#------------------------------------------------------------------------------ #$Date: 2026-06-04 10:19:16 +0100 (Thu, 04 Jun 2026) $ #$Revision: 306197 $ #$URL: svn://www.crystallography.net/cod/cif/1/57/73/1577342.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_1577342 loop_ _publ_author_name 'Bong, Min-Jong' 'Lee, Wonjung' 'Lee, Daehan' 'Kim, Hyunuk' 'Seo, Junhyeok' 'Son, Ho-Jin' _publ_section_title ; A secondary-sphere proton channel accelerating metal-hydride formation in Mn(i) catalysts for selective CO2-to-formate conversion. ; _journal_issue 19 _journal_name_full 'Chemical science' _journal_page_first 9535 _journal_page_last 9551 _journal_paper_doi 10.1039/d5sc09412g _journal_volume 17 _journal_year 2026 _chemical_formula_moiety 'C27 H36 Br Mn N2 O5' _chemical_formula_sum 'C27 H36 Br Mn N2 O5' _chemical_formula_weight 603.43 _space_group_crystal_system trigonal _space_group_IT_number 145 _space_group_name_Hall 'P 32' _space_group_name_H-M_alt 'P 32' _atom_sites_solution_hydrogens geom _audit_block_doi 10.5517/ccdc.csd.cc2pxg7b _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2025-11-03 deposited with the CCDC. 2026-03-09 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 120 _cell_formula_units_Z 3 _cell_length_a 13.4309(2) _cell_length_b 13.4309(2) _cell_length_c 14.4904(4) _cell_measurement_reflns_used 9812 _cell_measurement_temperature 296(2) _cell_measurement_theta_max 26.73 _cell_measurement_theta_min 2.24 _cell_volume 2263.71(8) _computing_cell_refinement 'SAINT V8.40B (Bruker AXS LLC. 2019)' _computing_data_collection 'APEX4 (Bruker, 2016)' _computing_data_reduction 'SAINT V8.40B (Bruker AXS LLC. 2019)' _computing_molecular_graphics 'Diamond 5.0' _computing_publication_material 'Diamond 5.0' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_temperature 296(2) _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device_type 'Bruker APEX4 CCD diffractometer' _diffrn_measurement_method \w-scans _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0419 _diffrn_reflns_av_unetI/netI 0.0373 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.998 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 36142 _diffrn_reflns_point_group_measured_fraction_full 0.974 _diffrn_reflns_point_group_measured_fraction_max 0.973 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 25.960 _diffrn_reflns_theta_min 2.245 _diffrn_source 'fine-focus sealed tube' _exptl_absorpt_coefficient_mu 1.796 _exptl_absorpt_correction_T_max 0.7492 _exptl_absorpt_correction_T_min 0.2412 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (Bruker 2016)' _exptl_crystal_colour red _exptl_crystal_density_diffrn 1.328 _exptl_crystal_description plate _exptl_crystal_F_000 936 _exptl_crystal_size_max 0.650 _exptl_crystal_size_mid 0.520 _exptl_crystal_size_min 0.220 _refine_diff_density_max 0.607 _refine_diff_density_min -0.259 _refine_diff_density_rms 0.061 _refine_ls_abs_structure_details ; Refined as an inversion twin. ; _refine_ls_abs_structure_Flack 0.045(11) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 354 _refine_ls_number_reflns 5780 _refine_ls_number_restraints 38 _refine_ls_restrained_S_all 1.056 _refine_ls_R_factor_all 0.0387 _refine_ls_R_factor_gt 0.0375 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0852P)^2^+0.0385P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1053 _refine_ls_wR_factor_ref 0.1064 _reflns_Friedel_coverage 0.950 _reflns_Friedel_fraction_full 0.950 _reflns_Friedel_fraction_max 