#------------------------------------------------------------------------------ #$Date: 2024-01-06 10:00:38 +0200 (Sat, 06 Jan 2024) $ #$Revision: 288798 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/77/7247751.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_7247751 loop_ _publ_author_name 'Li, Duqingcuo' 'Liu, Yichen' 'Xiang, Ruifang' 'Li, Yuyan' 'Qin, Tianrui' 'Dong, Xiu Yan' 'Sakiyama, Hiroshi' 'Muddassir, Mohd.' 'Liu, Jianqiang' _publ_section_title ; Synthesis, structure, and investigation of unique magnetic properties in two novel Mn-based coordination polymers ; _journal_issue 48 _journal_name_full CrystEngComm _journal_page_first 6777 _journal_page_last 6785 _journal_paper_doi 10.1039/D3CE01060K _journal_volume 25 _journal_year 2023 _chemical_formula_moiety 'C18 H12 Mn N2 O5, C6 H5 N2' _chemical_formula_sum 'C24 H17 Mn N4 O5' _chemical_formula_weight 496.35 _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary dual _audit_creation_date 2021-11-28 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2023-10-23 deposited with the CCDC. 2023-11-17 downloaded from the CCDC. ; _cell_angle_alpha 93.8320(10) _cell_angle_beta 111.2460(10) _cell_angle_gamma 108.9600(10) _cell_formula_units_Z 2 _cell_length_a 9.5840(2) _cell_length_b 10.5520(3) _cell_length_c 11.7635(3) _cell_measurement_reflns_used 7339 _cell_measurement_temperature 173(2) _cell_measurement_theta_max 72.02 _cell_measurement_theta_min 5.26 _cell_volume 1025.39(5) _computing_cell_refinement 'SAINT V8.38A (?, 2016)' _computing_data_collection 'Bruker APEX3' _computing_data_reduction 'SAINT V8.38A (?, 2016)' _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 'ShelXT (Sheldrick, 2015)' _diffrn_ambient_temperature 173.0 _diffrn_measured_fraction_theta_full 0.990 _diffrn_measured_fraction_theta_max 0.982 _diffrn_measurement_device_type 'Bruker D8 Venture' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54178 _diffrn_reflns_av_R_equivalents 0.0381 _diffrn_reflns_av_unetI/netI 0.0371 _diffrn_reflns_Laue_measured_fraction_full 0.990 _diffrn_reflns_Laue_measured_fraction_max 0.982 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 12217 _diffrn_reflns_point_group_measured_fraction_full 0.990 _diffrn_reflns_point_group_measured_fraction_max 0.982 _diffrn_reflns_theta_full 67.679 _diffrn_reflns_theta_max 72.096 _diffrn_reflns_theta_min 5.255 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 5.653 _exptl_absorpt_correction_T_max 0.7536 _exptl_absorpt_correction_T_min 0.5153 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1092 before and 0.0506 after correction. The Ratio of minimum to maximum transmission is 0.6838. The \l/2 correction factor is Not present.' _exptl_crystal_density_diffrn 1.608 _exptl_crystal_description block _exptl_crystal_F_000 508 _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.21 _refine_diff_density_max 0.371 _refine_diff_density_min -0.213 _refine_diff_density_rms 0.051 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 357 _refine_ls_number_reflns 3960 _refine_ls_number_restraints 27 _refine_ls_restrained_S_all 1.123 _refine_ls_R_factor_all 0.0327 _refine_ls_R_factor_gt 0.0299 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0403P)^2^+0.2807P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0763 _refine_ls_wR_factor_ref 0.0786 _reflns_Friedel_coverage 0.000 _reflns_number_gt 3729 _reflns_number_total 3960 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d3ce01060k2.cif _cod_data_source_block dongxy87 _cod_depositor_comments 'Adding full bibliography for 7247750--7247751.cif.' _cod_database_code 7247751 _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_max 0.383 _shelx_estimated_absorpt_t_min 0.332 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups At 1.5 times of: All C(H,H) groups 2. Restrained distances O5-H5B = O5-H5A 0.85 with sigma of 0.01 3. Uiso/Uaniso restraints and constraints Uanis(C16A) \\sim Ueq, Uanis(C16) \\sim Ueq, Uanis(C17A) \\sim Ueq, Uanis(C17) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01 Uanis(C17A) = Uanis(C17) Uanis(C16A) = Uanis(C16) 4. Same fragment restrains {C12, C13A, C14A, C15, C16A, C17A, C7, C10, C16, C6, C19, C18, C17, C22} sigma for 1-2: 0.02, 1-3: 0.04 as {C12, C13A, C14A, C15, C16A, C17A, C7, C10, C16, C6, C19, C18, C17, C22} {C22, C23, C24} sigma for 1-2: 0.02, 1-3: 0.04 as {C23A, C24A, C24} 5. Others Sof(C23A)=Sof(H23A)=Sof(C24A)=Sof(H24A)=1-FVAR(1) Sof(C24)=Sof(H24)=Sof(C23)=Sof(H23)=FVAR(1) Sof(C13A)=Sof(H13A)=Sof(C14A)=Sof(H14A)=Sof(C16A)=Sof(H16A)=Sof(C17A)= Sof(H17A)=1-FVAR(2) Sof(C16)=Sof(H16)=Sof(C17)=Sof(H17)=Sof(C14)=Sof(H14)=Sof(C13)=Sof(H13)=FVAR(2) 6.a Aromatic/amide H refined with riding coordinates: C3(H3), C4(H4), C9(H9), C13A(H13A), C14A(H14A), C16A(H16A), C17A(H17A), C7(H7), C10(H10), C16(H16), C6(H6), C19(H19), C17(H17), C21(H21), C20(H20), C23A(H23A), C24A(H24A), C24(H24), C23(H23), C14(H14), C13(H13) ; _shelx_res_file ; TITL 11_a.res in P-1 11.res created by SHELXL-2018/3 at 12:46:59 on 28-Nov-2021 REM Old TITL 11 in P-1 REM SHELXT solution in P-1 REM R1 0.136, Rweak 0.014, Alpha 0.064, Orientation as input REM Formula found by SHELXT: C27 N3 O5 Mn CELL 1.54178 9.584 10.552 11.7635 93.832 111.246 108.96 ZERR 2 0.0002 0.0003 0.0003 0.001 0.001 0.001 LATT 1 SFAC C H Mn N O UNIT 48 34 2 8 10 DFIX 0.85 0.01 O5 H5b O5 H5a ISOR 0.005 0.01 C16A C16 C17A C17 EADP C17A C17 EADP C16A C16 L.S. 20 PLAN 20 SIZE 0.25 0.23 0.21 TEMP -100.15 BOND $H list 4 fmap 2 acta REM REM REM WGHT 0.040300 0.280700 FVAR 0.76753 0.48107 0.51674 MN1 3 1.213851 0.950283 1.035025 11.00000 0.00824 0.01397 = 0.02079 0.00563 0.00083 0.00077 O2 5 0.821508 0.882307 0.880910 11.00000 0.01925 0.01597 = 0.02338 0.00516 0.00810 0.00162 O1 5 0.991998 0.787743 0.987293 11.00000 0.01077 0.01940 = 0.03397 0.00361 0.00378 -0.00182 O5 5 1.282427 0.816330 0.937471 11.00000 0.01647 0.01921 = 0.03478 0.00241 0.00714 0.00294 O4 5 -0.511333 0.066213 0.145879 11.00000 0.01270 0.02149 = 0.02775 0.00400 0.00066 0.00366 O3 5 -0.651472 -0.083546 0.223275 11.00000 0.01274 0.02973 = 0.04080 0.01775 -0.00775 -0.00321 N2 4 0.184059 0.240270 0.702828 11.00000 0.01257 0.01552 = 0.02308 0.00491 0.00232 0.00211 N1 4 0.201942 0.067526 0.872407 11.00000 