# Supplementary Material (ESI) for Journal of Materials Chemistry # This journal is (C) The Royal Society of Chemistry 2006 data_global _journal_coden_Cambridge 1145 loop_ _publ_author_name 'Hiroki Akutsu' 'Keigo Furuta' "Shin'ichi Nakatsuji" 'Scott S. Turner' 'Jun-ichi Yamada' _publ_contact_author_name 'Hiroki Akutsu' _publ_contact_author_address ; Graduate School of Material Science University of Hyogo 3-2-1 Kouto Kamigori-cho Ako-gun Hyogo 678-1297 JAPAN ; _publ_contact_author_email AKUTSU@SCI.U-HYOGO.AC.JP _publ_requested_journal 'Journal of Materials Chemistry' _publ_section_title ; The first organic metallic charge-transfer salt containing ferrocene ; # PROCESSING SUMMARY (IUCr Office Use Only): _journal_date_recd_electronic ? # Attachment 'FurutaCompound2.cif' data_CRYSTALS_1cif _database_code_depnum_ccdc_archive 'CCDC 297148' _audit_creation_date 04-11-04 _audit_creation_method CRYSTALS_ver_12.39 _oxford_structure_analysis_title ETfdnmplate _chemical_name_systematic ? _chemical_melting_point ? _cell_length_a 9.0105(13) _cell_length_b 11.5303(10) _cell_length_c 19.219(2) _cell_angle_alpha 98.337(4) _cell_angle_beta 99.0796(11) _cell_angle_gamma 103.5486(8) _cell_volume 1882.1(4) _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall '-p 1' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z 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_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720 0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Fe 0.3463 0.8444 11.7695 4.7611 7.3573 0.3072 3.5222 15.3535 2.3045 76.8805 1.0369 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 2 # Given Formula = C27 H23 Fe0.50 N1 O4 S17 # Dc = 1.76 Fooo = 1038.00 Mu = 11.97 M = 998.53 # Found Formula = C27 H25 Fe0.50 N1 O5 S17 # Dc = 1.79 FOOO = 1038.00 Mu = 12.00 M = 1016.54 _chemical_formula_sum 'C27 H25 Fe0.50 N1 O5 S17' _chemical_formula_moiety '0.5(C14 H14 Fe N2 O8 S2), 2(C10 H8 S8), (H2 O)' _chemical_compound_source ? _chemical_formula_weight 1016.54 _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0 _cell_measurement_theta_max 0 _cell_measurement_temperature 294 _exptl_crystal_description plate _exptl_crystal_colour black _exptl_crystal_size_min 0.02 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_max 0.30 _exptl_crystal_density_diffrn 1.794 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 1038 _exptl_absorpt_coefficient_mu 1.200 # Sheldrick geometric approximatio 0.74 0.98 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ; HIGASHI, T. (1995). Abscor - Empirical Absorption Correction, Rigaku Corporation, Tokyo, Japan. ; _exptl_absorpt_correction_T_min 0.6878 _exptl_absorpt_correction_T_max 1.0163 _diffrn_measurement_device_type 'Quantum CCD on Rigaku AFC-7R' _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71069 _diffrn_measurement_method '\f & \w