#------------------------------------------------------------------------------ #$Date: 2026-05-27 23:11:25 +0100 (Wed, 27 May 2026) $ #$Revision: 306105 $ #$URL: svn://www.crystallography.net/cod/cif/1/57/72/1577297.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_1577297 loop_ _publ_author_name 'Bae, Dae Young' 'Ruhs, Nicholas P.' 'Mirica, Liviu M.' _publ_section_title ; Aerobic Base-free C-H Bond Activation at a Pd Center in Aqueous Conditions ; _journal_name_full 'Chemical Science' _journal_paper_doi 10.1039/D6SC03081E _journal_year 2026 _chemical_formula_moiety 'C26 H38 N4 Pd, C2 H3 N, 2(B F4)' _chemical_formula_sum 'C28 H41 B2 F8 N5 Pd' _chemical_formula_weight 727.68 _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' _atom_sites_solution_hydrogens mixed _audit_creation_date 2023-04-18 _audit_creation_method ; Olex2 1.5 (compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748) ; _audit_update_record ; 2024-02-06 deposited with the CCDC. 2026-05-27 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 105.091(5) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 12.1854(10) _cell_length_b 13.2252(11) _cell_length_c 19.5898(17) _cell_measurement_reflns_used 8699 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 27.44 _cell_measurement_theta_min 2.32 _cell_volume 3048.1(4) _computing_cell_refinement 'Bruker SAINT' _computing_data_collection 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_molecular_graphics 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2016/4 (Sheldrick, 2015)' _computing_structure_solution 'SHELXT-2013 (Sheldrick, 2008)' _diffrn_ambient_temperature 100.05 _diffrn_measured_fraction_theta_full 0.995 _diffrn_measured_fraction_theta_max 0.933 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0872 _diffrn_reflns_av_unetI/netI 0.0696 _diffrn_reflns_Laue_measured_fraction_full 0.995 _diffrn_reflns_Laue_measured_fraction_max 0.933 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_number 48647 _diffrn_reflns_point_group_measured_fraction_full 0.995 _diffrn_reflns_point_group_measured_fraction_max 0.933 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.648 _diffrn_reflns_theta_min 1.077 _exptl_absorpt_coefficient_mu 0.686 _exptl_absorpt_correction_T_max 0.8621 _exptl_absorpt_correction_T_min 0.7126 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'sadabs v2014/4' _exptl_crystal_colour orange _exptl_crystal_colour_primary orange _exptl_crystal_density_diffrn 1.586 _exptl_crystal_density_method 'not measured' _exptl_crystal_description rod _exptl_crystal_F_000 1488 _exptl_crystal_size_max 0.535 _exptl_crystal_size_mid 0.109 _exptl_crystal_size_min 0.091 _refine_diff_density_max 7.552 _refine_diff_density_min -1.218 _refine_diff_density_rms 0.207 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 411 _refine_ls_number_reflns 6936 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.063 _refine_ls_R_factor_all 0.1062 _refine_ls_R_factor_gt 0.0768 _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^)+(0.1293P)^2^+12.7743P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1967 _refine_ls_wR_factor_ref 0.2208 _reflns_Friedel_coverage 0.000 _reflns_number_gt 5109 _reflns_number_total 6936 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d6sc03081e2.cif _cod_data_source_block l15215 _cod_database_code 1577297 _shelx_shelxl_version_number 2016/4 _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. ; _shelx_estimated_absorpt_t_max 0.940 _shelx_estimated_absorpt_t_min 0.710 _olex2_refinement_description ; 1. Twinned data refinement Scales: 0.9863(10) 0.0137(10) 2. 