#------------------------------------------------------------------------------ #$Date: 2026-06-25 00:06:52 +0100 (Thu, 25 Jun 2026) $ #$Revision: 306638 $ #$URL: svn://www.crystallography.net/cod/cif/1/57/74/1577427.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_1577427 loop_ _publ_author_name 'Yamazaki, Yasuomi' 'Wang, Qiubo' 'Tanabe, Yoshiaki' 'Nishibayashi, Yoshiaki' _publ_section_title ; Visible-Light-Driven Ruthenium-Catalyzed Hydrogenation of Manganese Nitride Complexes to Ammonia under Ambient Conditions ; _journal_name_full 'Chemical Science' _journal_paper_doi 10.1039/D6SC02866G _journal_year 2026 _chemical_formula_moiety 'C28 H34 Cl2 Mn N3 O2' _chemical_formula_sum 'C28 H34 Cl2 Mn N3 O2' _chemical_formula_weight 570.44 _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 geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_update_record ; 2026-06-10 deposited with the CCDC. 2026-06-19 downloaded from the CCDC. ; _cell_angle_alpha 90.0000 _cell_angle_beta 93.782(2) _cell_angle_gamma 90.0000 _cell_formula_units_Z 4 _cell_length_a 8.4062(2) _cell_length_b 25.5135(6) _cell_length_c 12.4658(3) _cell_measurement_reflns_used 12080 _cell_measurement_temperature 93 _cell_measurement_theta_max 31.05 _cell_measurement_theta_min 1.84 _cell_volume 2667.74(11) _computing_cell_refinement 'CrysAlisPro 1.171.43.130a (Rigaku OD, 2024)' _computing_data_collection 'CrysAlisPro system (CCD 43.130a 64-bit (release 05-07-2024))' _computing_data_reduction 'CrysAlisPro 1.171.43.130a (Rigaku OD, 2024)' _computing_molecular_graphics 'CrystalStructure 4.3' _computing_publication_material 'CrystalStructure 4.3 (Rigaku, 2019)' _computing_structure_refinement 'SHELXL Version 2016/6 (Sheldrick, 2008)' _computing_structure_solution 'SHELXT Version 2014/5 (Sheldrick, 2014)' _diffrn_ambient_temperature 93 _diffrn_detector_area_resol_mean 10.000 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.819 _diffrn_measurement_device_type 'Rigaku XtaLAB Synergy' _diffrn_measurement_method \w _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0376 _diffrn_reflns_av_unetI/netI 0.0346 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.819 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 33 _diffrn_reflns_limit_k_min -34 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 30175 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.819 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 31.115 _diffrn_reflns_theta_min 1.821 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.726 _exptl_absorpt_correction_T_max 0.981 _exptl_absorpt_correction_T_min 0.611 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlisPro 1.171.43.130a (Rigaku Oxford Diffraction, 2024) 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 green _exptl_crystal_density_diffrn 1.420 _exptl_crystal_density_method 'not measured' _exptl_crystal_description needle _exptl_crystal_F_000 1192.00 _exptl_crystal_recrystallization_method 'Re-crystallisation from solvent' _exptl_crystal_size_max 0.462 _exptl_crystal_size_mid 0.067 _exptl_crystal_size_min 0.026 _refine_diff_density_max 0.74 _refine_diff_density_min -0.43 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.000 _refine_ls_hydrogen_treatment mixed _refine_ls_number_parameters 317 _refine_ls_number_reflns 7032 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0489 _refine_ls_R_factor_gt 0.0346 _refine_ls_shift/su_max 0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+3.0780P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0669 _refine_ls_wR_factor_ref 0.0716 _reflns_Friedel_coverage 0.000 _reflns_number_gt 5736 _reflns_number_total 7032 _reflns_threshold_expression F^2^>2.0\s(F^2^) _cod_data_source_file d6sc02866g2.cif _cod_data_source_block Complex1c _cod_database_code 1577427 _shelx_res_file ; TITL Complex1c shelxl.res created by SHELXL-2016/6 at 11:43:09 on 09-Jun-2026 CELL 0.71073 8.40620 25.51350 12.46580 90.000 93.782 90.000 ZERR 4 0.00020 0.00060 0.00030 0.000 0.002 0.000 LATT 1 SYMM -X, 1/2+Y, 1/2-Z SFAC C H N O CL MN UNIT 112 136 12 8 8 4 OMIT 0 2 1 OMIT 1 1 1 L.S. 20 FMAP 2 PLAN -1 WPDB -2 BOND $H CONF LIST 4 TEMP -180.0 ACTA SIZE 0.462 0.067 0.026 SADI 0.0200 C8A C8B C9 C10A C10B C11A C11B C12 C13A C13B EADP C8A C8B C9 C10A C10B C11A C11B C12 C13A C13B REM HTAB REM EXTI 0.000079 HTAB WGHT 0.000000 3.078000 FVAR 0.25199 MN1 6 0.669699 0.283483 0.363048 11.00000 0.01501 0.01142 = 0.01597 -0.00052 0.00179 -0.00011 CL1 5 0.180460 0.267090 0.812208 11.00000 0.02248 0.02681 = 0.01683 0.00086 0.00416 0.00334 CL2 5 1.184991 0.385806 -0.011822 11.00000 0.02837 0.02433 = 0.03807 0.00550 0.01561 -0.00136 O1 4 0.488102 0.316550 0.416271 11.00000 0.01940 0.01500 = 0.02151 0.00088 0.00585 0.00152 O2 4 0.662895 0.340780 0.263684 11.00000 0.01839 0.01339 = 0.02011 0.00212 0.00364 0.00190 N1 3 0.817599 0.294713 0.436369 11.00000 0.02126 0.01802 = 0.02117 -0.00015 0.00167 -0.00258 N2 3 0.602444 0.216359 0.421675 11.00000 0.01968 0.01288 = 0.02214 -0.00173 0.00514 -0.00156 N3 3 0.745316 0.238330 0.250341 11.00000 0.02158 0.01239 = 0.01721 0.00088 0.00259 0.00215 C1 1 0.412109 0.303093 0.500576 11.00000 0.01514 0.01635 = 0.01758 -0.00222 0.00060 -0.00180 C2 1 0.300531 0.339223 0.542419 11.00000 0.01502 0.01506 = 0.01934 -0.00172 -0.00032 0.00003 C3 1 0.235202 0.326439 0.637935 11.00000 0.01547 0.01934 = 0.02081 -0.00430 0.00035 0.00121 AFIX 43 H3 2 0.166281 0.350916 0.668742 11.00000 -1.20000 AFIX 0 C4 1 0.266670 0.278821 0.691026 11.00000 0.01413 0.02288 = 0.01526 -0.00231 0.00112 -0.00230 C5 1 0.358833 0.241441 0.646865 11.00000 0.01582 0.01684 = 0.01826 0.00011 -0.00081 -0.00162 H5 2 0.374561 0.208003 0.678951 11.00000 0.01807 C6 1 0.432061 0.253158 0.551166 11.00000 0.01273 0.01617 = 0.01844 -0.00176 0.00065 -0.00010 C7 1 0.515867 0.211145 0.502225 11.00000 0.01761 0.01285 = 0.02174 -0.00072 0.00160 -0.00184 AFIX 43 H7 2 0.506453 0.177029 0.531678 11.00000 -1.20000 AFIX 0 PART 1 C8A 1 0.690353 0.171222 0.378302 10.85000 0.02246 0.01246 = 0.02078 -0.00101 0.00243 -0.00007 AFIX 13 H8A 2 0.802499 0.172314 0.410419 10.85000 -1.20000 AFIX 0 PART 2 C8B 1 0.616981 0.173591 0.335987 10.15000 0.02246 0.01246 = 0.02078 -0.00101 0.00243 -0.00007 AFIX 13 H8B 2 0.526513 0.175228 0.279825 10.15000 -1.20000 AFIX 0 PART 0 C9 1 0.624136 0.116906 0.396779 11.00000 0.02246 0.01246 = 0.02078 -0.00101 0.00243 -0.00007 PART 1 AFIX 23 H9A 2 0.513351 0.114583 0.364875 11.00000 -1.20000 H9B 2 0.622793 0.110061 0.474885 11.00000 -1.20000 AFIX 0 C10A 1 0.728669 0.075900 0.344779 10.85000 0.02246 0.01246 = 0.02078 -0.00101 0.00243 -0.00007 AFIX 23 H10A 2 0.837908 0.077017 0.379622 10.85000 -1.20000 H10B 2 0.684619 0.040448 0.355623 10.85000 -1.20000 AFIX 0 PART 2 C10B 1 0.662146 0.077528 0.310722 10.15000 0.02246 0.01246 = 0.02078 -0.00101 0.00243 -0.00007 AFIX 23 H10C 2 0.676563 0.042783 0.345366 10.15000 -1.20000 H10D 2 0.568221 0.075004 0.258729 10.15000 -1.20000 AFIX 0 PART 1 C11A 1 0.734801 0.086661 0.224330 10.85000 0.02246 0.01246 = 0.02078 -0.00101 0.00243 -0.00007 AFIX 23 H11A 2 0.626721 0.082523 0.188756 10.85000 -1.20000 H11B 2 0.805648 0.060699 0.192681 10.85000 -1.20000 AFIX 0 PART 2 C11B 1 0.806324 0.088397 0.248626 10.15000 0.02246 0.01246 = 0.02078 -0.00101 0.00243 -0.00007 AFIX 