# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_4.Pen _database_code_depnum_ccdc_archive 'CCDC 913145' #TrackingRef '4_solv_CCDC_913145_913146_revised.cif' _audit_creation_date 2010-09-24T19:08:51-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION - Compound 4.Pen # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C24 H43 Cl P2 Pd' _chemical_formula_sum 'C24 H43 Cl P2 Pd' _chemical_formula_weight 535.37 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting hexagonal _symmetry_space_group_name_H-M 'P 65 2 2' _symmetry_space_group_name_Hall 'P 65 2 (001)' _symmetry_Int_Tables_number 179 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y, x-y, z+2/3' '-x+y, -x, z+1/3' 'x-y, x, z+5/6' 'y, -x+y, z+1/6' 'x-y, -y, -z' '-x, -x+y, -z+1/3' 'y, x, -z+2/3' '-y, -x, -z+1/6' 'x, x-y, -z+5/6' '-x+y, y, -z+1/2' _cell_length_a 16.3781(3) _cell_length_b 16.3781(3) _cell_length_c 19.1666(2) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 120 _cell_volume 4452.48(12) _cell_formula_units_Z 6 _cell_measurement_temperature 123.0(1) _cell_measurement_reflns_used 3781 _cell_measurement_theta_min 0.407 _cell_measurement_theta_max 28.283 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.25 _exptl_crystal_density_diffrn 1.198 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1680 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.830 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Sheldrick, G. M. SADABS 2008/2; University of G\"ottingen: G\"ottingen, Germany, 2008. ; _exptl_absorpt_correction_T_min 0.6385 _exptl_absorpt_correction_T_max 0.7457 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 123.0(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type 'Bruker-Nonius Kappa Apex II Diffractometer' _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0427 _diffrn_reflns_av_unetI/netI 0.0257 _diffrn_reflns_number 23407 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.44 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 1 _diffrn_measured_fraction_theta_max 1 _reflns_number_total 2625 _reflns_number_gt 2506 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'COLLECT (Hooft, 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR2002 (Burla et al., 2003)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'MERCURY (Macrae et al., 2006)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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. Structure contains solvent accessible voids with small amount of solvent molecule(s) used for recrystallisation or other guest molecules. As they could not be modeled satisfactorily data were treated with the Squeeze routine in PLATON. ; _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^)+(0.0553P)^2^+2.7718P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 2625 _refine_ls_number_parameters 135 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0276 _refine_ls_R_factor_gt 0.0257 _refine_ls_wR_factor_ref 0.0775 _refine_ls_wR_factor_gt 0.0763 _refine_ls_goodness_of_fit_ref 0.967 _refine_ls_restrained_S_all 0.967 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.11(4) _refine_diff_density_max 0.461 _refine_diff_density_min -0.232 _refine_diff_density_rms 0.069 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' 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 0.585010(11) 0.17002(2) 0.75 0.02217(11) Uani 1 2 d S . . Cl1 Cl 0.49929(4) -0.00142(7) 0.75 0.0269(3) Uani 1 2 d S . . P1 P 0.72402(6) 0.19187(6) 0.79700(4) 0.02227(19) Uani 1 1 d . . . C1 C 0.65628(14) 0.3126(3) 0.75 0.0237(9) Uani 1 2 d S . . C2 C 0.7395(2) 0.3635(2) 0.78937(15) 0.0248(7) Uani 1 1 d . . . C3 C 0.7884(3) 0.4619(3) 0.78806(16) 0.0279(7) Uani 1 1 d . . . H3 H 0.8452 0.4956 0.8138 0.033 Uiso 1 1 calc R . . C4 C 0.75538(16) 0.5108(3) 0.75 0.0305(10) Uani 1 2 d S . . H4 H 0.7889 0.5777 0.75 0.037 Uiso 1 2 calc SR . . C5 C 0.7754(2) 0.3113(2) 0.83218(16) 0.0268(7) Uani 1 1 d . . . H5A H 0.7568 0.309 0.8816 0.032 Uiso 1 1 calc R . . H5B H 0.845 0.3436 0.8297 0.032 Uiso 1 1 calc R . . C6 C 0.8088(3) 0.1990(3) 0.72825(15) 0.0309(8) Uani 1 1 d . . . C7 C 0.8292(3) 0.2814(3) 0.67989(18) 0.0388(9) Uani 1 1 d . . . H7A H 0.8607 0.3405 0.7063 0.058 Uiso 1 1 calc R . . H7B H 0.7698 0.2726 0.6608 0.058 Uiso 1 1 calc R . . H7C H 0.87 0.284 0.6416 0.058 Uiso 1 1 calc R . . C8 C 0.7604(3) 0.1072(3) 0.68490(17) 0.0363(9) Uani 1 1 d . . . H8A H 0.7008 0.0981 0.6661 0.055 Uiso 1 1 calc R . . H8B H 0.7479 0.0536 0.7147 0.055 Uiso 1 1 calc R . . H8C H 0.8018 0.1117 0.6464 0.055 Uiso 1 1 calc R . . C9 C 0.9029(3) 0.2136(3) 0.75782(19) 0.0414(9) Uani 1 1 d . . . H9A H 0.9452 0.2207 0.7192 0.062 Uiso 1 1 calc R . . H9B H 0.8909 0.1589 0.7862 0.062 Uiso 1 1 calc R . . H9C H 0.9322 0.2705 0.7868 0.062 Uiso 1 1 calc R . . C10 C 0.7183(2) 0.1182(2) 0.87349(16) 0.0275(7) Uani 1 1 d . . . C11 C 0.6343(2) 0.1068(3) 0.91697(18) 0.0343(8) Uani 1 1 d . . . H11A H 0.6296 0.0723 0.96 0.051 Uiso 1 1 calc R . . H11B H 0.5761 0.0716 0.8899 0.051 Uiso 1 1 calc R . . H11C H 0.6437 0.1692 0.9287 0.051 Uiso 1 1 calc R . . C12 C 0.6989(3) 0.0196(2) 0.85049(17) 0.0333(9) Uani 1 1 d . . . H12A H 0.755 0.0254 0.8274 0.05 Uiso 1 1 calc R . . H12B H 0.6456 -0.008 0.818 0.05 Uiso 1 1 calc R . . H12C H 0.6839 -0.0212 0.8915 0.05 Uiso 1 1 calc R . . C13 C 0.8077(2) 0.1643(2) 0.91861(18) 0.0329(7) Uani 1 1 d . . . H13A H 0.8231 0.2285 0.9309 0.049 Uiso 1 1 calc R . . H13B H 0.8602 0.1665 0.8925 0.049 Uiso 1 1 calc R . . H13C H 0.7969 0.1273 0.9613 0.049 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 0.02549(16) 0.01727(19) 0.02100(17) 0 -0.00377(13) 0.00863(9) Cl1 0.0268(4) 0.0122(5) 0.0369(6) 0 -0.0122(4) 0.0061(2) P1 0.0255(5) 0.0207(4) 0.0175(4) -0.0016(3) -0.0035(3) 0.0092(4) C1 0.0295(18) 0.015(2) 0.0215(19) 0 0.0024(16) 0.0076(10) C2 0.0293(18) 0.0222(18) 0.0195(14) -0.0006(13) 0.0013(12) 0.0103(15) C3 0.0316(19) 0.0261(18) 0.0196(15) -0.0043(14) -0.0023(14) 0.0097(15) C4 0.038(2) 0.021(2) 0.027(2) 0 0.004(2) 0.0104(12) C5 0.0280(19) 0.0230(17) 0.0241(16) -0.0045(13) -0.0047(15) 0.0087(15) C6 0.032(2) 0.035(2) 0.0225(15) -0.0077(14) -0.0057(14) 0.0136(16) C7 0.045(2) 0.038(2) 0.0249(17) 0.0019(15) 0.0077(16) 0.0142(19) C8 0.048(2) 0.040(2) 0.0243(17) -0.0092(15) -0.0027(16) 0.025(2) C9 0.031(2) 0.055(2) 0.0320(19) -0.0072(18) 0.0023(16) 0.0176(19) C10 0.0330(19) 0.0271(18) 0.0226(16) 0.0006(13) -0.0027(13) 0.0151(16) C11 0.0346(19) 0.041(2) 0.0252(16) 0.0111(18) 0.0038(18) 0.0171(17) C12 0.044(2) 0.0236(19) 0.0302(19) 0.0010(14) -0.0084(15) 0.0156(18) C13 0.039(2) 0.0352(19) 0.0233(14) -0.0002(15) -0.0075(15) 0.0179(17) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 2.022(4) . ? Pd1 P1 2.3039(9) . ? Pd1 P1 2.3039(9) 12_656 ? Pd1 Cl1 2.4317(11) . ? P1 C5 1.828(3) . ? P1 C6 1.876(3) . ? P1 C10 1.871(3) . ? C1 C2 1.409(4) 12_656 ? C1 C2 1.409(4) . ? C2 C3 1.396(5) . ? C2 C5 1.500(5) . ? C3 C4 1.378(4) . ? C3 H3 0.95 . ? C4 C3 1.378(4) 12_656 ? C4 H4 0.95 . ? C5 H5A 0.99 . ? C5 H5B 0.99 . ? C6 C7 1.531(5) . ? C6 C9 1.543(5) . ? C6 C8 1.544(5) . ? C7 H7A 0.98 . ? C7 H7B 0.98 . ? C7 H7C 0.98 . ? C8 H8A 0.98 . ? C8 H8B 0.98 . ? C8 H8C 0.98 . ? C9 H9A 0.98 . ? C9 H9B 0.98 . ? C9 H9C 0.98 . ? C10 C13 1.535(5) . ? C10 C11 1.538(5) . ? C10 C12 1.546(5) . ? C11 H11A 0.98 . ? C11 H11B 0.98 . ? C11 H11C 0.98 . ? C12 H12A 0.98 . ? C12 H12B 0.98 . ? C12 H12C 0.98 . ? C13 H13A 0.98 . ? C13 H13B 0.98 . ? C13 H13C 0.98 . ? 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 C1 Pd1 P1 82.27(9) . . ? C1 Pd1 P1 82.27(9) . 12_656 ? P1 Pd1 P1 164.53(4) . 12_656 ? C1 Pd1 Cl1 180 . . ? P1 Pd1 Cl1 97.73(2) . . ? P1 Pd1 Cl1 97.73(2) 12_656 . ? C5 P1 C6 105.22(17) . . ? C5 P1 C10 104.42(15) . . ? C6 P1 C10 112.75(15) . . ? C5 P1 Pd1 101.58(12) . . ? C6 P1 Pd1 112.24(10) . . ? C10 P1 Pd1 118.66(12) . . ? C2 C1 C2 118.3(4) 12_656 . ? C2 C1 Pd1 120.8(2) 12_656 . ? C2 C1 Pd1 120.8(2) . . ? C3 C2 C1 120.0(3) . . ? C3 C2 C5 120.4(3) . . ? C1 C2 C5 119.6(3) . . ? C4 C3 C2 121.0(3) . . ? C4 C3 H3 119.5 . . ? C2 C3 H3 119.5 . . ? C3 C4 C3 119.5(5) 12_656 . ? C3 C4 H4 120.2 12_656 . ? C3 C4 H4 120.2 . . ? C2 C5 P1 107.8(2) . . ? C2 C5 H5A 110.1 . . ? P1 C5 H5A 110.1 . . ? C2 C5 H5B 110.1 . . ? P1 C5 H5B 110.1 . . ? H5A C5 H5B 108.5 . . ? C7 C6 C9 109.0(3) . . ? C7 C6 C8 108.2(3) . . ? C9 C6 C8 109.6(3) . . ? C7 C6 P1 107.9(2) . . ? C9 C6 P1 113.7(2) . . ? C8 C6 P1 108.3(3) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C13 C10 C11 109.3(3) . . ? C13 C10 C12 108.8(3) . . ? C11 C10 C12 108.9(3) . . ? C13 C10 P1 113.4(2) . . ? C11 C10 P1 104.8(2) . . ? C12 C10 P1 111.6(2) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C10 C13 H13A 109.5 . . ? C10 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C10 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 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 C1 Pd1 P1 C5 22.09(11) . . . . ? P1 Pd1 P1 C5 22.09(11) 12_656 . . . ? Cl1 Pd1 P1 C5 -157.91(11) . . . . ? C1 Pd1 P1 C6 -89.84(13) . . . . ? P1 Pd1 P1 C6 -89.84(13) 12_656 . . . ? Cl1 Pd1 P1 C6 90.16(13) . . . . ? C1 Pd1 P1 C10 135.76(12) . . . . ? P1 Pd1 P1 C10 135.76(12) 12_656 . . . ? Cl1 Pd1 P1 C10 -44.24(12) . . . . ? P1 Pd1 C1 C2 164.66(15) . . . 12_656 ? P1 Pd1 C1 C2 -15.34(15) 12_656 . . 12_656 ? P1 Pd1 C1 C2 -15.34(15) . . . . ? P1 Pd1 C1 C2 164.66(15) 12_656 . . . ? C2 C1 C2 C3 -0.8(2) 12_656 . . . ? Pd1 C1 C2 C3 179.2(2) . . . . ? C2 C1 C2 C5 179.6(3) 12_656 . . . ? Pd1 C1 C2 C5 -0.4(3) . . . . ? C1 C2 C3 C4 1.6(4) . . . . ? C5 C2 C3 C4 -178.8(2) . . . . ? C2 C3 C4 C3 -0.8(2) . . . 12_656 ? C3 C2 C5 P1 -158.7(3) . . . . ? C1 C2 C5 P1 20.9(3) . . . . ? C6 P1 C5 C2 89.3(2) . . . . ? C10 P1 C5 C2 -151.8(2) . . . . ? Pd1 P1 C5 C2 -27.8(2) . . . . ? C5 P1 C6 C7 -50.6(3) . . . . ? C10 P1 C6 C7 -163.8(2) . . . . ? Pd1 P1 C6 C7 59.0(3) . . . . ? C5 P1 C6 C9 70.4(3) . . . . ? C10 P1 C6 C9 -42.8(3) . . . . ? Pd1 P1 C6 C9 180.0(2) . . . . ? C5 P1 C6 C8 -167.5(2) . . . . ? C10 P1 C6 C8 79.3(3) . . . . ? Pd1 P1 C6 C8 -57.9(3) . . . . ? C5 P1 C10 C13 -43.2(3) . . . . ? C6 P1 C10 C13 70.5(3) . . . . ? Pd1 P1 C10 C13 -155.3(2) . . . . ? C5 P1 C10 C11 75.9(3) . . . . ? C6 P1 C10 C11 -170.4(2) . . . . ? Pd1 P1 C10 C11 -36.2(3) . . . . ? C5 P1 C10 C12 -166.4(3) . . . . ? C6 P1 C10 C12 -52.7(3) . . . . ? Pd1 P1 C10 C12 81.4(3) . . . . ? loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.000 -0.003 712 319 ' ' _platon_squeeze_details ; ; data_4.PE.A-1 _database_code_depnum_ccdc_archive 'CCDC 913146' #TrackingRef '4_solv_CCDC_913145_913146_revised.cif' _audit_creation_date 2010-09-24T19:19:29-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION - Compound 4.PE.A-1 # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C24 H43 Cl P2 Pd' _chemical_formula_sum 'C24 H43 Cl P2 Pd' _chemical_formula_weight 535.37 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting hexagonal _symmetry_space_group_name_H-M 'P 61 2 2' _symmetry_space_group_name_Hall 'P 61 2 (00-1)' _symmetry_Int_Tables_number 178 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y, x-y, z+1/3' '-x+y, -x, z+2/3' 'x-y, x, z+1/6' 'y, -x+y, z+5/6' 'x-y, -y, -z' '-x, -x+y, -z+2/3' 'y, x, -z+1/3' '-y, -x, -z+5/6' 'x, x-y, -z+1/6' '-x+y, y, -z+1/2' _cell_length_a 16.3363(4) _cell_length_b 16.3363(4) _cell_length_c 19.1594(5) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 120 _cell_volume 4428.12(19) _cell_formula_units_Z 6 _cell_measurement_temperature 123.0(1) _cell_measurement_reflns_used 8832 _cell_measurement_theta_min 0.407 _cell_measurement_theta_max 30.508 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description rod _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_diffrn 1.205 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1680 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.835 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Sheldrick, G. M. SADABS 2008/2; University of G\"ottingen: G\"ottingen, Germany, 2008. ; _exptl_absorpt_correction_T_min 0.5678 _exptl_absorpt_correction_T_max 0.7462 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 123.0(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type 'Bruker-Nonius Kappa Apex II Diffractometer' _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0515 _diffrn_reflns_av_unetI/netI 0.0223 _diffrn_reflns_number 33461 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.44 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.994 _diffrn_measured_fraction_theta_max 0.994 _reflns_number_total 2606 _reflns_number_gt 2475 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'COLLECT (Hooft, 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR2002 (Burla et al., 2003)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'MERCURY (Macrae et al., 2006)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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. Structure contains solvent accessible voids with small amount of solvent molecule(s) used for recrystallisation or other guest molecules. As they could not be modeled satisfactorily data were treated with the Squeeze routine in PLATON. ; _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^)+(0.0596P)^2^+9.5076P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 2606 _refine_ls_number_parameters 135 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0303 _refine_ls_R_factor_gt 0.0279 _refine_ls_wR_factor_ref 0.0957 _refine_ls_wR_factor_gt 0.0943 _refine_ls_goodness_of_fit_ref 0.994 _refine_ls_restrained_S_all 0.994 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.07(5) _refine_diff_density_max 0.484 _refine_diff_density_min -0.300 _refine_diff_density_rms 0.111 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' 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 0.584893(15) 0.16979(3) 0.75 0.01905(14) Uani 1 2 d S . . Cl1 Cl 0.49955(5) -0.00090(10) 0.75 0.0302(4) Uani 1 2 d S . . P1 P 0.46756(8) 0.19166(7) 0.79695(5) 0.0193(2) Uani 1 1 d . . . C1 C 0.65626(19) 0.3125(4) 0.75 0.0216(12) Uani 1 2 d S . . C2 C 0.6244(3) 0.3638(3) 0.7889(2) 0.0212(8) Uani 1 1 d . . . C3 C 0.6730(3) 0.4621(3) 0.7880(2) 0.0249(9) Uani 1 1 d . . . H3 H 0.6495 0.4957 0.8136 0.03 Uiso 1 1 calc R . . C4 C 0.7555(2) 0.5110(4) 0.75 0.0258(13) Uani 1 2 d S . . H4 H 0.7891 0.5782 0.75 0.031 Uiso 1 2 calc SR . . C5 C 0.5367(3) 0.3117(3) 0.8328(2) 0.0225(9) Uani 1 1 d . . . H5A H 0.4994 0.3443 0.831 0.027 Uiso 1 1 calc R . . H5B H 0.5538 0.3092 0.882 0.027 Uiso 1 1 calc R . . C6 C 0.3990(3) 0.1172(3) 0.8732(2) 0.0254(10) Uani 1 1 d . . . C7 C 0.4717(4) 0.1058(3) 0.9168(3) 0.0324(10) Uani 1 1 d . . . H7A H 0.5231 0.1682 0.9307 0.049 Uiso 1 1 calc R . . H7B H 0.4973 0.0735 0.889 0.049 Uiso 1 1 calc R . . H7C H 0.4409 0.0684 0.9586 0.049 Uiso 1 1 calc R . . C8 C 0.3197(3) 0.0191(3) 0.8501(3) 0.0299(11) Uani 1 1 d . . . H8A H 0.2935 -0.0219 0.891 0.045 Uiso 1 1 calc R . . H8B H 0.3455 -0.0088 0.8177 0.045 Uiso 1 1 calc R . . H8C H 0.2697 0.0253 0.8268 0.045 Uiso 1 1 calc R . . C9 C 0.3558(3) 0.1629(3) 0.9187(2) 0.0280(9) Uani 1 1 d . . . H9A H 0.3074 0.1681 0.892 0.042 Uiso 1 1 calc R . . H9B H 0.4054 0.2261 0.933 0.042 Uiso 1 1 calc R . . H9C H 0.327 0.1239 0.9602 0.042 Uiso 1 1 calc R . . C10 C 0.3891(3) 0.1981(3) 0.7282(2) 0.0254(9) Uani 1 1 d . . . C11 C 0.4529(4) 0.2825(4) 0.6798(2) 0.0366(12) Uani 1 1 d . . . H11A H 0.5051 0.2749 0.6623 0.055 Uiso 1 1 calc R . . H11B H 0.4785 0.3416 0.7062 0.055 Uiso 1 1 calc R . . H11C H 0.4155 0.2842 0.6405 0.055 Uiso 1 1 calc R . . C12 C 0.3103(4) 0.2131(4) 0.7575(3) 0.0364(11) Uani 1 1 d . . . H12A H 0.2754 0.2208 0.7188 0.055 Uiso 1 1 calc R . . H12B H 0.338 0.27 0.7867 0.055 Uiso 1 1 calc R . . H12C H 0.2671 0.1582 0.7856 0.055 Uiso 1 1 calc R . . C13 C 0.3465(4) 0.1071(3) 0.6849(2) 0.0317(11) Uani 1 1 d . . . H13A H 0.3044 0.0533 0.7144 0.048 Uiso 1 1 calc R . . H13B H 0.3973 0.0977 0.6668 0.048 Uiso 1 1 calc R . . H13C H 0.3104 0.112 0.6459 0.048 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 0.02038(19) 0.0135(2) 0.0210(2) 0 0.00399(17) 0.00675(12) Cl1 0.0286(6) 0.0140(7) 0.0432(9) 0 0.0117(7) 0.0070(3) P1 0.0221(6) 0.0168(5) 0.0187(5) -0.0017(4) 0.0014(4) 0.0095(5) C1 0.026(2) 0.020(3) 0.017(2) 0 -0.001(2) 0.0101(15) C2 0.025(2) 0.015(2) 0.0203(19) -0.0023(17) -0.0024(18) 0.0077(17) C3 0.031(2) 0.020(2) 0.023(2) -0.0020(19) -0.0036(18) 0.013(2) C4 0.032(3) 0.013(3) 0.026(3) 0 -0.004(3) 0.0066(14) C5 0.028(2) 0.015(2) 0.025(2) -0.0019(17) 0.001(2) 0.0110(19) C6 0.031(2) 0.023(2) 0.024(2) -0.0010(18) 0.0006(19) 0.015(2) C7 0.039(3) 0.035(3) 0.027(2) 0.009(2) 0.006(2) 0.021(2) C8 0.030(3) 0.022(2) 0.033(3) 0.0010(19) 0.009(2) 0.009(2) C9 0.029(2) 0.030(2) 0.025(2) -0.002(2) 0.006(2) 0.0145(19) C10 0.027(2) 0.029(2) 0.022(2) -0.0031(18) -0.0016(16) 0.016(2) C11 0.051(3) 0.033(3) 0.024(2) 0.002(2) -0.005(2) 0.020(2) C12 0.042(3) 0.049(3) 0.031(3) -0.003(2) -0.004(2) 0.033(3) C13 0.036(3) 0.029(3) 0.026(2) -0.007(2) -0.007(2) 0.014(2) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 2.019(6) . ? Pd1 P1 2.3013(11) . ? Pd1 P1 2.3013(11) 12_656 ? Pd1 Cl1 2.4148(15) . ? P1 C5 1.838(4) . ? P1 C6 1.873(5) . ? P1 C10 1.877(4) . ? C1 C2 1.402(5) 12_656 ? C1 C2 1.402(5) . ? C2 C3 1.391(6) . ? C2 C5 1.504(6) . ? C3 C4 1.381(5) . ? C3 H3 0.95 . ? C4 C3 1.381(5) 12_656 ? C4 H4 0.95 . ? C5 H5A 0.99 . ? C5 H5B 0.99 . ? C6 C9 1.530(6) . ? C6 C8 1.539(6) . ? C6 C7 1.538(6) . ? C7 H7A 0.98 . ? C7 H7B 0.98 . ? C7 H7C 0.98 . ? C8 H8A 0.98 . ? C8 H8B 0.98 . ? C8 H8C 0.98 . ? C9 H9A 0.98 . ? C9 H9B 0.98 . ? C9 H9C 0.98 . ? C10 C13 1.532(6) . ? C10 C12 1.533(6) . ? C10 C11 1.551(7) . ? C11 H11A 0.98 . ? C11 H11B 0.98 . ? C11 H11C 0.98 . ? C12 H12A 0.98 . ? C12 H12B 0.98 . ? C12 H12C 0.98 . ? C13 H13A 0.98 . ? C13 H13B 0.98 . ? C13 H13C 0.98 . ? 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 C1 Pd1 P1 82.27(12) . . ? C1 Pd1 P1 82.27(12) . 12_656 ? P1 Pd1 P1 164.54(6) . 12_656 ? C1 Pd1 Cl1 180.0000(10) . . ? P1 Pd1 Cl1 97.73(3) . . ? P1 Pd1 Cl1 97.73(3) 12_656 . ? C5 P1 C6 104.5(2) . . ? C5 P1 C10 105.9(2) . . ? C6 P1 C10 112.4(2) . . ? C5 P1 Pd1 101.35(15) . . ? C6 P1 Pd1 118.59(15) . . ? C10 P1 Pd1 112.28(14) . . ? C2 C1 C2 117.7(5) 12_656 . ? C2 C1 Pd1 121.2(3) 12_656 . ? C2 C1 Pd1 121.2(3) . . ? C3 C2 C1 121.0(4) . . ? C3 C2 C5 119.5(4) . . ? C1 C2 C5 119.5(4) . . ? C2 C3 C4 120.2(4) . . ? C2 C3 H3 119.9 . . ? C4 C3 H3 119.9 . . ? C3 C4 C3 119.9(6) 12_656 . ? C3 C4 H4 120.1 12_656 . ? C3 C4 H4 120.1 . . ? C2 C5 P1 107.3(3) . . ? C2 C5 H5A 110.2 . . ? P1 C5 H5A 110.2 . . ? C2 C5 H5B 110.2 . . ? P1 C5 H5B 110.2 . . ? H5A C5 H5B 108.5 . . ? C9 C6 C8 108.7(4) . . ? C9 C6 C7 108.8(4) . . ? C8 C6 C7 109.2(4) . . ? C9 C6 P1 113.5(3) . . ? C8 C6 P1 111.7(3) . . ? C7 C6 P1 104.8(3) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C13 C10 C12 110.0(4) . . ? C13 C10 C11 108.5(4) . . ? C12 C10 C11 108.8(4) . . ? C13 C10 P1 108.5(3) . . ? C12 C10 P1 113.8(3) . . ? C11 C10 P1 107.1(3) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C10 C13 H13A 109.5 . . ? C10 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C10 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 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 C1 Pd1 P1 C5 -22.48(14) . . . . ? P1 Pd1 P1 C5 -22.48(14) 12_656 . . . ? Cl1 Pd1 P1 C5 157.52(14) . . . . ? C1 Pd1 P1 C6 -136.09(17) . . . . ? P1 Pd1 P1 C6 -136.09(17) 12_656 . . . ? Cl1 Pd1 P1 C6 43.91(17) . . . . ? C1 Pd1 P1 C10 90.14(17) . . . . ? P1 Pd1 P1 C10 90.14(17) 12_656 . . . ? Cl1 Pd1 P1 C10 -89.86(17) . . . . ? P1 Pd1 C1 C2 -164.8(2) . . . 12_656 ? P1 Pd1 C1 C2 15.2(2) 12_656 . . 12_656 ? P1 Pd1 C1 C2 15.2(2) . . . . ? P1 Pd1 C1 C2 -164.8(2) 12_656 . . . ? C2 C1 C2 C3 0.9(3) 12_656 . . . ? Pd1 C1 C2 C3 -179.1(3) . . . . ? C2 C1 C2 C5 -178.7(4) 12_656 . . . ? Pd1 C1 C2 C5 1.3(4) . . . . ? C1 C2 C3 C4 -1.8(6) . . . . ? C5 C2 C3 C4 177.7(3) . . . . ? C2 C3 C4 C3 0.9(3) . . . 12_656 ? C3 C2 C5 P1 158.3(3) . . . . ? C1 C2 C5 P1 -22.1(4) . . . . ? C6 P1 C5 C2 152.5(3) . . . . ? C10 P1 C5 C2 -88.7(3) . . . . ? Pd1 P1 C5 C2 28.7(3) . . . . ? C5 P1 C6 C9 43.2(4) . . . . ? C10 P1 C6 C9 -71.2(4) . . . . ? Pd1 P1 C6 C9 155.1(3) . . . . ? C5 P1 C6 C8 166.6(3) . . . . ? C10 P1 C6 C8 52.2(4) . . . . ? Pd1 P1 C6 C8 -81.6(3) . . . . ? C5 P1 C6 C7 -75.3(3) . . . . ? C10 P1 C6 C7 170.3(3) . . . . ? Pd1 P1 C6 C7 36.5(3) . . . . ? C5 P1 C10 C13 167.2(3) . . . . ? C6 P1 C10 C13 -79.3(3) . . . . ? Pd1 P1 C10 C13 57.4(3) . . . . ? C5 P1 C10 C12 -70.0(4) . . . . ? C6 P1 C10 C12 43.5(4) . . . . ? Pd1 P1 C10 C12 -179.7(3) . . . . ? C5 P1 C10 C11 50.3(3) . . . . ? C6 P1 C10 C11 163.8(3) . . . . ? Pd1 P1 C10 C11 -59.5(3) . . . . ? loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.000 -0.003 707 251 ' ' _platon_squeeze_details ; ; data_5.Hex-1 _database_code_depnum_ccdc_archive 'CCDC 913147' _audit_creation_date 2010-09-24T20:12:43-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION - 5.Hex-1 # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C24 H43 Br P2 Pd' _chemical_formula_sum 'C24 H43 Br P2 Pd' _chemical_formula_weight 579.83 _chemical_melting_point xxx:xxx _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting hexagonal _symmetry_space_group_name_H-M 'P 65 2 2' _symmetry_space_group_name_Hall 'P 65 2 (001)' _symmetry_Int_Tables_number 179 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y, x-y, z+2/3' '-x+y, -x, z+1/3' 'x-y, x, z+5/6' 'y, -x+y, z+1/6' 'x-y, -y, -z' '-x, -x+y, -z+1/3' 'y, x, -z+2/3' '-y, -x, -z+1/6' 'x, x-y, -z+5/6' '-x+y, y, -z+1/2' _cell_length_a 16.4751(4) _cell_length_b 16.4751(4) _cell_length_c 19.2531(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 120 _cell_volume 4525.71(17) _cell_formula_units_Z 6 _cell_measurement_temperature 123.0(1) _cell_measurement_reflns_used 3860 _cell_measurement_theta_min 0.407 _cell_measurement_theta_max 28.283 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_diffrn 1.276 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1788 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 2.053 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Sheldrick, G. M. SADABS 2008/2; University of G\"ottingen: G\"ottingen, Germany, 2008. ; _exptl_absorpt_correction_T_min 0.6256 _exptl_absorpt_correction_T_max 0.7457 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 123.0(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type 'Bruker-Nonius Kappa Apex II Diffractometer' _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0990 _diffrn_reflns_av_unetI/netI 0.0508 _diffrn_reflns_number 30287 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 24.99 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _reflns_number_total 2668 _reflns_number_gt 2309 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'COLLECT (Hooft, 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'MERCURY (Macrae et al., 2006)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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^)+(0.0418P)^2^+22.9031P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 2668 _refine_ls_number_parameters 135 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0513 _refine_ls_R_factor_gt 0.0398 _refine_ls_wR_factor_ref 0.1078 _refine_ls_wR_factor_gt 0.0997 _refine_ls_goodness_of_fit_ref 0.990 _refine_ls_restrained_S_all 0.990 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.11(2) _refine_diff_density_max 0.559 _refine_diff_density_min -0.404 _refine_diff_density_rms 0.111 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' Br Br -0.2901 2.4595 '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' 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 0.41393(2) 0.82787(5) 0.25 0.01969(18) Uani 1 2 d S . . Br1 Br 0.50233(3) 1.00466(6) 0.25 0.0302(2) Uani 1 2 d S . . P1 P 0.27539(13) 0.80652(12) 0.29660(8) 0.0204(4) Uani 1 1 d . . . C1 C 0.3430(3) 0.6860(6) 0.25 0.0215(19) Uani 1 2 d S . . C2 C 0.2597(4) 0.6343(5) 0.2885(3) 0.0233(14) Uani 1 1 d . . . C3 C 0.2103(5) 0.5376(5) 0.2874(3) 0.0262(15) Uani 1 1 d . . . H3 H 0.153 0.5045 0.3122 0.031 Uiso 1 1 calc R . . C4 C 0.2443(3) 0.4886(6) 0.25 0.028(2) Uani 1 2 d S . . H4 H 0.211 0.4221 0.25 0.033 Uiso 1 2 calc SR . . C5 C 0.2239(5) 0.6874(4) 0.3315(3) 0.0235(14) Uani 1 1 d . . . H5A H 0.2423 0.6895 0.3808 0.028 Uiso 1 1 calc R . . H5B H 0.1547 0.6555 0.329 0.028 Uiso 1 1 calc R . . C6 C 0.1934(6) 0.8021(6) 0.2280(3) 0.0283(15) Uani 1 1 d . . . C7 C 0.1726(6) 0.7194(5) 0.1785(3) 0.0372(19) Uani 1 1 d . . . H7A H 0.2318 0.7265 0.1613 0.056 Uiso 1 1 calc R . . H7B H 0.1348 0.7195 0.1392 0.056 Uiso 1 1 calc R . . H7C H 0.1381 0.6601 0.2038 0.056 Uiso 1 1 calc R . . C8 C 0.2401(6) 0.8918(5) 0.1851(4) 0.0335(18) Uani 1 1 d . . . H8A H 0.1983 0.8871 0.1472 0.05 Uiso 1 1 calc R . . H8B H 0.299 0.9006 0.1657 0.05 Uiso 1 1 calc R . . H8C H 0.2531 0.9453 0.2147 0.05 Uiso 1 1 calc R . . C9 C 0.0979(5) 0.7844(6) 0.2566(4) 0.0373(18) Uani 1 1 d . . . H9A H 0.0561 0.7764 0.2178 0.056 Uiso 1 1 calc R . . H9B H 0.1077 0.838 0.2849 0.056 Uiso 1 1 calc R . . H9C H 0.0696 0.7276 0.2852 0.056 Uiso 1 1 calc R . . C10 C 0.2791(5) 0.8792(5) 0.3741(3) 0.0226(15) Uani 1 1 d . . . C11 C 0.3619(5) 0.8901(5) 0.4176(4) 0.0307(15) Uani 1 1 d . . . H11A H 0.3531 0.828 0.4282 0.046 Uiso 1 1 calc R . . H11B H 0.3652 0.9227 0.461 0.046 Uiso 1 1 calc R . . H11C H 0.4202 0.9265 0.3915 0.046 Uiso 1 1 calc R . . C12 C 0.2972(5) 0.9761(5) 0.3523(4) 0.0293(17) Uani 1 1 d . . . H12A H 0.3506 1.0046 0.3203 0.044 Uiso 1 1 calc R . . H12B H 0.3113 1.0159 0.3935 0.044 Uiso 1 1 calc R . . H12C H 0.2414 0.9699 0.3292 0.044 Uiso 1 1 calc R . . C13 C 0.1897(5) 0.8304(5) 0.4173(4) 0.0299(15) Uani 1 1 d . . . H13A H 0.1963 0.8684 0.4584 0.045 Uiso 1 1 calc R . . H13B H 0.1787 0.7687 0.4319 0.045 Uiso 1 1 calc R . . H13C H 0.1366 0.8227 0.3893 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 Pd1 0.0222(3) 0.0158(4) 0.0189(3) 0 0.0039(3) 0.00792(19) Br1 0.0305(4) 0.0163(5) 0.0389(5) 0 0.0114(4) 0.0081(2) P1 0.0232(10) 0.0173(9) 0.0172(7) 0.0018(6) 0.0044(7) 0.0076(8) C1 0.026(4) 0.019(5) 0.017(4) 0 -0.003(3) 0.010(2) C2 0.027(4) 0.017(4) 0.021(3) 0.004(3) -0.001(3) 0.007(3) C3 0.028(4) 0.024(4) 0.020(3) 0.007(3) 0.008(3) 0.008(3) C4 0.035(4) 0.018(5) 0.024(4) 0 -0.006(4) 0.009(2) C5 0.028(4) 0.019(4) 0.023(3) 0.003(3) 0.003(3) 0.012(3) C6 0.030(4) 0.033(4) 0.022(3) 0.006(3) 0.003(3) 0.016(3) C7 0.039(5) 0.033(5) 0.027(4) -0.002(3) -0.012(3) 0.009(4) C8 0.041(5) 0.030(4) 0.025(4) 0.005(3) 0.000(3) 0.015(4) C9 0.027(4) 0.057(5) 0.033(4) 0.008(4) -0.002(3) 0.024(4) C10 0.028(4) 0.022(4) 0.019(3) -0.001(3) 0.004(3) 0.014(3) C11 0.028(4) 0.036(4) 0.024(3) -0.009(4) -0.006(4) 0.013(3) C12 0.033(4) 0.020(4) 0.030(4) 0.003(3) 0.012(3) 0.009(4) C13 0.036(4) 0.028(4) 0.027(3) -0.001(4) 0.007(4) 0.017(3) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 2.024(8) . ? Pd1 P1 2.3099(18) . ? Pd1 P1 2.3099(18) 12 ? Pd1 Br1 2.5224(11) . ? P1 C5 1.833(6) . ? P1 C6 1.865(7) . ? P1 C10 1.896(6) . ? C1 C2 1.411(8) . ? C1 C2 1.411(8) 12 ? C2 C3 1.380(10) . ? C2 C5 1.520(9) . ? C3 C4 1.392(8) . ? C3 H3 0.95 . ? C4 C3 1.392(8) 12 ? C4 H4 0.95 . ? C5 H5A 0.99 . ? C5 H5B 0.99 . ? C6 C8 1.523(10) . ? C6 C9 1.550(10) . ? C6 C7 1.554(10) . ? C7 H7A 0.98 . ? C7 H7B 0.98 . ? C7 H7C 0.98 . ? C8 H8A 0.98 . ? C8 H8B 0.98 . ? C8 H8C 0.98 . ? C9 H9A 0.98 . ? C9 H9B 0.98 . ? C9 H9C 0.98 . ? C10 C11 1.532(9) . ? C10 C13 1.524(9) . ? C10 C12 1.529(9) . ? C11 H11A 0.98 . ? C11 H11B 0.98 . ? C11 H11C 0.98 . ? C12 H12A 0.98 . ? C12 H12B 0.98 . ? C12 H12C 0.98 . ? C13 H13A 0.98 . ? C13 H13B 0.98 . ? C13 H13C 0.98 . ? 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 C1 Pd1 P1 82.42(19) . . ? C1 Pd1 P1 82.42(19) . 12 ? P1 Pd1 P1 164.85(9) . 12 ? C1 Pd1 Br1 180.00(4) . . ? P1 Pd1 Br1 97.58(4) . . ? P1 Pd1 Br1 97.58(4) 12 . ? C5 P1 C6 106.3(3) . . ? C5 P1 C10 103.8(3) . . ? C6 P1 C10 112.1(3) . . ? C5 P1 Pd1 101.4(2) . . ? C6 P1 Pd1 111.9(2) . . ? C10 P1 Pd1 119.5(2) . . ? C2 C1 C2 117.0(8) . 12 ? C2 C1 Pd1 121.5(4) . . ? C2 C1 Pd1 121.5(4) 12 . ? C3 C2 C1 121.5(7) . . ? C3 C2 C5 119.9(6) . . ? C1 C2 C5 118.6(6) . . ? C2 C3 C4 120.1(7) . . ? C2 C3 H3 119.9 . . ? C4 C3 H3 119.9 . . ? C3 C4 C3 119.7(9) . 12 ? C3 C4 H4 120.2 . . ? C3 C4 H4 120.2 12 . ? C2 C5 P1 108.1(4) . . ? C2 C5 H5A 110.1 . . ? P1 C5 H5A 110.1 . . ? C2 C5 H5B 110.1 . . ? P1 C5 H5B 110.1 . . ? H5A C5 H5B 108.4 . . ? C8 C6 C9 110.4(6) . . ? C8 C6 C7 107.5(5) . . ? C9 C6 C7 107.2(7) . . ? C8 C6 P1 110.0(6) . . ? C9 C6 P1 113.7(4) . . ? C7 C6 P1 107.8(5) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C11 C10 C13 109.4(5) . . ? C11 C10 C12 109.3(6) . . ? C13 C10 C12 109.5(6) . . ? C11 C10 P1 104.5(4) . . ? C13 C10 P1 112.2(5) . . ? C12 C10 P1 111.8(4) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C10 C13 H13A 109.5 . . ? C10 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C10 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 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 C1 Pd1 P1 C5 21.9(2) . . . . ? P1 Pd1 P1 C5 21.9(2) 12 . . . ? Br1 Pd1 P1 C5 -158.1(2) . . . . ? C1 Pd1 P1 C6 -91.0(3) . . . . ? P1 Pd1 P1 C6 -91.0(3) 12 . . . ? Br1 Pd1 P1 C6 89.0(3) . . . . ? C1 Pd1 P1 C10 135.2(2) . . . . ? P1 Pd1 P1 C10 135.2(2) 12 . . . ? Br1 Pd1 P1 C10 -44.8(2) . . . . ? P1 Pd1 C1 C2 -15.0(3) . . . . ? P1 Pd1 C1 C2 165.0(3) 12 . . . ? P1 Pd1 C1 C2 165.0(3) . . . 12 ? P1 Pd1 C1 C2 -15.0(3) 12 . . 12 ? C2 C1 C2 C3 -1.3(5) 12 . . . ? Pd1 C1 C2 C3 178.7(5) . . . . ? C2 C1 C2 C5 179.1(6) 12 . . . ? Pd1 C1 C2 C5 -0.9(6) . . . . ? C1 C2 C3 C4 2.7(9) . . . . ? C5 C2 C3 C4 -177.8(5) . . . . ? C2 C3 C4 C3 -1.3(4) . . . 