# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2005 data_global _audit_creation_date 11-22-2004 _journal_coden_Cambridge 182 loop_ _publ_author_name 'Le Floch,Pascal' 'Hansjorg Grutzmacher' 'Louis Ricard' 'Claire Thoumazet' _publ_contact_author_name 'Prof Pascal Le Floch' _publ_contact_author_address ; Department de Chimie Ecole Polytechnique Laboratoire Heteroelements et Coord UMR CNRS 7653 (DCPH) PALAISEAU Palaiseau cedex 91128 ; _publ_contact_author_email LEFLOCH@POLY.POLYTECHNIQUE.FR _publ_requested_journal 'Chemical Communications' _publ_section_title ; Dibenzo[a,d]cycloheptenyl Dibenzophosphole Palladium Dichoride: Synthesis, X-Ray-Crystal Structure and Application in the Suzuki-Myaura Coupling ; _publ_section_exptl_prep ; All structures were solved using SIR97 (Altomare et al.) and refined with SHELXL97 (Sheldrick). Figures were drawn with Platon (Spek, 1990). ; _publ_section_references ;Altomare, A., Cascarano, G., Giacovazzo, C. & Guagliardi, A. (1993) J. Appl. Cryst. 26, 343-350. Sheldrick, G.M. SHELXL97. Program for crystal structure refinement. University of Gottingen, Germany, 1997. Sluis, P. v.d., Spek, A.L. (1990). Acta Cryst. A46, 194-201. Spek, A.L. (1990). Acta Cryst. A46, C-34. ; _publ_section_figure_captions ; ? ; _publ_section_acknowledgements ; ? ; data_pbenztrop _database_code_depnum_ccdc_archive 'CCDC 256941' #compound 2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H19 P' _chemical_formula_weight 374.39 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' 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/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 10.4290(10) _cell_length_b 10.1650(10) _cell_length_c 18.9660(10) _cell_angle_alpha 90.00 _cell_angle_beta 101.6900(10) _cell_angle_gamma 90.00 _cell_volume 1968.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150.0(1) _cell_measurement_reflns_used 251 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 20.0 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.263 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 784 _exptl_absorpt_coefficient_mu 0.149 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9737 _exptl_absorpt_correction_T_max 0.9824 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150.0(1) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9121 _diffrn_reflns_av_R_equivalents 0.0184 _diffrn_reflns_av_sigmaI/netI 0.0469 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.32 _diffrn_reflns_theta_max 30.02 _reflns_number_total 5724 _reflns_number_gt 4173 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0896P)^2^+0.3845P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.002(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5724 _refine_ls_number_parameters 254 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0727 _refine_ls_R_factor_gt 0.0526 _refine_ls_wR_factor_ref 0.1697 _refine_ls_wR_factor_gt 0.1572 _refine_ls_goodness_of_fit_ref 1.096 _refine_ls_restrained_S_all 1.096 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.84293(4) 0.03749(4) 0.83423(2) 0.02848(15) Uani 1 1 d . . . C1 C 1.00971(17) 0.05906(16) 0.88500(9) 0.0285(3) Uani 1 1 d . . . C2 C 1.12477(19) 0.01071(18) 0.86885(10) 0.0344(4) Uani 1 1 d . . . H2 H 1.1222 -0.0401 0.8265 0.041 Uiso 1 1 calc R . . C3 C 1.24375(19) 0.03678(19) 0.91466(11) 0.0383(4) Uani 1 1 d . . . H3 H 1.3228 0.0047 0.9034 0.046 Uiso 1 1 calc R . . C4 C 1.24732(19) 0.10955(19) 0.97685(11) 0.0387(4) Uani 1 1 d . . . H4 H 1.3291 0.1269 1.0079 0.046 Uiso 1 1 calc R . . C5 C 1.13305(18) 0.15745(18) 0.99433(10) 0.0337(4) Uani 1 1 d . . . H5 H 1.1365 0.2063 1.0374 0.040 Uiso 1 1 calc R . . C6 C 1.01322(17) 0.13338(16) 0.94825(9) 0.0278(3) Uani 1 1 d . . . C7 C 0.88344(17) 0.17917(16) 0.95622(9) 0.0278(3) Uani 1 1 d . . . C8 C 0.85335(18) 0.25366(18) 1.01248(9) 0.0334(4) Uani 1 1 d . . . H8 H 0.9207 0.2791 1.0517 0.040 Uiso 1 1 calc R . . C9 C 0.7248(2) 0.29048(19) 1.01088(10) 0.0383(4) Uani 1 1 d . . . H9 H 0.7047 0.3427 1.0488 0.046 Uiso 1 1 calc R . . C10 C 0.62534(19) 0.25192(19) 0.95459(10) 0.0380(4) Uani 1 1 d . . . H10 H 0.5375 0.2767 0.9546 0.046 Uiso 1 1 calc R . . C11 C 0.65316(18) 0.17695(17) 0.89794(9) 0.0329(4) Uani 1 1 d . . . H11 H 0.5849 0.1506 0.8594 0.039 Uiso 1 1 calc R . . C12 C 0.78246(17) 0.14121(16) 0.89869(9) 0.0283(3) Uani 1 1 d . . . C13 C 0.84451(16) 0.16078(15) 0.75955(8) 0.0250(3) Uani 1 1 d . . . H13 H 0.8889 0.2414 0.7830 0.030 Uiso 1 1 calc R . . C14 C 0.70787(16) 0.20175(16) 0.72366(9) 0.0271(3) Uani 1 1 d . . . C15 C 0.66796(19) 0.32970(17) 0.73578(10) 0.0335(4) Uani 1 1 d . . . H15 H 0.7279 0.3880 0.7646 0.040 Uiso 1 1 calc R . . C16 C 0.5428(2) 0.3727(2) 0.70662(11) 0.0421(5) Uani 1 1 d . . . H16 H 0.5176 0.4601 0.7152 0.051 Uiso 1 1 calc R . . C17 C 0.4545(2) 0.2891(2) 0.66514(12) 0.0473(5) Uani 1 1 d . . . H17 H 0.3685 0.3186 0.6448 0.057 Uiso 1 1 calc R . . C18 C 0.49192(18) 0.1618(2) 0.65337(11) 0.0422(5) Uani 1 1 d . . . H18 H 0.4301 0.1040 0.6255 0.051 Uiso 1 1 calc R . . C19 C 0.61897(17) 0.11585(17) 0.68148(9) 0.0311(4) Uani 1 1 d . . . C20 C 0.65119(18) -0.01937(18) 0.66369(9) 0.0346(4) Uani 1 1 d . . . H20 H 0.5810 -0.0806 0.6572 0.042 Uiso 1 1 calc R . . C21 C 0.76663(19) -0.06693(17) 0.65554(9) 0.0346(4) Uani 1 1 d . . . H21 H 0.7676 -0.1574 0.6431 0.042 Uiso 1 1 calc R . . C22 C 0.89198(18) 0.00203(16) 0.66322(9) 0.0294(4) Uani 1 1 d . . . C23 C 0.9804(2) -0.04260(18) 