#------------------------------------------------------------------------------ #$Date: 2014-12-24 13:20:39 +0200 (Wed, 24 Dec 2014) $ #$Revision: 129045 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/11/61/7116102.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_7116102 loop_ _publ_author_name 'Lucas Henry' 'Christoph Schneider' 'Benedict Mutzel' 'Peter V. Simpson' 'Christoph Nagel' 'Katharina Fucke' 'Ulrich Schatzschneider' _publ_section_title ; Amino acid bioconjugation via iClick reaction of an oxanorbornadiene-masked alkyne with a MnI(bpy)(CO)3-coordinated azide ; _journal_name_full Chem.Commun. _journal_page_first 15692 _journal_paper_doi 10.1039/C4cc07892F _journal_volume 50 _journal_year 2014 _chemical_absolute_configuration unk _chemical_formula_moiety 'C29 H24 F3 Mn N6 O6' _chemical_formula_sum 'C29 H24 F3 Mn N6 O6' _chemical_formula_weight 664.48 _chemical_name_systematic '(OC-6-33)-tricarbonyl(4,4'-dimethyl-2,2'-bipyridine)(4-oxo-DL-phenylalanyl-5-trifluoromethyl-2H-1,2,3-triazolate-N2) manganese(I)' _space_group_crystal_system monoclinic _space_group_IT_number 4 _space_group_name_Hall 'P 2yb' _space_group_name_H-M_alt 'P 1 21 1' _symmetry_Int_Tables_number 4 _symmetry_space_group_name_Hall 'P 2yb' _symmetry_space_group_name_H-M 'P 1 21 1' _atom_sites_solution_primary iterative _audit_creation_date 2014-09-22 _audit_creation_method ; Olex2 1.2 (compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874) ; _cell_angle_alpha 90 _cell_angle_beta 98.280(3) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 9.2447(8) _cell_length_b 15.2085(12) _cell_length_c 10.6362(9) _cell_measurement_reflns_used 6654 _cell_measurement_temperature 296.15 _cell_measurement_theta_max 27.60 _cell_measurement_theta_min 2.35 _cell_volume 1479.8(2) _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'olex2.refine (Bourhis et al., 2013)' _computing_structure_solution 'olex2.solve (Bourhis et al., 2013)' _diffrn_ambient_temperature 296.15 _diffrn_detector 'Bruker APEX2 area detector' _diffrn_detector_area_resol_mean 8 _diffrn_detector_type 'CCD area detector' _diffrn_measured_fraction_theta_full 0.9926 _diffrn_measured_fraction_theta_max 0.9926 _diffrn_measurement_device 'three-circle diffractometer' _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0369 _diffrn_reflns_av_unetI/netI 0.0550 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 18131 _diffrn_reflns_theta_full 25.9978 _diffrn_reflns_theta_max 26.00 _diffrn_reflns_theta_min 1.93 _diffrn_source 'sealed tube' _diffrn_source_type 'Incoatec I\ms' _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.518 _exptl_absorpt_correction_T_max 0.9418 _exptl_absorpt_correction_T_min 0.8034 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS-2008/1 (Bruker,2008) was used for absorption correction. wR2(int) was 0.1022 before and 0.0557 after correction. The Ratio of minimum to maximum transmission is 0.8393. The \l/2 correction