12 ? C3 C2 C5 P1 -158.3(5) . . . . ? C1 C2 C5 P1 21.3(7) . . . . ? C6 P1 C5 C2 89.1(5) . . . . ? C10 P1 C5 C2 -152.5(4) . . . . ? Pd1 P1 C5 C2 -28.0(5) . . . . ? C5 P1 C6 C8 -167.4(5) . . . . ? C10 P1 C6 C8 79.8(5) . . . . ? Pd1 P1 C6 C8 -57.6(5) . . . . ? C5 P1 C6 C9 68.1(6) . . . . ? C10 P1 C6 C9 -44.7(7) . . . . ? Pd1 P1 C6 C9 178.0(5) . . . . ? C5 P1 C6 C7 -50.6(5) . . . . ? C10 P1 C6 C7 -163.4(5) . . . . ? Pd1 P1 C6 C7 59.3(5) . . . . ? C5 P1 C10 C11 76.0(5) . . . . ? C6 P1 C10 C11 -169.7(5) . . . . ? Pd1 P1 C10 C11 -35.9(5) . . . . ? C5 P1 C10 C13 -42.5(5) . . . . ? C6 P1 C10 C13 71.8(5) . . . . ? Pd1 P1 C10 C13 -154.4(4) . . . . ? C5 P1 C10 C12 -165.9(5) . . . . ? C6 P1 C10 C12 -51.6(6) . . . . ? Pd1 P1 C10 C12 82.2(5) . . . . ? data_5.Hex-2 _database_code_depnum_ccdc_archive 'CCDC 913148' _audit_creation_date 2010-09-24T20:15:22-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION - 5.Hex-2 # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C24 H43 Br P2 Pd' _chemical_formula_sum 'C24 H43 Br P2 Pd' _chemical_formula_weight 579.83 _chemical_melting_point xxx:xxx _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting hexagonal _symmetry_space_group_name_H-M 'P 61 2 2' _symmetry_space_group_name_Hall 'P 61 2 (00-1)' _symmetry_Int_Tables_number 178 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y, x-y, z+1/3' '-x+y, -x, z+2/3' 'x-y, x, z+1/6' 'y, -x+y, z+5/6' 'x-y, -y, -z' '-x, -x+y, -z+2/3' 'y, x, -z+1/3' '-y, -x, -z+5/6' 'x, x-y, -z+1/6' '-x+y, y, -z+1/2' _cell_length_a 16.4782(2) _cell_length_b 16.4782(2) _cell_length_c 19.2576(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 120 _cell_volume 4528.48(10) _cell_formula_units_Z 6 _cell_measurement_temperature 123.0(1) _cell_measurement_reflns_used 3840 _cell_measurement_theta_min 0.407 _cell_measurement_theta_max 28.283 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.25 _exptl_crystal_density_diffrn 1.276 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1788 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 2.051 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Sheldrick, G. M. SADABS 2008/2; University of G\"ottingen: G\"ottingen, Germany, 2008. ; _exptl_absorpt_correction_T_min 0.6405 _exptl_absorpt_correction_T_max 0.7457 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 123.0(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type 'Bruker-Nonius Kappa Apex II Diffractometer' _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0424 _diffrn_reflns_av_unetI/netI 0.0299 _diffrn_reflns_number 20617 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _reflns_number_total 2670 _reflns_number_gt 2509 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'COLLECT (Hooft, 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'MERCURY (Macrae et al., 2006)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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^)+(0.0746P)^2^+2.2262P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 2670 _refine_ls_number_parameters 135 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0293 _refine_ls_R_factor_gt 0.0258 _refine_ls_wR_factor_ref 0.0969 _refine_ls_wR_factor_gt 0.0881 _refine_ls_goodness_of_fit_ref 1.006 _refine_ls_restrained_S_all 1.006 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.064(15) _refine_diff_density_max 0.510 _refine_diff_density_min -0.298 _refine_diff_density_rms 0.092 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' Br Br -0.2901 2.4595 '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' 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 0.586116(14) 0.17223(3) 0.75 0.02031(14) Uani 1 2 d S . . Br1 Br 0.497671(19) -0.00466(4) 0.75 0.03058(18) Uani 1 2 d S . . P1 P 0.72456(8) 0.19351(7) 0.70344(5) 0.0211(2) Uani 1 1 d . . . C1 C 0.65707(18) 0.3141(4) 0.75 0.0240(12) Uani 1 2 d S . . C2 C 0.7405(3) 0.3652(3) 0.7117(2) 0.0239(9) Uani 1 1 d . . . C3 C 0.7902(3) 0.4631(3) 0.7129(2) 0.0283(10) Uani 1 1 d . . . H3 H 0.8477 0.4966 0.6883 0.034 Uiso 1 1 calc R . . C4 C 0.75571(19) 0.5114(4) 0.75 0.0273(12) Uani 1 2 d S . . H4 H 0.789 0.578 0.75 0.033 Uiso 1 2 calc SR . . C5 C 0.7773(3) 0.3133(3) 0.6690(2) 0.0242(9) Uani 1 1 d . . . H5A H 0.8464 0.345 0.6724 0.029 Uiso 1 1 calc R . . H5B H 0.76 0.3118 0.6196 0.029 Uiso 1 1 calc R . . C6 C 0.7214(3) 0.1219(3) 0.6263(2) 0.0261(9) Uani 1 1 d . . . C7 C 0.6381(3) 0.1099(3) 0.5823(2) 0.0335(10) Uani 1 1 d . . . H7A H 0.6474 0.1717 0.5699 0.05 Uiso 1 1 calc R . . H7B H 0.58 0.0753 0.6091 0.05 Uiso 1 1 calc R . . H7C H 0.6337 0.075 0.5399 0.05 Uiso 1 1 calc R . . C8 C 0.7023(3) 0.0243(3) 0.6481(2) 0.0317(11) Uani 1 1 d . . . H8A H 0.6503 -0.003 0.6813 0.048 Uiso 1 1 calc R . . H8B H 0.7586 0.0297 0.6698 0.048 Uiso 1 1 calc R . . H8C H 0.6858 -0.0161 0.6071 0.048 Uiso 1 1 calc R . . C9 C 0.8103(3) 0.1703(3) 0.5824(2) 0.0299(9) Uani 1 1 d . . . H9A H 0.8023 0.133 0.5406 0.045 Uiso 1 1 calc R . . H9B H 0.8634 0.1762 0.6095 0.045 Uiso 1 1 calc R . . H9C H 0.8225 0.2328 0.569 0.045 Uiso 1 1 calc R . . C10 C 0.8079(3) 0.1991(3) 0.7722(2) 0.0279(9) Uani 1 1 d . . . C11 C 0.8271(4) 0.2815(4) 0.8212(2) 0.0364(11) Uani 1 1 d . . . H11A H 0.7675 0.2731 0.8386 0.055 Uiso 1 1 calc R . . H11B H 0.8602 0.3407 0.7955 0.055 Uiso 1 1 calc R . . H11C H 0.8657 0.2828 0.8604 0.055 Uiso 1 1 calc R . . C12 C 0.7604(4) 0.1081(3) 0.8144(2) 0.0342(11) Uani 1 1 d . . . H12A H 0.8017 0.112 0.8524 0.051 Uiso 1 1 calc R . . H12B H 0.7478 0.0552 0.7842 0.051 Uiso 1 1 calc R . . H12C H 0.7012 0.0988 0.8335 0.051 Uiso 1 1 calc R . . C13 C 0.9018(3) 0.2161(4) 0.7432(3) 0.0402(12) Uani 1 1 d . . . H13A H 0.9428 0.2203 0.7817 0.06 Uiso 1 1 calc R . . H13B H 0.9318 0.2748 0.7168 0.06 Uiso 1 1 calc R . . H13C H 0.8911 0.1641 0.7127 0.06 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 0.02227(19) 0.0156(2) 0.0209(2) 0 0.00377(17) 0.00780(12) Br1 0.0305(3) 0.0165(3) 0.0401(4) 0 0.0109(2) 0.00825(14) P1 0.0236(6) 0.0189(5) 0.0194(5) 0.0021(4) 0.0040(4) 0.0096(5) C1 0.030(2) 0.021(3) 0.019(3) 0 0.002(2) 0.0104(14) C2 0.030(2) 0.017(2) 0.021(2) 0.0028(18) -0.0006(17) 0.0087(19) C3 0.031(2) 0.022(2) 0.024(2) 0.0038(19) 0.004(2) 0.0077(18) C4 0.035(2) 0.017(3) 0.024(3) 0 0.002(3) 0.0083(13) C5 0.028(2) 0.018(2) 0.024(2) 0.0038(17) 0.005(2) 0.0102(19) C6 0.032(2) 0.022(2) 0.021(2) -0.0006(18) 0.0021(18) 0.0122(19) C7 0.031(2) 0.036(2) 0.027(2) -0.006(2) 0.000(2) 0.012(2) C8 0.039(3) 0.025(2) 0.030(3) -0.0017(19) 0.008(2) 0.015(2) C9 0.033(2) 0.034(2) 0.026(2) 0.004(2) 0.007(2) 0.0195(19) C10 0.025(2) 0.032(2) 0.026(2) 0.0030(19) 0.0008(19) 0.0133(18) C11 0.043(3) 0.039(3) 0.024(2) -0.002(2) -0.006(2) 0.018(2) C12 0.044(3) 0.036(3) 0.023(2) 0.008(2) 0.003(2) 0.020(2) C13 0.030(2) 0.059(3) 0.033(3) 0.004(3) -0.004(2) 0.023(2) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 2.025(5) . ? Pd1 P1 2.3089(11) . ? Pd1 P1 2.3089(11) 12_656 ? Pd1 Br1 2.5243(7) . ? P1 C5 1.837(4) . ? P1 C6 1.881(4) . ? P1 C10 1.877(4) . ? C1 C2 1.408(5) . ? C1 C2 1.408(5) 12_656 ? C2 C3 1.398(6) . ? C2 C5 1.516(6) . ? C3 C4 1.385(5) . ? C3 H3 0.95 . ? C4 C3 1.385(5) 12_656 ? C4 H4 0.95 . ? C5 H5A 0.99 . ? C5 H5B 0.99 . ? C6 C9 1.526(6) . ? C6 C8 1.535(6) . ? C6 C7 1.539(6) . ? C7 H7A 0.98 . ? C7 H7B 0.98 . ? C7 H7C 0.98 . ? C8 H8A 0.98 . ? C8 H8B 0.98 . ? C8 H8C 0.98 . ? C9 H9A 0.98 . ? C9 H9B 0.98 . ? C9 H9C 0.98 . ? C10 C12 1.532(6) . ? C10 C13 1.533(6) . ? C10 C11 1.551(7) . ? C11 H11A 0.98 . ? C11 H11B 0.98 . ? C11 H11C 0.98 . ? C12 H12A 0.98 . ? C12 H12B 0.98 . ? C12 H12C 0.98 . ? C13 H13A 0.98 . ? C13 H13B 0.98 . ? C13 H13C 0.98 . ? 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 C1 Pd1 P1 82.44(12) . . ? C1 Pd1 P1 82.44(12) . 12_656 ? P1 Pd1 P1 164.89(6) . 12_656 ? C1 Pd1 Br1 180 . . ? P1 Pd1 Br1 97.56(3) . . ? P1 Pd1 Br1 97.56(3) 12_656 . ? C5 P1 C6 103.78(19) . . ? C5 P1 C10 105.1(2) . . ? C6 P1 C10 112.22(19) . . ? C5 P1 Pd1 101.77(15) . . ? C6 P1 Pd1 119.72(15) . . ? C10 P1 Pd1 112.13(14) . . ? C2 C1 C2 117.7(5) . 12_656 ? C2 C1 Pd1 121.2(3) . . ? C2 C1 Pd1 121.2(3) 12_656 . ? C3 C2 C1 121.0(4) . . ? C3 C2 C5 119.4(4) . . ? C1 C2 C5 119.6(4) . . ? C4 C3 C2 119.9(4) . . ? C4 C3 H3 120 . . ? C2 C3 H3 120 . . ? C3 C4 C3 120.4(6) 12_656 . ? C3 C4 H4 119.8 12_656 . ? C3 C4 H4 119.8 . . ? C2 C5 P1 107.6(3) . . ? C2 C5 H5A 110.2 . . ? P1 C5 H5A 110.2 . . ? C2 C5 H5B 110.2 . . ? P1 C5 H5B 110.2 . . ? H5A C5 H5B 108.5 . . ? C9 C6 C8 109.8(4) . . ? C9 C6 C7 108.9(3) . . ? C8 C6 C7 108.3(4) . . ? C9 C6 P1 113.0(3) . . ? C8 C6 P1 111.6(3) . . ? C7 C6 P1 105.0(3) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C12 C10 C13 110.4(4) . . ? C12 C10 C11 108.4(4) . . ? C13 C10 C11 108.4(4) . . ? C12 C10 P1 108.8(3) . . ? C13 C10 P1 113.5(3) . . ? C11 C10 P1 107.2(3) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C10 C13 H13A 109.5 . . ? C10 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C10 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 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 C1 Pd1 P1 C5 -21.43(14) . . . . ? P1 Pd1 P1 C5 -21.43(14) 12_656 . . . ? Br1 Pd1 P1 C5 158.57(14) . . . . ? C1 Pd1 P1 C6 -134.94(16) . . . . ? P1 Pd1 P1 C6 -134.94(16) 12_656 . . . ? Br1 Pd1 P1 C6 45.06(16) . . . . ? C1 Pd1 P1 C10 90.45(17) . . . . ? P1 Pd1 P1 C10 90.45(17) 12_656 . . . ? Br1 Pd1 P1 C10 -89.55(17) . . . . ? P1 Pd1 C1 C2 14.6(2) . . . . ? P1 Pd1 C1 C2 -165.4(2) 12_656 . . . ? P1 Pd1 C1 C2 -165.4(2) . . . 12_656 ? P1 Pd1 C1 C2 14.6(2) 12_656 . . 12_656 ? C2 C1 C2 C3 1.2(3) 12_656 . . . ? Pd1 C1 C2 C3 -178.8(3) . . . . ? C2 C1 C2 C5 -179.1(4) 12_656 . . . ? Pd1 C1 C2 C5 0.9(4) . . . . ? C1 C2 C3 C4 -2.5(6) . . . . ? C5 C2 C3 C4 177.9(3) . . . . ? C2 C3 C4 C3 1.2(3) . . . 12_656 ? C3 C2 C5 P1 159.0(3) . . . . ? C1 C2 C5 P1 -20.6(4) . . . . ? C6 P1 C5 C2 152.0(3) . . . . ? C10 P1 C5 C2 -90.0(3) . . . . ? Pd1 P1 C5 C2 27.1(3) . . . . ? C5 P1 C6 C9 41.5(3) . . . . ? C10 P1 C6 C9 -71.4(4) . . . . ? Pd1 P1 C6 C9 154.0(2) . . . . ? C5 P1 C6 C8 165.9(3) . . . . ? C10 P1 C6 C8 52.9(4) . . . . ? Pd1 P1 C6 C8 -81.7(3) . . . . ? C5 P1 C6 C7 -77.1(3) . . . . ? C10 P1 C6 C7 169.9(3) . . . . ? Pd1 P1 C6 C7 35.4(3) . . . . ? C5 P1 C10 C12 168.2(3) . . . . ? C6 P1 C10 C12 -79.7(3) . . . . ? Pd1 P1 C10 C12 58.4(3) . . . . ? C5 P1 C10 C13 -68.5(4) . . . . ? C6 P1 C10 C13 43.6(4) . . . . ? Pd1 P1 C10 C13 -178.3(3) . . . . ? C5 P1 C10 C11 51.2(3) . . . . ? C6 P1 C10 C11 163.3(3) . . . . ? Pd1 P1 C10 C11 -58.6(3) . . . . ? data_5.Cyclohex _database_code_depnum_ccdc_archive 'CCDC 913149' _audit_creation_date 2010-09-24T20:18:39-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION - 5.CyHex # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C24 H43 Br P2 Pd' _chemical_formula_sum 'C24 H43 Br P2 Pd' _chemical_formula_weight 579.83 _chemical_melting_point xxx:xxx _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting hexagonal _symmetry_space_group_name_H-M 'P 61 2 2' _symmetry_space_group_name_Hall 'P 61 2 (00-1)' _symmetry_Int_Tables_number 178 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y, x-y, z+1/3' '-x+y, -x, z+2/3' 'x-y, x, z+1/6' 'y, -x+y, z+5/6' 'x-y, -y, -z' '-x, -x+y, -z+2/3' 'y, x, -z+1/3' '-y, -x, -z+5/6' 'x, x-y, -z+1/6' '-x+y, y, -z+1/2' _cell_length_a 16.5002(3) _cell_length_b 16.5002(3) _cell_length_c 19.1805(2) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 120 _cell_volume 4522.40(13) _cell_formula_units_Z 6 _cell_measurement_temperature 123.0(1) _cell_measurement_reflns_used 3827 _cell_measurement_theta_min 0.407 _cell_measurement_theta_max 28.283 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _exptl_crystal_density_diffrn 1.277 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1788 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 2.054 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Sheldrick, G. M. SADABS 2008/2; University of G\"ottingen: G\"ottingen, Germany, 2008. ; _exptl_absorpt_correction_T_min 0.6300 _exptl_absorpt_correction_T_max 0.7462 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 123.0(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type 'Bruker-Nonius Kappa Apex II Diffractometer' _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0457 _diffrn_reflns_av_unetI/netI 0.035 _diffrn_reflns_number 17157 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.56 _diffrn_reflns_theta_max 24.96 _diffrn_reflns_theta_full 24.96 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _reflns_number_total 2654 _reflns_number_gt 2489 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'COLLECT (Hooft, 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'MERCURY (Macrae et al., 2006)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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^)+(0.0759P)^2^+3.6783P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 2654 _refine_ls_number_parameters 135 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0344 _refine_ls_R_factor_gt 0.0286 _refine_ls_wR_factor_ref 0.1019 _refine_ls_wR_factor_gt 0.0901 _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_restrained_S_all 1.005 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.035(16) _refine_diff_density_max 0.722 _refine_diff_density_min -0.691 _refine_diff_density_rms 0.267 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' Br Br -0.2901 2.4595 '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' 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 0.585794(15) 0.17159(3) 0.75 0.01905(15) Uani 1 2 d S . . Br1 Br 0.49749(2) -0.00503(4) 0.75 0.02965(19) Uani 1 2 d S . . P1 P 0.72389(8) 0.19276(8) 0.70316(5) 0.0192(3) Uani 1 1 d . . . C1 C 0.6566(2) 0.3132(4) 0.75 0.0236(13) Uani 1 2 d S . . C2 C 0.7398(3) 0.3646(3) 0.7116(2) 0.0228(9) Uani 1 1 d . . . C3 C 0.7893(4) 0.4617(4) 0.7127(2) 0.0262(10) Uani 1 1 d . . . H3 H 0.8466 0.4951 0.688 0.031 Uiso 1 1 calc R . . C4 C 0.7547(2) 0.5095(4) 0.75 0.0268(13) Uani 1 2 d S . . H4 H 0.788 0.576 0.75 0.032 Uiso 1 2 calc SR . . C5 C 0.7764(3) 0.3124(3) 0.6687(2) 0.0220(9) Uani 1 1 d . . . H5A H 0.8455 0.3441 0.6721 0.026 Uiso 1 1 calc R . . H5B H 0.7592 0.311 0.6191 0.026 Uiso 1 1 calc R . . C6 C 0.7200(3) 0.1208(3) 0.6260(2) 0.0234(10) Uani 1 1 d . . . C7 C 0.6372(3) 0.1096(4) 0.5815(2) 0.0329(10) Uani 1 1 d . . . H7A H 0.6457 0.1715 0.5709 0.049 Uiso 1 1 calc R . . H7B H 0.5788 0.0728 0.6074 0.049 Uiso 1 1 calc R . . H7C H 0.6346 0.0774 0.5379 0.049 Uiso 1 1 calc R . . C8 C 0.7012(4) 0.0239(3) 0.6477(3) 0.0321(12) Uani 1 1 d . . . H8A H 0.6523 -0.0016 0.6835 0.048 Uiso 1 1 calc R . . H8B H 0.7587 0.0287 0.6665 0.048 Uiso 1 1 calc R . . H8C H 0.6805 -0.0177 0.6071 0.048 Uiso 1 1 calc R . . C9 C 0.8103(3) 0.1694(3) 0.5820(2) 0.0287(10) Uani 1 1 d . . . H9A H 0.8028 0.132 0.5403 0.043 Uiso 1 1 calc R . . H9B H 0.8629 0.1754 0.6097 0.043 Uiso 1 1 calc R . . H9C H 0.8225 0.2317 0.5681 0.043 Uiso 1 1 calc R . . C10 C 0.8077(4) 0.1987(4) 0.7725(2) 0.0262(10) Uani 1 1 d . . . C11 C 0.8259(4) 0.2806(4) 0.8215(2) 0.0346(12) Uani 1 1 d . . . H11A H 0.766 0.2733 0.837 0.052 Uiso 1 1 calc R . . H11B H 0.8613 0.34 0.7965 0.052 Uiso 1 1 calc R . . H11C H 0.8619 0.2804 0.8621 0.052 Uiso 1 1 calc R . . C12 C 0.7602(4) 0.1077(4) 0.8144(2) 0.0346(12) Uani 1 1 d . . . H12A H 0.7986 0.1137 0.8552 0.052 Uiso 1 1 calc R . . H12B H 0.7533 0.056 0.7851 0.052 Uiso 1 1 calc R . . H12C H 0.6984 0.0952 0.8297 0.052 Uiso 1 1 calc R . . C13 C 0.9013(4) 0.2158(4) 0.7434(3) 0.0370(12) Uani 1 1 d . . . H13A H 0.9424 0.2208 0.782 0.055 Uiso 1 1 calc R . . H13B H 0.9307 0.274 0.7164 0.055 Uiso 1 1 calc R . . H13C H 0.8906 0.1635 0.7131 0.055 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 0.0196(2) 0.0146(3) 0.0213(2) 0 0.00341(16) 0.00731(13) Br1 0.0279(3) 0.0158(3) 0.0413(4) 0 0.0108(2) 0.00788(16) P1 0.0192(6) 0.0164(6) 0.0203(5) 0.0022(4) 0.0033(4) 0.0077(5) C1 0.026(2) 0.021(3) 0.022(3) 0 -0.001(2) 0.0107(17) C2 0.027(2) 0.022(3) 0.0194(19) 0.0005(18) -0.0011(17) 0.012(2) C3 0.030(3) 0.020(3) 0.024(2) 0.0032(19) 0.003(2) 0.009(2) C4 0.031(3) 0.019(3) 0.027(3) 0 -0.004(2) 0.0094(16) C5 0.023(3) 0.018(2) 0.024(2) 0.0062(17) 0.0055(19) 0.011(2) C6 0.027(3) 0.023(2) 0.022(2) -0.0039(18) 0.0022(18) 0.013(2) C7 0.036(3) 0.034(3) 0.027(2) -0.005(2) 0.000(2) 0.016(2) C8 0.038(3) 0.021(3) 0.035(3) -0.003(2) 0.005(2) 0.013(2) C9 0.032(3) 0.032(3) 0.0266(19) 0.006(2) 0.009(2) 0.019(2) C10 0.022(2) 0.026(3) 0.027(2) 0.0024(19) 0.0002(18) 0.009(2) C11 0.039(3) 0.034(3) 0.024(2) -0.001(2) -0.005(2) 0.014(3) C12 0.044(3) 0.034(3) 0.028(2) 0.008(2) 0.001(2) 0.021(3) C13 0.029(3) 0.052(3) 0.033(2) 0.002(2) -0.004(2) 0.022(3) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 2.024(6) . ? Pd1 P1 2.3076(12) 12_656 ? Pd1 P1 2.3076(12) . ? Pd1 Br1 2.5238(8) . ? P1 C5 1.837(4) . ? P1 C10 1.885(5) . ? P1 C6 1.879(4) . ? C1 C2 1.407(5) . ? C1 C2 1.407(5) 12_656 ? C2 C3 1.387(7) . ? C2 C5 1.518(6) . ? C3 C4 1.381(6) . ? C3 H3 0.95 . ? C4 C3 1.381(6) 12_656 ? C4 H4 0.95 . ? C5 H5A 0.99 . ? C5 H5B 0.99 . ? C6 C8 1.526(7) . ? C6 C9 1.542(6) . ? C6 C7 1.541(7) . ? C7 H7A 0.98 . ? C7 H7B 0.98 . ? C7 H7C 0.98 . ? C8 H8A 0.98 . ? C8 H8B 0.98 . ? C8 H8C 0.98 . ? C9 H9A 0.98 . ? C9 H9B 0.98 . ? C9 H9C 0.98 . ? C10 C12 1.529(7) . ? C10 C13 1.530(7) . ? C10 C11 1.548(7) . ? C11 H11A 0.98 . ? C11 H11B 0.98 . ? C11 H11C 0.98 . ? C12 H12A 0.98 . ? C12 H12B 0.98 . ? C12 H12C 0.98 . ? C13 H13A 0.98 . ? C13 H13B 0.98 . ? C13 H13C 0.98 . ? 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 C1 Pd1 P1 82.47(13) . 12_656 ? C1 Pd1 P1 82.47(13) . . ? P1 Pd1 P1 164.93(6) 12_656 . ? C1 Pd1 Br1 180.00(3) . . ? P1 Pd1 Br1 97.53(3) 12_656 . ? P1 Pd1 Br1 97.53(3) . . ? C5 P1 C10 104.9(2) . . ? C5 P1 C6 104.2(2) . . ? C10 P1 C6 112.4(2) . . ? C5 P1 Pd1 101.67(16) . . ? C10 P1 Pd1 112.11(15) . . ? C6 P1 Pd1 119.48(15) . . ? C2 C1 C2 117.1(6) . 12_656 ? C2 C1 Pd1 121.4(3) . . ? C2 C1 Pd1 121.4(3) 12_656 . ? C3 C2 C1 121.4(4) . . ? C3 C2 C5 119.5(4) . . ? C1 C2 C5 119.1(4) . . ? C4 C3 C2 119.6(5) . . ? C4 C3 H3 120.2 . . ? C2 C3 H3 120.2 . . ? C3 C4 C3 120.7(6) . 12_656 ? C3 C4 H4 119.6 . . ? C3 C4 H4 119.6 12_656 . ? C2 C5 P1 107.9(3) . . ? C2 C5 H5A 110.1 . . ? P1 C5 H5A 110.1 . . ? C2 C5 H5B 110.1 . . ? P1 C5 H5B 110.1 . . ? H5A C5 H5B 108.4 . . ? C8 C6 C9 109.4(4) . . ? C8 C6 C7 108.8(4) . . ? C9 C6 C7 109.1(4) . . ? C8 C6 P1 111.8(3) . . ? C9 C6 P1 112.5(3) . . ? C7 C6 P1 105.1(3) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C12 C10 C13 110.3(4) . . ? C12 C10 C11 108.6(4) . . ? C13 C10 C11 108.9(4) . . ? C12 C10 P1 108.5(4) . . ? C13 C10 P1 113.5(3) . . ? C11 C10 P1 106.9(3) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C10 C13 H13A 109.5 . . ? C10 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C10 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 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 C1 Pd1 P1 C5 -21.34(15) . . . . ? P1 Pd1 P1 C5 -21.34(15) 12_656 . . . ? Br1 Pd1 P1 C5 158.66(15) . . . . ? C1 Pd1 P1 C10 90.27(18) . . . . ? P1 Pd1 P1 C10 90.27(18) 12_656 . . . ? Br1 Pd1 P1 C10 -89.73(18) . . . . ? C1 Pd1 P1 C6 -135.15(17) . . . . ? P1 Pd1 P1 C6 -135.15(17) 12_656 . . . ? Br1 Pd1 P1 C6 44.85(17) . . . . ? P1 Pd1 C1 C2 -165.3(2) 12_656 . . . ? P1 Pd1 C1 C2 14.7(2) . . . . ? P1 Pd1 C1 C2 14.7(2) 12_656 . . 12_656 ? P1 Pd1 C1 C2 -165.3(2) . . . 12_656 ? C2 C1 C2 C3 1.3(3) 12_656 . . . ? Pd1 C1 C2 C3 -178.7(3) . . . . ? C2 C1 C2 C5 -179.4(4) 12_656 . . . ? Pd1 C1 C2 C5 0.6(4) . . . . ? C1 C2 C3 C4 -2.6(6) . . . . ? C5 C2 C3 C4 178.1(3) . . . . ? C2 C3 C4 C3 1.3(3) . . . 12_656 ? C3 C2 C5 P1 158.9(4) . . . . ? C1 C2 C5 P1 -20.4(5) . . . . ? C10 P1 C5 C2 -89.9(3) . . . . ? C6 P1 C5 C2 151.8(3) . . . . ? Pd1 P1 C5 C2 27.0(3) . . . . ? C5 P1 C6 C8 165.8(4) . . . . ? C10 P1 C6 C8 52.7(4) . . . . ? Pd1 P1 C6 C8 -81.7(4) . . . . ? C5 P1 C6 C9 42.2(4) . . . . ? C10 P1 C6 C9 -70.8(4) . . . . ? Pd1 P1 C6 C9 154.7(3) . . . . ? C5 P1 C6 C7 -76.4(3) . . . . ? C10 P1 C6 C7 170.5(3) . . . . ? Pd1 P1 C6 C7 36.1(4) . . . . ? C5 P1 C10 C12 168.3(3) . . . . ? C6 P1 C10 C12 -79.1(4) . . . . ? Pd1 P1 C10 C12 58.8(3) . . . . ? C5 P1 C10 C13 -68.6(4) . . . . ? C6 P1 C10 C13 43.9(5) . . . . ? Pd1 P1 C10 C13 -178.2(3) . . . . ? C5 P1 C10 C11 51.4(4) . . . . ? C6 P1 C10 C11 164.0(3) . . . . ? Pd1 P1 C10 C11 -58.1(4) . . . . ? data_5.Hept _database_code_depnum_ccdc_archive 'CCDC 913150' _audit_creation_date 2010-09-24T20:22:13-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION - 5.Hept # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C24 H43 Br P2 Pd' _chemical_formula_sum 'C24 H43 Br P2 Pd' _chemical_formula_weight 579.83 _chemical_melting_point xxx:xxx _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting hexagonal _symmetry_space_group_name_H-M 'P 65 2 2' _symmetry_space_group_name_Hall 'P 65 2 (001)' _symmetry_Int_Tables_number 179 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y, x-y, z+2/3' '-x+y, -x, z+1/3' 'x-y, x, z+5/6' 'y, -x+y, z+1/6' 'x-y, -y, -z' '-x, -x+y, -z+1/3' 'y, x, -z+2/3' '-y, -x, -z+1/6' 'x, x-y, -z+5/6' '-x+y, y, -z+1/2' _cell_length_a 16.5019(5) _cell_length_b 16.5019(5) _cell_length_c 19.6449(6) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 120 _cell_volume 4632.8(2) _cell_formula_units_Z 6 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6295 _cell_measurement_theta_min 2.4647 _cell_measurement_theta_max 33.3297 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _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_diffrn 1.247 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1788 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 2.005 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.5 (release 28-08-2006 CrysAlis171 .NET) (compiled Aug 28 2006,13:05:05) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_correction_T_min 0.79784 _exptl_absorpt_correction_T_max 1.00000 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 16.1829 _diffrn_measurement_device_type 'Xcalibur2 Diffractometer, Sapphire3' _diffrn_measurement_method '\w scans' _diffrn_reflns_av_R_equivalents 0.0756 _diffrn_reflns_av_unetI/netI 0.055 _diffrn_reflns_number 29522 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.47 _diffrn_reflns_theta_max 24.98 _diffrn_reflns_theta_full 24.98 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _reflns_number_total 2733 _reflns_number_gt 1971 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'CrysAlis CCD (Oxford Diffraction, 2006)' _computing_cell_refinement 'CrysAlis RED (Oxford Diffraction, 2006)' _computing_data_reduction 'CrysAlis RED (Oxford Diffraction, 2006)' _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'MERCURY (Macrae et al., 2006)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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^)+(0.0644P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 2733 _refine_ls_number_parameters 135 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0637 _refine_ls_R_factor_gt 0.0384 _refine_ls_wR_factor_ref 0.1186 _refine_ls_wR_factor_gt 0.1076 _refine_ls_goodness_of_fit_ref 1.008 _refine_ls_restrained_S_all 1.008 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.02(2) _refine_diff_density_max 0.616 _refine_diff_density_min -0.264 _refine_diff_density_rms 0.089 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' Br Br -0.2901 2.4595 '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' 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 0.41350(2) 0.82701(5) 0.25 0.0522(2) Uani 1 2 d S . . Br1 Br 0.50176(4) 1.00353(7) 0.25 0.0807(4) Uani 1 2 d S . . P1 P 0.27553(14) 0.80570(12) 0.29615(9) 0.0530(5) Uani 1 1 d . . . C1 C 0.3427(3) 0.6854(6) 0.25 0.057(2) Uani 1 2 d S . . C2 C 0.2600(5) 0.6338(5) 0.2875(3) 0.0597(18) Uani 1 1 d . . . C3 C 0.2109(6) 0.5374(5) 0.2868(4) 0.070(2) Uani 1 1 d . . . H3 H 0.1553 0.5047 0.3109 0.084 Uiso 1 1 calc R . . C4 C 0.2449(3) 0.4899(7) 0.25 0.068(3) Uani 1 2 d S . . H4 H 0.2124 0.4248 0.25 0.082 Uiso 1 2 calc SR . . C5 C 0.2238(6) 0.6865(5) 0.3299(3) 0.0640(19) Uani 1 1 d . . . H5A H 0.2414 0.6882 0.3772 0.077 Uiso 1 1 calc R . . H5B H 0.1561 0.6554 0.3272 0.077 Uiso 1 1 calc R . . C6 C 0.1929(6) 0.8008(6) 0.2289(3) 0.0667(19) Uani 1 1 d . . . C7 C 0.1726(6) 0.7174(7) 0.1804(4) 0.093(3) Uani 1 1 d . . . H7A H 0.2307 0.7242 0.1645 0.14 Uiso 1 1 calc R . . H7B H 0.1363 0.7175 0.1422 0.14 Uiso 1 1 calc R . . H7C H 0.1383 0.6595 0.2047 0.14 Uiso 1 1 calc R . . C8 C 0.2391(7) 0.8908(6) 0.1873(4) 0.085(3) Uani 1 1 d . . . H8A H 0.2517 0.9428 0.2161 0.128 Uiso 1 1 calc R . . H8B H 0.1979 0.8864 0.1511 0.128 Uiso 1 1 calc R . . H8C H 0.2966 0.8998 0.1683 0.128 Uiso 1 1 calc R . . C9 C 0.0972(6) 0.7822(7) 0.2571(5) 0.098(3) Uani 1 1 d . . . H9A H 0.059 0.7821 0.2203 0.147 Uiso 1 1 calc R . . H9B H 0.1072 0.8304 0.289 0.147 Uiso 1 1 calc R . . H9C H 0.0663 0.7225 0.2796 0.147 Uiso 1 1 calc R . . C10 C 0.2799(5) 0.8769(5) 0.3717(4) 0.064(2) Uani 1 1 d . . . C11 C 0.3625(6) 0.8896(6) 0.4136(4) 0.086(2) Uani 1 1 d . . . H11A H 0.3527 0.8295 0.4272 0.129 Uiso 1 1 calc R . . H11B H 0.3686 0.9262 0.4533 0.129 Uiso 1 1 calc R . . H11C H 0.4186 0.9213 0.3868 0.129 Uiso 1 1 calc R . . C12 C 0.2985(6) 0.9741(5) 0.3504(4) 0.081(3) Uani 1 1 d . . . H12A H 0.3474 0.9997 0.3169 0.121 Uiso 1 1 calc R . . H12B H 0.3174 1.0144 0.3894 0.121 Uiso 1 1 calc R . . H12C H 0.2425 0.969 0.3315 0.121 Uiso 1 1 calc R . . C13 C 0.1912(5) 0.8288(6) 0.4150(4) 0.078(2) Uani 1 1 d . . . H13A H 0.1997 0.865 0.4554 0.117 Uiso 1 1 calc R . . H13B H 0.1789 0.7674 0.4274 0.117 Uiso 1 1 calc R . . H13C H 0.1394 0.8239 0.3894 0.117 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 0.0553(4) 0.0414(4) 0.0552(4) 0 0.0097(4) 0.0207(2) Br1 0.0784(7) 0.0444(6) 0.1079(9) 0 0.0292(7) 0.0222(3) P1 0.0554(12) 0.0470(11) 0.0521(9) 0.0062(8) 0.0112(9) 0.0223(10) C1 0.064(5) 0.056(6) 0.050(5) 0 0.007(5) 0.028(3) C2 0.073(5) 0.054(5) 0.049(4) 0.009(4) 0.005(4) 0.029(5) C3 0.077(6) 0.043(5) 0.069(4) 0.009(4) 0.011(4) 0.015(4) C4 0.080(6) 0.036(6) 0.073(6) 0 -0.003(6) 0.018(3) C5 0.068(5) 0.054(5) 0.066(4) 0.014(4) 0.008(4) 0.028(4) C6 0.074(6) 0.065(5) 0.057(4) 0.009(4) -0.001(4) 0.032(4) C7 0.096(7) 0.104(7) 0.071(5) -0.004(5) -0.016(5) 0.043(6) C8 0.106(7) 0.088(7) 0.063(5) 0.016(5) -0.001(5) 0.050(6) C9 0.073(6) 0.125(8) 0.100(7) 0.006(7) -0.001(6) 0.052(6) C10 0.072(5) 0.069(5) 0.051(4) -0.002(4) 0.012(4) 0.036(4) C11 0.090(6) 0.093(6) 0.066(5) -0.024(5) -0.010(6) 0.038(5) C12 0.089(7) 0.059(5) 0.096(6) -0.002(5) 0.017(5) 0.038(5) C13 0.084(6) 0.085(6) 0.070(4) 0.009(5) 0.026(5) 0.045(5) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 2.023(9) . ? Pd1 P1 2.308(2) . ? Pd1 P1 2.308(2) 12 ? Pd1 Br1 2.5227(13) . ? P1 C5 1.832(7) . ? P1 C10 1.871(7) . ? P1 C6 1.871(7) . ? C1 C2 1.403(8) 12 ? C1 C2 1.403(8) . ? C2 C3 1.377(10) . ? C2 C5 1.525(10) . ? C3 C4 1.375(9) . ? C3 H3 0.93 . ? C4 C3 1.375(9) 12 ? C4 H4 0.93 . ? C5 H5A 0.97 . ? C5 H5B 0.97 . ? C6 C8 1.523(10) . ? C6 C9 1.553(11) . ? C6 C7 1.565(11) . ? C7 H7A 0.96 . ? C7 H7B 0.96 . ? C7 H7C 0.96 . ? C8 H8A 0.96 . ? C8 H8B 0.96 . ? C8 H8C 0.96 . ? C9 H9A 0.96 . ? C9 H9B 0.96 . ? C9 H9C 0.96 . ? C10 C11 1.515(11) . ? C10 C13 1.527(10) . ? C10 C12 1.533(11) . ? C11 H11A 0.96 . ? C11 H11B 0.96 . ? C11 H11C 0.96 . ? C12 H12A 0.96 . ? C12 H12B 0.96 . ? C12 H12C 0.96 . ? C13 H13A 0.96 . ? C13 H13B 0.96 . ? C13 H13C 0.96 . ? 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 C1 Pd1 P1 82.42(19) . . ? C1 Pd1 P1 82.42(19) . 12 ? P1 Pd1 P1 164.84(10) . 12 ? C1 Pd1 Br1 180 . . ? P1 Pd1 Br1 97.58(5) . . ? P1 Pd1 Br1 97.58(5) 12 . ? C5 P1 C10 103.8(3) . . ? C5 P1 C6 105.7(4) . . ? C10 P1 C6 112.7(4) . . ? C5 P1 Pd1 101.5(3) . . ? C10 P1 Pd1 119.4(3) . . ? C6 P1 Pd1 111.8(2) . . ? C2 C1 C2 116.5(9) 12 . ? C2 C1 Pd1 121.7(4) 12 . ? C2 C1 Pd1 121.7(4) . . ? C3 C2 C1 121.8(7) . . ? C3 C2 C5 119.5(7) . . ? C1 C2 C5 118.6(7) . . ? C4 C3 C2 119.5(8) . . ? C4 C3 H3 120.3 . . ? C2 C3 H3 120.3 . . ? C3 C4 C3 120.8(10) . 12 ? C3 C4 H4 119.6 . . ? C3 C4 H4 119.6 12 . ? C2 C5 P1 108.1(5) . . ? C2 C5 H5A 110.1 . . ? P1 C5 H5A 110.1 . . ? C2 C5 H5B 110.1 . . ? P1 C5 H5B 110.1 . . ? H5A C5 H5B 108.4 . . ? C8 C6 C9 110.4(7) . . ? C8 C6 C7 108.3(6) . . ? C9 C6 C7 107.1(7) . . ? C8 C6 P1 109.8(6) . . ? C9 C6 P1 113.7(5) . . ? C7 C6 P1 107.4(5) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C11 C10 C13 109.3(6) . . ? C11 C10 C12 107.9(7) . . ? C13 C10 C12 109.6(6) . . ? C11 C10 P1 105.5(5) . . ? C13 C10 P1 112.9(5) . . ? C12 C10 P1 111.4(5) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C10 C13 H13A 109.5 . . ? C10 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C10 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 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 C1 Pd1 P1 C5 21.6(2) . . . . ? P1 Pd1 P1 C5 21.6(2) 12 . . . ? Br1 Pd1 P1 C5 -158.4(2) . . . . ? C1 Pd1 P1 C10 134.8(3) . . . . ? P1 Pd1 P1 C10 134.8(3) 12 . . . ? Br1 Pd1 P1 C10 -45.2(3) . . . . ? C1 Pd1 P1 C6 -90.7(3) . . . . ? P1 Pd1 P1 C6 -90.7(3) 12 . . . ? Br1 Pd1 P1 C6 89.3(3) . . . . ? P1 Pd1 C1 C2 165.2(3) . . . 12 ? P1 Pd1 C1 C2 -14.8(3) 12 . . 12 ? P1 Pd1 C1 C2 -14.8(3) . . . . ? P1 Pd1 C1 C2 165.2(3) 12 . . . ? C2 C1 C2 C3 -1.0(5) 12 . . . ? Pd1 C1 C2 C3 179.0(5) . . . . ? C2 C1 C2 C5 179.3(7) 12 . . . ? Pd1 C1 C2 C5 -0.7(7) . . . . ? C1 C2 C3 C4 2.0(10) . . . . ? C5 C2 C3 C4 -178.3(5) . . . . ? C2 C3 C4 C3 -1.0(5) . . . 12 ? C3 C2 C5 P1 -159.0(6) . . . . ? C1 C2 C5 P1 20.8(7) . . . . ? C10 P1 C5 C2 -151.8(5) . . . . ? C6 P1 C5 C2 89.4(6) . . . . ? Pd1 P1 C5 C2 -27.4(5) . . . . ? C5 P1 C6 C8 -168.0(5) . . . . ? C10 P1 C6 C8 79.3(6) . . . . ? Pd1 P1 C6 C8 -58.3(6) . . . . ? C5 P1 C6 C9 67.8(7) . . . . ? C10 P1 C6 C9 -44.9(7) . . . . ? Pd1 P1 C6 C9 177.5(5) . . . . ? C5 P1 C6 C7 -50.5(6) . . . . ? C10 P1 C6 C7 -163.2(5) . . . . ? Pd1 P1 C6 C7 59.2(6) . . . . ? C5 P1 C10 C11 77.2(6) . . . . ? C6 P1 C10 C11 -168.9(5) . . . . ? Pd1 P1 C10 C11 -34.8(6) . . . . ? C5 P1 C10 C13 -42.2(6) . . . . ? C6 P1 C10 C13 71.7(6) . . . . ? Pd1 P1 C10 C13 -154.2(4) . . . . ? C5 P1 C10 C12 -166.0(6) . . . . ? C6 P1 C10 C12 -52.1(7) . . . . ? Pd1 P1 C10 C12 82.0(6) . . . . ? data_5.Limo _database_code_depnum_ccdc_archive 'CCDC 913151' _audit_creation_date 2010-09-24T20:25:12-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION -5.Lim # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C24 H43 Br P2 Pd' _chemical_formula_sum 'C24 H43 Br P2 Pd' _chemical_formula_weight 579.83 _chemical_melting_point xxx:xxx _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting hexagonal _symmetry_space_group_name_H-M 'P 61 2 2' _symmetry_space_group_name_Hall 'P 61 2 (00-1)' _symmetry_Int_Tables_number 178 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y, x-y, z+1/3' '-x+y, -x, z+2/3' 'x-y, x, z+1/6' 'y, -x+y, z+5/6' 'x-y, -y, -z' '-x, -x+y, -z+2/3' 'y, x, -z+1/3' '-y, -x, -z+5/6' 'x, x-y, -z+1/6' '-x+y, y, -z+1/2' _cell_length_a 16.4706(3) _cell_length_b 16.4706(3) _cell_length_c 19.2727(4) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 120 _cell_volume 4527.85(15) _cell_formula_units_Z 6 _cell_measurement_temperature 123.0(1) _cell_measurement_reflns_used 3844 _cell_measurement_theta_min 0.407 _cell_measurement_theta_max 28.283 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.08 _exptl_crystal_density_diffrn 1.276 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1788 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 2.052 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Sheldrick, G. M. SADABS 2008/2; University of G\"ottingen: G\"ottingen, Germany, 2008. ; _exptl_absorpt_correction_T_min 0.6071 _exptl_absorpt_correction_T_max 0.7457 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 123.0(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type 'Bruker-Nonius Kappa Apex II Diffractometer' _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0559 _diffrn_reflns_av_unetI/netI 0.0341 _diffrn_reflns_number 25237 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _reflns_number_total 2666 _reflns_number_gt 2428 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'COLLECT (Hooft, 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'MERCURY (Macrae et al., 2006)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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^)+(0.0956P)^2^+3.0648P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 2666 _refine_ls_number_parameters 135 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0423 _refine_ls_R_factor_gt 0.0356 _refine_ls_wR_factor_ref 0.1237 _refine_ls_wR_factor_gt 0.1138 _refine_ls_goodness_of_fit_ref 1.007 _refine_ls_restrained_S_all 1.007 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.07(2) _refine_diff_density_max 0.683 _refine_diff_density_min -0.436 _refine_diff_density_rms 0.174 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' Br Br -0.2901 2.4595 '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' 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 0.586377(19) 0.17275(4) 0.75 0.02192(19) Uani 1 2 d S . . Br1 Br 0.49790(3) -0.00420(5) 0.75 0.0319(2) Uani 1 2 d S . . P1 P 0.72485(11) 0.19399(10) 0.70353(7) 0.0224(3) Uani 1 1 d . . . C1 C 0.6576(3) 0.3152(5) 0.75 0.0284(17) Uani 1 2 d S . . C2 C 0.7416(4) 0.3669(4) 0.7117(3) 0.0265(12) Uani 1 1 d . . . C3 C 0.7900(5) 0.4633(4) 0.7129(3) 0.0277(13) Uani 1 1 d . . . H3 H 0.8473 0.4968 0.6881 0.033 Uiso 1 1 calc R . . C4 C 0.7559(3) 0.5118(5) 0.75 0.0298(18) Uani 1 2 d S . . H4 H 0.7892 0.5784 0.75 0.036 Uiso 1 2 calc SR . . C5 C 0.7778(4) 0.3139(4) 0.6691(3) 0.0251(12) Uani 1 1 d . . . H5A H 0.847 0.3454 0.6725 0.03 Uiso 1 1 calc R . . H5B H 0.7605 0.3124 0.6198 0.03 Uiso 1 1 calc R . . C6 C 0.7210(4) 0.1223(4) 0.6263(3) 0.0281(13) Uani 1 1 d . . . C7 C 0.6384(4) 0.1106(5) 0.5827(3) 0.0350(13) Uani 1 1 d . . . H7A H 0.6488 0.1725 0.5691 0.052 Uiso 1 1 calc R . . H7B H 0.5805 0.0778 0.6099 0.052 Uiso 1 1 calc R . . H7C H 0.6328 0.0741 0.541 0.052 Uiso 1 1 calc R . . C8 C 0.7029(5) 0.0248(4) 0.6482(3) 0.0340(15) Uani 1 1 d . . . H8A H 0.6514 -0.0026 0.6818 0.051 Uiso 1 1 calc R . . H8B H 0.7597 0.0307 0.6694 0.051 Uiso 1 1 calc R . . H8C H 0.6861 -0.0158 0.6073 0.051 Uiso 1 1 calc R . . C9 C 0.8106(4) 0.1710(4) 0.5830(3) 0.0309(12) Uani 1 1 d . . . H9A H 0.8011 0.1369 0.5393 0.046 Uiso 1 1 calc R . . H9B H 0.8622 0.1718 0.6088 0.046 Uiso 1 1 calc R . . H9C H 0.8259 0.2354 0.573 0.046 Uiso 1 1 calc R . . C10 C 0.8083(5) 0.1995(5) 0.7723(3) 0.0286(13) Uani 1 1 d . . . C11 C 0.8283(5) 0.2834(5) 0.8206(3) 0.0392(16) Uani 1 1 d . . . H11A H 0.7689 0.2754 0.8382 0.059 Uiso 1 1 calc R . . H11B H 0.8611 0.3421 0.7944 0.059 Uiso 1 1 calc R . . H11C H 0.8674 0.2855 0.8597 0.059 Uiso 1 1 calc R . . C12 C 0.7603(5) 0.1090(4) 0.8141(3) 0.0339(15) Uani 1 1 d . . . H12A H 0.8018 0.1121 0.8517 0.051 Uiso 1 1 calc R . . H12B H 0.7463 0.0559 0.7837 0.051 Uiso 1 1 calc R . . H12C H 0.7018 0.1008 0.8338 0.051 Uiso 1 1 calc R . . C13 C 0.9019(5) 0.2163(5) 0.7429(3) 0.0432(17) Uani 1 1 d . . . H13A H 0.9454 0.2273 0.7811 0.065 Uiso 1 1 calc R . . H13B H 0.9284 0.2712 0.7123 0.065 Uiso 1 1 calc R . . H13C H 0.8916 0.1611 0.7165 0.065 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 0.0251(3) 0.0181(3) 0.0203(3) 0 0.0038(2) 0.00906(16) Br1 0.0322(4) 0.0188(4) 0.0404(5) 0 0.0107(3) 0.0094(2) P1 0.0254(8) 0.0207(7) 0.0191(6) 0.0015(6) 0.0029(6) 0.0100(7) C1 0.033(3) 0.029(4) 0.021(3) 0 -0.005(3) 0.015(2) C2 0.032(3) 0.023(3) 0.017(2) -0.003(2) 0.000(2) 0.008(3) C3 0.032(3) 0.022(3) 0.024(3) 0.000(3) -0.002(3) 0.010(3) C4 0.037(3) 0.023(4) 0.025(4) 0 -0.006(3) 0.012(2) C5 0.026(3) 0.021(3) 0.024(3) 0.005(2) 0.005(3) 0.009(3) C6 0.037(3) 0.029(3) 0.020(3) 0.000(2) 0.005(2) 0.018(3) C7 0.034(3) 0.045(4) 0.022(3) -0.007(3) -0.001(3) 0.017(3) C8 0.034(4) 0.027(3) 0.036(3) -0.001(3) 0.009(3) 0.012(3) C9 0.036(3) 0.037(3) 0.022(2) 0.001(3) 0.005(3) 0.020(3) C10 0.028(3) 0.037(4) 0.019(2) 0.000(2) -0.002(2) 0.014(3) C11 0.047(4) 0.041(4) 0.026(3) 0.000(3) -0.008(3) 0.019(3) C12 0.040(4) 0.036(4) 0.027(3) 0.008(3) 0.000(3) 0.021(3) C13 0.035(4) 0.058(4) 0.032(3) 0.008(4) 0.000(3) 0.019(3) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 2.031(8) . ? Pd1 P1 2.3084(15) 12_656 ? Pd1 P1 2.3084(15) . ? Pd1 Br1 2.5241(9) . ? P1 C5 1.838(5) . ? P1 C10 1.878(6) . ? P1 C6 1.881(6) . ? C1 C2 1.416(7) 12_656 ? C1 C2 1.416(7) . ? C2 C3 1.375(8) . ? C2 C5 1.520(8) . ? C3 C4 1.383(7) . ? C3 H3 0.95 . ? C4 C3 1.383(7) 12_656 ? C4 H4 0.95 . ? C5 H5A 0.99 . ? C5 H5B 0.99 . ? C6 C7 1.528(8) . ? C6 C9 1.528(8) . ? C6 C8 1.539(9) . ? C7 H7A 0.98 . ? C7 H7B 0.98 . ? C7 H7C 0.98 . ? C8 H8A 0.98 . ? C8 H8B 0.98 . ? C8 H8C 0.98 . ? C9 H9A 0.98 . ? C9 H9B 0.98 . ? C9 H9C 0.98 . ? C10 C12 1.523(9) . ? C10 C13 1.531(9) . ? C10 C11 1.559(9) . ? C11 H11A 0.98 . ? C11 H11B 0.98 . ? C11 H11C 0.98 . ? C12 H12A 0.98 . ? C12 H12B 0.98 . ? C12 H12C 0.98 . ? C13 H13A 0.98 . ? C13 H13B 0.98 . ? C13 H13C 0.98 . ? 