# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_jm95a_IIa _database_code_depnum_ccdc_archive 'CCDC 868741' #TrackingRef 'IIIa_jm95a.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H24 Fe2' _chemical_formula_sum 'C34 H24 Fe2' _chemical_formula_weight 544.23 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' _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 10.9234(9) _cell_length_b 10.2150(8) _cell_length_c 11.2637(9) _cell_angle_alpha 90.00 _cell_angle_beta 110.589(4) _cell_angle_gamma 90.00 _cell_volume 1176.55(16) _cell_formula_units_Z 2 _cell_measurement_temperature 91(2) _cell_measurement_reflns_used 1497 _cell_measurement_theta_min 2.78 _cell_measurement_theta_max 20.23 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.536 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 560 _exptl_absorpt_coefficient_mu 1.256 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6539 _exptl_absorpt_correction_T_max 0.7445 _exptl_absorpt_process_details 'SADABS (Bruker, 2009)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 91(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 APEXII CCD area detector' _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 8316 _diffrn_reflns_av_R_equivalents 0.0630 _diffrn_reflns_av_sigmaI/netI 0.0368 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 20.60 _reflns_number_total 1184 _reflns_number_gt 996 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'APEX2 (Bruker 2009)' _computing_cell_refinement 'APEX2 and SAINT (Bruker 2009)' _computing_data_reduction SAINT _computing_structure_solution ; SHELXS-97 (Sheldrick, 2008) & TITAN (Hunter & Simpson, 1999) ; _computing_structure_refinement ; SHELXL-97 (Sheldrick, 2008) & TITAN (Hunter & Simpson, 1999) ; _computing_molecular_graphics ; SHELXTL (Sheldrick, 2008) and Mercury (Macrae et al., 2008) ; _computing_publication_material ; SHELXL-97, enCIFer (Allen et al., 2004), PLATON (Spek, 2009), PublCIF (Westrip 2010) ; _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^)+(0.0345P)^2^+1.5120P] 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 1184 _refine_ls_number_parameters 163 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0374 _refine_ls_R_factor_gt 0.0276 _refine_ls_wR_factor_ref 0.0691 _refine_ls_wR_factor_gt 0.0633 _refine_ls_goodness_of_fit_ref 0.942 _refine_ls_restrained_S_all 0.942 _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 C6 C 0.0997(3) 0.2571(4) 0.2381(3) 0.0212(10) Uani 1 1 d . . . H6 H 0.1218 0.2365 0.1659 0.025 Uiso 1 1 calc R . . C7 C -0.0017(4) 0.1984(4) 0.2712(4) 0.0216(10) Uani 1 1 d . . . H7 H -0.0591 0.1311 0.2256 0.026 Uiso 1 1 calc R . . C8 C -0.0018(4) 0.2581(4) 0.3839(4) 0.0229(10) Uani 1 1 d . . . H8 H -0.0601 0.2385 0.4273 0.027 Uiso 1 1 calc R . . C9 C 0.0997(4) 0.3520(3) 0.4215(4) 0.0196(10) Uani 1 1 d . . . H9 H 0.1221 0.4060 0.4947 0.023 Uiso 1 1 calc R . . C10 C 0.1617(4) 0.3515(3) 0.3312(4) 0.0206(10) Uani 1 1 d . . . H10 H 0.2331 0.4054 0.3327 0.025 Uiso 1 1 calc R . . Fe1 Fe 0.17396(5) 0.16994(5) 0.41088(5) 0.0158(2) Uani 1 1 d . . . C1 C 0.2967(3) 0.0277(3) 0.3927(3) 0.0166(9) Uani 1 1 d . . . C2 C 0.1948(3) -0.0275(3) 0.4287(3) 0.0170(9) Uani 1 1 d . . . H2 H 0.1323 -0.0904 0.3821 0.020 Uiso 1 1 calc R . . C3 C 0.2036(4) 0.0286(3) 0.5461(3) 0.0221(10) Uani 1 1 d . . . H3 H 0.1482 0.0094 0.5926 0.027 Uiso 1 1 calc R . . C4 C 0.3091(4) 0.1180(4) 0.5824(3) 0.0216(10) Uani 1 1 d . . . H4 H 0.3365 0.1694 0.6575 0.026 Uiso 1 1 calc R . . C5 C 0.3666(4) 0.1179(4) 0.4886(4) 0.0205(10) Uani 1 1 d . . . H5 H 0.4393 0.1692 0.4892 0.025 Uiso 1 1 calc R . . C11 C 0.3245(3) -0.0016(4) 0.2803(4) 0.0184(9) Uani 1 1 d . . . C12 C 0.3521(3) -0.0279(3) 0.1893(4) 0.0192(10) Uani 1 1 d . . . C31 C 0.3845(3) -0.0576(3) 0.0788(3) 0.0162(9) Uani 1 1 d . . . C32 C 0.3150(4) -0.1498(3) -0.0069(3) 0.0183(10) Uani 1 1 d . . . H32 H 0.2484 -0.1981 0.0095 0.022 Uiso 1 1 calc R . . C33 C 0.3407(3) -0.1737(3) -0.1181(3) 0.0169(9) Uani 1 1 d . . . H33 H 0.2906 -0.2370 -0.1770 0.020 Uiso 1 1 calc R . . C34 C 0.4372(3) -0.1068(3) -0.1426(3) 0.0155(9) Uani 1 1 d . . . H34 H 0.4536 -0.1239 -0.2185 0.019 Uiso 1 1 calc R . . C40 C 0.4874(3) 0.0130(3) 0.0568(3) 0.0130(9) 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 C6 0.025(2) 0.022(2) 0.017(2) -0.001(2) 0.007(2) 0.002(2) C7 0.017(2) 0.019(2) 0.022(2) 0.001(2) -0.0018(19) 0.0022(19) C8 0.018(2) 0.023(2) 0.029(3) 0.004(2) 0.011(2) 0.004(2) C9 0.027(2) 0.013(2) 0.017(2) 0.0013(18) 0.006(2) 0.008(2) C10 0.027(2) 0.013(2) 0.024(2) 0.0052(19) 0.011(2) -0.0015(18) Fe1 0.0184(3) 0.0130(4) 0.0155(4) 0.0004(2) 0.0053(2) 0.0000(3) C1 0.019(2) 0.013(2) 0.017(2) 0.0014(19) 0.0067(19) 0.0034(18) C2 0.021(2) 0.010(2) 0.021(2) -0.0007(18) 0.0089(19) 0.0000(18) C3 0.032(2) 0.016(2) 0.022(3) 0.0051(19) 0.014(2) 0.004(2) C4 0.026(2) 0.022(2) 0.011(2) -0.0016(18) 0.000(2) 0.007(2) C5 0.017(2) 0.019(2) 0.026(2) -0.003(2) 0.007(2) -0.0008(18) C11 0.015(2) 0.014(2) 0.024(3) 0.004(2) 0.0042(19) 0.0012(18) C12 0.017(2) 0.014(2) 0.023(3) 0.008(2) 0.003(2) -0.0023(17) C31 0.017(2) 0.018(2) 0.015(2) 0.0015(19) 0.0071(19) 0.0048(19) C32 0.021(2) 0.014(2) 0.022(3) 0.002(2) 0.0102(19) -0.0001(19) C33 0.018(2) 0.013(2) 0.017(2) -0.0001(18) 0.0035(19) 0.0014(18) C34 0.017(2) 0.016(2) 0.015(2) 0.0035(19) 0.0073(19) 0.0085(19) C40 0.0119(19) 0.011(2) 0.016(2) 0.0051(19) 0.0044(17) 0.0058(18) _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 C6 C10 1.410(5) . ? C6 C7 1.420(5) . ? C6 Fe1 2.032(4) . ? C6 H6 0.9500 . ? C7 C8 1.409(5) . ? C7 Fe1 2.030(4) . ? C7 H7 0.9500 . ? C8 C9 1.414(5) . ? C8 Fe1 2.044(4) . ? C8 H8 0.9500 . ? C9 C10 1.405(5) . ? C9 Fe1 2.049(3) . ? C9 H9 0.9500 . ? C10 Fe1 2.044(3) . ? C10 H10 0.9500 . ? Fe1 C2 2.031(3) . ? Fe1 C1 2.036(3) . ? Fe1 C3 2.040(4) . ? Fe1 C4 2.046(4) . ? Fe1 C5 2.044(4) . ? C1 C2 1.428(5) . ? C1 C11 1.434(6) . ? C1 C5 1.421(5) . ? C2 C3 1.413(5) . ? C2 H2 0.9500 . ? C3 C4 1.413(5) . ? C3 H3 0.9500 . ? C4 C5 1.406(5) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C11 C12 1.196(5) . ? C12 C31 1.441(6) . ? C31 C32 1.370(5) . ? C31 C40 1.428(5) . ? C32 C33 1.398(5) . ? C32 H32 0.9500 . ? C33 C34 1.363(5) . ? C33 H33 0.9500 . ? C34 C40 1.404(5) 3_655 ? C34 H34 0.9500 . ? C40 C34 1.404(5) 3_655 ? C40 C40 1.426(7) 3_655 ? 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 C10 C6 C7 108.0(3) . . ? C10 C6 Fe1 70.2(2) . . ? C7 C6 Fe1 69.4(2) . . ? C10 C6 H6 126.0 . . ? C7 C6 H6 126.0 . . ? Fe1 C6 H6 125.9 . . ? C8 C7 C6 107.6(3) . . ? C8 C7 Fe1 70.3(2) . . ? C6 C7 Fe1 69.6(2) . . ? C8 C7 H7 126.2 . . ? C6 C7 H7 126.2 . . ? Fe1 C7 H7 125.4 . . ? C7 C8 C9 108.3(3) . . ? C7 C8 Fe1 69.2(2) . . ? C9 C8 Fe1 70.0(2) . . ? C7 C8 H8 125.8 . . ? C9 C8 H8 125.8 . . ? Fe1 C8 H8 126.5 . . ? C10 C9 C8 107.9(3) . . ? C10 C9 Fe1 69.7(2) . . ? C8 C9 Fe1 69.6(2) . . ? C10 C9 H9 126.1 . . ? C8 C9 H9 126.1 . . ? Fe1 C9 H9 126.2 . . ? C9 C10 C6 108.3(3) . . ? C9 C10 Fe1 70.1(2) . . ? C6 C10 Fe1 69.3(2) . . ? C9 C10 H10 125.9 . . ? C6 C10 H10 125.9 . . ? Fe1 C10 H10 126.3 . . ? C7 Fe1 C6 40.92(14) . . ? C7 Fe1 C2 105.15(15) . . ? C6 Fe1 C2 121.53(15) . . ? C7 Fe1 C1 120.07(15) . . ? C6 Fe1 C1 105.78(15) . . ? C2 Fe1 C1 41.11(14) . . ? C7 Fe1 C3 122.60(15) . . ? C6 Fe1 C3 158.48(15) . . ? C2 Fe1 C3 40.60(14) . . ? C1 Fe1 C3 68.44(15) . . ? C7 Fe1 C10 68.37(15) . . ? C6 Fe1 C10 40.48(14) . . ? C2 Fe1 C10 158.73(15) . . ? C1 Fe1 C10 123.19(15) . . ? C3 Fe1 C10 159.81(15) . . ? C7 Fe1 C8 40.46(14) . . ? C6 Fe1 C8 68.08(15) . . ? C2 Fe1 C8 121.23(15) . . ? C1 Fe1 C8 156.47(15) . . ? C3 Fe1 C8 108.48(15) . . ? C10 Fe1 C8 67.78(15) . . ? C7 Fe1 C4 160.14(16) . . ? C6 Fe1 C4 158.52(15) . . ? C2 Fe1 C4 68.33(14) . . ? C1 Fe1 C4 68.15(15) . . ? C3 Fe1 C4 40.46(14) . . ? C10 Fe1 C4 124.34(15) . . ? C8 Fe1 C4 125.62(15) . . ? C7 Fe1 C9 68.25(15) . . ? C6 Fe1 C9 67.97(15) . . ? C2 Fe1 C9 158.14(15) . . ? C1 Fe1 C9 160.36(15) . . ? C3 Fe1 C9 124.14(15) . . ? C10 Fe1 C9 40.16(14) . . ? C8 Fe1 C9 40.42(14) . . ? C4 Fe1 C9 110.44(15) . . ? C7 Fe1 C5 156.82(15) . . ? C6 Fe1 C5 121.88(15) . . ? C2 Fe1 C5 68.73(14) . . ? C1 Fe1 C5 40.76(14) . . ? C3 Fe1 C5 68.11(15) . . ? C10 Fe1 C5 108.81(15) . . ? C8 Fe1 C5 161.70(15) . . ? C4 Fe1 C5 40.22(14) . . ? C9 Fe1 C5 125.42(15) . . ? C2 C1 C11 126.7(3) . . ? C2 C1 C5 107.7(3) . . ? C11 C1 C5 125.6(3) . . ? C2 C1 Fe1 69.28(19) . . ? C11 C1 Fe1 126.1(3) . . ? C5 C1 Fe1 70.0(2) . . ? C3 C2 C1 107.6(3) . . ? C3 C2 Fe1 70.0(2) . . ? C1 C2 Fe1 69.61(19) . . ? C3 C2 H2 126.2 . . ? C1 C2 H2 126.2 . . ? Fe1 C2 H2 125.7 . . ? C2 C3 C4 108.3(3) . . ? C2 C3 Fe1 69.4(2) . . ? C4 C3 Fe1 70.0(2) . . ? C2 C3 H3 125.9 . . ? C4 C3 H3 125.9 . . ? Fe1 C3 H3 126.4 . . ? C3 C4 C5 108.5(3) . . ? C3 C4 Fe1 69.5(2) . . ? C5 C4 Fe1 69.8(2) . . ? C3 C4 H4 125.8 . . ? C5 C4 H4 125.8 . . ? Fe1 C4 H4 126.4 . . ? C4 C5 C1 108.0(3) . . ? C4 C5 Fe1 70.0(2) . . ? C1 C5 Fe1 69.3(2) . . ? C4 C5 H5 126.0 . . ? C1 C5 H5 126.0 . . ? Fe1 C5 H5 126.3 . . ? C12 C11 C1 177.6(4) . . ? C11 C12 C31 179.1(4) . . ? C32 C31 C40 119.9(3) . . ? C32 C31 C12 120.7(3) . . ? C40 C31 C12 119.4(3) . . ? C31 C32 C33 121.0(3) . . ? C31 C32 H32 119.5 . . ? C33 C32 H32 119.5 . . ? C34 C33 C32 120.4(3) . . ? C34 C33 H33 119.8 . . ? C32 C33 H33 119.8 . . ? C33 C34 C40 120.8(3) . 3_655 ? C33 C34 H34 119.6 . . ? C40 C34 H34 119.6 3_655 . ? C34 C40 C31 122.2(3) 3_655 . ? C34 C40 C40 119.5(4) 3_655 3_655 ? C31 C40 C40 118.3(4) . 3_655 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C2 H2 Cg2 0.95 2.93 xxxx(x) xxx x_xxx C5 H5 Cg3 0.95 2.96 xxxx(x) xxx x_xxx C10 H10 Cg3 0.95 2.71 xxxx(x) xxx x_xxx #C33 H33 Cg4 0.95 2.84 3.584 136 x_xxx _iucr_geom_hbonds_special_details ; Cg2 & Cg3 are the centroids of the C6...C10; & C31...C34, C39, C40 rings respectively. Cg4 is the centroid of the C11/tbC12 bond. ; _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 20.60 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.265 _refine_diff_density_min -0.218 _refine_diff_density_rms 0.053 _vrf_THETM01_I ; PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550 RESPONSE: The crystals of I were small and weakly diffracting ; data_jm95scott_IIa _database_code_depnum_ccdc_archive 'CCDC 868742' #TrackingRef 'IIIb_jm95_scott.