23 H11C 2 0.904244 0.084849 0.296721 10.15000 -1.20000 H11D 2 0.811704 0.062603 0.189645 10.15000 -1.20000 AFIX 0 PART 0 C12 1 0.796606 0.142482 0.203199 11.00000 0.02246 0.01246 = 0.02078 -0.00101 0.00243 -0.00007 PART 1 AFIX 23 H12A 2 0.908876 0.145732 0.231772 11.00000 -1.20000 H12B 2 0.792118 0.149319 0.124883 11.00000 -1.20000 AFIX 0 PART 1 C13A 1 0.693621 0.182201 0.258018 10.85000 0.02246 0.01246 = 0.02078 -0.00101 0.00243 -0.00007 AFIX 13 H13A 2 0.582198 0.179303 0.225153 10.85000 -1.20000 AFIX 0 PART 2 C13B 1 0.771066 0.184197 0.289751 10.15000 0.02246 0.01246 = 0.02078 -0.00101 0.00243 -0.00007 AFIX 13 H13B 2 0.859997 0.183125 0.347089 10.15000 -1.20000 AFIX 0 PART 0 C14 1 0.833258 0.254579 0.176228 11.00000 0.02003 0.01501 = 0.01562 -0.00014 0.00066 0.00329 AFIX 43 H14 2 0.877279 0.229090 0.131186 11.00000 -1.20000 AFIX 0 C15 1 0.869173 0.308984 0.157246 11.00000 0.01667 0.01511 = 0.01626 0.00094 -0.00119 -0.00074 C16 1 0.992696 0.319728 0.089722 11.00000 0.01735 0.01782 = 0.01800 0.00078 0.00118 0.00278 AFIX 43 H16 2 1.050278 0.291954 0.059490 11.00000 -1.20000 AFIX 0 C17 1 1.028615 0.370723 0.068268 11.00000 0.01815 0.02243 = 0.02038 0.00292 0.00341 -0.00128 C18 1 0.939475 0.411941 0.108127 11.00000 0.02332 0.01549 = 0.02283 0.00278 0.00175 -0.00192 AFIX 43 H18 2 0.966394 0.446963 0.090833 11.00000 -1.20000 AFIX 0 C19 1 0.813509 0.403223 0.171868 11.00000 0.02101 0.01465 = 0.01799 0.00161 0.00021 0.00115 C20 1 0.778702 0.350040 0.200513 11.00000 0.01700 0.01422 = 0.01549 0.00120 -0.00063 0.00042 C21 1 0.255239 0.390392 0.482550 11.00000 0.02092 0.01543 = 0.02177 -0.00056 0.00295 0.00299 C22 1 0.193137 0.378287 0.366306 11.00000 0.02741 0.02210 = 0.02401 0.00100 -0.00018 0.00621 AFIX 137 H22A 2 0.161956 0.411016 0.329517 11.00000 -1.20000 H22B 2 0.100552 0.354979 0.367036 11.00000 -1.20000 H22C 2 0.277352 0.361160 0.328333 11.00000 -1.20000 AFIX 0 C23 1 0.400561 0.426758 0.482414 11.00000 0.02497 0.01772 = 0.03587 -0.00067 0.00481 -0.00048 AFIX 137 H23A 2 0.433673 0.436770 0.556440 11.00000 -1.20000 H23B 2 0.372529 0.458267 0.440352 11.00000 -1.20000 H23C 2 0.488313 0.408469 0.450362 11.00000 -1.20000 AFIX 0 C24 1 0.121934 0.419786 0.536072 11.00000 0.02520 0.02007 = 0.02694 0.00109 0.00548 0.00722 AFIX 137 H24A 2 0.097161 0.452344 0.496732 11.00000 -1.20000 H24B 2 0.157192 0.428052 0.610656 11.00000 -1.20000 H24C 2 0.026445 0.397706 0.534958 11.00000 -1.20000 AFIX 0 C25 1 0.720374 0.448693 0.218455 11.00000 0.02688 0.01336 = 0.02611 0.00189 0.00541 0.00200 C26 1 0.539654 0.442408 0.191575 11.00000 0.02811 0.02225 = 0.03217 0.00235 0.00239 0.00917 AFIX 137 H26A 2 0.482564 0.470938 0.225023 11.00000 -1.20000 H26B 2 0.504154 0.408705 0.219177 11.00000 -1.20000 H26C 2 0.517413 0.443588 0.113446 11.00000 -1.20000 AFIX 0 C27 1 0.758256 0.449860 0.340394 11.00000 0.02873 0.01884 = 0.02812 -0.00353 0.00517 -0.00042 AFIX 137 H27A 2 0.693139 0.476784 0.372483 11.00000 -1.20000 H27B 2 0.871420 0.457973 0.355750 11.00000 -1.20000 H27C 2 0.734431 0.415568 0.370918 11.00000 -1.20000 AFIX 0 C28 1 0.768708 0.501739 0.172375 11.00000 0.04639 0.01540 = 0.03900 0.00500 0.01461 0.00372 AFIX 137 H28A 2 0.881807 0.508272 0.191900 11.00000 -1.20000 H28B 2 0.704401 0.529629 0.201911 11.00000 -1.20000 H28C 2 0.750765 0.501172 0.093904 11.00000 -1.20000 AFIX 0 HKLF 4 REM Complex1c REM R1 = 0.0346 for 5736 Fo > 4sig(Fo) and 0.0489 for all 7032 data REM 317 parameters refined using 1 restraints END WGHT 0.0295 1.9975 REM Instructions for potential hydrogen bonds EQIV $1 x, -y+1/2, z-1/2 HTAB C14 N1_$1 REM Highest difference peak 0.736, deepest hole -0.435, 1-sigma