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 C1 Pd1 P1 82.46(17) . 12_656 ? C1 Pd1 P1 82.46(17) . . ? P1 Pd1 P1 164.92(8) 12_656 . ? C1 Pd1 Br1 180.00(3) . . ? P1 Pd1 Br1 97.54(4) 12_656 . ? P1 Pd1 Br1 97.54(4) . . ? C5 P1 C10 105.0(3) . . ? C5 P1 C6 103.8(3) . . ? C10 P1 C6 112.5(3) . . ? C5 P1 Pd1 101.8(2) . . ? C10 P1 Pd1 112.17(19) . . ? C6 P1 Pd1 119.4(2) . . ? C2 C1 C2 117.2(7) 12_656 . ? C2 C1 Pd1 121.4(4) 12_656 . ? C2 C1 Pd1 121.4(4) . . ? C3 C2 C1 120.9(6) . . ? C3 C2 C5 120.3(5) . . ? C1 C2 C5 118.8(5) . . ? C2 C3 C4 120.5(6) . . ? C2 C3 H3 119.8 . . ? C4 C3 H3 119.8 . . ? C3 C4 C3 120.0(8) 12_656 . ? C3 C4 H4 120 12_656 . ? C3 C4 H4 120 . . ? C2 C5 P1 108.1(4) . . ? C2 C5 H5A 110.1 . . ? P1 C5 H5A 110.1 . . ? C2 C5 H5B 110.1 . . ? P1 C5 H5B 110.1 . . ? H5A C5 H5B 108.4 . . ? C7 C6 C9 109.3(5) . . ? C7 C6 C8 108.9(5) . . ? C9 C6 C8 109.2(5) . . ? C7 C6 P1 105.2(4) . . ? C9 C6 P1 112.5(4) . . ? C8 C6 P1 111.5(4) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C12 C10 C13 110.8(5) . . ? C12 C10 C11 109.1(5) . . ? C13 C10 C11 108.3(6) . . ? C12 C10 P1 108.4(5) . . ? C13 C10 P1 113.2(4) . . ? C11 C10 P1 106.8(4) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C10 C13 H13A 109.5 . . ? C10 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C10 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 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 C1 Pd1 P1 C5 -21.35(19) . . . . ? P1 Pd1 P1 C5 -21.35(19) 12_656 . . . ? Br1 Pd1 P1 C5 158.65(19) . . . . ? C1 Pd1 P1 C10 90.5(2) . . . . ? P1 Pd1 P1 C10 90.5(2) 12_656 . . . ? Br1 Pd1 P1 C10 -89.5(2) . . . . ? C1 Pd1 P1 C6 -134.8(2) . . . . ? P1 Pd1 P1 C6 -134.8(2) 12_656 . . . ? Br1 Pd1 P1 C6 45.2(2) . . . . ? P1 Pd1 C1 C2 14.6(3) 12_656 . . 12_656 ? P1 Pd1 C1 C2 -165.4(3) . . . 12_656 ? P1 Pd1 C1 C2 -165.4(3) 12_656 . . . ? P1 Pd1 C1 C2 14.6(3) . . . . ? C2 C1 C2 C3 1.0(4) 12_656 . . . ? Pd1 C1 C2 C3 -179.0(4) . . . . ? C2 C1 C2 C5 -179.2(6) 12_656 . . . ? Pd1 C1 C2 C5 0.8(6) . . . . ? C1 C2 C3 C4 -2.1(8) . . . . ? C5 C2 C3 C4 178.2(4) . . . . ? C2 C3 C4 C3 1.0(4) . . . 12_656 ? C3 C2 C5 P1 159.2(5) . . . . ? C1 C2 C5 P1 -20.6(6) . . . . ? C10 P1 C5 C2 -89.9(4) . . . . ? C6 P1 C5 C2 151.8(4) . . . . ? Pd1 P1 C5 C2 27.2(4) . . . . ? C5 P1 C6 C7 -76.9(4) . . . . ? C10 P1 C6 C7 170.0(4) . . . . ? Pd1 P1 C6 C7 35.4(4) . . . . ? C5 P1 C6 C9 42.0(5) . . . . ? C10 P1 C6 C9 -71.0(5) . . . . ? Pd1 P1 C6 C9 154.3(3) . . . . ? C5 P1 C6 C8 165.1(5) . . . . ? C10 P1 C6 C8 52.1(5) . . . . ? Pd1 P1 C6 C8 -82.5(5) . . . . ? C5 P1 C10 C12 167.9(4) . . . . ? C6 P1 C10 C12 -79.8(4) . . . . ? Pd1 P1 C10 C12 58.2(4) . . . . ? C5 P1 C10 C13 -68.7(5) . . . . ? C6 P1 C10 C13 43.6(6) . . . . ? Pd1 P1 C10 C13 -178.4(4) . . . . ? C5 P1 C10 C11 50.5(5) . . . . ? C6 P1 C10 C11 162.7(4) . . . . ? Pd1 P1 C10 C11 -59.3(5) . . . . ? data_5.BuBr-1 _database_code_depnum_ccdc_archive 'CCDC 913152' #TrackingRef '5_solv_CCDC_913152_913155_revised.cif' _audit_creation_date 2010-09-24T20:30:53-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION - 5.BuBr-1 # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C24 H43 Br P2 Pd' _chemical_formula_sum 'C24 H43 Br P2 Pd' _chemical_formula_weight 579.83 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting hexagonal _symmetry_space_group_name_H-M 'P 65 2 2' _symmetry_space_group_name_Hall 'P 65 2 (001)' _symmetry_Int_Tables_number 179 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y, x-y, z+2/3' '-x+y, -x, z+1/3' 'x-y, x, z+5/6' 'y, -x+y, z+1/6' 'x-y, -y, -z' '-x, -x+y, -z+1/3' 'y, x, -z+2/3' '-y, -x, -z+1/6' 'x, x-y, -z+5/6' '-x+y, y, -z+1/2' _cell_length_a 16.4373(2) _cell_length_b 16.4373(2) _cell_length_c 19.2522(2) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 120 _cell_volume 4504.76(9) _cell_formula_units_Z 6 _cell_measurement_temperature 123.0(1) _cell_measurement_reflns_used 3811 _cell_measurement_theta_min 0.407 _cell_measurement_theta_max 28.283 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _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_diffrn 1.282 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1788 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 2.062 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Sheldrick, G. M. SADABS 2008/2; University of G\"ottingen: G\"ottingen, Germany, 2008. ; _exptl_absorpt_correction_T_min 0.5475 _exptl_absorpt_correction_T_max 0.7457 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 123.0(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type 'Bruker-Nonius Kappa Apex II Diffractometer' _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0535 _diffrn_reflns_av_unetI/netI 0.0318 _diffrn_reflns_number 28031 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.69 _diffrn_reflns_theta_max 24.98 _diffrn_reflns_theta_full 24.98 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _reflns_number_total 2649 _reflns_number_gt 2427 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'COLLECT (Hooft, 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR2002 (Burla et al., 2003)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'MERCURY (Macrae et al., 2006)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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. Structure contains solvent accessible voids with small amount of solvent molecule(s) used for recrystallisation or other guest molecules. As they could not be modeled satisfactorily data were treated with the Squeeze routine in PLATON. ; _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^)+(0.0579P)^2^+0.9539P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 2649 _refine_ls_number_parameters 135 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0334 _refine_ls_R_factor_gt 0.0286 _refine_ls_wR_factor_ref 0.0821 _refine_ls_wR_factor_gt 0.0800 _refine_ls_goodness_of_fit_ref 0.999 _refine_ls_restrained_S_all 0.999 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.090(14) _refine_diff_density_max 0.241 _refine_diff_density_min -0.369 _refine_diff_density_rms 0.066 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' Br Br -0.2901 2.4595 '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' 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 0.586137(14) 0.17227(3) 0.25 0.02726(13) Uani 1 2 d S . . Br1 Br 0.497700(19) -0.00460(4) 0.25 0.03875(17) Uani 1 2 d S . . P1 P 0.72492(8) 0.19364(7) 0.29639(5) 0.0283(2) Uani 1 1 d . . . C1 C 0.65762(18) 0.3152(4) 0.25 0.0312(12) Uani 1 2 d S . . C2 C 0.7406(3) 0.3653(3) 0.28800(18) 0.0320(9) Uani 1 1 d . . . C3 C 0.7893(3) 0.4632(3) 0.2868(2) 0.0346(10) Uani 1 1 d . . . H3 H 0.8464 0.4968 0.3119 0.041 Uiso 1 1 calc R . . C4 C 0.75581(19) 0.5116(4) 0.25 0.0377(14) Uani 1 2 d S . . H4 H 0.7892 0.5784 0.25 0.045 Uiso 1 2 calc SR . . C5 C 0.7773(3) 0.3129(3) 0.33100(19) 0.0328(9) Uani 1 1 d . . . H5A H 0.7596 0.3112 0.3804 0.039 Uiso 1 1 calc R . . H5B H 0.8466 0.3447 0.3279 0.039 Uiso 1 1 calc R . . C6 C 0.8081(3) 0.1986(3) 0.22772(18) 0.0354(9) Uani 1 1 d . . . C7 C 0.8272(4) 0.2811(3) 0.1787(2) 0.0472(12) Uani 1 1 d . . . H7A H 0.8585 0.3402 0.2047 0.071 Uiso 1 1 calc R . . H7B H 0.7675 0.2715 0.1602 0.071 Uiso 1 1 calc R . . H7C H 0.8675 0.2836 0.1403 0.071 Uiso 1 1 calc R . . C8 C 0.7606(3) 0.1087(3) 0.1852(2) 0.0407(11) Uani 1 1 d . . . H8A H 0.8004 0.1145 0.1455 0.061 Uiso 1 1 calc R . . H8B H 0.6997 0.098 0.1686 0.061 Uiso 1 1 calc R . . H8C H 0.7512 0.0557 0.2143 0.061 Uiso 1 1 calc R . . C9 C 0.9019(3) 0.2154(4) 0.2563(2) 0.0487(12) Uani 1 1 d . . . H9A H 0.9427 0.2195 0.2177 0.073 Uiso 1 1 calc R . . H9B H 0.8911 0.1632 0.2869 0.073 Uiso 1 1 calc R . . H9C H 0.9322 0.2743 0.2827 0.073 Uiso 1 1 calc R . . C10 C 0.7209(3) 0.1214(3) 0.3734(2) 0.0323(9) Uani 1 1 d . . . C11 C 0.6381(3) 0.1100(3) 0.4173(2) 0.0411(10) Uani 1 1 d . . . H11A H 0.5801 0.0773 0.39 0.062 Uiso 1 1 calc R . . H11B H 0.6488 0.1721 0.4308 0.062 Uiso 1 1 calc R . . H11C H 0.6324 0.0734 0.459 0.062 Uiso 1 1 calc R . . C12 C 0.7031(3) 0.0243(3) 0.3515(2) 0.0360(10) Uani 1 1 d . . . H12A H 0.6861 -0.0165 0.3924 0.054 Uiso 1 1 calc R . . H12B H 0.7602 0.0304 0.3305 0.054 Uiso 1 1 calc R . . H12C H 0.6517 -0.0031 0.3177 0.054 Uiso 1 1 calc R . . C13 C 0.8117(3) 0.1708(3) 0.4166(2) 0.0374(9) Uani 1 1 d . . . H13A H 0.8047 0.1337 0.4583 0.056 Uiso 1 1 calc R . . H13B H 0.8239 0.2333 0.4302 0.056 Uiso 1 1 calc R . . H13C H 0.8644 0.1768 0.3888 0.056 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 0.0336(2) 0.0240(2) 0.0210(2) 0 -0.00266(16) 0.01202(12) Br1 0.0408(3) 0.0266(3) 0.0440(3) 0 -0.0089(2) 0.01332(15) P1 0.0339(6) 0.0276(5) 0.0195(4) -0.0003(4) -0.0016(4) 0.0125(5) C1 0.040(2) 0.027(3) 0.022(2) 0 0.003(2) 0.0135(14) C2 0.040(2) 0.031(2) 0.0172(17) -0.0007(18) 0.0012(16) 0.012(2) C3 0.040(3) 0.028(2) 0.027(2) -0.0012(18) -0.0008(19) 0.010(2) C4 0.051(3) 0.021(3) 0.031(3) 0 0.006(3) 0.0104(14) C5 0.040(3) 0.030(2) 0.0223(19) -0.0054(16) -0.0045(19) 0.013(2) C6 0.033(2) 0.042(3) 0.0217(18) -0.0010(17) 0.0011(16) 0.0117(19) C7 0.056(3) 0.046(3) 0.029(2) 0.001(2) 0.012(2) 0.018(2) C8 0.046(3) 0.047(3) 0.029(2) -0.0070(19) 0.0001(19) 0.023(2) C9 0.036(3) 0.066(3) 0.040(2) -0.003(3) 0.005(2) 0.021(2) C10 0.038(2) 0.033(2) 0.0246(19) 0.0058(17) -0.0009(17) 0.017(2) C11 0.042(2) 0.048(3) 0.029(2) 0.011(2) 0.008(2) 0.019(2) C12 0.042(3) 0.031(2) 0.033(2) 0.0033(18) -0.0037(19) 0.017(2) C13 0.047(2) 0.041(2) 0.0248(17) 0.002(2) -0.004(2) 0.022(2) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 2.035(5) . ? Pd1 P1 2.3074(11) 12_655 ? Pd1 P1 2.3074(11) . ? Pd1 Br1 2.5178(7) . ? P1 C5 1.827(4) . ? P1 C6 1.874(4) . ? P1 C10 1.880(4) . ? C1 C2 1.396(5) . ? C1 C2 1.396(5) 12_655 ? C2 C3 1.393(6) . ? C2 C5 1.521(6) . ? C3 C4 1.370(5) . ? C3 H3 0.95 . ? C4 C3 1.370(5) 12_655 ? C4 H4 0.95 . ? C5 H5A 0.99 . ? C5 H5B 0.99 . ? C6 C8 1.519(6) . ? C6 C9 1.527(6) . ? C6 C7 1.549(6) . ? C7 H7A 0.98 . ? C7 H7B 0.98 . ? C7 H7C 0.98 . ? C8 H8A 0.98 . ? C8 H8B 0.98 . ? C8 H8C 0.98 . ? C9 H9A 0.98 . ? C9 H9B 0.98 . ? C9 H9C 0.98 . ? C10 C12 1.531(6) . ? C10 C11 1.531(6) . ? C10 C13 1.538(6) . ? C11 H11A 0.98 . ? C11 H11B 0.98 . ? C11 H11C 0.98 . ? C12 H12A 0.98 . ? C12 H12B 0.98 . ? C12 H12C 0.98 . ? C13 H13A 0.98 . ? C13 H13B 0.98 . ? C13 H13C 0.98 . ? 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 C1 Pd1 P1 82.42(12) . 12_655 ? C1 Pd1 P1 82.42(12) . . ? P1 Pd1 P1 164.85(5) 12_655 . ? C1 Pd1 Br1 180.00(2) . . ? P1 Pd1 Br1 97.58(3) 12_655 . ? P1 Pd1 Br1 97.58(3) . . ? C5 P1 C6 105.6(2) . . ? C5 P1 C10 103.82(18) . . ? C6 P1 C10 112.24(18) . . ? C5 P1 Pd1 101.76(15) . . ? C6 P1 Pd1 112.20(13) . . ? C10 P1 Pd1 119.28(14) . . ? C2 C1 C2 118.6(5) . 12_655 ? C2 C1 Pd1 120.7(3) . . ? C2 C1 Pd1 120.7(3) 12_655 . ? C3 C2 C1 120.0(4) . . ? C3 C2 C5 120.1(4) . . ? C1 C2 C5 119.9(4) . . ? C4 C3 C2 120.9(4) . . ? C4 C3 H3 119.6 . . ? C2 C3 H3 119.6 . . ? C3 C4 C3 119.6(5) 12_655 . ? C3 C4 H4 120.2 12_655 . ? C3 C4 H4 120.2 . . ? C2 C5 P1 107.6(3) . . ? C2 C5 H5A 110.2 . . ? P1 C5 H5A 110.2 . . ? C2 C5 H5B 110.2 . . ? P1 C5 H5B 110.2 . . ? H5A C5 H5B 108.5 . . ? C8 C6 C9 110.6(4) . . ? C8 C6 C7 107.7(3) . . ? C9 C6 C7 108.5(4) . . ? C8 C6 P1 109.2(3) . . ? C9 C6 P1 113.7(3) . . ? C7 C6 P1 106.9(3) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C12 C10 C11 109.3(3) . . ? C12 C10 C13 109.1(3) . . ? C11 C10 C13 109.6(3) . . ? C12 C10 P1 111.7(3) . . ? C11 C10 P1 105.1(3) . . ? C13 C10 P1 112.0(3) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C10 C13 H13A 109.5 . . ? C10 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C10 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 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 C1 Pd1 P1 C5 21.65(13) . . . . ? P1 Pd1 P1 C5 21.65(13) 12_655 . . . ? Br1 Pd1 P1 C5 -158.35(13) . . . . ? C1 Pd1 P1 C6 -90.76(16) . . . . ? P1 Pd1 P1 C6 -90.76(16) 12_655 . . . ? Br1 Pd1 P1 C6 89.24(16) . . . . ? C1 Pd1 P1 C10 135.01(15) . . . . ? P1 Pd1 P1 C10 135.01(15) 12_655 . . . ? Br1 Pd1 P1 C10 -44.99(15) . . . . ? P1 Pd1 C1 C2 165.43(18) 12_655 . . . ? P1 Pd1 C1 C2 -14.57(18) . . . . ? P1 Pd1 C1 C2 -14.57(18) 12_655 . . 12_655 ? P1 Pd1 C1 C2 165.43(18) . . . 12_655 ? C2 C1 C2 C3 -0.7(3) 12_655 . . . ? Pd1 C1 C2 C3 179.3(3) . . . . ? C2 C1 C2 C5 178.9(4) 12_655 . . . ? Pd1 C1 C2 C5 -1.1(4) . . . . ? C1 C2 C3 C4 1.5(5) . . . . ? C5 C2 C3 C4 -178.1(3) . . . . ? C2 C3 C4 C3 -0.7(3) . . . 12_655 ? C3 C2 C5 P1 -159.3(3) . . . . ? C1 C2 C5 P1 21.1(4) . . . . ? C6 P1 C5 C2 89.9(3) . . . . ? C10 P1 C5 C2 -151.9(3) . . . . ? Pd1 P1 C5 C2 -27.4(3) . . . . ? C5 P1 C6 C8 -167.6(3) . . . . ? C10 P1 C6 C8 79.9(3) . . . . ? Pd1 P1 C6 C8 -57.6(3) . . . . ? C5 P1 C6 C9 68.4(4) . . . . ? C10 P1 C6 C9 -44.1(4) . . . . ? Pd1 P1 C6 C9 178.4(3) . . . . ? C5 P1 C6 C7 -51.3(3) . . . . ? C10 P1 C6 C7 -163.8(3) . . . . ? Pd1 P1 C6 C7 58.7(3) . . . . ? C5 P1 C10 C12 -165.2(3) . . . . ? C6 P1 C10 C12 -51.6(4) . . . . ? Pd1 P1 C10 C12 82.6(3) . . . . ? C5 P1 C10 C11 76.5(3) . . . . ? C6 P1 C10 C11 -170.0(3) . . . . ? Pd1 P1 C10 C11 -35.8(3) . . . . ? C5 P1 C10 C13 -42.4(3) . . . . ? C6 P1 C10 C13 71.1(3) . . . . ? Pd1 P1 C10 C13 -154.7(2) . . . . ? loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.000 -0.003 738 84 ' ' _platon_squeeze_details ; ; data_5.BuBr-2 _database_code_depnum_ccdc_archive 'CCDC 913153' _audit_creation_date 2010-09-24T20:34:15-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION - 5.BuBr-2 # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C24 H43 Br P2 Pd' _chemical_formula_sum 'C24 H43 Br P2 Pd' _chemical_formula_weight 579.83 _chemical_melting_point xxx:xxx _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting hexagonal _symmetry_space_group_name_H-M 'P 61 2 2' _symmetry_space_group_name_Hall 'P 61 2 (00-1)' _symmetry_Int_Tables_number 178 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y, x-y, z+1/3' '-x+y, -x, z+2/3' 'x-y, x, z+1/6' 'y, -x+y, z+5/6' 'x-y, -y, -z' '-x, -x+y, -z+2/3' 'y, x, -z+1/3' '-y, -x, -z+5/6' 'x, x-y, -z+1/6' '-x+y, y, -z+1/2' _cell_length_a 16.5479(2) _cell_length_b 16.5479(2) _cell_length_c 19.6062(4) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 120 _cell_volume 4649.54(12) _cell_formula_units_Z 6 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 5048 _cell_measurement_theta_min 0.883 _cell_measurement_theta_max 61.169 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.10 _exptl_crystal_density_diffrn 1.242 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1788 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 7.349 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Sheldrick, G. M. SADABS 2008/2; University of G\"ottingen: G\"ottingen, Germany, 2008. ; _exptl_absorpt_correction_T_min 0.4555 _exptl_absorpt_correction_T_max 0.7523 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 295(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type 'Bruker-Nonius Kappa Apex II Diffractometer' _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0600 _diffrn_reflns_av_unetI/netI 0.0200 _diffrn_reflns_number 64368 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.08 _diffrn_reflns_theta_max 63.33 _diffrn_reflns_theta_full 63.33 _diffrn_measured_fraction_theta_full 1 _diffrn_measured_fraction_theta_max 1 _reflns_number_total 2541 _reflns_number_gt 2391 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'COLLECT (Hooft, 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR2002 (Burla et al., 2003)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'MERCURY (Macrae et al., 2006)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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^)+(0.0963P)^2^+1.1969P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_coef 0.00127(14) _refine_ls_number_reflns 2541 _refine_ls_number_parameters 136 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0385 _refine_ls_R_factor_gt 0.0362 _refine_ls_wR_factor_ref 0.1163 _refine_ls_wR_factor_gt 0.1140 _refine_ls_goodness_of_fit_ref 0.996 _refine_ls_restrained_S_all 0.996 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.015(15) _refine_diff_density_max 0.769 _refine_diff_density_min -0.282 _refine_diff_density_rms 0.124 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd 0.1215 3.9337 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 0.586673(15) 0.17335(3) 0.25 0.0577(2) Uani 1 2 d S . . Br1 Br 0.49861(3) -0.00278(5) 0.25 0.0870(3) Uani 1 2 d S . . P1 P 0.72447(9) 0.19463(8) 0.20381(6) 0.0588(3) Uani 1 1 d . . . C1 C 0.6579(2) 0.3158(5) 0.25 0.0645(16) Uani 1 2 d S . . C2 C 0.7396(4) 0.3650(4) 0.2119(2) 0.0658(12) Uani 1 1 d . . . C3 C 0.7885(4) 0.4621(4) 0.2134(3) 0.0728(14) Uani 1 1 d . . . H3 H 0.8443 0.4949 0.1895 0.087 Uiso 1 1 calc R . . C4 C 0.7549(3) 0.5099(5) 0.25 0.083(2) Uani 1 2 d S . . H4 H 0.7874 0.5748 0.25 0.1 Uiso 1 2 calc SR . . C5 C 0.7759(4) 0.3134(3) 0.1701(3) 0.0682(13) Uani 1 1 d . . . H5A H 0.8434 0.3447 0.1731 0.082 Uiso 1 1 calc R . . H5B H 0.7587 0.3118 0.1226 0.082 Uiso 1 1 calc R . . C6 C 0.7196(4) 0.1222(4) 0.1281(3) 0.0732(14) Uani 1 1 d . . . C7 C 0.6378(5) 0.1106(5) 0.0856(3) 0.0950(19) Uani 1 1 d . . . H7A H 0.6306 0.0728 0.0464 0.142 Uiso 1 1 calc R . . H7B H 0.6492 0.1708 0.0709 0.142 Uiso 1 1 calc R . . H7C H 0.5819 0.0811 0.1125 0.142 Uiso 1 1 calc R . . C8 C 0.7020(5) 0.0274(4) 0.1495(4) 0.0898(18) Uani 1 1 d . . . H8A H 0.657 0.004 0.1858 0.135 Uiso 1 1 calc R . . H8B H 0.7593 0.0322 0.165 0.135 Uiso 1 1 calc R . . H8C H 0.6785 -0.0146 0.1114 0.135 Uiso 1 1 calc R . . C9 C 0.8100(4) 0.1724(5) 0.0855(3) 0.0859(16) Uani 1 1 d . . . H9A H 0.8622 0.1831 0.1133 0.129 Uiso 1 1 calc R . . H9B H 0.8186 0.231 0.0696 0.129 Uiso 1 1 calc R . . H9C H 0.8055 0.1342 0.0472 0.129 Uiso 1 1 calc R . . C10 C 0.8077(4) 0.2001(4) 0.2712(3) 0.0725(13) Uani 1 1 d . . . C11 C 0.8255(6) 0.2822(6) 0.3198(3) 0.103(2) Uani 1 1 d . . . H11A H 0.7672 0.2715 0.3382 0.154 Uiso 1 1 calc R . . H11B H 0.8546 0.3397 0.2948 0.154 Uiso 1 1 calc R . . H11C H 0.8657 0.2857 0.3564 0.154 Uiso 1 1 calc R . . C12 C 0.7603(6) 0.1101(5) 0.3124(3) 0.094(2) Uani 1 1 d . . . H12A H 0.7447 0.0581 0.2828 0.141 Uiso 1 1 calc R . . H12B H 0.7044 0.1032 0.3328 0.141 Uiso 1 1 calc R . . H12C H 0.8019 0.1124 0.3475 0.141 Uiso 1 1 calc R . . C13 C 0.9013(5) 0.2177(6) 0.2418(4) 0.107(2) Uani 1 1 d . . . H13A H 0.9378 0.2119 0.2775 0.16 Uiso 1 1 calc R . . H13B H 0.9346 0.2794 0.2229 0.16 Uiso 1 1 calc R . . H13C H 0.8899 0.1728 0.2067 0.16 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 0.0607(3) 0.0459(3) 0.0615(3) 0 0.0093(2) 0.02295(14) Br1 0.0842(5) 0.0495(4) 0.1157(7) 0 0.0299(5) 0.0248(2) P1 0.0621(7) 0.0529(6) 0.0582(6) 0.0066(5) 0.0110(5) 0.0263(6) C1 0.073(3) 0.052(4) 0.061(3) 0 0.002(3) 0.0262(18) C2 0.073(3) 0.055(3) 0.060(2) 0.008(2) 0.005(2) 0.025(3) C3 0.079(3) 0.048(3) 0.074(3) 0.011(2) 0.008(3) 0.019(3) C4 0.101(5) 0.049(4) 0.082(5) 0 0.005(4) 0.0246(18) C5 0.070(3) 0.057(3) 0.070(3) 0.013(2) 0.014(3) 0.027(2) C6 0.083(4) 0.069(3) 0.068(3) 0.000(3) 0.017(3) 0.038(3) C7 0.096(4) 0.107(5) 0.076(3) -0.019(4) -0.007(4) 0.046(4) C8 0.100(5) 0.069(4) 0.099(4) -0.005(3) 0.016(4) 0.040(3) C9 0.090(4) 0.094(4) 0.075(3) 0.007(3) 0.024(4) 0.047(3) C10 0.074(3) 0.076(3) 0.066(3) 0.007(3) 0.002(3) 0.036(3) C11 0.109(5) 0.110(5) 0.078(4) 0.006(4) -0.014(4) 0.046(5) C12 0.107(5) 0.090(5) 0.083(4) 0.023(3) 0.000(4) 0.047(4) C13 0.072(4) 0.134(6) 0.107(5) 0.003(5) -0.002(4) 0.046(4) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 2.042(7) . ? Pd1 P1 2.3109(13) 12_655 ? Pd1 P1 2.3109(13) . ? Pd1 Br1 2.5240(9) . ? P1 C5 1.831(5) . ? P1 C10 1.878(6) . ? P1 C6 1.885(6) . ? C1 C2 1.395(6) 12_655 ? C1 C2 1.395(6) . ? C2 C3 1.392(7) . ? C2 C5 1.507(8) . ? C3 C4 1.373(7) . ? C3 H3 0.93 . ? C4 C3 1.373(7) 12_655 ? C4 H4 0.93 . ? C5 H5A 0.97 . ? C5 H5B 0.97 . ? C6 C8 1.505(9) . ? C6 C7 1.518(9) . ? C6 C9 1.543(8) . ? C7 H7A 0.96 . ? C7 H7B 0.96 . ? C7 H7C 0.96 . ? C8 H8A 0.96 . ? C8 H8B 0.96 . ? C8 H8C 0.96 . ? C9 H9A 0.96 . ? C9 H9B 0.96 . ? C9 H9C 0.96 . ? C10 C12 1.521(9) . ? C10 C13 1.538(9) . ? C10 C11 1.562(10) . ? C11 H11A 0.96 . ? C11 H11B 0.96 . ? C11 H11C 0.96 . ? C12 H12A 0.96 . ? C12 H12B 0.96 . ? C12 H12C 0.96 . ? C13 H13A 0.96 . ? C13 H13B 0.96 . ? C13 H13C 0.96 . ? 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 C1 Pd1 P1 82.42(14) . 12_655 ? C1 Pd1 P1 82.42(14) . . ? P1 Pd1 P1 164.83(6) 12_655 . ? C1 Pd1 Br1 180 . . ? P1 Pd1 Br1 97.58(3) 12_655 . ? P1 Pd1 Br1 97.58(3) . . ? C5 P1 C10 105.4(3) . . ? C5 P1 C6 104.4(3) . . ? C10 P1 C6 112.5(3) . . ? C5 P1 Pd1 101.44(19) . . ? C10 P1 Pd1 112.05(18) . . ? C6 P1 Pd1 119.1(2) . . ? C2 C1 C2 119.4(6) 12_655 . ? C2 C1 Pd1 120.3(3) 12_655 . ? C2 C1 Pd1 120.3(3) . . ? C3 C2 C1 119.7(5) . . ? C3 C2 C5 119.9(5) . . ? C1 C2 C5 120.3(5) . . ? C4 C3 C2 120.4(6) . . ? C4 C3 H3 119.8 . . ? C2 C3 H3 119.8 . . ? C3 C4 C3 120.2(7) 12_655 . ? C3 C4 H4 119.9 12_655 . ? C3 C4 H4 119.9 . . ? C2 C5 P1 108.0(3) . . ? C2 C5 H5A 110.1 . . ? P1 C5 H5A 110.1 . . ? C2 C5 H5B 110.1 . . ? P1 C5 H5B 110.1 . . ? H5A C5 H5B 108.4 . . ? C8 C6 C7 109.1(6) . . ? C8 C6 C9 110.0(5) . . ? C7 C6 C9 109.6(5) . . ? C8 C6 P1 111.6(4) . . ? C7 C6 P1 105.3(4) . . ? C9 C6 P1 111.2(4) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C12 C10 C13 111.2(6) . . ? C12 C10 C11 107.9(5) . . ? C13 C10 C11 109.3(6) . . ? C12 C10 P1 108.6(5) . . ? C13 C10 P1 113.0(4) . . ? C11 C10 P1 106.7(4) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C10 C13 H13A 109.5 . . ? C10 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C10 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 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 C1 Pd1 P1 C5 -21.54(19) . . . . ? P1 Pd1 P1 C5 -21.54(19) 12_655 . . . ? Br1 Pd1 P1 C5 158.46(19) . . . . ? C1 Pd1 P1 C10 90.5(2) . . . . ? P1 Pd1 P1 C10 90.5(2) 12_655 . . . ? Br1 Pd1 P1 C10 -89.5(2) . . . . ? C1 Pd1 P1 C6 -135.3(2) . . . . ? P1 Pd1 P1 C6 -135.3(2) 12_655 . . . ? Br1 Pd1 P1 C6 44.7(2) . . . . ? P1 Pd1 C1 C2 15.0(2) 12_655 . . 12_655 ? P1 Pd1 C1 C2 -165.0(2) . . . 12_655 ? P1 Pd1 C1 C2 -165.0(2) 12_655 . . . ? P1 Pd1 C1 C2 15.0(2) . . . . ? C2 C1 C2 C3 1.3(4) 12_655 . . . ? Pd1 C1 C2 C3 -178.7(4) . . . . ? C2 C1 C2 C5 -179.7(5) 12_655 . . . ? Pd1 C1 C2 C5 0.3(5) . . . . ? C1 C2 C3 C4 -2.6(8) . . . . ? C5 C2 C3 C4 178.4(4) . . . . ? C2 C3 C4 C3 1.3(4) . . . 12_655 ? C3 C2 C5 P1 158.6(4) . . . . ? C1 C2 C5 P1 -20.4(6) . . . . ? C10 P1 C5 C2 -89.9(4) . . . . ? C6 P1 C5 C2 151.5(4) . . . . ? Pd1 P1 C5 C2 27.1(4) . . . . ? C5 P1 C6 C8 165.6(5) . . . . ? C10 P1 C6 C8 51.8(5) . . . . ? Pd1 P1 C6 C8 -82.3(5) . . . . ? C5 P1 C6 C7 -76.2(5) . . . . ? C10 P1 C6 C7 170.0(4) . . . . ? Pd1 P1 C6 C7 35.9(5) . . . . ? C5 P1 C6 C9 42.4(5) . . . . ? C10 P1 C6 C9 -71.4(5) . . . . ? Pd1 P1 C6 C9 154.5(4) . . . . ? C5 P1 C10 C12 167.7(4) . . . . ? C6 P1 C10 C12 -79.2(5) . . . . ? Pd1 P1 C10 C12 58.1(4) . . . . ? C5 P1 C10 C13 -68.5(6) . . . . ? C6 P1 C10 C13 44.6(6) . . . . ? Pd1 P1 C10 C13 -178.0(5) . . . . ? C5 P1 C10 C11 51.6(5) . . . . ? C6 P1 C10 C11 164.7(4) . . . . ? Pd1 P1 C10 C11 -57.9(5) . . . . ? data_5.DiBrOct _database_code_depnum_ccdc_archive 'CCDC 913154' _audit_creation_date 2010-09-24T20:37:29-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION - 5.DiBrOct # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C24 H43 Br P2 Pd' _chemical_formula_sum 'C24 H43 Br P2 Pd' _chemical_formula_weight 579.83 _chemical_melting_point xxx:xxx _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting hexagonal _symmetry_space_group_name_H-M 'P 61 2 2' _symmetry_space_group_name_Hall 'P 61 2 (00-1)' _symmetry_Int_Tables_number 178 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y, x-y, z+1/3' '-x+y, -x, z+2/3' 'x-y, x, z+1/6' 'y, -x+y, z+5/6' 'x-y, -y, -z' '-x, -x+y, -z+2/3' 'y, x, -z+1/3' '-y, -x, -z+5/6' 'x, x-y, -z+1/6' '-x+y, y, -z+1/2' _cell_length_a 16.4359(7) _cell_length_b 16.4359(7) _cell_length_c 19.2850(10) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 120 _cell_volume 4511.7(4) _cell_formula_units_Z 6 _cell_measurement_temperature 123.0(1) _cell_measurement_reflns_used 6676 _cell_measurement_theta_min 0.407 _cell_measurement_theta_max 27.485 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.03 _exptl_crystal_density_diffrn 1.28 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1788 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 2.059 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Sheldrick, G. M. SADABS 2008/2; University of G\"ottingen: G\"ottingen, Germany, 2008. ; _exptl_absorpt_correction_T_min 0.5070 _exptl_absorpt_correction_T_max 0.7457 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 123.0(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type 'Bruker-Nonius Kappa Apex II Diffractometer' _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.1179 _diffrn_reflns_av_unetI/netI 0.0799 _diffrn_reflns_number 20745 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _reflns_number_total 2658 _reflns_number_gt 2074 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'COLLECT (Hooft, 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR2002 (Burla et al., 2003)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'MERCURY (Macrae et al., 2006)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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^)+(0.0987P)^2^+9.5327P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 2658 _refine_ls_number_parameters 135 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0832 _refine_ls_R_factor_gt 0.0554 _refine_ls_wR_factor_ref 0.1643 _refine_ls_wR_factor_gt 0.1439 _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_restrained_S_all 1.005 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.08(3) _refine_diff_density_max 0.801 _refine_diff_density_min -0.560 _refine_diff_density_rms 0.135 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' Br Br -0.2901 2.4595 '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' 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 0.58623(3) 0.17247(7) 0.25 0.0246(3) Uani 1 2 d S . . Br1 Br 0.49760(5) -0.00480(9) 0.25 0.0346(4) Uani 1 2 d S . . P1 P 0.46874(19) 0.19379(17) 0.29647(12) 0.0251(6) Uani 1 1 d . . . C1 C 0.6581(5) 0.3162(9) 0.25 0.033(3) Uani 1 2 d S . . C2 C 0.6244(8) 0.3652(8) 0.2883(4) 0.031(2) Uani 1 1 d . . . C3 C 0.6737(7) 0.4640(7) 0.2867(4) 0.030(2) Uani 1 1 d . . . H3 H 0.6496 0.4974 0.3114 0.036 Uiso 1 1 calc R . . C4 C 0.7566(5) 0.5133(10) 0.25 0.033(3) Uani 1 2 d S . . H4 H 0.79 0.58 0.25 0.039 Uiso 1 2 calc SR . . C5 C 0.5358(7) 0.3125(6) 0.3306(5) 0.029(2) Uani 1 1 d . . . H5A H 0.4983 0.3443 0.3277 0.035 Uiso 1 1 calc R . . H5B H 0.5518 0.3106 0.3799 0.035 Uiso 1 1 calc R . . C6 C 0.4002(7) 0.1221(7) 0.3735(5) 0.031(2) Uani 1 1 d . . . C7 C 0.4718(7) 0.1108(7) 0.4169(5) 0.039(2) Uani 1 1 d . . . H7A H 0.5251 0.1729 0.4279 0.058 Uiso 1 1 calc R . . H7B H 0.494 0.0746 0.3906 0.058 Uiso 1 1 calc R . . H7C H 0.4421 0.0775 0.46 0.058 Uiso 1 1 calc R . . C8 C 0.3206(7) 0.0244(7) 0.3526(5) 0.034(3) Uani 1 1 d . . . H8A H 0.3446 -0.0042 0.3199 0.051 Uiso 1 1 calc R . . H8B H 0.2699 0.0301 0.3306 0.051 Uiso 1 1 calc R . . H8C H 0.2963 -0.0153 0.394 0.051 Uiso 1 1 calc R . . C9 C 0.3593(7) 0.1713(7) 0.4179(5) 0.035(2) Uani 1 1 d . . . H9A H 0.3273 0.1324 0.4584 0.053 Uiso 1 1 calc R . . H9B H 0.3144 0.1802 0.3901 0.053 Uiso 1 1 calc R . . H9C H 0.4103 0.2325 0.4333 0.053 Uiso 1 1 calc R . . C10 C 0.3907(7) 0.1986(8) 0.2273(4) 0.033(2) Uani 1 1 d . . . C11 C 0.4546(8) 0.2816(8) 0.1791(5) 0.040(3) Uani 1 1 d . . . H11A H 0.5063 0.2736 0.1621 0.06 Uiso 1 1 calc R . . H11B H 0.4801 0.3407 0.2049 0.06 Uiso 1 1 calc R . . H11C H 0.4177 0.2831 0.1397 0.06 Uiso 1 1 calc R . . C12 C 0.3476(8) 0.1087(7) 0.1862(5) 0.036(3) Uani 1 1 d . . . H12A H 0.3103 0.0554 0.2171 0.054 Uiso 1 1 calc R . . H12B H 0.3974 0.1012 0.1647 0.054 Uiso 1 1 calc R . . H12C H 0.3069 0.111 0.15 0.054 Uiso 1 1 calc R . . C13 C 0.3132(8) 0.2152(9) 0.2570(6) 0.048(3) Uani 1 1 d . . . H13A H 0.2781 0.2227 0.2188 0.072 Uiso 1 1 calc R . . H13B H 0.3418 0.2722 0.2856 0.072 Uiso 1 1 calc R . . H13C H 0.2703 0.1613 0.2856 0.072 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 0.0274(4) 0.0200(6) 0.0240(5) 0 0.0049(4) 0.0100(3) Br1 0.0354(6) 0.0213(7) 0.0423(8) 0 0.0110(6) 0.0106(4) P1 0.0293(15) 0.0236(14) 0.0226(11) -0.0001(10) 0.0027(11) 0.0133(12) C1 0.039(6) 0.030(8) 0.027(6) 0 -0.002(6) 0.015(4) C2 0.039(7) 0.034(7) 0.018(4) -0.004(5) -0.003(5) 0.019(5) C3 0.047(7) 0.025(6) 0.020(4) -0.008(4) -0.003(4) 0.019(5) C4 0.039(6) 0.035(8) 0.022(6) 0 0.002(6) 0.018(4) C5 0.026(6) 0.021(5) 0.033(5) 0.001(4) 0.004(5) 0.005(5) C6 0.032(6) 0.033(6) 0.030(5) -0.001(4) 0.004(5) 0.018(5) C7 0.047(6) 0.038(6) 0.033(5) 0.000(6) 0.001(5) 0.022(5) C8 0.040(6) 0.023(6) 0.027(5) 0.000(4) 0.008(4) 0.006(5) C9 0.037(6) 0.037(6) 0.025(4) -0.004(5) 0.007(4) 0.013(5) C10 0.041(6) 0.042(7) 0.025(5) -0.003(4) 0.000(4) 0.028(6) C11 0.055(8) 0.036(7) 0.025(5) -0.002(5) -0.015(5) 0.020(6) C12 0.052(7) 0.037(7) 0.015(5) -0.012(4) -0.011(5) 0.020(6) C13 0.055(8) 0.070(8) 0.037(6) -0.004(7) -0.009(6) 0.045(7) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 2.046(13) . ? Pd1 P1 2.309(3) . ? Pd1 P1 2.309(3) 12_655 ? Pd1 Br1 2.5232(16) . ? P1 C5 1.817(9) . ? P1 C6 1.880(10) . ? P1 C10 1.879(10) . ? C1 C2 1.395(11) . ? C1 C2 1.395(12) 12_655 ? C2 C3 1.406(14) . ? C2 C5 1.508(14) . ? C3 C4 1.383(12) . ? C3 H3 0.95 . ? C4 C3 1.383(12) 12_655 ? C4 H4 0.95 . ? C5 H5A 0.99 . ? C5 H5B 0.99 . ? C6 C8 1.534(14) . ? C6 C9 1.543(13) . ? C6 C7 1.530(14) . ? C7 H7A 0.98 . ? C7 H7B 0.98 . ? C7 H7C 0.98 . ? C8 H8A 0.98 . ? C8 H8B 0.98 . ? C8 H8C 0.98 . ? C9 H9A 0.98 . ? C9 H9B 0.98 . ? C9 H9C 0.98 . ? C10 C12 1.506(14) . ? C10 C13 1.541(14) . ? C10 C11 1.549(14) . ? C11 H11A 0.98 . ? C11 H11B 0.98 . ? C11 H11C 0.98 . ? C12 H12A 0.98 . ? C12 H12B 0.98 . ? C12 H12C 0.98 . ? C13 H13A 0.98 . ? C13 H13B 0.98 . ? C13 H13C 0.98 . ? 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 C1 Pd1 P1 82.5(3) . . ? C1 Pd1 P1 82.5(3) . 12_655 ? P1 Pd1 P1 164.90(13) . 12_655 ? C1 Pd1 Br1 180.0000(10) . . ? P1 Pd1 Br1 97.55(7) . . ? P1 Pd1 Br1 97.55(7) 12_655 . ? C5 P1 C6 103.8(4) . . ? C5 P1 C10 105.8(5) . . ? C6 P1 C10 112.3(5) . . ? C5 P1 Pd1 101.5(4) . . ? C6 P1 Pd1 119.7(3) . . ? C10 P1 Pd1 111.8(3) . . ? C2 C1 C2 120.1(13) . 12_655 ? C2 C1 Pd1 119.99 . . ? C2 C1 Pd1 120.0(7) 12_655 . ? C1 C2 C3 119.3(10) . . ? C1 C2 C5 120.2(10) . . ? C3 C2 C5 120.6(9) . . ? C4 C3 C2 121.2(10) . . ? C4 C3 H3 119.4 . . ? C2 C3 H3 119.4 . . ? C3 C4 C3 119.0(13) . 12_655 ? C3 C4 H4 120.5 . . ? C3 C4 H4 120.5 12_655 . ? C2 C5 P1 108.3(7) . . ? C2 C5 H5A 110 . . ? P1 C5 H5A 110 . . ? C2 C5 H5B 110 . . ? P1 C5 H5B 110 . . ? H5A C5 H5B 108.4 . . ? C8 C6 C9 109.1(8) . . ? C8 C6 C7 108.7(8) . . ? C9 C6 C7 108.8(8) . . ? C8 C6 P1 112.3(7) . . ? C9 C6 P1 113.0(7) . . ? C7 C6 P1 104.6(7) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C12 C10 C13 110.1(9) . . ? C12 C10 C11 109.1(7) . . ? C13 C10 C11 108.9(9) . . ? C12 C10 P1 109.2(8) . . ? C13 C10 P1 112.7(6) . . ? C11 C10 P1 106.7(7) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C10 C13 H13A 109.5 . . ? C10 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C10 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 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 C1 Pd1 P1 C5 -21.6(3) . . . . ? P1 Pd1 P1 C5 -21.6(3) 12_655 . . . ? Br1 Pd1 P1 C5 158.4(3) . . . . ? C1 Pd1 P1 C6 -134.9(4) . . . . ? P1 Pd1 P1 C6 -134.9(4) 12_655 . . . ? Br1 Pd1 P1 C6 45.1(4) . . . . ? C1 Pd1 P1 C10 90.8(4) . . . . ? P1 Pd1 P1 C10 90.8(4) 12_655 . . . ? Br1 Pd1 P1 C10 -89.2(4) . . . . ? P1 Pd1 C1 C2 14.6(4) . . . . ? P1 Pd1 C1 C2 -165.4(4) 12_655 . . . ? P1 Pd1 C1 C2 -165.4(4) . . . 12_655 ? P1 Pd1 C1 C2 14.6(4) 12_655 . . 12_655 ? C2 C1 C2 C3 1.1(6) 12_655 . . . ? Pd1 C1 C2 C3 -178.9(6) . . . . ? C2 C1 C2 C5 -179.0(9) 12_655 . . . ? Pd1 C1 C2 C5 1.0(9) . . . . ? C1 C2 C3 C4 -2.3(13) . . . . ? C5 C2 C3 C4 177.8(7) . . . . ? C2 C3 C4 C3 1.2(6) . . . 