# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_coden_Cambridge 182 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name 'Furstner, Alois' 'Alcarazo, Manuel' 'Radkowski, Karin' 'Goddard, Richard' _publ_contact_author_name 'Furstner, Alois' _publ_contact_author_email fuerstner@mpi-muelheim.mpg.de _publ_section_title ; Metal complexes with carbene ligands stabilized by lateral enamines ; # Attachment '10.cif' data_10 _database_code_depnum_ccdc_archive 'CCDC 788131' #TrackingRef '10.cif' _audit_creation_date 2009-02-06 _audit_block_code RKI-RE-185-03 _chemical_name_systematic ; 2-chloro-3-(dimethylamino-methylidenyl)-ind-1-en-1-yl-methylidenyl- dimethylammoniumium tetrafluoroborate ; _chemical_melting_point ? _chemical_compound_source dichloromethane/diethylether _chemical_formula_moiety 'C15 H18 Cl N2 1+, B F4 1-' _chemical_formula_sum 'C15 H18 B Cl F4 N2' _chemical_formula_weight 348.57 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 '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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M Cc _symmetry_space_group_name_Hall 'C -2yc' _symmetry_Int_Tables_number 9 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' _cell_length_a 12.1625(5) _cell_length_b 17.6971(7) _cell_length_c 7.3078(3) _cell_angle_alpha 90.00 _cell_angle_beta 96.479(2) _cell_angle_gamma 90.00 _cell_volume 1562.89(11) _cell_formula_units_Z 4 _cell_measurement_temperature 100 _cell_measurement_reflns_used 130950 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 33.14 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.29 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.481 _exptl_crystal_density_method none _exptl_crystal_F_000 720 _exptl_absorpt_coefficient_mu 0.285 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details 'SADABS, Bruker AXS (2008)' _exptl_absorpt_correction_T_min 0.69 _exptl_absorpt_correction_T_max 0.87 _diffrn_ambient_temperature 100 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source '0.3 mm focus rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method 'CCD \w-scan' _diffrn_detector_area_resol_mean 18.18 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_reflns_number 23107 _diffrn_reflns_av_R_equivalents 0.0288 _diffrn_reflns_av_sigmaI/netI 0.0268 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.31 _diffrn_reflns_theta_max 33.90 _reflns_number_total 5992 _reflns_number_gt 5742 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Collect software (Nonius, 1998)' _computing_cell_refinement 'Denzo / Scalepack (Otwinowski 1997)' _computing_data_reduction 'Denzo / Scalepack (Otwinowski 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Crystal Impact GbR, 2006)' _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^)+(0.0626P)^2^+0.0229P] 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_abs_structure_details 'Flack, H. D. (1983). Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.03(3) _chemical_absolute_configuration unk _refine_ls_number_reflns 5992 _refine_ls_number_parameters 212 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0364 _refine_ls_R_factor_gt 0.0344 _refine_ls_wR_factor_ref 0.0926 _refine_ls_wR_factor_gt 0.0907 _refine_ls_goodness_of_fit_ref 1.165 _refine_ls_restrained_S_all 1.164 _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 C1 C -0.04111(8) 0.54972(6) 0.60445(13) 0.01600(16) Uani 1 1 d . . . C2 C 0.00904(7) 0.47914(6) 0.65371(13) 0.01610(16) Uani 1 1 d . . . C3 C -0.07544(8) 0.42214(6) 0.59249(14) 0.01673(16) Uani 1 1 d . . . C4 C -0.07901(10) 0.34336(6) 0.61459(16) 0.02110(18) Uani 1 1 d . . . H4 H -0.0208 0.3184 0.6826 0.025 Uiso 1 1 calc R . . C5 C -0.17016(10) 0.30276(7) 0.53418(17) 0.0244(2) Uani 1 1 d . . . H5 H -0.1721 0.2505 0.5475 0.029 Uiso 1 1 calc R . . C6 C -0.25858(10) 0.33996(7) 0.43383(17) 0.0252(2) Uani 1 1 d . . . H6 H -0.3173 0.3121 0.3758 0.030 Uiso 1 1 calc R . . C7 C -0.25948(9) 0.41842(7) 0.41998(15) 0.02071(19) Uani 1 1 d . . . H7 H -0.3192 0.4428 0.3545 0.025 Uiso 1 1 calc R . . C8 C -0.17036(8) 0.46064(6) 0.50463(13) 0.01673(16) Uani 1 1 d . . . C9 C -0.14978(8) 0.54223(6) 0.51693(13) 0.01654(16) Uani 1 1 d . . . C10 C 0.11715(8) 0.47919(6) 0.74703(14) 0.01796(17) Uani 1 1 d . . . H10 H 0.1398 0.5257 0.7968 0.022 Uiso 1 1 calc R . . C11 C 0.29559(11) 0.44004(8) 0.8937(2) 0.0302(3) Uani 1 1 d . . . H11A H 0.2996 0.4083 1.0008 0.045 Uiso 1 1 calc R . . H11B H 0.2981 0.4921 0.9310 0.045 Uiso 1 1 calc R . . H11C H 0.3570 0.4293 0.8261 0.045 Uiso 1 1 calc R . . C12 C 0.18213(11) 0.34984(7) 0.6964(2) 0.0278(2) Uani 1 1 d . . . H12A H 0.1356 0.3516 0.5813 0.042 Uiso 1 1 calc R . . H12B H 0.1503 0.3163 0.7793 0.042 Uiso 1 1 calc R . . H12C H 0.2542 0.3318 0.6761 0.042 Uiso 1 1 calc R . . C13 C -0.21108(8) 0.60878(6) 0.46600(14) 0.01788(17) Uani 1 1 d . . . H13 H -0.1680 0.6517 0.4571 0.021 Uiso 1 1 calc R . . C14 C -0.36031(10) 0.69508(7) 0.37034(18) 0.0267(2) Uani 1 1 d . . . H14A H -0.2993 0.7284 0.3575 0.040 Uiso 1 1 calc R . . H14B H -0.4039 0.7151 0.4607 0.040 Uiso 1 1 calc R . . H14C H -0.4054 0.6907 0.2542 0.040 Uiso 1 1 calc R . . C15 C -0.40465(9) 0.56494(7) 0.45517(17) 0.0247(2) Uani 1 1 d . . . H15A H -0.3730 0.5233 0.5270 0.037 Uiso 1 1 calc R . . H15B H -0.4369 0.5469 0.3373 0.037 Uiso 1 1 calc R . . H15C H -0.4608 0.5885 0.5181 0.037 Uiso 1 1 calc R . . B1 B -0.58672(11) 0.64721(8) 0.89924(19) 0.0239(2) Uani 1 1 d . . . N1 N 0.19169(8) 0.42537(6) 0.77642(14) 0.02048(17) Uani 1 1 d . . . N2 N -0.31795(8) 0.62019(6) 0.42931(14) 0.02044(17) Uani 1 1 d . . . F1 F -0.69540(8) 0.62833(5) 0.82722(14) 0.03433(19) Uani 1 1 d . . . F2 F -0.54065(8) 0.58821(5) 1.00816(15) 0.0407(2) Uani 1 1 d . . . F3 F -0.52388(8) 0.66158(7) 0.75434(13) 0.0417(2) Uani 1 1 d . . . F4 F -0.59067(8) 0.71224(5) 1.00515(14) 0.0381(2) Uani 1 1 d . . . Cl1 Cl 0.02506(2) 0.635254(13) 0.64380(3) 0.02118(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0155(4) 0.0151(4) 0.0172(4) 0.0000(3) 0.0006(3) -0.0002(3) C2 0.0154(4) 0.0163(4) 0.0163(4) 0.0008(3) 0.0009(3) 0.0016(3) C3 0.0172(4) 0.0165(4) 0.0164(4) -0.0008(3) 0.0017(3) 0.0008(3) C4 0.0216(4) 0.0176(4) 0.0239(5) 0.0014(4) 0.0013(4) 0.0005(3) C5 0.0257(5) 0.0159(4) 0.0307(5) -0.0013(4) 0.0001(4) -0.0024(4) C6 0.0254(5) 0.0205(5) 0.0283(5) -0.0043(4) -0.0023(4) -0.0037(4) C7 0.0212(4) 0.0200(5) 0.0198(4) -0.0020(3) -0.0025(3) -0.0004(3) C8 0.0175(4) 0.0180(4) 0.0145(4) -0.0002(3) 0.0008(3) 0.0001(3) C9 0.0158(4) 0.0171(4) 0.0164(4) 0.0002(3) 0.0003(3) 0.0016(3) C10 0.0170(4) 0.0186(4) 0.0181(4) 0.0026(3) 0.0011(3) 0.0014(3) C11 0.0207(5) 0.0298(6) 0.0371(6) 0.0032(5) -0.0096(4) 0.0023(4) C12 0.0239(5) 0.0223(5) 0.0373(6) -0.0016(5) 0.0033(4) 0.0053(4) C13 0.0171(4) 0.0189(4) 0.0174(4) 0.0000(3) 0.0006(3) 0.0025(3) C14 0.0254(5) 0.0236(5) 0.0299(5) 0.0018(4) -0.0015(4) 0.0085(4) C15 0.0164(4) 0.0290(5) 0.0281(5) -0.0044(4) 0.0002(4) 0.0003(4) B1 0.0226(5) 0.0233(5) 0.0248(6) -0.0025(4) -0.0022(4) 0.0020(4) N1 0.0162(3) 0.0210(4) 0.0236(4) 0.0035(3) -0.0002(3) 0.0015(3) N2 0.0178(4) 0.0223(4) 0.0207(4) -0.0012(3) -0.0003(3) 0.0043(3) F1 0.0244(4) 0.0350(5) 0.0409(5) -0.0060(3) -0.0080(3) -0.0009(3) F2 0.0390(5) 0.0303(4) 0.0487(5) 0.0092(4) -0.0130(4) 0.0022(4) F3 0.0337(4) 0.0592(6) 0.0331(4) 0.0029(4) 0.0080(3) 0.0089(4) F4 0.0391(4) 0.0278(4) 0.0480(5) -0.0154(4) 0.0072(4) -0.0065(3) Cl1 0.01993(10) 0.01530(10) 0.02739(12) 0.00050(8) -0.00136(8) -0.00097(8) _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 C1 C9 1.4081(14) . Y C1 C2 1.4184(13) . Y C1 Cl1 1.7232(10) . Y C2 C10 1.4113(13) . Y C2 C3 1.4730(14) . Y C3 C4 1.4047(15) . Y C3 C8 1.4290(14) . Y C4 C5 1.3941(15) . Y C4 H4 0.9300 . N C5 C6 1.3963(17) . Y C5 H5 0.9300 . N C6 C7 1.3921(16) . Y C6 H6 0.9300 . N C7 C8 1.4016(15) . Y C7 H7 0.9300 . N C8 C9 1.4664(15) . Y C9 C13 1.4210(14) . Y C10 N1 1.3156(13) . Y C10 H10 0.9300 . N C11 N1 1.4680(16) . Y C11 H11A 0.9600 . N C11 H11B 0.9600 . N C11 H11C 0.9600 . N C12 N1 1.4583(16) . Y C12 H12A 0.9600 . N C12 H12B 0.9600 . N C12 H12C 0.9600 . N C13 N2 1.3128(14) . Y C13 H13 0.9300 . N C14 N2 1.4688(15) . Y C14 H14A 0.9600 . N C14 H14B 0.9600 . N C14 H14C 0.9600 . N C15 N2 1.4658(15) . Y C15 H15A 0.9600 . N C15 H15B 0.9600 . N C15 H15C 0.9600 . N B1 F4 1.3908(16) . Y B1 F2 1.3917(16) . Y B1 F3 1.3974(18) . Y B1 F1 1.4067(16) . Y 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 C1 C2 112.77(8) . . Y C9 C1 Cl1 123.73(8) . . Y C2 C1 Cl1 123.49(7) . . Y C10 C2 C1 118.21(9) . . Y C10 C2 C3 136.64(10) . . Y C1 C2 C3 105.11(8) . . Y C4 C3 C8 119.40(10) . . Y C4 C3 C2 132.41(10) . . Y C8 C3 C2 108.08(9) . . Y C5 C4 C3 119.77(10) . . Y C5 C4 H4 120.1 . . N C3 C4 H4 120.1 . . N C4 C5 C6 120.47(11) . . Y C4 C5 H5 119.8 . . N C6 C5 H5 119.8 . . N C7 C6 C5 120.51(10) . . Y C7 C6 H6 119.7 . . N C5 C6 H6 119.7 . . N C6 C7 C8 120.02(10) . . Y C6 C7 H7 120.0 . . N C8 C7 H7 120.0 . . N C7 C8 C3 119.30(10) . . Y C7 C8 C9 132.07(10) . . Y C3 C8 C9 108.56(9) . . Y C1 C9 C13 118.61(9) . . Y C1 C9 C8 105.40(8) . . Y C13 C9 C8 135.99(9) . . Y N1 C10 C2 131.74(11) . . Y N1 C10 H10 114.1 . . N C2 C10 H10 114.1 . . N N1 C11 H11A 109.5 . . N N1 C11 H11B 109.5 . . N H11A C11 H11B 109.5 . . N N1 C11 H11C 109.5 . . N H11A C11 H11C 109.5 . . N H11B C11 H11C 109.5 . . N N1 C12 H12A 109.5 . . N N1 C12 H12B 109.5 . . N H12A C12 H12B 109.5 . . N N1 C12 H12C 109.5 . . N H12A C12 H12C 109.5 . . N H12B C12 H12C 109.5 . . N N2 C13 C9 131.23(10) . . Y N2 C13 H13 114.4 . . N C9 C13 H13 114.4 . . N N2 C14 H14A 109.5 . . N N2 C14 H14B 109.5 . . N H14A C14 H14B 109.5 . . N N2 C14 H14C 109.5 . . N H14A C14 H14C 109.5 . . N H14B C14 H14C 109.5 . . N N2 C15 H15A 109.5 . . N N2 C15 H15B 109.5 . . N H15A C15 H15B 109.5 . . N N2 C15 H15C 109.5 . . N H15A C15 H15C 109.5 . . N H15B C15 H15C 109.5 . . N F4 B1 F2 109.84(11) . . Y F4 B1 F3 109.11(12) . . Y F2 B1 F3 110.52(11) . . Y F4 B1 F1 108.34(11) . . Y F2 B1 F1 109.67(11) . . Y F3 B1 F1 109.32(11) . . Y C10 N1 C12 125.15(10) . . Y C10 N1 C11 119.96(11) . . Y C12 N1 C11 114.87(10) . . Y C13 N2 C15 125.53(10) . . Y C13 N2 C14 120.34(10) . . Y C15 N2 C14 113.96(9) . . Y _diffrn_measured_fraction_theta_max 0.953 _diffrn_reflns_theta_full 33.90 _diffrn_measured_fraction_theta_full 0.953 _refine_diff_density_max 0.846 _refine_diff_density_min -0.924 _refine_diff_density_rms 0.326 # Attachment '11.cif' data_11 _database_code_depnum_ccdc_archive 'CCDC 788132' #TrackingRef '11.cif' _audit_creation_date 2010-07-16 _audit_block_code RKI-RE-187-02 _chemical_name_systematic ; 1,3-di-(dimethylamino-methylidenyl)-indan-2-ylidenyl-chloro- bis-(triphenylphosphine)-palladium(ii) tetrafluoroborate dichloromethane solute ; _chemical_melting_point ? _chemical_compound_source dichloromethane/diethylether _chemical_formula_moiety 'C51 H48 Cl N2 P2 Pd 1+, C H2 Cl2, B F4 1-' _chemical_formula_sum 'C52 H50 B Cl3 F4 N2 P2 Pd' _chemical_formula_weight 1064.44 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' B B 0.0013 0.0007 '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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 15.6561(2) _cell_length_b 15.0722(1) _cell_length_c 20.3553(2) _cell_angle_alpha 90.00 _cell_angle_beta 94.510(1) _cell_angle_gamma 90.00 _cell_volume 4788.39(8) _cell_formula_units_Z 4 _cell_measurement_temperature 100 _cell_measurement_reflns_used 370998 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 33.14 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.477 _exptl_crystal_density_method ? _exptl_crystal_F_000 2176 _exptl_absorpt_coefficient_mu 0.676 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details 'SADABS, Bruker AXS (2008)' _exptl_absorpt_correction_T_min 0.83 _exptl_absorpt_correction_T_max 0.98 _diffrn_ambient_temperature 100 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source '0.3 mm focus rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method 'CCD \w-scan' _diffrn_detector_area_resol_mean 18.18 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_reflns_number 129686 _diffrn_reflns_av_R_equivalents 0.0615 _diffrn_reflns_av_sigmaI/netI 0.0343 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.94 _diffrn_reflns_theta_max 33.20 _reflns_number_total 16091 _reflns_number_gt 13526 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Collect software (Nonius, 1998)' _computing_cell_refinement 'Denzo / Scalepack (Otwinowski 1997)' _computing_data_reduction 'Denzo / Scalepack (Otwinowski 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Crystal Impact GbR, 2006)' _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 crystal lost solute of crystallisation during data collection, resulting in a lower than ideal coverage of data to the (theta)max of 33.2 degrees. Highest peak 1.07 at 0.3443 0.6377 0.2936 [ 1.10 A from P2 ] Deepest hole -1.33 at 0.2642 0.6751 0.2669 [ 0.73 A from PD1 ] ; _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^)+(0.0322P)^2^+8.2652P] 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 SHELXL _refine_ls_extinction_coef 0.00375(17) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 16091 _refine_ls_number_parameters 591 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0577 _refine_ls_R_factor_gt 0.0452 _refine_ls_wR_factor_ref 0.1127 _refine_ls_wR_factor_gt 0.1077 _refine_ls_goodness_of_fit_ref 1.197 _refine_ls_restrained_S_all 1.197 _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 C1 C 0.27165(13) 0.95677(14) 0.85824(12) 0.0153(4) Uani 1 1 d . . . C2 C 0.26579(14) 1.04972(14) 0.84542(12) 0.0159(4) Uani 1 1 d . . . C3 C 0.25764(14) 1.09492(15) 0.90876(12) 0.0174(4) Uani 1 1 d . . . C4 C 0.25541(15) 1.18448(15) 0.92723(13) 0.0210(5) Uani 1 1 d . . . H4 H 0.2562 1.2288 0.8955 0.025 Uiso 1 1 calc R . . C5 C 0.25202(16) 1.20667(17) 0.99312(14) 0.0248(5) Uani 1 1 d . . . H5 H 0.2460 1.2658 1.0050 0.030 Uiso 1 1 calc R . . C6 C 0.25755(17) 1.14148(17) 1.04168(14) 0.0248(5) Uani 1 1 d . . . H6 H 0.2576 1.1577 1.0858 0.030 Uiso 1 1 calc R . . C7 C 0.26301(16) 1.05219(16) 1.02486(13) 0.0218(5) Uani 1 1 d . . . H7 H 0.2691 1.0090 1.0575 0.026 Uiso 1 1 calc R . . C8 C 0.25920(14) 1.02830(15) 0.95868(12) 0.0173(4) Uani 1 1 d . . . C9 C 0.26455(14) 0.94151(14) 0.92619(12) 0.0154(4) Uani 1 1 d . . . C10 C 0.27327(14) 1.07571(15) 0.77994(13) 0.0184(4) Uani 1 1 d . . . H10 H 0.2958 1.0316 0.7544 0.022 Uiso 1 1 calc R . . C11 C 0.20432(17) 1.22288(17) 0.77070(15) 0.0263(5) Uani 1 1 d . . . H11A H 0.1751 1.2035 0.8079 0.040 Uiso 1 1 calc R . . H11B H 0.1631 1.2417 0.7361 0.040 Uiso 1 1 calc R . . H11C H 0.2415 1.2715 0.7836 0.040 Uiso 1 1 calc R . . C12 C 0.27891(19) 1.15967(19) 0.67945(14) 0.0284(6) Uani 1 1 d . . . H12A H 0.3153 1.1114 0.6687 0.043 Uiso 1 1 calc R . . H12B H 0.3089 1.2147 0.6755 0.043 Uiso 1 1 calc R . . H12C H 0.2282 1.1596 0.6497 0.043 Uiso 1 1 calc R . . C13 C 0.26732(14) 0.85335(15) 0.94979(12) 0.0174(4) Uani 1 1 d . . . H13 H 0.2921 0.8133 0.9221 0.021 Uiso 1 1 calc R . . C14 C 0.18241(19) 0.85872(18) 1.04641(15) 0.0284(6) Uani 1 1 d . . . H14A H 0.1634 0.9146 1.0279 0.043 Uiso 1 1 calc R . . H14B H 0.2111 0.8683 1.0893 0.043 Uiso 1 1 calc R . . H14C H 0.1339 0.8206 1.0502 0.043 Uiso 1 1 calc R . . C15 C 0.2600(2) 0.72365(17) 1.01884(15) 0.0277(5) Uani 1 1 d . . . H15A H 0.2087 0.6892 1.0104 0.042 Uiso 1 1 calc R . . H15B H 0.2804 0.7180 1.0644 0.042 Uiso 1 1 calc R . . H15C H 0.3030 0.7026 0.9916 0.042 Uiso 1 1 calc R . . C21 C 0.06991(14) 0.97732(15) 0.81988(13) 0.0177(4) Uani 1 1 d . . . C22 C 0.06493(15) 0.98840(16) 0.88748(13) 0.0206(5) Uani 1 1 d . . . H22 H 0.0818 0.9426 0.9163 0.025 Uiso 1 1 calc R . . C23 C 0.03475(16) 1.06779(17) 0.91214(14) 0.0250(5) Uani 1 1 d . . . H23 H 0.0321 1.0750 0.9573 0.030 Uiso 1 1 calc R . . C24 C 0.00867(17) 1.13595(17) 0.86949(16) 0.0274(6) Uani 1 1 d . . . H24 H -0.0113 1.1889 0.8861 0.033 Uiso 1 1 calc R . . C25 C 0.01227(17) 1.12520(16) 0.80213(15) 0.0257(5) Uani 1 1 d . . . H25 H -0.0063 1.1706 0.7735 0.031 Uiso 1 1 calc R . . C26 C 0.04366(15) 1.04641(15) 0.77720(13) 0.0203(5) Uani 1 1 d . . . H26 H 0.0471 1.0399 0.7321 0.024 Uiso 1 1 calc R . . C31 C 0.07060(14) 0.78709(15) 0.83462(12) 0.0170(4) Uani 1 1 d . . . C32 C 0.11760(16) 0.70911(15) 0.84529(12) 0.0197(4) Uani 1 1 d . . . H32 H 0.1717 0.7044 0.8298 0.024 Uiso 1 1 calc R . . C33 C 0.08406(18) 0.63813(16) 0.87902(13) 0.0236(5) Uani 1 1 d . . . H33 H 0.1157 0.5862 0.8856 0.028 Uiso 1 1 calc R . . C34 C 0.00342(18) 0.64490(17) 0.90277(13) 0.0249(5) Uani 1 1 d . . . H34 H -0.0195 0.5971 0.9243 0.030 Uiso 1 1 calc R . . C35 C -0.04293(16) 0.72381(17) 0.89410(13) 0.0234(5) Uani 1 1 d . . . H35 H -0.0961 0.7292 0.9112 0.028 Uiso 1 1 calc R . . C36 C -0.00994(15) 0.79439(16) 0.86002(13) 0.0203(4) Uani 1 1 d . . . H36 H -0.0413 0.8466 0.8541 0.024 Uiso 1 1 calc R . . C41 C 0.06035(14) 0.87286(14) 0.70432(12) 0.0167(4) Uani 1 1 d . . . C42 C -0.02908(14) 0.86245(15) 0.69636(13) 0.0187(4) Uani 1 1 d . . . H42 H -0.0594 0.8502 0.7328 0.022 Uiso 1 1 calc R . . C43 C -0.07241(15) 0.87042(16) 0.63440(13) 0.0214(5) Uani 1 1 d . . . H43 H -0.1315 0.8629 0.6293 0.026 Uiso 1 1 calc R . . C44 C -0.02713(16) 0.88975(17) 0.57974(13) 0.0228(5) Uani 1 1 d . . . H44 H -0.0560 0.8954 0.5383 0.027 Uiso 1 1 calc R . . C45 C 0.06109(16) 0.90058(18) 0.58747(13) 0.0231(5) Uani 1 1 d . . . H45 H 0.0911 0.9137 0.5510 0.028 Uiso 1 1 calc R . . C46 C 0.10518(15) 0.89203(16) 0.64943(12) 0.0197(4) Uani 1 1 d . . . H46 H 0.1644 0.8991 0.6542 0.024 Uiso 1 1 calc R . . C51 C 0.45850(14) 0.82741(15) 0.72173(12) 0.0176(4) Uani 1 1 d . . . C52 C 0.42691(16) 0.87224(17) 0.66466(13) 0.0221(5) Uani 1 1 d . . . H52 H 0.3797 0.9094 0.6658 0.027 Uiso 1 1 calc R . . C53 C 0.46608(17) 0.86117(19) 0.60636(14) 0.0260(5) Uani 1 1 d . . . H53 H 0.4457 0.8918 0.5687 0.031 Uiso 1 1 calc R . . C54 C 0.53579(18) 0.8043(2) 0.60424(14) 0.0289(6) Uani 1 1 d . . . H54 H 0.5627 0.7980 0.5654 0.035 Uiso 1 1 calc R . . C55 C 0.56522(17) 0.7571(2) 0.65963(14) 0.0278(5) Uani 1 1 d . . . H55 H 0.6105 0.7175 0.6575 0.033 Uiso 1 1 calc R . . C56 C 0.52738(16) 0.76877(17) 0.71867(13) 0.0218(5) Uani 1 1 d . . . H56 H 0.5479 0.7376 0.7561 0.026 Uiso 1 1 calc R . . C61 C 0.44932(14) 0.76323(15) 0.85473(12) 0.0168(4) Uani 1 1 d . . . C62 C 0.52928(15) 0.76562(17) 0.89098(13) 0.0206(4) Uani 1 1 d . . . H62 H 0.5633 0.8162 0.8902 0.025 Uiso 1 1 calc R . . C63 C 0.55779(16) 0.69240(17) 0.92814(13) 0.0227(5) Uani 1 1 d . . . H63 H 0.6111 0.6941 0.9517 0.027 Uiso 1 1 calc R . . C64 C 0.50730(17) 0.61691(17) 0.93035(13) 0.0232(5) Uani 1 1 d . . . H64 H 0.5271 0.5680 0.9550 0.028 Uiso 1 1 calc R . . C65 C 0.42718(17) 0.61443(17) 0.89573(14) 0.0244(5) Uani 1 1 d . . . H65 H 0.3926 0.5645 0.8980 0.029 Uiso 1 1 calc R . . C66 C 0.39863(16) 0.68720(16) 0.85742(13) 0.0205(5) Uani 1 1 d . . . H66 H 0.3455 0.6850 0.8336 0.025 Uiso 1 1 calc R . . C71 C 0.47831(14) 0.94929(15) 0.82870(12) 0.0183(4) Uani 1 1 d . . . C72 C 0.47210(16) 0.98094(17) 0.89269(14) 0.0231(5) Uani 1 1 d . . . H72 H 0.4356 0.9532 0.9201 0.028 Uiso 1 1 calc R . . C73 C 0.52016(17) 1.05359(18) 0.91544(14) 0.0267(5) Uani 1 1 d . . . H73 H 0.5156 1.0742 0.9581 0.032 Uiso 1 1 calc R . . C74 C 0.57498(17) 1.09574(17) 0.87500(15) 0.0282(6) Uani 1 1 d . . . H74 H 0.6068 1.1446 0.8904 0.034 Uiso 1 1 calc R . . C75 C 0.58208(18) 1.06486(18) 0.81201(15) 0.0281(5) Uani 1 1 d . . . H75 H 0.6192 1.0928 0.7851 0.034 Uiso 1 1 calc R . . C76 C 0.53397(16) 0.99192(17) 0.78829(14) 0.0234(5) Uani 1 1 d . . . H76 H 0.5389 0.9716 0.7456 0.028 Uiso 1 1 calc R . . C99 C -0.1897(2) 1.02029(19) 0.74606(15) 0.0327(6) Uani 1 1 d . . . H99A H -0.2044 1.0815 0.7546 0.039 Uiso 1 1 calc R . . H99B H -0.1339 1.0197 0.7285 0.039 Uiso 1 1 calc R . . B1 B -0.24971(19) 0.9717(2) 