data_cdf108 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H19 Fe I N O3 P' _chemical_formula_sum 'C25 H19 Fe I N O3 P' _chemical_formula_weight 595.13 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 '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' 'I' 'I' -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.0180(4) _cell_length_b 8.8000(2) _cell_length_c 19.9447(5) _cell_angle_alpha 90.00 _cell_angle_beta 107.747(3) _cell_angle_gamma 90.00 _cell_volume 2343.26(10) _cell_formula_units_Z 4 _cell_measurement_temperature 140(2) _cell_measurement_reflns_used 10656 _cell_measurement_theta_min 2.5458 _cell_measurement_theta_max 27.3956 _exptl_crystal_description prismatic _exptl_crystal_colour red _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.687 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1176 _exptl_absorpt_coefficient_mu 2.056 _exptl_absorpt_correction_T_min 0.668 _exptl_absorpt_correction_T_max 0.750 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 140(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 'Oxford Diffraction, KM4/Sapphire CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.2812 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15689 _diffrn_reflns_av_R_equivalents 0.0220 _diffrn_reflns_av_sigmaI/netI 0.0216 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.55 _diffrn_reflns_theta_max 26.37 _reflns_number_total 4755 _reflns_number_gt 4059 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _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^)+(0.0234P)^2^+0.7463P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4755 _refine_ls_number_parameters 289 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0285 _refine_ls_R_factor_gt 0.0202 _refine_ls_wR_factor_ref 0.0451 _refine_ls_wR_factor_gt 0.0432 _refine_ls_goodness_of_fit_ref 1.014 _refine_ls_restrained_S_all 1.014 _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 I1 I 0.451052(10) 0.023085(16) 0.371536(7) 0.02294(5) Uani 1 1 d . . . Fe1 Fe 0.33125(2) 0.21576(3) 0.409460(13) 0.01443(7) Uani 1 1 d . . . P1 P 0.22628(4) 0.36920(6) 0.44415(2) 0.01455(10) Uani 1 1 d . . . O1 O 0.21967(10) 0.18362(15) 0.31808(7) 0.0184(3) Uani 1 1 d . . . O2 O 0.28868(12) -0.03259(16) 0.49393(8) 0.0271(3) Uani 1 1 d . . . O3 O 0.51081(11) 0.32746(18) 0.51491(7) 0.0288(4) Uani 1 1 d . . . N1 N 0.33863(12) 0.35242(19) 0.33376(8) 0.0180(3) Uani 1 1 d . . . C1 C 0.39209(16) 0.4604(2) 0.31395(11) 0.0241(5) Uani 1 1 d . . . H1 H 0.4499 0.5015 0.3474 0.029 Uiso 1 1 calc R . . C2 C 0.36379(18) 0.5120(3) 0.24571(12) 0.0301(5) Uani 1 1 d . . . H2 H 0.4016 0.5880 0.2314 0.036 Uiso 1 1 calc R . . C3 C 0.27826(18) 0.4501(3) 0.19786(12) 0.0298(5) Uani 1 1 d . . . H3 H 0.2573 0.4857 0.1507 0.036 Uiso 1 1 calc R . . C4 C 0.22379(16) 0.3388(3) 0.21769(10) 0.0247(5) Uani 1 1 d . . . H4 H 0.1657 0.2965 0.1851 0.030 Uiso 1 1 calc R . . C5 C 0.25687(15) 0.2900(2) 0.28755(10) 0.0184(4) Uani 1 1 d . . . C6 C 0.17475(15) 0.5265(2) 0.38440(9) 0.0170(4) Uani 1 1 d . . . C7 C 0.23722(16) 0.6424(2) 0.37540(10) 0.0225(4) Uani 1 1 d . . . H7 H 0.3066 0.6397 0.4008 0.027 Uiso 1 1 calc R . . C8 C 0.19919(18) 0.7613(3) 0.32978(11) 0.0305(5) Uani 1 1 d . . . H8 H 0.2422 0.8406 0.3242 0.037 Uiso 1 1 calc R . . C9 C 0.09824(19) 0.7646(3) 0.29218(11) 0.0338(6) Uani 1 1 d . . . H9 H 0.0720 0.8470 0.2613 0.041 Uiso 1 1 calc R . . C10 C 0.03596(17) 0.6495(3) 0.29929(11) 0.0302(5) Uani 1 1 d . . . H10 H -0.0329 0.6512 0.2725 0.036 Uiso 1 1 calc R . . C11 C 0.07344(16) 0.5306(2) 0.34566(10) 0.0223(4) Uani 1 1 d . . . H11 H 0.0300 0.4519 0.3510 0.027 Uiso 1 1 calc R . . C12 C 0.11533(14) 0.2727(2) 0.45216(10) 0.0174(4) Uani 1 1 d . . . C13 C 0.06821(15) 0.1631(2) 0.40283(10) 0.0224(4) Uani 1 1 d . . . H13 H 0.0980 0.1309 0.3683 0.027 Uiso 1 1 calc R . . C14 C -0.02218(16) 0.1007(3) 0.40399(12) 0.0292(5) Uani 1 1 d . . . H14 H -0.0548 0.0275 0.3696 0.035 Uiso 1 1 calc R . . C15 C -0.06487(16) 0.1441(3) 0.45472(12) 0.0317(5) Uani 1 1 d . . . H15 H -0.1265 0.1004 0.4554 0.038 Uiso 1 1 calc R . . C16 C -0.01826(16) 0.2510(3) 0.50446(11) 0.0303(5) Uani 1 1 d . . . H16 H -0.0475 0.2799 0.5397 0.036 Uiso 1 1 calc R . . C17 C 0.07119(16) 0.3164(2) 0.50325(11) 0.0231(4) Uani 1 1 d . . . H17 H 0.1025 0.3911 0.5372 0.028 Uiso 1 1 calc R . . C18 C 0.28038(14) 0.4532(2) 0.53096(10) 0.0163(4) Uani 1 1 d . . . C19 C 0.27681(16) 0.6076(2) 0.54349(11) 0.0262(5) Uani 1 1 d . . . H19 H 0.2482 0.6750 0.5055 0.031 Uiso 1 1 calc R . . C20 C 0.31489(18) 0.6642(3) 0.61139(11) 0.0344(6) Uani 1 1 d . . . H20 H 0.3133 0.7705 0.6194 0.041 Uiso 1 1 calc R . . C21 C 0.35483(17) 0.5680(3) 0.66721(11) 0.0291(5) Uani 1 1 d . . . H21 H 0.3790 0.6074 0.7137 0.035 Uiso 1 1 calc R . . C22 C 0.35972(16) 0.4139(3) 0.65555(10) 0.0256(5) Uani 1 1 d . . . H22 H 0.3878 0.3473 0.6940 0.031 Uiso 1 1 calc R . . C23 C 0.32362(15) 0.3567(2) 0.58785(10) 0.0220(4) Uani 1 1 d . . . H23 H 0.3283 0.2508 0.5800 0.026 Uiso 1 1 calc R . . C24 C 0.30602(15) 0.0638(2) 0.46158(10) 0.0179(4) Uani 1 1 d . . . C25 C 0.44012(15) 0.2798(2) 0.47561(10) 0.0193(4) 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 I1 0.02194(8) 0.02569(8) 0.02151(7) -0.00016(6) 0.00709(5) 0.00541(6) Fe1 0.01394(14) 0.01512(14) 0.01356(13) 0.00152(10) 0.00318(11) -0.00132(11) P1 0.0138(2) 0.0145(2) 0.0137(2) -0.00029(18) 0.00170(19) -0.0018(2) O1 0.0157(7) 0.0222(7) 0.0168(7) 0.0008(6) 0.0040(5) -0.0026(6) O2 0.0309(9) 0.0215(8) 0.0292(8) 0.0079(6) 0.0095(7) -0.0034(7) O3 0.0207(8) 0.0287(9) 0.0304(8) 0.0010(7) -0.0019(7) -0.0043(7) N1 0.0152(8) 0.0202(9) 0.0187(8) 0.0042(7) 0.0052(7) -0.0001(7) C1 0.0210(11) 0.0235(11) 0.0296(11) 0.0044(9) 0.0104(9) -0.0009(9) C2 0.0317(13) 0.0279(13) 0.0356(13) 0.0136(10) 0.0175(11) 0.0042(10) C3 0.0337(13) 0.0326(13) 0.0249(11) 0.0150(10) 0.0116(10) 0.0121(11) C4 0.0217(11) 0.0318(12) 0.0185(10) 0.0044(9) 0.0029(8) 0.0053(10) C5 0.0160(10) 0.0199(10) 0.0205(10) 0.0017(8) 0.0074(8) 0.0043(8) C6 0.0194(10) 0.0156(9) 0.0136(9) -0.0013(8) 0.0012(8) 0.0023(8) C7 0.0245(11) 0.0209(11) 0.0185(10) 0.0006(8) 0.0012(8) -0.0001(9) C8 0.0391(14) 0.0211(12) 0.0275(12) 0.0037(9) 0.0044(10) -0.0023(10) C9 0.0462(15) 0.0233(12) 0.0234(11) 0.0067(9) -0.0020(11) 0.0108(11) C10 0.0261(12) 0.0339(13) 0.0222(11) -0.0012(9) -0.0051(9) 0.0089(10) C11 0.0203(11) 0.0232(11) 0.0201(10) -0.0036(8) 0.0014(8) 0.0014(9) C12 0.0128(10) 0.0193(10) 0.0195(10) 0.0013(8) 0.0038(8) -0.0002(8) C13 0.0218(11) 0.0250(11) 0.0219(10) -0.0041(9) 0.0086(9) -0.0050(9) C14 0.0245(12) 0.0328(13) 0.0297(12) -0.0086(10) 0.0073(9) -0.0129(10) C15 0.0199(12) 0.0373(14) 0.0410(13) -0.0050(11) 0.0140(10) -0.0100(10) C16 0.0258(13) 0.0380(14) 0.0327(12) -0.0047(10) 0.0174(10) -0.0012(10) C17 0.0216(11) 0.0235(11) 0.0243(11) -0.0056(9) 0.0070(9) -0.0026(9) C18 0.0135(10) 0.0196(11) 0.0149(9) -0.0025(8) 0.0029(7) -0.0025(8) C19 0.0313(13) 0.0233(12) 0.0187(10) -0.0011(8) -0.0002(9) 0.0051(10) C20 0.0462(15) 0.0227(12) 0.0265(12) -0.0087(9) -0.0004(10) 0.0048(11) C21 0.0318(13) 0.0324(13) 0.0187(11) -0.0076(9) 0.0011(9) -0.0044(10) C22 0.0249(12) 0.0312(12) 0.0173(10) 0.0056(9) 0.0013(9) -0.0033(10) C23 0.0265(12) 0.0181(10) 0.0189(10) -0.0002(8) 0.0034(9) -0.0033(9) C24 0.0153(10) 0.0196(11) 0.0177(10) -0.0034(8) 0.0034(8) 0.0005(8) C25 0.0218(11) 0.0171(10) 0.0199(10) 0.0044(8) 0.0079(9) 0.0022(9) _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 I1 Fe1 2.6536(3) . ? Fe1 C25 1.778(2) . ? Fe1 C24 1.794(2) . ? Fe1 N1 1.9575(16) . ? Fe1 O1 2.0274(13) . ? Fe1 P1 2.2556(6) . ? Fe1 C5 2.4251(19) . ? P1 C12 1.821(2) . ? P1 C18 1.8216(19) . ? P1 C6 1.826(2) . ? O1 C5 1.309(2) . ? O2 C24 1.136(2) . ? O3 C25 1.140(2) . ? N1 C1 1.342(3) . ? N1 C5 1.349(2) . ? C1 C2 1.373(3) . ? C1 H1 0.9500 . ? C2 C3 1.395(3) . ? C2 H2 0.9500 . ? C3 C4 1.372(3) . ? C3 H3 0.9500 . ? C4 C5 1.395(3) . ? C4 H4 0.9500 . ? C6 C7 1.391(3) . ? C6 C11 1.395(3) . ? C7 C8 1.383(3) . ? C7 H7 0.9500 . ? C8 C9 1.385(3) . ? C8 H8 0.9500 . ? C9 C10 1.372(3) . ? C9 H9 0.9500 . ? C10 C11 1.389(3) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C12 C13 1.392(3) . ? C12 C17 1.398(3) . ? C13 C14 1.388(3) . ? C13 H13 0.9500 . ? C14 C15 1.377(3) . ? C14 H14 0.9500 . ? C15 C16 1.379(3) . ? C15 H15 0.9500 . ? C16 C17 1.387(3) . ? C16 H16 0.9500 . ? C17 H17 0.9500 . ? C18 C19 1.385(3) . ? C18 C23 1.399(3) . ? C19 C20 1.388(3) . ? C19 H19 0.9500 . ? C20 C21 1.375(3) . ? C20 H20 0.9500 . ? C21 C22 1.381(3) . ? C21 H21 0.9500 . ? C22 C23 1.385(3) . ? C22 H22 0.9500 . ? C23 H23 0.9500 . ? 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 C25 Fe1 C24 94.74(9) . . ? C25 Fe1 N1 98.18(8) . . ? C24 Fe1 N1 166.18(8) . . ? C25 Fe1 O1 164.58(7) . . ? C24 Fe1 O1 100.52(7) . . ? N1 Fe1 O1 66.42(6) . . ? C25 Fe1 P1 94.32(7) . . ? C24 Fe1 P1 90.35(6) . . ? N1 Fe1 P1 93.54(5) . . ? O1 Fe1 P1 87.86(4) . . ? C25 Fe1 C5 131.92(8) . . ? C24 Fe1 C5 132.96(8) . . ? N1 Fe1 C5 33.77(7) . . ? O1 Fe1 C5 32.66(6) . . ? P1 Fe1 C5 91.43(5) . . ? C25 Fe1 I1 86.53(6) . . ? C24 Fe1 I1 86.71(6) . . ? N1 Fe1 I1 89.19(5) . . ? O1 Fe1 I1 92.09(4) . . ? P1 Fe1 I1 177.001(18) . . ? C5 Fe1 I1 90.14(5) . . ? C12 P1 C18 103.01(9) . . ? C12 P1 C6 103.43(9) . . ? C18 P1 C6 106.26(9) . . ? C12 P1 Fe1 113.71(7) . . ? C18 P1 Fe1 114.38(7) . . ? C6 P1 Fe1 114.77(6) . . ? C5 O1 Fe1 90.62(11) . . ? C1 N1 C5 121.42(17) . . ? C1 N1 Fe1 145.85(15) . . ? C5 N1 Fe1 92.48(12) . . ? N1 C1 C2 120.5(2) . . ? N1 C1 H1 119.8 . . ? C2 C1 H1 119.8 . . ? C1 C2 C3 118.5(2) . . ? C1 C2 H2 120.7 . . ? C3 C2 H2 120.7 . . ? C4 C3 C2 121.3(2) . . ? C4 C3 H3 119.4 . . ? C2 C3 H3 119.4 . . ? C3 C4 C5 117.6(2) . . ? C3 C4 H4 121.2 . . ? C5 C4 H4 121.2 . . ? O1 C5 N1 110.44(16) . . ? O1 C5 C4 128.78(19) . . ? N1 C5 C4 120.77(18) . . ? O1 C5 Fe1 56.72(9) . . ? N1 C5 Fe1 53.75(9) . . ? C4 C5 Fe1 174.06(16) . . ? C7 C6 C11 118.97(18) . . ? C7 C6 P1 120.04(15) . . ? C11 C6 P1 120.96(16) . . ? C8 C7 C6 120.5(2) . . ? C8 C7 H7 119.7 . . ? C6 C7 H7 119.7 . . ? C7 C8 C9 119.8(2) . . ? C7 C8 H8 120.1 . . ? C9 C8 H8 120.1 . . ? C10 C9 C8 120.4(2) . . ? C10 C9 H9 119.8 . . ? C8 C9 H9 119.8 . . ? C9 C10 C11 120.1(2) . . ? C9 C10 H10 120.0 . . ? C11 C10 H10 120.0 . . ? C10 C11 C6 120.2(2) . . ? C10 C11 H11 119.9 . . ? C6 C11 H11 119.9 . . ? C13 C12 C17 119.08(18) . . ? C13 C12 P1 119.67(15) . . ? C17 C12 P1 121.00(15) . . ? C14 C13 C12 120.09(19) . . ? C14 C13 H13 120.0 . . ? C12 C13 H13 120.0 . . ? C15 C14 C13 120.4(2) . . ? C15 C14 H14 119.8 . . ? C13 C14 H14 119.8 . . ? C14 C15 C16 120.1(2) . . ? C14 C15 H15 120.0 . . ? C16 C15 H15 120.0 . . ? C15 C16 C17 120.2(2) . . ? C15 C16 H16 119.9 . . ? C17 C16 H16 119.9 . . ? C16 C17 C12 120.13(19) . . ? C16 C17 H17 119.9 . . ? C12 C17 H17 119.9 . . ? C19 C18 C23 118.67(18) . . ? C19 C18 P1 122.81(15) . . ? C23 C18 P1 118.47(15) . . ? C18 C19 C20 120.3(2) . . ? C18 C19 H19 119.9 . . ? C20 C19 H19 119.9 . . ? C21 C20 C19 120.6(2) . . ? C21 C20 H20 119.7 . . ? C19 C20 H20 119.7 . . ? C20 C21 C22 119.8(2) . . ? C20 C21 H21 120.1 . . ? C22 C21 H21 120.1 . . ? C21 C22 C23 120.0(2) . . ? C21 C22 H22 120.0 . . ? C23 C22 H22 120.0 . . ? C22 C23 C18 120.6(2) . . ? C22 C23 H23 119.7 . . ? C18 C23 H23 119.7 . . ? O2 C24 Fe1 179.00(19) . . ? O3 C25 Fe1 175.56(18) . . ? 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 C25 Fe1 P1 C12 -132.38(9) . . . . ? C24 Fe1 P1 C12 -37.61(9) . . . . ? N1 Fe1 P1 C12 129.12(8) . . . . ? O1 Fe1 P1 C12 62.91(8) . . . . ? C5 Fe1 P1 C12 95.38(8) . . . . ? C25 Fe1 P1 C18 -14.42(9) . . . . ? C24 Fe1 P1 C18 80.36(9) . . . . ? N1 Fe1 P1 C18 -112.91(8) . . . . ? O1 Fe1 P1 C18 -179.13(8) . . . . ? C5 Fe1 P1 C18 -146.65(8) . . . . ? C25 Fe1 P1 C6 108.80(9) . . . . ? C24 Fe1 P1 C6 -156.43(9) . . . . ? N1 Fe1 P1 C6 10.30(9) . . . . ? O1 Fe1 P1 C6 -55.91(8) . . . . ? C5 Fe1 P1 C6 -23.44(9) . . . . ? C25 Fe1 O1 C5 -2.5(3) . . . . ? C24 Fe1 O1 C5 -174.04(12) . . . . ? N1 Fe1 O1 C5 1.21(11) . . . . ? P1 Fe1 O1 C5 96.01(10) . . . . ? I1 Fe1 O1 C5 -86.99(10) . . . . ? C25 Fe1 N1 C1 4.4(3) . . . . ? C24 Fe1 N1 C1 -154.7(3) . . . . ? O1 Fe1 N1 C1 -174.6(3) . . . . ? P1 Fe1 N1 C1 99.3(3) . . . . ? C5 Fe1 N1 C1 -173.4(3) . . . . ? I1 Fe1 N1 C1 -82.0(3) . . . . ? C25 Fe1 N1 C5 177.84(12) . . . . ? C24 Fe1 N1 C5 18.8(4) . . . . ? O1 Fe1 N1 C5 -1.17(10) . . . . ? P1 Fe1 N1 C5 -87.28(11) . . . . ? I1 Fe1 N1 C5 91.46(11) . . . . ? C5 N1 C1 C2 0.9(3) . . . . ? Fe1 N1 C1 C2 173.19(19) . . . . ? N1 C1 C2 C3 0.3(3) . . . . ? C1 C2 C3 C4 -0.9(3) . . . . ? C2 C3 C4 C5 0.2(3) . . . . ? Fe1 O1 C5 N1 -1.71(15) . . . . ? Fe1 O1 C5 C4 177.2(2) . . . . ? C1 N1 C5 O1 177.47(17) . . . . ? Fe1 N1 C5 O1 1.78(16) . . . . ? C1 N1 C5 C4 -1.6(3) . . . . ? Fe1 N1 C5 C4 -177.25(17) . . . . ? C1 N1 C5 Fe1 175.7(2) . . . . ? C3 C4 C5 O1 -177.8(2) . . . . ? C3 C4 C5 N1 1.0(3) . . . . ? C25 Fe1 C5 O1 179.11(12) . . . . ? C24 Fe1 C5 O1 8.02(16) . . . . ? N1 Fe1 C5 O1 -178.01(18) . . . . ? P1 Fe1 C5 O1 -83.78(10) . . . . ? I1 Fe1 C5 O1 93.66(10) . . . . ? C25 Fe1 C5 N1 -2.88(16) . . . . ? C24 Fe1 C5 N1 -173.97(12) . . . . ? O1 Fe1 C5 N1 178.01(18) . . . . ? P1 Fe1 C5 N1 94.22(11) . . . . ? I1 Fe1 C5 N1 -88.33(11) . . . . ? C12 P1 C6 C7 168.47(16) . . . . ? C18 P1 C6 C7 60.37(18) . . . . ? Fe1 P1 C6 C7 -67.09(17) . . . . ? C12 P1 C6 C11 -13.43(18) . . . . ? C18 P1 C6 C11 -121.53(16) . . . . ? Fe1 P1 C6 C11 111.01(15) . . . . ? C11 C6 C7 C8 1.2(3) . . . . ? P1 C6 C7 C8 179.38(16) . . . . ? C6 C7 C8 C9 -0.6(3) . . . . ? C7 C8 C9 C10 -0.8(4) . . . . ? C8 C9 C10 C11 1.6(3) . . . . ? C9 C10 C11 C6 -1.0(3) . . . . ? C7 C6 C11 C10 -0.5(3) . . . . ? P1 C6 C11 C10 -178.58(16) . . . . ? C18 P1 C12 C13 -163.47(17) . . . . ? C6 P1 C12 C13 86.00(18) . . . . ? Fe1 P1 C12 C13 -39.12(18) . . . . ? C18 P1 C12 C17 22.43(19) . . . . ? C6 P1 C12 C17 -88.09(18) . . . . ? Fe1 P1 C12 C17 146.78(15) . . . . ? C17 C12 C13 C14 1.1(3) . . . . ? P1 C12 C13 C14 -173.09(17) . . . . ? C12 C13 C14 C15 -1.4(3) . . . . ? C13 C14 C15 C16 0.5(4) . . . . ? C14 C15 C16 C17 0.7(4) . . . . ? C15 C16 C17 C12 -0.9(3) . . . . ? C13 C12 C17 C16 0.0(3) . . . . ? P1 C12 C17 C16 174.16(17) . . . . ? C12 P1 C18 C19 -107.10(18) . . . . ? C6 P1 C18 C19 1.3(2) . . . . ? Fe1 P1 C18 C19 128.99(16) . . . . ? C12 P1 C18 C23 70.14(17) . . . . ? C6 P1 C18 C23 178.54(16) . . . . ? Fe1 P1 C18 C23 -53.77(17) . . . . ? C23 C18 C19 C20 -0.5(3) . . . . ? P1 C18 C19 C20 176.77(18) . . . . ? C18 C19 C20 C21 -1.3(4) . . . . ? C19 C20 C21 C22 1.8(4) . . . . ? C20 C21 C22 C23 -0.6(3) . . . . ? C21 C22 C23 C18 -1.2(3) . . . . ? C19 C18 C23 C22 1.7(3) . . . . ? P1 C18 C23 C22 -175.69(16) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.352 _refine_diff_density_min -0.233 _refine_diff_density_rms 0.062 #===END data_cdf139 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C31 H23 Fe I N O3 P' _chemical_formula_sum 'C31 H23 Fe I N O3 P' _chemical_formula_weight 671.22 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 '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' 'I' 'I' -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' 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 12.1692(7) _cell_length_b 15.9364(8) _cell_length_c 14.6654(9) _cell_angle_alpha 90.00 _cell_angle_beta 107.473(6) _cell_angle_gamma 90.00 _cell_volume 2712.