12_655 ? C1 C2 C5 P1 -21.1(10) . . . . ? C3 C2 C5 P1 158.7(8) . . . . ? C6 P1 C5 C2 152.3(7) . . . . ? C10 P1 C5 C2 -89.3(7) . . . . ? Pd1 P1 C5 C2 27.5(7) . . . . ? C5 P1 C6 C8 165.7(7) . . . . ? C10 P1 C6 C8 51.9(9) . . . . ? Pd1 P1 C6 C8 -82.2(8) . . . . ? C5 P1 C6 C9 41.7(8) . . . . ? C10 P1 C6 C9 -72.1(8) . . . . ? Pd1 P1 C6 C9 153.8(6) . . . . ? C5 P1 C6 C7 -76.5(7) . . . . ? C10 P1 C6 C7 169.6(6) . . . . ? Pd1 P1 C6 C7 35.5(7) . . . . ? C5 P1 C10 C12 168.2(7) . . . . ? C6 P1 C10 C12 -79.2(8) . . . . ? Pd1 P1 C10 C12 58.6(7) . . . . ? C5 P1 C10 C13 -69.0(9) . . . . ? C6 P1 C10 C13 43.6(10) . . . . ? Pd1 P1 C10 C13 -178.6(7) . . . . ? C5 P1 C10 C11 50.5(8) . . . . ? C6 P1 C10 C11 163.0(7) . . . . ? Pd1 P1 C10 C11 -59.2(7) . . . . ? data_5.EtOH _database_code_depnum_ccdc_archive 'CCDC 913155' #TrackingRef '5_solv_CCDC_913152_913155_revised.cif' _audit_creation_date 2010-09-24T20:40:38-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION - 5.EtOH # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C24 H43 Br P2 Pd' _chemical_formula_sum 'C24 H43 Br P2 Pd' _chemical_formula_weight 579.83 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting hexagonal _symmetry_space_group_name_H-M 'P 61 2 2' _symmetry_space_group_name_Hall 'P 61 2 (00-1)' _symmetry_Int_Tables_number 178 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y, x-y, z+1/3' '-x+y, -x, z+2/3' 'x-y, x, z+1/6' 'y, -x+y, z+5/6' 'x-y, -y, -z' '-x, -x+y, -z+2/3' 'y, x, -z+1/3' '-y, -x, -z+5/6' 'x, x-y, -z+1/6' '-x+y, y, -z+1/2' _cell_length_a 16.4222(6) _cell_length_b 16.4222(6) _cell_length_c 19.3446(4) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 120 _cell_volume 4518.1(3) _cell_formula_units_Z 6 _cell_measurement_temperature 123.0(1) _cell_measurement_reflns_used 3796 _cell_measurement_theta_min 0.407 _cell_measurement_theta_max 28.283 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _exptl_crystal_density_diffrn 1.279 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1788 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 2.056 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Sheldrick, G. M. SADABS 2008/2; University of G\"ottingen: G\"ottingen, Germany, 2008. ; _exptl_absorpt_correction_T_min 0.5862 _exptl_absorpt_correction_T_max 0.7457 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 123.0(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type 'Bruker-Nonius Kappa Apex II Diffractometer' _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0882 _diffrn_reflns_av_unetI/netI 0.0897 _diffrn_reflns_number 13039 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 24.99 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _reflns_number_total 2657 _reflns_number_gt 2042 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'COLLECT (Hooft, 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'MERCURY (Macrae et al., 2006)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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. Structure contains solvent accessible voids with small amount of solvent molecule(s) used for recrystallisation or other guest molecules. As they could not be modeled satisfactorily data were treated with the Squeeze routine in PLATON. ; _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^)+(0.0492P)^2^+2.4539P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 2657 _refine_ls_number_parameters 135 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0813 _refine_ls_R_factor_gt 0.0558 _refine_ls_wR_factor_ref 0.1121 _refine_ls_wR_factor_gt 0.1037 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.019 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.09(2) _refine_diff_density_max 0.412 _refine_diff_density_min -0.306 _refine_diff_density_rms 0.083 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' Br Br -0.2901 2.4595 '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' 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 0.58664(3) 0.17327(5) 0.75 0.0315(2) Uani 1 2 d S . . Br1 Br 0.49797(4) -0.00405(7) 0.75 0.0421(3) Uani 1 2 d S . . P1 P 0.72537(15) 0.19449(14) 0.70375(8) 0.0323(5) Uani 1 1 d . . . C1 C 0.6589(4) 0.3178(7) 0.75 0.038(2) Uani 1 2 d S . . C2 C 0.7428(5) 0.3678(6) 0.7122(3) 0.0375(19) Uani 1 1 d . . . C3 C 0.7908(6) 0.4643(6) 0.7129(3) 0.040(2) Uani 1 1 d . . . H3 H 0.848 0.498 0.6879 0.048 Uiso 1 1 calc R . . C4 C 0.7565(4) 0.5129(7) 0.75 0.045(3) Uani 1 2 d S . . H4 H 0.7899 0.5797 0.75 0.054 Uiso 1 2 calc SR . . C5 C 0.7784(6) 0.3145(5) 0.6695(3) 0.0371(18) Uani 1 1 d . . . H5A H 0.8478 0.3459 0.6725 0.045 Uiso 1 1 calc R . . H5B H 0.7606 0.313 0.6204 0.045 Uiso 1 1 calc R . . C6 C 0.7225(5) 0.1229(5) 0.6270(3) 0.0348(18) Uani 1 1 d . . . C7 C 0.6391(5) 0.1110(6) 0.5834(4) 0.0460(19) Uani 1 1 d . . . H7A H 0.6479 0.173 0.5718 0.069 Uiso 1 1 calc R . . H7B H 0.5807 0.0753 0.6098 0.069 Uiso 1 1 calc R . . H7C H 0.6353 0.077 0.5408 0.069 Uiso 1 1 calc R . . C8 C 0.7026(5) 0.0248(5) 0.6473(3) 0.041(2) Uani 1 1 d . . . H8A H 0.6486 -0.004 0.6787 0.061 Uiso 1 1 calc R . . H8B H 0.7579 0.0296 0.6705 0.061 Uiso 1 1 calc R . . H8C H 0.6887 -0.014 0.6057 0.061 Uiso 1 1 calc R . . C9 C 0.8120(5) 0.1714(5) 0.5833(3) 0.0417(18) Uani 1 1 d . . . H9A H 0.8029 0.1353 0.5408 0.063 Uiso 1 1 calc R . . H9B H 0.8646 0.1747 0.6096 0.063 Uiso 1 1 calc R . . H9C H 0.8258 0.2351 0.5715 0.063 Uiso 1 1 calc R . . C10 C 0.8095(6) 0.2003(5) 0.7726(3) 0.0347(17) Uani 1 1 d . . . C11 C 0.8290(6) 0.2825(6) 0.8206(3) 0.054(2) Uani 1 1 d . . . H11A H 0.7693 0.2749 0.8374 0.081 Uiso 1 1 calc R . . H11B H 0.8632 0.3418 0.795 0.081 Uiso 1 1 calc R . . H11C H 0.867 0.2834 0.8599 0.081 Uiso 1 1 calc R . . C12 C 0.7617(6) 0.1091(5) 0.8140(4) 0.044(2) Uani 1 1 d . . . H12A H 0.8022 0.1133 0.8526 0.066 Uiso 1 1 calc R . . H12B H 0.7506 0.0565 0.784 0.066 Uiso 1 1 calc R . . H12C H 0.7015 0.0989 0.8319 0.066 Uiso 1 1 calc R . . C13 C 0.9036(5) 0.2162(6) 0.7441(4) 0.051(2) Uani 1 1 d . . . H13A H 0.945 0.222 0.7825 0.077 Uiso 1 1 calc R . . H13B H 0.9334 0.274 0.7165 0.077 Uiso 1 1 calc R . . H13C H 0.8925 0.1628 0.7149 0.077 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 0.0374(4) 0.0251(5) 0.0280(3) 0 0.0037(3) 0.0125(2) Br1 0.0436(5) 0.0252(6) 0.0513(6) 0 0.0134(5) 0.0126(3) P1 0.0382(13) 0.0313(12) 0.0251(8) 0.0014(8) 0.0047(8) 0.0157(10) C1 0.046(5) 0.041(7) 0.027(4) 0 -0.005(4) 0.020(3) C2 0.040(5) 0.039(5) 0.024(3) 0.009(4) -0.001(3) 0.013(5) C3 0.059(6) 0.030(5) 0.025(3) 0.011(3) 0.008(4) 0.017(5) C4 0.058(6) 0.032(7) 0.036(5) 0 -0.003(5) 0.016(3) C5 0.044(5) 0.031(4) 0.032(3) 0.009(3) 0.002(4) 0.016(4) C6 0.032(5) 0.035(5) 0.034(4) -0.010(3) 0.000(3) 0.014(4) C7 0.052(5) 0.044(5) 0.037(4) -0.014(4) -0.007(5) 0.021(4) C8 0.035(5) 0.037(5) 0.042(4) 0.003(4) 0.004(4) 0.012(4) C9 0.051(5) 0.044(5) 0.031(3) 0.003(4) 0.013(4) 0.024(4) C10 0.039(5) 0.030(5) 0.031(3) 0.003(3) -0.003(3) 0.015(4) C11 0.059(6) 0.061(6) 0.035(4) -0.007(4) -0.009(4) 0.024(5) C12 0.048(5) 0.047(6) 0.038(4) 0.009(4) -0.005(4) 0.024(5) C13 0.025(4) 0.069(6) 0.044(4) 0.000(5) -0.004(4) 0.011(4) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 2.055(10) . ? Pd1 P1 2.306(2) . ? Pd1 P1 2.306(2) 12_656 ? Pd1 Br1 2.5219(13) . ? P1 C5 1.835(7) . ? P1 C6 1.879(7) . ? P1 C10 1.887(7) . ? C1 C2 1.407(9) . ? C1 C2 1.407(9) 12_656 ? C2 C3 1.372(10) . ? C2 C5 1.515(10) . ? C3 C4 1.385(9) . ? C3 H3 0.95 . ? C4 C3 1.385(9) 12_656 ? C4 H4 0.95 . ? C5 H5A 0.99 . ? C5 H5B 0.99 . ? C6 C8 1.527(10) . ? C6 C9 1.529(9) . ? C6 C7 1.536(10) . ? C7 H7A 0.98 . ? C7 H7B 0.98 . ? C7 H7C 0.98 . ? C8 H8A 0.98 . ? C8 H8B 0.98 . ? C8 H8C 0.98 . ? C9 H9A 0.98 . ? C9 H9B 0.98 . ? C9 H9C 0.98 . ? C10 C12 1.524(10) . ? C10 C11 1.534(10) . ? C10 C13 1.536(10) . ? C11 H11A 0.98 . ? C11 H11B 0.98 . ? C11 H11C 0.98 . ? C12 H12A 0.98 . ? C12 H12B 0.98 . ? C12 H12C 0.98 . ? C13 H13A 0.98 . ? C13 H13B 0.98 . ? C13 H13C 0.98 . ? 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 C1 Pd1 P1 82.5(2) . . ? C1 Pd1 P1 82.5(2) . 12_656 ? P1 Pd1 P1 164.96(11) . 12_656 ? C1 Pd1 Br1 180.00(4) . . ? P1 Pd1 Br1 97.52(5) . . ? P1 Pd1 Br1 97.52(5) 12_656 . ? C5 P1 C6 103.7(3) . . ? C5 P1 C10 105.0(4) . . ? C6 P1 C10 112.2(3) . . ? C5 P1 Pd1 101.8(3) . . ? C6 P1 Pd1 119.9(2) . . ? C10 P1 Pd1 112.1(2) . . ? C2 C1 C2 119.2(10) . 12_656 ? C2 C1 Pd1 120.4(5) . . ? C2 C1 Pd1 120.4(5) 12_656 . ? C3 C2 C1 119.9(8) . . ? C3 C2 C5 120.5(7) . . ? C1 C2 C5 119.6(7) . . ? C2 C3 C4 120.5(8) . . ? C2 C3 H3 119.8 . . ? C4 C3 H3 119.8 . . ? C3 C4 C3 120.1(10) 12_656 . ? C3 C4 H4 119.9 12_656 . ? C3 C4 H4 119.9 . . ? C2 C5 P1 108.2(5) . . ? C2 C5 H5A 110.1 . . ? P1 C5 H5A 110.1 . . ? C2 C5 H5B 110.1 . . ? P1 C5 H5B 110.1 . . ? H5A C5 H5B 108.4 . . ? C8 C6 C9 109.5(6) . . ? C8 C6 C7 107.5(6) . . ? C9 C6 C7 109.1(6) . . ? C8 C6 P1 112.5(5) . . ? C9 C6 P1 113.2(5) . . ? C7 C6 P1 104.8(5) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C12 C10 C11 109.0(5) . . ? C12 C10 C13 109.6(6) . . ? C11 C10 C13 108.6(7) . . ? C12 C10 P1 108.4(6) . . ? C11 C10 P1 107.3(5) . . ? C13 C10 P1 113.8(4) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C10 C13 H13A 109.5 . . ? C10 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C10 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 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 C1 Pd1 P1 C5 -21.4(2) . . . . ? P1 Pd1 P1 C5 -21.4(2) 12_656 . . . ? Br1 Pd1 P1 C5 158.6(2) . . . . ? C1 Pd1 P1 C6 -134.9(3) . . . . ? P1 Pd1 P1 C6 -134.9(3) 12_656 . . . ? Br1 Pd1 P1 C6 45.1(3) . . . . ? C1 Pd1 P1 C10 90.3(3) . . . . ? P1 Pd1 P1 C10 90.3(3) 12_656 . . . ? Br1 Pd1 P1 C10 -89.7(3) . . . . ? P1 Pd1 C1 C2 14.1(3) . . . . ? P1 Pd1 C1 C2 -165.9(3) 12_656 . . . ? P1 Pd1 C1 C2 -165.9(3) . . . 12_656 ? P1 Pd1 C1 C2 14.1(3) 12_656 . . 12_656 ? C2 C1 C2 C3 0.5(5) 12_656 . . . ? Pd1 C1 C2 C3 -179.5(5) . . . . ? C2 C1 C2 C5 -178.2(7) 12_656 . . . ? Pd1 C1 C2 C5 1.8(7) . . . . ? C1 C2 C3 C4 -0.9(10) . . . . ? C5 C2 C3 C4 177.7(5) . . . . ? C2 C3 C4 C3 0.5(5) . . . 12_656 ? C3 C2 C5 P1 159.9(6) . . . . ? C1 C2 C5 P1 -21.5(7) . . . . ? C6 P1 C5 C2 152.7(5) . . . . ? C10 P1 C5 C2 -89.4(5) . . . . ? Pd1 P1 C5 C2 27.6(5) . . . . ? C5 P1 C6 C8 166.3(5) . . . . ? C10 P1 C6 C8 53.6(6) . . . . ? Pd1 P1 C6 C8 -81.2(6) . . . . ? C5 P1 C6 C9 41.6(6) . . . . ? C10 P1 C6 C9 -71.2(6) . . . . ? Pd1 P1 C6 C9 154.1(4) . . . . ? C5 P1 C6 C7 -77.2(6) . . . . ? C10 P1 C6 C7 170.0(5) . . . . ? Pd1 P1 C6 C7 35.3(6) . . . . ? C5 P1 C10 C12 168.5(5) . . . . ? C6 P1 C10 C12 -79.5(5) . . . . ? Pd1 P1 C10 C12 58.8(5) . . . . ? C5 P1 C10 C11 50.9(6) . . . . ? C6 P1 C10 C11 162.9(5) . . . . ? Pd1 P1 C10 C11 -58.8(5) . . . . ? C5 P1 C10 C13 -69.3(6) . . . . ? C6 P1 C10 C13 42.7(7) . . . . ? Pd1 P1 C10 C13 -178.9(5) . . . . ? loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.000 -0.004 741 161 ' ' _platon_squeeze_details ; ; data_4m _database_code_depnum_ccdc_archive 'CCDC 913156' _audit_creation_date 2010-09-24T20:57:39-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION - 4m # #----------------------------------------------------------------------------# _chemical_name_systematic ; ???????????????????????????????????????????????? ; _chemical_formula_moiety 'C24 H43 Cl P2 Pd' _chemical_formula_sum 'C24 H43 Cl P2 Pd' _chemical_formula_weight 535.37 _chemical_melting_point xxx:xxx _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 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 11.7371(2) _cell_length_b 14.9785(2) _cell_length_c 15.6887(2) _cell_angle_alpha 90 _cell_angle_beta 103.6560(10) _cell_angle_gamma 90 _cell_volume 2680.17(7) _cell_formula_units_Z 4 _cell_measurement_temperature 123.0(1) _cell_measurement_reflns_used 8343 _cell_measurement_theta_min 0.407 _cell_measurement_theta_max 30.999 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.30 _exptl_crystal_density_diffrn 1.327 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1120 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.919 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Sheldrick, G. M. SADABS 2008/2; University of G\"ottingen: G\"ottingen, Germany, 2008. ; _exptl_absorpt_correction_T_min 0.6506 _exptl_absorpt_correction_T_max 0.7462 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 123.0(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_radiation_probe X-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type 'Bruker-Nonius Kappa Apex II Diffractometer' _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0271 _diffrn_reflns_av_unetI/netI 0.0247 _diffrn_reflns_number 20988 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.68 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.996 _reflns_number_total 4707 _reflns_number_gt 4257 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Hooft, 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SIR2002 (Burla, 2003)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'MERCURY (Macrae et al., 2006)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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^)+(0.0202P)^2^+2.1122P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 4707 _refine_ls_number_parameters 265 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0235 _refine_ls_R_factor_gt 0.0195 _refine_ls_wR_factor_ref 0.0498 _refine_ls_wR_factor_gt 0.0475 _refine_ls_goodness_of_fit_ref 0.996 _refine_ls_restrained_S_all 0.996 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.337 _refine_diff_density_min -0.335 _refine_diff_density_rms 0.052 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' 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 0.205405(12) 0.417519(8) 0.719341(8) 0.01227(5) Uani 1 1 d . . . Cl1 Cl 0.16830(4) 0.28513(3) 0.79435(3) 0.02162(11) Uani 1 1 d . . . P1 P 0.35253(4) 0.35959(3) 0.66134(3) 0.01445(10) Uani 1 1 d . . . P2 P 0.06992(4) 0.50682(3) 0.76263(3) 0.01429(10) Uani 1 1 d . . . C1 C 0.23000(17) 0.52723(11) 0.65108(11) 0.0157(4) Uani 1 1 d . . . C2 C 0.32640(17) 0.53358(12) 0.61188(12) 0.0179(4) Uani 1 1 d . . . C3 C 0.33613(19) 0.60588(13) 0.55783(12) 0.0224(4) Uani 1 1 d . . . H3 H 0.4002 0.6087 0.5305 0.027 Uiso 1 1 calc R . . C4 C 0.2537(2) 0.67325(13) 0.54369(13) 0.0248(4) Uani 1 1 d . . . H4 H 0.261 0.722 0.5066 0.03 Uiso 1 1 calc R . . C5 C 0.16045(19) 0.66986(12) 0.58355(12) 0.0234(4) Uani 1 1 d . . . H5 H 0.1047 0.717 0.5746 0.028 Uiso 1 1 calc R . . C6 C 0.14781(18) 0.59742(12) 0.63690(12) 0.0178(4) Uani 1 1 d . . . C7 C 0.41901(17) 0.46195(12) 0.62988(13) 0.0198(4) Uani 1 1 d . . . H7A H 0.4856 0.4809 0.6779 0.024 Uiso 1 1 calc R . . H7B H 0.4488 0.451 0.5768 0.024 Uiso 1 1 calc R . . C8 C 0.04395(18) 0.59324(12) 0.67750(13) 0.0209(4) Uani 1 1 d . . . H8A H -0.0278 0.579 0.632 0.025 Uiso 1 1 calc R . . H8B H 0.0326 0.6518 0.7036 0.025 Uiso 1 1 calc R . . C9 C 0.29619(17) 0.29736(12) 0.55673(12) 0.0188(4) Uani 1 1 d . . . C10 C 0.2112(2) 0.22467(14) 0.57138(14) 0.0286(5) Uani 1 1 d . . . H10A H 0.173 0.1976 0.515 0.043 Uiso 1 1 calc R . . H10B H 0.1516 0.2511 0.5981 0.043 Uiso 1 1 calc R . . H10C H 0.2545 0.1787 0.6105 0.043 Uiso 1 1 calc R . . C11 C 0.3916(2) 0.25658(14) 0.51673(13) 0.0287(5) Uani 1 1 d . . . H11A H 0.4328 0.2096 0.5555 0.043 Uiso 1 1 calc R . . H11B H 0.4474 0.3031 0.5099 0.043 Uiso 1 1 calc R . . H11C H 0.3554 0.231 0.4592 0.043 Uiso 1 1 calc R . . C12 C 0.2258(2) 0.36421(14) 0.49086(13) 0.0305(5) Uani 1 1 d . . . H12A H 0.2787 0.41 0.4775 0.046 Uiso 1 1 calc R . . H12B H 0.1661 0.3926 0.5161 0.046 Uiso 1 1 calc R . . H12C H 0.1876 0.3328 0.4368 0.046 Uiso 1 1 calc R . . C13 C 0.47547(18) 0.30036(13) 0.73831(13) 0.0233(4) Uani 1 1 d . . . C14 C 0.4943(2) 0.35090(15) 0.82585(13) 0.0311(5) Uani 1 1 d . . . H14A H 0.4221 0.349 0.8469 0.047 Uiso 1 1 calc R . . H14B H 0.5148 0.4131 0.8172 0.047 Uiso 1 1 calc R . . H14C H 0.5581 0.3227 0.8692 0.047 Uiso 1 1 calc R . . C15 C 0.4417(2) 0.20341(14) 0.75261(15) 0.0320(5) Uani 1 1 d . . . H15A H 0.5022 0.1764 0.7994 0.048 Uiso 1 1 calc R . . H15B H 0.435 0.1695 0.6982 0.048 Uiso 1 1 calc R . . H15C H 0.3664 0.2024 0.7694 0.048 Uiso 1 1 calc R . . C16 C 0.59029(19) 0.30197(16) 0.70774(15) 0.0326(5) Uani 1 1 d . . . H16A H 0.6115 0.3639 0.6985 0.049 Uiso 1 1 calc R . . H16B H 0.58 0.2687 0.6526 0.049 Uiso 1 1 calc R . . H16C H 0.6528 0.2743 0.7525 0.049 Uiso 1 1 calc R . . C17 C -0.07932(17) 0.45959(12) 0.75795(12) 0.0193(4) Uani 1 1 d . . . C18 C -0.17511(18) 0.53179(13) 0.74818(14) 0.0259(4) Uani 1 1 d . . . H18A H -0.252 0.5031 0.7403 0.039 Uiso 1 1 calc R . . H18B H -0.1743 0.5691 0.697 0.039 Uiso 1 1 calc R . . H18C H -0.16 0.569 0.801 0.039 Uiso 1 1 calc R . . C19 C -0.07955(19) 0.40208(13) 0.83892(14) 0.0260(5) Uani 1 1 d . . . H19A H -0.1544 0.3703 0.8302 0.039 Uiso 1 1 calc R . . H19B H -0.0691 0.4405 0.8908 0.039 Uiso 1 1 calc R . . H19C H -0.0153 0.3588 0.8475 0.039 Uiso 1 1 calc R . . C20 C -0.10656(19) 0.39971(14) 0.67595(14) 0.0264(5) Uani 1 1 d . . . H20A H -0.0482 0.3518 0.6828 0.04 Uiso 1 1 calc R . . H20B H -0.104 0.4355 0.6242 0.04 Uiso 1 1 calc R . . H20C H -0.1848 0.3736 0.6687 0.04 Uiso 1 1 calc R . . C21 C 0.13470(18) 0.56514(12) 0.86870(12) 0.0200(4) Uani 1 1 d . . . C22 C 0.04807(19) 0.62585(13) 0.90000(13) 0.0264(5) Uani 1 1 d . . . H22A H -0.0133 0.5894 0.9157 0.04 Uiso 1 1 calc R . . H22B H 0.0124 0.6673 0.8529 0.04 Uiso 1 1 calc R . . H22C H 0.0896 0.6597 0.9514 0.04 Uiso 1 1 calc R . . C23 C 0.1856(2) 0.49540(14) 0.93909(13) 0.0271(5) Uani 1 1 d . . . H23A H 0.2275 0.5257 0.9927 0.041 Uiso 1 1 calc R . . H23B H 0.2401 0.4565 0.9178 0.041 Uiso 1 1 calc R . . H23C H 0.1218 0.4594 0.9517 0.041 Uiso 1 1 calc R . . C24 C 0.23619(19) 0.62238(14) 0.85316(14) 0.0275(5) Uani 1 1 d . . . H24A H 0.2789 0.6483 0.9089 0.041 Uiso 1 1 calc R . . H24B H 0.205 0.6703 0.8117 0.041 Uiso 1 1 calc R . . H24C H 0.2895 0.585 0.8289 0.041 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 0.01394(9) 0.01104(8) 0.01281(8) 0.00086(5) 0.00513(6) 0.00052(5) Cl1 0.0277(3) 0.0155(2) 0.0242(2) 0.00684(17) 0.0113(2) 0.00183(18) P1 0.0131(2) 0.0153(2) 0.0157(2) -0.00085(17) 0.00496(18) 0.00012(17) P2 0.0160(3) 0.0126(2) 0.0155(2) 0.00044(17) 0.00640(19) 0.00131(17) C1 0.0201(10) 0.0141(9) 0.0128(8) -0.0016(7) 0.0040(7) -0.0035(7) C2 0.0203(11) 0.0163(9) 0.0176(9) -0.0034(7) 0.0056(8) -0.0052(7) C3 0.0276(12) 0.0218(10) 0.0209(10) -0.0026(8) 0.0120(9) -0.0099(8) C4 0.0394(13) 0.0164(9) 0.0202(9) 0.0032(8) 0.0103(9) -0.0075(9) C5 0.0344(12) 0.0154(9) 0.0202(10) 0.0027(8) 0.0059(9) 0.0024(8) C6 0.0233(11) 0.0154(9) 0.0149(9) -0.0003(7) 0.0050(8) -0.0017(7) C7 0.0177(10) 0.0210(10) 0.0234(10) -0.0025(8) 0.0101(8) -0.0043(8) C8 0.0232(11) 0.0176(9) 0.0231(10) 0.0050(7) 0.0078(8) 0.0055(8) C9 0.0215(11) 0.0186(9) 0.0171(9) -0.0039(7) 0.0060(8) -0.0007(8) C10 0.0307(13) 0.0287(11) 0.0283(11) -0.0093(9) 0.0104(9) -0.0122(9) C11 0.0310(13) 0.0318(11) 0.0269(11) -0.0102(9) 0.0139(9) 0.0000(9) C12 0.0418(14) 0.0273(11) 0.0186(10) -0.0057(8) -0.0004(9) 0.0036(9) C13 0.0174(11) 0.0269(10) 0.0241(10) 0.0010(8) 0.0018(8) 0.0047(8) C14 0.0261(12) 0.0400(13) 0.0237(11) 0.0005(9) -0.0011(9) 0.0067(10) C15 0.0291(13) 0.0277(11) 0.0362(12) 0.0088(9) 0.0018(10) 0.0106(9) C16 0.0158(11) 0.0408(13) 0.0403(13) -0.0034(10) 0.0047(9) 0.0066(9) C17 0.0170(10) 0.0183(9) 0.0241(10) -0.0002(8) 0.0076(8) 0.0006(8) C18 0.0180(11) 0.0273(11) 0.0335(11) -0.0012(9) 0.0085(9) 0.0029(8) C19 0.0234(12) 0.0254(10) 0.0323(11) 0.0034(9) 0.0128(9) -0.0029(8) C20 0.0185(11) 0.0282(11) 0.0319(11) -0.0085(9) 0.0049(9) -0.0036(8) C21 0.0225(11) 0.0194(9) 0.0197(9) -0.0040(8) 0.0084(8) -0.0009(8) C22 0.0325(13) 0.0230(10) 0.0274(11) -0.0067(8) 0.0147(9) 0.0006(9) C23 0.0319(13) 0.0292(11) 0.0191(10) -0.0028(8) 0.0040(9) 0.0021(9) C24 0.0293(12) 0.0275(11) 0.0281(11) -0.0115(9) 0.0116(9) -0.0096(9) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 2.0191(17) . ? Pd1 P2 2.2998(5) . ? Pd1 P1 2.3032(5) . ? Pd1 Cl1 2.3976(4) . ? P1 C7 1.8398(18) . ? P1 C9 1.8674(18) . ? P1 C13 1.872(2) . ? P2 C8 1.8330(18) . ? P2 C21 1.8743(19) . ? P2 C17 1.875(2) . ? C1 C6 1.409(3) . ? C1 C2 1.413(3) . ? C2 C3 1.397(3) . ? C2 C7 1.506(3) . ? C3 C4 1.379(3) . ? C3 H3 0.95 . ? C4 C5 1.384(3) . ? C4 H4 0.95 . ? C5 C6 1.400(3) . ? C5 H5 0.95 . ? C6 C8 1.504(3) . ? C7 H7A 0.99 . ? C7 H7B 0.99 . ? C8 H8A 0.99 . ? C8 H8B 0.99 . ? C9 C10 1.530(3) . ? C9 C11 1.533(3) . ? C9 C12 1.533(3) . ? C10 H10A 0.98 . ? C10 H10B 0.98 . ? C10 H10C 0.98 . ? C11 H11A 0.98 . ? C11 H11B 0.98 . ? C11 H11C 0.98 . ? C12 H12A 0.98 . ? C12 H12B 0.98 . ? C12 H12C 0.98 . ? C13 C16 1.534(3) . ? C13 C15 1.536(3) . ? C13 C14 1.538(3) . ? C14 H14A 0.98 . ? C14 H14B 0.98 . ? C14 H14C 0.98 . ? C15 H15A 0.98 . ? C15 H15B 0.98 . ? C15 H15C 0.98 . ? C16 H16A 0.98 . ? C16 H16B 0.98 . ? C16 H16C 0.98 . ? C17 C19 1.535(3) . ? C17 C20 1.539(3) . ? C17 C18 1.541(3) . ? C18 H18A 0.98 . ? C18 H18B 0.98 . ? C18 H18C 0.98 . ? C19 H19A 0.98 . ? C19 H19B 0.98 . ? C19 H19C 0.98 . ? C20 H20A 0.98 . ? C20 H20B 0.98 . ? C20 H20C 0.98 . ? C21 C22 1.529(3) . ? C21 C23 1.535(3) . ? C21 C24 1.533(3) . ? C22 H22A 0.98 . ? C22 H22B 0.98 . ? C22 H22C 0.98 . ? C23 H23A 0.98 . ? C23 H23B 0.98 . ? C23 H23C 0.98 . ? C24 H24A 0.98 . ? C24 H24B 0.98 . ? C24 H24C 0.98 . ? 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 C1 Pd1 P2 83.03(5) . . ? C1 Pd1 P1 83.26(5) . . ? P2 Pd1 P1 166.154(17) . . ? C1 Pd1 Cl1 177.13(5) . . ? P2 Pd1 Cl1 96.763(16) . . ? P1 Pd1 Cl1 97.028(16) . . ? C7 P1 C9 105.36(9) . . ? C7 P1 C13 104.88(9) . . ? C9 P1 C13 112.92(9) . . ? C7 P1 Pd1 101.37(6) . . ? C9 P1 Pd1 113.10(6) . . ? C13 P1 Pd1 117.34(6) . . ? C8 P2 C21 106.30(9) . . ? C8 P2 C17 104.18(9) . . ? C21 P2 C17 112.96(9) . . ? C8 P2 Pd1 101.73(6) . . ? C21 P2 Pd1 111.68(6) . . ? C17 P2 Pd1 118.29(6) . . ? C6 C1 C2 118.04(16) . . ? C6 C1 Pd1 120.85(13) . . ? C2 C1 Pd1 121.01(13) . . ? C3 C2 C1 120.34(18) . . ? C3 C2 C7 120.49(17) . . ? C1 C2 C7 119.16(16) . . ? C4 C3 C2 120.68(18) . . ? C4 C3 H3 119.7 . . ? C2 C3 H3 119.7 . . ? C3 C4 C5 120.00(18) . . ? C3 C4 H4 120 . . ? C5 C4 H4 120 . . ? C4 C5 C6 120.37(19) . . ? C4 C5 H5 119.8 . . ? C6 C5 H5 119.8 . . ? C5 C6 C1 120.51(18) . . ? C5 C6 C8 119.77(17) . . ? C1 C6 C8 119.70(16) . . ? C2 C7 P1 108.12(13) . . ? C2 C7 H7A 110.1 . . ? P1 C7 H7A 110.1 . . ? C2 C7 H7B 110.1 . . ? P1 C7 H7B 110.1 . . ? H7A C7 H7B 108.4 . . ? C6 C8 P2 109.02(13) . . ? C6 C8 H8A 109.9 . . ? P2 C8 H8A 109.9 . . ? C6 C8 H8B 109.9 . . ? P2 C8 H8B 109.9 . . ? H8A C8 H8B 108.3 . . ? C10 C9 C11 110.06(16) . . ? C10 C9 C12 107.41(17) . . ? C11 C9 C12 108.28(16) . . ? C10 C9 P1 109.34(13) . . ? C11 C9 P1 114.66(14) . . ? C12 C9 P1 106.80(12) . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C9 C11 H11A 109.5 . . ? C9 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C9 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C9 C12 H12A 109.5 . . ? C9 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C9 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C16 C13 C15 109.67(17) . . ? C16 C13 C14 108.66(18) . . ? C15 C13 C14 108.83(17) . . ? C16 C13 P1 113.03(14) . . ? C15 C13 P1 110.87(14) . . ? C14 C13 P1 105.61(13) . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C13 C16 H16A 109.5 . . ? C13 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C13 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C19 C17 C20 108.91(16) . . ? C19 C17 C18 109.41(16) . . ? C20 C17 C18 108.85(17) . . ? C19 C17 P2 111.32(14) . . ? C20 C17 P2 105.10(13) . . ? C18 C17 P2 113.08(13) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C17 C20 H20A 109.5 . . ? C17 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C17 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C22 C21 C23 110.44(16) . . ? C22 C21 C24 108.61(16) . . ? C23 C21 C24 108.04(17) . . ? C22 C21 P2 113.65(14) . . ? C23 C21 P2 109.21(13) . . ? C24 C21 P2 106.68(13) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 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 C1 Pd1 P1 C7 19.07(8) . . . . ? P2 Pd1 P1 C7 11.07(11) . . . . ? Cl1 Pd1 P1 C7 -163.81(7) . . . . ? C1 Pd1 P1 C9 -93.23(8) . . . . ? P2 Pd1 P1 C9 -101.23(10) . . . . ? Cl1 Pd1 P1 C9 83.89(7) . . . . ? C1 Pd1 P1 C13 132.57(9) . . . . ? P2 Pd1 P1 C13 124.58(10) . . . . ? Cl1 Pd1 P1 C13 -50.31(8) . . . . ? C1 Pd1 P2 C8 19.43(9) . . . . ? P1 Pd1 P2 C8 27.43(11) . . . . ? Cl1 Pd1 P2 C8 -157.68(7) . . . . ? C1 Pd1 P2 C21 -93.58(8) . . . . ? P1 Pd1 P2 C21 -85.58(10) . . . . ? Cl1 Pd1 P2 C21 89.30(7) . . . . ? C1 Pd1 P2 C17 132.74(9) . . . . ? P1 Pd1 P2 C17 140.74(9) . . . . ? Cl1 Pd1 P2 C17 -44.37(7) . . . . ? P2 Pd1 C1 C6 -15.59(14) . . . . ? P1 Pd1 C1 C6 166.33(15) . . . . ? P2 Pd1 C1 C2 168.12(15) . . . . ? P1 Pd1 C1 C2 -9.96(14) . . . . ? C6 C1 C2 C3 -2.6(3) . . . . ? Pd1 C1 C2 C3 173.76(14) . . . . ? C6 C1 C2 C7 176.75(16) . . . . ? Pd1 C1 C2 C7 -6.9(2) . . . . ? C1 C2 C3 C4 1.7(3) . . . . ? C7 C2 C3 C4 -177.67(18) . . . . ? C2 C3 C4 C5 0.3(3) . . . . ? C3 C4 C5 C6 -1.3(3) . . . . ? C4 C5 C6 C1 0.3(3) . . . . ? C4 C5 C6 C8 -178.08(18) . . . . ? C2 C1 C6 C5 1.7(3) . . . . ? Pd1 C1 C6 C5 -174.75(14) . . . . ? C2 C1 C6 C8 -179.98(17) . . . . ? Pd1 C1 C6 C8 3.6(2) . . . . ? C3 C2 C7 P1 -156.65(15) . . . . ? C1 C2 C7 P1 24.0(2) . . . . ? C9 P1 C7 C2 91.15(14) . . . . ? C13 P1 C7 C2 -149.45(13) . . . . ? Pd1 P1 C7 C2 -26.90(13) . . . . ? C5 C6 C8 P2 -166.68(15) . . . . ? C1 C6 C8 P2 14.9(2) . . . . ? C21 P2 C8 C6 94.15(14) . . . . ? C17 P2 C8 C6 -146.31(13) . . . . ? Pd1 P2 C8 C6 -22.83(14) . . . . ? C7 P1 C9 C10 -164.86(14) . . . . ? C13 P1 C9 C10 81.24(16) . . . . ? Pd1 P1 C9 C10 -55.02(15) . . . . ? C7 P1 C9 C11 71.01(16) . . . . ? C13 P1 C9 C11 -42.90(17) . . . . ? Pd1 P1 C9 C11 -179.15(12) . . . . ? C7 P1 C9 C12 -48.93(16) . . . . ? C13 P1 C9 C12 -162.84(14) . . . . ? Pd1 P1 C9 C12 60.90(14) . . . . ? C7 P1 C13 C16 -42.37(17) . . . . ? C9 P1 C13 C16 71.83(17) . . . . ? Pd1 P1 C13 C16 -153.90(13) . . . . ? C7 P1 C13 C15 -165.98(14) . . . . ? C9 P1 C13 C15 -51.78(17) . . . . ? Pd1 P1 C13 C15 82.49(14) . . . . ? C7 P1 C13 C14 76.31(15) . . . . ? C9 P1 C13 C14 -169.50(13) . . . . ? Pd1 P1 C13 C14 -35.22(16) . . . . ? C8 P2 C17 C19 -166.31(13) . . . . ? C21 P2 C17 C19 -51.39(15) . . . . ? Pd1 P2 C17 C19 81.73(14) . . . . ? C8 P2 C17 C20 75.94(14) . . . . ? C21 P2 C17 C20 -169.13(12) . . . . ? Pd1 P2 C17 C20 -36.01(14) . . . . ? C8 P2 C17 C18 -42.66(16) . . . . ? C21 P2 C17 C18 72.26(16) . . . . ? Pd1 P2 C17 C18 -154.62(12) . . . . ? C8 P2 C21 C22 69.54(15) . . . . ? C17 P2 C21 C22 -44.10(16) . . . . ? Pd1 P2 C21 C22 179.66(12) . . . . ? C8 P2 C21 C23 -166.66(14) . . . . ? C17 P2 C21 C23 79.70(15) . . . . ? Pd1 P2 C21 C23 -56.53(14) . . . . ? C8 P2 C21 C24 -50.12(16) . . . . ? C17 P2 C21 C24 -163.76(13) . . . . ? Pd1 P2 C21 C24 60.00(14) . . . . ? data_4o _database_code_depnum_ccdc_archive 'CCDC 913157' _audit_creation_date 2010-09-24T21:02:02-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION - 4o # #----------------------------------------------------------------------------# _chemical_name_systematic ; ????????????????????????????????????????? ; _chemical_formula_moiety 'C24 H43 Cl P2 Pd' _chemical_formula_sum 'C24 H43 Cl P2 Pd' _chemical_formula_weight 535.37 _chemical_melting_point xxx:xxx _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_Int_Tables_number 19 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 12.9992(4) _cell_length_b 13.8548(4) _cell_length_c 14.6295(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2634.79(12) _cell_formula_units_Z 4 _cell_measurement_temperature 123.0(1) _cell_measurement_reflns_used 3372 _cell_measurement_theta_min 0.407 _cell_measurement_theta_max 28.283 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _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_diffrn 1.35 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1120 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.935 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Sheldrick, G. M. SADABS 2008/2; University of G\"ottingen: G\"ottingen, Germany, 2008. ; _exptl_absorpt_correction_T_min 0.6531 _exptl_absorpt_correction_T_max 0.7457 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 123.0(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mok\a _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_radiation_probe X-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type 'Bruker-Nonius Kappa Apex II Diffractometer' _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0276 _diffrn_reflns_av_unetI/netI 0.0473 _diffrn_reflns_number 9818 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.56 _diffrn_reflns_theta_max 24.99 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _reflns_number_total 4565 _reflns_number_gt 4219 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Hooft, 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SIR2002 (Giacovazzo, 2003)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'MERCURY (Macrae et al., 2006)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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^)+(0.0109P)^2^+8.3082P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 4565 _refine_ls_number_parameters 265 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0376 _refine_ls_R_factor_gt 0.0333 _refine_ls_wR_factor_ref 0.0788 _refine_ls_wR_factor_gt 0.0765 _refine_ls_goodness_of_fit_ref 0.945 _refine_ls_restrained_S_all 0.945 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.10(4) _refine_diff_density_max 0.882 _refine_diff_density_min -0.398 _refine_diff_density_rms 0.079 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' 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 0.11331(2) 1.00240(2) 0.313606(18) 0.01456(9) Uani 1 1 d . . . Cl1 Cl 0.11009(8) 1.12473(7) 0.19533(7) 0.0191(2) Uani 1 1 d . . . P1 P 0.28891(7) 0.99456(11) 0.33147(7) 0.0157(2) Uani 1 1 d . . . P2 P -0.06221(8) 0.98537(9) 0.32469(7) 0.0160(2) Uani 1 1 d . . . C1 C 0.1137(4) 0.8972(3) 0.4094(3) 0.0181(9) Uani 1 1 d . . . C2 C 0.2055(3) 0.8730(3) 0.4563(3) 0.0159(9) Uani 1 1 d . . . C3 C 0.2066(4) 0.7972(4) 0.5191(3) 0.0229(11) Uani 1 1 d . . . H3 H 0.2686 0.7816 0.5501 0.027 Uiso 1 1 calc R . . C4 C 0.1183(4) 0.7446(3) 0.5367(3) 0.0288(11) Uani 1 1 d . . . H4 H 0.1197 0.6924 0.5788 0.035 Uiso 1 1 calc R . . C5 C 0.0280(4) 0.7689(4) 0.4923(3) 0.0268(12) Uani 1 1 d . . . H5 H -0.0328 0.7332 0.5047 0.032 Uiso 1 1 calc R . . C6 C 0.0244(3) 0.8448(3) 0.4295(3) 0.0190(10) Uani 1 1 d . . . C7 C 0.3018(4) 0.9326(3) 0.4415(3) 0.0207(10) Uani 1 1 d . . . H7A H 0.3632 0.8903 0.441 0.025 Uiso 1 1 calc R . . H7B H 0.3098 0.9803 0.4914 0.025 Uiso 1 1 calc R . . C8 C -0.0745(4) 0.8676(3) 0.3811(3) 0.0240(11) Uani 1 1 d . . . H8A H -0.1319 0.8692 0.4255 0.029 Uiso 1 1 calc R . . H8B H -0.0895 0.8171 0.3351 0.029 Uiso 1 1 calc R . . C9 C 0.3596(4) 1.1115(4) 0.3474(3) 0.0260(11) Uani 1 1 d . . . C10 C 0.2849(4) 1.1761(4) 0.4032(4) 0.0328(13) Uani 1 1 d . . . H10A H 0.3187 1.2374 0.4178 0.049 Uiso 1 1 calc R . . H10B H 0.2659 1.143 0.4599 0.049 Uiso 1 1 calc R . . H10C H 0.2229 1.1886 0.367 0.049 Uiso 1 1 calc R . . C11 C 0.3794(5) 1.1599(4) 0.2556(3) 0.0318(11) Uani 1 1 d . . . H11A H 0.4052 1.2254 0.2657 0.048 Uiso 1 1 calc R . . H11B H 0.3151 1.1627 0.2207 0.048 Uiso 1 1 calc R . . H11C H 0.4306 1.1226 0.2213 0.048 Uiso 1 1 calc R . . C12 C 0.4607(4) 1.1013(5) 0.4018(4) 0.0396(15) Uani 1 1 d . . . H12A H 0.5084 1.0596 0.3681 0.059 Uiso 1 1 calc R . . H12B H 0.4462 1.0726 0.4616 0.059 Uiso 1 1 calc R . . H12C H 0.4918 1.1651 0.4101 0.059 Uiso 1 1 calc R . . C13 C 0.3524(4) 0.9146(4) 0.2448(3) 0.0241(11) Uani 1 1 d . . . C14 C 0.3178(4) 0.9447(4) 0.1493(3) 0.0334(13) Uani 1 1 d . . . H14A H 0.3472 0.9005 0.104 0.05 Uiso 1 1 calc R . . H14B H 0.3414 1.0106 0.1367 0.05 Uiso 1 1 calc R . . H14C H 0.2426 0.9424 0.1457 0.05 Uiso 1 1 calc R . . C15 C 0.4704(4) 0.9139(4) 0.2509(4) 0.0330(14) Uani 1 1 d . . . H15A H 0.4982 0.869 0.2054 0.05 Uiso 1 1 calc R . . H15B H 0.4914 0.8934 0.3122 0.05 Uiso 1 1 calc R . . H15C H 0.4967 0.979 0.2388 0.05 Uiso 1 1 calc R . . C16 C 0.3127(4) 0.8114(4) 0.2621(4) 0.0329(13) Uani 1 1 d . . . H16A H 0.2374 0.8117 0.2634 0.049 Uiso 1 1 calc R . . H16B H 0.339 0.7882 0.321 0.049 Uiso 1 1 calc R . . H16C H 0.3367 0.7687 0.2132 0.049 Uiso 1 1 calc R . . C17 C -0.1188(4) 1.0764(3) 0.4057(3) 0.0225(10) Uani 1 1 d . . . C18 C -0.2354(4) 1.0713(4) 0.4145(4) 0.0307(12) Uani 1 1 d . . . H18A H -0.256 1.005 0.4289 0.046 Uiso 1 1 calc R . . H18B H -0.2672 1.0912 0.3568 0.046 Uiso 1 1 calc R . . H18C H -0.2581 1.1146 0.4636 0.046 Uiso 1 1 calc R . . C19 C -0.0850(4) 1.1770(4) 0.3744(4) 0.0304(13) Uani 1 1 d . . . H19A H -0.1101 1.1888 0.3122 0.046 Uiso 1 1 calc R . . H19B H -0.0097 1.181 0.3751 0.046 Uiso 1 1 calc R . . H19C H -0.1135 1.2258 0.4158 0.046 Uiso 1 1 calc R . . C20 C -0.0700(4) 1.0564(4) 0.5001(3) 0.0316(12) Uani 1 1 d . . . H20A H -0.089 1.1081 0.5426 0.047 Uiso 1 1 calc R . . H20B H 0.0051 1.0541 0.494 0.047 Uiso 1 1 calc R . . H20C H -0.095 0.9945 0.5235 0.047 Uiso 1 1 calc R . . C21 C -0.1397(3) 0.9720(3) 0.2168(3) 0.0232(11) Uani 1 1 d . . . C22 C -0.2410(4) 0.9172(4) 0.2322(4) 0.0316(13) Uani 1 1 d . . . H22A H -0.2843 0.9534 0.275 0.047 Uiso 1 1 calc R . . H22B H -0.2262 0.8532 0.2575 0.047 Uiso 1 1 calc R . . H22C H -0.2772 0.9101 0.1738 0.047 Uiso 1 1 calc R . . C23 C -0.1621(4) 1.0701(4) 0.1722(3) 0.0309(12) Uani 1 1 d . . . H23A H -0.1901 1.0599 0.1107 0.046 Uiso 1 1 calc R . . H23B H -0.0983 1.1075 0.168 0.046 Uiso 1 1 calc R . . H23C H -0.2123 1.1055 0.2093 0.046 Uiso 1 1 calc R . . C24 C -0.0709(4) 0.9120(4) 0.1534(4) 0.0361(13) Uani 1 1 d . . . H24A H -0.1072 0.8997 0.0959 0.054 Uiso 1 1 calc R . . H24B H -0.0543 0.8505 0.183 0.054 Uiso 1 1 calc R . . H24C H -0.0073 0.9475 0.1409 0.054 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 0.01358(14) 0.01454(15) 0.01555(14) 0.00266(16) -0.00017(13) 0.00045(19) Cl1 0.0121(4) 0.0197(5) 0.0256(5) 0.0179(4) 0.0025(5) 0.0016(4) P1 0.0135(5) 0.0168(6) 0.0168(5) 0.0014(6) -0.0015(4) -0.0004(6) P2 0.0142(5) 0.0170(6) 0.0170(5) -0.0003(5) -0.0003(4) -0.0006(5) C1 0.022(2) 0.018(2) 0.0148(19) 0.0002(16) -0.001(2) -0.001(2) C2 0.019(2) 0.016(2) 0.013(2) -0.0003(18) 0.0004(18) -0.0001(19) C3 0.027(3) 0.026(3) 0.016(2) 0.004(2) -0.003(2) 0.006(2) C4 0.039(3) 0.021(2) 0.027(2) 0.0087(19) -0.003(3) 0.000(3) C5 0.026(3) 0.026(3) 0.029(3) 0.006(2) 0.001(2) -0.007(2) C6 0.020(2) 0.016(2) 0.021(2) 0.0012(19) -0.003(2) -0.0010(18) C7 0.020(2) 0.025(3) 0.017(2) 0.005(2) -0.003(2) 0.003(2) C8 0.019(2) 0.019(3) 0.034(3) 0.003(2) -0.003(2) -0.007(2) C9 0.025(3) 0.024(3) 0.029(2) -0.001(2) -0.007(2) -0.009(2) C10 0.041(3) 0.024(3) 0.033(3) -0.002(2) -0.003(3) -0.008(3) C11 0.031(3) 0.026(3) 0.038(3) 0.007(2) 0.002(3) -0.009(3) C12 0.027(3) 0.047(4) 0.045(3) 0.005(3) -0.013(3) -0.016(3) C13 0.018(2) 0.030(3) 0.024(2) 0.000(2) 0.005(2) 0.004(2) C14 0.039(3) 0.041(3) 0.020(2) -0.002(2) 0.001(2) 0.012(3) C15 0.018(3) 0.045(4) 0.036(3) 0.009(3) 0.005(2) 0.013(2) C16 0.040(3) 0.023(3) 0.036(3) -0.007(2) 0.007(3) 0.005(2) C17 0.019(2) 0.027(2) 0.022(2) -0.0070(18) -0.001(2) 0.001(2) C18 0.023(3) 0.036(3) 0.033(3) -0.003(2) 0.006(2) 0.004(2) C19 0.029(3) 0.028(3) 0.035(3) -0.005(2) 0.001(2) 0.004(2) C20 0.039(3) 0.036(3) 0.020(2) -0.007(2) 0.001(2) 0.006(3) C21 0.023(3) 0.026(3) 0.021(2) -0.0025(18) -0.0031(18) -0.0002(18) C22 0.026(3) 0.036(3) 0.033(3) -0.007(2) -0.011(2) -0.001(2) C23 0.030(3) 0.037(3) 0.026(3) 0.004(2) -0.010(2) 0.004(2) C24 0.036(3) 0.044(3) 0.028(3) -0.013(2) -0.001(2) 0.002(3) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 2.022(4) . ? Pd1 P2 2.2995(11) . ? Pd1 P1 2.3002(10) . ? Pd1 Cl1 2.4224(9) . ? P1 C7 1.832(4) . ? P1 C9 1.877(5) . ? P1 C13 1.876(5) . ? P2 C8 1.836(5) . ? P2 C21 1.881(4) . ? P2 C17 1.880(4) . ? C1 C2 1.417(6) . ? C1 C6 1.401(6) . ? C2 C3 1.395(7) . ? C2 C7 1.515(6) . ? C3 C4 1.383(7) . ? C3 H3 0.95 . ? C4 C5 1.384(7) . ? C4 H4 0.95 . ? C5 C6 1.397(7) . ? C5 H5 0.95 . ? C6 C8 1.501(6) . ? C7 H7A 0.99 . ? C7 H7B 0.99 . ? C8 H8A 0.99 . ? C8 H8B 0.99 . ? C9 C11 1.523(7) . ? C9 C12 1.543(7) . ? C9 C10 1.553(7) . ? C10 H10A 0.98 . ? C10 H10B 0.98 . ? C10 H10C 0.98 . ? C11 H11A 0.98 . ? C11 H11B 0.98 . ? C11 H11C 0.98 . ? C12 H12A 0.98 . ? C12 H12B 0.98 . ? C12 H12C 0.98 . ? C13 C15 1.536(7) . ? C13 C14 1.526(7) . ? C13 C16 1.541(7) . ? C14 H14A 0.98 . ? C14 H14B 0.98 . ? C14 H14C 0.98 . ? C15 H15A 0.98 . ? C15 H15B 0.98 . ? C15 H15C 0.98 . ? C16 H16A 0.98 . ? C16 H16B 0.98 . ? C16 H16C 0.98 . ? C17 C18 1.523(7) . ? C17 C19 1.532(7) . ? C17 C20 1.545(6) . ? C18 H18A 0.98 . ? C18 H18B 0.98 . ? C18 H18C 0.98 . ? C19 H19A 0.98 . ? C19 H19B 0.98 . ? C19 H19C 0.98 . ? C20 H20A 0.98 . ? C20 H20B 0.98 . ? C20 H20C 0.98 . ? C21 C24 1.533(7) . ? C21 C22 1.537(7) . ? C21 C23 1.536(6) . ? C22 H22A 0.98 . ? C22 H22B 0.98 . ? C22 H22C 0.98 . ? C23 H23A 0.98 . ? C23 H23B 0.98 . ? C23 H23C 0.98 . ? C24 H24A 0.98 . ? C24 H24B 0.98 . ? C24 H24C 0.98 . ? 