ls_wR_factor_gt 0.0541 _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_restrained_S_all 1.005 _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 0.943485(10) 0.613119(8) 0.705142(8) 0.01161(4) Uani 1 1 d . . . P1 P 0.83608(7) 0.49967(5) 0.72061(5) 0.01263(17) Uani 1 1 d . . . P2 P 1.08420(7) 0.69391(6) 0.71494(5) 0.01403(17) Uani 1 1 d . . . Cl1 Cl 0.81109(7) 0.71872(6) 0.61865(6) 0.02178(18) Uani 1 1 d . . . O1 O 0.5195(2) 0.53754(17) 0.64919(17) 0.0268(6) Uani 1 1 d . . . O2 O 1.1062(2) 0.52508(18) 0.93586(16) 0.0345(7) Uani 1 1 d . . . C1 C 0.7279(3) 0.4638(2) 0.6087(2) 0.0175(7) Uani 1 1 d . . . C2 C 0.6423(3) 0.5380(2) 0.5820(2) 0.0200(7) Uani 1 1 d . . . H2A H 0.6680 0.5963 0.5663 0.024 Uiso 1 1 calc R . . H2B H 0.5835 0.5170 0.5254 0.024 Uiso 1 1 calc R . . C3 C 0.6057(3) 0.5574(2) 0.6571(2) 0.0215(8) Uani 1 1 d . . . C4 C 0.6835(3) 0.6020(2) 0.7429(2) 0.0195(7) Uani 1 1 d . . . H4A H 0.6495 0.6233 0.7831 0.023 Uiso 1 1 calc R . . H4B H 0.7121 0.6571 0.7243 0.023 Uiso 1 1 calc R . . C5 C 0.7719(3) 0.5357(2) 0.7993(2) 0.0157(7) Uani 1 1 d . . . C6 C 0.6829(3) 0.3683(2) 0.6144(3) 0.0243(8) Uani 1 1 d . . . H6A H 0.6269 0.3538 0.5544 0.036 Uiso 1 1 calc R . . H6B H 0.6570 0.3693 0.6634 0.036 Uiso 1 1 calc R . . H6C H 0.7364 0.3210 0.6292 0.036 Uiso 1 1 calc R . . C7 C 0.7628(3) 0.4627(3) 0.5275(2) 0.0244(8) Uani 1 1 d . . . H7A H 0.8054 0.4079 0.5331 0.037 Uiso 1 1 calc R . . H7B H 0.8025 0.5188 0.5300 0.037 Uiso 1 1 calc R . . H7C H 0.7027 0.4606 0.4680 0.037 Uiso 1 1 calc R . . C8 C 0.7272(3) 0.4558(2) 0.8360(2) 0.0208(8) Uani 1 1 d . . . H8A H 0.7618 0.3978 0.8338 0.031 Uiso 1 1 calc R . . H8B H 0.6538 0.4500 0.7971 0.031 Uiso 1 1 calc R . . H8C H 0.7375 0.4687 0.9005 0.031 Uiso 1 1 calc R . . C9 C 0.8503(3) 0.5923(2) 0.8799(2) 0.0189(7) Uani 1 1 d . . . H9A H 0.8187 0.6138 0.9212 0.028 Uiso 1 1 calc R . . H9B H 0.8726 0.6459 0.8546 0.028 Uiso 1 1 calc R . . H9C H 0.9096 0.5534 0.9153 0.028 Uiso 1 1 calc R . . C10 C 0.9089(3) 0.3944(2) 0.7683(2) 0.0179(7) Uani 1 1 d . . . C11 C 0.9448(3) 0.3419(3) 0.7130(3) 0.0256(8) Uani 1 1 d . . . H11 H 0.9250 0.3589 0.6495 0.031 Uiso 1 1 calc R . . C12 C 1.0085(3) 0.2660(3) 0.7477(3) 0.0317(9) Uani 1 1 d . . . H12 H 1.0304 0.2308 0.7081 0.038 Uiso 1 1 calc R . . C13 C 1.0397(3) 0.2418(3) 0.8405(3) 0.0334(10) Uani 1 1 d . . . H13 H 1.0838 0.1902 0.8650 0.040 Uiso 1 1 calc R . . C14 C 1.0069(3) 0.2925(2) 0.8973(3) 0.0306(9) Uani 1 1 d . . . H14 H 1.0278 0.2754 0.9608 0.037 Uiso 1 1 calc R . . C15 C 0.9433(3) 0.3688(2) 0.8620(2) 0.0235(8) Uani 1 1 d . . . H15 H 0.9229 0.4042 0.9025 0.028 Uiso 1 1 calc R . . C16 C 1.1498(3) 0.5815(2) 0.7299(2) 0.0187(7) Uani 1 1 d . . . C17 C 1.0825(3) 0.5431(2) 0.7784(2) 0.0174(7) Uani 1 1 d . . . H17 H 1.0746 0.4742 0.7726 0.021 Uiso 1 1 calc R . . C18 C 1.1109(3) 0.5756(2) 0.8756(2) 0.0223(8) Uani 1 1 d . . . C19 C 1.1466(3) 0.6748(3) 0.9034(2) 0.0289(9) Uani 1 1 d . . . H19A H 1.2197 0.6714 0.9469 0.035 Uiso 1 1 calc R . . H19B H 1.1092 0.6981 0.9400 0.035 Uiso 1 1 calc R . . C20 C 1.1379(3) 0.7513(2) 0.8300(2) 0.0201(8) Uani 1 1 d . . . C21 C 1.2659(3) 0.5705(3) 0.7862(3) 0.0301(9) Uani 1 1 d . . . H21A H 1.2834 0.5045 0.7943 0.045 Uiso 1 1 calc R . . H21B H 1.2857 0.5996 0.8475 0.045 Uiso 1 1 calc R . . H21C H 1.3025 0.6003 0.7527 0.045 Uiso 1 1 calc R . . C22 C 1.1185(3) 0.5370(3) 0.6342(2) 0.0288(9) Uani 1 1 d . . . H22A H 1.1572 0.5653 0.6018 0.043 Uiso 1 1 calc R . . H22B H 1.0452 0.5465 0.5976 0.043 Uiso 1 1 calc R . . H22C H 1.1331 0.4704 0.6417 0.043 Uiso 1 1 calc R . . C23 C 1.2414(3) 0.7981(3) 0.8529(2) 0.0287(9) Uani 1 1 d . . . H23A H 1.2332 0.8479 0.8079 0.043 Uiso 1 1 calc R . . H23B H 1.2903 0.7524 0.8494 0.043 Uiso 1 1 calc R . . H23C H 1.2670 0.8242 0.9160 0.043 Uiso 1 1 calc R . . C24 C 1.0603(3) 0.8249(3) 0.8283(3) 0.0330(9) Uani 1 1 d . . . H24A H 1.0845 0.8560 0.8890 0.049 Uiso 1 1 calc R . . H24B H 0.9942 0.7954 0.8151 0.049 Uiso 1 1 calc R . . H24C H 1.0525 0.8706 0.7796 0.049 Uiso 1 1 calc R . . C25 C 1.0992(3) 0.7692(2) 0.6289(2) 0.0198(7) Uani 1 1 d . . . C26 C 1.1934(3) 0.7825(3) 0.6251(2) 0.0266(8) Uani 1 1 d . . . H26 H 1.2515 0.7502 0.6675 0.032 Uiso 1 1 calc R . . C27 C 1.2043(3) 0.8424(3) 0.5600(3) 0.0331(9) Uani 1 1 d . . . H27 H 1.2693 0.8515 0.5582 0.040 Uiso 1 1 calc R . . C28 C 1.1194(4) 0.8881(3) 0.4985(3) 0.0424(11) Uani 1 1 d . . . H28 H 1.1257 0.9287 0.4535 0.051 Uiso 1 1 calc R . . C29 C 1.0254(4) 0.8756(3) 0.5013(3) 0.0444(12) Uani 1 1 d . . . H29 H 0.9673 0.9075 0.4584 0.053 Uiso 1 1 calc R . . C30 C 1.0150(3) 0.8161(3) 0.5671(3) 0.0303(9) Uani 1 1 d . . . H30 H 0.9501 0.8080 0.5692 0.036 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 0.01188(7) 0.01230(6) 0.00986(6) 0.00006(5) 0.00360(5) -0.00047(5) P1 0.0126(4) 0.0136(4) 0.0108(4) -0.0008(3) 0.0038(3) -0.0013(3) P2 0.0146(5) 0.0156(4) 0.0120(4) 0.0009(3) 0.0055(3) -0.0006(3) Cl1 0.0163(4) 0.0198(4) 0.0262(4) 0.0081(3) 0.0054(4) 0.0030(3) O1 0.0165(14) 0.0249(13) 0.0361(15) -0.0007(11) 0.0079(12) -0.0003(11) O2 0.0383(18) 0.0381(16) 0.0165(13) 0.0099(11) 0.0002(12) -0.0132(13) C1 0.0151(18) 0.0239(17) 0.0116(15) -0.0046(13) 0.0035(14) -0.0072(14) C2 0.0150(18) 0.0223(18) 0.0181(17) 0.0018(13) 0.0021(15) -0.0029(15) C3 0.020(2) 0.0133(16) 0.0289(19) 0.0042(14) 0.0078(16) 0.0034(15) C4 0.0190(19) 0.0195(17) 0.0205(17) -0.0038(13) 0.0087(15) -0.0009(15) C5 0.0169(18) 0.0182(16) 0.0128(15) -0.0010(12) 0.0070(14) -0.0024(14) C6 0.021(2) 0.0250(19) 0.0240(19) -0.0075(14) 0.0062(16) -0.0099(15) C7 0.026(2) 0.033(2) 0.0129(16) -0.0055(14) 0.0063(16) -0.0044(17) C8 0.025(2) 0.0210(17) 0.0185(17) -0.0031(13) 0.0115(16) -0.0045(15) C9 0.024(2) 0.0188(17) 0.0146(16) -0.0030(12) 0.0091(15) -0.0014(14) C10 0.0161(18) 0.0136(16) 0.0224(17) -0.0004(13) 0.0063(15) -0.0054(14) C11 0.023(2) 0.0211(18) 0.034(2) 0.0007(15) 0.0133(17) 0.0018(16) C12 0.025(2) 0.0200(19) 0.051(3) -0.0074(17) 0.016(2) -0.0039(17) C13 0.018(2) 0.0159(18) 0.058(3) 0.0075(17) 0.008(2) -0.0022(16) C14 0.025(2) 0.0215(19) 0.033(2) 0.0043(16) -0.0002(18) -0.0042(17) C15 0.025(2) 0.0181(18) 0.0236(19) 0.0042(13) 0.0058(17) -0.0028(15) C16 0.0164(19) 0.0169(16) 0.0213(17) -0.0020(13) 0.0059(15) 0.0026(14) C17 0.0142(18) 0.0170(16) 0.0182(16) 0.0018(13) 0.0037(14) -0.0003(14) C18 0.0158(19) 0.0264(18) 0.0196(17) 0.0058(14) 0.0020(15) -0.0012(15) C19 0.035(2) 0.036(2) 0.0114(16) -0.0002(14) 0.0047(16) -0.0188(18) C20 0.023(2) 0.0207(17) 0.0159(16) -0.0019(13) 0.0075(15) -0.0062(15) C21 0.019(2) 0.029(2) 0.042(2) 0.0072(17) 0.0124(19) 0.0051(17) C22 0.033(2) 0.030(2) 0.031(2) -0.0047(16) 0.0202(19) 0.0032(18) C23 0.027(2) 0.031(2) 0.0225(19) -0.0050(15) 0.0038(17) -0.0172(17) C24 0.037(3) 0.028(2) 0.035(2) -0.0155(17) 0.015(2) -0.0060(18) C25 0.021(2) 0.0217(17) 0.0170(17) 0.0050(13) 0.0076(15) -0.0014(15) C26 0.026(2) 0.030(2) 0.029(2) 0.0081(15) 0.0165(18) 0.0029(17) C27 0.029(2) 0.043(2) 0.036(2) 0.0126(18) 0.022(2) 0.001(2) C28 0.041(3) 0.054(3) 0.033(2) 0.019(2) 0.017(2) -0.008(2) C29 0.028(2) 0.056(3) 0.039(2) 0.031(2) 0.002(2) 0.001(2) C30 0.018(2) 0.039(2) 0.030(2) 0.0133(17) 0.0053(17) -0.0053(17) _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 C17 2.107(3) . yes Pt1 P2 2.2773(10) . yes Pt1 P1 2.3251(9) . yes Pt1 Cl1 2.3799(10) . yes P1 C10 1.822(3) . yes P1 C1 1.881(3) . yes P1 C5 1.887(3) . yes P2 C25 1.813(3) . yes P2 C16 1.841(3) . yes P2 C20 1.846(3) . yes O1 C3 1.221(4) . ? O2 C18 1.218(4) . ? C1 C6 1.540(5) . ? C1 C7 1.546(4) . ? C1 C2 1.551(5) . ? C2 C3 1.499(5) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.500(5) . ? C4 C5 1.546(5) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C8 1.540(4) . ? C5 C9 1.541(4) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C15 1.397(5) . ? C10 C11 1.399(5) . ? C11 C12 1.387(5) . ? C11 H11 0.9500 . ? C12 C13 1.383(6) . ? C12 H12 0.9500 . ? C13 C14 1.374(6) . ? C13 H13 0.9500 . ? C14 C15 1.392(5) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 C22 1.523(5) . ? C16 C21 1.540(5) . ? C16 C17 1.553(5) . ? C17 C18 1.486(5) . ? C17 H17 1.0000 . ? C18 C19 1.523(5) . ? C19 C20 1.563(4) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C24 1.530(5) . ? C20 C23 1.533(5) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C30 1.379(5) . ? C25 C26 1.386(5) . ? C26 C27 1.395(5) . ? C26 H26 0.9500 . ? C27 C28 1.374(6) . ? C27 H27 0.9500 . ? C28 C29 1.376(6) . ? C28 H28 0.9500 . ? C29 C30 1.396(5) . ? C29 H29 0.9500 . ? C30 H30 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 C17 Pt1 P2 66.20(10) . . yes C17 Pt1 P1 97.03(10) . . yes P2 Pt1 P1 163.23(3) . . yes C17 Pt1 Cl1 167.00(9) . . ? P2 Pt1 Cl1 100.80(4) . . yes P1 Pt1 Cl1 95.97(3) . . ? C10 P1 C1 105.67(15) . . yes C10 P1 C5 108.04(15) . . yes C1 P1 C5 104.62(15) . . yes C10 P1 Pt1 109.80(11) . . yes C1 P1 Pt1 115.08(11) . . yes C5 P1 Pt1 113.12(10) . . yes C25 P2 C16 114.48(16) . . yes C25 P2 C20 109.34(16) . . yes C16 P2 C20 106.44(16) . . yes C25 P2 Pt1 128.78(12) . . yes C16 P2 Pt1 87.05(12) . . yes C20 P2 Pt1 107.49(12) . . yes C6 C1 C7 108.8(3) . . ? C6 C1 C2 109.3(3) . . ? C7 C1 C2 105.6(3) . . ? C6 C1 P1 113.3(2) . . ? C7 C1 P1 110.7(2) . . ? C2 C1 P1 108.8(2) . . ? C3 C2 C1 114.0(3) . . ? C3 C2 H2A 108.8 . . ? C1 C2 H2A 108.8 . . ? C3 C2 H2B 108.8 . . ? C1 C2 H2B 108.8 . . ? H2A C2 H2B 107.6 . . ? O1 C3 C2 122.5(3) . . ? O1 C3 C4 122.9(3) . . ? C2 C3 C4 114.6(3) . . ? C3 C4 C5 112.6(3) . . ? C3 C4 H4A 109.1 . . ? C5 C4 H4A 109.1 . . ? C3 C4 H4B 109.1 . . ? C5 C4 H4B 109.1 . . ? H4A C4 H4B 107.8 . . ? C8 C5 C9 111.4(2) . . ? C8 C5 C4 108.1(3) . . ? C9 C5 C4 107.1(3) . . ? C8 C5 P1 115.2(2) . . ? C9 C5 P1 107.3(2) . . ? C4 C5 P1 107.4(2) . . ? C1 C6 H6A 109.5 . . ? C1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C1 C7 H7A 109.5 . . ? C1 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C1 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C5 C8 H8A 109.5 . . ? C5 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C5 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C5 C9 H9A 109.5 . . ? C5 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C5 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C15 C10 C11 116.7(3) . . ? C15 C10 P1 123.5(3) . . ? C11 C10 P1 119.3(3) . . ? C12 C11 C10 122.2(3) . . ? C12 C11 H11 118.9 . . ? C10 C11 H11 118.9 . . ? C13 C12 C11 119.5(4) . . ? C13 C12 H12 120.2 . . ? C11 C12 H12 120.2 . . ? C14 C13 C12 119.9(4) . . ? C14 C13 H13 120.0 . . ? C12 C13 H13 120.0 . . ? C13 C14 C15 120.3(4) . . ? C13 C14 H14 119.9 . . ? C15 C14 H14 119.9 . . ? C14 C15 C10 121.4(4) . . ? C14 C15 H15 119.3 . . ? C10 C15 H15 119.3 . . ? C22 C16 C21 109.8(3) . . ? C22 C16 C17 109.9(3) . . ? C21 C16 C17 114.9(3) . . ? C22 C16 P2 108.4(2) . . ? C21 C16 P2 122.6(3) . . ? C17 C16 P2 89.5(2) . . yes C18 C17 C16 115.1(3) . . ? C18 C17 Pt1 102.2(2) . . ? C16 C17 Pt1 101.4(2) . . yes C18 C17 H17 112.4 . . ? C16 C17 H17 112.4 . . ? Pt1 C17 H17 112.4 . . ? O2 C18 C17 122.0(3) . . ? O2 C18 C19 117.2(3) . . ? C17 C18 C19 120.8(3) . . ? C18 C19 C20 122.3(3) . . ? C18 C19 H19A 106.7 . . ? C20 C19 H19A 106.7 . . ? C18 C19 H19B 106.7 . . ? C20 C19 H19B 106.7 . . ? H19A C19 H19B 106.6 . . ? C24 C20 C23 108.9(3) . . ? C24 C20 C19 110.1(3) . . ? C23 C20 C19 111.0(3) . . ? C24 C20 P2 106.5(2) . . ? C23 C20 P2 113.9(2) . . ? C19 C20 P2 106.3(2) . . ? C16 C21 H21A 109.5 . . ? C16 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C16 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C16 C22 H22A 109.5 . . ? C16 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C16 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C20 C23 H23A 109.5 . . ? C20 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C20 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C20 C24 H24A 109.5 . . ? C20 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C20 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C30 C25 C26 119.2(3) . . ? C30 C25 P2 118.9(3) . . ? C26 C25 P2 121.8(3) . . ? C25 C26 C27 121.2(4) . . ? C25 C26 H26 119.4 . . ? C27 C26 H26 119.4 . . ? C28 C27 C26 118.8(4) . . ? C28 C27 H27 120.6 . . ? C26 C27 H27 120.6 . . ? C27 C28 C29 120.7(4) . . ? C27 C28 H28 119.6 . . ? C29 C28 H28 119.6 . . ? C28 C29 C30 120.3(4) . . ? C28 C29 H29 119.9 . . ? C30 C29 H29 119.9 . . ? C25 C30 C29 119.8(4) . . ? C25 C30 H30 120.1 . . ? C29 C30 H30 120.1 . . ? 