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 140(2) _cell_measurement_reflns_used 9895 _cell_measurement_theta_min 2.8887 _cell_measurement_theta_max 27.2101 _exptl_crystal_description prismatic _exptl_crystal_colour red _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.29 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.643 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1336 _exptl_absorpt_coefficient_mu 1.787 _exptl_absorpt_correction_T_min 0.419 _exptl_absorpt_correction_T_max 0.651 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 140(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 'Oxford Diffraction, KM4/Sapphire CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.2812 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20330 _diffrn_reflns_av_R_equivalents 0.0399 _diffrn_reflns_av_sigmaI/netI 0.0392 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.91 _diffrn_reflns_theta_max 26.02 _reflns_number_total 5313 _reflns_number_gt 3997 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _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^)+(0.0389P)^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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5313 _refine_ls_number_parameters 368 _refine_ls_number_restraints 168 _refine_ls_R_factor_all 0.0496 _refine_ls_R_factor_gt 0.0304 _refine_ls_wR_factor_ref 0.0698 _refine_ls_wR_factor_gt 0.0657 _refine_ls_goodness_of_fit_ref 0.991 _refine_ls_restrained_S_all 0.981 _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 I1 I 0.313167(18) 0.502173(13) 0.135458(15) 0.02774(7) Uani 1 1 d . . . Fe1 Fe 0.44659(3) 0.36688(3) 0.14979(3) 0.01687(10) Uani 1 1 d . A . P1 P 0.55176(6) 0.24875(5) 0.14732(5) 0.01660(17) Uani 1 1 d . . . O1 O 0.30893(16) 0.29265(13) 0.12727(14) 0.0208(5) Uani 1 1 d . . . O2 O 0.4275(2) 0.40060(15) -0.05075(16) 0.0361(6) Uani 1 1 d . A . O3 O 0.64788(19) 0.47669(13) 0.21623(16) 0.0279(5) Uani 1 1 d . A . N1 N 0.40961(19) 0.33383(14) 0.27061(16) 0.0166(5) Uani 1 1 d . . . C1 C 0.4364(2) 0.33597(17) 0.3673(2) 0.0177(6) Uani 1 1 d . A . C2 C 0.3712(3) 0.29006(18) 0.4123(2) 0.0237(7) Uani 1 1 d . . . H2 H 0.3898 0.2908 0.4800 0.028 Uiso 1 1 calc R A . C3 C 0.2780(3) 0.24258(19) 0.3580(2) 0.0240(7) Uani 1 1 d . A . H3 H 0.2336 0.2108 0.3890 0.029 Uiso 1 1 calc R . . C4 C 0.2503(3) 0.24151(19) 0.2609(2) 0.0216(7) Uani 1 1 d . . . H4 H 0.1864 0.2100 0.2235 0.026 Uiso 1 1 calc R A . C5 C 0.3186(2) 0.28817(18) 0.2178(2) 0.0184(6) Uani 1 1 d . A . C6 C 0.5319(3) 0.39036(19) 0.4236(2) 0.0214(7) Uani 1 1 d . . . C7 C 0.5465(3) 0.4710(2) 0.3929(2) 0.0229(7) Uani 1 1 d . A . H7 H 0.4986 0.4900 0.3326 0.027 Uiso 1 1 calc R . . C8 C 0.6298(3) 0.5241(2) 0.4489(2) 0.0293(8) Uani 1 1 d . . . H8 H 0.6401 0.5786 0.4265 0.035 Uiso 1 1 calc R A . C9 C 0.6984(3) 0.4972(2) 0.5380(3) 0.0367(8) Uani 1 1 d . A . H9 H 0.7546 0.5337 0.5773 0.044 Uiso 1 1 calc R . . C10 C 0.6845(3) 0.4173(2) 0.5691(2) 0.0344(8) Uani 1 1 d . . . H10 H 0.7311 0.3992 0.6302 0.041 Uiso 1 1 calc R A . C11 C 0.6033(3) 0.3632(2) 0.5124(2) 0.0255(7) Uani 1 1 d . A . H11 H 0.5960 0.3078 0.5338 0.031 Uiso 1 1 calc R . . C12 C 0.5518(2) 0.17540(18) 0.2426(2) 0.0187(6) Uani 1 1 d . A . C13 C 0.6134(3) 0.19585(19) 0.3372(2) 0.0232(7) Uani 1 1 d . . . H13 H 0.6560 0.2467 0.3502 0.028 Uiso 1 1 calc R A . C14 C 0.6130(3) 0.1429(2) 0.4120(2) 0.0289(8) Uani 1 1 d . A . H14 H 0.6563 0.1568 0.4756 0.035 Uiso 1 1 calc R . . C15 C 0.5494(3) 0.0698(2) 0.3937(2) 0.0323(8) Uani 1 1 d . . . H15 H 0.5488 0.0334 0.4448 0.039 Uiso 1 1 calc R A . C16 C 0.4862(3) 0.0495(2) 0.3008(2) 0.0323(8) Uani 1 1 d . A . H16 H 0.4412 -0.0003 0.2888 0.039 Uiso 1 1 calc R . . C17 C 0.4883(3) 0.10142(19) 0.2253(2) 0.0242(7) Uani 1 1 d . . . H17 H 0.4461 0.0864 0.1617 0.029 Uiso 1 1 calc R A . C18A C 0.5005(4) 0.1928(3) 0.0323(3) 0.0197(15) Uani 0.587(5) 1 d PGU A 1 C19A C 0.3839(4) 0.1736(3) -0.0026(3) 0.0158(11) Uani 0.587(5) 1 d PGU A 1 H19A H 0.3327 0.1909 0.0315 0.019 Uiso 0.587(5) 1 calc PR A 1 C20A C 0.3423(3) 0.1289(3) -0.0875(3) 0.0217(15) Uani 0.587(5) 1 d PGU A 1 H20A H 0.2626 0.1157 -0.1113 0.026 Uiso 0.587(5) 1 calc PR A 1 C21A C 0.4172(3) 0.1035(3) -0.1374(2) 0.0270(14) Uani 0.587(5) 1 d PGU A 1 H21A H 0.3887 0.0730 -0.1954 0.032 Uiso 0.587(5) 1 calc PR A 1 C22A C 0.5338(3) 0.1228(3) -0.1025(3) 0.0295(13) Uani 0.587(5) 1 d PGU A 1 H22A H 0.5850 0.1054 -0.1366 0.035 Uiso 0.587(5) 1 calc PR A 1 C23A C 0.5754(3) 0.1674(3) -0.0177(3) 0.0266(13) Uani 0.587(5) 1 d PGU A 1 H23A H 0.6551 0.1806 0.0062 0.032 Uiso 0.587(5) 1 calc PR A 1 C18B C 0.4972(6) 0.1816(4) 0.0399(4) 0.0171(19) Uani 0.413(5) 1 d PGU A 2 C19B C 0.3867(6) 0.1916(4) -0.0224(5) 0.0158(11) Uani 0.413(5) 1 d PGU A 2 H19B H 0.3391 0.2359 -0.0128 0.019 Uiso 0.413(5) 1 calc PR A 2 C20B C 0.3458(4) 0.1369(4) -0.0989(5) 0.025(2) Uani 0.413(5) 1 d PGU A 2 H20B H 0.2703 0.1437 -0.1415 0.030 Uiso 0.413(5) 1 calc PR A 2 C21B C 0.4155(5) 0.0721(4) -0.1131(4) 0.0255(18) Uani 0.413(5) 1 d PGU A 2 H21B H 0.3875 0.0347 -0.1654 0.031 Uiso 0.413(5) 1 calc PR A 2 C22B C 0.5260(4) 0.0621(4) -0.0508(4) 0.0344(19) Uani 0.413(5) 1 d PGU A 2 H22B H 0.5736 0.0179 -0.0605 0.041 Uiso 0.413(5) 1 calc PR A 2 C23B C 0.5669(4) 0.1169(4) 0.0257(4) 0.0310(18) Uani 0.413(5) 1 d PGU A 2 H23B H 0.6425 0.1101 0.0683 0.037 Uiso 0.413(5) 1 calc PR A 2 C24 C 0.7043(2) 0.26513(19) 0.1574(2) 0.0211(7) Uani 1 1 d . A . C25 C 0.7913(3) 0.2131(2) 0.2126(2) 0.0252(7) Uani 1 1 d . . . H25 H 0.7729 0.1683 0.2481 0.030 Uiso 1 1 calc R A . C26 C 0.9051(3) 0.2273(2) 0.2154(3) 0.0333(8) Uani 1 1 d . A . H26 H 0.9646 0.1928 0.2542 0.040 Uiso 1 1 calc R . . C27 C 0.9325(3) 0.2911(2) 0.1621(3) 0.0344(8) Uani 1 1 d . . . H27 H 1.0104 0.3001 0.1641 0.041 Uiso 1 1 calc R A . C28 C 0.8460(3) 0.3422(2) 0.1055(2) 0.0314(8) Uani 1 1 d . A . H28 H 0.8644 0.3860 0.0685 0.038 Uiso 1 1 calc R . . C29 C 0.7335(3) 0.3291(2) 0.1035(2) 0.0238(7) Uani 1 1 d . . . H29 H 0.6746 0.3640 0.0647 0.029 Uiso 1 1 calc R A . C30 C 0.4350(3) 0.38763(19) 0.0271(2) 0.0220(7) Uani 1 1 d . . . C31 C 0.5701(3) 0.43406(19) 0.1910(2) 0.0212(7) 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 I1 0.03262(12) 0.02180(11) 0.02643(12) 0.00208(10) 0.00527(8) 0.01147(9) Fe1 0.0216(2) 0.0154(2) 0.0136(2) 0.00258(18) 0.00531(16) 0.00315(17) P1 0.0185(4) 0.0164(4) 0.0140(4) 0.0004(3) 0.0036(3) 0.0026(3) O1 0.0193(11) 0.0242(11) 0.0184(11) -0.0012(9) 0.0052(8) -0.0017(9) O2 0.0471(15) 0.0405(15) 0.0218(13) 0.0122(11) 0.0119(11) 0.0061(11) O3 0.0327(13) 0.0252(12) 0.0245(12) -0.0001(10) 0.0069(10) -0.0064(10) N1 0.0198(13) 0.0164(12) 0.0140(12) 0.0004(10) 0.0057(10) 0.0017(10) C1 0.0226(16) 0.0137(14) 0.0173(15) -0.0003(12) 0.0067(12) 0.0019(11) C2 0.0357(18) 0.0207(16) 0.0165(16) -0.0002(13) 0.0104(14) -0.0022(13) C3 0.0289(17) 0.0198(16) 0.0276(18) -0.0002(14) 0.0151(14) -0.0013(13) C4 0.0195(15) 0.0230(17) 0.0239(17) -0.0034(14) 0.0091(13) -0.0016(12) C5 0.0197(15) 0.0176(16) 0.0189(16) -0.0038(13) 0.0073(12) 0.0053(12) C6 0.0272(17) 0.0234(17) 0.0153(15) -0.0004(13) 0.0092(13) -0.0016(13) C7 0.0267(17) 0.0247(16) 0.0186(16) -0.0012(13) 0.0087(13) -0.0001(13) C8 0.0345(19) 0.0261(18) 0.0280(19) 0.0005(14) 0.0106(15) -0.0070(14) C9 0.0348(19) 0.038(2) 0.033(2) -0.0014(18) 0.0043(15) -0.0115(16) C10 0.032(2) 0.043(2) 0.0220(18) 0.0084(16) -0.0009(15) -0.0015(16) C11 0.0254(17) 0.0287(18) 0.0209(16) 0.0050(14) 0.0047(13) -0.0016(14) C12 0.0231(16) 0.0156(15) 0.0163(15) 0.0036(12) 0.0043(12) 0.0075(12) C13 0.0281(17) 0.0199(16) 0.0208(17) 0.0021(13) 0.0061(13) 0.0033(13) C14 0.0360(19) 0.0285(19) 0.0199(17) 0.0038(15) 0.0050(14) 0.0106(15) C15 0.043(2) 0.0281(19) 0.0294(19) 0.0139(15) 0.0161(16) 0.0115(15) C16 0.037(2) 0.0256(19) 0.036(2) 0.0042(16) 0.0137(16) -0.0035(15) C17 0.0239(17) 0.0235(17) 0.0236(17) 0.0005(14) 0.0050(13) -0.0001(13) C18A 0.023(3) 0.015(3) 0.019(3) -0.001(2) 0.003(2) 0.002(2) C19A 0.0228(15) 0.014(2) 0.013(2) 0.0051(18) 0.0093(15) 0.0008(15) C20A 0.022(3) 0.021(3) 0.018(3) 0.000(2) 0.001(2) 0.003(2) C21A 0.033(3) 0.027(3) 0.016(3) -0.005(2) 0.000(2) 0.009(2) C22A 0.028(3) 0.038(3) 0.023(3) -0.006(2) 0.008(2) 0.013(2) C23A 0.018(2) 0.034(3) 0.025(3) -0.002(2) 0.001(2) 0.007(2) C18B 0.022(3) 0.019(3) 0.011(3) 0.000(3) 0.006(3) 0.000(3) C19B 0.0228(15) 0.014(2) 0.013(2) 0.0051(18) 0.0093(15) 0.0008(15) C20B 0.023(3) 0.025(4) 0.022(3) -0.002(3) 0.000(3) 0.000(3) C21B 0.028(3) 0.022(4) 0.025(3) -0.008(3) 0.006(3) 0.002(3) C22B 0.028(3) 0.035(4) 0.037(4) -0.015(3) 0.005(3) 0.007(3) C23B 0.023(3) 0.030(4) 0.032(4) -0.013(3) -0.005(3) 0.006(3) C24 0.0212(16) 0.0228(16) 0.0192(16) -0.0056(13) 0.0059(13) 0.0025(12) C25 0.0221(17) 0.0266(18) 0.0237(17) -0.0015(14) 0.0017(13) 0.0041(13) C26 0.0236(18) 0.037(2) 0.036(2) -0.0050(17) 0.0027(15) 0.0081(15) C27 0.0212(17) 0.041(2) 0.040(2) -0.0107(18) 0.0085(15) -0.0041(15) C28 0.0309(19) 0.033(2) 0.034(2) -0.0061(16) 0.0160(16) -0.0029(15) C29 0.0255(17) 0.0264(17) 0.0197(17) 0.0004(14) 0.0070(13) 0.0030(13) C30 0.0236(16) 0.0207(17) 0.0212(17) 0.0021(13) 0.0063(13) 0.0024(12) C31 0.0330(19) 0.0172(16) 0.0145(15) 0.0056(13) 0.0087(13) 0.0071(14) _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 I1 Fe1 2.6691(5) . ? Fe1 C30 1.793(3) . ? Fe1 C31 1.796(3) . ? Fe1 O1 1.996(2) . ? Fe1 N1 2.024(2) . ? Fe1 P1 2.2828(8) . ? Fe1 C5 2.435(3) . ? P1 C12 1.821(3) . ? P1 C24 1.836(3) . ? P1 C18A 1.844(3) . ? P1 C18B 1.855(5) . ? O1 C5 1.299(3) . ? O2 C30 1.137(3) . ? O3 C31 1.133(4) . ? N1 C5 1.357(4) . ? N1 C1 1.357(4) . ? C1 C2 1.383(4) . ? C1 C6 1.486(4) . ? C2 C3 1.397(4) . ? C2 H2 0.9500 . ? C3 C4 1.361(4) . ? C3 H3 0.9500 . ? C4 C5 1.400(4) . ? C4 H4 0.9500 . ? C6 C7 1.390(4) . ? C6 C11 1.400(4) . ? C7 C8 1.385(4) . ? C7 H7 0.9500 . ? C8 C9 1.390(5) . ? C8 H8 0.9500 . ? C9 C10 1.380(5) . ? C9 H9 0.9500 . ? C10 C11 1.384(4) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C12 C17 1.391(4) . ? C12 C13 1.404(4) . ? C13 C14 1.385(4) . ? C13 H13 0.9500 . ? C14 C15 1.378(5) . ? C14 H14 0.9500 . ? C15 C16 1.386(5) . ? C15 H15 0.9500 . ? C16 C17 1.389(4) . ? C16 H16 0.9500 . ? C17 H17 0.9500 . ? C18A C19A 1.3900 . ? C18A C23A 1.3900 . ? C19A C20A 1.3900 . ? C19A H19A 0.9500 . ? C20A C21A 1.3900 . ? C20A H20A 0.9500 . ? C21A C22A 1.3900 . ? C21A H21A 0.9500 . ? C22A C23A 1.3900 . ? C22A H22A 0.9500 . ? C23A H23A 0.9500 . ? C18B C19B 1.3900 . ? C18B C23B 1.3900 . ? C19B C20B 1.3900 . ? C19B H19B 0.9500 . ? C20B C21B 1.3900 . ? C20B H20B 0.9500 . ? C21B C22B 1.3900 . ? C21B H21B 0.9500 . ? C22B C23B 1.3900 . ? C22B H22B 0.9500 . ? C23B H23B 0.9500 . ? C24 C25 1.396(4) . ? C24 C29 1.399(4) . ? C25 C26 1.392(5) . ? C25 H25 0.9500 . ? C26 C27 1.383(5) . ? C26 H26 0.9500 . ? C27 C28 1.391(5) . ? C27 H27 0.9500 . ? C28 C29 1.376(4) . ? C28 H28 0.9500 . ? C29 H29 0.9500 . ? 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 C30 Fe1 C31 91.93(13) . . ? C30 Fe1 O1 97.70(11) . . ? C31 Fe1 O1 170.14(11) . . ? C30 Fe1 N1 162.78(12) . . ? C31 Fe1 N1 104.12(11) . . ? O1 Fe1 N1 66.08(9) . . ? C30 Fe1 P1 90.68(10) . . ? C31 Fe1 P1 94.61(10) . . ? O1 Fe1 P1 87.44(6) . . ? N1 Fe1 P1 94.15(7) . . ? C30 Fe1 C5 129.70(12) . . ? C31 Fe1 C5 137.99(12) . . ? O1 Fe1 C5 32.21(8) . . ? N1 Fe1 C5 33.87(9) . . ? P1 Fe1 C5 90.71(7) . . ? C30 Fe1 I1 84.78(10) . . ? C31 Fe1 I1 88.44(9) . . ? O1 Fe1 I1 90.30(6) . . ? N1 Fe1 I1 89.39(7) . . ? P1 Fe1 I1 174.62(3) . . ? C5 Fe1 I1 89.97(7) . . ? C12 P1 C24 105.19(13) . . ? C12 P1 C18A 108.29(17) . . ? C24 P1 C18A 101.44(17) . . ? C12 P1 C18B 101.5(2) . . ? C24 P1 C18B 104.2(2) . . ? C12 P1 Fe1 112.85(10) . . ? C24 P1 Fe1 116.08(10) . . ? C18A P1 Fe1 112.08(14) . . ? C18B P1 Fe1 115.5(2) . . ? C5 O1 Fe1 92.85(17) . . ? C5 N1 C1 120.6(2) . . ? C5 N1 Fe1 89.89(17) . . ? C1 N1 Fe1 149.5(2) . . ? N1 C1 C2 119.5(3) . . ? N1 C1 C6 119.8(3) . . ? C2 C1 C6 120.6(3) . . ? C1 C2 C3 119.9(3) . . ? C1 C2 H2 120.1 . . ? C3 C2 H2 120.1 . . ? C4 C3 C2 120.5(3) . . ? C4 C3 H3 119.8 . . ? C2 C3 H3 119.8 . . ? C3 C4 C5 118.1(3) . . ? C3 C4 H4 120.9 . . ? C5 C4 H4 120.9 . . ? O1 C5 N1 111.2(3) . . ? O1 C5 C4 127.4(3) . . ? N1 C5 C4 121.4(3) . . ? O1 C5 Fe1 54.94(14) . . ? N1 C5 Fe1 56.24(14) . . ? C4 C5 Fe1 176.9(2) . . ? C7 C6 C11 118.9(3) . . ? C7 C6 C1 120.9(3) . . ? C11 C6 C1 120.0(3) . . ? C8 C7 C6 121.0(3) . . ? C8 C7 H7 119.5 . . ? C6 C7 H7 119.5 . . ? C7 C8 C9 119.6(3) . . ? C7 C8 H8 120.2 . . ? C9 C8 H8 120.2 . . ? C10 C9 C8 119.8(3) . . ? C10 C9 H9 120.1 . . ? C8 C9 H9 120.1 . . ? C9 C10 C11 120.8(3) . . ? C9 C10 H10 119.6 . . ? C11 C10 H10 119.6 . . ? C10 C11 C6 119.9(3) . . ? C10 C11 H11 120.1 . . ? C6 C11 H11 120.1 . . ? C17 C12 C13 118.6(3) . . ? C17 C12 P1 122.2(2) . . ? C13 C12 P1 119.1(2) . . ? C14 C13 C12 120.9(3) . . ? C14 C13 H13 119.6 . . ? C12 C13 H13 119.6 . . ? C15 C14 C13 119.7(3) . . ? C15 C14 H14 120.1 . . ? C13 C14 H14 120.1 . . ? C14 C15 C16 120.1(3) . . ? C14 C15 H15 119.9 . . ? C16 C15 H15 119.9 . . ? C15 C16 C17 120.5(3) . . ? C15 C16 H16 119.8 . . ? C17 C16 H16 119.8 . . ? C16 C17 C12 120.1(3) . . ? C16 C17 H17 119.9 . . ? C12 C17 H17 119.9 . . ? C19A C18A C23A 120.0 . . ? C19A C18A P1 118.1(3) . . ? C23A C18A P1 121.8(3) . . ? C18A C19A C20A 120.0 . . ? C18A C19A H19A 120.0 . . ? C20A C19A H19A 120.0 . . ? C21A C20A C19A 120.0 . . ? C21A C20A H20A 120.0 . . ? C19A C20A H20A 120.0 . . ? C20A C21A C22A 120.0 . . ? C20A C21A H21A 120.0 . . ? C22A C21A H21A 120.0 . . ? C23A C22A C21A 120.0 . . ? C23A C22A H22A 120.0 . . ? C21A C22A H22A 120.0 . . ? C22A C23A C18A 120.0 . . ? C22A C23A H23A 120.0 . . ? C18A C23A H23A 120.0 . . ? C19B C18B C23B 120.0 . . ? C19B C18B P1 121.4(4) . . ? C23B C18B P1 118.5(4) . . ? C18B C19B C20B 120.0 . . ? C18B C19B H19B 120.0 . . ? C20B C19B H19B 120.0 . . ? C21B C20B C19B 120.0 . . ? C21B C20B H20B 120.0 . . ? C19B C20B H20B 120.0 . . ? C22B C21B C20B 120.0 . . ? C22B C21B H21B 120.0 . . ? C20B C21B H21B 120.0 . . ? C21B C22B C23B 120.0 . . ? C21B C22B H22B 120.0 . . ? C23B C22B H22B 120.0 . . ? C22B C23B C18B 120.0 . . ? C22B C23B H23B 120.0 . . ? C18B C23B H23B 120.0 . . ? C25 C24 C29 118.9(3) . . ? C25 C24 P1 122.3(2) . . ? C29 C24 P1 118.7(2) . . ? C26 C25 C24 119.7(3) . . ? C26 C25 H25 120.2 . . ? C24 C25 H25 120.2 . . ? C27 C26 C25 120.6(3) . . ? C27 C26 H26 119.7 . . ? C25 C26 H26 119.7 . . ? C26 C27 C28 120.0(3) . . ? C26 C27 H27 120.0 . . ? C28 C27 H27 120.0 . . ? C29 C28 C27 119.6(3) . . ? C29 C28 H28 120.2 . . ? C27 C28 H28 120.2 . . ? C28 C29 C24 121.2(3) . . ? C28 C29 H29 119.4 . . ? C24 C29 H29 119.4 . . ? O2 C30 Fe1 179.8(3) . . ? O3 C31 Fe1 179.4(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C30 Fe1 P1 C12 -159.89(14) . . . . ? C31 Fe1 P1 C12 108.11(14) . . . . ? O1 Fe1 P1 C12 -62.22(12) . . . . ? N1 Fe1 P1 C12 3.56(12) . . . . ? C5 Fe1 P1 C12 -30.17(12) . . . . ? C30 Fe1 P1 C24 78.59(14) . . . . ? C31 Fe1 P1 C24 -13.41(14) . . . . ? O1 Fe1 P1 C24 176.26(12) . . . . ? N1 Fe1 P1 C24 -117.96(13) . . . . ? C5 Fe1 P1 C24 -151.69(13) . . . . ? C30 Fe1 P1 C18A -37.32(19) . . . . ? C31 Fe1 P1 C18A -129.32(19) . . . . ? O1 Fe1 P1 C18A 60.35(17) . . . . ? N1 Fe1 P1 C18A 126.13(17) . . . . ? C5 Fe1 P1 C18A 92.40(18) . . . . ? C30 Fe1 P1 C18B -43.8(3) . . . . ? C31 Fe1 P1 C18B -135.8(3) . . . . ? O1 Fe1 P1 C18B 53.9(3) . . . . ? N1 Fe1 P1 C18B 119.7(3) . . . . ? C5 Fe1 P1 C18B 85.9(3) . . . . ? C30 Fe1 O1 C5 -174.25(18) . . . . ? N1 Fe1 O1 C5 -0.27(16) . . . . ? P1 Fe1 O1 C5 95.42(15) . . . . ? I1 Fe1 O1 C5 -89.47(15) . . . . ? C30 Fe1 N1 C5 20.8(5) . . . . ? C31 Fe1 N1 C5 179.10(17) . . . . ? O1 Fe1 N1 C5 0.26(15) . . . . ? P1 Fe1 N1 C5 -85.08(15) . . . . ? I1 Fe1 N1 C5 90.86(15) . . . . ? C30 Fe1 N1 C1 -162.3(4) . . . . ? C31 Fe1 N1 C1 -4.1(4) . . . . ? O1 Fe1 N1 C1 177.1(4) . . . . ? P1 Fe1 N1 C1 91.7(4) . . . . ? C5 Fe1 N1 C1 176.8(5) . . . . ? I1 Fe1 N1 C1 -92.3(4) . . . . ? C5 N1 C1 C2 1.1(4) . . . . ? Fe1 N1 C1 C2 -175.3(3) . . . . ? C5 N1 C1 C6 -176.3(3) . . . . ? Fe1 N1 C1 C6 7.4(5) . . . . ? N1 C1 C2 C3 -0.6(4) . . . . ? C6 C1 C2 C3 176.7(3) . . . . ? C1 C2 C3 C4 -0.4(5) . . . . ? C2 C3 C4 C5 0.9(4) . . . . ? Fe1 O1 C5 N1 0.4(2) . . . . ? Fe1 O1 C5 C4 -177.4(3) . . . . ? C1 N1 C5 O1 -178.5(2) . . . . ? Fe1 N1 C5 O1 -0.4(2) . . . . ? C1 N1 C5 C4 -0.6(4) . . . . ? Fe1 N1 C5 C4 177.6(2) . . . . ? C1 N1 C5 Fe1 -178.1(3) . . . . ? C3 C4 C5 O1 177.2(3) . . . . ? C3 C4 C5 N1 -0.4(4) . . . . ? C30 Fe1 C5 O1 7.4(2) . . . . ? C31 Fe1 C5 O1 178.26(18) . . . . ? N1 Fe1 C5 O1 179.6(3) . . . . ? P1 Fe1 C5 O1 -84.05(15) . . . . ? I1 Fe1 C5 O1 90.61(15) . . . . ? C30 Fe1 C5 N1 -172.13(18) . . . . ? C31 Fe1 C5 N1 -1.3(2) . . . . ? O1 Fe1 C5 N1 -179.6(3) . . . . ? P1 Fe1 C5 N1 96.39(15) . . . . ? I1 Fe1 C5 N1 -88.94(15) . . . . ? N1 C1 C6 C7 41.6(4) . . . . ? C2 C1 C6 C7 -135.7(3) . . . . ? N1 C1 C6 C11 -143.4(3) . . . . ? C2 C1 C6 C11 39.2(4) . . . . ? C11 C6 C7 C8 -0.1(5) . . . . ? C1 C6 C7 C8 174.9(3) . . . . ? C6 C7 C8 C9 -1.4(5) . . . . ? C7 C8 C9 C10 1.3(5) . . . . ? C8 C9 C10 C11 0.3(6) . . . . ? C9 C10 C11 C6 -1.9(5) . . . . ? C7 C6 C11 C10 1.8(5) . . . . ? C1 C6 C11 C10 -173.3(3) . . . . ? C24 P1 C12 C17 -126.8(3) . . . . ? C18A P1 C12 C17 -19.0(3) . . . . ? C18B P1 C12 C17 -18.5(3) . . . . ? Fe1 P1 C12 C17 105.7(2) . . . . ? C24 P1 C12 C13 56.4(3) . . . . ? C18A P1 C12 C13 164.2(3) . . . . ? C18B P1 C12 C13 164.7(3) . . . . ? Fe1 P1 C12 C13 -71.1(2) . . . . ? C17 C12 C13 C14 1.2(4) . . . . ? P1 C12 C13 C14 178.1(2) . . . . ? C12 C13 C14 C15 -1.3(5) . . . . ? C13 C14 C15 C16 0.1(5) . . . . ? C14 C15 C16 C17 1.3(5) . . . . ? C15 C16 C17 C12 -1.4(5) . . . . ? C13 C12 C17 C16 0.2(4) . . . . ? P1 C12 C17 C16 -176.7(2) . . . . ? C12 P1 C18A C19A 73.2(2) . . . . ? C24 P1 C18A C19A -176.4(2) . . . . ? C18B P1 C18A C19A 69(3) . . . . ? Fe1 P1 C18A C19A -51.9(2) . . . . ? C12 P1 C18A C23A -104.5(3) . . . . ? C24 P1 C18A C23A 5.9(3) . . . . ? C18B P1 C18A C23A -109(3) . . . . ? Fe1 P1 C18A C23A 130.3(2) . . . . ? C23A C18A C19A C20A 0.0 . . . . ? P1 C18A C19A C20A -177.8(3) . . . . ? C18A C19A C20A C21A 0.0 . . . . ? C19A C20A C21A C22A 0.0 . . . . ? C20A C21A C22A C23A 0.0 . . . . ? C21A C22A C23A C18A 0.0 . . . . ? C19A C18A C23A C22A 0.0 . . . . ? P1 C18A C23A C22A 177.7(3) . . . . ? C12 P1 C18B C19B 107.5(4) . . . . ? C24 P1 C18B C19B -143.4(3) . . . . ? C18A P1 C18B C19B -76(3) . . . . ? Fe1 P1 C18B C19B -14.9(4) . . . . ? C12 P1 C18B C23B -68.4(4) . . . . ? C24 P1 C18B C23B 40.6(4) . . . . ? C18A P1 C18B C23B 108(3) . . . . ? Fe1 P1 C18B C23B 169.2(3) . . . . ? C23B C18B C19B C20B 0.0 . . . . ? P1 C18B C19B C20B -175.9(5) . . . . ? C18B C19B C20B C21B 0.0 . . . . ? C19B C20B C21B C22B 0.0 . . . . ? C20B C21B C22B C23B 0.0 . . . . ? C21B C22B C23B C18B 0.0 . . . . ? C19B C18B C23B C22B 0.0 . . . . ? P1 C18B C23B C22B 176.0(5) . . . . ? C12 P1 C24 C25 13.9(3) . . . . ? C18A P1 C24 C25 -98.8(3) . . . . ? C18B P1 C24 C25 -92.4(3) . . . . ? Fe1 P1 C24 C25 139.4(2) . . . . ? C12 P1 C24 C29 -169.8(2) . . . . ? C18A P1 C24 C29 77.4(3) . . . . ? C18B P1 C24 C29 83.8(3) . . . . ? Fe1 P1 C24 C29 -44.3(3) . . . . ? C29 C24 C25 C26 2.0(4) . . . . ? P1 C24 C25 C26 178.2(2) . . . . ? C24 C25 C26 C27 -1.6(5) . . . . ? C25 C26 C27 C28 0.4(5) . . . . ? C26 C27 C28 C29 0.4(5) . . . . ? C27 C28 C29 C24 0.1(5) . . . . ? C25 C24 C29 C28 -1.2(4) . . . . ? P1 C24 C29 C28 -177.6(2) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.02 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.845 _refine_diff_density_min -0.339 _refine_diff_density_rms 0.082 #===END data_cdf118 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H21 Fe I N O3 P' _chemical_formula_sum 'C14 H21 Fe I N O3 P' _chemical_formula_weight 465.04 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 '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' 'I' 'I' -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' 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 7.49550(10) _cell_length_b 16.4875(4) _cell_length_c 14.0187(3) _cell_angle_alpha 90.00 _cell_angle_beta 95.2490(17) _cell_angle_gamma 90.00 _cell_volume 1725.19(6) _cell_formula_units_Z 4 _cell_measurement_temperature 140(2) _cell_measurement_reflns_used 9501 _cell_measurement_theta_min 2.7202 _cell_measurement_theta_max 28.7382 _exptl_crystal_description prismatic _exptl_crystal_colour orange-yellow _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.790 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 920 _exptl_absorpt_coefficient_mu 2.764 _exptl_absorpt_correction_T_min 0.611 _exptl_absorpt_correction_T_max 0.661 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 