# Copyright The Royal Society of Chemistry, 1999 # CCDC Number: 182/1219 #Bis(phospha-adamantyl)alkanes: a new class of very bulky #diphosphines # #Victoria Gee, A. Guy Orpen, Hirihattaya Phetmung, #Paul G. Pringle* and Robert I. Pugh # data_2a _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural 'PdCl2(CMe3)4O2(CH2)2P(CH2)3P(CMe)4O2(CH2)2' _chemical_formula_analytical ? _chemical_formula_sum 'C23 H38 Cl2 O6 P2 Pd' _chemical_formula_weight 649.77 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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 'P2(1)/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.402(5) _cell_length_b 14.735(3) _cell_length_c 14.150(3) _cell_angle_alpha 90.00 _cell_angle_beta 103.48(2) _cell_angle_gamma 90.00 _cell_volume 2717.3(13) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 6224 _cell_measurement_theta_min 5 _cell_measurement_theta_max 50 _exptl_crystal_description 'block' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.588 _exptl_crystal_density_method ? _exptl_crystal_F_000 1336 _exptl_absorpt_coefficient_mu 1.033 _exptl_absorpt_correction_type SADABS _exptl_absorpt_correction_T_min 0.696 _exptl_absorpt_correction_T_max 0.813 _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 'Siemens P4' _diffrn_measurement_method '\w scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 'none' _diffrn_reflns_number 17239 _diffrn_reflns_av_R_equivalents 0.0546 _diffrn_reflns_av_sigmaI/netI 0.0474 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.56 _diffrn_reflns_theta_max 27.53 _reflns_number_total 6224 _reflns_number_observed 4845 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 5 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R- factors wR and all goodnesses of fit S are based on F^2^, conventional R- factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0572P)^2^+10.0599P] 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 'see text' _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0004(2) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 6219 _refine_ls_number_parameters 316 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0832 _refine_ls_R_factor_obs 0.0595 _refine_ls_wR_factor_all 0.1596 _refine_ls_wR_factor_obs 0.1387 _refine_ls_goodness_of_fit_all 1.127 _refine_ls_goodness_of_fit_obs 1.120 _refine_ls_restrained_S_all 1.131 _refine_ls_restrained_S_obs 1.120 _refine_ls_shift/esd_max 0.006 _refine_ls_shift/esd_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Pd1 Pd 0.90273(3) 0.22660(2) 0.69178(3) 0.03258(14) Uani 1 d . . Cl1 Cl 0.7794(2) 0.30266(12) 0.57558(14) 0.0679(5) Uani 1 d . . Cl2 Cl 1.01744(14) 0.33309(10) 0.65486(13) 0.0556(4) Uani 1 d . . P1 P 0.77409(12) 0.13591(10) 0.71964(12) 0.0415(4) Uani 1 d . . P2 P 1.03431(10) 0.15277(8) 0.79770(9) 0.0311(3) Uani 1 d . . O1 O 0.6307(4) 0.0057(3) 0.6699(5) 0.076(2) Uani 1 d . . O2 O 0.5952(4) 0.2320(3) 0.6538(3) 0.0564(12) Uani 1 d . . O3 O 0.4908(3) 0.1036(4) 0.6122(4) 0.0623(13) Uani 1 d . . O4 O 1.2116(3) 0.1485(3) 0.9369(3) 0.0558(12) Uani 1 d . . O5 O 1.3221(3) 0.1429(3) 0.8291(3) 0.0492(10) Uani 1 d . . O6 O 1.1807(3) 0.1489(3) 0.6919(3) 0.0498(10) Uani 1 d . . C10 C 0.7664(7) -0.0008(8) 0.5804(9) 0.127(5) Uani 1 d . . H10A H 0.7250(13) -0.0489(42) 0.5424(66) 0.191 Uiso 1 calc R . H10B H 0.8171(52) -0.0280(54) 0.6343(9) 0.191 Uiso 1 calc R . H10C H 0.8018(61) 0.0334(17) 0.5387(60) 0.191 Uiso 1 calc R . C11 C 0.6975(5) 0.0623(5) 0.6205(6) 0.061(2) Uani 1 d . . C12 C 0.5897(5) 0.1224(5) 0.7711(5) 0.053(2) Uani 1 d . . H12A H 0.6301(5) 0.0900(5) 0.8287(5) 0.064 Uiso 1 calc R . H12B H 0.5316(5) 0.1527(5) 0.7904(5) 0.064 Uiso 1 calc R . C13 C 0.5525(5) 0.1679(5) 0.5764(5) 0.057(2) Uani 1 d . . C14 C 0.4845(6) 0.2190(7) 0.4945(7) 0.087(3) Uani 1 d . . H14A H 0.4308(34) 0.2504(40) 0.5184(13) 0.131 Uiso 1 calc R . H14B H 0.4528(43) 0.1764(9) 0.4431(23) 0.131 Uiso 1 calc R . H14C H 0.5254(12) 0.2635(34) 0.4685(35) 0.131 Uiso 1 calc R . C15 C 0.6824(7) 0.2701(6) 0.8147(6) 0.075(2) Uani 1 d . . H15A H 0.6193(7) 0.2999(28) 0.8222(35) 0.113 Uiso 1 calc R . H15B H 0.7256(41) 0.3143(22) 0.7911(23) 0.113 Uiso 1 calc R . H15C H 0.7196(42) 0.2461(8) 0.8776(14) 0.113 Uiso 1 calc R . C16 C 0.6554(5) 0.1925(4) 0.7418(4) 0.0460(14) Uani 1 d . . C17 C 0.6346(4) 0.1211(5) 0.5410(4) 0.048(2) Uani 1 d . . H17A H 0.6796(4) 0.1666(5) 0.5203(4) 0.058 Uiso 1 calc R . H17B H 0.6037(4) 0.0830(5) 0.4840(4) 0.058 Uiso 1 calc R . C18 C 0.5489(5) 0.0560(5) 0.6952(6) 0.060(2) Uani 1 d . . C19 C 0.4790(5) -0.0121(6) 0.7246(7) 0.074(2) Uani 1 d . . H19A H 0.4477(37) -0.0499(28) 0.6686(13) 0.111 Uiso 1 calc R . H19B H 0.4251(28) 0.0196(6) 0.7479(43) 0.111 Uiso 1 calc R . H19C H 0.5185(10) -0.0505(28) 0.7766(31) 0.111 Uiso 1 calc R . C20 C 1.1062(6) 0.2810(4) 0.9452(5) 0.053(2) Uani 1 d . . H20A H 1.1638(9) 0.3167(24) 0.9824(26) 0.080 Uiso 1 calc R . H20B H 1.0753(34) 0.2461(5) 0.9901(24) 0.080 Uiso 1 calc R . H20C H 1.0546(28) 0.3219(22) 0.9068(5) 0.080 Uiso 1 calc R . C21 C 1.1441(4) 0.2171(3) 0.8783(4) 0.0357(11) Uani 1 d . . C22 C 1.2047(4) 0.2652(3) 0.8197(4) 0.0325(11) Uani 1 d . . H22A H 1.2581(4) 0.3020(3) 0.8633(4) 0.039 Uiso 1 calc R . H22B H 1.1593(4) 0.3071(3) 0.7746(4) 0.039 Uiso 1 calc R . C23 C 1.2666(4) 0.0904(4) 0.8834(5) 0.0453(14) Uani 1 d . . C24 C 1.3419(5) 0.0342(5) 0.9548(5) 0.060(2) Uani 1 d . . H24A H 1.3899(24) 0.0742(5) 0.9987(24) 0.089 Uiso 1 calc R . H24B H 1.3800(28) -0.0051(25) 0.9197(6) 0.089 