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 C17 Pt1 P1 C10 -9.58(14) . . . . ? P2 Pt1 P1 C10 -10.69(16) . . . . ? Cl1 Pt1 P1 C10 170.41(11) . . . . yes C17 Pt1 P1 C1 -128.63(15) . . . . ? P2 Pt1 P1 C1 -129.74(15) . . . . ? Cl1 Pt1 P1 C1 51.36(13) . . . . ? C17 Pt1 P1 C5 111.19(15) . . . . ? P2 Pt1 P1 C5 110.07(14) . . . . ? Cl1 Pt1 P1 C5 -68.83(12) . . . . ? C17 Pt1 P2 C25 143.73(18) . . . . ? P1 Pt1 P2 C25 144.94(16) . . . . ? Cl1 Pt1 P2 C25 -36.18(15) . . . . ? C17 Pt1 P2 C16 24.34(14) . . . . yes P1 Pt1 P2 C16 25.55(15) . . . . ? Cl1 Pt1 P2 C16 -155.56(11) . . . . ? C17 Pt1 P2 C20 -81.97(16) . . . . ? P1 Pt1 P2 C20 -80.76(16) . . . . ? Cl1 Pt1 P2 C20 98.12(12) . . . . ? C10 P1 C1 C6 38.1(3) . . . . ? C5 P1 C1 C6 -75.8(3) . . . . ? Pt1 P1 C1 C6 159.5(2) . . . . ? C10 P1 C1 C7 -84.4(3) . . . . ? C5 P1 C1 C7 161.7(2) . . . . ? Pt1 P1 C1 C7 36.9(3) . . . . ? C10 P1 C1 C2 160.0(2) . . . . ? C5 P1 C1 C2 46.0(2) . . . . ? Pt1 P1 C1 C2 -78.7(2) . . . . ? C6 C1 C2 C3 69.5(4) . . . . ? C7 C1 C2 C3 -173.6(3) . . . . ? P1 C1 C2 C3 -54.7(3) . . . . ? C1 C2 C3 O1 -113.0(4) . . . . ? C1 C2 C3 C4 66.4(4) . . . . ? O1 C3 C4 C5 109.7(4) . . . . ? C2 C3 C4 C5 -69.7(4) . . . . ? C3 C4 C5 C8 -64.7(3) . . . . ? C3 C4 C5 C9 175.2(3) . . . . ? C3 C4 C5 P1 60.2(3) . . . . ? C10 P1 C5 C8 -40.4(3) . . . . ? C1 P1 C5 C8 71.8(3) . . . . ? Pt1 P1 C5 C8 -162.2(2) . . . . ? C10 P1 C5 C9 84.3(2) . . . . ? C1 P1 C5 C9 -163.5(2) . . . . ? Pt1 P1 C5 C9 -37.5(2) . . . . ? C10 P1 C5 C4 -160.9(2) . . . . ? C1 P1 C5 C4 -48.6(2) . . . . ? Pt1 P1 C5 C4 77.4(2) . . . . ? C1 P1 C10 C15 -134.7(3) . . . . ? C5 P1 C10 C15 -23.2(3) . . . . ? Pt1 P1 C10 C15 100.6(3) . . . . ? C1 P1 C10 C11 54.3(3) . . . . ? C5 P1 C10 C11 165.8(3) . . . . ? Pt1 P1 C10 C11 -70.4(3) . . . . ? C15 C10 C11 C12 2.4(5) . . . . ? P1 C10 C11 C12 174.0(3) . . . . ? C10 C11 C12 C13 -1.5(6) . . . . ? C11 C12 C13 C14 0.6(6) . . . . ? C12 C13 C14 C15 -0.8(6) . . . . ? C13 C14 C15 C10 1.8(6) . . . . ? C11 C10 C15 C14 -2.5(5) . . . . ? P1 C10 C15 C14 -173.7(3) . . . . ? C25 P2 C16 C22 -51.7(3) . . . . ? C20 P2 C16 C22 -172.6(2) . . . . ? Pt1 P2 C16 C22 80.0(2) . . . . ? C25 P2 C16 C21 77.9(3) . . . . ? C20 P2 C16 C21 -43.0(3) . . . . ? Pt1 P2 C16 C21 -150.4(3) . . . . ? C25 P2 C16 C17 -162.49(19) . . . . ? C20 P2 C16 C17 76.6(2) . . . . ? Pt1 P2 C16 C17 -30.76(17) . . . . yes C22 C16 C17 C18 175.4(3) . . . . ? C21 C16 C17 C18 51.0(4) . . . . ? P2 C16 C17 C18 -75.2(3) . . . . ? C22 C16 C17 Pt1 -75.2(3) . . . . ? C21 C16 C17 Pt1 160.5(2) . . . . ? P2 C16 C17 Pt1 34.29(17) . . . . yes P2 Pt1 C17 C18 89.3(2) . . . . ? P1 Pt1 C17 C18 -90.4(2) . . . . ? Cl1 Pt1 C17 C18 89.7(4) . . . . ? P2 Pt1 C17 C16 -29.85(17) . . . . yes P1 Pt1 C17 C16 150.50(18) . . . . ? Cl1 Pt1 C17 C16 -29.4(5) . . . . ? C16 C17 C18 O2 -142.7(4) . . . . ? Pt1 C17 C18 O2 108.3(4) . . . . ? C16 C17 C18 C19 37.8(5) . . . . ? Pt1 C17 C18 C19 -71.2(4) . . . . ? O2 C18 C19 C20 -169.0(4) . . . . ? C17 C18 C19 C20 10.6(6) . . . . ? C18 C19 C20 C24 112.8(4) . . . . ? C18 C19 C20 C23 -126.5(4) . . . . ? C18 C19 C20 P2 -2.1(5) . . . . ? C25 P2 C20 C24 76.0(3) . . . . ? C16 P2 C20 C24 -159.9(2) . . . . ? Pt1 P2 C20 C24 -67.8(2) . . . . ? C25 P2 C20 C23 -44.0(3) . . . . ? C16 P2 C20 C23 80.1(3) . . . . ? Pt1 P2 C20 C23 172.2(2) . . . . ? C25 P2 C20 C19 -166.6(3) . . . . ? C16 P2 C20 C19 -42.4(3) . . . . ? Pt1 P2 C20 C19 49.7(3) . . . . ? C16 P2 C25 C30 136.3(3) . . . . ? C20 P2 C25 C30 -104.4(3) . . . . ? Pt1 P2 C25 C30 29.3(4) . . . . ? C16 P2 C25 C26 -45.2(4) . . . . ? C20 P2 C25 C26 74.1(3) . . . . ? Pt1 P2 C25 C26 -152.2(2) . . . . ? C30 C25 C26 C27 0.1(6) . . . . ? P2 C25 C26 C27 -178.4(3) . . . . ? C25 C26 C27 C28 -0.6(6) . . . . ? C26 C27 C28 C29 0.5(7) . . . . ? C27 C28 C29 C30 0.0(7) . . . . ? C26 C25 C30 C29 0.4(6) . . . . ? P2 C25 C30 C29 179.0(3) . . . . ? C28 C29 C30 C25 -0.5(7) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.422 _refine_diff_density_min -0.878 _refine_diff_density_rms 0.122 data_7.toluene_at008sad _database_code_depnum_ccdc_archive 'CCDC 609147' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C42 H48 Cl2 O2 P2 Pt2, C7 H8' _chemical_formula_sum 'C49 H56 Cl2 O2 P2 Pt2' _chemical_formula_weight 1199.96 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pt Pt -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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 2(1)/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 15.415(3) _cell_length_b 8.1738(16) _cell_length_c 18.349(4) _cell_angle_alpha 90.00 _cell_angle_beta 112.08(3) _cell_angle_gamma 90.00 _cell_volume 2142.3(9) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2456 _cell_measurement_theta_min 2.281 _cell_measurement_theta_max 25.070 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.860 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1172 _exptl_absorpt_coefficient_mu 6.763 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.212141 _exptl_absorpt_correction_T_max 0.390000 _exptl_absorpt_process_details 'SADABS V2.10' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.5 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 14888 _diffrn_reflns_av_R_equivalents 0.0603 _diffrn_reflns_av_sigmaI/netI 0.0673 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.43 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4908 _reflns_number_gt 4149 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART V5.054 (Bruker, 1998)' _computing_cell_refinement 'Bruker SMART V5.054 (Bruker, 1998)' _computing_data_reduction 'Bruker SAINT V6.28A (Bruker, 2001)' _computing_structure_solution 'SHELXS V6.12 (Bruker 2001)' _computing_structure_refinement 'SHELXL V6.12 (Bruker 2001)' _computing_molecular_graphics 'Bruker SHELXTL V6.14 (Bruker AXS, 2003)' _computing_publication_material 'Bruker SHELXTL V6.14 (Bruker AXS, 2003)' _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^)+(0.0554P)^2^+5.1365P] 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 4908 _refine_ls_number_parameters 246 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0510 _refine_ls_R_factor_gt 0.0398 _refine_ls_wR_factor_ref 0.1092 _refine_ls_wR_factor_gt 0.0954 _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_restrained_S_all 1.010 _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 0.379362(16) 0.93023(3) 0.979670(14) 0.01184(9) Uani 1 1 d . . . O1 O -0.0037(4) 1.0125(7) 0.7951(3) 0.0290(12) Uani 1 1 d . . . P1 P 0.27340(11) 0.76830(19) 0.89870(10) 0.0126(3) Uani 1 1 d . . . Cl1 Cl 0.50758(11) 0.8839(2) 0.93548(10) 0.0169(3) Uani 1 1 d . . . C1 C 0.1740(4) 0.7646(7) 0.9318(4) 0.0143(13) Uani 1 1 d . . . H1 H 0.1748 0.6557 0.9569 0.017 Uiso 1 1 calc R . . C2 C 0.0790(4) 0.7809(8) 0.8633(4) 0.0150(13) Uani 1 1 d . . . H2A H 0.0712 0.6881 0.8267 0.018 Uiso 1 1 calc R . . H2B H 0.0286 0.7733 0.8843 0.018 Uiso 1 1 calc R . . C3 C 0.0678(5) 0.9369(8) 0.8187(4) 0.0174(14) Uani 1 1 d . . . C4 C 0.1532(5) 0.9932(9) 0.8030(4) 0.0183(14) Uani 1 1 d . . . H4A H 0.1901 1.0686 0.8456 0.022 Uiso 1 1 calc R . . H4B H 0.1319 1.0555 0.7531 0.022 Uiso 1 1 calc R . . C5 C 0.2177(5) 0.8537(8) 0.7976(4) 0.0164(13) Uani 1 1 d . . . H5 H 0.1773 0.7663 0.7632 0.020 Uiso 1 1 calc R . . C8 C 0.2960(5) 1.0882(8) 1.0851(4) 0.0194(14) Uani 1 1 d . . . H8 H 0.3532 1.1472 1.1045 0.023 Uiso 1 1 calc R . . C7 C 0.2796(4) 0.9758(8) 1.0233(4) 0.0146(13) Uani 1 1 d . . . C6 C 0.1925(4) 0.8929(7) 0.9951(4) 0.0111(12) Uani 1 1 d . . . C9 C 0.2289(5) 1.1141(9) 1.1182(5) 0.0243(16) Uani 1 1 d . . . H9 H 0.2417 1.1887 1.1607 0.029 Uiso 1 1 calc R . . C10 C 0.1449(5) 1.0331(9) 1.0902(4) 0.0239(16) Uani 1 1 d . . . H10 H 0.0995 1.0521 1.1128 0.029 Uiso 1 1 calc R . . C11 C 0.1267(5) 0.9231(8) 1.0285(4) 0.0201(15) Uani 1 1 d . . . H11 H 0.0683 0.8675 1.0088 0.024 Uiso 1 1 calc R . . C12 C 0.2861(5) 0.9095(8) 0.7610(4) 0.0175(14) Uani 1 1 d . . . C13 C 0.3374(5) 1.0533(8) 0.7858(5) 0.0221(15) Uani 1 1 d . . . H13 H 0.3294 1.1169 0.8261 0.027 Uiso 1 1 calc R . . C14 C 0.3995(5) 1.1046(9) 0.7525(5) 0.0239(16) Uani 1 1 d . . . H14 H 0.4343 1.2025 0.7701 0.029 Uiso 1 1 calc R . . C15 C 0.4109(5) 1.0128(10) 0.6931(5) 0.0271(17) Uani 1 1 d . . . H15 H 0.4528 1.0486 0.6695 0.032 Uiso 1 1 calc R . . C16 C 0.3616(5) 0.8707(10) 0.6686(4) 0.0254(16) Uani 1 1 d . . . H16 H 0.3701 0.8071 0.6285 0.030 Uiso 1 1 calc R . . C17 C 0.2993(5) 0.8192(9) 0.7023(4) 0.0250(16) Uani 1 1 d . . . H17 H 0.2653 0.7206 0.6847 0.030 Uiso 1 1 calc R . . C18 C 0.3038(5) 0.5503(8) 0.8921(4) 0.0192(14) Uani 1 1 d . . . C19 C 0.2175(5) 0.4530(8) 0.8434(5) 0.0287(18) Uani 1 1 d . . . H19A H 0.1949 0.4908 0.7887 0.043 Uiso 1 1 calc R . . H19B H 0.1685 0.4688 0.8646 0.043 Uiso 1 1 calc R . . H19C H 0.2336 0.3367 0.8455 0.043 Uiso 1 1 calc R . . C20 C 0.3440(6) 0.4867(10) 0.9772(5) 0.0304(18) Uani 1 1 d . . . H20A H 0.2962 0.4945 1.0002 0.046 Uiso 1 1 calc R . . H20B H 0.3985 0.5527 1.0082 0.046 Uiso 1 1 calc R . . H20C H 0.3631 0.3722 0.9774 0.046 Uiso 1 1 calc R . . C21 C 0.3775(5) 0.5334(9) 0.8555(5) 0.0237(16) Uani 1 1 d . . . H21A H 0.4004 0.4204 0.8615 0.036 Uiso 1 1 calc R . . H21B H 0.4298 0.6076 0.8821 0.036 Uiso 1 1 calc R . . H21C H 0.3496 0.5612 0.7995 0.036 Uiso 1 1 calc R . . C22 C 0.9974(10) 0.5547(13) 0.0410(7) 0.022(3) Uiso 0.50 1 d PG . . C23 C 1.0770(8) 0.4698(14) 0.0445(6) 0.040(5) Uiso 0.50 1 d PG . . H23 H 1.1315 0.4713 0.0914 0.048 Uiso 0.50 1 calc PR . . C24 C 1.0768(9) 0.3828(14) -0.0206(8) 0.048(5) Uiso 0.50 1 d PG . . H24 H 1.1312 0.3247 -0.0183 0.058 Uiso 0.50 1 calc PR . . C25 C 0.9971(11) 0.3806(17) -0.0892(7) 0.036(6) Uiso 0.50 1 d PG . . H25 H 0.9970 0.3211 -0.1337 0.044 Uiso 0.50 1 calc PR . . C26 C 0.9175(9) 0.4655(18) -0.0927(7) 0.066(6) Uiso 0.50 1 d PG . . H26 H 0.8630 0.4640 -0.1396 0.079 Uiso 0.50 1 calc PR . . C27 C 0.9177(8) 0.5526(15) -0.0276(8) 0.074(9) Uiso 0.50 1 d PG . . H27 H 0.8633 0.6106 -0.0300 0.089 Uiso 0.50 1 calc PR . . C28 C 1.0076(13) 0.644(2) 0.1067(12) 0.026(4) Uiso 0.50 1 d P . . H28A H 0.9996 0.5718 0.1465 0.039 Uiso 0.50 1 calc PR . . H28B H 0.9604 0.7305 0.0932 0.039 Uiso 0.50 1 calc PR . . H28C H 1.0703 0.6925 0.1277 0.039 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 0.00746(14) 0.01461(14) 0.01408(14) -0.00289(9) 0.00478(10) -0.00124(9) O1 0.017(3) 0.044(3) 0.027(3) 0.013(3) 0.009(2) 0.013(3) P1 0.0091(8) 0.0138(7) 0.0152(8) -0.0021(6) 0.0049(6) -0.0019(6) Cl1 0.0089(7) 0.0222(7) 0.0204(8) -0.0086(7) 0.0064(6) -0.0030(6) C1 0.012(3) 0.015(3) 0.016(3) 0.003(3) 0.006(3) 0.000(3) C2 0.008(3) 0.016(3) 0.022(3) -0.003(3) 0.006(3) -0.003(2) C3 0.011(3) 0.029(4) 0.012(3) -0.003(3) 0.004(3) 0.000(3) C4 0.011(3) 0.020(3) 0.021(4) 0.004(3) 0.002(3) 0.005(3) C5 0.014(3) 0.017(3) 0.020(3) 0.000(3) 0.008(3) 0.002(3) C8 0.010(3) 0.028(4) 0.022(4) -0.007(3) 0.008(3) -0.006(3) C7 0.004(3) 0.019(3) 0.019(3) 0.000(3) 0.001(3) 0.004(2) C6 0.007(3) 0.015(3) 0.009(3) -0.001(2) 0.001(2) -0.002(2) C9 0.018(4) 0.032(4) 0.026(4) -0.014(3) 0.013(3) -0.001(3) C10 0.017(4) 0.033(4) 0.022(4) -0.002(3) 0.008(3) 0.000(3) C11 0.008(3) 0.028(4) 0.024(4) 0.004(3) 0.007(3) 0.001(3) C12 0.014(3) 0.023(3) 0.017(3) 0.007(3) 0.008(3) 0.002(3) C13 0.017(4) 0.023(3) 0.028(4) 0.001(3) 0.010(3) 0.003(3) C14 0.021(4) 0.024(3) 0.029(4) 0.003(3) 0.010(3) 0.000(3) C15 0.023(4) 0.041(4) 0.024(4) 0.009(3) 0.017(3) 0.004(4) C16 0.030(4) 0.034(4) 0.018(4) -0.001(3) 0.016(3) -0.002(3) C17 0.024(4) 0.029(4) 0.021(4) -0.003(3) 0.007(3) 0.001(3) C18 0.015(4) 0.015(3) 0.027(4) -0.006(3) 0.008(3) 0.001(3) C19 0.016(4) 0.016(3) 0.051(5) -0.010(3) 0.010(4) -0.002(3) C20 0.027(4) 0.024(4) 0.038(5) 0.011(3) 0.011(4) 0.015(3) C21 0.019(4) 0.021(3) 0.037(4) -0.012(3) 0.017(3) 0.001(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pt1 C7 2.017(6) . yes Pt1 P1 2.1914(18) . yes Pt1 Cl1 2.3937(17) 3_677 yes Pt1 Cl1 2.4315(16) . yes O1 C3 1.195(8) . ? P1 C1 1.848(6) . yes P1 C18 1.858(6) . yes P1 C5 1.862(7) . yes Cl1 Pt1 2.3937(17) 3_677 ? C1 C6 1.511(9) . yes C1 C2 1.536(9) . ? C1 H1 1.0000 . ? C2 C3 1.490(9) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.520(9) . ? C4 C5 1.540(9) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C12 1.520(9) . ? C5 H5 1.0000 . ? C8 C9 1.400(9) . ? C8 C7 1.406(9) . ? C8 H8 0.9500 . ? C7 C6 1.417(9) . yes C6 C11 1.390(8) . ? C9 C10 1.370(10) . ? C9 H9 0.9500 . ? C10 C11 1.390(10) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C12 C17 1.382(10) . ? C12 C13 1.393(10) . ? C13 C14 1.381(10) . ? C13 H13 0.9500 . ? C14 C15 1.387(11) . ? C14 H14 0.9500 . ? C15 C16 1.368(11) . ? C15 H15 0.9500 . ? C16 C17 1.388(10) . ? C16 H16 0.9500 . ? C17 H17 0.9500 . ? C18 C19 1.518(10) . ? C18 C21 1.527(9) . ? C18 C20 1.538(11) . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 C28 1.37(2) . ? C22 C23 1.3900 . ? C22 C27 1.3900 . ? C23 C24 1.3900 . ? C23 H23 0.9500 . ? C24 C25 1.3900 . ? C24 H24 0.9500 . ? C25 C26 1.3900 . ? C25 H25 0.9500 . ? C26 C27 1.3900 . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? 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 C7 Pt1 P1 84.0(2) . . yes C7 Pt1 Cl1 95.8(2) . 3_677 yes P1 Pt1 Cl1 177.67(6) . 3_677 ? C7 Pt1 Cl1 175.9(2) . . ? P1 Pt1 Cl1 99.90(6) . . yes Cl1 Pt1 Cl1 80.30(6) 3_677 . ? C1 P1 C18 105.4(3) . . yes C1 P1 C5 101.8(3) . . yes C18 P1 C5 109.1(3) . . yes C1 P1 Pt1 106.6(2) . . yes C18 P1 Pt1 118.8(2) . . yes C5 P1 Pt1 113.3(2) . . yes Pt1 Cl1 Pt1 99.70(6) 3_677 . ? C6 C1 C2 114.5(5) . . ? C6 C1 P1 107.5(4) . . yes C2 C1 P1 112.6(4) . . ? C6 C1 H1 107.3 . . ? C2 C1 H1 107.3 . . ? P1 C1 H1 107.3 . . ? C3 C2 C1 113.7(5) . . ? C3 C2 H2A 108.8 . . ? C1 C2 H2A 108.8 . . ? C3 C2 H2B 108.8 . . ? C1 C2 H2B 108.8 . . ? H2A C2 H2B 107.7 . . ? O1 C3 C2 122.8(6) . . ? O1 C3 C4 121.5(6) . . ? C2 C3 C4 115.7(6) . . ? C3 C4 C5 114.4(6) . . ? C3 C4 H4A 108.7 . . ? C5 C4 H4A 108.7 . . ? C3 C4 H4B 108.7 . . ? C5 C4 H4B 108.7 . . ? H4A C4 H4B 107.6 . . ? C12 C5 C4 112.2(5) . . ? C12 C5 P1 114.6(5) . . ? C4 C5 P1 106.3(4) . . ? C12 C5 H5 107.8 . . ? C4 C5 H5 107.8 . . ? P1 C5 H5 107.8 . . ? C9 C8 C7 120.8(6) . . ? C9 C8 H8 119.6 . . ? C7 C8 H8 119.6 . . ? C8 C7 C6 117.7(6) . . ? C8 C7 Pt1 120.5(5) . . ? C6 C7 Pt1 121.7(5) . . yes C11 C6 C7 120.2(6) . . ? C11 C6 C1 120.3(6) . . ? C7 C6 C1 119.5(5) . . yes C10 C9 C8 120.8(7) . . ? C10 C9 H9 119.6 . . ? C8 C9 H9 119.6 . . ? C9 C10 C11 119.4(7) . . ? C9 C10 H10 120.3 . . ? C11 C10 H10 120.3 . . ? C10 C11 C6 121.1(6) . . ? C10 C11 H11 119.4 . . ? C6 C11 H11 119.4 . . ? C17 C12 C13 118.2(6) . . ? C17 C12 C5 121.0(6) . . ? C13 C12 C5 120.8(6) . . ? C14 C13 C12 120.9(7) . . ? C14 C13 H13 119.5 . . ? C12 C13 H13 119.5 . . ? C13 C14 C15 119.8(7) . . ? C13 C14 H14 120.1 . . ? C15 C14 H14 120.1 . . ? C16 C15 C14 120.0(7) . . ? C16 C15 H15 120.0 . . ? C14 C15 H15 120.0 . . ? C15 C16 C17 120.1(7) . . ? C15 C16 H16 119.9 . . ? C17 C16 H16 119.9 . . ? C12 C17 C16 120.9(7) . . ? C12 C17 H17 119.5 . . ? C16 C17 H17 119.5 . . ? C19 C18 C21 109.0(6) . . ? C19 C18 C20 110.5(6) . . ? C21 C18 C20 109.4(6) . . ? C19 C18 P1 110.8(5) . . ? C21 C18 P1 111.3(5) . . ? C20 C18 P1 105.9(5) . . ? 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 . . ? C18 C21 H21A 109.5 . . ? C18 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C18 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C28 C22 C23 114.7(13) . . ? C28 C22 C27 125.2(13) . . ? C23 C22 C27 120.0 . . ? C24 C23 C22 120.0 . . ? C24 C23 H23 120.0 . . ? C22 C23 H23 120.0 . . ? C23 C24 C25 120.0 . . ? C23 C24 H24 120.0 . . ? C25 C24 H24 120.0 . . ? C24 C25 C26 120.0 . . ? C24 C25 H25 120.0 . . ? C26 C25 H25 120.0 . . ? C27 C26 C25 120.0 . . ? C27 C26 H26 120.0 . . ? C25 C26 H26 120.0 . . ? C26 C27 C22 120.0 . . ? C26 C27 H27 120.0 . . ? C22 C27 H27 120.0 . . ? C22 C28 H28A 109.5 . . ? C22 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C22 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C7 Pt1 P1 C1 -6.4(3) . . . . ? Cl1 Pt1 P1 C1 172.5(2) . . . . ? C7 Pt1 P1 C18 -125.2(3) . . . . ? Cl1 Pt1 P1 C18 53.8(3) . . . . ? C7 Pt1 P1 C5 104.7(3) . . . . ? Cl1 Pt1 P1 C5 -76.4(2) . . . . ? P1 Pt1 Cl1 Pt1 177.65(6) . . . 3_677 ? Cl1 Pt1 Cl1 Pt1 0.0 3_677 . . 3_677 ? C18 P1 C1 C6 135.6(4) . . . . ? C5 P1 C1 C6 -110.5(5) . . . . ? Pt1 P1 C1 C6 8.5(5) . . . . yes C18 P1 C1 C2 -97.4(5) . . . . ? C5 P1 C1 C2 16.5(5) . . . . ? Pt1 P1 C1 C2 135.5(4) . . . . ? C6 C1 C2 C3 62.2(7) . . . . ? P1 C1 C2 C3 -61.0(6) . . . . ? C1 C2 C3 O1 -140.1(7) . . . . ? C1 C2 C3 C4 41.2(8) . . . . ? O1 C3 C4 C5 -150.2(7) . . . . ? C2 C3 C4 C5 28.5(8) . . . . ? C3 C4 C5 C12 164.7(6) . . . . ? C3 C4 C5 P1 -69.3(7) . . . . ? C1 P1 C5 C12 166.3(5) . . . . ? C18 P1 C5 C12 -82.6(5) . . . . ? Pt1 P1 C5 C12 52.3(5) . . . . ? C1 P1 C5 C4 41.8(5) . . . . ? C18 P1 C5 C4 152.9(4) . . . . ? Pt1 P1 C5 C4 -72.3(5) . . . . ? C9 C8 C7 C6 1.3(10) . . . . ? C9 C8 C7 Pt1 -176.7(6) . . . . ? P1 Pt1 C7 C8 -178.3(6) . . . . ? Cl1 Pt1 C7 C8 -0.6(6) 3_677 . . . ? P1 Pt1 C7 C6 3.9(5) . . . . yes Cl1 Pt1 C7 C6 -178.5(5) 3_677 . . . ? C8 C7 C6 C11 -0.3(10) . . . . ? Pt1 C7 C6 C11 177.6(5) . . . . ? C8 C7 C6 C1 -176.7(6) . . . . ? Pt1 C7 C6 C1 1.2(8) . . . . yes C2 C1 C6 C11 51.1(8) . . . . ? P1 C1 C6 C11 177.0(5) . . . . ? C2 C1 C6 C7 -132.5(6) . . . . ? P1 C1 C6 C7 -6.6(7) . . . . yes C7 C8 C9 C10 -1.4(12) . . . . ? C8 C9 C10 C11 0.5(12) . . . . ? C9 C10 C11 C6 0.4(11) . . . . ? C7 C6 C11 C10 -0.5(10) . . . . ? C1 C6 C11 C10 175.9(6) . . . . ? C4 C5 C12 C17 -132.7(7) . . . . ? P1 C5 C12 C17 105.9(7) . . . . ? C4 C5 C12 C13 47.3(9) . . . . ? P1 C5 C12 C13 -74.0(7) . . . . ? C17 C12 C13 C14 0.2(11) . . . . ? C5 C12 C13 C14 -179.8(7) . . . . ? C12 C13 C14 C15 0.4(12) . . . . ? C13 C14 C15 C16 -1.0(12) . . . . ? C14 C15 C16 C17 0.9(12) . . . . ? C13 C12 C17 C16 -0.3(11) . . . . ? C5 C12 C17 C16 179.7(7) . . . . ? C15 C16 C17 C12 -0.2(12) . . . . ? C1 P1 C18 C19 51.6(6) . . . . ? C5 P1 C18 C19 -57.1(6) . . . . ? Pt1 P1 C18 C19 170.9(5) . . . . ? C1 P1 C18 C21 173.0(5) . . . . ? C5 P1 C18 C21 64.3(6) . . . . ? Pt1 P1 C18 C21 -67.7(6) . . . . ? C1 P1 C18 C20 -68.2(5) . . . . ? C5 P1 C18 C20 -176.9(5) . . . . ? Pt1 P1 C18 C20 51.1(5) . . . . ? C28 C22 C23 C24 -176.2(14) . . . . ? C27 C22 C23 C24 0.0 . . . . ? C22 C23 C24 C25 0.0 . . . . ? C23 C24 C25 C26 0.0 . . . . ? C24 C25 C26 C27 0.0 . . . . ? C25 C26 C27 C22 0.0 . . . . ? C28 C22 C27 C26 175.8(15) . . . . ? C23 C22 C27 C26 0.0 . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 3.038 _refine_diff_density_min -1.563 _refine_diff_density_rms 0.324 data_rac-CyLb(O)_zahlhsad _database_code_depnum_ccdc_archive 'CCDC 609148' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C23 H27 O2 P' _chemical_formula_sum 'C23 H27 O2 P' _chemical_formula_weight 366.42 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' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 '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 2(1)/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 6.2849(13) _cell_length_b 22.074(4) _cell_length_c 14.046(3) _cell_angle_alpha 90.00 _cell_angle_beta 102.72(3) _cell_angle_gamma 90.00 _cell_volume 1900.8(7) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 1102 _cell_measurement_theta_min 4.006 _cell_measurement_theta_max 70.017 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.280 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 784 _exptl_absorpt_coefficient_mu 1.383 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.525841 _exptl_absorpt_correction_T_max 0.990000 _exptl_absorpt_process_details 'SADABS V2.10 (Sheldrick, 2001)' _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 5.6 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 10169 _diffrn_reflns_av_R_equivalents 0.1763 _diffrn_reflns_av_sigmaI/netI 0.1547 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.80 _diffrn_reflns_theta_max 70.01 _reflns_number_total 3068 _reflns_number_gt 1974 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART V5.625 (Bruker AXS, 2001)' _computing_cell_refinement 'Bruker SMART V5.625 (Bruker AXS, 2001)' _computing_data_reduction 'Bruker SAINT V7.06 (Bruker AXS, 2003)' _computing_structure_solution 'SHELXS V6.12 (Bruker 2001)' _computing_structure_refinement 'SHELXL V6.12 (Bruker 2001)' _computing_molecular_graphics 'Bruker SHELXTL V6.14 (Bruker AXS, 2003)' _computing_publication_material 'Bruker SHELXTL V6.14 (Bruker AXS, 2003)' _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^)+(0.1356P)^2^+0.2261P] 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 3068 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1331 _refine_ls_R_factor_gt 0.0828 _refine_ls_wR_factor_ref 0.2561 _refine_ls_wR_factor_gt 0.2004 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _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 0.1330(3) 0.34511(5) 0.27363(8) 0.0192(4) Uani 1 1 d . . . O1 O -0.1086(7) 0.34969(15) 0.2477(3) 0.0283(10) Uani 1 1 d . . . O2 O 0.5374(7) 0.17706(15) 0.2858(3) 0.0296(10) Uani 1 1 d . . . C1 C 0.2359(10) 0.29298(19) 0.3758(3) 0.0205(12) Uani 1 1 d . . . H1 H 0.3884 0.3057 0.4062 0.025 Uiso 1 1 calc R . . C2 C 0.2474(10) 0.22761(19) 0.3376(3) 0.0242(13) Uani 1 1 d . . . H2A H 0.2800 0.1993 0.3936 0.029 Uiso 1 1 calc R . . H2B H 0.1038 0.2164 0.2965 0.029 Uiso 1 1 calc R . . C3 C 0.4178(11) 0.2214(2) 0.2793(3) 0.0267(13) Uani 1 1 d . . . C4 C 0.4476(10) 0.2727(2) 0.2108(4) 0.0278(14) Uani 1 1 d . . . H4A H 0.4946 0.2555 0.1537 0.033 Uiso 1 1 calc R . . H4B H 0.5644 0.3001 0.2451 0.033 Uiso 1 1 calc R . . C5 C 0.2368(10) 0.30939(19) 0.1754(3) 0.0216(13) Uani 1 1 d . . . H5 H 0.1235 0.2790 0.1456 0.026 Uiso 1 1 calc R . . C6 C 0.1023(9) 0.30032(19) 0.4526(3) 0.0201(12) Uani 1 1 d . . . C7 C 0.1643(11) 0.3415(2) 0.5280(4) 0.0286(14) Uani 1 1 d . . . H7 H 0.2955 0.3637 0.5322 0.034 Uiso 1 1 calc R . . C8 C 0.0434(11) 0.3515(2) 0.5974(4) 0.0292(14) Uani 1 1 d . . . H8 H 0.0915 0.3797 0.6487 0.035 Uiso 1 1 calc R . . C9 C -0.1510(10) 0.3195(2) 0.5910(3) 0.0264(13) Uani 1 1 d . . . H9 H -0.2403 0.3272 0.6361 0.032 Uiso 1 1 calc R . . C10 C -0.2125(10) 0.2765(2) 0.5186(3) 0.0266(13) Uani 1 1 d . . . H10 H -0.3390 0.2527 0.5172 0.032 Uiso 1 1 calc R . . C11 C -0.0913(10) 0.2677(2) 0.4477(3) 0.0225(12) Uani 1 1 d . . . H11 H -0.1398 0.2397 0.3962 0.027 Uiso 1 1 calc R . . C12 C 0.2465(10) 0.35447(19) 0.0937(3) 0.0198(12) Uani 1 1 d . . . C13 C 0.4396(10) 0.3762(2) 0.0748(3) 0.0251(13) Uani 1 1 d . . . H13 H 0.5747 0.3624 0.1133 0.030 Uiso 1 1 calc R . . C14 C 0.4390(11) 0.4181(2) -0.0001(4) 0.0284(14) Uani 1 1 d . . . H14 H 0.5728 0.4326 -0.0122 0.034 Uiso 1 1 calc R . . C15 C 0.2429(11) 0.4382(2) -0.0564(4) 0.0315(15) Uani 1 1 d . . . H15 H 0.2420 0.4667 -0.1070 0.038 Uiso 1 1 calc R . . C16 C 0.0457(12) 0.4166(2) -0.0389(4) 0.0315(15) Uani 1 1 d . . . H16 H -0.0894 0.4305 -0.0773 0.038 Uiso 1 1 calc R . . C17 C 0.0497(10) 0.3744(2) 0.0357(3) 0.0227(12) Uani 1 1 d . . . H17 H -0.0838 0.3591 0.0470 0.027 Uiso 1 1 calc R . . C18 C 0.2644(10) 0.41697(19) 0.3128(3) 0.0204(12) Uani 1 1 d . . . H18 H 0.2341 0.4247 0.3787 0.025 Uiso 1 1 calc R . . C19 C 0.5155(10) 0.4183(2) 0.3284(4) 0.0270(14) Uani 1 1 d . . . H19A H 0.5793 0.3859 0.3745 0.032 Uiso 1 1 calc R . . H19B H 0.5571 0.4105 0.2655 0.032 Uiso 1 1 calc R . . C20 C 0.6079(12) 0.4800(2) 0.3688(4) 0.0361(16) Uani 1 1 d . . . H20A H 0.5881 0.4847 0.4364 0.043 Uiso 1 1 calc R . . H20B H 0.7662 0.4813 0.3707 0.043 Uiso 1 1 calc R . . C21 C 0.4945(12) 0.5324(2) 0.3061(4) 0.0388(18) Uani 1 1 d . . . H21A H 0.5499 0.5712 0.3371 0.047 Uiso 1 1 calc R . . H21B H 0.5311 0.5307 0.2412 0.047 Uiso 1 1 calc R . . C22 C 0.2504(12) 0.5303(2) 0.2935(4) 0.0327(16) Uani 1 1 d . . . H22A H 0.1840 0.5641 0.2509 0.039 Uiso 1 1 calc R . . H22B H 0.2128 0.5357 0.3579 0.039 Uiso 1 1 calc R . . C23 C 0.1557(11) 0.4699(2) 0.2485(4) 0.0279(14) Uani 1 1 d . . . H23A H 0.1823 0.4658 0.1819 0.034 Uiso 1 1 calc R . . H23B H -0.0038 0.4691 0.2437 0.034 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0272(11) 0.0161(6) 0.0148(6) 0.0012(4) 0.0058(5) 0.0012(5) O1 0.025(3) 0.0300(18) 0.0290(19) 0.0025(14) 0.0031(17) 0.0002(15) O2 0.036(3) 0.0216(18) 0.0329(19) 0.0016(14) 0.0107(18) 0.0067(15) C1 0.026(4) 0.018(2) 0.018(2) 0.0038(17) 0.006(2) 0.0038(19) C2 0.040(4) 0.016(2) 0.019(2) 0.0034(17) 0.011(2) 0.000(2) C3 0.041(5) 0.018(2) 0.022(2) -0.0012(18) 0.007(2) -0.001(2) C4 0.041(5) 0.021(2) 0.024(2) 0.0002(18) 0.014(3) 0.002(2) C5 0.033(4) 0.020(2) 0.015(2) 0.0044(17) 0.012(2) 0.004(2) C6 0.029(4) 0.019(2) 0.011(2) 0.0084(16) 0.002(2) 0.0040(19) C7 0.040(5) 0.023(2) 0.026(3) 0.0035(18) 0.015(3) 0.001(2) C8 0.040(5) 0.028(3) 0.019(2) -0.0027(19) 0.005(2) 0.002(2) C9 0.027(4) 0.031(3) 0.023(2) 0.004(2) 0.009(2) 0.007(2) C10 0.031(4) 0.030(3) 0.022(2) 0.0088(19) 0.011(2) 0.007(2) C11 0.025(4) 0.023(2) 0.016(2) 0.0038(17) -0.003(2) 0.000(2) C12 0.027(4) 0.020(2) 0.012(2) -0.0001(16) 0.003(2) 0.0000(19) C13 0.034(4) 0.026(2) 0.013(2) 0.0004(17) 0.002(2) 0.007(2) C14 0.032(5) 0.028(2) 0.028(3) 0.002(2) 0.013(3) 0.001(2) C15 0.042(5) 0.030(3) 0.026(3) 0.013(2) 0.015(3) 0.005(2) C16 0.037(5) 0.038(3) 0.020(2) 0.007(2) 0.008(3) 0.009(2) C17 0.025(4) 0.028(2) 0.017(2) -0.0018(18) 0.008(2) -0.002(2) C18 0.026(4) 0.017(2) 0.014(2) -0.0049(16) -0.004(2) -0.0030(19) C19 0.032(5) 0.024(2) 0.024(2) -0.0052(18) 0.003(2) -0.006(2) C20 0.042(5) 0.040(3) 0.026(3) -0.012(2) 0.007(3) -0.015(3) C21 0.066(6) 0.021(2) 0.033(3) -0.009(2) 0.018(3) -0.014(3) C22 0.058(6) 0.018(2) 0.024(2) -0.0012(19) 0.014(3) 0.000(2) C23 0.044(5) 0.019(2) 0.023(2) 0.0005(19) 0.012(3) 0.002(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 O1 1.485(5) . yes P1 C18 1.817(5) . yes P1 C5 1.830(4) . yes P1 C1 1.842(5) . yes O2 C3 1.226(7) . ? C1 C6 1.515(6) . ? C1 C2 1.547(6) . ? C1 H1 1.0000 . ? C2 C3 1.490(7) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.523(6) . ? C4 C5 1.540(8) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C12 1.530(6) . ? C5 H5 1.0000 . ? C6 C7 1.384(7) . ? C6 C11 1.402(7) . ? C7 C8 1.379(7) . ? C7 H7 0.9500 . ? C8 C9 1.397(8) . ? C8 H8 0.9500 . ? C9 C10 1.382(7) . ? C9 H9 0.9500 . ? C10 C11 1.394(7) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C12 C13 1.383(8) . ? C12 C17 1.394(8) . ? C13 C14 1.400(7) . ? C13 H13 0.9500 . ? C14 C15 1.383(9) . ? C14 H14 0.9500 . ? C15 C16 1.399(9) . ? C15 H15 0.9500 . ? C16 C17 1.398(7) . ? C16 H16 0.9500 . ? C17 H17 0.9500 . ? C18 C23 1.541(7) . ? C18 C19 1.545(9) . ? C18 H18 1.0000 . ? C19 C20 1.538(7) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C21 1.531(8) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 C22 1.506(10) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.538(7) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? 