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_name 'Esteban Urriolabeitia' _publ_contact_author_address ; Organometallic compounds ICMA-CSIC Plaza S. Francisco s/n Zaragoza 50009 SPAIN ; _publ_contact_author_email ESTEBAN@UNIZAR.ES _publ_section_title ; Orthopalladation of Iminophosphoranes: Synthesis, Structure and Study of Stability ; loop_ _publ_author_name 'Esteban Urriolabeitia' 'Raquel Bielsa' 'Rafael Navarro' 'Tatiana Soler' # Attachment 'DALTON_CIF.doc' #TITLE: ORTHOPALLADATION OF IMINOPHOSPHORANES: SYNHTESIS, STRUCTURE AND #STUDY OF STABILITY. #AUTHORS: RAQUEL BIELSA, RAFAEL NAVARRO, TATIANA SOLER AND ESTEBAN P. #URRIOLABEITIA #CONTRIBUTION SUBMITTED TO: DALTON TRANSACTIONS #CIF CORRESPONDING TO THE CRYSTAL STRUCTURES DESCRIBED IN THIS CONTRIBUTION #============================CIF OF COMPLEX 2A================================= data_d123psm _database_code_depnum_ccdc_archive 'CCDC 661531' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C42 H38 Cl2 N2 O4 P2 Pd2, 2(C H Cl3)' _chemical_formula_sum 'C44 H40 Cl8 N2 O4 P2 Pd2' _chemical_formula_weight 1219.12 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' 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 11.9958(2) _cell_length_b 13.5663(3) _cell_length_c 14.8552(2) _cell_angle_alpha 90.00 _cell_angle_beta 99.8661(14) _cell_angle_gamma 90.00 _cell_volume 2381.76(7) _cell_formula_units_Z 2 _cell_measurement_temperature 123(1) _cell_measurement_reflns_used 15006 _cell_measurement_theta_min 4.25 _cell_measurement_theta_max 33.57 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.700 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1216 _exptl_absorpt_coefficient_mu 1.315 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7042 _exptl_absorpt_correction_T_max 0.8653 _exptl_absorpt_process_details ; (SADABS; Sheldrick, 1996) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Xcalibur2' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean 16.0655 _diffrn_standards_number 0 _diffrn_standards_interval_count 120 _diffrn_standards_interval_time . _diffrn_standards_decay_% 0 _diffrn_reflns_number 29116 _diffrn_reflns_av_R_equivalents 0.0337 _diffrn_reflns_av_sigmaI/netI 0.0258 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 4.10 _diffrn_reflns_theta_max 27.49 _reflns_number_total 5463 _reflns_number_gt 4625 _reflns_threshold_expression I>2\s(I) _computing_data_collection ; CrysAlis CCD (Oxford, 2005) ; _computing_cell_refinement ; CrysAlis RED (Oxford, 2005) ; _computing_data_reduction ; CrysAlis RED (Oxford, 2005) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Bruker, 2000)' _computing_publication_material 'SHELX-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^)+(0.0216P)^2^+6.8538P] 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 5463 _refine_ls_number_parameters 309 _refine_ls_number_restraints 42 _refine_ls_R_factor_all 0.0576 _refine_ls_R_factor_gt 0.0456 _refine_ls_wR_factor_ref 0.0950 _refine_ls_wR_factor_gt 0.0912 _refine_ls_goodness_of_fit_ref 1.139 _refine_ls_restrained_S_all 1.316 _refine_ls_shift/su_max 0.008 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.42044(3) 0.02206(3) 0.08594(2) 0.03121(11) Uani 1 1 d . . . Cl1 Cl 0.59806(10) -0.04668(13) 0.07909(8) 0.0553(4) Uani 1 1 d . . . C1 C 0.4303(3) -0.0033(3) 0.2180(3) 0.0232(8) Uani 1 1 d . . . C2 C 0.5284(3) -0.0246(3) 0.2791(3) 0.0274(8) Uani 1 1 d . . . H2 H 0.5981 -0.0211 0.2598 0.033 Uiso 1 1 calc R . . C3 C 0.5236(4) -0.0507(3) 0.3682(3) 0.0298(9) Uani 1 1 d . . . H3 H 0.5903 -0.0647 0.4081 0.036 Uiso 1 1 calc R . . C4 C 0.4213(4) -0.0566(3) 0.3992(3) 0.0313(9) Uani 1 1 d . . . H4 H 0.4192 -0.0761 0.4589 0.038 Uiso 1 1 calc R . . C5 C 0.3227(3) -0.0333(3) 0.3408(3) 0.0263(8) Uani 1 1 d . . . H5 H 0.2535 -0.0361 0.3610 0.032 Uiso 1 1 calc R . . C6 C 0.3278(3) -0.0056(3) 0.2516(3) 0.0221(8) Uani 1 1 d . . . P1 P 0.20812(8) 0.02049(8) 0.16696(6) 0.0219(2) Uani 1 1 d . . . C7 C 0.1430(3) -0.0964(3) 0.1339(3) 0.0268(8) Uani 1 1 d . . . C8 C 0.1461(4) -0.1340(4) 0.0478(3) 0.0392(11) Uani 1 1 d . . . H8 H 0.1761 -0.0968 0.0051 0.047 Uiso 1 1 calc R . . C9 C 0.1041(5) -0.2274(4) 0.0258(4) 0.0603(18) Uani 1 1 d . . . H9 H 0.1048 -0.2526 -0.0323 0.072 Uiso 1 1 calc R . . C10 C 0.0615(5) -0.2833(4) 0.0890(5) 0.0623(19) Uani 1 1 d . . . H10 H 0.0348 -0.3465 0.0737 0.075 Uiso 1 1 calc R . . C11 C 0.0579(4) -0.2466(4) 0.1745(5) 0.0520(14) Uani 1 1 d . . . H11 H 0.0277 -0.2844 0.2167 0.062 Uiso 1 1 calc R . . C12 C 0.0991(4) -0.1538(4) 0.1973(4) 0.0388(11) Uani 1 1 d . . . H12 H 0.0976 -0.1291 0.2555 0.047 Uiso 1 1 calc R . . C13 C 0.1049(3) 0.0939(3) 0.2097(3) 0.0251(8) Uani 1 1 d . . . C14 C -0.0099(4) 0.0744(4) 0.1878(3) 0.0338(10) Uani 1 1 d . . . H14 H -0.0356 0.0191 0.1534 0.041 Uiso 1 1 calc R . . C15 C -0.0864(4) 0.1382(4) 0.2179(4) 0.0435(12) Uani 1 1 d . . . H15 H -0.1637 0.1258 0.2032 0.052 Uiso 1 1 calc R . . C16 C -0.0486(4) 0.2192(4) 0.2690(4) 0.0441(12) Uani 1 1 d . . . H16 H -0.1005 0.2617 0.2883 0.053 Uiso 1 1 calc R . . C17 C 0.0646(5) 0.2382(4) 0.2920(4) 0.0485(13) Uani 1 1 d . . . H17 H 0.0896 0.2925 0.3281 0.058 Uiso 1 1 calc R . . C18 C 0.1420(4) 0.1765(3) 0.2613(3) 0.0381(10) Uani 1 1 d . . . H18 H 0.2189 0.1904 0.2752 0.046 Uiso 1 1 calc R . . N1 N 0.2642(3) 0.0761(3) 0.0918(2) 0.0278(7) Uani 1 1 d . . . C19 C 0.2028(3) 0.1376(3) 0.0208(3) 0.0303(9) Uani 1 1 d . . . H19A H 0.1273 0.1496 0.0335 0.036 Uiso 1 1 calc R . . H19B H 0.1956 0.1036 -0.0373 0.036 Uiso 1 1 calc R . . C20 C 0.2623(3) 0.2347(3) 0.0146(3) 0.0302(9) Uani 1 1 d . . . O1 O 0.3310(3) 0.2713(2) 0.0725(2) 0.0384(7) Uani 1 1 d . . . O2 O 0.2239(3) 0.2766(3) -0.0663(2) 0.0395(8) Uani 1 1 d . . . C21 C 0.2711(5) 0.3717(4) -0.0804(4) 0.0493(14) Uani 1 1 d . . . H21A H 0.2526 0.4172 -0.0356 0.074 Uiso 1 1 calc R . . H21B H 0.2402 0.3952 -0.1404 0.074 Uiso 1 1 calc R . . H21C H 0.3518 0.3663 -0.0744 0.074 Uiso 1 1 calc R . . C22 C 0.5910(5) 0.3276(4) 0.1070(3) 0.0695(17) Uani 1 1 d DU . . H22 H 0.5110 0.3380 0.1103 0.083 Uiso 0.732(4) 1 d PR A 1 Cl2 Cl 0.61628(19) 0.20300(17) 0.0927(2) 0.0808(9) Uani 0.732(4) 1 d PDU A 1 Cl3 Cl 0.6260(3) 0.3890(2) 0.0051(2) 0.0962(10) Uani 0.732(4) 1 d PDU A 1 Cl4 Cl 0.6739(2) 0.3778(3) 0.2010(2) 0.0867(10) Uani 0.732(4) 1 d PDU A 1 H22A H 0.5257 0.2819 0.0993 0.104 Uiso 0.268(4) 1 d PR A 2 Cl2A Cl 0.5298(5) 0.4409(4) 0.0999(5) 0.080(2) Uani 0.268(4) 1 d PDU A 2 Cl3A Cl 0.6678(7) 0.2889(8) 0.0328(5) 0.123(4) Uani 0.268(4) 1 d PDU A 2 Cl4A Cl 0.6598(5) 0.3078(8) 0.2238(4) 0.085(3) Uani 0.268(4) 1 d PDU A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.02154(15) 0.0491(2) 0.02397(16) 0.01474(15) 0.00673(11) 0.00640(15) Cl1 0.0329(6) 0.1063(12) 0.0293(5) 0.0269(6) 0.0129(4) 0.0294(7) C1 0.0255(18) 0.019(2) 0.0251(18) 0.0024(14) 0.0036(14) -0.0003(14) C2 0.0227(18) 0.030(2) 0.0284(19) 0.0013(17) 0.0019(15) -0.0018(17) C3 0.032(2) 0.030(2) 0.0247(19) -0.0014(16) -0.0037(16) 0.0044(17) C4 0.039(2) 0.038(2) 0.0165(17) 0.0012(16) 0.0028(16) 0.0042(19) C5 0.030(2) 0.026(2) 0.0233(18) 0.0024(16) 0.0067(15) 0.0009(17) C6 0.0240(18) 0.018(2) 0.0234(17) 0.0008(14) 0.0021(14) -0.0005(14) P1 0.0201(4) 0.0251(5) 0.0207(4) 0.0030(4) 0.0042(3) -0.0010(4) C7 0.0209(18) 0.027(2) 0.031(2) -0.0024(16) -0.0008(15) -0.0003(15) C8 0.037(2) 0.041(3) 0.036(2) -0.008(2) -0.0044(19) 0.010(2) C9 0.068(4) 0.040(3) 0.061(4) -0.023(3) -0.024(3) 0.016(3) C10 0.045(3) 0.023(3) 0.101(5) -0.012(3) -0.037(3) 