scans' _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_data_reduction 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_structure_solution 'SIR92 (Altomare et al, 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al 2003)' _computing_publication_material 'teXsan for Windows ver 1.06 (MSC, 1997-1999)' _computing_molecular_graphics 'teXsan for Windows ver 1.06 (MSC, 1997-1999)' _diffrn_standards_interval_time 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0 _diffrn_ambient_temperature 294 _diffrn_reflns_number 16757 _reflns_number_total 7704 _diffrn_reflns_av_R_equivalents 0.000 # Number of reflections with Friedels Law is 7704 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 8630 _diffrn_reflns_theta_min 1.093 _diffrn_reflns_theta_max 27.500 _diffrn_measured_fraction_theta_max 0.891 _diffrn_reflns_theta_full 25.025 _diffrn_measured_fraction_theta_full 0.912 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _reflns_limit_h_min -11 _reflns_limit_h_max 11 _reflns_limit_k_min -14 _reflns_limit_k_max 14 _reflns_limit_l_min 0 _reflns_limit_l_max 24 _oxford_diffrn_Wilson_B_factor 0.00 _oxford_diffrn_Wilson_scale 0.00 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.41 _refine_diff_density_max 0.61 _refine_ls_number_reflns 5593 _refine_ls_number_restraints 0 _refine_ls_number_parameters 457 #_refine_ls_R_factor_ref 0.0672 _refine_ls_wR_factor_ref 0.0403 _refine_ls_goodness_of_fit_ref 1.2661 #_reflns_number_all 7686 _refine_ls_R_factor_all 0.1012 _refine_ls_wR_factor_all 0.0430 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>3.00u(I) _reflns_number_gt 5593 _refine_ls_R_factor_gt 0.0672 _refine_ls_wR_factor_gt 0.0403 _refine_ls_shift/su_max 0.000323 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_hydrogen_treatment noref # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 14.1 -6.65 7.68 4.64 ; # Check this file using the IUCr facility at: # http://journals.iucr.org/services/cif/checking/checkfull.html # The content below is held in the file 'script/refcif.dat'. This is a text # file which you may edit to reflect local conditions. # Items which need looking at are represented by a '?'. # Items for which there are choices are prefixed with 'choose from'. # Insert your own references if required - in alphabetical order _publ_section_references ; Molecular Structure Corporation. (1997-1999). teXsan for Windows. Single Crystal Structure Analysis Software. Version 1.06. MSC, 9009 New Trails Drive, The Woodlands, TX 77381, USA. Altomare, A., Cascarano, G., Giacovazzo G., Guagliardi A., Burla M.C., Polidori, G. & Camalli, M. (1994) SIR92 - a program for automatic solution of crystal structures by direct methods. J. Appl. Cryst. (27), 435-435 Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K., Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. North, A.C.T., Phillips, D.C. and