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 3. Restrained distances C1-H1 0.95 with sigma of 0.01 4.a Secondary CH2 refined with riding coordinates: C7(H7A,H7B), C8(H8A,H8B), C14(H14A,H14B), C15(H15A,H15B) 4.b Aromatic/amide H refined with riding coordinates: C3(H3), C5(H5), C10(H10), C11(H11), C12(H12) 4.c Idealised Me refined as rotating group: C16(H16A,H16B,H16C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C23(H23A,H23B, H23C), C24(H24A,H24B,H24C), C26(H26A,H26B,H26C), C20(H20A,H20B,H20C), C22(H22A, H22B,H22C), C2S(H2SA,H2SB,H2SC) ; _shelx_res_file ; TITL lm15215/lt/x8/NR-071715 in P2(1)/c l15215.res created by SHELXL-2016/4 at 13:34:14 on 18-Apr-2023 CELL 0.71073 12.1854 13.2252 19.5898 90 105.091 90 ZERR 4 0.001 0.0011 0.0017 0 0.0054 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H B F N Pd UNIT 112 164 8 32 20 4 DFIX 0.95 0.01 C1 H1 L.S. 10 PLAN 3 SIZE 0.091 0.109 0.535 TEMP -173.1 CONF list 4 HTAB BOND $H MORE -1 fmap 2 acta TWIN 1 0 0.324 0 -1 0 0 0 -1 2 OMIT -3 180 OMIT -2 1 3 REM REM REM WGHT 0.129300 12.774300 BASF 0.01366 FVAR 0.08041 PD1 6 0.314314 0.419921 0.723394 11.00000 0.01675 0.01377 = 0.01511 -0.00053 0.00559 -0.00047 N1 5 0.474522 0.456894 0.747914 11.00000 0.01901 0.01188 = 0.01706 0.00081 0.00537 -0.00010 N2 5 0.350120 0.403780 0.839407 11.00000 0.02089 0.01751 = 0.01497 0.00331 0.00687 -0.00188 N3 5 0.344187 0.395226 0.618554 11.00000 0.02107 0.01995 = 0.01297 -0.00245 0.00492 0.00430 N4 5 0.147405 0.387073 0.696270 11.00000 0.01962 0.02207 = 0.02047 -0.00005 0.00804 -0.00084 C1 1 0.379090 0.235014 0.737848 11.00000 0.02435 0.01390 = 0.02827 -0.00251 0.00852 -0.00056 H1 2 0.299058 0.239643 0.730228 11.00000 0.03596 C2 1 0.434437 0.242553 0.684307 11.00000 0.02895 0.00947 = 0.02404 -0.00451 0.00678 -0.00372 C3 1 0.552788 0.236513 0.701773 11.00000 0.02770 0.01015 = 0.02257 -0.00013 0.01083 0.00337 AFIX 43 H3 2 0.591084 0.236041 0.665282 11.00000 -1.20000 AFIX 0 C4 1 0.615789 0.231134 0.772600 11.00000 0.03146 0.01113 = 0.02338 0.00055 0.01300 0.00282 C5 1 0.555619 0.242007 0.824445 11.00000 0.02569 0.01667 = 0.01856 0.00732 0.00755 0.00422 AFIX 43 H5 2 0.596862 0.245501 0.872750 11.00000 -1.20000 AFIX 0 C6 1 0.438865 0.247745 0.807407 11.00000 0.03299 0.00885 = 0.02527 0.00621 0.01309 -0.00271 C7 1 0.373243 0.290544 0.855700 11.00000 0.02765 0.01644 = 0.02460 0.00674 0.01236 0.00292 AFIX 23 H7A 2 0.417214 0.281976 0.905519 11.00000 -1.20000 H7B 2 0.300329 0.253928 0.848920 11.00000 -1.20000 AFIX 0 C8 1 0.458515 0.461001 0.867078 11.00000 0.01986 0.01975 = 0.01706 -0.00117 0.00513 0.00049 AFIX 23 H8A 2 0.440094 0.530666 0.878913 11.00000 -1.20000 H8B 2 0.502515 0.428462 0.911258 11.00000 -1.20000 AFIX 0 C9 1 0.530747 0.466131 0.816385 11.00000 0.02057 0.01029 = 0.01709 0.00016 0.00431 0.00006 C10 1 0.646207 0.486108 0.835290 11.00000 0.02337 0.01472 = 0.01944 -0.00349 0.00574 -0.00035 AFIX 43 H10 2 0.686045 0.493978 0.883587 11.00000 -1.20000 AFIX 0 C11 1 0.702919 0.494471 0.782581 11.00000 0.01890 0.01790 = 0.02587 0.00032 0.00745 -0.00092 AFIX 43 H11 2 0.781904 0.509347 0.794572 11.00000 -1.20000 AFIX 0 C12 1 0.644072 0.481075 0.712441 11.00000 0.02260 0.01552 = 0.02397 0.00299 0.01169 -0.00165 AFIX 43 H12 2 0.682275 0.485475 0.676007 11.00000 -1.20000 AFIX 0 C13 1 0.528164 0.461086 0.696334 11.00000 0.02622 0.01416 = 0.01342 0.00103 0.01005 0.00158 C14 1 0.454846 0.450748 0.622989 11.00000 0.02167 0.02057 = 0.01597 0.00068 0.00748 0.00258 AFIX 23 H14A 2 