Uiso 1 calc R . H24C H 1.3050(6) -0.0033(26) 0.9927(26) 0.089 Uiso 1 calc R . C25 C 1.0604(6) 0.0247(6) 0.6575(6) 0.074(2) Uani 1 d . . H25A H 1.1077(6) -0.0083(32) 0.6265(31) 0.111 Uiso 1 calc R . H25B H 1.0144(34) 0.0623(7) 0.6089(23) 0.111 Uiso 1 calc R . H25C H 1.0198(36) -0.0186(27) 0.6854(9) 0.111 Uiso 1 calc R . C26 C 1.1214(4) 0.0851(4) 0.7376(4) 0.0389(12) Uani 1 d . . C27 C 1.1927(4) 0.0317(3) 0.8153(4) 0.0342(11) Uani 1 d . . H27A H 1.1517(4) -0.0034(3) 0.8525(4) 0.041 Uiso 1 calc R . H27B H 1.2313(4) -0.0120(3) 0.7844(4) 0.041 Uiso 1 calc R . C28 C 1.2551(5) 0.2020(4) 0.7625(5) 0.0452(14) Uani 1 d . . C29 C 1.3204(6) 0.2528(6) 0.7057(7) 0.079(3) Uani 1 d . . H29A H 1.3549(41) 0.2092(7) 0.6717(40) 0.118 Uiso 1 calc R . H29B H 1.3719(34) 0.2891(36) 0.7504(10) 0.118 Uiso 1 calc R . H29C H 1.2767(10) 0.2929(35) 0.6582(35) 0.118 Uiso 1 calc R . C30 C 0.8127(5) 0.0552(6) 0.8192(6) 0.079(3) Uani 1 d . . H30A H 0.7517(5) 0.0392(6) 0.8439(6) 0.095 Uiso 1 calc R . H30B H 0.8370(5) -0.0010(6) 0.7933(6) 0.095 Uiso 1 calc R . C31 C 0.8951(6) 0.0883(5) 0.9025(5) 0.066(2) Uani 1 d . . H31A H 0.8839(6) 0.1536(5) 0.9131(5) 0.079 Uiso 1 calc R . H31B H 0.8900(6) 0.0553(5) 0.9621(5) 0.079 Uiso 1 calc R . C32 C 0.9994(4) 0.0759(4) 0.8864(4) 0.0406(13) Uani 1 d . . H32A H 1.0057(4) 0.0127(4) 0.8647(4) 0.049 Uiso 1 calc R . H32B H 1.0496(4) 0.0838(4) 0.9494(4) 0.049 Uiso 1 calc R . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.0460(3) 0.0235(2) 0.0253(2) 0.00247(15) 0.0023(2) 0.0028(2) Cl1 0.0761(12) 0.0506(9) 0.0599(11) 0.0248(8) -0.0187(9) -0.0005(8) Cl2 0.0656(10) 0.0364(7) 0.0642(10) 0.0184(7) 0.0138(8) -0.0008(7) P1 0.0389(8) 0.0348(7) 0.0446(8) 0.0056(6) -0.0026(6) 0.0024(6) P2 0.0378(7) 0.0234(6) 0.0292(6) 0.0008(5) 0.0018(5) 0.0000(5) O1 0.059(3) 0.049(3) 0.121(5) -0.008(3) 0.020(3) -0.010(2) O2 0.057(3) 0.059(3) 0.051(3) -0.001(2) 0.008(2) 0.019(2) O3 0.039(2) 0.074(3) 0.067(3) -0.007(3) -0.003(2) 0.000(2) O4 0.054(3) 0.049(3) 0.056(3) 0.012(2) -0.002(2) -0.006(2) O5 0.040(2) 0.049(2) 0.054(3) 0.012(2) 0.002(2) -0.002(2) O6 0.053(3) 0.050(2) 0.045(2) -0.001(2) 0.009(2) -0.001(2) C10 0.069(6) 0.123(9) 0.184(12) -0.109(9) 0.017(7) 0.012(6) C11 0.044(4) 0.052(4) 0.083(5) -0.025(4) 0.007(3) 0.002(3) C12 0.038(3) 0.053(4) 0.061(4) 0.015(3) -0.002(3) 0.000(3) C13 0.043(3) 0.070(5) 0.052(4) -0.002(3) -0.002(3) 0.013(3) C14 0.060(5) 0.108(7) 0.078(6) 0.021(5) -0.016(4) 0.029(5) C15 0.076(5) 0.094(6) 0.056(5) -0.029(4) 0.016(4) 0.000(5) C16 0.054(4) 0.049(3) 0.033(3) -0.001(3) 0.004(3) 0.006(3) C17 0.037(3) 0.064(4) 0.037(3) -0.021(3) -0.004(2) 0.004(3) C18 0.042(4) 0.057(4) 0.074(5) 0.001(4) 0.001(3) 0.005(3) C19 0.043(4) 0.084(6) 0.095(6) -0.011(5) 0.017(4) -0.009(4) C20 0.077(5) 0.048(3) 0.037(3) -0.014(3) 0.018(3) -0.023(3) C21 0.048(3) 0.032(3) 0.024(2) 0.003(2) 0.000(2) -0.006(2) C22 0.038(3) 0.026(2) 0.030(2) -0.001(2) 0.001(2) -0.005(2) C23 0.039(3) 0.040(3) 0.051(4) 0.007(3) -0.001(3) 0.001(3) C24 0.045(4) 0.063(4) 0.063(4) 0.020(4) -0.003(3) -0.001(3) C25 0.057(4) 0.072(5) 0.097(6) -0.052(5) 0.024(4) -0.009(4) C26 0.038(3) 0.032(3) 0.047(3) -0.006(2) 0.009(2) 0.004(2) C27 0.026(2) 0.028(2) 0.045(3) 0.007(2) 0.002(2) 0.008(2) C28 0.040(3) 0.046(3) 0.046(3) 0.011(3) 0.003(3) -0.003(3) C29 0.050(4) 0.085(6) 0.099(7) 0.044(5) 0.013(4) 0.000(4) C30 0.046(4) 0.085(6) 0.093(6) 0.054(5) -0.012(4) -0.021(4) C31 0.090(5) 0.063(4) 0.050(4) 0.030(3) 0.026(4) 0.030(4) C32 0.046(3) 0.036(3) 0.035(3) 0.012(2) 0.000(2) 0.000(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 Pd1 P1 2.287(2) . ? Pd1 P2 2.3038(15) . ? Pd1 Cl1 2.329(2) . ? Pd1 Cl2 2.339(2) . ? P1 C30 1.824(7) . ? P1 C11 1.878(7) . ? P1 C16 1.886(6) . ? P2 C32 1.830(5) . ? P2 C26 1.882(6) . ? P2 C21 1.893(5) . ? O1 C18 1.436(9) . ? O1 C11 1.509(10) . ? O2 C16 1.439(7) . ? O2 C13 1.458(8) . ? O3 C13 1.426(9) . ? O3 C18 1.432(9) . ? O4 C23 1.451(8) . ? O4 C21 1.477(7) . ? O5 C23 1.418(7) . ? O5 C28 1.435(7) . ? O6 C28 1.463(7) . ? O6 C26 1.474(7) . ? C10 C11 1.511(10) . ? C11 C17 1.512(10) . ? C12 C18 1.462(10) . ? C12 C16 1.478(9) . ? C13 C17 1.482(9) . ? C13 C14 1.499(10) . ? C15 C16 1.526(9) . ? C18 C19 1.496(10) . ? C20 C21 1.506(8) . ? C21 C22 1.470(7) . ? C22 C28 1.494(8) . ? C23 C27 1.488(8) . ? C23 C24 1.500(8) . ? C25 C26 1.521(9) . ? C26 C27 1.500(7) . ? C28 C29 1.518(9) . ? C30 C31 1.497(11) . ? C31 C32 1.479(9) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag P1 Pd1 P2 96.05(6) . . ? P1 Pd1 Cl1 87.92(7) . . ? P2 Pd1 Cl1 174.96(7) . . ? P1 Pd1 Cl2 172.50(6) . . ? P2 Pd1 Cl2 91.08(6) . . ? Cl1 Pd1 Cl2 85.10(7) . . ? C30 P1 C11 102.0(4) . . ? C30 P1 C16 105.0(4) . . ? C11 P1 C16 92.5(3) . . ? C30 P1 Pd1 115.1(2) . . ? C11 P1 Pd1 120.8(3) . . ? C16 P1 Pd1 118.0(2) . . ? C32 P2 C26 105.5(3) . . ? C32 P2 C21 100.6(2) . . ? C26 P2 C21 93.5(3) . . ? C32 P2 Pd1 117.3(2) . . ? C26 P2 Pd1 114.7(2) . . ? C21 P2 Pd1 121.7(2) . . ? C18 O1 C11 113.6(5) . . ? C16 O2 C13 115.5(5) . . ? C13 O3 C18 111.5(5) . . ? C23 O4 C21 115.5(4) . . ? C23 O5 C28 111.1(4) . . ? C28 O6 C26 113.2(4) . . ? O1 C11 C10 108.3(7) . . ? O1 C11 C17 111.9(5) . . ? C10 C11 C17 110.9(8) . . ? O1 C11 P1 104.7(5) . . ? C10 C11 P1 111.1(5) . . ? C17 C11 P1 109.7(5) . . ? C18 C12 C16 114.0(6) . . ? O3 C13 O2 108.8(5) . . ? O3 C13 C17 110.4(6) . . ? O2 C13 C17 111.3(5) . . ? O3 C13 C14 108.0(6) . . ? O2 C13 C14 108.5(6) . . ? C17 C13 C14 109.7(7) . . ? O2 C16 C12 106.0(5) . . ? O2 C16 C15 106.2(6) . . ? C12 