Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2003 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 loop_ _publ_author_name 'David J. Evans' 'J. Elaine Barclay' 'Sian C. Davies' 'David L. Hughes' 'Matt C. Smith' _publ_contact_author_name 'David J Evans' _publ_contact_author_address ; Department of Biological Chemistry John Innes Centre Norwich Research Park Colney Norwich Norfolk NR4 7UH UNITED KINGDOM ; _publ_contact_author_email DAVE.EVANS@BBSRC.AC.UK _publ_section_title ; Targeting synthetic analogues of the metallo-sulfur active sites of nickel enzymes capable of important catalysis ; data_m19lt _database_code_CSD 192738 _audit_creation_method SHELXL-97 _chemical_name_systematic ; [{Fe({SCH2CH2}3N)(NO)(mu-S)}{Ni(Me)(P{C6H5}2CH2CH2P{C6H5}2)}].ca.0.2(MeCN) ; _chemical_name_common ;((Fe((SCH2CH2)3N)(NO)(mu- S))(Ni(Me)(P(C6H5)2CH2CH2P(C6H5)2))).ca.0.2(MeCN) ; _chemical_melting_point ? _chemical_formula_moiety 'C33 H39 Fe N2 Ni O P2 S3, 0.2(C2 H3 N)' _chemical_formula_structural ? _chemical_formula_sum 'C33.40 H39.60 Fe N2.20 Ni O P2 S3' _chemical_formula_weight 760.55 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21 / c' 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 11.410(3) _cell_length_b 19.361(6) _cell_length_c 15.633(5) _cell_angle_alpha 90.00 _cell_angle_beta 98.64(2) _cell_angle_gamma 90.00 _cell_volume 3414.3(17) _cell_formula_units_Z 4 _cell_measurement_temperature 140(2) _cell_measurement_reflns_used 24 _cell_measurement_theta_min 10 _cell_measurement_theta_max 11 _exptl_crystal_description 'square plates' _exptl_crystal_colour Black _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.480 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1582 _exptl_absorpt_coefficient_mu 1.284 _exptl_absorpt_correction_type 'semi-empirical psi-scans' _exptl_absorpt_correction_T_min 0.916 _exptl_absorpt_correction_T_max 0.934 _exptl_absorpt_process_details 'EMPABS, (Sheldrick et al, 1977)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 140(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type Mo-K\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Enraf-Nonius CAD4 diffractometer' _diffrn_measurement_method 'scintillation counter; \w scans' _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time '10000 s' _diffrn_standards_decay_% 0 _diffrn_reflns_number 4786 _diffrn_reflns_av_R_equivalents 0.060 _diffrn_reflns_av_sigmaI/netI 0.1786 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -4 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -3 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.5 _diffrn_reflns_theta_max 22.0 _reflns_number_total 4173 _reflns_number_gt 1854 _reflns_threshold_expression I>2sigma(I) _computing_data_collection 'CAD4/EXPRESS (Enraf-Nonius, 1992)' _computing_cell_refinement 'CAD4/EXPRESS (Enraf-Nonius, 1992)' _computing_data_reduction 'CAD4 (Hursthouse, 