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 C1 Pd1 P2 83.10(15) . . ? C1 Pd1 P1 83.36(15) . . ? P2 Pd1 P1 166.37(4) . . ? C1 Pd1 Cl1 178.10(13) . . ? P2 Pd1 Cl1 96.03(4) . . ? P1 Pd1 Cl1 97.55(4) . . ? C7 P1 C9 104.5(2) . . ? C7 P1 C13 106.1(2) . . ? C9 P1 C13 112.2(2) . . ? C7 P1 Pd1 102.29(15) . . ? C9 P1 Pd1 117.35(16) . . ? C13 P1 Pd1 112.81(16) . . ? C8 P2 C21 104.0(2) . . ? C8 P2 C17 106.2(2) . . ? C21 P2 C17 112.7(2) . . ? C8 P2 Pd1 102.08(16) . . ? C21 P2 Pd1 118.82(14) . . ? C17 P2 Pd1 111.33(17) . . ? C2 C1 C6 118.3(4) . . ? C2 C1 Pd1 120.6(3) . . ? C6 C1 Pd1 121.1(3) . . ? C3 C2 C1 120.4(4) . . ? C3 C2 C7 119.7(4) . . ? C1 C2 C7 119.8(4) . . ? C4 C3 C2 120.7(4) . . ? C4 C3 H3 119.6 . . ? C2 C3 H3 119.6 . . ? C3 C4 C5 119.2(4) . . ? C3 C4 H4 120.4 . . ? C5 C4 H4 120.4 . . ? C4 C5 C6 121.4(5) . . ? C4 C5 H5 119.3 . . ? C6 C5 H5 119.3 . . ? C5 C6 C1 120.0(4) . . ? C5 C6 C8 119.8(4) . . ? C1 C6 C8 120.1(4) . . ? C2 C7 P1 107.8(3) . . ? C2 C7 H7A 110.2 . . ? P1 C7 H7A 110.2 . . ? C2 C7 H7B 110.2 . . ? P1 C7 H7B 110.2 . . ? H7A C7 H7B 108.5 . . ? C6 C8 P2 108.9(3) . . ? C6 C8 H8A 109.9 . . ? P2 C8 H8A 109.9 . . ? C6 C8 H8B 109.9 . . ? P2 C8 H8B 109.9 . . ? H8A C8 H8B 108.3 . . ? C11 C9 C12 110.6(4) . . ? C11 C9 C10 108.4(4) . . ? C12 C9 C10 108.3(4) . . ? C11 C9 P1 110.7(3) . . ? C12 C9 P1 113.7(4) . . ? C10 C9 P1 104.9(3) . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C9 C11 H11A 109.5 . . ? C9 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C9 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C9 C12 H12A 109.5 . . ? C9 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C9 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C15 C13 C14 110.4(4) . . ? C15 C13 C16 108.6(4) . . ? C14 C13 C16 107.8(4) . . ? C15 C13 P1 113.8(4) . . ? C14 C13 P1 109.2(3) . . ? C16 C13 P1 106.8(3) . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C13 C16 H16A 109.5 . . ? C13 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C13 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C18 C17 C19 110.7(4) . . ? C18 C17 C20 108.9(4) . . ? C19 C17 C20 108.2(4) . . ? C18 C17 P2 114.3(3) . . ? C19 C17 P2 108.1(3) . . ? C20 C17 P2 106.4(3) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C17 C20 H20A 109.5 . . ? C17 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C17 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C24 C21 C22 108.7(4) . . ? C24 C21 C23 109.5(4) . . ? C22 C21 C23 109.7(4) . . ? C24 C21 P2 104.4(3) . . ? C22 C21 P2 112.6(3) . . ? C23 C21 P2 111.8(3) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 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 C1 Pd1 P1 C7 -18.1(2) . . . . ? P2 Pd1 P1 C7 -11.1(3) . . . . ? Cl1 Pd1 P1 C7 163.57(17) . . . . ? C1 Pd1 P1 C9 -131.8(2) . . . . ? P2 Pd1 P1 C9 -124.7(2) . . . . ? Cl1 Pd1 P1 C9 49.92(17) . . . . ? C1 Pd1 P1 C13 95.4(2) . . . . ? P2 Pd1 P1 C13 102.5(2) . . . . ? Cl1 Pd1 P1 C13 -82.88(18) . . . . ? C1 Pd1 P2 C8 -17.3(2) . . . . ? P1 Pd1 P2 C8 -24.3(3) . . . . ? Cl1 Pd1 P2 C8 161.02(17) . . . . ? C1 Pd1 P2 C21 -130.9(2) . . . . ? P1 Pd1 P2 C21 -138.0(2) . . . . ? Cl1 Pd1 P2 C21 47.37(17) . . . . ? C1 Pd1 P2 C17 95.7(2) . . . . ? P1 Pd1 P2 C17 88.6(2) . . . . ? Cl1 Pd1 P2 C17 -86.03(16) . . . . ? P2 Pd1 C1 C2 -168.8(3) . . . . ? P1 Pd1 C1 C2 9.6(3) . . . . ? P2 Pd1 C1 C6 12.9(3) . . . . ? P1 Pd1 C1 C6 -168.7(4) . . . . ? C6 C1 C2 C3 1.5(6) . . . . ? Pd1 C1 C2 C3 -176.8(3) . . . . ? C6 C1 C2 C7 -175.7(4) . . . . ? Pd1 C1 C2 C7 6.0(6) . . . . ? C1 C2 C3 C4 -0.1(7) . . . . ? C7 C2 C3 C4 177.1(4) . . . . ? C2 C3 C4 C5 -1.0(7) . . . . ? C3 C4 C5 C6 0.6(8) . . . . ? C4 C5 C6 C1 0.9(7) . . . . ? C4 C5 C6 C8 178.7(5) . . . . ? C2 C1 C6 C5 -1.9(6) . . . . ? Pd1 C1 C6 C5 176.4(4) . . . . ? C2 C1 C6 C8 -179.7(4) . . . . ? Pd1 C1 C6 C8 -1.4(6) . . . . ? C3 C2 C7 P1 160.7(4) . . . . ? C1 C2 C7 P1 -22.0(5) . . . . ? C9 P1 C7 C2 147.9(3) . . . . ? C13 P1 C7 C2 -93.4(3) . . . . ? Pd1 P1 C7 C2 25.0(3) . . . . ? C5 C6 C8 P2 167.2(4) . . . . ? C1 C6 C8 P2 -15.0(5) . . . . ? C21 P2 C8 C6 145.3(3) . . . . ? C17 P2 C8 C6 -95.6(4) . . . . ? Pd1 P2 C8 C6 21.1(4) . . . . ? C7 P1 C9 C11 165.6(4) . . . . ? C13 P1 C9 C11 51.1(4) . . . . ? Pd1 P1 C9 C11 -82.0(4) . . . . ? C7 P1 C9 C12 40.4(4) . . . . ? C13 P1 C9 C12 -74.1(4) . . . . ? Pd1 P1 C9 C12 152.8(3) . . . . ? C7 P1 C9 C10 -77.8(3) . . . . ? C13 P1 C9 C10 167.7(3) . . . . ? Pd1 P1 C9 C10 34.7(4) . . . . ? C7 P1 C13 C15 -73.0(4) . . . . ? C9 P1 C13 C15 40.5(4) . . . . ? Pd1 P1 C13 C15 175.8(3) . . . . ? C7 P1 C13 C14 163.2(4) . . . . ? C9 P1 C13 C14 -83.3(4) . . . . ? Pd1 P1 C13 C14 51.9(4) . . . . ? C7 P1 C13 C16 46.8(4) . . . . ? C9 P1 C13 C16 160.4(3) . . . . ? Pd1 P1 C13 C16 -64.4(4) . . . . ? C8 P2 C17 C18 -71.3(4) . . . . ? C21 P2 C17 C18 42.0(4) . . . . ? Pd1 P2 C17 C18 178.4(3) . . . . ? C8 P2 C17 C19 165.0(3) . . . . ? C21 P2 C17 C19 -81.7(4) . . . . ? Pd1 P2 C17 C19 54.7(4) . . . . ? C8 P2 C17 C20 49.0(4) . . . . ? C21 P2 C17 C20 162.3(3) . . . . ? Pd1 P2 C17 C20 -61.3(4) . . . . ? C8 P2 C21 C24 -76.5(4) . . . . ? C17 P2 C21 C24 168.9(3) . . . . ? Pd1 P2 C21 C24 36.1(4) . . . . ? C8 P2 C21 C22 41.3(4) . . . . ? C17 P2 C21 C22 -73.3(4) . . . . ? Pd1 P2 C21 C22 153.9(3) . . . . ? C8 P2 C21 C23 165.3(3) . . . . ? C17 P2 C21 C23 50.7(4) . . . . ? Pd1 P2 C21 C23 -82.1(3) . . . . ? data_5oF _database_code_depnum_ccdc_archive 'CCDC 913158' _audit_creation_date 2010-09-24T21:06:00-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION - 5oF # #----------------------------------------------------------------------------# _chemical_name_systematic ; ??????????????????????????????????????????????????? ; _chemical_formula_moiety 'C24 H43 Br P2 Pd' _chemical_formula_sum 'C24 H43 Br P2 Pd' _chemical_formula_weight 579.83 _chemical_melting_point xxx:xxx _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'F d 2 d' _symmetry_space_group_name_Hall 'F -2d -2d' _symmetry_Int_Tables_number 43 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' '-x+1/4, y+1/4, z+1/4' 'x+1/4, y+1/4, -z+1/4' 'x, y+1/2, z+1/2' '-x, y+1/2, -z+1/2' '-x+1/4, y+3/4, z+3/4' 'x+1/4, y+3/4, -z+3/4' 'x+1/2, y, z+1/2' '-x+1/2, y, -z+1/2' '-x+3/4, y+1/4, z+3/4' 'x+3/4, y+1/4, -z+3/4' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x+3/4, y+3/4, z+1/4' 'x+3/4, y+3/4, -z+1/4' _cell_length_a 12.8097(3) _cell_length_b 17.9649(5) _cell_length_c 22.9892(6) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 5290.4(2) _cell_formula_units_Z 8 _cell_measurement_temperature 123.0(1) _cell_measurement_reflns_used 1719 _cell_measurement_theta_min 0.407 _cell_measurement_theta_max 28.283 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.25 _exptl_crystal_density_diffrn 1.456 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2384 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 2.341 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Sheldrick, G. M. SADABS 2008/2; University of G\"ottingen: G\"ottingen, Germany, 2008. ; _exptl_absorpt_correction_T_min 0.6514 _exptl_absorpt_correction_T_max 0.7457 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 123.0(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_radiation_probe X-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type 'Bruker-Nonius Kappa Apex II Diffractometer' _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0378 _diffrn_reflns_av_unetI/netI 0.0527 _diffrn_reflns_number 4730 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.14 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _reflns_number_total 1718 _reflns_number_gt 1650 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Hooft, 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SIR2002 (Burla, 2003)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'MERCURY (Macrae et al., 2006)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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^)+(0.0548P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 1718 _refine_ls_number_parameters 135 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0304 _refine_ls_R_factor_gt 0.0284 _refine_ls_wR_factor_ref 0.0862 _refine_ls_wR_factor_gt 0.0838 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.032 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.098(14) _refine_diff_density_max 0.416 _refine_diff_density_min -0.391 _refine_diff_density_rms 0.091 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 0.75 0.704011(14) 0.75 0.01149(18) Uani 1 2 d S . . Br1 Br 0.75 0.84477(4) 0.75 0.0250(3) Uani 1 2 d S . . P1 P 0.92606(9) 0.68919(9) 0.76827(5) 0.0128(3) Uani 1 1 d . . . C1 C 0.75 0.5898(5) 0.75 0.014(2) Uani 1 2 d S . . C2 C 0.8376(4) 0.5509(3) 0.7685(2) 0.0157(11) Uani 1 1 d . . . C3 C 0.8378(4) 0.4728(3) 0.7671(2) 0.0183(12) Uani 1 1 d . . . H3 H 0.899 0.4464 0.7779 0.022 Uiso 1 1 calc R . . C4 C 0.75 0.4342(5) 0.75 0.022(2) Uani 1 2 d S . . H4 H 0.75 0.3813 0.75 0.027 Uiso 1 2 calc SR . . C5 C 0.9319(4) 0.5920(3) 0.7918(2) 0.0192(11) Uani 1 1 d . . . H5A H 0.9966 0.5685 0.7771 0.023 Uiso 1 1 calc R . . H5B H 0.9326 0.5895 0.8349 0.023 Uiso 1 1 calc R . . C6 C 0.9847(4) 0.7421(3) 0.8304(3) 0.0162(13) Uani 1 1 d . . . C7 C 1.0129(4) 0.8213(4) 0.8126(3) 0.0209(13) Uani 1 1 d . . . H7A H 1.029 0.8507 0.8473 0.031 Uiso 1 1 calc R . . H7B H 0.954 0.8438 0.7919 0.031 Uiso 1 1 calc R . . H7C H 1.0741 0.8202 0.7869 0.031 Uiso 1 1 calc R . . C8 C 1.0821(4) 0.7048(3) 0.8563(2) 0.0213(12) Uani 1 1 d . . . H8A H 1.106 0.7333 0.8902 0.032 Uiso 1 1 calc R . . H8B H 1.1375 0.7034 0.827 0.032 Uiso 1 1 calc R . . H8C H 1.0649 0.6539 0.8683 0.032 Uiso 1 1 calc R . . C9 C 0.8992(4) 0.7450(3) 0.8772(2) 0.0202(12) Uani 1 1 d . . . H9A H 0.8379 0.771 0.8617 0.03 Uiso 1 1 calc R . . H9B H 0.9254 0.7717 0.9114 0.03 Uiso 1 1 calc R . . H9C H 0.8795 0.6943 0.8883 0.03 Uiso 1 1 calc R . . C10 C 1.0073(3) 0.6935(4) 0.7008(2) 0.0154(12) Uani 1 1 d . . . C11 C 0.9880(4) 0.7681(4) 0.6697(3) 0.0279(16) Uani 1 1 d . . . H11A H 1.0208 0.767 0.6312 0.042 Uiso 1 1 calc R . . H11B H 1.0183 0.8087 0.6927 0.042 Uiso 1 1 calc R . . H11C H 0.9128 0.7762 0.6654 0.042 Uiso 1 1 calc R . . C12 C 1.1238(4) 0.6832(4) 0.7110(3) 0.0315(14) Uani 1 1 d . . . H12A H 1.1492 0.7221 0.7373 0.047 Uiso 1 1 calc R . . H12B H 1.1609 0.6866 0.6738 0.047 Uiso 1 1 calc R . . H12C H 1.1364 0.6342 0.7284 0.047 Uiso 1 1 calc R . . C13 C 0.9684(5) 0.6315(4) 0.6604(3) 0.0241(14) Uani 1 1 d . . . H13A H 1.0075 0.6331 0.6238 0.036 Uiso 1 1 calc R . . H13B H 0.8939 0.6386 0.6525 0.036 Uiso 1 1 calc R . . H13C H 0.9791 0.5831 0.6792 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 Pd1 0.0083(3) 0.0111(3) 0.0151(3) 0 -0.0007(2) 0 Br1 0.0236(6) 0.0120(5) 0.0394(6) 0 -0.0109(3) 0 P1 0.0097(6) 0.0144(6) 0.0143(6) 0.0003(6) 0.0003(5) 0.0004(5) C1 0.011(4) 0.022(5) 0.009(4) 0 -0.002(3) 0 C2 0.012(3) 0.022(3) 0.013(2) 0.002(2) 0.003(2) 0.002(2) C3 0.017(3) 0.019(3) 0.018(2) 0.004(2) 0.002(2) 0.006(2) C4 0.029(5) 0.013(5) 0.026(5) 0 0.007(3) 0 C5 0.018(3) 0.019(3) 0.021(3) 0.007(2) -0.005(2) -0.001(2) C6 0.013(2) 0.016(3) 0.019(3) 0.000(2) -0.005(2) 0.002(2) C7 0.023(3) 0.012(3) 0.028(3) 0.003(3) -0.004(2) 0.000(2) C8 0.018(3) 0.028(3) 0.018(3) -0.005(2) -0.008(2) 0.006(2) C9 0.026(3) 0.024(3) 0.011(2) -0.003(2) -0.002(2) 0.002(2) C10 0.014(3) 0.024(3) 0.009(3) -0.001(2) 0.0009(17) -0.005(3) C11 0.033(4) 0.034(4) 0.017(3) 0.000(3) 0.008(2) -0.007(3) C12 0.023(3) 0.041(4) 0.030(3) -0.008(3) 0.009(2) 0.001(3) C13 0.020(3) 0.035(4) 0.017(3) -0.001(3) 0.003(3) -0.001(3) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 2.052(9) . ? Pd1 P1 2.3095(12) 10_656 ? Pd1 P1 2.3095(12) . ? Pd1 Br1 2.5286(8) . ? P1 C5 1.830(5) . ? P1 C10 1.869(5) . ? P1 C6 1.874(6) . ? C1 C2 1.388(7) . ? C1 C2 1.388(7) 10_656 ? C2 C3 1.403(8) . ? C2 C5 1.513(7) . ? C3 C4 1.379(7) . ? C3 H3 0.95 . ? C4 C3 1.379(7) 10_656 ? C4 H4 0.95 . ? C5 H5A 0.99 . ? C5 H5B 0.99 . ? C6 C7 1.524(8) . ? C6 C8 1.536(7) . ? C6 C9 1.536(8) . ? C7 H7A 0.98 . ? C7 H7B 0.98 . ? C7 H7C 0.98 . ? C8 H8A 0.98 . ? C8 H8B 0.98 . ? C8 H8C 0.98 . ? C9 H9A 0.98 . ? C9 H9B 0.98 . ? C9 H9C 0.98 . ? C10 C11 1.539(9) . ? C10 C12 1.523(7) . ? C10 C13 1.534(8) . ? C11 H11A 0.98 . ? C11 H11B 0.98 . ? C11 H11C 0.98 . ? C12 H12A 0.98 . ? C12 H12B 0.98 . ? C12 H12C 0.98 . ? C13 H13A 0.98 . ? C13 H13B 0.98 . ? C13 H13C 0.98 . ? 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 C1 Pd1 P1 83.38(4) . 10_656 ? C1 Pd1 P1 83.38(4) . . ? P1 Pd1 P1 166.76(8) 10_656 . ? C1 Pd1 Br1 180.0000(10) . . ? P1 Pd1 Br1 96.62(4) 10_656 . ? P1 Pd1 Br1 96.62(4) . . ? C5 P1 C10 105.2(3) . . ? C5 P1 C6 104.0(2) . . ? C10 P1 C6 112.9(3) . . ? C5 P1 Pd1 101.74(17) . . ? C10 P1 Pd1 112.82(16) . . ? C6 P1 Pd1 118.15(17) . . ? C2 C1 C2 119.6(8) . 10_656 ? C2 C1 Pd1 120.2(4) . . ? C2 C1 Pd1 120.2(4) 10_656 . ? C1 C2 C3 119.8(5) . . ? C1 C2 C5 120.6(6) . . ? C3 C2 C5 119.6(5) . . ? C4 C3 C2 120.6(5) . . ? C4 C3 H3 119.7 . . ? C2 C3 H3 119.7 . . ? C3 C4 C3 119.5(8) . 10_656 ? C3 C4 H4 120.2 . . ? C3 C4 H4 120.2 10_656 . ? C2 C5 P1 109.1(4) . . ? C2 C5 H5A 109.9 . . ? P1 C5 H5A 109.9 . . ? C2 C5 H5B 109.9 . . ? P1 C5 H5B 109.9 . . ? H5A C5 H5B 108.3 . . ? C7 C6 C8 108.6(5) . . ? C7 C6 C9 109.0(5) . . ? C8 C6 C9 108.9(5) . . ? C7 C6 P1 111.3(4) . . ? C8 C6 P1 113.6(4) . . ? C9 C6 P1 105.4(3) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C11 C10 C12 109.5(5) . . ? C11 C10 C13 107.4(5) . . ? C12 C10 C13 108.8(5) . . ? C11 C10 P1 109.4(4) . . ? C12 C10 P1 114.4(4) . . ? C13 C10 P1 107.0(4) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C10 C13 H13A 109.5 . . ? C10 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C10 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 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 C1 Pd1 P1 C5 -16.85(19) . . . . ? P1 Pd1 P1 C5 -16.85(19) 10_656 . . . ? Br1 Pd1 P1 C5 163.15(19) . . . . ? C1 Pd1 P1 C10 95.4(2) . . . . ? P1 Pd1 P1 C10 95.4(2) 10_656 . . . ? Br1 Pd1 P1 C10 -84.6(2) . . . . ? C1 Pd1 P1 C6 -129.9(2) . . . . ? P1 Pd1 P1 C6 -129.9(2) 10_656 . . . ? Br1 Pd1 P1 C6 50.1(2) . . . . ? P1 Pd1 C1 C2 -169.8(2) 10_656 . . . ? P1 Pd1 C1 C2 10.2(2) . . . . ? P1 Pd1 C1 C2 10.2(2) 10_656 . . 10_656 ? P1 Pd1 C1 C2 -169.8(2) . . . 10_656 ? C2 C1 C2 C3 1.5(3) 10_656 . . . ? Pd1 C1 C2 C3 -178.5(3) . . . . ? C2 C1 C2 C5 -176.8(5) 10_656 . . . ? Pd1 C1 C2 C5 3.2(5) . . . . ? C1 C2 C3 C4 -3.1(7) . . . . ? C5 C2 C3 C4 175.2(4) . . . . ? C2 C3 C4 C3 1.5(3) . . . 10_656 ? C1 C2 C5 P1 -18.8(6) . . . . ? C3 C2 C5 P1 162.9(4) . . . . ? C10 P1 C5 C2 -95.3(4) . . . . ? C6 P1 C5 C2 145.8(4) . . . . ? Pd1 P1 C5 C2 22.5(4) . . . . ? C5 P1 C6 C7 164.9(4) . . . . ? C10 P1 C6 C7 51.4(5) . . . . ? Pd1 P1 C6 C7 -83.3(4) . . . . ? C5 P1 C6 C8 42.0(5) . . . . ? C10 P1 C6 C8 -71.5(5) . . . . ? Pd1 P1 C6 C8 153.8(3) . . . . ? C5 P1 C6 C9 -77.0(4) . . . . ? C10 P1 C6 C9 169.4(4) . . . . ? Pd1 P1 C6 C9 34.7(4) . . . . ? C5 P1 C10 C11 167.4(4) . . . . ? C6 P1 C10 C11 -79.9(4) . . . . ? Pd1 P1 C10 C11 57.3(4) . . . . ? C5 P1 C10 C12 -69.3(5) . . . . ? C6 P1 C10 C12 43.5(5) . . . . ? Pd1 P1 C10 C12 -179.4(4) . . . . ? C5 P1 C10 C13 51.3(4) . . . . ? C6 P1 C10 C13 164.0(4) . . . . ? Pd1 P1 C10 C13 -58.8(4) . . . . ? data_5oP _database_code_depnum_ccdc_archive 'CCDC 913159' _audit_creation_date 2010-09-24T21:08:59-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION - 5oP # #----------------------------------------------------------------------------# _chemical_name_systematic ; ????????????????????????????????????????????????? ; _chemical_formula_moiety 'C24 H43 Br P2 Pd' _chemical_formula_sum 'C24 H43 Br P2 Pd' _chemical_formula_weight 579.83 _chemical_melting_point xxx:xxx _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c a' _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_Int_Tables_number 61 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' '-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 15.3928(4) _cell_length_b 15.5649(4) _cell_length_c 22.4687(6) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 5383.2(2) _cell_formula_units_Z 8 _cell_measurement_temperature 123.0(1) _cell_measurement_reflns_used 6844 _cell_measurement_theta_min 0.407 _cell_measurement_theta_max 28.283 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_diffrn 1.431 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2384 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 2.301 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Sheldrick, G. M. SADABS 2008/2; University of G\"ottingen: G\"ottingen, Germany, 2008. ; _exptl_absorpt_correction_T_min 0.5870 _exptl_absorpt_correction_T_max 0.7457 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 123.0(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mok\a _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type 'Bruker-Nonius Kappa Apex II Diffractometer' _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0581 _diffrn_reflns_av_unetI/netI 0.0437 _diffrn_reflns_number 28514 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _reflns_number_total 4743 _reflns_number_gt 3943 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Hooft, 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SIR2002 (Burla, 2003)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'MERCURY (Macrae et al., 2006)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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^)+(0.0802P)^2^+3.7808P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 4743 _refine_ls_number_parameters 265 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0480 _refine_ls_R_factor_gt 0.0339 _refine_ls_wR_factor_ref 0.1186 _refine_ls_wR_factor_gt 0.1011 _refine_ls_goodness_of_fit_ref 1.004 _refine_ls_restrained_S_all 1.004 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.571 _refine_diff_density_min -0.675 _refine_diff_density_rms 0.177 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' Br Br -0.2901 2.4595 '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' 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 0.92600(2) 0.186498(19) 0.605357(14) 0.01707(13) Uani 1 1 d . . . Br1 Br 0.79044(3) 0.27356(3) 0.58816(2) 0.02630(15) Uani 1 1 d . . . P1 P 0.87136(7) 0.10457(7) 0.68222(5) 0.0198(3) Uani 1 1 d . . . P2 P 1.01389(7) 0.25264(7) 0.53636(5) 0.0194(3) Uani 1 1 d . . . C1 C 1.0312(3) 0.1097(3) 0.61493(19) 0.0218(10) Uani 1 1 d . . . C2 C 1.0376(3) 0.0530(3) 0.6642(2) 0.0242(10) Uani 1 1 d . . . C3 C 1.1042(3) -0.0080(3) 0.6659(2) 0.0286(11) Uani 1 1 d . . . H3 H 1.1072 -0.0473 0.6982 0.034 Uiso 1 1 calc R . . C4 C 1.1652(3) -0.0120(3) 0.6216(2) 0.0320(11) Uani 1 1 d . . . H4 H 1.2098 -0.0542 0.6233 0.038 Uiso 1 1 calc R . . C5 C 1.1622(3) 0.0455(3) 0.5744(2) 0.0314(11) Uani 1 1 d . . . H5 H 1.2054 0.0431 0.5443 0.038 Uiso 1 1 calc R . . C6 C 1.0961(3) 0.1065(3) 0.5709(2) 0.0226(10) Uani 1 1 d . . . C7 C 0.9722(3) 0.0595(3) 0.71327(19) 0.0269(10) Uani 1 1 d . . . H7A H 0.9945 0.0972 0.7453 0.032 Uiso 1 1 calc R . . H7B H 0.9608 0.002 0.7303 0.032 Uiso 1 1 calc R . . C8 C 1.0919(3) 0.1668(3) 0.5189(2) 0.0270(10) Uani 1 1 d . . . H8A H 1.073 0.1355 0.4828 0.032 Uiso 1 1 calc R . . H8B H 1.1499 0.1918 0.5112 0.032 Uiso 1 1 calc R . . C9 C 0.8072(3) 0.0091(3) 0.65712(19) 0.0234(10) Uani 1 1 d . . . C10 C 0.8662(3) -0.0424(3) 0.6159(2) 0.0300(11) Uani 1 1 d . . . H10A H 0.833 -0.0892 0.5977 0.045 Uiso 1 1 calc R . . H10B H 0.9146 -0.0664 0.6389 0.045 Uiso 1 1 calc R . . H10C H 0.889 -0.0047 0.5847 0.045 Uiso 1 1 calc R . . C11 C 0.7285(3) 0.0380(3) 0.6206(2) 0.0349(12) Uani 1 1 d . . . H11A H 0.7474 0.0783 0.5896 0.052 Uiso 1 1 calc R . . H11B H 0.6864 0.0664 0.6468 0.052 Uiso 1 1 calc R . . H11C H 0.7012 -0.0121 0.6019 0.052 Uiso 1 1 calc R . . C12 C 0.7773(3) -0.0490(3) 0.7084(2) 0.0343(12) Uani 1 1 d . . . H12A H 0.7364 -0.0174 0.7337 0.051 Uiso 1 1 calc R . . H12B H 0.8277 -0.0665 0.7321 0.051 Uiso 1 1 calc R . . H12C H 0.7485 -0.1 0.6922 0.051 Uiso 1 1 calc R . . C13 C 0.8198(3) 0.1625(3) 0.7463(2) 0.0290(11) Uani 1 1 d . . . C14 C 0.8690(4) 0.2485(3) 0.7517(2) 0.0347(12) Uani 1 1 d . . . H14A H 0.8455 0.2814 0.7852 0.052 Uiso 1 1 calc R . . H14B H 0.8619 0.2814 0.7149 0.052 Uiso 1 1 calc R . . H14C H 0.9308 0.2372 0.7585 0.052 Uiso 1 1 calc R . . C15 C 0.7236(3) 0.1808(3) 0.7350(2) 0.0362(12) Uani 1 1 d . . . H15A H 0.691 0.1268 0.7359 0.054 Uiso 1 1 calc R . . H15B H 0.7167 0.208 0.696 0.054 Uiso 1 1 calc R . . H15C H 0.7014 0.2194 0.766 0.054 Uiso 1 1 calc R . . C16 C 0.8301(4) 0.1129(3) 0.8054(2) 0.0367(12) Uani 1 1 d . . . H16A H 0.8005 0.1442 0.8373 0.055 Uiso 1 1 calc R . . H16B H 0.8919 0.1074 0.815 0.055 Uiso 1 1 calc R . . H16C H 0.8043 0.0556 0.8013 0.055 Uiso 1 1 calc R . . C17 C 0.9683(3) 0.2833(3) 0.4618(2) 0.0249(10) Uani 1 1 d . . . C18 C 1.0382(3) 0.2901(3) 0.4127(2) 0.0324(12) Uani 1 1 d . . . H18A H 1.0102 0.3027 0.3745 0.049 Uiso 1 1 calc R . . H18B H 1.0697 0.2355 0.4098 0.049 Uiso 1 1 calc R . . H18C H 1.0789 0.3363 0.4227 0.049 Uiso 1 1 calc R . . C19 C 0.9189(3) 0.3694(3) 0.4659(2) 0.0297(11) Uani 1 1 d . . . H19A H 0.9603 0.4161 0.4729 0.045 Uiso 1 1 calc R . . H19B H 0.8772 0.3669 0.4988 0.045 Uiso 1 1 calc R . . H19C H 0.8878 0.3797 0.4285 0.045 Uiso 1 1 calc R . . C20 C 0.9040(3) 0.2121(3) 0.4454(2) 0.0293(11) Uani 1 1 d . . . H20A H 0.8567 0.2109 0.4745 0.044 Uiso 1 1 calc R . . H20B H 0.9341 0.1566 0.4455 0.044 Uiso 1 1 calc R . . H20C H 0.8803 0.2232 0.4057 0.044 Uiso 1 1 calc R . . C21 C 1.0771(3) 0.3422(3) 0.5718(2) 0.0260(10) Uani 1 1 d . . . C22 C 1.1356(3) 0.3903(3) 0.5279(2) 0.0332(11) Uani 1 1 d . . . H22A H 1.0996 0.4195 0.4982 0.05 Uiso 1 1 calc R . . H22B H 1.1742 0.3493 0.5079 0.05 Uiso 1 1 calc R . . H22C H 1.1705 0.4328 0.5494 0.05 Uiso 1 1 calc R . . C23 C 1.0141(4) 0.4042(3) 0.6019(2) 0.0334(12) Uani 1 1 d . . . H23A H 0.9769 0.3725 0.6296 0.05 Uiso 1 1 calc R . . H23B H 0.9779 0.4321 0.5717 0.05 Uiso 1 1 calc R . . H23C H 1.0469 0.448 0.6238 0.05 Uiso 1 1 calc R . . C24 C 1.1348(4) 0.3016(3) 0.6203(2) 0.0366(13) Uani 1 1 d . . . H24A H 1.1641 0.3472 0.6428 0.055 Uiso 1 1 calc R . . H24B H 1.1784 0.2645 0.6015 0.055 Uiso 1 1 calc R . . H24C H 1.0988 0.2674 0.6473 0.055 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 0.0168(2) 0.01550(19) 0.0189(2) 0.00010(12) -0.00024(13) 0.00035(13) Br1 0.0222(3) 0.0264(3) 0.0303(3) 0.00252(18) 0.00171(19) 0.00794(19) P1 0.0218(6) 0.0185(5) 0.0190(6) -0.0014(4) 0.0007(5) -0.0019(5) P2 0.0194(6) 0.0179(5) 0.0207(6) 0.0017(4) 0.0000(5) -0.0008(5) C1 0.022(2) 0.015(2) 0.029(2) -0.0007(18) -0.0061(19) 0.0011(18) C2 0.023(2) 0.018(2) 0.032(3) 0.0000(18) -0.006(2) -0.0041(18) C3 0.027(3) 0.023(2) 0.036(3) 0.008(2) -0.009(2) -0.003(2) C4 0.023(3) 0.025(2) 0.048(3) 0.003(2) -0.006(2) 0.008(2) C5 0.021(2) 0.032(2) 0.041(3) -0.001(2) 0.001(2) 0.001(2) C6 0.018(2) 0.022(2) 0.028(2) -0.0025(19) -0.0021(19) 0.0004(18) C7 0.033(3) 0.023(2) 0.025(3) 0.0045(19) -0.007(2) -0.002(2) C8 0.024(2) 0.026(2) 0.031(3) 0.004(2) 0.004(2) 0.003(2) C9 0.029(2) 0.019(2) 0.022(2) -0.0034(18) 0.005(2) -0.0090(19) C10 0.027(3) 0.027(2) 0.036(3) -0.010(2) 0.003(2) -0.009(2) C11 0.031(3) 0.035(3) 0.038(3) -0.004(2) -0.007(2) -0.012(2) C12 0.044(3) 0.027(2) 0.032(3) 0.004(2) 0.003(2) -0.012(2) C13 0.037(3) 0.031(2) 0.019(2) -0.0050(19) 0.002(2) 0.002(2) C14 0.053(3) 0.023(2) 0.028(3) -0.004(2) 0.002(2) -0.005(2) C15 0.040(3) 0.039(3) 0.029(3) -0.004(2) 0.009(2) 0.006(2) C16 0.051(3) 0.039(3) 0.020(2) -0.002(2) 0.005(2) -0.005(3) C17 0.027(2) 0.027(2) 0.021(2) 0.0015(19) 0.001(2) 0.001(2) C18 0.034(3) 0.038(3) 0.025(3) 0.006(2) 0.004(2) 0.000(2) C19 0.033(3) 0.030(3) 0.026(3) 0.009(2) -0.004(2) 0.003(2) C20 0.033(3) 0.034(3) 0.021(3) -0.005(2) -0.002(2) -0.005(2) C21 0.026(3) 0.022(2) 0.030(3) 0.004(2) -0.005(2) -0.0075(19) C22 0.028(3) 0.033(3) 0.038(3) 0.006(2) -0.002(2) -0.013(2) C23 0.047(3) 0.020(2) 0.033(3) -0.0046(19) 0.000(2) -0.008(2) C24 0.039(3) 0.035(3) 0.036(3) 0.005(2) -0.014(3) -0.019(2) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 2.024(4) . ? Pd1 P2 2.3006(11) . ? Pd1 P1 2.3058(11) . ? Pd1 Br1 2.5179(5) . ? P1 C7 1.840(5) . ? P1 C9 1.871(4) . ? P1 C13 1.876(5) . ? P2 C8 1.838(5) . ? P2 C17 1.878(4) . ? P2 C21 1.877(5) . ? C1 C6 1.407(6) . ? C1 C2 1.420(6) . ? C2 C3 1.397(6) . ? C2 C7 1.496(6) . ? C3 C4 1.370(7) . ? C3 H3 0.95 . ? C4 C5 1.389(7) . ? C4 H4 0.95 . ? C5 C6 1.394(6) . ? C5 H5 0.95 . ? C6 C8 1.500(6) . ? C7 H7A 0.99 . ? C7 H7B 0.99 . ? C8 H8A 0.99 . ? C8 H8B 0.99 . ? C9 C10 1.524(6) . ? C9 C11 1.532(6) . ? C9 C12 1.535(6) . ? C10 H10A 0.98 . ? C10 H10B 0.98 . ? C10 H10C 0.98 . ? C11 H11A 0.98 . ? C11 H11B 0.98 . ? C11 H11C 0.98 . ? C12 H12A 0.98 . ? C12 H12B 0.98 . ? C12 H12C 0.98 . ? C13 C16 1.543(6) . ? C13 C14 1.541(6) . ? C13 C15 1.530(7) . ? C14 H14A 0.98 . ? C14 H14B 0.98 . ? C14 H14C 0.98 . ? C15 H15A 0.98 . ? C15 H15B 0.98 . ? C15 H15C 0.98 . ? C16 H16A 0.98 . ? C16 H16B 0.98 . ? C16 H16C 0.98 . ? C17 C20 1.531(6) . ? C17 C18 1.544(6) . ? C17 C19 1.543(6) . ? C18 H18A 0.98 . ? C18 H18B 0.98 . ? C18 H18C 0.98 . ? C19 H19A 0.98 . ? C19 H19B 0.98 . ? C19 H19C 0.98 . ? C20 H20A 0.98 . ? C20 H20B 0.98 . ? C20 H20C 0.98 . ? C21 C23 1.527(7) . ? C21 C22 1.532(6) . ? C21 C24 1.541(7) . ? C22 H22A 0.98 . ? C22 H22B 0.98 . ? C22 H22C 0.98 . ? C23 H23A 0.98 . ? C23 H23B 0.98 . ? C23 H23C 0.98 . ? C24 H24A 0.98 . ? C24 H24B 0.98 . ? C24 H24C 0.98 . ? 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 C1 Pd1 P2 82.26(13) . . ? C1 Pd1 P1 83.44(13) . . ? P2 Pd1 P1 165.17(4) . . ? C1 Pd1 Br1 175.65(12) . . ? P2 Pd1 Br1 98.23(3) . . ? P1 Pd1 Br1 96.33(3) . . ? C7 P1 C9 104.9(2) . . ? C7 P1 C13 104.4(2) . . ? C9 P1 C13 113.0(2) . . ? C7 P1 Pd1 100.78(15) . . ? C9 P1 Pd1 113.95(14) . . ? C13 P1 Pd1 117.60(16) . . ? C8 P2 C17 103.8(2) . . ? C8 P2 C21 107.0(2) . . ? C17 P2 C21 112.5(2) . . ? C8 P2 Pd1 101.69(15) . . ? C17 P2 Pd1 119.67(15) . . ? C21 P2 Pd1 110.56(15) . . ? C6 C1 C2 118.5(4) . . ? C6 C1 Pd1 121.0(3) . . ? C2 C1 Pd1 120.4(3) . . ? C3 C2 C1 119.6(4) . . ? C3 C2 C7 121.4(4) . . ? C1 C2 C7 119.0(4) . . ? C4 C3 C2 121.0(4) . . ? C4 C3 H3 119.5 . . ? C2 C3 H3 119.5 . . ? C3 C4 C5 120.2(4) . . ? C3 C4 H4 119.9 . . ? C5 C4 H4 119.9 . . ? C4 C5 C6 120.5(4) . . ? C4 C5 H5 119.8 . . ? C6 C5 H5 119.8 . . ? C5 C6 C1 120.2(4) . . ? C5 C6 C8 120.2(4) . . ? C1 C6 C8 119.6(4) . . ? C2 C7 P1 108.3(3) . . ? C2 C7 H7A 110 . . ? P1 C7 H7A 110 . . ? C2 C7 H7B 110 . . ? P1 C7 H7B 110 . . ? H7A C7 H7B 108.4 . . ? C6 C8 P2 108.5(3) . . ? C6 C8 H8A 110 . . ? P2 C8 H8A 110 . . ? C6 C8 H8B 110 . . ? P2 C8 H8B 110 . . ? H8A C8 H8B 108.4 . . ? C10 C9 C11 107.5(4) . . ? C10 C9 C12 109.0(4) . . ? C11 C9 C12 109.8(4) . . ? C10 C9 P1 106.6(3) . . ? C11 C9 P1 110.2(3) . . ? C12 C9 P1 113.5(3) . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C9 C11 H11A 109.5 . . ? C9 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C9 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C9 C12 H12A 109.5 . . ? C9 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C9 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C16 C13 C14 108.4(4) . . ? C16 C13 C15 109.6(4) . . ? C14 C13 C15 109.1(4) . . ? C16 C13 P1 112.1(3) . . ? C14 C13 P1 105.7(3) . . ? C15 C13 P1 111.8(3) . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C13 C16 H16A 109.5 . . ? C13 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C13 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C20 C17 C18 109.1(4) . . ? C20 C17 C19 109.0(4) . . ? C18 C17 C19 109.0(4) . . ? C20 C17 P2 105.8(3) . . ? C18 C17 P2 113.2(3) . . ? C19 C17 P2 110.6(3) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C17 C20 H20A 109.5 . . ? C17 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C17 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C23 C21 C22 110.5(4) . . ? C23 C21 C24 108.2(4) . . ? C22 C21 C24 108.4(4) . . ? C23 C21 P2 109.2(3) . . ? C22 C21 P2 113.2(3) . . ? C24 C21 P2 107.1(3) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 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 C1 Pd1 P1 C7 19.73(19) . . . . ? P2 Pd1 P1 C7 4.3(2) . . . . ? Br1 Pd1 P1 C7 -164.64(15) . . . . ? C1 Pd1 P1 C9 -92.0(2) . . . . ? P2 Pd1 P1 C9 -107.4(2) . . . . ? Br1 Pd1 P1 C9 83.63(16) . . . . ? C1 Pd1 P1 C13 132.4(2) . . . . ? P2 Pd1 P1 C13 117.0(2) . . . . ? Br1 Pd1 P1 C13 -51.97(17) . . . . ? C1 Pd1 P2 C8 21.7(2) . . . . ? P1 Pd1 P2 C8 37.2(2) . . . . ? Br1 Pd1 P2 C8 -153.92(16) . . . . ? C1 Pd1 P2 C17 135.2(2) . . . . ? P1 Pd1 P2 C17 150.6(2) . . . . ? Br1 Pd1 P2 C17 -40.46(17) . . . . ? C1 Pd1 P2 C21 -91.6(2) . . . . ? P1 Pd1 P2 C21 -76.1(2) . . . . ? Br1 Pd1 P2 C21 92.76(16) . . . . ? P2 Pd1 C1 C6 -18.4(3) . . . . ? P1 Pd1 C1 C6 165.5(3) . . . . ? P2 Pd1 C1 C2 166.5(3) . . . . ? P1 Pd1 C1 C2 -9.6(3) . . . . ? C6 C1 C2 C3 -4.2(6) . . . . ? Pd1 C1 C2 C3 171.0(3) . . . . ? C6 C1 C2 C7 176.1(4) . . . . ? Pd1 C1 C2 C7 -8.6(5) . . . . ? C1 C2 C3 C4 2.2(7) . . . . ? C7 C2 C3 C4 -178.2(4) . . . . ? C2 C3 C4 C5 0.6(7) . . . . ? C3 C4 C5 C6 -1.3(7) . . . . ? C4 C5 C6 C1 -0.8(7) . . . . ? C4 C5 C6 C8 -178.4(4) . . . . ? C2 C1 C6 C5 3.5(6) . . . . ? Pd1 C1 C6 C5 -171.6(3) . . . . ? C2 C1 C6 C8 -178.9(4) . . . . ? Pd1 C1 C6 C8 5.9(6) . . . . ? C3 C2 C7 P1 -153.3(3) . . . . ? C1 C2 C7 P1 26.4(5) . . . . ? C9 P1 C7 C2 89.9(3) . . . . ? C13 P1 C7 C2 -151.1(3) . . . . ? Pd1 P1 C7 C2 -28.7(3) . . . . ? C5 C6 C8 P2 -167.5(3) . . . . ? C1 C6 C8 P2 15.0(5) . . . . ? C17 P2 C8 C6 -149.6(3) . . . . ? C21 P2 C8 C6 91.2(3) . . . . ? Pd1 P2 C8 C6 -24.8(3) . . . . ? C7 P1 C9 C10 -53.9(3) . . . . ? C13 P1 C9 C10 -167.0(3) . . . . ? Pd1 P1 C9 C10 55.4(3) . . . . ? C7 P1 C9 C11 -170.2(3) . . . . ? C13 P1 C9 C11 76.7(4) . . . . ? Pd1 P1 C9 C11 -61.0(3) . . . . ? C7 P1 C9 C12 66.2(4) . . . . ? C13 P1 C9 C12 -46.9(4) . . . . ? Pd1 P1 C9 C12 175.4(3) . . . . ? C7 P1 C13 C16 -39.1(4) . . . . ? C9 P1 C13 C16 74.3(4) . . . . ? Pd1 P1 C13 C16 -149.7(3) . . . . ? C7 P1 C13 C14 78.8(3) . . . . ? C9 P1 C13 C14 -167.8(3) . . . . ? Pd1 P1 C13 C14 -31.8(4) . . . . ? C7 P1 C13 C15 -162.6(3) . . . . ? C9 P1 C13 C15 -49.2(4) . . . . ? Pd1 P1 C13 C15 86.8(3) . . . . ? C8 P2 C17 C20 76.3(3) . . . . ? C21 P2 C17 C20 -168.4(3) . . . . ? Pd1 P2 C17 C20 -36.0(3) . . . . ? C8 P2 C17 C18 -43.1(4) . . . . ? C21 P2 C17 C18 72.2(4) . . . . ? Pd1 P2 C17 C18 -155.4(3) . . . . ? C8 P2 C17 C19 -165.8(3) . . . . ? C21 P2 C17 C19 -50.5(4) . . . . ? Pd1 P2 C17 C19 81.8(3) . . . . ? C8 P2 C21 C23 -165.1(3) . . . . ? C17 P2 C21 C23 81.5(4) . . . . ? Pd1 P2 C21 C23 -55.2(3) . . . . ? C8 P2 C21 C22 71.3(4) . . . . ? C17 P2 C21 C22 -42.0(4) . . . . ? Pd1 P2 C21 C22 -178.8(3) . . . . ? C8 P2 C21 C24 -48.2(4) . . . . ? C17 P2 C21 C24 -161.5(3) . . . . ? Pd1 P2 C21 C24 61.8(4) . . . . ? data_5m _database_code_depnum_ccdc_archive 'CCDC 913160' _audit_creation_date 2010-09-24T21:12:36-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION - 5m # #----------------------------------------------------------------------------# _chemical_name_systematic ; ?????????????????????????????????????????? ; _chemical_formula_moiety 'C24 H43 Br P2 Pd' _chemical_formula_sum 'C24 H43 Br P2 Pd' _chemical_formula_weight 579.83 _chemical_melting_point xxx:xxx _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21 1' _symmetry_space_group_name_Hall 'P 2yb' _symmetry_Int_Tables_number 4 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 15.1219(3) _cell_length_b 11.6115(4) _cell_length_c 16.1272(3) _cell_angle_alpha 90 _cell_angle_beta 111.9040(10) _cell_angle_gamma 90 _cell_volume 2627.32(12) _cell_formula_units_Z 4 _cell_measurement_temperature 123.0(1) _cell_measurement_reflns_used 6698 _cell_measurement_theta_min 0.407 _cell_measurement_theta_max 28.283 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.16 _exptl_crystal_density_diffrn 1.466 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1192 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 2.357 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Sheldrick, G. M. SADABS 2008/2; University of G\"ottingen: G\"ottingen, Germany, 2008. ; _exptl_absorpt_correction_T_min 0.6715 _exptl_absorpt_correction_T_max 0.7457 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 123.0(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_radiation_probe X-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type 'by Bruker AXS Collect from scalepack cell' _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type 'Bruker-Nonius Kappa Apex II Diffractometer' _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0451 _diffrn_reflns_av_unetI/netI 0.0575 _diffrn_reflns_number 27122 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.36 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _reflns_number_total 9016 _reflns_number_gt 8242 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Hooft, 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97(Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'MERCURY (Macrae et al., 2006)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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^)+(0.0000P)^2^+1.5541P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 9016 _refine_ls_number_parameters 530 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0390 _refine_ls_R_factor_gt 0.0323 _refine_ls_wR_factor_ref 0.0638 _refine_ls_wR_factor_gt 0.0617 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.066 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.233(6) _refine_diff_density_max 0.433 _refine_diff_density_min -0.387 _refine_diff_density_rms 0.083 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' Br Br -0.2901 2.4595 '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' 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 Pd1A Pd 0.97998(2) 0.28307(3) 0.22517(2) 0.01635(9) Uani 1 1 d . . . Br1A Br 1.13320(3) 0.35069(5) 0.34442(3) 0.03186(14) Uani 1 1 d . . . P1A P 0.94554(8) 0.44642(11) 0.13646(7) 0.0168(3) Uani 1 1 d . . . P2A P 0.97011(8) 0.11312(12) 0.29620(8) 0.0201(3) Uani 1 1 d . . . C1A C 0.8642(3) 0.2206(4) 0.1252(3) 0.0160(10) Uani 1 1 d . . . C2A C 0.8267(3) 0.2758(4) 0.0415(3) 0.0158(10) Uani 1 1 d . . . C3A C 0.7525(3) 0.2273(4) -0.0299(3) 0.0198(11) Uani 1 1 d . . . H3A H 0.7282 0.266 -0.0858 0.024 Uiso 1 1 calc R . . C4A C 0.7142(3) 0.1231(5) -0.0194(3) 0.0265(12) Uani 1 1 d . . . H4A H 0.6646 0.0893 -0.0686 0.032 Uiso 1 1 calc R . . C5A C 0.7478(3) 0.0675(4) 0.0624(3) 0.0245(12) Uani 1 1 d . . . H5A H 0.7211 -0.0043 0.0692 0.029 Uiso 1 1 calc R . . C6A C 0.8210(3) 0.1166(4) 0.1351(3) 0.0193(11) Uani 1 1 d . . . C7A C 0.8671(3) 0.3912(4) 0.0276(3) 0.0216(11) Uani 1 1 d . . . H7A1 H 0.8146 0.4463 -0.0011 0.026 Uiso 1 1 calc R . . H7A2 H 0.9034 0.3813 -0.0119 0.026 Uiso 1 1 calc R . . C8A C 0.8501(3) 0.0633(5) 0.2261(3) 0.0251(12) Uani 1 1 d . . . H8A1 H 0.8498 -0.0216 0.2209 0.03 Uiso 1 1 calc R . . H8A2 H 0.8042 0.0853 0.254 0.03 Uiso 1 1 calc R . . C9A C 1.0416(3) 0.5246(5) 0.1100(3) 0.0241(12) Uani 1 1 d . . . C10A C 1.1010(3) 0.4272(5) 0.0921(3) 0.0310(13) Uani 1 1 d . . . H10A H 1.1534 0.4604 0.0781 0.047 Uiso 1 1 calc R . . H10B H 1.0604 0.3807 0.0415 0.047 Uiso 1 1 calc R . . H10C H 1.1271 0.3784 0.1453 0.047 Uiso 1 1 calc R . . C11A C 1.1054(3) 0.5962(5) 0.1890(3) 0.0316(13) Uani 1 1 d . . . H11A H 1.1573 0.6301 0.1746 0.047 Uiso 1 1 calc R . . H11B H 1.1322 0.5467 0.2418 0.047 Uiso 1 1 calc R . . H11C H 1.0677 0.6577 0.2015 0.047 Uiso 1 1 calc R . . C12A C 1.0014(4) 0.6007(5) 0.0269(3) 0.0333(13) Uani 1 1 d . . . H12A H 0.9751 0.6713 0.0418 0.05 Uiso 1 1 calc R . . H12B H 0.951 0.559 -0.0202 0.05 Uiso 1 1 calc R . . H12C H 1.0525 0.6205 0.0058 0.05 Uiso 1 1 calc R . . C13A C 0.8699(3) 0.5481(5) 0.1724(3) 0.0227(10) Uani 1 1 d . . . C14A C 0.7766(3) 0.4850(5) 0.1606(3) 0.0269(12) Uani 1 1 d . . . H14A H 0.7382 0.5328 0.1845 0.04 Uiso 1 1 calc R . . H14B H 0.7913 0.4117 0.193 0.04 Uiso 1 1 calc R . . H14C H 0.7409 0.4703 0.097 0.04 Uiso 1 1 calc R . . C15A C 0.9219(3) 0.5746(4) 0.2728(3) 0.0244(12) Uani 1 1 d . . . H15A H 0.9832 0.6117 0.2824 0.037 Uiso 1 1 calc R . . H15B H 0.9329 0.5027 0.307 0.037 Uiso 1 1 calc R . . H15C H 0.8826 0.6263 0.2928 0.037 Uiso 1 1 calc R . . C16A C 0.8472(4) 0.6587(5) 0.1192(3) 0.0305(13) Uani 1 1 d . . . H16A H 0.8201 0.6407 0.0552 0.046 Uiso 1 1 calc R . . H16B H 0.9057 0.7038 0.1325 0.046 Uiso 1 1 calc R . . H16C H 0.801 0.7034 0.1353 0.046 Uiso 1 1 calc R . . C17A C 1.0513(3) -0.0060(5) 0.2903(3) 0.0284(13) Uani 1 1 d . . . C18A C 1.0349(4) -0.1200(5) 0.3293(3) 0.0363(14) Uani 1 1 d . . . H18A H 1.0738 -0.1802 0.317 0.055 Uiso 1 1 calc R . . H18B H 0.9674 -0.1411 0.3018 0.055 Uiso 1 1 calc R . . H18C H 1.0529 -0.112 0.394 0.055 Uiso 1 1 calc R . . C19A C 1.1561(3) 0.0284(5) 0.3351(4) 0.0408(15) Uani 1 1 d . . . H19A H 1.174 0.0296 0.4001 0.061 Uiso 1 1 calc R . . H19B H 1.1655 0.1052 0.3145 0.061 Uiso 1 1 calc R . . H19C H 1.1959 -0.0274 0.3195 0.061 Uiso 1 1 calc R . . C20A C 1.0298(4) -0.0227(6) 0.1897(4) 0.0475(16) Uani 1 1 d . . . H20A H 1.0746 -0.0787 0.182 0.071 Uiso 1 1 calc R . . H20B H 1.0367 0.0511 0.1633 0.071 Uiso 1 1 calc R . . H20C H 0.9645 -0.0511 0.1601 0.071 Uiso 1 1 calc R . . C21A C 0.9656(3) 0.1265(5) 0.4107(3) 0.0283(13) Uani 1 1 d . . . C22A C 0.9091(4) 0.0301(6) 0.4333(3) 0.0415(15) Uani 1 1 d . . . H22A H 0.9387 -0.0444 0.431 0.062 Uiso 1 1 calc R . . H22B H 0.8433 0.0305 0.3898 0.062 Uiso 1 1 calc R . . H22C H 0.9092 0.0423 0.4934 0.062 Uiso 1 1 calc R . . C23A C 1.0652(4) 0.1348(6) 0.4824(3) 0.0469(17) Uani 1 1 d . . . H23A H 1.0607 0.1556 0.5396 0.07 Uiso 1 1 calc R . . H23B H 1.1017 0.1938 0.4655 0.07 Uiso 1 1 calc R . . H23C H 1.0974 0.0602 0.4883 0.07 Uiso 1 1 calc R . . C24A C 0.9143(4) 0.2416(5) 0.4091(4) 0.0434(15) Uani 1 1 d . . . H24A H 0.9028 0.2502 0.4647 0.065 Uiso 1 1 calc R . . H24B H 0.8532 0.2424 0.3582 0.065 Uiso 1 1 calc R . . H24C H 0.9541 0.3053 0.4033 0.065 Uiso 1 1 calc R . . Pd1B Pd 0.52682(2) 0.04677(3) 0.25498(2) 0.01508(8) Uani 1 1 d . . . Br1B Br 0.41621(3) -0.03691(4) 0.10874(3) 0.02498(12) Uani 1 1 d . . . P1B P 0.49129(8) 0.23605(11) 0.21341(7) 0.0165(3) Uani 1 1 d . . . P2B P 0.56778(8) -0.12398(11) 0.33402(7) 0.0171(3) Uani 1 1 d . . . C1B C 0.6197(3) 0.1181(4) 0.3695(3) 0.0167(11) Uani 1 1 d . . . C2B C 0.6366(3) 0.2369(4) 0.3764(3) 0.0186(10) Uani 1 1 d . . . C3B C 0.6956(3) 0.2864(5) 0.4576(3) 0.0235(11) Uani 1 1 d . . . H3B H 0.7063 0.3672 0.4616 0.028 Uiso 1 1 calc R . . C4B C 0.7377(3) 0.2179(5) 0.5311(3) 0.0250(12) Uani 1 1 d . . . H4B H 0.7764 0.252 0.5863 0.03 Uiso 1 1 calc R . . C5B C 0.7246(3) 0.1008(5) 0.5258(3) 0.0261(12) Uani 1 1 d . . . H5B H 0.7544 0.0547 0.5775 0.031 Uiso 1 1 calc R . . C6B C 0.6678(3) 0.0483(5) 0.4453(3) 0.0191(10) Uani 1 1 d . . . C7B C 0.5928(3) 0.3119(4) 0.2953(3) 0.0234(12) Uani 1 1 d . . . H7B1 H 0.6406 0.3297 0.2689 0.028 Uiso 1 1 calc R . . H7B2 H 0.571 0.3853 0.3126 0.028 Uiso 1 1 calc R . . C8B C 0.6648(3) -0.0791(4) 0.4371(3) 0.0262(12) Uani 1 1 d . . . H8B1 H 0.655 -0.1133 0.4893 0.031 Uiso 1 1 calc R . . H8B2 H 0.7263 -0.1075 0.4367 0.031 Uiso 1 1 calc R . . C9B C 0.3846(3) 0.2841(5) 0.2383(3) 0.0203(10) Uani 1 1 d . . . C10B C 0.4089(3) 0.2655(5) 0.3383(3) 0.0279(12) Uani 1 1 d . . . H10D H 0.4607 0.3176 0.3725 0.042 Uiso 1 1 calc R . . H10E H 0.429 0.1856 0.3539 0.042 Uiso 1 1 calc R . . H10F H 0.3526 0.2815 0.3527 0.042 Uiso 1 1 calc R . . C11B C 0.2995(3) 0.2067(5) 0.1880(3) 0.0262(12) Uani 1 1 d . . . H11D H 0.2472 0.2228 0.2083 0.039 Uiso 1 1 calc R . . H11E H 0.3184 0.1258 0.1997 0.039 Uiso 1 1 calc R . . H11F H 0.2784 0.2219 0.1237 0.039 Uiso 1 1 calc R . . C12B C 0.3591(3) 0.4094(4) 0.2166(3) 0.0265(12) Uani 1 1 d . . . H12D H 0.3341 0.4202 0.1517 0.04 Uiso 1 1 calc R . . H12E H 0.4162 0.457 0.244 0.04 Uiso 1 1 calc R . . H12F H 0.3107 0.4323 0.2402 0.04 Uiso 1 1 calc R . . C13B C 0.4891(3) 0.2895(4) 0.1033(3) 0.0196(10) Uani 1 1 d . . . C14B C 0.5670(3) 0.2212(5) 0.0850(3) 0.0309(13) Uani 1 1 d . . . H14D H 0.5702 0.2463 0.0282 0.046 Uiso 1 1 calc R . . H14E H 0.5519 0.1388 0.0818 0.046 Uiso 1 1 calc R . . H14F H 0.6286 0.2348 0.1335 0.046 Uiso 1 1 calc R . . C15B C 0.3932(3) 0.2635(5) 0.0269(3) 0.0284(12) Uani 1 1 d . . . H15D H 0.3986 0.2792 -0.0307 0.043 Uiso 1 1 calc R . . H15E H 0.3433 0.3124 0.0334 0.043 Uiso 1 1 calc R . . H15F H 0.3765 0.1823 0.0296 0.043 Uiso 1 1 calc R . . C16B C 0.5116(3) 0.4186(4) 0.1036(3) 0.0249(12) Uani 1 1 d . . . H16D H 0.5726 0.4349 0.152 0.037 Uiso 1 1 calc R . . H16E H 0.461 0.4633 0.1128 0.037 Uiso 1 1 calc R . . H16F H 0.5154 0.4399 0.0463 0.037 Uiso 1 1 calc R . . C17B C 0.4715(3) -0.1790(4) 0.3706(3) 0.0235(12) Uani 1 1 d . . . C18B C 0.4992(4) -0.2886(4) 0.4270(3) 0.0271(12) Uani 1 1 d . . . H18D H 0.4529 -0.3031 0.455 0.041 Uiso 1 1 calc R . . H18E H 0.5628 -0.279 0.4734 0.041 Uiso 1 1 calc R . . H18F H 0.4997 -0.3538 0.3886 0.041 Uiso 1 1 calc R . . C19B C 0.3791(3) -0.1991(6) 0.2903(3) 0.0403(16) Uani 1 1 d . . . H19D H 0.3893 -0.2595 0.2523 0.06 Uiso 1 1 calc R . . H19E H 0.3601 -0.1277 0.2559 0.06 Uiso 1 1 calc R . . H19F H 0.3288 -0.2232 0.3111 0.06 Uiso 1 1 calc R . . C20B C 0.4539(4) -0.0806(5) 0.4265(3) 0.0367(14) Uani 1 1 d . . . H20D H 0.438 -0.01 0.3906 0.055 Uiso 1 1 calc R . . H20E H 0.5115 -0.0679 0.4797 0.055 Uiso 1 1 calc R . . H20F H 0.4009 -0.1013 0.4447 0.055 Uiso 1 1 calc R . . C21B C 0.6225(3) -0.2394(4) 0.2883(3) 0.0243(12) Uani 1 1 d . . . C22B C 0.6832(3) -0.3280(5) 0.3580(3) 0.0314(13) Uani 1 1 d . . . H22D H 0.7144 -0.3804 0.3299 0.047 Uiso 1 1 calc R . . H22E H 0.6419 -0.3722 0.3808 0.047 Uiso 1 1 calc R . . H22F H 0.7316 -0.2874 0.4075 0.047 Uiso 1 1 calc R . . C23B C 0.5456(4) -0.3045(5) 0.2118(3) 0.0366(14) Uani 1 1 d . . . H23D H 0.5053 -0.2491 0.1682 0.055 Uiso 1 1 calc R . . H23E H 0.5063 -0.35 0.2361 0.055 Uiso 1 1 calc R . . H23F H 0.5764 -0.3559 0.1824 0.055 Uiso 1 1 calc R . . C24B C 0.6858(4) -0.1757(5) 0.2488(4) 0.0375(14) Uani 1 1 d . . . H24D H 0.7185 -0.2315 0.2246 0.056 Uiso 1 1 calc R . . H24E H 0.7331 -0.1299 0.2956 0.056 Uiso 1 1 calc R . . H24F H 0.6465 -0.1246 0.2009 0.056 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 Pd1A 0.01460(17) 0.0164(2) 0.01532(16) -0.00102(15) 0.00239(14) -0.00168(16) Br1A 0.0247(3) 0.0320(3) 0.0262(3) -0.0005(2) -0.0051(2) -0.0098(2) P1A 0.0172(6) 0.0163(7) 0.0171(6) -0.0014(5) 0.0067(5) -0.0007(5) P2A 0.0211(6) 0.0217(8) 0.0167(6) 0.0028(5) 0.0062(5) -0.0006(6) C1A 0.012(2) 0.015(3) 0.023(2) -0.006(2) 0.0087(19) 0.002(2) C2A 0.014(2) 0.015(3) 0.017(2) -0.008(2) 0.0036(18) 0.004(2) C3A 0.017(2) 0.021(3) 0.020(2) -0.003(2) 0.004(2) 0.005(2) C4A 0.022(2) 0.023(3) 0.029(3) -0.011(2) 0.002(2) 0.001(2) C5A 0.022(2) 0.013(3) 0.037(3) -0.005(2) 0.009(2) -0.002(2) C6A 0.016(2) 0.017(3) 0.023(2) -0.003(2) 0.005(2) 0.003(2) C7A 0.021(2) 0.023(3) 0.017(2) 0.001(2) 0.003(2) 0.005(2) C8A 0.024(2) 0.020(3) 0.030(3) 0.001(2) 0.009(2) -0.010(2) C9A 0.024(2) 0.026(3) 0.027(2) 0.003(2) 0.014(2) 0.000(2) C10A 0.022(2) 0.036(4) 0.044(3) 0.002(3) 0.023(2) 0.003(2) C11A 0.033(3) 0.031(3) 0.030(3) -0.002(2) 0.010(2) -0.016(2) C12A 0.037(3) 0.032(3) 0.037(3) 0.000(3) 0.022(3) -0.009(3) C13A 0.025(2) 0.023(3) 0.023(2) -0.003(2) 0.012(2) 0.002(2) C14A 0.019(2) 0.031(3) 0.032(3) -0.007(2) 0.011(2) 0.002(2) C15A 0.035(3) 0.017(3) 0.021(2) -0.003(2) 0.010(2) 0.001(2) C16A 0.032(3) 0.022(3) 0.039(3) 0.003(2) 0.015(2) 0.008(2) C17A 0.030(3) 0.030(3) 0.030(3) 0.006(2) 0.017(2) 0.009(2) C18A 0.041(3) 0.020(3) 0.045(3) 0.012(3) 0.012(3) 0.004(3) C19A 0.028(3) 0.028(4) 0.066(4) 0.011(3) 0.017(3) 0.010(3) C20A 0.067(4) 0.040(4) 0.043(3) 0.001(3) 0.029(3) 0.021(3) C21A 0.029(3) 0.039(4) 0.021(3) 0.001(2) 0.014(2) 0.000(3) C22A 0.048(3) 0.055(4) 0.028(3) 0.006(3) 0.023(3) -0.008(3) C23A 0.044(3) 0.080(5) 0.018(3) 0.003(3) 0.013(3) -0.010(3) C24A 0.051(4) 0.050(4) 0.039(3) -0.008(3) 0.029(3) 0.000(3) Pd1B 0.01680(17) 0.0140(2) 0.01307(16) -0.00159(15) 0.00393(14) -0.00048(15) Br1B 0.0332(3) 0.0220(3) 0.0145(2) -0.0028(2) 0.0029(2) -0.0068(2) P1B 0.0178(6) 0.0142(7) 0.0167(6) -0.0010(5) 0.0056(5) -0.0001(5) P2B 0.0198(6) 0.0160(7) 0.0148(6) 0.0004(5) 0.0058(5) 0.0008(5) C1B 0.015(2) 0.016(3) 0.020(2) -0.005(2) 0.008(2) 0.006(2) C2B 0.019(2) 0.018(3) 0.021(2) -0.003(2) 0.009(2) 0.002(2) C3B 0.020(2) 0.022(3) 0.029(2) -0.006(2) 0.010(2) -0.001(2) C4B 0.015(2) 0.030(3) 0.025(2) -0.017(2) 0.001(2) -0.003(2) C5B 0.015(2) 0.035(3) 0.022(3) 0.000(2) 0.000(2) 0.013(2) C6B 0.015(2) 0.025(3) 0.018(2) -0.005(2) 0.0069(19) -0.001(2) C7B 0.022(2) 0.023(3) 0.026(2) -0.007(2) 0.010(2) -0.002(2) C8B 0.029(3) 0.024(3) 0.023(3) 0.000(2) 0.007(2) -0.001(2) C9B 0.020(2) 0.025(3) 0.019(2) 0.004(2) 0.0099(19) 0.008(2) C10B 0.033(3) 0.036(4) 0.021(2) -0.001(2) 0.016(2) 0.008(3) C11B 0.020(2) 0.024(3) 0.037(3) -0.001(2) 0.012(2) -0.001(2) C12B 0.025(3) 0.026(3) 0.031(3) 0.004(2) 0.013(2) 0.005(2) C13B 0.025(2) 0.015(3) 0.021(2) 0.005(2) 0.0107(19) 0.003(2) C14B 0.039(3) 0.022(3) 0.039(3) -0.001(3) 0.022(3) -0.001(3) C15B 0.037(3) 0.024(3) 0.023(2) 0.004(2) 0.010(2) -0.002(2) C16B 0.029(3) 0.023(3) 0.027(3) 0.006(2) 0.015(2) 0.003(2) C17B 0.024(2) 0.024(3) 0.027(3) 0.007(2) 0.014(2) 0.001(2) C18B 0.038(3) 0.019(3) 0.026(3) 0.007(2) 0.014(2) 0.000(2) C19B 0.025(3) 0.060(5) 0.037(3) 0.016(3) 0.013(2) -0.007(3) C20B 0.049(3) 0.033(4) 0.041(3) 0.011(3) 0.032(3) 0.008(3) C21B 0.029(3) 0.017(3) 0.030(3) -0.001(2) 0.015(2) 0.003(2) C22B 0.032(3) 0.022(3) 0.040(3) 0.001(3) 0.014(2) 0.010(2) C23B 0.049(3) 0.025(3) 0.038(3) -0.007(3) 0.018(3) 0.001(3) C24B 0.041(3) 0.033(4) 0.049(3) -0.008(3) 0.028(3) 0.004(3) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 Pd1A C1A 2.021(4) . ? Pd1A P2A 2.3143(13) . ? Pd1A P1A 2.3152(13) . ? Pd1A Br1A 2.5217(5) . ? P1A C7A 1.829(4) . ? P1A C13A 1.879(5) . ? P1A C9A 1.891(5) . ? P2A C8A 1.837(4) . ? P2A C17A 1.875(5) . ? P2A C21A 1.880(5) . ? C1A C6A 1.410(7) . ? C1A C2A 1.409(6) . ? C2A C3A 1.391(6) . ? C2A C7A 1.523(7) . ? C3A C4A 1.378(7) . ? C3A H3A 0.95 . ? C4A C5A 1.385(7) . ? C4A H4A 0.95 . ? C5A C6A 1.399(6) . ? C5A H5A 0.95 . ? C6A C8A 1.499(6) . ? C7A H7A1 0.99 . ? C7A H7A2 0.99 . ? C8A H8A1 0.99 . ? C8A H8A2 0.99 . ? C9A C11A 1.527(7) . ? C9A C12A 1.529(7) . ? C9A C10A 1.537(7) . ? C10A H10A 0.98 . ? C10A H10B 0.98 . ? C10A H10C 0.98 . ? C11A H11A 0.98 . ? C11A H11B 0.98 . ? C11A H11C 0.98 . ? C12A H12A 0.98 . ? C12A H12B 0.98 . ? C12A H12C 0.98 . ? C13A C16A 1.512(7) . ? C13A C14A 1.538(6) . ? C13A C15A 1.545(6) . ? C14A H14A 0.98 . ? C14A H14B 0.98 . ? C14A H14C 0.98 . ? C15A H15A 0.98 . ? C15A H15B 0.98 . ? C15A H15C 0.98 . ? C16A H16A 0.98 . ? C16A H16B 0.98 . ? C16A H16C 0.98 . ? C17A C18A 1.524(7) . ? C17A C19A 1.528(7) . ? C17A C20A 1.543(7) . ? C18A H18A 0.98 . ? C18A H18B 0.98 . ? C18A H18C 0.98 . ? C19A H19A 0.98 . ? C19A H19B 0.98 . ? C19A H19C 0.98 . ? C20A H20A 0.98 . ? C20A H20B 0.98 . ? C20A H20C 0.98 . ? C21A C23A 1.522(7) . ? C21A C22A 1.532(8) . ? C21A C24A 1.540(8) . ? C22A H22A 0.98 . ? C22A H22B 0.98 . ? C22A H22C 0.98 . ? C23A H23A 0.98 . ? C23A H23B 0.98 . ? C23A H23C 0.98 . ? C24A H24A 0.98 . ? C24A H24B 0.98 . ? C24A H24C 0.98 . ? Pd1B C1B 2.033(4) . ? Pd1B P1B 2.3021(13) . ? Pd1B P2B 2.3131(13) . ? Pd1B Br1B 2.5220(5) . ? P1B C7B 1.834(4) . ? P1B C13B 1.870(4) . ? P1B C9B 1.887(4) . ? P2B C8B 1.835(5) . ? P2B C21B 1.866(5) . ? P2B C17B 1.875(5) . ? C1B C2B 1.399(7) . ? C1B C6B 1.421(7) . ? C2B C3B 1.403(6) . ? C2B C7B 1.504(6) . ? C3B C4B 1.370(7) . ? C3B H3B 0.95 . ? C4B C5B 1.373(7) . ? C4B H4B 0.95 . ? C5B C6B 1.401(6) . ? C5B H5B 0.95 . ? C6B C8B 1.485(8) . ? C7B H7B1 0.99 . ? C7B H7B2 0.99 . ? C8B H8B1 0.99 . ? C8B H8B2 0.99 . ? C9B C12B 1.513(7) . ? C9B C11B 1.531(7) . ? C9B C10B 1.530(6) . ? C10B H10D 0.98 . ? C10B H10E 0.98 . ? C10B H10F 0.98 . ? C11B H11D 0.98 . ? C11B H11E 0.98 . ? C11B H11F 0.98 . ? C12B H12D 0.98 . ? C12B H12E 0.98 . ? C12B H12F 0.98 . ? C13B C14B 1.537(7) . ? C13B C16B 1.537(7) . ? C13B C15B 1.542(6) . ? C14B H14D 0.98 . ? C14B H14E 0.98 . ? C14B H14F 0.98 . ? C15B H15D 0.98 . ? C15B H15E 0.98 . ? C15B H15F 0.98 . ? C16B H16D 0.98 . ? C16B H16E 0.98 . ? C16B H16F 0.98 . ? C17B C19B 1.528(6) . ? C17B C18B 1.528(7) . ? C17B C20B 1.538(7) . ? C18B H18D 0.98 . ? C18B H18E 0.98 . ? C18B H18F 0.98 . ? C19B H19D 0.98 . ? C19B H19E 0.98 . ? C19B H19F 0.98 . ? C20B H20D 0.98 . ? C20B H20E 0.98 . ? C20B H20F 0.98 . ? C21B C24B 1.525(7) . ? C21B C23B 1.541(7) . ? C21B C22B 1.547(7) . ? C22B H22D 0.98 . ? C22B H22E 0.98 . ? C22B H22F 0.98 . ? C23B H23D 0.98 . ? C23B H23E 0.98 . ? C23B H23F 0.98 . ? C24B H24D 0.98 . ? C24B H24E 0.98 . ? C24B H24F 0.98 . ? 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 C1A Pd1A P2A 83.82(14) . . ? C1A Pd1A P1A 82.69(14) . . ? P2A Pd1A P1A 164.42(4) . . ? C1A Pd1A Br1A 174.98(12) . . ? P2A Pd1A Br1A 95.66(3) . . ? P1A Pd1A Br1A 98.45(3) . . ? C7A P1A C13A 105.4(2) . . ? C7A P1A C9A 103.3(2) . . ? C13A P1A C9A 112.0(2) . . ? C7A P1A Pd1A 102.79(16) . . ? C13A P1A Pd1A 110.29(16) . . ? C9A P1A Pd1A 121.19(16) . . ? C8A P2A C17A 104.6(2) . . ? C8A P2A C21A 103.9(2) . . ? C17A P2A C21A 112.0(2) . . ? C8A P2A Pd1A 101.25(16) . . ? C17A P2A Pd1A 116.07(16) . . ? C21A P2A Pd1A 116.63(19) . . ? C6A C1A C2A 117.4(4) . . ? C6A C1A Pd1A 121.1(3) . . ? C2A C1A Pd1A 121.4(3) . . ? C3A C2A C1A 121.4(5) . . ? C3A C2A C7A 118.6(4) . . ? C1A C2A C7A 120.0(4) . . ? C4A C3A C2A 120.0(4) . . ? C4A C3A H3A 120 . . ? C2A C3A H3A 120 . . ? C3A C4A C5A 120.3(4) . . ? C3A C4A H4A 119.8 . . ? C5A C4A H4A 119.8 . . ? C4A C5A C6A 120.2(5) . . ? C4A C5A H5A 119.9 . . ? C6A C5A H5A 119.9 . . ? C5A C6A C1A 120.7(4) . . ? C5A C6A C8A 120.2(4) . . ? C1A C6A C8A 119.0(4) . . ? C2A C7A P1A 108.7(3) . . ? C2A C7A H7A1 110 . . ? P1A C7A H7A1 110 . . ? C2A C7A H7A2 110 . . ? P1A C7A H7A2 110 . . ? H7A1 C7A H7A2 108.3 . . ? C6A C8A P2A 109.5(3) . . ? C6A C8A H8A1 109.8 . . ? P2A C8A H8A1 109.8 . . ? C6A C8A H8A2 109.8 . . ? P2A C8A H8A2 109.8 . . ? H8A1 C8A H8A2 108.2 . . ? C11A C9A C12A 109.7(4) . . ? C11A C9A C10A 109.0(4) . . ? C12A C9A C10A 109.2(4) . . ? C11A C9A P1A 111.9(3) . . ? C12A C9A P1A 112.8(3) . . ? C10A C9A P1A 104.0(3) . . ? C9A C10A H10A 109.5 . . ? C9A C10A H10B 109.5 . . ? H10A C10A H10B 109.5 . . ? C9A C10A H10C 109.5 . . ? H10A C10A H10C 109.5 . . ? H10B C10A H10C 109.5 . . ? C9A C11A H11A 109.5 . . ? C9A C11A H11B 109.5 . . ? H11A C11A H11B 109.5 . . ? C9A C11A H11C 109.5 . . ? H11A C11A H11C 109.5 . . ? H11B C11A H11C 109.5 . . ? C9A C12A H12A 109.5 . . ? C9A C12A H12B 109.5 . . ? H12A C12A H12B 109.5 . . ? C9A C12A H12C 109.5 . . ? H12A C12A H12C 109.5 . . ? H12B C12A H12C 109.5 . . ? C16A C13A C14A 109.3(4) . . ? C16A C13A C15A 110.2(4) . . ? C14A C13A C15A 108.0(4) . . ? C16A C13A P1A 113.3(3) . . ? C14A C13A P1A 107.4(4) . . ? C15A C13A P1A 108.6(3) . . ? C13A C14A H14A 109.5 . . ? C13A C14A H14B 109.5 . . ? H14A C14A H14B 109.5 . . ? C13A C14A H14C 109.5 . . ? H14A C14A H14C 109.5 . . ? H14B C14A H14C 109.5 . . ? C13A C15A H15A 109.5 . . ? C13A C15A H15B 109.5 . . ? H15A C15A H15B 109.5 . . ? C13A C15A H15C 109.5 . . ? H15A C15A H15C 109.5 . . ? H15B C15A H15C 109.5 . . ? C13A C16A H16A 109.5 . . ? C13A C16A H16B 109.5 . . ? H16A C16A H16B 109.5 . . ? C13A C16A H16C 109.5 . . ? H16A C16A H16C 109.5 . . ? H16B C16A H16C 109.5 . . ? C18A C17A C19A 109.4(4) . . ? C18A C17A C20A 108.7(5) . . ? C19A C17A C20A 107.7(4) . . ? C18A C17A P2A 114.1(3) . . ? C19A C17A P2A 111.5(4) . . ? C20A C17A P2A 105.1(3) . . ? C17A C18A H18A 109.5 . . ? C17A C18A H18B 109.5 . . ? H18A C18A H18B 109.5 . . ? C17A C18A H18C 109.5 . . ? H18A C18A H18C 109.5 . . ? H18B C18A H18C 109.5 . . ? C17A C19A H19A 109.5 . . ? C17A C19A H19B 109.5 . . ? H19A C19A H19B 109.5 . . ? C17A C19A H19C 109.5 . . ? H19A C19A H19C 109.5 . . ? H19B C19A H19C 109.5 . . ? C17A C20A H20A 109.5 . . ? C17A C20A H20B 109.5 . . ? H20A C20A H20B 109.5 . . ? C17A C20A H20C 109.5 . . ? H20A C20A H20C 109.5 . . ? H20B C20A H20C 109.5 . . ? C23A C21A C22A 110.3(4) . . ? C23A C21A C24A 108.0(5) . . ? C22A C21A C24A 108.4(4) . . ? C23A C21A P2A 111.3(3) . . ? C22A C21A P2A 113.6(4) . . ? C24A C21A P2A 104.9(3) . . ? C21A C22A H22A 109.5 . . ? C21A C22A H22B 109.5 . . ? H22A C22A H22B 109.5 . . ? C21A C22A H22C 109.5 . . ? H22A C22A H22C 109.5 . . ? H22B C22A H22C 109.5 . . ? C21A C23A H23A 109.5 . . ? C21A C23A H23B 109.5 . . ? H23A C23A H23B 109.5 . . ? C21A C23A H23C 109.5 . . ? H23A C23A H23C 109.5 . . ? H23B C23A H23C 109.5 . . ? C21A C24A H24A 109.5 . . ? C21A C24A H24B 109.5 . . ? H24A C24A H24B 109.5 . . ? C21A C24A H24C 109.5 . . ? H24A C24A H24C 109.5 . . ? H24B C24A H24C 109.5 . . ? C1B Pd1B P1B 83.25(14) . . ? C1B Pd1B P2B 84.06(14) . . ? P1B Pd1B P2B 164.62(4) . . ? C1B Pd1B Br1B 177.12(13) . . ? P1B Pd1B Br1B 95.40(3) . . ? P2B Pd1B Br1B 97.64(3) . . ? C7B P1B C13B 103.8(2) . . ? C7B P1B C9B 104.9(2) . . ? C13B P1B C9B 113.0(2) . . ? C7B P1B Pd1B 101.95(16) . . ? C13B P1B Pd1B 120.84(16) . . ? C9B P1B Pd1B 110.21(17) . . ? C8B P2B C21B 103.9(2) . . ? C8B P2B C17B 105.3(2) . . ? C21B P2B C17B 113.0(2) . . ? C8B P2B Pd1B 102.43(17) . . ? C21B P2B Pd1B 117.70(16) . . ? C17B P2B Pd1B 112.68(15) . . ? C2B C1B C6B 118.3(4) . . ? C2B C1B Pd1B 121.2(3) . . ? C6B C1B Pd1B 120.5(4) . . ? C1B C2B C3B 120.8(4) . . ? C1B C2B C7B 119.6(4) . . ? C3B C2B C7B 119.6(4) . . ? C4B C3B C2B 119.8(5) . . ? C4B C3B H3B 120.1 . . ? C2B C3B H3B 120.1 . . ? C5B C4B C3B 120.8(4) . . ? C5B C4B H4B 119.6 . . ? C3B C4B H4B 119.6 . . ? C4B C5B C6B 120.8(5) . . ? C4B C5B H5B 119.6 . . ? C6B C5B H5B 119.6 . . ? C5B C6B C1B 119.3(5) . . ? C5B C6B C8B 120.3(5) . . ? C1B C6B C8B 120.2(4) . . ? C2B C7B P1B 109.1(3) . . ? C2B C7B H7B1 109.9 . . ? P1B C7B H7B1 109.9 . . ? C2B C7B H7B2 109.9 . . ? P1B C7B H7B2 109.9 . . ? H7B1 C7B H7B2 108.3 . . ? C6B C8B P2B 110.6(3) . . ? C6B C8B H8B1 109.5 . . ? P2B C8B H8B1 109.5 . . ? C6B C8B H8B2 109.5 . . ? P2B C8B H8B2 109.5 . . ? H8B1 C8B H8B2 108.1 . . ? C12B C9B C11B 110.6(4) . . ? C12B C9B C10B 108.6(4) . . ? C11B C9B C10B 107.5(4) . . ? C12B C9B P1B 113.5(3) . . ? C11B C9B P1B 109.3(3) . . ? C10B C9B P1B 107.1(3) . . ? C9B C10B H10D 109.5 . . ? C9B C10B H10E 109.5 . . ? H10D C10B H10E 109.5 . . ? C9B C10B H10F 109.5 . . ? H10D C10B H10F 109.5 . . ? H10E C10B H10F 109.5 . . ? C9B C11B H11D 109.5 . . ? C9B C11B H11E 109.5 . . ? H11D C11B H11E 109.5 . . ? C9B C11B H11F 109.5 . . ? H11D C11B H11F 109.5 . . ? H11E C11B H11F 109.5 . . ? C9B C12B H12D 109.5 . . ? C9B C12B H12E 109.5 . . ? H12D C12B H12E 109.5 . . ? C9B C12B H12F 109.5 . . ? H12D C12B H12F 109.5 . . ? H12E C12B H12F 109.5 . . ? C14B C13B C16B 108.7(4) . . ? C14B C13B C15B 107.9(4) . . ? C16B C13B C15B 109.5(4) . . ? C14B C13B P1B 105.5(3) . . ? C16B C13B P1B 113.2(3) . . ? C15B C13B P1B 111.8(3) . . ? C13B C14B H14D 109.5 . . ? C13B C14B H14E 109.5 . . ? H14D C14B H14E 109.5 . . ? C13B C14B H14F 109.5 . . ? H14D C14B H14F 109.5 . . ? H14E C14B H14F 109.5 . . ? C13B C15B H15D 109.5 . . ? C13B C15B H15E 109.5 . . ? H15D C15B H15E 109.5 . . ? C13B C15B H15F 109.5 . . ? H15D C15B H15F 109.5 . . ? H15E C15B H15F 109.5 . . ? C13B C16B H16D 109.5 . . ? C13B C16B H16E 109.5 . . ? H16D C16B H16E 109.5 . . ? C13B C16B H16F 109.5 . . ? H16D C16B H16F 109.5 . . ? H16E C16B H16F 109.5 . . ? C19B C17B C18B 109.7(4) . . ? C19B C17B C20B 107.9(4) . . ? C18B C17B C20B 109.8(4) . . ? C19B C17B P2B 110.9(3) . . ? C18B C17B P2B 113.4(3) . . ? C20B C17B P2B 104.8(3) . . ? C17B C18B H18D 109.5 . . ? C17B C18B H18E 109.5 . . ? H18D C18B H18E 109.5 . . ? C17B C18B H18F 109.5 . . ? H18D C18B H18F 109.5 . . ? H18E C18B H18F 109.5 . . ? C17B C19B H19D 109.5 . . ? C17B C19B H19E 109.5 . . ? H19D C19B H19E 109.5 . . ? C17B C19B H19F 109.5 . . ? H19D C19B H19F 109.5 . . ? H19E C19B H19F 109.5 . . ? C17B C20B H20D 109.5 . . ? C17B C20B H20E 109.5 . . ? H20D C20B H20E 109.5 . . ? C17B C20B H20F 109.5 . . ? H20D C20B H20F 109.5 . . ? H20E C20B H20F 109.5 . . ? C24B C21B C23B 107.9(4) . . ? C24B C21B C22B 109.4(4) . . ? C23B C21B C22B 108.8(4) . . ? C24B C21B P2B 104.8(3) . . ? C23B C21B P2B 110.9(3) . . ? C22B C21B P2B 114.8(3) . . ? C21B C22B H22D 109.5 . . ? C21B C22B H22E 109.5 . . ? H22D C22B H22E 109.5 . . ? C21B C22B H22F 109.5 . . ? H22D C22B H22F 109.5 . . ? H22E C22B H22F 109.5 . . ? C21B C23B H23D 109.5 . . ? C21B C23B H23E 109.5 . . ? H23D C23B H23E 109.5 . . ? C21B C23B H23F 109.5 . . ? H23D C23B H23F 109.5 . . ? H23E C23B H23F 109.5 . . ? C21B C24B H24D 109.5 . . ? C21B C24B H24E 109.5 . . ? H24D C24B H24E 109.5 . . ? C21B C24B H24F 109.5 . . ? H24D C24B H24F 109.5 . . ? H24E C24B H24F 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 C1A Pd1A P1A C7A -17.6(2) . . . . ? P2A Pd1A P1A C7A -47.8(2) . . . . ? Br1A Pd1A P1A C7A 157.45(16) . . . . ? C1A Pd1A P1A C13A 94.3(2) . . . . ? P2A Pd1A P1A C13A 64.1(2) . . . . ? Br1A Pd1A P1A C13A -90.62(16) . . . . ? C1A Pd1A P1A C9A -132.0(2) . . . . ? P2A Pd1A P1A C9A -162.2(2) . . . . ? Br1A Pd1A P1A C9A 43.10(18) . . . . ? C1A Pd1A P2A C8A -14.1(2) . . . . ? P1A Pd1A P2A C8A 16.0(3) . . . . ? Br1A Pd1A P2A C8A 170.90(17) . . . . ? C1A Pd1A P2A C17A 98.4(2) . . . . ? P1A Pd1A P2A C17A 128.5(2) . . . . ? Br1A Pd1A P2A C17A -76.55(17) . . . . ? C1A Pd1A P2A C21A -126.1(2) . . . . ? P1A Pd1A P2A C21A -96.0(2) . . . . ? Br1A Pd1A P2A C21A 58.91(17) . . . . ? P2A Pd1A C1A C6A 4.3(3) . . . . ? P1A Pd1A C1A C6A -167.9(4) . . . . ? P2A Pd1A C1A C2A -172.4(4) . . . . ? P1A Pd1A C1A C2A 15.4(3) . . . . ? C6A C1A C2A C3A -2.7(6) . . . . ? Pd1A C1A C2A C3A 174.1(3) . . . . ? C6A C1A C2A C7A 177.2(4) . . . . ? Pd1A C1A C2A C7A -6.1(6) . . . . ? C1A C2A C3A C4A 0.0(7) . . . . ? C7A C2A C3A C4A -179.9(4) . . . . ? C2A C3A C4A C5A 1.4(7) . . . . ? C3A C4A C5A C6A -0.1(7) . . . . ? C4A C5A C6A C1A -2.7(7) . . . . ? C4A C5A C6A C8A 173.3(5) . . . . ? C2A C1A C6A C5A 4.0(6) . . . . ? Pd1A C1A C6A C5A -172.7(3) . . . . ? C2A C1A C6A C8A -172.0(4) . . . . ? Pd1A C1A C6A C8A 11.2(6) . . . . ? C3A C2A C7A P1A 168.9(3) . . . . ? C1A C2A C7A P1A -10.9(5) . . . . ? C13A P1A C7A C2A -96.2(3) . . . . ? C9A P1A C7A C2A 146.1(3) . . . . ? Pd1A P1A C7A C2A 19.3(3) . . . . ? C5A C6A C8A P2A 160.3(4) . . . . ? C1A C6A C8A P2A -23.6(5) . . . . ? C17A P2A C8A C6A -98.2(4) . . . . ? C21A P2A C8A C6A 144.2(4) . . . . ? Pd1A P2A C8A C6A 22.8(4) . . . . ? C7A P1A C9A C11A 169.7(4) . . . . ? C13A P1A C9A C11A 56.8(4) . . . . ? Pd1A P1A C9A C11A -76.2(4) . . . . ? C7A P1A C9A C12A 45.4(4) . . . . ? C13A P1A C9A C12A -67.5(4) . . . . ? Pd1A P1A C9A C12A 159.5(3) . . . . ? C7A P1A C9A C10A -72.9(3) . . . . ? C13A P1A C9A C10A 174.2(3) . . . . ? Pd1A P1A C9A C10A 41.2(3) . . . . ? C7A P1A C13A C16A -71.6(4) . . . . ? C9A P1A C13A C16A 40.0(4) . . . . ? Pd1A P1A C13A C16A 178.2(3) . . . . ? C7A P1A C13A C14A 49.2(4) . . . . ? C9A P1A C13A C14A 160.8(3) . . . . ? Pd1A P1A C13A C14A -61.0(3) . . . . ? C7A P1A C13A C15A 165.7(3) . . . . ? C9A P1A C13A C15A -82.7(4) . . . . ? Pd1A P1A C13A C15A 55.5(4) . . . . ? C8A P2A C17A C18A -63.2(4) . . . . ? C21A P2A C17A C18A 48.8(4) . . . . ? Pd1A P2A C17A C18A -173.8(3) . . . . ? C8A P2A C17A C19A 172.3(4) . . . . ? C21A P2A C17A C19A -75.8(4) . . . . ? Pd1A P2A C17A C19A 61.7(4) . . . . ? C8A P2A C17A C20A 55.9(4) . . . . ? C21A P2A C17A C20A 167.8(4) . . . . ? Pd1A P2A C17A C20A -54.7(4) . . . . ? C8A P2A C21A C23A 164.3(4) . . . . ? C17A P2A C21A C23A 51.9(5) . . . . ? Pd1A P2A C21A C23A -85.3(4) . . . . ? C8A P2A C21A C22A 39.1(4) . . . . ? C17A P2A C21A C22A -73.3(4) . . . . ? Pd1A P2A C21A C22A 149.5(3) . . . . ? C8A P2A C21A C24A -79.2(4) . . . . ? C17A P2A C21A C24A 168.4(3) . . . . ? Pd1A P2A C21A C24A 31.2(4) . . . . ? C1B Pd1B P1B C7B 15.9(2) . . . . ? P2B Pd1B P1B C7B 50.5(2) . . . . ? Br1B Pd1B P1B C7B -161.56(16) . . . . ? C1B Pd1B P1B C13B 130.1(2) . . . . ? P2B Pd1B P1B C13B 164.7(2) . . . . ? Br1B Pd1B P1B C13B -47.32(16) . . . . ? C1B Pd1B P1B C9B -95.07(19) . . . . ? P2B Pd1B P1B C9B -60.5(2) . . . . ? Br1B Pd1B P1B C9B 87.49(15) . . . . ? C1B Pd1B P2B C8B -7.0(2) . . . . ? P1B Pd1B P2B C8B -41.5(3) . . . . ? Br1B Pd1B P2B C8B 170.67(17) . . . . ? C1B Pd1B P2B C21B -120.1(2) . . . . ? P1B Pd1B P2B C21B -154.7(2) . . . . ? Br1B Pd1B P2B C21B 57.52(17) . . . . ? C1B Pd1B P2B C17B 105.6(2) . . . . ? P1B Pd1B P2B C17B 71.1(2) . . . . ? Br1B Pd1B P2B C17B -76.73(17) . . . . ? P1B Pd1B C1B C2B -8.2(3) . . . . ? P2B Pd1B C1B C2B -179.5(4) . . . . ? P1B Pd1B C1B C6B 170.6(3) . . . . ? P2B Pd1B C1B C6B -0.7(3) . . . . ? C6B C1B C2B C3B -3.4(7) . . . . ? Pd1B C1B C2B C3B 175.4(3) . . . . ? C6B C1B C2B C7B 175.2(4) . . . . ? Pd1B C1B C2B C7B -5.9(6) . . . . ? C1B C2B C3B C4B 0.4(7) . . . . ? C7B C2B C3B C4B -178.3(4) . . . . ? C2B C3B C4B C5B 1.4(7) . . . . ? C3B C4B C5B C6B 0.0(7) . . . . ? C4B C5B C6B C1B -3.1(7) . . . . ? C4B C5B C6B C8B 171.6(4) . . . . ? C2B C1B C6B C5B 4.8(6) . . . . ? Pd1B C1B C6B C5B -174.1(3) . . . . ? C2B C1B C6B C8B -170.0(4) . . . . ? Pd1B C1B C6B C8B 11.1(6) . . . . ? C1B C2B C7B P1B 20.3(5) . . . . ? C3B C2B C7B P1B -161.1(3) . . . . ? C13B P1B C7B C2B -148.9(3) . . . . ? C9B P1B C7B C2B 92.3(3) . . . . ? Pd1B P1B C7B C2B -22.6(3) . . . . ? C5B C6B C8B P2B 168.5(3) . . . . ? C1B C6B C8B P2B -16.8(6) . . . . ? C21B P2B C8B C6B 136.8(3) . . . . ? C17B P2B C8B C6B -104.2(4) . . . . ? Pd1B P2B C8B C6B 13.8(4) . . . . ? C7B P1B C9B C12B 68.4(4) . . . . ? C13B P1B C9B C12B -44.0(4) . . . . ? Pd1B P1B C9B C12B 177.5(3) . . . . ? C7B P1B C9B C11B -167.7(3) . . . . ? C13B P1B C9B C11B 79.9(4) . . . . ? Pd1B P1B C9B C11B -58.6(3) . . . . ? C7B P1B C9B C10B -51.5(4) . . . . ? C13B P1B C9B C10B -163.9(3) . . . . ? Pd1B P1B C9B C10B 57.5(4) . . . . ? C7B P1B C13B C14B 79.3(4) . . . . ? C9B P1B C13B C14B -167.6(3) . . . . ? Pd1B P1B C13B C14B -34.0(4) . . . . ? C7B P1B C13B C16B -39.4(4) . . . . ? C9B P1B C13B C16B 73.7(4) . . . . ? Pd1B P1B C13B C16B -152.7(3) . . . . ? C7B P1B C13B C15B -163.7(3) . . . . ? C9B P1B C13B C15B -50.6(4) . . . . ? Pd1B P1B C13B C15B 83.0(3) . . . . ? C8B P2B C17B C19B 169.7(4) . . . . ? C21B P2B C17B C19B -77.6(4) . . . . ? Pd1B P2B C17B C19B 58.9(4) . . . . ? C8B P2B C17B C18B -66.3(4) . . . . ? C21B P2B C17B C18B 46.4(4) . . . . ? Pd1B P2B C17B C18B -177.1(3) . . . . ? C8B P2B C17B C20B 53.5(4) . . . . ? C21B P2B C17B C20B 166.2(3) . . . . ? Pd1B P2B C17B C20B -57.3(3) . . . . ? C8B P2B C21B C24B -75.5(4) . . . . ? C17B P2B C21B C24B 171.0(3) . . . . ? Pd1B P2B C21B C24B 36.9(4) . . . . ? C8B P2B C21B C23B 168.3(4) . . . . ? C17B P2B C21B C23B 54.8(4) . . . . ? Pd1B P2B C21B C23B -79.3(4) . . . . ? C8B P2B C21B C22B 44.6(4) . . . . ? C17B P2B C21B C22B -69.0(4) . . . . ? Pd1B P2B C21B C22B 156.9(3) . . . . ? data_6 _database_code_depnum_ccdc_archive 'CCDC 913161' _audit_creation_date 2010-09-24T21:16:15-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION - 6 # #----------------------------------------------------------------------------# _chemical_name_systematic ; ?????????????????????????????????????????? ; _chemical_formula_moiety 'C24 H43 I P2 Pd' _chemical_formula_sum 'C24 H43 I P2 Pd' _chemical_formula_weight 626.82 _chemical_melting_point xxx:xxx _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 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 16.3407(6) _cell_length_b 10.8505(5) _cell_length_c 15.4033(6) _cell_angle_alpha 90 _cell_angle_beta 102.149(2) _cell_angle_gamma 90 _cell_volume 2669.91(19) _cell_formula_units_Z 4 _cell_measurement_temperature 123.0(1) _cell_measurement_reflns_used 4721 _cell_measurement_theta_min 0.407 _cell_measurement_theta_max 28.7 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description irregular _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.25 _exptl_crystal_density_diffrn 1.559 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1264 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.980 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Sheldrick, G. M. SADABS 2008/2; University of G\"ottingen: G\"ottingen, Germany, 2008. ; _exptl_absorpt_correction_T_min 0.5312 _exptl_absorpt_correction_T_max 0.7457 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 123.0(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_radiation_probe X-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type 'Bruker-Nonius Kappa Apex II Diffractometer' _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0357 _diffrn_reflns_av_unetI/netI 0.0470 _diffrn_reflns_number 11776 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.74 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.996 _reflns_number_total 4680 _reflns_number_gt 4137 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Hooft, 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SIR2002 (Burla, 2003)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'MERCURY (Macrae et al., 2006)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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^)+(0.0240P)^2^+8.9126P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 4680 _refine_ls_number_parameters 265 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0405 _refine_ls_R_factor_gt 0.0337 _refine_ls_wR_factor_ref 0.0815 _refine_ls_wR_factor_gt 0.0780 _refine_ls_goodness_of_fit_ref 0.967 _refine_ls_restrained_S_all 0.967 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.225 _refine_diff_density_min -0.865 _refine_diff_density_rms 0.101 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 0.746572(18) -0.07823(3) 0.672894(19) 0.01929(9) Uani 1 1 d . . . I1 I 0.672062(18) 0.04543(3) 0.78711(2) 0.03375(10) Uani 1 1 d . . . P1 P 0.83894(6) 0.07817(9) 0.65623(6) 0.0196(2) Uani 1 1 d . . . P2 P 0.66510(6) -0.25581(10) 0.65998(7) 0.0215(2) Uani 1 1 d . . . C1 C 0.8076(2) -0.1728(4) 0.5910(2) 0.0212(8) Uani 1 1 d . . . C2 C 0.8815(2) -0.1258(4) 0.5702(2) 0.0230(8) Uani 1 1 d . . . C3 C 0.9238(3) -0.1921(4) 0.5166(3) 0.0284(9) Uani 1 1 d . . . H3 H 0.9728 -0.158 0.502 0.034 Uiso 1 1 calc R . . C4 C 0.8963(3) -0.3067(4) 0.4838(3) 0.0291(10) Uani 1 1 d . . . H4 H 0.9267 -0.352 0.4482 0.035 Uiso 1 1 calc R . . C5 C 0.8249(3) -0.3541(4) 0.5033(3) 0.0284(9) Uani 1 1 d . . . H5 H 0.806 -0.4333 0.4815 0.034 Uiso 1 1 calc R . . C6 C 0.7792(3) -0.2878(4) 0.5548(2) 0.0232(9) Uani 1 1 d . . . C7 C 0.9176(3) -0.0063(4) 0.6110(3) 0.0262(9) Uani 1 1 d . . . H7A H 0.9362 0.0446 0.5654 0.031 Uiso 1 1 calc R . . H7B H 0.9669 -0.0234 0.6591 0.031 Uiso 1 1 calc R . . C8 C 0.6959(3) -0.3352(4) 0.5663(3) 0.0307(10) Uani 1 1 d . . . H8A H 0.6995 -0.425 0.5777 0.037 Uiso 1 1 calc R . . H8B H 0.6533 -0.3207 0.5113 0.037 Uiso 1 1 calc R . . C9 C 0.9055(3) 0.1573(4) 0.7550(3) 0.0256(9) Uani 1 1 d . . . C10 C 0.8603(3) 0.2659(4) 0.7879(3) 0.0300(10) Uani 1 1 d . . . H10A H 0.8057 0.2385 0.7974 0.045 Uiso 1 1 calc R . . H10B H 0.8523 0.3318 0.7434 0.045 Uiso 1 1 calc R . . H10C H 0.8941 0.2967 0.8439 0.045 Uiso 1 1 calc R . . C11 C 0.9894(3) 0.2038(4) 0.7376(3) 0.0341(10) Uani 1 1 d . . . H11A H 1.0217 0.2425 0.7915 0.051 Uiso 1 1 calc R . . H11B H 0.979 0.2642 0.6892 0.051 Uiso 1 1 calc R . . H11C H 1.0211 0.1342 0.7209 0.051 Uiso 1 1 calc R . . C12 C 0.9227(3) 0.0586(4) 0.8279(3) 0.0323(10) Uani 1 1 d . . . H12A H 0.9604 0.0922 0.8806 0.048 Uiso 1 1 calc R . . H12B H 0.9488 -0.0133 0.8064 0.048 Uiso 1 1 calc R . . H12C H 0.8698 0.0339 0.8434 0.048 Uiso 1 1 calc R . . C13 C 0.7913(3) 0.1905(4) 0.5671(3) 0.0264(9) Uani 1 1 d . . . C14 C 0.7606(3) 0.1145(4) 0.4822(3) 0.0356(11) Uani 1 1 d . . . H14A H 0.7229 0.0493 0.4941 0.053 Uiso 1 1 calc R . . H14B H 0.8087 0.0774 0.4633 0.053 Uiso 1 1 calc R . . H14C H 0.7305 0.1684 0.435 0.053 Uiso 1 1 calc R . . C15 C 0.7154(3) 0.2522(4) 0.5917(3) 0.0352(11) Uani 1 1 d . . . H15A H 0.6884 0.3065 0.5432 0.053 Uiso 1 1 calc R . . H15B H 0.7335 0.3008 0.6459 0.053 Uiso 1 1 calc R . . H15C H 0.6755 0.189 0.6017 0.053 Uiso 1 1 calc R . . C16 C 0.8519(3) 0.2905(4) 0.5482(3) 0.0340(10) Uani 1 1 d . . . H16A H 0.8253 0.3376 0.4955 0.051 Uiso 1 1 calc R . . H16B H 0.9031 0.2515 0.5377 0.051 Uiso 1 1 calc R . . H16C H 0.866 0.346 0.5993 0.051 Uiso 1 1 calc R . . C17 C 0.6951(3) -0.3657(4) 0.7555(3) 0.0288(10) Uani 1 1 d . . . C18 C 0.7891(3) -0.3894(5) 0.7641(3) 0.0384(11) Uani 1 1 d . . . H18A H 0.8092 -0.4447 0.8143 0.058 Uiso 1 1 calc R . . H18B H 0.8195 -0.311 0.7741 0.058 Uiso 1 1 calc R . . H18C H 0.7986 -0.4274 0.7094 0.058 Uiso 1 1 calc R . . C19 C 0.6468(3) -0.4879(4) 0.7418(3) 0.0324(10) Uani 1 1 d . . . H19A H 0.6728 -0.547 0.7875 0.049 Uiso 1 1 calc R . . H19B H 0.6481 -0.5211 0.6829 0.049 Uiso 1 1 calc R . . H19C H 0.5886 -0.4738 0.7463 0.049 Uiso 1 1 calc R . . C20 C 0.6825(3) -0.3055(5) 0.8416(3) 0.0412(12) Uani 1 1 d . . . H20A H 0.6226 -0.2934 0.8388 0.062 Uiso 1 1 calc R . . H20B H 0.7111 -0.2256 0.8492 0.062 Uiso 1 1 calc R . . H20C H 0.7059 -0.359 0.892 0.062 Uiso 1 1 calc R . . C21 C 0.5488(3) -0.2404(4) 0.6215(3) 0.0352(11) Uani 1 1 d . . . C22 C 0.5080(3) -0.3541(5) 0.5722(3) 0.0396(12) Uani 1 1 d . . . H22A H 0.4475 -0.341 0.5542 0.059 Uiso 1 1 calc R . . H22B H 0.519 -0.426 0.6115 0.059 Uiso 1 1 calc R . . H22C H 0.5314 -0.3683 0.5195 0.059 Uiso 1 1 calc R . . C23 C 0.5063(3) -0.2135(5) 0.6999(4) 0.0506(14) Uani 1 1 d . . . H23A H 0.4474 -0.1924 0.677 0.076 Uiso 1 1 calc R . . H23B H 0.5347 -0.1443 0.7346 0.076 Uiso 1 1 calc R . . H23C H 0.5099 -0.2866 0.7378 0.076 Uiso 1 1 calc R . . C24 C 0.5358(3) -0.1285(5) 0.5591(4) 0.0590(17) Uani 1 1 d . . . H24A H 0.5655 -0.1417 0.5109 0.089 Uiso 1 1 calc R . . H24B H 0.5577 -0.0545 0.5925 0.089 Uiso 1 1 calc R . . H24C H 0.4759 -0.118 0.5342 0.089 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 0.02102(16) 0.01932(17) 0.01942(16) -0.00114(12) 0.00857(12) 0.00009(12) I1 0.03639(18) 0.03071(17) 0.04128(18) -0.00840(13) 0.02432(13) -0.00042(12) P1 0.0225(5) 0.0182(5) 0.0201(5) -0.0001(4) 0.0092(4) 0.0009(4) P2 0.0220(5) 0.0213(5) 0.0218(5) 0.0009(4) 0.0060(4) -0.0012(4) C1 0.027(2) 0.021(2) 0.0153(18) 0.0021(16) 0.0059(15) 0.0064(17) C2 0.029(2) 0.023(2) 0.0191(19) 0.0020(16) 0.0094(16) 0.0028(17) C3 0.029(2) 0.031(2) 0.029(2) 0.0016(19) 0.0152(18) 0.0038(19) C4 0.038(2) 0.030(2) 0.023(2) -0.0014(18) 0.0150(18) 0.008(2) C5 0.041(2) 0.023(2) 0.022(2) -0.0020(17) 0.0058(18) 0.0013(19) C6 0.031(2) 0.023(2) 0.0161(18) 0.0015(16) 0.0057(16) 0.0029(18) C7 0.030(2) 0.023(2) 0.031(2) -0.0012(18) 0.0159(18) -0.0014(18) C8 0.033(2) 0.034(3) 0.026(2) -0.0045(19) 0.0094(18) -0.010(2) C9 0.029(2) 0.024(2) 0.023(2) -0.0001(17) 0.0044(17) -0.0026(18) C10 0.043(3) 0.025(2) 0.024(2) -0.0104(18) 0.0101(19) -0.0026(19) C11 0.033(2) 0.035(3) 0.034(2) -0.001(2) 0.0057(19) -0.010(2) C12 0.037(3) 0.034(3) 0.025(2) -0.0006(19) 0.0025(19) 0.000(2) C13 0.035(2) 0.023(2) 0.022(2) 0.0030(17) 0.0060(17) 0.0036(18) C14 0.055(3) 0.029(2) 0.022(2) 0.0036(19) 0.005(2) 0.008(2) C15 0.043(3) 0.030(2) 0.032(2) 0.004(2) 0.007(2) 0.011(2) C16 0.045(3) 0.028(2) 0.031(2) 0.0057(19) 0.014(2) -0.003(2) C17 0.041(2) 0.024(2) 0.022(2) 0.0047(17) 0.0069(18) 0.0024(19) C18 0.041(3) 0.035(3) 0.038(3) 0.013(2) 0.003(2) 0.009(2) C19 0.042(3) 0.026(2) 0.030(2) 0.0037(19) 0.012(2) -0.001(2) C20 0.064(3) 0.037(3) 0.024(2) 0.003(2) 0.013(2) -0.002(2) C21 0.019(2) 0.034(3) 0.051(3) 0.007(2) 0.0022(19) -0.0027(19) C22 0.025(2) 0.045(3) 0.046(3) 0.001(2) 0.001(2) -0.010(2) C23 0.027(2) 0.039(3) 0.090(4) -0.011(3) 0.022(3) 0.001(2) C24 0.041(3) 0.044(3) 0.080(4) 0.019(3) -0.015(3) -0.006(3) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 2.042(4) . ? Pd1 P1 2.3211(10) . ? Pd1 P2 2.3267(11) . ? Pd1 I1 2.6981(4) . ? P1 C7 1.831(4) . ? P1 C9 1.881(4) . ? P1 C13 1.878(4) . ? P2 C8 1.839(4) . ? P2 C21 1.875(4) . ? P2 C17 1.877(4) . ? C1 C6 1.404(6) . ? C1 C2 1.409(6) . ? C2 C3 1.386(5) . ? C2 C7 1.506(6) . ? C3 C4 1.381(6) . ? C3 H3 0.95 . ? C4 C5 1.365(6) . ? C4 H4 0.95 . ? C5 C6 1.398(6) . ? C5 H5 0.95 . ? C6 C8 1.500(6) . ? C7 H7A 0.99 . ? C7 H7B 0.99 . ? C8 H8A 0.99 . ? C8 H8B 0.99 . ? C9 C10 1.532(6) . ? C9 C12 1.534(6) . ? C9 C11 1.537(6) . ? C10 H10A 0.98 . ? C10 H10B 0.98 . ? C10 H10C 0.98 . ? C11 H11A 0.98 . ? C11 H11B 0.98 . ? C11 H11C 0.98 . ? C12 H12A 0.98 . ? C12 H12B 0.98 . ? C12 H12C 0.98 . ? C13 C15 1.526(6) . ? C13 C14 1.538(6) . ? C13 C16 1.538(6) . ? C14 H14A 0.98 . ? C14 H14B 0.98 . ? C14 H14C 0.98 . ? C15 H15A 0.98 . ? C15 H15B 0.98 . ? C15 H15C 0.98 . ? C16 H16A 0.98 . ? C16 H16B 0.98 . ? C16 H16C 0.98 . ? C17 C20 1.530(6) . ? C17 C19 1.535(6) . ? C17 C18 1.536(6) . ? C18 H18A 0.98 . ? C18 H18B 0.98 . ? C18 H18C 0.98 . ? C19 H19A 0.98 . ? C19 H19B 0.98 . ? C19 H19C 0.98 . ? C20 H20A 0.98 . ? C20 H20B 0.98 . ? C20 H20C 0.98 . ? C21 C22 1.526(6) . ? C21 C24 1.534(7) . ? C21 C23 1.543(7) . ? C22 H22A 0.98 . ? C22 H22B 0.98 . ? C22 H22C 0.98 . ? C23 H23A 0.98 . ? C23 H23B 0.98 . ? C23 H23C 0.98 . ? C24 H24A 0.98 . ? C24 H24B 0.98 . ? C24 H24C 0.98 . ? 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 C1 Pd1 P1 83.43(12) . . ? C1 Pd1 P2 82.88(12) . . ? P1 Pd1 P2 165.88(4) . . ? C1 Pd1 I1 177.41(11) . . ? P1 Pd1 I1 95.84(3) . . ? P2 Pd1 I1 97.99(3) . . ? C7 P1 C9 101.74(19) . . ? C7 P1 C13 105.24(19) . . ? C9 P1 C13 112.07(19) . . ? C7 P1 Pd1 101.60(14) . . ? C9 P1 Pd1 121.52(13) . . ? C13 P1 Pd1 112.08(14) . . ? C8 P2 C21 102.7(2) . . ? C8 P2 C17 104.4(2) . . ? C21 P2 C17 112.6(2) . . ? C8 P2 Pd1 102.03(14) . . ? C21 P2 Pd1 118.46(15) . . ? C17 P2 Pd1 114.13(14) . . ? C6 C1 C2 117.3(3) . . ? C6 C1 Pd1 121.9(3) . . ? C2 C1 Pd1 120.8(3) . . ? C3 C2 C1 120.4(4) . . ? C3 C2 C7 119.7(4) . . ? C1 C2 C7 119.8(3) . . ? C2 C3 C4 121.4(4) . . ? C2 C3 H3 119.3 . . ? C4 C3 H3 119.3 . . ? C5 C4 C3 119.1(4) . . ? C5 C4 H4 120.4 . . ? C3 C4 H4 120.4 . . ? C4 C5 C6 120.9(4) . . ? C4 C5 H5 119.5 . . ? C6 C5 H5 119.5 . . ? C5 C6 C1 120.7(4) . . ? C5 C6 C8 119.8(4) . . ? C1 C6 C8 119.3(4) . . ? C2 C7 P1 110.2(3) . . ? C2 C7 H7A 109.6 . . ? P1 C7 H7A 109.6 . . ? C2 C7 H7B 109.6 . . ? P1 C7 H7B 109.6 . . ? H7A C7 H7B 108.1 . . ? C6 C8 P2 109.7(3) . . ? C6 C8 H8A 109.7 . . ? P2 C8 H8A 109.7 . . ? C6 C8 H8B 109.7 . . ? P2 C8 H8B 109.7 . . ? H8A C8 H8B 108.2 . . ? C10 C9 C12 108.8(3) . . ? C10 C9 C11 108.4(4) . . ? C12 C9 C11 108.9(3) . . ? C10 C9 P1 112.5(3) . . ? C12 C9 P1 105.0(3) . . ? C11 C9 P1 113.2(3) . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C9 C11 H11A 109.5 . . ? C9 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C9 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C9 C12 H12A 109.5 . . ? C9 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C9 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C15 C13 C14 108.1(4) . . ? C15 C13 C16 109.1(4) . . ? C14 C13 C16 109.0(3) . . ? C15 C13 P1 109.7(3) . . ? C14 C13 P1 106.6(3) . . ? C16 C13 P1 114.3(3) . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C13 C16 H16A 109.5 . . ? C13 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C13 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C20 C17 C19 109.2(4) . . ? C20 C17 C18 108.1(4) . . ? C19 C17 C18 110.1(4) . . ? C20 C17 P2 110.4(3) . . ? C19 C17 P2 113.6(3) . . ? C18 C17 P2 105.4(3) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C17 C20 H20A 109.5 . . ? C17 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C17 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C22 C21 C24 109.9(4) . . ? C22 C21 C23 108.7(4) . . ? C24 C21 C23 108.3(4) . . ? C22 C21 P2 113.1(3) . . ? C24 C21 P2 105.5(3) . . ? C23 C21 P2 111.3(3) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 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 C1 Pd1 P1 C7 -15.74(18) . . . . ? P2 Pd1 P1 C7 -29.9(2) . . . . ? I1 Pd1 P1 C7 161.75(14) . . . . ? C1 Pd1 P1 C9 -127.43(19) . . . . ? P2 Pd1 P1 C9 -141.6(2) . . . . ? I1 Pd1 P1 C9 50.07(16) . . . . ? C1 Pd1 P1 C13 96.15(17) . . . . ? P2 Pd1 P1 C13 82.0(2) . . . . ? I1 Pd1 P1 C13 -86.35(14) . . . . ? C1 Pd1 P2 C8 -13.37(18) . . . . ? P1 Pd1 P2 C8 0.8(2) . . . . ? I1 Pd1 P2 C8 169.10(15) . . . . ? C1 Pd1 P2 C21 -125.2(2) . . . . ? P1 Pd1 P2 C21 -111.0(2) . . . . ? I1 Pd1 P2 C21 57.27(18) . . . . ? C1 Pd1 P2 C17 98.56(18) . . . . ? P1 Pd1 P2 C17 112.8(2) . . . . ? I1 Pd1 P2 C17 -78.97(15) . . . . ? P1 Pd1 C1 C6 -171.3(3) . . . . ? P2 Pd1 C1 C6 5.2(3) . . . . ? P1 Pd1 C1 C2 10.1(3) . . . . ? P2 Pd1 C1 C2 -173.3(3) . . . . ? C6 C1 C2 C3 -0.4(6) . . . . ? Pd1 C1 C2 C3 178.2(3) . . . . ? C6 C1 C2 C7 -176.7(3) . . . . ? Pd1 C1 C2 C7 1.9(5) . . . . ? C1 C2 C3 C4 -1.6(6) . . . . ? C7 C2 C3 C4 174.7(4) . . . . ? C2 C3 C4 C5 1.5(6) . . . . ? C3 C4 C5 C6 0.7(6) . . . . ? C4 C5 C6 C1 -2.7(6) . . . . ? C4 C5 C6 C8 172.8(4) . . . . ? C2 C1 C6 C5 2.5(6) . . . . ? Pd1 C1 C6 C5 -176.1(3) . . . . ? C2 C1 C6 C8 -173.1(4) . . . . ? Pd1 C1 C6 C8 8.4(5) . . . . ? C3 C2 C7 P1 166.9(3) . . . . ? C1 C2 C7 P1 -16.8(5) . . . . ? C9 P1 C7 C2 146.8(3) . . . . ? C13 P1 C7 C2 -96.1(3) . . . . ? Pd1 P1 C7 C2 20.8(3) . . . . ? C5 C6 C8 P2 164.2(3) . . . . ? C1 C6 C8 P2 -20.3(5) . . . . ? C21 P2 C8 C6 143.9(3) . . . . ? C17 P2 C8 C6 -98.4(3) . . . . ? Pd1 P2 C8 C6 20.7(3) . . . . ? C7 P1 C9 C10 161.6(3) . . . . ? C13 P1 C9 C10 49.6(3) . . . . ? Pd1 P1 C9 C10 -86.8(3) . . . . ? C7 P1 C9 C12 -80.3(3) . . . . ? C13 P1 C9 C12 167.7(3) . . . . ? Pd1 P1 C9 C12 31.3(3) . . . . ? C7 P1 C9 C11 38.3(3) . . . . ? C13 P1 C9 C11 -73.6(3) . . . . ? Pd1 P1 C9 C11 150.0(3) . . . . ? C7 P1 C13 C15 171.2(3) . . . . ? C9 P1 C13 C15 -79.0(3) . . . . ? Pd1 P1 C13 C15 61.6(3) . . . . ? C7 P1 C13 C14 54.5(3) . . . . ? C9 P1 C13 C14 164.3(3) . . . . ? Pd1 P1 C13 C14 -55.1(3) . . . . ? C7 P1 C13 C16 -65.9(3) . . . . ? C9 P1 C13 C16 43.8(4) . . . . ? Pd1 P1 C13 C16 -175.5(3) . . . . ? C8 P2 C17 C20 173.3(3) . . . . ? C21 P2 C17 C20 -76.0(4) . . . . ? Pd1 P2 C17 C20 62.8(3) . . . . ? C8 P2 C17 C19 -63.7(3) . . . . ? C21 P2 C17 C19 47.0(4) . . . . ? Pd1 P2 C17 C19 -174.2(3) . . . . ? C8 P2 C17 C18 56.8(3) . . . . ? C21 P2 C17 C18 167.5(3) . . . . ? Pd1 P2 C17 C18 -53.7(3) . . . . ? C8 P2 C21 C22 39.6(4) . . . . ? C17 P2 C21 C22 -72.1(4) . . . . ? Pd1 P2 C21 C22 151.0(3) . . . . ? C8 P2 C21 C24 -80.5(4) . . . . ? C17 P2 C21 C24 167.8(4) . . . . ? Pd1 P2 C21 C24 30.9(4) . . . . ? C8 P2 C21 C23 162.2(3) . . . . ? C17 P2 C21 C23 50.5(4) . . . . ? Pd1 P2 C21 C23 -86.3(3) . . . . ? #END data_4.PE.A-2 _database_code_depnum_ccdc_archive 'CCDC 927659' #TrackingRef '4_solv_CCDC_new_CIFs.cif' _audit_creation_date 2010-09-24T19:33:36-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION - data_4.PE.A-2 # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C24 H43 Cl P2 Pd' _chemical_formula_sum 'C24 H43 Cl P2 Pd' _chemical_formula_weight 535.37 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting hexagonal _symmetry_space_group_name_H-M 'P 61 2 2' _symmetry_space_group_name_Hall 'P 61 2 (00-1)' _symmetry_Int_Tables_number 178 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y, x-y, z+1/3' '-x+y, -x, z+2/3' 'x-y, x, z+1/6' 'y, -x+y, z+5/6' 'x-y, -y, -z' '-x, -x+y, -z+2/3' 'y, x, -z+1/3' '-y, -x, -z+5/6' 'x, x-y, -z+1/6' '-x+y, y, -z+1/2' _cell_length_a 16.3541(3) _cell_length_b 16.3541(3) _cell_length_c 19.1791(5) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 120 _cell_volume 4442.34(16) _cell_formula_units_Z 6 _cell_measurement_temperature 123.0(1) _cell_measurement_reflns_used 4626 _cell_measurement_theta_min 0.407 _cell_measurement_theta_max 28.7 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_diffrn 1.201 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1680 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.832 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Sheldrick, G. M. SADABS 2008/2; University of G\"ottingen: G\"ottingen, Germany, 2008. ; _exptl_absorpt_correction_T_min 0.4858 _exptl_absorpt_correction_T_max 0.7457 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 123.0(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type 'Bruker-Nonius Kappa Apex II Diffractometer' _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0680 _diffrn_reflns_av_unetI/netI 0.0551 _diffrn_reflns_number 11386 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.27 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.992 _diffrn_measured_fraction_theta_max 0.992 _reflns_number_total 2610 _reflns_number_gt 2264 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'COLLECT (Hooft, 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR2002 (Burla et al., 2003)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'MERCURY (Macrae et al., 2006)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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^)+(0.0895P)^2^+10.2052P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 2610 _refine_ls_number_parameters 135 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0575 _refine_ls_R_factor_gt 0.0446 _refine_ls_wR_factor_ref 0.1429 _refine_ls_wR_factor_gt 0.1299 _refine_ls_goodness_of_fit_ref 0.981 _refine_ls_restrained_S_all 0.981 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.13(8) _refine_diff_density_max 0.653 _refine_diff_density_min -0.776 _refine_diff_density_rms 0.094 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' 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 0.58482(2) 0.16964(5) 0.75 0.0296(2) Uani 1 2 d S . . Cl1 Cl 0.49961(8) -0.00077(15) 0.75 0.0408(6) Uani 1 2 d S . . P1 P 0.72419(12) 0.19165(11) 0.70295(8) 0.0294(4) Uani 1 1 d . . . C1 C 0.6563(3) 0.3127(6) 0.75 0.034(2) Uani 1 2 d S . . C2 C 0.7394(5) 0.3630(5) 0.7106(3) 0.0328(14) Uani 1 1 d . . . C3 C 0.7889(5) 0.4617(5) 0.7122(3) 0.0346(14) Uani 1 1 d . . . H3 H 0.8463 0.4952 0.6869 0.042 Uiso 1 1 calc R . . C4 C 0.7559(3) 0.5118(6) 0.75 0.037(2) Uani 1 2 d S . . H4 H 0.7895 0.5789 0.75 0.044 Uiso 1 2 calc SR . . C5 C 0.7754(5) 0.3107(4) 0.6673(3) 0.0347(15) Uani 1 1 d . . . H5A H 0.8451 0.343 0.6694 0.042 Uiso 1 1 calc R . . H5B H 0.7563 0.3081 0.618 0.042 Uiso 1 1 calc R . . C6 C 0.7186(5) 0.1177(5) 0.6268(3) 0.0348(15) Uani 1 1 d . . . C7 C 0.6337(5) 0.1061(5) 0.5831(4) 0.0445(16) Uani 1 1 d . . . H7A H 0.6434 0.1685 0.5708 0.067 Uiso 1 1 calc R . . H7B H 0.5756 0.0717 0.6105 0.067 Uiso 1 1 calc R . . H7C H 0.6283 0.0707 0.5405 0.067 Uiso 1 1 calc R . . C8 C 0.6982(5) 0.0189(5) 0.6496(4) 0.0424(18) Uani 1 1 d . . . H8A H 0.684 -0.0216 0.6084 0.064 Uiso 1 1 calc R . . H8B H 0.644 -0.0089 0.6813 0.064 Uiso 1 1 calc R . . H8C H 0.7536 0.0242 0.6735 0.064 Uiso 1 1 calc R . . C9 C 0.8070(5) 0.1638(5) 0.5820(4) 0.0406(15) Uani 1 1 d . . . H9A H 0.7981 0.1241 0.5412 0.061 Uiso 1 1 calc R . . H9B H 0.8609 0.171 0.6093 0.061 Uiso 1 1 calc R . . H9C H 0.8191 0.2261 0.5667 0.061 Uiso 1 1 calc R . . C10 C 0.8085(5) 0.1983(5) 0.7720(3) 0.0362(14) Uani 1 1 d . . . C11 C 0.8286(6) 0.2823(6) 0.8199(4) 0.0487(19) Uani 1 1 d . . . H11A H 0.8736 0.2887 0.8562 0.073 Uiso 1 1 calc R . . H11B H 0.7696 0.2709 0.8417 0.073 Uiso 1 1 calc R . . H11C H 0.8553 0.3404 0.7923 0.073 Uiso 1 1 calc R . . C12 C 0.9029(5) 0.2138(6) 0.7419(4) 0.0479(18) Uani 1 1 d . . . H12A H 0.9336 0.273 0.7154 0.072 Uiso 1 1 calc R . . H12B H 0.8907 0.1611 0.7111 0.072 Uiso 1 1 calc R . . H12C H 0.9441 0.2172 0.7802 0.072 Uiso 1 1 calc R . . C13 C 0.7613(6) 0.1075(5) 0.8151(4) 0.0444(18) Uani 1 1 d . . . H13A H 0.7489 0.0538 0.7854 0.067 Uiso 1 1 calc R . . H13B H 0.7017 0.0982 0.8342 0.067 Uiso 1 1 calc R . . H13C H 0.8032 0.1125 0.8534 0.067 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 0.0343(3) 0.0257(4) 0.0260(3) 0 0.0043(3) 0.01286(18) Cl1 0.0433(10) 0.0241(10) 0.0486(13) 0 0.0120(11) 0.0120(5) P1 0.0320(9) 0.0291(8) 0.0238(7) 0.0007(7) 0.0017(7) 0.0128(7) C1 0.043(4) 0.035(5) 0.022(4) 0 -0.003(4) 0.017(2) C2 0.043(4) 0.034(4) 0.020(3) 0.005(3) 0.000(3) 0.018(3) C3 0.036(4) 0.035(4) 0.030(3) 0.004(3) 0.000(3) 0.016(3) C4 0.046(4) 0.025(4) 0.032(4) 0 -0.003(4) 0.012(2) C5 0.038(4) 0.034(4) 0.030(3) 0.008(3) 0.011(3) 0.016(3) C6 0.042(4) 0.035(3) 0.028(3) 0.002(3) 0.005(3) 0.019(3) C7 0.053(4) 0.048(4) 0.036(3) -0.008(4) -0.004(4) 0.027(4) C8 0.045(4) 0.039(4) 0.041(4) -0.002(3) 0.007(3) 0.020(4) C9 0.049(4) 0.041(4) 0.028(3) 0.001(3) 0.008(3) 0.020(3) C10 0.038(4) 0.037(4) 0.026(3) -0.001(3) -0.001(3) 0.013(3) C11 0.060(5) 0.055(5) 0.026(3) -0.001(3) -0.008(3) 0.025(4) C12 0.040(4) 0.063(5) 0.041(4) 0.004(4) -0.002(4) 0.026(4) C13 0.060(5) 0.049(4) 0.025(3) 0.011(3) 0.008(3) 0.028(4) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 2.025(9) . ? Pd1 P1 2.3062(18) . ? Pd1 P1 2.3062(17) 12_656 ? Pd1 Cl1 2.414(2) . ? P1 C5 1.824(6) . ? P1 C6 1.869(7) . ? P1 C10 1.874(7) . ? C1 C2 1.407(8) . ? C1 C2 1.407(8) 12_656 ? C2 C3 1.398(9) . ? C2 C5 1.507(9) . ? C3 C4 1.390(8) . ? C3 H3 0.95 . ? C4 C3 1.390(8) 12_656 ? C4 H4 0.95 . ? C5 H5A 0.99 . ? C5 H5B 0.99 . ? C6 C9 1.518(9) . ? C6 C8 1.541(10) . ? C6 C7 1.551(10) . ? C7 H7A 0.98 . ? C7 H7B 0.98 . ? C7 H7C 0.98 . ? C8 H8A 0.98 . ? C8 H8B 0.98 . ? C8 H8C 0.98 . ? C9 H9A 0.98 . ? C9 H9B 0.98 . ? C9 H9C 0.98 . ? C10 C12 1.545(10) . ? C10 C11 1.545(10) . ? C10 C13 1.529(10) . ? C11 H11A 0.98 . ? C11 H11B 0.98 . ? C11 H11C 0.98 . ? C12 H12A 0.98 . ? C12 H12B 0.98 . ? C12 H12C 0.98 . ? C13 H13A 0.98 . ? C13 H13B 0.98 . ? C13 H13C 0.98 . ? 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 C1 Pd1 P1 82.21(19) . . ? C1 Pd1 P1 82.24(4) . 12_656 ? P1 Pd1 P1 164.47(9) . 12_656 ? C1 Pd1 Cl1 180.00(4) . . ? P1 Pd1 Cl1 97.77(4) . . ? P1 Pd1 Cl1 97.76(4) 12_656 . ? C5 P1 C6 104.2(3) . . ? C5 P1 C10 105.7(3) . . ? C6 P1 C10 112.7(3) . . ? C5 P1 Pd1 101.7(2) . . ? C6 P1 Pd1 118.7(2) . . ? C10 P1 Pd1 111.9(2) . . ? C2 C1 C2 119.0(8) . 12_656 ? C2 C1 Pd1 120.5(4) . . ? C2 C1 Pd1 120.5(4) 12_656 . ? C3 C2 C1 119.8(6) . . ? C3 C2 C5 120.2(6) . . ? C1 C2 C5 120.0(6) . . ? C4 C3 C2 121.4(7) . . ? C4 C3 H3 119.3 . . ? C2 C3 H3 119.3 . . ? C3 C4 C3 118.5(9) . 12_656 ? C3 C4 H4 120.7 . . ? C3 C4 H4 120.7 12_656 . ? C2 C5 P1 107.4(4) . . ? C2 C5 H5A 110.2 . . ? P1 C5 H5A 110.2 . . ? C2 C5 H5B 110.2 . . ? P1 C5 H5B 110.2 . . ? H5A C5 H5B 108.5 . . ? C9 C6 C8 109.5(6) . . ? C9 C6 C7 109.1(6) . . ? C8 C6 C7 108.3(6) . . ? C9 C6 P1 113.2(5) . . ? C8 C6 P1 111.8(5) . . ? C7 C6 P1 104.6(5) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C12 C10 C11 108.9(6) . . ? C12 C10 C13 109.8(6) . . ? C11 C10 C13 108.7(5) . . ? C12 C10 P1 113.1(4) . . ? C11 C10 P1 107.2(5) . . ? C13 C10 P1 109.1(5) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C10 C13 H13A 109.5 . . ? C10 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C10 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 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 C1 Pd1 P1 C5 -22.5(2) . . . . ? P1 Pd1 P1 C5 -22.5(2) 12_656 . . . ? Cl1 Pd1 P1 C5 157.5(2) . . . . ? C1 Pd1 P1 C6 -136.0(2) . . . . ? P1 Pd1 P1 C6 -136.0(2) 12_656 . . . ? Cl1 Pd1 P1 C6 44.0(2) . . . . ? C1 Pd1 P1 C10 90.0(2) . . . . ? P1 Pd1 P1 C10 90.0(2) 12_656 . . . ? Cl1 Pd1 P1 C10 -90.0(2) . . . . ? P1 Pd1 C1 C2 15.4(3) . . . . ? P1 Pd1 C1 C2 -164.6(3) 12_656 . . . ? P1 Pd1 C1 C2 -164.6(3) . . . 12_656 ? P1 Pd1 C1 C2 15.4(3) 12_656 . . 12_656 ? C2 C1 C2 C3 1.2(4) 12_656 . . . ? Pd1 C1 C2 C3 -178.8(4) . . . . ? C2 C1 C2 C5 -179.4(6) 12_656 . . . ? Pd1 C1 C2 C5 0.6(6) . . . . ? C1 C2 C3 C4 -2.5(9) . . . . ? C5 C2 C3 C4 178.1(5) . . . . ? C2 C3 C4 C3 1.3(4) . . . 12_656 ? C3 C2 C5 P1 158.1(5) . . . . ? C1 C2 C5 P1 -21.3(7) . . . . ? C6 P1 C5 C2 152.2(5) . . . . ? C10 P1 C5 C2 -88.8(5) . . . . ? Pd1 P1 C5 C2 28.2(5) . . . . ? C5 P1 C6 C9 42.8(6) . . . . ? C10 P1 C6 C9 -71.3(6) . . . . ? Pd1 P1 C6 C9 155.0(4) . . . . ? C5 P1 C6 C8 167.2(5) . . . . ? C10 P1 C6 C8 53.0(6) . . . . ? Pd1 P1 C6 C8 -80.6(5) . . . . ? C5 P1 C6 C7 -75.9(5) . . . . ? C10 P1 C6 C7 170.0(4) . . . . ? Pd1 P1 C6 C7 36.3(5) . . . . ? C5 P1 C10 C12 -69.6(6) . . . . ? C6 P1 C10 C12 43.6(6) . . . . ? Pd1 P1 C10 C12 -179.5(5) . . . . ? C5 P1 C10 C11 50.5(5) . . . . ? C6 P1 C10 C11 163.7(5) . . . . ? Pd1 P1 C10 C11 -59.5(5) . . . . ? C5 P1 C10 C13 168.0(5) . . . . ? C6 P1 C10 C13 -78.8(5) . . . . ? Pd1 P1 C10 C13 58.0(5) . . . . ? data_4.PE.A-3 _database_code_depnum_ccdc_archive 'CCDC 927660' #TrackingRef '4_solv_CCDC_new_CIFs.cif' _audit_creation_date 2010-09-24T19:41:30-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION - 4.PE.A-3 # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C24 H43 Cl P2 Pd' _chemical_formula_sum 'C24 H43 Cl P2 Pd' _chemical_formula_weight 535.37 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting hexagonal _symmetry_space_group_name_H-M 'P 65 2 2' _symmetry_space_group_name_Hall 'P 65 2 (001)' _symmetry_Int_Tables_number 179 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y, x-y, z+2/3' '-x+y, -x, z+1/3' 'x-y, x, z+5/6' 'y, -x+y, z+1/6' 'x-y, -y, -z' '-x, -x+y, -z+1/3' 'y, x, -z+2/3' '-y, -x, -z+1/6' 'x, x-y, -z+5/6' '-x+y, y, -z+1/2' _cell_length_a 16.3507(4) _cell_length_b 16.3507(4) _cell_length_c 19.1646(6) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 120 _cell_volume 4437.1(2) _cell_formula_units_Z 6 _cell_measurement_temperature 123.0(1) _cell_measurement_reflns_used 5253 _cell_measurement_theta_min 0.407 _cell_measurement_theta_max 25.35 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_diffrn 1.202 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1680 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.833 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Sheldrick, G. M. SADABS 2008/2; University of G\"ottingen: G\"ottingen, Germany, 2008. ; _exptl_absorpt_correction_T_min 0.5806 _exptl_absorpt_correction_T_max 0.7457 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 123.0(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mok\a _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type 'Bruker-Nonius Kappa Apex II Diffractometer' _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0670 _diffrn_reflns_av_unetI/netI 0.0377 _diffrn_reflns_number 25075 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.58 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.994 _diffrn_measured_fraction_theta_max 0.994 _reflns_number_total 2609 _reflns_number_gt 2384 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'COLLECT (Hooft, 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR2002 (Burla et al., 2003)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'MERCURY (Macrae et al., 2006)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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. Structure contains solvent accessible voids with small amount of solvent molecule(s) used for recrystallisation or other guest molecules. As they could not be modeled satisfactorily data were treated with the Squeeze routine in PLATON. ; _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^)+(0.0302P)^2^+20.4394P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 2609 _refine_ls_number_parameters 135 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0433 _refine_ls_R_factor_gt 0.0373 _refine_ls_wR_factor_ref 0.0970 _refine_ls_wR_factor_gt 0.0949 _refine_ls_goodness_of_fit_ref 0.982 _refine_ls_restrained_S_all 0.982 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.12(6) _refine_diff_density_max 0.434 _refine_diff_density_min -0.379 _refine_diff_density_rms 0.095 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' 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 0.584871(19) 0.16974(4) 0.25 0.02057(15) Uani 1 2 d S . . Cl1 Cl 0.49963(6) -0.00074(13) 0.25 0.0314(5) Uani 1 2 d S . . P1 P 0.72401(10) 0.19158(9) 0.29705(7) 0.0203(3) Uani 1 1 d . . . C1 C 0.6565(2) 0.3130(5) 0.25 0.0219(15) Uani 1 2 d S . . C2 C 0.7387(4) 0.3628(4) 0.2889(3) 0.0226(11) Uani 1 1 d . . . C3 C 0.7889(4) 0.4617(4) 0.2882(3) 0.0245(12) Uani 1 1 d . . . H3 H 0.8459 0.4951 0.314 0.029 Uiso 1 1 calc R . . C4 C 0.7555(3) 0.5110(5) 0.25 0.0292(17) Uani 1 2 d S . . H4 H 0.789 0.578 0.25 0.035 Uiso 1 2 calc SR . . C5 C 0.7746(4) 0.3115(4) 0.3323(3) 0.0258(12) Uani 1 1 d . . . H5A H 0.7554 0.3092 0.3816 0.031 Uiso 1 1 calc R . . H5B H 0.8444 0.3442 0.3302 0.031 Uiso 1 1 calc R . . C6 C 0.8090(4) 0.1987(4) 0.2281(3) 0.0263(12) Uani 1 1 d . . . C7 C 0.8304(5) 0.2827(4) 0.1798(3) 0.0372(15) Uani 1 1 d . . . H7A H 0.8689 0.2835 0.1403 0.056 Uiso 1 1 calc R . . H7B H 0.8649 0.3419 0.2059 0.056 Uiso 1 1 calc R . . H7C H 0.771 0.276 0.1624 0.056 Uiso 1 1 calc R . . C8 C 0.7601(5) 0.1071(4) 0.1842(3) 0.0329(14) Uani 1 1 d . . . H8A H 0.8006 0.1126 0.1447 0.049 Uiso 1 1 calc R . . H8B H 0.6995 0.0974 0.1668 0.049 Uiso 1 1 calc R . . H8C H 0.7492 0.0533 0.2133 0.049 Uiso 1 1 calc R . . C9 C 0.9032(4) 0.2143(5) 0.2572(3) 0.0374(15) Uani 1 1 d . . . H9A H 0.892 0.1594 0.2851 0.056 Uiso 1 1 calc R . . H9B H 0.932 0.2709 0.2866 0.056 Uiso 1 1 calc R . . H9C H 0.9458 0.2225 0.2185 0.056 Uiso 1 1 calc R . . C10 C 0.7179(4) 0.1166(4) 0.3733(3) 0.0255(12) Uani 1 1 d . . . C11 C 0.6336(4) 0.1058(4) 0.4168(3) 0.0331(13) Uani 1 1 d . . . H11A H 0.5758 0.0741 0.3888 0.05 Uiso 1 1 calc R . . H11B H 0.6451 0.1684 0.4307 0.05 Uiso 1 1 calc R . . H11C H 0.6263 0.0682 0.4586 0.05 Uiso 1 1 calc R . . C12 C 0.6991(4) 0.0201(4) 0.3500(3) 0.0326(15) Uani 1 1 d . . . H12A H 0.6815 -0.022 0.3905 0.049 Uiso 1 1 calc R . . H12B H 0.7562 0.026 0.3285 0.049 Uiso 1 1 calc R . . H12C H 0.6475 -0.0062 0.316 0.049 Uiso 1 1 calc R . . C13 C 0.8072(4) 0.1638(4) 0.4190(3) 0.0275(12) Uani 1 1 d . . . H13A H 0.7986 0.1239 0.4596 0.041 Uiso 1 1 calc R . . H13B H 0.8184 0.2256 0.4347 0.041 Uiso 1 1 calc R . . H13C H 0.8615 0.172 0.3917 0.041 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 0.0225(2) 0.0157(3) 0.0213(3) 0 -0.0043(2) 0.00785(15) Cl1 0.0313(8) 0.0149(9) 0.0424(11) 0 -0.0126(9) 0.0074(4) P1 0.0213(7) 0.0191(7) 0.0183(6) -0.0015(5) -0.0036(6) 0.0084(6) C1 0.026(3) 0.017(4) 0.019(3) 0 0.001(3) 0.0084(18) C2 0.027(3) 0.016(3) 0.021(3) -0.003(2) 0.000(2) 0.009(3) C3 0.026(3) 0.021(3) 0.023(3) -0.001(2) 0.000(2) 0.010(2) C4 0.036(3) 0.015(4) 0.029(4) 0 0.007(4) 0.0074(19) C5 0.021(3) 0.024(3) 0.026(3) -0.003(2) -0.001(3) 0.006(3) C6 0.024(3) 0.029(3) 0.024(3) -0.003(2) -0.001(2) 0.011(2) C7 0.045(4) 0.033(4) 0.031(3) 0.003(3) 0.010(3) 0.017(3) C8 0.042(4) 0.033(3) 0.027(3) -0.002(3) 0.002(3) 0.021(3) C9 0.028(3) 0.050(4) 0.033(3) -0.004(3) 0.003(3) 0.019(3) C10 0.028(3) 0.023(3) 0.025(3) 0.003(2) -0.002(2) 0.012(3) C11 0.030(3) 0.037(3) 0.026(3) 0.008(3) 0.005(3) 0.012(3) C12 0.035(4) 0.023(3) 0.037(4) 0.002(3) -0.008(3) 0.013(3) C13 0.033(3) 0.030(3) 0.022(2) -0.001(3) -0.010(3) 0.018(3) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 2.029(7) . ? Pd1 P1 2.3031(14) . ? Pd1 P1 2.3031(14) 12_655 ? Pd1 Cl1 2.4141(19) . ? P1 C5 1.833(5) . ? P1 C10 1.878(5) . ? P1 C6 1.878(5) . ? C1 C2 1.390(6) 12_655 ? C1 C2 1.390(6) . ? C2 C3 1.401(7) . ? C2 C5 1.494(8) . ? C3 C4 1.387(6) . ? C3 H3 0.95 . ? C4 C3 1.387(6) 12_655 ? C4 H4 0.95 . ? C5 H5A 0.99 . ? C5 H5B 0.99 . ? C6 C8 1.547(8) . ? C6 C9 1.535(8) . ? C6 C7 1.545(8) . ? C7 H7A 0.98 . ? C7 H7B 0.98 . ? C7 H7C 0.98 . ? C8 H8A 0.98 . ? C8 H8B 0.98 . ? C8 H8C 0.98 . ? C9 H9A 0.98 . ? C9 H9B 0.98 . ? C9 H9C 0.98 . ? C10 C12 1.517(8) . ? C10 C13 1.538(7) . ? C10 C11 1.545(8) . ? C11 H11A 0.98 . ? C11 H11B 0.98 . ? C11 H11C 0.98 . ? C12 H12A 0.98 . ? C12 H12B 0.98 . ? C12 H12C 0.98 . ? C13 H13A 0.98 . ? C13 H13B 0.98 . ? C13 H13C 0.98 . ? 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 C1 Pd1 P1 82.28(14) . . ? C1 Pd1 P1 82.28(4) . 12_655 ? P1 Pd1 P1 164.57(7) . 