0.01481 0.01635 = 0.01884 0.00309 0.00507 0.00197 N4 4 0.200428 0.505976 0.346066 11.00000 0.02008 0.02686 = 0.02370 0.00136 0.00703 0.00333 C3 1 0.744485 0.528747 0.914436 11.00000 0.00979 0.02167 = 0.02037 0.00347 0.00115 0.00258 AFIX 43 H3 2 0.852501 0.533538 0.952941 11.00000 -1.20000 AFIX 0 N3 4 -0.057048 0.427026 0.216346 11.00000 0.02131 0.03099 = 0.03729 -0.00148 0.00680 0.00362 C2 1 0.714901 0.646137 0.886762 11.00000 0.01291 0.01518 = 0.01972 0.00075 0.00529 -0.00029 C8 1 0.320306 0.266389 0.803337 11.00000 0.01247 0.01534 = 0.01829 0.00219 0.00389 0.00267 C4 1 0.617063 0.404874 0.886071 11.00000 0.01507 0.01554 = 0.02242 0.00534 0.00362 0.00371 AFIX 43 H4 2 0.638067 0.325162 0.905476 11.00000 -1.20000 AFIX 0 C5 1 0.457922 0.396772 0.829081 11.00000 0.01330 0.01485 = 0.01635 0.00196 0.00320 0.00025 C1 1 0.852855 0.782143 0.920896 11.00000 0.01359 0.01740 = 0.01920 -0.00017 0.00682 -0.00003 C9 1 0.330350 0.177753 0.887059 11.00000 0.01366 0.01704 = 0.01749 0.00245 0.00303 0.00193 AFIX 43 H9 2 0.430351 0.196420 0.955505 11.00000 -1.20000 AFIX 0 C11 1 0.056339 0.126491 0.684812 11.00000 0.01101 0.01573 = 0.02354 0.00203 0.00300 0.00249 SAME 0.02 0.04 C12 > C22 C12 1 -0.092705 0.095886 0.570951 11.00000 0.01295 0.01732 = 0.02863 0.00540 0.00063 0.00295 PART 2 C13A 1 -0.243686 0.002481 0.568030 -31.00000 0.01321 0.02112 = 0.01537 0.00557 0.00140 0.00239 AFIX 43 H13A 2 -0.247646 -0.039062 0.636580 -31.00000 -1.20000 AFIX 0 C14A 1 -0.381478 -0.023739 0.461746 -31.00000 0.01149 0.02083 = 0.02245 0.00363 0.00538 -0.00014 AFIX 43 H14A 2 -0.483319 -0.081392 0.457805 -31.00000 -1.20000 AFIX 0 PART 0 C15 1 -0.371614 0.038675 0.351342 11.00000 0.01378 0.02001 = 0.03561 0.00861 -0.00411 0.00274 PART 2 C16A 1 -0.228964 0.138212 0.374190 -31.00000 0.01777 0.01478 = 0.01836 0.00225 0.00411 0.00470 AFIX 43 H16A 2 -0.221681 0.191883 0.313350 -31.00000 -1.20000 AFIX 0 C17A 1 -0.089939 0.166420 0.484255 -31.00000 0.01407 0.01219 = 0.01992 0.00377 0.00334 0.00276 AFIX 43 H17A 2 0.007752 0.238155 0.495650 -31.00000 -1.20000 AFIX 0 PART 0 C7 1 0.555992 0.637422 0.827340 11.00000 0.01589 0.01441 = 0.03097 0.00439 0.00703 0.00302 AFIX 43 H7 2 0.535291 0.716832 0.806373 11.00000 -1.20000 AFIX 0 C10 1 0.065679 0.042560 0.772049 11.00000 0.01251 0.01710 = 0.02091 0.00288 0.00442 0.00018 AFIX 43 H10 2 -0.027755 -0.034674 0.759642 11.00000 -1.20000 AFIX 0 PART 1 C16 1 -0.238953 0.164628 0.380250 31.00000 0.01777 0.01478 = 0.01836 0.00225 0.00411 0.00470 AFIX 43 H16 2 -0.244166 0.227217 0.325879 31.00000 -1.20000 AFIX 0 PART 0 C6 1 0.428068 0.513807 0.798653 11.00000 0.01025 0.01811 = 0.02887 0.00459 0.00402 0.00224 AFIX 43 H6 2 0.320149 0.508701 0.758316 11.00000 -1.20000 AFIX 0 C19 1 0.060001 0.395430 0.289140 11.00000 0.02212 0.02695 = 0.02930 0.00289 0.00603 0.00023 AFIX 43 H19 2 0.048593 0.305079 0.301181 11.00000 -1.20000 AFIX 0 C18 1 -0.520588 0.004537 0.233359 11.00000 0.01401 0.01688 = 0.03563 0.00696 -0.00193 0.00379 PART 1 C17 1 -0.104404 0.193822 0.487248 31.00000 0.01407 0.01219 = 0.01992 0.00377 0.00334 0.00276 AFIX 43 H17 2 -0.016476 0.278743 0.508417 