factor is 0.0015.' _exptl_crystal_colour 'clear light yellow' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary yellow _exptl_crystal_density_diffrn 1.4911 _exptl_crystal_description block _exptl_crystal_F_000 681.0834 _exptl_crystal_recrystallization_method 'crystalls were obtained by slow diffusion of hexane in DCM solution' _exptl_crystal_size_max 0.645 _exptl_crystal_size_mid 0.406 _exptl_crystal_size_min 0.382 _refine_diff_density_max 0.3420 _refine_diff_density_min -0.2685 _refine_diff_density_rms 0.0560 _refine_ls_abs_structure_details 'Flack, H. D. (1983). Acta Cryst. A39, 876-881.' _refine_ls_abs_structure_Flack -0.000(12) _refine_ls_d_res_high 0.8107 _refine_ls_d_res_low 10.5253 _refine_ls_goodness_of_fit_ref 1.0369 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_constraints 41 _refine_ls_number_parameters 408 _refine_ls_number_reflns 5767 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.0369 _refine_ls_R_factor_all 0.0373 _refine_ls_R_factor_gt 0.0329 _refine_ls_shift/su_max 0.0000 _refine_ls_shift/su_mean 0.0000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0372P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0728 _refine_ls_wR_factor_ref 0.0750 _reflns_Friedel_coverage 0.985 _reflns_limit_h_max 11 _reflns_limit_h_min -11 _reflns_limit_k_max 18 _reflns_limit_k_min -18 _reflns_limit_l_max 13 _reflns_limit_l_min -13 _reflns_number_gt 5342 _reflns_number_total 5767 _reflns_threshold_expression I>=2u(I) _iucr_refine_instructions_details ; TITL CELL 0.71073 9.2447 15.2085 10.6362 90 98.28 90 ZERR 2 0.0008 0.0012 0.0009 0 0.003 0 LATT -1 SYMM -X,0.5+Y,-Z SFAC C H N O F Mn UNIT 58 48 12 12 6 2 L.S. 4 PLAN 20 SIZE 0.382 0.406 0.645 TEMP 23 FMAP 2 OMIT -2 52 REM C:\frames\guest\CN13007\work\CN13007_0m.hkl WGHT 0.037153 0 FVAR 0.227774 Mn1 6 0.33821 0.72091 0.35415 11.00000 0.01572 0.01989 0.01814 = -0.00123 0.00217 -0.00225 F1 5 0.77599 0.94467 0.23844 11.00000 0.02788 0.02766 0.03815 = 0.01401 0.01022 0.00134 F2 5 0.96334 0.86403 0.29627 11.00000 0.01945 0.03357 0.03914 = 0.01045 0.01182 -0.00046 F3 5 0.89038 0.95502 0.42782 11.00000 0.03437 0.02903 0.04381 = -0.00485 0.00610 -0.01400 O5 4 0.83911 0.54413 0.78270 11.00000 0.03310 0.02406 0.02875 = 0.00149 0.00540 -0.00334 O1 4 0.03156 0.66220 0.31551 11.00000 0.01745 0.03594 0.04061 = -0.00509 0.00100 -0.00760 O4 4 1.02442 0.78112 0.55239 11.00000 0.01771 0.04020 0.02488 = 0.00340 0.00273 -0.00677 O6 4 1.05272 0.55924 0.91046 11.00000 0.03379 0.03008 0.02385 = 0.00395 0.00137 0.01342 N6 3 0.89089 0.68043 0.64090 11.00000 0.01670 0.02191 0.01932 = -0.00208 -0.00033 -0.00289 AFIX 43 H6 2 0.80999 0.65168 0.63320 11.00000 -1.20000 AFIX 0 N4 3 0.31048 0.82276 0.47263 11.00000 0.01252 0.01788 0.02214 = 0.00190 0.00405 -0.00307 N1 3 0.65205 0.71895 0.46942 11.00000 0.01670 0.02069 0.01867 = 0.00027 0.00406 -0.00154 O3 4 0.28394 0.81966 0.11405 11.00000 0.03750 0.04527 0.02354 = 0.00938 -0.00048 -0.00133 N5 