# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Nemykin, Victor' _publ_contact_author_email vnemykin@d.umn.edu _publ_section_title ; Unexpected fluorescence properties in the axially \"i^3^-bonded ferrocenyl-containing porphyrin ; loop_ _publ_author_name V.Nemykin P.Solntsev # Attachment '- transFc2SnTPP_numbered.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 782212' #TrackingRef '- transFc2SnTPP_numbered.cif' _audit_creation_date 10-05-28 _audit_creation_method CRYSTALS_ver_14.05 _exptl_special_details ; The crystal was placed in the cold stream of an Oxford Cryosystems open-flow nitrogen cryostat (Cosier & Glazer, 1986) with a nominal stability of 0.1K. Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105 107. ; _refine_special_details ; ? ; # End of 'script/refcif.dat' #end of refcif _cell_length_a 10.7368(10) _cell_length_b 11.2881(10) _cell_length_c 12.1733(11) _cell_angle_alpha 101.6570(10) _cell_angle_beta 108.0820(10) _cell_angle_gamma 115.0580(10) _cell_volume 1171.36(19) _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Fe 0.3463 0.8444 11.7695 4.7611 7.3573 0.3072 3.5222 15.3535 2.3045 76.8805 1.0369 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Sn -0.6537 1.4246 19.1889 5.8303 19.1005 0.5031 4.4585 26.8909 2.4663 83.9572 4.7821 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 1 # Given Formula = C64 H46 Fe2 N4 Sn1 # Dc = 1.56 Fooo = 560.00 Mu = 11.89 M = 550.74 # Found Formula = C64 H46 Fe2 N4 Sn1 # Dc = 1.56 FOOO = 560.00 Mu = 11.89 M = 550.74 _chemical_formula_sum 'C64 H46 Fe2 N4 Sn1' _chemical_formula_moiety 'C64 H46 Fe2 N4 Sn1' _chemical_compound_source ? _chemical_formula_weight 1101.48 _cell_measurement_reflns_used 250 _cell_measurement_theta_min 10 _cell_measurement_theta_max 18 _cell_measurement_temperature 173 _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_min 0.030 _exptl_crystal_size_mid 0.050 _exptl_crystal_size_max 0.110 _exptl_crystal_density_diffrn 1.561 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 560 _exptl_absorpt_coefficient_mu 1.189 # Sheldrick geometric approximatio 0.94 0.96 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9423 _exptl_absorpt_correction_T_max 0.9649 _exptl_absorpt_process_details ; Higashi, T. (1995) ; _diffrn_measurement_device_type 'Bruker Kappa Apex2' _diffrn_measurement_device Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w/2\q # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'Apex2 (Bruker AXS, 2006)' _computing_cell_refinement 'Apex2 (Bruker AXS, 2006)' _computing_data_reduction 'Apex2 (Bruker AXS, 2006)' _computing_structure_solution 'SHELXS 86 (Sheldrick, 1986)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 