Supplementary Material (ESI) for Chemical Communications This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Sally Brooker' _publ_contact_author_email SBROOKER@CHEMISTRY.OTAGO.AC.NZ _publ_section_title ; Spin crossover in co-crystallised 2:1 cis:trans [FeII(pldpt)2(NCS2)] occurs only in the trans isomer ; loop_ _publ_author_name 'Sally Brooker' 'Guy N. L. Jameson' 'Jonathan A Kitchen' 'Jeffery Tallon' # Attachment 'jak293_2.cif' data_jak293_2 _database_code_depnum_ccdc_archive 'CCDC 759128' #TrackingRef 'jak293_2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34.67 H29.67 Fe N14 O2.17 S2' _chemical_formula_weight 797.03 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' S S 0.1246 0.1234 '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' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.3788(8) _cell_length_b 18.0665(17) _cell_length_c 18.9973(18) _cell_angle_alpha 87.501(4) _cell_angle_beta 82.316(4) _cell_angle_gamma 76.712(4) _cell_volume 2773.4(5) _cell_formula_units_Z 3 _cell_measurement_temperature 89(2) _cell_measurement_reflns_used 4440 _cell_measurement_theta_min 24.93 _cell_measurement_theta_max 2.317 _exptl_crystal_description Rod _exptl_crystal_colour Red _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.432 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1233 _exptl_absorpt_coefficient_mu 0.575 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.5091 _exptl_absorpt_correction_T_max 0.9663 _exptl_absorpt_process_details 'SCALE(Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 89(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Kappa Apex II area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 30644 _diffrn_reflns_av_R_equivalents 0.0733 _diffrn_reflns_av_sigmaI/netI 0.1220 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.16 _diffrn_reflns_theta_max 26.49 _reflns_number_total 11196 _reflns_number_gt 6448 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2006)' _computing_cell_refinement 'APEX2 & SAINT (Bruker, 2006)' _computing_data_reduction 'SAINT (Bruker, 2006)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Bruker, 2006)' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. All non-H ANIS except water oxygen O130. ISOR used on O120. All H calc and ride, except H atoms on water oxygens and methanol oxygen. These were found from the difference map and then fixed with U = 1.2x the atom to which they are attached. Two isomers present, cis and trans in a 2:1 ratio. Therefore three molecules in the unit cell; half of this in the asym unit. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0973P)^2^+1.7665P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11196 _refine_ls_number_parameters 732 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.1366 _refine_ls_R_factor_gt 0.0676 _refine_ls_wR_factor_ref 0.1978 _refine_ls_wR_factor_gt 0.1656 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.032 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.0000 0.0000 0.0000 0.0181(2) Uani 1 2 d S . . Fe2 Fe -0.44112(9) -0.38804(4) -0.32659(3) 0.01615(19) Uani 1 1 d . . . N1 N 0.1435(5) 0.0442(2) -0.0943(2) 0.0203(9) Uani 1 1 d . . . C1 C 0.2709(6) 0.0770(3) -0.0920(3) 0.0236(12) Uani 1 1 d . . . H1 H 0.3070 0.0815 -0.0474 0.028 Uiso 1 1 calc R . . N2 N -0.1106(5) -0.0226(2) -0.0915(2) 0.0201(9) Uani 1 1 d . . . C2 C 0.3524(7) 0.1047(3) -0.1528(3) 0.0292(13) Uani 1 1 d . . . H2 H 0.4423 0.1276 -0.1494 0.035 Uiso 1 1 calc R . . N3 N -0.2405(5) -0.0537(2) -0.1015(2) 0.0214(9) Uani 1 1 d . . . C3 C 0.3015(7) 0.0985(3) -0.2175(3) 0.0330(14) Uani 1 1 d . . . H3 H 0.3547 0.1179 -0.2592 0.040 Uiso 1 1 calc R . . N4 N -0.3354(5) -0.0962(2) -0.2727(2) 0.0280(11) Uani 1 1 d . . . C4 C 0.1718(7) 0.0636(3) -0.2217(3) 0.0301(13) Uani 1 1 d . . . H4 H 0.1360 0.0578 -0.2661 0.036 Uiso 1 1 calc R . . N5 N -0.1300(5) -0.0163(2) -0.2047(2) 0.0186(9) Uani 1 1 d . . . C5 C 0.0956(6) 0.0374(3) -0.1588(3) 0.0216(11) Uani 1 1 d . . . N6 N -0.1010(5) 0.0000(2) -0.2757(2) 0.0239(10) Uani 1 1 d . . . C6 C -0.0453(6) 0.0005(2) -0.1531(2) 0.0203(11) Uani 1 1 d . . . C7 C -0.2504(6) -0.0502(3) -0.1703(3) 0.0199(11) Uani 1 1 d . . . C8 C -0.3686(7) -0.0832(3) -0.2027(3) 0.0219(11) Uani 1 1 d . . . C9 C -0.4977(7) -0.1031(3) -0.1596(3) 0.0250(12) Uani 1 1 d . . . H9 H -0.5173 -0.0915 -0.1105 0.030 Uiso 1 1 calc R . . C10 C -0.5994(7) -0.1407(3) -0.1897(3) 0.0311(13) Uani 1 1 d . . . H10 H -0.6895 -0.1554 -0.1613 0.037 Uiso 1 1 calc R . . C11 C -0.5673(7) -0.1560(3) -0.2610(3) 0.0311(13) Uani 1 1 d . . . H11 H -0.6327 -0.1827 -0.2827 0.037 Uiso 1 1 calc R . . C12 C -0.4372(7) -0.1316(3) -0.3004(3) 0.0317(13) Uani 1 1 d . . . H12 H -0.4187 -0.1404 -0.3501 0.038 Uiso 1 1 calc R . . C13 C 0.0125(7) -0.0471(3) -0.3232(3) 0.0316(13) Uani 1 1 d . . . H13 H 0.0845 -0.0939 -0.3125 0.038 Uiso 1 1 calc R . . C14 C 0.0010(9) -0.0136(4) -0.3881(3) 0.0479(18) Uani 1 1 d . . . H14 H 0.0651 -0.0322 -0.4315 0.057 Uiso 1 1 calc R . . C15 C -0.1233(9) 0.0538(4) -0.3796(3) 0.0513(18) Uani 1 1 d . . . H15 H -0.1577 0.0883 -0.4167 0.062 Uiso 1 1 calc R . . C16 C -0.1867(7) 0.0618(3) -0.3096(3) 0.0315(13) Uani 1 1 d . . . H16 H -0.2722 0.1018 -0.2889 0.038 Uiso 1 1 calc R . . N21 N -0.2302(5) -0.3297(2) -0.3421(2) 0.0169(9) Uani 1 1 d . . . N22 N -0.4084(5) -0.3574(2) -0.2210(2) 0.0174(9) Uani 1 1 d . . . N23 N -0.4630(5) -0.3821(2) -0.15392(19) 0.0160(9) Uani 1 1 d . . . N24 N -0.2090(5) -0.4349(2) -0.0186(2) 0.0196(9) Uani 1 1 d . . . N25 N -0.2345(5) -0.3435(2) -0.14981(19) 0.0151(9) Uani 1 1 d . . . N26 N -0.1128(5) -0.3152(2) -0.12382(19) 0.0160(9) Uani 1 1 d . . . C21 C -0.1635(6) -0.3059(3) -0.4043(3) 0.0200(11) Uani 1 1 d . . . H21 H -0.2000 -0.3185 -0.4465 0.024 Uiso 1 1 calc R . . C22 C -0.0445(6) -0.2640(3) -0.4101(3) 0.0213(11) Uani 1 1 d . . . H22 H -0.0016 -0.2475 -0.4554 0.026 Uiso 1 1 calc R . . C23 C 0.0122(6) -0.2460(3) -0.3489(3) 0.0201(11) Uani 1 1 d . . . H23 H 0.0975 -0.2188 -0.3519 0.024 Uiso 1 1 calc R . . C24 C -0.0575(6) -0.2684(2) -0.2837(3) 0.0194(11) Uani 1 1 d . . . H24 H -0.0235 -0.2559 -0.2408 0.023 Uiso 1 1 calc R . . C25 C -0.1788(6) -0.3098(2) -0.2825(2) 0.0152(10) Uani 1 1 d . . . C26 C -0.2708(6) -0.3349(2) -0.2181(2) 0.0160(10) Uani 1 1 d . . . C27 C -0.3556(6) -0.3741(2) -0.1123(2) 0.0157(10) Uani 1 1 d . . . C28 C -0.3579(6) -0.4018(2) -0.0382(2) 0.0156(10) Uani 1 1 d . . . C29 C -0.5075(6) -0.3987(3) 0.0046(2) 0.0195(11) Uani 1 1 d . . . H29 H -0.6095 -0.3741 -0.0113 0.023 Uiso 1 1 calc R . . C30 C -0.5024(7) -0.4331(3) 0.0715(3) 0.0234(12) Uani 1 1 d . . . H30 H -0.6018 -0.4326 0.1023 0.028 Uiso 1 1 calc R . . C31 C -0.3511(7) -0.4680(3) 0.0929(3) 0.0236(12) Uani 1 1 d . . . H31 H -0.3447 -0.4917 0.1384 0.028 Uiso 1 1 calc R . . C32 C -0.2095(7) -0.4674(3) 0.0464(3) 0.0256(12) Uani 1 1 d . . . H32 H -0.1060 -0.4915 0.0613 0.031 Uiso 1 1 calc R . . C33 C -0.1388(6) -0.2399(2) -0.1044(2) 0.0168(11) Uani 1 1 d . . . H33 H -0.2418 -0.2042 -0.0965 0.020 Uiso 1 1 calc R . . C34 C 0.0132(6) -0.2275(3) -0.0990(3) 0.0204(11) Uani 1 1 d . . . H34 H 0.0355 -0.1811 -0.0858 0.024 Uiso 1 1 calc R . . C35 C 0.1332(6) -0.2962(3) -0.1167(2) 0.0215(11) Uani 1 1 d . . . H35 H 0.2494 -0.3034 -0.1174 0.026 Uiso 1 1 calc R . . C36 C 0.0536(6) -0.3494(3) -0.1321(2) 0.0178(11) Uani 1 1 d . . . H36 H 0.1026 -0.4003 -0.1459 0.021 Uiso 1 1 calc R . . N41 N -0.3354(5) -0.4562(2) -0.4271(2) 0.0174(9) Uani 1 1 d . . . C41 C -0.3646(6) -0.4334(3) -0.4931(2) 0.0206(11) Uani 1 1 d . . . H41 H -0.4284 -0.3834 -0.4996 0.025 Uiso 1 1 calc R . . N42 N -0.2979(5) -0.4984(2) -0.2948(2) 0.0180(9) Uani 1 1 d . . . C42 C -0.3082(7) -0.4778(3) -0.5521(3) 0.0242(12) Uani 1 1 d . . . H42 H -0.3339 -0.4594 -0.5978 0.029 Uiso 1 1 calc R . . N43 N -0.2683(5) -0.5317(2) -0.2292(2) 0.0183(9) Uani 1 1 d . . . C43 C -0.2125(7) -0.5504(3) -0.5429(3) 0.0302(13) Uani 1 1 d . . . H43 H -0.1688 -0.5823 -0.5827 0.036 Uiso 1 1 calc R . . N44 N -0.1524(5) -0.7251(2) -0.1892(2) 0.0227(10) Uani 1 1 d . . . C44 C -0.1816(7) -0.5756(3) -0.4759(3) 0.0258(12) Uani 1 1 d . . . H44 H -0.1179 -0.6254 -0.4686 0.031 Uiso 1 1 calc R . . C45 C -0.2444(6) -0.5277(3) -0.4190(2) 0.0192(11) Uani 1 1 d . . . N45 N -0.1530(5) -0.6137(2) -0.31394(19) 0.0179(9) Uani 1 1 d . . . N46 N -0.0417(5) -0.6751(2) -0.3464(2) 0.0190(9) Uani 1 1 d . . . C46 C -0.2263(6) -0.5474(2) -0.3447(2) 0.0169(10) Uani 1 1 d . . . C47 C -0.1798(6) -0.6005(3) -0.2416(2) 0.0179(11) Uani 1 1 d . . . C48 C -0.1198(6) -0.6557(3) -0.1862(2) 0.0186(11) Uani 1 1 d . . . C49 C -0.0455(7) -0.6333(3) -0.1329(3) 0.0256(12) Uani 1 1 d . . . H49 H -0.0275 -0.5833 -0.1329 0.031 Uiso 1 1 calc R . . C50 C 0.0025(7) -0.6846(3) -0.0791(3) 0.0289(13) Uani 1 1 d . . . H50 H 0.0552 -0.6708 -0.0420 0.035 Uiso 1 1 calc R . . C51 C -0.0283(7) -0.7557(3) -0.0811(3) 0.0255(12) Uani 1 1 d . . . H51 H 0.0036 -0.7926 -0.0454 0.031 Uiso 1 1 calc R . . C52 C -0.1060(7) -0.7731(3) -0.1355(3) 0.0296(13) Uani 1 1 d . . . H52 H -0.1284 -0.8224 -0.1352 0.036 Uiso 1 1 calc R . . C53 C 0.1242(7) -0.6777(3) -0.3639(3) 0.0263(12) Uani 1 1 d . . . H53 H 0.1805 -0.6395 -0.3554 0.032 Uiso 1 1 calc R . . C54 C 0.1912(8) -0.7453(3) -0.3955(3) 0.0374(15) Uani 1 1 d . . . H54 H 0.3043 -0.7635 -0.4134 0.045 Uiso 1 1 calc R . . C55 C 0.0632(8) -0.7842(3) -0.3975(3) 0.0378(15) Uani 1 1 d . . . H55 H 0.0758 -0.8329 -0.4172 0.045 Uiso 1 1 calc R . . C56 C -0.0795(8) -0.7404(3) -0.3667(3) 0.0306(14) Uani 1 1 d . . . H56 H -0.1852 -0.7523 -0.3602 0.037 Uiso 1 1 calc R . . N60 N -0.1793(6) 0.1023(2) 0.0090(2) 0.0231(10) Uani 1 1 d . . . C60 C -0.3030(7) 0.1434(3) -0.0025(3) 0.0207(11) Uani 1 1 d . . . S60 S -0.47251(18) 0.20229(8) -0.01817(8) 0.0323(4) Uani 1 1 d . . . N70 N -0.5593(5) -0.2976(2) -0.3862(2) 0.0232(10) Uani 1 1 d . . . C70 C -0.5999(7) -0.2539(3) -0.4301(3) 0.0261(12) Uani 1 1 d . . . S70 S -0.6593(2) -0.19291(12) -0.49240(11) 0.0692(7) Uani 1 1 d . . . N80 N -0.6508(5) -0.4277(2) -0.2968(2) 0.0219(10) Uani 1 1 d . . . C80 C -0.7601(6) -0.4574(3) -0.2804(2) 0.0172(11) Uani 1 1 d . . . S80 S -0.91555(17) -0.49771(7) -0.25937(7) 0.0267(3) Uani 1 1 d . . . O100 O -0.4217(5) -0.7662(2) -0.2470(2) 0.0450(11) Uani 1 1 d . . . H10X H -0.3353 -0.7468 -0.2539 0.054 Uiso 1 1 d . . . C101 C -0.5617(9) -0.7105(4) -0.2181(4) 0.0560(19) Uani 1 1 d . . . H10A H -0.5655 -0.7099 -0.1663 0.067 Uiso 1 1 calc R . . H10B H -0.6626 -0.7229 -0.2301 0.067 Uiso 1 1 calc R . . H10C H -0.5533 -0.6603 -0.2379 0.067 Uiso 1 1 calc R . . O110 O 0.5709(7) -1.0341(3) -0.5957(3) 0.0827(18) Uani 1 1 d . . . H11X H 0.5552 -1.0764 -0.6112 0.099 Uiso 1 1 d . . . H11Y H 0.6003 -1.0087 -0.6339 0.099 Uiso 1 1 d . . . O120 O 0.6775(8) -1.0532(4) -0.4798(3) 0.102(2) Uani 1 1 d U . . H12X H 0.6134 -1.0172 -0.4554 0.123 Uiso 1 1 d . . . H12Y H 0.6321 -1.0404 -0.5181 0.123 Uiso 1 1 d . . . O130 O -0.465(2) -0.6798(9) -0.3858(8) 0.039(4) Uiso 0.25 1 d P . . H13X H -0.4541 -0.7048 -0.3453 0.046 Uiso 0.25 1 d P . . H13Y H -0.3880 -0.7030 -0.4190 0.046 Uiso 0.25 1 d P . . 