31.00000 -1.20000 AFIX 0 PART 0 C22 1 0.352220 0.503823 0.425347 11.00000 0.02080 0.02894 = 0.02110 0.00316 0.00803 0.00429 C21 1 0.168145 0.616752 0.302926 11.00000 0.02636 0.02702 = 0.03290 0.00063 0.00858 0.00824 AFIX 43 H21 2 0.242023 0.709007 0.324336 11.00000 -1.20000 AFIX 0 C20 1 0.010163 0.566898 0.224176 11.00000 0.02635 0.03058 = 0.03422 -0.00127 0.00766 0.01153 AFIX 43 H20 2 -0.046419 0.619860 0.180649 11.00000 -1.20000 AFIX 0 SAME 0.02 0.04 C22 C23 C24 PART 2 C23A 1 0.358583 0.397482 0.487489 -21.00000 0.02384 0.03068 = 0.03268 0.00294 0.01102 0.00238 AFIX 43 H23A 2 0.261465 0.327189 0.479281 -21.00000 -1.20000 AFIX 0 C24A 1 0.492565 0.606385 0.437963 -21.00000 0.02978 0.02825 = 0.02825 0.00629 0.01380 0.00593 AFIX 43 H24A 2 0.488066 0.679729 0.395945 -21.00000 -1.20000 AFIX 0 PART 0 PART 1 C24 1 0.468527 0.619091 0.510862 21.00000 0.02584 0.02456 = 0.02365 0.00571 0.00817 0.00591 AFIX 43 H24 2 0.447804 0.700773 0.517767 21.00000 -1.20000 AFIX 0 C23 1 0.383421 0.383338 0.412598 21.00000 0.02639 0.02175 = 0.01890 0.00188 0.00580 0.00110 AFIX 43 H23 2 0.303547 0.304133 0.351921 21.00000 -1.20000 AFIX 0 C14 1 -0.356046 -0.059109 0.414897 31.00000 0.01708 0.01973 = 0.02880 0.00972 -0.00089 -0.00318 AFIX 43 H14 2 -0.438751 -0.147989 0.386132 31.00000 -1.20000 AFIX 0 C13 1 -0.219597 -0.031261 0.522663 31.00000 0.02105 0.01759 = 0.02886 0.01197 -0.00350 -0.00023 AFIX 43 H13 2 -0.211749 -0.102878 0.566415 31.00000 -1.20000 AFIX 0 PART 0 H5A 2 1.349149 0.852319 0.906313 11.00000 -1.50000 H5B 2 1.220081 0.736828 0.893911 11.00000 -1.50000 HKLF 4 REM 11_a.res in P-1 REM wR2 = 0.0786, GooF = S = 1.049, Restrained GooF = 1.123 for all data REM R1 = 0.0299 for 3729 Fo > 4sig(Fo) and 0.0327 for all 3960 data REM 357 parameters refined using 27 restraints END WGHT 0.0403 0.2807 REM Highest difference peak 0.371, deepest hole -0.213, 1-sigma level 0.051 Q1 1 0.0934 0.6721 0.2178 11.00000 0.05 0.37 Q2 1 0.3245 0.2231 0.8437 11.00000 0.05 0.30 Q3 1 0.7716 0.7030 0.8892 11.00000 0.05 0.26 Q4 1 0.7261 0.5804 0.8894 11.00000 0.05 0.26 Q5 1 0.3959 0.3322 0.8200 11.00000 0.05 0.25 Q6 1 -0.0420 0.3876 0.2799 11.00000 0.05 0.24 Q7 1 0.6370 0.6393 0.8604 11.00000 0.05 0.23 Q8 1 0.4971 0.5797 0.8381 11.00000 0.05 0.23 Q9 1 0.0691 0.0777 0.7226 11.00000 0.05 0.22 Q10 1 0.1299 0.1799 0.6975 11.00000 0.05 0.20 Q11 1 0.4436 0.4656 0.8357 11.00000 0.05 0.20 Q12 1 -0.2398 0.0744 0.3397 11.00000 0.05 0.20 Q13 1 -0.1551 0.0596 0.5796 11.00000 0.05 0.20 Q14 1 -0.0166 0.1225 0.6311 11.00000 0.05 0.19 Q15 1 0.6682 0.4600 0.8987 11.00000 0.05 0.19 Q16 1 0.5315 0.4021 0.8600 11.00000 0.05 0.19 Q17 1 -0.3195 0.0855 0.3577 11.00000 0.05 0.18 Q18 1 1.1152 0.8751 1.0335 11.00000 0.05 0.18 Q19 1 -0.5755 -0.0605 0.2217 11.00000 0.05 0.17 Q20 1 -0.6824 -0.0365 0.2462 11.00000 0.05 0.16 ; _shelx_res_checksum 40793 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -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 1.21385(3) 0.95028(2) 1.03503(2) 0.01671(9) Uani 1 1 d . . . . . O2 O 0.82151(14) 0.88231(11) 0.88091(11) 0.0210(2) Uani 1 1 d . . . . . O1 O 0.99200(14) 0.78774(12) 0.98729(12) 