173 _diffrn_reflns_number 16707 _reflns_number_total 6273 _diffrn_reflns_av_R_equivalents 0.034 # Number of reflections without Friedels Law is 6273 # Number of reflections with Friedels Law is 0 # Theoretical number of reflections is about 6305 _diffrn_reflns_theta_min 1.909 _diffrn_reflns_theta_max 29.129 _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 28.255 _diffrn_measured_fraction_theta_full 0.995 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _reflns_limit_h_min -14 _reflns_limit_h_max 13 _reflns_limit_k_min -15 _reflns_limit_k_max 15 _reflns_limit_l_min 0 _reflns_limit_l_max 16 _oxford_diffrn_Wilson_B_factor 0.00 _oxford_diffrn_Wilson_scale 0.00 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -1.46 _refine_diff_density_max 1.41 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-10.0\s(I) _refine_ls_number_reflns 6252 _refine_ls_number_restraints 0 _refine_ls_number_parameters 322 _oxford_refine_ls_R_factor_ref 0.0485 _refine_ls_wR_factor_ref 0.1059 _refine_ls_goodness_of_fit_ref 0.9889 _refine_ls_shift/su_max 0.0001913 _refine_ls_shift/su_mean 0.7304212 # The values computed from all data _oxford_reflns_number_all 6252 _refine_ls_R_factor_all 0.0485 _refine_ls_wR_factor_all 0.1059 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 4811 _refine_ls_R_factor_gt 0.0354 _refine_ls_wR_factor_gt 0.0901 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment none # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 2.14 2.62 0.644 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Bruker Analytical X-ray Systems, Inc., 2006. Apex2, Version 2 User Manual, M86-E01078, Madison, WI. Higashi, T. (1995). Program for Absorption Correction. Rigaku Corporation, Tokyo, Japan. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Sheldrick, G. M. (2008). Acta Cryst A64, 112-122. Watkin D.J. (1994). Acta Cryst, A50, 411-437. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _oxford_atom_site_special_shape _atom_site_attached_hydrogens C6 C 0.3175(3) 0.1829(3) 0.7358(2) 0.0135 1.0000 Uani . . . . . . . C5 C 0.3550(3) 0.3031(3) 0.7035(3) 0.0149 1.0000 Uani . . . . . . . C4 C 0.2624(3) 0.3163(3) 0.6008(3) 0.0138 1.0000 Uani . . . . . . . C1 C 0.0640(3) 0.2633(3) 0.4273(2) 0.0135 1.0000 Uani . . . . . . . C2 C 0.1849(3) 0.4089(3) 0.4644(3) 0.0163 1.0000 Uani . . . . . . . H1 H 0.1802 0.4705 0.4226 0.0500 1.0000 Uiso R . . . . . . C3 C 0.3065(3) 0.4407(3) 0.5704(3) 0.0174 1.0000 Uani . . . . . . . H2 H 0.4021 0.5281 0.6154 0.0500 1.0000 Uiso R . . . . . . C10 C 0.0803(3) -0.1848(3) 0.6802(2) 0.0123 1.0000 Uani . . . . . . . C9 C 0.1934(3) -0.0386(3) 0.7252(2) 0.0132 1.0000 Uani . . . . . . . C17 C 