#------------------------------------------------------------------------------ #$Date: 2022-01-06 22:40:52 +0200 (Thu, 06 Jan 2022) $ #$Revision: 271826 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/56/51/1565140.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_1565140 loop_ _publ_author_name 'Wang, Zheng' 'Lin, Qing' 'Ma, Ning' 'Liu, Song' 'Han, Mingyang' 'Yan, Xiuli' 'Liu, Qingbin' 'Solan, Gregory A.' 'Sun, Wen-Hua' _publ_section_title ; Direct synthesis of ring-fused quinolines and pyridines catalyzed by NNHY-ligated manganese complexes (Y = NR2 or SR) ; _journal_issue 24 _journal_name_full 'Catalysis Science & Technology' _journal_page_first 8026 _journal_page_last 8036 _journal_paper_doi 10.1039/D1CY01945G _journal_volume 11 _journal_year 2021 _chemical_formula_moiety 'C26 H24 Mn N2 O3 P, Br' _chemical_formula_sum 'C26 H24 Br Mn N2 O3 P' _chemical_formula_weight 578.29 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_date 2017-06-26 _audit_creation_method ; Olex2 1.2 (compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337) ; _audit_update_record ; 2021-05-22 deposited with the CCDC. 2021-11-08 downloaded from the CCDC. ; _cell_angle_alpha 90.00 _cell_angle_beta 105.67(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 9.1878(18) _cell_length_b 28.171(6) _cell_length_c 10.117(2) _cell_measurement_reflns_used 8372 _cell_measurement_temperature 173.1500 _cell_measurement_theta_max 27.4762 _cell_measurement_theta_min 1.4457 _cell_volume 2521.3(10) _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'ShelXS (Sheldrick, 2008)' _diffrn_ambient_temperature 173.1500 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0451 _diffrn_reflns_av_unetI/netI 0.0260 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 36 _diffrn_reflns_limit_k_min -36 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 33147 _diffrn_reflns_theta_full 27.48 _diffrn_reflns_theta_max 27.48 _diffrn_reflns_theta_min 1.45 _diffrn_source 'fine-focus sealed tube' _exptl_absorpt_coefficient_mu 2.202 _exptl_absorpt_correction_type none _exptl_crystal_density_diffrn 1.524 _exptl_crystal_density_method 'not measured' _exptl_crystal_description Prism _exptl_crystal_F_000 1172 _exptl_crystal_size_max 0.200 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_min 0.200 _refine_diff_density_max 3.071 _refine_diff_density_min -2.842 _refine_diff_density_rms 0.127 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 307 _refine_ls_number_reflns 5740 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.064 _refine_ls_R_factor_all 0.0820 _refine_ls_R_factor_gt 0.0806 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0540P)^2^+18.0070P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1849 _refine_ls_wR_factor_ref 0.1859 _reflns_number_gt 5593 _reflns_number_total 5740 _reflns_threshold_expression >2sigma(I) _iucr_refine_instructions_details ; TITL Mn5 in P21/n #14 REM reset to P21/n #14 CELL 0.71073 9.1878 28.1713 10.117 90 105.674 90 ZERR 4 0.0018 0.0056 0.002 0 0.03 0 LATT 1 SYMM 0.5-X,0.5+Y,0.5-Z SFAC C H Mn N O P Br UNIT 104 96 4 8 12 4 4 L.S. 20 PLAN 10 BOND fmap 2 ACTA REM REM REM WGHT 0.054000 18.007000 FVAR 0.48939 MN1 3 0.468819 0.089312 0.289359 11.00000 0.02528 0.02320 = 0.02484 -0.00076 0.00765 0.00140 P1 6 0.700949 0.118110 0.282245 11.00000 0.03093 0.02323 = 0.02995 0.00049 0.01279 -0.00144 N1 4 0.496046 0.115096 0.486248 11.00000 0.03667 0.02802 = 0.02332 0.00196 0.00725 0.00468 O3 5 0.392774 0.066569 -0.006052 11.00000 0.05090 0.06069 = 0.03012 -0.01350 0.00916 -0.00552 C25 1 0.551820 0.032397 0.340546 11.00000 0.02954 0.02909 = 0.03972 -0.00268 0.01388 -0.00380 O2 5 0.607442 -0.003828 0.374770 11.00000 0.05867 0.02626 = 0.07271 0.01040 0.02615 0.00963 C12 1 0.791611 0.095841 0.155349 11.00000 0.02770 0.03613 = 0.02679 0.00359 0.01024 0.00385 O1 5 0.176746 0.042863 0.289009 11.00000 0.03277 0.08133 = 0.05424 -0.00189 0.01637 -0.01264 C17 1 0.888890 0.125241 0.108378 11.00000 0.03624 0.04066 = 0.03563 0.00402 0.01192 0.00087 AFIX 43 H17 2 0.909182 0.155679 0.144210 11.00000 -1.20000 AFIX 0 C24 1 0.283175 0.063852 0.290233 11.00000 0.02963 0.04926 = 0.02868 -0.00053 0.00751 0.00303 C18 1 0.851635 0.118664 0.439956 11.00000 0.03113 0.04810 = 0.03051 -0.00366 0.01253 -0.01280 C1 1 0.574518 0.095732 0.604326 11.00000 0.02910 0.03177 = 0.03106 0.00665 0.00426 0.00231 AFIX 43 H1 2 0.634485 0.069313 0.602034 11.00000 -1.20000 AFIX 0 C14 1 0.833710 0.034433 0.003538 11.00000 0.04545 0.04603 = 0.04212 -0.00485 0.01903 0.01149 AFIX 43 H14 2 0.817162 0.003596 -0.029983 11.00000 -1.20000 AFIX 0 C26 1 0.425181 0.075251 0.109083 11.00000 0.03193 0.03223 = 0.03541 -0.00343 0.01075 -0.00016 C4 1 0.402889 0.174090 0.614608 11.00000 0.07872 0.04331 = 0.02977 -0.00317 0.01686 0.01816 C13 1 0.764462 0.050260 0.102585 11.00000 0.03193 0.03522 = 0.03580 0.00084 0.01368 0.00402 AFIX 43 H13 2 0.700037 0.030194 0.133197 11.00000 -1.20000 AFIX 0 C16 1 0.956123 0.109521 0.008253 11.00000 0.03834 0.05927 = 0.04010 0.01098 0.02099 0.00459 AFIX 43 H16 2 1.020755 0.129323 -0.022961 11.00000 -1.20000 AFIX 0 C15 1 0.925687 0.064119 -0.044249 11.00000 0.03877 0.06209 = 