0.0251(3) Uani 1 1 d . . . . . O5 O 1.28243(15) 0.81633(12) 0.93747(13) 0.0257(3) Uani 1 1 d D . . . . O4 O -0.51133(14) 0.06621(12) 0.14588(12) 0.0238(3) Uani 1 1 d . . . . . O3 O -0.65147(15) -0.08355(14) 0.22328(14) 0.0360(3) Uani 1 1 d . . . . . N2 N 0.18406(17) 0.24027(13) 0.70283(13) 0.0194(3) Uani 1 1 d . . . . . N1 N 0.20194(17) 0.06753(13) 0.87241(13) 0.0183(3) Uani 1 1 d . . . . . N4 N 0.20043(19) 0.50598(16) 0.34607(14) 0.0258(3) Uani 1 1 d . . . . . C3 C 0.74449(19) 0.52875(17) 0.91444(15) 0.0198(3) Uani 1 1 d . . . . . H3 H 0.852501 0.533538 0.952941 0.024 Uiso 1 1 calc R . . . . N3 N -0.0570(2) 0.42703(17) 0.21635(17) 0.0336(4) Uani 1 1 d . . . . . C2 C 0.71490(19) 0.64614(16) 0.88676(15) 0.0180(3) Uani 1 1 d . . . . . C8 C 0.32031(19) 0.26639(16) 0.80334(15) 0.0169(3) Uani 1 1 d . . . . . C4 C 0.6171(2) 0.40487(16) 0.88607(16) 0.0194(3) Uani 1 1 d . . . . . H4 H 0.638067 0.325162 0.905476 0.023 Uiso 1 1 calc R . . . . C5 C 0.45792(19) 0.39677(16) 0.82908(15) 0.0171(3) Uani 1 1 d . . . . . C1 C 0.8529(2) 0.78214(16) 0.92090(15) 0.0185(3) Uani 1 1 d . . . . . C9 C 0.3303(2) 0.17775(16) 0.88706(15) 0.0182(3) Uani 1 1 d . . . . . H9 H 0.430351 0.196420 0.955505 0.022 Uiso 1 1 calc R . . . . C11 C 0.0563(2) 0.12649(16) 0.68481(16) 0.0188(3) Uani 1 1 d . . . . . C12 C -0.0927(2) 0.09589(17) 0.57095(17) 0.0227(4) Uani 1 1 d D . . . . C13A C -0.2437(5) 0.0025(5) 0.5680(5) 0.0189(10) Uani 0.483(9) 1 d D . P A 2 H13A H -0.247646 -0.039062 0.636580 0.023 Uiso 0.483(9) 1 calc R . P A 2 C14A C -0.3815(5) -0.0237(5) 0.4617(5) 0.0205(11) Uani 0.483(9) 1 d D . P A 2 H14A H -0.483319 -0.081392 0.457805 0.025 Uiso 0.483(9) 1 calc R . P A 2 C15 C -0.3716(2) 0.03867(18) 0.35134(19) 0.0283(4) Uani 1 1 d D . . . . C16A C -0.2290(16) 0.1382(11) 0.3742(14) 0.0184(13) Uani 0.483(9) 1 d D U P A 2 H16A H -0.221681 0.191883 0.313350 0.022 Uiso 0.483(9) 1 calc R . P A 2 C17A C -0.0899(13) 0.1664(10) 0.4843(12) 0.0171(12) Uani 0.483(9) 1 d D U P A 2 H17A H 0.007752 0.238155 0.495650 0.020 Uiso 0.483(9) 1 calc R . P A 2 C7 C 0.5560(2) 0.63742(16) 0.82734(17) 0.0219(3) Uani 1 1 d D . . . . H7 H 0.535291 0.716832 0.806373 0.026 Uiso 1 1 calc R . . . . C10 C 0.0657(2) 0.04256(16) 0.77205(16) 0.0191(3) Uani 1 1 d D . . . . H10 H -0.027755 -0.034674 0.759642 0.023 Uiso 1 1 calc R . . . . C16 C -0.2390(15) 0.1646(10) 0.3802(13) 0.0184(13) Uani 0.517(9) 1 d D U P A 1 H16 H -0.244166 0.227217 0.325879 0.022 Uiso 0.517(9) 1 calc R . P A 1 C6 C 0.4281(2) 0.51381(16) 0.79865(17) 0.0211(3) Uani 1 1 d D . . . . H6 H 0.320149 0.508701 0.758316 0.025 Uiso 1 1 calc R . . . . C19 C 0.0600(2) 0.3954(2) 0.28914(18) 0.0301(4) Uani 1 1 d D . . . . H19 H 0.048593 0.305079 0.301181 0.036 Uiso 1 1 calc R . . . . C18 C -0.5206(2) 0.00454(17) 0.23336(19) 0.0263(4) Uani 1 1 d D . . . . C17 C -0.1044(12) 0.1938(9) 0.4872(11) 0.0171(12) Uani 0.517(9) 1 d D U P A 1 H17 H -0.016476 0.278743 0.508417 0.020 Uiso 0.517(9) 1 calc R . P A 1 C22 C 0.3522(2) 0.50382(19) 0.42535(17) 0.0252(4) Uani 1 1 d D . . . . C21 C 0.1681(2) 0.6168(2) 0.30293(19) 0.0306(4) Uani 1 1 d . . . . . H21 H 0.242023 