1976)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP (Johnson, 1971; Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0128P)^2^] 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 4173 _refine_ls_number_parameters 401 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1477 _refine_ls_R_factor_gt 0.0670 _refine_ls_wR_factor_ref 0.1379 _refine_ls_wR_factor_gt 0.0998 _refine_ls_goodness_of_fit_ref 0.978 _refine_ls_restrained_S_all 0.978 _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 Ni1 Ni 0.14515(12) 0.05447(8) 0.28111(9) 0.0242(4) Uani 1 1 d . . . C1 C 0.0174(10) 0.0433(6) 0.3518(7) 0.041(4) Uani 1 1 d . . . H1A H -0.0582 0.0575 0.3181 0.061 Uiso 1 1 calc R . . H1B H 0.0342 0.0720 0.4037 0.061 Uiso 1 1 calc R . . H1C H 0.0125 -0.0052 0.3686 0.061 Uiso 1 1 calc R . . P1 P 0.0067(3) 0.07225(16) 0.17694(19) 0.0260(8) Uani 1 1 d . . . C111 C -0.1134(9) 0.0108(6) 0.1628(6) 0.022(3) Uani 1 1 d . . . C112 C -0.0868(10) -0.0583(6) 0.1538(6) 0.026(3) Uani 1 1 d . . . H112 H -0.0068 -0.0719 0.1541 0.031 Uiso 1 1 calc R . . C113 C -0.1745(11) -0.1074(6) 0.1444(7) 0.028(3) Uani 1 1 d . . . H113 H -0.1541 -0.1545 0.1379 0.034 Uiso 1 1 calc R . . C114 C -0.2904(11) -0.0899(6) 0.1442(7) 0.032(3) Uani 1 1 d . . . H114 H -0.3506 -0.1242 0.1364 0.038 Uiso 1 1 calc R . . C115 C -0.3185(10) -0.0226(6) 0.1553(7) 0.027(3) Uani 1 1 d . . . H115 H -0.3988 -0.0102 0.1568 0.032 Uiso 1 1 calc R . . C116 C -0.2320(11) 0.0284(6) 0.1645(8) 0.040(4) Uani 1 1 d . . . H116 H -0.2533 0.0752 0.1719 0.049 Uiso 1 1 calc R . . C121 C -0.0565(9) 0.1581(6) 0.1741(7) 0.026(3) Uani 1 1 d . . . C122 C -0.1305(10) 0.1853(7) 0.1025(8) 0.039(3) Uani 1 1 d . . . H122 H -0.1550 0.1565 0.0539 0.047 Uiso 1 1 calc R . . C123 C -0.1682(11) 0.2518(7) 0.1008(9) 0.041(4) Uani 1 1 d . . . H123 H -0.2172 0.2691 0.0509 0.050 Uiso 1 1 calc R . . C124 C -0.1368(12) 0.2929(7) 0.1687(11) 0.059(5) Uani 1 1 d . . . H124 H -0.1651 0.3391 0.1669 0.071 Uiso 1 1 calc R . . C125 C -0.0652(11) 0.2700(7) 0.2404(10) 0.052(4) Uani 1 1 d . . . H125 H -0.0435 0.3004 0.2879 0.063 Uiso 1 1 calc R . . C126 C -0.0241(9) 0.2033(6) 0.2446(9) 0.037(3) Uani 1 1 d . . . H126 H 0.0260 0.1875 0.2949 0.045 Uiso 1 1 calc R . . C12 C 0.0643(9) 0.0692(6) 0.0737(6) 0.027(3) Uani 1 1 d . . . H12A H 0.0708 0.0207 0.0547 0.032 Uiso 1 1 calc R . . H12B H 0.0107 0.0943 0.0285 0.032 Uiso 1 1 calc R . . C21 C 0.1857(9) 0.1031(6) 0.0884(7) 0.029(3) Uani 1 1 d . . . H21A H 0.1777 0.1534 0.0971 0.035 Uiso 1 1 calc R . . H21B H 0.2265 0.0957 0.0375 0.035 Uiso 1 1 calc R . . P2 P 0.2707(2) 0.06398(16) 0.18419(18) 0.0215(7) Uani 1 1 d . . . C211 C 0.4094(9) 0.1096(6) 0.1993(7) 0.023(3) Uani 1 1 d . . . C212 C 0.4416(10) 0.1610(6) 0.1437(7) 0.029(3) Uani 1 1 d . . . H212 H 0.3872 0.1727 0.0937 0.035 Uiso 1 1 calc R . . C213 C 0.5460(9) 0.1941(6) 0.1583(7) 0.027(3) Uani 1 1 d . . . H213 H 0.5636 0.2282 0.1184 0.032 Uiso 