level 0.062 Q1 1 0.7285 0.0777 0.2805 11.00000 0.05 0.39 ; _shelx_res_checksum 81469 loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 +X,+Y,+Z 2 -X,1/2+Y,1/2-Z 3 -X,-Y,-Z 4 +X,-1/2-Y,-1/2+Z 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 Mn1 Mn 0.66970(3) 0.28348(2) 0.36305(2) 0.01410(6) Uani 1 1 d . . . . . Cl1 Cl 0.18046(5) 0.26709(2) 0.81221(3) 0.02191(9) Uani 1 1 d . . . . . Cl2 Cl 1.18499(6) 0.38581(2) -0.01182(4) 0.02966(11) Uani 1 1 d . . . . . O1 O 0.48810(14) 0.31655(4) 0.41627(9) 0.0184(2) Uani 1 1 d . . . . . O2 O 0.66290(13) 0.34078(4) 0.26368(9) 0.0172(2) Uani 1 1 d . . . . . N1 N 0.81760(17) 0.29471(5) 0.43637(11) 0.0201(3) Uani 1 1 d . . . . . N2 N 0.60244(16) 0.21636(5) 0.42168(11) 0.0181(3) Uani 1 1 d . . . . . N3 N 0.74532(16) 0.23833(5) 0.25034(11) 0.0170(3) Uani 1 1 d . . . . . C1 C 0.41211(19) 0.30309(6) 0.50058(13) 0.0164(3) Uani 1 1 d . . . . . C2 C 0.30053(19) 0.33922(6) 0.54242(13) 0.0165(3) Uani 1 1 d . . . . . C3 C 0.23520(19) 0.32644(6) 0.63793(13) 0.0186(3) Uani 1 1 d . . . . . H3 H 0.166281 0.350916 0.668742 0.022 Uiso 1 1 calc R U . . . C4 C 0.26667(19) 0.27882(6) 0.69103(13) 0.0174(3) Uani 1 1 d . . . . . C5 C 0.35883(19) 0.24144(6) 0.64686(13) 0.0171(3) Uani 1 1 d . . . . . H5 H 0.375(2) 0.2080(7) 0.6790(15) 0.018(5) Uiso 1 1 d . . . . . C6 C 0.43206(18) 0.25316(6) 0.55117(13) 0.0158(3) Uani 1 1 d . . . . . C7 C 0.51587(19) 0.21114(6) 0.50223(13) 0.0174(3) Uani 1 1 d . . . . . H7 H 0.506453 0.177029 0.531678 0.021 Uiso 1 1 calc R U . . . C8A C 0.6904(3) 0.17122(7) 0.37830(16) 0.01852(15) Uani 0.85 1 d . . P A 1 H8A H 0.802499 0.172314 0.410419 0.022 Uiso 0.85 1 calc R U P A 1 C8B C 0.6170(14) 0.1736(4) 0.3360(10) 0.01852(15) Uani 0.15 1 d . . P A 2 H8B H 0.526513 0.175228 0.279825 0.022 Uiso 0.15 1 calc R U P A 2 C9 C 0.6241(2) 0.11691(6) 0.39678(13) 0.01852(15) Uani 1 1 d D . . . . H9A H 0.513351 0.114583 0.364875 0.022 Uiso 1 1 calc R U . A 1 H9B H 0.622793 0.110061 0.474885 0.022 Uiso 1 1 calc R U . A 1 C10A C 0.7287(3) 0.07590(7) 0.34478(17) 0.01852(15) Uani 0.85 1 d D . P A 1 H10A H 0.837908 0.077017 0.379622 0.022 Uiso 0.85 1 calc R U P A 1 H10B H 0.684619 0.040448 0.355623 0.022 Uiso 0.85 1 calc R U P A 1 C10B C 0.6621(15) 0.0775(4) 0.3107(10) 0.01852(15) Uani 0.15 1 d . . P A 2 H10C H 0.676563 0.042783 0.345366 0.022 Uiso 0.15 1 calc R U P A 2 H10D H 0.568221 0.075004 0.258729 0.022 Uiso 0.15 1 calc R U P A 2 C11A C 0.7348(3) 0.08666(7) 0.22433(16) 0.01852(15) Uani 0.85 1 d . . P A 1 H11A H 0.626721 0.082523 0.188756 0.022 Uiso 0.85 1 calc R U P A 1 H11B H 0.805648 0.060699 0.192681 0.022 Uiso 0.85 1 calc R U P A 1 C11B C 0.8063(15) 0.0884(4) 0.2486(9) 0.01852(15) Uani 0.15 1 d D . P A 2 H11C H 0.904244 0.084849 0.296721 0.022 Uiso 0.15 1 calc R U P A 2 H11D H 0.811704 0.062603 0.189645 0.022 Uiso 0.15 1 calc R U P A 2 C12 C 0.7966(2) 0.14248(6) 0.20320(14) 0.01852(15) Uani 1 1 d D . . . . H12A H 0.908876 0.145732 0.231772 0.022 Uiso 1 1 calc R U . A 1 H12B H 0.792118 0.149319 0.124883 0.022 Uiso 1 1 calc R U . A 1 C13A C 0.6936(3) 0.18220(7) 0.25802(16) 0.01852(15) Uani 0.85 1 d . . P A 1 H13A H 0.582198 0.179303 0.225153 0.022 Uiso 0.85 1 calc R U P A 1 C13B C 0.7711(15) 0.1842(4) 0.2898(9) 0.01852(15) Uani 0.15 1 d . . P A 2 H13B H 0.859997 0.183125 0.347089 0.022 Uiso 0.15 1 calc R U P A 2 C14 C 0.83326(19) 0.25458(6) 0.17623(13) 0.0169(3) Uani 1 1 d . . . . . H14 H 0.877279 0.229090 0.131186 0.020 Uiso 1 1 calc R U . . . C15 C 0.86917(19) 0.30898(6) 0.15725(13) 0.0161(3) Uani 1 1 d . . . . . C16 C 0.99270(19) 0.31973(6) 0.08972(13) 0.0177(3) Uani 1 1 d . . . . . H16 H 1.050278 0.291954 