0.497677 0.414087 0.594153 11.00000 -1.20000 H14B 2 0.437216 0.519027 0.602329 11.00000 -1.20000 AFIX 0 C15 1 0.363872 0.279899 0.613672 11.00000 0.03122 0.01787 = 0.02174 -0.00427 0.00733 0.00314 AFIX 23 H15A 2 0.289949 0.244160 0.600837 11.00000 -1.20000 H15B 2 0.403791 0.266085 0.576637 11.00000 -1.20000 AFIX 0 C16 1 0.740385 0.226153 0.790655 11.00000 0.04079 0.01989 = 0.03051 -0.00103 0.02035 0.00311 AFIX 137 H16A 2 0.764580 0.155252 0.793983 11.00000 -1.50000 H16B 2 0.771794 0.259713 0.836157 11.00000 -1.50000 H16C 2 0.767960 0.260168 0.753877 11.00000 -1.50000 AFIX 0 C17 1 0.260287 0.444230 0.876147 11.00000 0.02081 0.02309 = 0.01838 -0.00022 0.00669 0.00381 C18 1 0.220249 0.546727 0.844122 11.00000 0.02331 0.02386 = 0.02483 0.00011 0.00689 0.00712 AFIX 137 H18A 2 0.286047 0.591021 0.847938 11.00000 -1.50000 H18B 2 0.169042 0.577035 0.869567 11.00000 -1.50000 H18C 2 0.179838 0.538218 0.794212 11.00000 -1.50000 AFIX 0 C19 1 0.159656 0.372881 0.865119 11.00000 0.02360 0.02201 = 0.02599 0.00186 0.01076 0.00084 AFIX 137 H19A 2 0.146253 0.340922 0.818538 11.00000 -1.50000 H19B 2 0.091926 0.410971 0.867814 11.00000 -1.50000 H19C 2 0.175801 0.320671 0.901883 11.00000 -1.50000 AFIX 0 C21 1 0.256140 0.432795 0.550793 11.00000 0.02287 0.02577 = 0.01238 0.00097 0.00281 0.00468 C23 1 0.154663 0.359879 0.529295 11.00000 0.02472 0.02952 = 0.01607 -0.00660 -0.00165 0.00048 AFIX 137 H23A 2 0.179529 0.296284 0.512434 11.00000 -1.50000 H23B 2 0.095005 0.390481 0.491491 11.00000 -1.50000 H23C 2 0.124793 0.346407 0.570263 11.00000 -1.50000 AFIX 0 C24 1 0.213536 0.535672 0.566850 11.00000 0.02510 0.03004 = 0.02136 0.00415 0.00715 0.00834 AFIX 137 H24A 2 0.174794 0.528967 0.604629 11.00000 -1.50000 H24B 2 0.160289 0.562414 0.524255 11.00000 -1.50000 H24C 2 0.278023 0.582048 0.582030 11.00000 -1.50000 AFIX 0 C25 1 0.052724 0.368620 0.678058 11.00000 0.02614 0.02486 = 0.02037 -0.00425 0.00755 -0.00181 C26 1 -0.066720 0.344550 0.653235 11.00000 0.01953 0.04524 = 0.04280 -0.00298 0.00407 -0.00449 AFIX 137 H26A 2 -0.098573 0.377726 0.607641 11.00000 -1.50000 H26B 2 -0.106547 0.368425 0.687659 11.00000 -1.50000 H26C 2 -0.076056 0.271173 0.647567 11.00000 -1.50000 AFIX 0 PART 1 C20 1 0.313308 0.455122 0.956146 11.00000 0.02737 0.03613 = 0.01445 -0.00249 0.01093 0.00969 AFIX 137 H20A 2 0.352012 0.392110 0.974768 11.00000 -1.50000 H20B 2 0.253395 0.469408 0.979833 11.00000 -1.50000 H20C 2 0.368289 0.510786 0.964795 11.00000 -1.50000 AFIX 0 C22 1 0.308990 0.438979 0.487847 11.00000 0.02964 0.03971 = 0.01420 0.00055 0.00579 0.00596 AFIX 137 H22A 2 0.357101 0.499298 0.492572 11.00000 -1.50000 H22B 2 0.248449 0.443029 0.443792 11.00000 -1.50000 H22C 2 0.355167 0.378557 0.486984 11.00000 -1.50000 AFIX 0 PART 0 N1S 5 0.100924 0.095470 0.564460 11.00000 0.06349 0.05967 = 0.05207 0.00847 0.00475 0.00156 C1S 1 0.029521 0.125340 0.516982 11.00000 0.03901 0.04793 = 0.05867 0.00794 0.01673 -0.00168 C2S 1 -0.060741 0.163933 0.461267 11.00000 0.02714 0.07809 = 0.05443 0.00049 0.00823 0.01406 AFIX 137 H2SA 2 -0.092024 0.109349 0.428064 11.00000 -1.50000 H2SB 2 -0.031602 0.217739 0.436375 11.00000 -1.50000 H2SC 2 -0.120583 0.191214 0.481101 11.00000 -1.50000 AFIX 0 B1 3 0.628650 0.261162 0.524801 11.00000 0.02193 0.04427 = 0.01889 0.00483 0.00925 0.00165 F1 4 0.560964 0.333725 0.481353 11.00000 0.03089 0.02914 = 0.02202 -0.00088 0.00472 0.00403 F2 4 0.557408 0.184304 0.537929 11.00000 0.02926 0.03211 = 0.02636 -0.00326 0.00869 -0.00393 F3 4 0.686732 0.306739 0.587279 11.00000 0.03403 0.06185 = 0.02409 