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 C18 112.8(2) . . yes O1 P1 C5 111.0(2) . . yes C18 P1 C5 113.0(2) . . yes O1 P1 C1 113.5(2) . . yes C18 P1 C1 104.6(2) . . yes C5 P1 C1 101.3(2) . . yes C6 C1 C2 115.0(4) . . ? C6 C1 P1 109.5(3) . . ? C2 C1 P1 110.3(3) . . ? C6 C1 H1 107.2 . . ? C2 C1 H1 107.2 . . ? P1 C1 H1 107.2 . . ? C3 C2 C1 111.7(4) . . ? C3 C2 H2A 109.3 . . ? C1 C2 H2A 109.3 . . ? C3 C2 H2B 109.3 . . ? C1 C2 H2B 109.3 . . ? H2A C2 H2B 107.9 . . ? O2 C3 C2 122.4(4) . . ? O2 C3 C4 118.8(5) . . ? C2 C3 C4 118.8(4) . . ? C3 C4 C5 112.2(5) . . ? C3 C4 H4A 109.2 . . ? C5 C4 H4A 109.2 . . ? C3 C4 H4B 109.2 . . ? C5 C4 H4B 109.2 . . ? H4A C4 H4B 107.9 . . ? C12 C5 C4 114.3(4) . . ? C12 C5 P1 111.4(3) . . ? C4 C5 P1 114.0(3) . . ? C12 C5 H5 105.4 . . ? C4 C5 H5 105.4 . . ? P1 C5 H5 105.4 . . ? C7 C6 C11 118.0(5) . . ? C7 C6 C1 120.6(5) . . ? C11 C6 C1 121.4(4) . . ? C8 C7 C6 122.7(6) . . ? C8 C7 H7 118.7 . . ? C6 C7 H7 118.7 . . ? C7 C8 C9 118.9(5) . . ? C7 C8 H8 120.5 . . ? C9 C8 H8 120.5 . . ? C10 C9 C8 119.6(5) . . ? C10 C9 H9 120.2 . . ? C8 C9 H9 120.2 . . ? C9 C10 C11 120.9(5) . . ? C9 C10 H10 119.6 . . ? C11 C10 H10 119.6 . . ? C10 C11 C6 119.8(5) . . ? C10 C11 H11 120.1 . . ? C6 C11 H11 120.1 . . ? C13 C12 C17 118.8(4) . . ? C13 C12 C5 123.4(5) . . ? C17 C12 C5 117.8(5) . . ? C12 C13 C14 121.0(5) . . ? C12 C13 H13 119.5 . . ? C14 C13 H13 119.5 . . ? C15 C14 C13 119.8(6) . . ? C15 C14 H14 120.1 . . ? C13 C14 H14 120.1 . . ? C14 C15 C16 120.2(5) . . ? C14 C15 H15 119.9 . . ? C16 C15 H15 119.9 . . ? C17 C16 C15 119.2(6) . . ? C17 C16 H16 120.4 . . ? C15 C16 H16 120.4 . . ? C12 C17 C16 121.0(5) . . ? C12 C17 H17 119.5 . . ? C16 C17 H17 119.5 . . ? C23 C18 C19 112.0(4) . . ? C23 C18 P1 111.8(4) . . ? C19 C18 P1 116.2(3) . . ? C23 C18 H18 105.2 . . ? C19 C18 H18 105.2 . . ? P1 C18 H18 105.2 . . ? C20 C19 C18 111.1(5) . . ? C20 C19 H19A 109.4 . . ? C18 C19 H19A 109.4 . . ? C20 C19 H19B 109.4 . . ? C18 C19 H19B 109.4 . . ? H19A C19 H19B 108.0 . . ? C21 C20 C19 111.4(5) . . ? C21 C20 H20A 109.3 . . ? C19 C20 H20A 109.3 . . ? C21 C20 H20B 109.3 . . ? C19 C20 H20B 109.3 . . ? H20A C20 H20B 108.0 . . ? C22 C21 C20 112.2(5) . . ? C22 C21 H21A 109.2 . . ? C20 C21 H21A 109.2 . . ? C22 C21 H21B 109.2 . . ? C20 C21 H21B 109.2 . . ? H21A C21 H21B 107.9 . . ? C21 C22 C23 111.5(4) . . ? C21 C22 H22A 109.3 . . ? C23 C22 H22A 109.3 . . ? C21 C22 H22B 109.3 . . ? C23 C22 H22B 109.3 . . ? H22A C22 H22B 108.0 . . ? C22 C23 C18 109.6(4) . . ? C22 C23 H23A 109.8 . . ? C18 C23 H23A 109.8 . . ? C22 C23 H23B 109.8 . . ? C18 C23 H23B 109.8 . . ? H23A C23 H23B 108.2 . . ? 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 O1 P1 C1 C6 -40.0(4) . . . . ? C18 P1 C1 C6 83.3(4) . . . . ? C5 P1 C1 C6 -159.1(4) . . . . ? O1 P1 C1 C2 87.6(4) . . . . ? C18 P1 C1 C2 -149.2(4) . . . . ? C5 P1 C1 C2 -31.5(5) . . . . ? C6 C1 C2 C3 -167.7(5) . . . . ? P1 C1 C2 C3 67.9(6) . . . . ? C1 C2 C3 O2 139.5(5) . . . . ? C1 C2 C3 C4 -39.3(7) . . . . ? O2 C3 C4 C5 154.5(5) . . . . ? C2 C3 C4 C5 -26.7(7) . . . . ? C3 C4 C5 C12 -170.4(4) . . . . ? C3 C4 C5 P1 59.8(5) . . . . ? O1 P1 C5 C12 79.9(4) . . . . ? C18 P1 C5 C12 -47.9(5) . . . . ? C1 P1 C5 C12 -159.3(4) . . . . ? O1 P1 C5 C4 -148.9(3) . . . . ? C18 P1 C5 C4 83.3(4) . . . . ? C1 P1 C5 C4 -28.1(4) . . . . ? C2 C1 C6 C7 144.5(5) . . . . ? P1 C1 C6 C7 -90.6(5) . . . . ? C2 C1 C6 C11 -38.0(7) . . . . ? P1 C1 C6 C11 86.9(5) . . . . ? C11 C6 C7 C8 -0.2(8) . . . . ? C1 C6 C7 C8 177.3(5) . . . . ? C6 C7 C8 C9 -0.8(8) . . . . ? C7 C8 C9 C10 3.2(8) . . . . ? C8 C9 C10 C11 -4.6(8) . . . . ? C9 C10 C11 C6 3.6(7) . . . . ? C7 C6 C11 C10 -1.1(7) . . . . ? C1 C6 C11 C10 -178.7(4) . . . . ? C4 C5 C12 C13 -20.9(6) . . . . ? P1 C5 C12 C13 110.1(5) . . . . ? C4 C5 C12 C17 159.1(4) . . . . ? P1 C5 C12 C17 -69.9(5) . . . . ? C17 C12 C13 C14 0.9(7) . . . . ? C5 C12 C13 C14 -179.1(4) . . . . ? C12 C13 C14 C15 -0.1(7) . . . . ? C13 C14 C15 C16 -0.3(8) . . . . ? C14 C15 C16 C17 -0.3(8) . . . . ? C13 C12 C17 C16 -1.5(7) . . . . ? C5 C12 C17 C16 178.5(4) . . . . ? C15 C16 C17 C12 1.2(7) . . . . ? O1 P1 C18 C23 -41.9(4) . . . . ? C5 P1 C18 C23 85.0(4) . . . . ? C1 P1 C18 C23 -165.7(4) . . . . ? O1 P1 C18 C19 -172.3(3) . . . . ? C5 P1 C18 C19 -45.4(4) . . . . ? C1 P1 C18 C19 63.9(4) . . . . ? C23 C18 C19 C20 54.1(5) . . . . ? P1 C18 C19 C20 -175.6(3) . . . . ? C18 C19 C20 C21 -52.4(6) . . . . ? C19 C20 C21 C22 54.5(6) . . . . ? C20 C21 C22 C23 -57.1(5) . . . . ? C21 C22 C23 C18 57.0(5) . . . . ? C19 C18 C23 C22 -55.7(5) . . . . ? P1 C18 C23 C22 171.7(4) . . . . ? _diffrn_measured_fraction_theta_max 0.849 _diffrn_reflns_theta_full 70.01 _diffrn_measured_fraction_theta_full 0.849 _refine_diff_density_max 0.589 _refine_diff_density_min -0.554 _refine_diff_density_rms 0.111 data_La_rd200sad _database_code_depnum_ccdc_archive 'CCDC 609149' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C15 H21 O P' _chemical_formula_sum 'C15 H21 O P' _chemical_formula_weight 248.29 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.7616(16) _cell_length_b 23.360(5) _cell_length_c 8.1907(16) _cell_angle_alpha 90.00 _cell_angle_beta 106.68(3) _cell_angle_gamma 90.00 _cell_volume 1422.6(6) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 6534 _cell_measurement_theta_min 2.616 _cell_measurement_theta_max 27.382 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.159 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 536 _exptl_absorpt_coefficient_mu 0.177 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.881515 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details 'SADABS V2.10 (Bruker 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean 8.2 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 15053 _diffrn_reflns_av_R_equivalents 0.0304 _diffrn_reflns_av_sigmaI/netI 0.0241 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -30 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3261 _reflns_number_gt 2692 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART V5.054 (Bruker, 1998)' _computing_cell_refinement 'Bruker SMART V5.054 (Bruker, 1998)' _computing_data_reduction 'Bruker SAINT V6.02 (Bruker, 2001)' _computing_structure_solution 'SHELXS V6.12 (Bruker 2001)' _computing_structure_refinement 'SHELXL V6.12 (Bruker 2001)' _computing_molecular_graphics 'Bruker SHELXTL V6.14 (Bruker AXS, 2003)' _computing_publication_material 'Bruker SHELXTL V6.14 (Bruker AXS, 2003)' _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^)+(0.0509P)^2^+0.2055P] 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 3261 _refine_ls_number_parameters 158 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0458 _refine_ls_R_factor_gt 0.0351 _refine_ls_wR_factor_ref 0.0964 _refine_ls_wR_factor_gt 0.0904 _refine_ls_goodness_of_fit_ref 1.083 _refine_ls_restrained_S_all 1.083 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.50621(4) 0.095074(14) 0.68866(4) 0.02785(11) Uani 1 1 d . . . O1 O 0.48958(16) 0.24448(5) 0.39623(14) 0.0503(3) Uani 1 1 d . . . C1 C 0.40104(17) 0.16606(6) 0.71487(17) 0.0328(3) Uani 1 1 d . . . C2 C 0.50506(18) 0.21939(6) 0.68324(18) 0.0359(3) Uani 1 1 d . . . H2A H 0.4290 0.2537 0.6779 0.043 Uiso 1 1 calc R . . H2B H 0.6146 0.2242 0.7803 0.043 Uiso 1 1 calc R . . C3 C 0.55825(18) 0.21507(6) 0.52118(18) 0.0338(3) Uani 1 1 d . . . C4 C 0.69763(17) 0.17033(6) 0.51980(18) 0.0318(3) Uani 1 1 d . . . H4A H 0.8021 0.1751 0.6219 0.038 Uiso 1 1 calc R . . H4B H 0.7400 0.1758 0.4178 0.038 Uiso 1 1 calc R . . C5 C 0.62114(17) 0.10892(5) 0.51820(16) 0.0287(3) Uani 1 1 d . . . C6 C 0.3799(2) 0.16871(8) 0.8955(2) 0.0494(4) Uani 1 1 d . . . H6A H 0.3078 0.2023 0.9054 0.074 Uiso 1 1 calc R . . H6B H 0.4988 0.1716 0.9787 0.074 Uiso 1 1 calc R . . H6C H 0.3196 0.1339 0.9176 0.074 Uiso 1 1 calc R . . C7 C 0.21163(19) 0.16689(7) 0.5865(2) 0.0463(4) Uani 1 1 d . . . H7A H 0.1448 0.1329 0.6032 0.069 Uiso 1 1 calc R . . H7B H 0.2223 0.1670 0.4701 0.069 Uiso 1 1 calc R . . H7C H 0.1475 0.2014 0.6045 0.069 Uiso 1 1 calc R . . C8 C 0.7744(2) 0.06541(6) 0.54083(19) 0.0385(3) Uani 1 1 d . . . H8A H 0.7266 0.0266 0.5408 0.058 Uiso 1 1 calc R . . H8B H 0.8661 0.0725 0.6493 0.058 Uiso 1 1 calc R . . H8C H 0.8282 0.0693 0.4468 0.058 Uiso 1 1 calc R . . C9 C 0.4843(2) 0.09786(7) 0.34368(18) 0.0406(3) Uani 1 1 d . . . H9A H 0.5448 0.1005 0.2541 0.061 Uiso 1 1 calc R . . H9B H 0.3882 0.1265 0.3231 0.061 Uiso 1 1 calc R . . H9C H 0.4326 0.0595 0.3426 0.061 Uiso 1 1 calc R . . C10 C 0.69492(17) 0.08689(5) 0.88264(16) 0.0276(3) Uani 1 1 d . . . C11 C 0.70298(18) 0.03432(6) 0.96550(16) 0.0308(3) Uani 1 1 d . . . H11 H 0.6118 0.0067 0.9214 0.037 Uiso 1 1 calc R . . C12 C 0.8417(2) 0.02153(6) 1.11129(18) 0.0392(3) Uani 1 1 d . . . H12 H 0.8437 -0.0144 1.1661 0.047 Uiso 1 1 calc R . . C13 C 0.9760(2) 0.06082(7) 1.17631(17) 0.0385(3) Uani 1 1 d . . . H13 H 1.0715 0.0520 1.2751 0.046 Uiso 1 1 calc R . . C14 C 0.97091(19) 0.11326(7) 1.09663(18) 0.0396(3) Uani 1 1 d . . . H14 H 1.0632 0.1405 1.1414 0.048 Uiso 1 1 calc R . . C15 C 0.83249(18) 0.12639(6) 0.95226(17) 0.0373(3) Uani 1 1 d . . . H15 H 0.8307 0.1627 0.8996 0.045 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.02442(18) 0.02724(18) 0.02936(18) 0.00072(13) 0.00369(13) -0.00548(13) O1 0.0545(7) 0.0396(6) 0.0561(7) 0.0192(5) 0.0148(5) 0.0117(5) C1 0.0249(6) 0.0371(7) 0.0361(7) 0.0007(5) 0.0082(5) 0.0030(5) C2 0.0336(7) 0.0284(7) 0.0438(8) -0.0027(6) 0.0079(6) 0.0038(6) C3 0.0297(7) 0.0251(6) 0.0449(8) 0.0034(6) 0.0080(6) -0.0034(5) C4 0.0270(6) 0.0295(7) 0.0394(7) 0.0050(5) 0.0103(5) -0.0007(5) C5 0.0282(6) 0.0272(6) 0.0294(6) 0.0010(5) 0.0064(5) -0.0003(5) C6 0.0516(10) 0.0564(10) 0.0463(9) 0.0007(7) 0.0237(7) 0.0114(8) C7 0.0237(7) 0.0543(10) 0.0572(10) 0.0053(7) 0.0058(6) 0.0041(6) C8 0.0419(8) 0.0344(7) 0.0409(8) 0.0010(6) 0.0144(6) 0.0090(6) C9 0.0436(8) 0.0439(9) 0.0294(7) -0.0023(6) 0.0028(6) -0.0023(7) C10 0.0281(6) 0.0275(6) 0.0266(6) -0.0005(5) 0.0068(5) -0.0001(5) C11 0.0343(7) 0.0278(7) 0.0328(7) 0.0004(5) 0.0137(6) 0.0005(5) C12 0.0479(9) 0.0346(7) 0.0359(7) 0.0098(6) 0.0133(6) 0.0094(6) C13 0.0359(8) 0.0468(8) 0.0293(7) 0.0033(6) 0.0038(6) 0.0123(6) C14 0.0326(7) 0.0422(8) 0.0375(8) -0.0019(6) -0.0006(6) -0.0016(6) C15 0.0367(7) 0.0306(7) 0.0365(7) 0.0043(6) -0.0023(6) -0.0056(6) _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 C10 1.8359(15) . yes P1 C5 1.8880(14) . yes P1 C1 1.8875(14) . yes O1 C3 1.2208(17) . ? C1 C6 1.536(2) . ? C1 C7 1.543(2) . ? C1 C2 1.5463(19) . ? C2 C3 1.502(2) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.5065(19) . ? C4 C5 1.5511(18) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C8 1.5348(18) . ? C5 C9 1.5385(19) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.3958(18) . ? C10 C15 1.4026(18) . ? C11 C12 1.3916(19) . ? C11 H11 0.9500 . ? C12 C13 1.376(2) . ? C12 H12 0.9500 . ? C13 C14 1.383(2) . ? C13 H13 0.9500 . ? C14 C15 1.3847(19) . ? C14 H14 0.9500 . ? C15 H15 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 C10 P1 C5 103.23(6) . . yes C10 P1 C1 104.88(6) . . yes C5 P1 C1 104.19(6) . . yes C6 C1 C7 108.17(12) . . ? C6 C1 C2 109.52(12) . . ? C7 C1 C2 108.47(11) . . ? C6 C1 P1 108.32(10) . . ? C7 C1 P1 106.98(10) . . ? C2 C1 P1 115.15(9) . . ? C3 C2 C1 112.52(11) . . ? C3 C2 H2A 109.1 . . ? C1 C2 H2A 109.1 . . ? C3 C2 H2B 109.1 . . ? C1 C2 H2B 109.1 . . ? H2A C2 H2B 107.8 . . ? O1 C3 C2 122.57(13) . . ? O1 C3 C4 121.72(13) . . ? C2 C3 C4 115.67(12) . . ? C3 C4 C5 111.57(11) . . ? C3 C4 H4A 109.3 . . ? C5 C4 H4A 109.3 . . ? C3 C4 H4B 109.3 . . ? C5 C4 H4B 109.3 . . ? H4A C4 H4B 108.0 . . ? C8 C5 C9 107.79(11) . . ? C8 C5 C4 109.27(11) . . ? C9 C5 C4 108.89(11) . . ? C8 C5 P1 108.15(9) . . ? C9 C5 P1 108.15(9) . . ? C4 C5 P1 114.40(9) . . ? C1 C6 H6A 109.5 . . ? C1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C1 C7 H7A 109.5 . . ? C1 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C1 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C5 C8 H8A 109.5 . . ? C5 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C5 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C5 C9 H9A 109.5 . . ? C5 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C5 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C11 C10 C15 117.29(12) . . ? C11 C10 P1 115.19(10) . . ? C15 C10 P1 127.48(10) . . ? C12 C11 C10 121.45(13) . . ? C12 C11 H11 119.3 . . ? C10 C11 H11 119.3 . . ? C13 C12 C11 120.16(13) . . ? C13 C12 H12 119.9 . . ? C11 C12 H12 119.9 . . ? C12 C13 C14 119.48(13) . . ? C12 C13 H13 120.3 . . ? C14 C13 H13 120.3 . . ? C13 C14 C15 120.62(14) . . ? C13 C14 H14 119.7 . . ? C15 C14 H14 119.7 . . ? C14 C15 C10 121.00(13) . . ? C14 C15 H15 119.5 . . ? C10 C15 H15 119.