1 1 calc R . . C214 C 0.6289(9) 0.1793(5) 0.2306(7) 0.024(3) Uani 1 1 d . . . H214 H 0.7028 0.2028 0.2409 0.028 Uiso 1 1 calc R . . C215 C 0.6003(9) 0.1290(6) 0.2873(7) 0.030(3) Uani 1 1 d . . . H215 H 0.6545 0.1186 0.3380 0.036 Uiso 1 1 calc R . . C216 C 0.4952(10) 0.0943(6) 0.2711(7) 0.027(3) Uani 1 1 d . . . H216 H 0.4795 0.0586 0.3095 0.032 Uiso 1 1 calc R . . C221 C 0.3097(9) -0.0211(5) 0.1446(7) 0.023(3) Uani 1 1 d . . . C222 C 0.3595(10) -0.0272(6) 0.0701(7) 0.033(3) Uani 1 1 d . . . H222 H 0.3722 0.0131 0.0380 0.039 Uiso 1 1 calc R . . C223 C 0.3918(10) -0.0919(6) 0.0408(8) 0.032(3) Uani 1 1 d . . . H223 H 0.4241 -0.0951 -0.0116 0.039 Uiso 1 1 calc R . . C224 C 0.3772(11) -0.1492(7) 0.0863(7) 0.041(3) Uani 1 1 d . . . H224 H 0.4007 -0.1931 0.0678 0.049 Uiso 1 1 calc R . . C225 C 0.3263(13) -0.1422(7) 0.1619(8) 0.057(4) Uani 1 1 d . . . H225 H 0.3135 -0.1822 0.1945 0.069 Uiso 1 1 calc R . . C226 C 0.2947(12) -0.0792(6) 0.1895(8) 0.048(4) Uani 1 1 d . . . H226 H 0.2614 -0.0760 0.2415 0.058 Uiso 1 1 calc R . . S1 S 0.2863(3) 0.03618(15) 0.39161(18) 0.0256(8) Uani 1 1 d . . . Fe1 Fe 0.32646(14) 0.15270(9) 0.44586(10) 0.0252(4) Uani 1 1 d . . . S2 S 0.5235(3) 0.16288(17) 0.49865(19) 0.0342(8) Uani 1 1 d . . . S3 S 0.1813(3) 0.22424(16) 0.48069(19) 0.0348(8) Uani 1 1 d . . . N4 N 0.3119(8) 0.1012(4) 0.5739(5) 0.019(2) Uani 1 1 d . . . C14 C 0.2426(11) -0.0039(6) 0.4872(7) 0.036(3) Uani 1 1 d . . . H14A H 0.1578 0.0056 0.4895 0.043 Uiso 1 1 calc R . . H14B H 0.2537 -0.0545 0.4850 0.043 Uiso 1 1 calc R . . C41 C 0.3206(11) 0.0265(6) 0.5689(7) 0.034(3) Uani 1 1 d . . . H41A H 0.2959 0.0059 0.6213 0.040 Uiso 1 1 calc R . . H41B H 0.4044 0.0136 0.5679 0.040 Uiso 1 1 calc R . . C24 C 0.5290(11) 0.1248(6) 0.6067(7) 0.038(3) Uani 1 1 d . . . H24A H 0.5543 0.0759 0.6050 0.046 Uiso 1 1 calc R . . H24B H 0.5886 0.1497 0.6480 0.046 Uiso 1 1 calc R . . C42 C 0.4113(10) 0.1282(7) 0.6375(7) 0.040(4) Uani 1 1 d . . . H42A H 0.4155 0.1014 0.6918 0.047 Uiso 1 1 calc R . . H42B H 0.3945 0.1769 0.6508 0.047 Uiso 1 1 calc R . . C34 C 0.1682(9) 0.1958(5) 0.5897(7) 0.024(3) Uani 1 1 d . . . H34A H 0.2219 0.2236 0.6320 0.029 Uiso 1 1 calc R . . H34B H 0.0860 0.2035 0.6007 0.029 Uiso 1 1 calc R . . C43 C 0.1987(10) 0.1209(5) 0.6017(7) 0.029(3) Uani 1 1 d . . . H43A H 0.2022 0.1091 0.6636 0.034 Uiso 1 1 calc R . . H43B H 0.1344 0.0931 0.5687 0.034 Uiso 1 1 calc R . . N1 N 0.3325(9) 0.1984(5) 0.3498(6) 0.032(3) Uani 1 1 d . . . O1 O 0.3460(9) 0.2480(4) 0.3119(6) 0.064(3) Uani 1 1 d . . . C51 C -0.060(9) 0.342(6) 0.452(7) 0.13(4) Uiso 0.20 1 d P . . C52 C -0.095(6) 0.280(4) 0.424(4) 0.051(19) Uiso 0.20 1 d P . . C53 C -0.137(7) 0.196(5) 0.434(6) 0.09(3) Uiso 0.20 1 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0242(8) 0.0299(9) 0.0184(8) -0.0025(8) 0.0025(7) -0.0010(8) C1 0.038(8) 0.056(9) 0.029(7) -0.005(7) 0.007(6) -0.017(7) P1 0.0238(18) 0.0289(19) 