Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author 'Andrei S.Batsanov' _publ_contact_author_email a.s.batsanov@durham.ac.uk _publ_section_title ; Synthesis, structure and application of N-phosphino-amidines and -guanidines: versatile P_N-donor ligands ; _publ_contact_author_name 'Andrei S.Batsanov' loop_ _publ_author_name A.S.Batsanov L.Baiget P.W.Dyer J.Fawcett M.J.Hanton ; J.A.K.Howard ; P.K.Lane S.Solomon #========================================================= data_3 _database_code_depnum_ccdc_archive 'CCDC 293165' _audit_creation_method SHELXL-97 _chemical_name_systematic ; N,N'-Dicyclohexyl-N-diphenylphosphino-4-morpholinecarboxamidine ; _chemical_name_common ;N,N'-Dicyclohexyl-N-diphenylphosphino-4- morpholinecarboxamidine ; _chemical_melting_point 432.7(5) _chemical_formula_moiety 'C29 H40 N3 O P' _chemical_formula_sum 'C29 H40 N3 O P' _chemical_formula_weight 477.61 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 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.1116(5) _cell_length_b 9.8929(4) _cell_length_c 26.4573(12) _cell_angle_alpha 90.00 _cell_angle_beta 90.047(1) _cell_angle_gamma 90.00 _cell_volume 2646.6(2) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 11055 _cell_measurement_theta_min 2.261 _cell_measurement_theta_max 28.560 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.199 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1032 _exptl_absorpt_coefficient_mu 0.130 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.84 _exptl_absorpt_correction_T_max 0.96 _exptl_absorpt_process_details ; based on 12539 reflections (SADABS); Rint 0.0251 before correction and 0.0184 after correction. ; _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_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_reflns_number 21815 _diffrn_reflns_av_R_equivalents 0.0253 _diffrn_reflns_av_sigmaI/netI 0.0254 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 1.54 _diffrn_reflns_theta_max 27.00 _reflns_number_total 5768 _reflns_number_gt 4789 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. ; _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^)+(0.0751P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5768 _refine_ls_number_parameters 307 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0452 _refine_ls_R_factor_gt 0.0388 _refine_ls_wR_factor_ref 0.1139 _refine_ls_wR_factor_gt 0.1111 _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_restrained_S_all 1.062 _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 P P 0.05188(3) 0.82522(3) 0.356230(11) 0.02226(11) Uani 1 1 d . . . O1 O 0.24117(9) 0.88225(10) 0.57253(3) 0.0339(2) Uani 1 1 d . . . N1 N 0.35062(10) 0.92068(10) 0.39497(4) 0.0250(2) Uani 1 1 d . . . N2 N 0.17818(9) 0.75188(10) 0.38873(4) 0.0205(2) Uani 1 1 d . . . N3 N 0.26380(10) 0.82555(10) 0.46742(4) 0.0219(2) Uani 1 1 d . . . C1 C 0.26813(11) 0.83967(12) 0.41452(4) 0.0209(3) Uani 1 1 d . . . C2 C 0.36949(12) 0.92570(13) 0.34024(5) 0.0254(3) Uani 1 1 d . . . H2 H 0.3193 0.8497 0.3243 0.030 Uiso 1 1 calc R . . C3 C 0.31653(14) 1.05907(14) 0.31986(5) 0.0323(3) Uani 1 1 d . . . H3A H 0.3637 1.1351 0.3362 0.039 Uiso 1 1 calc R . . H3B H 0.2213 1.0672 0.3280 0.039 Uiso 1 1 calc R . . C4 C 0.33531(15) 1.06651(16) 0.26283(5) 0.0388(3) Uani 1 1 d . . . H4A H 0.2824 0.9947 0.2464 0.047 Uiso 1 1 calc R . . H4B H 0.3031 1.1549 0.2503 0.047 Uiso 1 1 calc R . . C5 C 0.47952(15) 1.04954(15) 0.24875(5) 0.0390(4) Uani 1 1 d . . . H5A H 0.5307 1.1275 0.2618 0.047 Uiso 1 1 calc R . . H5B H 0.4881 1.0484 0.2115 0.047 Uiso 1 1 calc R . . C6 C 0.53636(15) 0.91932(14) 0.27036(5) 0.0363(3) Uani 1 1 d . . . H6A H 0.6322 0.9150 0.2629 0.044 Uiso 1 1 calc R . . H6B H 0.4934 0.8410 0.2538 0.044 Uiso 1 1 calc R . . C7 C 0.51537(13) 0.91075(14) 0.32730(5) 0.0308(3) Uani 1 1 d . . . H7A H 0.5481 0.8226 0.3399 0.037 Uiso 1 1 calc R . . H7B H 0.5665 0.9831 0.3442 0.037 Uiso 1 1 calc R . . C8 C 0.20029(11) 0.60380(12) 0.39303(4) 0.0210(3) Uani 1 1 d . . . H8 H 0.1538 0.5613 0.3637 0.025 Uiso 1 1 calc R . . C9 C 0.34654(12) 0.56961(12) 0.38729(5) 0.0241(3) Uani 1 1 d . . . H9A H 0.3817 0.6135 0.3565 0.029 Uiso 1 1 calc R . . H9B H 0.3961 0.6052 0.4167 0.029 Uiso 1 1 calc R . . C10 C 0.36668(13) 0.41720(13) 0.38367(5) 0.0285(3) Uani 1 1 d . . . H10A H 0.4623 0.3971 0.3810 0.034 Uiso 1 1 calc R . . H10B H 0.3227 0.3826 0.3528 0.034 Uiso 1 1 calc R . . C11 C 0.30998(14) 0.34597(14) 0.42995(5) 0.0327(3) Uani 1 1 d . . . H11A H 0.3177 0.2469 0.4255 0.039 Uiso 1 1 calc R . . H11B H 0.3616 0.3718 0.4603 0.039 Uiso 1 1 calc R . . C12 C 0.16521(13) 0.38353(13) 0.43777(5) 0.0302(3) Uani 1 1 d . . . H12A H 0.1330 0.3415 0.4694 0.036 Uiso 1 1 calc R . . H12B H 0.1120 0.3469 0.4095 0.036 Uiso 1 1 calc R . . C13 C 0.14524(12) 0.53613(12) 0.44072(5) 0.0247(3) Uani 1 1 d . . . H13A H 0.1911 0.5722 0.4709 0.030 Uiso 1 1 calc R . . H13B H 0.0498 0.5567 0.4440 0.030 Uiso 1 1 calc R . . C14 C 0.36764(12) 0.89695(13) 0.49478(5) 0.0269(3) Uani 1 1 d . . . H14A H 0.3533 0.9957 0.4922 0.032 Uiso 1 1 calc R . . H14B H 0.4548 0.8756 0.4798 0.032 Uiso 1 1 calc R . . C15 C 0.36584(13) 0.85473(15) 0.54959(5) 0.0316(3) Uani 1 1 d . . . H15A H 0.3848 0.7568 0.5520 0.038 Uiso 1 1 calc R . . H15B H 0.4362 0.9037 0.5681 0.038 Uiso 1 1 calc R . . C16 C 0.13886(13) 0.81325(15) 0.54603(5) 0.0309(3) Uani 1 1 d . . . H16A H 0.0526 0.8353 0.5617 0.037 Uiso 1 1 calc R . . H16B H 0.1528 0.7145 0.5492 0.037 Uiso 1 1 calc R . . C17 C 0.13504(12) 0.85108(13) 0.49074(4) 0.0253(3) Uani 1 1 d . . . H17A H 0.0662 0.7973 0.4733 0.030 Uiso 1 1 calc R . . H17B H 0.1121 0.9479 0.4872 0.030 Uiso 1 1 calc R . . C18 C -0.09167(12) 0.72441(13) 0.37569(4) 0.0234(3) Uani 1 1 d . . . C19 C -0.17216(12) 0.78035(14) 0.41299(5) 0.0286(3) Uani 1 1 d . . . H19 H -0.1553 0.8693 0.4249 0.034 Uiso 1 1 calc R . . C20 C -0.27662(13) 0.70679(16) 0.43277(5) 0.0347(3) Uani 1 1 d . . . H20 H -0.3305 0.7454 0.4584 0.042 Uiso 1 1 calc R . . C21 C -0.30287(13) 0.57828(15) 0.41564(5) 0.0360(3) Uani 1 1 d . . . H21 H -0.3729 0.5274 0.4301 0.043 Uiso 1 1 calc R . . C22 C -0.22699(13) 0.52336(15) 0.37729(5) 0.0339(3) Uani 1 1 d . . . H22 H -0.2462 0.4354 0.3649 0.041 Uiso 1 1 calc R . . C23 C -0.12303(12) 0.59674(13) 0.35706(5) 0.0286(3) Uani 1 1 d . . . H23 H -0.0726 0.5595 0.3302 0.034 Uiso 1 1 calc R . . C24 C 0.06471(12) 0.76947(13) 0.29035(4) 0.0234(3) Uani 1 1 d . . . C25 C 0.16429(13) 0.69239(13) 0.26874(5) 0.0266(3) Uani 1 1 d . . . H25 H 0.2334 0.6578 0.2894 0.032 Uiso 1 1 calc R . . C26 C 0.16397(14) 0.66525(14) 0.21717(5) 0.0330(3) Uani 1 1 d . . . H26 H 0.2331 0.6129 0.2028 0.040 Uiso 1 1 calc R . . C27 C 0.06402(15) 0.71382(16) 0.18682(5) 0.0388(4) Uani 1 1 d . . . H27 H 0.0637 0.6946 0.1516 0.047 Uiso 1 1 calc R . . C28 C -0.03531(15) 0.79043(17) 0.20781(5) 0.0414(4) Uani 1 1 d . . . H28 H -0.1046 0.8239 0.1870 0.050 Uiso 1 1 calc R . . C29 C -0.03505(14) 0.81900(14) 0.25891(5) 0.0323(3) Uani 1 1 d . . . H29 H -0.1036 0.8730 0.2728 0.039 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 P 0.02098(18) 0.02481(19) 0.02100(18) -0.00180(12) -0.00133(12) 0.00030(12) O1 0.0353(5) 0.0451(6) 