# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_coden_Cambridge 222 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name _publ_author_address 'Braunstein, Pierre' ;Institut de Chimie (UMR 7177 CNRS), Universit\'e Louis Pasteur 4 rue Blaise Pascal, F-67070 Strasbourg Cedex, France ; _publ_contact_author_name 'Prof. Pierre Braunstein' _publ_contact_author_email braunstein@unistra.fr _publ_section_title ; Contrasting behaviour of TCNE and TCNQ zwitterionic benzoquinone!mono!imine derivatives and coordination of a tricyanoethenyl substituent to Pd(0) ; _publ_contact_author_address ;Institut de Chimie (UMR 7177 CNRS), Universit\'e Louis Pasteur 4 rue Blaise Pascal, F-67070 Strasbourg Cedex, France ; _publ_contact_author_fax +33368851322 _publ_contact_author_phone '+33368851308 ' #TrackingRef '- Complex10.cif' _publ_requested_journal DaltonTrans. # Attachment '- Complex10.cif' data_Kauf10 _database_code_depnum_ccdc_archive 'CCDC 824225' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C45 H45 N5 O2 P2 Pd, 0.5(C7 H8)' _chemical_formula_sum 'C48.50 H49 N5 O2 P2 Pd' _chemical_melting_point ? _exptl_crystal_description prism _exptl_crystal_colour yellow _diffrn_ambient_temperature 173(2) _chemical_formula_weight 902.27 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_int_tables_number 14 _chemical_absolute_configuration ? 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 9.271(2) _cell_length_b 18.088(6) _cell_length_c 27.541(9) _cell_angle_alpha 90.00 _cell_angle_beta 105.64(2) _cell_angle_gamma 90.00 _cell_volume 4448(2) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 59733 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.347 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1868 _exptl_absorpt_coefficient_mu 0.533 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 33499 _diffrn_reflns_av_R_equivalents 0.1269 _diffrn_reflns_av_sigmaI/netI 0.1135 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 1.36 _diffrn_reflns_theta_max 27.47 _reflns_number_total 9937 _reflns_number_gt 6470 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ORTEP _computing_publication_material PLATON _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. The crystals were of bad quality. Despite this, the refinement resulted in a relatively good quality model for the main residue. A toluene molecule was found disordered on two positions about the symmetry centre. These atoms were refined with restrained thermal and geometrical parameters and with an ideal geometry for the phenyl ring. ; _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^)+(0.0780P)^2^+4.9571P] 