0.0254(18) -0.0077(16) 0.0040(15) 0.0001(16) C111 0.025(7) 0.034(8) 0.006(6) -0.004(5) -0.005(5) 0.000(6) C112 0.029(7) 0.028(7) 0.020(7) 0.006(6) 0.003(5) 0.006(7) C113 0.039(8) 0.014(7) 0.029(7) -0.008(6) -0.003(6) 0.008(6) C114 0.045(9) 0.034(9) 0.012(7) -0.005(6) -0.009(6) -0.013(7) C115 0.022(7) 0.033(8) 0.026(7) -0.002(6) 0.004(6) -0.015(6) C116 0.044(9) 0.036(9) 0.042(8) -0.012(7) 0.009(7) 0.010(7) C121 0.030(7) 0.019(7) 0.030(7) -0.003(6) 0.008(6) -0.006(6) C122 0.031(8) 0.037(9) 0.049(9) -0.009(7) 0.008(7) -0.006(7) C123 0.033(8) 0.034(9) 0.059(10) 0.003(8) 0.011(7) 0.002(7) C124 0.037(10) 0.031(9) 0.111(15) 0.016(10) 0.014(10) 0.008(8) C125 0.020(8) 0.038(9) 0.099(13) -0.031(9) 0.007(8) 0.005(7) C126 0.012(7) 0.038(9) 0.062(9) -0.022(8) 0.008(7) -0.003(6) C12 0.034(7) 0.036(8) 0.009(6) -0.007(6) -0.004(5) -0.002(6) C21 0.035(8) 0.025(7) 0.026(7) 0.009(6) 0.000(6) 0.013(6) P2 0.0234(17) 0.0270(19) 0.0144(16) -0.0015(15) 0.0035(13) -0.0011(15) C211 0.013(6) 0.027(7) 0.028(7) -0.013(6) 0.001(6) 0.009(6) C212 0.033(8) 0.037(8) 0.018(7) 0.003(6) 0.001(6) -0.001(7) C213 0.023(7) 0.025(7) 0.034(8) -0.005(6) 0.010(6) -0.010(6) C214 0.017(6) 0.024(7) 0.031(7) -0.005(6) 0.005(6) 0.000(6) C215 0.013(7) 0.049(8) 0.027(7) -0.004(7) -0.005(6) -0.013(6) C216 0.021(7) 0.033(7) 0.030(8) 0.000(6) 0.014(6) 0.002(6) C221 0.018(7) 0.017(7) 0.032(8) -0.007(6) -0.006(6) -0.002(5) C222 0.039(8) 0.027(8) 0.035(8) 0.006(6) 0.015(7) -0.006(6) C223 0.035(8) 0.033(8) 0.030(8) -0.002(7) 0.013(6) -0.002(6) C224 0.062(9) 0.035(9) 0.023(8) -0.003(7) -0.002(7) 0.012(8) C225 0.125(14) 0.030(9) 0.018(7) 0.001(7) 0.015(8) -0.003(9) C226 0.092(12) 0.014(8) 0.037(9) 0.007(7) 0.002(8) 0.018(7) S1 0.0293(18) 0.0287(19) 0.0193(16) 0.0003(14) 0.0052(14) -0.0014(15) Fe1 0.0328(10) 0.0256(10) 0.0174(9) 0.0008(8) 0.0045(8) 0.0006(9) S2 0.037(2) 0.041(2) 0.0250(17) -0.0055(17) 0.0041(15) -0.0078(17) S3 0.049(2) 0.033(2) 0.0223(17) 0.0001(16) 0.0057(16) 0.0139(17) N4 0.027(6) 0.017(5) 0.013(5) -0.002(4) 0.001(4) -0.002(5) C14 0.056(9) 0.027(8) 0.023(7) -0.002(6) -0.006(6) -0.006(7) C41 0.045(8) 0.037(8) 0.021(7) 0.010(6) 0.010(6) 0.007(7) C24 0.055(9) 0.036(8) 0.023(7) -0.006(6) 0.001(7) -0.001(7) C42 0.035(8) 0.072(10) 0.009(6) 0.008(7) -0.005(6) -0.013(7) C34 0.020(7) 0.031(7) 0.025(7) 0.007(6) 0.011(6) -0.009(6) C43 0.045(8) 0.020(7) 0.024(7) 0.009(6) 0.014(6) 0.000(6) N1 0.054(7) 0.016(6) 0.027(6) -0.003(5) 0.013(5) -0.004(5) O1 0.121(9) 0.027(6) 0.050(6) 0.015(5) 0.030(6) -0.002(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 Ni1 C1 1.969(10) . yes Ni1 P1 2.120(3) . yes Ni1 S1 2.206(3) . yes Ni1 P2 2.243(3) . yes C1 H1A 0.9800 . no C1 H1B 0.9800 . no C1 H1C 0.9800 . no P1 C111 1.803(11) . yes P1 C121 1.809(11) . yes P1 C12 1.834(10) . yes C111 C112 1.383(15) . no C111 C116 1.400(14) . no C112 C113 1.372(14) . no C112 H112 0.9500 . no C113 C114 1.365(15) . no