0.0213(5) -0.0079(4) 0.0004(4) -0.0052(4) N1 0.0262(6) 0.0276(6) 0.0213(5) -0.0020(4) 0.0018(4) -0.0048(4) N2 0.0202(5) 0.0219(5) 0.0195(5) -0.0015(4) -0.0020(4) -0.0026(4) N3 0.0195(5) 0.0277(6) 0.0186(5) -0.0030(4) 0.0000(4) -0.0034(4) C1 0.0195(6) 0.0230(6) 0.0203(6) -0.0029(5) -0.0021(5) -0.0004(5) C2 0.0283(7) 0.0263(6) 0.0215(6) -0.0006(5) 0.0023(5) -0.0068(5) C3 0.0309(7) 0.0327(7) 0.0334(7) 0.0042(6) 0.0065(6) 0.0007(6) C4 0.0433(8) 0.0400(8) 0.0331(8) 0.0123(6) 0.0034(6) -0.0018(7) C5 0.0490(9) 0.0355(8) 0.0323(8) 0.0078(6) 0.0138(6) -0.0024(7) C6 0.0439(8) 0.0296(7) 0.0355(8) -0.0006(6) 0.0153(6) -0.0013(6) C7 0.0317(7) 0.0293(7) 0.0315(7) 0.0024(6) 0.0054(6) -0.0018(6) C8 0.0222(6) 0.0218(6) 0.0191(6) -0.0008(5) -0.0017(5) -0.0022(5) C9 0.0229(6) 0.0263(6) 0.0230(6) -0.0004(5) 0.0002(5) -0.0013(5) C10 0.0276(7) 0.0278(7) 0.0300(7) -0.0029(5) -0.0016(5) 0.0028(5) C11 0.0395(8) 0.0263(7) 0.0324(7) 0.0031(6) -0.0032(6) 0.0011(6) C12 0.0359(7) 0.0291(7) 0.0256(7) 0.0048(5) -0.0018(5) -0.0070(6) C13 0.0241(6) 0.0281(7) 0.0220(6) 0.0012(5) 0.0005(5) -0.0040(5) C14 0.0247(6) 0.0322(7) 0.0239(6) -0.0048(5) -0.0026(5) -0.0063(5) C15 0.0299(7) 0.0416(8) 0.0233(6) -0.0032(6) -0.0053(5) -0.0043(6) C16 0.0304(7) 0.0413(8) 0.0210(6) -0.0029(6) 0.0024(5) -0.0057(6) C17 0.0223(6) 0.0316(7) 0.0220(6) -0.0019(5) 0.0016(5) -0.0017(5) C18 0.0184(6) 0.0299(7) 0.0219(6) 0.0006(5) -0.0026(5) 0.0003(5) C19 0.0242(7) 0.0351(7) 0.0264(7) -0.0019(6) -0.0014(5) 0.0048(5) C20 0.0249(7) 0.0486(9) 0.0305(7) 0.0028(6) 0.0059(6) 0.0057(6) C21 0.0214(7) 0.0488(9) 0.0378(8) 0.0113(7) 0.0004(6) -0.0042(6) C22 0.0281(7) 0.0358(8) 0.0378(8) 0.0012(6) -0.0059(6) -0.0065(6) C23 0.0227(6) 0.0344(7) 0.0286(7) -0.0041(5) -0.0015(5) 0.0003(5) C24 0.0243(6) 0.0251(6) 0.0209(6) 0.0032(5) -0.0017(5) -0.0056(5) C25 0.0286(7) 0.0289(7) 0.0224(6) 0.0014(5) -0.0026(5) -0.0015(5) C26 0.0397(8) 0.0351(8) 0.0241(7) -0.0028(6) 0.0040(6) -0.0042(6) C27 0.0480(9) 0.0491(9) 0.0194(7) 0.0018(6) -0.0024(6) -0.0113(7) C28 0.0415(8) 0.0548(10) 0.0280(7) 0.0124(7) -0.0132(6) -0.0031(7) C29 0.0308(7) 0.0385(8) 0.0277(7) 0.0055(6) -0.0044(6) 0.0014(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 P N2 1.7014(10) . y P C24 1.8329(12) . y P C18 1.8352(13) . y O1 C16 1.4235(16) . ? O1 C15 1.4258(16) . ? N1 C1 1.2674(15) . y N1 C2 1.4616(15) . ? N2 C1 1.4304(14) . y N2 C8 1.4862(15) . ? N3 C1 1.4074(15) . y N3 C14 1.4575(15) . y N3 C17 1.4631(15) . y C2 C3 1.5224(18) . ? C2 C7 1.5217(18) . ? C3 C4 1.5226(19) . ? C4 C5 1.515(2) . ? C5 C6 1.522(2) . ? C6 C7 1.5239(18) . ? C8 C9 1.5247(16) . ? C8 C13 1.5333(16) . ? C9 C10 1.5246(17) . ? C10 C11 1.5250(18) . ? C11 C12 1.5247(19) . ? C12 C13 1.5252(18) . ? C14 C15 1.5092(18) . ? C16 C17 1.5105(17) . ? C18 C19 1.3943(17) . ? C18 C23 1.3923(18) . ? C19 C20 1.3856(19) . ? C20 C21 1.375(2) . ? C21 C22 1.384(2) . ? C22 C23 1.3855(18) . ? C24 C25 1.3868(18) . ? C24 C29 1.3959(18) . ? C25 C26 1.3904(17) . ? C26 C27 1.377(2) . ? C27 C28 1.376(2) . ? C28 C29 1.381(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 N2 P C18 102.71(5) . . y N2 P C24 107.38(5) . . y C24 P C18 99.20(5) . . y C15 O1 C16 109.96(10) . . ? C1 N3 C14 115.02(9) . . y C1 N3 C17 115.51(9) . . y C14 N3 C17 110.35(9) . . y C1 N2 C8 117.80(9) . . ? C1 N2 P 117.31(8) . . ? C8 N2 P 124.88(8) . . ? C1 N1 C2 120.82(10) . . ? N1 C1 N3 119.32(10) . . ? N1 C1 N2 127.43(11) . . ? N3 C1 N2 113.19(9) . . ? N1 C2 C7 110.30(10) . . ? N1 C2 C3 109.52(10) . . ? C7 C2 C3 110.20(10) . . ? C2 C3 C4 110.41(11) . . ? C5 C4 C3 111.05(12) . . ? C4 C5 C6 111.40(11) . . ? C5 C6 C7 111.44(11) . . ? C2 C7 C6 110.66(11) . . ? N2 C8 C9 110.91(9) . . ? N2 C8 C13 116.01(9) . . ? C9 C8 C13 109.75(10) . . ? C10 C9 C8 110.81(10) . . ? C11 C10 C9 110.87(11) . . ? C12 C11 C10 110.99(11) . . ? C11 C12 C13 112.05(11) . . ? C12 C13 C8 109.99(10) . . ? N3 C14 C15 109.51(10) . . ? O1 C15 C14 111.56(11) . . ? O1 C16 C17 112.09(10) . . ? N3 C17 C16 110.10(10) . . ? C19 C18 C23 118.54(11) . . ? C23 C18 P 125.00(9) . . ? C19 C18 P 116.44(10) . . ? C18 C19 C20 120.29(13) . . ? C19 C20 C21 120.53(13) . . ? C22 C21 C20 119.84(13) . . ? C21 C22 C23 119.93(13) . . ? C18 C23 C22 120.74(12) . . ? C25 C24 C29 118.15(11) . . ? C25 C24 P 127.56(9) . . ? C29 C24 P 114.17(10) . . ? C24 C25 C26 120.64(12) . . ? C25 C26 C27 120.40(13) . . ? C26 C27 C28 119.51(13) . . ? C27 C28 C29 120.47(13) . . ? C24 C29 C28 120.82(13) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.622 _refine_diff_density_min -0.181 _refine_diff_density_rms 0.047 #=====================================END data_10 _database_code_depnum_ccdc_archive 'CCDC 293166' _audit_creation_method SHELXL-97 _chemical_name_systematic ; N,N'-Dicyclohexyl-N-diphenylphosphino-4-morpholinecarboxamidine rhodium carbonyl chloride ; _chemical_name_common ; N,N'-Dicyclohexyl-N-diphenylphosphino-4- morpholinecarboxamidine rhodium carbonyl chloride ; _chemical_melting_point ? _chemical_formula_moiety 'C30 H40 Cl N3 O2 P Rh,C D Cl3' _chemical_formula_sum 'C31 H40 Cl4 D N3 O2 P Rh' _chemical_formula_weight 764.35 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' D D 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' Rh Rh -1.1178 0.9187 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/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 21.4996(9) _cell_length_b 9.3920(4) _cell_length_c 16.7107(7) _cell_angle_alpha 90.00 _cell_angle_beta 103.496(1) _cell_angle_gamma 90.00 _cell_volume 3281.1(2) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 16859 _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 28.44 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.547 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1568 _exptl_absorpt_coefficient_mu 0.929 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.73 _exptl_absorpt_correction_T_max 0.89 _exptl_absorpt_process_details ; based on 17763 reflections (SADABS); Rint 0.0440 before correction and 0.0254 after correction. ; _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_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_reflns_number 26971 _diffrn_reflns_av_R_equivalents 0.0276 _diffrn_reflns_av_sigmaI/netI 0.0302 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 27.00 _reflns_number_total 7141 _reflns_number_gt 6124 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. All H and deuterium atoms in riding model. ; _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^)+(0.0398P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7141 _refine_ls_number_parameters 379 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0314 _refine_ls_R_factor_gt 0.0267 _refine_ls_wR_factor_ref 0.0670 _refine_ls_wR_factor_gt 0.0659 _refine_ls_goodness_of_fit_ref 0.998 _refine_ls_restrained_S_all 0.998 _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 Rh Rh 0.190705(7) 0.942499(15) 0.402597(8) 0.01668(5) Uani 1 1 d . . . P P 0.16814(2) 0.81679(5) 0.29082(3) 0.01603(10) Uani 1 1 d . . . Cl1 Cl 0.21833(3) 1.10615(6) 0.51621(3) 0.03228(13) Uani 1 1 d . . . O1 O 0.37127(7) 1.07677(14) 0.10022(8) 0.0256(3) Uani 1 1 d . . . O2 O 0.07892(7) 0.85204(17) 