0.03674 0.00326 0.01843 0.01385 AFIX 43 H15 2 0.968241 0.053713 -0.112713 11.00000 -1.20000 AFIX 0 C23 1 0.862094 0.155459 0.535838 11.00000 0.05698 0.04943 = 0.05186 -0.01848 0.00619 -0.00941 AFIX 43 H23 2 0.794130 0.180618 0.515931 11.00000 -1.20000 AFIX 0 C2 1 0.569290 0.113817 0.730187 11.00000 0.04534 0.04750 = 0.02605 0.00355 0.00521 0.00313 AFIX 43 H2 2 0.623169 0.099137 0.810932 11.00000 -1.20000 AFIX 0 C3 1 0.485187 0.153080 0.735329 11.00000 0.05306 0.04758 = 0.02524 -0.00365 0.00973 0.00232 AFIX 43 H3 2 0.482926 0.165784 0.819597 11.00000 -1.20000 AFIX 0 C7 1 0.243282 0.215586 0.359412 11.00000 0.04103 0.08989 = 0.04086 0.00269 0.01158 0.02575 AFIX 23 H7A 2 0.160701 0.220208 0.277401 11.00000 -1.20000 H7B 2 0.320949 0.238644 0.357052 11.00000 -1.20000 AFIX 0 C9 1 0.409062 0.153152 0.492617 11.00000 0.08132 0.04216 = 0.02651 0.00132 0.01016 0.02808 C19 1 0.951242 0.081388 0.468906 11.00000 0.04575 0.07216 = 0.03442 -0.00166 0.01047 0.00916 AFIX 43 H19 2 0.943629 0.056580 0.406754 11.00000 -1.20000 AFIX 0 C20 1 1.064272 0.081205 0.593041 11.00000 0.04450 0.08963 = 0.04932 0.00745 0.01081 0.01626 AFIX 43 H20 2 1.133601 0.056425 0.613782 11.00000 -1.20000 AFIX 0 C22 1 0.971354 0.154568 0.658123 11.00000 0.07248 0.07122 = 0.05042 -0.02057 0.00677 -0.01777 AFIX 43 H22 2 0.976642 0.178582 0.722328 11.00000 -1.20000 AFIX 0 C5 1 0.310272 0.218766 0.613874 11.00000 0.12584 0.06362 = 0.03777 -0.00888 0.01493 0.04637 AFIX 23 H5A 2 0.377152 0.246049 0.629189 11.00000 -1.20000 H5B 2 0.263463 0.217242 0.688990 11.00000 -1.20000 AFIX 0 C21 1 1.072428 0.118088 0.684859 11.00000 0.04661 0.09209 = 0.03195 -0.00081 0.00288 -0.02122 AFIX 43 H21 2 1.148717 0.118000 0.766825 11.00000 -1.20000 AFIX 0 C6 1 0.187542 0.225607 0.479540 11.00000 0.10828 0.06271 = 0.04661 0.00411 0.02902 0.04849 AFIX 23 H6A 2 0.103304 0.204710 0.478407 11.00000 -1.20000 H6B 2 0.150980 0.258040 0.474323 11.00000 -1.20000 AFIX 0 N2 4 0.398395 0.160122 0.251455 11.00000 0.03529 0.02720 = 0.02820 -0.00032 0.00284 0.00747 C11 1 0.649608 0.179344 0.227575 11.00000 0.06309 0.02562 = 0.07040 0.01001 0.04075 0.00381 AFIX 23 H11A 2 0.734593 0.200134 0.266295 11.00000 -1.20000 H11B 2 0.626614 0.181331 0.128351 11.00000 -1.20000 AFIX 0 C10 1 0.516082 0.195371 0.272756 11.00000 0.05423 0.03577 = 0.08083 0.00968 0.00354 -0.00089 AFIX 23 H10A 2 0.548644 0.203347 0.369563 11.00000 -1.20000 H10B 2 0.475312 0.223919 0.222721 11.00000 -1.20000 AFIX 0 C8 1 0.303959 0.169210 0.354347 11.00000 0.06534 0.05571 = 0.04284 0.00283 0.01079 0.01964 AFIX 13 H8 2 0.218475 0.147095 0.331385 