C113 H113 0.9500 . no C114 C115 1.360(15) . no C114 H114 0.9500 . no C115 C116 1.387(15) . no C115 H115 0.9500 . no C116 H116 0.9500 . no C121 C122 1.400(15) . no C121 C126 1.413(15) . no C122 C123 1.355(16) . no C122 H122 0.9500 . no C123 C124 1.332(18) . no C123 H123 0.9500 . no C124 C125 1.359(18) . no C124 H124 0.9500 . no C125 C126 1.373(16) . no C125 H125 0.9500 . no C126 H126 0.9500 . no C12 C21 1.519(14) . yes C12 H12A 0.9900 . no C12 H12B 0.9900 . no C21 P2 1.822(10) . yes C21 H21A 0.9900 . no C21 H21B 0.9900 . no P2 C211 1.797(11) . yes P2 C221 1.839(11) . yes C211 C212 1.405(14) . no C211 C216 1.406(14) . no C212 C213 1.341(14) . no C212 H212 0.9500 . no C213 C214 1.391(14) . no C213 H213 0.9500 . no C214 C215 1.389(14) . no C214 H214 0.9500 . no C215 C216 1.365(14) . no C215 H215 0.9500 . no C216 H216 0.9500 . no C221 C226 1.350(14) . no C221 C222 1.375(14) . no C222 C223 1.402(15) . no C222 H222 0.9500 . no C223 C224 1.343(15) . no C223 H223 0.9500 . no C224 C225 1.399(15) . no C224 H224 0.9500 . no C225 C226 1.361(16) . no C225 H225 0.9500 . no C226 H226 0.9500 . no S1 C14 1.818(11) . yes S1 Fe1 2.429(3) . yes Fe1 N1 1.754(10) . yes Fe1 N4 2.265(8) . yes Fe1 S2 2.284(3) . yes Fe1 S3 2.286(3) . yes S2 C24 1.835(11) . yes S3 C34 1.818(10) . yes N4 C41 1.452(13) . no N4 C43 1.473(13) . no N4 C42 1.486(13) . no C14 C41 1.558(15) . no C14 H14A 0.9900 . no C14 H14B 0.9900 . no C41 H41A 0.9900 . no C41 H41B 0.9900 . no C24 C42 1.495(15) . no C24 H24A 0.9900 . no C24 H24B 0.9900 . no C42 H42A 0.9900 . no C42 H42B 0.9900 . no C34 C43 1.498(14) . no C34 H34A 0.9900 . no C34 H34B 0.9900 . no C43 H43A 0.9900 . no C43 H43B 0.9900 . no N1 O1 1.150(10) . yes C51 C52 1.33(11) . no C52 C53 1.71(10) . no 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 C1 Ni1 P1 85.4(4) . . yes C1 Ni1 S1 93.3(4) . . yes P1 Ni1 S1 178.68(13) . . yes C1 Ni1 P2 171.7(3) . . yes P1 Ni1 P2 86.89(12) . . yes S1 Ni1 P2 94.41(12) . . yes Ni1 C1 H1A 109.5 . . no Ni1 C1 H1B 109.5 . . no H1A C1 H1B 109.5 . . no Ni1 C1 H1C 109.5 . . no H1A C1 H1C 109.5 . . no H1B C1 H1C 109.5 . . no C111 P1 C121 108.1(5) . . yes C111 P1 C12 103.7(5) . . yes C121 P1 C12 101.7(5) . . yes C111 P1 Ni1 116.8(4) . . yes C121 P1 Ni1 114.6(4) . . yes C12 P1 Ni1 110.3(4) . . yes C112 C111 C116 117.7(11) . . no C112 C111 P1 118.5(9) . . no C116 C111 P1 123.8(9) . . no C113 C112 C111 120.9(10) . . no C113 C112 H112 119.5 . . no C111 C112 H112 119.5 . . no C114 C113 C112 121.3(11) . . no C114 C113 H113 119.4 . . no C112 C113 H113 119.4 . . no C115 C114 C113 119.0(11) . . no C115 C114 H114 120.5 . . no C113 C114 H114 120.5 . . no C114 C115 C116 121.1(11) . . no C114 C115 H115 119.4 . . no C116 C115 H115 119.4 . . no C115 C116 C111 120.0(11) . . no C115 C116 H116 120.0 . . no C111 C116 H116 120.0 . . no C122 C121 C126 116.5(11) . . no C122 C121 P1 123.8(9) . . no C126 C121 P1 