# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_k13s _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H28 Cl N2 O P Pd' _chemical_formula_weight 581.34 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 2(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 11.8915(8) _cell_length_b 15.4151(11) _cell_length_c 14.5332(11) _cell_angle_alpha 90.00 _cell_angle_beta 93.245(2) _cell_angle_gamma 90.00 _cell_volume 2659.8(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 8694 _cell_measurement_theta_min 2.165 _cell_measurement_theta_max 8.557 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.452 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1184 _exptl_absorpt_coefficient_mu 0.881 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8137 _exptl_absorpt_correction_T_max 0.8866 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 APEX CCD' _diffrn_measurement_method \w-scan _diffrn_detector_area_resol_mean 8.26 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 32031 _diffrn_reflns_av_R_equivalents 0.0251 _diffrn_reflns_av_sigmaI/netI 0.0201 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 28.72 _reflns_number_total 6463 _reflns_number_gt 5994 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHEXTL' _computing_publication_material 'Bruker SHEXTL' _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^)+(0.0329P)^2^+1.5394P] 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 'OH free, NH2 free with SADI, rigid methyls, others riding' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6463 _refine_ls_number_parameters 322 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0263 _refine_ls_R_factor_gt 0.0240 _refine_ls_wR_factor_ref 0.0636 _refine_ls_wR_factor_gt 0.0623 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.066 _refine_ls_shift/su_max 0.003 _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 0.560300(9) 0.601280(7) 0.278921(8) 0.01499(5) Uani 1 1 d . . . Cl1 Cl 0.65733(3) 0.47727(3) 0.34339(3) 0.02221(9) Uani 1 1 d . . . N1 N 0.71141(11) 0.66485(9) 0.28531(10) 0.0202(3) Uani 1 1 d . . . O1 O 0.81564(10) 0.63257(9) 0.32043(9) 0.0260(3) Uani 1 1 d . . . H01 H 0.802(2) 0.5866(17) 0.3342(18) 0.041(7) Uiso 1 1 d . . . P1 P 0.38730(3) 0.54184(3) 0.27600(3) 0.01525(8) Uani 1 1 d . . . C1 C 0.51171(13) 0.71721(10) 0.22671(11) 0.0170(3) Uani 1 1 d . . . C2 C 0.60286(13) 0.77618(11) 0.22218(11) 0.0197(3) Uani 1 1 d . . . C3 C 0.58805(15) 0.85882(12) 0.18531(13) 0.0259(4) Uani 1 1 d . . . H3 H 0.6504 0.8972 0.1835 0.031 Uiso 1 1 calc R . . C4 C 0.48240(15) 0.88535(11) 0.15112(14) 0.0261(4) Uani 1 1 d . . . H4 H 0.4722 0.9416 0.1253 0.031 Uiso 1 1 calc R . . C5 C 0.39208(14) 0.82925(11) 0.15497(12) 0.0220(3) Uani 1 1 d . . . H5 H 0.3195 0.8473 0.1319 0.026 Uiso 1 1 calc R . . C6 C 0.40665(13) 0.74637(11) 0.19244(11) 0.0192(3) Uani 1 1 d . . . H6 H 0.3434 0.7089 0.1946 0.023 Uiso 1 1 calc R . . C7 C 0.71417(14) 0.74449(11) 0.25707(12) 0.0215(3) Uani 1 1 d . . . N2 N 0.80837(14) 0.79251(12) 0.26092(14) 0.0373(4) Uani 1 1 d D . . H02A H 0.809(2) 0.8410(14) 0.2312(17) 0.050(7) Uiso 1 1 d D . . H02B H 0.8710(18) 0.7667(16) 0.2790(16) 0.044(7) Uiso 1 1 d D . . C11 C 0.38567(13) 0.43854(10) 0.33634(11) 0.0172(3) Uani 1 1 d . . . C12 C 0.37359(13) 0.43723(11) 0.43104(11) 0.0199(3) Uani 1 1 d . . . H12 H 0.3617 0.4898 0.4631 0.024 Uiso 1 1 calc R . . C13 C 0.37896(14) 0.35915(11) 0.47855(12) 0.0229(3) Uani 1 1 d . . . H13 H 0.3698 0.3591 0.5431 0.028 Uiso 1 1 calc R . . C14 C 0.39744(14) 0.28103(11) 0.43401(13) 0.0235(3) Uani 1 1 d . . . C15 C 0.41112(15) 0.28315(11) 0.33970(13) 0.0254(4) Uani 1 1 d . . . H15 H 0.4249 0.2306 0.3080 0.031 Uiso 1 1 calc R . . C16 C 0.40504(14) 0.36054(11) 0.29101(12) 0.0231(3) Uani 1 1 d . . . H16 H 0.4141 0.3605 0.2265 0.028 Uiso 1 1 calc R . . C17 C 0.39995(18) 0.19671(12) 0.48695(15) 0.0343(4) Uani 1 1 d . . . H17A H 0.3235 0.1818 0.5033 0.051 Uiso 1 1 calc R . . H17B H 0.4487 0.2030 0.5432 0.051 Uiso 1 1 calc R . . H17C H 0.4293 0.1505 0.4487 0.051 Uiso 1 1 calc R . . C21 C 0.28773(13) 0.60832(10) 0.33602(11) 0.0165(3) Uani 1 1 d . . . C22 C 0.33060(14) 0.66678(12) 0.40211(13) 0.0251(4) Uani 1 1 d . . . H22 H 0.4097 0.6705 0.4150 0.030 Uiso 1 1 calc R . . C23 C 0.25896(16) 0.71977(12) 0.44936(13) 0.0281(4) Uani 1 1 d . . . H23 H 0.2898 0.7586 0.4948 0.034 Uiso 1 1 calc R . . C24 C 0.14286(15) 0.71688(11) 0.43124(12) 0.0235(3) Uani 1 1 d . . . C25 C 0.10064(14) 0.65639(12) 0.36796(13) 0.0264(4) Uani 1 1 d . . . H25 H 0.0214 0.6514 0.3566 0.032 Uiso 1 1 calc R . . C26 C 0.17147(14) 0.60268(11) 0.32056(13) 0.0232(3) Uani 1 1 d . . . H26 H 0.1402 0.5619 0.2773 0.028 Uiso 1 1 calc R . . C27 C 0.06611(17) 0.77911(13) 0.47741(14) 0.0324(4) Uani 1 1 d . . . H27A H 0.0726 0.8368 0.4500 0.049 Uiso 1 1 calc R . . H27B H 0.0878 0.7821 0.5434 0.049 Uiso 1 1 calc R . . H27C H -0.0119 0.7588 0.4689 0.049 Uiso 1 1 calc R . . C31 C 0.32522(13) 0.51772(10) 0.16175(11) 0.0185(3) Uani 1 1 d . . . C32 C 0.37625(14) 0.54885(11) 0.08406(12) 0.0209(3) Uani 1 1 d . . . H32 H 0.4437 0.5818 0.0914 0.025 Uiso 1 1 calc R . . C33 C 0.32905(15) 0.53205(12) -0.00400(12) 0.0246(3) Uani 1 1 d . . . H33 H 0.3649 0.5536 -0.0561 0.030 Uiso 1 1 calc R . . C34 C 0.23033(16) 0.48434(12) -0.01687(12) 0.0257(4) Uani 1 1 d . . . C35 C 0.18118(15) 0.45162(12) 0.06101(13) 0.0263(4) Uani 1 1 d . . . H35 H 0.1141 0.4183 0.0535 0.032 Uiso 1 1 calc R . . C36 C 0.22806(14) 0.46674(11) 0.14874(12) 0.0227(3) Uani 1 1 d . . . H36 H 0.1942 0.4424 0.2005 0.027 Uiso 1 1 calc R . . C37 C 0.17735(19) 0.46806(16) -0.11196(13) 0.0394(5) Uani 1 1 d . . . H37A H 0.1082 0.5023 -0.1207 0.059 Uiso 1 1 calc R . . H37B H 0.1593 0.4063 -0.1189 0.059 Uiso 1 1 calc R . . H37C H 0.2301 0.4850 -0.1582 0.059 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 0.01107(7) 0.01403(7) 0.02000(7) -0.00047(4) 0.00207(4) -0.00016(4) Cl1 0.01774(18) 0.01647(18) 0.0324(2) 0.00000(15) 0.00134(15) 0.00378(14) N1 0.0114(6) 0.0217(7) 0.0273(7) 0.0019(6) -0.0005(5) 0.0005(5) O1 0.0123(5) 0.0265(7) 0.0387(7) 0.0066(6) -0.0035(5) 0.0004(5) P1 0.01311(18) 0.01437(18) 0.01846(19) -0.00081(14) 0.00238(14) -0.00128(14) C1 0.0159(7) 0.0168(7) 0.0185(7) -0.0008(6) 0.0035(6) -0.0004(6) C2 0.0153(7) 0.0203(8) 0.0236(8) 0.0001(6) 0.0011(6) -0.0018(6) C3 0.0199(8) 0.0209(8) 0.0366(10) 0.0036(7) 0.0002(7) -0.0052(7) C4 0.0238(9) 0.0177(8) 0.0367(10) 0.0050(7) 0.0020(7) 0.0007(6) C5 0.0170(7) 0.0216(8) 0.0275(8) 0.0010(7) 0.0013(6) 0.0028(6) C6 0.0148(7) 0.0192(8) 0.0238(8) 0.0000(6) 0.0034(6) -0.0010(6) C7 0.0155(7) 0.0222(8) 0.0269(8) 0.0013(6) 0.0013(6) -0.0027(6) N2 0.0185(8) 0.0317(9) 0.0603(12) 0.0189(8) -0.0091(8) -0.0090(7) C11 