0.48195(17) 0.0259(6) Uani 1 1 d . . . N1 N 0.25511(13) 1.14944(13) 0.74704(11) 0.0205(4) Uani 1 1 d . . . N2 N 0.24134(13) 0.81730(13) 1.00373(11) 0.0199(4) Uani 1 1 d . . . F1 F -0.19326(12) 0.90801(11) 0.45918(9) 0.0338(4) Uani 1 1 d . . . F2 F -0.20344(12) 1.03048(12) 0.52272(10) 0.0372(4) Uani 1 1 d . . . F3 F -0.31114(13) 0.92914(14) 0.51622(11) 0.0477(5) Uani 1 1 d . . . F4 F -0.28848(16) 1.01694(15) 0.42788(11) 0.0538(6) Uani 1 1 d . . . P1 P 0.11555(3) 0.87593(4) 0.78680(3) 0.01421(11) Uani 1 1 d . . . P2 P 0.41434(4) 0.85330(4) 0.79917(3) 0.01480(11) Uani 1 1 d . . . Cl1 Cl 0.25421(3) 0.74317(4) 0.71167(3) 0.01824(11) Uani 1 1 d . . . Cl2 Cl -0.18435(5) 0.96032(5) 0.82046(4) 0.03430(16) Uani 1 1 d . . . Cl3 Cl -0.26602(6) 0.97550(7) 0.68743(4) 0.0458(2) Uani 1 1 d . . . Pd1 Pd 0.265761(10) 0.862828(10) 0.789316(9) 0.01344(5) 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 C1 0.0149(9) 0.0149(9) 0.0162(12) -0.0016(7) 0.0020(7) 0.0005(7) C2 0.0172(9) 0.0145(9) 0.0163(12) 0.0006(8) 0.0021(7) -0.0011(7) C3 0.0160(9) 0.0153(9) 0.0211(13) -0.0012(8) 0.0027(8) 0.0000(7) C4 0.0216(10) 0.0153(9) 0.0263(14) -0.0010(9) 0.0031(9) -0.0012(8) C5 0.0237(11) 0.0184(10) 0.0325(15) -0.0079(9) 0.0037(10) -0.0027(8) C6 0.0287(12) 0.0245(11) 0.0215(14) -0.0097(10) 0.0043(9) -0.0015(9) C7 0.0269(11) 0.0197(10) 0.0192(13) -0.0020(9) 0.0032(9) 0.0002(8) C8 0.0173(9) 0.0160(9) 0.0187(12) -0.0013(8) 0.0025(8) -0.0009(7) C9 0.0171(9) 0.0146(9) 0.0143(12) -0.0007(7) 0.0015(7) 0.0002(7) C10 0.0187(10) 0.0147(9) 0.0217(13) -0.0001(8) 0.0014(8) -0.0014(7) C11 0.0277(12) 0.0194(10) 0.0316(15) 0.0032(10) -0.0001(10) 0.0054(9) C12 0.0353(14) 0.0288(12) 0.0214(15) 0.0069(10) 0.0033(11) 0.0008(10) C13 0.0193(9) 0.0163(9) 0.0167(12) -0.0014(8) 0.0019(8) -0.0009(7) C14 0.0352(14) 0.0260(12) 0.0259(15) 0.0043(10) 0.0147(11) 0.0037(10) C15 0.0413(15) 0.0177(10) 0.0250(15) 0.0045(9) 0.0075(11) 0.0023(10) C21 0.0151(9) 0.0152(9) 0.0226(13) -0.0015(8) 0.0013(8) 0.0008(7) C22 0.0173(10) 0.0216(10) 0.0231(14) -0.0015(9) 0.0029(8) 0.0004(8) C23 0.0242(11) 0.0253(11) 0.0265(15) -0.0067(10) 0.0081(10) -0.0007(9) C24 0.0237(11) 0.0188(10) 0.0407(17) -0.0067(10) 0.0086(10) 0.0004(9) C25 0.0241(11) 0.0163(10) 0.0369(16) 0.0013(9) 0.0038(10) 0.0019(8) C26 0.0210(10) 0.0160(9) 0.0237(13) 0.0006(8) 0.0007(9) 0.0001(8) C31 0.0185(9) 0.0168(9) 0.0155(12) 0.0025(8) 0.0005(8) -0.0016(7) C32 0.0234(10) 0.0186(10) 0.0173(13) 0.0007(8) 0.0019(8) 0.0017(8) C33 0.0335(12) 0.0165(10) 0.0206(13) 0.0025(9) 0.0012(10) 0.0011(9) C34 0.0352(13) 0.0226(11) 0.0174(13) 0.0035(9) 0.0051(10) -0.0056(10) C35 0.0231(11) 0.0255(11) 0.0225(14) 0.0025(9) 0.0062(9) -0.0037(9) C36 0.0193(10) 0.0214(10) 0.0203(13) 0.0021(9) 0.0021(8) 0.0001(8) C41 0.0175(9) 0.0141(9) 0.0184(12) 0.0002(8) -0.0001(8) 0.0004(7) C42 0.0173(9) 0.0182(9) 0.0205(13) 0.0001(8) 0.0016(8) -0.0010(8) C43 0.0187(10) 0.0216(10) 0.0234(14) -0.0009(9) -0.0017(8) 0.0003(8) C44 0.0254(11) 0.0245(11) 0.0179(13) -0.0004(9) -0.0016(9) 0.0036(9) C45 0.0238(11) 0.0278(12) 0.0179(13) 0.0029(9) 0.0028(9) 0.0041(9) C46 0.0195(10) 0.0210(10) 0.0188(13) 0.0012(9) 0.0037(8) 0.0027(8) C51 0.0168(9) 0.0188(10) 0.0172(12) 0.0002(8) 0.0021(8) 0.0007(7) C52 0.0228(11) 0.0245(11) 0.0192(13) 0.0023(9) 0.0023(9) 0.0023(9) C53 0.0281(12) 0.0307(12) 0.0192(14) 0.0049(10) 0.0033(9) -0.0002(10) C54 0.0293(13) 0.0395(15) 0.0190(14) -0.0001(11) 0.0087(10) 0.0023(11) C55 0.0233(11) 0.0363(14) 0.0247(15) -0.0014(11) 0.0074(10) 0.0075(10) C56 0.0211(10) 0.0273(11) 0.0172(13) 0.0011(9) 0.0027(8) 0.0045(9) C61 0.0181(9) 0.0197(9) 0.0126(11) 0.0001(8) 0.0020(7) 0.0015(7) C62 0.0191(10) 0.0237(11) 0.0190(13) 0.0019(9) 0.0010(8) -0.0004(8) C63 0.0215(11) 0.0278(12) 0.0184(13) 0.0028(9) -0.0007(9) 0.0032(9) C64 0.0285(12) 0.0226(11) 0.0183(13) 0.0021(9) 0.0010(9) 0.0059(9) C65 0.0297(12) 0.0191(10) 0.0236(14) 0.0020(9) -0.0027(10) -0.0018(9) C66 0.0217(10) 0.0190(10) 0.0203(13) -0.0002(8) -0.0017(9) -0.0003(8) C71 0.0176(9) 0.0180(9) 0.0191(13) 0.0000(8) -0.0003(8) -0.0019(7) C72 0.0207(10) 0.0258(11) 0.0226(14) -0.0023(9) 0.0008(9) -0.0022(9) C73 0.0264(12) 0.0292(12) 0.0240(15) -0.0065(10) -0.0005(10) -0.0022(10) C74 0.0260(12) 0.0211(11) 0.0366(16) -0.0020(10) -0.0034(10) -0.0059(9) C75 0.0287(12) 0.0239(12) 0.0321(16) 0.0016(10) 0.0057(11) -0.0068(10) C76 0.0237(11) 0.0228(11) 0.0241(14) -0.0011(9) 0.0041(9) -0.0040(9) C99 0.0436(16) 0.0259(13) 0.0296(17) 0.0059(11) 0.0093(12) 0.0069(11) B1 0.0251(13) 0.0210(12) 0.0305(17) -0.0027(11) -0.0042(11) -0.0013(10) N1 0.0223(9) 0.0196(9) 0.0194(11) 0.0040(7) 0.0009(7) 0.0004(7) N2 0.0251(10) 0.0166(8) 0.0184(11) 0.0012(7) 0.0036(8) 0.0009(7) F1 0.0386(9) 0.0276(8) 0.0349(10) -0.0001(7) 0.0008(7) 0.0072(7) F2 0.0433(10) 0.0266(8) 0.0400(11) -0.0042(7) -0.0069(8) -0.0124(7) F3 0.0390(10) 0.0478(12) 0.0581(14) -0.0154(10) 0.0159(9) -0.0207(9) F4 0.0668(14) 0.0449(12) 0.0451(13) -0.0002(9) -0.0239(11) 0.0245(10) P1 0.0142(2) 0.0143(2) 0.0142(3) 0.00017(19) 0.00152(19) 0.00043(17) P2 0.0142(2) 0.0164(2) 0.0139(3) -0.00013(19) 0.00194(19) 0.00047(18) Cl1 0.0204(2) 0.0166(2) 0.0176(3) -0.00341(18) 0.00068(19) 0.00138(17) Cl2 0.0394(4) 0.0400(4) 0.0242(4) 0.0046(3) 0.0069(3) 0.0131(3) Cl3 0.0407(4) 0.0626(5) 0.0329(4) -0.0044(4) -0.0051(3) 0.0225(4) Pd1 0.01420(7) 0.01331(7) 0.01287(10) -0.00068(6) 0.00156(5) 0.00064(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C9 1.415(3) . Y C1 C2 1.427(3) . Y C1 Pd1 1.990(2) . Y C2 C10 1.403(3) . Y C2 C3 1.472(3) . Y C3 C4 1.403(3) . Y C3 C8 1.427(3) . Y C4 C5 1.387(4) . Y C4 H4 0.9300 . N C5 C6 1.392(4) . Y C5 H5 0.9300 . N C6 C7 1.393(3) . Y C6 H6 0.9300 . N C7 C8 1.391(4) . Y C7 H7 0.9300 . N C8 C9 1.471(3) . Y C9 C13 1.412(3) . Y C10 N1 1.317(3) . Y C10 H10 0.9300 . N C11 N1 1.466(3) . Y C11 H11A 0.9600 . N C11 H11B 0.9600 . N C11 H11C 0.9600 . N C12 N1 1.462(4) . Y C12 H12A 0.9600 . N C12 H12B 0.9600 . N C12 H12C 0.9600 . N C13 N2 1.318(3) . Y C13 H13 0.9300 . N C14 N2 1.457(3) . Y C14 H14A 0.9600 . N C14 H14B 0.9600 . N C14 H14C 0.9600 . N C15 N2 1.469(3) . Y C15 H15A 0.9600 . N C15 H15B 0.9600 . N C15 H15C 0.9600 . N C21 C22 1.394(4) . Y C21 C26 1.397(3) . Y C21 P1 1.837(2) . Y C22 C23 1.395(3) . Y C22 H22 0.9300 . N C23 C24 1.386(4) . Y C23 H23 0.9300 . N C24 C25 1.386(4) . Y C24 H24 0.9300 . N C25 C26 1.396(3) . Y C25 H25 0.9300 . N C26 H26 0.9300 . N C31 C32 1.395(3) . Y C31 C36 1.404(3) . Y C31 P1 1.829(2) . Y C32 C33 1.396(3) . Y C32 H32 0.9300 . N C33 C34 1.391(4) . Y C33 H33 0.9300 . N C34 C35 1.397(4) . Y C34 H34 0.9300 . N C35 C36 1.391(3) . Y C35 H35 0.9300 . N C36 H36 0.9300 . N C41 C46 1.396(3) . Y C41 C42 1.405(3) . Y C41 P1 1.827(2) . Y C42 C43 1.390(4) . Y C42 H42 0.9300 . N C43 C44 1.396(4) . Y C43 H43 0.9300 . N C44 C45 1.387(4) . Y C44 H44 0.9300 . N C45 C46 1.395(4) . Y C45 H45 0.9300 . N C46 H46 0.9300 . N C51 C56 1.399(3) . Y C51 C52 1.400(3) . Y C51 P2 1.813(2) . Y C52 C53 1.388(4) . Y C52 H52 0.9300 . N C53 C54 1.391(4) . Y C53 H53 0.9300 . N C54 C55 1.381(4) . Y C54 H54 0.9300 . N C55 C56 1.392(4) . Y C55 H55 0.9300 . N C56 H56 0.9300 . N C61 C66 1.397(3) . Y C61 C62 1.403(3) . Y C61 P2 1.823(2) . Y C62 C63 1.391(3) . Y C62 H62 0.9300 . N C63 C64 1.388(4) . Y C63 H63 0.9300 . N C64 C65 1.390(4) . Y C64 H64 0.9300 . N C65 C66 1.399(3) . Y C65 H65 0.9300 . N C66 H66 0.9300 . N C71 C72 1.398(4) . Y C71 C76 1.401(3) . Y C71 P2 1.834(2) . Y C72 C73 1.387(4) . Y C72 H72 0.9300 . N C73 C74 1.389(4) . Y C73 H73 0.9300 . N C74 C75 1.377(4) . Y C74 H74 0.9300 . N C75 C76 1.397(4) . Y C75 H75 0.9300 . N C76 H76 0.9300 . N C99 Cl3 1.756(3) . Y C99 Cl2 1.760(3) . Y C99 H99A 0.9700 . N C99 H99B 0.9700 . N B1 F2 1.380(3) . Y B1 F3 1.388(4) . Y B1 F4 1.393(4) . Y B1 F1 1.407(4) . Y P1 Pd1 2.3565(6) . Y P2 Pd1 2.3235(6) . Y Cl1 Pd1 2.3955(6) . Y 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 C1 C2 109.2(2) . . Y C9 C1 Pd1 124.78(16) . . Y C2 C1 Pd1 124.82(18) . . Y C10 C2 C1 116.0(2) . . Y C10 C2 C3 136.2(2) . . Y C1 C2 C3 107.6(2) . . Y C4 C3 C8 119.0(2) . . Y C4 C3 C2 133.3(2) . . Y C8 C3 C2 107.47(19) . . Y C5 C4 C3 119.7(2) . . Y C5 C4 H4 120.2 . . N C3 C4 H4 120.2 . . N C4 C5 C6 120.8(2) . . Y C4 C5 H5 119.6 . . N C6 C5 H5 119.6 . . N C5 C6 C7 120.6(2) . . Y C5 C6 H6 119.7 . . N C7 C6 H6 119.7 . . N C8 C7 C6 119.3(2) . . Y C8 C7 H7 120.4 . . N C6 C7 H7 120.4 . . N C7 C8 C3 120.3(2) . . Y C7 C8 C9 131.7(2) . . Y C3 C8 C9 107.7(2) . . Y C13 C9 C1 118.9(2) . . Y C13 C9 C8 133.2(2) . . Y C1 C9 C8 107.85(19) . . Y N1 C10 C2 133.5(2) . . Y N1 C10 H10 113.3 . . N C2 C10 H10 113.3 . . N N1 C11 H11A 109.5 . . N N1 C11 H11B 109.5 . . N H11A C11 H11B 109.5 . . N N1 C11 H11C 109.5 . . N H11A C11 H11C 109.5 . . N H11B C11 H11C 109.5 . . N N1 C12 H12A 109.5 . . N N1 C12 H12B 109.5 . . N H12A C12 H12B 109.5 . . N N1 C12 H12C 109.5 . . N H12A C12 H12C 109.5 . . N H12B C12 H12C 109.5 . . N N2 C13 C9 131.9(2) . . Y N2 C13 H13 114.0 . . N C9 C13 H13 114.0 . . N N2 C14 H14A 109.5 . . N N2 C14 H14B 109.5 . . N H14A C14 H14B 109.5 . . N N2 C14 H14C 109.5 . . N H14A C14 H14C 109.5 . . N H14B C14 H14C 109.5 . . N N2 C15 H15A 109.5 . . N N2 C15 H15B 109.5 . . N H15A C15 H15B 109.5 . . N N2 C15 H15C 109.5 . . N H15A C15 H15C 109.5 . . N H15B C15 H15C 109.5 . . N C22 C21 C26 119.2(2) . . Y C22 C21 P1 120.99(18) . . Y C26 C21 P1 119.74(19) . . Y C21 C22 C23 120.3(2) . . Y C21 C22 H22 119.8 . . N C23 C22 H22 119.8 . . N C24 C23 C22 120.1(3) . . Y C24 C23 H23 119.9 . . N C22 C23 H23 119.9 . . N C23 C24 C25 120.0(2) . . Y C23 C24 H24 120.0 . . N C25 C24 H24 120.0 . . N C24 C25 C26 120.1(2) . . Y C24 C25 H25 119.9 . . N C26 C25 H25 119.9 . . N C25 C26 C21 120.2(2) . . Y C25 C26 H26 119.9 . . N C21 C26 H26 119.9 . . N C32 C31 C36 119.1(2) . . Y C32 C31 P1 118.66(18) . . Y C36 C31 P1 122.20(18) . . Y C31 C32 C33 120.5(2) . . Y C31 C32 H32 119.7 . . N C33 C32 H32 119.7 . . N C34 C33 C32 120.1(2) . . Y C34 C33 H33 119.9 . . N C32 C33 H33 119.9 . . N C33 C34 C35 119.7(2) . . Y C33 C34 H34 120.2 . . N C35 C34 H34 120.2 . . N C36 C35 C34 120.3(2) . . Y C36 C35 H35 119.9 . . N C34 C35 H35 119.9 . . N C35 C36 C31 120.2(2) . . Y C35 C36 H36 119.9 . . N C31 C36 H36 119.9 . . N C46 C41 C42 119.3(2) . . Y C46 C41 P1 119.93(17) . . Y C42 C41 P1 120.23(19) . . Y C43 C42 C41 120.4(2) . . Y C43 C42 H42 119.8 . . N C41 C42 H42 119.8 . . N C42 C43 C44 119.9(2) . . Y C42 C43 H43 120.0 . . N C44 C43 H43 120.0 . . N C45 C44 C43 119.8(2) . . Y C45 C44 H44 120.1 . . N C43 C44 H44 120.1 . . N C44 C45 C46 120.6(2) . . Y C44 C45 H45 119.7 . . N C46 C45 H45 119.7 . . N C41 C46 C45 119.9(2) . . Y C41 C46 H46 120.0 . . N C45 C46 H46 120.0 . . N C56 C51 C52 119.4(2) . . Y C56 C51 P2 121.50(19) . . Y C52 C51 P2 118.92(18) . . Y C53 C52 C51 120.0(2) . . Y C53 C52 H52 120.0 . . N C51 C52 H52 120.0 . . N C52 C53 C54 120.1(3) . . Y C52 C53 H53 120.0 . . N C54 C53 H53 120.0 . . N C55 C54 C53 120.3(3) . . Y C55 C54 H54 119.9 . . N C53 C54 H54 119.9 . . N C54 C55 C56 120.2(2) . . Y C54 C55 H55 119.9 . . N C56 C55 H55 119.9 . . N C55 C56 C51 120.0(2) . . Y C55 C56 H56 120.0 . . N C51 C56 H56 120.0 . . N C66 C61 C62 119.1(2) . . Y C66 C61 P2 119.41(18) . . Y C62 C61 P2 121.27(18) . . Y C63 C62 C61 120.0(2) . . Y C63 C62 H62 120.0 . . N C61 C62 H62 120.0 . . N C64 C63 C62 120.6(2) . . Y C64 C63 H63 119.7 . . N C62 C63 H63 119.7 . . N C63 C64 C65 119.9(2) . . Y C63 C64 H64 120.0 . . N C65 C64 H64 120.0 . . N C64 C65 C66 119.8(2) . . Y C64 C65 H65 120.1 . . N C66 C65 H65 120.1 . . N C61 C66 C65 120.5(2) . . Y C61 C66 H66 119.8 . . N C65 C66 H66 119.8 . . N C72 C71 C76 118.9(2) . . Y C72 C71 P2 119.91(18) . . Y C76 C71 P2 121.22(19) . . Y C73 C72 C71 120.3(2) . . Y C73 C72 H72 119.8 . . N C71 C72 H72 119.8 . . N C72 C73 C74 120.5(3) . . Y C72 C73 H73 119.8 . . N C74 C73 H73 119.8 . . N C75 C74 C73 119.8(2) . . Y C75 C74 H74 120.1 . . N C73 C74 H74 120.1 . . N C74 C75 C76 120.5(3) . . Y C74 C75 H75 119.8 . . N C76 C75 H75 119.8 . . N C75 C76 C71 120.1(3) . . Y C75 C76 H76 120.0 . . N C71 C76 H76 120.0 . . N Cl3 C99 Cl2 111.80(17) . . Y Cl3 C99 H99A 109.3 . . N Cl2 C99 H99A 109.3 . . N Cl3 C99 H99B 109.3 . . N Cl2 C99 H99B 109.3 . . N H99A C99 H99B 107.9 . . N F2 B1 F3 110.2(3) . . Y F2 B1 F4 109.6(2) . . Y F3 B1 F4 110.3(3) . . Y F2 B1 F1 108.8(2) . . Y F3 B1 F1 109.2(2) . . Y F4 B1 F1 108.6(3) . . Y C10 N1 C12 120.5(2) . . Y C10 N1 C11 124.8(2) . . Y C12 N1 C11 114.5(2) . . Y C13 N2 C14 124.9(2) . . Y C13 N2 C15 120.1(2) . . Y C14 N2 C15 114.3(2) . . Y C41 P1 C31 107.24(11) . . Y C41 P1 C21 100.86(11) . . Y C31 P1 C21 103.71(11) . . Y C41 P1 Pd1 114.64(8) . . Y C31 P1 Pd1 110.62(8) . . Y C21 P1 Pd1 118.56(7) . . Y C51 P2 C61 105.22(11) . . Y C51 P2 C71 102.66(11) . . Y C61 P2 C71 104.74(11) . . Y C51 P2 Pd1 112.70(8) . . Y C61 P2 Pd1 110.45(8) . . Y C71 P2 Pd1 119.79(8) . . Y C1 Pd1 P2 89.58(6) . . Y C1 Pd1 P1 86.93(6) . . Y P2 Pd1 P1 176.10(2) . . Y C1 Pd1 Cl1 176.03(7) . . Y P2 Pd1 Cl1 91.92(2) . . Y P1 Pd1 Cl1 91.45(2) . . Y _diffrn_measured_fraction_theta_max 0.878 _diffrn_reflns_theta_full 33.20 _diffrn_measured_fraction_theta_full 0.878 _refine_diff_density_max 1.066 _refine_diff_density_min -1.331 _refine_diff_density_rms 0.128 # Attachment '12.cif' data_12 _database_code_depnum_ccdc_archive 'CCDC 788133' #TrackingRef '12.cif' _audit_creation_date 2010-07-13 _audit_block_code AVM-AB-403-01 _chemical_name_systematic ; 3-phenyl-3-chloro-prop-2-enyliden-1-yl-dimethylammonium tetrafluoroborate ; _chemical_melting_point ? _chemical_compound_source 'acetonitrile, diethylether' _chemical_formula_moiety 'C11 H13 Cl N 1+, B F4 1-' _chemical_formula_sum 'C11 H13 B Cl F4 N' _chemical_formula_weight 281.48 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 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' B B 0.0090 0.0039 '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' F F 0.0727 0.0534 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall -p2ybc _symmetry_Int_Tables_number 14 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 6.8239(4) _cell_length_b 10.3513(5) _cell_length_c 18.4709(9) _cell_angle_alpha 90.00 _cell_angle_beta 98.289(2) _cell_angle_gamma 90.00 _cell_volume 1291.08(12) _cell_formula_units_Z 4 _cell_measurement_temperature 200 _cell_measurement_reflns_used 7718 _cell_measurement_theta_min 4.84 _cell_measurement_theta_max 68.49 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0.00 -1.00 0.00 0.071 0.00 1.00 0.00 0.083 2.00 -1.00 -2.00 0.230 -2.00 1.00 2.00 0.223 0.00 0.00 -1.00 0.012 0.00 0.00 1.00 0.095 _exptl_crystal_description plate _exptl_crystal_colour pale-yellow _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.448 _exptl_crystal_density_method ? _exptl_crystal_F_000 576 _exptl_absorpt_coefficient_mu 2.926 _exptl_absorpt_correction_type gaussian _exptl_absorpt_correction_T_min 0.36356 _exptl_absorpt_correction_T_max 0.75043 _exptl_absorpt_process_details 'SADABS (Bruker AXS, 2008)' _exptl_special_details ; Crystal mounted on a MiTeGen loop using Perfluoropolyether PFO-XR75 ; _diffrn_ambient_temperature 200 _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type Cu-K\a _diffrn_radiation_source '0.2 x 2mm^2^ focus rotating anode' _diffrn_radiation_monochromator 'focusing multilayer optic' _diffrn_measurement_device_type 'Bruker AXS X8 Proteum' _diffrn_measurement_method 'CCD \f- and \w-scans' _diffrn_detector_area_resol_mean 66.67 _diffrn_reflns_number 28914 _diffrn_reflns_av_R_equivalents 0.0549 _diffrn_reflns_av_sigmaI/netI 0.0457 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 4.84 _diffrn_reflns_theta_max 69.18 _reflns_number_total 2381 _reflns_number_gt 2059 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'PROTEUM2 (Bruker AXS, 2008)' _computing_cell_refinement 'SAINT software (Bruker AXS, 2004)' _computing_data_reduction 'SAINT software (Bruker AXS, 2004)' _computing_structure_solution 'SHELXS-97 (G. M. Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (G. M. Sheldrick, 2008)' _computing_molecular_graphics 'DIAMOND (Crystal Impact GbR, 2005)' _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 minimum and maximum estimated transmissions from the multi-scan scaling are 0.3581 and 0.7668 (SADABS). The fluorine atoms of the tetrafluorborate anion are badly disordered. The disorder was modelled over four positions. Highest peak 0.16 at 0.0138 0.6132 0.4377 [ 1.47 A from C2 ] Deepest hole -0.26 at 0.2006 0.5135 0.3574 [ 0.76 A from CL3 ] ; _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^)+(0.0523P)^2^+0.5195P] 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_number_reflns 2381 _refine_ls_number_parameters 273 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0515 _refine_ls_R_factor_gt 0.0447 _refine_ls_wR_factor_ref 0.1270 _refine_ls_wR_factor_gt 0.1211 _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_restrained_S_all 1.062 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.7751(3) 0.4799(2) 0.56129(10) 0.0452(5) Uani 1 1 d . . . C2 C 0.7780(3) 0.3494(2) 0.56070(10) 0.0470(5) Uani 1 1 d . . . H2 H 0.7649 0.3074 0.5158 0.056 Uiso 1 1 calc R . . C3 C 0.8001(3) 0.2733(2) 0.62530(11) 0.0497(5) Uani 1 1 d . . . H3 H 0.8123 0.3170 0.6697 0.060 Uiso 1 1 calc R . . C4 C 0.8260(5) 0.0793(3) 0.69794(14) 0.0766(7) Uani 1 1 d . . . H4A H 0.8334 0.1405 0.7373 0.115 Uiso 1 1 calc R . . H4B H 0.9447 0.0283 0.7033 0.115 Uiso 1 1 calc R . . H4C H 0.7137 0.0238 0.6991 0.115 Uiso 1 1 calc R . . C5 C 0.7884(5) 0.0649(2) 0.56380(14) 0.0736(7) Uani 1 1 d . . . H5A H 0.6624 0.0219 0.5577 0.110 Uiso 1 1 calc R . . H5B H 0.8925 0.0018 0.5704 0.110 Uiso 1 1 calc R . . H5C H 0.7995 0.1158 0.5211 0.110 Uiso 1 1 calc R . . C6 C 0.7476(3) 0.56173(19) 0.49570(10) 0.0445(5) Uani 1 1 d . . . C7 C 0.7546(3) 0.6962(2) 0.50040(12) 0.0562(5) Uani 1 1 d . . . H7 H 0.7793 0.7358 0.5460 0.067 Uiso 1 1 calc R . . C8 C 0.7250(3) 0.7711(2) 0.43795(13) 0.0635(6) Uani 1 1 d . . . H8 H 0.7310 0.8606 0.4420 0.076 Uiso 1 1 calc R . . C9 C 0.6871(3) 0.7154(2) 0.37002(13) 0.0593(6) Uani 1 1 d . . . H9 H 0.6672 0.7667 0.3282 0.071 Uiso 1 1 calc R . . C10 C 0.6788(3) 0.5828(2) 0.36436(11) 0.0569(6) Uani 1 1 d . . . H10 H 0.6525 0.5444 0.3185 0.068 Uiso 1 1 calc R . . C11 C 0.7093(3) 0.5062(2) 0.42632(11) 0.0493(5) Uani 1 1 d . . . H11 H 0.7043 0.4167 0.4217 0.059 Uiso 1 1 calc R . . B1 B 0.6868(4) 0.3601(3) 0.84548(15) 0.0597(7) Uani 1 1 d . . . Cl3 Cl 0.80446(9) 0.56006(6) 0.64395(3) 0.0653(2) Uani 1 1 d . . . F1A F 0.564(4) 0.414(4) 0.8792(15) 0.213(19) Uani 0.25 1 d P A 1 F2A F 0.596(6) 0.257(3) 0.809(2) 0.086(6) Uani 0.25 1 d P A 1 F3A F 0.736(4) 0.429(3) 0.7938(11) 0.155(8) Uani 0.25 1 d P A 1 F4A F 0.857(4) 0.358(3) 0.8946(18) 0.143(10) Uani 0.25 1 d P B 1 F1B F 0.860(3) 0.3381(17) 0.8025(11) 0.110(4) Uani 0.25 1 d P C 2 F2B F 0.635(4) 0.4876(19) 0.8308(13) 0.091(7) Uani 0.25 1 d P D 2 F3B F 0.536(6) 0.283(5) 0.818(2) 0.159(12) Uani 0.25 1 d P A 2 F4B F 0.741(6) 0.342(3) 0.9077(9) 0.138(11) Uani 0.25 1 d P A 2 F1C F 0.546(3) 0.374(4) 0.9023(10) 0.116(7) Uani 0.25 1 d P E 3 F2C F 0.709(5) 0.4864(19) 0.8486(18) 0.139(11) Uani 0.25 1 d P A 3 F3C F 0.589(5) 0.310(3) 0.7865(11) 0.096(6) Uani 0.25 1 d P A 3 F4C F 0.870(3) 0.313(3) 0.8640(17) 0.124(8) Uani 0.25 1 d P A 3 F1D F 0.580(5) 0.3203(16) 0.8927(13) 0.123(10) Uani 0.25 1 d P A 4 F2D F 0.687(4) 0.282(3) 0.7903(16) 0.121(8) Uani 0.25 1 d P A 4 F3D F 0.682(3) 0.4732(15) 0.8137(9) 0.067(3) Uani 0.25 1 d P A 4 F4D F 0.819(6) 0.306(3) 0.8972(17) 0.107(9) Uani 0.25 1 d P A 4 N3 N 0.8047(3) 0.14857(18) 0.62775(9) 0.0538(5) 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 C1 0.0325(9) 0.0629(12) 0.0397(10) -0.0063(8) 0.0034(7) -0.0003(8) C2 0.0409(10) 0.0602(13) 0.0395(10) -0.0043(8) 0.0045(8) 0.0003(8) C3 0.0409(10) 