119.5(9) . . no C123 C122 C121 121.7(13) . . no C123 C122 H122 119.2 . . no C121 C122 H122 119.2 . . no C124 C123 C122 120.3(14) . . no C124 C123 H123 119.8 . . no C122 C123 H123 119.8 . . no C123 C124 C125 121.3(13) . . no C123 C124 H124 119.3 . . no C125 C124 H124 119.3 . . no C124 C125 C126 120.3(14) . . no C124 C125 H125 119.9 . . no C126 C125 H125 119.9 . . no C125 C126 C121 119.9(13) . . no C125 C126 H126 120.1 . . no C121 C126 H126 120.1 . . no C21 C12 P1 107.0(7) . . yes C21 C12 H12A 110.3 . . no P1 C12 H12A 110.3 . . no C21 C12 H12B 110.3 . . no P1 C12 H12B 110.3 . . no H12A C12 H12B 108.6 . . no C12 C21 P2 107.8(7) . . yes C12 C21 H21A 110.2 . . no P2 C21 H21A 110.2 . . no C12 C21 H21B 110.2 . . no P2 C21 H21B 110.2 . . no H21A C21 H21B 108.5 . . no C211 P2 C21 104.6(5) . . yes C211 P2 C221 103.4(5) . . yes C21 P2 C221 102.8(5) . . yes C211 P2 Ni1 126.2(4) . . yes C21 P2 Ni1 106.0(4) . . yes C221 P2 Ni1 111.5(4) . . yes C212 C211 C216 115.3(10) . . no C212 C211 P2 125.0(9) . . no C216 C211 P2 119.7(9) . . no C213 C212 C211 122.8(11) . . no C213 C212 H212 118.6 . . no C211 C212 H212 118.6 . . no C212 C213 C214 121.2(11) . . no C212 C213 H213 119.4 . . no C214 C213 H213 119.4 . . no C215 C214 C213 117.8(10) . . no C215 C214 H214 121.1 . . no C213 C214 H214 121.1 . . no C216 C215 C214 120.7(11) . . no C216 C215 H215 119.6 . . no C214 C215 H215 119.6 . . no C215 C216 C211 122.1(11) . . no C215 C216 H216 118.9 . . no C211 C216 H216 118.9 . . no C226 C221 C222 118.1(11) . . no C226 C221 P2 121.0(9) . . no C222 C221 P2 120.9(9) . . no C221 C222 C223 121.0(11) . . no C221 C222 H222 119.5 . . no C223 C222 H222 119.5 . . no C224 C223 C222 120.4(11) . . no C224 C223 H223 119.8 . . no C222 C223 H223 119.8 . . no C223 C224 C225 117.9(12) . . no C223 C224 H224 121.1 . . no C225 C224 H224 121.1 . . no C226 C225 C224 121.2(13) . . no C226 C225 H225 119.4 . . no C224 C225 H225 119.4 . . no C221 C226 C225 121.4(12) . . no C221 C226 H226 119.3 . . no C225 C226 H226 119.3 . . no C14 S1 Ni1 117.0(4) . . yes C14 S1 Fe1 99.8(4) . . yes Ni1 S1 Fe1 101.62(12) . . yes N1 Fe1 N4 175.4(4) . . yes N1 Fe1 S2 95.9(3) . . yes N4 Fe1 S2 85.3(2) . . yes N1 Fe1 S3 91.2(3) . . yes N4 Fe1 S3 84.5(2) . . yes S2 Fe1 S3 124.78(14) . . yes N1 Fe1 S1 101.5(3) . . yes N4 Fe1 S1 82.2(2) . . yes S2 Fe1 S1 109.26(12) . . yes S3 Fe1 S1 122.71(13) . . yes C24 S2 Fe1 101.2(4) . . yes C34 S3 Fe1 101.8(4) . . yes C41 N4 C43 110.1(9) . . no C41 N4 C42 109.6(9) . . no C43 N4 C42 109.1(8) . . no C41 N4 Fe1 112.0(7) . . no C43 N4 Fe1 109.3(6) . . no C42 N4 Fe1 106.6(6) . . no C41 C14 S1 108.6(8) . . no C41 C14 H14A 110.0 . . no S1 C14 H14A 110.0 . . no C41 C14 H14B 110.0 . . no S1 C14 H14B 110.0 . . no H14A C14 H14B 108.4 . . no N4 C41 C14 112.7(9) . . no N4 C41 H41A 109.1 . . no C14 C41 H41A 109.1 . . no N4 C41 H41B 109.1 . . no C14 C41 H41B 109.1 . . no H41A C41 H41B 107.8 . . no