0.0134(7) 0.0149(7) 0.0234(8) -0.0002(6) 0.0022(6) -0.0017(6) C12 0.0191(7) 0.0185(8) 0.0220(8) -0.0021(6) -0.0016(6) -0.0011(6) C13 0.0240(8) 0.0222(8) 0.0220(8) 0.0021(6) -0.0037(6) -0.0017(7) C14 0.0181(8) 0.0180(8) 0.0339(9) 0.0036(7) -0.0040(7) -0.0010(6) C15 0.0243(8) 0.0166(8) 0.0356(9) -0.0042(7) 0.0041(7) 0.0019(6) C16 0.0237(8) 0.0201(8) 0.0261(8) -0.0025(7) 0.0077(7) 0.0001(6) C17 0.0377(11) 0.0200(9) 0.0444(11) 0.0089(8) -0.0041(9) 0.0001(8) C21 0.0156(7) 0.0148(7) 0.0192(7) 0.0023(6) 0.0036(6) 0.0005(5) C22 0.0172(8) 0.0279(9) 0.0304(9) -0.0077(7) 0.0027(7) -0.0015(7) C23 0.0282(9) 0.0274(9) 0.0294(9) -0.0095(7) 0.0069(7) -0.0012(7) C24 0.0269(9) 0.0215(8) 0.0232(8) 0.0061(6) 0.0107(7) 0.0069(7) C25 0.0156(8) 0.0318(9) 0.0321(9) 0.0018(7) 0.0044(7) 0.0045(7) C26 0.0165(8) 0.0249(9) 0.0281(9) -0.0029(7) 0.0009(7) -0.0010(6) C27 0.0341(10) 0.0325(10) 0.0319(10) 0.0019(8) 0.0148(8) 0.0117(8) C31 0.0189(7) 0.0175(7) 0.0193(7) -0.0017(6) 0.0013(6) -0.0005(6) C32 0.0211(8) 0.0183(8) 0.0236(8) -0.0009(6) 0.0040(6) -0.0010(6) C33 0.0290(9) 0.0248(9) 0.0204(8) -0.0001(7) 0.0048(7) 0.0008(7) C34 0.0299(9) 0.0261(9) 0.0210(8) -0.0053(7) -0.0007(7) 0.0023(7) C35 0.0255(9) 0.0260(9) 0.0275(9) -0.0057(7) 0.0012(7) -0.0057(7) C36 0.0226(8) 0.0221(8) 0.0237(8) -0.0026(6) 0.0039(6) -0.0055(6) C37 0.0450(12) 0.0494(13) 0.0231(9) -0.0075(9) -0.0037(8) -0.0048(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 2.0134(16) . ? Pd1 N1 2.0443(13) . ? Pd1 P1 2.2502(4) . ? Pd1 Cl1 2.3960(4) . ? N1 C7 1.295(2) . ? N1 O1 1.4045(17) . ? P1 C31 1.8170(16) . ? P1 C11 1.8186(16) . ? P1 C21 1.8248(16) . ? C1 C6 1.393(2) . ? C1 C2 1.419(2) . ? C2 C3 1.389(2) . ? C2 C7 1.474(2) . ? C3 C4 1.386(2) . ? C4 C5 1.382(2) . ? C5 C6 1.396(2) . ? C7 N2 1.341(2) . ? C11 C12 1.392(2) . ? C11 C16 1.396(2) . ? C12 C13 1.387(2) . ? C13 C14 1.391(2) . ? C14 C15 1.390(3) . ? C14 C17 1.510(2) . ? C15 C16 1.387(2) . ? C21 C26 1.391(2) . ? C21 C22 1.392(2) . ? C22 C23 1.389(2) . ? C23 C24 1.391(3) . ? C24 C25 1.384(3) . ? C24 C27 1.507(2) . ? C25 C26 1.391(2) . ? C31 C32 1.397(2) . ? C31 C36 1.401(2) . ? C32 C33 1.392(2) . ? C33 C34 1.389(3) . ? C34 C35 1.397(3) . ? C34 C37 1.507(2) . ? C35 C36 1.382(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 C1 Pd1 N1 79.89(6) . . ? C1 Pd1 P1 96.42(5) . . ? N1 Pd1 P1 175.12(4) . . ? C1 Pd1 Cl1 167.71(5) . . ? N1 Pd1 Cl1 87.83(4) . . ? P1 Pd1 Cl1 95.856(15) . . ? C7 N1 O1 114.41(13) . . ? C7 N1 Pd1 118.54(11) . . ? O1 N1 Pd1 127.01(10) . . ? C31 P1 C11 104.28(7) . . ? C31 P1 C21 108.10(7) . . ? C11 P1 C21 103.66(7) . . ? C31 P1 Pd1 115.11(5) . . ? C11 P1 Pd1 112.47(5) . . ? C21 P1 Pd1 112.31(5) . . ? C6 C1 C2 116.66(15) . . ? C6 C1 Pd1 130.81(12) . . ? C2 C1 Pd1 112.49(11) . . ? C3 C2 C1 121.65(15) . . ? C3 C2 C7 121.90(15) . . ? C1 C2 C7 116.44(14) . . ? C4 C3 C2 120.08(16) . . ? C5 C4 C3 119.43(16) . . ? C4 C5 C6 120.59(15) . . ? C1 C6 C5 121.59(15) . . ? N1 C7 N2 123.09(16) . . ? N1 C7 C2 112.63(14) . . ? N2 C7 C2 124.27(16) . . ? C12 C11 C16 118.88(15) . . ? C12 C11 P1 119.61(12) . . ? C16 C11 P1 121.32(13) . . ? C13 C12 C11 120.02(15) . . ? C12 C13 C14 121.58(16) . . ? C15 C14 C13 117.98(16) . . ? C15 C14 C17 121.52(17) . . ? C13 C14 C17 120.49(17) . . ? C16 C15 C14 121.19(16) . . ? C15 C16 C11 120.34(16) . . ? C26 C21 C22 118.27(15) . . ? C26 C21 P1 123.62(13) . . ? C22 C21 P1 118.10(12) . . ? C23 C22 C21 120.70(16) . . ? C22 C23 C24 121.15(17) . . ? C25 C24 C23 117.78(16) . . ? C25 C24 C27 121.23(17) . . ? C23 C24 C27 120.97(17) . . ? C24 C25 C26 121.53(16) . . ? C21 C26 C25 120.47(16) . . ? C32 C31 C36 118.44(15) . . ? C32 C31 P1 119.72(12) . . ? C36 C31 P1 121.82(13) . . ? C33 C32 C31 120.54(16) . . ? C34 C33 C32 121.06(16) . . ? C33 C34 C35 118.11(16) . . ? C33 C34 C37 121.20(17) . . ? C35 C34 C37 120.70(17) . . ? C36 C35 C34 121.41(17) . . ? C35 C36 C31 120.36(16) . . ? 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 O1 H01 Cl1 0.76(3) 2.41(3) 3.0752(14) 147(3) . N2 H02A Cl1 0.86(2) 2.41(2) 3.2629(18) 171(2) 2_655 C3 H3 Cl1 0.95 2.65 3.5803(18) 167.5 2_655 C25 H25 O1 0.95 2.49 3.440(2) 176.9 1_455 _diffrn_measured_fraction_theta_max 0.938 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.493 _refine_diff_density_min -0.253 _refine_diff_density_rms 0.072 _database_code_depnum_ccdc_archive 'CCDC 945589' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_k43_21sp _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H25 Cl N4 O Pd' _chemical_formula_weight 539.34 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' 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 2(1)/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.058(7) _cell_length_b 11.058(5) _cell_length_c 14.952(7) _cell_angle_alpha 90.00 _cell_angle_beta 94.647(8) _cell_angle_gamma 90.00 _cell_volume 2316.7(19) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 6470 _cell_measurement_theta_min 2.29 _cell_measurement_theta_max 28.67 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.546 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1096 _exptl_absorpt_coefficient_mu 0.941 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6295 _exptl_absorpt_correction_T_max 0.9117 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 APEX CCD' _diffrn_measurement_method \w-scan _diffrn_detector_area_resol_mean 8.26 _diffrn_reflns_number 27358 _diffrn_reflns_av_R_equivalents 0.0319 _diffrn_reflns_av_sigmaI/netI 0.0243 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.29 _diffrn_reflns_theta_max 28.70 _reflns_number_total 5603 _reflns_number_gt 5129 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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. 