0.059490 0.021 Uiso 1 1 calc R U . . . C17 C 1.0286(2) 0.37072(7) 0.06827(14) 0.0202(3) Uani 1 1 d . . . . . C18 C 0.9395(2) 0.41194(6) 0.10813(14) 0.0205(3) Uani 1 1 d . . . . . H18 H 0.966394 0.446963 0.090833 0.025 Uiso 1 1 calc R U . . . C19 C 0.8135(2) 0.40322(6) 0.17187(13) 0.0179(3) Uani 1 1 d . . . . . C20 C 0.77870(19) 0.35004(6) 0.20051(13) 0.0156(3) Uani 1 1 d . . . . . C21 C 0.2552(2) 0.39039(6) 0.48255(14) 0.0193(3) Uani 1 1 d . . . . . C22 C 0.1931(2) 0.37829(7) 0.36631(14) 0.0246(4) Uani 1 1 d . . . . . H22A H 0.161956 0.411016 0.329517 0.030 Uiso 1 1 calc R U . . . H22B H 0.100552 0.354979 0.367036 0.030 Uiso 1 1 calc R U . . . H22C H 0.277352 0.361160 0.328333 0.030 Uiso 1 1 calc R U . . . C23 C 0.4006(2) 0.42676(7) 0.48241(16) 0.0261(4) Uani 1 1 d . . . . . H23A H 0.433673 0.436770 0.556440 0.031 Uiso 1 1 calc R U . . . H23B H 0.372529 0.458267 0.440352 0.031 Uiso 1 1 calc R U . . . H23C H 0.488313 0.408469 0.450362 0.031 Uiso 1 1 calc R U . . . C24 C 0.1219(2) 0.41979(7) 0.53607(15) 0.0239(4) Uani 1 1 d . . . . . H24A H 0.097161 0.452344 0.496732 0.029 Uiso 1 1 calc R U . . . H24B H 0.157192 0.428052 0.610656 0.029 Uiso 1 1 calc R U . . . H24C H 0.026445 0.397706 0.534958 0.029 Uiso 1 1 calc R U . . . C25 C 0.7204(2) 0.44869(6) 0.21846(14) 0.0220(3) Uani 1 1 d . . . . . C26 C 0.5397(2) 0.44241(7) 0.19158(16) 0.0275(4) Uani 1 1 d . . . . . H26A H 0.482564 0.470938 0.225023 0.033 Uiso 1 1 calc R U . . . H26B H 0.504154 0.408705 0.219177 0.033 Uiso 1 1 calc R U . . . H26C H 0.517413 0.443588 0.113446 0.033 Uiso 1 1 calc R U . . . C27 C 0.7583(2) 0.44986(7) 0.34039(15) 0.0251(4) Uani 1 1 d . . . . . H27A H 0.693139 0.476784 0.372483 0.030 Uiso 1 1 calc R U . . . H27B H 0.871420 0.457973 0.355750 0.030 Uiso 1 1 calc R U . . . H27C H 0.734431 0.415568 0.370918 0.030 Uiso 1 1 calc R U . . . C28 C 0.7687(3) 0.50174(7) 0.17238(17) 0.0331(5) Uani 1 1 d . . . . . H28A H 0.881807 0.508272 0.191900 0.040 Uiso 1 1 calc R U . . . H28B H 0.704401 0.529629 0.201911 0.040 Uiso 1 1 calc R U . . . H28C H 0.750765 0.501172 0.093904 0.040 Uiso 1 1 calc R U . . . 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 Mn1 0.01501(12) 0.01142(11) 0.01597(12) -0.00052(9) 0.00179(9) -0.00011(9) Cl1 0.0225(2) 0.0268(2) 0.01683(18) 0.00086(15) 0.00416(15) 0.00334(16) Cl2 0.0284(2) 0.0243(2) 0.0381(3) 0.00550(18) 0.01561(19) -0.00136(17) O1 0.0194(6) 0.0150(5) 0.0215(6) 0.0009(4) 0.0058(5) 0.0015(4) O2 0.0184(6) 0.0134(5) 0.0201(6) 0.0021(4) 0.0036(4) 0.0019(4) N1 0.0213(7) 0.0180(7) 0.0212(7) -0.0002(5) 0.0017(6) -0.0026(5) N2 0.0197(7) 0.0129(6) 0.0221(7) -0.0017(5) 0.0051(5) -0.0016(5) N3 0.0216(7) 0.0124(6) 0.0172(7) 0.0009(5) 0.0026(5) 0.0021(5) C1 0.0151(8) 0.0163(7) 0.0176(8) -0.0022(6) 0.0006(6) -0.0018(6) C2 0.0150(8) 0.0151(7) 0.0193(8) -0.0017(6) -0.0003(6) 0.0000(6) C3 0.0155(8) 0.0193(8) 0.0208(8) -0.0043(6) 0.0003(6) 0.0012(6) C4 0.0141(7) 0.0229(8) 0.0153(7) -0.0023(6) 0.0011(6) -0.0023(6) C5 0.0158(8) 0.0168(8) 0.0183(8) 0.0001(6) -0.0008(6) -0.0016(6) C6 0.0127(7) 0.0162(7) 0.0184(8) -0.0018(6) 0.0007(6) -0.0001(6) C7 0.0176(8) 0.0129(7) 0.0217(8) -0.0007(6) 0.0016(6) -0.0018(6) C8A 0.0225(4) 0.0125(3) 0.0208(4) -0.0010(3) 0.0024(3) -0.0001(3) C8B 0.0225(4) 0.0125(3) 0.0208(4) -0.0010(3) 0.0024(3) -0.0001(3) C9 0.0225(4) 0.0125(3) 0.0208(4) -0.0010(3) 0.0024(3) -0.0001(3) C10A 0.0225(4) 0.0125(3) 0.0208(4) -0.0010(3) 0.0024(3) -0.0001(3) C10B 0.0225(4) 0.0125(3) 0.0208(4) -0.0010(3) 0.0024(3) -0.0001(3) C11A 0.0225(4) 0.0125(3) 0.0208(4) -0.0010(3) 0.0024(3) -0.0001(3) C11B 0.0225(4) 0.0125(3) 0.0208(4) -0.0010(3) 0.0024(3) -0.0001(3) C12 0.0225(4) 