0.62178(10) 0.0373(4) Uani 1 1 d . . . H23 H 0.9577 -0.1168 0.5914 0.045 Uiso 1 1 calc R . . C24 C 1.0994(2) 0.0181(2) 0.62385(11) 0.0427(5) Uani 1 1 d . . . H24 H 1.1576 -0.0143 0.5954 0.051 Uiso 1 1 calc R . . C25 C 1.13332(18) 0.1265(2) 0.66776(11) 0.0387(4) Uani 1 1 d . . . H25 H 1.2148 0.1694 0.6694 0.046 Uiso 1 1 calc R . . C26 C 1.04762(17) 0.17236(17) 0.70941(9) 0.0316(4) Uani 1 1 d . . . H26 H 1.0713 0.2472 0.7392 0.038 Uiso 1 1 calc R . . C27 C 0.92750(16) 0.11132(15) 0.70859(8) 0.0259(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0316(3) 0.0307(2) 0.0228(2) 0.00022(15) 0.00470(17) 0.00177(18) C1 0.0315(8) 0.0294(8) 0.0244(8) 0.0038(6) 0.0053(6) 0.0029(7) C2 0.0368(10) 0.0357(9) 0.0309(9) 0.0031(7) 0.0075(7) 0.0066(8) C3 0.0318(9) 0.0452(10) 0.0385(10) 0.0087(8) 0.0082(8) 0.0078(8) C4 0.0311(9) 0.0474(11) 0.0351(9) 0.0087(8) 0.0005(7) -0.0015(8) C5 0.0353(9) 0.0369(9) 0.0271(8) 0.0038(7) 0.0018(7) -0.0025(8) C6 0.0317(8) 0.0287(8) 0.0227(7) 0.0042(6) 0.0048(6) -0.0010(7) C7 0.0314(8) 0.0289(8) 0.0232(7) 0.0028(6) 0.0059(6) -0.0006(7) C8 0.0378(9) 0.0368(9) 0.0249(8) -0.0037(7) 0.0051(7) -0.0017(8) C9 0.0472(11) 0.0400(10) 0.0299(9) -0.0043(7) 0.0134(8) 0.0041(9) C10 0.0356(10) 0.0453(10) 0.0356(9) 0.0023(8) 0.0133(8) 0.0069(8) C11 0.0310(9) 0.0396(9) 0.0277(8) 0.0006(7) 0.0052(7) 0.0003(8) C12 0.0321(8) 0.0293(7) 0.0239(7) 0.0009(6) 0.0064(6) -0.0006(7) C13 0.0272(8) 0.0247(7) 0.0226(7) -0.0016(6) 0.0038(6) -0.0012(6) C14 0.0272(8) 0.0327(8) 0.0225(7) 0.0027(6) 0.0075(6) 0.0005(7) C15 0.0374(9) 0.0335(9) 0.0313(9) 0.0031(7) 0.0107(7) 0.0040(8) C16 0.0392(10) 0.0451(10) 0.0457(11) 0.0110(9) 0.0174(9) 0.0128(9) C17 0.0312(10) 0.0614(13) 0.0504(12) 0.0163(10) 0.0110(9) 0.0126(10) C18 0.0282(9) 0.0589(12) 0.0386(10) 0.0061(9) 0.0049(8) -0.0066(9) C19 0.0280(8) 0.0400(9) 0.0256(8) 0.0019(7) 0.0061(6) -0.0052(7) C20 0.0363(10) 0.0365(9) 0.0289(9) -0.0021(7) 0.0016(7) -0.0113(8) C21 0.0467(11) 0.0285(8) 0.0275(8) -0.0031(6) 0.0048(8) -0.0044(8) C22 0.0351(9) 0.0265(7) 0.0257(8) 0.0025(6) 0.0045(7) 0.0048(7) C23 0.0473(11) 0.0342(9) 0.0316(9) -0.0001(7) 0.0105(8) 0.0130(8) C24 0.0414(11) 0.0494(11) 0.0413(11) 0.0094(9) 0.0177(9) 0.0176(9) C25 0.0289(9) 0.0475(11) 0.0411(10) 0.0138(8) 0.0102(8) 0.0063(8) C26 0.0294(8) 0.0347(8) 0.0299(8) 0.0056(7) 0.0040(7) -0.0005(7) C27 0.0266(8) 0.0273(7) 0.0231(7) 0.0032(6) 0.0031(6) 0.0030(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 C12 1.8211(17) . ? P1 C1 1.8226(18) . ? P1 C13 1.8938(16) . ? C1 C2 1.387(2) . ? C1 C6 1.412(2) . ? C2 C3 1.388(3) . ? C3 C4 1.386(3) . ? C4 C5 1.388(3) . ? C5 C6 1.394(2) . ? C6 C7 1.468(2) . ? C7 C8 1.395(2) . ? C7 C12 1.408(2) . ? C8 C9 1.386(3) . ? C9 C10 1.386(3) . ? C10 C11 1.395(2) . ? C11 C12 1.394(2) . ? C13 C14 1.508(2) . ? C13 C27 1.508(2) . ? C14 C15 1.399(2) . ? C14 C19 1.401(2) . ? C15 C16 1.381(3) . ? C16 C17 1.377(3) . ? C17 C18 1.382(3) . ? C18 C19 1.404(3) . ? C19 C20 1.470(3) . ? C20 C21 1.335(3) . ? C21 C22 1.464(3) . ? C22 C23 1.403(2) . ? C22 C27 1.408(2) . ? C23 C24 1.379(3) . ? C24 C25 1.384(3) . ? C25 C26 1.388(3) . ? C26 C27 1.395(2) . ? 