0.1192(3) -0.2658(3) 0.7541(3) 0.0134 1.0000 Uani . . . . . . . C18 C 0.1546(3) -0.2235(3) 0.8813(3) 0.0155 1.0000 Uani . . . . . . . H10 H 0.1554 -0.1419 0.9220 0.0500 1.0000 Uiso R . . . . . . C19 C 0.1884(3) -0.3012(3) 0.9482(3) 0.0198 1.0000 Uani . . . . . . . H11 H 0.2148 -0.2707 1.0351 0.0500 1.0000 Uiso R . . . . . . C20 C 0.1845(3) -0.4224(3) 0.8890(3) 0.0215 1.0000 Uani . . . . . . . H12 H 0.2052 -0.4762 0.9347 0.0500 1.0000 Uiso R . . . . . . C21 C 0.1500(4) -0.4647(3) 0.7633(3) 0.0218 1.0000 Uani . . . . . . . H13 H 0.1471 -0.5477 0.7225 0.0500 1.0000 Uiso R . . . . . . C22 C 0.1198(4) -0.3859(3) 0.6965(3) 0.0191 1.0000 Uani . . . . . . . H14 H 0.0990 -0.4142 0.6107 0.0500 1.0000 Uiso R . . . . . . C8 C 0.3460(3) 0.0346(3) 0.8278(3) 0.0163 1.0000 Uani . . . . . . . H4 H 0.3866 -0.0046 0.8805 0.0500 1.0000 Uiso R . . . . . . C7 C 0.4211(3) 0.1702(3) 0.8352(3) 0.0155 1.0000 Uani . . . . . . . H3 H 0.5230 0.2430 0.8946 0.0500 1.0000 Uiso R . . . . . . C11 C 0.5153(3) 0.4284(3) 0.7841(2) 0.0133 1.0000 Uani . . . . . . . C12 C 0.5453(3) 0.5477(3) 0.8743(3) 0.0190 1.0000 Uani . . . . . . . H5 H 0.4633 0.5511 0.8859 0.0500 1.0000 Uiso R . . . . . . C13 C 0.6960(3) 0.6625(3) 0.9473(3) 0.0210 1.0000 Uani . . . . . . . H6 H 0.7162 0.7437 1.0088 0.0500 1.0000 Uiso R . . . . . . C14 C 0.8157(3) 0.6582(3) 0.9304(3) 0.0197 1.0000 Uani . . . . . . . H7 H 0.9180 0.7362 0.9807 0.0500 1.0000 Uiso R . . . . . . C15 C 0.7870(3) 0.5406(3) 0.8406(3) 0.0208 1.0000 Uani . . . . . . . H8 H 0.8693 0.5382 0.8285 0.0500 1.0000 Uiso R . . . . . . C16 C 0.6368(3) 0.4253(3) 0.7674(3) 0.0197 1.0000 Uani . . . . . . . H9 H 0.6173 0.3443 0.7061 0.0500 1.0000 Uiso R . . . . . . C23 C 0.1179(3) -0.0673(3) 0.4083(3) 0.0152 1.0000 Uani . . . . . . . C24 C 0.2653(3) -0.0516(3) 0.4704(3) 0.0209 1.0000 Uani . . . . . . . H15 H 0.3378 0.0086 0.5552 0.0500 1.0000 Uiso R . . . . . . C28 C 0.3958(6) 0.2157(4) 0.3771(4) 0.0433 1.0000 Uani . . . . . . . H20 H 0.4413 0.2821 0.4603 0.0500 1.0000 Uiso R . . . . . . C32 C 0.2500(6) 0.1677(4) 0.2788(4) 0.0405 1.0000 Uani . . . . . . . H19 H 0.1826 0.1996 0.2852 0.0500 1.0000 Uiso R . . . . . . C31 C 0.2218(5) 0.0659(4) 0.1705(4) 0.0308 1.0000 Uani . . . . . . . H23 H 0.1322 0.0158 0.0925 0.0500 1.0000 Uiso R . . . . . . C30 C 0.3530(4) 0.0524(4) 0.2011(3) 0.0273 1.0000 Uani . . . . . . . H22 H 0.3672 -0.0082 0.1464 0.0500 1.0000 Uiso R . . . . . . C29 C 0.4594(5) 0.1450(4) 0.3271(4) 0.0353 1.0000 Uani . . . . . . . H21 H 0.5574 0.1577 0.3708 0.0500 1.0000 Uiso R . . . . . . C25 C 0.2857(4) -0.1400(4) 0.3853(3) 0.0249 1.0000 Uani . . . . . . . H16 H 0.3732 -0.1488 0.4031 0.0500 1.0000 Uiso R . . . . . . C26 C 