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H24 Fe2' _chemical_formula_sum 'C34 H24 Fe2' _chemical_formula_weight 544.23 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' _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 6.0832(4) _cell_length_b 10.8664(6) _cell_length_c 18.1086(10) _cell_angle_alpha 90.00 _cell_angle_beta 99.668(3) _cell_angle_gamma 90.00 _cell_volume 1180.02(12) _cell_formula_units_Z 2 _cell_measurement_temperature 89(2) _cell_measurement_reflns_used 5621 _cell_measurement_theta_min 2.28 _cell_measurement_theta_max 25.92 _exptl_crystal_description 'rectangular plate' _exptl_crystal_colour yellow _exptl_crystal_size_max 0.64 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.532 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 560 _exptl_absorpt_coefficient_mu 1.252 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5998 _exptl_absorpt_correction_T_max 0.7454 _exptl_absorpt_process_details 'SADABS (Bruker, 2009)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 89(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 APEXII CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14022 _diffrn_reflns_av_R_equivalents 0.0704 _diffrn_reflns_av_sigmaI/netI 0.0505 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.14 _diffrn_reflns_theta_max 26.44 _reflns_number_total 2511 _reflns_number_gt 2393 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'APEX2 (Bruker 2009)' _computing_cell_refinement 'APEX2 and SAINT (Bruker 2009)' _computing_data_reduction SAINT _computing_structure_solution ; SHELXS-97 (Sheldrick, 2008) & TITAN (Hunter & Simpson, 1999) ; _computing_structure_refinement ; SHELXL-97 (Sheldrick, 2008) & TITAN (Hunter & Simpson, 1999) ; _computing_molecular_graphics ; SHELXTL (Sheldrick, 2008) and Mercury (Macrae et al., 2008) ; _computing_publication_material ; SHELXL-97, enCIFer (Allen et al., 2004), PLATON (Spek, 2009), PublCIF (Westrip 2010) ; _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^)+(0.0174P)^2^+0.4408P] 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 2511 _refine_ls_number_parameters 164 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0308 _refine_ls_R_factor_gt 0.0288 _refine_ls_wR_factor_ref 0.0685 _refine_ls_wR_factor_gt 0.0671 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.060 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.2869(5) 0.2577(2) 0.26038(12) 0.0176(6) Uani 1 1 d . . . C2 C 0.2059(4) 0.1701(2) 0.20244(12) 0.0172(5) Uani 1 1 d . . . H2 H 0.0641 0.1311 0.1951 0.021 Uiso 1 1 calc R . . C3 C 0.3728(4) 0.1526(2) 0.15876(12) 0.0182(5) Uani 1 1 d . . . H3 H 0.3633 0.0996 0.1166 0.022 Uiso 1 1 calc R . . C4 C 0.5591(5) 0.2274(2) 0.18817(13) 0.0184(5) Uani 1 1 d . . . H4 H 0.6954 0.2324 0.1693 0.022 Uiso 1 1 calc R . . C5 C 0.5065(5) 0.2934(2) 0.25053(13) 0.0187(5) Uani 1 1 d . . . H5 H 0.6001 0.3509 0.2803 0.022 Uiso 1 1 calc R . . Fe1 Fe 0.28113(6) 0.33376(3) 0.156917(17) 0.01538(10) Uani 1 1 d . . . C6 C 0.0614(6) 0.4775(2) 0.14697(15) 0.0307(7) Uani 1 1 d . . . H6 H -0.0335 0.4987 0.1816 0.037 Uiso 1 1 calc R . . C7 C 0.0073(5) 0.3981(2) 0.08489(14) 0.0243(6) Uani 1 1 d . . . H7 H -0.1304 0.3564 0.0705 0.029 Uiso 1 1 calc R . . C8 C 0.1936(5) 0.3916(2) 0.04805(13) 0.0224(6) Uani 1 1 d . . . H8 H 0.2030 0.3448 0.0044 0.027 Uiso 1 1 calc R . . C9 C 0.3633(5) 0.4666(2) 0.08721(15) 0.0296(6) Uani 1 1 d . . . H9 H 0.5072 0.4790 0.0747 0.036 Uiso 1 1 calc R . . C10 C 0.2817(6) 0.5200(2) 0.14842(15) 0.0359(7) Uani 1 1 d . . . H10 H 0.3610 0.5747 0.1842 0.043 Uiso 1 1 calc R . . C11 C 0.1700(5) 0.3010(2) 0.31751(12) 0.0176(5) Uani 1 1 d . . . C12 C 0.0765(4) 0.3353(2) 0.36636(12) 0.0179(5) Uani 1 1 d . . . C31 C -0.0332(4) 0.3764(2) 0.42599(12) 0.0167(5) Uani 1 1 d . . . C32 C -0.2179(5) 0.3162(2) 0.44169(12) 0.0197(5) Uani 1 1 d . . . H14 H -0.2758 0.2479 0.4119 0.024 Uiso 1 1 calc R . . C33 C -0.3227(5) 0.3542(2) 0.50132(13) 0.0206(5) Uani 1 1 d . . . H15 H -0.4505 0.3116 0.5116 0.025 Uiso 1 1 calc R . . C34 C -0.2401(5) 0.4535(2) 0.54490(13) 0.0190(6) Uani 1 1 d . . . H16 H -0.3107 0.4780 0.5855 0.023 Uiso 1 1 calc R . . C40 C -0.0537(4) 0.5184(2) 0.53010(12) 0.0148(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 C1 0.0247(16) 0.0155(11) 0.0126(10) 0.0031(9) 0.0030(10) 0.0046(10) C2 0.0222(14) 0.0141(11) 0.0158(10) 0.0015(9) 0.0045(10) 0.0017(11) C3 0.0236(13) 0.0153(11) 0.0160(10) 0.0000(9) 0.0042(12) 0.0042(10) C4 0.0177(14) 0.0200(11) 0.0183(11) 0.0031(9) 0.0053(11) 0.0042(11) C5 0.0207(14) 0.0205(11) 0.0142(11) 0.0012(9) 0.0009(10) 0.0017(11) Fe1 0.02011(19) 0.01410(15) 0.01158(14) 0.00015(13) 0.00169(15) 0.00138(16) C6 0.046(2) 0.0247(13) 0.0223(13) 0.0057(10) 0.0096(13) 0.0175(14) C7 0.0225(14) 0.0274(13) 0.0216(12) 0.0072(10) 0.0003(12) 0.0063(13) C8 0.0308(17) 0.0210(12) 0.0146(11) 0.0048(9) 0.0019(11) 0.0052(12) C9 0.0302(17) 0.0278(14) 0.0297(14) 0.0162(11) 0.0019(13) -0.0012(14) C10 0.064(2) 0.0123(11) 0.0256(14) 0.0028(10) -0.0096(16) -0.0032(15) C11 0.0216(15) 0.0162(11) 0.0143(10) 0.0015(8) 0.0009(10) -0.0008(10) C12 0.0206(13) 0.0173(11) 0.0149(10) 0.0001(9) 0.0005(10) -0.0005(11) C31 0.0212(15) 0.0138(10) 0.0146(11) 0.0001(8) 0.0019(10) 0.0035(10) C32 0.0247(14) 0.0184(12) 0.0156(10) -0.0030(9) 0.0022(11) -0.0014(12) C33 0.0186(14) 0.0223(12) 0.0215(11) 0.0020(9) 0.0047(11) -0.0034(11) C34 0.0231(16) 0.0202(11) 0.0150(10) 0.0005(9) 0.0065(10) 0.0047(11) C40 0.0190(13) 0.0150(10) 0.0099(9) 0.0030(8) 0.0010(10) 0.0047(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 C1 C5 1.431(4) . ? C1 C11 1.430(3) . ? C1 C2 1.440(3) . ? C1 Fe1 2.043(2) . ? C2 C3 1.401(3) . ? C2 Fe1 2.044(2) . ? C2 H2 0.9500 . ? C3 C4 1.424(4) . ? C3 Fe1 2.045(2) . ? C3 H3 0.9500 . ? C4 C5 1.419(3) . ? C4 Fe1 2.048(3) . ? C4 H4 0.9500 . ? C5 Fe1 2.041(2) . ? C5 H5 0.9500 . ? Fe1 C10 2.029(2) . ? Fe1 C9 2.034(3) . ? Fe1 C6 2.044(3) . ? Fe1 C8 2.052(2) . ? Fe1 C7 2.058(3) . ? C6 C7 1.411(4) . ? C6 C10 1.414(5) . ? C6 H6 0.9500 . ? C7 C8 1.410(4) . ? C7 H7 0.9500 . ? C8 C9 1.410(4) . ? C8 H8 0.9500 . ? C9 C10 1.413(4) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? C11 C12 1.189(3) . ? C12 C31 1.433(3) . ? C31 C32 1.371(4) . ? C31 C40 1.441(3) 3_566 ? C32 C33 1.405(3) . ? C32 H14 0.9500 . ? C33 C34 1.380(3) . ? C33 H15 0.9500 . ? C34 C40 1.399(4) . ? C34 H16 0.9500 . ? C40 C40 1.419(5) 3_566 ? C40 C31 1.441(3) 3_566 ? 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 C5 C1 C11 126.1(2) . . ? C5 C1 C2 107.5(2) . . ? C11 C1 C2 126.4(2) . . ? C5 C1 Fe1 69.42(13) . . ? C11 C1 Fe1 126.58(17) . . ? C2 C1 Fe1 69.41(12) . . ? C3 C2 C1 108.0(2) . . ? C3 C2 Fe1 70.01(13) . . ? C1 C2 Fe1 69.32(13) . . ? C3 C2 H2 126.0 . . ? C1 C2 H2 126.0 . . ? Fe1 C2 H2 126.3 . . ? C2 C3 C4 108.5(2) . . ? C2 C3 Fe1 69.92(13) . . ? C4 C3 Fe1 69.74(13) . . ? C2 C3 H3 125.7 . . ? C4 C3 H3 125.7 . . ? Fe1 C3 H3 126.2 . . ? C5 C4 C3 108.3(2) . . ? C5 C4 Fe1 69.44(14) . . ? C3 C4 Fe1 69.55(14) . . ? C5 C4 H4 125.8 . . ? C3 C4 H4 125.8 . . ? Fe1 C4 H4 126.8 . . ? C4 C5 C1 107.6(2) . . ? C4 C5 Fe1 69.96(14) . . ? C1 C5 Fe1 69.57(14) . . ? C4 C5 H5 126.2 . . ? C1 C5 H5 126.2 . . ? Fe1 C5 H5 125.8 . . ? C10 Fe1 C9 40.69(12) . . ? C10 Fe1 C5 105.53(11) . . ? C9 Fe1 C5 117.85(11) . . ? C10 Fe1 C1 118.25(10) . . ? C9 Fe1 C1 152.64(11) . . ? C5 Fe1 C1 41.01(11) . . ? C10 Fe1 C2 154.35(12) . . ? C9 Fe1 C2 164.25(10) . . ? C5 Fe1 C2 69.06(10) . . ? C1 Fe1 C2 41.28(9) . . ? C10 Fe1 C3 163.18(14) . . ? C9 Fe1 C3 126.75(11) . . ? C5 Fe1 C3 68.66(10) . . ? C1 Fe1 C3 68.45(9) . . ? C2 Fe1 C3 40.07(9) . . ? C10 Fe1 C6 40.61(14) . . ? C9 Fe1 C6 68.19(12) . . ? C5 Fe1 C6 125.14(11) . . ? C1 Fe1 C6 107.49(10) . . ? C2 Fe1 C6 120.86(12) . . ? C3 Fe1 C6 155.45(12) . . ? C10 Fe1 C4 124.86(13) . . ? C9 Fe1 C4 107.11(12) . . ? C5 Fe1 C4 40.60(9) . . ? C1 Fe1 C4 68.40(10) . . ? C2 Fe1 C4 68.17(10) . . ? C3 Fe1 C4 40.72(10) . . ? C6 Fe1 C4 162.36(12) . . ? C10 Fe1 C8 68.00(11) . . ? C9 Fe1 C8 40.35(11) . . ? C5 Fe1 C8 153.31(11) . . ? C1 Fe1 C8 165.15(11) . . ? C2 Fe1 C8 127.89(10) . . ? C3 Fe1 C8 109.66(9) . . ? C6 Fe1 C8 67.73(10) . . ? C4 Fe1 C8 120.48(11) . . ? C10 Fe1 C7 67.96(12) . . ? C9 Fe1 C7 67.84(12) . . ? C5 Fe1 C7 163.50(11) . . ? C1 Fe1 C7 127.32(11) . . ? C2 Fe1 C7 109.82(11) . . ? C3 Fe1 C7 121.80(10) . . ? C6 Fe1 C7 40.25(11) . . ? C4 Fe1 C7 155.48(10) . . ? C8 Fe1 C7 40.12(11) . . ? C7 C6 C10 107.9(3) . . ? C7 C6 Fe1 70.40(15) . . ? C10 C6 Fe1 69.13(16) . . ? C7 C6 H6 126.0 . . ? C10 C6 H6 126.0 . . ? Fe1 C6 H6 126.0 . . ? C8 C7 C6 108.0(3) . . ? C8 C7 Fe1 69.73(15) . . ? C6 C7 Fe1 69.35(16) . . ? C8 C7 H7 126.0 . . ? C6 C7 H7 126.0 . . ? Fe1 C7 H7 126.5 . . ? C9 C8 C7 108.2(2) . . ? C9 C8 Fe1 69.13(14) . . ? C7 C8 Fe1 70.15(13) . . ? C9 C8 H8 125.9 . . ? C7 C8 H8 125.9 . . ? Fe1 C8 H8 126.4 . . ? C8 C9 C10 107.9(3) . . ? C8 C9 Fe1 70.52(14) . . ? C10 C9 Fe1 69.46(15) . . ? C8 C9 H9 126.0 . . ? C10 C9 H9 126.0 . . ? Fe1 C9 H9 125.6 . . ? C6 C10 C9 108.0(2) . . ? C6 C10 Fe1 70.26(15) . . ? C9 C10 Fe1 69.84(14) . . ? C6 C10 H10 126.0 . . ? C9 C10 H10 126.0 . . ? Fe1 C10 H10 125.5 . . ? C12 C11 C1 178.3(3) . . ? C11 C12 C31 179.2(3) . . ? C32 C31 C12 120.6(2) . . ? C32 C31 C40 120.1(2) . 3_566 ? C12 C31 C40 119.3(2) . 3_566 ? C31 C32 C33 120.8(2) . . ? C31 C32 H14 119.6 . . ? C33 C32 H14 119.6 . . ? C34 C33 C32 120.0(2) . . ? C34 C33 H15 120.0 . . ? C32 C33 H15 120.0 . . ? C33 C34 C40 120.9(2) . . ? C33 C34 H16 119.5 . . ? C40 C34 H16 119.5 . . ? C34 C40 C40 119.8(3) . 3_566 ? C34 C40 C31 121.9(2) . 3_566 ? C40 C40 C31 118.3(3) 3_566 3_566 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C10 H10 Cg1 0.95 2.724 3.672(3) 176 2_655 _iucr_geom_hbonds_special_details ; Cg1 is the centroid of the C1...C5 ring. ; _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.44 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.364 _refine_diff_density_min -0.312 _refine_diff_density_rms 0.070 data_c:\data20~1\js_res~1\js_john\defnapn\defnap _database_code_depnum_ccdc_archive 'CCDC 868743' #TrackingRef 'II_defnap_final.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H24 Fe2' _chemical_formula_sum 'C34 H24 Fe2' _chemical_formula_weight 544.23 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' _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 13.639(5) _cell_length_b 10.538(3) _cell_length_c 16.393(5) _cell_angle_alpha 90.00 _cell_angle_beta 91.222(5) _cell_angle_gamma 90.00 _cell_volume 2355.8(13) _cell_formula_units_Z 4 _cell_measurement_temperature 168(2) _cell_measurement_reflns_used 3596 _cell_measurement_theta_min 4.971 _cell_measurement_theta_max 52.232 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.29 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.534 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1120 _exptl_absorpt_coefficient_mu 1.254 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.888958 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'SADABS, (Bruker, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 168(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18014 _diffrn_reflns_av_R_equivalents 0.0377 _diffrn_reflns_av_sigmaI/netI 0.0781 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.30 _diffrn_reflns_theta_max 26.40 _reflns_number_total 4807 _reflns_number_gt 2881 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'XSCANS (Bruker, 1994)' _computing_cell_refinement 'XSCANS (Bruker, 1994)' _computing_data_reduction 'SHELXTL (Sheldrick, 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ; SHELXTL (Sheldrick, 2008) and Mercury (Macrae et al., 2008) ; _computing_publication_material ; SHELXL-97, enCIFer (Allen et al., 2004), PLATON (Spek, 2009), ; _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^)+(0.0190P)^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 4807 _refine_ls_number_parameters 325 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0645 _refine_ls_R_factor_gt 0.0287 _refine_ls_wR_factor_ref 0.0515 _refine_ls_wR_factor_gt 0.0484 _refine_ls_goodness_of_fit_ref 0.817 _refine_ls_restrained_S_all 0.817 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.78984(17) 0.65753(19) 0.47401(14) 0.0237(6) Uani 1 1 d . . . C2 C 0.81523(16) 0.67392(19) 0.55807(14) 0.0259(6) Uani 1 1 d . . . H2 H 0.8263 0.6079 0.5967 0.031 Uiso 1 1 calc R . . C3 C 0.82113(17) 0.80575(19) 0.57409(16) 0.0303(6) Uani 1 1 d . . . H3 H 0.8372 0.8437 0.6252 0.036 Uiso 1 1 calc R . . C4 C 0.79911(17) 0.8707(2) 0.50103(15) 0.0316(7) Uani 1 1 d . . . H4 H 0.7976 0.9603 0.4947 0.038 Uiso 1 1 calc R . . C5 C 0.77954(16) 0.78124(19) 0.43873(14) 0.0284(6) Uani 1 1 d . . . H5 H 0.7626 0.7997 0.3835 0.034 Uiso 1 1 calc R . . Fe1 Fe 0.68335(2) 0.75868(3) 0.531516(19) 0.02124(9) Uani 1 1 d . . . C6 C 0.55465(18) 0.6666(2) 0.50916(16) 0.0343(7) Uani 1 1 d . . . H6 H 0.5466 0.5924 0.4769 0.041 Uiso 1 1 calc R . . C7 C 0.57518(18) 0.6702(2) 0.59414(16) 0.0316(7) Uani 1 1 d . . . H7 H 0.5829 0.5986 0.6289 0.038 Uiso 1 1 calc R . . C8 C 0.58217(17) 0.7987(2) 0.61834(15) 0.0289(6) Uani 1 1 d . . . H8 H 0.5957 0.8288 0.6720 0.035 Uiso 1 1 calc R . . C9 C 0.56539(17) 0.8742(2) 0.54850(15) 0.0290(6) Uani 1 1 d . . . H9 H 0.5655 0.9643 0.5469 0.035 Uiso 1 1 calc R . . C10 C 0.54827(17) 0.7926(2) 0.48105(15) 0.0323(6) Uani 1 1 d . . . H10 H 0.5348 0.8184 0.4264 0.039 Uiso 1 1 calc R . . C11 C 0.77854(16) 0.53949(19) 0.43252(13) 0.0243(6) Uani 1 1 d . . . C12 C 0.77811(16) 0.44090(19) 0.39820(13) 0.0226(5) Uani 1 1 d . . . C13 C 0.99250(16) 0.55251(19) 