# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Brown, Christopher' 'Glotzbach, Christoph' 'Stephan, Douglas W.' _publ_contact_author_name 'Stephan, Douglas W.' _publ_contact_author_email dstephan@chem.utoronto.ca _publ_section_title ; Ag(I) and Au(I) Complexes of Sterically Crowded Cyclic Phosphinimine Ligands ; # Attachment 'all-cifs.txt' data_Ph2CNPPh2 _database_code_depnum_ccdc_archive 'CCDC 772411' #TrackingRef 'all-cifs.txt' _audit_creation_method SHELXL-97 _chemical_formula_sum 'C25 H20 N P' _chemical_formula_weight 365.39 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.9681(5) _cell_length_b 18.5680(6) _cell_length_c 6.9944(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.314(2) _cell_angle_gamma 90.00 _cell_volume 1943.91(11) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.249 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 768 _exptl_absorpt_coefficient_mu 0.150 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9355 _exptl_absorpt_correction_T_max 0.9563 _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_reflns_number 19952 _diffrn_reflns_av_R_equivalents 0.0357 _diffrn_reflns_av_sigmaI/netI 0.0417 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.36 _diffrn_reflns_theta_max 29.88 _reflns_number_total 5334 _reflns_number_gt 4028 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0498P)^2^+0.8152P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment fixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5334 _refine_ls_number_parameters 244 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0672 _refine_ls_R_factor_gt 0.0470 _refine_ls_wR_factor_ref 0.1231 _refine_ls_wR_factor_gt 0.1148 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.051 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.75719(3) 0.49857(2) 0.74539(6) 0.02320(11) Uani 1 1 d . . . N1 N 0.78855(9) 0.44643(7) 0.55386(19) 0.0246(3) Uani 1 1 d . . . C1 C 0.68078(11) 0.56397(8) 0.6344(2) 0.0233(3) Uani 1 1 d . . . C2 C 0.61628(11) 0.54267(9) 0.5020(2) 0.0264(3) Uani 1 1 d . . . H2A H 0.6096 0.4930 0.4722 0.032 Uiso 1 1 calc R . . C3 C 0.56157(12) 0.59312(10) 0.4129(3) 0.0329(4) Uani 1 1 d . . . H3A H 0.5181 0.5781 0.3218 0.040 Uiso 1 1 calc R . . C4 C 0.57086(14) 0.66555(10) 0.4576(3) 0.0381(4) Uani 1 1 d . . . H4A H 0.5333 0.7002 0.3977 0.046 Uiso 1 1 calc R . . C5 C 0.63438(14) 0.68747(9) 0.5888(3) 0.0402(5) Uani 1 1 d . . . H5A H 0.6405 0.7371 0.6190 0.048 Uiso 1 1 calc R . . C6 C 0.68963(13) 0.63681(9) 0.6772(3) 0.0319(4) Uani 1 1 d . . . H6A H 0.7335 0.6521 0.7671 0.038 Uiso 1 1 calc R . . C7 C 0.67623(11) 0.43667(8) 0.8523(2) 0.0233(3) Uani 1 1 d . . . C8 C 0.67080(12) 0.36371(9) 0.8070(2) 0.0293(4) Uani 1 1 d . . . H8A H 0.7071 0.3446 0.7082 0.035 Uiso 1 1 calc R . . C9 C 0.61281(13) 0.31858(9) 0.9051(3) 0.0347(4) Uani 1 1 d . . . H9A H 0.6101 0.2688 0.8741 0.042 Uiso 1 1 calc R . . C10 C 0.55899(13) 0.34609(10) 1.0479(3) 0.0345(4) Uani 1 1 d . . . H10A H 0.5190 0.3153 1.1142 0.041 Uiso 1 1 calc R . . C11 C 0.56342(13) 0.41852(10) 1.0942(2) 0.0330(4) Uani 1 1 d . . . H11A H 0.5264 0.4375 1.1918 0.040 Uiso 1 1 calc R . . C12 C 0.62203(12) 0.46332(9) 0.9978(2) 0.0285(4) Uani 1 1 d . . . H12A H 0.6253 0.5128 1.0312 0.034 Uiso 1 1 calc R . . C13 C 0.82879(10) 0.47130(8) 0.4066(2) 0.0217(3) Uani 1 1 d . . . C14 C 0.85296(11) 0.42025(8) 0.2509(2) 0.0219(3) Uani 1 1 d . . . C15 C 0.81487(12) 0.35155(9) 0.2444(2) 0.0270(3) Uani 1 1 d . . . H15A H 0.7712 0.3383 0.3360 0.032 Uiso 1 1 calc R . . C16 C 0.84023(13) 0.30281(9) 0.1060(3) 0.0319(4) Uani 1 1 d . . . H16A H 0.8140 0.2562 0.1029 0.038 Uiso 1 1 calc R . . C17 C 0.90375(12) 0.32138(9) -0.0286(3) 0.0313(4) Uani 1 1 d . . . H17A H 0.9217 0.2875 -0.1225 0.038 Uiso 1 1 calc R . . C18 C 0.94082(12) 0.38923(9) -0.0255(3) 0.0322(4) Uani 1 1 d . . . H18A H 0.9841 0.4023 -0.1183 0.039 Uiso 1 1 calc R . . C19 C 0.91523(12) 0.43867(9) 0.1125(2) 0.0278(4) Uani 1 1 d . . . H19A H 0.9405 0.4856 0.1125 0.033 Uiso 1 1 calc R . . C20 C 0.85492(11) 0.54909(8) 0.3854(2) 0.0227(3) Uani 1 1 d . . . C21 C 0.81655(12) 0.59295(9) 0.2470(2) 0.0276(4) Uani 1 1 d . . . H21A H 0.7753 0.5732 0.1574 0.033 Uiso 1 1 calc R . . C22 C 0.83829(13) 0.66580(9) 0.2390(3) 0.0343(4) Uani 1 1 d . . . H22A H 0.8107 0.6959 0.1462 0.041 Uiso 1 1 calc R . . C23 C 0.90013(14) 0.69439(9) 0.3660(3) 0.0372(4) Uani 1 1 d . . . H23A H 0.9150 0.7441 0.3602 0.045 Uiso 1 1 calc R . . C24 C 0.94031(13) 0.65049(10) 0.5013(3) 0.0358(4) Uani 1 1 d . . . H24A H 0.9837 0.6698 0.5866 0.043 Uiso 1 1 calc R . . C25 C 0.91714(11) 0.57819(9) 0.5123(2) 0.0291(4) Uani 1 1 d . . . H25A H 0.9439 0.5484 0.6071 0.035 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0247(2) 0.0258(2) 0.01910(19) 0.00036(15) 0.00175(15) -0.00023(16) N1 0.0248(7) 0.0266(7) 0.0224(7) 0.0013(5) 0.0034(5) 0.0033(5) C1 0.0253(8) 0.0235(7) 0.0211(7) 0.0015(6) 0.0071(6) 0.0007(6) C2 0.0288(9) 0.0245(8) 0.0259(8) 0.0010(6) 0.0023(7) 0.0012(6) C3 0.0304(9) 0.0362(9) 0.0322(9) 0.0064(7) 0.0021(7) 0.0037(8) C4 0.0394(11) 0.0309(9) 0.0440(11) 0.0090(8) 0.0087(9) 0.0121(8) C5 0.0512(12) 0.0214(8) 0.0481(12) -0.0011(8) 0.0115(10) 0.0049(8) C6 0.0388(10) 0.0269(8) 0.0301(9) -0.0054(7) 0.0055(8) -0.0014(7) C7 0.0253(8) 0.0264(8) 0.0183(7) 0.0024(6) 0.0000(6) 0.0020(6) C8 0.0335(9) 0.0270(8) 0.0275(9) 0.0025(6) 0.0053(7) 0.0060(7) C9 0.0423(11) 0.0243(8) 0.0377(10) 0.0045(7) 0.0020(8) 0.0002(7) C10 0.0363(10) 0.0357(9) 0.0316(9) 0.0092(7) 0.0050(8) -0.0062(8) C11 0.0353(10) 0.0389(9) 0.0249(8) -0.0009(7) 0.0075(7) -0.0035(8) C12 0.0327(9) 0.0289(8) 0.0239(8) -0.0026(6) 0.0040(7) -0.0037(7) C13 0.0200(8) 0.0224(7) 0.0227(7) 0.0000(6) 0.0011(6) 0.0015(6) C14 0.0231(8) 0.0212(7) 0.0214(7) 0.0011(6) 0.0003(6) 0.0033(6) C15 0.0301(9) 0.0263(8) 0.0248(8) 0.0022(6) 0.0014(7) -0.0040(7) C16 0.0399(10) 0.0225(8) 0.0334(9) -0.0022(7) -0.0001(8) -0.0039(7) C17 0.0362(10) 0.0265(8) 0.0313(9) -0.0069(7) -0.0003(8) 0.0051(7) C18 0.0335(9) 0.0302(8) 0.0332(9) -0.0043(7) 0.0117(8) -0.0004(7) C19 0.0307(9) 0.0221(7) 0.0306(9) -0.0021(6) 0.0086(7) -0.0017(7) C20 0.0219(8) 0.0224(7) 0.0238(8) -0.0025(6) 0.0077(6) 0.0003(6) C21 0.0298(9) 0.0285(8) 0.0245(8) 0.0005(6) 0.0061(7) 0.0011(7) C22 0.0410(11) 0.0269(8) 0.0352(10) 0.0045(7) 0.0119(8) 0.0070(8) C23 0.0440(11) 0.0232(8) 0.0447(11) -0.0071(7) 0.0182(9) -0.0047(8) C24 0.0336(10) 0.0339(9) 0.0399(10) -0.0124(8) 0.0064(8) -0.0076(8) C25 0.0266(9) 0.0307(8) 0.0302(9) -0.0028(7) 0.0027(7) 0.0000(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 N1 1.7203(14) . ? P1 C7 1.8327(16) . ? P1 C1 1.8373(16) . ? N1 C13 1.282(2) . ? C1 C6 1.392(2) . ? C1 C2 1.392(2) . ? C2 C3 1.389(2) . ? C2 H2A 0.9500 . ? C3 C4 1.388(3) . ? C3 H3A 0.9500 . ? C4 C5 1.379(3) . ? C4 H4A 0.9500 . ? C5 C6 1.395(3) . ? C5 H5A 0.9500 . ? C6 H6A 0.9500 . ? C7 C8 1.393(2) . ? C7 C12 1.396(2) . ? C8 C9 1.390(2) . ? C8 H8A 0.9500 . ? C9 C10 1.384(3) . ? C9 H9A 0.9500 . ? C10 C11 1.385(3) . ? C10 H10A 0.9500 . ? C11 C12 1.387(2) . ? C11 H11A 0.9500 . ? C12 H12A 0.9500 . ? C13 C14 1.490(2) . ? C13 C20 1.504(2) . ? C14 C19 1.390(2) . ? C14 C15 1.398(2) . ? C15 C16 1.380(2) . ? C15 H15A 0.9500 . ? C16 C17 1.385(3) . ? C16 H16A 0.9500 . ? C17 C18 1.377(2) . ? C17 H17A 0.9500 . ? C18 C19 1.388(2) . ? C18 H18A 0.9500 . ? C19 H19A 0.9500 . ? C20 C21 1.387(2) . ? C20 C25 1.392(2) . ? C21 C22 1.392(2) . ? C21 H21A 0.9500 . ? C22 C23 1.385(3) . ? C22 H22A 0.9500 . ? C23 C24 1.384(3) . ? C23 H23A 0.9500 . ? C24 C25 1.389(2) . ? C24 H24A 0.9500 . ? C25 H25A 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 P1 C7 98.54(7) . . ? N1 P1 C1 102.40(7) . . ? C7 P1 C1 100.10(7) . . ? C13 N1 P1 123.66(12) . . ? C6 C1 C2 118.98(15) . . ? C6 C1 P1 119.54(13) . . ? C2 C1 P1 121.43(12) . . ? C3 C2 C1 120.80(16) . . ? C3 C2 H2A 119.6 . . ? C1 C2 H2A 119.6 . . ? C4 C3 C2 119.60(18) . . ? C4 C3 H3A 120.2 . . ? C2 C3 H3A 120.2 . . ? C5 C4 C3 120.27(17) . . ? C5 C4 H4A 119.9 . . ? C3 C4 H4A 119.9 . . ? C4 C5 C6 120.06(17) . . ? C4 C5 H5A 120.0 . . ? C6 C5 H5A 120.0 . . ? C1 C6 C5 120.29(17) . . ? C1 C6 H6A 119.9 . . ? C5 C6 H6A 119.9 . . ? C8 C7 C12 118.48(15) . . ? C8 C7 P1 123.72(12) . . ? C12 C7 P1 117.60(12) . . ? C9 C8 C7 120.66(16) . . ? C9 C8 H8A 119.7 . . ? C7 C8 H8A 119.7 . . ? C10 C9 C8 120.07(16) . . ? C10 C9 H9A 120.0 . . ? C8 C9 H9A 120.0 . . ? C9 C10 C11 119.97(16) . . ? C9 C10 H10A 120.0 . . ? C11 C10 H10A 120.0 . . ? C10 C11 C12 119.90(16) . . ? C10 C11 H11A 120.0 . . ? C12 C11 H11A 120.0 . . ? C11 C12 C7 120.92(16) . . ? C11 C12 H12A 119.5 . . ? C7 C12 H12A 119.5 . . ? N1 C13 C14 118.36(14) . . ? N1 C13 C20 123.28(14) . . ? C14 C13 C20 118.34(13) . . ? C19 C14 C15 118.48(14) . . ? C19 C14 C13 121.25(14) . . ? C15 C14 C13 120.25(14) . . ? C16 C15 C14 120.49(16) . . ? C16 C15 H15A 119.8 . . ? C14 C15 H15A 119.8 . . ? C15 C16 C17 120.39(16) . . ? C15 C16 H16A 119.8 . . ? C17 C16 H16A 119.8 . . ? C18 C17 C16 119.70(16) . . ? C18 C17 H17A 120.2 . . ? C16 C17 H17A 120.2 . . ? C17 C18 C19 120.22(16) . . ? C17 C18 H18A 119.9 . . ? C19 C18 H18A 119.9 . . ? C18 C19 C14 120.69(15) . . ? C18 C19 H19A 119.7 . . ? C14 C19 H19A 119.7 . . ? C21 C20 C25 119.35(15) . . ? C21 C20 C13 121.71(14) . . ? C25 C20 C13 118.90(14) . . ? C20 C21 C22 120.16(17) . . ? C20 C21 H21A 119.9 . . ? C22 C21 H21A 119.9 . . ? C23 C22 C21 120.14(17) . . ? C23 C22 H22A 119.9 . . ? C21 C22 H22A 119.9 . . ? C24 C23 C22 119.94(16) . . ? C24 C23 H23A 120.0 . . ? C22 C23 H23A 120.0 . . ? C23 C24 C25 119.97(17) . . ? C23 C24 H24A 120.0 . . ? C25 C24 H24A 120.0 . . ? C24 C25 C20 120.40(17) . . ? C24 C25 H25A 119.8 . . ? C20 C25 H25A 119.8 . . ? _diffrn_measured_fraction_theta_max 0.951 _diffrn_reflns_theta_full 29.88 _diffrn_measured_fraction_theta_full 0.951 _refine_diff_density_max 0.316 _refine_diff_density_min -0.339 _refine_diff_density_rms 0.048 #===end data_iPr2PCNPh2 _database_code_depnum_ccdc_archive 'CCDC 772412' #TrackingRef 'all-cifs.txt' _audit_creation_method SHELXL-97 _chemical_formula_sum 'C19 H24 N P' _chemical_formula_weight 297.36 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.0312(11) _cell_length_b 16.5830(19) _cell_length_c 10.7114(11) _cell_angle_alpha 85.977(3) _cell_angle_beta 77.378(3) _cell_angle_gamma 88.752(5) _cell_volume 1734.4(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 50.0 _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_diffrn 1.139 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 640 _exptl_absorpt_coefficient_mu 0.153 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6809 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details ? _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_reflns_number 28715 _diffrn_reflns_av_R_equivalents 0.0565 _diffrn_reflns_av_sigmaI/netI 0.0872 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 27.65 _reflns_number_total 7894 _reflns_number_gt 4893 _reflns_threshold_expression >2sigma(I) _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0409P)^2^+0.4850P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment fixed _refine_ls_extinction_method none _refine_ls_number_reflns 7894 _refine_ls_number_parameters 379 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1078 _refine_ls_R_factor_gt 0.0515 _refine_ls_wR_factor_ref 0.1142 _refine_ls_wR_factor_gt 0.0958 _refine_ls_goodness_of_fit_ref 0.993 _refine_ls_restrained_S_all 0.993 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P -0.28566(6) 0.35721(3) 0.90505(5) 0.02653(15) Uani 1 1 d . . . P2 P 0.26310(6) 0.19646(3) 0.44412(5) 0.02221(14) Uani 1 1 d . . . N1 N -0.27109(18) 0.29154(10) 0.78272(15) 0.0250(4) Uani 1 1 d . . . N2 N 0.12767(17) 0.26276(10) 0.43509(15) 0.0224(4) Uani 1 1 d . . . C1 C -0.4271(2) 0.41994(14) 0.8632(2) 0.0344(6) Uani 1 1 d . . . H1B H -0.4400 0.4653 0.9186 0.041 Uiso 1 1 calc R . . C2 C -0.5594(3) 0.37083(17) 0.8984(3) 0.0524(7) Uani 1 1 d . . . H2B H -0.6332 0.4032 0.8779 0.079 Uiso 1 1 calc R . . H2C H -0.5793 0.3553 0.9885 0.079 Uiso 1 1 calc R . . H2D H -0.5485 0.3233 0.8508 0.079 Uiso 1 1 calc R . . C3 C -0.4043(3) 0.45642(15) 0.7255(2) 0.0417(6) Uani 1 1 d . . . H3A H -0.4828 0.4880 0.7148 0.063 Uiso 1 1 calc R . . H3B H -0.3907 0.4138 0.6676 0.063 Uiso 1 1 calc R . . H3C H -0.3251 0.4903 0.7075 0.063 Uiso 1 1 calc R . . C4 C -0.1335(2) 0.41824(12) 0.8298(2) 0.0276(5) Uani 1 1 d . . . H4A H -0.1336 0.4302 0.7390 0.033 Uiso 1 1 calc R . . C5 C -0.0058(2) 0.36847(15) 0.8404(3) 0.0452(7) Uani 1 1 d . . . H5A H 0.0742 0.3993 0.8012 0.068 Uiso 1 1 calc R . . H5B H -0.0055 0.3196 0.7974 0.068 Uiso 1 1 calc R . . H5C H -0.0059 0.3553 0.9291 0.068 Uiso 1 1 calc R . . C6 C -0.1363(3) 0.49785(13) 0.8941(2) 0.0382(6) Uani 1 1 d . . . H6A H -0.0569 0.5289 0.8538 0.057 Uiso 1 1 calc R . . H6B H -0.1368 0.4868 0.9834 0.057 Uiso 1 1 calc R . . H6C H -0.2170 0.5279 0.8855 0.057 Uiso 1 1 calc R . . C7 C -0.29741(19) 0.21588(12) 0.80460(18) 0.0191(4) Uani 1 1 d . . . C8 C -0.3363(2) 0.17264(11) 0.93502(18) 0.0203(4) Uani 1 1 d . . . C9 C -0.4693(2) 0.14838(13) 0.98439(19) 0.0284(5) Uani 1 1 d . . . H9A H -0.5352 0.1592 0.9363 0.034 Uiso 1 1 calc R . . C10 C -0.5059(2) 0.10822(14) 1.1044(2) 0.0345(6) Uani 1 1 d . . . H10A H -0.5964 0.0935 1.1372 0.041 Uiso 1 1 calc R . . C11 C -0.4084(2) 0.09003(14) 1.1754(2) 0.0345(6) Uani 1 1 d . . . H11A H -0.4324 0.0626 1.2557 0.041 Uiso 1 1 calc R . . C12 C -0.2752(2) 0.11293(14) 1.1260(2) 0.0342(6) Uani 1 1 d . . . H12A H -0.2090 0.1003 1.1731 0.041 Uiso 1 1 calc R . . C13 C -0.2386(2) 0.15440(13) 1.00718(19) 0.0276(5) Uani 1 1 d . . . H13A H -0.1484 0.1701 0.9754 0.033 Uiso 1 1 calc R . . C14 C -0.29025(19) 0.16633(11) 0.69232(18) 0.0189(4) Uani 1 1 d . . . C15 C -0.2732(2) 