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^)+(0.0405P)^2^+2.1952P] 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 'NH2 and OH free with DFIX, rigid methyls, others riding' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5603 _refine_ls_number_parameters 305 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0339 _refine_ls_R_factor_gt 0.0304 _refine_ls_wR_factor_ref 0.0776 _refine_ls_wR_factor_gt 0.0751 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _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 0.742022(10) 0.162843(13) 0.121556(10) 0.01640(6) Uani 1 1 d . . . Cl1 Cl 0.88759(4) 0.06072(5) 0.08934(4) 0.02735(12) Uani 1 1 d . . . N1 N 0.69278(12) 0.00198(15) 0.16757(12) 0.0194(3) Uani 1 1 d . . . C8 C 0.62065(14) 0.23548(18) 0.15676(13) 0.0172(4) Uani 1 1 d . . . N3 N 0.60667(13) 0.32916(15) 0.20311(12) 0.0189(3) Uani 1 1 d . . . C1 C 0.53494(15) 0.16469(17) 0.12268(14) 0.0180(4) Uani 1 1 d . . . C2 C 0.52724(14) 0.03946(18) 0.13564(13) 0.0185(4) Uani 1 1 d . . . C3 C 0.44552(15) -0.02172(19) 0.10202(14) 0.0207(4) Uani 1 1 d . . . H3 H 0.4399 -0.1062 0.1121 0.025 Uiso 1 1 calc R . . C4 C 0.37231(15) 0.0397(2) 0.05400(14) 0.0226(4) Uani 1 1 d . . . H4 H 0.3170 -0.0027 0.0308 0.027 Uiso 1 1 calc R . . C5 C 0.37978(16) 0.16314(19) 0.03983(15) 0.0232(4) Uani 1 1 d . . . H5 H 0.3299 0.2050 0.0062 0.028 Uiso 1 1 calc R . . C6 C 0.45992(15) 0.22565(19) 0.07462(14) 0.0218(4) Uani 1 1 d . . . H6 H 0.4639 0.3105 0.0658 0.026 Uiso 1 1 calc R . . C7 C 0.60684(15) -0.03137(18) 0.18112(13) 0.0189(4) Uani 1 1 d . . . N2 N 0.58669(14) -0.13106(18) 0.22743(14) 0.0251(4) Uani 1 1 d D . . H02A H 0.5323(14) -0.144(2) 0.2456(18) 0.028(7) Uiso 1 1 d D . . H02B H 0.6311(18) -0.171(2) 0.250(2) 0.040(9) Uiso 1 1 d D . . O1 O 0.76200(11) -0.07642(14) 0.20932(11) 0.0256(3) Uani 1 1 d D . . H01 H 0.8035(18) -0.066(3) 0.1753(18) 0.042(9) Uiso 1 1 d D . . C9 C 0.79443(15) 0.31580(19) 0.08540(14) 0.0199(4) Uani 1 1 d . . . N4 N 0.83559(12) 0.40092(16) 0.06776(12) 0.0201(4) Uani 1 1 d . . . C11 C 0.88845(15) 0.50862(19) 0.06683(14) 0.0223(4) Uani 1 1 d . . . C12 C 0.85745(17) 0.6000(2) 0.00643(16) 0.0277(5) Uani 1 1 d . . . C13 C 0.9059(2) 0.7099(2) 0.0145(2) 0.0402(6) Uani 1 1 d . . . H13 H 0.8871 0.7750 -0.0244 0.048 Uiso 1 1 calc R . . C14 C 0.9814(2) 0.7246(3) 0.0792(2) 0.0468(7) Uani 1 1 d . . . H14 H 1.0131 0.8005 0.0847 0.056 Uiso 1 1 calc R . . C15 C 1.0113(2) 0.6317(3) 0.1354(2) 0.0417(7) Uani 1 1 d . . . H16 H 1.0638 0.6443 0.1786 0.050 Uiso 1 1 calc R . . C16 C 0.96649(17) 0.5192(2) 0.13043(16) 0.0299(5) Uani 1 1 d . . . C17 C 0.77681(19) 0.5781(2) -0.06298(17) 0.0346(5) Uani 1 1 d . . . H17A H 0.7659 0.6508 -0.0999 0.052 Uiso 1 1 calc R . . H17B H 0.7189 0.5590 -0.0334 0.052 Uiso 1 1 calc R . . H17C H 0.7927 0.5101 -0.1011 0.052 Uiso 1 1 calc R . . C18 C 0.99891(18) 0.4159(3) 0.19066(17) 0.0372(6) Uani 1 1 d . . . H18A H 1.0550 0.4407 0.2295 0.056 Uiso 1 1 calc R . . H18B H 1.0155 0.3467 0.1540 0.056 Uiso 1 1 calc R . . H18C H 0.9474 0.3929 0.2277 0.056 Uiso 1 1 calc R . . C21 C 0.68058(15) 0.41063(19) 0.23368(14) 0.0204(4) Uani 1 1 d . . . C22 C 0.67715(17) 0.5270(2) 0.19570(15) 0.0255(5) Uani 1 1 d . . . C23 C 0.74729(18) 0.6104(2) 0.22546(18) 0.0325(5) Uani 1 1 d . . . H23 H 0.7478 0.6883 0.1988 0.039 Uiso 1 1 calc R . . C24 C 0.81557(18) 0.5809(2) 0.29300(19) 0.0372(6) Uani 1 1 d . . . H24 H 0.8632 0.6383 0.3123 0.045 Uiso 1 1 calc R . . C25 C 0.81531(17) 0.4679(2) 0.33297(17) 0.0334(5) Uani 1 1 d . . . H25 H 0.8616 0.4498 0.3810 0.040 Uiso 1 1 calc R . . C26 C 0.74806(16) 0.3800(2) 0.30389(15) 0.0243(4) Uani 1 1 d . . . C27 C 0.5992(2) 0.5599(2) 0.12526(17) 0.0341(5) Uani 1 1 d . . . H27A H 0.6074 0.6440 0.1066 0.051 Uiso 1 1 calc R . . H27B H 0.5371 0.5507 0.1498 0.051 Uiso 1 1 calc R . . H27C H 0.6024 0.5064 0.0733 0.051 Uiso 1 1 calc R . . C28 C 0.74547(17) 0.2590(2) 0.34962(16) 0.0308(5) Uani 1 1 d . . . H28A H 0.6811 0.2440 0.3678 0.046 Uiso 1 1 calc R . . H28B H 0.7911 0.2587 0.4028 0.046 Uiso 1 1 calc R . . H28C H 0.7625 0.1955 0.3081 0.046 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.01658(9) 0.01408(9) 0.01885(9) -0.00016(5) 0.00336(6) -0.00141(5) Cl1 0.0227(3) 0.0243(3) 0.0364(3) 0.0038(2) 0.0111(2) 0.0042(2) N1 0.0204(8) 0.0150(8) 0.0227(8) 0.0020(7) 0.0022(7) 0.0009(6) C8 0.0177(9) 0.0152(9) 0.0189(9) 0.0021(7) 0.0032(7) 0.0007(7) N3 0.0195(8) 0.0167(8) 0.0206(9) -0.0002(6) 0.0024(7) -0.0010(6) C1 0.0182(10) 0.0186(10) 0.0176(9) -0.0021(7) 0.0041(7) -0.0010(7) C2 0.0202(10) 0.0180(9) 0.0177(9) 0.0001(7) 0.0042(7) -0.0009(7) C3 0.0222(10) 0.0208(10) 0.0198(10) -0.0005(8) 0.0061(8) -0.0044(8) C4 0.0206(10) 0.0283(11) 0.0194(10) -0.0032(8) 0.0039(8) -0.0042(8) C5 0.0190(10) 0.0275(11) 0.0229(10) 0.0001(8) 0.0010(8) 0.0018(8) C6 0.0221(10) 0.0180(10) 0.0254(10) 0.0009(8) 0.0023(8) 0.0020(8) C7 0.0211(10) 0.0164(9) 0.0195(9) -0.0008(7) 0.0034(7) -0.0007(7) N2 0.0203(9) 0.0216(9) 0.0341(10) 0.0094(8) 0.0058(8) -0.0002(7) O1 0.0198(8) 0.0228(8) 0.0345(9) 0.0099(7) 0.0035(7) 0.0035(6) C9 0.0196(10) 0.0190(9) 0.0212(10) -0.0005(8) 0.0033(8) 0.0003(8) N4 0.0186(8) 0.0186(9) 0.0236(9) -0.0019(7) 0.0048(7) -0.0019(7) C11 0.0241(10) 0.0183(10) 0.0258(10) -0.0032(8) 0.0109(8) -0.0048(8) C12 0.0336(12) 0.0221(11) 0.0293(12) -0.0027(9) 0.0148(9) -0.0019(9) C13 0.0569(18) 0.0220(12) 0.0449(15) 0.0023(11) 0.0236(13) -0.0071(12) C14 0.0497(17) 0.0333(14) 0.0602(19) -0.0143(13) 0.0217(14) -0.0244(13) C15 0.0320(14) 0.0475(16) 0.0466(16) -0.0134(13) 0.0093(11) -0.0204(12) C16 0.0251(11) 0.0358(13) 0.0300(12) -0.0061(10) 0.0090(9) -0.0081(10) C17 0.0426(14) 0.0299(12) 0.0316(12) 0.0056(10) 0.0043(11) 0.0047(11) C18 0.0270(12) 0.0513(16) 0.0331(13) -0.0001(12) 0.0014(10) -0.0034(11) C21 0.0210(10) 0.0191(10) 0.0219(10) -0.0049(8) 0.0069(8) -0.0008(8) C22 0.0295(12) 0.0207(10) 0.0279(11) -0.0033(8) 0.0126(9) -0.0001(8) C23 0.0383(13) 0.0189(11) 0.0430(14) -0.0087(10) 0.0205(11) -0.0058(9) C24 0.0261(12) 0.0384(14) 0.0487(15) -0.0231(12) 0.0136(11) -0.0110(10) C25 0.0221(11) 0.0440(15) 0.0341(13) -0.0164(11) 0.0028(9) 0.0010(10) C26 0.0232(10) 0.0268(11) 0.0233(10) -0.0057(9) 0.0047(8) 0.0026(9) C27 0.0467(15) 0.0222(11) 0.0338(13) 0.0066(10) 0.0060(11) 0.0021(10) C28 0.0297(12) 0.0359(13) 0.0264(11) 0.0013(10) 0.0002(9) 0.0083(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 C9 1.939(2) . ? Pd1 C8 1.995(2) . ? Pd1 N1 2.0479(19) . ? Pd1 Cl1 2.4197(10) . ? N1 C7 1.295(3) . ? N1 O1 1.411(2) . ? C8 N3 1.270(3) . ? C8 C1 1.492(3) . ? N3 C21 1.422(3) . ? C1 C6 1.400(3) . ? C1 C2 1.404(3) . ? C2 C3 1.392(3) . ? C2 C7 1.485(3) . ? C3 C4 1.384(3) . ? C4 C5 1.387(3) . ? C5 C6 1.387(3) . ? C7 N2 1.344(3) . ? C9 N4 1.147(3) . ? N4 C11 1.404(3) . ? C11 C16 1.397(3) . ? C11 C12 1.401(3) . ? C12 C13 1.394(3) . ? C12 C17 1.493(4) . ? C13 C14 1.386(4) . ? C14 C15 1.372(5) . ? C15 C16 1.394(4) . ? C16 C18 1.502(4) . ? C21 C26 1.398(3) . ? C21 C22 1.406(3) . ? C22 C23 1.396(3) . ? C22 C27 1.501(3) . ? C23 C24 1.375(4) . ? C24 C25 1.385(4) . ? C25 C26 1.401(3) . ? C26 C28 1.504(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 C9 Pd1 C8 94.29(9) . . ? C9 Pd1 N1 176.09(8) . . ? C8 Pd1 N1 86.64(8) . . ? C9 Pd1 Cl1 90.29(7) . . ? C8 Pd1 Cl1 174.72(6) . . ? N1 Pd1 Cl1 88.61(6) . . ? C7 N1 O1 112.00(17) . . ? C7 N1 Pd1 130.17(14) . . ? O1 N1 Pd1 116.28(12) . . ? N3 C8 C1 117.25(18) . . ? N3 C8 Pd1 130.22(16) . . ? C1 C8 Pd1 112.53(14) . . ? C8 N3 C21 123.40(18) . . ? C6 C1 C2 118.85(19) . . ? C6 C1 C8 118.48(18) . . ? C2 C1 C8 122.67(19) . . ? C3 C2 C1 120.03(19) . . ? C3 C2 C7 118.59(19) . . ? C1 C2 C7 121.32(18) . . ? C4 C3 C2 120.4(2) . . ? C3 C4 C5 120.0(2) . . ? C6 C5 C4 120.2(2) . . ? C5 C6 C1 120.5(2) . . ? N1 C7 N2 123.53(19) . . ? N1 C7 C2 117.15(18) . . ? N2 C7 C2 119.08(19) . . ? N4 C9 Pd1 171.98(19) . . ? C9 N4 C11 167.3(2) . . ? C16 C11 C12 124.4(2) . . ? C16 C11 N4 116.8(2) . . ? C12 C11 N4 118.7(2) . . ? C13 C12 C11 116.6(2) . . ? C13 C12 C17 122.7(2) . . ? C11 C12 C17 120.7(2) . . ? C14 C13 C12 120.3(3) . . ? C15 C14 C13 121.2(2) . . ? C14 C15 C16 121.4(3) . . ? C15 C16 C11 116.0(2) . . ? C15 C16 C18 122.2(2) . . ? C11 C16 C18 121.8(2) . . ? C26 C21 C22 121.6(2) . . ? C26 C21 N3 121.41(19) . . ? C22 C21 N3 116.73(19) . . ? C23 C22 C21 118.4(2) . . ? C23 C22 C27 121.3(2) . . ? C21 C22 C27 120.3(2) . . ? C24 C23 C22 120.7(2) . . ? C23 C24 C25 120.3(2) . . ? C24 C25 C26 121.2(2) . . ? C21 C26 C25 117.7(2) . . ? C21 C26 C28 121.1(2) . . ? C25 C26 C28 121.1(2) . . ? 