0.0665(14) 0.0408(10) -0.0040(9) 0.0031(8) 0.0027(9) C4 0.096(2) 0.0822(18) 0.0503(13) 0.0178(12) 0.0068(13) 0.0090(15) C5 0.104(2) 0.0612(15) 0.0545(14) -0.0030(11) 0.0069(13) -0.0004(13) C6 0.0322(9) 0.0545(12) 0.0471(11) -0.0047(8) 0.0068(8) 0.0002(8) C7 0.0538(12) 0.0571(13) 0.0564(13) -0.0081(10) 0.0037(9) -0.0048(9) C8 0.0600(14) 0.0565(13) 0.0738(16) 0.0035(11) 0.0093(11) -0.0036(10) C9 0.0508(12) 0.0695(15) 0.0594(13) 0.0128(11) 0.0146(10) 0.0041(10) C10 0.0549(13) 0.0735(16) 0.0441(11) -0.0018(10) 0.0131(9) 0.0080(10) C11 0.0482(11) 0.0558(12) 0.0448(11) -0.0041(9) 0.0100(8) 0.0038(9) B1 0.0765(18) 0.0496(15) 0.0508(16) 0.0002(12) 0.0013(13) 0.0034(13) Cl3 0.0783(4) 0.0719(4) 0.0429(3) -0.0153(2) -0.0006(2) -0.0016(3) F1A 0.152(16) 0.35(5) 0.15(3) -0.11(3) 0.076(16) 0.07(3) F2A 0.123(16) 0.067(7) 0.068(10) -0.024(7) 0.014(10) -0.016(8) F3A 0.180(19) 0.21(3) 0.083(10) 0.064(13) 0.051(10) -0.03(2) F4A 0.058(7) 0.29(3) 0.075(11) -0.025(17) -0.018(7) 0.020(14) F1B 0.136(11) 0.103(8) 0.100(9) -0.023(6) 0.052(8) -0.012(8) F2B 0.156(16) 0.063(7) 0.065(13) 0.002(7) 0.058(10) 0.057(8) F3B 0.16(2) 0.18(3) 0.13(3) -0.014(17) -0.003(15) -0.104(19) F4B 0.26(4) 0.109(15) 0.040(5) 0.014(7) -0.003(14) -0.01(2) F1C 0.077(7) 0.23(2) 0.043(5) -0.031(9) 0.028(6) -0.014(10) F2C 0.22(3) 0.033(6) 0.16(2) -0.027(10) 0.007(17) -0.012(10) F3C 0.133(19) 0.12(2) 0.033(6) -0.027(8) -0.005(7) 0.005(12) F4C 0.062(6) 0.126(11) 0.18(2) -0.01(2) -0.002(14) 0.036(6) F1D 0.19(2) 0.098(8) 0.100(15) -0.005(8) 0.095(15) -0.048(11) F2D 0.20(3) 0.086(11) 0.085(9) -0.040(7) 0.064(15) 0.015(15) F3D 0.113(12) 0.050(8) 0.048(9) 0.000(5) 0.049(7) 0.020(6) F4D 0.14(2) 0.107(14) 0.065(12) 0.025(9) -0.003(11) 0.069(14) N3 0.0526(10) 0.0655(12) 0.0425(9) 0.0046(8) 0.0037(7) 0.0044(8) _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 C1 C2 1.351(3) . y C1 C6 1.468(3) . y C1 Cl3 1.7238(19) . y C2 C3 1.420(3) . y C3 N3 1.292(3) . y C4 N3 1.470(3) . y C5 N3 1.456(3) . y C6 C11 1.395(3) . y C6 C7 1.395(3) . y C7 C8 1.380(3) . y C8 C9 1.371(3) . y C9 C10 1.378(3) . y C10 C11 1.383(3) . y B1 F4B 1.170(16) . y B1 F1A 1.25(2) . y B1 F3A 1.274(14) . y B1 F1D 1.282(15) . y B1 F2D 1.298(15) . y B1 F3C 1.299(16) . y B1 F3D 1.308(17) . y B1 F2C 1.317(19) . y B1 F4C 1.339(17) . y B1 F4D 1.34(2) . y B1 F3B 1.34(3) . y B1 F2A 1.36(2) . y F1D F4D 1.63(5) . y 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 C2 C1 C6 124.79(17) . . y C2 C1 Cl3 119.24(15) . . y C6 C1 Cl3 115.97(15) . . y C1 C2 C3 123.25(18) . . y N3 C3 C2 125.68(19) . . y C11 C6 C7 117.97(19) . . y C11 C6 C1 120.34(18) . . y C7 C6 C1 121.68(18) . . y C8 C7 C6 120.6(2) . . y C9 C8 C7 121.0(2) . . y C8 C9 C10 119.2(2) . . y C9 C10 C11 120.6(2) . . y C10 C11 C6 120.6(2) . . y F1A B1 F3A 113.4(19) . . y F1D B1 F2D 113.6(17) . . y F1D B1 F3D 127.8(13) . . y F2D B1 F3D 101.8(19) . . y F3C B1 F2C 118.2(18) . . y F3C B1 F4C 114.7(19) . . y F2C B1 F4C 105(2) . . y F1D B1 F4D 77(2) . . y F2D B1 F4D 103(2) . . y F3D B1 F4D 132(2) . . y F4B B1 F3B 113(3) . . y F1A B1 F2A 108(2) . . y F3A B1 F2A 103(2) . . y C3 N3 C5 124.58(18) . . y C3 N3 C4 121.13(19) . . y C5 N3 C4 114.3(2) . . y _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 69.18 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.164 _refine_diff_density_min -0.263 _refine_diff_density_rms 0.060 # Attachment '14.cif' data_14 _database_code_depnum_ccdc_archive 'CCDC 788134' #TrackingRef '14.cif' _audit_creation_date 2010-07-06 _audit_block_code RKI-RE-166-01 _chemical_name_systematic ; 5-dimethylamino-3-chloro-penta-2,4-dienylidenyl-dimethylammonium tetrafluoroborate ; _chemical_melting_point ? _chemical_compound_source acetonitrile/diethylether _chemical_formula_moiety 'C9 H16 Cl N2 1+, B F4 1-' _chemical_formula_sum 'C9 H16 B Cl F4 N2' _chemical_formula_weight 274.50 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' B B 0.0090 0.0039 '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' F F 0.0727 0.0534 '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 C2/c _symmetry_Int_Tables_number 15 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 10.2205(8) _cell_length_b 12.2695(9) _cell_length_c 9.9747(7) _cell_angle_alpha 90.00 _cell_angle_beta 97.135(4) _cell_angle_gamma 90.00 _cell_volume 1241.15(16) _cell_formula_units_Z 4 _cell_measurement_temperature 100 _cell_measurement_reflns_used 17533 _cell_measurement_theta_min 5.66 _cell_measurement_theta_max 66.29 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.469 _exptl_crystal_density_method none _exptl_crystal_F_000 568 _exptl_absorpt_coefficient_mu 3.042 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details 'SADABS, Bruker AXS (2008)' _exptl_absorpt_correction_T_min 0.48 _exptl_absorpt_correction_T_max 0.79 _diffrn_ambient_temperature 100 _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source '0.2 mm focus rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-AXS Proteum X8' _diffrn_measurement_method 'CCD \w-scan' _diffrn_detector_area_resol_mean 66.67 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_reflns_number 17533 _diffrn_reflns_av_R_equivalents 0.0359 _diffrn_reflns_av_sigmaI/netI 0.0150 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 5.66 _diffrn_reflns_theta_max 66.29 _reflns_number_total 1080 _reflns_number_gt 1042 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Proteum2 software (Bruker-AXS, 2007)' _computing_cell_refinement 'Saint(Bruker-AXS, 2004)' _computing_data_reduction 'Saint(Bruker-AXS, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Crystal Impact GbR, 2006)' _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 tetrafluoroborate anion is rotationally disordered about one B-F bond. ; _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^)+(0.0485P)^2^+3.3032P] 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_number_reflns 1080 _refine_ls_number_parameters 88 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0464 _refine_ls_R_factor_gt 0.0450 _refine_ls_wR_factor_ref 0.1137 _refine_ls_wR_factor_gt 0.1127 _refine_ls_goodness_of_fit_ref 1.085 _refine_ls_restrained_S_all 1.085 _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 C1 C 0.5000 0.4283(3) 0.2500 0.0235(7) Uani 1 2 d S . . C2 C 0.5817(2) 0.48182(18) 0.1703(2) 0.0239(5) Uani 1 1 d . . . H2 H 0.5839 0.5575 0.1744 0.029 Uiso 1 1 calc R . . C3 C 0.6604(2) 0.43135(19) 0.0849(2) 0.0248(5) Uani 1 1 d . . . H3 H 0.6563 0.3558 0.0789 0.030 Uiso 1 1 calc R . . C4 C 0.7596(3) 0.5993(2) 0.0175(3) 0.0363(6) Uani 1 1 d . . . H4A H 0.6757 0.6347 0.0166 0.054 Uiso 1 1 calc R . . H4B H 0.8005 0.6227 -0.0592 0.054 Uiso 1 1 calc R . . H4C H 0.8151 0.6180 0.0990 0.054 Uiso 1 1 calc R . . C5 C 0.8245(3) 0.4199(2) -0.0696(3) 0.0342(6) Uani 1 1 d . . . H5A H 0.9106 0.4115 -0.0200 0.051 Uiso 1 1 calc R . . H5B H 0.8315 0.4582 -0.1523 0.051 Uiso 1 1 calc R . . H5C H 0.7864 0.3494 -0.0897 0.051 Uiso 1 1 calc R . . B1 B 0.5000 0.7928(3) 0.2500 0.0247(8) Uani 1 2 d S . . N1 N 0.74052(19) 0.48179(16) 0.01161(18) 0.0266(5) Uani 1 1 d . . . F1 F 0.5000 0.90421(16) 0.2500 0.0464(6) Uani 1 2 d S . . F2A F 0.4246(5) 0.7413(3) 0.1541(5) 0.0391(10) Uiso 0.38 1 d P . . F2B F 0.4622(6) 0.7504(4) 0.3721(5) 0.0405(11) Uiso 0.38 1 d P . . F2C F 0.3746(10) 0.7660(8) 0.2820(11) 0.061(3) Uiso 0.25 1 d P . . F3A F 0.3609(5) 0.7726(4) 0.2336(7) 0.0321(14) Uiso 0.30 1 d P . . F3B F 0.4774(9) 0.7489(5) 0.1139(6) 0.0146(13) Uiso 0.20 1 d P . . Cl1 Cl 0.5000 0.28588(6) 0.2500 0.0304(3) Uani 1 2 d S . . 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 C1 0.0294(17) 0.0197(15) 0.0205(15) 0.000 -0.0007(12) 0.000 C2 0.0294(12) 0.0211(11) 0.0208(11) 0.0000(8) 0.0010(9) -0.0008(9) C3 0.0288(12) 0.0231(11) 0.0220(11) 0.0016(9) 0.0003(9) -0.0018(9) C4 0.0458(16) 0.0340(14) 0.0293(13) 0.0016(10) 0.0047(11) -0.0140(11) C5 0.0301(13) 0.0453(15) 0.0282(12) 0.0008(11) 0.0080(10) 0.0006(11) B1 0.0286(19) 0.0213(17) 0.0260(18) 0.000 0.0102(15) 0.000 N1 0.0276(10) 0.0307(11) 0.0216(10) 0.0009(8) 0.0035(8) -0.0037(8) F1 0.0810(17) 0.0217(10) 0.0364(12) 0.000 0.0062(11) 0.000 Cl1 0.0415(5) 0.0181(4) 0.0341(5) 0.000 0.0153(3) 0.000 _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 C1 C2 1.388(3) . Y C1 Cl1 1.747(3) . Y C2 C3 1.388(3) . Y C2 H2 0.9300 . N C3 N1 1.318(3) . Y C3 H3 0.9300 . N C4 N1 1.455(3) . Y C4 H4A 0.9600 . N C4 H4B 0.9600 . N C4 H4C 0.9600 . N C5 N1 1.463(3) . Y C5 H5A 0.9600 . N C5 H5B 0.9600 . N C5 H5C 0.9600 . N B1 F2A 1.314(5) . Y B1 F1 1.367(4) . Y B1 F2C 1.398(9) . Y B1 F2B 1.421(5) . Y B1 F3A 1.432(6) . Y B1 F3B 1.452(6) . Y F2A F3B 0.717(7) . Y F2A F3A 1.152(7) . Y F2A F2C 1.465(11) . Y F2B F2C 1.202(11) . Y F2B F3A 1.643(8) . Y 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 C2 C1 C2 123.5(3) 2_655 . Y C2 C1 Cl1 118.26(14) 2_655 . Y C2 C1 Cl1 118.26(14) . . Y C1 C2 C3 125.2(2) . . Y C1 C2 H2 117.4 . . N C3 C2 H2 117.4 . . N N1 C3 C2 125.3(2) . . Y N1 C3 H3 117.3 . . N C2 C3 H3 117.3 . . N N1 C4 H4A 109.5 . . N N1 C4 H4B 109.5 . . N H4A C4 H4B 109.5 . . N N1 C4 H4C 109.5 . . N H4A C4 H4C 109.5 . . N H4B C4 H4C 109.5 . . N N1 C5 H5A 109.5 . . N N1 C5 H5B 109.5 . . N H5A C5 H5B 109.5 . . N N1 C5 H5C 109.5 . . N H5A C5 H5C 109.5 . . N H5B C5 H5C 109.5 . . N F2A B1 F1 118.7(2) . . Y F2A B1 F1 118.7(2) 2_655 . Y F2A B1 F2C 65.3(5) . . Y F2A B1 F2C 101.1(5) 2_655 . Y F1 B1 F2C 103.6(4) . . Y F2A B1 F2B 104.5(3) . . Y F2A B1 F2B 52.9(3) 2_655 . Y F1 B1 F2B 111.5(2) . . Y F2C B1 F2B 50.5(5) . . Y F2C B1 F2B 117.7(5) 2_655 . Y F2A B1 F3A 49.4(3) . . Y F2A B1 F3A 119.0(3) 2_655 . Y F1 B1 F3A 100.0(3) . . Y F2C B1 F3A 149.1(4) 2_655 . Y F2B B1 F3A 70.3(3) . . Y F2B B1 F3A 102.1(3) 2_655 . Y F2A B1 F3B 120.9(4) 2_655 . Y F1 B1 F3B 111.8(3) . . Y F2C B1 F3B 94.7(5) . . Y F2C B1 F3B 75.1(5) 2_655 . Y F2B B1 F3B 129.5(4) . . Y F3A B1 F3B 77.8(4) . . Y F3A B1 F3B 94.8(4) 2_655 . Y F3B B1 F3B 136.4(5) 2_655 . Y C3 N1 C4 122.2(2) . . Y C3 N1 C5 120.7(2) . . Y C4 N1 C5 116.9(2) . . Y F3B F2A F3A 150.5(8) . . Y F3B F2A B1 86.0(7) . . Y F3A F2A B1 70.6(4) . . Y F2B F2A B1 68.1(3) 2_655 . Y F3B F2A F2C 146.0(8) . . Y F2B F2A F2C 127.5(5) 2_655 . Y B1 F2A F2C 60.2(4) . . Y F3B F2B F2C 143.7(11) 2_655 . Y F3B F2B B1 80.4(8) 2_655 . Y F2C F2B B1 63.8(5) . . Y F2A F2B B1 59.0(3) 2_655 . Y F3B F2B F3A 134.8(9) 2_655 . Y F2A F2B F3A 110.5(4) 2_655 . Y B1 F2B F3A 55.2(2) . . Y F2B F2C B1 65.8(5) . . Y F2B F2C F2A 108.1(7) . . Y B1 F2C F2A 54.6(4) . . Y F2A F3A B1 59.9(3) . . Y F2A F3A F2B 100.0(5) . . Y B1 F3A F2B 54.5(3) . . Y F2B F3B F2A 132.8(13) 2_655 . Y F2B F3B B1 74.8(8) 2_655 . Y F2A F3B B1 64.5(6) . . Y _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 66.29 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.668 _refine_diff_density_min -0.349 _refine_diff_density_rms 0.060 # Attachment '19.cif' data_19 _database_code_depnum_ccdc_archive 'CCDC 788135' #TrackingRef '19.cif' _audit_creation_date 2009-05-13 _audit_block_code RKI-RE-259-03 _chemical_name_systematic ; N-methyl-3-(dimethylamino-methylidenyl)-pyrrolidin-2-ylidenyl- -\h^4^-cyclooctadienyl-iodo-rhodium ; _chemical_melting_point ? _chemical_compound_source dichloromethane/diethylether _chemical_formula_moiety 'C16 H26 I N2 Rh' _chemical_formula_sum 'C16 H26 I N2 Rh' _chemical_formula_weight 476.20 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Rh Rh -1.1178 0.9187 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 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 18.3031(3) _cell_length_b 13.9665(2) _cell_length_c 13.7001(2) _cell_angle_alpha 90.00 _cell_angle_beta 103.708(1) _cell_angle_gamma 90.00 _cell_volume 3402.40(9) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 131553 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 33.14 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.859 _exptl_crystal_density_method ? _exptl_crystal_F_000 1872 _exptl_absorpt_coefficient_mu 2.812 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.75 _exptl_absorpt_correction_T_max 0.89 _exptl_absorpt_process_details 'SADABS, Bruker AXS (2008)' _exptl_special_details ; Crystal mounted on a MiTeGen loop using Fomblin YR-1800 polyfluorinated ether. ; _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 'Nonius KappaCCD' _diffrn_measurement_method 'CCD \w-scan' _diffrn_detector_area_resol_mean 18.18 _diffrn_reflns_number 48120 _diffrn_reflns_av_R_equivalents 0.0330 _diffrn_reflns_av_sigmaI/netI 0.0215 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_max 33.20 _reflns_number_total 6515 _reflns_number_gt 5815 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect software (Nonius, 1998)' _computing_cell_refinement 'Denzo / Scalepack (Otwinowski 1997)' _computing_data_reduction 'Denzo / Scalepack (Otwinowski 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Crystal Impact GbR, 2006)' _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 methylene groups of the cyclooctadiene ligand show signs of disorder; C13 and C18 were refined using split atoms with half occupancy. Highest peak 2.32 at 0.2370 0.0415 0.8599 [ 0.94 A from Rh1 ] Deepest hole -2.28 at 0.2898 0.1618 0.3000 [ 0.58 A from I1 ] ; _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^)+(0.0675P)^2^+1.6004P] 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 SHELXL _refine_ls_extinction_coef 0.00087(12) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 6515 _refine_ls_number_parameters 203 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0392 _refine_ls_R_factor_gt 0.0341 _refine_ls_wR_factor_ref 0.1102 _refine_ls_wR_factor_gt 0.1060 _refine_ls_goodness_of_fit_ref 1.227 _refine_ls_restrained_S_all 1.227 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.67060(13) 0.01083(16) -0.01285(17) 0.0173(4) Uani 1 1 d . . . C2 C 0.58485(13) 0.05553(19) -0.16364(17) 0.0231(4) Uani 1 1 d . . . H2A H 0.5930 0.0406 -0.2294 0.028 Uiso 1 1 calc R . . H2B H 0.5529 0.1117 -0.1690 0.028 Uiso 1 1 calc R . . C3 C 0.54982(13) -0.02971(19) -0.12100(19) 0.0247(4) Uani 1 1 d . . . H3A H 0.5017 -0.0126 -0.1078 0.030 Uiso 1 1 calc R . . H3B H 0.5429 -0.0837 -0.1668 0.030 Uiso 1 1 calc R . . C4 C 0.60708(12) -0.05250(17) -0.02436(16) 0.0180(4) Uani 1 1 d . . . C5 C 0.60912(13) -0.12062(16) 0.04728(17) 0.0185(4) Uani 1 1 d . . . H5 H 0.6534 -0.1215 0.0974 0.022 Uiso 1 1 calc R . . C6 C 0.48714(14) -0.2027(2) -0.0136(2) 0.0282(5) Uani 1 1 d . . . H6A H 0.4667 -0.1422 -0.0401 0.042 Uiso 1 1 calc R . . H6B H 0.4526 -0.2339 0.0190 0.042 Uiso 1 1 calc R . . H6C H 0.4951 -0.2423 -0.0674 0.042 Uiso 1 1 calc R . . C7 C 0.57980(15) -0.26025(18) 0.1347(2) 0.0250(4) Uani 1 1 d . . . H7A H 0.5802 -0.3216 0.1032 0.037 Uiso 1 1 calc R . . H7B H 0.5445 -0.2613 0.1765 0.037 Uiso 1 1 calc R . . H7C H 0.6291 -0.2463 0.1750 0.037 Uiso 1 1 calc R . . C8 C 0.70496(15) 0.1477(2) -0.1080(2) 0.0277(5) Uani 1 1 d . . . H8A H 0.7481 0.1518 -0.0524 0.042 Uiso 1 1 calc R . . H8B H 0.6779 0.2071 -0.1146 0.042 Uiso 1 1 calc R . . H8C H 0.7210 0.1350 -0.1686 0.042 Uiso 1 1 calc R . . C11 C 0.82701(13) -0.03946(19) -0.00690(17) 0.0212(4) Uani 1 1 d . . . H11 H 0.7954 -0.0025 -0.0557 0.025 Uiso 1 1 calc R A 1 C12 C 0.80097(16) -0.11811(17) 0.0368(2) 0.0250(5) Uani 1 1 d . C . H12 H 0.7500 -0.1290 0.0103 0.030 Uiso 1 1 calc R B 1 C13A C 0.8337(3) -0.1880(4) 0.1139(4) 0.0198(10) Uani 0.50 1 d P C 1 H13A H 0.8660 -0.2314 0.0883 0.024 Uiso 0.50 1 calc PR C 1 H13B H 0.7940 -0.2252 0.1316 0.024 Uiso 0.50 1 calc PR C 1 C13B C 0.8640(4) -0.1693(5) 0.1234(5) 0.0316(12) Uani 0.50 1 d P C 2 H13C H 0.8475 -0.2345 0.1295 0.038 Uiso 0.50 1 calc PR C 2 H13D H 0.9097 -0.1731 0.0992 0.038 Uiso 0.50 1 calc PR C 2 C14 C 0.8820(2) -0.1334(2) 0.2126(3) 0.0521(11) Uani 1 1 d . . . H14A H 0.8797 -0.1708 0.2715 0.062 Uiso 1 1 calc R C 1 H14B H 0.9342 -0.1314 0.2086 0.062 Uiso 1 1 calc R C 1 C15 C 0.85685(13) -0.0330(2) 0.22709(18) 0.0272(5) Uani 1 1 d . C . H15 H 0.8237 -0.0240 0.2683 0.033 Uiso 1 1 calc R . . C16 C 0.87975(13) 0.04581(19) 0.18346(18) 0.0247(5) Uani 1 1 d . . . H16 H 0.8613 0.1050 0.1977 0.030 Uiso 1 1 calc R C . C17 C 0.93197(18) 0.0445(3) 0.1148(2) 0.0457(9) Uani 1 1 d . C . H17A H 0.9357 0.1092 0.0906 0.055 Uiso 1 1 calc R D 1 H17B H 0.9815 0.0265 0.1538 0.055 Uiso 1 1 calc R D 1 C18A C 0.9127(4) -0.0168(6) 0.0310(5) 0.0247(13) Uani 0.50 1 d P C 1 H18A H 0.9395 -0.0767 0.0478 0.030 Uiso 0.50 1 calc PR C 1 H18B H 0.9302 0.0119 -0.0239 0.030 Uiso 0.50 1 calc PR C 1 C18B C 0.9002(4) 0.0118(6) 0.0055(5) 0.0280(14) Uani 0.50 1 d P C 2 H18C H 0.8933 0.0672 -0.0384 0.034 Uiso 0.50 1 calc PR C 2 H18D H 0.9363 -0.0303 -0.0145 0.034 Uiso 0.50 1 calc PR C 2 N1 N 0.65655(11) 0.07102(15) -0.09035(14) 0.0199(3) Uani 1 1 d . . . N2 N 0.55807(12) -0.18739(16) 0.05839(16) 0.0247(4) Uani 1 1 d . . . I1 I 0.699198(9) 0.123364(13) 0.203451(12) 0.02792(7) Uani 1 1 d . . . Rh1 Rh 0.765692(9) 0.009220(12) 0.095695(11) 0.01499(6) Uani 1 1 d . C . 