0.20426(12) 0.56977(18) 0.0226(5) Uani 1 1 d . . . H15A H -0.2671 0.2603 0.5586 0.027 Uiso 1 1 calc R . . C16 C -0.2655(2) 0.15921(13) 0.46464(19) 0.0266(5) Uani 1 1 d . . . H16A H -0.2550 0.1849 0.3831 0.032 Uiso 1 1 calc R . . C17 C -0.2733(2) 0.07561(13) 0.48114(19) 0.0284(5) Uani 1 1 d . . . H17A H -0.2677 0.0453 0.4103 0.034 Uiso 1 1 calc R . . C18 C -0.2894(2) 0.03713(13) 0.60195(19) 0.0287(5) Uani 1 1 d . . . H18A H -0.2940 -0.0190 0.6125 0.034 Uiso 1 1 calc R . . C19 C -0.2988(2) 0.08241(12) 0.70713(19) 0.0242(5) Uani 1 1 d . . . H19A H -0.3109 0.0565 0.7887 0.029 Uiso 1 1 calc R . . C20 C 0.4008(2) 0.27329(13) 0.4114(2) 0.0297(5) Uani 1 1 d . . . H20A H 0.4856 0.2445 0.4184 0.036 Uiso 1 1 calc R . . C21 C 0.4188(3) 0.30626(15) 0.2717(2) 0.0416(6) Uani 1 1 d . . . H21A H 0.4903 0.3457 0.2523 0.062 Uiso 1 1 calc R . . H21B H 0.3350 0.3310 0.2590 0.062 Uiso 1 1 calc R . . H21C H 0.4425 0.2627 0.2162 0.062 Uiso 1 1 calc R . . C22 C 0.3851(3) 0.34166(14) 0.5014(2) 0.0422(6) Uani 1 1 d . . . H22A H 0.4622 0.3770 0.4760 0.063 Uiso 1 1 calc R . . H22B H 0.3802 0.3195 0.5876 0.063 Uiso 1 1 calc R . . H22C H 0.3029 0.3715 0.4975 0.063 Uiso 1 1 calc R . . C23 C 0.2253(2) 0.17943(13) 0.62052(19) 0.0253(5) Uani 1 1 d . . . H23A H 0.2125 0.2319 0.6585 0.030 Uiso 1 1 calc R . . C24 C 0.3462(2) 0.13551(13) 0.6615(2) 0.0313(5) Uani 1 1 d . . . H24A H 0.3269 0.1267 0.7532 0.047 Uiso 1 1 calc R . . H24B H 0.4268 0.1679 0.6337 0.047 Uiso 1 1 calc R . . H24C H 0.3607 0.0845 0.6234 0.047 Uiso 1 1 calc R . . C25 C 0.0935(2) 0.13148(14) 0.6633(2) 0.0363(6) Uani 1 1 d . . . H25A H 0.0728 0.1224 0.7549 0.054 Uiso 1 1 calc R . . H25B H 0.1044 0.0805 0.6249 0.054 Uiso 1 1 calc R . . H25C H 0.0202 0.1614 0.6368 0.054 Uiso 1 1 calc R . . C26 C 0.0645(2) 0.26569(12) 0.34295(18) 0.0211(5) Uani 1 1 d . . . C27 C -0.0398(2) 0.33124(12) 0.34034(18) 0.0209(5) Uani 1 1 d . . . C28 C -0.0512(2) 0.39159(12) 0.42641(19) 0.0269(5) Uani 1 1 d . . . H28A H 0.0058 0.3903 0.4843 0.032 Uiso 1 1 calc R . . C29 C -0.1456(2) 0.45306(13) 0.4268(2) 0.0316(5) Uani 1 1 d . . . H29A H -0.1517 0.4929 0.4847 0.038 Uiso 1 1 calc R . . C30 C -0.2317(2) 0.45594(14) 0.3415(2) 0.0326(5) Uani 1 1 d . . . H30A H -0.2949 0.4978 0.3415 0.039 Uiso 1 1 calc R . . C31 C -0.2227(2) 0.39634(13) 0.2568(2) 0.0286(5) Uani 1 1 d . . . H31A H -0.2808 0.3978 0.1999 0.034 Uiso 1 1 calc R . . C32 C -0.1280(2) 0.33432(12) 0.25552(19) 0.0236(5) Uani 1 1 d . . . H32A H -0.1230 0.2944 0.1978 0.028 Uiso 1 1 calc R . . C33 C 0.0894(2) 0.20913(12) 0.23647(18) 0.0209(4) Uani 1 1 d . . . C34 C 0.1352(2) 0.23827(13) 0.10988(19) 0.0262(5) Uani 1 1 d . . . H34A H 0.1499 0.2934 0.0908 0.031 Uiso 1 1 calc R . . C35 C 0.1594(2) 0.18611(14) 0.0116(2) 0.0305(5) Uani 1 1 d . . . H35A H 0.1909 0.2061 -0.0728 0.037 Uiso 1 1 calc R . . C36 C 0.1364(2) 0.10425(14) 0.0393(2) 0.0312(5) Uani 1 1 d . . . H36A H 0.1522 0.0692 -0.0265 0.037 Uiso 1 1 calc R . . C37 C 0.0900(2) 0.07456(13) 0.1647(2) 0.0299(5) Uani 1 1 d . . . H37A H 0.0741 0.0195 0.1831 0.036 Uiso 1 1 calc R . . C38 C 0.0672(2) 0.12652(12) 0.2630(2) 0.0244(5) Uani 1 1 d . . . H38A H 0.0369 0.1061 0.3474 0.029 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0365(4) 0.0246(3) 0.0188(3) -0.0035(2) -0.0055(2) -0.0055(3) P2 0.0239(3) 0.0218(3) 0.0227(3) -0.0025(2) -0.0087(2) 0.0019(2) N1 0.0305(11) 0.0242(10) 0.0204(9) -0.0028(7) -0.0049(8) -0.0045(8) N2 0.0226(10) 0.0233(10) 0.0223(9) -0.0007(7) -0.0075(8) 0.0006(8) C1 0.0339(14) 0.0347(14) 0.0338(13) -0.0119(11) -0.0027(11) 0.0002(11) C2 0.0330(16) 0.070(2) 0.0501(16) -0.0028(14) 0.0003(13) -0.0035(14) C3 0.0387(15) 0.0409(15) 0.0478(15) 0.0037(12) -0.0166(12) 0.0030(12) C4 0.0342(13) 0.0238(12) 0.0262(11) -0.0006(9) -0.0099(10) -0.0024(10) C5 0.0389(16) 0.0377(15) 0.0609(17) 0.0039(13) -0.0168(13) -0.0035(12) C6 0.0479(16) 0.0313(14) 0.0383(13) -0.0012(11) -0.0146(12) -0.0118(12) C7 0.0145(11) 0.0243(12) 0.0193(10) -0.0003(8) -0.0053(8) -0.0009(9) C8 0.0233(12) 0.0194(11) 0.0189(10) -0.0037(8) -0.0051(9) -0.0014(9) C9 0.0236(12) 0.0365(13) 0.0257(11) 0.0049(10) -0.0089(9) -0.0034(10) C10 0.0258(13) 0.0461(15) 0.0292(12) 0.0078(11) -0.0035(10) -0.0067(11) C11 0.0396(15) 0.0427(14) 0.0188(11) 0.0099(10) -0.0048(10) -0.0008(12) C12 0.0336(14) 0.0451(15) 0.0265(12) 0.0044(10) -0.0151(11) 0.0044(11) C13 0.0236(12) 0.0337(13) 0.0261(11) 0.0020(10) -0.0080(10) -0.0022(10) C14 0.0154(11) 0.0209(11) 0.0204(10) -0.0009(8) -0.0036(8) 0.0000(9) C15 0.0247(12) 0.0204(11) 0.0219(10) 0.0004(9) -0.0037(9) -0.0030(9) C16 0.0306(13) 0.0303(13) 0.0182(10) 0.0013(9) -0.0042(9) -0.0024(10) C17 0.0336(14) 0.0279(13) 0.0238(11) -0.0085(9) -0.0041(10) 0.0001(10) C18 0.0387(14) 0.0185(11) 0.0295(12) -0.0037(9) -0.0081(10) 0.0002(10) C19 0.0285(13) 0.0211(11) 0.0230(11) 0.0029(9) -0.0071(9) 0.0000(9) C20 0.0245(13) 0.0333(13) 0.0322(12) 0.0004(10) -0.0092(10) -0.0017(10) C21 0.0413(16) 0.0445(15) 0.0366(14) 0.0048(11) -0.0039(11) -0.0151(12) C22 0.0544(17) 0.0345(14) 0.0426(14) -0.0012(11) -0.0200(13) -0.0173(12) C23 0.0242(12) 0.0283(12) 0.0242(11) -0.0029(9) -0.0067(9) 0.0019(10) C24 0.0311(13) 0.0379(14) 0.0259(11) 0.0031(10) -0.0104(10) 0.0025(11) C25 0.0313(14) 0.0443(15) 0.0318(13) 0.0065(11) -0.0065(11) -0.0025(11) C26 0.0209(11) 0.0216(11) 0.0204(10) 0.0020(8) -0.0036(9) -0.0055(9) C27 0.0195(11) 0.0207(11) 0.0219(10) 0.0033(9) -0.0041(9) -0.0033(9) C28 0.0282(13) 0.0269(12) 0.0277(11) -0.0022(9) -0.0101(10) -0.0004(10) C29 0.0332(14) 0.0288(13) 0.0342(13) -0.0072(10) -0.0090(11) 0.0051(11) C30 0.0249(13) 0.0321(13) 0.0403(13) 0.0003(11) -0.0077(11) 0.0060(10) C31 0.0220(12) 0.0351(13) 0.0296(12) 0.0033(10) -0.0095(10) -0.0014(10) C32 0.0215(12) 0.0260(12) 0.0231(11) 0.0008(9) -0.0046(9) -0.0036(9) C33 0.0171(11) 0.0258(12) 0.0209(10) -0.0008(9) -0.0070(9) -0.0013(9) C34 0.0260(12) 0.0277(12) 0.0252(11) 0.0000(9) -0.0071(9) 0.0013(10) C35 0.0289(13) 0.0421(15) 0.0200(11) -0.0032(10) -0.0043(10) 0.0052(11) C36 0.0275(13) 0.0388(14) 0.0305(12) -0.0145(11) -0.0100(10) 0.0062(11) C37 0.0290(13) 0.0254(12) 0.0383(13) -0.0049(10) -0.0126(11) -0.0019(10) C38 0.0216(12) 0.0270(12) 0.0258(11) 0.0010(9) -0.0084(9) -0.0040(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 N1 1.7419(17) . ? P1 C4 1.849(2) . ? P1 C1 1.856(2) . ? P2 N2 1.7439(17) . ? P2 C23 1.847(2) . ? P2 C20 1.859(2) . ? N1 C7 1.282(2) . ? N2 C26 1.282(2) . ? C1 C3 1.525(3) . ? C1 C2 1.534(3) . ? C4 C6 1.528(3) . ? C4 C5 1.529(3) . ? C7 C14 1.492(3) . ? C7 C8 1.500(3) . ? C8 C9 1.381(3) . ? C8 C13 1.391(3) . ? C9 C10 1.384(3) . ? C10 C11 1.381(3) . ? C11 C12 1.376(3) . ? C12 C13 1.383(3) . ? C14 C19 1.392(3) . ? C14 C15 1.392(3) . ? C15 C16 1.382(3) . ? C16 C17 1.387(3) . ? C17 C18 1.380(3) . ? C18 C19 1.383(3) . ? C20 C22 1.523(3) . ? C20 C21 1.531(3) . ? C23 C25 1.524(3) . ? C23 C24 1.530(3) . ? C26 C27 1.495(3) . ? C26 C33 1.503(3) . ? C27 C28 1.394(3) . ? C27 C32 1.398(3) . ? C28 C29 1.376(3) . ? C29 C30 1.385(3) . ? C30 C31 1.376(3) . ? C31 C32 1.384(3) . ? C33 C34 1.389(3) . ? C33 C38 1.392(3) . ? C34 C35 1.386(3) . ? C35 C36 1.382(3) . ? C36 C37 1.380(3) . ? C37 C38 1.385(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 P1 C4 96.25(9) . . ? N1 P1 C1 96.84(9) . . ? C4 P1 C1 102.43(10) . . ? N2 P2 C23 96.86(9) . . ? N2 P2 C20 97.23(9) . . ? C23 P2 C20 103.27(9) . . ? C7 N1 P1 122.60(14) . . ? C26 N2 P2 123.17(14) . . ? C3 C1 C2 110.69(19) . . ? C3 C1 P1 116.47(16) . . ? C2 C1 P1 109.03(17) . . ? C6 C4 C5 111.29(18) . . ? C6 C4 P1 110.51(15) . . ? C5 C4 P1 108.49(15) . . ? N1 C7 C14 118.00(17) . . ? N1 C7 C8 125.21(17) . . ? C14 C7 C8 116.79(16) . . ? C9 C8 C13 118.69(18) . . ? C9 C8 C7 120.54(17) . . ? C13 C8 C7 120.75(18) . . ? C8 C9 C10 120.94(19) . . ? C11 C10 C9 120.1(2) . . ? C12 C11 C10 119.3(2) . . ? C11 C12 C13 120.82(19) . . ? C12 C13 C8 120.1(2) . . ? C19 C14 C15 118.98(18) . . ? C19 C14 C7 121.32(17) . . ? C15 C14 C7 119.71(17) . . ? C16 C15 C14 120.44(18) . . ? C15 C16 C17 119.78(19) . . ? C18 C17 C16 120.44(19) . . ? C17 C18 C19 119.65(19) . . ? C18 C19 C14 120.71(18) . . ? C22 C20 C21 111.16(18) . . ? C22 C20 P2 116.87(16) . . ? C21 C20 P2 107.98(14) . . ? C25 C23 C24 112.08(18) . . ? C25 C23 P2 108.80(14) . . ? C24 C23 P2 109.30(14) . . ? N2 C26 C27 117.38(17) . . ? N2 C26 C33 124.82(18) . . ? C27 C26 C33 117.79(16) . . ? C28 C27 C32 118.22(19) . . ? C28 C27 C26 119.10(17) . . ? C32 C27 C26 122.67(18) . . ? C29 C28 C27 120.85(19) . . ? C28 C29 C30 120.4(2) . . ? C31 C30 C29 119.4(2) . . ? C30 C31 C32 120.59(19) . . ? C31 C32 C27 120.47(19) . . ? C34 C33 C38 118.81(19) . . ? C34 C33 C26 120.63(18) . . ? C38 C33 C26 120.56(17) . . ? C35 C34 C33 120.7(2) . . ? C36 C35 C34 119.9(2) . . ? C37 C36 C35 120.0(2) . . ? C36 C37 C38 120.2(2) . . ? C37 C38 C33 120.43(19) . . ? _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 27.65 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 0.280 _refine_diff_density_min -0.333 _refine_diff_density_rms 0.054 #===end data_Ph2PNCPh2(CH2CH(CO2Me)) _database_code_depnum_ccdc_archive 'CCDC 772413' #TrackingRef 'all-cifs.txt' _audit_creation_method SHELXL-97 _chemical_formula_sum 'C29 H26 N O2 P' _chemical_formula_weight 451.48 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.1469(12) _cell_length_b 12.962(3) _cell_length_c 15.073(3) _cell_angle_alpha 90.32(3) _cell_angle_beta 93.83(3) _cell_angle_gamma 98.83(3) _cell_volume 1183.9(4) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.266 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 476 _exptl_absorpt_coefficient_mu 0.143 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.921 _exptl_absorpt_correction_T_max 1.004 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11119 _diffrn_reflns_av_R_equivalents 0.0760 _diffrn_reflns_av_sigmaI/netI 0.1528 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.71 _diffrn_reflns_theta_max 27.44 _reflns_number_total 5301 _reflns_number_gt 2595 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0651P)^2^+0.1708P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment fixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5301 _refine_ls_number_parameters 298 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1634 _refine_ls_R_factor_gt 0.0662 _refine_ls_wR_factor_ref 0.1712 _refine_ls_wR_factor_gt 0.1349 _refine_ls_goodness_of_fit_ref 0.977 _refine_ls_restrained_S_all 0.977 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.20829(14) 0.70456(7) 0.67761(6) 0.0292(3) Uani 1 1 d . . . N1 N 0.3082(4) 0.7900(2) 0.74980(18) 0.0285(7) Uani 1 1 d . . . O1 O 0.1003(4) 0.94005(18) 0.60207(16) 0.0391(6) Uani 1 1 d . . . O2 O -0.1547(3) 0.99607(17) 0.68275(15) 0.0349(6) Uani 1 1 d . . . C1 C 0.1914(5) 0.5682(2) 0.7065(2) 0.0297(8) Uani 1 1 d . . . C2 C 0.0133(6) 0.4926(3) 0.6799(3) 0.0431(10) Uani 1 1 d . . . H2A H -0.1024 0.5110 0.6436 0.052 Uiso 1 1 calc R . . C3 C 0.0053(7) 0.3898(3) 0.7068(3) 0.0523(11) Uani 1 1 d . . . H3A H -0.1159 0.3403 0.6887 0.063 Uiso 1 1 calc R . . C4 C 0.1758(7) 0.3606(3) 0.7602(2) 0.0452(10) Uani 1 1 d . . . H4A H 0.1693 0.2921 0.7791 0.054 Uiso 1 1 calc R . . C5 C 0.3547(6) 0.4341(3) 0.7849(2) 0.0432(10) Uani 1 1 d . . . H5A H 0.4724 0.4147 0.8195 0.052 Uiso 1 1 calc R . . C6 C 0.3626(6) 0.5370(3) 0.7590(2) 0.0385(9) Uani 1 1 d . . . H6A H 0.4848 0.5858 0.7772 0.046 Uiso 1 1 calc R . . C7 C 0.3638(5) 0.7169(2) 0.5791(2) 0.0277(8) Uani 1 1 d . . . C8 C 0.3752(5) 0.6329(3) 0.5228(2) 0.0357(9) Uani 1 1 d . . . H8A H 0.3046 0.5667 0.5362 0.043 Uiso 1 1 calc R . . C9 C 0.4908(6) 0.6468(3) 0.4469(3) 0.0444(10) Uani 1 1 d . . . H9A H 0.4995 0.5904 0.4096 0.053 Uiso 1 1 calc R . . C10 C 0.5932(6) 0.7459(3) 0.4274(2) 0.0404(9) Uani 1 1 d . . . H10A H 0.6692 0.7560 0.3761 0.049 Uiso 1 1 calc R . . C11 C 0.5848(5) 0.8299(3) 0.4826(2) 0.0358(9) Uani 1 1 d . . . H11A H 0.6559 0.8959 0.4690 0.043 Uiso 1 1 calc R . . C12 C 0.4694(5) 0.8154(3) 0.5587(2) 0.0316(8) Uani 1 1 d . . . H12A H 0.4629 0.8719 0.5962 0.038 Uiso 1 1 calc R . . C13 C -0.0744(5) 0.7303(2) 0.6591(2) 0.0316(8) Uani 1 1 d . . . H13A H -0.1110 0.7424 0.5968 0.038 Uiso 1 1 calc R . . H13B H -0.1794 0.6733 0.6797 0.038 Uiso 1 1 calc R . . C14 C -0.0673(5) 0.8297(2) 0.7159(2) 0.0288(8) Uani 1 1 d . . . H14A H -0.2077 0.8274 0.7436 0.035 Uiso 1 1 calc R . . C15 C -0.0282(5) 0.9258(3) 0.6602(2) 0.0291(8) Uani 1 1 d . . . C16 C -0.1156(6) 1.0952(3) 0.6394(3) 0.0492(11) Uani 1 1 d . . . H16A H -0.2138 1.1397 0.6599 0.074 Uiso 1 1 calc R . . H16B H -0.1414 1.0847 0.5762 0.074 Uiso 1 1 calc R . . H16C H 0.0343 1.1273 0.6531 0.074 Uiso 1 1 calc R . . C17 C 0.1267(5) 0.8295(2) 0.7913(2) 0.0261(8) Uani 1 1 d . . . C18 C 0.2038(5) 0.9410(2) 0.8279(2) 0.0280(8) Uani 1 1 d . . . C19 C 0.4110(5) 0.9939(3) 0.8140(2) 0.0370(9) Uani 1 1 d . . . H19A H 0.5061 0.9619 0.7815 0.044 Uiso 1 1 calc R . . C20 C 0.4792(6) 1.0942(3) 0.8479(3) 0.0431(10) Uani 1 1 d . . . H20A H 0.6197 1.1287 0.8383 0.052 Uiso 1 1 calc R . . C21 C 0.3396(6) 1.1431(3) 0.8959(3) 0.0406(9) Uani 1 1 d . . . H21A H 0.3857 1.2104 0.9186 0.049 Uiso 1 1 calc R . . C22 C 0.1308(6) 1.0915(3) 0.9099(2) 0.0389(9) Uani 1 1 d . . . H22A H 0.0354 1.1244 0.9416 0.047 Uiso 1 1 calc R . . C23 C 0.0638(5) 0.9912(3) 0.8769(2) 0.0352(9) Uani 1 1 d . . . H23A H -0.0760 0.9566 0.8873 0.042 Uiso 1 1 calc R . . C24 C 0.0484(5) 0.7590(2) 0.8685(2) 0.0278(8) Uani 1 1 d . . . C25 C -0.1686(5) 0.7172(3) 0.8811(2) 0.0335(8) Uani 1 1 d . . . H25A H -0.2809 0.7350 0.8425 0.040 Uiso 1 1 calc R . . C26 C -0.2220(6) 0.6489(3) 0.9503(2) 0.0373(9) Uani 1 1 d . . . H26A H -0.3683 0.6201 0.9563 0.045 Uiso 1 1 calc R . . C27 C -0.0599(6) 0.6241(3) 1.0096(2) 0.0374(9) Uani 1 1 d . . . H27A