0.948 _reflns_number_gt 5535 _reflns_number_total 5780 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d5sc09412g4.cif _cod_data_source_block P32 _cod_original_cell_volume 2263.71(9) _cod_database_code 1577342 _shelx_shelxl_version_number 2018/3 _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_min 0.388 _shelx_estimated_absorpt_t_max 0.693 _shelx_res_file ; TITL K240104_0m_a.res in P3(2) P32.res created by SHELXL-2018/3 at 01:18:47 on 18-Oct-2025 CELL 0.71073 13.4309 13.4309 14.4904 90.000 90.000 120.000 ZERR 3.00 0.0002 0.0002 0.0004 0.000 0.000 0.000 LATT -1 SYMM -y, x-y, z+2/3 SYMM -x+y, -x, z+1/3 SFAC C H N O MN BR UNIT 81 108 6 15 3 3 TEMP 23.000 SIZE 0.220 0.520 0.650 L.S. 64 FMAP 2 ACTA PLAN 20 BOND $H CONF SIMU 0.01 C17A > C27B DELU 0.01 C17A > C27B SIMU 0.01 C11 O5 DELU 0.01 C11 O5 OMIT -3 52 OMIT 3 3 2 OMIT -1 3 1 OMIT 0 2 -4 OMIT -3 6 -2 OMIT -5 6 -5 OMIT 2 4 2 OMIT 1 4 1 OMIT 1 5 -1 OMIT -4 5 -1 OMIT -5 6 1 OMIT 1 1 2 TWIN WGHT 0.085200 0.038500 BASF 0.04462 FVAR 0.43568 0.50000 BR1 6 0.398991 0.410566 0.681153 11.00000 0.07020 0.08691 = 0.06313 0.00494 0.00712 0.04133 MN1 5 0.363310 0.368646 0.510174 11.00000 0.04304 0.04944 = 0.06689 -0.00457 -0.00164 0.01546 O1 4 0.163091 0.144541 0.555821 11.00000 0.07727 0.06657 = 0.19947 0.00707 0.03516 0.00666 O2 4 0.266173 0.674587 0.406990 11.00000 0.10172 0.13268 = 0.32888 -0.00517 -0.06975 0.07467 O3 4 0.178157 0.425093 0.535003 11.00000 0.06689 0.12375 = 0.12141 -0.00135 -0.00016 0.05687 O4 4 0.307762 0.317269 0.316825 11.00000 0.11401 0.09631 = 0.08075 -0.02573 -0.01933 0.02806 O5 4 0.387731 -0.008845 0.575119 11.00000 0.16410 0.10459 = 0.17342 0.04081 0.01134 0.05529 N1 3 0.504567 0.530967 0.490865 11.00000 0.04780 0.04512 = 0.05667 -0.00176 -0.00149 0.02192 N2 3 0.497450 0.333030 0.510503 11.00000 0.05573 0.04132 = 0.05559 -0.00167 -0.00156 0.02083 C1 1 0.245366 0.229128 0.539456 11.00000 0.05570 0.06989 = 0.11710 -0.00418 0.01457 0.01303 C2 1 0.510783 0.629938 0.462585 11.00000 0.05731 0.05592 = 0.06411 0.00222 -0.00480 0.03077 C3 1 0.609068 0.735666 0.474272 11.00000 0.06858 0.04935 = 0.08000 0.00606 -0.00544 0.03229 AFIX 43 H1 2 0.609777 0.801724 0.454021 11.00000 -1.20000 AFIX 0 C4 1 0.602641 0.538420 0.523425 11.00000 0.04968 0.04378 = 0.04951 -0.00054 0.00113 0.02222 C5 1 0.599723 0.426750 0.532294 11.00000 0.05678 0.04113 = 0.04961 -0.00466 -0.00207 0.02263 C6 1 0.696802 0.420553 0.551038 11.00000 0.05909 0.05104 = 0.05965 -0.00665 -0.00613 0.02808 AFIX 43 H16 2 0.763739 0.486208 0.569535 11.00000 -1.20000 AFIX 0 C7 1 0.695721 0.317533 0.542616 11.00000 0.07860 0.06135 = 0.06562 -0.01296 -0.00787 0.04247 C8 1 0.497404 0.232533 0.498930 11.00000 0.07147 0.04234 = 0.06200 -0.00670 -0.00135 0.02464 C9 1 0.388455 0.125262 0.469132 11.00000 0.08341 0.04561 = 0.09047 -0.01427 -0.01339 0.02452 AFIX 23 H3 2 0.407098 0.086572 0.421416 11.00000 -1.20000 H2 2 0.335755 0.147203 0.442900 11.00000 -1.20000 AFIX 0 C10 1 0.330065 0.043176 0.547873 11.00000 0.10204 0.05704 = 0.13009 0.00657 -0.00059 0.01959 AFIX 23 H10A 2 0.322744 0.084979 0.599553 11.00000 -1.20000 H10B 2 0.253277 -0.014612 0.528935 11.00000 -1.20000 AFIX 0 C11 1 0.337419 -0.091686 0.643482 11.00000 0.25709 0.12057 = 0.23934 0.07895 0.03169 0.06698 AFIX 33 H11A 2 0.386328 -0.122849 0.657279 11.00000 -1.50000 H11B 2 0.326959 -0.057434 0.698066 11.00000 -1.50000 H11C 2 0.264149 -0.152110 0.622414 11.00000 -1.50000 AFIX 0 C12 1 0.799967 0.303474 0.560388 11.00000 0.09878 0.09277 = 0.10082 -0.03837 -0.03114 0.07177 C13 1 0.832501 0.264909 0.472467 11.00000 0.10587 0.15817 = 0.14572 -0.07469 -0.01613 0.08504 AFIX 33 H13A 2 0.766440 0.197451 0.448824 11.00000 -1.50000 H13B 2 0.859305 0.325248 0.427372 11.00000 -1.50000 H13C 2 0.892314 0.247663 0.485654 11.00000 -1.50000 AFIX 0 C14 1 0.768001 0.206844 0.633684 11.00000 0.13434 0.12074 = 0.16809 0.00776 -0.02212 0.08685 AFIX 33 H14A 2 0.704159 0.136313 0.611722 11.00000 -1.50000 H14B 2 0.832785 0.196312 0.643789 11.00000 -1.50000 H14C 2 0.747412 0.228513 0.690589 11.00000 -1.50000 AFIX 0 C15 1 0.899511 0.408767 0.601066 11.00000 0.09180 0.11357 = 0.15420 -0.05465 -0.04952 0.06896 AFIX 33 H15A 2 0.875227 0.430050 0.656287 11.00000 -1.50000 H15B 2 0.960053 0.393070 0.615631 11.00000 -1.50000 H15C 2 0.927045 0.470656 0.557348 11.00000 -1.50000 AFIX 0 C16 1 0.815050 0.860180 0.529291 11.00000 0.07324 0.04457 = 0.09662 0.00297 -0.01123 0.01706 C18 1 0.411163 0.628659 0.411891 11.00000 0.06588 0.08023 = 0.09210 0.01126 -0.01360 0.03680 AFIX 23 H18A 2 0.438032 0.664518 0.352025 11.00000 -1.20000 H18B 2 0.352127 0.549393 0.401439 11.00000 -1.20000 AFIX 0 C19 1 0.359262 0.687985 0.460755 11.00000 0.07765 0.08211 = 0.17283 -0.00622 -0.02222 0.04954 AFIX 23 H19A 2 0.332834 0.654516 0.521406 11.00000 -1.20000 H19B 2 0.415288 0.768893 0.468164 11.00000 -1.20000 AFIX 0 C20 1 0.230378 0.744853 0.417172 11.00000 0.28857 0.32222 = 0.35246 -0.08784 -0.14389 0.25542 AFIX 33 H20A 2 0.167017 0.724827 0.376114 11.00000 -1.50000 H20B 2 0.205601 0.741937 0.479753 11.00000 -1.50000 H20C 2 0.291327 0.821170 0.403381 11.00000 -1.50000 AFIX 0 C21 1 0.254794 0.408981 0.523230 11.00000 0.05632 0.07279 = 0.08372 -0.00551 -0.00435 0.02819 C22 1 0.331669 0.337784 0.387277 11.00000 0.05919 0.06464 = 0.08538 -0.00359 -0.00523 0.02028 C23 1 0.701143 0.641659 0.538054 11.00000 0.04942 0.04335 = 0.06070 -0.00219 -0.00609 0.01946 AFIX 43 H23 2 0.765167 0.642429 0.563340 11.00000 -1.20000 AFIX 0 C24 1 0.706953 0.745164 0.515748 11.00000 0.05575 0.04379 = 0.07116 -0.00110 -0.00460 0.02129 C25 1 0.592746 0.224086 0.513461 11.00000 0.09239 0.05180 = 0.07339 -0.01314 -0.01507 0.04258 AFIX 43 H25 2 0.589052 0.153885 0.503644 11.00000 -1.20000 AFIX 0 PART 1 C17A 1 0.906183 0.859573 0.578218 10.55000 0.07983 0.05893 = 0.21308 0.03030 -0.04505 0.01252 AFIX 33 H17A 2 0.969866 0.936633 0.582621 10.55000 -1.50000 H17B 2 0.880504 0.829299 0.639072 10.55000 -1.50000 H17C 2 0.929875 0.812375 0.546086 10.55000 -1.50000 AFIX 0 C26A 1 0.846897 0.922068 0.428761 10.55000 0.09523 0.09308 = 0.16298 0.04067 0.02703 -0.00167 AFIX 33 H26A 2 0.779464 0.917608 0.401856 10.55000 -1.50000 H26B 2 0.905220 1.001249 0.435681 10.55000 -1.50000 H26C 2 0.874821 0.883909 0.389354 10.55000 -1.50000 AFIX 0 C27A 1 0.778273 0.941956 0.574679 10.55000 0.10406 0.06221 = 0.20722 -0.05251 -0.01984 0.01674 AFIX 33 H27A 2 0.716617 0.940132 0.539792 10.55000 -1.50000 H27B 2 0.753003 0.917210 0.636741 10.55000 -1.50000 H27C 2 0.842528 1.018936 0.575482 10.55000 -1.50000 AFIX 0 PART 2 C17B 1 0.858173 0.862080 0.631225 10.45000 0.07523 0.06616 = 0.09888 -0.02167 -0.02277 0.00470 AFIX 33 H17D 2 0.864393 0.794787 0.641518 10.45000 -1.50000 H17E 2 0.932022 0.929549 0.639810 10.45000 -1.50000 H17F 2 0.804269 0.863059 0.674200 10.45000 -1.50000 AFIX 0 C26B 1 0.910856 0.862274 0.469465 10.45000 0.06906 0.07297 = 0.16889 -0.02747 0.03932 -0.01921 AFIX 33 H26D 2 0.914997 0.794008 0.480774 10.45000 -1.50000 H26E 2 0.894180 0.865433 0.405461 10.45000 -1.50000 