# Electronic Supplementary Material (ESI) for RSC Advances. # This journal is © The Royal Society of Chemistry 2018 ####################################################################### # # This file contains crystal structure data downloaded from the # Cambridge Structural Database (CSD) hosted by the Cambridge # Crystallographic Data Centre (CCDC). # # Full information about CCDC data access policies and citation # guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 # # Audit and citation data items may have been added by the CCDC. # Please retain this information to preserve the provenance of # this file and to allow appropriate attribution of the data. # ####################################################################### data_m20160623g _database_code_depnum_ccdc_archive 'CCDC 1526197' _audit_update_record ; 2017-01-08 deposited with the CCDC. 2018-11-26 downloaded from the CCDC. ; _audit_creation_date 2016-06-23 _audit_creation_method ; Olex2 1.2-ac21 (compiled 2015.09.16 svn.r134, GUI svn.r4998) ; _chemical_name_common ? _chemical_name_systematic ? _chemical_formula_moiety 'C12 H17 Fe2 O5 P S2' _chemical_formula_sum 'C12 H17 Fe2 O5 P S2' _chemical_formula_weight 448.04 _chemical_melting_point ? _chemical_oxdiff_formula 'C12 H17 Fe2 O5 P S2' 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' 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' P P 0.1023 0.0942 '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' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _space_group_crystal_system orthorhombic _space_group_IT_number 60 _space_group_name_H-M_alt 'P b c n' _space_group_name_Hall '-P 2n 2ab' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 23.9678(4) _cell_length_b 11.62457(18) _cell_length_c 12.7424(2) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 3550.25(10) _cell_formula_units_Z 8 _cell_measurement_reflns_used 25834 _cell_measurement_temperature 113.15 _cell_measurement_theta_max 30.9750 _cell_measurement_theta_min 1.6990 _shelx_estimated_absorpt_T_max 0.743 _shelx_estimated_absorpt_T_min 0.628 _exptl_absorpt_coefficient_mu 1.975 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.69773 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_special_details ? _exptl_crystal_colour red _exptl_crystal_colour_primary red _exptl_crystal_density_diffrn 1.676 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_description block _exptl_crystal_F_000 1824 _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.16 _exptl_transmission_factor_max ? _exptl_transmission_factor_min ? _diffrn_reflns_av_R_equivalents 0.0205 _diffrn_reflns_av_unetI/netI 0.0096 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.999 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_h_min -32 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 45269 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.999 _diffrn_reflns_theta_full 26.000 _diffrn_reflns_theta_max 28.699 _diffrn_reflns_theta_min 1.699 _diffrn_ambient_temperature 113.15 _diffrn_detector PILT _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_detector_area_resol_mean ? _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames #-------------------------------------------------------------------------- 1 \w -105.00 75.00 0.50 4.00 -- -15.00 45.00 0.00 360 2 \w -105.00 75.00 0.50 4.00 -- -15.00 45.00 90.00 360 3 \w -105.00 75.00 0.50 4.00 -- -15.00 45.00 180.00 360 ; _diffrn_measurement_device 'abstract diffractometer' _diffrn_measurement_device_type 'Rigaku Xtalab P200' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 -0.0128086000 _diffrn_orient_matrix_UB_12 -0.0469364000 _diffrn_orient_matrix_UB_13 -0.0261477000 _diffrn_orient_matrix_UB_21 0.0263035000 _diffrn_orient_matrix_UB_22 -0.0275396000 _diffrn_orient_matrix_UB_23 -0.0044462000 _diffrn_orient_matrix_UB_31 -0.0044572000 _diffrn_orient_matrix_UB_32 -0.0275935000 _diffrn_orient_matrix_UB_33 0.0489449000 _diffrn_radiation_monochromator confocal _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'Rotating anode' _diffrn_source_type 'Enhance (Mo) X-ray Source' _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_full . _reflns_Friedel_fraction_max . _reflns_number_gt 4365 _reflns_number_total 4586 _reflns_odcompleteness_completeness 92.15 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 31.01 _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _reflns_threshold_expression 'I > 2\s(I)' _computing_cell_refinement 'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)' _computing_data_collection 'CrystalClear-SM