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 O1 H01 Cl1 0.813(18) 2.29(2) 3.0246(19) 150(3) . N2 H02A N3 0.843(17) 2.177(18) 3.020(3) 178(3) 2_645 _diffrn_measured_fraction_theta_max 0.937 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.992 _refine_diff_density_min -0.748 _refine_diff_density_rms 0.088 _database_code_depnum_ccdc_archive 'CCDC 945590' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_k15s _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H33 Cl N3 O5 P Pd' _chemical_formula_weight 736.45 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.4517(9) _cell_length_b 11.4744(11) _cell_length_c 14.6828(14) _cell_angle_alpha 101.775(2) _cell_angle_beta 93.311(2) _cell_angle_gamma 94.011(2) _cell_volume 1550.8(3) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 6162 _cell_measurement_theta_min 2.166 _cell_measurement_theta_max 28.50 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.577 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 752 _exptl_absorpt_coefficient_mu 0.784 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7404 _exptl_absorpt_correction_T_max 0.9618 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 APEX CCD' _diffrn_measurement_method \w-scan _diffrn_detector_area_resol_mean 8.26 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19050 _diffrn_reflns_av_R_equivalents 0.0260 _diffrn_reflns_av_sigmaI/netI 0.0300 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.82 _diffrn_reflns_theta_max 28.73 _reflns_number_total 7303 _reflns_number_gt 6998 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _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. 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^)+(0.0305P)^2^+1.3590P] 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 'NH2 free with SADI, rigid methyls, others riding' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7303 _refine_ls_number_parameters 417 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0288 _refine_ls_R_factor_gt 0.0274 _refine_ls_wR_factor_ref 0.0688 _refine_ls_wR_factor_gt 0.0679 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.667544(14) 0.630450(11) 0.631138(9) 0.01295(5) Uani 1 1 d . . . P1 P 0.62460(5) 0.71632(4) 0.77896(3) 0.01317(9) Uani 1 1 d . . . N1 N 0.74831(17) 0.55486(14) 0.50980(11) 0.0172(3) Uani 1 1 d . . . O1 O 0.75117(15) 0.60242(12) 0.42845(9) 0.0189(3) Uani 1 1 d . . . C1 C 0.75276(19) 0.48847(16) 0.66836(13) 0.0170(3) Uani 1 1 d . . . C2 C 0.8187(2) 0.41736(16) 0.59444(13) 0.0184(4) Uani 1 1 d . . . C3 C 0.8864(2) 0.31692(17) 0.60638(15) 0.0224(4) Uani 1 1 d . . . H3 H 0.9305 0.2716 0.5559 0.027 Uiso 1 1 calc R . . C4 C 0.8893(2) 0.28303(17) 0.69180(15) 0.0246(4) Uani 1 1 d . . . H4 H 0.9372 0.2157 0.7008 0.029 Uiso 1 1 calc R . . C5 C 0.8215(2) 0.34873(17) 0.76370(15) 0.0233(4) Uani 1 1 d . . . H5 H 0.8211 0.3248 0.8219 0.028 Uiso 1 1 calc R . . C6 C 0.7536(2) 0.44953(17) 0.75220(14) 0.0204(4) Uani 1 1 d . . . H6 H 0.7071 0.4924 0.8026 0.025 Uiso 1 1 calc R . . C7 C 0.81397(19) 0.45818(16) 0.50554(13) 0.0182(4) Uani 1 1 d . . . N2 N 0.87358(19) 0.40377(16) 0.42943(13) 0.0225(3) Uani 1 1 d D . . H02A H 0.906(3) 0.3410(19) 0.4269(18) 0.031(7) Uiso 1 1 d D . . H02B H 0.873(3) 0.435(2) 0.3856(17) 0.034(8) Uiso 1 1 d D . . C9 C 0.7605(2) 0.73152(16) 0.45678(13) 0.0178(4) Uani 1 1 d . . . H9A H 0.7940 0.7673 0.4051 0.021 Uiso 1 1 calc R . . H9B H 0.8309 0.7575 0.5110 0.021 Uiso 1 1 calc R . . C10 C 0.6189(2) 0.77560(16) 0.48243(12) 0.0165(3) Uani 1 1 d . . . N3 N 0.56485(16) 0.74928(13) 0.55985(10) 0.0152(3) Uani 1 1 d . . . C11 C 0.5466(2) 0.83969(17) 0.42727(13) 0.0211(4) Uani 1 1 d . . . H11 H 0.5867 0.8571 0.3732 0.025 Uiso 1 1 calc R . . C12 C 0.4152(2) 0.87859(18) 0.45111(14) 0.0227(4) Uani 1 1 d . . . H12 H 0.3647 0.9232 0.4141 0.027 Uiso 1 1 calc R . . C13 C 0.3595(2) 0.85101(17) 0.52972(13) 0.0203(4) Uani 1 1 d . . . H13 H 0.2699 0.8764 0.5479 0.024 Uiso 1 1 calc R . . C14 C 0.4360(2) 0.78597(16) 0.58136(13) 0.0171(3) Uani 1 1 d . . . H14 H 0.3962 0.7660 0.6347 0.020 Uiso 1 1 calc R . . C21 C 0.78573(19) 0.75465(16) 0.85638(12) 0.0150(3) Uani 1 1 d . . . C22 C 0.91509(19) 0.71404(16) 0.82734(13) 0.0170(3) Uani 1 1 d . . . H22 H 0.9187 0.6658 0.7668 0.020 Uiso 1 1 calc R . . C23 C 1.0382(2) 0.74347(17) 0.88610(13) 0.0185(4) Uani 1 1 d . . . H23 H 1.1249 0.7140 0.8656 0.022 Uiso 1 1 calc R . . C24 C 1.0368(2) 0.81542(16) 0.97462(13) 0.0175(4) Uani 1 1 d . . . C25 C 0.9081(2) 0.85881(16) 1.00255(13) 0.0180(4) Uani 1 1 d . . . H25 H 0.9053 0.9091 1.0623 0.022 Uiso 1 1 calc R . . C26 C 0.7851(2) 0.82968(16) 0.94466(13) 0.0176(4) Uani 1 1 d . . . H26 H 0.6990 0.8608 0.9648 0.021 Uiso 1 1 calc R . . C27 C 1.1703(2) 0.84760(19) 1.03802(14) 0.0235(4) Uani 1 1 d . . . H27A H 1.2174 0.7750 1.0415 0.035 Uiso 1 1 calc R . . H27B H 1.1463 0.8861 1.1005 0.035 Uiso 1 1 calc R . . H27C H 1.2343 0.9027 1.0134 0.035 Uiso 1 1 calc R . . C31 C 0.49707(19) 0.62625(16) 0.82960(13) 0.0159(3) Uani 1 1 d . . . C32 C 0.4859(2) 0.63829(18) 0.92511(13) 0.0206(4) Uani 1 1 d . . . H32 H 0.5540 0.6893 0.9679 0.025 Uiso 1 1 calc R . . C33 C 0.3751(2) 0.57580(18) 0.95811(14) 0.0233(4) Uani 1 1 d . . . H33 H 0.3690 0.5846 1.0235 0.028 Uiso 1 1 calc R . . C34 C 0.2737(2) 0.50100(17) 0.89755(14) 0.0211(4) Uani 1 1 d . . . C35 C 0.2858(2) 0.48802(17) 0.80215(14) 0.0212(4) Uani 1 1 d . . . H35 H 0.2173 0.4371 0.7596 0.025 Uiso 1 1 calc R . . C36 C 0.3974(2) 0.54886(16) 0.76815(13) 0.0181(4) Uani 1 1 d . . . H36 H 0.4055 0.5375 0.7028 0.022 Uiso 1 1 calc R . . C37 C 0.1508(2) 0.4375(2) 0.93354(17) 0.0305(5) Uani 1 1 d . . . H37A H 0.0659 0.4810 0.9292 0.046 Uiso 1 1 calc R . . H37B H 0.1741 0.4340 0.9988 0.046 Uiso 1 1 calc R . . H37C H 0.1324 0.3562 0.8960 0.046 Uiso 1 1 calc R . . C41 C 0.54599(19) 0.85866(15) 0.79347(12) 