C42 C24 S2 111.7(8) . . no C42 C24 H24A 109.3 . . no S2 C24 H24A 109.3 . . no C42 C24 H24B 109.3 . . no S2 C24 H24B 109.3 . . no H24A C24 H24B 107.9 . . no N4 C42 C24 113.7(9) . . no N4 C42 H42A 108.8 . . no C24 C42 H42A 108.8 . . no N4 C42 H42B 108.8 . . no C24 C42 H42B 108.8 . . no H42A C42 H42B 107.7 . . no C43 C34 S3 111.1(8) . . no C43 C34 H34A 109.4 . . no S3 C34 H34A 109.4 . . no C43 C34 H34B 109.4 . . no S3 C34 H34B 109.4 . . no H34A C34 H34B 108.0 . . no N4 C43 C34 114.3(9) . . no N4 C43 H43A 108.7 . . no C34 C43 H43A 108.7 . . no N4 C43 H43B 108.7 . . no C34 C43 H43B 108.7 . . no H43A C43 H43B 107.6 . . no O1 N1 Fe1 152.5(9) . . yes C51 C52 C53 155(8) . . no 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 C1 Ni1 P1 C111 -49.3(5) . . . . no S1 Ni1 P1 C111 -61(6) . . . . no P2 Ni1 P1 C111 127.8(4) . . . . no C1 Ni1 P1 C121 78.7(5) . . . . no S1 Ni1 P1 C121 67(6) . . . . no P2 Ni1 P1 C121 -104.2(4) . . . . no C1 Ni1 P1 C12 -167.3(5) . . . . no S1 Ni1 P1 C12 -179(100) . . . . no P2 Ni1 P1 C12 9.8(4) . . . . no C121 P1 C111 C112 173.4(8) . . . . no C12 P1 C111 C112 66.0(10) . . . . no Ni1 P1 C111 C112 -55.6(9) . . . . no C121 P1 C111 C116 -9.7(11) . . . . no C12 P1 C111 C116 -117.1(10) . . . . no Ni1 P1 C111 C116 121.3(9) . . . . no C116 C111 C112 C113 1.8(16) . . . . no P1 C111 C112 C113 178.9(8) . . . . no C111 C112 C113 C114 -0.4(17) . . . . no C112 C113 C114 C115 -1.4(17) . . . . no C113 C114 C115 C116 1.7(18) . . . . no C114 C115 C116 C111 -0.3(18) . . . . no C112 C111 C116 C115 -1.4(17) . . . . no P1 C111 C116 C115 -178.3(9) . . . . no C111 P1 C121 C122 -61.4(10) . . . . no C12 P1 C121 C122 47.4(10) . . . . no Ni1 P1 C121 C122 166.3(8) . . . . no C111 P1 C121 C126 123.5(9) . . . . no C12 P1 C121 C126 -127.7(9) . . . . no Ni1 P1 C121 C126 -8.8(10) . . . . no C126 C121 C122 C123 0.6(17) . . . . no P1 C121 C122 C123 -174.7(9) . . . . no C121 C122 C123 C124 -1.1(19) . . . . no C122 C123 C124 C125 1(2) . . . . no C123 C124 C125 C126 0(2) . . . . no C124 C125 C126 C121 -0.1(19) . . . . no C122 C121 C126 C125 0.0(16) . . . . no P1 C121 C126 C125 175.5(9) . . . . no C111 P1 C12 C21 -164.0(7) . . . . no C121 P1 C12 C21 83.8(8) . . . . no Ni1 P1 C12 C21 -38.2(8) . . . . yes P1 C12 C21 P2 50.2(9) . . . . yes C12 C21 P2 C211 -177.5(7) . . . . no C12 C21 P2 C221 74.8(8) . . . . no C12 C21 P2 Ni1 -42.3(8) . . . . yes C1 Ni1 P2 C211 158(3) . . . . no P1 Ni1 P2 C211 137.4(5) . . . . no S1 Ni1 P2 C211 -42.4(5) . . . . no C1 Ni1 P2 C21 36(3) . . . . no P1 Ni1 P2 C21 15.1(4) . . . . no S1 Ni1 P2 C21 -164.7(4) . . . . no C1 Ni1 P2 C221 -75(3) . . . . no P1 Ni1 P2 C221 -96.0(4) . . . . no S1 Ni1 P2 C221 84.2(4) . . . . no C21 P2 C211 C212 -3.3(10) . . . . no C221 P2 C211 C212 104.0(9) . . . . no Ni1 P2 C211 C212 -126.2(8) . . . . no C21 P2 C211 C216 177.1(8) . . . . no C221 P2 C211 C216 -75.6(9) . . . . no Ni1 P2 C211 C216 