0.46449(9) 0.0371(4) Uani 1 1 d . . . N1 N 0.27354(7) 0.97427(15) 0.34909(9) 0.0156(3) Uani 1 1 d . . . N2 N 0.20444(7) 0.91184(15) 0.22481(9) 0.0157(3) Uani 1 1 d . . . N3 N 0.30821(7) 0.98109(16) 0.22253(9) 0.0186(3) Uani 1 1 d . . . C1 C 0.26482(9) 0.95807(18) 0.26959(11) 0.0167(4) Uani 1 1 d . . . C2 C 0.33884(9) 0.96728(18) 0.40348(11) 0.0170(4) Uani 1 1 d . . . H2 H 0.3700 0.9476 0.3689 0.020 Uiso 1 1 calc R . . C3 C 0.34097(9) 0.8442(2) 0.46365(11) 0.0215(4) Uani 1 1 d . . . H3A H 0.3317 0.7539 0.4326 0.026 Uiso 1 1 calc R . . H3B H 0.3076 0.8583 0.4949 0.026 Uiso 1 1 calc R . . C4 C 0.40637(9) 0.8338(2) 0.52371(12) 0.0248(4) Uani 1 1 d . . . H4A H 0.4058 0.7556 0.5633 0.030 Uiso 1 1 calc R . . H4B H 0.4393 0.8111 0.4930 0.030 Uiso 1 1 calc R . . C5 C 0.42358(10) 0.9723(2) 0.57030(12) 0.0285(5) Uani 1 1 d . . . H5A H 0.3928 0.9909 0.6048 0.034 Uiso 1 1 calc R . . H5B H 0.4668 0.9643 0.6070 0.034 Uiso 1 1 calc R . . C6 C 0.42231(9) 1.0949(2) 0.51098(12) 0.0249(4) Uani 1 1 d . . . H6A H 0.4561 1.0804 0.4804 0.030 Uiso 1 1 calc R . . H6B H 0.4317 1.1848 0.5424 0.030 Uiso 1 1 calc R . . C7 C 0.35755(9) 1.1072(2) 0.44998(11) 0.0204(4) Uani 1 1 d . . . H7A H 0.3594 1.1841 0.4101 0.025 Uiso 1 1 calc R . . H7B H 0.3245 1.1329 0.4799 0.025 Uiso 1 1 calc R . . C8 C 0.16983(9) 1.01413(19) 0.15990(11) 0.0178(4) Uani 1 1 d . . . H8 H 0.2039 1.0710 0.1429 0.021 Uiso 1 1 calc R . . C9 C 0.12927(9) 1.1212(2) 0.19372(12) 0.0227(4) Uani 1 1 d . . . H9A H 0.0946 1.0708 0.2121 0.027 Uiso 1 1 calc R . . H9B H 0.1561 1.1708 0.2419 0.027 Uiso 1 1 calc R . . C10 C 0.10048(11) 1.2296(2) 0.12779(13) 0.0346(5) Uani 1 1 d . . . H10A H 0.0721 1.2950 0.1492 0.042 Uiso 1 1 calc R . . H10B H 0.1351 1.2868 0.1137 0.042 Uiso 1 1 calc R . . C11 C 0.06267(11) 1.1560(3) 0.05138(14) 0.0444(7) Uani 1 1 d . . . H11A H 0.0451 1.2281 0.0089 0.053 Uiso 1 1 calc R . . H11B H 0.0263 1.1039 0.0647 0.053 Uiso 1 1 calc R . . C12 C 0.10456(10) 1.0523(2) 0.01768(13) 0.0326(5) Uani 1 1 d . . . H12A H 0.1396 1.1049 0.0015 0.039 Uiso 1 1 calc R . . H12B H 0.0788 1.0045 -0.0319 0.039 Uiso 1 1 calc R . . C13 C 0.13279(10) 0.9407(2) 0.08248(12) 0.0251(4) Uani 1 1 d . . . H13A H 0.0980 0.8825 0.0954 0.030 Uiso 1 1 calc R . . H13B H 0.1616 0.8766 0.0609 0.030 Uiso 1 1 calc R . . C14 C 0.36175(9) 1.0812(2) 0.24238(12) 0.0236(4) Uani 1 1 d . . . H14A H 0.4023 1.0283 0.2622 0.028 Uiso 1 1 calc R . . H14B H 0.3560 1.1462 0.2868 0.028 Uiso 1 1 calc R . . C15 C 0.36495(10) 1.1671(2) 0.16623(12) 0.0272(5) Uani 1 1 d . . . H15A H 0.3256 1.2250 0.1490 0.033 Uiso 1 1 calc R . . H15B H 0.4019 1.2330 0.1797 0.033 Uiso 1 1 calc R . . C16 C 0.31563(10) 0.9900(2) 0.07768(12) 0.0236(4) Uani 1 1 d . . . H16A H 0.3186 0.9295 0.0302 0.028 Uiso 1 1 calc R . . H16B H 0.2774 1.0514 0.0608 0.028 Uiso 1 1 calc R . . C17 C 0.30866(9) 0.8966(2) 0.14886(11) 0.0220(4) Uani 1 1 d . . . H17A H 0.2683 0.8418 0.1329 0.026 Uiso 1 1 calc R . . H17B H 0.3445 0.8279 0.1615 0.026 Uiso 1 1 calc R . . C18 C 0.08715(9) 0.77341(19) 0.23452(11) 0.0183(4) Uani 1 1 d . . . C19 C 0.03618(9) 0.8521(2) 0.24774(11) 0.0222(4) Uani 1 1 d . . . H19 H 0.0437 0.9273 0.2869 0.027 Uiso 1 1 calc R . . C20 C -0.02577(9) 0.8227(2) 0.20457(12) 0.0267(5) Uani 1 1 d . . . H20 H -0.0603 0.8789 0.2132 0.032 Uiso 1 1 calc R . . C21 C -0.03711(10) 0.7119(2) 0.14908(12) 0.0289(5) Uani 1 1 d . . . H21 H -0.0795 0.6912 0.1197 0.035 Uiso 1 1 calc R . . C22 C 0.01320(10) 0.6311(2) 0.13629(12) 0.0270(5) Uani 1 1 d . . . H22 H 0.0052 0.5546 0.0981 0.032 Uiso 1 1 calc R . . C23 C 0.07541(9) 0.6603(2) 0.17866(11) 0.0226(4) Uani 1 1 d . . . H23 H 0.1098 0.6039 0.1698 0.027 Uiso 1 1 calc R . . C24 C 0.20700(9) 0.64435(19) 0.29669(11) 0.0192(4) Uani 1 1 d . . . C25 C 0.23330(10) 0.5897(2) 0.23511(13) 0.0291(5) Uani 1 1 d . . . H25 H 0.2356 0.6475 0.1892 0.035 Uiso 1 1 calc R . . C26 C 0.25634(11) 0.4510(2) 0.23985(15) 0.0367(6) Uani 1 1 d . . . H26 H 0.2750 0.4145 0.1979 0.044 Uiso 1 1 calc R . . C27 C 0.25191(10) 0.3665(2) 0.30590(14) 0.0326(5) Uani 1 1 d . . . H27 H 0.2670 0.2711 0.3088 0.039 Uiso 1 1 calc R . . C28 C 0.22587(11) 0.4192(2) 0.36750(13) 0.0326(5) Uani 1 1 d . . . H28 H 0.2228 0.3605 0.4127 0.039 Uiso 1 1 calc R . . C29 C 0.20404(10) 0.5584(2) 0.36339(13) 0.0270(5) Uani 1 1 d . . . H29 H 0.1869 0.5955 0.4066 0.032 Uiso 1 1 calc R . . C30 C 0.12180(10) 0.8892(2) 0.43962(12) 0.0238(4) Uani 1 1 d . . . Cl2 Cl 0.57957(3) 0.97723(6) 0.06861(4) 0.03997(14) Uani 1 1 d . . . Cl3 Cl 0.51707(3) 0.88988(7) 0.19540(4) 0.04714(16) Uani 1 1 d . . . Cl4 Cl 0.56038(4) 1.17913(7) 0.19073(4) 0.05816(19) Uani 1 1 d . . . C31 C 0.52878(11) 1.0296(2) 0.13155(13) 0.0296(5) Uani 1 1 d . . . D1 D 0.48640 1.0563 0.09548 0.036 Uiso 1 1 d 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 Rh 0.01741(8) 0.01883(9) 0.01440(8) -0.00032(6) 0.00493(6) 0.00131(6) P 0.0168(2) 0.0160(2) 0.0156(2) 0.00055(18) 0.00436(19) -0.00007(18) Cl1 0.0315(3) 0.0417(3) 0.0261(3) -0.0151(2) 0.0119(2) -0.0032(2) O1 0.0272(8) 0.0307(8) 0.0219(7) -0.0010(6) 0.0121(6) -0.0023(6) O2 0.0278(8) 0.0512(10) 0.0363(9) 0.0138(8) 0.0158(7) 0.0026(7) N1 0.0163(8) 0.0149(8) 0.0151(8) 0.0001(6) 0.0029(6) 0.0008(6) N2 0.0154(8) 0.0175(8) 0.0136(8) 0.0010(6) 0.0021(6) -0.0004(6) N3 0.0176(8) 0.0226(8) 0.0165(8) -0.0025(7) 0.0059(6) -0.0029(6) C1 0.0170(9) 0.0125(9) 0.0208(10) 0.0008(7) 0.0050(7) 0.0022(7) C2 0.0159(9) 0.0186(10) 0.0159(9) 0.0002(7) 0.0025(7) 0.0009(7) C3 0.0190(10) 0.0229(10) 0.0214(10) 0.0022(8) 0.0018(8) -0.0012(8) C4 0.0213(10) 0.0285(11) 0.0226(10) 0.0079(8) 0.0008(8) 0.0015(8) C5 0.0254(11) 0.0382(13) 0.0192(10) 0.0000(9) -0.0006(8) -0.0001(9) C6 0.0226(10) 0.0276(11) 0.0220(10) -0.0058(8) 0.0002(8) -0.0038(8) C7 0.0204(10) 0.0204(10) 0.0197(10) -0.0022(8) 0.0029(8) -0.0009(8) C8 0.0185(10) 0.0175(9) 0.0164(9) 0.0044(7) 0.0023(7) 0.0007(7) C9 0.0240(10) 0.0210(10) 0.0241(10) 0.0032(8) 0.0077(8) 0.0026(8) C10 0.0383(13) 0.0320(12) 0.0404(13) 0.0165(10) 0.0231(11) 0.0161(10) C11 0.0354(13) 0.0687(18) 0.0302(13) 0.0226(12) 0.0095(11) 0.0232(12) C12 0.0288(12) 0.0473(14) 0.0202(11) 0.0113(10) 0.0028(9) 0.0012(10) C13 0.0282(11) 0.0283(11) 0.0164(10) 0.0019(8) 0.0007(8) -0.0039(9) C14 0.0213(10) 0.0292(11) 0.0214(10) -0.0030(8) 0.0075(8) -0.0062(8) C15 0.0327(12) 0.0271(11) 0.0244(11) -0.0039(9) 0.0118(9) -0.0080(9) C16 0.0251(11) 0.0275(11) 0.0199(10) -0.0015(8) 0.0086(8) 0.0015(9) C17 0.0241(10) 0.0231(10) 0.0210(10) -0.0037(8) 0.0098(8) 0.0002(8) C18 0.0190(9) 0.0194(9) 0.0158(9) 0.0037(7) 0.0029(7) -0.0048(8) C19 0.0245(10) 0.0237(10) 0.0192(10) 0.0042(8) 0.0067(8) -0.0014(8) C20 0.0205(10) 0.0338(12) 0.0260(11) 0.0089(9) 0.0059(8) 0.0012(9) C21 0.0229(11) 0.0375(12) 0.0237(11) 0.0105(9) -0.0002(8) -0.0102(9) C22 0.0326(12) 0.0245(11) 0.0215(10) 0.0012(8) 0.0018(9) -0.0102(9) C23 0.0253(11) 0.0203(10) 0.0225(10) 0.0018(8) 0.0064(8) -0.0029(8) C24 0.0186(10) 0.0173(9) 0.0200(10) -0.0013(7) 0.0012(8) -0.0007(7) C25 0.0378(13) 0.0227(11) 0.0299(12) 0.0033(9) 0.0142(10) 0.0056(9) C26 0.0438(14) 0.0265(12) 0.0432(14) -0.0037(10) 0.0169(11) 0.0091(10) C27 0.0330(12) 0.0177(11) 0.0410(13) -0.0018(9) -0.0039(10) 