11.00000 -1.20000 AFIX 0 BR1 7 0.217681 0.210828 -0.032745 11.00000 0.11493 0.03334 = 0.03341 0.00595 -0.01579 -0.00580 HKLF 4 REM Mn5 in P21/n #14 REM R1 = 0.0806 for 5593 Fo > 4sig(Fo) and 0.0820 for all 5740 data REM 307 parameters refined using 0 restraints END WGHT 0.0545 17.9687 REM Highest difference peak 3.071, deepest hole -2.842, 1-sigma level 0.127 Q1 1 0.1381 0.2119 -0.0071 11.00000 0.05 3.07 Q2 1 0.4015 0.1905 0.3670 11.00000 0.05 2.24 Q3 1 0.5262 0.1873 0.1720 11.00000 0.05 2.23 Q4 1 0.3337 0.1646 0.1756 11.00000 0.05 0.83 Q5 1 1.1210 0.0851 0.6908 11.00000 0.05 0.74 Q6 1 1.0653 0.0464 0.5766 11.00000 0.05 0.73 Q7 1 0.4934 0.1635 0.5005 11.00000 0.05 0.71 Q8 1 0.3890 0.2344 0.5975 11.00000 0.05 0.55 Q9 1 0.9244 0.1329 0.5663 11.00000 0.05 0.53 Q10 1 0.7125 0.1804 0.3009 11.00000 0.05 0.44 REM The information below was added by Olex2. REM REM R1 = 0.0806 for 5593 Fo > 4sig(Fo) and 0.0820 for all 33593 data REM n/a parameters refined using n/a restraints REM Highest difference peak 3.07, deepest hole -2.84 REM Mean Shift 0, Max Shift 0.000. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.0820 REM R1_gt = 0.0806 REM wR_ref = 0.1859 REM GOOF = 1.064 REM Shift_max = 0.000 REM Shift_mean = 0 REM Reflections_all = 33593 REM Reflections_gt = 5593 REM Parameters = n/a REM Hole = -2.84 REM Peak = 3.07 REM Flack = n/a ; _cod_data_source_file d1cy01945g2.cif _cod_data_source_block Mn5 _cod_depositor_comments 'Adding full bibliography for 1565138--1565140.cif.' _cod_original_cell_volume 2521.2(9) _cod_database_code 1565140 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups 2.a Ternary CH refined with riding coordinates: C8(H8) 2.b Secondary CH2 refined with riding coordinates: C7(H7A,H7B), C5(H5A,H5B), C6(H6A,H6B), C11(H11A,H11B), C10(H10A,H10B) 2.c Aromatic/amide H refined with riding coordinates: C17(H17), C1(H1), C14(H14), C13(H13), C16(H16), C15(H15), C23(H23), C2(H2), C3(H3), C19(H19), C20(H20), C22(H22), C21(H21) ; _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x+1/2, y+1/2, -z+1/2' 3 '-x, -y, -z' 4 'x-1/2, -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_calc_flag _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_refinement_flags_posn Mn1 Mn 0.46882(8) 0.08931(2) 0.28936(7) 0.02427(18) Uani 1 d . . . P1 P 0.70095(14) 0.11811(4) 0.28224(13) 0.0271(3) Uani 1 d . . . N1 N 0.4960(5) 0.11510(14) 0.4862(4) 0.0295(8) Uani 1 d . . . O3 O 0.3928(5) 0.06657(17) -0.0061(4) 0.0476(10) Uani 1 d . . . C25 C 0.5518(6) 0.03240(18) 0.3405(5) 0.0319(10) Uani 1 d . . . O2 O 0.6074(5) -0.00383(14) 0.3748(5) 