H -0.0953 0.5786 1.0557 0.045 Uiso 1 1 calc R . . C28 C 0.1564(6) 0.6674(3) 1.0000(3) 0.0415(9) Uani 1 1 d . . . H28A H 0.2673 0.6516 1.0402 0.050 Uiso 1 1 calc R . . C29 C 0.2090(6) 0.7341(3) 0.9310(2) 0.0385(9) Uani 1 1 d . . . H29A H 0.3556 0.7632 0.9260 0.046 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0256(5) 0.0298(5) 0.0319(5) -0.0015(4) 0.0020(4) 0.0033(4) N1 0.0249(14) 0.0304(15) 0.0312(17) -0.0017(13) 0.0032(12) 0.0069(12) O1 0.0373(14) 0.0424(15) 0.0402(16) 0.0096(12) 0.0099(12) 0.0105(12) O2 0.0346(13) 0.0304(13) 0.0415(15) 0.0024(11) 0.0068(11) 0.0086(11) C1 0.0300(18) 0.0307(19) 0.029(2) -0.0017(16) 0.0068(16) 0.0045(15) C2 0.036(2) 0.036(2) 0.055(3) 0.0025(19) -0.0089(19) 0.0011(18) C3 0.052(3) 0.032(2) 0.069(3) -0.002(2) -0.003(2) -0.0035(19) C4 0.064(3) 0.034(2) 0.038(2) 0.0021(18) 0.010(2) 0.010(2) C5 0.050(2) 0.041(2) 0.040(2) -0.0021(19) -0.0002(19) 0.013(2) C6 0.041(2) 0.034(2) 0.039(2) -0.0025(18) 0.0025(18) 0.0033(17) C7 0.0211(16) 0.0312(19) 0.030(2) -0.0015(15) 0.0030(14) 0.0019(15) C8 0.036(2) 0.033(2) 0.037(2) -0.0045(17) 0.0028(17) 0.0016(16) C9 0.048(2) 0.046(2) 0.038(2) -0.0119(19) 0.0074(19) 0.0027(19) C10 0.040(2) 0.055(3) 0.027(2) -0.0007(19) 0.0085(17) 0.0058(19) C11 0.0289(19) 0.040(2) 0.039(2) 0.0093(18) 0.0072(17) 0.0028(16) C12 0.0308(19) 0.034(2) 0.031(2) -0.0026(16) 0.0004(16) 0.0080(16) C13 0.0294(18) 0.0308(18) 0.034(2) -0.0008(16) -0.0038(16) 0.0039(15) C14 0.0254(17) 0.0292(18) 0.032(2) 0.0007(16) 0.0089(15) 0.0026(15) C15 0.0232(17) 0.0329(19) 0.031(2) -0.0006(16) 0.0009(16) 0.0058(15) C16 0.051(2) 0.036(2) 0.063(3) 0.013(2) 0.011(2) 0.0113(19) C17 0.0210(16) 0.0287(18) 0.0286(19) 0.0022(15) 0.0020(14) 0.0037(14) C18 0.0274(18) 0.0284(18) 0.0289(19) 0.0009(15) 0.0012(15) 0.0072(15) C19 0.0301(19) 0.034(2) 0.046(2) -0.0057(18) 0.0099(17) 0.0014(17) C20 0.031(2) 0.036(2) 0.060(3) -0.0056(19) 0.0078(19) -0.0042(17) C21 0.046(2) 0.0285(19) 0.045(2) -0.0077(18) -0.0035(19) 0.0035(18) C22 0.046(2) 0.034(2) 0.038(2) -0.0054(17) 0.0047(18) 0.0104(18) C23 0.0311(19) 0.034(2) 0.041(2) -0.0040(17) 0.0045(16) 0.0048(16) C24 0.0279(18) 0.0266(18) 0.029(2) -0.0039(15) 0.0038(15) 0.0052(15) C25 0.0291(19) 0.037(2) 0.033(2) 0.0005(17) 0.0013(16) 0.0006(16) C26 0.034(2) 0.038(2) 0.039(2) 0.0017(18) 0.0088(18) -0.0027(17) C27 0.048(2) 0.033(2) 0.034(2) 0.0087(17) 0.0138(19) 0.0093(18) C28 0.041(2) 0.050(2) 0.035(2) 0.0120(19) 0.0053(18) 0.0112(19) C29 0.032(2) 0.047(2) 0.036(2) 0.0062(19) 0.0051(17) 0.0042(17) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 N1 1.573(3) . ? P1 C1 1.812(3) . ? P1 C7 1.813(3) . ? P1 C13 1.823(3) . ? N1 C17 1.471(4) . ? O1 C15 1.215(4) . ? O2 C15 1.340(4) . ? O2 C16 1.440(4) . ? C1 C6 1.386(5) . ? C1 C2 1.388(5) . ? C2 C3 1.390(5) . ? C3 C4 1.378(5) . ? C4 C5 1.370(5) . ? C5 C6 1.386(5) . ? C7 C12 1.386(5) . ? C7 C8 1.391(4) . ? C8 C9 1.385(5) . ? C9 C10 1.384(5) . ? C10 C11 1.376(4) . ? C11 C12 1.387(5) . ? C13 C14 1.536(4) . ? C14 C15 1.504(5) . ? C14 C17 1.592(4) . ? C17 C18 1.538(4) . ? C17 C24 1.541(5) . ? C18 C19 1.380(5) . ? C18 C23 1.400(4) . ? C19 C20 1.388(5) . ? C20 C21 1.380(5) . ? C21 C22 1.383(5) . ? C22 C23 1.383(4) . ? C24 C25 1.386(4) . ? C24 C29 1.393(5) . ? C25 C26 1.395(5) . ? C26 C27 1.370(5) . ? C27 C28 1.378(5) . ? C28 C29 1.380(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 P1 C1 118.59(16) . . ? N1 P1 C7 111.14(15) . . ? C1 P1 C7 104.48(15) . . ? N1 P1 C13 102.08(14) . . ? C1 P1 C13 106.73(16) . . ? C7 P1 C13 114.13(16) . . ? C17 N1 P1 109.0(2) . . ? C15 O2 C16 115.9(3) . . ? C6 C1 C2 117.6(3) . . ? C6 C1 P1 118.9(3) . . ? C2 C1 P1 123.5(3) . . ? C1 C2 C3 121.0(3) . . ? C4 C3 C2 120.5(4) . . ? C5 C4 C3 119.0(4) . . ? C4 C5 C6 120.8(4) . . ? C1 C6 C5 121.1(3) . . ? C12 C7 C8 119.4(3) . . ? C12 C7 P1 117.8(2) . . ? C8 C7 P1 122.8(3) . . ? C9 C8 C7 120.6(3) . . ? C10 C9 C8 119.0(3) . . ? C11 C10 C9 121.2(3) . . ? C10 C11 C12 119.6(3) . . ? C7 C12 C11 120.2(3) . . ? C14 C13 P1 101.5(2) . . ? C15 C14 C13 111.1(3) . . ? C15 C14 C17 111.0(3) . . ? C13 C14 C17 106.8(2) . . ? O1 C15 O2 123.2(3) . . ? O1 C15 C14 125.5(3) . . ? O2 C15 C14 111.3(3) . . ? N1 C17 C18 110.2(3) . . ? N1 C17 C24 110.2(2) . . ? C18 C17 C24 108.7(2) . . ? N1 C17 C14 107.0(2) . . ? C18 C17 C14 110.0(2) . . ? C24 C17 C14 110.8(3) . . ? C19 C18 C23 118.4(3) . . ? C19 C18 C17 121.4(3) . . ? C23 C18 C17 120.2(3) . . ? C18 C19 C20 120.8(3) . . ? C21 C20 C19 120.3(3) . . ? C20 C21 C22 119.6(3) . . ? C23 C22 C21 120.0(3) . . ? C22 C23 C18 120.8(3) . . ? C25 C24 C29 116.9(3) . . ? C25 C24 C17 125.6(3) . . ? C29 C24 C17 117.5(3) . . ? C24 C25 C26 121.4(3) . . ? C27 C26 C25 120.3(3) . . ? C26 C27 C28 119.2(4) . . ? C27 C28 C29 120.4(3) . . ? C28 C29 C24 121.7(3) . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 27.44 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.263 _refine_diff_density_min -0.349 _refine_diff_density_rms 0.062 #===end data_Ph2PNCPh2(CH(CO2Me)CH(CO2Me)) _database_code_depnum_ccdc_archive 'CCDC 772414' #TrackingRef 'all-cifs.txt' _audit_creation_method SHELXL-97 _chemical_formula_sum 'C34 H32 Cl3 N O4 P' _chemical_formula_weight 655.93 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.6024(6) _cell_length_b 18.0080(11) _cell_length_c 21.0067(14) _cell_angle_alpha 90.00 _cell_angle_beta 96.638(4) _cell_angle_gamma 90.00 _cell_volume 3232.4(4) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.348 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1364 _exptl_absorpt_coefficient_mu 0.372 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6578 _exptl_absorpt_correction_T_max 0.7459 _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31265 _diffrn_reflns_av_R_equivalents 0.0667 _diffrn_reflns_av_sigmaI/netI 0.0850 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.49 _diffrn_reflns_theta_max 28.22 _reflns_number_total 7927 _reflns_number_gt 4659 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0374P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment fixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7927 _refine_ls_number_parameters 388 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0854 _refine_ls_R_factor_gt 0.0410 _refine_ls_wR_factor_ref 0.0906 _refine_ls_wR_factor_gt 0.0811 _refine_ls_goodness_of_fit_ref 0.865 _refine_ls_restrained_S_all 0.865 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.42912(6) 0.79157(2) 0.23476(2) 0.01610(11) Uani 1 1 d . . . N1 N 0.50283(17) 0.78328(8) 0.16990(7) 0.0186(3) Uani 1 1 d . . . O1 O 0.26661(15) 1.00959(7) 0.12739(7) 0.0270(3) Uani 1 1 d . . . O2 O 0.51492(16) 1.03643(7) 0.16338(7) 0.0330(4) Uani 1 1 d . . . O3 O 0.26694(16) 0.99864(7) 0.26793(6) 0.0284(3) Uani 1 1 d . . . O4 O 0.23922(17) 0.88929(7) 0.31693(6) 0.0311(4) Uani 1 1 d . . . C1 C 0.5658(2) 0.78025(9) 0.30568(9) 0.0199(4) Uani 1 1 d . . . C2 C 0.5229(3) 0.78039(10) 0.36766(9) 0.0281(5) Uani 1 1 d . . . H2A H 0.4177 0.7806 0.3740 0.034 Uiso 1 1 calc R . . C3 C 0.6364(3) 0.78020(11) 0.41948(10) 0.0392(6) Uani 1 1 d . . . H3A H 0.6077 0.7811 0.4608 0.047 Uiso 1 1 calc R . . C4 C 0.7933(3) 0.77868(11) 0.41041(12) 0.0444(6) Uani 1 1 d . . . H4A H 0.8696 0.7784 0.4456 0.053 Uiso 1 1 calc R . . C5 C 0.8362(3) 0.77755(11) 0.34909(12) 0.0395(6) Uani 1 1 d . . . H5A H 0.9415 0.7759 0.3430 0.047 Uiso 1 1 calc R . . C6 C 0.7233(2) 0.77889(10) 0.29690(10) 0.0261(5) Uani 1 1 d . . . H6A H 0.7528 0.7789 0.2557 0.031 Uiso 1 1 calc R . . C7 C 0.2627(2) 0.73307(9) 0.24203(8) 0.0170(4) Uani 1 1 d . . . C8 C 0.1267(2) 0.74739(10) 0.20144(9) 0.0243(4) Uani 1 1 d . . . H8A H 0.1211 0.7892 0.1753 0.029 Uiso 1 1 calc R . . C9 C -0.0001(2) 0.70013(11) 0.19961(10) 0.0314(5) Uani 1 1 d . . . H9A H -0.0911 0.7101 0.1725 0.038 Uiso 1 1 calc R . . C10 C 0.0090(3) 0.63786(11) 0.23831(11) 0.0351(6) Uani 1 1 d . . . H10A H -0.0761 0.6058 0.2371 0.042 Uiso 1 1 calc R . . C11 C 0.1429(3) 0.62303(11) 0.27854(10) 0.0324(5) Uani 1 1 d . . . H11A H 0.1478 0.5809 0.3044 0.039 Uiso 1 1 calc R . . C12 C 0.2710(2) 0.67029(10) 0.28102(9) 0.0240(4) Uani 1 1 d . . . H12A H 0.3613 0.6601 0.3084 0.029 Uiso 1 1 calc R . . C13 C 0.4986(2) 0.85281(9) 0.13427(8) 0.0133(4) Uani 1 1 d . . . C14 C 0.6671(2) 0.87331(9) 0.12295(9) 0.0177(4) Uani 1 1 d . . . C15 C 0.7651(2) 0.91490(10) 0.16611(9) 0.0233(4) Uani 1 1 d . . . H15A H 0.7285 0.9334 0.2029 0.028 Uiso 1 1 calc R . . C16 C 0.9181(2) 0.92900(10) 0.15451(11) 0.0300(5) Uani 1 1 d . . . H16A H 0.9824 0.9580 0.1832 0.036 Uiso 1 1 calc R . . C17 C 0.9758(2) 0.90069(11) 0.10115(11) 0.0330(5) Uani 1 1 d . . . H17A H 1.0780 0.9108 0.0935 0.040 Uiso 1 1 calc R . . C18 C 0.8811(2) 0.85738(12) 0.05951(11) 0.0375(6) Uani 1 1 d . . . H18A H 0.9197 0.8369 0.0238 0.045 Uiso 1 1 calc R . . C19 C 0.7284(2) 0.84398(11) 0.07028(10) 0.0311(5) Uani 1 1 d . . . H19A H 0.6652 0.8146 0.0415 0.037 Uiso 1 1 calc R . . C20 C 0.3948(2) 0.84678(10) 0.06945(8) 0.0178(4) Uani 1 1 d . . . C21 C 0.3097(2) 0.78329(10) 0.05358(9) 0.0221(4) Uani 1 1 d . . . H21A H 0.3134 0.7442 0.0826 0.027 Uiso 1 1 calc R . . C22 C 0.2186(2) 0.77679(12) -0.00498(10) 0.0309(5) Uani 1 1 d . . . H22A H 0.1627 0.7333 -0.0150 0.037 Uiso 1 1 calc R . . C23 C 0.2102(2) 0.83437(13) -0.04836(10) 0.0347(5) Uani 1 1 d . . . H23A H 0.1483 0.8301 -0.0875 0.042 Uiso 1 1 calc R . . C24 C 0.2949(2) 0.89869(13) -0.03324(9) 0.0338(5) Uani 1 1 d . . . H24A H 0.2896 0.9379 -0.0622 0.041 Uiso 1 1 calc R . . C25 C 0.3867(2) 0.90450(11) 0.02467(9) 0.0256(5) Uani 1 1 d . . . H25A H 0.4443 0.9476 0.0342 0.031 Uiso 1 1 calc R . . C26 C 0.42230(19) 0.91281(9) 0.17395(8) 0.0151(4) Uani 1 1 d . . . C27 C 0.4085(2) 0.99353(10) 0.15456(9) 0.0195(4) Uani 1 1 d . . . C28 C 0.2413(3) 1.08696(11) 0.10991(12) 0.0435(6) Uani 1 1 d . . . H28A H 0.1356 1.0935 0.0904 0.065 Uiso 1 1 calc R . . H28B H 0.3125 1.1012 0.0801 0.065 Uiso 1 1 calc R . . H28C H 0.2589 1.1173 0.1476 0.065 Uiso 1 1 calc R . . C29 C 0.3713(2) 0.88752(9) 0.22735(8) 0.0158(4) Uani 1 1 d . . . C30 C 0.2883(2) 0.93267(10) 0.27167(9) 0.0203(4) Uani 1 1 d . . . C31 C 0.1612(3) 0.92752(13) 0.36508(12) 0.0561(8) Uani 1 1 d . . . H31A H 0.1311 0.8922 0.3956 0.084 Uiso 1 1 calc R . . H31B H 0.0698 0.9523 0.3448 0.084 Uiso 1 1 calc R . . H31C H 0.2312 0.9634 0.3867 0.084 Uiso 1 1 calc R . . C33 C 0.5260(3) 0.89727(12) 0.62057(11) 0.0437(6) Uani 1 1 d . . . H33A H 0.5381 0.8451 0.6313 0.052 Uiso 1 1 calc R . . H33B H 0.6236 0.9221 0.6352 0.052 Uiso 1 1 calc R . . Cl1 Cl 0.37379(8) 1.02662(3) 0.64185(3) 0.05225(18) Uani 1 1 d . . . C32 C 0.3993(3) 0.92905(12) 0.65419(11) 0.0428(6) Uani 1 1 d . . . H32A H 0.4225 0.9196 0.6998 0.051 Uiso 1 1 calc R . . H32B H 0.3019 0.9040 0.6395 0.051 Uiso 1 1 calc R . . Cl4 Cl -0.02718(9) 0.59875(4) 0.05500(3) 0.0633(2) Uani 1 1 d . . . Cl3 Cl 0.48749(11) 0.90667(4) 0.53627(3) 0.0725(3) Uani 1 1 d . . . C34 C -0.0665(3) 0.52706(13) -0.00363(11) 0.0503(7) Uani 1 1 d . . . H34A H -0.1634 0.5020 0.0025 0.060 Uiso 1 1 calc R . . H34B H -0.0773 0.5483 -0.0463 0.060 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0184(2) 0.0133(2) 0.0170(2) 0.0007(2) 0.0038(2) 0.00092(19) N1 0.0245(8) 0.0136(8) 0.0189(8) -0.0001(6) 0.0072(7) 0.0028(6) O1 0.0268(7) 0.0178(7) 0.0345(9) 0.0060(6) -0.0048(6) 0.0032(6) O2 0.0267(8) 0.0170(7) 0.0548(10) 0.0018(7) 0.0031(7) -0.0060(6) O3 0.0373(8) 0.0191(7) 0.0303(8) -0.0018(6) 0.0099(7) 0.0080(6) O4 0.0464(9) 0.0212(7) 0.0306(8) -0.0032(6) 0.0247(7) -0.0017(6) C1 0.0274(10) 0.0123(9) 0.0189(10) 0.0007(8) -0.0019(8) 0.0010(8) C2 0.0398(12) 0.0230(11) 0.0213(11) 0.0023(9) 0.0023(10) 0.0069(9) C3 0.0675(17) 0.0265(12) 0.0204(12) -0.0001(9) -0.0080(11) 0.0106(11) C4 0.0565(16) 0.0260(13) 0.0428(16) -0.0021(11) -0.0281(13) 0.0046(11) C5 0.0323(12) 0.0265(12) 0.0553(17) 0.0038(11) -0.0139(12) -0.0012(9) C6 0.0263(11) 0.0211(11) 0.0298(12) 0.0039(9) -0.0015(9) 0.0002(8) C7 0.0214(10) 0.0149(9) 0.0159(10) -0.0017(7) 0.0069(8) -0.0011(7) C8 0.0252(11) 0.0237(11) 0.0246(12) 0.0018(8) 0.0054(9) 0.0005(8) C9 0.0238(11) 0.0372(13) 0.0334(13) -0.0061(10) 0.0038(10) -0.0054(9) C10 0.0347(13) 0.0310(13) 0.0427(14) -0.0096(10) 0.0176(12) -0.0154(10) C11 0.0420(13) 0.0215(11) 0.0364(13) 0.0026(9) 0.0153(11) -0.0074(9) C12 0.0299(11) 0.0190(10) 0.0240(11) 0.0002(8) 0.0072(9) -0.0004(8) C13 0.0151(9) 0.0120(9) 0.0132(9) -0.0019(7) 0.0029(7) -0.0016(7) C14 0.0175(9) 0.0162(9) 0.0198(10) 0.0035(8) 0.0031(8) -0.0005(7) C15 0.0226(10) 0.0199(10) 0.0268(11) -0.0022(8) -0.0003(9) 0.0033(8) C16 0.0179(10) 0.0213(11) 0.0484(15) -0.0059(10) -0.0062(10) -0.0009(8) C17 0.0163(10) 0.0318(12) 0.0515(15) 0.0099(11) 0.0062(10) 0.0021(9) C18 0.0223(11) 0.0598(16) 0.0319(13) -0.0026(11) 0.0096(10) 0.0037(11) C19 0.0216(11) 0.0444(13) 0.0277(12) -0.0101(10) 0.0045(9) -0.0041(9) C20 0.0124(9) 0.0252(10) 0.0168(10) -0.0035(8) 0.0054(8) 0.0009(7) C21 0.0184(9) 0.0255(11) 0.0231(11) -0.0049(8) 0.0050(8) -0.0005(8) C22 0.0202(10) 0.0408(13) 0.0317(13) -0.0135(10) 0.0030(9) -0.0030(9) C23 0.0237(11) 0.0621(16) 0.0178(11) -0.0077(11) 0.0007(9) 0.0015(11) C24 0.0303(12) 0.0534(15) 0.0184(11) 0.0099(10) 0.0062(10) 0.0015(11) C25 0.0253(11) 0.0315(11) 0.0206(11) 0.0039(9) 0.0054(9) -0.0037(9) C26 0.0147(9) 0.0123(9) 0.0176(10) -0.0003(7) -0.0007(8) -0.0013(7) C27 0.0212(10) 0.0177(10) 0.0203(11) 0.0016(8) 0.0056(9) 0.0006(8) C28 0.0504(15) 0.0238(12) 0.0548(16) 0.0148(11) -0.0010(13) 0.0126(10) C29 0.0158(9) 0.0124(9) 0.0187(10) -0.0001(7) 0.0003(8) 0.0004(7) C30 0.0192(10) 0.0209(11) 0.0211(11) -0.0032(8) 0.0040(8) -0.0007(8) C31 0.084(2) 0.0414(15) 0.0534(17) -0.0152(12) 0.0540(16) -0.0053(13) C33 0.0578(16) 0.0227(12) 0.0504(16) 0.0048(11) 0.0054(13) -0.0070(11) Cl1 0.0633(4) 0.0333(3) 0.0558(4) -0.0084(3) -0.0121(3) 0.0061(3) C32 0.0615(17) 0.0315(13) 0.0361(14) 0.0047(10) 0.0080(13) -0.0118(11) Cl4 0.0799(5) 0.0618(5) 0.0474(4) -0.0048(3) 0.0044(4) -0.0114(4) Cl3 0.1264(7) 0.0500(4) 0.0464(4) 0.0030(3) 0.0326(5) 0.0083(4) C34 0.0581(17) 0.0638(18) 0.0286(13) 0.0067(13) 0.0037(13) -0.0157(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 N1 1.5749(15) . ? P1 C7 1.7980(18) . ? P1 C1 1.7997(19) . ? P1 C29 1.7998(17) . ? N1 C13 1.457(2) . ? O1 C27 1.319(2) . ? O1 C28 1.451(2) . ? O2 C27 1.196(2) . ? O3 C30 1.203(2) . ? O4 C30 1.336(2) . ? O4 C31 1.451(2) . ? C1 C6 1.389(3) . ? C1 C2 1.394(3) . ? C2 C3 1.376(3) . ? C3 C4 1.384(3) . ? C4 C5 1.380(3) . ? C5 C6 1.378(3) . ? C7 C8 1.390(3) . ? C7 C12 1.393(2) . ? C8 C9 1.381(3) . ? C9 C10 1.382(3) . ? C10 C11 1.374(3) . ? C11 C12 1.389(3) . ? C13 C14 1.541(2) . ? C13 C20 1.543(2) . ? C13 C26 1.556(2) . ? C14 C19 1.384(3) . ? C14 C15 1.385(3) . ? C15 C16 1.389(3) . ? C16 C17 1.375(3) . ? C17 C18 1.368(3) . ? C18 C19 1.380(3) . ? C20 C21 1.378(2) . ? C20 C25 1.398(3) . ? C21 C22 1.385(3) . ? C22 C23 1.377(3) . ? C23 C24 1.385(3) . ? C24 C25 1.376(3) . ? C26 C29 1.331(2) . ? C26 C27 1.510(2) . ? C29 C30 1.480(2) . ? C33 C32 1.480(3) . ? C33 Cl3 1.772(2) . ? Cl1 C32 1.786(2) . ? Cl4 C34 1.789(2) . ? C34 C34 1.497(5) 3_565 ? 