0.0065(9) C28 0.0452(14) 0.0216(11) 0.0264(12) 0.0068(9) -0.0007(10) 0.0004(10) C29 0.0373(12) 0.0227(11) 0.0211(10) 0.0009(8) 0.0071(9) 0.0006(9) C30 0.0258(11) 0.0274(11) 0.0179(10) 0.0039(8) 0.0045(8) 0.0065(9) Cl2 0.0428(3) 0.0407(3) 0.0406(3) -0.0037(3) 0.0182(3) 0.0080(3) Cl3 0.0490(4) 0.0487(4) 0.0425(4) 0.0183(3) 0.0079(3) -0.0024(3) Cl4 0.0793(5) 0.0441(4) 0.0558(4) -0.0219(3) 0.0253(4) -0.0115(3) C31 0.0344(12) 0.0284(12) 0.0267(11) 0.0004(9) 0.0085(9) 0.0045(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 Rh C30 1.804(2) . y Rh P 2.1668(5) . y Rh N1 2.1916(15) . y Rh Cl1 2.4070(5) . y P N2 1.7391(15) . y P C24 1.8145(19) . ? P C18 1.8217(18) . ? O1 C15 1.423(2) . ? O1 C16 1.424(2) . ? O2 C30 1.150(2) . y N1 C1 1.306(2) . y N1 C2 1.485(2) . ? N2 C1 1.407(2) . y N2 C8 1.509(2) . ? N3 C1 1.370(2) . y N3 C14 1.463(2) . ? N3 C17 1.467(2) . ? C2 C3 1.526(2) . ? C2 C7 1.532(2) . ? C3 C4 1.528(3) . ? C4 C5 1.517(3) . ? C5 C6 1.515(3) . ? C6 C7 1.526(3) . ? C8 C13 1.518(3) . ? C8 C9 1.524(3) . ? C9 C10 1.521(3) . ? C10 C11 1.512(3) . ? C11 C12 1.521(3) . ? C12 C13 1.527(3) . ? C14 C15 1.522(3) . ? C16 C17 1.514(3) . ? C18 C19 1.382(3) . ? C18 C23 1.397(3) . ? C19 C20 1.387(3) . ? C20 C21 1.377(3) . ? C21 C22 1.378(3) . ? C22 C23 1.387(3) . ? C24 C25 1.383(3) . ? C24 C29 1.389(3) . ? C25 C26 1.390(3) . ? C26 C27 1.381(3) . ? C27 C28 1.374(3) . ? C28 C29 1.385(3) . ? Cl2 C31 1.754(2) . ? Cl3 C31 1.746(2) . ? Cl4 C31 1.760(2) . ? C31 D1 1.0000 . ? 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 C30 Rh P 96.19(6) . . y C30 Rh N1 171.11(7) . . y P Rh N1 76.25(4) . . y C30 Rh Cl1 88.74(6) . . y P Rh Cl1 172.877(19) . . y N1 Rh Cl1 99.24(4) . . y N2 P C24 102.90(8) . . ? N2 P C18 107.67(7) . . ? C24 P C18 101.58(8) . . ? N2 P Rh 102.93(5) . . ? C24 P Rh 115.61(6) . . ? C18 P Rh 124.18(6) . . ? C15 O1 C16 108.66(14) . . ? C1 N1 C2 120.53(15) . . ? C1 N1 Rh 117.49(12) . . ? C2 N1 Rh 119.10(11) . . ? C1 N2 C8 115.13(14) . . ? C1 N2 P 108.41(11) . . ? C8 N2 P 124.33(12) . . ? C1 N3 C14 125.18(15) . . ? C1 N3 C17 122.34(15) . . ? C14 N3 C17 112.28(14) . . ? N1 C1 N3 127.58(17) . . y N1 C1 N2 118.18(16) . . y N3 C1 N2 114.24(15) . . y N1 C2 C3 108.39(14) . . ? N1 C2 C7 111.80(14) . . ? C3 C2 C7 110.61(15) . . ? C2 C3 C4 111.27(15) . . ? C5 C4 C3 111.05(16) . . ? C6 C5 C4 110.54(16) . . ? C5 C6 C7 111.66(16) . . ? C6 C7 C2 111.36(16) . . ? N2 C8 C13 113.34(15) . . ? N2 C8 C9 112.49(14) . . ? C13 C8 C9 112.60(16) . . ? C10 C9 C8 110.14(16) . . ? C11 C10 C9 110.71(18) . . ? C10 C11 C12 110.94(18) . . ? C11 C12 C13 110.40(17) . . ? C8 C13 C12 109.60(16) . . ? N3 C14 C15 109.74(16) . . ? O1 C15 C14 111.31(16) . . ? O1 C16 C17 110.81(16) . . ? N3 C17 C16 111.54(16) . . ? C19 C18 C23 119.15(17) . . ? C19 C18 P 119.73(14) . . ? C23 C18 P 121.12(14) . . ? C18 C19 C20 120.78(19) . . ? C21 C20 C19 119.89(19) . . ? C20 C21 C22 119.90(19) . . ? C21 C22 C23 120.67(19) . . ? C22 C23 C18 119.59(18) . . ? C25 C24 C29 118.98(18) . . ? C25 C24 P 123.64(15) . . ? C29 C24 P 117.07(14) . . ? C24 C25 C26 120.5(2) . . ? C27 C26 C25 119.6(2) . . ? C28 C27 C26 120.53(19) . . ? C27 C28 C29 119.7(2) . . ? C28 C29 C24 120.6(2) . . ? O2 C30 Rh 178.01(18) . . y D1 C31 Cl3 108.4 . . ? D1 C31 Cl2 108.4 . . ? Cl3 C31 Cl2 110.77(11) . . ? D1 C31 Cl4 108.4 . . ? Cl3 C31 Cl4 110.37(12) . . ? Cl2 C31 Cl4 110.35(12) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.779 _refine_diff_density_min -0.410 _refine_diff_density_rms 0.068 #======================================END data_4 _database_code_depnum_ccdc_archive 'CCDC 663533' _audit_creation_method SHELXL-97 _chemical_name_systematic ; N,N'-Dicyclohexyl-N-diphenylphosphino-acetamidine ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H35 N2 P' _chemical_formula_sum 'C26 H35 N2 P' _chemical_formula_weight 406.53 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 Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 19.450(2) _cell_length_b 10.630(1) _cell_length_c 22.218(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4593.6(8) _cell_formula_units_Z 8 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 14782 _cell_measurement_theta_min 1.9 _cell_measurement_theta_max 27.5 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.176 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1760 _exptl_absorpt_coefficient_mu 0.134 _exptl_absorpt_correction_type None _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ;The data collection nominally covered full sphere of reciprocal space, by a combination of 2 runs of 30 images each (scan width 4.0\% \w, 10 min exposure), each run at different \f and \x angles. Cylindrically curved IP, 460 x 256 mm, radius 127.4 cm. Weak diffraction: mean I/\s(I)=2.76. ; _diffrn_ambient_temperature 120(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 'Rigaku IP R-Axis SPIDER diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.00 _diffrn_standards_number 0 _diffrn_reflns_number 36129 _diffrn_reflns_av_R_equivalents 0.1360 _diffrn_reflns_av_sigmaI/netI 0.3704 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 3.38 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4043 _reflns_number_gt 3662 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2007)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2007)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2007)' _computing_structure_solution 'SHELXTL version 6.14 (Bruker, 2003)' _computing_structure_refinement 'SHELXTL version 6.14 (Bruker, 2003)' _computing_molecular_graphics 'SHELXTL version 6.14 (Bruker, 2003)' _computing_publication_material 'SHELXTL version 6.14 (Bruker, 2003)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. The methyl group was refined as a rigid body rotating around the C---C bond, with a common refined U for three H atoms. Other H atoms: riding model. ; _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^)+(0.0241P)^2^+3.3183P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4043 _refine_ls_number_parameters 264 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0885 _refine_ls_R_factor_gt 0.0776 _refine_ls_wR_factor_ref 0.1527 _refine_ls_wR_factor_gt 0.1482 _refine_ls_goodness_of_fit_ref 1.323 _refine_ls_restrained_S_all 1.323 _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 P P 0.61977(4) 0.50070(8) 0.09985(4) 0.0282(2) Uani 1 1 d . . . N1 N 0.66620(12) 0.4995(2) 0.27053(11) 0.0291(6) Uani 1 1 d . . . N2 N 0.61442(12) 0.4907(2) 0.17703(11) 0.0276(6) Uani 1 1 d . . . C1 C 0.65712(14) 0.5512(3) 0.21964(13) 0.0263(7) Uani 1 1 d . . . C2 C 0.70937(15) 0.5610(3) 0.31573(14) 0.0292(7) Uani 1 1 d . . . H2 H 0.7088 0.6538 0.3083 0.035 Uiso 1 1 d R . . C3 C 0.78350(15) 0.5139(3) 0.31059(15) 0.0362(8) Uani 1 1 d . . . H31 H 0.7843 0.4214 0.3156 0.043 Uiso 1 1 d R . . H32 H 0.8015 0.5339 0.2700 0.043 Uiso 1 1 d R . . C4 C 0.82973(16) 0.5744(4) 0.35810(15) 0.0426(9) Uani 1 1 d . . . H41 H 0.8329 0.6661 0.3506 0.051 Uiso 1 1 d R . . H42 H 0.8766 0.5387 0.3551 0.051 Uiso 1 1 d R . . C5 C 0.80145(17) 0.5518(3) 0.42140(15) 0.0399(8) Uani 1 1 d . . . H51 H 0.8034 0.4608 0.4307 0.048 Uiso 1 1 d R . . H52 H 0.8304 