140(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 'Oxford Diffraction, KM4/Sapphire CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.2812 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14550 _diffrn_reflns_av_R_equivalents 0.0334 _diffrn_reflns_av_sigmaI/netI 0.0289 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.87 _diffrn_reflns_theta_max 27.88 _reflns_number_total 4094 _reflns_number_gt 3527 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _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^)+(0.0283P)^2^+0.5417P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4094 _refine_ls_number_parameters 190 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0331 _refine_ls_R_factor_gt 0.0246 _refine_ls_wR_factor_ref 0.0552 _refine_ls_wR_factor_gt 0.0531 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _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 I1 I 0.366206(18) 0.215380(10) 0.339473(11) 0.01897(5) Uani 1 1 d . . . Fe1 Fe 0.63179(4) 0.15375(2) 0.24679(2) 0.01254(8) Uani 1 1 d . . . P1 P 0.85240(7) 0.10383(4) 0.16559(4) 0.01279(12) Uani 1 1 d . . . O1 O 0.47607(19) 0.06050(10) 0.19837(11) 0.0160(3) Uani 1 1 d . . . O2 O 0.5385(3) 0.27432(12) 0.09783(14) 0.0301(4) Uani 1 1 d . . . O3 O 0.8675(2) 0.27160(12) 0.34907(14) 0.0302(4) Uani 1 1 d . . . N1 N 0.6442(2) 0.05990(12) 0.33445(14) 0.0140(4) Uani 1 1 d . . . C1 C 0.7126(3) 0.03015(16) 0.41962(17) 0.0186(5) Uani 1 1 d . . . C2 C 0.6625(3) -0.04631(17) 0.44662(18) 0.0239(5) Uani 1 1 d . . . H2 H 0.7096 -0.0684 0.5062 0.029 Uiso 1 1 calc R . . C3 C 0.5425(3) -0.09074(16) 0.38582(19) 0.0249(6) Uani 1 1 d . . . H3 H 0.5091 -0.1436 0.4045 0.030 Uiso 1 1 calc R . . C4 C 0.4705(3) -0.06010(15) 0.29901(19) 0.0209(5) Uani 1 1 d . . . H4 H 0.3882 -0.0905 0.2576 0.025 Uiso 1 1 calc R . . C5 C 0.5247(3) 0.01800(15) 0.27509(17) 0.0158(5) Uani 1 1 d . . . C6 C 0.8347(3) 0.08464(18) 0.48104(18) 0.0250(6) Uani 1 1 d . . . H6A H 0.9403 0.0976 0.4476 0.038 Uiso 1 1 calc R . . H6B H 0.8724 0.0572 0.5415 0.038 Uiso 1 1 calc R . . H6C H 0.7712 0.1348 0.4942 0.038 Uiso 1 1 calc R . . C7 C 1.0166(3) 0.03872(15) 0.23300(17) 0.0185(5) Uani 1 1 d . . . H7A H 1.1311 0.0425 0.2032 0.022 Uiso 1 1 calc R . . H7B H 1.0380 0.0604 0.2989 0.022 Uiso 1 1 calc R . . C8 C 0.9660(3) -0.05121(16) 0.23950(19) 0.0226(5) Uani 1 1 d . . . H8A H 0.8485 -0.0560 0.2646 0.034 Uiso 1 1 calc R . . H8B H 1.0561 -0.0793 0.2825 0.034 Uiso 1 1 calc R . . H8C H 0.9609 -0.0757 0.1756 0.034 Uiso 1 1 calc R . . C9 C 0.7707(3) 0.04317(15) 0.06225(17) 0.0185(5) Uani 1 1 d . . . H9A H 0.8750 0.0221 0.0315 0.022 Uiso 1 1 calc R . . H9B H 0.7046 -0.0040 0.0849 0.022 Uiso 1 1 calc R . . C10 C 0.6485(3) 0.08814(17) -0.01299(18) 0.0249(6) Uani 1 1 d . . . H10A H 0.5387 0.1046 0.0148 0.037 Uiso 1 1 calc R . . H10B H 0.6178 0.0524 -0.0679 0.037 Uiso 1 1 calc R . . H10C H 0.7104 0.1363 -0.0342 0.037 Uiso 1 1 calc R . . C11 C 0.9860(3) 0.18436(15) 0.11789(17) 0.0167(5) Uani 1 1 d . . . H11A H 0.9035 0.2217 0.0803 0.020 Uiso 1 1 calc R . . H11B H 1.0439 0.2156 0.1726 0.020 Uiso 1 1 calc R . . C12 C 1.1318(3) 0.15811(17) 0.05452(18) 0.0235(5) Uani 1 1 d . . . H12A H 1.2173 0.1224 0.0911 0.035 Uiso 1 1 calc R . . H12B H 1.1946 0.2061 0.0336 0.035 Uiso 1 1 calc R . . H12C H 1.0766 0.1290 -0.0016 0.035 Uiso 1 1 calc R . . C13 C 0.5730(3) 0.22660(15) 0.15492(18) 0.0186(5) Uani 1 1 d . . . C14 C 0.7765(3) 0.22494(15) 0.30918(18) 0.0186(5) 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 I1 0.01670(8) 0.01876(9) 0.02167(9) -0.00397(6) 0.00298(5) 0.00229(6) Fe1 0.01200(14) 0.01175(17) 0.01358(16) -0.00034(12) -0.00040(11) 0.00006(12) P1 0.0119(2) 0.0120(3) 0.0143(3) 0.0001(2) 0.0002(2) -0.0003(2) O1 0.0149(7) 0.0164(9) 0.0164(8) -0.0014(7) -0.0006(6) -0.0025(6) O2 0.0331(10) 0.0237(11) 0.0327(11) 0.0112(9) -0.0010(8) 0.0066(8) O3 0.0287(10) 0.0283(11) 0.0330(11) -0.0118(9) 0.0001(8) -0.0097(8) N1 0.0131(8) 0.0137(10) 0.0155(10) -0.0008(8) 0.0022(7) 0.0017(7) C1 0.0173(10) 0.0213(13) 0.0175(12) 0.0028(10) 0.0027(9) 0.0051(9) C2 0.0266(12) 0.0243(14) 0.0219(13) 0.0093(11) 0.0076(10) 0.0097(11) C3 0.0273(12) 0.0143(13) 0.0350(15) 0.0049(11) 0.0138(11) 0.0028(10) C4 0.0182(11) 0.0164(13) 0.0290(14) -0.0034(10) 0.0068(9) -0.0011(10) C5 0.0119(9) 0.0169(12) 0.0192(12) -0.0034(9) 0.0043(8) 0.0015(9) C6 0.0255(12) 0.0322(15) 0.0166(12) -0.0006(11) -0.0025(9) 0.0046(11) C7 0.0141(10) 0.0197(13) 0.0217(12) 0.0039(10) 0.0011(9) 0.0037(9) C8 0.0259(12) 0.0168(13) 0.0253(13) 0.0035(10) 0.0029(10) 0.0062(10) C9 0.0195(11) 0.0179(13) 0.0181(12) -0.0064(10) 0.0028(9) -0.0036(9) C10 0.0288(12) 0.0277(15) 0.0175(13) -0.0026(11) -0.0018(10) -0.0064(11) C11 0.0162(10) 0.0152(12) 0.0184(12) 0.0012(9) -0.0003(8) -0.0039(9) C12 0.0190(11) 0.0274(14) 0.0247(14) 0.0073(11) 0.0050(10) -0.0010(10) C13 0.0167(10) 0.0165(13) 0.0224(13) -0.0024(10) 0.0006(9) 0.0013(9) C14 0.0186(11) 0.0166(12) 0.0212(12) -0.0002(10) 0.0043(9) 0.0012(10) _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 I1 Fe1 2.6752(3) . ? Fe1 C14 1.774(2) . ? Fe1 C13 1.787(3) . ? Fe1 N1 1.973(2) . ? Fe1 O1 2.0104(16) . ? Fe1 P1 2.2477(6) . ? Fe1 C5 2.422(2) . ? P1 C9 1.820(2) . ? P1 C11 1.826(2) . ? P1 C7 1.829(2) . ? O1 C5 1.307(3) . ? O2 C13 1.135(3) . ? O3 C14 1.140(3) . ? N1 C1 1.348(3) . ? N1 C5 1.355(3) . ? C1 C2 1.378(4) . ? C1 C6 1.497(3) . ? C2 C3 1.390(4) . ? C2 H2 0.9500 . ? C3 C4 1.381(4) . ? C3 H3 0.9500 . ? C4 C5 1.400(3) . ? C4 H4 0.9500 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 C8 1.535(3) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C10 1.525(3) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.532(3) . ? 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 C14 Fe1 C13 90.57(11) . . ? C14 Fe1 N1 102.71(10) . . ? C13 Fe1 N1 166.13(9) . . ? C14 Fe1 O1 169.29(9) . . ? C13 Fe1 O1 100.00(9) . . ? N1 Fe1 O1 66.63(7) . . ? C14 Fe1 P1 92.69(8) . . ? C13 Fe1 P1 91.46(8) . . ? N1 Fe1 P1 91.92(5) . . ? O1 Fe1 P1 88.87(5) . . ? C14 Fe1 C5 136.67(10) . . ? C13 Fe1 C5 132.51(10) . . ? N1 Fe1 C5 33.99(8) . . ? O1 Fe1 C5 32.65(7) . . ? P1 Fe1 C5 90.85(5) . . ? C14 Fe1 I1 87.58(7) . . ? C13 Fe1 I1 87.10(7) . . ? N1 Fe1 I1 89.43(5) . . ? O1 Fe1 I1 91.13(4) . . ? P1 Fe1 I1 178.53(2) . . ? C5 Fe1 I1 89.94(5) . . ? C9 P1 C11 105.31(11) . . ? C9 P1 C7 104.50(12) . . ? C11 P1 C7 104.49(10) . . ? C9 P1 Fe1 113.24(8) . . ? C11 P1 Fe1 111.88(8) . . ? C7 P1 Fe1 116.39(8) . . ? C5 O1 Fe1 91.29(13) . . ? C1 N1 C5 122.4(2) . . ? C1 N1 Fe1 146.05(17) . . ? C5 N1 Fe1 91.51(14) . . ? N1 C1 C2 119.0(2) . . ? N1 C1 C6 117.0(2) . . ? C2 C1 C6 123.9(2) . . ? C1 C2 C3 119.4(2) . . ? C1 C2 H2 120.3 . . ? C3 C2 H2 120.3 . . ? C4 C3 C2 121.8(2) . . ? C4 C3 H3 119.1 . . ? C2 C3 H3 119.1 . . ? C3 C4 C5 116.7(2) . . ? C3 C4 H4 121.7 . . ? C5 C4 H4 121.7 . . ? O1 C5 N1 110.6(2) . . ? O1 C5 C4 128.7(2) . . ? N1 C5 C4 120.8(2) . . ? O1 C5 Fe1 56.07(11) . . ? N1 C5 Fe1 54.50(12) . . ? C4 C5 Fe1 175.26(19) . . ? C1 C6 H6A 109.5 . . ? C1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C8 C7 P1 116.05(17) . . ? C8 C7 H7A 108.3 . . ? P1 C7 H7A 108.3 . . ? C8 C7 H7B 108.3 . . ? P1 C7 H7B 108.3 . . ? H7A C7 H7B 107.4 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C10 C9 P1 114.87(18) . . ? C10 C9 H9A 108.6 . . ? P1 C9 H9A 108.6 . . ? C10 C9 H9B 108.6 . . ? P1 C9 H9B 108.6 . . ? H9A C9 H9B 107.5 . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C12 C11 P1 116.80(18) . . ? C12 C11 H11A 108.1 . . ? P1 C11 H11A 108.1 . . ? C12 C11 H11B 108.1 . . ? P1 C11 H11B 108.1 . . ? H11A C11 H11B 107.3 . . ? 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 . . ? O2 C13 Fe1 178.2(2) . . ? O3 C14 Fe1 178.9(2) . . ? 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 C14 Fe1 P1 C9 -164.38(12) . . . . ? C13 Fe1 P1 C9 -73.74(12) . . . . ? N1 Fe1 P1 C9 92.80(11) . . . . ? O1 Fe1 P1 C9 26.23(10) . . . . ? C5 Fe1 P1 C9 58.82(11) . . . . ? C14 Fe1 P1 C11 -45.54(11) . . . . ? C13 Fe1 P1 C11 45.09(11) . . . . ? N1 Fe1 P1 C11 -148.37(10) . . . . ? O1 Fe1 P1 C11 145.06(9) . . . . ? C5 Fe1 P1 C11 177.65(10) . . . . ? C14 Fe1 P1 C7 74.48(12) . . . . ? C13 Fe1 P1 C7 165.11(12) . . . . ? N1 Fe1 P1 C7 -28.35(11) . . . . ? O1 Fe1 P1 C7 -94.92(10) . . . . ? C5 Fe1 P1 C7 -62.33(11) . . . . ? C14 Fe1 O1 C5 -5.2(5) . . . . ? C13 Fe1 O1 C5 -175.39(13) . . . . ? N1 Fe1 O1 C5 0.75(12) . . . . ? P1 Fe1 O1 C5 93.33(12) . . . . ? I1 Fe1 O1 C5 -88.14(11) . . . . ? C14 Fe1 N1 C1 1.9(3) . . . . ? C13 Fe1 N1 C1 -160.9(4) . . . . ? O1 Fe1 N1 C1 -177.0(3) . . . . ? P1 Fe1 N1 C1 95.1(3) . . . . ? C5 Fe1 N1 C1 -176.2(3) . . . . ? I1 Fe1 N1 C1 -85.5(3) . . . . ? C14 Fe1 N1 C5 178.14(13) . . . . ? C13 Fe1 N1 C5 15.3(4) . . . . ? O1 Fe1 N1 C5 -0.73(11) . . . . ? P1 Fe1 N1 C5 -88.67(12) . . . . ? I1 Fe1 N1 C5 90.75(12) . . . . ? C5 N1 C1 C2 1.4(3) . . . . ? Fe1 N1 C1 C2 176.95(19) . . . . ? C5 N1 C1 C6 -176.3(2) . . . . ? Fe1 N1 C1 C6 -0.8(4) . . . . ? N1 C1 C2 C3 -0.2(3) . . . . ? C6 C1 C2 C3 177.4(2) . . . . ? C1 C2 C3 C4 -0.5(4) . . . . ? C2 C3 C4 C5 0.2(3) . . . . ? Fe1 O1 C5 N1 -1.07(17) . . . . ? Fe1 O1 C5 C4 179.4(2) . . . . ? C1 N1 C5 O1 178.60(19) . . . . ? Fe1 N1 C5 O1 1.10(17) . . . . ? C1 N1 C5 C4 -1.8(3) . . . . ? Fe1 N1 C5 C4 -179.33(18) . . . . ? C1 N1 C5 Fe1 177.5(2) . . . . ? C3 C4 C5 O1 -179.5(2) . . . . ? C3 C4 C5 N1 1.0(3) . . . . ? C14 Fe1 C5 O1 178.59(14) . . . . ? C13 Fe1 C5 O1 6.17(18) . . . . ? N1 Fe1 C5 O1 -178.76(19) . . . . ? P1 Fe1 C5 O1 -86.59(11) . . . . ? I1 Fe1 C5 O1 92.17(11) . . . . ? C14 Fe1 C5 N1 -2.64(19) . . . . ? C13 Fe1 C5 N1 -175.07(14) . . . . ? O1 Fe1 C5 N1 178.76(19) . . . . ? P1 Fe1 C5 N1 92.18(12) . . . . ? I1 Fe1 C5 N1 -89.06(12) . . . . ? C9 P1 C7 C8 -40.6(2) . . . . ? C11 P1 C7 C8 -151.00(18) . . . . ? Fe1 P1 C7 C8 85.08(19) . . . . ? C11 P1 C9 C10 -62.57(19) . . . . ? C7 P1 C9 C10 -172.37(17) . . . . ? Fe1 P1 C9 C10 59.99(18) . . . . ? C9 P1 C11 C12 -52.0(2) . . . . ? C7 P1 C11 C12 57.8(2) . . . . ? Fe1 P1 C11 C12 -175.44(15) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.88 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.464 _refine_diff_density_min -0.407 _refine_diff_density_rms 0.095 #===END data_cdf135 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C35 H32 Fe N O3 P S, C H2 Cl2' _chemical_formula_sum 'C36 H34 Cl2 Fe N O3 P S' _chemical_formula_weight 718.42 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Fe' 'Fe' 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.0759(19) _cell_length_b 11.5177(14) _cell_length_c 15.082(2) _cell_angle_alpha 71.085(12) _cell_angle_beta 78.739(13) _cell_angle_gamma 66.159(14) _cell_volume 1660.2(4) _cell_formula_units_Z 2 _cell_measurement_temperature 140(2) _cell_measurement_reflns_used 2631 _cell_measurement_theta_min 2.7402 _cell_measurement_theta_max 27.2981 _exptl_crystal_description prismatic _exptl_crystal_colour red _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.437 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 744 _exptl_absorpt_coefficient_mu 0.764 _exptl_absorpt_correction_T_min 0.618 _exptl_absorpt_correction_T_max 0.845 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 140(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 'Oxford Diffraction, KM4/Sapphire CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.2812 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12233 _diffrn_reflns_av_R_equivalents 0.1119 _diffrn_reflns_av_sigmaI/netI 0.2412 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.77 _diffrn_reflns_theta_max 26.02 _reflns_number_total 6506 _reflns_number_gt 2797 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _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^)+(0.1396P)^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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6506 _refine_ls_number_parameters 406 _refine_ls_number_restraints 198 _refine_ls_R_factor_all 0.2171 _refine_ls_R_factor_gt 0.1128 _refine_ls_wR_factor_ref 0.2821 _refine_ls_wR_factor_gt 0.2409 _refine_ls_goodness_of_fit_ref 0.930 _refine_ls_restrained_S_all 0.921 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.08834(15) 0.08399(12) 0.27227(9) 0.0237(4) Uani 1 1 d . . . S1 S 0.0187(2) -0.0911(2) 0.28791(17) 0.0250(6) Uani 1 1 d . . . P1 P 0.1255(3) 0.2692(2) 0.25942(16) 0.0210(6) Uani 1 1 d . . . O1 O -0.0212(7) 0.1968(6) 0.1628(4) 0.0310(17) Uani 1 1 d . . . O2 O -0.1083(7) 0.1176(7) 0.4324(5) 0.0364(18) Uani 1 1 d . . . O3 O 0.3067(7) -0.0849(7) 0.3938(5) 0.0396(19) Uani 1 1 d . . . N1 N 0.1855(7) 0.0616(7) 0.1513(5) 0.0218(18) Uani 1 1 d . . . C1 C 0.2972(11) -0.0001(9) 0.1029(7) 0.033(2) Uani 1 1 d U . . C2 C 0.3059(11) 0.0276(9) 0.0103(7) 0.038(2) Uani 1 1 d U . . H2 H 0.3861 -0.0144 -0.0223 0.046 Uiso 1 1 calc R . . C3 C 0.1951(12) 0.1202(10) -0.0401(8) 0.043(3) Uani 1 1 d U . . H3 H 0.2001 0.1386 -0.1065 0.051 Uiso 1 1 calc R . . C4 C 0.0821(12) 0.1827(9) 0.0061(7) 0.036(2) Uani 1 1 d U . . H4 H 0.0080 0.2471 -0.0271 0.044 Uiso 1 1 calc R . . C5 C 0.0773(11) 0.1505(9) 0.1028(8) 0.037(3) Uani 1 1 d U . . C6 C 0.4120(10) -0.1024(9) 0.1626(7) 0.034(3) Uani 1 1 d U . . H6A H 0.4890 -0.1381 0.1213 0.052 Uiso 1 1 calc R . . H6B H 0.3850 -0.1742 0.2046 0.052 Uiso 1 1 calc R . . H6C H 0.4352 -0.0601 0.2001 0.052 Uiso 1 1 calc R . . C7 C 0.2075(9) 0.3283(8) 0.1475(6) 0.0218(19) Uani 1 1 d U . . C8 C 0.3383(10) 0.2569(9) 0.1223(6) 0.028(2) Uani 1 1 d U . . H8 H 0.3867 0.1781 0.1660 0.034 Uiso 1 1 calc R . . C9 C 0.3992(10) 0.2976(9) 0.0359(6) 0.029(2) Uani 1 1 d U . . H9 H 0.4892 0.2484 0.0213 0.035 Uiso 1 1 calc R . . C10 C 0.3292(10) 0.4103(9) -0.0299(6) 0.030(2) Uani 1 1 d U . . H10 H 0.3702 0.4373 -0.0903 0.035 Uiso 1 1 calc R . . C11 C 0.1988(10) 0.4834(9) -0.0067(6) 0.029(2) Uani 1 1 d U . . H11 H 0.1515 0.5620 -0.0510 0.034 Uiso 1 1 calc R . . C12 C 0.1382(10) 0.4436(9) 0.0788(6) 0.024(2) Uani 1 1 d U . . H12 H 0.0482 0.4936 0.0928 0.029 Uiso 1 1 calc R . . C13 C -0.0227(10) 0.4137(8) 0.2701(6) 0.0217(19) Uani 1 1 d U . . C14 C -0.1475(9) 0.4189(8) 0.2687(6) 0.022(2) Uani 1 1 d U . . H14 H -0.1594 0.3449 0.2623 0.027 Uiso 1 1 calc R . . C15 C -0.2579(10) 0.5310(9) 0.2765(6) 0.030(2) Uani 1 1 d U . . H15 H -0.3441 0.5322 0.2764 0.036 Uiso 1 1 calc R . . C16 C -0.2423(11) 0.6399(9) 0.2843(6) 0.031(2) Uani 1 1 d U . . H16 H -0.3174 0.7169 0.2889 0.037 Uiso 1 1 calc R . . C17 C -0.1185(10) 0.6359(8) 0.2855(6) 0.027(2) Uani 1 1 d U . . H17 H -0.1071 0.7101 0.2919 0.033 Uiso 1 1 calc R . . C18 C -0.0080(10) 0.5244(8) 0.2773(6) 0.024(2) Uani 1 1 d U . . H18 H 0.0781 0.5240 0.2767 0.029 Uiso 1 1 calc R . . C19 C 0.2270(9) 0.2432(8) 0.3528(6) 0.0216(19) Uani 1 1 d U . . C20 C 0.3509(10) 0.2481(9) 0.3366(7) 0.029(2) Uani 1 1 d U . . H20 H 0.3865 0.2743 0.2741 0.035 Uiso 1 1 calc R . . C21 C 0.4255(11) 0.2145(10) 0.4126(7) 0.037(2) Uani 1 1 d U . . H21 H 0.5113 0.2183 0.4026 0.044 Uiso 1 1 calc R . . C22 C 0.3700(11) 0.1754(9) 0.5033(7) 0.035(2) Uani 1 1 d U . . H22 H 0.4210 0.1476 0.5553 0.042 Uiso 1 1 calc R . . C23 C 0.2465(11) 0.1762(9) 0.5185(7) 0.033(2) Uani 1 1 d U . . H23 H 0.2092 0.1546 0.5811 0.039 Uiso 1 1 calc R . . C24 C 0.1738(10) 0.2074(9) 0.4452(6) 0.030(2) Uani 1 1 d U . . H24 H 0.0874 0.2050 0.4567 0.036 Uiso 1 1 calc R . . C25 C -0.0337(10) 0.1117(9) 0.3697(7) 0.029(2) Uani 1 1 d . . . C26 C 0.2220(10) -0.0233(9) 0.3478(6) 0.023(2) Uani 1 1 d . . . C27 C 0.1434(9) -0.2142(8) 0.2431(6) 0.0214(19) Uani 1 1 d U . . C28 C 0.2320(10) -0.3255(8) 0.3028(7) 0.0254(19) Uani 1 1 d U . . C29 C 0.3284(10) -0.4237(9) 0.2614(7) 0.033(2) Uani 1 1 d U . . H29 H 0.3902 -0.4992 0.2995 0.039 Uiso 1 1 calc R . . C30 C 0.3331(10) -0.4107(9) 0.1677(7) 0.035(2) Uani 1 1 d U . . H30 H 0.3972 -0.4780 0.1417 0.042 Uiso 1 1 calc R . . C31 C 0.2461(10) -0.3014(9) 0.1104(7) 0.031(2) Uani 1 1 d U . . H31 H 0.2498 -0.2938 0.0454 0.037 Uiso 1 1 calc R . . C32 C 0.1543(10) -0.2039(9) 0.1477(6) 0.024(2) Uani 1 1 d U . . H32 H 0.0967 -0.1274 0.1074 0.029 Uiso 1 1 calc R . . C33 C 0.2248(11) -0.3482(10) 0.4082(7) 0.035(2) Uani 1 1 d U . . H33 H 0.1782 -0.2600 0.4210 0.042 Uiso 1 1 calc R . . C34 C 0.3594(12) -0.4081(12) 0.4477(8) 0.051(3) Uani 1 1 d U . . H34A H 0.3999 -0.5017 0.4491 0.076 Uiso 1 1 calc R . . H34B H 0.3489 -0.3998 0.5117 0.076 Uiso 1 1 calc R . . H34C H 0.4164 -0.3617 0.4080 0.076 Uiso 1 1 calc R . . C35 C 0.1394(10) -0.4329(10) 0.4593(7) 0.037(3) Uani 1 1 d U . . H35A H 0.0518 -0.3901 0.4345 0.056 Uiso 1 1 calc R . . H35B H 0.1299 -0.4413 0.5268 0.056 Uiso 1 1 calc R . . H35C H 0.1827 -0.5207 0.4488 0.056 Uiso 1 1 calc R . . Cl1 Cl 0.3503(3) -0.0165(3) -0.2384(2) 0.0447(8) Uani 1 1 d . . . Cl2 Cl 0.3556(3) -0.2836(3) -0.1879(3) 0.0678(11) Uani 1 1 d . . . C36 C 0.2740(12) -0.1275(11) -0.1687(9) 0.059(4) Uani 1 1 d . . . H36A H 0.2747 -0.1350 -0.1015 0.071 Uiso 1 1 calc R . . H36B H 0.1807 -0.0929 -0.1838 0.071 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 0.0442(10) 0.0073(7) 0.0179(7) -0.0038(5) 0.0013(6) -0.0091(6) S1 0.0373(16) 0.0088(11) 0.0280(14) -0.0021(10) 0.0006(12) -0.0111(11) P1 0.0394(16) 0.0063(11) 0.0164(13) -0.0026(10) -0.0022(11) -0.0077(11) O1 0.052(5) 0.008(3) 0.022(4) 0.000(3) -0.015(3) 0.002(3) O2 0.039(5) 0.036(4) 0.028(4) -0.005(3) 0.013(4) -0.017(4) O3 0.044(5) 0.033(4) 0.042(5) -0.012(4) -0.009(4) -0.010(4) N1 0.022(5) 0.014(4) 0.030(5) -0.009(3) -0.001(4) -0.006(3) C1 0.056(6) 0.016(4) 0.035(5) -0.009(4) -0.002(5) -0.019(4) C2 0.061(6) 0.019(4) 0.036(5) -0.016(4) 0.005(5) -0.015(4) C3 0.069(6) 0.020(4) 0.032(5) -0.008(4) -0.003(5) -0.008(4) C4 0.067(6) 0.011(4) 0.029(5) -0.004(4) -0.011(5) -0.010(4) C5 0.059(6) 0.009(4) 0.044(6) -0.014(4) -0.005(5) -0.007(4) C6 0.042(6) 0.012(5) 0.050(6) -0.009(5) -0.006(5) -0.010(4) C7 0.038(5) 0.011(4) 0.020(4) -0.006(3) -0.005(4) -0.010(3) C8 0.048(5) 0.012(4) 0.020(4) -0.001(3) -0.005(4) -0.007(4) C9 0.048(5) 0.014(4) 0.027(4) -0.011(4) -0.002(4) -0.007(4) C10 0.052(5) 0.017(4) 