# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'K Molloy' _publ_contact_author_email CHSKCM@BATH.AC.UK _publ_section_title ; The synthesis and reaction chemistry of new amino-functionalised tin(II) alkoxides ; loop_ _publ_author_name 'K Molloy' 'Nathan Hollingsworth' 'Gabriele Kociok-Kohn' 'Anna L Sudlow' # Attachment 'Compound 5.cif' data_k08kcm20 _database_code_depnum_ccdc_archive 'CCDC 760982' #TrackingRef 'Compound 5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H72 N6 O2 Sn' _chemical_formula_sum 'C32 H72 N6 O2 Sn' _chemical_formula_weight 691.65 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sn Sn -0.6537 1.4246 '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 1 21/c 1' 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 10.8403(3) _cell_length_b 15.7120(4) _cell_length_c 23.5523(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.2600(10) _cell_angle_gamma 90.00 _cell_volume 4011.45(18) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 168049 _cell_measurement_theta_min 2.910 _cell_measurement_theta_max 27.485 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.145 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1488 _exptl_absorpt_coefficient_mu 0.669 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8246 _exptl_absorpt_correction_T_max 0.9361 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Nonius Kappa CCD' _diffrn_measurement_method '472 1.2 degree images with \w scans' _diffrn_standards_number 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 51714 _diffrn_reflns_av_R_equivalents 0.0616 _diffrn_reflns_av_sigmaI/netI 0.0513 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 3.12 _diffrn_reflns_theta_max 27.47 _reflns_number_total 9014 _reflns_number_gt 6829 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinski & Minor, 1997)' _computing_data_reduction ; DENZO-SCALEPACK Z. Otwinowski and W. Minor, " Processing of X-ray Diffraction Data Collected in Oscillation Mode ", Methods in Enzymology, Volume 276: Macromolecular Crystallography, part A, p.307-326, 1997,C.W. Carter, Jr. & R. M. Sweet, Eds., Academic Press. ; _computing_structure_solution ; SIR97- Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C. , Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R. (1999) J. Appl. Cryst. 32, 115-119 ; _computing_structure_refinement ; SHELXL97 -Program for Crystal Structure Analysis (Release 97-2). Sheldrick, G.M., Institut f\"ur Anorganische Chemie der Universit\"at, Tammanstrasse 4, D-3400 G\"ottingen, Germany, 1998 ; _computing_molecular_graphics 'ORTEP3 for Windows - Farrugia, L. J. J. Appl. Crystallogr. 1997, 30, 565' _computing_publication_material ; 'WinGX publication routines, Farrugia, L. J., J. Appl. Crystallogr., 1999, 32, 837-838 ; _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^)+(0.0172P)^2^+5.6451P] 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 9014 _refine_ls_number_parameters 412 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0715 _refine_ls_R_factor_gt 0.0450 _refine_ls_wR_factor_ref 0.0905 _refine_ls_wR_factor_gt 0.0810 _refine_ls_goodness_of_fit_ref 1.088 _refine_ls_restrained_S_all 1.089 _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 Sn Sn 0.443499(19) 0.209377(13) 0.315582(8) 0.02864(7) Uani 1 1 d . . . O1 O 0.48347(18) 0.27414(13) 0.38996(8) 0.0297(5) Uani 1 1 d . . . O2 O 0.36675(18) 0.32070(13) 0.28409(8) 0.0301(5) Uani 1 1 d . . . N1 N 0.2605(2) 0.18983(18) 0.37735(10) 0.0305(6) Uani 1 1 d . . . H1 H 0.224(3) 0.236(2) 0.3760(13) 0.029(9) Uiso 1 1 d . . . N2 N 0.5789(2) 0.19069(17) 0.48215(10) 0.0352(6) Uani 1 1 d D . . H2 H 0.605(3) 0.196(2) 0.4483(9) 0.046(10) Uiso 1 1 d D . . N3 N 0.2432(2) 0.36342(17) 0.39899(11) 0.0337(6) Uani 1 1 d D . . H3 H 0.281(3) 0.375(2) 0.3684(9) 0.031(9) Uiso 1 1 d D . . N4 N 0.6176(2) 0.28831(17) 0.27836(10) 0.0291(5) Uani 1 1 d . . . H4 H 0.632(3) 0.328(2) 0.3034(14) 0.035(9) Uiso 1 1 d . . . N5 N 0.3107(3) 0.33970(18) 0.17081(11) 0.0346(6) Uani 1 1 d . . . H5 H 0.279(3) 0.304(2) 0.1971(15) 0.046(10) Uiso 1 1 d . . . N6 N 0.5592(3) 0.43891(17) 0.33527(10) 0.0330(6) Uani 1 1 d D . . H6 H 0.527(2) 0.4065(16) 0.3592(10) 0.021(8) Uiso 1 1 d D . . C1 C 0.4063(3) 0.2680(2) 0.43827(11) 0.0307(7) Uani 1 1 d . . . C2 C 0.3210(3) 0.1906(2) 0.43359(12) 0.0329(7) Uani 1 1 d . . . H2A H 0.3695 0.1378 0.4388 0.039 Uiso 1 1 calc R . . H2B H 0.2578 0.1931 0.4637 0.039 Uiso 1 1 calc R . . C3 C 0.1729(3) 0.1196(2) 0.36463(13) 0.0363(7) Uani 1 1 d . . . C4 C 0.2408(3) 0.0348(2) 0.36168(16) 0.0478(9) Uani 1 1 d . . . H4A H 0.3060 0.0382 0.3331 0.072 Uiso 1 1 calc R . . H4B H 0.1826 -0.0103 0.3512 0.072 Uiso 1 1 calc R . . H4C H 0.2775 0.0220 0.3988 0.072 Uiso 1 1 calc R . . C5 C 0.1181(3) 0.1408(2) 0.30643(14) 0.0429(8) Uani 1 1 d . . . H5A H 0.0752 0.1957 0.3083 0.064 Uiso 1 1 calc R . . H5B H 0.0596 0.0963 0.2953 0.064 Uiso 1 1 calc R . . H5C H 0.1844 0.1442 0.2784 0.064 Uiso 1 1 calc R . . C6 C 0.0689(3) 0.1154(3) 0.40869(15) 0.0507(9) Uani 1 1 d . . . H6A H 0.1033 0.0990 0.4456 0.076 Uiso 1 1 calc R . . H6B H 0.0075 0.0733 0.3967 0.076 Uiso 1 1 calc R . . H6C H 0.0296 0.1714 0.4119 0.076 Uiso 1 1 calc R . . C7 C 0.4908(3) 0.2592(2) 0.49092(12) 0.0335(7) Uani 1 1 d . . . H7A H 0.5354 0.3133 0.4975 0.040 Uiso 1 1 calc R . . H7B H 0.4402 0.2469 0.5248 0.040 Uiso 1 1 calc R . . C8 C 0.6846(3) 0.1861(2) 0.52173(13) 0.0395(8) Uani 1 1 d . . . C9 C 0.7621(3) 0.1112(2) 0.50271(14) 0.0495(9) Uani 1 1 d . . . H9A H 0.7121 0.0593 0.5036 0.074 Uiso 1 1 calc R . . H9B H 0.8330 0.1047 0.5283 0.074 Uiso 1 1 calc R . . H9C H 0.7913 0.1212 0.4640 0.074 Uiso 1 1 calc R . . C10 C 0.7633(4) 0.2663(3) 0.5202(2) 0.0819(16) Uani 1 1 d . . . H10A H 0.7942 0.2750 0.4816 0.123 Uiso 1 1 calc R . . H10B H 0.8330 0.2601 0.5464 0.123 Uiso 1 1 calc R . . H10C H 0.7132 0.3153 0.5315 0.123 Uiso 1 1 calc R . . C11 C 0.6351(4) 0.1699(3) 0.58103(14) 0.0660(13) Uani 1 1 d . . . H11A H 0.5877 0.2194 0.5936 0.099 Uiso 1 1 calc R . . H11B H 0.7041 0.1601 0.6072 0.099 Uiso 1 1 calc R . . H11C H 0.5816 0.1196 0.5804 0.099 Uiso 1 1 calc R . . C12 C 0.3312(3) 0.3507(2) 0.44555(12) 0.0339(7) Uani 1 1 d . . . H12A H 0.2859 0.3483 0.4819 0.041 Uiso 1 1 calc R . . H12B H 0.3884 0.3997 0.4472 0.041 Uiso 1 1 calc R . . C13 C 0.1456(3) 0.4280(2) 0.40589(14) 0.0391(8) Uani 1 1 d . . . C14 C 0.1941(3) 0.5168(2) 0.42052(16) 0.0476(9) Uani 1 1 d . . . H14A H 0.2390 0.5147 0.4567 0.071 Uiso 1 1 calc R . . H14B H 0.1247 0.5564 0.4237 0.071 Uiso 1 1 calc R . . H14C H 0.2498 0.5362 0.3905 0.071 Uiso 1 1 calc R . . C15 C 0.0559(3) 0.3979(3) 0.45223(17) 0.0566(10) Uani 1 1 d . . . H15A H 0.0258 0.3407 0.4429 0.085 Uiso 1 1 calc R . . H15B H -0.0141 0.4372 0.4543 0.085 Uiso 1 1 calc R . . H15C H 0.0988 0.3965 0.4889 0.085 Uiso 1 1 calc R . . C16 C 0.0780(4) 0.4315(3) 0.34873(16) 0.0578(11) Uani 1 1 d . . . H16A H 0.1354 0.4500 0.3191 0.087 Uiso 1 1 calc R . . H16B H 0.0094 0.4720 0.3511 0.087 Uiso 1 1 calc R . . H16C H 0.0460 0.3749 0.3393 0.087 Uiso 1 1 calc R . . C17 C 0.4407(3) 0.3784(2) 0.25275(12) 0.0309(7) Uani 1 1 d . . . C18 C 0.5582(3) 0.3349(2) 0.23124(12) 0.0302(7) Uani 1 1 d . . . H18A H 0.5371 0.2948 0.2002 0.036 Uiso 1 1 calc R . . H18B H 0.6157 0.3781 0.2161 0.036 Uiso 1 1 calc R . . C19 C 0.7352(3) 0.2429(2) 0.26714(13) 0.0360(7) Uani 1 1 d . . . C20 C 0.7161(3) 0.1732(2) 0.22287(15) 0.0469(9) Uani 1 1 d . . . H20A H 0.6500 0.1351 0.2352 0.070 Uiso 1 1 calc R . . H20B H 0.7927 0.1407 0.2186 0.070 Uiso 1 1 calc R . . H20C H 0.6936 0.1991 0.1864 0.070 Uiso 1 1 calc R . . C21 C 0.8356(3) 0.3040(2) 0.24696(16) 0.0488(9) Uani 1 1 d . . . H21A H 0.8118 0.3281 0.2101 0.073 Uiso 1 1 calc R . . H21B H 0.9136 0.2731 0.2431 0.073 Uiso 1 1 calc R . . H21C H 0.8456 0.3500 0.2747 0.073 Uiso 1 1 calc R . . C22 C 0.7735(3) 0.2035(3) 0.32407(15) 0.0504(9) Uani 1 1 d . . . H22A H 0.7828 0.2486 0.3525 0.076 Uiso 1 1 calc R . . H22B H 0.8521 0.1735 0.3196 0.076 Uiso 1 1 calc R . . H22C H 0.7100 0.1632 0.3364 0.076 Uiso 1 1 calc R . . C23 C 0.3644(3) 0.4109(2) 0.20198(12) 0.0347(7) Uani 1 1 d . . . H23A H 0.2979 0.4487 0.2157 0.042 Uiso 1 1 calc R . . H23B H 0.4180 0.4444 0.1764 0.042 Uiso 1 1 calc R . . C24 C 0.2080(3) 0.3599(2) 0.13155(13) 0.0379(8) Uani 1 1 d . . . C25 C 0.2565(4) 0.4177(3) 0.08486(14) 0.0555(10) Uani 1 1 d . . . H25A H 0.2819 0.4723 0.1013 0.083 Uiso 1 1 calc R . . H25B H 0.1914 0.4273 0.0566 0.083 Uiso 1 1 calc R . . H25C H 0.3275 0.3906 0.0666 0.083 Uiso 1 1 calc R . . C26 C 0.1667(4) 0.2758(2) 0.10559(17) 0.0562(10) Uani 1 1 d . . . H26A H 0.2374 0.2478 0.0877 0.084 Uiso 1 1 calc R . . H26B H 0.1028 0.2865 0.0769 0.084 Uiso 1 1 calc R . . H26C H 0.1334 0.2390 0.1354 0.084 Uiso 1 1 calc R . . C27 C 0.0991(3) 0.4030(3) 0.16103(18) 0.0597(11) Uani 1 1 d . . . H27A H 0.0738 0.3688 0.1938 0.089 Uiso 1 1 calc R . . H27B H 0.0300 0.4080 0.1343 0.089 Uiso 1 1 calc R . . H27C H 0.1238 0.4598 0.1739 0.089 Uiso 1 1 calc R . . C28 C 0.4722(3) 0.4576(2) 0.28915(12) 0.0336(7) Uani 1 1 d . . . H28A H 0.5080 0.5020 0.2644 0.040 Uiso 1 1 calc R . . H28B H 0.3951 0.4807 0.3055 0.040 Uiso 1 1 calc R . . C29 C 0.6227(3) 0.5105(2) 0.36323(13) 0.0361(7) Uani 1 1 d . . . C30 C 0.7118(3) 0.5510(2) 0.32132(15) 0.0504(9) Uani 1 1 d . . . H30A H 0.7664 0.5071 0.3058 0.076 Uiso 1 1 calc R . . H30B H 0.7613 0.5943 0.3408 0.076 Uiso 1 1 calc R . . H30C H 0.6651 0.5775 0.2903 0.076 Uiso 1 1 calc R . . C31 C 0.6967(4) 0.4712(3) 0.41224(15) 0.0515(10) Uani 1 1 d . . . H31A H 0.6400 0.4443 0.4391 0.077 Uiso 1 1 calc R . . H31B H 0.7438 0.5158 0.4317 0.077 Uiso 1 1 calc R . . H31C H 0.7535 0.4283 0.3972 0.077 Uiso 1 1 calc R . . C32 C 0.5356(4) 0.5775(2) 0.38663(17) 0.0552(10) Uani 1 1 d . . . H32A H 0.4876 0.6024 0.3554 0.083 Uiso 1 1 calc R . . H32B H 0.5836 0.6223 0.4055 0.083 Uiso 1 1 calc R . . H32C H 0.4796 0.5512 0.4140 0.083 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 Sn 0.03185(11) 0.02930(12) 0.02478(10) -0.00009(9) 0.00092(7) 0.00000(10) O1 0.0344(11) 0.0337(12) 0.0211(9) -0.0008(8) 0.0006(8) -0.0048(9) O2 0.0319(11) 0.0319(12) 0.0265(10) 0.0030(9) -0.0010(8) 0.0004(9) N1 0.0328(14) 0.0305(16) 0.0280(13) 0.0016(11) -0.0023(10) -0.0003(12) N2 0.0420(15) 0.0425(17) 0.0212(12) -0.0007(11) -0.0022(11) 0.0051(13) N3 0.0362(15) 0.0372(16) 0.0278(13) -0.0018(12) 0.0012(11) 0.0048(12) N4 0.0311(13) 0.0315(14) 0.0246(12) -0.0012(12) -0.0008(9) 0.0025(12) N5 0.0405(16) 0.0347(16) 0.0287(13) 0.0032(12) -0.0084(11) 0.0013(13) N6 0.0432(16) 0.0306(15) 0.0251(13) 0.0022(11) -0.0040(11) -0.0069(12) C1 0.0345(17) 0.0364(18) 0.0214(13) -0.0007(12) 0.0020(11) 0.0010(14) C2 0.0341(17) 0.039(2) 0.0251(14) 0.0040(13) 0.0003(12) -0.0027(14) C3 0.0331(17) 0.0384(19) 0.0374(17) 0.0001(14) 0.0000(13) -0.0046(15) C4 0.047(2) 0.035(2) 0.062(2) 0.0020(17) -0.0031(17) -0.0084(17) C5 0.0341(18) 0.053(2) 0.0415(18) -0.0075(16) -0.0029(14) 0.0005(16) C6 0.043(2) 0.060(3) 0.049(2) -0.0048(19) 0.0092(16) -0.0160(19) C7 0.0393(18) 0.0372(18) 0.0240(14) 0.0003(13) -0.0020(12) 0.0003(15) C8 0.046(2) 0.041(2) 0.0314(16) -0.0015(14) -0.0108(14) 0.0078(16) C9 0.052(2) 0.061(3) 0.0356(18) -0.0024(17) -0.0011(15) 0.0147(19) C10 0.064(3) 0.057(3) 0.124(4) 0.007(3) -0.042(3) -0.008(2) C11 0.081(3) 0.092(3) 0.0254(17) -0.0008(19) -0.0054(18) 0.043(3) C12 0.0379(18) 0.0359(18) 0.0280(15) -0.0036(13) -0.0015(12) 0.0022(15) C13 0.0386(19) 0.038(2) 0.0405(18) -0.0039(15) -0.0016(14) 0.0057(15) C14 0.050(2) 0.038(2) 0.055(2) -0.0049(17) -0.0053(17) 0.0068(17) C15 0.044(2) 0.060(3) 0.065(3) -0.005(2) 0.0141(18) 0.0051(19) C16 0.054(2) 0.061(3) 0.058(2) -0.012(2) -0.0177(18) 0.020(2) C17 0.0361(17) 0.0320(17) 0.0246(14) 0.0031(13) -0.0018(12) -0.0007(14) C18 0.0348(17) 0.0331(18) 0.0226(14) 0.0026(12) -0.0016(12) -0.0019(14) C19 0.0309(17) 0.0405(19) 0.0365(17) 0.0015(14) 0.0017(13) 0.0023(14) C20 0.043(2) 0.047(2) 0.050(2) -0.0103(17) 0.0087(16) 0.0066(17) C21 0.0314(18) 0.062(3) 0.053(2) 0.0048(18) 0.0021(15) -0.0036(17) C22 0.0369(19) 0.068(3) 0.0463(19) 0.0104(19) -0.0009(15) 0.0142(19) C23 0.0422(19) 0.0330(18) 0.0289(15) 0.0033(13) -0.0052(13) 0.0031(15) C24 0.0388(18) 0.0378(19) 0.0369(17) 0.0023(14) -0.0090(14) 0.0034(15) C25 0.070(3) 0.063(3) 0.0335(18) 0.0122(18) -0.0157(17) -0.002(2) C26 0.059(2) 0.051(3) 0.058(2) 0.0027(19) -0.0247(19) -0.001(2) C27 0.040(2) 0.070(3) 0.069(3) 0.001(2) -0.0057(18) 0.012(2) C28 0.0399(18) 0.0307(17) 0.0302(15) 0.0028(13) -0.0031(13) -0.0004(14) C29 0.0432(19) 0.0332(18) 0.0317(16) -0.0031(14) -0.0042(13) -0.0052(15) C30 0.054(2) 0.050(2) 0.046(2) 0.0036(17) -0.0017(17) -0.0157(19) C31 0.060(2) 0.055(2) 0.0393(19) 0.0020(17) -0.0149(17) -0.012(2) C32 0.056(2) 0.049(2) 0.060(2) -0.0217(19) -0.0060(19) -0.0022(19) _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 Sn O1 2.0700(18) . ? Sn O2 2.073(2) . ? Sn N4 2.425(3) . ? Sn N1 2.484(3) . ? O1 C1 1.419(3) . ? O2 C17 1.420(3) . ? N1 C2 1.476(4) . ? N1 C3 1.485(4) . ? N1 H1 0.83(3) . ? N2 C7 1.454(4) . ? N2 C8 1.476(4) . ? N2 H2 0.852(18) . ? N3 C12 1.464(4) . ? N3 C13 1.475(4) . ? N3 H3 0.848(17) . ? N4 C18 1.475(4) . ? N4 C19 1.485(4) . ? N4 H4 0.87(3) . ? N5 C23 1.458(4) . ? N5 C24 1.478(4) . ? N5 H5 0.90(4) . ? N6 C28 1.465(4) . ? N6 C29 1.473(4) . ? N6 H6 0.835(17) . ? C1 C2 1.531(4) . ? C1 C12 1.543(4) . ? C1 C7 1.545(4) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.524(5) . ? C3 C5 1.528(4) . ? C3 C6 1.537(4) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.514(5) . ? C8 C11 1.520(5) . ? C8 C10 1.521(5) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.530(5) . ? C13 C16 1.531(5) . ? C13 C15 1.540(5) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 C18 1.534(4) . ? C17 C23 1.538(4) . ? C17 C28 1.548(4) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 C20 1.526(5) . ? C19 C21 1.528(5) . ? C19 C22 1.533(4) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 C25 1.521(5) . ? C24 C26 1.523(5) . ? C24 C27 1.530(5) . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 C32 1.520(5) . ? C29 C30 1.523(5) . ? C29 C31 1.532(4) . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Sn O2 88.29(8) . . ? O1 Sn N4 83.93(8) . . ? O2 Sn N4 75.57(8) . . ? O1 Sn N1 74.33(8) . . ? O2 Sn N1 89.63(9) . . ? N4 Sn N1 154.09(9) . . ? C1 O1 Sn 121.56(17) . . ? C17 O2 Sn 119.90(17) . . ? C2 N1 C3 118.0(2) . . ? C2 N1 Sn 99.87(17) . . ? C3 N1 Sn 119.02(19) . . ? C2 N1 H1 104(2) . . ? C3 N1 H1 110(2) . . ? Sn N1 H1 105(2) . . ? C7 N2 C8 117.1(2) . . ? C7 N2 H2 106(2) . . ? C8 N2 H2 110(2) . . ? C12 N3 C13 118.5(2) . . ? C12 N3 H3 111(2) . . ? C13 N3 H3 107(2) . . ? C18 N4 C19 118.5(2) . . ? C18 N4 Sn 100.82(17) . . ? C19 N4 Sn 119.2(2) . . ? C18 N4 H4 104(2) . . ? C19 N4 H4 108(2) . . ? Sn N4 H4 105(2) . . ? C23 N5 C24 116.6(3) . . ? C23 N5 H5 106(2) . . ? C24 N5 H5 106(2) . . ? C28 N6 C29 118.5(2) . . ? C28 N6 H6 111(2) . . ? C29 N6 H6 111(2) . . ? O1 C1 C2 110.8(2) . . ? O1 C1 C12 110.2(2) . . ? C2 C1 C12 111.0(3) . . ? O1 C1 C7 107.5(2) . . ? C2 C1 C7 110.0(2) . . ? C12 C1 C7 107.3(2) . . ? N1 C2 C1 109.7(2) . . ? N1 C2 H2A 109.7 . . ? C1 C2 H2A 109.7 . . ? N1 C2 H2B 109.7 . . ? C1 C2 H2B 109.7 . . ? H2A C2 H2B 108.2 . . ? N1 C3 C4 110.5(3) . . ? N1 C3 C5 105.3(3) . . ? C4 C3 C5 109.6(3) . . ? N1 C3 C6 111.5(3) . . ? C4 C3 C6 110.4(3) . . ? C5 C3 C6 109.4(3) . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C3 C6 H6A 109.5 . . ? C3 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C3 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N2 C7 C1 109.8(2) . . ? N2 C7 H7A 109.7 . . ? C1 C7 H7A 109.7 . . ? N2 C7 H7B 109.7 . . ? C1 C7 H7B 109.7 . . ? H7A C7 H7B 108.2 . . ? N2 C8 C9 106.3(3) . . ? N2 C8 C11 108.2(3) . . ? C9 C8 C11 109.9(3) . . ? N2 C8 C10 112.2(3) . . ? C9 C8 C10 108.9(3) . . ? C11 C8 C10 111.2(4) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C8 C11 H11A 109.5 . . ? C8 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C8 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N3 C12 C1 112.0(2) . . ? N3 C12 H12A 109.2 . . ? C1 C12 H12A 109.2 . . ? N3 C12 H12B 109.2 . . ? C1 C12 H12B 109.2 . . ? H12A C12 H12B 107.9 . . ? N3 C13 C14 114.0(3) . . ? N3 C13 C16 105.6(3) . . ? C14 C13 C16 109.1(3) . . ? N3 C13 C15 108.8(3) . . ? C14 C13 C15 109.8(3) . . ? C16 C13 C15 109.4(3) . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C13 C16 H16A 109.5 . . ? C13 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C13 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? O2 C17 C18 111.0(2) . . ? O2 C17 C23 108.3(2) . . ? C18 C17 C23 109.6(2) . . ? O2 C17 C28 110.4(2) . . ? C18 C17 C28 111.1(2) . . ? C23 C17 C28 106.3(2) . . ? N4 C18 C17 109.5(2) . . ? N4 C18 H18A 109.8 . . ? C17 C18 H18A 109.8 . . ? N4 C18 H18B 109.8 . . ? C17 C18 H18B 109.8 . . ? H18A C18 H18B 108.2 . . ? N4 C19 C20 110.7(3) . . ? N4 C19 C21 111.5(3) . . ? C20 C19 C21 109.4(3) . . ? N4 C19 C22 105.5(2) . . ? C20 C19 C22 110.0(3) . . ? C21 C19 C22 109.6(3) . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C19 C21 H21A 109.5 . . ? C19 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C19 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C19 C22 H22A 109.5 . . ? C19 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C19 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? N5 C23 C17 110.4(2) . . ? N5 C23 H23A 109.6 . . ? C17 C23 H23A 109.6 . . ? N5 C23 H23B 109.6 . . ? C17 C23 H23B 109.6 . . ? H23A C23 H23B 108.1 . . ? N5 C24 C25 108.6(3) . . ? N5 C24 C26 106.5(3) . . ? C25 C24 C26 109.2(3) . . ? N5 C24 C27 113.0(3) . . ? C25 C24 C27 109.5(3) . . ? C26 C24 C27 109.9(3) . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C24 C26 H26A 109.5 . . ? C24 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C24 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C24 C27 H27A 109.5 . . ? C24 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C24 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? N6 C28 C17 112.9(2) . . ? N6 C28 H28A 109.0 . . ? C17 C28 H28A 109.0 . . ? N6 C28 H28B 109.0 . . ? C17 C28 H28B 109.0 . . ? H28A C28 H28B 107.8 . . ? N6 C29 C32 113.7(3) . . ? N6 C29 C30 109.0(3) . . ? C32 C29 C30 110.0(3) . . ? N6 C29 C31 105.7(3) . . ? C32 C29 C31 109.3(3) . . ? C30 C29 C31 109.0(3) . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C29 C31 H31A 109.5 . . ? C29 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C29 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C29 C32 H32A 109.5 . . ? C29 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C29 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.710 _refine_diff_density_min -0.605 _refine_diff_density_rms 0.080 # Attachment 'Compound 6.cif' data_h08kcm9 _database_code_depnum_ccdc_archive 'CCDC 760983' #TrackingRef 'Compound 6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H72 Fe N6 O6 Sn, C4 H8 O' _chemical_formula_sum 'C40 H80 Fe N6 O7 Sn' _chemical_formula_weight 931.64 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.6962(3) _cell_length_b 11.4547(4) _cell_length_c 20.8437(6) _cell_angle_alpha 77.673(2) _cell_angle_beta 87.113(2) _cell_angle_gamma 82.438(2) _cell_volume 2472.58(13) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 65362 _cell_measurement_theta_min 2.910 _cell_measurement_theta_max 27.485 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.251 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 988 _exptl_absorpt_coefficient_mu 0.846 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7562 _exptl_absorpt_correction_T_max 0.8627 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Nonius Kappa CCD' _diffrn_measurement_method '233 1.5 degree images with \w scans' _diffrn_standards_number 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 25888 _diffrn_reflns_av_R_equivalents 0.0682 _diffrn_reflns_av_sigmaI/netI 0.0574 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 5.21 _diffrn_reflns_theta_max 27.47 _reflns_number_total 10498 _reflns_number_gt 8693 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinski & Minor, 1997)' _computing_data_reduction ; DENZO-SCALEPACK Z. Otwinowski and W. Minor, " Processing of X-ray Diffraction Data Collected in Oscillation Mode ", Methods in Enzymology, Volume 276: Macromolecular Crystallography, part A, p.307-326, 1997,C.W. Carter, Jr. & R. M. Sweet, Eds., Academic Press. ; _computing_structure_solution ; SIR97- Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C. , Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R. (1999) J. Appl. Cryst. 32, 115-119 ; _computing_structure_refinement ; SHELXL97 -Program for Crystal Structure Analysis (Release 97-2). Sheldrick, G.M., Instit\"ut f\"ur Anorganische Chemie der Universit\"at, Tammanstrasse 4, D-3400 G\"ottingen, Germany, 1998 ; _computing_molecular_graphics 'ORTEP3 for Windows - Farrugia, L. J. J. Appl. Crystallogr. 1997, 30, 565' _computing_publication_material ; 'WinGX publication routines, Farrugia, L. J., J. Appl. Crystallogr., 1999, 32, 837-838 ; _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^)+(0.0652P)^2^+3.5762P] 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 10498 _refine_ls_number_parameters 575 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0663 _refine_ls_R_factor_gt 0.0509 _refine_ls_wR_factor_ref 0.1411 _refine_ls_wR_factor_gt 0.1291 _refine_ls_goodness_of_fit_ref 1.098 _refine_ls_restrained_S_all 1.098 _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 Fe Fe 0.54829(5) 0.52542(5) 0.25770(3) 0.03269(14) Uani 1 1 d . . . C10 C 0.6416(4) 0.5812(4) 0.3096(2) 0.0400(9) Uani 1 1 d . . . O10 O 0.6982(3) 0.6216(3) 0.34353(18) 0.0551(8) Uani 1 1 d . . . C20 C 0.5882(5) 0.5514(4) 0.1721(2) 0.0439(10) Uani 1 1 d . . . O20 O 0.6150(4) 0.5754(3) 0.11698(16) 0.0611(10) Uani 1 1 d . . . C30 C 0.4378(4) 0.4363(4) 0.3054(2) 0.0431(10) Uani 1 1 d . . . O30 O 0.3636(4) 0.3861(4) 0.3380(2) 0.0636(10) Uani 1 1 d . . . C40 C 0.4380(5) 0.6581(5) 0.2443(2) 0.0493(11) Uani 1 1 d . . . O40 O 0.3682(4) 0.7445(4) 0.2352(2) 0.0758(13) Uani 1 1 d . . . Sn Sn 0.69864(2) 0.33573(2) 0.261804(11) 0.02619(9) Uani 1 1 d . . . C1 C 0.9111(3) 0.2545(3) 0.36671(18) 0.0304(7) Uani 1 1 d . . . H1A H 0.9534 0.2697 0.4048 0.036 Uiso 1 1 calc R . . H1B H 0.9705 0.1998 0.3454 0.036 Uiso 1 1 calc R . . C2 C 0.7093(4) 0.2651(4) 0.43587(18) 0.0323(8) Uani 1 1 d . . . H2A H 0.6963 0.3518 0.4150 0.039 Uiso 1 1 calc R . . H2B H 0.6257 0.2355 0.4430 0.039 Uiso 1 1 calc R . . C3 C 0.8336(3) 0.0659(3) 0.42598(18) 0.0304(7) Uani 1 1 d . . . H3A H 0.8827 0.0213 0.3953 0.037 Uiso 1 1 calc R . . H3B H 0.8885 0.0662 0.4628 0.037 Uiso 1 1 calc R . . C4 C 0.7923(4) 0.1950(3) 0.39035(17) 0.0288(7) Uani 1 1 d . . . N1 N 0.8777(3) 0.3698(3) 0.31936(15) 0.0293(6) Uani 1 1 d . . . C11 C 0.9891(4) 0.4310(4) 0.2877(2) 0.0339(8) Uani 1 1 d . . . C12 C 0.9406(4) 0.5346(4) 0.2323(2) 0.0382(9) Uani 1 1 d . . . H12A H 0.9043 0.5025 0.1984 0.057 Uiso 1 1 calc R . . H12B H 1.0106 0.5788 0.2131 0.057 Uiso 1 1 calc R . . H12C H 0.8757 0.5890 0.2498 0.057 Uiso 1 1 calc R . . C13 C 1.0855(4) 0.3429(4) 0.2591(2) 0.0374(9) Uani 1 1 d . . . H13A H 1.0428 0.3046 0.2301 0.056 Uiso 1 1 calc R . . H13B H 1.1243 0.2811 0.2949 0.056 Uiso 1 1 calc R . . H13C H 1.1509 0.3869 0.2339 0.056 Uiso 1 1 calc R . . C14 C 1.0519(5) 0.4805(4) 0.3390(2) 0.0462(10) Uani 1 1 d . . . H14A H 1.1217 0.5233 0.3182 0.069 Uiso 1 1 calc R . . H14B H 1.0842 0.4137 0.3742 0.069 Uiso 1 1 calc R . . H14C H 0.9898 0.5360 0.3574 0.069 Uiso 1 1 calc R . . N2 N 0.7710(4) 0.2486(4) 0.49931(16) 0.0406(8) Uani 1 1 d . . . C21 C 0.7320(4) 0.3365(5) 0.5409(2) 0.0444(10) Uani 1 1 d . . . C22 C 0.5898(6) 0.3537(8) 0.5532(4) 0.078(2) Uani 1 1 d . . . H22A H 0.5471 0.3777 0.5111 0.116 Uiso 1 1 calc R . . H22B H 0.5683 0.4166 0.5787 0.116 Uiso 1 1 calc R . . H22C H 0.5627 0.2780 0.5778 0.116 Uiso 1 1 calc R . . C23 C 0.7810(7) 0.4546(5) 0.5105(3) 0.0673(16) Uani 1 1 d . . . H23A H 0.8715 0.4396 0.5005 0.101 Uiso 1 1 calc R . . H23B H 0.7673 0.5087 0.5415 0.101 Uiso 1 1 calc R . . H23C H 0.7361 0.4918 0.4700 0.101 Uiso 1 1 calc R . . C24 C 0.7943(6) 0.2845(6) 0.6068(2) 0.0632(14) Uani 1 1 d . . . H24A H 0.7572 0.2120 0.6285 0.095 Uiso 1 1 calc R . . H24B H 0.7806 0.3443 0.6345 0.095 Uiso 1 1 calc R . . H24C H 0.8850 0.2638 0.5996 0.095 Uiso 1 1 calc R . . N3 N 0.7229(3) 0.0062(3) 0.45124(19) 0.0389(8) Uani 1 1 d . . . C31 C 0.7449(4) -0.1108(4) 0.4971(2) 0.0415(9) Uani 1 1 d . . . C32 C 0.8517(5) -0.1980(4) 0.4757(2) 0.0498(11) Uani 1 1 d . . . H32A H 0.8315 -0.2150 0.4335 0.075 Uiso 1 1 calc R . . H32B H 0.8615 -0.2732 0.5088 0.075 Uiso 1 1 calc R . . H32C H 0.9305 -0.1617 0.4709 0.075 Uiso 1 1 calc R . . C33 C 0.6212(6) -0.1655(6) 0.5017(4) 0.0756(19) Uani 1 1 d . . . H33A H 0.5518 -0.1076 0.5126 0.113 Uiso 1 1 calc R . . H33B H 0.6268 -0.2392 0.5359 0.113 Uiso 1 1 calc R . . H33C H 0.6056 -0.1847 0.4594 0.113 Uiso 1 1 calc R . . C34 C 0.7733(6) -0.0897(5) 0.5640(2) 0.0552(13) Uani 1 1 d . . . H34A H 0.8503 -0.0508 0.5608 0.083 Uiso 1 1 calc R . . H34B H 0.7853 -0.1670 0.5954 0.083 Uiso 1 1 calc R . . H34C H 0.7027 -0.0377 0.5790 0.083 Uiso 1 1 calc R . . O1 O 0.7217(2) 0.1903(2) 0.33495(12) 0.0302(5) Uani 1 1 d . . . N4 N 0.6258(3) 0.1957(3) 0.20863(15) 0.0297(6) Uani 1 1 d . . . C41 C 0.4971(4) 0.1530(4) 0.2147(2) 0.0385(9) Uani 1 1 d . . . C42 C 0.4672(5) 0.1158(5) 0.2884(2) 0.0492(11) Uani 1 1 d . . . H42A H 0.5316 0.0513 0.3086 0.074 Uiso 1 1 calc R . . H42B H 0.3842 0.0870 0.2947 0.074 Uiso 1 1 calc R . . H42C H 0.4667 0.1853 0.3089 0.074 Uiso 1 1 calc R . . C43 C 0.5004(5) 0.0435(5) 0.1833(3) 0.0502(11) Uani 1 1 d . . . H43A H 0.5166 0.0675 0.1359 0.075 Uiso 1 1 calc R . . H43B H 0.4191 0.0116 0.1911 0.075 Uiso 1 1 calc R . . H43C H 0.5676 -0.0187 0.2027 0.075 Uiso 1 1 calc R . . C44 C 0.3995(4) 0.2537(5) 0.1810(2) 0.0465(10) Uani 1 1 d . . . H44A H 0.4024 0.3259 0.1987 0.070 Uiso 1 1 calc R . . H44B H 0.3152 0.2281 0.1889 0.070 Uiso 1 1 calc R . . H44C H 0.4181 0.2719 0.1336 0.070 Uiso 1 1 calc R . . N5 N 0.8711(4) 0.0551(3) 0.21159(18) 0.0366(7) Uani 1 1 d . . . C51 C 0.9372(6) -0.0683(4) 0.2225(2) 0.0620(16) Uani 1 1 d . . . C52 C 1.0775(8) -0.0743(9) 0.2218(5) 0.115(4) Uani 1 1 d . . . H52A H 1.1074 -0.0372 0.1779 0.172 Uiso 1 1 calc R . . H52B H 1.1149 -0.1587 0.2330 0.172 Uiso 1 1 calc R . . H52C H 1.1022 -0.0311 0.2540 0.172 Uiso 1 1 calc R . . C54 C 0.8894(8) -0.1335(5) 0.2882(3) 0.073(2) Uani 1 1 d . . . H53A H 0.9118 -0.0947 0.3229 0.110 Uiso 1 1 calc R . . H53B H 0.9280 -0.2177 0.2969 0.110 Uiso 1 1 calc R . . H53C H 0.7975 -0.1305 0.2875 0.110 Uiso 1 1 calc R . . C53 C 0.8960(10) -0.1285(5) 0.1682(3) 0.093(3) Uani 1 1 d . . . H54A H 0.8037 -0.1198 0.1672 0.140 Uiso 1 1 calc R . . H54B H 0.9290 -0.2142 0.1777 0.140 Uiso 1 1 calc R . . H54C H 0.9294 -0.0896 0.1255 0.140 Uiso 1 1 calc R . . N6 N 0.8244(4) 0.2883(3) 0.01913(15) 0.0354(7) Uani 1 1 d . . . C61 C 0.7839(4) 0.3768(4) -0.04154(19) 0.0370(8) Uani 1 1 d . . . C62 C 0.6505(5) 0.4369(5) -0.0308(3) 0.0576(13) Uani 1 1 d . . . H62A H 0.5938 0.3749 -0.0175 0.086 Uiso 1 1 calc R . . H62B H 0.6213 0.4910 -0.0717 0.086 Uiso 1 1 calc R . . H62C H 0.6509 0.4831 0.0037 0.086 Uiso 1 1 calc R . . C63 C 0.7830(6) 0.3038(5) -0.0950(2) 0.0579(13) Uani 1 1 d . . . H63A H 0.8687 0.2663 -0.1024 0.087 Uiso 1 1 calc R . . H63B H 0.7522 0.3573 -0.1358 0.087 Uiso 1 1 calc R . . H63C H 0.7273 0.2412 -0.0810 0.087 Uiso 1 1 calc R . . C64 C 0.8740(5) 0.4725(4) -0.0625(2) 0.0507(11) Uani 1 1 d . . . H64A H 0.8779 0.5165 -0.0273 0.076 Uiso 1 1 calc R . . H64B H 0.8433 0.5289 -0.1025 0.076 Uiso 1 1 calc R . . H64C H 0.9584 0.4333 -0.0712 0.076 Uiso 1 1 calc R . . O2 O 0.8316(2) 0.3144(2) 0.19281(12) 0.0295(5) Uani 1 1 d . . . C5 C 0.6737(4) 0.2351(4) 0.13997(18) 0.0334(8) Uani 1 1 d . . . H5A H 0.6228 0.3106 0.1184 0.040 Uiso 1 1 calc R . . H5B H 0.6661 0.1727 0.1145 0.040 Uiso 1 1 calc R . . C6 C 0.9009(4) 0.1384(3) 0.15020(18) 0.0350(8) Uani 1 1 d . . . H6A H 0.8941 0.0998 0.1125 0.042 Uiso 1 1 calc R . . H6B H 0.9889 0.1561 0.1511 0.042 Uiso 1 1 calc R . . C7 C 0.8463(4) 0.3391(3) 0.07601(17) 0.0309(7) Uani 1 1 d . . . H7A H 0.7949 0.4186 0.0723 0.037 Uiso 1 1 calc R . . H7B H 0.9362 0.3513 0.0762 0.037 Uiso 1 1 calc R . . C8 C 0.8119(4) 0.2557(3) 0.14103(17) 0.0291(7) Uani 1 1 d . . . O3 O 0.8906(5) -0.1504(5) 0.0031(3) 0.0819(13) Uani 1 1 d . . . C71 C 0.822(3) -0.039(3) -0.0270(19) 0.092(11) Uani 0.52(5) 1 d P A 1 H71A H 0.8165 -0.0339 -0.0747 0.110 Uiso 0.52(5) 1 calc PR A 1 H71B H 0.8655 0.0290 -0.0205 0.110 Uiso 0.52(5) 1 calc PR A 1 C72 C 0.695(3) -0.031(3) 0.0034(15) 0.084(8) Uani 0.52(5) 1 d P A 1 H72A H 0.6920 0.0112 0.0403 0.101 Uiso 0.52(5) 1 calc PR A 1 H72B H 0.6320 0.0122 -0.0292 0.101 Uiso 0.52(5) 1 calc PR A 1 C74 C 0.801(4) -0.229(3) 0.031(2) 0.089(8) Uani 0.52(5) 1 d P A 1 H74A H 0.8189 -0.2650 0.0780 0.107 Uiso 0.52(5) 1 calc PR A 1 H74B H 0.7999 -0.2942 0.0071 0.107 Uiso 0.52(5) 1 calc PR A 1 C73 C 0.673(2) -0.146(3) 0.0251(19) 0.103(10) Uani 0.52(5) 1 d P A 1 H73A H 0.6193 -0.1695 -0.0060 0.123 Uiso 0.52(5) 1 calc PR A 1 H73B H 0.6289 -0.1549 0.0684 0.123 Uiso 0.52(5) 1 calc PR A 1 C71A C 0.839(4) -0.033(3) -0.0165(18) 0.076(9) Uani 0.48(5) 1 d P A 2 H71C H 0.8779 0.0038 -0.0587 0.091 Uiso 0.48(5) 1 calc PR A 2 H71D H 0.8527 0.0133 0.0168 0.091 Uiso 0.48(5) 1 calc PR A 2 C72A C 0.705(4) -0.034(4) -0.024(3) 0.155(19) Uani 0.48(5) 1 d P A 2 H72C H 0.6829 -0.0113 -0.0711 0.186 Uiso 0.48(5) 1 calc PR A 2 H72D H 0.6549 0.0239 -0.0005 0.186 Uiso 0.48(5) 1 calc PR A 2 C74A C 0.788(4) -0.227(4) 0.005(3) 0.100(12) Uani 0.48(5) 1 d P A 2 H74C H 0.7958 -0.2617 -0.0351 0.120 Uiso 0.48(5) 1 calc PR A 2 H74D H 0.7991 -0.2948 0.0433 0.120 Uiso 0.48(5) 1 calc PR A 2 C73A C 0.677(4) -0.172(4) 0.008(2) 0.134(17) Uani 0.48(5) 1 d P A 2 H73C H 0.6449 -0.1800 0.0535 0.161 Uiso 0.48(5) 1 calc PR A 2 H73D H 0.6177 -0.1996 -0.0188 0.161 Uiso 0.48(5) 1 calc PR A 2 H1 H 0.841(3) 0.420(3) 0.3441(17) 0.008(7) Uiso 1 1 d . . . H2 H 0.747(6) 0.169(6) 0.520(3) 0.075(19) Uiso 1 1 d . . . H3 H 0.689(4) -0.005(4) 0.420(2) 0.026(11) Uiso 1 1 d . . . H4 H 0.681(5) 0.128(5) 0.225(2) 0.038(12) Uiso 1 1 d . . . H6 H 0.894(5) 0.247(4) 0.012(2) 0.032(11) Uiso 1 1 d . . . H5 H 0.898(5) 0.081(5) 0.239(3) 0.042(14) Uiso 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 Fe 0.0311(3) 0.0332(3) 0.0316(3) -0.0076(2) -0.0002(2) 0.0052(2) C10 0.038(2) 0.032(2) 0.050(2) -0.0140(17) 0.0039(18) 0.0035(17) O10 0.052(2) 0.059(2) 0.062(2) -0.0295(17) -0.0029(16) -0.0037(16) C20 0.052(3) 0.034(2) 0.040(2) -0.0046(16) -0.0027(18) 0.0113(18) O20 0.080(3) 0.058(2) 0.0339(17) -0.0015(14) 0.0050(16) 0.0178(19) C30 0.036(2) 0.047(2) 0.046(2) -0.0138(19) 0.0051(18) 0.0017(18) O30 0.046(2) 0.071(2) 0.074(3) -0.0193(19) 0.0221(18) -0.0114(18) C40 0.050(3) 0.051(3) 0.042(2) -0.0114(19) -0.0031(19) 0.013(2) O40 0.076(3) 0.066(3) 0.074(3) -0.016(2) -0.009(2) 0.039(2) Sn 0.02572(14) 0.02770(14) 0.02358(13) -0.00424(8) 0.00043(8) 0.00015(9) C1 0.0255(18) 0.0337(19) 0.0298(18) -0.0027(14) -0.0016(13) -0.0015(14) C2 0.0292(19) 0.039(2) 0.0276(18) -0.0059(14) -0.0003(13) -0.0011(15) C3 0.0272(18) 0.0329(19) 0.0282(17) -0.0003(14) -0.0002(13) -0.0025(14) C4 0.0311(19) 0.0319(19) 0.0231(16) -0.0045(13) -0.0023(13) -0.0037(14) N1 0.0306(16) 0.0286(16) 0.0279(15) -0.0050(12) 0.0038(12) -0.0042(12) C11 0.0291(19) 0.034(2) 0.040(2) -0.0081(15) 0.0043(15) -0.0079(15) C12 0.036(2) 0.034(2) 0.042(2) -0.0023(16) 0.0067(16) -0.0080(16) C13 0.028(2) 0.043(2) 0.041(2) -0.0075(17) 0.0043(15) -0.0049(16) C14 0.044(3) 0.050(3) 0.050(3) -0.016(2) 0.0006(19) -0.018(2) N2 0.051(2) 0.045(2) 0.0268(16) -0.0107(14) -0.0030(14) -0.0030(16) C21 0.041(2) 0.061(3) 0.037(2) -0.023(2) 0.0005(17) -0.009(2) C22 0.051(3) 0.120(6) 0.077(4) -0.063(4) 0.008(3) -0.003(3) C23 0.102(5) 0.054(3) 0.054(3) -0.020(2) -0.005(3) -0.025(3) C24 0.086(4) 0.074(4) 0.036(2) -0.022(2) -0.003(2) -0.017(3) N3 0.0323(18) 0.040(2) 0.0388(19) 0.0072(15) -0.0067(14) -0.0079(14) C31 0.036(2) 0.041(2) 0.040(2) 0.0085(17) -0.0010(16) -0.0060(17) C32 0.059(3) 0.041(2) 0.042(2) 0.0034(18) 0.001(2) -0.001(2) C33 0.050(3) 0.058(3) 0.102(5) 0.029(3) -0.004(3) -0.018(3) C34 0.069(3) 0.055(3) 0.032(2) 0.0066(19) 0.007(2) -0.001(2) O1 0.0331(14) 0.0313(13) 0.0262(12) -0.0031(10) -0.0029(10) -0.0073(10) N4 0.0285(16) 0.0323(17) 0.0274(15) -0.0051(12) 0.0018(12) -0.0035(13) C41 0.034(2) 0.046(2) 0.038(2) -0.0114(17) 0.0059(16) -0.0126(17) C42 0.046(3) 0.066(3) 0.038(2) -0.009(2) 0.0078(18) -0.023(2) C43 0.046(3) 0.054(3) 0.058(3) -0.021(2) 0.003(2) -0.020(2) C44 0.031(2) 0.064(3) 0.047(2) -0.018(2) -0.0019(17) -0.002(2) N5 0.042(2) 0.0317(18) 0.0320(18) -0.0047(14) -0.0005(14) 0.0065(14) C51 0.089(4) 0.037(3) 0.044(3) 0.0014(19) 0.011(2) 0.027(3) C52 0.079(5) 0.113(7) 0.111(6) 0.024(5) 0.009(4) 0.057(5) C54 0.133(6) 0.035(3) 0.039(3) 0.0022(19) 0.011(3) 0.016(3) C53 0.191(9) 0.035(3) 0.045(3) -0.008(2) 0.011(4) 0.015(4) N6 0.042(2) 0.0385(18) 0.0242(16) -0.0057(13) 0.0016(13) -0.0018(15) C61 0.039(2) 0.043(2) 0.0267(18) -0.0037(15) -0.0021(15) -0.0014(17) C62 0.048(3) 0.072(3) 0.045(3) -0.002(2) -0.008(2) 0.011(2) C63 0.081(4) 0.065(3) 0.030(2) -0.013(2) -0.004(2) -0.014(3) C64 0.065(3) 0.051(3) 0.032(2) 0.0029(18) 0.005(2) -0.013(2) O2 0.0293(13) 0.0357(14) 0.0243(12) -0.0082(10) 0.0007(9) -0.0042(10) C5 0.038(2) 0.038(2) 0.0248(17) -0.0066(14) 0.0005(14) -0.0072(16) C6 0.041(2) 0.032(2) 0.0289(18) -0.0041(14) 0.0052(15) 0.0029(16) C7 0.036(2) 0.0310(19) 0.0246(17) -0.0046(13) 0.0025(14) -0.0030(15) C8 0.0334(19) 0.0312(18) 0.0225(16) -0.0067(13) 0.0018(13) -0.0027(14) O3 0.063(3) 0.085(3) 0.098(3) -0.031(3) 0.014(2) 0.003(2) C71 0.061(15) 0.11(2) 0.088(16) -0.004(13) 0.036(14) -0.007(12) C72 0.060(12) 0.066(13) 0.120(18) -0.020(13) 0.026(13) 0.008(8) C74 0.093(14) 0.058(10) 0.13(2) -0.042(13) -0.020(15) -0.011(9) C73 0.046(10) 0.062(11) 0.20(3) -0.043(13) 0.022(13) -0.007(7) C71A 0.090(18) 0.059(12) 0.084(15) -0.019(10) -0.022(12) -0.016(10) C72A 0.10(3) 0.11(3) 0.22(5) 0.07(3) -0.06(3) -0.040(19) C74A 0.077(17) 0.068(13) 0.17(4) -0.07(2) -0.01(2) 0.008(12) C73A 0.13(3) 0.08(2) 0.18(3) 0.020(19) -0.09(3) -0.032(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 Fe C10 1.773(5) . ? Fe C40 1.778(5) . ? Fe C20 1.784(4) . ? Fe C30 1.787(5) . ? Fe Sn 2.5159(6) . ? C10 O10 1.157(6) . ? C20 O20 1.154(5) . ? C30 O30 1.149(6) . ? C40 O40 1.146(6) . ? Sn O2 2.001(2) . ? Sn O1 2.002(3) . ? Sn N4 2.363(3) . ? Sn N1 2.427(3) . ? C1 N1 1.484(5) . ? C1 C4 1.531(5) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N2 1.473(5) . ? C2 C4 1.545(5) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 N3 1.464(5) . ? C3 C4 1.525(5) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 O1 1.425(4) . ? N1 C11 1.513(5) . ? N1 H1 0.89(4) . ? C11 C12 1.524(6) . ? C11 C14 1.532(6) . ? C11 C13 1.536(6) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? N2 C21 1.471(5) . ? N2 H2 0.99(7) . ? C21 C23 1.515(8) . ? C21 C24 1.523(7) . ? C21 C22 1.524(7) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? N3 C31 1.469(5) . ? N3 H3 0.81(5) . ? C31 C34 1.515(7) . ? C31 C33 1.527(7) . ? C31 C32 1.531(7) . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? N4 C5 1.492(5) . ? N4 C41 1.511(5) . ? N4 H4 0.93(5) . ? C41 C44 1.525(7) . ? C41 C43 1.529(6) . ? C41 C42 1.532(6) . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C43 H43A 0.9800 . ? C43 H43B 0.9800 . ? C43 H43C 0.9800 . ? C44 H44A 0.9800 . ? C44 H44B 0.9800 . ? C44 H44C 0.9800 . ? N5 C51 1.471(6) . ? N5 C6 1.473(5) . ? N5 H5 0.79(5) . ? C51 C52 1.492(11) . ? C51 C54 1.513(7) . ? C51 C53 1.554(9) . ? C52 H52A 0.9800 . ? C52 H52B 0.9800 . ? C52 H52C 0.9800 . ? C54 H53A 0.9800 . ? C54 H53B 0.9800 . ? C54 H53C 0.9800 . ? C53 H54A 0.9800 . ? C53 H54B 0.9800 . ? C53 H54C 0.9800 . ? N6 C7 1.469(5) . ? N6 C61 1.486(5) . ? N6 H6 0.85(5) . ? C61 C62 1.528(7) . ? C61 C63 1.530(6) . ? C61 C64 1.533(6) . ? C62 H62A 0.9800 . ? C62 H62B 0.9800 . ? C62 H62C 0.9800 . ? C63 H63A 0.9800 . ? C63 H63B 0.9800 . ? C63 H63C 0.9800 . ? C64 H64A 0.9800 . ? C64 H64B 0.9800 . ? C64 H64C 0.9800 . ? O2 C8 1.426(4) . ? C5 C8 1.529(5) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 C8 1.523(5) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.541(5) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? O3 C71A 1.36(4) . ? O3 C71 1.42(4) . ? O3 C74 1.42(4) . ? O3 C74A 1.49(5) . ? C71 C72 1.47(3) . ? C71 H71A 0.9900 . ? C71 H71B 0.9900 . ? C72 C73 1.35(4) . ? C72 H72A 0.9900 . ? C72 H72B 0.9900 . ? C74 C73 1.55(5) . ? C74 H74A 0.9900 . ? C74 H74B 0.9900 . ? C73 H73A 0.9900 . ? C73 H73B 0.9900 . ? C71A C72A 1.45(5) . ? C71A H71C 0.9900 . ? C71A H71D 0.9900 . ? C72A C73A 1.64(6) . ? C72A H72C 0.9900 . ? C72A H72D 0.9900 . ? C74A C73A 1.27(6) . ? C74A H74C 0.9900 . ? C74A H74D 0.9900 . ? C73A H73C 0.9900 . ? C73A H73D 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C10 Fe C40 93.2(2) . . ? C10 Fe C20 117.8(2) . . ? C40 Fe C20 90.2(2) . . ? C10 Fe C30 110.4(2) . . ? C40 Fe C30 93.1(2) . . ? C20 Fe C30 131.4(2) . . ? C10 Fe Sn 93.07(13) . . ? C40 Fe Sn 172.59(15) . . ? C20 Fe Sn 83.37(14) . . ? C30 Fe Sn 88.47(14) . . ? O10 C10 Fe 177.0(4) . . ? O20 C20 Fe 175.8(4) . . ? O30 C30 Fe 175.0(4) . . ? O40 C40 Fe 179.0(6) . . ? O2 Sn O1 107.92(11) . . ? O2 Sn N4 76.20(10) . . ? O1 Sn N4 81.39(11) . . ? O2 Sn N1 81.94(10) . . ? O1 Sn N1 76.85(10) . . ? N4 Sn N1 142.52(11) . . ? O2 Sn Fe 123.64(8) . . ? O1 Sn Fe 128.15(8) . . ? N4 Sn Fe 113.94(8) . . ? N1 Sn Fe 103.50(8) . . ? N1 C1 C4 110.2(3) . . ? N1 C1 H1A 109.6 . . ? C4 C1 H1A 109.6 . . ? N1 C1 H1B 109.6 . . ? C4 C1 H1B 109.6 . . ? H1A C1 H1B 108.1 . . ? N2 C2 C4 109.8(3) . . ? N2 C2 H2A 109.7 . . ? C4 C2 H2A 109.7 . . ? N2 C2 H2B 109.7 . . ? C4 C2 H2B 109.7 . . ? H2A C2 H2B 108.2 . . ? N3 C3 C4 110.0(3) . . ? N3 C3 H3A 109.7 . . ? C4 C3 H3A 109.7 . . ? N3 C3 H3B 109.7 . . ? C4 C3 H3B 109.7 . . ? H3A C3 H3B 108.2 . . ? O1 C4 C3 107.9(3) . . ? O1 C4 C1 109.3(3) . . ? C3 C4 C1 107.9(3) . . ? O1 C4 C2 109.5(3) . . ? C3 C4 C2 110.9(3) . . ? C1 C4 C2 111.3(3) . . ? C1 N1 C11 114.9(3) . . ? C1 N1 Sn 104.4(2) . . ? C11 N1 Sn 125.5(2) . . ? C1 N1 H1 104(2) . . ? C11 N1 H1 103(2) . . ? Sn N1 H1 102(2) . . ? N1 C11 C12 108.3(3) . . ? N1 C11 C14 109.2(3) . . ? C12 C11 C14 109.5(3) . . ? N1 C11 C13 111.0(3) . . ? C12 C11 C13 108.9(3) . . ? C14 C11 C13 109.8(4) . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C11 C14 H14A 109.5 . . ? C11 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C11 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C21 N2 C2 118.4(4) . . ? C21 N2 H2 111(4) . . ? C2 N2 H2 99(4) . . ? N2 C21 C23 109.4(4) . . ? N2 C21 C24 106.0(4) . . ? C23 C21 C24 109.1(4) . . ? N2 C21 C22 112.6(4) . . ? C23 C21 C22 111.5(5) . . ? C24 C21 C22 107.9(5) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C3 N3 C31 117.4(3) . . ? C3 N3 H3 107(3) . . ? C31 N3 H3 107(3) . . ? N3 C31 C34 108.8(4) . . ? N3 C31 C33 105.9(4) . . ? C34 C31 C33 109.2(5) . . ? N3 C31 C32 114.2(3) . . ? C34 C31 C32 109.3(4) . . ? C33 C31 C32 109.3(5) . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C31 C33 H33A 109.5 . . ? C31 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C31 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C31 C34 H34A 109.5 . . ? C31 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C31 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C4 O1 Sn 118.7(2) . . ? C5 N4 C41 115.2(3) . . ? C5 N4 Sn 101.7(2) . . ? C41 N4 Sn 128.1(2) . . ? C5 N4 H4 104(3) . . ? C41 N4 H4 105(3) . . ? Sn N4 H4 100(3) . . ? N4 C41 C44 110.0(3) . . ? N4 C41 C43 109.9(3) . . ? C44 C41 C43 109.7(4) . . ? N4 C41 C42 106.6(3) . . ? C44 C41 C42 111.5(4) . . ? C43 C41 C42 109.2(4) . . ? C41 C42 H42A 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C41 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C41 C43 H43A 109.5 . . ? C41 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C41 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? C41 C44 H44A 109.5 . . ? C41 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? C41 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? C51 N5 C6 117.3(3) . . ? C51 N5 H5 102(4) . . ? C6 N5 H5 104(4) . . ? N5 C51 C52 113.9(6) . . ? N5 C51 C54 106.3(4) . . ? C52 C51 C54 110.5(6) . . ? N5 C51 C53 107.5(5) . . ? C52 C51 C53 110.1(6) . . ? C54 C51 C53 108.4(6) . . ? C51 C52 H52A 109.5 . . ? C51 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? C51 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? C51 C54 H53A 109.5 . . ? C51 C54 H53B 109.5 . . ? H53A C54 H53B 109.5 . . ? C51 C54 H53C 109.5 . . ? H53A C54 H53C 109.5 . . ? H53B C54 H53C 109.5 . . ? C51 C53 H54A 109.5 . . ? C51 C53 H54B 109.5 . . ? H54A C53 H54B 109.5 . . ? C51 C53 H54C 109.5 . . ? H54A C53 H54C 109.5 . . ? H54B C53 H54C 109.5 . . ? C7 N6 C61 115.9(3) . . ? C7 N6 H6 105(3) . . ? C61 N6 H6 110(3) . . ? N6 C61 C62 109.3(3) . . ? N6 C61 C63 105.9(4) . . ? C62 C61 C63 109.4(4) . . ? N6 C61 C64 112.5(4) . . ? C62 C61 C64 110.1(4) . . ? C63 C61 C64 109.5(4) . . ? C61 C62 H62A 109.5 . . ? C61 C62 H62B 109.5 . . ? H62A C62 H62B 109.5 . . ? C61 C62 H62C 109.5 . . ? H62A C62 H62C 109.5 . . ? H62B C62 H62C 109.5 . . ? C61 C63 H63A 109.5 . . ? C61 C63 H63B 109.5 . . ? H63A C63 H63B 109.5 . . ? C61 C63 H63C 109.5 . . ? H63A C63 H63C 109.5 . . ? H63B C63 H63C 109.5 . . ? C61 C64 H64A 109.5 . . ? C61 C64 H64B 109.5 . . ? H64A C64 H64B 109.5 . . ? C61 C64 H64C 109.5 . . ? H64A C64 H64C 109.5 . . ? H64B C64 H64C 109.5 . . ? C8 O2 Sn 121.7(2) . . ? N4 C5 C8 109.5(3) . . ? N4 C5 H5A 109.8 . . ? C8 C5 H5A 109.8 . . ? N4 C5 H5B 109.8 . . ? C8 C5 H5B 109.8 . . ? H5A C5 H5B 108.2 . . ? N5 C6 C8 111.2(3) . . ? N5 C6 H6A 109.4 . . ? C8 C6 H6A 109.4 . . ? N5 C6 H6B 109.4 . . ? C8 C6 H6B 109.4 . . ? H6A C6 H6B 108.0 . . ? N6 C7 C8 111.4(3) . . ? N6 C7 H7A 109.3 . . ? C8 C7 H7A 109.3 . . ? N6 C7 H7B 109.3 . . ? C8 C7 H7B 109.3 . . ? H7A C7 H7B 108.0 . . ? O2 C8 C6 108.2(3) . . ? O2 C8 C5 110.7(3) . . ? C6 C8 C5 112.3(3) . . ? O2 C8 C7 107.3(3) . . ? C6 C8 C7 109.2(3) . . ? C5 C8 C7 109.1(3) . . ? C71A O3 C74 113(2) . . ? C71 O3 C74 107(2) . . ? C71A O3 C74A 107(2) . . ? C71 O3 C74A 98(2) . . ? O3 C71 C72 108(2) . . ? O3 C71 H71A 110.1 . . ? C72 C71 H71A 110.1 . . ? O3 C71 H71B 110.1 . . ? C72 C71 H71B 110.1 . . ? H71A C71 H71B 108.4 . . ? C73 C72 C71 105(2) . . ? C73 C72 H72A 110.7 . . ? C71 C72 H72A 110.7 . . ? C73 C72 H72B 110.7 . . ? C71 C72 H72B 110.7 . . ? H72A C72 H72B 108.8 . . ? O3 C74 C73 104(3) . . ? O3 C74 H74A 111.0 . . ? C73 C74 H74A 111.0 . . ? O3 C74 H74B 111.0 . . ? C73 C74 H74B 111.0 . . ? H74A C74 H74B 109.0 . . ? C72 C73 C74 109(2) . . ? C72 C73 H73A 109.8 . . ? C74 C73 H73A 109.8 . . ? C72 C73 H73B 109.8 . . ? C74 C73 H73B 109.9 . . ? H73A C73 H73B 108.3 . . ? O3 C71A C72A 107(3) . . ? O3 C71A H71C 110.2 . . ? C72A C71A H71C 110.2 . . ? O3 C71A H71D 110.2 . . ? C72A C71A H71D 110.2 . . ? H71C C71A H71D 108.5 . . ? C71A C72A C73A 105(3) . . ? C71A C72A H72C 110.7 . . ? C73A C72A H72C 110.7 . . ? C71A C72A H72D 110.7 . . ? C73A C72A H72D 110.7 . . ? H72C C72A H72D 108.8 . . ? C73A C74A O3 114(3) . . ? C73A C74A H74C 108.7 . . ? O3 C74A H74C 108.7 . . ? C73A C74A H74D 108.7 . . ? O3 C74A H74D 108.7 . . ? H74C C74A H74D 107.6 . . ? C74A C73A C72A 100(4) . . ? C74A C73A H73C 111.7 . . ? C72A C73A H73C 111.7 . . ? C74A C73A H73D 111.7 . . ? C72A C73A H73D 111.7 . . ? H73C C73A H73D 109.5 . . ? _diffrn_measured_fraction_theta_max 0.929 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.951 _refine_diff_density_max 1.284 _refine_diff_density_min -1.411 _refine_diff_density_rms 0.099 # Attachment 'Compound 7.cif' data_k08kcm39 _database_code_depnum_ccdc_archive 'CCDC 760984' #TrackingRef 'Compound 7.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H37 Fe2 N3 O9 Sn, C4 H8 O' _chemical_formula_sum 'C28 H45 Fe2 N3 O10 Sn' _chemical_formula_weight 814.06 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sn Sn -0.6537 1.4246 '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 1 21/c 1' 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 17.6942(2) _cell_length_b 11.93030(10) _cell_length_c 34.1942(4) _cell_angle_alpha 90.00 _cell_angle_beta 95.5400(10) _cell_angle_gamma 90.00 _cell_volume 7184.58(13) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 73952 _cell_measurement_theta_min 2.910 _cell_measurement_theta_max 27.485 _exptl_crystal_description block _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.505 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3328 _exptl_absorpt_coefficient_mu 1.539 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6355 _exptl_absorpt_correction_T_max 0.6785 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Nonius Kappa CCD' _diffrn_measurement_method '800 1.0 degree images with \f and \w scans' _diffrn_standards_number 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 70807 _diffrn_reflns_av_R_equivalents 0.0975 _diffrn_reflns_av_sigmaI/netI 0.0959 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -44 _diffrn_reflns_limit_l_max 44 _diffrn_reflns_theta_min 3.07 _diffrn_reflns_theta_max 27.42 _reflns_number_total 15883 _reflns_number_gt 9583 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinski & Minor, 1997)' _computing_data_reduction ; DENZO-SCALEPACK Z. Otwinowski and W. Minor, " Processing of X-ray Diffraction Data Collected in Oscillation Mode ", Methods in Enzymology, Volume 276: Macromolecular Crystallography, part A, p.307-326, 1997,C.W. Carter, Jr. & R. M. Sweet, Eds., Academic Press. ; _computing_structure_solution ; SIR97- Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C. , Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R. (1999) J. Appl. Cryst. 32, 115-119 ; _computing_structure_refinement ; SHELXL97 -Program for Crystal Structure Analysis (Release 97-2). Sheldrick, G.M., Instit\"ut f\"ur Anorganische Chemie der Universit\"at, Tammanstrasse 4, D-3400 G\"ottingen, Germany, 1998 ; _computing_molecular_graphics 'ORTEP3 for Windows - Farrugia, L. J. J. Appl. Crystallogr. 1997, 30, 565' _computing_publication_material ; 'WinGX publication routines, Farrugia, L. J., J. Appl. Crystallogr., 1999, 32, 837-838 ; _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^)+(0.0376P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 15883 _refine_ls_number_parameters 864 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.1033 _refine_ls_R_factor_gt 0.0438 _refine_ls_wR_factor_ref 0.0922 _refine_ls_wR_factor_gt 0.0767 _refine_ls_goodness_of_fit_ref 0.957 _refine_ls_restrained_S_all 0.957 _refine_ls_shift/su_max 0.003 _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 Sn1 Sn 0.261423(14) 0.69306(2) 0.101531(8) 0.02503(7) Uani 1 1 d . . . Sn2 Sn 0.230566(14) 0.28362(2) 0.385656(8) 0.02639(8) Uani 1 1 d . . . Fe1 Fe 0.18086(3) 0.82789(4) 0.057734(16) 0.02728(14) Uani 1 1 d . . . Fe2 Fe 0.21906(3) 0.52500(4) 0.138506(17) 0.03201(15) Uani 1 1 d . . . Fe3 Fe 0.24632(3) 0.21128(5) 0.317097(17) 0.03798(16) Uani 1 1 d . . . Fe4 Fe 0.33438(3) 0.32162(5) 0.439544(17) 0.03254(15) Uani 1 1 d . . . O1 O 0.33567(13) 0.78141(19) 0.13983(7) 0.0273(6) Uani 1 1 d . . . O2 O 0.16355(17) 0.9241(2) 0.13518(9) 0.0516(8) Uani 1 1 d . . . O3 O 0.10945(16) 0.6289(3) 0.01978(9) 0.0510(8) Uani 1 1 d . . . O4 O 0.07793(16) 0.9900(3) 0.01592(8) 0.0484(8) Uani 1 1 d . . . O5 O 0.31263(15) 0.8870(2) 0.01606(8) 0.0368(7) Uani 1 1 d . . . O6 O 0.08847(18) 0.6654(3) 0.15393(10) 0.0650(11) Uani 1 1 d . . . O7 O 0.37369(18) 0.5268(3) 0.17746(10) 0.0646(10) Uani 1 1 d . . . O8 O 0.1877(2) 0.3833(3) 0.06857(10) 0.0731(11) Uani 1 1 d . . . O9 O 0.17441(18) 0.3535(3) 0.19314(9) 0.0611(10) Uani 1 1 d . . . O10 O 0.16005(13) 0.42034(19) 0.38412(7) 0.0268(6) Uani 1 1 d . . . O11 O 0.39378(17) 0.1134(3) 0.34684(9) 0.0568(9) Uani 1 1 d . . . O12 O 0.10590(18) 0.0835(3) 0.32039(9) 0.0580(9) Uani 1 1 d . . . O13 O 0.24011(17) 0.4499(3) 0.29699(9) 0.0592(10) Uani 1 1 d . . . O14 O 0.2660(2) 0.1442(3) 0.23650(10) 0.0807(12) Uani 1 1 d . . . O15 O 0.37109(15) 0.0816(2) 0.43717(9) 0.0474(8) Uani 1 1 d . . . O16 O 0.21440(16) 0.4095(2) 0.48470(8) 0.0466(8) Uani 1 1 d . . . O17 O 0.38881(18) 0.4777(3) 0.38239(10) 0.0676(10) Uani 1 1 d . . . O18 O 0.45697(19) 0.3755(3) 0.50038(10) 0.0727(11) Uani 1 1 d . . . N1 N 0.37367(17) 0.6817(3) 0.07196(10) 0.0268(8) Uani 1 1 d . . . H1 H 0.3680(18) 0.740(3) 0.0578(10) 0.017(10) Uiso 1 1 d . . . N2 N 0.4432(2) 0.8855(3) 0.19586(11) 0.0321(8) Uani 1 1 d D . . H2 H 0.401(2) 0.862(3) 0.2070(11) 0.036(12) Uiso 1 1 d . . . H20 H 0.425(2) 0.944(2) 0.1805(10) 0.051(14) Uiso 1 1 d D . . N3 N 0.3782(2) 1.0031(3) 0.13297(10) 0.0321(9) Uani 1 1 d . . . H3 H 0.3380(18) 0.979(3) 0.1356(9) 0.009(10) Uiso 1 1 d . . . N4 N 0.11906(17) 0.2047(2) 0.40521(10) 0.0245(7) Uani 1 1 d . . . H4 H 0.0999(19) 0.179(3) 0.3840(10) 0.023(11) Uiso 1 1 d . . . N5 N 0.05603(19) 0.4740(2) 0.32090(9) 0.0261(8) Uani 1 1 d . . . H5 H 0.1006(18) 0.474(3) 0.3190(9) 0.012(10) Uiso 1 1 d . . . N6 N 0.0542(2) 0.6076(3) 0.38526(10) 0.0283(8) Uani 1 1 d . . . H6 H 0.051(2) 0.585(3) 0.3584(12) 0.038(12) Uiso 1 1 d . . . H60 H 0.102(2) 0.638(3) 0.3881(11) 0.051(14) Uiso 1 1 d . . . C1 C 0.4099(2) 0.8023(3) 0.12954(11) 0.0287(9) Uani 1 1 d . . . C2 C 0.4356(2) 0.7086(3) 0.10263(11) 0.0299(9) Uani 1 1 d . . . H2A H 0.4810 0.7335 0.0902 0.036 Uiso 1 1 calc R . . H2B H 0.4494 0.6408 0.1184 0.036 Uiso 1 1 calc R . . C3 C 0.3870(2) 0.5881(3) 0.04351(11) 