#------------------------------------------------------------------------------ #$Date: 2014-09-08 12:27:54 +0300 (Mon, 08 Sep 2014) $ #$Revision: 123381 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/51/66/1516676.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_1516676 loop_ _publ_author_name 'Pulukkody, Randara' 'Kyran, Samuel J.' 'Drummond, Michael J.' 'Hsieh, Chung-Hung' 'Darensbourg, Donald J.' 'Darensbourg, Marcetta Y.' _publ_section_title ; Hammett correlations as test of mechanism of CO-induced disulfide elimination from dinitrosyl iron complexes ; _journal_issue 10 _journal_name_full 'Chemical Science' _journal_page_first 3795 _journal_paper_doi 10.1039/C4SC01523A _journal_volume 5 _journal_year 2014 _chemical_formula_moiety 'C28 H33 Fe N4 O2 S, 1(C3 H6)' _chemical_formula_sum 'C31 H39 Fe N4 O2 S' _chemical_formula_weight 587.57 _chemical_name_systematic ; ? ; _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _audit_creation_date 2014-06-07 _audit_creation_method ; Olex2 1.2-beta (compiled 2013.09.17 svn.r2790 for OlexSys, GUI svn.r4601) ; _cell_angle_alpha 90 _cell_angle_beta 93.720(2) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 16.745(3) _cell_length_b 8.1442(14) _cell_length_c 22.278(4) _cell_measurement_reflns_used 9926 _cell_measurement_temperature 110.15 _cell_measurement_theta_max 27.355 _cell_measurement_theta_min 2.438 _cell_volume 3031.8(9) _computing_data_reduction 'SAINT v8.27A (Bruker, 2012)' _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; SHELX, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _diffrn_ambient_temperature 110.15 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0548 _diffrn_reflns_av_unetI/netI 0.0416 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_number 35261 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.967 _diffrn_reflns_theta_min 1.832 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.600 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_correction_T_min 0.6600 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2012/1 (Bruker,2012) was used for absorption correction. wR2(int) was 0.0789 before and 0.0690 after correction. The Ratio of minimum to maximum transmission is 0.8852. The \l/2 correction factor is 0.0015. ; _exptl_crystal_colour purple _exptl_crystal_colour_primary brown _exptl_crystal_density_diffrn 1.287 _exptl_crystal_description block _exptl_crystal_F_000 1244 _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.08 _refine_diff_density_max 1.141 _refine_diff_density_min -0.616 _refine_diff_density_rms 0.069 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 357 _refine_ls_number_reflns 7279 _refine_ls_number_restraints 19 _refine_ls_restrained_S_all 1.033 _refine_ls_R_factor_all 0.0570 _refine_ls_R_factor_gt 0.0439 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0760P)^2^+1.5914P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1268 _refine_ls_wR_factor_ref 0.1378 _reflns_Friedel_coverage 0.000 _reflns_number_gt 5888 _reflns_number_total 7279 _reflns_threshold_expression 'I > 2\s(I)' _[local]_cod_data_source_file c4sc01523a2.cif _[local]_cod_data_source_block simesdnicsph_me_0m _cod_depositor_comments 'Adding full bibliography for 1516675--1516678.cif.' _cod_original_cell_volume 3031.7(9) _cod_database_code 1516676 _diffrn_reflns_laue_measured_fraction_full 0.997 _diffrn_reflns_laue_measured_fraction_max 0.997 _diffrn_reflns_point_group_measured_fraction_full 0.997 _diffrn_reflns_point_group_measured_fraction_max 0.997 _shelxl_version_number 2013-4 _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 0.954 _shelx_estimated_absorpt_t_min 0.795 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups At 1.5 times of: All C(H,H,H) groups 