C16 C15 113.4(6) . . ? O2 C16 P1 111.1(4) . . ? C12 C16 P1 108.5(4) . . ? C15 C16 P1 111.6(5) . . ? C13 C17 C11 110.1(6) . . ? O1 C18 O3 110.5(6) . . ? O1 C18 C12 110.6(6) . . ? O3 C18 C12 108.2(6) . . ? O1 C18 C19 106.7(6) . . ? O3 C18 C19 107.5(6) . . ? C12 C18 C19 113.3(7) . . ? C22 C21 O4 107.4(5) . . ? C22 C21 C20 111.5(4) . . ? O4 C21 C20 109.2(5) . . ? C22 C21 P2 110.8(3) . . ? O4 C21 P2 106.5(3) . . ? C20 C21 P2 111.3(4) . . ? C21 C22 C28 112.6(4) . . ? O5 C23 O4 110.8(5) . . ? O5 C23 C27 108.6(5) . . ? O4 C23 C27 109.7(5) . . ? O5 C23 C24 108.1(5) . . ? O4 C23 C24 108.6(5) . . ? C27 C23 C24 111.0(5) . . ? O6 C26 C27 109.8(4) . . ? O6 C26 C25 107.3(5) . . ? C27 C26 C25 112.3(5) . . ? O6 C26 P2 108.4(3) . . ? C27 C26 P2 107.6(4) . . ? C25 C26 P2 111.4(4) . . ? C23 C27 C26 112.6(4) . . ? O5 C28 O6 110.2(5) . . ? O5 C28 C22 108.4(5) . . ? O6 C28 C22 112.4(5) . . ? O5 C28 C29 107.3(5) . . ? O6 C28 C29 106.7(6) . . ? C22 C28 C29 111.7(6) . . ? C31 C30 P1 114.8(5) . . ? C32 C31 C30 112.8(7) . . ? C31 C32 P2 115.5(4) . . ? _refine_diff_density_max 0.861 _refine_diff_density_min -0.539 _refine_diff_density_rms 0.119 #=END data_3a _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural 'PdCl2(C6H4O3Me2(CF3)2)P(CH2)3P(C6H4O3Me2(CF3)2).CHCl3' _chemical_formula_analytical ? _chemical_formula_sum 'C24 H27 Cl5 F12 O6 P2 Pd' _chemical_formula_weight 985.05 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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 Cc 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' _cell_length_a 13.142(2) _cell_length_b 11.987(2) _cell_length_c 22.167(3) _cell_angle_alpha 90.00 _cell_angle_beta 102.419(8) _cell_angle_gamma 90.00 _cell_volume 3410.4(9) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 7771 _cell_measurement_theta_min 1.88 _cell_measurement_theta_max 27.48 _exptl_crystal_description 'block' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.918 _exptl_crystal_density_method ? _exptl_crystal_F_000 1952 _exptl_absorpt_coefficient_mu 1.135 _exptl_absorpt_correction_type 'SADABS (Sheldrick, 1996)' _exptl_absorpt_correction_T_min 0.750 _exptl_absorpt_correction_T_max 0.985 _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 'Siemens SMART area detector' _diffrn_measurement_method 'narrow frame \w scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 'none' _diffrn_reflns_number 17177 _diffrn_reflns_av_R_equivalents 0.0254 _diffrn_reflns_av_sigmaI/netI 0.0411 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.88 _diffrn_reflns_theta_max 27.48 _reflns_number_total 7771 _reflns_number_observed 7078 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'SMART (Siemens, 1995b)' _computing_cell_refinement 'SAINT (Siemens, 1995b)' _computing_data_reduction 'SAINT (Siemens, 1995b)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'SHELXTL (Siemens, 1995a)' _computing_publication_material 'SHELXTL (Siemens, 1995a)' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 2 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R- factors wR and all goodnesses of fit S are based on F^2^, conventional R- factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0343P)^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 'see text' _refine_ls_extinction_method none _refine_ls_extinction_coef none _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.011(14) _refine_ls_number_reflns 7769 _refine_ls_number_parameters 465 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0304 _refine_ls_R_factor_obs 0.0251 _refine_ls_wR_factor_all 0.0656 _refine_ls_wR_factor_obs 0.0558 _refine_ls_goodness_of_fit_all 0.885 _refine_ls_goodness_of_fit_obs 0.906 _refine_ls_restrained_S_all 1.013 _refine_ls_restrained_S_obs 0.906 _refine_ls_shift/esd_max -0.006 _refine_ls_shift/esd_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Pd1 Pd 1.255630(13) 0.02565(2) 0.154401(10) 0.01663(5) Uani 1 d . . Cl1 Cl 1.14211(5) 0.10900(7) 0.20763(3) 0.0259(2) Uani 1 d . . Cl2 Cl 1.11061(6) -0.07666(7) 0.10575(4) 0.0289(2) Uani 1 d . . P1 P 1.35497(5) -0.07455(7) 0.10099(3) 0.01728(15) Uani 1 d . . P1' P 1.38679(5) 0.14069(7) 0.20423(3) 0.01711(15) Uani 1 d . . F1 F 1.3949(2) 0.0673(2) -0.01552(9) 0.0381(5) Uani 1 d . . F1' F 1.3751(2) 0.2904(2) 0.09253(8) 0.0424(5) Uani 1 d . . F2 F 1.2359(2) 0.0743(2) -0.00623(9) 0.0412(5) Uani 1 d . . F2' F 1.21958(15) 0.2854(2) 0.10781(8) 0.0366(5) Uani 1 d . . F3 F 1.27550(15) -0.0101(2) -0.08355(8) 0.0335(5) Uani 1 d . . F3' F 1.3050(2) 0.4379(2) 0.12149(10) 0.0512(6) Uani 1 d . . F4 F 1.45450(15) -0.2069(2) 0.21736(8) 0.0348(4) Uani 1 d . . F4' F 1.5338(2) -0.0020(2) 0.30597(10) 0.0408(5) Uani 1 d . . F5 F 1.3794(2) -0.3661(2) 0.19554(9) 0.0372(5) Uani 1 d . . F5' F 1.4815(2) 0.0571(2) 0.38537(8) 0.0338(4) Uani 1 d . . F6 F 1.2886(2) -0.2222(2) 0.20603(9) 0.0395(5) Uani 1 d . . F6' F 1.37449(15) -0.0286(2) 0.31237(9) 0.0334(4) Uani 1 d . . O1 O 1.2622(2) -0.2825(2) 0.08704(10) 0.0253(5) Uani 1 d . . O1' O 1.28084(15) 0.3287(2) 0.22853(9) 0.0232(4) Uani 1 d . . O2 O 1.4036(2) -0.1578(2) -0.00213(9) 0.0214(4) Uani 1 d . . O2' O 1.50812(15) 0.2274(2) 0.30817(9) 0.0191(4) Uani 1 d . . O3 O 1.3225(2) -0.3324(2) -0.00242(10) 0.0275(5) Uani 1 d . . O3' O 1.4033(2) 0.3832(2) 0.31769(9) 0.0241(5) Uani 1 d . . C1 C 1.3184(2) -0.0996(2) 0.01387(12) 0.0192(6) Uani 1 d . . C1' C 1.3592(2) 0.2973(3) 0.19624(13) 0.0223(6) Uani 1 d . . C2 C 1.4461(2) -0.2828(3) 0.08877(13) 0.0240(6) Uani 1 d . . H2A H 1.5123(2) -0.2430(3) 0.10500(13) 0.029 Uiso 1 calc R . H2B H 1.4556(2) -0.3622(3) 0.10099(13) 0.029 Uiso 1 calc R . C2' C 1.4585(2) 0.3625(3) 0.22308(13) 0.0248(6) Uani 1 d . . H2'A H 1.5159(2) 0.3366(3) 0.20402(13) 0.030 Uiso 1 calc R . H2'B H 1.4472(2) 0.4429(3) 0.21393(13) 0.030 Uiso 1 calc R . C3 C 1.4171(2) -0.2732(2) 0.01844(13) 0.0218(6) Uani 1 d . . C3' C 1.4876(2) 0.3446(3) 0.29242(13) 0.0219(6) Uani 1 d . . C4 C 1.4996(3) -0.3211(3) -0.01195(15) 0.0297(7) Uani 1 d . . H4A H 1.5154(13) -0.3977(7) 0.0024(8) 0.045 Uiso 1 calc R . H4B H 1.5629(7) -0.2756(11) -0.0011(9) 0.045 Uiso 1 calc R . H4C H 1.4742(8) -0.3209(18) -0.0569(2) 0.045 Uiso 1 calc R . C4' C 1.5844(3) 0.4067(3) 0.32411(15) 0.0296(7) Uani 1 d . . H4'A H 1.6432(5) 0.3839(14) 0.3063(7) 0.044 Uiso 1 calc R . H4'B H 1.5998(11) 0.3895(15) 0.3684(2) 0.044 Uiso 1 calc R . H4'C H 1.5729(7) 0.4872(3) 0.3182(9) 0.044 Uiso 1 calc R . C5 C 1.3693(3) -0.2577(3) 0.18397(14) 0.0270(7) Uani 1 d . . C5' C 1.4533(2) 0.0447(3) 0.32434(13) 0.0244(7) Uani 1 d . . C6 C 1.3584(2) -0.2316(3) 0.11552(13) 0.0221(6) Uani 1 d . . C6' C 1.4199(2) 0.1548(2) 0.29194(13) 0.0182(6) Uani 1 d . . C7 C 1.2188(2) -0.1687(3) -0.00500(14) 0.0240(7) Uani 1 d . . H7A H 1.1620(2) -0.1335(3) 0.01117(14) 0.029 Uiso 1 calc R . H7B H 1.1973(2) -0.1717(3) -0.05060(14) 0.029 Uiso 1 calc R . C7' C 1.3282(2) 0.2020(2) 0.31611(13) 0.0200(6) Uani 1 d . . H7'A H 1.2650(2) 0.1568(2) 0.30041(13) 0.024 Uiso 1 calc R . H7'B H 1.3438(2) 0.1991(2) 0.36181(13) 0.024 Uiso 1 calc R . C8 C 1.2385(2) -0.2853(3) 0.02067(14) 0.0246(7) Uani 1 d . . C8' C 1.3098(2) 0.3214(3) 0.29447(14) 0.0224(6) Uani 1 d . . C9 C 1.1472(3) -0.3624(3) 0.0023(2) 0.0366(8) Uani 1 d . . H9A H 1.1278(12) -0.3677(16) -0.0428(2) 0.055 Uiso 1 calc R . H9B H 1.0881(6) -0.3333(11) 0.0180(10) 0.055 Uiso 1 calc R . H9C H 1.1659(7) -0.4366(6) 0.0198(9) 0.055 Uiso 1 calc R . C9' C 1.2226(3) 0.3753(3) 0.3185(2) 0.0346(8) Uani 1 d . . H9'A H 1.2389(9) 0.3730(18) 0.3637(2) 0.052 Uiso 1 calc R . H9'B H 1.1575(5) 0.3348(13) 0.3027(9) 0.052 Uiso 1 calc R . H9'C H 1.2147(13) 0.4530(7) 0.3046(9) 0.052 Uiso 1 calc R . C10 C 1.3068(2) 0.0086(3) -0.02285(14) 0.0252(7) Uani 1 d . . C10' C 1.3134(3) 0.3289(3) 0.12900(14) 0.0294(7) Uani 1 d . . C11 C 1.4908(2) -0.0309(3) 0.10913(15) 0.0271(7) Uani 1 d . . H11A H 1.5298(2) -0.0946(3) 0.09675(15) 0.032 Uiso 1 calc R 1 H11B H 1.4923(2) 0.0298(3) 0.07903(15) 0.032 Uiso 1 calc R 1 C12 C 1.5487(4) 0.0082(4) 0.1702(2) 0.0278(14) Uani 0.662(8) d P 1 H12A H 1.6241(4) 0.0086(4) 0.1703(2) 0.033 Uiso 0.662(8) calc PR 1 H12B H 1.5376(4) -0.0455(4) 0.2021(2) 0.033 Uiso 0.662(8) calc PR 1 C12' C 1.5190(7) 0.0854(7) 0.1228(4) 0.019(2) Uani 0.338(8) d P 2 H12C H 1.4709(7) 0.1328(7) 0.0929(4) 0.023 Uiso 0.338(8) calc PR 2 H12D H 1.5900(7) 0.0975(7) 0.1156(4) 0.023 Uiso 0.338(8) calc PR 2 C13 C 1.5171(2) 0.1256(3) 0.18821(13) 0.0242(7) Uani 1 d . . H13A H 1.5227(2) 0.1776(3) 0.15433(13) 0.029 Uiso 1 calc R 1 H13B H 1.5686(2) 0.1500(3) 0.22534(13) 0.029 Uiso 1 calc R 1 Cl3 Cl 0.92427(9) -0.12301(10) -0.03153(4) 0.0562(3) Uani 1 d . . Cl4 Cl 0.97574(12) -0.20668(11) -0.14283(5) 0.0736(4) Uani 1 d . . Cl5 Cl 0.76006(11) -0.17914(13) -0.13753(8) 0.0974(5) Uani 1 d . . C20 C 0.8849(3) -0.1260(3) -0.1130(2) 0.0480(11) Uani 1 d . . H20A H 0.8860(3) -0.0480(3) -0.1288(2) 0.058 Uiso 1 calc R . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.01313(8) 0.02037(10) 0.01697(9) -0.00027(10) 0.00453(6) 0.00002(10) Cl1 0.0165(3) 0.0351(4) 0.0273(4) -0.0066(3) 0.0074(3) 0.0021(3) Cl2 0.0179(4) 0.0409(5) 0.0288(4) -0.0094(3) 0.0071(3) -0.0083(3) P1 0.0163(3) 0.0192(4) 0.0168(3) -0.0003(3) 0.0047(3) 0.0008(3) P1' 0.0154(3) 0.0200(4) 0.0164(3) -0.0008(3) 0.0045(3) 0.0000(3) F1 0.0469(12) 0.0309(11) 0.0375(11) 0.0079(9) 0.0111(9) -0.0089(10) F1' 0.0423(12) 0.064(2) 0.0220(9) 0.0118(9) 0.0086(8) 0.0004(11) F2 0.0543(13) 0.0350(12) 0.0418(11) 0.0147(9) 0.0270(10) 0.0256(10) F2' 0.0290(11) 0.0461(13) 0.0289(10) 0.0100(9) -0.0066(8) -0.0065(9) F3 0.0381(13) 0.0417(12) 0.0200(11) 0.0092(9) 0.0049(9) 0.0084(10) F3' 0.070(2) 0.0284(12) 0.0434(13) 0.0169(10) -0.0142(11) -0.0017(11) F4 0.0413(11) 0.0407(12) 0.0196(9) 0.0025(8) 0.0007(8) -0.0028(9) F4' 0.0387(12) 0.0390(12) 0.0497(12) 0.0160(9) 0.0203(9) 0.0249(9) F5 0.0516(13) 0.0269(11) 0.0327(10) 0.0106(8) 0.0078(9) 0.0046(9) F5' 0.0412(11) 0.0380(12) 0.0196(9) 0.0083(8) 0.0009(8) 0.0075(9) F6 0.0418(12) 0.0502(14) 0.0310(11) 0.0136(9) 0.0181(9) 0.0138(10) F6' 0.0394(11) 0.0204(9) 0.0395(11) 0.0057(8) 0.0065(8) -0.0016(8) O1 0.0266(11) 0.0228(12) 0.0263(11) 0.0007(9) 0.0053(9) -0.0053(9) O1' 0.0206(11) 0.0235(11) 0.0242(10) 0.0005(9) 0.0020(8) 0.0049(9) O2 0.0228(11) 0.0221(11) 0.0200(10) -0.0034(8) 0.0062(8) 0.0043(9) O2' 0.0171(10) 0.0188(11) 0.0203(10) -0.0007(8) 0.0016(8) 0.0005(8) O3 0.0265(11) 0.0254(12) 0.0295(12) -0.0061(9) 0.0036(9) 0.0026(9) O3' 0.0203(10) 0.0230(11) 0.0292(11) -0.0070(9) 0.0054(8) 0.0007(9) C1 0.0203(14) 0.022(2) 0.0166(13) 0.0014(11) 0.0067(11) 0.0036(12) C1' 0.0223(15) 0.023(2) 0.0209(14) 0.0030(12) 0.0027(12) -0.0003(12) C2 0.027(2) 0.021(2) 0.0229(15) 0.0004(12) 0.0031(12) 0.0056(13) C2' 0.027(2) 0.022(2) 0.0245(15) 0.0042(12) 0.0023(12) -0.0026(13) C3 0.026(2) 0.0175(15) 0.0200(14) -0.0022(11) 0.0003(12) 0.0039(12) C3' 0.0215(15) 0.019(2) 0.0251(15) -0.0010(12) 0.0057(12) -0.0004(12) C4 0.030(2) 0.031(2) 0.028(2) -0.0070(14) 0.0068(13) 0.0093(15) C4' 0.027(2) 0.029(2) 