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 9937 _refine_ls_number_parameters 509 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.1226 _refine_ls_R_factor_gt 0.0704 _refine_ls_wR_factor_ref 0.1843 _refine_ls_wR_factor_gt 0.1578 _refine_ls_goodness_of_fit_ref 1.081 _refine_ls_restrained_S_all 1.082 _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 0.57833(4) 0.66627(2) 0.306303(14) 0.03096(14) Uani 1 1 d . . . P1 P 0.57721(14) 0.79122(8) 0.31759(5) 0.0363(3) Uani 1 1 d . . . P2 P 0.43503(14) 0.68987(8) 0.22581(5) 0.0377(3) Uani 1 1 d . . . O1 O 0.4291(4) 0.6510(2) 0.38089(13) 0.0425(9) Uani 1 1 d . . . O2 O 0.8934(5) 0.5422(3) 0.45723(15) 0.0654(13) Uani 1 1 d . . . N1 N 0.3594(5) 0.6503(3) 0.46589(19) 0.0559(14) Uani 1 1 d . . . H1 H 0.3059 0.6674 0.4367 0.067 Uiso 1 1 calc R . . N2 N 0.8244(5) 0.5325(3) 0.54290(17) 0.0540(13) Uani 1 1 d . . . H2 H 0.9090 0.5201 0.5364 0.065 Uiso 1 1 calc R . . N3 N 0.9917(5) 0.6481(3) 0.37527(17) 0.0450(11) Uani 1 1 d . . . N4 N 0.4632(9) 0.4609(4) 0.3444(3) 0.111(3) Uani 1 1 d . . . N5 N 0.7838(5) 0.5029(3) 0.26337(18) 0.0504(12) Uani 1 1 d . . . C1 C 0.5296(5) 0.6279(3) 0.41696(19) 0.0354(11) Uani 1 1 d . . . C2 C 0.6723(5) 0.6050(3) 0.41542(18) 0.0339(11) Uani 1 1 d . . . C3 C 0.7707(6) 0.5701(3) 0.4570(2) 0.0438(13) Uani 1 1 d . . . C4 C 0.7242(6) 0.5647(3) 0.5060(2) 0.0424(13) Uani 1 1 d . . . C5 C 0.5877(6) 0.5927(3) 0.5096(2) 0.0433(13) Uani 1 1 d . . . H5 H 0.5619 0.5909 0.5407 0.052 Uiso 1 1 calc R . . C6 C 0.4904(6) 0.6231(3) 0.4675(2) 0.0391(12) Uani 1 1 d . . . C7 C 0.2926(8) 0.6553(5) 0.5086(3) 0.076(2) Uani 1 1 d . . . H7A H 0.3698 0.6711 0.5392 0.091 Uiso 1 1 calc R . . H7B H 0.2557 0.6059 0.5152 0.091 Uiso 1 1 calc R . . C8 C 0.1601(8) 0.7116(5) 0.4969(3) 0.079(2) Uani 1 1 d . . . H8A H 0.1989 0.7616 0.4930 0.095 Uiso 1 1 calc R . . H8B H 0.0875 0.6980 0.4646 0.095 Uiso 1 1 calc R . . C9 C 0.0838(8) 0.7128(5) 0.5371(3) 0.083(2) Uani 1 1 d . . . H9A H 0.1519 0.7332 0.5683 0.100 Uiso 1 1 calc R . . H9B H 0.0566 0.6618 0.5442 0.100 Uiso 1 1 calc R . . C10 C -0.0564(9) 0.7599(5) 0.5213(4) 0.106(3) Uani 1 1 d . . . H10A H -0.1077 0.7503 0.4859 0.159 Uiso 1 1 calc R . . H10B H -0.0290 0.8122 0.5257 0.159 Uiso 1 1 calc R . . H10C H -0.1233 0.7475 0.5423 0.159 Uiso 1 1 calc R . . C11 C 0.8128(7) 0.5146(4) 0.5935(2) 0.0575(17) Uani 1 1 d . . . H11A H 0.8185 0.4603 0.5982 0.069 Uiso 1 1 calc R . . H11B H 0.7143 0.5313 0.5969 0.069 Uiso 1 1 calc R . . C12 C 0.9351(8) 0.5506(4) 0.6337(3) 0.074(2) Uani 1 1 d . . . H12A H 1.0321 0.5374 0.6274 0.088 Uiso 1 1 