Mathews, F.S., (1968), Acta Cryst, A24, 351-359 Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994), Acta Cryst, A50, 411-437 Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996) CAMERON, Chemical Crystallography Laboratory, OXFORD, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atoms attached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens Fe1 Fe 0.5000 0.5000 0.5000 0.0301 1.0000 Uani S . . . . . S1 S 0.15919(11) 0.21873(8) -0.25178(5) 0.0480 1.0000 Uani . . . . . . S2 S -0.11270(11) -0.05637(7) -0.25179(5) 0.0467 1.0000 Uani . . . . . . S3 S 0.13232(11) 0.27859(8) -0.10128(4) 0.0451 1.0000 Uani . . . . . . S4 S -0.09775(10) 0.05263(7) -0.10113(4) 0.0429 1.0000 Uani . . . . . . S5 S 0.08495(10) 0.39095(7) 0.05535(4) 0.0426 1.0000 Uani . . . . . . S6 S -0.13002(11) 0.15760(7) 0.05854(4) 0.0436 1.0000 Uani . . . . . . S7 S 0.04380(12) 0.51624(8) 0.19245(5) 0.0536 1.0000 Uani . . . . . . S8 S -0.19771(11) 0.24318(8) 0.20038(5) 0.0456 1.0000 Uani . . . . . . S9 S 0.69478(10) 0.21707(8) -0.29609(4) 0.0438 1.0000 Uani . . . . . . S10 S 0.43801(11) -0.06223(8) -0.29550(5) 0.0489 1.0000 Uani . . . . . . S11 S 0.66055(10) 0.27869(7) -0.14526(4) 0.0424 1.0000 Uani . . . . . . S12 S 0.44278(10) 0.04556(7) -0.14647(4) 0.0428 1.0000 Uani . . . . . . S13 S 0.61617(10) 0.38329(7) 0.01210(4) 0.0417 1.0000 Uani . . . . . . S14 S 0.41031(11) 0.14719(7) 0.01674(4) 0.0441 1.0000 Uani . . . . . . S15 S 0.58889(12) 0.50626(7) 0.15188(5) 0.0526 1.0000 Uani . . . . . . S16 S 0.34489(12) 0.22403(8) 0.15887(5) 0.0550 1.0000 Uani . . . . . . S17 S 1.07341(10) 0.74122(7) 0.51354(4) 0.0392 1.0000 Uani . . . . . . O1 O 0.9703(4) 0.8160(3) 0.52936(16) 0.0719 1.0000 Uani . . . . . . O2 O 1.0774(3) 0.6534(2) 0.56049(13) 0.0492 1.0000 Uani . . . . . . O3 O 1.2274(3) 0.8097(2) 0.50865(17) 0.0670 1.0000 Uani . . . . . . O4 O 0.7011(3) 0.6849(2) 0.37321(14) 0.0496 1.0000 Uani . . . . . . O5 O 0.7431(4) 0.9465(3) 0.5176(2) 0.0879 1.0000 Uani . . . . . . N1 N 0.8476(3) 0.5695(2) 0.41980(14) 0.0349 1.0000 Uani . . . . . . C1 C 0.0639(5) 0.0930(3) -0.3248(2) 0.0607 1.0000 Uani . . . . . . C2 C 0.0320(5) -0.0286(4) -0.3062(2) 0.0597 1.0000 Uani . . . . . . C3 C 0.0706(4) 0.1727(3) -0.18186(16) 0.0381 1.0000 Uani . . . . . . C4 C -0.0341(4) 0.0676(3) -0.18153(16) 0.0354 1.0000 Uani . . . . . . C5 C 0.0047(4) 0.1972(3) -0.05611(15) 0.0356 1.0000 Uani . . . . . . C6 C -0.0126(4) 0.2432(3) 0.01041(17) 0.0392 1.0000 Uani . . . . . . C7 C -0.0078(4) 0.3834(3) 0.12843(16) 0.0355 1.0000 Uani . . . . . . C8 C -0.1061(4) 0.2758(3) 0.12988(16) 0.0346 1.0000 Uani . . . . . . C9 C -0.0080(6) 0.4663(4) 0.2711(2) 0.0782 1.0000 Uani . . . . . . C10 C -0.0449(6) 0.3375(4) 0.2718(2) 0.0713 1.0000 Uani . . . . . . C11 C 0.5495(4) 0.1193(3) -0.37056(18) 0.0474 1.0000 Uani . . . . . . C12 C 0.5266(4) -0.0129(3) -0.36825(19) 0.0478 1.0000 