0.017(4) 0.001(3) -0.008(4) -0.013(4) C11 0.051(5) 0.012(4) 0.016(4) 0.006(3) -0.010(4) -0.009(4) C12 0.042(5) 0.015(4) 0.017(4) -0.002(3) -0.011(4) -0.010(4) C13 0.039(5) 0.007(4) 0.013(4) -0.003(3) -0.004(4) -0.001(4) C14 0.039(5) 0.008(4) 0.016(4) -0.005(3) -0.003(4) -0.003(4) C15 0.039(5) 0.024(4) 0.020(4) -0.004(4) -0.002(4) -0.007(4) C16 0.041(5) 0.008(4) 0.028(4) -0.003(4) -0.007(4) 0.007(4) C17 0.047(5) 0.005(4) 0.026(4) -0.005(3) -0.001(4) -0.006(4) C18 0.042(5) 0.011(4) 0.018(4) -0.005(3) -0.003(4) -0.008(4) C19 0.033(5) 0.015(4) 0.018(4) -0.003(3) -0.010(4) -0.007(4) C20 0.039(5) 0.017(4) 0.029(5) -0.008(4) -0.003(4) -0.007(4) C21 0.043(5) 0.029(5) 0.041(5) -0.009(4) -0.006(4) -0.015(4) C22 0.045(5) 0.022(4) 0.030(5) -0.002(4) -0.016(4) -0.003(4) C23 0.046(5) 0.021(4) 0.020(4) 0.000(4) -0.011(4) -0.003(4) C24 0.035(5) 0.025(4) 0.023(4) 0.001(4) -0.008(4) -0.009(4) C25 0.032(6) 0.019(5) 0.028(6) 0.009(4) 0.001(5) -0.015(5) C26 0.031(6) 0.015(5) 0.016(5) -0.004(4) 0.001(4) -0.004(4) C27 0.036(4) 0.014(4) 0.020(4) 0.003(3) -0.004(3) -0.020(3) C28 0.040(5) 0.011(4) 0.031(4) -0.002(3) -0.006(4) -0.016(3) C29 0.044(5) 0.007(4) 0.043(5) 0.000(4) -0.006(4) -0.010(4) C30 0.047(5) 0.013(4) 0.038(5) -0.006(4) 0.009(4) -0.010(4) C31 0.054(5) 0.021(4) 0.019(4) -0.001(4) 0.004(4) -0.023(4) C32 0.044(5) 0.017(4) 0.015(4) 0.000(3) -0.004(4) -0.017(4) C33 0.055(6) 0.018(4) 0.030(5) -0.002(4) -0.007(4) -0.013(4) C34 0.062(8) 0.052(7) 0.043(7) -0.001(6) -0.025(6) -0.026(6) C35 0.044(7) 0.028(6) 0.032(6) -0.001(5) 0.001(5) -0.012(5) Cl1 0.0538(19) 0.0248(14) 0.0534(18) -0.0046(13) -0.0059(15) -0.0162(13) Cl2 0.056(2) 0.0248(16) 0.122(3) -0.0208(18) -0.001(2) -0.0165(15) C36 0.057(9) 0.032(7) 0.077(10) -0.003(7) -0.009(7) -0.014(6) _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 C25 1.808(11) . ? Fe1 C26 1.812(10) . ? Fe1 N1 1.967(8) . ? Fe1 O1 2.001(6) . ? Fe1 P1 2.273(3) . ? Fe1 S1 2.365(3) . ? Fe1 C5 2.432(11) . ? S1 C27 1.746(10) . ? P1 C7 1.816(9) . ? P1 C13 1.830(9) . ? P1 C19 1.847(9) . ? O1 C5 1.323(12) . ? O2 C25 1.128(10) . ? O3 C26 1.123(10) . ? N1 C1 1.357(12) . ? N1 C5 1.373(12) . ? C1 C2 1.320(13) . ? C1 C6 1.539(13) . ? C2 C3 1.415(15) . ? C2 H2 0.9500 . ? C3 C4 1.351(14) . ? C3 H3 0.9500 . ? C4 C5 1.378(13) . ? C4 H4 0.9500 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 C8 1.395(13) . ? C7 C12 1.421(12) . ? C8 C9 1.374(13) . ? C8 H8 0.9500 . ? C9 C10 1.386(12) . ? C9 H9 0.9500 . ? C10 C11 1.388(13) . ? C10 H10 0.9500 . ? C11 C12 1.360(13) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 C14 1.362(13) . ? C13 C18 1.389(12) . ? C14 C15 1.393(12) . ? C14 H14 0.9500 . ? C15 C16 1.377(13) . ? C15 H15 0.9500 . ? C16 C17 1.357(14) . ? C16 H16 0.9500 . ? C17 C18 1.391(12) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 C20 1.368(13) . ? C19 C24 1.400(13) . ? C20 C21 1.403(13) . ? C20 H20 0.9500 . ? C21 C22 1.394(14) . ? C21 H21 0.9500 . ? C22 C23 1.340(14) . ? C22 H22 0.9500 . ? C23 C24 1.361(12) . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? C27 C32 1.390(12) . ? C27 C28 1.413(12) . ? C28 C29 1.425(13) . ? C28 C33 1.517(13) . ? C29 C30 1.364(13) . ? C29 H29 0.9500 . ? C30 C31 1.379(13) . ? C30 H30 0.9500 . ? C31 C32 1.369(13) . ? C31 H31 0.9500 . ? C32 H32 0.9500 . ? C33 C34 1.518(14) . ? C33 C35 1.554(14) . ? C33 H33 1.0000 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? Cl1 C36 1.763(12) . ? Cl2 C36 1.748(12) . ? C36 H36A 0.9900 . ? C36 H36B 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 C25 Fe1 C26 93.6(4) . . ? C25 Fe1 N1 166.7(4) . . ? C26 Fe1 N1 98.2(4) . . ? C25 Fe1 O1 101.2(4) . . ? C26 Fe1 O1 165.2(3) . . ? N1 Fe1 O1 67.3(3) . . ? C25 Fe1 P1 91.5(3) . . ? C26 Fe1 P1 93.9(3) . . ? N1 Fe1 P1 93.9(2) . . ? O1 Fe1 P1 84.3(2) . . ? C25 Fe1 S1 82.9(3) . . ? C26 Fe1 S1 91.9(3) . . ? N1 Fe1 S1 90.5(2) . . ? O1 Fe1 S1 91.4(2) . . ? P1 Fe1 S1 172.19(11) . . ? C25 Fe1 C5 133.8(4) . . ? C26 Fe1 C5 132.5(4) . . ? N1 Fe1 C5 34.4(3) . . ? O1 Fe1 C5 32.9(3) . . ? P1 Fe1 C5 89.1(2) . . ? S1 Fe1 C5 90.8(2) . . ? C27 S1 Fe1 110.5(3) . . ? C7 P1 C13 103.5(4) . . ? C7 P1 C19 107.5(4) . . ? C13 P1 C19 104.3(4) . . ? C7 P1 Fe1 113.9(3) . . ? C13 P1 Fe1 115.4(3) . . ? C19 P1 Fe1 111.4(3) . . ? C5 O1 Fe1 91.7(6) . . ? C1 N1 C5 118.9(8) . . ? C1 N1 Fe1 149.3(7) . . ? C5 N1 Fe1 91.7(6) . . ? C2 C1 N1 121.6(10) . . ? C2 C1 C6 122.7(10) . . ? N1 C1 C6 115.7(8) . . ? C1 C2 C3 119.7(11) . . ? C1 C2 H2 120.2 . . ? C3 C2 H2 120.2 . . ? C4 C3 C2 120.1(10) . . ? C4 C3 H3 119.9 . . ? C2 C3 H3 119.9 . . ? C3 C4 C5 118.2(10) . . ? C3 C4 H4 120.9 . . ? C5 C4 H4 120.9 . . ? O1 C5 N1 109.3(9) . . ? O1 C5 C4 129.3(10) . . ? N1 C5 C4 121.4(10) . . ? O1 C5 Fe1 55.3(5) . . ? N1 C5 Fe1 53.9(5) . . ? C4 C5 Fe1 175.3(9) . . ? C1 C6 H6A 109.5 . . ? C1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C8 C7 C12 117.1(8) . . ? C8 C7 P1 121.3(7) . . ? C12 C7 P1 121.5(7) . . ? C9 C8 C7 121.7(9) . . ? C9 C8 H8 119.1 . . ? C7 C8 H8 119.1 . . ? C8 C9 C10 120.0(10) . . ? C8 C9 H9 120.0 . . ? C10 C9 H9 120.0 . . ? C9 C10 C11 119.5(9) . . ? C9 C10 H10 120.3 . . ? C11 C10 H10 120.3 . . ? C12 C11 C10 120.7(9) . . ? C12 C11 H11 119.7 . . ? C10 C11 H11 119.7 . . ? C11 C12 C7 121.0(9) . . ? C11 C12 H12 119.5 . . ? C7 C12 H12 119.5 . . ? C14 C13 C18 118.2(8) . . ? C14 C13 P1 122.8(7) . . ? C18 C13 P1 119.0(8) . . ? C13 C14 C15 121.1(9) . . ? C13 C14 H14 119.4 . . ? C15 C14 H14 119.4 . . ? C16 C15 C14 120.2(10) . . ? C16 C15 H15 119.9 . . ? C14 C15 H15 119.9 . . ? C17 C16 C15 119.1(9) . . ? C17 C16 H16 120.4 . . ? C15 C16 H16 120.4 . . ? C16 C17 C18 120.8(9) . . ? C16 C17 H17 119.6 . . ? C18 C17 H17 119.6 . . ? C13 C18 C17 120.5(9) . . ? C13 C18 H18 119.8 . . ? C17 C18 H18 119.8 . . ? C20 C19 C24 119.9(8) . . ? C20 C19 P1 124.1(7) . . ? C24 C19 P1 115.9(7) . . ? C19 C20 C21 119.8(9) . . ? C19 C20 H20 120.1 . . ? C21 C20 H20 120.1 . . ? C22 C21 C20 118.2(10) . . ? C22 C21 H21 120.9 . . ? C20 C21 H21 120.9 . . ? C23 C22 C21 121.4(10) . . ? C23 C22 H22 119.3 . . ? C21 C22 H22 119.3 . . ? C22 C23 C24 120.7(10) . . ? C22 C23 H23 119.6 . . ? C24 C23 H23 119.6 . . ? C23 C24 C19 119.8(10) . . ? C23 C24 H24 120.1 . . ? C19 C24 H24 120.1 . . ? O2 C25 Fe1 173.9(8) . . ? O3 C26 Fe1 176.7(9) . . ? C32 C27 C28 119.5(9) . . ? C32 C27 S1 119.6(7) . . ? C28 C27 S1 120.9(7) . . ? C27 C28 C29 117.6(9) . . ? C27 C28 C33 123.4(9) . . ? C29 C28 C33 119.0(8) . . ? C30 C29 C28 120.8(9) . . ? C30 C29 H29 119.6 . . ? C28 C29 H29 119.6 . . ? C29 C30 C31 120.9(9) . . ? C29 C30 H30 119.5 . . ? C31 C30 H30 119.5 . . ? C32 C31 C30 119.7(9) . . ? C32 C31 H31 120.2 . . ? C30 C31 H31 120.2 . . ? C31 C32 C27 121.5(9) . . ? C31 C32 H32 119.2 . . ? C27 C32 H32 119.2 . . ? C28 C33 C34 113.6(9) . . ? C28 C33 C35 110.2(8) . . ? C34 C33 C35 111.0(9) . . ? C28 C33 H33 107.2 . . ? C34 C33 H33 107.2 . . ? C35 C33 H33 107.2 . . ? C33 C34 H34A 109.5 . . ? C33 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C33 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C33 C35 H35A 109.5 . . ? C33 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C33 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? Cl2 C36 Cl1 111.3(7) . . ? Cl2 C36 H36A 109.4 . . ? Cl1 C36 H36A 109.4 . . ? Cl2 C36 H36B 109.4 . . ? Cl1 C36 H36B 109.4 . . ? H36A C36 H36B 108.0 . . ? 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 C25 Fe1 S1 C27 -155.4(4) . . . . ? C26 Fe1 S1 C27 -62.1(4) . . . . ? N1 Fe1 S1 C27 36.2(4) . . . . ? O1 Fe1 S1 C27 103.5(4) . . . . ? C5 Fe1 S1 C27 70.5(4) . . . . ? C25 Fe1 P1 C7 -162.2(5) . . . . ? C26 Fe1 P1 C7 104.2(4) . . . . ? N1 Fe1 P1 C7 5.6(4) . . . . ? O1 Fe1 P1 C7 -61.1(4) . . . . ? C5 Fe1 P1 C7 -28.4(4) . . . . ? C25 Fe1 P1 C13 -42.6(4) . . . . ? C26 Fe1 P1 C13 -136.3(4) . . . . ? N1 Fe1 P1 C13 125.2(4) . . . . ? O1 Fe1 P1 C13 58.5(4) . . . . ? C5 Fe1 P1 C13 91.1(4) . . . . ? C25 Fe1 P1 C19 76.0(5) . . . . ? C26 Fe1 P1 C19 -17.6(4) . . . . ? N1 Fe1 P1 C19 -116.2(4) . . . . ? O1 Fe1 P1 C19 177.1(4) . . . . ? C5 Fe1 P1 C19 -150.2(4) . . . . ? C25 Fe1 O1 C5 -172.4(6) . . . . ? C26 Fe1 O1 C5 13.7(16) . . . . ? N1 Fe1 O1 C5 0.6(5) . . . . ? P1 Fe1 O1 C5 97.2(5) . . . . ? S1 Fe1 O1 C5 -89.4(5) . . . . ? C25 Fe1 N1 C1 -145.3(16) . . . . ? C26 Fe1 N1 C1 6.7(13) . . . . ? O1 Fe1 N1 C1 -176.7(13) . . . . ? P1 Fe1 N1 C1 101.2(12) . . . . ? S1 Fe1 N1 C1 -85.3(12) . . . . ? C5 Fe1 N1 C1 -176.1(15) . . . . ? C25 Fe1 N1 C5 30.8(18) . . . . ? C26 Fe1 N1 C5 -177.2(6) . . . . ? O1 Fe1 N1 C5 -0.6(5) . . . . ? P1 Fe1 N1 C5 -82.7(5) . . . . ? S1 Fe1 N1 C5 90.8(5) . . . . ? C5 N1 C1 C2 3.0(13) . . . . ? Fe1 N1 C1 C2 178.5(9) . . . . ? C5 N1 C1 C6 -177.6(8) . . . . ? Fe1 N1 C1 C6 -2.0(17) . . . . ? N1 C1 C2 C3 -2.3(15) . . . . ? C6 C1 C2 C3 178.3(9) . . . . ? C1 C2 C3 C4 1.8(16) . . . . ? C2 C3 C4 C5 -2.0(15) . . . . ? Fe1 O1 C5 N1 -0.8(7) . . . . ? Fe1 O1 C5 C4 -179.0(10) . . . . ? C1 N1 C5 O1 178.5(8) . . . . ? Fe1 N1 C5 O1 0.8(7) . . . . ? C1 N1 C5 C4 -3.1(13) . . . . ? Fe1 N1 C5 C4 179.1(8) . . . . ? C1 N1 C5 Fe1 177.7(9) . . . . ? C3 C4 C5 O1 -179.4(10) . . . . ? C3 C4 C5 N1 2.7(15) . . . . ? C25 Fe1 C5 O1 10.3(8) . . . . ? C26 Fe1 C5 O1 -175.3(6) . . . . ? N1 Fe1 C5 O1 -179.1(9) . . . . ? P1 Fe1 C5 O1 -80.9(5) . . . . ? S1 Fe1 C5 O1 91.3(5) . . . . ? C25 Fe1 C5 N1 -170.6(6) . . . . ? C26 Fe1 C5 N1 3.8(8) . . . . ? O1 Fe1 C5 N1 179.1(9) . . . . ? P1 Fe1 C5 N1 98.2(5) . . . . ? S1 Fe1 C5 N1 -89.6(5) . . . . ? C13 P1 C7 C8 166.1(7) . . . . ? C19 P1 C7 C8 56.1(8) . . . . ? Fe1 P1 C7 C8 -67.8(8) . . . . ? C13 P1 C7 C12 -19.0(8) . . . . ? C19 P1 C7 C12 -129.0(7) . . . . ? Fe1 P1 C7 C12 107.1(7) . . . . ? C12 C7 C8 C9 1.6(13) . . . . ? P1 C7 C8 C9 176.8(7) . . . . ? C7 C8 C9 C10 -1.8(13) . . . . ? C8 C9 C10 C11 1.8(14) . . . . ? C9 C10 C11 C12 -1.8(14) . . . . ? C10 C11 C12 C7 1.7(13) . . . . ? C8 C7 C12 C11 -1.6(12) . . . . ? P1 C7 C12 C11 -176.7(7) . . . . ? C7 P1 C13 C14 113.6(8) . . . . ? C19 P1 C13 C14 -134.0(7) . . . . ? Fe1 P1 C13 C14 -11.5(8) . . . . ? C7 P1 C13 C18 -64.6(7) . . . . ? C19 P1 C13 C18 47.8(8) . . . . ? Fe1 P1 C13 C18 170.4(6) . . . . ? C18 C13 C14 C15 -1.5(13) . . . . ? P1 C13 C14 C15 -179.7(7) . . . . ? C13 C14 C15 C16 1.0(13) . . . . ? C14 C15 C16 C17 -0.8(14) . . . . ? C15 C16 C17 C18 1.1(14) . . . . ? C14 C13 C18 C17 1.7(13) . . . . ? P1 C13 C18 C17 180.0(7) . . . . ? C16 C17 C18 C13 -1.5(14) . . . . ? C7 P1 C19 C20 -9.5(9) . . . . ? C13 P1 C19 C20 -119.0(8) . . . . ? Fe1 P1 C19 C20 115.9(7) . . . . ? C7 P1 C19 C24 175.1(7) . . . . ? C13 P1 C19 C24 65.6(8) . . . . ? Fe1 P1 C19 C24 -59.5(7) . . . . ? C24 C19 C20 C21 1.4(13) . . . . ? P1 C19 C20 C21 -173.8(7) . . . . ? C19 C20 C21 C22 0.7(14) . . . . ? C20 C21 C22 C23 -3.5(14) . . . . ? C21 C22 C23 C24 4.2(15) . . . . ? C22 C23 C24 C19 -2.0(14) . . . . ? C20 C19 C24 C23 -0.8(14) . . . . ? P1 C19 C24 C23 174.8(7) . . . . ? Fe1 S1 C27 C32 -85.6(7) . . . . ? Fe1 S1 C27 C28 95.6(7) . . . . ? C32 C27 C28 C29 -0.7(13) . . . . ? S1 C27 C28 C29 178.0(7) . . . . ? C32 C27 C28 C33 -177.6(9) . . . . ? S1 C27 C28 C33 1.2(12) . . . . ? C27 C28 C29 C30 -0.9(14) . . . . ? C33 C28 C29 C30 176.1(9) . . . . ? C28 C29 C30 C31 1.0(15) . . . . ? C29 C30 C31 C32 0.5(15) . . . . ? C30 C31 C32 C27 -2.2(15) . . . . ? C28 C27 C32 C31 2.3(14) . . . . ? S1 C27 C32 C31 -176.5(7) . . . . ? C27 C28 C33 C34 -142.0(9) . . . . ? C29 C28 C33 C34 41.2(12) . . . . ? C27 C28 C33 C35 92.7(10) . . . . ? C29 C28 C33 C35 -84.2(11) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 26.02 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 2.170 _refine_diff_density_min -0.974 _refine_diff_density_rms 0.180 #===END data_cdf096b _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C35 H32 Fe N O3 P S' _chemical_formula_sum 'C35 H32 Fe N O3 P S' _chemical_formula_weight 633.50 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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' '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)/c _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 15.649(3) _cell_length_b 13.890(2) _cell_length_c 14.8057(13) _cell_angle_alpha 90.00 _cell_angle_beta 102.833(10) _cell_angle_gamma 90.00 _cell_volume 3137.9(8) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 143 _cell_measurement_theta_min 3.190 _cell_measurement_theta_max 19.099 _exptl_crystal_description prismatic _exptl_crystal_colour red _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.341 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1320 _exptl_absorpt_coefficient_mu 0.634 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.7394 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'SADABS V2.10, G.M. Sheldrick, 2003' _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 'Bruker APEX II CCD' _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 7201 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0537 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.38 _diffrn_reflns_theta_max 27.54 _reflns_number_total 7201 _reflns_number_gt 5254 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)' _computing_data_reduction 'EvalCCD (Duisenberg & Schreurs, 1990-2000)' _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^)+(0.0311P)^2^+11.4903P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7201 _refine_ls_number_parameters 380 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0997 _refine_ls_R_factor_gt 0.0653 _refine_ls_wR_factor_ref 0.1563 _refine_ls_wR_factor_gt 0.1390 _refine_ls_goodness_of_fit_ref 1.191 _refine_ls_restrained_S_all 1.191 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.27213(4) 0.01842(4) 0.21077(4) 0.01648(14) Uani 1 1 d . . . S1 S 0.26713(7) -0.10540(7) 0.10210(7) 0.0206(2) Uani 1 1 d . . . P1 P 0.28813(6) 0.12945(7) 0.32653(7) 0.0158(2) Uani 1 1 d . . . O1 O 0.1074(2) -0.0545(2) 0.2471(2) 0.0289(7) Uani 1 1 d . . . O2 O 0.1678(2) 0.1330(2) 0.0610(2) 0.0304(7) Uani 1 1 d . . . O3 O 0.36776(18) -0.04967(19) 0.30613(18) 0.0197(6) Uani 1 1 d . . . N1 N 0.3935(2) 0.0396(2) 0.1926(2) 0.0188(7) Uani 1 1 d . . . C1 C 0.1731(3) -0.0271(3) 0.2359(3) 0.0197(8) Uani 1 1 d . . . C2 C 0.2089(3) 0.0887(3) 0.1201(3) 0.0206(8) Uani 1 1 d . . . C3 C 0.2562(2) 0.0846(3) 0.4304(3) 0.0179(8) Uani 1 1 d . . . C4 C 0.2529(3) -0.0141(3) 0.4487(3) 0.0199(8) Uani 1 1 d . . . H4 H 0.2652 -0.0596 0.4054 0.024 Uiso 1 1 calc R . . C5 C 0.2316(3) -0.0458(3) 0.5307(3) 0.0224(8) Uani 1 1 d . . . H5 H 0.2286 -0.1128 0.5423 0.027 Uiso 1 1 calc R . . C6 C 0.2148(3) 0.0200(3) 0.5950(3) 0.0228(8) Uani 1 1 d . . . H6 H 0.2006 -0.0020 0.6507 0.027 Uiso 1 1 calc R . . C7 C 0.2187(3) 0.1180(3) 0.5780(3) 0.0246(9) Uani 1 1 d . . . H7 H 0.2075 0.1631 0.6223 0.030 Uiso 1 1 calc R . . C8 C 0.2390(3) 0.1506(3) 0.4963(3) 0.0216(8) Uani 1 1 d . . . H8 H 0.2412 0.2178 0.4849 0.026 Uiso 1 1 calc R . . C9 C 0.2227(3) 0.2400(3) 0.3040(2) 0.0172(8) Uani 1 1 d . . . C10 C 0.1332(3) 0.2315(3) 0.2647(3) 0.0212(8) Uani 1 1 d . . . H10 H 0.1102 0.1708 0.2417 0.025 Uiso 1 1 calc R . . C11 C 0.0773(3) 0.3102(3) 0.2586(3) 0.0267(9) Uani 1 1 d . . . H11 H 0.0165 0.3031 0.2320 0.032 Uiso 1 1 calc R . . C12 C 0.1110(3) 0.3994(3) 0.2918(3) 0.0254(9) Uani 1 1 d . . . H12 H 0.0729 0.4532 0.2887 0.031 Uiso 1 1 calc R . . C13 C 0.1996(3) 0.4102(3) 0.3293(3) 0.0236(9) Uani 1 1 d . . . H13 H 0.2223 0.4714 0.3509 0.028 Uiso 1 1 calc R . . C14 C 0.2560(3) 0.3306(3) 0.3355(3) 0.0199(8) Uani 1 1 d . . . H14 H 0.3169 0.3382 0.3612 0.024 Uiso 1 1 calc R . . C15 C 0.4012(2) 0.1670(3) 0.3713(2) 0.0164(7) Uani 1 1 d . . . C16 C 0.4420(3) 0.2314(3) 0.3213(3) 0.0215(8) Uani 1 1 d . . . H16 H 0.4101 0.2570 0.2642 0.026 Uiso 1 1 calc R . . C17 C 0.5289(3) 0.2579(3) 0.3547(3) 0.0255(9) Uani 1 1 d . . . H17 H 0.5560 0.3019 0.3208 0.031 Uiso 1 1 calc R . . C18 C 0.5765(3) 0.2199(3) 0.4382(3) 0.0265(9) Uani 1 1 d . . . H18 H 0.6357 0.2387 0.4614 0.032 Uiso 1 1 calc R . . C19 C 0.5371(3) 0.1547(3) 0.4873(3) 0.0245(9) Uani 1 1 d . . . H19 H 0.5696 0.1280 0.5436 0.029 Uiso 1 1 calc R . . C20 C 0.4501(3) 0.1287(3) 0.4540(3) 0.0210(8) Uani 1 1 d . . . H20 H 0.4235 0.0841 0.4879 0.025 Uiso 1 1 calc R . . C21 C 0.4431(3) 0.0771(3) 0.1380(3) 0.0218(8) Uani 1 1 d . . . C22 C 0.5328(3) 0.0618(3) 0.1588(3) 0.0287(10) Uani 1 1 d . . . H22 H 0.5683 0.0887 0.1208 0.034 Uiso 1 1 calc R . . C23 C 0.5706(3) 0.0063(3) 0.2363(3) 0.0285(10) Uani 1 1 d . . . H23 H 0.6322 -0.0034 0.2513 0.034 Uiso 1 1 calc R . . C24 C 0.5197(3) -0.0344(3) 0.2910(3) 0.0245(9) Uani 1 1 d . . . H24 H 0.5448 -0.0723 0.3436 0.029 Uiso 1 1 calc R . . C25 C 0.4286(3) -0.0173(3) 0.2657(3) 0.0187(8) Uani 1 1 d . . . C26 C 0.3971(3) 0.1360(4) 0.0567(3) 0.0338(11) Uani 1 1 d . . . H26A H 0.3491 0.0983 0.0192 0.051 Uiso 1 1 calc R . . H26B H 0.4387 0.1537 0.0189 0.051 Uiso 1 1 calc R . . H26C H 0.3733 0.1945 0.0788 0.051 Uiso 1 1 calc R . . C27 C 0.1821(3) -0.1903(3) 0.1068(3) 0.0208(8) Uani 1 1 d . . . C28 C 0.1906(3) -0.2558(3) 0.1819(3) 0.0214(8) Uani 1 1 d . . . C29 C 0.1258(3) -0.3244(3) 0.1797(3) 0.0226(8) Uani 1 1 d . . . H29 H 0.1306 -0.3665 0.2312 0.027 Uiso 1 1 calc R . . C30 C 0.0535(3) -0.3343(3) 0.1050(3) 0.0260(9) Uani 1 1 d . . . C31 C 0.0455(3) -0.2686(3) 0.0330(3) 0.0285(10) Uani 1 1 d . . . H31 H -0.0036 -0.2729 -0.0176 0.034 Uiso 1 1 calc R . . C32 C 0.1079(3) -0.1959(3) 0.0328(3) 0.0250(9) Uani 1 1 d . . . C33 C 0.2691(3) -0.2566(3) 0.2622(3) 0.0278(9) Uani 1 1 d . . . H33A H 0.2590 -0.3020 0.3094 0.042 Uiso 1 1 calc R . . H33B H 0.2783 -0.1919 0.2891 0.042 Uiso 1 1 calc R . . H33C H 0.3212 -0.2763 0.2404 0.042 Uiso 1 1 calc R . . C34 C -0.0104(3) -0.4160(3) 0.1032(3) 0.0319(10) Uani 1 1 d . . . H34A H -0.0650 -0.4015 0.0584 0.048 Uiso 1 1 calc R . . H34B H -0.0225 -0.4239 0.1649 0.048 Uiso 1 1 calc R . . H34C H 0.0149 -0.4756 0.0852 0.048 Uiso 1 1 calc R . . C35 C 0.0945(3) -0.1263(4) -0.0476(3) 0.0378(12) Uani 1 1 d . . . H35A H 0.0955 -0.0602 -0.0242 0.057 Uiso 1 1 calc R . . H35B H 0.0378 -0.1389 -0.0896 