0.709007 0.324336 0.037 Uiso 1 1 calc R . . . . C20 C 0.0102(2) 0.5669(2) 0.22418(19) 0.0320(4) Uani 1 1 d . . . . . H20 H -0.046419 0.619860 0.180649 0.038 Uiso 1 1 calc R . . . . C23A C 0.3586(5) 0.3975(4) 0.4875(4) 0.0315(10) Uani 0.519(5) 1 d D . P B 2 H23A H 0.261465 0.327189 0.479281 0.038 Uiso 0.519(5) 1 calc R . P B 2 C24A C 0.4926(5) 0.6064(4) 0.4380(4) 0.0295(10) Uani 0.519(5) 1 d D . P B 2 H24A H 0.488066 0.679729 0.395945 0.035 Uiso 0.519(5) 1 calc R . P B 2 C24 C 0.4685(5) 0.6191(4) 0.5109(4) 0.0262(10) Uani 0.481(5) 1 d D . P B 1 H24 H 0.447804 0.700773 0.517767 0.031 Uiso 0.481(5) 1 calc R . P B 1 C23 C 0.3834(5) 0.3833(4) 0.4126(4) 0.0257(10) Uani 0.481(5) 1 d D . P B 1 H23 H 0.303547 0.304133 0.351921 0.031 Uiso 0.481(5) 1 calc R . P B 1 C14 C -0.3560(5) -0.0591(5) 0.4149(5) 0.0275(13) Uani 0.517(9) 1 d . . P A 1 H14 H -0.438751 -0.147989 0.386132 0.033 Uiso 0.517(9) 1 calc R . P A 1 C13 C -0.2196(5) -0.0313(5) 0.5227(6) 0.0284(13) Uani 0.517(9) 1 d . . P A 1 H13 H -0.211749 -0.102878 0.566415 0.034 Uiso 0.517(9) 1 calc R . P A 1 H5A H 1.349(3) 0.852(2) 0.906(2) 0.043 Uiso 1 1 d DR . . . . H5B H 1.220(3) 0.7368(14) 0.894(2) 0.043 Uiso 1 1 d DR . . . . 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 0.00824(13) 0.01397(13) 0.02079(15) 0.00563(10) 0.00083(10) 0.00077(10) O2 0.0192(6) 0.0160(5) 0.0234(6) 0.0052(5) 0.0081(5) 0.0016(5) O1 0.0108(6) 0.0194(6) 0.0340(7) 0.0036(5) 0.0038(5) -0.0018(5) O5 0.0165(6) 0.0192(6) 0.0348(7) 0.0024(5) 0.0071(5) 0.0029(5) O4 0.0127(6) 0.0215(6) 0.0277(6) 0.0040(5) 0.0007(5) 0.0037(5) O3 0.0127(6) 0.0297(7) 0.0408(8) 0.0178(6) -0.0078(6) -0.0032(5) N2 0.0126(7) 0.0155(6) 0.0231(7) 0.0049(5) 0.0023(6) 0.0021(5) N1 0.0148(7) 0.0164(6) 0.0188(7) 0.0031(5) 0.0051(6) 0.0020(5) N4 0.0201(8) 0.0269(7) 0.0237(8) 0.0014(6) 0.0070(6) 0.0033(6) C3 0.0098(7) 0.0217(8) 0.0204(8) 0.0035(6) 0.0011(6) 0.0026(6) N3 0.0213(8) 0.0310(8) 0.0373(9) -0.0015(7) 0.0068(7) 0.0036(7) C2 0.0129(8) 0.0152(7) 0.0197(8) 0.0007(6) 0.0053(7) -0.0003(6) C8 0.0125(8) 0.0153(7) 0.0183(8) 0.0022(6) 0.0039(6) 0.0027(6) C4 0.0151(8) 0.0155(7) 0.0224(8) 0.0053(6) 0.0036(7) 0.0037(6) C5 0.0133(8) 0.0148(7) 0.0163(7) 0.0020(6) 0.0032(6) 0.0002(6) C1 0.0136(8) 0.0174(7) 0.0192(8) -0.0002(6) 0.0068(7) 0.0000(6) C9 0.0137(8) 0.0170(7) 0.0175(7) 0.0024(6) 0.0030(6) 0.0019(6) C11 0.0110(7) 0.0157(7) 0.0235(8) 0.0020(6) 0.0030(7) 0.0025(6) C12 0.0130(8) 0.0173(8) 0.0286(9) 0.0054(7) 0.0006(7) 0.0030(7) C13A 0.0132(18) 0.021(2) 0.015(2) 0.0056(16) 0.0014(16) 0.0024(15) C14A 0.0115(18) 0.0208(19) 0.022(2) 0.0036(16) 0.0054(16) -0.0001(14) C15 0.0138(9) 0.0200(8) 0.0356(10) 0.0086(8) -0.0041(8) 0.0027(7) C16A 0.0178(15) 0.015(3) 0.0184(13) 0.002(2) 0.0041(10) 0.0047(18) C17A 0.0141(16) 0.012(3) 0.0199(10) 0.004(2) 0.0033(12) 0.0028(16) C7 0.0159(8) 0.0144(7) 0.0310(9) 0.0044(7) 0.0070(7) 0.0030(6) C10 0.0125(8) 0.0171(7) 0.0209(8) 0.0029(6) 0.0044(7) 0.0002(6) C16 0.0178(15) 0.015(3) 0.0184(13) 0.002(2) 0.0041(10) 0.0047(18) C6 0.0103(8) 0.0181(8) 0.0289(9) 0.0046(7) 0.0040(7) 0.0022(6) C19 0.0221(9) 0.0269(9) 0.0293(10) 0.0029(8) 0.0060(8) 