0.34538(13) 0.0240(6) Uani 1 1 d . . . C14 C 0.96455(16) 0.45179(19) 0.32427(13) 0.0221(6) Uani 1 1 d . . . C21 C 1.01539(17) 0.67478(18) 0.37919(14) 0.0229(6) Uani 1 1 d . . . C22 C 1.04807(16) 0.69824(19) 0.46110(14) 0.0237(6) Uani 1 1 d . . . H22 H 1.0618 0.6359 0.5016 0.028 Uiso 1 1 calc R . . C23 C 1.05626(17) 0.83032(19) 0.47104(14) 0.0284(6) Uani 1 1 d . . . H23 H 1.0761 0.8725 0.5199 0.034 Uiso 1 1 calc R . . C24 C 1.03026(17) 0.8901(2) 0.39670(15) 0.0291(6) Uani 1 1 d . . . H24 H 1.0296 0.9790 0.3870 0.035 Uiso 1 1 calc R . . C25 C 1.00541(16) 0.79468(18) 0.33913(14) 0.0250(6) Uani 1 1 d . . . H25 H 0.9857 0.8079 0.2839 0.030 Uiso 1 1 calc R . . Fe2 Fe 1.14658(2) 0.77037(3) 0.380644(19) 0.02118(9) Uani 1 1 d . . . C26 C 1.24439(18) 0.6683(2) 0.31581(15) 0.0302(6) Uani 1 1 d . . . H26 H 1.2302 0.5925 0.2865 0.036 Uiso 1 1 calc R . . C27 C 1.27592(18) 0.6759(2) 0.39814(15) 0.0302(6) Uani 1 1 d . . . H27 H 1.2869 0.6064 0.4341 0.036 Uiso 1 1 calc R . . C28 C 1.28815(17) 0.8050(2) 0.41732(15) 0.0279(6) Uani 1 1 d . . . H28 H 1.3089 0.8379 0.4688 0.033 Uiso 1 1 calc R . . C29 C 1.26453(16) 0.8773(2) 0.34775(14) 0.0261(6) Uani 1 1 d . . . H29 H 1.2664 0.9672 0.3439 0.031 Uiso 1 1 calc R . . C30 C 1.23763(17) 0.7927(2) 0.28459(14) 0.0289(6) Uani 1 1 d . . . H30 H 1.2183 0.8154 0.2305 0.035 Uiso 1 1 calc R . . C31 C 0.77114(17) 0.31766(18) 0.36031(13) 0.0194(6) Uani 1 1 d . . . C32 C 0.68550(16) 0.25094(19) 0.37137(12) 0.0257(5) Uani 1 1 d . . . H32 H 0.6342 0.2888 0.4013 0.031 Uiso 1 1 calc R . . C33 C 0.67238(19) 0.1287(2) 0.33952(14) 0.0319(6) Uani 1 1 d . . . H33 H 0.6129 0.0841 0.3479 0.038 Uiso 1 1 calc R . . C34 C 0.74525(17) 0.07432(19) 0.29659(14) 0.0288(6) Uani 1 1 d . . . H34 H 0.7367 -0.0095 0.2764 0.035 Uiso 1 1 calc R . . C35 C 0.90702(18) 0.08218(19) 0.23417(14) 0.0275(6) Uani 1 1 d . . . H35 H 0.8965 -0.0007 0.2130 0.033 Uiso 1 1 calc R . . C36 C 0.99215(18) 0.1430(2) 0.21851(14) 0.0310(6) Uani 1 1 d . . . H36 H 1.0409 0.1027 0.1870 0.037 Uiso 1 1 calc R . . C37 C 1.00770(16) 0.26556(19) 0.24910(13) 0.0255(5) Uani 1 1 d . . . H37 H 1.0671 0.3081 0.2372 0.031 Uiso 1 1 calc R . . C38 C 0.93962(17) 0.32617(18) 0.29577(13) 0.0196(5) Uani 1 1 d . . . C39 C 0.84843(15) 0.26428(18) 0.31375(12) 0.0173(5) Uani 1 1 d . . . C40 C 0.83368(17) 0.13928(19) 0.28118(13) 0.0208(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0207(16) 0.0220(12) 0.0287(16) -0.0034(11) 0.0061(13) 0.0002(10) C2 0.0210(16) 0.0258(12) 0.0308(16) -0.0032(11) 0.0009(13) 0.0020(10) C3 0.0200(16) 0.0311(13) 0.0400(18) -0.0137(12) 0.0036(13) -0.0042(11) C4 0.0264(17) 0.0179(12) 0.0510(19) -0.0039(12) 0.0120(14) -0.0049(11) C5 0.0264(15) 0.0290(13) 0.0302(16) 0.0041(11) 0.0116(12) -0.0003(11) Fe1 0.0196(2) 0.01832(16) 0.0259(2) -0.00116(15) 0.00276(15) -0.00044(16) C6 0.0203(17) 0.0336(15) 0.0491(19) -0.0120(13) 0.0047(14) -0.0075(11) C7 0.0235(17) 0.0282(14) 0.0435(19) 0.0084(12) 0.0108(14) -0.0041(11) C8 0.0183(16) 0.0383(14) 0.0302(16) -0.0013(11) 0.0047(13) 0.0055(11) C9 0.0251(17) 0.0248(12) 0.0370(17) -0.0036(12) 0.0002(14) 0.0063(11) C10 0.0250(17) 0.0424(15) 0.0294(16) 0.0011(12) -0.0037(13) 0.0042(12) C11 0.0209(15) 0.0276(13) 0.0246(15) 0.0029(11) 0.0064(12) 0.0030(10) C12 0.0190(15) 0.0263(12) 0.0225(15) 0.0023(10) 0.0022(11) 0.0039(10) C13 0.0199(15) 0.0260(12) 0.0263(15) 0.0029(10) 0.0020(12) 0.0006(10) C14 0.0195(15) 0.0231(12) 0.0237(15) 0.0037(10) 0.0040(12) 0.0006(10) C21 0.0172(15) 0.0245(12) 0.0273(16) -0.0054(11) 0.0050(12) -0.0040(10) C22 0.0218(16) 0.0267(12) 0.0229(15) 0.0011(10) 0.0036(12) -0.0054(10) C23 0.0249(17) 0.0320(13) 0.0288(16) -0.0101(11) 0.0104(13) -0.0059(11) C24 0.0255(17) 0.0203(12) 0.0419(18) -0.0025(11) 0.0068(14) 0.0008(11) C25 0.0215(15) 0.0259(12) 0.0274(15) 0.0033(10) 0.0005(12) 0.0008(10) Fe2 0.0190(2) 0.02135(17) 0.0233(2) -0.00188(15) 0.00436(16) -0.00361(16) C26 0.0250(17) 0.0313(13) 0.0346(17) -0.0126(12) 0.0078(14) -0.0021(11) C27 0.0250(17) 0.0274(13) 0.0384(18) 0.0051(12) 0.0053(14) 0.0016(11) C28 0.0197(16) 0.0378(14) 0.0262(16) -0.0035(11) 0.0017(12) -0.0060(11) C29 0.0211(16) 0.0262(12) 0.0312(16) 0.0005(11) 0.0064(13) -0.0073(11) C30 0.0213(16) 0.0436(15) 0.0220(15) -0.0013(11) 0.0074(12) -0.0058(12) C31 0.0250(16) 0.0192(11) 0.0140(13) -0.0022(9) 0.0006(11) 0.0008(10) C32 0.0244(14) 0.0303(13) 0.0226(14) -0.0023(11) 0.0051(11) 0.0013(11) C33 0.0276(17) 0.0356(14) 0.0327(17) -0.0031(12) 0.0048(14) -0.0123(12) C34 0.0334(17) 0.0230(12) 0.0299(16) -0.0032(11) -0.0005(13) -0.0086(11) C35 0.0332(17) 0.0207(12) 0.0286(16) -0.0080(10) 0.0001(13) 0.0021(11) C36 0.0281(17) 0.0319(13) 0.0333(17) -0.0066(12) 0.0080(13) 0.0062(11) C37 0.0210(14) 0.0286(13) 0.0271(14) -0.0001(11) 0.0046(11) -0.0050(11) C38 0.0212(15) 0.0186(11) 0.0188(14) -0.0014(9) -0.0024(12) 0.0015(10) C39 0.0170(13) 0.0201(11) 0.0147(13) 0.0011(10) -0.0016(10) 0.0002(10) C40 0.0249(15) 0.0204(12) 0.0171(14) -0.0021(10) -0.0011(12) 0.0016(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 C1 C2 1.424(3) . ? C1 C11 1.425(3) . ? C1 C5 1.432(3) . ? C1 Fe1 2.048(2) . ? C2 C3 1.416(3) . ? C2 Fe1 2.047(2) . ? C2 H2 0.9500 . ? C3 C4 1.407(3) . ? C3 Fe1 2.052(2) . ? C3 H3 0.9500 . ? C4 C5 1.412(3) . ? C4 Fe1 2.042(2) . ? C4 H4 0.9500 . ? C5 Fe1 2.044(2) . ? C5 H5 0.9500 . ? Fe1 C6 2.032(2) . ? Fe1 C10 2.035(2) . ? Fe1 C7 2.041(2) . ? Fe1 C9 2.041(2) . ? Fe1 C8 2.047(2) . ? C6 C10 1.407(3) . ? C6 C7 1.415(3) . ? C6 H6 0.9500 . ? C7 C8 1.414(3) . ? C7 H7 0.9500 . ? C8 C9 1.409(3) . ? C8 H8 0.9500 . ? C9 C10 1.416(3) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? C11 C12 1.182(3) . ? C12 C31 1.442(3) . ? C13 C14 1.177(3) . ? C13 C21 1.434(3) . ? C14 C38 1.442(3) . ? C21 C22 1.427(3) . ? C21 C25 1.429(3) . ? C21 Fe2 2.053(2) . ? C22 C23 1.406(3) . ? C22 Fe2 2.049(2) . ? C22 H22 0.9500 . ? C23 C24 1.411(3) . ? C23 Fe2 2.047(2) . ? C23 H23 0.9500 . ? C24 C25 1.416(3) . ? C24 Fe2 2.049(2) . ? C24 H24 0.9500 . ? C25 Fe2 2.045(2) . ? C25 H25 0.9500 . ? Fe2 C26 2.031(2) . ? Fe2 C30 2.040(2) . ? Fe2 C27 2.041(2) . ? Fe2 C28 2.043(2) . ? Fe2 C29 2.046(2) . ? C26 C30 1.409(3) . ? C26 C27 1.410(3) . ? C26 H26 0.9500 . ? C27 C28 1.406(3) . ? C27 H27 0.9500 . ? C28 C29 1.403(3) . ? C28 H28 0.9500 . ? C29 C30 1.409(3) . ? C29 H29 0.9500 . ? C30 H30 0.9500 . ? C31 C32 1.379(3) . ? C31 C39 1.430(3) . ? C32 C33 1.400(3) . ? C32 H32 0.9500 . ? C33 C34 1.357(3) . ? C33 H33 0.9500 . ? C34 C40 1.414(3) . ? C34 H34 0.9500 . ? C35 C36 1.355(3) . ? C35 C40 1.410(3) . ? C35 H35 0.9500 . ? C36 C37 1.400(3) . ? C36 H36 0.9500 . ? C37 C38 1.373(3) . ? C37 H37 0.9500 . ? C38 C39 1.441(3) . ? C39 C40 1.434(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 C2 C1 C11 126.1(2) . . ? C2 C1 C5 107.47(19) . . ? C11 C1 C5 126.4(2) . . ? C2 C1 Fe1 69.61(13) . . ? C11 C1 Fe1 127.14(17) . . ? C5 C1 Fe1 69.36(13) . . ? C3 C2 C1 108.1(2) . . ? C3 C2 Fe1 69.97(13) . . ? C1 C2 Fe1 69.68(13) . . ? C3 C2 H2 126.0 . . ? C1 C2 H2 126.0 . . ? Fe1 C2 H2 126.0 . . ? C4 C3 C2 108.0(2) . . ? C4 C3 Fe1 69.55(14) . . ? C2 C3 Fe1 69.61(13) . . ? C4 C3 H3 126.0 . . ? C2 C3 H3 126.0 . . ? Fe1 C3 H3 126.4 . . ? C3 C4 C5 108.93(19) . . ? C3 C4 Fe1 70.26(14) . . ? C5 C4 Fe1 69.85(13) . . ? C3 C4 H4 125.5 . . ? C5 C4 H4 125.5 . . ? Fe1 C4 H4 125.9 . . ? C4 C5 C1 107.5(2) . . ? C4 C5 Fe1 69.74(14) . . ? C1 C5 Fe1 69.66(13) . . ? C4 C5 H5 126.3 . . ? C1 C5 H5 126.3 . . ? Fe1 C5 H5 125.9 . . ? C6 Fe1 C10 40.49(9) . . ? C6 Fe1 C7 40.67(9) . . ? C10 Fe1 C7 68.08(10) . . ? C6 Fe1 C9 68.22(10) . . ? C10 Fe1 C9 40.66(8) . . ? C7 Fe1 C9 67.88(9) . . ? C6 Fe1 C4 154.33(11) . . ? C10 Fe1 C4 119.80(10) . . ? C7 Fe1 C4 163.39(10) . . ? C9 Fe1 C4 107.71(9) . . ? C6 Fe1 C5 119.15(10) . . ? C10 Fe1 C5 105.49(10) . . ? C7 Fe1 C5 155.51(9) . . ? C9 Fe1 C5 123.54(9) . . ? C4 Fe1 C5 40.42(8) . . ? C6 Fe1 C2 125.58(9) . . ? C10 Fe1 C2 161.26(9) . . ? C7 Fe1 C2 109.58(10) . . ? C9 Fe1 C2 157.35(9) . . ? C4 Fe1 C2 67.91(9) . . ? C5 Fe1 C2 68.52(9) . . ? C6 Fe1 C8 68.37(10) . . ? C10 Fe1 C8 68.20(10) . . ? C7 Fe1 C8 40.47(8) . . ? C9 Fe1 C8 40.30(8) . . ? C4 Fe1 C8 125.94(9) . . ? C5 Fe1 C8 161.14(8) . . ? C2 Fe1 C8 122.99(10) . . ? C6 Fe1 C1 106.68(9) . . ? C10 Fe1 C1 123.31(10) . . ? C7 Fe1 C1 121.42(9) . . ? C9 Fe1 C1 160.41(10) . . ? C4 Fe1 C1 68.20(9) . . ? C5 Fe1 C1 40.97(8) . . ? C2 Fe1 C1 40.71(8) . . ? C8 Fe1 C1 157.31(9) . . ? C6 Fe1 C3 163.39(10) . . ? C10 Fe1 C3 155.59(9) . . ? C7 Fe1 C3 127.31(10) . . ? C9 Fe1 C3 121.89(9) . . ? C4 Fe1 C3 40.19(8) . . ? C5 Fe1 C3 68.11(10) . . ? C2 Fe1 C3 40.42(8) . . ? C8 Fe1 C3 109.86(10) . . ? C1 Fe1 C3 68.21(9) . . ? C10 C6 C7 107.9(2) . . ? C10 C6 Fe1 69.87(14) . . ? C7 C6 Fe1 69.99(14) . . ? C10 C6 H6 126.1 . . ? C7 C6 H6 126.1 . . ? Fe1 C6 H6 125.6 . . ? C8 C7 C6 108.2(2) . . ? C8 C7 Fe1 70.02(14) . . ? C6 C7 Fe1 69.34(14) . . ? C8 C7 H7 125.9 . . ? C6 C7 H7 125.9 . . ? Fe1 C7 H7 126.3 . . ? C9 C8 C7 107.7(2) . . ? C9 C8 Fe1 69.62(13) . . ? C7 C8 Fe1 69.51(14) . . ? C9 C8 H8 126.2 . . ? C7 C8 H8 126.2 . . ? Fe1 C8 H8 126.3 . . ? C8 C9 C10 108.2(2) . . ? C8 C9 Fe1 70.08(13) . . ? C10 C9 Fe1 69.43(13) . . ? C8 C9 H9 125.9 . . ? C10 C9 H9 125.9 . . ? Fe1 C9 H9 126.2 . . ? C6 C10 C9 108.0(2) . . ? C6 C10 Fe1 69.64(14) . . ? C9 C10 Fe1 69.91(13) . . ? C6 C10 H10 126.0 . . ? C9 C10 H10 126.0 . . ? Fe1 C10 H10 126.0 . . ? C12 C11 C1 174.1(3) . . ? C11 C12 C31 175.4(2) . . ? C14 C13 C21 171.8(3) . . ? C13 C14 C38 174.6(2) . . ? C22 C21 C25 107.69(18) . . ? C22 C21 C13 125.5(2) . . ? C25 C21 C13 126.8(2) . . ? C22 C21 Fe2 69.48(13) . . ? C25 C21 Fe2 69.27(13) . . ? C13 C21 Fe2 128.88(17) . . ? C23 C22 C21 107.64(19) . . ? C23 C22 Fe2 69.86(13) . . ? C21 C22 Fe2 69.79(13) . . ? C23 C22 H22 126.2 . . ? C21 C22 H22 126.2 . . ? Fe2 C22 H22 125.7 . . ? C22 C23 C24 108.9(2) . . ? C22 C23 Fe2 70.01(13) . . ? C24 C23 Fe2 69.92(13) . . ? C22 C23 H23 125.5 . . ? C24 C23 H23 125.5 . . ? Fe2 C23 H23 126.1 . . ? C23 C24 C25 108.10(19) . . ? C23 C24 Fe2 69.79(13) . . ? C25 C24 Fe2 69.62(13) . . ? C23 C24 H24 126.0 . . ? C25 C24 H24 126.0 . . ? Fe2 C24 H24 126.2 . . ? C24 C25 C21 107.63(19) . . ? C24 C25 Fe2 69.92(13) . . ? C21 C25 Fe2 69.91(13) . . ? C24 C25 H25 126.2 . . ? C21 C25 H25 126.2 . . ? Fe2 C25 H25 125.6 . . ? C26 Fe2 C30 40.50(8) . . ? C26 Fe2 C27 40.52(9) . . ? C30 Fe2 C27 68.04(10) . . ? C26 Fe2 C28 67.76(9) . . ? C30 Fe2 C28 67.63(10) . . ? C27 Fe2 C28 40.28(8) . . ? C26 Fe2 C25 121.10(10) . . ? C30 Fe2 C25 108.25(10) . . ? C27 Fe2 C25 155.93(9) . . ? C28 Fe2 C25 162.37(8) . . ? C26 Fe2 C29 67.97(9) . . ? C30 Fe2 C29 40.36(8) . . ? C27 Fe2 C29 67.89(9) . . ? C28 Fe2 C29 40.14(8) . . ? C25 Fe2 C29 125.70(9) . . ? C26 Fe2 C23 162.59(9) . . ? C30 Fe2 C23 155.37(9) . . ? C27 Fe2 C23 125.49(10) . . ? C28 Fe2 C23 108.14(9) . . ? C25 Fe2 C23 67.99(9) . . ? C29 Fe2 C23 120.63(9) . . ? C26 Fe2 C24 155.84(10) . . ? C30 Fe2 C24 120.94(9) . . ? C27 Fe2 C24 162.19(10) . . ? C28 Fe2 C24 125.57(9) . . ? C25 Fe2 C24 40.46(8) . . ? C29 Fe2 C24 108.05(9) . . ? C23 Fe2 C24 40.29(8) . . ? C26 Fe2 C22 125.97(9) . . ? C30 Fe2 C22 163.36(8) . . ? C27 Fe2 C22 107.77(9) . . ? C28 Fe2 C22 120.36(9) . . ? C25 Fe2 C22 68.59(9) . . ? C29 Fe2 C22 154.70(9) . . ? C23 Fe2 C22 40.14(8) . . ? C24 Fe2 C22 68.01(9) . . ? C26 Fe2 C21 108.42(9) . . ? C30 Fe2 C21 126.33(9) . . ? C27 Fe2 C21 120.85(9) . . ? C28 Fe2 C21 155.39(9) . . ? C25 Fe2 C21 40.83(8) . . ? C29 Fe2 C21 163.18(9) . . ? C23 Fe2 C21 67.79(9) . . ? C24 Fe2 C21 68.08(9) . . ? C22 Fe2 C21 40.73(8) . . ? C30 C26 C27 108.1(2) . . ? C30 C26 Fe2 70.07(13) . . ? C27 C26 Fe2 70.10(14) . . ? C30 C26 H26 125.9 . . ? C27 C26 H26 125.9 . . ? Fe2 C26 H26 125.5 . . ? C28 C27 C26 107.5(2) . . ? C28 C27 Fe2 69.95(14) . . ? C26 C27 Fe2 69.38(14) . . ? C28 C27 H27 126.2 . . ? C26 C27 H27 126.2 . . ? Fe2 C27 H27 126.0 . . ? C29 C28 C27 108.6(2) . . ? C29 C28 Fe2 70.05(13) . . ? C27 C28 Fe2 69.77(14) . . ? C29 C28 H28 125.7 . . ? C27 C28 H28 125.7 . . ? Fe2 C28 H28 126.1 . . ? C28 C29 C30 107.77(19) . . ? C28 C29 Fe2 69.82(13) . . ? C30 C29 Fe2 69.58(13) . . ? C28 C29 H29 126.1 . . ? C30 C29 H29 126.1 . . ? Fe2 C29 H29 126.1 . . ? C26 C30 C29 107.9(2) . . ? C26 C30 Fe2 69.43(14) . . ? C29 C30 Fe2 70.06(13) . . ? C26 C30 H30 126.0 . . ? C29 C30 H30 126.0 . . ? Fe2 C30 H30 126.0 . . ? C32 C31 C39 120.40(19) . . ? C32 C31 C12 116.8(2) . . ? C39 C31 C12 122.8(2) . . ? C31 C32 C33 121.5(2) . . ? C31 C32 H32 119.3 . . ? C33 C32 H32 119.3 . . ? C34 C33 C32 119.5(2) . . ? C34 C33 H33 120.2 . . ? C32 C33 H33 120.2 . . ? C33 C34 C40 121.7(2) . . ? C33 C34 H34 119.2 . . ? C40 C34 H34 119.2 . . ? C36 C35 C40 121.5(2) . . ? C36 C35 H35 119.3 . . ? C40 C35 H35 119.3 . . ? C35 C36 C37 119.5(2) . . ? C35 C36 H36 120.3 . . ? C37 C36 H36 120.3 . . ? C38 C37 C36 122.0(2) . . ? C38 C37 H37 119.0 . . ? C36 C37 H37 119.0 . . ? C37 C38 C39 120.03(19) . . ? C37 C38 C14 116.7(2) . . ? C39 C38 C14 123.2(2) . . ? C31 C39 C40 117.45(19) . . ? C31 C39 C38 125.50(19) . . ? C40 C39 C38 117.04(19) . . ? C35 C40 C34 120.6(2) . . ? C35 C40 C39 120.0(2) . . ? C34 C40 C39 119.4(2) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 26.40 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.267 _refine_diff_density_min -0.357 _refine_diff_density_rms 0.054 data_jm298 _database_code_depnum_ccdc_archive 'CCDC 868744' #TrackingRef 'IV_jm298F.