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 0.0237(6) 0.0096(5) 0.0214(5) 0.0006(4) -0.0032(4) -0.0046(4) Fe2 0.0199(4) 0.0135(3) 0.0154(4) 0.0011(3) -0.0009(3) -0.0055(3) N1 0.024(2) 0.010(2) 0.027(2) 0.0003(17) -0.0029(18) -0.0057(18) C1 0.023(3) 0.014(2) 0.033(3) -0.002(2) -0.002(2) -0.003(2) N2 0.025(2) 0.016(2) 0.022(2) 0.0027(17) -0.0057(18) -0.0077(19) C2 0.028(3) 0.024(3) 0.036(3) 0.002(2) 0.001(2) -0.011(3) N3 0.027(3) 0.015(2) 0.023(2) 0.0007(17) -0.0052(18) -0.0051(19) C3 0.041(4) 0.028(3) 0.032(3) 0.007(2) 0.002(3) -0.017(3) N4 0.028(3) 0.024(2) 0.030(3) -0.0075(19) -0.002(2) -0.002(2) C4 0.041(4) 0.026(3) 0.024(3) 0.003(2) -0.001(2) -0.012(3) N5 0.027(2) 0.014(2) 0.016(2) 0.0017(16) -0.0052(18) -0.0062(18) C5 0.026(3) 0.014(2) 0.027(3) -0.001(2) -0.003(2) -0.010(2) N6 0.035(3) 0.018(2) 0.022(2) 0.0047(18) -0.0035(19) -0.013(2) C6 0.031(3) 0.008(2) 0.022(3) 0.0019(19) -0.003(2) -0.005(2) C7 0.022(3) 0.014(2) 0.023(3) -0.004(2) 0.002(2) -0.004(2) C8 0.029(3) 0.011(2) 0.024(3) 0.000(2) -0.007(2) 0.001(2) C9 0.030(3) 0.022(3) 0.025(3) 0.005(2) -0.007(2) -0.010(2) C10 0.033(3) 0.022(3) 0.039(3) 0.001(2) -0.003(3) -0.008(3) C11 0.031(3) 0.021(3) 0.043(3) -0.008(2) -0.012(3) -0.003(3) C12 0.037(4) 0.033(3) 0.026(3) -0.010(2) -0.008(3) -0.006(3) C13 0.034(3) 0.032(3) 0.031(3) -0.008(2) -0.003(3) -0.009(3) C14 0.055(4) 0.065(5) 0.027(3) -0.008(3) 0.008(3) -0.025(4) C15 0.065(5) 0.066(5) 0.033(4) 0.025(3) -0.017(3) -0.033(4) C16 0.041(4) 0.019(3) 0.037(3) 0.013(2) -0.014(3) -0.011(3) N21 0.018(2) 0.0127(19) 0.020(2) 0.0032(16) -0.0031(17) -0.0057(17) N22 0.019(2) 0.0125(19) 0.019(2) 0.0021(16) 0.0028(17) -0.0034(18) N23 0.021(2) 0.0131(19) 0.014(2) 0.0017(16) 0.0008(17) -0.0059(18) N24 0.024(2) 0.014(2) 0.021(2) 0.0050(17) -0.0013(18) -0.0077(19) N25 0.018(2) 0.0115(19) 0.017(2) 0.0006(16) -0.0034(16) -0.0044(17) N26 0.020(2) 0.0120(19) 0.017(2) -0.0005(16) -0.0030(17) -0.0073(18) C21 0.024(3) 0.017(2) 0.018(3) 0.000(2) -0.001(2) -0.003(2) C22 0.025(3) 0.015(2) 0.020(3) 0.004(2) 0.007(2) -0.003(2) C23 0.021(3) 0.013(2) 0.027(3) -0.001(2) 0.001(2) -0.006(2) C24 0.023(3) 0.012(2) 0.022(3) 0.0016(19) 0.001(2) -0.005(2) C25 0.017(3) 0.008(2) 0.019(2) 0.0007(18) 0.001(2) -0.001(2) C26 0.024(3) 0.008(2) 0.016(2) -0.0001(18) -0.001(2) -0.003(2) C27 0.019(3) 0.009(2) 0.018(2) -0.0028(18) 0.003(2) -0.002(2) C28 0.022(3) 0.009(2) 0.017(2) 0.0004(18) -0.002(2) -0.006(2) C29 0.021(3) 0.013(2) 0.023(3) 0.000(2) 0.004(2) -0.004(2) C30 0.031(3) 0.018(3) 0.020(3) 0.001(2) 0.005(2) -0.008(2) C31 0.037(3) 0.018(3) 0.017(3) 0.005(2) -0.002(2) -0.011(2) C32 0.028(3) 0.020(3) 0.031(3) 0.006(2) -0.005(2) -0.009(2) C33 0.026(3) 0.007(2) 0.016(2) -0.0035(18) 0.000(2) -0.003(2) C34 0.023(3) 0.014(2) 0.026(3) 0.000(2) -0.003(2) -0.007(2) C35 0.020(3) 0.025(3) 0.020(3) 0.004(2) -0.003(2) -0.006(2) C36 0.016(3) 0.016(2) 0.020(2) 0.0005(19) -0.001(2) 0.000(2) N41 0.020(2) 0.016(2) 0.017(2) 0.0032(16) -0.0005(17) -0.0080(18) C41 0.025(3) 0.013(2) 0.023(3) 0.002(2) -0.003(2) -0.005(2) N42 0.024(2) 0.014(2) 0.017(2) 0.0018(16) -0.0030(17) -0.0082(18) C42 0.033(3) 0.023(3) 0.017(3) 0.001(2) -0.004(2) -0.007(2) N43 0.024(2) 0.016(2) 0.014(2) 0.0031(16) -0.0008(17) -0.0053(18) C43 0.049(4) 0.023(3) 0.016(3) -0.006(2) -0.003(2) -0.001(3) N44 0.028(3) 0.016(2) 0.022(2) 0.0005(17) 0.0029(19) -0.0058(19) C44 0.037(3) 0.017(3) 0.019(3) -0.006(2) 0.001(2) 0.001(2) C45 0.021(3) 0.016(2) 0.021(3) 0.000(2) 0.000(2) -0.007(2) N45 0.023(2) 0.014(2) 0.015(2) -0.0039(16) 0.0026(17) -0.0041(18) N46 0.023(2) 0.0104(19) 0.021(2) -0.0042(16) 0.0020(18) -0.0002(18) C46 0.020(3) 0.011(2) 0.020(3) -0.0033(19) -0.003(2) -0.005(2) C47 0.021(3) 0.014(2) 0.020(3) 0.0006(19) 0.002(2) -0.009(2) C48 0.022(3) 0.014(2) 0.020(3) 0.0036(19) 0.004(2) -0.008(2) C49 0.039(3) 0.022(3) 0.020(3) 0.006(2) -0.008(2) -0.015(3) C50 0.037(3) 0.031(3) 0.024(3) 0.006(2) -0.008(2) -0.015(3) C51 0.033(3) 0.020(3) 0.020(3) 0.008(2) -0.003(2) 0.000(2) C52 0.045(4) 0.008(2) 0.031(3) 0.004(2) 0.007(3) -0.004(2) C53 0.027(3) 0.022(3) 0.030(3) 0.002(2) -0.003(2) -0.006(2) C54 0.037(4) 0.026(3) 0.040(3) -0.007(3) 0.008(3) 0.007(3) C55 0.061(4) 0.019(3) 0.029(3) -0.007(2) 0.004(3) -0.005(3) C56 0.047(4) 0.018(3) 0.029(3) -0.008(2) -0.002(3) -0.013(3) N60 0.030(3) 0.013(2) 0.027(2) 0.0016(18) -0.002(2) -0.008(2) C60 0.029(3) 0.012(2) 0.023(3) -0.003(2) -0.002(2) -0.009(2) S60 0.0269(8) 0.0244(7) 0.0416(9) 0.0040(6) -0.0022(6) 0.0002(6) N70 0.029(3) 0.019(2) 0.020(2) 0.0037(18) -0.0029(19) -0.002(2) C70 0.023(3) 0.020(3) 0.032(3) 0.001(2) 0.006(2) -0.004(2) S70 0.0422(11) 0.0761(13) 0.0768(14) 0.0594(11) -0.0039(9) -0.0010(10) N80 0.025(3) 0.021(2) 0.022(2) -0.0017(18) -0.0006(19) -0.009(2) C80 0.021(3) 0.013(2) 0.014(2) -0.0031(19) -0.001(2) 0.002(2) S80 0.0320(8) 0.0247(7) 0.0274(7) -0.0043(6) 0.0039(6) -0.0182(6) O100 0.047(3) 0.052(3) 0.043(3) -0.012(2) -0.002(2) -0.026(2) C101 0.063(5) 0.036(4) 0.076(5) 0.005(3) -0.035(4) -0.010(4) O110 0.074(4) 0.057(3) 0.118(5) 0.031(3) -0.013(3) -0.023(3) O120 0.094(4) 0.123(5) 0.107(4) 0.036(4) 0.018(3) -0.085(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 Fe1 N60 2.093(4) . y Fe1 N60 2.093(4) 2 ? Fe1 N2 2.171(4) . y Fe1 N2 2.171(4) 2 ? Fe1 N1 2.243(4) 2 ? Fe1 N1 2.243(4) . y Fe2 N80 2.048(4) . y Fe2 N70 2.080(4) . y Fe2 N22 2.172(4) . y Fe2 N42 2.184(4) . y Fe2 N21 2.239(4) . y Fe2 N41 2.281(4) . y N1 C1 1.340(6) . ? N1 C5 1.359(6) . ? C1 C2 1.396(7) . ? C1 H1 0.9500 . ? N2 C6 1.317(6) . ? N2 N3 1.372(5) . ? C2 C3 1.371(8) . ? C2 H2 0.9500 . ? N3 C7 1.318(6) . ? C3 C4 1.387(8) . ? C3 H3 0.9500 . ? N4 C8 1.341(6) . ? N4 C12 1.348(7) . ? C4 C5 1.394(7) . ? C4 H4 0.9500 . ? N5 C6 1.367(6) . ? N5 N6 1.369(5) . ? N5 C7 1.376(6) . ? C5 C6 1.474(7) . ? N6 C16 1.368(6) . ? N6 C13 1.382(6) . ? C7 C8 1.477(7) . ? C8 C9 1.373(7) . ? C9 C10 1.395(7) . ? C9 H9 0.9500 . ? C10 C11 1.373(7) . ? C10 H10 0.9500 . ? C11 C12 1.385(8) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 C14 1.355(8) . ? C13 H13 0.9500 . ? C14 C15 1.409(9) . ? C14 H14 0.9500 . ? C15 C16 1.365(8) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? N21 C21 1.335(6) . ? N21 C25 1.354(6) . ? N22 C26 1.316(6) . ? N22 N23 1.386(5) . ? N23 C27 1.309(6) . ? N24 C32 1.343(6) . ? N24 C28 1.348(6) . ? N25 C26 1.366(6) . ? N25 C27 1.369(6) . ? N25 N26 1.393(5) . ? N26 C36 1.380(6) . ? N26 C33 1.386(5) . ? C21 C22 1.374(7) . ? C21 H21 0.9500 . ? C22 C23 1.392(7) . ? C22 H22 0.9500 . ? C23 C24 1.383(6) . ? C23 H23 0.9500 . ? C24 C25 1.390(7) . ? C24 H24 0.9500 . ? C25 C26 1.468(6) . ? C27 C28 1.472(6) . ? C28 C29 1.391(6) . ? C29 C30 1.393(7) . ? C29 H29 0.9500 . ? C30 C31 1.384(7) . ? C30 H30 0.9500 . ? C31 C32 1.384(7) . ? C31 H31 0.9500 . ? C32 H32 0.9500 . ? C33 C34 1.360(7) . ? C33 H33 0.9500 . ? C34 C35 1.428(7) . ? C34 H34 0.9500 . ? C35 C36 1.350(7) . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? N41 C41 1.339(6) . ? N41 C45 1.354(6) . ? C41 C42 1.372(6) . ? C41 H41 0.9500 . ? N42 C46 1.311(5) . ? N42 N43 1.388(5) . ? C42 C43 1.388(7) . ? C42 H42 0.9500 . ? N43 C47 1.306(6) . ? C43 C44 1.370(7) . ? C43 H43 0.9500 . ? N44 C48 1.348(6) . ? N44 C52 1.349(6) . ? C44 C45 1.385(6) . ? C44 H44 0.9500 . ? C45 C46 1.459(6) . ? N45 C46 1.360(6) . ? N45 N46 1.382(5) . ? N45 C47 1.384(6) . ? N46 C56 1.373(6) . ? N46 C53 1.376(6) . ? C47 C48 1.475(7) . ? C48 C49 1.377(7) . ? C49 C50 1.384(7) . ? C49 H49 0.9500 . ? C50 C51 1.372(7) . ? C50 H50 0.9500 . ? C51 C52 1.375(8) . ? C51 H51 0.9500 . ? C52 H52 0.9500 . ? C53 C54 1.352(7) . ? C53 H53 0.9500 . ? C54 C55 1.415(8) . ? C54 H54 0.9500 . ? C55 C56 1.348(8) . ? C55 H55 0.9500 . ? C56 H56 0.9500 . ? N60 C60 1.169(6) . ? C60 S60 1.621(6) . ? N70 C70 1.153(6) . ? C70 S70 1.629(6) . ? N80 C80 1.166(6) . ? C80 S80 1.631(5) . ? O100 C101 1.422(8) . ? O100 H10X 0.8673 . ? C101 H10A 0.9800 . ? C101 H10B 0.9800 . ? C101 H10C 0.9800 . ? O110 H11X 0.8747 . ? O110 H11Y 0.8789 . ? O120 H12X 0.8518 . ? O120 H12Y 0.8651 . ? O130 H13X 0.8801 . ? O130 H13Y 0.8827 . ? 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 N60 Fe1 N60 180.0 . 2 y N60 Fe1 N2 86.57(16) . . y N60 Fe1 N2 93.43(16) 2 . y N60 Fe1 N2 93.43(16) . 2 y N60 Fe1 N2 86.57(16) 2 2 y N2 Fe1 N2 180.0 . 2 y N60 Fe1 N1 88.14(15) . 2 y N60 Fe1 N1 91.86(15) 2 2 y N2 Fe1 N1 105.51(15) . 2 y N2 Fe1 N1 74.48(15) 2 2 y N60 Fe1 N1 91.86(15) . . y N60 Fe1 N1 88.14(15) 2 . y N2 Fe1 N1 74.49(15) . . y N2 Fe1 N1 105.52(15) 2 . y N1 Fe1 N1 180.0 2 . y N80 Fe2 N70 94.03(17) . . y N80 Fe2 N22 96.62(15) . . y N70 Fe2 N22 114.22(15) . . y N80 Fe2 N42 88.09(16) . . y N70 Fe2 N42 163.06(15) . . y N22 Fe2 N42 82.14(14) . . y N80 Fe2 N21 169.22(14) . . y N70 Fe2 N21 84.73(16) . . y N22 Fe2 N21 74.29(14) . . y N42 Fe2 N21 96.22(14) . . y N80 Fe2 N41 100.58(14) . . y N70 Fe2 N41 90.84(15) . . y N22 Fe2 N41 148.44(15) . . y N42 Fe2 N41 72.26(14) . . y N21 Fe2 N41 90.15(14) . . y C1 N1 C5 117.8(4) . . ? C1 N1 Fe1 125.5(3) . . ? C5 N1 Fe1 116.8(3) . . ? N1 C1 C2 122.3(5) . . ? N1 C1 H1 118.8 . . ? C2 C1 H1 118.8 . . ? C6 N2 N3 109.4(4) . . ? C6 N2 Fe1 115.3(3) . . ? N3 N2 Fe1 135.2(3) . . ? C3 C2 C1 119.4(5) . . ? C3 C2 H2 120.3 . . ? C1 C2 H2 120.3 . . ? C7 N3 N2 106.8(4) . . ? C2 C3 C4 119.6(5) . . ? C2 C3 H3 120.2 . . ? C4 C3 H3 120.2 . . ? C8 N4 C12 116.0(5) . . ? C3 C4 C5 118.1(5) . . ? C3 C4 H4 121.0 . . ? C5 C4 H4 121.0 . . ? C6 N5 N6 125.9(4) . . ? C6 N5 C7 106.0(4) . . ? N6 N5 C7 128.1(4) . . ? N1 C5 C4 122.9(5) . . ? N1 C5 C6 111.7(4) . . ? C4 C5 C6 125.5(5) . . ? C16 N6 N5 124.9(4) . . ? C16 N6 C13 111.1(4) . . ? N5 N6 C13 123.8(4) . . ? N2 C6 N5 108.2(4) . . ? N2 C6 C5 121.7(4) . . ? N5 C6 C5 130.0(4) . . ? N3 C7 N5 109.5(4) . . ? N3 C7 C8 122.9(4) . . ? N5 C7 C8 127.5(4) . . ? N4 C8 C9 124.2(5) . . ? N4 C8 C7 116.7(4) . . ? C9 C8 C7 118.9(4) . . ? C8 C9 C10 118.4(5) . . ? C8 C9 H9 120.8 . . ? C10 C9 H9 120.8 . . ? C11 C10 C9 118.9(5) . . ? C11 C10 H10 120.5 . . ? C9 C10 H10 120.5 . . ? C10 C11 C12 118.3(5) . . ? C10 C11 H11 120.8 . . ? C12 C11 H11 120.8 . . ? N4 C12 C11 124.1(5) . . ? N4 C12 H12 118.0 . . ? C11 C12 H12 118.0 . . ? C14 C13 N6 106.6(5) . . ? C14 C13 H13 126.7 . . ? N6 C13 H13 126.7 . . ? C13 C14 C15 107.5(5) . . ? C13 C14 H14 126.2 . . ? C15 C14 H14 126.2 . . ? C16 C15 C14 109.3(6) . . ? C16 C15 H15 125.3 . . ? C14 C15 H15 125.3 . . ? C15 C16 N6 105.4(5) . . ? C15 C16 H16 127.3 . . ? N6 C16 H16 127.3 . . ? C21 N21 C25 117.4(4) . . ? C21 N21 Fe2 125.6(3) . . ? C25 N21 Fe2 116.5(3) . . ? C26 N22 N23 108.7(4) . . ? C26 N22 Fe2 114.2(3) . . ? N23 N22 Fe2 132.0(3) . . ? C27 N23 N22 106.7(4) . . ? C32 N24 C28 116.3(4) . . ? C26 N25 C27 106.0(4) . . ? C26 N25 N26 125.1(4) . . ? C27 N25 N26 128.3(4) . . ? C36 N26 C33 110.8(4) . . ? C36 N26 N25 125.0(4) . . ? C33 N26 N25 122.0(4) . . ? N21 C21 C22 123.2(5) . . ? N21 C21 H21 118.4 . . ? C22 C21 H21 118.4 . . ? C21 C22 C23 119.2(4) . . ? C21 C22 H22 120.4 . . ? C23 C22 H22 120.4 . . ? C24 C23 C22 118.9(5) . . ? C24 C23 H23 120.6 . . ? C22 C23 H23 120.6 . . ? C23 C24 C25 118.2(5) . . ? C23 C24 H24 120.9 . . ? C25 C24 H24 120.9 . . ? N21 C25 C24 123.1(4) . . ? N21 C25 C26 111.6(4) . . ? C24 C25 C26 125.3(4) . . ? N22 C26 N25 108.5(4) . . ? N22 C26 C25 121.0(4) . . ? N25 C26 C25 130.4(4) . . ? N23 C27 N25 110.1(4) . . ? N23 C27 C28 124.0(4) . . ? N25 C27 C28 125.7(4) . . ? N24 C28 C29 124.2(4) . . ? N24 C28 C27 115.3(4) . . ? C29 C28 C27 120.3(4) . . ? C28 C29 C30 117.6(5) . . ? C28 C29 H29 121.2 . . ? C30 C29 H29 121.2 . . ? C31 C30 C29 119.4(5) . . ? C31 C30 H30 120.3 . . ? C29 C30 H30 120.3 . . ? C32 C31 C30 118.4(5) . . ? C32 C31 H31 120.8 . . ? C30 C31 H31 120.8 . . ? N24 C32 C31 124.1(5) . . ? N24 C32 H32 117.9 . . ? C31 C32 H32 117.9 . . ? C34 C33 N26 106.1(4) . . ? C34 C33 H33 127.0 . . ? N26 C33 H33 127.0 . . ? C33 C34 C35 108.1(4) . . ? C33 C34 H34 125.9 . . ? C35 C34 H34 125.9 . . ? C36 C35 C34 108.4(4) . . ? C36 C35 H35 125.8 . . ? C34 C35 H35 125.8 . . ? C35 C36 N26 106.6(4) . . ? C35 C36 H36 126.7 . . ? N26 C36 H36 126.7 . . ? C41 N41 C45 117.2(4) . . ? C41 N41 Fe2 125.4(3) . . ? C45 N41 Fe2 117.2(3) . . ? N41 C41 C42 124.0(5) . . ? N41 C41 H41 118.0 . . ? C42 C41 H41 118.0 . . ? C46 N42 N43 108.9(4) . . ? C46 N42 Fe2 118.1(3) . . ? N43 N42 Fe2 133.0(3) . . ? C41 C42 C43 118.0(5) . . ? C41 C42 H42 121.0 . . ? C43 C42 H42 121.0 . . ? C47 N43 N42 106.6(4) . . ? C44 C43 C42 119.3(4) . . ? C44 C43 H43 120.4 . . ? C42 C43 H43 120.4 . . ? C48 N44 C52 115.2(4) . . ? C43 C44 C45 119.3(5) . . ? C43 C44 H44 120.4 . . ? C45 C44 H44 120.4 . . ? N41 C45 C44 122.2(5) . . ? N41 C45 C46 112.4(4) . . ? C44 C45 C46 125.4(4) . . ? C46 N45 N46 127.8(4) . . ? C46 N45 C47 105.6(4) . . ? N46 N45 C47 124.9(4) . . ? C56 N46 C53 110.8(4) . . ? C56 N46 N45 125.7(4) . . ? C53 N46 N45 123.5(4) . . ? N42 C46 N45 108.9(4) . . ? N42 C46 C45 120.1(4) . . ? N45 C46 C45 130.8(4) . . ? N43 C47 N45 109.9(4) . . ? N43 C47 C48 124.5(4) . . ? N45 C47 C48 125.5(4) . . ? N44 C48 C49 123.9(5) . . ? N44 C48 C47 116.1(4) . . ? C49 C48 C47 119.8(4) . . ? C48 C49 C50 119.3(5) . . ? C48 C49 H49 120.4 . . ? C50 C49 H49 120.4 . . ? C51 C50 C49 117.9(5) . . ? C51 C50 H50 121.0 . . ? C49 C50 H50 121.0 . . ? C50 C51 C52 119.2(5) . . ? C50 C51 H51 120.4 . . ? C52 C51 H51 120.4 . . ? N44 C52 C51 124.4(5) . . ? N44 C52 H52 117.8 . . ? C51 C52 H52 117.8 . . ? C54 C53 N46 106.3(5) . . ? C54 C53 H53 126.8 . . ? N46 C53 H53 126.8 . . ? C53 C54 C55 108.1(5) . . ? C53 C54 H54 126.0 . . ? C55 C54 H54 126.0 . . ? C56 C55 C54 108.5(5) . . ? C56 C55 H55 125.7 . . ? C54 C55 H55 125.7 . . ? C55 C56 N46 106.3(5) . . ? C55 C56 H56 126.8 . . ? N46 C56 H56 126.8 . . ? C60 N60 Fe1 154.2(4) . . ? N60 C60 S60 178.6(4) . . ? C70 N70 Fe2 166.0(4) . . ? N70 C70 S70 179.1(5) . . ? C80 N80 Fe2 173.3(4) . . ? N80 C80 S80 178.3(5) . . ? C101 O100 H10X 109.8 . . ? O100 C101 H10A 109.5 . . ? O100 C101 H10B 109.5 . . ? H10A C101 H10B 109.5 . . ? O100 C101 H10C 109.5 . . ? H10A C101 H10C 109.5 . . ? H10B C101 H10C 109.5 . . ? H11X O110 H11Y 105.5 . . ? H12X O120 H12Y 94.4 . . ? H13X O130 H13Y 109.3 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N60 Fe1 N1 C1 94.5(4) . . . . ? N60 Fe1 N1 C1 -85.5(4) 2 . . . ? N2 Fe1 N1 C1 -179.6(4) . . . . ? N2 Fe1 N1 C1 0.4(4) 2 . . . ? N1 Fe1 N1 C1 -125(5) 2 . . . ? N60 Fe1 N1 C5 -85.1(3) . . . . ? N60 Fe1 N1 C5 94.9(3) 2 . . . ? N2 Fe1 N1 C5 0.8(3) . . . . ? N2 Fe1 N1 C5 -179.2(3) 2 . . . ? N1 Fe1 N1 C5 55(5) 2 . . . ? C5 N1 C1 C2 1.0(7) . . . . ? Fe1 N1 C1 C2 -178.6(4) . . . . ? N60 Fe1 N2 C6 91.8(3) . . . . ? N60 Fe1 N2 C6 -88.2(3) 2 . . . ? N2 Fe1 N2 C6 -142.8(17) 2 . . . ? N1 Fe1 N2 C6 178.9(3) 2 . . . ? N1 Fe1 N2 C6 -1.1(3) . . . . ? N60 Fe1 N2 N3 -85.2(4) . . . . ? N60 Fe1 N2 N3 94.8(4) 2 . . . ? N2 Fe1 N2 N3 40.2(17) 2 . . . ? N1 Fe1 N2 N3 1.9(4) 2 . . . ? N1 Fe1 N2 N3 -178.1(4) . . . . ? N1 C1 C2 C3 0.0(8) . . . . ? C6 N2 N3 C7 1.1(5) . . . . ? Fe1 N2 N3 C7 178.3(3) . . . . ? C1 C2 C3 C4 -1.1(8) . . . . ? C2 C3 C4 C5 1.2(8) . . . . ? C1 N1 C5 C4 -0.8(7) . . . . ? Fe1 N1 C5 C4 178.8(4) . . . . ? C1 N1 C5 C6 -180.0(4) . . . . ? Fe1 N1 C5 C6 -0.4(5) . . . . ? C3 C4 C5 N1 -0.3(8) . . . . ? C3 C4 C5 C6 178.8(5) . . . . ? C6 N5 N6 C16 -97.4(6) . . . . ? C7 N5 N6 C16 80.6(6) . . . . ? C6 N5 N6 C13 87.1(6) . . . . ? C7 N5 N6 C13 -94.9(6) . . . . ? N3 N2 C6 N5 -1.0(5) . . . . ? Fe1 N2 C6 N5 -178.7(3) . . . . ? N3 N2 C6 C5 179.2(4) . . . . ? Fe1 N2 C6 C5 1.4(6) . . . . ? N6 N5 C6 N2 178.8(4) . . . . ? C7 N5 C6 N2 0.4(5) . . . . ? N6 N5 C6 C5 -1.3(8) . . . . ? C7 N5 C6 C5 -179.7(5) . . . . ? N1 C5 C6 N2 -0.7(6) . . . . ? C4 C5 C6 N2 -179.9(5) . . . . ? N1 C5 C6 N5 179.5(5) . . . . ? C4 C5 C6 N5 0.3(8) . . . . ? N2 N3 C7 N5 -0.9(5) . . . . ? N2 N3 C7 C8 175.7(4) . . . . ? C6 N5 C7 N3 0.3(5) . . . . ? N6 N5 C7 N3 -178.1(4) . . . . ? C6 N5 C7 C8 -176.0(5) . . . . ? N6 N5 C7 C8 5.6(8) . . . . ? C12 N4 C8 C9 -0.5(7) . . . . ? C12 N4 C8 C7 175.1(4) . . . . ? N3 C7 C8 N4 -160.8(5) . . . . ? N5 C7 C8 N4 15.1(7) . . . . ? N3 C7 C8 C9 15.0(7) . . . . ? N5 C7 C8 C9 -169.1(5) . . . . ? N4 C8 C9 C10 1.5(8) . . . . ? C7 C8 C9 C10 -174.0(5) . . . . ? C8 C9 C10 C11 -0.3(8) . . . . ? C9 C10 C11 C12 -1.7(8) . . . . ? C8 N4 C12 C11 -1.7(8) . . . . ? C10 C11 C12 N4 2.8(8) . . . . ? C16 N6 C13 C14 1.4(6) . . . . ? N5 N6 C13 C14 177.5(5) . . . . ? N6 C13 C14 C15 -1.1(7) . . . . ? C13 C14 C15 C16 0.5(7) . . . . ? C14 C15 C16 N6 0.4(7) . . . . ? N5 N6 C16 C15 -177.1(5) . . . . ? C13 N6 C16 C15 -1.1(6) . . . . ? N80 Fe2 N21 C21 -134.8(8) . . . . ? N70 Fe2 N21 C21 -51.0(4) . . . . ? N22 Fe2 N21 C21 -167.9(4) . . . . ? N42 Fe2 N21 C21 112.0(4) . . . . ? N41 Fe2 N21 C21 39.9(4) . . . . ? N80 Fe2 N21 C25 37.7(10) . . . . ? N70 Fe2 N21 C25 121.5(3) . . . . ? N22 Fe2 N21 C25 4.5(3) . . . . ? N42 Fe2 N21 C25 -75.5(3) . . . . ? N41 Fe2 N21 C25 -147.7(3) . . . . ? N80 Fe2 N22 C26 174.1(3) . . . . ? N70 Fe2 N22 C26 -88.4(3) . . . . ? N42 Fe2 N22 C26 87.0(3) . . . . ? N21 Fe2 N22 C26 -11.8(3) . . . . ? N41 Fe2 N22 C26 51.3(4) . . . . ? N80 Fe2 N22 N23 22.8(4) . . . . ? N70 Fe2 N22 N23 120.3(4) . . . . ? N42 Fe2 N22 N23 -64.3(4) . . . . ? N21 Fe2 N22 N23 -163.1(4) . . . . ? N41 Fe2 N22 N23 -100.0(4) . . . . ? C26 N22 N23 C27 -0.3(5) . . . . ? Fe2 N22 N23 C27 152.1(3) . . . . ? C26 N25 N26 C36 -81.1(6) . . . . ? C27 N25 N26 C36 109.7(5) . . . . ? C26 N25 N26 C33 80.3(5) . . . . ? C27 N25 N26 C33 -88.9(6) . . . . ? C25 N21 C21 C22 1.3(7) . . . . ? Fe2 N21 C21 C22 173.6(3) . . . . ? N21 C21 C22 C23 