0.0143(3) Uani 1 1 d . . . C42 C 0.4072(2) 0.87192(17) 0.81907(13) 0.0194(4) Uani 1 1 d . . . H42 H 0.3519 0.8059 0.8325 0.023 Uiso 1 1 calc R . . C43 C 0.3493(2) 0.98077(18) 0.82503(14) 0.0227(4) Uani 1 1 d . . . H43 H 0.2540 0.9880 0.8413 0.027 Uiso 1 1 calc R . . C44 C 0.4283(2) 1.07926(17) 0.80758(13) 0.0201(4) Uani 1 1 d . . . C45 C 0.5670(2) 1.06555(17) 0.78189(13) 0.0197(4) Uani 1 1 d . . . H45 H 0.6225 1.1321 0.7695 0.024 Uiso 1 1 calc R . . C46 C 0.62553(19) 0.95682(16) 0.77406(13) 0.0170(3) Uani 1 1 d . . . H46 H 0.7196 0.9490 0.7555 0.020 Uiso 1 1 calc R . . C47 C 0.3647(3) 1.19803(18) 0.81537(15) 0.0271(4) Uani 1 1 d . . . H47A H 0.2802 1.1886 0.7718 0.041 Uiso 1 1 calc R . . H47B H 0.4349 1.2568 0.8002 0.041 Uiso 1 1 calc R . . H47C H 0.3379 1.2256 0.8792 0.041 Uiso 1 1 calc R . . Cl1 Cl 0.00620(5) 0.96024(4) 0.66124(3) 0.02005(10) Uani 1 1 d . . . O2 O -0.00708(17) 0.99260(15) 0.76020(11) 0.0312(3) Uani 1 1 d . . . O3 O -0.12753(17) 0.96964(15) 0.61246(11) 0.0315(3) Uani 1 1 d . . . O4 O 0.11583(17) 1.03798(14) 0.63561(12) 0.0331(4) Uani 1 1 d . . . O5 O 0.04369(18) 0.83803(13) 0.63686(12) 0.0334(4) 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 0.01462(7) 0.01195(7) 0.01230(7) 0.00137(5) 0.00241(5) 0.00340(5) P1 0.0140(2) 0.0128(2) 0.0128(2) 0.00207(16) 0.00179(16) 0.00282(16) N1 0.0214(8) 0.0157(7) 0.0146(7) 0.0022(6) 0.0038(6) 0.0036(6) O1 0.0249(7) 0.0173(6) 0.0144(6) 0.0010(5) 0.0048(5) 0.0042(5) C1 0.0163(8) 0.0125(8) 0.0216(9) 0.0022(7) 0.0012(7) 0.0018(6) C2 0.0167(9) 0.0134(8) 0.0236(9) 0.0008(7) 0.0010(7) -0.0001(7) C3 0.0192(9) 0.0150(9) 0.0313(10) -0.0004(8) 0.0027(8) 0.0039(7) C4 0.0234(10) 0.0149(9) 0.0360(11) 0.0063(8) -0.0012(8) 0.0053(7) C5 0.0254(10) 0.0175(9) 0.0280(10) 0.0082(8) -0.0021(8) 0.0019(8) C6 0.0204(9) 0.0162(9) 0.0246(10) 0.0034(7) 0.0023(7) 0.0032(7) C7 0.0155(8) 0.0158(8) 0.0211(9) -0.0013(7) 0.0024(7) 0.0006(7) N2 0.0260(9) 0.0168(8) 0.0240(9) -0.0003(7) 0.0083(7) 0.0056(7) C9 0.0207(9) 0.0152(8) 0.0180(8) 0.0028(7) 0.0053(7) 0.0036(7) C10 0.0181(9) 0.0152(8) 0.0149(8) 0.0002(6) 0.0024(7) 0.0012(7) N3 0.0157(7) 0.0144(7) 0.0149(7) 0.0015(6) 0.0009(6) 0.0020(6) C11 0.0254(10) 0.0210(9) 0.0179(9) 0.0052(7) 0.0028(7) 0.0039(8) C12 0.0247(10) 0.0232(10) 0.0207(9) 0.0054(8) -0.0020(8) 0.0069(8) C13 0.0171(9) 0.0207(9) 0.0218(9) 0.0005(7) 0.0009(7) 0.0042(7) C14 0.0174(9) 0.0170(8) 0.0152(8) -0.0002(7) 0.0014(7) 0.0011(7) C21 0.0148(8) 0.0152(8) 0.0154(8) 0.0039(6) 0.0007(6) 0.0024(6) C22 0.0184(9) 0.0155(8) 0.0165(8) 0.0018(7) 0.0026(7) 0.0018(7) C23 0.0155(8) 0.0188(9) 0.0217(9) 0.0037(7) 0.0033(7) 0.0039(7) C24 0.0183(9) 0.0151(8) 0.0198(9) 0.0060(7) -0.0005(7) 0.0008(7) C25 0.0221(9) 0.0159(8) 0.0153(8) 0.0016(7) 0.0016(7) 0.0021(7) C26 0.0189(9) 0.0167(8) 0.0178(9) 0.0030(7) 0.0043(7) 0.0055(7) C27 0.0194(9) 0.0257(10) 0.0250(10) 0.0049(8) -0.0033(8) 0.0039(8) C31 0.0163(8) 0.0145(8) 0.0183(8) 0.0050(7) 0.0042(7) 0.0045(6) C32 0.0227(9) 0.0215(9) 0.0186(9) 0.0060(7) 0.0018(7) 0.0026(7) C33 0.0269(10) 0.0268(10) 0.0201(9) 0.0100(8) 0.0080(8) 0.0086(8) C34 0.0206(9) 0.0168(9) 0.0301(10) 0.0107(8) 0.0089(8) 0.0080(7) C35 0.0200(9) 0.0170(9) 0.0267(10) 0.0046(7) 0.0040(8) 0.0021(7) C36 0.0203(9) 0.0167(8) 0.0174(8) 0.0029(7) 0.0037(7) 0.0028(7) C37 0.0251(11) 0.0296(11) 0.0425(13) 0.0168(10) 0.0150(9) 0.0048(9) C41 0.0159(8) 0.0135(8) 0.0129(8) 0.0010(6) 0.0000(6) 0.0032(6) C42 0.0186(9) 0.0193(9) 0.0211(9) 0.0045(7) 0.0051(7) 0.0038(7) C43 0.0212(9) 0.0255(10) 0.0227(9) 0.0032(8) 0.0073(8) 0.0107(8) C44 0.0272(10) 0.0185(9) 0.0144(8) 0.0011(7) -0.0004(7) 0.0095(7) C45 0.0239(9) 0.0163(9) 0.0186(9) 0.0046(7) -0.0031(7) 0.0007(7) C46 0.0151(8) 0.0181(9) 0.0174(8) 0.0034(7) 0.0000(7) 0.0017(7) C47 0.0408(12) 0.0195(9) 0.0218(10) 0.0023(8) 0.0024(9) 0.0136(9) Cl1 0.0202(2) 0.0153(2) 0.0237(2) -0.00018(16) 0.00621(17) 0.00370(16) O2 0.0286(8) 0.0400(9) 0.0227(7) -0.0012(6) 0.0058(6) 0.0070(7) O3 0.0255(8) 0.0337(8) 0.0323(8) 0.0003(7) -0.0026(6) 0.0058(6) O4 0.0289(8) 0.0255(8) 0.0461(10) 0.0090(7) 0.0114(7) -0.0015(6) O5 0.0404(9) 0.0160(7) 0.0436(9) 0.0007(6) 0.0117(7) 0.0101(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 Pd1 C1 2.0243(18) . ? Pd1 N1 2.0317(15) . ? Pd1 N3 2.1323(15) . ? Pd1 P1 2.2653(5) . ? P1 C21 1.8186(19) . ? P1 C41 1.8196(18) . ? P1 C31 1.8212(19) . ? N1 C7 1.301(2) . ? N1 O1 1.412(2) . ? O1 C9 1.450(2) . ? C1 C6 1.392(3) . ? C1 C2 1.421(3) . ? C2 C3 1.393(3) . ? C2 C7 1.473(3) . ? C3 C4 1.386(3) . ? C4 C5 1.384(3) . ? C5 C6 1.396(3) . ? C7 N2 1.339(2) . ? C9 C10 1.505(3) . ? C10 N3 1.353(2) . ? C10 C11 1.383(3) . ? N3 C14 1.350(2) . ? C11 C12 1.389(3) . ? C12 C13 1.380(3) . ? C13 C14 1.378(3) . ? C21 C22 1.397(3) . ? C21 C26 1.403(2) . ? C22 C23 1.387(3) . ? C23 C24 1.392(3) . ? C24 C25 1.398(3) . ? C24 C27 1.501(3) . ? C25 C26 1.379(3) . ? C31 C32 1.392(3) . ? C31 C36 1.396(3) . ? C32 C33 1.393(3) . ? C33 C34 1.386(3) . ? C34 C35 1.390(3) . ? C34 C37 1.506(3) . ? C35 C36 1.396(3) . ? C41 C42 1.396(3) . ? C41 C46 1.397(3) . ? C42 C43 1.387(3) . ? C43 C44 1.387(3) . ? C44 C45 1.396(3) . ? C44 C47 1.513(3) . ? C45 C46 1.386(3) . ? Cl1 O4 1.4366(16) . ? Cl1 O3 1.4382(16) . ? Cl1 O2 1.4395(16) . ? Cl1 O5 1.4489(15) . ? 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 79.45(7) . . ? C1 Pd1 N3 165.73(7) . . ? N1 Pd1 N3 89.12(6) . . ? C1 Pd1 P1 94.05(5) . . ? N1 Pd1 P1 168.10(5) . . ? N3 Pd1 P1 98.63(4) . . ? C21 P1 C41 102.04(8) . . ? C21 P1 C31 109.60(8) . . ? C41 P1 C31 102.30(8) . . ? C21 P1 Pd1 112.89(6) . . ? C41 P1 Pd1 115.93(6) . . ? C31 P1 Pd1 113.05(6) . . ? C7 N1 O1 114.31(15) . . ? C7 N1 Pd1 119.38(13) . . ? O1 N1 Pd1 126.11(11) . . ? N1 O1 C9 107.87(13) . . ? C6 C1 C2 116.54(17) . . ? C6 C1 Pd1 130.62(14) . . ? C2 C1 Pd1 112.82(14) . . ? C3 C2 C1 121.79(18) . . ? C3 C2 C7 122.30(17) . . ? C1 C2 C7 115.89(16) . . ? C4 C3 C2 120.08(18) . . ? C5 C4 C3 118.99(18) . . ? C4 C5 C6 121.18(19) . . ? C1 C6 C5 121.34(18) . . ? N1 C7 N2 123.61(18) . . ? N1 C7 C2 112.46(16) . . ? N2 C7 C2 123.91(17) . . ? O1 C9 C10 111.42(15) . . ? N3 C10 C11 121.64(17) . . ? N3 C10 C9 117.92(16) . . ? C11 C10 C9 120.43(17) . . ? C14 N3 C10 117.88(16) . . ? C14 N3 Pd1 121.80(12) . . ? C10 N3 Pd1 119.63(12) . . ? C10 C11 C12 119.84(18) . . ? C13 C12 C11 118.56(18) . . ? C14 C13 C12 118.87(18) . . ? N3 C14 C13 123.18(17) . . ? C22 C21 C26 118.27(17) . . ? C22 C21 P1 120.46(14) . . ? C26 C21 P1 121.21(14) . . ? C23 C22 C21 120.58(17) . . ? C22 C23 C24 121.08(17) . . ? C23 C24 C25 118.26(17) . . ? C23 C24 C27 121.03(17) . . ? C25 C24 C27 120.70(17) . . ? C26 C25 C24 121.01(17) . . ? C25 C26 C21 120.74(17) . . ? C32 C31 C36 118.78(17) . . ? C32 C31 P1 123.76(15) . . ? C36 C31 P1 117.19(14) . . ? C31 C32 C33 120.21(19) . . ? C34 C33 C32 121.37(18) . . ? C33 C34 C35 118.38(18) . . ? C33 C34 C37 121.16(19) . . ? C35 C34 C37 120.4(2) . . ? C34 C35 C36 120.84(19) . . ? C31 C36 C35 120.39(17) . . ? C42 C41 C46 118.90(16) . . ? C42 C41 P1 122.42(14) . . ? C46 C41 P1 118.61(13) . . ? C43 C42 C41 120.47(18) . . ? C44 C43 C42 121.04(18) . . ? C43 C44 C45 118.28(17) . . ? C43 C44 C47 120.64(18) . . ? C45 C44 C47 121.07(19) . . ? C46 C45 C44 121.35(18) . . ? C45 C46 C41 119.94(17) . . ? O4 Cl1 O3 110.36(10) . . ? O4 Cl1 O2 109.51(10) . . ? O3 Cl1 O2 109.32(9) . . ? O4 Cl1 O5 109.15(10) . . ? O3 Cl1 O5 108.98(10) . . ? O2 Cl1 O5 109.50(10) . . ? 