H26F 2 0.983112 0.928687 0.484867 10.45000 -1.50000 AFIX 0 C27B 1 0.805746 0.963456 0.514066 10.45000 0.10786 0.04828 = 0.19745 0.00643 -0.03085 0.03147 AFIX 33 H27D 2 0.745532 0.959870 0.552128 10.45000 -1.50000 H27E 2 0.877282 1.030592 0.529768 10.45000 -1.50000 H27F 2 0.788349 0.967338 0.450363 10.45000 -1.50000 PART 0 AFIX 0 HKLF 4 REM K240104_0m_a.res in P3(2) REM wR2 = 0.1064, GooF = S = 1.045, Restrained GooF = 1.056 for all data REM R1 = 0.0375 for 5535 Fo > 4sig(Fo) and 0.0387 for all 5780 data REM 354 parameters refined using 38 restraints END WGHT 0.0840 0.0548 REM Highest difference peak 0.607, deepest hole -0.259, 1-sigma level 0.061 Q1 1 0.3709 0.3247 0.5448 11.00000 0.05 0.61 Q2 1 0.3444 0.3624 0.6506 11.00000 0.05 0.37 Q3 1 0.3651 0.3629 0.4574 11.00000 0.05 0.36 Q4 1 0.2696 0.2959 0.3716 11.00000 0.05 0.34 Q5 1 0.3806 0.3697 0.7258 11.00000 0.05 0.33 Q6 1 0.8352 0.3360 0.5164 11.00000 0.05 0.26 Q7 1 0.3568 0.3990 0.5328 11.00000 0.05 0.26 Q8 1 0.6559 0.2790 0.5014 11.00000 0.05 0.25 Q9 1 0.9238 0.4398 0.4808 11.00000 0.05 0.25 Q10 1 0.5590 0.3837 0.5119 11.00000 0.05 0.25 Q11 1 0.7307 0.4521 0.5232 11.00000 0.05 0.23 Q12 1 0.7497 0.7916 0.5324 11.00000 0.05 0.23 Q13 1 0.7103 0.7048 0.5380 11.00000 0.05 0.22 Q14 1 0.2680 0.3213 0.6250 11.00000 0.05 0.21 Q15 1 0.8935 0.8471 0.5118 11.00000 0.05 0.20 Q16 1 0.1798 -0.1392 0.5609 11.00000 0.05 0.20 Q17 1 0.2685 0.6815 0.4800 11.00000 0.05 0.19 Q18 1 0.7992 0.8991 0.6020 11.00000 0.05 0.19 Q19 1 0.5479 0.5411 0.5154 11.00000 0.05 0.18 Q20 1 0.8523 0.3260 0.6452 11.00000 0.05 0.18 ; _shelx_res_checksum 50152 loop_ _space_group_symop_operation_xyz 'x, y, z' '-y, x-y, z+2/3' '-x+y, -x, z+1/3' 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 Br1 Br 0.39899(4) 0.41057(5) 0.68115(3) 0.07250(18) Uani 1 1 d . . . . . Mn1 Mn 0.36331(5) 0.36865(5) 0.51017(5) 0.05653(18) Uani 1 1 d . . . . . O1 O 0.1631(5) 0.1445(4) 0.5558(6) 0.127(2) Uani 1 1 d . . . . . O2 O 0.2662(6) 0.6746(7) 0.4070(10) 0.181(5) Uani 1 1 d . . . . . O3 O 0.1782(4) 0.4251(5) 0.5350(4) 0.0999(14) Uani 1 1 d . . . . . O4 O 0.3078(5) 0.3173(4) 0.3168(4) 0.1079(16) Uani 1 1 d . . . . . O5 O 0.3877(8) -0.0088(6) 0.5751(7) 0.153(3) Uani 1 1 d . U . . . N1 N 0.5046(3) 0.5310(3) 0.4909(2) 0.0504(6) Uani 1 1 d . . . . . N2 N 0.4975(3) 0.3330(3) 0.5105(2) 0.0524(7) Uani 1 1 d . . . . . C1 C 0.2454(5) 0.2291(5) 0.5395(5) 0.0891(16) Uani 1 1 d . . . . . C2 C 0.5108(4) 0.6299(4) 0.4626(3) 0.0580(9) Uani 1 1 d . . . . . C3 C 0.6091(4) 0.7357(4) 0.4743(4) 0.0647(10) Uani 1 1 d . . . . . H1 H 0.609777 0.801724 0.454021 0.078 Uiso 1 1 calc R U . . . C4 C 0.6026(3) 0.5384(3) 0.5234(3) 0.0482(7) Uani 1 1 d . . . . . C5 C 0.5997(3) 0.4268(3) 0.5323(3) 0.0500(7) Uani 1 1 d . . . . . C6 C 0.6968(4) 0.4206(4) 0.5510(3) 0.0563(8) Uani 1 1 d . . . . . H16 H 0.763739 0.486208 0.569535 0.068 Uiso 1 1 calc R U . . . C7 C 0.6957(5) 0.3175(4) 0.5426(3) 0.0652(10) Uani 1 1 d . . . . . C8 C 0.4974(4) 0.2325(3) 0.4989(3) 0.0603(9) Uani 1 1 d . . . . . C9 C 0.3885(5) 0.1253(4) 0.4691(4) 0.0766(13) Uani 1 1 d . . . . . H3 H 0.407098 0.086572 0.421416 0.092 Uiso 1 1 calc R U . . . H2 H 0.335755 0.147203 0.442900 0.092 Uiso 1 1 calc R U . . . C10 C 0.3301(7) 0.0432(5) 0.5479(6) 0.105(2) Uani 1 1 d . . . . . H10A H 0.322744 0.084979 0.599553 0.126 Uiso 1 1 calc R U . . . H10B H 0.253277 -0.014612 0.528935 0.126 Uiso 1 1 calc R U . . . C11 C 0.337(2) -0.0917(13) 0.6435(15) 0.218(8) Uani 1 1 d . U . . . H11A H 0.386328 -0.122849 