0.005(2) C11 0.036(3) 0.030(3) 0.085(4) 0.005(3) -0.002(3) -0.008(2) C12 0.035(2) 0.032(3) 0.050(3) -0.002(2) 0.010(2) -0.0076(19) C13 0.0269(19) 0.024(2) 0.0248(18) 0.0072(16) 0.0067(15) 0.0020(16) C14 0.029(2) 0.036(3) 0.036(2) -0.0011(19) 0.0068(18) 0.0010(19) C15 0.030(2) 0.051(3) 0.052(3) 0.004(2) 0.014(2) 0.009(2) C16 0.052(3) 0.036(3) 0.049(3) 0.008(2) 0.020(2) 0.019(2) C17 0.056(3) 0.029(3) 0.060(3) -0.008(2) 0.007(3) 0.009(2) C18 0.033(2) 0.031(3) 0.049(3) -0.002(2) 0.001(2) 0.0013(19) N1 0.0210(15) 0.038(2) 0.0249(16) 0.0128(15) 0.0058(13) 0.0005(15) C19 0.0220(19) 0.040(3) 0.029(2) 0.0134(18) 0.0046(16) 0.0030(17) C20 0.0242(19) 0.039(3) 0.029(2) 0.0093(18) 0.0095(16) 0.0117(18) O1 0.0419(18) 0.0369(19) 0.0367(17) -0.0001(14) 0.0070(15) 0.0011(15) O2 0.0323(16) 0.049(2) 0.0380(17) 0.0219(15) 0.0077(13) 0.0050(14) C21 0.054(3) 0.042(3) 0.058(3) 0.023(3) 0.031(3) 0.012(2) C22 0.044(3) 0.067(4) 0.097(5) -0.018(4) 0.013(3) -0.001(3) Cl2 0.0497(12) 0.0549(14) 0.140(2) -0.0174(14) 0.0220(13) -0.0006(10) Cl3 0.101(2) 0.081(2) 0.113(2) -0.0073(17) 0.0350(18) -0.0139(17) Cl4 0.0538(13) 0.100(2) 0.112(2) -0.0436(19) 0.0325(14) -0.0252(15) Cl2A 0.067(4) 0.067(4) 0.102(5) 0.023(4) 0.001(3) -0.021(3) Cl3A 0.111(7) 0.190(12) 0.075(5) -0.047(6) 0.035(5) -0.007(7) Cl4A 0.032(3) 0.160(9) 0.062(4) 0.005(5) 0.002(3) 0.029(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 C1 1.976(4) . ? Pd1 N1 2.028(3) . ? Pd1 Cl1 2.3439(11) . ? Pd1 Cl1 2.4464(11) 3_655 ? Cl1 Pd1 2.4464(11) 3_655 ? C1 C2 1.388(5) . ? C1 C6 1.404(5) . ? C2 C3 1.381(6) . ? C2 H2 0.9300 . ? C3 C4 1.385(6) . ? C3 H3 0.9300 . ? C4 C5 1.378(6) . ? C4 H4 0.9300 . ? C5 C6 1.389(5) . ? C5 H5 0.9300 . ? C6 P1 1.775(4) . ? P1 N1 1.590(3) . ? P1 C13 1.788(4) . ? P1 C7 1.798(4) . ? C7 C8 1.384(6) . ? C7 C12 1.394(6) . ? C8 C9 1.382(8) . ? C8 H8 0.9300 . ? C9 C10 1.371(9) . ? C9 H9 0.9300 . ? C10 C11 1.371(9) . ? C10 H10 0.9300 . ? C11 C12 1.374(7) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.386(6) . ? C13 C18 1.386(6) . ? C14 C15 1.390(6) . ? C14 H14 0.9300 . ? C15 C16 1.368(7) . ? C15 H15 0.9300 . ? C16 C17 1.368(8) . ? C16 H16 0.9300 . ? C17 C18 1.384(7) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? N1 C19 1.443(5) . ? C19 C20 1.509(6) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 O1 1.193(5) . ? C20 O2 1.338(5) . ? O2 C21 1.438(6) . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 Cl3A 1.639(6) . ? C22 Cl2A 1.699(6) . ? C22 Cl4 1.711(5) . ? C22 Cl2 1.737(5) . ? C22 Cl4A 1.809(6) . ? C22 Cl3 1.837(5) . ? C22 H22 0.9800 . ? C22 H22A 0.9908 . ? Cl2 H22A 1.5403 . ? Cl2A H22 1.4272 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Pd1 N1 85.36(14) . . ? C1 Pd1 Cl1 94.23(11) . . ? N1 Pd1 Cl1 177.75(11) . . ? C1 Pd1 Cl1 177.20(12) . 3_655 ? N1 Pd1 Cl1 93.87(9) . 3_655 ? Cl1 Pd1 Cl1 86.44(4) . 3_655 ? Pd1 Cl1 Pd1 93.56(4) . 3_655 ? C2 C1 C6 117.4(3) . . ? C2 C1 Pd1 125.8(3) . . ? C6 C1 Pd1 116.7(3) . . ? C3 C2 C1 120.6(4) . . ? C3 C2 H2 119.7 . . ? C1 C2 H2 119.7 . . ? C2 C3 C4 121.2(4) . . ? C2 C3 H3 119.4 . . ? C4 C3 H3 119.4 . . ? C5 C4 C3 119.5(4) . . ? C5 C4 H4 120.3 . . ? C3 C4 H4 120.3 . . ? C4 C5 C6 119.2(4) . . ? C4 C5 H5 120.4 . . ? C6 C5 H5 120.4 . . ? C5 C6 C1 122.0(4) . . ? C5 C6 P1 124.6(3) . . ? C1 C6 P1 113.3(3) . . ? N1 P1 C6 101.79(17) . . ? N1 P1 C13 112.75(19) . . ? C6 P1 C13 112.64(18) . . ? N1 P1 C7 116.3(2) . . ? C6 P1 C7 106.17(18) . . ? C13 P1 C7 107.07(19) . . ? C8 C7 C12 119.4(4) . . ? C8 C7 P1 119.9(4) . . ? C12 C7 P1 120.3(3) . . ? C9 C8 C7 119.3(5) . . ? C9 C8 H8 120.3 . . ? C7 C8 H8 120.3 . . ? C10 C9 C8 120.6(6) . . ? C10 C9 H9 119.7 . . ? C8 C9 H9 119.7 . . ? C11 C10 C9 120.5(5) . . ? C11 C10 H10 119.7 . . ? C9 C10 H10 119.7 . . ? C10 C11 C12 119.6(6) . . ? C10 C11 H11 120.2 . . ? C12 C11 H11 120.2 . . ? C11 C12 C7 120.5(5) . . ? C11 C12 H12 119.8 . . ? C7 C12 H12 119.8 . . ? C14 C13 C18 119.7(4) . . ? C14 C13 P1 122.1(3) . . ? C18 C13 P1 118.1(3) . . ? C13 C14 C15 119.4(4) . . ? C13 C14 H14 120.3 . . ? C15 C14 H14 120.3 . . ? C16 C15 C14 120.3(5) . . ? C16 C15 H15 119.9 . . ? C14 C15 H15 119.9 . . ? C15 C16 C17 120.7(5) . . ? C15 C16 H16 119.6 . . ? C17 C16 H16 119.6 . . ? C16 C17 C18 119.8(5) . . ? C16 C17 H17 120.1 . . ? C18 C17 H17 120.1 . . ? C17 C18 C13 120.1(4) . . ? C17 C18 H18 120.0 . . ? C13 C18 H18 120.0 . . ? C19 N1 P1 124.3(3) . . ? C19 N1 Pd1 122.5(2) . . ? P1 N1 Pd1 111.33(18) . . ? N1 C19 C20 111.2(3) . . ? N1 C19 H19A 109.4 . . ? C20 C19 H19A 109.4 . . ? N1 C19 H19B 109.4 . . ? C20 C19 H19B 109.4 . . ? H19A C19 H19B 108.0 . . ? O1 C20 O2 124.1(4) . . ? O1 C20 C19 126.5(4) . . ? O2 C20 C19 109.4(4) . . ? C20 O2 C21 115.3(4) . . ? O2 C21 H21A 109.5 . . ? O2 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? O2 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? Cl3A C22 Cl2A 122.4(5) . . ? Cl3A C22 Cl4 111.2(5) . . ? Cl2A C22 Cl4 82.8(3) . . ? Cl3A C22 Cl2 58.4(4) . . ? Cl2A C22 Cl2 162.9(4) . . ? Cl4 C22 Cl2 113.5(3) . . ? Cl3A C22 Cl4A 112.4(4) . . ? Cl2A C22 Cl4A 108.3(4) . . ? Cl2 C22 Cl4A 85.0(4) . . ? Cl3A C22 Cl3 50.0(4) . . ? Cl2A C22 Cl3 72.4(3) . . ? Cl4 C22 Cl3 108.0(3) . . ? Cl2 C22 Cl3 105.7(3) . . ? Cl4A C22 Cl3 136.6(5) . . ? Cl3A C22 H22 138.4 . . ? Cl2A C22 H22 57.1 . . ? Cl4 C22 H22 109.8 . . ? Cl2 C22 H22 109.8 . . ? Cl4A C22 H22 105.2 . . ? Cl3 C22 H22 109.9 . . ? Cl3A C22 H22A 104.3 . . ? Cl2A C22 H22A 103.6 . . ? Cl4 C22 H22A 132.9 . . ? Cl2 C22 H22A 61.8 . . ? Cl4A C22 H22A 103.8 . . ? Cl3 C22 H22A 118.5 . . ? H22 C22 H22A 48.2 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.296 _refine_diff_density_min -0.876 _refine_diff_density_rms 0.086 #===END #============================CIF OF COMPLEX 2D================================= data_est _database_code_depnum_ccdc_archive 'CCDC 661532' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H20 Cl N2 P Pd' _chemical_formula_weight 509.24 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/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 11.2481(3) _cell_length_b 15.4741(4) _cell_length_c 12.6043(4) _cell_angle_alpha 90.00 _cell_angle_beta 104.696(3) _cell_angle_gamma 90.00 _cell_volume 2122.06(10) _cell_formula_units_Z 4 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.594 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1024 _exptl_absorpt_coefficient_mu 1.089 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.5612 _exptl_absorpt_correction_T_max 0.7957 _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_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 21998 _diffrn_reflns_av_R_equivalents 0.0268 _diffrn_reflns_av_sigmaI/netI 0.0468 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.81 _diffrn_reflns_theta_max 32.35 _reflns_number_total 6652 _reflns_number_gt 4709 _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^)+(0.0501P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6652 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0499 _refine_ls_R_factor_gt 0.0303 _refine_ls_wR_factor_ref 0.0817 _refine_ls_wR_factor_gt 0.0781 _refine_ls_goodness_of_fit_ref 0.963 _refine_ls_restrained_S_all 0.963 _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 Pd1 Pd 0.679270(15) 0.107324(10) 0.279572(14) 0.01768(5) Uani 1 1 d . . . P1 P 0.46428(5) 0.21678(3) 0.31269(5) 0.01782(12) Uani 1 1 d . . . Cl1 Cl 0.77110(6) -0.01082(4) 0.22105(6) 0.03761(16) Uani 1 1 d . . . N1 N 0.61008(17) 0.21360(11) 0.33055(16) 