3 0.38015 0.66076 0.52612 11.00000 0.01379 0.01723 0.02128 = -0.00121 0.00402 -0.00311 C5 1 0.74733 0.82870 0.37687 11.00000 0.01825 0.01877 0.02033 = -0.00188 0.00557 -0.00108 N2 3 0.55306 0.75598 0.38388 11.00000 0.01505 0.01888 0.01838 = 0.00138 0.00531 -0.00185 O2 4 0.38660 0.56680 0.19981 11.00000 0.04695 0.03502 0.03733 = -0.01575 0.00913 0.00182 N3 3 0.60680 0.82358 0.32579 11.00000 0.01864 0.01964 0.02012 = 0.00135 0.00581 0.00113 C12 1 0.26699 0.90407 0.43809 11.00000 0.01475 0.02295 0.02419 = 0.00593 0.00187 -0.00094 AFIX 43 H12 2 0.24599 0.91693 0.35191 11.00000 -1.20000 AFIX 0 C4 1 0.77580 0.76352 0.46654 11.00000 0.01698 0.02042 0.01675 = -0.00262 0.00495 -0.00285 C1 1 0.14805 0.68791 0.33399 11.00000 0.02550 0.02069 0.02020 = -0.00199 0.00217 0.00253 C2 1 0.37098 0.62644 0.26166 11.00000 0.02173 0.03034 0.02168 = 0.00041 0.00250 -0.00354 C13 1 0.38236 0.71455 0.62811 11.00000 0.01312 0.01879 0.02292 = 0.00091 0.00483 -0.00117 C24 1 0.90361 0.76515 0.89587 11.00000 0.02710 0.01905 0.02387 = -0.00737 -0.00138 -0.00408 C6 1 0.84378 0.89703 0.33535 11.00000 0.01924 0.02505 0.03034 = 0.00195 0.00595 -0.00028 C7 1 0.90900 0.74291 0.55529 11.00000 0.01721 0.02492 0.02112 = -0.00238 0.00528 -0.00041 C3 1 0.30633 0.78316 0.20865 11.00000 0.01826 0.02840 0.02587 = -0.00569 0.00290 -0.00268 C9 1 0.32482 0.86855 0.68833 11.00000 0.01505 0.02351 0.02136 = -0.00189 0.00125 -0.00200 AFIX 43 H9 2 0.34675 0.85466 0.77411 11.00000 -1.20000 AFIX 0 C21 1 0.95351 0.58096 0.81266 11.00000 0.02961 0.02208 0.02041 = -0.00360 0.00748 0.00805 C8 1 0.33857 0.80490 0.59767 11.00000 0.01160 0.02056 0.02278 = 0.00035 0.00332 -0.00505 C15 1 0.46618 0.59641 0.77119 11.00000 0.01953 0.02187 0.02621 = 0.00354 0.00420 -0.00174 C20 1 1.00339 0.66029 0.74526 11.00000 0.01787 0.02809 0.01910 = 0.00050 0.00146 0.00397 AFIX 13 H20 2 1.09329 0.64524 0.71126 11.00000 -1.20000 AFIX 0 C18 1 0.25662 1.02078 0.74862 11.00000 0.03390 0.02530 0.03782 = -0.00666 0.00375 0.00583 AFIX 137 H18a 2 0.15563 1.02180 0.76044 11.00000 -1.50000 H18b 2 0.31611 1.00726 0.82786 11.00000 -1.50000 H18c 2 0.28381 1.07729 0.71929 11.00000 -1.50000 AFIX 0 C11 1 0.25196 0.96931 0.52384 11.00000 0.02004 0.01328 0.03661 = 0.00170 0.00225 0.00148 AFIX 43 H11 2 0.22347 1.02534 0.49526 11.00000 -1.20000 AFIX 0 C17 1 0.42082 0.57778 0.54693 11.00000 0.02006 0.01977 0.02696 = -0.00285 0.00784 -0.00160 AFIX 43 H17 2 0.41986 0.54078 0.47720 11.00000 -1.20000 AFIX 0 C16 1 0.46419 0.54359 0.66561 11.00000 0.02196 0.01693 0.03410 = 0.00512 0.00754 0.00125 AFIX 43 H16 2 0.49218 0.48494 0.67489 11.00000 -1.20000 AFIX 0 C25 1 0.80279 0.82375 0.83572 11.00000 0.02931 0.02138 0.02868 = -0.00689 -0.00216 -0.00699 AFIX 43 H25 2 0.81683 0.84772 0.75794 11.00000 -1.20000 AFIX 0 C19 1 0.51088 0.56172 0.90184 11.00000 0.04532 0.02847 0.02908 = 0.00592 0.00092 -0.00040 AFIX 137 H19a 2 0.42892 0.53347 0.93090 11.00000 -1.50000 H19b 2 0.58859 0.51995 0.90100 