0.0509(11) Uani 1 d . . . C12 C 0.7916(5) 0.09584(18) 0.1553(5) 0.0296(10) Uani 1 d . . . O1 O 0.1767(5) 0.04286(19) 0.2890(5) 0.0552(12) Uani 1 d . . . C17 C 0.8889(6) 0.1252(2) 0.1084(6) 0.0371(11) Uani 1 d . . . H17 H 0.9092 0.1557 0.1442 0.044 Uiso 1 calc . . R C24 C 0.2832(6) 0.0639(2) 0.2902(5) 0.0359(11) Uani 1 d . . . C18 C 0.8516(6) 0.1187(2) 0.4400(5) 0.0358(11) Uani 1 d . . . C1 C 0.5745(6) 0.09573(18) 0.6043(5) 0.0314(10) Uani 1 d . . . H1 H 0.6345 0.0693 0.6020 0.038 Uiso 1 calc . . R C14 C 0.8337(7) 0.0344(2) 0.0035(6) 0.0431(13) Uani 1 d . . . H14 H 0.8172 0.0036 -0.0300 0.052 Uiso 1 calc . . R C26 C 0.4252(6) 0.07525(18) 0.1091(5) 0.0329(10) Uani 1 d . . . C4 C 0.4029(9) 0.1741(2) 0.6146(6) 0.0502(16) Uani 1 d . . . C13 C 0.7645(6) 0.05026(19) 0.1026(5) 0.0334(10) Uani 1 d . . . H13 H 0.7000 0.0302 0.1332 0.040 Uiso 1 calc . . R C16 C 0.9561(7) 0.1095(2) 0.0083(6) 0.0439(13) Uani 1 d . . . H16 H 1.0208 0.1293 -0.0230 0.053 Uiso 1 calc . . R C15 C 0.9257(7) 0.0641(2) -0.0442(6) 0.0443(14) Uani 1 d . . . H15 H 0.9682 0.0537 -0.1127 0.053 Uiso 1 calc . . R C23 C 0.8621(8) 0.1555(2) 0.5358(7) 0.0544(16) Uani 1 d . . . H23 H 0.7941 0.1806 0.5159 0.065 Uiso 1 calc . . R C2 C 0.5693(7) 0.1138(2) 0.7302(5) 0.0405(12) Uani 1 d . . . H2 H 0.6232 0.0991 0.8109 0.049 Uiso 1 calc . . R C3 C 0.4852(7) 0.1531(2) 0.7353(5) 0.0421(13) Uani 1 d . . . H3 H 0.4829 0.1658 0.8196 0.051 Uiso 1 calc . . R C7 C 0.2433(8) 0.2156(3) 0.3594(7) 0.0572(18) Uani 1 d . . . H7A H 0.1607 0.2202 0.2774 0.069 Uiso 1 calc . . R H7B H 0.3209 0.2386 0.3571 0.069 Uiso 1 calc . . R C9 C 0.4091(8) 0.1532(2) 0.4926(6) 0.0509(16) Uani 1 d . . . C19 C 0.9512(7) 0.0814(3) 0.4689(6) 0.0508(15) Uani 1 d . . . H19 H 0.9436 0.0566 0.4068 0.061 Uiso 1 calc . . R C20 C 1.0643(8) 0.0812(3) 0.5930(7) 0.0615(19) Uani 1 d . . . H20 H 1.1336 0.0564 0.6138 0.074 Uiso 1 calc . . R C22 C 0.9714(9) 0.1546(3) 0.6581(8) 0.067(2) Uani 1 d . . . H22 H 0.9766 0.1786 0.7223 0.080 Uiso 1 calc . . R C5 C 0.3103(12) 0.2188(3) 0.6139(7) 0.077(3) Uani 1 d . . . H5A H 0.3772 0.2460 0.6292 0.093 Uiso 1 calc . . R H5B H 0.2635 0.2172 0.6890 0.093 Uiso 1 calc . . R C21 C 1.0724(8) 0.1181(3) 0.6849(7) 0.0584(19) Uani 1 d . . . H21 H 1.1487 0.1180 0.7668 0.070 Uiso 1 calc . . R C6 C 0.1875(11) 0.2256(3) 0.4795(7) 0.071(2) Uani 1 d . . . H6A H 0.1033 0.2047 0.4784 0.085 Uiso 1 calc . . R H6B H 0.1510 0.2580 0.4743 0.085 Uiso 1 calc . . R N2 N 0.3984(5) 0.16012(15) 0.2515(4) 0.0313(9) Uani 1 d . . . C11 C 0.6496(8) 0.17934(19) 0.2276(7) 0.0486(15) Uani 1 d . . . H11A H 0.7346 0.2001 