0.0210(4) Uani 1 1 d . . . N2 N 0.84386(17) 0.17015(12) 0.36272(15) 0.0205(4) Uani 1 1 d . . . C1 C 0.5084(2) 0.07115(14) 0.21097(18) 0.0197(4) Uani 1 1 d . . . C2 C 0.4690(2) 0.00205(14) 0.1385(2) 0.0269(5) Uani 1 1 d . . . H2A H 0.5285 -0.0362 0.1231 0.032 Uiso 1 1 calc R . . C3 C 0.3456(3) -0.01202(16) 0.0889(2) 0.0328(6) Uani 1 1 d . . . H3A H 0.3229 -0.0588 0.0390 0.039 Uiso 1 1 calc R . . C4 C 0.2547(2) 0.04063(16) 0.1103(2) 0.0336(6) Uani 1 1 d . . . H4A H 0.1705 0.0299 0.0762 0.040 Uiso 1 1 calc R . . C5 C 0.2887(2) 0.10880(15) 0.1820(2) 0.0271(5) Uani 1 1 d . . . H5A H 0.2277 0.1451 0.1985 0.032 Uiso 1 1 calc R . . C6 C 0.4129(2) 0.12450(13) 0.23029(19) 0.0207(5) Uani 1 1 d . . . C7 C 0.3963(2) 0.31180(13) 0.23914(18) 0.0203(4) Uani 1 1 d . . . C8 C 0.2752(2) 0.33620(16) 0.2299(2) 0.0285(5) Uani 1 1 d . . . H8A H 0.2270 0.3064 0.2702 0.034 Uiso 1 1 calc R . . C9 C 0.2250(3) 0.40443(18) 0.1616(2) 0.0399(7) Uani 1 1 d . . . H9A H 0.1422 0.4215 0.1548 0.048 Uiso 1 1 calc R . . C10 C 0.2963(3) 0.44745(17) 0.1035(2) 0.0401(7) Uani 1 1 d . . . H10A H 0.2615 0.4933 0.0556 0.048 Uiso 1 1 calc R . . C11 C 0.4161(3) 0.42466(16) 0.1142(2) 0.0337(6) Uani 1 1 d . . . H11A H 0.4646 0.4557 0.0754 0.040 Uiso 1 1 calc R . . C12 C 0.4672(2) 0.35640(14) 0.18160(19) 0.0240(5) Uani 1 1 d . . . H12A H 0.5502 0.3402 0.1884 0.029 Uiso 1 1 calc R . . C13 C 0.4167(2) 0.21220(14) 0.43834(19) 0.0207(4) Uani 1 1 d . . . C14 C 0.4102(2) 0.13223(16) 0.4860(2) 0.0252(5) Uani 1 1 d . . . H14A H 0.4252 0.0812 0.4496 0.030 Uiso 1 1 calc R . . C15 C 0.3819(3) 0.12624(18) 0.5871(2) 0.0336(6) Uani 1 1 d . . . H15A H 0.3762 0.0713 0.6191 0.040 Uiso 1 1 calc R . . C16 C 0.3621(3) 0.20068(18) 0.6402(2) 0.0352(6) Uani 1 1 d . . . H16A H 0.3424 0.1967 0.7091 0.042 Uiso 1 1 calc R . . C17 C 0.3704(3) 0.28049(18) 0.5951(2) 0.0341(6) Uani 1 1 d . . . H17A H 0.3577 0.3313 0.6331 0.041 Uiso 1 1 calc R . . C18 C 0.3977(2) 0.28700(16) 0.4932(2) 0.0279(5) Uani 1 1 d . . . H18A H 0.4032 0.3421 0.4615 0.033 Uiso 1 1 calc R . . C19 C 0.6954(2) 0.26697(14) 0.41080(19) 0.0218(5) Uani 1 1 d . . . H19A H 0.6803 0.2587 0.4841 0.026 Uiso 1 1 calc R . . H19B H 0.6815 0.3287 0.3907 0.026 Uiso 1 1 calc R . . C20 C 0.8254(2) 0.24329(14) 0.41489(18) 0.0190(4) Uani 1 1 d . . . C21 C 0.9220(2) 0.29417(15) 0.4708(2) 0.0246(5) Uani 1 1 d . . . H21A H 0.9071 0.3460 0.5057 0.030 Uiso 1 1 calc R . . C22 C 1.0415(2) 0.26822(17) 0.4751(2) 0.0318(6) Uani 1 1 d . . . H22A H 1.1095 0.3017 0.5138 0.038 Uiso 1 1 calc R . . C23 C 1.0599(2) 0.19362(17) 0.4225(2) 0.0335(6) Uani 1 1 d . . . H23A H 1.1409 0.1747 0.4249 0.040 Uiso 1 1 calc R . . C24 C 0.9603(2) 0.14671(16) 0.3665(2) 0.0275(5) Uani 1 1 d . . . H24A H 0.9738 0.0958 0.3290 0.033 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.02053(8) 0.01604(8) 0.01718(9) 0.00020(7) 0.00608(6) 0.00267(6) P1 0.0183(3) 0.0179(2) 0.0179(3) -0.0026(2) 0.0058(2) 0.0002(2) Cl1 0.0343(3) 0.0293(3) 0.0484(4) -0.0126(3) 0.0088(3) 0.0104(3) N1 0.0183(9) 0.0188(8) 0.0258(10) -0.0063(8) 0.0055(8) -0.0016(7) N2 0.0207(9) 0.0223(9) 0.0190(9) 0.0043(8) 0.0059(8) 0.0031(7) C1 0.0268(11) 0.0180(10) 0.0142(10) 0.0013(9) 0.0051(9) -0.0002(9) C2 0.0373(14) 0.0177(10) 0.0251(13) -0.0032(10) 0.0070(11) 0.0023(9) C3 0.0401(15) 0.0239(12) 0.0320(14) -0.0097(11) 0.0046(13) -0.0091(11) C4 0.0313(13) 0.0311(13) 0.0338(14) -0.0042(12) -0.0002(12) -0.0090(11) C5 0.0251(11) 0.0273(12) 0.0281(12) -0.0006(11) 0.0053(10) -0.0006(10) C6 0.0240(11) 0.0205(10) 0.0188(11) -0.0014(9) 0.0077(10) -0.0022(8) C7 0.0237(11) 0.0179(10) 0.0178(11) -0.0025(9) 0.0026(9) 0.0026(8) C8 0.0242(11) 0.0299(12) 0.0306(13) -0.0021(11) 0.0053(11) 0.0017(10) C9 0.0335(14) 0.0414(16) 0.0392(16) -0.0029(13) -0.0010(13) 0.0144(12) C10 0.0550(18) 0.0279(13) 0.0312(15) 0.0060(12) -0.0004(14) 0.0143(13) C11 0.0533(17) 0.0215(11) 0.0255(13) -0.0010(11) 0.0086(13) -0.0020(12) C12 0.0305(12) 0.0205(11) 0.0204(12) -0.0030(10) 0.0056(10) -0.0011(9) C13 0.0184(10) 0.0254(11) 0.0183(11) -0.0029(9) 0.0050(9) 0.0004(8) C14 0.0238(11) 0.0299(12) 0.0213(12) -0.0006(10) 0.0047(10) -0.0005(9) C15 0.0366(14) 0.0411(15) 0.0233(13) 0.0043(11) 0.0078(12) -0.0039(11) C16 0.0363(14) 0.0518(16) 0.0193(12) -0.0056(12) 0.0102(12) -0.0002(12) C17 0.0400(15) 0.0407(14) 0.0238(13) -0.0089(12) 0.0123(12) 0.0043(12) C18 0.0332(13) 0.0281(12) 0.0229(12) -0.0041(10) 0.0080(11) -0.0002(10) C19 0.0207(10) 0.0222(11) 0.0222(12) -0.0046(9) 0.0046(10) -0.0001(8) C20 0.0224(11) 0.0210(10) 0.0138(10) 0.0045(9) 0.0051(9) 0.0002(8) C21 0.0259(12) 0.0257(11) 0.0212(11) 0.0031(10) 0.0040(10) -0.0042(9) C22 0.0238(12) 0.0371(14) 0.0306(14) 0.0052(12) -0.0002(11) -0.0079(10) C23 0.0204(11) 0.0404(14) 0.0400(15) 0.0106(13) 0.0084(12) 0.0037(10) C24 0.0262(12) 0.0282(12) 0.0301(14) 0.0074(11) 0.0106(11) 0.0064(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 C1 1.978(2) . ? Pd1 N1 1.9942(17) . ? Pd1 N2 2.1180(19) . ? Pd1 Cl1 2.3108(6) . ? P1 N1 1.5985(18) . ? P1 C6 1.774(2) . ? P1 C13 1.797(2) . ? P1 C7 1.802(2) . ? N1 C19 1.461(3) . ? N2 C24 1.348(3) . ? N2 C20 1.351(3) . ? C1 C2 1.403(3) . ? C1 C6 1.424(3) . ? C2 C3 1.387(4) . ? C3 C4 1.387(3) . ? C4 C5 1.378(3) . ? C5 C6 1.396(3) . ? C7 C12 1.389(3) . ? C7 C8 1.391(3) . ? C8 C9 1.389(4) . ? C9 C10 1.387(4) . ? C10 C11 1.366(4) . ? C11 C12 1.385(4) . ? C13 C14 1.386(3) . ? C13 C18 1.392(3) . ? C14 C15 1.392(3) . ? C15 C16 1.379(4) . ? C16 C17 1.373(4) . ? C17 C18 1.397(3) . ? C19 C20 1.495(3) . ? C20 C21 1.381(3) . ? C21 C22 1.391(3) . ? C22 C23 1.372(4) . ? C23 C24 1.371(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 C1 Pd1 N1 87.64(8) . . ? C1 Pd1 N2 167.59(8) . . ? N1 Pd1 N2 79.96(7) . . ? C1 Pd1 Cl1 95.75(6) . . ? N1 Pd1 Cl1 176.26(5) . . ? N2 Pd1 Cl1 96.64(5) . . ? N1 P1 C6 103.18(10) . . ? N1 P1 C13 113.52(11) . . ? C6 P1 C13 111.00(10) . . ? N1 P1 C7 112.57(10) . . ? C6 P1 C7 108.84(11) . . ? C13 P1 C7 107.65(10) . . ? C19 N1 P1 123.41(14) . . ? C19 N1 Pd1 116.60(14) . . ? P1 N1 Pd1 116.76(10) . . ? C24 N2 C20 118.4(2) . . ? C24 N2 Pd1 127.83(16) . . ? C20 N2 Pd1 113.73(14) . . ? C2 C1 C6 115.2(2) . . ? C2 C1 Pd1 127.70(16) . . ? C6 C1 Pd1 116.92(16) . . ? C3 C2 C1 121.9(2) . . ? C2 C3 C4 121.5(2) . . ? C5 C4 C3 118.8(2) . . ? C4 C5 C6 120.0(2) . . ? C5 C6 C1 122.6(2) . . ? C5 C6 P1 122.48(16) . . ? C1 C6 P1 114.76(18) . . ? C12 C7 C8 120.1(2) . . ? C12 C7 P1 116.71(17) . . ? C8 C7 P1 122.92(17) . . ? C9 C8 C7 119.6(2) . . ? C10 C9 C8 119.6(3) . . ? C11 C10 C9 120.8(3) . . ? C10 C11 C12 120.2(2) . . ? C11 C12 C7 119.7(2) . . ? C14 C13 C18 119.7(2) . . ? C14 C13 P1 118.52(16) . . ? C18 C13 P1 121.49(17) . . ? C13 C14 C15 120.4(2) . . ? C16 C15 C14 119.4(2) . . ? C17 C16 C15 120.9(2) . . ? C16 C17 C18 120.0(2) . . ? C13 C18 C17 119.6(2) . . ? N1 C19 C20 110.50(17) . . ? N2 C20 C21 121.8(2) . . ? N2 C20 C19 117.26(19) . . ? C21 C20 C19 120.9(2) . . ? C20 C21 C22 118.9(2) . . ? C23 C22 C21 119.1(2) . . ? C24 C23 C22 119.4(2) . . ? N2 C24 C23 122.4(2) . . ? _diffrn_measured_fraction_theta_max 0.878 _diffrn_reflns_theta_full 32.35 _diffrn_measured_fraction_theta_full 0.878 _refine_diff_density_max 1.907 _refine_diff_density_min -0.527 _refine_diff_density_rms 0.102 data_3b _database_code_depnum_ccdc_archive 'CCDC 661533' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H25 N3 O P Pd, Cl O4, C H2 Cl2' _chemical_formula_sum 'C25 H27 Cl3 N3 O5 P Pd' _chemical_formula_weight 693.22 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' 