11.00000 -1.50000 H19c 2 0.54396 0.60935 0.95792 11.00000 -1.50000 AFIX 0 C14 1 0.42391 0.68318 0.74924 11.00000 0.02116 0.02114 0.02128 = -0.00200 0.00398 -0.00356 AFIX 43 H14 2 0.42364 0.72101 0.81791 11.00000 -1.20000 AFIX 0 C27 1 0.65830 0.81170 1.00370 11.00000 0.03572 0.03465 0.05319 = -0.02000 0.01773 -0.00887 AFIX 43 H27 2 0.57642 0.82750 1.04009 11.00000 -1.20000 AFIX 0 C22 1 1.01573 0.48521 0.98401 11.00000 0.06026 0.03687 0.02773 = 0.00730 0.00828 0.01727 AFIX 137 H22a 2 1.00334 0.43392 0.93094 11.00000 -1.50000 H22b 2 1.09279 0.47512 1.05320 11.00000 -1.50000 H22c 2 0.92638 0.49724 1.01694 11.00000 -1.50000 AFIX 0 C28 1 0.75692 0.75267 1.06379 11.00000 0.05812 0.03113 0.03499 = -0.00962 0.02159 -0.00511 AFIX 43 H28 2 0.74130 0.72786 1.14062 11.00000 -1.20000 AFIX 0 C23 1 1.03469 0.73830 0.83671 11.00000 0.02398 0.03071 0.02056 = -0.00112 -0.00177 -0.00310 AFIX 23 H23a 2 1.06715 0.78795 0.79079 11.00000 -1.20000 H23b 2 1.11339 0.72260 0.90340 11.00000 -1.20000 AFIX 0 C10 1 0.27889 0.95234 0.65255 11.00000 0.01571 0.02173 0.02943 = -0.00121 0.00322 0.00037 C29 1 0.87850 0.73009 1.01101 11.00000 0.04246 0.02469 0.02683 = -0.00553 0.00520 -0.00045 AFIX 43 H29 2 0.94532 0.69054 1.05320 11.00000 -1.20000 AFIX 0 C26 1 0.68077 0.84735 0.88987 11.00000 0.02660 0.02569 0.04880 = -0.01211 -0.00314 -0.00278 AFIX 43 H26 2 0.61406 0.88744 0.84887 11.00000 -1.20000 AFIX 0 Q1 1 0.23333 0.72917 0.30556 11.00000 0.06000 0.340 Q2 1 0.40000 0.77083 0.38889 11.00000 0.06000 0.330 Q3 1 0.40000 0.70833 0.27778 11.00000 0.06000 0.330 Q4 1 0.26667 0.70833 0.41667 11.00000 0.06000 0.320 Q5 1 0.40000 0.66667 0.36111 11.00000 0.06000 0.300 Q6 1 0.93333 0.68750 0.58333 11.00000 0.06000 0.230 Q7 1 0.33333 0.75000 0.61111 11.00000 0.06000 0.230 Q8 1 0.93333 0.66667 0.69444 11.00000 0.06000 0.230 Q9 1 0.80000 0.87500 0.38889 11.00000 0.06000 0.220 Q10 1 0.20000 0.95833 0.58333 11.00000 0.06000 0.210 Q11 1 0.60000 0.77083 0.47222 11.00000 0.06000 0.200 Q12 1 1.03333 0.68750 0.80556 11.00000 0.06000 0.200 Q13 1 0.53333 0.58333 0.83333 11.00000 0.06000 0.190 Q14 1 1.00000 0.60417 0.75000 11.00000 0.06000 0.190 Q15 1 0.36667 0.62500 0.55556 11.00000 0.06000 0.190 Q16 1 0.33333 0.56250 0.27778 11.00000 0.06000 0.180 Q17 1 0.90000 0.81250 0.88889 11.00000 0.06000 0.180 Q18 1 0.96667 1.00000 0.41667 11.00000 0.06000 0.180 Q19 1 0.33333 0.91667 0.69444 11.00000 0.06000 0.180 Q20 1 0.43333 0.62500 0.77778 11.00000 0.06000 0.180 HKLF 4 END REM The information below was added by Olex2. REM REM R1 = 0.0329 for 5342 Fo > 4sig(Fo) and 0.0373 for all 5767 data REM 408 parameters refined using 0 restraints REM Highest difference peak 0.3420, deepest hole -0.2685 REM Mean Shift 0.0000, Max Shift 0.0000. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.0373 REM R1_gt = 0.0329 REM wR_ref = 0.0750 REM GOOF = 1.0369 REM Shift_max = 0.0000 REM Shift_mean = 0.0000 REM Reflections_all = 5767 REM Reflections_gt = 5342 REM Parameters = 408 REM Hole = -0.2685 REM Peak = 0.3420 REM Flack = -0.000(12) ; _[local]_cod_data_source_file c4cc07892f2.cif _[local]_cod_data_source_block '[Mn(triazolateCO-Phe-OCH3,CF3)(bpyCH3,CH3)(CO)3]' _cod_database_code 7116102 _olex2_refinement_description ; ; _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,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_refinement_flags_posn Mn1 Mn 0.33821(3) 0.72091(2) 0.35415(3) 0.01794(9) Uani 1.000000 . F1 F 0.77599(16) 0.94467(9) 0.23844(15) 0.0307(4) Uani 1.000000 . F2 F 0.96334(14) 0.86403(9) 0.29627(14) 0.0300(4) Uani 1.000000 . F3 F 0.89038(16) 0.95502(10) 0.42782(15) 0.0357(4) Uani 1.000000 . O5 O 0.83911(19) 0.54413(12) 0.78270(17) 0.0285(4) Uani 1.000000 . O1 O 0.03156(17) 0.66220(12) 0.31551(18) 0.0316(4) Uani 1.000000 . O4 O 1.02442(17) 0.78112(12) 0.55239(16) 0.0276(4) Uani 1.000000 . O6 O 1.05272(19) 0.55924(12) 0.91046(16) 0.0295(4) Uani 1.000000 . N6 N 0.8909(2) 0.68043(13) 0.64090(18) 0.0196(4) Uani 1.000000 . H6 H 0.8100(2) 0.65168(13) 0.63320(18) 0.0235(5) Uiso 1.000000 R N4 N 0.31048(19) 0.82276(13) 0.47263(18) 0.0174(4) Uani 1.000000 . N1 N 0.65205(18) 0.71895(15) 0.46942(16) 0.0185(4) Uani 1.000000 . O3 O 0.2839(2) 0.81966(13) 0.11405(17) 0.0359(5) Uani 1.000000 . N5 N 0.38015(19) 0.66076(13) 0.52612(18) 0.0173(4) Uani 1.000000 . C5 C 0.7473(2) 0.82870(16) 0.3769(2) 0.0188(5) Uani 1.000000 . N2 N 0.55306(19) 0.75598(12) 0.38388(17) 0.0172(4) Uani 1.000000 . O2 O 0.3866(2) 0.56680(13) 0.19981(19) 0.0395(5) Uani 1.000000 . N3 N 0.6068(2) 0.82358(13) 0.32579(18) 0.0192(4) Uani 1.000000 . C12 C 0.2670(2) 0.90407(16) 0.4381(2) 0.0207(5) Uani 1.000000 . H12 H 0.2460(2) 0.91693(16) 0.3519(2) 0.0249(6) Uiso 1.000000 R C4 C 0.7758(2) 0.76352(15) 0.4665(2) 0.0178(5) Uani 1.000000 . C1 C 0.1481(3) 0.68791(16) 0.3340(2) 0.0222(5) Uani 1.000000 . C2 C 0.3710(3) 0.62644(17) 0.2617(2) 0.0246(6) Uani 1.000000 . C13 C 0.3824(2) 0.71455(17) 0.6281(2) 0.0181(5) Uani 1.000000 . C24 C 0.9036(3) 0.76515(16) 0.8959(2) 0.0238(5) Uani 1.000000 . C6 C 0.8438(3) 0.89703(17) 0.3353(2) 0.0246(6) Uani 1.000000 . C7 C 0.9090(2) 0.74291(15) 0.5553(2) 0.0208(5) Uani 1.000000 . C3 C 0.3063(3) 0.78316(17) 0.2086(3) 0.0242(6) Uani 1.000000 . C9 C 0.3248(2) 0.86855(16) 0.6883(2) 0.0201(5) Uani 1.000000 . H9 H 0.3468(2) 0.85466(16) 0.7741(2) 0.0241(6) Uiso 1.000000 R C21 C 0.9535(3) 0.58096(16) 0.8127(2) 0.0237(6) Uani 1.000000 . C8 C 0.3386(2) 0.80490(15) 0.5977(2) 0.0182(5) Uani 1.000000 . C15 C 0.4662(2) 0.59641(16) 0.7712(2) 0.0224(5) Uani 1.000000 . C20 C 1.0034(2) 0.66029(16) 0.7453(2) 0.0218(5) Uani 1.000000 . H20 H 1.0933(2) 0.64524(16) 0.7113(2) 0.0262(6) Uiso 1.000000 R C18 C 0.2566(3) 1.02078(18) 0.7486(3) 0.0325(7) Uani 1.000000 . H18a H 0.1556(5) 1.0218(9) 0.7604(14) 0.0487(10) Uiso 1.000000 GR H18b H 0.3161(16) 1.0073(7) 0.8279(5) 0.0487(10) Uiso 1.000000 GR H18c H 0.2838(19) 1.0773(2) 0.7193(8) 0.0487(10) Uiso 1.000000 GR C11 C 