Uani . . . . . . C13 C 0.6125(4) 0.1716(3) -0.22478(16) 0.0342 1.0000 Uani . . . . . . C14 C 0.5136(4) 0.0630(3) -0.22516(15) 0.0345 1.0000 Uani . . . . . . C15 C 0.5407(4) 0.1910(3) -0.09944(17) 0.0364 1.0000 Uani . . . . . . C16 C 0.5233(4) 0.2348(3) -0.03181(16) 0.0376 1.0000 Uani . . . . . . C17 C 0.5333(4) 0.3730(3) 0.08785(16) 0.0360 1.0000 Uani . . . . . . C18 C 0.4390(4) 0.2643(3) 0.08986(16) 0.0378 1.0000 Uani . . . . . . C19 C 0.4641(5) 0.4701(3) 0.21445(19) 0.0528 1.0000 Uani . . . . . . C20 C 0.4470(4) 0.3470(3) 0.23208(18) 0.0486 1.0000 Uani . . . . . . C21 C 0.9948(4) 0.6534(3) 0.42530(17) 0.0398 1.0000 Uani . . . . . . C22 C 0.7104(3) 0.5942(3) 0.39774(15) 0.0328 1.0000 Uani . . . . . . C23 C 0.5680(4) 0.5031(3) 0.40424(15) 0.0333 1.0000 Uani . . . . . . C24 C 0.4179(4) 0.5255(3) 0.39931(16) 0.0396 1.0000 Uani . . . . . . C25 C 0.3160(4) 0.4235(3) 0.41533(18) 0.0444 1.0000 Uani . . . . . . C26 C 0.3997(4) 0.3381(3) 0.42905(17) 0.0432 1.0000 Uani . . . . . . C27 C 0.5559(4) 0.3862(3) 0.42298(17) 0.0395 1.0000 Uani . . . . . . H1 H -0.0355 0.1073 -0.3458 0.0507 1.0000 Uiso . . . . . . H2 H 0.1247 0.0955 -0.3613 0.0507 1.0000 Uiso . . . . . . H3 H 0.1254 -0.0389 -0.2795 0.0507 1.0000 Uiso . . . . . . H4 H -0.0030 -0.0905 -0.3483 0.0507 1.0000 Uiso . . . . . . H5 H 0.0852 0.5059 0.3099 0.0507 1.0000 Uiso . . . . . . H6 H -0.0891 0.4971 0.2821 0.0507 1.0000 Uiso . . . . . . H7 H -0.0730 0.3236 0.3167 0.0507 1.0000 Uiso . . . . . . H8 H 0.0480 0.3079 0.2694 0.0507 1.0000 Uiso . . . . . . H9 H 0.4532 0.1423 -0.3705 0.0507 1.0000 Uiso . . . . . . H10 H 0.5821 0.1371 -0.4148 0.0507 1.0000 Uiso . . . . . . H11 H 0.6240 -0.0329 -0.3649 0.0507 1.0000 Uiso . . . . . . H12 H 0.4595 -0.0613 -0.4128 0.0507 1.0000 Uiso . . . . . . H13 H 0.5052 0.5300 0.2574 0.0507 1.0000 Uiso . . . . . . H14 H 0.3635 0.4780 0.1942 0.0507 1.0000 Uiso . . . . . . H15 H 0.3914 0.3403 0.2706 0.0507 1.0000 Uiso . . . . . . H16 H 0.5480 0.3359 0.2478 0.0507 1.0000 Uiso . . . . . . H17 H 1.0642 0.6133 0.4138 0.0507 1.0000 Uiso . . . . . . H18 H 0.9791 0.7010 0.3917 0.0507 1.0000 Uiso . . . . . . H19 H 0.8446 0.5005 0.4303 0.0507 1.0000 Uiso . . . . . . H20 H 0.3933 0.5967 0.3919 0.0507 1.0000 Uiso . . . . . . H21 H 0.2201 0.4162 0.4194 0.0507 1.0000 Uiso . . . . . . H22 H 0.3597 0.2609 0.4408 0.0507 1.0000 Uiso . . . . . . H23 H 0.6367 0.3468 0.4313 0.0507 1.0000 Uiso . . . . . . H24 H 0.8349 0.9176 0.5186 0.0507 1.0000 Uiso . . . . . . H25 H 0.7618 1.0236 0.5020 0.0507 1.0000 Uiso . . . . . . 