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 P21/n _symmetry_space_group_name_Hall '-P 2yn' 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 8.0096(12) _cell_length_b 22.592(3) _cell_length_c 15.594(2) _cell_angle_alpha 90.00 _cell_angle_beta 92.464(3) _cell_angle_gamma 90.00 _cell_volume 2819.2(7) _cell_formula_units_Z 4 _cell_measurement_temperature 100(1) _cell_measurement_reflns_used 1450 _cell_measurement_theta_min 2.6 _cell_measurement_theta_max 17.87 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.633 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1400 _exptl_absorpt_coefficient_mu 1.040 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.743 _exptl_absorpt_correction_T_max 0.929 _exptl_absorpt_process_details 'Bruker/Siemens SADABS V2.03' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-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 ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20461 _diffrn_reflns_av_R_equivalents 0.1116 _diffrn_reflns_av_sigmaI/netI 0.1010 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.59 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4972 _reflns_number_gt 3406 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART V5.624' _computing_cell_refinement 'Bruker SMART V5.624' _computing_data_reduction 'Bruker SAINT V6.02A' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL Rel. 5.05/V (Siemens, 1996)' _computing_publication_material 'SHELX-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^)+(0.0637P)^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 4972 _refine_ls_number_parameters 383 _refine_ls_number_restraints 31 _refine_ls_R_factor_all 0.0942 _refine_ls_R_factor_gt 0.0586 _refine_ls_wR_factor_ref 0.1408 _refine_ls_wR_factor_gt 0.1245 _refine_ls_goodness_of_fit_ref 0.993 _refine_ls_restrained_S_all 1.009 _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 Pd1 Pd 0.86561(6) 0.05387(2) 0.89809(3) 0.02404(16) Uani 1 1 d . . . C1 C 0.9881(8) 0.1245(3) 0.8663(4) 0.0256(15) Uani 1 1 d . . . C2 C 1.0686(8) 0.1355(3) 0.7899(4) 0.0314(16) Uani 1 1 d . . . H2 H 1.0644 0.1069 0.7471 0.038 Uiso 1 1 calc R . . C3 C 1.1534(8) 0.1871(3) 0.7761(4) 0.0355(18) Uani 1 1 d . . . H3 H 1.2068 0.1923 0.7249 0.043 Uiso 1 1 calc R . . C4 C 1.1609(8) 0.2313(3) 0.8369(4) 0.0320(17) Uani 1 1 d . . . H4 H 1.2175 0.2663 0.8263 0.038 Uiso 1 1 calc R . . C5 C 1.0842(8) 0.2235(3) 0.9135(4) 0.0287(16) Uani 1 1 d . . . H5 H 1.0892 0.2529 0.9552 0.034 Uiso 1 1 calc R . . C6 C 0.9986(8) 0.1706(3) 0.9275(4) 0.0250(15) Uani 1 1 d . . . P1 P 0.8960(2) 0.15685(8) 1.02411(11) 0.0243(4) Uani 1 1 d . . . C7 C 0.7192(8) 0.2047(3) 1.0287(4) 0.0253(15) Uani 1 1 d . . . C8 C 0.6233(9) 0.2076(3) 1.1022(4) 0.0318(16) Uani 1 1 d . . . H8 H 0.6527 0.1852 1.1505 0.038 Uiso 1 1 calc R . . C9 C 0.4861(8) 0.2441(3) 1.1018(5) 0.0377(18) Uani 1 1 d . . . H9 H 0.4224 0.2456 1.1502 0.045 Uiso 1 1 calc R . . C10 C 0.4407(9) 0.2779(3) 1.0326(5) 0.0380(18) Uani 1 1 d . . . H10 H 0.3492 0.3031 1.0346 0.046 Uiso 1 1 calc R . . C11 C 0.5308(9) 0.2745(3) 0.9596(5) 0.0384(18) Uani 1 1 d . . . H11 H 0.4983 0.2966 0.9114 0.046 Uiso 1 1 calc R . . C12 C 0.6692(8) 0.2384(3) 0.9581(4) 0.0297(16) Uani 1 1 d . . . H12 H 0.7301 0.2367 0.9087 0.036 Uiso 1 1 calc R . . C13 C 1.0271(8) 0.1709(3) 1.1179(4) 0.0250(15) Uani 1 1 d . . . C14 C 1.1365(8) 0.1281(3) 1.1446(4) 0.0306(16) Uani 1 1 d . . . H14 H 1.1409 0.0929 1.1139 0.037 Uiso 1 1 calc R . . C15 C 1.2416(8) 0.1359(3) 1.2166(4) 0.0314(16) Uani 1 1 d . . . H15 H 1.3163 0.1062 1.2338 0.038 Uiso 1 1 calc R . . C16 C 1.2352(9) 0.1872(3) 1.2621(4) 0.0331(17) Uani 1 1 d . . . H16 H 1.3044 0.1924 1.3109 0.040 Uiso 1 1 calc R . . C17 C 1.1249(8) 0.2317(3) 1.2355(4) 0.0311(16) Uani 1 1 d . . . H17 H 1.1210 0.2668 1.2665 0.037 Uiso 1 1 calc R . . C18 C 1.0210(8) 0.2242(3) 1.1631(4) 0.0293(16) Uani 1 1 d . . . H18 H 0.9482 0.2542 1.1449 0.035 Uiso 1 1 calc R . . N1 N 0.8546(7) 0.0879(2) 1.0141(3) 0.0253(12) Uani 1 1 d . . . C19 C 0.7649(8) 0.0533(3) 1.0775(4) 0.0276(15) Uani 1 1 d . . . H19A H 0.6679 0.0752 1.0951 0.033 Uiso 1 1 calc R . . H19B H 0.8373 0.0462 1.1278 0.033 Uiso 1 1 calc R . . C20 C 0.7109(8) -0.0045(3) 1.0377(4) 0.0263(15) Uani 1 1 d . . . O1 O 0.7313(5) -0.01417(19) 0.9588(3) 0.0261(10) Uani 1 1 d . . . N2 N 0.6424(6) -0.0438(2) 1.0864(3) 0.0268(13) Uani 1 1 d . . . C21 C 0.6015(9) -0.0320(3) 1.1755(4) 0.0329(17) Uani 1 1 d . . . H21A H 0.6816 -0.0049 1.2009 0.049 Uiso 1 1 calc R . . H21B H 0.6044 -0.0684 1.2074 0.049 Uiso 1 1 calc R . . H21C H 0.4917 -0.0150 1.1767 0.049 Uiso 1 1 calc R . . C22 C 0.5877(8) -0.1012(3) 1.0529(4) 0.0317(17) Uani 1 1 d . . . H22A H 0.6177 -0.1048 0.9941 0.048 Uiso 1 1 calc R . . H22B H 0.4686 -0.1045 1.0561 0.048 Uiso 1 1 calc R . . H22C H 0.6408 -0.1321 1.0863 0.048 Uiso 1 1 calc R . . N3 N 0.8717(7) 0.0183(2) 0.7805(4) 0.0304(13) Uani 1 1 d . . . C23 C 0.8651(8) -0.0002(3) 0.7135(5) 0.0346(17) Uani 1 1 d . . . C24 C 0.8555(10) -0.0230(4) 0.6258(4) 0.048(2) Uani 1 1 d . . . H24A H 0.8922 0.0069 0.5872 0.071 Uiso 1 1 calc R . . H24B H 0.7422 -0.0338 0.6105 0.071 Uiso 1 1 calc R . . H24C H 0.9259 -0.0573 0.6222 0.071 Uiso 1 1 calc R . . C25 C 0.4662(10) 0.0820(4) 0.5787(5) 0.049(2) Uani 1 1 d . . . H25A H 0.5168 0.0764 0.5239 0.058 Uiso 1 1 calc R . . H25B H 0.4400 0.0432 0.6013 0.058 Uiso 1 1 calc R . . Cl1 Cl 0.2826(3) 0.12226(12) 0.56324(17) 0.0817(9) Uani 1 1 d . . . Cl2 Cl 0.6096(3) 0.11746(9) 0.64978(14) 0.0534(6) Uani 1 1 d . . . Cl3 Cl 0.6775(2) 0.08598(9) 0.35778(12) 0.0431(5) Uani 1 1 d D . . O2A O 0.7597(13) 0.0533(6) 0.4271(7) 0.075(5) Uani 0.571(16) 1 d PD A 1 O3A O 0.7825(19) 0.0998(6) 0.2921(9) 0.078(6) Uani 0.571(16) 1 d PD A 1 O4A O 0.5349(14) 0.0542(6) 0.3308(8) 0.056(4) Uani 0.571(16) 1 d PD A 1 O5A O 0.624(2) 0.1386(4) 0.3995(8) 0.099(7) Uani 0.571(16) 1 d PD A 1 O2B O 0.7689(15) 0.0292(4) 0.3567(12) 0.063(6) Uani 0.429(16) 1 d PD A 2 O3B O 0.706(2) 0.1134(7) 0.2759(7) 0.067(7) Uani 0.429(16) 1 d PD A 2 O4B O 0.5108(11) 0.0727(7) 0.3643(12) 0.079(8) Uani 0.429(16) 1 d PD A 2 O5B O 0.750(2) 0.1179(7) 0.4232(7) 0.064(6) Uani 0.429(16) 1 d PD A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.0263(3) 0.0246(3) 0.0213(3) -0.0023(2) 0.00186(18) 0.0009(2) C1 0.020(3) 0.030(4) 0.026(4) 0.004(3) -0.001(3) -0.002(3) C2 0.035(4) 0.035(4) 0.025(4) 0.000(3) 0.003(3) 0.003(3) C3 0.029(4) 0.052(5) 0.027(4) 0.004(4) 0.005(3) -0.003(4) C4 0.025(4) 0.037(4) 0.033(4) 0.006(3) -0.003(3) -0.004(3) C5 0.026(4) 0.030(4) 0.030(4) 0.000(3) -0.005(3) -0.004(3) C6 0.025(4) 0.031(4) 0.019(3) 0.005(3) 0.001(3) 0.001(3) P1 0.0275(9) 0.0240(9) 0.0214(9) -0.0002(7) 0.0005(7) -0.0008(7) C7 0.024(4) 0.024(4) 0.028(4) -0.003(3) -0.001(3) -0.006(3) C8 0.038(4) 0.032(4) 0.025(4) 0.000(3) 0.002(3) -0.006(3) C9 0.025(4) 0.050(5) 0.038(4) -0.009(4) 0.007(3) -0.002(4) C10 0.035(4) 0.033(4) 0.046(5) -0.012(4) 0.005(4) -0.001(3) C11 0.039(4) 0.042(5) 0.033(4) -0.003(4) -0.008(3) 0.002(4) C12 0.028(4) 0.034(4) 0.027(4) -0.002(3) 0.001(3) 0.002(3) C13 0.027(4) 0.029(4) 0.019(3) -0.002(3) 0.006(3) -0.004(3) C14 0.039(4) 0.027(4) 0.026(4) 0.003(3) 0.004(3) -0.003(3) C15 0.032(4) 0.030(4) 0.033(4) 0.003(3) -0.003(3) 0.000(3) C16 0.035(4) 0.037(4) 0.027(4) 0.003(3) 0.000(3) -0.003(3) C17 0.044(4) 0.022(4) 0.027(4) -0.007(3) 0.001(3) -0.003(3) C18 0.032(4) 0.027(4) 0.029(4) -0.003(3) 0.005(3) -0.001(3) N1 0.032(3) 0.023(3) 