0.1516(4) -0.2128(3) 0.2694(3) 0.0247 1.0000 Uani . . . . . . . H17 H 0.1333 -0.2789 0.1953 0.0500 1.0000 Uiso R . . . . . . C27 C 0.0497(4) -0.1685(3) 0.2839(3) 0.0214 1.0000 Uani . . . . . . . H18 H -0.0492 -0.2015 0.2203 0.0500 1.0000 Uiso R . . . . . . Fe1 Fe 0.25362(5) 0.00117(4) 0.31718(4) 0.0194 1.0000 Uani . . . . . . . N2 N 0.1805(3) 0.0563(2) 0.6749(2) 0.0127 1.0000 Uani . . . . . . . N1 N 0.1170(3) 0.2125(2) 0.5119(2) 0.0128 1.0000 Uani . . . . . . . Sn1 Sn 0.0000 0.0000 0.5000 0.0108 1.0000 Uani S . . . . . . 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 0.0098(11) 0.0136(11) 0.0122(11) 0.0046(9) 0.0017(9) 0.0047(9) C5 0.0099(11) 0.0136(11) 0.0148(12) 0.0049(9) 0.0030(9) 0.0030(9) C4 0.0107(11) 0.0121(11) 0.0160(12) 0.0063(9) 0.0060(10) 0.0034(9) C1 0.0121(11) 0.0130(11) 0.0139(11) 0.0065(9) 0.0049(9) 0.0054(10) C2 0.0145(12) 0.0127(12) 0.0179(12) 0.0088(10) 0.0047(10) 0.0044(10) C3 0.0167(12) 0.0127(12) 0.0176(12) 0.0077(10) 0.0050(10) 0.0046(10) C10 0.0121(11) 0.0138(11) 0.0119(11) 0.0070(9) 0.0046(9) 0.0070(10) C9 0.0112(11) 0.0165(12) 0.0127(11) 0.0071(9) 0.0039(9) 0.0081(10) C17 0.0109(11) 0.0137(11) 0.0156(12) 0.0084(10) 0.0047(9) 0.0059(9) C18 0.0112(11) 0.0182(12) 0.0150(12) 0.0079(10) 0.0046(9) 0.0063(10) C19 0.0139(12) 0.0263(14) 0.0170(13) 0.0132(11) 0.0041(10) 0.0084(11) C20 0.0181(13) 0.0238(14) 0.0236(14) 0.0161(12) 0.0058(11) 0.0111(12) C21 0.0233(14) 0.0184(13) 0.0279(15) 0.0130(12) 0.0095(12) 0.0138(12) C22 0.0228(14) 0.0185(13) 0.0174(12) 0.0065(11) 0.0079(11) 0.0128(11) C8 0.0112(11) 0.0186(13) 0.0151(12) 0.0088(10) 0.0008(10) 0.0071(10) C7 0.0084(11) 0.0173(12) 0.0156(12) 0.0080(10) 0.0011(9) 0.0048(10) C11 0.0087(10) 0.0125(11) 0.0119(11) 0.0046(9) 0.0008(9) 0.0026(9) C12 0.0149(12) 0.0187(13) 0.0205(13) 0.0063(11) 0.0065(11) 0.0081(11) C13 0.0186(13) 0.0159(13) 0.0181(13) 0.0024(10) 0.0042(11) 0.0052(11) C14 0.0122(12) 0.0166(13) 0.0194(13) 0.0077(11) 0.0029(10) 0.0014(10) C15 0.0126(12) 0.0229(14) 0.0218(13) 0.0071(11) 0.0068(11) 0.0065(11) C16 0.0139(12) 0.0164(13) 0.0216(13) 0.0031(11) 0.0054(11) 0.0057(11) C23 0.0126(11) 0.0150(12) 0.0168(12) 0.0077(10) 0.0060(10) 0.0059(10) C24 0.0171(13) 0.0233(14) 0.0234(14) 0.0101(12) 0.0081(11) 0.0117(11) C28 0.067(3) 0.0169(15) 0.044(2) 0.0113(15) 0.040(2) 0.0099(17) C32 0.066(3) 0.037(2) 0.057(3) 0.034(2) 0.049(2) 0.036(2) C31 0.041(2) 0.0325(18) 0.0379(19) 0.0239(15) 0.0268(17) 0.0229(16) C30 0.0336(17) 0.0295(16) 0.0297(16) 0.0152(14) 0.0229(14) 0.0173(14) C29 0.0295(18) 0.0289(18) 0.0375(19) 0.0137(15) 0.0191(16) 0.0041(15) C25 0.0268(15) 0.0266(15) 0.0339(17) 0.0151(13) 0.0191(14) 0.0187(13) C26 0.0297(16) 0.0177(13) 0.0289(16) 0.0080(12) 