2. Restrained distances C2C-C1C = C3C-C2C = C5C-C4C = C6C-C5C = C6C-C4C_$1 = C6C_$1-C4C = C3C_$1-C1C = C3C-C1C_$1 1.54 with sigma of 0.005 C4C-C6C = C5C-C4C_$1 = C6C-C5C_$1 = C4C_$1-C6C_$1 = C5C_$1-C4C = C6C_$1-C5C 2.5 with sigma of 0.01 C3C-C2C_$1 2.5 with sigma of 0.005 C1C_$1-C3C_$1 2.5 with sigma of 0.005 C2C_$1-C1C 2.5 with sigma of 0.005 C3C_$1-C2C 2.5 with sigma of 0.005 C1C-C3C 2.5 with sigma of 0.005 3. Uiso/Uaniso restraints and constraints Uanis(C1C) = Uanis(C2C) = Uanis(C3C) = Uanis(C4C) = Uanis(C5C) = Uanis(C6C) 4. Others Sof(C4C)=Sof(H4CA)=Sof(H4CB)=Sof(C5C)=Sof(H5CA)=Sof(H5CB)=Sof(C6C)=Sof(H6CA)= Sof(H6CB)=1-FVAR(1) Sof(C1C)=Sof(H1CA)=Sof(H1CB)=Sof(C2C)=Sof(H2CA)=Sof(H2CB)=Sof(C3C)=Sof(H3CA)= Sof(H3CB)=FVAR(1) 5.a Secondary CH2 refined with riding coordinates: C2(H2A,H2B), C3(H3A,H3B), C1C(H1CA,H1CB), C2C(H2CA,H2CB), C3C(H3CA,H3CB), C4C(H4CA,H4CB), C5C(H5CA,H5CB), C6C(H6CA,H6CB) 5.b Aromatic/amide H refined with riding coordinates: C5(H5), C6(H6), C8(H8), C9(H9), C13(H13), C15(H15), C22(H22), C24(H24) 5.c Idealised Me refined as rotating group: C10(H10A,H10B,H10C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C19(H19A,H19B, H19C), C26(H26A,H26B,H26C), C27(H27A,H27B,H27C), C28(H28A,H28B,H28C) ; _shelx_res_file ; TITL sImesDNICSPh_Me_0m in P2(1)/c CELL 0.71073 16.7449 8.1442 22.2776 90 93.72 90 ZERR 4 0.0029 0.0014 0.0038 0 0.002 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H N O S Fe UNIT 124 156 16 8 4 4 EQIV $1 2-X,1-Y,2-Z DFIX 1.54 0.005 C2C C1C C3C C2C C5C C4C C6C C5C C6C C4C_$1 C6C_$1 C4C C3C_$1 = C1C C3C C1C_$1 DFIX 2.5 0.01 C4C C6C C5C C4C_$1 C6C C5C_$1 C4C_$1 C6C_$1 C5C_$1 C4C C6C_$1 C5C DFIX 2.5 0.005 C3C C2C_$1 DFIX 2.5 0.005 C1C_$1 C3C_$1 DFIX 2.5 0.005 C2C_$1 C1C DFIX 2.5 0.005 C3C_$1 C2C DFIX 2.5 0.005 C1C C3C EADP C1C > C6C L.S. 15 PLAN 10 SIZE 0.4 0.2 0.08 TEMP -163 FREE C2C C1C_$1 BOND $H HTAB CONF WPDB -1 CONF HTAB fmap 2 acta OMIT -1 1 3 OMIT -2 1 3 OMIT 3 0 2 OMIT 0 1 3 OMIT 2 0 4 OMIT -1 0 4 OMIT 1 1 5 OMIT -1 0 6 OMIT 0 1 5 OMIT -1 0 2 OMIT 4 1 3 OMIT 0 1 1 OMIT -1 1 1 OMIT 3 2 2 REM F:/SingleCrystals/Working/2014/sIMesFeNO2SPhMe/Bhuv/simesdnicsph_me_0 REM m.hkl WGHT 0.076000 1.591400 FVAR 0.11163 0.38856 FE1 6 0.681834 0.839716 0.824129 11.00000 0.02956 0.01637 = 0.02665 0.00189 -0.00165 -0.00344 N1 3 0.643225 0.768781 0.757881 11.00000 0.02923 0.01886 = 0.02966 0.00032 0.00493 -0.00058 N2 3 0.627194 0.802967 0.882937 11.00000 0.04522 0.02318 = 0.02834 0.00145 -0.00099 -0.00647 O1 4 0.605814 0.710041 0.717063 11.00000 0.05089 0.03643 = 0.02869 -0.00822 -0.00206 -0.00938 O2 4 0.579882 0.762331 0.916694 11.00000 0.06479 0.04930 = 0.03611 0.00468 0.01552 -0.01604 S1 5 0.803834 0.739530 0.849751 11.00000 0.03721 0.03081 = 0.05547 0.00171 -0.01558 -0.00044 C1 1 0.687895 1.090253 0.817487 11.00000 0.03060 0.02052 = 0.02588 0.00349 0.00067 -0.00424 C2 1 0.690410 1.357432 0.778311 11.00000 0.07836 0.01843 = 0.03512 0.00402 0.00437 -0.00682 AFIX 23 H2A 2 0.639759 1.406558 0.761384 11.00000 -1.20000 H2B 2 0.736019 1.413110 0.760782 11.00000 -1.20000 AFIX 0 C3 1 0.696905 1.367689 0.846740 11.00000 0.08945 0.01951 = 0.03484 -0.00041 0.01027 -0.01201 AFIX 23 H3A 2 0.749558 1.411521 0.861894 11.00000 -1.20000 H3B 2 0.653917 1.436837 0.861852 11.00000 -1.20000 AFIX 0 C4 1 0.851872 0.664206 0.787518 11.00000 0.02604 0.02494 = 0.06912 0.00201 -0.00899 -0.00577 C5 1 0.832267 0.709625 0.728244 11.00000 0.02922 0.03517 = 0.07209 0.01227 0.00791 0.00458 AFIX 43 H5 2 0.789252 0.783702 0.719503 11.00000 -1.20000 AFIX 0 C6 1 0.874414 0.648616 0.681904 11.00000 0.03587 0.04589 = 0.07850 0.01007 0.01861 0.00329 AFIX 43 H6 2 0.860535 0.682524 0.641775 11.00000 -1.20000 AFIX 0 C7 1 0.937395 0.537338 0.693270 11.00000 0.02896 0.04071 = 