calc R . . H12B H 0.9340 0.5286 0.6665 0.088 Uiso 1 1 calc R . . C13 C 0.9305(11) 0.6339(5) 0.6388(4) 0.106(3) Uani 1 1 d . . . H13A H 1.0225 0.6496 0.6644 0.128 Uiso 1 1 calc R . . H13B H 0.9335 0.6561 0.6063 0.128 Uiso 1 1 calc R . . C14 C 0.8022(11) 0.6645(5) 0.6529(5) 0.121(4) Uani 1 1 d . . . H14A H 0.7107 0.6552 0.6259 0.182 Uiso 1 1 calc R . . H14B H 0.8158 0.7179 0.6582 0.182 Uiso 1 1 calc R . . H14C H 0.7936 0.6411 0.6841 0.182 Uiso 1 1 calc R . . C15 C 0.7185(5) 0.6081(3) 0.36752(18) 0.0324(11) Uani 1 1 d . . . C16 C 0.8714(5) 0.6294(3) 0.37207(18) 0.0332(11) Uani 1 1 d . . . C17 C 0.6500(6) 0.5561(3) 0.32621(19) 0.0369(12) Uani 1 1 d . . . C18 C 0.5440(8) 0.5039(4) 0.3359(3) 0.0619(18) Uani 1 1 d . . . C19 C 0.7268(6) 0.5280(3) 0.2923(2) 0.0378(12) Uani 1 1 d . . . C20 C 0.7405(6) 0.8406(3) 0.3108(2) 0.0421(13) Uani 1 1 d . . . C21 C 0.7484(8) 0.9155(4) 0.3082(3) 0.072(2) Uani 1 1 d . . . H21 H 0.6664 0.9440 0.3124 0.087 Uiso 1 1 calc R . . C22 C 0.8690(9) 0.9516(4) 0.3000(3) 0.081(2) Uani 1 1 d . . . H22 H 0.8699 1.0041 0.2985 0.097 Uiso 1 1 calc R . . C23 C 0.9860(9) 0.9127(5) 0.2939(3) 0.089(3) Uani 1 1 d . . . H23 H 1.0731 0.9374 0.2905 0.107 Uiso 1 1 calc R . . C24 C 0.9795(8) 0.8374(5) 0.2928(4) 0.097(3) Uani 1 1 d . . . H24 H 1.0590 0.8101 0.2857 0.117 Uiso 1 1 calc R . . C25 C 0.8580(7) 0.7998(4) 0.3018(3) 0.0662(19) Uani 1 1 d . . . H25 H 0.8555 0.7473 0.3017 0.079 Uiso 1 1 calc R . . C26 C 0.5350(6) 0.8289(3) 0.3735(2) 0.0435(13) Uani 1 1 d . . . C27 C 0.6442(8) 0.8575(5) 0.4129(2) 0.071(2) Uani 1 1 d . . . H27 H 0.7450 0.8594 0.4110 0.085 Uiso 1 1 calc R . . C28 C 0.6075(10) 0.8840(5) 0.4562(3) 0.091(3) Uani 1 1 d . . . H28 H 0.6837 0.9033 0.4835 0.109 Uiso 1 1 calc R . . C29 C 0.4642(9) 0.8821(5) 0.4589(3) 0.075(2) Uani 1 1 d . . . H29 H 0.4390 0.9018 0.4876 0.090 Uiso 1 1 calc R . . C30 C 0.3557(9) 0.8517(4) 0.4204(3) 0.071(2) Uani 1 1 d . . . H30 H 0.2555 0.8488 0.4228 0.085 Uiso 1 1 calc R . . C31 C 0.3914(7) 0.8253(4) 0.3783(3) 0.0595(17) Uani 1 1 d . . . H31 H 0.3149 0.8039 0.3519 0.071 Uiso 1 1 calc R . . C32 C 0.4249(6) 0.8279(3) 0.2650(2) 0.0466(14) Uani 1 1 d . . . H32A H 0.3265 0.8176 0.2712 0.056 Uiso 1 1 calc R . . H32B H 0.4357 0.8821 0.2624 0.056 Uiso 1 1 calc R . . C33 C 0.4341(6) 0.7909(3) 0.2166(2) 0.0444(13) Uani 1 1 d . . . H33A H 0.5267 0.8065 0.2080 0.053 Uiso 1 1 calc R . . H33B H 0.3471 0.8054 0.1885 0.053 Uiso 1 1 calc R . . C34 C 0.4874(5) 0.6501(3) 0.17160(19) 0.0413(13) Uani 1 1 d . . . C35 C 0.5140(6) 0.6921(4) 0.1333(2) 0.0547(16) Uani 1 1 d . . . H35 H 0.4971 0.7440 0.1324 0.066 Uiso 1 1 calc R . . C36 C 0.5655(7) 0.6586(4) 0.0958(2) 0.0615(18) Uani 1 1 d . . . H36 H 0.5845 0.6877 0.0695 0.074 Uiso 1 1 calc R . . C37 C 0.5892(7) 0.5835(4) 0.0965(2) 0.0611(18) Uani 1 1 d . . . H37 H 0.6239 0.5609 0.0707 0.073 Uiso 1 1 calc R . . C38 C 0.5629(7) 0.5414(4) 0.1344(2) 0.0604(17) Uani 1 1 d . . . H38 H 0.5786 0.4895 0.1348 0.072 Uiso 1 1 calc R . . C39 C 0.5129(6) 0.5748(4) 0.1724(2) 0.0521(15) Uani 1 1 d . . . H39 H 0.4962 0.5457 0.1991 0.062 Uiso 1 1 calc R . . C40 C 0.2376(5) 0.6669(3) 0.2153(2) 0.0382(12) Uani 1 1 d . . . C41 C 0.1856(6) 0.6497(3) 0.2569(2) 0.0402(13) Uani 1 1 d . . . H41 H 0.2530 0.6493 0.2897 0.048 Uiso 1 1 calc R . . C42 C 0.0361(6) 0.6332(3) 0.2505(2) 0.0446(13) Uani 1 1 d . . . H42 H 0.0007 0.6218 0.2790 0.054 Uiso 1 1 calc R . . C43 C -0.0613(5) 0.6334(3) 0.2030(2) 0.0477(15) Uani 1 1 d . . . H43 H -0.1639 0.6216 0.1987 0.057 Uiso 1 1 calc R . . C44 C -0.0114(6) 0.6504(4) 0.1619(2) 0.0536(16) Uani 1 1 d . . . H44 H -0.0794 0.6505 0.1292 0.064 Uiso 1 1 calc R . . C45 C 0.1375(6) 0.6675(3) 0.1678(2) 0.0488(15) Uani 1 1 d . . . H45 H 0.1713 0.6798 0.1392 0.059 Uiso 1 1 calc R . . C46 C 0.8773(16) 1.0371(9) 0.4336(4) 0.120(3) Uiso 0.50 1 d PG A -1 H46 H 0.8143 1.0551 0.4027 0.144 Uiso 0.50 1 calc PR A -1 C47 C 0.8510(14) 1.0577(8) 0.4791(5) 0.120(3) Uiso 0.50 1 d PG A -1 H47 H 0.7701 1.0898 0.4793 0.144 Uiso 0.50 1 calc PR A -1 C48 C 0.9432(17) 1.0314(9) 0.5243(4) 0.120(3) Uiso 0.50 1 d PGD A -1 H48 H 0.9253 1.0455 0.5554 0.144 Uiso 0.50 1 calc PR A -1 C49 C 1.0617(17) 0.9844(10) 0.5240(4) 0.120(3) Uiso 0.50 1 d PGD A -1 C50 C 1.0880(15) 0.9638(8) 0.4785(5) 0.120(3) Uiso 0.50 1 d PGD A -1 H50 H 1.1689 0.9318 0.4783 0.144 Uiso 0.50 1 calc PR A -1 C51 C 0.9958(16) 0.9902(8) 0.4333(4) 0.120(3) Uiso 0.50 1 d PG A -1 H51 H 1.0137 0.9761 0.4022 0.144 Uiso 0.50 1 calc PR A -1 C52 C 1.162(2) 0.9491(13) 0.5688(6) 0.120(3) Uiso 0.50 1 d PD A -1 H52A H 1.2371 0.9193 0.5586 0.180 Uiso 0.50 1 calc PR A -1 H52B H 1.1034 0.9173 0.5851 0.180 Uiso 0.50 1 calc PR A -1 H52C H 1.2126 0.9874 0.5926 0.180 Uiso 0.50 1 calc PR A -1 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 0.0277(2) 0.0344(2) 0.0313(2) 0.00001(17) 0.00877(14) -0.00036(16) P1 0.0355(7) 0.0354(8) 0.0395(8) 0.0018(6) 0.0123(6) 0.0000(6) P2 0.0293(6) 0.0503(9) 0.0335(7) 0.0021(6) 0.0083(5) -0.0032(6) O1 0.0360(19) 0.054(2) 0.039(2) 0.0042(18) 0.0125(16) 0.0070(17) O2 0.062(3) 0.093(3) 0.052(3) 0.035(2) 0.034(2) 0.047(2) N1 0.045(3) 0.084(4) 0.043(3) 0.003(3) 0.019(2) 0.024(3) N2 0.051(3) 0.075(4) 0.045(3) 0.026(3) 0.029(2) 0.028(3) N3 0.034(2) 0.058(3) 0.043(3) 0.000(2) 