0.057 Uiso 1 1 calc R . . H35C H 0.1414 -0.1346 -0.0810 0.057 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 0.0186(3) 0.0135(3) 0.0170(3) 0.0003(2) 0.0031(2) 0.0006(2) S1 0.0227(5) 0.0169(5) 0.0227(5) -0.0032(4) 0.0058(4) 0.0000(4) P1 0.0184(5) 0.0130(4) 0.0156(4) 0.0011(4) 0.0031(4) 0.0001(4) O1 0.0258(16) 0.0244(16) 0.0383(18) -0.0124(13) 0.0111(13) -0.0066(13) O2 0.0317(17) 0.0286(17) 0.0284(16) 0.0057(13) 0.0011(13) 0.0056(13) O3 0.0241(14) 0.0160(13) 0.0185(13) 0.0015(11) 0.0035(11) 0.0017(11) N1 0.0223(17) 0.0163(16) 0.0172(16) -0.0030(12) 0.0029(13) 0.0001(13) C1 0.029(2) 0.0130(18) 0.0170(18) -0.0052(15) 0.0043(16) 0.0048(16) C2 0.023(2) 0.0178(19) 0.0213(19) -0.0022(16) 0.0059(16) -0.0009(16) C3 0.0193(19) 0.0193(19) 0.0157(18) 0.0023(15) 0.0052(14) -0.0020(15) C4 0.024(2) 0.0169(19) 0.0196(19) 0.0007(15) 0.0073(15) 0.0018(16) C5 0.028(2) 0.0177(19) 0.023(2) 0.0075(16) 0.0102(17) 0.0026(16) C6 0.024(2) 0.024(2) 0.0213(19) 0.0038(16) 0.0069(16) -0.0017(17) C7 0.030(2) 0.021(2) 0.024(2) -0.0020(16) 0.0092(17) -0.0011(17) C8 0.026(2) 0.0181(19) 0.021(2) -0.0017(15) 0.0048(16) -0.0036(16) C9 0.023(2) 0.0148(18) 0.0147(18) 0.0018(14) 0.0072(15) 0.0009(15) C10 0.027(2) 0.0171(19) 0.0209(19) 0.0026(15) 0.0087(16) 0.0011(16) C11 0.020(2) 0.027(2) 0.033(2) 0.0051(18) 0.0049(17) 0.0042(17) C12 0.029(2) 0.020(2) 0.029(2) 0.0019(17) 0.0106(18) 0.0073(17) C13 0.036(2) 0.0143(19) 0.022(2) 0.0002(16) 0.0103(17) 0.0016(17) C14 0.024(2) 0.0185(19) 0.0166(18) 0.0001(15) 0.0044(15) 0.0019(16) C15 0.0165(18) 0.0178(18) 0.0146(17) -0.0017(14) 0.0031(14) 0.0015(14) C16 0.024(2) 0.0181(19) 0.022(2) 0.0025(15) 0.0033(16) 0.0021(16) C17 0.025(2) 0.021(2) 0.031(2) 0.0027(17) 0.0087(17) -0.0026(17) C18 0.019(2) 0.024(2) 0.034(2) 0.0040(18) 0.0014(17) -0.0020(16) C19 0.024(2) 0.022(2) 0.025(2) 0.0034(16) -0.0007(16) 0.0040(16) C20 0.024(2) 0.0180(19) 0.0199(19) 0.0018(15) 0.0037(16) 0.0022(16) C21 0.028(2) 0.0174(19) 0.0204(19) 0.0028(15) 0.0071(16) -0.0038(16) C22 0.026(2) 0.033(2) 0.028(2) 0.0015(19) 0.0078(18) -0.0063(18) C23 0.019(2) 0.037(3) 0.028(2) -0.0037(19) 0.0027(17) 0.0005(18) C24 0.026(2) 0.025(2) 0.020(2) -0.0039(16) 0.0018(16) 0.0034(17) C25 0.025(2) 0.0160(18) 0.0148(17) -0.0059(15) 0.0044(15) -0.0020(15) C26 0.034(3) 0.040(3) 0.028(2) 0.015(2) 0.0069(19) -0.004(2) C27 0.026(2) 0.0158(19) 0.022(2) -0.0029(15) 0.0087(16) 0.0021(15) C28 0.026(2) 0.0181(19) 0.0203(19) -0.0040(15) 0.0059(16) 0.0039(16) C29 0.030(2) 0.0158(19) 0.025(2) -0.0009(16) 0.0114(17) 0.0024(16) C30 0.025(2) 0.023(2) 0.031(2) -0.0042(17) 0.0104(18) 0.0009(17) C31 0.024(2) 0.028(2) 0.032(2) -0.0044(18) 0.0014(18) 0.0004(17) C32 0.027(2) 0.023(2) 0.025(2) -0.0025(17) 0.0040(17) 0.0002(17) C33 0.031(2) 0.020(2) 0.030(2) 0.0029(17) 0.0026(18) -0.0005(17) C34 0.028(2) 0.030(2) 0.038(3) -0.004(2) 0.0075(19) -0.0065(19) C35 0.042(3) 0.035(3) 0.031(2) 0.009(2) -0.003(2) -0.008(2) _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 1.773(4) . ? Fe1 C1 1.788(4) . ? Fe1 N1 1.998(3) . ? Fe1 O3 2.047(3) . ? Fe1 P1 2.2778(11) . ? Fe1 S1 2.3444(11) . ? Fe1 C25 2.453(4) . ? S1 C27 1.791(4) . ? P1 C15 1.823(4) . ? P1 C3 1.829(4) . ? P1 C9 1.835(4) . ? O1 C1 1.143(5) . ? O2 C2 1.143(5) . ? O3 C25 1.312(5) . ? N1 C21 1.343(5) . ? N1 C25 1.354(5) . ? C3 C4 1.400(5) . ? C3 C8 1.407(5) . ? C4 C5 1.400(5) . ? C4 H4 0.9500 . ? C5 C6 1.387(6) . ? C5 H5 0.9500 . ? C6 C7 1.389(6) . ? C6 H6 0.9500 . ? C7 C8 1.393(6) . ? C7 H7 0.9500 . ? C8 H8 0.9500 . ? C9 C10 1.397(5) . ? C9 C14 1.401(5) . ? C10 C11 1.391(6) . ? C10 H10 0.9500 . ? C11 C12 1.393(6) . ? C11 H11 0.9500 . ? C12 C13 1.382(6) . ? C12 H12 0.9500 . ? C13 C14 1.405(6) . ? C13 H13 0.9500 . ? C14 H14 0.9500 . ? C15 C20 1.397(5) . ? C15 C16 1.402(6) . ? C16 C17 1.389(6) . ? C16 H16 0.9500 . ? C17 C18 1.397(6) . ? C17 H17 0.9500 . ? C18 C19 1.388(6) . ? C18 H18 0.9500 . ? C19 C20 1.389(6) . ? C19 H19 0.9500 . ? C20 H20 0.9500 . ? C21 C22 1.386(6) . ? C21 C26 1.502(6) . ? C22 C23 1.400(6) . ? C22 H22 0.9500 . ? C23 C24 1.379(6) . ? C23 H23 0.9500 . ? C24 C25 1.411(6) . ? C24 H24 0.9500 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 C32 1.410(6) . ? C27 C28 1.420(6) . ? C28 C29 1.385(6) . ? C28 C33 1.509(6) . ? C29 C30 1.402(6) . ? C29 H29 0.9500 . ? C30 C31 1.388(6) . ? C30 C34 1.508(6) . ? C31 C32 1.405(6) . ? C31 H31 0.9500 . ? C32 C35 1.512(6) . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 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 89.35(18) . . ? C2 Fe1 N1 101.78(16) . . ? C1 Fe1 N1 166.88(16) . . ? C2 Fe1 O3 167.50(16) . . ? C1 Fe1 O3 103.15(15) . . ? N1 Fe1 O3 65.80(12) . . ? C2 Fe1 P1 98.41(13) . . ? C1 Fe1 P1 92.20(12) . . ? N1 Fe1 P1 93.02(10) . . ? O3 Fe1 P1 81.51(8) . . ? C2 Fe1 S1 87.51(13) . . ? C1 Fe1 S1 89.14(12) . . ? N1 Fe1 S1 84.46(10) . . ? O3 Fe1 S1 92.43(8) . . ? P1 Fe1 S1 173.94(4) . . ? C2 Fe1 C25 135.27(16) . . ? C1 Fe1 C25 134.98(16) . . ? N1 Fe1 C25 33.49(13) . . ? O3 Fe1 C25 32.32(12) . . ? P1 Fe1 C25 87.28(9) . . ? S1 Fe1 C25 87.59(9) . . ? C27 S1 Fe1 111.59(13) . . ? C15 P1 C3 102.48(17) . . ? C15 P1 C9 106.50(18) . . ? C3 P1 C9 101.13(18) . . ? C15 P1 Fe1 113.77(13) . . ? C3 P1 Fe1 113.40(13) . . ? C9 P1 Fe1 117.78(12) . . ? C25 O3 Fe1 91.1(2) . . ? C21 N1 C25 121.4(4) . . ? C21 N1 Fe1 146.3(3) . . ? C25 N1 Fe1 92.0(2) . . ? O1 C1 Fe1 176.1(4) . . ? O2 C2 Fe1 179.1(4) . . ? C4 C3 C8 118.9(3) . . ? C4 C3 P1 121.6(3) . . ? C8 C3 P1 119.4(3) . . ? C5 C4 C3 120.1(4) . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C6 C5 C4 120.5(4) . . ? C6 C5 H5 119.8 . . ? C4 C5 H5 119.8 . . ? C5 C6 C7 119.9(4) . . ? C5 C6 H6 120.1 . . ? C7 C6 H6 120.1 . . ? C6 C7 C8 120.2(4) . . ? C6 C7 H7 119.9 . . ? C8 C7 H7 119.9 . . ? C7 C8 C3 120.4(4) . . ? C7 C8 H8 119.8 . . ? C3 C8 H8 119.8 . . ? C10 C9 C14 118.6(4) . . ? C10 C9 P1 118.2(3) . . ? C14 C9 P1 122.7(3) . . ? C11 C10 C9 121.3(4) . . ? C11 C10 H10 119.4 . . ? C9 C10 H10 119.4 . . ? C10 C11 C12 119.5(4) . . ? C10 C11 H11 120.2 . . ? C12 C11 H11 120.2 . . ? C13 C12 C11 120.3(4) . . ? C13 C12 H12 119.8 . . ? C11 C12 H12 119.8 . . ? C12 C13 C14 120.1(4) . . ? C12 C13 H13 120.0 . . ? C14 C13 H13 120.0 . . ? C9 C14 C13 120.2(4) . . ? C9 C14 H14 119.9 . . ? C13 C14 H14 119.9 . . ? C20 C15 C16 118.7(4) . . ? C20 C15 P1 120.6(3) . . ? C16 C15 P1 120.6(3) . . ? C17 C16 C15 120.3(4) . . ? C17 C16 H16 119.9 . . ? C15 C16 H16 119.9 . . ? C16 C17 C18 120.2(4) . . ? C16 C17 H17 119.9 . . ? C18 C17 H17 119.9 . . ? C19 C18 C17 119.8(4) . . ? C19 C18 H18 120.1 . . ? C17 C18 H18 120.1 . . ? C18 C19 C20 119.9(4) . . ? C18 C19 H19 120.1 . . ? C20 C19 H19 120.1 . . ? C19 C20 C15 121.0(4) . . ? C19 C20 H20 119.5 . . ? C15 C20 H20 119.5 . . ? N1 C21 C22 120.0(4) . . ? N1 C21 C26 117.1(4) . . ? C22 C21 C26 122.9(4) . . ? C21 C22 C23 119.3(4) . . ? C21 C22 H22 120.4 . . ? C23 C22 H22 120.4 . . ? C24 C23 C22 120.9(4) . . ? C24 C23 H23 119.5 . . ? C22 C23 H23 119.5 . . ? C23 C24 C25 117.1(4) . . ? C23 C24 H24 121.4 . . ? C25 C24 H24 121.4 . . ? O3 C25 N1 111.0(3) . . ? O3 C25 C24 127.8(4) . . ? N1 C25 C24 121.2(4) . . ? O3 C25 Fe1 56.54(19) . . ? N1 C25 Fe1 54.5(2) . . ? C24 C25 Fe1 175.6(3) . . ? C21 C26 H26A 109.5 . . ? C21 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C21 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C32 C27 C28 119.4(4) . . ? C32 C27 S1 119.8(3) . . ? C28 C27 S1 120.7(3) . . ? C29 C28 C27 118.8(4) . . ? C29 C28 C33 118.5(4) . . ? C27 C28 C33 122.7(4) . . ? C28 C29 C30 122.9(4) . . ? C28 C29 H29 118.5 . . ? C30 C29 H29 118.5 . . ? C31 C30 C29 117.4(4) . . ? C31 C30 C34 122.3(4) . . ? C29 C30 C34 120.2(4) . . ? C30 C31 C32 122.0(4) . . ? C30 C31 H31 119.0 . . ? C32 C31 H31 119.0 . . ? C31 C32 C27 119.4(4) . . ? C31 C32 C35 119.1(4) . . ? C27 C32 C35 121.5(4) . . ? C28 C33 H33A 109.5 . . ? C28 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C28 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C30 C34 H34A 109.5 . . ? C30 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C30 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C32 C35 H35A 109.5 . . ? C32 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C32 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 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 S1 C27 -97.0(2) . . . . ? C1 Fe1 S1 C27 -7.60(19) . . . . ? N1 Fe1 S1 C27 160.92(17) . . . . ? O3 Fe1 S1 C27 95.53(17) . . . . ? C25 Fe1 S1 C27 127.49(17) . . . . ? C2 Fe1 P1 C15 -115.69(19) . . . . ? C1 Fe1 P1 C15 154.65(18) . . . . ? N1 Fe1 P1 C15 -13.31(17) . . . . ? O3 Fe1 P1 C15 51.67(16) . . . . ? C25 Fe1 P1 C15 19.70(17) . . . . ? C2 Fe1 P1 C3 127.71(19) . . . . ? C1 Fe1 P1 C3 38.05(19) . . . . ? N1 Fe1 P1 C3 -129.91(17) . . . . ? O3 Fe1 P1 C3 -64.93(16) . . . . ? C25 Fe1 P1 C3 -96.90(17) . . . . ? C2 Fe1 P1 C9 10.0(2) . . . . ? C1 Fe1 P1 C9 -79.71(19) . . . . ? N1 Fe1 P1 C9 112.34(17) . . . . ? O3 Fe1 P1 C9 177.32(17) . . . . ? C25 Fe1 P1 C9 145.35(17) . . . . ? C2 Fe1 O3 C25 -7.8(8) . . . . ? C1 Fe1 O3 C25 171.3(2) . . . . ? N1 Fe1 O3 C25 -1.2(2) . . . . ? P1 Fe1 O3 C25 -98.4(2) . . . . ? S1 Fe1 O3 C25 81.6(2) . . . . ? C2 Fe1 N1 C21 -8.0(5) . . . . ? C1 Fe1 N1 C21 139.5(7) . . . . ? O3 Fe1 N1 C21 173.5(5) . . . . ? P1 Fe1 N1 C21 -107.2(5) . . . . ? S1 Fe1 N1 C21 78.3(5) . . . . ? C25 Fe1 N1 C21 172.3(6) . . . . ? C2 Fe1 N1 C25 179.7(2) . . . . ? C1 Fe1 N1 C25 -32.8(7) . . . . ? O3 Fe1 N1 C25 1.2(2) . . . . ? P1 Fe1 N1 C25 80.5(2) . . . . ? S1 Fe1 N1 C25 -94.0(2) . . . . ? C15 P1 C3 C4 -101.9(3) . . . . ? C9 P1 C3 C4 148.3(3) . . . . ? Fe1 P1 C3 C4 21.2(4) . . . . ? C15 P1 C3 C8 74.7(3) . . . . ? C9 P1 C3 C8 -35.2(3) . . . . ? Fe1 P1 C3 C8 -162.2(3) . . . . ? C8 C3 C4 C5 0.9(6) . . . . ? P1 C3 C4 C5 177.5(3) . . . . ? C3 C4 C5 C6 -0.9(6) . . . . ? C4 C5 C6 C7 0.3(6) . . . . ? C5 C6 C7 C8 0.4(6) . . . . ? C6 C7 C8 C3 -0.4(6) . . . . ? C4 C3 C8 C7 -0.2(6) . . . . ? P1 C3 C8 C7 -176.9(3) . . . . ? C15 P1 C9 C10 177.0(3) . . . . ? C3 P1 C9 C10 -76.2(3) . . . . ? Fe1 P1 C9 C10 47.9(3) . . . . ? C15 P1 C9 C14 -11.7(4) . . . . ? C3 P1 C9 C14 95.0(3) . . . . ? Fe1 P1 C9 C14 -140.9(3) . . . . ? C14 C9 C10 C11 -1.5(6) . . . . ? P1 C9 C10 C11 170.1(3) . . . . ? C9 C10 C11 C12 0.3(6) . . . . ? C10 C11 C12 C13 1.0(7) . . . . ? C11 C12 C13 C14 -1.1(6) . . . . ? C10 C9 C14 C13 1.4(6) . . . . ? P1 C9 C14 C13 -169.8(3) . . . . ? C12 C13 C14 C9 -0.1(6) . . . . ? C3 P1 C15 C20 22.3(4) . . . . ? C9 P1 C15 C20 128.1(3) . . . . ? Fe1 P1 C15 C20 -100.5(3) . . . . ? C3 P1 C15 C16 -160.7(3) . . . . ? C9 P1 C15 C16 -55.0(4) . . . . ? Fe1 P1 C15 C16 76.5(3) . . . . ? C20 C15 C16 C17 -1.4(6) . . . . ? P1 C15 C16 C17 -178.4(3) . . . . ? C15 C16 C17 C18 0.5(6) . . . . ? C16 C17 C18 C19 0.7(7) . . . . ? C17 C18 C19 C20 -1.0(7) . . . . ? C18 C19 C20 C15 0.1(6) . . . . ? C16 C15 C20 C19 1.1(6) . . . . ? P1 C15 C20 C19 178.1(3) . . . . ? C25 N1 C21 C22 -3.2(6) . . . . ? Fe1 N1 C21 C22 -174.2(4) . . . . ? C25 N1 C21 C26 177.7(4) . . . . ? Fe1 N1 C21 C26 6.7(7) . . . . ? N1 C21 C22 C23 0.7(6) . . . . ? C26 C21 C22 C23 179.7(4) . . . . ? C21 C22 C23 C24 1.0(7) . . . . ? C22 C23 C24 C25 -0.2(6) . . . . ? Fe1 O3 C25 N1 1.7(3) . . . . ? Fe1 O3 C25 C24 -179.2(4) . . . . ? C21 N1 C25 O3 -176.8(3) . . . . ? Fe1 N1 C25 O3 -1.8(3) . . . . ? C21 N1 C25 C24 4.1(6) . . . . ? Fe1 N1 C25 C24 179.1(3) . . . . ? C21 N1 C25 Fe1 -175.0(4) . . . . ? C23 C24 C25 O3 178.7(4) . . . . ? C23 C24 C25 N1 -2.3(6) . . . . ? C2 Fe1 C25 O3 177.6(2) . . . . ? C1 Fe1 C25 O3 -12.0(3) . . . . ? N1 Fe1 C25 O3 178.0(3) . . . . ? P1 Fe1 C25 O3 78.4(2) . . . . ? S1 Fe1 C25 O3 -98.4(2) . . . . ? C2 Fe1 C25 N1 -0.4(3) . . . . ? C1 Fe1 C25 N1 170.0(2) . . . . ? O3 Fe1 C25 N1 -178.0(3) . . . . ? P1 Fe1 C25 N1 -99.6(2) . . . . ? S1 Fe1 C25 N1 83.6(2) . . . . ? Fe1 S1 C27 C32 110.9(3) . . . . ? Fe1 S1 C27 C28 -72.7(3) . . . . ? C32 C27 C28 C29 0.6(6) . . . . ? S1 C27 C28 C29 -175.8(3) . . . . ? C32 C27 C28 C33 178.1(4) . . . . ? S1 C27 C28 C33 1.6(5) . . . . ? C27 C28 C29 C30 2.4(6) . . . . ? C33 C28 C29 C30 -175.2(4) . . . . ? C28 C29 C30 C31 -3.4(6) . . . . ? C28 C29 C30 C34 174.6(4) . . . . ? C29 C30 C31 C32 1.5(7) . . . . ? C34 C30 C31 C32 -176.4(4) . . . . ? C30 C31 C32 C27 1.3(7) . . . . ? C30 C31 C32 C35 -179.4(4) . . . . ? C28 C27 C32 C31 -2.4(6) . . . . ? S1 C27 C32 C31 174.1(3) . . . . ? C28 C27 C32 C35 178.4(4) . . . . ? S1 C27 C32 C35 -5.1(6) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.54 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.150 _refine_diff_density_min -0.464 _refine_diff_density_rms 0.109 #===END data_cdf597 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H21 Fe I N O3 P S, C H2 Cl2' _chemical_formula_sum 'C27 H23 Cl2 Fe I N O3 P S' _chemical_formula_weight 726.14 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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' 'Cl' 'Cl' 0.1484 0.1585 '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' 'I' 'I' -0.4742 1.8119 '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)/c ' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.7884(8) _cell_length_b 19.780(2) _cell_length_c 17.558(3) _cell_angle_alpha 90.00 _cell_angle_beta 103.934(8) _cell_angle_gamma 90.00 _cell_volume 2962.3(7) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.628 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1440 _exptl_absorpt_coefficient_mu 1.885 _exptl_absorpt_correction_type 'none' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _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 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 43518 _diffrn_reflns_av_R_equivalents 0.0947 _diffrn_reflns_av_sigmaI/netI 0.0536 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.09 _diffrn_reflns_theta_max 27.50 _reflns_number_total 6737 _reflns_number_gt 5670 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0651P)^2^+10.3016P] 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 6737 _refine_ls_number_parameters 337 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0747 _refine_ls_R_factor_gt 0.0619 _refine_ls_wR_factor_ref 0.1668 _refine_ls_wR_factor_gt 0.1595 _refine_ls_goodness_of_fit_ref 1.302 _refine_ls_restrained_S_all 1.302 _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 I1 I 0.43632(4) 0.418353(18) 0.06010(2) 0.01826(13) Uani 1 1 d . . . Fe1 Fe 0.28308(9) 0.33238(4) 0.13234(5) 0.01640(19) Uani 1 1 d . . . P1 P 0.50461(16) 0.26854(7) 0.16699(8) 0.0155(3) Uani 1 1 d . . . S1 S 0.33053(19) 0.39482(9) 0.25221(10) 0.0291(4) Uani 1 1 d . . . O1 O 0.1784(5) 0.2769(2) -0.0207(3) 0.0326(11) Uani 1 1 d . . . O2 O 0.0884(5) 0.2308(3) 0.1837(3) 0.0380(12) Uani 1 1 d . . . C19 C -0.0116(7) 0.4243(3) 0.0754(4) 0.0260(13) Uani 1 1 d . . . O3 O -0.0471(5) 0.3846(3) 0.0097(3) 0.0352(11) Uani 1 1 d . . . C13 C 0.5704(7) 0.2345(3) 0.0838(3) 0.0192(11) Uani 1 1 d . . . N1 N 0.1168(6) 0.4027(3) 0.1263(3) 0.0297(12) Uani 1 1 d . . . C4 C 0.4424(7) 0.0898(3) 0.3264(4) 0.0296(14) Uani 1 1 d . . . H4A H 0.4281 0.0537 0.3597 0.036 Uiso 1 1 calc R . . C6 C 0.4264(7) 0.2076(3) 0.2943(3) 0.0227(12) Uani 1 1 d . . . H6A H 0.4020 0.2526 0.3063 0.027 Uiso 1 1 calc R . . C1 C 0.4792(6) 0.1949(3) 0.2261(3) 0.0188(11) Uani 1 1 d . . . C14 C 0.4763(7) 0.1887(3) 0.0333(4) 0.0249(12) Uani 1 1 d . . . H14A H 0.3812 0.1734 0.0442 0.030 Uiso 1 1 calc R . . C12 C 0.7025(7) 0.3747(3) 0.2455(4) 0.0265(13) Uani 1 1 d . . . H12A H 0.6231 0.4055 0.2207 0.032 Uiso 1 1 calc R . . C21 C -0.0458(8) 0.5141(4) 0.1606(5) 0.0362(16) Uani 1 1 d . . . H21A H -0.1024 0.5521 0.1721 0.043 Uiso 1 1 calc R . . C3 C 0.4958(8) 0.0764(3) 0.2602(4) 0.0324(15) Uani 1 1 d . . . H3A H 0.5190 0.0312 0.2486 0.039 Uiso 1 1 calc R . . C2 C 0.5161(7) 0.1283(3) 0.2101(4) 0.0298(14) Uani 1 1 d . . . H2A H 0.5549 0.1186 0.1653 0.036 Uiso 1 1 calc R . . C15 C 0.5203(8) 0.1648(3) -0.0334(4) 0.0316(15) Uani 1 1 d . . . H15A H 0.4558 0.1332 -0.0672 0.038 Uiso 1 1 calc R . . C26 C 0.1683(7) 0.2704(3) 0.1673(4) 0.0251(13) Uani 1 1 d . . . C7 C 0.6822(6) 0.3052(3) 0.2316(3) 0.0223(12) Uani 1 1 d . . . C11 C 0.8392(9) 0.3986(4) 0.2959(4) 0.0390(18) Uani 1 1 d . . . H11A H 0.8514 0.4457 0.3059 0.047 Uiso 1 1 calc R . . C23 C 0.1653(8) 0.4353(4) 0.1968(4) 0.0299(14) Uani 1 1 d . . . C8 C 0.8014(7) 0.2614(4) 0.2680(4) 0.0340(16) Uani 1 1 d . . . H8A H 0.7895 0.2141 0.2590 0.041 Uiso 1 1 calc R . . C5 C 0.4098(7) 0.1552(3) 0.3444(4) 0.0284(14) Uani 1 1 d . . . H5A H 0.3760 0.1644 0.3908 0.034 Uiso 1 1 calc R . . C18 C 0.7113(7) 0.2569(3) 0.0664(4) 0.0252(13) Uani 1 1 d . . . H18A H 0.7768 0.2882 0.1003 0.030 Uiso 1 1 calc R . . C25 C 0.2191(8) 0.2976(4) 0.0337(5) 0.0349(16) Uani 1 1 d . . . C17 C 0.7540(9) 0.2332(4) 0.0003(4) 0.0359(16) Uani 1 1 d . . . H17A H 0.8488 0.2481 -0.0112 0.043 Uiso 1 1 calc R . . C24 C -0.1887(8) 0.4014(4) -0.0484(4) 0.0378(17) Uani 1 1 d . . . H24A H -0.2046 0.3688 -0.0917 0.057 Uiso 1 1 calc R . . H24B H -0.1792 0.4470 -0.0686 0.057 Uiso 1 1 calc R . . H24C H -0.2783 0.3998 -0.0244 0.057 Uiso 1 1 calc R . . C20 C -0.0982(8) 0.4791(4) 0.0881(5) 0.0398(18) Uani 1 1 d . . . H20A H -0.1892 0.4931 0.0502 0.048 Uiso 1 1 calc R . . C9 C 0.9378(8) 0.2864(5) 0.3176(4) 0.042(2) Uani 1 1 d . . . H9A H 1.0182 0.2558 0.3420 0.050 Uiso 1 1 calc R . . C22 C 0.0878(8) 0.4926(4) 0.2142(5) 0.0357(16) Uani 1 1 d . . . H22A H 0.1259 0.5164 0.2620 0.043 Uiso 1 1 calc R . . C16 C 0.6572(8) 0.1872(4) -0.0497(4) 0.0345(16) Uani 1 1 d . . . H16A H 0.6863 0.1712 -0.0952 0.041 Uiso 1 1 calc R . . C10 C 0.9583(8) 0.3544(5) 0.3320(4) 0.046(2) Uani 1 1 d . . . H10A H 1.0519 0.3710 0.3658 0.056 Uiso 1 1 calc R . . C27 C 0.265(3) -0.0042(10) 0.0356(12) 0.170(10) Uani 1 1 d . . . H27A H 0.3730 -0.0022 0.0695 0.203 Uiso 1 1 calc R . . H27B H 0.2197 -0.0485 0.0443 0.203 Uiso 1 1 calc R . . Cl1 Cl 0.2742(5) 0.0018(2) -0.0628(2) 0.1072(12) Uani 1 1 d . . . Cl2 Cl 0.1422(6) 0.0667(3) 0.0646(4) 0.159(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 I1 