0.0294(9) Uani 1 1 d . . . C4 C 0.4138(2) 0.4830(3) 0.06592(12) 0.0416(11) Uani 1 1 d . . . H4A H 0.4636 0.4969 0.0802 0.062 Uiso 1 1 calc R . . H4B H 0.4176 0.4211 0.0474 0.062 Uiso 1 1 calc R . . H4C H 0.3773 0.4634 0.0846 0.062 Uiso 1 1 calc R . . C5 C 0.3114(2) 0.5662(3) 0.01922(11) 0.0354(10) Uani 1 1 d . . . H5A H 0.2749 0.5358 0.0362 0.053 Uiso 1 1 calc R . . H5B H 0.3191 0.5121 -0.0016 0.053 Uiso 1 1 calc R . . H5C H 0.2918 0.6366 0.0074 0.053 Uiso 1 1 calc R . . C6 C 0.4452(2) 0.6274(3) 0.01611(11) 0.0372(10) Uani 1 1 d . . . H6A H 0.4293 0.6997 0.0045 0.056 Uiso 1 1 calc R . . H6B H 0.4487 0.5720 -0.0048 0.056 Uiso 1 1 calc R . . H6C H 0.4949 0.6356 0.0311 0.056 Uiso 1 1 calc R . . C7 C 0.4644(2) 0.7985(3) 0.16741(11) 0.0342(10) Uani 1 1 d . . . H7A H 0.4624 0.7233 0.1796 0.041 Uiso 1 1 calc R . . H7B H 0.5170 0.8117 0.1610 0.041 Uiso 1 1 calc R . . C8 C 0.5034(2) 0.9229(3) 0.22802(12) 0.0363(10) Uani 1 1 d . . . C9 C 0.5317(3) 0.8220(3) 0.25207(13) 0.0542(13) Uani 1 1 d . . . H9A H 0.5685 0.8464 0.2736 0.081 Uiso 1 1 calc R . . H9B H 0.5560 0.7692 0.2353 0.081 Uiso 1 1 calc R . . H9C H 0.4888 0.7852 0.2629 0.081 Uiso 1 1 calc R . . C10 C 0.4641(2) 1.0066(3) 0.25283(13) 0.0486(12) Uani 1 1 d . . . H10A H 0.4432 1.0681 0.2361 0.073 Uiso 1 1 calc R . . H10B H 0.5009 1.0366 0.2735 0.073 Uiso 1 1 calc R . . H10C H 0.4229 0.9691 0.2649 0.073 Uiso 1 1 calc R . . C11 C 0.5679(2) 0.9787(4) 0.20915(14) 0.0605(14) Uani 1 1 d . . . H11A H 0.5482 1.0430 0.1935 0.091 Uiso 1 1 calc R . . H11B H 0.5907 0.9248 0.1921 0.091 Uiso 1 1 calc R . . H11C H 0.6065 1.0044 0.2297 0.091 Uiso 1 1 calc R . . C12 C 0.4134(2) 0.9174(3) 0.10950(11) 0.0313(10) Uani 1 1 d . . . H12A H 0.4669 0.9376 0.1069 0.038 Uiso 1 1 calc R . . H12B H 0.3862 0.9140 0.0828 0.038 Uiso 1 1 calc R . . C13 C 0.3728(2) 1.1206(3) 0.11789(12) 0.0371(10) Uani 1 1 d . . . C14 C 0.3315(3) 1.1862(3) 0.14765(14) 0.0600(14) Uani 1 1 d . . . H14A H 0.2813 1.1530 0.1496 0.090 Uiso 1 1 calc R . . H14B H 0.3256 1.2644 0.1391 0.090 Uiso 1 1 calc R . . H14C H 0.3610 1.1832 0.1734 0.090 Uiso 1 1 calc R . . C15 C 0.4529(3) 1.1664(4) 0.11666(16) 0.0642(15) Uani 1 1 d . . . H15A H 0.4817 1.1555 0.1423 0.096 Uiso 1 1 calc R . . H15B H 0.4504 1.2466 0.1104 0.096 Uiso 1 1 calc R . . H15C H 0.4781 1.1266 0.0965 0.096 Uiso 1 1 calc R . . C16 C 0.3283(3) 1.1279(3) 0.07739(13) 0.0529(13) Uani 1 1 d . . . H16A H 0.3550 1.0853 0.0584 0.079 Uiso 1 1 calc R . . H16B H 0.3241 1.2065 0.0691 0.079 Uiso 1 1 calc R . . H16C H 0.2775 1.0964 0.0786 0.079 Uiso 1 1 calc R . . C17 C 0.1692(2) 0.8845(3) 0.10471(12) 0.0332(10) Uani 1 1 d . . . C18 C 0.1365(2) 0.7060(4) 0.03628(12) 0.0368(10) Uani 1 1 d . . . C20 C 0.1179(2) 0.9251(4) 0.03223(12) 0.0338(10) Uani 1 1 d . . . C19 C 0.2607(2) 0.8655(3) 0.03320(11) 0.0307(9) Uani 1 1 d . . . C21 C 0.1409(2) 0.6123(4) 0.14735(12) 0.0419(11) Uani 1 1 d . . . C22 C 0.3129(3) 0.5282(3) 0.16167(13) 0.0434(11) Uani 1 1 d . . . C23 C 0.2007(3) 0.4416(4) 0.09541(14) 0.0468(12) Uani 1 1 d . . . C24 C 0.1916(2) 0.4189(4) 0.17128(13) 0.0401(11) Uani 1 1 d . . . C25 C 0.0824(2) 0.4018(3) 0.38821(10) 0.0235(8) Uani 1 1 d . . . C26 C 0.0721(2) 0.3014(3) 0.41533(11) 0.0274(9) Uani 1 1 d . . . H26A H 0.0867 0.3236 0.4429 0.033 Uiso 1 1 calc R . . H26B H 0.0180 0.2791 0.4130 0.033 Uiso 1 1 calc R . . C27 C 0.1194(2) 0.1050(3) 0.43295(12) 0.0343(10) Uani 1 1 d . . . C28 C 0.1504(3) 0.1385(3) 0.47451(12) 0.0509(13) Uani 1 1 d . . . H28A H 0.2013 0.1705 0.4740 0.076 Uiso 1 1 calc R . . H28B H 0.1531 0.0722 0.4915 0.076 Uiso 1 1 calc R . . H28C H 0.1168 0.1943 0.4847 0.076 Uiso 1 1 calc R . . C29 C 0.1711(2) 0.0169(3) 0.41739(13) 0.0420(11) Uani 1 1 d . . . H29A H 0.1528 -0.0016 0.3902 0.063 Uiso 1 1 calc R . . H29B H 0.1708 -0.0507 0.4337 0.063 Uiso 1 1 calc R . . H29C H 0.2229 0.0464 0.4183 0.063 Uiso 1 1 calc R . . C30 C 0.0384(2) 0.0592(3) 0.43185(14) 0.0509(13) Uani 1 1 d . . . H30A H 0.0054 0.1158 0.4421 0.076 Uiso 1 1 calc R . . H30B H 0.0383 -0.0086 0.4480 0.076 Uiso 1 1 calc R . . H30C H 0.0196 0.0409 0.4047 0.076 Uiso 1 1 calc R . . C31 C 0.0385(2) 0.3832(3) 0.34780(10) 0.0257(9) Uani 1 1 d . . . H31A H 0.0528 0.3100 0.3370 0.031 Uiso 1 1 calc R . . H31B H -0.0167 0.3820 0.3505 0.031 Uiso 1 1 calc R . . C32 C 0.0166(2) 0.4720(3) 0.28012(11) 0.0299(9) Uani 1 1 d . . . C33 C -0.0651(2) 0.5124(3) 0.28233(11) 0.0400(11) Uani 1 1 d . . . H33A H -0.0898 0.4654 0.3009 0.060 Uiso 1 1 calc R . . H33B H -0.0932 0.5072 0.2563 0.060 Uiso 1 1 calc R . . H33C H -0.0646 0.5904 0.2913 0.060 Uiso 1 1 calc R . . C34 C 0.0591(2) 0.5546(3) 0.25606(11) 0.0424(11) Uani 1 1 d . . . H34A H 0.0628 0.6273 0.2695 0.064 Uiso 1 1 calc R . . H34B H 0.0315 0.5636 0.2300 0.064 Uiso 1 1 calc R . . H34C H 0.1102 0.5259 0.2533 0.064 Uiso 1 1 calc R . . C35 C 0.0172(2) 0.3559(3) 0.26143(12) 0.0422(11) Uani 1 1 d . . . H35A H 0.0698 0.3310 0.2605 0.063 Uiso 1 1 calc R . . H35B H -0.0083 0.3591 0.2347 0.063 Uiso 1 1 calc R . . H35C H -0.0095 0.3029 0.2771 0.063 Uiso 1 1 calc R . . C36 C 0.0511(2) 0.5030(3) 0.40899(11) 0.0305(10) Uani 1 1 d . . . H36A H -0.0022 0.4879 0.4139 0.037 Uiso 1 1 calc R . . H36B H 0.0809 0.5138 0.4347 0.037 Uiso 1 1 calc R . . C37 C 0.0000(2) 0.7026(3) 0.39322(12) 0.0344(10) Uani 1 1 d . . . C38 C 0.0153(2) 0.7943(3) 0.36417(12) 0.0457(12) Uani 1 1 d . . . H38A H 0.0055 0.7654 0.3373 0.069 Uiso 1 1 calc R . . H38B H 0.0684 0.8182 0.3688 0.069 Uiso 1 1 calc R . . H38C H -0.0181 0.8582 0.3677 0.069 Uiso 1 1 calc R . . C39 C -0.0818(2) 0.6620(3) 0.38620(13) 0.0423(11) Uani 1 1 d . . . H39A H -0.1163 0.7262 0.3866 0.063 Uiso 1 1 calc R . . H39B H -0.0922 0.6091 0.4069 0.063 Uiso 1 1 calc R . . H39C H -0.0895 0.6247 0.3606 0.063 Uiso 1 1 calc R . . C40 C 0.0188(2) 0.7396(3) 0.43564(12) 0.0454(12) Uani 1 1 d . . . H40A H 0.0720 0.7631 0.4396 0.068 Uiso 1 1 calc R . . H40B H 0.0104 0.6770 0.4533 0.068 Uiso 1 1 calc R . . H40C H -0.0140 0.8025 0.4414 0.068 Uiso 1 1 calc R . . C41 C 0.3351(3) 0.1517(4) 0.33615(13) 0.0447(12) Uani 1 1 d . . . C42 C 0.1619(3) 0.1346(4) 0.31933(12) 0.0452(12) Uani 1 1 d . . . C43 C 0.2429(2) 0.3557(5) 0.30589(13) 0.0476(12) Uani 1 1 d . . . C44 C 0.2583(3) 0.1703(4) 0.26804(14) 0.0538(13) Uani 1 1 d . . . C45 C 0.3563(2) 0.1766(4) 0.43776(12) 0.0379(11) Uani 1 1 d . . . C46 C 0.2615(2) 0.3734(3) 0.46690(12) 0.0352(10) Uani 1 1 d . . . C47 C 0.3664(2) 0.4146(4) 0.40457(13) 0.0423(11) Uani 1 1 d . . . C48 C 0.4090(3) 0.3538(4) 0.47661(15) 0.0508(12) Uani 1 1 d . . . O19 O 0.19591(16) 0.7163(2) 0.39646(9) 0.0482(8) Uani 1 1 d . . . C49 C 0.2473(3) 0.6866(4) 0.42923(15) 0.0632(15) Uani 1 1 d . . . H49A H 0.2525 0.6042 0.4312 0.076 Uiso 1 1 calc R . . H49B H 0.2294 0.7155 0.4539 0.076 Uiso 1 1 calc R . . C50 C 0.3220(3) 0.7400(5) 0.42187(19) 0.0862(19) Uani 1 1 d . . . H50A H 0.3287 0.8127 0.4357 0.103 Uiso 1 1 calc R . . H50B H 0.3651 0.6903 0.4308 0.103 Uiso 1 1 calc R . . C51 C 0.3164(3) 0.7562(5) 0.3781(2) 0.094(2) Uani 1 1 d . . . H51A H 0.3244 0.8358 0.3715 0.112 Uiso 1 1 calc R . . H51B H 0.3548 0.7101 0.3663 0.112 Uiso 1 1 calc R . . C52 C 0.2380(3) 0.7196(6) 0.36350(18) 0.101(2) Uani 1 1 d . . . H52A H 0.2149 0.7732 0.3437 0.121 Uiso 1 1 calc R . . H52B H 0.2392 0.6445 0.3512 0.121 Uiso 1 1 calc R . . O20 O 0.3253(3) 0.8339(5) 0.23899(17) 0.0482(16) Uani 0.726(8) 1 d P A 1 C54 C 0.2446(4) 0.6846(5) 0.2541(2) 0.062(2) Uani 0.726(8) 1 d P A 1 H54A H 0.2349 0.6281 0.2331 0.074 Uiso 0.726(8) 1 calc PR A 1 H54B H 0.2322 0.6515 0.2793 0.074 Uiso 0.726(8) 1 calc PR A 1 C53 C 0.3272(5) 0.7235(8) 0.2572(3) 0.068(3) Uani 0.726(8) 1 d P A 1 H53A H 0.3484 0.7279 0.2850 0.081 Uiso 0.726(8) 1 calc PR A 1 H53B H 0.3585 0.6712 0.2431 0.081 Uiso 0.726(8) 1 calc PR A 1 C55 C 0.1997(5) 0.7857(9) 0.2449(5) 0.099(5) Uani 0.726(8) 1 d P A 1 H55A H 0.1875 0.8240 0.2692 0.118 Uiso 0.726(8) 1 calc PR A 1 H55B H 0.1518 0.7676 0.2288 0.118 Uiso 0.726(8) 1 calc PR A 1 C56 C 0.2493(4) 0.8555(7) 0.2229(2) 0.072(3) Uani 0.726(8) 1 d P A 1 H56A H 0.2429 0.8358 0.1947 0.087 Uiso 0.726(8) 1 calc PR A 1 H56B H 0.2368 0.9358 0.2257 0.087 Uiso 0.726(8) 1 calc PR A 1 O20A O 0.3325(12) 0.7830(18) 0.2472(7) 0.061(6) Uiso 0.274(8) 1 d P A 2 C53A C 0.3132(14) 0.800(2) 0.2829(8) 0.112(10) Uiso 0.274(8) 1 d PD A 2 H53C H 0.3481 0.8516 0.2985 0.135 Uiso 0.274(8) 1 calc PR A 2 H53D H 0.3067 0.7298 0.2976 0.135 Uiso 0.274(8) 1 calc PR A 2 C54A C 0.2378(18) 0.855(3) 0.2679(9) 0.158(14) Uiso 0.274(8) 1 d PD A 2 H54C H 0.2446 0.9357 0.2621 0.190 Uiso 0.274(8) 1 calc PR A 2 H54D H 0.1996 0.8471 0.2870 0.190 Uiso 0.274(8) 1 calc PR A 2 C55A C 0.214(2) 0.787(4) 0.2294(10) 0.081(12) Uiso 0.274(8) 1 d PD A 2 H55C H 0.1676 0.7428 0.2315 0.098 Uiso 0.274(8) 1 calc PR A 2 H55D H 0.2070 0.8366 0.2061 0.098 Uiso 0.274(8) 1 calc PR A 2 C56A C 0.2810(16) 0.714(2) 0.2277(10) 0.110(10) Uiso 0.274(8) 1 d P A 2 H56C H 0.2757 0.6424 0.2417 0.132 Uiso 0.274(8) 1 calc PR A 2 H56D H 0.2926 0.6996 0.2004 0.132 Uiso 0.274(8) 1 calc PR A 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 Sn1 0.02286(15) 0.02569(15) 0.02575(16) -0.00113(12) -0.00176(11) 0.00135(11) Sn2 0.02304(15) 0.02947(15) 0.02589(16) -0.00039(12) -0.00160(11) 0.00018(12) Fe1 0.0234(3) 0.0326(3) 0.0250(3) 0.0009(3) -0.0018(2) 0.0016(2) Fe2 0.0314(4) 0.0315(3) 0.0322(4) 0.0041(3) -0.0015(3) 0.0000(3) Fe3 0.0344(4) 0.0525(4) 0.0269(4) -0.0042(3) 0.0020(3) 0.0050(3) Fe4 0.0237(3) 0.0393(4) 0.0333(4) -0.0032(3) -0.0044(3) 0.0000(3) O1 0.0241(15) 0.0295(14) 0.0274(15) -0.0060(12) -0.0027(11) 0.0034(11) O2 0.066(2) 0.055(2) 0.0322(19) -0.0044(16) -0.0031(16) 0.0267(17) O3 0.045(2) 0.052(2) 0.055(2) -0.0123(17) -0.0020(16) -0.0119(16) O4 0.0342(19) 0.066(2) 0.044(2) 0.0186(17) -0.0028(15) 0.0148(16) O5 0.0310(17) 0.0420(17) 0.0375(18) 0.0053(14) 0.0038(14) 0.0007(13) O6 0.046(2) 0.068(2) 0.086(3) 0.023(2) 0.028(2) 0.0205(18) O7 0.041(2) 0.072(2) 0.075(3) 0.0295(19) -0.0251(18) 0.0005(18) O8 0.121(3) 0.057(2) 0.040(2) -0.0060(18) 0.001(2) -0.041(2) O9 0.081(3) 0.052(2) 0.053(2) 0.0236(18) 0.0185(19) -0.0033(18) O10 0.0223(15) 0.0259(14) 0.0309(16) 0.0054(12) -0.0042(11) -0.0034(11) O11 0.039(2) 0.071(2) 0.061(2) -0.0025(18) 0.0047(17) 0.0139(17) O12 0.049(2) 0.077(2) 0.046(2) -0.0242(18) -0.0042(16) -0.0179(18) O13 0.049(2) 0.065(2) 0.064(3) 0.022(2) 0.0097(17) 0.0133(18) O14 0.102(3) 0.110(3) 0.031(2) -0.008(2) 0.013(2) 0.020(2) O15 0.0410(19) 0.0379(18) 0.061(2) 0.0080(17) -0.0043(15) 0.0092(15) O16 0.0398(19) 0.0490(19) 0.051(2) -0.0173(16) 0.0061(16) -0.0029(15) O17 0.053(2) 0.080(3) 0.071(3) 0.010(2) 0.0131(19) -0.0274(19) O18 0.048(2) 0.095(3) 0.069(3) -0.029(2) -0.0303(19) 0.002(2) N1 0.025(2) 0.0270(19) 0.028(2) -0.0080(17) -0.0019(15) 0.0038(15) N2 0.027(2) 0.034(2) 0.034(2) -0.0060(18) -0.0075(17) 0.0009(17) N3 0.029(2) 0.0255(19) 0.040(2) -0.0007(16) -0.0021(17) -0.0005(16) N4 0.0275(19) 0.0210(17) 0.024(2) 0.0004(16) -0.0019(15) 0.0014(14) N5 0.022(2) 0.0301(19) 0.026(2) 0.0040(15) -0.0017(15) -0.0035(15) N6 0.033(2) 0.0243(19) 0.027(2) -0.0005(16) -0.0035(16) -0.0016(16) C1 0.025(2) 0.029(2) 0.031(2) -0.0052(18) -0.0078(17) 0.0032(17) C2 0.026(2) 0.030(2) 0.033(2) -0.0062(19) -0.0027(17) 0.0034(17) C3 0.027(2) 0.027(2) 0.034(2) -0.0050(19) 0.0006(18) 0.0007(17) C4 0.045(3) 0.032(2) 0.047(3) -0.007(2) 0.000(2) 0.007(2) C5 0.032(3) 0.039(2) 0.035(3) -0.014(2) 0.0045(19) -0.0071(19) C6 0.023(2) 0.046(3) 0.042(3) -0.008(2) 0.0012(19) -0.0010(19) C7 0.031(2) 0.033(2) 0.037(3) -0.009(2) -0.0084(18) 0.0052(18) C8 0.028(3) 0.043(3) 0.034(3) -0.012(2) -0.0122(19) -0.001(2) C9 0.056(3) 0.048(3) 0.052(3) -0.004(2) -0.032(2) 0.011(2) C10 0.054(3) 0.045(3) 0.045(3) -0.013(2) -0.011(2) 0.008(2) C11 0.046(3) 0.078(4) 0.055(3) -0.019(3) -0.011(2) -0.021(3) C12 0.028(2) 0.027(2) 0.037(3) -0.0035(19) -0.0011(18) -0.0005(18) C13 0.041(3) 0.026(2) 0.043(3) -0.001(2) -0.004(2) 0.0063(19) C14 0.089(4) 0.034(3) 0.056(3) -0.001(2) 0.002(3) 0.021(3) C15 0.062(4) 0.036(3) 0.092(4) 0.012(3) -0.007(3) -0.013(2) C16 0.074(4) 0.037(3) 0.044(3) 0.007(2) -0.008(3) 0.003(2) C17 0.029(2) 0.035(2) 0.034(3) 0.000(2) -0.0017(19) 0.0094(18) C18 0.030(3) 0.046(3) 0.035(3) 0.007(2) 0.0035(19) 0.003(2) C20 0.027(3) 0.048(3) 0.027(2) 0.000(2) 0.0053(19) -0.003(2) C19 0.035(3) 0.029(2) 0.027(2) 0.0007(19) -0.0066(19) 0.0062(19) C21 0.040(3) 0.046(3) 0.040(3) 0.017(2) 0.007(2) -0.003(2) C22 0.040(3) 0.044(3) 0.044(3) 0.011(2) -0.005(2) 0.002(2) C23 0.060(3) 0.038(3) 0.041(3) 0.013(2) -0.001(2) -0.013(2) C24 0.046(3) 0.039(3) 0.035(3) -0.003(2) 0.001(2) 0.004(2) C25 0.023(2) 0.024(2) 0.023(2) 0.0024(17) -0.0013(16) 0.0041(16) C26 0.024(2) 0.029(2) 0.029(2) 0.0034(18) 0.0006(17) 0.0008(17) C27 0.036(3) 0.023(2) 0.043(3) 0.010(2) 0.001(2) -0.0016(18) C28 0.080(4) 0.035(3) 0.038(3) 0.014(2) 0.001(3) 0.002(2) C29 0.043(3) 0.027(2) 0.054(3) 0.003(2) -0.006(2) 0.002(2) C30 0.038(3) 0.026(2) 0.090(4) 0.012(2) 0.017(3) -0.001(2) C31 0.024(2) 0.025(2) 0.027(2) 0.0019(18) -0.0045(17) -0.0044(16) C32 0.029(2) 0.039(2) 0.021(2) 0.0021(19) -0.0054(17) -0.0007(18) C33 0.038(3) 0.055(3) 0.025(2) 0.002(2) -0.0091(19) 0.001(2) C34 0.044(3) 0.054(3) 0.029(3) 0.013(2) -0.001(2) 0.001(2) C35 0.048(3) 0.048(3) 0.029(3) -0.002(2) -0.002(2) -0.003(2) C36 0.041(3) 0.026(2) 0.024(2) 0.0025(18) 0.0019(18) 0.0061(18) C37 0.040(3) 0.022(2) 0.039(3) -0.001(2) -0.0050(19) 0.0067(19) C38 0.062(3) 0.026(2) 0.047(3) 0.004(2) -0.007(2) -0.002(2) C39 0.041(3) 0.034(2) 0.051(3) -0.002(2) 0.000(2) 0.010(2) C40 0.057(3) 0.031(2) 0.046(3) -0.007(2) -0.004(2) 0.006(2) C41 0.044(3) 0.052(3) 0.040(3) -0.010(2) 0.012(2) 0.000(2) C42 0.049(3) 0.057(3) 0.029(3) -0.018(2) -0.005(2) 0.005(2) C43 0.028(3) 0.078(4) 0.037(3) 0.000(3) 0.005(2) 0.013(3) C44 0.054(3) 0.074(4) 0.034(3) 0.001(3) 0.003(2) 0.010(3) C45 0.023(2) 0.060(3) 0.029(3) 0.007(2) -0.0040(18) -0.002(2) C46 0.034(3) 0.032(2) 0.038(3) -0.005(2) -0.008(2) -0.0036(19) C47 0.024(3) 0.052(3) 0.050(3) -0.012(2) 0.001(2) -0.004(2) C48 0.044(3) 0.054(3) 0.052(3) -0.011(3) -0.006(2) 0.007(2) O19 0.047(2) 0.0493(19) 0.045(2) 0.0036(16) -0.0101(16) -0.0056(15) C49 0.059(4) 0.065(3) 0.061(4) 0.003(3) -0.018(3) 0.001(3) C50 0.053(4) 0.110(5) 0.092(5) -0.031(4) -0.014(3) -0.007(3) C51 0.063(5) 0.111(5) 0.107(6) 0.011(4) 0.013(4) -0.009(4) C52 0.069(5) 0.174(7) 0.062(4) -0.013(4) 0.016(3) -0.013(4) O20 0.041(3) 0.038(3) 0.066(4) 0.011(3) 0.006(2) 0.000(3) C54 0.066(6) 0.057(5) 0.064(5) 0.018(4) 0.014(4) -0.014(4) C53 0.065(6) 0.058(6) 0.076(7) 0.027(5) -0.008(5) 0.019(5) C55 0.024(5) 0.057(6) 0.216(16) 0.046(8) 0.020(7) -0.004(4) C56 0.035(5) 0.080(6) 0.101(7) 0.049(5) 0.006(4) 0.016(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sn1 O1 2.054(2) . ? Sn1 N1 2.318(3) . ? Sn1 Fe2 2.5227(6) . ? Sn1 Fe1 2.5397(6) . ? Sn2 O10 2.051(2) . ? Sn2 N4 2.341(3) . ? Sn2 Fe4 2.5142(6) . ? Sn2 Fe3 2.5386(6) . ? Fe1 C19 1.769(4) . ? Fe1 C17 1.773(4) . ? Fe1 C18 1.777(5) . ? Fe1 C20 1.777(4) . ? Fe2 C22 1.770(5) . ? Fe2 C21 1.780(5) . ? Fe2 C23 1.781(5) . ? Fe2 C24 1.789(4) . ? Fe3 C42 1.760(5) . ? Fe3 C43 1.764(5) . ? Fe3 C44 1.780(5) . ? Fe3 C41 1.789(5) . ? Fe4 C47 1.764(5) . ? Fe4 C46 1.775(4) . ? Fe4 C45 1.776(5) . ? Fe4 C48 1.782(5) . ? O1 C1 1.414(4) . ? O2 C17 1.157(4) . ? O3 C18 1.158(5) . ? O4 C20 1.155(4) . ? O5 C19 1.165(4) . ? O6 C21 1.163(4) . ? O7 C22 1.156(5) . ? O8 C23 1.158(5) . ? O9 C24 1.141(4) . ? O10 C25 1.411(4) . ? O11 C41 1.161(5) . ? O12 C42 1.167(5) . ? O13 C43 1.164(5) . ? O14 C44 1.143(5) . ? O15 C45 1.163(5) . ? O16 C46 1.161(4) . ? O17 C47 1.165(5) . ? O18 C48 1.146(5) . ? N1 C2 1.477(5) . ? N1 C3 1.514(4) . ? N1 H1 0.85(3) . ? N2 C7 1.495(5) . ? N2 C8 1.522(5) . ? N2 H2 0.92(3) . ? N2 H20 0.914(18) . ? N3 C12 1.474(4) . ? N3 C13 1.495(5) . ? N3 H3 0.78(3) . ? N4 C26 1.482(4) . ? N4 C27 1.521(5) . ? N4 H4 0.83(3) . ? N5 C31 1.473(4) . ? N5 C32 1.498(5) . ? N5 H5 0.80(3) . ? N6 C36 1.493(4) . ? N6 C37 1.525(5) . ? N6 H6 0.95(4) . ? N6 H60 0.92(4) . ? C1 C12 1.539(5) . ? C1 C7 1.539(5) . ? C1 C2 1.544(5) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.521(5) . ? C3 C5 1.527(5) . ? C3 C6 1.532(5) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.515(5) . ? C8 C11 1.519(5) . ? C8 C10 1.521(5) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C15 1.524(5) . ? C13 C14 1.524(5) . ? C13 C16 1.527(6) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C25 C36 1.532(4) . ? C25 C31 1.535(5) . ? C25 C26 1.536(5) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 C29 1.522(5) . ? C27 C28 1.527(6) . ? C27 C30 1.531(5) . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 C35 1.526(5) . ? C32 C34 1.527(5) . ? C32 C33 1.534(5) . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C37 C38 1.519(5) . ? C37 C40 1.522(5) . ? C37 C39 1.523(5) . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? O19 C52 1.410(5) . ? O19 C49 1.418(5) . ? C49 C50 1.510(7) . ? C49 H49A 0.9900 . ? C49 H49B 0.9900 . ? C50 C51 1.502(7) . ? C50 H50A 0.9900 . ? C50 H50B 0.9900 . ? C51 C52 1.495(7) . ? C51 H51A 0.9900 . ? C51 H51B 0.9900 . ? C52 H52A 0.9900 . ? C52 H52B 0.9900 . ? O20 C56 1.426(8) . ? O20 C53 1.456(11) . ? C54 C55 1.462(13) . ? C54 C53 1.527(10) . ? C54 H54A 0.9900 . ? C54 H54B 0.9900 . ? C53 H53A 0.9900 . ? C53 H53B 0.9900 . ? C55 C56 1.469(13) . ? C55 H55A 0.9900 . ? C55 H55B 0.9900 . ? C56 H56A 0.9900 . ? C56 H56B 0.9900 . ? O20A C53A 1.32(3) . ? O20A C56A 1.35(3) . ? C53A C54A 1.531(18) . ? C53A H53C 0.9900 . ? C53A H53D 0.9900 . ? C54A C55A 1.569(19) . ? C54A H54C 0.9900 . ? C54A H54D 0.9900 . ? C55A C56A 1.47(4) . ? C55A H55C 0.9900 . ? C55A H55D 0.9900 . ? C56A H56C 0.9900 . ? C56A H56D 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Sn1 N1 77.64(10) . . ? O1 Sn1 Fe2 106.92(7) . . ? N1 Sn1 Fe2 118.74(9) . . ? O1 Sn1 Fe1 109.82(7) . . ? N1 Sn1 Fe1 103.62(9) . . ? Fe2 Sn1 Fe1 128.46(2) . . ? O10 Sn2 N4 78.45(9) . . ? O10 Sn2 Fe4 105.96(7) . . ? N4 Sn2 Fe4 116.06(9) . . ? O10 Sn2 Fe3 111.56(7) . . ? N4 Sn2 Fe3 107.32(9) . . ? Fe4 Sn2 Fe3 126.91(2) . . ? C19 Fe1 C17 120.08(18) . . ? C19 Fe1 C18 110.64(17) . . ? C17 Fe1 C18 126.90(18) . . ? C19 Fe1 C20 95.35(17) . . ? C17 Fe1 C20 94.25(17) . . ? C18 Fe1 C20 95.80(19) . . ? C19 Fe1 Sn1 90.67(12) . . ? C17 Fe1 Sn1 79.31(12) . . ? C18 Fe1 Sn1 85.71(13) . . ? C20 Fe1 Sn1 172.82(12) . . ? C22 Fe2 C21 128.4(2) . . ? C22 Fe2 C23 118.1(2) . . ? C21 Fe2 C23 112.6(2) . . ? C22 Fe2 C24 92.01(19) . . ? C21 Fe2 C24 92.59(17) . . ? C23 Fe2 C24 94.84(18) . . ? C22 Fe2 Sn1 84.01(13) . . ? C21 Fe2 Sn1 83.87(12) . . ? C23 Fe2 Sn1 93.92(13) . . ? C24 Fe2 Sn1 171.24(13) . . ? C42 Fe3 C43 120.4(2) . . ? C42 Fe3 C44 94.4(2) . . ? C43 Fe3 C44 93.9(2) . . ? C42 Fe3 C41 119.8(2) . . ? C43 Fe3 C41 118.6(2) . . ? C44 Fe3 C41 93.1(2) . . ? C42 Fe3 Sn2 88.13(13) . . ? C43 Fe3 Sn2 82.19(14) . . ? C44 Fe3 Sn2 176.04(16) . . ? C41 Fe3 Sn2 88.26(13) . . ? C47 Fe4 C46 115.81(18) . . ? C47 Fe4 C45 120.25(18) . . ? C46 Fe4 C45 121.97(18) . . ? C47 Fe4 C48 94.7(2) . . ? C46 Fe4 C48 94.38(19) . . ? C45 Fe4 C48 94.9(2) . . ? C47 Fe4 Sn2 82.90(14) . . ? C46 Fe4 Sn2 86.14(13) . . ? C45 Fe4 Sn2 86.88(13) . . ? C48 Fe4 Sn2 177.53(16) . . ? C1 O1 Sn1 118.9(2) . . ? C25 O10 Sn2 117.90(19) . . ? C2 N1 C3 117.8(3) . . ? C2 N1 Sn1 106.6(2) . . ? C3 N1 Sn1 121.1(2) . . ? C2 N1 H1 105(2) . . ? C3 N1 H1 105(2) . . ? Sn1 N1 H1 98(2) . . ? C7 N2 C8 118.2(3) . . ? C7 N2 H2 109(2) . . ? C8 N2 H2 109(2) . . ? C7 N2 H20 105(3) . . ? C8 N2 H20 112(3) . . ? H2 N2 H20 103(3) . . ? C12 N3 C13 118.7(3) . . ? C12 N3 H3 105(2) . . ? C13 N3 H3 111(3) . . ? C26 N4 C27 115.6(3) . . ? C26 N4 Sn2 105.1(2) . . ? C27 N4 Sn2 122.7(2) . . ? C26 N4 H4 107(2) . . ? C27 N4 H4 104(2) . . ? Sn2 N4 H4 101(2) . . ? C31 N5 C32 117.5(3) . . ? C31 N5 H5 109(2) . . ? C32 N5 H5 107(2) . . ? C36 N6 C37 117.9(3) . . ? C36 N6 H6 106(2) . . ? C37 N6 H6 114(2) . . ? C36 N6 H60 111(3) . . ? C37 N6 H60 106(2) . . ? H6 N6 H60 101(3) . . ? O1 C1 C12 110.2(3) . . ? O1 C1 C7 107.9(3) . . ? C12 C1 C7 110.6(3) . . ? O1 C1 C2 110.8(3) . . ? C12 C1 C2 110.7(3) . . ? C7 C1 C2 106.5(3) . . ? N1 C2 C1 109.8(3) . . ? N1 C2 H2A 109.7 . . ? C1 C2 H2A 109.7 . . ? N1 C2 H2B 109.7 . . ? C1 C2 H2B 109.7 . . ? H2A C2 H2B 108.2 . . ? N1 C3 C4 110.2(3) . . ? N1 C3 C5 107.1(3) . . ? C4 C3 C5 110.3(3) . . ? N1 C3 C6 108.8(3) . . ? C4 C3 C6 111.4(3) . . ? C5 C3 C6 109.0(3) . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C3 C6 H6A 109.5 . . ? C3 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C3 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N2 C7 C1 110.5(3) . . ? N2 C7 H7A 109.5 . . ? C1 C7 H7A 109.5 . . ? N2 C7 H7B 109.5 . . ? C1 C7 H7B 109.5 . . ? H7A C7 H7B 108.1 . . ? C9 C8 C11 110.9(4) . . ? C9 C8 C10 111.3(4) . . ? C11 C8 C10 110.6(3) . . ? C9 C8 N2 109.3(3) . . ? C11 C8 N2 108.9(3) . . ? C10 C8 N2 105.7(3) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C8 C11 H11A 109.5 . . ? C8 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C8 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N3 C12 C1 109.8(3) . . ? N3 C12 H12A 109.7 . . ? C1 C12 H12A 109.7 . . ? N3 C12 H12B 109.7 . . ? C1 C12 H12B 109.7 . . ? H12A C12 H12B 108.2 . . ? N3 C13 C15 108.5(3) . . ? N3 C13 C14 105.7(3) . . ? C15 C13 C14 110.0(4) . . ? N3 C13 C16 112.1(3) . . ? C15 C13 C16 110.7(4) . . ? C14 C13 C16 109.8(4) . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C13 C16 H16A 109.5 . . ? C13 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C13 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? O2 C17 Fe1 177.6(4) . . ? O3 C18 Fe1 175.1(4) . . ? O4 C20 Fe1 178.7(4) . . ? O5 C19 Fe1 177.5(4) . . ? O6 C21 Fe2 177.0(4) . . ? O7 C22 Fe2 177.6(4) . . ? O8 C23 Fe2 176.6(4) . . ? O9 C24 Fe2 177.8(4) . . ? O10 C25 C36 108.8(3) . . ? O10 C25 C31 110.3(3) . . ? C36 C25 C31 110.9(3) . . ? O10 C25 C26 110.8(3) . . ? C36 C25 C26 105.4(3) . . ? C31 C25 C26 110.6(3) . . ? N4 C26 C25 111.3(3) . . ? N4 C26 H26A 109.4 . . ? C25 C26 H26A 109.4 . . ? N4 C26 H26B 109.4 . . ? C25 C26 H26B 109.4 . . ? H26A C26 H26B 108.0 . . ? N4 C27 C29 106.7(3) . . ? N4 C27 C28 110.8(3) . . ? C29 C27 C28 109.4(3) . . ? N4 C27 C30 108.5(3) . . ? C29 C27 C30 109.7(3) . . ? C28 C27 C30 111.6(3) . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C27 C29 H29A 109.5 . . ? C27 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C27 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C27 C30 H30A 109.5 . . ? C27 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C27 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? N5 C31 C25 109.7(3) . . ? N5 C31 H31A 109.7 . . ? C25 C31 H31A 109.7 . . ? N5 C31 H31B 109.7 . . ? C25 C31 H31B 109.7 . . ? H31A C31 H31B 108.2 . . ? N5 C32 C35 112.5(3) . . ? N5 C32 C34 106.4(3) . . ? C35 C32 C34 109.7(3) . . ? N5 C32 C33 107.8(3) . . ? C35 C32 C33 110.5(3) . . ? C34 C32 C33 109.8(3) . . ? C32 C33 H33A 109.5 . . ? C32 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C32 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C32 C34 H34A 109.5 . . ? C32 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C32 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C32 C35 H35A 109.5 . . ? C32 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C32 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? N6 C36 C25 111.9(3) . . ? N6 C36 H36A 109.2 . . ? C25 C36 H36A 109.2 . . ? N6 C36 H36B 109.2 . . ? C25 C36 H36B 109.2 . . ? H36A C36 H36B 107.9 . . ? C38 C37 C40 112.2(3) . . ? C38 C37 C39 110.6(3) . . ? C40 C37 C39 111.0(3) . . ? C38 C37 N6 105.3(3) . . ? C40 C37 N6 107.6(3) . . ? C39 C37 N6 109.8(3) . . ? C37 C38 H38A 109.5 . . ? C37 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C37 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C37 C39 H39A 109.5 . . ? C37 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C37 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C37 C40 H40A 109.5 . . ? C37 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C37 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? O11 C41 Fe3 176.9(4) . . ? O12 C42 Fe3 179.3(4) . . ? O13 C43 Fe3 177.4(4) . . ? O14 C44 Fe3 179.9(5) . . ? O15 C45 Fe4 179.0(4) . . ? O16 C46 Fe4 178.6(4) . . ? O17 C47 Fe4 177.9(4) . . ? O18 C48 Fe4 179.4(5) . . ? C52 O19 C49 106.9(4) . . ? O19 C49 C50 105.5(4) . . ? O19 C49 H49A 110.6 . . ? C50 C49 H49A 110.6 . . ? O19 C49 H49B 110.6 . . ? C50 C49 H49B 110.6 . . ? H49A C49 H49B 108.8 . . ? C51 C50 C49 104.2(5) . . ? C51 C50 H50A 110.9 . . ? C49 C50 H50A 110.9 . . ? C51 C50 H50B 110.9 . . ? C49 C50 H50B 110.9 . . ? H50A C50 H50B 108.9 . . ? C52 C51 C50 105.4(5) . . ? C52 C51 H51A 110.7 . . ? C50 C51 H51A 110.7 . . ? C52 C51 H51B 110.7 . . ? C50 C51 H51B 110.7 . . ? H51A C51 H51B 108.8 . . ? O19 C52 C51 106.6(5) . . ? O19 C52 H52A 110.4 . . ? C51 C52 H52A 110.4 . . ? O19 C52 H52B 110.4 . . ? C51 C52 H52B 110.4 . . ? H52A C52 H52B 108.6 . . ? C56 O20 C53 108.0(5) . . ? C55 C54 C53 105.1(6) . . ? C55 C54 H54A 110.7 . . ? C53 C54 H54A 110.7 . . ? C55 C54 H54B 110.7 . . ? C53 C54 H54B 110.7 . . ? H54A C54 H54B 108.8 . . ? O20 C53 C54 105.3(5) . . ? O20 C53 H53A 110.7 . . ? C54 C53 H53A 110.7 . . ? O20 C53 H53B 110.7 . . ? C54 C53 H53B 110.7 . . ? H53A C53 H53B 108.8 . . ? C54 C55 C56 103.8(7) . . ? C54 C55 H55A 111.0 . . ? C56 C55 H55A 111.0 . . ? C54 C55 H55B 111.0 . . ? C56 C55 H55B 111.0 . . ? H55A C55 H55B 109.0 . . ? O20 C56 C55 106.8(7) . . ? O20 C56 H56A 110.4 . . ? C55 C56 H56A 110.4 . . ? O20 C56 H56B 110.4 . . ? C55 C56 H56B 110.4 . . ? H56A C56 H56B 108.6 . . ? C53A O20A C56A 109(2) . . ? O20A C53A C54A 93(2) . . ? O20A C53A H53C 113.1 . . ? C54A C53A H53C 113.1 . . ? O20A C53A H53D 113.1 . . ? C54A C53A H53D 113.1 . . ? H53C C53A H53D 110.5 . . ? C53A C54A C55A 102(2) . . ? C53A C54A H54C 111.4 . . ? C55A C54A H54C 111.4 . . ? C53A C54A H54D 111.3 . . ? C55A C54A H54D 111.3 . . ? H54C C54A H54D 109.2 . . ? C56A C55A C54A 101(3) . . ? C56A C55A H55C 111.6 . . ? C54A C55A H55C 111.6 . . ? C56A C55A H55D 111.6 . . ? C54A C55A H55D 111.6 . . ? H55C C55A H55D 109.4 . . ? O20A C56A C55A 97(2) . . ? O20A C56A H56C 112.3 . . ? C55A C56A H56C 112.3 . . ? O20A C56A H56D 112.3 . . ? C55A C56A H56D 112.3 . . ? H56C C56A H56D 109.9 . . ? 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 O1 Sn1 Fe1 C19 69.94(14) . . . . ? N1 Sn1 Fe1 C19 -11.61(15) . . . . ? Fe2 Sn1 Fe1 C19 -157.12(12) . . . . ? O1 Sn1 Fe1 C17 -50.58(14) . . . . ? N1 Sn1 Fe1 C17 -132.14(15) . . . . ? Fe2 Sn1 Fe1 C17 82.35(13) . . . . ? O1 Sn1 Fe1 C18 -179.40(14) . . . . ? N1 Sn1 Fe1 C18 99.04(14) . . . . ? Fe2 Sn1 Fe1 C18 -46.47(12) . . . . ? O1 Sn1 Fe2 C22 -34.85(15) . . . . ? N1 Sn1 Fe2 C22 50.08(17) . . . . ? Fe1 Sn1 Fe2 C22 -168.80(14) . . . . ? O1 Sn1 Fe2 C21 94.94(16) . . . . ? N1 Sn1 Fe2 C21 179.87(17) . . . . ? Fe1 Sn1 Fe2 C21 -39.01(15) . . . . ? O1 Sn1 Fe2 C23 -152.70(16) . . . . ? N1 Sn1 Fe2 C23 -67.77(18) . . . . ? Fe1 Sn1 Fe2 C23 73.35(15) . . . . ? O10 Sn2 Fe3 C42 -84.42(16) . . . . ? N4 Sn2 Fe3 C42 -0.29(17) . . . . ? Fe4 Sn2 Fe3 C42 143.79(15) . . . . ? O10 Sn2 Fe3 C43 36.56(16) . . . . ? N4 Sn2 Fe3 C43 120.69(16) . . . . ? Fe4 Sn2 Fe3 C43 -95.23(14) . . . . ? O10 Sn2 Fe3 C41 155.70(15) . . . . ? N4 Sn2 Fe3 C41 -120.18(16) . . . . ? Fe4 Sn2 Fe3 C41 23.90(14) . . . . ? O10 Sn2 Fe4 C47 -74.89(14) . . . . ? N4 Sn2 Fe4 C47 -159.61(15) . . . . ? Fe3 Sn2 Fe4 C47 58.96(13) . . . . ? O10 Sn2 Fe4 C46 41.74(14) . . . . ? N4 Sn2 Fe4 C46 -42.98(15) . . . . ? Fe3 Sn2 Fe4 C46 175.59(12) . . . . ? O10 Sn2 Fe4 C45 164.09(14) . . . . ? N4 Sn2 Fe4 C45 79.37(15) . . . . ? Fe3 Sn2 Fe4 C45 -62.06(13) . . . . ? N1 Sn1 O1 C1 6.1(2) . . . . ? Fe2 Sn1 O1 C1 122.7(2) . . . . ? Fe1 Sn1 O1 C1 -94.2(2) . . . . ? N4 Sn2 O10 C25 -10.0(2) . . . . ? Fe4 Sn2 O10 C25 -124.1(2) . . . . ? Fe3 Sn2 O10 C25 94.2(2) . . . . ? O1 Sn1 N1 C2 18.5(2) . . . . ? Fe2 Sn1 N1 C2 -84.2(2) . . . . ? Fe1 Sn1 N1 C2 126.2(2) . . . . ? O1 Sn1 N1 C3 156.8(3) . . . . ? Fe2 Sn1 N1 C3 54.1(3) . . . . ? Fe1 Sn1 N1 C3 -95.5(3) . . . . ? O10 Sn2 N4 C26 -14.9(2) . . . . ? Fe4 Sn2 N4 C26 87.4(2) . . . . ? Fe3 Sn2 N4 C26 -124.1(2) . . . . ? O10 Sn2 N4 C27 -149.7(3) . . . . ? Fe4 Sn2 N4 C27 -47.4(3) . . . . ? Fe3 Sn2 N4 C27 101.1(3) . . . . ? Sn1 O1 C1 C12 94.0(3) . . . . ? Sn1 O1 C1 C7 -145.1(2) . . . . ? Sn1 O1 C1 C2 -28.9(4) . . . . ? C3 N1 C2 C1 -177.6(3) . . . . ? Sn1 N1 C2 C1 -37.7(3) . . . . ? O1 C1 C2 N1 44.7(4) . . . . ? C12 C1 C2 N1 -78.0(4) . . . . ? C7 C1 C2 N1 161.8(3) . . . . ? C2 N1 C3 C4 51.9(4) . . . . ? Sn1 N1 C3 C4 -82.1(3) . . . . ? C2 N1 C3 C5 171.8(3) . . . . ? Sn1 N1 C3 C5 37.9(4) . . . . ? C2 N1 C3 C6 -70.5(4) . . . . ? Sn1 N1 C3 C6 155.5(3) . . . . ? C8 N2 C7 C1 -159.2(3) . . . . ? O1 C1 C7 N2 -60.1(4) . . . . ? C12 C1 C7 N2 60.6(4) . . . . ? C2 C1 C7 N2 -179.1(3) . . . . ? C7 N2 C8 C9 -57.6(5) . . . . ? C7 N2 C8 C11 63.6(5) . . . . ? C7 N2 C8 C10 -177.6(3) . . . . ? C13 N3 C12 C1 -177.6(3) . . . . ? O1 C1 C12 N3 48.7(4) . . . . ? C7 C1 C12 N3 -70.5(4) . . . . ? C2 C1 C12 N3 171.7(3) . . . . ? C12 N3 C13 C15 -64.3(5) . . . . ? C12 N3 C13 C14 177.8(3) . . . . ? C12 N3 C13 C16 58.3(5) . . . . ? Sn2 O10 C25 C36 148.2(2) . . . . ? Sn2 O10 C25 C31 -90.0(3) . . . . ? Sn2 O10 C25 C26 32.8(3) . . . . ? C27 N4 C26 C25 173.9(3) . . . . ? Sn2 N4 C26 C25 35.4(3) . . . . ? O10 C25 C26 N4 -46.2(4) . . . . ? C36 C25 C26 N4 -163.6(3) . . . . ? C31 C25 C26 N4 76.5(4) . . . . ? C26 N4 C27 C29 -179.5(3) . . . . ? Sn2 N4 C27 C29 -49.0(4) . . . . ? C26 N4 C27 C28 -60.5(4) . . . . ? Sn2 N4 C27 C28 70.0(4) . . . . ? C26 N4 C27 C30 62.3(4) . . . . ? Sn2 N4 C27 C30 -167.1(3) . . . . ? C32 N5 C31 C25 -178.4(3) . . . . ? O10 C25 C31 N5 -50.7(4) . . . . ? C36 C25 C31 N5 69.9(4) . . . . ? C26 C25 C31 N5 -173.6(3) . . . . ? C31 N5 C32 C35 -45.6(4) . . . . ? C31 N5 C32 C34 -165.8(3) . . . . ? C31 N5 C32 C33 76.5(4) . . . . ? C37 N6 C36 C25 157.2(3) . . . . ? O10 C25 C36 N6 63.5(4) . . . . ? C31 C25 C36 N6 -58.0(4) . . . . ? C26 C25 C36 N6 -177.7(3) . . . . ? C36 N6 C37 C38 -178.5(3) . . . . ? C36 N6 C37 C40 61.6(4) . . . . ? C36 N6 C37 C39 -59.4(5) . . . . ? C52 O19 C49 C50 34.4(5) . . . . ? O19 C49 C50 C51 -22.9(6) . . . . ? C49 C50 C51 C52 4.0(7) . . . . ? C49 O19 C52 C51 -31.9(6) . . . . ? C50 C51 C52 O19 16.4(7) . . . . ? C56 O20 C53 C54 -5.1(8) . . . . ? C55 C54 C53 O20 -15.6(10) . . . . ? C53 C54 C55 C56 29.7(13) . . . . ? C53 O20 C56 C55 24.2(11) . . . . ? C54 C55 C56 O20 -33.8(13) . . . . ? C56A O20A C53A C54A -62(3) . . . . ? O20A C53A C54A C55A 35(3) . . . . ? C53A C54A C55A C56A -4(4) . . . . ? C53A O20A C56A C55A 61(3) . . . . ? C54A C55A C56A O20A -28(4) . . . . ? _diffrn_measured_fraction_theta_max 0.970 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 0.712 _refine_diff_density_min -0.899 _refine_diff_density_rms 0.128 # Attachment 'IIIb.cif' data_h07kcm10 _database_code_depnum_ccdc_archive 'CCDC 760985' #TrackingRef 'IIIb.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H37 N3 O' _chemical_formula_sum 'C16 H37 N3 O' _chemical_formula_weight 287.49 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' 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 5.89860(10) _cell_length_b 30.0328(6) _cell_length_c 10.9694(2) _cell_angle_alpha 90.00 _cell_angle_beta 94.8610(10) _cell_angle_gamma 90.00 _cell_volume 1936.26(6) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 37447 _cell_measurement_theta_min 2.910 _cell_measurement_theta_max 27.485 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 0.986 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 648 _exptl_absorpt_coefficient_mu 0.062 _exptl_absorpt_correction_type none _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Nonius Kappa CCD' _diffrn_measurement_method '698 1.0 degree images with \f and \w scans' _diffrn_standards_number 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 19191 _diffrn_reflns_av_R_equivalents 0.0511 _diffrn_reflns_av_sigmaI/netI 0.0399 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -38 _diffrn_reflns_limit_k_max 38 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.29 _diffrn_reflns_theta_max 27.50 _reflns_number_total 4279 _reflns_number_gt 3220 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinski & Minor, 1997)' _computing_data_reduction ; DENZO-SCALEPACK Z. Otwinowski and W. Minor, " Processing of X-ray Diffraction Data Collected in Oscillation Mode ", Methods in Enzymology, Volume 276: Macromolecular Crystallography, part A, p.307-326, 1997,C.W. Carter, Jr. & R. M. Sweet, Eds., Academic Press. ; _computing_structure_solution ; SIR97- Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C. , Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R. (1999) J. Appl. Cryst. 32, 115-119 ; _computing_structure_refinement ; SHELXL97 -Program for Crystal Structure Analysis (Release 97-2). Sheldrick, G.M., Instit\"ut f\"ur Anorganische Chemie der Universit\"at, Tammanstrasse 4, D-3400 G\"ottingen, Germany, 1998 ; _computing_molecular_graphics 'ORTEP3 for Windows - Farrugia, L. J. J. Appl. Crystallogr. 