Expert 2.1 b42 (Rigaku, 2015)' _computing_data_reduction 'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2008)' _computing_structure_solution 'ShelXT (Sheldrick, 2015)' _refine_diff_density_max 0.355 _refine_diff_density_min -0.196 _refine_diff_density_rms 0.045 _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 203 _refine_ls_number_reflns 4586 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0170 _refine_ls_R_factor_gt 0.0157 _refine_ls_restrained_S_all 1.034 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0220P)^2^+1.2030P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0410 _refine_ls_wR_factor_ref 0.0415 _refine_special_details ? _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups At 1.5 times of: All C(H,H,H) groups 2.a Ternary CH refined with riding coordinates: C10(H10) 2.b Secondary CH2 refined with riding coordinates: C9(H9A,H9B), C11(H11A,H11B) 2.c Idealised Me refined as rotating group: C6(H6A,H6B,H6C), C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C12(H12A,H12B,H12C) ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary ? loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.40435(2) 0.28165(2) 0.33922(2) 0.01447(4) Uani 1 1 d . . . . . Fe2 Fe 0.32531(2) 0.37147(2) 0.23720(2) 0.01464(4) Uani 1 1 d . . . . . S1 S 0.34491(2) 0.41060(2) 0.40653(2) 0.01721(5) Uani 1 1 d . . . . . S2 S 0.41612(2) 0.42493(2) 0.22369(2) 0.01630(5) Uani 1 1 d . . . . . P1 P 0.36774(2) 0.13541(2) 0.42851(2) 0.01874(6) Uani 1 1 d . . . . . O1 O 0.50053(4) 0.31044(8) 0.47809(7) 0.0340(2) Uani 1 1 d . . . . . O2 O 0.44559(4) 0.10857(7) 0.19222(7) 0.03121(19) Uani 1 1 d . . . . . O3 O 0.26783(3) 0.56944(7) 0.14172(6) 0.02606(17) Uani 1 1 d . . . . . O4 O 0.22343(3) 0.25813(7) 0.31132(7) 0.02832(17) Uani 1 1 d . . . . . O5 O 0.33685(4) 0.21840(7) 0.05491(7) 0.02869(18) Uani 1 1 d . . . . . C1 C 0.46315(4) 0.29818(9) 0.42315(8) 0.0211(2) Uani 1 1 d . . . . . C2 C 0.43023(4) 0.17787(9) 0.24992(8) 0.02017(19) Uani 1 1 d . . . . . C3 C 0.29116(4) 0.49479(9) 0.18013(8) 0.01893(18) Uani 1 1 d . . . . . C4 C 0.26334(4) 0.30110(9) 0.28105(8) 0.01945(19) Uani 1 1 d . . . . . C5 C 0.33262(4) 0.27911(9) 0.12535(8) 0.01973(19) Uani 1 1 d . . . . . C6 C 0.32286(6) 0.16685(12) 0.53986(10) 0.0378(3) Uani 1 1 d . . . . . H6A H 0.2901 0.2098 0.5159 0.057 Uiso 1 1 calc GR . . . . H6B H 0.3435 0.2130 0.5912 0.057 Uiso 1 1 calc GR . . . . H6C H 0.3108 0.0947 0.5725 0.057 Uiso 1 1 calc GR . . . . C7 C 0.42116(6) 0.04220(11) 0.48442(12) 0.0377(3) Uani 1 1 d . . . . . H7A H 0.4422 0.0847 0.5378 0.057 Uiso 1 1 calc GR . . . . H7B H 0.4466 0.0168 0.4288 0.057 Uiso 1 1 calc GR . . . . H7C H 0.4034 -0.0250 0.5167 0.057 Uiso 1 1 calc GR . . . . C8 C 0.32536(5) 0.03298(9) 0.35555(10) 0.0283(2) Uani 1 1 d . . . . . H8A H 0.3161 -0.0324 0.4008 0.043 Uiso 1 1 calc GR . . . . H8B H 0.3463 0.0056 0.2943 0.043 Uiso 1 1 calc GR . . . . H8C H 0.2909 0.0706 0.3322 0.043 Uiso 1 1 calc GR . . . . C9 C 0.38191(4) 0.54807(8) 0.39936(8) 0.02016(19) Uani 1 1 d . . . . . H9A H 0.3543 0.6110 0.3926 0.024 Uiso 1 1 calc R . . . . H9B H 0.4028 0.5602 0.4655 0.024 Uiso 1 1 calc R . . . . C10 C 0.42264(4) 0.55398(8) 0.30702(8) 0.01769(18) Uani 1 1 d . . . . . H10 H 0.4614 0.5554 0.3362 0.021 Uiso 1 1 calc R . . . . C11 C 0.41499(5) 0.66191(9) 0.23975(9) 0.0226(2) Uani 1 1 d . . . . . H11A H 0.3763 0.6637 0.2126 0.027 Uiso 1 1 calc R . . . . H11B H 0.4405 0.6577 0.1787 0.027 Uiso 1 1 calc R . . . . C12 C 0.42645(5) 0.77359(9) 0.30007(10) 0.0268(2) Uani 1 1 d . . . . . H12A H 0.4220 0.8394 0.2528 0.040 Uiso 1 1 calc GR . . . . H12B H 0.4646 0.7723 0.3275 0.040 Uiso 1 1 calc GR . . . . H12C H 0.4000 0.7804 0.3585 0.040 Uiso 1 1 calc GR . . . . 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 0.01583(7) 0.01478(7) 0.01280(7) -0.00053(5) -0.00058(5) -0.00063(5) Fe2 0.01501(7) 0.01498(7) 0.01392(7) -0.00068(5) 0.00061(5) 0.00006(5) S1 0.02099(11) 0.01676(11) 0.01387(11) -0.00180(8) 0.00369(9) -0.00165(8) S2 0.01734(11) 0.01677(10) 0.01477(11) -0.00017(8) 0.00294(8) -0.00125(8) P1 0.02216(13) 0.01657(12) 0.01750(12) 0.00198(9) -0.00410(10) -0.00436(9) O1 0.0291(4) 0.0475(5) 0.0253(4) 0.0027(4) -0.0094(3) -0.0112(4) O2 0.0313(4) 0.0331(4) 0.0292(4) -0.0135(4) -0.0035(3) 0.0074(3) O3 0.0283(4) 0.0237(4) 0.0262(4) 0.0046(3) 0.0013(3) 0.0058(3) O4 0.0219(4) 0.0252(4) 0.0378(5) -0.0025(3) 0.0062(3) -0.0045(3) O5 0.0337(4) 0.0297(4) 0.0227(4) -0.0085(3) 0.0010(3) -0.0009(3) C1 0.0232(5) 0.0223(5) 0.0178(5) 0.0011(4) 0.0011(4) -0.0033(4) C2 0.0193(5) 0.0217(5) 0.0196(5) -0.0005(4) -0.0043(4) 