0.2663 0.058 Uiso 1 calc . . R H11B H 0.6266 0.1813 0.1284 0.058 Uiso 1 calc . . R C10 C 0.5161(8) 0.1954(2) 0.2728(9) 0.0598(18) Uani 1 d . . . H10A H 0.5486 0.2033 0.3696 0.072 Uiso 1 calc . . R H10B H 0.4753 0.2239 0.2227 0.072 Uiso 1 calc . . R C8 C 0.3040(9) 0.1692(3) 0.3543(7) 0.0554(17) Uani 1 d . . . H8 H 0.2185 0.1471 0.3314 0.066 Uiso 1 calc . . R Br1 Br 0.21768(11) 0.21083(2) -0.03274(7) 0.0675(3) Uani 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 Mn1 0.0253(3) 0.0232(3) 0.0248(3) -0.0008(3) 0.0076(3) 0.0014(3) P1 0.0309(6) 0.0232(6) 0.0299(6) 0.0005(4) 0.0128(5) -0.0014(4) N1 0.037(2) 0.028(2) 0.0233(19) 0.0020(15) 0.0072(16) 0.0047(16) O3 0.051(2) 0.061(3) 0.030(2) -0.0135(18) 0.0092(18) -0.006(2) C25 0.030(2) 0.029(2) 0.040(3) -0.003(2) 0.014(2) -0.0038(19) O2 0.059(3) 0.0263(19) 0.073(3) 0.0104(19) 0.026(2) 0.0096(18) C12 0.028(2) 0.036(3) 0.027(2) 0.0036(19) 0.0102(18) 0.0039(19) O1 0.033(2) 0.081(3) 0.054(3) -0.002(2) 0.0164(19) -0.013(2) C17 0.036(3) 0.041(3) 0.036(3) 0.004(2) 0.012(2) 0.001(2) C24 0.030(3) 0.049(3) 0.029(2) -0.001(2) 0.008(2) 0.003(2) C18 0.031(2) 0.048(3) 0.031(2) -0.004(2) 0.013(2) -0.013(2) C1 0.029(2) 0.032(2) 0.031(2) 0.0067(19) 0.0043(19) 0.0023(19) C14 0.045(3) 0.046(3) 0.042(3) -0.005(2) 0.019(3) 0.011(3) C26 0.032(2) 0.032(2) 0.035(3) -0.003(2) 0.011(2) 0.000(2) C4 0.079(5) 0.043(3) 0.030(3) -0.003(2) 0.017(3) 0.018(3) C13 0.032(2) 0.035(3) 0.036(3) 0.001(2) 0.014(2) 0.004(2) C16 0.038(3) 0.059(4) 0.040(3) 0.011(3) 0.021(2) 0.005(3) C15 0.039(3) 0.062(4) 0.037(3) 0.003(3) 0.018(2) 0.014(3) C23 0.057(4) 0.049(4) 0.052(4) -0.018(3) 0.006(3) -0.009(3) C2 0.045(3) 0.047(3) 0.026(2) 0.004(2) 0.005(2) 0.003(2) C3 0.053(3) 0.048(3) 0.025(2) -0.004(2) 0.010(2) 0.002(3) C7 0.041(3) 0.090(5) 0.041(3) 0.003(3) 0.012(3) 0.026(3) C9 0.081(5) 0.042(3) 0.027(3) 0.001(2) 0.010(3) 0.028(3) C19 0.046(3) 0.072(4) 0.034(3) -0.002(3) 0.010(3) 0.009(3) C20 0.044(4) 0.090(6) 0.049(4) 0.007(4) 0.011(3) 0.016(4) C22 0.072(5) 0.071(5) 0.050(4) -0.021(4) 0.007(4) -0.018(4) C5 0.126(8) 0.064(5) 0.038(3) -0.009(3) 0.015(4) 0.046(5) C21 0.047(4) 0.092(6) 0.032(3) -0.001(3) 0.003(3) -0.021(4) C6 0.108(7) 0.063(5) 0.047(4) 0.004(3) 0.029(4) 0.048(5) N2 0.035(2) 0.027(2) 0.028(2) -0.0003(16) 0.0028(17) 0.0075(16) C11 0.063(4) 0.026(3) 0.070(4) 0.010(3) 0.041(3) 0.004(2) C10 0.054(4) 0.036(3) 0.081(5) 0.010(3) 0.004(4) -0.001(3) C8 0.065(4) 0.056(4) 0.043(3) 0.003(3) 0.011(3) 0.020(3) Br1 0.1149(7) 0.0333(3) 0.0334(3) 0.0060(2) -0.0158(4) -0.0058(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' Mn Mn 