#------------------------------------------------------------------------------ #$Date: 2016-03-22 22:06:50 +0200 (Tue, 22 Mar 2016) $ #$Revision: 179032 $ #$URL: file:///home/coder/svn-repositories/cod/cif/4/12/30/4123011.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_4123011 loop_ _publ_author_name 'Larionov, Evgeny' 'Lin, Luqing' 'Gu\'en\'ee, Laure' 'Mazet, Cl\'ement' _publ_section_title ; Scope and Mechanism in Palladium-Catalyzed Isomerizations of Highly Substituted Allylic, Homoallylic, and Alkenyl Alcohols. ; _journal_name_full 'Journal of the American Chemical Society' _journal_page_first 141121132216006 _journal_paper_doi 10.1021/ja508736u _journal_year 2014 _chemical_formula_moiety 'C22 H21 Cl N O P Pd, C H2 Cl2' _chemical_formula_sum 'C23 H23 Cl3 N O P Pd' _chemical_formula_weight 573.14 _chemical_name_systematic ; ? ; _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _audit_creation_date 2014-06-26 _audit_creation_method ; Olex2 1.2-beta (compiled 2014.06.23 svn.r2946 for OlexSys, GUI svn.r4855) ; _cell_angle_alpha 90 _cell_angle_beta 101.818(3) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 13.0544(4) _cell_length_b 10.6929(3) _cell_length_c 17.4010(5) _cell_measurement_reflns_used 9980 _cell_measurement_temperature 180.00(14) _cell_measurement_theta_max 72.4670 _cell_measurement_theta_min 3.4110 _cell_volume 2377.51(12) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET) (compiled Jan 14 2014,18:38:05) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET) (compiled Jan 14 2014,18:38:05) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET) (compiled Jan 14 2014,18:38:05) ; _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2008)' _computing_structure_solution 'ShelXS-1997 (Sheldrick, 2008)' _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 180.00(14) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 10.4679 _diffrn_detector_type Atlas _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.985 _diffrn_measurement_details ; 1 omega -46.00 33.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - -37.5615 37.0000 -30.0000 79 2 omega -127.00 -78.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - -37.5615 178.0000 120.0000 49 3 omega -103.00 -58.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - -37.5615 -152.0000 -42.0000 45 4 omega -30.00 28.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - -37.5615 37.0000 -90.0000 58 5 omega -50.00 39.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - -37.5615 37.0000 -150.0000 89 6 omega -23.00 20.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - -37.5615 37.0000 30.0000 43 7 omega 78.00 126.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - 37.5615 178.0000 120.0000 48 8 omega 17.00 55.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - 37.5615 -99.0000 120.0000 38 9 omega 28.00 91.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - 108.1716 -30.0000 0.0000 63 10 omega 28.00 60.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - 108.1716 -30.0000 -30.0000 32 11 omega 39.00 90.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - 108.1716 -30.0000 -150.0000 51 12 omega 112.00 165.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - 108.1716 30.0000 60.0000 53 13 omega 65.00 151.