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 C1 0.0172(9) 0.0211(9) 0.0138(8) 0.0000(7) 0.0037(7) 0.0017(7) C2 0.0207(10) 0.0288(11) 0.0170(9) 0.0036(8) -0.0009(7) 0.0027(8) C3 0.0169(9) 0.0308(12) 0.0226(10) 0.0034(9) -0.0026(8) -0.0034(8) C4 0.0141(8) 0.0228(10) 0.0162(8) 0.0002(7) 0.0015(7) -0.0016(7) C5 0.0150(9) 0.0208(9) 0.0191(9) 0.0002(7) 0.0027(7) -0.0017(7) C6 0.0184(10) 0.0324(13) 0.0311(12) 0.0007(10) 0.0007(9) -0.0067(9) C7 0.0251(11) 0.0231(10) 0.0260(11) 0.0022(9) 0.0046(9) -0.0021(8) C8 0.0243(11) 0.0284(12) 0.0293(12) 0.0090(10) 0.0041(9) -0.0052(9) C11 0.0172(9) 0.0297(11) 0.0178(9) -0.0043(8) 0.0063(7) -0.0017(8) C12 0.0269(11) 0.0246(11) 0.0264(11) -0.0024(9) 0.0117(9) 0.0045(9) C13A 0.0096(19) 0.019(2) 0.027(2) -0.0038(16) -0.0023(18) -0.0027(16) C13B 0.034(3) 0.030(3) 0.031(3) -0.001(2) 0.007(3) 0.014(3) C14 0.0403(18) 0.0331(15) 0.064(2) 0.0184(15) -0.0255(17) -0.0073(13) C15 0.0158(9) 0.0464(15) 0.0175(10) 0.0026(10) 0.0003(8) -0.0013(10) C16 0.0208(10) 0.0249(11) 0.0239(10) -0.0066(9) -0.0038(8) -0.0025(8) C17 0.0267(13) 0.079(3) 0.0286(13) 0.0073(15) 0.0011(10) -0.0291(16) C18A 0.013(2) 0.042(4) 0.019(3) 0.007(2) 0.004(2) -0.001(2) C18B 0.021(3) 0.045(4) 0.020(3) -0.007(3) 0.008(2) -0.009(3) N1 0.0179(8) 0.0234(9) 0.0173(8) 0.0038(7) 0.0022(6) -0.0018(7) N2 0.0187(9) 0.0271(10) 0.0261(10) 0.0052(8) 0.0007(7) -0.0059(7) I1 0.02376(10) 0.03291(11) 0.02647(10) -0.00921(6) 0.00473(7) 0.00519(6) Rh1 0.01313(9) 0.01847(10) 0.01297(9) -0.00122(5) 0.00232(6) -0.00083(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.331(3) . y C1 C4 1.439(3) . y C1 Rh1 2.004(2) . y C2 N1 1.467(3) . y C2 C3 1.532(4) . y C2 H2A 0.9700 . y C2 H2B 0.9700 . y C3 C4 1.515(3) . y C3 H3A 0.9700 . y C3 H3B 0.9700 . y C4 C5 1.361(3) . y C5 N2 1.354(3) . y C5 H5 0.9300 . y C6 N2 1.448(3) . y C6 H6A 0.9600 . y C6 H6B 0.9600 . y C6 H6C 0.9600 . y C7 N2 1.445(3) . y C7 H7A 0.9600 . y C7 H7B 0.9600 . y C7 H7C 0.9600 . y C8 N1 1.446(3) . y C8 H8A 0.9600 . y C8 H8B 0.9600 . y C8 H8C 0.9600 . y C11 C12 1.388(4) . y C11 C18B 1.493(8) . y C11 C18A 1.563(7) . y C11 Rh1 2.108(2) . y C11 H11 0.9300 . y C12 C13A 1.458(6) . y C12 C13B 1.613(7) . y C12 Rh1 2.116(2) . y C12 H12 0.9300 . y C13A C14 1.620(6) . y C13A H13A 0.9700 . y C13A H13B 0.9700 . y C13B C14 1.290(8) . y C13B H13C 0.9700 . y C13B H13D 0.9700 . y C14 C15 1.504(5) . y C14 H14A 0.9700 . y C14 H14B 0.9700 . y C15 C16 1.365(4) . y C15 Rh1 2.224(2) . y C15 H15 0.9300 . y C16 C17 1.491(4) . y C16 Rh1 2.208(2) . y C16 H16 0.9300 . y C17 C18A 1.409(9) . y C17 C18B 1.542(8) . y C17 H17A 0.9700 . y C17 H17B 0.9700 . y C18A H18A 0.9700 . y C18A H18B 0.9700 . y C18B H18C 0.9700 . y C18B H18D 0.9700 . y I1 Rh1 2.6559(2) . y loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C4 107.61(19) . . y N1 C1 Rh1 124.67(17) . . y C4 C1 Rh1 127.69(16) . . y N1 C2 C3 103.94(17) . . y N1 C2 H2A 111.0 . . y C3 C2 H2A 111.0 . . y N1 C2 H2B 111.0 . . y C3 C2 H2B 111.0 . . y H2A C2 H2B 109.0 . . y C4 C3 C2 103.37(18) . . y C4 C3 H3A 111.1 . . y C2 C3 H3A 111.1 . . y C4 C3 H3B 111.1 . . y C2 C3 H3B 111.1 . . y H3A C3 H3B 109.1 . . y C5 C4 C1 117.85(19) . . y C5 C4 C3 132.2(2) . . y C1 C4 C3 109.88(19) . . y N2 C5 C4 131.4(2) . . y N2 C5 H5 114.3 . . y C4 C5 H5 114.3 . . y N2 C6 H6A 109.5 . . y N2 C6 H6B 109.5 . . y H6A C6 H6B 109.5 . . y N2 C6 H6C 109.5 . . y H6A C6 H6C 109.5 . . y H6B C6 H6C 109.5 . . y N2 C7 H7A 109.5 . . y N2 C7 H7B 109.5 . . y H7A C7 H7B 109.5 . . y N2 C7 H7C 109.5 . . y H7A C7 H7C 109.5 . . y H7B C7 H7C 109.5 . . y N1 C8 H8A 109.5 . . y N1 C8 H8B 109.5 . . y H8A C8 H8B 109.5 . . y N1 C8 H8C 109.5 . . y H8A C8 H8C 109.5 . . y H8B C8 H8C 109.5 . . y C12 C11 C18B 136.1(4) . . y C12 C11 C18A 115.9(3) . . y C12 C11 Rh1 71.11(13) . . y C18B C11 Rh1 112.0(3) . . y C18A C11 Rh1 111.4(3) . . y C12 C11 H11 122.0 . . y C18B C11 H11 101.8 . . y C18A C11 H11 122.0 . . y Rh1 C11 H11 87.8 . . y C11 C12 C13A 135.9(3) . . y C11 C12 C13B 114.1(4) . . y C11 C12 Rh1 70.52(13) . . y C13A C12 Rh1 113.3(3) . . y C13B C12 Rh1 108.8(3) . . y C11 C12 H12 112.1 . . y C13A C12 H12 112.1 . . y C13B C12 H12 133.8 . . y Rh1 C12 H12 85.3 . . y C12 C13A C14 109.8(4) . . y C12 C13A H13A 109.7 . . y C14 C13A H13A 109.7 . . y C12 C13A H13B 109.7 . . y C14 C13A H13B 109.7 . . y H13A C13A H13B 108.2 . . y C14 C13B C12 120.2(4) . . y C14 C13B H13C 107.3 . . y C12 C13B H13C 107.3 . . y C14 C13B H13D 107.3 . . y C12 C13B H13D 107.3 . . y H13C C13B H13D 106.9 . . y C13B C14 C15 118.0(4) . . y C15 C14 C13A 115.1(3) . . y C13B C14 H14A 121.8 . . y C15 C14 H14A 108.5 . . y C13A C14 H14A 108.5 . . y C13B C14 H14B 89.5 . . y C15 C14 H14B 108.5 . . y C13A C14 H14B 108.5 . . y H14A C14 H14B 107.5 . . y C16 C15 C14 124.0(3) . . y C16 C15 Rh1 71.41(14) . . y C14 C15 Rh1 109.57(19) . . y C16 C15 H15 118.0 . . y C14 C15 H15 118.0 . . y Rh1 C15 H15 89.0 . . y C15 C16 C17 125.1(3) . . y C15 C16 Rh1 72.73(14) . . y C17 C16 Rh1 108.56(16) . . y C15 C16 H16 117.4 . . y C17 C16 H16 117.4 . . y Rh1 C16 H16 88.7 . . y C18A C17 C16 116.6(4) . . y C16 C17 C18B 117.8(3) . . y C18A C17 H17A 108.1 . . y C16 C17 H17A 108.1 . . y C18B C17 H17A 89.1 . . y C18A C17 H17B 108.1 . . y C16 C17 H17B 108.1 . . y C18B C17 H17B 123.0 . . y H17A C17 H17B 107.3 . . y C17 C18A C11 115.6(5) . . y C17 C18A H18A 108.4 . . y C11 C18A H18A 108.4 . . y C17 C18A H18B 108.4 . . y C11 C18A H18B 108.4 . . y H18A C18A H18B 107.5 . . y C11 C18B C17 111.9(5) . . y C11 C18B H18C 109.2 . . y C17 C18B H18C 109.2 . . y C11 C18B H18D 109.2 . . y C17 C18B H18D 109.2 . . y H18C C18B H18D 107.9 . . y C1 N1 C8 126.2(2) . . y C1 N1 C2 115.17(19) . . y C8 N1 C2 118.61(19) . . y C5 N2 C6 123.8(2) . . y C5 N2 C7 119.2(2) . . y C6 N2 C7 115.9(2) . . y C1 Rh1 C11 90.85(9) . . y C1 Rh1 C12 90.93(10) . . y C11 Rh1 C12 38.37(10) . . y C1 Rh1 C16 160.82(10) . . y C11 Rh1 C16 81.59(9) . . y C12 Rh1 C16 93.88(10) . . y C1 Rh1 C15 163.07(10) . . y C11 Rh1 C15 92.20(9) . . y C12 Rh1 C15 81.24(11) . . y C16 Rh1 C15 35.86(10) . . y C1 Rh1 I1 88.51(6) . . y C11 Rh1 I1 161.91(7) . . y C12 Rh1 I1 159.70(7) . . y C16 Rh1 I1 93.27(7) . . y C15 Rh1 I1 93.66(7) . . y _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 33.20 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 2.322 _refine_diff_density_min -2.277 _refine_diff_density_rms 0.148 # Attachment '4.cif' data_4 _database_code_depnum_ccdc_archive 'CCDC 788136' #TrackingRef '4.cif' _audit_creation_date 2010-07-06 _audit_block_code AVM-AB-407-01 _chemical_name_systematic ; N-methyl-3-(dimethylamino-methylidenyl)-4,5-dihydropyrrolyliden-2-yl- bis-(triphenylphosphine)-chloro-palladium(ii) tetrafluoroborate tris-dichloromethane solute ; _chemical_melting_point ? _chemical_compound_source dichloromethane/diethylether _chemical_formula_moiety '2(C44 H44 Cl N2 P2 Pd 1+),2(B F4 1-),5(C H2 Cl2)' _chemical_formula_sum 'C93 H98 B2 Cl12 F8 N4 P4 Pd2' _chemical_formula_weight 2207.45 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' B B 0.0013 0.0007 '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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 'C 1 2/c 1' _symmetry_space_group_name_Hall '-c 2yc' _symmetry_Int_Tables_number 15 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 32.7088(4) _cell_length_b 16.8288(2) _cell_length_c 23.4760(3) _cell_angle_alpha 90.00 _cell_angle_beta 125.390(1) _cell_angle_gamma 90.00 _cell_volume 10534.7(2) _cell_formula_units_Z 4 _cell_measurement_temperature 160 _cell_measurement_reflns_used 278975 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 33.14 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 1 0 0.1300 0 -1 0 0.1300 1 0 0 0.1000 -1 0 0 0.1000 0 0 -1 0.1300 0 0 1 0.1300 _exptl_crystal_description prism _exptl_crystal_colour pale-yellow _exptl_crystal_size_max 0.065 _exptl_crystal_size_mid 0.065 _exptl_crystal_size_min 0.050 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.392 _exptl_crystal_density_method ? _exptl_crystal_F_000 4488 _exptl_absorpt_coefficient_mu 0.764 _exptl_absorpt_correction_type gaussian _exptl_absorpt_correction_T_min 0.76729 _exptl_absorpt_correction_T_max 0.87787 _exptl_absorpt_process_details 'SADABS (Bruker AXS, 2008)' _exptl_special_details ; Crystal mounted on a MiTeGen loop using Perfluoropolyether PFO-XR75 ; _diffrn_ambient_temperature 160 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source '0.2 x 2mm^2^ focus rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker AXS Enraf-Nonius KappaCCD' _diffrn_measurement_method 'CCD \f- and \w-scans' _diffrn_detector_area_resol_mean 18.02 _diffrn_reflns_number 115104 _diffrn_reflns_av_R_equivalents 0.0393 _diffrn_reflns_av_sigmaI/netI 0.0271 _diffrn_reflns_limit_h_min -50 _diffrn_reflns_limit_h_max 50 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -35 _diffrn_reflns_limit_l_max 36 _diffrn_reflns_theta_min 6.81 _diffrn_reflns_theta_max 33.19 _reflns_number_total 19883 _reflns_number_gt 16131 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'DATCOL (Bruker AXS, 2006)' _computing_cell_refinement 'DENZO (Bruker AXS, 2006)' _computing_data_reduction 'DENZO (Bruker AXS, 2006)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'DIAMOND (Crystal Impact GbR, 2005)' _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 minimum and maximum estimated transmissions from the multi-scan scaling are 0.4446 and 0.8198 (SADABS). There are voids of 172 /%A^3^ in the solvent region of the structure, but little or no residual electron density in this area, indicating loss of dichloromethane from the crystal lattice. The methylene C atoms in the three solute dichloromethane were refined using isotropic atomic displacement parameters in order to better locate the true atom positions. Highest peak 2.27 at 0.0515 0.9208 0.9765 [ 0.99 A from CL2 ] Deepest hole -1.91 at 0.0666 0.1000 0.5705 [ 1.00 A from CL2 ] ; _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^)+(0.1208P)^2^+48.4188P] 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_number_reflns 19883 _refine_ls_number_parameters 554 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0834 _refine_ls_R_factor_gt 0.0699 _refine_ls_wR_factor_ref 0.2197 _refine_ls_wR_factor_gt 0.2073 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _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 C1 C 0.18259(11) 0.18248(16) 0.18670(14) 0.0255(5) Uani 1 1 d . . . C2 C 0.12987(12) 0.19689(18) 0.14008(17) 0.0324(6) Uani 1 1 d . . . C3 C 0.11254(13) 0.2739(2) 0.1265(2) 0.0392(8) Uani 1 1 d . . . H3 H 0.1382 0.3131 0.1479 0.047 Uiso 1 1 calc R . . C4 C 0.0577(2) 0.3890(3) 0.0875(3) 0.0723(17) Uani 1 1 d . . . H4A H 0.0525 0.4021 0.1236 0.108 Uiso 1 1 calc R . . H4B H 0.0280 0.4044 0.0416 0.108 Uiso 1 1 calc R . . H4C H 0.0871 0.4177 0.0968 0.108 Uiso 1 1 calc R . . C5 C 0.0214(2) 0.2539(4) 0.0568(6) 0.108(4) Uani 1 1 d . . . H5A H 0.0250 0.2075 0.0348 0.162 Uiso 1 1 calc R . . H5B H -0.0080 0.2847 0.0213 0.162 Uiso 1 1 calc R . . H5C H 0.0172 0.2363 0.0929 0.162 Uiso 1 1 calc R . . C6 C 0.10325(14) 0.1165(2) 0.1152(2) 0.0428(8) Uani 1 1 d . . . H6A H 0.0849 0.1109 0.0639 0.051 Uiso 1 1 calc R . . H6B H 0.0794 0.1098 0.1279 0.051 Uiso 1 1 calc R . . C7 C 0.14654(13) 0.05577(18) 0.15397(19) 0.0359(7) Uani 1 1 d . . . H7A H 0.1428 0.0215 0.1849 0.043 Uiso 1 1 calc R . . H7B H 0.1477 0.0218 0.1205 0.043 Uiso 1 1 calc R . . C8 C 0.24097(12) 0.06853(19) 0.23965(18) 0.0339(6) Uani 1 1 d . . . H8A H 0.2666 0.1099 0.2642 0.051 Uiso 1 1 calc R . . H8B H 0.2478 0.0367 0.2111 0.051 Uiso 1 1 calc R . . H8C H 0.2416 0.0342 0.2738 0.051 Uiso 1 1 calc R . . C9 C 0.19517(13) 0.17399(18) 0.33085(17) 0.0312(6) Uani 1 1 d . . . C10 C 0.14328(15) 0.1639(2) 0.28756(19) 0.0410(8) Uani 1 1 d . . . H10 H 0.1224 0.2057 0.2574 0.049 Uiso 1 1 calc R . . C11 C 0.12210(19) 0.0923(3) 0.2886(2) 0.0546(11) Uani 1 1 d . . . H11 H 0.0867 0.0862 0.2596 0.065 Uiso 1 1 calc R . . C12 C 0.1517(2) 0.0303(2) 0.3309(3) 0.0535(11) Uani 1 1 d . . . H12 H 0.1369 -0.0187 0.3300 0.064 Uiso 1 1 calc R . . C13 C 0.2030(2) 0.0403(2) 0.3747(3) 0.0519(10) Uani 1 1 d . . . H13 H 0.2237 -0.0018 0.4047 0.062 Uiso 1 1 calc R . . C14 C 0.22488(16) 0.1117(2) 0.3750(2) 0.0418(8) Uani 1 1 d . . . H14 H 0.2602 0.1180 0.4055 0.050 Uiso 1 1 calc R . . C15 C 0.18430(11) 0.34507(17) 0.31567(16) 0.0277(5) Uani 1 1 d . . . C16 C 0.17974(13) 0.41204(18) 0.27761(17) 0.0321(6) Uani 1 1 d . . . H16 H 0.1980 0.4149 0.2577 0.039 Uiso 1 1 calc R . . C17 C 0.14868(15) 0.4752(2) 0.2683(2) 0.0407(7) Uani 1 1 d . . . H17 H 0.1457 0.5203 0.2418 0.049 Uiso 1 1 calc R . . C18 C 0.12243(15) 0.4719(3) 0.2976(2) 0.0467(9) Uani 1 1 d . . . H18 H 0.1010 0.5145 0.2910 0.056 Uiso 1 1 calc R . . C19 C 0.12736(18) 0.4059(3) 0.3370(3) 0.0521(10) Uani 1 1 d . . . H19 H 0.1095 0.4040 0.3576 0.063 Uiso 1 1 calc R . . C20 C 0.15821(15) 0.3428(2) 0.3465(2) 0.0410(7) Uani 1 1 d . . . H20 H 0.1616 0.2982 0.3738 0.049 Uiso 1 1 calc R . . C21 C 0.28273(12) 0.27221(18) 0.41195(15) 0.0285(5) Uani 1 1 d . . . C22 C 0.32542(14) 0.2350(3) 0.4251(2) 0.0418(8) Uani 1 1 d . . . H22 H 0.3242 0.2088 0.3883 0.050 Uiso 1 1 calc R . . C23 C 0.36995(16) 0.2362(3) 0.4920(2) 0.0534(11) Uani 1 1 d . . . H23 H 0.3988 0.2095 0.5012 0.064 Uiso 1 1 calc R . . C24 C 0.37208(17) 0.2761(3) 0.5450(2) 0.0509(10) Uani 1 1 d . . . H24 H 0.4026 0.2771 0.5905 0.061 Uiso 1 1 calc R . . C25 C 0.33034(16) 0.3146(3) 0.53265(18) 0.0422(8) Uani 1 1 d . . . H25 H 0.3323 0.3427 0.5693 0.051 Uiso 1 1 calc R . . C26 C 0.28521(13) 0.3118(2) 0.46614(16) 0.0331(6) Uani 1 1 d . . . H26 H 0.2562 0.3369 0.4577 0.040 Uiso 1 1 calc R . . C27 C 0.21866(13) 0.17438(19) 0.08696(16) 0.0316(6) Uani 1 1 d . . . C28 C 0.24891(17) 0.1101(2) 0.0974(2) 0.0438(8) Uani 1 1 d . . . H28 H 0.2842 0.1137 0.1310 0.053 Uiso 1 1 calc R . . C29 C 0.2281(2) 0.0402(3) 0.0592(3) 0.0575(12) Uani 1 1 d . . . H29 H 0.2492 -0.0034 0.0670 0.069 Uiso 1 1 calc R . . C30 C 0.1774(2) 0.0340(3) 0.0106(3) 0.0569(12) Uani 1 1 d . . . H30 H 0.1634 -0.0138 -0.0152 0.068 Uiso 1 1 calc R . . C31 C 0.1463(2) 0.0982(3) -0.0011(2) 0.0518(10) Uani 1 1 d . . . H31 H 0.1111 0.0940 -0.0351 0.062 Uiso 1 1 calc R . . C32 C 0.16645(15) 0.1684(2) 0.03676(19) 0.0412(7) Uani 1 1 d . . . H32 H 0.1452 0.2118 0.0288 0.049 Uiso 1 1 calc R . . C33 C 0.21169(12) 0.34485(18) 0.08377(16) 0.0291(5) Uani 1 1 d . . . C34 C 0.19821(15) 0.3444(2) 0.01511(19) 0.0395(7) Uani 1 1 d . . . H34 H 0.2069 0.3001 -0.0010 0.047 Uiso 1 1 calc R . . C35 C 0.17228(18) 0.4081(3) -0.0297(2) 0.0504(10) Uani 1 1 d . . . H35 H 0.1634 0.4073 -0.0760 0.061 Uiso 1 1 calc R . . C36 C 0.15947(18) 0.4727(3) -0.0062(3) 0.0529(10) Uani 1 1 d . . . H36 H 0.1418 0.5161 -0.0367 0.063 Uiso 1 1 calc R . . C37 C 0.17234(16) 0.4742(2) 0.0614(2) 0.0430(8) Uani 1 1 d . . . H37 H 0.1635 0.5187 0.0770 0.052 Uiso 1 1 calc R . . C38 C 0.19832(13) 0.41057(19) 0.10636(18) 0.0320(6) Uani 1 1 d . . . H38 H 0.2070 0.4118 0.1526 0.038 Uiso 1 1 calc R . . C39 C 0.30918(12) 0.26442(18) 0.17166(17) 0.0303(5) Uani 1 1 d . . . C40 C 0.32305(14) 0.2979(2) 0.13050(19) 0.0381(7) Uani 1 1 d . . . H40 H 0.2990 0.3253 0.0886 0.046 Uiso 1 1 calc R . . C41 C 0.37210(17) 0.2909(3) 0.1513(2) 0.0527(10) Uani 1 1 d . . . H41 H 0.3816 0.3136 0.1235 0.063 Uiso 1 1 calc R . . C42 C 0.40755(18) 0.2509(4) 0.2123(3) 0.0579(12) Uani 1 1 d . . . H42 H 0.4411 0.2463 0.2260 0.069 Uiso 1 1 calc R . . C43 C 0.39405(17) 0.2175(4) 0.2536(3) 0.0559(11) Uani 1 1 d . . . H43 H 0.4182 0.1896 0.2951 0.067 Uiso 1 1 calc R . . C44 C 0.34494(15) 0.2252(3) 0.2335(2) 0.0434(8) Uani 1 1 d . . . H44 H 0.3358 0.2036 0.2620 0.052 Uiso 1 1 calc R . . C45 C 0.0723(4) 0.8667(7) 0.1116(5) 0.106(3) Uiso 1 1 d . . . H45A H 0.0577 0.8128 0.1032 0.127 Uiso 1 1 calc R . . H45B H 0.1087 0.8638 0.1490 0.127 Uiso 1 1 calc R . . C46 C 0.5424(5) 0.1605(8) 0.4098(6) 0.121(3) Uiso 1 1 d . . . H46A H 0.5212 0.1388 0.4235 0.145 Uiso 1 1 calc R . . H46B H 0.5775 0.1485 0.4488 0.145 Uiso 1 1 calc R . . C47 C 0.0000 0.0247(7) 0.2500 0.083(3) Uiso 1 2 d S . . H47A H 0.0217 0.0600 0.2445 0.100 Uiso 0.50 1 calc PR . . H47B H -0.0217 0.0600 0.2555 0.100 Uiso 0.50 1 calc PR . . B1 B 0.41209(17) 0.1035(3) 0.4058(3) 0.0419(8) Uani 1 1 d . . . Cl1 Cl 0.29534(3) 0.36709(4) 0.29013(4) 0.03162(15) Uani 1 1 d . . . Cl2 Cl 0.05939(14) 0.9129(2) 0.0237(4) 0.238(3) Uani 1 1 d . . . Cl3 Cl 0.0491(2) 0.9185(2) 0.1290(5) 0.277(4) Uani 1 1 d . . . Cl4 Cl 0.53749(13) 0.2480(3) 0.4099(3) 0.1801(19) Uani 1 1 d . . . Cl5 Cl 0.52962(11) 0.1006(4) 0.33845(16) 0.182(2) Uani 1 1 d . . . Cl6 Cl 0.0342(4) -0.0153(10) 0.3192(7) 0.429(9) Uani 1 1 d . . . F1 F 0.36113(9) 0.08792(18) 0.35698(14) 0.0530(6) Uani 1 1 d . . . F2 F 0.41917(14) 0.18538(17) 0.40921(17) 0.0669(8) Uani 1 1 d . . . F3 F 0.42698(11) 0.0747(2) 0.47054(15) 0.0643(8) Uani 1 1 d . . . F4 F 0.43832(13) 0.0676(2) 0.3833(2) 0.0748(9) Uani 1 1 d . . . N1 N 0.19203(10) 0.10533(14) 0.19504(14) 0.0283(5) Uani 1 1 d . . . N2 N 0.06601(13) 0.3032(2) 0.0884(2) 0.0609(12) Uani 1 1 d . . . P1 P 0.22438(3) 0.26352(4) 0.32510(4) 0.02394(13) Uani 1 1 d . . . P2 P 0.24431(3) 0.26213(4) 0.14316(4) 0.02507(14) Uani 1 1 d . . . Pd1 Pd 0.236076(7) 0.263970(11) 0.235739(10) 0.02139(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0280(12) 0.0198(10) 0.0246(11) -0.0016(9) 0.0128(10) -0.0026(9) C2 0.0276(13) 0.0230(12) 0.0306(13) -0.0021(10) 0.0076(11) -0.0029(10) C3 0.0276(14) 0.0275(14) 0.0395(17) -0.0009(12) 0.0062(13) -0.0010(11) C4 0.051(3) 0.040(2) 0.080(4) 0.003(2) 0.011(2) 0.0098(19) C5 0.033(2) 0.062(3) 0.144(8) 0.001(4) 0.003(3) -0.001(2) C6 0.0334(15) 0.0273(14) 0.0441(18) -0.0051(13) 0.0091(14) -0.0084(12) C7 0.0344(15) 0.0213(12) 0.0401(16) -0.0055(11) 0.0147(13) -0.0068(11) C8 0.0343(15) 0.0210(12) 0.0408(16) -0.0003(11) 0.0186(13) 0.0020(10) C9 0.0424(16) 0.0233(12) 0.0334(14) -0.0003(10) 0.0252(13) -0.0027(11) C10 0.0426(17) 0.0361(16) 0.0350(16) 0.0022(13) 0.0173(14) -0.0123(14) C11 0.056(2) 0.053(2) 0.046(2) -0.0010(18) 0.0245(19) -0.026(2) C12 0.075(3) 0.0317(17) 0.072(3) -0.0056(18) 0.053(3) -0.0165(18) C13 0.072(3) 0.0279(16) 0.078(3) 0.0094(17) 0.056(3) 0.0044(17) C14 0.049(2) 0.0272(14) 0.062(2) 0.0099(14) 0.0392(19) 0.0054(13) C15 0.0294(12) 0.0240(11) 0.0292(12) 0.0005(9) 0.0167(11) 0.0016(9) C16 0.0365(15) 0.0249(12) 0.0341(14) 0.0023(10) 0.0200(12) 0.0033(11) C17 0.0426(18) 0.0300(14) 0.0410(17) 0.0033(13) 0.0193(15) 0.0097(13) C18 0.0384(17) 0.0426(19) 0.054(2) -0.0055(16) 0.0235(17) 0.0102(15) C19 0.051(2) 0.051(2) 0.070(3) -0.005(2) 0.045(2) 0.0058(18) C20 0.0466(19) 0.0367(16) 0.051(2) 0.0005(15) 0.0350(17) 0.0017(14) C21 0.0307(13) 0.0283(12) 0.0229(11) 0.0003(9) 0.0135(10) -0.0012(10) C22 0.0330(16) 0.057(2) 0.0308(15) -0.0007(14) 0.0161(13) 0.0051(14) C23 0.0338(18) 0.079(3) 0.0375(19) 0.0068(19) 0.0151(16) 0.0090(18) C24 0.0412(19) 0.069(3) 0.0274(15) 0.0032(16) 0.0114(14) -0.0063(18) C25 0.0488(19) 0.0471(19) 0.0239(13) -0.0015(13) 0.0172(14) -0.0061(16) C26 0.0421(16) 0.0314(14) 0.0262(13) 0.0006(10) 0.0200(12) 0.0008(12) C27 0.0428(16) 0.0259(12) 0.0288(13) -0.0031(10) 0.0222(12) -0.0005(11) C28 0.056(2) 0.0305(15) 0.0463(19) -0.0068(14) 0.0307(18) 0.0049(15) C29 0.082(3) 0.0317(18) 0.064(3) -0.0118(18) 0.046(3) 0.0038(19) C30 0.086(3) 0.0353(18) 0.050(2) -0.0192(17) 0.040(2) -0.015(2) C31 0.064(3) 0.043(2) 0.0384(18) -0.0155(16) 0.0240(18) -0.0160(19) C32 0.0454(18) 0.0362(16) 0.0330(15) -0.0085(13) 0.0176(14) -0.0047(14) C33 0.0326(13) 0.0255(12) 0.0278(12) 0.0016(10) 0.0167(11) 0.0020(10) C34 0.0474(19) 0.0408(17) 0.0321(15) 0.0058(13) 0.0241(14) 0.0087(14) C35 0.055(2) 0.058(2) 0.0356(17) 0.0162(17) 0.0244(17) 0.0144(19) C36 0.058(2) 0.046(2) 0.053(2) 0.0226(18) 0.031(2) 0.0200(19) C37 0.048(2) 0.0314(15) 0.052(2) 0.0118(14) 0.0310(18) 0.0133(14) C38 0.0358(14) 0.0265(13) 0.0352(14) 0.0014(11) 0.0215(13) 0.0026(11) C39 0.0321(14) 0.0301(14) 0.0305(13) -0.0007(10) 0.0191(12) 0.0013(10) C40 0.0395(16) 0.0433(18) 0.0357(15) 0.0005(13) 0.0241(14) -0.0016(14) C41 0.047(2) 0.073(3) 0.052(2) 0.003(2) 0.037(2) -0.002(2) C42 0.039(2) 0.085(3) 0.058(3) 0.005(2) 0.033(2) 0.008(2) C43 0.0373(19) 0.078(3) 0.050(2) 0.015(2) 0.0246(18) 0.018(2) C44 0.0370(17) 0.055(2) 0.0416(18) 0.0127(16) 0.0246(15) 0.0095(15) B1 0.0382(19) 0.0351(18) 0.047(2) -0.0026(16) 0.0217(17) -0.0049(15) Cl1 0.0303(3) 0.0240(3) 0.0359(3) -0.0055(2) 0.0165(3) -0.0073(2) Cl2 0.126(2) 0.118(2) 0.402(8) -0.129(4) 0.115(4) -0.075(2) Cl3 0.189(4) 0.0818(19) 0.549(12) 0.015(4) 0.206(6) -0.017(2) Cl4 0.0922(19) 0.257(5) 0.173(4) 0.006(3) 0.066(2) -0.031(2) Cl5 0.0998(18) 0.350(6) 0.1034(19) 0.013(3) 0.0628(16) -0.005(3) Cl6 0.313(9) 0.562(19) 0.441(13) 0.361(15) 0.235(9) 0.155(11) F1 0.0373(11) 0.0674(17) 0.0453(13) -0.0043(12) 0.0188(10) -0.0078(11) F2 0.100(2) 0.0380(13) 0.0678(18) -0.0097(12) 0.0517(18) -0.0202(15) F3 0.0529(15) 0.0670(18) 0.0468(14) 0.0134(13) 0.0138(12) -0.0060(13) F4 0.0627(18) 0.066(2) 0.113(3) -0.0100(19) 0.061(2) -0.0016(15) N1 0.0289(11) 0.0190(9) 0.0321(12) -0.0019(8) 0.0148(10) -0.0030(8) N2 0.0327(15) 0.0354(16) 0.068(2) 0.0016(16) 0.0027(16) 0.0036(12) P1 0.0274(3) 0.0205(3) 0.0238(3) -0.0004(2) 0.0148(3) -0.0010(2) P2 0.0299(3) 0.0215(3) 0.0240(3) -0.0009(2) 0.0157(3) 0.0010(2) Pd1 0.02333(10) 0.01717(10) 0.02167(10) -0.00144(6) 0.01187(8) -0.00148(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 C1 N1 1.323(4) . y C1 C2 1.430(4) . y C1 Pd1 1.983(3) . y C2 C3 1.376(5) . y C2 C6 1.530(4) . y C3 N2 1.335(5) . y C4 N2 1.466(6) . y C5 N2 1.453(7) . y C6 C7 1.544(5) . y C7 N1 1.476(4) . y C8 N1 1.450(4) . y C9 C10 1.394(5) . y C9 C14 1.396(5) . y C9 P1 1.831(3) . y C10 C11 1.398(5) . y C11 C12 1.377(7) . y C12 C13 1.382(7) . y C13 C14 1.396(5) . y C15 C16 1.391(4) . y C15 C20 1.403(5) . y C15 P1 1.821(3) . y C16 C17 1.398(5) . y C17 C18 1.378(6) . y C18 C19 1.394(7) . y C19 C20 1.392(6) . y C21 C22 1.392(5) . y C21 C26 1.396(4) . y C21 P1 1.820(3) . y C22 C23 1.393(6) . y C23 C24 1.378(7) . y C24 C25 1.382(7) . y C25 C26 1.396(5) . y C27 C28 1.389(5) . y C27 C32 1.409(5) . y C27 P2 1.828(3) . y C28 C29 1.394(6) . y C29 C30 1.367(8) . y C30 C31 1.399(7) . y C31 C32 1.392(5) . y C33 C38 1.401(4) . y C33 C34 1.403(5) . y C33 P2 1.816(3) . y C34 C35 1.393(5) . y C35 C36 1.389(7) . y C36 C37 1.386(6) . y C37 C38 1.395(5) . y C39 C44 1.394(5) . y C39 C40 1.402(5) . y C39 P2 1.819(3) . y C40 C41 1.385(6) . y C41 C42 1.388(7) . y C42 C43 1.394(7) . y C43 C44 1.393(6) . y C45 Cl3 1.364(11) . y C45 Cl2 2.008(12) . y C46 Cl4 1.481(12) . y C46 Cl5 1.785(13) . y C47 Cl6 1.496(10) . y C47 Cl6 1.496(10) 2 y B1 F4 1.380(6) . y B1 F3 1.388(6) . y B1 F2 1.392(5) . y B1 F1 1.395(5) . y Cl1 Pd1 2.3522(7) . y P1 Pd1 2.3402(8) . y P2 Pd1 2.3398(8) . y loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 110.8(2) . . y N1 C1 Pd1 122.8(2) . . y C2 C1 Pd1 126.5(2) . . y C3 C2 C1 119.3(3) . . y C3 C2 C6 132.6(3) . . y C1 C2 C6 108.0(3) . . y N2 C3 C2 131.3(3) . . y C2 C6 C7 103.6(3) . . y N1 C7 C6 104.1(2) . . y C10 C9 C14 118.7(3) . . y C10 C9 P1 120.9(3) . . y C14 C9 P1 120.2(3) . . y C9 C10 C11 119.9(4) . . y C12 C11 C10 121.2(4) . . y C11 C12 C13 119.2(4) . . y C12 C13 C14 120.5(4) . . y C13 C14 C9 120.5(4) . . y C16 C15 C20 118.8(3) . . y C16 C15 P1 119.4(2) . . y C20 C15 P1 121.8(2) . . y C15 C16 C17 120.9(3) . . y C18 C17 C16 119.9(4) . . y C17 C18 C19 119.8(3) . . y C20 C19 C18 120.6(4) . . y C19 C20 C15 119.9(4) . . y C22 C21 C26 119.4(3) . . y C22 C21 P1 118.6(2) . . y C26 C21 P1 121.9(3) . . y C21 C22 C23 120.2(4) . . y C24 C23 C22 119.9(4) . . y C23 C24 C25 120.8(4) . . y C24 C25 C26 119.7(4) . . y C25 C26 C21 120.0(3) . . y C28 C27 C32 119.1(3) . . y C28 C27 P2 121.3(3) . . y C32 C27 P2 119.3(3) . . y C27 C28 C29 120.7(4) . . y C30 C29 C28 120.4(4) . . y C29 C30 C31 119.9(4) . . y C32 C31 C30 120.5(4) . . y C31 C32 C27 119.5(4) . . y C38 C33 C34 118.7(3) . . y C38 C33 P2 119.2(2) . . y C34 C33 P2 122.1(2) . . y C35 C34 C33 120.8(4) . . y C36 C35 C34 119.6(4) . . y C37 C36 C35 120.5(4) . . y C36 C37 C38 120.0(4) . . y C37 C38 C33 120.4(3) . . y C44 C39 C40 119.8(3) . . y C44 C39 P2 118.0(3) . . y C40 C39 P2 122.0(3) . . y C41 C40 C39 119.6(4) . . y C40 C41 C42 120.7(4) . . y C41 C42 C43 120.1(4) . . y C44 C43 C42 119.6(4) . . y C43 C44 C39 120.3(4) . . y Cl3 C45 Cl2 103.7(7) . . y Cl4 C46 Cl5 126.6(8) . . y Cl6 C47 Cl6 126.6(17) . 