0.3368 0.7283 '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' P P 0.1023 0.0942 '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 N1 Mn1 P1 91.97(13) . . ? N1 Mn1 N2 78.09(16) . . ? C25 Mn1 P1 89.93(16) . . ? C25 Mn1 N1 96.0(2) . . ? C25 Mn1 C24 88.4(2) . . ? C25 Mn1 C26 93.3(2) . . ? C25 Mn1 N2 171.6(2) . . ? C24 Mn1 P1 177.42(18) . . ? C24 Mn1 N1 90.2(2) . . ? C24 Mn1 N2 97.5(2) . . ? C26 Mn1 P1 90.03(17) . . ? C26 Mn1 N1 170.5(2) . . ? C26 Mn1 C24 88.1(2) . . ? C26 Mn1 N2 92.9(2) . . ? N2 Mn1 P1 84.37(13) . . ? C12 P1 Mn1 120.34(17) . . ? C12 P1 C11 103.9(3) . . ? C18 P1 Mn1 118.08(17) . . ? C18 P1 C12 103.8(2) . . ? C18 P1 C11 109.3(3) . . ? C11 P1 Mn1 100.1(2) . . ? C1 N1 Mn1 127.9(3) . . ? C1 N1 C9 117.8(4) . . ? C9 N1 Mn1 113.9(3) . . ? O2 C25 Mn1 178.8(5) . . ? C17 C12 P1 119.6(4) . . ? C13 C12 P1 121.4(4) . . ? C13 C12 C17 119.0(5) . . ? C12 C17 C16 120.7(5) . . ? O1 C24 Mn1 171.5(5) . . ? C23 C18 P1 120.6(5) . . ? C19 C18 P1 119.3(4) . . ? C19 C18 C23 120.0(6) . . ? N1 C1 C2 121.9(5) . . ? C15 C14 C13 120.2(6) . . ? O3 C26 Mn1 177.9(5) . . ? C3 C4 C5 122.1(5) . . ? C9 C4 C3 117.4(5) . . ? C9 C4 C5 120.5(6) . . ? C12 C13 C14 120.1(5) . . ? C15 C16 C17 119.3(5) . . ? C14 C15 C16 120.6(5) . . ? C22 C23 C18 120.5(7) . . ? C3 C2 C1 119.8(5) . . ? C2 C3 C4 119.7(5) . . ? C8 C7 C6 115.6(6) . . ? N1 C9 C4 123.3(5) . . ? N1 C9 C8 115.1(5) . . ? C4 C9 C8 121.3(5) . . ? C18 C19 C20 119.1(6) . . ? C21 C20 C19 119.6(7) . . ? C21 C22 C23 119.2(7) . . ? C4 C5 C6 112.8(6) . . ? C22 C21 C20 121.6(6) . . ? C7 C6 C5 112.0(7) . . ? C10 N2 Mn1 116.5(4) . . ? C10 N2 C8 108.7(5) . . ? C8 N2 Mn1 103.6(3) . . ? C10 C11 P1 111.0(4) . . ? N2 C10 C11 113.1(6) . . ? C7 C8 C9 113.1(6) . . ? C7 C8 N2 118.1(6) . . ? C9 C8 N2 103.6(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 P1 2.3011(14) . ? Mn1 N1 2.071(4) . ? Mn1 C25 1.791(5) . ? Mn1 C24 1.853(5) . ? Mn1 C26 1.802(5) . ? Mn1 N2 2.100(4) . ? P1 C12 1.820(5) . ? P1 C18 1.808(6) . ? P1 C11 1.834(6) . ? N1 C1 1.334(6) . ? N1 C9 1.349(7) . ? O3 C26 1.148(6) . ? C25 O2 1.152(6) . ? C12 C17 1.393(7) . ? C12 C13 1.387(7) . ? O1 C24 1.140(7) . ? C17 C16 1.394(8) . ? C18 C23 1.405(8) . ? C18 C19 1.372(9) . ? C1 C2 1.384(7) . ? C14 C13 1.397(7) . ? C14 C15 1.367(9) . ? C4 C3 1.384(8) . ? C4 C9 1.383(8) . ? C4 C5 1.518(9) . ? C16 C15 1.384(9) . ? C23 C22 1.367(10) . ? C2 C3 1.358(8) . ? C7 C6 1.468(9) . ? C7 C8 1.427(9) . ? C9 C8 1.538(8) . ? C19 C20 1.397(9) . ? C20 C21 1.382(11) . ? C22 C21 1.362(12) . ? C5 C6 1.526(11) . ? N2 C10 1.441(8) . ? N2 C8 1.546(8) . ? C11 C10 1.490(9) . ?