0.2520(3) 0.96931(16) 0.5238(2) 0.0235(5) Uani 1.000000 . H11 H 0.2235(3) 1.02534(16) 0.4953(2) 0.0282(6) Uiso 1.000000 R C17 C 0.4208(3) 0.57778(16) 0.5469(2) 0.0218(5) Uani 1.000000 . H17 H 0.4199(3) 0.54078(16) 0.4772(2) 0.0262(6) Uiso 1.000000 R C16 C 0.4642(3) 0.54359(16) 0.6656(2) 0.0240(6) Uani 1.000000 . H16 H 0.4922(3) 0.48494(16) 0.6749(2) 0.0288(7) Uiso 1.000000 R C25 C 0.8028(3) 0.82375(17) 0.8357(2) 0.0271(6) Uani 1.000000 . H25 H 0.8168(3) 0.84772(17) 0.7579(2) 0.0325(7) Uiso 1.000000 R C19 C 0.5109(3) 0.56172(19) 0.9018(2) 0.0347(7) Uani 1.000000 . H19a H 0.4289(6) 0.5335(11) 0.9309(7) 0.0521(10) Uiso 1.000000 GR H19b H 0.5886(14) 0.5199(9) 0.9010(4) 0.0521(10) Uiso 1.000000 GR H19c H 0.5440(19) 0.6094(2) 0.9579(4) 0.0521(10) Uiso 1.000000 GR C14 C 0.4239(2) 0.68318(16) 0.7492(2) 0.0211(5) Uani 1.000000 . H14 H 0.4236(2) 0.72101(16) 0.8179(2) 0.0253(6) Uiso 1.000000 R C27 C 0.6583(3) 0.81170(19) 1.0037(3) 0.0401(8) Uani 1.000000 . H27 H 0.5764(3) 0.82750(19) 1.0401(3) 0.0481(9) Uiso 1.000000 R C22 C 1.0157(4) 0.4852(2) 0.9840(3) 0.0414(8) Uani 1.000000 . H22a H 1.003(3) 0.4339(4) 0.9309(6) 0.0621(12) Uiso 1.000000 GR H22b H 1.0928(12) 0.4751(10) 1.0532(13) 0.0621(12) Uiso 1.000000 GR H22c H 0.9264(14) 0.4972(7) 1.0169(19) 0.0621(12) Uiso 1.000000 GR C28 C 0.7569(3) 0.75267(19) 1.0638(3) 0.0400(7) Uani 1.000000 . H28 H 0.7413(3) 0.72786(19) 1.1406(3) 0.0479(9) Uiso 1.000000 R C23 C 1.0347(2) 0.73830(17) 0.8367(2) 0.0256(6) Uani 1.000000 . H23a H 1.0672(2) 0.78795(17) 0.7908(2) 0.0307(7) Uiso 1.000000 R H23b H 1.1134(2) 0.72260(17) 0.9034(2) 0.0307(7) Uiso 1.000000 R C10 C 0.2789(2) 0.95234(16) 0.6526(2) 0.0223(5) Uani 1.000000 . C29 C 0.8785(3) 0.73009(19) 1.0110(2) 0.0313(6) Uani 1.000000 . H29 H 0.9453(3) 0.69054(19) 1.0532(2) 0.0376(7) Uiso 1.000000 R C26 C 0.6808(3) 0.84735(18) 0.8899(3) 0.0345(7) Uani 1.000000 . H26 H 0.6141(3) 0.88744(18) 0.8489(3) 0.0414(8) Uiso 1.000000 R loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Mn1 0.01572(16) 0.01989(18) 0.01814(16) -0.00225(16) 0.00217(12) -0.00123(17) F1 0.0279(8) 0.0277(8) 0.0382(9) 0.0013(7) 0.0102(7) 0.0140(8) F2 0.0195(7) 0.0336(9) 0.0391(9) -0.0005(6) 0.0118(6) 0.0104(7) F3 0.0344(9) 0.0290(8) 0.0438(9) -0.0140(7) 0.0061(7) -0.0049(8) O5 0.0331(10) 0.0241(9) 0.0287(10) -0.0033(8) 0.0054(8) 0.0015(8) O1 0.0174(9) 0.0359(11) 0.0406(11) -0.0076(8) 0.0010(8) -0.0051(9) O4 0.0177(9) 0.0402(11) 0.0249(9) -0.0068(8) 0.0027(7) 0.0034(8) O6 0.0338(10) 0.0301(10) 0.0238(9) 0.0134(8) 0.0014(8) 0.0039(8) N6 0.0167(10) 0.0219(10) 0.0193(10) -0.0029(8) -0.0003(8) -0.0021(9) N4 0.0125(9) 0.0179(11) 0.0221(10) -0.0031(8) 0.0041(8) 0.0019(9) N1 0.0167(9) 0.0207(9) 0.0187(9) -0.0015(10) 0.0041(7) 0.0003(11) O3 0.0375(11) 0.0453(12) 0.0235(10) -0.0013(9) -0.0005(8) 0.0094(10) N5 0.0138(9) 0.0172(10) 0.0213(10) -0.0031(8) 0.0040(8) -0.0012(9) C5 0.0182(11) 0.0188(12) 0.0203(12) -0.0011(10) 0.0056(9) -0.0019(10) N2 0.0151(9) 