0.0011(4) C3 0.0189(4) 0.0206(4) 0.0173(4) -0.0023(4) 0.0024(4) -0.0014(4) C4 0.0206(5) 0.0170(4) 0.0208(5) -0.0025(4) -0.0007(4) 0.0026(4) C5 0.0182(4) 0.0213(5) 0.0197(5) 0.0009(4) -0.0006(4) -0.0007(4) C6 0.0523(8) 0.0327(6) 0.0284(6) -0.0011(5) 0.0157(6) -0.0172(6) C7 0.0373(7) 0.0308(6) 0.0450(8) 0.0184(6) -0.0192(6) -0.0061(5) C8 0.0333(6) 0.0180(5) 0.0337(6) -0.0014(4) -0.0118(5) -0.0048(4) C9 0.0261(5) 0.0160(4) 0.0184(5) -0.0034(4) 0.0028(4) -0.0026(4) C10 0.0191(4) 0.0155(4) 0.0185(5) -0.0012(4) -0.0002(4) -0.0014(3) C11 0.0260(5) 0.0179(4) 0.0239(5) 0.0029(4) 0.0003(4) -0.0006(4) C12 0.0309(6) 0.0164(5) 0.0331(6) 0.0001(4) 0.0025(5) -0.0007(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 Fe2 2.5235(2) . ? Fe1 S1 2.2387(3) . ? Fe1 S2 2.2407(3) . ? Fe1 P1 2.2258(3) . ? Fe1 C1 1.7795(11) . ? Fe1 C2 1.7707(11) . ? Fe2 S1 2.2545(3) . ? Fe2 S2 2.2701(3) . ? Fe2 C3 1.8039(10) . ? Fe2 C4 1.7853(11) . ? Fe2 C5 1.7929(11) . ? S1 C9 1.8299(10) . ? S2 C10 1.8446(10) . ? P1 C6 1.8177(13) . ? P1 C7 1.8224(12) . ? P1 C8 1.8204(11) . ? O1 C1 1.1459(13) . ? O2 C2 1.1511(13) . ? O3 C3 1.1425(13) . ? O4 C4 1.1460(13) . ? O5 C5 1.1463(13) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C9 C10 1.5304(14) . ? C10 H10 1.0000 . ? C10 C11 1.5306(14) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C11 C12 1.5335(15) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? 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 Fe2 56.129(8) . . ? S1 Fe1 S2 80.455(10) . . ? S2 Fe1 Fe2 56.537(8) . . ? P1 Fe1 Fe2 106.465(9) . . ? P1 Fe1 S1 93.713(11) . . ? P1 Fe1 S2 162.401(11) . . ? C1 Fe1 Fe2 149.25(3) . . ? C1 Fe1 S1 101.62(4) . . ? C1 Fe1 S2 102.40(3) . . ? C1 Fe1 P1 95.02(3) . . ? C2 Fe1 Fe2 102.35(3) . . ? C2 Fe1 S1 157.72(3) . . ? C2 Fe1 S2 92.29(3) . . ? C2 Fe1 P1 86.92(4) . . ? C2 Fe1 C1 100.50(5) . . ? S1 Fe2 Fe1 55.534(8) . . ? S1 Fe2 S2 79.489(10) . . ? S2 Fe2 Fe1 55.432(7) . . ? C3 Fe2 Fe1 151.29(3) . . ? C3 Fe2 S1 108.66(3) . . ? C3 Fe2 S2 100.78(3) . . ? C4 Fe2 Fe1 105.89(3) . . ? C4 Fe2 S1 88.07(3) . . ? C4 Fe2 S2 161.23(3) . . ? C4 Fe2 C3 96.47(5) . . ? C4 Fe2 C5 93.20(5) . . ? C5 Fe2 Fe1 95.07(3) . . ? C5 Fe2 S1 149.45(3) . . ? C5 Fe2 S2 90.57(3) . . ? C5 Fe2 C3 101.53(5) . . ? Fe1 S1 Fe2 68.336(8) . . ? C9 S1 Fe1 104.91(3) . . ? C9 S1 Fe2 103.27(3) . . ? Fe1 S2 Fe2 68.030(8) . . ? C10 S2 Fe1 103.71(3) . . ? C10 S2 Fe2 105.08(3) . . ? C6 P1 Fe1 118.60(4) . . ? C6 P1 C7 103.31(7) . . ? C6 P1 C8 101.53(6) . . ? C7 P1 Fe1 112.15(4) . . ? C8 P1 Fe1 117.29(4) . . ? C8 P1 C7 101.70(6) . . ? O1 C1 Fe1 178.76(11) . . ? O2 C2 Fe1 177.93(10) . . ? O3 C3 Fe2 176.79(9) . . ? O4 C4 Fe2 178.14(10) . . ? O5 C5 Fe2 178.71(10) . . ? P1 C6 H6A 109.5 . . ? P1 C6 H6B 109.5 . . ? P1 C6 H6C 109.5 . . ? H6A C6 H6B 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? P1 C7 H7A 109.5 . . ? P1 C7 H7B 109.5 . . ? P1 C7 H7C 109.5 . . ? H7A C7 H7B 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? P1 C8 H8A 109.5 . . ? P1 C8 H8B 109.5 . . ? P1 C8 H8C 109.5 . . ? H8A C8 H8B 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? S1 C9 H9A 109.0 . . ? S1 C9 H9B 109.0 . . ? H9A C9 H9B 107.8 . . ? C10 C9 S1 112.75(7) . . ? C10 C9 H9A 109.0 . . ? C10 C9 H9B 109.0 . . ? S2 C10 H10 107.8 . . ? C9 C10 S2 110.62(7) . . ? C9 C10 H10 107.8 . . ? C9 C10 C11 113.02(8) . . ? C11 C10 S2 109.52(7) . . ? C11 C10 H10 107.8 . . ? C10 C11 H11A 109.0 . . ? C10 C11 H11B 109.0 . . ? C10 C11 C12 113.06(9) . . ? H11A C11 H11B 107.8 . . ? C12 C11 H11A 109.0 . . ? C12 C11 H11B 109.0 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12B 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? 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 Fe1 S1 C9 C10 30.25(8) . . . . ? Fe1 S2 C10 C9 -39.43(7) . . . . ? Fe1 S2 C10 C11 -164.65(6) . . . . ? Fe2 S1 C9 C10 -40.50(8) . . . . ? Fe2 S2 C10 C9 31.11(7) . . . . ? Fe2 S2 C10 C11 -94.10(7) . . . . ? S1 C9 C10 S2 5.82(10) . . . . ? S1 C9 C10 C11 129.03(8) . . . . ? S2 C10 C11 C12 -173.33(8) . . . . ? C9 C10 C11 C12 62.86(12) . . . . ? _shelx_res_file ; m20160623g.res created by SHELXL-2014/8 TITL m20160623g_a.res in Pbcn REM Old TITL m20160623g in Pbcn #60 REM SHELXT solution in Pbcn REM R1 0.052, Rweak 0.001, Alpha 0.028, Orientation as input REM Formula found by SHELXT: C12 O5 P S2 Fe2 CELL 0.71073 23.96784 11.624571 12.74245 90 90 90 ZERR 8 0.000398 0.000176 0.000244 0 0 0 LATT 1 SYMM 0.5-X,0.5-Y,0.5+Z SYMM -X,+Y,0.5-Z SYMM 0.5+X,0.5-Y,-Z SFAC C H Fe O P S UNIT 96 136 16 40 8 16 L.S. 10 PLAN 20 SIZE 0.26 0.22 0.16 TEMP -160 BOND $H htab CONF