0.021(3) -0.003(2) 0.002(2) -0.003(2) C19 0.026(3) 0.026(4) 0.030(4) 0.003(3) 0.001(3) 0.000(3) C20 0.020(3) 0.025(4) 0.033(4) -0.001(3) 0.000(3) 0.005(3) O1 0.036(3) 0.022(2) 0.021(2) -0.0045(19) 0.0038(19) 0.004(2) N2 0.029(3) 0.022(3) 0.030(3) -0.001(2) 0.008(2) 0.000(2) C21 0.036(4) 0.035(4) 0.029(4) 0.000(3) 0.008(3) -0.003(3) C22 0.032(4) 0.024(4) 0.039(4) -0.002(3) 0.002(3) 0.000(3) N3 0.032(3) 0.026(3) 0.033(3) -0.009(3) 0.002(3) 0.000(3) C23 0.031(4) 0.028(4) 0.045(5) -0.007(4) 0.002(3) -0.006(3) C24 0.049(5) 0.068(6) 0.025(4) -0.016(4) 0.007(4) 0.000(4) C25 0.062(5) 0.035(5) 0.049(5) -0.007(4) 0.008(4) 0.006(4) Cl1 0.095(2) 0.0738(18) 0.0741(18) -0.0275(14) -0.0252(15) 0.0429(15) Cl2 0.0674(14) 0.0425(12) 0.0508(13) 0.0036(10) 0.0065(11) -0.0008(11) Cl3 0.0441(11) 0.0393(11) 0.0454(12) 0.0043(9) -0.0042(9) -0.0042(9) O2A 0.059(7) 0.111(13) 0.055(8) 0.022(9) -0.005(6) 0.009(8) O3A 0.066(10) 0.092(13) 0.082(10) 0.020(8) 0.053(8) -0.002(8) O4A 0.052(7) 0.064(8) 0.051(9) 0.009(7) -0.012(6) -0.012(6) O5A 0.23(2) 0.026(6) 0.039(7) 0.000(5) 0.016(10) 0.014(9) O2B 0.055(9) 0.027(8) 0.106(16) 0.007(8) -0.013(9) 0.010(6) O3B 0.109(17) 0.022(8) 0.074(13) 0.005(7) 0.049(11) 0.012(10) O4B 0.038(9) 0.16(2) 0.040(12) -0.006(11) 0.002(7) -0.022(11) O5B 0.095(13) 0.049(12) 0.046(9) -0.009(8) -0.028(8) -0.022(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 Pd1 C1 1.948(6) . ? Pd1 N1 1.972(5) . ? Pd1 N3 2.004(6) . ? Pd1 O1 2.122(4) . ? C1 C2 1.401(9) . ? C1 C6 1.414(9) . ? C2 C3 1.370(9) . ? C2 H2 0.9300 . ? C3 C4 1.377(10) . ? C3 H3 0.9300 . ? C4 C5 1.378(9) . ? C4 H4 0.9300 . ? C5 C6 1.400(9) . ? C5 H5 0.9300 . ? C6 P1 1.775(6) . ? P1 N1 1.598(5) . ? P1 C7 1.786(7) . ? P1 C13 1.791(6) . ? C7 C12 1.385(9) . ? C7 C8 1.408(9) . ? C8 C9 1.373(9) . ? C8 H8 0.9300 . ? C9 C10 1.359(10) . ? C9 H9 0.9300 . ? C10 C11 1.376(10) . ? C10 H10 0.9300 . ? C11 C12 1.377(9) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.358(9) . ? C13 C18 1.398(9) . ? C14 C15 1.386(9) . ? C14 H14 0.9300 . ? C15 C16 1.360(9) . ? C15 H15 0.9300 . ? C16 C17 1.391(9) . ? C16 H16 0.9300 . ? C17 C18 1.384(8) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? N1 C19 1.471(8) . ? C19 C20 1.502(9) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 O1 1.268(7) . ? C20 N2 1.302(8) . ? N2 C22 1.459(8) . ? N2 C21 1.467(8) . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? N3 C23 1.124(8) . ? C23 C24 1.461(10) . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 Cl1 1.737(8) . ? C25 Cl2 1.755(8) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? Cl3 O5B 1.360(8) . ? Cl3 O4B 1.377(8) . ? Cl3 O3A 1.389(7) . ? Cl3 O4A 1.398(7) . ? Cl3 O5A 1.430(7) . ? Cl3 O2A 1.445(7) . ? Cl3 O3B 1.446(9) . ? Cl3 O2B 1.478(9) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Pd1 N1 87.6(2) . . ? C1 Pd1 N3 93.6(2) . . ? N1 Pd1 N3 178.7(2) . . ? C1 Pd1 O1 167.8(2) . . ? N1 Pd1 O1 80.20(19) . . ? N3 Pd1 O1 98.6(2) . . ? C2 C1 C6 115.2(6) . . ? C2 C1 Pd1 128.2(5) . . ? C6 C1 Pd1 116.6(5) . . ? C3 C2 C1 122.3(7) . . ? C3 C2 H2 118.8 . . ? C1 C2 H2 118.8 . . ? C2 C3 C4 121.1(7) . . ? C2 C3 H3 119.4 . . ? C4 C3 H3 119.4 . . ? C3 C4 C5 119.7(7) . . ? C3 C4 H4 120.1 . . ? C5 C4 H4 120.1 . . ? C4 C5 C6 118.9(6) . . ? C4 C5 H5 120.5 . . ? C6 C5 H5 120.5 . . ? C5 C6 C1 122.7(6) . . ? C5 C6 P1 122.0(5) . . ? C1 C6 P1 115.3(5) . . ? N1 P1 C6 100.9(3) . . ? N1 P1 C7 115.6(3) . . ? C6 P1 C7 109.0(3) . . ? N1 P1 C13 111.3(3) . . ? C6 P1 C13 112.7(3) . . ? C7 P1 C13 107.3(3) . . ? C12 C7 C8 118.2(6) . . ? C12 C7 P1 120.3(5) . . ? C8 C7 P1 121.5(5) . . ? C9 C8 C7 119.3(7) . . ? C9 C8 H8 120.4 . . ? C7 C8 H8 120.4 . . ? C10 C9 C8 121.8(7) . . ? C10 C9 H9 119.1 . . ? C8 C9 H9 119.1 . . ? C9 C10 C11 119.6(7) . . ? C9 C10 H10 120.2 . . ? C11 C10 H10 120.2 . . ? C10 C11 C12 119.9(7) . . ? C10 C11 H11 120.0 . . ? C12 C11 H11 120.0 . . ? C11 C12 C7 121.1(6) . . ? C11 C12 H12 119.4 . . ? C7 C12 H12 119.4 . . ? C14 C13 C18 119.6(6) . . ? C14 C13 P1 118.2(5) . . ? C18 C13 P1 122.2(5) . . ? C13 C14 C15 121.3(7) . . ? C13 C14 H14 119.4 . . ? C15 C14 H14 119.4 . . ? C16 C15 C14 119.7(7) . . ? C16 C15 H15 120.2 . . ? C14 C15 H15 120.2 . . ? C15 C16 C17 119.9(7) . . ? C15 C16 H16 120.0 . . ? C17 C16 H16 120.0 . . ? C18 C17 C16 120.4(6) . . ? C18 C17 H17 119.8 . . ? C16 C17 H17 119.8 . . ? C17 C18 C13 119.0(6) . . ? C17 C18 H18 120.5 . . ? C13 C18 H18 120.5 . . ? C19 N1 P1 123.9(4) . . ? C19 N1 Pd1 116.8(4) . . ? P1 N1 Pd1 116.9(3) . . ? N1 C19 C20 109.0(5) . . ? N1 C19 H19A 109.9 . . ? C20 C19 H19A 109.9 . . ? N1 C19 H19B 109.9 . . ? C20 C19 H19B 109.9 . . ? H19A C19 H19B 108.3 . . ? O1 C20 N2 121.6(6) . . ? O1 C20 C19 120.2(6) . . ? N2 C20 C19 118.3(6) . . ? C20 O1 Pd1 113.4(4) . . ? C20 N2 C22 121.6(6) . . ? C20 N2 C21 123.0(6) . . ? C22 N2 C21 115.1(5) . . ? N2 C21 H21A 109.5 . . ? N2 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? N2 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N2 C22 H22A 109.5 . . ? N2 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? N2 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C23 N3 Pd1 175.5(6) . . ? N3 C23 C24 178.9(8) . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? Cl1 C25 Cl2 112.1(4) . . ? Cl1 C25 H25A 109.2 . . ? Cl2 C25 H25A 109.2 . . ? Cl1 C25 H25B 109.2 . . ? Cl2 C25 H25B 109.2 . . ? H25A C25 H25B 107.9 . . ? O5B Cl3 O4B 116.4(9) . . ? O5B Cl3 O3A 100.5(10) . . ? O4B Cl3 O3A 136.4(11) . . ? O5B Cl3 O4A 144.6(9) . . ? O3A Cl3 O4A 113.9(7) . . ? O5B Cl3 O5A 49.2(6) . . ? O4B Cl3 O5A 80.5(10) . . ? O3A Cl3 O5A 110.7(6) . . ? O4A Cl3 O5A 107.7(8) . . ? O5B Cl3 O2A 62.8(8) . . ? O4B Cl3 O2A 104.2(9) . . ? O3A Cl3 O2A 113.3(7) . . ? O4A Cl3 O2A 107.6(6) . . ? O5A Cl3 O2A 102.8(7) . . ? O5B Cl3 O3B 111.0(7) . . ? O4B Cl3 O3B 110.4(8) . . ? O4A Cl3 O3B 96.4(9) . . ? O5A Cl3 O3B 96.2(8) . . ? O2A Cl3 O3B 142.8(9) . . ? O5B Cl3 O2B 105.8(8) . . ? O4B Cl3 O2B 107.1(7) . . ? O3A Cl3 O2B 82.5(8) . . ? O4A Cl3 O2B 87.1(8) . . ? O5A Cl3 O2B 152.4(8) . . ? O2A Cl3 O2B 49.8(6) . . ? O3B Cl3 O2B 105.4(8) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.639 _refine_diff_density_min -1.136 _refine_diff_density_rms 0.122 # Attachment '7brevised.cif' data_7b _database_code_depnum_ccdc_archive 'CCDC 661534' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H27 N3 O P Pd, Cl O4' _chemical_formula_sum 'C27 H27 Cl N3 O5 P Pd' _chemical_formula_weight 646.34 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' 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/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.1099(11) _cell_length_b 13.2935(11) _cell_length_c 16.0085(13) _cell_angle_alpha 90.00 _cell_angle_beta 106.6200(10) _cell_angle_gamma 90.00 _cell_volume 2673.3(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(1) _cell_measurement_reflns_used 3529 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 27.09 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.606 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1312 _exptl_absorpt_coefficient_mu 0.897 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7984 _exptl_absorpt_correction_T_max 0.9224 _exptl_absorpt_process_details 'Bruker/Siemens SADABS V2.03' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-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 ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17019 _diffrn_reflns_av_R_equivalents 0.0497 _diffrn_reflns_av_sigmaI/netI 0.0616 