0.657279 0.327 Uiso 1 1 calc R U . . . H11B H 0.326959 -0.057434 0.698066 0.327 Uiso 1 1 calc R U . . . H11C H 0.264149 -0.152110 0.622414 0.327 Uiso 1 1 calc R U . . . C12 C 0.8000(6) 0.3035(6) 0.5604(5) 0.0868(17) Uani 1 1 d . . . . . C13 C 0.8325(8) 0.2649(10) 0.4725(8) 0.128(4) Uani 1 1 d . . . . . H13A H 0.766440 0.197451 0.448824 0.192 Uiso 1 1 calc R U . . . H13B H 0.859305 0.325248 0.427372 0.192 Uiso 1 1 calc R U . . . H13C H 0.892314 0.247663 0.485654 0.192 Uiso 1 1 calc R U . . . C14 C 0.7680(10) 0.2068(9) 0.6337(9) 0.131(3) Uani 1 1 d . . . . . H14A H 0.704159 0.136313 0.611722 0.196 Uiso 1 1 calc R U . . . H14B H 0.832785 0.196312 0.643789 0.196 Uiso 1 1 calc R U . . . H14C H 0.747412 0.228513 0.690589 0.196 Uiso 1 1 calc R U . . . C15 C 0.8995(7) 0.4088(8) 0.6011(8) 0.112(3) Uani 1 1 d . . . . . H15A H 0.875227 0.430050 0.656287 0.168 Uiso 1 1 calc R U . . . H15B H 0.960053 0.393070 0.615631 0.168 Uiso 1 1 calc R U . . . H15C H 0.927045 0.470656 0.557348 0.168 Uiso 1 1 calc R U . . . C16 C 0.8151(5) 0.8602(4) 0.5293(5) 0.0770(13) Uani 1 1 d . . . . . C18 C 0.4112(5) 0.6287(5) 0.4119(5) 0.0793(13) Uani 1 1 d . . . . . H18A H 0.438032 0.664518 0.352025 0.095 Uiso 1 1 calc R U . . . H18B H 0.352127 0.549393 0.401439 0.095 Uiso 1 1 calc R U . . . C19 C 0.3593(6) 0.6880(6) 0.4608(8) 0.107(2) Uani 1 1 d . . . . . H19A H 0.332834 0.654516 0.521406 0.128 Uiso 1 1 calc R U . . . H19B H 0.415288 0.768893 0.468164 0.128 Uiso 1 1 calc R U . . . C20 C 0.230(2) 0.745(2) 0.4172(19) 0.275(15) Uani 1 1 d . . . . . H20A H 0.167017 0.724827 0.376114 0.413 Uiso 1 1 calc R U . . . H20B H 0.205601 0.741937 0.479753 0.413 Uiso 1 1 calc R U . . . H20C H 0.291327 0.821170 0.403381 0.413 Uiso 1 1 calc R U . . . C21 C 0.2548(4) 0.4090(5) 0.5232(4) 0.0728(12) Uani 1 1 d . . . . . C22 C 0.3317(4) 0.3378(4) 0.3873(4) 0.0745(12) Uani 1 1 d . . . . . C23 C 0.7011(3) 0.6417(3) 0.5381(3) 0.0528(8) Uani 1 1 d . . . . . H23 H 0.765167 0.642429 0.563340 0.063 Uiso 1 1 calc R U . . . C24 C 0.7070(4) 0.7452(3) 0.5157(3) 0.0585(9) Uani 1 1 d . . . . . C25 C 0.5927(5) 0.2241(4) 0.5135(4) 0.0696(11) Uani 1 1 d . . . . . H25 H 0.589052 0.153885 0.503644 0.084 Uiso 1 1 calc R U . . . C17A C 0.9062(13) 0.8596(11) 0.5782(19) 0.127(6) Uani 0.55 1 d . U P A 1 H17A H 0.969866 0.936633 0.582621 0.191 Uiso 0.55 1 calc R U P A 1 H17B H 0.880504 0.829299 0.639072 0.191 Uiso 0.55 1 calc R U P A 1 H17C H 0.929875 0.812375 0.546086 0.191 Uiso 0.55 1 calc R U P A 1 C26A C 0.8469(16) 0.9221(15) 0.4288(15) 0.139(6) Uani 0.55 1 d . U P A 1 H26A H 0.779464 0.917608 0.401856 0.208 Uiso 0.55 1 calc R U P A 1 H26B H 0.905220 1.001249 0.435681 0.208 Uiso 0.55 1 calc R U P A 1 H26C H 0.874821 0.883909 0.389354 0.208 Uiso 0.55 1 calc R U P A 1 C27A C 0.7783(18) 0.9420(15) 0.575(2) 0.136(8) Uani 0.55 1 d . U P A 1 H27A H 0.716617 0.940132 0.539792 0.203 Uiso 0.55 1 calc R U P A 1 H27B H 0.753003 0.917210 0.636741 0.203 Uiso 0.55 1 calc R U P A 1 H27C H 0.842528 1.018936 0.575482 0.203 Uiso 0.55 1 calc R U P A 1 C17B C 0.8582(15) 0.8621(13) 0.6312(13) 0.094(4) Uani 0.45 1 d . U P A 2 H17D H 0.864393 0.794787 0.641518 0.141 Uiso 0.45 1 calc R U P A 2 H17E H 0.932022 0.929549 0.639810 0.141 Uiso 0.45 1 calc R U P A 2 H17F H 0.804269 0.863059 0.674200 0.141 Uiso 0.45 1 calc R U P A 2 C26B C 0.9109(14) 0.8623(14) 0.4695(18) 0.128(7) Uani 0.45 1 d . U P A 2 H26D H 0.914997 0.794008 0.480774 0.192 Uiso 0.45 1 calc R U P A 2 H26E H 0.894180 0.865433 0.405461 0.192 Uiso 0.45 1 calc R