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H18 Fe2' _chemical_formula_sum 'C24 H18 Fe2' _chemical_formula_weight 418.08 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' _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 14.6673(9) _cell_length_b 10.3305(6) _cell_length_c 12.8647(8) _cell_angle_alpha 90.00 _cell_angle_beta 114.247(3) _cell_angle_gamma 90.00 _cell_volume 1777.31(19) _cell_formula_units_Z 4 _cell_measurement_temperature 91(2) _cell_measurement_reflns_used 1807 _cell_measurement_theta_min 2.63 _cell_measurement_theta_max 21.26 _exptl_crystal_description 'irregular fragment' _exptl_crystal_colour orange _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.562 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 856 _exptl_absorpt_coefficient_mu 1.636 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8014 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'SADABS (Bruker, 2009)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 91(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 APEXII CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13705 _diffrn_reflns_av_R_equivalents 0.0691 _diffrn_reflns_av_sigmaI/netI 0.0421 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.52 _diffrn_reflns_theta_max 21.55 _reflns_number_total 2051 _reflns_number_gt 1641 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'APEX2 (Bruker 2009)' _computing_cell_refinement 'APEX2 and SAINT (Bruker 2009)' _computing_data_reduction SAINT _computing_structure_solution ; SHELXS-97 (Sheldrick, 2008) & TITAN (Hunter & Simpson, 1999) ; _computing_structure_refinement ; SHELXL-97 (Sheldrick, 2008) & TITAN (Hunter & Simpson, 1999) ; _computing_molecular_graphics ; SHELXTL (Sheldrick, 2008) and Mercury (Macrae et al., 2008) ; _computing_publication_material ; SHELXL-97, enCIFer (Allen et al., 2004), PLATON (Spek, 2009), PublCIF (Westrip 2010) ; _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^)+(0.0448P)^2^+2.5918P] 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 2051 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0520 _refine_ls_R_factor_gt 0.0374 _refine_ls_wR_factor_ref 0.0946 _refine_ls_wR_factor_gt 0.0858 _refine_ls_goodness_of_fit_ref 0.982 _refine_ls_restrained_S_all 0.982 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.5192(3) 0.5712(5) 0.7760(4) 0.0262(12) Uani 1 1 d . . . C2 C 0.5166(3) 0.6441(5) 0.8701(4) 0.0347(13) Uani 1 1 d . . . H2 H 0.4767 0.7183 0.8646 0.042 Uiso 1 1 calc R . . C3 C 0.5836(4) 0.5860(7) 0.9714(5) 0.0503(17) Uani 1 1 d . . . H3 H 0.5968 0.6148 1.0464 0.060 Uiso 1 1 calc R . . C4 C 0.6272(4) 0.4804(6) 0.9446(5) 0.0514(18) Uani 1 1 d . . . H4 H 0.6746 0.4242 0.9982 0.062 Uiso 1 1 calc R . . C5 C 0.5904(3) 0.4690(5) 0.8249(5) 0.0376(14) Uani 1 1 d . . . H5 H 0.6094 0.4053 0.7842 0.045 Uiso 1 1 calc R . . Fe1 Fe 0.65665(5) 0.64492(7) 0.87389(6) 0.0256(2) Uani 1 1 d . . . C6 C 0.6820(4) 0.8127(5) 0.8060(5) 0.0426(15) Uani 1 1 d . . . H6 H 0.6324 0.8689 0.7553 0.051 Uiso 1 1 calc R . . C7 C 0.7245(4) 0.8214(5) 0.9230(5) 0.0357(13) Uani 1 1 d . . . H7 H 0.7090 0.8849 0.9666 0.043 Uiso 1 1 calc R . . C8 C 0.7942(4) 0.7219(5) 0.9671(4) 0.0368(14) Uani 1 1 d . . . H8 H 0.8338 0.7062 1.0457 0.044 Uiso 1 1 calc R . . C9 C 0.7958(4) 0.6490(5) 0.8760(5) 0.0427(15) Uani 1 1 d . . . H9 H 0.8366 0.5757 0.8813 0.051 Uiso 1 1 calc R . . C10 C 0.7250(4) 0.7049(6) 0.7744(5) 0.0497(17) Uani 1 1 d . . . H10 H 0.7093 0.6757 0.6990 0.060 Uiso 1 1 calc R . . C11 C 0.4615(3) 0.5973(4) 0.6591(4) 0.0252(12) Uani 1 1 d . . . C12 C 0.4072(4) 0.6198(4) 0.5611(4) 0.0260(12) Uani 1 1 d . . . C14 C 0.3412(3) 0.6466(4) 0.4516(4) 0.0257(12) Uani 1 1 d . . . C13 C 0.2800(4) 0.6735(4) 0.3570(4) 0.0256(12) Uani 1 1 d . . . C21 C 0.2139(3) 0.7071(4) 0.2436(4) 0.0236(11) Uani 1 1 d . . . C22 C 0.1156(3) 0.6539(4) 0.1794(4) 0.0253(12) Uani 1 1 d . . . H22 H 0.0820 0.5923 0.2059 0.030 Uiso 1 1 calc R . . C23 C 0.0789(3) 0.7106(4) 0.0699(4) 0.0276(12) Uani 1 1 d . . . H23 H 0.0158 0.6933 0.0095 0.033 Uiso 1 1 calc R . . C24 C 0.1521(3) 0.7980(5) 0.0652(4) 0.0285(12) Uani 1 1 d . . . H24 H 0.1464 0.8484 0.0011 0.034 Uiso 1 1 calc R . . C25 C 0.2342(3) 0.7970(5) 0.1716(4) 0.0264(12) Uani 1 1 d . . . H25 H 0.2932 0.8475 0.1922 0.032 Uiso 1 1 calc R . . Fe2 Fe 0.10828(5) 0.85011(6) 0.19196(5) 0.0201(2) Uani 1 1 d . . . C26 C 0.1025(3) 0.9334(4) 0.3337(4) 0.0229(11) Uani 1 1 d . . . H26 H 0.1395 0.9082 0.4108 0.027 Uiso 1 1 calc R . . C27 C 0.0071(3) 0.8851(4) 0.2593(4) 0.0249(12) Uani 1 1 d . . . H27 H -0.0307 0.8215 0.2776 0.030 Uiso 1 1 calc R . . C28 C -0.0219(3) 0.9495(4) 0.1521(4) 0.0239(11) Uani 1 1 d . . . H28 H -0.0825 0.9368 0.0866 0.029 Uiso 1 1 calc R . . C29 C 0.0560(3) 1.0352(4) 0.1611(4) 0.0238(11) Uani 1 1 d . . . H29 H 0.0571 1.0901 0.1023 0.029 Uiso 1 1 calc R . . C30 C 0.1324(3) 1.0253(4) 0.2729(4) 0.0238(11) Uani 1 1 d . . . H30 H 0.1934 1.0725 0.3019 0.029 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 C1 0.013(3) 0.032(3) 0.028(3) 0.007(2) 0.003(2) -0.002(2) C2 0.013(3) 0.059(4) 0.031(3) -0.004(3) 0.007(2) -0.007(2) C3 0.027(3) 0.086(5) 0.031(3) 0.012(3) 0.005(3) -0.023(3) C4 0.026(3) 0.058(4) 0.044(4) 0.034(3) -0.012(3) -0.013(3) C5 0.016(3) 0.030(3) 0.061(4) 0.010(3) 0.010(3) -0.003(2) Fe1 0.0131(4) 0.0317(4) 0.0284(4) 0.0067(3) 0.0051(3) -0.0018(3) C6 0.025(3) 0.043(4) 0.057(4) 0.021(3) 0.014(3) -0.002(3) C7 0.034(3) 0.029(3) 0.051(4) 0.000(3) 0.024(3) -0.001(3) C8 0.025(3) 0.035(3) 0.038(3) 0.003(3) 0.000(3) -0.012(3) C9 0.022(3) 0.031(3) 0.083(5) -0.004(3) 0.029(3) -0.002(2) C10 0.050(4) 0.071(4) 0.037(3) -0.016(3) 0.027(3) -0.040(4) C11 0.020(3) 0.024(3) 0.032(3) 0.001(2) 0.012(3) -0.002(2) C12 0.020(3) 0.030(3) 0.028(3) 0.002(2) 0.011(3) 0.000(2) C14 0.019(3) 0.030(3) 0.029(3) -0.002(2) 0.011(3) -0.001(2) C13 0.021(3) 0.025(3) 0.035(3) -0.004(2) 0.016(3) -0.001(2) C21 0.011(3) 0.032(3) 0.025(3) -0.003(2) 0.003(2) 0.006(2) C22 0.023(3) 0.024(3) 0.033(3) -0.001(2) 0.016(2) 0.003(2) C23 0.024(3) 0.031(3) 0.026(3) -0.006(2) 0.009(2) 0.002(2) C24 0.023(3) 0.035(3) 0.029(3) 0.004(2) 0.012(2) 0.007(2) C25 0.023(3) 0.033(3) 0.026(3) 0.004(2) 0.013(2) 0.007(2) Fe2 0.0146(4) 0.0235(4) 0.0218(4) -0.0004(3) 0.0070(3) 0.0000(3) C26 0.019(3) 0.028(3) 0.019(2) -0.001(2) 0.005(2) 0.001(2) C27 0.029(3) 0.022(3) 0.029(3) 0.003(2) 0.017(2) 0.004(2) C28 0.017(3) 0.028(3) 0.024(3) -0.002(2) 0.005(2) 0.002(2) C29 0.031(3) 0.024(3) 0.018(3) 0.005(2) 0.011(2) 0.005(2) C30 0.018(3) 0.026(3) 0.023(3) -0.004(2) 0.004(2) -0.005(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 C1 C11 1.416(7) . ? C1 C5 1.437(7) . ? C1 C2 1.439(7) . ? C1 Fe1 2.036(4) . ? C2 C3 1.405(7) . ? C2 Fe1 2.034(5) . ? C2 H2 0.9500 . ? C3 C4 1.378(8) . ? C3 Fe1 2.048(5) . ? C3 H3 0.9500 . ? C4 C5 1.411(8) . ? C4 Fe1 2.055(5) . ? C4 H4 0.9500 . ? C5 Fe1 2.035(5) . ? C5 H5 0.9500 . ? Fe1 C10 2.020(5) . ? Fe1 C9 2.030(5) . ? Fe1 C8 2.038(5) . ? Fe1 C6 2.042(5) . ? Fe1 C7 2.049(5) . ? C6 C7 1.375(7) . ? C6 C10 1.420(8) . ? C6 H6 0.9500 . ? C7 C8 1.396(7) . ? C7 H7 0.9500 . ? C8 C9 1.402(7) . ? C8 H8 0.9500 . ? C9 C10 1.415(8) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? C11 C12 1.205(6) . ? C12 C14 1.370(7) . ? C14 C13 1.211(6) . ? C13 C21 1.424(7) . ? C21 C25 1.426(6) . ? C21 C22 1.443(6) . ? C21 Fe2 2.044(4) . ? C22 C23 1.412(6) . ? C22 Fe2 2.040(4) . ? C22 H22 0.9500 . ? C23 C24 1.423(6) . ? C23 Fe2 2.042(4) . ? C23 H23 0.9500 . ? C24 C25 1.404(6) . ? C24 Fe2 2.055(5) . ? C24 H24 0.9500 . ? C25 Fe2 2.044(4) . ? C25 H25 0.9500 . ? Fe2 C27 2.035(5) . ? Fe2 C29 2.038(4) . ? Fe2 C28 2.039(4) . ? Fe2 C30 2.045(4) . ? Fe2 C26 2.050(4) . ? C26 C30 1.410(6) . ? C26 C27 1.423(6) . ? C26 H26 0.9500 . ? C27 C28 1.429(6) . ? C27 H27 0.9500 . ? C28 C29 1.412(6) . ? C28 H28 0.9500 . ? C29 C30 1.419(6) . ? C29 H29 0.9500 . ? C30 H30 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 C11 C1 C5 128.0(5) . . ? C11 C1 C2 125.6(4) . . ? C5 C1 C2 106.4(4) . . ? C11 C1 Fe1 126.4(3) . . ? C5 C1 Fe1 69.3(3) . . ? C2 C1 Fe1 69.2(2) . . ? C3 C2 C1 107.9(5) . . ? C3 C2 Fe1 70.4(3) . . ? C1 C2 Fe1 69.4(3) . . ? C3 C2 H2 126.1 . . ? C1 C2 H2 126.1 . . ? Fe1 C2 H2 125.7 . . ? C4 C3 C2 109.0(5) . . ? C4 C3 Fe1 70.6(3) . . ? C2 C3 Fe1 69.3(3) . . ? C4 C3 H3 125.5 . . ? C2 C3 H3 125.5 . . ? Fe1 C3 H3 126.1 . . ? C3 C4 C5 109.3(5) . . ? C3 C4 Fe1 70.1(3) . . ? C5 C4 Fe1 69.1(3) . . ? C3 C4 H4 125.3 . . ? C5 C4 H4 125.3 . . ? Fe1 C4 H4 127.1 . . ? C4 C5 C1 107.4(5) . . ? C4 C5 Fe1 70.6(3) . . ? C1 C5 Fe1 69.4(3) . . ? C4 C5 H5 126.3 . . ? C1 C5 H5 126.3 . . ? Fe1 C5 H5 125.3 . . ? C10 Fe1 C9 40.9(2) . . ? C10 Fe1 C8 67.9(2) . . ? C9 Fe1 C8 40.3(2) . . ? C10 Fe1 C2 138.2(2) . . ? C9 Fe1 C2 178.9(2) . . ? C8 Fe1 C2 139.6(2) . . ? C10 Fe1 C5 112.1(2) . . ? C9 Fe1 C5 111.8(2) . . ? C8 Fe1 C5 139.6(2) . . ? C2 Fe1 C5 68.9(2) . . ? C10 Fe1 C1 110.3(2) . . ? C9 Fe1 C1 138.6(2) . . ? C8 Fe1 C1 178.1(2) . . ? C2 Fe1 C1 41.39(19) . . ? C5 Fe1 C1 41.32(18) . . ? C10 Fe1 C6 40.9(2) . . ? C9 Fe1 C6 68.3(2) . . ? C8 Fe1 C6 67.1(2) . . ? C2 Fe1 C6 110.6(2) . . ? C5 Fe1 C6 140.6(2) . . ? C1 Fe1 C6 111.2(2) . . ? C10 Fe1 C7 67.5(2) . . ? C9 Fe1 C7 67.6(2) . . ? C8 Fe1 C7 39.94(19) . . ? C2 Fe1 C7 111.6(2) . . ? C5 Fe1 C7 179.4(2) . . ? C1 Fe1 C7 139.10(19) . . ? C6 Fe1 C7 39.3(2) . . ? C10 Fe1 C3 178.4(2) . . ? C9 Fe1 C3 140.7(2) . . ? C8 Fe1 C3 113.3(2) . . ? C2 Fe1 C3 40.3(2) . . ? C5 Fe1 C3 67.7(2) . . ? C1 Fe1 C3 68.5(2) . . ? C6 Fe1 C3 138.3(3) . . ? C7 Fe1 C3 112.7(2) . . ? C10 Fe1 C4 141.5(3) . . ? C9 Fe1 C4 113.8(2) . . ? C8 Fe1 C4 113.5(2) . . ? C2 Fe1 C4 67.3(2) . . ? C5 Fe1 C4 40.4(2) . . ? C1 Fe1 C4 68.26(19) . . ? C6 Fe1 C4 177.5(3) . . ? C7 Fe1 C4 139.7(2) . . ? C3 Fe1 C4 39.3(2) . . ? C7 C6 C10 108.1(5) . . ? C7 C6 Fe1 70.6(3) . . ? C10 C6 Fe1 68.7(3) . . ? C7 C6 H6 126.0 . . ? C10 C6 H6 126.0 . . ? Fe1 C6 H6 126.2 . . ? C6 C7 C8 108.9(5) . . ? C6 C7 Fe1 70.1(3) . . ? C8 C7 Fe1 69.6(3) . . ? C6 C7 H7 125.5 . . ? C8 C7 H7 125.5 . . ? Fe1 C7 H7 126.3 . . ? C7 C8 C9 108.4(5) . . ? C7 C8 Fe1 70.5(3) . . ? C9 C8 Fe1 69.5(3) . . ? C7 C8 H8 125.8 . . ? C9 C8 H8 125.8 . . ? Fe1 C8 H8 125.8 . . ? C8 C9 C10 107.2(5) . . ? C8 C9 Fe1 70.1(3) . . ? C10 C9 Fe1 69.2(3) . . ? C8 C9 H9 126.4 . . ? C10 C9 H9 126.4 . . ? Fe1 C9 H9 125.8 . . ? C9 C10 C6 107.4(5) . . ? C9 C10 Fe1 69.9(3) . . ? C6 C10 Fe1 70.4(3) . . ? C9 C10 H10 126.3 . . ? C6 C10 H10 126.3 . . ? Fe1 