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - 108.1716 178.0000 -90.0000 86 14 omega 81.00 173.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - 108.1716 45.0000 0.0000 92 15 omega 73.00 112.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - 108.1716 -111.0000 30.0000 39 16 omega 86.00 113.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - 108.1716 -111.0000 -90.0000 27 17 omega 25.00 137.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - 108.1716 -77.0000 -150.0000 112 18 omega 34.00 88.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - 108.1716 -30.0000 -90.0000 54 19 omega 28.00 89.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - 108.1716 -30.0000 60.0000 61 20 omega 56.00 86.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - 108.1716 -94.0000 -180.0000 30 21 omega 28.00 55.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - 108.1716 -111.0000 -90.0000 27 22 omega 35.00 137.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - 108.1716 -77.0000 0.0000 102 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, Atlas' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 -0.0457980000 _diffrn_orient_matrix_UB_12 -0.1330218000 _diffrn_orient_matrix_UB_13 -0.0022778000 _diffrn_orient_matrix_UB_21 -0.1104711000 _diffrn_orient_matrix_UB_22 0.0530754000 _diffrn_orient_matrix_UB_23 -0.0308564000 _diffrn_orient_matrix_UB_31 0.0150859000 _diffrn_orient_matrix_UB_32 -0.0155933000 _diffrn_orient_matrix_UB_33 -0.0850176000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0348 _diffrn_reflns_av_unetI/netI 0.0273 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.985 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_number 15242 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.985 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 72.524 _diffrn_reflns_theta_min 3.459 _diffrn_source 'sealed X-ray tube' _diffrn_source_type 'SuperNova (Cu) X-ray Source' _exptl_absorpt_coefficient_mu 10.155 _exptl_absorpt_correction_T_max 0.487 _exptl_absorpt_correction_T_min 0.114 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET) (compiled Jan 14 2014,18:38:05) Numerical absorption correction based on gaussian integration over a multifaceted crystal model Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour colourless _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.601 _exptl_crystal_description prism _exptl_crystal_F_000 1152 _exptl_crystal_size_max 0.5041 _exptl_crystal_size_mid 0.3057 _exptl_crystal_size_min 0.0886 _refine_diff_density_max 1.191 _refine_diff_density_min -1.056 _refine_diff_density_rms 0.096 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 272 _refine_ls_number_reflns 4641 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.062 _refine_ls_R_factor_all 0.0343 _refine_ls_R_factor_gt 0.0328 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0487P)^2^+3.1158P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0852 _refine_ls_wR_factor_ref 0.0864 _reflns_Friedel_coverage 0.000 _reflns_number_gt 4418 _reflns_number_total 4641 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file ja508736u_si_003.cif _cod_data_source_block el3 _cod_original_cell_volume 2377.51(11) _cod_database_code 4123011 #BEGIN Tags that