0.0191(14) 0.0104(12) C27 0.0215(14) 0.0169(13) 0.0223(14) 0.0065(11) 0.0106(12) 0.0072(11) Fe1 0.0205(2) 0.0170(2) 0.0219(2) 0.00805(17) 0.01244(18) 0.00858(18) N2 0.0094(9) 0.0115(10) 0.0134(10) 0.0055(8) 0.0016(8) 0.0046(8) N1 0.0104(9) 0.0118(10) 0.0140(10) 0.0061(8) 0.0038(8) 0.0046(8) Sn1 0.00916(11) 0.01017(11) 0.01028(11) 0.00397(8) 0.00200(9) 0.00442(9) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.11943(4) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C6 . C5 . 1.417(4) yes C6 . C7 . 1.447(3) yes C6 . N2 . 1.368(3) yes C5 . C4 . 1.416(4) yes C5 . C11 . 1.501(3) yes C4 . C3 . 1.445(4) yes C4 . N1 . 1.367(3) yes C1 . C10 2_556 1.417(4) yes C1 . C2 . 1.456(4) yes C1 . N1 . 1.365(3) yes C2 . H1 . 0.950 no C2 . C3 . 1.366(4) yes C3 . H2 . 0.950 no C10 . C9 . 1.422(4) yes C10 . C17 . 1.497(3) yes C9 . C8 . 1.447(3) yes C9 . N2 . 1.371(3) yes C17 . C18 . 1.398(4) yes C17 . C22 . 1.399(4) yes C18 . H10 . 0.950 no C18 . C19 . 1.391(4) yes C19 . H11 . 0.950 no C19 . C20 . 1.389(5) yes C20 . H12 . 0.950 no C20 . C21 . 1.382(4) yes C21 . H13 . 0.950 no C21 . C22 . 1.389(4) yes C22 . H14 . 0.950 no C8 . H4 . 0.950 no C8 . C7 . 1.361(4) yes C7 . H3 . 0.950 no C11 . C12 . 1.392(4) yes C11 . C16 . 1.394(4) yes C12 . H5 . 0.950 no C12 . C13 . 1.398(4) yes C13 . H6 . 0.950 no C13 . C14 . 1.381(4) yes C14 . H7 . 0.950 no C14 . C15 . 1.382(4) yes C15 . H8 . 0.950 no C15 . C16 . 1.397(4) yes C16 . H9 . 0.950 no C23 . C24 . 1.439(4) yes C23 . C27 . 1.427(4) yes C23 . Fe1 . 2.084(3) yes C23 . Sn1 . 2.186(3) yes C24 . H15 . 0.950 no C24 . C25 . 1.424(4) yes C24 . Fe1 . 2.054(3) yes C28 . H20 . 0.950 no C28 . C32 . 1.426(7) yes C28 . C29 . 1.414(6) yes C28 . Fe1 . 2.047(4) yes C32 . H19 . 0.950 no C32 . C31 . 1.413(6) yes C32 . Fe1 . 2.040(4) yes C31 . H23 . 0.950 no C31 . C30 . 1.423(5) yes C31 . Fe1 . 2.049(4) yes C30 . H22 . 0.950 no C30 . C29 . 1.415(5) yes C30 . Fe1 . 2.053(3) yes C29 . H21 . 0.950 no C29 . Fe1 . 2.062(4) yes C25 . H16 . 0.950 no C25 . C26 . 1.416(5) yes C25 . Fe1 . 2.041(3) yes C26 . H17 . 0.950 no C26 . C27 . 1.425(4) yes C26 . Fe1 . 2.042(3) yes C27 . H18 . 0.950 no C27 . Fe1 . 2.052(3) yes N2 . Sn1 . 2.131(2) yes N1 . Sn1 . 2.132(2) yes loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C5 . C6 . C7 . 125.7(2) yes C5 . C6 . N2 . 126.3(2) yes C7 . C6 . N2 . 107.9(2) yes C6 . C5 . C4 . 127.8(2) yes C6 . C5 . C11 . 115.9(2) yes C4 . C5 . C11 . 116.3(2) yes C5 . C4 . C3 . 125.9(2) yes C5 . C4 . N1 . 125.8(2) yes C3 . C4 . N1 . 108.3(2) yes C10 2_556 C1 . C2 . 126.7(2) yes C10 2_556 C1 . N1 . 125.6(2) yes C2 . C1 . N1 . 107.7(2) yes C1 . C2 . H1 . 126.3 no C1 . C2 . C3 . 107.5(2) yes H1 . C2 . C3 . 