1.0(7) . . . . ? C21 C22 C23 C24 -2.5(7) . . . . ? C22 C23 C24 C25 1.6(7) . . . . ? C21 N21 C25 C24 -2.2(7) . . . . ? Fe2 N21 C25 C24 -175.2(3) . . . . ? C21 N21 C25 C26 175.8(4) . . . . ? Fe2 N21 C25 C26 2.8(5) . . . . ? C23 C24 C25 N21 0.7(7) . . . . ? C23 C24 C25 C26 -177.0(4) . . . . ? N23 N22 C26 N25 -0.8(5) . . . . ? Fe2 N22 C26 N25 -158.6(3) . . . . ? N23 N22 C26 C25 176.4(4) . . . . ? Fe2 N22 C26 C25 18.6(5) . . . . ? C27 N25 C26 N22 1.5(5) . . . . ? N26 N25 C26 N22 -169.7(4) . . . . ? C27 N25 C26 C25 -175.3(4) . . . . ? N26 N25 C26 C25 13.5(7) . . . . ? N21 C25 C26 N22 -14.3(6) . . . . ? C24 C25 C26 N22 163.6(4) . . . . ? N21 C25 C26 N25 162.1(4) . . . . ? C24 C25 C26 N25 -19.9(8) . . . . ? N22 N23 C27 N25 1.3(5) . . . . ? N22 N23 C27 C28 -173.0(4) . . . . ? C26 N25 C27 N23 -1.7(5) . . . . ? N26 N25 C27 N23 169.1(4) . . . . ? C26 N25 C27 C28 172.4(4) . . . . ? N26 N25 C27 C28 -16.8(7) . . . . ? C32 N24 C28 C29 0.9(6) . . . . ? C32 N24 C28 C27 -173.5(4) . . . . ? N23 C27 C28 N24 138.2(4) . . . . ? N25 C27 C28 N24 -35.1(6) . . . . ? N23 C27 C28 C29 -36.5(6) . . . . ? N25 C27 C28 C29 150.2(4) . . . . ? N24 C28 C29 C30 -0.9(7) . . . . ? C27 C28 C29 C30 173.2(4) . . . . ? C28 C29 C30 C31 0.4(7) . . . . ? C29 C30 C31 C32 -0.1(7) . . . . ? C28 N24 C32 C31 -0.5(7) . . . . ? C30 C31 C32 N24 0.1(7) . . . . ? C36 N26 C33 C34 -1.3(5) . . . . ? N25 N26 C33 C34 -165.1(4) . . . . ? N26 C33 C34 C35 1.0(5) . . . . ? C33 C34 C35 C36 -0.3(6) . . . . ? C34 C35 C36 N26 -0.5(5) . . . . ? C33 N26 C36 C35 1.1(5) . . . . ? N25 N26 C36 C35 164.3(4) . . . . ? N80 Fe2 N41 C41 92.1(4) . . . . ? N70 Fe2 N41 C41 -2.1(4) . . . . ? N22 Fe2 N41 C41 -146.0(4) . . . . ? N42 Fe2 N41 C41 176.7(4) . . . . ? N21 Fe2 N41 C41 -86.9(4) . . . . ? N80 Fe2 N41 C45 -83.2(3) . . . . ? N70 Fe2 N41 C45 -177.5(3) . . . . ? N22 Fe2 N41 C45 38.7(5) . . . . ? N42 Fe2 N41 C45 1.3(3) . . . . ? N21 Fe2 N41 C45 97.8(3) . . . . ? C45 N41 C41 C42 0.0(7) . . . . ? Fe2 N41 C41 C42 -175.4(4) . . . . ? N80 Fe2 N42 C46 101.3(4) . . . . ? N70 Fe2 N42 C46 3.8(7) . . . . ? N22 Fe2 N42 C46 -161.7(4) . . . . ? N21 Fe2 N42 C46 -88.6(3) . . . . ? N41 Fe2 N42 C46 -0.4(3) . . . . ? N80 Fe2 N42 N43 -75.9(4) . . . . ? N70 Fe2 N42 N43 -173.4(5) . . . . ? N22 Fe2 N42 N43 21.1(4) . . . . ? N21 Fe2 N42 N43 94.2(4) . . . . ? N41 Fe2 N42 N43 -177.6(4) . . . . ? N41 C41 C42 C43 -1.2(8) . . . . ? C46 N42 N43 C47 -0.4(5) . . . . ? Fe2 N42 N43 C47 176.9(3) . . . . ? C41 C42 C43 C44 1.7(8) . . . . ? C42 C43 C44 C45 -1.0(8) . . . . ? C41 N41 C45 C44 0.8(7) . . . . ? Fe2 N41 C45 C44 176.5(4) . . . . ? C41 N41 C45 C46 -177.6(4) . . . . ? Fe2 N41 C45 C46 -1.9(5) . . . . ? C43 C44 C45 N41 -0.2(8) . . . . ? C43 C44 C45 C46 177.9(5) . . . . ? C46 N45 N46 C56 -98.7(6) . . . . ? C47 N45 N46 C56 98.2(6) . . . . ? C46 N45 N46 C53 80.2(6) . . . . ? C47 N45 N46 C53 -82.9(6) . . . . ? N43 N42 C46 N45 1.7(5) . . . . ? Fe2 N42 C46 N45 -176.1(3) . . . . ? N43 N42 C46 C45 177.4(4) . . . . ? Fe2 N42 C46 C45 -0.5(6) . . . . ? N46 N45 C46 N42 -168.0(4) . . . . ? C47 N45 C46 N42 -2.3(5) . . . . ? N46 N45 C46 C45 17.0(8) . . . . ? C47 N45 C46 C45 -177.3(5) . . . . ? N41 C45 C46 N42 1.6(6) . . . . ? C44 C45 C46 N42 -176.8(5) . . . . ? N41 C45 C46 N45 176.1(5) . . . . ? C44 C45 C46 N45 -2.2(8) . . . . ? N42 N43 C47 N45 -1.0(5) . . . . ? N42 N43 C47 C48 179.6(4) . . . . ? C46 N45 C47 N43 2.0(5) . . . . ? N46 N45 C47 N43 168.3(4) . . . . ? C46 N45 C47 C48 -178.6(4) . . . . ? N46 N45 C47 C48 -12.4(7) . . . . ? C52 N44 C48 C49 -0.4(7) . . . . ? C52 N44 C48 C47 -175.9(4) . . . . ? N43 C47 C48 N44 128.7(5) . . . . ? N45 C47 C48 N44 -50.6(6) . . . . ? N43 C47 C48 C49 -47.1(7) . . . . ? N45 C47 C48 C49 133.7(5) . . . . ? N44 C48 C49 C50 1.3(8) . . . . ? C47 C48 C49 C50 176.6(4) . . . . ? C48 C49 C50 C51 -0.8(8) . . . . ? C49 C50 C51 C52 -0.5(8) . . . . ? C48 N44 C52 C51 -1.0(7) . . . . ? C50 C51 C52 N44 1.4(8) . . . . ? C56 N46 C53 C54 0.1(6) . . . . ? N45 N46 C53 C54 -178.9(5) . . . . ? N46 C53 C54 C55 0.2(6) . . . . ? C53 C54 C55 C56 -0.5(7) . . . . ? C54 C55 C56 N46 0.5(6) . . . . ? C53 N46 C56 C55 -0.4(6) . . . . ? N45 N46 C56 C55 178.6(4) . . . . ? N60 Fe1 N60 C60 -121(5) 2 . . . ? N2 Fe1 N60 C60 16.7(9) . . . . ? N2 Fe1 N60 C60 -163.3(9) 2 . . . ? N1 Fe1 N60 C60 -89.0(9) 2 . . . ? N1 Fe1 N60 C60 91.0(9) . . . . ? Fe1 N60 C60 S60 -153(19) . . . . ? N80 Fe2 N70 C70 -124.8(18) . . . . ? N22 Fe2 N70 C70 136.1(17) . . . . ? N42 Fe2 N70 C70 -28(2) . . . . ? N21 Fe2 N70 C70 65.9(18) . . . . ? N41 Fe2 N70 C70 -24.2(18) . . . . ? Fe2 N70 C70 S70 95(35) . . . . ? N70 Fe2 N80 C80 144(3) . . . . ? N22 Fe2 N80 C80 -101(3) . . . . ? N42 Fe2 N80 C80 -19(3) . . . . ? N21 Fe2 N80 C80 -133(3) . . . . ? N41 Fe2 N80 C80 53(3) . . . . ? Fe2 N80 C80 S80 -122(14) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O100 H10X N44 0.87 2.20 2.890(6) 136.5 . O120 H12Y O110 0.87 1.62 2.467(9) 167.7 . O120 H12X O110 0.85 1.79 2.601(9) 158.4 2_634 O130 H13X O100 0.88 2.15 3.026(16) 178.7 . O130 H13Y S70 0.88 2.51 3.231(15) 139.8 2_444 _diffrn_measured_fraction_theta_max 0.973 _diffrn_reflns_theta_full 26.49 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 1.951 _refine_diff_density_min -1.097 _refine_diff_density_rms 0.106 # Attachment 'jak635.cif' data_jak635 _database_code_depnum_ccdc_archive 'CCDC 759129' #TrackingRef 'jak635.