0.10341 -0.00558 0.01559 -0.00078 C8 1 0.956116 0.491484 0.751514 11.00000 0.02981 0.03905 = 0.10202 -0.00780 -0.01267 0.00513 AFIX 43 H8 2 0.998336 0.415409 0.760068 11.00000 -1.20000 AFIX 0 C9 1 0.915167 0.553124 0.797781 11.00000 0.03520 0.03673 = 0.08545 -0.00721 -0.02251 0.00361 AFIX 43 H9 2 0.930054 0.519728 0.837810 11.00000 -1.20000 AFIX 0 C10 1 0.980693 0.467531 0.640761 11.00000 0.05538 0.07551 = 0.13901 -0.00193 0.04484 0.01893 AFIX 137 H10A 2 1.035174 0.435619 0.654782 11.00000 -1.50000 H10B 2 0.982993 0.551047 0.609250 11.00000 -1.50000 H10C 2 0.951726 0.371085 0.624519 11.00000 -1.50000 AFIX 0 C11 1 0.685054 1.148910 0.926212 11.00000 0.04853 0.01911 = 0.02335 -0.00202 0.00246 -0.00541 C12 1 0.611352 1.148121 0.951321 11.00000 0.04547 0.02233 = 0.03385 0.00020 0.00593 0.00253 C13 1 0.609868 1.106045 1.011789 11.00000 0.05262 0.02694 = 0.03435 -0.00141 0.01381 0.00215 AFIX 43 H13 2 0.560118 1.105830 1.030004 11.00000 -1.20000 AFIX 0 C14 1 0.678642 1.064550 1.046139 11.00000 0.06062 0.02605 = 0.02527 -0.00434 0.00319 -0.00323 C15 1 0.750782 1.070732 1.019784 11.00000 0.04963 0.03586 = 0.02921 -0.00515 -0.00742 -0.00536 AFIX 43 H15 2 0.798426 1.044272 1.043269 11.00000 -1.20000 AFIX 0 C16 1 0.755919 1.114604 0.959763 11.00000 0.04320 0.02901 = 0.03122 -0.00658 0.00107 -0.00997 C17 1 0.535523 1.188484 0.914114 11.00000 0.05157 0.05242 = 0.05112 0.01590 0.00351 0.01467 AFIX 137 H17A 2 0.542046 1.293329 0.893406 11.00000 -1.50000 H17B 2 0.490977 1.196808 0.940393 11.00000 -1.50000 H17C 2 0.524233 1.101563 0.884345 11.00000 -1.50000 AFIX 0 C18 1 0.835714 1.125350 0.932876 11.00000 0.04346 0.06195 = 0.04803 -0.01036 0.00246 -0.01797 AFIX 137 H18A 2 0.835841 1.053490 0.897597 11.00000 -1.50000 H18B 2 0.877906 1.090681 0.962736 11.00000 -1.50000 H18C 2 0.845462 1.238889 0.920749 11.00000 -1.50000 AFIX 0 C19 1 0.674362 1.013295 1.111097 11.00000 0.08451 0.04300 = 0.02482 -0.00159 0.00385 -0.00511 AFIX 137 H19A 2 0.670348 0.893446 1.113430 11.00000 -1.50000 H19B 2 0.627225 1.063178 1.127575 11.00000 -1.50000 H19C 2 0.722741 1.050048 1.134382 11.00000 -1.50000 AFIX 0 C20 1 0.691828 1.116548 0.707146 11.00000 0.03734 0.01782 = 0.02398 0.00443 0.00073 -0.00285 C21 1 0.619021 1.086890 0.675205 11.00000 0.03838 0.02460 = 0.03313 0.00713 -0.00406 -0.00013 C22 1 0.620773 1.033734 0.615908 11.00000 0.05742 0.02960 = 0.03197 0.00446 -0.01205 -0.00497 AFIX 43 H22 2 0.571628 1.013317 0.593412 11.00000 -1.20000 AFIX 0 C23 1 0.691445 1.009822 0.588842 11.00000 0.07597 0.02608 = 0.02650 0.00359 0.00287 -0.00027 C24 1 0.762890 1.042086 0.622259 11.00000 0.05621 0.03244 = 0.04019 0.00750 0.01901 0.00424 AFIX 43 H24 2 0.812082 1.026281 0.604074 11.00000 -1.20000 AFIX 0 C25 1 0.764377 1.096667 0.681366 11.00000 0.03869 0.02585 = 0.03488 0.00818 0.00355 -0.00332 C26 1 0.842090 1.130924 0.716662 11.00000 0.03526 0.05701 = 0.06912 0.00652 0.00109 -0.01139 AFIX 137 H26A 2 0.844672 1.247399 0.727664 11.00000 -1.50000 H26B 2 0.886786 1.103986 0.692116 11.00000 -1.50000 H26C 2 0.845508 1.063733 0.753232 11.00000 -1.50000 AFIX 0 C27 1 0.540936 1.111507 0.703440 11.00000 0.03483 0.05071 = 0.05798 0.00763 -0.00197 0.00547 AFIX 137 H27A 2 0.542107 1.053034 0.741934 11.00000 -1.50000 H27B 2 0.497186 1.068627 0.676556 11.00000 -1.50000 H27C 2 0.532524 1.228937 0.710267 11.00000 -1.50000 AFIX 0 C28 1 0.691576 0.951002 0.524795 11.00000 0.12624 0.04837 = 0.02733 -0.00189 0.00719 0.00087 AFIX 137 H28A 2 0.712180 0.838429 0.524172 11.00000 -1.50000 H28B 2 0.725763 1.022842 0.502217 11.00000 -1.50000 H28C 2 0.636868 0.953438 0.506298 11.00000 -1.50000 AFIX 0 N3 3 0.687458 1.193353 0.863913 11.00000 0.05488 0.01752 = 0.02593 0.00157 0.00492 -0.00737 N4 3 0.692239 1.178212 0.767481 11.00000 0.04675 