1997, 30, 565' _computing_publication_material ; 'WinGX publication routines, Farrugia, L. J., J. Appl. Crystallogr., 1999, 32, 837-838 ; _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^)+(0.0603P)^2^+0.5468P] 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 4279 _refine_ls_number_parameters 236 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0760 _refine_ls_R_factor_gt 0.0537 _refine_ls_wR_factor_ref 0.1445 _refine_ls_wR_factor_gt 0.1335 _refine_ls_goodness_of_fit_ref 1.072 _refine_ls_restrained_S_all 1.077 _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 O1 O 0.54991(19) 0.15710(4) 0.13594(10) 0.0378(3) Uani 1 1 d . . . H1 H 0.639(4) 0.1468(7) 0.088(2) 0.058(6) Uiso 1 1 d . . . N1 N 0.5357(2) 0.11060(4) -0.07527(10) 0.0289(3) Uani 1 1 d . . . H10 H 0.494(3) 0.1336(6) -0.1226(16) 0.043(5) Uiso 1 1 d . . . N2 N 0.2840(2) 0.09514(4) 0.26676(11) 0.0347(3) Uani 1 1 d . A . H20 H 0.426(3) 0.1018(6) 0.2921(16) 0.047(5) Uiso 1 1 d . . . N3 N 0.3308(2) 0.20019(4) -0.07911(11) 0.0350(3) Uani 1 1 d . . . H30 H 0.468(3) 0.2127(6) -0.0450(17) 0.055(5) Uiso 1 1 d . . . C1 C 0.3271(2) 0.14406(4) 0.08762(12) 0.0299(3) Uani 1 1 d . . . C2 C 0.3476(2) 0.10407(5) 0.00243(13) 0.0333(3) Uani 1 1 d . . . H2A H 0.3745 0.0767 0.0518 0.040 Uiso 1 1 calc R . . H2B H 0.2035 0.1003 -0.0497 0.040 Uiso 1 1 calc R . . C3 C 0.6022(2) 0.07125(4) -0.14560(13) 0.0313(3) Uani 1 1 d . . . C4 C 0.7520(3) 0.08853(5) -0.24195(14) 0.0417(4) Uani 1 1 d . . . H4A H 0.6630 0.1085 -0.2982 0.062 Uiso 1 1 calc R . . H4B H 0.8078 0.0634 -0.2878 0.062 Uiso 1 1 calc R . . H4C H 0.8815 0.1048 -0.2017 0.062 Uiso 1 1 calc R . . C5 C 0.7382(3) 0.03940(5) -0.05888(16) 0.0431(4) Uani 1 1 d . . . H5A H 0.8764 0.0543 -0.0238 0.065 Uiso 1 1 calc R . . H5C H 0.7802 0.0130 -0.1042 0.065 Uiso 1 1 calc R . . H5B H 0.6454 0.0305 0.0070 0.065 Uiso 1 1 calc R . . C6 C 0.3948(3) 0.04711(5) -0.20893(14) 0.0413(4) Uani 1 1 d . . . H6A H 0.2985 0.0360 -0.1470 0.062 Uiso 1 1 calc R . . H6B H 0.4463 0.0221 -0.2567 0.062 Uiso 1 1 calc R . . H6C H 0.3073 0.0679 -0.2634 0.062 Uiso 1 1 calc R . . C7 C 0.1880(3) 0.13217(5) 0.19454(13) 0.0360(3) Uani 1 1 d . . . H7A H 0.1794 0.1585 0.2481 0.043 Uiso 1 1 calc R . . H7B H 0.0311 0.1245 0.1622 0.043 Uiso 1 1 calc R . . C8 C 0.1623(3) 0.08218(5) 0.37321(14) 0.0393(4) Uani 1 1 d D . . C9 C 0.0831(14) 0.1182(3) 0.4515(10) 0.069(3) Uani 0.50 1 d P A 1 H9A H 0.2132 0.1364 0.4828 0.104 Uiso 0.50 1 calc PR A 1 H9B H 0.0108 0.1051 0.5203 0.104 Uiso 0.50 1 calc PR A 1 H9C H -0.0272 0.1369 0.4033 0.104 Uiso 0.50 1 calc PR A 1 C10 C 0.305(3) 0.0485(5) 0.4379(15) 0.072(4) Uani 0.50 1 d P A 1 H10A H 0.4362 0.0630 0.4825 0.108 Uiso 0.50 1 calc PR A 1 H10B H 0.3591 0.0273 0.3788 0.108 Uiso 0.50 1 calc PR A 1 H10C H 0.2167 0.0326 0.4958 0.108 Uiso 0.50 1 calc PR A 1 C11 C -0.0520(12) 0.0557(2) 0.3132(7) 0.0570(16) Uani 0.50 1 d PD A 1 H11A H -0.1290 0.0407 0.3774 0.086 Uiso 0.50 1 calc PR A 1 H11B H -0.0017 0.0335 0.2558 0.086 Uiso 0.50 1 calc PR A 1 H11C H -0.1576 0.0765 0.2693 0.086 Uiso 0.50 1 calc PR A 1 C9A C 0.1888(14) 0.1216(3) 0.4706(9) 0.066(2) Uani 0.50 1 d PD A 2 H9D H 0.1107 0.1482 0.4365 0.098 Uiso 0.50 1 calc PR A 2 H9E H 0.3505 0.1283 0.4897 0.098 Uiso 0.50 1 calc PR A 2 H9F H 0.1214 0.1127 0.5455 0.098 Uiso 0.50 1 calc PR A 2 C10A C 0.2911(19) 0.0432(4) 0.4394(12) 0.040(2) Uani 0.50 1 d P A 2 H10D H 0.4509 0.0515 0.4583 0.060 Uiso 0.50 1 calc PR A 2 H10E H 0.2822 0.0169 0.3865 0.060 Uiso 0.50 1 calc PR A 2 H10F H 0.2221 0.0365 0.5155 0.060 Uiso 0.50 1 calc PR A 2 C11A C -0.0826(13) 0.0737(3) 0.3435(8) 0.078(2) Uani 0.50 1 d P A 2 H11D H -0.1496 0.0626 0.4165 0.117 Uiso 0.50 1 calc PR A 2 H11E H -0.1025 0.0514 0.2782 0.117 Uiso 0.50 1 calc PR A 2 H11F H -0.1583 0.1015 0.3162 0.117 Uiso 0.50 1 calc PR A 2 C12 C 0.2075(3) 0.18376(5) 0.02171(14) 0.0394(4) Uani 1 1 d . . . H12A H 0.0525 0.1747 -0.0105 0.047 Uiso 1 1 calc R . . H12B H 0.1924 0.2081 0.0812 0.047 Uiso 1 1 calc R . . C13 C 0.2128(3) 0.23423(5) -0.15892(14) 0.0362(3) Uani 1 1 d . . . C14 C 0.0221(3) 0.21207(7) -0.23884(17) 0.0567(5) Uani 1 1 d . . . H14A H 0.0840 0.1873 -0.2838 0.085 Uiso 1 1 calc R . . H14B H -0.0478 0.2338 -0.2970 0.085 Uiso 1 1 calc R . . H14C H -0.0929 0.2008 -0.1873 0.085 Uiso 1 1 calc R . . C15 C 0.1184(4) 0.27287(6) -0.08749(17) 0.0562(5) Uani 1 1 d . . . H15A H -0.0042 0.2620 -0.0404 0.084 Uiso 1 1 calc R . . H15B H 0.0588 0.2959 -0.1448 0.084 Uiso 1 1 calc R . . H15C H 0.2402 0.2855 -0.0316 0.084 Uiso 1 1 calc R . . C16 C 0.3895(3) 0.25190(7) -0.23997(19) 0.0575(5) Uani 1 1 d . . . H16A H 0.5129 0.2663 -0.1890 0.086 Uiso 1 1 calc R . . H16B H 0.3182 0.2736 -0.2979 0.086 Uiso 1 1 calc R . . H16C H 0.4511 0.2272 -0.2852 0.086 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 O1 0.0368(6) 0.0425(6) 0.0335(6) -0.0057(5) 0.0001(5) -0.0046(5) N1 0.0319(6) 0.0274(6) 0.0278(6) 0.0021(5) 0.0060(5) -0.0010(5) N2 0.0372(7) 0.0402(7) 0.0276(6) 0.0069(5) 0.0083(5) 0.0071(5) N3 0.0332(7) 0.0359(6) 0.0368(7) 0.0109(5) 0.0079(6) 0.0034(5) C1 0.0313(7) 0.0327(7) 0.0259(7) 0.0019(5) 0.0026(6) 0.0006(5) C2 0.0350(8) 0.0356(7) 0.0301(7) -0.0032(6) 0.0084(6) -0.0075(6) C3 0.0309(7) 0.0318(7) 0.0316(7) -0.0024(5) 0.0048(6) 0.0005(6) C4 0.0415(9) 0.0470(9) 0.0381(8) -0.0012(7) 0.0125(7) 0.0019(7) C5 0.0364(8) 0.0357(8) 0.0568(10) 0.0078(7) 0.0013(7) 0.0007(6) C6 0.0396(9) 0.0462(9) 0.0380(8) -0.0126(7) 0.0035(7) -0.0030(7) C7 0.0402(8) 0.0383(8) 0.0306(8) 0.0060(6) 0.0101(6) 0.0086(6) C8 0.0468(9) 0.0406(8) 0.0323(8) 0.0096(6) 0.0144(7) 0.0074(7) C9 0.108(7) 0.054(3) 0.052(5) 0.005(3) 0.048(5) 0.013(4) C10 0.102(8) 0.078(8) 0.040(5) 0.012(5) 0.026(5) -0.001(5) C11 0.047(3) 0.064(4) 0.061(4) 0.022(3) 0.008(2) -0.010(3) C9A 0.119(7) 0.047(3) 0.035(3) 0.006(2) 0.028(4) 0.020(4) C10A 0.052(4) 0.032(2) 0.036(4) 0.018(2) 0.009(3) 0.018(2) C11A 0.051(3) 0.115(7) 0.069(5) 0.043(4) 0.013(3) -0.012(4) C12 0.0404(9) 0.0430(8) 0.0360(8) 0.0105(6) 0.0108(7) 0.0078(7) C13 0.0394(8) 0.0360(7) 0.0338(8) 0.0100(6) 0.0070(6) 0.0073(6) C14 0.0572(11) 0.0626(11) 0.0482(10) 0.0125(9) -0.0070(9) -0.0009(9) C15 0.0762(13) 0.0434(9) 0.0499(10) 0.0090(8) 0.0107(9) 0.0208(9) C16 0.0547(11) 0.0573(11) 0.0629(12) 0.0314(9) 0.0194(9) 0.0094(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C1 1.4298(18) . ? O1 H1 0.84(2) . ? N1 C2 1.4686(17) . ? N1 C3 1.4821(17) . ? N1 H10 0.886(18) . ? N2 C7 1.4523(18) . ? N2 C8 1.4739(18) . ? N2 H20 0.882(19) . ? N3 C12 1.4602(18) . ? N3 C13 1.4808(18) . ? N3 H30 0.941(19) . ? C1 C7 1.5293(19) . ? C1 C2 1.5327(19) . ? C1 C12 1.5347(19) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.525(2) . ? C3 C5 1.528(2) . ? C3 C6 1.536(2) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 H5A 0.9800 . ? C5 H5C 0.9800 . ? C5 H5B 0.9800 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C10 1.462(12) . ? C8 C11A 1.475(8) . ? C8 C9 1.481(9) . ? C8 C10A 1.543(8) . ? C8 C11 1.589(7) . ? C8 C9A 1.594(8) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C9A H9D 0.9800 . ? C9A H9E 0.9800 . ? C9A H9F 0.9800 . ? C10A H10D 0.9800 . ? C10A H10E 0.9800 . ? C10A H10F 0.9800 . ? C11A H11D 0.9800 . ? C11A H11E 0.9800 . ? C11A H11F 0.9800 . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.520(2) . ? C13 C16 1.521(2) . ? C13 C15 1.531(2) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 O1 H1 105.7(14) . . ? C2 N1 C3 116.22(11) . . ? C2 N1 H10 105.1(11) . . ? C3 N1 H10 112.9(11) . . ? C7 N2 C8 116.16(12) . . ? C7 N2 H20 108.3(12) . . ? C8 N2 H20 108.8(12) . . ? C12 N3 C13 116.22(11) . . ? C12 N3 H30 107.5(11) . . ? C13 N3 H30 107.7(11) . . ? O1 C1 C7 108.41(11) . . ? O1 C1 C2 108.85(11) . . ? C7 C1 C2 111.09(11) . . ? O1 C1 C12 109.46(12) . . ? C7 C1 C12 106.72(11) . . ? C2 C1 C12 112.23(12) . . ? N1 C2 C1 110.59(11) . . ? N1 C2 H2A 109.5 . . ? C1 C2 H2A 109.5 . . ? N1 C2 H2B 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 108.1 . . ? N1 C3 C4 106.49(11) . . ? N1 C3 C5 108.86(12) . . ? C4 C3 C5 109.85(12) . . ? N1 C3 C6 112.10(11) . . ? C4 C3 C6 109.46(12) . . ? C5 C3 C6 110.01(12) . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? H5C C5 H5B 109.5 . . ? C3 C6 H6A 109.5 . . ? C3 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C3 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N2 C7 C1 112.79(11) . . ? N2 C7 H7A 109.0 . . ? C1 C7 H7A 109.0 . . ? N2 C7 H7B 109.0 . . ? C1 C7 H7B 109.0 . . ? H7A C7 H7B 107.8 . . ? C10 C8 N2 105.5(7) . . ? C10 C8 C11A 120.1(8) . . ? N2 C8 C11A 113.8(4) . . ? C10 C8 C9 114.9(8) . . ? N2 C8 C9 117.8(4) . . ? C11A C8 C9 84.4(4) . . ? N2 C8 C10A 108.6(5) . . ? C11A C8 C10A 114.0(6) . . ? C9 C8 C10A 116.6(7) . . ? C10 C8 C11 105.1(7) . . ? N2 C8 C11 103.2(3) . . ? C9 C8 C11 109.1(4) . . ? C10A C8 C11 99.1(6) . . ? C10 C8 C9A 99.7(8) . . ? N2 C8 C9A 107.9(4) . . ? C11A C8 C9A 108.3(4) . . ? C10A C8 C9A 103.4(6) . . ? C11 C8 C9A 132.8(4) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? C8 C11 H11A 109.5 . . ? C8 C11 H11B 109.5 . . ? C8 C11 H11C 109.5 . . ? C8 C9A H9D 109.5 . . ? C8 C9A H9E 109.5 . . ? H9D C9A H9E 109.5 . . ? C8 C9A H9F 109.5 . . ? H9D C9A H9F 109.5 . . ? H9E C9A H9F 109.5 . . ? C8 C10A H10D 109.5 . . ? C8 C10A H10E 109.5 . . ? H10D C10A H10E 109.5 . . ? C8 C10A H10F 109.5 . . ? H10D C10A H10F 109.5 . . ? H10E C10A H10F 109.5 . . ? C8 C11A H11D 109.5 . . ? C8 C11A H11E 109.5 . . ? H11D C11A H11E 109.5 . . ? C8 C11A H11F 109.5 . . ? H11D C11A H11F 109.5 . . ? H11E C11A H11F 109.5 . . ? N3 C12 C1 112.39(12) . . ? N3 C12 H12A 109.1 . . ? C1 C12 H12A 109.1 . . ? N3 C12 H12B 109.1 . . ? C1 C12 H12B 109.1 . . ? H12A C12 H12B 107.9 . . ? N3 C13 C14 109.06(13) . . ? N3 C13 C16 105.98(12) . . ? C14 C13 C16 109.01(14) . . ? N3 C13 C15 113.19(13) . . ? C14 C13 C15 110.10(15) . . ? C16 C13 C15 109.36(14) . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C13 C16 H16A 109.5 . . ? C13 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C13 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.963 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.963 _refine_diff_density_max 0.211 _refine_diff_density_min -0.163 _refine_diff_density_rms 0.038 # Attachment 'IIb.H2O.cif' data_k08kcm17 _database_code_depnum_ccdc_archive 'CCDC 760986' #TrackingRef 'IIb.H2O.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C11 H26 N2 O), H2 O' _chemical_formula_sum 'C22 H54 N4 O3' _chemical_formula_weight 422.69 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.0202(5) _cell_length_b 11.4918(5) _cell_length_c 11.9421(6) _cell_angle_alpha 66.872(2) _cell_angle_beta 87.639(2) _cell_angle_gamma 89.699(2) _cell_volume 1389.54(11) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 32677 _cell_measurement_theta_min 2.910 _cell_measurement_theta_max 27.485 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.010 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 476 _exptl_absorpt_coefficient_mu 0.067 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9675 _exptl_absorpt_correction_T_max 0.9803 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Nonius Kappa CCD' _diffrn_measurement_method '177 2.0 degree images with \w scans' _diffrn_standards_number 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 19260 _diffrn_reflns_av_R_equivalents 0.0736 _diffrn_reflns_av_sigmaI/netI 0.0677 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.45 _diffrn_reflns_theta_max 27.55 _reflns_number_total 6365 _reflns_number_gt 4335 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinski & Minor, 1997)' _computing_data_reduction ; DENZO-SCALEPACK Z. Otwinowski and W. Minor, " Processing of X-ray Diffraction Data Collected in Oscillation Mode ", Methods in Enzymology, Volume 276: Macromolecular Crystallography, part A, p.307-326, 1997,C.W. Carter, Jr. & R. M. Sweet, Eds., Academic Press. ; _computing_structure_solution ; SIR97- Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C. , Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R. (1999) J. Appl. Cryst. 32, 115-119 ; _computing_structure_refinement ; SHELXL97 -Program for Crystal Structure Analysis (Release 97-2). Sheldrick, G.M., Institut f\"ur Anorganische Chemie der Universit\"at, Tammanstrasse 4, D-3400 G\"ottingen, Germany, 1998 ; _computing_molecular_graphics 'ORTEP3 for Windows - Farrugia, L. J. J. Appl. Crystallogr. 1997, 30, 565' _computing_publication_material ; 'WinGX publication routines, Farrugia, L. J., J. Appl. Crystallogr., 1999, 32, 837-838 ; _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^)+(0.0631P)^2^+0.1879P] 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 6365 _refine_ls_number_parameters 306 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0833 _refine_ls_R_factor_gt 0.0512 _refine_ls_wR_factor_ref 0.1447 _refine_ls_wR_factor_gt 0.1252 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.018 _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 O1 O 0.86093(10) 0.38563(9) 0.05302(9) 0.0332(2) Uani 1 1 d . . . H10 H 0.938(2) 0.3798(19) 0.0549(19) 0.061(6) Uiso 1 1 d . . . C1 C 0.82165(12) 0.47996(13) 0.09564(13) 0.0294(3) Uani 1 1 d . . . H1A H 0.8886 0.4997 0.1397 0.035 Uiso 1 1 calc R . . C2 C 0.71160(12) 0.42792(14) 0.18342(13) 0.0314(3) Uani 1 1 d . . . H2A H 0.6756 0.4962 0.2045 0.038 Uiso 1 1 calc R . . H2B H 0.6494 0.3975 0.1435 0.038 Uiso 1 1 calc R . . C3 C 0.78552(13) 0.60023(14) -0.00900(13) 0.0337(3) Uani 1 1 d . . . H3A H 0.7177 0.5806 -0.0508 0.040 Uiso 1 1 calc R . . H3B H 0.7562 0.6623 0.0242 0.040 Uiso 1 1 calc R . . N1 N 0.74749(10) 0.32351(11) 0.29476(11) 0.0300(3) Uani 1 1 d . . . H1 H 0.7862(17) 0.2665(18) 0.2697(17) 0.047(5) Uiso 1 1 d . . . C11 C 0.64915(13) 0.25296(14) 0.38493(13) 0.0346(3) Uani 1 1 d . . . C12 C 0.58859(16) 0.34195(17) 0.43583(17) 0.0496(4) Uani 1 1 d . . . H12A H 0.6501 0.3790 0.4694 0.074 Uiso 1 1 calc R . . H12B H 0.5285 0.2947 0.5004 0.074 Uiso 1 1 calc R . . H12C H 0.5480 0.4096 0.3705 0.074 Uiso 1 1 calc R . . C13 C 0.55538(18) 0.1957(2) 0.33043(18) 0.0618(6) Uani 1 1 d . . . H13A H 0.5145 0.2636 0.2657 0.093 Uiso 1 1 calc R . . H13B H 0.4953 0.1466 0.3941 0.093 Uiso 1 1 calc R . . H13C H 0.5960 0.1401 0.2964 0.093 Uiso 1 1 calc R . . C14 C 0.71163(16) 0.14776(16) 0.48686(16) 0.0481(4) Uani 1 1 d . . . H14A H 0.7532 0.0919 0.4537 0.072 Uiso 1 1 calc R . . H14B H 0.6509 0.0989 0.5499 0.072 Uiso 1 1 calc R . . H14C H 0.7710 0.1849 0.5226 0.072 Uiso 1 1 calc R . . N2 N 0.88655(10) 0.65722(11) -0.09818(11) 0.0298(3) Uani 1 1 d . . . H2 H 0.8840(15) 0.6219(15) -0.1508(16) 0.034(4) Uiso 1 1 d . . . C21 C 0.87229(13) 0.79533(13) -0.17241(13) 0.0328(3) Uani 1 1 d . . . C22 C 0.97276(15) 0.83394(16) -0.27211(16) 0.0448(4) Uani 1 1 d . . . H22A H 1.0520 0.8227 -0.2350 0.067 Uiso 1 1 calc R . . H22B H 0.9632 0.9229 -0.3263 0.067 Uiso 1 1 calc R . . H22C H 0.9677 0.7810 -0.3192 0.067 Uiso 1 1 calc R . . C23 C 0.88887(17) 0.86846(15) -0.09109(17) 0.0467(4) Uani 1 1 d . . . H23A H 0.8203 0.8500 -0.0315 0.070 Uiso 1 1 calc R . . H23B H 0.8922 0.9594 -0.1414 0.070 Uiso 1 1 calc R . . H23C H 0.9647 0.8429 -0.0482 0.070 Uiso 1 1 calc R . . O2 O 0.87352(10) 0.53127(11) -0.27756(10) 0.0371(3) Uani 1 1 d . . . H20 H 0.943(2) 0.5406(19) -0.313(2) 0.059(6) Uiso 1 1 d . . . C4 C 0.79235(12) 0.48492(13) -0.34105(13) 0.0308(3) Uani 1 1 d . . . H4A H 0.8363 0.4234 -0.3679 0.037 Uiso 1 1 calc R . . C5 C 0.68901(13) 0.41644(14) -0.25216(13) 0.0344(3) Uani 1 1 d . . . H5A H 0.6491 0.4748 -0.2197 0.041 Uiso 1 1 calc R . . H5B H 0.6278 0.3880 -0.2947 0.041 Uiso 1 1 calc R . . C6 C 0.74804(13) 0.59375(14) -0.45275(13) 0.0328(3) Uani 1 1 d . . . H6A H 0.6776 0.5652 -0.4847 0.039 Uiso 1 1 calc R . . H6B H 0.7215 0.6642 -0.4299 0.039 Uiso 1 1 calc R . . C24 C 0.74926(14) 0.82485(16) -0.23171(15) 0.0433(4) Uani 1 1 d . . . H24A H 0.7399 0.7770 -0.2831 0.065 Uiso 1 1 calc R . . H24B H 0.7450 0.9156 -0.2819 0.065 Uiso 1 1 calc R . . H24C H 0.6841 0.8008 -0.1682 0.065 Uiso 1 1 calc R . . N3 N 0.73536(11) 0.30750(12) -0.15212(12) 0.0344(3) Uani 1 1 d . . . H3 H 0.7687(16) 0.3335(15) -0.1024(16) 0.036(4) Uiso 1 1 d . . . C31 C 0.64653(13) 0.20854(14) -0.07944(13) 0.0345(3) Uani 1 1 d . . . C32 C 0.53201(15) 0.26054(16) -0.03930(16) 0.0446(4) Uani 1 1 d . . . H32A H 0.5548 0.3094 0.0080 0.067 Uiso 1 1 calc R . . H32B H 0.4784 0.1901 0.0111 0.067 Uiso 1 1 calc R . . H32C H 0.4896 0.3154 -0.1114 0.067 Uiso 1 1 calc R . . C33 C 0.61152(16) 0.13356(16) -0.15462(16) 0.0462(4) Uani 1 1 d . . . H33A H 0.5691 0.1890 -0.2264 0.069 Uiso 1 1 calc R . . H33B H 0.5580 0.0627 -0.1049 0.069 