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 C12 P1 C1 89.94(8) . . ? C12 P1 C13 100.11(7) . . ? C1 P1 C13 99.41(7) . . ? C2 C1 C6 120.17(16) . . ? C2 C1 P1 128.05(14) . . ? C6 C1 P1 111.78(12) . . ? C1 C2 C3 119.83(17) . . ? C4 C3 C2 120.06(18) . . ? C3 C4 C5 120.92(17) . . ? C4 C5 C6 119.53(17) . . ? C5 C6 C1 119.49(16) . . ? C5 C6 C7 127.46(16) . . ? C1 C6 C7 113.04(15) . . ? C8 C7 C12 119.51(16) . . ? C8 C7 C6 127.29(16) . . ? C12 C7 C6 113.19(15) . . ? C9 C8 C7 119.75(17) . . ? C10 C9 C8 120.67(17) . . ? C9 C10 C11 120.52(17) . . ? C12 C11 C10 119.10(17) . . ? C11 C12 C7 120.44(16) . . ? C11 C12 P1 127.59(13) . . ? C7 C12 P1 111.87(13) . . ? C14 C13 C27 114.53(13) . . ? C14 C13 P1 111.70(11) . . ? C27 C13 P1 110.59(10) . . ? C15 C14 C19 119.27(16) . . ? C15 C14 C13 117.91(15) . . ? C19 C14 C13 122.78(15) . . ? C16 C15 C14 121.13(18) . . ? C17 C16 C15 120.11(19) . . ? C16 C17 C18 119.47(18) . . ? C17 C18 C19 121.72(19) . . ? C14 C19 C18 118.29(17) . . ? C14 C19 C20 123.93(16) . . ? C18 C19 C20 117.77(17) . . ? C21 C20 C19 128.20(16) . . ? C20 C21 C22 128.53(16) . . ? C23 C22 C27 118.43(17) . . ? C23 C22 C21 117.68(16) . . ? C27 C22 C21 123.88(15) . . ? C24 C23 C22 121.96(18) . . ? C23 C24 C25 119.49(18) . . ? C24 C25 C26 119.64(18) . . ? C25 C26 C27 121.65(17) . . ? C26 C27 C22 118.82(15) . . ? C26 C27 C13 118.37(14) . . ? C22 C27 C13 122.72(14) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 30.02 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.667 _refine_diff_density_min -0.383 _refine_diff_density_rms 0.057 #END==== data_pdpbenztrop _database_code_depnum_ccdc_archive 'CCDC 256942' #compound 3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H23 Cl6 P Pd' _chemical_formula_weight 721.54 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' 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 Orthorhombic _symmetry_space_group_name_H-M 'P212121 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 10.3990(10) _cell_length_b 15.8850(10) _cell_length_c 17.0640(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2818.8(4) _cell_formula_units_Z 4 _cell_measurement_temperature 150.0(1) _cell_measurement_reflns_used 251 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 20.0 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.700 