C10 H10 125.0 . . ? C12 C11 C1 175.9(5) . . ? C11 C12 C14 176.8(5) . . ? C13 C14 C12 176.8(5) . . ? C14 C13 C21 175.9(5) . . ? C13 C21 C25 126.0(4) . . ? C13 C21 C22 126.4(4) . . ? C25 C21 C22 107.6(4) . . ? C13 C21 Fe2 127.9(3) . . ? C25 C21 Fe2 69.6(3) . . ? C22 C21 Fe2 69.1(2) . . ? C23 C22 C21 107.1(4) . . ? C23 C22 Fe2 69.9(3) . . ? C21 C22 Fe2 69.5(3) . . ? C23 C22 H22 126.4 . . ? C21 C22 H22 126.4 . . ? Fe2 C22 H22 125.8 . . ? C22 C23 C24 108.7(4) . . ? C22 C23 Fe2 69.7(3) . . ? C24 C23 Fe2 70.1(3) . . ? C22 C23 H23 125.7 . . ? C24 C23 H23 125.7 . . ? Fe2 C23 H23 126.1 . . ? C25 C24 C23 108.3(4) . . ? C25 C24 Fe2 69.6(3) . . ? C23 C24 Fe2 69.2(3) . . ? C25 C24 H24 125.9 . . ? C23 C24 H24 125.9 . . ? Fe2 C24 H24 126.9 . . ? C24 C25 C21 108.3(4) . . ? C24 C25 Fe2 70.4(3) . . ? C21 C25 Fe2 69.6(2) . . ? C24 C25 H25 125.9 . . ? C21 C25 H25 125.9 . . ? Fe2 C25 H25 125.7 . . ? C27 Fe2 C29 68.56(18) . . ? C27 Fe2 C28 41.08(17) . . ? C29 Fe2 C28 40.54(17) . . ? C27 Fe2 C22 106.37(18) . . ? C29 Fe2 C22 160.91(18) . . ? C28 Fe2 C22 123.71(18) . . ? C27 Fe2 C23 119.48(19) . . ? C29 Fe2 C23 124.65(18) . . ? C28 Fe2 C23 106.37(18) . . ? C22 Fe2 C23 40.47(18) . . ? C27 Fe2 C30 68.27(18) . . ? C29 Fe2 C30 40.67(17) . . ? C28 Fe2 C30 68.34(18) . . ? C22 Fe2 C30 156.34(18) . . ? C23 Fe2 C30 162.49(19) . . ? C27 Fe2 C21 125.33(18) . . ? C29 Fe2 C21 156.33(19) . . ? C28 Fe2 C21 162.18(19) . . ? C22 Fe2 C21 41.39(17) . . ? C23 Fe2 C21 68.41(18) . . ? C30 Fe2 C21 121.64(17) . . ? C27 Fe2 C25 163.28(18) . . ? C29 Fe2 C25 120.95(19) . . ? C28 Fe2 C25 154.81(18) . . ? C22 Fe2 C25 69.09(19) . . ? C23 Fe2 C25 68.20(19) . . ? C30 Fe2 C25 109.04(19) . . ? C21 Fe2 C25 40.83(18) . . ? C27 Fe2 C26 40.76(17) . . ? C29 Fe2 C26 68.27(18) . . ? C28 Fe2 C26 68.64(18) . . ? C22 Fe2 C26 120.70(19) . . ? C23 Fe2 C26 155.15(19) . . ? C30 Fe2 C26 40.27(17) . . ? C21 Fe2 C26 108.50(18) . . ? C25 Fe2 C26 126.62(18) . . ? C27 Fe2 C24 154.81(19) . . ? C29 Fe2 C24 107.83(18) . . ? C28 Fe2 C24 119.86(18) . . ? C22 Fe2 C24 68.47(19) . . ? C23 Fe2 C24 40.65(18) . . ? C30 Fe2 C24 126.22(19) . . ? C21 Fe2 C24 68.04(18) . . ? C25 Fe2 C24 40.05(17) . . ? C26 Fe2 C24 163.10(18) . . ? C30 C26 C27 107.9(4) . . ? C30 C26 Fe2 69.7(2) . . ? C27 C26 Fe2 69.1(2) . . ? C30 C26 H26 126.1 . . ? C27 C26 H26 126.1 . . ? Fe2 C26 H26 126.8 . . ? C26 C27 C28 107.8(4) . . ? C26 C27 Fe2 70.2(3) . . ? C28 C27 Fe2 69.6(3) . . ? C26 C27 H27 126.1 . . ? C28 C27 H27 126.1 . . ? Fe2 C27 H27 125.7 . . ? C29 C28 C27 107.7(4) . . ? C29 C28 Fe2 69.7(2) . . ? C27 C28 Fe2 69.3(3) . . ? C29 C28 H28 126.2 . . ? C27 C28 H28 126.2 . . ? Fe2 C28 H28 126.4 . . ? C28 C29 C30 108.2(4) . . ? C28 C29 Fe2 69.8(3) . . ? C30 C29 Fe2 69.9(2) . . ? C28 C29 H29 125.9 . . ? C30 C29 H29 125.9 . . ? Fe2 C29 H29 126.0 . . ? C26 C30 C29 108.4(4) . . ? C26 C30 Fe2 70.0(3) . . ? C29 C30 Fe2 69.4(2) . . ? C26 C30 H30 125.8 . . ? C29 C30 H30 125.8 . . ? Fe2 C30 H30 126.3 . . ? 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 C11 C1 C2 C3 179.3(5) . . . . ? C5 C1 C2 C3 -0.5(5) . . . . ? Fe1 C1 C2 C3 -60.1(3) . . . . ? C11 C1 C2 Fe1 -120.6(5) . . . . ? C5 C1 C2 Fe1 59.6(3) . . . . ? C1 C2 C3 C4 -0.2(6) . . . . ? Fe1 C2 C3 C4 -59.7(4) . . . . ? C1 C2 C3 Fe1 59.5(3) . . . . ? C2 C3 C4 C5 0.9(6) . . . . ? Fe1 C3 C4 C5 -58.0(4) . . . . ? C2 C3 C4 Fe1 58.9(4) . . . . ? C3 C4 C5 C1 -1.2(6) . . . . ? Fe1 C4 C5 C1 -59.9(3) . . . . ? C3 C4 C5 Fe1 58.7(4) . . . . ? C11 C1 C5 C4 -178.8(5) . . . . ? C2 C1 C5 C4 1.0(5) . . . . ? Fe1 C1 C5 C4 60.6(3) . . . . ? C11 C1 C5 Fe1 120.6(5) . . . . ? C2 C1 C5 Fe1 -59.6(3) . . . . ? C3 C2 Fe1 C10 -180.0(4) . . . . ? C1 C2 Fe1 C10 61.2(4) . . . . ? C3 C2 Fe1 C9 -148(12) . . . . ? C1 C2 Fe1 C9 93(12) . . . . ? C3 C2 Fe1 C8 -63.7(5) . . . . ? C1 C2 Fe1 C8 177.5(3) . . . . ? C3 C2 Fe1 C5 80.1(4) . . . . ? C1 C2 Fe1 C5 -38.8(3) . . . . ? C3 C2 Fe1 C1 118.8(5) . . . . ? C3 C2 Fe1 C6 -142.2(4) . . . . ? C1 C2 Fe1 C6 99.0(3) . . . . ? C3 C2 Fe1 C7 -100.0(4) . . . . ? C1 C2 Fe1 C7 141.2(3) . . . . ? C1 C2 Fe1 C3 -118.8(5) . . . . ? C3 C2 Fe1 C4 36.4(3) . . . . ? C1 C2 Fe1 C4 -82.4(3) . . . . ? C4 C5 Fe1 C10 145.8(4) . . . . ? C1 C5 Fe1 C10 -96.0(3) . . . . ? C4 C5 Fe1 C9 101.6(4) . . . . ? C1 C5 Fe1 C9 -140.3(3) . . . . ? C4 C5 Fe1 C8 64.4(5) . . . . ? C1 C5 Fe1 C8 -177.5(3) . . . . ? C4 C5 Fe1 C2 -79.3(4) . . . . ? C1 C5 Fe1 C2 38.8(3) . . . . ? C4 C5 Fe1 C1 -118.2(5) . . . . ? C4 C5 Fe1 C6 -176.5(4) . . . . ? C1 C5 Fe1 C6 -58.4(5) . . . . ? C4 C5 Fe1 C7 103(24) . . . . ? C1 C5 Fe1 C7 -139(24) . . . . ? C4 C5 Fe1 C3 -35.9(3) . . . . ? C1 C5 Fe1 C3 82.3(3) . . . . ? C1 C5 Fe1 C4 118.2(5) . . . . ? C11 C1 Fe1 C10 -21.8(5) . . . . ? C5 C1 Fe1 C10 100.8(4) . . . . ? C2 C1 Fe1 C10 -141.5(3) . . . . ? C11 C1 Fe1 C9 -58.7(6) . . . . ? C5 C1 Fe1 C9 63.9(4) . . . . ? C2 C1 Fe1 C9 -178.3(3) . . . . ? C11 C1 Fe1 C8 -2(7) . . . . ? C5 C1 Fe1 C8 121(6) . . . . ? C2 C1 Fe1 C8 -122(6) . . . . ? C11 C1 Fe1 C2 119.6(5) . . . . ? C5 C1 Fe1 C2 -117.8(4) . . . . ? C11 C1 Fe1 C5 -122.6(6) . . . . ? C2 C1 Fe1 C5 117.8(4) . . . . ? C11 C1 Fe1 C6 22.0(5) . . . . ? C5 C1 Fe1 C6 144.6(3) . . . . ? C2 C1 Fe1 C6 -97.6(3) . . . . ? C11 C1 Fe1 C7 56.9(6) . . . . ? C5 C1 Fe1 C7 179.4(3) . . . . ? C2 C1 Fe1 C7 -62.8(4) . . . . ? C11 C1 Fe1 C3 157.1(5) . . . . ? C5 C1 Fe1 C3 -80.3(3) . . . . ? C2 C1 Fe1 C3 37.5(3) . . . . ? C11 C1 Fe1 C4 -160.5(5) . . . . ? C5 C1 Fe1 C4 -37.9(3) . . . . ? C2 C1 Fe1 C4 79.8(3) . . . . ? C4 C3 Fe1 C10 120(9) . . . . ? C2 C3 Fe1 C10 0(10) . . . . ? C4 C3 Fe1 C9 -60.8(5) . . . . ? C2 C3 Fe1 C9 179.1(3) . . . . ? C4 C3 Fe1 C8 -99.2(3) . . . . ? C2 C3 Fe1 C8 140.7(3) . . . . ? C4 C3 Fe1 C2 120.1(5) . . . . ? C4 C3 Fe1 C5 36.9(3) . . . . ? C2 C3 Fe1 C5 -83.2(3) . . . . ? C4 C3 Fe1 C1 81.6(3) . . . . ? C2 C3 Fe1 C1 -38.5(3) . . . . ? C4 C3 Fe1 C6 179.7(3) . . . . ? C2 C3 Fe1 C6 59.6(5) . . . . ? C4 C3 Fe1 C7 -142.7(3) . . . . ? C2 C3 Fe1 C7 97.2(4) . . . . ? C2 C3 Fe1 C4 -120.1(5) . . . . ? C3 C4 Fe1 C10 -177.8(3) . . . . ? C5 C4 Fe1 C10 -56.8(5) . . . . ? C3 C4 Fe1 C9 142.8(3) . . . . ? C5 C4 Fe1 C9 -96.2(4) . . . . ? C3 C4 Fe1 C8 98.6(3) . . . . ? C5 C4 Fe1 C8 -140.4(3) . . . . ? C3 C4 Fe1 C2 -37.3(3) . . . . ? C5 C4 Fe1 C2 83.7(3) . . . . ? C3 C4 Fe1 C5 -121.0(5) . . . . ? C3 C4 Fe1 C1 -82.2(3) . . . . ? C5 C4 Fe1 C1 38.8(3) . . . . ? C3 C4 Fe1 C6 -5(5) . . . . ? C5 C4 Fe1 C6 116(5) . . . . ? C3 C4 Fe1 C7 59.8(5) . . . . ? C5 C4 Fe1 C7 -179.2(3) . . . . ? C5 C4 Fe1 C3 121.0(5) . . . . ? C10 Fe1 C6 C7 -119.3(5) . . . . ? C9 Fe1 C6 C7 -80.8(3) . . . . ? C8 Fe1 C6 C7 -37.1(3) . . . . ? C2 Fe1 C6 C7 99.3(3) . . . . ? C5 Fe1 C6 C7 -179.1(3) . . . . ? C1 Fe1 C6 C7 143.8(3) . . . . ? C3 Fe1 C6 C7 62.8(4) . . . . ? C4 Fe1 C6 C7 68(5) . . . . ? C9 Fe1 C6 C10 38.5(3) . . . . ? C8 Fe1 C6 C10 82.2(3) . . . . ? C2 Fe1 C6 C10 -141.4(3) . . . . ? C5 Fe1 C6 C10 -59.8(5) . . . . ? C1 Fe1 C6 C10 -96.9(3) . . . . ? C7 Fe1 C6 C10 119.3(5) . . . . ? C3 Fe1 C6 C10 -177.9(3) . . . . ? C4 Fe1 C6 C10 -173(5) . . . . ? C10 C6 C7 C8 0.2(6) . . . . ? Fe1 C6 C7 C8 58.9(4) . . . . ? C10 C6 C7 Fe1 -58.7(4) . . . . ? C10 Fe1 C7 C6 38.2(3) . . . . ? C9 Fe1 C7 C6 82.6(4) . . . . ? C8 Fe1 C7 C6 120.2(5) . . . . ? C2 Fe1 C7 C6 -96.5(3) . . . . ? C5 Fe1 C7 C6 82(24) . . . . ? C1 Fe1 C7 C6 -57.3(4) . . . . ? C3 Fe1 C7 C6 -140.1(3) . . . . ? C4 Fe1 C7 C6 -176.5(4) . . . . ? C10 Fe1 C7 C8 -82.0(4) . . . . ? C9 Fe1 C7 C8 -37.6(3) . . . . ? C2 Fe1 C7 C8 143.3(3) . . . . ? C5 Fe1 C7 C8 -39(24) . . . . ? C1 Fe1 C7 C8 -177.4(3) . . . . ? C6 Fe1 C7 C8 -120.2(5) . . . . ? C3 Fe1 C7 C8 99.7(4) . . . . ? C4 Fe1 C7 C8 63.3(5) . . . . ? C6 C7 C8 C9 0.1(6) . . . . ? Fe1 C7 C8 C9 59.4(3) . . . . ? C6 C7 C8 Fe1 -59.2(4) . . . . ? C10 Fe1 C8 C7 80.9(4) . . . . ? C9 Fe1 C8 C7 119.4(5) . . . . ? C2 Fe1 C8 C7 -58.9(5) . . . . ? C5 Fe1 C8 C7 179.5(3) . . . . ? C1 Fe1 C8 C7 61(6) . . . . ? C6 Fe1 C8 C7 36.5(3) . . . . ? C3 Fe1 C8 C7 -98.0(4) . . . . ? C4 Fe1 C8 C7 -141.0(4) . . . . ? C10 Fe1 C8 C9 -38.5(3) . . . . ? C2 Fe1 C8 C9 -178.3(3) . . . . ? C5 Fe1 C8 C9 60.1(5) . . . . ? C1 Fe1 C8 C9 -59(6) . . . . ? C6 Fe1 C8 C9 -82.9(4) . . . . ? C7 Fe1 C8 C9 -119.4(5) . . . . ? C3 Fe1 C8 C9 142.6(4) . . . . ? C4 Fe1 C8 C9 99.6(4) . . . . ? C7 C8 C9 C10 -0.4(6) . . . . ? Fe1 C8 C9 C10 59.5(3) . . . . ? C7 C8 C9 Fe1 -59.9(3) . . . . ? C10 Fe1 C9 C8 118.2(5) . . . . ? C2 Fe1 C9 C8 86(12) . . . . ? C5 Fe1 C9 C8 -142.8(3) . . . . ? C1 Fe1 C9 C8 177.5(3) . . . . ? C6 Fe1 C9 C8 79.7(3) . . . . ? C7 Fe1 C9 C8 37.2(3) . . . . ? C3 Fe1 C9 C8 -61.7(5) . . . . ? C4 Fe1 C9 C8 -98.9(4) . . . . ? C8 Fe1 C9 C10 -118.2(5) . . . . ? C2 Fe1 C9 C10 -32(12) . . . . ? C5 Fe1 C9 C10 99.0(4) . . . . ? C1 Fe1 C9 C10 59.3(4) . . . . ? C6 Fe1 C9 C10 -38.5(3) . . . . ? C7 Fe1 C9 C10 -81.0(3) . . . . ? C3 Fe1 C9 C10 -179.9(4) . . . . ? C4 Fe1 C9 C10 142.9(4) . . . . ? C8 C9 C10 C6 0.5(6) . . . . ? Fe1 C9 C10 C6 60.7(4) . . . . ? C8 C9 C10 Fe1 -60.1(3) . . . . ? C7 C6 C10 C9 -0.4(6) . . . . ? Fe1 C6 C10 C9 -60.4(4) . . . . ? C7 C6 C10 Fe1 59.9(4) . . . . ? C8 Fe1 C10 C9 38.0(3) . . . . ? C2 Fe1 C10 C9 179.1(3) . . . . ? C5 Fe1 C10 C9 -98.3(3) . . . . ? C1 Fe1 C10 C9 -142.7(3) . . . . ? C6 Fe1 C10 C9 118.0(5) . . . . ? C7 Fe1 C10 C9 81.3(3) . . . . ? C3 Fe1 C10 C9 179(100) . . . . ? C4 Fe1 C10 C9 -62.5(5) . . . . ? C9 Fe1 C10 C6 -118.0(5) . . . . ? C8 Fe1 C10 C6 -80.0(3) . . . . ? C2 Fe1 C10 C6 61.1(4) . . . . ? C5 Fe1 C10 C6 143.7(3) . . . . ? C1 Fe1 C10 C6 99.3(3) . . . . ? C7 Fe1 C10 C6 -36.7(3) . . . . ? C3 Fe1 C10 C6 61(10) . . . . ? C4 Fe1 C10 C6 179.5(3) . . . . ? C5 C1 C11 C12 129(7) . . . . ? C2 C1 C11 C12 -51(7) . . . . ? Fe1 C1 C11 C12 -140(7) . . . . ? C1 C11 C12 C14 9(15) . . . . ? C11 C12 C14 C13 21(16) . . . . ? C12 C14 C13 C21 138(8) . . . . ? C14 C13 C21 C25 -29(7) . . . . ? C14 C13 C21 C22 149(7) . . . . ? C14 C13 C21 Fe2 -120(7) . . . . ? C13 C21 C22 C23 -177.6(4) . . . . ? C25 C21 C22 C23 0.8(5) . . . . ? Fe2 C21 C22 C23 60.0(3) . . . . ? C13 C21 C22 Fe2 122.5(5) . . . . ? C25 C21 C22 Fe2 -59.2(3) . . . . ? C21 C22 C23 C24 -0.2(5) . . . . ? Fe2 C22 C23 C24 59.5(3) . . . . ? C21 C22 C23 Fe2 -59.7(3) . . . . ? C22 C23 C24 C25 -0.4(5) . . . . ? Fe2 C23 C24 C25 58.8(3) . . . . ? C22 C23 C24 Fe2 -59.2(3) . . . . ? C23 C24 C25 C21 1.0(5) . . . . ? Fe2 C24 C25 C21 59.5(3) . . . . ? C23 C24 C25 Fe2 -58.5(3) . . . . ? C13 C21 C25 C24 177.3(4) . . . . ? C22 C21 C25 C24 -1.1(5) . . . . ? Fe2 C21 C25 C24 -60.0(3) . . . . ? C13 C21 C25 Fe2 -122.7(5) . . . . ? C22 C21 C25 Fe2 58.9(3) . . . . ? C23 C22 Fe2 C27 116.5(3) . . . . ? C21 C22 Fe2 C27 -125.3(3) . . . . ? C23 C22 Fe2 C29 44.9(7) . . . . ? C21 C22 Fe2 C29 163.1(5) . . . . ? C23 C22 Fe2 C28 74.9(3) . . . . ? C21 C22 Fe2 C28 -166.9(3) . . . . ? C21 C22 Fe2 C23 118.2(4) . . . . ? C23 C22 Fe2 C30 -170.4(4) . . . . ? C21 C22 Fe2 C30 -52.2(6) . . . . ? C23 C22 Fe2 C21 -118.2(4) . . . . ? C23 C22 Fe2 C25 -80.5(3) . . . . ? C21 C22 Fe2 C25 37.7(3) . . . . ? C23 C22 Fe2 C26 158.4(3) . . . . ? C21 C22 Fe2 C26 -83.4(3) . . . . ? C23 C22 Fe2 C24 -37.4(3) . . . . ? C21 C22 Fe2 C24 80.8(3) . . . . ? C22 C23 Fe2 C27 -80.6(3) . . . . ? C24 C23 Fe2 C27 159.6(3) . . . . ? C22 C23 Fe2 C29 -163.7(3) . . . . ? C24 C23 Fe2 C29 76.5(3) . . . . ? C22 C23 Fe2 C28 -123.2(3) . . . . ? C24 C23 Fe2 C28 117.0(3) . . . . ? C24 C23 Fe2 C22 -119.8(4) . . . . ? C22 C23 Fe2 C30 167.2(5) . . . . ? C24 C23 Fe2 C30 47.4(7) . . . . ? C22 C23 Fe2 C21 38.8(3) . . . . ? C24 C23 Fe2 C21 -81.0(3) . . . . ? C22 C23 Fe2 C25 82.9(3) . . . . ? C24 C23 Fe2 C25 -36.9(3) . . . . ? C22 C23 Fe2 C26 -48.8(5) . . . . ? C24 C23 Fe2 C26 -168.6(4) . . . . ? C22 C23 Fe2 C24 119.8(4) . . . . ? C13 C21 Fe2 C27 -46.8(5) . . . . ? C25 C21 Fe2 C27 -167.2(3) . . . . ? C22 C21 Fe2 C27 73.6(3) . . . . ? C13 C21 Fe2 C29 73.2(7) . . . . ? C25 C21 Fe2 C29 -47.1(5) . . . . ? C22 C21 Fe2 C29 -166.3(4) . . . . ? C13 C21 Fe2 C28 -82.4(7) . . . . ? C25 C21 Fe2 C28 157.3(5) . . . . ? C22 C21 Fe2 C28 38.1(7) . . . . ? C13 C21 Fe2 C22 -120.5(5) . . . . ? C25 C21 Fe2 C22 119.2(4) . . . . ? C13 C21 Fe2 C23 -158.4(5) . . . . ? C25 C21 Fe2 C23 81.2(3) . . . . ? C22 C21 Fe2 C23 -38.0(3) . . . . ? C13 C21 Fe2 C30 37.6(5) . . . . ? C25 C21 Fe2 C30 -82.7(3) . . . . ? C22 C21 Fe2 C30 158.1(3) . . . . ? C13 C21 Fe2 C25 120.3(5) . . . . ? C22 C21 Fe2 C25 -119.2(4) . . . . ? C13 C21 Fe2 C26 -4.7(5) . . . . ? C25 C21 Fe2 C26 -125.1(3) . . . . ? C22 C21 Fe2 C26 115.8(3) . . . . ? C13 C21 Fe2 C24 157.6(5) . . . . ? C25 C21 Fe2 C24 37.3(3) . . . . ? C22 C21 Fe2 C24 -81.9(3) . . . . ? C24 C25 Fe2 C27 158.1(6) . . . . ? C21 C25 Fe2 C27 39.0(8) . . . . ? C24 C25 Fe2 C29 -80.9(3) . . . . ? C21 C25 Fe2 C29 159.9(2) . . . . ? C24 C25 Fe2 C28 -44.7(6) . . . . ? C21 C25 Fe2 C28 -163.9(4) . . . . ? C24 C25 Fe2 C22 81.0(3) . . . . ? C21 C25 Fe2 C22 -38.2(3) . . . . ? C24 C25 Fe2 C23 37.4(3) . . . . ? C21 C25 Fe2 C23 -81.8(3) . . . . ? C24 C25 Fe2 C30 -124.1(3) . . . . ? C21 C25 Fe2 C30 116.7(3) . . . . ? C24 C25 Fe2 C21 119.2(4) . . . . ? C24 C25 Fe2 C26 -165.6(3) . . . . ? C21 C25 Fe2 C26 75.2(3) . . . . ? C21 C25 Fe2 C24 -119.2(4) . . . . ? C25 C24 Fe2 C27 -165.4(4) . . . . ? C23 C24 Fe2 C27 -45.5(5) . . . . ? C25 C24 Fe2 C29 117.2(3) . . . . ? C23 C24 Fe2 C29 -122.8(3) . . . . ? C25 C24 Fe2 C28 159.8(3) . . . . ? C23 C24 Fe2 C28 -80.2(3) . . . . ? C25 C24 Fe2 C22 -82.7(3) . . . . ? C23 C24 Fe2 C22 37.3(3) . . . . ? C25 C24 Fe2 C23 -120.0(4) . . . . ? C25 C24 Fe2 C30 76.0(3) . . . . ? C23 C24 Fe2 C30 -164.1(3) . . . . ? C25 C24 Fe2 C21 -38.0(3) . . . . ? C23 C24 Fe2 C21 82.0(3) . . . . ? C23 C24 Fe2 C25 120.0(4) . . . . ? C25 C24 Fe2 C26 43.4(7) . . . . ? C23 C24 Fe2 C26 163.4(6) . . . . ? C27 Fe2 C26 C30 -119.5(4) . . . . ? C29 Fe2 C26 C30 -37.6(3) . . . . ? C28 Fe2 C26 C30 -81.3(3) . . . . ? C22 Fe2 C26 C30 161.3(3) . . . . ? C23 Fe2 C26 C30 -164.1(4) . . . . ? C21 Fe2 C26 C30 117.4(3) . . . . ? C25 Fe2 C26 C30 75.6(3) . . . . ? C24 Fe2 C26 C30 42.2(7) . . . . ? C29 Fe2 C26 C27 81.9(3) . . . . ? C28 Fe2 C26 C27 38.2(3) . . . . ? C22 Fe2 C26 C27 -79.2(3) . . . . ? C23 Fe2 C26 C27 -44.7(5) . . . . ? C30 Fe2 C26 C27 119.5(4) . . . . ? C21 Fe2 C26 C27 -123.1(3) . . . . ? C25 Fe2 C26 C27 -164.9(3) . . . . ? C24 Fe2 C26 C27 161.7(6) . . . . ? C30 C26 C27 C28 -0.6(5) . . . . ? Fe2 C26 C27 C28 -59.6(3) . . . . ? C30 C26 C27 Fe2 59.1(3) . . . . ? C29 Fe2 C27 C26 -81.2(3) . . . . ? C28 Fe2 C27 C26 -118.8(4) . . . . ? C22 Fe2 C27 C26 118.3(3) . . . . ? C23 Fe2 C27 C26 160.2(3) . . . . ? C30 Fe2 C27 C26 -37.3(3) . . . . ? C21 Fe2 C27 C26 76.9(3) . . . . ? C25 Fe2 C27 C26 46.6(7) . . . . ? C24 Fe2 C27 C26 -167.6(4) . . . . ? C29 Fe2 C27 C28 37.6(3) . . . . ? C22 Fe2 C27 C28 -122.9(3) . . . . ? C23 Fe2 C27 C28 -81.0(3) . . . . ? C30 Fe2 C27 C28 81.5(3) . . . . ? C21 Fe2 C27 C28 -164.3(3) . . . . ? C25 Fe2 C27 C28 165.5(6) . . . . ? C26 Fe2 C27 C28 118.8(4) . . . . ? C24 Fe2 C27 C28 -48.8(5) . . . . ? C26 C27 C28 C29 0.6(5) . . . . ? Fe2 C27 C28 C29 -59.4(3) . . . . ? C26 C27 C28 Fe2 60.0(3) . . . . ? C27 Fe2 C28 C29 119.0(4) . . . . ? C22 Fe2 C28 C29 -165.4(3) . . . . ? C23 Fe2 C28 C29 -124.6(3) . . . . ? C30 Fe2 C28 C29 37.7(3) . . . . ? C21 Fe2 C28 C29 165.2(5) . . . . ? C25 Fe2 C28 C29 -51.2(5) . . . . ? C26 Fe2 C28 C29 81.1(3) . . . . ? C24 Fe2 C28 C29 -82.6(3) . . . . ? C29 Fe2 C28 C27 -119.0(4) . . . . ? C22 Fe2 C28 C27 75.6(3) . . . . ? C23 Fe2 C28 C27 116.3(3) . . . . ? C30 Fe2 C28 C27 -81.3(3) . . . . ? C21 Fe2 C28 C27 46.2(7) . . . . ? C25 Fe2 C28 C27 -170.2(4) . . . . ? C26 Fe2 C28 C27 -37.9(3) . . . . ? C24 Fe2 C28 C27 158.3(3) . . . . ? C27 C28 C29 C30 -0.4(5) . . . . ? Fe2 C28 C29 C30 -59.6(3) . . . . ? C27 C28 C29 Fe2 59.1(3) . . . . ? C27 Fe2 C29 C28 -38.1(3) . . . . ? C22 Fe2 C29 C28 39.8(7) . . . . ? C23 Fe2 C29 C28 73.7(3) . . . . ? C30 Fe2 C29 C28 -119.3(4) . . . . ? C21 Fe2 C29 C28 -168.8(4) . . . . ? C25 Fe2 C29 C28 157.2(3) . . . . ? C26 Fe2 C29 C28 -82.1(3) . . . . ? C24 Fe2 C29 C28 115.4(3) . . . . ? C27 Fe2 C29 C30 81.2(3) . . . . ? C28 Fe2 C29 C30 119.3(4) . . . . ? C22 Fe2 C29 C30 159.1(5) . . . . ? C23 Fe2 C29 C30 -167.0(3) . . . . ? C21 Fe2 C29 C30 -49.5(5) . . . . ? C25 Fe2 C29 C30 -83.4(3) . . . . ? C26 Fe2 C29 C30 37.2(3) . . . . ? C24 Fe2 C29 C30 -125.3(3) . . . . ? C27 C26 C30 C29 0.3(5) . . . . ? Fe2 C26 C30 C29 59.0(3) . . . . ? C27 C26 C30 Fe2 -58.7(3) . . . . ? C28 C29 C30 C26 0.1(5) . . . . ? Fe2 C29 C30 C26 -59.4(3) . . . . ? C28 C29 C30 Fe2 59.5(3) . . . . ? C27 Fe2 C30 C26 37.7(3) . . . . ? C29 Fe2 C30 C26 119.7(4) . . . . ? C28 Fe2 C30 C26 82.1(3) . . . . ? C22 Fe2 C30 C26 -43.5(6) . . . . ? C23 Fe2 C30 C26 157.6(6) . . . . ? C21 Fe2 C30 C26 -81.3(3) . . . . ? C25 Fe2 C30 C26 -124.7(3) . . . . ? C24 Fe2 C30 C26 -166.0(3) . . . . ? C27 Fe2 C30 C29 -81.9(3) . . . . ? C28 Fe2 C30 C29 -37.6(3) . . . . ? C22 Fe2 C30 C29 -163.1(4) . . . . ? C23 Fe2 C30 C29 37.9(7) . . . . ? C21 Fe2 C30 C29 159.0(3) . . . . ? C25 Fe2 C30 C29 115.7(3) . . . . ? C26 Fe2 C30 C29 -119.7(4) . . . . ? C24 Fe2 C30 C29 74.3(3) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 21.55 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.461 _refine_diff_density_min -0.377 _refine_diff_density_rms 0.066 loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C22 H22 Cg4 0.95 2.75 3.673(5) 164 2_756 _iucr_geom_hbonds_special_details ; Cg is the centroid of the C26...C30 cyclopentadienyl ring. ; _vrf_THETM01_I ; PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550 RESPONSE: ... crystals were small and weakly diffracting with no measurable data obtained beyond 2\q = 21.55 \%. ; _vrf_PLAT023_I ; PROBLEM: Resolution (too) Low [sin(theta)/Lambda < 0.6].. 21.55 Deg. RESPONSE: ... crystals were small and weakly diffracting with no measurable data obtained beyond 2\q = 21.55 \%. ; data_jmfcenap_I _database_code_depnum_ccdc_archive 'CCDC 868745' #TrackingRef 'I_jmfcenap.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H16 Fe' _chemical_formula_sum 'C22 H16 Fe' _chemical_formula_weight 336.20 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' _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 10.5532(8) _cell_length_b 10.8903(8) _cell_length_c 13.9116(11) _cell_angle_alpha 90.00 _cell_angle_beta 106.760(4) _cell_angle_gamma 90.00 _cell_volume 1530.9(2) _cell_formula_units_Z 4 _cell_measurement_temperature 89(2) _cell_measurement_reflns_used 3024 _cell_measurement_theta_min 2.85 _cell_measurement_theta_max 22.66 _exptl_crystal_description lozenge _exptl_crystal_colour orange _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.459 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 696 _exptl_absorpt_coefficient_mu 0.981 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.854187 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details 'SADABS (Bruker, 2009)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 89(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 APEXII CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13532 _diffrn_reflns_av_R_equivalents 0.0518 _diffrn_reflns_av_sigmaI/netI 0.0320 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.15 _diffrn_reflns_theta_max 22.91 _reflns_number_total 2088 _reflns_number_gt 1768 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'APEX2 (Bruker 2009)' _computing_cell_refinement 'APEX2 and SAINT (Bruker 2009)' _computing_data_reduction SAINT _computing_structure_solution ; SHELXS-97 (Sheldrick, 2008) & TITAN (Hunter & Simpson, 1999) ; _computing_structure_refinement ; SHELXL-97 (Sheldrick, 2008) & TITAN (Hunter & Simpson, 1999) ; _computing_molecular_graphics ; SHELXTL (Sheldrick, 2008) and Mercury (Macrae et al., 2008) ; _computing_publication_material ; SHELXL-97, enCIFer (Allen et al., 2004), PLATON (Spek, 2009), PublCIF (Westrip 2010) ; _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^)+(0.0361P)^2^+1.0290P] 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 2088 _refine_ls_number_parameters 227 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0421 _refine_ls_R_factor_gt 0.0329 _refine_ls_wR_factor_ref 0.0825 _refine_ls_wR_factor_gt 0.0774 _refine_ls_goodness_of_fit_ref 1.085 _refine_ls_restrained_S_all 1.085 _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 C1 C 0.4703(3) 0.8287(3) 0.3665(2) 0.0231(7) Uani 1 1 d . . . H1 H 0.4801 0.9067 0.3389 0.028 Uiso 0.201(5) 1 calc PR A 2 C2 C 0.4882(3) 0.7125(3) 0.3254(2) 0.0238(7) Uani 1 1 d . A . H2 H 0.5130 0.6994 0.2657 0.029 Uiso 1 1 calc R . . C3 C 0.4626(3) 0.6202(3) 0.3885(2) 0.0251(7) Uani 1 1 d . . . H3 H 0.4670 0.5341 0.3786 0.030 Uiso 1 1 calc R A . C4 C 0.4292(3) 0.6782(3) 0.4695(2) 0.0242(7) Uani 1 1 d . A . H4 H 0.4069 0.6377 0.5229 0.029 Uiso 1 1 calc R . . C5 C 0.4348(3) 0.8068(3) 0.4567(2) 0.0227(7) Uani 1 1 d . A . H5 H 0.4180 0.8678 0.5003 0.027 Uiso 1 1 calc R . . Fe1 Fe 0.61443(4) 0.73066(4) 0.46689(3) 0.02044(17) Uani 1 1 d . A . C6 C 0.7842(3) 0.8306(3) 0.4957(2) 0.0275(7) Uani 1 1 d . . . H6 H 0.7942 0.9071 0.4660 0.033 Uiso 0.799(5) 1 calc PR A 1 C7 C 0.8030(3) 0.7130(3) 0.4581(2) 0.0275(7) Uani 1 1 d . A . H7 H 0.8276 0.6969 0.3988 0.033 Uiso 1 1 calc R . . C8 C 0.7785(3) 0.6244(3) 0.5243(2) 0.0276(7) Uani 1 1 d . . . H8 H 0.7841 0.5379 0.5175 0.033 Uiso 1 1 calc R A . C9 C 0.7442(3) 0.6865(3) 0.6026(2) 0.0267(7) Uani 1 1 d . A . H9 H 0.7225 0.6487 0.6574 0.032 Uiso 1 1 calc R . . C10 C 0.7478(3) 0.8141(3) 0.5856(2) 0.0273(7) Uani 1 1 d . A . H10 H 0.7293 0.8773 0.6266 0.033 Uiso 1 1 calc R . . C11 C 0.4870(3) 0.9501(3) 0.3277(3) 0.0235(10) Uani 0.799(5) 1 d P A 1 C12 C 0.4941(3) 1.0504(3) 0.2950(3) 0.0232(10) Uani 0.799(5) 1 d P A 1 C11A C 0.7667(13) 0.9579(13) 0.4458(11) 0.021(4) Uani 0.201(5) 1 d P A 2 C12A C 0.7633(14) 1.0580(14) 0.4107(11) 0.025(4) Uani 0.201(5) 1 d P A 2 C31 C 0.5085(3) 1.1710(3) 0.2600(2) 0.0264(7) Uani 1 1 d . . . H31 H 0.5022 1.0890 0.2813 0.032 Uiso 0.201(5) 1 calc PR A 2 C32 C 0.4013(3) 1.2250(3) 0.1924(2) 0.0312(8) Uani 1 1 d . A . H32 H 0.3219 1.1794 0.1671 0.037 Uiso 1 1 calc R . . C33 C 0.4077(3) 1.3459(3) 0.1607(2) 0.0308(8) Uani 1 1 d . . . H33 H 0.3329 1.3817 0.1139 0.037 Uiso 1 1 calc R A . C34 C 0.5208(3) 1.4131(3) 0.1964(2) 0.0281(7) Uani 1 1 d . A . H34 H 0.5236 1.4954 0.1745 0.034 Uiso 1 1 calc R . . C35 C 0.7532(3) 1.4288(3) 0.3039(2) 0.0268(7) Uani 1 1 d . A . H35 H 0.7574 1.5113 0.2828 0.032 Uiso 1 1 calc R . . C36 C 0.8614(3) 1.3779(3) 0.3699(2) 0.0288(8) Uani 1 1 d . . . H36 H 0.9402 1.4247 0.3943 0.035 Uiso 1 1 calc R . . C37 C 0.8565(3) 1.2559(3) 0.4020(2) 0.0239(7) Uani 1 1 d . A . H37 H 0.9321 1.2207 0.4483 0.029 Uiso 1 1 calc R . . C38 C 0.7436(3) 1.1875(3) 0.3671(2) 0.0255(7) Uani 1 1 d . . . H38 H 0.7417 1.1052 0.3893 0.031 Uiso 0.799(5) 1 calc PR A 1 C39 C 0.6297(3) 1.2381(3) 0.2982(2) 0.0219(7) Uani 1 1 d . A . C40 C 0.6341(3) 1.3616(3) 0.2657(2) 0.0229(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 C1 0.0187(16) 0.0209(16) 0.0279(18) 0.0028(13) 0.0038(14) 0.0010(12) C2 0.0213(16) 0.0287(17) 0.0188(16) -0.0028(13) 0.0019(13) 0.0040(13) C3 0.0190(16) 0.0218(17) 0.0299(18) -0.0005(14) -0.0002(14) 0.0022(13) C4 0.0185(16) 0.0299(17) 0.0241(17) 0.0048(13) 0.0060(13) 0.0006(13) C5 0.0194(16) 0.0256(17) 0.0239(17) -0.0035(13) 0.0077(13) 0.0010(13) Fe1 0.0198(3) 0.0225(3) 0.0193(3) 0.00040(18) 0.00603(19) 0.00113(18) C6 0.0239(17) 0.0239(17) 0.0318(19) 0.0031(14) 0.0036(14) -0.0028(13) C7 0.0207(16) 0.0367(19) 0.0265(18) -0.0063(15) 0.0091(14) -0.0018(14) C8 0.0210(17) 0.0249(17) 0.0352(19) -0.0020(14) 0.0054(14) 0.0027(13) C9 0.0186(16) 0.0361(19) 0.0232(17) 0.0057(14) 0.0026(13) -0.0024(13) C10 0.0213(16) 0.0318(18) 0.0274(18) -0.0047(14) 0.0050(14) -0.0001(14) C11 0.020(2) 0.026(2) 0.024(2) -0.0026(18) 0.0071(17) 0.0022(16) C12 0.021(2) 0.024(2) 0.024(2) -0.0038(18) 0.0068(17) 