0.0125(3) 0.0208(4) -0.0010(3) 0.0024(3) -0.0001(3) C13A 0.0225(4) 0.0125(3) 0.0208(4) -0.0010(3) 0.0024(3) -0.0001(3) C13B 0.0225(4) 0.0125(3) 0.0208(4) -0.0010(3) 0.0024(3) -0.0001(3) C14 0.0200(8) 0.0150(7) 0.0156(7) -0.0001(6) 0.0007(6) 0.0033(6) C15 0.0167(8) 0.0151(7) 0.0163(8) 0.0009(6) -0.0012(6) -0.0007(6) C16 0.0174(8) 0.0178(8) 0.0180(8) 0.0008(6) 0.0012(6) 0.0028(6) C17 0.0182(8) 0.0224(8) 0.0204(8) 0.0029(6) 0.0034(6) -0.0013(6) C18 0.0233(9) 0.0155(8) 0.0228(9) 0.0028(6) 0.0018(7) -0.0019(6) C19 0.0210(8) 0.0146(7) 0.0180(8) 0.0016(6) 0.0002(6) 0.0011(6) C20 0.0170(8) 0.0142(7) 0.0155(7) 0.0012(6) -0.0006(6) 0.0004(6) C21 0.0209(8) 0.0154(8) 0.0218(8) -0.0006(6) 0.0030(6) 0.0030(6) C22 0.0274(9) 0.0221(9) 0.0240(9) 0.0010(7) -0.0002(7) 0.0062(7) C23 0.0250(9) 0.0177(8) 0.0359(10) -0.0007(7) 0.0048(8) -0.0005(7) C24 0.0252(9) 0.0201(8) 0.0269(9) 0.0011(7) 0.0055(7) 0.0072(7) C25 0.0269(9) 0.0134(8) 0.0261(9) 0.0019(6) 0.0054(7) 0.0020(6) C26 0.0281(10) 0.0222(9) 0.0322(10) 0.0024(7) 0.0024(8) 0.0092(7) C27 0.0287(10) 0.0188(8) 0.0281(10) -0.0035(7) 0.0052(7) -0.0004(7) C28 0.0464(12) 0.0154(8) 0.0390(11) 0.0050(8) 0.0146(9) 0.0037(8) 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 for Crystallography (Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (Vol. C, Table 6.1.1.4) ; N N 0.0061 0.0033 ; International Tables for Crystallography (Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; O O 0.0106 0.0060 ; International Tables for Crystallography (Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; Cl Cl 0.1484 0.1585 ; International Tables for Crystallography (Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; Mn Mn 0.3368 0.7283 ; International Tables for Crystallography (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 N1 Mn1 O1 110.49(7) . . ? N1 Mn1 O2 103.49(6) . . ? O1 Mn1 O2 84.06(5) . . ? N1 Mn1 N3 104.55(7) . . ? O1 Mn1 N3 144.95(6) . . ? O2 Mn1 N3 88.98(5) . . ? N1 Mn1 N2 100.66(7) . . ? O1 Mn1 N2 89.98(5) . . ? O2 Mn1 N2 155.71(6) . . ? N3 Mn1 N2 82.45(6) . . ? C1 O1 Mn1 127.47(10) . . ? C20 O2 Mn1 122.25(10) . . ? C7 N2 C8A 121.58(14) . . ? C7 N2 C8B 123.0(4) . . ? C7 N2 Mn1 125.02(11) . . ? C8A N2 Mn1 112.22(11) . . ? C8B N2 Mn1 108.8(4) . . ? C14 N3 C13B 117.4(5) . . ? C14 N3 C13A 122.31(14) . . ? C14 N3 Mn1 123.67(11) . . ? C13B N3 Mn1 111.1(4) . . ? C13A N3 Mn1 114.02(11) . . ? O1 C1 C6 122.61(14) . . ? O1 C1 C2 119.15(14) . . ? C6 C1 C2 118.22(14) . . ? C3 C2 C1 117.84(14) . . ? C3 C2 C21 121.20(14) . . ? C1 C2 C21 120.96(14) . . ? C2 C3 C4 122.57(15) . . ? C2 C3 H3 118.7 . . ? C4 C3 H3 118.7 . . ? C5 C4 C3 120.62(15) . . ? C5 C4 Cl1 120.53(13) . . ? C3 C4 Cl1 118.81(12) . . ? C4 C5 C6 118.91(15) . . ? C4 C5 H5 121.7(12) . . ? C6 C5 H5 119.4(11) . . ? C5 C6 C1 121.21(14) . . ? C5 C6 C7 116.98(14) . . ? C1 C6 C7 121.60(14) . . ? N2 C7 C6 124.88(15) . . ? N2 C7 H7 117.6 . . ? C6 C7 H7 117.6 . . ? N2 C8A C9 117.10(15) . . ? N2 C8A C13A 104.84(15) . . ? C9 C8A C13A 110.32(16) . . ? N2 C8A H8A 108.1 . . ? C9 C8A H8A 108.1 . . ? C13A C8A H8A 108.1 . . ? C13B C8B N2 104.7(8) . . ? C13B C8B C9 109.7(8) . . ? N2 C8B C9 108.0(7) . . ? C13B C8B H8B 111.4 . . ? N2 C8B H8B 111.4 . . ? C9 C8B H8B 111.4 . . ? C8A C9 C10A 109.40(15) . . ? C10B C9 C8B 105.1(6) . . ? C8A C9 H9A 109.8 . . ? C10A C9 H9A 109.8 . . ? C8A C9 H9B 109.8 . . ? C10A C9 H9B 109.8 . . ? H9A C9 H9B 108.2 . . ? C11A C10A C9 110.42(16) . . ? C11A C10A H10A 109.6 . . ? C9 C10A H10A 109.6 . . ? C11A C10A H10B 109.6 . . ? C9 C10A H10B 109.6 . . ? H10A C10A H10B 108.1 . . ? C11B C10B C9 117.1(8) . . ? C11B C10B H10C 108.0 . . ? C9 C10B H10C 