were not found in dictionaries: _shelxl_version_number 2013-4 _chemical_oxdiff_formula 'C23 H23 Cl3 N O P Pd' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _reflns_odcompleteness_completeness 99.93 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 66.97 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups At 1.5 times of: All C(H,H,H) groups 2.a Secondary CH2 refined with riding coordinates: C6(H6A,H6B), C5(H5A,H5B), C1(H1A,H1B) 2.b Aromatic/amide H refined with riding coordinates: C18(H18), C16(H16), C24(H24), C19(H19), C25(H25), C23(H23), C12(H12), C11(H11), C13(H13), C20(H20), C10(H10), C17(H17), C22(H22), C26(H26) 2.c Idealised Me refined as rotating group: C27(H27A,H27B,H27C) ; _olex2_submission_special_instructions 'No special instructions were received' #END Tags that were not found in dictionaries loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn Pd1 Pd 0.28689(2) 0.91570(2) 0.58886(2) 0.01502(8) Uani 1 1 d . Cl2 Cl 0.17112(6) 1.06410(7) 0.51647(4) 0.02631(16) Uani 1 1 d . P3 P 0.38577(5) 0.77247(6) 0.65959(4) 0.01513(14) Uani 1 1 d . O7 O 0.06667(17) 0.6164(2) 0.59891(14) 0.0282(5) Uani 1 1 d . N4 N 0.16112(18) 0.7909(2) 0.59747(14) 0.0198(5) Uani 1 1 d . C8 C 0.1586(2) 0.6717(3) 0.59504(16) 0.0191(6) Uani 1 1 d . C18 C 0.7455(3) 0.7838(4) 0.7076(2) 0.0393(9) Uani 1 1 d . H18 H 0.8197 0.7871 0.7172 0.047 Uiso 1 1 calc R C15 C 0.5280(2) 0.7753(3) 0.67935(17) 0.0193(5) Uani 1 1 d . C16 C 0.5792(2) 0.8025(3) 0.61883(18) 0.0263(6) Uani 1 1 d . H16 H 0.5398 0.8174 0.5674 0.032 Uiso 1 1 calc R C24 C 0.3019(3) 0.7664(4) 0.90323(19) 0.0350(8) Uani 1 1 d . H24 H 0.2855 0.7669 0.9540 0.042 Uiso 1 1 calc R C19 C 0.6958(3) 0.7548(4) 0.7678(2) 0.0389(9) Uani 1 1 d . H19 H 0.7357 0.7366 0.8187 0.047 Uiso 1 1 calc R C9 C 0.2474(3) 0.5868(2) 0.58784(16) 0.0228(7) Uani 1 1 d . C27 C 0.4081(2) 1.0328(3) 0.58231(18) 0.0238(6) Uani 1 1 d . H27A H 0.4641 1.0213 0.6287 0.036 Uiso 1 1 calc GR H27B H 0.3836 1.1197 0.5802 0.036 Uiso 1 1 calc GR H27C H 0.4347 1.0139 0.5349 0.036 Uiso 1 1 calc GR C25 C 0.3205(3) 0.6550(4) 0.86933(19) 0.0333(7) Uani 1 1 d . H25 H 0.3173 0.5789 0.8969 0.040 Uiso 1 1 calc R C23 C 0.3067(3) 0.8777(4) 0.8640(2) 0.0362(8) Uani 1 1 d . H23 H 0.2942 0.9545 0.8879 0.043 Uiso 1 1 calc R C12 C 0.4011(3) 0.4208(3) 0.5670(2) 0.0313(7) Uani 1 1 d . H12 H 0.4544 0.3647 0.5591 0.038 Uiso 1 1 calc R C11 C 0.2967(3) 0.3882(3) 0.5425(2) 0.0330(7) Uani 1 1 d . H11 H 0.2786 0.3092 0.5185 0.040 Uiso 1 1 calc R C21 C 0.3503(2) 0.7649(3) 0.75502(16) 0.0180(5) Uani 1 1 d . C13 C 0.4277(3) 0.5355(3) 0.60310(18) 0.0260(6) Uani 1 1 d . H13 H 0.4993 0.5567 0.6208 0.031 Uiso 1 1 calc R C6 C -0.0090(2) 0.7176(3) 0.5944(2) 0.0334(8) Uani 1 1 d . H6A H -0.0527 0.7069 0.6343 0.040 Uiso 1 1 calc R H6B H -0.0552 0.7216 0.5417 0.040 Uiso 1 1 calc R C20 C 0.5868(2) 0.7520(3) 0.75418(19) 0.0279(7) Uani 1 1 d . H20 H 0.5526 0.7341 0.7961 0.033 Uiso 1 1 calc R C14 C 0.3500(2) 0.6199(3) 0.61365(16) 0.0201(6) Uani 1 1 d . C10 C 0.2189(3) 0.4702(3) 0.55304(19) 0.0279(7) Uani 1 1 d . H10 H 0.1473 0.4479 0.5370 0.034 Uiso 1 1 calc R C5 C 0.0586(2) 0.8344(3) 0.6108(2) 0.0258(6) Uani 1 1 d . H5A H 0.0304 0.9029 0.5743 0.031 Uiso 1 1 calc R H5B H 0.0639 0.8634 0.6655 0.031 Uiso 1 1 calc R C17 C 0.6879(3) 