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 N1 P1 C7 114.96(8) . . ? N1 P1 C1 114.55(9) . . ? C7 P1 C1 108.29(8) . . ? N1 P1 C29 98.68(8) . . ? C7 P1 C29 110.81(8) . . ? C1 P1 C29 109.14(8) . . ? C13 N1 P1 111.98(11) . . ? C27 O1 C28 115.14(15) . . ? C30 O4 C31 115.36(15) . . ? C6 C1 C2 119.45(19) . . ? C6 C1 P1 116.51(14) . . ? C2 C1 P1 123.71(15) . . ? C3 C2 C1 119.9(2) . . ? C2 C3 C4 120.3(2) . . ? C5 C4 C3 119.9(2) . . ? C6 C5 C4 120.1(2) . . ? C5 C6 C1 120.2(2) . . ? C8 C7 C12 119.57(17) . . ? C8 C7 P1 117.47(14) . . ? C12 C7 P1 122.57(15) . . ? C9 C8 C7 120.61(18) . . ? C8 C9 C10 119.5(2) . . ? C11 C10 C9 120.42(19) . . ? C10 C11 C12 120.61(19) . . ? C11 C12 C7 119.27(19) . . ? N1 C13 C14 108.49(14) . . ? N1 C13 C20 111.73(14) . . ? C14 C13 C20 109.84(14) . . ? N1 C13 C26 107.97(13) . . ? C14 C13 C26 112.28(13) . . ? C20 C13 C26 106.55(14) . . ? C19 C14 C15 118.07(17) . . ? C19 C14 C13 118.95(16) . . ? C15 C14 C13 122.76(16) . . ? C14 C15 C16 120.10(18) . . ? C17 C16 C15 120.91(19) . . ? C18 C17 C16 119.22(19) . . ? C17 C18 C19 120.2(2) . . ? C18 C19 C14 121.5(2) . . ? C21 C20 C25 118.05(18) . . ? C21 C20 C13 120.60(16) . . ? C25 C20 C13 121.34(16) . . ? C20 C21 C22 121.02(19) . . ? C23 C22 C21 120.3(2) . . ? C22 C23 C24 119.5(2) . . ? C25 C24 C23 119.9(2) . . ? C24 C25 C20 121.16(19) . . ? C29 C26 C27 122.23(15) . . ? C29 C26 C13 114.49(15) . . ? C27 C26 C13 123.28(15) . . ? O2 C27 O1 125.38(17) . . ? O2 C27 C26 123.05(17) . . ? O1 C27 C26 111.56(15) . . ? C26 C29 C30 124.89(16) . . ? C26 C29 P1 106.67(12) . . ? C30 C29 P1 128.41(13) . . ? O3 C30 O4 124.42(17) . . ? O3 C30 C29 125.61(17) . . ? O4 C30 C29 109.97(15) . . ? C32 C33 Cl3 112.16(18) . . ? C33 C32 Cl1 113.33(15) . . ? C34 C34 Cl4 108.5(2) 3_565 . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 28.22 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.351 _refine_diff_density_min -0.384 _refine_diff_density_rms 0.051 #===end data_iPr2PNCPh2(C(CO2Me))2 _database_code_depnum_ccdc_archive 'CCDC 772415' #TrackingRef 'all-cifs.txt' _audit_creation_method SHELXL-97 _chemical_formula_sum 'C25 H30 N O4 P' _chemical_formula_weight 439.47 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 15.8375(8) _cell_length_b 8.0078(3) _cell_length_c 19.2830(9) _cell_angle_alpha 90.00 _cell_angle_beta 110.237(3) _cell_angle_gamma 90.00 _cell_volume 2294.57(18) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 25.0 _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.19 _exptl_crystal_density_diffrn 1.272 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 936 _exptl_absorpt_coefficient_mu 0.151 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6655 _exptl_absorpt_correction_T_max 0.7456 _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_reflns_number 20194 _diffrn_reflns_av_R_equivalents 0.0344 _diffrn_reflns_av_sigmaI/netI 0.0352 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.19 _diffrn_reflns_theta_max 27.51 _reflns_number_total 5264 _reflns_number_gt 4246 _reflns_threshold_expression >2sigma(I) _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0441P)^2^+0.9672P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment fixed _refine_ls_extinction_method none _refine_ls_number_reflns 5264 _refine_ls_number_parameters 280 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0534 _refine_ls_R_factor_gt 0.0399 _refine_ls_wR_factor_ref 0.1022 _refine_ls_wR_factor_gt 0.0955 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.043 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.19793(3) 0.97455(5) 0.06154(2) 0.01682(10) Uani 1 1 d . . . N1 N 0.16279(9) 0.95918(15) -0.02551(7) 0.0196(3) Uani 1 1 d . . . C15 C 0.28989(10) 1.11867(17) 0.07241(8) 0.0179(3) Uani 1 1 d . . . C16 C 0.35942(10) 1.25829(18) -0.01037(8) 0.0205(3) Uani 1 1 d . . . C14 C 0.28666(10) 1.15893(17) 0.00422(8) 0.0176(3) Uani 1 1 d . . . C24 C 0.23866(11) 0.77997(19) 0.11042(9) 0.0224(3) Uani 1 1 d . . . H24A H 0.2523 0.7999 0.1644 0.027 Uiso 1 1 calc R . . C13 C 0.25581(11) 0.8162(2) -0.11028(9) 0.0251(3) Uani 1 1 d . . . H13A H 0.2331 0.7525 -0.0790 0.030 Uiso 1 1 calc R . . C2 C 0.13731(10) 1.20925(19) -0.10260(8) 0.0197(3) Uani 1 1 d . . . C1 C 0.20686(10) 1.07797(18) -0.05947(8) 0.0183(3) Uani 1 1 d . . . C8 C 0.24695(10) 0.98881(19) -0.11204(8) 0.0200(3) Uani 1 1 d . . . C9 C 0.27734(12) 1.0790(2) -0.16078(9) 0.0269(4) Uani 1 1 d . . . H9A H 0.2692 1.1966 -0.1646 0.032 Uiso 1 1 calc R . . C20 C 0.11797(11) 1.05831(19) 0.10185(9) 0.0230(3) Uani 1 1 d . . . H20A H 0.0740 0.9671 0.0996 0.028 Uiso 1 1 calc R . . C18 C 0.36282(10) 1.17474(18) 0.14097(8) 0.0203(3) Uani 1 1 d . . . C3 C 0.05933(11) 1.1488(2) -0.15650(8) 0.0251(3) Uani 1 1 d . . . H3A H 0.0535 1.0325 -0.1670 0.030 Uiso 1 1 calc R . . C12 C 0.29740(13) 0.7356(2) -0.15361(9) 0.0309(4) Uani 1 1 d . . . H12A H 0.3029 0.6174 -0.1518 0.037 Uiso 1 1 calc R . . C7 C 0.14460(11) 1.3796(2) -0.08875(9) 0.0253(3) Uani 1 1 d . . . H7A H 0.1974 1.4233 -0.0528 0.030 Uiso 1 1 calc R . . C5 C -0.00224(12) 1.4261(2) -0.17962(9) 0.0307(4) Uani 1 1 d . . . H5A H -0.0500 1.4996 -0.2051 0.037 Uiso 1 1 calc R . . C6 C 0.07494(12) 1.4871(2) -0.12724(10) 0.0297(4) Uani 1 1 d . . . H6A H 0.0807 1.6036 -0.1173 0.036 Uiso 1 1 calc R . . C25 C 0.32472(12) 0.7195(2) 0.09944(10) 0.0309(4) Uani 1 1 d . . . H25A H 0.3445 0.6148 0.1265 0.046 Uiso 1 1 calc R . . H25B H 0.3719 0.8041 0.1181 0.046 Uiso 1 1 calc R . . H25C H 0.3129 0.7008 0.0467 0.046 Uiso 1 1 calc R . . C10 C 0.31934(13) 0.9979(2) -0.20365(10) 0.0319(4) Uani 1 1 d . . . H10A H 0.3404 1.0606 -0.2362 0.038 Uiso 1 1 calc R . . C11 C 0.33071(12) 0.8266(2) -0.19923(9) 0.0307(4) Uani 1 1 d . . . H11A H 0.3613 0.7720 -0.2274 0.037 Uiso 1 1 calc R . . C4 C -0.00963(12) 1.2560(2) -0.19485(9) 0.0299(4) Uani 1 1 d . . . H4A H -0.0621 1.2133 -0.2316 0.036 Uiso 1 1 calc R . . C23 C 0.16530(13) 0.6465(2) 0.08489(11) 0.0339(4) Uani 1 1 d . . . H23A H 0.1876 0.5419 0.1113 0.051 Uiso 1 1 calc R . . H23B H 0.1493 0.6283 0.0316 0.051 Uiso 1 1 calc R . . H23C H 0.1120 0.6837 0.0954 0.051 Uiso 1 1 calc R . . C21 C 0.06465(12) 1.2013(2) 0.05469(10) 0.0316(4) Uani 1 1 d . . . H21A H 0.0220 1.2451 0.0767 0.047 Uiso 1 1 calc R . . H21B H 0.0317 1.1605 0.0047 0.047 Uiso 1 1 calc R . . H21C H 0.1060 1.2903 0.0523 0.047 Uiso 1 1 calc R . . C19 C 0.44453(13) 1.1018(2) 0.26537(9) 0.0364(4) Uani 1 1 d . . . H19A H 0.4454 1.0157 0.3017 0.055 Uiso 1 1 calc R . . H19B H 0.4349 1.2114 0.2840 0.055 Uiso 1 1 calc R . . H19C H 0.5021 1.1017 0.2570 0.055 Uiso 1 1 calc R . . C22 C 0.16003(13) 1.1095(3) 0.18331(10) 0.0374(4) Uani 1 1 d . . . H22A H 0.1130 1.1528 0.2007 0.056 Uiso 1 1 calc R . . H22B H 0.2053 1.1964 0.1883 0.056 Uiso 1 1 calc R . . H22C H 0.1886 1.0121 0.2129 0.056 Uiso 1 1 calc R . . C17 C 0.50846(12) 1.2439(2) -0.00794(12) 0.0392(5) Uani 1 1 d . . . H17A H 0.5594 1.1662 0.0050 0.059 Uiso 1 1 calc R . . H17B H 0.5259 1.3446 0.0226 0.059 Uiso 1 1 calc R . . H17C H 0.4911 1.2744 -0.0602 0.059 Uiso 1 1 calc R . . O4 O 0.43317(7) 1.16499(13) 0.00515(7) 0.0263(3) Uani 1 1 d . . . O3 O 0.35253(8) 1.39854(14) -0.03399(7) 0.0337(3) Uani 1 1 d . . . O2 O 0.37243(8) 1.06751(15) 0.19654(6) 0.0302(3) Uani 1 1 d . . . O1 O 0.40747(9) 1.29787(15) 0.14648(7) 0.0366(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.01696(19) 0.01659(18) 0.01665(19) -0.00031(14) 0.00550(15) -0.00205(14) N1 0.0205(7) 0.0200(6) 0.0172(6) 0.0002(5) 0.0050(5) -0.0053(5) C15 0.0171(7) 0.0159(7) 0.0199(7) -0.0005(6) 0.0052(6) 0.0002(5) C16 0.0207(8) 0.0203(7) 0.0191(7) -0.0009(6) 0.0050(6) -0.0031(6) C14 0.0172(7) 0.0135(6) 0.0214(7) -0.0010(6) 0.0059(6) 0.0006(5) C24 0.0287(9) 0.0194(7) 0.0184(7) 0.0018(6) 0.0072(6) -0.0008(6) C13 0.0313(9) 0.0226(8) 0.0203(8) -0.0005(6) 0.0073(7) -0.0023(7) C2 0.0199(8) 0.0233(7) 0.0168(7) 0.0026(6) 0.0074(6) 0.0014(6) C1 0.0191(8) 0.0173(7) 0.0171(7) 0.0006(6) 0.0045(6) -0.0019(6) C8 0.0187(7) 0.0229(7) 0.0155(7) -0.0006(6) 0.0023(6) -0.0010(6) C9 0.0340(10) 0.0235(8) 0.0245(8) 0.0002(6) 0.0119(7) -0.0012(7) C20 0.0203(8) 0.0245(8) 0.0264(8) -0.0046(6) 0.0107(7) -0.0036(6) C18 0.0204(8) 0.0197(7) 0.0192(7) -0.0023(6) 0.0047(6) 0.0003(6) C3 0.0259(9) 0.0293(8) 0.0192(8) -0.0003(7) 0.0064(7) -0.0007(7) C12 0.0405(10) 0.0247(8) 0.0249(9) -0.0044(7) 0.0080(8) 0.0045(7) C7 0.0235(8) 0.0246(8) 0.0269(8) 0.0008(6) 0.0075(7) 0.0006(6) C5 0.0277(9) 0.0394(10) 0.0276(9) 0.0120(7) 0.0127(8) 0.0119(7) C6 0.0313(9) 0.0250(8) 0.0359(10) 0.0065(7) 0.0154(8) 0.0069(7) C25 0.0313(9) 0.0253(8) 0.0334(10) 0.0037(7) 0.0078(8) 0.0065(7) C10 0.0384(10) 0.0366(10) 0.0257(9) -0.0010(7) 0.0173(8) -0.0044(8) C11 0.0306(9) 0.0395(10) 0.0221(8) -0.0074(7) 0.0094(7) 0.0043(8) C4 0.0228(8) 0.0445(10) 0.0198(8) 0.0035(7) 0.0042(7) 0.0016(7) C23 0.0406(11) 0.0215(8) 0.0412(10) 0.0013(7) 0.0161(9) -0.0065(7) C21 0.0265(9) 0.0307(9) 0.0387(10) -0.0030(8) 0.0125(8) 0.0055(7) C19 0.0367(10) 0.0363(10) 0.0220(9) 0.0005(7) -0.0077(8) -0.0015(8) C22 0.0369(11) 0.0501(11) 0.0267(9) -0.0109(8) 0.0130(8) 0.0020(9) C17 0.0234(9) 0.0390(10) 0.0600(13) 0.0065(9) 0.0203(9) -0.0042(8) O4 0.0192(6) 0.0217(5) 0.0395(7) 0.0019(5) 0.0120(5) -0.0018(4) O3 0.0271(6) 0.0250(6) 0.0476(8) 0.0132(5) 0.0111(6) -0.0016(5) O2 0.0305(7) 0.0313(6) 0.0202(6) 0.0034(5) -0.0022(5) -0.0083(5) O1 0.0428(8) 0.0279(6) 0.0284(7) -0.0004(5) -0.0012(6) -0.0159(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 N1 1.5801(13) . ? P1 C15 1.8127(15) . ? P1 C24 1.8198(15) . ? P1 C20 1.8272(16) . ? N1 C1 1.4618(19) . ? C15 C14 1.338(2) . ? C15 C18 1.492(2) . ? C16 O3 1.2026(18) . ? C16 O4 1.3304(19) . ? C16 C14 1.505(2) . ? C14 C1 1.566(2) . ? C24 C25 1.529(2) . ? C24 C23 1.529(2) . ? C13 C8 1.388(2) . ? C13 C12 1.389(2) . ? C2 C7 1.387(2) . ? C2 C3 1.397(2) . ? C2 C1 1.542(2) . ? C1 C8 1.545(2) . ? C8 C9 1.396(2) . ? C9 C10 1.388(2) . ? C20 C21 1.523(2) . ? C20 C22 1.535(2) . ? C18 O1 1.1965(19) . ? C18 O2 1.3402(19) . ? C3 C4 1.385(2) . ? C12 C11 1.380(3) . ? C7 C6 1.394(2) . ? C5 C6 1.378(3) . ? C5 C4 1.389(3) . ? C10 C11 1.382(2) . ? C19 O2 1.446(2) . ? C17 O4 1.447(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 P1 C15 98.40(7) . . ? N1 P1 C24 114.52(7) . . ? C15 P1 C24 111.01(7) . . ? N1 P1 C20 116.06(7) . . ? C15 P1 C20 111.38(7) . . ? C24 P1 C20 105.52(7) . . ? C1 N1 P1 112.21(9) . . ? C14 C15 C18 123.58(14) . . ? C14 C15 P1 106.48(11) . . ? C18 C15 P1 129.69(11) . . ? O3 C16 O4 124.57(15) . . ? O3 C16 C14 126.12(14) . . ? O4 C16 C14 109.29(12) . . ? C15 C14 C16 122.67(13) . . ? C15 C14 C1 114.67(13) . . ? C16 C14 C1 122.33(13) . . ? C25 C24 C23 110.39(14) . . ? C25 C24 P1 111.88(11) . . ? C23 C24 P1 109.76(12) . . ? C8 C13 C12 120.88(16) . . ? C7 C2 C3 118.52(14) . . ? C7 C2 C1 124.77(14) . . ? C3 C2 C1 116.60(13) . . ? N1 C1 C2 108.82(12) . . ? N1 C1 C8 111.20(12) . . ? C2 C1 C8 109.90(12) . . ? N1 C1 C14 107.39(11) . . ? C2 C1 C14 111.90(12) . . ? C8 C1 C14 107.61(12) . . ? C13 C8 C9 118.40(15) . . ? C13 C8 C1 120.34(14) . . ? C9 C8 C1 121.23(14) . . ? C10 C9 C8 120.46(15) . . ? C21 C20 C22 111.41(14) . . ? C21 C20 P1 110.16(11) . . ? C22 C20 P1 114.46(12) . . ? O1 C18 O2 123.83(14) . . ? O1 C18 C15 125.39(14) . . ? O2 C18 C15 110.77(13) . . ? C4 C3 C2 120.86(16) . . ? C11 C12 C13 120.18(16) . . ? C2 C7 C6 120.47(16) . . ? C6 C5 C4 119.41(16) . . ? C5 C6 C7 120.61(16) . . ? C11 C10 C9 120.41(16) . . ? C12 C11 C10 119.56(16) . . ? C3 C4 C5 120.11(16) . . ? C16 O4 C17 115.32(13) . . ? C18 O2 C19 116.56(13) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.310 _refine_diff_density_min -0.305 _refine_diff_density_rms 0.047 #===end data_ccb017_Ph2PNCPh2(CHCH(CN)) _database_code_depnum_ccdc_archive 'CCDC 772416' #TrackingRef 'all-cifs.txt' _audit_creation_method SHELXL-97 _chemical_formula_sum 'C28 H23 N2 P' _chemical_formula_weight 418.45 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 18.1088(15) _cell_length_b 5.9338(4) _cell_length_c 20.6934(14) _cell_angle_alpha 90.00 _cell_angle_beta 96.973(5) _cell_angle_gamma 90.00 _cell_volume 2207.1(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 25.0 _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_diffrn 1.259 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 880 _exptl_absorpt_coefficient_mu 0.142 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6469 _exptl_absorpt_correction_T_max 0.7464 _exptl_absorpt_process_details ? _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_reflns_number 29348 _diffrn_reflns_av_R_equivalents 0.0582 _diffrn_reflns_av_sigmaI/netI 0.0624 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.98 _diffrn_reflns_theta_max 32.17 _reflns_number_total 7699 _reflns_number_gt 5058 _reflns_threshold_expression >2sigma(I) _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0833P)^2^+0.0346P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment fixed _refine_ls_extinction_method none _refine_ls_number_reflns 7699 _refine_ls_number_parameters 280 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0925 _refine_ls_R_factor_gt 0.0509 _refine_ls_wR_factor_ref 0.1484 _refine_ls_wR_factor_gt 0.1258 _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 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.17757(2) 0.87560(6) 0.109149(17) 0.01527(10) Uani 1 1 d . . . C1 C 0.17503(8) 0.8624(2) 0.02141(7) 0.0180(3) Uani 1 1 d . . . C2 C 0.21143(9) 0.6844(3) -0.00481(8) 0.0262(3) Uani 1 1 d . . . H2A H 0.2323 0.5673 0.0229 0.031 Uiso 1 1 calc R . . C6 C 0.14293(11) 1.0294(3) -0.02013(8) 0.0317(4) Uani 1 1 d . . . H6A H 0.1163 1.1493 -0.0032 0.038 Uiso 1 1 calc R . . C3 C 0.21764(10) 0.6757(3) -0.07081(8) 0.0339(4) Uani 1 1 d . . . H3A H 0.2421 0.5524 -0.0883 0.041 Uiso 1 1 calc R . . C4 C 0.18796(11) 0.8476(3) -0.11106(8) 0.0327(4) Uani 1 1 d . . . H4A H 0.1940 0.8457 -0.1560 0.039 Uiso 1 1 calc R . . C5 C 0.14969(13) 1.0214(3) -0.08618(8) 0.0388(5) Uani 1 1 d . . . H5A H 0.1279 1.1362 -0.1143 0.047 Uiso 1 1 calc R . . C7 C 0.09931(8) 0.7149(2) 0.12947(7) 0.0169(3) Uani 1 1 d . . . C13 C 0.33866(8) 1.0639(3) 0.11103(7) 0.0186(3) Uani 1 1 d . . . C19 C 0.35297(8) 0.9633(3) 0.23017(7) 0.0212(3) Uani 1 1 d . . . C8 C 0.04074(9) 0.6492(3) 0.08327(8) 0.0254(3) Uani 1 1 d . . . H8A H 0.0408 0.6907 0.0389 0.031 Uiso 1 1 calc R . . C18 C 0.37711(9) 0.8918(3) 0.08332(8) 0.0252(3) Uani 1 1 d . . . H18A H 0.3812 0.7476 0.1034 0.030 Uiso 1 1 calc R . . C11 C 0.04071(9) 0.5256(3) 0.21275(8) 0.0252(3) Uani 1 1 d . . . H11A H 0.0408 0.4821 0.2569 0.030 Uiso 1 1 calc R . . C12 C 0.09915(9) 0.6521(3) 0.19441(7) 0.0214(3) Uani 1 1 d . . . H12A H 0.1390 0.6959 0.2261 0.026 Uiso 1 1 calc R . . C14 C 0.33660(9) 1.2748(3) 0.08218(8) 0.0238(3) Uani 1 1 d . . . H14A H 0.3132 1.3962 0.1017 0.029 Uiso 1 1 calc R . . C10 C -0.01770(9) 0.4625(3) 0.16696(8) 0.0276(4) Uani 1 1 d . . . H10A H -0.0579 0.3776 0.1799 0.033 Uiso 1 1 calc R . . C16 C 0.40373(10) 1.1381(3) -0.00326(9) 0.0317(4) Uani 1 1 d . . . H16A H 0.4241 1.1616 -0.0429 0.038 Uiso 1 1 calc R . . C9 C -0.01767(9) 0.5232(3) 0.10213(9) 0.0306(4) Uani 1 1 d . . . H9A H -0.0576 0.4785 0.0707 0.037 Uiso 1 1 calc R . . C20 C 0.34932(11) 0.7751(3) 0.26926(8) 0.0300(4) Uani 1 1 d . . . H20A H 0.3128 0.6627 0.2574 0.036 Uiso 1 1 calc R . . C17 C 0.40930(10) 0.9293(3) 0.02678(9) 0.0335(4) Uani 1 1 d . . . H17A H 0.4354 0.8108 0.0085 0.040 Uiso 1 1 calc R . . C24 C 0.40707(10) 1.1251(3) 0.24857(9) 0.0323(4) Uani 1 1 d . . . H24A H 0.4105 1.2545 0.2221 0.039 Uiso 1 1 calc R . . C15 C 0.36833(10) 1.3116(3) 0.02492(8) 0.0289(4) Uani 1 1 d . . . H15A H 0.3656 1.4565 0.0053 0.035 Uiso 1 1 calc R . . C22 C 0.45213(12) 0.9110(4) 0.34384(10) 0.0435(5) Uani 1 1 d . . . H22A H 0.4858 0.8929 0.3824 0.052 Uiso 1 1 calc R . . C23 C 0.45609(11) 1.1003(4) 0.30512(10) 0.0413(5) Uani 1 1 d . . . H23A H 0.4924 1.2130 0.3173 0.050 Uiso 1 1 calc R . . C21 C 0.39889(13) 0.7495(4) 0.32588(10) 0.0429(5) Uani 1 1 d . . . H21A H 0.3959 0.6195 0.3523 0.051 Uiso 1 1 calc R . . N1 N 0.25092(7) 0.7982(2) 0.15363(6) 0.0167(2) Uani 1 1 d . . . C25 C 0.21523(9) 1.1601(3) 0.24680(7) 0.0219(3) Uani 1 1 d . . . N2 N 0.19164(9) 1.1362(3) 0.29515(7) 0.0345(4) Uani 1 1 d . . . C26 C 0.29744(8) 1.0006(2) 0.16927(7) 0.0165(3) Uani 1 1 d . . . C27 C 0.24084(8) 1.1944(3) 0.18282(7) 0.0182(3) Uani 1 1 d . . . H27A H 0.2648 1.3456 0.1807 0.022 Uiso 1 1 calc R . . C28 C 0.17285(8) 1.1744(2) 0.12964(7) 0.0193(3) Uani 1 1 d . . . H28A H 0.1785 1.2716 0.0917 0.023 Uiso 1 1 calc R . . H28B H 0.1258 1.2119 0.1470 0.023 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.01826(17) 0.01438(19) 0.01315(16) 0.00095(13) 0.00176(12) 0.00074(13) C1 0.0206(6) 0.0188(7) 0.0145(6) 0.0011(5) 0.0015(5) -0.0013(5) C2 0.0305(8) 0.0281(9) 0.0192(7) -0.0016(6) -0.0004(6) 0.0071(7) C6 0.0502(11) 0.0251(9) 0.0193(8) 0.0036(7) 0.0021(7) 0.0085(8) C3 0.0341(9) 0.0478(12) 0.0197(8) -0.0081(7) 0.0030(7) 0.0081(8) C4 0.0374(9) 0.0457(11) 0.0151(7) -0.0006(7) 0.0036(6) -0.0094(8) C5 0.0638(13) 0.0343(11) 0.0176(8) 0.0083(7) 0.0014(8) -0.0005(9) C7 0.0201(6) 0.0154(7) 0.0157(6) -0.0002(5) 0.0034(5) 0.0012(5) C13 0.0167(6) 0.0202(7) 0.0183(7) -0.0009(6) 0.0006(5) -0.0017(5) C19 0.0208(7) 0.0247(8) 0.0177(7) -0.0018(6) 0.0003(5) 0.0030(6) C8 0.0228(7) 0.0326(9) 0.0200(7) 0.0048(6) -0.0007(6) -0.0033(6) C18 0.0236(7) 0.0217(8) 0.0317(8) -0.0005(6) 0.0088(6) 0.0002(6) C11 0.0319(8) 0.0252(9) 0.0200(7) 0.0005(6) 0.0091(6) -0.0031(7) C12 0.0273(7) 0.0213(8) 0.0159(7) -0.0012(6) 0.0039(5) -0.0034(6) C14 0.0254(7) 0.0239(8) 0.0228(7) 0.0018(6) 0.0059(6) 0.0012(6) C10 0.0237(7) 0.0271(9) 0.0333(9) 0.0023(7) 0.0088(7) -0.0039(6) C16 0.0314(9) 0.0398(11) 0.0262(8) -0.0021(7) 0.0120(7) -0.0073(7) C9 0.0236(8) 0.0375(10) 0.0297(8) 0.0034(7) -0.0006(6) -0.0071(7) C20 0.0376(9) 0.0280(9) 0.0218(8) 0.0022(7) -0.0068(7) 0.0009(7) C17 0.0306(9) 0.0336(10) 0.0398(10) -0.0086(8) 0.0180(8) -0.0015(7) C24 0.0289(8) 0.0373(10) 0.0286(9) 0.0012(7) -0.0053(7) -0.0072(7) C15 0.0299(8) 0.0320(9) 0.0260(8) 0.0075(7) 0.0075(7) -0.0005(7) C22 0.0373(10) 0.0627(15) 0.0262(9) -0.0034(9) -0.0128(8) 0.0096(10) C23 0.0304(9) 0.0551(13) 0.0350(10) -0.0068(9) -0.0100(8) -0.0066(9) C21 0.0545(13) 0.0427(12) 0.0275(9) 0.0079(8) -0.0105(9) 0.0071(10) N1 0.0191(6) 0.0142(6) 0.0164(6) 0.0004(4) 0.0000(4) 0.0001(5) C25 0.0269(7) 0.0193(8) 0.0193(7) -0.0023(6) 0.0025(6) 0.0028(6) N2 0.0432(9) 0.0386(9) 0.0232(7) -0.0001(6) 0.0098(6) 0.0049(7) C26 0.0174(6) 0.0156(7) 0.0163(6) 0.0002(5) 0.0008(5) 0.0002(5) C27 0.0219(7) 0.0157(7) 0.0171(7) -0.0013(5) 0.0029(5) -0.0001(5) C28 0.0221(7) 0.0169(7) 0.0186(7) 0.0000(5) 0.0020(5) 0.0013(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 N1 1.5892(13) . ? P1 C7 1.7998(14) . ? P1 C1 1.8123(14) . ? P1 C28 1.8271(15) . ? C1 C2 1.389(2) . ? C1 C6 1.392(2) . ? C2 C3 1.385(2) . ? C6 C5 1.388(2) . ? C3 C4 1.384(3) . ? C4 C5 1.377(3) . ? C7 C8 1.394(2) . ? C7 C12 1.395(2) . ? C13 C14 1.385(2) . ? C13 C18 1.398(2) . ? C13 C26 1.5391(19) . ? C19 C20 1.385(2) . ? C19 C24 1.391(2) . ? C19 C26 1.530(2) . ? C8 C9 1.390(2) . ? C18 C17 1.387(2) . ? C11 C10 1.383(2) . ? C11 C12 1.387(2) . ? C14 C15 1.395(2) . ? C10 C9 1.389(2) . ? C16 C15 1.379(2) . ? C16 C17 1.384(3) . ? C20 C21 1.395(3) . ? C24 C23 1.388(3) . ? C22 C21 1.378(3) . ? C22 C23 1.386(3) . ? N1 C26 1.4802(19) . ? C25 N2 1.143(2) . ? C25 C27 1.469(2) . ? C26 C27 1.5877(19) . ? C27 C28 1.553(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 P1 C7 109.76(7) . . ? N1 P1 C1 119.04(7) . . ? C7 P1 C1 106.63(7) . . ? N1 P1 C28 101.84(7) . . ? C7 P1 C28 113.56(7) . . ? C1 P1 C28 106.16(7) . . ? C2 C1 C6 118.83(14) . . ? C2 C1 P1 117.95(12) . . ? C6 C1 P1 123.07(12) . . ? C3 C2 C1 120.85(16) . . ? C5 C6 C1 120.25(16) . . ? C4 C3 C2 119.60(16) . . ? C5 C4 C3 120.24(15) . . ? C4 C5 C6 120.15(17) . . ? C8 C7 C12 119.70(13) . . ? C8 C7 P1 122.88(11) . . ? C12 C7 P1 117.41(11) . . ? C14 C13 C18 118.16(13) . . ? C14 C13 C26 124.58(13) . . ? C18 C13 C26 117.15(13) . . ? C20 C19 C24 118.57(16) . . ? C20 C19 C26 121.63(15) . . ? C24 C19 C26 119.76(14) . . ? C9 C8 C7 119.96(15) . . ? C17 C18 C13 120.67(16) . . ? C10 C11 C12 120.28(14) . . ? C11 C12 C7 119.93(15) . . ? C13 C14 C15 121.00(15) . . ? C11 C10 C9 120.11(14) . . ? C15 C16 C17 119.38(15) . . ? C10 C9 C8 120.02(16) . . ? C19 C20 C21 120.46(18) . . ? C16 C17 C18 120.48(16) . . ? C23 C24 C19 120.97(18) . . ? C16 C15 C14 120.18(16) . . ? C21 C22 C23 119.42(18) . . ? C22 C23 C24 120.03(19) . . ? C22 C21 C20 120.55(19) . . ? C26 N1 P1 107.81(9) . . ? N2 C25 C27 176.44(18) . . ? N1 C26 C19 111.26(12) . . ? N1 C26 C13 110.11(11) . . ? C19 C26 C13 110.33(11) . . ? N1 C26 C27 105.29(11) . . ? C19 C26 C27 109.46(11) . . ? C13 C26 C27 110.28(11) . . ? C25 C27 C28 108.55(12) . . ? C25 C27 C26 109.88(12) . . ? C28 C27 C26 107.02(11) . . ? C27 C28 P1 100.56(10) . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 32.17 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.476 _refine_diff_density_min -0.313 _refine_diff_density_rms 0.064 #===end data_Ph2C(NH2)CH(CO2Me)CH2P(O)Ph2 _database_code_depnum_ccdc_archive 'CCDC 772417' #TrackingRef 'all-cifs.txt' _audit_creation_method SHELXL-97 _chemical_formula_sum 'C29 H28 N O3 P' _chemical_formula_weight 469.49 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 5.8622(12) _cell_length_b 17.456(4) _cell_length_c 11.936(2) _cell_angle_alpha 90.00 _cell_angle_beta 103.83(3) _cell_angle_gamma 90.00 _cell_volume 1186.0(4) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.315 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 496 _exptl_absorpt_coefficient_mu 0.148 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.931 _exptl_absorpt_correction_T_max 1.004 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7693 _diffrn_reflns_av_R_equivalents 0.0561 _diffrn_reflns_av_sigmaI/netI 0.1295 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.92 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4825 _reflns_number_gt 3053 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0494P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment fixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.07(15) _refine_ls_number_reflns 4825 _refine_ls_number_parameters 306 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1215 _refine_ls_R_factor_gt 0.0641 _refine_ls_wR_factor_ref 0.1446 _refine_ls_wR_factor_gt 0.1213 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.027 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _chemical_absolute_configuration unk loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.69167(18) 0.0817 0.55608(9) 0.0265(3) Uani 1 1 d . . . N1 N 1.4143(5) 0.0892(2) 0.8391(3) 0.0281(8) Uani 1 1 d . . . H1A H 1.4148 0.1166 0.7744 0.034 Uiso 1 1 d . . . H1B H 1.5536 0.0732 0.8836 0.034 Uiso 1 1 d . . . O1 O 0.4941(5) 0.05122(17) 0.6016(2) 0.0291(7) Uani 1 1 d . . . O2 O 0.7837(5) 0.21783(16) 0.8114(3) 0.0333(7) Uani 1 1 d . . . O3 O 1.1250(5) 0.23191(18) 0.7599(3) 0.0397(8) Uani 1 1 d . . . C1 C 0.6451(7) 0.1808(2) 0.5109(3) 0.0272(10) Uani 1 1 d . . . C2 C 0.4646(8) 0.2223(2) 0.5409(4) 0.0337(11) Uani 1 1 d . . . H2A H 0.3695 0.1990 0.5832 0.040 Uiso 1 1 calc R . . C3 C 0.4277(9) 0.2983(3) 0.5073(4) 0.0462(14) Uani 1 1 d . . . H3A H 0.3074 0.3258 0.5272 0.055 Uiso 1 1 calc R . . C4 C 0.5672(9) 0.3335(3) 0.4447(4) 0.0461(14) Uani 1 1 d . . . H4A H 0.5408 0.3845 0.4229 0.055 Uiso 1 1 calc R . . C5 C 0.7467(9) 0.2932(3) 0.4141(4) 0.0444(13) Uani 1 1 d . . . H5A H 0.8411 0.3169 0.3719 0.053 Uiso 1 1 calc R . . C6 C 0.7848(8) 0.2164(2) 0.4476(4) 0.0338(11) Uani 1 1 d . . . H6A H 0.9049 0.1890 0.4272 0.041 Uiso 1 1 calc R . . C7 C 0.7317(7) 0.0292(2) 0.4315(3) 0.0265(10) Uani 1 1 d . . . C8 C 0.5326(8) 0.0199(3) 0.3407(4) 0.0323(11) Uani 1 1 d . . . H8A H 0.3916 0.0425 0.3456 0.039 Uiso 1 1 calc R . . C9 C 0.5423(8) -0.0226(2) 0.2434(4) 0.0325(11) Uani 1 1 d . . . H9A H 0.4103 -0.0273 0.1825 0.039 Uiso 1 1 calc R . . C10 C 0.7510(8) -0.0577(3) 0.2385(4) 0.0369(11) Uani 1 1 d . . . H10A H 0.7585 -0.0877 0.1751 0.044 Uiso 1 1 calc R . . C11 C 0.9484(8) -0.0482(3) 0.3276(4) 0.0399(12) Uani 1 1 d . . . H11A H 1.0889 -0.0713 0.3230 0.048 Uiso 1 1 calc R . . C12 C 0.9398(8) -0.0048(3) 0.4234(4) 0.0351(11) Uani 1 1 d . . . H12A H 1.0743 0.0015 0.4824 0.042 Uiso 1 1 calc R . . C13 C 0.9740(6) 0.0755(3) 0.6582(3) 0.0254(9) Uani 1 1 d . . . H13A H 1.0247 0.0224 0.6637 0.030 Uiso 1 1 calc R . . H13B H 1.0874 0.1047 0.6286 0.030 Uiso 1 1 calc R . . C14 C 0.9764(7) 0.1047(2) 0.7803(3) 0.0234(9) Uani 1 1 d . . . H14A H 0.8338 0.0864 0.8010 0.028 Uiso 1 1 calc R . . C15 C 0.9765(8) 0.1911(3) 0.7835(3) 0.0275(10) Uani 1 1 d . . . C16 C 0.7510(9) 0.3000(2) 0.8034(4) 0.0434(13) Uani 1 1 d . . . H16A H 0.6084 0.3133 0.8249 0.065 Uiso 1 1 calc R . . H16B H 0.7414 0.3162 0.7255 0.065 Uiso 1 1 calc R . . H16C H 0.8815 0.3248 0.8544 0.065 Uiso 1 1 calc R . . C17 C 1.1947(6) 0.0714(2) 0.8694(3) 0.0240(9) Uani 1 1 d . . . C18 C 1.1974(7) 0.1061(2) 0.9900(3) 0.0250(10) Uani 1 1 d . . . C19 C 1.0156(7) 0.0917(3) 1.0431(3) 0.0288(10) Uani 1 1 d . . . H19A H 0.8907 0.0611 1.0056 0.035 Uiso 1 1 calc R . . C20 C 1.0151(8) 0.1216(2) 1.1500(4) 0.0299(11) Uani 1 1 d . . . H20A H 0.8916 0.1109 1.1840 0.036 Uiso 1 1 calc R . . C21 C 1.2003(8) 0.1676(2) 1.2066(4) 0.0320(11) Uani 1 1 d . . . H21A H 1.2009 0.1880 1.2786 0.038 Uiso 1 1 calc R . . C22 C 1.3817(8) 0.1829(3) 1.1561(4) 0.0327(11) Uani 1 1 d . . . H22A H 1.5053 0.2139 1.1940 0.039 Uiso 1 1 calc R . . C23 C 1.3826(7) 0.1522(2) 1.0473(4) 0.0288(10) Uani 1 1 d . . . H23A H 1.5068 0.1627 1.0137 0.035 Uiso 1 1 calc R . . C24 C 1.1782(7) -0.0160(2) 0.8793(3) 0.0230(9) Uani 1 1 d . . . C25 C 0.9683(8) -0.0572(3) 0.8455(4) 0.0316(10) Uani 1 1 d . . . H25A H 0.8287 -0.0312 0.8154 0.038 Uiso 1 1 calc R . . C26 C 0.9654(8) -0.1359(3) 0.8561(4) 0.0349(11) Uani 1 1 d . . . H26A H 0.8240 -0.1621 0.8325 0.042 Uiso 1 1 calc R . . C27 C 1.1675(8) -0.1761(3) 0.9009(4) 0.0356(11) Uani 1 1 d . . . H27A H 1.1635 -0.2291 0.9076 0.043 Uiso 1 1 calc R . . C28 C 1.3778(8) -0.1368(3) 0.9360(4) 