108.0 . . ? C11B C10B H10D 108.0 . . ? C9 C10B H10D 108.0 . . ? H10C C10B H10D 107.3 . . ? C10A C11A C12 111.48(16) . . ? C10A C11A H11A 109.3 . . ? C12 C11A H11A 109.3 . . ? C10A C11A H11B 109.3 . . ? C12 C11A H11B 109.3 . . ? H11A C11A H11B 108.0 . . ? C12 C11B C10B 109.9(8) . . ? C12 C11B H11C 109.7 . . ? C10B C11B H11C 109.7 . . ? C12 C11B H11D 109.7 . . ? C10B C11B H11D 109.7 . . ? H11C C11B H11D 108.2 . . ? C11B C12 C13B 112.3(6) . . ? C13A C12 C11A 109.23(15) . . ? C13A C12 H12A 109.8 . . ? C11A C12 H12A 109.8 . . ? C13A C12 H12B 109.8 . . ? C11A C12 H12B 109.8 . . ? H12A C12 H12B 108.3 . . ? N3 C13A C12 115.49(15) . . ? N3 C13A C8A 105.16(15) . . ? C12 C13A C8A 111.46(16) . . ? N3 C13A H13A 108.2 . . ? C12 C13A H13A 108.2 . . ? C8A C13A H13A 108.2 . . ? C8B C13B N3 100.8(8) . . ? C8B C13B C12 108.2(8) . . ? N3 C13B C12 115.9(8) . . ? C8B C13B H13B 110.5 . . ? N3 C13B H13B 110.5 . . ? C12 C13B H13B 110.5 . . ? N3 C14 C15 124.25(15) . . ? N3 C14 H14 117.9 . . ? C15 C14 H14 117.9 . . ? C16 C15 C20 121.21(14) . . ? C16 C15 C14 117.15(14) . . ? C20 C15 C14 121.57(14) . . ? C17 C16 C15 118.97(15) . . ? C17 C16 H16 120.5 . . ? C15 C16 H16 120.5 . . ? C16 C17 C18 121.00(15) . . ? C16 C17 Cl2 120.43(13) . . ? C18 C17 Cl2 118.55(13) . . ? C19 C18 C17 122.05(15) . . ? C19 C18 H18 119.0 . . ? C17 C18 H18 119.0 . . ? C18 C19 C20 118.06(15) . . ? C18 C19 C25 121.65(14) . . ? C20 C19 C25 120.13(14) . . ? O2 C20 C15 122.09(14) . . ? O2 C20 C19 119.32(14) . . ? C15 C20 C19 118.58(14) . . ? C23 C21 C24 107.99(14) . . ? C23 C21 C22 109.94(15) . . ? C24 C21 C22 107.16(14) . . ? C23 C21 C2 110.00(14) . . ? C24 C21 C2 111.56(14) . . ? C22 C21 C2 110.13(13) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C27 C25 C19 108.19(14) . . ? C27 C25 C28 108.13(15) . . ? C19 C25 C28 111.75(14) . . ? C27 C25 C26 110.78(15) . . ? C19 C25 C26 111.03(14) . . ? C28 C25 C26 106.95(15) . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C25 C27 H27A 109.5 . . ? C25 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C25 C28 H28A 109.5 . . ? C25 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C25 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 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 Mn1 N1 1.5210(14) . ? Mn1 O1 1.9015(11) . ? Mn1 O2 1.9145(11) . ? Mn1 N3 1.9553(13) . ? Mn1 N2 1.9599(14) . ? Cl1 C4 1.7439(16) . ? Cl2 C17 1.7453(17) . ? O1 C1 1.3111(19) . ? O2 C20 1.3133(19) . ? N2 C7 1.285(2) . ? N2 C8A 1.489(2) . ? N2 C8B 1.537(11) . ? N3 C14 1.289(2) . ? N3 C13B 1.477(11) . ? N3 C13A 1.501(2) . ? C1 C6 1.427(2) . ? C1 C2 1.437(2) . ? C2 C3 1.383(2) . ? C2 C21 1.539(2) . ? C3 C4 1.400(2) . ? C3 H3 0.9500 . ? C4 C5 1.367(2) . ? C5 C6 1.410(2) . ? C5 H5 0.948(19) . ? C6 C7 1.440(2) . ? C7 H7 0.9500 . ? C8A C9 1.517(2) . ? C8A C13A 1.527(3) . ? C8A H8A 1.0000 . ? C8B C13B 1.477(16) . ? C8B C9 1.632(11) . ? C8B H8B 1.0000 . ? C9 C10B 1.519(11) . ? C9 C10A 1.537(2) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10A C11A 1.531(3) . ? C10A H10A 0.9900 . ? C10A H10B 0.9900 . ? C10B C11B 1.506(16) . ? C10B H10C 0.9900 . ? C10B H10D 0.9900 . ? C11A C12 1.545(2) . ? C11A H11A 0.9900 . ? C11A H11B 0.9900 . ? C11B C12 1.492(10) . ? C11B H11C 0.9900 . ? C11B H11D 0.9900 . ? C12 C13A 1.524(2) . ? C12 C13B 1.541(11) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13A H13A 1.0000 . ? C13B H13B 1.0000 . ? C14 C15 1.443(2) . ? C14 H14 0.9500 . ? C15 C16 1.406(2) . ? C15 C20 1.421(2) . ? C16 C17 1.366(2) . ? C16 H16 0.9500 . ? C17 C18 1.401(2) . ? C18 C19 1.383(2) . ? C18 H18 0.9500 . ? C19 C20 1.438(2) . ? C19 C25 1.535(2) . ? C21 C23 1.534(2) . ? C21 C24 1.537(2) . ? C21 C22 1.539(2) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? 