2 y F4 B1 F3 111.4(4) . . y F4 B1 F2 109.6(4) . . y F3 B1 F2 109.9(4) . . y F4 B1 F1 108.4(4) . . y F3 B1 F1 109.2(4) . . y F2 B1 F1 108.2(4) . . y C1 N1 C8 126.3(3) . . y C1 N1 C7 113.4(3) . . y C8 N1 C7 120.3(2) . . y C3 N2 C5 123.2(4) . . y C3 N2 C4 120.2(4) . . y C5 N2 C4 115.6(4) . . y C21 P1 C15 106.84(14) . . y C21 P1 C9 103.71(15) . . y C15 P1 C9 105.04(15) . . y C21 P1 Pd1 113.21(11) . . y C15 P1 Pd1 111.63(10) . . y C9 P1 Pd1 115.60(10) . . y C33 P2 C39 107.93(15) . . y C33 P2 C27 104.18(15) . . y C39 P2 C27 103.45(15) . . y C33 P2 Pd1 111.75(10) . . y C39 P2 Pd1 113.29(11) . . y C27 P2 Pd1 115.43(11) . . y C1 Pd1 P2 89.37(9) . . y C1 Pd1 P1 88.34(9) . . y P2 Pd1 P1 177.54(3) . . y C1 Pd1 Cl1 176.20(9) . . y P2 Pd1 Cl1 90.69(3) . . y P1 Pd1 Cl1 91.54(3) . . y _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 33.19 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 2.272 _refine_diff_density_min -1.906 _refine_diff_density_rms 0.158 # Attachment '5.cif' data_5 _database_code_depnum_ccdc_archive 'CCDC 788137' #TrackingRef '5.cif' _audit_creation_date 2009-01-28 _audit_block_code RKI-RE-179-02 _chemical_name_systematic ; N-methyl-3-(dimethylamino-methylidenyl)-4,5-dihydropyrrolyliden-2-yl- bis-(triphenylphosphine)-chloro-platinum(ii) tetrafluoroborate dichloromethane solute ; _chemical_melting_point ? _chemical_compound_source dichloromethane/diethylether _chemical_formula_moiety 'C44 H44 Cl N2 P2 Pt, B F4, C H2 Cl2' _chemical_formula_sum 'C45 H46 B Cl3 F4 N2 P2 Pt' _chemical_formula_weight 1065.03 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' B B 0.0013 0.0007 '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' F F 0.0171 0.0103 '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' Pt Pt -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 15.5910(1) _cell_length_b 15.9173(1) _cell_length_c 17.8073(2) _cell_angle_alpha 90.00 _cell_angle_beta 99.450(1) _cell_angle_gamma 90.00 _cell_volume 4359.26(6) _cell_formula_units_Z 4 _cell_measurement_temperature 100 _cell_measurement_reflns_used 258187 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 33.14 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.623 _exptl_crystal_density_method none _exptl_crystal_F_000 2120 _exptl_absorpt_coefficient_mu 3.528 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details 'SADABS, Bruker AXS (2008)' _exptl_absorpt_correction_T_min 0.74 _exptl_absorpt_correction_T_max 0.88 _diffrn_ambient_temperature 100 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source '0.3 mm focus rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method 'CCD \w-scan' _diffrn_detector_area_resol_mean 18.18 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_reflns_number 105582 _diffrn_reflns_av_R_equivalents 0.0388 _diffrn_reflns_av_sigmaI/netI 0.0253 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.94 _diffrn_reflns_theta_max 33.31 _reflns_number_total 16693 _reflns_number_gt 14813 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Collect software (Nonius, 1998)' _computing_cell_refinement 'Denzo / Scalepack (Otwinowski 1997)' _computing_data_reduction 'Denzo / Scalepack (Otwinowski 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Crystal Impact GbR, 2006)' _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 tetrafluoroborate anion is rotationally disordered. The disorder was modelled by splitting the fluorine atoms. Disordered atom components were refined using isotropic atomic displacement parameters. Highest peak 1.56 at 0.1380 0.7222 0.0432 [ 0.70 A from F3B ] Deepest hole -2.82 at 0.1884 0.4019 0.2773 [ 0.64 A from PT1 ] ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0442P)^2^+5.8954P] 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_number_reflns 16693 _refine_ls_number_parameters 523 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0367 _refine_ls_R_factor_gt 0.0308 _refine_ls_wR_factor_ref 0.0809 _refine_ls_wR_factor_gt 0.0766 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _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 C1 C 0.09654(14) 0.38564(14) 0.30229(14) 0.0193(4) Uani 1 1 d . . . C2 C 0.07740(15) 0.33235(15) 0.36234(15) 0.0221(4) Uani 1 1 d . . . C3 C -0.01942(17) 0.31299(18) 0.34908(17) 0.0301(5) Uani 1 1 d . . . H3A H -0.0469 0.3347 0.3902 0.036 Uiso 1 1 calc R . . H3B H -0.0298 0.2530 0.3444 0.036 Uiso 1 1 calc R . . C4 C -0.05274(16) 0.35835(18) 0.27418(18) 0.0310(6) Uani 1 1 d . . . H4A H -0.0783 0.3188 0.2354 0.037 Uiso 1 1 calc R . . H4B H -0.0960 0.4001 0.2812 0.037 Uiso 1 1 calc R . . C5 C 0.14461(17) 0.30628(15) 0.41684(14) 0.0228(4) Uani 1 1 d . . . H5 H 0.1984 0.3274 0.4099 0.027 Uiso 1 1 calc R . . C6 C 0.01775(19) 0.44648(19) 0.18279(17) 0.0321(6) Uani 1 1 d . . . H6A H -0.0156 0.4964 0.1872 0.048 Uiso 1 1 calc R . . H6B H -0.0108 0.4131 0.1412 0.048 Uiso 1 1 calc R . . H6C H 0.0747 0.4618 0.1736 0.048 Uiso 1 1 calc R . . C7 C 0.0738(2) 0.2165(2) 0.5025(2) 0.0445(8) Uani 1 1 d . . . H7A H 0.0213 0.2418 0.4765 0.067 Uiso 1 1 calc R . . H7B H 0.0771 0.2237 0.5564 0.067 Uiso 1 1 calc R . . H7C H 0.0738 0.1577 0.4907 0.067 Uiso 1 1 calc R . . C8 C 0.2324(2) 0.2385(2) 0.52489(17) 0.0346(6) Uani 1 1 d . . . H8A H 0.2780 0.2640 0.5026 0.052 Uiso 1 1 calc R . . H8B H 0.2411 0.1788 0.5279 0.052 Uiso 1 1 calc R . . H8C H 0.2331 0.2607 0.5751 0.052 Uiso 1 1 calc R . . C21 C 0.22661(13) 0.53879(13) 0.46051(12) 0.0153(3) Uani 1 1 d . . . C22 C 0.19821(14) 0.60061(14) 0.50717(13) 0.0180(4) Uani 1 1 d . . . H22 H 0.1635 0.6446 0.4854 0.022 Uiso 1 1 calc R . . C23 C 0.22185(15) 0.59605(16) 0.58550(13) 0.0215(4) Uani 1 1 d . . . H23 H 0.2042 0.6378 0.6162 0.026 Uiso 1 1 calc R . . C24 C 0.27184(15) 0.52917(17) 0.61847(13) 0.0230(4) Uani 1 1 d . . . H24 H 0.2863 0.5258 0.6712 0.028 Uiso 1 1 calc R . . C25 C 0.30027(15) 0.46750(16) 0.57324(14) 0.0227(4) Uani 1 1 d . . . H25 H 0.3340 0.4230 0.5954 0.027 Uiso 1 1 calc R . . C26 C 0.27786(14) 0.47270(14) 0.49404(13) 0.0185(4) Uani 1 1 d . . . H26 H 0.2973 0.4318 0.4635 0.022 Uiso 1 1 calc R . . C31 C 0.24012(14) 0.63797(13) 0.32366(12) 0.0164(3) Uani 1 1 d . . . C32 C 0.23396(15) 0.64688(14) 0.24443(13) 0.0191(4) Uani 1 1 d . . . H32 H 0.2100 0.6039 0.2123 0.023 Uiso 1 1 calc R . . C33 C 0.26353(17) 0.71969(16) 0.21380(14) 0.0225(4) Uani 1 1 d . . . H33 H 0.2597 0.7252 0.1614 0.027 Uiso 1 1 calc R . . C34 C 0.29883(16) 0.78412(15) 0.26190(15) 0.0236(4) Uani 1 1 d . . . H34 H 0.3189 0.8327 0.2415 0.028 Uiso 1 1 calc R . . C35 C 0.30427(16) 0.77618(15) 0.34039(14) 0.0226(4) Uani 1 1 d . . . H35 H 0.3272 0.8199 0.3722 0.027 Uiso 1 1 calc R . . C36 C 0.27562(15) 0.70315(14) 0.37164(13) 0.0186(4) Uani 1 1 d . . . H36 H 0.2801 0.6978 0.4241 0.022 Uiso 1 1 calc R . . C41 C 0.07808(14) 0.57341(13) 0.35092(13) 0.0160(4) Uani 1 1 d . . . C42 C 0.02645(14) 0.53449(14) 0.39799(13) 0.0183(4) Uani 1 1 d . . . H42 H 0.0500 0.4927 0.4317 0.022 Uiso 1 1 calc R . . C43 C -0.06011(16) 0.55802(16) 0.39459(15) 0.0218(4) Uani 1 1 d . . . H43 H -0.0941 0.5319 0.4260 0.026 Uiso 1 1 calc R . . C44 C -0.09594(15) 0.62056(16) 0.34419(15) 0.0243(4) Uani 1 1 d . . . H44 H -0.1537 0.6364 0.3423 0.029 Uiso 1 1 calc R . . C45 C -0.04557(16) 0.65900(17) 0.29700(16) 0.0269(5) Uani 1 1 d . . . H45 H -0.0696 0.7003 0.2630 0.032 Uiso 1 1 calc R . . C46 C 0.04133(16) 0.63591(15) 0.30043(15) 0.0228(4) Uani 1 1 d . . . H46 H 0.0751 0.6623 0.2689 0.027 Uiso 1 1 calc R . . C51 C 0.42769(13) 0.53894(13) 0.32367(12) 0.0157(3) Uani 1 1 d . . . C52 C 0.44655(14) 0.55084(14) 0.40274(13) 0.0178(4) Uani 1 1 d . . . H52 H 0.4280 0.5114 0.4351 0.021 Uiso 1 1 calc R . . C53 C 0.49289(15) 0.62123(15) 0.43309(13) 0.0205(4) Uani 1 1 d . . . H53 H 0.5047 0.6289 0.4855 0.025 Uiso 1 1 calc R . . C54 C 0.52147(16) 0.67991(15) 0.38502(15) 0.0230(4) Uani 1 1 d . . . H54 H 0.5525 0.7268 0.4052 0.028 Uiso 1 1 calc R . . C55 C 0.50355(17) 0.66834(15) 0.30655(15) 0.0243(4) Uani 1 1 d . . . H55 H 0.5230 0.7074 0.2744 0.029 Uiso 1 1 calc R . . C56 C 0.45643(16) 0.59819(15) 0.27594(13) 0.0204(4) Uani 1 1 d . . . H56 H 0.4442 0.5911 0.2234 0.024 Uiso 1 1 calc R . . C61 C 0.42984(14) 0.36094(13) 0.33794(12) 0.0155(3) Uani 1 1 d . . . C62 C 0.52064(14) 0.36680(14) 0.35547(12) 0.0175(4) Uani 1 1 d . . . H62 H 0.5485 0.4149 0.3420 0.021 Uiso 1 1 calc R . . C63 C 0.56960(15) 0.30155(15) 0.39271(13) 0.0210(4) Uani 1 1 d . . . H63 H 0.6298 0.3062 0.4037 0.025 Uiso 1 1 calc R . . C64 C 0.52900(16) 0.22930(15) 0.41358(14) 0.0224(4) Uani 1 1 d . . . H64 H 0.5619 0.1855 0.4380 0.027 Uiso 1 1 calc R . . C65 C 0.43897(17) 0.22326(15) 0.39761(15) 0.0243(4) Uani 1 1 d . . . H65 H 0.4114 0.1756 0.4122 0.029 Uiso 1 1 calc R . . C66 C 0.38951(15) 0.28856(14) 0.35975(13) 0.0199(4) Uani 1 1 d . . . H66 H 0.3293 0.2838 0.3490 0.024 Uiso 1 1 calc R . . C71 C 0.38473(15) 0.44091(14) 0.18812(13) 0.0169(4) Uani 1 1 d . . . C72 C 0.45864(15) 0.40402(15) 0.16768(13) 0.0206(4) Uani 1 1 d . . . H72 H 0.4984 0.3767 0.2042 0.025 Uiso 1 1 calc R . . C73 C 0.47305(17) 0.40806(17) 0.09246(14) 0.0246(4) Uani 1 1 d . . . H73 H 0.5222 0.3831 0.0789 0.030 Uiso 1 1 calc R . . C74 C 0.41388(18) 0.44938(16) 0.03779(14) 0.0238(4) Uani 1 1 d . . . H74 H 0.4242 0.4529 -0.0121 0.029 Uiso 1 1 calc R . . C75 C 0.33974(19) 0.48518(17) 0.05730(14) 0.0266(5) Uani 1 1 d . . . H75 H 0.3002 0.5126 0.0206 0.032 Uiso 1 1 calc R . . C76 C 0.32462(17) 0.48000(16) 0.13220(14) 0.0235(4) Uani 1 1 d . . . H76 H 0.2740 0.5028 0.1450 0.028 Uiso 1 1 calc R . . C99 C 0.2281(2) 0.4804(2) -0.17278(19) 0.0372(6) Uani 1 1 d . . . H99A H 0.2097 0.5274 -0.1446 0.045 Uiso 1 1 calc R . . H99B H 0.1966 0.4833 -0.2245 0.045 Uiso 1 1 calc R . . B1 B 0.1721(2) 0.6547(2) 0.0044(2) 0.0311(6) Uani 1 1 d . . . N1 N 0.02528(13) 0.39875(14) 0.25243(13) 0.0247(4) Uani 1 1 d . . . N2 N 0.14876(17) 0.25668(15) 0.47800(13) 0.0294(5) Uani 1 1 d . . . F1A F 0.2615(4) 0.6758(4) 0.0192(4) 0.0345(14) Uiso 0.411(8) 1 d P A 1 F2A F 0.1603(3) 0.5982(4) 0.0648(3) 0.0361(13) Uiso 0.411(8) 1 d P A 1 F3A F 0.1138(2) 0.7146(2) -0.0380(2) 0.0385(10) Uiso 0.589(8) 1 d P A 1 F4A F 0.1680(4) 0.5820(4) -0.0421(4) 0.0460(16) Uiso 0.411(8) 1 d P A 1 F1B F 0.2527(3) 0.6930(3) 0.0246(2) 0.0303(9) Uiso 0.589(8) 1 d P A 2 F2B F 0.1371(3) 0.6309(3) 0.0660(2) 0.0542(12) Uiso 0.589(8) 1 d P A 2 F3B F 0.1194(5) 0.7195(5) 0.0051(5) 0.068(2) Uiso 0.411(8) 1 d P A 2 F4B F 0.1735(3) 0.6035(4) -0.0581(3) 0.0572(14) Uiso 0.589(8) 1 d P A 2 P1 P 0.19285(3) 0.54416(3) 0.35792(3) 0.01358(9) Uani 1 1 d . . . P2 P 0.36576(4) 0.44581(3) 0.28636(3) 0.01390(9) Uani 1 1 d . . . Cl1 Cl 0.22354(4) 0.30979(4) 0.21480(3) 0.02176(10) Uani 1 1 d . . . Cl2 Cl 0.34140(5) 0.48853(5) -0.17428(4) 0.03946(16) Uani 1 1 d . . . Cl3 Cl 0.20235(6) 0.38606(6) -0.13058(5) 0.0484(2) Uani 1 1 d . . . Pt1 Pt 0.217365(5) 0.427911(5) 0.293052(4) 0.01321(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0147(9) 0.0181(9) 0.0250(10) -0.0054(8) 0.0029(7) -0.0006(7) C2 0.0175(9) 0.0201(10) 0.0303(12) -0.0033(8) 0.0086(8) -0.0029(7) C3 0.0199(11) 0.0321(13) 0.0399(15) -0.0063(11) 0.0102(10) -0.0066(9) C4 0.0145(10) 0.0300(12) 0.0473(16) -0.0069(11) 0.0018(10) -0.0037(9) C5 0.0258(11) 0.0198(10) 0.0252(11) 0.0006(8) 0.0107(9) -0.0014(8) C6 0.0264(12) 0.0336(13) 0.0321(14) -0.0004(11) -0.0078(10) 0.0029(10) C7 0.0510(19) 0.0494(19) 0.0373(16) 0.0047(14) 0.0197(14) -0.0183(16) C8 0.0457(16) 0.0339(14) 0.0239(12) 0.0102(10) 0.0048(11) 0.0037(12) C21 0.0150(8) 0.0171(9) 0.0137(8) 0.0013(7) 0.0019(6) -0.0021(7) C22 0.0180(9) 0.0183(9) 0.0179(9) -0.0019(7) 0.0038(7) -0.0028(7) C23 0.0194(10) 0.0270(11) 0.0188(10) -0.0045(8) 0.0049(8) -0.0055(8) C24 0.0190(10) 0.0347(12) 0.0149(9) 0.0037(8) 0.0011(7) -0.0055(9) C25 0.0189(10) 0.0280(11) 0.0206(10) 0.0060(8) 0.0013(8) 0.0004(8) C26 0.0168(9) 0.0213(9) 0.0176(9) 0.0023(7) 0.0030(7) 0.0001(7) C31 0.0160(8) 0.0153(8) 0.0182(9) 0.0012(7) 0.0038(7) -0.0003(7) C32 0.0222(10) 0.0187(9) 0.0169(9) 0.0009(7) 0.0043(7) 0.0016(7) C33 0.0263(11) 0.0230(10) 0.0192(10) 0.0055(8) 0.0066(8) 0.0002(8) C34 0.0252(11) 0.0187(9) 0.0275(11) 0.0069(8) 0.0058(9) -0.0016(8) C35 0.0244(10) 0.0170(9) 0.0257(11) 0.0008(8) 0.0017(8) -0.0035(8) C36 0.0204(9) 0.0184(9) 0.0168(9) 0.0007(7) 0.0022(7) -0.0019(7) C41 0.0152(9) 0.0163(9) 0.0168(9) 0.0001(7) 0.0032(7) 0.0005(6) C42 0.0168(9) 0.0194(9) 0.0186(9) 0.0023(7) 0.0024(7) -0.0006(7) C43 0.0173(9) 0.0240(10) 0.0246(11) 0.0010(8) 0.0046(8) -0.0024(8) C44 0.0163(9) 0.0255(11) 0.0309(12) 0.0004(9) 0.0033(8) 0.0034(8) C45 0.0204(10) 0.0254(11) 0.0340(13) 0.0092(10) 0.0022(9) 0.0052(8) C46 0.0197(10) 0.0217(10) 0.0273(11) 0.0076(8) 0.0045(8) 0.0032(8) C51 0.0149(8) 0.0157(8) 0.0163(9) -0.0009(7) 0.0019(7) -0.0012(7) C52 0.0175(9) 0.0182(9) 0.0179(9) -0.0009(7) 0.0033(7) -0.0002(7) C53 0.0206(10) 0.0203(9) 0.0200(10) -0.0045(8) 0.0017(8) 0.0014(8) C54 0.0222(10) 0.0176(9) 0.0274(11) -0.0020(8) -0.0014(8) -0.0019(8) C55 0.0267(11) 0.0179(9) 0.0273(11) 0.0029(8) 0.0017(9) -0.0049(8) C56 0.0242(10) 0.0182(9) 0.0183(9) 0.0021(8) 0.0020(8) -0.0034(8) C61 0.0164(8) 0.0162(8) 0.0146(8) 0.0001(7) 0.0041(7) 0.0000(7) C62 0.0166(9) 0.0190(9) 0.0171(9) 0.0009(7) 0.0032(7) -0.0002(7) C63 0.0192(9) 0.0246(10) 0.0193(10) 0.0001(8) 0.0033(8) 0.0036(8) C64 0.0251(11) 0.0191(10) 0.0225(10) 0.0023(8) 0.0022(8) 0.0048(8) C65 0.0251(11) 0.0187(10) 0.0287(12) 0.0051(8) 0.0032(9) -0.0011(8) C66 0.0180(9) 0.0199(9) 0.0218(10) 0.0021(8) 0.0031(7) -0.0017(7) C71 0.0190(9) 0.0169(8) 0.0155(9) -0.0006(7) 0.0046(7) -0.0012(7) C72 0.0214(10) 0.0223(10) 0.0187(10) -0.0005(8) 0.0051(8) 0.0015(8) C73 0.0264(11) 0.0293(11) 0.0199(10) -0.0020(9) 0.0091(9) 0.0006(9) C74 0.0336(12) 0.0224(10) 0.0164(9) -0.0025(8) 0.0075(9) -0.0049(9) C75 0.0357(13) 0.0282(12) 0.0152(10) 0.0022(8) 0.0025(9) 0.0050(10) C76 0.0254(11) 0.0271(11) 0.0179(10) -0.0007(8) 0.0036(8) 0.0067(9) C99 0.0378(15) 0.0326(14) 0.0387(16) 0.0071(12) -0.0011(12) -0.0008(12) B1 0.0312(15) 0.0259(13) 0.0366(16) -0.0024(12) 0.0075(12) -0.0015(11) N1 0.0177(9) 0.0250(10) 0.0299(11) -0.0039(8) -0.0003(7) -0.0002(7) N2 0.0369(12) 0.0278(11) 0.0256(10) 0.0056(8) 0.0116(9) -0.0033(9) P1 0.0138(2) 0.0134(2) 0.0135(2) 0.00122(17) 0.00209(17) 0.00017(17) P2 0.0141(2) 0.0149(2) 0.0130(2) -0.00016(17) 0.00268(17) -0.00087(17) Cl1 0.0225(2) 0.0215(2) 0.0217(2) -0.00824(19) 0.00484(19) -0.00432(18) Cl2 0.0380(4) 0.0431(4) 0.0340(3) 0.0145(3) -0.0040(3) -0.0025(3) Cl3 0.0536(5) 0.0422(4) 0.0466(5) 0.0124(3) 0.0002(4) -0.0133(4) Pt1 0.01259(4) 0.01390(4) 0.01292(4) -0.00057(2) 0.00147(2) -0.00063(2) _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 C1 N1 1.320(3) . Y C1 C2 1.434(3) . Y C1 Pt1 2.032(2) . Y C2 C5 1.370(4) . Y C2 C3 1.521(3) . Y C3 C4 1.531(4) . Y C3 H3A 0.9700 . N C3 H3B 0.9700 . N C4 N1 1.482(3) . Y C4 H4A 0.9700 . N C4 H4B 0.9700 . N C5 N2 1.338(3) . Y C5 H5 0.9300 . N C6 N1 1.443(4) . Y C6 H6A 0.9600 . N C6 H6B 0.9600 . N C6 H6C 0.9600 . N C7 N2 1.460(4) . Y C7 H7A 0.9600 . N C7 H7B 0.9600 . N C7 H7C 0.9600 . N C8 N2 1.457(4) . Y C8 H8A 0.9600 . N C8 H8B 0.9600 . N C8 H8C 0.9600 . N C21 C26 1.395(3) . Y C21 C22 1.405(3) . Y C21 P1 1.818(2) . Y C22 C23 1.385(3) . Y C22 H22 0.9300 . N C23 C24 1.391(4) . Y C23 H23 0.9300 . N C24 C25 1.388(4) . Y C24 H24 0.9300 . N C25 C26 1.399(3) . Y C25 H25 0.9300 . N C26 H26 0.9300 . N C31 C36 1.399(3) . Y C31 C32 1.405(3) . Y C31 P1 1.814(2) . Y C32 C33 1.391(3) . Y C32 H32 0.9300 . N C33 C34 1.391(4) . Y C33 H33 0.9300 . N C34 C35 1.392(4) . Y C34 H34 0.9300 . N C35 C36 1.394(3) . Y C35 H35 0.9300 . N C36 H36 0.9300 . N C41 C42 1.399(3) . Y C41 C46 1.399(3) . Y C41 P1 1.833(2) . Y C42 C43 1.392(3) . Y C42 H42 0.9300 . N C43 C44 1.394(3) . Y C43 H43 0.9300 . N C44 C45 1.383(4) . Y C44 H44 0.9300 . N C45 C46 1.396(3) . Y C45 H45 0.9300 . N C46 H46 0.9300 . N C51 C56 1.392(3) . Y C51 C52 1.403(3) . Y C51 P2 1.833(2) . Y C52 C53 1.393(3) . Y C52 H52 0.9300 . N C53 C54 1.389(3) . Y C53 H53 0.9300 . N C54 C55 1.391(4) . Y C54 H54 0.9300 . N C55 C56 1.397(3) . Y C55 H55 0.9300 . N C56 H56 0.9300 . N C61 C66 1.398(3) . Y C61 C62 1.402(3) . Y C61 P2 1.834(2) . Y C62 C63 1.391(3) . Y C62 H62 0.9300 . N C63 C64 1.392(3) . Y C63 H63 0.9300 . N C64 C65 1.389(4) . Y C64 H64 0.9300 . N C65 C66 1.400(3) . Y C65 H65 0.9300 . N C66 H66 0.9300 . N C71 C72 1.394(3) . Y C71 C76 1.397(3) . Y C71 P2 1.823(2) . Y C72 C73 1.396(3) . Y C72 H72 0.9300 . N C73 C74 1.391(4) . Y C73 H73 0.9300 . N C74 C75 1.383(4) . Y C74 H74 0.9300 . N C75 C76 1.394(3) . Y C75 H75 0.9300 . N C76 H76 0.9300 . N C99 Cl3 1.755(3) . Y C99 Cl2 1.776(3) . Y C99 H99A 0.9700 . N C99 H99B 0.9700 . N B1 F3B 1.318(8) . Y B1 F2B 1.357(5) . Y B1 F4B 1.383(6) . Y B1 F1B 1.390(5) . Y B1 F1A 1.417(7) . Y B1 F4A 1.418(7) . Y B1 F2A 1.437(6) . Y B1 F3A 1.441(5) . Y F2B F3B 1.772(9) . Y P1 Pt1 2.2470(5) . Y P2 Pt1 2.3535(5) . Y Cl1 Pt1 2.3517(5) . Y loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 109.9(2) . . Y N1 C1 Pt1 125.61(19) . . Y C2 C1 Pt1 124.41(17) . . Y C5 C2 C1 118.6(2) . . Y C5 C2 C3 132.3(2) . . Y C1 C2 C3 109.1(2) . . Y C2 C3 C4 103.1(2) . . Y C2 C3 H3A 111.2 . . N C4 C3 H3A 111.2 . . N C2 C3 H3B 111.2 . . N C4 C3 H3B 111.2 . . N H3A C3 H3B 109.1 . . N N1 C4 C3 104.9(2) . . Y N1 C4 H4A 110.8 . . N C3 C4 H4A 110.8 . . N N1 C4 H4B 110.8 . . N C3 C4 H4B 110.8 . . N H4A C4 H4B 108.8 . . N N2 C5 C2 133.2(2) . . Y N2 C5 H5 113.4 . . N C2 C5 H5 113.4 . . N N1 C6 H6A 109.5 . . N N1 C6 H6B 109.5 . . N H6A C6 H6B 109.5 . . N N1 C6 H6C 109.5 . . N H6A C6 H6C 109.5 . . N H6B C6 H6C 109.5 . . N N2 C7 H7A 109.5 . . N N2 C7 H7B 109.5 . . N H7A C7 H7B 109.5 . . N N2 C7 H7C 109.5 . . N H7A C7 H7C 109.5 . . N H7B C7 H7C 109.5 . . N N2 C8 H8A 109.5 . . N N2 C8 H8B 109.5 . . N H8A C8 H8B 109.5 . . N N2 C8 H8C 109.5 . . N H8A C8 H8C 109.5 . . N H8B C8 H8C 109.5 . . N C26 C21 C22 119.3(2) . . Y C26 C21 P1 121.12(17) . . Y C22 C21 P1 119.58(16) . . Y C23 C22 C21 120.1(2) . . Y C23 C22 H22 120.0 . . N C21 C22 H22 120.0 . . N C22 C23 C24 120.2(2) . . Y C22 C23 H23 119.9 . . N C24 C23 H23 119.9 . . N C25 C24 C23 120.4(2) . . Y C25 C24 H24 119.8 . . N C23 C24 H24 119.8 . . N C24 C25 C26 119.5(2) . . Y C24 C25 H25 120.2 . . N C26 C25 H25 120.2 . . N C21 C26 C25 120.5(2) . . Y C21 C26 H26 119.8 . . N C25 C26 H26 119.8 . . N C36 C31 C32 119.6(2) . . Y C36 C31 P1 123.14(17) . . Y C32 C31 P1 117.13(16) . . Y C33 C32 C31 120.3(2) . . Y C33 C32 H32 119.8 . . N C31 C32 H32 119.8 . . N C34 C33 C32 119.7(2) . . Y C34 C33 H33 120.1 . . N C32 C33 H33 120.1 . . N C33 C34 C35 120.3(2) . . Y C33 C34 H34 119.9 . . N C35 C34 H34 119.9 . . N C34 C35 C36 120.4(2) . . Y C34 C35 H35 119.8 . . N C36 C35 H35 119.8 . . N C35 C36 C31 119.7(2) . . Y C35 C36 H36 120.2 . . N C31 C36 H36 120.2 . . N C42 C41 C46 119.0(2) . . Y C42 C41 P1 119.88(16) . . Y C46 C41 P1 121.09(17) . . Y C43 C42 C41 120.3(2) . . Y C43 C42 H42 119.9 . . N C41 C42 H42 119.9 . . N C42 C43 C44 120.2(2) . . Y C42 C43 H43 119.9 . . N C44 C43 H43 119.9 . . N C45 C44 C43 120.0(2) . . Y C45 C44 H44 120.0 . . N C43 C44 H44 120.0 . . N C44 C45 C46 120.1(2) . . Y C44 C45 H45 120.0 . . N C46 C45 H45 120.0 . . N C45 C46 C41 120.5(2) . . Y C45 C46 H46 119.7 . . N C41 C46 H46 119.7 . . N C56 C51 C52 119.1(2) . . Y C56 C51 P2 121.98(17) . . Y C52 C51 P2 118.95(16) . . Y C53 C52 C51 120.5(2) . . Y C53 C52 H52 119.7 . . N C51 C52 H52 119.7 . . N C54 C53 C52 120.0(2) . . Y C54 C53 H53 120.0 . . N C52 C53 H53 120.0 . . N C53 C54 C55 119.9(2) . . Y C53 C54 H54 120.1 . . N C55 C54 H54 120.1 . . N C54 C55 C56 120.2(2) . . Y C54 C55 H55 119.9 . . N C56 C55 H55 119.9 . . N C51 C56 C55 120.3(2) . . Y C51 C56 H56 119.9 . . N C55 C56 H56 119.9 . . N C66 C61 C62 118.5(2) . . Y C66 C61 P2 120.88(16) . . Y C62 C61 P2 120.63(16) . . Y C63 C62 C61 120.8(2) . . Y C63 C62 H62 119.6 . . N C61 C62 H62 119.6 . . N C62 C63 C64 120.4(2) . . Y C62 C63 H63 119.8 . . N C64 C63 H63 119.8 . . N C65 C64 C63 119.4(2) . . Y C65 C64 H64 120.3 . . N C63 C64 H64 120.3 . . N C64 C65 C66 120.4(2) . . Y C64 C65 H65 119.8 . . N C66 C65 H65 119.8 . . N C61 C66 C65 120.6(2) . . Y C61 C66 H66 119.7 . . N C65 C66 H66 119.7 . . N C72 C71 C76 119.2(2) . . Y C72 C71 P2 122.67(18) . . Y C76 C71 P2 118.00(17) . . Y C71 C72 C73 120.1(2) . . Y C71 C72 H72 120.0 . . N C73 C72 H72 120.0 . . N C74 C73 C72 120.0(2) . . Y C74 C73 H73 120.0 . . N C72 C73 H73 120.0 . . N C75 C74 C73 120.3(2) . . Y C75 C74 H74 119.9 . . N C73 C74 H74 119.9 . . N C74 C75 C76 119.7(2) . . Y C74 C75 H75 120.2 . . N C76 C75 H75 120.2 . . N C75 C76 C71 120.6(2) . . Y C75 C76 H76 119.7 . . N C71 C76 H76 119.7 . . N Cl3 C99 Cl2 111.48(17) . . Y Cl3 C99 H99A 109.3 . . N Cl2 C99 H99A 109.3 . . N Cl3 C99 H99B 109.3 . . N Cl2 C99 H99B 109.3 . . N H99A C99 H99B 108.0 . . N F3B B1 F2B 83.0(4) . . Y F3B B1 F4B 124.1(6) . . Y F2B B1 F4B 123.2(4) . . Y F3B B1 F1B 101.1(4) . . Y F2B B1 F1B 112.2(3) . . Y F4B B1 F1B 109.5(4) . . Y F3B B1 F1A 114.1(5) . . Y F2B B1 F1A 115.4(4) . . Y F4B B1 F1A 98.3(4) . . Y F3B B1 F4A 132.5(6) . . Y F2B B1 F4A 105.0(5) . . Y F1B B1 F4A 117.4(4) . . Y F1A B1 F4A 104.5(4) . . Y F3B B1 F2A 109.0(5) . . Y F4B B1 F2A 104.7(4) . . Y F1B B1 F2A 107.5(3) . . Y F1A B1 F2A 104.6(4) . . Y F4A B1 F2A 85.8(5) . . Y F2B B1 F3A 107.8(3) . . Y F4B B1 F3A 93.5(4) . . Y F1B B1 F3A 108.2(3) . . Y F1A B1 F3A 117.2(4) . . Y F4A B1 F3A 105.7(4) . . Y F2A B1 F3A 131.2(4) . . Y C1 N1 C6 127.0(2) . . Y C1 N1 C4 113.1(2) . . Y C6 N1 C4 119.9(2) . . Y C5 N2 C8 120.2(2) . . Y C5 N2 C7 124.6(3) . . Y C8 N2 C7 115.2(3) . . Y B1 F2B F3B 47.6(3) . . Y B1 F3B F2B 49.5(3) . . Y C31 P1 C21 108.06(10) . . Y C31 P1 C41 102.35(10) . . Y C21 P1 C41 101.45(10) . . Y C31 P1 Pt1 113.09(7) . . Y C21 P1 Pt1 115.60(7) . . Y C41 P1 Pt1 114.87(7) . . Y C71 P2 C51 102.92(10) . . Y C71 P2 C61 106.75(10) . . Y C51 P2 C61 101.70(10) . . Y C71 P2 Pt1 111.04(8) . . Y C51 P2 Pt1 122.90(7) . . Y C61 P2 Pt1 110.16(7) . . Y C1 Pt1 P1 89.59(6) . . Y C1 Pt1 Cl1 84.95(6) . . Y P1 Pt1 Cl1 171.87(2) . . Y C1 Pt1 P2 167.47(7) . . Y P1 Pt1 P2 100.248(19) . . Y Cl1 Pt1 P2 86.017(19) . . Y _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 33.31 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 1.558 _refine_diff_density_min -2.823 _refine_diff_density_rms 0.132 # Attachment '6.cif' data_6 _database_code_depnum_ccdc_archive 'CCDC 788138' #TrackingRef '6.cif' _audit_creation_date 2010-07-28 _audit_block_code AVM-AB-172-01 _chemical_name_systematic ; 1-chloro-2-(dimethyl-amino-methylidenyl)-cyclopent-5-en-5-yl- methylidenyl-dimethylammonium tetrafluoroborate ; _chemical_melting_point ? _chemical_compound_source acetonitrile/diethylether _chemical_formula_moiety 'C11 H18 Cl N2 1+, B F4 1-' _chemical_formula_sum 'C11 H18 B Cl F4 N2' _chemical_formula_weight 300.53 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 '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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.6530(7) _cell_length_b 12.1577(11) _cell_length_c 16.2528(14) _cell_angle_alpha 106.620(2) _cell_angle_beta 91.767(2) _cell_angle_gamma 102.890(2) _cell_volume 1405.2(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100 _cell_measurement_reflns_used 40482 _cell_measurement_theta_min 2.62 _cell_measurement_theta_max 30.05 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.05 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.421 _exptl_crystal_density_method ? _exptl_crystal_F_000 624 _exptl_absorpt_coefficient_mu 0.304 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.91 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details 'SADABS, Bruker AXS (2008)' _exptl_special_details ; Crystal mounted on a MiTeGen loop using Perfluoropolyether PFO-XR75 ; _diffrn_ambient_temperature 100 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source '0.2 x 2mm^2^ focus rotating anode' _diffrn_radiation_monochromator 'Incoatec Helios mirrors' _diffrn_measurement_device_type 'Bruker-AXS Kappa Mach3 APEX-II' _diffrn_measurement_method 'CCD \f- and \w-scans' _diffrn_detector_area_resol_mean 66.67 _diffrn_reflns_number 40280 _diffrn_reflns_av_R_equivalents 0.0383 _diffrn_reflns_av_sigmaI/netI 0.0311 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.88 _diffrn_reflns_theta_max 30.70 _reflns_number_total 8635 _reflns_number_gt 6051 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2008)' _computing_cell_refinement 'SAINT software (Bruker AXS, 2004)' _computing_data_reduction 'SAINT software (Bruker AXS, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Crystal Impact GbR, 2006)' _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 two independent tetrafluoroborate anions are rotationally disordered. Fluorine atoms were split and refined with isotropic atomic displacment parameters. Highest peak 1.35 at 0.1749 0.8374 0.1137 [ 0.78 A from F4A ] Deepest hole -1.02 at 0.2213 0.1967 0.3701 [ 0.57 A from F6A ] ; _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^)+(0.0724P)^2^+0.4124P] 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_number_reflns 8635 _refine_ls_number_parameters 343 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1157 _refine_ls_R_factor_gt 0.0845 _refine_ls_wR_factor_ref 0.2497 _refine_ls_wR_factor_gt 0.2333 _refine_ls_goodness_of_fit_ref 1.772 _refine_ls_restrained_S_all 1.772 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.9955(3) 0.5033(2) 0.25394(16) 0.0287(5) Uani 1 1 d . . . C2 C 0.9032(4) 0.4168(2) 0.28806(17) 0.0314(5) Uani 1 1 d . . . C3 C 0.9556(4) 0.4606(3) 0.38521(18) 0.0381(6) Uani 1 1 d . . . H3A H 1.0212 0.4082 0.4030 0.046 Uiso 1 1 calc R . . H3B H 0.8472 0.4629 0.4168 0.046 Uiso 1 1 calc R . . C4 C 1.0771(4) 0.5854(3) 0.40334(17) 0.0358(6) Uani 1 1 d . . . H4A H 1.0198 0.6451 0.4395 0.043 Uiso 1 1 calc R . . H4B H 1.1950 0.5916 0.4335 0.043 Uiso 1 1 calc R . . C5 C 1.1010(3) 0.6036(2) 0.31517(16) 0.0297(5) Uani 1 1 d . . . C6 C 0.7849(4) 0.3149(2) 0.23622(19) 0.0344(6) Uani 1 1 d . . . H6 H 0.7730 0.3084 0.1765 0.041 Uiso 1 1 calc R . . C7 C 0.5669(5) 0.1264(3) 0.1919(3) 0.0534(9) Uani 1 1 d . . . H7A H 0.5697 0.1433 0.1364 0.080 Uiso 1 1 calc R . . H7B H 0.4435 0.1158 0.2083 0.080 Uiso 1 1 calc R . . H7C H 0.6076 0.0541 0.1867 0.080 Uiso 1 1 calc R . . C8 C 0.6853(6) 0.2152(4) 0.3454(3) 0.0629(11) Uani 1 1 d . . . H8A H 0.8060 0.2511 0.3761 0.094 Uiso 1 1 calc R . . H8B H 0.6507 0.1315 0.3426 0.094 Uiso 1 1 calc R . . H8C H 0.5989 0.2562 0.3761 0.094 Uiso 1 1 calc R . . C9 C 1.1991(3) 0.6982(2) 0.29195(17) 0.0311(5) Uani 1 1 d . . . H9 H 1.1912 0.6885 0.2317 0.037 Uiso 1 1 calc R . . C10 C 1.3374(5) 0.8346(3) 0.4346(2) 0.0552(9) Uani 1 1 d . . . H10A H 1.2309 0.7995 0.4587 0.083 Uiso 1 1 calc R . . H10B H 1.3642 0.9210 0.4580 0.083 Uiso 1 1 calc R . . H10C H 1.4406 0.8065 0.4500 0.083 Uiso 1 1 calc R . . C11 C 1.3918(4) 0.8881(3) 0.3012(2) 0.0446(7) Uani 1 1 d . . . H11A H 1.3690 0.8558 0.2382 0.067 Uiso 1 1 calc R . . H11B H 1.5218 0.9089 0.3182 0.067 Uiso 1 1 calc R . . H11C H 1.3449 0.9590 0.3207 0.067 Uiso 1 1 calc R . . N1 N 0.6859(3) 0.2253(2) 0.25793(17) 0.0400(6) Uani 1 1 d . . . N2 N 1.3024(3) 0.8002(2) 0.34048(16) 0.0372(5) Uani 1 1 d . . . Cl1 Cl 0.97970(10) 0.48787(6) 0.14534(4) 0.03709(19) Uani 1 1 d . . . C21 C 0.5005(4) 0.5087(3) 0.24715(17) 0.0346(6) Uani 1 1 d . . . C22 C 0.4080(4) 0.4226(3) 0.17402(18) 0.0385(6) Uani 1 1 d . . . C23 C 0.4578(4) 0.4661(3) 0.09680(19) 0.0447(7) Uani 1 1 d . . . H23A H 0.3484 0.4668 0.0630 0.054 Uiso 1 1 calc R . . H23B H 0.5248 0.4146 0.0586 0.054 Uiso 1 1 calc R . . C24 C 0.5764(5) 0.5916(3) 0.13501(19) 0.0443(7) Uani 1 1 d . . . H24A H 0.6931 0.5994 0.1099 0.053 Uiso 1 1 calc R . . H24B H 0.5156 0.6503 0.1234 0.053 Uiso 1 1 calc R . . C25 C 0.6050(4) 0.6104(3) 0.23145(18) 0.0369(6) Uani 1 1 d . . . C26 C 0.2890(4) 0.3201(3) 0.17876(19) 0.0392(6) Uani 1 1 d . . . H26 H 0.2750 0.3149 0.2355 0.047 Uiso 1 1 calc R . . C27 C 0.0669(5) 0.1341(3) 0.1372(3) 0.0542(8) Uani 1 1 d . . . H27A H 0.0601 0.1550 0.1997 0.081 Uiso 1 1 calc R . . H27B H 0.1085 0.0611 0.1178 0.081 Uiso 1 1 calc R . . H27C H -0.0526 0.1221 0.1078 0.081 Uiso 1 1 calc R . . C28 C 0.2015(6) 0.2130(4) 0.0244(2) 0.0740(13) Uani 1 1 d . . . H28A H 0.1115 0.2473 0.0033 0.111 Uiso 1 1 calc R . . H28B H 0.1766 0.1283 -0.0066 0.111 Uiso 1 1 calc R . . H28C H 0.3219 0.2523 0.0144 0.111 Uiso 1 1 calc R . . C29 C 0.7049(4) 0.7042(3) 0.2972(2) 0.0396(6) Uani 1 1 d . . . H29 H 0.6972 0.6951 0.3532 0.048 Uiso 1 1 calc R . . C30 C 0.8499(5) 0.8365(4) 0.2155(3) 0.0606(10) Uani 1 1 d . . . H30A H 0.9246 0.7867 0.1831 0.091 Uiso 1 1 calc R . . H30B H 0.9150 0.9198 0.2305 0.091 Uiso 1 1 calc R . . H30C H 0.7371 0.8239 0.1801 0.091 Uiso 1 1 calc R . . C31 C 0.8959(5) 0.8958(4) 0.3738(3) 0.0568(9) Uani 1 1 d . . . H31A H 0.8775 0.8638 0.4227 0.085 Uiso 1 1 calc R . . H31B H 0.8428 0.9641 0.3829 0.085 Uiso 1 1 calc R . . H31C H 1.0253 0.9205 0.3693 0.085 Uiso 1 1 calc R . . N3 N 0.1933(4) 0.2297(3) 0.11691(18) 0.0460(6) Uani 1 1 d . . . N4 N 0.8098(4) 0.8051(3) 0.29456(18) 0.0440(6) Uani 1 1 d . . . Cl2 Cl 0.48695(11) 0.49393(7) 0.34883(4) 0.0434(2) Uani 1 1 d . . . B1 B 0.2985(5) 0.8092(4) 0.0550(2) 0.0440(8) Uani 1 1 d . . . B2 B 0.7890(6) 0.7957(4) 0.5786(2) 0.0462(8) Uani 1 1 d . . . F1A F 0.4782(9) 0.8517(6) 0.0970(4) 0.0492(16) Uiso 0.50 1 d P A 1 F2A F 0.2069(8) 0.7012(6) 0.0690(4) 0.0736(15) Uiso 0.50 1 d P A 1 F3A F 0.2705(7) 0.7955(5) -0.0298(4) 0.0718(14) Uiso 0.50 1 d P A 1 F4A F 0.2137(7) 0.8934(5) 0.0997(4) 0.0728(13) Uiso 0.50 1 d P A 1 F5A F 0.9531(9) 0.8092(6) 0.5440(5) 0.0629(18) Uiso 0.50 1 d P B 2 F6A F 0.7715(11) 0.7875(7) 0.6597(5) 0.089(2) Uiso 0.50 1 d P B 2 F7A F 0.7202(8) 0.8895(6) 0.5675(4) 0.0570(15) Uiso 0.50 1 d P B 2 F8A F 0.7169(11) 0.6764(7) 0.5379(6) 0.094(2) Uiso 0.50 1 d P B 2 F1B F 0.4649(11) 0.8252(7) 0.0923(5) 0.067(2) Uiso 0.50 1 d P A 3 F2B F 0.1818(10) 0.7552(7) 0.0947(5) 0.102(2) Uiso 0.50 1 d P A 3 F3B F 0.3256(8) 0.7519(5) -0.0304(4) 0.0746(14) Uiso 0.50 1 d P A 3 F4B F 0.2566(10) 0.9119(7) 0.0492(5) 0.105(2) Uiso 0.50 1 d P A 3 F5B F 0.9690(11) 0.8163(7) 0.5665(5) 0.077(2) Uiso 0.50 1 d P B 4 F6B F 0.8028(11) 0.8308(8) 0.6660(5) 0.094(2) Uiso 0.50 1 d P B 4 F7B F 0.6964(10) 0.8610(7) 0.5484(5) 0.077(2) Uiso 0.50 1 d P B 4 F8B F 0.6698(12) 0.6952(8) 0.5260(6) 0.107(3) Uiso 0.50 1 d P B 4 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 C1 0.0309(12) 0.0317(13) 0.0261(11) 0.0100(10) 0.0049(9) 0.0106(10) C2 0.0338(12) 0.0330(14) 0.0291(12) 0.0107(10) 0.0039(10) 0.0095(10) C3 0.0438(15) 0.0404(16) 0.0302(13) 0.0152(12) 0.0011(11) 0.0046(12) C4 0.0441(15) 0.0365(15) 0.0250(12) 0.0084(11) 0.0053(10) 0.0071(12) C5 0.0325(12) 0.0297(13) 0.0273(11) 0.0084(10) 0.0036(9) 0.0087(10) C6 0.0347(13) 0.0319(14) 0.0373(14) 0.0103(11) 0.0048(11) 0.0093(11) C7 0.0522(19) 0.0353(17) 0.064(2) 0.0124(15) -0.0003(16) -0.0031(14) C8 0.066(2) 0.061(2) 0.061(2) 0.0387(19) -0.0055(18) -0.0116(18) C9 0.0320(12) 0.0323(13) 0.0302(12) 0.0098(10) 0.0057(10) 0.0092(10) C10 0.065(2) 0.0483(19) 0.0387(17) 0.0102(14) -0.0076(15) -0.0084(16) C11 0.0437(16) 0.0372(16) 0.0510(18) 0.0159(14) 0.0116(13) 0.0015(13) N1 0.0395(12) 0.0327(13) 0.0460(14) 0.0136(11) 0.0002(10) 0.0033(10) N2 0.0397(12) 0.0334(12) 0.0348(12) 0.0097(10) 0.0038(9) 0.0020(10) Cl1 0.0437(4) 0.0421(4) 0.0249(3) 0.0110(3) 0.0029(2) 0.0082(3) C21 0.0397(14) 0.0441(16) 0.0262(12) 0.0116(11) 0.0059(10) 0.0213(12) C22 0.0421(15) 0.0495(17) 0.0292(13) 0.0121(12) 0.0070(11) 0.0213(13) C23 0.0488(17) 0.059(2) 0.0278(13) 0.0136(13) 0.0063(12) 0.0147(15) C24 0.0546(18) 0.0553(19) 0.0299(13) 0.0178(13) 0.0060(12) 0.0210(15) C25 0.0401(14) 0.0478(17) 0.0303(13) 0.0152(12) 0.0058(11) 0.0212(12) C26 0.0413(15) 0.0461(17) 0.0340(14) 0.0107(12) 0.0061(11) 0.0201(13) C27 0.0536(19) 0.048(2) 0.058(2) 0.0119(16) 0.0034(16) 0.0120(16) C28 0.068(3) 0.092(3) 0.0380(18) -0.002(2) 0.0073(17) -0.003(2) C29 0.0398(14) 0.0483(17) 0.0358(14) 0.0135(13) 0.0061(11) 0.0198(13) C30 0.062(2) 0.066(2) 0.056(2) 0.0296(19) 0.0049(17) 0.0047(19) C31 0.0490(19) 0.059(2) 0.055(2) 0.0117(17) -0.0006(16) 0.0075(16) N3 0.0432(14) 0.0502(16) 0.0427(14) 0.0084(12) 0.0052(11) 0.0146(12) N4 0.0429(13) 0.0484(16) 0.0429(14) 0.0154(12) 0.0038(11) 0.0136(12) Cl2 0.0529(4) 0.0546(5) 0.0279(3) 0.0159(3) 0.0058(3) 0.0186(3) B1 0.052(2) 0.045(2) 0.0347(16) 0.0077(14) 0.0014(14) 0.0175(16) B2 0.055(2) 0.047(2) 0.0342(17) 0.0082(15) 0.0023(15) 0.0119(17) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.392(4) . y C1 C5 1.395(4) . y C1 Cl1 1.718(3) . y C2 C6 1.386(4) . y C2 C3 1.524(4) . y C3 C4 1.533(4) . y C4 C5 1.522(3) . y C5 C9 1.382(4) . y C6 N1 1.324(4) . y C7 N1 1.463(4) . y C8 N1 1.461(4) . y C9 N2 1.322(4) . y C10 N2 1.464(4) . y C11 N2 1.453(4) . y C21 C22 1.384(4) . y C21 C25 1.408(4) . y C21 Cl2 1.717(3) . y C22 C26 1.394(5) . y C22 C23 1.523(4) . y C23 C24 1.531(5) . y C24 C25 1.520(4) . y C25 C29 1.375(4) . y C26 N3 1.311(4) . y C27 N3 1.460(5) . y C28 N3 1.464(5) . y C29 N4 1.320(4) . y C30 N4 1.464(4) . y C31 N4 1.456(5) . y B1 F2B 1.289(8) . y B1 F1B 1.342(9) . y B1 F3A 1.343(6) . y B1 F4A 1.378(7) . y B1 F4B 1.384(8) . y B1 F3B 1.407(7) . y B1 F2A 1.427(7) . y B1 F1A 1.431(7) . y B2 F7B 1.352(9) . y B2 F6B 1.355(9) . y B2 F6A 1.358(9) . y B2 F5B 1.375(9) . y B2 F8B 1.383(10) . y B2 F8A 1.384(9) . y B2 F5A 1.388(8) . y B2 F7A 1.410(8) . y 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 C2 C1 C5 114.5(2) . . y C2 C1 Cl1 122.7(2) . . y C5 C1 Cl1 122.8(2) . . y C6 C2 C1 121.5(2) . . y C6 C2 C3 131.2(2) . . y C1 C2 C3 107.2(2) . . y C2 C3 C4 105.4(2) . . y C5 C4 C3 105.4(2) . . y C9 C5 C1 121.7(2) . . y C9 C5 C4 131.0(2) . . y C1 C5 C4 107.3(2) . . y N1 C6 C2 129.3(3) . . y N2 C9 C5 130.1(3) . . y C6 N1 C8 124.8(3) . . y C6 N1 C7 120.0(3) . . y C8 N1 C7 115.2(3) . . y C9 N2 C11 120.3(2) . . y C9 N2 C10 124.9(2) . . y C11 N2 C10 114.8(3) . . y C22 C21 C25 114.5(3) . . y C22 C21 Cl2 122.8(2) . . y C25 C21 Cl2 122.7(2) . . y C21 C22 C26 121.8(3) . . y C21 C22 C23 107.4(3) . . y C26 C22 C23 130.7(3) . . y C22 C23 C24 105.4(2) . . y C25 C24 C23 105.6(2) . . y C29 C25 C21 121.8(3) . . y C29 C25 C24 131.4(3) . . y C21 C25 C24 106.8(3) . . y N3 C26 C22 129.9(3) . . y N4 C29 C25 130.0(3) . . y C26 N3 C27 120.6(3) . . y C26 N3 C28 125.3(3) . . y C27 N3 C28 114.2(3) . . y C29 N4 C31 120.6(3) . . y C29 N4 C30 124.9(3) . . y C31 N4 C30 114.5(3) . . y F2B B1 F1B 109.5(5) . . y F2B B1 F3A 121.9(5) . . y F1B B1 F3A 120.7(5) . . y F2B B1 F4A 74.8(5) . . y F1B B1 F4A 111.7(5) . . y F3A B1 F4A 108.6(4) . . y F2B B1 F4B 110.9(6) . . y F1B B1 F4B 114.3(5) . . y F3A B1 F4B 74.0(5) . . y F2B B1 F3B 120.0(5) . . y F1B B1 F3B 98.4(5) . . y F4A B1 F3B 140.0(4) . . y F4B B1 F3B 103.3(5) . . y F1B B1 F2A 101.7(5) . . y F3A B1 F2A 107.3(4) . . y F4A B1 F2A 105.6(4) . . y F4B B1 F2A 137.3(5) . . y F3B B1 F2A 92.9(4) . . y F2B B1 F1A 115.6(5) . . y F3A B1 F1A 119.5(4) . . y F4A B1 F1A 102.6(4) . . y F4B B1 F1A 102.4(5) . . y F3B B1 F1A 102.5(4) . . y F2A B1 F1A 112.3(4) . . y F7B B2 F6B 109.6(6) . . y F7B B2 F6A 119.7(5) . . y F7B B2 F5B 115.1(6) . . y F6B B2 F5B 99.3(5) . . y F6A B2 F5B 108.4(5) . . y F7B B2 F8B 88.3(5) . . y F6B B2 F8B 125.0(6) . . y F6A B2 F8B 104.6(6) . . y F5B B2 F8B 119.8(6) . . y F7B B2 F8A 110.1(6) . . y F6B B2 F8A 116.4(6) . . y F6A B2 F8A 95.0(6) . . y F5B B2 F8A 106.0(6) . . y F7B B2 F5A 106.1(5) . . y F6B B2 F5A 114.2(5) . . y F6A B2 F5A 123.0(5) . . y F8B B2 F5A 109.1(5) . . y F8A B2 F5A 99.6(5) . . y F6B B2 F7A 96.6(5) . . y F6A B2 F7A 110.5(5) . . y F5B B2 F7A 109.4(5) . . y F8B B2 F7A 104.0(5) . . y F8A B2 F7A 125.9(5) . . y F5A B2 F7A 104.3(5) . . y _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 30.70 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.242 _refine_diff_density_min -1.027 _refine_diff_density_rms 0.093 # Attachment '7.cif' data_7 _database_code_depnum_ccdc_archive 'CCDC 788139' #TrackingRef '7.cif' _audit_creation_date 2010-07-29 _audit_block_code RKI-RE-150-01 _chemical_name_systematic ; 2,5-di-(dimethyl-aminomethylidenyl)-cylcopentan-1-ylidene-chloro- bis(triphenylphosphine)palladium(ii) tetrafluoroborate dichloromethane solute ; _chemical_melting_point ? _chemical_compound_source dichloromethane/diethylether _chemical_formula_moiety 'C47 H48 Cl N2 P2 Pd 1+, C H2 Cl2, B F4 1-' _chemical_formula_sum 'C48 H50 B Cl3 F4 N2 P2 Pd' _chemical_formula_weight 1016.40 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' B B 0.0013 0.0007 '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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c _symmetry_space_group_name_Hall '-p 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 15.1142(25) _cell_length_b 19.5329(32) _cell_length_c 21.5750(26) _cell_angle_alpha 90.00 _cell_angle_beta 134.308(8) _cell_angle_gamma 90.00 _cell_volume 4557.9(13) _cell_formula_units_Z 4 _cell_measurement_temperature 100 _cell_measurement_reflns_used 251834 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 36.32 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.05 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.481 _exptl_crystal_density_method ? _exptl_crystal_F_000 2080 _exptl_absorpt_coefficient_mu 0.706 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.62 _exptl_absorpt_correction_T_max 0.75 _exptl_absorpt_process_details 'TWINABS (Bruker AXS, 2004)' _exptl_special_details ; Crystal mounted on a MiTeGen loop using Perfluoropolyether PFO-XR75 ; _diffrn_ambient_temperature 100 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_radiation_source '0.2 x 2mm^2^ focus rotating anode' _diffrn_radiation_monochromator 'Incoatec Helios mirrors' _diffrn_measurement_device_type 'Bruker-AXS Kappa Mach3 APEX-II' _diffrn_measurement_method 'CCD \f- and \w-scans' _diffrn_detector_area_resol_mean 66.67 _diffrn_reflns_number 251840 _diffrn_reflns_av_R_equivalents 0.0622 _diffrn_reflns_av_sigmaI/netI 0.0517 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -32 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 6.80 _diffrn_reflns_theta_max 36.72 _reflns_number_total 23291 _reflns_number_gt 18801 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2008)' _computing_cell_refinement 'SAINT software (Bruker AXS, 2004)' _computing_data_reduction 'SAINT software (Bruker AXS, 2004)' _computing_structure_solution 'SHELXS-97 (G. M. Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (G. M. Sheldrick, 2008)' _computing_molecular_graphics 'DIAMOND (Crystal Impact GbR, 2005)' _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 crystal was non-merohedrally twinned [-1 0 0 0 -1 0 0 0 -1 2]. The methylene group of the solute dichloromethane is disordered over two positions with an occupancy of 0.6:0.4. Disordered atoms were refined with isotropic atomic displacement parameters. The standard uncertainties of the Pd atom parameters are probably underestimated, which results in high standard uncertainties in the differences of the components of the anisotropic displacement parameters along the Pd1-P1 and Pd1-P2 bonds (Hirshfeld test). The relatively large anisotropy in the atomic displacement parameters for C8, C9, C10 and C11 indicate that either the associated N atoms are slightly pyramidal or there is some flexibility in these parts of the molecule. Highest peak 2.77 at 0.0916 0.1982 0.2356 [ 0.04 A from PD1 ] Deepest hole -2.33 at 0.0882 0.1998 0.2954 [ 0.89 A from PD1 ] ; _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^)+(0.0760P)^2^+1.2421P] 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_number_reflns 23291 _refine_ls_number_parameters 554 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0686 _refine_ls_R_factor_gt 0.0445 _refine_ls_wR_factor_ref 0.1251 _refine_ls_wR_factor_gt 0.1118 _refine_ls_goodness_of_fit_ref 1.072 _refine_ls_restrained_S_all 1.072 _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 C1 C 0.77004(18) 0.11968(8) 0.76215(14) 0.0125(3) Uani 1 1 d . . . C2 C 0.67837(18) 0.12275(8) 0.76235(14) 0.0137(3) Uani 1 1 d . . . C3 C 0.6389(2) 0.05145(9) 0.76171(18) 0.0188(4) Uani 1 1 d . . . H3A H 0.5513 0.0447 0.7113 0.023 Uiso 1 1 calc R . . H3B H 0.6556 0.0434 0.8135 0.023 Uiso 1 1 calc R . . C4 C 0.7171(3) 0.00349(9) 0.7589(2) 0.0246(5) Uani 1 1 d . . . H4A H 0.7681 -0.0264 0.8090 0.029 Uiso 1 1 calc R . . H4B H 0.6645 -0.0244 0.7069 0.029 Uiso 1 1 calc R . . C5 C 0.7968(2) 0.05116(9) 0.75907(16) 0.0163(3) Uani 1 1 d . . . C6 C 0.64031(19) 0.18631(9) 0.76370(15) 0.0143(3) Uani 1 1 d . . . H6 H 0.6824 0.2229 0.7665 0.017 Uiso 1 1 calc R . . C7 C 0.8832(2) 0.03798(9) 0.75533(17) 0.0187(4) Uani 1 1 d . . . H7 H 0.9202 0.0770 0.7571 0.022 Uiso 1 1 calc R . . C8 C 0.4747(3) 0.15493(12) 0.7522(3) 0.0378(8) Uani 1 1 d . . . H8A H 0.4212 0.1780 0.7547 0.057 Uiso 1 1 calc R . . H8B H 0.5240 0.1219 0.7981 0.057 Uiso 1 1 calc R . . H8C H 0.4259 0.1321 0.6974 0.057 Uiso 1 1 calc R . . C9 C 0.5288(3) 0.27552(11) 0.7613(3) 0.0374(8) Uani 1 1 d . . . H9A H 0.5392 0.2848 0.8098 0.056 Uiso 1 1 calc R . . H9B H 0.4454 0.2859 0.7085 0.056 Uiso 1 1 calc R . . H9C H 0.5850 0.3034 0.7654 0.056 Uiso 1 1 calc R . . C10 C 0.8737(3) -0.08697(10) 0.7425(2) 0.0316(6) Uani 1 1 d . . . H10A H 0.9368 -0.1210 0.7679 0.047 Uiso 1 1 calc R . . H10B H 0.8044 -0.0976 0.6825 0.047 Uiso 1 1 calc R . . H10C H 0.8477 -0.0865 0.7723 0.047 Uiso 1 1 calc R . . C11 C 1.0122(3) -0.02001(12) 0.7442(3) 0.0334(6) Uani 1 1 d . . . H11A H 1.0772 -0.0518 0.7856 0.050 Uiso 1 1 calc R . . H11B H 1.0463 0.0251 0.7564 0.050 Uiso 1 1 calc R . . H11C H 0.9728 -0.0333 0.6869 0.050 Uiso 1 1 calc R . . C21 C 1.0290(2) 0.28648(10) 0.95340(14) 0.0135(3) Uani 1 1 d . . . C22 C 1.1284(2) 0.30042(11) 1.04061(15) 0.0186(4) Uani 1 1 d . . . H22 H 1.1793 0.2649 1.0787 0.022 Uiso 1 1 calc R . . C23 C 1.1523(2) 0.36679(12) 1.07134(17) 0.0221(4) Uani 1 1 d . . . H23 H 1.2180 0.3757 1.1301 0.027 Uiso 1 1 calc R . . C24 C 1.0787(2) 0.41981(12) 1.01459(18) 0.0213(4) Uani 1 1 d . . . H24 H 1.0961 0.4645 1.0351 0.026 Uiso 1 1 calc R . . C25 C 0.9798(2) 0.40691(11) 0.92791(17) 0.0199(4) Uani 1 1 d . . . H25 H 0.9305 0.4428 0.8899 0.024 Uiso 1 1 calc R . . C26 C 0.9535(2) 0.34011(11) 0.89730(15) 0.0179(4) Uani 1 1 d . . . H26 H 0.8851 0.3312 0.8390 0.022 Uiso 1 1 calc R . . C31 C 0.9374(2) 0.16377(11) 0.96092(15) 0.0160(3) Uani 1 1 d . . . C32 C 0.9303(2) 0.09284(12) 0.96564(16) 0.0197(4) Uani 1 1 d . . . H32 H 0.9560 0.0638 0.9466 0.024 Uiso 1 1 calc R . . C33 C 0.8851(3) 0.06545(13) 0.99847(19) 0.0244(5) Uani 1 1 d . . . H33 H 0.8816 0.0182 1.0018 0.029 Uiso 1 1 calc R . . C34 C 0.8454(3) 0.10791(15) 1.0263(2) 0.0322(6) Uani 1 1 d . . . H34 H 0.8138 0.0893 1.0472 0.039 Uiso 1 1 calc R . . C35 C 0.8529(4) 0.17811(16) 1.0228(3) 0.0351(7) Uani 1 1 d . . . H35 H 0.8281 0.2069 1.0427 0.042 Uiso 1 1 calc R . . C36 C 0.8974(3) 0.20578(11) 0.98939(19) 0.0248(5) Uani 1 1 d . . . H36 H 0.9004 0.2531 0.9861 0.030 Uiso 1 1 calc R . . C41 C 1.1321(2) 0.15582(10) 0.96695(14) 0.0147(3) Uani 1 1 d . . . C42 C 1.2069(2) 0.13119(11) 1.05130(15) 0.0183(4) Uani 1 1 d . . . H42 H 1.1818 0.1355 1.0801 0.022 Uiso 1 1 calc R . . C43 C 1.3185(2) 0.10038(12) 1.09186(16) 0.0220(4) Uani 1 1 d . . . H43 H 1.3684 0.0837 1.1480 0.026 Uiso 1 1 calc R . . C44 C 1.3564(2) 0.09431(13) 1.04911(19) 0.0247(5) Uani 1 1 d . . . H44 H 1.4321 0.0740 1.0772 0.030 Uiso 1 1 calc R . . C45 C 1.2827(2) 0.11809(14) 0.96525(19) 0.0251(5) Uani 1 1 d . . . H45 H 1.3086 0.1138 0.9370 0.030 Uiso 1 1 calc R . . C46 C 1.1694(2) 0.14844(12) 0.92346(17) 0.0189(4) Uani 1 1 d . . . H46 H 1.1186 0.1638 0.8667 0.023 Uiso 1 1 calc R . . C51 C 0.6495(2) 0.28844(10) 0.57070(14) 0.0148(3) Uani 1 1 d . . . C52 C 0.5783(3) 0.30152(11) 0.48356(16) 0.0223(4) Uani 1 1 d . . . H52 H 0.5551 0.2658 0.4462 0.027 Uiso 1 1 calc R . . C53 C 0.5420(3) 0.36811(13) 0.45247(17) 0.0273(5) Uani 1 1 d . . . H53 H 0.4947 0.3769 0.3942 0.033 Uiso 1 1 calc R . . C54 C 0.5757(3) 0.42127(12) 0.50751(19) 0.0239(5) Uani 1 1 d . . . H54 H 0.5512 0.4657 0.4862 0.029 Uiso 1 1 calc R . . C55 C 0.6454(2) 0.40887(11) 0.59398(18) 0.0213(4) Uani 1 1 d . . . H55 H 0.6681 0.4448 0.6310 0.026 Uiso 1 1 calc R . . C56 C 0.6816(2) 0.34234(11) 0.62546(16) 0.0184(4) Uani 1 1 d . . . H56 H 0.7276 0.3337 0.6835 0.022 Uiso 1 1 calc R . . C61 C 0.7239(2) 0.15731(10) 0.55562(14) 0.0150(3) Uani 1 1 d . . . C62 C 0.6309(2) 0.13159(11) 0.47205(15) 0.0186(4) Uani 1 1 d . . . H62 H 0.5485 0.1354 0.4437 0.022 Uiso 1 1 calc R . . C63 C 0.6611(3) 0.10016(13) 0.43076(17) 0.0218(4) Uani 1 1 d . . . H63 H 0.5986 0.0829 0.3750 0.026 Uiso 1 1 calc R . . C64 C 0.7818(3) 0.09447(13) 0.47152(18) 0.0229(4) Uani 1 1 d . . . H64 H 0.8013 0.0739 0.4434 0.027 Uiso 1 1 calc R . . C65 C 0.8744(3) 0.11936(13) 0.55449(18) 0.0223(4) Uani 1 1 d . . . H65 H 0.9565 0.1154 0.5823 0.027 Uiso 1 1 calc R . . C66 C 0.8464(2) 0.15053(12) 0.59727(16) 0.0189(4) Uani 1 1 d . . . H66 H 0.9095 0.1667 0.6535 0.023 Uiso 1 1 calc R . . C71 C 0.5447(2) 0.16622(10) 0.56558(14) 0.0150(3) Uani 1 1 d . . . C72 C 0.4530(3) 0.20843(12) 0.54420(17) 0.0214(4) Uani 1 1 d . . . H72 H 0.4646 0.2556 0.5502 0.026 Uiso 1 1 calc R . . C73 C 0.3443(3) 0.18091(17) 0.5139(2) 0.0295(5) Uani 1 1 d . . . H73 H 0.2832 0.2097 0.4996 0.035 Uiso 1 1 calc R . . C74 C 0.3262(3) 0.11124(17) 0.5049(2) 0.0317(6) Uani 1 1 d . . . H74 H 0.2532 0.0930 0.4849 0.038 Uiso 1 1 calc R . . C75 C 0.4163(3) 0.06839(14) 0.52567(19) 0.0280(5) Uani 1 1 d . . . H75 H 0.4038 0.0213 0.5194 0.034 Uiso 1 1 calc R . . C76 C 0.5251(2) 0.09538(12) 0.55581(17) 0.0202(4) Uani 1 1 d . . . H76 H 0.5856 0.0663 0.5697 0.024 Uiso 1 1 calc R . . C77A C 0.2016(8) 0.2547(4) 0.2712(6) 0.0335(14) Uiso 0.40 1 d P A 1 H77A H 0.2231 0.2438 0.3242 0.040 Uiso 0.40 1 calc PR A 1 H77B H 0.1178 0.2389 0.2231 0.040 Uiso 0.40 1 calc PR A 1 C77B C 0.2428(5) 0.2634(2) 0.3091(4) 0.0273(8) Uiso 0.60 1 d P A 2 H77C H 0.1704 0.2423 0.2921 0.033 Uiso 0.60 1 calc PR A 2 H77D H 0.3067 0.2665 0.3718 0.033 Uiso 0.60 1 calc PR A 2 B1 B 0.6555(3) 0.48713(11) 0.75758(18) 0.0216(4) Uani 1 1 d . . . Cl1 Cl 0.96973(5) 0.27845(2) 0.76062(4) 0.01682(9) Uani 1 1 d . . . Cl2 Cl 0.20595(7) 0.34519(3) 0.26365(6) 0.03400(14) Uani 1 1 d . . . Cl3 Cl 0.29739(8) 0.21189(3) 0.27041(7) 0.03670(16) Uani 1 1 d . . . F1 F 0.75910(19) 0.51002(9) 0.77688(16) 0.0391(4) Uani 1 1 d . . . F2 F 0.65996(19) 0.50955(8) 0.82074(12) 0.0312(4) Uani 1 1 d . . . F3 F 0.55267(18) 0.51377(8) 0.67823(11) 0.0345(4) Uani 1 1 d . . . F4 F 0.65221(18) 0.41593(7) 0.75418(12) 0.0337(4) Uani 1 1 d . . . N1 N 0.55411(18) 0.20393(8) 0.76172(15) 0.0171(3) Uani 1 1 d . . . N2 N 0.9224(2) -0.02003(9) 0.74974(18) 0.0254(4) Uani 1 1 d . . . P1 P 0.98911(5) 0.19958(2) 0.91265(3) 0.01144(9) Uani 1 1 d . . . P2 P 0.69071(5) 0.20131(2) 0.61177(3) 0.01172(9) Uani 1 1 d . . . Pd1 Pd 0.852421(14) 0.198183(5) 0.762099(11) 0.01096(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0124(8) 0.0097(6) 0.0142(8) -0.0001(6) 0.0088(7) 0.0002(5) C2 0.0152(9) 0.0106(6) 0.0186(8) 0.0001(6) 0.0130(8) -0.0012(5) C3 0.0210(10) 0.0125(6) 0.0294(11) -0.0004(8) 0.0200(10) -0.0026(7) C4 0.0318(13) 0.0104(6) 0.0456(15) -0.0001(9) 0.0322(13) -0.0017(7) C5 0.0190(9) 0.0101(6) 0.0243(10) 0.0007(7) 0.0167(9) 0.0001(6) C6 0.0127(8) 0.0131(6) 0.0176(8) 0.0009(7) 0.0108(7) 0.0010(6) C7 0.0220(10) 0.0124(6) 0.0274(11) 0.0012(7) 0.0193(10) 0.0019(7) C8 0.0441(17) 0.0253(9) 0.077(3) -0.0092(14) 0.054(2) -0.0068(11) C9 0.0440(17) 0.0175(8) 0.077(2) 0.0007(13) 0.0521(19) 0.0034(10) C10 0.0388(15) 0.0132(7) 0.0535(19) -0.0049(10) 0.0361(16) 0.0003(9) C11 0.0425(16) 0.0268(9) 0.056(2) 0.0017(12) 0.0440(17) 0.0063(10) C21 0.0149(8) 0.0120(7) 0.0123(8) -0.0016(6) 0.0090(7) -0.0009(6) C22 0.0181(10) 0.0172(8) 0.0142(9) 0.0007(6) 0.0090(8) 0.0007(7) C23 0.0208(10) 0.0180(9) 0.0215(11) -0.0071(8) 0.0126(9) -0.0041(8) C24 0.0228(10) 0.0187(9) 0.0252(11) -0.0069(8) 0.0178(10) -0.0045(8) C25 0.0262(11) 0.0131(8) 0.0213(10) 0.0000(7) 0.0169(10) 0.0025(8) C26 0.0174(9) 0.0145(8) 0.0158(9) -0.0019(7) 0.0094(8) 0.0014(7) C31 0.0169(9) 0.0160(8) 0.0173(9) 0.0007(7) 0.0127(8) 0.0005(7) C32 0.0229(10) 0.0174(9) 0.0215(10) 0.0004(8) 0.0165(9) -0.0013(8) C33 0.0253(11) 0.0227(10) 0.0298(13) 0.0062(9) 0.0209(11) 0.0004(8) C34 0.0379(15) 0.0329(13) 0.0443(17) 0.0042(12) 0.0355(15) -0.0024(11) C35 0.0501(19) 0.0299(12) 0.057(2) -0.0029(13) 0.0490(19) -0.0019(12) C36 0.0320(14) 0.0204(9) 0.0389(14) -0.0019(9) 0.0310(13) 0.0004(9) C41 0.0137(8) 0.0121(7) 0.0165(9) -0.0008(6) 0.0100(8) 0.0001(6) C42 0.0167(9) 0.0161(8) 0.0182(9) 0.0007(7) 0.0108(8) 0.0019(7) C43 0.0169(10) 0.0185(9) 0.0186(10) 0.0032(8) 0.0080(8) 0.0044(7) C44 0.0155(10) 0.0225(10) 0.0270(12) 0.0023(9) 0.0115(10) 0.0048(8) C45 0.0209(11) 0.0296(12) 0.0279(12) 0.0035(9) 0.0181(10) 0.0070(9) C46 0.0169(9) 0.0205(9) 0.0212(10) 0.0025(8) 0.0140(9) 0.0047(7) C51 0.0147(8) 0.0131(7) 0.0165(9) 0.0013(6) 0.0108(8) 0.0013(6) C52 0.0270(12) 0.0146(8) 0.0168(9) 0.0032(7) 0.0122(9) 0.0042(8) C53 0.0321(14) 0.0217(10) 0.0177(10) 0.0068(8) 0.0135(11) 0.0040(9) C54 0.0264(11) 0.0134(8) 0.0342(14) 0.0069(8) 0.0220(11) 0.0067(8) C55 0.0237(11) 0.0139(8) 0.0283(12) 0.0033(8) 0.0189(10) 0.0061(8) C56 0.0214(10) 0.0149(8) 0.0190(10) 0.0004(7) 0.0142(9) 0.0028(7) C61 0.0170(9) 0.0133(7) 0.0160(9) 0.0002(6) 0.0120(8) 0.0011(6) C62 0.0200(10) 0.0184(9) 0.0180(9) -0.0021(7) 0.0136(9) 0.0001(7) C63 0.0264(11) 0.0196(9) 0.0220(11) -0.0029(8) 0.0179(10) 0.0003(8) C64 0.0292(12) 0.0227(10) 0.0279(12) -0.0039(9) 0.0240(11) 0.0002(9) C65 0.0247(11) 0.0247(10) 0.0264(11) -0.0040(9) 0.0210(10) 0.0003(9) C66 0.0179(9) 0.0206(9) 0.0211(10) -0.0041(8) 0.0147(9) -0.0014(7) C71 0.0135(8) 0.0157(8) 0.0155(8) 0.0008(7) 0.0101(7) 0.0006(6) C72 0.0183(10) 0.0236(9) 0.0269(11) 0.0019(8) 0.0174(10) 0.0016(8) C73 0.0182(11) 0.0407(14) 0.0338(14) 0.0032(12) 0.0197(11) 0.0024(10) C74 0.0208(12) 0.0445(15) 0.0308(14) -0.0047(12) 0.0184(11) -0.0094(11) C75 0.0258(12) 0.0286(11) 0.0276(13) -0.0072(10) 0.0180(11) -0.0119(9) C76 0.0208(10) 0.0180(9) 0.0245(11) -0.0050(8) 0.0168(9) -0.0050(8) B1 0.0240(12) 0.0142(8) 0.0196(11) 0.0013(8) 0.0127(10) -0.0010(8) Cl1 0.0185(2) 0.01338(15) 0.0244(2) -0.00018(17) 0.0171(2) -0.00241(15) Cl2 0.0357(4) 0.0336(3) 0.0359(4) 0.0068(3) 0.0262(3) 0.0045(3) Cl3 0.0336(4) 0.0332(3) 0.0557(5) -0.0008(3) 0.0357(4) -0.0040(3) F1 0.0348(10) 0.0323(8) 0.0527(13) 0.0055(8) 0.0315(10) -0.0022(7) F2 0.0432(10) 0.0232(7) 0.0259(8) 0.0014(6) 0.0237(8) 0.0009(7) F3 0.0358(9) 0.0197(6) 0.0177(7) 0.0026(5) 0.0076(7) 0.0025(6) F4 0.0441(10) 0.0132(5) 0.0340(10) 0.0021(5) 0.0236(9) -0.0002(6) N1 0.0190(8) 0.0146(6) 0.0250(9) -0.0010(6) 0.0180(8) -0.0001(6) N2 0.0299(11) 0.0145(6) 0.0423(13) -0.0021(8) 0.0290(11) 0.0027(7) P1 0.0124(2) 0.00922(18) 0.0124(2) -0.00044(15) 0.00860(18) 0.00017(15) P2 0.0118(2) 0.01046(18) 0.0122(2) 0.00003(15) 0.00815(18) 0.00036(15) Pd1 0.01193(6) 0.00855(5) 0.01492(6) -0.00021(5) 0.01031(5) -0.00030(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 C1 C2 1.390(5) . y C1 C5 1.413(2) . y C1 Pd1 1.9756(17) . y C2 C6 1.377(5) . y C2 C3 1.511(2) . y C3 C4 1.543(3) . y C3 H3A 0.9700 . n C3 H3B 0.9700 . n C4 C5 1.520(3) . y C4 H4A 0.9700 . n C4 H4B 0.9700 . n C5 C7 1.388(3) . y C6 N1 1.319(5) . y C6 H6 0.9300 . n C7 N2 1.323(2) . y C7 H7 0.9300 . n C8 N1 1.433(3) . y C8 H8A 0.9600 . n C8 H8B 0.9600 . n C8 H8C 0.9600 . n C9 N1 1.448(3) . y C9 H9A 0.9600 . n C9 H9B 0.9600 . n C9 H9C 0.9600 . n C10 N2 1.455(3) . y C10 H10A 0.9600 . n C10 H10B 0.9600 . n C10 H10C 0.9600 . n C11 N2 1.443(8) . y C11 H11A 0.9600 . n C11 H11B 0.9600 . n C11 H11C 0.9600 . n C21 C22 1.387(3) . y C21 C26 1.391(3) . y C21 P1 1.810(2) . y C22 C23 1.384(3) . y C22 H22 0.9300 . n C23 C24 1.381(4) . y C23 H23 0.9300 . n C24 C25 1.375(4) . y C24 H24 0.9300 . n C25 C26 1.389(3) . y C25 H25 0.9300 . n C26 H26 0.9300 . n C31 C36 1.391(3) . y C31 C32 1.399(3) . y C31 P1 1.823(2) . y C32 C33 1.388(3) . y C32 H32 0.9300 . n C33 C34 1.383(4) . y C33 H33 0.9300 . n C34 C35 1.382(4) . y C34 H34 0.9300 . n C35 C36 1.392(4) . y C35 H35 0.9300 . n C36 H36 0.9300 . n C41 C42 1.395(3) . y C41 C46 1.399(3) . y C41 P1 1.799(2) . y C42 C43 1.383(3) . y C42 H42 0.9300 . n C43 C44 1.389(4) . y C43 H43 0.9300 . n C44 C45 1.384(4) . y C44 H44 0.9300 . n C45 C46 1.393(3) . y C45 H45 0.9300 . n C46 H46 0.9300 . n C51 C52 1.390(3) . y C51 C56 1.392(3) . y C51 P2 1.816(2) . y C52 C53 1.389(3) . y C52 H52 0.9300 . n C53 C54 1.379(4) . y C53 H53 0.9300 . n C54 C55 1.379(4) . y C54 H54 0.9300 . n C55 C56 1.389(3) . y C55 H55 0.9300 . n C56 H56 0.9300 . n C61 C66 1.388(3) . y C61 C62 1.392(3) . y C61 P2 1.818(2) . y C62 C63 1.396(3) . y C62 H62 0.9300 . n C63 C64 1.369(4) . y C63 H63 0.9300 . n C64 C65 1.378(4) . y C64 H64 0.9300 . n C65 C66 1.397(3) . y C65 H65 0.9300 . n C66 H66 0.9300 . n C71 C72 1.386(3) . y C71 C76 1.400(3) . y C71 P2 1.806(2) . y C72 C73 1.383(4) . y C72 H72 0.9300 . n C73 C74 1.375(5) . y C73 H73 0.9300 . n C74 C75 1.380(4) . y C74 H74 0.9300 . n C75 C76 1.383(4) . y C75 H75 0.9300 . n C76 H76 0.9300 . n C77A Cl3 1.681(8) . y C77A Cl2 1.780(7) . y C77A H77A 0.9700 . n C77A H77B 0.9700 . n C77B Cl2 1.749(5) . y C77B Cl3 1.831(5) . y C77B H77C 0.9700 . n C77B H77D 0.9700 . n B1 F3 1.379(3) . y B1 F1 1.383(3) . y B1 F2 1.388(3) . y B1 F4 1.392(3) . y Cl1 Pd1 2.3837(5) . y P1 Pd1 2.3334(7) . y P2 Pd1 2.3286(7) . y 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 C2 C1 C5 111.09(15) . . y C2 C1 Pd1 126.6(2) . . y C5 C1 Pd1 122.3(3) . . y C6 C2 C1 118.09(15) . . y C6 C2 C3 131.52(16) . . y C1 C2 C3 110.39(15) . . y C2 C3 C4 104.5(2) . . y C2 C3 H3A 110.8 . . n C4 C3 H3A 110.8 . . n C2 C3 H3B 110.8 . . n C4 C3 H3B 110.8 . . n H3A C3 H3B 108.9 . . n C5 C4 C3 104.81(14) . . y C5 C4 H4A 110.8 . . n C3 C4 H4A 110.8 . . n C5 C4 H4B 110.8 . . n C3 C4 H4B 110.8 . . n H4A C4 H4B 108.9 . . n C7 C5 C1 119.38(16) . . y C7 C5 C4 131.47(16) . . y C1 C5 C4 109.14(15) . . y N1 C6 C2 130.70(17) . . y N1 C6 H6 114.6 . . n C2 C6 H6 114.6 . . n N2 C7 C5 131.60(18) . . y N2 C7 H7 114.2 . . n C5 C7 H7 114.2 . . n N1 C8 H8A 109.5 . . n N1 C8 H8B 109.5 . . n H8A C8 H8B 109.5 . . n N1 C8 H8C 109.5 . . n H8A C8 H8C 109.5 . . n H8B C8 H8C 109.5 . . n N1 C9 H9A 109.5 . . n N1 C9 H9B 109.5 . . n H9A C9 H9B 109.5 . . n N1 C9 H9C 109.5 . . n H9A C9 H9C 109.5 . . n H9B C9 H9C 109.5 . . n N2 C10 H10A 109.5 . . n N2 C10 H10B 109.5 . . n H10A C10 H10B 109.5 . . n N2 C10 H10C 109.5 . . n H10A C10 H10C 109.5 . . n H10B C10 H10C 109.5 . . n N2 C11 H11A 109.5 . . n N2 C11 H11B 109.5 . . n H11A C11 H11B 109.5 . . n N2 C11 H11C 109.5 . . n H11A C11 H11C 109.5 . . n H11B C11 H11C 109.5 . . n C22 C21 C26 119.05(19) . . y C22 C21 P1 121.39(16) . . y C26 C21 P1 119.41(16) . . y C23 C22 C21 120.5(2) . . y C23 C22 H22 119.8 . . n C21 C22 H22 119.8 . . n C24 C23 C22 119.9(2) . . y C24 C23 H23 120.0 . . n C22 C23 H23 120.0 . . n C25 C24 C23 120.4(2) . . y C25 C24 H24 119.8 . . n C23 C24 H24 119.8 . . n C24 C25 C26 119.8(2) . . y C24 C25 H25 120.1 . . n C26 C25 H25 120.1 . . n C25 C26 C21 120.4(2) . . y C25 C26 H26 119.8 . . n C21 C26 H26 119.8 . . n C36 C31 C32 118.2(2) . . y C36 C31 P1 121.20(17) . . y C32 C31 P1 120.46(17) . . y C33 C32 C31 120.6(2) . . y C33 C32 H32 119.7 . . n C31 C32 H32 119.7 . . n C34 C33 C32 120.5(2) . . y C34 C33 H33 119.8 . . n C32 C33 H33 119.8 . . n C33 C34 C35 119.6(3) . . y C33 C34 H34 120.2 . . n C35 C34 H34 120.2 . . n C34 C35 C36 120.1(3) . . y C34 C35 H35 120.0 . . n C36 C35 H35 120.0 . . n C31 C36 C35 121.0(2) . . y C31 C36 H36 119.5 . . n C35 C36 H36 119.5 . . n C42 C41 C46 120.0(2) . . y C42 C41 P1 121.58(17) . . y C46 C41 P1 118.40(17) . . y C43 C42 C41 119.6(2) . . y C43 C42 H42 120.2 . . n C41 C42 H42 120.2 . . n C42 C43 C44 120.2(2) . . y C42 C43 H43 119.9 . . n C44 C43 H43 119.9 . . n C45 C44 C43 120.7(2) . . y C45 C44 H44 119.6 . . n C43 C44 H44 119.6 . . n C44 C45 C46 119.5(2) . . y C44 C45 H45 120.3 . . n C46 C45 H45 120.3 . . n C45 C46 C41 119.9(2) . . y C45 C46 H46 120.0 . . n C41 C46 H46 120.0 . . n C52 C51 C56 119.4(2) . . y C52 C51 P2 120.65(16) . . y C56 C51 P2 119.81(17) . . y C53 C52 C51 119.8(2) . . y C53 C52 H52 120.1 . . n C51 C52 H52 120.1 . . n C54 C53 C52 120.4(2) . . y C54 C53 H53 119.8 . . n C52 C53 H53 119.8 . . n C55 C54 C53 120.4(2) . . y C55 C54 H54 119.8 . . n C53 C54 H54 119.8 . . n C54 C55 C56 119.6(2) . . y C54 C55 H55 120.2 . . n C56 C55 H55 120.2 . . n C55 C56 C51 120.5(2) . . y C55 C56 H56 119.8 . . n C51 C56 H56 119.8 . . n C66 C61 C62 119.2(2) . . y C66 C61 P2 118.51(17) . . y C62 C61 P2 122.29(17) . . y C61 C62 C63 120.0(2) . . y C61 C62 H62 120.0 . . n C63 C62 H62 120.0 . . n C64 C63 C62 120.6(2) . . y C64 C63 H63 119.7 . . n C62 C63 H63 119.7 . . n C63 C64 C65 119.6(2) . . y C63 C64 H64 120.2 . . n C65 C64 H64 120.2 . . n C64 C65 C66 120.7(2) . . y C64 C65 H65 119.7 . . n C66 C65 H65 119.7 . . n C61 C66 C65 119.8(2) . . y C61 C66 H66 120.1 . . n C65 C66 H66 120.1 . . n C72 C71 C76 118.7(2) . . y C72 C71 P2 120.70(17) . . y C76 C71 P2 120.45(17) . . y C73 C72 C71 120.5(2) . . y C73 C72 H72 119.8 . . n C71 C72 H72 119.8 . . n C74 C73 C72 120.4(3) . . y C74 C73 H73 119.8 . . n C72 C73 H73 119.8 . . n C73 C74 C75 120.0(3) . . y C73 C74 H74 120.0 . . n C75 C74 H74 120.0 . . n C74 C75 C76 120.1(2) . . y C74 C75 H75 120.0 . . n C76 C75 H75 120.0 . . n C75 C76 C71 120.3(2) . . y C75 C76 H76 119.8 . . n C71 C76 H76 119.8 . . n Cl3 C77A Cl2 114.0(4) . . y Cl3 C77A H77A 108.8 . . n Cl2 C77A H77A 108.8 . . n Cl3 C77A H77B 108.8 . . n Cl2 C77A H77B 108.8 . . n H77A C77A H77B 107.7 . . n Cl2 C77B Cl3 108.4(3) . . y Cl2 C77B H77C 110.0 . . n Cl3 C77B H77C 110.0 . . n Cl2 C77B H77D 110.0 . . n Cl3 C77B H77D 110.0 . . n H77C C77B H77D 108.4 . . n F3 B1 F1 108.0(2) . . y F3 B1 F2 109.8(2) . . y F1 B1 F2 109.5(2) . . y F3 B1 F4 110.1(2) . . y F1 B1 F4 109.3(2) . . y F2 B1 F4 110.0(2) . . y C6 N1 C8 122.65(16) . . y C6 N1 C9 120.20(17) . . y C8 N1 C9 116.9(4) . . y C7 N2 C11 120.95(18) . . y C7 N2 C10 123.7(4) . . y C11 N2 C10 115.22(18) . . y C41 P1 C21 106.76(10) . . y C41 P1 C31 104.19(10) . . y C21 P1 C31 102.26(10) . . y C41 P1 Pd1 113.19(8) . . y C21 P1 Pd1 110.96(7) . . y C31 P1 Pd1 118.34(8) . . y C71 P2 C51 102.46(10) . . y C71 P2 C61 104.63(10) . . y C51 P2 C61 106.16(10) . . y C71 P2 Pd1 116.60(8) . . y C51 P2 Pd1 111.88(7) . . y C61 P2 Pd1 113.95(8) . . y C1 Pd1 P2 88.42(6) . . y C1 Pd1 P1 87.35(6) . . y P2 Pd1 P1 170.364(17) . . y C1 Pd1 Cl1 170.21(5) . . y P2 Pd1 Cl1 91.77(2) . . y P1 Pd1 Cl1 93.86(2) . . y _diffrn_measured_fraction_theta_max 0.966 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 2.772 _refine_diff_density_min -2.330 _refine_diff_density_rms 0.149 # Attachment '9.cif' data_9 _database_code_depnum_ccdc_archive 'CCDC 788140' #TrackingRef '9.cif' _audit_creation_date 2010-07-27 _audit_block_code RKI-RE-167-01 _chemical_name_systematic ; 2,5-di-(dimethyl-aminomethylidenyl)-cylcopentan-1-ylidene-chloro- bis(triphenylphosphine)platinum(ii) tetrafluoroborate dichloromethane solute ; _chemical_melting_point ? _chemical_compound_source dichloromethane/diethylether _chemical_formula_moiety 'C47 H48 Cl N2 P2 Pt 1+, C H2 Cl2, B F4 1-' _chemical_formula_sum 'C48 H50 B Cl3 F4 N2 P2 Pt' _chemical_formula_weight 1105.09 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' B B 0.0013 0.0007 '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' F F 0.0171 0.0103 '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' Pt Pt -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c _symmetry_space_group_name_Hall '-p 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 15.9121(16) _cell_length_b 14.9665(15) _cell_length_c 18.7527(19) _cell_angle_alpha 90.00 _cell_angle_beta 96.182(2) _cell_angle_gamma 90.00 _cell_volume 4440.0(8) _cell_formula_units_Z 4 _cell_measurement_temperature 100 _cell_measurement_reflns_used 124395 _cell_measurement_theta_min 3.86 _cell_measurement_theta_max 30.75 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.11 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.653 _exptl_crystal_density_method ? _exptl_crystal_F_000 2208 _exptl_absorpt_coefficient_mu 3.468 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.34 _exptl_absorpt_correction_T_max 0.75 _exptl_absorpt_process_details 'SADABS (Bruker AXS, 2008)' _exptl_special_details ; Crystal mounted on a MiTeGen loop using Perfluoropolyether PFO-XR75 ; _diffrn_ambient_temperature 100 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source '0.2 x 2mm^2^ focus rotating anode' _diffrn_radiation_monochromator 'Incoatec Helios mirrors' _diffrn_measurement_device_type 'Bruker-AXS Kappa Mach3 APEX-II' _diffrn_measurement_method 'CCD \f- and \w-scans' _diffrn_detector_area_resol_mean 66.67 _diffrn_reflns_number 121603 _diffrn_reflns_av_R_equivalents 0.1008 _diffrn_reflns_av_sigmaI/netI 0.0466 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 5.24 _diffrn_reflns_theta_max 30.95 _reflns_number_total 13894 _reflns_number_gt 11476 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2008)' _computing_cell_refinement 'SAINT software (Bruker AXS, 2004)' _computing_data_reduction 'SAINT software (Bruker AXS, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'DIAMOND (Crystal Impact GbR, 2005)' _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 standard uncertainties of the Pt atom parameters from the refinement are probably underestimated, leading to unexpectedly high standard uncertainties on the Hirshfeld test for the Pt1-Cl1 and Pt1-P1 bonds. Highest peak 2.01 at 0.2717 0.3954 0.3287 [ 0.80 A from PT1 ] Deepest hole -1.15 at 0.1966 0.3460 0.3598 [ 1.37 A from H6 ] ; _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^)+(0.0534P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 13894 _refine_ls_number_parameters 554 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0405 _refine_ls_R_factor_gt 0.0286 _refine_ls_wR_factor_ref 0.0890 _refine_ls_wR_factor_gt 0.0764 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _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 B1 B 0.8311(2) 0.3594(3) 0.95301(19) 0.0220(7) Uani 1 1 d . . . C1 C 0.11386(16) 0.37455(18) 0.32809(13) 0.0123(5) Uani 1 1 d . . . C2 C 0.09821(17) 0.3225(2) 0.38872(14) 0.0149(5) Uani 1 1 d . . . C3 C 0.00661(18) 0.2966(2) 0.38424(15) 0.0211(6) Uani 1 1 d . . . H3A H -0.0194 0.3201 0.4248 0.025 Uiso 1 1 calc R . . H3B H 0.0003 0.2322 0.3832 0.025 Uiso 1 1 calc R . . C4 C -0.03327(17) 0.3384(2) 0.31386(14) 0.0166(5) Uani 1 1 d . . . H4A H -0.0604 0.2931 0.2824 0.020 Uiso 1 1 calc R . . H4B H -0.0749 0.3831 0.3231 0.020 Uiso 1 1 calc R . . C5 C 0.04032(17) 0.38092(19) 0.28060(14) 0.0137(5) Uani 1 1 d . . . C6 C 0.16498(18) 0.3002(2) 0.44002(14) 0.0159(5) Uani 1 1 d . . . H6 H 0.2169 0.3234 0.4306 0.019 Uiso 1 1 calc R . . C7 C 0.2495(2) 0.2380(2) 0.54168(16) 0.0248(7) Uani 1 1 d . . . H7A H 0.2927 0.2697 0.5201 0.037 Uiso 1 1 calc R . . H7B H 0.2624 0.1753 0.5431 0.037 Uiso 1 1 calc R . . H7C H 0.2469 0.2596 0.5896 0.037 Uiso 1 1 calc R . . C8 C 0.0983(2) 0.2019(3) 0.52524(17) 0.0289(7) Uani 1 1 d . . . H8A H 0.0458 0.2221 0.5006 0.043 Uiso 1 1 calc R . . H8B H 0.0980 0.2113 0.5759 0.043 Uiso 1 1 calc R . . H8C H 0.1054 0.1394 0.5160 0.043 Uiso 1 1 calc R . . C9 C 0.04072(18) 0.42602(19) 0.21655(15) 0.0153(5) Uani 1 1 d . . . H9 H 0.0915 0.4539 0.2097 0.018 Uiso 1 1 calc R . . C10 C -0.0077(2) 0.4916(3) 0.10101(17) 0.0283(7) Uani 1 1 d . . . H10A H 0.0498 0.5119 0.1053 0.042 Uiso 1 1 calc R . . H10B H -0.0450 0.5422 0.0994 0.042 Uiso 1 1 calc R . . H10C H -0.0192 0.4574 0.0577 0.042 Uiso 1 1 calc R . . C11 C -0.10160(19) 0.3883(2) 0.15813(16) 0.0221(6) Uani 1 1 d . . . H11A H -0.0920 0.3255 0.1522 0.033 Uiso 1 1 calc R . . H11B H -0.1381 0.4102 0.1178 0.033 Uiso 1 1 calc R . . H11C H -0.1277 0.3979 0.2013 0.033 Uiso 1 1 calc R . . C12 C 0.08639(18) 0.57556(18) 0.35984(15) 0.0131(5) Uani 1 1 d . . . C13 C 0.05274(18) 0.6285(2) 0.30225(15) 0.0186(6) Uani 1 1 d . . . H13 H 0.0880 0.6495 0.2695 0.022 Uiso 1 1 calc R . . C14 C -0.03301(19) 0.6501(2) 0.29334(16) 0.0220(6) Uani 1 1 d . . . H14 H -0.0546 0.6855 0.2549 0.026 Uiso 1 1 calc R . . C15 C -0.08614(18) 0.6187(2) 0.34170(16) 0.0207(6) Uani 1 1 d . . . H15 H -0.1432 0.6337 0.3361 0.025 Uiso 1 1 calc R . . C16 C -0.05393(19) 0.5649(2) 0.39845(16) 0.0187(6) Uani 1 1 d . . . H16 H -0.0896 0.5434 0.4307 0.022 Uiso 1 1 calc R . . C17 C 0.03115(18) 0.5429(2) 0.40724(15) 0.0168(5) Uani 1 1 d . . . H17 H 0.0519 0.5061 0.4450 0.020 Uiso 1 1 calc R . . C18 C 0.24683(17) 0.6491(2) 0.34139(15) 0.0153(5) Uani 1 1 d . . . C19 C 0.24983(18) 0.6587(2) 0.26743(15) 0.0192(6) Uani 1 1 d . . . H19 H 0.2321 0.6123 0.2365 0.023 Uiso 1 1 calc R . . C20 C 0.27928(19) 0.7376(2) 0.24032(17) 0.0239(6) Uani 1 1 d . . . H20 H 0.2806 0.7441 0.1911 0.029 Uiso 1 1 calc R . . C21 C 0.30662(19) 0.8065(2) 0.28588(19) 0.0267(7) Uani 1 1 d . . . H21 H 0.3270 0.8590 0.2675 0.032 Uiso 1 1 calc R . . C22 C 0.3036(2) 0.7973(2) 0.35923(19) 0.0249(7) Uani 1 1 d . . . H22 H 0.3215 0.8441 0.3899 0.030 Uiso 1 1 calc R . . C23 C 0.27408(17) 0.7191(2) 0.38714(16) 0.0183(6) Uani 1 1 d . . . H23 H 0.2725 0.7133 0.4363 0.022 Uiso 1 1 calc R . . C24 C 0.22256(17) 0.5470(2) 0.46889(14) 0.0136(5) Uani 1 1 d . . . C25 C 0.18744(17) 0.6126(2) 0.50983(14) 0.0149(5) Uani 1 1 d . . . H25 H 0.1519 0.6557 0.4873 0.018 Uiso 1 1 calc R . . C26 C 0.20536(18) 0.6135(2) 0.58369(15) 0.0183(6) Uani 1 1 d . . . H26 H 0.1835 0.6584 0.6106 0.022 Uiso 1 1 calc R . . C27 C 0.25626(19) 0.5470(2) 0.61746(15) 0.0200(6) Uani 1 1 d . . . H27 H 0.2661 0.5461 0.6672 0.024 Uiso 1 1 calc R . . C28 C 0.29231(19) 0.4824(2) 0.57775(15) 0.0192(6) Uani 1 1 d . . . H28 H 0.3274 0.4390 0.6007 0.023 Uiso 1 1 calc R . . C29 C 0.27593(17) 0.4825(2) 0.50336(14) 0.0157(5) Uani 1 1 d . . . H29 H 0.3006 0.4394 0.4765 0.019 Uiso 1 1 calc R . . C30 C 0.39593(17) 0.44667(19) 0.20710(14) 0.0132(5) Uani 1 1 d . . . C31 C 0.4744(2) 0.4231(2) 0.18607(16) 0.0197(6) Uani 1 1 d . . . H31 H 0.5170 0.4027 0.2200 0.024 Uiso 1 1 calc R . . C32 C 0.4891(2) 0.4298(2) 0.11445(18) 0.0246(7) Uani 1 1 d . . . H32 H 0.5414 0.4139 0.1006 0.030 Uiso 1 1 calc R . . C33 C 0.4252(2) 0.4606(2) 0.06337(15) 0.0192(6) Uani 1 1 d . . . H33 H 0.4348 0.4644 0.0154 0.023 Uiso 1 1 calc R . . C34 C 0.34812(19) 0.4853(2) 0.08405(14) 0.0178(6) Uani 1 1 d . . . H34 H 0.3061 0.5074 0.0503 0.021 Uiso 1 1 calc R . . C35 C 0.33316(17) 0.4773(2) 0.15538(14) 0.0159(5) Uani 1 1 d . . . H35 H 0.2805 0.4927 0.1688 0.019 Uiso 1 1 calc R . . C36 C 0.43307(17) 0.5473(2) 0.33566(14) 0.0141(5) Uani 1 1 d . . . C37 C 0.46266(18) 0.6111(2) 0.29069(15) 0.0179(5) Uani 1 1 d . . . H37 H 0.4513 0.6051 0.2412 0.021 Uiso 1 1 calc R . . C38 C 0.5094(2) 0.6840(2) 0.31927(17) 0.0227(6) Uani 1 1 d . . . H38 H 0.5291 0.7264 0.2889 0.027 Uiso 1 1 calc R . . C39 C 0.52636(19) 0.6934(2) 0.39296(17) 0.0233(6) Uani 1 1 d . . . H39 H 0.5577 0.7419 0.4120 0.028 Uiso 1 1 calc R . . C40 C 0.49653(18) 0.6303(2) 0.43845(16) 0.0197(6) Uani 1 1 d . . . H40 H 0.5074 0.6369 0.4879 0.024 Uiso 1 1 calc R . . C41 C 0.45047(19) 0.5573(2) 0.41002(15) 0.0172(5) Uani 1 1 d . . . H41 H 0.4311 0.5149 0.4406 0.021 Uiso 1 1 calc R . . C42 C 0.43942(17) 0.35948(19) 0.34650(13) 0.0141(5) Uani 1 1 d . . . C43 C 0.40185(19) 0.2812(2) 0.36901(15) 0.0191(6) Uani 1 1 d . . . H43 H 0.3435 0.2743 0.3616 0.023 Uiso 1 1 calc R . . C44 C 0.4525(2) 0.2132(2) 0.40280(16) 0.0224(6) Uani 1 1 d . . . H44 H 0.4273 0.1612 0.4173 0.027 Uiso 1 1 calc R . . C45 C 0.53867(19) 0.2226(2) 0.41464(16) 0.0212(6) Uani 1 1 d . . . H45 H 0.5718 0.1771 0.4367 0.025 Uiso 1 1 calc R . . C46 C 0.57579(18) 0.3003(2) 0.39355(15) 0.0190(6) Uani 1 1 d . . . H46 H 0.6341 0.3071 0.4021 0.023 Uiso 1 1 calc R . . C47 C 0.52772(17) 0.3680(2) 0.36004(14) 0.0156(5) Uani 1 1 d . . . H47 H 0.5540 0.4198 0.3463 0.019 Uiso 1 1 calc R . . C48 C 0.7567(2) 0.5864(3) 0.18862(18) 0.0304(8) Uani 1 1 d . . . H48A H 0.7991 0.5467 0.2122 0.036 Uiso 1 1 calc R . . H48B H 0.7752 0.6474 0.1986 0.036 Uiso 1 1 calc R . . Cl1 Cl 0.24168(4) 0.29981(5) 0.23659(3) 0.01676(13) Uani 1 1 d . . . Cl2 Cl 0.66036(7) 0.56865(7) 0.22399(6) 0.0411(2) Uani 1 1 d . . . Cl3 Cl 0.74862(7) 0.56790(7) 0.09557(5) 0.0420(2) Uani 1 1 d . . . F3 F 0.84908(15) 0.35574(16) 0.88177(10) 0.0377(5) Uani 1 1 d . . . F5 F 0.75173(12) 0.32461(14) 0.95845(12) 0.0341(5) Uani 1 1 d . . . F7 F 0.89181(12) 0.31021(14) 0.99516(10) 0.0275(4) Uani 1 1 d . . . F8 F 0.83530(13) 0.44815(14) 0.97558(11) 0.0294(4) Uani 1 1 d . . . N1 N 0.16836(16) 0.25223(18) 0.49965(13) 0.0200(5) Uani 1 1 d . . . N2 N -0.02107(16) 0.43570(17) 0.16278(13) 0.0176(5) Uani 1 1 d . . . P1 P 0.19893(4) 0.54722(5) 0.37195(3) 0.01167(13) Uani 1 1 d . . . P2 P 0.37511(4) 0.44838(5) 0.30074(4) 0.01167(13) Uani 1 1 d . . . Pt1 Pt 0.230796(6) 0.423657(7) 0.313095(5) 0.01017(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 B1 0.0174(15) 0.0252(18) 0.0225(15) -0.0006(14) -0.0023(12) -0.0002(14) C1 0.0121(11) 0.0127(13) 0.0120(11) -0.0006(9) 0.0011(9) 0.0000(10) C2 0.0120(12) 0.0167(13) 0.0160(12) -0.0001(10) 0.0022(9) -0.0002(10) C3 0.0149(13) 0.0293(17) 0.0189(13) 0.0068(12) 0.0011(10) -0.0048(12) C4 0.0127(12) 0.0208(15) 0.0160(12) 0.0016(11) 0.0005(9) -0.0024(11) C5 0.0108(11) 0.0150(13) 0.0151(11) -0.0011(10) -0.0002(9) -0.0014(10) C6 0.0163(12) 0.0167(13) 0.0149(11) 0.0021(10) 0.0027(9) -0.0013(11) C7 0.0242(15) 0.0308(18) 0.0187(13) 0.0063(12) -0.0014(11) 0.0048(14) C8 0.0312(17) 0.0342(19) 0.0216(14) 0.0097(14) 0.0033(12) -0.0107(15) C9 0.0120(12) 0.0175(14) 0.0161(12) -0.0004(10) -0.0007(10) -0.0011(10) C10 0.0232(16) 0.039(2) 0.0208(14) 0.0133(14) -0.0052(11) -0.0074(14) C11 0.0160(13) 0.0283(17) 0.0204(13) 0.0014(13) -0.0052(10) -0.0056(12) C12 0.0122(12) 0.0128(13) 0.0140(11) -0.0007(9) -0.0002(9) 0.0002(9) C13 0.0149(13) 0.0213(15) 0.0197(13) 0.0059(11) 0.0015(10) -0.0011(11) C14 0.0161(13) 0.0233(16) 0.0257(14) 0.0082(12) -0.0021(11) 0.0017(12) C15 0.0116(12) 0.0219(16) 0.0278(14) -0.0020(12) -0.0010(10) 0.0025(11) C16 0.0133(13) 0.0250(16) 0.0180(13) -0.0002(11) 0.0027(10) -0.0046(11) C17 0.0144(13) 0.0198(14) 0.0158(12) 0.0008(11) 0.0000(9) -0.0014(11) C18 0.0094(11) 0.0169(14) 0.0194(12) 0.0017(11) 0.0008(9) 0.0014(10) C19 0.0158(13) 0.0213(15) 0.0207(13) 0.0059(11) 0.0025(10) 0.0027(11) C20 0.0180(14) 0.0286(17) 0.0254(14) 0.0127(13) 0.0040(11) 0.0034(13) C21 0.0150(14) 0.0226(16) 0.0419(18) 0.0175(14) -0.0001(12) -0.0018(12) C22 0.0171(14) 0.0172(15) 0.0395(18) 0.0034(13) -0.0015(12) -0.0054(12) C23 0.0122(12) 0.0191(15) 0.0230(13) -0.0009(11) 0.0000(10) -0.0020(11) C24 0.0126(12) 0.0168(13) 0.0114(11) -0.0016(10) 0.0010(9) -0.0028(10) C25 0.0126(12) 0.0167(14) 0.0154(12) -0.0007(10) 0.0022(9) 0.0000(10) C26 0.0143(12) 0.0232(15) 0.0175(12) -0.0076(11) 0.0022(10) -0.0053(11) C27 0.0204(14) 0.0259(16) 0.0132(12) -0.0011(11) -0.0008(10) -0.0060(12) C28 0.0179(13) 0.0238(15) 0.0150(12) 0.0024(11) -0.0022(10) -0.0015(12) C29 0.0142(12) 0.0178(14) 0.0148(11) 0.0002(10) 0.0007(9) -0.0009(11) C30 0.0136(12) 0.0144(12) 0.0115(11) -0.0015(10) 0.0010(9) -0.0014(10) C31 0.0171(14) 0.0260(17) 0.0161(13) 0.0027(11) 0.0022(10) 0.0045(11) C32 0.0205(15) 0.0339(19) 0.0206(14) 0.0010(12) 0.0075(12) 0.0055(13) C33 0.0236(14) 0.0225(15) 0.0122(11) -0.0008(11) 0.0048(10) -0.0025(12) C34 0.0207(14) 0.0177(14) 0.0144(12) -0.0005(10) -0.0008(10) 0.0011(11) C35 0.0133(12) 0.0191(14) 0.0151(12) -0.0013(10) 0.0008(9) 0.0026(11) C36 0.0105(11) 0.0146(13) 0.0170(12) -0.0025(10) 0.0002(9) 0.0003(10) C37 0.0176(13) 0.0177(14) 0.0179(12) -0.0007(11) -0.0001(10) -0.0009(11) C38 0.0234(15) 0.0175(15) 0.0268(15) 0.0015(12) 0.0011(11) -0.0032(12) C39 0.0175(14) 0.0192(15) 0.0317(16) -0.0067(13) -0.0048(11) -0.0020(12) C40 0.0171(13) 0.0214(15) 0.0195(13) -0.0063(11) -0.0034(10) 0.0037(11) C41 0.0157(13) 0.0191(14) 0.0163(12) -0.0015(11) 0.0002(10) 0.0010(11) C42 0.0141(12) 0.0160(13) 0.0118(11) -0.0012(10) -0.0004(9) 0.0002(10) C43 0.0161(13) 0.0220(15) 0.0185(12) 0.0004(11) -0.0016(10) -0.0033(11) C44 0.0253(15) 0.0169(15) 0.0236(14) 0.0035(12) -0.0033(11) -0.0026(12) C45 0.0214(14) 0.0191(15) 0.0213(13) -0.0005(12) -0.0054(10) 0.0050(12) C46 0.0131(12) 0.0254(15) 0.0179(12) -0.0011(11) -0.0003(9) 0.0027(11) C47 0.0111(11) 0.0199(14) 0.0158(12) 0.0010(10) 0.0016(9) -0.0002(10) C48 0.0337(19) 0.0280(19) 0.0279(17) -0.0073(13) -0.0041(14) 0.0044(14) Cl1 0.0162(3) 0.0179(3) 0.0160(3) -0.0046(2) 0.0008(2) -0.0017(2) Cl2 0.0417(5) 0.0426(6) 0.0399(5) 0.0182(4) 0.0086(4) 0.0115(4) Cl3 0.0449(6) 0.0542(7) 0.0266(4) -0.0022(4) 0.0022(4) 0.0146(5) F3 0.0438(13) 0.0466(14) 0.0218(9) -0.0018(9) -0.0005(8) -0.0027(11) F5 0.0180(9) 0.0301(11) 0.0534(13) 0.0085(10) 0.0007(8) -0.0046(8) F7 0.0230(9) 0.0302(11) 0.0281(9) 0.0003(8) -0.0028(7) 0.0068(8) F8 0.0232(10) 0.0236(10) 0.0403(11) -0.0046(9) -0.0024(8) 0.0012(8) N1 0.0200(12) 0.0231(14) 0.0167(11) 0.0058(10) 0.0002(9) -0.0011(10) N2 0.0151(11) 0.0222(13) 0.0150(11) 0.0026(9) -0.0010(9) -0.0039(10) P1 0.0104(3) 0.0134(3) 0.0111(3) 0.0007(2) 0.0006(2) -0.0005(3) P2 0.0094(3) 0.0142(3) 0.0112(3) -0.0005(2) 0.0002(2) -0.0005(3) Pt1 0.00857(5) 0.01243(6) 0.00931(5) -0.00005(3) 0.00006(3) -0.00061(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 B1 F5 1.380(4) . y B1 F7 1.392(4) . y B1 F8 1.393(4) . y B1 F3 1.397(4) . y C1 C5 1.395(3) . y C1 C2 1.422(4) . y C1 Pt1 2.048(3) . y C2 C6 1.395(4) . y C2 C3 1.502(4) . y C3 C4 1.535(4) . y C4 C5 1.524(4) . y C5 C9 1.378(4) . y C6 N1 1.325(4) . y C7 N1 1.454(4) . y C8 N1 1.468(4) . y C9 N2 1.338(3) . y C10 N2 1.463(4) . y C11 N2 1.459(4) . y C12 C13 1.398(4) . y C12 C17 1.403(4) . y C12 P1 1.830(3) . y C13 C14 1.395(4) . y C14 C15 1.387(4) . y C15 C16 1.388(4) . y C16 C17 1.386(4) . y C18 C23 1.393(4) . y C18 C19 1.401(4) . y C18 P1 1.824(3) . y C19 C20 1.386(4) . y C20 C21 1.380(5) . y C21 C22 1.388(5) . y C22 C23 1.386(4) . y C24 C29 1.398(4) . y C24 C25 1.399(4) . y C24 P1 1.816(3) . y C25 C26 1.384(4) . y C26 C27 1.392(5) . y C27 C28 1.383(5) . y C28 C29 1.391(4) . y C30 C35 1.393(4) . y C30 C31 1.395(4) . y C30 P2 1.822(3) . y C31 C32 1.392(4) . y C32 C33 1.397(4) . y C33 C34 1.376(4) . y C34 C35 1.389(4) . y C36 C37 1.389(4) . y C36 C41 1.400(4) . y C36 P2 1.828(3) . y C37 C38 1.395(4) . y C38 C39 1.386(4) . y C39 C40 1.390(5) . y C40 C41 1.390(4) . y C42 C43 1.400(4) . y C42 C47 1.406(4) . y C42 P2 1.834(3) . y C43 C44 1.406(4) . y C44 C45 1.372(4) . y C45 C46 1.382(5) . y C46 C47 1.379(4) . y C48 Cl2 1.755(4) . y C48 Cl3 1.758(3) . y Cl1 Pt1 2.3617(7) . y P1 Pt1 2.2396(8) . y P2 Pt1 2.3619(7) . y 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 F5 B1 F7 110.1(3) . . y F5 B1 F8 110.6(3) . . y F7 B1 F8 108.9(3) . . y F5 B1 F3 109.8(3) . . y F7 B1 F3 108.7(3) . . y F8 B1 F3 108.7(3) . . y C5 C1 C2 109.9(2) . . y C5 C1 Pt1 126.9(2) . . y C2 C1 Pt1 123.11(18) . . y C6 C2 C1 119.8(2) . . y C6 C2 C3 129.8(3) . . y C1 C2 C3 110.4(2) . . y C2 C3 C4 104.6(2) . . y C5 C4 C3 104.9(2) . . y C9 C5 C1 120.5(3) . . y C9 C5 C4 129.6(2) . . y C1 C5 C4 109.8(2) . . y N1 C6 C2 132.1(3) . . y N2 C9 C5 129.6(3) . . y C13 C12 C17 118.2(3) . . y C13 C12 P1 121.0(2) . . y C17 C12 P1 120.8(2) . . y C14 C13 C12 120.8(3) . . y C15 C14 C13 120.0(3) . . y C14 C15 C16 119.8(3) . . y C17 C16 C15 120.3(3) . . y C16 C17 C12 120.9(3) . . y C23 C18 C19 119.4(3) . . y C23 C18 P1 123.2(2) . . y C19 C18 P1 117.2(2) . . y C20 C19 C18 120.0(3) . . y C21 C20 C19 120.4(3) . . y C20 C21 C22 119.8(3) . . y C23 C22 C21 120.5(3) . . y C22 C23 C18 119.9(3) . . y C29 C24 C25 119.3(2) . . y C29 C24 P1 120.9(2) . . y C25 C24 P1 119.8(2) . . y C26 C25 C24 120.3(3) . . y C25 C26 C27 119.7(3) . . y C28 C27 C26 120.7(3) . . y C27 C28 C29 119.7(3) . . y C28 C29 C24 120.2(3) . . y C35 C30 C31 118.9(3) . . y C35 C30 P2 118.4(2) . . y C31 C30 P2 122.5(2) . . y C32 C31 C30 120.2(3) . . y C31 C32 C33 120.1(3) . . y C34 C33 C32 120.0(3) . . y C33 C34 C35 119.9(3) . . y C34 C35 C30 121.0(3) . . y C37 C36 C41 119.2(3) . . y C37 C36 P2 122.0(2) . . y C41 C36 P2 118.8(2) . . y C36 C37 C38 120.4(3) . . y C39 C38 C37 120.1(3) . . y C38 C39 C40 120.0(3) . . y C41 C40 C39 120.0(3) . . y C40 C41 C36 120.4(3) . . y C43 C42 C47 118.2(3) . . y C43 C42 P2 120.9(2) . . y C47 C42 P2 121.0(2) . . y C42 C43 C44 119.9(3) . . y C45 C44 C43 120.9(3) . . y C44 C45 C46 119.4(3) . . y C47 C46 C45 121.0(3) . . y C46 C47 C42 120.7(3) . . y Cl2 C48 Cl3 112.2(2) . . y C6 N1 C7 119.3(3) . . y C6 N1 C8 126.2(3) . . y C7 N1 C8 114.1(3) . . y C9 N2 C11 124.2(2) . . y C9 N2 C10 120.1(3) . . y C11 N2 C10 115.6(2) . . y C24 P1 C18 105.50(13) . . y C24 P1 C12 102.64(13) . . y C18 P1 C12 101.76(12) . . y C24 P1 Pt1 117.29(10) . . y C18 P1 Pt1 114.25(10) . . y C12 P1 Pt1 113.61(9) . . y C30 P2 C36 102.68(13) . . y C30 P2 C42 106.89(13) . . y C36 P2 C42 100.69(12) . . y C30 P2 Pt1 111.83(9) . . y C36 P2 Pt1 123.38(9) . . y C42 P2 Pt1 109.86(9) . . y C1 Pt1 P1 88.36(8) . . y C1 Pt1 Cl1 85.92(8) . . y P1 Pt1 Cl1 169.35(2) . . y C1 Pt1 P2 167.70(8) . . y P1 Pt1 P2 101.13(3) . . y Cl1 Pt1 P2 85.86(2) . . y _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 30.95 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 2.005 _refine_diff_density_min -1.154 _refine_diff_density_rms 0.181