0.00670 -0.00343 -0.02216 F4 4 0.703912 0.218529 0.490514 11.00000 0.04212 0.07420 = 0.04472 0.02348 0.02664 0.03135 B2 3 0.060084 0.393152 0.296762 11.00000 0.03474 0.03141 = 0.03113 0.00226 0.00425 -0.00024 F5 4 0.018188 0.414807 0.353256 11.00000 0.07655 0.06753 = 0.07262 0.02410 0.04686 0.02387 F6 4 0.174975 0.371361 0.320533 11.00000 0.03031 0.04289 = 0.06506 0.01000 0.00420 -0.00090 F7 4 0.044357 0.473343 0.250176 11.00000 0.04051 0.04776 = 0.03736 0.00434 0.01099 0.00918 F8 4 0.003499 0.307870 0.263896 11.00000 0.05082 0.04979 = 0.10439 -0.00575 -0.01526 -0.01449 HKLF 4 REM lm15215/lt/x8/NR-071715 in P2(1)/c REM R1 = 0.0768 for 5109 Fo > 4sig(Fo) and 0.1062 for all 6936 data REM 411 parameters refined using 1 restraints END WGHT 0.1293 12.7652 REM Instructions for potential hydrogen bonds EQIV $1 x, -y+1/2, z+1/ HTAB C7 F1_$1 HTAB C7 F6_$1 EQIV $2 -x+1, y+1/2, -z+3/ HTAB C8 F2_$2 EQIV $3 -x+1, -y+1, -z+ HTAB C12 F6_$3 HTAB C14 F1_$3 HTAB C15 F2 HTAB C19 N4 HTAB C23 N4 HTAB C24 N4 EQIV $4 -x, -y+1, -z+ HTAB C26 F7_$4 HTAB C20 F2_$2 HTAB C22 F1_$3 HTAB C22 F6 HTAB C22 F1 EQIV $5 x-1, y, HTAB C2S F4_$5 REM Highest difference peak 7.552, deepest hole -1.218, 1-sigma level 0.207 Q1 1 0.3149 0.4220 1.0380 11.00000 0.05 7.55 Q2 1 0.3119 0.4220 0.4003 11.00000 0.05 4.87 Q3 1 0.6809 0.2338 0.7748 11.00000 0.05 1.12 ; _shelx_res_checksum 12212 _olex2_submission_special_instructions 'No special instructions were received' 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 _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.31431(4) 0.41992(3) 0.72339(2) 0.01494(16) Uani 1 1 d . . . . . N1 N 0.4745(4) 0.4569(4) 0.7479(3) 0.0159(10) Uani 1 1 d . . . . . N2 N 0.3501(4) 0.4038(4) 0.8394(3) 0.0174(10) Uani 1 1 d . . . . . N3 N 0.3442(4) 0.3952(4) 0.6186(3) 0.0179(10) Uani 1 1 d . . . . . N4 N 0.1474(4) 0.3871(4) 0.6963(3) 0.0202(11) Uani 1 1 d . . . . . C1 C 0.3791(5) 0.2350(5) 0.7378(3) 0.0219(13) Uani 1 1 d D . . . . H1 H 0.2991(13) 0.240(7) 0.730(4) 0.04(2) Uiso 1 1 d D . . . . C2 C 0.4344(5) 0.2426(5) 0.6843(3) 0.0208(12) Uani 1 1 d . . . . . C3 C 0.5528(5) 0.2365(4) 0.7018(3) 0.0193(12) Uani 1 1 d . . . . . H3 H 0.591084 0.236041 0.665282 0.023 Uiso 1 1 calc R U . . . C4 C 0.6158(5) 0.2311(5) 0.7726(3) 0.0209(12) Uani 1 1 d . . . . . C5 C 0.5556(5) 0.2420(5) 0.8244(3) 0.0200(12) Uani 1 1 d . . . . . H5 H 0.596862 0.245501 0.872750 0.024 Uiso 1 1 calc R U . . . C6 C 0.4389(6) 0.2477(5) 0.8074(3) 0.0213(13) Uani 1 1 d . . . . . C7 C 0.3732(6) 0.2905(5) 0.8557(3) 0.0219(13) Uani 1 1 d . . . . . H7A H 0.417214 0.281976 0.905519 0.026 Uiso 1 1 calc R U . . . H7B H 0.300329 0.253928 0.848920 0.026 Uiso 1 1 calc R U . . . C8 C 0.4585(5) 0.4610(5) 0.8671(3) 0.0188(12) Uani 1 1 d . . . . . H8A H 0.440094 0.530666 0.878913 0.023 Uiso 1 1 calc R U . . . H8B H 0.502515 0.428462 0.911258 0.023 Uiso 1 1 calc R U . . . C9 C 0.5307(5) 0.4661(4) 0.8164(3) 0.0161(11) Uani 1 1 d . . . . . C10 C 0.6462(5) 0.4861(5) 0.8353(3) 0.0191(12) Uani 1 1 d . . . . . H10 H 0.686045 0.493978 0.883587 0.023 Uiso 1 1 calc R U . . . C11 C 0.7029(5) 0.4945(5) 0.7826(3) 0.0206(12) Uani 1 1 d . . . . . H11 H 0.781904 0.509347 0.794572 0.025 Uiso 1 1 calc R U . . . C12 C 0.6441(5) 0.4811(5) 0.7124(3) 0.0196(12) Uani 1 1 d . . . . . H12 H 0.682275 0.485475 0.676007 0.024 Uiso 1 1 calc R U . . . C13 C 0.5282(5) 0.4611(5) 0.6963(3) 0.0170(12) Uani 1 1 d . . . . . C14 C 0.4548(5) 0.4507(5) 0.6230(3) 0.0189(12) Uani 1 1 d . . . . . H14A H 0.497677 0.414087 0.594153 0.023 Uiso 1 1 calc R U . . . H14B H 0.437216 