0.8081(3) 0.6334(2) 0.0334(7) Uani 1 1 d . H17 H 0.7226 0.8287 0.5921 0.040 Uiso 1 1 calc R C22 C 0.3299(3) 0.8774(3) 0.78997(19) 0.0275(6) Uani 1 1 d . H22 H 0.3321 0.9540 0.7627 0.033 Uiso 1 1 calc R C26 C 0.3440(2) 0.6529(3) 0.79482(18) 0.0247(6) Uani 1 1 d . H26 H 0.3557 0.5755 0.7712 0.030 Uiso 1 1 calc R Cl3 Cl 0.01431(10) 0.82948(10) 0.87489(8) 0.0618(3) Uani 1 1 d . Cl1 Cl 0.04180(11) 0.60254(12) 0.78837(7) 0.0646(3) Uani 1 1 d . C1 C 0.0318(3) 0.6660(4) 0.8798(2) 0.0444(9) Uani 1 1 d . H1A H 0.0962 0.6461 0.9189 0.053 Uiso 1 1 calc R H1B H -0.0280 0.6270 0.8976 0.053 Uiso 1 1 calc R loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.01762(12) 0.01184(12) 0.01450(12) 0.00039(6) 0.00073(8) -0.00129(6) Cl2 0.0227(3) 0.0212(3) 0.0330(4) 0.0100(3) 0.0011(3) 0.0019(3) P3 0.0167(3) 0.0150(3) 0.0130(3) 0.0007(2) 0.0016(2) 0.0001(2) O7 0.0237(11) 0.0197(10) 0.0419(13) 0.0041(9) 0.0079(9) -0.0049(9) N4 0.0184(11) 0.0171(12) 0.0229(12) 0.0029(9) 0.0021(9) -0.0013(9) C8 0.0196(13) 0.0203(14) 0.0165(13) 0.0021(10) 0.0018(10) -0.0051(11) C18 0.0186(15) 0.053(2) 0.048(2) -0.0131(18) 0.0089(14) -0.0022(15) C15 0.0198(13) 0.0189(13) 0.0191(13) -0.0018(10) 0.0038(10) -0.0004(10) C16 0.0278(15) 0.0290(16) 0.0236(15) -0.0005(12) 0.0089(12) -0.0003(12) C24 0.0348(17) 0.055(2) 0.0180(15) 0.0019(14) 0.0126(13) -0.0007(16) C19 0.0218(16) 0.063(3) 0.0298(18) -0.0040(16) 0.0001(13) 0.0031(15) C9 0.051(2) 0.0061(13) 0.0100(13) 0.0028(9) 0.0042(12) 0.0002(11) C27 0.0220(14) 0.0197(14) 0.0285(15) 0.0010(12) 0.0024(11) -0.0051(11) C25 0.0365(18) 0.0410(19) 0.0236(16) 0.0138(14) 0.0093(13) 0.0040(15) C23 0.043(2) 0.040(2) 0.0288(18) -0.0136(15) 0.0137(15) -0.0038(16) C12 0.0409(19) 0.0211(16) 0.0339(18) -0.0023(12) 0.0121(15) 0.0062(13) C11 0.047(2) 0.0168(14) 0.0359(18) -0.0079(13) 0.0101(15) -0.0029(14) C21 0.0150(12) 0.0251(14) 0.0129(12) 0.0016(10) 0.0003(9) 0.0004(10) C13 0.0303(16) 0.0218(15) 0.0268(15) 0.0007(12) 0.0081(12) 0.0020(12) C6 0.0201(14) 0.0267(17) 0.054(2) 0.0080(15) 0.0081(14) 0.0009(13) C20 0.0204(14) 0.0403(18) 0.0219(15) -0.0004(13) 0.0017(11) 0.0019(13) C14 0.0349(16) 0.0117(12) 0.0159(13) 0.0046(10) 0.0105(11) 0.0054(11) C10 0.0329(16) 0.0197(15) 0.0306(16) 0.0003(12) 0.0049(13) -0.0046(12) C5 0.0191(14) 0.0240(15) 0.0348(17) -0.0011(13) 0.0069(12) 0.0011(12) C17 0.0305(17) 0.0382(19) 0.0368(18) -0.0069(15) 0.0193(14) -0.0032(14) C22 0.0340(17) 0.0233(15) 0.0259(16) -0.0018(12) 0.0079(13) -0.0018(13) C26 0.0262(14) 0.0257(15) 0.0232(15) 0.0060(12) 0.0076(11) 0.0055(12) Cl3 0.0616(7) 0.0373(5) 0.0902(9) 0.0096(5) 0.0240(6) 0.0089(5) Cl1 0.0799(8) 0.0675(7) 0.0495(6) -0.0050(5) 0.0202(6) -0.0034(6) C1 0.052(2) 0.036(2) 0.050(2) 0.0090(17) 0.0201(18) 0.0078(17) 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' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd 0.1215 3.9337 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist _exptl_oxdiff_crystal_face_indexfrac_h _exptl_oxdiff_crystal_face_indexfrac_k _exptl_oxdiff_crystal_face_indexfrac_l _exptl_oxdiff_crystal_face_x _exptl_oxdiff_crystal_face_y _exptl_oxdiff_crystal_face_z -1 -1 1 0.1196 -1.0032 -1.0017 1.0047 0.1769 0.0267 -0.0849 1 1 -1 0.0959 1.0032 1.0017 -1.0047 -0.1769 -0.0267 0.0849 0 -1 -1 0.1599 0.0050 -1.0037 -0.9943 0.1355 -0.0231 0.1003 0 1 1 0.1599 -0.0050 1.0037 0.9943 -0.1355 0.0231 -0.1003 1 0 0 0.0443 0.9997 0.0038 0.0041 -0.0463 -0.1104 0.0147 -1 0 0 0.0443 -0.9997 -0.0038 -0.0041 0.0463 0.1104 -0.0147 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle P3 Pd1 Cl2 176.10(3) N4 Pd1 Cl2 92.27(7) N4 Pd1 P3 84.15(7) C27 Pd1 Cl2 88.65(9) C27 Pd1 P3 94.91(9) C27 Pd1 N4 179.01(11) C15 P3 Pd1 123.49(10) C15 P3 C14 104.83(13) C21 P3 Pd1 108.12(9) C21 P3 C15 105.66(13) C21 P3 C14 105.62(13) C14 P3 Pd1 107.85(9) C8 O7 C6 105.8(2) C8 N4 Pd1 129.4(2) C8 N4 C5 107.5(2) C5 N4 Pd1 123.09(19) O7 C8 C9 116.7(2) N4 C8 O7 116.9(3) N4 C8 C9 126.4(3) C19 C18 C17 120.3(3) C16 C15 P3 119.4(2) C16 C15 C20 119.2(3) C20 C15 P3 121.4(2) C15 C16 C17 120.2(3) C25 C24 C23 120.4(3) C18 C19 C20 119.9(3) C14 C9 C8 122.6(2) C14 C9 C10 121.8(3) C10 C9 C8 115.7(3) C24 C25 C26 120.4(3) C24 C23 C22 120.0(3) C11 C12 C13 120.0(3) C10 C11 C12 120.1(3) C22 C21 P3 117.8(2) C26 C21 P3 123.0(2) C26 C21 C22 119.2(3) C12 C13 C14 120.5(3) O7 C6 C5 103.8(2) C15 C20 C19 120.3(3) C9 C14 P3 121.1(2) C9 C14 C13 118.5(3) C13 C14 P3 120.3(2) C11 C10 C9 119.0(3) N4 C5 C6 102.8(2) C18 C17 C16 120.1(3) C23 C22 C21 120.3(3) C25 C26 C21 119.7(3) Cl1 C1 Cl3 111.8(2) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance Pd1 Cl2 2.3683(7) Pd1 P3 2.2081(7) Pd1 N4 2.144(2) Pd1 C27 2.039(3) P3 C15 1.817(3) P3 C21 1.815(3) P3 C14 1.835(3) O7 C8 1.351(3) O7 C6 1.457(4) N4 C8 1.276(4) N4 C5 1.479(4) C8 C9 1.499(4) C18 C19 1.376(5) C18 C17 1.380(5) C15 C16 1.389(4) C15 C20 1.392(4) C16 C17 1.392(4) C24 C25 1.373(5) C24 C23 1.379(5) C19 C20 1.393(4) C9 C14 1.369(5) C9 C10 1.403(4) C25 C26 1.392(4) C23 C22 1.383(5) C12 C11 1.387(5) C12 C13 1.389(4) C11 C10 1.382(5) C21 C22 1.397(4) C21 C26 1.394(4) C13 C14 1.398(4) C6 C5 1.522(4) Cl3 C1 1.763(4) Cl1 C1 1.759(4) loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion Pd1 P3 C15 C16 -44.0(3) Pd1 P3 C15 C20 135.3(2) Pd1 P3 C21 C22 -40.3(2) Pd1 P3 C21 C26 140.6(2) Pd1 P3 C14 C9 -44.3(2) Pd1 P3 C14 C13 134.6(2) Pd1 N4 C8 O7 -177.47(19) Pd1 N4 C8 C9 2.2(4) Pd1 N4 C5 C6 168.0(2) P3 C15 C16 C17 178.4(3) P3 C15 C20 C19 -180.0(3) P3 C21 C22 C23 -177.4(3) P3 C21 C26 C25 177.3(2) O7 C8 C9 C14 -153.4(3) O7 C8 C9 C10 26.3(4) O7 C6 C5 N4 17.5(3) N4 C8 C9 C14 26.9(4) N4 C8 C9 C10 -153.3(3) C8 O7 C6 C5 -15.4(3) C8 N4 C5 C6 -13.9(3) C8 C9 C14 P3 0.1(4) C8 C9 C14 C13 -178.8(3) C8 C9 C10 C11 178.3(3) C18 C19 C20 C15 1.7(6) C15 P3 C21 C22 93.7(2) C15 P3 C21 C26 -85.4(3) C15 P3 C14 C9 -177.5(2) C15 P3 C14 C13 1.4(3) C15 C16 C17 C18 1.5(5) C16 C15 C20 C19 -0.7(5) C24 C25 C26 C21 1.0(5) C24 C23 C22 C21 -1.1(5) C19 C18 C17 C16 -0.5(6) C25 C24 C23 C22 0.3(6) C23 C24 C25 C26 -0.3(5) C12 C11 C10 C9 0.8(5) C12 C13 C14 P3 -178.8(2) C12 C13 C14 C9 0.2(4) C11 C12 C13 C14 -1.3(5) C21 P3 C15 C16 -169.0(2) C21 P3 C15 C20 10.3(3) C21 P3 C14 C9 71.1(2) C21 P3 C14 C13 -110.0(2) C13 C12 C11 C10 0.8(5) C6 O7 C8 N4 7.4(4) C6 O7 C8 C9 -172.3(3) C20 C15 C16 C17 -0.9(5) C14 P3 C15 C16 79.7(3) C14 P3 C15 C20 -101.0(3) C14 P3 C21 C22 -155.5(2) C14 P3 C21 C26 25.4(3) C14 C9 C10 C11 -2.0(5) C10 C9 C14 P3 -179.6(2) C10 C9 C14 C13 1.5(4) C5 N4 C8 O7 4.6(3) C5 N4 C8 C9 -175.8(3) C17 C18 C19 C20 -1.1(6) C22 C21 C26 C25 -1.7(4) C26 C21 C22 C23 1.8(5)