0.0002(8) C18 0.0140(8) 0.0169(8) 0.0356(10) 0.0070(7) -0.0019(8) 0.0038(7) C17 0.0141(16) 0.012(3) 0.0199(10) 0.004(2) 0.0033(12) 0.0028(16) C22 0.0208(9) 0.0289(9) 0.0211(8) 0.0032(7) 0.0080(7) 0.0043(7) C21 0.0264(10) 0.0270(9) 0.0329(10) 0.0006(8) 0.0086(8) 0.0082(8) C20 0.0264(10) 0.0306(9) 0.0342(10) -0.0013(8) 0.0077(9) 0.0115(8) C23A 0.0238(19) 0.0307(19) 0.033(2) 0.0029(16) 0.0110(17) 0.0024(15) C24A 0.030(2) 0.0283(18) 0.028(2) 0.0063(15) 0.0138(17) 0.0059(15) C24 0.026(2) 0.0246(18) 0.024(2) 0.0057(15) 0.0082(17) 0.0059(15) C23 0.026(2) 0.0218(18) 0.019(2) 0.0019(14) 0.0058(16) 0.0011(15) C14 0.0171(19) 0.0197(18) 0.029(2) 0.0097(18) -0.0009(18) -0.0032(15) C13 0.021(2) 0.0176(19) 0.029(3) 0.0120(18) -0.0035(19) -0.0002(16) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn -0.5299 2.8052 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 O2 Mn1 O5 167.45(5) 2_777 . ? O2 Mn1 O4 88.12(5) 2_777 1_766 ? O2 Mn1 O3 91.03(5) 2_777 1_766 ? O2 Mn1 N1 84.46(5) 2_777 1_665 ? O2 Mn1 C18 88.78(5) 2_777 1_766 ? O1 Mn1 O2 102.29(5) . 2_777 ? O1 Mn1 O5 88.41(5) . . ? O1 Mn1 O4 154.51(5) . 1_766 ? O1 Mn1 O3 98.46(5) . 1_766 ? O1 Mn1 N1 110.07(5) . 1_665 ? O1 Mn1 C18 126.78(5) . 1_766 ? O5 Mn1 O4 84.77(5) . 1_766 ? O5 Mn1 O3 93.88(6) . 1_766 ? O5 Mn1 N1 85.72(5) . 1_665 ? O5 Mn1 C18 90.00(6) . 1_766 ? O4 Mn1 N1 93.90(5) 1_766 1_665 ? O4 Mn1 C18 29.05(5) 1_766 1_766 ? O3 Mn1 O4 57.69(5) 1_766 1_766 ? O3 Mn1 N1 151.43(5) 1_766 1_665 ? O3 Mn1 C18 28.66(5) 1_766 1_766 ? N1 Mn1 C18 122.83(6) 1_665 1_766 ? C1 O2 Mn1 132.31(10) . 2_777 ? C1 O1 Mn1 128.02(11) . . ? Mn1 O5 H5A 118.1(18) . . ? Mn1 O5 H5B 124.8(18) . . ? H5A O5 H5B 109(2) . . ? C18 O4 Mn1 88.76(10) . 1_344 ? C18 O3 Mn1 92.22(11) . 1_344 ? C8 N2 C11 117.81(14) . . ? C9 N1 Mn1 118.97(11) . 1_445 ? C10 N1 Mn1 123.15(11) . 1_445 ? C10 N1 C9 117.16(14) . . ? C19 N4 C22 125.96(16) . . ? C19 N4 C21 106.15(16) . . ? C21 N4 C22 127.69(16) . . ? C2 C3 H3 119.9 . . ? C4 C3 H3 119.9 . . ? C4 C3 C2 120.28(15) . . ? C19 N3 C20 105.40(17) . . ? C3 C2 C1 120.58(15) . . ? C3 C2 C7 119.46(15) . . ? C7 C2 C1 119.97(14) . . ? N2 C8 C5 118.17(14) . . ? N2 C8 C9 121.17(15) . . ? C9 C8 C5 120.53(15) . . ? C3 C4 H4 119.9 . . ? C3 C4 C5 120.25(15) . . ? C5 C4 H4 119.9 . . ? C4 C5 C8 120.87(14) . . ? C4 C5 C6 119.53(15) . . ? C6 C5 C8 119.58(15) . . ? O2 C1 C2 118.25(15) . . ? O1 C1 O2 124.44(15) . . ? O1 C1 C2 117.31(15) . . ? N1 C9 C8 121.27(15) . . ? N1 C9 H9 119.4 . . ? C8 C9 H9 119.4 . . ? N2 C11 C12 117.46(15) . . ? N2 C11 C10 120.41(15) . . ? C10 C11 C12 122.12(15) . . ? C13A C12 C11 118.2(2) . . ? C17A C12 C11 120.0(5) . . ? C17A C12 C13A 121.2(5) . . ? C17 C12 C11 120.8(4) . . ? C13 C12 C11 124.4(2) . . ? C13 C12 C17 114.0(4) . . ? C12 C13A H13A 121.3 . . ? C14A C13A C12 117.4(3) . . ? C14A C13A H13A 121.3 . . ? C13A C14A H14A 119.8 . . ? C13A C14A C15 120.5(3) . . ? C15 C14A H14A 119.8 . . ? C16A C15 C14A 115.0(7) . . ? C16A C15 C18 123.9(7) . . ? C16 C15 C18 119.5(6) . . ? C18 C15 C14A 120.4(2) . . ? C14 C15 C16 120.9(5) . . ? C14 C15 C18 118.6(2) . . ? C15 C16A H16A 118.5 . . ? C15 C16A C17A 122.9(12) . . ? C17A