0.519027 0.602329 0.023 Uiso 1 1 calc R U . . . C15 C 0.3639(6) 0.2799(5) 0.6137(3) 0.0235(13) Uani 1 1 d . . . . . H15A H 0.289949 0.244160 0.600837 0.028 Uiso 1 1 calc R U . . . H15B H 0.403791 0.266085 0.576637 0.028 Uiso 1 1 calc R U . . . C16 C 0.7404(6) 0.2262(5) 0.7907(4) 0.0283(15) Uani 1 1 d . . . . . H16A H 0.764580 0.155252 0.793983 0.043 Uiso 1 1 calc R U . . . H16B H 0.771794 0.259713 0.836157 0.043 Uiso 1 1 calc R U . . . H16C H 0.767960 0.260168 0.753877 0.043 Uiso 1 1 calc R U . . . C17 C 0.2603(5) 0.4442(5) 0.8761(3) 0.0205(13) Uani 1 1 d . . . . . C18 C 0.2202(5) 0.5467(5) 0.8441(3) 0.0239(13) Uani 1 1 d . . . . . H18A H 0.286047 0.591021 0.847938 0.036 Uiso 1 1 calc R U . . . H18B H 0.169042 0.577035 0.869567 0.036 Uiso 1 1 calc R U . . . H18C H 0.179838 0.538218 0.794212 0.036 Uiso 1 1 calc R U . . . C19 C 0.1597(5) 0.3729(5) 0.8651(3) 0.0231(13) Uani 1 1 d . . . . . H19A H 0.146253 0.340922 0.818538 0.035 Uiso 1 1 calc R U . . . H19B H 0.091926 0.410971 0.867814 0.035 Uiso 1 1 calc R U . . . H19C H 0.175801 0.320671 0.901883 0.035 Uiso 1 1 calc R U . . . C21 C 0.2561(5) 0.4328(5) 0.5508(3) 0.0207(13) Uani 1 1 d . . . . . C23 C 0.1547(5) 0.3599(5) 0.5293(3) 0.0247(14) Uani 1 1 d . . . . . H23A H 0.179529 0.296284 0.512434 0.037 Uiso 1 1 calc R U . . . H23B H 0.095005 0.390481 0.491491 0.037 Uiso 1 1 calc R U . . . H23C H 0.124793 0.346407 0.570263 0.037 Uiso 1 1 calc R U . . . C24 C 0.2135(5) 0.5357(6) 0.5668(3) 0.0253(14) Uani 1 1 d . . . . . H24A H 0.174794 0.528967 0.604629 0.038 Uiso 1 1 calc R U . . . H24B H 0.160289 0.562414 0.524255 0.038 Uiso 1 1 calc R U . . . H24C H 0.278023 0.582048 0.582030 0.038 Uiso 1 1 calc R U . . . C25 C 0.0527(5) 0.3686(5) 0.6781(3) 0.0235(13) Uani 1 1 d . . . . . C26 C -0.0667(6) 0.3445(7) 0.6532(4) 0.0366(18) Uani 1 1 d . . . . . H26A H -0.098573 0.377726 0.607641 0.055 Uiso 1 1 calc R U . . . H26B H -0.106547 0.368425 0.687659 0.055 Uiso 1 1 calc R U . . . H26C H -0.076056 0.271173 0.647567 0.055 Uiso 1 1 calc R U . . . C20 C 0.3133(6) 0.4551(6) 0.9561(3) 0.0250(14) Uani 1 1 d . . . A 1 H20A H 0.352012 0.392110 0.974768 0.037 Uiso 1 1 calc R U . A 1 H20B H 0.253395 0.469408 0.979833 0.037 Uiso 1 1 calc R U . A 1 H20C H 0.368289 0.510786 0.964795 0.037 Uiso 1 1 calc R U . A 1 C22 C 0.3090(6) 0.4390(6) 0.4878(3) 0.0278(15) Uani 1 1 d . . . B 1 H22A H 0.357101 0.499298 0.492572 0.042 Uiso 1 1 calc R U . B 1 H22B H 0.248449 0.443029 0.443792 0.042 Uiso 1 1 calc R U . B 1 H22C H 0.355167 0.378557 0.486984 0.042 Uiso 1 1 calc R U . B 1 N1S N 0.1009(8) 0.0955(7) 0.5645(5) 0.060(2) Uani 1 1 d . . . . . C1S C 0.0295(7) 0.1253(7) 0.5170(5) 0.048(2) Uani 1 1 d . . . . . C2S C -0.0607(7) 0.1639(9) 0.4613(5) 0.054(2) Uani 1 1 d . . . . . H2SA H -0.092024 0.109349 0.428064 0.080 Uiso 1 1 calc R U . . . H2SB H -0.031602 0.217739 0.436375 0.080 Uiso 1 1 calc R U . . . H2SC H -0.120583 0.191214 0.481101 0.080 Uiso 1 1 calc R U . . . B1 B 0.6287(6) 0.2612(7) 0.5248(4) 0.0276(17) Uani 1 1 d . . . . . F1 F 0.5610(3) 0.3337(3) 0.4814(2) 0.0278(9) Uani 1 1 d . . . . . F2 F 0.5574(3) 0.1843(3) 0.5379(2) 0.0290(9) Uani 1 1 d . . . . . F3 F 0.6867(4) 0.3067(4) 0.5873(2) 0.0420(12) Uani 1 1 d . . . . . F4 F 0.7039(4) 0.2185(4) 0.4905(3) 0.0508(14) Uani 1 1 d . . . . . B2 B 0.0601(7) 0.3932(7) 0.2968(5) 0.0332(18) Uani 1 1 d . . . . . F5 F 0.0182(5) 0.4148(4) 0.3533(3) 0.0671(18) Uani 1 1 d . . . . . F6 F 0.1750(4) 0.3714(4) 0.3205(3) 0.0476(12) Uani 1 1 d . . . . . F7 F 0.0444(4) 0.4733(4) 0.2502(2) 0.0417(11) Uani 1 1 d . . . . . F8 F 0.0035(5) 0.3079(5) 0.2639(4) 0.075(2) Uani 1 1 d . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.0168(2) 0.0138(3) 0.0151(2) -0.00053(18) 0.00559(16) -0.00047(17) N1 0.019(2) 0.012(2) 0.017(2) 0.001(2) 0.0054(19) -0.0001(19) N2 0.021(2) 0.018(3) 0.015(2) 0.003(2) 0.0069(19) -0.002(2) N3 0.021(2) 0.020(3) 0.013(2) -0.002(2) 0.0049(19) 0.004(2) N4 0.020(3) 0.022(3) 0.020(3) 0.000(2) 0.008(2) -0.001(2) C1 0.024(3) 0.014(3) 0.028(3) -0.003(3) 0.009(3) -0.001(2) C2 0.029(3) 0.009(3) 0.024(3) -0.005(2) 0.007(2) -0.004(2) C3 0.028(3) 0.010(3) 0.023(3) 0.000(2) 0.011(2) 0.003(2) C4 0.031(3) 0.011(3) 0.023(3) 0.001(2) 0.013(3) 0.003(2) C5 0.026(3) 0.017(3) 0.019(3) 0.007(2) 0.008(2) 0.004(2) C6 0.033(3) 0.009(3) 0.025(3) 0.006(2) 0.013(3) -0.003(2) C7 0.028(3) 0.016(3) 0.025(3) 0.007(3) 0.012(3) 0.003(2) C8 0.020(3) 0.020(3) 0.017(3) -0.001(2) 0.005(2) 0.000(2) C9 0.021(3) 0.010(3) 0.017(3) 0.000(2) 0.004(2) 0.000(2) C10 0.023(3) 0.015(3) 0.019(3) -0.003(2) 0.006(2) 0.000(2) C11 0.019(3) 0.018(3) 0.026(3) 0.000(3) 0.007(2) -0.001(2) C12 0.023(3) 0.016(3) 0.024(3) 0.003(2) 0.012(2) -0.002(2) C13 0.026(3) 0.014(3) 0.013(3) 0.001(2) 0.010(2) 0.002(2) C14 0.022(3) 0.021(3) 0.016(3) 0.001(2) 0.007(2) 0.003(2) C15 0.031(3) 0.018(3) 0.022(3) -0.004(3) 0.007(3) 0.003(3) C16 0.041(4) 0.020(3) 0.031(4) -0.001(3) 0.020(3) 0.003(3) C17 0.021(3) 0.023(3) 0.018(3) 0.000(2) 0.007(2) 0.004(2) C18 0.023(3) 0.024(3) 0.025(3) 0.000(3) 0.007(3) 0.007(3) C19 0.024(3) 0.022(3) 0.026(3) 0.002(3) 0.011(3) 0.001(3) C21 0.023(3) 0.026(4) 0.012(3) 0.001(2) 0.003(2) 0.005(2) C23 0.025(3) 0.030(4) 0.016(3) -0.007(3) -0.002(2) 0.000(3) C24 0.025(3) 0.030(4) 0.021(3) 0.004(3) 0.007(3) 0.008(3) C25 0.026(3) 0.025(4) 0.020(3) -0.004(3) 0.008(3) -0.002(3) C26 0.020(3) 0.045(5) 0.043(4) -0.003(4) 0.004(3) -0.004(3) C20 0.027(3) 0.036(4) 0.014(3) -0.002(3) 0.011(2) 0.010(3) C22 0.030(3) 0.040(4) 0.014(3) 0.001(3) 0.006(3) 0.006(3) N1S 0.063(5) 0.060(6) 0.052(5) 0.008(4) 0.005(4) 0.002(4) C1S 0.039(5) 0.048(6) 0.059(6) 0.008(5) 0.017(4) -0.002(4) C2S 0.027(4) 0.078(7) 0.054(5) 0.000(5) 0.008(4) 0.014(4) B1 0.022(3) 0.044(5) 0.019(3) 0.005(3) 0.009(3) 0.002(3) F1 0.031(2) 0.029(2) 0.0220(18) -0.0009(16) 0.0047(15) 0.0040(17) F2 0.029(2) 0.032(2) 0.026(2) -0.0033(17) 0.0087(16) -0.0039(17) F3 0.034(2) 0.062(3) 0.024(2) 0.007(2) -0.0034(17) -0.022(2) F4 0.042(3) 0.074(4) 0.045(3) 0.023(3) 0.027(2) 0.031(3) B2 0.035(4) 0.031(5) 0.031(4) 0.002(4) 0.004(3) 0.000(4) F5 0.077(4) 0.068(4) 0.073(4) 0.024(3) 0.047(3) 0.024(3) F6 0.030(2) 0.043(3) 0.065(3) 0.010(3) 0.004(2) -0.001(2) F7 0.041(2) 0.048(3) 0.037(2) 0.004(2) 0.0110(19) 0.009(2) F8 0.051(3) 0.050(4) 0.104(5) -0.006(3) -0.015(3) -0.014(3) 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' 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' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag H20Aa C20a H20B 109.5 . . ? H20Aa C20a H20C 109.5 . . ? N1 Pd1 N2 81.59(19) . . ? N1 Pd1 N3 82.5(2) . . ? N1 Pd1 N4 177.8(2) . . ? N1 Pd1 C1 87.3(2) . . ? N2 Pd1 C1 79.7(2) . . ? N3 Pd1 N2 155.32(19) . . ? N3 Pd1 C1 80.8(2) . . ? N4 Pd1 N2 99.6(2) . . ? N4 Pd1 N3 97.1(2) . . ? N4 Pd1 C1 94.8(2) . . ? H20Ba C20a H20C 109.5 . . ? H22Aa C22a H22B 109.5 . . ? H22Aa C22a H22C 109.5 . . ? H22Ba C22a H22C 109.5 . . ? C20a C17 N2 110.2(5) . . ? C22a C21 N3 111.2(5) . . ? C22a C21 C23 106.8(5) . . ? C9 N1 Pd1 119.1(4) . . ? C13 N1 Pd1 118.6(4) . . ? C13 N1 C9 121.8(5) . . ? C7 N2 Pd1 106.5(4) . . ? C7 N2 C17 110.6(4) . . ? C8 N2 Pd1 104.1(3) . . ? C8 N2 C7 