126.3 no C4 . C3 . C2 . 107.2(2) yes C4 . C3 . H2 . 126.5 no C2 . C3 . H2 . 126.4 no C1 2_556 C10 . C9 . 127.6(2) yes C1 2_556 C10 . C17 . 116.2(2) yes C9 . C10 . C17 . 116.2(2) yes C10 . C9 . C8 . 126.0(2) yes C10 . C9 . N2 . 126.2(2) yes C8 . C9 . N2 . 107.8(2) yes C10 . C17 . C18 . 120.8(2) yes C10 . C17 . C22 . 120.4(2) yes C18 . C17 . C22 . 118.8(2) yes C17 . C18 . H10 . 119.9 no C17 . C18 . C19 . 120.1(3) yes H10 . C18 . C19 . 120.0 no C18 . C19 . H11 . 119.7 no C18 . C19 . C20 . 120.5(3) yes H11 . C19 . C20 . 119.8 no C19 . C20 . H12 . 120.1 no C19 . C20 . C21 . 119.8(3) yes H12 . C20 . C21 . 120.1 no C20 . C21 . H13 . 120.0 no C20 . C21 . C22 . 120.1(3) yes H13 . C21 . C22 . 120.0 no C17 . C22 . C21 . 120.7(3) yes C17 . C22 . H14 . 119.7 no C21 . C22 . H14 . 119.6 no C9 . C8 . H4 . 126.3 no C9 . C8 . C7 . 107.5(2) yes H4 . C8 . C7 . 126.1 no C6 . C7 . C8 . 107.5(2) yes C6 . C7 . H3 . 126.2 no C8 . C7 . H3 . 126.3 no C5 . C11 . C12 . 121.7(2) yes C5 . C11 . C16 . 119.0(2) yes C12 . C11 . C16 . 119.3(2) yes C11 . C12 . H5 . 119.9 no C11 . C12 . C13 . 120.0(3) yes H5 . C12 . C13 . 120.1 no C12 . C13 . H6 . 119.8 no C12 . C13 . C14 . 120.2(3) yes H6 . C13 . C14 . 119.9 no C13 . C14 . H7 . 119.9 no C13 . C14 . C15 . 120.2(3) yes H7 . C14 . C15 . 119.9 no C14 . C15 . H8 . 120.1 no C14 . C15 . C16 . 119.9(3) yes H8 . C15 . C16 . 120.0 no C15 . C16 . C11 . 120.3(3) yes C15 . C16 . H9 . 119.8 no C11 . C16 . H9 . 119.9 no C24 . C23 . C27 . 105.3(3) yes C24 . C23 . Fe1 . 68.51(16) yes C27 . C23 . Fe1 . 68.59(16) yes C24 . C23 . Sn1 . 125.9(2) yes C27 . C23 . Sn1 . 126.6(2) yes Fe1 . C23 . Sn1 . 140.10(14) yes C23 . C24 . H15 . 125.2 no C23 . C24 . C25 . 109.5(3) yes H15 . C24 . C25 . 125.2 no C23 . C24 . Fe1 . 70.79(17) yes H15 . C24 . Fe1 . 126.3 no C25 . C24 . Fe1 . 69.17(19) yes H20 . C28 . C32 . 126.6 no H20 . C28 . C29 . 126.5 no C32 . C28 . C29 . 106.8(4) yes H20 . C28 . Fe1 . 125.1 no C32 . C28 . Fe1 . 69.3(2) yes C29 . C28 . Fe1 . 70.4(2) yes C28 . C32 . H19 . 125.2 no C28 . C32 . C31 . 109.3(4) yes H19 . C32 . C31 . 125.5 no C28 . C32 . Fe1 . 69.8(2) yes H19 . C32 . Fe1 . 126.4 no C31 . C32 . Fe1 . 70.1(2) yes C32 . C31 . H23 . 126.5 no C32 . C31 . C30 . 106.8(4) yes H23 . C31 . C30 . 126.7 no C32 . C31 . Fe1 . 69.4(2) yes H23 . C31 . Fe1 . 125.5 no C30 . C31 . Fe1 . 69.8(2) yes C31 . C30 . H22 . 125.9 no C31 . C30 . C29 . 108.5(3) yes H22 . C30 . C29 . 125.6 no C31 . C30 . Fe1 . 69.56(19) yes H22 . C30 . Fe1 . 126.2 no C29 . C30 . Fe1 . 70.23(19) yes C30 . C29 . C28 . 108.5(4) yes C30 . C29 . H21 . 125.8 no C28 . C29 . H21 . 125.6 no C30 . C29 . Fe1 . 69.5(2) yes C28 . C29 . Fe1 . 69.3(2) yes H21 . C29 . Fe1 . 