0.031(2) -0.0052(14) 0.0020(13) -0.0065(14) C5 0.032(2) 0.025(2) 0.0247(15) 0.0039(13) 0.0083(13) 0.0031(14) C5' 0.0234(15) 0.030(2) 0.0208(14) 0.0038(12) 0.0058(12) 0.0080(13) C6 0.0212(14) 0.021(2) 0.0225(14) 0.0025(12) 0.0023(11) 0.0018(12) C6' 0.0161(13) 0.0192(15) 0.0197(13) 0.0003(11) 0.0049(11) 0.0008(11) C7 0.021(2) 0.029(2) 0.0220(15) 0.0004(13) 0.0056(12) 0.0027(13) C7' 0.0221(15) 0.019(2) 0.0196(14) -0.0040(11) 0.0052(11) 0.0031(12) C8 0.022(2) 0.026(2) 0.025(2) -0.0015(13) 0.0039(12) -0.0002(13) C8' 0.0151(14) 0.024(2) 0.027(2) -0.0020(12) 0.0039(11) 0.0028(12) C9 0.031(2) 0.033(2) 0.044(2) -0.005(2) 0.0012(15) -0.009(2) C9' 0.028(2) 0.031(2) 0.046(2) -0.009(2) 0.0099(15) 0.0061(15) C10 0.026(2) 0.029(2) 0.0226(14) 0.0034(13) 0.0102(12) 0.0062(13) C10' 0.029(2) 0.030(2) 0.027(2) 0.0085(13) -0.0004(13) -0.0016(14) C11 0.0172(14) 0.033(2) 0.033(2) -0.0096(14) 0.0111(12) -0.0011(13) C12 0.017(2) 0.036(3) 0.030(3) -0.004(2) 0.005(2) 0.000(2) C12' 0.020(4) 0.021(5) 0.021(4) -0.004(3) 0.014(3) -0.008(4) C13 0.0185(14) 0.034(2) 0.0216(14) -0.0072(13) 0.0082(11) -0.0038(13) Cl3 0.0727(8) 0.0583(7) 0.0373(5) -0.0029(5) 0.0110(5) 0.0042(6) Cl4 0.1050(10) 0.0705(8) 0.0442(6) -0.0126(6) 0.0137(6) 0.0054(7) Cl5 0.0635(8) 0.0722(10) 0.1330(13) 0.0260(9) -0.0308(8) -0.0326(7) C20 0.054(3) 0.032(2) 0.046(2) 0.011(2) -0.014(2) -0.014(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 Pd1 P1 2.2833(8) . ? Pd1 P1' 2.2965(8) . ? Pd1 Cl1 2.3181(8) . ? Pd1 Cl2 2.3271(8) . ? P1 C11 1.832(3) . ? P1 C6 1.909(3) . ? P1 C1 1.911(3) . ? P1' C13 1.832(3) . ? P1' C6' 1.907(3) . ? P1' C1' 1.913(3) . ? F1 C10 1.335(4) . ? F1' C10' 1.344(4) . ? F2 C10 1.330(4) . ? F2' C10' 1.328(4) . ? F3 C10 1.339(4) . ? F3' C10' 1.319(4) . ? F4 C5 1.347(4) . ? F4' C5' 1.336(3) . ? F5 C5 1.326(4) . ? F5' C5' 1.332(3) . ? F6 C5 1.330(4) . ? F6' C5' 1.340(4) . ? O1 C6 1.423(4) . ? O1 C8 1.437(4) . ? O1' C1' 1.425(4) . ? O1' C8' 1.432(4) . ? O2 C1 1.427(3) . ? O2 C3 1.455(4) . ? O2' C6' 1.431(3) . ? O2' C3' 1.459(4) . ? O3 C3 1.420(4) . ? O3 C8 1.429(4) . ? O3' C3' 1.422(3) . ? O3' C8' 1.432(3) . ? C1 C10 1.521(4) . ? C1 C7 1.529(4) . ? C1' C2' 1.528(4) . ? C1' C10' 1.530(4) . ? C2 C3 1.528(4) . ? C2 C6 1.533(4) . ? C2' C3' 1.517(4) . ? C3 C4 1.507(4) . ? C3' C4' 1.511(4) . ? C5 C6 1.525(4) . ? C5' C6' 1.522(4) . ? C6' C7' 1.529(4) . ? C7 C8 1.510(4) . ? C7' C8' 1.512(4) . ? C8 C9 1.501(4) . ? C8' C9' 1.509(4) . ? C11 C12' 1.457(9) . ? C11 C12 1.480(5) . ? C12 C13 1.544(6) . ? C12' C13 1.534(8) . ? Cl3 C20 1.768(4) . ? Cl4 C20 1.772(5) . ? Cl5 C20 1.735(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag P1 Pd1 P1' 96.40(3) . . ? P1 Pd1 Cl1 173.22(3) . . ? P1' Pd1 Cl1 89.72(3) . . ? P1 Pd1 Cl2 89.15(3) . . ? P1' Pd1 Cl2 174.02(3) . . ? Cl1 Pd1 Cl2 84.86(3) . . ? C11 P1 C6 106.13(15) . . ? C11 P1 C1 99.91(13) . . ? C6 P1 C1 90.41(13) . . ? C11 P1 Pd1 116.91(10) . . ? C6 P1 Pd1 115.26(10) . . ? C1 P1 Pd1 124.01(9) . . ? C13 P1' C6' 100.85(13) . . ? C13 P1' C1' 104.21(14) . . ? C6' P1' C1' 90.24(12) . . ? C13 P1' Pd1 118.96(10) . . ? C6' P1' Pd1 121.82(9) . . ? C1' P1' Pd1 115.90(10) . . ? C6 O1 C8 116.1(2) . . ? C1' O1' C8' 115.7(2) . . ? C1 O2 C3 115.9(2) . . ? C6' O2' C3' 115.3(2) . . ? C3 O3 C8 112.0(2) . . ? C3' O3' C8' 111.8(2) . . ? O2 C1 C10 106.2(2) . . ? O2 C1 C7 109.8(2) . . ? C10 C1 C7 109.5(2) . . ? O2 C1 P1 106.7(2) . . ? C10 C1 P1 112.4(2) . . ? C7 C1 P1 112.1(2) . . ? O1' C1' C2' 108.6(2) . . ? O1' C1' C10' 104.4(2) . . ? C2' C1' C10' 112.1(2) . . ? O1' C1' P1' 110.9(2) . . ? C2' C1' P1' 109.6(2) . . ? C10' C1' P1' 111.1(2) . . ? C3 C2 C6 108.8(2) . . ? C3' C2' C1' 109.3(2) . . ? O3 C3 O2 109.5(2) . . ? O3 C3 C4 109.1(2) . . ? O2 C3 C4 105.8(2) . . ? O3 C3 C2 107.6(2) . . ? O2 C3 C2 112.2(2) . . ? C4 C3 C2 112.5(2) . . ? O3' C3' O2' 109.8(2) . . ? O3' C3' C4' 107.8(2) . . ? O2' C3' C4' 105.7(2) . . ? O3' C3' C2' 107.8(2) . . ? O2' C3' C2' 111.8(2) . . ? C4' C3' C2' 113.9(2) . . ? F5 C5 F6 107.3(3) . . ? F5 C5 F4 107.4(2) . . ? F6 C5 F4 106.7(3) . . ? F5 C5 C6 112.2(3) . . ? F6 C5 C6 112.8(2) . . ? F4 C5 C6 110.1(2) . . ? F5' C5' F4' 106.9(2) . . ? F5' C5' F6' 108.0(2) . . ? F4' C5' F6' 107.1(3) . . ? F5' C5' C6' 111.8(2) . . ? F4' C5' C6' 112.7(2) . . ? F6' C5' C6' 110.0(2) . . ? O1 C6 C5 103.8(2) . . ? O1 C6 C2 109.0(2) . . ? C5 C6 C2 112.6(2) . . ? O1 C6 P1 111.2(2) . . ? C5 C6 P1 111.3(2) . . ? C2 C6 P1 108.8(2) . . ? O2' C6' C5' 105.8(2) . . ? O2' C6' C7' 110.2(2) . . ? C5' C6' C7' 108.9(2) . . ? O2' C6' P1' 107.8(2) . . ? C5' C6' P1' 112.5(2) . . ? C7' C6' P1' 111.4(2) . . ? C8 C7 C1 109.3(2) . . ? C8' C7' C6' 108.8(2) . . ? O3 C8 O1 111.2(2) . . ? O3 C8 C9 107.1(3) . . ? O1 C8 C9 106.0(2) . . ? O3 C8 C7 108.3(2) . . ? O1 C8 C7 110.3(2) . . ? C9 C8 C7 113.9(3) . . ? O3' C8' O1' 110.7(2) . . ? O3' C8' C9' 108.0(3) . . ? O1' C8' C9' 106.2(2) . . ? O3' C8' C7' 108.0(2) . . ? O1' C8' C7' 111.8(2) . . ? C9' C8' C7' 112.0(3) . . ? F2 C10 F1 107.2(3) . . ? F2 C10 F3 107.2(2) . . ? F1 C10 F3 106.3(2) . . ? F2 C10 C1 110.6(2) . . ? F1 C10 C1 113.5(3) . . ? F3 C10 C1 111.7(3) . . ? F3' C10' F2' 107.4(3) . . ? F3' C10' F1' 108.0(3) . . ? F2' C10' F1' 106.7(3) . . ? F3' C10' C1' 111.9(3) . . ? F2' C10' C1' 112.8(3) . . ? F1' C10' C1' 109.8(3) . . ? C12' C11 P1 119.5(4) . . ? C12 C11 P1 118.6(3) . . ? C11 C12 C13 114.3(4) . . ? C11 C12' C13 116.2(6) . . ? C12' C13 P1' 114.9(4) . . ? C12 C13 P1' 117.0(3) . . ? Cl5 C20 Cl3 112.1(2) . . ? Cl5 C20 Cl4 