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 N2 H02A O5 0.80(2) 2.17(2) 2.923(2) 157(3) 2_666 C9 H9A O4 0.99 2.53 3.379(2) 143.3 2_676 C46 H46 O2 0.95 2.59 3.491(2) 158.2 1_655 _diffrn_measured_fraction_theta_max 0.907 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.520 _refine_diff_density_min -0.473 _refine_diff_density_rms 0.076 _database_code_depnum_ccdc_archive 'CCDC 945591' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_h5b_a_cu_sq _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C43 H53 Cl N6 O5 Pd2' _chemical_formula_weight 982.16 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd 0.1215 3.9337 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 25.9442(11) _cell_length_b 21.3161(9) _cell_length_c 20.3264(8) _cell_angle_alpha 90.00 _cell_angle_beta 121.104(2) _cell_angle_gamma 90.00 _cell_volume 9625.0(7) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9302 _cell_measurement_theta_min 3.98 _cell_measurement_theta_max 66.51 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.356 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4016 _exptl_absorpt_coefficient_mu 6.907 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.0733 _exptl_absorpt_correction_T_max 0.2058 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'high brilliance microfocus sealed tube' _diffrn_radiation_monochromator multilayer _diffrn_measurement_device_type 'Bruker D8 QUEST' _diffrn_measurement_method 'w and phi scans' _diffrn_detector_area_resol_mean 10.4167 _diffrn_reflns_number 84208 _diffrn_reflns_av_R_equivalents 0.0441 _diffrn_reflns_av_sigmaI/netI 0.0238 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.87 _diffrn_reflns_theta_max 66.87 _reflns_number_total 8527 _reflns_number_gt 7381 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 2013.2 (Bruker AXS Inc.)' _computing_cell_refinement 'SAINT V8.27B (Bruker AXS Inc., 2011)' _computing_data_reduction 'SAINT V8.27B (Bruker AXS Inc., 2011)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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. 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. There is a poorly-resolved region of residual elelctron density. this could not be adequately modelled and so was "removed" using the program SQUEEZE, which is part of the PLATON system. The void volume per cell was 1761.9 \%A^3^, with a void electron count per cell of 421. This additional solvent was NOT taken account of when calculating derived parameters such as the formula weight, because the nature of the solvent was uncertain. One t-buthyl is disordered over two positions, ca 71:29%. ; # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 1.000 0.187 0.250 438 105 ' ' 2 0.500 0.313 -0.250 438 105 ' ' 3 0.500 0.687 0.250 438 105 ' ' 4 0.000 0.813 -0.250 438 105 ' ' _platon_squeeze_details ; ; _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^)+(0.0856P)^2^+56.7714P] 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 8527 _refine_ls_number_parameters 525 _refine_ls_number_restraints 505 _refine_ls_R_factor_all 0.0772 _refine_ls_R_factor_gt 0.0703 _refine_ls_wR_factor_ref 0.1837 _refine_ls_wR_factor_gt 0.1754 _refine_ls_goodness_of_fit_ref 1.179 _refine_ls_restrained_S_all 1.148 _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 0.079565(19) 0.67314(2) 0.27343(2) 0.05413(17) Uani 1 1 d . . . N1 N 0.1303(2) 0.6978(2) 0.3842(3) 0.0531(11) Uani 1 1 d U . . N3 N 0.0312(2) 0.6505(3) 0.1580(3) 0.0599(12) Uani 1 1 d U . . N4 N 0.0541(2) 0.7612(3) 0.2213(3) 0.0566(12) Uani 1 1 d U . . C1 C 0.0937(3) 0.5891(3) 0.3242(3) 0.0597(14) Uani 1 1 d U . . C2 C 0.1279(3) 0.5925(3) 0.4058(3) 0.0553(13) Uani 1 1 d U . . C3 C 0.1365(3) 0.5403(3) 0.4514(4) 0.0659(16) Uani 1 1 d U . . H3 H 0.1592 0.5440 0.5058 0.079 Uiso 1 1 calc R . . C4 C 0.1123(3) 0.4834(4) 0.4180(4) 0.0725(17) Uani 1 1 d U . . H4 H 0.1185 0.4475 0.4490 0.087 Uiso 1 1 calc R . . C5 C 0.0787(4) 0.4785(4) 0.3385(4) 0.0764(18) Uani 1 1 d U . . H5 H 0.0618 0.4393 0.3152 0.092 Uiso 1 1 calc R . . C6 C 0.0695(3) 0.5307(3) 0.2927(4) 0.0651(15) Uani 1 1 d U . . H6 H 0.0460 0.5263 0.2385 0.078 Uiso 1 1 calc R . . C7 C 0.1489(3) 0.6557(3) 0.4367(3) 0.0550(13) Uani 1 1 d U . . C11 C 0.0319(3) 0.5960(4) 0.1255(4) 0.0719(18) Uani 1 1 d U . . H11 H 0.0551 0.5624 0.1580 0.086 Uiso 1 1 calc R . . C12 C 0.0005(3) 0.5865(4) 0.0469(4) 0.0740(18) Uani 1 1 d U . . H12 H 0.0036 0.5473 0.0270 0.089 Uiso 1 1 calc R . . C13 C -0.0355(3) 0.6331(4) -0.0032(4) 0.0665(16) Uani 1 1 d U A . C14 C -0.0357(3) 0.6879(3) 0.0306(3) 0.0593(14) Uani 1 1 d U . . H14 H -0.0604 0.7212 -0.0012 0.071 Uiso 1 1 calc R . . C15 C -0.0011(3) 0.6979(3) 0.1103(3) 0.0542(13) Uani 1 1 d U . . C16 C 0.0101(3) 0.7592(3) 0.1465(3) 0.0576(14) Uani 1 1 d U . . C17 C -0.0164(3) 0.8149(3) 0.1052(3) 0.0598(14) Uani 1 1 d U . . H17 H -0.0489 0.8126 0.0534 0.072 Uiso 1 1 calc R . . C18 C 0.0043(3) 0.8723(3) 0.1390(3) 0.0583(13) Uani 1 1 d U . . C19 C 0.0502(3) 0.8742(3) 0.2163(3) 0.0635(15) Uani 1 1 d U . . H19 H 0.0660 0.9129 0.2422 0.076 Uiso 1 1 calc R . . C20 C 0.0721(3) 0.8161(3) 0.2543(3) 0.0573(14) Uani 1 1 d U . . H20 H 0.1019 0.8170 0.3074 0.069 Uiso 1 1 calc R . . C21 C -0.0681(3) 0.6249(3) -0.0904(4) 0.0753(19) Uani 1 1 d DU . . C22 C -0.1089(5) 0.5658(5) -0.1133(7) 0.076(3) Uiso 0.711(15) 1 d PDU A 1 H22A H -0.1401 0.5723 -0.1006 0.114 Uiso 0.711(15) 1 calc PR A 1 H22B H -0.0845 0.5293 -0.0852 0.114 Uiso 0.711(15) 1 calc PR A 1 H22C H -0.1279 0.5585 -0.1687 0.114 Uiso 0.711(15) 1 calc PR A 1 C23 C -0.0210(4) 0.6137(5) -0.1113(6) 0.072(3) Uiso 0.711(15) 1 d PDU A 1 H23A H 0.0032 0.5770 -0.0834 0.108 Uiso 0.711(15) 1 calc PR A 1 H23B H 0.0051 0.6506 -0.0975 0.108 Uiso 0.711(15) 1 calc PR A 1 H23C H -0.0407 0.6062 -0.1667 0.108 Uiso 0.711(15) 1 calc PR A 1 C24 C -0.1068(5) 0.6808(5) -0.1338(7) 0.074(3) Uiso 0.711(15) 1 d PDU A 1 H24A H -0.1372 0.6874 -0.1196 0.110 Uiso 0.711(15) 1 calc PR A 1 H24B H -0.1269 0.6730 -0.1892 0.110 Uiso 