0.01753 = 0.02476 0.00209 0.00116 -0.00447 PART 1 C1C 1 0.935103 0.617138 1.009072 21.00000 0.11836 0.35339 = 0.15401 0.04425 -0.01450 -0.05257 AFIX 23 H1CA 2 0.890381 0.560920 0.986221 21.00000 -1.20000 H1CB 2 0.914500 0.720130 1.025911 21.00000 -1.20000 AFIX 0 C2C 1 1.002584 0.655562 0.967360 21.00000 0.11836 0.35339 = 0.15401 0.04425 -0.01450 -0.05257 AFIX 23 H2CA 2 0.982828 0.731784 0.935111 21.00000 -1.20000 H2CB 2 1.047955 0.708565 0.990579 21.00000 -1.20000 AFIX 0 C3C 1 1.030190 0.494467 0.939803 21.00000 0.11836 0.35339 = 0.15401 0.04425 -0.01450 -0.05257 AFIX 23 H3CA 2 1.071505 0.517041 0.911054 21.00000 -1.20000 H3CB 2 0.984403 0.439450 0.917799 21.00000 -1.20000 AFIX 0 PART 0 PART 2 C4C 1 0.971540 0.662928 0.979908 -21.00000 0.11836 0.35339 = 0.15401 0.04425 -0.01450 -0.05257 AFIX 23 H4CA 2 0.975276 0.784236 0.979572 -21.00000 -1.20000 H4CB 2 0.925780 0.629195 0.952285 -21.00000 -1.20000 AFIX 0 C5C 1 1.049389 0.586368 0.960329 -21.00000 0.11836 0.35339 = 0.15401 0.04425 -0.01450 -0.05257 AFIX 23 H5CA 2 1.094138 0.614293 0.989789 -21.00000 -1.20000 H5CB 2 1.061910 0.630719 0.920644 -21.00000 -1.20000 AFIX 0 C6C 1 1.039701 0.399115 0.956373 -21.00000 0.11836 0.35339 = 0.15401 0.04425 -0.01450 -0.05257 AFIX 23 H6CA 2 0.992598 0.370358 0.929254 -21.00000 -1.20000 H6CB 2 1.087814 0.348705 0.940473 -21.00000 -1.20000 AFIX 0 HKLF 4 REM sImesDNICSPh_Me_0m in P2(1)/c REM R1 = 0.0439 for 5888 Fo > 4sig(Fo) and 0.0570 for all 7279 data REM 357 parameters refined using 19 restraints END WGHT 0.0760 1.5853 REM Instructions for potential hydrogen bonds EQIV $2 x, y+1, z HTAB C3 S1_$2 HTAB C5 N1 REM Highest difference peak 1.141, deepest hole -0.616, 1-sigma level 0.069 Q1 1 1.0399 0.5625 0.9686 11.00000 0.05 1.14 Q2 1 0.8206 0.7294 0.8092 11.00000 0.05 0.59 Q3 1 0.9619 0.5336 0.9879 11.00000 0.05 0.59 Q4 1 1.0128 0.4393 0.9855 11.00000 0.05 0.51 Q5 1 0.8997 0.5814 0.9995 11.00000 0.05 0.33 Q6 1 0.6823 1.1618 0.8976 11.00000 0.05 0.32 Q7 1 0.6494 1.0969 1.0406 11.00000 0.05 0.31 Q8 1 0.6519 0.7624 0.8604 11.00000 0.05 0.30 Q9 1 0.7219 1.0960 0.9387 11.00000 0.05 0.30 Q10 1 0.7162 0.8405 0.7986 11.00000 0.05 0.29 ; _shelx_res_checksum 53607 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -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_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 Fe1 Fe 0.68183(2) 0.83972(3) 0.82413(2) 0.02435(10) Uani 1 1 d . . . . . N1 N 0.64322(10) 0.76878(19) 0.75788(8) 0.0258(3) Uani 1 1 d . . . . . N2 N 0.62719(12) 0.8030(2) 0.88294(8) 0.0324(4) Uani 1 1 d . . . . . O1 O 0.60581(10) 0.7100(2) 0.71706(7) 0.0389(4) Uani 1 1 d . . . . . O2 O 0.57988(12) 0.7623(2) 0.91669(8) 0.0495(5) Uani 1 1 d . . . . . S1 S 0.80383(4) 0.73953(7) 0.84975(3) 0.04197(16) Uani 1 1 d . . . . . C1 C 0.68789(11) 1.0903(2) 0.81749(8) 0.0257(4) Uani 1 1 d . . . . . C2 C 0.69041(19) 1.3574(3) 0.77831(11) 0.0439(6) Uani 1 1 d . . . . . H2A H 0.6398 1.4066 0.7614 0.053 Uiso 1 1 calc R U . . . H2B H 0.7360 1.4131 0.7608 0.053 Uiso 1 1 calc R U . . . C3 C 0.6969(2) 1.3677(3) 0.84674(11) 0.0477(7) Uani 1 1 d . . . . . H3A H 0.7496 1.4115 0.8619 0.057 Uiso 1 1 calc R U . . . H3B H 0.6539 1.4368 0.8619 0.057 Uiso 1 1 calc R U . . . C4 C 0.85187(13) 0.6642(3) 0.78752(13) 0.0406(6) Uani 1 1 d . . . . . C5 C 0.83227(14) 0.7096(3) 0.72824(13) 0.0453(6) Uani 1 1 d . . . . . H5 H 0.7893 0.7837 0.7195 0.054 Uiso 1 1 calc R U . . . C6 C 0.87441(16) 0.6486(3) 0.68190(16) 0.0528(7) Uani 1 1 d . . . . . H6 H 0.8605 0.6825 0.6418 0.063 Uiso 1 1 calc R U . . . C7 C 0.93739(15) 0.5373(3) 0.69327(17) 0.0572(8) Uani 1 1 d . . . . . C8 C 0.95612(15) 0.4915(3) 0.75151(17) 0.0577(8) Uani 1 1 d . . . . . H8 H 0.9983 0.4154 0.7601 0.069 Uiso 1 1 calc R U . . . C9 C 0.91517(15) 0.5531(3) 