0.011(2) -0.001(2) N4 0.141(6) 0.078(5) 0.155(7) -0.053(5) 0.113(6) -0.061(5) N5 0.057(3) 0.047(3) 0.054(3) -0.010(2) 0.027(2) 0.003(2) C1 0.038(3) 0.032(3) 0.038(3) 0.000(2) 0.014(2) 0.004(2) C2 0.035(3) 0.039(3) 0.031(3) 0.003(2) 0.015(2) 0.004(2) C3 0.047(3) 0.051(4) 0.040(3) 0.009(3) 0.023(2) 0.011(3) C4 0.045(3) 0.043(3) 0.043(3) 0.010(3) 0.018(2) 0.011(3) C5 0.052(3) 0.047(3) 0.040(3) 0.004(3) 0.028(3) 0.009(3) C6 0.040(3) 0.041(3) 0.041(3) 0.001(3) 0.020(2) 0.005(2) C7 0.068(4) 0.115(7) 0.056(4) 0.003(4) 0.038(4) 0.030(4) C8 0.058(4) 0.126(7) 0.056(4) -0.014(4) 0.019(3) 0.002(4) C9 0.076(5) 0.112(7) 0.075(5) -0.003(5) 0.042(4) 0.006(5) C10 0.065(5) 0.112(8) 0.142(9) -0.004(6) 0.030(5) 0.029(5) C11 0.061(4) 0.077(5) 0.042(3) 0.025(3) 0.026(3) 0.027(3) C12 0.086(5) 0.081(6) 0.064(5) 0.007(4) 0.037(4) 0.022(4) C13 0.136(8) 0.080(6) 0.129(8) 0.011(6) 0.081(7) 0.022(6) C14 0.108(8) 0.077(6) 0.194(12) -0.007(7) 0.068(8) -0.010(5) C15 0.034(2) 0.027(3) 0.039(3) 0.005(2) 0.015(2) 0.008(2) C16 0.036(3) 0.037(3) 0.027(3) 0.004(2) 0.010(2) 0.008(2) C17 0.045(3) 0.031(3) 0.042(3) -0.006(2) 0.024(2) -0.003(2) C18 0.079(4) 0.052(4) 0.075(5) -0.022(3) 0.055(4) -0.025(3) C19 0.039(3) 0.033(3) 0.043(3) -0.001(2) 0.014(2) -0.004(2) C20 0.041(3) 0.044(3) 0.044(3) 0.007(3) 0.016(2) -0.005(3) C21 0.081(5) 0.044(4) 0.103(6) -0.002(4) 0.044(4) -0.011(4) C22 0.090(6) 0.045(4) 0.118(7) 0.009(4) 0.044(5) -0.021(4) C23 0.073(5) 0.075(6) 0.131(7) 0.022(5) 0.047(5) -0.036(5) C24 0.054(4) 0.096(7) 0.157(9) 0.041(6) 0.054(5) -0.005(4) C25 0.051(4) 0.050(4) 0.103(6) 0.029(4) 0.030(4) 0.001(3) C26 0.049(3) 0.035(3) 0.049(3) 0.005(3) 0.019(3) 0.003(3) C27 0.060(4) 0.104(6) 0.047(4) -0.004(4) 0.012(3) 0.012(4) C28 0.090(6) 0.135(8) 0.041(4) -0.019(4) 0.005(4) 0.008(5) C29 0.088(5) 0.098(6) 0.043(4) -0.006(4) 0.024(4) 0.020(5) C30 0.076(5) 0.081(5) 0.071(5) 0.002(4) 0.046(4) 0.012(4) C31 0.058(4) 0.063(4) 0.062(4) -0.006(3) 0.025(3) -0.001(3) C32 0.040(3) 0.051(4) 0.050(3) 0.011(3) 0.013(2) 0.005(3) C33 0.038(3) 0.050(4) 0.042(3) 0.010(3) 0.005(2) -0.001(3) C34 0.028(2) 0.063(4) 0.031(3) 0.000(3) 0.004(2) -0.002(2) C35 0.055(4) 0.074(5) 0.036(3) 0.005(3) 0.014(3) 0.003(3) C36 0.065(4) 0.087(6) 0.037(3) 0.005(3) 0.020(3) -0.002(4) C37 0.050(4) 0.089(6) 0.044(4) -0.014(4) 0.014(3) 0.000(4) C38 0.067(4) 0.068(5) 0.047(4) -0.011(3) 0.017(3) -0.008(3) C39 0.051(3) 0.065(4) 0.040(3) -0.007(3) 0.013(3) -0.018(3) C40 0.028(2) 0.042(3) 0.046(3) 0.006(3) 0.012(2) 0.000(2) C41 0.034(3) 0.049(3) 0.038(3) -0.004(2) 0.011(2) 0.001(2) C42 0.042(3) 0.046(3) 0.053(4) -0.001(3) 