0.0199(2) 0.0191(2) 0.0155(2) 0.00221(13) 0.00366(13) -0.00055(13) Fe1 0.0132(4) 0.0205(4) 0.0139(4) 0.0032(3) 0.0001(3) 0.0007(3) P1 0.0130(6) 0.0206(7) 0.0111(6) 0.0019(5) -0.0005(5) 0.0011(5) S1 0.0269(8) 0.0317(8) 0.0274(8) 0.0052(7) 0.0040(6) 0.0036(6) O1 0.017(2) 0.028(2) 0.043(3) 0.004(2) -0.011(2) -0.0043(18) O2 0.022(2) 0.042(3) 0.048(3) 0.019(2) 0.005(2) -0.006(2) C19 0.018(3) 0.031(3) 0.029(3) 0.013(3) 0.006(2) 0.003(2) O3 0.024(2) 0.044(3) 0.034(3) 0.008(2) 0.000(2) 0.003(2) C13 0.021(3) 0.025(3) 0.012(3) 0.003(2) 0.003(2) 0.005(2) N1 0.022(3) 0.033(3) 0.034(3) 0.011(2) 0.007(2) 0.000(2) C4 0.025(3) 0.032(3) 0.030(3) 0.015(3) 0.002(3) 0.003(3) C6 0.024(3) 0.025(3) 0.017(3) 0.004(2) 0.002(2) 0.002(2) C1 0.020(3) 0.019(3) 0.016(3) 0.005(2) 0.002(2) 0.001(2) C14 0.026(3) 0.026(3) 0.021(3) 0.002(2) 0.003(2) 0.005(2) C12 0.024(3) 0.037(3) 0.019(3) 0.000(3) 0.004(2) -0.011(3) C21 0.030(3) 0.034(4) 0.047(4) 0.008(3) 0.014(3) 0.007(3) C3 0.035(4) 0.024(3) 0.036(4) 0.009(3) 0.005(3) 0.011(3) C2 0.027(3) 0.030(3) 0.032(3) 0.003(3) 0.006(3) 0.009(3) C15 0.043(4) 0.031(3) 0.017(3) -0.003(3) 0.000(3) 0.005(3) C26 0.016(3) 0.032(3) 0.024(3) 0.008(3) -0.002(2) 0.002(2) C7 0.015(3) 0.036(3) 0.015(3) 0.001(2) 0.000(2) -0.002(2) C11 0.040(4) 0.059(5) 0.017(3) -0.005(3) 0.005(3) -0.024(4) C23 0.028(3) 0.035(4) 0.028(3) 0.007(3) 0.008(3) 0.002(3) C8 0.019(3) 0.055(4) 0.024(3) 0.011(3) -0.003(3) 0.002(3) C5 0.024(3) 0.040(4) 0.023(3) 0.013(3) 0.007(2) 0.004(3) C18 0.022(3) 0.035(3) 0.018(3) 0.003(2) 0.003(2) 0.002(2) C25 0.026(3) 0.035(4) 0.046(5) 0.021(4) 0.013(3) 0.010(3) C17 0.039(4) 0.048(4) 0.024(3) 0.003(3) 0.014(3) 0.001(3) C24 0.019(3) 0.056(5) 0.032(4) 0.017(3) -0.004(3) 0.003(3) C20 0.021(3) 0.042(4) 0.054(5) 0.020(4) 0.005(3) 0.008(3) C9 0.020(3) 0.084(6) 0.016(3) 0.011(3) -0.005(3) 0.002(3) C22 0.037(4) 0.035(4) 0.038(4) 0.009(3) 0.013(3) 0.003(3) C16 0.041(4) 0.045(4) 0.020(3) 0.006(3) 0.012(3) 0.019(3) C10 0.021(3) 0.098(7) 0.017(3) -0.003(4) -0.002(3) -0.020(4) C27 0.22(2) 0.138(16) 0.19(2) 0.090(15) 0.129(18) 0.105(16) Cl1 0.105(3) 0.120(3) 0.093(3) 0.022(2) 0.016(2) 0.009(2) Cl2 0.101(3) 0.115(3) 0.233(7) 0.033(4) -0.015(4) -0.035(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 I1 Fe1 2.6716(9) . ? Fe1 C26 1.788(6) . ? Fe1 C25 1.823(9) . ? Fe1 N1 2.002(6) . ? Fe1 P1 2.2769(16) . ? Fe1 S1 2.3888(19) . ? P1 C13 1.824(6) . ? P1 C1 1.834(6) . ? P1 C7 1.843(6) . ? S1 C23 1.737(7) . ? O1 C25 1.021(9) . ? O2 C26 1.135(8) . ? C19 N1 1.329(8) . ? C19 C20 1.374(10) . ? C19 O3 1.369(8) . ? O3 C24 1.445(7) . ? C13 C14 1.393(8) . ? C13 C18 1.416(8) . ? N1 C23 1.369(9) . ? C4 C3 1.380(10) . ? C4 C5 1.378(10) . ? C6 C5 1.391(8) . ? C6 C1 1.408(8) . ? C1 C2 1.401(9) . ? C14 C15 1.400(9) . ? C12 C7 1.399(9) . ? C12 C11 1.392(9) . ? C21 C22 1.383(10) . ? C21 C20 1.424(11) . ? C3 C2 1.390(9) . ? C15 C16 1.375(10) . ? C7 C8 1.392(9) . ? C11 C10 1.393(12) . ? C23 C22 1.393(10) . ? C8 C9 1.392(9) . ? C18 C17 1.386(9) . ? C17 C16 1.401(11) . ? C9 C10 1.373(13) . ? C27 Cl1 1.751(19) . ? C27 Cl2 1.915(17) . ? 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 C26 Fe1 C25 89.8(3) . . ? C26 Fe1 N1 91.7(2) . . ? C25 Fe1 N1 99.1(3) . . ? C26 Fe1 P1 92.57(19) . . ? C25 Fe1 P1 95.3(2) . . ? N1 Fe1 P1 164.97(18) . . ? C26 Fe1 S1 92.6(2) . . ? C25 Fe1 S1 168.9(2) . . ? N1 Fe1 S1 69.97(18) . . ? P1 Fe1 S1 95.43(6) . . ? C26 Fe1 I1 172.0(2) . . ? C25 Fe1 I1 82.2(2) . . ? N1 Fe1 I1 88.73(16) . . ? P1 Fe1 I1 89.05(4) . . ? S1 Fe1 I1 95.06(5) . . ? C13 P1 C1 105.4(3) . . ? C13 P1 C7 104.7(3) . . ? C1 P1 C7 99.5(3) . . ? C13 P1 Fe1 113.95(18) . . ? C1 P1 Fe1 112.29(19) . . ? C7 P1 Fe1 119.3(2) . . ? C23 S1 Fe1 78.5(2) . . ? N1 C19 C20 123.9(7) . . ? N1 C19 O3 111.6(6) . . ? C20 C19 O3 124.5(6) . . ? C19 O3 C24 116.5(6) . . ? C14 C13 C18 118.8(5) . . ? C14 C13 P1 119.7(5) . . ? C18 C13 P1 121.3(5) . . ? C19 N1 C23 119.1(6) . . ? C19 N1 Fe1 138.5(5) . . ? C23 N1 Fe1 102.4(4) . . ? C3 C4 C5 120.3(6) . . ? C5 C6 C1 120.7(6) . . ? C2 C1 C6 118.6(5) . . ? C2 C1 P1 124.7(5) . . ? C6 C1 P1 116.6(4) . . ? C13 C14 C15 120.7(6) . . ? C7 C12 C11 119.9(7) . . ? C22 C21 C20 119.9(7) . . ? C4 C3 C2 120.8(6) . . ? C3 C2 C1 119.8(6) . . ? C16 C15 C14 119.8(6) . . ? O2 C26 Fe1 174.6(6) . . ? C8 C7 C12 118.8(6) . . ? C8 C7 P1 118.0(5) . . ? C12 C7 P1 123.2(5) . . ? C10 C11 C12 121.0(8) . . ? N1 C23 C22 121.3(6) . . ? N1 C23 S1 109.0(5) . . ? C22 C23 S1 129.7(6) . . ? C9 C8 C7 120.4(7) . . ? C6 C5 C4 119.8(6) . . ? C17 C18 C13 120.2(6) . . ? O1 C25 Fe1 177.0(7) . . ? C18 C17 C16 119.9(7) . . ? C19 C20 C21 117.1(6) . . ? C10 C9 C8 121.2(7) . . ? C21 C22 C23 118.7(7) . . ? C15 C16 C17 120.6(6) . . ? C9 C10 C11 118.7(6) . . ? Cl1 C27 Cl2 112.0(9) . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 2.401 _refine_diff_density_min -2.651 _refine_diff_density_rms 0.186 #===END data_cdf597b _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H21 Fe I N O3 P S, 0.5(C H2 Cl2), 0.5(C H2 Cl2) ' _chemical_formula_sum 'C27 H23 Cl2 Fe I N O3 P S' _chemical_formula_weight 726.14 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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' 'Cl' 'Cl' 0.1484 0.1585 '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' 'I' 'I' -0.4742 1.8119 '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 ' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.7114(15) _cell_length_b 14.042(3) _cell_length_c 15.126(3) _cell_angle_alpha 109.470(17) _cell_angle_beta 92.157(15) _cell_angle_gamma 107.654(14) _cell_volume 1642.4(5) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.468 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 720 _exptl_absorpt_coefficient_mu 1.700 _exptl_absorpt_correction_type 'none' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _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 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23989 _diffrn_reflns_av_R_equivalents 0.0854 _diffrn_reflns_av_sigmaI/netI 0.0784 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5759 _reflns_number_gt 4259 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0489P)^2^+15.6181P] 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 5759 _refine_ls_number_parameters 364 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1148 _refine_ls_R_factor_gt 0.0807 _refine_ls_wR_factor_ref 0.2017 _refine_ls_wR_factor_gt 0.1879 _refine_ls_goodness_of_fit_ref 1.323 _refine_ls_restrained_S_all 1.323 _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 I1 I 0.94006(8) 0.11596(6) 0.93828(5) 0.0313(2) Uani 1 1 d . . . Fe1 Fe 0.77964(16) 0.19622(12) 0.84331(10) 0.0261(4) Uani 1 1 d . . . P1 P 0.6572(3) 0.2596(2) 0.75257(19) 0.0285(6) Uani 1 1 d . . . S1 S 0.7278(3) 0.0449(2) 0.70222(19) 0.0334(6) Uani 1 1 d . . . O3 O 0.4947(8) 0.1568(6) 0.9791(5) 0.0304(17) Uani 1 1 d . . . O1 O 0.7839(9) 0.3627(7) 1.0255(5) 0.0404(19) Uani 1 1 d . . . O2 O 1.1025(9) 0.3329(7) 0.8340(6) 0.043(2) Uani 1 1 d . . . N1 N 0.5737(9) 0.0817(7) 0.8412(6) 0.0271(19) Uani 1 1 d . . . C4 C 0.6487(18) 0.5976(11) 0.9312(10) 0.052(3) Uani 1 1 d . . . H4A H 0.6499 0.6669 0.9698 0.063 Uiso 1 1 calc R . . C8 C 0.3263(12) 0.1567(8) 0.7533(7) 0.027(2) Uani 1 1 d . . . H8A H 0.3503 0.1947 0.8199 0.032 Uiso 1 1 calc R . . C19 C 0.4615(12) 0.0688(8) 0.8989(7) 0.027(2) Uani 1 1 d . . . C24 C 0.3960(12) 0.1462(9) 1.0535(7) 0.031(2) Uani 1 1 d . . . H24A H 0.4352 0.2128 1.1091 0.047 Uiso 1 1 calc R . . H24B H 0.4047 0.0867 1.0711 0.047 Uiso 1 1 calc R . . H24C H 0.2818 0.1319 1.0300 0.047 Uiso 1 1 calc R . . C26 C 0.9766(13) 0.2788(9) 0.8353(7) 0.030(2) Uani 1 1 d . . . C7 C 0.4477(12) 0.1724(9) 0.6972(7) 0.030(2) Uani 1 1 d . . . C20 C 0.3313(13) -0.0256(9) 0.8748(8) 0.034(3) Uani 1 1 d . . . H20A H 0.2532 -0.0353 0.9160 0.040 Uiso 1 1 calc R . . C1 C 0.6451(12) 0.3934(9) 0.8197(7) 0.032(2) Uani 1 1 d . . . C10 C 0.1345(14) 0.0290(10) 0.6146(8) 0.042(3) Uani 1 1 d . . . H10A H 0.0276 -0.0191 0.5864 0.051 Uiso 1 1 calc R . . C23 C 0.5611(13) 0.0027(9) 0.7582(7) 0.032(2) Uani 1 1 d . . . C9 C 0.1716(12) 0.0864(9) 0.7126(8) 0.032(2) Uani 1 1 d . . . H9A H 0.0893 0.0768 0.7513 0.039 Uiso 1 1 calc R . . C22 C 0.4314(13) -0.0941(9) 0.7276(8) 0.039(3) Uani 1 1 d . . . H22A H 0.4217 -0.1489 0.6680 0.047 Uiso 1 1 calc R . . C13 C 0.7584(14) 0.2843(10) 0.6523(8) 0.041(3) Uani 1 1 d . . . C14 C 0.8820(16) 0.2448(11) 0.6198(9) 0.052(3) Uani 1 1 d . . . H14A H 0.9186 0.2045 0.6500 0.063 Uiso 1 1 calc R . . C18 C 0.7091(14) 0.3480(11) 0.6149(9) 0.047(3) Uani 1 1 d . . . H18A H 0.6315 0.3804 0.6406 0.056 Uiso 1 1 calc R . . C21 C 0.3188(13) -0.1065(10) 0.7872(9) 0.039(3) Uani 1 1 d . . . H21A H 0.2296 -0.1717 0.7688 0.047 Uiso 1 1 calc R . . C12 C 0.4116(14) 0.1156(11) 0.5981(8) 0.043(3) Uani 1 1 d . . . H12A H 0.4927 0.1268 0.5589 0.052 Uiso 1 1 calc R . . C25 C 0.7786(12) 0.2956(10) 0.9534(9) 0.033(3) Uani 1 1 d . . . C3 C 0.7923(16) 0.5779(11) 0.9152(9) 0.052(3) Uani 1 1 d . . . H3A H 0.8936 0.6340 0.9422 0.063 Uiso 1 1 calc R . . C2 C 0.7896(15) 0.4758(10) 0.8595(9) 0.047(3) Uani 1 1 d . . . H2A H 0.8895 0.4630 0.8489 0.057 Uiso 1 1 calc R . . C15 C 0.9523(19) 0.2634(13) 0.5442(10) 0.065(4) Uani 1 1 d . . . H15A H 1.0334 0.2332 0.5211 0.078 Uiso 1 1 calc R . . C11 C 0.2570(14) 0.0437(12) 0.5594(8) 0.052(4) Uani 1 1 d . . . H11A H 0.2336 0.0032 0.4931 0.063 Uiso 1 1 calc R . . C6 C 0.5010(14) 0.4140(10) 0.8340(11) 0.050(3) Uani 1 1 d . . . H6A H 0.3998 0.3585 0.8050 0.060 Uiso 1 1 calc R . . C5 C 0.5033(19) 0.5157(12) 0.8907(12) 0.066(4) Uani 1 1 d . . . H5A H 0.4034 0.5286 0.9015 0.079 Uiso 1 1 calc R . . C16 C 0.907(2) 0.3238(15) 0.5033(10) 0.080(5) Uani 1 1 d . . . H16A H 0.9598 0.3394 0.4536 0.096 Uiso 1 1 calc R . . C17 C 0.7820(19) 0.3641(15) 0.5330(11) 0.075(5) Uani 1 1 d . . . H17A H 0.7444 0.4018 0.5002 0.091 Uiso 1 1 calc R . . Cl1 Cl -0.2988(6) 0.7564(4) 0.5951(3) 0.0292(11) Uani 0.50 1 d P . . Cl2 Cl -0.1524(6) 0.7298(5) 0.7607(4) 0.0368(13) Uani 0.50 1 d P . . C27 C -0.162(2) 0.8129(16) 0.7045(13) 0.022(4) Uani 0.50 1 d P . . H27A H -0.0513 0.8453 0.6920 0.027 Uiso 0.50 1 calc PR . . H27B H -0.1934 0.8717 0.7482 0.027 Uiso 0.50 1 calc PR . . Cl3 Cl 0.1615(11) 0.5803(6) 0.7209(5) 0.064(2) Uani 0.50 1 d P . . Cl4 Cl 0.3799(10) 0.4795(8) 0.6061(7) 0.080(3) Uani 0.50 1 d P . . C28 C 0.408(3) 0.5781(19) 0.6819(18) 0.064(10) Uani 0.50 1 d P . . H28A H 0.4600 0.6391 0.6619 0.077 Uiso 0.50 1 calc PR . . H28B H 0.4794 0.5832 0.7368 0.077 Uiso 0.50 1 calc PR . . 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 I1 0.0244(4) 0.0389(5) 0.0318(4) 0.0141(3) 0.0047(3) 0.0111(3) Fe1 0.0189(7) 0.0334(9) 0.0234(8) 0.0075(7) 0.0049(6) 0.0080(7) P1 0.0216(13) 0.0380(17) 0.0234(14) 0.0103(13) 0.0041(11) 0.0075(12) S1 0.0276(14) 0.0400(17) 0.0272(14) 0.0060(13) 0.0064(11) 0.0103(13) O3 0.026(4) 0.038(5) 0.028(4) 0.012(4) 0.008(3) 0.011(3) O1 0.036(4) 0.048(5) 0.029(4) 0.002(4) 0.004(3) 0.016(4) O2 0.022(4) 0.049(5) 0.054(5) 0.017(4) 0.009(4) 0.008(4) N1 0.020(4) 0.031(5) 0.026(5) 0.009(4) 0.004(4) 0.005(4) C4 0.069(10) 0.041(8) 0.060(9) 0.027(7) 0.012(7) 0.026(7) C8 0.027(5) 0.030(6) 0.026(5) 0.009(5) 0.003(4) 0.013(5) C19 0.022(5) 0.029(6) 0.028(6) 0.013(5) 0.001(4) 0.004(5) C24 0.024(5) 0.042(7) 0.034(6) 0.017(5) 0.011(5) 0.016(5) C26 0.025(6) 0.035(7) 0.030(6) 0.006(5) 0.004(4) 0.015(5) C7 0.023(5) 0.036(7) 0.027(6) 0.013(5) -0.005(4) 0.006(5) C20 0.027(6) 0.036(7) 0.042(7) 0.019(6) 0.009(5) 0.011(5) C1 0.028(6) 0.041(7) 0.029(6) 0.015(5) 0.000(5) 0.012(5) C10 0.033(6) 0.051(8) 0.031(6) 0.004(6) -0.007(5) 0.011(6) C23 0.036(6) 0.040(7) 0.029(6) 0.016(5) 0.007(5) 0.021(5) C9 0.020(5) 0.037(7) 0.036(6) 0.013(5) 0.004(5) 0.006(5) C22 0.028(6) 0.034(7) 0.040(7) 0.004(5) 0.002(5) 0.001(5) C13 0.036(6) 0.050(8) 0.029(6) 0.014(6) 0.011(5) 0.005(6) C14 0.054(8) 0.054(9) 0.035(7) 0.007(6) 0.017(6) 0.008(7) C18 0.035(6) 0.075(10) 0.038(7) 0.033(7) 0.000(5) 0.016(6) C21 0.024(6) 0.039(7) 0.049(7) 0.015(6) -0.001(5) 0.004(5) C12 0.031(6) 0.066(9) 0.028(6) 0.015(6) 0.009(5) 0.012(6) C25 0.019(5) 0.038(7) 0.047(7) 0.020(6) 0.004(5) 0.010(5) C3 0.047(8) 0.042(8) 0.052(8) 0.001(6) -0.022(6) 0.014(6) C2 0.033(7) 0.046(8) 0.052(8) 0.003(6) -0.005(6) 0.014(6) C15 0.072(10) 0.075(11) 0.044(8) 0.019(8) 0.029(8) 0.018(9) C11 0.035(7) 0.078(10) 0.023(6) 0.005(6) -0.002(5) 0.005(7) C6 0.026(6) 0.039(8) 0.090(11) 0.030(8) 0.009(6) 0.010(6) C5 0.059(9) 0.048(9) 0.111(13) 0.036(9) 0.035(9) 0.034(8) C16 0.089(13) 0.104(15) 0.036(8) 0.021(9) 0.035(8) 0.017(11) C17 0.066(10) 0.099(14) 0.053(10) 0.042(10) -0.006(8) 0.003(10) Cl1 0.029(3) 0.036(3) 0.022(2) 0.006(2) 0.011(2) 0.013(2) Cl2 0.036(3) 0.044(3) 0.047(3) 0.033(3) 0.010(3) 0.018(3) C27 0.020(9) 0.029(12) 0.026(11) 0.011(9) 0.003(8) 0.017(9) Cl3 0.111(6) 0.046(4) 0.039(4) 0.019(3) 0.025(4) 0.026(4) Cl4 0.068(5) 0.100(7) 0.090(6) 0.044(6) 0.005(5) 0.044(5) C28 0.078(18) 0.033(14) 0.051(16) 0.039(13) -0.067(14) -0.041(13) _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 I1 Fe1 2.6777(16) . ? Fe1 C25 1.784(13) . ? Fe1 C26 1.790(11) . ? Fe1 N1 2.005(8) . ? Fe1 P1 2.257(3) . ? Fe1 S1 2.365(3) . ? P1 C7 1.838(10) . ? P1 C1 1.851(12) . ? P1 C13 1.861(11) . ? S1 C23 1.756(11) . ? O3 C19 1.356(12) . ? O3 C24 1.461(11) . ? O1 C25 1.167(13) . ? O2 C26 1.134(12) . ? N1 C23 1.344(14) . ? N1 C19 1.346(12) . ? C4 C5 1.37(2) . ? C4 C3 1.375(18) . ? C8 C9 1.376(14) . ? C8 C7 1.392(14) . ? C19 C20 1.383(15) . ? C7 C12 1.413(15) . ? C20 C21 1.403(16) . ? C1 C2 1.371(16) . ? C1 C6 1.380(15) . ? C10 C11 1.388(16) . ? C10 C9 1.400(15) . ? C23 C22 1.396(15) . ? C22 C21 1.369(16) . ? C13 C18 1.363(17) . ? C13 C14 1.388(17) . ? C14 C15 1.381(18) . ? C18 C17 1.465(19) . ? C12 C11 1.378(16) . ? C3 C2 1.392(17) . ? C15 C16 1.34(2) . ? C6 C5 1.393(19) . ? C16 C17 1.39(2) . ? Cl1 C27 1.786(19) . ? Cl2 C27 1.674(18) . ? Cl3 C28 2.25(3) . ? Cl4 C28 1.42(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C25 Fe1 C26 90.3(5) . . ? C25 Fe1 N1 98.1(4) . . ? C26 Fe1 N1 169.6(4) . . ? C25 Fe1 P1 95.3(3) . . ? C26 Fe1 P1 91.0(3) . . ? N1 Fe1 P1 94.2(3) . . ? C25 Fe1 S1 168.2(3) . . ? C26 Fe1 S1 101.5(4) . . ? N1 Fe1 S1 70.2(3) . . ? P1 Fe1 S1 84.56(11) . . ? C25 Fe1 I1 89.0(3) . . ? C26 Fe1 I1 86.1(3) . . ? N1 Fe1 I1 88.0(2) . . ? P1 Fe1 I1 174.86(9) . . ? S1 Fe1 I1 91.84(9) . . ? C7 P1 C1 106.3(5) . . ? C7 P1 C13 104.3(5) . . ? C1 P1 C13 101.4(5) . . ? C7 P1 Fe1 113.6(3) . . ? C1 P1 Fe1 112.8(3) . . ? C13 P1 Fe1 117.1(4) . . ? C23 S1 Fe1 78.4(4) . . ? C19 O3 C24 116.7(8) . . ? C23 N1 C19 120.6(9) . . ? C23 N1 Fe1 102.7(7) . . ? C19 N1 Fe1 136.7(7) . . ? C5 C4 C3 119.1(13) . . ? C9 C8 C7 120.3(10) . . ? N1 C19 O3 112.0(8) . . ? N1 C19 C20 121.1(10) . . ? O3 C19 C20 126.9(9) . . ? O2 C26 Fe1 177.3(10) . . ? C8 C7 C12 119.7(10) . . ? C8 C7 P1 120.1(8) . . ? C12 C7 P1 120.1(8) . . ? C19 C20 C21 117.5(10) . . ? C2 C1 C6 118.7(11) . . ? C2 C1 P1 117.2(8) . . ? C6 C1 P1 124.2(9) . . ? C11 C10 C9 118.7(11) . . ? N1 C23 C22 121.9(10) . . ? N1 C23 S1 108.7(8) . . ? C22 C23 S1 129.4(9) . . ? C8 C9 C10 120.6(10) . . ? C21 C22 C23 116.9(11) . . ? C18 C13 C14 121.5(11) . . ? C18 C13 P1 115.9(9) . . ? C14 C13 P1 122.6(10) . . ? C15 C14 C13 120.9(14) . . ? C13 C18 C17 116.5(13) . . ? C22 C21 C20 121.9(11) . . ? C11 C12 C7 119.0(10) . . ? O1 C25 Fe1 177.5(10) . . ? C4 C3 C2 120.1(13) . . ? C1 C2 C3 121.2(11) . . ? C16 C15 C14 120.3(15) . . ? C12 C11 C10 121.7(11) . . ? C1 C6 C5 120.3(12) . . ? C4 C5 C6 120.6(13) . . ? C15 C16 C17 120.7(14) . . ? C16 C17 C18 119.8(14) . . ? Cl2 C27 Cl1 117.0(12) . . ? Cl4 C28 Cl3 106.4(12) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.395 _refine_diff_density_min -0.632 _refine_diff_density_rms 0.187 #===END data_cdf261c _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C44 H36 Fe N O2 P2 S, F6 P, 3(C2 H3 N)' _chemical_formula_sum 'C50 H45 F6 Fe N4 O2 P3 S' _chemical_formula_weight 1028.72 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0171 0.0103 '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' 'Fe' 'Fe' 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.6427(3) _cell_length_b 14.8175(5) _cell_length_c 14.9136(5) _cell_angle_alpha 76.110(3) _cell_angle_beta 76.397(3) _cell_angle_gamma 81.470(3) _cell_volume 2416.00(14) _cell_formula_units_Z 2 _cell_measurement_temperature 140(2) _cell_measurement_reflns_used 10439 _cell_measurement_theta_min 2.8379 _cell_measurement_theta_max 27.4676 _exptl_crystal_description prismatic _exptl_crystal_colour orange _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.414 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1060 _exptl_absorpt_coefficient_mu 0.522 _exptl_absorpt_correction_T_min 0.90748 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 140(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 'Oxford Diffraction, KM4/Sapphire CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.2812 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21507 _diffrn_reflns_av_R_equivalents 0.0305 _diffrn_reflns_av_sigmaI/netI 0.0526 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.85 _diffrn_reflns_theta_max 26.02 _reflns_number_total 9450 _reflns_number_gt 6857 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) ; _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^)+(0.0438P)^2^+1.6408P] 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 9450 _refine_ls_number_parameters 660 _refine_ls_number_restraints 51 _refine_ls_R_factor_all 0.0697 _refine_ls_R_factor_gt 0.0441 _refine_ls_wR_factor_ref 0.1044 _refine_ls_wR_factor_gt 0.0983 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.039 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.48244(3) 0.20895(3) 0.12196(3) 0.01651(10) Uani 1 1 d . . . S1 S 0.53454(6) 0.35894(5) 0.04744(5) 0.02017(15) Uani 1 1 d . . . P1 P 0.28961(6) 0.26548(5) 0.10838(5) 0.01764(16) Uani 1 1 d . . . P2 P 0.67996(6) 0.16852(5) 0.12745(5) 0.01688(15) Uani 1 1 d . . . O1 