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C10 P1 C1 C6 -46.56(11) . . . . ? C5 P1 C1 C6 -154.71(10) . . . . ? C10 P1 C1 C7 -162.96(10) . . . . ? C5 P1 C1 C7 88.89(10) . . . . ? C10 P1 C1 C2 76.42(11) . . . . ? C5 P1 C1 C2 -31.73(11) . . . . ? C6 C1 C2 C3 170.31(12) . . . . ? C7 C1 C2 C3 -71.84(14) . . . . ? P1 C1 C2 C3 47.97(14) . . . . ? C1 C2 C3 O1 109.85(15) . . . . ? C1 C2 C3 C4 -67.92(15) . . . . ? O1 C3 C4 C5 -108.12(15) . . . . ? C2 C3 C4 C5 69.66(15) . . . . ? C3 C4 C5 C8 -172.54(11) . . . . ? C3 C4 C5 C9 69.97(15) . . . . ? C3 C4 C5 P1 -51.15(14) . . . . ? C10 P1 C5 C8 45.97(10) . . . . ? C1 P1 C5 C8 155.33(9) . . . . ? C10 P1 C5 C9 162.44(9) . . . . ? C1 P1 C5 C9 -88.20(10) . . . . ? C10 P1 C5 C4 -76.04(10) . . . . ? C1 P1 C5 C4 33.32(11) . . . . ? C5 P1 C10 C11 -120.58(10) . . . . ? C1 P1 C10 C11 130.57(10) . . . . ? C5 P1 C10 C15 57.28(13) . . . . ? C1 P1 C10 C15 -51.56(14) . . . . ? C15 C10 C11 C12 0.02(19) . . . . ? P1 C10 C11 C12 178.11(10) . . . . ? C10 C11 C12 C13 -0.6(2) . . . . ? C11 C12 C13 C14 0.7(2) . . . . ? C12 C13 C14 C15 -0.2(2) . . . . ? C13 C14 C15 C10 -0.4(2) . . . . ? C11 C10 C15 C14 0.5(2) . . . . ? P1 C10 C15 C14 -177.35(11) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.306 _refine_diff_density_min -0.179 _refine_diff_density_rms 0.038 data_aa-6_at018sad _database_code_depnum_ccdc_archive 'CCDC 609150' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C46 H42 Cl2 O2 P2 Pt' _chemical_formula_sum 'C46 H42 Cl2 O2 P2 Pt' _chemical_formula_weight 954.73 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pt Pt -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 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 10.479(3) _cell_length_b 14.369(4) _cell_length_c 14.537(4) _cell_angle_alpha 116.004(4) _cell_angle_beta 92.782(4) _cell_angle_gamma 95.772(4) _cell_volume 1946.8(9) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 8104 _cell_measurement_theta_min 2.355 _cell_measurement_theta_max 27.388 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.629 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 952 _exptl_absorpt_coefficient_mu 3.862 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.546 _exptl_absorpt_correction_T_max 0.794 _exptl_absorpt_process_details 'SADABS V2.10' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.2 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 20645 _diffrn_reflns_av_R_equivalents 0.0527 _diffrn_reflns_av_sigmaI/netI 0.0753 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.57 _diffrn_reflns_theta_max 27.54 _reflns_number_total 8866 _reflns_number_gt 7025 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART V5.054 (Bruker, 1998)' _computing_cell_refinement 'Bruker SMART V5.054 (Bruker, 1998)' _computing_data_reduction 'Bruker SAINT V6.02 (Bruker, 1999)' _computing_structure_solution 'SHELXS V6.12 (Bruker 2001)' _computing_structure_refinement 'SHELXL V6.12 (Bruker 2001)' _computing_molecular_graphics 'Bruker SHELXTL V6.14 (Bruker AXS, 2003)' _computing_publication_material 'Bruker SHELXTL V6.14 (Bruker AXS, 2003)' _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^)+(0.0253P)^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 8866 _refine_ls_number_parameters 478 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0572 _refine_ls_R_factor_gt 0.0366 _refine_ls_wR_factor_ref 0.0759 _refine_ls_wR_factor_gt 0.0701 _refine_ls_goodness_of_fit_ref 0.974 _refine_ls_restrained_S_all 0.974 _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 0.711518(16) 0.721471(14) 0.735919(13) 0.01865(6) Uani 1 1 d . . . P1 P 0.84597(10) 0.79908(9) 0.66039(8) 0.0183(2) Uani 1 1 d . . . P2 P 0.57728(10) 0.65499(9) 0.82041(8) 0.0186(2) Uani 1 1 d . . . O2 O 0.2100(3) 0.4370(3) 0.7211(3) 0.0364(8) Uani 1 1 d . . . O1 O 1.1526(3) 0.7096(4) 0.4521(3) 0.0634(13) Uani 1 1 d . . . Cl1 Cl 0.73575(11) 0.87815(9) 0.88208(8) 0.0277(2) Uani 1 1 d . . . Cl2 Cl 0.69035(11) 0.56175(9) 0.58987(8) 0.0302(3) Uani 1 1 d . . . C1 C 0.8225(4) 0.7423(4) 0.5169(3) 0.0233(10) Uani 1 1 d . . . H1 H 0.8048 0.6648 0.4909 0.028 Uiso 1 1 calc R . . C2 C 0.9467(4) 0.7633(4) 0.4740(4) 0.0316(11) Uani 1 1 d . . . H2A H 0.9297 0.7344 0.3983 0.038 Uiso 1 1 calc R . . H2B H 0.9709 0.8398 0.5019 0.038 Uiso 1 1 calc R . . C3 C 1.0582(4) 0.7176(4) 0.4984(4) 0.0382(13) Uani 1 1 d . . . C4 C 1.0510(4) 0.6894(4) 0.5878(4) 0.0352(12) Uani 1 1 d . . . H4A H 1.1350 0.6707 0.6034 0.042 Uiso 1 1 calc R . . H4B H 0.9846 0.6281 0.5687 0.042 Uiso 1 1 calc R . . C5 C 1.0168(4) 0.7826(4) 0.6835(3) 0.0253(10) Uani 1 1 d . . . H5 H 1.0720 0.8466 0.6900 0.030 Uiso 1 1 calc R . . C6 C 0.7037(4) 0.7745(4) 0.4808(3) 0.0255(10) Uani 1 1 d . . . C7 C 0.5837(4) 0.7180(4) 0.4691(3) 0.0313(11) Uani 1 1 d . . . H7 H 0.5777 0.6587 0.4824 0.038 Uiso 1 1 calc R . . C8 C 0.4716(5) 0.7460(5) 0.4385(4) 0.0425(14) Uani 1 1 d . . . H8 H 0.3901 0.7065 0.4311 0.051 Uiso 1 1 calc R . . C9 C 0.4811(6) 0.8318(5) 0.4192(4) 0.0522(16) Uani 1 1 d . . . H9 H 0.4055 0.8515 0.3980 0.063 Uiso 1 1 calc R . . C10 C 0.5985(6) 0.8893(5) 0.4303(4) 0.0474(15) Uani 1 1 d . . . H10 H 0.6035 0.9484 0.4167 0.057 Uiso 1 1 calc R . . C11 C 0.7107(5) 0.8614(4) 0.4614(4) 0.0365(12) Uani 1 1 d . . . H11 H 0.7917 0.9016 0.4692 0.044 Uiso 1 1 calc R . . C12 C 1.0412(4) 0.7753(4) 0.7844(3) 0.0250(10) Uani 1 1 d . . . C13 C 1.0705(4) 0.8663(4) 0.8752(4) 0.0298(11) Uani 1 1 d . . . H13 H 1.0718 0.9320 0.8743 0.036 Uiso 1 1 calc R . . C14 C 1.0982(4) 0.8625(4) 0.9686(4) 0.0328(11) Uani 1 1 d . . . H14 H 1.1169 0.9255 1.0308 0.039 Uiso 1 1 calc R . . C15 C 1.0983(4) 0.7676(4) 0.9702(4) 0.0329(12) Uani 1 1 d . . . H15 H 1.1200 0.7649 1.0331 0.040 Uiso 1 1 calc R . . C16 C 1.0668(4) 0.6761(4) 0.8803(4) 0.0352(12) Uani 1 1 d . . . H16 H 1.0650 0.6105 0.8817 0.042 Uiso 1 1 calc R . . C17 C 1.0375(4) 0.6799(4) 0.7874(4) 0.0289(11) Uani 1 1 d . . . H17 H 1.0149 0.6168 0.7260 0.035 Uiso 1 1 calc R . . C18 C 0.8409(4) 0.9370(4) 0.6990(3) 0.0255(10) Uani 1 1 d . . . C19 C 0.7220(5) 0.9726(4) 0.7194(3) 0.0333(12) Uani 1 1 d . . . H19 H 0.6509 0.9275 0.7219 0.040 Uiso 1 1 calc R . . C20 C 0.7061(6) 1.0733(4) 0.7361(4) 0.0438(14) Uani 1 1 d . . . H20 H 0.6246 1.0970 0.7509 0.053 Uiso 1 1 calc R . . C21 C 0.8078(6) 1.1390(4) 0.7313(4) 0.0529(17) Uani 1 1 d . . . H21 H 0.7962 1.2076 0.7420 0.063 Uiso 1 1 calc R . . C22 C 0.9257(6) 1.1056(4) 0.7110(4) 0.0507(17) Uani 1 1 d . . . H22 H 0.9956 1.1510 0.7074 0.061 Uiso 1 1 calc R . . C23 C 0.9437(5) 1.0050(4) 0.6956(4) 0.0344(12) Uani 1 1 d . . . H23 H 1.0261 0.9827 0.6827 0.041 Uiso 1 1 calc R . . C24 C 0.5603(4) 0.5102(3) 0.7759(3) 0.0214(9) Uani 1 1 d . . . H24 H 0.5629 0.4776 0.6997 0.026 Uiso 1 1 calc R . . C25 C 0.4269(4) 0.4703(4) 0.7949(4) 0.0255(10) Uani 1 1 d . . . H25A H 0.4220 0.3945 0.7739 0.031 Uiso 1 1 calc R . . H25B H 0.4181 0.5055 0.8696 0.031 Uiso 1 1 calc R . . C26 C 0.3151(4) 0.4887(4) 0.7375(3) 0.0250(10) Uani 1 1 d . . . C27 C 0.3389(4) 0.5757(3) 0.7073(3) 0.0267(10) Uani 1 1 d . . . H27A H 0.2558 0.5900 0.6843 0.032 Uiso 1 1 calc R . . H27B H 0.3929 0.5548 0.6493 0.032 Uiso 1 1 calc R . . C28 C 0.4078(4) 0.6755(3) 0.7995(3) 0.0225(10) Uani 1 1 d . . . H28 H 0.3650 0.6820 0.8616 0.027 Uiso 1 1 calc R . . C29 C 0.6731(4) 0.4785(3) 0.8198(3) 0.0234(10) Uani 1 1 d . . . C30 C 0.7808(4) 0.4555(4) 0.7673(4) 0.0284(11) Uani 1 1 d . . . H30 H 0.7831 0.4593 0.7037 0.034 Uiso 1 1 calc R . . C31 C 0.8859(4) 0.4269(4) 0.8059(4) 0.0323(11) Uani 1 1 d . . . H31 H 0.9595 0.4115 0.7689 0.039 Uiso 1 1 calc R . . C32 C 0.8834(5) 0.4210(4) 0.8977(4) 0.0333(12) Uani 1 1 d . . . H32 H 0.9549 0.4011 0.9241 0.040 Uiso 1 1 calc R . . C33 C 0.7770(5) 0.4440(4) 0.9511(4) 0.0377(13) Uani 1 1 d . . . H33 H 0.7757 0.4405 1.0148 0.045 Uiso 1 1 calc R . . C34 C 0.6720(5) 0.4723(4) 0.9131(4) 0.0316(11) Uani 1 1 d . . . H34 H 0.5987 0.4875 0.9505 0.038 Uiso 1 1 calc R . . C35 C 0.3980(4) 0.7751(3) 0.7895(3) 0.0220(9) Uani 1 1 d . . . C36 C 0.3894(4) 0.7758(4) 0.6935(3) 0.0277(11) Uani 1 1 d . . . H36 H 0.3930 0.7132 0.6328 0.033 Uiso 1 1 calc R . . C37 C 0.3757(4) 0.8674(4) 0.6863(4) 0.0335(12) Uani 1 1 d . . . H37 H 0.3695 0.8672 0.6208 0.040 Uiso 1 1 calc R . . C38 C 0.3711(5) 0.9594(4) 0.7743(4) 0.0346(12) Uani 1 1 d . . . H38 H 0.3600 1.0219 0.7692 0.042 Uiso 1 1 calc R . . C39 C 0.3825(4) 0.9595(4) 0.8687(4) 0.0346(12) Uani 1 1 d . . . H39 H 0.3812 1.0227 0.9293 0.041 Uiso 1 1 calc R . . C40 C 0.3962(4) 0.8679(4) 0.8764(4) 0.0296(11) Uani 1 1 d . . . H40 H 0.4044 0.8692 0.9424 0.036 Uiso 1 1 calc R . . C41 C 0.6195(4) 0.7077(3) 0.9592(3) 0.0226(10) Uani 1 1 d . . . C42 C 0.7516(4) 0.7249(4) 0.9913(3) 0.0283(11) Uani 1 1 d . . . H42 H 0.8133 0.7181 0.9437 0.034 Uiso 1 1 calc R . . C43 C 0.7916(5) 0.7520(4) 1.0933(4) 0.0364(12) Uani 1 1 d . . . H43 H 0.8810 0.7636 1.1155 0.044 Uiso 1 1 calc R . . C44 C 0.7026(5) 0.7621(4) 1.1624(4) 0.0342(12) Uani 1 1 d . . . H44 H 0.7311 0.7802 1.2319 0.041 Uiso 1 1 calc R . . C45 C 0.5733(5) 0.7464(3) 1.1321(3) 0.0298(11) Uani 1 1 d . . . H45 H 0.5125 0.7539 1.1804 0.036 Uiso 1 1 calc R . . C46 C 0.5312(4) 0.7193(3) 1.0299(3) 0.0250(10) Uani 1 1 d . . . H46 H 0.4415 0.7087 1.0089 0.030 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pt1 0.01868(9) 0.01979(9) 0.01723(9) 0.00810(7) 0.00193(6) 0.00225(6) P1 0.0166(5) 0.0219(6) 0.0184(6) 0.0105(5) 0.0028(4) 0.0032(4) P2 0.0174(5) 0.0212(6) 0.0177(6) 0.0094(5) 0.0013(4) 0.0017(4) O2 0.0210(17) 0.033(2) 0.048(2) 0.0144(18) -0.0017(15) -0.0075(15) O1 0.035(2) 0.115(4) 0.038(2) 0.028(3) 0.0168(18) 0.027(2) Cl1 0.0357(6) 0.0219(6) 0.0198(6) 0.0051(5) 0.0067(5) -0.0014(5) Cl2 0.0455(7) 0.0208(6) 0.0206(6) 0.0064(5) 0.0066(5) 0.0005(5) C1 0.023(2) 0.031(3) 0.021(2) 0.015(2) 0.0046(18) 0.0072(19) C2 0.028(3) 0.041(3) 0.028(3) 0.017(2) 0.005(2) 0.005(2) C3 0.024(3) 0.056(4) 0.028(3) 0.012(3) 0.008(2) 0.010(2) C4 0.021(2) 0.053(3) 0.033(3) 0.018(3) 0.004(2) 0.016(2) C5 0.016(2) 0.033(3) 0.026(2) 0.013(2) 0.0011(18) -0.0015(19) C6 0.028(2) 0.031(3) 0.018(2) 0.009(2) 0.0026(19) 0.011(2) C7 0.032(3) 0.035(3) 0.023(3) 0.008(2) 0.003(2) 0.011(2) C8 0.029(3) 0.061(4) 0.028(3) 0.009(3) 0.000(2) 0.015(3) C9 0.050(4) 0.071(5) 0.035(3) 0.019(3) -0.003(3) 0.030(3) C10 0.077(4) 0.046(4) 0.026(3) 0.017(3) 0.006(3) 0.030(3) C11 0.049(3) 0.040(3) 0.026(3) 0.020(2) -0.001(2) 0.010(2) C12 0.012(2) 0.035(3) 0.030(3) 0.016(2) -0.0004(18) 0.0039(19) C13 0.028(2) 0.030(3) 0.031(3) 0.014(2) 0.000(2) 0.002(2) C14 0.033(3) 0.035(3) 0.024(3) 0.009(2) 0.000(2) -0.002(2) C15 0.027(3) 0.049(3) 0.028(3) 0.024(3) -0.006(2) -0.004(2) C16 0.033(3) 0.039(3) 0.042(3) 0.026(3) -0.003(2) 0.003(2) C17 0.025(2) 0.028(3) 0.030(3) 0.010(2) -0.001(2) 0.002(2) C18 0.027(2) 0.028(3) 0.024(2) 0.016(2) -0.0046(19) -0.001(2) C19 0.044(3) 0.032(3) 0.025(3) 0.013(2) 0.002(2) 0.012(2) C20 0.061(4) 0.034(3) 0.038(3) 