0.024(3) -0.005(3) C43 0.023(2) 0.048(4) 0.070(4) 0.001(3) 0.011(3) -0.002(2) C44 0.030(3) 0.075(5) 0.050(4) 0.017(3) 0.002(3) 0.001(3) C45 0.035(3) 0.069(4) 0.040(3) 0.008(3) 0.006(2) -0.007(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 C15 2.111(5) . ? Pd1 C17 2.126(5) . ? Pd1 P1 2.2819(15) . ? Pd1 P2 2.2964(14) . ? P1 C20 1.810(5) . ? P1 C26 1.821(6) . ? P1 C32 1.851(5) . ? P2 C40 1.822(5) . ? P2 C34 1.837(6) . ? P2 C33 1.845(6) . ? O1 C1 1.237(6) . ? O2 C3 1.242(6) . ? N1 C6 1.301(6) . ? N1 C7 1.471(7) . ? N1 H1 0.8800 . ? N2 C4 1.313(7) . ? N2 C11 1.462(7) . ? N2 H2 0.8800 . ? N3 C16 1.147(6) . ? N4 C18 1.148(8) . ? N5 C19 1.160(6) . ? C1 C2 1.398(6) . ? C1 C6 1.533(7) . ? C2 C3 1.407(7) . ? C2 C15 1.494(7) . ? C3 C4 1.527(7) . ? C4 C5 1.392(7) . ? C5 C6 1.378(7) . ? C5 H5 0.9500 . ? C7 C8 1.561(10) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.466(9) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.516(10) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.503(9) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.514(11) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.457(11) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 C16 1.441(7) . ? C15 C17 1.482(7) . ? C17 C19 1.414(7) . ? C17 C18 1.437(8) . ? C20 C21 1.360(8) . ? C20 C25 1.392(8) . ? C21 C22 1.366(9) . ? C21 H21 0.9500 . ? C22 C23 1.341(11) . ? C22 H22 0.9500 . ? C23 C24 1.363(11) . ? C23 H23 0.9500 . ? C24 C25 1.393(9) . ? C24 H24 0.9500 . ? C25 H25 0.9500 . ? C26 C27 1.370(9) . ? C26 C31 1.374(8) . ? C27 C28 1.409(10) . ? C27 H27 0.9500 . ? C28 C29 1.351(10) . ? C28 H28 0.9500 . ? C29 C30 1.364(10) . ? C29 H29 0.9500 . ? C30 C31 1.376(9) . ? C30 H30 0.9500 . ? C31 H31 0.9500 . ? C32 C33 1.517(8) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 C35 1.375(8) . ? C34 C39 1.382(8) . ? C35 C36 1.388(9) . ? C35 H35 0.9500 . ? C36 C37 1.374(9) . ? C36 H36 0.9500 . ? C37 C38 1.365(9) . ? C37 H37 0.9500 . ? C38 C39 1.392(8) . ? C38 H38 0.9500 . ? C39 H39 0.9500 . ? C40 C45 1.384(7) . ? C40 C41 1.394(7) . ? C41 C42 1.382(7) . ? C41 H41 0.9500 . ? C42 C43 1.375(8) . ? C42 H42 0.9500 . ? C43 C44 1.370(8) . ? C43 H43 0.9500 . ? C44 C45 1.380(7) . ? C44 H44 0.9500 . ? C45 H45 0.9500 . ? C46 C47 1.3900 . ? C46 C51 1.3900 . ? C46 H46 0.9500 . ? C47 C48 1.3900 . ? C47 H47 0.9500 . ? C48 C49 1.3900 . ? C48 H48 0.9500 . ? C49 C50 1.3900 . ? C49 C52 1.477(8) . ? C50 C51 1.3900 . ? C50 H50 0.9500 . ? C51 H51 0.9500 . ? C52 H52A 0.9800 . ? C52 H52B 0.9800 . ? C52 H52C 0.9800 . ? 