fmap 2 acta 52 MORE -1 SHEL 999 0.74 REM REM REM WGHT 0.022000 1.203000 FVAR 0.23314 FE1 3 0.404346 0.281655 0.339224 11.00000 0.01583 0.01478 = 0.01280 -0.00053 -0.00058 -0.00063 FE2 3 0.325312 0.371466 0.237200 11.00000 0.01501 0.01498 = 0.01392 -0.00068 0.00061 0.00006 S1 6 0.344909 0.410604 0.406526 11.00000 0.02099 0.01676 = 0.01387 -0.00180 0.00369 -0.00165 S2 6 0.416125 0.424929 0.223689 11.00000 0.01734 0.01677 = 0.01477 -0.00017 0.00294 -0.00125 P1 5 0.367741 0.135413 0.428513 11.00000 0.02216 0.01657 = 0.01750 0.00198 -0.00410 -0.00436 O1 4 0.500527 0.310437 0.478087 11.00000 0.02905 0.04752 = 0.02530 0.00275 -0.00943 -0.01121 O2 4 0.445589 0.108566 0.192225 11.00000 0.03130 0.03308 = 0.02924 -0.01352 -0.00345 0.00742 O3 4 0.267829 0.569445 0.141721 11.00000 0.02831 0.02368 = 0.02618 0.00462 0.00131 0.00580 O4 4 0.223433 0.258131 0.311320 11.00000 0.02189 0.02523 = 0.03785 -0.00247 0.00621 -0.00455 O5 4 0.336855 0.218404 0.054910 11.00000 0.03370 0.02966 = 0.02271 -0.00850 0.00096 -0.00090 C1 1 0.463146 0.298184 0.423149 11.00000 0.02325 0.02233 = 0.01784 0.00109 0.00105 -0.00329 C2 1 0.430233 0.177871 0.249917 11.00000 0.01926 0.02165 = 0.01959 -0.00055 -0.00434 0.00106 C3 1 0.291155 0.494792 0.180135 11.00000 0.01891 0.02061 = 0.01728 -0.00226 0.00240 -0.00140 C4 1 0.263341 0.301105 0.281051 11.00000 0.02058 0.01700 = 0.02076 -0.00249 -0.00066 0.00260 C5 1 0.332623 0.279108 0.125355 11.00000 0.01818 0.02125 = 0.01975 0.00095 -0.00060 -0.00070 C6 1 0.322856 0.166850 0.539858 11.00000 0.05227 0.03271 = 0.02835 -0.00110 0.01565 -0.01718 AFIX 137 H6A 2 0.290080 0.209836 0.515854 11.00000 -1.50000 H6B 2 0.343460 0.213001 0.591242 11.00000 -1.50000 H6C 2 0.310829 0.094661 0.572509 11.00000 -1.50000 AFIX 0 C7 1 0.421163 0.042199 0.484420 11.00000 0.03731 0.03078 = 0.04505 0.01842 -0.01921 -0.00612 AFIX 137 H7A 2 0.442208 0.084664 0.537780 11.00000 -1.50000 H7B 2 0.446586 0.016805 0.428818 11.00000 -1.50000 H7C 2 0.403425 -0.024998 0.516726 11.00000 -1.50000 AFIX 0 C8 1 0.325365 0.032982 0.355547 11.00000 0.03330 0.01802 = 0.03367 -0.00138 -0.01179 -0.00478 AFIX 137 H8A 2 0.316067 -0.032398 0.400843 11.00000 -1.50000 H8B 2 0.346274 0.005629 0.294347 11.00000 -1.50000 H8C 2 0.290940 0.070570 0.332172 11.00000 -1.50000 AFIX 0 C9 1 0.381910 0.548074 0.399362 11.00000 0.02607 0.01601 = 0.01841 -0.00340 0.00284 -0.00259 AFIX 23 H9A 2 0.354325 0.611032 0.392638 11.00000 -1.20000 H9B 2 0.402763 0.560172 0.465513 11.00000 -1.20000 AFIX 0 C10 1 0.422637 0.553982 0.307022 11.00000 0.01906 0.01555 = 0.01847 -0.00121 -0.00020 -0.00144 AFIX 13 H10 2 0.461352 0.555397 0.336248 11.00000 -1.20000 AFIX 0 C11 1 0.414987 0.661913 0.239745 11.00000 0.02604 0.01787 = 0.02386 0.00292 0.00034 -0.00062 AFIX 23 H11A 2 0.376291 0.663703 0.212614 11.00000 -1.20000 H11B 2 0.440485 0.657679 0.178745 11.00000 -1.20000 AFIX 0 C12 1 0.426448 0.773587 0.300065 11.00000 0.03094 0.01638 = 0.03306 0.00014 0.00251 -0.00069 AFIX 137 H12A 2 0.421993 0.839424 0.252765 11.00000 -1.50000 H12B 2 0.464635 0.772296 0.327530 11.00000 -1.50000 H12C 2 0.400040 0.780410 0.358450 11.00000 -1.50000 AFIX 0 HKLF 4 REM m20160623g_a.res in Pbcn REM R1 = 0.0157 for 4365 Fo > 4sig(Fo) and 0.0170 for all 4586 data REM 203 parameters refined using 0 restraints END WGHT 0.0217 1.2092 REM Instructions for potential hydrogen bonds EQIV $1 x, -y, z+1/2 HTAB C7 O2_$1 REM Highest difference peak 0.355, deepest hole -0.196, 1-sigma level 0.045 Q1 1 0.4028 0.5447 0.3539 11.00000 0.05 0.35 Q2 1 0.4252 0.3764 0.1931 11.00000 0.05 0.35 Q3 1 0.3884 0.4494 0.2023 11.00000 0.05 0.35 Q4 1 0.3437 0.0791 0.3926 11.00000 0.05 0.32 Q5 1 0.4171 0.6081 0.2688 11.00000 0.05 0.32 Q6 1 0.4195 0.5053 0.2731 11.00000 0.05 0.30 Q7 1 0.3802 0.1985 0.3928 11.00000 0.05 0.30 Q8 1 0.3433 0.1566 0.4870 11.00000 0.05 0.29 Q9 1 0.3371 0.3172 0.1960 11.00000 0.05 0.28 Q10 1 0.3942 0.0892 0.4607 11.00000 0.05 0.27 Q11 1 0.3829 0.3319 0.3226 11.00000 0.05 0.27 Q12 1 0.4213 0.7225 0.2706 11.00000 0.05 0.26 Q13 1 0.3695 0.3721 0.3838 11.00000 0.05 0.26 Q14 1 0.4032 0.2197 0.3098 11.00000 0.05 0.26 Q15 1 0.2981 0.3547 0.2094 11.00000 0.05 0.26 Q16 1 0.3674 0.4876 0.3979 11.00000 0.05 0.25 Q17 1 0.2921 0.4381 0.2263 11.00000 0.05 0.25 Q18 1 0.2871 0.3290 0.2369 11.00000 0.05 0.23 Q19 1 0.3201 0.4535 0.2039 11.00000 0.05 0.23 Q20 1 0.3115 0.3255 0.2835 11.00000 0.05 0.23 ; _shelx_res_checksum 33073 _shelx_SHELXL_version_number 2014/8 _olex2_submission_special_instructions 'No special instructions were received' _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling - Detector area scaling ; _oxdiff_exptl_absorpt_empirical_full_max 1.473 _oxdiff_exptl_absorpt_empirical_full_min 0.690 ####################################################################### # # This file contains crystal structure data downloaded from the # Cambridge Structural Database (CSD) hosted by the Cambridge # Crystallographic Data Centre (CCDC). # # Full information about CCDC data access policies and citation # guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 # # Audit and citation data items may have been added by the CCDC. # Please retain this information to preserve the provenance of # this file and to allow appropriate attribution of the data. # ####################################################################### data_shelx _database_code_depnum_ccdc_archive 'CCDC 1842131' _audit_update_record ; 2018-05-08 deposited with the CCDC. 2018-11-26 downloaded from the CCDC. ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H17 Fe2 O8 P S2' _chemical_formula_weight 496.05 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' 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' P P 0.1023 0.0942 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 11.163(2) _cell_length_b 14.887(3) _cell_length_c 23.086(4) _cell_angle_alpha 90.00 _cell_angle_beta 98.118(3) _cell_angle_gamma 90.00 _cell_volume 3798.1(12) _cell_formula_units_Z 8 _cell_measurement_temperature 128(2) _cell_measurement_reflns_used 6074 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 27.5 _exptl_crystal_description Prism _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.735 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2016 _exptl_absorpt_coefficient_mu 1.867 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7065 _exptl_absorpt_correction_T_max 0.8070 _exptl_absorpt_process_details 'REQAB (Rigaku, 1998)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 128(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator multilayer _diffrn_measurement_device_type 'Rigaku XtaLAB P200' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean 5.814 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 15557 _diffrn_reflns_av_R_equivalents 0.0708 _diffrn_reflns_av_sigmaI/netI 0.0489 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_max 25.02 _reflns_number_total 3335 _reflns_number_gt 3229 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear-SM Expert 2.1 b42 (Rigaku, 2015)' _computing_cell_refinement 'CrystalClear-SM Expert 2.1 b42' _computing_data_reduction 'CrystalClear-SM Expert 2.1 b42' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CrystalStructure 4.1' _computing_publication_material 'CrystalStructure 4.1 (Rigaku, 2014)' _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^)+(0.1000P)^2^+44.5437P] 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 3335 _refine_ls_number_parameters 281 _refine_ls_number_restraints 192 _refine_ls_R_factor_all 0.0768 _refine_ls_R_factor_gt 0.0754 _refine_ls_wR_factor_ref 0.2048 _refine_ls_wR_factor_gt 0.2036 _refine_ls_goodness_of_fit_ref 1.078 _refine_ls_restrained_S_all 1.070 _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 0.23081(8) 0.47289(6) 0.10631(4) 0.0368(3) Uani 1 1 d . A . Fe2 Fe 0.31083(9) 0.60668(6) 0.05948(4) 0.0404(3) Uani 1 1 d . . . S1 S 0.36447(18) 0.56797(13) 0.15367(8) 0.0503(5) Uani 1 1 d . . . S2 S 0.37827(16) 0.46535(11) 0.04955(8) 0.0449(4) Uani 1 1 d . . . P1 P 0.24766(19) 0.35169(13) 0.15857(8) 0.0483(5) Uani 1 1 d D . . O1 O 0.0668(5) 0.4070(3) 0.0056(2) 0.0540(13) Uani 1 1 d . A . O2 O 0.0405(6) 0.5591(4) 0.1611(3) 0.0730(18) Uani 1 1 d . A . O3 O 0.1736(6) 0.5922(4) -0.0578(2) 0.0608(14) Uani 1 1 d . . . O4 O 0.1502(6) 0.7434(4) 0.0964(3) 0.0674(16) Uani 1 1 d . . . O5 O 0.5129(5) 0.7166(4) 0.0303(3) 0.0583(14) Uani 1 1 d . . . O6 O 0.3102(13) 0.3681(9) 0.2234(4) 0.051(3) Uani 0.470(8) 1 d PDU A 1 O7 O 0.3498(9) 0.2789(6) 0.1414(4) 0.047(2) Uani 0.470(8) 1 d PDU A 1 O8 O 0.1411(8) 0.2839(6) 0.1565(5) 0.050(2) Uani 0.470(8) 1 d PDU A 1 O6' O 0.3520(9) 0.3476(8) 0.2123(4) 0.048(3) Uani 0.530(8) 1 d PDU A 2 O7' O 0.2321(9) 0.2549(5) 0.1304(4) 0.050(2) Uani 0.530(8) 1 d PDU A 2 O8' O 0.1352(7) 0.3363(6) 0.1981(4) 0.049(2) Uani 0.530(8) 1 d PDU A 2 C1 C 0.1290(7) 0.4303(4) 0.0463(3) 0.0432(16) Uani 1 1 d . . . C2 C 0.1140(7) 0.5237(5) 0.1399(4) 0.0517(18) Uani 1 1 d . . . C3 C 0.2257(7) 0.5992(5) -0.0116(4) 0.0481(17) Uani 1 1 d . . . C4 C 0.2120(7) 0.6911(5) 0.0815(3) 0.0494(17) Uani 1 1 d . . . C5 C 0.4368(7) 0.6739(5) 0.0425(3) 0.0485(17) Uani 1 1 d . . . C6 