0.5966 0.4511 0.048 Uiso 1 1 d R . . C6 C 0.72731(16) 0.5976(3) 0.42676(14) 0.0351(8) Uani 1 1 d . . . H61 H 0.7260 0.6902 0.4220 0.042 Uiso 1 1 d R . . H62 H 0.7093 0.5768 0.4672 0.042 Uiso 1 1 d R . . C7 C 0.68198(16) 0.5361(3) 0.37865(14) 0.0332(7) Uani 1 1 d . . . H71 H 0.6801 0.4443 0.3858 0.040 Uiso 1 1 d R . . H72 H 0.6346 0.5696 0.3819 0.040 Uiso 1 1 d R . . C8 C 0.57329(14) 0.3815(3) 0.19985(14) 0.0268(7) Uani 1 1 d . . . H8 H 0.5654 0.3958 0.2438 0.032 Uiso 1 1 d R . . C9 C 0.61170(14) 0.2568(3) 0.19367(14) 0.0293(7) Uani 1 1 d . . . H91 H 0.6554 0.2611 0.2164 0.035 Uiso 1 1 d R . . H92 H 0.6229 0.2419 0.1508 0.035 Uiso 1 1 d R . . C10 C 0.56818(15) 0.1477(3) 0.21745(15) 0.0342(7) Uani 1 1 d . . . H101 H 0.5621 0.1573 0.2614 0.041 Uiso 1 1 d R . . H102 H 0.5926 0.0674 0.2101 0.041 Uiso 1 1 d R . . C11 C 0.49754(15) 0.1433(3) 0.18717(16) 0.0366(8) Uani 1 1 d . . . H111 H 0.5033 0.1248 0.1438 0.044 Uiso 1 1 d R . . H112 H 0.4698 0.0750 0.2052 0.044 Uiso 1 1 d R . . C12 C 0.46000(15) 0.2682(3) 0.19461(16) 0.0358(8) Uani 1 1 d . . . H121 H 0.4505 0.2830 0.2378 0.043 Uiso 1 1 d R . . H122 H 0.4154 0.2646 0.1732 0.043 Uiso 1 1 d R . . C13 C 0.50280(14) 0.3769(3) 0.16970(15) 0.0325(7) Uani 1 1 d . . . H131 H 0.5087 0.3662 0.1257 0.039 Uiso 1 1 d R . . H132 H 0.4784 0.4573 0.1767 0.039 Uiso 1 1 d R . . C14 C 0.68605(15) 0.6783(3) 0.20099(14) 0.0295(7) Uani 1 1 d . . . H141 H 0.6764 0.7405 0.2325 0.037(5) Uiso 1 1 d R . . H142 H 0.6645 0.7050 0.1632 0.037(5) Uiso 1 1 d R . . H143 H 0.7359 0.6712 0.1953 0.037(5) Uiso 1 1 d R . . C18 C 0.57207(15) 0.6450(3) 0.08163(14) 0.0291(7) Uani 1 1 d . . . C19 C 0.53306(15) 0.7079(3) 0.12473(14) 0.0318(7) Uani 1 1 d . . . H19 H 0.5354 0.6817 0.1656 0.038 Uiso 1 1 d R . . C20 C 0.49088(16) 0.8080(3) 0.10932(15) 0.0360(8) Uani 1 1 d . . . H20 H 0.4645 0.8495 0.1393 0.043 Uiso 1 1 d R . . C21 C 0.48740(18) 0.8471(3) 0.05023(16) 0.0442(9) Uani 1 1 d . . . H21 H 0.4593 0.9168 0.0396 0.053 Uiso 1 1 d R . . C22 C 0.52470(19) 0.7850(4) 0.00657(16) 0.0484(9) Uani 1 1 d . . . H22 H 0.5221 0.8118 -0.0342 0.058 Uiso 1 1 d R . . C23 C 0.56609(18) 0.6837(3) 0.02190(15) 0.0409(8) Uani 1 1 d . . . H23 H 0.5906 0.6400 -0.0086 0.049 Uiso 1 1 d R . . C24 C 0.71031(15) 0.5377(3) 0.08624(13) 0.0281(7) Uani 1 1 d . . . C25 C 0.75845(15) 0.4515(3) 0.10797(14) 0.0313(7) Uani 1 1 d . . . H25 H 0.7432 0.3812 0.1307 0.038 Uiso 1 1 d R . . C26 C 0.82813(16) 0.4667(3) 0.09703(15) 0.0336(7) Uani 1 1 d . . . H26 H 0.8601 0.4076 0.1127 0.040 Uiso 1 1 d R . . C27 C 0.85146(16) 0.5677(3) 0.06324(15) 0.0349(8) Uani 1 1 d . . . H27 H 0.8992 0.5782 0.0557 0.042 Uiso 1 1 d R . . C28 C 0.80435(17) 0.6532(3) 0.04074(15) 0.0357(8) Uani 1 1 d . . . H28 H 0.8199 0.7223 0.0173 0.043 Uiso 1 1 d R . . C29 C 0.73460(16) 0.6387(3) 0.05200(14) 0.0312(7) Uani 1 1 d . . . H29 H 0.7029 0.6982 0.0363 0.037 Uiso 1 1 d 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 P 0.0277(4) 0.0319(4) 0.0250(4) 0.0007(3) -0.0004(3) -0.0004(3) N1 0.0269(13) 0.0326(14) 0.0276(15) -0.0006(12) -0.0023(11) -0.0022(11) N2 0.0256(13) 0.0311(14) 0.0259(14) 0.0017(11) 0.0004(11) -0.0020(10) C1 0.0225(15) 0.0315(16) 0.0248(16) -0.0035(13) 0.0036(12) -0.0003(12) C2 0.0288(16) 0.0320(16) 0.0269(17) 0.0031(13) -0.0028(13) -0.0008(13) C3 0.0321(17) 0.050(2) 0.0267(18) -0.0057(15) 0.0009(14) -0.0011(15) C4 0.0276(17) 0.062(2) 0.038(2) -0.0069(17) -0.0050(15) 0.0017(16) C5 0.0390(19) 0.049(2) 0.0316(19) -0.0060(16) -0.0093(15) 0.0024(16) C6 0.0379(18) 0.0420(19) 0.0253(17) -0.0004(14) 0.0006(14) -0.0002(15) C7 0.0294(17) 0.0396(18) 0.0305(18) -0.0011(15) -0.0002(14) 0.0010(13) C8 0.0242(15) 0.0290(15) 0.0273(17) 0.0021(13) 0.0040(13) -0.0010(12) C9 0.0246(15) 0.0326(17) 0.0307(18) -0.0002(14) 0.0017(13) 0.0019(12) C10 0.0333(17) 0.0334(17) 0.0360(19) 0.0057(14) 0.0045(15) -0.0016(14) C11 0.0343(18) 0.0357(18) 0.040(2) 0.0037(15) 0.0026(15) -0.0057(14) C12 0.0272(16) 0.0395(18) 0.041(2) 0.0043(15) -0.0008(14) -0.0054(14) C13 0.0260(16) 0.0330(17) 0.039(2) 0.0050(14) -0.0026(14) -0.0027(13) C14 0.0314(17) 0.0324(16) 0.0247(17) -0.0011(13) -0.0007(13) -0.0032(13) C18 0.0266(16) 0.0333(17) 0.0274(17) 0.0015(14) -0.0022(13) 0.0008(13) C19 0.0287(16) 0.0382(18) 0.0284(18) 0.0009(14) -0.0024(13) -0.0020(13) C20 0.0296(17) 0.0402(19) 0.038(2) -0.0037(15) -0.0017(15) 0.0036(14) C21 0.047(2) 0.044(2) 0.042(2) 0.0011(17) -0.0088(17) 0.0109(16) C22 0.057(2) 0.061(2) 0.0278(19) 0.0080(17) -0.0062(17) 0.0137(19) C23 0.045(2) 0.047(2) 0.0301(19) 0.0029(16) -0.0025(15) 0.0102(16) C24 0.0297(16) 0.0323(16) 0.0224(16) -0.0011(13) 0.0017(13) -0.0013(13) C25 0.0317(17) 0.0324(17) 0.0299(17) 0.0003(14) 0.0022(14) -0.0007(13) C26 0.0302(17) 0.0350(17) 0.0357(19) -0.0023(14) -0.0013(14) 0.0040(13) C27 0.0302(17) 0.0410(19) 0.0336(19) -0.0069(15) 0.0067(14) -0.0077(14) C28 0.0408(19) 0.0369(18) 0.0292(18) 0.0006(14) 0.0061(15) -0.0060(15) C29 0.0359(17) 0.0328(17) 0.0250(17) 0.0016(14) 0.0009(14) 0.0017(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 P N2 1.721(3) . ? P C24 1.829(3) . ? P C18 1.837(3) . ? N1 C1 1.270(4) . ? N1 C2 1.463(4) . ? N2 C1 1.414(4) . ? N2 C8 1.498(4) . ? C1 C14 1.520(4) . ? C2 C7 1.519(4) . ? C2 C3 1.531(4) . ? C2 H2 1.0000 . ? C3 C4 1.529(4) . ? C3 H31 0.9900 . ? C3 H32 0.9899 . ? C4 C5 1.529(5) . ? C4 H41 0.9901 . ? C4 H42 0.9900 . ? C5 C6 1.527(4) . ? C5 H51 0.9900 . ? C5 H52 0.9901 . ? C6 C7 1.532(4) . ? C6 H61 0.9900 . ? C6 H62 0.9899 . ? C7 H71 0.9900 . ? C7 H72 0.9899 . ? C8 C13 1.527(4) . ? C8 C9 1.528(4) . ? C8 H8 1.0000 . ? C9 C10 1.530(4) . ? C9 H91 0.9901 . ? C9 H92 0.9901 . ? C10 C11 1.530(4) . ? C10 H101 0.9900 . ? C10 H102 0.9900 . ? C11 C12 1.524(4) . ? C11 H111 0.9901 . ? C11 H112 0.9900 . ? C12 C13 1.528(4) . ? C12 H121 0.9899 . ? C12 H122 0.9901 . ? C13 H131 0.9900 . ? C13 H132 0.9900 . ? C14 H141 0.9801 . ? C14 H142 0.9798 . ? C14 H143 0.9800 . ? C18 C19 1.393(4) . ? C18 C23 1.394(4) . ? C19 C20 1.387(4) . ? C19 H19 0.9501 . ? C20 C21 1.379(5) . ? C20 H20 0.9501 . ? C21 C22 1.380(5) . ? C21 H21 0.9499 . ? C22 C23 1.387(5) . ? C22 H22 0.9499 . ? C23 H23 0.9501 . ? C24 C25 1.396(4) . ? C24 C29 1.397(4) . ? C25 C26 1.386(4) . ? C25 H25 0.9500 . ? C26 C27 1.387(4) . ? C26 H26 0.9500 . ? C27 C28 1.384(5) . ? C27 H27 0.9499 . ? C28 C29 1.388(4) . ? C28 H28 0.9499 . ? C29 H29 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 N2 P C24 103.66(13) . . ? N2 P C18 103.91(13) . . ? C24 P C18 105.67(14) . . ? C1 N1 C2 119.8(2) . . ? C1 N2 C8 116.1(2) . . ? C1 N2 P 127.1(2) . . ? C8 N2 P 114.66(19) . . ? N1 C1 N2 118.7(3) . . ? N1 C1 C14 125.2(3) . . ? N2 C1 C14 116.0(3) . . ? N1 C2 C7 110.6(2) . . ? N1 C2 C3 110.1(2) . . ? C7 C2 C3 110.0(2) . . ? N1 C2 H2 108.7 . . ? C7 C2 H2 108.7 . . ? C3 C2 H2 108.7 . . ? C4 C3 C2 111.4(3) . . ? C4 C3 H31 109.4 . . ? C2 C3 H31 109.4 . . ? C4 C3 H32 109.3 . . ? C2 C3 H32 109.3 . . ? H31 C3 H32 108.0 . . ? C3 C4 C5 110.9(3) . . ? C3 C4 H41 109.5 . . ? C5 C4 H41 109.4 . . ? C3 C4 H42 109.5 . . ? C5 C4 H42 109.5 . . ? H41 C4 H42 108.0 . . ? C6 C5 C4 111.2(3) . . ? C6 C5 H51 109.4 . . ? C4 C5 H51 109.4 . . ? C6 C5 H52 109.4 . . ? C4 C5 H52 109.4 . . ? H51 C5 H52 108.0 . . ? C5 C6 C7 110.7(3) . . ? C5 C6 H61 109.5 . . ? C7 C6 H61 109.5 . . ? C5 C6 H62 109.5 . . ? C7 C6 H62 109.5 . . ? H61 C6 H62 108.1 . . ? C2 C7 C6 111.5(3) . . ? C2 C7 H71 109.4 . . ? C6 C7 H71 109.3 . . ? C2 C7 H72 109.3 . . ? C6 C7 H72 109.3 . . ? H71 C7 H72 108.0 . . ? N2 C8 C13 110.8(2) . . ? N2 C8 C9 112.4(2) . . ? C13 C8 C9 111.8(2) . . ? N2 C8 H8 107.2 . . ? C13 C8 H8 107.1 . . ? C9 C8 H8 107.1 . . ? C8 C9 C10 110.9(2) . . ? C8 C9 H91 109.5 . . ? C10 C9 H91 109.5 . . ? C8 C9 H92 109.4 . . ? C10 C9 H92 109.4 . . ? H91 C9 H92 108.0 . . ? C9 C10 C11 111.6(3) . . ? C9 C10 H101 109.2 . . ? C11 C10 H101 109.2 . . ? C9 C10 H102 109.4 . . ? C11 C10 H102 109.4 . . ? H101 C10 H102 108.0 . . ? C12 C11 C10 110.9(3) . . ? C12 C11 H111 109.5 . . ? C10 C11 H111 109.4 . . ? C12 C11 H112 109.5 . . ? C10 C11 H112 109.5 . . ? H111 C11 H112 108.1 . . ? C11 C12 C13 111.0(3) . . ? C11 C12 H121 109.4 . . ? C13 C12 H121 109.4 . . ? C11 C12 H122 109.5 . . ? C13 C12 H122 109.4 . . ? H121 C12 H122 108.0 . . ? C8 C13 C12 110.8(2) . . ? C8 C13 H131 109.4 . . ? C12 C13 H131 109.5 . . ? C8 C13 H132 109.5 . . ? C12 C13 H132 109.5 . . ? H131 C13 H132 108.1 . . ? C1 C14 H141 109.5 . . ? C1 C14 H142 109.4 . . ? H141 C14 H142 109.5 . . ? C1 C14 H143 109.5 . . ? H141 C14 H143 109.5 . . ? H142 C14 H143 109.5 . . ? C19 C18 C23 117.8(3) . . ? C19 C18 P 121.6(2) . . ? C23 C18 P 119.9(2) . . ? C20 C19 C18 121.4(3) . . ? C20 C19 H19 119.3 . . ? C18 C19 H19 119.3 . . ? C21 C20 C19 119.7(3) . . ? C21 C20 H20 120.1 . . ? C19 C20 H20 120.2 . . ? C20 C21 C22 119.9(3) . . ? C20 C21 H21 120.0 . . ? C22 C21 H21 120.0 . . ? C21 C22 C23 120.3(3) . . ? C21 C22 H22 119.9 . . ? C23 C22 H22 119.8 . . ? C22 C23 C18 120.8(3) . . ? C22 C23 H23 119.7 . . ? C18 C23 H23 119.6 . . ? C25 C24 C29 117.7(3) . . ? C25 C24 P 116.6(2) . . ? C29 C24 P 125.5(2) . . ? C26 C25 C24 121.2(3) . . ? C26 C25 H25 119.4 . . ? C24 C25 H25 119.4 . . ? C25 C26 C27 120.3(3) . . ? C25 C26 H26 119.9 . . ? C27 C26 H26 119.8 . . ? C28 C27 C26 119.2(3) . . ? C28 C27 H27 120.4 . . ? C26 C27 H27 120.4 . . ? C27 C28 C29 120.6(3) . . ? C27 C28 H28 119.7 . . ? C29 C28 H28 119.7 . . ? C28 C29 C24 120.9(3) . . ? C28 C29 H29 119.6 . . ? C24 C29 H29 119.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C24 P N2 C1 26.3(3) . . . . ? C18 P N2 C1 -84.0(3) . . . . ? C24 P N2 C8 -136.26(19) . . . . ? C18 P N2 C8 113.5(2) . . . . ? C2 N1 C1 N2 -179.1(2) . . . . ? C2 N1 C1 C14 -2.2(4) . . . . ? C8 N2 C1 N1 10.7(4) . . . . ? P N2 C1 N1 -151.6(2) . . . . ? C8 N2 C1 C14 -166.6(2) . . . . ? P N2 C1 C14 31.1(4) . . . . ? C1 N1 C2 C7 145.7(3) . . . . ? C1 N1 C2 C3 -92.5(3) . . . . ? N1 C2 C3 C4 -178.8(3) . . . . ? C7 C2 C3 C4 -56.7(4) . . . . ? C2 C3 C4 C5 56.0(4) . . . . ? C3 C4 C5 C6 -55.2(4) . . . . ? C4 C5 C6 C7 55.4(4) . . . . ? N1 C2 C7 C6 178.8(2) . . . . ? C3 C2 C7 C6 57.0(3) . . . . ? C5 C6 C7 C2 -56.8(4) . . . . ? C1 N2 C8 C13 144.0(3) . . . . ? P N2 C8 C13 -51.5(3) . . . . ? C1 N2 C8 C9 -90.0(3) . . . . ? P N2 C8 C9 74.5(3) . . . . ? N2 C8 C9 C10 179.9(3) . . . . ? C13 C8 C9 C10 -54.6(3) . . . . ? C8 C9 C10 C11 54.5(4) . . . . ? C9 C10 C11 C12 -55.8(4) . . . . ? C10 C11 C12 C13 56.6(4) . . . . ? N2 C8 C13 C12 -178.0(2) . . . . ? C9 C8 C13 C12 55.7(3) . . . . ? C11 C12 C13 C8 -56.5(4) . . . . ? N2 P C18 C19 -9.8(3) . . . . ? C24 P C18 C19 -118.6(3) . . . . ? N2 P C18 C23 179.6(3) . . . . ? C24 P C18 C23 70.8(3) . . . . ? P C18 C19 C20 -172.4(2) . . . . ? P C18 C23 C22 173.5(3) . . . . ? N2 P C24 C25 58.8(3) . . . . ? C18 P C24 C25 167.8(2) . . . . ? N2 P C24 C29 -126.7(3) . . . . ? C18 P C24 C29 -17.7(3) . . . . ? P C24 C25 C26 176.2(2) . . . . ? P C24 C29 C28 -175.2(2) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.255 _refine_diff_density_min -0.242 _refine_diff_density_rms 0.047 #=====================================END data_15 _database_code_depnum_ccdc_archive 'CCDC 663534' _audit_creation_method SHELXL-97 _chemical_name_systematic ;N,N'-Dicyclohexyl-N-diphenylphosphino-acetamidine palladium dichloride ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H35 Cl2 N2 P Pd,C D Cl3' _chemical_formula_sum 'C27 H35 Cl5 D N2 P Pd' _chemical_formula_weight 704.20 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' D D 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.0573(5) _cell_length_b 22.9880(17) _cell_length_c 16.8757(10) _cell_angle_alpha 90.00 _cell_angle_beta 98.13(1) _cell_angle_gamma 90.00 _cell_volume 3094.3(4) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 7104 _cell_measurement_theta_min 2.44 _cell_measurement_theta_max 34.61 _exptl_crystal_description trapetzoid _exptl_crystal_colour yellow _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.512 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1432 _exptl_absorpt_coefficient_mu 1.103 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.7482 _exptl_absorpt_correction_T_max 0.8826 _exptl_absorpt_process_details 'XPREP 6.14 (Bruker, 2003)' loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0.00 0.00 1.00 0.1000 0.00 0.00 -1.00 0.1000 0.00 -1.00 0.00 0.0600 0.00 1.00 0.00 0.0600 -1.00 -1.00 -1.00 0.1250 1.00 0.00 -1.00 0.1250 _exptl_special_details ;The data collection nominally covered full sphere of reciprocal space, by a combination of 3 runs of narrow-frame \w-scans (scan width 0.3\% \w, 5 s exposure), every run at a different \f angle. Crystal to detector distance 4.84 cm. ; _diffrn_ambient_temperature 120(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 'Bruker SMART 6K CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 5.6 _diffrn_standards_number 0 _diffrn_reflns_number 53693 _diffrn_reflns_av_R_equivalents 0.0552 _diffrn_reflns_av_sigmaI/netI 0.0417 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -36 _diffrn_reflns_limit_k_max 35 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.51 _diffrn_reflns_theta_max 34.98 _reflns_number_total 13064 _reflns_number_gt 10165 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART version 5.625 (Bruker, 2001)' _computing_cell_refinement 'SAINT version 6.45A (Bruker, 2003)' _computing_data_reduction 'SAINT version 6.45A (Bruker, 2003)' _computing_structure_solution 'SHELXTL version 6.14 (Bruker, 2003)' _computing_structure_refinement 'SHELXTL version 6.14 (Bruker, 2003)' _computing_molecular_graphics 'SHELXTL version 6.14 (Bruker, 2003)' _computing_publication_material 'SHELXTL version 6.14 (Bruker, 2003)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. The methyl group was refined as rigid body rotating around the C---C bond, with a common refined U for three H atoms. D(1) - refall, other H atoms: riding model. ; _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^)+(0.0411P)^2^+2.5137P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 13064 _refine_ls_number_parameters 331 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0493 _refine_ls_R_factor_gt 0.0337 _refine_ls_wR_factor_ref 0.0835 _refine_ls_wR_factor_gt 0.0773 _refine_ls_goodness_of_fit_ref 0.893 _refine_ls_restrained_S_all 0.893 _refine_ls_shift/su_max 0.004 _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 