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H24 Fe N14 S2' _chemical_formula_weight 748.64 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' 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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.0442(5) _cell_length_b 9.3305(4) _cell_length_c 10.5023(5) _cell_angle_alpha 101.242(2) _cell_angle_beta 98.868(2) _cell_angle_gamma 90.785(2) _cell_volume 857.98(7) _cell_formula_units_Z 1 _cell_measurement_temperature 91(2) _cell_measurement_reflns_used 2436 _cell_measurement_theta_min 2.281 _cell_measurement_theta_max 26.248 _exptl_crystal_description Block _exptl_crystal_colour Red _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.449 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 384 _exptl_absorpt_coefficient_mu 0.610 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.6674 _exptl_absorpt_correction_T_max 0.7454 _exptl_absorpt_process_details 'SCALE(Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 91(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Kappa Apex II area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7123 _diffrn_reflns_av_R_equivalents 0.0332 _diffrn_reflns_av_sigmaI/netI 0.0482 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 25.50 _reflns_number_total 3122 _reflns_number_gt 2562 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2006)' _computing_cell_refinement 'APEX2 & SAINT (Bruker, 2006)' _computing_data_reduction 'SAINT (Bruker, 2006)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Bruker, 2006)' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0506P)^2^+0.2333P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3122 _refine_ls_number_parameters 232 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0492 _refine_ls_R_factor_gt 0.0382 _refine_ls_wR_factor_ref 0.1037 _refine_ls_wR_factor_gt 0.0967 _refine_ls_goodness_of_fit_ref 1.071 _refine_ls_restrained_S_all 1.071 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.5000 0.5000 0.5000 0.01570(16) Uani 1 2 d S . . N1 N 0.2863(2) 0.5779(2) 0.56054(18) 0.0167(4) Uani 1 1 d . . . N2 N 0.5068(2) 0.4506(2) 0.69430(18) 0.0155(4) Uani 1 1 d . . . N3 N 0.5986(2) 0.3707(2) 0.77072(18) 0.0166(4) Uani 1 1 d . . . N4 N 0.5100(2) 0.2720(2) 1.05837(18) 0.0175(4) Uani 1 1 d . . . N5 N 0.3723(2) 0.3713(2) 0.82312(18) 0.0136(4) Uani 1 1 d . . . N6 N 0.2452(2) 0.3153(2) 0.85776(18) 0.0144(4) Uani 1 1 d . . . C1 C 0.1918(3) 0.6651(3) 0.5051(2) 0.0197(5) Uani 1 1 d . . . H1 H 0.2158 0.6998 0.4312 0.024 Uiso 1 1 calc R . . C2 C 0.0603(3) 0.7070(3) 0.5510(2) 0.0227(6) Uani 1 1 d . . . H2 H -0.0026 0.7723 0.5113 0.027 Uiso 1 1 calc R . . C3 C 0.0217(3) 0.6527(3) 0.6554(2) 0.0229(6) Uani 1 1 d . . . H3 H -0.0696 0.6776 0.6867 0.028 Uiso 1 1 calc R . . C4 C 0.1184(3) 0.5609(3) 0.7141(2) 0.0188(5) Uani 1 1 d . . . H4 H 0.0940 0.5211 0.7853 0.023 Uiso 1 1 calc R . . C5 C 0.2509(3) 0.5291(2) 0.6661(2) 0.0155(5) Uani 1 1 d . . . C6 C 0.3726(3) 0.4495(2) 0.7263(2) 0.0137(5) Uani 1 1 d . . . C7 C 0.5158(3) 0.3228(2) 0.8464(2) 0.0139(5) Uani 1 1 d . . . C8 C 0.5672(3) 0.2363(2) 0.9462(2) 0.0146(5) Uani 1 1 d . . . C9 C 0.6683(3) 0.1283(3) 0.9232(2) 0.0191(5) Uani 1 1 d . . . H9 H 0.7037 0.1061 0.8413 0.023 Uiso 1 1 calc R . . C10 C 0.7168(3) 0.0532(3) 1.0225(2) 0.0230(6) Uani 1 1 d . . . H10 H 0.7874 -0.0208 1.0106 0.028 Uiso 1 1 calc R . . C11 C 0.6602(3) 0.0881(3) 1.1389(2) 0.0215(6) Uani 1 1 d . . . H11 H 0.6920 0.0394 1.2091 0.026 Uiso 1 1 calc R . . C12 C 0.5556(3) 0.1960(3) 1.1516(2) 0.0200(5) Uani 1 1 d . . . H12 H 0.5145 0.2168 1.2308 0.024 Uiso 1 1 calc R . . C13 C 0.1837(3) 0.3696(3) 0.9688(2) 0.0179(5) Uani 1 1 d . . . H13 H 0.2270 0.4428 1.0418 0.022 Uiso 1 1 calc R . . C14 C 0.0486(3) 0.2972(3) 0.9526(2) 0.0209(6) Uani 1 1 d . . . H14 H -0.0195 0.3100 1.0139 0.025 Uiso 1 1 calc R . . C15 C 0.0261(3) 0.1994(3) 0.8287(2) 0.0216(6) Uani 1 1 d . . . H15 H -0.0593 0.1356 0.7929 0.026 Uiso 1 1 calc R . . C16 C 0.1485(3) 0.2132(2) 0.7705(2) 0.0171(5) Uani 1 1 d . . . H16 H 0.1643 0.1626 0.6864 0.021 Uiso 1 1 calc R . . N20 N 0.3930(2) 0.2909(2) 0.43303(19) 0.0207(5) Uani 1 1 d . . . C20 C 0.3387(3) 0.1784(3) 0.4383(2) 0.0188(5) Uani 1 1 d . . . S20 S 0.26089(8) 0.02282(7) 0.44709(7) 0.0293(2) Uani 1 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 Fe1 0.0172(3) 0.0165(3) 0.0134(3) 0.00418(19) 0.0012(2) -0.00149(19) N1 0.0201(11) 0.0149(10) 0.0138(10) 0.0033(8) -0.0019(8) -0.0015(8) N2 0.0160(11) 0.0180(10) 0.0125(10) 0.0048(8) 0.0001(8) 0.0011(8) N3 0.0163(11) 0.0184(10) 0.0149(10) 0.0046(8) 0.0001(8) 0.0023(8) N4 0.0195(11) 0.0172(11) 0.0141(10) 0.0014(8) 0.0000(8) -0.0013(8) N5 0.0111(10) 0.0179(10) 0.0125(10) 0.0057(8) 0.0009(8) -0.0003(8) N6 0.0108(10) 0.0180(10) 0.0146(10) 0.0038(8) 0.0019(8) -0.0010(8) C1 0.0244(14) 0.0166(12) 0.0171(13) 0.0052(10) -0.0020(10) -0.0009(10) C2 0.0236(14) 0.0226(13) 0.0205(13) 0.0071(11) -0.0045(11) 0.0054(11) C3 0.0195(14) 0.0243(14) 0.0233(14) 0.0022(11) 0.0016(11) 0.0027(10) C4 0.0198(13) 0.0194(12) 0.0171(12) 0.0038(10) 0.0023(10) 0.0008(10) C5 0.0179(13) 0.0153(12) 0.0117(12) 0.0013(9) -0.0008(10) -0.0015(9) C6 0.0170(13) 0.0130(11) 0.0104(11) 0.0010(9) 0.0014(9) -0.0008(9) C7 0.0139(12) 0.0144(12) 0.0116(11) 0.0000(9) 0.0000(9) -0.0013(9) C8 0.0130(12) 0.0148(12) 0.0147(12) 0.0031(9) -0.0015(9) -0.0037(9) C9 0.0166(13) 0.0217(13) 0.0184(13) 0.0033(10) 0.0017(10) -0.0003(10) C10 0.0184(13) 0.0185(13) 0.0301(15) 0.0049(11) -0.0024(11) 0.0022(10) C11 0.0246(14) 0.0179(13) 0.0205(13) 0.0081(10) -0.0060(11) -0.0042(10) C12 0.0232(14) 0.0193(13) 0.0161(12) 0.0037(10) -0.0008(10) -0.0050(10) C13 0.0189(13) 0.0200(12) 0.0150(12) 0.0025(10) 0.0041(10) 0.0031(10) C14 0.0168(13) 0.0262(14) 0.0214(13) 0.0058(11) 0.0071(10) 0.0031(10) C15 0.0149(13) 0.0241(14) 0.0254(14) 0.0051(11) 0.0017(11) -0.0010(10) C16 0.0165(13) 0.0161(12) 0.0166(12) 0.0015(10) -0.0022(10) 0.0017(9) N20 0.0236(12) 0.0194(11) 0.0186(11) 0.0032(9) 0.0027(9) -0.0018(9) C20 0.0187(13) 0.0229(14) 0.0128(12) -0.0009(10) 0.0018(10) 0.0023(10) S20 