# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full J.Mater.Chem. _journal_coden_cambridge 1145 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Masood Akhtar' _publ_contact_author_email masoodkathar@googlemail.com loop_ _publ_author_name M.Akhtar M.Malik P.O'Brien J.Akhtar F.Tuna J.Raftery M.Helliwell data_s3370m _database_code_depnum_ccdc_archive 'CCDC 776129' _publ_section_title_footnote ; ? ; #------------------ TEXT ----------------------------------------------------# _publ_section_synopsis ; # Insert blank lines between paragraphs ? ; _publ_section_abstract ; # Insert blank lines between paragraphs ? ; _publ_section_comment ; # Insert blank lines between paragraphs ? ; _publ_section_exptl_prep ; ? ; _publ_section_exptl_refinement ; The structure was solved by direct methods. The non-hydrogen atoms were refined anisotropically. H atoms were included in calculated positions with C-H lengths of 0.95(CH), 0.99(CH~2~) & 0.98(CH~3~)\%A; U\~iso(H) values were fixed at 1.2U~eq~(C) except for CH~3~ where it was 1.5U~eq~(C). ; # Insert blank lines between references _publ_section_references ; # # Put all your general crystallographic references here # Delete as required from the document CIF # Bruker (2000). GEMINI (Version 1.02) and RLATT (Version 3.0). Bruker AXS In=c., Madison, Wisconsin, USA. Bruker (2001) SMART (Version 5.625), SADABS (Version 2.03a) and SHELXTL (Version 6.12). Bruker AXS Inc., Madison, Wisconsin, USA. Bruker (2003). SMART (Version 5.630) and SAINT-Plus (Version 6.45A). Bruker AXS Inc., Madison, Wisconsin, USA. M. C. Burla, R. Caliandro, M. Camalli, B. Carrozzini, G. L. Cascarano, L. De Caro,C. Giacovazzo, G. Polidori and R. Spagna SIR2004: an improved tool for crystal structure determination and refinement J. Appl. Cryst. (2005). 38, 381-388 Sheldrick, G.M. (1993) SHELXL93. Program for crystal structure refinement. University of G\"ottingen, Germany. Sheldrick, G.M. (1997) SHELXL97. Program for crystal structure refinement. University of G\"ottingen, Germany. Sheldrick, G.M. (1985). SHELXS86. In Crystallographic Computing 3, edited by G. M. Sheldrick, C. Kruger & R. Goddard, pp. 175-189. Oxford University Press. Sheldrick, G.M. (1997) SHELXS97. Program for Crystal Structure solution. University of G\"ottingen, Germany. Sheldrick, G, M. (2005). CELL_NOW. University of G\"ottingen, Germany. Sheldrick, G, M. (2007). TWINABS. University of G\"ottingen, Germany. Sheldrick, G. M. (2008) A short history of SHELX . Acta Cryst. A64, 112-122. Wilson, A.J.C. (1992) Ed. International Tables for Crystallography, Volume C, Kluwer Academic Publishers, Dordrecht, The Netherlands. ; _publ_section_figure_captions ; Figure 1. View of (I) (50% probability displacement ellipsoids) ; _publ_section_acknowledgements ; ? ; _publ_section_table_legends ; Table 1. Fractional atomic coordinates and equivalent isotropic displacement parameters (\%A^2^) Table 2. Selected geometric parameters (\%A ,\% ) ; #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H36 Fe N3 S6' _chemical_formula_weight 542.71 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 Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 14.7078(11) _cell_length_b 10.1581(8) _cell_length_c 17.8800(14) _cell_angle_alpha 90.00 _cell_angle_beta 105.7890(10) _cell_angle_gamma 90.00 _cell_volume 2570.5(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 7108 _cell_measurement_theta_min 2.329 _cell_measurement_theta_max 28.2655 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_diffrn 1.402 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1148 _exptl_absorpt_coefficient_mu 1.085 _exptl_absorpt_correction_type none _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21485 _diffrn_reflns_av_R_equivalents 0.0497 _diffrn_reflns_av_sigmaI/netI 0.0472 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.60 _diffrn_reflns_theta_max 28.26 _reflns_number_total 6047 _reflns_number_gt 5160 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0548P)^2^+2.3193P] 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 6047 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0644 _refine_ls_R_factor_gt 0.0539 _refine_ls_wR_factor_ref 0.1236 _refine_ls_wR_factor_gt 0.1175 _refine_ls_goodness_of_fit_ref 1.139 _refine_ls_restrained_S_all 1.139 _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 C1 C 0.1445(2) 0.9392(3) -0.09460(18) 0.0170(6) Uani 1 1 d . . . C2 C 0.0864(2) 1.0096(3) -0.23045(18) 0.0233(7) Uani 1 1 d . . . H2 H 0.1422 0.9563 -0.2340 0.028 Uiso 1 1 calc R . . C3 C 0.0956(3) 1.1443(4) -0.2641(2) 0.0300(8) Uani 1 1 d . . . H3A H 0.0398 1.1972 -0.2646 0.045 Uiso 1 1 calc R . . H3B H 0.1008 1.1345 -0.3173 0.045 Uiso 1 1 calc R . . H3C H 0.1523 1.1882 -0.2322 0.045 Uiso 1 1 calc R . . C4 C -0.0010(3) 0.9389(4) -0.2768(2) 0.0416(10) Uani 1 1 d . . . H4A H -0.0027 0.8503 -0.2556 0.062 Uiso 1 1 calc R . . H4B H 0.0002 0.9326 -0.3312 0.062 Uiso 1 1 calc R . . H4C H -0.0572 0.9880 -0.2736 0.062 Uiso 1 1 calc R . . C5 C 0.0186(2) 1.1010(3) -0.1236(2) 0.0224(7) Uani 1 1 d . . . H5A H -0.0047 1.0537 -0.0840 0.027 Uiso 1 1 calc R . . H5B H -0.0360 1.1155 -0.1694 0.027 Uiso 1 1 calc R . . C6 C 0.0573(3) 1.2336(3) -0.0909(2) 0.0268(8) Uani 1 1 d . . . H6A H 0.1138 1.2204 -0.0475 0.040 Uiso 1 1 calc R . . H6B H 0.0093 1.2806 -0.0725 0.040 Uiso 1 1 calc R . . H6C H 0.0737 1.2853 -0.1316 0.040 Uiso 1 1 calc R . . C7 C 0.4611(2) 0.7863(3) 0.05117(17) 0.0158(6) Uani 1 1 d . . . C8 C 0.6082(2) 0.6816(3) 0.04557(19) 0.0195(6) Uani 1 1 d . . . H8 H 0.5665 0.6022 0.0362 0.023 Uiso 1 1 calc R . . C9 C 0.6297(3) 0.7152(4) -0.0308(2) 0.0272(8) Uani 1 1 d . . . H9A H 0.5708 0.7373 -0.0699 0.041 Uiso 1 1 calc R . . H9B H 0.6593 0.6393 -0.0486 0.041 Uiso 1 1 calc R . . H9C H 0.6728 0.7906 -0.0231 0.041 Uiso 1 1 calc R . . C10 C 0.6965(2) 0.6467(4) 0.1094(2) 0.0270(8) Uani 1 1 d . . . H10A H 0.7410 0.7206 0.1176 0.040 Uiso 1 1 calc R . . H10B H 0.7262 0.5685 0.0941 0.040 Uiso 1 1 calc R . . H10C H 0.6794 0.6284 0.1576 0.040 Uiso 1 1 calc R . . C11 C 0.6051(2) 0.9110(3) 0.10319(19) 0.0205(7) Uani 1 1 d . . . H11A H 0.5679 0.9888 0.0793 0.025 Uiso 1 1 calc R . . H11B H 0.6666 0.9145 0.0905 0.025 Uiso 1 1 calc R . . C12 C 0.6227(3) 0.9182(4) 0.1912(2) 0.0291(8) Uani 1 1 d . . . H12A H 0.5622 0.9148 0.2042 0.044 Uiso 1 1 calc R . . H12B H 0.6552 1.0008 0.2104 0.044 Uiso 1 1 calc R . . H12C H 0.6621 0.8437 0.2154 0.044 Uiso 1 1 calc R . . C13 C 0.1872(2) 0.5963(3) 0.10850(17) 0.0160(6) Uani 1 1 d . . . C14 C 0.0898(2) 0.4052(3) 0.11983(18) 0.0198(7) Uani 1 1 d . . . H14 H 0.0593 0.4254 0.0639 0.024 Uiso 1 1 calc R . . C15 C 0.0121(2) 0.3890(4) 0.1607(2) 0.0242(7) Uani 1 1 d . . . H15A H 0.0404 0.3674 0.2155 0.036 Uiso 1 1 calc R . . H15B H -0.0306 0.3180 0.1359 0.036 Uiso 1 1 calc R . . H15C H -0.0236 0.4714 0.1570 0.036 Uiso 1 1 calc R . . C16 C 0.1468(3) 0.2791(3) 0.1236(2) 0.0259(7) Uani 1 1 d . . . H16A H 0.1964 0.2926 0.0972 0.039 Uiso 1 1 calc R . . H16B H 0.1049 0.2077 0.0980 0.039 Uiso 1 1 calc R . . H16C H 0.1758 0.2557 0.1781 0.039 Uiso 1 1 calc R . . C17 C 0.1882(2) 0.5279(3) 0.23848(17) 0.0184(6) Uani 1 1 d . . . H17A H 0.2559 0.5523 0.2527 0.022 Uiso 1 1 calc R . . H17B H 0.1828 0.4411 0.2621 0.022 Uiso 1 1 calc R . . C18 C 0.1345(3) 0.6295(3) 0.2726(2) 0.0258(7) Uani 1 1 d . . . H18A H 0.1400 0.7161 0.2500 0.039 Uiso 1 1 calc R . . H18B H 0.1612 0.6333 0.3291 0.039 Uiso 1 1 calc R . . H18C H 0.0677 0.6044 0.2605 0.039 Uiso 1 1 calc R . . Fe1 Fe 0.26198(3) 0.77395(4) 0.01794(3) 0.01510(12) Uani 1 1 d . . . N1 N 0.08823(19) 1.0169(3) -0.14682(15) 0.0189(6) Uani 1 1 d . . . N2 N 0.55441(19) 0.7905(3) 0.06916(15) 0.0172(5) Uani 1 1 d . . . N3 N 0.15385(18) 0.5162(3) 0.15333(14) 0.0158(5) Uani 1 1 d . . . S1 S 0.14945(6) 0.93826(8) 0.00292(5) 0.02106(18) Uani 1 1 d . . . S2 S 0.22250(5) 0.82551(8) -0.11307(4) 0.01780(17) Uani 