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 C15 Pd1 C17 40.94(19) . . ? C15 Pd1 P1 114.15(14) . . ? C17 Pd1 P1 154.99(15) . . ? C15 Pd1 P2 159.23(14) . . ? C17 Pd1 P2 118.85(15) . . ? P1 Pd1 P2 85.68(5) . . ? C20 P1 C26 106.2(3) . . ? C20 P1 C32 103.0(3) . . ? C26 P1 C32 103.6(3) . . ? C20 P1 Pd1 116.09(19) . . ? C26 P1 Pd1 119.74(18) . . ? C32 P1 Pd1 106.2(2) . . ? C40 P2 C34 104.8(2) . . ? C40 P2 C33 103.7(2) . . ? C34 P2 C33 105.5(3) . . ? C40 P2 Pd1 113.97(18) . . ? C34 P2 Pd1 120.06(17) . . ? C33 P2 Pd1 107.31(18) . . ? C6 N1 C7 125.9(5) . . ? C6 N1 H1 117.1 . . ? C7 N1 H1 117.1 . . ? C4 N2 C11 128.1(5) . . ? C4 N2 H2 116.0 . . ? C11 N2 H2 116.0 . . ? O1 C1 C2 126.2(5) . . ? O1 C1 C6 115.8(4) . . ? C2 C1 C6 118.0(4) . . ? C1 C2 C3 121.3(4) . . ? C1 C2 C15 120.9(4) . . ? C3 C2 C15 117.3(4) . . ? O2 C3 C2 125.3(5) . . ? O2 C3 C4 116.5(5) . . ? C2 C3 C4 118.2(4) . . ? N2 C4 C5 125.0(5) . . ? N2 C4 C3 113.8(5) . . ? C5 C4 C3 121.3(5) . . ? C6 C5 C4 119.1(5) . . ? C6 C5 H5 120.5 . . ? C4 C5 H5 120.5 . . ? N1 C6 C5 125.0(5) . . ? N1 C6 C1 113.3(5) . . ? C5 C6 C1 121.7(4) . . ? N1 C7 C8 110.6(6) . . ? N1 C7 H7A 109.5 . . ? C8 C7 H7A 109.5 . . ? N1 C7 H7B 109.5 . . ? C8 C7 H7B 109.5 . . ? H7A C7 H7B 108.1 . . ? C9 C8 C7 111.6(7) . . ? C9 C8 H8A 109.3 . . ? C7 C8 H8A 109.3 . . ? C9 C8 H8B 109.3 . . ? C7 C8 H8B 109.3 . . ? H8A C8 H8B 108.0 . . ? C8 C9 C10 110.2(7) . . ? C8 C9 H9A 109.6 . . ? C10 C9 H9A 109.6 . . ? C8 C9 H9B 109.6 . . ? C10 C9 H9B 109.6 . . ? H9A C9 H9B 108.1 . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N2 C11 C12 111.8(6) . . ? N2 C11 H11A 109.3 . . ? C12 C11 H11A 109.3 . . ? N2 C11 H11B 109.3 . . ? C12 C11 H11B 109.3 . . ? H11A C11 H11B 107.9 . . ? C11 C12 C13 117.7(7) . . ? C11 C12 H12A 107.9 . . ? C13 C12 H12A 107.9 . . ? C11 C12 H12B 107.9 . . ? C13 C12 H12B 107.9 . . ? H12A C12 H12B 107.2 . . ? C14 C13 C12 116.7(8) . . ? C14 C13 H13A 108.1 . . ? C12 C13 H13A 108.1 . . ? C14 C13 H13B 108.1 . . ? C12 C13 H13B 108.1 . . ? H13A C13 H13B 107.3 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C16 C15 C17 116.4(4) . . ? C16 C15 C2 116.3(4) . . ? C17 C15 C2 119.2(4) . . ? C16 C15 Pd1 108.4(3) . . ? C17 C15 Pd1 70.1(3) . . ? C2 C15 Pd1 117.6(3) . . ? N3 C16 C15 178.2(6) . . ? C19 C17 C18 112.3(5) . . ? C19 C17 C15 123.2(4) . . ? C18 C17 C15 116.6(4) . . ? C19 C17 Pd1 110.1(4) . . ? C18 C17 Pd1 118.8(4) . . ? C15 C17 Pd1 69.0(3) . . ? N4 C18 C17 177.8(9) . . ? N5 C19 C17 176.7(6) . . ? C21 C20 C25 117.6(5) . . ? C21 C20 P1 123.7(5) . . ? C25 C20 P1 118.3(4) . . ? C20 C21 C22 122.8(7) . . ? C20 C21 H21 118.6 . . ? C22 C21 H21 118.6 . . ? C23 C22 C21 119.7(7) . . ? C23 C22 H22 120.1 . . ? C21 C22 H22 120.1 . . ? C22 