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 0.0297(3) 0.0344(3) 0.0252(3) 0.0071(2) 0.0073(2) 0.0046(2) S1 0.0587(5) 0.0462(5) 0.0335(4) 0.0060(4) 0.0193(4) -0.0029(4) S2 0.0551(5) 0.0391(4) 0.0392(4) -0.0015(3) 0.0183(4) -0.0009(4) S3 0.0523(5) 0.0415(4) 0.0332(4) 0.0035(3) 0.0152(4) -0.0057(4) S4 0.0541(5) 0.0347(4) 0.0343(4) 0.0018(3) 0.0178(4) -0.0020(4) S5 0.0507(5) 0.0357(4) 0.0336(4) 0.0024(3) 0.0147(4) -0.0055(3) S6 0.0571(5) 0.0328(4) 0.0349(4) 0.0012(3) 0.0192(4) -0.0032(4) S7 0.0700(6) 0.0356(4) 0.0461(5) -0.0062(4) 0.0220(5) -0.0022(4) S8 0.0520(5) 0.0452(5) 0.0387(4) 0.0066(4) 0.0220(4) 0.0033(4) S9 0.0504(5) 0.0428(4) 0.0338(4) 0.0044(3) 0.0166(4) -0.0002(4) S10 0.0594(6) 0.0391(4) 0.0383(4) -0.0056(3) 0.0189(4) -0.0045(4) S11 0.0558(5) 0.0321(4) 0.0347(4) 0.0009(3) 0.0184(4) -0.0005(4) S12 0.0554(5) 0.0330(4) 0.0336(4) 0.0014(3) 0.0161(4) -0.0027(4) S13 0.0532(5) 0.0331(4) 0.0335(4) 0.0021(3) 0.0177(4) -0.0026(4) S14 0.0599(5) 0.0315(4) 0.0339(4) 0.0014(3) 0.0178(4) -0.0044(4) S15 0.0704(6) 0.0340(4) 0.0440(5) -0.0052(4) 0.0280(4) -0.0078(4) S16 0.0737(6) 0.0434(5) 0.0366(5) 0.0001(4) 0.0275(4) -0.0131(4) S17 0.0406(4) 0.0328(4) 0.0403(4) 0.0007(3) 0.0053(3) 0.0078(3) O1 0.087(2) 0.0621(16) 0.0675(18) -0.0134(14) 0.0027(16) 0.0451(16) O2 0.0576(15) 0.0539(14) 0.0387(13) 0.0114(11) 0.0083(11) 0.0189(12) O3 0.0441(15) 0.0530(15) 0.086(2) 0.0109(14) -0.0008(14) -0.0120(12) O4 0.0468(14) 0.0506(14) 0.0574(15) 0.0290(12) 0.0136(12) 0.0108(11) O5 0.076(2) 0.072(2) 0.144(3) 0.053(2) 0.051(2) 0.0354(17) N1 0.0321(14) 0.0352(13) 0.0360(14) 0.0068(11) 0.0095(11) 0.0043(11) C1 0.088(3) 0.048(2) 0.041(2) 0.0034(16) 0.028(2) 0.000(2) C2 0.072(3) 0.056(2) 0.046(2) -0.0028(17) 0.025(2) 0.004(2) C3 0.0441(19) 0.0404(17) 0.0293(15) 0.0057(13) 0.0113(13) 0.0079(14) C4 0.0427(18) 0.0372(16) 0.0281(15) 0.0059(12) 0.0119(13) 0.0107(14) C5 0.0398(17) 0.0364(16) 0.0266(15) 0.0050(12) 0.0082(13) 0.0015(13) C6 0.0406(18) 0.0365(16) 0.0361(16) 0.0061(13) 0.0095(14) 0.0013(14) C7 0.0413(17) 0.0330(15) 0.0292(15) 0.0054(12) 0.0090(13) 0.0029(13) C8 0.0348(16) 0.0370(16) 0.0289(14) 0.0053(12) 0.0062(12) 0.0042(13) C9 0.111(4) 0.065(3) 0.040(2) -0.0046(19) 0.023(2) -0.008(3) C10 0.101(4) 0.064(3) 0.036(2) 0.0076(19) 0.007(2) 0.002(2) C11 0.050(2) 0.055(2) 0.0321(17) 0.0059(15) 0.0042(15) 0.0088(17) C12 0.047(2) 0.054(2) 0.0369(18) -0.0031(15) 0.0152(15) 0.0045(16) C13 0.0386(17) 0.0341(15) 0.0307(15) 0.0049(12) 0.0092(13) 0.0107(13) C14 0.0391(17) 0.0317(15) 0.0273(15) 0.0005(12) 0.0069(13) 0.0019(13) C15 0.0435(18) 0.0285(14) 0.0332(16) 0.0003(12) 0.0104(13) 0.0037(13) C16 0.0455(19) 0.0325(15) 0.0319(15) 0.0054(13) 0.0110(14) 0.0030(13) C17 0.0405(17) 0.0333(15) 0.0315(15) 0.0041(12) 0.0098(13) 0.0036(13) C18 0.0435(18) 0.0331(15) 0.0300(15) 0.0002(12) 0.0093(13) -0.0006(13) C19 0.067(2) 0.0469(19) 0.0390(19) -0.0009(15) 0.0164(17) 0.0060(17) C20 0.062(2) 0.0479(19) 0.0316(16) 0.0036(15) 0.0185(16) 0.0032(17) C21 0.0352(17) 0.0450(17) 0.0365(17) 0.0065(14) 0.0117(13) 0.0029(14) C22 0.0356(16) 0.0402(16) 0.0211(13) 0.0045(12) 0.0103(12) 0.0045(13) C23 0.0385(17) 0.0376(16) 0.0241(14) 0.0066(12) 0.0086(12) 0.0082(13) C24 0.0352(17) 0.057(2) 