1 1 d . . . S3 S 0.39171(6) 0.65563(8) 0.00811(5) 0.01915(17) Uani 1 1 d . . . S4 S 0.38973(6) 0.91077(7) 0.06798(5) 0.01835(17) Uani 1 1 d . . . S5 S 0.26312(6) 0.72425(8) 0.14370(4) 0.01970(18) Uani 1 1 d . . . S6 S 0.16272(6) 0.59013(8) 0.00888(4) 0.01883(17) 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 C1 0.0144(14) 0.0175(15) 0.0206(15) -0.0039(12) 0.0073(12) -0.0017(12) C2 0.0251(17) 0.0290(18) 0.0154(15) -0.0033(13) 0.0049(13) 0.0054(14) C3 0.032(2) 0.039(2) 0.0193(17) -0.0021(15) 0.0087(15) -0.0048(16) C4 0.056(3) 0.034(2) 0.029(2) -0.0045(17) 0.0011(19) -0.013(2) C5 0.0187(16) 0.0270(17) 0.0230(16) 0.0015(13) 0.0083(13) 0.0071(13) C6 0.0314(19) 0.0267(18) 0.0234(17) -0.0029(14) 0.0093(15) 0.0090(15) C7 0.0226(16) 0.0120(13) 0.0139(14) 0.0016(11) 0.0066(12) -0.0007(12) C8 0.0178(15) 0.0189(15) 0.0234(16) -0.0016(12) 0.0084(13) -0.0009(12) C9 0.034(2) 0.0276(18) 0.0251(17) -0.0014(14) 0.0160(15) 0.0035(15) C10 0.0211(17) 0.0326(19) 0.0275(18) 0.0000(15) 0.0072(14) 0.0035(14) C11 0.0222(16) 0.0194(16) 0.0227(16) -0.0044(13) 0.0108(13) -0.0076(13) C12 0.0305(19) 0.036(2) 0.0230(18) -0.0066(15) 0.0108(15) -0.0100(16) C13 0.0152(14) 0.0203(15) 0.0125(14) -0.0016(11) 0.0036(11) 0.0025(12) C14 0.0207(16) 0.0194(16) 0.0168(15) 0.0004(12) 0.0010(12) -0.0036(13) C15 0.0196(16) 0.0278(18) 0.0239(17) 0.0027(14) 0.0037(13) -0.0067(14) C16 0.034(2) 0.0193(16) 0.0236(17) -0.0038(13) 0.0062(15) -0.0002(14) C17 0.0215(16) 0.0210(16) 0.0122(14) 0.0022(12) 0.0036(12) -0.0008(12) C18 0.0337(19) 0.0255(17) 0.0217(16) -0.0034(14) 0.0131(15) -0.0052(15) Fe1 0.0133(2) 0.0149(2) 0.0171(2) 0.00159(16) 0.00412(17) -0.00067(16) N1 0.0186(13) 0.0215(14) 0.0173(13) -0.0021(10) 0.0063(11) 0.0042(11) N2 0.0196(13) 0.0157(12) 0.0178(13) -0.0010(10) 0.0078(10) -0.0036(10) N3 0.0170(13) 0.0161(12) 0.0139(12) -0.0001(10) 0.0038(10) -0.0021(10) S1 0.0238(4) 0.0226(4) 0.0193(4) 0.0014(3) 0.0102(3) 0.0067(3) S2 0.0166(4) 0.0186(4) 0.0193(4) -0.0034(3) 0.0066(3) 0.0011(3) S3 0.0179(4) 0.0157(4) 0.0222(4) -0.0025(3) 0.0025(3) 0.0002(3) S4 0.0214(4) 0.0145(4) 0.0210(4) -0.0014(3) 0.0091(3) -0.0015(3) S5 0.0227(4) 0.0210(4) 0.0159(4) 0.0013(3) 0.0062(3) -0.0050(3) S6 0.0184(4) 0.0236(4) 0.0144(4) 0.0006(3) 0.0042(3) -0.0014(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 C1 N1 1.326(4) . ? C1 S2 1.722(3) . ? C1 S1 1.725(3) . ? C2 N1 1.490(4) . ? C2 C4 1.508(5) . ? C2 C3 1.516(5) . ? C2 H2 1.0000 . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 N1 1.478(4) . ? C5 C6 1.516(5) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 N2 1.322(4) . ? C7 S4 1.721(3) . ? C7 S3 1.723(3) . ? C8 N2 1.486(4) . ? C8 C10 1.519(5) . ? C8 C9 1.522(4) . ? C8 H8 1.0000 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 N2 1.476(4) . ? C11 C12 1.525(4) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 N3 1.327(4) . ? C13 S5 1.717(3) . ? C13 S6 1.720(3) . ? C14 N3 1.486(4) . ? C14 C16 1.522(5) . ? C14 C15 1.525(5) . ? C14 H14 1.0000 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 N3 1.473(4) . ? C17 C18 1.523(5) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? Fe1 S5 2.3002(9) . ? Fe1 S3 2.3018(9) . ? Fe1 S4 2.3126(9) . ? Fe1 S1 2.3143(9) . ? Fe1 S2 2.3147(9) . ? Fe1 S6 2.3485(9) . ? 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 N1 C1 S2 125.8(2) . . ? N1 C1 S1 124.1(2) . . ? S2 C1 S1 110.06(18) . . ? N1 C2 C4 110.8(3) . . ? N1 C2 C3 112.0(3) . . ? C4 C2 C3 111.5(3) . . ? N1 C2 H2 107.4 . . ? C4 C2 H2 107.4 . . ? C3 C2 H2 107.4 . . ? C2 C3 H3A 109.5 . . ? C2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C2 C4 H4A 109.5 . . ? C2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N1 C5 C6 113.9(3) . . ? N1 C5 H5A 108.8 . . ? C6 C5 H5A 108.8 . . ? N1 C5 H5B 108.8 . . ? C6 C5 H5B 108.8 . . ? H5A C5 H5B 107.7 . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N2 C7 S4 125.2(2) . . ? N2 C7 S3 125.6(2) . . ? S4 C7 S3 109.20(18) . . ? N2 C8 C10 111.9(3) . . ? N2 C8 C9 110.1(3) . . ? C10 C8 C9 112.5(3) . . ? N2 C8 H8 107.3 . . ? C10 C8 H8 107.3 . . ? C9 C8 H8 107.3 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N2 C11 C12 112.9(3) . . ? N2 C11 H11A 109.0 . . ? C12 C11 H11A 109.0 . . ? N2 C11 H11B 109.0 . . ? C12 C11 H11B 109.0 . . ? H11A C11 H11B 107.8 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N3 C13 S5 123.6(2) . . ? N3 C13 S6 126.6(2) . . ? S5 C13 S6 109.83(17) . . ? N3 C14 C16 109.9(3) . . ? N3 C14 C15 111.3(3) . . ? C16 C14 C15 111.3(3) . . ? N3 C14 H14 108.1 . . ? C16 C14 H14 108.1 . . ? C15 C14 H14 108.1 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C14 C16 H16A 109.5 . . ? C14 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C14 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N3 C17 C18 113.5(3) . . ? N3 C17 H17A 108.9 . . ? C18 C17 H17A 108.9 . . ? N3 C17 H17B 108.9 . . ? C18 C17 H17B 108.9 . . ? H17A C17 H17B 107.7 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? S5 Fe1 S3 100.04(3) . . ? S5 Fe1 S4 87.97(3) . . ? S3 Fe1 S4 74.95(3) . . ? S5 Fe1 S1 94.96(3) . . ? S3 Fe1 S1 161.67(4) . . ? S4 Fe1 S1 95.25(3) . . ? S5 Fe1 S2 166.41(4) . . ? S3 Fe1 S2 91.48(3) . . ? S4 Fe1 S2 102.08(3) . . ? S1 Fe1 S2 75.21(3) . . ? S5 Fe1 S6 74.45(3) . . ? S3 Fe1 S6 95.29(3) . . ? S4 Fe1 S6 158.27(3) . . ? S1 Fe1 S6 98.85(3) . . ? S2 Fe1 S6 97.47(3) . . ? C1 N1 C5 119.6(3) . . ? C1 N1 C2 121.0(3) . . ? C5 N1 C2 119.1(3) . . ? C7 N2 C11 120.1(3) . . ? C7 N2 C8 120.3(3) . . ? C11 N2 C8 119.1(3) . . ? C13 N3 C17 119.7(3) . . ? C13 N3 C14 121.3(3) . . ? C17 N3 C14 118.7(2) . . ? C1 S1 Fe1 87.32(11) . . ? C1 S2 Fe1 87.40(11) . . ? C7 S3 Fe1 88.05(11) . . ? C7 S4 Fe1 87.75(11) . . ? C13 S5 Fe1 88.67(10) . . ? C13 S6 Fe1 87.05(11) . . ? 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 S2 C1 N1 C5 174.3(2) . . . . ? S1 C1 N1 C5 -5.5(4) . . . . ? S2 C1 N1 C2 1.3(4) . . . . ? S1 C1 N1 C2 -178.5(2) . . . . ? C6 C5 N1 C1 87.1(4) . . . . ? C6 C5 N1 C2 -99.8(3) . . . . ? C4 C2 N1 C1 104.2(4) . . . . ? C3 C2 N1 C1 -130.6(3) . . . . ? C4 C2 N1 C5 -68.8(4) . . . . ? C3 C2 N1 C5 56.4(4) . . . . ? S4 C7 N2 C11 -3.0(4) . . . . ? S3 C7 N2 C11 177.6(2) . . . . ? S4 C7 N2 C8 -174.6(2) . . . . ? S3 C7 N2 C8 6.0(4) . . . . ? C12 C11 N2 C7 85.0(4) . . . . ? C12 C11 N2 C8 -103.3(3) . . . . ? C10 C8 N2 C7 -139.1(3) . . . . ? C9 C8 N2 C7 95.0(3) . . . . ? C10 C8 N2 C11 49.2(4) . . . . ? C9 C8 N2 C11 -76.7(3) . . . . ? S5 C13 N3 C17 -5.1(4) . . . . ? S6 C13 N3 C17 174.8(2) . . . . ? S5 C13 N3 C14 -178.7(2) . . . . ? S6 C13 N3 C14 1.3(4) . . . . ? C18 C17 N3 C13 86.0(4) . . . . ? C18 C17 N3 C14 -100.2(3) . . . . ? C16 C14 N3 C13 95.5(3) . . . . ? C15 C14 N3 C13 -140.7(3) . . . . ? C16 C14 N3 C17 -78.1(3) . . . . ? C15 C14 N3 C17 45.7(4) . . . . ? N1 C1 S1 Fe1 179.4(3) . . . . ? S2 C1 S1 Fe1 -0.49(14) . . . . ? S5 Fe1 S1 C1 -170.10(11) . . . . ? S3 Fe1 S1 C1 44.98(16) . . . . ? S4 Fe1 S1 C1 101.48(11) . . . . ? S2 Fe1 S1 C1 0.35(10) . . . . ? S6 Fe1 S1 C1 -95.10(11) . . . . ? N1 C1 S2 Fe1 -179.4(3) . . . . ? S1 C1 S2 Fe1 0.49(14) . . . . ? S5 Fe1 S2 C1 44.31(19) . . . . ? S3 Fe1 S2 C1 -167.59(11) . . . . ? S4 Fe1 S2 C1 -92.67(11) . . . . ? S1 Fe1 S2 C1 -0.35(10) . . . . ? S6 Fe1 S2 C1 96.88(11) . . . . ? N2 C7 S3 Fe1 177.5(3) . . . . ? S4 C7 S3 Fe1 -1.95(14) . . . . ? S5 Fe1 S3 C7 -83.72(10) . . . . ? S4 Fe1 S3 C7 1.42(10) . . . . ? S1 Fe1 S3 C7 60.73(15) . . . . ? S2 Fe1 S3 C7 103.53(10) . . . . ? S6 Fe1 S3 C7 -158.83(10) . . . . ? N2 C7 S4 Fe1 -177.6(3) . . . . ? S3 C7 S4 Fe1 1.94(14) . . . . ? S5 Fe1 S4 C7 99.54(10) . . . . ? S3 Fe1 S4 C7 -1.42(10) . . . . ? S1 Fe1 S4 C7 -165.66(10) . . . . ? S2 Fe1 S4 C7 -89.69(10) . . . . ? S6 Fe1 S4 C7 63.95(14) . . . . ? N3 C13 S5 Fe1 -179.7(3) . . . . ? S6 C13 S5 Fe1 0.30(15) . . . . ? S3 Fe1 S5 C13 -92.96(11) . . . . ? S4 Fe1 S5 C13 -167.29(11) . . . . ? S1 Fe1 S5 C13 97.61(11) . . . . ? S2 Fe1 S5 C13 54.60(19) . . . . ? S6 Fe1 S5 C13 -0.21(10) . . . . ? N3 C13 S6 Fe1 179.7(3) . . . . ? S5 C13 S6 Fe1 -0.29(14) . . . . ? S5 Fe1 S6 C13 0.21(10) . . . . ? S3 Fe1 S6 C13 99.18(11) . . . . ? S4 Fe1 S6 C13 37.35(14) . . . . ? S1 Fe1 S6 C13 -92.51(11) . . . . ? S2 Fe1 S6 C13 -168.62(11) . . . . ? _diffrn_measured_fraction_theta_max 0.947 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.797 _refine_diff_density_min -0.316 _refine_diff_density_rms 0.109 # Attachment 's3379abs.cif' data_s3379abs _database_code_depnum_ccdc_archive 'CCDC 776131' #TrackingRef 's3379abs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _publ_section_abstract ; ENTER ABSTRACT ; _publ_section_exptl_prep ; ENTER EXPERIMENTAL SECTION ; _publ_section_exptl_refinement ; The structure was solved by the direct methods and there are the complex and a disordered THF molecule at 0.5 occupancy in the asymmetric unit. All non-H atoms were refined anisotropically with restraints on those of the THF atoms. H atoms were included in calculated positions. Restraints were applied to the geometry of the THF molecule. ; _publ_section_comment ; ENTER TEXT ; _publ_section_references ; Bruker (2001). SMART (Version 5.625), SADABS (Version 2.03a) and SHELXTL (Version 6.12). Bruker AXS Inc., Madison, Wisconsin, USA. Bruker (2002). SAINT. Version 6.36a. Bruker AXS Inc., Madison, Wisconsin, USA. M. C. Burla, R. Caliandro, M. Camalli, B. Carrozzini, G. L. Cascarano, L. De Caro,C. Giacovazzo, G. Polidori and R. Spagna SIR2004: an improved tool for crystal structure determination and refinement J. Appl. Cryst. (2005). 38, 381-388 Sheldrick, G. M. (1997). SHELXS-97 and SHELXL-97. University of G\"ottingen, Germany. Sheldrick, G, M. (2005). CELL_NOW. University of G\"ottingen, Germany. Sheldrick, G, M. (2007). TWINABS. University of G\"ottingen, Germany. Spek, A.L. (2003) J.Appl.Cryst. 36, 2003, 7-13. ; _publ_section_acknowledgements ; ENTER ACKNOWLEDGEMENTS ; _publ_section_table_legends ; ENTER TABLE LEGENDS ; _publ_section_figure_captions ; ENTER FIGURE CAPTIONS ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H28 Fe N3 O0.50 S6' _chemical_formula_weight 494.60 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' O O 0.0106 0.0060 '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 7.974(2) _cell_length_b 11.999(3) _cell_length_c 12.112(3) _cell_angle_alpha 76.157(5) _cell_angle_beta 79.844(5) _cell_angle_gamma 83.699(5) _cell_volume 1104.8(5) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 708 _cell_measurement_theta_min 2.90 _cell_measurement_theta_max 24.94 _exptl_crystal_description rhombohedral _exptl_crystal_colour black _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.487 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 518 _exptl_absorpt_coefficient_mu 1.256 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.633 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5695 _diffrn_reflns_av_R_equivalents 0.0312 _diffrn_reflns_av_sigmaI/netI 0.0705 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.18 _diffrn_reflns_theta_max 25.02 _reflns_number_total 3824 _reflns_number_gt 2790 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0913P)^2^+0.0000P] 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 3824 _refine_ls_number_parameters 263 _refine_ls_number_restraints 54 _refine_ls_R_factor_all 0.0891 _refine_ls_R_factor_gt 0.0618 _refine_ls_wR_factor_ref 0.1589 _refine_ls_wR_factor_gt 0.1455 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.059 _refine_ls_shift/su_max 0.001 _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 0.66835(10) 0.17802(7) 0.24148(6) 0.0257(3) Uani 1 1 d . . . S1 S 0.93563(18) 0.16700(13) 0.28935(12) 0.0283(4) Uani 1 1 d . . . S2 S 0.62061(19) 0.15729(14) 0.43772(12) 0.0322(4) Uani 1 1 d . . . S3 S 0.66237(18) 0.37632(13) 0.18677(12) 0.0310(4) Uani 1 1 d . . . S4 S 0.38918(18) 0.23478(13) 0.21958(13) 0.0301(4) Uani 1 1 d . . . S5 S 0.63244(18) -0.01334(12) 0.25542(12) 