C16A H16A 118.5 . . ? C12 C17A C16A 121.2(10) . . ? C12 C17A H17A 119.4 . . ? C16A C17A H17A 119.4 . . ? C2 C7 H7 119.7 . . ? C6 C7 C2 120.50(15) . . ? C6 C7 H7 119.7 . . ? N1 C10 C11 122.06(15) . . ? N1 C10 H10 119.0 . . ? C11 C10 H10 119.0 . . ? C15 C16 H16 120.6 . . ? C17 C16 C15 118.8(10) . . ? C17 C16 H16 120.6 . . ? C5 C6 H6 120.0 . . ? C7 C6 C5 119.95(15) . . ? C7 C6 H6 120.0 . . ? N4 C19 H19 123.8 . . ? N3 C19 N4 112.44(17) . . ? N3 C19 H19 123.8 . . ? O4 C18 Mn1 62.19(9) . 1_344 ? O4 C18 C15 119.12(16) . . ? O3 C18 Mn1 59.12(9) . 1_344 ? O3 C18 O4 121.25(16) . . ? O3 C18 C15 119.63(17) . . ? C15 C18 Mn1 177.02(15) . 1_344 ? C12 C17 H17 119.4 . . ? C16 C17 C12 121.2(9) . . ? C16 C17 H17 119.4 . . ? C23A C22 N4 120.2(2) . . ? C24A C22 N4 119.7(2) . . ? C24A C22 C23A 120.1(3) . . ? C24 C22 N4 120.3(2) . . ? C24 C22 C23 120.3(3) . . ? C23 C22 N4 119.4(2) . . ? N4 C21 H21 127.0 . . ? C20 C21 N4 106.05(17) . . ? C20 C21 H21 127.0 . . ? N3 C20 H20 125.0 . . ? C21 C20 N3 109.94(18) . . ? C21 C20 H20 125.0 . . ? C22 C23A H23A 120.0 . . ? C22 C23A C24A 120.0(3) . 2_666 ? C24A C23A H23A 120.0 2_666 . ? C22 C24A C23A 119.9(3) . 2_666 ? C22 C24A H24A 120.1 . . ? C23A C24A H24A 120.1 2_666 . ? C22 C24 H24 120.0 . . ? C22 C24 C23 120.1(3) . 2_666 ? C23 C24 H24 120.0 2_666 . ? C22 C23 H23 120.2 . . ? C24 C23 C22 119.6(3) 2_666 . ? C24 C23 H23 120.2 2_666 . ? C15 C14 H14 120.1 . . ? C15 C14 C13 119.9(3) . . ? C13 C14 H14 120.1 . . ? C12 C13 H13 118.1 . . ? C14 C13 C12 123.7(3) . . ? C14 C13 H13 118.1 . . ? 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 O2 2.1475(12) 2_777 ? Mn1 O1 2.1010(12) . ? Mn1 O5 2.1634(13) . ? Mn1 O4 2.3104(12) 1_766 ? Mn1 O3 2.2430(14) 1_766 ? Mn1 N1 2.3351(14) 1_665 ? Mn1 C18 2.6115(18) 1_766 ? O2 C1 1.265(2) . ? O1 C1 1.257(2) . ? O5 H5A 0.847(10) . ? O5 H5B 0.848(10) . ? O4 C18 1.268(2) . ? O3 C18 1.253(2) . ? N2 C8 1.335(2) . ? N2 C11 1.345(2) . ? N1 C9 1.337(2) . ? N1 C10 1.336(2) . ? N4 C19 1.357(2) . ? N4 C22 1.424(2) . ? N4 C21 1.386(3) . ? C3 H3 0.9500 . ? C3 C2 1.391(2) . ? C3 C4 1.386(2) . ? N3 C19 1.299(3) . ? N3 C20 1.387(3) . ? C2 C1 1.508(2) . ? C2 C7 1.395(2) . ? C8 C5 1.483(2) . ? C8 C9 1.402(2) . ? C4 H4 0.9500 . ? C4 C5 1.396(2) . ? C5 C6 1.396(2) . ? C9 H9 0.9500 . ? C11 C12 1.481(2) . ? C11 C10 1.397(2) . ? C12 C13A 1.449(4) . ? C12 C17A 1.305(14) . ? C12 C17 1.477(12) . ? C12 C13 1.392(4) . ? C13A H13A 0.9500 . ? C13A C14A 1.380(5) . ? C14A H14A 0.9500 . ? C14A C15 1.514(5) . ? C15 C16A 1.344(14) . ? C15 C16 1.424(12) . ? C15 C18 1.502(2) . ? C15 C14 1.330(4) . ? C16A H16A 0.9500 . ? C16A C17A 1.407(18) . ? C17A H17A 0.9500 . ? C7 H7 0.9500 . ? C7 C6 1.386(2) . ? C10 H10 0.9500 . ? C16 H16 0.9500 . ? C16 C17 1.362(17) . ? C6 H6 0.9500 . ? C19 H19 0.9500 . ? C17 H17 0.9500 . ? C22 C23A 1.385(4) . ? C22 C24A 1.375(4) . ? C22 C24 1.370(4) . ? C22 C23 1.408(4) . ? C21 H21 0.9500 . ? C21 C20 1.352(3) . ? C20 H20 0.9500 . ? C23A H23A 0.9500 . ? C23A C24A 1.393(6) 2_666 ? C24A H24A 0.9500 . ? C24 H24 0.9500 . ? C24 C23 1.388(6) 2_666 ? C23 H23 0.9500 . ? C14 H14 0.9500 . ? C14 C13 1.379(5) . ? C13 H13 0.9500 . ?