0.711(15) 1 calc PR A 1 H24C H -0.0815 0.7183 -0.1208 0.110 Uiso 0.711(15) 1 calc PR A 1 C22' C -0.0670(18) 0.5637(18) -0.116(2) 0.111(11) Uiso 0.289(15) 1 d PU A 2 H22D H -0.0276 0.5447 -0.0815 0.166 Uiso 0.289(15) 1 calc PR A 2 H22E H -0.0743 0.5655 -0.1681 0.166 Uiso 0.289(15) 1 calc PR A 2 H22F H -0.0984 0.5384 -0.1154 0.166 Uiso 0.289(15) 1 calc PR A 2 C23' C -0.0235(11) 0.6623(12) -0.1158(15) 0.067(7) Uiso 0.289(15) 1 d PU A 2 H23D H 0.0164 0.6428 -0.0898 0.101 Uiso 0.289(15) 1 calc PR A 2 H23E H -0.0198 0.7066 -0.1009 0.101 Uiso 0.289(15) 1 calc PR A 2 H23F H -0.0414 0.6593 -0.1716 0.101 Uiso 0.289(15) 1 calc PR A 2 C24' C -0.1241(11) 0.6570(12) -0.1331(13) 0.057(6) Uiso 0.289(15) 1 d PU A 2 H24D H -0.1201 0.6994 -0.1124 0.086 Uiso 0.289(15) 1 calc PR A 2 H24E H -0.1552 0.6341 -0.1293 0.086 Uiso 0.289(15) 1 calc PR A 2 H24F H -0.1355 0.6596 -0.1872 0.086 Uiso 0.289(15) 1 calc PR A 2 C25 C -0.0195(3) 0.9338(4) 0.0955(3) 0.0648(15) Uani 1 1 d U . . C26 C -0.0461(4) 0.9737(4) 0.1339(4) 0.0749(18) Uani 1 1 d U . . H26A H -0.0794 0.9510 0.1327 0.112 Uiso 1 1 calc R . . H26B H -0.0610 1.0135 0.1062 0.112 Uiso 1 1 calc R . . H26C H -0.0149 0.9822 0.1874 0.112 Uiso 1 1 calc R . . C27 C 0.0329(3) 0.9685(4) 0.0983(4) 0.078(2) Uani 1 1 d U . . H27A H 0.0181 1.0070 0.0678 0.116 Uiso 1 1 calc R . . H27B H 0.0516 0.9416 0.0772 0.116 Uiso 1 1 calc R . . H27C H 0.0627 0.9792 0.1517 0.116 Uiso 1 1 calc R . . C28 C -0.0691(3) 0.9222(3) 0.0107(3) 0.0617(15) Uani 1 1 d U . . H28A H -0.1035 0.9012 0.0087 0.093 Uiso 1 1 calc R . . H28B H -0.0531 0.8957 -0.0140 0.093 Uiso 1 1 calc R . . H28C H -0.0822 0.9625 -0.0163 0.093 Uiso 1 1 calc R . . Pd2 Pd 0.200251(19) 0.76177(2) 0.52369(2) 0.05063(16) Uani 1 1 d . . . O1 O 0.14906(19) 0.75855(19) 0.4105(2) 0.0546(10) Uani 1 1 d U . . N2 N 0.1820(2) 0.6717(2) 0.5114(3) 0.0536(11) Uani 1 1 d DU . . H02 H 0.189(2) 0.6402(16) 0.540(2) 0.028(12) Uiso 1 1 d D . . N5 N 0.2138(2) 0.8558(2) 0.5346(3) 0.0532(11) Uani 1 1 d U . . N6 N 0.2477(2) 0.7698(2) 0.6386(3) 0.0532(11) Uani 1 1 d U . . C31 C 0.2001(3) 0.8960(3) 0.4776(3) 0.0562(13) Uani 1 1 d U . . H31 H 0.1851 0.8799 0.4273 0.067 Uiso 1 1 calc R . . C32 C 0.2069(3) 0.9593(3) 0.4887(3) 0.0553(13) Uani 1 1 d U . . H32 H 0.1975 0.9859 0.4464 0.066 Uiso 1 1 calc R . . C33 C 0.2272(3) 0.9859(3) 0.5605(3) 0.0564(13) Uani 1 1 d U . . C34 C 0.2434(3) 0.9415(3) 0.6207(3) 0.0546(13) Uani 1 1 d U . . H34 H 0.2588 0.9563 0.6716 0.066 Uiso 1 1 calc R . . C35 C 0.2374(3) 0.8784(3) 0.6069(3) 0.0517(12) Uani 1 1 d U . . C36 C 0.2557(3) 0.8290(3) 0.6657(3) 0.0519(12) Uani 1 1 d U . . C37 C 0.2795(3) 0.8413(3) 0.7436(3) 0.0566(13) Uani 1 1 d U . . H37 H 0.2831 0.8834 0.7610 0.068 Uiso 1 1 calc R . . C38 C 0.2978(3) 0.7921(3) 0.7958(3) 0.0563(13) Uani 1 1 d U . . C39 C 0.2916(3) 0.7315(3) 0.7664(3) 0.0571(14) Uani 1 1 d U . . H39 H 0.3048 0.6964 0.8001 0.069 Uiso 1 1 calc R . . C40 C 0.2667(3) 0.7228(3) 0.6899(3) 0.0551(13) Uani 1 1 d U . . H40 H 0.2624 0.6811 0.6714 0.066 Uiso 1 1 calc R . . C41 C 0.2292(3) 1.0561(3) 0.5741(3) 0.0593(14) Uani 1 1 d U . . C42 C 0.1688(3) 1.0754(3) 0.5640(4) 0.0679(16) Uani 1 1 d U . . H42A H 0.1362 1.0639 0.5123 0.102 Uiso 1 1 calc R . . H42B H 0.1684 1.1209 0.5709 0.102 Uiso 1 1 calc R . . H42C H 0.1630 1.0538 0.6023 0.102 Uiso 1 1 calc R . . C43 C 0.2801(3) 1.0744(3) 0.6560(4) 0.0655(16) Uani 1 1 d U . . H43A H 0.2702 1.0591 0.6937 0.098 Uiso 1 1 calc R . . H43B H 0.2844 1.1201 0.6598 0.098 Uiso 1 1 calc R . . H43C H 0.3181 1.0554 0.6665 0.098 Uiso 1 1 calc R . . C44 C 0.2389(4) 1.0919(4) 0.5162(4) 0.0748(18) Uani 1 1 d U . . H44A H 0.2746 1.0754 0.5172 0.112 Uiso 1 1 calc R . . H44B H 0.2448 1.1366 0.5297 0.112 Uiso 1 1 calc R . . H44C H 0.2036 1.0868 0.4645 0.112 Uiso 1 1 calc R . . C45 C 0.3210(3) 0.8017(3) 0.8820(3) 0.0648(15) Uani 1 1 d U . . C46 C 0.2737(4) 0.7726(4) 0.8973(4) 0.0780(19) Uani 1 1 d U . . H46A H 0.2694 0.7278 0.8847 0.117 Uiso 1 1 calc R . . H46B H 0.2350 0.7937 0.8653 0.117 Uiso 1 1 calc R . . H46C H 0.2868 0.7780 0.9516 0.117 Uiso 1 1 calc R . . C47 C 0.3808(3) 0.7671(4) 0.9301(4) 0.0718(18) Uani 1 1 d U . . H47A H 0.4108 0.7849 0.9200 0.108 Uiso 1 1 calc R . . H47B H 0.3751 0.7225 0.9163 0.108 Uiso 1 1 calc R . . H47C H 0.3946 0.7717 0.9847 0.108 Uiso 1 1 calc R . . C48 C 0.3280(5) 0.8706(4) 0.9020(4) 0.102(3) Uani 1 1 d U . . H48A H 0.3392 0.8757 0.9557 0.153 Uiso 1 1 calc R . . H48B H 0.2899 0.8923 0.8685 0.153 Uiso 1 1 calc R . . H48C H 0.3595 0.8886 0.8948 0.153 Uiso 1 1 calc R . . Cl1 Cl 0.29464(7) 0.53325(8) 0.70504(8) 0.0655(4) Uani 1 1 d DU . . O2 O 0.2503(2) 0.5623(3) 0.6355(3) 0.0892(16) Uani 1 1 d DU . . O3 O 0.3192(2) 0.5816(2) 0.7630(3) 0.0830(15) Uani 1 1 d DU . . O4 O 0.3414(2) 0.5084(2) 0.6953(3) 0.0756(13) Uani 1 1 d DU . . O5 O 0.2699(3) 0.4865(3) 0.7284(4) 0.1000(19) Uani 1 1 d DU . . 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 0.0562(3) 0.0690(3) 0.0287(2) -0.00382(17) 0.01595(19) 0.00231(19) N1 0.055(3) 0.066(3) 0.032(2) -0.004(2) 0.019(2) 0.003(2) N3 0.059(3) 0.077(3) 0.035(2) -0.009(2) 0.017(2) 0.000(2) N4 0.059(3) 0.073(3) 0.031(2) -0.002(2) 0.019(2) 0.003(2) C1 0.061(3) 0.066(3) 0.041(3) 0.000(3) 0.018(3) 0.005(3) C2 0.058(3) 0.063(3) 0.041(3) 0.001(2) 0.023(3) 0.003(3) C3 0.069(4) 0.079(4) 0.041(3) 0.004(3) 0.022(3) -0.004(3) C4 0.076(4) 0.071(4) 0.059(4) 0.006(3) 0.026(3) -0.004(3) C5 0.081(5) 0.070(4) 0.066(4) -0.008(3) 0.029(4) -0.011(3) C6 0.071(4) 0.069(4) 0.046(3) -0.006(3) 0.025(3) -0.003(3) C7 0.055(3) 0.074(3) 0.034(3) 0.002(2) 0.021(2) 0.000(3) C11 0.081(4) 0.079(4) 0.042(3) -0.007(3) 0.023(3) 0.010(3) C12 0.082(5) 0.080(4) 0.043(3) -0.013(3) 0.020(3) 0.004(3) C13 0.060(4) 0.088(4) 0.042(3) -0.007(3) 0.021(3) 0.001(3) C14 0.059(3) 0.075(4) 0.033(3) -0.002(2) 0.016(2) -0.003(3) C15 0.049(3) 0.077(3) 0.031(2) -0.005(2) 0.016(2) 0.001(3) C16 0.056(3) 0.080(3) 0.030(3) -0.007(2) 0.018(2) -0.008(3) C17 0.059(3) 0.085(3) 0.029(3) -0.001(2) 0.017(2) 0.001(3) C18 0.059(3) 0.077(3) 0.035(3) 0.002(2) 0.022(2) -0.002(3) C19 0.070(4) 0.073(4) 0.033(3) 0.001(2) 0.016(3) -0.007(3) C20 0.060(3) 0.079(4) 0.028(2) -0.004(2) 0.019(2) 0.000(3) C21 0.081(4) 0.092(5) 0.038(3) -0.012(3) 0.020(3) 0.006(4) C25 0.056(3) 0.090(4) 0.033(3) 0.008(3) 0.012(2) 0.003(3) C26 0.083(5) 0.084(5) 0.041(3) 0.009(3) 0.020(3) 0.018(4) C27 0.069(4) 0.096(5) 0.044(3) 0.014(3) 0.012(3) -0.010(4) C28 0.059(3) 0.076(4) 0.041(3) 0.007(3) 0.019(3) -0.001(3) Pd2 0.0538(3) 0.0638(3) 0.0270(2) -0.00175(16) 0.01572(19) 0.00415(18) O1 0.059(2) 0.064(2) 0.0272(18) -0.0076(16) 0.0119(17) 0.0085(18) N2 0.057(3) 0.062(3) 0.033(2) 0.004(2) 0.017(2) 0.008(2) N5 0.055(3) 0.068(3) 0.032(2) -0.0043(19) 