U P A 2 H26F H 0.983112 0.928687 0.484867 0.192 Uiso 0.45 1 calc R U P A 2 C27B C 0.806(2) 0.9635(15) 0.514(3) 0.121(7) Uani 0.45 1 d . U P A 2 H27D H 0.745532 0.959870 0.552128 0.182 Uiso 0.45 1 calc R U P A 2 H27E H 0.877282 1.030592 0.529768 0.182 Uiso 0.45 1 calc R U P A 2 H27F H 0.788349 0.967338 0.450363 0.182 Uiso 0.45 1 calc R U P A 2 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 Br1 0.0702(3) 0.0869(3) 0.0631(3) 0.0049(2) 0.0071(2) 0.0413(3) Mn1 0.0430(3) 0.0494(3) 0.0669(4) -0.0046(2) -0.0016(2) 0.0155(2) O1 0.077(3) 0.067(2) 0.199(7) 0.007(3) 0.035(3) 0.007(2) O2 0.102(4) 0.133(5) 0.329(14) -0.005(7) -0.070(6) 0.075(4) O3 0.067(2) 0.124(4) 0.121(4) -0.001(3) 0.000(2) 0.057(2) O4 0.114(4) 0.096(3) 0.081(3) -0.026(2) -0.019(3) 0.028(3) O5 0.164(6) 0.105(4) 0.173(7) 0.041(4) 0.011(5) 0.055(4) N1 0.0478(15) 0.0451(14) 0.0567(18) -0.0018(12) -0.0015(13) 0.0219(12) N2 0.0557(17) 0.0413(14) 0.0556(17) -0.0017(12) -0.0016(13) 0.0208(13) C1 0.056(2) 0.070(3) 0.117(5) -0.004(3) 0.015(3) 0.013(2) C2 0.057(2) 0.056(2) 0.064(2) 0.0022(17) -0.0048(17) 0.0308(17) C3 0.069(2) 0.0493(19) 0.080(3) 0.0061(18) -0.005(2) 0.0323(18) C4 0.0497(17) 0.0438(16) 0.0495(19) -0.0005(13) 0.0011(14) 0.0222(14) C5 0.0568(19) 0.0411(16) 0.0496(19) -0.0047(13) -0.0021(14) 0.0226(14) C6 0.059(2) 0.0510(18) 0.060(2) -0.0066(15) -0.0061(16) 0.0281(16) C7 0.079(3) 0.061(2) 0.066(3) -0.0130(18) -0.008(2) 0.042(2) C8 0.071(2) 0.0423(18) 0.062(2) -0.0067(15) -0.0013(19) 0.0246(17) C9 0.083(3) 0.046(2) 0.090(3) -0.014(2) -0.013(3) 0.025(2) C10 0.102(5) 0.057(3) 0.130(6) 0.007(3) -0.001(4) 0.020(3) C11 0.257(17) 0.121(9) 0.239(16) 0.079(10) 0.032(14) 0.067(10) C12 0.099(4) 0.093(4) 0.101(4) -0.038(3) -0.031(3) 0.072(3) C13 0.106(5) 0.158(8) 0.146(7) -0.075(7) -0.016(5) 0.085(6) C14 0.134(7) 0.121(6) 0.168(9) 0.008(6) -0.022(6) 0.087(6) C15 0.092(4) 0.114(5) 0.154(7) -0.055(5) -0.050(5) 0.069(4) C16 0.073(3) 0.045(2) 0.097(4) 0.003(2) -0.011(3) 0.017(2) C18 0.066(3) 0.080(3) 0.092(4) 0.011(3) -0.014(2) 0.037(2) C19 0.078(3) 0.082(4) 0.173(8) -0.006(4) -0.022(4) 0.050(3) C20 0.29(3) 0.32(3) 0.35(4) -0.09(2) -0.14(2) 0.26(3) C21 0.056(2) 0.073(3) 0.084(3) -0.006(2) -0.004(2) 0.028(2) C22 0.059(2) 0.065(2) 0.085(4) -0.004(2) -0.005(2) 0.020(2) C23 0.0494(18) 0.0433(17) 0.061(2) -0.0022(14) -0.0061(15) 0.0195(14) C24 0.056(2) 0.0438(18) 0.071(3) -0.0011(16) -0.0046(17) 0.0213(16) C25 0.092(3) 0.052(2) 0.073(3) -0.0131(19) -0.015(2) 0.043(2) C17A 0.080(8) 0.059(5) 0.213(16) 0.030(9) -0.045(10) 0.013(5) C26A 0.095(9) 0.093(9) 0.163(14) 0.041(9) 0.027(9) -0.002(7) C27A 0.104(11) 0.062(8) 0.21(2) -0.053(11) -0.020(13) 0.017(7) C17B 0.075(8) 0.066(7) 0.099(10) -0.022(7) -0.023(7) 0.005(6) C26B 0.069(7) 0.073(8) 0.169(14) -0.027(9) 0.039(9) -0.019(6) C27B 0.108(12) 0.048(6) 0.20(2) 0.006(10) -0.031(13) 0.031(7) 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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 C1 Mn1 C21 82.2(3) . . ? C1 Mn1 C22 90.6(3) . . ? C21 Mn1 C22 92.2(3) . . ? C1 Mn1 N1 173.9(3) . . ? C21 Mn1 N1 98.7(2) . . ? C22 Mn1 N1 95.38(19) . . ? C1 Mn1 N2 99.9(2) . . ? C21 Mn1 N2 172.8(2) . . ? C22 Mn1 N2 94.6(2) . . ? N1 Mn1 N2 78.45(12) . . ? C1 Mn1 Br1 88.3(2) . . ? C21 Mn1 Br1 85.53(19) . . ? C22 Mn1 Br1 177.63(18) . . ? N1 Mn1 Br1 85.77(10) . . ? N2 Mn1 Br1 87.68(10) . . ? C20 O2 C19 119.1(13) . . ? C10 O5 C11 117.0(13) . . ? C2 N1 C4 116.9(3) . . ? C2 N1 Mn1 130.4(3) . . ? C4 N1 Mn1 112.1(2) . . ? C5 N2 C8 116.6(4) . . ? C5 