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 C27 1.533(3) . ? C25 C28 1.535(2) . ? C25 C26 1.542(3) . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? 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 Mn1 O1 C1 C6 -15.7(2) . . . . ? Mn1 O1 C1 C2 166.12(11) . . . . ? O1 C1 C2 C3 -173.13(14) . . . . ? C6 C1 C2 C3 8.7(2) . . . . ? O1 C1 C2 C21 7.0(2) . . . . ? C6 C1 C2 C21 -171.23(14) . . . . ? C1 C2 C3 C4 -3.8(2) . . . . ? C21 C2 C3 C4 176.13(15) . . . . ? C2 C3 C4 C5 -3.2(2) . . . . ? C2 C3 C4 Cl1 179.01(13) . . . . ? C3 C4 C5 C6 4.9(2) . . . . ? Cl1 C4 C5 C6 -177.34(12) . . . . ? C4 C5 C6 C1 0.3(2) . . . . ? C4 C5 C6 C7 -174.46(14) . . . . ? O1 C1 C6 C5 174.71(15) . . . . ? C2 C1 C6 C5 -7.1(2) . . . . ? O1 C1 C6 C7 -10.8(2) . . . . ? C2 C1 C6 C7 167.39(14) . . . . ? C8A N2 C7 C6 177.64(16) . . . . ? C8B N2 C7 C6 -146.6(6) . . . . ? Mn1 N2 C7 C6 11.0(2) . . . . ? C5 C6 C7 N2 -172.45(16) . . . . ? C1 C6 C7 N2 12.8(3) . . . . ? C7 N2 C8A C9 25.5(3) . . . . ? Mn1 N2 C8A C9 -166.28(13) . . . . ? C7 N2 C8A C13A 148.16(17) . . . . ? Mn1 N2 C8A C13A -43.65(17) . . . . ? C7 N2 C8B C13B -156.2(6) . . . . ? Mn1 N2 C8B C13B 43.0(9) . . . . ? C7 N2 C8B C9 -39.4(9) . . . . ? Mn1 N2 C8B C9 159.9(4) . . . . ? N2 C8A C9 C10A 179.00(16) . . . . ? C13A C8A C9 C10A 59.2(2) . . . . ? C13B C8B C9 C10B -58.6(10) . . . . ? N2 C8B C9 C10B -172.1(7) . . . . ? C8A C9 C10A C11A -58.2(2) . . . . ? C8B C9 C10B C11B 53.2(11) . . . . ? C9 C10A C11A C12 57.0(2) . . . . ? C9 C10B C11B C12 -52.7(13) . . . . ? C10B C11B C12 C13B 53.6(11) . . . . ? C10A C11A C12 C13A -55.5(2) . . . . ? C14 N3 C13A C12 22.0(2) . . . . ? Mn1 N3 C13A C12 -157.23(13) . . . . ? C14 N3 C13A C8A 145.34(16) . . . . ? Mn1 N3 C13A C8A -33.93(18) . . . . ? C11A C12 C13A N3 176.42(16) . . . . ? C11A C12 C13A C8A 56.5(2) . . . . ? N2 C8A C13A N3 47.63(19) . . . . ? C9 C8A C13A N3 174.54(14) . . . . ? N2 C8A C13A C12 173.47(15) . . . . ? C9 C8A C13A C12 -59.6(2) . . . . ? N2 C8B C13B N3 -58.5(9) . . . . ? C9 C8B C13B N3 -174.1(6) . . . . ? N2 C8B C13B C12 179.4(7) . . . . ? C9 C8B C13B C12 63.8(10) . . . . ? C14 N3 C13B C8B -158.5(6) . . . . ? Mn1 N3 C13B C8B 51.1(9) . . . . ? C14 N3 C13B C12 -41.9(10) . . . . ? Mn1 N3 C13B C12 167.7(6) . . . . ? C11B C12 C13B C8B -62.3(11) . . . . ? C11B C12 C13B N3 -174.6(8) . . . . ? C13B N3 C14 C15 -155.4(6) . . . . ? C13A N3 C14 C15 171.79(16) . . . . ? Mn1 N3 C14 C15 -9.0(2) . . . . ? N3 C14 C15 C16 166.73(15) . . . . ? N3 C14 C15 C20 -16.3(3) . . . . ? C20 C15 C16 C17 1.9(2) . . . . ? C14 C15 C16 C17 178.91(15) . . . . ? C15 C16 C17 C18 -3.1(3) . . . . ? C15 C16 C17 Cl2 178.05(12) . . . . ? C16 C17 C18 C19 1.0(3) . . . . ? Cl2 C17 C18 C19 179.82(13) . . . . ? C17 C18 C19 C20 2.4(2) . . . . ? C17 C18 C19 C25 177.79(16) . . . . ? Mn1 O2 C20 C15 33.9(2) . . . . ? Mn1 O2 C20 C19 -147.51(12) . . . . ? C16 C15 C20 O2 179.98(14) . . . . ? C14 C15 C20 O2 3.1(2) . . . . ? C16 C15 C20 C19 1.4(2) . . . . ? C14 C15 C20 C19 -175.46(15) . . . . ? C18 C19 C20 O2 177.91(15) . . . . ? C25 C19 C20 O2 2.4(2) . . . . ? C18 C19 C20 C15 -3.5(2) . . . . ? C25 C19 C20 C15 -178.96(15) . . . . ? C3 C2 C21 C23 114.08(17) . . . . ? C1 C2 C21 C23 -66.04(19) . . . . ? C3 C2 C21 C24 -5.7(2) . . . . ? C1 C2 C21 C24 174.14(15) . . . . ? C3 C2 C21 C22 -124.59(17) . . . . ? C1 C2 C21 C22 55.3(2) . . . . ? C18 C19 C25 C27 -110.71(18) . . . . ? C20 C19 C25 C27 64.6(2) . . . . ? C18 C19 C25 C28 8.2(2) . . . . ? C20 C19 C25 C28 -176.46(16) . . . . ? C18 C19 C25 C26 127.53(17) . . . . ? C20 C19 C25 C26 -57.1(2) . . . . ?