O 0.41464(18) 0.02855(14) 0.24132(15) 0.0353(5) Uani 1 1 d . . . O2 O 0.51328(18) 0.12159(14) -0.03930(14) 0.0297(5) Uani 1 1 d . . . N1 N 0.46834(19) 0.28317(15) 0.22017(15) 0.0186(5) Uani 1 1 d . . . C1 C 0.5005(2) 0.36674(19) 0.16537(19) 0.0212(6) Uani 1 1 d . . . C2 C 0.5036(3) 0.4425(2) 0.2033(2) 0.0287(7) Uani 1 1 d . . . H2 H 0.5249 0.5008 0.1639 0.034 Uiso 1 1 calc R . . C3 C 0.4746(3) 0.4307(2) 0.3002(2) 0.0339(7) Uani 1 1 d . . . H3 H 0.4766 0.4810 0.3288 0.041 Uiso 1 1 calc R . . C4 C 0.4426(3) 0.3455(2) 0.3557(2) 0.0304(7) Uani 1 1 d . . . H4 H 0.4228 0.3377 0.4224 0.037 Uiso 1 1 calc R . . C5 C 0.4389(2) 0.2718(2) 0.31516(19) 0.0243(6) Uani 1 1 d . . . C6 C 0.4023(3) 0.1795(2) 0.3736(2) 0.0313(7) Uani 1 1 d . . . H6A H 0.3324 0.1650 0.3557 0.047 Uiso 1 1 calc R . . H6B H 0.3828 0.1822 0.4406 0.047 Uiso 1 1 calc R . . H6C H 0.4675 0.1307 0.3629 0.047 Uiso 1 1 calc R . . C7 C 0.2312(2) 0.36671(18) 0.16019(19) 0.0198(6) Uani 1 1 d . . . C8 C 0.2326(2) 0.45537(18) 0.1024(2) 0.0223(6) Uani 1 1 d . . . H8 H 0.2590 0.4622 0.0360 0.027 Uiso 1 1 calc R . . C9 C 0.1959(3) 0.5338(2) 0.1404(2) 0.0293(7) Uani 1 1 d . . . H9 H 0.1991 0.5942 0.1003 0.035 Uiso 1 1 calc R . . C10 C 0.1544(3) 0.5249(2) 0.2366(2) 0.0319(7) Uani 1 1 d . . . H10 H 0.1275 0.5788 0.2624 0.038 Uiso 1 1 calc R . . C11 C 0.1524(3) 0.4370(2) 0.2949(2) 0.0296(7) Uani 1 1 d . . . H11 H 0.1238 0.4305 0.3610 0.036 Uiso 1 1 calc R . . C12 C 0.1920(2) 0.35825(19) 0.25741(19) 0.0238(6) Uani 1 1 d . . . H12 H 0.1924 0.2982 0.2982 0.029 Uiso 1 1 calc R . . C13 C 0.1867(2) 0.17531(18) 0.15990(19) 0.0211(6) Uani 1 1 d . . . C14 C 0.0866(3) 0.1805(2) 0.2297(2) 0.0269(6) Uani 1 1 d . . . H14 H 0.0645 0.2353 0.2548 0.032 Uiso 1 1 calc R . . C15 C 0.0175(3) 0.1055(2) 0.2637(2) 0.0312(7) Uani 1 1 d . . . H15 H -0.0511 0.1091 0.3124 0.037 Uiso 1 1 calc R . . C16 C 0.0478(3) 0.0263(2) 0.2272(2) 0.0321(7) Uani 1 1 d . . . H16 H 0.0010 -0.0250 0.2515 0.039 Uiso 1 1 calc R . . C17 C 0.1459(3) 0.0214(2) 0.1554(2) 0.0326(7) Uani 1 1 d . . . H17 H 0.1659 -0.0326 0.1290 0.039 Uiso 1 1 calc R . . C18 C 0.2149(3) 0.0949(2) 0.1221(2) 0.0283(7) Uani 1 1 d . . . H18 H 0.2828 0.0911 0.0728 0.034 Uiso 1 1 calc R . . C19 C 0.2578(2) 0.30475(18) -0.01030(19) 0.0201(6) Uani 1 1 d . . . C20 C 0.1394(3) 0.3148(2) -0.0182(2) 0.0274(7) Uani 1 1 d . . . H20 H 0.0795 0.2973 0.0365 0.033 Uiso 1 1 calc R . . C21 C 0.1083(3) 0.3499(2) -0.1049(2) 0.0333(7) Uani 1 1 d . . . H21 H 0.0273 0.3578 -0.1094 0.040 Uiso 1 1 calc R . . C22 C 0.1947(3) 0.3734(2) -0.1843(2) 0.0310(7) Uani 1 1 d . . . H22 H 0.1732 0.3967 -0.2438 0.037 Uiso 1 1 calc R . . C23 C 0.3124(3) 0.36353(19) -0.1783(2) 0.0266(6) Uani 1 1 d . . . H23 H 0.3718 0.3800 -0.2336 0.032 Uiso 1 1 calc R . . C24 C 0.3440(3) 0.32938(18) -0.09113(19) 0.0225(6) Uani 1 1 d . . . H24 H 0.4251 0.3229 -0.0870 0.027 Uiso 1 1 calc R . . C25 C 0.4394(2) 0.09940(19) 0.19810(19) 0.0214(6) Uani 1 1 d . . . C26 C 0.5021(2) 0.15832(18) 0.02195(19) 0.0204(6) Uani 1 1 d . . . C27 C 0.7029(2) 0.04555(18) 0.18617(19) 0.0197(6) Uani 1 1 d . . . C28 C 0.7233(3) 0.0130(2) 0.2769(2) 0.0274(7) Uani 1 1 d . . . H28 H 0.7337 0.0559 0.3118 0.033 Uiso 1 1 calc R . . C29 C 0.7289(3) -0.0822(2) 0.3170(2) 0.0342(7) Uani 1 1 d . . . H29 H 0.7434 -0.1038 0.3791 0.041 Uiso 1 1 calc R . . C30 C 0.7135(3) -0.1454(2) 0.2677(2) 0.0313(7) Uani 1 1 d . . . H30 H 0.7163 -0.2102 0.2957 0.038 Uiso 1 1 calc R . . C31 C 0.6941(3) -0.1140(2) 0.1772(2) 0.0315(7) Uani 1 1 d . . . H31 H 0.6842 -0.1573 0.1426 0.038 Uiso 1 1 calc R . . C32 C 0.6888(3) -0.01940(19) 0.1365(2) 0.0268(7) Uani 1 1 d . . . H32 H 0.6755 0.0015 0.0741 0.032 Uiso 1 1 calc R . . C33 C 0.7875(2) 0.17092(18) 0.01586(19) 0.0192(6) Uani 1 1 d . . . C34 C 0.7650(2) 0.21737(18) -0.07177(19) 0.0215(6) Uani 1 1 d . . . H34 H 0.6881 0.2472 -0.0770 0.026 Uiso 1 1 calc R . . C35 C 0.8546(3) 0.22009(18) -0.1514(2) 0.0240(6) Uani 1 1 d . . . H35 H 0.8386 0.2512 -0.2114 0.029 Uiso 1 1 calc R . . C36 C 0.9672(3) 0.17808(19) -0.1449(2) 0.0263(7) Uani 1 1 d . . . H36 H 1.0286 0.1816 -0.2000 0.032 Uiso 1 1 calc R . . C37 C 0.9906(3) 0.1311(2) -0.0585(2) 0.0280(7) Uani 1 1 d . . . H37 H 1.0679 0.1017 -0.0541 0.034 Uiso 1 1 calc R . . C38 C 0.9019(2) 0.12662(19) 0.0218(2) 0.0248(6) Uani 1 1 d . . . H38 H 0.9180 0.0936 0.0812 0.030 Uiso 1 1 calc R . . C39 C 0.7425(2) 0.24124(18) 0.18327(19) 0.0195(6) Uani 1 1 d . . . C40 C 0.8137(2) 0.3099(2) 0.1258(2) 0.0260(6) Uani 1 1 d . . . H40 H 0.8315 0.3158 0.0593 0.031 Uiso 1 1 calc R . . C41 C 0.8585(3) 0.3696(2) 0.1650(2) 0.0353(8) Uani 1 1 d . . . H41 H 0.9048 0.4172 0.1252 0.042 Uiso 1 1 calc R . . C42 C 0.8360(3) 0.3597(2) 0.2619(2) 0.0384(8) Uani 1 1 d . . . H42 H 0.8690 0.3992 0.2888 0.046 Uiso 1 1 calc R . . C43 C 0.7655(3) 0.2927(2) 0.3192(2) 0.0348(8) Uani 1 1 d . . . H43 H 0.7502 0.2861 0.3858 0.042 Uiso 1 1 calc R . . C44 C 0.7166(3) 0.2348(2) 0.2807(2) 0.0261(6) Uani 1 1 d . . . H44 H 0.6653 0.1907 0.3208 0.031 Uiso 1 1 calc R . . P3 P 0.01080(10) 0.25482(9) 0.54463(8) 0.0660(4) Uani 1 1 d D . . F1A F -0.1168(5) 0.2704(9) 0.6065(5) 0.126(4) Uani 0.684(15) 1 d PD A 1 F2A F 0.0606(7) 0.2692(6) 0.6358(4) 0.101(2) Uani 0.684(15) 1 d PD A 1 F3A F 0.0246(12) 0.1511(6) 0.5859(9) 0.113(4) Uani 0.684(15) 1 d PD A 1 F4A F 0.1428(7) 0.2521(7) 0.4899(6) 0.093(3) Uani 0.684(15) 1 d PD A 1 F5A F -0.0302(7) 0.2529(11) 0.4608(4) 0.137(4) Uani 0.684(15) 1 d PD A 1 F6A F 0.0046(7) 0.3699(5) 0.5150(6) 0.113(3) Uani 0.684(15) 1 d PD A 1 F1B F -0.1262(14) 0.2204(14) 0.5684(19) 0.148(8) Uani 0.316(15) 1 d PD A 2 F2B F -0.014(3) 0.2979(17) 0.6160(14) 0.165(11) Uani 0.316(15) 1 d PD A 2 F3B F 0.038(2) 0.1537(19) 0.6033(17) 0.152(13) Uani 0.316(15) 1 d PD A 2 F4B F 0.1388(17) 0.2677(16) 0.5060(18) 0.112(8) Uani 0.316(15) 1 d PD A 2 F5B F 0.013(2) 0.1899(13) 0.4567(12) 0.160(9) Uani 0.316(15) 1 d PD A 2 F6B F -0.0287(12) 0.3343(15) 0.4642(16) 0.116(9) Uani 0.316(15) 1 d PD A 2 C45 C 0.6055(5) 0.2254(4) -0.3518(5) 0.112(2) Uani 1 1 d . . . H45A H 0.5262 0.2346 -0.3664 0.169 Uiso 1 1 calc R . . H45B H 0.6231 0.1597 -0.3224 0.169 Uiso 1 1 calc R . . H45C H 0.6646 0.2426 -0.4101 0.169 Uiso 1 1 calc R . . C46 C 0.6090(3) 0.2835(3) -0.2874(3) 0.0560(11) Uani 1 1 d . . . N2 N 0.6096(3) 0.3268(3) -0.2365(2) 0.0585(9) Uani 1 1 d . . . C47 C 0.8272(4) 0.0088(4) 0.5584(4) 0.0820(15) Uani 1 1 d . . . H47A H 0.8050 -0.0091 0.6274 0.123 Uiso 1 1 calc R . . H47B H 0.8865 0.0540 0.5403 0.123 Uiso 1 1 calc R . . H47C H 0.8605 -0.0468 0.5329 0.123 Uiso 1 1 calc R . . C48 C 0.7236(4) 0.0504(3) 0.5212(3) 0.0515(10) Uani 1 1 d . . . N3 N 0.6429(4) 0.0835(3) 0.4932(2) 0.0774(12) Uani 1 1 d . . . C49 C 0.2331(6) 0.5121(5) -0.4924(4) 0.142(3) Uani 1 1 d . . . H49A H 0.2577 0.5224 -0.5613 0.213 Uiso 1 1 calc R . . H49B H 0.2158 0.5725 -0.4735 0.213 Uiso 1 1 calc R . . H49C H 0.1618 0.4786 -0.4713 0.213 Uiso 1 1 calc R . . C50 C 0.3271(5) 0.4578(3) -0.4499(3) 0.0661(13) Uani 1 1 d . . . N4 N 0.4001(4) 0.4161(3) -0.4188(3) 0.0892(14) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0164(2) 0.0138(2) 0.0192(2) -0.00374(15) -0.00351(16) -0.00132(15) S1 0.0224(4) 0.0161(3) 0.0215(3) -0.0031(3) -0.0038(3) -0.0033(3) P1 0.0171(4) 0.0139(3) 0.0212(4) -0.0027(3) -0.0032(3) -0.0021(3) P2 0.0176(4) 0.0151(3) 0.0179(4) -0.0038(3) -0.0040(3) -0.0004(3) O1 0.0340(13) 0.0246(12) 0.0422(13) 0.0022(10) -0.0062(10) -0.0046(10) O2 0.0314(12) 0.0313(12) 0.0315(12) -0.0163(10) -0.0081(10) -0.0006(9) N1 0.0162(12) 0.0199(12) 0.0207(12) -0.0069(10) -0.0046(10) 0.0008(9) C1 0.0200(14) 0.0190(14) 0.0247(15) -0.0060(12) -0.0045(12) 0.0004(11) C2 0.0301(17) 0.0228(16) 0.0345(17) -0.0090(13) -0.0063(14) -0.0027(13) C3 0.0375(19) 0.0311(17) 0.0386(18) -0.0195(15) -0.0103(15) 0.0028(14) C4 0.0335(18) 0.0333(17) 0.0252(16) -0.0127(14) -0.0054(14) 0.0038(14) C5 0.0205(15) 0.0291(16) 0.0228(15) -0.0079(12) -0.0046(12) 0.0031(12) C6 0.0360(18) 0.0310(17) 0.0236(16) -0.0037(13) -0.0026(14) -0.0022(14) C7 0.0141(14) 0.0177(14) 0.0277(15) -0.0054(12) -0.0040(12) -0.0012(11) C8 0.0226(15) 0.0197(14) 0.0229(14) -0.0045(12) -0.0016(12) -0.0019(12) C9 0.0316(17) 0.0192(15) 0.0347(17) -0.0037(13) -0.0051(14) -0.0009(13) C10 0.0334(18) 0.0208(16) 0.0420(19) -0.0138(14) -0.0052(15) 0.0032(13) C11 0.0310(17) 0.0302(17) 0.0267(16) -0.0114(13) 0.0012(13) -0.0033(13) C12 0.0240(15) 0.0204(15) 0.0251(15) -0.0010(12) -0.0046(12) -0.0026(12) C13 0.0170(14) 0.0177(14) 0.0277(15) 0.0001(12) -0.0068(12) -0.0035(11) C14 0.0243(16) 0.0248(16) 0.0314(16) -0.0042(13) -0.0061(13) -0.0041(12) C15 0.0233(16) 0.0354(18) 0.0318(17) -0.0008(14) -0.0023(13) -0.0094(13) C16 0.0303(17) 0.0276(17) 0.0387(18) 0.0052(14) -0.0129(15) -0.0146(13) C17 0.0311(18) 0.0219(16) 0.048(2) -0.0061(14) -0.0139(16) -0.0055(13) C18 0.0208(16) 0.0249(16) 0.0407(18) -0.0103(14) -0.0039(13) -0.0049(12) C19 0.0212(15) 0.0147(13) 0.0250(15) -0.0041(11) -0.0076(12) 0.0007(11) C20 0.0250(16) 0.0273(16) 0.0296(16) -0.0034(13) -0.0077(13) -0.0025(13) C21 0.0304(18) 0.0281(17) 0.045(2) -0.0048(14) -0.0203(16) -0.0006(14) C22 0.045(2) 0.0215(15) 0.0304(17) -0.0007(13) -0.0212(15) -0.0028(14) C23 0.0328(17) 0.0229(15) 0.0245(15) -0.0058(12) -0.0052(13) -0.0039(13) C24 0.0225(15) 0.0168(14) 0.0292(16) -0.0070(12) -0.0050(12) -0.0017(11) C25 0.0188(15) 0.0175(15) 0.0263(15) -0.0021(12) -0.0056(12) 0.0002(12) C26 0.0168(14) 0.0172(14) 0.0259(15) -0.0018(12) -0.0048(12) -0.0018(11) C27 0.0166(14) 0.0163(14) 0.0245(14) -0.0040(11) -0.0032(11) 0.0007(11) C28 0.0345(17) 0.0213(15) 0.0282(16) -0.0042(12) -0.0115(14) -0.0020(13) C29 0.044(2) 0.0285(17) 0.0278(17) 0.0013(13) -0.0116(15) -0.0015(14) C30 0.0325(18) 0.0158(15) 0.0406(18) 0.0003(13) -0.0064(15) 0.0009(13) C31 0.0316(17) 0.0192(15) 0.0453(19) -0.0093(14) -0.0115(15) 0.0021(13) C32 0.0293(17) 0.0216(15) 0.0315(16) -0.0085(13) -0.0122(14) 0.0049(12) C33 0.0168(14) 0.0174(14) 0.0226(14) -0.0070(11) 0.0005(11) -0.0020(11) C34 0.0242(15) 0.0151(14) 0.0261(15) -0.0057(11) -0.0056(12) -0.0020(11) C35 0.0302(17) 0.0152(14) 0.0243(15) -0.0026(11) -0.0010(13) -0.0054(12) C36 0.0277(16) 0.0203(15) 0.0294(16) -0.0100(13) 0.0063(13) -0.0093(12) C37 0.0197(15) 0.0268(16) 0.0375(18) -0.0115(14) -0.0010(13) -0.0024(12) C38 0.0241(16) 0.0254(16) 0.0264(15) -0.0071(12) -0.0063(13) -0.0025(12) C39 0.0174(14) 0.0181(14) 0.0251(15) -0.0075(11) -0.0085(12) 0.0032(11) C40 0.0222(15) 0.0269(16) 0.0302(16) -0.0093(13) -0.0055(13) -0.0011(12) C41 0.0279(17) 0.0300(18) 0.052(2) -0.0154(15) -0.0087(15) -0.0054(14) C42 0.0358(19) 0.041(2) 0.051(2) -0.0269(17) -0.0162(17) -0.0049(15) C43 0.0391(19) 0.0371(19) 0.0349(18) -0.0190(15) -0.0143(15) 0.0047(15) C44 0.0278(16) 0.0238(15) 0.0278(16) -0.0093(12) -0.0084(13) 0.0041(12) P3 0.0410(6) 0.0865(9) 0.0374(6) 0.0230(6) 0.0077(5) 0.0131(6) F1A 0.037(3) 0.217(10) 0.066(4) 0.038(4) 0.019(2) 0.011(4) F2A 0.094(5) 0.137(6) 0.061(3) 0.002(3) -0.021(3) -0.009(4) F3A 0.128(8) 0.076(5) 0.138(7) 0.024(5) -0.061(5) -0.039(5) F4A 0.053(4) 0.120(6) 0.052(3) 0.022(3) 0.022(3) 0.042(4) F5A 0.132(6) 0.222(12) 0.064(4) -0.005(6) -0.064(4) -0.013(8) F6A 0.114(5) 0.079(4) 0.094(5) 0.022(3) 0.009(4) 0.035(3) F1B 0.070(9) 0.180(16) 0.19(2) -0.029(13) 0.003(10) -0.064(9) F2B 0.20(3) 0.20(2) 0.097(14) -0.093(15) 0.061(15) -0.060(19) F3B 0.071(10) 0.20(2) 0.107(13) 0.131(15) -0.022(9) -0.025(11) F4B 0.065(11) 0.114(12) 0.154(19) 0.001(11) -0.011(10) -0.058(10) F5B 0.28(2) 0.102(12) 0.102(10) -0.057(9) -0.028(11) 0.019(12) F6B 0.064(8) 0.112(13) 0.109(13) 0.051(11) 0.002(7) 0.036(9) C45 0.073(4) 0.128(5) 0.162(6) -0.102(5) -0.008(4) -0.001(3) C46 0.032(2) 0.062(3) 0.073(3) -0.023(2) -0.003(2) 0.0031(19) N2 0.046(2) 0.066(2) 0.060(2) -0.0139(19) -0.0158(17) 0.0129(17) C47 0.056(3) 0.084(4) 0.099(4) 0.000(3) -0.019(3) -0.014(3) C48 0.067(3) 0.055(3) 0.032(2) -0.0050(18) -0.010(2) -0.011(2) N3 0.099(3) 0.091(3) 0.044(2) -0.007(2) -0.032(2) 0.001(2) C49 0.171(7) 0.163(7) 0.108(5) -0.083(5) -0.084(5) 0.106(5) C50 0.091(4) 0.073(3) 0.040(2) -0.030(2) -0.019(2) 0.014(3) N4 0.105(4) 0.116(4) 0.045(2) -0.023(2) -0.024(2) 0.019(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 C26 1.779(3) . ? Fe1 C25 1.807(3) . ? Fe1 N1 1.997(2) . ? Fe1 P2 2.3045(8) . ? Fe1 P1 2.3146(8) . ? Fe1 S1 2.3322(8) . ? S1 C1 1.738(3) . ? P1 C7 1.821(3) . ? P1 C19 1.833(3) . ? P1 C13 1.833(3) . ? P2 C39 1.826(3) . ? P2 C33 1.829(3) . ? P2 C27 1.832(3) . ? O1 C25 1.131(3) . ? O2 C26 1.144(3) . ? N1 C5 1.352(3) . ? N1 C1 1.360(3) . ? C1 C2 1.382(4) . ? C2 C3 1.378(4) . ? C2 H2 0.9500 . ? C3 C4 1.382(4) . ? C3 H3 0.9500 . ? C4 C5 1.379(4) . ? C4 H4 0.9500 . ? C5 C6 1.496(4) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 C8 1.388(4) . ? C7 C12 1.395(4) . ? C8 C9 1.382(4) . ? C8 H8 0.9500 . ? C9 C10 1.382(4) . ? C9 H9 0.9500 . ? C10 C11 1.381(4) . ? C10 H10 0.9500 . ? C11 C12 1.385(4) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 C14 1.375(4) . ? C13 C18 1.402(4) . ? C14 C15 1.394(4) . ? C14 H14 0.9500 . ? C15 C16 1.376(4) . ? C15 H15 0.9500 . ? C16 C17 1.377(4) . ? C16 H16 0.9500 . ? C17 C18 1.374(4) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 C24 1.387(4) . ? C19 C20 1.393(4) . ? C20 C21 1.384(4) . ? C20 H20 0.9500 . ? C21 C22 1.371(4) . ? C21 H21 0.9500 . ? C22 C23 1.378(4) . ? C22 H22 0.9500 . ? C23 C24 1.391(4) . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? C27 C28 1.387(4) . ? C27 C32 1.395(4) . ? C28 C29 1.392(4) . ? C28 H28 0.9500 . ? C29 C30 1.376(4) . ? C29 H29 0.9500 . ? C30 C31 1.378(4) . ? C30 H30 0.9500 . ? C31 C32 1.385(4) . ? C31 H31 0.9500 . ? C32 H32 0.9500 . ? C33 C34 1.388(4) . ? C33 C38 1.407(4) . ? C34 C35 1.382(4) . ? C34 H34 0.9500 . ? C35 C36 1.380(4) . ? C35 H35 0.9500 . ? C36 C37 1.378(4) . ? C36 H36 0.9500 . ? C37 C38 1.380(4) . ? C37 H37 0.9500 . ? C38 H38 0.9500 . ? C39 C44 1.396(4) . ? C39 C40 1.398(4) . ? C40 C41 1.387(4) . ? C40 H40 0.9500 . ? C41 C42 1.381(4) . ? C41 H41 0.9500 . ? C42 C43 1.376(5) . ? C42 H42 0.9500 . ? C43 C44 1.388(4) . ? C43 H43 0.9500 . ? C44 H44 0.9500 . ? P3 F2B 1.323(14) . ? P3 F5A 1.447(6) . ? P3 F4B 1.489(17) . ? P3 F3A 1.512(9) . ? P3 F4A 1.561(7) . ? P3 F6B 1.567(13) . ? P3 F1A 1.571(5) . ? P3 F3B 1.57(2) . ? P3 F6A 1.650(7) . ? P3 F2A 1.666(6) . ? P3 F1B 1.679(14) . ? P3 F5B 1.795(14) . ? C45 C46 1.445(6) . ? C45 H45A 0.9800 . ? C45 H45B 0.9800 . ? C45 H45C 0.9800 . ? C46 N2 1.107(5) . ? C47 C48 1.439(6) . ? C47 H47A 0.9800 . ? C47 H47B 0.9800 . ? C47 H47C 0.9800 . ? C48 N3 1.117(5) . ? C49 C50 1.438(7) . ? C49 H49A 0.9800 . ? C49 H49B 0.9800 . ? C49 H49C 0.9800 . ? C50 N4 1.101(5) . ? 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 C26 Fe1 C25 89.58(12) . . ? C26 Fe1 N1 171.34(11) . . ? C25 Fe1 N1 99.08(11) . . ? C26 Fe1 P2 90.34(9) . . ? C25 Fe1 P2 92.57(9) . . ? N1 Fe1 P2 89.08(6) . . ? C26 Fe1 P1 90.69(8) . . ? C25 Fe1 P1 93.50(9) . . ? N1 Fe1 P1 88.99(6) . . ? P2 Fe1 P1 173.86(3) . . ? C26 Fe1 S1 100.15(9) . . ? C25 Fe1 S1 170.26(9) . . ? N1 Fe1 S1 71.19(7) . . ? P2 Fe1 S1 86.90(3) . . ? P1 Fe1 S1 86.96(3) . . ? C1 S1 Fe1 78.67(9) . . ? C7 P1 C19 102.07(12) . . ? C7 P1 C13 108.15(13) . . ? C19 P1 C13 100.57(12) . . ? C7 P1 Fe1 114.51(9) . . ? C19 P1 Fe1 118.23(9) . . ? C13 P1 Fe1 111.89(9) . . ? C39 P2 C33 102.00(12) . . ? C39 P2 C27 109.74(12) . . ? C33 P2 C27 100.94(12) . . ? C39 P2 Fe1 114.82(9) . . ? C33 P2 Fe1 118.14(9) . . ? C27 P2 Fe1 110.06(9) . . ? C5 N1 C1 120.1(2) . . ? C5 N1 Fe1 138.96(19) . . ? C1 N1 Fe1 100.91(16) . . ? N1 C1 C2 122.2(3) . . ? N1 C1 S1 109.22(19) . . ? C2 C1 S1 128.6(2) . . ? C3 C2 C1 117.6(3) . . ? C3 C2 H2 121.2 . . ? C1 C2 H2 121.2 . . ? C2 C3 C4 120.0(3) . . ? C2 C3 H3 120.0 . . ? C4 C3 H3 120.0 . . ? C5 C4 C3 120.7(3) . . ? C5 C4 H4 119.6 . . ? C3 C4 H4 119.6 . . ? N1 C5 C4 119.3(3) . . ? N1 C5 C6 119.0(2) . . ? C4 C5 C6 121.7(3) . . ? 