0.0364(4) 0.0194(4) 0.0321(4) 0.0004(3) 0.0118(3) -0.0071(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 Fe1 N20 2.107(2) 2_666 ? Fe1 N20 2.107(2) . y Fe1 N2 2.1700(18) 2_666 ? Fe1 N2 2.1701(18) . y Fe1 N1 2.215(2) 2_666 ? Fe1 N1 2.215(2) . y N1 C1 1.335(3) . ? N1 C5 1.357(3) . ? N2 C6 1.309(3) . ? N2 N3 1.391(3) . ? N3 C7 1.306(3) . ? N4 C12 1.336(3) . ? N4 C8 1.344(3) . ? N5 C6 1.363(3) . ? N5 C7 1.382(3) . ? N5 N6 1.384(2) . ? N6 C16 1.378(3) . ? N6 C13 1.380(3) . ? C1 C2 1.385(4) . ? C1 H1 0.9500 . ? C2 C3 1.382(3) . ? C2 H2 0.9500 . ? C3 C4 1.392(4) . ? C3 H3 0.9500 . ? C4 C5 1.384(3) . ? C4 H4 0.9500 . ? C5 C6 1.468(3) . ? C7 C8 1.468(3) . ? C8 C9 1.381(3) . ? C9 C10 1.387(3) . ? C9 H9 0.9500 . ? C10 C11 1.380(3) . ? C10 H10 0.9500 . ? C11 C12 1.392(4) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 C14 1.359(3) . ? C13 H13 0.9500 . ? C14 C15 1.421(3) . ? C14 H14 0.9500 . ? C15 C16 1.361(3) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? N20 C20 1.168(3) . ? C20 S20 1.629(3) . ? 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 N20 Fe1 N20 180.0 2_666 . ? N20 Fe1 N2 84.68(7) 2_666 2_666 ? N20 Fe1 N2 95.32(7) . 2_666 y N20 Fe1 N2 95.32(7) 2_666 . ? N20 Fe1 N2 84.68(7) . . y N2 Fe1 N2 180.0 2_666 . ? N20 Fe1 N1 87.69(7) 2_666 2_666 ? N20 Fe1 N1 92.31(7) . 2_666 y N2 Fe1 N1 75.54(7) 2_666 2_666 ? N2 Fe1 N1 104.46(7) . 2_666 ? N20 Fe1 N1 92.31(7) 2_666 . ? N20 Fe1 N1 87.69(7) . . y N2 Fe1 N1 104.46(7) 2_666 . y N2 Fe1 N1 75.54(7) . . y N1 Fe1 N1 180.0 2_666 . ? C1 N1 C5 118.1(2) . . ? C1 N1 Fe1 127.38(16) . . ? C5 N1 Fe1 114.47(15) . . ? C6 N2 N3 108.74(18) . . ? C6 N2 Fe1 111.07(15) . . ? N3 N2 Fe1 135.12(14) . . ? C7 N3 N2 106.75(18) . . ? C12 N4 C8 116.4(2) . . ? C6 N5 C7 105.69(18) . . ? C6 N5 N6 124.91(19) . . ? C7 N5 N6 126.47(19) . . ? C16 N6 C13 111.00(19) . . ? C16 N6 N5 121.93(18) . . ? C13 N6 N5 126.03(19) . . ? N1 C1 C2 122.6(2) . . ? N1 C1 H1 118.7 . . ? C2 C1 H1 118.7 . . ? C3 C2 C1 119.1(2) . . ? C3 C2 H2 120.5 . . ? C1 C2 H2 120.5 . . ? C2 C3 C4 119.1(2) . . ? C2 C3 H3 120.4 . . ? C4 C3 H3 120.4 . . ? C5 C4 C3 118.3(2) . . ? C5 C4 H4 120.8 . . ? C3 C4 H4 120.8 . . ? N1 C5 C4 122.6(2) . . ? N1 C5 C6 112.1(2) . . ? C4 C5 C6 125.2(2) . . ? N2 C6 N5 109.0(2) . . ? N2 C6 C5 122.0(2) . . ? N5 C6 C5 128.9(2) . . ? N3 C7 N5 109.8(2) . . ? N3 C7 C8 125.8(2) . . ? N5 C7 C8 124.4(2) . . ? N4 C8 C9 124.2(2) . . ? N4 C8 C7 115.0(2) . . ? C9 C8 C7 120.8(2) . . ? C8 C9 C10 118.4(2) . . ? C8 C9 H9 120.8 . . ? C10 C9 H9 120.8 . . ? C11 C10 C9 118.6(2) . . ? C11 C10 H10 120.7 . . ? C9 C10 H10 120.7 . . ? C10 C11 C12 118.9(2) . . ? C10 C11 H11 120.6 . . ? C12 C11 H11 120.6 . . ? N4 C12 C11 123.5(2) . . ? N4 C12 H12 118.2 . . ? C11 C12 H12 118.2 . . ? C14 C13 N6 106.0(2) . . ? C14 C13 H13 127.0 . . ? N6 C13 H13 127.0 . . ? C13 C14 C15 108.7(2) . . ? C13 C14 H14 125.7 . . ? C15 C14 H14 125.7 . . ? C16 C15 C14 107.9(2) . . ? C16 C15 H15 126.1 . . ? C14 C15 H15 126.1 . . ? C15 C16 N6 106.5(2) . . ? C15 C16 H16 126.8 . . ? N6 C16 H16 126.8 . . ? C20 N20 Fe1 158.49(18) . . y N20 C20 S20 179.1(2) . . y loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N20 Fe1 N1 C1 71.2(2) 2_666 . . . ? N20 Fe1 N1 C1 -108.9(2) . . . . ? N2 Fe1 N1 C1 -13.9(2) 2_666 . . . ? N2 Fe1 N1 C1 166.1(2) . . . . ? N20 Fe1 N1 C5 -109.00(16) 2_666 . . . ? N20 Fe1 N1 C5 71.00(16) . . . . ? N2 Fe1 N1 C5 165.90(15) 2_666 . . . ? N2 Fe1 N1 C5 -14.10(15) . . . . ? N20 Fe1 N2 C6 110.05(15) 2_666 . . . ? N20 Fe1 N2 C6 -69.95(15) . . . . ? N1 Fe1 N2 C6 -160.97(14) 2_666 . . . ? N1 Fe1 N2 C6 19.03(14) . . . . ? N20 Fe1 N2 N3 -98.9(2) 2_666 . . . ? N20 Fe1 N2 N3 81.1(2) . . . . ? N1 Fe1 N2 N3 -9.9(2) 2_666 . . . ? N1 Fe1 N2 N3 170.1(2) . . . . ? C6 N2 N3 C7 0.4(2) . . . . ? Fe1 N2 N3 C7 -151.09(17) . . . . ? C6 N5 N6 C16 61.8(3) . . . . ? C7 N5 N6 C16 -96.0(3) . . . . ? C6 N5 N6 C13 -105.5(3) . . . . ? C7 N5 N6 C13 96.7(3) . . . . ? C5 N1 C1 C2 0.0(3) . . . . ? Fe1 N1 C1 C2 179.83(17) . . . . ? N1 C1 C2 C3 -2.4(4) . . . . ? C1 C2 C3 C4 2.0(4) . . . . ? C2 C3 C4 C5 0.8(4) . . . . ? C1 N1 C5 C4 2.9(3) . . . . ? Fe1 N1 C5 C4 -176.94(18) . . . . ? C1 N1 C5 C6 -173.1(2) . . . . ? Fe1 N1 C5 C6 7.0(2) . . . . ? C3 C4 C5 N1 -3.3(4) . . . . ? C3 C4 C5 C6 172.2(2) . . . . ? N3 N2 C6 N5 0.4(2) . . . . ? Fe1 N2 C6 N5 159.20(14) . . . . ? N3 N2 C6 C5 177.7(2) . . . . ? Fe1 N2 C6 C5 -23.4(3) . . . . ? C7 N5 C6 N2 -0.9(2) . . . . ? N6 N5 C6 N2 -162.56(19) . . . . ? C7 N5 C6 C5 -178.1(2) . . . . ? N6 N5 C6 C5 20.3(4) . . . . ? N1 C5 C6 N2 11.3(3) . . . . ? C4 C5 C6 N2 -164.6(2) . . . . ? N1 C5 C6 N5 -171.8(2) . . . . ? C4 C5 C6 N5 12.3(4) . . . . ? N2 N3 C7 N5 -1.0(2) . . . . ? N2 N3 C7 C8 -178.2(2) . . . . ? C6 N5 C7 N3 1.2(2) . . . . ? N6 N5 C7 N3 162.45(19) . . . . ? C6 N5 C7 C8 178.5(2) . . . . ? N6 N5 C7 C8 -20.2(3) . . . . ? C12 N4 C8 C9 -0.2(3) . . . . ? C12 N4 C8 C7 -179.47(19) . . . . ? N3 C7 C8 N4 140.2(2) . . . . ? N5 C7 C8 N4 -36.6(3) . . . . ? N3 C7 C8 C9 -39.1(3) . . . . ? N5 C7 C8 C9 144.0(2) . . . . ? N4 C8 C9 C10 -1.3(4) . . . . ? C7 C8 C9 C10 178.0(2) . . . . ? C8 C9 C10 C11 1.0(3) . . . . ? C9 C10 C11 C12 0.7(3) . . . . ? C8 N4 C12 C11 2.0(3) . . . . ? C10 C11 C12 N4 -2.3(4) . . . . ? C16 N6 C13 C14 1.9(3) . . . . ? N5 N6 C13 C14 170.3(2) . . . . ? N6 C13 C14 C15 -1.1(3) . . . . ? C13 C14 C15 C16 0.0(3) . . . . ? C14 C15 C16 N6 1.1(3) . . . . ? C13 N6 C16 C15 -1.8(3) . . . . ? N5 N6 C16 C15 -170.9(2) . . . . ? N2 Fe1 N20 C20 -176.5(5) 2_666 . . . ? N2 Fe1 N20 C20 3.5(5) . . . . ? N1 Fe1 N20 C20 107.8(5) 2_666 . . . ? N1 Fe1 N20 C20 -72.2(5) . . . . ? _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 0.330 _refine_diff_density_min -0.503 _refine_diff_density_rms 0.066