0.0034(16) C11A 0.014(8) 0.019(9) 0.030(9) -0.006(7) 0.009(7) -0.001(6) C12A 0.030(9) 0.025(10) 0.028(9) -0.015(7) 0.020(7) -0.009(7) C31 0.0377(19) 0.0252(17) 0.0207(17) -0.0037(13) 0.0153(15) -0.0093(14) C32 0.0293(18) 0.0389(19) 0.0254(18) -0.0042(15) 0.0079(15) -0.0093(15) C33 0.0316(19) 0.037(2) 0.0238(18) -0.0027(14) 0.0084(15) 0.0016(15) C34 0.0345(18) 0.0247(17) 0.0283(18) -0.0020(14) 0.0141(15) 0.0002(15) C35 0.0327(18) 0.0210(17) 0.0285(18) -0.0004(13) 0.0118(15) -0.0051(14) C36 0.0298(18) 0.0311(19) 0.0293(19) -0.0030(14) 0.0147(15) -0.0106(14) C37 0.0212(16) 0.0331(19) 0.0186(16) -0.0032(13) 0.0077(13) 0.0010(13) C38 0.0320(18) 0.0251(17) 0.0240(17) -0.0026(13) 0.0155(15) 0.0004(14) C39 0.0245(17) 0.0279(17) 0.0180(16) -0.0062(13) 0.0135(14) -0.0043(13) C40 0.0281(18) 0.0230(16) 0.0221(16) -0.0065(13) 0.0144(14) -0.0045(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 C1 C2 1.423(4) . ? C1 C5 1.430(4) . ? C1 C11 1.458(5) . ? C1 Fe1 2.045(3) . ? C1 H1 0.9500 . ? C2 C3 1.411(4) . ? C2 Fe1 2.044(3) . ? C2 H2 0.9500 . ? C3 C4 1.423(4) . ? C3 Fe1 2.048(3) . ? C3 H3 0.9500 . ? C4 C5 1.416(4) . ? C4 Fe1 2.047(3) . ? C4 H4 0.9500 . ? C5 Fe1 2.036(3) . ? C5 H5 0.9500 . ? Fe1 C6 2.035(3) . ? Fe1 C7 2.038(3) . ? Fe1 C8 2.044(3) . ? Fe1 C9 2.045(3) . ? Fe1 C10 2.047(3) . ? C6 C7 1.419(4) . ? C6 C10 1.421(4) . ? C6 C11A 1.538(15) . ? C6 H6 0.9500 . ? C7 C8 1.408(4) . ? C7 H7 0.9500 . ? C8 C9 1.416(4) . ? C8 H8 0.9500 . ? C9 C10 1.412(4) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? C11 C12 1.194(5) . ? C12 C31 1.424(5) . ? C11A C12A 1.19(2) . ? C12A C38 1.526(16) . ? C31 C32 1.377(4) . ? C31 C39 1.435(4) . ? C31 H31 0.9500 . ? C32 C33 1.397(4) . ? C32 H32 0.9500 . ? C33 C34 1.366(4) . ? C33 H33 0.9500 . ? C34 C40 1.417(4) . ? C34 H34 0.9500 . ? C35 C36 1.360(4) . ? C35 C40 1.419(4) . ? C35 H35 0.9500 . ? C36 C37 1.408(4) . ? C36 H36 0.9500 . ? C37 C38 1.370(4) . ? C37 H37 0.9500 . ? C38 C39 1.415(4) . ? C38 H38 0.9500 . ? C39 C40 1.423(4) . ? 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 C1 C5 107.7(2) . . ? C2 C1 C11 127.9(3) . . ? C5 C1 C11 124.5(3) . . ? C2 C1 Fe1 69.61(15) . . ? C5 C1 Fe1 69.17(16) . . ? C11 C1 Fe1 125.5(2) . . ? C2 C1 H1 126.2 . . ? C5 C1 H1 126.2 . . ? C11 C1 H1 2.0 . . ? Fe1 C1 H1 126.6 . . ? C3 C2 C1 108.2(3) . . ? C3 C2 Fe1 69.99(16) . . ? C1 C2 Fe1 69.65(16) . . ? C3 C2 H2 125.9 . . ? C1 C2 H2 125.9 . . ? Fe1 C2 H2 126.0 . . ? C2 C3 C4 108.2(3) . . ? C2 C3 Fe1 69.66(16) . . ? C4 C3 Fe1 69.62(16) . . ? C2 C3 H3 125.9 . . ? C4 C3 H3 125.9 . . ? Fe1 C3 H3 126.4 . . ? C5 C4 C3 108.1(3) . . ? C5 C4 Fe1 69.30(15) . . ? C3 C4 Fe1 69.72(16) . . ? C5 C4 H4 125.9 . . ? C3 C4 H4 125.9 . . ? Fe1 C4 H4 126.6 . . ? C4 C5 C1 107.9(2) . . ? C4 C5 Fe1 70.13(16) . . ? C1 C5 Fe1 69.81(16) . . ? C4 C5 H5 126.1 . . ? C1 C5 H5 126.1 . . ? Fe1 C5 H5 125.6 . . ? C6 Fe1 C5 123.03(12) . . ? C6 Fe1 C7 40.78(12) . . ? C5 Fe1 C7 160.03(12) . . ? C6 Fe1 C8 68.10(12) . . ? C5 Fe1 C8 157.62(12) . . ? C7 Fe1 C8 40.36(12) . . ? C6 Fe1 C2 122.26(12) . . ? C5 Fe1 C2 68.72(11) . . ? C7 Fe1 C2 108.03(12) . . ? C8 Fe1 C2 124.41(12) . . ? C6 Fe1 C1 107.14(12) . . ? C5 Fe1 C1 41.02(11) . . ? C7 Fe1 C1 123.72(12) . . ? C8 Fe1 C1 160.41(12) . . ? C2 Fe1 C1 40.73(11) . . ? C6 Fe1 C9 68.09(12) . . ? C5 Fe1 C9 121.49(11) . . ? C7 Fe1 C9 68.15(12) . . ? C8 Fe1 C9 40.51(12) . . ? C2 Fe1 C9 160.69(12) . . ? C1 Fe1 C9 157.24(12) . . ? C6 Fe1 C4 159.54(12) . . ? C5 Fe1 C4 40.57(11) . . ? C7 Fe1 C4 158.25(12) . . ? C8 Fe1 C4 122.74(12) . . ? C2 Fe1 C4 68.25(12) . . ? C1 Fe1 C4 68.40(11) . . ? C9 Fe1 C4 107.85(12) . . ? C6 Fe1 C10 40.75(12) . . ? C5 Fe1 C10 106.57(12) . . ? C7 Fe1 C10 68.56(12) . . ? C8 Fe1 C10 68.18(12) . . ? C2 Fe1 C10 157.70(12) . . ? C1 Fe1 C10 121.49(12) . . ? C9 Fe1 C10 40.38(12) . . ? C4 Fe1 C10 123.19(11) . . ? C6 Fe1 C3 158.11(12) . . ? C5 Fe1 C3 68.46(11) . . ? C7 Fe1 C3 122.66(12) . . ? C8 Fe1 C3 108.65(12) . . ? C2 Fe1 C3 40.35(11) . . ? C1 Fe1 C3 68.25(11) . . ? C9 Fe1 C3 124.48(12) . . ? C4 Fe1 C3 40.65(11) . . ? C10 Fe1 C3 160.09(12) . . ? C7 C6 C10 108.2(3) . . ? C7 C6 C11A 131.2(6) . . ? C10 C6 C11A 118.9(6) . . ? C7 C6 Fe1 69.73(16) . . ? C10 C6 Fe1 70.10(17) . . ? C11A C6 Fe1 114.1(5) . . ? C7 C6 H6 125.9 . . ? C10 C6 H6 125.9 . . ? C11A C6 H6 13.2 . . ? Fe1 C6 H6 125.9 . . ? C8 C7 C6 107.8(3) . . ? C8 C7 Fe1 70.05(16) . . ? C6 C7 Fe1 69.50(16) . . ? C8 C7 H7 126.1 . . ? C6 C7 H7 126.1 . . ? Fe1 C7 H7 125.9 . . ? C7 C8 C9 108.2(3) . . ? C7 C8 Fe1 69.58(17) . . ? C9 C8 Fe1 69.78(16) . . ? C7 C8 H8 125.9 . . ? C9 C8 H8 125.9 . . ? Fe1 C8 H8 126.3 . . ? C10 C9 C8 108.4(3) . . ? C10 C9 Fe1 69.90(16) . . ? C8 C9 Fe1 69.71(17) . . ? C10 C9 H9 125.8 . . ? C8 C9 H9 125.8 . . ? Fe1 C9 H9 126.2 . . ? C9 C10 C6 107.4(3) . . ? C9 C10 Fe1 69.73(16) . . ? C6 C10 Fe1 69.15(17) . . ? C9 C10 H10 126.3 . . ? C6 C10 H10 126.3 . . ? Fe1 C10 H10 126.4 . . ? C12 C11 C1 176.7(4) . . ? C11 C12 C31 177.1(4) . . ? C12A C11A C6 174.9(14) . . ? C11A C12A C38 173.6(14) . . ? C32 C31 C12 118.6(3) . . ? C32 C31 C39 120.3(3) . . ? C12 C31 C39 121.0(3) . . ? C32 C31 H31 119.8 . . ? C12 C31 H31 3.2 . . ? C39 C31 H31 119.8 . . ? C31 C32 C33 120.9(3) . . ? C31 C32 H32 119.6 . . ? C33 C32 H32 119.6 . . ? C34 C33 C32 120.5(3) . . ? C34 C33 H33 119.8 . . ? C32 C33 H33 119.8 . . ? C33 C34 C40 120.8(3) . . ? C33 C34 H34 119.6 . . ? C40 C34 H34 119.6 . . ? C36 C35 C40 121.5(3) . . ? C36 C35 H35 119.2 . . ? C40 C35 H35 119.2 . . ? C35 C36 C37 119.9(3) . . ? C35 C36 H36 120.1 . . ? C37 C36 H36 120.1 . . ? C38 C37 C36 120.6(3) . . ? C38 C37 H37 119.7 . . ? C36 C37 H37 119.7 . . ? C37 C38 C39 120.7(3) . . ? C37 C38 C12A 110.9(6) . . ? C39 C38 C12A 128.4(6) . . ? C37 C38 H38 119.7 . . ? C39 C38 H38 119.7 . . ? C12A C38 H38 8.8 . . ? C38 C39 C40 118.9(3) . . ? C38 C39 C31 123.0(3) . . ? C40 C39 C31 118.1(3) . . ? C34 C40 C35 122.2(3) . . ? C34 C40 C39 119.4(3) . . ? C35 C40 C39 118.4(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C4 H4 Cg4 0.95 2.96 3.716(3) 138 3_656 C7 H7 Cg3 0.95 2.93 3.738(3) 143 2_556 C32 H32 Cg1 0.95 2.87 3.627(4) 137 2_646 #C5 H5 Cg5 0.95 2.90 3.739(x) 148 3_656 #C5 H5 Cg6 0.95 2.77 3.609(x) 148 3_656 _iucr_geom_hbonds_special_details ; Cg1, Cg3 & Cg4 are the centroids of the C1...C5; C31...C34, C39, C40; & C35...C40 rings respectively. Cg5 and Cg6 are the centroids of the C11/tbC12 and C11A/tbC12 bonds. ; _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 22.91 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.291 _refine_diff_density_min -0.261 _refine_diff_density_rms 0.053 _vrf_THETM01_I ; PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550 RESPONSE: The crystals of I were small and weakly diffracting ; data_c:\data20~2\js_res~1\js_john\jm32tr~1\jm32st~1 _database_code_depnum_ccdc_archive 'CCDC 868746' #TrackingRef 'V_jm32f.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H20 Fe2' _chemical_formula_sum 'C24 H20 Fe2' _chemical_formula_weight 420.10 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' 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 '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 7.5456(5) _cell_length_b 10.1672(7) _cell_length_c 11.6350(7) _cell_angle_alpha 90.00 _cell_angle_beta 98.492(4) _cell_angle_gamma 90.00 _cell_volume 882.82(10) _cell_formula_units_Z 2 _cell_measurement_temperature 91(2) _cell_measurement_reflns_used 2821 _cell_measurement_theta_min 2.67 _cell_measurement_theta_max 24.90 _exptl_crystal_description block _exptl_crystal_colour 'red orange' _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.580 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 432 _exptl_absorpt_coefficient_mu 1.647 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.78267 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details 'SADABS (Bruker, 2009)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 91(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 APEXII CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12818 _diffrn_reflns_av_R_equivalents 0.0487 _diffrn_reflns_av_sigmaI/netI 0.0338 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.63 _diffrn_reflns_theta_max 28.22 _reflns_number_total 2159 _reflns_number_gt 1821 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'APEX2 (Bruker 2009)' _computing_cell_refinement 'APEX2 and SAINT (Bruker 2009)' _computing_data_reduction SAINT _computing_structure_solution ; SHELXS-97 (Sheldrick, 2008) & TITAN (Hunter & Simpson, 1999) ; _computing_structure_refinement ; SHELXL-97 (Sheldrick, 2008) & TITAN (Hunter & Simpson, 1999) ; _computing_molecular_graphics ; SHELXTL (Sheldrick, 2008) and Mercury (Macrae et al., 2008) ; _computing_publication_material ; SHELXL-97, enCIFer (Allen et al., 2004), PLATON (Spek, 2009), PublCIF (Westrip 2010) ; _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^)+(0.0301P)^2^+0.6494P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2159 _refine_ls_number_parameters 142 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0370 _refine_ls_R_factor_gt 0.0285 _refine_ls_wR_factor_ref 0.0701 _refine_ls_wR_factor_gt 0.0658 _refine_ls_goodness_of_fit_ref 1.004 _refine_ls_restrained_S_all 1.004 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.6137(3) 0.0469(2) 0.77195(17) 0.0231(4) Uani 1 1 d . . . C2 C 0.5298(3) 0.1459(2) 0.83392(19) 0.0232(4) Uani 1 1 d . A . H2 H 0.4375 0.2042 0.8014 0.028 Uiso 1 1 calc R . . C3 C 0.6094(3) 0.1412(2) 0.95241(18) 0.0203(4) Uani 1 1 d . . . H3 H 0.5789 0.1953 1.0131 0.024 Uiso 1 1 calc R A . C4 C 0.7417(3) 0.0417(2) 0.96404(17) 0.0190(4) Uani 1 1 d . A . H4 H 0.8159 0.0179 1.0341 0.023 Uiso 1 1 calc R . . C5 C 0.7454(3) -0.01643(19) 0.85378(17) 0.0196(4) Uani 1 1 d . A . H5 H 0.8223 -0.0857 0.8373 0.024 Uiso 1 1 calc R . . Fe1 Fe 0.79704(3) 0.18049(3) 0.84666(2) 0.01310(9) Uani 1 1 d . A . C6 C 0.9077(3) 0.2592(2) 0.71288(17) 0.0189(4) Uani 1 1 d . . . H6 H 0.8800 0.2355 0.6333 0.023 Uiso 1 1 calc R A . C7 C 0.8206(3) 0.35878(19) 0.77012(17) 0.0186(4) Uani 1 1 d . A . H7 H 0.7247 0.4129 0.7355 0.022 Uiso 1 1 calc R . . C8 C 0.9028(3) 0.3630(2) 0.88848(17) 0.0202(4) Uani 1 1 d . . . H8 H 0.8714 0.4204 0.9467 0.024 Uiso 1 1 calc R A . C9 C 1.0403(3) 0.2658(2) 0.90401(18) 0.0214(4) Uani 1 1 d . A . H9 H 1.1168 0.2470 0.9745 0.026 Uiso 1 1 calc R . . C10 C 1.0431(3) 0.2015(2) 0.79533(18) 0.0202(4) Uani 1 1 d . A . H10 H 1.1215 0.1323 0.7807 0.024 Uiso 1 1 calc R . . C11 C 0.5547(16) 0.0347(12) 0.6484(12) 0.046(3) Uani 0.50 1 d P A 1 C12 C 0.5635(6) -0.0169(4) 0.5532(4) 0.0260(9) Uani 0.50 1 d P . 1 C13 C 0.5968(13) 0.0081(10) 0.6492(11) 0.0121(14) Uani 0.50 1 d PD A 2 H13 H 0.669(5) -0.061(3) 0.618(4) 0.015 Uiso 0.50 1 d PD B 2 C14 C 0.4677(7) 0.0473(5) 0.5671(5) 0.0328(11) Uani 0.50 1 d PD . 2 H14 H 0.382(6) 0.114(4) 0.595(4) 0.039 Uiso 0.50 1 d PD C 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0244(11) 0.0248(11) 0.0198(10) -0.0012(8) 0.0019(8) -0.0147(9) C2 0.0112(9) 0.0248(11) 0.0325(12) 0.0064(9) -0.0002(8) -0.0054(8) C3 0.0196(10) 0.0215(10) 0.0220(10) -0.0027(8) 0.0097(8) -0.0060(8) C4 0.0212(10) 0.0187(10) 0.0171(9) 0.0042(8) 0.0032(8) -0.0049(8) C5 0.0217(10) 0.0136(9) 0.0250(10) -0.0010(8) 0.0078(8) -0.0046(8) Fe1 0.01243(15) 0.01323(15) 0.01331(15) 0.00014(10) 0.00084(10) -0.00209(10) C6 0.0203(10) 0.0201(10) 0.0170(9) 0.0017(8) 0.0046(7) -0.0031(8) C7 0.0189(10) 0.0156(9) 0.0214(10) 0.0058(8) 0.0041(8) -0.0008(7) C8 0.0228(10) 0.0163(9) 0.0214(10) -0.0023(8) 0.0036(8) -0.0074(8) C9 0.0155(10) 0.0233(11) 0.0238(10) 0.0051(8) -0.0025(8) -0.0082(8) C10 0.0133(9) 0.0198(10) 0.0284(11) 0.0046(8) 0.0057(8) -0.0016(7) C11 0.052(8) 0.058(8) 0.027(4) -0.002(5) 0.007(6) -0.046(5) C12 0.021(2) 0.018(2) 0.039(3) -0.0077(19) 0.0027(19) -0.0050(19) C13 0.007(3) 0.009(2) 0.019(3) -0.0028(18) -0.002(2) 0.0040(18) C14 0.025(3) 0.031(3) 0.038(3) 0.009(2) -0.012(2) -0.014(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 C1 C11 1.446(14) . ? C1 C5 1.425(3) . ? C1 C2 1.438(3) . ? C1 C13 1.470(13) . ? C1 Fe1 2.0391(19) . ? C2 C3 1.421(3) . ? C2 Fe1 2.031(2) . ? C2 H2 0.9500 . ? C3 C4 1.413(3) . ? C3 Fe1 2.0480(19) . ? C3 H3 0.9500 . ? C4 C5 1.417(3) . ? C4 Fe1 2.0489(19) . ? C4 H4 0.9500 . ? C5 Fe1 2.0438(19) . ? C5 H5 0.9500 . ? Fe1 C6 2.0357(19) . ? Fe1 C7 2.0390(19) . ? Fe1 C10 2.043(2) . ? Fe1 C8 2.050(2) . ? Fe1 C9 2.050(2) . ? C6 C10 1.421(3) . ? C6 C7 1.425(3) . ? C6 H6 0.9500 . ? C7 C8 1.425(3) . ? C7 H7 0.9500 . ? C8 C9 1.425(3) . ? C8 H8 0.9500 . ? C9 C10 1.427(3) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? C11 C12 1.236(14) . ? C12 C12 1.489(10) 3_656 ? C12 H13 1.11(4) . ? C13 C14 1.321(11) . ? C13 H13 0.986(19) . ? C14 H14 1.023(19) . ? 