0.0189(10) 0.0184(10) -0.0019(8) 0.0053(8) 0.0014(8) O2 0.0469(12) 0.0350(12) 0.0373(12) 0.0018(9) 0.0091(9) -0.0158(10) N3 0.0186(10) 0.0196(10) 0.0201(10) 0.0011(8) 0.0058(8) 0.0014(9) C12 0.0147(11) 0.0229(13) 0.0242(13) -0.0009(10) 0.0019(9) 0.0059(11) C4 0.0170(11) 0.0204(12) 0.0168(11) -0.0029(10) 0.0049(9) -0.0026(10) C1 0.0255(14) 0.0207(12) 0.0202(12) 0.0025(10) 0.0022(10) -0.0020(10) C2 0.0217(13) 0.0303(15) 0.0217(13) -0.0035(11) 0.0025(10) 0.0004(13) C13 0.0131(10) 0.0188(12) 0.0229(11) -0.0012(11) 0.0048(8) 0.0009(12) C24 0.0271(13) 0.0191(13) 0.0239(13) -0.0041(10) -0.0014(10) -0.0074(11) C6 0.0192(12) 0.0251(14) 0.0303(14) -0.0003(10) 0.0060(11) 0.0019(12) C7 0.0172(11) 0.0249(15) 0.0211(12) -0.0004(10) 0.0053(9) -0.0024(10) C3 0.0183(12) 0.0284(15) 0.0259(14) -0.0027(11) 0.0029(10) -0.0057(12) C9 0.0150(11) 0.0235(13) 0.0214(12) -0.0020(10) 0.0013(9) -0.0019(11) C21 0.0296(14) 0.0221(13) 0.0204(12) 0.0080(11) 0.0075(10) -0.0036(11) C8 0.0116(11) 0.0206(13) 0.0228(12) -0.0050(9) 0.0033(9) 0.0004(10) C15 0.0195(12) 0.0219(13) 0.0262(13) -0.0017(10) 0.0042(10) 0.0035(11) C20 0.0179(12) 0.0281(14) 0.0191(12) 0.0040(11) 0.0015(9) 0.0005(11) C18 0.0339(16) 0.0253(14) 0.0378(17) 0.0058(12) 0.0038(13) -0.0067(13) C11 0.0200(12) 0.0133(12) 0.0366(15) 0.0015(10) 0.0023(11) 0.0017(11) C17 0.0201(12) 0.0198(13) 0.0270(13) -0.0016(10) 0.0078(10) -0.0029(11) C16 0.0220(12) 0.0169(12) 0.0341(15) 0.0013(10) 0.0075(11) 0.0051(11) C25 0.0293(13) 0.0214(13) 0.0287(14) -0.0070(11) -0.0022(11) -0.0069(12) C19 0.0453(17) 0.0285(15) 0.0291(15) -0.0004(13) 0.0009(12) 0.0059(13) C14 0.0212(12) 0.0211(12) 0.0213(12) -0.0036(10) 0.0040(10) -0.0020(11) C27 0.0357(16) 0.0347(17) 0.0532(19) -0.0089(14) 0.0177(14) -0.0200(16) C22 0.060(2) 0.0369(18) 0.0277(16) 0.0173(15) 0.0083(14) 0.0073(14) C28 0.0581(19) 0.0311(16) 0.0350(16) -0.0051(14) 0.0216(14) -0.0096(14) C23 0.0240(12) 0.0307(17) 0.0206(12) -0.0031(11) -0.0018(9) -0.0011(11) C10 0.0157(11) 0.0217(13) 0.0294(14) 0.0004(10) 0.0032(10) -0.0012(11) C29 0.0425(15) 0.0247(15) 0.0268(13) -0.0004(13) 0.0052(11) -0.0055(13) C26 0.0266(14) 0.0257(15) 0.0488(18) -0.0028(11) -0.0031(13) -0.0121(14) loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source _atom_type_scat_dispersion_source C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870 51.65120 0.215599998832 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)' 'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2' F 0.01794 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150 26.14760 0.277599990368 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)' 'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2' H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236 57.79970 0.0030380000826 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)' 'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2' Mn 0.34779 0.73263 11.28190 7.35730 3.01930 2.24410 5.34090 0.34320 17.86740 