110.5(2) . . ? Cl3 C20 Cl4 108.7(2) . . ? _refine_diff_density_max 0.754 _refine_diff_density_min -0.661 _refine_diff_density_rms 0.062 #=END data_9 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C16 H20 O2 P2' _chemical_formula_weight 306.26 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'Orthorhombic' _symmetry_space_group_name_H-M 'Pnma' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 17.491(3) _cell_length_b 12.133(2) _cell_length_c 7.347(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1559.1(6) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 1882 _cell_measurement_theta_min 5 _cell_measurement_theta_max 50 _exptl_crystal_description 'block' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.305 _exptl_crystal_density_method ? _exptl_crystal_F_000 648 _exptl_absorpt_coefficient_mu 0.277 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _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 'Siemens SMART area detector' _diffrn_measurement_method 'narrow frame \ w scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 9410 _diffrn_reflns_av_R_equivalents 0.0596 _diffrn_reflns_av_sigmaI/netI 0.0355 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.33 _diffrn_reflns_theta_max 27.50 _reflns_number_total 1883 _reflns_number_observed 1501 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'SMART (Siemens, 1995a)' _computing_cell_refinement 'SAINT (Siemens, 1995b)' _computing_data_reduction 'SIANT (Siemens, 1995b)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'SHELXL (Siemens, 1995a)' _computing_publication_material 'SHELXL (Siemens, 1995a)' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 1 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R- factors wR and all goodnesses of fit S are based on F^2^, conventional R- factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0304P)^2^+1.5904P] 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 'see text' _refine_ls_extinction_method none _refine_ls_extinction_coef none _refine_ls_number_reflns 1882 _refine_ls_number_parameters 115 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0649 _refine_ls_R_factor_obs 0.0466 _refine_ls_wR_factor_all 0.1008 _refine_ls_wR_factor_obs 0.0906 _refine_ls_goodness_of_fit_all 1.083 _refine_ls_goodness_of_fit_obs 1.101 _refine_ls_restrained_S_all 1.086 _refine_ls_restrained_S_obs 1.101 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group P1 P 0.28459(3) 0.12608(4) 0.91132(7) 0.0245(2) Uani 1 d . . O1 O 0.43812(8) 0.15219(12) 0.9379(2) 0.0242(3) Uani 1 d . . C1 C 0.10018(12) 0.1931(2) 1.2471(3) 0.0342(5) Uani 1 d . . H1A H 0.06274(12) 0.1543(2) 1.3153(3) 0.041 Uiso 1 calc R . C2 C 0.15462(11) 0.1349(2) 1.1479(3) 0.0299(5) Uani 1 d . . H2A H 0.15405(11) 0.0566(2) 1.1475(3) 0.036 Uiso 1 calc R . C3 C 0.21006(11) 0.1920(2) 1.0489(3) 0.0227(4) Uani 1 d . . C4 C 0.37246(11) 0.1463(2) 1.0595(3) 0.0227(4) Uani 1 d . . C5 C 0.4420(2) 0.2500 0.8289(4) 0.0239(6) Uani 1 d S . C6 C 0.3792(2) 0.2500 0.6852(4) 0.0276(7) Uani 1 d S . H6A H 0.3853(2) 0.1841 0.6071(4) 0.033 Uiso 0.50 calc PR . H6B H 0.3853(2) 0.3159 0.6071(4) 0.033 Uiso 0.50 calc PR . C7 C 0.2986(2) 0.2500 0.7655(4) 0.0245(6) Uani 1 d S . C8 C 0.3718(2) 0.2500 1.1755(4) 0.0225(6) Uani 1 d S . H8A H 0.4171(2) 0.2500 1.2563(4) 0.027 Uiso 1 calc SR . H8B H 0.3256(2) 0.2500 1.2533(4) 0.027 Uiso 1 calc SR . C9 C 0.38487(13) 0.0436(2) 1.1734(3) 0.0358(6) Uani 1 d . . H9A H 0.3909(9) -0.0203(3) 1.0931(3) 0.054 Uiso 1 calc R . H9B H 0.3407(4) 0.0321(8) 1.2532(16) 0.054 Uiso 1 calc R . H9C H 0.4310(5) 0.0526(6) 1.2476(16) 0.054 Uiso 1 calc R . C10 C 0.5213(2) 0.2500 0.7450(5) 0.0341(8) Uani 1 d S . H10C H 0.5564(22) 0.2500 0.8410(53) 0.045(11) Uiso 1 d S . H10A H 0.5277(14) 0.3144(20) 0.6632(33) 0.039(7) Uiso 1 d . . C11 C 0.2393(2) 0.2500 0.6113(5) 0.0405(9) Uani 1 d S . H11A H 0.1891(21) 0.2500 0.6549(46) 0.032(9) Uiso 1 d S . H11B H 0.2462(14) 0.1805(21) 0.5334(35) 0.047(8) Uiso 1 d . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0198(3) 0.0252(3) 0.0284(3) -0.0057(2) 0.0006(2) -0.0012(2) O1 0.0179(7) 0.0294(8) 0.0253(7) 0.0008(6) 0.0030(6) 0.0036(6) C1 0.0191(10) 0.0599(15) 0.0237(10) 0.0068(11) 0.0008(9) -0.0047(10) C2 0.0212(10) 0.0377(12) 0.0309(11) 0.0071(10) -0.0033(9) -0.0055(10) C3 0.0172(9) 0.0291(10) 0.0218(9) 0.0008(8) -0.0021(8) -0.0005(8) C4 0.0178(9) 0.0253(10) 0.0249(10) 0.0028(9) 0.0024(8) 0.0010(8) C5 0.0168(13) 0.034(2) 0.0207(14) 0.000 0.0024(12) 0.000 C6 0.0206(14) 0.044(2) 0.0180(14) 0.000 0.0007(12) 0.000 C7 0.0180(14) 0.039(2) 0.0167(13) 0.000 -0.0018(11) 0.000 C8 0.0199(14) 0.031(2) 0.0168(13) 0.000 -0.0006(11) 0.000 C9 0.0306(12) 0.0312(12) 0.0457(14) 0.0143(11) 0.0008(11) 0.0036(10) C10 0.019(2) 0.057(2) 0.027(2) 0.000 0.0057(14) 0.000 C11 0.021(2) 0.076(3) 0.025(2) 0.000 -0.0049(14) 0.000 _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 C3 1.834(2) . ? P1 C7 1.862(2) . ? P1 C4 1.899(2) . ? P1 P1 3.0070(11) 7_565 ? O1 C5 1.433(2) . ? O1 C4 1.457(2) . ? C1 C1 1.380(5) 7_565 ? C1 C2 1.391(3) . ? C1 H1A 0.95 . ? C2 C3 1.396(3) . ? C2 H2A 0.95 . ? C3 C3 1.407(4) 7_565 ? C4 C9 1.516(3) . ? C4 C8 1.520(2) . ? C5 O1 1.433(2) 7_565 ? C5 C10 1.518(4) . ? C5 C6 1.523(4) . ? C6 C7 1.528(4) . ? C6 H6A 0.99 . ? C6 H6B 0.99 . ? C7 C11 1.537(4) . ? C7 P1 1.862(2) 7_565 ? C8 C4 1.520(2) 7_565 ? C8 H8A 0.99 . ? C8 H8B 0.99 . ? C9 H9A 0.98 . ? C9 H9B 0.98 . ? C9 H9C 0.98 . ? C10 H10C 0.94(4) . ? C10 H10A 0.99(2) . ? C11 H11A 0.93(4) . ? C11 H11B 1.03(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C3 P1 C7 93.36(10) . . ? C3 P1 C4 101.71(9) . . ? C7 P1 C4 96.82(10) . . ? C3 P1 P1 64.13(6) . 