N2 Mn1 112.2(2) . . ? C8 N2 Mn1 131.0(3) . . ? O1 C1 Mn1 173.1(7) . . ? N1 C2 C3 122.0(4) . . ? N1 C2 C18 120.9(4) . . ? C3 C2 C18 117.0(4) . . ? C2 C3 C24 121.3(4) . . ? C2 C3 H1 119.3 . . ? C24 C3 H1 119.3 . . ? N1 C4 C23 122.6(3) . . ? N1 C4 C5 114.9(3) . . ? C23 C4 C5 122.1(3) . . ? N2 C5 C6 122.7(3) . . ? N2 C5 C4 114.8(3) . . ? C6 C5 C4 122.1(3) . . ? C7 C6 C5 120.5(4) . . ? C7 C6 H16 119.7 . . ? C5 C6 H16 119.7 . . ? C6 C7 C25 116.0(4) . . ? C6 C7 C12 123.9(5) . . ? C25 C7 C12 120.0(4) . . ? N2 C8 C25 122.1(4) . . ? N2 C8 C9 120.0(4) . . ? C25 C8 C9 117.9(4) . . ? C8 C9 C10 112.5(5) . . ? C8 C9 H3 109.1 . . ? C10 C9 H3 109.1 . . ? C8 C9 H2 109.1 . . ? C10 C9 H2 109.1 . . ? H3 C9 H2 107.8 . . ? O5 C10 C9 112.4(8) . . ? O5 C10 H10A 109.1 . . ? C9 C10 H10A 109.1 . . ? O5 C10 H10B 109.1 . . ? C9 C10 H10B 109.1 . . ? H10A C10 H10B 107.9 . . ? O5 C11 H11A 109.5 . . ? O5 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? O5 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C15 C12 C13 112.3(8) . . ? C15 C12 C7 113.0(4) . . ? C13 C12 C7 109.8(6) . . ? C15 C12 C14 105.2(7) . . ? C13 C12 C14 107.1(8) . . ? C7 C12 C14 109.3(6) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C12 C15 H15A 109.5 . . ? C12 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C12 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C27B C16 C26B 111.3(17) . . ? C17A C16 C24 116.7(6) . . ? C27B C16 C24 116.9(10) . . ? C26B C16 C24 108.2(6) . . ? C27B C16 C17B 109.1(16) . . ? C26B C16 C17B 103.3(14) . . ? C24 C16 C17B 107.1(7) . . ? C17A C16 C27A 111.8(16) . . ? C24 C16 C27A 107.1(8) . . ? C17A C16 C26A 116.4(13) . . ? C24 C16 C26A 106.2(8) . . ? C27A C16 C26A 96.5(14) . . ? C19 C18 C2 114.4(6) . . ? C19 C18 H18A 108.7 . . ? C2 C18 H18A 108.7 . . ? C19 C18 H18B 108.7 . . ? C2 C18 H18B 108.7 . . ? H18A C18 H18B 107.6 . . ? O2 C19 C18 107.1(8) . . ? O2 C19 H19A 110.3 . . ? C18 C19 H19A 110.3 . . ? O2 C19 H19B 110.3 . . ? C18 C19 H19B 110.3 . . ? H19A C19 H19B 108.5 . . ? O2 C20 H20A 109.5 . . ? O2 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? O2 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? O3 C21 Mn1 173.7(5) . . ? O4 C22 Mn1 176.5(6) . . ? C4 C23 C24 121.2(4) . . ? C4 C23 H23 119.4 . . ? C24 C23 H23 119.4 . . ? C23 C24 C3 115.5(4) . . ? C23 C24 C16 122.4(4) . . ? C3 C24 C16 122.0(4) . . ? C8 C25 C7 121.8(4) . . ? C8 C25 H25 119.1 . . ? C7 C25 H25 119.1 . . ? C16 C17A H17A 109.5 . . ? C16 C17A H17B 109.5 . . ? H17A C17A H17B 109.5 . . ? C16 C17A H17C 109.5 . . ? H17A C17A H17C 109.5 . . ? H17B C17A H17C 109.5 . . ? C16 C26A H26A 109.5 . . ? C16 C26A H26B 109.5 . . ? H26A C26A H26B 109.5 . . ? C16 C26A H26C 109.5 . . ? H26A C26A H26C 109.5 . . ? H26B C26A H26C 109.5 . . ? C16 C27A H27A 109.5 . . ? C16 C27A H27B 109.5 . . ? H27A C27A H27B 109.5 . . ? C16 C27A H27C 109.5 . . ? H27A C27A H27C 109.5 . . ? H27B C27A H27C 109.5 . . ? C16 C17B H17D 109.5 . . ? C16 C17B H17E 109.5 . . ? H17D C17B H17E 109.5 . . ? C16 C17B H17F 109.5 . . ? H17D C17B H17F 109.5 . . ? H17E C17B H17F 109.5 . . ? C16 C26B H26D 109.5 . . ? C16 C26B H26E 109.5 . . ? H26D C26B H26E 109.5 . . ? C16 C26B H26F 109.5 . . ? H26D C26B H26F 109.5 . . ? H26E C26B H26F 109.5 . . ? C16 C27B H27D 109.5 . . ? C16 C27B H27E 109.5 . . ? H27D C27B H27E 109.5 . . ? C16 C27B H27F 109.5 . . ? H27D C27B H27F 109.5 . . ? H27E C27B H27F 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 Br1 Mn1 2.5328(8) . ? Mn1 C1 1.798(5) . ? Mn1 C21 1.801(5) . ? Mn1 C22 1.830(6) . ? Mn1 