83.75430 1.089599967 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)' 'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2' O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390 32.90890 0.250800013542 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)' 'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2' N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750 0.58260 -11.5290002823 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)' 'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle N5 Mn1 N4 79.05(8) N2 Mn1 N4 84.93(7) N2 Mn1 N5 85.57(7) C1 Mn1 N4 94.44(9) C1 Mn1 N5 92.17(9) C1 Mn1 N2 177.73(10) C2 Mn1 N4 175.01(10) C2 Mn1 N5 96.19(10) C2 Mn1 N2 93.27(9) C2 Mn1 C1 87.18(11) C3 Mn1 N4 96.45(10) C3 Mn1 N5 174.95(10) C3 Mn1 N2 91.78(9) C3 Mn1 C1 90.46(11) C3 Mn1 C2 88.25(12) C22 O6 C21 115.4(2) C20 N6 C7 121.7(2) C12 N4 Mn1 126.44(17) C8 N4 Mn1 115.76(16) C8 N4 C12 117.8(2) C4 N1 N2 106.20(19) C13 N5 Mn1 115.30(16) C17 N5 Mn1 126.26(17) C17 N5 C13 118.0(2) C4 C5 N3 108.5(2) C6 C5 N3 120.8(2) C6 C5 C4 130.6(2) N1 N2 Mn1 123.99(14) N3 N2 Mn1 123.42(14) N3 N2 N1 112.40(17) N2 N3 C5 105.20(18) C11 C12 N4 122.9(2) C5 C4 N1 107.7(2) C7 C4 N1 121.2(2) C7 C4 C5 131.1(2) O1 C1 Mn1 174.8(2) O2 C2 Mn1 177.3(2) C8 C13 N5 114.8(2) C14 C13 N5 120.7(2) C14 C13 C8 124.5(2) C23 C24 C25 120.9(2) C29 C24 C25 118.1(2) C29 C24 C23 120.9(2) F2 C6 F1 106.30(19) F3 C6 F1 105.9(2) F3 C6 F2 106.39(19) C5 C6 F1 112.0(2) C5 C6 F2 113.0(2) C5 C6 F3 112.7(2) N6 C7 O4 123.3(2) C4 C7 O4 122.4(2) C4 C7 N6 114.2(2) O3 C3 Mn1 177.3(2) C10 C9 C8 120.6(2) O6 C21 O5 125.2(2) C20 C21 O5 124.4(2) C20 C21 O6 110.4(2) C13 C8 N4 114.7(2) C9 C8 N4 121.5(2) C9 C8 C13 123.7(2) C19 C15 C16 121.6(2) C14 C15 C16 116.6(2) C14 C15 C19 121.9(2) C21 C20 N6 107.5(2) C23 C20 N6 111.9(2) C23 C20 C21 111.07(19) C10 C11 C12 120.3(2) C16 C17 N5 123.6(2) C17 C16 C15 119.8(2) C26 C25 C24 120.7(3) C15 C14 C13 121.4(2) C26 C27 C28 119.8(3) C29 C28 C27 120.2(3) C20 C23 C24 112.72(19) C18 C10 C9 121.5(2) C11 C10 C9 116.8(2) C11 C10 C18 121.7(2) C28 C29 C24 121.1(3) C27 C26 C25 120.1(3) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance Mn1 N4 2.0362(19) Mn1 N5 2.032(2) Mn1 N2 2.0368(18) Mn1 C1 1.811(2) Mn1 C2 1.792(3) Mn1 C3 1.802(3) F1 C6 1.339(3) F2 C6 1.334(3) F3 C6 1.345(3) O5 C21 1.199(3) O1 C1 1.136(3) O4 C7 1.219(3) O6 C21 1.326(3) O6 C22 1.440(3) N6 C7 1.343(3) N6 C20 1.440(3) N4 C12 1.335(3) N4 C8 1.346(3) N1 N2 1.320(2) N1 C4 1.334(3) O3 C3 1.142(3) N5 C13 1.356(3) N5 C17 1.326(3) C5 N3 1.336(3) C5 C4 1.375(3) C5 C6 1.478(3) N2 N3 1.332(3) O2 C2 1.142(3) C12 C11 1.368(3) C4 C7 1.473(3) C13 C8 1.456(3) C13 C14 1.376(3) C24 C25 1.379(4) C24 C23 1.500(3) C24 C29 1.386(3) C9 C8 1.385(3) C9 C10 1.379(3) C21 C20 1.509(4) C15 C16 1.379(3) C15 C19 1.488(3) C15 C14 1.387(3) C20 C23 1.535(3) C18 C10 1.493(4) C11 C10 1.380(3) C17 C16 1.371(3) C25 C26 1.386(4) C27 C28 1.370(4) C27 C26 1.369(4) C28 C29 1.371(4)