0.0281(4) Uani 1 1 d . . . S6 S 0.76171(18) 0.15136(12) 0.05782(11) 0.0274(4) Uani 1 1 d . . . N1 N 0.9187(6) 0.1432(4) 0.5174(4) 0.0331(12) Uani 1 1 d . . . N2 N 0.3465(6) 0.4654(4) 0.1516(4) 0.0334(12) Uani 1 1 d . . . N3 N 0.7069(6) -0.0608(4) 0.0450(4) 0.0278(11) Uani 1 1 d . . . C1 C 0.8374(7) 0.1549(5) 0.4284(5) 0.0287(13) Uani 1 1 d . A . C2 C 1.1057(8) 0.1449(6) 0.5031(5) 0.0440(17) Uani 0.442(14) 1 d P A 1 H2A H 1.1574 0.1494 0.4218 0.053 Uiso 0.442(14) 1 calc PR A 1 H2B H 1.1555 0.0751 0.5517 0.053 Uiso 0.442(14) 1 calc PR A 1 C3 C 1.1368(19) 0.2577(13) 0.5432(13) 0.045(5) Uani 0.442(14) 1 d P A 1 H3A H 1.0906 0.3260 0.4922 0.067 Uiso 0.442(14) 1 calc PR A 1 H3B H 1.2596 0.2626 0.5395 0.067 Uiso 0.442(14) 1 calc PR A 1 H3C H 1.0793 0.2535 0.6224 0.067 Uiso 0.442(14) 1 calc PR A 1 C4 C 0.8271(9) 0.1311(6) 0.6346(5) 0.0471(18) Uani 0.442(14) 1 d P A 1 H4A H 0.7795 0.2069 0.6468 0.071 Uiso 0.442(14) 1 calc PR A 1 H4B H 0.9060 0.0981 0.6895 0.071 Uiso 0.442(14) 1 calc PR A 1 H4C H 0.7343 0.0803 0.6464 0.071 Uiso 0.442(14) 1 calc PR A 1 C2B C 0.8271(9) 0.1311(6) 0.6346(5) 0.0471(18) Uani 0.558(14) 1 d P A 2 H2B1 H 0.8757 0.0627 0.6858 0.056 Uiso 0.558(14) 1 calc PR A 2 H2B2 H 0.7052 0.1207 0.6362 0.056 Uiso 0.558(14) 1 calc PR A 2 C3B C 0.843(2) 0.2349(13) 0.6750(12) 0.071(5) Uani 0.558(14) 1 d P A 2 H3B1 H 0.9638 0.2472 0.6690 0.107 Uiso 0.558(14) 1 calc PR A 2 H3B2 H 0.7880 0.2254 0.7555 0.107 Uiso 0.558(14) 1 calc PR A 2 H3B3 H 0.7867 0.3015 0.6276 0.107 Uiso 0.558(14) 1 calc PR A 2 C4B C 1.1057(8) 0.1449(6) 0.5031(5) 0.0440(17) Uani 0.558(14) 1 d P A 2 H4B1 H 1.1582 0.1126 0.4371 0.066 Uiso 0.558(14) 1 calc PR A 2 H4B2 H 1.1468 0.0989 0.5729 0.066 Uiso 0.558(14) 1 calc PR A 2 H4B3 H 1.1365 0.2244 0.4900 0.066 Uiso 0.558(14) 1 calc PR A 2 C5 C 0.4489(7) 0.3723(5) 0.1821(4) 0.0279(13) Uani 1 1 d . . . C6 C 0.1640(8) 0.4579(6) 0.1536(6) 0.0434(16) Uani 1 1 d . . . H6A H 0.1441 0.3800 0.1470 0.052 Uiso 1 1 calc R . . H6B H 0.1264 0.5140 0.0867 0.052 Uiso 1 1 calc R . . C7 C 0.0609(9) 0.4822(7) 0.2623(7) 0.065(2) Uani 1 1 d . . . H7A H 0.0934 0.4240 0.3284 0.098 Uiso 1 1 calc R . . H7B H -0.0608 0.4797 0.2599 0.098 Uiso 1 1 calc R . . H7C H 0.0827 0.5586 0.2699 0.098 Uiso 1 1 calc R . . C8 C 0.4087(8) 0.5800(5) 0.1263(5) 0.0391(16) Uani 1 1 d . . . H8A H 0.5154 0.5828 0.0716 0.059 Uiso 1 1 calc RD . . H8B H 0.4296 0.5973 0.1976 0.059 Uiso 1 1 calc R . . H8C H 0.3231 0.6369 0.0928 0.059 Uiso 1 1 calc R . . C9 C 0.7029(6) 0.0138(5) 0.1099(5) 0.0241(12) Uani 1 1 d . . . C10 C 0.6589(7) -0.1792(5) 0.0926(5) 0.0300(13) Uani 1 1 d . . . H10A H 0.5861 -0.1994 0.0430 0.036 Uiso 1 1 calc R . . H10B H 0.5908 -0.1841 0.1701 0.036 Uiso 1 1 calc R . . C11 C 0.8118(8) -0.2651(6) 0.1015(7) 0.0507(19) Uani 1 1 d . . . H11A H 0.8804 -0.2601 0.0251 0.076 Uiso 1 1 calc R . . H11B H 0.7731 -0.3429 0.1313 0.076 Uiso 1 1 calc R . . H11C H 0.8813 -0.2480 0.1538 0.076 Uiso 1 1 calc R . . C12 C 0.7696(7) -0.0290(5) -0.0787(4) 0.0306(13) Uani 1 1 d . . . H12A H 0.7018 0.0390 -0.1141 0.046 Uiso 1 1 calc R . . H12B H 0.7594 -0.0931 -0.1138 0.046 Uiso 1 1 calc R . . H12C H 0.8897 -0.0118 -0.0910 0.046 Uiso 1 1 calc R . . O1S O 0.412(3) 0.596(2) 0.4013(18) 0.174(5) Uani 0.50 1 d PDU B -1 C1S C 0.310(3) 0.535(3) 0.500(2) 0.164(5) Uani 0.50 1 d PDU B -1 H1S1 H 0.2303 0.4881 0.4799 0.197 Uiso 0.50 1 calc PR B -1 H1S2 H 0.2461 0.5865 0.5480 0.197 Uiso 0.50 1 calc PRD B -1 C2S C 0.454(4) 0.462(2) 0.5556(19) 0.155(6) Uani 0.50 1 d PDU B -1 H2S1 H 0.4850 0.3916 0.5252 0.185 Uiso 0.50 1 calc PR B -1 H2S2 H 0.4216 0.4395 0.6403 0.185 Uiso 0.50 1 calc PR B -1 C3S C 0.602(3) 0.542(3) 0.522(2) 0.163(5) Uani 0.50 1 d PDU B -1 H3S1 H 0.5935 0.5917 0.5776 0.195 Uiso 0.50 1 calc PR B -1 H3S2 H 0.7132 0.4963 0.5216 0.195 Uiso 0.50 1 calc PR B -1 C4S C 0.588(4) 0.616(3) 0.401(2) 0.180(5) Uani 0.50 1 d PDU B -1 H4S1 H 0.6043 0.6979 0.3950 0.216 Uiso 0.50 1 calc PR B -1 H4S2 H 