7_565 ? C7 P1 P1 36.16(7) . 7_565 ? C4 P1 P1 82.59(6) . 7_565 ? C5 O1 C4 114.9(2) . . ? C1 C1 C2 120.49(14) 7_565 . ? C1 C1 H1A 119.753(6) 7_565 . ? C2 C1 H1A 119.75(14) . . ? C1 C2 C3 119.7(2) . . ? C1 C2 H2A 120.13(14) . . ? C3 C2 H2A 120.13(13) . . ? C2 C3 C3 119.75(13) . 7_565 ? C2 C3 P1 124.4(2) . . ? C3 C3 P1 115.87(6) 7_565 . ? O1 C4 C9 105.4(2) . . ? O1 C4 C8 108.0(2) . . ? C9 C4 C8 111.8(2) . . ? O1 C4 P1 107.00(13) . . ? C9 C4 P1 109.03(15) . . ? C8 C4 P1 115.0(2) . . ? O1 C5 O1 111.8(2) . 7_565 ? O1 C5 C10 105.7(2) . . ? O1 C5 C10 105.7(2) 7_565 . ? O1 C5 C6 110.68(15) . . ? O1 C5 C6 110.68(15) 7_565 . ? C10 C5 C6 112.2(3) . . ? C5 C6 C7 113.4(2) . . ? C5 C6 H6A 108.89(8) . . ? C7 C6 H6A 108.89(8) . . ? C5 C6 H6B 108.89(8) . . ? C7 C6 H6B 108.89(8) . . ? H6A C6 H6B 107.7 . . ? C6 C7 C11 109.8(2) . . ? C6 C7 P1 110.11(12) . 7_565 ? C11 C7 P1 109.57(13) . 7_565 ? C6 C7 P1 110.11(12) . . ? C11 C7 P1 109.57(13) . . ? P1 C7 P1 107.67(15) 7_565 . ? C4 C8 C4 111.8(2) . 7_565 ? C4 C8 H8A 109.26(13) . . ? C4 C8 H8A 109.26(13) 7_565 . ? C4 C8 H8B 109.26(13) . . ? C4 C8 H8B 109.26(13) 7_565 . ? H8A C8 H8B 107.9 . . ? C4 C9 H9A 109.47(13) . . ? C4 C9 H9B 109.47(12) . . ? H9A C9 H9B 109.5 . . ? C4 C9 H9C 109.47(12) . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C5 C10 H10C 107.1(23) . . ? C5 C10 H10A 110.5(14) . . ? H10C C10 H10A 112.5(18) . . ? C7 C11 H11A 112.5(21) . . ? C7 C11 H11B 109.4(15) . . ? H11A C11 H11B 107.6(18) . . ? _refine_diff_density_max 0.332 _refine_diff_density_min -0.264 _refine_diff_density_rms 0.056 #=END data_10 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C16 H20 Au2 Cl2 O2 P2' _chemical_formula_weight 771.09 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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' 'Au' 'Au' -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'Triclinic' _symmetry_space_group_name_H-M 'P-1~' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.934(2) _cell_length_b 8.2681(12) _cell_length_c 15.118(2) _cell_angle_alpha 85.449(13) _cell_angle_beta 87.77(2) _cell_angle_gamma 76.846(12) _cell_volume 962.4(3) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4344 _cell_measurement_theta_min 5 _cell_measurement_theta_max 50 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas 'not measure' _exptl_crystal_density_diffrn 2.661 _exptl_crystal_density_method ? _exptl_crystal_F_000 708 _exptl_absorpt_coefficient_mu 15.677 _exptl_absorpt_correction_type 'SADABS (Sheldrick,1996)' _exptl_absorpt_correction_T_min 0.679916 _exptl_absorpt_correction_T_max 0.978264 _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 'Siemens SMART area detector' _diffrn_measurement_method 'narrow frame \w scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 'none' _diffrn_reflns_number 9647 _diffrn_reflns_av_R_equivalents 0.0244 _diffrn_reflns_av_sigmaI/netI 0.0392 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.35 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4344 _reflns_number_observed 3634 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'SMART (Siemens, 1995b)' _computing_cell_refinement 'SAINT (Siemens, 1995b)' _computing_data_reduction 'SAINT (Siemens, 1995b)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'SHELXL (Siemens, 1995a)' _computing_publication_material 'SHELXL (Siemens, 1995a)' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 1 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R- factors wR and all goodnesses of fit S are based on F^2^, conventional R- factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0258P)^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 'see text' _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00330(13) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 4343 _refine_ls_number_parameters 222 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0281 _refine_ls_R_factor_obs 0.0203 _refine_ls_wR_factor_all 0.0598 _refine_ls_wR_factor_obs 0.0458 _refine_ls_goodness_of_fit_all 0.854 _refine_ls_goodness_of_fit_obs 0.899 _refine_ls_restrained_S_all 1.069 _refine_ls_restrained_S_obs 0.899 _refine_ls_shift/esd_max 0.092 _refine_ls_shift/esd_mean 0.004 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Au1 Au 0.25432(2) 0.05960(2) 0.867031(12) 0.01732(6) Uani 1 d . . Au2 Au 0.39765(2) 0.80368(2) 0.721218(12) 0.01655(6) Uani 1 d . . Cl1 Cl 0.3344(2) -0.1744(2) 0.96138(8) 0.0263(3) Uani 1 d . . Cl2 Cl 0.6277(2) 0.92740(15) 0.70337(9) 0.0256(3) Uani 1 d . . P1 P 0.1736(2) 0.30407(15) 0.78979(8) 0.0151(2) Uani 1 d . . P2 P 0.2209(2) 0.62974(15) 0.73210(8) 0.0144(2) Uani 1 d . . O1 O 0.2017(4) 0.2490(4) 0.6165(2) 0.0162(7) Uani 1 d . . O2 O 0.2409(4) 0.5175(4) 0.5665(2) 0.0153(7) Uani 1 d . . C1 C 0.0328(6) 0.4684(6) 0.8456(3) 0.0165(10) Uani 1 d . . C2 C 0.0548(6) 0.6302(6) 0.8180(3) 0.0156(10) Uani 1 d . . C3 C -0.0521(6) 0.7683(6) 0.8527(3) 0.0210(11) Uani 1 d . . H3A H -0.0327(6) 0.8762(6) 0.8371(3) 0.025 Uiso 1 calc R . C4 C -0.1869(6) 0.7490(7) 0.9101(3) 0.0235(11) Uani 1 d . . H4A H -0.2632(6) 0.8443(7) 0.9318(3) 0.028 Uiso 1 calc R . C5 C -0.2113(6) 0.5928(7) 0.9359(3) 0.0228(11) Uani 1 d . . H5A H -0.3047(6) 0.5810(7) 0.9753(3) 0.027 Uiso 1 calc R . C6 C -0.1007(6) 0.4517(7) 0.9051(3) 0.0208(10) Uani 1 d . . H6A H -0.1167(6) 0.3441(7) 