12_655 ? C1 Pd1 Cl1 180 . . ? P1 Pd1 Cl1 97.72(4) . . ? P1 Pd1 Cl1 97.72(4) 12_655 . ? C5 P1 C10 105.0(2) . . ? C5 P1 C6 105.6(3) . . ? C10 P1 C6 112.6(2) . . ? C5 P1 Pd1 101.12(19) . . ? C10 P1 Pd1 118.54(18) . . ? C6 P1 Pd1 112.17(17) . . ? C2 C1 C2 119.1(7) 12_655 . ? C2 C1 Pd1 120.4(3) 12_655 . ? C2 C1 Pd1 120.4(3) . . ? C1 C2 C3 120.5(5) . . ? C1 C2 C5 120.5(5) . . ? C3 C2 C5 119.1(5) . . ? C4 C3 C2 120.2(6) . . ? C4 C3 H3 119.9 . . ? C2 C3 H3 119.9 . . ? C3 C4 C3 119.6(7) 12_655 . ? C3 C4 H4 120.2 12_655 . ? C3 C4 H4 120.2 . . ? C2 C5 P1 107.5(4) . . ? C2 C5 H5A 110.2 . . ? P1 C5 H5A 110.2 . . ? C2 C5 H5B 110.2 . . ? P1 C5 H5B 110.2 . . ? H5A C5 H5B 108.5 . . ? C8 C6 C9 110.4(5) . . ? C8 C6 C7 108.2(4) . . ? C9 C6 C7 107.9(5) . . ? C8 C6 P1 108.3(4) . . ? C9 C6 P1 113.9(4) . . ? C7 C6 P1 108.0(4) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C12 C10 C13 109.7(5) . . ? C12 C10 C11 109.6(5) . . ? C13 C10 C11 108.6(5) . . ? C12 C10 P1 111.6(4) . . ? C13 C10 P1 112.8(4) . . ? C11 C10 P1 104.3(4) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C10 C13 H13A 109.5 . . ? C10 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C10 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 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 C1 Pd1 P1 C5 22.22(18) . . . . ? P1 Pd1 P1 C5 22.22(18) 12_655 . . . ? Cl1 Pd1 P1 C5 -157.78(18) . . . . ? C1 Pd1 P1 C10 136.3(2) . . . . ? P1 Pd1 P1 C10 136.3(2) 12_655 . . . ? Cl1 Pd1 P1 C10 -43.7(2) . . . . ? C1 Pd1 P1 C6 -89.8(2) . . . . ? P1 Pd1 P1 C6 -89.8(2) 12_655 . . . ? Cl1 Pd1 P1 C6 90.2(2) . . . . ? P1 Pd1 C1 C2 164.7(2) . . . 12_655 ? P1 Pd1 C1 C2 -15.3(2) 12_655 . . 12_655 ? P1 Pd1 C1 C2 -15.3(2) . . . . ? P1 Pd1 C1 C2 164.7(2) 12_655 . . . ? C2 C1 C2 C3 -0.8(4) 12_655 . . . ? Pd1 C1 C2 C3 179.2(4) . . . . ? C2 C1 C2 C5 179.0(5) 12_655 . . . ? Pd1 C1 C2 C5 -1.0(5) . . . . ? C1 C2 C3 C4 1.7(7) . . . . ? C5 C2 C3 C4 -178.1(4) . . . . ? C2 C3 C4 C3 -0.8(4) . . . 12_655 ? C1 C2 C5 P1 21.7(6) . . . . ? C3 C2 C5 P1 -158.5(4) . . . . ? C10 P1 C5 C2 -152.1(4) . . . . ? C6 P1 C5 C2 88.7(4) . . . . ? Pd1 P1 C5 C2 -28.2(4) . . . . ? C5 P1 C6 C8 -166.6(4) . . . . ? C10 P1 C6 C8 79.3(4) . . . . ? Pd1 P1 C6 C8 -57.4(4) . . . . ? C5 P1 C6 C9 70.2(5) . . . . ? C10 P1 C6 C9 -43.9(5) . . . . ? Pd1 P1 C6 C9 179.4(4) . . . . ? C5 P1 C6 C7 -49.7(4) . . . . ? C10 P1 C6 C7 -163.7(4) . . . . ? Pd1 P1 C6 C7 59.5(4) . . . . ? C5 P1 C10 C12 -166.7(4) . . . . ? C6 P1 C10 C12 -52.3(5) . . . . ? Pd1 P1 C10 C12 81.4(4) . . . . ? C5 P1 C10 C13 -42.7(5) . . . . ? C6 P1 C10 C13 71.7(5) . . . . ? Pd1 P1 C10 C13 -154.6(3) . . . . ? C5 P1 C10 C11 75.1(4) . . . . ? C6 P1 C10 C11 -170.6(4) . . . . ? Pd1 P1 C10 C11 -36.9(4) . . . . ? loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.000 -0.004 703 102 ' ' _platon_squeeze_details ; ; data_4.PE_B _database_code_depnum_ccdc_archive 'CCDC 927661' #TrackingRef '4_solv_CCDC_new_CIFs.cif' _audit_creation_date 2010-09-24T19:46:36-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION - 4.PE.B # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C24 H43 Cl P2 Pd' _chemical_formula_sum 'C24 H43 Cl P2 Pd' _chemical_formula_weight 535.37 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting hexagonal _symmetry_space_group_name_H-M 'P 65 2 2' _symmetry_space_group_name_Hall 'P 65 2 (001)' _symmetry_Int_Tables_number 179 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y, x-y, z+2/3' '-x+y, -x, z+1/3' 'x-y, x, z+5/6' 'y, -x+y, z+1/6' 'x-y, -y, -z' '-x, -x+y, -z+1/3' 'y, x, -z+2/3' '-y, -x, -z+1/6' 'x, x-y, -z+5/6' '-x+y, y, -z+1/2' _cell_length_a 16.3334(3) _cell_length_b 16.3334(3) _cell_length_c 19.1661(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 120 _cell_volume 4428.10(13) _cell_formula_units_Z 6 _cell_measurement_temperature 123.0(1) _cell_measurement_reflns_used 9213 _cell_measurement_theta_min 0.407 _cell_measurement_theta_max 30.999 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_diffrn 1.205 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1680 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.835 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Sheldrick, G. M. SADABS 2008/2; University of G\"ottingen: G\"ottingen, Germany, 2008. ; _exptl_absorpt_correction_T_min 0.6055 _exptl_absorpt_correction_T_max 0.7462 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 123.0(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type 'Bruker-Nonius Kappa Apex II Diffractometer' _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0770 _diffrn_reflns_av_unetI/netI 0.0349 _diffrn_reflns_number 33105 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.994 _diffrn_measured_fraction_theta_max 0.994 _reflns_number_total 2606 _reflns_number_gt 2401 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'COLLECT (Hooft, 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR2002 (Burla et al., 2003)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'MERCURY (Macrae et al., 2006)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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. Structure contains solvent accessible voids with small amount of solvent molecule(s) used for recrystallisation or other guest molecules. As they could not be modeled satisfactorily data were treated with the Squeeze routine in PLATON. ; _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^+8.2032P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 2606 _refine_ls_number_parameters 135 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0412 _refine_ls_R_factor_gt 0.0359 _refine_ls_wR_factor_ref 0.1046 _refine_ls_wR_factor_gt 0.1011 _refine_ls_goodness_of_fit_ref 0.982 _refine_ls_restrained_S_all 0.982 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.11(6) _refine_diff_density_max 0.417 _refine_diff_density_min -0.307 _refine_diff_density_rms 0.083 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' 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 0.584753(18) 0.16951(4) 0.25 0.02374(16) Uani 1 2 d S . . Cl1 Cl 0.49947(6) -0.00105(12) 0.25 0.0357(4) Uani 1 2 d S . . P1 P 0.72399(10) 0.19142(9) 0.29710(6) 0.0241(3) Uani 1 1 d . . . C1 C 0.6564(2) 0.3128(5) 0.25 0.0264(14) Uani 1 2 d S . . C2 C 0.7393(3) 0.3630(4) 0.2890(2) 0.0255(10) Uani 1 1 d . . . C3 C 0.7892(4) 0.4618(4) 0.2883(2) 0.0310(11) Uani 1 1 d . . . H3 H 0.8462 0.4953 0.3141 0.037 Uiso 1 1 calc R . . C4 C 0.7557(2) 0.5113(5) 0.25 0.0310(16) Uani 1 2 d S . . H4 H 0.7892 0.5785 0.25 0.037 Uiso 1 2 calc SR . . C5 C 0.7754(4) 0.3110(3) 0.3326(2) 0.0286(11) Uani 1 1 d . . . H5A H 0.7562 0.3086 0.3819 0.034 Uiso 1 1 calc R . . H5B H 0.8452 0.3434 0.3304 0.034 Uiso 1 1 calc R . . C6 C 0.8088(4) 0.1980(4) 0.2282(2) 0.0303(11) Uani 1 1 d . . . C7 C 0.7607(4) 0.1071(4) 0.1849(3) 0.0368(13) Uani 1 1 d . . . H7A H 0.8027 0.1114 0.1467 0.055 Uiso 1 1 calc R . . H7B H 0.7014 0.0986 0.1655 0.055 Uiso 1 1 calc R . . H7C H 0.7473 0.053 0.2147 0.055 Uiso 1 1 calc R . . C8 C 0.9029(4) 0.2128(5) 0.2579(3) 0.0446(15) Uani 1 1 d . . . H8A H 0.8911 0.1573 0.2853 0.067 Uiso 1 1 calc R . . H8B H 0.9314 0.269 0.2878 0.067 Uiso 1 1 calc R . . H8C H 0.946 0.2216 0.2194 0.067 Uiso 1 1 calc R . . C9 C 0.8300(4) 0.2822(4) 0.1798(3) 0.0398(14) Uani 1 1 d . . . H9A H 0.869 0.2834 0.1405 0.06 Uiso 1 1 calc R . . H9B H 0.8641 0.3414 0.2061 0.06 Uiso 1 1 calc R . . H9C H 0.7705 0.2751 0.1622 0.06 Uiso 1 1 calc R . . C10 C 0.7179(4) 0.1166(4) 0.3734(2) 0.0283(11) Uani 1 1 d . . . C11 C 0.6986(4) 0.0188(4) 0.3505(3) 0.0355(13) Uani 1 1 d . . . H11A H 0.6798 -0.0233 0.3911 0.053 Uiso 1 1 calc R . . H11B H 0.7561 0.0242 0.3299 0.053 Uiso 1 1 calc R . . H11C H 0.6477 -0.0071 0.3158 0.053 Uiso 1 1 calc R . . C12 C 0.8077(4) 0.1638(4) 0.4187(3) 0.0349(12) Uani 1 1 d . . . H12A H 0.7994 0.1239 0.4593 0.052 Uiso 1 1 calc R . . H12B H 0.8192 0.2257 0.4345 0.052 Uiso 1 1 calc R . . H12C H 0.8618 0.1719 0.3911 0.052 Uiso 1 1 calc R . . C13 C 0.6335(4) 0.1046(4) 0.4171(3) 0.0361(12) Uani 1 1 d . . . H13A H 0.5753 0.0707 0.3897 0.054 Uiso 1 1 calc R . . H13B H 0.6434 0.167 0.43 0.054 Uiso 1 1 calc R . . H13C H 0.6281 0.0686 0.4595 0.054 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 0.0290(2) 0.0192(3) 0.0197(2) 0 -0.0041(2) 0.00961(14) Cl1 0.0379(8) 0.0204(8) 0.0429(10) 0 -0.0114(8) 0.0102(4) P1 0.0278(7) 0.0237(7) 0.0173(5) -0.0008(5) -0.0020(5) 0.0103(6) C1 0.032(3) 0.028(4) 0.017(3) 0 0.003(2) 0.0142(18) C2 0.032(3) 0.024(3) 0.020(2) -0.002(2) 0.0007(19) 0.014(2) C3 0.042(3) 0.028(3) 0.019(2) -0.005(2) -0.004(2) 0.014(2) C4 0.043(3) 0.016(3) 0.025(3) 0 -0.001(3) 0.0079(16) C5 0.036(3) 0.023(3) 0.025(2) -0.002(2) -0.002(2) 0.012(2) C6 0.029(3) 0.035(3) 0.022(2) -0.003(2) -0.001(2) 0.012(2) C7 0.043(3) 0.042(3) 0.026(3) -0.009(2) 0.000(2) 0.022(3) C8 0.033(3) 0.064(4) 0.032(3) -0.004(3) 0.005(3) 0.020(3) C9 0.051(3) 0.041(3) 0.023(2) -0.001(2) 0.006(2) 0.019(3) C10 0.033(3) 0.024(3) 0.022(2) 0.001(2) 0.001(2) 0.010(2) C11 0.046(3) 0.026(3) 0.033(3) -0.001(2) -0.007(2) 0.017(3) C12 0.046(3) 0.041(3) 0.020(2) -0.005(2) -0.012(2) 0.025(3) C13 0.037(3) 0.043(3) 0.025(2) 0.017(3) 0.006(3) 0.017(3) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. Structure contains solvent accessible voids with small amount of solvent molecule(s) used for recrystallisation or other guest molecules. As they could not be modeled satisfactorily data were treated with the Squeeze routine in PLATON. ; 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 C1 2.027(7) . ? Pd1 P1 2.3024(14) 12_655 ? Pd1 P1 2.3024(14) . ? Pd1 Cl1 2.4126(18) . ? P1 C5 1.828(5) . ? P1 C10 1.877(5) . ? P1 C6 1.878(5) . ? C1 C2 1.399(6) . ? C1 C2 1.399(6) 12_655 ? C2 C3 1.398(7) . ? C2 C5 1.505(7) . ? C3 C4 1.391(6) . ? C3 H3 0.95 . ? C4 C3 1.391(6) 12_655 ? C4 H4 0.95 . ? C5 H5A 0.99 . ? C5 H5B 0.99 . ? C6 C7 1.531(7) . ? C6 C8 1.540(8) . ? C6 C9 1.547(8) . ? C7 H7A 0.98 . ? C7 H7B 0.98 . ? C7 H7C 0.98 . ? C8 H8A 0.98 . ? C8 H8B 0.98 . ? C8 H8C 0.98 . ? C9 H9A 0.98 . ? C9 H9B 0.98 . ? C9 H9C 0.98 . ? C10 C11 1.530(7) . ? C10 C12 1.539(7) . ? C10 C13 1.539(7) . ? C11 H11A 0.98 . ? C11 H11B 0.98 . ? C11 H11C 0.98 . ? C12 H12A 0.98 . ? C12 H12B 0.98 . ? C12 H12C 0.98 . ? C13 H13A 0.98 . ? C13 H13B 0.98 . ? C13 H13C 0.98 . ? 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 C1 Pd1 P1 82.26(14) . 12_655 ? C1 Pd1 P1 82.26(14) . . ? P1 Pd1 P1 164.52(7) 12_655 . ? C1 Pd1 Cl1 180.00(3) . . ? P1 Pd1 Cl1 97.74(3) 12_655 . ? P1 Pd1 Cl1 97.74(3) . . ? C5 P1 C10 104.6(2) . . ? C5 P1 C6 105.6(3) . . ? C10 P1 C6 112.5(2) . . ? C5 P1 Pd1 101.66(19) . . ? C10 P1 Pd1 118.54(17) . . ? C6 P1 Pd1 112.10(16) . . ? C2 C1 C2 119.0(6) . 12_655 ? C2 C1 Pd1 120.5(3) . . ? C2 C1 Pd1 120.5(3) 12_655 . ? C3 C2 C1 120.3(5) . . ? C3 C2 C5 119.4(4) . . ? C1 C2 C5 120.2(5) . . ? C4 C3 C2 120.4(5) . . ? C4 C3 H3 119.8 . . ? C2 C3 H3 119.8 . . ? C3 C4 C3 119.5(7) 12_655 . ? C3 C4 H4 120.2 12_655 . ? C3 C4 H4 120.2 . . ? C2 C5 P1 107.3(3) . . ? C2 C5 H5A 110.3 . . ? P1 C5 H5A 110.3 . . ? C2 C5 H5B 110.3 . . ? P1 C5 H5B 110.3 . . ? H5A C5 H5B 108.5 . . ? C7 C6 C8 109.9(5) . . ? C7 C6 C9 108.4(4) . . ? C8 C6 C9 108.6(5) . . ? C7 C6 P1 108.6(4) . . ? C8 C6 P1 113.5(3) . . ? C9 C6 P1 107.6(4) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C11 C10 C12 109.4(4) . . ? C11 C10 C13 108.6(4) . . ? C12 C10 C13 109.0(4) . . ? C11 C10 P1 111.8(3) . . ? C12 C10 P1 112.7(3) . . ? C13 C10 P1 105.0(3) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C10 C13 H13A 109.5 . . ? C10 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C10 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 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 C1 Pd1 P1 C5 22.29(17) . . . . ? P1 Pd1 P1 C5 22.29(17) 12_655 . . . ? Cl1 Pd1 P1 C5 -157.71(17) . . . . ? C1 Pd1 P1 C10 136.20(19) . . . . ? P1 Pd1 P1 C10 136.20(19) 12_655 . . . ? Cl1 Pd1 P1 C10 -43.80(19) . . . . ? C1 Pd1 P1 C6 -90.1(2) . . . . ? P1 Pd1 P1 C6 -90.1(2) 12_655 . . . ? Cl1 Pd1 P1 C6 89.9(2) . . . . ? P1 Pd1 C1 C2 164.9(2) 12_655 . . . ? P1 Pd1 C1 C2 -15.1(2) . . . . ? P1 Pd1 C1 C2 -15.1(2) 12_655 . . 12_655 ? P1 Pd1 C1 C2 164.9(2) . . . 12_655 ? C2 C1 C2 C3 -0.7(3) 12_655 . . . ? Pd1 C1 C2 C3 179.3(3) . . . . ? C2 C1 C2 C5 178.9(5) 12_655 . . . ? Pd1 C1 C2 C5 -1.1(5) . . . . ? C1 C2 C3 C4 1.5(7) . . . . ? C5 C2 C3 C4 -178.1(4) . . . . ? C2 C3 C4 C3 -0.7(3) . . . 12_655 ? C3 C2 C5 P1 -158.7(4) . . . . ? C1 C2 C5 P1 21.6(5) . . . . ? C10 P1 C5 C2 -152.1(3) . . . . ? C6 P1 C5 C2 89.0(4) . . . . ? Pd1 P1 C5 C2 -28.2(4) . . . . ? C5 P1 C6 C7 -167.4(4) . . . . ? C10 P1 C6 C7 79.1(4) . . . . ? Pd1 P1 C6 C7 -57.5(4) . . . . ? C5 P1 C6 C8 70.0(5) . . . . ? C10 P1 C6 C8 -43.5(5) . . . . ? Pd1 P1 C6 C8 179.9(4) . . . . ? C5 P1 C6 C9 -50.2(4) . . . . ? C10 P1 C6 C9 -163.7(3) . . . . ? Pd1 P1 C6 C9 59.7(4) . . . . ? C5 P1 C10 C11 -166.5(4) . . . . ? C6 P1 C10 C11 -52.3(4) . . . . ? Pd1 P1 C10 C11 81.2(4) . . . . ? C5 P1 C10 C12 -42.7(4) . . . . ? C6 P1 C10 C12 71.4(4) . . . . ? Pd1 P1 C10 C12 -155.0(3) . . . . ? C5 P1 C10 C13 75.9(4) . . . . ? C6 P1 C10 C13 -170.0(3) . . . . ? Pd1 P1 C10 C13 -36.4(4) . . . . ? loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.000 -0.004 704 70 ' ' _platon_squeeze_details ; ; data_4.PE_C _database_code_depnum_ccdc_archive 'CCDC 927662' #TrackingRef '4_solv_CCDC_new_CIFs.cif' _audit_creation_date 2010-09-24T19:52:20-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION - 4.PE.C # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C24 H43 Cl P2 Pd' _chemical_formula_sum 'C24 H43 Cl P2 Pd' _chemical_formula_weight 535.37 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting hexagonal _symmetry_space_group_name_H-M 'P 61 2 2' _symmetry_space_group_name_Hall 'P 61 2 (00-1)' _symmetry_Int_Tables_number 178 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y, x-y, z+1/3' '-x+y, -x, z+2/3' 'x-y, x, z+1/6' 'y, -x+y, z+5/6' 'x-y, -y, -z' '-x, -x+y, -z+2/3' 'y, x, -z+1/3' '-y, -x, -z+5/6' 'x, x-y, -z+1/6' '-x+y, y, -z+1/2' _cell_length_a 16.3660(2) _cell_length_b 16.3660(2) _cell_length_c 19.1996(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 120 _cell_volume 4453.56(10) _cell_formula_units_Z 6 _cell_measurement_temperature 123.0(1) _cell_measurement_reflns_used 7143 _cell_measurement_theta_min 0.407 _cell_measurement_theta_max 28.283 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_diffrn 1.198 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1680 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.830 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Sheldrick, G. M. SADABS 2008/2; University of G\"ottingen: G\"ottingen, Germany, 2008. ; _exptl_absorpt_correction_T_min 0.5457 _exptl_absorpt_correction_T_max 0.7457 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 123.0(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type 'Bruker-Nonius Kappa Apex II Diffractometer' _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0592 _diffrn_reflns_av_unetI/netI 0.0349 _diffrn_reflns_number 19539 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.57 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.994 _diffrn_measured_fraction_theta_max 0.994 _reflns_number_total 2616 _reflns_number_gt 2394 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'COLLECT (Hooft, 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR2002 (Burla et al., 2003)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'MERCURY (Macrae et al., 2006)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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^)+(0.0717P)^2^+4.5558P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 2616 _refine_ls_number_parameters 135 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0378 _refine_ls_R_factor_gt 0.0326 _refine_ls_wR_factor_ref 0.1054 _refine_ls_wR_factor_gt 0.1013 _refine_ls_goodness_of_fit_ref 1.001 _refine_ls_restrained_S_all 1.001 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.08(5) _refine_diff_density_max 0.501 _refine_diff_density_min -0.463 _refine_diff_density_rms 0.084 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' 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 0.584838(16) 0.16968(3) 0.25 0.02538(16) Uani 1 2 d S . . Cl1 Cl 0.49962(5) -0.00076(11) 0.25 0.0370(4) Uani 1 2 d S . . P1 P 0.72409(8) 0.19162(8) 0.20297(6) 0.0252(3) Uani 1 1 d . . . C1 C 0.6563(2) 0.3125(4) 0.25 0.0295(13) Uani 1 2 d S . . C2 C 0.7388(3) 0.3634(3) 0.2107(2) 0.0290(9) Uani 1 1 d . . . C3 C 0.7890(4) 0.4622(3) 0.2120(2) 0.0310(10) Uani 1 1 d . . . H3 H 0.8463 0.4957 0.1866 0.037 Uiso 1 1 calc R . . C4 C 0.7555(2) 0.5110(4) 0.25 0.0347(15) Uani 1 2 d S . . H4 H 0.789 0.5781 0.25 0.042 Uiso 1 2 calc SR . . C5 C 0.7754(3) 0.3113(3) 0.1676(2) 0.0298(10) Uani 1 1 d . . . H5A H 0.8451 0.3439 0.1701 0.036 Uiso 1 1 calc R . . H5B H 0.7567 0.309 0.1183 0.036 Uiso 1 1 calc R . . C6 C 0.7182(3) 0.1176(3) 0.1269(2) 0.0316(10) Uani 1 1 d . . . C7 C 0.6335(3) 0.1057(4) 0.0830(3) 0.0385(10) Uani 1 1 d . . . H7A H 0.6442 0.1679 0.0692 0.058 Uiso 1 1 calc R . . H7B H 0.5757 0.0732 0.1108 0.058 Uiso 1 1 calc R . . H7C H 0.627 0.0683 0.0413 0.058 Uiso 1 1 calc R . . C8 C 0.6979(4) 0.0187(3) 0.1496(3) 0.0388(12) Uani 1 1 d . . . H8A H 0.6819 -0.0222 0.1086 0.058 Uiso 1 1 calc R . . H8B H 0.6448 -0.0083 0.1823 0.058 Uiso 1 1 calc R . . H8C H 0.7539 0.0239 0.1723 0.058 Uiso 1 1 calc R . . C9 C 0.8072(3) 0.1637(3) 0.0816(2) 0.0353(10) Uani 1 1 d . . . H9A H 0.7981 0.1239 0.0409 0.053 Uiso 1 1 calc R . . H9B H 0.8611 0.1708 0.1087 0.053 Uiso 1 1 calc R . . H9C H 0.8195 0.2259 0.0662 0.053 Uiso 1 1 calc R . . C10 C 0.8089(4) 0.1987(4) 0.2718(2) 0.0318(10) Uani 1 1 d . . . C11 C 0.8290(4) 0.2816(4) 0.3202(3) 0.0433(13) Uani 1 1 d . . . H11A H 0.87 0.2844 0.3585 0.065 Uiso 1 1 calc R . . H11B H 0.7694 0.2726 0.3392 0.065 Uiso 1 1 calc R . . H11C H 0.8604 0.3407 0.2938 0.065 Uiso 1 1 calc R . . C12 C 0.7608(4) 0.1075(4) 0.3152(3) 0.0402(12) Uani 1 1 d . . . H12A H 0.8013 0.1132 0.3547 0.06 Uiso 1 1 calc R . . H12B H 0.7503 0.054 0.2861 0.06 Uiso 1 1 calc R . . H12C H 0.7001 0.0973 0.3326 0.06 Uiso 1 1 calc R . . C13 C 0.9025(4) 0.2136(4) 0.2421(3) 0.0446(13) Uani 1 1 d . . . H13A H 0.9316 0.2705 0.2131 0.067 Uiso 1 1 calc R . . H13B H 0.8906 0.1589 0.2138 0.067 Uiso 1 1 calc R . . H13C H 0.9452 0.2209 0.2804 0.067 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 0.0295(2) 0.0209(3) 0.0230(2) 0 0.00405(18) 0.01043(13) Cl1 0.0385(7) 0.0222(7) 0.0450(10) 0 0.0130(7) 0.0111(4) P1 0.0285(6) 0.0237(6) 0.0200(5) 0.0015(4) 0.0031(5) 0.0105(5) C1 0.035(2) 0.023(3) 0.027(3) 0 -0.005(2) 0.0115(15) C2 0.039(3) 0.026(2) 0.0187(19) 0.0026(18) -0.0004(18) 0.014(2) C3 0.034(3) 0.027(2) 0.025(2) 0.004(2) -0.001(2) 0.010(2) C4 0.047(3) 0.022(3) 0.027(3) 0 -0.004(3) 0.0112(16) C5 0.032(2) 0.027(2) 0.026(2) 0.0075(19) 0.008(2) 0.012(2) C6 0.037(3) 0.032(2) 0.025(2) -0.0013(19) 0.001(2) 0.017(2) C7 0.044(3) 0.044(3) 0.029(2) -0.006(3) -0.002(3) 0.023(2) C8 0.046(3) 0.028(3) 0.040(3) -0.001(2) 0.011(2) 0.017(2) C9 0.042(3) 0.042(3) 0.023(2) 0.003(2) 0.012(2) 0.021(2) C10 0.032(3) 0.037(3) 0.021(2) 0.0015(19) -0.0005(19) 0.013(2) C11 0.052(3) 0.043(3) 0.027(2) 0.001(2) -0.008(2) 0.018(3) C12 0.049(3) 0.047(3) 0.028(2) 0.008(2) 0.000(2) 0.027(3) C13 0.038(3) 0.059(3) 0.034(3) 0.004(3) -0.001(2) 0.023(3) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 2.025(6) . ? Pd1 P1 2.3065(12) . ? Pd1 P1 2.3065(12) 12_655 ? Pd1 Cl1 2.4157(16) . ? P1 C5 1.833(4) . ? P1 C6 1.870(5) . ? P1 C10 1.878(4) . ? C1 C2 1.400(5) . ? C1 C2 1.400(5) 12_655 ? C2 C3 1.400(7) . ? C2 C5 1.510(6) . ? C3 C4 1.382(6) . ? C3 H3 0.95 . ? C4 C3 1.382(6) 12_655 ? C4 H4 0.95 . ? C5 H5A 0.99 . ? C5 H5B 0.99 . ? C6 C9 1.533(6) . ? C6 C8 1.542(7) . ? C6 C7 1.549(7) . ? C7 H7A 0.98 . ? C7 H7B 0.98 . ? C7 H7C 0.98 . ? C8 H8A 0.98 . ? C8 H8B 0.98 . ? C8 H8C 0.98 . ? C9 H9A 0.98 . ? C9 H9B 0.98 . ? C9 H9C 0.98 . ? C10 C13 1.536(7) . ? C10 C12 1.538(7) . ? C10 C11 1.539(7) . ? C11 H11A 0.98 . ? C11 H11B 0.98 . ? C11 H11C 0.98 . ? C12 H12A 0.98 . ? C12 H12B 0.98 . ? C12 H12C 0.98 . ? C13 H13A 0.98 . ? C13 H13B 0.98 . ? C13 H13C 0.98 . ? 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 C1 Pd1 P1 82.23(12) . . ? C1 Pd1 P1 82.23(12) . 12_655 ? P1 Pd1 P1 164.50(6) . 12_655 ? C1 Pd1 Cl1 180.00(3) . . ? P1 Pd1 Cl1 97.75(3) . . ? P1 Pd1 Cl1 97.75(3) 12_655 . ? C5 P1 C6 104.6(2) . . ? C5 P1 C10 105.4(2) . . ? C6 P1 C10 112.7(2) . . ? C5 P1 Pd1 101.54(16) . . ? C6 P1 Pd1 118.59(16) . . ? C10 P1 Pd1 112.12(14) . . ? C2 C1 C2 118.0(6) . 12_655 ? C2 C1 Pd1 121.0(3) . . ? C2 C1 Pd1 121.0(3) 12_655 . ? C1 C2 C3 120.8(4) . . ? C1 C2 C5 119.8(4) . . ? C3 C2 C5 119.4(4) . . ? C4 C3 C2 120.2(5) . . ? C4 C3 H3 119.9 . . ? C2 C3 H3 119.9 . . ? C3 C4 C3 119.9(6) . 12_655 ? C3 C4 H4 120.1 . . ? C3 C4 H4 120.1 12_655 . ? C2 C5 P1 107.5(3) . . ? C2 C5 H5A 110.2 . . ? P1 C5 H5A 110.2 . . ? C2 C5 H5B 110.2 . . ? P1 C5 H5B 110.2 . . ? H5A C5 H5B 108.5 . . ? C9 C6 C8 109.3(4) . . ? C9 C6 C7 108.9(4) . . ? C8 C6 C7 108.1(4) . . ? C9 C6 P1 113.3(3) . . ? C8 C6 P1 111.9(3) . . ? C7 C6 P1 105.0(3) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C13 C10 C12 110.0(4) . . ? C13 C10 C11 109.2(4) . . ? C12 C10 C11 108.0(4) . . ? C13 C10 P1 113.3(3) . . ? C12 C10 P1 108.5(4) . . ? C11 C10 P1 107.7(3) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C10 C13 H13A 109.5 . . ? C10 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C10 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 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 C1 Pd1 P1 C5 -22.23(16) . . . . ? P1 Pd1 P1 C5 -22.23(16) 12_655 . . . ? Cl1 Pd1 P1 C5 157.77(16) . . . . ? C1 Pd1 P1 C6 -136.01(18) . . . . ? P1 Pd1 P1 C6 -136.01(18) 12_655 . . . ? Cl1 Pd1 P1 C6 43.99(18) . . . . ? C1 Pd1 P1 C10 89.85(18) . . . . ? P1 Pd1 P1 C10 89.85(18) 12_655 . . . ? Cl1 Pd1 P1 C10 -90.15(18) . . . . ? P1 Pd1 C1 C2 15.7(2) . . . . ? P1 Pd1 C1 C2 -164.3(2) 12_655 . . . ? P1 Pd1 C1 C2 -164.3(2) . . . 12_655 ? P1 Pd1 C1 C2 15.7(2) 12_655 . . 12_655 ? C2 C1 C2 C3 1.3(3) 12_655 . . . ? Pd1 C1 C2 C3 -178.7(3) . . . . ? C2 C1 C2 C5 180.0(4) 12_655 . . . ? Pd1 C1 C2 C5 0.0(4) . . . . ? C1 C2 C3 C4 -2.7(6) . . . . ? C5 C2 C3 C4 178.7(3) . . . . ? C2 C3 C4 C3 1.3(3) . . . 12_655 ? C1 C2 C5 P1 -20.6(5) . . . . ? C3 C2 C5 P1 158.0(4) . . . . ? C6 P1 C5 C2 151.6(3) . . . . ? C10 P1 C5 C2 -89.3(3) . . . . ? Pd1 P1 C5 C2 27.7(3) . . . . ? C5 P1 C6 C9 42.9(4) . . . . ? C10 P1 C6 C9 -71.1(4) . . . . ? Pd1 P1 C6 C9 155.1(3) . . . . ? C5 P1 C6 C8 167.1(4) . . . . ? C10 P1 C6 C8 53.1(4) . . . . ? Pd1 P1 C6 C8 -80.7(4) . . . . ? C5 P1 C6 C7 -75.8(4) . . . . ? C10 P1 C6 C7 170.2(3) . . . . ? Pd1 P1 C6 C7 36.3(4) . . . . ? C5 P1 C10 C13 -70.2(4) . . . . ? C6 P1 C10 C13 43.3(5) . . . . ? Pd1 P1 C10 C13 -179.8(3) . . . . ? C5 P1 C10 C12 167.3(3) . . . . ? C6 P1 C10 C12 -79.2(4) . . . . ? Pd1 P1 C10 C12 57.7(3) . . . . ? C5 P1 C10 C11 50.7(4) . . . . ? C6 P1 C10 C11 164.1(3) . . . . ? Pd1 P1 C10 C11 -59.0(4) . . . . ? data_5.Hex.A _database_code_depnum_ccdc_archive 'CCDC 927663' #TrackingRef '5_solv_CCDC_New_CIF.cif' _audit_creation_date 2010-09-24T20:27:48-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION - 5.Hex.A # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C24 H43 Br P2 Pd' _chemical_formula_sum 'C24 H43 Br P2 Pd' _chemical_formula_weight 579.83 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting hexagonal _symmetry_space_group_name_H-M 'P 61 2 2' _symmetry_space_group_name_Hall 'P 61 2 (00-1)' _symmetry_Int_Tables_number 178 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y, x-y, z+1/3' '-x+y, -x, z+2/3' 'x-y, x, z+1/6' 'y, -x+y, z+5/6' 'x-y, -y, -z' '-x, -x+y, -z+2/3' 'y, x, -z+1/3' '-y, -x, -z+5/6' 'x, x-y, -z+1/6' '-x+y, y, -z+1/2' _cell_length_a 16.46320(10) _cell_length_b 16.46320(10) _cell_length_c 19.2709(2) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 120 _cell_volume 4523.36(6) _cell_formula_units_Z 6 _cell_measurement_temperature 123.0(1) _cell_measurement_reflns_used 3846 _cell_measurement_theta_min 0.407 _cell_measurement_theta_max 28.283 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.35 _exptl_crystal_density_diffrn 1.277 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1788 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 2.054 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Sheldrick, G. M. SADABS 2008/2; University of G\"ottingen: G\"ottingen, Germany, 2008. ; _exptl_absorpt_correction_T_min 0.6624 _exptl_absorpt_correction_T_max 0.7457 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 123.0(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type 'Bruker-Nonius Kappa Apex II Diffractometer' _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0532 _diffrn_reflns_av_unetI/netI 0.0277 _diffrn_reflns_number 30820 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.43 _diffrn_reflns_theta_max 24.99 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 1 _diffrn_measured_fraction_theta_max 1 _reflns_number_total 2667 _reflns_number_gt 2549 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'COLLECT (Hooft, 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'MERCURY (Macrae et al., 2006)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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. Structure contains solvent accessible voids with small amount of solvent molecule(s) used for recrystallisation or other guest molecules. As they could not be modeled satisfactorily data were treated with the Squeeze routine in PLATON. ; _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^)+(0.0201P)^2^+5.8550P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 2667 _refine_ls_number_parameters 135 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0246 _refine_ls_R_factor_gt 0.0224 _refine_ls_wR_factor_ref 0.0548 _refine_ls_wR_factor_gt 0.0540 _refine_ls_goodness_of_fit_ref 0.981 _refine_ls_restrained_S_all 0.981 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.111(11) _refine_diff_density_max 0.213 _refine_diff_density_min -0.207 _refine_diff_density_rms 0.057 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' Br Br -0.2901 2.4595 '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' 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 0.586179(11) 0.17236(2) 0.75 0.01851(9) Uani 1 2 d S . . Br1 Br 0.497684(15) -0.00463(3) 0.75 0.02868(12) Uani 1 2 d S . . P1 P 0.72484(6) 0.19365(5) 0.70348(4) 0.01883(17) Uani 1 1 d . . . C1 C 0.65715(14) 0.3143(3) 0.75 0.0213(9) Uani 1 2 d S . . C2 C 0.7408(2) 0.3653(2) 0.71178(16) 0.0215(7) Uani 1 1 d . . . C3 C 0.7898(3) 0.4628(2) 0.71292(16) 0.0251(7) Uani 1 1 d . . . H3 H 0.8471 0.4962 0.6881 0.03 Uiso 1 1 calc R . . C4 C 0.75581(14) 0.5116(3) 0.75 0.0262(10) Uani 1 2 d S . . H4 H 0.7891 0.5783 0.75 0.031 Uiso 1 2 calc SR . . C5 C 0.7772(2) 0.3133(2) 0.66913(17) 0.0225(7) Uani 1 1 d . . . H5A H 0.8465 0.3451 0.6723 0.027 Uiso 1 1 calc R . . H5B H 0.7597 0.3118 0.6198 0.027 Uiso 1 1 calc R . . C6 C 0.7209(2) 0.1216(2) 0.62647(17) 0.0234(7) Uani 1 1 d . . . C7 C 0.6378(2) 0.1103(2) 0.58249(19) 0.0322(7) Uani 1 1 d . . . H7A H 0.6474 0.1724 0.5705 0.048 Uiso 1 1 calc R . . H7B H 0.5796 0.0755 0.6091 0.048 Uiso 1 1 calc R . . H7C H 0.6335 0.0759 0.5399 0.048 Uiso 1 1 calc R . . C8 C 0.7030(3) 0.0240(2) 0.64771(19) 0.0298(8) Uani 1 1 d . . . H8A H 0.6501 -0.0046 0.6802 0.045 Uiso 1 1 calc R . . H8B H 0.7592 0.03 0.6701 0.045 Uiso 1 1 calc R . . H8C H 0.6881 -0.0156 0.6064 0.045 Uiso 1 1 calc R . . C9 C 0.8111(2) 0.1703(2) 0.58221(18) 0.0285(7) Uani 1 1 d . . . H9A H 0.8025 0.1337 0.5399 0.043 Uiso 1 1 calc R . . H9B H 0.8638 0.1746 0.6089 0.043 Uiso 1 1 calc R . . H9C H 0.8244 0.2334 0.5697 0.043 Uiso 1 1 calc R . . C10 C 0.8081(2) 0.1989(2) 0.77280(15) 0.0253(7) Uani 1 1 d . . . C11 C 0.8276(3) 0.2816(3) 0.82109(18) 0.0351(9) Uani 1 1 d . . . H11A H 0.768 0.2736 0.8383 0.053 Uiso 1 1 calc R . . H11B H 0.861 0.3406 0.7952 0.053 Uiso 1 1 calc R . . H11C H 0.8661 0.283 0.8604 0.053 Uiso 1 1 calc R . . C12 C 0.7607(3) 0.1081(2) 0.81447(19) 0.0331(9) Uani 1 1 d . . . H12A H 0.8016 0.1121 0.8528 0.05 Uiso 1 1 calc R . . H12B H 0.7488 0.0554 0.7843 0.05 Uiso 1 1 calc R . . H12C H 0.7011 0.0985 0.8331 0.05 Uiso 1 1 calc R . . C13 C 0.9019(2) 0.2153(3) 0.7436(2) 0.0374(9) Uani 1 1 d . . . H13A H 0.9441 0.2228 0.782 0.056 Uiso 1 1 calc R . . H13B H 0.9304 0.2721 0.715 0.056 Uiso 1 1 calc R . . H13C H 0.8909 0.1614 0.7151 0.056 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 0.01986(13) 0.01355(16) 0.02002(16) 0 0.00403(13) 0.00678(8) Br1 0.02752(19) 0.0148(2) 0.0395(3) 0 0.0105(2) 0.00739(10) P1 0.0198(4) 0.0171(4) 0.0183(4) 0.0014(3) 0.0032(3) 0.0082(4) C1 0.0242(16) 0.018(2) 0.020(2) 0 -0.0004(17) 0.0089(11) C2 0.0217(15) 0.0163(17) 0.0220(16) 0.0041(14) 0.0010(13) 0.0060(14) C3 0.0272(18) 0.0218(18) 0.0211(17) 0.0044(15) 0.0016(15) 0.0083(14) C4 0.0315(19) 0.014(2) 0.027(2) 0 -0.007(2) 0.0069(11) C5 0.0220(17) 0.0178(16) 0.0231(17) 0.0046(13) 0.0048(15) 0.0064(15) C6 0.0244(17) 0.0236(17) 0.0213(17) -0.0005(14) 0.0060(14) 0.0113(14) C7 0.0329(18) 0.0351(19) 0.0238(17) -0.0076(18) -0.0027(19) 0.0135(15) C8 0.036(2) 0.0211(18) 0.031(2) -0.0016(15) 0.0083(16) 0.0133(17) C9 0.0338(18) 0.0296(18) 0.0239(15) 0.0031(17) 0.0104(18) 0.0173(15) C10 0.0262(18) 0.0268(18) 0.0209(16) 0.0015(14) 0.0001(14) 0.0118(14) C11 0.042(2) 0.033(2) 0.0246(18) -0.0038(16) -0.0112(16) 0.0147(18) C12 0.041(2) 0.033(2) 0.027(2) 0.0081(16) 0.0018(16) 0.0201(18) C13 0.0273(18) 0.050(2) 0.032(2) 0.004(2) 0.0005(17) 0.0171(17) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 2.024(4) . ? Pd1 P1 2.3103(8) . ? Pd1 P1 2.3103(8) 12_656 ? Pd1 Br1 2.5234(5) . ? P1 C5 1.834(3) . ? P1 C6 1.881(3) . ? P1 C10 1.885(3) . ? C1 C2 1.410(4) 12_656 ? C1 C2 1.410(4) . ? C2 C3 1.390(4) . ? C2 C5 1.510(5) . ? C3 C4 1.386(4) . ? C3 H3 0.95 . ? C4 C3 1.386(4) 12_656 ? C4 H4 0.95 . ? C5 H5A 0.99 . ? C5 H5B 0.99 . ? C6 C8 1.536(5) . ? C6 C7 1.540(5) . ? C6 C9 1.544(4) . ? C7 H7A 0.98 . ? C7 H7B 0.98 . ? C7 H7C 0.98 . ? C8 H8A 0.98 . ? C8 H8B 0.98 . ? C8 H8C 0.98 . ? C9 H9A 0.98 . ? C9 H9B 0.98 . ? C9 H9C 0.98 . ? C10 C12 1.524(5) . ? C10 C13 1.535(5) . ? C10 C11 1.544(5) . ? C11 H11A 0.98 . ? C11 H11B 0.98 . ? C11 H11C 0.98 . ? C12 H12A 0.98 . ? C12 H12B 0.98 . ? C12 H12C 0.98 . ? C13 H13A 0.98 . ? C13 H13B 0.98 . ? C13 H13C 0.98 . ? 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 C1 Pd1 P1 82.45(9) . . ? C1 Pd1 P1 82.45(9) . 12_656 ? P1 Pd1 P1 164.90(4) . 12_656 ? C1 Pd1 Br1 180.000(18) . . ? P1 Pd1 Br1 97.55(2) . . ? P1 Pd1 Br1 97.55(2) 12_656 . ? C5 P1 C6 104.01(15) . . ? C5 P1 C10 105.40(16) . . ? C6 P1 C10 112.51(14) . . ? C5 P1 Pd1 101.62(11) . . ? C6 P1 Pd1 119.40(10) . . ? C10 P1 Pd1 111.89(10) . . ? C2 C1 C2 117.9(4) 12_656 . ? C2 C1 Pd1 121.1(2) 12_656 . ? C2 C1 Pd1 121.1(2) . . ? C3 C2 C1 120.7(3) . . ? C3 C2 C5 119.8(3) . . ? C1 C2 C5 119.6(3) . . ? C4 C3 C2 120.5(3) . . ? C4 C3 H3 119.7 . . ? C2 C3 H3 119.7 . . ? C3 C4 C3 119.7(4) 12_656 . ? C3 C4 H4 120.2 12_656 . ? C3 C4 H4 120.2 . . ? C2 C5 P1 107.8(2) . . ? C2 C5 H5A 110.1 . . ? P1 C5 H5A 110.2 . . ? C2 C5 H5B 110.2 . . ? P1 C5 H5B 110.1 . . ? H5A C5 H5B 108.5 . . ? C8 C6 C7 109.0(3) . . ? C8 C6 C9 108.8(3) . . ? C7 C6 C9 108.9(3) . . ? C8 C6 P1 112.2(2) . . ? C7 C6 P1 104.9(2) . . ? C9 C6 P1 112.8(2) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C12 C10 C13 110.1(3) . . ? C12 C10 C11 109.0(3) . . ? C13 C10 C11 108.6(3) . . ? C12 C10 P1 108.9(3) . . ? C13 C10 P1 113.1(2) . . ? C11 C10 P1 107.1(2) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C10 C13 H13A 109.5 . . ? C10 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C10 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 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 C1 Pd1 P1 C5 -21.46(11) . . . . ? P1 Pd1 P1 C5 -21.46(11) 12_656 . . . ? Br1 Pd1 P1 C5 158.54(11) . . . . ? C1 Pd1 P1 C6 -135.01(12) . . . . ? P1 Pd1 P1 C6 -135.01(12) 12_656 . . . ? Br1 Pd1 P1 C6 44.99(12) . . . . ? C1 Pd1 P1 C10 90.56(12) . . . . ? P1 Pd1 P1 C10 90.56(12) 12_656 . . . ? Br1 Pd1 P1 C10 -89.44(12) . . . . ? P1 Pd1 C1 C2 -165.46(15) . . . 12_656 ? P1 Pd1 C1 C2 14.54(15) 12_656 . . 12_656 ? P1 Pd1 C1 C2 14.54(15) . . . . ? P1 Pd1 C1 C2 -165.46(15) 12_656 . . . ? C2 C1 C2 C3 1.0(2) 12_656 . . . ? Pd1 C1 C2 C3 -179.0(2) . . . . ? C2 C1 C2 C5 -178.9(3) 12_656 . . . ? Pd1 C1 C2 C5 1.1(3) . . . . ? C1 C2 C3 C4 -2.0(4) . . . . ? C5 C2 C3 C4 177.9(2) . . . . ? C2 C3 C4 C3 1.0(2) . . . 12_656 ? C3 C2 C5 P1 159.2(3) . . . . ? C1 C2 C5 P1 -20.9(3) . . . . ? C6 P1 C5 C2 151.9(2) . . . . ? C10 P1 C5 C2 -89.6(2) . . . . ? Pd1 P1 C5 C2 27.3(2) . . . . ? C5 P1 C6 C8 165.3(2) . . . . ? C10 P1 C6 C8 51.8(3) . . . . ? Pd1 P1 C6 C8 -82.4(2) . . . . ? C5 P1 C6 C7 -76.5(2) . . . . ? C10 P1 C6 C7 170.0(2) . . . . ? Pd1 P1 C6 C7 35.8(2) . . . . ? C5 P1 C6 C9 42.0(3) . . . . ? C10 P1 C6 C9 -71.5(3) . . . . ? Pd1 P1 C6 C9 154.28(19) . . . . ? C5 P1 C10 C12 168.2(2) . . . . ? C6 P1 C10 C12 -79.1(2) . . . . ? Pd1 P1 C10 C12 58.6(2) . . . . ? C5 P1 C10 C13 -69.1(3) . . . . ? C6 P1 C10 C13 43.6(3) . . . . ? Pd1 P1 C10 C13 -178.7(2) . . . . ? C5 P1 C10 C11 50.5(3) . . . . ? C6 P1 C10 C11 163.2(2) . . . . ? Pd1 P1 C10 C11 -59.1(2) . . . . ? loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.000 -0.004 740 380 ' ' _platon_squeeze_details ; ; # The following lines are used to test the character set of files sent by # network email or other means. They are not part of the CIF data set # abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789 # !@#$%^&*()_+{}:"~<>?|\-=[];'`,./ # END of CIF