0.0277(15) 0.0119(14) 0.0048(13) 0.0126(15) C25 0.0300(16) 0.061(2) 0.0372(17) 0.0095(16) 0.0056(13) 0.0021(15) C26 0.0423(19) 0.0421(18) 0.0359(17) 0.0037(14) 0.0092(14) -0.0056(15) C27 0.0357(17) 0.0414(17) 0.0384(17) 0.0044(14) 0.0107(14) 0.0043(14) _refine_ls_extinction_method None _oxford_refine_ls_scale 3.949(5) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Fe1 . C26 2_666 2.060(3) yes Fe1 . C25 2_666 2.055(3) yes Fe1 . C24 2_666 2.048(3) yes Fe1 . C27 2_666 2.037(3) yes Fe1 . C23 2_666 2.032(3) yes Fe1 . C23 . 2.032(3) yes Fe1 . C24 . 2.048(3) yes Fe1 . C25 . 2.055(3) yes Fe1 . C26 . 2.060(3) yes Fe1 . C27 . 2.037(3) yes S1 . C1 . 1.804(4) yes S1 . C3 . 1.753(3) yes S2 . C2 . 1.797(4) yes S2 . C4 . 1.741(3) yes S3 . C3 . 1.750(3) yes S3 . C5 . 1.733(3) yes S4 . C4 . 1.748(3) yes S4 . C5 . 1.729(3) yes S5 . C6 . 1.747(3) yes S5 . C7 . 1.746(3) yes S6 . C6 . 1.742(3) yes S6 . C8 . 1.735(3) yes S7 . C7 . 1.737(3) yes S7 . C9 . 1.784(4) yes S8 . C8 . 1.736(3) yes S8 . C10 . 1.798(4) yes S9 . C11 . 1.812(3) yes S9 . C13 . 1.746(3) yes S10 . C12 . 1.813(4) yes S10 . C14 . 1.749(3) yes S11 . C13 . 1.744(3) yes S11 . C15 . 1.735(3) yes S12 . C14 . 1.751(3) yes S12 . C15 . 1.739(3) yes S13 . C16 . 1.741(3) yes S13 . C17 . 1.744(3) yes S14 . C16 . 1.738(3) yes S14 . C18 . 1.742(3) yes S15 . C17 . 1.738(3) yes S15 . C19 . 1.799(4) yes S16 . C18 . 1.744(3) yes S16 . C20 . 1.800(3) yes S17 . O1 . 1.444(3) yes S17 . O2 . 1.454(3) yes S17 . O3 . 1.452(3) yes S17 . C21 . 1.786(3) yes O4 . C22 . 1.222(4) yes O5 . H24 . 0.960 no O5 . H25 . 0.965 no N1 . C21 . 1.426(4) yes N1 . C22 . 1.351(4) yes N1 . H19 . 0.844 no C1 . C2 . 1.472(6) yes C1 . H1 . 0.983 no C1 . H2 . 0.954 no C2 . H3 . 0.955 no C2 . H4 . 0.953 no C3 . C4 . 1.352(4) yes C5 . C6 . 1.358(4) yes C7 . C8 . 1.352(4) yes C9 . C10 . 1.446(6) yes C9 . H5 . 0.997 no C9 . H6 . 0.924 no C10 . H7 . 0.961 no C10 . H8 . 0.980 no C11 . C12 . 1.497(5) yes C11 . H9 . 0.965 no C11 . H10 . 0.976 no C12 . H11 . 0.953 no C12 . H12 . 0.975 no C13 . C14 . 1.355(4) yes C15 . C16 . 1.371(4) yes C17 . C18 . 1.349(4) yes C19 . C20 . 1.485(5) yes C19 . H13 . 0.956 no C19 . H14 . 0.960 no C20 . H15 . 0.960 no C20 . H16 . 0.956 no C21 . H17 . 0.897 no C21 . H18 . 0.920 no C22 . C23 . 1.490(4) yes C23 . C24 . 1.426(4) yes C23 . C27 . 1.429(4) yes C24 . C25 . 1.418(5) yes C24 . H20 . 0.923 no C25 . C26 . 1.404(5) yes C25 . H21 . 0.865 no C26 . C27 . 1.417(4) yes C26 . H22 . 0.951 no C27 . H23 . 0.950 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C26 2_666 Fe1 . C25 2_666 39.89(14) yes C26 2_666 Fe1 . C24 2_666 67.78(14) yes C25 2_666 Fe1 . C24 2_666 40.44(13) yes C26 2_666 Fe1 . C27 2_666 40.46(13) yes C25 2_666 Fe1 . C27 2_666 68.00(13) yes C24 2_666 Fe1 . C27 2_666 68.63(13) yes C26 2_666 Fe1 . C23 2_666 68.38(12) yes C25 2_666 Fe1 . C23 2_666 68.41(12) yes C24 2_666 Fe1 . C23 2_666 40.93(12) yes C27 2_666 Fe1 . C23 2_666 41.13(13) yes C26 2_666 Fe1 . C23 . 