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.23 _diffrn_reflns_theta_max 27.56 _reflns_number_total 6119 _reflns_number_gt 4746 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART V5.624' _computing_cell_refinement 'Bruker SMART V5.624' _computing_data_reduction 'Bruker SAINT V6.02A' _computing_structure_solution 'SIR92 (Altomare et al., 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL Rel. 5.05/V (Siemens, 1996)' _computing_publication_material 'SHELX-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^)+(0.0442P)^2^+1.2381P] 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 6119 _refine_ls_number_parameters 345 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0625 _refine_ls_R_factor_gt 0.0418 _refine_ls_wR_factor_ref 0.0971 _refine_ls_wR_factor_gt 0.0888 _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_restrained_S_all 1.010 _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 Pd1 Pd 0.31769(2) 0.10602(2) 0.602117(16) 0.01431(8) Uani 1 1 d . . . C1 C 0.4307(3) 0.1483(3) 0.5505(2) 0.0183(7) Uani 1 1 d . . . C2 C 0.5379(3) 0.1249(3) 0.5785(2) 0.0259(9) Uani 1 1 d . . . H2 H 0.5629 0.0828 0.6264 0.031 Uiso 1 1 calc R . . C3 C 0.6089(3) 0.1626(3) 0.5368(3) 0.0319(10) Uani 1 1 d . . . H3 H 0.6804 0.1453 0.5574 0.038 Uiso 1 1 calc R . . C4 C 0.5759(3) 0.2252(3) 0.4654(2) 0.0278(9) Uani 1 1 d . . . H4 H 0.6245 0.2510 0.4386 0.033 Uiso 1 1 calc R . . C5 C 0.4700(3) 0.2485(3) 0.4349(2) 0.0234(8) Uani 1 1 d . . . H5 H 0.4462 0.2900 0.3864 0.028 Uiso 1 1 calc R . . C6 C 0.3974(3) 0.2108(3) 0.4758(2) 0.0162(7) Uani 1 1 d . . . P1 P 0.25891(7) 0.23809(7) 0.43809(6) 0.01409(19) Uani 1 1 d . . . C7 C 0.2027(3) 0.1858(2) 0.3316(2) 0.0152(7) Uani 1 1 d . . . C8 C 0.2537(3) 0.1081(3) 0.3013(2) 0.0194(7) Uani 1 1 d . . . H8 H 0.3220 0.0885 0.3328 0.023 Uiso 1 1 calc R . . C9 C 0.2017(3) 0.0595(3) 0.2233(2) 0.0221(8) Uani 1 1 d . . . H9 H 0.2352 0.0074 0.2027 0.027 Uiso 1 1 calc R . . C10 C 0.0999(3) 0.0893(3) 0.1768(2) 0.0227(8) Uani 1 1 d . . . H10 H 0.0650 0.0566 0.1252 0.027 Uiso 1 1 calc R . . C11 C 0.0506(3) 0.1663(3) 0.2062(2) 0.0208(8) Uani 1 1 d . . . H11 H -0.0175 0.1859 0.1743 0.025 Uiso 1 1 calc R . . C12 C 0.1010(3) 0.2158(3) 0.2835(2) 0.0173(7) Uani 1 1 d . . . H12 H 0.0671 0.2685 0.3030 0.021 Uiso 1 1 calc R . . C13 C 0.2351(3) 0.3710(2) 0.4276(2) 0.0144(7) Uani 1 1 d . . . C14 C 0.2378(3) 0.4240(3) 0.3531(2) 0.0204(8) Uani 1 1 d . . . H14 H 0.2483 0.3897 0.3056 0.024 Uiso 1 1 calc R . . C15 C 0.2249(3) 0.5268(3) 0.3496(3) 0.0260(9) Uani 1 1 d . . . H15 H 0.2266 0.5619 0.2998 0.031 Uiso 1 1 calc R . . C16 C 0.2095(3) 0.5781(3) 0.4206(3) 0.0269(9) Uani 1 1 d . . . H16 H 0.2027 0.6478 0.4187 0.032 Uiso 1 1 calc R . . C17 C 0.2040(3) 0.5271(3) 0.4928(3) 0.0283(9) Uani 1 1 d . . . H17 H 0.1911 0.5617 0.5392 0.034 Uiso 1 1 calc R . . C18 C 0.2178(3) 0.4233(3) 0.4973(2) 0.0209(8) Uani 1 1 d . . . H18 H 0.2153 0.3888 0.5473 0.025 Uiso 1 1 calc R . . N1 N 0.2156(2) 0.1882(2) 0.51219(18) 0.0176(6) Uani 1 1 d . . . C19 C 0.1040(3) 0.1807(3) 0.5094(2) 0.0177(7) Uani 1 1 d . . . H19A H 0.0634 0.1523 0.4541 0.021 Uiso 1 1 calc R . . H19B H 0.0760 0.2471 0.5150 0.021 Uiso 1 1 calc R . . C20 C 0.0942(3) 0.1134(3) 0.5842(2) 0.0148(7) Uani 1 1 d . . . O1 O 0.17572(19) 0.07560(18) 0.63565(15) 0.0184(5) Uani 1 1 d . . . N2 N -0.0009(2) 0.0945(2) 0.59253(18) 0.0174(6) Uani 1 1 d . . . C21 C -0.0112(3) 0.0310(3) 0.6643(2) 0.0234(8) Uani 1 1 d . . . H21A H 0.0448 -0.0181 0.6778 0.035 Uiso 1 1 calc R . . H21B H -0.0789 -0.0024 0.6475 0.035 Uiso 1 1 calc R . . H21C H -0.0062 0.0720 0.7147 0.035 Uiso 1 1 calc R . . C22 C -0.1003(3) 0.1371(3) 0.5368(2) 0.0251(9) Uani 1 1 d . . . H22A H -0.0847 0.1821 0.4952 0.038 Uiso 1 1 calc R . . H22B H -0.1361 0.1733 0.5721 0.038 Uiso 1 1 calc R . . H22C H -0.1454 0.0838 0.5065 0.038 Uiso 1 1 calc R . . N3 N 0.4127(2) 0.0230(2) 0.70109(19) 0.0185(6) Uani 1 1 d . . . C23 C 0.3873(3) -0.0738(3) 0.7093(2) 0.0225(8) Uani 1 1 d . . . H23 H 0.3329 -0.1027 0.6652 0.027 Uiso 1 1 calc R . . C24 C 0.4386(3) -0.1324(3) 0.7803(3) 0.0290(9) Uani 1 1 d . . . H24 H 0.4192 -0.1992 0.7841 0.035 Uiso 1 1 calc R . . C25 C 0.5187(3) -0.0893(3) 0.8449(3) 0.0319(10) Uani 1 1 d . . . H25 H 0.5541 -0.1266 0.8937 0.038 Uiso 1 1 calc R . . C26 C 0.5463(3) 0.0095(3) 0.8373(3) 0.0291(9) Uani 1 1 d . . . H26 H 0.6008 0.0396 0.8804 0.035 Uiso 1 1 calc R . . C27 C 0.4918(3) 0.0628(3) 0.7647(2) 0.0226(8) Uani 1 1 d . . . H27 H 0.5108 0.1294 0.7595 0.027 Uiso 1 1 calc R . . Cl1 Cl 0.82865(7) 0.28225(7) 0.30982(5) 0.01977(19) Uani 1 1 d . . . O2 O 0.8241(2) 0.2994(2) 0.22077(17) 0.0366(7) Uani 1 1 d . . . O3 O 0.7297(2) 0.3115(2) 0.32429(19) 0.0334(7) Uani 1 1 d . . . O4 O 0.9140(2) 0.3396(2) 0.36613(18) 0.0306(7) Uani 1 1 d . . . O5 O 0.8477(2) 0.1772(2) 0.32924(17) 0.0320(7) 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 Pd1 0.01199(13) 0.01751(14) 0.01333(13) 0.00311(11) 0.00344(9) 0.00194(11) C1 0.0178(18) 0.0222(19) 0.0161(17) -0.0021(15) 0.0068(14) -0.0015(15) C2 0.020(2) 0.035(2) 0.0225(19) 0.0066(17) 0.0055(15) 0.0052(16) C3 0.015(2) 0.051(3) 0.031(2) 0.001(2) 0.0087(16) 0.0057(18) C4 0.0182(19) 0.042(2) 0.026(2) -0.0009(18) 0.0108(16) -0.0094(17) C5 0.024(2) 0.030(2) 0.0183(18) 0.0007(16) 0.0096(15) -0.0013(16) C6 0.0143(17) 0.0183(18) 0.0169(17) -0.0029(14) 0.0058(14) -0.0001(13) P1 0.0145(4) 0.0160(4) 0.0124(4) 0.0007(3) 0.0049(3) -0.0001(3) C7 0.0176(17) 0.0135(17) 0.0159(16) -0.0016(14) 0.0073(14) -0.0028(14) C8 0.0184(18) 0.0203(18) 0.0208(17) 0.0029(15) 0.0074(14) -0.0013(15) C9 0.0213(19) 0.0209(19) 0.028(2) -0.0049(16) 0.0126(16) 0.0003(15) C10 0.027(2) 0.027(2) 0.0156(17) -0.0042(15) 0.0076(15) -0.0098(16) C11 0.0195(19) 0.021(2) 0.0183(18) 0.0047(15) -0.0006(14) -0.0036(15) C12 0.0186(18) 0.0158(18) 0.0183(17) 0.0020(14) 0.0067(14) -0.0020(14) C13 0.0141(17) 0.0131(17) 0.0155(16) -0.0002(13) 0.0037(13) 0.0011(13) C14 0.0227(19) 0.0203(19) 0.0179(17) -0.0005(15) 0.0054(15) -0.0020(15) C15 0.025(2) 0.022(2) 0.028(2) 0.0082(17) 0.0034(16) -0.0036(16) C16 0.024(2) 0.0145(18) 0.034(2) 0.0002(16) -0.0037(17) 0.0010(15) C17 0.027(2) 0.031(2) 0.024(2) -0.0159(18) 0.0030(16) 0.0016(17) C18 0.0224(19) 0.025(2) 0.0145(17) -0.0021(15) 0.0037(14) -0.0009(15) N1 0.0126(14) 0.0245(16) 0.0159(14) 0.0086(13) 0.0045(11) 0.0042(12) C19 0.0186(18) 0.0229(19) 0.0137(16) 0.0020(15) 0.0079(14) 0.0026(15) C20 0.0173(17) 0.0134(17) 0.0150(16) -0.0041(14) 0.0069(13) -0.0001(14) O1 0.0153(13) 0.0223(13) 0.0182(12) 0.0059(10) 0.0057(10) 0.0022(10) N2 0.0170(15) 0.0195(16) 0.0164(14) 0.0001(12) 0.0060(12) -0.0012(12) C21 0.024(2) 0.023(2) 0.0253(19) 0.0021(16) 0.0098(16) -0.0035(16) C22 0.0128(18) 0.038(2) 0.0228(19) 0.0038(17) 0.0020(15) 0.0041(16) N3 0.0147(15) 0.0225(16) 0.0186(15) 0.0033(13) 0.0054(12) 0.0023(12) C23 0.0198(19) 0.023(2) 0.0221(19) 0.0009(16) 0.0021(15) -0.0005(15) C24 0.031(2) 0.024(2) 0.032(2) 0.0093(17) 0.0090(18) 0.0041(17) C25 0.028(2) 0.039(3) 0.023(2) 0.0145(19) 0.0000(17) 0.0073(19) C26 0.022(2) 0.033(2) 0.026(2) 0.0019(18) -0.0023(16) 0.0005(17) C27 0.0191(19) 0.022(2) 0.0250(19) 0.0029(16) 0.0039(15) -0.0008(15) Cl1 0.0224(5) 0.0199(4) 0.0174(4) -0.0013(3) 0.0064(3) 0.0004(3) O2 0.0478(19) 0.0439(19) 0.0194(14) 0.0064(13) 0.0119(13) 0.0042(15) O3 0.0246(15) 0.0359(17) 0.0432(17) -0.0107(14) 0.0156(13) -0.0020(13) O4 0.0244(15) 0.0282(16) 0.0358(16) -0.0079(13) 0.0031(12) -0.0007(12) O5 0.0462(18) 0.0202(15) 0.0278(15) 0.0012(12) 0.0076(13) 0.0026(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 Pd1 C1 1.974(3) . ? Pd1 N1 1.988(3) . ? Pd1 N3 2.037(3) . ? Pd1 O1 2.118(2) . ? C1 C2 1.383(5) . ? C1 C6 1.419(5) . ? C2 C3 1.384(5) . ? C2 H2 0.9300 . ? C3 C4 1.380(6) . ? C3 H3 0.9300 . ? C4 C5 1.370(5) . ? C4 H4 0.9300 . ? C5 C6 1.392(5) . ? C5 H5 0.9300 . ? C6 P1 1.780(3) . ? P1 N1 1.599(3) . ? P1 C7 1.794(3) . ? P1 C13 1.794(3) . ? C7 C8 1.391(5) . ? C7 C12 1.393(5) . ? C8 C9 1.398(5) . ? C8 H8 0.9300 . ? C9 C10 1.387(5) . ? C9 H9 0.9300 . ? C10 C11 1.365(5) . ? C10 H10 0.9300 . ? C11 C12 1.390(5) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C18 1.388(5) . ? C13 C14 1.394(5) . ? C14 C15 1.376(5) . ? C14 H14 0.9300 . ? C15 C16 1.388(6) . ? C15 H15 0.9300 . ? C16 C17 1.360(6) . ? C16 H16 0.9300 . ? C17 C18 1.391(5) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? N1 C19 1.454(4) . ? C19 C20 1.530(5) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 O1 1.253(4) . ? C20 N2 1.316(4) . ? N2 C21 1.462(4) . ? N2 C22 1.467(4) . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? N3 C27 1.337(5) . ? N3 C23 1.345(5) . ? C23 C24 1.384(5) . ? C23 H23 0.9300 . ? C24 C25 1.371(6) . ? C24 H24 0.9300 . ? C25 C26 1.378(6) . ? C25 H25 0.9300 . ? C26 C27 1.374(5) . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? Cl1 O2 1.428(3) . ? Cl1 O3 1.436(3) . ? Cl1 O5 1.437(3) . ? Cl1 O4 1.439(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 C1 Pd1 N1 88.33(13) . . ? C1 Pd1 N3 96.59(13) . . ? N1 Pd1 N3 174.68(11) . . ? C1 Pd1 O1 168.46(12) . . ? N1 Pd1 O1 80.22(10) . . ? N3 Pd1 O1 94.91(10) . . ? C2 C1 C6 116.4(3) . . ? C2 C1 Pd1 127.9(3) . . ? C6 C1 Pd1 115.6(2) . . ? C1 C2 C3 121.5(4) . . ? C1 C2 H2 119.2 . . ? C3 C2 H2 119.2 . . ? C4 C3 C2 121.5(4) . . ? C4 C3 H3 119.2 . . ? C2 C3 H3 119.2 . . ? C5 C4 C3 118.5(3) . . ? C5 C4 H4 120.7 . . ? C3 C4 H4 120.7 . . ? C4 C5 C6 120.7(4) . . ? C4 C5 H5 119.7 . . ? C6 C5 H5 119.7 . . ? C5 C6 C1 121.3(3) . . ? C5 C6 P1 122.4(3) . . ? C1 C6 P1 116.3(3) . . ? N1 P1 C6 102.03(15) . . ? N1 P1 C7 114.08(16) . . ? C6 P1 C7 110.21(16) . . ? N1 P1 C13 112.92(16) . . ? C6 P1 C13 111.44(16) . . ? C7 P1 C13 106.25(16) . . ? C8 C7 C12 120.0(3) . . ? C8 C7 P1 120.7(3) . . ? C12 C7 P1 118.8(3) . . ? C7 C8 C9 119.6(3) . . ? C7 C8 H8 120.2 . . ? C9 C8 H8 120.2 . . ? C10 C9 C8 119.7(3) . . ? C10 C9 H9 120.1 . . ? C8 C9 H9 120.1 . . ? C11 C10 C9 120.5(3) . . ? C11 C10 H10 119.8 . . ? C9 C10 H10 119.8 . . ? C10 C11 C12 120.7(3) . . ? C10 C11 H11 119.6 . . ? C12 C11 H11 119.6 . . ? C11 C12 C7 119.5(3) . . ? C11 C12 H12 120.3 . . ? C7 C12 H12 120.3 . . ? C18 C13 C14 119.0(3) . . ? C18 C13 P1 118.8(3) . . ? C14 C13 P1 122.1(3) . . ? C15 C14 C13 120.2(3) . . ? C15 C14 H14 119.9 . . ? C13 C14 H14 119.9 . . ? C14 C15 C16 120.0(4) . . ? C14 C15 H15 120.0 . . ? C16 C15 H15 120.0 . . ? C17 C16 C15 120.4(4) . . ? C17 C16 H16 119.8 . . ? C15 C16 H16 119.8 . . ? C16 C17 C18 120.1(4) . . ? C16 C17 H17 119.9 . . ? C18 C17 H17 119.9 . . ? C13 C18 C17 120.2(3) . . ? C13 C18 H18 119.9 . . ? C17 C18 H18 119.9 . . ? C19 N1 P1 125.0(2) . . ? C19 N1 Pd1 116.6(2) . . ? P1 N1 Pd1 117.20(16) . . ? N1 C19 C20 109.0(3) . . ? N1 C19 H19A 109.9 . . ? C20 C19 H19A 109.9 . . ? N1 C19 H19B 109.9 . . ? C20 C19 H19B 109.9 . . ? H19A C19 H19B 108.3 . . ? O1 C20 N2 120.8(3) . . ? O1 C20 C19 120.2(3) . . ? N2 C20 C19 119.1(3) . . ? C20 O1 Pd1 113.8(2) . . ? C20 N2 C21 119.6(3) . . ? C20 N2 C22 124.6(3) . . ? C21 N2 C22 115.8(3) . . ? N2 C21 H21A 109.5 . . ? N2 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? N2 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N2 C22 H22A 109.5 . . ? N2 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? N2 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C27 N3 C23 117.6(3) . . ? C27 N3 Pd1 123.1(3) . . ? C23 N3 Pd1 118.7(2) . . ? N3 C23 C24 122.9(4) . . ? N3 C23 H23 118.6 . . ? C24 C23 H23 118.6 . . ? C25 C24 C23 118.2(4) . . ? C25 C24 H24 120.9 . . ? C23 C24 H24 120.9 . . ? C24 C25 C26 119.7(4) . . ? C24 C25 H25 120.1 . . ? C26 C25 H25 120.1 . . ? C27 C26 C25 118.7(4) . . ? C27 C26 H26 120.6 . . ? C25 C26 H26 120.6 . . ? N3 C27 C26 122.9(4) . . ? N3 C27 H27 118.6 . . ? C26 C27 H27 118.6 . . ? O2 Cl1 O3 109.65(18) . . ? O2 Cl1 O5 109.05(17) . . ? O3 Cl1 O5 109.72(18) . . ? O2 Cl1 O4 110.09(18) . . ? O3 Cl1 O4 109.42(16) . . ? O5 Cl1 O4 108.90(17) . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.758 _refine_diff_density_min -0.429 _refine_diff_density_rms 0.109 #===END #============================CIF OF COMPLEX 8================================== data_8 _database_code_depnum_ccdc_archive 'CCDC 661535' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H22 Cl2 N P Pd S' _chemical_formula_weight 528.73 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' S S 0.1246 0.1234 '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 7.9372(5) _cell_length_b 16.4538(11) _cell_length_c 16.6017(11) _cell_angle_alpha 90.00 _cell_angle_beta 90.2140(10) _cell_angle_gamma 90.00 _cell_volume 2168.1(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100(1) _cell_measurement_reflns_used 2964 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 26.9 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.620 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1064 _exptl_absorpt_coefficient_mu 1.279 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7506 _exptl_absorpt_correction_T_max 0.93805 _exptl_absorpt_process_details 'Bruker/Siemens SADABS V2.03' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-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 ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18890 _diffrn_reflns_av_R_equivalents 0.0577 _diffrn_reflns_av_sigmaI/netI 0.0566 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 27.53 _reflns_number_total 4967 _reflns_number_gt 3835 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART V5.624' _computing_cell_refinement 'Bruker SMART V5.624' _computing_data_reduction 'Bruker SAINT V6.02A' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL Rel. 5.05/V (Siemens, 1996)' _computing_publication_material 'SHELX-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^)+(0.0445P)^2^+1.3519P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4967 _refine_ls_number_parameters 245 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0661 _refine_ls_R_factor_gt 0.0454 _refine_ls_wR_factor_ref 0.0999 _refine_ls_wR_factor_gt 0.0915 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.019 _refine_ls_shift/su_max 0.006 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.88742(4) 0.075036(17) 0.865445(17) 0.01308(9) Uani 1 1 d . . . P1 P 0.78363(13) -0.05741(6) 0.72337(6) 0.0140(2) Uani 1 1 d . . . N1 N 0.9132(4) -0.02140(19) 0.7890(2) 0.0165(7) Uani 1 1 d . . . C19 C 1.0654(5) -0.0686(2) 0.8102(3) 0.0204(9) Uani 1 1 d . . . H19A H 1.0800 -0.1144 0.7721 0.024 Uiso 1 1 calc R . . H19B H 1.0551 -0.0910 0.8653 0.024 Uiso 1 1 calc R . . S1 S 1.17199(12) 0.07678(6) 0.86775(6) 0.0171(2) Uani 1 1 d . . . Cl1 Cl 0.59689(12) 0.07149(6) 0.86426(6) 0.0223(2) Uani 1 1 d . . . Cl2 Cl 0.89536(13) 0.18051(6) 0.95761(6) 0.0230(2) Uani 1 1 d . . . C1 C 0.6738(5) 0.0255(2) 0.6735(2) 0.0157(8) Uani 1 1 d . . . C3 C 0.4430(5) 0.0745(3) 0.5924(3) 0.0280(10) Uani 1 1 d . . . H3 H 0.3410 0.0646 0.5639 0.034 Uiso 1 1 calc R . . C6 C 0.7445(5) 0.1027(2) 0.6747(2) 0.0201(9) Uani 1 1 d . . . H6 H 