0.020(2) 0.003(2) N6 0.053(3) 0.068(3) 0.032(2) -0.0020(19) 0.017(2) 0.006(2) C31 0.061(3) 0.070(3) 0.033(3) 0.000(2) 0.021(3) 0.006(3) C32 0.058(3) 0.069(3) 0.040(3) 0.005(2) 0.026(3) 0.001(3) C33 0.055(3) 0.075(3) 0.037(3) 0.004(2) 0.023(2) 0.002(3) C34 0.059(3) 0.067(3) 0.030(2) 0.002(2) 0.018(2) 0.003(3) C35 0.056(3) 0.070(3) 0.030(2) 0.000(2) 0.023(2) -0.001(3) C36 0.057(3) 0.059(3) 0.034(3) -0.005(2) 0.020(2) 0.000(2) C37 0.063(3) 0.067(3) 0.035(3) -0.002(2) 0.021(3) -0.004(3) C38 0.063(3) 0.067(3) 0.032(3) -0.002(2) 0.020(2) -0.007(3) C39 0.063(4) 0.067(3) 0.038(3) -0.001(2) 0.023(3) 0.000(3) C40 0.063(3) 0.051(3) 0.037(3) -0.003(2) 0.016(3) 0.005(3) C41 0.075(4) 0.064(3) 0.037(3) 0.000(2) 0.028(3) -0.002(3) C42 0.069(4) 0.065(4) 0.059(4) -0.011(3) 0.025(3) -0.002(3) C43 0.078(4) 0.066(4) 0.045(3) 0.002(3) 0.026(3) -0.003(3) C44 0.097(5) 0.075(4) 0.048(3) 0.008(3) 0.034(4) -0.005(4) C45 0.082(4) 0.072(4) 0.033(3) -0.002(3) 0.025(3) -0.002(3) C46 0.088(5) 0.104(5) 0.050(4) 0.009(4) 0.041(4) 0.009(4) C47 0.067(4) 0.099(5) 0.034(3) -0.002(3) 0.015(3) -0.013(3) C48 0.168(9) 0.079(4) 0.038(3) -0.012(3) 0.037(5) -0.016(5) Cl1 0.0705(9) 0.0836(10) 0.0370(7) 0.0059(7) 0.0240(7) 0.0015(8) O2 0.092(4) 0.113(4) 0.050(3) 0.010(3) 0.028(3) 0.018(3) O3 0.093(4) 0.085(3) 0.054(3) -0.011(2) 0.027(3) 0.002(3) O4 0.085(3) 0.089(3) 0.047(2) -0.001(2) 0.030(2) 0.009(3) O5 0.146(6) 0.084(4) 0.102(4) -0.011(3) 0.087(4) -0.023(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 2.004(7) . ? Pd1 N1 2.005(5) . ? Pd1 N3 2.066(5) . ? Pd1 N4 2.087(5) . ? N1 C7 1.282(8) . ? N1 O1 1.389(7) . ? N3 C11 1.341(9) . ? N3 C15 1.351(8) . ? N4 C20 1.310(8) . ? N4 C16 1.351(8) . ? C1 C6 1.394(9) . ? C1 C2 1.422(8) . ? C2 C3 1.391(9) . ? C2 C7 1.467(9) . ? C3 C4 1.374(10) . ? C4 C5 1.388(10) . ? C5 C6 1.388(10) . ? C7 N2 1.345(7) . ? C11 C12 1.383(9) . ? C12 C13 1.383(10) . ? C13 C14 1.357(10) . ? C13 C21 1.529(9) . ? C14 C15 1.405(8) . ? C15 C16 1.454(9) . ? C16 C17 1.412(10) . ? C17 C18 1.369(9) . ? C18 C19 1.398(8) . ? C18 C25 1.522(10) . ? C19 C20 1.414(9) . ? C21 C22' 1.41(4) . ? C21 C24' 1.43(2) . ? C21 C23 1.505(10) . ? C21 C24 1.516(10) . ? C21 C22 1.554(10) . ? C21 C23' 1.69(3) . ? C25 C27 1.524(10) . ? C25 C26 1.538(10) . ? C25 C28 1.548(8) . ? Pd2 N2 1.963(5) . ? Pd2 O1 1.977(4) . ? Pd2 N6 2.007(5) . ? Pd2 N5 2.028(5) . ? Pd2 Pd2 3.2269(8) 7_566 ? N5 C31 1.333(8) . ? N5 C35 1.356(7) . ? N6 C40 1.342(8) . ? N6 C36 1.348(8) . ? C31 C32 1.365(9) . ? C32 C33 1.390(8) . ? C33 C34 1.428(8) . ? C33 C41 1.517(9) . ? C34 C35 1.367(9) . ? C35 C36 1.476(8) . ? C36 C37 1.396(8) . ? C37 C38 1.389(9) . ? C38 C39 1.397(9) . ? C38 C45 1.545(8) . ? C39 C40 1.355(8) . ? C41 C42 1.527(10) . ? C41 C44 1.530(9) . ? C41 C43 1.549(9) . ? C45 C48 1.511(11) . ? C45 C47 1.527(10) . ? C45 C46 1.543(10) . ? Cl1 O5 1.395(5) . ? Cl1 O2 1.423(5) . ? Cl1 O4 1.427(5) . ? Cl1 O3 1.443(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Pd1 N1 79.4(2) . . ? C1 Pd1 N3 102.6(2) . . ? N1 Pd1 N3 176.4(2) . . ? C1 Pd1 N4 172.1(2) . . ? N1 Pd1 N4 100.7(2) . . ? N3 Pd1 N4 77.7(2) . . ? C7 N1 O1 115.3(5) . . ? C7 N1 Pd1 119.8(4) . . ? O1 N1 Pd1 124.9(4) . . ? C11 N3 C15 117.0(5) . . ? C11 N3 Pd1 127.4(5) . . ? C15 N3 Pd1 115.3(4) . . ? C20 N4 C16 118.3(6) . . ? C20 N4 Pd1 127.5(4) . . ? C16 N4 Pd1 113.9(4) . . ? C6 C1 C2 116.2(6) . . ? C6 C1 Pd1 130.1(5) . . ? C2 C1 Pd1 113.2(5) . . ? C3 C2 C1 121.8(6) . . ? C3 C2 C7 123.6(5) . . ? C1 C2 C7 114.5(5) . . ? C4 C3 C2 120.1(6) . . ? C3 C4 C5 119.6(7) . . ? C4 C5 C6 120.5(7) . . ? C5 C6 C1 121.9(6) . . ? N1 C7 N2 120.5(6) . . ? N1 C7 C2 112.9(5) . . ? N2 C7 C2 126.5(6) . . ? N3 C11 C12 123.2(7) . . ? C11 C12 C13 121.0(7) . . ? C14 C13 C12 115.1(6) . . ? C14 C13 C21 122.7(6) . . ? C12 C13 C21 121.9(6) . . ? C13 C14 C15 123.1(6) . . ? N3 C15 C14 120.4(6) . . ? N3 C15 C16 114.9(5) . . ? C14 C15 C16 124.1(6) . . ? N4 C16 C17 120.8(6) . . ? N4 C16 C15 115.4(6) . . ? C17 C16 C15 123.2(5) . . ? C18 C17 C16 120.5(5) . . ? C17 C18 C19 118.5(6) . . ? C17 C18 C25 122.7(5) . . ? C19 C18 C25 118.8(6) . . ? C18 C19 C20 117.1(6) . . ? N4 C20 C19 124.6(5) . . ? C22' C21 C24' 115(2) . . ? C22' C21 C23 65.0(17) . . ? C24' C21 C23 128.6(12) . . ? C22' C21 C24 130.4(18) . . ? C24' C21 C24 26.6(9) . . ? C23 C21 C24 110.5(7) . . ? C22' C21 C13 115.3(17) . . ? C24' C21 C13 115.5(11) . . ? C23 C21 C13 107.6(7) . . ? C24 C21 C13 112.8(7) . . ? C22' C21 C22 43.8(16) . . ? C24' C21 C22 83.4(11) . . ? C23 C21 C22 108.2(6) . . ? C24 C21 C22 108.6(7) . . ? C13 C21 C22 108.9(7) . . ? C22' C21 C23' 100.3(19) . . ? C24' C21 C23' 103.2(14) . . ? C23 C21 C23' 37.4(9) . . ? C24 C21 C23' 78.6(10) . . ? C13 C21 C23' 104.2(10) . . ? C22 C21 C23' 139.3(11) . . ? C18 C25 C27 108.0(6) . . ? C18 C25 C26 109.7(5) . . ? C27 C25 C26 109.7(7) . . ? C18 C25 C28 111.4(6) . . ? C27 C25 C28 109.3(5) . . ? C26 C25 C28 108.7(5) . . ? N2 Pd2 O1 81.07(18) . . ? N2 Pd2 N6 101.2(2) . . ? O1 Pd2 N6 175.56(18) . . ? N2 Pd2 N5 176.5(2) . . ? O1 Pd2 N5 97.81(18) . . ? N6 Pd2 N5 79.65(19) . . ? N2 Pd2 Pd2 89.26(15) . 7_566 ? O1 Pd2 Pd2 78.87(13) . 7_566 ? N6 Pd2 Pd2 104.86(15) . 7_566 ? N5 Pd2 Pd2 93.79(14) . 7_566 ? N1 O1 Pd2 111.7(3) . . ? C7 N2 Pd2 111.3(4) . . ? C31 N5 C35 118.9(5) . . ? C31 N5 Pd2 125.9(4) . . ? C35 N5 Pd2 115.2(4) . . ? C40 N6 C36 117.6(5) . . ? C40 N6 Pd2 126.7(4) . . ? C36 N6 Pd2 115.4(4) . . ? N5 C31 C32 122.5(5) . . ? C31 C32 C33 121.6(6) . . ? C32 C33 C34 114.4(6) . . ? C32 C33 C41 123.5(5) . . ? C34 C33 C41 122.0(5) . . ? C35 C34 C33 121.7(5) . . ? N5 C35 C34 120.8(5) . . ? N5 C35 C36 113.6(5) . . ? C34 C35 C36 125.6(5) . . ? N6 C36 C37 121.6(6) . . ? N6 C36 C35 114.8(5) . . ? C37 C36 C35 123.6(5) . . ? C38 C37 C36 120.0(6) . . ? C37 C38 C39 117.0(5) . . ? C37 C38 C45 123.1(6) . . ? C39 C38 C45 119.8(5) . . ? C40 C39 C38 119.8(6) . . ? N6 C40 C39 123.8(6) . . ? C33 C41 C42 107.8(5) . . ? C33 C41 C44 110.8(5) . . ? C42 C41 C44 109.1(6) . . ? C33 C41 C43 111.9(5) . . ? C42 C41 C43 108.9(5) . . ? C44 C41 C43 108.2(6) . . ? C48 C45 C47 110.9(7) . . ? C48 C45 C46 109.5(7) . . ? C47 C45 C46 109.1(6) . . ? C48 C45 C38 110.9(5) . . ? C47 C45 C38 109.5(6) . . ? C46 C45 C38 106.9(6) . . ? O5 Cl1 O2 111.8(4) . . ? O5 Cl1 O4 110.7(4) . . ? O2 Cl1 O4 109.5(3) . . ? O5 Cl1 O3 108.6(3) . . ? O2 Cl1 O3 106.8(3) . . ? O4 Cl1 O3 109.3(3) . . ? 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 N2 H02 O2 0.841(19) 2.42(3) 3.213(7) 157(4) . _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 66.87 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 2.882 _refine_diff_density_min -0.552 _refine_diff_density_rms 0.194 _database_code_depnum_ccdc_archive 'CCDC 948716'