0.9248(3) 0.025 Uiso 1 calc R . C11 C 0.1108(6) 0.6004(6) 0.6275(3) 0.0145(9) Uani 1 d . . C12 C 0.3267(6) 0.3495(6) 0.5950(3) 0.0157(9) Uani 1 d . . C13 C 0.0687(6) 0.3140(6) 0.6795(3) 0.0149(9) Uani 1 d . . C14 C 0.3456(6) 0.4161(5) 0.7566(3) 0.0142(9) Uani 1 d . . C15 C 0.4416(6) 0.3485(6) 0.6728(3) 0.0171(10) Uani 1 d . . H15A H 0.5274(6) 0.4156(6) 0.6545(3) 0.020 Uiso 1 calc R . H15B H 0.5063(6) 0.2327(6) 0.6874(3) 0.020 Uiso 1 calc R . C16 C -0.0205(6) 0.4921(6) 0.6469(3) 0.0159(10) Uani 1 d . . H16A H -0.0844(6) 0.4893(6) 0.5923(3) 0.019 Uiso 1 calc R . H16B H -0.1052(6) 0.5414(6) 0.6926(3) 0.019 Uiso 1 calc R . C17 C 0.0315(6) 0.7688(6) 0.5824(3) 0.0205(10) Uani 1 d . . H17A H -0.0277(36) 0.7539(6) 0.5290(12) 0.031 Uiso 1 calc R . H17B H 0.1228(8) 0.8285(17) 0.5659(19) 0.031 Uiso 1 calc R . H17C H -0.0520(30) 0.8331(16) 0.6231(8) 0.031 Uiso 1 calc R . C18 C 0.4292(7) 0.2748(6) 0.5161(3) 0.0219(11) Uani 1 d . . H18A H 0.3506(9) 0.2768(37) 0.4674(8) 0.033 Uiso 1 calc R . H18B H 0.4884(34) 0.1595(14) 0.5327(7) 0.033 Uiso 1 calc R . H18C H 0.5149(29) 0.3397(25) 0.4970(14) 0.033 Uiso 1 calc R . C19 C -0.0549(6) 0.1978(6) 0.6855(3) 0.0200(10) Uani 1 d . . H19A H -0.1148(31) 0.2074(30) 0.6291(8) 0.030 Uiso 1 calc R . H19B H -0.1401(26) 0.2282(26) 0.7335(14) 0.030 Uiso 1 calc R . H19C H 0.0102(8) 0.0829(7) 0.6976(21) 0.030 Uiso 1 calc R . C20 C 0.4719(6) 0.4042(6) 0.8324(3) 0.0224(11) Uani 1 d . . H20A H 0.5588(26) 0.4683(34) 0.8142(9) 0.034 Uiso 1 calc R . H20B H 0.5295(32) 0.2874(8) 0.8462(15) 0.034 Uiso 1 calc R . H20C H 0.4080(9) 0.4494(38) 0.8851(7) 0.034 Uiso 1 calc R . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Au1 0.02014(11) 0.01650(10) 0.01560(10) 0.00111(7) -0.00047(7) -0.00545(8) Au2 0.01746(10) 0.01587(10) 0.01768(11) -0.00245(7) 0.00124(7) -0.00645(7) Cl1 0.0312(7) 0.0217(6) 0.0242(7) 0.0075(5) -0.0033(5) -0.0051(5) Cl2 0.0187(6) 0.0207(6) 0.0387(8) -0.0005(5) 0.0008(5) -0.0082(5) P1 0.0157(6) 0.0162(6) 0.0142(6) -0.0003(5) 0.0005(5) -0.0055(5) P2 0.0154(6) 0.0153(6) 0.0135(6) -0.0022(5) 0.0007(5) -0.0052(5) O1 0.018(2) 0.016(2) 0.017(2) -0.0068(13) 0.0045(13) -0.0057(13) O2 0.016(2) 0.017(2) 0.012(2) -0.0017(13) 0.0040(13) -0.0032(13) C1 0.015(2) 0.022(2) 0.013(2) -0.004(2) -0.003(2) -0.004(2) C2 0.014(2) 0.021(2) 0.013(2) -0.002(2) -0.001(2) -0.005(2) C3 0.018(2) 0.025(3) 0.019(3) -0.003(2) -0.002(2) -0.004(2) C4 0.019(3) 0.032(3) 0.018(3) -0.008(2) 0.000(2) -0.002(2) C5 0.015(2) 0.039(3) 0.013(2) -0.001(2) 0.002(2) -0.004(2) C6 0.019(2) 0.032(3) 0.013(2) -0.002(2) 0.000(2) -0.010(2) C11 0.014(2) 0.016(2) 0.013(2) -0.001(2) 0.001(2) -0.003(2) C12 0.017(2) 0.015(2) 0.016(2) 0.000(2) 0.002(2) -0.004(2) C13 0.016(2) 0.017(2) 0.012(2) 0.000(2) 0.000(2) -0.005(2) C14 0.012(2) 0.016(2) 0.015(2) 0.000(2) 0.001(2) -0.003(2) C15 0.018(2) 0.016(2) 0.018(2) -0.003(2) 0.000(2) -0.004(2) C16 0.014(2) 0.020(2) 0.014(2) -0.004(2) 0.000(2) -0.004(2) C17 0.022(3) 0.019(2) 0.019(3) 0.000(2) -0.002(2) -0.003(2) C18 0.027(3) 0.021(3) 0.017(3) -0.004(2) 0.001(2) -0.003(2) C19 0.018(2) 0.023(3) 0.022(3) -0.001(2) -0.002(2) -0.011(2) C20 0.020(3) 0.031(3) 0.018(3) -0.004(2) -0.003(2) -0.007(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Au1 P1 2.2258(13) . ? Au1 Cl1 2.2920(13) . ? Au1 Au2 3.1749(6) 1_545 ? Au2 P2 2.2193(12) . ? Au2 Cl2 2.2841(13) . ? Au2 Au1 3.1748(6) 1_565 ? P1 C1 1.795(5) . ? P1 C14 1.850(4) . ? P1 C13 1.880(5) . ? P2 C2 1.813(5) . ? P2 C14 1.835(5) . ? P2 C11 1.893(5) . ? O1 C13 1.433(5) . ? O1 C12 1.444(5) . ? O2 C12 1.440(5) . ? O2 C11 1.446(5) . ? C1 C6 1.387(6) . ? C1 C2 1.417(6) . ? C2 C3 1.385(6) . ? C3 C4 1.380(7) . ? C4 C5 1.373(7) . ? C5 C6 1.392(7) . ? C11 C17 1.511(6) . ? C11 C16 1.527(6) . ? C12 C18 1.510(6) . ? C12 C15 1.514(6) . ? C13 C19 1.517(6) . ? C13 C16 1.533(6) . ? C14 C15 1.530(6) . ? C14 C20 1.533(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag P1 Au1 Cl1 173.13(4) . . ? P1 Au1 Au2 104.37(3) . 1_545 ? Cl1 Au1 Au2 82.32(4) . 1_545 ? P2 Au2 Cl2 166.47(5) . . ? P2 Au2 Au1 104.30(3) . 1_565 ? Cl2 Au2 Au1 86.75(4) . 1_565 ? C1 P1 C14 97.4(2) . . ? C1 P1 C13 103.3(2) . . ? C14 P1 C13 99.4(2) . . ? C1 P1 Au1 116.8(2) . . ? C14 P1 Au1 116.9(2) . . ? C13 P1 Au1 119.42(15) . . ? C2 P2 C14 97.8(2) . . ? C2 P2 C11 103.8(2) . . ? C14 P2 C11 99.7(2) . . ? C2 P2 Au2 124.15(15) . . ? C14 P2 Au2 109.72(15) . . ? C11 P2 Au2 117.41(15) . . ? C13 O1 C12 115.4(3) . . ? C12 O2 C11 115.5(3) . . ? C6 C1 C2 118.9(4) . . ? C6 C1 P1 126.4(4) . . ? C2 C1 P1 114.4(3) . . ? C3 C2 C1 120.0(4) . . ? C3 C2 P2 127.0(4) . . ? C1 C2 P2 112.9(3) . . ? C4 C3 C2 120.0(5) . . ? C5 C4 C3 120.3(5) . . ? C4 C5 C6 120.7(5) . . ? C1 C6 C5 119.9(5) . . ? O2 C11 C17 106.5(4) . . ? O2 C11 C16 107.9(3) . . ? C17 C11 C16 112.7(4) . . ? O2 C11 P2 108.6(3) . . ? C17 C11 P2 109.4(3) . . ? C16 C11 P2 111.5(3) . . ? O2 C12 O1 110.6(4) . . ? O2 C12 C18 107.0(4) . . ? O1 C12 C18 105.3(4) . . ? O2 C12 C15 110.6(4) . . ? O1 C12 C15 111.4(4) . . ? C18 C12 C15 111.8(4) . . ? O1 C13 C19 106.2(4) . . ? O1 C13 C16 108.9(4) . . ? C19 C13 C16 112.1(4) . . ? O1 C13 P1 107.6(3) . . ? C19 C13 P1 109.2(3) . . ? C16 C13 P1 112.5(3) . . ? C15 C14 C20 110.8(4) . . ? C15 C14 P2 110.1(3) . . ? C20 C14 P2 112.1(3) . . ? C15 C14 P1 110.5(3) . . ? C20 C14 P1 110.9(3) . . ? P2 C14 P1 102.1(2) . . ? C12 C15 C14 114.7(4) . . ? C11 C16 C13 111.3(4) . . ? _refine_diff_density_max 1.247 _refine_diff_density_min -0.672 _refine_diff_density_rms 0.155 #=END