0.0344(11) Uani 1 1 d . . . H28A H 1.5157 -0.1635 0.9670 0.041 Uiso 1 1 calc R . . C29 C 1.3833(7) -0.0574(3) 0.9249(3) 0.0291(10) Uani 1 1 d . . . H29A H 1.5255 -0.0315 0.9483 0.035 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0249(6) 0.0322(6) 0.0223(5) -0.0019(5) 0.0052(4) 0.0000(5) N1 0.0169(17) 0.041(2) 0.0266(18) 0.0126(19) 0.0050(14) 0.0011(17) O1 0.0245(16) 0.0358(17) 0.0278(16) -0.0040(13) 0.0076(13) -0.0040(12) O2 0.0370(18) 0.0257(16) 0.0402(18) -0.0015(14) 0.0152(15) -0.0014(14) O3 0.0348(19) 0.0315(18) 0.056(2) 0.0078(16) 0.0171(17) -0.0054(15) C1 0.031(3) 0.028(2) 0.021(2) -0.0037(19) 0.0032(19) -0.0010(19) C2 0.034(3) 0.031(3) 0.034(3) -0.003(2) 0.004(2) 0.003(2) C3 0.041(3) 0.040(3) 0.053(3) -0.006(3) 0.003(3) 0.010(2) C4 0.052(3) 0.033(3) 0.044(3) -0.002(2) -0.007(3) 0.001(3) C5 0.054(3) 0.042(3) 0.036(3) 0.010(2) 0.008(2) -0.006(3) C6 0.036(3) 0.036(3) 0.031(2) 0.003(2) 0.011(2) 0.001(2) C7 0.032(3) 0.026(2) 0.022(2) -0.0029(19) 0.0079(19) -0.0041(19) C8 0.035(3) 0.035(3) 0.025(2) 0.002(2) 0.002(2) 0.004(2) C9 0.037(3) 0.031(2) 0.026(2) -0.003(2) 0.001(2) -0.009(2) C10 0.046(3) 0.037(3) 0.031(3) -0.007(2) 0.015(2) -0.008(2) C11 0.037(3) 0.048(3) 0.037(3) -0.011(2) 0.012(2) 0.006(2) C12 0.029(3) 0.041(3) 0.035(3) -0.006(2) 0.006(2) 0.002(2) C13 0.027(2) 0.028(2) 0.022(2) 0.002(2) 0.0055(17) 0.004(2) C14 0.018(2) 0.029(2) 0.023(2) 0.0019(19) 0.0057(17) 0.0001(16) C15 0.032(3) 0.031(2) 0.018(2) -0.0002(19) 0.0028(19) 0.001(2) C16 0.056(3) 0.024(2) 0.054(3) -0.003(2) 0.021(3) 0.005(2) C17 0.021(2) 0.026(2) 0.025(2) -0.0011(19) 0.0041(17) 0.0008(18) C18 0.023(2) 0.027(2) 0.025(2) 0.0025(19) 0.0036(18) -0.0018(17) C19 0.027(2) 0.032(3) 0.028(2) 0.002(2) 0.0060(18) -0.003(2) C20 0.029(3) 0.036(3) 0.025(2) 0.0017(19) 0.006(2) 0.003(2) C21 0.041(3) 0.028(2) 0.025(2) 0.003(2) 0.005(2) 0.012(2) C22 0.034(3) 0.032(2) 0.029(2) -0.002(2) 0.001(2) -0.005(2) C23 0.029(2) 0.026(2) 0.032(2) -0.003(2) 0.007(2) -0.0030(19) C24 0.023(2) 0.028(2) 0.021(2) -0.0042(19) 0.0098(18) -0.0027(18) C25 0.027(3) 0.029(2) 0.039(3) 0.001(2) 0.008(2) 0.000(2) C26 0.034(3) 0.029(3) 0.043(3) -0.002(2) 0.011(2) -0.002(2) C27 0.041(3) 0.025(2) 0.042(3) 0.003(2) 0.011(2) 0.001(2) C28 0.033(3) 0.033(3) 0.038(3) 0.000(2) 0.009(2) 0.006(2) C29 0.026(2) 0.029(2) 0.030(2) -0.002(2) 0.0040(19) -0.0006(19) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 O1 1.490(3) . ? P1 C13 1.809(4) . ? P1 C7 1.809(4) . ? P1 C1 1.814(4) . ? N1 C17 1.452(5) . ? O2 C15 1.336(5) . ? O2 C16 1.446(5) . ? O3 C15 1.209(5) . ? C1 C6 1.386(6) . ? C1 C2 1.398(6) . ? C2 C3 1.389(6) . ? C3 C4 1.376(7) . ? C4 C5 1.385(7) . ? C5 C6 1.403(6) . ? C7 C12 1.380(6) . ? C7 C8 1.399(5) . ? C8 C9 1.390(6) . ? C9 C10 1.382(6) . ? C10 C11 1.382(6) . ? C11 C12 1.383(6) . ? C13 C14 1.540(5) . ? C14 C15 1.508(6) . ? C14 C17 1.568(5) . ? C17 C24 1.535(6) . ? C17 C18 1.558(5) . ? C18 C19 1.387(6) . ? C18 C23 1.393(5) . ? C19 C20 1.378(6) . ? C20 C21 1.390(6) . ? C21 C22 1.368(6) . ? C22 C23 1.406(6) . ? C24 C29 1.396(6) . ? C24 C25 1.398(6) . ? C25 C26 1.380(6) . ? C26 C27 1.371(6) . ? C27 C28 1.385(6) . ? C28 C29 1.394(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 P1 C13 113.48(17) . . ? O1 P1 C7 112.56(18) . . ? C13 P1 C7 104.24(19) . . ? O1 P1 C1 111.97(19) . . ? C13 P1 C1 107.8(2) . . ? C7 P1 C1 106.19(19) . . ? C15 O2 C16 115.9(4) . . ? C6 C1 C2 119.3(4) . . ? C6 C1 P1 121.5(3) . . ? C2 C1 P1 119.2(3) . . ? C3 C2 C1 119.8(5) . . ? C4 C3 C2 120.7(5) . . ? C3 C4 C5 120.3(5) . . ? C4 C5 C6 119.3(5) . . ? C1 C6 C5 120.6(5) . . ? C12 C7 C8 118.9(4) . . ? C12 C7 P1 124.5(3) . . ? C8 C7 P1 116.5(3) . . ? C9 C8 C7 121.0(4) . . ? C10 C9 C8 119.0(4) . . ? C11 C10 C9 120.1(4) . . ? C10 C11 C12 120.8(4) . . ? C7 C12 C11 120.1(4) . . ? C14 C13 P1 114.7(3) . . ? C15 C14 C13 110.8(3) . . ? C15 C14 C17 111.0(3) . . ? C13 C14 C17 109.9(3) . . ? O3 C15 O2 123.4(4) . . ? O3 C15 C14 125.4(4) . . ? O2 C15 C14 111.1(4) . . ? N1 C17 C24 107.9(3) . . ? N1 C17 C18 109.4(3) . . ? C24 C17 C18 107.6(3) . . ? N1 C17 C14 112.3(3) . . ? C24 C17 C14 111.4(3) . . ? C18 C17 C14 108.0(3) . . ? C19 C18 C23 118.3(4) . . ? C19 C18 C17 120.8(3) . . ? C23 C18 C17 120.9(4) . . ? C20 C19 C18 121.8(4) . . ? C19 C20 C21 119.6(4) . . ? C22 C21 C20 119.9(4) . . ? C21 C22 C23 120.5(4) . . ? C18 C23 C22 120.0(4) . . ? C29 C24 C25 117.6(4) . . ? C29 C24 C17 118.6(4) . . ? C25 C24 C17 123.7(4) . . ? C26 C25 C24 120.9(4) . . ? C27 C26 C25 121.1(4) . . ? C26 C27 C28 119.2(4) . . ? C27 C28 C29 120.2(4) . . ? C28 C29 C24 120.9(4) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.376 _refine_diff_density_min -0.509 _refine_diff_density_rms 0.066 #===end data_[{Ph2PNCPh2(CH2CH(CO2Me)}2Ag][(NO3)2Ag]CH2Cl2 _database_code_depnum_ccdc_archive 'CCDC 772418' #TrackingRef 'all-cifs.txt' _audit_creation_method SHELXL-97 _chemical_formula_sum 'C60 H56 Ag2 Cl4 N4 O10 P2' _chemical_formula_weight 1412.57 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.2357(9) _cell_length_b 11.5055(9) _cell_length_c 13.2632(11) _cell_angle_alpha 112.819(4) _cell_angle_beta 109.495(4) _cell_angle_gamma 91.874(4) _cell_volume 1463.6(2) _cell_formula_units_Z 1 _cell_measurement_temperature 150(2) _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 25.0 _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.603 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 716 _exptl_absorpt_coefficient_mu 0.969 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6979 _exptl_absorpt_correction_T_max 0.8298 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_reflns_number 45302 _diffrn_reflns_av_R_equivalents 0.0271 _diffrn_reflns_av_sigmaI/netI 0.0331 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.80 _diffrn_reflns_theta_max 32.33 _reflns_number_total 10212 _reflns_number_gt 8117 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0592P)^2^+2.3180P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment fixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10212 _refine_ls_number_parameters 373 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0602 _refine_ls_R_factor_gt 0.0412 _refine_ls_wR_factor_ref 0.1232 _refine_ls_wR_factor_gt 0.1106 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.002 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ag1 Ag 0.0000 -0.5000 0.5000 0.01729(6) Uani 1 2 d S . . C19 C -0.1541(2) -0.2653(2) 0.4625(2) 0.0181(4) Uani 1 1 d . . . C13 C -0.0413(2) -0.1666(2) 0.6831(2) 0.0198(4) Uani 1 1 d . . . C28 C -0.2846(2) -0.2641(2) 0.5879(2) 0.0202(4) Uani 1 1 d . . . H28A H -0.2880 -0.1721 0.6315 0.024 Uiso 1 1 calc R . . C1 C -0.2227(2) -0.6038(2) 0.5999(2) 0.0201(4) Uani 1 1 d . . . C27 C -0.1483(2) -0.27298(19) 0.57634(19) 0.0172(4) Uani 1 1 d . . . C29 C -0.3000(2) -0.3392(2) 0.6590(2) 0.0221(4) Uani 1 1 d . . . H29A H -0.3856 -0.3956 0.6203 0.027 Uiso 1 1 calc R . . H29B H -0.2887 -0.2799 0.7405 0.027 Uiso 1 1 calc R . . C20 C -0.1924(2) -0.3750(2) 0.3560(2) 0.0229(4) Uani 1 1 d . . . H20A H -0.2097 -0.4570 0.3547 0.027 Uiso 1 1 calc R . . C7 C -0.0655(2) -0.3832(2) 0.8099(2) 0.0214(4) Uani 1 1 d . . . C9 C 0.1473(3) -0.2991(3) 0.9618(2) 0.0350(6) Uani 1 1 d . . . H9A H 0.2361 -0.2685 0.9851 0.042 Uiso 1 1 calc R . . C25 C -0.3911(2) -0.3185(2) 0.4668(2) 0.0232(4) Uani 1 1 d . . . C24 C -0.1297(2) -0.1464(2) 0.4619(2) 0.0257(5) Uani 1 1 d . . . H24A H -0.1033 -0.0710 0.5337 0.031 Uiso 1 1 calc R . . C14 C 0.0834(2) -0.1615(2) 0.6820(2) 0.0239(4) Uani 1 1 d . . . H14A H 0.0975 -0.2199 0.6151 0.029 Uiso 1 1 calc R . . C6 C -0.3233(2) -0.6656(2) 0.4908(2) 0.0257(5) Uani 1 1 d . . . H6A H -0.3653 -0.6174 0.4501 0.031 Uiso 1 1 calc R . . C18 C -0.0584(3) -0.0804(2) 0.7826(2) 0.0282(5) Uani 1 1 d . . . H18A H -0.1419 -0.0817 0.7853 0.034 Uiso 1 1 calc R . . C21 C -0.2053(3) -0.3650(3) 0.2514(2) 0.0304(5) Uani 1 1 d . . . H21A H -0.2308 -0.4402 0.1794 0.037 Uiso 1 1 calc R . . C2 C -0.1592(3) -0.6754(2) 0.6579(2) 0.0271(5) Uani 1 1 d . . . H2A H -0.0889 -0.6339 0.7313 0.033 Uiso 1 1 calc R . . C8 C 0.0645(3) -0.3394(2) 0.8447(2) 0.0270(5) Uani 1 1 d . . . H8A H 0.0975 -0.3368 0.7882 0.032 Uiso 1 1 calc R . . C15 C 0.1855(3) -0.0728(3) 0.7766(3) 0.0324(6) Uani 1 1 d . . . H15A H 0.2690 -0.0698 0.7739 0.039 Uiso 1 1 calc R . . C5 C -0.3622(3) -0.7971(3) 0.4416(3) 0.0333(6) Uani 1 1 d . . . H5A H -0.4310 -0.8390 0.3671 0.040 Uiso 1 1 calc R . . C12 C -0.1128(3) -0.3886(3) 0.8936(2) 0.0312(5) Uani 1 1 d . . . H12A H -0.2016 -0.4193 0.8707 0.037 Uiso 1 1 calc R . . C23 C -0.1434(3) -0.1366(3) 0.3579(3) 0.0331(6) Uani 1 1 d . . . H23A H -0.1269 -0.0545 0.3589 0.040 Uiso 1 1 calc R . . C22 C -0.1811(3) -0.2458(3) 0.2523(3) 0.0334(6) Uani 1 1 d . . . H22A H -0.1902 -0.2389 0.1811 0.040 Uiso 1 1 calc R . . C11 C -0.0298(3) -0.3491(3) 1.0101(3) 0.0391(7) Uani 1 1 d . . . H11A H -0.0618 -0.3530 1.0668 0.047 Uiso 1 1 calc R . . C3 C -0.1994(3) -0.8080(2) 0.6075(3) 0.0353(6) Uani 1 1 d . . . H3A H -0.1565 -0.8571 0.6468 0.042 Uiso 1 1 calc R . . C16 C 0.1670(3) 0.0120(3) 0.8757(3) 0.0374(6) Uani 1 1 d . . . H16A H 0.2375 0.0725 0.9412 0.045 Uiso 1 1 calc R . . C17 C 0.0453(3) 0.0078(3) 0.8783(2) 0.0360(6) Uani 1 1 d . . . H17A H 0.0322 0.0656 0.9461 0.043 Uiso 1 1 calc R . . C4 C -0.3015(3) -0.8682(2) 0.5005(3) 0.0352(6) Uani 1 1 d . . . H4A H -0.3301 -0.9583 0.4672 0.042 Uiso 1 1 calc R . . C10 C 0.0994(3) -0.3039(3) 1.0437(2) 0.0391(7) Uani 1 1 d . . . H10A H 0.1556 -0.2760 1.1237 0.047 Uiso 1 1 calc R . . C26 C -0.5115(3) -0.2685(3) 0.3103(3) 0.0394(7) Uani 1 1 d . . . H26A H -0.5257 -0.1938 0.2926 0.059 Uiso 1 1 calc R . . H26B H -0.5930 -0.3116 0.3024 0.059 Uiso 1 1 calc R . . H26C H -0.4780 -0.3282 0.2551 0.059 Uiso 1 1 calc R . . P1 P -0.17311(5) -0.43323(5) 0.65885(5) 0.01720(11) Uani 1 1 d . . . N1 N -0.12188(18) -0.39905(17) 0.57286(17) 0.0174(3) Uani 1 1 d . . . O1 O -0.44370(17) -0.42976(17) 0.41055(17) 0.0278(4) Uani 1 1 d . . . O2 O -0.41965(18) -0.22699(18) 0.42984(18) 0.0294(4) Uani 1 1 d . . . Ag10 Ag 0.5000 0.0000 1.0000 0.05440(12) Uani 1 2 d S . . O100 O 0.3652(3) 0.0888(2) 1.1467(2) 0.0518(6) Uani 1 1 d . . . N100 N 0.3898(2) -0.0059(2) 1.1663(2) 0.0369(5) Uani 1 1 d . . . O101 O 0.3517(3) -0.0324(3) 1.2327(2) 0.0511(6) Uani 1 1 d . . . O102 O 0.4579(3) -0.0753(3) 1.1180(3) 0.0601(7) Uani 1 1 d . . . C100 C -0.4852(4) -0.3484(4) -0.1540(3) 0.0491(8) Uani 1 1 d . . . H10B H -0.4949 -0.4296 -0.2226 0.059 Uiso 1 1 calc R . . H10C H -0.4143 -0.2866 -0.1442 0.059 Uiso 1 1 calc R . . Cl1 Cl -0.62770(9) -0.28768(8) -0.18417(8) 0.04767(19) Uani 1 1 d . . . Cl2 Cl -0.44445(17) -0.3767(2) -0.03030(13) 0.1039(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ag1 0.01814(11) 0.01665(10) 0.02133(11) 0.00874(8) 0.01134(9) 0.00654(8) C19 0.0160(9) 0.0174(9) 0.0225(10) 0.0099(8) 0.0072(8) 0.0038(7) C13 0.0208(10) 0.0162(9) 0.0220(10) 0.0089(8) 0.0067(8) 0.0033(7) C28 0.0188(10) 0.0162(9) 0.0272(11) 0.0079(8) 0.0118(8) 0.0056(7) C1 0.0212(10) 0.0169(9) 0.0242(10) 0.0080(8) 0.0117(8) 0.0025(8) C27 0.0166(9) 0.0138(8) 0.0218(9) 0.0074(7) 0.0080(8) 0.0036(7) C29 0.0210(10) 0.0210(10) 0.0287(11) 0.0100(9) 0.0150(9) 0.0068(8) C20 0.0238(11) 0.0204(10) 0.0236(10) 0.0093(8) 0.0078(9) 0.0055(8) C7 0.0264(11) 0.0173(9) 0.0206(10) 0.0067(8) 0.0104(9) 0.0039(8) C9 0.0348(14) 0.0328(13) 0.0275(12) 0.0105(11) 0.0035(11) -0.0024(11) C25 0.0179(10) 0.0247(10) 0.0317(12) 0.0137(9) 0.0124(9) 0.0064(8) C24 0.0281(12) 0.0199(10) 0.0284(12) 0.0121(9) 0.0077(10) 0.0017(9) C14 0.0210(11) 0.0217(10) 0.0278(11) 0.0117(9) 0.0065(9) 0.0014(8) C6 0.0232(11) 0.0226(10) 0.0282(12) 0.0089(9) 0.0082(9) 0.0031(9) C18 0.0341(13) 0.0213(10) 0.0262(11) 0.0071(9) 0.0116(10) 0.0031(9) C21 0.0345(14) 0.0328(13) 0.0238(11) 0.0114(10) 0.0111(10) 0.0107(11) C2 0.0317(13) 0.0206(10) 0.0280(12) 0.0102(9) 0.0099(10) 0.0063(9) C8 0.0272(12) 0.0279(11) 0.0250(11) 0.0121(9) 0.0078(9) 0.0010(9) C15 0.0252(12) 0.0287(12) 0.0382(14) 0.0187(11) 0.0014(11) -0.0015(10) C5 0.0283(13) 0.0235(11) 0.0357(14) 0.0040(10) 0.0081(11) -0.0021(10) C12 0.0381(14) 0.0331(13) 0.0273(12) 0.0123(10) 0.0187(11) 0.0089(11) C23 0.0364(14) 0.0307(13) 0.0388(14) 0.0237(12) 0.0116(12) 0.0032(11) C22 0.0374(15) 0.0418(15) 0.0313(13) 0.0234(12) 0.0153(11) 0.0094(12) C11 0.0554(19) 0.0440(16) 0.0245(12) 0.0152(12) 0.0217(13) 0.0139(14) C3 0.0469(17) 0.0194(11) 0.0404(15) 0.0137(10) 0.0159(13) 0.0089(11) C16 0.0373(15) 0.0276(12) 0.0308(13) 0.0115(11) -0.0043(12) -0.0069(11) C17 0.0490(17) 0.0244(12) 0.0240(12) 0.0057(10) 0.0072(12) 0.0007(11) C4 0.0406(15) 0.0159(10) 0.0455(16) 0.0071(10) 0.0193(13) 0.0006(10) C10 0.0518(18) 0.0364(14) 0.0214(12) 0.0095(11) 0.0081(12) 0.0073(13) C26 0.0290(14) 0.0500(17) 0.0422(16) 0.0277(14) 0.0069(12) 0.0108(13) P1 0.0185(3) 0.0153(2) 0.0202(2) 0.0074(2) 0.0103(2) 0.00347(19) N1 0.0196(8) 0.0148(7) 0.0234(9) 0.0097(7) 0.0124(7) 0.0065(6) O1 0.0222(8) 0.0261(8) 0.0317(9) 0.0112(7) 0.0077(7) 0.0008(7) O2 0.0242(9) 0.0297(9) 0.0381(10) 0.0199(8) 0.0091(8) 0.0092(7) Ag10 0.0429(2) 0.0653(3) 0.0403(2) 0.00642(18) 0.01673(16) 0.01355(18) O100 0.0627(17) 0.0441(13) 0.0501(14) 0.0209(11) 0.0211(13) 0.0202(12) N100 0.0312(12) 0.0302(11) 0.0299(12) 0.0008(9) 0.0028(10) 0.0036(9) O101 0.0553(15) 0.0481(14) 0.0521(15) 0.0206(12) 0.0230(12) 0.0154(12) O102 0.0627(17) 0.0512(15) 0.0680(18) 0.0152(13) 0.0371(15) 0.0256(13) C100 0.059(2) 0.0475(19) 0.0428(18) 0.0189(15) 0.0218(17) 0.0149(16) Cl1 0.0447(4) 0.0408(4) 0.0468(4) 0.0125(3) 0.0121(4) 0.0040(3) Cl2 0.0971(11) 0.1728(17) 0.0639(8) 0.0748(10) 0.0251(7) 0.0471(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 N1 2.0675(17) 2_546 ? Ag1 N1 2.0676(17) . ? C19 C24 1.389(3) . ? C19 C20 1.396(3) . ? C19 