Uiso 1 1 calc R . . H33C H 0.6850 0.1010 -0.1807 0.069 Uiso 1 1 calc R . . C34 C 0.71207(16) 0.12150(15) 0.03246(15) 0.0455(4) Uani 1 1 d . . . H34A H 0.7854 0.0887 0.0064 0.068 Uiso 1 1 calc R . . H34B H 0.6582 0.0508 0.0818 0.068 Uiso 1 1 calc R . . H34C H 0.7347 0.1691 0.0810 0.068 Uiso 1 1 calc R . . N4 N 0.84622(11) 0.63765(11) -0.54718(11) 0.0309(3) Uani 1 1 d . . . H4 H 0.9109(18) 0.6465(17) -0.5103(18) 0.049(5) Uiso 1 1 d . . . C41 C 0.82680(14) 0.75744(13) -0.65413(13) 0.0351(3) Uani 1 1 d . . . C42 C 0.94452(16) 0.78442(18) -0.73258(17) 0.0526(5) Uani 1 1 d . . . H42A H 1.0114 0.7958 -0.6861 0.079 Uiso 1 1 calc R . . H42B H 0.9356 0.8616 -0.8060 0.079 Uiso 1 1 calc R . . H42C H 0.9621 0.7131 -0.7560 0.079 Uiso 1 1 calc R . . C43 C 0.7987(2) 0.86851(16) -0.61792(17) 0.0563(5) Uani 1 1 d . . . H43A H 0.7200 0.8540 -0.5731 0.084 Uiso 1 1 calc R . . H43B H 0.7960 0.9467 -0.6914 0.084 Uiso 1 1 calc R . . H43C H 0.8622 0.8762 -0.5660 0.084 Uiso 1 1 calc R . . C44 C 0.72300(17) 0.73731(17) -0.72508(16) 0.0497(4) Uani 1 1 d . . . H44A H 0.7415 0.6659 -0.7480 0.074 Uiso 1 1 calc R . . H44B H 0.7128 0.8139 -0.7987 0.074 Uiso 1 1 calc R . . H44C H 0.6478 0.7191 -0.6741 0.074 Uiso 1 1 calc R . . O3 O 0.91481(9) 0.42345(11) -0.59364(10) 0.0368(3) Uani 1 1 d . . . H3C H 0.8860(19) 0.494(2) -0.5810(19) 0.060(6) Uiso 1 1 d . . . H3D H 0.865(2) 0.3936(19) -0.6298(19) 0.059(6) Uiso 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 O1 0.0301(6) 0.0361(5) 0.0343(6) -0.0152(4) 0.0012(4) -0.0001(4) C1 0.0259(7) 0.0342(7) 0.0271(7) -0.0112(6) 0.0033(5) -0.0022(5) C2 0.0261(7) 0.0355(7) 0.0288(7) -0.0090(6) 0.0032(5) -0.0014(5) C3 0.0282(7) 0.0356(7) 0.0318(8) -0.0079(6) 0.0060(6) -0.0012(6) N1 0.0262(6) 0.0330(6) 0.0279(6) -0.0092(5) 0.0044(5) -0.0018(5) C11 0.0297(7) 0.0389(8) 0.0301(7) -0.0087(6) 0.0058(6) -0.0076(6) C12 0.0413(9) 0.0535(10) 0.0450(10) -0.0114(8) 0.0160(7) 0.0034(7) C13 0.0556(11) 0.0766(13) 0.0457(10) -0.0162(10) 0.0061(8) -0.0366(10) C14 0.0511(10) 0.0422(9) 0.0384(9) -0.0033(7) 0.0070(7) -0.0003(7) N2 0.0285(6) 0.0309(6) 0.0276(6) -0.0094(5) 0.0049(5) -0.0013(5) C21 0.0304(7) 0.0302(7) 0.0326(7) -0.0074(6) 0.0044(6) 0.0003(5) C22 0.0397(8) 0.0394(8) 0.0414(9) -0.0023(7) 0.0128(7) 0.0012(7) C23 0.0513(10) 0.0375(8) 0.0533(10) -0.0205(8) 0.0023(8) -0.0018(7) O2 0.0318(6) 0.0505(6) 0.0313(6) -0.0190(5) 0.0044(4) -0.0086(5) C4 0.0286(7) 0.0350(7) 0.0284(7) -0.0121(6) 0.0017(6) -0.0027(5) C5 0.0286(7) 0.0381(8) 0.0306(7) -0.0075(6) 0.0027(6) -0.0030(6) C6 0.0312(7) 0.0338(7) 0.0306(7) -0.0100(6) 0.0045(6) -0.0024(6) C24 0.0373(8) 0.0443(9) 0.0388(9) -0.0062(7) -0.0016(7) 0.0056(7) N3 0.0291(6) 0.0366(7) 0.0307(7) -0.0059(5) 0.0007(5) -0.0058(5) C31 0.0331(7) 0.0337(7) 0.0316(8) -0.0079(6) 0.0047(6) -0.0057(6) C32 0.0385(8) 0.0490(9) 0.0418(9) -0.0142(7) 0.0123(7) -0.0060(7) C33 0.0487(9) 0.0420(9) 0.0479(10) -0.0179(8) 0.0003(8) -0.0055(7) C34 0.0499(10) 0.0386(8) 0.0380(9) -0.0042(7) -0.0026(7) -0.0063(7) N4 0.0287(6) 0.0337(6) 0.0271(6) -0.0087(5) 0.0020(5) -0.0027(5) C41 0.0388(8) 0.0317(7) 0.0294(7) -0.0066(6) 0.0012(6) -0.0027(6) C42 0.0468(10) 0.0523(10) 0.0403(9) 0.0007(8) 0.0092(8) -0.0072(8) C43 0.0861(14) 0.0327(8) 0.0448(10) -0.0099(7) 0.0012(10) -0.0006(8) C44 0.0520(10) 0.0490(10) 0.0374(9) -0.0049(7) -0.0091(8) -0.0038(8) O3 0.0280(5) 0.0458(6) 0.0399(6) -0.0205(5) -0.0005(4) -0.0007(5) _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 O1 C1 1.4254(17) . ? O1 H10 0.85(2) . ? C1 C3 1.5194(19) . ? C1 C2 1.5290(19) . ? C1 H1A 1.0000 . ? C2 N1 1.4660(18) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 N2 1.4713(18) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? N1 C11 1.4895(17) . ? N1 H1 0.92(2) . ? C11 C12 1.519(2) . ? C11 C14 1.524(2) . ? C11 C13 1.524(2) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? N2 C21 1.4944(18) . ? N2 H2 0.873(17) . ? C21 C22 1.524(2) . ? C21 C23 1.530(2) . ? C21 C24 1.530(2) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? O2 C4 1.4272(17) . ? O2 H20 0.85(2) . ? C4 C5 1.5155(19) . ? C4 C6 1.523(2) . ? C4 H4A 1.0000 . ? C5 N3 1.4574(19) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 N4 1.4681(18) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? N3 C31 1.4735(18) . ? N3 H3 0.857(17) . ? C31 C34 1.526(2) . ? C31 C33 1.529(2) . ? C31 C32 1.532(2) . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? N4 C41 1.4867(18) . ? N4 H4 0.880(19) . ? C41 C44 1.522(2) . ? C41 C43 1.527(2) . ? C41 C42 1.527(2) . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C43 H43A 0.9800 . ? C43 H43B 0.9800 . ? C43 H43C 0.9800 . ? C44 H44A 0.9800 . ? C44 H44B 0.9800 . ? C44 H44C 0.9800 . ? O3 H3C 0.93(2) . ? O3 H3D 0.87(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 O1 H10 109.7(14) . . ? O1 C1 C3 111.32(12) . . ? O1 C1 C2 108.39(11) . . ? C3 C1 C2 108.92(11) . . ? O1 C1 H1A 109.4 . . ? C3 C1 H1A 109.4 . . ? C2 C1 H1A 109.4 . . ? N1 C2 C1 110.43(11) . . ? N1 C2 H2A 109.6 . . ? C1 C2 H2A 109.6 . . ? N1 C2 H2B 109.6 . . ? C1 C2 H2B 109.6 . . ? H2A C2 H2B 108.1 . . ? N2 C3 C1 112.62(12) . . ? N2 C3 H3A 109.1 . . ? C1 C3 H3A 109.1 . . ? N2 C3 H3B 109.1 . . ? C1 C3 H3B 109.1 . . ? H3A C3 H3B 107.8 . . ? C2 N1 C11 117.50(11) . . ? C2 N1 H1 106.0(12) . . ? C11 N1 H1 107.0(12) . . ? N1 C11 C12 108.76(12) . . ? N1 C11 C14 106.01(12) . . ? C12 C11 C14 109.27(14) . . ? N1 C11 C13 112.61(13) . . ? C12 C11 C13 110.43(15) . . ? C14 C11 C13 109.62(14) . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C11 C14 H14A 109.5 . . ? C11 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C11 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C3 N2 C21 113.92(11) . . ? C3 N2 H2 105.8(11) . . ? C21 N2 H2 104.6(11) . . ? N2 C21 C22 106.99(12) . . ? N2 C21 C23 109.02(12) . . ? C22 C21 C23 109.14(13) . . ? N2 C21 C24 112.15(11) . . ? C22 C21 C24 108.94(13) . . ? C23 C21 C24 110.51(13) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C4 O2 H20 108.3(14) . . ? O2 C4 C5 107.45(11) . . ? O2 C4 C6 110.15(11) . . ? C5 C4 C6 112.27(12) . . ? O2 C4 H4A 109.0 . . ? C5 C4 H4A 109.0 . . ? C6 C4 H4A 109.0 . . ? N3 C5 C4 109.91(12) . . ? N3 C5 H5A 109.7 . . ? C4 C5 H5A 109.7 . . ? N3 C5 H5B 109.7 . . ? C4 C5 H5B 109.7 . . ? H5A C5 H5B 108.2 . . ? N4 C6 C4 109.81(12) . . ? N4 C6 H6A 109.7 . . ? C4 C6 H6A 109.7 . . ? N4 C6 H6B 109.7 . . ? C4 C6 H6B 109.7 . . ? H6A C6 H6B 108.2 . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C5 N3 C31 116.96(11) . . ? C5 N3 H3 108.7(11) . . ? C31 N3 H3 106.6(11) . . ? N3 C31 C34 106.14(12) . . ? N3 C31 C33 108.50(13) . . ? C34 C31 C33 109.15(13) . . ? N3 C31 C32 113.54(12) . . ? C34 C31 C32 109.74(14) . . ? C33 C31 C32 109.66(13) . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C31 C33 H33A 109.5 . . ? C31 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C31 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C31 C34 H34A 109.5 . . ? C31 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C31 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C6 N4 C41 117.29(12) . . ? C6 N4 H4 106.0(13) . . ? C41 N4 H4 108.9(12) . . ? N4 C41 C44 108.71(12) . . ? N4 C41 C43 112.63(13) . . ? C44 C41 C43 109.84(15) . . ? N4 C41 C42 106.18(13) . . ? C44 C41 C42 109.73(14) . . ? C43 C41 C42 109.66(14) . . ? C41 C42 H42A 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C41 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C41 C43 H43A 109.5 . . ? C41 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C41 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? C41 C44 H44A 109.5 . . ? C41 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? C41 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? H3C O3 H3D 113.8(18) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.55 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.193 _refine_diff_density_min -0.200 _refine_diff_density_rms 0.039 # Attachment 'IIb.cif' data_k08kcm36 _database_code_depnum_ccdc_archive 'CCDC 760987' #TrackingRef 'IIb.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C11 H26 N2 O' _chemical_formula_sum 'C11 H26 N2 O' _chemical_formula_weight 202.34 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z+1/2' _cell_length_a 17.0643(6) _cell_length_b 16.9722(7) _cell_length_c 18.6143(7) _cell_angle_alpha 90.00 _cell_angle_beta 103.0540(10) _cell_angle_gamma 90.00 _cell_volume 5251.7(3) _cell_formula_units_Z 16 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 227633 _cell_measurement_theta_min 2.910 _cell_measurement_theta_max 27.485 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.53 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.024 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1824 _exptl_absorpt_coefficient_mu 0.065 _exptl_absorpt_correction_type none _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Nonius Kappa CCD' _diffrn_measurement_method '560 1.0 degree images with \f and \v scans' _diffrn_standards_number 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 37438 _diffrn_reflns_av_R_equivalents 0.0596 _diffrn_reflns_av_sigmaI/netI 0.0562 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 27.50 _reflns_number_total 10846 _reflns_number_gt 9053 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinski & Minor, 1997)' _computing_data_reduction ; DENZO-SCALEPACK Z. Otwinowski and W. Minor, " Processing of X-ray Diffraction Data Collected in Oscillation Mode ", Methods in Enzymology, Volume 276: Macromolecular Crystallography, part A, p.307-326, 1997,C.W. Carter, Jr. & R. M. Sweet, Eds., Academic Press. ; _computing_structure_solution ; SIR97- Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C. , Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R. (1999) J. Appl. Cryst. 32, 115-119 ; _computing_structure_refinement ; SHELXL97 -Program for Crystal Structure Analysis (Release 97-2). Sheldrick, G.M., Instit\"ut f\"ur Anorganische Chemie der Universit\"at, Tammanstrasse 4, D-3400 G\"ottingen, Germany, 1998 ; _computing_molecular_graphics 'ORTEP3 for Windows - Farrugia, L. J. J. Appl. Crystallogr. 1997, 30, 565' _computing_publication_material ; 'WinGX publication routines, Farrugia, L. J., J. Appl. Crystallogr., 1999, 32, 837-838 ; _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^)+(0.0591P)^2^+1.4930P] 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 SHELXL _refine_ls_extinction_coef 0.0067(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -1.5(8) _refine_ls_number_reflns 10846 _refine_ls_number_parameters 578 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0636 _refine_ls_R_factor_gt 0.0486 _refine_ls_wR_factor_ref 0.1202 _refine_ls_wR_factor_gt 0.1114 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.037 _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 O1 O 0.99667(9) 0.88640(9) 0.09568(8) 0.0399(3) Uani 1 1 d . . . H10 H 1.0326(15) 0.8830(14) 0.1400(15) 0.049(7) Uiso 1 1 d . . . O2 O 1.00708(9) 0.69742(8) 0.29964(8) 0.0403(3) Uani 1 1 d . . . H20 H 0.9897(15) 0.6735(15) 0.2547(16) 0.052(7) Uiso 1 1 d . . . O3 O 0.76921(8) 0.73333(9) 0.09576(8) 0.0392(3) Uani 1 1 d . . . H30 H 0.7539(16) 0.7430(16) 0.1412(17) 0.062(8) Uiso 1 1 d . . . O4 O 0.85456(8) 0.92276(8) 0.29225(8) 0.0390(3) Uani 1 1 d . . . H40 H 0.8451(17) 0.9477(17) 0.2467(18) 0.071(8) Uiso 1 1 d . . . N1 N 0.84997(9) 1.00989(9) 0.16396(9) 0.0302(3) Uani 1 1 d . . . H1 H 0.8120(15) 0.9975(14) 0.1267(14) 0.044(6) Uiso 1 1 d . . . N2 N 0.78128(10) 0.91615(11) 0.02927(9) 0.0346(4) Uani 1 1 d . . . H2 H 0.7715(17) 0.8655(18) 0.0460(16) 0.065(8) Uiso 1 1 d . . . N3 N 1.11212(9) 0.85952(9) 0.22656(9) 0.0309(3) Uani 1 1 d . . . H3 H 1.1091(13) 0.8890(14) 0.2658(14) 0.039(6) Uiso 1 1 d . . . N4 N 1.05296(11) 0.89906(10) 0.36109(9) 0.0344(4) Uani 1 1 d . . . H4 H 1.0007(16) 0.9149(14) 0.3438(13) 0.047(7) Uiso 1 1 d . . . N5 N 0.95844(10) 0.70088(11) 0.04079(8) 0.0319(4) Uani 1 1 d . . . H5 H 0.9791(13) 0.7499(13) 0.0529(11) 0.029(5) Uiso 1 1 d . . . N6 N 0.94635(9) 0.60842(9) 0.17248(9) 0.0299(3) Uani 1 1 d . . . H6 H 0.9675(14) 0.6212(13) 0.1317(14) 0.041(6) Uiso 1 1 d . . . N7 N 0.83340(10) 0.72124(9) 0.35271(8) 0.0313(3) Uani 1 1 d . . . H7 H 0.8810(14) 0.7045(12) 0.3384(12) 0.034(5) Uiso 1 1 d . . . N8 N 0.70973(9) 0.76376(9) 0.22104(9) 0.0298(3) Uani 1 1 d . . . H8 H 0.7324(14) 0.7307(14) 0.2584(14) 0.043(6) Uiso 1 1 d . . . C1 C 0.92047(11) 0.91244(11) 0.10439(10) 0.0320(4) Uani 1 1 d . . . H1A H 0.8978 0.8717 0.1328 0.038 Uiso 1 1 calc R . . C2 C 0.92739(11) 0.99003(12) 0.14646(11) 0.0333(4) Uani 1 1 d . . . H2A H 0.9694 0.9855 0.1926 0.040 Uiso 1 1 calc R . . H2B H 0.9434 1.0325 0.1162 0.040 Uiso 1 1 calc R . . C3 C 0.83679(12) 1.09279(11) 0.18315(11) 0.0333(4) Uani 1 1 d . . . C4 C 0.84664(14) 1.15088(13) 0.12216(13) 0.0462(5) Uani 1 1 d . . . H4A H 0.8097 1.1363 0.0757 0.069 Uiso 1 1 calc R . . H4B H 0.9021 1.1488 0.1159 0.069 Uiso 1 1 calc R . . H4C H 0.8344 1.2044 0.1361 0.069 Uiso 1 1 calc R . . C5 C 0.89514(13) 1.11409(13) 0.25555(12) 0.0425(5) Uani 1 1 d . . . H5A H 0.9505 1.1099 0.2494 0.064 Uiso 1 1 calc R . . H5B H 0.8875 1.0778 0.2944 0.064 Uiso 1 1 calc R . . H5C H 0.8848 1.1682 0.2694 0.064 Uiso 1 1 calc R . . C6 C 0.75062(13) 1.09607(13) 0.19271(13) 0.0437(5) Uani 1 1 d . . . H6A H 0.7438 1.0579 0.2303 0.066 Uiso 1 1 calc R . . H6B H 0.7136 1.0833 0.1458 0.066 Uiso 1 1 calc R . . H6C H 0.7390 1.1492 0.2082 0.066 Uiso 1 1 calc R . . C7 C 0.86637(12) 0.91825(13) 0.02689(11) 0.0366(4) Uani 1 1 d . . . H7A H 0.8780 0.9680 0.0035 0.044 Uiso 1 1 calc R . . H7B H 0.8783 0.8739 -0.0035 0.044 Uiso 1 1 calc R . . C8 C 0.72199(12) 0.92777(13) -0.04225(11) 0.0380(4) Uani 1 1 d . . . C9 C 0.72721(17) 1.01092(15) -0.06940(15) 0.0608(7) Uani 1 1 d . . . H9A H 0.7798 1.0191 -0.0810 0.091 Uiso 1 1 calc R . . H9B H 0.7205 1.0481 -0.0310 0.091 Uiso 1 1 calc R . . H9C H 0.6847 1.0195 -0.1138 0.091 Uiso 1 1 calc R . . C10 C 0.63932(14) 0.91328(19) -0.02671(14) 0.0608(7) Uani 1 1 d . . . H10A H 0.6316 0.9483 0.0130 0.091 Uiso 1 1 calc R . . H10B H 0.6354 0.8583 -0.0118 0.091 Uiso 1 1 calc R . . H10C H 0.5977 0.9239 -0.0714 0.091 Uiso 1 1 calc R . . C11 C 0.73418(16) 0.86964(16) -0.10183(13) 0.0547(6) Uani 1 1 d . . . H11A H 0.7331 0.8156 -0.0835 0.082 Uiso 1 1 calc R . . H11B H 0.7862 0.8797 -0.1140 0.082 Uiso 1 1 calc R . . H11C H 0.6910 0.8764 -0.1461 0.082 Uiso 1 1 calc R . . C12 C 1.03048(12) 0.77626(11) 0.28859(10) 0.0326(4) Uani 1 1 d . . . H12 H 0.9827 0.8057 0.2600 0.039 Uiso 1 1 calc R . . C13 C 1.09643(12) 0.77734(11) 0.24535(11) 0.0329(4) Uani 1 1 d . . . H13A H 1.1462 0.7536 0.2753 0.039 Uiso 1 1 calc R . . H13B H 1.0794 0.7459 0.1997 0.039 Uiso 1 1 calc R . . C14 C 1.19096(11) 0.87681(12) 0.20871(11) 0.0342(4) Uani 1 1 d . . . C15 C 1.19533(14) 0.83545(14) 0.13694(12) 0.0448(5) Uani 1 1 d . . . H15A H 1.1508 0.8534 0.0973 0.067 Uiso 1 1 calc R . . H15B H 1.1913 0.7784 0.1431 0.067 Uiso 1 1 calc R . . H15C H 1.2466 0.8480 0.1243 0.067 Uiso 1 1 calc R . . C16 C 1.26265(12) 0.85119(15) 0.27044(13) 0.0462(5) Uani 1 1 d . . . H16A H 1.2622 0.7938 0.2757 0.069 Uiso 1 1 calc R . . H16B H 1.2584 0.8759 0.3170 0.069 Uiso 1 1 calc R . . H16C H 1.3130 0.8676 0.2579 0.069 Uiso 1 1 calc R . . C17 C 1.19302(14) 0.96536(13) 0.19902(14) 0.0459(5) Uani 1 1 d . . . H17A H 1.1907 0.9913 0.2455 0.069 Uiso 1 1 calc R . . H17B H 1.1468 0.9818 0.1604 0.069 Uiso 1 1 calc R . . H17C H 1.2429 0.9803 0.1848 0.069 Uiso 1 1 calc R . . C18 C 1.05674(13) 0.81310(11) 0.36530(11) 0.0359(4) Uani 1 1 d . . . H18A H 1.0213 0.7940 0.3970 0.043 Uiso 1 1 calc R . . H18B H 1.1125 0.7965 0.3880 0.043 Uiso 1 1 calc R . . C19 C 1.08061(12) 0.94277(12) 0.43127(11) 0.0376(4) Uani 1 1 d . . . C20 C 1.17009(15) 0.93044(17) 0.46050(16) 0.0605(7) Uani 1 1 d . . . H20A H 1.1986 0.9428 0.4217 0.091 Uiso 1 1 calc R . . H20B H 1.1802 0.8754 0.4758 0.091 Uiso 1 1 calc R . . H20C H 1.1893 0.9651 0.5029 0.091 Uiso 1 1 calc R . . C21 C 1.03533(16) 0.91839(15) 0.49006(13) 0.0540(6) Uani 1 1 d . . . H21A H 1.0470 0.8631 0.5034 0.081 Uiso 1 1 calc R . . H21B H 0.9774 0.9250 0.4705 0.081 Uiso 1 1 calc R . . H21C H 1.0527 0.9515 0.5339 0.081 Uiso 1 1 calc R . . C22 C 1.06329(19) 1.02950(14) 0.41297(15) 0.0611(7) Uani 1 1 d . . . H22A H 1.0051 1.0373 0.3960 0.092 Uiso 1 1 calc R . . H22B H 1.0902 1.0455 0.3740 0.092 Uiso 1 1 calc R . . H22C H 1.0834 1.0615 0.4571 0.092 Uiso 1 1 calc R . . C23 C 0.85017(11) 0.70648(11) 0.10932(10) 0.0319(4) Uani 1 1 d . . . H23 H 0.8857 0.7470 0.1394 0.038 Uiso 1 1 calc