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1440 _exptl_absorpt_coefficient_mu 1.304 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7624 _exptl_absorpt_correction_T_max 0.8186 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150.0(1) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8152 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0469 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 3.09 _diffrn_reflns_theta_max 30.03 _reflns_number_total 8152 _reflns_number_gt 6850 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0459P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.05(2) _refine_ls_number_reflns 8152 _refine_ls_number_parameters 353 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0472 _refine_ls_R_factor_gt 0.0356 _refine_ls_wR_factor_ref 0.0858 _refine_ls_wR_factor_gt 0.0813 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.017 _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 Pd1 Pd 1.25227(2) 0.924043(11) 0.781845(9) 0.02194(6) Uani 1 1 d . . . Cl1 Cl 1.23853(9) 0.78294(4) 0.81413(4) 0.02968(15) Uani 1 1 d . . . Cl2 Cl 1.23519(8) 0.89736(5) 0.64491(3) 0.03160(16) Uani 1 1 d . . . P1 P 1.25700(9) 0.95036(4) 0.90990(3) 0.02167(13) Uani 1 1 d . . . C1 C 1.1120(3) 0.93222(18) 0.96528(14) 0.0244(6) Uani 1 1 d . . . C2 C 0.9903(3) 0.96497(19) 0.95432(16) 0.0279(6) Uani 1 1 d . . . H2 H 0.9743 1.0043 0.9135 0.033 Uiso 1 1 calc R . . C3 C 0.8919(3) 0.9396(2) 1.00378(17) 0.0321(7) Uani 1 1 d . . . H3 H 0.8074 0.9608 0.9961 0.039 Uiso 1 1 calc R . . C4 C 0.9160(3) 0.88364(19) 1.06446(17) 0.0317(7) Uani 1 1 d . . . H4 H 0.8478 0.8663 1.0977 0.038 Uiso 1 1 calc R . . C5 C 1.0393(3) 0.85285(19) 1.07683(16) 0.0293(6) Uani 1 1 d . . . H5 H 1.0550 0.8153 1.1191 0.035 Uiso 1 1 calc R . . C6 C 1.1396(3) 0.87642(17) 1.02793(15) 0.0250(6) Uani 1 1 d . . . C7 C 1.2756(3) 0.85068(16) 1.03188(14) 0.0233(6) Uani 1 1 d . . . C8 C 1.3305(3) 0.79615(18) 1.08643(17) 0.0309(7) Uani 1 1 d . . . H8 H 1.2788 0.7704 1.1256 0.037 Uiso 1 1 calc R . . C9 C 1.4606(3) 0.78005(18) 1.08287(18) 0.0316(7) Uani 1 1 d . . . H9 H 1.4981 0.7428 1.1199 0.038 Uiso 1 1 calc R . . C10 C 1.5383(3) 0.81718(19) 1.02624(18) 0.0339(7) Uani 1 1 d . . . H10 H 1.6281 0.8064 1.0257 0.041 Uiso 1 1 calc R . . C11 C 1.4838(3) 0.87055(19) 0.96996(18) 0.0287(6) Uani 1 1 d . . . H11 H 1.5354 0.8954 0.9302 0.034 Uiso 1 1 calc R . . C12 C 1.3531(3) 0.88627(18) 0.97355(15) 0.0231(6) Uani 1 1 d . . . C13 C 1.3051(3) 1.06193(17) 0.92625(15) 0.0253(6) Uani 1 1 d . . . H13 H 1.3106 1.0714 0.9841 0.030 Uiso 1 1 calc R . . C14 C 1.4356(3) 1.07630(17) 0.89250(16) 0.0258(6) Uani 1 1 d . . . C15 C 1.5386(3) 1.0982(2) 0.94073(19) 0.0328(7) Uani 1 1 d . . . H15 