N1 2.072(3) . ? Mn1 N2 2.082(4) . ? O1 C1 1.146(7) . ? O2 C20 1.264(19) . ? O2 C19 1.406(10) . ? O3 C21 1.165(7) . ? O4 C22 1.064(8) . ? O5 C10 1.336(13) . ? O5 C11 1.387(17) . ? N1 C2 1.353(5) . ? N1 C4 1.355(5) . ? N2 C5 1.357(5) . ? N2 C8 1.360(5) . ? C2 C3 1.383(6) . ? C2 C18 1.519(6) . ? C3 C24 1.392(7) . ? C3 H1 0.9300 . ? C4 C23 1.372(5) . ? C4 C5 1.486(5) . ? C5 C6 1.375(6) . ? C6 C7 1.382(6) . ? C6 H16 0.9300 . ? C7 C25 1.389(7) . ? C7 C12 1.525(7) . ? C8 C25 1.357(8) . ? C8 C9 1.515(6) . ? C9 C10 1.506(10) . ? C9 H3 0.9700 . ? C9 H2 0.9700 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 C15 1.498(9) . ? C12 C13 1.519(10) . ? C12 C14 1.562(13) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 C17A 1.418(15) . ? C16 C27B 1.470(19) . ? C16 C26B 1.540(18) . ? C16 C24 1.513(6) . ? C16 C17B 1.582(19) . ? C16 C27A 1.56(2) . ? C16 C26A 1.62(2) . ? C18 C19 1.476(11) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C23 C24 1.391(6) . ? C23 H23 0.9300 . ? C25 H25 0.9300 . ? C17A H17A 0.9600 . ? C17A H17B 0.9600 . ? C17A H17C 0.9600 . ? C26A H26A 0.9600 . ? C26A H26B 0.9600 . ? C26A H26C 0.9600 . ? C27A H27A 0.9600 . ? C27A H27B 0.9600 . ? C27A H27C 0.9600 . ? C17B H17D 0.9600 . ? C17B H17E 0.9600 . ? C17B H17F 0.9600 . ? C26B H26D 0.9600 . ? C26B H26E 0.9600 . ? C26B H26F 0.9600 . ? C27B H27D 0.9600 . ? C27B H27E 0.9600 . ? C27B H27F 0.9600 . ? 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 C4 N1 C2 C3 -6.1(6) . . . . ? Mn1 N1 C2 C3 164.4(4) . . . . ? C4 N1 C2 C18 170.7(5) . . . . ? Mn1 N1 C2 C18 -18.8(7) . . . . ? N1 C2 C3 C24 0.2(8) . . . . ? C18 C2 C3 C24 -176.8(5) . . . . ? C2 N1 C4 C23 7.6(6) . . . . ? Mn1 N1 C4 C23 -164.6(3) . . . . ? C2 N1 C4 C5 -165.9(4) . . . . ? Mn1 N1 C4 C5 21.9(4) . . . . ? C8 N2 C5 C6 -6.3(6) . . . . ? Mn1 N2 C5 C6 169.5(3) . . . . ? C8 N2 C5 C4 166.7(4) . . . . ? Mn1 N2 C5 C4 -17.5(4) . . . . ? N1 C4 C5 N2 -2.9(5) . . . . ? C23 C4 C5 N2 -176.4(4) . . . . ? N1 C4 C5 C6 170.2(4) . . . . ? C23 C4 C5 C6 -3.4(6) . . . . ? N2 C5 C6 C7 4.1(7) . . . . ? C4 C5 C6 C7 -168.4(4) . . . . ? C5 C6 C7 C25 0.8(7) . . . . ? C5 C6 C7 C12 178.9(5) . . . . ? C5 N2 C8 C25 3.7(7) . . . . ? Mn1 N2 C8 C25 -171.2(4) . . . . ? C5 N2 C8 C9 -176.5(4) . . . . ? Mn1 N2 C8 C9 8.7(7) . . . . ? N2 C8 C9 C10 -103.3(6) . . . . ? C25 C8 C9 C10 76.6(7) . . . . ? C11 O5 C10 C9 -176.0(13) . . . . ? C8 C9 C10 O5 -71.6(8) . . . . ? C6 C7 C12 C15 8.3(10) . . . . ? C25 C7 C12 C15 -173.7(7) . . . . ? C6 C7 C12 C13 -117.9(8) . . . . ? C25 C7 C12 C13 60.1(9) . . . . ? C6 C7 C12 C14 125.0(7) . . . . ? C25 C7 C12 C14 -57.0(8) . . . . ? N1 C2 C18 C19 117.4(6) . . . . ? C3 C2 C18 C19 -65.6(7) . . . . ? C20 O2 C19 C18 -158.1(19) . . . . ? C2 C18 C19 O2 -177.5(7) . . . . ? N1 C4 C23 C24 -3.1(6) . . . . ? C5 C4 C23 C24 169.9(4) . . . . ? C4 C23 C24 C3 -2.9(7) . . . . ? C4 C23 C24 C16 -178.7(5) . . . . ? C2 C3 C24 C23 4.3(7) . . . . ? C2 C3 C24 C16 -179.8(5) . . . . ? C17A C16 C24 C23 -8.8(16) . . . . ? C27B C16 C24 C23 -172.5(17) . . . . ? C26B C16 C24 C23 61.0(14) . . . . ? C17B C16 C24 C23 -49.8(11) . . . . ? C27A C16 C24 C23 -134.9(13) . . . . ? C26A C16 C24 C23 122.8(11) . . . . ? C17A C16 C24 C3 175.7(15) . . . . ? C27B C16 C24 C3 11.9(18) . . . . ? C26B C16 C24 C3 -114.6(13) . . . . ? C17B C16 C24 C3 134.7(10) . . . . ? C27A C16 C24 C3 49.5(14) . . . . ? C26A C16 C24 C3 -52.8(12) . . . . ? N2 C8 C25 C7 1.1(8) . . . . ? C9 C8 C25 C7 -178.7(5) . . . . ? C6 C7 C25 C8 -3.4(8) . . . . ? C12 C7 C25 C8 178.5(5) . . . . ?