0.8488 0.1121 0.7014 0.024 Uiso 1 1 calc R . . C20 C 1.2152(5) -0.0116(2) 0.8056(3) 0.0210(9) Uani 1 1 d . . . H20A H 1.2339 0.0054 0.7491 0.025 Uiso 1 1 calc R . . H20B H 1.3180 -0.0395 0.8252 0.025 Uiso 1 1 calc R . . C2 C 0.5248(5) 0.0113(3) 0.6322(2) 0.0234(9) Uani 1 1 d . . . H2 H 0.4782 -0.0419 0.6310 0.028 Uiso 1 1 calc R . . C5 C 0.6601(6) 0.1665(3) 0.6361(3) 0.0259(10) Uani 1 1 d . . . H5 H 0.7048 0.2200 0.6382 0.031 Uiso 1 1 calc R . . C18 C 1.0081(5) -0.0635(2) 0.5978(2) 0.0208(9) Uani 1 1 d . . . H18 H 0.9959 -0.0061 0.5967 0.025 Uiso 1 1 calc R . . C7 C 0.6294(5) -0.1282(2) 0.7622(2) 0.0148(8) Uani 1 1 d . . . C21 C 1.2222(5) 0.0370(3) 0.9662(2) 0.0250(10) Uani 1 1 d . . . H21A H 1.1723 -0.0171 0.9721 0.038 Uiso 1 1 calc R . . H21B H 1.1769 0.0733 1.0076 0.038 Uiso 1 1 calc R . . H21C H 1.3448 0.0332 0.9723 0.038 Uiso 1 1 calc R . . C14 C 0.9239(5) -0.1945(2) 0.6487(3) 0.0210(9) Uani 1 1 d . . . H14 H 0.8548 -0.2268 0.6826 0.025 Uiso 1 1 calc R . . C13 C 0.9070(5) -0.1102(2) 0.6486(2) 0.0164(8) Uani 1 1 d . . . C12 C 0.5338(5) -0.1796(2) 0.7129(3) 0.0204(9) Uani 1 1 d . . . H12 H 0.5510 -0.1797 0.6563 0.025 Uiso 1 1 calc R . . C8 C 0.6053(5) -0.1295(2) 0.8454(3) 0.0208(9) Uani 1 1 d . . . H8 H 0.6718 -0.0957 0.8792 0.025 Uiso 1 1 calc R . . C4 C 0.5107(6) 0.1515(3) 0.5945(3) 0.0262(10) Uani 1 1 d . . . H4 H 0.4550 0.1948 0.5674 0.031 Uiso 1 1 calc R . . C9 C 0.4844(6) -0.1802(3) 0.8789(3) 0.0271(10) Uani 1 1 d . . . H9 H 0.4671 -0.1808 0.9355 0.032 Uiso 1 1 calc R . . C15 C 1.0420(5) -0.2311(3) 0.5991(3) 0.0230(9) Uani 1 1 d . . . H15 H 1.0519 -0.2886 0.5987 0.028 Uiso 1 1 calc R . . C16 C 1.1451(5) -0.1852(3) 0.5506(3) 0.0236(9) Uani 1 1 d . . . H16 H 1.2287 -0.2106 0.5185 0.028 Uiso 1 1 calc R . . C17 C 1.1256(5) -0.1007(3) 0.5491(3) 0.0240(10) Uani 1 1 d . . . H17 H 1.1935 -0.0687 0.5144 0.029 Uiso 1 1 calc R . . C11 C 0.4132(5) -0.2306(3) 0.7471(3) 0.0278(10) Uani 1 1 d . . . H11 H 0.3479 -0.2656 0.7139 0.033 Uiso 1 1 calc R . . C10 C 0.3892(6) -0.2299(3) 0.8290(3) 0.0312(11) Uani 1 1 d . . . H10 H 0.3058 -0.2641 0.8519 0.037 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.01241(15) 0.01226(16) 0.01456(15) -0.00153(12) 0.00038(11) -0.00063(12) P1 0.0132(5) 0.0117(5) 0.0172(5) -0.0007(4) 0.0006(4) -0.0011(4) N1 0.0133(16) 0.0137(17) 0.0225(18) -0.0053(14) -0.0021(13) 0.0050(13) C19 0.019(2) 0.013(2) 0.029(2) -0.0052(18) -0.0042(17) 0.0025(16) S1 0.0141(5) 0.0191(5) 0.0181(5) 0.0014(4) -0.0003(4) -0.0016(4) Cl1 0.0142(5) 0.0224(5) 0.0302(5) -0.0047(4) 0.0011(4) 0.0009(4) Cl2 0.0272(6) 0.0205(5) 0.0212(5) -0.0064(4) -0.0004(4) -0.0015(4) C1 0.018(2) 0.015(2) 0.0144(18) 0.0005(16) 0.0028(16) 0.0042(16) C3 0.019(2) 0.034(3) 0.031(2) 0.011(2) 0.0002(18) 0.000(2) C6 0.024(2) 0.017(2) 0.020(2) 0.0006(17) 0.0024(17) 0.0004(17) C20 0.016(2) 0.022(2) 0.025(2) -0.0041(18) 0.0008(17) 0.0020(17) C2 0.022(2) 0.025(2) 0.023(2) 0.0056(18) 0.0008(17) -0.0019(18) C5 0.035(3) 0.016(2) 0.027(2) 0.0027(18) 0.011(2) -0.0022(18) C18 0.025(2) 0.013(2) 0.024(2) -0.0018(17) 0.0017(17) -0.0033(17) C7 0.0111(18) 0.013(2) 0.020(2) 0.0027(16) -0.0006(15) -0.0005(15) C21 0.021(2) 0.039(3) 0.015(2) 0.0047(19) -0.0011(17) 0.0002(19) C14 0.018(2) 0.019(2) 0.027(2) -0.0003(18) 0.0050(17) -0.0027(16) C13 0.0134(19) 0.019(2) 0.017(2) -0.0021(16) 0.0023(16) 0.0005(15) C12 0.017(2) 0.018(2) 0.027(2) -0.0044(17) 0.0002(17) 0.0007(16) C8 0.021(2) 0.015(2) 0.026(2) 0.0005(17) -0.0034(18) 0.0029(17) C4 0.029(2) 0.023(2) 0.027(2) 0.0099(19) 0.0093(19) 0.0122(19) C9 0.033(3) 0.026(2) 0.023(2) 0.0120(19) 0.0110(19) 0.007(2) C15 0.026(2) 0.016(2) 0.027(2) -0.0062(18) 0.0048(18) -0.0009(17) C16 0.023(2) 0.024(2) 0.024(2) -0.0056(18) 0.0086(18) 0.0003(18) C17 0.028(2) 0.022(2) 0.022(2) -0.0005(18) 0.0115(18) -0.0037(18) C11 0.021(2) 0.017(2) 0.045(3) -0.003(2) -0.001(2) -0.0024(18) C10 0.025(2) 0.017(2) 0.051(3) 0.014(2) 0.011(2) 0.0005(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 N1 2.042(3) . ? Pd1 S1 2.2590(10) . ? Pd1 Cl1 2.3068(10) . ? Pd1 Cl2 2.3144(10) . ? P1 N1 1.609(3) . ? P1 C13 1.806(4) . ? P1 C7 1.810(4) . ? P1 C1 1.817(4) . ? N1 C19 1.478(5) . ? C19 C20 1.517(5) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? S1 C21 1.804(4) . ? S1 C20 1.816(4) . ? C1 C2 1.386(6) . ? C1 C6 1.389(6) . ? C3 C4 1.376(6) . ? C3 C2 1.392(6) . ? C3 H3 0.9500 . ? C6 C5 1.398(6) . ? C6 H6 0.9500 . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C2 H2 0.9500 . ? C5 C4 1.392(6) . ? C5 H5 0.9500 . ? C18 C17 1.379(6) . ? C18 C13 1.397(5) . ? C18 H18 0.9500 . ? C7 C12 1.398(5) . ? C7 C8 1.396(5) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C14 C15 1.387(6) . ? C14 C13 1.393(6) . ? C14 H14 0.9500 . ? C12 C11 1.396(6) . ? C12 H12 0.9500 . ? C8 C9 1.389(6) . ? C8 H8 0.9500 . ? C4 H4 0.9500 . ? C9 C10 1.386(7) . ? C9 H9 0.9500 . ? C15 C16 1.376(6) . ? C15 H15 0.9500 . ? C16 C17 1.399(6) . ? C16 H16 0.9500 . ? C17 H17 0.9500 . ? C11 C10 1.374(7) . ? C11 H11 0.9500 . ? C10 H10 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 Pd1 S1 85.29(9) . . ? N1 Pd1 Cl1 94.45(9) . . ? S1 Pd1 Cl1 179.13(4) . . ? N1 Pd1 Cl2 172.19(9) . . ? S1 Pd1 Cl2 87.39(4) . . ? Cl1 Pd1 Cl2 92.83(4) . . ? N1 P1 C13 107.21(17) . . ? N1 P1 C7 115.30(18) . . ? C13 P1 C7 107.71(18) . . ? N1 P1 C1 109.66(18) . . ? C13 P1 C1 107.99(18) . . ? C7 P1 C1 108.73(18) . . ? C19 N1 P1 119.2(3) . . ? C19 N1 Pd1 110.1(2) . . ? P1 N1 Pd1 129.91(18) . . ? N1 C19 C20 107.6(3) . . ? N1 C19 H19A 110.2 . . ? C20 C19 H19A 110.2 . . ? N1 C19 H19B 110.2 . . ? C20 C19 H19B 110.2 . . ? H19A C19 H19B 108.5 . . ? C21 S1 C20 100.5(2) . . ? C21 S1 Pd1 103.21(14) . . ? C20 S1 Pd1 99.86(13) . . ? C2 C1 C6 120.4(4) . . ? C2 C1 P1 120.4(3) . . ? C6 C1 P1 119.2(3) . . ? C4 C3 C2 119.7(4) . . ? C4 C3 H3 120.2 . . ? C2 C3 H3 120.2 . . ? C1 C6 C5 119.1(4) . . ? C1 C6 H6 120.4 . . ? C5 C6 H6 120.4 . . ? C19 C20 S1 108.5(3) . . ? C19 C20 H20A 110.0 . . ? S1 C20 H20A 110.0 . . ? C19 C20 H20B 110.0 . . ? S1 C20 H20B 110.0 . . ? H20A C20 H20B 108.4 . . ? C1 C2 C3 120.3(4) . . ? C1 C2 H2 119.9 . . ? C3 C2 H2 119.9 . . ? C4 C5 C6 120.0(4) . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? C17 C18 C13 120.1(4) . . ? C17 C18 H18 119.9 . . ? C13 C18 H18 119.9 . . ? C12 C7 C8 119.6(4) . . ? C12 C7 P1 123.1(3) . . ? C8 C7 P1 117.2(3) . . ? S1 C21 H21A 109.5 . . ? S1 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? S1 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C15 C14 C13 119.8(4) . . ? C15 C14 H14 120.1 . . ? C13 C14 H14 120.1 . . ? C14 C13 C18 119.4(4) . . ? C14 C13 P1 122.1(3) . . ? C18 C13 P1 117.7(3) . . ? C7 C12 C11 119.8(4) . . ? C7 C12 H12 120.1 . . ? C11 C12 H12 120.1 . . ? C9 C8 C7 120.2(4) . . ? C9 C8 H8 119.9 . . ? C7 C8 H8 119.9 . . ? C3 C4 C5 120.5(4) . . ? C3 C4 H4 119.8 . . ? C5 C4 H4 119.8 . . ? C10 C9 C8 119.3(4) . . ? C10 C9 H9 120.3 . . ? C8 C9 H9 120.3 . . ? C16 C15 C14 120.8(4) . . ? C16 C15 H15 119.6 . . ? C14 C15 H15 119.6 . . ? C15 C16 C17 119.4(4) . . ? C15 C16 H16 120.3 . . ? C17 C16 H16 120.3 . . ? C18 C17 C16 120.3(4) . . ? C18 C17 H17 119.8 . . ? C16 C17 H17 119.8 . . ? C10 C11 C12 119.7(4) . . ? C10 C11 H11 120.1 . . ? C12 C11 H11 120.1 . . ? C9 C10 C11 121.3(4) . . ? C9 C10 H10 119.3 . . ? C11 C10 H10 119.3 . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.53 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.633 _refine_diff_density_min -0.851 _refine_diff_density_rms 0.119 #===END