H 1.5240 1.1060 0.9952 0.039 Uiso 1 1 calc R . . C16 C 1.6602(3) 1.1087(2) 0.9116(2) 0.0420(8) Uani 1 1 d . . . H16 H 1.7276 1.1262 0.9455 0.050 Uiso 1 1 calc R . . C17 C 1.6859(3) 1.0942(2) 0.8328(2) 0.0417(8) Uani 1 1 d . . . H17 H 1.7706 1.1007 0.8127 0.050 Uiso 1 1 calc R . . C18 C 1.5859(3) 1.0701(2) 0.78381(18) 0.0347(7) Uani 1 1 d . . . H18 H 1.6033 1.0588 0.7302 0.042 Uiso 1 1 calc R . . C19 C 1.4593(3) 1.06194(18) 0.81185(16) 0.0269(6) Uani 1 1 d . . . C20 C 1.3608(3) 1.04020(18) 0.75494(16) 0.0266(6) Uani 1 1 d . . . H20 H 1.3887 1.0081 0.7112 0.032 Uiso 1 1 calc R . . C21 C 1.2304(3) 1.06073(16) 0.75669(14) 0.0259(6) Uani 1 1 d . . . H21 H 1.1797 1.0390 0.7150 0.031 Uiso 1 1 calc R . . C22 C 1.1616(3) 1.11199(17) 0.81537(16) 0.0245(6) Uani 1 1 d . . . C23 C 1.0544(3) 1.15744(18) 0.79039(16) 0.0291(6) Uani 1 1 d . . . H23 H 1.0273 1.1531 0.7374 0.035 Uiso 1 1 calc R . . C24 C 0.9865(3) 1.20879(19) 0.84148(19) 0.0338(7) Uani 1 1 d . . . H24 H 0.9140 1.2397 0.8236 0.041 Uiso 1 1 calc R . . C25 C 1.0260(3) 1.21444(19) 0.91913(19) 0.0331(7) Uani 1 1 d . . . H25 H 0.9806 1.2498 0.9545 0.040 Uiso 1 1 calc R . . C26 C 1.1307(3) 1.16890(18) 0.94504(16) 0.0296(7) Uani 1 1 d . . . H26 H 1.1563 1.1732 0.9983 0.036 Uiso 1 1 calc R . . C27 C 1.1992(3) 1.11705(17) 0.89488(15) 0.0249(6) Uani 1 1 d . . . C28 C 0.9026(3) 0.9130(2) 0.67569(17) 0.0346(7) Uani 1 1 d . . . H28A H 0.9797 0.8865 0.6523 0.042 Uiso 1 1 calc R . . H28B H 0.8266 0.8796 0.6598 0.042 Uiso 1 1 calc R . . C29 C 0.5302(4) 0.7957(2) 0.6763(2) 0.0526(10) Uani 1 1 d . . . H29A H 0.4358 0.7880 0.6786 0.063 Uiso 0.562(16) 1 calc PR A 1 H29B H 0.5712 0.7422 0.6601 0.063 Uiso 0.562(16) 1 calc PR A 1 H29C H 0.5073 0.7366 0.6643 0.063 Uiso 0.438(16) 1 calc PR A 2 H29D H 0.4492 0.8259 0.6881 0.063 Uiso 0.438(16) 1 calc PR A 2 Cl3 Cl 0.91655(9) 0.91151(6) 0.77900(5) 0.0478(2) Uani 1 1 d . . . Cl4 Cl 0.88711(11) 1.01578(6) 0.63986(5) 0.0531(3) Uani 1 1 d . . . Cl5 Cl 0.5936(5) 0.8330(4) 0.7686(2) 0.0581(10) Uani 0.562(16) 1 d P A 1 Cl6 Cl 0.5752(3) 0.8838(3) 0.6097(3) 0.0471(11) Uani 0.562(16) 1 d P A 1 Cl7 Cl 0.6178(8) 0.7962(9) 0.7542(6) 0.088(3) Uani 0.438(16) 1 d P A 2 Cl8 Cl 0.5909(5) 0.8361(12) 0.5998(2) 0.089(4) Uani 0.438(16) 1 d P A 2 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 0.02370(11) 0.02400(10) 0.01811(8) -0.00028(7) 0.00041(10) -0.00144(11) Cl1 0.0346(4) 0.0252(3) 0.0292(3) 0.0007(2) 0.0004(3) -0.0023(3) Cl2 0.0352(4) 0.0399(3) 0.0197(2) -0.0020(2) 0.0017(3) 0.0002(4) P1 0.0245(4) 0.0216(3) 0.0189(2) 0.0015(2) -0.0002(3) -0.0012(3) C1 0.0259(15) 0.0271(14) 0.0203(11) -0.0009(11) 0.0009(11) 0.0021(12) C2 0.0286(17) 0.0288(15) 0.0261(14) 0.0018(12) 0.0008(12) -0.0016(13) C3 