127.1 no C24 . C25 . H16 . 126.1 no C24 . C25 . C26 . 107.7(3) yes H16 . C25 . C26 . 126.2 no C24 . C25 . Fe1 . 70.14(18) yes H16 . C25 . Fe1 . 125.7 no C26 . C25 . Fe1 . 69.73(19) yes C25 . C26 . H17 . 126.2 no C25 . C26 . C27 . 107.6(3) yes H17 . C26 . C27 . 126.2 no C25 . C26 . Fe1 . 69.67(18) yes H17 . C26 . Fe1 . 125.5 no C27 . C26 . Fe1 . 70.01(18) yes C23 . C27 . C26 . 109.9(3) yes C23 . C27 . H18 . 125.0 no C26 . C27 . H18 . 125.1 no C23 . C27 . Fe1 . 71.04(16) yes C26 . C27 . Fe1 . 69.26(18) yes H18 . C27 . Fe1 . 126.4 no C23 . Fe1 . C29 . 148.57(14) yes C23 . Fe1 . C24 . 40.70(11) yes C29 . Fe1 . C24 . 116.30(15) yes C23 . Fe1 . C30 . 170.42(13) yes C29 . Fe1 . C30 . 40.22(15) yes C24 . Fe1 . C30 . 147.60(13) yes C23 . Fe1 . C27 . 40.37(11) yes C29 . Fe1 . C27 . 169.50(15) yes C24 . Fe1 . C27 . 67.45(12) yes C30 . Fe1 . C27 . 131.59(14) yes C23 . Fe1 . C31 . 131.68(13) yes C29 . Fe1 . C31 . 68.15(16) yes C24 . Fe1 . C31 . 171.04(14) yes C30 . Fe1 . C31 . 40.61(14) yes C27 . Fe1 . C31 . 109.66(15) yes C23 . Fe1 . C28 . 116.71(14) yes C29 . Fe1 . C28 . 40.26(17) yes C24 . Fe1 . C28 . 109.04(15) yes C30 . Fe1 . C28 . 68.12(15) yes C27 . Fe1 . C28 . 149.62(16) yes C23 . Fe1 . C26 . 68.91(12) yes C29 . Fe1 . C26 . 130.02(15) yes C24 . Fe1 . C26 . 68.09(13) yes C30 . Fe1 . C26 . 107.96(14) yes C27 . Fe1 . C26 . 40.73(13) yes C23 . Fe1 . C25 . 69.05(12) yes C29 . Fe1 . C25 . 107.79(16) yes C24 . Fe1 . C25 . 40.69(12) yes C30 . Fe1 . C25 . 114.92(14) yes C27 . Fe1 . C25 . 68.13(13) yes C23 . Fe1 . C32 . 110.06(14) yes C29 . Fe1 . C32 . 67.56(18) yes C24 . Fe1 . C32 . 132.49(15) yes C30 . Fe1 . C32 . 67.61(15) yes C27 . Fe1 . C32 . 117.96(17) yes C31 . Fe1 . C28 . 68.85(17) yes C31 . Fe1 . C26 . 115.73(15) yes C28 . Fe1 . C26 . 168.56(19) yes C31 . Fe1 . C25 . 147.25(14) yes C28 . Fe1 . C25 . 130.14(18) yes C26 . Fe1 . C25 . 40.60(14) yes C31 . Fe1 . C32 . 40.43(16) yes C28 . Fe1 . C32 . 40.8(2) yes C26 . Fe1 . C32 . 148.94(18) yes C25 . Fe1 . C32 . 170.21(18) yes C9 . N2 . C6 . 109.2(2) yes C9 . N2 . Sn1 . 124.51(17) yes C6 . N2 . Sn1 . 124.27(17) yes C4 . N1 . C1 . 109.3(2) yes C4 . N1 . Sn1 . 124.92(18) yes C1 . N1 . Sn1 . 125.56(18) yes C23 . Sn1 . C23 2_556 179.995 yes C23 . Sn1 . N1 2_556 85.90(9) yes C23 2_556 Sn1 . N1 2_556 94.10(9) yes C23 . Sn1 . N1 . 94.10(9) yes C23 2_556 Sn1 . N1 . 85.90(9) yes N1 2_556 Sn1 . N1 . 179.995 yes C23 . Sn1 . N2 2_556 92.22(10) yes C23 2_556 Sn1 . N2 2_556 87.78(10) yes N1 2_556 Sn1 . N2 2_556 90.08(8) yes N1 . Sn1 . N2 2_556 89.92(8) yes C23 . Sn1 . N2 . 87.78(10) yes C23 2_556 Sn1 . N2 . 92.22(10) yes N1 2_556 Sn1 . N2 . 89.92(8) yes N1 . Sn1 . N2 . 90.08(8) yes N2 2_556 Sn1 . N2 . 179.995 yes