C 0.3226(19) 0.2959(11) 0.2656(7) 0.052(4) Uani 0.470(8) 1 d PDU A 1 H6A H 0.3618 0.3185 0.3035 0.078 Uiso 0.470(8) 1 calc PR A 1 H6B H 0.3720 0.2479 0.2521 0.078 Uiso 0.470(8) 1 calc PR A 1 H6C H 0.2424 0.2722 0.2699 0.078 Uiso 0.470(8) 1 calc PR A 1 C7 C 0.340(2) 0.231(2) 0.0866(10) 0.053(5) Uani 0.470(8) 1 d PDU A 1 H7A H 0.4105 0.1923 0.0864 0.080 Uiso 0.470(8) 1 calc PR A 1 H7B H 0.3358 0.2743 0.0543 0.080 Uiso 0.470(8) 1 calc PR A 1 H7C H 0.2662 0.1944 0.0818 0.080 Uiso 0.470(8) 1 calc PR A 1 C8 C 0.0264(16) 0.315(3) 0.1713(17) 0.057(5) Uani 0.470(8) 1 d PDU A 1 H8A H -0.0315 0.2655 0.1682 0.085 Uiso 0.470(8) 1 calc PR A 1 H8B H -0.0049 0.3634 0.1444 0.085 Uiso 0.470(8) 1 calc PR A 1 H8C H 0.0381 0.3384 0.2115 0.085 Uiso 0.470(8) 1 calc PR A 1 C6' C 0.3587(19) 0.2710(12) 0.2513(8) 0.064(4) Uani 0.530(8) 1 d PDU A 2 H6'A H 0.4270 0.2786 0.2826 0.097 Uiso 0.530(8) 1 calc PR A 2 H6'B H 0.3703 0.2161 0.2293 0.097 Uiso 0.530(8) 1 calc PR A 2 H6'C H 0.2834 0.2663 0.2684 0.097 Uiso 0.530(8) 1 calc PR A 2 C7' C 0.3074(17) 0.232(2) 0.0865(9) 0.051(4) Uani 0.530(8) 1 d PDU A 2 H7'A H 0.2889 0.1707 0.0726 0.076 Uiso 0.530(8) 1 calc PR A 2 H7'B H 0.3927 0.2358 0.1036 0.076 Uiso 0.530(8) 1 calc PR A 2 H7'C H 0.2915 0.2739 0.0536 0.076 Uiso 0.530(8) 1 calc PR A 2 C8' C 0.0110(12) 0.326(2) 0.1700(14) 0.054(4) Uani 0.530(8) 1 d PDU A 2 H8'A H -0.0422 0.3181 0.1999 0.081 Uiso 0.530(8) 1 calc PR A 2 H8'B H 0.0049 0.2741 0.1440 0.081 Uiso 0.530(8) 1 calc PR A 2 H8'C H -0.0134 0.3805 0.1471 0.081 Uiso 0.530(8) 1 calc PR A 2 C9 C 0.5198(7) 0.4621(5) 0.0986(4) 0.0552(19) Uani 1 1 d . . . H9A H 0.5427 0.3987 0.1069 0.066 Uiso 1 1 calc R . . H9B H 0.5838 0.4901 0.0790 0.066 Uiso 1 1 calc R . . C10 C 0.5133(9) 0.5107(7) 0.1563(5) 0.077(3) Uani 1 1 d . . . H10A H 0.5159 0.4632 0.1871 0.093 Uiso 1 1 calc R . . C11 C 0.6111(9) 0.5715(9) 0.1753(5) 0.086(3) Uani 1 1 d . . . H11A H 0.5969 0.6004 0.2123 0.104 Uiso 1 1 calc R . . H11B H 0.6130 0.6192 0.1456 0.104 Uiso 1 1 calc R . . C12 C 0.7371(9) 0.5217(11) 0.1850(5) 0.102(4) Uani 1 1 d . . . H12A H 0.8014 0.5651 0.1980 0.152 Uiso 1 1 calc R . . H12B H 0.7522 0.4940 0.1482 0.152 Uiso 1 1 calc R . . H12C H 0.7360 0.4751 0.2149 0.152 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0392(5) 0.0330(5) 0.0387(5) 0.0044(4) 0.0070(4) 0.0026(4) Fe2 0.0450(6) 0.0315(5) 0.0466(6) 0.0020(4) 0.0128(4) -0.0003(4) S1 0.0528(11) 0.0484(10) 0.0475(10) -0.0043(8) -0.0007(8) -0.0018(8) S2 0.0452(9) 0.0354(9) 0.0567(10) 0.0043(7) 0.0162(8) 0.0054(7) P1 0.0608(12) 0.0393(10) 0.0421(9) 0.0083(7) -0.0019(8) -0.0006(8) O1 0.065(3) 0.040(3) 0.054(3) 0.002(2) 0.000(3) -0.012(2) O2 0.072(4) 0.060(4) 0.098(5) -0.001(3) 0.049(4) 0.010(3) O3 0.068(4) 0.064(4) 0.049(3) 0.005(3) 0.002(3) 0.004(3) O4 0.094(4) 0.048(3) 0.066(4) 0.002(3) 0.030(3) 0.021(3) O5 0.061(3) 0.047(3) 0.071(4) 0.004(3) 0.022(3) -0.015(3) O6 0.059(6) 0.049(6) 0.044(5) 0.008(4) 0.001(5) -0.004(5) O7 0.051(5) 0.041(4) 0.050(4) 0.009(4) 0.006(4) 0.004(4) O8 0.054(4) 0.048(4) 0.050(4) 0.006(4) 0.013(4) 0.001(4) O6' 0.050(5) 0.044(5) 0.049(5) 0.013(4) 0.000(4) 0.005(4) O7' 0.053(4) 0.043(4) 0.054(4) 0.009(3) 0.013(3) 0.002(3) O8' 0.051(4) 0.051(4) 0.045(4) 0.006(4) 0.008(4) -0.006(4) C1 0.051(4) 0.029(3) 0.052(4) 0.007(3) 0.014(3) -0.001(3) C2 0.054(4) 0.046(4) 0.057(4) 0.009(3) 0.013(4) -0.001(3) C3 0.049(4) 0.038(4) 0.060(5) 0.007(3) 0.016(4) 0.006(3) C4 0.067(5) 0.033(3) 0.052(4) 0.005(3) 0.021(4) 0.006(3) C5 0.058(4) 0.038(4) 0.050(4) -0.004(3) 0.012(3) 0.007(3) C6 0.063(7) 0.050(7) 0.043(6) 0.012(5) 0.011(5) 0.002(6) C7 0.054(8) 0.048(7) 0.060(7) -0.003(6) 0.011(6) 0.005(7) C8 0.061(7) 0.055(8) 0.056(7) 0.003(6) 0.009(6) 0.001(6) C6' 0.069(7) 0.063(7) 0.060(7) 0.020(6) 0.002(6) 0.000(6) C7' 0.053(8) 0.042(6) 0.059(6) 0.004(5) 0.016(6) 0.005(7) C8' 0.055(6) 0.050(7) 0.056(7) 0.007(6) 0.008(6) -0.004(6) C9 0.052(4) 0.048(4) 0.068(5) 0.004(4) 0.015(4) 0.008(3) C10 0.057(5) 0.071(6) 0.098(7) -0.017(5) -0.011(5) 0.006(5) C11 0.067(6) 0.100(8) 0.092(7) -0.016(6) 0.010(5) -0.005(6) C12 0.045(5) 0.180(14) 0.078(7) 0.013(8) 0.003(5) 0.016(7) _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 C2 1.778(8) . ? Fe1 C1 1.780(8) . ? Fe1 P1 2.164(2) . ? Fe1 S1 2.228(2) . ? Fe1 S2 2.247(2) . ? Fe1 Fe2 2.4911(13) . ? Fe2 C3 1.780(8) . ? Fe2 C4 1.792(8) . ? Fe2 C5 1.813(8) . ? Fe2 S1 2.247(2) . ? Fe2 S2 2.257(2) . ? S1 C10 1.860(10) . ? S2 C9 1.810(8) . ? P1 O8 1.556(8) . ? P1 O6' 1.577(8) . ? P1 O6 1.579(8) . ? P1 O7' 1.581(7) . ? P1 O7 1.660(7) . ? P1 O8' 1.668(7) . ? O1 C1 1.140(9) . ? O2 C2 1.142(10) . ? O3 C3 1.145(9) . ? O4 C4 1.126(9) . ? O5 C5 1.129(9) . ? O6 C6 1.444(9) . ? O7 C7 1.443(10) . ? O8 C8 1.449(10) . ? O6' C6' 1.449(9) . ? O7' C7' 1.445(9) . ? O8' C8' 1.452(10) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C6' H6'A 0.9800 . ? C6' H6'B 0.9800 . ? C6' H6'C 0.9800 . ? C7' H7'A 0.9800 . ? C7' H7'B 0.9800 . ? C7' H7'C 0.9800 . ? C8' H8'A 0.9800 . ? C8' H8'B 0.9800 . ? C8' H8'C 0.9800 . ? C9 C10 1.527(14) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.438(14) . ? C10 H10A 1.0000 . ? C11 C12 1.577(15) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? 