C27 1.527(3) . ? C13 C18 1.389(3) . ? C13 C14 1.405(3) . ? C13 C27 1.540(3) . ? C28 C25 1.514(3) . ? C28 C29 1.548(3) . ? C28 C27 1.591(3) . ? C1 C6 1.391(3) . ? C1 C2 1.394(3) . ? C1 P1 1.794(2) . ? C27 N1 1.476(3) . ? C29 P1 1.818(2) . ? C20 C21 1.396(4) . ? C7 C8 1.386(4) . ? C7 C12 1.402(3) . ? C7 P1 1.803(2) . ? C9 C10 1.381(4) . ? C9 C8 1.393(4) . ? C25 O1 1.208(3) . ? C25 O2 1.331(3) . ? C24 C23 1.385(4) . ? C14 C15 1.379(4) . ? C6 C5 1.381(4) . ? C18 C17 1.391(4) . ? C21 C22 1.384(4) . ? C2 C3 1.393(4) . ? C15 C16 1.388(4) . ? C5 C4 1.385(4) . ? C12 C11 1.389(4) . ? C23 C22 1.388(4) . ? C11 C10 1.384(5) . ? C3 C4 1.382(4) . ? C16 C17 1.379(5) . ? C26 O2 1.447(4) . ? P1 N1 1.5993(19) . ? Ag10 O102 2.223(3) 2_657 ? Ag10 O102 2.223(3) . ? O100 N100 1.234(4) . ? N100 O101 1.225(4) . ? N100 O102 1.266(3) . ? C100 Cl2 1.712(4) . ? C100 Cl1 1.753(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ag1 N1 180.00(10) 2_546 . ? C24 C19 C20 118.6(2) . . ? C24 C19 C27 119.9(2) . . ? C20 C19 C27 121.36(19) . . ? C18 C13 C14 118.0(2) . . ? C18 C13 C27 124.4(2) . . ? C14 C13 C27 117.4(2) . . ? C25 C28 C29 110.68(19) . . ? C25 C28 C27 110.33(18) . . ? C29 C28 C27 108.55(17) . . ? C6 C1 C2 119.7(2) . . ? C6 C1 P1 118.52(18) . . ? C2 C1 P1 121.67(19) . . ? N1 C27 C19 110.29(17) . . ? N1 C27 C13 109.04(17) . . ? C19 C27 C13 109.99(17) . . ? N1 C27 C28 105.66(16) . . ? C19 C27 C28 110.01(17) . . ? C13 C27 C28 111.77(17) . . ? C28 C29 P1 103.69(14) . . ? C21 C20 C19 120.5(2) . . ? C8 C7 C12 119.2(2) . . ? C8 C7 P1 120.71(18) . . ? C12 C7 P1 120.0(2) . . ? C10 C9 C8 119.6(3) . . ? O1 C25 O2 124.1(2) . . ? O1 C25 C28 125.1(2) . . ? O2 C25 C28 110.8(2) . . ? C23 C24 C19 120.9(2) . . ? C15 C14 C13 121.0(2) . . ? C5 C6 C1 120.1(2) . . ? C13 C18 C17 120.7(3) . . ? C22 C21 C20 120.2(2) . . ? C3 C2 C1 119.7(3) . . ? C7 C8 C9 120.6(2) . . ? C14 C15 C16 120.3(3) . . ? C6 C5 C4 120.3(3) . . ? C11 C12 C7 119.9(3) . . ? C24 C23 C22 120.4(2) . . ? C21 C22 C23 119.5(2) . . ? C10 C11 C12 120.2(3) . . ? C4 C3 C2 120.1(3) . . ? C17 C16 C15 119.4(3) . . ? C16 C17 C18 120.6(3) . . ? C3 C4 C5 120.0(2) . . ? C9 C10 C11 120.4(3) . . ? N1 P1 C1 109.69(10) . . ? N1 P1 C7 118.24(11) . . ? C1 P1 C7 106.05(11) . . ? N1 P1 C29 99.19(10) . . ? C1 P1 C29 116.26(11) . . ? C7 P1 C29 107.82(11) . . ? C27 N1 P1 110.73(13) . . ? C27 N1 Ag1 125.32(13) . . ? P1 N1 Ag1 122.53(10) . . ? C25 O2 C26 116.3(2) . . ? O102 Ag10 O102 179.999(1) 2_657 . ? O101 N100 O100 121.4(3) . . ? O101 N100 O102 119.8(3) . . ? O100 N100 O102 118.7(3) . . ? N100 O102 Ag10 108.5(2) . . ? Cl2 C100 Cl1 113.6(2) . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 32.33 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.971 _refine_diff_density_min -1.950 _refine_diff_density_rms 0.106 #===end data_(Ph2PNCPh2(CH2CH(CO2Me)AuCl(CH2Cl2) _database_code_depnum_ccdc_archive 'CCDC 772419' #TrackingRef 'all-cifs.txt' _audit_creation_method SHELXL-97 _chemical_formula_sum 'C30 H28 Au Cl3 N O2 P' _chemical_formula_weight 768.82 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.8098(3) _cell_length_b 12.3568(3) _cell_length_c 12.9623(3) _cell_angle_alpha 107.0660(10) _cell_angle_beta 102.188(2) _cell_angle_gamma 94.7280(10) _cell_volume 1450.58(7) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.27 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.760 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 752 _exptl_absorpt_coefficient_mu 5.431 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6061 _exptl_absorpt_correction_T_max 0.7507 _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_reflns_number 113138 _diffrn_reflns_av_R_equivalents 0.0476 _diffrn_reflns_av_sigmaI/netI 0.0610 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.70 _diffrn_reflns_theta_max 55.05 _reflns_number_total 34679 _reflns_number_gt 24414 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0913P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment fixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 34679 _refine_ls_number_parameters 347 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0683 _refine_ls_R_factor_gt 0.0356 _refine_ls_wR_factor_ref 0.1135 _refine_ls_wR_factor_gt 0.0916 _refine_ls_goodness_of_fit_ref 0.744 _refine_ls_restrained_S_all 0.744 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Au1 Au 0.002835(5) -0.201475(5) -0.286278(4) 0.01483(1) Uani 1 1 d . . . Cl1 Cl 0.24105(4) -0.17710(5) -0.23159(4) 0.02403(8) Uani 1 1 d . . . Cl2 Cl 0.1494(10) -0.4600(7) -0.0469(5) 0.0857(18) Uani 0.50 1 d P . . Cl3 Cl 0.1841(9) -0.4495(5) -0.0270(5) 0.0766(18) Uani 0.50 1 d P . . Cl4 Cl 0.25360(11) -0.52908(9) -0.24482(9) 0.0617(3) Uani 1 1 d . . . P1 P -0.29364(4) -0.32189(4) -0.29703(4) 0.01476(6) Uani 1 1 d . . . N1 N -0.21042(14) -0.23188(12) -0.33926(11) 0.01476(17) Uani 1 1 d . . . C1 C -0.22860(18) -0.45551(15) -0.33609(16) 0.0202(3) Uani 1 1 d . . . C2 C -0.1938(3) -0.5178(2) -0.2631(3) 0.0329(4) Uani 1 1 d . . . H2A H -0.2034 -0.4897 -0.1888 0.040 Uiso 1 1 calc R . . C3 C -0.1450(3) -0.6214(2) -0.2995(3) 0.0438(7) Uani 1 1 d . . . H3A H -0.1218 -0.6646 -0.2502 0.053 Uiso 1 1 calc R . . C4 C -0.1301(3) -0.6620(2) -0.4081(3) 0.0415(7) Uani 1 1 d . . . H4A H -0.0974 -0.7331 -0.4328 0.050 Uiso 1 1 calc R . . C5 C -0.1624(3) -0.5999(2) -0.4795(3) 0.0382(6) Uani 1 1 d . . . H5A H -0.1512 -0.6280 -0.5532 0.046 Uiso 1 1 calc R . . C6 C -0.2115(2) -0.49588(19) -0.44450(18) 0.0273(4) Uani 1 1 d . . . H6A H -0.2333 -0.4527 -0.4940 0.033 Uiso 1 1 calc R . . C7 C -0.29282(19) -0.28263(16) -0.15163(14) 0.0198(2) Uani 1 1 d . . . C8 C -0.2043(2) -0.1865(2) -0.07455(15) 0.0247(3) Uani 1 1 d . . . H8A H -0.1370 -0.1446 -0.0971 0.030 Uiso 1 1 calc R . . C9 C -0.2139(3) -0.1513(3) 0.03579(18) 0.0337(5) Uani 1 1 d . . . H9A H -0.1539 -0.0852 0.0884 0.040 Uiso 1 1 calc R . . C10 C -0.3114(3) -0.2132(3) 0.0684(2) 0.0414(6) Uani 1 1 d . . . H10A H -0.3184 -0.1888 0.1434 0.050 Uiso 1 1 calc R . . C11 C -0.3989(3) -0.3106(3) -0.0074(2) 0.0422(6) Uani 1 1 d . . . H11A H -0.4640 -0.3533 0.0162 0.051 Uiso 1 1 calc R . . C12 C -0.3912(3) -0.3457(2) -0.1187(2) 0.0323(4) Uani 1 1 d . . . H12A H -0.4518 -0.4114 -0.1712 0.039 Uiso 1 1 calc R . . C13 C -0.30525(17) -0.05368(14) -0.27339(13) 0.0167(2) Uani 1 1 d . . . C14 C -0.4170(2) -0.04722(17) -0.22168(16) 0.0221(3) Uani 1 1 d . . . H14A H -0.5013 -0.1008 -0.2563 0.026 Uiso 1 1 calc R . . C15 C -0.4067(3) 0.0367(2) -0.11980(18) 0.0293(4) Uani 1 1 d . . . H15A H -0.4829 0.0389 -0.0849 0.035 Uiso 1 1 calc R . . C16 C -0.2856(3) 0.1168(2) -0.06967(18) 0.0348(5) Uani 1 1 d . . . H16A H -0.2783 0.1736 -0.0001 0.042 Uiso 1 1 calc R . . C17 C -0.1745(3) 0.1141(2) -0.12123(19) 0.0316(4) Uani 1 1 d . . . H17A H -0.0921 0.1699 -0.0877 0.038 Uiso 1 1 calc R . . C18 C -0.1845(2) 0.02954(17) -0.22217(16) 0.0231(3) Uani 1 1 d . . . H18A H -0.1082 0.0282 -0.2569 0.028 Uiso 1 1 calc R . . C19 C -0.24890(16) -0.11171(13) -0.46199(13) 0.01508(19) Uani 1 1 d . . . C20 C -0.17367(18) -0.17755(15) -0.53068(14) 0.0182(2) Uani 1 1 d . . . H20A H -0.1488 -0.2469 -0.5199 0.022 Uiso 1 1 calc R . . C21 C -0.1346(2) -0.14296(17) -0.61471(16) 0.0219(3) Uani 1 1 d . . . H21A H -0.0846 -0.1892 -0.6614 0.026 Uiso 1 1 calc R . . C22 C -0.1685(2) -0.04104(18) -0.63050(16) 0.0231(3) Uani 1 1 d . . . H22A H -0.1403 -0.0167 -0.6869 0.028 Uiso 1 1 calc R . . C23 C -0.2440(2) 0.02508(17) -0.56319(17) 0.0225(3) Uani 1 1 d . . . H23A H -0.2679 0.0946 -0.5740 0.027 Uiso 1 1 calc R . . C24 C -0.28491(19) -0.00995(15) -0.47988(15) 0.0189(2) Uani 1 1 d . . . H24A H -0.3375 0.0354 -0.4349 0.023 Uiso 1 1 calc R . . C25 C -0.30226(15) -0.15370(13) -0.37591(12) 0.01432(18) Uani 1 1 d . . . C26 C -0.45405(16) -0.23102(14) -0.43093(13) 0.0163(2) Uani 1 1 d . . . H26A H -0.5281 -0.1808 -0.4199 0.020 Uiso 1 1 calc R . . C27 C -0.47183(17) -0.32242(15) -0.37300(14) 0.0181(2) Uani 1 1 d . . . H27A H -0.5118 -0.3987 -0.4284 0.022 Uiso 1 1 calc R . . H27B H -0.5342 -0.3016 -0.3217 0.022 Uiso 1 1 calc R . . C28 C -0.47330(18) -0.28876(15) -0.55500(14) 0.0185(2) Uani 1 1 d . . . C29 C -0.5295(3) -0.2588(3) -0.72956(19) 0.0364(5) Uani 1 1 d . . . H29A H -0.5699 -0.2039 -0.7638 0.055 Uiso 1 1 calc R . . H29B H -0.5873 -0.3345 -0.7659 0.055 Uiso 1 1 calc R . . H29C H -0.4331 -0.2631 -0.7385 0.055 Uiso 1 1 calc R . . C30 C 0.1815(4) -0.4249(3) -0.1571(3) 0.0425(6) Uiso 1 1 d . . . O1 O -0.52657(17) -0.22148(14) -0.61220(12) 0.0250(3) Uani 1 1 d . . . O2 O -0.44482(19) -0.38248(13) -0.59634(13) 0.0257(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Au1 0.01234(2) 0.01700(2) 0.01666(2) 0.00687(2) 0.00445(1) 0.00278(1) Cl1 0.01326(13) 0.0350(2) 0.02649(18) 0.01468(16) 0.00401(12) 0.00258(13) Cl2 0.093(3) 0.119(4) 0.047(2) 0.032(2) 0.023(2) -0.007(2) Cl3 0.135(6) 0.0598(17) 0.048(2) 0.0303(15) 0.032(3) 0.015(2) Cl4 0.0464(4) 0.0535(5) 0.0638(6) -0.0141(4) 0.0161(4) 0.0051(4) P1 0.01378(13) 0.01533(15) 0.01625(14) 0.00606(11) 0.00445(11) 0.00239(11) N1 0.0135(4) 0.0150(4) 0.0168(4) 0.0059(3) 0.0047(3) 0.0025(3) C1 0.0174(6) 0.0160(6) 0.0267(7) 0.0067(5) 0.0041(5) 0.0031(4) C2 0.0357(11) 0.0278(10) 0.0448(13) 0.0213(9) 0.0132(10) 0.0127(8) C3 0.0413(14) 0.0285(11) 0.071(2) 0.0266(12) 0.0128(14) 0.0169(10) C4 0.0267(9) 0.0208(9) 0.0665(19) 0.0031(9) 0.0026(11) 0.0099(7) C5 0.0323(10) 0.0273(10) 0.0417(13) -0.0059(8) 0.0019(9) 0.0132(8) C6 0.0287(8) 0.0238(8) 0.0249(8) 0.0009(6) 0.0047(6) 0.0093(7) C7 0.0196(6) 0.0251(7) 0.0175(5) 0.0092(5) 0.0065(5) 0.0042(5) C8 0.0239(7) 0.0315(9) 0.0171(6) 0.0064(6) 0.0043(5) 0.0020(6) C9 0.0327(10) 0.0472(13) 0.0181(7) 0.0058(7) 0.0056(7) 0.0074(9) C10 0.0379(12) 0.070(2) 0.0228(9) 0.0178(11) 0.0145(9) 0.0115(12) C11 0.0409(13) 0.0623(19) 0.0314(11) 0.0224(12) 0.0184(10) 0.0008(12) C12 0.0300(9) 0.0429(13) 0.0281(9) 0.0156(8) 0.0125(7) -0.0022(8) C13 0.0171(5) 0.0178(6) 0.0154(5) 0.0048(4) 0.0043(4) 0.0047(4) C14 0.0249(7) 0.0231(7) 0.0220(6) 0.0069(5) 0.0122(6) 0.0086(6) C15 0.0422(11) 0.0303(9) 0.0219(7) 0.0083(6) 0.0181(8) 0.0145(8) C16 0.0513(14) 0.0301(10) 0.0185(7) -0.0003(6) 0.0075(8) 0.0145(10) C17 0.0327(10) 0.0249(9) 0.0257(8) -0.0026(6) -0.0014(7) 0.0034(7) C18 0.0196(6) 0.0206(7) 0.0234(7) 0.0009(5) 0.0025(5) 0.0024(5) C19 0.0149(5) 0.0150(5) 0.0162(5) 0.0053(4) 0.0048(4) 0.0035(4) C20 0.0202(6) 0.0201(6) 0.0180(5) 0.0080(4) 0.0086(5) 0.0064(5) C21 0.0244(7) 0.0257(7) 0.0210(6) 0.0107(5) 0.0110(5) 0.0076(6) C22 0.0258(7) 0.0264(8) 0.0223(7) 0.0132(6) 0.0089(6) 0.0052(6) C23 0.0285(8) 0.0195(7) 0.0238(7) 0.0110(5) 0.0086(6) 0.0064(6) C24 0.0207(6) 0.0174(6) 0.0222(6) 0.0083(5) 0.0085(5) 0.0068(5) C25 0.0128(4) 0.0147(5) 0.0160(5) 0.0051(4) 0.0043(4) 0.0028(4) C26 0.0125(4) 0.0181(6) 0.0179(5) 0.0055(4) 0.0030(4) 0.0031(4) C27 0.0141(5) 0.0204(6) 0.0204(6) 0.0076(5) 0.0044(4) 0.0008(4) C28 0.0177(5) 0.0196(6) 0.0167(5) 0.0056(4) 0.0024(4) 0.0005(4) C29 0.0416(13) 0.0455(14) 0.0212(8) 0.0158(8) 0.0013(8) 0.0001(10) O1 0.0261(6) 0.0270(6) 0.0204(5) 0.0100(4) -0.0010(4) 0.0034(5) O2 0.0312(7) 0.0221(6) 0.0223(6) 0.0037(4) 0.0080(5) 0.0056(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Au1 N1 2.0253(13) . ? Au1 Cl1 2.2612(4) . ? Cl2 C30 1.690(7) . ? Cl3 C30 1.794(6) . ? Cl4 C30 1.755(4) . ? P1 N1 1.6122(14) . ? P1 C1 1.7913(18) . ? P1 C7 1.8011(17) . ? P1 C27 1.8146(17) . ? N1 C25 1.484(2) . ? C1 C2 1.393(3) . ? C1 C6 1.398(3) . ? C2 C3 1.390(4) . ? C3 C4 1.393(5) . ? C4 C5 1.370(5) . ? C5 C6 1.394(3) . ? C7 C8 1.389(3) . ? C7 C12 1.402(3) . ? C8 C9 1.394(3) . ? C9 C10 1.385(4) . ? C10 C11 1.390(5) . ? C11 C12 1.399(4) . ? C13 C14 1.396(2) . ? C13 C18 1.403(3) . ? C13 C25 1.534(2) . ? C14 C15 1.397(3) . ? C15 C16 1.384(4) . ? C16 C17 1.391(4) . ? C17 C18 1.393(3) . ? C19 C20 1.397(2) . ? C19 C24 1.403(2) . ? C19 C25 1.526(2) . ? C20 C21 1.392(2) . ? C21 C22 1.389(3) . ? C22 C23 1.390(3) . ? C23 C24 1.394(3) . ? C25 C26 1.599(2) . ? C26 C28 1.519(2) . ? C26 C27 1.546(2) . ? C28 O2 1.208(2) . ? C28 O1 1.336(2) . ? C29 O1 1.448(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Au1 Cl1 177.07(4) . . ? N1 P1 C1 108.68(8) . . ? N1 P1 C7 118.38(8) . . ? C1 P1 C7 108.84(9) . . ? N1 P1 C27 98.78(7) . . ? C1 P1 C27 115.04(8) . . ? C7 P1 C27 107.12(8) . . ? C25 N1 P1 112.21(10) . . ? C25 N1 Au1 126.52(10) . . ? P1 N1 Au1 117.19(7) . . ? C2 C1 C6 120.08(19) . . ? C2 C1 P1 122.76(17) . . ? C6 C1 P1 117.16(15) . . ? C3 C2 C1 119.6(3) . . ? C2 C3 C4 120.1(3) . . ? C5 C4 C3 120.4(2) . . ? C4 C5 C6 120.4(3) . . ? C5 C6 C1 119.5(2) . . ? C8 C7 C12 120.25(18) . . ? C8 C7 P1 120.88(14) . . ? C12 C7 P1 118.68(16) . . ? C7 C8 C9 120.2(2) . . ? C10 C9 C8 119.6(3) . . ? C9 C10 C11 120.8(2) . . ? C10 C11 C12 119.9(2) . . ? C11 C12 C7 119.2(2) . . ? C14 C13 C18 117.96(16) . . ? C14 C13 C25 123.13(15) . . ? C18 C13 C25 118.59(14) . . ? C13 C14 C15 121.1(2) . . ? C16 C15 C14 120.0(2) . . ? C15 C16 C17 119.92(19) . . ? C16 C17 C18 119.9(2) . . ? C17 C18 C13 121.1(2) . . ? C20 C19 C24 118.48(14) . . ? C20 C19 C25 121.15(13) . . ? C24 C19 C25 120.17(13) . . ? C21 C20 C19 120.89(16) . . ? C22 C21 C20 120.23(17) . . ? C21 C22 C23 119.54(16) . . ? C22 C23 C24 120.41(17) . . ? C23 C24 C19 120.44(16) . . ? N1 C25 C19 110.29(12) . . ? N1 C25 C13 108.67(12) . . ? C19 C25 C13 111.56(12) . . ? N1 C25 C26 104.37(12) . . ? C19 C25 C26 110.40(12) . . ? C13 C25 C26 111.30(12) . . ? C28 C26 C27 109.96(14) . . ? C28 C26 C25 111.08(13) . . ? C27 C26 C25 109.73(12) . . ? C26 C27 P1 103.90(10) . . ? O2 C28 O1 124.65(17) . . ? O2 C28 C26 124.86(16) . . ? O1 C28 C26 110.49(15) . . ? Cl2 C30 Cl4 113.7(4) . . ? Cl2 C30 Cl3 11.6(5) . . ? Cl4 C30 Cl3 112.4(3) . . ? C28 O1 C29 115.77(19) . . ? _diffrn_measured_fraction_theta_max 