111.62(12) yes C25 2_666 Fe1 . C23 . 111.59(12) yes C24 2_666 Fe1 . C23 . 139.07(12) yes C27 2_666 Fe1 . C23 . 138.87(13) yes C23 2_666 Fe1 . C23 . 179.994 yes C26 2_666 Fe1 . C24 . 112.22(14) yes C25 2_666 Fe1 . C24 . 139.56(13) yes C24 2_666 Fe1 . C24 . 179.994 yes C27 2_666 Fe1 . C24 . 111.37(13) yes C23 2_666 Fe1 . C24 . 139.07(12) yes C26 2_666 Fe1 . C25 . 140.11(14) yes C25 2_666 Fe1 . C25 . 179.994 yes C24 2_666 Fe1 . C25 . 139.56(13) yes C27 2_666 Fe1 . C25 . 112.00(13) yes C23 2_666 Fe1 . C25 . 111.59(12) yes C26 2_666 Fe1 . C26 . 179.994 yes C25 2_666 Fe1 . C26 . 140.11(14) yes C24 2_666 Fe1 . C26 . 112.22(14) yes C27 2_666 Fe1 . C26 . 139.54(13) yes C23 2_666 Fe1 . C26 . 111.62(12) yes C26 2_666 Fe1 . C27 . 139.54(13) yes C25 2_666 Fe1 . C27 . 112.00(13) yes C24 2_666 Fe1 . C27 . 111.37(13) yes C27 2_666 Fe1 . C27 . 179.994 yes C23 2_666 Fe1 . C27 . 138.87(13) yes C23 . Fe1 . C24 . 40.93(12) yes C23 . Fe1 . C25 . 68.41(12) yes C24 . Fe1 . C25 . 40.44(13) yes C23 . Fe1 . C26 . 68.38(12) yes C24 . Fe1 . C26 . 67.78(14) yes C25 . Fe1 . C26 . 39.89(14) yes C23 . Fe1 . C27 . 41.13(13) yes C24 . Fe1 . C27 . 68.63(13) yes C25 . Fe1 . C27 . 68.00(13) yes C26 . Fe1 . C27 . 40.46(13) yes C1 . S1 . C3 . 101.49(16) yes C2 . S2 . C4 . 99.71(16) yes C3 . S3 . C5 . 95.15(14) yes C4 . S4 . C5 . 95.37(14) yes C6 . S5 . C7 . 94.98(14) yes C6 . S6 . C8 . 95.57(15) yes C7 . S7 . C9 . 103.77(17) yes C8 . S8 . C10 . 97.22(18) yes C11 . S9 . C13 . 99.57(15) yes C12 . S10 . C14 . 103.22(15) yes C13 . S11 . C15 . 95.92(14) yes C14 . S12 . C15 . 95.62(14) yes C16 . S13 . C17 . 95.37(14) yes C16 . S14 . C18 . 95.26(14) yes C17 . S15 . C19 . 102.17(16) yes C18 . S16 . C20 . 101.52(15) yes O1 . S17 . O2 . 112.32(18) yes O1 . S17 . O3 . 113.88(18) yes O2 . S17 . O3 . 113.05(17) yes O1 . S17 . C21 . 107.26(16) yes O2 . S17 . C21 . 105.56(15) yes O3 . S17 . C21 . 103.86(16) yes H24 . O5 . H25 . 108.944 no C21 . N1 . C22 . 123.1(3) yes C21 . N1 . H19 . 119.297 no C22 . N1 . H19 . 117.571 no S1 . C1 . C2 . 116.2(3) yes S1 . C1 . H1 . 107.088 no C2 . C1 . H1 . 108.486 no S1 . C1 . H2 . 108.602 no C2 . C1 . H2 . 109.653 no H1 . C1 . H2 . 106.381 no C1 . C2 . S2 . 114.5(3) yes C1 . C2 . H3 . 109.189 no S2 . C2 . H3 . 106.483 no C1 . C2 . H4 . 111.050 no S2 . C2 . H4 . 106.640 no H3 . C2 . H4 . 108.701 no S1 . C3 . S3 . 113.95(18) yes S1 . C3 . C4 . 129.2(2) yes S3 . C3 . C4 . 116.8(2) yes S4 . C4 . S2 . 115.65(18) yes S4 . C4 . C3 . 116.7(2) yes S2 . C4 . C3 . 127.7(2) yes S3 . C5 . S4 . 115.38(17) yes S3 . C5 . C6 . 122.4(2) yes S4 . C5 . C6 . 122.2(2) yes S5 . C6 . S6 . 114.78(18) yes S5 . C6 . C5 . 122.8(2) yes S6 . C6 . C5 . 122.4(2) yes S5 . C7 . S7 . 114.93(17) yes S5 . C7 . C8 . 117.2(2) yes S7 . C7 . C8 . 127.8(2) yes S8 . C8 . S6 . 