0.79778(15) 0.0536(7) Uani 1 1 d . . . . . H9 H 0.9301 0.5197 0.8378 0.064 Uiso 1 1 calc R U . . . C10 C 0.9807(2) 0.4675(5) 0.6408(2) 0.0883(13) Uani 1 1 d . . . . . H10A H 1.0352 0.4356 0.6548 0.132 Uiso 1 1 calc R U . . . H10B H 0.9830 0.5510 0.6093 0.132 Uiso 1 1 calc R U . . . H10C H 0.9517 0.3711 0.6245 0.132 Uiso 1 1 calc R U . . . C11 C 0.68505(14) 1.1489(2) 0.92621(9) 0.0303(4) Uani 1 1 d . . . . . C12 C 0.61135(15) 1.1481(2) 0.95132(10) 0.0337(5) Uani 1 1 d . . . . . C13 C 0.60987(15) 1.1060(3) 1.01179(10) 0.0375(5) Uani 1 1 d . . . . . H13 H 0.5601 1.1058 1.0300 0.045 Uiso 1 1 calc R U . . . C14 C 0.67864(15) 1.0645(3) 1.04614(9) 0.0373(5) Uani 1 1 d . . . . . C15 C 0.75078(15) 1.0707(3) 1.01978(10) 0.0387(5) Uani 1 1 d . . . . . H15 H 0.7984 1.0443 1.0433 0.046 Uiso 1 1 calc R U . . . C16 C 0.75592(14) 1.1146(3) 0.95976(10) 0.0345(5) Uani 1 1 d . . . . . C17 C 0.53552(17) 1.1885(4) 0.91411(13) 0.0517(7) Uani 1 1 d . . . . . H17A H 0.5420 1.2933 0.8934 0.078 Uiso 1 1 calc R U . . . H17B H 0.4910 1.1968 0.9404 0.078 Uiso 1 1 calc R U . . . H17C H 0.5242 1.1016 0.8843 0.078 Uiso 1 1 calc R U . . . C18 C 0.83571(16) 1.1253(4) 0.93288(13) 0.0512(7) Uani 1 1 d . . . . . H18A H 0.8358 1.0535 0.8976 0.077 Uiso 1 1 calc R U . . . H18B H 0.8779 1.0907 0.9627 0.077 Uiso 1 1 calc R U . . . H18C H 0.8455 1.2389 0.9207 0.077 Uiso 1 1 calc R U . . . C19 C 0.6744(2) 1.0133(3) 1.11110(10) 0.0508(7) Uani 1 1 d . . . . . H19A H 0.6703 0.8934 1.1134 0.076 Uiso 1 1 calc R U . . . H19B H 0.6272 1.0632 1.1276 0.076 Uiso 1 1 calc R U . . . H19C H 0.7227 1.0500 1.1344 0.076 Uiso 1 1 calc R U . . . C20 C 0.69183(13) 1.1165(2) 0.70715(9) 0.0264(4) Uani 1 1 d . . . . . C21 C 0.61902(13) 1.0869(3) 0.67520(10) 0.0323(4) Uani 1 1 d . . . . . C22 C 0.62077(16) 1.0337(3) 0.61591(10) 0.0403(5) Uani 1 1 d . . . . . H22 H 0.5716 1.0133 0.5934 0.048 Uiso 1 1 calc R U . . . C23 C 0.69145(18) 1.0098(3) 0.58884(10) 0.0429(6) Uani 1 1 d . . . . . C24 C 0.76289(16) 1.0421(3) 0.62226(11) 0.0423(6) Uani 1 1 d . . . . . H24 H 0.8121 1.0263 0.6041 0.051 Uiso 1 1 calc R U . . . C25 C 0.76438(13) 1.0967(3) 0.68137(10) 0.0331(5) Uani 1 1 d . . . . . C26 C 0.84209(16) 1.1309(4) 0.71666(15) 0.0539(7) Uani 1 1 d . . . . . H26A H 0.8447 1.2474 0.7277 0.081 Uiso 1 1 calc R U . . . H26B H 0.8868 1.1040 0.6921 0.081 Uiso 1 1 calc R U . . . H26C H 0.8455 1.0637 0.7532 0.081 Uiso 1 1 calc R U . . . C27 C 0.54094(15) 1.1115(4) 0.70344(13) 0.0481(6) Uani 1 1 d . . . . . H27A H 0.5421 1.0530 0.7419 0.072 Uiso 1 1 calc R U . . . H27B H 0.4972 1.0686 0.6766 0.072 Uiso 1 1 calc R U . . . H27C H 0.5325 1.2289 0.7103 0.072 Uiso 1 1 calc R U . . . C28 C 0.6916(3) 0.9510(4) 0.52480(12) 0.0672(9) Uani 1 1 d . . . . . H28A H 0.7122 0.8384 0.5242 0.101 Uiso 1 1 calc R U . . . H28B H 0.7258 1.0228 0.5022 0.101 Uiso 1 1 calc R U . . . H28C H 0.6369 0.9534 0.5063 0.101 Uiso 1 1 calc R U . . . N3 N 0.68746(12) 1.1934(2) 0.86391(8) 0.0327(4) Uani 1 1 d . . . . . N4 N 0.69224(12) 1.1782(2) 0.76748(8) 0.0297(4) Uani 1 1 d . . . . . C1C C 0.9351(8) 0.6171(19) 1.0091(9) 0.210(4) Uani 0.389(10) 1 d D . P A 1 H1CA H 0.8904 0.5609 0.9862 0.252 Uiso 0.389(10) 1 calc R U P A 1 H1CB H 0.9145 0.7201 1.0259 0.252 Uiso 0.389(10) 1 calc R U P A 1 C2C C 1.0026(11) 0.6556(14) 0.9674(8) 0.210(4) Uani 0.389(10) 1 d D . P A 1 H2CA H 0.9828 0.7318 0.9351 0.252 Uiso 0.389(10) 1 calc R U P A 1 H2CB H 1.0480 0.7086 0.9906 0.252 Uiso 0.389(10) 1 calc R U P A 1 C3C C 1.0302(10) 0.494(3) 0.9398(4) 0.210(4) Uani 0.389(10) 1 d D . P A 1 H3CA H 1.0715 0.5170 0.9111 0.252 Uiso 0.389(10) 1 calc R U P A 1 H3CB H 0.9844 0.4395 0.9178 0.252 Uiso 0.389(10) 1 calc R U P A 1 C4C C 0.9715(7) 0.6629(10) 0.9799(6) 0.210(4) Uani 0.611(10) 1 d D . P A 2 H4CA H 0.9753 