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 C11 C1 C5 135.1(5) . . ? C11 C1 C2 117.7(5) . . ? C5 C1 C2 107.25(18) . . ? C5 C1 C13 118.7(3) . . ? C2 C1 C13 134.0(3) . . ? C11 C1 Fe1 124.8(5) . . ? C5 C1 Fe1 69.76(11) . . ? C2 C1 Fe1 68.99(11) . . ? C13 C1 Fe1 123.3(5) . . ? C3 C2 C1 107.99(18) . . ? C3 C2 Fe1 70.27(11) . . ? C1 C2 Fe1 69.63(11) . . ? C3 C2 H2 126.0 . . ? C1 C2 H2 126.0 . . ? Fe1 C2 H2 125.7 . . ? C4 C3 C2 107.95(18) . . ? C4 C3 Fe1 69.85(11) . . ? C2 C3 Fe1 68.96(11) . . ? C4 C3 H3 126.0 . . ? C2 C3 H3 126.0 . . ? Fe1 C3 H3 126.7 . . ? C3 C4 C5 108.66(18) . . ? C3 C4 Fe1 69.79(11) . . ? C5 C4 Fe1 69.56(11) . . ? C3 C4 H4 125.7 . . ? C5 C4 H4 125.7 . . ? Fe1 C4 H4 126.6 . . ? C4 C5 C1 108.15(18) . . ? C4 C5 Fe1 69.94(11) . . ? C1 C5 Fe1 69.41(11) . . ? C4 C5 H5 125.9 . . ? C1 C5 H5 125.9 . . ? Fe1 C5 H5 126.3 . . ? C2 Fe1 C6 121.82(8) . . ? C2 Fe1 C1 41.38(9) . . ? C6 Fe1 C1 105.36(8) . . ? C2 Fe1 C7 105.78(8) . . ? C6 Fe1 C7 40.93(8) . . ? C1 Fe1 C7 120.22(8) . . ? C2 Fe1 C5 68.89(9) . . ? C6 Fe1 C5 121.23(8) . . ? C1 Fe1 C5 40.84(9) . . ? C7 Fe1 C5 156.65(8) . . ? C2 Fe1 C10 158.74(9) . . ? C6 Fe1 C10 40.77(8) . . ? C1 Fe1 C10 122.23(9) . . ? C7 Fe1 C10 68.78(8) . . ? C5 Fe1 C10 107.52(8) . . ? C2 Fe1 C3 40.77(8) . . ? C6 Fe1 C3 159.10(8) . . ? C1 Fe1 C3 68.92(8) . . ? C7 Fe1 C3 123.27(8) . . ? C5 Fe1 C3 68.37(8) . . ? C10 Fe1 C3 159.17(9) . . ? C2 Fe1 C4 68.38(8) . . ? C6 Fe1 C4 158.02(8) . . ? C1 Fe1 C4 68.50(8) . . ? C7 Fe1 C4 160.52(8) . . ? C5 Fe1 C4 40.50(8) . . ? C10 Fe1 C4 123.36(8) . . ? C3 Fe1 C4 40.37(8) . . ? C2 Fe1 C8 121.44(9) . . ? C6 Fe1 C8 68.68(8) . . ? C1 Fe1 C8 156.89(9) . . ? C7 Fe1 C8 40.79(8) . . ? C5 Fe1 C8 161.27(8) . . ? C10 Fe1 C8 68.68(8) . . ? C3 Fe1 C8 108.27(8) . . ? C4 Fe1 C8 125.13(8) . . ? C2 Fe1 C9 158.20(9) . . ? C6 Fe1 C9 68.54(8) . . ? C1 Fe1 C9 159.83(9) . . ? C7 Fe1 C9 68.57(8) . . ? C5 Fe1 C9 124.62(9) . . ? C10 Fe1 C9 40.79(8) . . ? C3 Fe1 C9 123.52(8) . . ? C4 Fe1 C9 109.57(8) . . ? C8 Fe1 C9 40.68(8) . . ? C10 C6 C7 108.26(18) . . ? C10 C6 Fe1 69.91(11) . . ? C7 C6 Fe1 69.66(11) . . ? C10 C6 H6 125.9 . . ? C7 C6 H6 125.9 . . ? Fe1 C6 H6 126.1 . . ? C6 C7 C8 107.95(18) . . ? C6 C7 Fe1 69.41(11) . . ? C8 C7 Fe1 70.00(11) . . ? C6 C7 H7 126.0 . . ? C8 C7 H7 126.0 . . ? Fe1 C7 H7 126.1 . . ? C7 C8 C9 107.85(18) . . ? C7 C8 Fe1 69.21(11) . . ? C9 C8 Fe1 69.69(11) . . ? C7 C8 H8 126.1 . . ? C9 C8 H8 126.1 . . ? Fe1 C8 H8 126.6 . . ? C8 C9 C10 108.14(18) . . ? C8 C9 Fe1 69.64(11) . . ? C10 C9 Fe1 69.35(11) . . ? C8 C9 H9 125.9 . . ? C10 C9 H9 125.9 . . ? Fe1 C9 H9 126.7 . . ? C6 C10 C9 107.80(18) . . ? C6 C10 Fe1 69.32(11) . . ? C9 C10 Fe1 69.86(11) . . ? C6 C10 H10 126.1 . . ? C9 C10 H10 126.1 . . ? Fe1 C10 H10 126.3 . . ? C12 C11 C1 151.4(10) . . ? C12 C11 H13 49.8(19) . . ? C1 C11 H13 102(2) . . ? C12 C11 H14 90.9(17) . . ? C1 C11 H14 117.4(17) . . ? H13 C11 H14 140(3) . . ? C11 C12 C12 122.3(8) . 3_656 ? C11 C12 H13 71.8(14) . . ? C12 C12 H13 165.9(15) 3_656 . ? C14 C13 C1 124.8(6) . . ? C14 C13 H13 110(3) . . ? C1 C13 H13 125(3) . . ? C13 C14 C14 100.6(6) . 3_656 ? C13 C14 H14 114(3) . . ? C14 C14 H14 146(3) 3_656 . ? 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 C11 C1 C2 C3 -179.3(6) . . . . ? C5 C1 C2 C3 -0.5(2) . . . . ? C13 C1 C2 C3 -176.6(7) . . . . ? Fe1 C1 C2 C3 -60.06(14) . . . . ? C11 C1 C2 Fe1 -119.3(6) . . . . ? C5 C1 C2 Fe1 59.51(13) . . . . ? C13 C1 C2 Fe1 -116.5(7) . . . . ? C1 C2 C3 C4 0.5(2) . . . . ? Fe1 C2 C3 C4 -59.16(14) . . . . ? C1 C2 C3 Fe1 59.65(13) . . . . ? C2 C3 C4 C5 -0.3(2) . . . . ? Fe1 C3 C4 C5 -58.86(13) . . . . ? C2 C3 C4 Fe1 58.60(13) . . . . ? C3 C4 C5 C1 -0.1(2) . . . . ? Fe1 C4 C5 C1 -59.08(13) . . . . ? C3 C4 C5 Fe1 59.00(13) . . . . ? C11 C1 C5 C4 178.9(8) . . . . ? C2 C1 C5 C4 0.4(2) . . . . ? C13 C1 C5 C4 177.2(6) . . . . ? Fe1 C1 C5 C4 59.42(13) . . . . ? C11 C1 C5 Fe1 119.5(8) . . . . ? C2 C1 C5 Fe1 -59.03(13) . . . . ? C13 C1 C5 Fe1 117.7(6) . . . . ? C3 C2 Fe1 C6 -164.57(12) . . . . ? C1 C2 Fe1 C6 76.54(14) . . . . ? C3 C2 Fe1 C1 118.89(17) . . . . ? C3 C2 Fe1 C7 -123.05(13) . . . . ? C1 C2 Fe1 C7 118.07(12) . . . . ? C3 C2 Fe1 C5 80.94(13) . . . . ? C1 C2 Fe1 C5 -37.94(12) . . . . ? C3 C2 Fe1 C10 165.1(2) . . . . ? C1 C2 Fe1 C10 46.2(3) . . . . ? C1 C2 Fe1 C3 -118.89(17) . . . . ? C3 C2 Fe1 C4 37.31(12) . . . . ? C1 C2 Fe1 C4 -81.58(13) . . . . ? C3 C2 Fe1 C8 -81.58(14) . . . . ? C1 C2 Fe1 C8 159.53(12) . . . . ? C3 C2 Fe1 C9 -51.5(3) . . . . ? C1 C2 Fe1 C9 -170.4(2) . . . . ? C11 C1 Fe1 C2 109.8(6) . . . . ? C5 C1 Fe1 C2 -118.69(17) . . . . ? C13 C1 Fe1 C2 129.6(4) . . . . ? C11 C1 Fe1 C6 -11.2(6) . . . . ? C5 C1 Fe1 C6 120.29(12) . . . . ? C2 C1 Fe1 C6 -121.02(12) . . . . ? C13 C1 Fe1 C6 8.6(4) . . . . ? C11 C1 Fe1 C7 30.5(6) . . . . ? C5 C1 Fe1 C7 161.98(11) . . . . ? C2 C1 Fe1 C7 -79.33(14) . . . . ? C13 C1 Fe1 C7 50.3(4) . . . . ? C11 C1 Fe1 C5 -131.5(6) . . . . ? C2 C1 Fe1 C5 118.69(17) . . . . ? C13 C1 Fe1 C5 -111.7(4) . . . . ? C11 C1 Fe1 C10 -52.1(6) . . . . ? C5 C1 Fe1 C10 79.33(14) . . . . ? C2 C1 Fe1 C10 -161.98(12) . . . . ? C13 C1 Fe1 C10 -32.4(4) . . . . ? C11 C1 Fe1 C3 147.6(6) . . . . ? C5 C1 Fe1 C3 -80.90(13) . . . . ? C2 C1 Fe1 C3 37.79(12) . . . . ? C13 C1 Fe1 C3 167.4(4) . . . . ? C11 C1 Fe1 C4 -168.9(6) . . . . ? C5 C1 Fe1 C4 -37.44(12) . . . . ? C2 C1 Fe1 C4 81.26(13) . . . . ? C13 C1 Fe1 C4 -149.1(4) . . . . ? C11 C1 Fe1 C8 60.3(6) . . . . ? C5 C1 Fe1 C8 -168.18(18) . . . . ? C2 C1 Fe1 C8 -49.5(2) . . . . ? C13 C1 Fe1 C8 80.1(4) . . . . ? C11 C1 Fe1 C9 -80.6(6) . . . . ? C5 C1 Fe1 C9 50.9(3) . . . . ? C2 C1 Fe1 C9 169.6(2) . . . . ? C13 C1 Fe1 C9 -60.8(4) . . . . ? C4 C5 Fe1 C2 -81.01(13) . . . . ? C1 C5 Fe1 C2 38.43(12) . . . . ? C4 C5 Fe1 C6 163.72(12) . . . . ? C1 C5 Fe1 C6 -76.84(14) . . . . ? C4 C5 Fe1 C1 -119.44(17) . . . . ? C4 C5 Fe1 C7 -161.86(18) . . . . ? C1 C5 Fe1 C7 -42.4(2) . . . . ? C4 C5 Fe1 C10 121.22(13) . . . . ? C1 C5 Fe1 C10 -119.34(12) . . . . ? C4 C5 Fe1 C3 -37.08(12) . . . . ? C1 C5 Fe1 C3 82.36(13) . . . . ? C1 C5 Fe1 C4 119.44(17) . . . . ? C4 C5 Fe1 C8 46.1(3) . . . . ? C1 C5 Fe1 C8 165.5(2) . . . . ? C4 C5 Fe1 C9 79.54(14) . . . . ? C1 C5 Fe1 C9 -161.02(12) . . . . ? C4 C3 Fe1 C2 119.54(17) . . . . ? C4 C3 Fe1 C6 158.9(2) . . . . ? C2 C3 Fe1 C6 39.3(3) . . . . ? C4 C3 Fe1 C1 81.20(13) . . . . ? C2 C3 Fe1 C1 -38.34(13) . . . . ? C4 C3 Fe1 C7 -165.71(12) . . . . ? C2 C3 Fe1 C7 74.75(15) . . . . ? C4 C3 Fe1 C5 37.20(12) . . . . ? C2 C3 Fe1 C5 -82.34(13) . . . . ? C4 C3 Fe1 C10 -45.2(3) . . . . ? C2 C3 Fe1 C10 -164.8(2) . . . . ? C2 C3 Fe1 C4 -119.54(17) . . . . ? C4 C3 Fe1 C8 -123.18(12) . . . . ? C2 C3 Fe1 C8 117.28(13) . . . . ? C4 C3 Fe1 C9 -80.86(14) . . . . ? C2 C3 Fe1 C9 159.61(12) . . . . ? C3 C4 Fe1 C2 -37.67(12) . . . . ? C5 C4 Fe1 C2 82.40(13) . . . . ? C3 C4 Fe1 C6 -159.9(2) . . . . ? C5 C4 Fe1 C6 -39.8(3) . . . . ? C3 C4 Fe1 C1 -82.33(13) . . . . ? C5 C4 Fe1 C1 37.74(12) . . . . ? C3 C4 Fe1 C7 38.2(3) . . . . ? C5 C4 Fe1 C7 158.3(2) . . . . ? C3 C4 Fe1 C5 -120.07(17) . . . . ? C3 C4 Fe1 C10 162.40(12) . . . . ? C5 C4 Fe1 C10 -77.53(14) . . . . ? C5 C4 Fe1 C3 120.07(17) . . . . ? C3 C4 Fe1 C8 76.35(14) . . . . ? C5 C4 Fe1 C8 -163.58(12) . . . . ? C3 C4 Fe1 C9 119.12(13) . . . . ? C5 C4 Fe1 C9 -120.81(13) . . . . ? C2 Fe1 C6 C10 -163.71(12) . . . . ? C1 Fe1 C6 C10 -121.89(13) . . . . ? C7 Fe1 C6 C10 119.43(17) . . . . ? C5 Fe1 C6 C10 -80.56(14) . . . . ? C3 Fe1 C6 C10 167.1(2) . . . . ? C4 Fe1 C6 C10 -51.5(3) . . . . ? C8 Fe1 C6 C10 81.66(13) . . . . ? C9 Fe1 C6 C10 37.83(12) . . . . ? C2 Fe1 C6 C7 76.86(14) . . . . ? C1 Fe1 C6 C7 118.68(13) . . . . ? C5 Fe1 C6 C7 160.01(12) . . . . ? C10 Fe1 C6 C7 -119.43(17) . . . . ? C3 Fe1 C6 C7 47.7(3) . . . . ? C4 Fe1 C6 C7 -170.89(19) . . . . ? C8 Fe1 C6 C7 -37.77(12) . . . . ? C9 Fe1 C6 C7 -81.60(13) . . . . ? C10 C6 C7 C8 0.2(2) . . . . ? Fe1 C6 C7 C8 59.62(13) . . . . ? C10 C6 C7 Fe1 -59.46(13) . . . . ? C2 Fe1 C7 C6 -120.70(13) . . . . ? C1 Fe1 C7 C6 -78.24(14) . . . . ? C5 Fe1 C7 C6 -47.5(2) . . . . ? C10 Fe1 C7 C6 37.60(12) . . . . ? C3 Fe1 C7 C6 -161.60(12) . . . . ? C4 Fe1 C7 C6 169.8(2) . . . . ? C8 Fe1 C7 C6 119.15(17) . . . . ? C9 Fe1 C7 C6 81.54(13) . . . . ? C2 Fe1 C7 C8 120.15(13) . . . . ? C6 Fe1 C7 C8 -119.15(17) . . . . ? C1 Fe1 C7 C8 162.61(12) . . . . ? C5 Fe1 C7 C8 -166.69(18) . . . . ? C10 Fe1 C7 C8 -81.55(13) . . . . ? C3 Fe1 C7 C8 79.25(14) . . . . ? C4 Fe1 C7 C8 50.6(3) . . . . ? C9 Fe1 C7 C8 -37.61(12) . . . . ? C6 C7 C8 C9 -0.1(2) . . . . ? Fe1 C7 C8 C9 59.18(13) . . . . ? C6 C7 C8 Fe1 -59.25(13) . . . . ? C2 Fe1 C8 C7 -77.25(14) . . . . ? C6 Fe1 C8 C7 37.89(12) . . . . ? C1 Fe1 C8 C7 -41.2(3) . . . . ? C5 Fe1 C8 C7 163.5(2) . . . . ? C10 Fe1 C8 C7 81.81(12) . . . . ? C3 Fe1 C8 C7 -120.12(12) . . . . ? C4 Fe1 C8 C7 -161.63(12) . . . . ? C9 Fe1 C8 C7 119.35(17) . . . . ? C2 Fe1 C8 C9 163.40(12) . . . . ? C6 Fe1 C8 C9 -81.46(13) . . . . ? C1 Fe1 C8 C9 -160.51(19) . . . . ? C7 Fe1 C8 C9 -119.35(17) . . . . ? C5 Fe1 C8 C9 44.1(3) . . . . ? C10 Fe1 C8 C9 -37.55(12) . . . . ? C3 Fe1 C8 C9 120.53(12) . . . . ? C4 Fe1 C8 C9 79.02(14) . . . . ? C7 C8 C9 C10 0.0(2) . . . . ? Fe1 C8 C9 C10 58.84(13) . . . . ? C7 C8 C9 Fe1 -58.88(13) . . . . ? C2 Fe1 C9 C8 -41.0(3) . . . . ? C6 Fe1 C9 C8 81.84(13) . . . . ? C1 Fe1 C9 C8 157.7(2) . . . . ? C7 Fe1 C9 C8 37.72(12) . . . . ? C5 Fe1 C9 C8 -164.23(11) . . . . ? C10 Fe1 C9 C8 119.65(17) . . . . ? C3 Fe1 C9 C8 -78.83(14) . . . . ? C4 Fe1 C9 C8 -121.56(12) . . . . ? C2 Fe1 C9 C10 -160.7(2) . . . . ? C6 Fe1 C9 C10 -37.81(12) . . . . ? C1 Fe1 C9 C10 38.0(3) . . . . ? C7 Fe1 C9 C10 -81.94(13) . . . . ? C5 Fe1 C9 C10 76.11(14) . . . . ? C3 Fe1 C9 C10 161.52(12) . . . . ? C4 Fe1 C9 C10 118.78(12) . . . . ? C8 Fe1 C9 C10 -119.65(17) . . . . ? C7 C6 C10 C9 -0.2(2) . . . . ? Fe1 C6 C10 C9 -59.49(13) . . . . ? C7 C6 C10 Fe1 59.31(13) . . . . ? C8 C9 C10 C6 0.1(2) . . . . ? Fe1 C9 C10 C6 59.15(13) . . . . ? C8 C9 C10 Fe1 -59.02(13) . . . . ? C2 Fe1 C10 C6 41.1(3) . . . . ? C1 Fe1 C10 C6 75.43(14) . . . . ? C7 Fe1 C10 C6 -37.74(12) . . . . ? C5 Fe1 C10 C6 117.80(12) . . . . ? C3 Fe1 C10 C6 -167.1(2) . . . . ? C4 Fe1 C10 C6 159.48(12) . . . . ? C8 Fe1 C10 C6 -81.66(13) . . . . ? C9 Fe1 C10 C6 -119.11(17) . . . . ? C2 Fe1 C10 C9 160.2(2) . . . . ? C6 Fe1 C10 C9 119.11(17) . . . . ? C1 Fe1 C10 C9 -165.46(12) . . . . ? C7 Fe1 C10 C9 81.37(13) . . . . ? C5 Fe1 C10 C9 -123.09(12) . . . . ? C3 Fe1 C10 C9 -48.0(3) . . . . ? C4 Fe1 C10 C9 -81.41(14) . . . . ? C8 Fe1 C10 C9 37.45(12) . . . . ? C5 C1 C11 C12 0(3) . . . . ? C2 C1 C11 C12 179(2) . . . . ? C13 C1 C11 C12 5.5(15) . . . . ? Fe1 C1 C11 C12 96(2) . . . . ? C1 C11 C12 C12 175.3(18) . . . 3_656 ? C11 C1 C13 C14 -4(3) . . . . ? C5 C1 C13 C14 171.6(8) . . . . ? C2 C1 C13 C14 -12.7(16) . . . . ? Fe1 C1 C13 C14 -104.8(10) . . . . ? C1 C13 C14 C14 -178.5(9) . . . 3_656 ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 28.22 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.378 _refine_diff_density_min -0.299 _refine_diff_density_rms 0.075