0.0252(16) 0.0378(17) 0.0332(14) -0.0017(13) 0.0041(12) 0.0038(14) C4 0.0332(18) 0.0342(16) 0.0277(13) -0.0028(12) 0.0091(13) -0.0043(14) C5 0.0374(19) 0.0278(15) 0.0228(12) 0.0019(12) 0.0029(12) -0.0020(13) C6 0.0315(17) 0.0237(14) 0.0198(12) -0.0013(10) 0.0011(12) 0.0005(12) C7 0.0275(19) 0.0227(12) 0.0196(10) -0.0008(10) -0.0038(11) 0.0005(11) C8 0.0414(19) 0.0267(15) 0.0245(13) 0.0020(12) -0.0069(13) 0.0038(13) C9 0.0405(19) 0.0234(14) 0.0310(14) -0.0024(12) -0.0079(14) 0.0061(13) C10 0.0351(19) 0.0294(16) 0.0373(15) -0.0076(14) -0.0089(14) 0.0082(14) C11 0.0301(17) 0.0269(15) 0.0291(14) -0.0035(12) -0.0005(13) 0.0021(13) C12 0.0258(16) 0.0230(14) 0.0206(12) -0.0025(11) 0.0000(11) 0.0041(12) C13 0.0306(16) 0.0233(14) 0.0219(12) 0.0007(11) -0.0022(11) 0.0024(12) C14 0.0267(16) 0.0191(13) 0.0315(14) 0.0037(11) -0.0021(11) 0.0011(12) C15 0.0337(19) 0.0277(15) 0.0369(15) -0.0004(13) -0.0081(14) -0.0015(14) C16 0.0282(18) 0.0382(18) 0.060(2) -0.0026(17) -0.0177(17) -0.0016(15) C17 0.0312(19) 0.0408(19) 0.053(2) 0.0044(16) 0.0003(15) -0.0064(15) C18 0.0278(17) 0.0372(17) 0.0391(16) 0.0027(15) 0.0033(14) -0.0042(14) C19 0.0274(16) 0.0230(14) 0.0304(13) 0.0039(12) -0.0003(12) -0.0019(12) C20 0.0315(18) 0.0228(13) 0.0256(13) 0.0016(11) 0.0009(12) -0.0034(12) C21 0.035(2) 0.0222(12) 0.0200(11) 0.0019(9) -0.0026(11) -0.0036(13) C22 0.0263(15) 0.0227(13) 0.0243(12) 0.0036(11) -0.0022(11) -0.0047(12) C23 0.0346(18) 0.0246(14) 0.0281(13) 0.0021(12) -0.0077(12) -0.0012(12) C24 0.0305(18) 0.0278(16) 0.0431(17) 0.0067(14) -0.0026(14) 0.0013(13) C25 0.0340(18) 0.0268(15) 0.0385(16) -0.0037(13) 0.0031(14) 0.0029(13) C26 0.0362(19) 0.0272(15) 0.0255(13) -0.0008(11) 0.0002(12) 0.0007(13) C27 0.0263(15) 0.0232(13) 0.0252(12) 0.0010(11) -0.0015(11) -0.0034(11) C28 0.0358(18) 0.0355(17) 0.0326(15) -0.0005(13) -0.0025(13) 0.0007(15) C29 0.041(2) 0.041(2) 0.075(3) -0.0107(19) -0.003(2) 0.0010(18) Cl3 0.0476(6) 0.0599(6) 0.0360(4) 0.0048(4) -0.0084(4) 0.0010(4) Cl4 0.0655(7) 0.0418(5) 0.0521(5) 0.0084(4) -0.0156(5) 0.0030(5) Cl5 0.0551(17) 0.084(3) 0.0355(10) 0.0039(14) -0.0035(9) -0.0103(17) Cl6 0.0398(12) 0.063(2) 0.0387(12) 0.0169(11) -0.0054(8) -0.0075(11) Cl7 0.069(3) 0.123(6) 0.072(4) 0.063(4) -0.028(3) -0.030(4) Cl8 0.052(2) 0.180(11) 0.0344(12) 0.000(3) -0.0042(12) -0.025(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 C20 2.211(3) . ? Pd1 C21 2.225(3) . ? Pd1 P1 2.2252(6) . ? Pd1 Cl1 2.3126(7) . ? Pd1 Cl2 2.3814(6) . ? P1 C12 1.793(3) . ? P1 C1 1.803(3) . ? P1 C13 1.863(3) . ? C1 C2 1.380(4) . ? C1 C6 1.418(4) . ? C2 C3 1.386(4) . ? C3 C4 1.388(4) . ? C4 C5 1.388(4) . ? C5 C6 1.388(4) . ? C6 C7 1.473(4) . ? C7 C8 1.394(4) . ? C7 C12 1.400(4) . ? C8 C9 