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 C2 Fe1 C1 93.7(4) . . ? C2 Fe1 P1 97.1(2) . . ? C1 Fe1 P1 97.7(2) . . ? C2 Fe1 S1 89.9(3) . . ? C1 Fe1 S1 156.6(2) . . ? P1 Fe1 S1 104.87(8) . . ? C2 Fe1 S2 156.7(2) . . ? C1 Fe1 S2 88.1(2) . . ? P1 Fe1 S2 105.68(8) . . ? S1 Fe1 S2 79.80(8) . . ? C2 Fe1 Fe2 100.3(2) . . ? C1 Fe1 Fe2 100.1(2) . . ? P1 Fe1 Fe2 154.20(7) . . ? S1 Fe1 Fe2 56.55(6) . . ? S2 Fe1 Fe2 56.62(5) . . ? C3 Fe2 C4 92.0(3) . . ? C3 Fe2 C5 99.5(3) . . ? C4 Fe2 C5 101.6(3) . . ? C3 Fe2 S1 155.6(2) . . ? C4 Fe2 S1 89.8(2) . . ? C5 Fe2 S1 104.0(2) . . ? C3 Fe2 S2 89.4(2) . . ? C4 Fe2 S2 155.5(2) . . ? C5 Fe2 S2 102.3(2) . . ? S1 Fe2 S2 79.18(8) . . ? C3 Fe2 Fe1 99.9(2) . . ? C4 Fe2 Fe1 99.5(2) . . ? C5 Fe2 Fe1 150.6(2) . . ? S1 Fe2 Fe1 55.81(6) . . ? S2 Fe2 Fe1 56.22(5) . . ? C10 S1 Fe1 105.0(3) . . ? C10 S1 Fe2 105.3(4) . . ? Fe1 S1 Fe2 67.65(6) . . ? C9 S2 Fe1 106.4(3) . . ? C9 S2 Fe2 103.6(3) . . ? Fe1 S2 Fe2 67.16(6) . . ? O8 P1 O6' 118.4(6) . . ? O8 P1 O6 111.3(6) . . ? O6' P1 O6 23.5(5) . . ? O8 P1 O7' 50.0(5) . . ? O6' P1 O7' 108.3(6) . . ? O6 P1 O7' 122.7(6) . . ? O8 P1 O7 96.7(5) . . ? O6' P1 O7 72.9(6) . . ? O6 P1 O7 95.8(7) . . ? O7' P1 O7 49.2(5) . . ? O8 P1 O8' 45.3(5) . . ? O6' P1 O8' 95.4(6) . . ? O6 P1 O8' 76.6(6) . . ? O7' P1 O8' 93.0(5) . . ? O7 P1 O8' 129.5(5) . . ? O8 P1 Fe1 121.2(4) . . ? O6' P1 Fe1 117.8(4) . . ? O6 P1 Fe1 113.1(5) . . ? O7' P1 Fe1 122.3(3) . . ? O7 P1 Fe1 114.8(4) . . ? O8' P1 Fe1 114.0(3) . . ? C6 O6 P1 120.8(11) . . ? C7 O7 P1 124.1(14) . . ? C8 O8 P1 118.7(17) . . ? C6' O6' P1 119.1(11) . . ? C7' O7' P1 117.6(12) . . ? C8' O8' P1 120.9(14) . . ? O1 C1 Fe1 175.6(6) . . ? O2 C2 Fe1 177.7(7) . . ? O3 C3 Fe2 177.7(7) . . ? O4 C4 Fe2 178.6(7) . . ? O5 C5 Fe2 177.7(7) . . ? O6 C6 H6A 109.5 . . ? O6 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? O6 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? O7 C7 H7A 109.5 . . ? O7 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? O7 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? O8 C8 H8A 109.5 . . ? O8 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? O8 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? O6' C6' H6'A 109.5 . . ? O6' C6' H6'B 109.5 . . ? H6'A C6' H6'B 109.5 . . ? O6' C6' H6'C 109.5 . . ? H6'A C6' H6'C 109.5 . . ? H6'B C6' H6'C 109.5 . . ? O7' C7' H7'A 109.5 . . ? O7' C7' H7'B 109.5 . . ? H7'A C7' H7'B 109.5 . . ? O7' C7' H7'C 109.5 . . ? H7'A C7' H7'C 109.5 . . ? H7'B C7' H7'C 109.5 . . ? O8' C8' H8'A 109.5 . . ? O8' C8' H8'B 109.5 . . ? H8'A C8' H8'B 109.5 . . ? O8' C8' H8'C 109.5 . . ? H8'A C8' H8'C 109.5 . . ? H8'B C8' H8'C 109.5 . . ? C10 C9 S2 112.9(6) . . ? C10 C9 H9A 109.0 . . ? S2 C9 H9A 109.0 . . ? C10 C9 H9B 109.0 . . ? S2 C9 H9B 109.0 . . ? H9A C9 H9B 107.8 . . ? C11 C10 C9 115.9(10) . . ? C11 C10 S1 111.0(8) . . ? C9 C10 S1 109.9(6) . . ? C11 C10 H10A 106.5 . . ? C9 C10 H10A 106.5 . . ? S1 C10 H10A 106.5 . . ? C10 C11 C12 111.8(10) . . ? C10 C11 H11A 109.3 . . ? C12 C11 H11A 109.3 . . ? C10 C11 H11B 109.3 . . ? C12 C11 H11B 109.3 . . ? H11A C11 H11B 107.9 . . ? 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 . . ? 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 C2 Fe1 Fe2 C3 -94.1(4) . . . . ? C1 Fe1 Fe2 C3 1.6(3) . . . . ? P1 Fe1 Fe2 C3 134.3(3) . . . . ? S1 Fe1 Fe2 C3 -177.0(2) . . . . ? S2 Fe1 Fe2 C3 82.6(2) . . . . ? C2 Fe1 Fe2 C4 -0.3(4) . . . . ? C1 Fe1 Fe2 C4 95.4(4) . . . . ? P1 Fe1 Fe2 C4 -131.9(3) . . . . ? S1 Fe1 Fe2 C4 -83.2(3) . . . . ? S2 Fe1 Fe2 C4 176.3(3) . . . . ? C2 Fe1 Fe2 C5 135.2(5) . . . . ? C1 Fe1 Fe2 C5 -129.2(5) . . . . ? P1 Fe1 Fe2 C5 3.6(5) . . . . ? S1 Fe1 Fe2 C5 52.3(5) . . . . ? S2 Fe1 Fe2 C5 -48.2(5) . . . . ? C2 Fe1 Fe2 S1 82.9(3) . . . . ? C1 Fe1 Fe2 S1 178.6(2) . . . . ? P1 Fe1 Fe2 S1 -48.70(17) . . . . ? S2 Fe1 Fe2 S1 -100.44(9) . . . . ? C2 Fe1 Fe2 S2 -176.7(3) . . . . ? C1 Fe1 Fe2 S2 -81.0(2) . . . . ? P1 Fe1 Fe2 S2 51.75(17) . . . . ? S1 Fe1 Fe2 S2 100.44(9) . . . . ? C2 Fe1 