117.46(17) yes S8 . C8 . C7 . 125.3(2) yes S6 . C8 . C7 . 117.0(2) yes S7 . C9 . C10 . 118.5(3) yes S7 . C9 . H5 . 104.783 no C10 . C9 . H5 . 107.025 no S7 . C9 . H6 . 108.591 no C10 . C9 . H6 . 109.679 no H5 . C9 . H6 . 107.661 no S8 . C10 . C9 . 115.7(3) yes S8 . C10 . H7 . 108.232 no C9 . C10 . H7 . 109.573 no S8 . C10 . H8 . 107.136 no C9 . C10 . H8 . 109.705 no H7 . C10 . H8 . 106.072 no S9 . C11 . C12 . 112.9(2) yes S9 . C11 . H9 . 108.216 no C12 . C11 . H9 . 110.979 no S9 . C11 . H10 . 107.657 no C12 . C11 . H10 . 110.655 no H9 . C11 . H10 . 106.113 no C11 . C12 . S10 . 115.0(2) yes C11 . C12 . H11 . 109.923 no S10 . C12 . H11 . 108.207 no C11 . C12 . H12 . 109.378 no S10 . C12 . H12 . 106.950 no H11 . C12 . H12 . 107.110 no S9 . C13 . S11 . 116.32(17) yes S9 . C13 . C14 . 126.9(2) yes S11 . C13 . C14 . 116.8(2) yes S12 . C14 . S10 . 114.38(17) yes S12 . C14 . C13 . 116.7(2) yes S10 . C14 . C13 . 128.8(2) yes S12 . C15 . S11 . 114.88(17) yes S12 . C15 . C16 . 123.1(2) yes S11 . C15 . C16 . 122.1(2) yes S13 . C16 . S14 . 115.11(17) yes S13 . C16 . C15 . 121.9(2) yes S14 . C16 . C15 . 123.0(2) yes S13 . C17 . S15 . 114.24(17) yes S13 . C17 . C18 . 116.8(2) yes S15 . C17 . C18 . 128.9(2) yes S16 . C18 . S14 . 114.97(17) yes S16 . C18 . C17 . 127.7(2) yes S14 . C18 . C17 . 117.3(2) yes S15 . C19 . C20 . 115.3(3) yes S15 . C19 . H13 . 107.313 no C20 . C19 . H13 . 109.523 no S15 . C19 . H14 . 107.235 no C20 . C19 . H14 . 109.088 no H13 . C19 . H14 . 108.156 no C19 . C20 . S16 . 114.7(3) yes C19 . C20 . H15 . 109.269 no S16 . C20 . H15 . 107.561 no C19 . C20 . H16 . 109.321 no S16 . C20 . H16 . 107.736 no H15 . C20 . H16 . 108.096 no S17 . C21 . N1 . 113.2(2) yes S17 . C21 . H17 . 106.967 no N1 . C21 . H17 . 109.860 no S17 . C21 . H18 . 112.429 no N1 . C21 . H18 . 105.756 no H17 . C21 . H18 . 108.563 no N1 . C22 . O4 . 122.9(3) yes N1 . C22 . C23 . 116.0(3) yes O4 . C22 . C23 . 121.1(3) yes C22 . C23 . Fe1 . 120.9(2) yes C22 . C23 . C24 . 123.8(3) yes Fe1 . C23 . C24 . 70.13(17) yes C22 . C23 . C27 . 128.4(3) yes Fe1 . C23 . C27 . 69.61(17) yes C24 . C23 . C27 . 107.5(3) yes C23 . C24 . Fe1 . 68.94(17) yes C23 . C24 . C25 . 107.8(3) yes Fe1 . C24 . C25 . 70.05(18) yes C23 . C24 . H20 . 126.418 no Fe1 . C24 . H20 . 121.625 no C25 . C24 . H20 . 125.529 no C24 . C25 . Fe1 . 69.51(18) yes C24 . C25 . C26 . 108.5(3) yes Fe1 . C25 . C26 . 70.26(18) yes C24 . C25 . H21 . 126.612 no Fe1 . C25 . H21 . 122.595 no C26 . C25 . H21 . 124.692 no C25 . C26 . Fe1 . 69.85(19) yes C25 . C26 . C27 . 108.4(3) yes Fe1 . C26 . C27 . 68.87(17) yes C25 . C26 . H22 . 126.359 no Fe1 . C26 . H22 . 126.747 no C27 . C26 . H22 . 125.223 no C23 . C27 . C26 . 107.8(3) yes C23 . C27 . Fe1 . 69.26(17) yes C26 . C27 . Fe1 . 70.66(18) yes C23 . C27 . H23 . 127.482 no C26 . C27 . H23 . 124.698 no Fe1 . C27 . H23 . 124.470 no