Pd Pd 0.578333(14) 0.725541(5) 0.284379(7) 0.01585(3) Uani 1 1 d . . . Cl1 Cl 0.68596(5) 0.633605(17) 0.24912(2) 0.02286(8) Uani 1 1 d . . . Cl2 Cl 0.49765(5) 0.743062(19) 0.14895(2) 0.02322(8) Uani 1 1 d . . . P P 0.45824(5) 0.806949(17) 0.30678(2) 0.01539(7) Uani 1 1 d . . . N1 N 0.62563(18) 0.72425(6) 0.40833(8) 0.0199(2) Uani 1 1 d . . . N2 N 0.46269(18) 0.80705(6) 0.40847(8) 0.0190(2) Uani 1 1 d . . . C1 C 0.5502(2) 0.76168(7) 0.44878(9) 0.0210(3) Uani 1 1 d . . . C2 C 0.7429(2) 0.68192(7) 0.45328(10) 0.0214(3) Uani 1 1 d . . . H2 H 0.7599 0.6942 0.5107 0.026 Uiso 1 1 calc R . . C3 C 0.9132(2) 0.68503(8) 0.42353(11) 0.0248(3) Uani 1 1 d . . . H31 H 0.9607 0.7246 0.4330 0.030 Uiso 1 1 calc R . . H32 H 0.8988 0.6775 0.3652 0.030 Uiso 1 1 calc R . . C4 C 1.0342(2) 0.64029(9) 0.46677(12) 0.0296(4) Uani 1 1 d . . . H41 H 1.1416 0.6413 0.4446 0.036 Uiso 1 1 calc R . . H42 H 1.0575 0.6501 0.5244 0.036 Uiso 1 1 calc R . . C5 C 0.9588(3) 0.57938(8) 0.45665(12) 0.0327(4) Uani 1 1 d . . . H51 H 0.9410 0.5690 0.3992 0.039 Uiso 1 1 calc R . . H52 H 1.0382 0.5509 0.4851 0.039 Uiso 1 1 calc R . . C6 C 0.7923(3) 0.57600(8) 0.48955(12) 0.0307(4) Uani 1 1 d . . . H61 H 0.8117 0.5830 0.5480 0.037 Uiso 1 1 calc R . . H62 H 0.7446 0.5365 0.4803 0.037 Uiso 1 1 calc R . . C7 C 0.6668(2) 0.62097(7) 0.44940(11) 0.0253(3) Uani 1 1 d . . . H71 H 0.6323 0.6100 0.3927 0.030 Uiso 1 1 calc R . . H72 H 0.5655 0.6210 0.4765 0.030 Uiso 1 1 calc R . . C8 C 0.3595(2) 0.85229(7) 0.44272(9) 0.0204(3) Uani 1 1 d . . . H8 H 0.3290 0.8805 0.3979 0.025 Uiso 1 1 calc R . . C9 C 0.1912(2) 0.82964(8) 0.46180(11) 0.0267(3) Uani 1 1 d . . . H91 H 0.2090 0.8050 0.5104 0.032 Uiso 1 1 calc R . . H92 H 0.1364 0.8057 0.4168 0.032 Uiso 1 1 calc R . . C10 C 0.0797(2) 0.88148(10) 0.47539(12) 0.0342(4) Uani 1 1 d . . . H101 H 0.0528 0.9035 0.4248 0.041 Uiso 1 1 calc R . . H102 H -0.0270 0.8671 0.4909 0.041 Uiso 1 1 calc R . . C11 C 0.1639(3) 0.92203(10) 0.54034(12) 0.0350(4) Uani 1 1 d . . . H111 H 0.1743 0.9019 0.5927 0.042 Uiso 1 1 calc R . . H112 H 0.0926 0.9568 0.5434 0.042 Uiso 1 1 calc R . . C12 C 0.3376(3) 0.94121(9) 0.52431(12) 0.0314(4) Uani 1 1 d . . . H121 H 0.3917 0.9644 0.5703 0.038 Uiso 1 1 calc R . . H122 H 0.3258 0.9664 0.4763 0.038 Uiso 1 1 calc R . . C13 C 0.4491(2) 0.88935(8) 0.51136(11) 0.0269(3) Uani 1 1 d . . . H131 H 0.4707 0.8658 0.5609 0.032 Uiso 1 1 calc R . . H132 H 0.5581 0.9032 0.4978 0.032 Uiso 1 1 calc R . . C14 C 0.5515(3) 0.75764(9) 0.53772(10) 0.0304(4) Uani 1 1 d . . . H141 H 0.5494 0.7167 0.5535 0.036(4) Uiso 1 1 calc R . . H142 H 0.4527 0.7775 0.5525 0.036(4) Uiso 1 1 calc R . . H143 H 0.6533 0.7761 0.5652 0.036(4) Uiso 1 1 calc R . . C18 C 0.24032(19) 0.81137(7) 0.26395(9) 0.0171(3) Uani 1 1 d . . . C19 C 0.1489(2) 0.75937(8) 0.25650(10) 0.0212(3) Uani 1 1 d . . . H19 H 0.2023 0.7237 0.2731 0.025 Uiso 1 1 calc R . . C20 C -0.0198(2) 0.75995(8) 0.22485(10) 0.0241(3) Uani 1 1 d . . . H20 H -0.0824 0.7248 0.2207 0.029 Uiso 1 1 calc R . . C21 C -0.0967(2) 0.81211(9) 0.19930(11) 0.0262(3) Uani 1 1 d . . . H21 H -0.2115 0.8124 0.1766 0.031 Uiso 1 1 calc R . . C22 C -0.0071(2) 0.86360(8) 0.20672(11) 0.0271(3) Uani 1 1 d . . . H22 H -0.0606 0.8991 0.1892 0.033 Uiso 1 1 calc R . . C23 C 0.1612(2) 0.86360(7) 0.23970(10) 0.0225(3) Uani 1 1 d . . . H23 H 0.2220 0.8991 0.2457 0.027 Uiso 1 1 calc R . . C24 C 0.55656(19) 0.87364(6) 0.28218(9) 0.0172(3) Uani 1 1 d . . . C25 C 0.6703(2) 0.90240(8) 0.33880(10) 0.0230(3) Uani 1 1 d . . . H25 H 0.6981 0.8867 0.3911 0.028 Uiso 1 1 calc R . . C26 C 0.7431(2) 0.95418(8) 0.31836(12) 0.0289(4) Uani 1 1 d . . . H26 H 0.8196 0.9740 0.3571 0.035 Uiso 1 1 calc R . . C27 C 0.7049(2) 0.97706(8) 0.24211(13) 0.0298(4) Uani 1 1 d . . . H27 H 0.7524 1.0131 0.2292 0.036 Uiso 1 1 calc R . . C28 C 0.5970(2) 0.94726(8) 0.18453(12) 0.0286(4) Uani 1 1 d . . . H28 H 0.5733 0.9623 0.1317 0.034 Uiso 1 1 calc R . . C29 C 0.5236(2) 0.89549(7) 0.20398(10) 0.0224(3) Uani 1 1 d . . . H29 H 0.4511 0.8749 0.1643 0.027 Uiso 1 1 calc R . . Cl3 Cl 0.10298(7) 0.59822(2) 0.24616(3) 0.03694(11) Uani 1 1 d . . . Cl4 Cl 0.34210(8) 0.52214(3) 0.33972(4) 0.04498(13) Uani 1 1 d . . . Cl5 Cl 0.30529(9) 0.51925(3) 0.16718(4) 0.05023(15) Uani 1 1 d . . . C15 C 0.2996(3) 0.56424(9) 0.25156(13) 0.0324(4) Uani 1 1 d . . . D1 H 0.377(3) 0.5927(11) 0.2490(14) 0.036(7) Uiso 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 Pd 0.01641(5) 0.01331(5) 0.01720(5) -0.00038(4) 0.00021(4) 0.00018(4) Cl1 0.02535(18) 0.01640(16) 0.02644(18) -0.00267(13) 0.00230(14) 0.00306(13) Cl2 0.02394(18) 0.02708(18) 0.01773(16) -0.00111(13) -0.00027(13) 0.00248(14) P 0.01631(16) 0.01391(15) 0.01538(16) 0.00013(12) 0.00024(12) 0.00024(12) N1 0.0225(6) 0.0189(6) 0.0175(6) 0.0030(5) 0.0002(5) 0.0024(5) N2 0.0238(6) 0.0177(6) 0.0153(5) -0.0002(4) 0.0014(5) 0.0036(5) C1 0.0239(7) 0.0205(7) 0.0175(6) 0.0022(5) -0.0009(5) 0.0002(6) C2 0.0254(7) 0.0172(7) 0.0196(7) 0.0022(5) -0.0039(6) 0.0015(6) C3 0.0226(7) 0.0200(7) 0.0300(8) 0.0015(6) -0.0030(6) -0.0004(6) C4 0.0269(8) 0.0293(9) 0.0299(9) -0.0006(7) -0.0054(7) 0.0069(7) C5 0.0426(11) 0.0219(8) 0.0323(9) 0.0023(7) 0.0003(8) 0.0107(8) C6 0.0428(11) 0.0193(8) 0.0286(9) 0.0066(6) -0.0005(8) 0.0035(7) C7 0.0306(8) 0.0188(7) 0.0249(8) 0.0043(6) -0.0012(6) -0.0028(6) C8 0.0216(7) 0.0206(7) 0.0188(7) -0.0025(5) 0.0019(5) 0.0014(6) C9 0.0258(8) 0.0307(9) 0.0244(8) -0.0022(6) 0.0061(6) -0.0028(7) C10 0.0251(9) 0.0488(12) 0.0294(9) -0.0080(8) 0.0057(7) 0.0043(8) C11 0.0334(10) 0.0446(12) 0.0275(9) -0.0092(8) 0.0056(7) 0.0104(9) C12 0.0387(10) 0.0290(9) 0.0264(8) -0.0079(7) 0.0039(7) 0.0046(8) C13 0.0268(8) 0.0299(9) 0.0236(8) -0.0085(6) 0.0016(6) 0.0012(7) C14 0.0400(10) 0.0334(9) 0.0174(7) 0.0040(6) 0.0028(7) 0.0108(8) C18 0.0161(6) 0.0189(6) 0.0161(6) -0.0009(5) 0.0014(5) 0.0000(5) C19 0.0203(7) 0.0213(7) 0.0219(7) 0.0014(5) 0.0027(5) -0.0023(6) C20 0.0187(7) 0.0306(8) 0.0236(7) -0.0033(6) 0.0053(6) -0.0059(6) C21 0.0168(7) 0.0370(10) 0.0250(8) -0.0051(7) 0.0040(6) 0.0017(6) C22 0.0202(7) 0.0291(9) 0.0312(9) -0.0025(7) 0.0008(6) 0.0069(6) C23 0.0208(7) 0.0198(7) 0.0262(8) -0.0020(6) 0.0010(6) 0.0035(6) C24 0.0174(6) 0.0138(6) 0.0203(6) -0.0007(5) 0.0024(5) 0.0001(5) C25 0.0200(7) 0.0237(8) 0.0251(8) -0.0071(6) 0.0023(6) -0.0035(6) C26 0.0237(8) 0.0236(8) 0.0402(10) -0.0125(7) 0.0073(7) -0.0076(6) C27 0.0263(8) 0.0161(7) 0.0484(11) -0.0002(7) 0.0103(8) -0.0020(6) C28 0.0280(8) 0.0201(8) 0.0378(10) 0.0087(7) 0.0049(7) -0.0006(6) C29 0.0236(7) 0.0180(7) 0.0247(7) 0.0037(6) 0.0001(6) -0.0016(6) Cl3 0.0349(2) 0.0278(2) 0.0497(3) -0.00237(19) 0.0112(2) 0.00262(18) Cl4 0.0439(3) 0.0404(3) 0.0471(3) 0.0017(2) -0.0061(2) -0.0045(2) Cl5 0.0523(3) 0.0513(3) 0.0485(3) -0.0171(3) 0.0120(3) 0.0080(3) C15 0.0287(9) 0.0289(9) 0.0400(10) -0.0057(8) 0.0059(8) -0.0058(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 Pd N1 2.0727(14) . ? Pd P 2.1644(4) . ? Pd Cl2 2.3212(4) . ? Pd Cl1 2.3913(4) . ? P N2 1.7115(14) . ? P C24 1.8009(16) . ? P C18 1.8046(16) . ? N1 C1 1.301(2) . ? N1 C2 1.487(2) . ? N2 C1 1.383(2) . ? N2 C8 1.498(2) . ? C1 C14 1.502(2) . ? C2 C7 1.527(2) . ? C2 C3 