1.379(4) . ? C9 C10 1.391(5) . ? C10 C11 1.401(4) . ? C11 C12 1.383(4) . ? C13 C14 1.492(4) . ? C13 C27 1.505(4) . ? C14 C15 1.395(4) . ? C14 C19 1.417(4) . ? C15 C16 1.370(5) . ? C16 C17 1.390(5) . ? C17 C18 1.388(4) . ? C18 C19 1.406(4) . ? C19 C20 1.453(4) . ? C20 C21 1.395(4) . ? C21 C22 1.475(4) . ? C22 C23 1.396(4) . ? C22 C27 1.414(4) . ? C23 C24 1.387(4) . ? C24 C25 1.390(5) . ? C25 C26 1.380(4) . ? C26 C27 1.385(4) . ? C28 Cl4 1.750(3) . ? C28 Cl3 1.769(3) . ? C29 Cl8 1.586(8) . ? C29 Cl7 1.611(8) . ? C29 Cl5 1.807(5) . ? C29 Cl6 1.862(5) . ? 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 C20 Pd1 C21 36.66(11) . . ? C20 Pd1 P1 92.06(7) . . ? C21 Pd1 P1 90.48(7) . . ? C20 Pd1 Cl1 152.84(9) . . ? C21 Pd1 Cl1 170.23(9) . . ? P1 Pd1 Cl1 87.11(2) . . ? C20 Pd1 Cl2 89.02(7) . . ? C21 Pd1 Cl2 88.67(7) . . ? P1 Pd1 Cl2 176.94(3) . . ? Cl1 Pd1 Cl2 93.24(2) . . ? C12 P1 C1 93.33(14) . . ? C12 P1 C13 107.45(13) . . ? C1 P1 C13 107.35(13) . . ? C12 P1 Pd1 120.03(9) . . ? C1 P1 Pd1 117.79(9) . . ? C13 P1 Pd1 109.38(9) . . ? C2 C1 C6 121.6(3) . . ? C2 C1 P1 129.4(2) . . ? C6 C1 P1 109.0(2) . . ? C1 C2 C3 119.0(3) . . ? C2 C3 C4 120.4(3) . . ? C5 C4 C3 120.4(3) . . ? C4 C5 C6 120.5(3) . . ? C5 C6 C1 118.0(3) . . ? C5 C6 C7 128.3(2) . . ? C1 C6 C7 113.7(2) . . ? C8 C7 C12 119.3(3) . . ? C8 C7 C6 126.6(3) . . ? C12 C7 C6 114.1(2) . . ? C9 C8 C7 119.2(3) . . ? C8 C9 C10 121.5(3) . . ? C9 C10 C11 119.9(3) . . ? C12 C11 C10 118.4(3) . . ? C11 C12 C7 121.6(3) . . ? C11 C12 P1 128.6(2) . . ? C7 C12 P1 109.8(2) . . ? C14 C13 C27 116.0(2) . . ? C14 C13 P1 109.39(19) . . ? C27 C13 P1 107.69(19) . . ? C15 C14 C19 118.7(3) . . ? C15 C14 C13 120.6(3) . . ? C19 C14 C13 120.6(3) . . ? C16 C15 C14 121.7(3) . . ? C15 C16 C17 120.5(3) . . ? C18 C17 C16 119.0(3) . . ? C17 C18 C19 121.4(3) . . ? C18 C19 C14 118.6(3) . . ? C18 C19 C20 117.0(3) . . ? C14 C19 C20 124.4(3) . . ? C21 C20 C19 128.0(3) . . ? C21 C20 Pd1 72.20(17) . . ? C19 C20 Pd1 114.79(19) . . ? C20 C21 C22 127.9(3) . . ? C20 C21 Pd1 71.14(16) . . ? C22 C21 Pd1 117.21(18) . . ? C23 C22 C27 119.0(3) . . ? C23 C22 C21 117.8(2) . . ? C27 C22 C21 123.3(3) . . ? C24 C23 C22 121.3(3) . . ? C23 C24 C25 119.2(3) . . ? C26 C25 C24 120.3(3) . . ? C25 C26 C27 121.3(3) . . ? C26 C27 C22 119.0(3) . . ? C26 C27 C13 120.2(2) . . ? C22 C27 C13 120.7(3) . . ? Cl4 C28 Cl3 111.61(17) . . ? Cl8 C29 Cl7 116.9(4) . . ? Cl8 C29 Cl5 116.1(5) . . ? Cl7 C29 Cl5 22.1(5) . . ? Cl8 C29 Cl6 25.0(5) . . ? Cl7 C29 Cl6 111.0(4) . . ? Cl5 C29 Cl6 101.2(4) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 30.03 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.906 _refine_diff_density_min -0.826 _refine_diff_density_rms 0.088 #END====