0.6675 0.5866 0.3405 0.216 Uiso 0.50 1 calc PRU B -1 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 0.0229(5) 0.0281(5) 0.0281(5) -0.0042(4) -0.0098(3) -0.0061(3) S1 0.0239(8) 0.0339(9) 0.0284(8) -0.0029(6) -0.0099(6) -0.0073(6) S2 0.0290(8) 0.0403(9) 0.0289(8) -0.0070(7) -0.0067(6) -0.0075(7) S3 0.0271(8) 0.0300(8) 0.0390(9) -0.0048(7) -0.0136(6) -0.0090(6) S4 0.0235(8) 0.0286(8) 0.0396(8) -0.0044(7) -0.0109(6) -0.0057(6) S5 0.0308(8) 0.0287(8) 0.0259(7) -0.0012(6) -0.0104(6) -0.0078(6) S6 0.0277(8) 0.0269(8) 0.0277(8) -0.0010(6) -0.0093(6) -0.0061(6) N1 0.039(3) 0.033(3) 0.029(3) -0.002(2) -0.013(2) -0.010(2) N2 0.031(3) 0.028(3) 0.045(3) -0.004(2) -0.020(2) -0.006(2) N3 0.026(3) 0.031(3) 0.028(3) -0.005(2) -0.010(2) -0.006(2) C1 0.034(3) 0.022(3) 0.035(3) -0.008(3) -0.013(3) -0.007(3) C2 0.045(4) 0.044(4) 0.047(4) 0.003(3) -0.028(3) -0.017(3) C3 0.036(9) 0.036(9) 0.056(10) -0.001(7) -0.002(7) -0.007(7) C4 0.061(5) 0.051(5) 0.030(3) -0.001(3) -0.017(3) -0.008(4) C2B 0.061(5) 0.051(5) 0.030(3) -0.001(3) -0.017(3) -0.008(4) C3B 0.101(13) 0.058(10) 0.052(9) -0.011(7) 0.007(8) -0.023(9) C4B 0.045(4) 0.044(4) 0.047(4) 0.003(3) -0.028(3) -0.017(3) C5 0.028(3) 0.032(3) 0.026(3) -0.005(3) -0.009(2) -0.009(3) C6 0.035(4) 0.032(4) 0.065(4) -0.007(3) -0.019(3) 0.001(3) C7 0.036(4) 0.073(6) 0.098(6) -0.034(5) -0.024(4) 0.001(4) C8 0.044(4) 0.029(4) 0.045(4) 0.000(3) -0.016(3) -0.006(3) C9 0.016(3) 0.027(3) 0.031(3) -0.004(2) -0.012(2) -0.001(2) C10 0.029(3) 0.027(3) 0.037(3) -0.004(3) -0.011(3) -0.011(3) C11 0.035(4) 0.035(4) 0.081(5) -0.001(4) -0.019(4) -0.007(3) C12 0.031(3) 0.032(3) 0.031(3) -0.006(3) -0.011(3) -0.002(3) O1S 0.209(10) 0.190(11) 0.137(9) -0.082(8) -0.044(8) 0.053(10) C1S 0.198(10) 0.178(12) 0.136(10) -0.083(9) -0.052(9) 0.046(10) C2S 0.189(12) 0.175(12) 0.128(10) -0.095(8) -0.050(10) 0.045(9) C3S 0.191(11) 0.177(11) 0.139(9) -0.089(9) -0.037(9) 0.044(10) C4S 0.208(9) 0.191(9) 0.152(8) -0.077(7) -0.037(8) 0.039(8) _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 S1 2.2876(16) . ? Fe1 S2 2.2966(17) . ? Fe1 S4 2.2975(17) . ? Fe1 S6 2.3041(17) . ? Fe1 S5 2.3075(17) . ? Fe1 S3 2.3098(18) . ? S1 C1 1.707(6) . ? S2 C1 1.710(6) . ? S3 C5 1.720(5) . ? S4 C5 1.701(6) . ? S5 C9 1.716(5) . ? S6 C9 1.706(6) . ? N1 C1 1.325(7) . ? N1 C4 1.460(7) . ? N1 C2 1.472(8) . ? N2 C5 1.326(7) . ? N2 C8 1.458(7) . ? N2 C6 1.463(7) . ? N3 C9 1.320(7) . ? N3 C12 1.464(7) . ? N3 C10 1.465(7) . ? C2 C3 1.599(16) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C3B H3B1 0.9800 . ? C3B H3B2 0.9800 . ? C3B H3B3 0.9800 . ? C6 C7 1.498(9) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C10 C11 1.509(9) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? O1S C1S 1.411(18) . ? O1S C4S 1.446(18) . ? C1S C2S 1.522(19) . ? C1S H1S1 0.9900 . ? C1S H1S2 0.9900 . ? C2S C3S 1.542(19) . ? C2S H2S1 0.9900 . ? C2S H2S2 0.9900 . ? C3S C4S 1.53(2) . ? C3S H3S1 0.9900 . ? C3S H3S2 0.9900 . ? C4S H4S1 0.9900 . ? C4S H4S2 0.9900 . ? 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 S1 Fe1 S2 75.77(6) . . ? S1 Fe1 S4 162.81(7) . . ? S2 Fe1 S4 94.70(6) . . ? S1 Fe1 S6 95.23(6) . . ? S2 Fe1 S6 163.97(7) . . ? S4 Fe1 S6 97.11(6) . . ? S1 Fe1 S5 101.27(6) . . ? S2 Fe1 S5 92.83(6) . . ? S4 Fe1 S5 93.37(6) . . ? S6 Fe1 S5 75.72(5) . . ? S1 Fe1 S3 91.58(6) . . ? S2 Fe1 S3 99.00(6) . . ? S4 Fe1 S3 75.59(6) . . ? S6 Fe1 S3 94.42(6) . . ? S5 Fe1 S3 164.36(6) . . ? C1 S1 Fe1 86.81(19) . . ? C1 S2 Fe1 86.47(19) . . ? C5 S3 Fe1 86.2(2) . . ? C5 S4 Fe1 87.0(2) . . ? C9 S5 Fe1 86.07(19) . . ? C9 S6 Fe1 86.41(19) . . ? C1 N1 C4 121.7(5) . . ? C1 N1 C2 121.9(5) . . ? C4 N1 C2 116.4(5) . . ? C5 N2 C8 120.8(5) . . ? C5 N2 C6 121.5(5) . . ? C8 N2 C6 117.4(5) . . ? C9 N3 C12 120.4(5) . . ? C9 N3 C10 122.5(4) . . ? C12 N3 C10 117.0(4) . . ? N1 C1 S1 124.4(4) . . ? N1 C1 S2 124.6(4) . . ? S1 C1 S2 110.9(3) . . ? N1 C2 C3 104.8(7) . . ? N1 C2 H2A 110.8 . . ? C3 C2 H2A 110.8 . . ? N1 C2 H2B 110.8 . . ? C3 C2 H2B 110.8 . . ? H2A C2 H2B 108.9 . . ? N1 C4 H4A 109.5 . . ? N1 C4 H4B 109.5 . . ? N1 C4 H4C 109.5 . . ? H3B1 C3B H3B2 109.5 . . ? H3B1 C3B H3B3 109.5 . . ? H3B2 C3B H3B3 109.5 . . ? N2 C5 S4 125.2(4) . . ? N2 C5 S3 123.5(4) . . ? S4 C5 S3 111.3(3) . . ? N2 C6 C7 111.3(5) . . ? N2 C6 H6A 109.4 . . ? C7 C6 H6A 109.4 . . ? N2 C6 H6B 109.4 . . ? C7 C6 H6B 109.4 . . ? H6A C6 H6B 108.0 . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N2 C8 H8A 109.5 . . ? N2 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? N2 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N3 C9 S6 123.8(4) . . ? N3 C9 S5 124.6(4) . . ? S6 C9 S5 111.6(3) . . ? N3 C10 C11 112.6(5) . . ? N3 C10 H10A 109.1 . . ? C11 C10 H10A 109.1 . . ? N3 C10 H10B 109.1 . . ? C11 C10 H10B 109.1 . . ? H10A C10 H10B 107.8 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N3 C12 H12A 109.5 . . ? N3 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? N3 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C1S O1S C4S 122(2) . . ? O1S C1S C2S 97.5(19) . . ? O1S C1S H1S1 112.3 . . ? C2S C1S H1S1 112.3 . . ? O1S C1S H1S2 112.3 . . ? C2S C1S H1S2 112.3 . . ? H1S1 C1S H1S2 109.9 . . ? C1S C2S C3S 103.3(15) . . ? C1S C2S H2S1 111.1 . . ? C3S C2S H2S1 111.1 . . ? C1S C2S H2S2 111.1 . . ? C3S C2S H2S2 111.1 . . ? H2S1 C2S H2S2 109.1 . . ? C4S C3S C2S 107.2(14) . . ? C4S C3S H3S1 110.3 . . ? C2S C3S H3S1 110.3 . . ? C4S C3S H3S2 110.3 . . ? C2S C3S H3S2 110.3 . . ? H3S1 C3S H3S2 108.5 . . ? O1S C4S C3S 96.8(18) . . ? O1S C4S H4S1 112.4 . . ? C3S C4S H4S1 112.4 . . ? O1S C4S H4S2 112.4 . . ? C3S C4S H4S2 112.4 . . ? H4S1 C4S H4S2 110.0 . . ? 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 S2 Fe1 S1 C1 -0.47(19) . . . . ? S4 Fe1 S1 C1 57.3(3) . . . . ? S6 Fe1 S1 C1 -167.00(19) . . . . ? S5 Fe1 S1 C1 -90.56(19) . . . . ? S3 Fe1 S1 C1 98.41(19) . . . . ? S1 Fe1 S2 C1 0.47(19) . . . . ? S4 Fe1 S2 C1 -165.00(19) . . . . ? S6 Fe1 S2 C1 57.6(3) . . . . ? S5 Fe1 S2 C1 101.39(19) . . . . ? S3 Fe1 S2 C1 -88.88(19) . . . . ? S1 Fe1 S3 C5 -168.81(19) . . . . ? S2 Fe1 S3 C5 -92.97(19) . . . . ? S4 Fe1 S3 C5 -0.40(18) . . . . ? S6 Fe1 S3 C5 95.82(19) . . . . ? S5 Fe1 S3 C5 45.7(3) . . . . ? S1 Fe1 S4 C5 43.2(3) . . . . ? S2 Fe1 S4 C5 98.50(19) . . . . ? S6 Fe1 S4 C5 -92.36(19) . . . . ? S5 Fe1 S4 C5 -168.37(19) . . . . ? S3 Fe1 S4 C5 0.40(19) . . . . ? S1 Fe1 S5 C9 -95.32(18) . . . . ? S2 Fe1 S5 C9 -171.37(18) . . . . ? S4 Fe1 S5 C9 93.75(18) . . . . ? S6 Fe1 S5 C9 -2.73(17) . . . . ? S3 Fe1 S5 C9 49.4(3) . . . . ? S1 Fe1 S6 C9 103.07(18) . . . . ? S2 Fe1 S6 C9 48.2(3) . . . . ? S4 Fe1 S6 C9 -88.93(18) . . . . ? S5 Fe1 S6 C9 2.75(17) . . . . ? S3 Fe1 S6 C9 -164.93(18) . . . . ? C4 N1 C1 S1 -178.8(5) . . . . ? C2 N1 C1 S1 2.8(8) . . . . ? C4 N1 C1 S2 0.0(8) . . . . ? C2 N1 C1 S2 -178.3(4) . . . . ? Fe1 S1 C1 N1 179.6(5) . . . . ? Fe1 S1 C1 S2 0.7(3) . . . . ? Fe1 S2 C1 N1 -179.6(5) . . . . ? Fe1 S2 C1 S1 -0.7(3) . . . . ? C1 N1 C2 C3 115.0(8) . . . . ? C4 N1 C2 C3 -63.4(8) . . . . ? C8 N2 C5 S4 177.0(4) . . . . ? C6 N2 C5 S4 3.4(8) . . . . ? C8 N2 C5 S3 -3.8(8) . . . . ? C6 N2 C5 S3 -177.4(4) . . . . ? Fe1 S4 C5 N2 178.7(5) . . . . ? Fe1 S4 C5 S3 -0.6(3) . . . . ? Fe1 S3 C5 N2 -178.7(5) . . . . ? Fe1 S3 C5 S4 0.6(3) . . . . ? C5 N2 C6 C7 97.1(7) . . . . ? C8 N2 C6 C7 -76.7(7) . . . . ? C12 N3 C9 S6 2.1(7) . . . . ? C10 N3 C9 S6 178.7(4) . . . . ? C12 N3 C9 S5 -179.9(4) . . . . ? C10 N3 C9 S5 -3.4(7) . . . . ? Fe1 S6 C9 N3 174.3(5) . . . . ? Fe1 S6 C9 S5 -3.9(2) . . . . ? Fe1 S5 C9 N3 -174.3(5) . . . . ? Fe1 S5 C9 S6 3.9(2) . . . . ? C9 N3 C10 C11 -102.8(6) . . . . ? C12 N3 C10 C11 73.9(6) . . . . ? C4S O1S C1S C2S -27(3) . . . . ? O1S C1S C2S C3S 34(3) . . . . ? C1S C2S C3S C4S -34(3) . . . . ? C1S O1S C4S C3S 6(4) . . . . ? C2S C3S C4S O1S 18(3) . . . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 1.078 _refine_diff_density_min -0.645 _refine_diff_density_rms 0.119