R . . C24 C 0.87131(12) 0.70028(12) 0.03398(11) 0.0356(4) Uani 1 1 d . . . H24A H 0.8485 0.6509 0.0095 0.043 Uiso 1 1 calc R . . H24B H 0.8468 0.7450 0.0027 0.043 Uiso 1 1 calc R . . C25 C 0.98710(12) 0.68125(12) -0.02661(10) 0.0346(4) Uani 1 1 d . . . C26 C 0.94716(15) 0.73204(16) -0.09304(12) 0.0516(6) Uani 1 1 d . . . H26A H 0.9608 0.7875 -0.0823 0.077 Uiso 1 1 calc R . . H26B H 0.8887 0.7254 -0.1028 0.077 Uiso 1 1 calc R . . H26C H 0.9665 0.7156 -0.1365 0.077 Uiso 1 1 calc R . . C27 C 1.07716(14) 0.69611(17) -0.00850(13) 0.0537(6) Uani 1 1 d . . . H27A H 1.1028 0.6648 0.0347 0.081 Uiso 1 1 calc R . . H27B H 1.0875 0.7522 0.0022 0.081 Uiso 1 1 calc R . . H27C H 1.0993 0.6809 -0.0507 0.081 Uiso 1 1 calc R . . C28 C 0.97072(17) 0.59479(14) -0.04441(14) 0.0567(6) Uani 1 1 d . . . H28A H 0.9125 0.5860 -0.0590 0.085 Uiso 1 1 calc R . . H28B H 0.9935 0.5630 -0.0008 0.085 Uiso 1 1 calc R . . H28C H 0.9956 0.5795 -0.0849 0.085 Uiso 1 1 calc R . . C29 C 0.86038(11) 0.62904(11) 0.15138(11) 0.0332(4) Uani 1 1 d . . . H29A H 0.8385 0.6340 0.1961 0.040 Uiso 1 1 calc R . . H29B H 0.8303 0.5869 0.1201 0.040 Uiso 1 1 calc R . . C30 C 0.96783(11) 0.52583(11) 0.19361(10) 0.0324(4) Uani 1 1 d . . . C31 C 0.94522(14) 0.50721(13) 0.26638(12) 0.0427(5) Uani 1 1 d . . . H31A H 0.8869 0.5126 0.2604 0.064 Uiso 1 1 calc R . . H31B H 0.9729 0.5439 0.3044 0.064 Uiso 1 1 calc R . . H31C H 0.9613 0.4531 0.2812 0.064 Uiso 1 1 calc R . . C32 C 0.92816(13) 0.46569(13) 0.13476(12) 0.0419(5) Uani 1 1 d . . . H32A H 0.9410 0.4791 0.0875 0.063 Uiso 1 1 calc R . . H32B H 0.8697 0.4668 0.1294 0.063 Uiso 1 1 calc R . . H32C H 0.9485 0.4128 0.1498 0.063 Uiso 1 1 calc R . . C33 C 1.05898(13) 0.52110(13) 0.20346(13) 0.0454(5) Uani 1 1 d . . . H33A H 1.0848 0.5598 0.2404 0.068 Uiso 1 1 calc R . . H33B H 1.0732 0.5324 0.1564 0.068 Uiso 1 1 calc R . . H33C H 1.0775 0.4681 0.2200 0.068 Uiso 1 1 calc R . . C34 C 0.82421(11) 0.84492(11) 0.28111(10) 0.0321(4) Uani 1 1 d . . . H34 H 0.8562 0.8152 0.2512 0.039 Uiso 1 1 calc R . . C35 C 0.83718(12) 0.80713(11) 0.35754(10) 0.0344(4) Uani 1 1 d . . . H35A H 0.8903 0.8232 0.3876 0.041 Uiso 1 1 calc R . . H35B H 0.7954 0.8263 0.3826 0.041 Uiso 1 1 calc R . . C36 C 0.83023(12) 0.67837(11) 0.42153(10) 0.0335(4) Uani 1 1 d . . . C37 C 0.89944(15) 0.70100(14) 0.48625(12) 0.0485(6) Uani 1 1 d . . . H37A H 0.8969 0.7576 0.4961 0.073 Uiso 1 1 calc R . . H37B H 0.9509 0.6887 0.4738 0.073 Uiso 1 1 calc R . . H37C H 0.8948 0.6713 0.5302 0.073 Uiso 1 1 calc R . . C38 C 0.75037(15) 0.69532(16) 0.44179(14) 0.0535(6) Uani 1 1 d . . . H38A H 0.7061 0.6836 0.3995 0.080 Uiso 1 1 calc R . . H38B H 0.7482 0.7510 0.4552 0.080 Uiso 1 1 calc R . . H38C H 0.7453 0.6623 0.4837 0.080 Uiso 1 1 calc R . . C39 C 0.83534(17) 0.59140(13) 0.40494(13) 0.0525(6) Uani 1 1 d . . . H39A H 0.8870 0.5802 0.3923 0.079 Uiso 1 1 calc R . . H39B H 0.7913 0.5771 0.3633 0.079 Uiso 1 1 calc R . . H39C H 0.8311 0.5606 0.4484 0.079 Uiso 1 1 calc R . . C40 C 0.73583(11) 0.84491(11) 0.24016(11) 0.0332(4) Uani 1 1 d . . . H40A H 0.7025 0.8684 0.2718 0.040 Uiso 1 1 calc R . . H40B H 0.7290 0.8770 0.1947 0.040 Uiso 1 1 calc R . . C41 C 0.62194(11) 0.74786(12) 0.19922(11) 0.0321(4) Uani 1 1 d . . . C42 C 0.58664(13) 0.78896(14) 0.12618(12) 0.0422(5) Uani 1 1 d . . . H42A H 0.6143 0.7705 0.0886 0.063 Uiso 1 1 calc R . . H42B H 0.5938 0.8460 0.1324 0.063 Uiso 1 1 calc R . . H42C H 0.5292 0.7768 0.1107 0.063 Uiso 1 1 calc R . . C43 C 0.57671(13) 0.77436(13) 0.25773(12) 0.0416(5) Uani 1 1 d . . . H43A H 0.5799 0.8318 0.2628 0.062 Uiso 1 1 calc R . . H43B H 0.6012 0.7498 0.3051 0.062 Uiso 1 1 calc R . . H43C H 0.5202 0.7584 0.2425 0.062 Uiso 1 1 calc R . . C44 C 0.61420(13) 0.65929(13) 0.19001(13) 0.0421(5) Uani 1 1 d . . . H44A H 0.6363 0.6336 0.2374 0.063 Uiso 1 1 calc R . . H44B H 0.6440 0.6418 0.1537 0.063 Uiso 1 1 calc R . . H44C H 0.5573 0.6452 0.1730 0.063 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 O1 0.0323(8) 0.0478(9) 0.0382(8) -0.0033(6) 0.0052(6) 0.0096(6) O2 0.0491(9) 0.0357(8) 0.0373(8) -0.0042(6) 0.0121(6) -0.0126(6) O3 0.0343(8) 0.0476(9) 0.0383(7) 0.0040(6) 0.0134(6) 0.0119(6) O4 0.0422(8) 0.0358(8) 0.0372(8) 0.0038(6) 0.0053(6) -0.0107(6) N1 0.0240(8) 0.0315(9) 0.0351(8) -0.0011(6) 0.0068(6) -0.0005(6) N2 0.0286(9) 0.0404(10) 0.0336(8) 0.0022(7) 0.0047(7) 0.0005(7) N3 0.0285(8) 0.0293(9) 0.0358(9) -0.0003(7) 0.0091(6) 0.0003(6) N4 0.0356(10) 0.0342(9) 0.0327(8) -0.0038(6) 0.0063(7) -0.0014(7) N5 0.0304(9) 0.0370(10) 0.0300(8) -0.0037(6) 0.0107(6) -0.0012(7) N6 0.0261(8) 0.0302(8) 0.0352(8) 0.0022(6) 0.0104(6) 0.0007(6) N7 0.0325(9) 0.0325(9) 0.0302(8) 0.0019(6) 0.0095(7) -0.0005(7) N8 0.0253(8) 0.0291(9) 0.0347(8) 0.0010(6) 0.0062(6) 0.0005(6) C1 0.0282(10) 0.0323(10) 0.0360(10) 0.0003(7) 0.0084(8) 0.0035(7) C2 0.0266(10) 0.0344(11) 0.0383(10) -0.0007(8) 0.0059(8) -0.0009(8) C3 0.0337(10) 0.0266(10) 0.0409(10) 0.0012(8) 0.0114(8) 0.0023(8) C4 0.0518(13) 0.0352(12) 0.0543(13) 0.0108(9) 0.0180(10) 0.0041(10) C5 0.0434(12) 0.0399(12) 0.0454(11) -0.0063(9) 0.0128(9) -0.0047(9) C6 0.0397(12) 0.0410(12) 0.0543(13) 0.0008(9) 0.0188(10) 0.0076(9) C7 0.0330(11) 0.0423(12) 0.0345(10) -0.0020(8) 0.0077(8) 0.0002(8) C8 0.0335(11) 0.0441(12) 0.0344(10) 0.0055(8) 0.0034(8) -0.0008(9) C9 0.0605(16) 0.0486(15) 0.0632(16) 0.0158(12) -0.0074(12) 0.0019(12) C10 0.0353(13) 0.097(2) 0.0462(13) 0.0120(13) 0.0022(10) -0.0006(12) C11 0.0553(15) 0.0631(16) 0.0389(12) -0.0047(10) -0.0038(10) 0.0040(11) C12 0.0319(10) 0.0318(10) 0.0333(10) 0.0002(7) 0.0057(8) -0.0053(8) C13 0.0308(10) 0.0290(10) 0.0395(10) -0.0022(7) 0.0093(8) -0.0002(8) C14 0.0232(10) 0.0367(11) 0.0431(10) 0.0040(8) 0.0081(8) -0.0002(8) C15 0.0400(12) 0.0494(13) 0.0491(12) 0.0012(10) 0.0188(10) 0.0040(10) C16 0.0302(11) 0.0513(14) 0.0550(13) 0.0043(10) 0.0049(9) -0.0001(9) C17 0.0389(12) 0.0374(12) 0.0630(14) 0.0043(10) 0.0149(10) -0.0039(9) C18 0.0403(11) 0.0333(11) 0.0350(10) -0.0013(8) 0.0105(8) -0.0018(8) C19 0.0395(11) 0.0366(11) 0.0354(10) -0.0066(8) 0.0055(8) -0.0008(9) C20 0.0406(14) 0.0696(18) 0.0656(16) -0.0219(13) 0.0000(11) -0.0048(12) C21 0.0613(16) 0.0636(16) 0.0389(12) -0.0124(10) 0.0150(10) -0.0044(12) C22 0.0856(19) 0.0384(14) 0.0536(14) -0.0085(10) 0.0040(13) 0.0008(12) C23 0.0272(10) 0.0343(11) 0.0355(10) -0.0014(7) 0.0102(8) 0.0037(8) C24 0.0322(11) 0.0425(12) 0.0329(10) 0.0012(8) 0.0092(8) 0.0030(8) C25 0.0320(10) 0.0428(12) 0.0319(10) -0.0010(8) 0.0132(8) -0.0007(8) C26 0.0512(13) 0.0705(17) 0.0366(11) 0.0079(10) 0.0172(10) 0.0090(12) C27 0.0360(12) 0.0817(19) 0.0477(13) -0.0054(11) 0.0185(10) 0.0004(11) C28 0.0737(17) 0.0474(15) 0.0588(15) -0.0139(11) 0.0359(13) -0.0020(12) C29 0.0277(9) 0.0349(11) 0.0382(10) 0.0000(8) 0.0098(7) -0.0004(8) C30 0.0323(10) 0.0281(10) 0.0365(10) -0.0008(7) 0.0069(7) 0.0003(8) C31 0.0465(12) 0.0416(12) 0.0396(11) 0.0051(9) 0.0086(9) -0.0020(9) C32 0.0443(12) 0.0347(11) 0.0454(11) -0.0073(8) 0.0071(9) -0.0021(9) C33 0.0344(11) 0.0397(12) 0.0598(14) -0.0019(10) 0.0061(10) 0.0045(9) C34 0.0312(10) 0.0312(10) 0.0349(10) 0.0013(7) 0.0095(8) -0.0049(8) C35 0.0366(11) 0.0334(11) 0.0322(9) 0.0016(7) 0.0058(8) -0.0032(8) C36 0.0357(11) 0.0346(11) 0.0298(9) 0.0054(7) 0.0070(8) -0.0005(8) C37 0.0503(14) 0.0557(15) 0.0350(11) 0.0075(9) -0.0001(9) -0.0043(11) C38 0.0470(14) 0.0653(16) 0.0535(14) 0.0160(11) 0.0228(11) 0.0039(11) C39 0.0746(17) 0.0378(13) 0.0458(12) 0.0069(9) 0.0154(11) 0.0004(11) C40 0.0311(10) 0.0297(10) 0.0387(10) 0.0030(8) 0.0078(8) 0.0011(8) C41 0.0239(9) 0.0367(11) 0.0364(10) -0.0005(8) 0.0081(7) -0.0004(8) C42 0.0349(11) 0.0487(13) 0.0398(11) 0.0024(9) 0.0019(9) 0.0032(9) C43 0.0350(11) 0.0477(13) 0.0456(11) 0.0000(9) 0.0164(9) 0.0002(9) C44 0.0352(11) 0.0388(12) 0.0531(12) -0.0049(9) 0.0115(9) -0.0049(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C1 1.417(2) . ? O1 H10 0.91(3) . ? O2 C12 1.425(2) . ? O2 H20 0.92(3) . ? O3 C23 1.422(2) . ? O3 H30 0.95(3) . ? O4 C34 1.417(2) . ? O4 H40 0.93(3) . ? N1 C2 1.470(2) . ? N1 C3 1.481(2) . ? N1 H1 0.86(3) . ? N2 C7 1.463(3) . ? N2 C8 1.492(2) . ? N2 H2 0.94(3) . ? N3 C13 1.477(3) . ? N3 C14 1.486(2) . ? N3 H3 0.90(2) . ? N4 C18 1.462(3) . ? N4 C19 1.484(2) . ? N4 H4 0.92(3) . ? N5 C24 1.463(3) . ? N5 C25 1.484(2) . ? N5 H5 0.91(2) . ? N6 C29 1.473(2) . ? N6 C30 1.479(2) . ? N6 H6 0.94(2) . ? N7 C35 1.461(2) . ? N7 C36 1.485(2) . ? N7 H7 0.95(2) . ? N8 C40 1.466(3) . ? N8 C41 1.486(2) . ? N8 H8 0.91(3) . ? C1 C2 1.523(3) . ? C1 C7 1.530(3) . ? C1 H1A 1.0000 . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C6 1.521(3) . ? C3 C5 1.527(3) . ? C3 C4 1.541(3) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.508(3) . ? C8 C10 1.523(3) . ? C8 C11 1.533(3) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 C13 1.524(3) . ? C12 C18 1.530(3) . ? C12 H12 1.0000 . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C17 1.515(3) . ? C14 C15 1.526(3) . ? C14 C16 1.540(3) . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 C20 1.515(3) . ? C19 C22 1.525(3) . ? C19 C21 1.532(3) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C29 1.519(3) . ? C23 C24 1.529(3) . ? C23 H23 1.0000 . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C28 1.516(3) . ? C25 C27 1.518(3) . ? C25 C26 1.535(3) . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C30 C31 1.523(3) . ? C30 C33 1.526(3) . ? C30 C32 1.538(3) . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 C40 1.529(3) . ? C34 C35 1.530(3) . ? C34 H34 1.0000 . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 C39 1.515(3) . ? C36 C38 1.521(3) . ? C36 C37 1.533(3) . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 H40A 0.9900 . ? C40 H40B 0.9900 . ? C41 C44 1.515(3) . ? C41 C42 1.526(3) . ? C41 C43 1.537(3) . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C43 H43A 0.9800 . ? C43 H43B 0.9800 . ? C43 H43C 0.9800 . ? C44 H44A 0.9800 . ? C44 H44B 0.9800 . ? C44 H44C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 O1 H10 111.3(16) . . ? C12 O2 H20 109.1(16) . . ? C23 O3 H30 110.3(17) . . ? C34 O4 H40 108.0(18) . . ? C2 N1 C3 117.68(15) . . ? C2 N1 H1 108.4(16) . . ? C3 N1 H1 107.4(16) . . ? C7 N2 C8 116.57(15) . . ? C7 N2 H2 106.4(17) . . ? C8 N2 H2 106.3(17) . . ? C13 N3 C14 117.47(15) . . ? C13 N3 H3 106.6(15) . . ? C14 N3 H3 107.1(15) . . ? C18 N4 C19 116.77(16) . . ? C18 N4 H4 109.8(15) . . ? C19 N4 H4 104.7(15) . . ? C24 N5 C25 116.60(15) . . ? C24 N5 H5 110.8(13) . . ? C25 N5 H5 103.4(13) . . ? C29 N6 C30 117.91(15) . . ? C29 N6 H6 105.8(14) . . ? C30 N6 H6 108.5(14) . . ? C35 N7 C36 116.45(15) . . ? C35 N7 H7 106.7(13) . . ? C36 N7 H7 107.1(13) . . ? C40 N8 C41 117.98(15) . . ? C40 N8 H8 109.9(15) . . ? C41 N8 H8 109.0(15) . . ? O1 C1 C2 111.21(15) . . ? O1 C1 C7 106.62(15) . . ? C2 C1 C7 112.91(16) . . ? O1 C1 H1A 108.7 . . ? C2 C1 H1A 108.7 . . ? C7 C1 H1A 108.7 . . ? N1 C2 C1 110.07(15) . . ? N1 C2 H2A 109.6 . . ? C1 C2 H2A 109.6 . . ? N1 C2 H2B 109.6 . . ? C1 C2 H2B 109.6 . . ? H2A C2 H2B 108.2 . . ? N1 C3 C6 105.45(15) . . ? N1 C3 C5 109.47(16) . . ? C6 C3 C5 110.05(17) . . ? N1 C3 C4 112.47(16) . . ? C6 C3 C4 109.38(17) . . ? C5 C3 C4 109.92(17) . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C3 C6 H6A 109.5 . . ? C3 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C3 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N2 C7 C1 111.18(15) . . ? N2 C7 H7A 109.4 . . ? C1 C7 H7A 109.4 . . ? N2 C7 H7B 109.4 . . ? C1 C7 H7B 109.4 . . ? H7A C7 H7B 108.0 . . ? N2 C8 C9 110.07(18) . . ? N2 C8 C10 106.24(17) . . ? C9 C8 C10 110.0(2) . . ? N2 C8 C11 112.64(17) . . ? C9 C8 C11 109.4(2) . . ? C10 C8 C11 108.4(2) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C8 C11 H11A 109.5 . . ? C8 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C8 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? O2 C12 C13 110.60(15) . . ? O2 C12 C18 106.36(15) . . ? C13 C12 C18 113.09(16) . . ? O2 C12 H12 108.9 . . ? C13 C12 H12 108.9 . . ? C18 C12 H12 108.9 . . ? N3 C13 C12 109.35(15) . . ? N3 C13 H13A 109.8 . . ? C12 C13 H13A 109.8 . . ? N3 C13 H13B 109.8 . . ? C12 C13 H13B 109.8 . . ? H13A C13 H13B 108.3 . . ? N3 C14 C17 105.61(15) . . ? N3 C14 C15 109.31(16) . . ? C17 C14 C15 110.18(18) . . ? N3 C14 C16 112.59(16) . . ? C17 C14 C16 109.46(17) . . ? C15 C14 C16 109.62(17) . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C14 C16 H16A 109.5 . . ? C14 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C14 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C14 C17 H17A 109.5 . . ? C14 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C14 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? N4 C18 C12 110.96(16) . . ? N4 C18 H18A 109.4 . . ? C12 C18 H18A 109.4 . . ? N4 C18 H18B 109.4 . . ? C12 C18 H18B 109.4 . . ? H18A C18 H18B 108.0 . . ? N4 C19 C20 109.97(18) . . ? N4 C19 C22 106.19(17) . . ? C20 C19 C22 110.0(2) . . ? N4 C19 C21 112.48(17) . . ? C20 C19 C21 109.6(2) . . ? C22 C19 C21 108.47(19) . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C19 C21 H21A 109.5 . . ? C19 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C19 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C19 C22 H22A 109.5 . . ? C19 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C19 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? O3 C23 C29 111.25(15) . . ? O3 C23 C24 106.27(15) . . ? C29 C23 C24 112.94(16) . . ? O3 C23 H23 108.8 . . ? C29 C23 H23 108.8 . . ? C24 C23 H23 108.8 . . ? N5 C24 C23 111.45(15) . . ? N5 C24 H24A 109.3 . . ? C23 C24 H24A 109.3 . . ? N5 C24 H24B 109.3 . . ? C23 C24 H24B 109.3 . . ? H24A C24 H24B 108.0 . . ? N5 C25 C28 108.80(16) . . ? N5 C25 C27 106.59(16) . . ? C28 C25 C27 109.67(19) . . ? N5 C25 C26 112.57(16) . . ? C28 C25 C26 109.94(19) . . ? C27 C25 C26 109.19(18) . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C25 C27 H27A 109.5 . . ? C25 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C25 C28 H28A 109.5 . . ? C25 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C25 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? N6 C29 C23 109.53(15) . . ? N6 C29 H29A 109.8 . . ? C23 C29 H29A 109.8 . . ? N6 C29 H29B 109.8 . . ? C23 C29 H29B 109.8 . . ? H29A C29 H29B 108.2 . . ? N6 C30 C31 109.61(16) . . ? N6 C30 C33 105.44(15) . . ? C31 C30 C33 109.77(17) . . ? N6 C30 C32 113.37(16) . . ? C31 C30 C32 109.67(16) . . ? C33 C30 C32 108.86(17) . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C30 C32 H32A 109.5 . . ? C30 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C30 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C30 C33 H33A 109.5 . . ? C30 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C30 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? O4 C34 C40 111.10(15) . . ? O4 C34 C35 106.46(15) . . ? C40 C34 C35 112.50(16) . . ? O4 C34 H34 108.9 . . ? C40 C34 H34 108.9 . . ? C35 C34 H34 108.9 . . ? N7 C35 C34 111.46(15) . . ? N7 C35 H35A 109.3 . . ? C34 C35 H35A 109.3 . . ? N7 C35 H35B 109.3 . . ? C34 C35 H35B 109.3 . . ? H35A C35 H35B 108.0 . . ? N7 C36 C39 106.66(16) . . ? N7 C36 C38 109.30(16) . . ? C39 C36 C38 109.32(19) . . ? N7 C36 C37 112.56(16) . . ? C39 C36 C37 109.56(18) . . ? C38 C36 C37 109.39(19) . . ? C36 C37 H37A 109.5 . . ? C36 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C36 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C36 C38 H38A 109.5 . . ? C36 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C36 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C36 C39 H39A 109.5 . . ? C36 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C36 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? N8 C40 C34 109.42(15) . . ? N8 C40 H40A 109.8 . . ? C34 C40 H40A 109.8 . . ? N8 C40 H40B 109.8 . . ? C34 C40 H40B 109.8 . . ? H40A C40 H40B 108.2 . . ? N8 C41 C44 105.54(15) . . ? N8 C41 C42 109.35(16) . . ? C44 C41 C42 110.24(17) . . ? N8 C41 C43 112.93(16) . . ? C44 C41 C43 109.00(16) . . ? C42 C41 C43 109.70(17) . . ? C41 C42 H42A 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C41 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C41 C43 H43A 109.5 . . ? C41 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C41 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? C41 C44 H44A 109.5 . . ? C41 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? C41 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.968 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.968 _refine_diff_density_max 0.184 _refine_diff_density_min -0.217 _refine_diff_density_rms 0.046