0.7842 0.9796 0.252 Uiso 0.611(10) 1 calc R U P A 2 H4CB H 0.9258 0.6292 0.9523 0.252 Uiso 0.611(10) 1 calc R U P A 2 C5C C 1.0494(6) 0.5864(15) 0.9603(5) 0.210(4) Uani 0.611(10) 1 d D . P A 2 H5CA H 1.0941 0.6143 0.9898 0.252 Uiso 0.611(10) 1 calc R U P A 2 H5CB H 1.0619 0.6307 0.9206 0.252 Uiso 0.611(10) 1 calc R U P A 2 C6C C 1.0397(6) 0.3991(15) 0.9564(4) 0.210(4) Uani 0.611(10) 1 d D . P A 2 H6CA H 0.9926 0.3704 0.9293 0.252 Uiso 0.611(10) 1 calc R U P A 2 H6CB H 1.0878 0.3487 0.9405 0.252 Uiso 0.611(10) 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 Fe1 0.02956(17) 0.01637(15) 0.02665(16) 0.00189(10) -0.00165(11) -0.00344(10) N1 0.0292(8) 0.0189(8) 0.0297(8) 0.0003(6) 0.0049(7) -0.0006(6) N2 0.0452(10) 0.0232(8) 0.0283(9) 0.0015(7) -0.0010(8) -0.0065(7) O1 0.0509(10) 0.0364(8) 0.0287(8) -0.0082(7) -0.0021(7) -0.0094(7) O2 0.0648(12) 0.0493(11) 0.0361(9) 0.0047(8) 0.0155(8) -0.0160(9) S1 0.0372(3) 0.0308(3) 0.0555(4) 0.0017(3) -0.0156(3) -0.0004(2) C1 0.0306(10) 0.0205(9) 0.0259(9) 0.0035(7) 0.0007(8) -0.0042(7) C2 0.0784(18) 0.0184(10) 0.0351(12) 0.0040(8) 0.0044(12) -0.0068(10) C3 0.089(2) 0.0195(10) 0.0348(12) -0.0004(9) 0.0103(12) -0.0120(11) C4 0.0260(10) 0.0249(11) 0.0691(17) 0.0020(10) -0.0090(10) -0.0058(8) C5 0.0292(11) 0.0352(12) 0.0721(18) 0.0123(12) 0.0079(11) 0.0046(9) C6 0.0359(13) 0.0459(15) 0.078(2) 0.0101(14) 0.0186(13) 0.0033(11) C7 0.0290(12) 0.0407(14) 0.103(3) -0.0056(15) 0.0156(14) -0.0008(10) C8 0.0298(12) 0.0390(14) 0.102(3) -0.0078(15) -0.0127(14) 0.0051(10) C9 0.0352(12) 0.0367(13) 0.085(2) -0.0072(13) -0.0225(13) 0.0036(10) C10 0.0554(19) 0.076(2) 0.139(4) -0.002(2) 0.045(2) 0.0189(17) C11 0.0485(12) 0.0191(9) 0.0233(9) -0.0020(7) 0.0025(9) -0.0054(8) C12 0.0455(12) 0.0223(10) 0.0338(11) 0.0002(8) 0.0059(9) 0.0025(9) C13 0.0526(14) 0.0269(10) 0.0344(11) -0.0014(9) 0.0138(10) 0.0022(10) C14 0.0606(15) 0.0260(10) 0.0253(10) -0.0043(8) 0.0032(10) -0.0032(10) C15 0.0496(13) 0.0359(12) 0.0292(11) -0.0052(9) -0.0074(10) -0.0054(10) C16 0.0432(12) 0.0290(10) 0.0312(11) -0.0066(8) 0.0011(9) -0.0100(9) C17 0.0516(15) 0.0524(16) 0.0511(15) 0.0159(13) 0.0035(12) 0.0147(12) C18 0.0435(14) 0.0619(17) 0.0480(15) -0.0104(13) 0.0025(11) -0.0180(13) C19 0.085(2) 0.0430(14) 0.0248(11) -0.0016(10) 0.0039(12) -0.0051(13) C20 0.0373(11) 0.0178(8) 0.0240(9) 0.0044(7) 0.0007(8) -0.0029(8) C21 0.0384(11) 0.0246(10) 0.0331(11) 0.0071(8) -0.0041(9) -0.0001(8) C22 0.0574(15) 0.0296(11) 0.0320(11) 0.0045(9) -0.0120(10) -0.0050(10) C23 0.0760(18) 0.0261(11) 0.0265(11) 0.0036(8) 0.0029(11) -0.0003(11) C24 0.0562(14) 0.0324(12) 0.0402(12) 0.0075(10) 0.0190(11) 0.0042(10) C25 0.0387(11) 0.0259(10) 0.0349(11) 0.0082(8) 0.0036(9) -0.0033(9) C26 0.0353(13) 0.0570(17) 0.0691(19) 0.0065(14) 0.0011(12) -0.0114(12) C27 0.0348(12) 0.0507(15) 0.0580(16) 0.0076(13) -0.0020(11) 0.0055(11) C28 0.126(3) 0.0484(16) 0.0273(12) -0.0019(11) 0.0072(15) 0.0009(17) N3 0.0549(12) 0.0175(8) 0.0259(9) 0.0016(6) 0.0049(8) -0.0074(7) N4 0.0468(10) 0.0175(8) 0.0248(8) 0.0021(6) 0.0012(7) -0.0045(7) C1C 0.118(5) 0.353(12) 0.154(5) 0.044(7) -0.015(4) -0.053(7) C2C 0.118(5) 0.353(12) 0.154(5) 0.044(7) -0.015(4) -0.053(7) C3C 0.118(5) 0.353(12) 0.154(5) 0.044(7) -0.015(4) -0.053(7) C4C 0.118(5) 0.353(12) 0.154(5) 0.044(7) -0.015(4) -0.053(7) C5C 0.118(5) 0.353(12) 0.154(5) 0.044(7) -0.015(4) -0.053(7) C6C 0.118(5) 0.353(12) 0.154(5) 0.044(7) -0.015(4) -0.053(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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 '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 N1 Fe1 S1 113.11(6) . . N1 Fe1 C1 107.33(8) . . N2 Fe1 N1 115.39(9) . . N2 Fe1 S1 105.75(7) . . N2 Fe1 C1 105.48(8) . . C1 Fe1 S1 109.43(6) . . O1 N1 Fe1 168.64(16) . . O2 