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 . . ? C8 C7 C12 118.7(2) . . ? C8 C7 P1 119.4(2) . . ? C12 C7 P1 121.8(2) . . ? C9 C8 C7 120.6(3) . . ? C9 C8 H8 119.7 . . ? C7 C8 H8 119.7 . . ? C10 C9 C8 120.4(3) . . ? C10 C9 H9 119.8 . . ? C8 C9 H9 119.8 . . ? C11 C10 C9 119.5(3) . . ? C11 C10 H10 120.2 . . ? C9 C10 H10 120.2 . . ? C10 C11 C12 120.4(3) . . ? C10 C11 H11 119.8 . . ? C12 C11 H11 119.8 . . ? C11 C12 C7 120.3(3) . . ? C11 C12 H12 119.8 . . ? C7 C12 H12 119.8 . . ? C14 C13 C18 118.7(3) . . ? C14 C13 P1 126.2(2) . . ? C18 C13 P1 115.1(2) . . ? C13 C14 C15 120.0(3) . . ? C13 C14 H14 120.0 . . ? C15 C14 H14 120.0 . . ? C16 C15 C14 120.6(3) . . ? C16 C15 H15 119.7 . . ? C14 C15 H15 119.7 . . ? C15 C16 C17 119.9(3) . . ? C15 C16 H16 120.1 . . ? C17 C16 H16 120.1 . . ? C18 C17 C16 119.8(3) . . ? C18 C17 H17 120.1 . . ? C16 C17 H17 120.1 . . ? C17 C18 C13 121.0(3) . . ? C17 C18 H18 119.5 . . ? C13 C18 H18 119.5 . . ? C24 C19 C20 118.8(2) . . ? C24 C19 P1 123.5(2) . . ? C20 C19 P1 117.6(2) . . ? C21 C20 C19 120.6(3) . . ? C21 C20 H20 119.7 . . ? C19 C20 H20 119.7 . . ? C22 C21 C20 119.9(3) . . ? C22 C21 H21 120.0 . . ? C20 C21 H21 120.0 . . ? C21 C22 C23 120.5(3) . . ? C21 C22 H22 119.7 . . ? C23 C22 H22 119.7 . . ? C22 C23 C24 119.8(3) . . ? C22 C23 H23 120.1 . . ? C24 C23 H23 120.1 . . ? C19 C24 C23 120.3(3) . . ? C19 C24 H24 119.8 . . ? C23 C24 H24 119.8 . . ? O1 C25 Fe1 176.0(3) . . ? O2 C26 Fe1 176.5(2) . . ? C28 C27 C32 118.3(3) . . ? C28 C27 P2 125.7(2) . . ? C32 C27 P2 115.7(2) . . ? C27 C28 C29 120.4(3) . . ? C27 C28 H28 119.8 . . ? C29 C28 H28 119.8 . . ? C30 C29 C28 120.6(3) . . ? C30 C29 H29 119.7 . . ? C28 C29 H29 119.7 . . ? C29 C30 C31 119.5(3) . . ? C29 C30 H30 120.3 . . ? C31 C30 H30 120.3 . . ? C30 C31 C32 120.3(3) . . ? C30 C31 H31 119.8 . . ? C32 C31 H31 119.8 . . ? C31 C32 C27 120.8(3) . . ? C31 C32 H32 119.6 . . ? C27 C32 H32 119.6 . . ? C34 C33 C38 119.1(2) . . ? C34 C33 P2 124.3(2) . . ? C38 C33 P2 116.6(2) . . ? C35 C34 C33 119.9(3) . . ? C35 C34 H34 120.1 . . ? C33 C34 H34 120.1 . . ? C36 C35 C34 120.8(3) . . ? C36 C35 H35 119.6 . . ? C34 C35 H35 119.6 . . ? C37 C36 C35 120.0(3) . . ? C37 C36 H36 120.0 . . ? C35 C36 H36 120.0 . . ? C36 C37 C38 120.1(3) . . ? C36 C37 H37 119.9 . . ? C38 C37 H37 119.9 . . ? C37 C38 C33 120.2(3) . . ? C37 C38 H38 119.9 . . ? C33 C38 H38 119.9 . . ? C44 C39 C40 118.5(3) . . ? C44 C39 P2 122.7(2) . . ? C40 C39 P2 118.7(2) . . ? C41 C40 C39 120.7(3) . . ? C41 C40 H40 119.7 . . ? C39 C40 H40 119.7 . . ? C42 C41 C40 120.1(3) . . ? C42 C41 H41 120.0 . . ? C40 C41 H41 120.0 . . ? C43 C42 C41 119.9(3) . . ? C43 C42 H42 120.1 . . ? C41 C42 H42 120.1 . . ? C42 C43 C44 120.6(3) . . ? C42 C43 H43 119.7 . . ? C44 C43 H43 119.7 . . ? C43 C44 C39 120.2(3) . . ? C43 C44 H44 119.9 . . ? C39 C44 H44 119.9 . . ? F2B P3 F5A 141.0(15) . . ? F2B P3 F4B 102.3(14) . . ? F5A P3 F4B 101.9(11) . . ? F2B P3 F3A 107.2(13) . . ? F5A P3 F3A 99.3(7) . . ? F4B P3 F3A 97.9(10) . . ? F2B P3 F4A 115.5(13) . . ? F5A P3 F4A 91.4(5) . . ? F3A P3 F4A 91.4(6) . . ? F2B P3 F6B 101.1(14) . . ? F5A P3 F6B 47.6(8) . . ? F4B P3 F6B 92.4(11) . . ? F3A P3 F6B 146.8(12) . . ? F4A P3 F6B 91.6(6) . . ? F2B P3 F1A 55.5(10) . . ? F5A P3 F1A 95.2(4) . . ? F4B P3 F1A 157.3(11) . . ? F3A P3 F1A 94.0(7) . . ? F4A P3 F1A 170.6(7) . . ? F6B P3 F1A 88.0(6) . . ? F2B P3 F3B 97.0(16) . . ? F5A P3 F3B 111.9(13) . . ? F4B P3 F3B 93.0(13) . . ? F4A P3 F3B 89.2(9) . . ? F6B P3 F3B 159.5(15) . . ? F1A P3 F3B 94.4(10) . . ? F2B P3 F6A 64.5(10) . . ? F5A P3 F6A 90.5(5) . . ? F4B P3 F6A 79.6(9) . . ? F3A P3 F6A 170.3(6) . . ? F4A P3 F6A 87.9(4) . . ? F1A P3 F6A 85.4(5) . . ? F3B P3 F6A 157.6(12) . . ? F5A P3 F2A 173.7(6) . . ? F4B P3 F2A 75.6(10) . . ? F3A P3 F2A 86.8(5) . . ? F4A P3 F2A 86.9(4) . . ? F6B P3 F2A 126.3(12) . . ? F1A P3 F2A 85.8(4) . . ? F3B P3 F2A 74.2(12) . . ? F6A P3 F2A 83.4(5) . . ? F2B P3 F1B 92.9(11) . . ? F5A P3 F1B 66.9(10) . . ? F4B P3 F1B 164.6(12) . . ? F3A P3 F1B 74.6(8) . . ? F4A P3 F1B 151.2(9) . . ? F6B P3 F1B 87.3(11) . . ? F3B P3 F1B 82.2(12) . . ? F6A P3 F1B 110.0(7) . . ? F2A P3 F1B 116.7(9) . . ? F2B P3 F5B 168.0(13) . . ? F4B P3 F5B 89.7(12) . . ? F3A P3 F5B 69.6(8) . . ? F4A P3 F5B 76.4(9) . . ? F6B P3 F5B 79.0(9) . . ? F1A P3 F5B 112.6(9) . . ? F3B P3 F5B 81.2(13) . . ? F6A P3 F5B 119.5(6) . . ? F2A P3 F5B 150.4(8) . . ? F1B P3 F5B 75.1(10) . . ? C46 C45 H45A 109.5 . . ? C46 C45 H45B 109.5 . . ? H45A C45 H45B 109.5 . . ? C46 C45 H45C 109.5 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? N2 C46 C45 178.2(5) . . ? C48 C47 H47A 109.5 . . ? C48 C47 H47B 109.5 . . ? H47A C47 H47B 109.5 . . ? C48 C47 H47C 109.5 . . ? H47A C47 H47C 109.5 . . ? H47B C47 H47C 109.5 . . ? N3 C48 C47 179.0(5) . . ? C50 C49 H49A 109.5 . . ? C50 C49 H49B 109.5 . . ? H49A C49 H49B 109.5 . . ? C50 C49 H49C 109.5 . . ? H49A C49 H49C 109.5 . . ? H49B C49 H49C 109.5 . . ? N4 C50 C49 178.9(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 C26 Fe1 S1 C1 179.82(12) . . . . ? N1 Fe1 S1 C1 -0.30(11) . . . . ? P2 Fe1 S1 C1 -90.39(9) . . . . ? P1 Fe1 S1 C1 89.67(9) . . . . ? C26 Fe1 P1 C7 -155.73(13) . . . . ? C25 Fe1 P1 C7 114.65(13) . . . . ? N1 Fe1 P1 C7 15.62(12) . . . . ? S1 Fe1 P1 C7 -55.60(10) . . . . ? C26 Fe1 P1 C19 -35.35(13) . . . . ? C25 Fe1 P1 C19 -124.97(13) . . . . ? N1 Fe1 P1 C19 136.00(12) . . . . ? S1 Fe1 P1 C19 64.77(10) . . . . ? C26 Fe1 P1 C13 80.76(13) . . . . ? C25 Fe1 P1 C13 -8.86(13) . . . . ? N1 Fe1 P1 C13 -107.89(12) . . . . ? S1 Fe1 P1 C13 -179.11(10) . . . . ? C26 Fe1 P2 C39 154.72(13) . . . . ? C25 Fe1 P2 C39 -115.69(13) . . . . ? N1 Fe1 P2 C39 -16.64(12) . . . . ? S1 Fe1 P2 C39 54.57(10) . . . . ? C26 Fe1 P2 C33 34.24(13) . . . . ? C25 Fe1 P2 C33 123.84(13) . . . . ? N1 Fe1 P2 C33 -137.12(12) . . . . ? S1 Fe1 P2 C33 -65.90(10) . . . . ? C26 Fe1 P2 C27 -80.88(12) . . . . ? C25 Fe1 P2 C27 8.71(13) . . . . ? N1 Fe1 P2 C27 107.76(11) . . . . ? S1 Fe1 P2 C27 178.98(9) . . . . ? C25 Fe1 N1 C5 0.1(3) . . . . ? P2 Fe1 N1 C5 -92.3(3) . . . . ? P1 Fe1 N1 C5 93.5(3) . . . . ? S1 Fe1 N1 C5 -179.3(3) . . . . ? C25 Fe1 N1 C1 179.86(17) . . . . ? P2 Fe1 N1 C1 87.41(15) . . . . ? P1 Fe1 N1 C1 -86.75(15) . . . . ? S1 Fe1 N1 C1 0.38(14) . . . . ? C5 N1 C1 C2 -0.6(4) . . . . ? Fe1 N1 C1 C2 179.6(2) . . . . ? C5 N1 C1 S1 179.28(19) . . . . ? Fe1 N1 C1 S1 -0.51(19) . . . . ? Fe1 S1 C1 N1 0.44(16) . . . . ? Fe1 S1 C1 C2 -179.7(3) . . . . ? N1 C1 C2 C3 1.1(4) . . . . ? S1 C1 C2 C3 -178.7(2) . . . . ? C1 C2 C3 C4 -0.7(4) . . . . ? C2 C3 C4 C5 -0.1(5) . . . . ? C1 N1 C5 C4 -0.4(4) . . . . ? Fe1 N1 C5 C4 179.3(2) . . . . ? C1 N1 C5 C6 179.2(2) . . . . ? Fe1 N1 C5 C6 -1.2(4) . . . . ? C3 C4 C5 N1 0.7(4) . . . . ? C3 C4 C5 C6 -178.8(3) . . . . ? C19 P1 C7 C8 -30.7(2) . . . . ? C13 P1 C7 C8 -136.2(2) . . . . ? Fe1 P1 C7 C8 98.3(2) . . . . ? C19 P1 C7 C12 153.5(2) . . . . ? C13 P1 C7 C12 48.0(3) . . . . ? Fe1 P1 C7 C12 -77.5(2) . . . . ? C12 C7 C8 C9 0.1(4) . . . . ? P1 C7 C8 C9 -175.9(2) . . . . ? C7 C8 C9 C10 -1.6(4) . . . . ? C8 C9 C10 C11 1.5(5) . . . . ? C9 C10 C11 C12 0.2(5) . . . . ? C10 C11 C12 C7 -1.8(4) . . . . ? C8 C7 C12 C11 1.6(4) . . . . ? P1 C7 C12 C11 177.5(2) . . . . ? C7 P1 C13 C14 -3.6(3) . . . . ? C19 P1 C13 C14 -110.2(3) . . . . ? Fe1 P1 C13 C14 123.4(2) . . . . ? C7 P1 C13 C18 175.7(2) . . . . ? C19 P1 C13 C18 69.1(2) . . . . ? Fe1 P1 C13 C18 -57.3(2) . . . . ? C18 C13 C14 C15 2.0(4) . . . . ? P1 C13 C14 C15 -178.7(2) . . . . ? C13 C14 C15 C16 -0.7(4) . . . . ? C14 C15 C16 C17 -1.1(4) . . . . ? C15 C16 C17 C18 1.6(4) . . . . ? C16 C17 C18 C13 -0.3(4) . . . . ? C14 C13 C18 C17 -1.5(4) . . . . ? P1 C13 C18 C17 179.1(2) . . . . ? C7 P1 C19 C24 106.3(2) . . . . ? C13 P1 C19 C24 -142.3(2) . . . . ? Fe1 P1 C19 C24 -20.3(3) . . . . ? C7 P1 C19 C20 -70.2(2) . . . . ? C13 P1 C19 C20 41.2(2) . . . . ? Fe1 P1 C19 C20 163.23(18) . . . . ? C24 C19 C20 C21 -0.9(4) . . . . ? P1 C19 C20 C21 175.8(2) . . . . ? C19 C20 C21 C22 1.4(4) . . . . ? C20 C21 C22 C23 -0.9(4) . . . . ? C21 C22 C23 C24 0.1(4) . . . . ? C20 C19 C24 C23 0.1(4) . . . . ? P1 C19 C24 C23 -176.4(2) . . . . ? C22 C23 C24 C19 0.4(4) . . . . ? C39 P2 C27 C28 21.7(3) . . . . ? C33 P2 C27 C28 128.8(3) . . . . ? Fe1 P2 C27 C28 -105.6(2) . . . . ? C39 P2 C27 C32 -163.6(2) . . . . ? C33 P2 C27 C32 -56.4(2) . . . . ? Fe1 P2 C27 C32 69.2(2) . . . . ? C32 C27 C28 C29 -0.4(4) . . . . ? P2 C27 C28 C29 174.2(2) . . . . ? C27 C28 C29 C30 -0.3(5) . . . . ? C28 C29 C30 C31 0.9(5) . . . . ? C29 C30 C31 C32 -0.6(5) . . . . ? C30 C31 C32 C27 -0.1(5) . . . . ? C28 C27 C32 C31 0.6(4) . . . . ? P2 C27 C32 C31 -174.5(2) . . . . ? C39 P2 C33 C34 -109.5(2) . . . . ? C27 P2 C33 C34 137.4(2) . . . . ? Fe1 P2 C33 C34 17.4(3) . . . . ? C39 P2 C33 C38 66.8(2) . . . . ? C27 P2 C33 C38 -46.3(2) . . . . ? Fe1 P2 C33 C38 -166.25(17) . . . . ? C38 C33 C34 C35 -0.5(4) . . . . ? P2 C33 C34 C35 175.82(19) . . . . ? C33 C34 C35 C36 -0.8(4) . . . . ? C34 C35 C36 C37 1.4(4) . . . . ? C35 C36 C37 C38 -0.6(4) . . . . ? C36 C37 C38 C33 -0.7(4) . . . . ? C34 C33 C38 C37 1.2(4) . . . . ? P2 C33 C38 C37 -175.3(2) . . . . ? C33 P2 C39 C44 -157.1(2) . . . . ? C27 P2 C39 C44 -50.7(3) . . . . ? Fe1 P2 C39 C44 73.8(2) . . . . ? C33 P2 C39 C40 26.7(2) . . . . ? C27 P2 C39 C40 133.2(2) . . . . ? Fe1 P2 C39 C40 -102.3(2) . . . . ? C44 C39 C40 C41 0.7(4) . . . . ? P2 C39 C40 C41 177.0(2) . . . . ? C39 C40 C41 C42 1.9(4) . . . . ? C40 C41 C42 C43 -2.2(5) . . . . ? C41 C42 C43 C44 -0.1(5) . . . . ? C42 C43 C44 C39 2.8(4) . . . . ? C40 C39 C44 C43 -3.0(4) . . . . ? P2 C39 C44 C43 -179.2(2) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 26.02 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.400 _refine_diff_density_min -0.286 _refine_diff_density_rms 0.060 #===END data_cdf226 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H13 Fe I N2 O3 S' _chemical_formula_sum 'C17 H13 Fe I N2 O3 S' _chemical_formula_weight 508.10 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Fe' 'Fe' 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'I' 'I' -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' 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 7.5304(9) _cell_length_b 17.855(2) _cell_length_c 13.8288(15) _cell_angle_alpha 90.00 _cell_angle_beta 95.161(10) _cell_angle_gamma 90.00 _cell_volume 1851.8(4) _cell_formula_units_Z 4 _cell_measurement_temperature 140(2) _cell_measurement_reflns_used 5779 _cell_measurement_theta_min 2.6947 _cell_measurement_theta_max 27.3936 _exptl_crystal_description prismatic _exptl_crystal_colour orange _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.823 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 992 _exptl_absorpt_coefficient_mu 2.612 _exptl_absorpt_correction_T_min 0.35063 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.33.32 (release 27-01-2009 CrysAlis171 .NET) (compiled Jan 27 2009,14:17:37) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 140(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 'Oxford Diffraction, KM4/Sapphire CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.2812 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14104 _diffrn_reflns_av_R_equivalents 0.0568 _diffrn_reflns_av_sigmaI/netI 0.0430 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.72 _diffrn_reflns_theta_max 26.37 _reflns_number_total 3751 _reflns_number_gt 2948 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.32 (release 27-01-2009 CrysAlis171 .NET) (compiled Jan 27 2009,14:17:37) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.32 (release 27-01-2009 CrysAlis171 .NET) (compiled Jan 27 2009,14:17:37) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.32 (release 27-01-2009 CrysAlis171 .NET) (compiled Jan 27 2009,14:17:37) ; _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^)+(0.1200P)^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 3751 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0706 _refine_ls_R_factor_gt 0.0567 _refine_ls_wR_factor_ref 0.1607 _refine_ls_wR_factor_gt 0.1521 _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_restrained_S_all 1.020 _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 I1 I 0.51974(5) 0.43750(2) 0.11067(3) 0.03322(18) Uani 1 1 d . . . Fe1 Fe 0.66540(10) 0.31850(4) 0.20006(5) 0.0239(2) Uani 1 1 d . . . S1 S 0.39082(19) 0.28391(8) 0.24448(11) 0.0308(3) Uani 1 1 d . . . O1 O 0.9103(6) 0.2061(3) 0.2748(3) 0.0384(10) Uani 1 1 d . . . O2 O 0.5741(6) 0.2438(3) 0.0179(3) 0.0466(13) Uani 1 1 d . . . O3 O 1.0062(7) 0.3708(3) 0.1476(3) 0.0494(13) Uani 1 1 d . . . N1 N 0.6261(6) 0.1846(3) 0.3174(3) 0.0261(10) Uani 1 1 d . . . N2 N 0.7081(6) 0.4057(3) 0.3890(3) 0.0253(10) Uani 1 1 d . . . C1 C 0.4537(7) 0.2065(3) 0.3103(4) 0.0260(12) Uani 1 1 d . . . C2 C 0.3321(7) 0.1627(4) 0.3575(4) 0.0306(13) Uani 1 1 d . . . H2 H 0.2106 0.1776 0.3550 0.037 Uiso 1 1 calc R . . C3 C 0.3851(9) 0.1001(4) 0.4061(5) 0.0421(16) Uani 1 1 d . . . H3 H 0.3013 0.0709 0.4371 0.051 Uiso 1 1 calc R . . C4 C 0.5657(10) 0.0779(4) 0.4108(5) 0.0462(18) Uani 1 1 d . . . H4 H 0.6043 0.0334 0.4439 0.055 Uiso 1 1 calc R . . C5 C 0.6831(9) 0.1212(4) 0.3673(4) 0.0362(14) Uani 1 1 d . . . H5 H 0.8056 0.1077 0.3714 0.043 Uiso 1 1 calc R . . C6 C 0.7692(8) 0.2304(3) 0.2651(4) 0.0243(11) Uani 1 1 d . . . C7 C 0.6086(9) 0.2694(3) 0.0802(6) 0.0378(16) Uani 1 1 d . . . C8 C 0.8834(9) 0.3492(4) 0.1671(4) 0.0344(14) Uani 1 1 d . . . C9 C 0.6944(7) 0.3728(3) 0.3168(4) 0.0236(11) Uani 1 1 d . . . C10 C 0.7147(7) 0.4451(3) 0.4777(4) 0.0225(11) Uani 1 1 d . . . C11 C 0.7728(7) 0.5195(3) 0.4791(4) 0.0251(11) Uani 1 1 d . . . C12 C 0.7782(8) 0.5563(3) 0.5677(5) 0.0308(13) Uani 1 1 d . . . H12 H 0.8177 0.6068 0.5728 0.037 Uiso 1 1 calc R . . C13 C 0.7260(8) 0.5193(4) 0.6493(4) 0.0358(15) Uani 1 1 d . . . H13 H 0.7301 0.5450 0.7096 0.043 Uiso 1 1 calc R . . C14 C 0.6689(7) 0.4464(4) 0.6439(4) 0.0308(14) Uani 1 1 d . . . H14 H 0.6330 0.4227 0.7004 0.037 Uiso 1 1 calc R . . C15 C 0.6624(7) 0.4070(4) 0.5586(4) 0.0282(12) Uani 1 1 d . . . C16 C 0.8209(8) 0.5575(3) 0.3886(5) 0.0313(13) Uani 1 1 d . . . H16A H 0.8739 0.6065 0.4051 0.047 Uiso 1 1 calc R . . H16B H 0.7133 0.5642 0.3440 0.047 Uiso 1 1 calc R . . H16C H 0.9069 0.5266 0.3574 0.047 Uiso 1 1 calc R . . C17 C 0.5979(9) 0.3274(4) 0.5501(5) 0.0376(15) Uani 1 1 d . . . H17A H 0.4942 0.3246 0.5021 0.056 Uiso 1 1 calc R . . H17B H 0.5642 0.3103 0.6133 0.056 Uiso 1 1 calc R . . H17C H 0.6933 0.2954 0.5295 0.056 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 I1 0.0365(3) 0.0318(3) 0.0318(3) 0.00961(15) 0.00542(17) 0.00480(15) Fe1 0.0265(4) 0.0252(5) 0.0203(4) 0.0030(3) 0.0030(3) 0.0010(3) S1 0.0282(7) 0.0269(8) 0.0372(8) 0.0062(6) 0.0016(6) 0.0018(6) O1 0.034(2) 0.044(3) 0.037(2) 0.010(2) 0.0055(19) 0.002(2) O2 0.042(3) 0.075(4) 0.022(2) 0.014(2) -0.004(2) 0.003(3) O3 0.061(3) 0.056(3) 0.032(2) 0.013(2) 0.009(2) -0.030(3) N1 0.030(2) 0.026(3) 0.022(2) 0.0016(18) 0.0028(19) 0.0039(19) N2 0.024(2) 0.027(3) 0.025(2) 0.005(2) 0.0033(18) 0.0023(19) C1 0.032(3) 0.024(3) 0.021(3) 0.001(2) 0.000(2) 0.001(2) C2 0.024(3) 0.036(4) 0.032(3) 0.001(3) 0.000(2) -0.003(2) C3 0.037(4) 0.043(4) 0.046(4) 0.014(3) 0.009(3) -0.009(3) C4 0.053(4) 0.041(4) 0.047(4) 0.022(3) 0.017(3) 0.009(3) C5 0.039(3) 0.030(4) 0.040(4) 0.013(3) 0.007(3) 0.008(3) C6 0.039(3) 0.019(3) 0.015(2) 0.001(2) 0.006(2) 0.004(2) C7 0.039(3) 0.012(3) 0.067(5) -0.006(3) 0.026(3) -0.001(2) C8 0.037(3) 0.043(4) 0.022(3) -0.001(3) 0.000(2) 0.007(3) C9 0.022(3) 0.022(3) 0.027(3) 0.011(2) 0.002(2) 0.001(2) C10 0.020(2) 0.029(3) 0.018(3) 0.003(2) 0.000(2) 0.005(2) C11 0.022(3) 0.029(3) 0.025(3) 0.004(2) 0.002(2) 0.005(2) C12 0.030(3) 0.031(3) 0.031(3) -0.002(2) 0.000(2) 0.005(2) C13 0.031(3) 0.053(4) 0.024(3) -0.005(3) 0.001(2) 0.012(3) C14 0.021(3) 0.049(4) 0.022(3) 0.009(3) 0.004(2) 0.006(2) C15 0.019(2) 0.039(3) 0.026(3) 0.009(2) 0.002(2) 0.006(2) C16 0.030(3) 0.032(3) 0.033(3) 0.006(2) 0.008(2) -0.001(2) C17 0.036(3) 0.039(4) 0.038(3) 0.017(3) 0.006(3) 0.000(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 I1 Fe1 2.6461(9) . ? Fe1 C8 1.827(7) . ? Fe1 C9 1.879(6) . ? Fe1 C7 1.891(8) . ? Fe1 C6 1.941(5) . ? Fe1 S1 2.2940(17) . ? S1 C1 1.699(6) . ? O1 C6 1.144(7) . ? O2 C7 0.989(8) . ? O3 C8 1.059(8) . ? N1 C1 1.351(7) . ? N1 C5 1.374(8) . ? N1 C6 1.579(7) . ? N2 C9 1.155(7) . ? N2 C10 1.412(7) . ? C1 C2 1.409(8) . ? C2 C3 1.346(9) . ? C2 H2 0.9500 . ? C3 C4 1.413(10) . ? C3 H3 0.9500 . ? C4 C5 1.355(9) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C10 C15 1.395(8) . ? C10 C11 1.399(8) . ? C11 C12 1.386(8) . ? C11 C16 1.497(8) . ? C12 C13 1.394(9) . ? C12 H12 0.9500 . ? C13 C14 1.370(10) . ? C13 H13 0.9500 . ? C14 C15 1.370(9) . ? C14 H14 0.9500 . ? C15 C17 1.504(9) . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 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 C8 Fe1 C9 91.2(2) . . ? C8 Fe1 C7 93.3(3) . . ? C9 Fe1 C7 173.0(3) . . ? C8 Fe1 C6 91.4(3) . . ? C9 Fe1 C6 90.5(2) . . ? C7 Fe1 C6 94.6(3) . . ? C8 Fe1 S1 177.9(2) . . ? C9 Fe1 S1 86.94(17) . . ? C7 Fe1 S1 88.37(19) . . ? C6 Fe1 S1 89.60(18) . . ? C8 Fe1 I1 89.2(2) . . ? C9 Fe1 I1 89.92(16) . . ? C7 Fe1 I1 84.9(2) . . ? C6 Fe1 I1 179.21(18) . . ? S1 Fe1 I1 89.74(4) . . ? C1 S1 Fe1 98.5(2) . . ? C1 N1 C5 122.0(5) . . ? C1 N1 C6 120.5(4) . . ? C5 N1 C6 117.5(5) . . ? C9 N2 C10 176.8(5) . . ? N1 C1 C2 117.8(5) . . ? N1 C1 S1 119.6(4) . . ? C2 C1 S1 122.6(4) . . ? C3 C2 C1 121.1(6) . . ? C3 C2 H2 119.5 . . ? C1 C2 H2 119.5 . . ? C2 C3 C4 119.8(6) . . ? C2 C3 H3 120.1 . . ? C4 C3 H3 120.1 . . ? C5 C4 C3 118.9(6) . . ? C5 C4 H4 120.5 . . ? C3 C4 H4 120.5 . . ? C4 C5 N1 120.4(6) . . ? C4 C5 H5 119.8 . . ? N1 C5 H5 119.8 . . ? O1 C6 N1 114.5(5) . . ? O1 C6 Fe1 133.9(5) . . ? N1 C6 Fe1 111.7(4) . . ? O2 C7 Fe1 177.9(6) . . ? O3 C8 Fe1 176.1(7) . . ? N2 C9 Fe1 178.3(5) . . ? C15 C10 C11 124.2(5) . . ? C15 C10 N2 117.6(5) . . ? C11 C10 N2 118.2(5) . . ? C12 C11 C10 116.5(5) . . ? C12 C11 C16 122.3(6) . . ? C10 C11 C16 121.2(5) . . ? C11 C12 C13 120.1(6) . . ? C11 C12 H12 119.9 . . ? C13 C12 H12 119.9 . . ? C14 C13 C12 121.1(6) . . ? C14 C13 H13 119.5 . . ? C12 C13 H13 119.5 . . ? C13 C14 C15 121.4(6) . . ? C13 C14 H14 119.3 . . ? C15 C14 H14 119.3 . . ? C14 C15 C10 116.7(6) . . ? C14 C15 C17 122.6(5) . . ? C10 C15 C17 120.7(5) . . ? C11 C16 H16A 109.5 . . ? C11 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C11 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 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 C9 Fe1 S1 C1 -87.8(3) . . . . ? C7 Fe1 S1 C1 97.4(3) . . . . ? C6 Fe1 S1 C1 2.7(2) . . . . ? I1 Fe1 S1 C1 -177.7(2) . . . . ? C5 N1 C1 C2 1.0(8) . . . . ? C6 N1 C1 C2 179.2(5) . . . . ? C5 N1 C1 S1 -178.1(5) . . . . ? C6 N1 C1 S1 0.1(7) . . . . ? Fe1 S1 C1 N1 -2.2(5) . . . . ? Fe1 S1 C1 C2 178.8(5) . . . . ? N1 C1 C2 C3 -1.6(9) . . . . ? S1 C1 C2 C3 177.5(5) . . . . ? C1 C2 C3 C4 0.5(10) . . . . ? C2 C3 C4 C5 1.1(11) . . . . ? C3 C4 C5 N1 -1.7(11) . . . . ? C1 N1 C5 C4 0.6(10) . . . . ? C6 N1 C5 C4 -177.6(6) . . . . ? C1 N1 C6 O1 -178.8(5) . . . . ? C5 N1 C6 O1 -0.5(7) . . . . ? C1 N1 C6 Fe1 2.5(6) . . . . ? C5 N1 C6 Fe1 -179.2(4) . . . . ? C8 Fe1 C6 O1 -3.1(6) . . . . ? C9 Fe1 C6 O1 -94.3(6) . . . . ? C7 Fe1 C6 O1 90.4(6) . . . . ? S1 Fe1 C6 O1 178.7(6) . . . . ? C8 Fe1 C6 N1 175.3(4) . . . . ? C9 Fe1 C6 N1 84.0(4) . . . . ? C7 Fe1 C6 N1 -91.3(4) . . . . ? S1 Fe1 C6 N1 -2.9(3) . . . . ? C15 C10 C11 C12 0.4(8) . . . . ? N2 C10 C11 C12 -179.7(5) . . . . ? C15 C10 C11 C16 -177.9(5) . . . . ? N2 C10 C11 C16 2.0(7) . . . . ? C10 C11 C12 C13 -0.6(8) . . . . ? C16 C11 C12 C13 177.7(5) . . . . ? C11 C12 C13 C14 0.1(9) . . . . ? C12 C13 C14 C15 0.6(9) . . . . ? C13 C14 C15 C10 -0.7(8) . . . . ? C13 C14 C15 C17 -179.1(5) . . . . ? C11 C10 C15 C14 0.3(8) . . . . ? N2 C10 C15 C14 -179.7(5) . . . . ? C11 C10 C15 C17 178.7(5) . . . . ? N2 C10 C15 C17 -1.2(8) . . . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 3.010 _refine_diff_density_min -1.176 _refine_diff_density_rms 0.214 #===END