54.2(10) . . . . no C216 C211 C212 C213 -1.0(16) . . . . no P2 C211 C212 C213 179.4(9) . . . . no C211 C212 C213 C214 -0.3(17) . . . . no C212 C213 C214 C215 0.2(16) . . . . no C213 C214 C215 C216 1.5(16) . . . . no C214 C215 C216 C211 -3.0(17) . . . . no C212 C211 C216 C215 2.7(16) . . . . no P2 C211 C216 C215 -177.7(8) . . . . no C211 P2 C221 C226 118.6(11) . . . . no C21 P2 C221 C226 -132.6(10) . . . . no Ni1 P2 C221 C226 -19.6(11) . . . . no C211 P2 C221 C222 -58.7(10) . . . . no C21 P2 C221 C222 50.0(10) . . . . no Ni1 P2 C221 C222 163.1(8) . . . . no C226 C221 C222 C223 1.1(18) . . . . no P2 C221 C222 C223 178.6(9) . . . . no C221 C222 C223 C224 -1.6(19) . . . . no C222 C223 C224 C225 1.7(19) . . . . no C223 C224 C225 C226 -1(2) . . . . no C222 C221 C226 C225 -1(2) . . . . no P2 C221 C226 C225 -178.2(11) . . . . no C224 C225 C226 C221 1(2) . . . . no C1 Ni1 S1 C14 16.7(6) . . . . no P1 Ni1 S1 C14 28(6) . . . . no P2 Ni1 S1 C14 -160.4(4) . . . . no C1 Ni1 S1 Fe1 -90.7(4) . . . . no P1 Ni1 S1 Fe1 -79(6) . . . . no P2 Ni1 S1 Fe1 92.24(13) . . . . no C14 S1 Fe1 N1 -165.8(5) . . . . no Ni1 S1 Fe1 N1 -45.4(4) . . . . no C14 S1 Fe1 N4 11.6(5) . . . . no Ni1 S1 Fe1 N4 131.9(2) . . . . no C14 S1 Fe1 S2 93.7(4) . . . . no Ni1 S1 Fe1 S2 -145.91(12) . . . . no C14 S1 Fe1 S3 -66.8(4) . . . . no Ni1 S1 Fe1 S3 53.58(17) . . . . no N1 Fe1 S2 C24 174.2(5) . . . . no N4 Fe1 S2 C24 -1.4(5) . . . . no S3 Fe1 S2 C24 78.5(4) . . . . no S1 Fe1 S2 C24 -81.5(4) . . . . no N1 Fe1 S3 C34 -172.6(5) . . . . no N4 Fe1 S3 C34 5.8(4) . . . . no S2 Fe1 S3 C34 -74.6(4) . . . . no S1 Fe1 S3 C34 82.9(4) . . . . no N1 Fe1 N4 C41 161(5) . . . . no S2 Fe1 N4 C41 -94.0(8) . . . . no S3 Fe1 N4 C41 140.3(8) . . . . no S1 Fe1 N4 C41 16.2(7) . . . . no N1 Fe1 N4 C43 39(5) . . . . no S2 Fe1 N4 C43 143.7(6) . . . . no S3 Fe1 N4 C43 18.0(6) . . . . no S1 Fe1 N4 C43 -106.1(6) . . . . no N1 Fe1 N4 C42 -79(5) . . . . no S2 Fe1 N4 C42 25.9(7) . . . . no S3 Fe1 N4 C42 -99.8(7) . . . . no S1 Fe1 N4 C42 136.1(7) . . . . no Ni1 S1 C14 C41 -145.5(7) . . . . yes Fe1 S1 C14 C41 -37.1(8) . . . . yes C43 N4 C41 C14 75.8(11) . . . . no C42 N4 C41 C14 -164.2(9) . . . . no Fe1 N4 C41 C14 -46.0(11) . . . . yes S1 C14 C41 N4 57.3(11) . . . . yes Fe1 S2 C24 C42 -23.7(9) . . . . yes C41 N4 C42 C24 71.9(12) . . . . no C43 N4 C42 C24 -167.5(10) . . . . no Fe1 N4 C42 C24 -49.6(11) . . . . yes S2 C24 C42 N4 50.6(13) . . . . yes Fe1 S3 C34 C43 -29.6(8) . . . . yes C41 N4 C43 C34 -166.7(10) . . . . no C42 N4 C43 C34 73.0(12) . . . . no Fe1 N4 C43 C34 -43.2(11) . . . . yes S3 C34 C43 N4 50.1(12) . . . . yes N4 Fe1 N1 O1 37(7) . . . . no S2 Fe1 N1 O1 -67(2) . . . . no S3 Fe1 N1 O1 58(2) . . . . no S1 Fe1 N1 O1 -178(2) . . . . no _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 21.97 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.523 _refine_diff_density_min -0.544 _refine_diff_density_rms 0.123