N2 Fe1 167.84(17) . . C4 S1 Fe1 112.50(8) . . N3 C1 Fe1 124.66(14) . . N4 C1 Fe1 127.04(15) . . N4 C1 N3 108.30(17) . . H2A C2 H2B 109.2 . . C3 C2 H2A 111.3 . . C3 C2 H2B 111.3 . . N4 C2 H2A 111.3 . . N4 C2 H2B 111.3 . . N4 C2 C3 102.49(17) . . C2 C3 H3A 111.4 . . C2 C3 H3B 111.4 . . H3A C3 H3B 109.3 . . N3 C3 C2 101.77(17) . . N3 C3 H3A 111.4 . . N3 C3 H3B 111.4 . . C5 C4 S1 124.36(18) . . C5 C4 C9 117.2(3) . . C9 C4 S1 118.5(2) . . C4 C5 H5 119.5 . . C6 C5 C4 120.9(2) . . C6 C5 H5 119.5 . . C5 C6 H6 119.6 . . C5 C6 C7 120.9(3) . . C7 C6 H6 119.6 . . C6 C7 C10 119.5(3) . . C8 C7 C6 118.2(3) . . C8 C7 C10 122.3(3) . . C7 C8 H8 119.4 . . C7 C8 C9 121.3(3) . . C9 C8 H8 119.4 . . C4 C9 H9 119.2 . . C8 C9 C4 121.6(3) . . C8 C9 H9 119.2 . . C7 C10 H10A 109.5 . . C7 C10 H10B 109.5 . . C7 C10 H10C 109.5 . . H10A C10 H10B 109.5 . . H10A C10 H10C 109.5 . . H10B C10 H10C 109.5 . . C12 C11 C16 122.2(2) . . C12 C11 N3 118.1(2) . . C16 C11 N3 119.6(2) . . C11 C12 C13 117.6(2) . . C11 C12 C17 121.1(2) . . C13 C12 C17 121.3(2) . . C12 C13 H13 119.0 . . C14 C13 C12 122.0(2) . . C14 C13 H13 119.0 . . C13 C14 C19 120.5(2) . . C15 C14 C13 118.5(2) . . C15 C14 C19 121.0(2) . . C14 C15 H15 119.0 . . C14 C15 C16 122.0(2) . . C16 C15 H15 119.0 . . C11 C16 C15 117.7(2) . . C11 C16 C18 121.6(2) . . C15 C16 C18 120.7(2) . . C12 C17 H17A 109.5 . . C12 C17 H17B 109.5 . . C12 C17 H17C 109.5 . . H17A C17 H17B 109.5 . . H17A C17 H17C 109.5 . . H17B C17 H17C 109.5 . . C16 C18 H18A 109.5 . . C16 C18 H18B 109.5 . . C16 C18 H18C 109.5 . . H18A C18 H18B 109.5 . . H18A C18 H18C 109.5 . . H18B C18 H18C 109.5 . . C14 C19 H19A 109.5 . . C14 C19 H19B 109.5 . . C14 C19 H19C 109.5 . . H19A C19 H19B 109.5 . . H19A C19 H19C 109.5 . . H19B C19 H19C 109.5 . . C21 C20 N4 119.37(19) . . C25 C20 C21 121.99(19) . . C25 C20 N4 118.55(19) . . C20 C21 C22 117.9(2) . . C20 C21 C27 121.4(2) . . C22 C21 C27 120.8(2) . . C21 C22 H22 119.0 . . C23 C22 C21 122.1(2) . . C23 C22 H22 119.0 . . C22 C23 C24 118.2(2) . . C22 C23 C28 121.0(3) . . C24 C23 C28 120.9(3) . . C23 C24 H24 119.0 . . C25 C24 C23 122.0(2) . . C25 C24 H24 119.0 . . C20 C25 C24 117.9(2) . . C20 C25 C26 120.9(2) . . C24 C25 C26 121.2(2) . . C25 C26 H26A 109.5 . . C25 C26 H26B 109.5 . . C25 C26 H26C 109.5 . . H26A C26 H26B 109.5 . . H26A C26 H26C 109.5 . . H26B C26 H26C 109.5 . . C21 C27 H27A 109.5 . . C21 C27 H27B 109.5 . . C21 C27 H27C 109.5 . . H27A C27 H27B 109.5 . . H27A C27 H27C 109.5 . . H27B C27 H27C 109.5 . . C23 C28 H28A 109.5 . . C23 C28 H28B 109.5 . . C23 C28 H28C 109.5 . . H28A C28 H28B 109.5 . . H28A C28 H28C 109.5 . . H28B C28 H28C 109.5 . . C1 N3 C3 113.41(17) . . C1 N3 C11 126.34(17) . . C11 N3 C3 120.05(17) . . C1 N4 C2 113.06(17) . . C1 N4 C20 126.79(16) . . C20 N4 C2 119.94(17) . . H1CA C1C H1CB 108.4 . . C2C C1C H1CA 110.1 . . C2C C1C H1CB 110.1 . . C2C C1C C3C 108.0(4) . 3_767 C3C C1C H1CA 110.1 3_767 . C3C C1C H1CB 110.1 3_767 . C1C C2C H2CA 110.0 . . C1C C2C H2CB 110.0 . . H2CA C2C H2CB 108.3 . . C3C C2C C1C 108.6(4) . . C3C C2C H2CA 110.0 . . C3C C2C H2CB 110.0 . . C1C C3C H3CA 110.0 3_767 . C1C C3C H3CB 110.0 3_767 . C2C C3C C1C 108.5(5) . 3_767 C2C C3C H3CA 110.0 . . C2C C3C H3CB 110.0 . . H3CA C3C H3CB 108.4 . . H4CA C4C H4CB 108.6 . . C5C C4C H4CA 110.4 . . C5C C4C H4CB 110.4 . . C6C C4C H4CA 110.4 3_767 . C6C C4C H4CB 110.4 3_767 . C6C C4C C5C 106.7(5) 3_767 . C4C C5C H5CA 109.8 . . C4C C5C H5CB 109.8 . . C4C C5C C6C 109.4(6) . . H5CA C5C H5CB 108.3 . . C6C C5C H5CA 109.8 . . C6C C5C H5CB 109.8 . . C4C C6C C5C 107.1(5) 3_767 . C4C C6C H6CA 110.3 3_767 . C4C C6C H6CB 110.3 3_767 . C5C C6C H6CA 110.3 . . C5C C6C H6CB 110.3 . . H6CA C6C H6CB 108.6 . . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 Fe1 N1 1.6751(17) . Fe1 N2 1.6729(19) . Fe1 S1 2.2391(7) . Fe1 C1 2.049(2) . N1 O1 1.172(2) . N2 O2 1.175(2) . S1 C4 1.758(3) . C1 N3 1.333(3) . C1 N4 1.330(2) . C2 H2A 0.9900 . C2 H2B 0.9900 . C2 C3 1.524(3) . C2 N4 1.480(3) . C3 H3A 0.9900 . C3 H3B 0.9900 . C3 N3 1.482(3) . C4 C5 1.390(4) . C4 C9 1.401(3) . C5 H5 0.9500 . C5 C6 1.380(4) . C6 H6 0.9500 . C6 C7 1.401(4) . C7 C8 1.367(5) . C7 C10 1.526(5) . C8 H8 0.9500 . C8 C9 1.370(4) . C9 H9 0.9500 . C10 H10A 0.9800 . C10 H10B 0.9800 . C10 H10C 0.9800 . C11 C12 1.388(3) . C11 C16 1.389(3) . C11 N3 1.437(3) . C12 C13 1.392(3) . C12 C17 1.507(4) . C13 H13 0.9500 . C13 C14 1.383(4) . C14 C15 1.378(3) . C14 C19 1.512(3) . C15 H15 0.9500 . C15 C16 1.392(3) . C16 C18 1.502(3) . C17 H17A 0.9800 . C17 H17B 0.9800 . C17 H17C 0.9800 . C18 H18A 0.9800 . C18 H18B 0.9800 . C18 H18C 0.9800 . C19 H19A 0.9800 . C19 H19B 0.9800 . C19 H19C 0.9800 . C20 C21 1.392(3) . C20 C25 1.387(3) . C20 N4 1.434(3) . C21 C22 1.392(3) . C21 C27 1.501(3) . C22 H22 0.9500 . C22 C23 1.376(4) . C23 C24 1.392(4) . C23 C28 1.505(3) . C24 H24 0.9500 . C24 C25 1.388(3) . C25 C26 1.502(3) . C26 H26A 0.9800 . C26 H26B 0.9800 . C26 H26C 0.9800 . C27 H27A 0.9800 . C27 H27B 0.9800 . C27 H27C 0.9800 . C28 H28A 0.9800 . C28 H28B 0.9800 . C28 H28C 0.9800 . C1C H1CA 0.9900 . C1C H1CB 0.9900 . C1C C2C 1.541(5) . C1C C3C 1.541(4) 3_767 C2C H2CA 0.9900 . C2C H2CB 0.9900 . C2C C3C 1.533(5) . C3C C1C 1.541(4) 3_767 C3C H3CA 0.9900 . C3C H3CB 0.9900 . C4C H4CA 0.9900 . C4C H4CB 0.9900 . C4C C5C 1.534(5) . C4C C6C 1.530(4) 3_767 C5C H5CA 0.9900 . C5C H5CB 0.9900 . C5C C6C 1.536(5) . C6C C4C 1.530(4) 3_767 C6C H6CA 0.9900 . C6C H6CB 0.9900 . 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_4 Fe1 S1 C4 C5 21.3(2) . . Fe1 S1 C4 C9 -159.88(17) . . Fe1 C1 N3 C3 176.86(18) . . Fe1 C1 N3 C11 1.9(3) . . Fe1 C1 N4 C2 176.19(17) . . Fe1 C1 N4 C20 1.5(3) . . N1 Fe1 N2 O2 2.7(9) . . N2 Fe1 N1 O1 0.4(8) . . S1 Fe1 N1 O1 122.4(8) . . S1 Fe1 N2 O2 -123.1(9) . . S1 C4 C5 C6 178.1(2) . . S1 C4 C9 C8 -179.0(2) . . C1 Fe1 N1 O1 -116.8(8) . . C1 Fe1 N2 O2 121.0(9) . . C2 C3 N3 C1 8.5(3) . . C2 C3 N3 C11 -176.2(2) . . C3 C2 N4 C1 8.4(3) . . C3 C2 N4 C20 -176.5(2) . . C4 C5 C6 C7 0.9(4) . . C5 C4 C9 C8 0.0(4) . . C5 C6 C7 C8 -0.3(4) . . C5 C6 C7 C10 177.8(3) . . C6 C7 C8 C9 -0.5(4) . . C7 C8 C9 C4 0.7(4) . . C9 C4 C5 C6 -0.8(4) . . C10 C7 C8 C9 -178.5(3) . . C11 C12 C13 C14 -0.7(3) . . C12 C11 C16 C15 3.1(3) . . C12 C11 C16 C18 -176.4(2) . . C12 C11 N3 C1 -96.5(3) . . C12 C11 N3 C3 88.9(3) . . C12 C13 C14 C15 2.2(3) . . C12 C13 C14 C19 -177.7(2) . . C13 C14 C15 C16 -1.1(3) . . C14 C15 C16 C11 -1.5(3) . . C14 C15 C16 C18 178.1(2) . . C16 C11 C12 C13 -2.1(3) . . C16 C11 C12 C17 179.0(2) . . C16 C11 N3 C1 86.0(3) . . C16 C11 N3 C3 -88.7(3) . . C17 C12 C13 C14 178.3(2) . . C19 C14 C15 C16 178.8(2) . . C20 C21 C22 C23 0.2(3) . . C21 C20 C25 C24 -1.4(3) . . C21 C20 C25 C26 179.5(2) . . C21 C20 N4 C1 85.7(3) . . C21 C20 N4 C2 -88.7(3) . . C21 C22 C23 C24 -0.7(3) . . C21 C22 C23 C28 179.5(2) . . C22 C23 C24 C25 0.1(3) . . C23 C24 C25 C20 0.9(3) . . C23 C24 C25 C26 -180.0(2) . . C25 C20 C21 C22 0.8(3) . . C25 C20 C21 C27 -179.0(2) . . C25 C20 N4 C1 -97.7(3) . . C25 C20 N4 C2 87.9(3) . . C27 C21 C22 C23 -179.9(2) . . C28 C23 C24 C25 179.9(2) . . N3 C1 N4 C2 -3.3(3) . . N3 C1 N4 C20 -178.0(2) . . N3 C11 C12 C13 -179.54(18) . . N3 C11 C12 C17 1.5(3) . . N3 C11 C16 C15 -179.47(19) . . N3 C11 C16 C18 1.0(3) . . N4 C1 N3 C3 -3.6(3) . . N4 C1 N3 C11 -178.6(2) . . N4 C2 C3 N3 -9.2(3) . . N4 C20 C21 C22 177.32(18) . . N4 C20 C21 C27 -2.5(3) . . N4 C20 C25 C24 -177.89(18) . . N4 C20 C25 C26 2.9(3) . . C1C C2C C3C C1C -62.8(7) . 3_767 C3C C1C C2C C3C 62.4(7) 3_767 . C4C C5C C6C C4C -64.7(8) . 3_767 C6C C4C C5C C6C 64.5(8) 3_767 .