1.528(3) . ? C2 H2 1.0000 . ? C3 C4 1.530(2) . ? C3 H31 0.9900 . ? C3 H32 0.9900 . ? C4 C5 1.526(3) . ? C4 H41 0.9900 . ? C4 H42 0.9900 . ? C5 C6 1.524(3) . ? C5 H51 0.9900 . ? C5 H52 0.9900 . ? C6 C7 1.535(2) . ? C6 H61 0.9900 . ? C6 H62 0.9900 . ? C7 H71 0.9900 . ? C7 H72 0.9900 . ? C8 C9 1.529(2) . ? C8 C13 1.534(2) . ? C8 H8 1.0000 . ? C9 C10 1.529(3) . ? C9 H91 0.9900 . ? C9 H92 0.9900 . ? C10 C11 1.523(3) . ? C10 H101 0.9900 . ? C10 H102 0.9900 . ? C11 C12 1.527(3) . ? C11 H111 0.9900 . ? C11 H112 0.9900 . ? C12 C13 1.527(3) . ? C12 H121 0.9900 . ? C12 H122 0.9900 . ? C13 H131 0.9900 . ? C13 H132 0.9900 . ? C14 H141 0.9800 . ? C14 H142 0.9800 . ? C14 H143 0.9800 . ? C18 C23 1.394(2) . ? C18 C19 1.400(2) . ? C19 C20 1.388(2) . ? C19 H19 0.9500 . ? C20 C21 1.390(3) . ? C20 H20 0.9500 . ? C21 C22 1.383(3) . ? C21 H21 0.9500 . ? C22 C23 1.391(2) . ? C22 H22 0.9500 . ? C23 H23 0.9500 . ? C24 C25 1.394(2) . ? C24 C29 1.402(2) . ? C25 C26 1.392(3) . ? C25 H25 0.9500 . ? C26 C27 1.384(3) . ? C26 H26 0.9500 . ? C27 C28 1.389(3) . ? C27 H27 0.9500 . ? C28 C29 1.389(2) . ? C28 H28 0.9500 . ? C29 H29 0.9500 . ? Cl3 C15 1.757(2) . ? Cl4 C15 1.767(2) . ? Cl5 C15 1.766(2) . ? C15 D1 0.91(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 Pd P 81.90(4) . . ? N1 Pd Cl2 169.13(4) . . ? P Pd Cl2 87.251(16) . . ? N1 Pd Cl1 102.54(4) . . ? P Pd Cl1 173.927(15) . . ? Cl2 Pd Cl1 88.241(15) . . ? N2 P C24 106.41(7) . . ? N2 P C18 106.43(7) . . ? C24 P C18 107.13(7) . . ? N2 P Pd 103.28(5) . . ? C24 P Pd 118.27(5) . . ? C18 P Pd 114.36(5) . . ? C1 N1 C2 118.38(14) . . ? C1 N1 Pd 119.16(11) . . ? C2 N1 Pd 122.47(10) . . ? C1 N2 C8 127.32(13) . . ? C1 N2 P 115.42(11) . . ? C8 N2 P 116.99(10) . . ? N1 C1 N2 118.96(14) . . ? N1 C1 C14 123.05(15) . . ? N2 C1 C14 117.99(15) . . ? N1 C2 C7 110.85(13) . . ? N1 C2 C3 109.70(13) . . ? C7 C2 C3 113.76(14) . . ? N1 C2 H2 107.4 . . ? C7 C2 H2 107.4 . . ? C3 C2 H2 107.4 . . ? C2 C3 C4 110.69(15) . . ? C2 C3 H31 109.5 . . ? C4 C3 H31 109.5 . . ? C2 C3 H32 109.5 . . ? C4 C3 H32 109.5 . . ? H31 C3 H32 108.1 . . ? C5 C4 C3 110.27(15) . . ? C5 C4 H41 109.6 . . ? C3 C4 H41 109.6 . . ? C5 C4 H42 109.6 . . ? C3 C4 H42 109.6 . . ? H41 C4 H42 108.1 . . ? C6 C5 C4 111.28(16) . . ? C6 C5 H51 109.4 . . ? C4 C5 H51 109.4 . . ? C6 C5 H52 109.4 . . ? C4 C5 H52 109.4 . . ? H51 C5 H52 108.0 . . ? C5 C6 C7 111.33(15) . . ? C5 C6 H61 109.4 . . ? C7 C6 H61 109.4 . . ? C5 C6 H62 109.4 . . ? C7 C6 H62 109.4 . . ? H61 C6 H62 108.0 . . ? C2 C7 C6 111.29(15) . . ? C2 C7 H71 109.4 . . ? C6 C7 H71 109.4 . . ? C2 C7 H72 109.4 . . ? C6 C7 H72 109.4 . . ? H71 C7 H72 108.0 . . ? N2 C8 C9 113.71(14) . . ? N2 C8 C13 116.71(13) . . ? C9 C8 C13 111.53(14) . . ? N2 C8 H8 104.5 . . ? C9 C8 H8 104.5 . . ? C13 C8 H8 104.5 . . ? C8 C9 C10 108.90(16) . . ? C8 C9 H91 109.9 . . ? C10 C9 H91 109.9 . . ? C8 C9 H92 109.9 . . ? C10 C9 H92 109.9 . . ? H91 C9 H92 108.3 . . ? C11 C10 C9 111.92(16) . . ? C11 C10 H101 109.2 . . ? C9 C10 H101 109.2 . . ? C11 C10 H102 109.2 . . ? C9 C10 H102 109.2 . . ? H101 C10 H102 107.9 . . ? C10 C11 C12 112.05(16) . . ? C10 C11 H111 109.2 . . ? C12 C11 H111 109.2 . . ? C10 C11 H112 109.2 . . ? C12 C11 H112 109.2 . . ? H111 C11 H112 107.9 . . ? C11 C12 C13 111.87(17) . . ? C11 C12 H121 109.2 . . ? C13 C12 H121 109.2 . . ? C11 C12 H122 109.2 . . ? C13 C12 H122 109.2 . . ? H121 C12 H122 107.9 . . ? C12 C13 C8 108.53(15) . . ? C12 C13 H131 110.0 . . ? C8 C13 H131 110.0 . . ? C12 C13 H132 110.0 . . ? C8 C13 H132 110.0 . . ? H131 C13 H132 108.4 . . ? C1 C14 H141 109.5 . . ? C1 C14 H142 109.5 . . ? H141 C14 H142 109.5 . . ? C1 C14 H143 109.5 . . ? H141 C14 H143 109.5 . . ? H142 C14 H143 109.5 . . ? C23 C18 C19 119.74(15) . . ? C23 C18 P 123.02(12) . . ? C19 C18 P 117.23(12) . . ? C20 C19 C18 120.01(16) . . ? C20 C19 H19 120.0 . . ? C18 C19 H19 120.0 . . ? C19 C20 C21 119.80(16) . . ? C19 C20 H20 120.1 . . ? C21 C20 H20 120.1 . . ? C22 C21 C20 120.40(16) . . ? C22 C21 H21 119.8 . . ? C20 C21 H21 119.8 . . ? C21 C22 C23 120.21(17) . . ? C21 C22 H22 119.9 . . ? C23 C22 H22 119.9 . . ? C22 C23 C18 119.81(16) . . ? C22 C23 H23 120.1 . . ? C18 C23 H23 120.1 . . ? C25 C24 C29 119.61(15) . . ? C25 C24 P 120.92(12) . . ? C29 C24 P 119.41(12) . . ? C26 C25 C24 119.67(17) . . ? C26 C25 H25 120.2 . . ? C24 C25 H25 120.2 . . ? C27 C26 C25 120.64(17) . . ? C27 C26 H26 119.7 . . ? C25 C26 H26 119.7 . . ? C26 C27 C28 119.84(16) . . ? C26 C27 H27 120.1 . . ? C28 C27 H27 120.1 . . ? C29 C28 C27 120.17(17) . . ? C29 C28 H28 119.9 . . ? C27 C28 H28 119.9 . . ? C28 C29 C24 119.95(16) . . ? C28 C29 H29 120.0 . . ? C24 C29 H29 120.0 . . ? Cl3 C15 Cl5 110.16(12) . . ? Cl3 C15 Cl4 110.66(12) . . ? Cl5 C15 Cl4 109.53(12) . . ? Cl3 C15 D1 107.2(16) . . ? Cl5 C15 D1 106.7(16) . . ? Cl4 C15 D1 112.5(16) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Pd P N2 -7.91(7) . . . . ? Cl2 Pd P N2 171.46(5) . . . . ? N1 Pd P C24 109.25(7) . . . . ? Cl2 Pd P C24 -71.38(6) . . . . ? N1 Pd P C18 -123.11(7) . . . . ? Cl2 Pd P C18 56.25(6) . . . . ? P Pd N1 C1 11.17(12) . . . . ? Cl1 Pd N1 C1 -164.61(12) . . . . ? P Pd N1 C2 -168.93(12) . . . . ? Cl1 Pd N1 C2 15.29(13) . . . . ? C24 P N2 C1 -119.29(12) . . . . ? C18 P N2 C1 126.70(12) . . . . ? Pd P N2 C1 5.94(13) . . . . ? C24 P N2 C8 66.25(13) . . . . ? C18 P N2 C8 -47.76(13) . . . . ? Pd P N2 C8 -168.52(10) . . . . ? C2 N1 C1 N2 169.60(14) . . . . ? Pd N1 C1 N2 -10.5(2) . . . . ? C2 N1 C1 C14 -11.2(3) . . . . ? Pd N1 C1 C14 168.68(14) . . . . ? C8 N2 C1 N1 176.00(15) . . . . ? P N2 C1 N1 2.2(2) . . . . ? C8 N2 C1 C14 -3.2(3) . . . . ? P N2 C1 C14 -177.00(14) . . . . ? C1 N1 C2 C7 107.36(17) . . . . ? Pd N1 C2 C7 -72.54(17) . . . . ? C1 N1 C2 C3 -126.18(16) . . . . ? Pd N1 C2 C3 53.92(17) . . . . ? N1 C2 C3 C4 -177.94(14) . . . . ? C7 C2 C3 C4 -53.15(19) . . . . ? C2 C3 C4 C5 56.0(2) . . . . ? C3 C4 C5 C6 -58.8(2) . . . . ? C4 C5 C6 C7 57.0(2) . . . . ? N1 C2 C7 C6 175.23(15) . . . . ? C3 C2 C7 C6 51.1(2) . . . . ? C5 C6 C7 C2 -52.2(2) . . . . ? C1 N2 C8 C9 -74.2(2) . . . . ? P N2 C8 C9 99.51(15) . . . . ? C1 N2 C8 C13 57.8(2) . . . . ? P N2 C8 C13 -128.45(14) . . . . ? N2 C8 C9 C10 -165.57(14) . . . . ? C13 C8 C9 C10 59.92(19) . . . . ? C8 C9 C10 C11 -55.6(2) . . . . ? C9 C10 C11 C12 53.3(2) . . . . ? C10 C11 C12 C13 -53.7(2) . . . . ? C11 C12 C13 C8 56.1(2) . . . . ? N2 C8 C13 C12 166.79(15) . . . . ? C9 C8 C13 C12 -60.2(2) . . . . ? N2 P C18 C23 95.93(14) . . . . ? C24 P C18 C23 -17.59(15) . . . . ? Pd P C18 C23 -150.72(12) . . . . ? N2 P C18 C19 -83.12(13) . . . . ? C24 P C18 C19 163.36(12) . . . . ? Pd P C18 C19 30.23(14) . . . . ? N2 P C24 C25 24.01(15) . . . . ? C18 P C24 C25 137.54(13) . . . . ? Pd P C24 C25 -91.48(13) . . . . ? N2 P C24 C29 -158.79(13) . . . . ? C18 P C24 C29 -45.26(15) . . . . ? Pd P C24 C29 85.72(13) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C15 D1 Cl1 0.91(3) 2.66(3) 3.503(2) 154(2) . _diffrn_measured_fraction_theta_max 0.962 _diffrn_reflns_theta_full 33.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.316 _refine_diff_density_min -0.756 _refine_diff_density_rms 0.094 #===================================END