0.930 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.706 _refine_diff_density_min -1.249 _refine_diff_density_rms 0.168 #===end data_(Ph2PNCPh2(C(CO2Me)2)AuCl(2CH2Cl2) _database_code_depnum_ccdc_archive 'CCDC 772420' #TrackingRef 'all-cifs.txt' _audit_creation_method SHELXL-97 _chemical_formula_sum 'C33 H30 Au Cl5 N O4 P' _chemical_formula_weight 909.77 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.9595(7) _cell_length_b 14.3413(11) _cell_length_c 27.391(2) _cell_angle_alpha 90.00 _cell_angle_beta 98.231(5) _cell_angle_gamma 90.00 _cell_volume 3483.2(5) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.735 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1784 _exptl_absorpt_coefficient_mu 4.691 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.5596 _exptl_absorpt_correction_T_max 0.7993 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_reflns_number 45230 _diffrn_reflns_av_R_equivalents 0.1355 _diffrn_reflns_av_sigmaI/netI 0.0785 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 2.56 _diffrn_reflns_theta_max 23.12 _reflns_number_total 4915 _reflns_number_gt 3561 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0284P)^2^+10.9568P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment fixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4915 _refine_ls_number_parameters 403 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0788 _refine_ls_R_factor_gt 0.0439 _refine_ls_wR_factor_ref 0.0866 _refine_ls_wR_factor_gt 0.0774 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Au1 Au 0.31178(4) 0.14418(2) 0.256061(12) 0.01668(11) Uani 1 1 d . . . P1 P 0.5271(3) 0.27398(15) 0.32880(8) 0.0162(5) Uani 1 1 d . . . Cl1 Cl 0.1775(3) 0.10513(16) 0.18284(8) 0.0268(6) Uani 1 1 d . . . Cl2 Cl 0.6160(4) 0.6081(2) 0.42677(12) 0.0656(10) Uani 1 1 d . . . Cl3 Cl 0.6614(4) 0.5900(2) 0.53454(12) 0.0738(10) Uani 1 1 d . . . Cl4 Cl 1.0534(4) 0.2234(3) 0.54460(15) 0.0956(13) Uani 1 1 d . . . Cl5 Cl 0.7945(5) 0.2675(3) 0.59365(12) 0.0944(13) Uani 1 1 d . . . N1 N 0.4305(8) 0.1788(5) 0.3214(2) 0.0196(18) Uani 1 1 d . . . C1 C 0.4440(9) 0.1187(5) 0.3658(3) 0.012(2) Uani 1 1 d . . . C2 C 0.2855(9) 0.1001(5) 0.3776(3) 0.0131(19) Uiso 1 1 d . . . C3 C 0.2150(9) 0.1564(6) 0.4087(3) 0.023(2) Uani 1 1 d . . . H3 H 0.2681 0.2078 0.4247 0.028 Uiso 1 1 calc R . . C4 C 0.0692(10) 0.1386(7) 0.4166(3) 0.031(2) Uani 1 1 d . . . H4 H 0.0221 0.1773 0.4380 0.037 Uiso 1 1 calc R . . C5 C -0.0078(10) 0.0639(7) 0.3932(3) 0.031(3) Uani 1 1 d . . . H5 H -0.1074 0.0508 0.3993 0.038 Uiso 1 1 calc R . . C6 C 0.0570(10) 0.0085(7) 0.3612(4) 0.032(2) Uani 1 1 d . . . H6 H 0.0025 -0.0418 0.3446 0.038 Uiso 1 1 calc R . . C7 C 0.2029(9) 0.0273(6) 0.3537(3) 0.026(2) Uani 1 1 d . . . H7 H 0.2483 -0.0108 0.3315 0.032 Uiso 1 1 calc R . . C8 C 0.5459(9) 0.1737(5) 0.4065(3) 0.012(2) Uani 1 1 d . . . C9 C 0.5981(9) 0.2546(5) 0.3921(3) 0.014(2) Uani 1 1 d . . . C10 C 0.5851(10) 0.1321(6) 0.4569(3) 0.021(2) Uani 1 1 d . . . C11 C 0.7703(11) 0.0442(7) 0.5069(3) 0.036(3) Uani 1 1 d . . . H11A H 0.7797 0.0879 0.5347 0.054 Uiso 1 1 calc R . . H11B H 0.8681 0.0147 0.5052 0.054 Uiso 1 1 calc R . . H11C H 0.6957 -0.0038 0.5115 0.054 Uiso 1 1 calc R . . C12 C 0.8936(11) 0.4305(6) 0.4240(4) 0.040(3) Uani 1 1 d . . . H12A H 0.8539 0.4675 0.4494 0.060 Uiso 1 1 calc R . . H12B H 0.9338 0.4723 0.4008 0.060 Uiso 1 1 calc R . . H12C H 0.9743 0.3896 0.4397 0.060 Uiso 1 1 calc R . . C13 C 0.7083(10) 0.3141(6) 0.4250(3) 0.021(2) Uani 1 1 d . . . C14 C 0.6793(9) 0.2799(6) 0.2930(3) 0.017(2) Uani 1 1 d . . . C15 C 0.8114(9) 0.2317(6) 0.3084(3) 0.019(2) Uani 1 1 d . . . H15 H 0.8256 0.2025 0.3399 0.022 Uiso 1 1 calc R . . C16 C 0.9223(10) 0.2255(6) 0.2786(4) 0.027(2) Uani 1 1 d . . . H16 H 1.0145 0.1948 0.2902 0.032 Uiso 1 1 calc R . . C17 C 0.9000(11) 0.2637(6) 0.2321(4) 0.031(3) Uani 1 1 d . . . H17 H 0.9752 0.2576 0.2111 0.037 Uiso 1 1 calc R . . C18 C 0.7664(12) 0.3115(6) 0.2158(4) 0.036(3) Uani 1 1 d . . . H18 H 0.7513 0.3386 0.1838 0.044 Uiso 1 1 calc R . . C19 C 0.6554(10) 0.3197(6) 0.2462(3) 0.026(2) Uani 1 1 d . . . H19 H 0.5642 0.3520 0.2351 0.031 Uiso 1 1 calc R . . C20 C 0.4132(9) 0.3763(5) 0.3202(3) 0.017(2) Uani 1 1 d . . . C21 C 0.4750(10) 0.4657(6) 0.3165(3) 0.021(2) Uani 1 1 d . . . H21 H 0.5803 0.4733 0.3164 0.025 Uiso 1 1 calc R . . C22 C 0.3827(11) 0.5409(6) 0.3130(3) 0.028(2) Uani 1 1 d . . . H22 H 0.4249 0.6014 0.3111 0.033 Uiso 1 1 calc R . . C23 C 0.2281(11) 0.5321(6) 0.3121(3) 0.028(2) Uani 1 1 d . . . H23 H 0.1649 0.5855 0.3087 0.034 Uiso 1 1 calc R . . C24 C 0.1670(11) 0.4437(6) 0.3163(3) 0.028(2) Uani 1 1 d . . . H24 H 0.0615 0.4368 0.3163 0.034 Uiso 1 1 calc R . . C25 C 0.2584(10) 0.3666(6) 0.3204(3) 0.025(2) Uani 1 1 d . . . H25 H 0.2162 0.3065 0.3234 0.029 Uiso 1 1 calc R . . C26 C 0.5633(14) 0.6428(9) 0.4827(4) 0.058(3) Uani 1 1 d . . . H26A H 0.5771 0.7111 0.4860 0.070 Uiso 1 1 calc R . . H26B H 0.4546 0.6296 0.4820 0.070 Uiso 1 1 calc R . . C27 C 0.5290(9) 0.0274(5) 0.3585(3) 0.0127(19) Uani 1 1 d . . . C28 C 0.6115(9) 0.0146(6) 0.3208(3) 0.017(2) Uani 1 1 d . . . H28 H 0.6154 0.0635 0.2976 0.021 Uiso 1 1 calc R . . C29 C 0.6902(9) -0.0679(6) 0.3152(3) 0.025(2) Uani 1 1 d . . . H29 H 0.7483 -0.0741 0.2889 0.029 Uiso 1 1 calc R . . C30 C 0.6833(10) -0.1406(7) 0.3480(3) 0.032(2) Uani 1 1 d . . . H30 H 0.7338 -0.1977 0.3440 0.038 Uiso 1 1 calc R . . C31 C 0.6016(10) -0.1286(6) 0.3868(3) 0.030(2) Uani 1 1 d . . . H31 H 0.5979 -0.1773 0.4100 0.035 Uiso 1 1 calc R . . C32 C 0.5250(10) -0.0459(6) 0.3919(3) 0.024(2) Uani 1 1 d . . . H32 H 0.4689 -0.0390 0.4186 0.028 Uiso 1 1 calc R . . C33 C 0.9533(16) 0.3111(8) 0.5687(4) 0.079(5) Uani 1 1 d . . . H33A H 0.9187 0.3567 0.5423 0.095 Uiso 1 1 calc R . . H33B H 1.0208 0.3441 0.5948 0.095 Uiso 1 1 calc R . . O1 O 0.5027(7) 0.1314(4) 0.4880(2) 0.0256(15) Uani 1 1 d . . . O2 O 0.7220(7) 0.0941(4) 0.4615(2) 0.0257(15) Uani 1 1 d . . . O3 O 0.7353(7) 0.3070(4) 0.4689(2) 0.0333(17) Uani 1 1 d . . . O4 O 0.7743(7) 0.3746(4) 0.3979(2) 0.0273(16) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Au1 0.01482(18) 0.01588(19) 0.01927(18) -0.00051(19) 0.00216(13) 0.00029(19) P1 0.0135(13) 0.0136(13) 0.0216(14) 0.0018(10) 0.0030(11) -0.0002(10) Cl1 0.0226(14) 0.0302(14) 0.0257(13) -0.0055(10) -0.0030(11) 0.0012(10) Cl2 0.084(3) 0.058(2) 0.057(2) -0.0187(16) 0.0177(19) 0.0090(17) Cl3 0.096(3) 0.061(2) 0.060(2) -0.0010(17) -0.004(2) -0.0049(19) Cl4 0.066(3) 0.116(3) 0.095(3) -0.011(3) -0.020(2) -0.012(2) Cl5 0.140(4) 0.104(3) 0.041(2) -0.003(2) 0.020(2) -0.008(3) N1 0.018(4) 0.021(4) 0.020(4) 0.000(3) 0.004(3) 0.002(3) C1 0.014(5) 0.011(5) 0.012(5) 0.001(3) 0.006(4) -0.003(3) C3 0.021(6) 0.028(6) 0.022(5) 0.007(4) 0.001(4) 0.001(4) C4 0.033(6) 0.041(6) 0.019(5) 0.006(5) 0.005(4) 0.007(6) C5 0.014(6) 0.050(7) 0.029(6) 0.019(5) 0.002(5) 0.002(5) C6 0.020(6) 0.035(6) 0.041(7) -0.002(5) 0.006(5) -0.001(5) C7 0.010(5) 0.029(6) 0.042(6) 0.006(5) 0.012(5) 0.000(4) C8 0.011(5) 0.008(5) 0.018(5) 0.001(3) 0.008(4) 0.006(3) C9 0.005(5) 0.014(5) 0.023(5) 0.000(4) 0.002(4) 0.004(4) C10 0.024(6) 0.011(5) 0.025(5) -0.003(4) 0.001(4) 0.001(4) C11 0.026(6) 0.043(7) 0.038(6) 0.017(5) 0.002(5) 0.006(5) C12 0.044(7) 0.022(6) 0.049(7) 0.000(5) -0.007(6) -0.021(5) C13 0.015(5) 0.022(5) 0.022(6) 0.004(4) -0.007(4) 0.002(4) C14 0.014(5) 0.018(5) 0.019(5) 0.007(4) 0.006(4) -0.001(4) C15 0.010(5) 0.025(5) 0.020(5) 0.005(4) 0.000(4) 0.001(4) C16 0.019(6) 0.018(5) 0.045(7) -0.012(5) 0.009(5) -0.003(4) C17 0.027(6) 0.024(6) 0.047(7) 0.000(5) 0.027(5) 0.000(5) C18 0.052(8) 0.016(6) 0.046(7) 0.012(5) 0.022(6) 0.010(5) C19 0.018(6) 0.031(6) 0.031(6) 0.005(5) 0.009(5) 0.013(4) C20 0.022(6) 0.016(6) 0.013(5) 0.004(4) 0.003(4) 0.007(4) C21 0.009(5) 0.027(6) 0.028(6) -0.004(4) 0.006(4) 0.000(4) C22 0.036(7) 0.015(6) 0.032(6) 0.005(4) 0.006(5) 0.004(5) C23 0.032(7) 0.017(6) 0.038(6) 0.002(4) 0.012(5) 0.006(4) C24 0.024(6) 0.026(6) 0.035(6) 0.001(5) 0.008(5) 0.009(5) C25 0.020(6) 0.021(6) 0.032(6) -0.006(4) 0.002(4) 0.003(5) C26 0.075(9) 0.060(8) 0.044(7) 0.001(7) 0.019(6) 0.009(7) C27 0.011(5) 0.013(5) 0.014(5) -0.003(4) 0.002(4) 0.000(4) C28 0.021(5) 0.010(5) 0.020(5) 0.003(4) -0.001(4) -0.001(4) C29 0.010(5) 0.028(6) 0.037(6) -0.017(5) 0.009(4) -0.005(4) C30 0.030(6) 0.018(5) 0.043(6) -0.001(5) -0.008(5) 0.006(5) C31 0.035(6) 0.021(6) 0.033(6) 0.011(4) 0.005(5) 0.003(5) C32 0.019(6) 0.029(6) 0.024(5) 0.002(4) 0.007(4) 0.005(4) C33 0.145(14) 0.043(8) 0.034(7) 0.015(6) -0.038(8) -0.051(9) O1 0.029(4) 0.031(4) 0.019(3) 0.001(3) 0.011(3) 0.004(3) O2 0.019(4) 0.037(4) 0.022(4) 0.011(3) 0.004(3) 0.011(3) O3 0.038(4) 0.037(4) 0.023(4) 0.003(3) -0.005(3) -0.016(3) O4 0.034(4) 0.020(4) 0.028(4) 0.006(3) 0.002(3) -0.012(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Au1 N1 2.010(7) . ? Au1 Cl1 2.257(2) . ? P1 N1 1.613(7) . ? P1 C9 1.781(8) . ? P1 C20 1.783(8) . ? P1 C14 1.792(8) . ? Cl2 C26 1.740(10) . ? Cl3 C26 1.732(11) . ? Cl4 C33 1.729(14) . ? Cl5 C33 1.778(14) . ? N1 C1 1.482(10) . ? C1 C2 1.524(11) . ? C1 C27 1.543(11) . ? C1 C8 1.551(11) . ? C2 C7 1.388(11) . ? C2 C3 1.389(11) . ? C3 C4 1.379(12) . ? C3 H3 0.9500 . ? C4 C5 1.381(13) . ? C4 H4 0.9500 . ? C5 C6 1.372(13) . ? C5 H5 0.9500 . ? C6 C7 1.379(12) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? C8 C9 1.332(10) . ? C8 C10 1.499(12) . ? C9 C13 1.503(12) . ? C10 O1 1.205(10) . ? C10 O2 1.331(10) . ? C11 O2 1.444(10) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 O4 1.442(10) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 O3 1.196(10) . ? C13 O4 1.334(10) . ? C14 C15 1.383(11) . ? C14 C19 1.392(12) . ? C15 C16 1.377(12) . ? C15 H15 0.9500 . ? C16 C17 1.374(12) . ? C16 H16 0.9500 . ? C17 C18 1.396(13) . ? C17 H17 0.9500 . ? C18 C19 1.390(12) . ? C18 H18 0.9500 . ? C19 H19 0.9500 . ? C20 C25 1.394(12) . ? C20 C21 1.406(11) . ? C21 C22 1.354(12) . ? C21 H21 0.9500 . ? C22 C23 1.388(13) . ? C22 H22 0.9500 . ? C23 C24 1.391(12) . ? C23 H23 0.9500 . ? C24 C25 1.372(12) . ? C24 H24 0.9500 . ? C25 H25 0.9500 . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 C28 1.367(11) . ? C27 C32 1.397(11) . ? C28 C29 1.398(11) . ? C28 H28 0.9500 . ? C29 C30 1.384(12) . ? C29 H29 0.9500 . ? C30 C31 1.383(12) . ? C30 H30 0.9500 . ? C31 C32 1.387(12) . ? C31 H31 0.9500 . ? C32 H32 0.9500 . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Au1 Cl1 179.7(2) . . ? N1 P1 C9 95.8(4) . . ? N1 P1 C20 113.1(4) . . ? C9 P1 C20 112.0(4) . . ? N1 P1 C14 114.1(4) . . ? C9 P1 C14 110.3(4) . . ? C20 P1 C14 110.8(4) . . ? C1 N1 P1 114.2(5) . . ? C1 N1 Au1 123.9(5) . . ? P1 N1 Au1 121.8(4) . . ? N1 C1 C2 107.8(6) . . ? N1 C1 C27 111.8(6) . . ? C2 C1 C27 111.8(6) . . ? N1 C1 C8 105.3(6) . . ? C2 C1 C8 114.1(6) . . ? C27 C1 C8 105.9(6) . . ? C7 C2 C3 117.9(8) . . ? C7 C2 C1 118.8(7) . . ? C3 C2 C1 123.1(7) . . ? C4 C3 C2 120.9(9) . . ? C4 C3 H3 119.6 . . ? C2 C3 H3 119.6 . . ? C3 C4 C5 119.5(9) . . ? C3 C4 H4 120.3 . . ? C5 C4 H4 120.3 . . ? C6 C5 C4 121.2(9) . . ? C6 C5 H5 119.4 . . ? C4 C5 H5 119.4 . . ? C5 C6 C7 118.6(9) . . ? C5 C6 H6 120.7 . . ? C7 C6 H6 120.7 . . ? C6 C7 C2 122.0(9) . . ? C6 C7 H7 119.0 . . ? C2 C7 H7 119.0 . . ? C9 C8 C10 125.0(8) . . ? C9 C8 C1 115.2(7) . . ? C10 C8 C1 119.7(7) . . ? C8 C9 C13 123.0(8) . . ? C8 C9 P1 109.4(6) . . ? C13 C9 P1 127.4(6) . . ? O1 C10 O2 125.4(8) . . ? O1 C10 C8 124.6(8) . . ? O2 C10 C8 110.0(7) . . ? O2 C11 H11A 109.5 . . ? O2 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? O2 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? O4 C12 H12A 109.5 . . ? O4 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? O4 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? O3 C13 O4 124.9(8) . . ? O3 C13 C9 125.1(8) . . ? O4 C13 C9 110.0(7) . . ? C15 C14 C19 119.9(8) . . ? C15 C14 P1 119.6(6) . . ? C19 C14 P1 119.7(6) . . ? C16 C15 C14 120.7(8) . . ? C16 C15 H15 119.7 . . ? C14 C15 H15 119.7 . . ? C17 C16 C15 120.1(9) . . ? C17 C16 H16 119.9 . . ? C15 C16 H16 119.9 . . ? C16 C17 C18 119.8(9) . . ? C16 C17 H17 120.1 . . ? C18 C17 H17 120.1 . . ? C19 C18 C17 120.3(9) . . ? C19 C18 H18 119.9 . . ? C17 C18 H18 119.9 . . ? C18 C19 C14 119.2(8) . . ? C18 C19 H19 120.4 . . ? C14 C19 H19 120.4 . . ? C25 C20 C21 119.5(8) . . ? C25 C20 P1 117.9(6) . . ? C21 C20 P1 122.4(7) . . ? C22 C21 C20 119.3(8) . . ? C22 C21 H21 120.4 . . ? C20 C21 H21 120.4 . . ? C21 C22 C23 121.7(9) . . ? C21 C22 H22 119.1 . . ? C23 C22 H22 119.1 . . ? C22 C23 C24 119.1(8) . . ? C22 C23 H23 120.5 . . ? C24 C23 H23 120.5 . . ? C25 C24 C23 120.2(9) . . ? C25 C24 H24 119.9 . . ? C23 C24 H24 119.9 . . ? C24 C25 C20 120.2(9) . . ? C24 C25 H25 119.9 . . ? C20 C25 H25 119.9 . . ? Cl3 C26 Cl2 115.3(7) . . ? Cl3 C26 H26A 108.5 . . ? Cl2 C26 H26A 108.5 . . ? Cl3 C26 H26B 108.5 . . ? Cl2 C26 H26B 108.5 . . ? H26A C26 H26B 107.5 . . ? C28 C27 C32 117.5(7) . . ? C28 C27 C1 122.8(7) . . ? C32 C27 C1 119.7(7) . . ? C27 C28 C29 122.2(8) . . ? C27 C28 H28 118.9 . . ? C29 C28 H28 118.9 . . ? C30 C29 C28 119.7(8) . . ? C30 C29 H29 120.1 . . ? C28 C29 H29 120.1 . . ? C31 C30 C29 118.9(9) . . ? C31 C30 H30 120.6 . . ? C29 C30 H30 120.6 . . ? C30 C31 C32 120.6(9) . . ? C30 C31 H31 119.7 . . ? C32 C31 H31 119.7 . . ? C31 C32 C27 121.1(8) . . ? C31 C32 H32 119.4 . . ? C27 C32 H32 119.4 . . ? Cl4 C33 Cl5 112.2(6) . . ? Cl4 C33 H33A 109.2 . . ? Cl5 C33 H33A 109.2 . . ? Cl4 C33 H33B 109.2 . . ? Cl5 C33 H33B 109.2 . . ? H33A C33 H33B 107.9 . . ? C10 O2 C11 116.3(7) . . ? C13 O4 C12 116.3(7) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 23.12 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.081 _refine_diff_density_min -1.065 _refine_diff_density_rms 0.158 #===end