S1 C10 156.8(5) . . . . ? C1 Fe1 S1 C10 -104.2(7) . . . . ? P1 Fe1 S1 C10 59.5(4) . . . . ? S2 Fe1 S1 C10 -44.1(4) . . . . ? Fe2 Fe1 S1 C10 -100.7(4) . . . . ? C2 Fe1 S1 Fe2 -102.5(2) . . . . ? C1 Fe1 S1 Fe2 -3.5(6) . . . . ? P1 Fe1 S1 Fe2 160.23(8) . . . . ? S2 Fe1 S1 Fe2 56.55(6) . . . . ? C3 Fe2 S1 C10 107.4(7) . . . . ? C4 Fe2 S1 C10 -158.2(4) . . . . ? C5 Fe2 S1 C10 -56.3(4) . . . . ? S2 Fe2 S1 C10 43.8(3) . . . . ? Fe1 Fe2 S1 C10 100.2(3) . . . . ? C3 Fe2 S1 Fe1 7.3(6) . . . . ? C4 Fe2 S1 Fe1 101.6(3) . . . . ? C5 Fe2 S1 Fe1 -156.4(2) . . . . ? S2 Fe2 S1 Fe1 -56.33(6) . . . . ? C2 Fe1 S2 C9 106.5(8) . . . . ? C1 Fe1 S2 C9 -158.5(3) . . . . ? P1 Fe1 S2 C9 -61.0(3) . . . . ? S1 Fe1 S2 C9 41.7(3) . . . . ? Fe2 Fe1 S2 C9 98.2(3) . . . . ? C2 Fe1 S2 Fe2 8.4(7) . . . . ? C1 Fe1 S2 Fe2 103.4(2) . . . . ? P1 Fe1 S2 Fe2 -159.21(8) . . . . ? S1 Fe1 S2 Fe2 -56.48(7) . . . . ? C3 Fe2 S2 C9 155.3(4) . . . . ? C4 Fe2 S2 C9 -111.1(7) . . . . ? C5 Fe2 S2 C9 55.7(4) . . . . ? S1 Fe2 S2 C9 -46.4(3) . . . . ? Fe1 Fe2 S2 C9 -102.3(3) . . . . ? C3 Fe2 S2 Fe1 -102.4(2) . . . . ? C4 Fe2 S2 Fe1 -8.7(7) . . . . ? C5 Fe2 S2 Fe1 158.0(2) . . . . ? S1 Fe2 S2 Fe1 55.91(7) . . . . ? C2 Fe1 P1 O8 63.5(5) . . . . ? C1 Fe1 P1 O8 -31.2(5) . . . . ? S1 Fe1 P1 O8 155.2(5) . . . . ? S2 Fe1 P1 O8 -121.4(5) . . . . ? Fe2 Fe1 P1 O8 -164.4(5) . . . . ? C2 Fe1 P1 O6' -98.0(6) . . . . ? C1 Fe1 P1 O6' 167.3(6) . . . . ? S1 Fe1 P1 O6' -6.3(6) . . . . ? S2 Fe1 P1 O6' 77.1(6) . . . . ? Fe2 Fe1 P1 O6' 34.2(6) . . . . ? C2 Fe1 P1 O6 -72.5(7) . . . . ? C1 Fe1 P1 O6 -167.2(7) . . . . ? S1 Fe1 P1 O6 19.2(6) . . . . ? S2 Fe1 P1 O6 102.6(6) . . . . ? Fe2 Fe1 P1 O6 59.6(7) . . . . ? C2 Fe1 P1 O7' 123.0(5) . . . . ? C1 Fe1 P1 O7' 28.3(5) . . . . ? S1 Fe1 P1 O7' -145.2(4) . . . . ? S2 Fe1 P1 O7' -61.9(4) . . . . ? Fe2 Fe1 P1 O7' -104.8(4) . . . . ? C2 Fe1 P1 O7 179.0(5) . . . . ? C1 Fe1 P1 O7 84.3(5) . . . . ? S1 Fe1 P1 O7 -89.3(4) . . . . ? S2 Fe1 P1 O7 -5.9(4) . . . . ? Fe2 Fe1 P1 O7 -48.9(5) . . . . ? C2 Fe1 P1 O8' 12.6(5) . . . . ? C1 Fe1 P1 O8' -82.1(4) . . . . ? S1 Fe1 P1 O8' 104.3(4) . . . . ? S2 Fe1 P1 O8' -172.3(4) . . . . ? Fe2 Fe1 P1 O8' 144.7(4) . . . . ? O8 P1 O6 C6 36.0(16) . . . . ? O6' P1 O6 C6 -77(2) . . . . ? O7' P1 O6 C6 -19.3(17) . . . . ? O7 P1 O6 C6 -63.6(14) . . . . ? O8' P1 O6 C6 65.6(14) . . . . ? Fe1 P1 O6 C6 176.3(12) . . . . ? O8 P1 O7 C7 63(2) . . . . ? O6' P1 O7 C7 -180(2) . . . . ? O6 P1 O7 C7 175.0(19) . . . . ? O7' P1 O7 C7 46.0(19) . . . . ? O8' P1 O7 C7 98(2) . . . . ? Fe1 P1 O7 C7 -66.2(19) . . . . ? O6' P1 O8 C8 103(2) . . . . ? O6 P1 O8 C8 79(2) . . . . ? O7' P1 O8 C8 -166(2) . . . . ? O7 P1 O8 C8 177(2) . . . . ? O8' P1 O8 C8 36(2) . . . . ? Fe1 P1 O8 C8 -58(2) . . . . ? O8 P1 O6' C6' 12.3(15) . . . . ? O6 P1 O6' C6' 90(2) . . . . ? O7' P1 O6' C6' -41.5(14) . . . . ? O7 P1 O6' C6' -76.2(13) . . . . ? O8' P1 O6' C6' 53.5(13) . . . . ? Fe1 P1 O6' C6' 174.3(11) . . . . ? O8 P1 O7' C7' 160.7(16) . . . . ? O6' P1 O7' C7' -87.1(14) . . . . ? O6 P1 O7' C7' -107.8(15) . . . . ? O7 P1 O7' C7' -41.1(14) . . . . ? O8' P1 O7' C7' 176.1(14) . . . . ? Fe1 P1 O7' C7' 55.1(14) . . . . ? O8 P1 O8' C8' -49.6(18) . . . . ? O6' P1 O8' C8' -174.9(18) . . . . ? O6 P1 O8' C8' 170.9(18) . . . . ? O7' P1 O8' C8' -66.2(17) . . . . ? O7 P1 O8' C8' -102.6(18) . . . . ? Fe1 P1 O8' C8' 61.3(17) . . . . ? C2 Fe1 C1 O1 110(9) . . . . ? P1 Fe1 C1 O1 -153(9) . . . . ? S1 Fe1 C1 O1 11(9) . . . . ? S2 Fe1 C1 O1 -47(9) . . . . ? Fe2 Fe1 C1 O1 8(9) . . . . ? C1 Fe1 C2 O2 -114(20) . . . . ? P1 Fe1 C2 O2 148(20) . . . . ? S1 Fe1 C2 O2 43(20) . . . . ? S2 Fe1 C2 O2 -20(20) . . . . ? Fe2 Fe1 C2 O2 -13(20) . . . . ? C4 Fe2 C3 O3 180(100) . . . . ? C5 Fe2 C3 O3 78(18) . . . . ? S1 Fe2 C3 O3 -86(18) . . . . ? S2 Fe2 C3 O3 -25(18) . . . . ? Fe1 Fe2 C3 O3 -80(18) . . . . ? C3 Fe2 C4 O4 143(34) . . . . ? C5 Fe2 C4 O4 -117(34) . . . . ? S1 Fe2 C4 O4 -13(34) . . . . ? S2 Fe2 C4 O4 50(34) . . . . ? Fe1 Fe2 C4 O4 43(34) . . . . ? C3 Fe2 C5 O5 18(17) . . . . ? C4 Fe2 C5 O5 -76(17) . . . . ? S1 Fe2 C5 O5 -169(17) . . . . ? S2 Fe2 C5 O5 109(17) . . . . ? Fe1 Fe2 C5 O5 148(17) . . . . ? Fe1 S2 C9 C10 -29.2(7) . . . . ? Fe2 S2 C9 C10 40.6(7) . . . . ? S2 C9 C10 C11 -132.8(9) . . . . ? S2 C9 C10 S1 -5.9(9) . . . . ? Fe1 S1 C10 C11 168.5(8) . . . . ? Fe2 S1 C10 C11 98.1(9) . . . . ? Fe1 S1 C10 C9 39.0(8) . . . . ? Fe2 S1 C10 C9 -31.4(8) . . . . ? C9 C10 C11 C12 -60.4(14) . . . . ? S1 C10 C11 C12 173.3(8) . . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.411 _refine_diff_density_min -0.599 _refine_diff_density_rms 0.148