C23 C24 119.7(7) . . ? C22 C23 H23 120.2 . . ? C24 C23 H23 120.2 . . ? C23 C24 C25 121.1(8) . . ? C23 C24 H24 119.5 . . ? C25 C24 H24 119.5 . . ? C20 C25 C24 118.9(7) . . ? C20 C25 H25 120.6 . . ? C24 C25 H25 120.6 . . ? C27 C26 C31 118.1(6) . . ? C27 C26 P1 121.9(5) . . ? C31 C26 P1 119.9(5) . . ? C26 C27 C28 120.1(7) . . ? C26 C27 H27 119.9 . . ? C28 C27 H27 119.9 . . ? C29 C28 C27 120.3(7) . . ? C29 C28 H28 119.9 . . ? C27 C28 H28 119.9 . . ? C28 C29 C30 119.8(7) . . ? C28 C29 H29 120.1 . . ? C30 C29 H29 120.1 . . ? C29 C30 C31 120.1(7) . . ? C29 C30 H30 120.0 . . ? C31 C30 H30 120.0 . . ? C26 C31 C30 121.6(7) . . ? C26 C31 H31 119.2 . . ? C30 C31 H31 119.2 . . ? C33 C32 P1 108.5(4) . . ? C33 C32 H32A 110.0 . . ? P1 C32 H32A 110.0 . . ? C33 C32 H32B 110.0 . . ? P1 C32 H32B 110.0 . . ? H32A C32 H32B 108.4 . . ? C32 C33 P2 108.3(4) . . ? C32 C33 H33A 110.0 . . ? P2 C33 H33A 110.0 . . ? C32 C33 H33B 110.0 . . ? P2 C33 H33B 110.0 . . ? H33A C33 H33B 108.4 . . ? C35 C34 C39 119.5(6) . . ? C35 C34 P2 123.3(5) . . ? C39 C34 P2 117.0(4) . . ? C34 C35 C36 119.8(7) . . ? C34 C35 H35 120.1 . . ? C36 C35 H35 120.1 . . ? C37 C36 C35 120.5(6) . . ? C37 C36 H36 119.8 . . ? C35 C36 H36 119.8 . . ? C38 C37 C36 120.1(6) . . ? C38 C37 H37 120.0 . . ? C36 C37 H37 120.0 . . ? C37 C38 C39 119.8(7) . . ? C37 C38 H38 120.1 . . ? C39 C38 H38 120.1 . . ? C34 C39 C38 120.3(6) . . ? C34 C39 H39 119.8 . . ? C38 C39 H39 119.8 . . ? C45 C40 C41 119.0(5) . . ? C45 C40 P2 122.6(4) . . ? C41 C40 P2 118.4(4) . . ? C42 C41 C40 120.1(5) . . ? C42 C41 H41 119.9 . . ? C40 C41 H41 119.9 . . ? C43 C42 C41 120.0(5) . . ? C43 C42 H42 120.0 . . ? C41 C42 H42 120.0 . . ? C44 C43 C42 120.4(5) . . ? C44 C43 H43 119.8 . . ? C42 C43 H43 119.8 . . ? C43 C44 C45 120.2(5) . . ? C43 C44 H44 119.9 . . ? C45 C44 H44 119.9 . . ? C44 C45 C40 120.3(5) . . ? C44 C45 H45 119.8 . . ? C40 C45 H45 119.8 . . ? C47 C46 C51 120.0 . . ? C47 C46 H46 120.0 . . ? C51 C46 H46 120.0 . . ? C46 C47 C48 120.0 . . ? C46 C47 H47 120.0 . . ? C48 C47 H47 120.0 . . ? C47 C48 C49 120.0 . . ? C47 C48 H48 120.0 . . ? C49 C48 H48 120.0 . . ? C48 C49 C50 120.0 . . ? C48 C49 C52 125.5(9) . . ? C50 C49 C52 114.4(9) . . ? C51 C50 C49 120.0 . . ? C51 C50 H50 120.0 . . ? C49 C50 H50 120.0 . . ? C50 C51 C46 120.0 . . ? C50 C51 H51 120.0 . . ? C46 C51 H51 120.0 . . ? C49 C52 H52A 109.5 . . ? C49 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? C49 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.976 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.727 _refine_diff_density_min -0.946 _refine_diff_density_rms 0.137