108.6(5) . . ? C8 N2 C17 108.7(5) . . ? C17 N2 Pd1 118.0(4) . . ? C14 N3 Pd1 103.6(3) . . ? C14 N3 C15 109.3(5) . . ? C14 N3 C21 107.4(5) . . ? C15 N3 Pd1 105.6(4) . . ? C15 N3 C21 110.2(5) . . ? C21 N3 Pd1 120.3(4) . . ? C25 N4 Pd1 177.2(5) . . ? Pd1 C1 H1 69(5) . . ? C2 C1 Pd1 92.5(4) . . ? C2 C1 H1 124(5) . . ? C6 C1 Pd1 93.5(4) . . ? C6 C1 H1 114(5) . . ? C6 C1 C2 120.1(6) . . ? C1 C2 C3 119.0(6) . . ? C1 C2 C15 116.3(6) . . ? C3 C2 C15 123.3(6) . . ? C2 C3 H3 119.7 . . ? C2 C3 C4 120.7(6) . . ? C4 C3 H3 119.7 . . ? C3 C4 C5 117.1(6) . . ? C3 C4 C16 120.4(6) . . ? C5 C4 C16 122.1(6) . . ? C4 C5 H5 119.0 . . ? C6 C5 C4 122.1(6) . . ? C6 C5 H5 119.0 . . ? C1 C6 C7 116.0(6) . . ? C5 C6 C1 118.7(6) . . ? C5 C6 C7 123.7(6) . . ? N2 C7 H7A 109.8 . . ? N2 C7 H7B 109.8 . . ? C6 C7 N2 109.6(5) . . ? C6 C7 H7A 109.8 . . ? C6 C7 H7B 109.8 . . ? H7A C7 H7B 108.2 . . ? N2 C8 H8A 108.8 . . ? N2 C8 H8B 108.8 . . ? H8A C8 H8B 107.7 . . ? C9 C8 N2 113.6(5) . . ? C9 C8 H8A 108.8 . . ? C9 C8 H8B 108.8 . . ? N1 C9 C8 115.2(5) . . ? N1 C9 C10 120.2(5) . . ? C10 C9 C8 124.5(5) . . ? C9 C10 H10 120.5 . . ? C9 C10 C11 119.0(6) . . ? C11 C10 H10 120.5 . . ? C10 C11 H11 120.1 . . ? C12 C11 C10 119.9(6) . . ? C12 C11 H11 120.1 . . ? C11 C12 H12 120.6 . . ? C11 C12 C13 118.8(5) . . ? C13 C12 H12 120.6 . . ? N1 C13 C12 120.2(5) . . ? N1 C13 C14 115.9(5) . . ? C12 C13 C14 123.8(5) . . ? N3 C14 H14A 108.8 . . ? N3 C14 H14B 108.8 . . ? C13 C14 N3 113.6(5) . . ? C13 C14 H14A 108.8 . . ? C13 C14 H14B 108.8 . . ? H14A C14 H14B 107.7 . . ? N3 C15 H15A 109.9 . . ? N3 C15 H15B 109.9 . . ? C2 C15 N3 109.0(5) . . ? C2 C15 H15A 109.9 . . ? C2 C15 H15B 109.9 . . ? H15A C15 H15B 108.3 . . ? C4 C16 H16A 109.5 . . ? C4 C16 H16B 109.5 . . ? C4 C16 H16C 109.5 . . ? H16A C16 H16B 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C17 C20a H20A 109.5 . . ? C18 C17 N2 107.8(5) . . ? C17 C20a H20B 109.5 . . ? C18 C17 C20 110.0(5) . . ? C19 C17 N2 111.1(5) . . ? C19 C17 C18 109.6(5) . . ? C19 C17 C20 108.2(5) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? C17 C20a H20C 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18B 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19B 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C23 C21 N3 111.1(5) . . ? C24 C21 N3 107.9(5) . . ? C24 C21 C23 109.0(5) . . ? C21 C22a H22A 109.5 . . ? C24 C21 C22 110.9(5) . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23B 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? H24A C24 H24B 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? N4 C25 C26 178.5(7) . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26B 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? N1S C1S C2S 177.2(11) . . ? C1S C2S H2SA 109.5 . . ? C1S C2S H2SB 109.5 . . ? C1S C2S H2SC 109.5 . . ? H2SA C2S H2SB 109.5 . . ? H2SA C2S H2SC 109.5 . . ? H2SB C2S H2SC 109.5 . . ? F1 B1 F2 108.3(5) . . ? F3 B1 F1 108.9(7) . . ? F3 B1 F2 110.6(5) . . ? F3 B1 F4 110.8(6) . . ? F4 B1 F1 110.0(5) . . ? F4 B1 F2 108.2(7) . . ? F5 B2 F6 109.3(7) . . ? F5 B2 F7 111.0(7) . . ? F5 B2 F8 107.5(7) . . ? F6 B2 F8 108.8(7) . . ? F7 B2 F6 109.7(7) . . ? F7 B2 F8 110.5(7) . . ? C21 C22a H22B 109.5 . . ? C21 C22a H22C 109.5 . . ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 N1 1.947(5) . ? Pd1 N2 2.210(5) . ? Pd1 N3 2.201(5) . ? Pd1 N4 2.011(5) . ? Pd1 C1 2.563(6) . ? C20a H20A 0.9800 . ? C20a H20B 0.9800 . ? C20a H20C 0.9800 . ? C22a H22A 0.9800 . ? C22a H22B 0.9800 . ? C22a H22C 0.9800 . ? N1 C9 1.343(7) . ? N1 C13 1.340(7) . ? N2 C7 1.542(8) . ? N2 C8 1.496(8) . ? N2 C17 1.553(8) . ? N3 C14 1.518(8) . ? N3 C15 1.551(8) . ? N3 C21 1.555(8) . ? N4 C25 1.142(8) . ? C1 H1 0.949(10) . ? C1 C2 1.390(9) . ? C1 C6 1.378(9) . ? C2 C3 1.395(9) . ? C2 C15 1.509(9) . ? C3 H3 0.9500 . ? C3 C4 1.402(9) . ? C4 C5 1.406(8) . ? C4 C16 1.468(10) . ? C5 H5 0.9500 . ? C5 C6 1.376(9) . ? C6 C7 1.500(9) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C8 C9 1.490(8) . ? C9 C10 1.384(8) . ? C10 H10 0.9500 . ? C10 C11 1.388(8) . ? C11 H11 0.9500 . ? C11 C12 1.386(8) . ? C12 H12 0.9500 . ? C12 C13 1.390(8) . ? C13 C14 1.488(8) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 C18 1.520(9) . ? C17 C19 1.517(9) . ? C17 C20 1.538(8) . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C21 C23 1.538(9) . ? C21 C24 1.518(9) . ? C21 C22 1.535(9) . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C26 1.445(9) . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? N1S C1S 1.165(12) . ? C1S C2S 1.427(12) . ? C2S H2SA 0.9800 . ? C2S H2SB 0.9800 . ? C2S H2SC 0.9800 . ? B1 F1 1.400(9) . ? B1 F2 1.403(9) . ? B1 F3 1.382(9) . ? B1 F4 1.390(9) . ? B2 F5 1.364(11) . ? B2 F6 1.386(10) . ? B2 F7 1.380(10) . ? B2 F8 1.390(10) . ? 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Pd1 N1 C9 C8 -8.4(7) . . . . ? Pd1 N1 C9 C10 176.0(4) . . . . ? Pd1 N1 C13 C12 -176.0(4) . . . . ? Pd1 N1 C13 C14 8.3(7) . . . . ? Pd1 N2 C7 C6 38.0(6) . . . . ? Pd1 N2 C8 C9 -26.7(6) . . . . ? Pd1 N2 C17 C20a -163.5(4) . . . . ? Pd1 N2 C17 C18 -43.5(6) . . . . ? Pd1 N2 C17 C19 76.6(6) . . . . ? Pd1 N3 C14 C13 25.3(6) . . . . ? Pd1 N3 C15 C2 -39.6(5) . . . . ? Pd1 N3 C21 C23 -79.3(6) . . . . ? C7 N2 C17 C20a 73.7(6) . . . . ? C8 N2 C17 C20a -45.5(7) . . . . ? Pd1 N3 C21 C22a 161.8(4) . . . . ? Pd1 N3 C21 C24 40.0(6) . . . . ? Pd1 C1 C2 C3 112.1(5) . . . . ? Pd1 C1 C2 C15 -54.6(5) . . . . ? Pd1 C1 C6 C5 -111.4(5) . . . . ? Pd1 C1 C6 C7 54.8(5) . . . . ? N1 C9 C10 C11 -1.2(9) . . . . ? N1 C13 C14 N3 -24.1(8) . . . . ? N2 C8 C9 N1 25.2(8) . . . . ? N2 C8 C9 C10 -159.4(6) . . . . ? C1 C2 C3 C4 -5.1(9) . . . . ? C1 C2 C15 N3 74.0(7) . . . . ? C1 C6 C7 N2 -72.6(7) . . . . ? C2 C1 C6 C5 -16.4(9) . . . . ? C2 C1 C6 C7 149.8(6) . . . . ? C2 C3 C4 C5 -6.0(9) . . . . ? C2 C3 C4 C16 -179.2(6) . . . . ? C14 N3 C21 C22a 43.9(7) . . . . ? C15 N3 C21 C22a -75.0(6) . . . . ? C3 C2 C15 N3 -92.1(7) . . . . ? C3 C4 C5 C6 6.3(9) . . . . ? C4 C5 C6 C1 4.8(9) . . . . ? C4 C5 C6 C7 -160.3(6) . . . . ? C5 C6 C7 N2 92.9(7) . . . . ? C6 C1 C2 C3 16.6(9) . . . . ? C6 C1 C2 C15 -150.1(6) . . . . ? C7 N2 C8 C9 86.5(6) . . . . ? C7 N2 C17 C18 -166.3(5) . . . . ? C7 N2 C17 C19 -46.2(6) . . . . ? C8 N2 C7 C6 -73.5(6) . . . . ? C8 N2 C17 C18 74.5(6) . . . . ? C8 N2 C17 C19 -165.4(5) . . . . ? C8 C9 C10 C11 -176.4(6) . . . . ? C9 N1 C13 C12 -3.7(9) . . . . ? C9 N1 C13 C14 -179.4(5) . . . . ? C9 C10 C11 C12 -1.1(9) . . . . ? C10 C11 C12 C13 1.1(9) . . . . ? C11 C12 C13 N1 1.3(9) . . . . ? C11 C12 C13 C14 176.6(6) . . . . ? C12 C13 C14 N3 160.3(6) . . . . ? C13 N1 C9 C8 179.3(6) . . . . ? C13 N1 C9 C10 3.7(9) . . . . ? C14 N3 C15 C2 71.2(6) . . . . ? C14 N3 C21 C23 162.8(5) . . . . ? C14 N3 C21 C24 -77.9(6) . . . . ? C15 N3 C14 C13 -87.0(6) . . . . ? C15 N3 C21 C23 43.8(6) . . . . ? C15 N3 C21 C24 163.2(5) . . . . ? C15 C2 C3 C4 160.7(6) . . . . ? C16 C4 C5 C6 179.3(6) . . . . ? C17 N2 C7 C6 167.3(5) . . . . ? C17 N2 C8 C9 -153.2(5) . . . . ? C21 N3 C14 C13 153.5(5) . . . . ? C21 N3 C15 C2 -171.0(5) . . . . ? loop_ _twin_individual_id _twin_individual_mass_fraction_refined 1 0.9863(10) 2 0.0137(10)