0.016(3) -0.006(3) 0.019(3) C21 0.081(5) 0.027(3) 0.046(4) 0.018(3) -0.027(3) -0.003(3) C22 0.071(4) 0.037(3) 0.044(3) 0.028(3) -0.029(3) -0.021(3) C23 0.039(3) 0.032(3) 0.033(3) 0.020(2) -0.009(2) -0.009(2) C24 0.025(2) 0.019(2) 0.020(2) 0.0092(19) 0.0021(18) 0.0019(18) C25 0.023(2) 0.027(3) 0.031(3) 0.018(2) 0.0024(19) -0.0015(19) C26 0.026(2) 0.025(3) 0.021(2) 0.007(2) 0.0036(19) 0.005(2) C27 0.025(2) 0.027(3) 0.027(3) 0.013(2) -0.0025(19) 0.0007(19) C28 0.015(2) 0.031(3) 0.024(2) 0.013(2) 0.0042(18) 0.0088(18) C29 0.026(2) 0.019(2) 0.025(2) 0.010(2) 0.0006(19) 0.0004(18) C30 0.030(3) 0.028(3) 0.026(3) 0.010(2) 0.002(2) 0.006(2) C31 0.027(3) 0.029(3) 0.038(3) 0.012(2) 0.001(2) 0.003(2) C32 0.030(3) 0.027(3) 0.041(3) 0.014(2) -0.009(2) 0.004(2) C33 0.039(3) 0.045(3) 0.035(3) 0.025(3) -0.005(2) 0.003(2) C34 0.033(3) 0.037(3) 0.032(3) 0.022(2) 0.006(2) 0.006(2) C35 0.016(2) 0.027(2) 0.024(2) 0.011(2) 0.0040(17) 0.0025(18) C36 0.031(3) 0.024(3) 0.026(3) 0.007(2) 0.003(2) 0.011(2) C37 0.035(3) 0.036(3) 0.038(3) 0.023(3) 0.004(2) 0.010(2) C38 0.037(3) 0.027(3) 0.047(3) 0.020(3) 0.013(2) 0.013(2) C39 0.033(3) 0.025(3) 0.037(3) 0.005(2) 0.008(2) 0.009(2) C40 0.026(2) 0.036(3) 0.024(3) 0.011(2) 0.003(2) 0.006(2) C41 0.028(2) 0.021(2) 0.019(2) 0.010(2) -0.0011(18) 0.0013(19) C42 0.027(2) 0.032(3) 0.026(3) 0.015(2) 0.000(2) -0.002(2) C43 0.035(3) 0.041(3) 0.031(3) 0.015(2) -0.009(2) 0.003(2) C44 0.048(3) 0.034(3) 0.018(2) 0.011(2) -0.006(2) 0.004(2) C45 0.043(3) 0.024(3) 0.023(2) 0.010(2) 0.008(2) 0.007(2) C46 0.030(2) 0.024(2) 0.023(2) 0.012(2) 0.0042(19) 0.0045(19) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pt1 Cl1 2.2990(12) . yes Pt1 P2 2.3078(12) . yes Pt1 P1 2.3114(11) . yes Pt1 Cl2 2.3245(12) . yes P1 C18 1.815(5) . yes P1 C5 1.863(4) . yes P1 C1 1.870(4) . yes P2 C41 1.829(4) . yes P2 C28 1.861(4) . yes P2 C24 1.874(4) . yes O2 C26 1.215(5) . ? O1 C3 1.210(5) . ? C1 C6 1.518(6) . ? C1 C2 1.529(6) . ? C1 H1 1.0000 . ? C2 C3 1.497(6) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.525(7) . ? C4 C5 1.538(6) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C12 1.527(6) . ? C5 H5 1.0000 . ? C6 C7 1.386(6) . ? C6 C11 1.392(6) . ? C7 C8 1.393(6) . ? C7 H7 0.9500 . ? C8 C9 1.375(8) . ? C8 H8 0.9500 . ? C9 C10 1.372(8) . ? C9 H9 0.9500 . ? C10 C11 1.396(7) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C12 C13 1.383(6) . ? C12 C17 1.389(6) . ? C13 C14 1.400(6) . ? C13 H13 0.9500 . ? C14 C15 1.375(7) . ? C14 H14 0.9500 . ? C15 C16 1.382(7) . ? C15 H15 0.9500 . ? C16 C17 1.395(6) . ? C16 H16 0.9500 . ? C17 H17 0.9500 . ? C18 C19 1.390(6) . ? C18 C23 1.398(6) . ? C19 C20 1.387(7) . ? C19 H19 0.9500 . ? C20 C21 1.377(8) . ? C20 H20 0.9500 . ? C21 C22 1.369(8) . ? C21 H21 0.9500 . ? C22 C23 1.395(7) . ? C22 H22 0.9500 . ? C23 H23 0.9500 . ? C24 C29 1.517(6) . ? C24 C25 1.540(6) . ? C24 H24 1.0000 . ? C25 C26 1.516(6) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 C27 1.500(6) . ? C27 C28 1.544(6) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C28 C35 1.514(6) . ? C28 H28 1.0000 . ? C29 C30 1.380(6) . ? C29 C34 1.399(6) . ? C30 C31 1.389(6) . ? C30 H30 0.9500 . ? C31 C32 1.376(6) . ? C31 H31 0.9500 . ? C32 C33 1.374(7) . ? C32 H32 0.9500 . ? C33 C34 1.381(6) . ? C33 H33 0.9500 . ? C34 H34 0.9500 . ? C35 C40 1.380(6) . ? C35 C36 1.399(6) . ? C36 C37 1.386(6) . ? C36 H36 0.9500 . ? C37 C38 1.386(7) . ? C37 H37 0.9500 . ? C38 C39 1.371(7) . ? C38 H38 0.9500 . ? C39 C40 1.390(6) . ? C39 H39 0.9500 . ? C40 H40 0.9500 . ? C41 C46 1.384(6) . ? C41 C42 1.401(6) . ? C42 C43 1.388(6) . ? C42 H42 0.9500 . ? C43 C44 1.375(7) . ? C43 H43 0.9500 . ? C44 C45 1.369(6) . ? C44 H44 0.9500 . ? C45 C46 1.395(6) . ? C45 H45 0.9500 . ? C46 H46 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 Cl1 Pt1 P2 87.28(4) . . ? Cl1 Pt1 P1 88.91(4) . . ? P2 Pt1 P1 176.14(4) . . ? Cl1 Pt1 Cl2 178.73(4) . . ? P2 Pt1 Cl2 92.50(4) . . ? P1 Pt1 Cl2 91.32(4) . . ? C18 P1 C5 107.5(2) . . yes C18 P1 C1 102.2(2) . . yes C5 P1 C1 101.87(19) . . yes C18 P1 Pt1 116.65(16) . . yes C5 P1 Pt1 110.63(14) . . yes C1 P1 Pt1 116.59(15) . . yes C41 P2 C28 107.7(2) . . yes C41 P2 C24 102.92(19) . . yes C28 P2 C24 101.87(19) . . yes C41 P2 Pt1 115.70(15) . . yes C28 P2 Pt1 110.63(14) . . yes C24 P2 Pt1 116.78(14) . . yes C6 C1 C2 115.1(4) . . ? C6 C1 P1 111.4(3) . . ? C2 C1 P1 111.1(3) . . ? C6 C1 H1 106.2 . . ? C2 C1 H1 106.2 . . ? P1 C1 H1 106.2 . . ? C3 C2 C1 114.2(4) . . ? C3 C2 H2A 108.7 . . ? C1 C2 H2A 108.7 . . ? C3 C2 H2B 108.7 . . ? C1 C2 H2B 108.7 . . ? H2A C2 H2B 107.6 . . ? O1 C3 C2 120.4(5) . . ? O1 C3 C4 122.2(5) . . ? C2 C3 C4 117.2(4) . . ? C3 C4 C5 109.9(4) . . ? C3 C4 H4A 109.7 . . ? C5 C4 H4A 109.7 . . ? C3 C4 H4B 109.7 . . ? C5 C4 H4B 109.7 . . ? H4A C4 H4B 108.2 . . ? C12 C5 C4 114.7(4) . . ? C12 C5 P1 111.3(3) . . ? C4 C5 P1 108.5(3) . . ? C12 C5 H5 107.3 . . ? C4 C5 H5 107.3 . . ? P1 C5 H5 107.3 . . ? C7 C6 C11 118.4(4) . . ? C7 C6 C1 119.7(4) . . ? C11 C6 C1 121.9(4) . . ? C6 C7 C8 121.8(5) . . ? C6 C7 H7 119.1 . . ? C8 C7 H7 119.1 . . ? C9 C8 C7 118.7(5) . . ? C9 C8 H8 120.6 . . ? C7 C8 H8 120.6 . . ? C10 C9 C8 120.8(5) . . ? C10 C9 H9 119.6 . . ? C8 C9 H9 119.6 . . ? C9 C10 C11 120.3(5) . . ? C9 C10 H10 119.8 . . ? C11 C10 H10 119.8 . . ? C6 C11 C10 119.9(5) . . ? C6 C11 H11 120.0 . . ? C10 C11 H11 120.0 . . ? C13 C12 C17 118.9(4) . . ? C13 C12 C5 119.2(4) . . ? C17 C12 C5 121.9(4) . . ? C12 C13 C14 120.7(4) . . ? C12 C13 H13 119.6 . . ? C14 C13 H13 119.6 . . ? C15 C14 C13 119.8(5) . . ? C15 C14 H14 120.1 . . ? C13 C14 H14 120.1 . . ? C14 C15 C16 120.0(4) . . ? C14 C15 H15 120.0 . . ? C16 C15 H15 120.0 . . ? C15 C16 C17 120.1(5) . . ? C15 C16 H16 119.9 . . ? C17 C16 H16 119.9 . . ? C12 C17 C16 120.4(5) . . ? C12 C17 H17 119.8 . . ? C16 C17 H17 119.8 . . ? C19 C18 C23 118.4(4) . . ? C19 C18 P1 117.1(4) . . ? C23 C18 P1 123.9(4) . . ? C20 C19 C18 120.7(5) . . ? C20 C19 H19 119.7 . . ? C18 C19 H19 119.7 . . ? C21 C20 C19 120.3(5) . . ? C21 C20 H20 119.9 . . ? C19 C20 H20 119.9 . . ? C22 C21 C20 120.1(5) . . ? C22 C21 H21 120.0 . . ? C20 C21 H21 120.0 . . ? C21 C22 C23 120.3(5) . . ? C21 C22 H22 119.9 . . ? C23 C22 H22 119.9 . . ? C22 C23 C18 120.3(5) . . ? C22 C23 H23 119.9 . . ? C18 C23 H23 119.9 . . ? C29 C24 C25 114.5(3) . . ? C29 C24 P2 111.9(3) . . ? C25 C24 P2 110.4(3) . . ? C29 C24 H24 106.5 . . ? C25 C24 H24 106.5 . . ? P2 C24 H24 106.5 . . ? C26 C25 C24 113.8(3) . . ? C26 C25 H25A 108.8 . . ? C24 C25 H25A 108.8 . . ? C26 C25 H25B 108.8 . . ? C24 C25 H25B 108.8 . . ? H25A C25 H25B 107.7 . . ? O2 C26 C27 122.4(4) . . ? O2 C26 C25 120.4(4) . . ? C27 C26 C25 117.1(4) . . ? C26 C27 C28 110.2(3) . . ? C26 C27 H27A 109.6 . . ? C28 C27 H27A 109.6 . . ? C26 C27 H27B 109.6 . . ? C28 C27 H27B 109.6 . . ? H27A C27 H27B 108.1 . . ? C35 C28 C27 114.1(3) . . ? C35 C28 P2 113.1(3) . . ? C27 C28 P2 108.0(3) . . ? C35 C28 H28 107.1 . . ? C27 C28 H28 107.1 . . ? P2 C28 H28 107.1 . . ? C30 C29 C34 118.4(4) . . ? C30 C29 C24 119.7(4) . . ? C34 C29 C24 121.9(4) . . ? C29 C30 C31 121.0(4) . . ? C29 C30 H30 119.5 . . ? C31 C30 H30 119.5 . . ? C32 C31 C30 120.0(5) . . ? C32 C31 H31 120.0 . . ? C30 C31 H31 120.0 . . ? C33 C32 C31 119.7(4) . . ? C33 C32 H32 120.1 . . ? C31 C32 H32 120.1 . . ? C32 C33 C34 120.7(4) . . ? C32 C33 H33 119.7 . . ? C34 C33 H33 119.7 . . ? C33 C34 C29 120.2(5) . . ? C33 C34 H34 119.9 . . ? C29 C34 H34 119.9 . . ? C40 C35 C36 118.6(4) . . ? C40 C35 C28 119.9(4) . . ? C36 C35 C28 121.6(4) . . ? C37 C36 C35 120.3(4) . . ? C37 C36 H36 119.8 . . ? C35 C36 H36 119.8 . . ? C36 C37 C38 120.4(4) . . ? C36 C37 H37 119.8 . . ? C38 C37 H37 119.8 . . ? C39 C38 C37 119.4(4) . . ? C39 C38 H38 120.3 . . ? C37 C38 H38 120.3 . . ? C38 C39 C40 120.5(4) . . ? C38 C39 H39 119.8 . . ? C40 C39 H39 119.8 . . ? C35 C40 C39 120.8(4) . . ? C35 C40 H40 119.6 . . ? C39 C40 H40 119.6 . . ? C46 C41 C42 119.5(4) . . ? C46 C41 P2 124.5(3) . . ? C42 C41 P2 115.5(3) . . ? C43 C42 C41 119.4(5) . . ? C43 C42 H42 120.3 . . ? C41 C42 H42 120.3 . . ? C44 C43 C42 120.5(4) . . ? C44 C43 H43 119.8 . . ? C42 C43 H43 119.8 . . ? C45 C44 C43 120.7(4) . . ? C45 C44 H44 119.7 . . ? C43 C44 H44 119.7 . . ? C44 C45 C46 119.8(5) . . ? C44 C45 H45 120.1 . . ? C46 C45 H45 120.1 . . ? C41 C46 C45 120.3(4) . . ? C41 C46 H46 119.9 . . ? C45 C46 H46 119.9 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Cl1 Pt1 P1 C18 -31.90(15) . . . . yes Cl2 Pt1 P1 C18 149.35(15) . . . . ? Cl1 Pt1 P1 C5 91.33(16) . . . . ? Cl2 Pt1 P1 C5 -87.42(16) . . . . ? Cl1 Pt1 P1 C1 -152.93(16) . . . . ? Cl2 Pt1 P1 C1 28.32(16) . . . . ? Cl1 Pt1 P2 C41 -34.20(16) . . . . yes Cl2 Pt1 P2 C41 144.55(16) . . . . ? Cl1 Pt1 P2 C28 88.55(16) . . . . ? Cl2 Pt1 P2 C28 -92.71(16) . . . . ? Cl1 Pt1 P2 C24 -155.59(15) . . . . ? Cl2 Pt1 P2 C24 23.16(15) . . . . ? C18 P1 C1 C6 -52.6(4) . . . . ? C5 P1 C1 C6 -163.6(3) . . . . ? Pt1 P1 C1 C6 75.9(3) . . . . ? C18 P1 C1 C2 77.2(3) . . . . ? C5 P1 C1 C2 -33.9(4) . . . . ? Pt1 P1 C1 C2 -154.4(3) . . . . ? C6 C1 C2 C3 -171.8(4) . . . . ? P1 C1 C2 C3 60.5(5) . . . . ? C1 C2 C3 O1 164.6(5) . . . . ? C1 C2 C3 C4 -19.5(6) . . . . ? O1 C3 C4 C5 125.3(5) . . . . ? C2 C3 C4 C5 -50.4(6) . . . . ? C3 C4 C5 C12 -164.6(4) . . . . ? C3 C4 C5 P1 70.2(4) . . . . ? C18 P1 C5 C12 99.3(3) . . . . ? C1 P1 C5 C12 -153.7(3) . . . . ? Pt1 P1 C5 C12 -29.1(4) . . . . ? C18 P1 C5 C4 -133.6(3) . . . . ? C1 P1 C5 C4 -26.6(4) . . . . ? Pt1 P1 C5 C4 98.0(3) . . . . ? C2 C1 C6 C7 147.9(4) . . . . ? P1 C1 C6 C7 -84.6(5) . . . . ? C2 C1 C6 C11 -33.8(6) . . . . ? P1 C1 C6 C11 93.7(5) . . . . ? C11 C6 C7 C8 0.2(7) . . . . ? C1 C6 C7 C8 178.5(4) . . . . ? C6 C7 C8 C9 0.2(7) . . . . ? C7 C8 C9 C10 -0.3(8) . . . . ? C8 C9 C10 C11 0.1(8) . . . . ? C7 C6 C11 C10 -0.4(7) . . . . ? C1 C6 C11 C10 -178.7(4) . . . . ? C9 C10 C11 C6 0.3(8) . . . . ? C4 C5 C12 C13 151.2(4) . . . . ? P1 C5 C12 C13 -85.1(4) . . . . ? C4 C5 C12 C17 -27.4(6) . . . . ? P1 C5 C12 C17 96.2(4) . . . . ? C17 C12 C13 C14 1.1(7) . . . . ? C5 C12 C13 C14 -177.6(4) . . . . ? C12 C13 C14 C15 1.0(7) . . . . ? C13 C14 C15 C16 -2.2(7) . . . . ? C14 C15 C16 C17 1.4(7) . . . . ? C13 C12 C17 C16 -2.0(7) . . . . ? C5 C12 C17 C16 176.7(4) . . . . ? C15 C16 C17 C12 0.8(7) . . . . ? C5 P1 C18 C19 -160.2(3) . . . . ? C1 P1 C18 C19 93.0(4) . . . . ? Pt1 P1 C18 C19 -35.4(4) . . . . ? C5 P1 C18 C23 29.0(4) . . . . ? C1 P1 C18 C23 -77.8(4) . . . . ? Pt1 P1 C18 C23 153.8(3) . . . . ? C23 C18 C19 C20 -0.1(7) . . . . ? P1 C18 C19 C20 -171.5(4) . . . . ? C18 C19 C20 C21 0.9(8) . . . . ? C19 C20 C21 C22 -0.7(8) . . . . ? C20 C21 C22 C23 -0.3(8) . . . . ? C21 C22 C23 C18 1.0(8) . . . . ? C19 C18 C23 C22 -0.8(7) . . . . ? P1 C18 C23 C22 169.9(4) . . . . ? C41 P2 C24 C29 -47.8(3) . . . . ? C28 P2 C24 C29 -159.3(3) . . . . ? Pt1 P2 C24 C29 80.1(3) . . . . ? C41 P2 C24 C25 81.0(3) . . . . ? C28 P2 C24 C25 -30.5(3) . . . . ? Pt1 P2 C24 C25 -151.1(2) . . . . ? C29 C24 C25 C26 -171.4(4) . . . . ? P2 C24 C25 C26 61.2(4) . . . . ? C24 C25 C26 O2 158.9(4) . . . . ? C24 C25 C26 C27 -24.0(6) . . . . ? O2 C26 C27 C28 129.9(4) . . . . ? C25 C26 C27 C28 -47.2(5) . . . . ? C26 C27 C28 C35 -161.1(4) . . . . ? C26 C27 C28 P2 72.2(4) . . . . ? C41 P2 C28 C35 94.4(3) . . . . ? C24 P2 C28 C35 -157.7(3) . . . . ? Pt1 P2 C28 C35 -32.9(3) . . . . ? C41 P2 C28 C27 -138.3(3) . . . . ? C24 P2 C28 C27 -30.5(3) . . . . ? Pt1 P2 C28 C27 94.4(3) . . . . ? C25 C24 C29 C30 144.2(4) . . . . ? P2 C24 C29 C30 -89.2(4) . . . . ? C25 C24 C29 C34 -36.2(6) . . . . ? P2 C24 C29 C34 90.4(5) . . . . ? C34 C29 C30 C31 -0.1(7) . . . . ? C24 C29 C30 C31 179.6(4) . . . . ? C29 C30 C31 C32 0.1(7) . . . . ? C30 C31 C32 C33 -0.4(7) . . . . ? C31 C32 C33 C34 0.5(8) . . . . ? C32 C33 C34 C29 -0.5(8) . . . . ? C30 C29 C34 C33 0.2(7) . . . . ? C24 C29 C34 C33 -179.4(4) . . . . ? C27 C28 C35 C40 148.8(4) . . . . ? P2 C28 C35 C40 -87.2(4) . . . . ? C27 C28 C35 C36 -30.7(6) . . . . ? P2 C28 C35 C36 93.3(4) . . . . ? C40 C35 C36 C37 -1.8(7) . . . . ? C28 C35 C36 C37 177.6(4) . . . . ? C35 C36 C37 C38 0.3(7) . . . . ? C36 C37 C38 C39 1.2(7) . . . . ? C37 C38 C39 C40 -1.3(7) . . . . ? C36 C35 C40 C39 1.8(6) . . . . ? C28 C35 C40 C39 -177.7(4) . . . . ? C38 C39 C40 C35 -0.3(7) . . . . ? C28 P2 C41 C46 24.2(4) . . . . ? C24 P2 C41 C46 -82.9(4) . . . . ? Pt1 P2 C41 C46 148.5(3) . . . . ? C28 P2 C41 C42 -163.5(3) . . . . ? C24 P2 C41 C42 89.3(4) . . . . ? Pt1 P2 C41 C42 -39.2(4) . . . . ? C46 C41 C42 C43 0.8(7) . . . . ? P2 C41 C42 C43 -171.8(4) . . . . ? C41 C42 C43 C44 -0.1(7) . . . . ? C42 C43 C44 C45 -0.4(8) . . . . ? C43 C44 C45 C46 0.3(7) . . . . ? C42 C41 C46 C45 -1.0(7) . . . . ? P2 C41 C46 C45 171.0(3) . . . . ? C44 C45 C46 C41 0.4(7) . . . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 27.54 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 1.295 _refine_diff_density_min -1.005 _refine_diff_density_rms 0.137 data_meso-BuLb_at003sad _database_code_depnum_ccdc_archive 'CCDC 609151' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H25 O P' _chemical_formula_sum 'C21 H25 O P' _chemical_formula_weight 324.38 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 2(1)/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 6.0489(18) _cell_length_b 22.056(7) _cell_length_c 13.959(4) _cell_angle_alpha 90.00 _cell_angle_beta 98.366(6) _cell_angle_gamma 90.00 _cell_volume 1842.5(9) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 1933 _cell_measurement_theta_min 2.3635 _cell_measurement_theta_max 25.277 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.169 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 696 _exptl_absorpt_coefficient_mu 0.152 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.851799 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details 'SADABS V2.10' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean 8.2 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 11202 _diffrn_reflns_av_R_equivalents 0.0928 _diffrn_reflns_av_sigmaI/netI 0.1326 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 27.49 _reflns_number_total 4203 _reflns_number_gt 2246 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART V5.054 (Bruker, 1998)' _computing_cell_refinement 'Bruker SMART V5.054 (Bruker, 1998)' _computing_data_reduction 'Bruker SAINT V6.02 (Bruker, 1999)' _computing_structure_solution 'SHELXS V6.12 (Bruker 2001)' _computing_structure_refinement 'SHELXL V6.12 (Bruker 2001)' _computing_molecular_graphics 'Bruker SHELXTL V6.14 (Bruker AXS, 2003)' _computing_publication_material 'Bruker SHELXTL V6.14 (Bruker AXS, 2003)' _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^)+(0.0643P)^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 4203 _refine_ls_number_parameters 211 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1483 _refine_ls_R_factor_gt 0.0679 _refine_ls_wR_factor_ref 0.1566 _refine_ls_wR_factor_gt 0.1328 _refine_ls_goodness_of_fit_ref 1.011 _refine_ls_restrained_S_all 1.011 _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 0.72203(12) 0.86453(3) 0.29600(6) 0.0248(2) Uani 1 1 d . . . O1 O 1.2057(4) 0.71367(10) 0.31888(16) 0.0518(7) Uani 1 1 d . . . C1 C 0.8746(4) 0.82644(12) 0.4072(2) 0.0259(7) Uani 1 1 d . . . H1 H 1.0269 0.8448 0.4217 0.031 Uiso 1 1 calc R . . C2 C 0.9019(5) 0.75778(13) 0.3849(2) 0.0340(8) Uani 1 1 d . . . H2A H 0.9723 0.7371 0.4446 0.041 Uiso 1 1 calc R . . H2B H 0.7521 0.7397 0.3659 0.041 Uiso 1 1 calc R . . C3 C 1.0406(5) 0.74657(13) 0.3059(2) 0.0351(8) Uani 1 1 d . . . C4 C 0.9653(6) 0.77638(13) 0.2098(2) 0.0396(8) Uani 1 1 d . . . H4A H 0.8226 0.7576 0.1806 0.048 Uiso 1 1 calc R . . H4B H 1.0772 0.7678 0.1664 0.048 Uiso 1 1 calc R . . C5 C 0.9320(5) 0.84487(13) 0.2137(2) 0.0302(7) Uani 1 1 d . . . H5 H 1.0781 0.8635 0.2414 0.036 Uiso 1 1 calc R . . C6 C 0.7597(5) 0.83346(12) 0.4957(2) 0.0268(7) Uani 1 1 d . . . C7 C 0.8618(5) 0.86350(13) 0.5783(2) 0.0300(7) Uani 1 1 d . . . H7 H 1.0063 0.8805 0.5788 0.036 Uiso 1 1 calc R . . C8 C 0.7569(6) 0.86912(14) 0.6597(2) 0.0415(8) Uani 1 1 d . . . H8 H 0.8294 0.8900 0.7151 0.050 Uiso 1 1 calc R . . C9 C 0.5460(6) 0.84434(15) 0.6609(3) 0.0472(9) Uani 1 1 d . . . H9 H 0.4733 0.8482 0.7165 0.057 Uiso 1 1 calc R . . C10 C 0.4436(5) 0.81388(15) 0.5794(3) 0.0447(9) Uani 1 1 d . . . H10 H 0.3001 0.7965 0.5800 0.054 Uiso 1 1 calc R . . C11 C 0.5454(5) 0.80817(14) 0.4977(2) 0.0361(8) Uani 1 1 d . . . H11 H 0.4716 0.7872 0.4427 0.043 Uiso 1 1 calc R . . C12 C 0.8689(5) 0.86895(13) 0.1116(2) 0.0327(7) Uani 1 1 d . . . C13 C 1.0232(6) 0.90063(15) 0.0662(2) 0.0425(9) Uani 1 1 d . . . H13 H 1.1698 0.9072 0.0995 0.051 Uiso 1 1 calc R . . C14 C 0.9658(7) 0.92263(16) -0.0265(3) 0.0534(10) Uani 1 1 d . . . H14 H 1.0728 0.9445 -0.0563 0.064 Uiso 1 1 calc R . . C15 C 0.7548(7) 0.91326(17) -0.0766(3) 0.0552(11) Uani 1 1 d . . . H15 H 0.7155 0.9294 -0.1399 0.066 Uiso 1 1 calc R . . C16 C 0.6008(6) 0.88028(16) -0.0341(3) 0.0476(9) Uani 1 1 d . . . H16 H 0.4564 0.8729 -0.0689 0.057 Uiso 1 1 calc R . . C17 C 0.6567(5) 0.85805(14) 0.0589(2) 0.0381(8) Uani 1 1 d . . . H17 H 0.5504 0.8352 0.0875 0.046 Uiso 1 1 calc R . . C18 C 0.7705(5) 0.94830(13) 0.3181(2) 0.0305(7) Uani 1 1 d . . . C19 C 1.0176(6) 0.96637(15) 0.3434(3) 0.0600(11) Uani 1 1 d . . . H19A H 1.0283 1.0099 0.3572 0.090 Uiso 1 1 calc R . . H19B H 1.0964 0.9570 0.2887 0.090 Uiso 1 1 calc R . . H19C H 1.0855 0.9437 0.4006 0.090 Uiso 1 1 calc R . . C20 C 0.6469(6) 0.96842(14) 0.4011(2) 0.0419(9) Uani 1 1 d . . . H20A H 0.7252 0.9528 0.4626 0.063 Uiso 1 1 calc R . . H20B H 0.4941 0.9525 0.3903 0.063 Uiso 1 1 calc R . . H20C H 0.6426 1.0128 0.4035 0.063 Uiso 1 1 calc R . . C21 C 0.6655(7) 0.98236(14) 0.2264(2) 0.0567(11) Uani 1 1 d . . . H21A H 0.5082 0.9707 0.2101 0.085 Uiso 1 1 calc R . . H21B H 0.7458 0.9719 0.1725 0.085 Uiso 1 1 calc R . . H21C H 0.6757 1.0261 0.2381 0.085 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0177(4) 0.0270(4) 0.0294(4) -0.0013(4) 0.0025(3) 0.0001(3) O1 0.0512(15) 0.0534(14) 0.0497(16) 0.0004(12) 0.0037(13) 0.0277(12) C1 0.0192(14) 0.0266(15) 0.0313(17) -0.0012(13) 0.0013(13) -0.0019(12) C2 0.0388(18) 0.0269(16) 0.0363(19) 0.0031(14) 0.0050(16) 0.0036(14) C3 0.0405(19) 0.0249(16) 0.039(2) -0.0061(15) 0.0009(16) 0.0050(14) C4 0.048(2) 0.0367(18) 0.035(2) -0.0023(15) 0.0112(16) 0.0136(15) C5 0.0238(16) 0.0362(17) 0.0310(17) -0.0032(14) 0.0056(14) 0.0029(13) C6 0.0264(16) 0.0255(15) 0.0288(17) 0.0046(13) 0.0048(14) 0.0032(12) C7 0.0291(15) 0.0308(16) 0.0317(17) 0.0012(15) 0.0093(14) 0.0040(14) C8 0.054(2) 0.0338(18) 0.039(2) 0.0018(16) 0.0152(17) 0.0094(16) C9 0.058(2) 0.044(2) 0.046(2) 0.0116(18) 0.0300(19) 0.0185(18) C10 0.0294(18) 0.051(2) 0.058(2) 0.017(2) 0.0212(18) 0.0058(16) C11 0.0217(16) 0.0408(18) 0.046(2) 0.0044(16) 0.0044(15) 0.0006(14) C12 0.0374(18) 0.0320(16) 0.0289(17) -0.0060(15) 0.0052(15) 0.0077(14) C13 0.041(2) 0.047(2) 0.042(2) -0.0046(17) 0.0142(17) 0.0051(16) C14 0.068(3) 0.053(2) 0.046(2) 0.0079(19) 0.031(2) 0.014(2) C15 0.081(3) 0.057(2) 0.028(2) 0.0011(18) 0.006(2) 0.031(2) C16 0.050(2) 0.055(2) 0.036(2) -0.0094(18) 0.0005(18) 0.0168(18) C17 0.0377(18) 0.0396(18) 0.0364(19) -0.0056(16) 0.0034(16) 0.0033(15) C18 0.0276(17) 0.0262(15) 0.0368(19) -0.0035(14) 0.0012(15) 0.0014(13) C19 0.039(2) 0.040(2) 0.102(3) -0.014(2) 0.011(2) -0.0153(16) C20 0.048(2) 0.0353(18) 0.042(2) -0.0039(16) 0.0054(17) 0.0098(15) C21 0.091(3) 0.0315(19) 0.048(2) 0.0059(17) 0.012(2) 0.0120(19) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 C5 1.883(3) . yes P1 C1 1.884(3) . yes P1 C18 1.889(3) . yes O1 C3 1.226(3) . ? C1 C6 1.512(4) . ? C1 C2 1.559(4) . ? C1 H1 1.0000 . ? C2 C3 1.500(4) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.504(4) . ? C4 C5 1.526(4) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C12 1.517(4) . ? C5 H5 1.0000 . ? C6 C7 1.394(4) . ? C6 C11 1.416(4) . ? C7 C8 1.385(4) . ? C7 H7 0.9500 . ? C8 C9 1.390(5) . ? C8 H8 0.9500 . ? C9 C10 1.386(5) . ? C9 H9 0.9500 . ? C10 C11 1.378(4) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C12 C13 1.390(4) . ? C12 C17 1.404(4) . ? C13 C14 1.379(5) . ? C13 H13 0.9500 . ? C14 C15 1.379(5) . ? C14 H14 0.9500 . ? C15 C16 1.381(5) . ? C15 H15 0.9500 . ? C16 C17 1.383(4) . ? C16 H16 0.9500 . ? C17 H17 0.9500 . ? C18 C20 1.533(4) . ? C18 C19 1.537(4) . ? C18 C21 1.540(4) . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? 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 C5 P1 C1 96.14(13) . . yes C5 P1 C18 102.86(13) . . yes C1 P1 C18 104.82(13) . . yes C6 C1 C2 109.7(2) . . ? C6 C1 P1 113.56(18) . . ? C2 C1 P1 108.81(19) . . ? C6 C1 H1 108.2 . . ? C2 C1 H1 108.2 . . ? P1 C1 H1 108.2 . . ? C3 C2 C1 113.2(2) . . ? C3 C2 H2A 108.9 . . ? C1 C2 H2A 108.9 . . ? C3 C2 H2B 108.9 . . ? C1 C2 H2B 108.9 . . ? H2A C2 H2B 107.8 . . ? O1 C3 C2 121.3(3) . . ? O1 C3 C4 121.7(3) . . ? C2 C3 C4 117.1(3) . . ? C3 C4 C5 115.2(3) . . ? C3 C4 H4A 108.5 . . ? C5 C4 H4A 108.5 . . ? C3 C4 H4B 108.5 . . ? C5 C4 H4B 108.5 . . ? H4A C4 H4B 107.5 . . ? C12 C5 C4 109.2(2) . . ? C12 C5 P1 113.15(19) . . ? C4 C5 P1 110.7(2) . . ? C12 C5 H5 107.8 . . ? C4 C5 H5 107.8 . . ? P1 C5 H5 107.8 . . ? C7 C6 C11 117.9(3) . . ? C7 C6 C1 121.6(3) . . ? C11 C6 C1 120.5(3) . . ? C8 C7 C6 121.4(3) . . ? C8 C7 H7 119.3 . . ? C6 C7 H7 119.3 . . ? C7 C8 C9 120.3(3) . . ? C7 C8 H8 119.8 . . ? C9 C8 H8 119.8 . . ? C10 C9 C8 118.9(3) . . ? C10 C9 H9 120.6 . . ? C8 C9 H9 120.6 . . ? C11 C10 C9 121.5(3) . . ? C11 C10 H10 119.2 . . ? C9 C10 H10 119.2 . . ? C10 C11 C6 120.1(3) . . ? C10 C11 H11 120.0 . . ? C6 C11 H11 120.0 . . ? C13 C12 C17 118.1(3) . . ? C13 C12 C5 120.7(3) . . ? C17 C12 C5 121.2(3) . . ? C14 C13 C12 120.7(3) . . ? C14 C13 H13 119.7 . . ? C12 C13 H13 119.7 . . ? C15 C14 C13 120.8(4) . . ? C15 C14 H14 119.6 . . ? C13 C14 H14 119.6 . . ? C14 C15 C16 119.6(3) . . ? C14 C15 H15 120.2 . . ? C16 C15 H15 120.2 . . ? C15 C16 C17 120.1(3) . . ? C15 C16 H16 119.9 . . ? C17 C16 H16 119.9 . . ? C16 C17 C12 120.7(3) . . ? C16 C17 H17 119.6 . . ? C12 C17 H17 119.6 . . ? C20 C18 C19 108.4(3) . . ? C20 C18 C21 107.4(3) . . ? C19 C18 C21 109.5(3) . . ? C20 C18 P1 109.0(2) . . ? C19 C18 P1 114.4(2) . . ? C21 C18 P1 107.8(2) . . ? 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 . . ? C18 C21 H21A 109.5 . . ? C18 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C18 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C5 P1 C1 C6 178.2(2) . . . . ? C18 P1 C1 C6 73.1(2) . . . . ? C5 P1 C1 C2 -59.3(2) . . . . ? C18 P1 C1 C2 -164.4(2) . . . . ? C6 C1 C2 C3 -172.6(2) . . . . ? P1 C1 C2 C3 62.7(3) . . . . ? C1 C2 C3 O1 124.8(3) . . . . ? C1 C2 C3 C4 -56.4(4) . . . . ? O1 C3 C4 C5 -127.2(3) . . . . ? C2 C3 C4 C5 54.0(4) . . . . ? C3 C4 C5 C12 176.9(3) . . . . ? C3 C4 C5 P1 -57.8(3) . . . . ? C1 P1 C5 C12 -179.6(2) . . . . ? C18 P1 C5 C12 -72.9(2) . . . . ? C1 P1 C5 C4 57.4(2) . . . . ? C18 P1 C5 C4 164.1(2) . . . . ? C2 C1 C6 C7 120.2(3) . . . . ? P1 C1 C6 C7 -117.9(3) . . . . ? C2 C1 C6 C11 -58.4(3) . . . . ? P1 C1 C6 C11 63.6(3) . . . . ? C11 C6 C7 C8 -0.6(4) . . . . ? C1 C6 C7 C8 -179.2(3) . . . . ? C6 C7 C8 C9 0.4(5) . . . . ? C7 C8 C9 C10 0.2(5) . . . . ? C8 C9 C10 C11 -0.5(5) . . . . ? C9 C10 C11 C6 0.3(5) . . . . ? C7 C6 C11 C10 0.3(4) . . . . ? C1 C6 C11 C10 178.8(3) . . . . ? C4 C5 C12 C13 -105.2(3) . . . . ? P1 C5 C12 C13 131.0(3) . . . . ? C4 C5 C12 C17 72.5(3) . . . . ? P1 C5 C12 C17 -51.4(3) . . . . ? C17 C12 C13 C14 2.4(4) . . . . ? C5 C12 C13 C14 -179.9(3) . . . . ? C12 C13 C14 C15 -0.5(5) . . . . ? C13 C14 C15 C16 -1.5(5) . . . . ? C14 C15 C16 C17 1.5(5) . . . . ? C15 C16 C17 C12 0.5(5) . . . . ? C13 C12 C17 C16 -2.4(4) . . . . ? C5 C12 C17 C16 179.9(3) . . . . ? C5 P1 C18 C20 -168.02(19) . . . . ? C1 P1 C18 C20 -68.0(2) . . . . ? C5 P1 C18 C19 -46.5(3) . . . . ? C1 P1 C18 C19 53.6(3) . . . . ? C5 P1 C18 C21 75.7(2) . . . . ? C1 P1 C18 C21 175.7(2) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.326 _refine_diff_density_min -0.298 _refine_diff_density_rms 0.060 data_ab-9_zah3asad _database_code_depnum_ccdc_archive 'CCDC 611214' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C46 H54 Cl2 O2 P2 Pt' _chemical_formula_sum 'C46 H54 Cl2 O2 P2 Pt' _chemical_formula_weight 966.82 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 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' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 '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 monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' 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 17.938(4) _cell_length_b 13.963(3) _cell_length_c 16.316(3) _cell_angle_alpha 90.00 _cell_angle_beta 95.08(3) _cell_angle_gamma 90.00 _cell_volume 4070.6(14) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2192 _cell_measurement_theta_min 4.017 _cell_measurement_theta_max 67.283 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.578 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1952 _exptl_absorpt_coefficient_mu 8.688 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.444675 _exptl_absorpt_correction_T_max 0.650000 _exptl_absorpt_process_details 'SADABS V2.10' _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 'CCD area detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean 5.6 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 15450 _diffrn_reflns_av_R_equivalents 0.0658 _diffrn_reflns_av_sigmaI/netI 0.0578 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 4.02 _diffrn_reflns_theta_max 70.05 _reflns_number_total 3784 _reflns_number_gt 2691 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART V5.625 (Bruker, 2001)' _computing_cell_refinement 'Bruker SMART V5.625 (Bruker, 2001)' _computing_data_reduction 'Bruker SAINT V7.06 (Bruker, 2003)' _computing_structure_solution 'SHELXS V6.12 (Bruker 2001)' _computing_structure_refinement 'SHELXL V6.12 (Bruker 2001)' _computing_molecular_graphics 'Bruker SHELXTL V6.14 (Bruker AXS, 2003)' _computing_publication_material 'Bruker SHELXTL V6.14 (Bruker AXS, 2003)' _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^)+(0.0417P)^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 3784 _refine_ls_number_parameters 241 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0607 _refine_ls_R_factor_gt 0.0347 _refine_ls_wR_factor_ref 0.0857 _refine_ls_wR_factor_gt 0.0754 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pt1 Pt 0.2500 0.7500 0.0000 0.02194(10) Uani 1 2 d S . . P1 P 0.28668(8) 0.59651(9) 0.04312(8) 0.0226(3) Uani 1 1 d . . . Cl1 Cl 0.23929(9) 0.79557(9) 0.13500(7) 0.0323(3) Uani 1 1 d . . . O1 O 0.4147(2) 0.5886(3) 0.2891(2) 0.0479(11) Uani 1 1 d . . . C1 C 0.2586(3) 0.5581(4) 0.1466(3) 0.0262(12) Uani 1 1 d . . . H1 H 0.2507 0.6194 0.1762 0.031 Uiso 1 1 calc R . . C2 C 0.3233(3) 0.5080(4) 0.1989(3) 0.0337(13) Uani 1 1 d . . . H2A H 0.3049 0.4831 0.2502 0.040 Uiso 1 1 calc R . . H2B H 0.3418 0.4533 0.1680 0.040 Uiso 1 1 calc R . . C3 C 0.3858(3) 0.5776(4) 0.2195(3) 0.0327(13) Uani 1 1 d . . . C4 C 0.4110(3) 0.6385(4) 0.1504(3) 0.0332(13) Uani 1 1 d . . . H4A H 0.4659 0.6476 0.1588 0.040 Uiso 1 1 calc R . . H4B H 0.3872 0.7024 0.1520 0.040 Uiso 1 1 calc R . . C5 C 0.3909(3) 0.5931(4) 0.0651(3) 0.0279(12) Uani 1 1 d . . . H5 H 0.4051 0.5239 0.0703 0.034 Uiso 1 1 calc R . . C6 C 0.1843(3) 0.5069(4) 0.1448(3) 0.0312(13) Uani 1 1 d . . . C7 C 0.1180(3) 0.5577(4) 0.1277(4) 0.0359(14) Uani 1 1 d . . . H7 H 0.1201 0.6233 0.1128 0.043 Uiso 1 1 calc R . . C8 C 0.0492(4) 0.5147(5) 0.1320(4) 0.0478(17) Uani 1 1 d . . . H8 H 0.0048 0.5514 0.1213 0.057 Uiso 1 1 calc R . . C9 C 0.0443(4) 0.4185(5) 0.1516(4) 0.0477(17) Uani 1 1 d . . . H9 H -0.0032 0.3890 0.1536 0.057 Uiso 1 1 calc R . . C10 C 0.1091(4) 0.3659(4) 0.1682(4) 0.0407(16) Uani 1 1 d . . . H10 H 0.1061 0.2999 0.1816 0.049 Uiso 1 1 calc R . . C11 C 0.1784(3) 0.4092(4) 0.1655(3) 0.0325(13) Uani 1 1 d . . . H11 H 0.2226 0.3725 0.1779 0.039 Uiso 1 1 calc R . . C12 C 0.4340(3) 0.6336(4) -0.0025(3) 0.0288(12) Uani 1 1 d . . . C13 C 0.4447(3) 0.5788(4) -0.0718(3) 0.0338(13) Uani 1 1 d . . . H13 H 0.4231 0.5167 -0.0773 0.041 Uiso 1 1 calc R . . C14 C 0.4861(3) 0.6138(5) -0.1325(4) 0.0408(15) Uani 1 1 d . . . H14 H 0.4914 0.5759 -0.1800 0.049 Uiso 1 1 calc R . . C15 C 0.5202(3) 0.7023(5) -0.1258(4) 0.0455(16) Uani 1 1 d . . . H15 H 0.5491 0.7254 -0.1677 0.055 Uiso 1 1 calc R . . C16 C 0.5111(3) 0.7566(5) -0.0564(4) 0.0471(16) Uani 1 1 d . . . H16 H 0.5351 0.8171 -0.0499 0.056 Uiso 1 1 calc R . . C17 C 0.4675(3) 0.7240(4) 0.0037(4) 0.0386(15) Uani 1 1 d . . . H17 H 0.4603 0.7636 0.0497 0.046 Uiso 1 1 calc R . . C18 C 0.2651(3) 0.5007(4) -0.0333(3) 0.0253(11) Uani 1 1 d . . . H18 H 0.2911 0.5193 -0.0827 0.030 Uiso 1 1 calc R . . C19 C 0.2953(3) 0.4000(4) -0.0084(3) 0.0263(12) Uani 1 1 d . . . H19A H 0.3491 0.4043 0.0113 0.032 Uiso 1 1 calc R . . H19B H 0.2679 0.3745 0.0370 0.032 Uiso 1 1 calc R . . C20 C 0.2850(3) 0.3328(3) -0.0829(3) 0.0281(12) Uani 1 1 d . . . H20A H 0.3162 0.3556 -0.1260 0.034 Uiso 1 1 calc R . . H20B H 0.3022 0.2677 -0.0662 0.034 Uiso 1 1 calc R . . C21 C 0.2032(3) 0.3284(4) -0.1180(3) 0.0344(13) Uani 1 1 d . . . H21A H 0.1992 0.2886 -0.1685 0.041 Uiso 1 1 calc R . . H21B H 0.1730 0.2974 -0.0775 0.041 Uiso 1 1 calc R . . C22 C 0.1719(3) 0.4274(4) -0.1384(3) 0.0327(13) Uani 1 1 d . . . H22A H 0.1182 0.4220 -0.1578 0.039 Uiso 1 1 calc R . . H22B H 0.1983 0.4554 -0.1835 0.039 Uiso 1 1 calc R . . C23 C 0.1808(3) 0.4938(4) -0.0634(3) 0.0295(12) Uani 1 1 d . . . H23A H 0.1524 0.4681 -0.0189 0.035 Uiso 1 1 calc R . . H23B H 0.1609 0.5582 -0.0785 0.035 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 0.02805(17) 0.01947(14) 0.01761(14) -0.00052(14) -0.00175(10) 0.00237(17) P1 0.0265(8) 0.0199(6) 0.0206(6) 0.0011(5) -0.0020(5) 0.0032(5) Cl1 0.0537(9) 0.0258(6) 0.0171(6) -0.0023(5) 0.0022(6) 0.0080(6) O1 0.034(3) 0.082(3) 0.026(2) 0.000(2) -0.0051(19) 0.006(2) C1 0.031(3) 0.029(3) 0.018(2) 0.000(2) 0.000(2) 0.007(2) C2 0.037(4) 0.039(3) 0.025(3) 0.005(2) 0.005(2) 0.010(3) C3 0.031(3) 0.044(3) 0.023(3) -0.001(2) -0.003(2) 0.011(3) C4 0.031(3) 0.035(3) 0.031(3) -0.002(2) -0.012(2) 0.005(3) C5 0.032(3) 0.026(3) 0.025(3) 0.003(2) -0.001(2) 0.000(2) C6 0.038(4) 0.036(3) 0.020(3) 0.000(2) 0.003(2) -0.001(3) C7 0.033(4) 0.033(3) 0.042(3) 0.008(3) 0.007(3) 0.001(3) C8 0.034(4) 0.052(4) 0.058(4) 0.012(3) 0.009(3) 0.001(3) C9 0.042(4) 0.051(4) 0.053(4) -0.003(3) 0.016(3) -0.014(3) C10 0.057(5) 0.030(3) 0.039(3) -0.008(2) 0.021(3) -0.011(3) C11 0.040(4) 0.028(3) 0.030(3) 0.001(2) 0.006(3) 0.003(3) C12 0.023(3) 0.034(3) 0.028(3) 0.008(2) -0.002(2) 0.001(2) C13 0.033(3) 0.038(3) 0.030(3) 0.004(2) 0.000(3) -0.001(3) C14 0.031(4) 0.065(4) 0.026(3) 0.009(3) -0.002(3) 0.002(3) C15 0.026(4) 0.063(4) 0.048(4) 0.023(3) 0.003(3) -0.001(3) C16 0.034(3) 0.043(3) 0.063(4) 0.015(4) 0.000(3) -0.013(3) C17 0.034(3) 0.036(3) 0.044(3) 0.006(2) 0.000(3) -0.001(3) C18 0.027(3) 0.031(3) 0.017(2) -0.003(2) -0.003(2) 0.002(2) C19 0.029(3) 0.026(3) 0.024(3) 0.000(2) 0.003(2) 0.001(2) C20 0.038(3) 0.020(2) 0.028(3) 0.000(2) 0.007(2) -0.003(2) C21 0.041(4) 0.033(3) 0.029(3) -0.009(2) 0.002(3) -0.008(3) C22 0.029(3) 0.042(3) 0.026(3) -0.002(2) -0.003(2) -0.005(3) C23 0.029(3) 0.027(3) 0.031(3) -0.001(2) -0.002(2) -0.003(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 Cl1 2.3169(13) . yes Pt1 Cl1 2.3169(13) 7_565 ? Pt1 P1 2.3322(13) . yes Pt1 P1 2.3322(13) 7_565 ? P1 C18 1.847(5) . yes P1 C5 1.873(6) . yes P1 C1 1.881(5) . yes O1 C3 1.215(6) . ? C1 C6 1.511(8) . ? C1 C2 1.546(7) . ? C1 H1 1.0000 . ? C2 C3 1.498(8) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.514(8) . ? C4 C5 1.543(7) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C12 1.511(7) . ? C5 H5 1.0000 . ? C6 C7 1.392(8) . ? C6 C11 1.411(7) . ? C7 C8 1.379(9) . ? C7 H7 0.9500 . ? C8 C9 1.385(9) . ? C8 H8 0.9500 . ? C9 C10 1.381(9) . ? C9 H9 0.9500 . ? C10 C11 1.387(8) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C12 C13 1.392(8) . ? C12 C17 1.398(8) . ? C13 C14 1.379(8) . ? C13 H13 0.9500 . ? C14 C15 1.379(9) . ? C14 H14 0.9500 . ? C15 C16 1.385(10) . ? C15 H15 0.9500 . ? C16 C17 1.383(9) . ? C16 H16 0.9500 . ? C17 H17 0.9500 . ? C18 C19 1.548(7) . ? C18 C23 1.552(7) . ? C18 H18 1.0000 . ? C19 C20 1.534(7) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C21 1.530(8) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 C22 1.518(8) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.534(7) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Cl1 Pt1 Cl1 179.999(1) . 7_565 ? Cl1 Pt1 P1 90.60(5) . . ? Cl1 Pt1 P1 89.40(5) 7_565 . ? Cl1 Pt1 P1 89.40(5) . 7_565 ? Cl1 Pt1 P1 90.60(5) 7_565 7_565 ? P1 Pt1 P1 180.0 . 7_565 ? C18 P1 C5 104.9(2) . . yes C18 P1 C1 110.1(2) . . yes C5 P1 C1 99.4(2) . . yes C18 P1 Pt1 115.18(17) . . yes C5 P1 Pt1 109.35(17) . . yes C1 P1 Pt1 116.21(17) . . yes C6 C1 C2 114.4(4) . . ? C6 C1 P1 115.1(4) . . ? C2 C1 P1 112.2(4) . . ? C6 C1 H1 104.6 . . ? C2 C1 H1 104.6 . . ? P1 C1 H1 104.6 . . ? C3 C2 C1 109.9(5) . . ? C3 C2 H2A 109.7 . . ? C1 C2 H2A 109.7 . . ? C3 C2 H2B 109.7 . . ? C1 C2 H2B 109.7 . . ? H2A C2 H2B 108.2 . . ? O1 C3 C2 122.7(5) . . ? O1 C3 C4 119.6(5) . . ? C2 C3 C4 117.7(4) . . ? C3 C4 C5 112.3(5) . . ? C3 C4 H4A 109.1 . . ? C5 C4 H4A 109.1 . . ? C3 C4 H4B 109.1 . . ? C5 C4 H4B 109.1 . . ? H4A C4 H4B 107.9 . . ? C12 C5 C4 114.3(5) . . ? C12 C5 P1 114.7(4) . . ? C4 C5 P1 108.1(4) . . ? C12 C5 H5 106.4 . . ? C4 C5 H5 106.4 . . ? P1 C5 H5 106.4 . . ? C7 C6 C11 117.4(5) . . ? C7 C6 C1 119.9(5) . . ? C11 C6 C1 122.6(5) . . ? C8 C7 C6 121.4(6) . . ? C8 C7 H7 119.3 . . ? C6 C7 H7 119.3 . . ? C7 C8 C9 120.6(6) . . ? C7 C8 H8 119.7 . . ? C9 C8 H8 119.7 . . ? C10 C9 C8 119.5(6) . . ? C10 C9 H9 120.3 . . ? C8 C9 H9 120.3 . . ? C9 C10 C11 120.2(6) . . ? C9 C10 H10 119.9 . . ? C11 C10 H10 119.9 . . ? C10 C11 C6 121.0(6) . . ? C10 C11 H11 119.5 . . ? C6 C11 H11 119.5 . . ? C13 C12 C17 117.8(5) . . ? C13 C12 C5 120.2(5) . . ? C17 C12 C5 122.0(5) . . ? C14 C13 C12 120.7(6) . . ? C14 C13 H13 119.7 . . ? C12 C13 H13 119.7 . . ? C15 C14 C13 121.6(6) . . ? C15 C14 H14 119.2 . . ? C13 C14 H14 119.2 . . ? C14 C15 C16 118.2(6) . . ? C14 C15 H15 120.9 . . ? C16 C15 H15 120.9 . . ? C17 C16 C15 120.9(6) . . ? C17 C16 H16 119.5 . . ? C15 C16 H16 119.5 . . ? C16 C17 C12 120.8(6) . . ? C16 C17 H17 119.6 . . ? C12 C17 H17 119.6 . . ? C19 C18 C23 109.6(4) . . ? C19 C18 P1 115.6(3) . . ? C23 C18 P1 113.5(4) . . ? C19 C18 H18 105.8 . . ? C23 C18 H18 105.8 . . ? P1 C18 H18 105.8 . . ? C20 C19 C18 109.4(4) . . ? C20 C19 H19A 109.8 . . ? C18 C19 H19A 109.8 . . ? C20 C19 H19B 109.8 . . ? C18 C19 H19B 109.8 . . ? H19A C19 H19B 108.2 . . ? C21 C20 C19 111.5(5) . . ? C21 C20 H20A 109.3 . . ? C19 C20 H20A 109.3 . . ? C21 C20 H20B 109.3 . . ? C19 C20 H20B 109.3 . . ? H20A C20 H20B 108.0 . . ? C22 C21 C20 111.7(4) . . ? C22 C21 H21A 109.3 . . ? C20 C21 H21A 109.3 . . ? C22 C21 H21B 109.3 . . ? C20 C21 H21B 109.3 . . ? H21A C21 H21B 107.9 . . ? C21 C22 C23 111.4(4) . . ? C21 C22 H22A 109.3 . . ? C23 C22 H22A 109.3 . . ? C21 C22 H22B 109.3 . . ? C23 C22 H22B 109.3 . . ? H22A C22 H22B 108.0 . . ? C22 C23 C18 108.6(4) . . ? C22 C23 H23A 110.0 . . ? C18 C23 H23A 110.0 . . ? C22 C23 H23B 110.0 . . ? C18 C23 H23B 110.0 . . ? H23A C23 H23B 108.3 . . ? 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 Cl1 Pt1 P1 C18 153.1(2) . . . . yes Cl1 Pt1 P1 C18 -26.9(2) 7_565 . . . ? Cl1 Pt1 P1 C5 -89.22(18) . . . . ? Cl1 Pt1 P1 C5 90.78(18) 7_565 . . . ? Cl1 Pt1 P1 C1 22.2(2) . . . . ? Cl1 Pt1 P1 C1 -157.8(2) 7_565 . . . ? C18 P1 C1 C6 -42.0(5) . . . . ? C5 P1 C1 C6 -151.6(4) . . . . ? Pt1 P1 C1 C6 91.2(4) . . . . ? C18 P1 C1 C2 91.2(4) . . . . ? C5 P1 C1 C2 -18.5(4) . . . . ? Pt1 P1 C1 C2 -135.6(3) . . . . ? C6 C1 C2 C3 -161.4(4) . . . . ? P1 C1 C2 C3 65.1(5) . . . . ? C1 C2 C3 O1 130.4(6) . . . . ? C1 C2 C3 C4 -47.3(6) . . . . ? O1 C3 C4 C5 159.4(5) . . . . ? C2 C3 C4 C5 -22.8(7) . . . . ? C3 C4 C5 C12 -162.4(5) . . . . ? C3 C4 C5 P1 68.6(5) . . . . ? C18 P1 C5 C12 74.2(4) . . . . ? C1 P1 C5 C12 -172.0(4) . . . . ? Pt1 P1 C5 C12 -49.8(4) . . . . ? C18 P1 C5 C4 -157.0(4) . . . . ? C1 P1 C5 C4 -43.2(4) . . . . ? Pt1 P1 C5 C4 79.0(3) . . . . ? C2 C1 C6 C7 156.1(5) . . . . ? P1 C1 C6 C7 -71.9(6) . . . . ? C2 C1 C6 C11 -19.4(7) . . . . ? P1 C1 C6 C11 112.7(5) . . . . ? C11 C6 C7 C8 0.8(9) . . . . ? C1 C6 C7 C8 -174.9(5) . . . . ? C6 C7 C8 C9 -1.5(10) . . . . ? C7 C8 C9 C10 1.0(10) . . . . ? C8 C9 C10 C11 0.2(10) . . . . ? C9 C10 C11 C6 -0.9(9) . . . . ? C7 C6 C11 C10 0.4(8) . . . . ? C1 C6 C11 C10 175.9(5) . . . . ? C4 C5 C12 C13 155.0(5) . . . . ? P1 C5 C12 C13 -79.4(6) . . . . ? C4 C5 C12 C17 -21.8(7) . . . . ? P1 C5 C12 C17 103.9(5) . . . . ? C17 C12 C13 C14 -0.8(8) . . . . ? C5 C12 C13 C14 -177.7(5) . . . . ? C12 C13 C14 C15 1.9(9) . . . . ? C13 C14 C15 C16 -0.7(9) . . . . ? C14 C15 C16 C17 -1.6(9) . . . . ? C15 C16 C17 C12 2.7(9) . . . . ? C13 C12 C17 C16 -1.4(8) . . . . ? C5 C12 C17 C16 175.4(5) . . . . ? C5 P1 C18 C19 54.6(5) . . . . ? C1 P1 C18 C19 -51.4(5) . . . . ? Pt1 P1 C18 C19 174.8(3) . . . . ? C5 P1 C18 C23 -177.5(4) . . . . ? C1 P1 C18 C23 76.5(4) . . . . ? Pt1 P1 C18 C23 -57.3(4) . . . . ? C23 C18 C19 C20 59.9(6) . . . . ? P1 C18 C19 C20 -170.3(4) . . . . ? C18 C19 C20 C21 -56.4(6) . . . . ? C19 C20 C21 C22 54.5(6) . . . . ? C20 C21 C22 C23 -55.7(6) . . . . ? C21 C22 C23 C18 58.5(6) . . . . ? C19 C18 C23 C22 -60.7(5) . . . . ? P1 C18 C23 C22 168.4(4) . . . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 70.05 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 1.068 _refine_diff_density_min -0.897 _refine_diff_density_rms 0.121